# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # 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_ibe19 _audit_creation_date 2013-08-14 _audit_creation_method ; Olex2 1.1-beta (compiled 2011.11.01 svn.r2039, GUI svn.r3906) ; _chemical_name_common HHU-1 _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C18 H18 Co4 N6 O7' _chemical_formula_sum 'C18 H18 Co4 N6 O7' _chemical_formula_weight 666.11 _chemical_absolute_configuration ad _chemical_melting_point ? _chemical_oxdiff_formula 'Co4 C18 H18 N6 O7 Cl8 (C O H4)8' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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' Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system cubic _space_group_IT_number 216 _symmetry_space_group_name_H-M 'F -4 3 m' _symmetry_space_group_name_Hall 'F -4 2 3' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 'y, -x, -z' 3 '-x, -y, z' 4 '-y, x, -z' 5 '-x, z, -y' 6 'x, -y, -z' 7 '-x, -z, y' 8 '-z, -y, x' 9 '-x, y, -z' 10 'z, -y, -x' 11 'z, x, y' 12 'y, z, x' 13 '-y, -z, x' 14 'z, -x, -y' 15 '-y, z, -x' 16 '-z, -x, y' 17 '-z, x, -y' 18 'y, -z, -x' 19 '-y, -x, z' 20 'y, x, z' 21 'x, -z, -y' 22 'x, z, y' 23 '-z, y, -x' 24 'z, y, x' 25 'x, y+1/2, z+1/2' 26 'y, -x+1/2, -z+1/2' 27 '-x, -y+1/2, z+1/2' 28 '-y, x+1/2, -z+1/2' 29 '-x, z+1/2, -y+1/2' 30 'x, -y+1/2, -z+1/2' 31 '-x, -z+1/2, y+1/2' 32 '-z, -y+1/2, x+1/2' 33 '-x, y+1/2, -z+1/2' 34 'z, -y+1/2, -x+1/2' 35 'z, x+1/2, y+1/2' 36 'y, z+1/2, x+1/2' 37 '-y, -z+1/2, x+1/2' 38 'z, -x+1/2, -y+1/2' 39 '-y, z+1/2, -x+1/2' 40 '-z, -x+1/2, y+1/2' 41 '-z, x+1/2, -y+1/2' 42 'y, -z+1/2, -x+1/2' 43 '-y, -x+1/2, z+1/2' 44 'y, x+1/2, z+1/2' 45 'x, -z+1/2, -y+1/2' 46 'x, z+1/2, y+1/2' 47 '-z, y+1/2, -x+1/2' 48 'z, y+1/2, x+1/2' 49 'x+1/2, y, z+1/2' 50 'y+1/2, -x, -z+1/2' 51 '-x+1/2, -y, z+1/2' 52 '-y+1/2, x, -z+1/2' 53 '-x+1/2, z, -y+1/2' 54 'x+1/2, -y, -z+1/2' 55 '-x+1/2, -z, y+1/2' 56 '-z+1/2, -y, x+1/2' 57 '-x+1/2, y, -z+1/2' 58 'z+1/2, -y, -x+1/2' 59 'z+1/2, x, y+1/2' 60 'y+1/2, z, x+1/2' 61 '-y+1/2, -z, x+1/2' 62 'z+1/2, -x, -y+1/2' 63 '-y+1/2, z, -x+1/2' 64 '-z+1/2, -x, y+1/2' 65 '-z+1/2, x, -y+1/2' 66 'y+1/2, -z, -x+1/2' 67 '-y+1/2, -x, z+1/2' 68 'y+1/2, x, z+1/2' 69 'x+1/2, -z, -y+1/2' 70 'x+1/2, z, y+1/2' 71 '-z+1/2, y, -x+1/2' 72 'z+1/2, y, x+1/2' 73 'x+1/2, y+1/2, z' 74 'y+1/2, -x+1/2, -z' 75 '-x+1/2, -y+1/2, z' 76 '-y+1/2, x+1/2, -z' 77 '-x+1/2, z+1/2, -y' 78 'x+1/2, -y+1/2, -z' 79 '-x+1/2, -z+1/2, y' 80 '-z+1/2, -y+1/2, x' 81 '-x+1/2, y+1/2, -z' 82 'z+1/2, -y+1/2, -x' 83 'z+1/2, x+1/2, y' 84 'y+1/2, z+1/2, x' 85 '-y+1/2, -z+1/2, x' 86 'z+1/2, -x+1/2, -y' 87 '-y+1/2, z+1/2, -x' 88 '-z+1/2, -x+1/2, y' 89 '-z+1/2, x+1/2, -y' 90 'y+1/2, -z+1/2, -x' 91 '-y+1/2, -x+1/2, z' 92 'y+1/2, x+1/2, z' 93 'x+1/2, -z+1/2, -y' 94 'x+1/2, z+1/2, y' 95 '-z+1/2, y+1/2, -x' 96 'z+1/2, y+1/2, x' _cell_length_a 20.1090(7) _cell_length_b 20.1090(7) _cell_length_c 20.1090(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8131.5(5) _cell_formula_units_Z 8 _cell_measurement_reflns_used 526 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 66.2526 _cell_measurement_theta_min 4.3938 _exptl_absorpt_coefficient_mu 12.829 _exptl_absorpt_correction_T_max 0.307 _exptl_absorpt_correction_T_min 0.196 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.2 (release 08-11-2011 CrysAlis171 .NET) (compiled Nov 15 2011,12:54:45) Numerical absorption correction based on gaussian integration over a multifaceted crystal model ; _exptl_crystal_colour 'blue violet' _exptl_crystal_density_diffrn 1.088 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description cube _exptl_crystal_F_000 2656 _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.11 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0354 _diffrn_reflns_av_unetI/netI 0.0378 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_number 1559 _diffrn_reflns_theta_full 66.36 _diffrn_reflns_theta_max 66.36 _diffrn_reflns_theta_min 4.40 _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean 5.1734 _diffrn_measured_fraction_theta_full 0.990 _diffrn_measured_fraction_theta_max 0.990 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -91.00 -48.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - -38.5000 133.0000 25.0000 43 #__ type_ start__ end____ width___ exp.time_ 2 omega 44.00 71.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 106.4053 -30.0000 120.0000 27 #__ type_ start__ end____ width___ exp.time_ 3 omega 33.00 89.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 106.4053 -30.0000 0.0000 56 ; _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.0115050000 _diffrn_orient_matrix_UB_12 0.0023011000 _diffrn_orient_matrix_UB_13 0.0757680000 _diffrn_orient_matrix_UB_21 0.0753513000 _diffrn_orient_matrix_UB_22 -0.0074872000 _diffrn_orient_matrix_UB_23 0.0116468000 _diffrn_orient_matrix_UB_31 0.0075854000 _diffrn_orient_matrix_UB_32 0.0761674000 _diffrn_orient_matrix_UB_33 -0.0009108000 _diffrn_radiation_monochromator mirror _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5418 _diffrn_source 'SuperNova (Cu) X-ray Source' _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 503 _reflns_number_total 641 _reflns_odcompleteness_completeness 99.04 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.49 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.2 (release 08-11-2011 CrysAlis171 .NET) (compiled Nov 15 2011,12:54:45) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.2 (release 08-11-2011 CrysAlis171 .NET) (compiled Nov 15 2011,12:54:45) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.2 (release 08-11-2011 CrysAlis171 .NET) (compiled Nov 15 2011,12:54:45) ; _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 ; SHELXL, G.M. Sheldrick, Acta Cryst. 2008). A64, 112-122 ; _computing_structure_solution ; SHELXS, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _refine_diff_density_max 1.341 _refine_diff_density_min -0.668 _refine_diff_density_rms 0.126 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.42(7) _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.157 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 54 _refine_ls_number_reflns 641 _refine_ls_number_restraints 71 _refine_ls_R_factor_all 0.0814 _refine_ls_R_factor_gt 0.0723 _refine_ls_restrained_S_all 1.181 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1476P)^2^+5.2065P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2078 _refine_ls_wR_factor_ref 0.2203 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 0.250 0.250 0.750 653 152 ' ' 2 0.250 0.750 0.250 653 152 ' ' 3 0.250 0.250 0.250 122 63 ' ' 4 0.250 0.750 0.750 122 63 ' ' 5 0.750 0.250 0.250 653 152 ' ' 6 0.750 0.750 0.750 653 152 ' ' 7 0.750 0.250 0.750 122 63 ' ' 8 0.750 0.750 0.250 122 63 ' ' _platon_squeeze_details ; The unit cell contains solvent molecules which have been treated as a diffuse contribution to the overall scattering without specific atom positions by SQUEEZE/PLATON. ; 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 0.05674(9) 0.55674(9) 0.55674(9) 0.0389(9) Uani 1 6 d SDU . . Co2 Co 0.05511(8) 0.55511(8) 0.94489(8) 0.0345(8) Uani 1 6 d SDU . . O1 O 0.0000 0.5000 0.5000 0.050(3) Uani 1 24 d SU . . O2 O 0.0000 0.5000 1.0000 0.043(4) Uani 1 24 d SU . . O3 O 0.0378(5) 0.5378(5) 0.8535(6) 0.060(3) Uani 0.25 1 d PDU A 1 N4 N 0.02292(18) 0.52292(18) 0.6458(7) 0.059(3) Uani 0.50 2 d SPDU . 1 C1 C 0.0000 0.5000 0.7454(8) 0.072(4) Uani 1 4 d SDU . . C2 C 0.0000 0.5000 0.8193(9) 0.062(4) Uani 0.50 4 d SPDU . 1 C4 C 0.0389(5) 0.5389(5) 0.7068(6) 0.065(3) Uani 0.50 2 d SPDU . 1 C5 C 0.1090(9) 0.5558(18) 0.7261(13) 0.061(5) Uani 0.25 1 d PDU . 1 H5A H 0.1286 0.5783 0.6888 0.092 Uiso 0.25 1 d PR . 1 H5B H 0.1358 0.5182 0.7378 0.092 Uiso 0.25 1 d PR . 1 H5C H 0.1063 0.5894 0.7631 0.092 Uiso 0.25 1 d PR . 1 O4 O 0.0426(5) 0.5426(5) 0.6498(6) 0.059(3) Uani 0.50 2 d SPD . 2 N3 N 0.0200(7) 0.5200(7) 0.8568(6) 0.060(3) Uani 0.50 2 d SPD . 2 C7 C 0.0000 0.5000 0.6719(10) 0.062(4) Uani 0.50 4 d SPD . 2 C6 C 0.0941(9) 0.5941(9) 0.7784(11) 0.061(5) Uani 0.50 2 d SP . 2 H6A H 0.0743 0.6241 0.7438 0.092 Uiso 0.25 1 d PR . 2 H6B H 0.1387 0.5862 0.7659 0.092 Uiso 0.25 1 d PR . 2 H6C H 0.0949 0.6228 0.8190 0.092 Uiso 0.25 1 d PR . 2 C3 C 0.0336(7) 0.5336(7) 0.7942(7) 0.065(3) Uani 0.50 2 d SPD . 