data_CRYSTALS_cif _audit_creation_date 05-02-02 _audit_creation_method CRYSTALS_ver_12-03-99 # import in P 21/n # Check this file using the IUCr facility at: # http://www/iucr.ac.uk/iucr-top/journals/acta/c/services/checkcif.html #**************************************************************************** # The contents of this file between this point and the next ***** line # are held in the file REFCIF.DAT # This is a character file which you may edit to reflect local conditions # # Items which need looking at are represented by a '?' # Items for which there are choices are prefixed with 'choose from' # # 1. SUBMISSION DETAILS _publ_contact_letter ; Please consider this CIF submission for publication as a Short Format Paper in Acta Crystallographica C. The figures have been sent by mail. ; _publ_contact_author_name 'David Watkin' _publ_contact_author_address ; Chemical Crystallography Laboratory 9 Parks Road OXFORD OX1 3PD ; _publ_contact_author_phone '01865 270 826' _publ_contact_author_fax '01865 272 699' _publ_contact_author_email 'david.watkin@chem.ox.ac.uk' _publ_requested_journal 'Section C' _publ_requested_category CO # choose from: FI FM FO CI CM CO AD# _publ_requested_coeditor_name 'Prof William Clegg' #============================================================================= # 2. PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ; ? ; _journal_techeditor_code ? _journal_techeditor_notes ; ? ; _journal_coden_ASTM ? _journal_name_full ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #============================================================================= # 3. TITLE AND AUTHOR LIST _publ_section_title ; ? # Title of paper ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address _publ_author_footnote 'Other, Anthony N.' #<--'Last name, first name' ; ? # Address for author 1 ; ; ? #footnote for author 1 ; 'Else, S. O.' # Author 2 ; ? # Address 2 ; ; ? # footnote 2 ; #============================================================================== # 4. TEXT _publ_section_abstract #Text of the abstract ; ? ; _publ_section_comment #Text of the paper ; ? ; _publ_section_acknowledgements # Acknowledgments ; ? ; _publ_section_figure_captions #Captions to figures ; ? ; _publ_section_exptl_refinement # see also _refine_ls_hydrogen for refinement keywords. ; H atoms placed geometrically after each cycle ; _publ_section_exptl_prep ; ? ; #========================================================================== _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? # choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse' _refine_ls_matrix_type full # choose from 'heavy, direct, difmap, geom' _atom_sites_solution_primary direct # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom # choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed' _refine_ls_hydrogen_treatment mixed #**************************************************************************** # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al 2003) ; _computing_publication_material ; CRYSTALS (Watkin et al 2003) ; _computing_molecular_graphics ; CAMERON (Watkin et al 1996) ; #============================================================= _cell_length_a 13.409(5) _cell_angle_alpha 90 _cell_length_b 12.052(5) _cell_angle_beta 101.237(5) _cell_length_c 20.006(5) _cell_angle_gamma 90 _cell_volume 3171.1(19) _symmetry_cell_setting 'Monoclinic' _symmetry_space_group_name_H-M 'P 1 21/n 1 ' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' '-x,-y,-z' '-x+1/2,y+1/2,-z+1/2' 'x+1/2,-y+1/2,z+1/2' # choose from: rm (reference molecule of # known chirality), ad (anomolous # dispersion - ie. Flack param), rmad # (both rm and ad), syn (known from # synthetic pathway), unk (unknown) # or . (not applicable). _chemical_absolute_configuration '.' 