# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Ming-Liang Tong.' 'Radovan Herchel' 'Chao-Gang Hong.' 'Ji-Dong Leng.' 'Zhuo-jia Lin.' 'Zhao-Sha Meng.' 'Yong-Cong Ou.' 'Meng-Xia Peng.' 'Lei Yun.' 'Wei-Xiong Zhang.' _publ_contact_author_name 'Ming-Liang Tong' _publ_contact_author_email TONGML@MAIL.SYSU.EDU.CN _publ_section_title ; Reactivity of 4-Amino-3,5-bis(pyridine-2-yl)-1,2,4-triazole, Structures and Magnetic Properties of Polynuclear and Polymeric Mn(II), Cu(II) and Cd(II) Complexes ; # Attachment 'CIF_MLTong.cif' data_complex1 _database_code_depnum_ccdc_archive 'CCDC 741068' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H10 Cd N12' _chemical_formula_weight 434.72 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 22.9411(15) _cell_length_b 12.0197(8) _cell_length_c 13.4236(9) _cell_angle_alpha 90.00 _cell_angle_beta 125.0730(10) _cell_angle_gamma 90.00 _cell_volume 3029.4(3) _cell_formula_units_Z 8 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.906 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1712 _exptl_absorpt_coefficient_mu 1.468 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7780 _exptl_absorpt_correction_T_max 0.9042 _exptl_absorpt_process_details 'SADABS (Bruker, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(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 'Bruker SMART CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7748 _diffrn_reflns_av_R_equivalents 0.0165 _diffrn_reflns_av_sigmaI/netI 0.0218 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 27.80 _reflns_number_total 3260 _reflns_number_gt 3093 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART (Bruker, 1998)' _computing_cell_refinement 'Bruker SMART (Bruker, 1998)' _computing_data_reduction 'Bruker SAINT + & SHELXTL (Bruker, 1998)' _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^)+(0.0230P)^2^+5.5320P] 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 3260 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0260 _refine_ls_R_factor_gt 0.0241 _refine_ls_wR_factor_ref 0.0555 _refine_ls_wR_factor_gt 0.0545 _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_restrained_S_all 1.092 _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 Cd1 Cd 0.014601(8) 0.077041(13) 0.397933(13) 0.01616(6) Uani 1 1 d . . . N1 N 0.00443(9) 0.26960(16) 0.37616(16) 0.0178(4) Uani 1 1 d . . . N2 N -0.05184(10) 0.33987(16) 0.30607(17) 0.0190(4) Uani 1 1 d . . . N3 N 0.04541(10) 0.43807(15) 0.43087(17) 0.0169(4) Uani 1 1 d . . . N4 N 0.09229(10) 0.52706(16) 0.49962(17) 0.0198(4) Uani 1 1 d . . . H4A H 0.1161 0.5436 0.4667 0.024 Uiso 1 1 d R . . H4B H 