# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Maochun Hong' _publ_contact_author_email hmc@fjirsm.ac.cn _publ_author_name 'Maochun Hong' data_d:d _database_code_depnum_ccdc_archive 'CCDC 826309' #TrackingRef '- cif.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18.50 H19.50 N2.50 O7.50 S Zn' _chemical_formula_weight 494.30 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Fddd loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/4, -y+1/4, z' 'x, -y+1/4, -z+1/4' '-x+1/4, y, -z+1/4' 'x, y+1/2, z+1/2' '-x+1/4, -y+3/4, z+1/2' 'x, -y+3/4, -z+3/4' '-x+1/4, y+1/2, -z+3/4' 'x+1/2, y, z+1/2' '-x+3/4, -y+1/4, z+1/2' 'x+1/2, -y+1/4, -z+3/4' '-x+3/4, y, -z+3/4' 'x+1/2, y+1/2, z' '-x+3/4, -y+3/4, z' 'x+1/2, -y+3/4, -z+1/4' '-x+3/4, y+1/2, -z+1/4' '-x, -y, -z' 'x-1/4, y-1/4, -z' '-x, y-1/4, z-1/4' 'x-1/4, -y, z-1/4' '-x, -y+1/2, -z+1/2' 'x-1/4, y+1/4, -z+1/2' '-x, y+1/4, z+1/4' 'x-1/4, -y+1/2, z+1/4' '-x+1/2, -y, -z+1/2' 'x+1/4, y-1/4, -z+1/2' '-x+1/2, y-1/4, z+1/4' 'x+1/4, -y, z+1/4' '-x+1/2, -y+1/2, -z' 'x+1/4, y+1/4, -z' '-x+1/2, y+1/4, z-1/4' 'x+1/4, -y+1/2, z-1/4' _cell_length_a 19.2774(8) _cell_length_b 20.9886(7) _cell_length_c 43.2840(16) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 17512.9(11) _cell_formula_units_Z 32 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.500 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 8128 _exptl_absorpt_coefficient_mu 1.263 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7164 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details '(CrystalClear; Rigaku, 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _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 'Rigaku SCXmini CCD area-detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 33380 _diffrn_reflns_av_R_equivalents 0.0424 _diffrn_reflns_av_sigmaI/netI 0.0272 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -56 _diffrn_reflns_limit_l_max 55 _diffrn_reflns_theta_min 2.76 _diffrn_reflns_theta_max 27.49 _reflns_number_total 5002 _reflns_number_gt 4591 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku, 2000)' _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0990P)^2^+22.0202P] 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 5002 _refine_ls_number_parameters 237 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0513 _refine_ls_R_factor_gt 0.0460 _refine_ls_wR_factor_ref 0.1466 _refine_ls_wR_factor_gt 0.1401 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.000 _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 Zn1 Zn 0.5000 0.5000 0.0000 0.03549(14) Uani 1 2 d S . . O1 O 0.46558(10) 0.42364(8) 0.02863(4) 0.0432(4) Uani 1 1 d . . . N1 N 0.47898(11) 0.56229(10) 0.03657(4) 0.0376(4) Uani 1 1 d . . . C1 C 0.48739(14) 0.37102(12) 0.03661(6) 0.0399(5) Uani 1 1 d . . . Zn2 Zn 0.3750 0.3750 0.075006(9) 0.04251(15) Uani 1 2 d S . . O2 O 0.45719(11) 0.33668(9) 0.05679(4) 