# Electronic Supplementary Material (ESI) for Chemical Science
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_mo_D8V148_0m
_audit_creation_date             2013-10-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.09.17 svn.r2790 for OlexSys, GUI svn.r4601)
;
_chemical_formula_moiety         'C27 H27 Er1 N4 O3'
_chemical_formula_sum            'C27 H27 Er N4 O3'
_chemical_formula_weight         622.80
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Er -0.12730 5.10226 27.65630 16.42850 14.97790 2.98233 2.07356 0.22354 11.36040
105.70300 5.92046022415
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      trigonal
_space_group_IT_number           165
_space_group_name_H-M_alt        'P -3 c 1'
_space_group_name_Hall           '-P 3 2"c'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -y,x-y,z
3 -x+y,-x,z
4 x-y,-y,-z+1/2
5 -x,-x+y,-z+1/2
6 y,x,-z+1/2
7 -x,-y,-z
8 y,-x+y,-z
9 x-y,x,-z
10 -x+y,y,z-1/2
11 x,x-y,z-1/2
12 -y,-x,z-1/2

_symmetry_Int_Tables_number      165
_cell_length_a                   12.9479(5)
_cell_length_b                   12.9479(5)
_cell_length_c                   16.3112(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2368.18(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4306
_cell_measurement_temperature    122(1)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_exptl_absorpt_coefficient_mu    3.581
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6999
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0478 before and 0.0395 after correction.
The Ratio of minimum to maximum transmission is 0.9381.
The λ/2 correction factor is 0.0000.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   pinkish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.7467
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             1235.9590
_exptl_crystal_size_max          0.126
_exptl_crystal_size_mid          0.126
_exptl_crystal_size_min          0.107
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            9895
_diffrn_reflns_theta_full        30.4959
_diffrn_reflns_theta_max         30.50
_diffrn_reflns_theta_min         2.50
_diffrn_ambient_temperature      122(1)
_diffrn_measured_fraction_theta_full 0.9996
_diffrn_measured_fraction_theta_max 0.9996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_special_details          122(1)
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              16
_reflns_limit_h_min              0
_reflns_limit_k_max              9
_reflns_limit_k_min              0
_reflns_limit_l_max              23
_reflns_limit_l_min              -22
_reflns_number_gt                1799
_reflns_number_total             2425
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
'L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard, H. Puschmann, in preparation (2013)'
_computing_structure_solution    
'L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard, H. Puschmann, in preparation (2013)'
_refine_diff_density_max         0.9567
_refine_diff_density_min         -0.7239
_refine_diff_density_rms         0.1940
_refine_ls_d_res_high            0.7003
_refine_ls_d_res_low             8.1556
_refine_ls_goodness_of_fit_ref   1.0199
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    16
_refine_ls_number_parameters     105
_refine_ls_number_reflns         2425
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0365
_refine_ls_R_factor_gt           0.0203
_refine_ls_restrained_S_all      1.0199
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0165P)²+2.1655P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0472
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10a,H10b), C11(H11a,H11b)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6), C7(H7)
;
_atom_sites_solution_primary     iterative
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Er1 Er 0.666667 0.333333 0.205358(8) 0.00966(5) Uani 1.000000 S T
O1 O 0.64703(13) 0.46587(13) 0.13422(8) 0.0145(3) Uani 1.000000 . .
N1 N 0.80927(16) 0.52729(16) 0.26521(10) 0.0133(4) Uani 1.000000 . .
C2 C 0.83939(18) 0.6331(2) 0.24144(12) 0.0128(4) Uani 1.000000 . .
H2 H 0.89588(18) 0.6969(2) 0.27445(12) 0.0154(5) Uiso 1.000000 R .
C3 C 0.7963(2) 0.66553(19) 0.16963(12) 0.0121(4) Uani 1.000000 . .
C4 C 0.8499(2) 0.78746(19) 0.15082(12) 0.0149(4) Uani 1.000000 . .
H4 H 0.9139(2) 0.84338(19) 0.18395(12) 0.0179(5) Uiso 1.000000 R .
C5 C 0.8125(2) 0.8285(2) 0.08562(12) 0.0164(4) Uani 1.000000 . .
H5 H 0.8508(2) 0.9112(2) 0.07336(12) 0.0197(5) Uiso 1.000000 R .
C6 C 0.7173(2) 0.7461(2) 0.03818(12) 0.0155(4) Uani 1.000000 . .
H6 H 0.6902(2) 0.7732(2) -0.00661(12) 0.0186(5) Uiso 1.000000 R .
C7 C 0.6619(2) 0.6258(2) 0.05540(12) 0.0138(4) Uani 1.000000 . .
H7 H 0.5963(2) 0.5717(2) 0.02260(12) 0.0165(5) Uiso 1.000000 R .
C8 C 0.70004(19) 0.58045(19) 0.12071(12) 0.0118(4) Uani 1.000000 . .
N2 N 0.666667 0.333333 0.37115(16) 0.0116(5) Uani 1.000000 S T
C10 C 0.7530(2) 0.4543(2) 0.40240(12) 0.0160(5) Uani 1.000000 . .
H10a H 0.7129(2) 0.5019(2) 0.40799(12) 0.0192(5) Uiso 1.000000 R .
H10b H 0.7819(2) 0.4475(2) 0.45724(12) 0.0192(5) Uiso 1.000000 R .
C11 C 0.8579(2) 0.5167(2) 0.34429(12) 0.0165(4) Uani 1.000000 . .
H11a H 0.8986(2) 0.4697(2) 0.33785(12) 0.0198(5) Uiso 1.000000 R .
H11b H 0.9162(2) 0.5966(2) 0.36563(12) 0.0198(5) Uiso 1.000000 R .