2 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 0.0389(9) 0.0389(9) 0.0389(9) 0.0052(10) 0.0052(10) 0.0052(10) Co2 0.0345(8) 0.0345(8) 0.0345(8) 0.0002(8) 0.0002(8) -0.0002(8) O1 0.050(3) 0.050(3) 0.050(3) 0.000 0.000 0.000 O2 0.043(4) 0.043(4) 0.043(4) 0.000 0.000 0.000 O3 0.068(4) 0.068(4) 0.043(3) 0.000(2) 0.000(2) -0.021(4) N4 0.065(4) 0.065(4) 0.047(3) 0.006(2) 0.006(2) -0.017(4) C1 0.087(5) 0.087(5) 0.041(3) 0.000 0.000 -0.033(7) C2 0.080(6) 0.080(6) 0.027(3) 0.000 0.000 -0.024(8) C4 0.076(4) 0.076(4) 0.041(2) 0.011(3) 0.011(3) -0.016(6) C5 0.076(9) 0.079(14) 0.028(5) -0.004(9) 0.012(6) -0.018(10) O4 0.065(4) 0.065(4) 0.047(3) 0.006(2) 0.006(2) -0.017(4) N3 0.068(4) 0.068(4) 0.043(3) 0.000(2) 0.000(2) -0.021(4) C7 0.080(6) 0.080(6) 0.027(3) 0.000 0.000 -0.024(8) C6 0.076(9) 0.079(14) 0.028(5) -0.004(9) 0.012(6) -0.018(10) C3 0.076(4) 0.076(4) 0.041(2) 0.011(3) 0.011(3) -0.016(6) _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 O4 1.914(12) . ? Co1 O4 1.914(12) 60_455 ? Co1 O4 1.914(12) 83_455 ? Co1 O1 1.976(3) . ? Co1 N4 2.032(13) . ? Co1 N4 2.032(13) 60_455 ? Co1 N4 2.032(13) 83_455 ? Co2 O3 1.902(12) . ? Co2 O3 1.902(12) 41_656 ? Co2 O3 1.902(12) 90_466 ? Co2 O2 1.919(3) . ? Co2 N3 2.034(13) . ? Co2 N3 2.034(13) 90_466 ? Co2 N3 2.034(13) 41_656 ? O1 Co1 1.976(3) 76_556 ? O1 Co1 1.976(3) 74_456 ? O1 Co1 1.976(3) 3_565 ? O2 Co2 1.919(3) 3_565 ? O2 Co2 1.919(3) 76_557 ? O2 Co2 1.919(3) 74_457 ? O3 C2 1.277(13) . ? N4 N4 1.304(10) 3_565 ? N4 C4 1.309(9) . ? C1 C4 1.352(9) . ? C1 C4 1.352(9) 3_565 ? C1 C3 1.370(12) 3_565 ? C1 C3 1.370(12) . ? C1 C7 1.478(13) . ? C1 C2 1.484(9) . ? C2 O3 1.277(13) 3_565 ? C4 C5 1.500(10) 92_455 ? C4 C5 1.500(10) . ? C5 C5 1.51(6) 92_455 ? O4 C7 1.290(12) . ? N3 N3 1.14(4) 3_565 ? N3 C3 1.316(13) . ? C7 O4 1.290(12) 3_565 ? C6 C3 1.75(3) . ? C3 C3 1.91(4) 3_565 ? 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 O4 Co1 O4 105.6(5) . 60_455 ? O4 Co1 O4 105.6(5) . 83_455 ? O4 Co1 O4 105.6(5) 60_455 83_455 ? O4 Co1 O1 113.1(5) . . ? O4 Co1 O1 113.1(5) 60_455 . ? O4 Co1 O1 113.1(5) 83_455 . ? O4 Co1 N4 16.1(5) . . ? O4 Co1 N4 114.1(2) 60_455 . ? O4 Co1 N4 114.1(2) 83_455 . ? O1 Co1 N4 97.0(3) . . ? O4 Co1 N4 114.1(2) . 60_455 ? O4 Co1 N4 16.1(5) 60_455 60_455 ? O4 Co1 N4 114.1(2) 83_455 60_455 ? O1 Co1 N4 97.0(3) . 60_455 ? N4 Co1 N4 118.53(11) . 60_455 ? O4 Co1 N4 114.1(2) . 83_455 ? O4 Co1 N4 114.1(2) 60_455 83_455 ? O4 Co1 N4 16.1(5) 83_455 83_455 ? O1 Co1 N4 97.0(3) . 83_455 ? N4 Co1 N4 118.53(11) . 83_455 ? N4 Co1 N4 118.53(11) 60_455 83_455 ? O3 Co2 O3 108.6(5) . 41_656 ? O3 Co2 O3 108.6(5) . 90_466 ? O3 Co2 O3 108.6(5) 41_656 90_466 ? O3 Co2 O2 110.3(5) . . ? O3 Co2 O2 110.3(5) 41_656 . ? O3 Co2 O2 110.3(5) 90_466 . ? O3 Co2 N3 14.4(7) . . ? O3 Co2 N3 115.5(3) 41_656 . ? O3 Co2 N3 115.5(3) 90_466 . ? O2 Co2 N3 95.9(6) . . ? O3 Co2 N3 115.5(3) . 90_466 ? O3 Co2 N3 115.5(3) 41_656 90_466 ? O3 Co2 N3 14.4(7) 90_466 90_466 ? O2 Co2 N3 95.9(6) . 90_466 ? N3 Co2 N3 119.0(2) . 90_466 ? O3 Co2 N3 115.5(3) . 41_656 ? O3 Co2 N3 14.4(7) 41_656 41_656 ? O3 Co2 N3 115.5(3) 90_466 41_656 ? O2 Co2 N3 95.9(6) . 41_656 ? N3 Co2 N3 119.0(2) . 41_656 ? N3 Co2 N3 119.0(2) 90_466 41_656 ? Co1 O1 Co1 109.471(1) . 76_556 ? Co1 O1 Co1 109.471(1) . 74_456 ? Co1 O1 Co1 109.5 76_556 74_456 ? Co1 O1 Co1 109.5 . 3_565 ? Co1 O1 Co1 109.471(1) 76_556 3_565 ? Co1 O1 Co1 109.5 74_456 3_565 ? Co2 O2 Co2 109.5 3_565 76_557 ? Co2 O2 Co2 109.5 3_565 74_457 ? Co2 O2 Co2 109.471(1) 76_557 74_457 ? Co2 O2 Co2 109.471(1) 3_565 . ? Co2 O2 Co2 109.471(1) 76_557 . ? Co2 O2 Co2 109.471(1) 74_457 . ? C2 O3 Co2 137.6(14) . . ? N4 N4 C4 110.3(7) 3_565 . ? N4 N4 Co1 118.2(3) 3_565 . ? C4 N4 Co1 131.4(7) . . ? C4 C1 C4 109.9(17) . 3_565 ? C4 C1 C3 169.3(15) . 3_565 ? C4 C1 C3 80.8(9) 3_565 3_565 ? C4 C1 C3 80.8(9) . . ? C4 C1 C3 169.3(15) 3_565 . ? C3 C1 C3 88.6(18) 3_565 . ? C4 C1 C7 54.9(9) . . ? C4 C1 C7 54.9(9) 3_565 . ? C3 C1 C7 135.7(9) 3_565 . ? C3 C1 C7 135.7(9) . . ? C4 C1 C2 125.1(9) . . ? C4 C1 C2 125.1(9) 3_565 . ? C3 C1 C2 44.3(9) 3_565 . ? C3 C1 C2 44.3(9) . . ? C7 C1 C2 180.000(9) . . ? O3 C2 O3 115(2) 3_565 . ? O3 C2 C1 122.6(10) 3_565 . ? O3 C2 C1 122.6(10) . . ? N4 C4 C1 104.7(14) . . ? N4 C4 C5 121.9(12) . 92_455 ? C1 C4 C5 121.8(15) . 92_455 ? N4 C4 C5 121.9(12) . . ? C1 C4 C5 121.8(15) . . ? C5 C4 C5 60(3) 92_455 . ? C4 C5 C5 59.8(14) . 92_455 ? C7 O4 Co1 122.3(15) . . ? N3 N3 C3 107.1(11) 3_565 . ? N3 N3 Co2 119.4(6) 3_565 . ? C3 N3 Co2 133.5(15) . . ? O4 C7 O4 140(2) 3_565 . ? O4 C7 C1 110.1(11) 3_565 . ? O4 C7 C1 110.1(11) . . ? N3 C3 C1 118.6(17) . . ? N3 C3 C6 117.6(16) . . ? C1 C3 C6 123.8(13) . . ? N3 C3 C3 72.9(11) . 3_565 ? C1 C3 C3 45.7(9) . 3_565 ? C6 C3 C3 169.5(9) . 3_565 ? loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z 0 13 0 0.0610 -0.0038 13.0173 -0.0179 0.0286 -0.0980 0.9915 0 -13 0 0.0610 0.0038 -13.0173 0.0179 -0.0286 0.0980 -0.9915 -13 1 2 0.0570 -13.0157 0.9666 1.9756 0.3017 -0.9650 -0.0269 13 -1 -2 0.0530 13.0157 -0.9666 -1.9756 -0.3017 0.9650 0.0269 -9 7 -5 0.0521 -8.9968 6.9909 -5.0299 -0.2615 -0.7888 0.4688 2 0 13 0.0544 1.9692 -0.0063 13.0125 0.9633 0.3000 0.0026 -2 0 -13 0.0567 -1.9692 0.0063 -13.0125 -0.9633 -0.3000 -0.0026 5 -2 -12 0.0661 5.0345 -1.9795 -11.9959 -0.9714 0.2545 -0.1017 12 0 5 0.0559 11.9972 0.0260 5.0259 0.2428 0.9623 0.0884 -13 0 -4 0.0693 -13.0004 -0.0294 -4.0271 -0.1556 -1.0263 -0.0972 _database_code_depnum_ccdc_archive 'CCDC 937761' ####################################################################### # # 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_ibe17 _audit_creation_date 2013-08-14 _audit_creation_method ; Olex2 1.1-beta (compiled 2011.11.01 svn.r2039, GUI svn.r3906) ; _chemical_name_common HHU-2 _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C18 H18 N6 O7 Zn4' _chemical_formula_sum 'C18 H18 N6 O7 Zn4' _chemical_formula_weight 691.87 _chemical_absolute_configuration unk _chemical_melting_point ? _chemical_oxdiff_formula 'Zn N O3 C4 H10' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting cubic _space_group_IT_number 216 _symmetry_space_group_name_H-M 'F -4 3 m' _symmetry_space_group_name_Hall 'F -4 2 3' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 'y, -x, -z' 3 '-x, -y, z' 4 '-y, x, -z' 5 '-x, z, -y' 6 'x, -y, -z' 7 '-x, -z, y' 8 '-z, -y, x' 9 '-x, y, -z' 10 'z, -y, -x' 11 'z, x, y' 12 'y, z, x' 13 '-y, -z, x' 14 'z, -x, -y' 15 '-y, z, -x' 16 '-z, -x, y' 17 '-z, x, -y' 18 'y, -z, -x' 19 '-y, -x, z' 20 'y, x, z' 21 'x, -z, -y' 22 'x, z, y' 23 '-z, y, -x' 24 'z, y, x' 25 'x, y+1/2, z+1/2' 26 'y, -x+1/2, -z+1/2' 27 '-x, -y+1/2, z+1/2' 28 '-y, x+1/2, -z+1/2' 29 '-x, z+1/2, -y+1/2' 30 'x, -y+1/2, -z+1/2' 31 '-x, -z+1/2, y+1/2' 32 '-z, -y+1/2, x+1/2' 33 '-x, y+1/2, -z+1/2' 34 'z, -y+1/2, -x+1/2' 35 'z, x+1/2, y+1/2' 36 'y, z+1/2, x+1/2' 37 '-y, -z+1/2, x+1/2' 38 'z, -x+1/2, -y+1/2' 39 '-y, z+1/2, -x+1/2' 40 '-z, -x+1/2, y+1/2' 41 '-z, x+1/2, -y+1/2' 42 'y, -z+1/2, -x+1/2' 43 '-y, -x+1/2, z+1/2' 44 'y, x+1/2, z+1/2' 45 'x, -z+1/2, -y+1/2' 46 'x, z+1/2, y+1/2' 47 '-z, y+1/2, -x+1/2' 48 'z, y+1/2, x+1/2' 49 'x+1/2, y, z+1/2' 50 'y+1/2, -x, -z+1/2' 51 '-x+1/2, -y, z+1/2' 52 '-y+1/2, x, -z+1/2' 53 '-x+1/2, z, -y+1/2' 54 'x+1/2, -y, -z+1/2' 55 '-x+1/2, -z, y+1/2' 56 '-z+1/2, -y, x+1/2' 57 '-x+1/2, y, -z+1/2' 58 'z+1/2, -y, -x+1/2' 59 'z+1/2, x, y+1/2' 60 'y+1/2, z, x+1/2' 61 '-y+1/2, -z, x+1/2' 62 'z+1/2, -x, -y+1/2' 63 '-y+1/2, z, -x+1/2' 64 '-z+1/2, -x, y+1/2' 65 '-z+1/2, x, -y+1/2' 66 'y+1/2, -z, -x+1/2' 67 '-y+1/2, -x, z+1/2' 68 'y+1/2, x, z+1/2' 69 'x+1/2, -z, -y+1/2' 70 'x+1/2, z, y+1/2' 71 '-z+1/2, y, -x+1/2' 72 'z+1/2, y, x+1/2' 73 'x+1/2, y+1/2, z' 74 'y+1/2, -x+1/2, -z' 75 '-x+1/2, -y+1/2, z' 76 '-y+1/2, x+1/2, -z' 77 '-x+1/2, z+1/2, -y' 78 'x+1/2, -y+1/2, -z' 79 '-x+1/2, -z+1/2, y' 80 '-z+1/2, -y+1/2, x' 81 '-x+1/2, y+1/2, -z' 82 'z+1/2, -y+1/2, -x' 83 'z+1/2, x+1/2, y' 84 'y+1/2, z+1/2, x' 85 '-y+1/2, -z+1/2, x' 86 'z+1/2, -x+1/2, -y' 87 '-y+1/2, z+1/2, -x' 88 '-z+1/2, -x+1/2, y' 89 '-z+1/2, x+1/2, -y' 90 'y+1/2, -z+1/2, -x' 91 '-y+1/2, -x+1/2, z' 92 'y+1/2, x+1/2, z' 93 'x+1/2, -z+1/2, -y' 94 'x+1/2, z+1/2, y' 95 '-z+1/2, y+1/2, -x' 96 'z+1/2, y+1/2, x' _cell_length_a 20.071(3) _cell_length_b 20.071(3) _cell_length_c 