0.0504(5) Uani 1 1 d . . . N2 N 0.40259(14) 0.80392(11) 0.14503(5) 0.0487(5) Uani 1 1 d . . . C2 C 0.55003(14) 0.34066(12) 0.02172(6) 0.0414(5) Uani 1 1 d . . . S1 S 0.63347(3) 0.44303(3) 0.038432(15) 0.04259(17) Uani 1 1 d . . . O4 O 0.59804(13) 0.44389(12) 0.06787(5) 0.0620(6) Uani 1 1 d . . . C3 C 0.61631(14) 0.36783(12) 0.02094(6) 0.0428(5) Uani 1 1 d . . . O3 O 0.60523(10) 0.49015(9) 0.01659(5) 0.0452(4) Uani 1 1 d . . . C4 C 0.67048(16) 0.33643(15) 0.00615(7) 0.0546(7) Uani 1 1 d . . . H4 H 0.7147 0.3541 0.0062 0.066 Uiso 1 1 calc R . . O5 O 0.70798(11) 0.44794(10) 0.04083(5) 0.0585(5) Uani 1 1 d . . . C5 C 0.65875(19) 0.27910(17) -0.00853(9) 0.0652(8) Uani 1 1 d . . . H5 H 0.6949 0.2587 -0.0187 0.078 Uiso 1 1 calc R . . C6 C 0.5944(2) 0.25228(16) -0.00813(9) 0.0655(9) Uani 1 1 d . . . H6 H 0.5868 0.2139 -0.0183 0.079 Uiso 1 1 calc R . . C7 C 0.53978(17) 0.28178(15) 0.00738(8) 0.0576(7) Uani 1 1 d . . . H7 H 0.4965 0.2623 0.0082 0.069 Uiso 1 1 calc R . . C8 C 0.41692(14) 0.56662(13) 0.04981(6) 0.0438(5) Uani 1 1 d . . . H8 H 0.3829 0.5374 0.0442 0.053 Uiso 1 1 calc R . . C9 C 0.40070(15) 0.61268(14) 0.07149(6) 0.0479(6) Uani 1 1 d . . . H9 H 0.3566 0.6141 0.0802 0.058 Uiso 1 1 calc R . . C10 C 0.45052(14) 0.65680(12) 0.08025(5) 0.0412(5) Uani 1 1 d . . . C11 C 0.51581(15) 0.65117(13) 0.06702(6) 0.0470(6) Uani 1 1 d . . . H11 H 0.5512 0.6789 0.0726 0.056 Uiso 1 1 calc R . . C12 C 0.52758(15) 0.60407(13) 0.04554(6) 0.0461(6) Uani 1 1 d . . . H12 H 0.5715 0.6011 0.0368 0.055 Uiso 1 1 calc R . . C13 C 0.43432(15) 0.70850(13) 0.10270(6) 0.0455(6) Uani 1 1 d . . . C14 C 0.36759(19) 0.73063(19) 0.10604(8) 0.0671(10) Uani 1 1 d . . . H14 H 0.3320 0.7137 0.0941 0.081 Uiso 1 1 calc R . . C15 C 0.3537(2) 0.77811(19) 0.12728(8) 0.0683(10) Uani 1 1 d . . . H15 H 0.3083 0.7926 0.1293 0.082 Uiso 1 1 calc R . . C16 C 0.46709(17) 0.78259(16) 0.14197(7) 0.0574(7) Uani 1 1 d . . . H16 H 0.5016 0.7999 0.1544 0.069 Uiso 1 1 calc R . . C17 C 0.48474(18) 0.73576(16) 0.12102(7) 0.0579(8) Uani 1 1 d . . . H17 H 0.5306 0.7226 0.1193 0.070 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 Zn1 0.0403(2) 0.0312(2) 0.0349(2) -0.00405(13) 0.00410(14) -0.00068(14) O1 0.0471(10) 0.0360(9) 0.0466(10) 0.0025(7) 0.0093(7) -0.0012(7) N1 0.0405(11) 0.0370(10) 0.0353(9) -0.0068(7) 0.0025(8) -0.0010(8) C1 0.0422(13) 0.0382(12) 0.0393(11) -0.0025(9) -0.0040(10) -0.0096(10) Zn2 0.0576(3) 0.0355(2) 0.0344(2) 0.000 0.000 -0.01190(17) O2 0.0564(12) 0.0468(10) 0.0480(10) 0.0097(8) 0.0050(8) -0.0104(9) N2 0.0638(15) 0.0453(12) 0.0370(10) -0.0068(9) -0.0029(10) 0.0160(11) C2 0.0453(14) 0.0356(12) 0.0433(12) -0.0009(9) -0.0036(10) -0.0007(10) S1 0.0399(3) 0.0440(3) 0.0439(3) -0.0003(2) -0.0024(2) -0.0049(2) O4 0.0694(14) 0.0741(15) 0.0425(10) -0.0064(9) 0.0047(9) -0.0154(12) C3 0.0427(14) 0.0385(12) 0.0472(13) 0.0014(10) -0.0033(10) 0.0016(10) O3 0.0426(10) 