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Er1 O1 2.1891(14) 3_665
Er1 O1 2.1891(14) .
Er1 O1 2.1891(14) 2_655
Er1 N1 2.4561(18) 3_665
Er1 N1 2.4561(18) 2_655
Er1 N1 2.4561(18) .
Er1 N2 2.704(3) .
O1 C8 1.305(2) .
N1 C2 1.283(3) .
N1 C11 1.472(2) .
C2 H2 0.9500 .
C2 C3 1.447(3) .
C3 C4 1.404(3) .
C3 C8 1.425(3) .
C4 H4 0.9500 .
C4 C5 1.381(3) .
C5 H5 0.9500 .
C5 C6 1.393(3) .
C6 H6 0.9500 .
C6 C7 1.380(3) .
C7 H7 0.9500 .
C7 C8 1.419(3) .
N2 C10 1.487(2) 3_665
N2 C10 1.487(2) 2_655
N2 C10 1.487(2) .
C10 H10a 0.9900 .
C10 H10b 0.9900 .
C10 C11 1.516(3) .
C11 H11a 0.9900 .
C11 H11b 0.9900 .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Er1 O1 94.50(5) 3_665 .
O1 Er1 O1 94.50(5) 3_665 2_655
O1 Er1 O1 94.50(5) . 2_655
N1 Er1 O1 168.88(6) 2_655 3_665
N1 Er1 O1 85.36(6) 3_665 2_655
N1 Er1 O1 74.44(6) 3_665 3_665
N1 Er1 O1 168.88(6) 3_665 .
N1 Er1 O1 85.36(6) 2_655 .
N1 Er1 O1 74.44(6) . .
N1 Er1 O1 168.88(6) . 2_655
N1 Er1 O1 74.44(6) 2_655 2_655
N1 Er1 O1 85.36(6) . 3_665
N1 Er1 N1 105.25(4) 3_665 2_655
N1 Er1 N1 105.25(4) 3_665 .
N1 Er1 N1 105.25(4) 2_655 .
N2 Er1 O1 122.01(4) . 3_665
N2 Er1 O1 122.01(4) . .
N2 Er1 O1 122.01(4) . 2_655
N2 Er1 N1 66.58(4) . 3_665
N2 Er1 N1 66.58(4) . 2_655
N2 Er1 N1 66.58(4) . .
C8 O1 Er1 141.23(13) . 3_665
C2 N1 Er1 130.07(14) . .
C11 N1 Er1 113.03(13) . .
C11 N1 C2 116.66(18) . .
H2 C2 N1 116.60(12) . .
C3 C2 N1 126.80(19) . .
C3 C2 H2 116.60(12) . .
C4 C3 C2 117.22(19) . .
C8 C3 C2 122.97(19) . .
C8 C3 C4 119.74(19) . .
H4 C4 C3 119.01(13) . .
C5 C4 C3 122.0(2) . .
C5 C4 H4 119.01(13) . .
H5 C5 C4 120.66(13) . .
C6 C5 C4 118.7(2) . .
C6 C5 H5 120.66(12) . .
H6 C6 C5 119.57(12) . .
C7 C6 C5 120.9(2) . .
C7 C6 H6 119.57(13) . .
H7 C7 C6 119.07(13) . .
C8 C7 C6 121.9(2) . .
C8 C7 H7 119.07(13) . .
C3 C8 O1 122.95(18) . .
C7 C8 O1 120.20(19) . .
C7 C8 C3 116.85(19) . .
C10 N2 Er1 110.05(12) 3_665 .
C10 N2 Er1 110.05(12) 2_655 .
C10 N2 Er1 110.05(12) . .
C10 N2 C10 108.89(13) 3_665 2_655
C10 N2 C10 108.89(12) 3_665 .
C10 N2 C10 108.89(13) 2_655 .
H10a C10 N2 109.57(9) . .
H10b C10 N2 109.57(12) . .
H10b C10 H10a 108.1 . .
C11 C10 N2 110.41(17) . .
C11 C10 H10a 109.57(13) . .
C11 C10 H10b 109.57(11) . .
C10 C11 N1 106.64(17) . .
H11a C11 N1 110.40(12) . .
H11a C11 C10 110.40(13) . .
H11b C11 N1 110.40(11) . .
H11b C11 C10 110.40(11) . .
H11b C11 H11a 108.6 . .

_database_code_depnum_ccdc_archive 'CCDC 969146'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_kcd957
_audit_creation_date             2013-09-04
_audit_creation_method           
;
  Olex2 1.2
  (compiled 2013.04.25 svn.r2679, GUI svn.r4466)
;
_chemical_formula_moiety         'C30 H30 Er1 I3 N4 O3'
_chemical_formula_sum            'C30 H30 Er I3 N4 O3'
_chemical_formula_weight         1042.57
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00330 0.00160 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
custom
I -0.47420 1.81190 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
custom
H 0.00000 0.00000 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
custom
O 0.01060 0.00600 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
custom
N 0.00610 0.00330 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
custom
Er -0.25860 4.95760 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
custom

_space_group_crystal_system      trigonal
_space_group_IT_number           147
_space_group_name_H-M_alt        'P -3'
_space_group_name_Hall           '-P 3'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -y,x-y,z
3 -x+y,-x,z
4 -x,-y,-z
5 y,-x+y,-z
6 x-y,x,-z