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_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International_Tables_Vol_IV_Table_2.2B' 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International_Tables_Vol_IV_Table_2.2B' 'N ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International_Tables_Vol_IV_Table_2.2B' 'O ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International_Tables_Vol_IV_Table_2.2B' 'F ' 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776 'International_Tables_Vol_IV_Table_2.2B' 'Co ' 0.3494 0.9721 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1692 1.0118 'International_Tables_Vol_IV_Table_2.2B' _cell_formula_units_Z 4 _chemical_formula_sum ' C24 H33 Co3.25 F9 N3 O9 ' _chemical_formula_moiety ' C24 H33 Co3.25 F9 N3 O9 ' _chemical_compound_source ; ? ; _chemical_formula_weight 884.79 _cell_measurement_reflns_used 3077 _cell_measurement_theta_min 1 _cell_measurement_theta_max 20 _cell_measurement_temperature 293 _exptl_crystal_description ' ? ' _exptl_crystal_colour ' ? ' _exptl_crystal_size_min 0.00 _exptl_crystal_size_mid 0.00 _exptl_crystal_size_max 0.00 _exptl_crystal_density_diffrn 1.853 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 1755 _exptl_absorpt_coefficient_mu 1.911 _diffrn_measurement_device_type ; Nonius Kappa CCD ; _diffrn_radiation_monochromator graphite _computing_data_collection ; COLLECT (Nonius BV, 1997) ; _computing_data_reduction ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_structure_solution ; SIR97 (Altomare et al, 1999) ; _diffrn_measurement_method \w/2\q _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.00 _exptl_absorpt_correction_T_max 0.00 # Sheldrick geometric definitions 1.00 1.00 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 293 _diffrn_reflns_number 5889 _reflns_number_total 2954 _diffrn_reflns_av_R_equivalents 0.02 # Number of reflections with Friedels Law is 2954 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 2970 _diffrn_reflns_theta_min 2.025 _diffrn_reflns_theta_max 20.027 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 19.626 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _reflns_limit_h_min -12 _reflns_limit_h_max 12 _reflns_limit_k_min 0 _reflns_limit_k_max 11 _reflns_limit_l_min 0 _reflns_limit_l_max 19 _refine_diff_density_min -0.30 _refine_diff_density_max 0.49 _refine_ls_number_reflns 1499 _refine_ls_number_restraints 9 _refine_ls_number_parameters 439 #_refine_ls_R_factor_ref 0.0506 _refine_ls_wR_factor_ref 0.0507 _refine_ls_goodness_of_fit_ref 1.2173 #_reflns_number_all 2933 _refine_ls_R_factor_all 0.1107 _refine_ls_wR_factor_all 0.0692 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 1499 _refine_ls_R_factor_gt 0.0506 _refine_ls_wR_factor_gt 0.0507 _refine_ls_shift/su_max 0.010046 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 1.36 1.12 1.27 0.213 0.212 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71069 ## -------------------REFERENCES ----------------------## ## Insert your own references - in alphabetic order _publ_section_references ; Altomare, A., Burla, M.C., Camalli, M., Cascarano, G.L., Giacovazzo, C., Guagliardi, A., Grazia, A., Moliterni, G., Polidori, G. and Spagna, R. (1999) SIR97: a new tool for crystal structure determination and refinement.J. App. Cryst. 32, 115-119 Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K., Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius BV, COLLECT Software, 1997-2001) Otwinowski, Z. & Minor, W. (1996), Processing of X-ray Diffraction Data Collected in Oscillation Mode. Methods Enzymol. 