0.0644 0.5870 0.4818 0.024 Uiso 1 1 d R . . N5 N 0.12546(10) 0.16530(16) 0.55288(17) 0.0196(4) Uani 1 1 d . . . N6 N -0.03762(10) 0.64055(17) 0.33260(17) 0.0222(4) Uani 1 1 d . . . N7 N 0.05095(11) -0.07977(16) 0.51779(18) 0.0215(4) Uani 1 1 d . . . N8 N 0.08628(10) -0.15409(17) 0.51827(16) 0.0201(4) Uani 1 1 d . . . N9 N 0.12062(11) -0.22496(19) 0.51995(19) 0.0296(5) Uani 1 1 d . . . N10 N -0.07305(10) 0.03763(18) 0.19800(17) 0.0220(4) Uani 1 1 d . . . N11 N -0.13571(10) 0.02529(16) 0.14932(17) 0.0203(4) Uani 1 1 d . . . N12 N -0.19592(11) 0.0118(2) 0.1014(2) 0.0345(5) Uani 1 1 d . . . C1 C 0.18444(13) 0.1096(2) 0.6360(2) 0.0231(5) Uani 1 1 d . . . H1 H 0.1807 0.0323 0.6460 0.028 Uiso 1 1 calc R . . C2 C 0.25071(13) 0.1594(2) 0.7082(2) 0.0262(5) Uani 1 1 d . . . H2 H 0.2911 0.1181 0.7689 0.031 Uiso 1 1 calc R . . C3 C 0.25661(13) 0.2706(2) 0.6899(2) 0.0274(5) Uani 1 1 d . . . H3 H 0.3018 0.3060 0.7350 0.033 Uiso 1 1 calc R . . C4 C 0.19597(12) 0.3303(2) 0.6049(2) 0.0249(5) Uani 1 1 d . . . H4 H 0.1989 0.4070 0.5915 0.030 Uiso 1 1 calc R . . C5 C 0.13115(11) 0.27526(19) 0.54021(19) 0.0187(4) Uani 1 1 d . . . C6 C 0.06224(12) 0.32814(19) 0.45099(19) 0.0175(4) Uani 1 1 d . . . C7 C -0.02653(12) 0.44158(19) 0.3396(2) 0.0175(4) Uani 1 1 d . . . C8 C -0.06984(12) 0.54273(19) 0.2858(2) 0.0182(4) Uani 1 1 d . . . C9 C -0.14170(12) 0.5334(2) 0.1889(2) 0.0221(5) Uani 1 1 d . . . H9 H -0.1630 0.4626 0.1577 0.027 Uiso 1 1 calc R . . C10 C -0.18078(13) 0.6301(2) 0.1399(2) 0.0251(5) Uani 1 1 d . . . H10 H -0.2300 0.6268 0.0752 0.030 Uiso 1 1 calc R . . C11 C -0.14766(13) 0.7314(2) 0.1858(2) 0.0258(5) Uani 1 1 d . . . H11 H -0.1734 0.7989 0.1525 0.031 Uiso 1 1 calc R . . C12 C -0.07641(13) 0.7329(2) 0.2812(2) 0.0252(5) Uani 1 1 d . . . H12 H -0.0538 0.8029 0.3119 0.030 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 Cd1 0.01871(9) 0.01545(10) 0.01418(9) 0.00004(6) 0.00936(7) -0.00060(6) N1 0.0181(9) 0.0176(10) 0.0164(9) 0.0014(7) 0.0091(8) 0.0010(7) N2 0.0202(9) 0.0185(10) 0.0193(9) 0.0018(8) 0.0119(8) 0.0016(8) N3 0.0190(9) 0.0164(9) 0.0161(9) -0.0013(7) 0.0105(8) -0.0028(7) N4 0.0230(10) 0.0170(10) 0.0192(9) -0.0030(8) 0.0120(8) -0.0046(8) N5 0.0214(9) 0.0200(10) 0.0162(9) -0.0008(8) 0.0101(8) 0.0011(8) N6 0.0254(10) 0.0202(10) 0.0193(10) 0.0000(8) 0.0118(8) 0.0013(8) N7 0.0267(10) 0.0192(10) 0.0231(10) 0.0027(8) 0.0170(9) 0.0021(8) N8 0.0217(9) 0.0217(10) 0.0154(9) 0.0005(8) 0.0096(8) -0.0033(8) N9 0.0321(11) 0.0275(12) 0.0294(11) 0.0019(9) 0.0177(10) 0.0093(10) N10 0.0206(10) 0.0296(11) 0.0161(9) -0.0014(8) 0.0106(8) -0.0032(8) N11 0.0242(11) 0.0179(10) 0.0196(9) -0.0005(8) 