_cell_length_a                   13.0245
_cell_length_b                   13.0245
_cell_length_c                   11.15(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     1638(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    122(1)
_exptl_absorpt_coefficient_mu    5.423
_exptl_crystal_density_diffrn    2.1131
_exptl_crystal_F_000             975.0099
_diffrn_reflns_av_R_equivalents  0.2957
_diffrn_reflns_av_unetI/netI     0.0762
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            60430
_diffrn_reflns_theta_full        27.4973
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.83
_diffrn_ambient_temperature      122(1)
_diffrn_measured_fraction_theta_full 0.9980
_diffrn_measured_fraction_theta_max 0.9980
_diffrn_radiation_wavelength     0.71073
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              14
_reflns_limit_h_min              0
_reflns_limit_k_max              14
_reflns_limit_k_min              0
_reflns_limit_l_max              14
_reflns_limit_l_min              -14
_reflns_number_gt                1881
_reflns_number_total             2519
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
olex2.refine (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard,
H. Puschmann, in preparation, 2011)
;
_refine_diff_density_max         2.3591
_refine_diff_density_min         -1.9402
_refine_diff_density_rms         0.4348
_refine_ls_d_res_high            0.7697
_refine_ls_d_res_low             11.1528
_refine_ls_goodness_of_fit_ref   1.1027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    16
_refine_ls_number_parameters     123
_refine_ls_number_reflns         2519
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0959
_refine_ls_R_factor_gt           0.0653
_refine_ls_restrained_S_all      1.1027
_refine_ls_shift/su_max          0.0007
_refine_ls_shift/su_mean         0.0002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0672P)²+26.6056P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1764
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H) groups
2. Others
 Fixed U12: Er1(0) N1(0)
 Fixed U13: Er1(0) N1(0)
 Fixed U22: Er1(0.025179) N1(0.016955)
 Fixed U23: Er1(-0) N1(-0)
 Fixed X: Er1(0.333333) N1(0.333333) C8(0.200604)
 Fixed Y: Er1(0.666667) N1(0.666667) C8(0.380413)
3.a Secondary CH2 refined with riding coordinates:
 C1(H1a,H1b), C2(H2a,H2b)
3.b Me refined with riding coordinates:
 C10(H10a,H10b,H10c)
3.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C7(H7)
;
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Er1 Er 0.333333 0.666667 0.02183(7) 0.0258(3) Uani 1.000000 S T
N1 N 0.333333 0.666667 -0.2176(15) 0.026(3) Uani 1.000000 S T
N2 N 0.3537(9) 0.5027(9) -0.0623(8) 0.031(2) Uani 1.000000 . .
O1 O 0.2258(7) 0.5140(7) 0.1363(7) 0.0321(18) Uani 1.000000 . .
I1 I 0.14309(7) 0.47098(7) 0.40908(7) 0.0362(3) Uani 1.000000 . .
C1 C 0.3300(11) 0.5563(12) -0.2630(10) 0.036(3) Uani 1.000000 . .
H1a H 0.2472(11) 0.4897(12) -0.2626(10) 0.043(3) Uiso 1.000000 R .
H1b H 0.3594(11) 0.5689(12) -0.3466(10) 0.043(3) Uiso 1.000000 R .
C2 C 0.4057(11) 0.5257(11) -0.1852(11) 0.038(3) Uani 1.000000 . .
H2a H 0.4885(11) 0.5922(11) -0.1837(11) 0.046(3) Uiso 1.000000 R .
H2b H 0.4054(11) 0.4544(11) -0.2165(11) 0.046(3) Uiso 1.000000 R .
C3 C 0.3265(11) 0.4017(11) -0.0143(11) 0.037(3) Uani 1.000000 . .
H3 H 0.3403(11) 0.3487(11) -0.0609(11) 0.044(3) Uiso 1.000000 R .
C4 C 0.2769(10) 0.3625(10) 0.1046(10) 0.028(2) Uani 1.000000 . .
C5 C 0.2717(12) 0.2577(11) 0.1490(12) 0.039(3) Uani 1.000000 . .
H5 H 0.2957(12) 0.2150(11) 0.0980(12) 0.047(4) Uiso 1.000000 R .
C6 C 0.2345(11) 0.2169(11) 0.2598(12) 0.038(3) Uani 1.000000 . .
C7 C 0.2023(11) 0.2796(10) 0.3370(11) 0.034(3) Uani 1.000000 . .
H7 H 0.1813(11) 0.2540(10) 0.4176(11) 0.041(3) Uiso 1.000000 R .
C8 C 0.2006(11) 0.3804(10) 0.2962(11) 0.032(3) Uani 1.000000 . .
C9 C 0.2347(10) 0.4242(9) 0.1773(10) 0.030(2) Uani 1.000000 . .
C10 C 0.2285(13) 0.1055(12) 0.3100(13) 0.047(3) Uani 1.000000 . .
H10a H 0.1987(13) 0.0928(12) 0.3925(13) 0.057(4) Uiso 1.000000 R .
H10b H 0.1750(13) 0.0372(12) 0.2605(13) 0.057(4) Uiso 1.000000 R .
H10c H 0.3079(13) 0.1147(12) 0.3092(13) 0.057(4) Uiso 1.000000 R .