0.0376(9) 0.0556(11) -0.0016(7) -0.0020(8) 0.0004(7) C4 0.0456(16) 0.0543(17) 0.0639(17) -0.0011(13) -0.0026(12) 0.0051(13) O5 0.0422(11) 0.0573(12) 0.0759(14) 0.0058(10) -0.0100(9) -0.0074(9) C5 0.058(2) 0.0624(19) 0.075(2) -0.0146(16) -0.0064(16) 0.0190(16) C6 0.064(2) 0.0515(17) 0.081(2) -0.0227(15) -0.0098(17) 0.0097(15) C7 0.0535(17) 0.0484(16) 0.0710(19) -0.0096(14) -0.0042(14) -0.0046(13) C8 0.0436(14) 0.0440(13) 0.0439(13) -0.0062(10) 0.0034(10) -0.0027(11) C9 0.0432(14) 0.0569(16) 0.0436(13) -0.0089(11) 0.0069(10) 0.0021(12) C10 0.0490(14) 0.0412(12) 0.0335(11) -0.0049(9) -0.0001(9) 0.0078(10) C11 0.0512(15) 0.0416(13) 0.0483(14) -0.0125(11) 0.0034(11) -0.0033(11) C12 0.0459(15) 0.0455(14) 0.0469(14) -0.0139(11) 0.0101(11) -0.0079(11) C13 0.0567(16) 0.0440(13) 0.0358(11) -0.0039(10) -0.0012(10) 0.0115(12) C14 0.0599(19) 0.078(2) 0.0636(19) -0.0308(17) -0.0161(14) 0.0215(17) C15 0.065(2) 0.075(2) 0.0653(19) -0.0291(17) -0.0148(16) 0.0278(18) C16 0.0572(18) 0.0626(18) 0.0526(15) -0.0233(13) -0.0024(13) 0.0107(14) C17 0.0516(17) 0.0645(19) 0.0578(17) -0.0218(14) -0.0008(13) 0.0123(14) _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 N1 2.0927(19) 17_665 ? Zn1 N1 2.0927(19) . ? Zn1 O1 2.1318(17) 17_665 ? Zn1 O1 2.1318(17) . ? Zn1 O3 2.1617(19) 17_665 ? Zn1 O3 2.1617(19) . ? O1 C1 1.231(3) . ? N1 C8 1.329(3) . ? N1 C12 1.341(3) . ? C1 O2 1.273(3) . ? C1 C2 1.510(4) . ? Zn2 O2 1.944(2) 14 ? Zn2 O2 1.944(2) . ? Zn2 N2 2.047(2) 3_565 ? Zn2 N2 2.047(2) 16_545 ? N2 C16 1.328(4) . ? N2 C15 1.331(4) . ? N2 Zn2 2.047(2) 3_565 ? C2 C7 1.397(4) . ? C2 C3 1.400(4) . ? S1 O5 1.444(2) . ? S1 O4 1.446(2) . ? S1 O3 1.473(2) . ? S1 C3 1.781(3) . ? C3 C4 1.391(4) . ? C4 C5 1.379(5) . ? C5 C6 1.363(5) . ? C6 C7 1.394(5) . ? C8 C9 1.383(4) . ? C9 C10 1.387(4) . ? C10 C11 1.388(4) . ? C10 C13 1.490(3) . ? C11 C12 1.376(3) . ? C13 C14 1.375(4) . ? C13 C17 1.379(4) . ? C14 C15 1.382(4) . ? C16 C17 1.380(4) . ? 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 N1 Zn1 N1 180.00 17_665 . ? N1 Zn1 O1 88.26(7) 17_665 17_665 ? N1 Zn1 O1 91.74(7) . 17_665 ? N1 Zn1 O1 91.74(7) 17_665 . ? N1 Zn1 O1 88.26(7) . . ? O1 Zn1 O1 180.00 17_665 . ? N1 Zn1 O3 89.44(8) 17_665 17_665 ? N1 Zn1 O3 90.56(8) . 17_665 ? O1 Zn1 O3 91.55(7) 17_665 17_665 ? O1 Zn1 O3 88.44(7) . 17_665 ? N1 Zn1 O3 90.56(8) 17_665 . ? N1 Zn1 O3 89.44(8) . . ? O1 Zn1 O3 88.45(7) 17_665 . ? O1 Zn1 O3 91.55(7) . . ? O3 Zn1 O3 180.00 17_665 . ? C1 O1 Zn1 136.98(18) . . ? C8 N1 C12 117.3(2) . . ? C8 N1 Zn1 122.88(17) . . ? C12 N1 Zn1 119.49(17) . . ? O1 C1 O2 123.0(3) . . ? O1 C1 C2 122.1(2) . . ? O2 C1 C2 114.8(2) . . ? O2 Zn2 O2 132.14(12) 14 . ? O2 Zn2 N2 99.63(9) 14 3_565 ? O2 Zn2 N2 110.29(10) . 3_565 ? O2 Zn2 N2 110.29(10) 14 16_545 ? O2 Zn2 N2 99.63(9) . 16_545 ? N2 Zn2 N2 101.38(12) 3_565 16_545 ? C1 O2 Zn2 114.63(18) . . ? C16 N2 C15 117.9(2) . . ? C16 N2 Zn2 123.5(2) . 