276, 1997, 307-326. Ed Carter, C.W. & Sweet, R.M., Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994), Acta Cryst, A50, 411-437 Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 # Replace trailing . with the number of unfound # hydrogen atoms attaced to relavent atom 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_refinement_disorder_assembly _atom_site_refinement_disorder_group _atom_site_attached_hydrogens Co1 Co 0.0000 0.0000 0.0000 0.0683 1.0000 Uani S . . . . . Co2 Co -0.05201(12) -0.16722(15) -0.11809(7) 0.0846 1.0000 Uani . . . . . . Co3 Co 0.09905(12) 0.01468(14) -0.12554(7) 0.0800 1.0000 Uani . . . . . . Co4 Co -0.16796(12) -0.17809(16) 0.00534(8) 0.0896 1.0000 Uani . . . . . . O1 O 0.1039(6) 0.1690(7) -0.1069(3) 0.0875 1.0000 Uani . . . . . . C1 C 0.1332(12) 0.2475(13) -0.1516(7) 0.1288 1.0000 Uani . . . . . . O2 O 0.0877(5) -0.1448(7) -0.1271(4) 0.0858 1.0000 Uani . . . . . . C2 C 0.1361(10) -0.2104(12) -0.1696(7) 0.1042 1.0000 Uani . . . . . . O3 O -0.1866(6) -0.1618(8) -0.0985(4) 0.1033 1.0000 Uani . . . . . . C3 C -0.2726(12) -0.1956(18) -0.1447(8) 0.1541 1.0000 Uani . . . . . . O10 O -0.1423(5) -0.0117(7) 0.0264(3) 0.0751 1.0000 Uani . . . . . . C11 C -0.2290(11) 0.0462(12) -0.0054(6) 0.0942 1.0000 Uani . . . . . . C12 C -0.3267(14) -0.021(2) 0.0001(8) 0.1641 1.0000 Uani . . . . . . N13 N -0.3148(11) -0.1504(14) 0.0053(5) 0.1045 1.0000 Uani . . . . . . C14 C -0.3895(17) -0.214(3) 0.0038(8) 0.1507 1.0000 Uani . . . . . . C15 C -0.3775(19) -0.330(3) 0.0074(9) 0.1507 1.0000 Uani . . . . . . C16 C -0.285(2) -0.384(2) 0.0083(8) 0.1342 1.0000 Uani . . . . . . O17 O -0.1961(9) -0.3445(9) 0.0052(5) 0.1278 1.0000 Uani . . . . . . C18 C -0.4968(12) -0.1678(19) 0.0017(10) 0.1804 1.0000 Uani . . . . . . C19 C -0.2832(9) -0.5092(12) 0.0106(9) 0.1425 1.0000 Uani D . . . . . F20 F -0.2320(10) -0.5390(10) 0.0706(6) 0.1886 1.0000 Uani D . . . . . F21 F -0.2409(10) -0.5498(10) -0.0363(6) 0.2106 1.0000 Uani D . . . . . F22 F -0.3764(11) -0.5532(11) 0.0061(7) 0.2192 1.0000 Uani D . . . . . O30 O -0.0373(5) -0.0006(6) -0.1094(3) 0.0709 1.0000 Uani . . . . . . C31 C -0.1045(10) 0.0691(11) -0.1543(6) 0.0893 1.0000 Uani . . . . . . C32 C -0.0748(12) 0.0701(13) -0.2237(7) 0.1182 1.0000 Uani . . . . . . N33 N 0.0342(9) 0.0412(9) -0.2172(5) 0.0945 1.0000 Uani . . . . . . C34 C 0.0784(14) 0.0460(12) -0.2700(7) 0.1086 1.0000 Uani . . . . . . C35 C 0.1880(16) 0.0260(12) -0.2609(8) 0.1062 1.0000 Uani . . . . . . C36 C 0.2540(13) 0.0183(11) -0.2024(8) 0.1029 1.0000 Uani . . . . . . O37 O 0.2329(6) 0.0125(7) -0.1418(4) 0.0927 1.0000 Uani . . . . . . C38 C 0.0203(12) 0.0768(14) -0.3389(6) 0.1335 1.0000 Uani . . . . . . C39 C -0.3674(5) -0.0001(9) 0.2022(6) 0.1286 1.0000 Uani D . . . . . F40 F -0.3849(7) 0.0000(9) 0.2632(5) 0.1693 1.0000 Uani D . . . . . F41 F -0.4158(9) -0.0808(12) 0.1682(6) 0.2101 1.0000 Uani D . . . . . F42 F -0.3969(8) 0.0933(12) 0.1726(6) 0.1995 1.0000 Uani D . . . . . O50 O -0.0184(6) -0.1670(7) -0.0190(3) 0.0794 1.0000 Uani . . . . . . C51 C 0.0456(11) -0.2595(14) 0.0012(7) 0.1040 1.0000 Uani . . . . . . C52 C 0.0020(11) -0.3592(13) -0.0384(8) 0.1190 1.0000 Uani . . . . . . N53 N -0.0427(9) -0.3234(10) -0.1118(6) 0.0981 1.0000 Uani . . . . . . C54 C -0.0701(12) -0.398(2) -0.1589(10) 0.1289 1.0000 Uani . . . . . . C55 C -0.1045(12) -0.3582(19) -0.2284(10) 0.1220 1.0000 Uani . . . . . . C56 C -0.1099(11) -0.2520(19) -0.2503(8) 0.1080 1.0000 Uani . . . . . . O57 O -0.0957(7) -0.1663(9) -0.2146(4) 0.1015 1.0000 Uani . . . . . . C58 C -0.0606(16) -0.5200(15) -0.1442(10) 0.1639 1.0000 Uani . . . . . . C59 C 0.1449(8) 0.2292(11) 0.3274(3) 0.1301 1.0000 Uani D . . . . . F60 F 0.0742(9) 0.1681(10) 0.3458(4) 0.1921 1.0000 