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Er1 N1 2.67(3) .
Er1 N2 2.466(10) .
Er1 N2 2.466(10) 3_565
Er1 N2 2.466(10) 2_665
Er1 O1 2.182(9) 3_565
Er1 O1 2.182(9) 2_665
Er1 O1 2.182(9) .
N1 C1 1.503(14) 2_665
N1 C1 1.503(14) .
N1 C1 1.503(14) 3_565
N2 C2 1.491(18) .
N2 C3 1.295(16) .
O1 C9 1.315(13) .
I1 C8 2.103(13) .
C1 H1a 0.9900 .
C1 H1b 0.9900 .
C1 C2 1.510(18) .
C2 H2a 0.9900 .
C2 H2b 0.9900 .
C3 H3 0.9500 .
C3 C4 1.451(19) .
C4 C5 1.423(16) .
C4 C9 1.430(17) .
C5 H5 0.9500 .
C5 C6 1.34(2) .
C6 C7 1.387(19) .
C6 C10 1.520(17) .
C7 H7 0.9500 .
C7 C8 1.400(17) .
C8 C9 1.424(19) .
C10 H10a 0.9800 .
C10 H10b 0.9800 .
C10 H10c 0.9800 .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
N2 Er1 N1 67.6(2) . .
N2 Er1 N1 67.6(2) 2_665 .
N2 Er1 N1 67.6(2) 3_565 .
N2 Er1 N2 106.4(2) 2_665 .
N2 Er1 N2 106.4(2) 3_565 .
N2 Er1 N2 106.4(2) 3_565 2_665
O1 Er1 N1 125.8(2) . .
O1 Er1 N1 125.8(2) 3_565 .
O1 Er1 N1 125.8(2) 2_665 .
O1 Er1 N2 74.4(3) . .
O1 Er1 N2 163.5(3) . 2_665
O1 Er1 N2 88.7(3) 2_665 .
O1 Er1 N2 74.4(3) 2_665 2_665
O1 Er1 N2 88.7(3) . 3_565
O1 Er1 N2 163.5(3) 2_665 3_565
O1 Er1 N2 74.4(3) 3_565 3_565
O1 Er1 N2 88.7(3) 3_565 2_665
O1 Er1 N2 163.5(3) 3_565 .
O1 Er1 O1 89.2(3) 2_665 .
O1 Er1 O1 89.2(3) 3_565 .
O1 Er1 O1 89.2(3) 3_565 2_665
C1 N1 Er1 109.7(8) 2_665 .
C1 N1 Er1 109.7(8) . .
C1 N1 Er1 109.7(8) 3_565 .
C1 N1 C1 109.3(8) . 2_665
C1 N1 C1 109.3(8) 3_565 2_665
C1 N1 C1 109.3(8) 3_565 .
C2 N2 Er1 114.2(7) . 3_565
C3 N2 Er1 129.0(8) . 3_565
C3 N2 C2 116.7(10) . .
C9 O1 Er1 135.5(7) . .
H1a C1 N1 109.6(5) . 3_565
H1b C1 N1 109.6(7) . 3_565
H1b C1 H1a 108.11414630(2) . .
C2 C1 N1 110.4(10) . 3_565
C2 C1 H1a 109.6(7) . .
C2 C1 H1b 109.6(7) . .
C1 C2 N2 106.9(10) . .
H2a C2 N2 110.4(6) . .
H2a C2 C1 110.4(7) . .
H2b C2 N2 110.4(6) . .
H2b C2 C1 110.4(7) . .
H2b C2 H2a 108.6 . .
H3 C3 N2 117.2(7) . .
C4 C3 N2 125.6(11) . .
C4 C3 H3 117.2(7) . .
C5 C4 C3 117.0(11) . .
C9 C4 C3 123.4(10) . .
C9 C4 C5 119.6(10) . .
H5 C5 C4 118.8(7) . .
C6 C5 C4 122.5(12) . .
C6 C5 H5 118.8(8) . .
C7 C6 C5 119.7(11) . .
C10 C6 C5 123.7(12) . .
C10 C6 C7 116.6(11) . .
H7 C7 C6 119.9(7) . .
C8 C7 C6 120.1(11) . .
C8 C7 H7 119.9(7) . .
C7 C8 I1 120.6(9) . .
C9 C8 I1 117.4(8) . .
C9 C8 C7 122.0(11) . .
C4 C9 O1 122.1(10) . .
C8 C9 O1 122.1(11) . .
C8 C9 C4 115.7(10) . .
H10a C10 C6 109.5 . .
H10b C10 C6 109.5 . .
H10b C10 H10a 109.5 . .
H10c C10 C6 109.5 . .
H10c C10 H10a 109.5 . .
H10c C10 H10b 109.5 . .

_database_code_depnum_ccdc_archive 'CCDC 969147'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_I
_chemical_name_common            Erbium-5-chlorotrensal
_chemical_formula_moiety         'C27 H24 Cl3 Er N4 O3'
_chemical_formula_sum            'C27 H24 Cl3 Er N4 O3'
_chemical_formula_weight         726.11

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.5689(4)
_cell_length_b                   15.0967(5)
_cell_length_c                   14.9942(5)
_cell_angle_alpha                90
_cell_angle_beta                 109.9800(10)
_cell_angle_gamma                90
_cell_volume                     2673.89(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    325
_cell_measurement_theta_min      3.0745
_cell_measurement_theta_max      25.5096
_cell_measurement_temperature    122(1)

_exptl_crystal_description       prism
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_size_max          0.194
_exptl_crystal_size_mid          0.163
_exptl_crystal_size_min          0.066
_exptl_crystal_density_diffrn    1.804
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1428

_exptl_absorpt_coefficient_mu    3.476
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.59
_exptl_absorpt_correction_T_max  0.80

_exptl_special_details           
;
;

_diffrn_ambient_temperature      122(1)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           ?
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            84177
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_av_sigmaI/netI    ?
_diffrn_reflns_theta_min         2.19
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_full        25.68
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       18

_refine_special_details          
;
;