3_565 ? C15 N2 Zn2 118.6(2) . 3_565 ? C7 C2 C3 118.6(3) . . ? C7 C2 C1 116.7(2) . . ? C3 C2 C1 124.6(2) . . ? O5 S1 O4 113.94(14) . . ? O5 S1 O3 111.47(12) . . ? O4 S1 O3 112.51(14) . . ? O5 S1 C3 106.16(13) . . ? O4 S1 C3 107.33(14) . . ? O3 S1 C3 104.69(12) . . ? C4 C3 C2 120.2(3) . . ? C4 C3 S1 118.4(2) . . ? C2 C3 S1 121.4(2) . . ? S1 O3 Zn1 128.64(11) . . ? C5 C4 C3 120.1(3) . . ? C6 C5 C4 120.3(3) . . ? C5 C6 C7 120.7(3) . . ? C6 C7 C2 120.0(3) . . ? N1 C8 C9 122.9(3) . . ? C8 C9 C10 119.7(3) . . ? C9 C10 C11 117.3(2) . . ? C9 C10 C13 121.3(2) . . ? C11 C10 C13 121.4(2) . . ? C12 C11 C10 119.3(3) . . ? N1 C12 C11 123.4(2) . . ? C14 C13 C17 117.3(3) . . ? C14 C13 C10 120.7(3) . . ? C17 C13 C10 122.0(3) . . ? C13 C14 C15 119.6(3) . . ? N2 C15 C14 122.7(3) . . ? N2 C16 C17 122.5(3) . . ? C13 C17 C16 120.0(3) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.382 _refine_diff_density_min -0.512 _refine_diff_density_rms 0.077 #================================================================end data_complex2 _database_code_depnum_ccdc_archive 'CCDC 826310' #TrackingRef '- cif.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H21 Co N3 O7 S' _chemical_formula_weight 506.39 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' S S 0.1246 0.1234 '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 trigonal _symmetry_space_group_name_H-M p3221 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z+2/3' '-x+y, -x, z+1/3' 'x-y, -y, -z+1/3' '-x, -x+y, -z+2/3' 'y, x, -z' _cell_length_a 11.4284(7) _cell_length_b 11.4284(7) _cell_length_c 30.743(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 3477.3(6) _cell_formula_units_Z 6 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.451 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1566 _exptl_absorpt_coefficient_mu 0.875 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7164 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details '(CrystalClear; Rigaku, 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _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 'Rigaku SCXmini CCD area-detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22853 _diffrn_reflns_av_R_equivalents 0.0471 _diffrn_reflns_av_sigmaI/netI 0.0434 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -39 _diffrn_reflns_limit_l_max 39 _diffrn_reflns_theta_min 2.86 _diffrn_reflns_theta_max 27.45 _reflns_number_total 5270 _reflns_number_gt 4770 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku, 2000)' _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0800P)^2^+0.0341P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.028(18) _refine_ls_number_reflns 5270 _refine_ls_number_parameters 296 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0535 _refine_ls_R_factor_gt 0.0469 _refine_ls_wR_factor_ref 0.1273 _refine_ls_wR_factor_gt 0.1218 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.060 _refine_ls_shift/su_mean 0.006 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 0.0000 0.93788(4) 0.8333 0.02838(14) Uani 1 2 d S . . Co2 Co 0.08570(4) 1.08570(4) 1.0000 0.02885(15) Uani 1 2 d S . . N3 N -0.1056(3) 0.8944(3) 1.0000 0.0442(11) Uani 1 2 d S . . N4 N 0.0000 0.1262(3) 0.8333 0.0360(9) Uani 1 2 d S . . N5 N -0.7259(3) 0.2741(3) 1.0000 0.0322(9) Uani 1 2 d S . . S1 S 0.27906(10) 0.94652(9) 0.99704(3) 0.0405(2) Uani 1 1 d . . . C16 C 0.0000 0.5026(4) 0.8333 0.0396(11) Uani 1 2 d S . . C11 C -0.4813(5) 0.5187(5) 1.0000 0.0518(15) Uani 1 2 d S . . C5 C 0.5269(4) 1.1556(4) 0.97264(14) 0.0505(9) Uani 1 1 d . . . H5 H 0.5585 1.1307 0.9976 0.061 Uiso 1 1 calc R . . O8 O 0.1044(2) 1.0364(2) 0.93672(7) 0.0381(5) Uani 1 1 d . . . O17 O 0.1942(3) 0.9894(2) 1.02097(8) 0.0405(5) Uani 1 1 d . . . O18 O 0.3677(3) 0.9290(3) 1.02686(10) 0.0591(8) Uani 1 1 d . . . C7 C 0.1957(3) 1.0506(3) 0.91034(10) 0.0313(6) Uani 1 1 d . . . C3 C 0.3428(3) 1.1179(3) 0.92503(11) 0.0347(7) Uani 1 1 d . . . C9 C -0.3476(4) 0.7726(4) 1.00069(18) 0.0666(13) Uani 1 1 d . . . H9 H -0.4293 0.7753 1.0007 0.080 Uiso 1 1 calc R . . C8 C -0.2226(4) 0.8930(4) 1.00138(16) 0.0586(12) Uani 1 1 d . . . H8 H -0.2216 0.9766 1.0029 0.070 Uiso 1 1 calc R . . O1 O 0.1744(2) 1.0182(2) 0.87134(7) 0.0383(5) Uani 1 1 d . . . O16 O 0.1998(3) 0.8328(3) 0.96852(10) 0.0560(7) Uani 1 1 d . . . C4 C 0.3887(3) 1.0846(3) 0.96240(11) 0.0372(7) Uani 1 1 d . . . C2 C 0.4363(4) 1.2218(4) 0.89825(13) 0.0480(9) Uani 1 1 d . . . H2 H 0.4065 1.2426 0.8720 0.058 Uiso 1 1 calc R . . C1 C 0.5711(4) 1.2943(4) 0.90943(16) 0.0589(11) Uani 1 1 d . . . H1 H 0.6326 1.3670 0.8915 0.071 Uiso 1 1 calc R . . C17 C 0.0000 0.3719(4) 0.8333 0.0431(12) Uani 1 2 d S . . O2 O 0.1341(3) 1.0059(3) 0.77910(9) 0.0519(7) Uani 1 1 d . . . H2B H 0.2069 1.0073 0.7858 0.062 Uiso 1 1 d R . . H2A H 0.0968 0.9523 0.7579 0.062 Uiso 1 1 d R . . C18 C -0.0139(5) 0.3029(4) 0.87157(11) 0.0458(9) Uani 1 1 d . . . H18 H -0.0237 0.3379 0.8985 0.055 Uiso 1 1 calc R . . C19 C -0.0135(4) 0.1809(4) 0.87033(11) 0.0442(9) Uani 1 1 d . . . H19 H -0.0233 0.1345 0.8969 0.053 Uiso 1 1 calc R . . C15 C 0.0194(5) 0.5762(4) 0.87122(12) 0.0558(11) Uani 1 1 d . . . H15 H 0.0313 0.5429 0.8982 0.067 Uiso 1 1 calc R . . N2 N 0.0000 0.7478(3) 0.8333 0.0396(10) Uani 1 2 d S . . C12 C -0.5083(4) 0.4210(4) 1.03112(14) 0.0584(11) Uani 1 1 d . . . H12 H -0.4434 0.4351 1.0528 0.070 Uiso 1 1 calc R . . C13 C -0.6317(4) 0.3024(4) 1.03005(13) 0.0480(9) Uani 1 1 d . . . H13 H -0.6502 0.2372 1.0521 0.058 Uiso 1 1 calc R . . C14 C 0.0215(5) 0.6988(4) 0.86958(12) 0.0513(10) Uani 1 1 d . . . H14 H 0.0390 0.7496 0.8956 0.062 Uiso 1 1 calc R . . C6 C 0.6178(4) 1.2618(5) 0.94675(16) 0.0585(11) Uani 1 1 d . . . H6 H 0.7107 1.3117 0.9544 0.070 Uiso 1 1 calc R . . C10 C -0.3508(4) 0.6492(4) 1.0000 0.0528(15) Uani 1 2 d S . . O3 O 0.3911(5) 1.0455(7) 