# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email wangnan83@mail.nankai.edu.cn _publ_author_name 'Peng Cheng' data_p090926b _database_code_depnum_ccdc_archive 'CCDC 866540' #TrackingRef '866540.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H11 N3 O7 Zn2' _chemical_formula_weight 500.07 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.893(2) _cell_length_b 9.167(2) _cell_length_c 11.326(3) _cell_angle_alpha 101.69(2) _cell_angle_beta 112.91(2) _cell_angle_gamma 99.21(2) _cell_volume 803.1(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2427 _cell_measurement_theta_min 2.3417 _cell_measurement_theta_max 26.3145 _exptl_crystal_description sheetlike _exptl_crystal_colour colourless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.068 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 500 _exptl_absorpt_coefficient_mu 3.040 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.87342 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ? _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5322 _diffrn_reflns_av_R_equivalents 0.0366 _diffrn_reflns_av_sigmaI/netI 0.0481 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 25.01 _reflns_number_total 2827 _reflns_number_gt 2391 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0434P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2827 _refine_ls_number_parameters 266 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0383 _refine_ls_R_factor_gt 0.0310 _refine_ls_wR_factor_ref 0.0754 _refine_ls_wR_factor_gt 0.0731 _refine_ls_goodness_of_fit_ref 0.986 _refine_ls_restrained_S_all 0.986 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.48718(4) 0.67007(4) -0.00499(3) 0.00734(12) Uani 1 1 d . . . Zn2 Zn 0.34817(4) 0.57285(4) 0.18767(3) 0.00766(12) Uani 1 1 d . . . O1 O 0.3515(3) 0.4848(2) 0.0082(2) 0.0080(5) Uani 1 1 d D . . O2 O 0.3121(3) 0.7996(2) -0.0352(2) 0.0129(5) Uani 1 1 d . . . O3 O 0.2567(3) 0.7487(3) 0.1316(2) 0.0135(5) Uani 1 1 d . . . O4 O 0.2426(3) 0.5526(2) 0.3102(2) 0.0138(5) Uani 1 1 d . . . O5 O -0.0221(3) 0.5511(3) 0.1798(2) 0.0222(6) Uani 1 1 d . . . O6 O 0.5971(2) 0.6956(2) 0.3103(2) 0.0119(5) Uani 1 1 d . . . O7 O 0.6485(3) 0.8169(3) 0.1712(2) 0.0138(5) Uani 1 1 d . . . N1 N 0.5990(3) 0.6463(3) -0.2229(3) 0.0096(6) Uani 1 1 d . . . N2 N 0.5166(3) 0.7263(3) -0.1634(3) 0.0097(6) Uani 1 1 d . . . N3 N 0.5395(3) 0.8316(3) -0.3139(3) 0.0102(6) Uani 1 1 d . . . C1 C 0.6104(4) 0.7108(4) -0.3122(3) 0.0120(7) Uani 1 1 d . . . H1A H 0.6605 0.6786 -0.3677 0.014 Uiso 1 1 calc R . . C2 C 0.4811(4) 0.8366(4) -0.2192(3) 0.0106(7) Uani 1 1 d . . . H2 H 0.4248 0.9071 -0.1972 0.013 Uiso 1 1 calc R . . C3 C 0.5182(4) 0.9218(4) -0.4077(3) 0.0118(7) Uani 1 1 d . . . C4 C 0.6600(4) 1.0208(4) -0.3973(3) 0.0123(7) Uani 1 1 d . . . H4 H 0.7661 1.0335 -0.3288 0.015 Uiso 1 1 