Uani D . . . . . F61 F 0.1569(8) 0.3177(10) 0.3628(5) 0.1868 1.0000 Uani D . . . . . F62 F 0.2269(10) 0.1761(13) 0.3363(5) 0.2481 1.0000 Uani D . . . . . H181 H -0.5005 -0.0858 -0.0008 0.2238 1.0000 Uiso . . . . . . H182 H -0.5488 -0.1987 -0.0391 0.2238 1.0000 Uiso . . . . . . H183 H -0.5252 -0.1920 0.0440 0.2238 1.0000 Uiso . . . . . . H151 H -0.4429 -0.3757 0.0087 0.1844 1.0000 Uiso . . . . . . H111 H -0.2281 0.1238 0.0181 0.1223 1.0000 Uiso . . . . . . H112 H -0.2242 0.0632 -0.0543 0.1223 1.0000 Uiso . . . . . . H121 H -0.3805 0.0006 -0.0428 0.1927 1.0000 Uiso . . . . . . H122 H -0.3538 0.0108 0.0402 0.1927 1.0000 Uiso . . . . . . H581 H -0.0423 -0.5358 -0.0954 0.2215 1.0000 Uiso . . . . . . H582 H -0.0190 -0.5590 -0.1713 0.2215 1.0000 Uiso . . . . . . H583 H -0.1362 -0.5551 -0.1598 0.2215 1.0000 Uiso . . . . . . H551 H -0.1247 -0.4202 -0.2668 0.1564 1.0000 Uiso . . . . . . H511 H 0.0544 -0.2730 0.0532 0.1283 1.0000 Uiso . . . . . . H512 H 0.1185 -0.2435 -0.0060 0.1283 1.0000 Uiso . . . . . . H521 H 0.0559 -0.4188 -0.0391 0.1466 1.0000 Uiso . . . . . . H522 H -0.0530 -0.3935 -0.0171 0.1466 1.0000 Uiso . . . . . . H311 H -0.1783 0.0413 -0.1589 0.1107 1.0000 Uiso . . . . . . H312 H -0.1040 0.1473 -0.1349 0.1107 1.0000 Uiso . . . . . . H321 H -0.0856 0.1480 -0.2448 0.1484 1.0000 Uiso . . . . . . H322 H -0.1184 0.0178 -0.2559 0.1484 1.0000 Uiso . . . . . . H381 H -0.0524 0.0910 -0.3378 0.1604 1.0000 Uiso . . . . . . H382 H 0.0250 0.0160 -0.3728 0.1604 1.0000 Uiso . . . . . . H383 H 0.0497 0.1469 -0.3564 0.1604 1.0000 Uiso . . . . . . H351 H 0.2159 0.0131 -0.3047 0.1258 1.0000 Uiso . . . . . . H11 H 0.1309 0.3241 -0.1345 0.1611 1.0000 Uiso . . . . . . H12 H 0.2035 0.2310 -0.1602 0.1611 1.0000 Uiso . . . . . . H13 H 0.0846 0.2428 -0.1984 0.1611 1.0000 Uiso . . . . . . H31 H -0.3353 -0.1870 -0.1248 0.1850 1.0000 Uiso . . . . . . H32 H -0.2668 -0.2780 -0.1562 0.1850 1.0000 Uiso . . . . . . H33 H -0.2817 -0.1534 -0.1886 0.1850 1.0000 Uiso . . . . . . H21 H 0.2081 -0.1864 -0.1683 0.1297 1.0000 Uiso . . . . . . H22 H 0.0986 -0.2064 -0.2191 0.1297 1.0000 Uiso . . . . . . H23 H 0.1370 -0.2914 -0.1558 0.1297 1.0000 Uiso . . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0718(15) 0.0926(18) 0.0446(12) 0.0097(12) 0.0212(10) 0.0001(13) Co2 0.0930(13) 0.1049(15) 0.0591(10) 0.0006(9) 0.0225(9) -0.0117(11) Co3 0.0881(12) 0.1021(16) 0.0543(10) 0.0086(9) 0.0251(8) -0.0018(10) Co4 0.0879(13) 0.1154(17) 0.0713(11) 0.0015(10) 0.0301(9) -0.0131(11) O1 0.113(6) 0.096(7) 0.058(5) 0.010(5) 0.028(4) 0.008(5) C1 0.174(15) 0.131(13) 0.090(10) 0.035(9) 0.049(10) -0.012(10) O2 0.081(5) 0.103(7) 0.080(5) -0.002(5) 0.032(4) -0.007(5) C2 0.103(10) 0.122(11) 0.099(10) -0.008(8) 0.049(8) 0.017(9) O3 0.094(6) 0.133(7) 0.079(6) 0.003(5) 0.009(5) -0.024(6) C3 0.104(12) 0.23(2) 0.130(13) -0.031(13) 0.021(10) -0.047(13) O10 0.060(5) 0.118(7) 0.049(4) 0.023(4) 0.015(4) 0.015(5) C11 0.084(10) 0.136(12) 0.068(8) 0.028(8) 0.028(7) 0.004(9) C12 0.125(15) 0.28(3) 0.090(11) 0.027(14) 0.030(9) 0.063(17) N13 0.121(11) 0.109(11) 0.087(8) 0.001(7) 0.028(7) 0.006(9) C14 0.15(2) 0.19(2) 0.101(13) 0.034(14) 0.005(12) -0.05(2) C15 0.131(18) 0.21(3) 0.111(13) 0.039(15) 0.029(12) -0.04(2) C16 0.142(19) 0.145(19) 0.100(12) -0.020(11) -0.015(13) -0.043(17) O17 0.108(8) 0.151(10) 0.129(8) -0.017(7) 0.034(6) -0.019(8) C18 0.051(8) 0.27(2) 0.23(2) 0.009(19) 0.047(10) 0.003(14) C19 0.144(19) 0.17(3) 0.125(18) 0.024(15) 0.053(14) -0.011(16) F20 0.247(13) 0.180(10) 0.138(8) 0.027(8) 0.034(9) -0.010(8) F21 0.255(14) 0.212(12) 0.191(11) -0.055(9) 0.109(10) -0.042(10) F22 0.182(11) 0.243(13) 0.241(13) -0.007(10) 0.060(9) -0.099(10) O30 0.064(4) 0.094(6) 0.055(4) 0.012(4) 0.014(4) 0.004(4) C31 