20.071(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8085.4(18) _cell_formula_units_Z 8 _cell_measurement_reflns_used 292 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 66.1562 _cell_measurement_theta_min 4.4021 _exptl_absorpt_coefficient_mu 2.964 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.81620 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.2 (release 08-11-2011 CrysAlis171 .NET) (compiled Nov 15 2011,12:54:45) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'light yellow' _exptl_crystal_density_diffrn 1.137 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description cube _exptl_crystal_F_000 2752 _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.12 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0425 _diffrn_reflns_av_unetI/netI 0.0565 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 1275 _diffrn_reflns_theta_full 66.26 _diffrn_reflns_theta_max 66.26 _diffrn_reflns_theta_min 4.41 _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean 10.3468 _diffrn_measured_fraction_theta_full 0.993 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -15.00 33.00 2.0000 3.0000 omega____ theta____ kappa____ phi______ frames - -38.5000 29.0000 -91.0000 24 #__ type_ start__ end____ width___ exp.time_ 2 omega 99.00 161.00 2.0000 3.0000 omega____ theta____ kappa____ phi______ frames - 107.9837 45.0000 -90.0000 31 ; _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 0.0391913000 _diffrn_orient_matrix_UB_12 -0.0283095000 _diffrn_orient_matrix_UB_13 -0.0597863000 _diffrn_orient_matrix_UB_21 -0.0163473000 _diffrn_orient_matrix_UB_22 0.0629222000 _diffrn_orient_matrix_UB_23 -0.0405699000 _diffrn_orient_matrix_UB_31 0.0638944000 _diffrn_orient_matrix_UB_32 0.0334789000 _diffrn_orient_matrix_UB_33 0.0261769000 _diffrn_radiation_monochromator mirror _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5418 _diffrn_source 'SuperNova (Cu) X-ray Source' _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 451 _reflns_number_total 604 _reflns_odcompleteness_completeness 99.27 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.49 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.2 (release 08-11-2011 CrysAlis171 .NET) (compiled Nov 15 2011,12:54:45) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.2 (release 08-11-2011 CrysAlis171 .NET) (compiled Nov 15 2011,12:54:45) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.2 (release 08-11-2011 CrysAlis171 .NET) (compiled Nov 15 2011,12:54:45) ; _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 ; SHELXL, G.M. Sheldrick, Acta Cryst. 2008). A64, 112-122 ; _computing_structure_solution ; SHELXS, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _refine_diff_density_max 0.473 _refine_diff_density_min -0.495 _refine_diff_density_rms 0.078 _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 54 _refine_ls_number_reflns 604 _refine_ls_number_restraints 71 _refine_ls_R_factor_all 0.0491 _refine_ls_R_factor_gt 0.0376 _refine_ls_restrained_S_all 0.993 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0450P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0937 _refine_ls_wR_factor_ref 0.0998 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 -0.250 0.250 0.250 798 160 ' ' 2 0.250 0.250 0.750 798 160 ' ' 3 0.250 0.750 0.250 798 160 ' ' 4 -0.250 0.750 0.750 798 160 ' ' 5 0.250 0.250 0.250 124 43 ' ' 6 0.250 0.750 0.750 124 43 ' ' 7 0.750 0.250 0.750 124 43 ' ' 8 0.750 0.750 0.250 124 43 ' ' _platon_squeeze_details ; The unit cell contains solvent molecules which have been treated as a diffuse contribution to the overall scattering without specific atom positions by SQUEEZE/PLATON. ; 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 Zn1 Zn 0.05593(16) 0.55593(16) 0.55593(16) 0.0120(10) Uani 1 6 d SDU . . Zn2 Zn 0.05555(15) 0.55555(15) 0.94445(15) 0.0102(9) Uani 1 6 d SDU . . O1 O 0.0000 0.5000 0.5000 0.015(3) Uani 1 24 d SU . . O2 O 0.0000 0.5000 1.0000 0.013(3) Uani 1 24 d SU . . O3 O 0.0381(5) 0.5381(5) 0.8526(5) 0.022(3) Uani 0.50 2 d SPDU A 1 N4 N 0.02294(18) 0.52294(18) 0.6449(6) 0.021(2) Uani 0.50 2 d SPDU . 1 C1 C 0.0000 0.5000 0.7469(10) 0.0255(18) Uani 1 4 d SDU . . C2 C 0.0000 0.5000 0.8211(11) 0.020(2) Uani 0.50 4 d SPDU . 1 C4 C 0.0383(5) 0.5383(5) 0.7065(6) 0.0272(18) Uani 0.50 2 d SPDU . 1 C5 C 0.084(5) 0.595(4) 0.723(2) 0.029(6) Uani 0.25 1 d PDU . 1 H5A H 0.0952 0.6196 0.6838 0.044 Uiso 0.25 1 d PR . 1 H5B H 0.1245 0.5765 0.7419 0.044 Uiso 0.25 1 d PR . 1 H5C H 0.0635 0.6234 0.7551 0.044 Uiso 0.25 1 d PR . 1 O4 O 0.0408(5) 0.5408(5) 0.6487(5) 0.021(2) Uani 0.50 2 d SPD . 2 N3 N 0.0247(6) 0.5247(6) 0.8539(6) 0.022(3) Uani 0.50 2 d SPD . 2 C7 C 0.0000 0.5000 0.6729(11) 0.020(2) Uani 0.50 4 d SPD . 2 C6 C 0.083(3) 0.602(3) 0.776(3) 0.029(6) Uani 0.25 1 d P . 2 H6A H 0.0586 0.6345 0.7511 0.044 Uiso 0.25 1 d PR . 2 H6B H 0.1217 0.5885 0.7522 0.044 Uiso 0.25 1 d PR . 2 H6C H 0.0958 0.6209 0.8184 0.044 Uiso 0.25 1 d PR . 2 C3 C 0.0375(6) 0.5375(6) 0.7909(6) 0.0272(18) Uani 0.50 2 d SPD . 2 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 Zn1 0.0120(10) 0.0120(10) 0.0120(10) 0.0000(12) 0.0000(12) 0.0000(12) Zn2 0.0102(9) 0.0102(9) 0.0102(9) 0.0006(11) 0.0006(11) -0.0006(11) O1 0.015(3) 0.015(3) 0.015(3) 0.000 0.000 0.000 O2 0.013(3) 0.013(3) 0.013(3) 0.000 0.000 0.000 O3 0.026(4) 0.026(4) 0.013(2) 0.000(2) 0.000(2) -0.013(4) N4 0.024(3) 0.024(3) 0.013(2) 0.003(2) 0.003(2) -0.011(4) C1 0.034(3) 0.034(3) 0.009(2) 0.000 0.000 -0.008(3) C2 0.027(4) 0.027(4) 0.007(3) 0.000 0.000 -0.005(5) C4 0.034(3) 0.034(3) 0.015(2) 0.006(3) 0.006(3) -0.007(4) C5 0.043(12) 0.026(10) 0.020(4) -0.002(11) -0.005(12) -0.010(9) O4 0.024(3) 0.024(3) 0.013(2) 0.003(2) 0.003(2) -0.011(4) N3 0.026(4) 0.026(4) 0.013(2) 0.000(2) 0.000(2) -0.013(4) C7 0.027(4) 0.027(4) 0.007(3) 0.000 0.000 -0.005(5) C6 0.043(12) 0.026(10) 0.020(4) -0.002(11) -0.005(12) -0.010(9) C3 0.034(3) 0.034(3) 0.015(2) 0.006(3) 0.006(3) -0.007(4) _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 Zn1 O1 1.944(5) . ? Zn1 N4 2.017(10) . ? Zn1 N4 2.017(10) 60_455 ? Zn1 N4 2.017(10) 83_455 ? Zn1 O4 1.911(9) . ? Zn1 O4 1.911(9) 60_455 ? Zn1 O4 1.911(9) 83_455 ? Zn2 Zn2 3.154(9) 3_565 ? Zn2 Zn2 3.154(9) 76_557 ? Zn2 Zn2 3.154(9) 74_457 ? Zn2 O2 1.931(5) . ? Zn2 O3 1.908(9) . ? Zn2 O3 1.908(9) 41_656 ? Zn2 O3 1.908(9) 90_466 ? Zn2 N3 2.018(11) . ? Zn2 N3 2.018(11) 90_466 ? Zn2 N3 2.018(11) 41_656 ? O1 Zn1 1.944(5) 3_565 ? O1 Zn1 1.944(5) 74_456 ? O1 Zn1 1.944(5) 76_556 ? O2 Zn2 1.931(5) 74_457 ? O2 Zn2 1.931(5) 76_557 ? O2 Zn2 1.931(5) 3_565 ? O3 C2 1.254(10) . ? N4 N4 1.302(10) 3_565 ? N4 C4 1.310(8) . ? C1 C2 1.489(8) . ? C1 C4 1.356(7) 3_565 ? C1 C4 1.356(7) . ? C1 C7 1.485(11) . ? C1 C3 1.383(9) . ? C1 C3 1.383(9) 3_565 ? C2 O3 1.254(10) 3_565 ? C4 C5 1.500(10) 92_455 ? C4 C5 1.500(10) . ? C5 C5 0.3(2) 92_455 ? O4 C7 1.257(9) . ? N3 N3 1.40(4) 3_565 ? N3 C3 1.316(11) . ? C7 O4 1.257(9) 3_565 ? C6 C6 0.54(16) 92_455 ? C6 C3 1.61(3) . ? C3 C6 1.61(3) 92_455 ? 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 O1 Zn1 N4 97.6(3) . . ? O1 Zn1 N4 97.6(3) . 60_455 ? O1 Zn1 N4 97.6(3) . 83_455 ? N4 Zn1 N4 118.28(12) . 60_455 ? N4 Zn1 N4 118.28(12) . 83_455 ? N4 Zn1 N4 118.28(12) 60_455 83_455 ? O4 Zn1 O1 112.3(5) 83_455 . ? O4 Zn1 O1 112.3(5) 60_455 . ? O4 Zn1 O1 112.3(5) . . ? O4 Zn1 N4 114.1(2) . 83_455 ? O4 Zn1 N4 114.1(2) 60_455 83_455 ? O4 Zn1 N4 14.7(5) 83_455 83_455 ? O4 Zn1 N4 114.1(2) 83_455 60_455 ? O4 Zn1 N4 114.1(2) 83_455 . ? O4 Zn1 N4 114.1(2) 60_455 . ? O4 Zn1 N4 14.7(5) . . ? O4 Zn1 N4 14.7(5) 60_455 60_455 ? O4 Zn1 N4 114.1(2) . 60_455 ? O4 Zn1 O4 106.5(5) . 83_455 ? O4 Zn1 O4 106.5(5) 60_455 83_455 ? O4 Zn1 O4 106.5(5) . 60_455 ? Zn2 Zn2 Zn2 60.000(1) 3_565 76_557 ? Zn2 Zn2 Zn2 60.0 3_565 74_457 ? Zn2 Zn2 Zn2 60.0 76_557 74_457 ? O2 Zn2 Zn2 35.3 . 3_565 ? O2 Zn2 Zn2 35.3 . 76_557 ? O2 Zn2 Zn2 35.3 . 74_457 ? O2 Zn2 N3 99.6(5) . . ? O2 Zn2 N3 99.6(5) . 90_466 ? O2 Zn2 N3 99.6(5) . 41_656 ? O3 Zn2 Zn2 75.0(5) . 3_565 ? O3 Zn2 Zn2 123.6(4) 41_656 3_565 ? O3 Zn2 Zn2 123.6(4) 90_466 3_565 ? O3 Zn2 Zn2 75.0(5) 90_466 76_557 ? O3 Zn2 Zn2 123.6(4) . 74_457 ? O3 Zn2 Zn2 75.0(5) 41_656 74_457 ? O3 Zn2 Zn2 123.6(4) 90_466 74_457 ? O3 Zn2 Zn2 123.6(4) . 