calc R . . C5 C 0.3595(4) 0.8997(4) -0.5088(3) 0.0124(7) Uani 1 1 d . . . H5 H 0.2662 0.8316 -0.5137 0.015 Uiso 1 1 calc R . . C6 C 0.2357(4) 0.8090(4) 0.0386(3) 0.0105(7) Uani 1 1 d . . . C7 C 0.1120(4) 0.9074(3) 0.0161(3) 0.0091(7) Uani 1 1 d . . . C8 C 0.1233(4) 1.0231(4) -0.0443(3) 0.0103(7) Uani 1 1 d . . . H8 H 0.2066 1.0384 -0.0743 0.012 Uiso 1 1 calc R . . C9 C -0.0132(4) 0.8835(4) 0.0611(3) 0.0098(7) Uani 1 1 d . . . H9 H -0.0224 0.8060 0.1017 0.012 Uiso 1 1 calc R . . C10 C 0.0883(4) 0.5422(3) 0.2849(3) 0.0110(7) Uani 1 1 d . . . C11 C 0.0436(4) 0.5207(3) 0.3965(3) 0.0088(7) Uani 1 1 d . . . C12 C 0.1667(4) 0.5294(4) 0.5224(3) 0.0122(7) Uani 1 1 d . . . H12 H 0.2797 0.5486 0.5380 0.015 Uiso 1 1 calc R . . C13 C -0.1243(4) 0.4898(4) 0.3755(3) 0.0133(7) Uani 1 1 d . . . H13 H -0.2088 0.4819 0.2921 0.016 Uiso 1 1 calc R . . C14 C 0.6851(4) 0.7946(4) 0.2848(3) 0.0108(7) Uani 1 1 d . . . C15 C 0.8492(4) 0.9008(4) 0.3967(3) 0.0112(7) Uani 1 1 d . . . C16 C 0.9224(4) 0.8688(4) 0.5187(3) 0.0135(7) Uani 1 1 d . . . H16 H 0.8703 0.7808 0.5313 0.016 Uiso 1 1 calc R . . C17 C 0.9283(4) 1.0331(4) 0.3789(3) 0.0108(7) Uani 1 1 d . . . H17 H 0.8806 1.0555 0.2979 0.013 Uiso 1 1 calc R . . H1 H 0.247(2) 0.478(5) -0.050(3) 0.040(13) Uiso 1 1 d D . . 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 0.0096(2) 0.0070(2) 0.0072(2) 0.00229(15) 0.00533(16) 0.00232(14) Zn2 0.0089(2) 0.0087(2) 0.0086(2) 0.00356(15) 0.00615(16) 0.00357(14) O1 0.0085(12) 0.0077(11) 0.0088(12) 0.0032(9) 0.0048(9) 0.0013(9) O2 0.0141(12) 0.0163(13) 0.0171(13) 0.0083(10) 0.0120(10) 0.0093(9) O3 0.0184(13) 0.0161(13) 0.0141(13) 0.0081(10) 0.0106(10) 0.0115(10) O4 0.0156(13) 0.0164(13) 0.0170(13) 0.0065(10) 0.0123(10) 0.0084(9) O5 0.0133(13) 0.0402(17) 0.0120(13) 0.0122(12) 0.0046(11) 0.0007(11) O6 0.0085(12) 0.0127(12) 0.0133(12) 0.0042(9) 0.0043(9) 0.0002(9) O7 0.0146(12) 0.0146(13) 0.0085(12) 0.0009(10) 0.0049(10) -0.0024(9) N1 0.0117(14) 0.0122(15) 0.0117(15) 0.0049(11) 0.0098(12) 0.0065(11) N2 0.0093(14) 0.0135(15) 0.0114(15) 0.0046(12) 0.0079(12) 0.0062(11) N3 0.0131(14) 0.0107(14) 0.0087(14) 0.0037(11) 0.0062(11) 0.0033(11) C1 0.0140(17) 0.0127(17) 0.0140(18) 0.0039(14) 0.0097(14) 0.0070(13) C2 0.0119(17) 0.0120(17) 0.0094(17) 0.0030(14) 0.0055(14) 0.0049(13) C3 0.0207(19) 0.0097(17) 0.0141(18) 0.0057(14) 0.0135(15) 0.0094(13) C4 0.0168(18) 0.0112(17) 0.0100(17) 0.0020(14) 0.0069(14) 0.0058(13) C5 0.0193(19) 0.0087(17) 0.0105(17) 0.0003(13) 0.0101(15) 0.0009(13) C6 0.0109(17) 0.0088(17) 0.0110(18) -0.0001(13) 0.0064(14) 0.0003(12) C7 0.0083(16) 0.0081(16) 0.0097(17) 0.0009(13) 0.0039(13) 0.0016(12) C8 0.0104(16) 0.0132(17) 0.0084(17) 0.0023(13) 0.0066(13) 0.0011(13) C9 0.0098(16) 0.0104(17) 0.0105(17) 0.0048(13) 0.0051(13) 0.0020(12) C10 0.0122(18) 0.0066(17) 0.0140(18) 0.0014(13) 0.0069(15) 