0.098(10) 0.110(11) 0.057(8) 0.025(7) 0.006(7) 0.019(8) C32 0.096(11) 0.161(14) 0.094(11) 0.008(9) 0.009(8) 0.006(10) N33 0.108(9) 0.120(9) 0.055(6) 0.023(6) 0.017(6) -0.008(7) C34 0.137(14) 0.133(12) 0.062(10) 0.023(8) 0.034(10) 0.018(10) C35 0.154(15) 0.102(12) 0.077(10) -0.021(8) 0.059(10) -0.022(10) C36 0.142(14) 0.114(11) 0.057(10) 0.004(8) 0.029(10) -0.005(9) O37 0.103(6) 0.114(7) 0.066(5) -0.001(5) 0.029(5) -0.018(5) C38 0.151(14) 0.196(16) 0.055(8) 0.030(9) 0.023(9) 0.004(12) C39 0.112(15) 0.19(2) 0.109(14) 0.004(14) 0.069(11) 0.003(14) F40 0.151(8) 0.264(11) 0.120(7) -0.009(7) 0.092(6) -0.008(7) F41 0.154(10) 0.296(15) 0.202(11) -0.119(10) 0.088(8) -0.080(10) F42 0.143(9) 0.270(15) 0.203(11) 0.083(10) 0.076(8) 0.048(9) O50 0.095(6) 0.083(6) 0.060(5) 0.018(4) 0.015(4) -0.002(5) C51 0.112(12) 0.094(12) 0.105(10) 0.008(10) 0.018(9) -0.008(10) C52 0.126(12) 0.103(12) 0.132(13) 0.039(11) 0.033(10) -0.011(9) N53 0.126(9) 0.100(9) 0.079(8) 0.008(8) 0.047(7) 0.001(8) C54 0.111(12) 0.18(2) 0.104(14) -0.021(16) 0.047(10) -0.034(12) C55 0.117(13) 0.136(17) 0.123(16) -0.028(13) 0.051(10) -0.043(11) C56 0.121(13) 0.110(16) 0.104(14) -0.033(12) 0.052(10) -0.034(11) O57 0.128(7) 0.109(8) 0.068(6) -0.001(6) 0.022(5) -0.006(6) C58 0.23(2) 0.086(13) 0.204(19) -0.013(12) 0.122(16) -0.036(13) C59 0.143(17) 0.18(2) 0.074(14) -0.026(12) 0.038(11) -0.022(15) F60 0.237(12) 0.250(13) 0.097(6) 0.001(7) 0.050(7) -0.086(10) F61 0.240(11) 0.213(12) 0.105(7) -0.058(7) 0.028(7) -0.058(9) F62 0.233(13) 0.40(2) 0.111(8) 0.026(10) 0.029(8) 0.128(14) _refine_ls_extinction_method 'None' loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Co1 . O50 . 2.055(8) yes Co1 . O30 . 2.149(7) yes Co1 . O10 . 2.082(7) yes Co1 . Co4 . 3.1280(19) yes Co1 . Co3 . 3.0664(15) yes Co1 . Co2 . 3.0801(18) yes Co1 . Co4 2_555 3.1280(19) yes Co1 . Co2 2_555 3.0801(18) yes Co1 . Co3 2_555 3.0664(15) yes Co1 . O50 2_555 2.055(8) yes Co1 . O10 2_555 2.082(7) yes Co1 . O30 2_555 2.149(7) yes Co2 . O57 . 1.906(8) yes Co2 . N53 . 1.889(12) yes Co2 . O50 . 1.944(7) yes Co2 . O30 . 2.022(8) yes Co2 . O3 . 1.921(8) yes Co2 . O2 . 1.936(7) yes Co2 . Co4 . 3.167(2) yes Co2 . Co3 . 3.008(2) yes Co3 . O37 . 1.886(8) yes Co3 . N33 . 1.898(9) yes Co3 . O30 . 1.926(7) yes Co3 . O2 . 1.928(8) yes Co3 . O1 . 1.895(8) yes Co3 . Co4 2_555 3.106(2) yes Co3 . O10 2_555 1.955(7) yes Co4 . O50 . 2.159(7) yes Co4 . O17 . 2.041(12) yes Co4 . N13 . 1.997(13) yes Co4 . O10 . 2.064(8) yes Co4 . O3 . 2.053(8) yes Co4 . O1 2_555 2.050(7) yes O1 . C1 . 1.409(14) yes C1 . H13 . 1.032 no C1 . H12 . 1.010 no C1 . H11 . 0.987 no O2 . C2 . 1.409(13) yes C2 . H23 . 1.015 no C2 . H22 . 1.022 no C2 . H21 . 1.003 no O3 . C3 . 1.392(15) yes C3 . H33 . 1.002 no C3 . H32 . 1.026 no C3 . H31 . 1.002 no O10 . C11 . 1.398(14) yes C11 . H112 . 1.014 no C11 . H111 . 1.046 no C11 . C12 . 1.56(2) yes C12 . H122 . 1.019 no C12 . H121 . 1.042 no C12 . N13 . 1.56(2) yes N13 . C14 . 1.26(2) yes C14 . C18 . 1.54(3) yes C14 . C15 . 1.40(3) yes C15 . H151 . 1.044 no C15 . C16 . 1.40(3) yes C16 . C19 . 1.51(2) yes C16 . O17 . 1.29(2) yes C18 . H183 . 1.036 no C18 . H182 . 1.034 no C18 . H181 . 0.990 no C19 . F22 . 1.345(16) yes C19 . F21 . 1.284(15) yes C19 . F20 . 1.311(15) yes O30 . C31 . 1.417(12) yes C31 . H312 . 1.020 no C31 . H311 . 1.031 no C31 . C32 . 1.518(17) yes C32 . H322 . 1.004 no C32 . H321 . 1.026 no C32 . N33 . 1.483(16) yes N33 . C34 . 1.308(15) yes C34 . C38 . 1.493(17) yes C34 . C35 . 1.46(2) yes C35 . H351 . 1.031 no C35 . C36 . 1.326(19) yes C36 . O37 . 1.298(14) yes C36 . C39 2_555 1.535(16) yes C38 . H383 . 1.023 no C38 . H382 . 1.008 no C38 . H381 . 0.995 no C39 . F42 . 1.297(13) yes C39 . F41 . 