76_557 ? O3 Zn2 Zn2 123.6(4) 41_656 76_557 ? O3 Zn2 O2 110.3(5) . . ? O3 Zn2 O2 110.3(5) 41_656 . ? O3 Zn2 O2 110.3(5) 90_466 . ? O3 Zn2 O3 108.7(5) 41_656 . ? O3 Zn2 O3 108.7(5) 90_466 . ? O3 Zn2 O3 108.7(5) 90_466 41_656 ? O3 Zn2 N3 113.9(3) . 41_656 ? O3 Zn2 N3 10.7(8) 90_466 90_466 ? O3 Zn2 N3 10.7(8) . . ? O3 Zn2 N3 113.9(3) 41_656 . ? O3 Zn2 N3 113.9(3) 90_466 . ? O3 Zn2 N3 113.9(3) 41_656 90_466 ? O3 Zn2 N3 113.9(3) 90_466 41_656 ? O3 Zn2 N3 10.7(8) 41_656 41_656 ? O3 Zn2 N3 113.9(3) . 90_466 ? N3 Zn2 Zn2 114.8(5) . 74_457 ? N3 Zn2 Zn2 64.3(5) . 3_565 ? N3 Zn2 Zn2 114.8(4) 90_466 74_457 ? N3 Zn2 Zn2 64.3(5) 41_656 74_457 ? N3 Zn2 Zn2 114.8(4) 41_656 76_557 ? N3 Zn2 Zn2 64.3(5) 90_466 76_557 ? N3 Zn2 Zn2 114.8(5) . 76_557 ? N3 Zn2 Zn2 114.8(5) 41_656 3_565 ? N3 Zn2 Zn2 114.8(5) 90_466 3_565 ? N3 Zn2 N3 117.3(3) . 41_656 ? N3 Zn2 N3 117.3(3) . 90_466 ? N3 Zn2 N3 117.3(3) 90_466 41_656 ? Zn1 O1 Zn1 109.5 . 3_565 ? Zn1 O1 Zn1 109.5 76_556 3_565 ? Zn1 O1 Zn1 109.5 74_456 3_565 ? Zn1 O1 Zn1 109.471(1) . 76_556 ? Zn1 O1 Zn1 109.471(2) . 74_456 ? Zn1 O1 Zn1 109.471(1) 76_556 74_456 ? Zn2 O2 Zn2 109.471(1) 3_565 . ? Zn2 O2 Zn2 109.471(2) 76_557 . ? Zn2 O2 Zn2 109.471(2) 74_457 . ? Zn2 O2 Zn2 109.5 3_565 76_557 ? Zn2 O2 Zn2 109.471(1) 3_565 74_457 ? Zn2 O2 Zn2 109.5 76_557 74_457 ? C2 O3 Zn2 135.3(18) . . ? N4 N4 Zn1 117.7(3) 3_565 . ? N4 N4 C4 109.4(7) 3_565 . ? C4 N4 Zn1 132.9(7) . . ? C4 C1 C2 126.8(10) . . ? C4 C1 C2 126.8(10) 3_565 . ? C4 C1 C4 106.4(19) . 3_565 ? C4 C1 C7 53.2(10) . . ? C4 C1 C7 53.2(10) 3_565 . ? C4 C1 C3 76.4(6) 3_565 3_565 ? C4 C1 C3 177.1(19) . 3_565 ? C4 C1 C3 76.4(6) . . ? C4 C1 C3 177.1(18) 3_565 . ? C7 C1 C2 180.000(12) . . ? C3 C1 C2 50.4(10) 3_565 . ? C3 C1 C2 50.4(10) . . ? C3 C1 C7 129.6(10) 3_565 . ? C3 C1 C7 129.6(10) . . ? C3 C1 C3 100.7(19) 3_565 . ? O3 C2 O3 119(3) 3_565 . ? O3 C2 C1 120.3(13) . . ? O3 C2 C1 120.3(13) 3_565 . ? N4 C4 C1 107.4(16) . . ? N4 C4 C5 122(2) . . ? N4 C4 C5 122(2) . 92_455 ? C1 C4 C5 130(2) . 92_455 ? C1 C4 C5 130(2) . . ? C5 C5 C4 84(5) 92_455 . ? C7 O4 Zn1 125.7(17) . . ? N3 N3 Zn2 115.7(5) 3_565 . ? C3 N3 Zn2 138.2(14) . . ? C3 N3 N3 106.0(10) . 3_565 ? O4 C7 C1 112.7(13) . . ? O4 C7 C1 112.7(13) 3_565 . ? O4 C7 O4 135(3) 3_565 . ? C6 C6 C3 80(3) 92_455 . ? C1 C3 C6 129(2) . . ? C1 C3 C6 129(2) . 92_455 ? N3 C3 C1 113.6(17) . . ? N3 C3 C6 116(2) . . ? N3 C3 C6 116(2) . 92_455 ? _database_code_depnum_ccdc_archive 'CCDC 937762' ####################################################################### # # 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_p222p _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common HHU-3 _chemical_melting_point ? _chemical_formula_moiety 'C36 H20 Co4 N6 O7' _chemical_formula_sum 'C36 H20 Co4 N6 O7' _chemical_formula_weight 884.30 _chemical_absolute_configuration ad loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P222 _symmetry_space_group_name_Hall P22 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, -z' '-x, y, -z' '-x, -y, z' _cell_length_a 14.242(3) _cell_length_b 14.278(3) _cell_length_c 14.332(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2914.5(12) _cell_formula_units_Z 1 _cell_measurement_temperature 95(2) _cell_measurement_reflns_used 1779 _cell_measurement_theta_min 3.09 _cell_measurement_theta_max 40.08 _exptl_crystal_description cubic _exptl_crystal_colour blue _exptl_crystal_size_max 0.01 _exptl_crystal_size_mid 0.01 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.504 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 442 _exptl_absorpt_coefficient_mu 4.529 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4576 _exptl_absorpt_correction_T_max 0.7479 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; Several crystallization experiments were performed to obtain single crystals of suitable large size. However, numerous attempts to obtain large enough crystals failed. Several measurements were performed both at room and low temperature. Because of the small size of about 0.01 x 0.01 x 0.01 mm and high absorption of Co-atoms the crystals do not diffract over 2Theta of 75 degree. For this reason the 2Theta angle was decided to be limited by 80 degree for the given measurement, which causes Alerts level A: - value of sine(theta_max)/wavelength is less than 0.550 - and Maximum Shift/Error of 0.27 and Alert level B: - low theta full of 0.953. ; _diffrn_ambient_temperature 95(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'microfocus sealed tube' _diffrn_radiation_monochromator 'multilayer mirror' _diffrn_measurement_device_type 'Bruker Kappa APEX II CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 6548 _diffrn_reflns_av_R_equivalents 0.0890 _diffrn_reflns_av_sigmaI/netI 0.1350 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.09 _diffrn_reflns_theta_max 40.08 _reflns_number_total 1690 _reflns_number_gt 984 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2006)' _computing_cell_refinement 'SAINT (Bruker, 2006)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008), PLATON (Spek, 2009)' _computing_molecular_graphics 'DIAMOND (Crystal Impact, 2009)' _computing_publication_material ? _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. ; 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 -0.008 -0.006 0.398 2107 749 ' ' _platon_squeeze_details ; The unit cell contains solvent molecules which have been treated as a diffuse contribution to the overall scattering without specific atom positions by SQUEEZE/PLATON. ; _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^)+(0.0914P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens none _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.459(6) _refine_ls_number_reflns 1690 _refine_ls_number_parameters 130 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1120 _refine_ls_R_factor_gt 0.0691 _refine_ls_wR_factor_ref 0.1574 _refine_ls_wR_factor_gt 0.1453 _refine_ls_goodness_of_fit_ref 0.923 _refine_ls_restrained_S_all 0.923 _refine_ls_shift/su_max 0.090 _refine_ls_shift/su_mean 0.017 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 Co Co 0.42301(4) 0.92360(3) 0.92394(5) 0.0921(2) Uani 1 1 d . . . O4 O 0.5000 1.0000 1.0000 0.193(4) Uani 1 4 d S . . O1 O 0.2971(2) 0.9580(3) 0.9454(3) 0.111(2) Uani 0.50 1 d P . 1 C10 C 0.2310(7) 1.0000 1.0000 0.089(4) Uiso 0.50 2 d SP . 1 N1 N 0.2997(3) 0.9694(5) 0.9740(4) 0.114(4) Uani 0.50 1 d P . 2 C11 C 0.2254(4) 0.9486(4) 0.9584(5) 0.093(2) Uiso 0.50 1 d P . 2 C12 C 0.1858(5) 0.8856(5) 0.8850(6) 0.177(4) Uiso 0.50 1 d P . 2 H12A H 0.2058 0.9075 0.8233 0.266 Uiso 0.50 1 calc PR . 2 H12B H 0.1171 0.8863 0.8885 0.266 Uiso 0.50 1 calc PR . 2 H12C H 0.2087 0.8216 0.8950 0.266 Uiso 0.50 1 calc PR . 2 C13 C 0.1436(5) 1.0000 1.0000 0.171(3) Uiso 1 2 d S . . C14 C 0.1079(16) 0.9359(13) 1.0322(19) 0.519(14) Uiso 0.50 1 d P . . C15 C 0.0021(6) 0.9411(5) 1.0541(6) 0.163(4) Uiso 0.50 1 d P . . C16 C -0.0470(8) 1.0000 1.0000 0.161(6) Uiso 0.50 2 d SP . . O2 O 0.4430(3) 0.9409(3) 0.8032(3) 0.119(2) Uani 0.50 1 d P . 3 C20 C 0.5000 1.0000 0.7724(19) 0.306(10) Uiso 0.50 2 d SP . 3 N2 N 0.4874(3) 0.9575(3) 0.7829(4) 0.084(2) Uiso 0.50 1 d P . 4 C21 C 0.4500(5) 0.9491(5) 0.7112(6) 0.119(3) Uiso 0.50 1 d P . 4 C22 C 0.3832(8) 0.8803(8) 0.6698(9) 0.268(6) Uiso 0.50 1 d P A 4 H22A H 0.4175 0.8237 0.6515 0.402 Uiso 0.50 1 calc PR A 4 H22B H 0.3533 0.9079 0.6147 0.402 Uiso 0.50 1 calc PR A 4 H22C H 0.3351 0.8641 0.7159 0.402 Uiso 0.50 1 calc PR A 4 C23 C 0.5000 1.0000 0.6519(6) 0.172(4) Uani 1 2 d S . . C24 C 0.4615(6) 0.9576(6) 0.6003(8) 0.198(4) Uiso 0.50 1 d P . . H24 H 0.4168 0.9084 0.6044 0.237 Uiso 0.50 1 calc PR . . C25 C 0.4351(6) 0.9525(6) 0.4916(8) 0.206(5) Uiso 0.50 1 d P . . C26 C 0.5000 1.0000 0.4654(13) 0.209(7) Uiso 0.50 2 d SP . . O3 O 0.4447(3) 0.7902(2) 0.9369(4) 0.1028(18) Uani 0.50 1 d P . 5 C30 C 0.5000 0.7259(10) 1.0000 0.167(6) Uiso 0.50 2 d SP . 5 N3 N 0.4836(5) 0.7928(3) 0.9756(5) 0.107(2) Uiso 0.50 1 d P . 6 C31 C 0.4436(6) 0.7102(6) 0.9684(7) 0.178(4) Uiso 0.50 1 d P . 6 C32 C 0.3832(7) 0.6810(7) 0.8838(8) 0.238(5) Uiso 0.50 1 d P B 6 H32A H 0.4243 0.6644 0.8315 0.357 Uiso 0.50 1 calc PR B 6 H32B H 0.3426 0.7333 0.8656 0.357 Uiso 0.50 1 calc PR B 6 H32C H 0.3444 0.6269 0.9006 0.357 Uiso 0.50 1 calc PR B 6 C33 C 0.5000 0.6450(5) 1.0000 0.162(3) Uiso 1 2 d S . . C34 C 0.4476(5) 0.5927(5) 0.9488(6) 0.144(3) Uiso 0.50 1 d P . . C35 C 0.4434(5) 0.4854(5) 0.9457(6) 0.150(3) Uiso 0.50 1 d P . . C36 C 0.5000 0.4632(7) 1.0000 0.146(6) Uiso 0.50 2 d SP . . 