0.0009(13) C11 0.0113(17) 0.0053(16) 0.0117(17) 0.0015(13) 0.0076(14) 0.0016(12) C12 0.0083(16) 0.0126(17) 0.0164(18) 0.0021(14) 0.0083(14) 0.0004(13) C13 0.0124(18) 0.0139(18) 0.0109(18) 0.0010(14) 0.0043(14) 0.0014(13) C14 0.0091(16) 0.0099(17) 0.0138(18) 0.0007(14) 0.0059(14) 0.0049(13) C15 0.0097(16) 0.0110(18) 0.0115(18) -0.0008(14) 0.0056(14) 0.0015(12) C16 0.0151(17) 0.0107(17) 0.0154(18) 0.0016(14) 0.0100(15) -0.0007(13) C17 0.0104(16) 0.0148(18) 0.0082(17) 0.0035(13) 0.0055(13) 0.0024(13) _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 O7 1.979(2) . ? Zn1 O1 1.987(2) . ? Zn1 N2 2.061(3) . ? Zn1 O2 2.072(2) . ? Zn1 O1 2.179(2) 2_665 ? Zn1 Zn1 3.1839(10) 2_665 ? Zn2 O4 1.976(2) . ? Zn2 O3 2.024(2) . ? Zn2 O1 2.043(2) . ? Zn2 O6 2.067(2) . ? Zn2 N1 2.213(3) 2_665 ? O1 Zn1 2.179(2) 2_665 ? O1 H1 0.890(10) . ? O2 C6 1.265(4) . ? O3 C6 1.251(4) . ? O4 C10 1.271(4) . ? O5 C10 1.242(4) . ? O6 C14 1.254(4) . ? O7 C14 1.267(4) . ? N1 C1 1.299(4) . ? N1 N2 1.373(3) . ? N1 Zn2 2.213(3) 2_665 ? N2 C2 1.315(4) . ? N3 C2 1.358(4) . ? N3 C1 1.359(4) . ? N3 C3 1.448(4) . ? C1 H1A 0.9300 . ? C2 H2 0.9300 . ? C3 C5 1.379(5) . ? C3 C4 1.379(4) . ? C4 C5 1.380(5) 2_674 ? C4 H4 0.9300 . ? C5 C4 1.380(5) 2_674 ? C5 H5 0.9300 . ? C6 C7 1.510(4) . ? C7 C8 1.384(4) . ? C7 C9 1.399(4) . ? C8 C9 1.385(4) 2_575 ? C8 H8 0.9300 . ? C9 C8 1.385(4) 2_575 ? C9 H9 0.9300 . ? C10 C11 1.504(4) . ? C11 C13 1.388(4) . ? C11 C12 1.396(5) . ? C12 C13 1.382(5) 2_566 ? C12 H12 0.9300 . ? C13 C12 1.382(5) 2_566 ? C13 H13 0.9300 . ? C14 C15 1.513(4) . ? C15 C16 1.394(5) . ? C15 C17 1.395(5) . ? C16 C17 1.383(4) 2_776 ? C16 H16 0.9300 . ? C17 C16 1.383(4) 2_776 ? C17 H17 0.9300 . ? 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 O7 Zn1 O1 113.52(9) . . ? O7 Zn1 N2 113.19(10) . . ? O1 Zn1 N2 132.70(10) . . ? O7 Zn1 O2 93.38(9) . . ? O1 Zn1 O2 98.46(9) . . ? N2 Zn1 O2 85.81(9) . . ? O7 Zn1 O1 95.57(9) . 2_665 ? O1 Zn1 O1 80.43(9) . 2_665 ? N2 Zn1 O1 88.18(9) . 2_665 ? O2 Zn1 O1 170.66(8) . 2_665 ? O7 Zn1 Zn1 108.39(7) . 2_665 ? O1 Zn1 Zn1 42.44(6) . 2_665 ? N2 Zn1 Zn1 113.68(8) . 2_665 ? O2 Zn1 Zn1 140.09(6) . 2_665 ? O1 Zn1 Zn1 37.99(5) 2_665 2_665 ? O4 Zn2 O3 96.72(9) . . ? O4 Zn2 O1 148.11(9) . . ? O3 Zn2 O1 93.10(9) . . ? O4 Zn2 O6 105.31(9) . . ? O3 Zn2 O6 98.44(9) . . ? O1 Zn2 O6 103.12(9) . . ? O4 Zn2 N1 81.20(9) . 2_665 ? O3 Zn2 N1 169.47(9) . 2_665 ? O1 Zn2 N1 83.65(9) . 2_665 ? O6 Zn2 N1 92.05(9) . 2_665 ? Zn1 O1 Zn2 100.61(9) . . ? Zn1 O1 Zn1 99.57(9) . 2_665 ? Zn2 O1 Zn1 116.68(10) . 2_665 ? Zn1 O1 H1 103(3) . . ? Zn2 O1 H1 102(3) . . ? Zn1 O1 H1 131(3) 2_665 . ? C6 O2 Zn1 118.4(2) . . ? C6 O3 Zn2 137.5(2) . . ? C10 O4 Zn2 126.9(2) . . ? C14 O6 Zn2 126.1(2) . . ? C14 O7 Zn1 126.6(2) . . ? C1 N1 N2 106.7(3) . . ? C1 N1 Zn2 130.0(2) . 2_665 ? N2 N1 Zn2 122.52(19) . 