# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Xingguo Li' _publ_contact_author_email xgli@pku.edu.cn loop_ _publ_author_name 'Ping Song' 'Bin Liu' 'Yaoqi Li' 'Junzhi Yang' 'Zheming Wang' 'Xingguo Li' data_10oct26a-squeeze _database_code_depnum_ccdc_archive 'CCDC 819901' #TrackingRef '- 1_4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H38 Co2 N6 O13' _chemical_formula_weight 880.58 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.8102(2) _cell_length_b 15.6323(4) _cell_length_c 16.3592(4) _cell_angle_alpha 103.5443(10) _cell_angle_beta 100.8107(10) _cell_angle_gamma 90.1909(12) _cell_volume 2148.88(9) _cell_formula_units_Z 2 _cell_measurement_temperature 290 _cell_measurement_reflns_used 22503 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 27.485 _exptl_crystal_description column _exptl_crystal_colour 'orange red' _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.361 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 908 _exptl_absorpt_coefficient_mu 0.837 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.805 _exptl_absorpt_correction_T_max 0.930 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995, 1997) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 290 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'NONIUS KappaCCD' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 29925 _diffrn_reflns_av_R_equivalents 0.0554 _diffrn_reflns_av_sigmaI/netI 0.0776 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.48 _diffrn_reflns_theta_max 27.78 _reflns_number_total 9823 _reflns_number_gt 5861 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD (Nonius B. V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _publ_section_references ; collect: "Collect" data collection software, Nonius B.V., Delft, The Netherlands, 1998. HKL Scalepack & HKL Denzo: Z. Otwinowski and W. Minor, " Processing of X-ray Diffraction Data Collected in Oscillation Mode ", Methods in Enzymology, Volume 276: Macromolecular Crystallography, part A, p.307-326, 1997,C.W. Carter, Jr. & R.M. Sweet, Eds., Academic Press. absorption correction: R.H. Blessing (1995) Acta Cryst. A51, 33-37. R.H. Blessing (1997) J.Appl. Cryst. 30, 421-426. maXus: S.Mackay, C.J.Gilmore, C.Edwards, M. Tremayne, N. Stuart, K.Shankland "maXus: a computer program for the solution and refinement of crystal structures from diffraction data", University of Glasgow, Scotland, UK, Nonius BV, Delft, The Netherlands and MacScience Co. Ltd., Yokohama, Japan (1998). Sheldrick, G. M. (1998). SHELXTL Version 5.1. Bruker Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. Sheldrick, G. M. (1997). SHELX-97. PC Version. University of Goettingen, Germany. ; _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The following restraints were applied for keeping the minor parts of the disordered pyridyls in rational molecular geometries (C26, C27, C28 and C29 with refined occupancy 0.158(5); and C35, C36, C37 and C38 with refined occupancy 0.133(3)): DFIX 1.33 N3 C27 N3 C28 N4 C36 N4 C37 DFIX 1.37 C27 C26 C28 C29 C36 C35 C37 C38 DFIX 1.38 C21 C26 C21 C29 C30 C35 C30 C38 DFIX 2.26 C27 C28 C36 C37 DFIX 2.39 N3 C26 N3 C29 C21 C27 C21 C28 N4 C35 N4 C38 C30 C36 C30 C37 DFIX 2.33 C26 C29 C35 C38 FLAT C21 C26 C27 C28 C29 N3 FLAT C30 C35 C36 C37 C38 N4 The contribution of disorderd solvents, one DMF and three water molecules per formula, to diffraction intensities, were eliminated by the SQUEEZE module of PLATON. ; # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.027 0.500 0.995 685 73 ' ' _platon_squeeze_details ; Spek, A. L. (2009), Acta Cryst. D65, 148-155. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0609P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr. _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9823 _refine_ls_number_parameters 478 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.0830 _refine_ls_R_factor_gt 0.0431 _refine_ls_wR_factor_ref 0.1155 _refine_ls_wR_factor_gt 0.1070 _refine_ls_goodness_of_fit_ref 0.924 _refine_ls_restrained_S_all 0.925 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.64462(3) 0.04965(2) 0.640269(19) 0.02272(10) Uani 1 1 d . . . Co2 Co 0.18834(4) 0.20988(2) 0.26764(2) 0.02684(11) Uani 1 1 d . . . O1 O 0.72934(18) 0.04943(11) 0.52733(10) 0.0304(4) Uani 1 1 d . . . O2 O 0.57765(18) -0.05243(10) 0.42621(10) 0.0255(4) Uani 1 1 d . . . O3 O 0.41797(18) 0.19898(10) 0.32553(11) 0.0321(4) Uani 1 1 d . . . O4 O 0.39824(17) 0.08830(10) 0.38761(10) 0.0266(4) Uani 1 1 d . . . O5 O 0.8172(2) 0.10516(15) 0.10763(13) 0.0614(6) Uani 1 1 d . . . O6 O 0.96493(19) 0.21379(11) 0.20079(11) 0.0345(4) Uani 1 1 d . . . O7 O 1.12723(17) -0.03803(10) 0.30475(10) 0.0271(4) Uani 1 1 d . . . O8 O 1.14495(18) 0.07340(10) 0.24322(10) 0.0270(4) Uani 1 1 d . . . O9 O 0.1097(2) 0.24071(12) 0.38449(12) 0.0408(5) Uani 1 1 d . . . N1 N 0.5620(2) 0.07968(13) -0.23717(12) 0.0276(5) Uani 1 1 d . . . N2 N 0.6755(2) 0.18947(13) 0.65939(13) 0.0309(5) Uani 1 1 d . . . N3 N 0.7740(3) 0.65143(13) 0.71582(15) 0.0366(5) Uani 1 1 d D . . N4 N 0.2661(2) 0.18542(14) 0.14628(13) 0.0330(5) Uani 1 1 d D . . N5 N 0.0608(3) 0.22454(15) 0.51057(14) 0.0427(6) Uani 1 1 d . . . C1 C 0.6690(3) 0.01553(16) 0.45143(15) 0.0230(5) Uani 1 1 d . . . C2 C 0.4699(3) 0.13304(15) 0.35150(15) 0.0256(5) Uani 1 1 d . . . C3 C 0.8761(3) 0.14437(18) 0.18164(17) 0.0333(6) Uani 1 1 d . . . C4 C 1.0756(3) 0.02952(15) 0.28127(14) 0.0238(5) Uani 1 1 d . . . C5 C 0.7206(2) 0.05385(15) 0.38411(14) 0.0226(5) Uani 1 1 d . . . C6 C 0.6308(3) 0.10697(15) 0.33739(15) 0.0243(5) Uani 1 1 d . . . C7 C 0.6885(3) 0.13552(16) 0.27464(15) 0.0290(6) Uani 1 1 d . . . H7 H 0.6295 0.1720 0.2451 0.035 Uiso 1 1 calc R . . C8 C 0.8310(3) 0.11180(15) 0.25412(15) 0.0256(5) Uani 1 1 d . . . C9 C 0.9201(2) 0.05831(15) 0.29988(14) 0.0238(5) Uani 1 1 d . . . C10 C 0.8646(2) 0.03143(15) 0.36447(14) 0.0234(5) Uani 1 1 d . . . H10 H 0.9259 -0.0028 0.3957 0.028 Uiso 1 1 calc R . . C11 C 0.6402(4) 0.0676(2) -0.16402(19) 0.0611(10) Uani 1 1 d . . . H11 H 0.7361 0.0431 -0.1642 0.073 Uiso 1 1 calc R . . C12 C 0.5895(4) 0.0889(2) -0.0874(2) 0.0723(12) Uani 1 1 d . . . H12 H 0.6523 0.0816 -0.0373 0.087 Uiso 1 1 calc R . . C13 C 0.4433(3) 0.12142(18) -0.08583(17) 0.0403(7) Uani 1 1 d . B . C14 C 0.3621(3) 0.1320(2) -0.16133(19) 0.0588(9) Uani 1 1 d . . . H14 H 0.2630 0.1529 -0.1639 0.071 Uiso 1 1 calc R . . C15 C 0.4239(3) 0.1124(2) -0.23409(18) 0.0490(8) Uani 1 1 d . . . H15 H 0.3657 0.1227 -0.2842 0.059 Uiso 1 1 calc R . . C16 C 0.7861(3) 0.23753(18) 0.71970(19) 0.0455(7) Uani 1 1 d . . . H16 H 0.8516 0.2090 0.7552 0.055 Uiso 1 1 calc R . . C17 C 0.8085(4) 0.32736(19) 0.7322(2) 0.0525(8) Uani 1 1 d . . . H17 H 0.8880 0.3580 0.7749 0.063 Uiso 1 1 calc R . . C18 C 0.7116(3) 0.37205(17) 0.68078(19) 0.0401(7) Uani 1 1 d . A . C19 C 0.5997(3) 0.32179(18) 0.61758(19) 0.0443(7) Uani 1 1 d . . . H19 H 0.5330 0.3485 0.5810 0.053 Uiso 1 1 calc R . . C20 C 0.5862(3) 0.23247(18) 0.60826(18) 0.0422(7) Uani 1 1 d . . . H20 H 0.5110 0.2001 0.5641 0.051 Uiso 1 1 calc R . . C21 C 0.7334(3) 0.46881(18) 0.6927(2) 0.0454(7) Uani 1 1 d D . . C22 C 0.8051(5) 0.5225(2) 0.7724(3) 0.0636(13) Uani 0.842(5) 1 d P A 1 H22 H 0.8400 0.4983 0.8190 0.076 Uiso 0.842(5) 1 calc PR A 1 C23 C 0.8225(5) 0.6122(2) 0.7799(3) 0.0570(12) Uani 0.842(5) 1 d P A 1 H23 H 0.8707 0.6473 0.8326 0.068 Uiso 0.842(5) 1 calc PR A 1 C24 C 0.7075(6) 0.6001(3) 0.6425(3) 0.0667(14) Uani 0.842(5) 1 d P A 1 H24 H 0.6727 0.6257 0.5969 0.080 Uiso 0.842(5) 1 calc PR A 1 C25 C 0.6860(6) 0.5098(2) 0.6290(3) 0.0711(15) Uani 0.842(5) 1 d P A 1 H25 H 0.6381 0.4768 0.5752 0.085 Uiso 0.842(5) 1 calc PR A 1 C26 C 0.8732(14) 0.5108(8) 0.7169(9) 0.041(5) Uiso 0.158(5) 1 d PD A 2 H26 H 0.9602 0.4798 0.7312 0.050 Uiso 0.158(5) 1 calc PR A 2 C27 C 0.8898(14) 0.5998(8) 0.7210(10) 0.043(5) Uiso 