0.0130(9) 0.0022(8) N12 0.0194(11) 0.0376(14) 0.0419(13) -0.0063(11) 0.0150(10) -0.0010(9) C1 0.0263(12) 0.0213(12) 0.0194(11) -0.0004(9) 0.0117(10) 0.0042(10) C2 0.0224(12) 0.0309(14) 0.0204(11) 0.0018(10) 0.0095(10) 0.0059(10) C3 0.0193(11) 0.0329(14) 0.0243(12) -0.0025(11) 0.0092(10) -0.0043(10) C4 0.0237(12) 0.0232(12) 0.0260(12) 0.0002(10) 0.0133(10) -0.0022(10) C5 0.0196(11) 0.0209(12) 0.0152(10) -0.0014(9) 0.0098(9) -0.0013(9) C6 0.0211(11) 0.0179(11) 0.0159(10) -0.0001(8) 0.0120(9) -0.0012(9) C7 0.0184(11) 0.0225(12) 0.0152(10) 0.0006(9) 0.0118(9) -0.0002(9) C8 0.0236(11) 0.0185(11) 0.0183(11) 0.0004(9) 0.0154(10) -0.0005(9) C9 0.0224(11) 0.0230(12) 0.0225(11) 0.0008(10) 0.0138(10) -0.0004(10) C10 0.0253(12) 0.0298(14) 0.0198(11) 0.0024(10) 0.0127(10) 0.0041(10) C11 0.0333(13) 0.0231(12) 0.0224(11) 0.0045(10) 0.0167(11) 0.0075(10) C12 0.0339(13) 0.0187(12) 0.0222(11) -0.0011(10) 0.0156(11) -0.0003(10) _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 Cd1 N10 2.2953(19) . ? Cd1 N7 2.3010(19) . ? Cd1 N1 2.328(2) . ? Cd1 N7 2.3446(19) 5_556 ? Cd1 N10 2.3800(19) 2 ? Cd1 N5 2.4167(19) . ? N1 C6 1.316(3) . ? N1 N2 1.367(3) . ? N2 C7 1.317(3) . ? N3 C6 1.359(3) . ? N3 C7 1.380(3) . ? N3 N4 1.418(3) . ? N4 H4A 0.8999 . ? N4 H4B 0.9000 . ? N5 C1 1.338(3) . ? N5 C5 1.348(3) . ? N6 C8 1.338(3) . ? N6 C12 1.340(3) . ? N7 N8 1.204(3) . ? N7 Cd1 2.3446(19) 5_556 ? N8 N9 1.152(3) . ? N10 N11 1.198(3) . ? N10 Cd1 2.3800(19) 2 ? N11 N12 1.152(3) . ? C1 C2 1.384(3) . ? C1 H1 0.9500 . ? C2 C3 1.379(4) . ? C2 H2 0.9500 . ? C3 C4 1.388(3) . ? C3 H3 0.9500 . ? C4 C5 1.385(3) . ? C4 H4 0.9500 . ? C5 C6 1.470(3) . ? C7 C8 1.470(3) . ? C8 C9 1.399(3) . ? C9 C10 1.382(3) . ? C9 H9 0.9500 . ? C10 C11 1.379(4) . ? C10 H10 0.9500 . ? C11 C12 1.381(3) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? 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 N10 Cd1 N7 111.75(7) . . ? N10 Cd1 N1 95.80(7) . . ? N7 Cd1 N1 150.71(7) . . ? N10 Cd1 N7 101.14(7) . 5_556 ? N7 Cd1 N7 75.48(8) . 5_556 ? N1 Cd1 N7 90.05(6) . 5_556 ? N10 Cd1 N10 73.36(8) . 2 ? N7 Cd1 N10 97.17(7) . 2 ? N1 Cd1 N10 100.19(7) . 2 ? N7 Cd1 N10 168.74(7) 5_556 2 ? N10 Cd1 N5 151.46(7) . . ? N7 Cd1 N5 88.77(7) . . ? N1 Cd1 N5 69.61(6) . . ? N7 Cd1 N5 103.19(7) 5_556 . ? N10 Cd1 N5 84.93(6) 2 . ? C6 N1 N2 109.50(19) . . ? C6 N1 Cd1 116.84(15) . . ? N2 N1 Cd1 133.44(14) . . ? C7 N2 N1 106.38(18) . . ? C6 N3 C7 105.33(18) . . ? C6 N3 N4 125.53(19) . . ? C7 N3 N4 128.88(18) . . ? N3 N4 H4A 107.1 . . ? N3 N4 H4B 105.9 . . ? H4A N4 H4B 103.4 . . ? C1 N5 C5 118.1(2) . . ? C1 N5 Cd1 123.93(16) . . ? C5 N5 Cd1 116.87(14) . . ? C8 N6 C12 117.5(2) . . ? N8 N7 Cd1 125.73(15) . . ? N8 N7 Cd1 128.64(15) . 