2_665 ? C2 N2 N1 108.1(3) . . ? C2 N2 Zn1 132.6(2) . . ? N1 N2 Zn1 119.1(2) . . ? C2 N3 C1 104.8(3) . . ? C2 N3 C3 129.1(3) . . ? C1 N3 C3 125.8(3) . . ? N1 C1 N3 111.0(3) . . ? N1 C1 H1A 124.5 . . ? N3 C1 H1A 124.5 . . ? N2 C2 N3 109.4(3) . . ? N2 C2 H2 125.3 . . ? N3 C2 H2 125.3 . . ? C5 C3 C4 122.1(3) . . ? C5 C3 N3 119.3(3) . . ? C4 C3 N3 118.5(3) . . ? C3 C4 C5 118.4(3) . 2_674 ? C3 C4 H4 120.8 . . ? C5 C4 H4 120.8 2_674 . ? C3 C5 C4 119.5(3) . 2_674 ? C3 C5 H5 120.3 . . ? C4 C5 H5 120.3 2_674 . ? O3 C6 O2 126.3(3) . . ? O3 C6 C7 116.7(3) . . ? O2 C6 C7 117.0(3) . . ? C8 C7 C9 119.6(3) . . ? C8 C7 C6 121.4(3) . . ? C9 C7 C6 118.9(3) . . ? C7 C8 C9 121.4(3) . 2_575 ? C7 C8 H8 119.3 . . ? C9 C8 H8 119.3 2_575 . ? C8 C9 C7 119.0(3) 2_575 . ? C8 C9 H9 120.5 2_575 . ? C7 C9 H9 120.5 . . ? O5 C10 O4 125.6(3) . . ? O5 C10 C11 119.7(3) . . ? O4 C10 C11 114.6(3) . . ? C13 C11 C12 118.1(3) . . ? C13 C11 C10 120.0(3) . . ? C12 C11 C10 121.9(3) . . ? C13 C12 C11 121.4(3) 2_566 . ? C13 C12 H12 119.3 2_566 . ? C11 C12 H12 119.3 . . ? C12 C13 C11 120.5(3) 2_566 . ? C12 C13 H13 119.8 2_566 . ? C11 C13 H13 119.8 . . ? O6 C14 O7 125.7(3) . . ? O6 C14 C15 119.2(3) . . ? O7 C14 C15 115.1(3) . . ? C16 C15 C17 119.2(3) . . ? C16 C15 C14 120.8(3) . . ? C17 C15 C14 120.0(3) . . ? C17 C16 C15 120.6(3) 2_776 . ? C17 C16 H16 119.7 2_776 . ? C15 C16 H16 119.7 . . ? C16 C17 C15 120.2(3) 2_776 . ? C16 C17 H17 119.9 2_776 . ? C15 C17 H17 119.9 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1 O5 0.890(10) 1.900(11) 2.788(3) 176(4) 2_565 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.509 _refine_diff_density_min -0.514 _refine_diff_density_rms 0.111 # Attachment '866541.CIF' data_p110604h _database_code_depnum_ccdc_archive 'CCDC 866541' #TrackingRef '866541.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H18 Cl0.50 Co1.50 N6 O3.50' _chemical_formula_weight 492.51 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' Cl Cl 0.1484 0.1585 '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' 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' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M I41md loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x+1/2, z+1/4' '-x, -y, z' 'y, -x+1/2, z+1/4' '-x, y, z' 'x, -y, z' '-y, -x+1/2, z+1/4' 'y, x+1/2, z+1/4' 'x+1/2, y+1/2, z+1/2' '-y+1/2, x+1, z+3/4' '-x+1/2, -y+1/2, z+1/2' 'y+1/2, -x+1, z+3/4' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z+1/2' '-y+1/2, -x+1, z+3/4' 'y+1/2, x+1, z+3/4' _cell_length_a 22.2357(3) _cell_length_b 22.2357(3) _cell_length_c 33.9623(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 16791.9(4) _cell_formula_units_Z 16 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 10494 _cell_measurement_theta_min 2.7208 _cell_measurement_theta_max 29.0159 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.779 