1.288(13) yes C39 . F40 . 1.288(12) yes O50 . C51 . 1.416(15) yes C51 . H512 . 1.034 no C51 . H511 . 1.036 no C51 . C52 . 1.495(19) yes C52 . H522 . 1.009 no C52 . H521 . 1.020 no C52 . N53 . 1.535(17) yes N53 . C54 . 1.304(18) yes C54 . C58 . 1.50(2) yes C54 . C55 . 1.46(2) yes C55 . H551 . 1.069 no C55 . C56 . 1.35(2) yes C56 . O57 . 1.249(16) yes C56 . C59 2_555 1.546(17) yes C58 . H583 . 1.087 no C58 . H582 . 0.972 no C58 . H581 . 0.977 no C59 . F62 . 1.254(13) yes C59 . F61 . 1.274(14) yes C59 . F60 . 1.309(13) yes loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O50 . Co1 . O30 . 79.2(3) yes O50 . Co1 . O10 . 84.1(3) yes O30 . Co1 . O10 . 102.4(2) yes O50 . Co1 . Co4 . 43.4(2) yes O30 . Co1 . Co4 . 90.36(18) yes O10 . Co1 . Co4 . 40.8(2) yes O50 . Co1 . Co3 . 87.71(18) yes O30 . Co1 . Co3 . 38.53(18) yes O10 . Co1 . Co3 . 140.96(18) yes Co4 . Co1 . Co3 . 119.82(4) yes O50 . Co1 . Co2 . 38.34(18) yes O30 . Co1 . Co2 . 40.8(2) yes O10 . Co1 . Co2 . 93.9(2) yes Co4 . Co1 . Co2 . 61.34(4) yes Co3 . Co1 . Co2 . 58.60(4) yes O50 . Co1 . Co4 2_555 136.6(2) yes O30 . Co1 . Co4 2_555 89.64(18) yes O10 . Co1 . Co4 2_555 139.2(2) yes Co4 . Co1 . Co4 2_555 179.996 yes Co3 . Co1 . Co4 2_555 60.18(5) yes O50 . Co1 . Co2 2_555 141.66(18) yes O30 . Co1 . Co2 2_555 139.2(2) yes O10 . Co1 . Co2 2_555 86.1(2) yes Co4 . Co1 . Co2 2_555 118.66(4) yes Co3 . Co1 . Co2 2_555 121.40(4) yes O50 . Co1 . Co3 2_555 92.29(18) yes O30 . Co1 . Co3 2_555 141.47(18) yes O10 . Co1 . Co3 2_555 39.04(18) yes Co4 . Co1 . Co3 2_555 60.18(4) yes Co3 . Co1 . Co3 2_555 179.996 yes O50 . Co1 . O50 2_555 179.994 yes O30 . Co1 . O50 2_555 100.8(3) yes O10 . Co1 . O50 2_555 95.9(3) yes Co4 . Co1 . O50 2_555 136.6(2) yes Co3 . Co1 . O50 2_555 92.29(18) yes O50 . Co1 . O10 2_555 95.9(3) yes O30 . Co1 . O10 2_555 77.6(2) yes O10 . Co1 . O10 2_555 179.994 yes Co4 . Co1 . O10 2_555 139.2(2) yes Co3 . Co1 . O10 2_555 39.04(18) yes O50 . Co1 . O30 2_555 100.8(3) yes O30 . Co1 . O30 2_555 179.995 yes O10 . Co1 . O30 2_555 77.6(2) yes Co4 . Co1 . O30 2_555 89.64(19) yes Co3 . Co1 . O30 2_555 141.47(18) yes Co2 . Co1 . Co4 2_555 118.66(4) yes Co2 . Co1 . Co2 2_555 179.996 yes Co4 2_555 Co1 . Co2 2_555 61.34(4) yes Co2 . Co1 . Co3 2_555 121.40(5) yes Co4 2_555 Co1 . Co3 2_555 119.82(4) yes Co2 2_555 Co1 . Co3 2_555 58.60(5) yes Co2 . Co1 . O50 2_555 141.66(18) yes Co4 2_555 Co1 . O50 2_555 43.4(2) yes Co2 2_555 Co1 . O50 2_555 38.34(18) yes Co3 2_555 Co1 . O50 2_555 87.71(18) yes Co2 . Co1 . O10 2_555 86.1(2) yes Co4 2_555 Co1 . O10 2_555 40.8(2) yes Co2 2_555 Co1 . O10 2_555 93.9(2) yes Co3 2_555 Co1 . O10 2_555 140.96(18) yes O50 2_555 Co1 . O10 2_555 84.1(3) yes Co2 . Co1 . O30 2_555 139.2(2) yes Co4 2_555 Co1 . O30 2_555 90.36(19) yes Co2 2_555 Co1 . O30 2_555 40.8(2) yes Co3 2_555 Co1 . O30 2_555 38.53(18) yes O50 2_555 Co1 . O30 2_555 79.2(3) yes O10 2_555 Co1 . O30 2_555 102.4(2) yes O57 . Co2 . N53 . 94.4(5) yes O57 . Co2 . O50 . 175.6(3) yes N53 . Co2 . O50 . 86.2(5) yes O57 . Co2 . O30 . 95.0(4) yes N53 . Co2 . O30 . 168.5(4) yes O50 . Co2 . O30 . 85.0(3) yes O57 . Co2 . O3 . 95.2(3) yes N53 . Co2 . O3 . 94.2(4) yes O50 . Co2 . O3 . 80.4(3) yes O30 . Co2 . O3 . 91.6(3) yes O57 . Co2 . O2 . 91.0(3) yes N53 . Co2 . O2 . 95.3(4) yes O50 . Co2 . O2 . 93.3(3) yes O30 . Co2 . O2 . 77.9(3) yes O3 . Co2 . O2 . 168.2(4) yes O57 . Co2 . Co4 . 133.6(3) yes N53 . Co2 . Co4 . 86.7(3) yes O50 . Co2 . Co4 . 42.0(2) yes O30 . Co2 . Co4 . 91.6(2) yes O3 . Co2 . Co4 . 38.6(2) yes O57 . Co2 . Co3 . 91.3(3) yes N53 . Co2 . Co3 . 133.9(3) yes O50 . Co2 . Co3 . 91.4(2) yes O30 . Co2 . Co3 . 39.21(19) yes O3 . Co2 . Co3 . 130.8(3) yes O57 . Co2 . Co1 . 138.8(3) yes N53 . Co2 . Co1 . 