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 Co 0.0936(3) 0.1003(3) 0.0825(4) -0.0093(5) -0.0053(5) -0.0092(4) O4 0.163(5) 0.145(5) 0.269(10) 0.000 0.000 0.000 O1 0.089(3) 0.136(3) 0.109(5) 0.070(3) 0.056(3) 0.034(3) N1 0.016(3) 0.265(9) 0.060(6) -0.020(5) -0.026(3) -0.013(4) O2 0.099(3) 0.181(4) 0.076(4) -0.022(4) -0.010(3) 0.060(3) C23 0.207(6) 0.091(4) 0.218(9) 0.000 0.000 -0.019(4) O3 0.115(3) 0.078(3) 0.116(4) -0.012(3) -0.064(3) -0.014(3) _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 Co O2 1.771(5) . ? Co O1 1.885(4) . ? Co O4 1.8923(6) . ? Co O3 1.939(3) . ? Co N1 2.006(4) . ? Co N3 2.187(5) . ? Co N2 2.271(6) . ? O4 Co 1.8923(6) 4_675 ? O4 Co 1.8923(6) 2_577 ? O4 Co 1.8923(6) 3_657 ? O1 C10 1.363(7) . ? C10 C13 1.245(11) . ? C10 O1 1.363(7) 2_577 ? C10 C14 2.03(2) . ? C10 C14 2.03(2) 2_577 ? N1 C11 1.122(7) . ? N1 N1 1.150(12) 2_577 ? N1 C11 1.853(8) 2_577 ? C11 C12 1.495(10) . ? C11 C13 1.500(8) . ? C11 N1 1.853(8) 2_577 ? C11 C11 1.892(13) 2_577 ? C11 C14 1.99(3) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.14(2) . ? C13 C14 1.14(2) 2_577 ? C13 C16 1.375(13) 3_557 ? C13 C11 1.500(8) 2_577 ? C14 C16 1.34(2) 3_557 ? C14 C15 1.54(2) . ? C14 C15 2.00(3) 3_557 ? C14 C14 2.05(4) 2_577 ? C15 C16 1.310(9) 3_557 ? C15 C16 1.341(9) . ? C15 C15 1.551(17) 3_557 ? C15 C15 1.683(14) 4_575 ? C15 C14 2.00(3) 3_557 ? C16 C15 1.310(9) 4_575 ? C16 C15 1.310(9) 3_557 ? C16 C14 1.34(2) 3_557 ? C16 C14 1.34(2) 4_575 ? C16 C16 1.34(2) 3_557 ? C16 C15 1.341(10) 2_577 ? C16 C13 1.375(12) 3_557 ? O2 C20 1.251(11) . ? C20 O2 1.251(10) 4_675 ? C20 C23 1.73(3) . ? N2 C21 1.165(10) . ? N2 N2 1.266(8) 4_675 ? N2 C21 1.906(9) 4_675 ? C21 C23 1.325(9) . ? C21 C22 1.490(13) . ? C21 N2 1.906(9) 4_675 ? C21 C21 2.035(13) 4_675 ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.101(11) . ? C23 C24 1.101(11) 4_675 ? C23 C21 1.325(9) 4_675 ? C23 C26 1.68(2) 2_576 ? C24 C26 1.247(17) 2_576 ? C24 C25 1.605(15) . ? C24 C24 1.633(17) 4_675 ? C24 C25 1.877(14) 2_576 ? C24 C25 1.977(14) 3_656 ? C24 H24 0.9500 . ? C25 C26 1.206(10) . ? C25 C26 1.302(12) 2_576 ? C25 C25 1.379(16) 2_576 ? C25 C25 1.864(16) 3_656 ? C25 C24 1.877(14) 2_576 ? C25 C24 1.977(14) 3_656 ? C26 C26 0.99(4) 2_576 ? C26 C25 1.206(10) 4_675 ? C26 C24 1.247(17) 2_576 ? C26 C24 1.247(17) 3_656 ? C26 C25 1.302(12) 3_656 ? C26 C25 1.302(12) 2_576 ? C26 C23 1.68(2) 2_576 ? O3 C30 1.510(9) . ? C30 C33 1.155(15) . ? C30 O3 1.510(9) 3_657 ? N3 N3 0.841(14) 3_657 ? N3 C31 1.314(10) . ? N3 C31 1.764(10) 3_657 ? C31 C33 1.311(10) . ? C31 C32 1.543(14) . ? C31 N3 1.764(10) 3_657 ? C31 C31 1.846(17) 3_657 ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 C34 1.285(9) . ? C33 C34 1.286(9) 3_657 ? C33 C31 1.311(10) 3_657 ? C33 C36 1.545(12) 2_567 ? C34 C36 1.316(10) 2_567 ? C34 C35 1.534(10) . ? C34 C35 1.879(12) 2_567 ? C34 C35 1.912(10) 4_665 ? C35 C36 1.164(8) . ? C35 C36 1.339(9) 2_567 ? C35 C35 1.610(17) 2_567 ? C35 C35 1.664(13) 4_665 ? C35 C34 1.879(12) 2_567 ? C35 C34 1.912(10) 4_665 ? C36 C36 1.05(2) 2_567 ? C36 C35 1.164(8) 3_657 ? C36 C34 1.316(10) 2_567 ? C36 C34 1.316(10) 4_665 ? C36 C35 1.339(9) 4_665 ? C36 C35 1.339(9) 2_567 ? C36 C33 1.545(12) 2_567 ? 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 Co O1 106.01(19) . . ? O2 Co O4 112.90(14) . . ? O1 Co O4 107.90(13) . . ? O2 Co O3 101.9(2) . . ? O1 Co O3 113.07(17) . . ? O4 Co O3 114.75(13) . . ? O2 Co N1 116.4(2) . . ? O1 Co N1 12.6(2) . . ? O4 Co N1 96.52(16) . . ? O3 Co N1 115.2(2) . . ? O2 Co N3 112.7(2) . . ? O1 Co N3 122.9(2) . . ? O4 Co N3 93.94(17) . . ? O3 Co N3 20.8(2) . . ? N1 Co N3 120.2(3) . . ? O2 Co N2 15.44(18) . . ? O1 Co N2 118.30(19) . . ? O4 Co N2 98.96(13) . . ? O3 Co N2 103.31(18) . . ? N1 Co N2 127.0(2) . . ? N3 Co N2 108.9(2) . . ? Co O4 Co 109.65(4) . 4_675 ? Co O4 Co 109.17(4) . 2_577 ? Co O4 Co 109.59(4) 4_675 2_577 ? Co O4 Co 109.59(3) . 3_657 ? Co O4 Co 109.17(4) 4_675 3_657 ? Co O4 Co 109.65(4) 2_577 3_657 ? C10 O1 Co 149.9(4) . . ? C13 C10 O1 133.7(3) . 2_577 ? C13 C10 O1 133.7(3) . . ? O1 C10 O1 92.7(7) 2_577 . ? O1 C10 C14 131.6(8) 2_577 . ? O1 C10 C14 121.9(7) . . ? O1 C10 C14 121.9(7) 2_577 2_577 ? O1 C10 C14 131.6(8) . 2_577 ? C14 C10 C14 60.7(12) . 2_577 ? C11 N1 N1 109.3(5) . 2_577 ? C11 N1 C11 74.5(6) . 2_577 ? C11 N1 Co 132.0(6) . . ? N1 N1 Co 118.67(18) 2_577 . ? C11 N1 Co 153.3(4) 2_577 . ? N1 C11 C12 130.9(7) . . ? N1 C11 C13 121.6(6) . . ? C12 C11 C13 106.4(5) . . ? C12 C11 N1 164.6(6) . 2_577 ? C13 C11 N1 85.8(4) . 2_577 ? N1 C11 C11 70.7(5) . 2_577 ? C12 C11 C11 155.7(4) . 2_577 ? C13 C11 C11 50.9(3) . 2_577 ? N1 C11 C14 135.4(10) . . ? C12 C11 C14 90.2(8) . . ? N1 C11 C14 105.1(8) 2_577 . ? C11 C11 C14 74.6(7) 2_577 . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 C14 127(2) . 2_577 ? C14 C13 C10 116.3(12) . . ? C14 C13 C10 116.3(12) 2_577 . ? C14 C13 C16 63.7(12) . 3_557 ? C14 C13 C16 63.7(12) 2_577 3_557 ? C10 C13 C16 180.000(4) . 3_557 ? C14 C13 C11 125.1(13) . 2_577 ? C14 C13 C11 96.5(12) 2_577 2_577 ? C16 C13 C11 140.9(3) 3_557 2_577 ? C14 C13 C11 96.5(12) . . ? C14 C13 C11 125.1(13) 2_577 . ? C16 C13 C11 140.9(3) 3_557 . ? C11 C13 C11 78.1(6) 2_577 . ? C13 C14 C16 66.6(12) . 3_557 ? C13 C14 C15 118.5(16) . . ? C16 C14 C15 53.5(9) 3_557 . ? C13 C14 C11 48.6(10) . . ? C16 C14 C11 107.3(14) 3_557 . ? C15 C14 C11 157.9(17) . . ? C13 C14 C15 93.9(15) . 3_557 ? C15 C14 C15 50.0(9) . 3_557 ? C11 C14 C15 109.1(13) . 3_557 ? C15 C14 C14 92.8(8) . 2_577 ? C11 C14 C14 71.2(9) . 2_577 ? C15 C14 C14 71.8(10) 3_557 2_577 ? C16 C14 C10 99.9(12) 3_557 . ? C15 C14 C10 150.3(13) . . ? C15 C14 C10 121.3(13) 3_557 . ? C14 C14 C10 59.7(6) 2_577 . ? C16 C15 C16 60.7(9) 3_557 . ? C16 C15 C14 55.5(10) 3_557 . ? C16 C15 C14 115.0(11) . . ? C16 C15 C15 55.1(5) 3_557 3_557 ? C16 C15 C15 53.3(4) . 3_557 ? C14 C15 C15 80.5(12) . 3_557 ? C16 C15 C15 51.4(4) 3_557 4_575 ? C16 C15 C15 49.8(4) . 4_575 ? C14 C15 C15 94.8(10) . 4_575 ? C15 C15 C15 89.92(5) 3_557 4_575 ? C16 C15 C14 92.3(9) 3_557 3_557 ? C14 C15 C14 129.7(9) . 3_557 ? C15 C15 C14 49.5(9) 3_557 3_557 ? C15 C15 C14 90.5(8) 4_575 3_557 ? C15 C16 C15 121.6(11) 4_575 3_557 ? C15 C16 C14 163.0(13) 4_575 3_557 ? C15 C16 C14 71.0(11) 3_557 3_557 ? C15 C16 C14 71.0(11) 4_575 4_575 ? C15 C16 C14 163.0(13) 3_557 4_575 ? C14 C16 C14 100(2) 3_557 4_575 ? C15 C16 C16 60.8(6) 4_575 3_557 ? C15 C16 C16 60.8(6) 3_557 3_557 ? C14 C16 C16 130.2(10) 3_557 3_557 ? C14 C16 C16 130.2(10) 4_575 3_557 ? C15 C16 C15 71.6(7) 4_575 2_577 ? C15 C16 C15 78.8(7) 3_557 2_577 ? C14 C16 C15 124.4(12) 3_557 2_577 ? C14 C16 C15 96.2(10) 4_575 2_577 ? C16 C16 C15 58.6(5) 3_557 2_577 ? C15 C16 C15 78.8(7) 4_575 . ? C15 C16 C15 71.6(7) 3_557 . ? C14 C16 C15 96.2(10) 3_557 . ? C14 C16 C15 124.4(12) 4_575 . ? C16 C16 C15 58.6(5) 3_557 . ? C15 C16 C15 117.1(11) 2_577 . ? C15 C16 C13 119.2(6) 4_575 3_557 ? C15 C16 C13 119.2(6) 3_557 3_557 ? C14 C16 C13 49.8(10) 3_557 3_557 ? C14 C16 C13 49.8(10) 4_575 3_557 ? C16 C16 C13 180.000(3) 3_557 3_557 ? C15 C16 C13 121.4(5) 2_577 3_557 ? C15 C16 C13 121.4(5) . 3_557 ? C20 O2 Co 122.9(12) . . ? O2 C20 O2 139(2) 4_675 . ? O2 C20 C23 110.6(12) 4_675 . ? O2 C20 C23 110.6(12) . . ? C21 N2 N2 103.1(4) . 4_675 ? C21 N2 C21 79.0(6) . 4_675 ? C21 N2 Co 125.4(5) . . ? N2 N2 Co 108.56(19) 4_675 . ? C21 N2 Co 144.9(3) 4_675 . ? N2 C21 C23 105.3(6) . . ? N2 C21 C22 135.3(8) . . ? C23 C21 C22 116.7(8) . . ? C23 C21 N2 73.2(5) . 4_675 ? C22 C21 N2 167.1(7) . 4_675 ? N2 C21 C21 66.8(4) . 4_675 ? C22 C21 C21 156.5(6) . 4_675 ? C24 C23 C24 95.7(13) . 4_675 ? C24 C23 C21 82.0(6) . . ? C24 C23 C21 177.1(8) 4_675 . ? C24 C23 C21 177.1(8) . 4_675 ? C24 C23 C21 82.0(6) 4_675 4_675 ? C21 C23 C21 100.3(9) . 4_675 ? C24 C23 C26 47.8(6) . 2_576 ? C24 C23 C26 47.8(6) 4_675 2_576 ? C21 C23 C26 129.9(5) . 2_576 ? C21 C23 C26 129.9(5) 4_675 2_576 ? C24 C23 C20 132.2(6) . . ? C24 C23 C20 132.2(6) 4_675 . ? C21 C23 C20 50.1(5) . . ? C21 C23 C20 50.1(5) 4_675 . ? C26 C23 C20 180.000(12) 2_576 . ? C23 C24 C26 91.3(9) . 2_576 ? C23 C24 C25 142.5(9) . . ? C26 C24 C25 52.5(7) 2_576 . ? C26 C24 C24 49.1(7) 2_576 4_675 ? C25 C24 C24 101.0(4) . 4_675 ? C23 C24 C25 101.2(7) . 