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4016 _exptl_absorpt_coefficient_mu 0.649 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.90521 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ? _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20581 _diffrn_reflns_av_R_equivalents 0.0319 _diffrn_reflns_av_sigmaI/netI 0.0346 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -38 _diffrn_reflns_limit_l_max 40 _diffrn_reflns_theta_min 2.73 _diffrn_reflns_theta_max 25.01 _reflns_number_total 7137 _reflns_number_gt 6290 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.1309P)^2^+25.0563P] 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 . _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 0.36(3) _refine_ls_number_reflns 7137 _refine_ls_number_parameters 292 _refine_ls_number_restraints 72 _refine_ls_R_factor_all 0.0723 _refine_ls_R_factor_gt 0.0649 _refine_ls_wR_factor_ref 0.1930 _refine_ls_wR_factor_gt 0.1844 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 1.097 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.19496(4) 1.0000 1.11813(3) 0.0253(2) Uani 1 2 d S . . Co2 Co 0.07082(3) 0.91270(3) 1.12300(2) 0.02553(19) Uani 1 1 d . . . C1 C 0.1434(3) 0.8498(3) 1.05280(18) 0.0470(15) Uani 1 1 d . . . H1 H 0.1182 0.8167 1.0499 0.056 Uiso 1 1 calc R . . C2 C 0.2165(3) 0.9129(3) 1.04391(16) 0.0369(13) Uani 1 1 d . . . H2 H 0.2504 0.9317 1.0336 0.044 Uiso 1 1 calc R . . C3 C 0.2077(3) 0.8329(4) 0.9923(2) 0.0606(17) Uani 1 1 d DU . . C4 C 0.2253(4) 0.8702(5) 0.9601(2) 0.0761(19) Uani 1 1 d DU . . H4 H 0.2242 0.9119 0.9615 0.091 Uiso 1 1 calc R . . C5 C 0.2444(4) 0.8397(5) 0.9260(2) 0.096(3) Uani 1 1 d DU . . H5 H 0.2558 0.8618 0.9040 0.115 Uiso 1 1 calc R . . C6 C 0.2466(5) 0.7777(6) 0.9245(4) 0.121(4) Uani 1 1 d DU . . C7 C 0.2292(5) 0.7448(5) 0.9574(3) 0.102(3) Uani 1 1 d DU . . H7 H 0.2321 0.7030 0.9571 0.123 Uiso 1 1 calc R . . C8 C 0.2081(5) 0.7729(5) 0.9898(3) 0.098(3) Uani 1 1 d DU . . H8 H 0.1936 0.7502 1.0108 0.118 Uiso 1 1 calc R . . C9 C 0.2724(6) 0.7507(5) 0.8862(4) 0.131(5) Uani 1 1 d DU . . H9A H 0.2620 0.7770 0.8645 0.158 Uiso 1 1 calc R . . H9B H 0.3160 0.7501 0.8882 0.158 Uiso 1 1 calc R . . C10 C 0.2517(5) 0.6894(4) 0.8766(3) 0.1019(18) Uani 1 1 d DU . . H10A H 0.2091 0.6851 0.8821 0.122 Uiso 1 1 calc R . . H10B H 0.2736 0.6597 0.8919 0.122 Uiso 1 1 calc R . . C11 C 0.2649(6) 0.6810(5) 0.8305(3) 0.1024(18) Uani 1 1 d DU . . C12 C 0.3206(5) 0.6685(4) 0.8230(3) 0.102(3) Uani 1 1 d DU . . H12 H 0.3494 0.6755 0.8423 0.122 Uiso 1 1 calc R . . C13 C 0.3387(5) 0.6451(4) 0.7871(2) 0.090(2) Uani 1 1 d DU . . H13 H 0.3790 0.6369 0.7824 0.108 Uiso 1 1 calc R . . C14 C 0.2977(4) 0.6345(4) 0.7595(2) 0.077(2) Uani 1 1 d DU . . C15 C 0.2369(5) 0.6486(5) 0.7669(3) 0.118(4) Uani 1 1 d DU . . H15 H 