_reflns_number_total             5071
_reflns_number_gt                4354
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0286
_refine_ls_R_factor_gt           0.0204
_refine_ls_wR_factor_gt          0.0416
_refine_ls_wR_factor_ref         0.0459
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_restrained_S_all      1.101
_refine_ls_number_reflns         5071
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0141P)²+6.2719P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.593
_refine_diff_density_min         -0.313
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Er Er -0.2586 4.9576 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v3.0.29'
_computing_cell_refinement       'APEX2 v2013.6-2 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.32B (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Er Er1 0.57655(2) 0.25298(2) 0.89381(2) 0.01138(4) Uani d . . . 1 . .
Cl Cl1 0.37089(8) 0.47210(6) 1.27314(6) 0.03210(19) Uani d . . . 1 . .
Cl Cl2 1.12349(6) 0.42092(5) 0.83699(6) 0.02210(16) Uani d . . . 1 . .
Cl Cl3 0.77455(7) -0.23081(5) 1.01823(6) 0.02320(16) Uani d . . . 1 . .
N N1 0.4439(2) 0.37515(15) 0.88542(17) 0.0147(5) Uani d . . . 1 . .
O O2 0.55406(16) 0.25861(13) 1.03209(13) 0.0155(4) Uani d . . . 1 . .
O O3 0.71502(16) 0.34792(12) 0.92995(14) 0.0145(4) Uani d . . . 1 . .
O O1 0.70451(16) 0.14946(13) 0.94108(15) 0.0169(4) Uani d . . . 1 . .
N N2 0.47279(19) 0.11294(16) 0.86535(17) 0.0150(5) Uani d . . . 1 . .
N N3 0.39810(19) 0.25383(15) 0.73065(16) 0.0145(5) Uani d . . . 1 . .
N N4 0.6311(2) 0.26391(16) 0.75116(16) 0.0158(5) Uani d . . . 1 . .
C C1 0.7167(2) 0.06477(18) 0.95631(19) 0.0142(6) Uani d . . . 1 . .
C C2 0.6237(2) 0.00523(19) 0.9358(2) 0.0149(6) Uani d . . . 1 . .
C C3 0.5071(2) 0.03350(19) 0.89095(19) 0.0150(6) Uani d . . . 1 . .
H H21 0.4518 -0.0101 0.8796 0.018 Uiso calc U . R 1 . .
C C4 0.3517(2) 0.1264(2) 0.8139(2) 0.0173(6) Uani d . . . 1 . .
H H19 0.3199 0.1659 0.8493 0.021 Uiso calc U . R 1 . .
H H20 0.3118 0.0703 0.8056 0.021 Uiso calc U . R 1 . .
C C5 0.3391(2) 0.16640(19) 0.7182(2) 0.0165(6) Uani d . . . 1 . .
H H17 0.3713 0.1266 0.6834 0.02 Uiso calc U . R 1 . .
H H18 0.2595 0.1742 0.6817 0.02 Uiso calc U . R 1 . .
C C6 0.3191(2) 0.32572(19) 0.7342(2) 0.0176(6) Uani d . . . 1 . .
H H8 0.2681 0.3045 0.7656 0.021 Uiso calc U . R 1 . .
H H7 0.274 0.3433 0.6702 0.021 Uiso calc U . R 1 . .
C C7 0.3851(2) 0.40466(19) 0.7876(2) 0.0175(6) Uani d . . . 1 . .
H H5 0.4392 0.4245 0.7588 0.021 Uiso calc U . R 1 . .
H H6 0.3342 0.4533 0.7867 0.021 Uiso calc U . R 1 . .
C C8 0.4154(2) 0.41303(18) 0.9509(2) 0.0144(6) Uani d . . . 1 . .
H H4 0.3685 0.4623 0.9332 0.017 Uiso calc U . R 1 . .
C C9 0.4492(2) 0.38648(18) 1.0493(2) 0.0141(6) Uani d . . . 1 . .
C C10 0.5147(2) 0.30932(18) 1.0846(2) 0.0136(6) Uani d . . . 1 . .
C C11 0.5343(2) 0.2867(2) 1.1802(2) 0.0171(6) Uani d . . . 1 . .
H H3 0.5774 0.2368 1.2056 0.02 Uiso calc U . R 1 . .
C C12 0.4913(3) 0.3366(2) 1.2368(2) 0.0195(6) Uani d . . . 1 . .
H H2 0.5058 0.3204 1.2997 0.023 Uiso calc U . R 1 . .
C C13 0.4265(3) 0.4108(2) 1.2003(2) 0.0194(6) Uani d . . . 1 . .
C C14 0.4050(2) 0.43610(19) 1.1077(2) 0.0177(6) Uani d . . . 1 . .
H H1 0.3612 0.486 1.0838 0.021 Uiso calc U . R 1 . .
C C15 0.4369(2) 0.2697(2) 0.6490(2) 0.0174(6) Uani d . . . 1 . .
H H10 0.4441 0.3328 0.6407 0.021 Uiso calc U . R 1 . .
H H9 0.3814 0.2465 0.5916 0.021 Uiso calc U . R 1 . .
C C16 0.5496(2) 0.2252(2) 0.6655(2) 0.0190(6) Uani d . . . 1 . .
H H16 0.5433 0.1619 0.6737 0.023 Uiso calc U . R 1 . .
H H15 0.5742 0.2349 0.6116 0.023 Uiso calc U . R 1 . .
C C17 0.7199(2) 0.29875(19) 0.7423(2) 0.0168(6) Uani d . . . 1 . .
H H14 0.7262 0.297 0.6823 0.02 Uiso calc U . R 1 . .
C C18 0.8110(2) 0.34033(19) 0.8167(2) 0.0152(6) Uani d . . . 1 . .
C C19 0.8066(2) 0.35910(18) 0.9084(2) 0.0144(6) Uani d . . . 1 . .
C C20 0.9061(2) 0.39197(18) 0.9764(2) 0.0161(6) Uani d . . . 1 . .
H H13 0.9062 0.4042 1.0372 0.019 Uiso calc U . R 1 . .
C C21 1.0035(2) 0.40670(19) 0.9558(2) 0.0173(6) Uani d . . . 1 . .
H H12 1.0695 0.4248 1.0032 0.021 Uiso calc U . R 1 . .
C C22 1.0024(2) 0.39434(19) 0.8644(2) 0.0163(6) Uani d . . . 1 . .
C C23 0.9084(2) 0.36171(19) 0.7954(2) 0.0182(6) Uani d . . . 1 . .
H H11 0.9091 0.3536 0.7341 0.022 Uiso calc U . R 1 . .
C C24 0.6427(2) -0.08560(19) 0.9557(2) 0.0160(6) Uani d . . . 1 . .
H H24 0.5816 -0.1241 0.9433 0.019 Uiso calc U . R 1 . .
C C25 0.7510(3) -0.11754(19) 0.9933(2) 0.0167(6) Uani d . . . 1 . .
C C26 0.8438(2) -0.06130(19) 1.0128(2) 0.0170(6) Uani d . . . 1 . .
H H23 0.9168 -0.0838 1.038 0.02 Uiso calc U . R 1 . .
C C27 0.8267(2) 0.02800(19) 0.9946(2) 0.0174(6) Uani d . . . 1 . .
H H22 0.8892 0.0652 1.0077 0.021 Uiso calc U . R 1 . .