126.8(4) yes O50 . Co2 . Co1 . 41.0(2) yes O30 . Co2 . Co1 . 44.01(19) yes O3 . Co2 . Co1 . 84.4(3) yes O2 . Co2 . Co4 . 135.2(2) yes O2 . Co2 . Co3 . 38.8(2) yes Co4 . Co2 . Co3 . 120.43(7) yes O2 . Co2 . Co1 . 84.3(2) yes Co4 . Co2 . Co1 . 60.08(5) yes Co3 . Co2 . Co1 . 60.47(4) yes O37 . Co3 . N33 . 96.2(4) yes O37 . Co3 . O30 . 173.7(3) yes N33 . Co3 . O30 . 84.7(4) yes O37 . Co3 . O2 . 93.3(3) yes N33 . Co3 . O2 . 97.6(4) yes O30 . Co3 . O2 . 80.4(3) yes O37 . Co3 . O1 . 92.9(3) yes N33 . Co3 . O1 . 90.9(4) yes O30 . Co3 . O1 . 93.3(3) yes O2 . Co3 . O1 . 168.8(3) yes O37 . Co3 . Co4 2_555 89.6(2) yes N33 . Co3 . Co4 2_555 130.8(3) yes O30 . Co3 . Co4 2_555 94.6(2) yes O2 . Co3 . Co4 2_555 130.9(2) yes O1 . Co3 . Co4 2_555 39.8(2) yes O37 . Co3 . O10 2_555 94.1(3) yes N33 . Co3 . O10 2_555 166.7(4) yes O30 . Co3 . O10 2_555 86.1(3) yes O2 . Co3 . O10 2_555 90.3(3) yes O1 . Co3 . O10 2_555 80.0(3) yes O37 . Co3 . Co1 . 136.0(2) yes N33 . Co3 . Co1 . 127.7(4) yes O30 . Co3 . Co1 . 44.0(2) yes O2 . Co3 . Co1 . 84.8(2) yes O1 . Co3 . Co1 . 84.2(2) yes O37 . Co3 . Co2 . 132.1(3) yes N33 . Co3 . Co2 . 89.1(3) yes O30 . Co3 . Co2 . 41.6(2) yes O2 . Co3 . Co2 . 39.0(2) yes O1 . Co3 . Co2 . 134.7(2) yes Co4 2_555 Co3 . O10 2_555 40.7(2) yes Co4 2_555 Co3 . Co1 . 60.89(4) yes O10 2_555 Co3 . Co1 . 42.1(2) yes Co4 2_555 Co3 . Co2 . 121.69(6) yes O10 2_555 Co3 . Co2 . 90.3(2) yes Co1 . Co3 . Co2 . 60.93(4) yes O50 . Co4 . O17 . 103.9(4) yes O50 . Co4 . N13 . 161.6(5) yes O17 . Co4 . N13 . 89.0(6) yes O50 . Co4 . O10 . 82.0(3) yes O17 . Co4 . O10 . 168.1(3) yes N13 . Co4 . O10 . 87.9(5) yes O50 . Co4 . O3 . 72.6(3) yes O17 . Co4 . O3 . 96.1(4) yes N13 . Co4 . O3 . 93.3(4) yes O10 . Co4 . O3 . 95.5(3) yes O50 . Co4 . Co2 . 37.08(17) yes O17 . Co4 . Co2 . 99.1(3) yes N13 . Co4 . Co2 . 128.8(3) yes O10 . Co4 . Co2 . 91.80(18) yes O3 . Co4 . Co2 . 35.7(2) yes O50 . Co4 . Co1 . 40.8(2) yes O17 . Co4 . Co1 . 144.0(3) yes N13 . Co4 . Co1 . 127.0(5) yes O10 . Co4 . Co1 . 41.22(19) yes O3 . Co4 . Co1 . 81.1(2) yes O50 . Co4 . Co3 2_555 89.2(2) yes O17 . Co4 . Co3 2_555 130.6(3) yes N13 . Co4 . Co3 2_555 92.3(4) yes O10 . Co4 . Co3 2_555 38.12(18) yes O3 . Co4 . Co3 2_555 133.0(3) yes O50 . Co4 . O1 2_555 89.6(3) yes O17 . Co4 . O1 2_555 95.5(4) yes N13 . Co4 . O1 2_555 102.4(4) yes O10 . Co4 . O1 2_555 74.0(3) yes O3 . Co4 . O1 2_555 160.6(3) yes Co2 . Co4 . Co1 . 58.59(4) yes Co2 . Co4 . Co3 2_555 117.40(7) yes Co1 . Co4 . Co3 2_555 58.93(4) yes Co2 . Co4 . O1 2_555 126.6(2) yes Co1 . Co4 . O1 2_555 80.3(2) yes Co3 2_555 Co4 . O1 2_555 36.3(2) yes C1 . O1 . Co3 . 122.5(7) yes C1 . O1 . Co4 2_555 118.6(8) yes Co3 . O1 . Co4 2_555 103.8(4) yes H13 . C1 . H12 . 106.174 no H13 . C1 . H11 . 107.951 no H12 . C1 . H11 . 109.681 no H13 . C1 . O1 . 109.514 no H12 . C1 . O1 . 111.125 no H11 . C1 . O1 . 112.169 no C2 . O2 . Co3 . 121.6(7) yes C2 . O2 . Co2 . 123.1(7) yes Co3 . O2 . Co2 . 102.3(4) yes H23 . C2 . H22 . 106.638 no H23 . C2 . H21 . 108.063 no H22 . C2 . H21 . 107.498 no H23 . C2 . O2 . 111.002 no H22 . C2 . O2 . 111.181 no H21 . C2 . O2 . 112.213 no C3 . O3 . Co2 . 123.0(8) yes C3 . O3 . Co4 . 124.4(8) yes Co2 . O3 . Co4 . 105.6(4) yes H33 . C3 . H32 . 107.264 no H33 . C3 . H31 . 109.097 no H32 . C3 . H31 . 107.244 no H33 . C3 . O3 . 112.070 no H32 . C3 . O3 . 110.115 no H31 . C3 . O3 . 110.870 no C11 . O10 . Co3 2_555 121.8(6) yes C11 . O10 . Co4 . 107.5(7) yes Co3 2_555 O10 . Co4 . 101.2(3) yes C11 . O10 . Co1 . 124.9(6) yes Co3 2_555 O10 . Co1 . 98.8(3) yes Co4 . O10 . Co1 . 98.0(3) yes H112 . C11 . H111 . 104.816 no H112 . C11 . C12 . 112.608 no H111 . C11 . C12 . 111.665 no H112 . C11 . O10 . 109.725 no H111 . C11 . O10 . 