0.2077 0.6431 0.7477 0.141 Uiso 1 1 calc R . . C16 C 0.2220(5) 0.6709(6) 0.8037(3) 0.137(5) Uani 1 1 d DU . . H16 H 0.1820 0.6788 0.8098 0.165 Uiso 1 1 calc R . . C17 C 0.2799(3) 0.5779(3) 0.69685(17) 0.0446(15) Uani 1 1 d . . . H17 H 0.2408 0.5655 0.7019 0.054 Uiso 1 1 calc R . . C18 C 0.3674(3) 0.6203(3) 0.70237(15) 0.0420(14) Uani 1 1 d . . . H18 H 0.3994 0.6427 0.7123 0.050 Uiso 1 1 calc R . . C19 C 0.0000 0.7997(4) 1.1330(3) 0.050(2) Uani 1 2 d S . . H19 H 0.0000 0.7584 1.1376 0.059 Uiso 1 2 calc SR . . C20 C 0.0000 0.9398(4) 1.04341(16) 0.0501(17) Uani 1 2 d SDU . . Cl1 Cl 0.5000 0.67651(18) 0.74286(10) 0.0859(10) Uani 1 2 d S . . N1 N 0.1397(2) 0.8887(2) 1.08105(13) 0.0387(11) Uani 1 1 d . . . N2 N 0.1883(2) 0.9293(2) 1.07567(12) 0.0305(10) Uani 1 1 d . . . N3 N 0.1888(2) 0.8640(2) 1.02804(14) 0.0438(12) Uani 1 1 d . . . N4 N 0.3117(2) 0.5643(2) 0.66453(13) 0.0361(11) Uani 1 1 d . . . N5 N 0.3674(2) 0.5922(2) 0.66928(13) 0.0353(11) Uani 1 1 d . . . N6 N 0.3135(3) 0.6122(3) 0.72078(15) 0.0536(15) Uani 1 1 d . . . O1 O 0.1005(2) 1.0000 1.11101(12) 0.0245(10) Uani 1 2 d S . . O2 O 0.0000 0.9420(3) 1.15812(14) 0.0383(13) Uani 1 2 d S . . O3 O 0.05080(17) 0.82338(16) 1.13038(13) 0.0440(10) Uani 1 1 d . . . O4 O 0.0000 0.9186(2) 1.07736(13) 0.0323(12) Uani 1 2 d SD . . O5 O -0.0496(3) 0.9609(4) 1.0336(3) 0.0648(19) Uani 0.50 1 d PDU . . O6 O 0.2965(2) 1.0000 1.12024(16) 0.0323(10) Uani 1 2 d S . . 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 0.0315(5) 0.0270(5) 0.0174(4) 0.000 0.0027(4) 0.000 Co2 0.0325(4) 0.0257(3) 0.0184(3) 0.0022(3) 0.0018(3) 0.0017(2) C1 0.054(4) 0.048(4) 0.040(3) -0.008(3) 0.005(3) -0.003(3) C2 0.034(3) 0.045(3) 0.031(3) -0.012(2) 0.013(2) -0.002(2) C3 0.068(4) 0.072(3) 0.042(3) -0.025(3) 0.014(3) -0.016(4) C4 0.075(5) 0.111(3) 0.043(3) -0.016(3) 0.017(3) -0.031(5) C5 0.126(8) 0.111(3) 0.050(3) -0.034(3) 0.034(4) -0.074(5) C6 0.125(9) 0.114(3) 0.122(6) -0.019(3) 0.087(7) -0.011(6) C7 0.136(9) 0.080(4) 0.092(5) -0.043(3) 0.056(6) -0.029(6) C8 0.145(9) 0.075(3) 0.074(4) -0.041(3) 0.031(5) -0.016(6) C9 0.154(11) 0.121(5) 0.119(6) -0.031(5) 0.092(7) -0.038(6) C10 0.103(2) 0.102(2) 0.1005(18) -0.0037(10) 0.0037(10) 0.0005(10) C11 0.104(2) 0.103(2) 0.0996(18) -0.0041(10) 0.0002(9) -0.0012(10) C12 0.102(3) 0.120(8) 0.083(4) -0.067(6) -0.020(2) -0.007(5) C13 0.124(4) 0.094(7) 0.053(4) -0.023(4) 0.007(3) -0.050(5) C14 0.077(4) 0.103(6) 0.051(3) -0.049(4) 0.031(3) -0.020(4) C15 0.087(3) 0.150(10) 0.117(5) -0.084(8) 0.060(3) -0.018(6) C16 0.061(3) 0.231(14) 0.120(4) -0.117(8) 0.043(3) -0.031(6) C17 0.051(4) 0.051(4) 0.033(3) -0.024(3) 0.008(3) -0.001(3) C18 0.041(3) 0.062(4) 0.024(3) -0.019(3) 0.008(2) -0.015(3) C19 0.056(6) 0.031(4) 0.062(6) 0.023(4) 0.000 0.000 C20 0.0538(18) 0.048(2) 0.048(2) -0.0027(10) 0.000 0.000 Cl1 0.0505(15) 0.136(3) 