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Er1 O3 . 2.1755(19) ?
Er1 O1 . 2.1801(19) ?
Er1 O2 . 2.1879(19) ?
Er1 N2 . 2.444(2) ?
Er1 N1 . 2.460(2) ?
Er1 N4 . 2.465(2) ?
Er1 N3 . 2.696(2) ?
Cl1 C13 . 1.748(3) ?
Cl2 C22 . 1.754(3) ?
Cl3 C25 . 1.754(3) ?
N1 C8 . 1.289(4) ?
N1 C7 . 1.468(4) ?
O2 C10 . 1.310(3) ?
O3 C19 . 1.309(3) ?
O1 C1 . 1.299(3) ?
N2 C3 . 1.288(4) ?
N2 C4 . 1.467(4) ?
N3 C15 . 1.484(3) ?
N3 C6 . 1.484(4) ?
N3 C5 . 1.494(4) ?
N4 C17 . 1.282(4) ?
N4 C16 . 1.463(4) ?
C1 C27 . 1.417(4) ?
C1 C2 . 1.423(4) ?
C2 C24 . 1.406(4) ?
C2 C3 . 1.452(4) ?
C3 H21 . 0.93 ?
C4 C5 . 1.515(4) ?
C4 H19 . 0.97 ?
C4 H20 . 0.97 ?
C5 H17 . 0.97 ?
C5 H18 . 0.97 ?
C6 C7 . 1.515(4) ?
C6 H8 . 0.97 ?
C6 H7 . 0.97 ?
C7 H5 . 0.97 ?
C7 H6 . 0.97 ?
C8 C9 . 1.445(4) ?
C8 H4 . 0.93 ?
C9 C14 . 1.403(4) ?
C9 C10 . 1.420(4) ?
C10 C11 . 1.412(4) ?
C11 C12 . 1.376(4) ?
C11 H3 . 0.93 ?
C12 C13 . 1.384(4) ?
C12 H2 . 0.93 ?
C13 C14 . 1.375(4) ?
C14 H1 . 0.93 ?
C15 C16 . 1.510(4) ?
C15 H10 . 0.97 ?
C15 H9 . 0.97 ?
C16 H16 . 0.97 ?
C16 H15 . 0.97 ?
C17 C18 . 1.441(4) ?
C17 H14 . 0.93 ?
C18 C23 . 1.404(4) ?
C18 C19 . 1.423(4) ?
C19 C20 . 1.407(4) ?
C20 C21 . 1.379(4) ?
C20 H13 . 0.93 ?
C21 C22 . 1.378(4) ?
C21 H12 . 0.93 ?
C22 C23 . 1.368(4) ?
C23 H11 . 0.93 ?
C24 C25 . 1.371(4) ?
C24 H24 . 0.93 ?
C25 C26 . 1.390(4) ?
C26 C27 . 1.378(4) ?
C26 H23 . 0.93 ?
C27 H22 . 0.93 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O3 Er1 O1 . . 87.29(7) ?
O3 Er1 O2 . . 95.15(7) ?
O1 Er1 O2 . . 92.27(7) ?
O3 Er1 N2 . . 161.30(7) ?
O1 Er1 N2 . . 74.15(8) ?
O2 Er1 N2 . . 88.00(8) ?
O3 Er1 N1 . . 89.39(7) ?
O1 Er1 N1 . . 164.96(8) ?
O2 Er1 N1 . . 73.42(7) ?
N2 Er1 N1 . . 109.13(8) ?
O3 Er1 N4 . . 74.69(7) ?
O1 Er1 N4 . . 86.39(8) ?
O2 Er1 N4 . . 169.80(7) ?
N2 Er1 N4 . . 101.33(8) ?
N1 Er1 N4 . . 106.86(8) ?
O3 Er1 N3 . . 124.73(7) ?
O1 Er1 N3 . . 126.23(7) ?
O2 Er1 N3 . . 121.54(7) ?
N2 Er1 N3 . . 67.46(7) ?
N1 Er1 N3 . . 67.10(7) ?
N4 Er1 N3 . . 66.67(7) ?
C8 N1 C7 . . 116.8(2) ?
C8 N1 Er1 . . 130.81(19) ?
C7 N1 Er1 . . 112.32(17) ?
C10 O2 Er1 . . 142.14(18) ?
C19 O3 Er1 . . 136.04(18) ?
C1 O1 Er1 . . 142.44(18) ?
C3 N2 C4 . . 117.9(2) ?
C3 N2 Er1 . . 130.47(19) ?
C4 N2 Er1 . . 111.58(17) ?
C15 N3 C6 . . 108.9(2) ?
C15 N3 C5 . . 109.1(2) ?
C6 N3 C5 . . 109.9(2) ?
C15 N3 Er1 . . 110.08(16) ?
C6 N3 Er1 . . 109.30(16) ?
C5 N3 Er1 . . 109.44(16) ?
C17 N4 C16 . . 116.5(2) ?
C17 N4 Er1 . . 128.90(19) ?
C16 N4 Er1 . . 114.61(17) ?
O1 C1 C27 . . 119.8(3) ?
O1 C1 C2 . . 123.0(3) ?
C27 C1 C2 . . 117.1(3) ?
C24 C2 C1 . . 120.2(3) ?
C24 C2 C3 . . 117.2(3) ?
C1 C2 C3 . . 122.6(3) ?
N2 C3 C2 . . 126.5(3) ?
N2 C3 H21 . . 116.8 ?
C2 C3 H21 . . 116.8 ?
N2 C4 C5 . . 107.8(2) ?