107.835 no C12 . C11 . O10 . 110.0(11) yes H122 . C12 . H121 . 104.850 no H122 . C12 . N13 . 111.924 no H121 . C12 . N13 . 110.557 no H122 . C12 . C11 . 106.847 no H121 . C12 . C11 . 105.359 no N13 . C12 . C11 . 116.5(14) yes C14 . N13 . Co4 . 132.6(15) yes C14 . N13 . C12 . 122.4(18) yes Co4 . N13 . C12 . 104.7(11) yes C18 . C14 . C15 . 118(2) yes C18 . C14 . N13 . 121(2) yes C15 . C14 . N13 . 122(2) yes H151 . C15 . C16 . 119.754 no H151 . C15 . C14 . 116.231 no C16 . C15 . C14 . 124(2) yes C19 . C16 . O17 . 111(2) yes C19 . C16 . C15 . 119(2) yes O17 . C16 . C15 . 130(2) yes C16 . O17 . Co4 . 122.2(13) yes H183 . C18 . H182 . 104.144 no H183 . C18 . H181 . 107.383 no H182 . C18 . H181 . 107.545 no H183 . C18 . C14 . 111.477 no H182 . C18 . C14 . 111.947 no H181 . C18 . C14 . 113.772 no F22 . C19 . F21 . 109.69(14) yes F22 . C19 . F20 . 105.5(17) yes F21 . C19 . F20 . 109.7(2) yes F22 . C19 . C16 . 112.6(14) yes F21 . C19 . C16 . 111.4(18) yes F20 . C19 . C16 . 107.7(11) yes C31 . O30 . Co3 . 110.2(6) yes C31 . O30 . Co2 . 119.6(7) yes Co3 . O30 . Co2 . 99.2(3) yes C31 . O30 . Co1 . 129.6(7) yes Co3 . O30 . Co1 . 97.5(3) yes Co2 . O30 . Co1 . 95.2(3) yes H312 . C31 . H311 . 105.585 no H312 . C31 . C32 . 110.941 no H311 . C31 . C32 . 109.942 no H312 . C31 . O30 . 110.450 no H311 . C31 . O30 . 110.158 no C32 . C31 . O30 . 109.7(10) yes H322 . C32 . H321 . 107.068 no H322 . C32 . N33 . 110.502 no H321 . C32 . N33 . 108.035 no H322 . C32 . C31 . 110.842 no H321 . C32 . C31 . 109.943 no N33 . C32 . C31 . 110.4(10) yes C34 . N33 . Co3 . 126.4(10) yes C34 . N33 . C32 . 120.8(11) yes Co3 . N33 . C32 . 112.5(8) yes C38 . C34 . C35 . 119.1(13) yes C38 . C34 . N33 . 121.3(14) yes C35 . C34 . N33 . 119.6(12) yes H351 . C35 . C36 . 116.743 no H351 . C35 . C34 . 116.153 no C36 . C35 . C34 . 127.0(13) yes O37 . C36 . C35 . 126.7(14) yes O37 . C36 . C39 2_555 112.7(12) yes C35 . C36 . C39 2_555 120.2(13) yes Co3 . O37 . C36 . 123.2(9) yes H383 . C38 . H382 . 107.020 no H383 . C38 . H381 . 108.083 no H382 . C38 . H381 . 109.230 no H383 . C38 . C34 . 110.793 no H382 . C38 . C34 . 110.517 no H381 . C38 . C34 . 111.076 no F42 . C39 . F41 . 109.7(2) yes F42 . C39 . F40 . 109.6(2) yes F41 . C39 . F40 . 109.6(2) yes F42 . C39 . C36 2_555 109.8(9) yes F41 . C39 . C36 2_555 106.9(10) yes F40 . C39 . C36 2_555 111.2(10) yes C51 . O50 . Co2 . 107.3(7) yes C51 . O50 . Co1 . 132.3(8) yes Co2 . O50 . Co1 . 100.7(3) yes C51 . O50 . Co4 . 115.1(7) yes Co2 . O50 . Co4 . 100.9(3) yes Co1 . O50 . Co4 . 95.8(3) yes H512 . C51 . H511 . 104.155 no H512 . C51 . C52 . 111.003 no H511 . C51 . C52 . 111.180 no H512 . C51 . O50 . 110.539 no H511 . C51 . O50 . 110.770 no C52 . C51 . O50 . 109.1(11) yes H522 . C52 . H521 . 107.184 no H522 . C52 . N53 . 109.725 no H521 . C52 . N53 . 109.256 no H522 . C52 . C51 . 110.414 no H521 . C52 . C51 . 111.570 no N53 . C52 . C51 . 108.7(11) yes C54 . N53 . Co2 . 129.4(13) yes C54 . N53 . C52 . 120.0(14) yes Co2 . N53 . C52 . 110.6(10) yes C58 . C54 . C55 . 120.7(18) yes C58 . C54 . N53 . 122.3(18) yes C55 . C54 . N53 . 116.9(19) yes H551 . C55 . C56 . 116.032 no H551 . C55 . C54 . 116.306 no C56 . C55 . C54 . 127.6(15) yes O57 . C56 . C55 . 127.2(15) yes O57 . C56 . C59 2_555 114.0(16) yes C55 . C56 . C59 2_555 118.6(15) yes C56 . O57 . Co2 . 123.9(11) yes H583 . C58 . H582 . 104.850 no H583 . C58 . H581 . 104.474 no H582 . C58 . H581 . 113.861 no H583 . C58 . C54 . 106.582 no H582 . C58 . C54 . 113.595 no H581 . C58 . C54 . 112.442 no F62 . C59 . F61 . 109.7(2) yes F62 . C59 . F60 . 109.7(2) yes F61 . C59 . F60 . 109.6(2) yes F62 . C59 . C56 2_555 108.6(9) yes F61 . C59 . C56 2_555 112.8(12) yes F60 . C59 . C56 2_555 106.5(9) yes