0.0709(18) -0.0474(19) 0.000 0.000 N1 0.046(3) 0.039(3) 0.032(2) -0.007(2) 0.004(2) -0.009(2) N2 0.033(2) 0.034(2) 0.025(2) -0.0032(18) 0.0036(18) 0.0003(18) N3 0.048(3) 0.046(3) 0.037(3) -0.015(2) 0.014(2) -0.010(2) N4 0.036(3) 0.046(3) 0.027(2) -0.008(2) 0.0027(19) -0.003(2) N5 0.036(3) 0.041(3) 0.029(2) -0.0116(19) 0.002(2) 0.001(2) N6 0.057(3) 0.062(4) 0.042(3) -0.024(3) 0.015(3) -0.010(3) O1 0.030(2) 0.031(3) 0.013(2) 0.000 0.0039(18) 0.000 O2 0.039(3) 0.055(4) 0.021(2) 0.008(2) 0.000 0.000 O3 0.037(2) 0.0279(18) 0.068(3) 0.0166(19) -0.006(2) -0.0050(15) O4 0.033(3) 0.033(3) 0.032(3) -0.001(2) 0.000 0.000 O5 0.0624(19) 0.067(2) 0.065(2) 0.0014(10) -0.0021(10) 0.0038(10) O6 0.033(2) 0.033(2) 0.032(2) 0.000 -0.009(2) 0.000 _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 2.114(5) . ? Co1 N4 2.133(5) 11_565 ? Co1 N4 2.133(5) 13 ? Co1 N2 2.138(4) . ? Co1 N2 2.138(4) 6_575 ? Co1 O6 2.258(5) . ? Co2 O3 2.051(4) . ? Co2 O2 2.080(4) . ? Co2 O1 2.0902(17) . ? Co2 N5 2.091(5) 11_565 ? Co2 N1 2.160(5) . ? Co2 O4 2.213(3) . ? C1 N1 1.294(8) . ? C1 N3 1.352(8) . ? C1 H1 0.9300 . ? C2 N2 1.300(7) . ? C2 N3 1.361(8) . ? C2 H2 0.9300 . ? C3 C8 1.337(13) . ? C3 C4 1.427(12) . ? C3 N3 1.458(8) . ? C4 C5 1.406(11) . ? C4 H4 0.9300 . ? C5 C6 1.380(16) . ? C5 H5 0.9300 . ? C6 C7 1.391(15) . ? C6 C9 1.545(13) . ? C7 C8 1.349(12) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C9 C10 1.475(2) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.603(15) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.295(15) . ? C11 C16 1.338(15) . ? C12 C13 1.385(12) . ? C12 H12 0.9300 . ? C13 C14 1.330(13) . ? C13 H13 0.9300 . ? C14 C15 1.410(13) . ? C14 N6 1.448(7) . ? C15 C16 1.383(12) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 N4 1.339(7) . ? C17 N6 1.341(8) . ? C17 H17 0.9300 . ? C18 N5 1.286(7) . ? C18 N6 1.365(8) . ? C18 H18 0.9300 . ? C19 O3 1.250(5) . ? C19 O3 1.250(5) 5 ? C19 H19 0.9300 . ? C20 O5 1.244(2) 5 ? C20 O5 1.244(2) . ? C20 O4 1.246(2) . ? N1 N2 1.420(7) . ? N4 N5 1.394(7) . ? N4 Co1 2.133(5) 11_564 ? N5 Co2 2.091(5) 11_564 ? O1 Co2 2.0902(17) 6_575 ? O2 Co2 2.080(4) 5 ? O4 Co2 2.213(3) 5 ? O5 O5 1.74(2) 6_575 ? 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 N4 90.91(16) . 11_565 ? O1 Co1 N4 90.91(16) . 13 ? N4 Co1 N4 84.2(3) 11_565 13 ? O1 Co1 N2 81.63(14) . . ? N4 Co1 N2 90.03(17) 11_565 . ? N4 Co1 N2 170.51(18) 13 . ? O1 Co1 N2 81.63(14) . 6_575 ? N4 Co1 N2 170.51(18) 11_565 6_575 ? N4 Co1 N2 90.03(16) 13 6_575 ? N2 Co1 N2 94.6(2) . 6_575 ? O1 Co1 O6 175.25(18) . . ? N4 Co1 O6 92.61(17) 11_565 . ? N4 Co1 O6 92.61(17) 13 . ? N2 Co1 O6 95.17(16) . . ? N2 Co1 O6 95.17(16) 6_575 . ? O3 Co2 O2 93.9(2) . . ? O3 Co2 O1 172.63(17) . . ? O2 Co2 O1 93.4(2) . . ? O3 Co2 N5 90.02(17) . 11_565 ? O2 Co2 N5 94.76(17) . 11_565 ? O1 Co2 N5 89.27(18) . 