0.78905(18) 0.1133(17) Uani 1 1 d . . . C21 C 0.3908(8) 0.9784(9) 0.8203(3) 0.109(3) Uani 1 1 d . . . H21 H 0.3051 0.9102 0.8305 0.131 Uiso 1 1 calc R . . N1 N 0.5007(7) 0.9919(7) 0.8417(2) 0.110(2) Uani 1 1 d . . . C20 C 0.4842(15) 0.9062(14) 0.8798(3) 0.177(5) Uani 1 1 d . . . H20A H 0.3878 0.8450 0.8852 0.266 Uiso 1 1 calc R . . H20B H 0.5253 0.9635 0.9053 0.266 Uiso 1 1 calc R . . H20C H 0.5285 0.8533 0.8740 0.266 Uiso 1 1 calc R . . C22 C 0.6348(8) 1.0975(9) 0.8280(3) 0.141(4) Uani 1 1 d . . . H22A H 0.6861 1.0560 0.8170 0.212 Uiso 1 1 calc R . . H22B H 0.6825 1.1558 0.8528 0.212 Uiso 1 1 calc R . . H22C H 0.6259 1.1517 0.8049 0.212 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 0.0379(4) 0.0255(2) 0.0259(3) -0.00318(12) -0.0064(2) 0.01893(18) Co2 0.02353(19) 0.02353(19) 0.0255(3) -0.00185(12) 0.00185(12) 0.0013(2) N3 0.0292(13) 0.0292(13) 0.040(2) -0.0066(11) 0.0066(11) -0.0115(17) N4 0.057(3) 0.0308(13) 0.0292(18) -0.0036(9) -0.0071(18) 0.0283(14) N5 0.0248(12) 0.0248(12) 0.0313(19) -0.0053(8) 0.0053(8) 0.0006(15) S1 0.0487(5) 0.0333(4) 0.0383(4) 0.0034(3) -0.0039(4) 0.0195(4) C16 0.070(3) 0.0338(16) 0.027(2) -0.0051(11) -0.010(2) 0.0348(17) C11 0.0377(19) 0.0377(19) 0.059(4) -0.0077(14) 0.0077(14) 0.003(2) C5 0.0390(19) 0.060(2) 0.053(2) -0.0029(19) -0.0089(17) 0.0251(18) O8 0.0342(12) 0.0437(13) 0.0296(11) -0.0056(9) -0.0006(9) 0.0143(10) O17 0.0443(13) 0.0380(12) 0.0338(11) 0.0068(10) 0.0045(10) 0.0165(11) O18 0.073(2) 0.0606(18) 0.0546(17) 0.0129(14) -0.0078(15) 0.0414(16) C7 0.0335(16) 0.0286(15) 0.0305(15) 0.0029(12) -0.0007(12) 0.0145(12) C3 0.0319(15) 0.0349(16) 0.0359(17) -0.0025(13) -0.0002(13) 0.0156(14) C9 0.035(2) 0.044(2) 0.093(4) -0.003(2) 0.010(2) -0.0017(18) C8 0.036(2) 0.0337(19) 0.085(3) -0.0017(19) 0.0045(19) 0.0020(16) O1 0.0418(13) 0.0498(14) 0.0274(11) -0.0081(10) -0.0064(10) 0.0260(11) O16 0.0669(18) 0.0343(13) 0.0567(17) -0.0066(12) -0.0036(14) 0.0178(13) C4 0.0367(17) 0.0388(18) 0.0345(17) 0.0002(13) -0.0022(13) 0.0176(15) C2 0.0424(19) 0.047(2) 0.048(2) 0.0132(17) 0.0076(16) 0.0175(17) C1 0.0379(19) 0.051(2) 0.074(3) 0.014(2) 0.0113(18) 0.0113(18) C17 0.072(4) 0.0316(16) 0.039(3) -0.0068(12) -0.014(2) 0.0360(18) O2 0.0556(16) 0.0660(19) 0.0388(13) 0.0000(13) -0.0015(12) 0.0339(15) C18 0.080(3) 0.0386(18) 0.0307(18) -0.0028(14) -0.0045(16) 0.0390(19) C19 0.069(3) 0.0394(18) 0.0363(17) -0.0002(14) -0.0063(17) 0.0360(18) C15 0.104(4) 0.047(2) 0.0326(19) -0.0032(16) -0.013(2) 0.050(2) N2 0.059(3) 0.0320(14) 0.036(2) -0.0051(9) -0.0103(19) 0.0297(14) C12 0.038(2) 0.047(2) 0.057(2) -0.0066(19) -0.0066(18) -0.0029(17) C13 0.0348(19) 0.0362(19) 0.049(2) -0.0011(16) -0.0014(16) 0.0000(16) C14 0.092(3) 0.044(2) 0.0368(19) -0.0080(15) -0.0111(19) 0.048(2) C6 0.0294(18) 0.059(3) 0.075(3) -0.004(2) -0.0062(18) 0.0127(18) C10 0.0376(18) 0.0376(18) 0.050(3) -0.0057(14) 0.0057(14) -0.006(2) O3 