0.158(5) 1 d PD A 2 H27 H 0.9890 0.6242 0.7278 0.051 Uiso 0.158(5) 1 calc PR A 2 C28 C 0.6341(16) 0.6075(9) 0.6745(13) 0.050(6) Uiso 0.158(5) 1 d PD A 2 H28 H 0.5541 0.6383 0.6509 0.060 Uiso 0.158(5) 1 calc PR A 2 C29 C 0.6120(15) 0.5193(8) 0.6678(12) 0.045(5) Uiso 0.158(5) 1 d PD A 2 H29 H 0.5135 0.4926 0.6461 0.053 Uiso 0.158(5) 1 calc PR A 2 C30 C 0.3818(3) 0.14341(18) -0.00555(17) 0.0409(7) Uani 1 1 d D . . C31 C 0.2433(4) 0.1037(2) -0.0004(2) 0.0539(10) Uani 0.867(3) 1 d P B 1 H31 H 0.1873 0.0630 -0.0474 0.065 Uiso 0.867(3) 1 calc PR B 1 C32 C 0.1904(4) 0.1263(2) 0.0767(2) 0.0508(10) Uani 0.867(3) 1 d P B 1 H32 H 0.0985 0.0993 0.0802 0.061 Uiso 0.867(3) 1 calc PR B 1 C33 C 0.3965(3) 0.2226(2) 0.13895(19) 0.0375(8) Uani 0.867(3) 1 d P B 1 H33 H 0.4487 0.2651 0.1857 0.045 Uiso 0.867(3) 1 calc PR B 1 C34 C 0.4597(4) 0.2021(2) 0.0660(2) 0.0474(10) Uani 0.867(3) 1 d P B 1 H34 H 0.5546 0.2279 0.0655 0.057 Uiso 0.867(3) 1 calc PR B 1 C35 C 0.4044(16) 0.0918(9) 0.0523(9) 0.046(6) Uiso 0.133(3) 1 d PD B 2 H35 H 0.4541 0.0394 0.0392 0.056 Uiso 0.133(3) 1 calc PR B 2 C36 C 0.3555(17) 0.1153(9) 0.1291(8) 0.030(5) Uiso 0.133(3) 1 d PD B 2 H36 H 0.3841 0.0828 0.1699 0.036 Uiso 0.133(3) 1 calc PR B 2 C37 C 0.267(2) 0.2429(10) 0.1000(10) 0.043(6) Uiso 0.133(3) 1 d PD B 2 H37 H 0.2262 0.2973 0.1178 0.051 Uiso 0.133(3) 1 calc PR B 2 C38 C 0.328(2) 0.2264(9) 0.0250(10) 0.041(5) Uiso 0.133(3) 1 d PD B 2 H38 H 0.3317 0.2704 -0.0043 0.050 Uiso 0.133(3) 1 calc PR B 2 C39 C 0.1405(3) 0.21055(17) 0.44836(17) 0.0374(7) Uani 1 1 d . . . H39 H 0.2255 0.1756 0.4531 0.045 Uiso 1 1 calc R . . C40 C 0.0954(4) 0.1868(2) 0.5834(2) 0.0754(11) Uani 1 1 d . . . H40A H 0.0230 0.2057 0.6204 0.113 Uiso 1 1 calc R . . H40B H 0.1984 0.2057 0.6142 0.113 Uiso 1 1 calc R . . H40C H 0.0879 0.1237 0.5645 0.113 Uiso 1 1 calc R . . C41 C -0.0777(4) 0.2737(3) 0.5047(2) 0.0808(12) Uani 1 1 d . . . H41A H -0.1209 0.2772 0.5550 0.121 Uiso 1 1 calc R . . H41B H -0.1518 0.2445 0.4549 0.121 Uiso 1 1 calc R . . H41C H -0.0527 0.3320 0.5003 0.121 Uiso 1 1 calc R . . 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 0.02492(18) 0.02174(19) 0.02457(19) 0.00704(14) 0.01053(14) 0.00098(13) Co2 0.0317(2) 0.0225(2) 0.0315(2) 0.00902(15) 0.01573(16) 0.00320(14) O1 0.0310(9) 0.0399(11) 0.0227(10) 0.0080(8) 0.0107(8) -0.0063(8) O2 0.0288(9) 0.0248(9) 0.0255(9) 0.0083(7) 0.0087(7) -0.0012(7) O3 0.0285(9) 0.0234(9) 0.0514(11) 0.0170(8) 0.0146(8) 0.0047(7) O4 0.0275(9) 0.0228(9) 0.0351(10) 0.0101(7) 0.0156(8) 0.0029(7) O5 0.0664(14) 0.0873(17) 0.0294(12) 0.0168(12) 0.0034(11) -0.0252(12) O6 0.0333(10) 0.0358(11) 0.0433(11) 0.0225(9) 0.0131(8) 0.0018(8) O7 0.0267(9) 0.0245(9) 0.0350(10) 0.0137(8) 0.0096(8) 0.0034(7) O8 0.0313(9) 0.0238(9) 0.0330(10) 0.0109(7) 0.0184(8) 0.0028(7) O9 0.0477(11) 0.0456(12) 0.0359(11) 0.0115(9) 0.0224(9) 0.0099(9) N1 0.0319(11) 0.0304(12) 0.0226(11) 0.0049(9) 0.0123(9) 0.0022(9) N2 0.0381(12) 0.0229(12) 0.0336(12) 0.0065(10) 0.0120(10) 0.0015(10) N3 0.0491(14) 0.0186(12) 0.0449(15) 0.0098(11) 0.0132(12) 0.0025(10) N4 0.0414(13) 0.0337(13) 0.0308(13) 0.0120(10) 0.0190(11) 0.0042(10) N5 0.0487(14) 0.0462(15) 0.0410(14) 0.0135(12) 0.0237(12) 0.0119(12) C1 0.0222(12) 0.0270(14) 0.0255(14) 0.0118(11) 0.0115(11) 0.0082(10) C2 0.0273(13) 0.0216(13) 0.0281(14) 0.0038(11) 0.0086(11) -0.0016(10) C3 0.0288(14) 0.0464(18) 0.0324(16) 0.0216(13) 0.0099(12) 0.0042(13) C4 0.0256(12) 0.0259(14) 0.0205(12) 0.0051(10) 0.0068(10) -0.0015(10) C5 0.0245(12) 0.0224(13) 0.0221(13) 0.0052(10) 0.0073(10) -0.0041(10) C6 0.0248(12) 0.0232(13) 0.0274(13) 0.0087(10) 0.0083(10) 0.0006(10) C7 0.0260(13) 0.0319(14) 0.0358(15) 0.0197(12) 0.0082(11) 0.0040(11) C8 0.0269(13) 0.0265(14) 0.0274(14) 0.0113(11) 0.0096(11) -0.0004(10) C9 0.0229(12) 0.0261(13) 0.0241(13) 0.0068(10) 0.0079(10) -0.0005(10) C10 0.0227(12) 0.0249(13) 0.0250(13) 0.0104(10) 0.0053(10) 0.0017(10) C11 0.0540(19) 