2_576 ? C25 C24 C25 45.8(6) . 2_576 ? C24 C24 C25 68.2(5) 4_675 2_576 ? C23 C24 C25 95.5(7) . 3_656 ? C25 C24 C25 61.7(6) . 3_656 ? C24 C24 C25 61.8(5) 4_675 3_656 ? C25 C24 C25 73.0(7) 2_576 3_656 ? C23 C24 H24 134.4 . . ? C26 C24 H24 134.3 2_576 . ? C25 C24 H24 82.4 . . ? C24 C24 H24 176.5 4_675 . ? C25 C24 H24 114.4 2_576 . ? C25 C24 H24 120.8 3_656 . ? C26 C25 C26 46.3(16) . 2_576 ? C26 C25 C25 60.0(6) . 2_576 ? C26 C25 C25 53.4(5) 2_576 2_576 ? C26 C25 C24 95.5(11) . . ? C26 C25 C24 49.5(8) 2_576 . ? C25 C25 C24 77.6(10) 2_576 . ? C25 C25 C25 88.7(2) 2_576 3_656 ? C24 C25 C25 69.0(7) . 3_656 ? C26 C25 C24 80.4(8) 2_576 2_576 ? C25 C25 C24 56.6(8) 2_576 2_576 ? C24 C25 C24 127.1(6) . 2_576 ? C25 C25 C24 83.8(6) 3_656 2_576 ? C26 C25 C24 76.5(8) 2_576 3_656 ? C25 C25 C24 94.6(7) 2_576 3_656 ? C24 C25 C24 118.1(6) . 3_656 ? C25 C25 C24 49.3(6) 3_656 3_656 ? C24 C25 C24 50.1(6) 2_576 3_656 ? C26 C26 C25 71.9(10) 2_576 4_675 ? C26 C26 C25 71.9(10) 2_576 . ? C25 C26 C25 144(2) 4_675 . ? C26 C26 C24 139.1(7) 2_576 2_576 ? C25 C26 C24 107.4(8) 4_675 2_576 ? C25 C26 C24 99.8(8) . 2_576 ? C26 C26 C24 139.1(7) 2_576 3_656 ? C25 C26 C24 99.8(8) 4_675 3_656 ? C25 C26 C24 107.4(8) . 3_656 ? C24 C26 C24 81.8(14) 2_576 3_656 ? C26 C26 C25 61.8(9) 2_576 3_656 ? C25 C26 C25 66.6(8) 4_675 3_656 ? C25 C26 C25 96.0(10) . 3_656 ? C24 C26 C25 157.3(14) 2_576 3_656 ? C24 C26 C25 78.0(7) 3_656 3_656 ? C26 C26 C25 61.8(9) 2_576 2_576 ? C25 C26 C25 96.0(10) 4_675 2_576 ? C25 C26 C25 66.6(8) . 2_576 ? C24 C26 C25 78.0(7) 2_576 2_576 ? C24 C26 C25 157.3(14) 3_656 2_576 ? C25 C26 C25 123.5(17) 3_656 2_576 ? C26 C26 C23 180.000(7) 2_576 2_576 ? C25 C26 C23 108.1(10) 4_675 2_576 ? C25 C26 C23 108.1(10) . 2_576 ? C25 C26 C23 118.2(9) 3_656 2_576 ? C25 C26 C23 118.2(9) 2_576 2_576 ? C30 O3 Co 137.6(5) . . ? C33 C30 O3 127.4(4) . 3_657 ? C33 C30 O3 127.4(4) . . ? O3 C30 O3 105.1(9) 3_657 . ? N3 N3 C31 107.8(7) 3_657 . ? N3 N3 C31 45.2(4) 3_657 3_657 ? C31 N3 C31 72.0(7) . 3_657 ? N3 N3 Co 120.0(3) 3_657 . ? C31 N3 Co 124.7(6) . . ? C31 N3 Co 163.2(4) 3_657 . ? C33 C31 N3 110.1(7) . . ? C33 C31 C32 115.0(7) . . ? N3 C31 C32 123.1(8) . . ? C33 C31 N3 87.5(6) . 3_657 ? C32 C31 N3 149.9(8) . 3_657 ? C33 C31 C31 45.2(4) . 3_657 ? N3 C31 C31 65.4(5) . 3_657 ? C32 C31 C31 150.6(9) . 3_657 ? C30 C33 C34 125.5(4) . . ? C30 C33 C34 125.5(4) . 3_657 ? C34 C33 C34 109.0(9) . 3_657 ? C34 C33 C31 165.0(7) . 3_657 ? C34 C33 C31 81.9(5) 3_657 3_657 ? C34 C33 C31 81.9(5) . . ? C34 C33 C31 165.0(7) 3_657 . ? C31 C33 C31 89.5(9) 3_657 . ? C30 C33 C36 180.000(6) . 2_567 ? C34 C33 C36 54.5(4) . 2_567 ? C34 C33 C36 54.5(4) 3_657 2_567 ? C31 C33 C36 135.2(4) 3_657 2_567 ? C31 C33 C36 135.2(4) . 2_567 ? C33 C34 C36 72.8(6) . 2_567 ? C33 C34 C35 128.2(7) . . ? C36 C34 C35 55.4(5) 2_567 . ? C33 C34 C35 84.5(6) . 2_567 ? C35 C34 C35 55.2(6) . 2_567 ? C33 C34 C35 83.1(5) . 4_665 ? C35 C34 C35 56.5(5) . 4_665 ? C35 C34 C35 72.4(5) 2_567 4_665 ? C36 C35 C36 49.0(9) . 2_567 ? C36 C35 C34 103.1(8) . . ? C36 C35 C34 54.0(5) 2_567 . ? C36 C35 C35 54.9(5) . 2_567 ? C36 C35 C35 45.3(3) 2_567 2_567 ? C34 C35 C35 73.4(6) . 2_567 ? C36 C35 C35 53.0(4) . 4_665 ? C34 C35 C35 73.3(6) . 4_665 ? C35 C35 C35 86.3(3) 2_567 4_665 ? C36 C35 C34 80.7(6) 2_567 2_567 ? C34 C35 C34 124.6(6) . 2_567 ? C35 C35 C34 51.5(5) 2_567 2_567 ? C35 C35 C34 96.8(4) 4_665 2_567 ? C36 C35 C34 79.5(5) 2_567 4_665 ? C34 C35 C34 123.4(5) . 4_665 ? C35 C35 C34 97.4(5) 2_567 4_665 ? C35 C35 C34 50.2(4) 4_665 4_665 ? C34 C35 C34 67.0(5) 2_567 4_665 ? C36 C36 C35 74.2(6) 2_567 . ? C36 C36 C35 74.2(6) 2_567 3_657 ? C35 C36 C35 148.4(12) . 3_657 ? C36 C36 C34 127.3(5) 2_567 2_567 ? C35 C36 C34 98.3(5) . 2_567 ? C35 C36 C34 100.7(6) 3_657 2_567 ? C36 C36 C34 127.3(5) 2_567 4_665 ? C35 C36 C34 100.7(6) . 4_665 ? C35 C36 C34 98.3(5) 3_657 4_665 ? C34 C36 C34 105.3(10) 2_567 4_665 ? C36 C36 C35 56.8(5) 2_567 4_665 ? C35 C36 C35 83.1(7) . 4_665 ? C35 C36 C35 79.8(8) 3_657 4_665 ? C34 C36 C35 175.9(9) 2_567 4_665 ? C34 C36 C35 70.6(5) 4_665 4_665 ? C36 C36 C35 56.8(5) 2_567 2_567 ? C35 C36 C35 79.8(8) . 2_567 ? C35 C36 C35 83.1(7) 3_657 2_567 ? C34 C36 C35 70.6(5) 2_567 2_567 ? C34 C36 C35 175.9(9) 4_665 2_567 ? C35 C36 C35 113.5(10) 4_665 2_567 ? C36 C36 C33 180.000(4) 2_567 2_567 ? C35 C36 C33 105.8(6) . 2_567 ? C35 C36 C33 105.8(6) 3_657 2_567 ? C34 C36 C33 52.7(5) 2_567 2_567 ? C34 C36 C33 52.7(5) 4_665 2_567 ? C35 C36 C33 123.2(5) 4_665 2_567 ? C35 C36 C33 123.2(5) 2_567 2_567 ? 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 Co O4 Co 0.89(15) . . . 4_675 ? O1 Co O4 Co -115.93(14) . . . 4_675 ? O3 Co O4 Co 117.02(15) . . . 4_675 ? N1 Co O4 Co -121.38(19) . . . 4_675 ? N3 Co O4 Co 117.62(19) . . . 4_675 ? N2 Co O4 Co 7.80(11) . . . 4_675 ? O2 Co O4 Co 120.96(15) . . . 2_577 ? O1 Co O4 Co 4.14(14) . . . 2_577 ? O3 Co O4 Co -122.90(15) . . . 2_577 ? N1 Co O4 Co -1.31(18) . . . 2_577 ? N3 Co O4 Co -122.31(19) . . . 2_577 ? N2 Co O4 Co 127.87(12) . . . 2_577 ? O2 Co O4 Co -118.93(15) . . . 3_657 ? O1 Co O4 Co 124.25(14) . . . 3_657 ? O3 Co O4 Co -2.79(15) . . . 3_657 ? N1 Co O4 Co 118.80(19) . . . 3_657 ? N3 Co O4 Co -2.20(19) . . . 3_657 ? N2 Co O4 Co -112.02(12) . . . 3_657 ? O2 Co O1 C10 -140.5(6) . . . . ? O4 Co O1 C10 -19.3(6) . . . . ? O3 Co O1 C10 108.7(6) . . . . ? N1 Co O1 C10 6.4(9) . . . . ? N3 Co O1 C10 87.9(6) . . . . ? N2 Co O1 C10 -130.4(5) . . . . ? Co O1 C10 C13 -167.6(4) . . . . ? Co O1 C10 O1 12.4(4) . . . 2_577 ? Co O1 C10 C14 -131.9(10) . . . . ? Co O1 C10 C14 150.8(9) . . . 2_577 ? O2 Co N1 C11 62.9(8) . . . . ? O1 Co N1 C11 27.1(8) . . . . ? O4 Co N1 C11 -177.5(7) . . . . ? O3 Co N1 C11 -56.2(8) . . . . ? N3 Co N1 C11 -79.1(8) . . . . ? N2 Co N1 C11 76.1(8) . . . . ? O2 Co N1 N1 -113.6(8) . . . 2_577 ? O1 Co N1 N1 -149.4(17) . . . 2_577 ? O4 Co N1 N1 6.0(8) . . . 2_577 ? O3 Co N1 N1 127.3(8) . . . 2_577 ? N3 Co N1 N1 104.5(8) . . . 2_577 ? N2 Co N1 N1 -100.4(8) . . . 2_577 ? O2 Co N1 C11 -107.0(9) . . . 2_577 ? O1 Co N1 C11 -142.8(17) . . . 2_577 ? O4 Co N1 C11 12.6(9) . . . 2_577 ? O3 Co N1 C11 133.9(9) . . . 2_577 ? N3 Co N1 C11 111.0(9) . . . 2_577 ? N2 Co N1 C11 -93.8(9) . . . 2_577 ? N1 N1 C11 C12 168.3(8) 2_577 . . . ? C11 N1 C11 C12 166.9(10) 2_577 . . . ? Co N1 C11 C12 -8.4(13) . . . . ? N1 N1 C11 C13 2.1(12) 2_577 . . . ? C11 N1 C11 C13 0.7(4) 2_577 . . . ? Co N1 C11 C13 -174.6(4) . . . . ? C11 N1 C11 N1 -1.4(8) 2_577 . . 2_577 ? Co N1 C11 N1 -176.7(14) . . . 2_577 ? N1 N1 C11 C11 1.4(8) 2_577 . . 2_577 ? Co N1 C11 C11 -175.3(6) . . . 2_577 ? N1 N1 C11 C14 -39.5(15) 2_577 . . . ? C11 N1 C11 C14 -41.0(10) 2_577 . . . ? Co N1 C11 C14 143.7(9) . . . . ? O1 C10 C13 C14 -100.7(14) 2_577 . . . ? O1 C10 C13 C14 79.3(14) . . . . ? C14 C10 C13 C14 179.999(4) 2_577 . . . ? O1 C10 C13 C14 79.3(14) 2_577 . . 2_577 ? O1 C10 C13 C14 -100.7(14) . . . 2_577 ? C14 C10 C13 C14 180.001(4) . . . 2_577 ? O1 C10 C13 C11 13.4(5) 2_577 . . 2_577 ? O1 C10 C13 C11 -166.6(5) . . . 2_577 ? C14 C10 C13 C11 114.1(15) . . . 2_577 ? C14 C10 C13 C11 -65.9(15) 2_577 . . 2_577 ? O1 C10 C13 C11 -166.6(5) 2_577 . . . ? O1 C10 C13 C11 13.4(5) . . . . ? C14 C10 C13 C11 -65.9(15) . . . . ? C14 C10 C13 C11 114.1(15) 2_577 . . . ? N1 C11 C13 C14 -125.4(15) . . . . ? C12 C11 C13 C14 65.4(14) . . . . ? N1 C11 C13 C14 -124.2(13) 2_577 . . . ? C11 C11 C13 C14 -124.6(13) 2_577 . . . ? N1 C11 C13 C14 88.9(16) . . . 2_577 ? C12 C11 C13 C14 -80.3(16) . . . 2_577 ? N1 C11 C13 C14 90.1(15) 2_577 . . 2_577 ? C11 C11 C13 C14 89.7(15) 2_577 . . 2_577 ? C14 C11 C13 C14 -145.7(18) . . . 2_577 ? N1 C11 C13 C10 -0.8(5) . . . . ? C12 C11 C13 C10 -170.0(7) . . . . ? N1 C11 C13 C10 0.4(2) 2_577 . . . ? C11 C11 C13 C10 -0.002(2) 2_577 . . . ? C14 C11 C13 C10 124.6(13) . . . . ? N1 C11 C13 C16 179.2(5) . . . 3_557 ? C12 C11 C13 C16 10.0(7) . . . 3_557 ? N1 C11 C13 C16 -179.6(2) 2_577 . . 3_557 ? C11 C11 C13 C16 179.998(2) 2_577 . . 3_557 ? C14 C11 C13 C16 -55.4(13) . . . 3_557 ? N1 C11 C13 C11 -0.8(5) . . . 2_577 ? C12 C11 C13 C11 -170.0(7) . . . 2_577 ? N1 C11 C13 C11 0.4(2) 2_577 . . 2_577 ? C14 C11 C13 C11 124.6(13) . . . 2_577 ? C14 C13 C14 C16 -0.002(2) 2_577 . . 3_557 ? C10 C13 C14 C16 180.000(3) . . . 3_557 ? C11 C13 C14 C16 135.3(7) 2_577 . . 3_557 ? C11 C13 C14 C16 -144.6(6) . . . 