N2 C4 H19 . . 110.1 ?
C5 C4 H19 . . 110.1 ?
N2 C4 H20 . . 110.1 ?
C5 C4 H20 . . 110.1 ?
H19 C4 H20 . . 108.5 ?
N3 C5 C4 . . 110.3(2) ?
N3 C5 H17 . . 109.6 ?
C4 C5 H17 . . 109.6 ?
N3 C5 H18 . . 109.6 ?
C4 C5 H18 . . 109.6 ?
H17 C5 H18 . . 108.1 ?
N3 C6 C7 . . 110.0(2) ?
N3 C6 H8 . . 109.7 ?
C7 C6 H8 . . 109.7 ?
N3 C6 H7 . . 109.7 ?
C7 C6 H7 . . 109.7 ?
H8 C6 H7 . . 108.2 ?
N1 C7 C6 . . 106.7(2) ?
N1 C7 H5 . . 110.4 ?
C6 C7 H5 . . 110.4 ?
N1 C7 H6 . . 110.4 ?
C6 C7 H6 . . 110.4 ?
H5 C7 H6 . . 108.6 ?
N1 C8 C9 . . 126.4(3) ?
N1 C8 H4 . . 116.8 ?
C9 C8 H4 . . 116.8 ?
C14 C9 C10 . . 120.6(3) ?
C14 C9 C8 . . 116.6(3) ?
C10 C9 C8 . . 122.6(3) ?
O2 C10 C11 . . 119.9(3) ?
O2 C10 C9 . . 123.1(3) ?
C11 C10 C9 . . 117.0(3) ?
C12 C11 C10 . . 121.7(3) ?
C12 C11 H3 . . 119.1 ?
C10 C11 H3 . . 119.1 ?
C11 C12 C13 . . 120.1(3) ?
C11 C12 H2 . . 119.9 ?
C13 C12 H2 . . 119.9 ?
C14 C13 C12 . . 120.7(3) ?
C14 C13 Cl1 . . 120.1(2) ?
C12 C13 Cl1 . . 119.3(2) ?
C13 C14 C9 . . 119.9(3) ?
C13 C14 H1 . . 120.0 ?
C9 C14 H1 . . 120.0 ?
N3 C15 C16 . . 110.4(2) ?
N3 C15 H10 . . 109.6 ?
C16 C15 H10 . . 109.6 ?
N3 C15 H9 . . 109.6 ?
C16 C15 H9 . . 109.6 ?
H10 C15 H9 . . 108.1 ?
N4 C16 C15 . . 107.6(2) ?
N4 C16 H16 . . 110.2 ?
C15 C16 H16 . . 110.2 ?
N4 C16 H15 . . 110.2 ?
C15 C16 H15 . . 110.2 ?
H16 C16 H15 . . 108.5 ?
N4 C17 C18 . . 126.1(3) ?
N4 C17 H14 . . 117.0 ?
C18 C17 H14 . . 117.0 ?
C23 C18 C19 . . 119.9(3) ?
C23 C18 C17 . . 116.7(3) ?
C19 C18 C17 . . 123.4(3) ?
O3 C19 C20 . . 120.3(3) ?
O3 C19 C18 . . 122.8(3) ?
C20 C19 C18 . . 116.9(3) ?
C21 C20 C19 . . 122.1(3) ?
C21 C20 H13 . . 118.9 ?
C19 C20 H13 . . 118.9 ?
C22 C21 C20 . . 119.5(3) ?
C22 C21 H12 . . 120.3 ?
C20 C21 H12 . . 120.3 ?
C23 C22 C21 . . 120.9(3) ?
C23 C22 Cl2 . . 119.9(2) ?
C21 C22 Cl2 . . 119.2(2) ?
C22 C23 C18 . . 120.4(3) ?
C22 C23 H11 . . 119.8 ?
C18 C23 H11 . . 119.8 ?
C25 C24 C2 . . 120.2(3) ?
C25 C24 H24 . . 119.9 ?
C2 C24 H24 . . 119.9 ?
C24 C25 C26 . . 121.0(3) ?
C24 C25 Cl3 . . 120.2(2) ?
C26 C25 Cl3 . . 118.8(2) ?
C27 C26 C25 . . 119.6(3) ?
C27 C26 H23 . . 120.2 ?
C25 C26 H23 . . 120.2 ?
C26 C27 C1 . . 121.8(3) ?
C26 C27 H22 . . 119.1 ?
C1 C27 H22 . . 119.1 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Er1 O1 C1 C27 . . . . -176.5(2) ?
Er1 O1 C1 C2 . . . . 3.9(5) ?
O1 C1 C2 C24 . . . . -178.8(3) ?
C27 C1 C2 C24 . . . . 1.5(4) ?
O1 C1 C2 C3 . . . . 3.7(4) ?
C27 C1 C2 C3 . . . . -176.0(3) ?
C4 N2 C3 C2 . . . . 175.1(3) ?
Er1 N2 C3 C2 . . . . -7.9(4) ?
C24 C2 C3 N2 . . . . -178.3(3) ?
C1 C2 C3 N2 . . . . -0.7(5) ?
C3 N2 C4 C5 . . . . -120.4(3) ?
Er1 N2 C4 C5 . . . . 62.0(2) ?
C15 N3 C5 C4 . . . . 151.0(2) ?
C6 N3 C5 C4 . . . . -89.6(3) ?
Er1 N3 C5 C4 . . . . 30.5(3) ?