0.100(3) 0.0384(18) 0.0201(18) 0.0253(16) 0.0401(19) C12 0.078(2) 0.120(3) 0.0327(18) 0.0301(19) 0.0282(17) 0.055(2) C13 0.0484(17) 0.0469(18) 0.0329(16) 0.0134(13) 0.0211(14) 0.0088(14) C14 0.0432(18) 0.097(3) 0.0418(19) 0.0169(18) 0.0219(15) 0.0275(18) C15 0.0466(17) 0.073(2) 0.0329(16) 0.0179(15) 0.0154(14) 0.0231(16) C16 0.0602(19) 0.0265(16) 0.0460(18) 0.0112(14) -0.0024(15) -0.0003(14) C17 0.067(2) 0.0270(17) 0.054(2) 0.0056(15) -0.0055(17) -0.0076(14) C18 0.0530(18) 0.0223(15) 0.0480(18) 0.0093(13) 0.0163(15) 0.0033(13) C19 0.0507(18) 0.0289(16) 0.0533(19) 0.0168(14) 0.0010(15) 0.0043(13) C20 0.0453(17) 0.0332(17) 0.0488(18) 0.0143(14) 0.0049(14) -0.0012(13) C21 0.0596(19) 0.0246(16) 0.054(2) 0.0101(14) 0.0144(16) 0.0023(13) C22 0.106(4) 0.029(2) 0.053(3) 0.0167(19) 0.001(2) 0.002(2) C23 0.085(3) 0.024(2) 0.055(3) 0.0081(18) -0.003(2) -0.0079(18) C24 0.117(4) 0.036(2) 0.043(2) 0.0156(19) -0.003(3) -0.003(2) C25 0.131(4) 0.027(2) 0.047(3) 0.0082(19) -0.004(3) -0.009(2) C30 0.0507(18) 0.0450(18) 0.0368(17) 0.0150(14) 0.0263(15) 0.0149(14) C31 0.061(2) 0.058(2) 0.041(2) -0.0047(17) 0.0263(18) -0.0149(18) C32 0.060(2) 0.049(2) 0.044(2) -0.0025(17) 0.0287(19) -0.0183(18) C33 0.0397(18) 0.046(2) 0.0286(17) 0.0069(14) 0.0127(14) -0.0041(15) C34 0.0380(19) 0.066(3) 0.040(2) 0.0099(18) 0.0175(16) -0.0059(17) C39 0.0367(15) 0.0380(17) 0.0406(17) 0.0062(13) 0.0194(13) 0.0064(12) C40 0.099(3) 0.085(3) 0.068(2) 0.046(2) 0.044(2) 0.038(2) C41 0.075(2) 0.112(3) 0.073(3) 0.035(2) 0.041(2) 0.049(2) _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_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O2 2.0598(16) 2_656 ? Co1 O7 2.0696(15) 2_756 ? Co1 O4 2.1143(15) 2_656 ? Co1 O1 2.1177(15) . ? Co1 N2 2.143(2) . ? Co1 N1 2.2089(18) 1_556 ? Co2 O6 2.0732(17) 1_455 ? Co2 O3 2.0924(16) . ? Co2 O8 2.0965(15) 1_455 ? Co2 O9 2.1057(16) . ? Co2 N3 2.138(2) 2_666 ? Co2 N4 2.1709(19) . ? O1 C1 1.244(3) . ? O2 C1 1.269(3) . ? O2 Co1 2.0598(16) 2_656 ? O3 C2 1.260(3) . ? O4 C2 1.252(3) . ? O4 Co1 2.1143(15) 2_656 ? O5 C3 1.235(3) . ? O6 C3 1.277(3) . ? O6 Co2 2.0732(17) 1_655 ? O7 C4 1.264(3) . ? O7 Co1 2.0696(15) 2_756 ? O8 C4 1.254(2) . ? O8 Co2 2.0965(15) 1_655 ? O9 C39 1.230(3) . ? N1 C11 1.319(3) . ? N1 C15 1.326(3) . ? N1 Co1 2.2089(18) 1_554 ? N2 C16 1.333(3) . ? N2 C20 1.338(3) . ? N3 C27 1.306(12) . ? N3 C24 1.307(4) . ? N3 C23 1.339(4) . ? N3 C28 1.383(13) . ? N3 Co2 2.138(2) 2_666 ? N4 C37 1.304(13) . ? N4 C33 1.324(3) . ? N4 C32 1.346(4) . ? N4 C36 1.358(12) . ? N5 C39 1.320(3) . ? N5 C40 1.434(4) . ? N5 C41 1.444(4) . ? C1 C5 1.508(3) . ? C2 C6 1.520(3) . ? C3 C8 1.510(3) . ? C4 C9 1.506(3) . ? C5 C10 1.393(3) . ? C5 C6 1.405(3) . ? C6 C7 1.386(3) . ? C7 C8 1.390(3) . ? C7 H7 0.9300 . ? C8 C9 1.397(3) . ? C9 C10 1.390(3) . ? C10 H10 0.9300 . ? C11 C12 1.378(4) . ? C11 H11 0.9300 . ? C12 C13 1.388(4) . ? C12 H12 0.9300 . ? C13 C14 1.353(4) . ? C13 C30 1.481(3) . ? C14 C15 1.371(4) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.379(4) . ? C16 H16 0.9300 . ? C17 C18 1.391(4) . ? C17 H17 0.9300 . ? C18 C19 1.375(4) . ? C18 C21 1.486(4) . ? C19 C20 1.371(4) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 C26 1.340(12) . ? C21 C25 1.350(4) . ? C21 C29 1.388(12) . ? C21 C22 1.407(5) . ? C22 C23 1.384(5) . ? C22 H22 0.9300 . ? C23 H23 0.9300 . ? C24 C25 1.384(5) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C26 C27 1.383(14) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C29 1.367(14) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? C30 C35 1.368(13) . ? C30 C34 1.369(4) . ? C30 C31 1.393(4) . ? C30 C38 1.397(13) . ? C31 C32 1.395(4) . ? C31 H31 0.9300 . ? C32 H32 0.9300 . ? C33 C34 1.381(4) . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? C35 C36 1.374(14) . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? C37 C38 1.397(14) . ? C37 H37 0.9300 . ? C38 H38 0.9300 . ? C39 H39 0.9300 . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? C41 H41A 0.9600 . ? C41 H41B 0.9600 . ? C41 H41C 0.9600 . ? 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 _geom_angle_publ_flag O2 Co1 O7 173.88(6) 2_656 2_756 ? O2 Co1 O4 85.54(6) 2_656 2_656 ? O7 Co1 O4 91.21(6) 2_756 2_656 ? O2 Co1 O1 89.49(6) 2_656 . ? O7 Co1 O1 85.65(6) 2_756 . ? O4 Co1 O1 95.47(6) 2_656 . ? O2 Co1 N2 90.51(7) 2_656 . ? O7 Co1 N2 92.52(7) 2_756 . ? O4 Co1 N2 175.49(7) 2_656 . ? O1 Co1 N2 82.30(7) . . ? O2 Co1 N1 90.56(7) 2_656 1_556 ? O7 Co1 N1 94.96(7) 2_756 1_556 ? O4 Co1 N1 96.32(7) 2_656 1_556 ? O1 Co1 N1 168.18(7) . 1_556 ? N2 Co1 N1 85.88(7) . 1_556 ? O6 Co2 O3 175.11(6) 1_455 . ? O6 Co2 O8 86.33(7) 1_455 1_455 ? O3 Co2 O8 91.27(6) . 1_455 ? O6 Co2 O9 90.45(7) 1_455 . ? O3 Co2 O9 94.04(7) . . ? O8 Co2 O9 95.80(6) 1_455 . ? O6 Co2 N3 91.08(8) 1_455 2_666 ? O3 Co2 N3 91.12(8) . 2_666 ? O8 Co2 N3 176.34(8) 1_455 2_666 ? O9 Co2 N3 86.80(8) . 2_666 ? O6 Co2 N4 88.28(7) 1_455 . ? O3 Co2 N4 87.34(7) . . ? O8 Co2 N4 87.07(7) 1_455 . ? O9 Co2 N4 176.78(7) . . ? N3 Co2 N4 90.27(8) 2_666 . ? C1 O1 Co1 129.07(15) . . ? C1 O2 Co1 122.12(14) . 2_656 ? C2 O3 Co2 125.05(15) . . ? C2 O4 Co1 129.48(14) . 2_656 ? C3 O6 Co2 118.41(15) . 1_655 ? C4 O7 Co1 124.37(15) . 2_756 ? C4 O8 Co2 129.99(14) . 1_655 ? C39 O9 Co2 131.38(16) . . ? C11 N1 C15 115.4(2) . . ? C11 N1 Co1 124.97(16) . 1_554 ? C15 N1 Co1 119.63(17) . 1_554 ? C16 N2 C20 116.6(2) . . ? C16 N2 Co1 122.64(17) . . ? C20 N2 Co1 120.76(18) . . ? C27 N3 C24 90.7(7) . . ? C27 N3 C23 54.1(7) . . ? C24 N3 C23 116.4(3) . . ? C27 N3 C28 113.7(8) . . ? C24 N3 C28 38.8(8) . . ? C23 N3 C28 104.0(8) . . ? C27 N3 Co2 121.2(6) . 2_666 ? C24 N3 Co2 122.2(2) . 2_666 ? C23 N3 Co2 121.3(2) . 2_666 ? C28 N3 Co2 122.3(6) . 2_666 ? C37 N4 C33 58.0(8) . . ? C37 N4 C32 89.7(8) . . ? C33 N4 C32 116.7(2) . . ? C37 N4 C36 116.4(8) . . ? C33 N4 C36 77.5(6) . . ? C32 N4 C36 71.3(7) . . ? C37 N4 Co2 124.8(6) . . ? C33 N4 Co2 121.59(19) . . ? C32 N4 Co2 121.46(18) . . ? C36 N4 Co2 116.5(5) . . ? C39 N5 C40 123.6(2) . . ? C39 N5 C41 120.7(2) . . ? C40 N5 C41 115.5(2) . . ? O1 C1 O2 125.2(2) . . ? O1 C1 C5 116.8(2) . . ? O2 C1 C5 117.8(2) . . ? O4 C2 O3 124.5(2) . . ? O4 C2 C6 118.6(2) . . ? O3 C2 C6 116.95(19) . . ? O5 C3 O6 124.2(2) . . ? O5 C3 C8 117.7(2) . . ? O6 C3 C8 117.9(2) . . ? O8 C4 O7 124.2(2) . . ? O8 C4 C9 118.3(2) . . ? O7 C4 C9 117.53(19) . . ? C10 C5 C6 118.0(2) . . ? C10 C5 C1 117.27(19) . . ? C6 C5 C1 124.62(19) . . ? C7 C6 C5 119.3(2) . . ? C7 C6 C2 118.2(2) . . ? C5 C6 C2 122.50(19) . . ? C6 C7 C8 122.6(2) . . ? C6 C7 H7 118.7 . . ? C8 C7 H7 118.7 . . ? C7 C8 C9 118.3(2) . . ? C7 C8 C3 116.8(2) . . ? C9 C8 C3 124.8(2) . . ? C10 C9 C8 119.3(2) . . ? C10 C9 C4 119.1(2) . . ? C8 C9 C4 121.52(19) . . ? C9 C10 C5 122.4(2) . . ? C9 C10 H10 118.8 . . ? C5 C10 H10 118.8 . . ? N1 C11 C12 124.5(3) . . ? N1 C11 H11 117.7 . . ? C12 C11 H11 117.7 . . ? C11 C12 C13 119.1(3) . . ? C11 C12 H12 120.4 . . ? C13 C12 H12 120.4 . . ? C14 C13 C12 116.2(2) . . ? C14 C13 C30 122.5(2) . . ? C12 C13 C30 121.3(3) . . ? C13 C14 C15 120.9(3) . . ? C13 C14 H14 119.6 . . ? C15 C14 H14 119.6 . . ? N1 C15 C14 123.8(3) . . ? N1 C15 H15 118.1 . . ? C14 C15 H15 118.1 . . ? N2 C16 C17 123.3(3) . . ? N2 C16 H16 118.3 . . ? C17 C16 H16 118.3 . . ? C16 C17 C18 119.8(3) . . ? C16 C17 H17 120.1 . . ? C18 C17 H17 120.1 . . ? C19 C18 C17 116.6(3) . . ? C19 C18 C21 122.5(3) . . ? C17 C18 C21 120.9(3) . . ? C20 C19 C18 120.3(3) . . ? C20 C19 H19 119.9 . . ? C18 C19 H19 119.9 . . ? N2 C20 C19 123.5(3) . . ? N2 C20 H20 118.3 . . ? C19 C20 H20 118.3 . . ? C26 C21 C25 94.3(6) . . ? C26 C21 C29 115.4(7) . . ? C25 C21 C29 42.0(8) . . ? C26 C21 C22 49.9(6) . . ? C25 C21 C22 116.6(3) . . ? C29 C21 C22 101.6(7) . . ? C26 C21 C18 122.5(6) . . ? C25 C21 C18 122.5(3) . . ? C29 C21 C18 121.5(6) . . ? C22 C21 C18 120.8(3) . . ? C23 C22 C21 118.4(3) . . ? C23 C22 H22 120.8 . . ? C21 