5_556 ? Cd1 N7 Cd1 104.52(8) . 5_556 ? N9 N8 N7 179.3(3) . . ? N11 N10 Cd1 129.31(15) . . ? N11 N10 Cd1 127.00(15) . 2 ? Cd1 N10 Cd1 101.78(7) . 2 ? N12 N11 N10 178.8(3) . . ? N5 C1 C2 123.0(2) . . ? N5 C1 H1 118.5 . . ? C2 C1 H1 118.5 . . ? C3 C2 C1 118.4(2) . . ? C3 C2 H2 120.8 . . ? C1 C2 H2 120.8 . . ? C2 C3 C4 119.5(2) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C5 C4 C3 118.4(2) . . ? C5 C4 H4 120.8 . . ? C3 C4 H4 120.8 . . ? N5 C5 C4 122.4(2) . . ? N5 C5 C6 112.94(19) . . ? C4 C5 C6 124.7(2) . . ? N1 C6 N3 108.76(19) . . ? N1 C6 C5 122.1(2) . . ? N3 C6 C5 129.2(2) . . ? N2 C7 N3 110.04(19) . . ? N2 C7 C8 124.0(2) . . ? N3 C7 C8 126.0(2) . . ? N6 C8 C9 123.0(2) . . ? N6 C8 C7 117.5(2) . . ? C9 C8 C7 119.5(2) . . ? C10 C9 C8 118.1(2) . . ? C10 C9 H9 121.0 . . ? C8 C9 H9 121.0 . . ? C11 C10 C9 119.3(2) . . ? C11 C10 H10 120.3 . . ? C9 C10 H10 120.3 . . ? C10 C11 C12 118.7(2) . . ? C10 C11 H11 120.6 . . ? C12 C11 H11 120.6 . . ? N6 C12 C11 123.3(2) . . ? N6 C12 H12 118.3 . . ? C11 C12 H12 118.3 . . ? 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 N4 H4B N6 0.90 2.12 2.844(3) 136.3 . N4 H4B N9 0.90 2.50 3.029(3) 117.6 1_565 _diffrn_measured_fraction_theta_max 0.908 _diffrn_reflns_theta_full 27.80 _diffrn_measured_fraction_theta_full 0.908 _refine_diff_density_max 0.568 _refine_diff_density_min -0.336 _refine_diff_density_rms 0.076 #=======================================End data_complex3 _database_code_depnum_ccdc_archive 'CCDC 741069' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H44 Mn4 N48 O2' _chemical_formula_weight 1545.07 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' Mn Mn 0.3368 0.7283 '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 9.8826(14) _cell_length_b 12.0048(17) _cell_length_c 14.705(2) _cell_angle_alpha 70.282(2) _cell_angle_beta 78.062(2) _cell_angle_gamma 88.397(2) _cell_volume 1605.1(4) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3689 _cell_measurement_theta_min 2.320 _cell_measurement_theta_max 25.658 _exptl_crystal_description polyhedral _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.598 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 784 _exptl_absorpt_coefficient_mu 0.851 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8153 _exptl_absorpt_correction_T_max 0.9047 _exptl_absorpt_process_details 'SADABS (Bruker, 2002)' _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 'Bruker SMART CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12919 _diffrn_reflns_av_R_equivalents 0.0304 _diffrn_reflns_av_sigmaI/netI 