0.086(3) 0.163(5) 0.109(4) 0.002(4) 0.023(3) 0.076(4) C21 0.089(5) 0.130(7) 0.121(7) -0.032(5) 0.017(5) 0.064(5) N1 0.101(4) 0.145(5) 0.113(5) -0.054(4) -0.014(4) 0.084(4) C20 0.299(15) 0.263(13) 0.096(6) -0.022(8) -0.003(8) 0.234(13) C22 0.080(5) 0.146(8) 0.194(10) -0.078(7) -0.022(5) 0.055(5) _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 O1 2.086(2) 5_556 ? Co1 O1 2.086(2) . ? Co1 O2 2.131(3) . ? Co1 O2 2.131(3) 5_556 ? Co1 N4 2.153(4) 1_565 ? Co1 N2 2.172(4) . ? Co2 O8 2.066(2) 6_467 ? Co2 O8 2.066(2) . ? Co2 O17 2.128(3) . ? Co2 O17 2.128(3) 6_467 ? Co2 N5 2.153(4) 1_665 ? Co2 N3 2.186(4) . ? N3 C8 1.330(5) 6_467 ? N3 C8 1.330(5) . ? N4 C19 1.343(4) 5_556 ? N4 C19 1.343(4) . ? N4 Co1 2.153(4) 1_545 ? N5 C13 1.330(4) . ? N5 C13 1.330(4) 6_467 ? N5 Co2 2.153(3) 1_445 ? S1 O16 1.450(3) . ? S1 O18 1.453(3) . ? S1 O17 1.483(3) . ? S1 C4 1.793(4) . ? C16 C15 1.388(4) 5_556 ? C16 C15 1.388(4) . ? C16 C17 1.493(6) . ? C11 C12 1.383(5) 6_467 ? C11 C12 1.383(5) . ? C11 C10 1.491(7) . ? C5 C6 1.388(6) . ? C5 C4 1.404(5) . ? C5 H5 0.9500 . ? O8 C7 1.267(4) . ? C7 O1 1.242(4) . ? C7 C3 1.526(4) . ? C3 C4 1.393(5) . ? C3 C2 1.401(5) . ? C9 C10 1.393(6) . ? C9 C8 1.403(6) . ? C9 H9 0.9500 . ? C8 H8 0.9500 . ? C2 C1 1.379(6) . ? C2 H2 0.9500 . ? C1 C6 1.392(7) . ? C1 H1 0.9500 . ? C17 C18 1.380(4) 5_556 ? C17 C18 1.380(4) . ? O2 H2B 0.8500 . ? O2 H2A 0.8499 . ? C18 C19 1.396(5) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C15 C14 1.391(5) . ? C15 H15 0.9500 . ? N2 C14 1.324(4) 5_556 ? N2 C14 1.324(4) . ? C12 C13 1.384(5) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C6 H6 0.9500 . ? C10 C9 1.393(6) 6_467 ? O3 C21 1.229(9) . ? C21 N1 1.356(10) . ? C21 H21 0.9500 . ? N1 C22 1.461(11) . ? N1 C20 1.476(12) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 O1 175.68(14) 5_556 . ? O1 Co1 O2 94.44(10) 5_556 . ? O1 Co1 O2 85.59(10) . . ? O1 Co1 O2 85.59(10) 5_556 5_556 ? O1 Co1 O2 94.44(10) . 5_556 ? O2 Co1 O2 179.37(16) . 5_556 ? O1 Co1 N4 92.16(7) 5_556 1_565 ? O1 Co1 N4 92.16(7) . 1_565 ? O2 Co1 N4 89.69(8) . 1_565 ? O2 Co1 N4 89.69(8) 5_556 1_565 ? O1 Co1 N2 87.84(7) 5_556 . ? O1 Co1 N2 87.84(7) . . ? O2 Co1 N2 90.31(8) . . ? O2 Co1 N2 90.31(8) 5_556 . ? N4 Co1 N2 180.000(4) 1_565 . ? O8 Co2 O8 170.29(14) 6_467 . ? O8 Co2 O17 91.56(10) 6_467 . ? O8 Co2 O17 88.76(10) . . ? O8 Co2 O17 88.76(10) 6_467 6_467 ? O8 Co2 O17 91.56(10) . 6_467 ? O17 Co2 O17 176.25(14) . 6_467 ? O8 Co2 N5 94.85(7) 6_467 1_665 ? O8 Co2 N5 94.85(7) . 1_665 ? O17 Co2 N5 88.13(7) . 1_665 ? O17 Co2 N5 88.13(7) 6_467 1_665 ? O8 Co2 N3 85.15(7) 6_467 . ? O8 Co2 N3 85.15(7) . . ? O17 Co2 N3 91.87(7) . . ? O17 Co2 N3 91.87(7) 6_467 . ? N5 Co2 N3 180.0 1_665 . ? C8 N3 C8 118.8(5) 6_467 . ? C8 N3 Co2 120.6(2) 6_467 . ? C8 N3 Co2 120.6(2) . . ? C19 N4 C19 117.0(4) 5_556 . ? C19 N4 Co1 121.5(2) 5_556 1_545 ? C19 N4 Co1 121.5(2) . 1_545 ? C13 N5 C13 116.5(4) . 