C22 H22 120.8 . . ? N3 C23 C22 124.0(3) . . ? N3 C23 H23 118.0 . . ? C22 C23 H23 118.0 . . ? N3 C24 C25 123.7(4) . . ? N3 C24 H24 118.2 . . ? C25 C24 H24 118.2 . . ? C21 C25 C24 120.9(4) . . ? C21 C25 H25 119.5 . . ? C24 C25 H25 119.5 . . ? C21 C26 C27 120.8(10) . . ? C21 C26 H26 119.6 . . ? C27 C26 H26 119.6 . . ? N3 C27 C26 123.7(11) . . ? N3 C27 H27 118.1 . . ? C26 C27 H27 118.1 . . ? C29 C28 N3 120.8(11) . . ? C29 C28 H28 119.6 . . ? N3 C28 H28 119.6 . . ? C28 C29 C21 121.4(11) . . ? C28 C29 H29 119.3 . . ? C21 C29 H29 119.3 . . ? C35 C30 C34 79.0(6) . . ? C35 C30 C31 68.4(6) . . ? C34 C30 C31 118.0(3) . . ? C35 C30 C38 114.6(7) . . ? C34 C30 C38 57.6(8) . . ? C31 C30 C38 90.2(8) . . ? C35 C30 C13 122.0(6) . . ? C34 C30 C13 121.4(3) . . ? C31 C30 C13 120.7(3) . . ? C38 C30 C13 121.9(6) . . ? C30 C31 C32 118.5(3) . . ? C30 C31 H31 120.8 . . ? C32 C31 H31 120.8 . . ? N4 C32 C31 123.2(3) . . ? N4 C32 H32 118.4 . . ? C31 C32 H32 118.4 . . ? N4 C33 C34 123.9(3) . . ? N4 C33 H33 118.1 . . ? C34 C33 H33 118.1 . . ? C30 C34 C33 119.6(3) . . ? C30 C34 H34 120.2 . . ? C33 C34 H34 120.2 . . ? C30 C35 C36 121.8(11) . . ? C30 C35 H35 119.1 . . ? C36 C35 H35 119.1 . . ? N4 C36 C35 120.9(11) . . ? N4 C36 H36 119.5 . . ? C35 C36 H36 119.5 . . ? N4 C37 C38 123.0(11) . . ? N4 C37 H37 118.5 . . ? C38 C37 H37 118.5 . . ? C37 C38 C30 119.5(11) . . ? C37 C38 H38 120.2 . . ? C30 C38 H38 120.2 . . ? O9 C39 N5 124.2(2) . . ? O9 C39 H39 117.9 . . ? N5 C39 H39 117.9 . . ? N5 C40 H40A 109.5 . . ? N5 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? N5 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? N5 C41 H41A 109.5 . . ? N5 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? N5 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 27.78 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 0.389 _refine_diff_density_min -0.320 _refine_diff_density_rms 0.066 #===END data_10jul22a _database_code_depnum_ccdc_archive 'CCDC 819902' #TrackingRef '- 1_4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H24 Co2 N4 O10' _chemical_formula_weight 670.35 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 2(1)/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.2537(2) _cell_length_b 13.3383(3) _cell_length_c 11.6839(3) _cell_angle_alpha 90.00 _cell_angle_beta 120.6480(10) _cell_angle_gamma 90.00 _cell_volume 1374.76(5) _cell_formula_units_Z 2 _cell_measurement_temperature 290 _cell_measurement_reflns_used 16744 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 27.485 _exptl_crystal_description 'leaf like' _exptl_crystal_colour violet _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.37 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.619 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 684 _exptl_absorpt_coefficient_mu 1.271 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.720 _exptl_absorpt_correction_T_max 0.819 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995, 1997) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 290 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'NONIUS KappaCCD' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 22753 _diffrn_reflns_av_R_equivalents 0.0609 _diffrn_reflns_av_sigmaI/netI 0.0503 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.50 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3147 _reflns_number_gt 2152 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD (Nonius B. V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _publ_section_references ; collect: "Collect" data collection software, Nonius B.V., Delft, The Netherlands, 1998. HKL Scalepack & HKL Denzo: Z. Otwinowski and W. Minor, " Processing of X-ray Diffraction Data Collected in Oscillation Mode ", Methods in Enzymology, Volume 276: Macromolecular Crystallography, part A, p.307-326, 1997,C.W. Carter, Jr. & R.M. Sweet, Eds., Academic Press. absorption correction: R.H. Blessing (1995) Acta Cryst. A51, 33-37. R.H. Blessing (1997) J.Appl. Cryst. 