11_565 ? O3 Co2 N1 89.71(18) . . ? O2 Co2 N1 173.22(19) . . ? O1 Co2 N1 82.96(17) . . ? N5 Co2 N1 90.95(18) 11_565 . ? O3 Co2 O4 89.32(17) . . ? O2 Co2 O4 81.05(14) . . ? O1 Co2 O4 91.92(17) . . ? N5 Co2 O4 175.70(17) 11_565 . ? N1 Co2 O4 93.30(16) . . ? N1 C1 N3 110.6(6) . . ? N1 C1 H1 124.7 . . ? N3 C1 H1 124.7 . . ? N2 C2 N3 109.6(5) . . ? N2 C2 H2 125.2 . . ? N3 C2 H2 125.2 . . ? C8 C3 C4 122.0(7) . . ? C8 C3 N3 121.8(7) . . ? C4 C3 N3 116.2(7) . . ? C5 C4 C3 115.7(9) . . ? C5 C4 H4 122.2 . . ? C3 C4 H4 122.2 . . ? C6 C5 C4 121.5(9) . . ? C6 C5 H5 119.3 . . ? C4 C5 H5 119.3 . . ? C5 C6 C7 119.1(9) . . ? C5 C6 C9 115.6(9) . . ? C7 C6 C9 125.1(11) . . ? C8 C7 C6 120.5(10) . . ? C8 C7 H7 119.8 . . ? C6 C7 H7 119.8 . . ? C3 C8 C7 121.1(10) . . ? C3 C8 H8 119.4 . . ? C7 C8 H8 119.4 . . ? C10 C9 C6 115.5(9) . . ? C10 C9 H9A 108.4 . . ? C6 C9 H9A 108.4 . . ? C10 C9 H9B 108.4 . . ? C6 C9 H9B 108.4 . . ? H9A C9 H9B 107.5 . . ? C9 C10 C11 105.4(9) . . ? C9 C10 H10A 110.7 . . ? C11 C10 H10A 110.7 . . ? C9 C10 H10B 110.7 . . ? C11 C10 H10B 110.7 . . ? H10A C10 H10B 108.8 . . ? C12 C11 C16 120.7(10) . . ? C12 C11 C10 113.1(10) . . ? C16 C11 C10 123.7(10) . . ? C11 C12 C13 122.2(10) . . ? C11 C12 H12 118.9 . . ? C13 C12 H12 118.9 . . ? C14 C13 C12 119.2(10) . . ? C14 C13 H13 120.4 . . ? C12 C13 H13 120.4 . . ? C13 C14 C15 119.4(8) . . ? C13 C14 N6 122.4(8) . . ? C15 C14 N6 118.1(8) . . ? C16 C15 C14 118.1(11) . . ? C16 C15 H15 120.9 . . ? C14 C15 H15 120.9 . . ? C11 C16 C15 120.3(10) . . ? C11 C16 H16 119.8 . . ? C15 C16 H16 119.8 . . ? N4 C17 N6 109.4(6) . . ? N4 C17 H17 125.3 . . ? N6 C17 H17 125.3 . . ? N5 C18 N6 109.6(5) . . ? N5 C18 H18 125.2 . . ? N6 C18 H18 125.2 . . ? O3 C19 O3 129.3(7) . 5 ? O3 C19 H19 115.3 . . ? O3 C19 H19 115.3 5 . ? O5 C20 O5 124.9(11) 5 . ? O5 C20 O4 113.0(6) 5 . ? O5 C20 O4 113.0(6) . . ? C1 N1 N2 106.4(5) . . ? C1 N1 Co2 134.3(4) . . ? N2 N1 Co2 117.8(3) . . ? C2 N2 N1 107.1(4) . . ? C2 N2 Co1 137.1(4) . . ? N1 N2 Co1 115.7(3) . . ? C1 N3 C2 106.2(5) . . ? C1 N3 C3 128.4(5) . . ? C2 N3 C3 125.3(5) . . ? C17 N4 N5 105.8(4) . . ? C17 N4 Co1 136.1(4) . 11_564 ? N5 N4 Co1 116.4(3) . 11_564 ? C18 N5 N4 108.5(5) . . ? C18 N5 Co2 133.0(4) . 11_564 ? N4 N5 Co2 118.3(3) . 11_564 ? C17 N6 C18 106.6(5) . . ? C17 N6 C14 127.6(6) . . ? C18 N6 C14 125.8(6) . . ? Co2 O1 Co2 136.5(2) . 6_575 ? Co2 O1 Co1 106.93(13) . . ? Co2 O1 Co1 106.93(13) 6_575 . ? Co2 O2 Co2 98.4(2) 5 . ? C19 O3 Co2 127.9(4) . . ? C20 O4 Co2 132.10(18) . . ? C20 O4 Co2 132.10(18) . 5 ? Co2 O4 Co2 90.71(17) . 5 ? C20 O5 O5 112.2(6) . 6_575 ? # 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 -0.027 0.272 -0.084 9845.1 314.7 _platon_squeeze_details ; ? ; _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.432 _refine_diff_density_min -0.916 _refine_diff_density_rms 0.093