6_467 ? C13 N5 Co2 121.8(2) . 1_445 ? C13 N5 Co2 121.8(2) 6_467 1_445 ? O16 S1 O18 115.1(2) . . ? O16 S1 O17 112.19(18) . . ? O18 S1 O17 110.44(17) . . ? O16 S1 C4 106.15(17) . . ? O18 S1 C4 105.51(18) . . ? O17 S1 C4 106.78(16) . . ? C15 C16 C15 116.5(4) 5_556 . ? C15 C16 C17 121.7(2) 5_556 . ? C15 C16 C17 121.7(2) . . ? C12 C11 C12 118.0(5) 6_467 . ? C12 C11 C10 121.0(3) 6_467 . ? C12 C11 C10 121.0(3) . . ? C6 C5 C4 120.7(4) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? C7 O8 Co2 139.4(2) . . ? S1 O17 Co2 131.86(14) . . ? O1 C7 O8 123.6(3) . . ? O1 C7 C3 116.0(3) . . ? O8 C7 C3 120.3(3) . . ? C4 C3 C2 119.0(3) . . ? C4 C3 C7 125.2(3) . . ? C2 C3 C7 115.8(3) . . ? C10 C9 C8 119.5(5) . . ? C10 C9 H9 120.3 . . ? C8 C9 H9 120.3 . . ? N3 C8 C9 122.4(4) . . ? N3 C8 H8 118.8 . . ? C9 C8 H8 118.8 . . ? C7 O1 Co1 132.3(2) . . ? C3 C4 C5 119.7(3) . . ? C3 C4 S1 122.5(3) . . ? C5 C4 S1 117.7(3) . . ? C1 C2 C3 120.9(4) . . ? C1 C2 H2 119.6 . . ? C3 C2 H2 119.6 . . ? C2 C1 C6 120.5(4) . . ? C2 C1 H1 119.8 . . ? C6 C1 H1 119.8 . . ? C18 C17 C18 118.1(4) 5_556 . ? C18 C17 C16 120.9(2) 5_556 . ? C18 C17 C16 120.9(2) . . ? Co1 O2 H2B 109.6 . . ? Co1 O2 H2A 109.1 . . ? H2B O2 H2A 109.5 . . ? C17 C18 C19 119.4(3) . . ? C17 C18 H18 120.3 . . ? C19 C18 H18 120.3 . . ? N4 C19 C18 123.1(3) . . ? N4 C19 H19 118.5 . . ? C18 C19 H19 118.5 . . ? C16 C15 C14 119.8(4) . . ? C16 C15 H15 120.1 . . ? C14 C15 H15 120.1 . . ? C14 N2 C14 117.9(4) 5_556 . ? C14 N2 Co1 121.0(2) 5_556 . ? C14 N2 Co1 121.0(2) . . ? C11 C12 C13 118.7(4) . . ? C11 C12 H12 120.6 . . ? C13 C12 H12 120.6 . . ? N5 C13 C12 124.0(4) . . ? N5 C13 H13 118.0 . . ? C12 C13 H13 118.0 . . ? N2 C14 C15 122.9(4) . . ? N2 C14 H14 118.5 . . ? C15 C14 H14 118.5 . . ? C5 C6 C1 119.1(4) . . ? C5 C6 H6 120.4 . . ? C1 C6 H6 120.4 . . ? C9 C10 C9 117.3(5) . 6_467 ? C9 C10 C11 121.3(3) . . ? C9 C10 C11 121.3(3) 6_467 . ? O3 C21 N1 126.5(9) . . ? O3 C21 H21 116.7 . . ? N1 C21 H21 116.7 . . ? C21 N1 C22 118.9(9) . . ? C21 N1 C20 120.3(9) . . ? C22 N1 C20 120.7(9) . . ? N1 C20 H20A 109.5 . . ? N1 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? N1 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N1 C22 H22A 109.5 . . ? N1 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? N1 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.114 _refine_diff_density_min -0.382 _refine_diff_density_rms 0.073 # SQUEEZE RESULTS (APPEND TO CIF) 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 1 0.038 0.600 0.125 1328.0 159.3 2 -0.066 0.857 0.375 1327.8 155.1 3 0.038 0.100 0.625 1328.0 159.3 4 -0.066 0.357 0.875 1327.8 155.1 5 0.125 0.125 0.125 18.3 11.8 6 0.125 0.625 0.625 18.3 11.8 7 0.375 0.875 0.375 18.3 12.1 8 0.375 0.375 0.875 18.3 12.1 9 0.625 0.625 0.125 18.3 11.8 10 0.625 0.125 0.625 18.3 11.8 11 0.875 0.375 0.375 18.3 12.1 12 0.875 0.875 0.875 18.3 12.1 _platon_squeeze_details ; ;