30, 421-426. maXus: S.Mackay, C.J.Gilmore, C.Edwards, M. Tremayne, N. Stuart, K.Shankland "maXus: a computer program for the solution and refinement of crystal structures from diffraction data", University of Glasgow, Scotland, UK, Nonius BV, Delft, The Netherlands and MacScience Co. Ltd., Yokohama, Japan (1998). Sheldrick, G. M. (1998). SHELXTL Version 5.1. Bruker Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. Sheldrick, G. M. (1997). SHELX-97. PC Version. University of Goettingen, Germany. ; _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0563P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr. _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3147 _refine_ls_number_parameters 192 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0691 _refine_ls_R_factor_gt 0.0376 _refine_ls_wR_factor_ref 0.1036 _refine_ls_wR_factor_gt 0.0965 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.22358(4) 0.83677(3) 0.51223(3) 0.03380(15) Uani 1 1 d . . . O1 O 0.2227(2) 0.69370(14) 0.43199(19) 0.0424(5) Uani 1 1 d . . . O2 O 0.4384(2) 0.77254(15) 0.53491(18) 0.0478(5) Uani 1 1 d . . . O3 O 0.3336(2) 0.68903(14) 0.23163(17) 0.0391(5) Uani 1 1 d . . . O4 O 0.2988(2) 0.54160(14) 0.13975(17) 0.0526(5) Uani 1 1 d . . . O5 O 0.0126(2) 0.81681(15) 0.48794(19) 0.0475(5) Uani 1 1 d . . . N1 N 0.1438(3) 0.90603(17) 0.3280(2) 0.0384(5) Uani 1 1 d . . . N2 N -0.1527(3) 0.7955(2) 0.5596(2) 0.0462(6) Uani 1 1 d . . . C1 C 0.3635(3) 0.6957(2) 0.4811(2) 0.0321(6) Uani 1 1 d . . . C2 C 0.4402(3) 0.59677(19) 0.4880(2) 0.0299(6) Uani 1 1 d . . . C3 C 0.4233(3) 0.54669(19) 0.3757(2) 0.0302(6) Uani 1 1 d . . . C4 C 0.3468(3) 0.5957(2) 0.2413(2) 0.0347(6) Uani 1 1 d . . . C5 C 0.4829(3) 0.45085(19) 0.3903(2) 0.0319(6) Uani 1 1 d . . . H5 H 0.4706 0.4176 0.3154 0.038 Uiso 1 1 calc R . . C6 C 0.2262(3) 0.9066(3) 0.2690(3) 0.0536(8) Uani 1 1 d . . . H6 H 0.3240 0.8807 0.3156 0.064 Uiso 1 1 calc R . . C7 C 0.1743(3) 0.9435(3) 0.1436(3) 0.0563(9) Uani 1 1 d . . . H7 H 0.2380 0.9431 0.1087 0.068 Uiso 1 1 calc R . . C8 C 0.0298(3) 0.9809(2) 0.0684(2) 0.0380(6) Uani 1 1 d . . . C9 C -0.0564(3) 0.9794(3) 0.1291(3) 0.0573(9) Uani 1 1 d . . . H9 H -0.1558 1.0025 0.0832 0.069 Uiso 1 1 calc R . . C10 C 0.0044(3) 0.9438(2) 0.2566(3) 0.0551(8) Uani 1 1 d . . . H10 H -0.0553 0.9463 0.2955 0.066 Uiso 1 1 calc R . . C11 C -0.0177(3) 0.8120(2) 0.5791(3) 0.0466(7) Uani 1 1 d . . . H11 H 0.0613 0.8207 0.6661 0.056 Uiso 1 1 calc R . . C12 C -0.2813(4) 0.7801(4) 0.4274(4) 0.0843(13) Uani 1 1 d . . . H12A H -0.3597 0.7453 0.4331 0.126 Uiso 1 1 calc R . . H12B H -0.2506 0.7410 0.3761 0.126 Uiso 1 1 calc R . . H12C H -0.3190 0.8438 0.3850 0.126 Uiso 1 1 calc R . . C13 C -0.1793(4) 0.7941(3) 0.6711(3) 0.0713(10) Uani 1 1 d . . . H13A H -0.2296 0.7329 0.6693 0.107 Uiso 1 1 calc R . . H13B H -0.2417 0.8502 0.6641 0.107 Uiso 1 1 calc R . . H13C H -0.0841 0.7984 0.7532 0.107 Uiso 1 1 calc R . . 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 0.0412(2) 0.0366(2) 0.0228(2) -0.00052(15) 0.01575(17) 0.00337(16) O1 0.0419(11) 0.0398(11) 0.0507(12) 0.0035(9) 0.0274(10) 0.0076(9) O2 0.0471(11) 0.0451(13) 0.0417(11) -0.0084(10) 0.0156(9) 0.0005(10) O3 0.0492(11) 0.0364(12) 0.0287(10) 0.0047(8) 0.0178(9) 0.0019(9) O4 0.0811(15) 0.0391(12) 0.0272(11) 0.0026(9) 0.0199(10) 0.0091(10) O5 0.0428(11) 0.0705(15) 0.0321(10) 0.0024(9) 0.0212(9) 0.0027(10) N1 0.0487(13) 0.0395(14) 0.0303(12) 0.0045(10) 0.0226(11) 0.0098(11) N2 0.0396(13) 0.0645(17) 0.0361(13) 0.0048(12) 0.0204(11) -0.0002(12) C1 0.0399(15) 0.0367(16) 0.0214(13) 0.0041(11) 0.0167(12) 0.0036(12) C2 0.0271(12) 0.0374(15) 0.0255(13) 0.0038(11) 0.0137(11) 0.0021(11) C3 0.0285(13) 0.0368(16) 0.0261(13) 0.0041(11) 0.0146(11) 0.0021(11) C4 0.0343(14) 0.0455(18) 0.0247(14) 0.0051(12) 0.0155(11) 0.0062(12) C5 0.0341(14) 0.0387(16) 0.0260(13) -0.0015(11) 0.0175(11) 