N2 C4 C5 N3 . . . . -61.1(3) ?
C15 N3 C6 C7 . . . . -85.1(3) ?
C5 N3 C6 C7 . . . . 155.4(2) ?
Er1 N3 C6 C7 . . . . 35.2(3) ?
C8 N1 C7 C6 . . . . -116.3(3) ?
Er1 N1 C7 C6 . . . . 60.8(2) ?
N3 C6 C7 N1 . . . . -63.7(3) ?
C7 N1 C8 C9 . . . . 170.4(3) ?
Er1 N1 C8 C9 . . . . -5.9(4) ?
N1 C8 C9 C14 . . . . -178.1(3) ?
N1 C8 C9 C10 . . . . -4.0(4) ?
Er1 O2 C10 C11 . . . . -171.2(2) ?
Er1 O2 C10 C9 . . . . 10.6(5) ?
C14 C9 C10 O2 . . . . 177.1(3) ?
C8 C9 C10 O2 . . . . 3.3(4) ?
C14 C9 C10 C11 . . . . -1.2(4) ?
C8 C9 C10 C11 . . . . -175.0(3) ?
O2 C10 C11 C12 . . . . -177.8(3) ?
C9 C10 C11 C12 . . . . 0.5(4) ?
C10 C11 C12 C13 . . . . 0.3(5) ?
C11 C12 C13 C14 . . . . -0.5(5) ?
C11 C12 C13 Cl1 . . . . 179.0(2) ?
C12 C13 C14 C9 . . . . -0.1(4) ?
Cl1 C13 C14 C9 . . . . -179.7(2) ?
C10 C9 C14 C13 . . . . 1.0(4) ?
C8 C9 C14 C13 . . . . 175.2(3) ?
C6 N3 C15 C16 . . . . 155.7(2) ?
C5 N3 C15 C16 . . . . -84.3(3) ?
Er1 N3 C15 C16 . . . . 35.9(3) ?
C17 N4 C16 C15 . . . . -123.3(3) ?
Er1 N4 C16 C15 . . . . 56.5(3) ?
N3 C15 C16 N4 . . . . -60.8(3) ?
C16 N4 C17 C18 . . . . -179.9(3) ?
Er1 N4 C17 C18 . . . . 0.3(4) ?
N4 C17 C18 C23 . . . . 170.2(3) ?
N4 C17 C18 C19 . . . . -9.1(5) ?
Er1 O3 C19 C20 . . . . -144.3(2) ?
Er1 O3 C19 C18 . . . . 36.5(4) ?
C23 C18 C19 O3 . . . . 173.9(3) ?
C17 C18 C19 O3 . . . . -6.8(4) ?
C23 C18 C19 C20 . . . . -5.3(4) ?
C17 C18 C19 C20 . . . . 174.0(3) ?
O3 C19 C20 C21 . . . . -178.4(3) ?
C18 C19 C20 C21 . . . . 0.8(4) ?
C19 C20 C21 C22 . . . . 4.1(4) ?
C20 C21 C22 C23 . . . . -4.7(4) ?
C20 C21 C22 Cl2 . . . . 175.4(2) ?
C21 C22 C23 C18 . . . . 0.1(4) ?
Cl2 C22 C23 C18 . . . . -179.9(2) ?
C19 C18 C23 C22 . . . . 4.9(4) ?
C17 C18 C23 C22 . . . . -174.4(3) ?
C1 C2 C24 C25 . . . . -1.2(4) ?
C3 C2 C24 C25 . . . . 176.5(3) ?
C2 C24 C25 C26 . . . . 0.2(4) ?
C2 C24 C25 Cl3 . . . . 179.9(2) ?
C24 C25 C26 C27 . . . . 0.4(4) ?
Cl3 C25 C26 C27 . . . . -179.4(2) ?
C25 C26 C27 C1 . . . . 0.0(4) ?
O1 C1 C27 C26 . . . . 179.3(3) ?
C2 C1 C27 C26 . . . . -1.0(4) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C8 H4 Cl2 1_455 0.93 2.99 3.480(3) 114.8 ?
C6 H8 Cl2 1_455 0.97 2.98 3.616(3) 124.4 ?
C4 H19 Cl3 3_657 0.97 2.82 3.750(3) 162.0 ?
C8 H4 Cl2 1_455 0.93 2.99 3.480(3) 114.8 ?
C6 H8 Cl2 1_455 0.97 2.98 3.616(3) 124.4 ?
C4 H19 Cl3 3_657 0.97 2.82 3.750(3) 162.0 ?
C4 H19 Cl3 3_657 0.97 2.82 3.750(3) 162.0 ?
C6 H8 Cl2 1_455 0.97 2.98 3.616(3) 124.4 ?
C8 H4 Cl2 1_455 0.93 2.99 3.480(3) 114.8 ?
C4 H19 Cl3 3_657 0.97 2.82 3.750(3) 162.0 ?
C6 H8 Cl2 1_455 0.97 2.98 3.616(3) 124.4 ?
C8 H4 Cl2 1_455 0.93 2.99 3.480(3) 114.8 ?
C4 H19 Cl3 3_657 0.97 2.82 3.750(3) 162.0 ?
C6 H8 Cl2 1_455 0.97 2.98 3.616(3) 124.4 ?



_database_code_depnum_ccdc_archive 'CCDC 969148'