3_557 ? C14 C13 C14 C15 -13.4(12) 2_577 . . . ? C10 C13 C14 C15 166.6(12) . . . . ? C16 C13 C14 C15 -13.4(12) 3_557 . . . ? C11 C13 C14 C15 121.9(16) 2_577 . . . ? C11 C13 C14 C15 -158.0(17) . . . . ? C14 C13 C14 C11 144.6(6) 2_577 . . . ? C10 C13 C14 C11 -35.4(6) . . . . ? C16 C13 C14 C11 144.6(6) 3_557 . . . ? C11 C13 C14 C11 -80.1(11) 2_577 . . . ? C14 C13 C14 C15 32.5(5) 2_577 . . 3_557 ? C10 C13 C14 C15 -147.5(5) . . . 3_557 ? C16 C13 C14 C15 32.5(5) 3_557 . . 3_557 ? C11 C13 C14 C15 167.8(5) 2_577 . . 3_557 ? C11 C13 C14 C15 -112.1(8) . . . 3_557 ? C10 C13 C14 C14 180.002(5) . . . 2_577 ? C16 C13 C14 C14 0.002(8) 3_557 . . 2_577 ? C11 C13 C14 C14 135.3(7) 2_577 . . 2_577 ? C11 C13 C14 C14 -144.6(6) . . . 2_577 ? C14 C13 C14 C10 179.998(6) 2_577 . . . ? C16 C13 C14 C10 180.000(3) 3_557 . . . ? C11 C13 C14 C10 -44.7(7) 2_577 . . . ? C11 C13 C14 C10 35.4(6) . . . . ? N1 C11 C14 C13 81.4(16) . . . . ? C12 C11 C14 C13 -119.3(12) . . . . ? N1 C11 C14 C13 58.7(12) 2_577 . . . ? C11 C11 C14 C13 41.5(10) 2_577 . . . ? N1 C11 C14 C16 115.2(15) . . . 3_557 ? C12 C11 C14 C16 -85.4(13) . . . 3_557 ? C13 C11 C14 C16 33.8(7) . . . 3_557 ? N1 C11 C14 C16 92.5(13) 2_577 . . 3_557 ? C11 C11 C14 C16 75.3(12) 2_577 . . 3_557 ? N1 C11 C14 C15 143(3) . . . . ? C12 C11 C14 C15 -58(4) . . . . ? C13 C11 C14 C15 61(3) . . . . ? N1 C11 C14 C15 120(4) 2_577 . . . ? C11 C11 C14 C15 103(4) 2_577 . . . ? N1 C11 C14 C15 159.4(8) . . . 3_557 ? C12 C11 C14 C15 -41.3(9) . . . 3_557 ? C13 C11 C14 C15 77.9(12) . . . 3_557 ? N1 C11 C14 C15 136.7(8) 2_577 . . 3_557 ? C11 C11 C14 C15 119.5(9) 2_577 . . 3_557 ? N1 C11 C14 C14 97.2(14) . . . 2_577 ? C12 C11 C14 C14 -103.5(12) . . . 2_577 ? C13 C11 C14 C14 15.7(7) . . . 2_577 ? N1 C11 C14 C14 74.5(12) 2_577 . . 2_577 ? C11 C11 C14 C14 57.3(11) 2_577 . . 2_577 ? N1 C11 C14 C10 37.5(10) . . . . ? C12 C11 C14 C10 -163.2(7) . . . . ? C13 C11 C14 C10 -43.9(11) . . . . ? N1 C11 C14 C10 14.8(5) 2_577 . . . ? C11 C11 C14 C10 -2.4(3) 2_577 . . . ? O1 C10 C14 C13 108.1(13) 2_577 . . . ? O1 C10 C14 C13 -123.2(10) . . . . ? C14 C10 C14 C13 -0.001(4) 2_577 . . . ? C13 C10 C14 C16 0.000(3) . . . 3_557 ? O1 C10 C14 C16 108.1(13) 2_577 . . 3_557 ? O1 C10 C14 C16 -123.2(10) . . . 3_557 ? C14 C10 C14 C16 -0.001(1) 2_577 . . 3_557 ? C13 C10 C14 C15 -24(2) . . . . ? O1 C10 C14 C15 84(4) 2_577 . . . ? O1 C10 C14 C15 -147(3) . . . . ? C14 C10 C14 C15 -24(2) 2_577 . . . ? C13 C10 C14 C11 108.8(14) . . . . ? O1 C10 C14 C11 -143.1(9) 2_577 . . . ? O1 C10 C14 C11 -14.4(8) . . . . ? C14 C10 C14 C11 108.8(14) 2_577 . . . ? C13 C10 C14 C15 38.8(8) . . . 3_557 ? O1 C10 C14 C15 147.0(9) 2_577 . . 3_557 ? O1 C10 C14 C15 -84.3(12) . . . 3_557 ? C14 C10 C14 C15 38.8(8) 2_577 . . 3_557 ? C13 C10 C14 C14 0.001(3) . . . 2_577 ? O1 C10 C14 C14 108.1(13) 2_577 . . 2_577 ? O1 C10 C14 C14 -123.2(10) . . . 2_577 ? C13 C14 C15 C16 15.3(15) . . . 3_557 ? C11 C14 C15 C16 -33(3) . . . 3_557 ? C15 C14 C15 C16 -53.9(6) 3_557 . . 3_557 ? C14 C14 C15 C16 9.4(9) 2_577 . . 3_557 ? C10 C14 C15 C16 30(3) . . . 3_557 ? C13 C14 C15 C16 28(2) . . . . ? C16 C14 C15 C16 12.3(11) 3_557 . . . ? C11 C14 C15 C16 -21(4) . . . . ? C15 C14 C15 C16 -41.6(7) 3_557 . . . ? C14 C14 C15 C16 21.7(19) 2_577 . . . ? C10 C14 C15 C16 42(4) . . . . ? C13 C14 C15 C15 69(2) . . . 3_557 ? C16 C14 C15 C15 53.9(6) 3_557 . . 3_557 ? C11 C14 C15 C15 21(3) . . . 3_557 ? C14 C14 C15 C15 63.3(14) 2_577 . . 3_557 ? C10 C14 C15 C15 84(3) . . . 3_557 ? C13 C14 C15 C15 -20(2) . . . 4_575 ? C16 C14 C15 C15 -35.2(7) 3_557 . . 4_575 ? C11 C14 C15 C15 -68(4) . . . 4_575 ? C15 C14 C15 C15 -89.12(19) 3_557 . . 4_575 ? C14 C14 C15 C15 -25.8(15) 2_577 . . 4_575 ? C10 C14 C15 C15 -5(3) . . . 4_575 ? C13 C14 C15 C14 75(3) . . . 3_557 ? C16 C14 C15 C14 59.5(18) 3_557 . . 3_557 ? C11 C14 C15 C14 26(5) . . . 3_557 ? C15 C14 C15 C14 5.6(15) 3_557 . . 3_557 ? C14 C14 C15 C14 69(2) 2_577 . . 3_557 ? C10 C14 C15 C14 90(4) . . . 3_557 ? C16 C15 C16 C15 -62.5(6) 3_557 . . 4_575 ? C14 C15 C16 C15 -74.1(13) . . . 4_575 ? C15 C15 C16 C15 -128.9(10) 3_557 . . 4_575 ? C14 C15 C16 C15 163.5(13) 3_557 . . 4_575 ? C16 C15 C16 C15 66.4(6) 3_557 . . 3_557 ? C14 C15 C16 C15 54.8(12) . . . 3_557 ? C15 C15 C16 C15 128.9(10) 4_575 . . 3_557 ? C14 C15 C16 C15 -67.6(12) 3_557 . . 3_557 ? C16 C15 C16 C14 134.0(11) 3_557 . . 3_557 ? C14 C15 C16 C14 122.4(12) . . . 3_557 ? C15 C15 C16 C14 67.6(12) 3_557 . . 3_557 ? C15 C15 C16 C14 -163.5(13) 4_575 . . 3_557 ? C16 C15 C16 C14 -119.9(13) 3_557 . . 4_575 ? C14 C15 C16 C14 -131.5(13) . . . 4_575 ? C15 C15 C16 C14 173.6(15) 3_557 . . 4_575 ? C15 C15 C16 C14 -57.4(13) 4_575 . . 4_575 ? C14 C15 C16 C14 106(2) 3_557 . . 4_575 ? C14 C15 C16 C16 -11.6(10) . . . 3_557 ? C15 C15 C16 C16 -66.4(6) 3_557 . . 3_557 ? C15 C15 C16 C16 62.5(6) 4_575 . . 3_557 ? C14 C15 C16 C16 -134.0(11) 3_557 . . 3_557 ? C16 C15 C16 C15 -0.001(1) 3_557 . . 2_577 ? C14 C15 C16 C15 -11.6(10) . . . 2_577 ? C15 C15 C16 C15 -66.4(6) 3_557 . . 2_577 ? C15 C15 C16 C15 62.5(6) 4_575 . . 2_577 ? C14 C15 C16 C15 -134.0(11) 3_557 . . 2_577 ? C16 C15 C16 C13 180.000(2) 3_557 . . 3_557 ? C14 C15 C16 C13 168.4(10) . . . 3_557 ? C15 C15 C16 C13 113.6(6) 3_557 . . 3_557 ? C15 C15 C16 C13 -117.5(6) 4_575 . . 3_557 ? C14 C15 C16 C13 46.0(11) 3_557 . . 3_557 ? O1 Co O2 C20 115.7(3) . . . . ? O4 Co O2 C20 -2.3(4) . . . . ? O3 Co O2 C20 -125.8(3) . . . . ? N1 Co O2 C20 108.1(3) . . . . ? N3 Co O2 C20 -107.2(4) . . . . ? N2 Co O2 C20 -28.8(5) . . . . ? Co O2 C20 O2 1.3(2) . . . 4_675 ? Co O2 C20 C23 -178.7(2) . . . . ? O2 Co N2 C21 -1.8(7) . . . . ? O1 Co N2 C21 -41.2(6) . . . . ? O4 Co N2 C21 -157.2(5) . . . . ? O3 Co N2 C21 84.5(5) . . . . ? N1 Co N2 C21 -52.0(6) . . . . ? N3 Co N2 C21 105.4(6) . . . . ? O2 Co N2 N2 120.3(10) . . . 4_675 ? O1 Co N2 N2 80.9(5) . . . 4_675 ? O4 Co N2 N2 -35.1(5) . . . 4_675 ? O3 Co N2 N2 -153.3(5) . . . 4_675 ? N1 Co N2 N2 70.2(6) . . . 4_675 ? N3 Co N2 N2 -132.4(5) . . . 4_675 ? O2 Co N2 C21 125.2(10) . . . 4_675 ? O1 Co N2 C21 85.8(6) . . . 4_675 ? O4 Co N2 C21 -30.2(6) . . . 4_675 ? O3 Co N2 C21 -148.4(5) . . . 4_675 ? N1 Co N2 C21 75.1(6) . . . 4_675 ? N3 Co N2 C21 -127.5(6) . . . 4_675 ? N2 N2 C21 C23 38.3(7) 4_675 . . . ? C21 N2 C21 C23 10.6(3) 4_675 . . . ? Co N2 C21 C23 162.8(3) . . . . ? N2 N2 C21 C22 -162.0(9) 4_675 . . . ? C21 N2 C21 C22 170.4(11) 4_675 . . . ? Co N2 C21 C22 -37.5(12) . . . . ? C21 N2 C21 N2 -27.6(5) 4_675 . . 4_675 ? Co N2 C21 N2 124.5(7) . . . 4_675 ? N2 N2 C21 C21 27.6(5) 4_675 . . 4_675 ? Co N2 C21 C21 152.1(4) . . . 4_675 ? N2 C21 C23 C24 162.9(7) . . . . ? C22 C21 C23 C24 -1.3(8) . . . . ? N2 C21 C23 C24 -172.3(5) 4_675 . . . ? C21 C21 C23 C24 178.3(5) 4_675 . . . ? N2 C21 C23 C21 -15.4(3) . . . 4_675 ? C22 C21 C23 C21 -179.6(8) . . . 4_675 ? N2 C21 C23 C21 9.40(19) 4_675 . . 4_675 ? N2 C21 C23 C26 164.6(3) . . . 2_576 ? C22 C21 C23 C26 0.4(8) . . . 2_576 ? N2 C21 C23 C26 -170.60(19) 4_675 . . 2_576 ? C21 C21 C23 C26 180.000(3) 4_675 . . 2_576 ? N2 C21 C23 C20 -15.4(3) . . . . ? C22 C21 C23 C20 -179.6(8) . . . . ? N2 C21 C23 C20 9.40(19) 4_675 . . . ? C21 C21 C23 C20 0.000(4) 4_675 . . . ? O2 C20 C23 C24 178.3(6) 4_675 . . . ? O2 C20 C23 C24 -1.7(6) . . . . ? O2 C20 C23 C24 -1.7(6) 4_675 . . 4_675 ? O2 C20 C23 C24 178.3(6) . . . 4_675 ? O2 C20 C23 C21 -179.4(4) 4_675 . . . ? O2 C20 C23 C21 0.6(4) . . . . ? O2 C20 C23 C21 0.6(4) 4_675 . . 4_675 ? O2 C20 C23 C21 -179.4(4) . . . 4_675 ? C24 C23 C24 C26 -0.003(3) 4_675 . . 2_576 ? C21 C23 C24 C26 178.2(5) . . . 2_576 ? C20 C23 C24 C26 180.000(3) . . . 2_576 ? C24 C23 C24 C25 -13.5(9) 4_675 . . . ? C21 C23 C24 C25 164.7(13) . . . . ? C26 C23 C24 C25 -13.5(9) 2_576 . . . ? C20 C23 C24 C25 166.5(9) . . . . ? C21 C23 C24 C24 178.2(6) . . . 4_675 ? C26 C23 C24 C24 0.003(6) 2_576 . . 4_675 ? C20 C23 C24 C24 180.003(6) . . . 4_675 ? C24 C23 C24 C25 -38.3(4) 4_675 . . 2_576 ? C21 C23 C24 C25 140.0(6) . . . 2_576 ? C26 C23 C24 C25 -38.3(4) 2_576 . . 2_576 ? C20 C23 C24 C25 141.7(4) . . . 2_576 ? C24 C23 C24 C25 35.4(4) 4_675 . . 3_656 ? C21 C23 C24 C25 -146.3(5) . . . 3_656 ? C26 C23 C24 C25 35.4(4) 2_576 . . 3_656 ? C20 C23 C24 C25 -144.6(4) . . . 3_656 ? C23 C24 C25 C26 22.7(14) . . . . ? C26 C24 C25 C26 5.6(4) 2_576 . . . ? C24 C24 C25 C26 13.5(9) 4_675 . . . ? C25 C24 C25 C26 57.6(5) 2_576 . . . ? C25 C24 C25 C26 -35.8(5) 3_656 . . . ? C23 C24 C25 C26 17.2(11) . . . 