0.0013(11) C6 0.0444(16) 0.081(2) 0.0362(17) 0.0164(16) 0.0213(14) 0.0227(16) C7 0.0527(19) 0.085(3) 0.0407(17) 0.0181(16) 0.0307(15) 0.0250(17) C8 0.0501(16) 0.0357(16) 0.0307(14) 0.0049(12) 0.0224(13) 0.0108(13) C9 0.0536(18) 0.076(2) 0.0522(19) 0.0317(17) 0.0340(16) 0.0308(17) C10 0.063(2) 0.069(2) 0.0483(18) 0.0256(16) 0.0394(17) 0.0279(17) C11 0.0436(17) 0.057(2) 0.0331(16) 0.0006(13) 0.0154(14) 0.0022(14) C12 0.054(2) 0.141(4) 0.051(2) 0.004(2) 0.0209(18) -0.017(2) C13 0.060(2) 0.110(3) 0.055(2) 0.002(2) 0.0373(18) -0.004(2) _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_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O5 2.0510(19) . ? Co1 O4 2.0676(18) 4_576 ? Co1 N1 2.089(2) . ? Co1 O1 2.1242(19) . ? Co1 O3 2.2391(17) 4_576 ? Co1 O2 2.2492(19) . ? Co1 C4 2.474(2) 4_576 ? Co1 C1 2.503(3) . ? O1 C1 1.253(3) . ? O2 C1 1.242(3) . ? O3 C4 1.250(3) . ? O3 Co1 2.2391(17) 4_575 ? O4 C4 1.255(3) . ? O4 Co1 2.0676(18) 4_575 ? O5 C11 1.253(3) . ? N1 C10 1.333(3) . ? N1 C6 1.334(3) . ? N2 C11 1.302(4) . ? N2 C12 1.446(4) . ? N2 C13 1.461(4) . ? C1 C2 1.517(4) . ? C2 C5 1.380(3) 3_666 ? C2 C3 1.402(3) . ? C3 C5 1.390(3) . ? C3 C4 1.502(3) . ? C4 Co1 2.474(2) 4_575 ? C5 C2 1.380(3) 3_666 ? C5 H5 0.9300 . ? C6 C7 1.370(4) . ? C6 H6 0.9300 . ? C7 C8 1.375(4) . ? C7 H7 0.9300 . ? C8 C9 1.386(4) . ? C8 C8 1.481(5) 3_575 ? C9 C10 1.374(4) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? 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 _geom_angle_publ_flag O5 Co1 O4 100.46(8) . 4_576 ? O5 Co1 N1 94.80(8) . . ? O4 Co1 N1 101.65(8) 4_576 . ? O5 Co1 O1 93.18(8) . . ? O4 Co1 O1 159.88(8) 4_576 . ? N1 Co1 O1 91.78(8) . . ? O5 Co1 O3 91.07(7) . 4_576 ? O4 Co1 O3 60.69(7) 4_576 4_576 ? N1 Co1 O3 162.19(8) . 4_576 ? O1 Co1 O3 104.69(7) . 4_576 ? O5 Co1 O2 150.15(8) . . ? O4 Co1 O2 103.33(8) 4_576 . ? N1 Co1 O2 97.77(8) . . ? O1 Co1 O2 59.57(7) . . ? O3 Co1 O2 85.13(7) 4_576 . ? O5 Co1 C4 96.77(8) . 4_576 ? O4 Co1 C4 30.44(8) 4_576 4_576 ? N1 Co1 C4 132.05(9) . 4_576 ? O1 Co1 C4 133.57(8) . 4_576 ? O3 Co1 C4 30.25(8) 4_576 4_576 ? O2 Co1 C4 94.69(8) . 4_576 ? O5 Co1 C1 121.65(9) . . ? O4 Co1 C1 131.57(9) 4_576 . ? N1 Co1 C1 97.77(8) . . ? O1 Co1 C1 30.02(8) . . ? O3 Co1 C1 93.39(7) 4_576 . ? O2 Co1 C1 29.70(7) . . ? C4 Co1 C1 114.59(9) 4_576 . ? C1 O1 Co1 91.95(16) . . ? C1 O2 Co1 86.52(16) . . ? C4 O3 Co1 85.32(14) . 4_575 ? C4 O4 Co1 92.98(16) . 4_575 ? C11 O5 Co1 126.14(19) . . ? C10 N1 C6 115.8(2) . . ? C10 N1 Co1 122.89(17) . . ? C6 N1 Co1 121.08(18) . . ? C11 N2 C12 121.3(3) . . ? C11 N2 C13 120.8(2) . . ? C12 N2 C13 117.9(3) . . ? O2 C1 O1 121.3(2) . . ? O2 C1 C2 121.4(2) . . ? O1 C1 C2 116.8(2) . . ? O2 C1 Co1 63.78(14) . . ? O1 C1 Co1 58.03(13) . . ? C2 C1 Co1 165.11(17) . . ? C5 C2 C3 118.6(2) 3_666 . ? C5 C2 C1 117.6(2) 3_666 . ? C3 C2 C1 123.4(2) . . ? C5 C3 C2 119.1(2) . . ? C5 C3 C4 119.4(2) . . ? C2 C3 C4 121.4(2) . . ? O3 C4 O4 121.0(2) . . ? O3 C4 C3 120.2(2) . . ? O4 C4 C3 118.8(2) . . ? O3 C4 Co1 64.43(13) . 4_575 ? O4 C4 Co1 56.58(12) . 4_575 ? C3 C4 Co1 175.21(19) . 4_575 ? C2 C5 C3 122.3(2) 3_666 . ? C2 C5 H5 118.9 3_666 . ? C3 C5 H5 118.9 . . ? N1 C6 C7 123.4(3) . . ? N1 C6 H6 118.3 . . ? C7 C6 H6 118.3 . . ? C6 C7 C8 121.2(3) . . ? C6 C7 H7 119.4 . . ? C8 C7 H7 119.4 . . ? C7 C8 C9 115.3(2) . . ? C7 C8 C8 122.1(3) . 3_575 ? C9 C8 C8 122.6(3) . 3_575 ? C10 C9 C8 120.3(3) . . ? C10 C9 H9 119.8 . . ? C8 C9 H9 119.8 . . ? N1 C10 C9 123.9(3) . . ? N1 C10 H10 118.1 . . ? C9 C10 H10 118.1 . . ? O5 C11 N2 124.2(3) . . ? O5 C11 H11 117.9 . . ? N2 C11 H11 117.9 . . ? N2 C12 H12A 109.5 . . ? N2 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N2 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N2 C13 H13A 109.5 . . ? N2 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? N2 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.342 _refine_diff_density_min -0.406 _refine_diff_density_rms 0.062