2_576 ? C24 C24 C25 C26 7.9(5) 4_675 . . 2_576 ? C25 C24 C25 C26 52.1(4) 2_576 . . 2_576 ? C25 C24 C25 C26 -41.4(4) 3_656 . . 2_576 ? C23 C24 C25 C25 -34.9(12) . . . 2_576 ? C26 C24 C25 C25 -52.1(4) 2_576 . . 2_576 ? C24 C24 C25 C25 -44.1(7) 4_675 . . 2_576 ? C25 C24 C25 C25 -93.4(3) 3_656 . . 2_576 ? C23 C24 C25 C25 58.5(12) . . . 3_656 ? C26 C24 C25 C25 41.4(4) 2_576 . . 3_656 ? C24 C24 C25 C25 49.3(6) 4_675 . . 3_656 ? C25 C24 C25 C25 93.4(3) 2_576 . . 3_656 ? C23 C24 C25 C24 -5.8(18) . . . 2_576 ? C26 C24 C25 C24 -22.9(8) 2_576 . . 2_576 ? C24 C24 C25 C24 -15.0(12) 4_675 . . 2_576 ? C25 C24 C25 C24 29.2(8) 2_576 . . 2_576 ? C25 C24 C25 C24 -64.3(8) 3_656 . . 2_576 ? C23 C24 C25 C24 53.7(16) . . . 3_656 ? C26 C24 C25 C24 36.5(7) 2_576 . . 3_656 ? C24 C24 C25 C24 44.4(11) 4_675 . . 3_656 ? C25 C24 C25 C24 88.6(7) 2_576 . . 3_656 ? C25 C24 C25 C24 -4.9(8) 3_656 . . 3_656 ? C25 C25 C26 C26 66.4(8) 2_576 . . 2_576 ? C24 C25 C26 C26 -5.8(4) . . . 2_576 ? C25 C25 C26 C26 -57.7(9) 3_656 . . 2_576 ? C24 C25 C26 C26 138.6(8) 2_576 . . 2_576 ? C24 C25 C26 C26 -137.0(9) 3_656 . . 2_576 ? C26 C25 C26 C25 -0.002(3) 2_576 . . 4_675 ? C25 C25 C26 C25 66.4(8) 2_576 . . 4_675 ? C24 C25 C26 C25 -5.9(4) . . . 4_675 ? C25 C25 C26 C25 -57.7(9) 3_656 . . 4_675 ? C24 C25 C26 C25 138.6(8) 2_576 . . 4_675 ? C24 C25 C26 C25 -137.0(9) 3_656 . . 4_675 ? C26 C25 C26 C24 -138.6(8) 2_576 . . 2_576 ? C25 C25 C26 C24 -72.3(9) 2_576 . . 2_576 ? C24 C25 C26 C24 -144.5(8) . . . 2_576 ? C25 C25 C26 C24 163.7(15) 3_656 . . 2_576 ? C24 C25 C26 C24 84.4(17) 3_656 . . 2_576 ? C26 C25 C26 C24 137.0(9) 2_576 . . 3_656 ? C25 C25 C26 C24 -156.7(14) 2_576 . . 3_656 ? C24 C25 C26 C24 131.1(10) . . . 3_656 ? C25 C25 C26 C24 79.3(7) 3_656 . . 3_656 ? C24 C25 C26 C24 -84.4(17) 2_576 . . 3_656 ? C26 C25 C26 C25 57.7(9) 2_576 . . 3_656 ? C25 C25 C26 C25 124.0(16) 2_576 . . 3_656 ? C24 C25 C26 C25 51.8(10) . . . 3_656 ? C24 C25 C26 C25 -163.7(15) 2_576 . . 3_656 ? C24 C25 C26 C25 -79.3(7) 3_656 . . 3_656 ? C26 C25 C26 C25 -66.4(8) 2_576 . . 2_576 ? C24 C25 C26 C25 -72.2(10) . . . 2_576 ? C25 C25 C26 C25 -124.0(16) 3_656 . . 2_576 ? C24 C25 C26 C25 72.3(9) 2_576 . . 2_576 ? C24 C25 C26 C25 156.7(14) 3_656 . . 2_576 ? C26 C25 C26 C23 180.000(2) 2_576 . . 2_576 ? C25 C25 C26 C23 -113.6(8) 2_576 . . 2_576 ? C24 C25 C26 C23 174.2(4) . . . 2_576 ? C25 C25 C26 C23 122.3(9) 3_656 . . 2_576 ? C24 C25 C26 C23 -41.4(8) 2_576 . . 2_576 ? C24 C25 C26 C23 43.0(9) 3_656 . . 2_576 ? O2 Co O3 C30 131.1(4) . . . . ? O1 Co O3 C30 -115.6(4) . . . . ? O4 Co O3 C30 8.8(5) . . . . ? N1 Co O3 C30 -102.0(4) . . . . ? N3 Co O3 C30 7.1(5) . . . . ? N2 Co O3 C30 115.4(4) . . . . ? Co O3 C30 C33 175.1(2) . . . . ? Co O3 C30 O3 -4.9(2) . . . 3_657 ? O2 Co N3 N3 131.6(12) . . . 3_657 ? O1 Co N3 N3 -99.5(12) . . . 3_657 ? O4 Co N3 N3 14.8(12) . . . 3_657 ? O3 Co N3 N3 -166.8(17) . . . 3_657 ? N1 Co N3 N3 -85.1(12) . . . 3_657 ? N2 Co N3 N3 115.6(12) . . . 3_657 ? O2 Co N3 C31 -82.3(8) . . . . ? O1 Co N3 C31 46.5(8) . . . . ? O4 Co N3 C31 160.8(7) . . . . ? O3 Co N3 C31 -20.7(7) . . . . ? N1 Co N3 C31 60.9(8) . . . . ? N2 Co N3 C31 -98.3(7) . . . . ? O2 Co N3 C31 106.1(18) . . . 3_657 ? O1 Co N3 C31 -125.1(17) . . . 3_657 ? O4 Co N3 C31 -10.8(18) . . . 3_657 ? O3 Co N3 C31 168(2) . . . 3_657 ? N1 Co N3 C31 -110.7(18) . . . 3_657 ? N2 Co N3 C31 90.1(18) . . . 3_657 ? N3 N3 C31 C33 -34.9(14) 3_657 . . . ? C31 N3 C31 C33 -6.9(3) 3_657 . . . ? Co N3 C31 C33 175.6(5) . . . . ? N3 N3 C31 C32 -175.6(11) 3_657 . . . ? C31 N3 C31 C32 -147.7(11) 3_657 . . . ? Co N3 C31 C32 34.9(12) . . . . ? C31 N3 C31 N3 28.0(11) 3_657 . . 3_657 ? Co N3 C31 N3 -149.5(15) . . . 3_657 ? N3 N3 C31 C31 -28.0(11) 3_657 . . 3_657 ? Co N3 C31 C31 -177.5(6) . . . 3_657 ? O3 C30 C33 C34 175.6(5) 3_657 . . . ? O3 C30 C33 C34 -4.4(5) . . . . ? O3 C30 C33 C34 -4.4(5) 3_657 . . 3_657 ? O3 C30 C33 C34 175.6(5) . . . 3_657 ? O3 C30 C33 C31 -19.5(6) 3_657 . . 3_657 ? O3 C30 C33 C31 160.5(6) . . . 3_657 ? O3 C30 C33 C31 160.5(6) 3_657 . . . ? O3 C30 C33 C31 -19.5(6) . . . . ? N3 C31 C33 C30 8.9(4) . . . . ? C32 C31 C33 C30 153.1(11) . . . . ? N3 C31 C33 C30 -6.2(3) 3_657 . . . ? C31 C31 C33 C30 0.000(4) 3_657 . . . ? N3 C31 C33 C34 -158.8(9) . . . . ? C32 C31 C33 C34 -14.6(8) . . . . ? N3 C31 C33 C34 -173.8(6) 3_657 . . . ? C31 C31 C33 C34 -167.7(6) 3_657 . . . ? N3 C31 C33 C34 64(3) . . . 3_657 ? C32 C31 C33 C34 -152(2) . . . 3_657 ? N3 C31 C33 C34 49(2) 3_657 . . 3_657 ? C31 C31 C33 C34 55(2) 3_657 . . 3_657 ? N3 C31 C33 C31 8.9(4) . . . 3_657 ? C32 C31 C33 C31 153.1(11) . . . 3_657 ? N3 C31 C33 C31 -6.2(3) 3_657 . . 3_657 ? N3 C31 C33 C36 -171.1(4) . . . 2_567 ? C32 C31 C33 C36 -26.9(11) . . . 2_567 ? N3 C31 C33 C36 173.8(3) 3_657 . . 2_567 ? C31 C31 C33 C36 180.000(3) 3_657 . . 2_567 ? C30 C33 C34 C36 180.000(3) . . . 2_567 ? C34 C33 C34 C36 -0.003(2) 3_657 . . 2_567 ? C31 C33 C34 C36 135(2) 3_657 . . 2_567 ? C31 C33 C34 C36 -169.3(5) . . . 2_567 ? C30 C33 C34 C35 -179.5(6) . . . . ? C34 C33 C34 C35 0.5(6) 3_657 . . . ? C31 C33 C34 C35 136(2) 3_657 . . . ? C31 C33 C34 C35 -168.9(9) . . . . ? C36 C33 C34 C35 0.5(6) 2_567 . . . ? C30 C33 C34 C35 -143.2(3) . . . 2_567 ? C34 C33 C34 C35 36.8(3) 3_657 . . 2_567 ? C31 C33 C34 C35 172(2) 3_657 . . 2_567 ? C31 C33 C34 C35 -132.6(5) . . . 2_567 ? C36 C33 C34 C35 36.8(3) 2_567 . . 2_567 ? C30 C33 C34 C35 143.9(3) . . . 4_665 ? C34 C33 C34 C35 -36.1(3) 3_657 . . 4_665 ? C31 C33 C34 C35 99(2) 3_657 . . 4_665 ? C31 C33 C34 C35 154.5(6) . . . 4_665 ? C36 C33 C34 C35 -36.1(3) 2_567 . . 4_665 ? C33 C34 C35 C36 -0.9(10) . . . . ? C36 C34 C35 C36 -0.3(4) 2_567 . . . ? C35 C34 C35 C36 -46.7(5) 2_567 . . . ? C35 C34 C35 C36 44.4(6) 4_665 . . . ? C33 C34 C35 C36 -0.5(6) . . . 2_567 ? C35 C34 C35 C36 -46.4(3) 2_567 . . 2_567 ? C35 C34 C35 C36 44.7(3) 4_665 . . 2_567 ? C33 C34 C35 C35 45.9(7) . . . 2_567 ? C36 C34 C35 C35 46.4(3) 2_567 . . 2_567 ? C35 C34 C35 C35 91.09(18) 4_665 . . 2_567 ? C33 C34 C35 C35 -45.2(6) . . . 4_665 ? C36 C34 C35 C35 -44.7(3) 2_567 . . 4_665 ? C35 C34 C35 C35 -91.09(18) 2_567 . . 4_665 ? C33 C34 C35 C34 41.5(12) . . . 2_567 ? C36 C34 C35 C34 42.0(7) 2_567 . . 2_567 ? C35 C34 C35 C34 -4.4(7) 2_567 . . 2_567 ? C35 C34 C35 C34 86.7(6) 4_665 . . 2_567 ? C33 C34 C35 C34 -42.1(14) . . . 4_665 ? C36 C34 C35 C34 -41.5(8) 2_567 . . 4_665 ? C35 C34 C35 C34 -87.9(8) 2_567 . . 4_665 ? C35 C34 C35 C34 3.2(9) 4_665 . . 4_665 ? C34 C35 C36 C36 0.4(4) . . . 2_567 ? C35 C35 C36 C36 -58.1(5) 2_567 . . 2_567 ? C35 C35 C36 C36 57.4(5) 4_665 . . 2_567 ? C34 C35 C36 C36 -126.6(5) 2_567 . . 2_567 ? C34 C35 C36 C36 126.0(6) 4_665 . . 2_567 ? C36 C35 C36 C35 -0.001(5) 2_567 . . 3_657 ? C34 C35 C36 C35 0.4(4) . . . 3_657 ? C35 C35 C36 C35 -58.1(5) 2_567 . . 3_657 ? C35 C35 C36 C35 57.4(5) 4_665 . . 3_657 ? C34 C35 C36 C35 -126.6(6) 2_567 . . 3_657 ? C34 C35 C36 C35 126.0(6) 4_665 . . 3_657 ? C36 C35 C36 C34 126.6(6) 2_567 . . 2_567 ? C34 C35 C36 C34 126.9(7) . . . 2_567 ? C35 C35 C36 C34 68.4(5) 2_567 . . 2_567 ? C35 C35 C36 C34 -176.1(9) 4_665 . . 2_567 ? C34 C35 C36 C34 -107.4(11) 4_665 . . 2_567 ? C36 C35 C36 C34 -126.0(6) 2_567 . . 4_665 ? C34 C35 C36 C34 -125.7(7) . . . 4_665 ? C35 C35 C36 C34 175.8(9) 2_567 . . 4_665 ? C35 C35 C36 C34 -68.7(5) 4_665 . . 4_665 ? C34 C35 C36 C34 107.4(11) 2_567 . . 4_665 ? C36 C35 C36 C35 -57.4(5) 2_567 . . 4_665 ? C34 C35 C36 C35 -57.0(7) . . . 4_665 ? C35 C35 C36 C35 -115.5(9) 2_567 . . 4_665 ? C34 C35 C36 C35 176.1(9) 2_567 . . 4_665 ? C34 C35 C36 C35 68.7(5) 4_665 . . 4_665 ? C36 C35 C36 C35 58.1(5) 2_567 . . 2_567 ? C34 C35 C36 C35 58.5(7) . . . 2_567 ? C35 C35 C36 C35 115.5(9) 4_665 . . 2_567 ? C34 C35 C36 C35 -68.4(5) 2_567 . . 2_567 ? C34 C35 C36 C35 -175.8(9) 4_665 . . 2_567 ? C36 C35 C36 C33 180.000(4) 2_567 . . 2_567 ? C34 C35 C36 C33 -179.6(4) . . . 2_567 ? C35 C35 C36 C33 121.9(5) 2_567 . . 2_567 ? C35 C35 C36 C33 -122.6(5) 4_665 . . 2_567 ? C34 C35 C36 C33 53.4(6) 2_567 . . 2_567 ? C34 C35 C36 C33 -54.0(6) 4_665 . . 2_567 ? _diffrn_measured_fraction_theta_max 0.953 _diffrn_reflns_theta_full 40.08 _diffrn_measured_fraction_theta_full 0.953 _refine_diff_density_max 0.230 _refine_diff_density_min -0.159 _refine_diff_density_rms 0.047 _database_code_depnum_ccdc_archive 'CCDC 937763'