0.0512 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 27.00 _reflns_number_total 6606 _reflns_number_gt 5352 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART (Bruker, 1998)' _computing_cell_refinement 'Bruker SMART (Bruker, 1998)' _computing_data_reduction 'Bruker SAINT + & SHELXTL (Bruker, 1998)' _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^)+(0.1275P)^2^+1.4598P] 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 6606 _refine_ls_number_parameters 460 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0824 _refine_ls_R_factor_gt 0.0699 _refine_ls_wR_factor_ref 0.2230 _refine_ls_wR_factor_gt 0.2128 _refine_ls_goodness_of_fit_ref 1.123 _refine_ls_restrained_S_all 1.123 _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 Mn1 Mn 0.99038(7) 0.62539(6) 0.27364(5) 0.0335(2) Uani 1 1 d . . . Mn2 Mn 0.91928(7) 0.47817(6) 0.12066(4) 0.0327(2) Uani 1 1 d . . . O1W O 0.9603(4) 0.4663(3) 0.4023(2) 0.0449(8) Uani 1 1 d . . . H1WA H 0.9427 0.4094 0.3838 0.054 Uiso 1 1 d R . . H1WB H 0.9173 0.4499 0.4620 0.054 Uiso 1 1 d R . . N1 N 1.0857(4) 0.5105(3) 0.1907(3) 0.0374(8) Uani 1 1 d . . . N2 N 1.1767(5) 0.4440(4) 0.2037(3) 0.0536(11) Uani 1 1 d . . . N3 N 1.2640(8) 0.3797(7) 0.2133(5) 0.105(3) Uani 1 1 d . . . N4 N 0.8279(4) 0.6101(4) 0.1852(3) 0.0422(9) Uani 1 1 d . . . N5 N 0.7217(4) 0.6584(4) 0.1761(3) 0.0430(9) Uani 1 1 d . . . N6 N 0.6202(5) 0.7050(5) 0.1665(4) 0.0706(15) Uani 1 1 d . . . N7 N 0.8468(5) 0.7263(4) 0.3400(4) 0.0579(12) Uani 1 1 d . . . N8 N 0.8082(4) 0.8195(4) 0.2998(3) 0.0458(10) Uani 1 1 d . . . N9 N 0.7677(5) 0.9127(5) 0.2620(4) 0.0633(13) Uani 1 1 d . . . N10 N 1.0606(4) 0.3910(3) 0.0307(3) 0.0399(9) Uani 1 1 d . . . N11 N 1.1035(5) 0.2941(4) 0.0559(3) 0.0491(11) Uani 1 1 d . . . N12 N 1.1462(8) 0.2024(5) 0.0794(4) 0.095(2) Uani 1 1 d . . . N13 N 1.1735(4) 0.6737(3) 0.3236(3) 0.0358(8) Uani 1 1 d . . . N14 N 1.2219(4) 0.6316(3) 0.4095(3) 0.0370(8) Uani 1 1 d . . . N15 N 1.3561(4) 0.7827(3) 0.3056(2) 0.0327(8) Uani 1 1 d . . . N16 N 1.4633(4) 0.8723(4) 0.2611(3) 0.0455(10) Uani 1 1 d . . . H16A H 1.4835 0.8997 0.3069 0.055 Uiso 1 1 d R . . H16B H 1.5305 0.8391 0.2286 0.055 Uiso 1 1 d R . . N17 N 1.1135(4) 0.7864(3) 0.1482(3) 0.0393(9) Uani 1 1 d . . . N18 N 1.5077(5) 0.7683(4) 0.4574(3) 0.0497(10) Uani 1 1 d . . . N19 N 0.8522(4) 0.3171(3) 0.2569(3) 0.0372(8) Uani 1 1 d . . . N20 N 0.8931(4) 0.2720(3) 0.3448(3) 0.0378(8) Uani 1 1 d . . . N21 N 0.7278(4) 0.1551(3) 0.3442(3) 0.0345(8) Uani 1 1 d . . . N22 N 0.6244(4) 0.0644(4) 0.3714(3) 0.0491(10) Uani 1 1 d . . . H22A H 0.6076 0.0373 0.4378 0.059 Uiso 1 1 d R . . H22B H 0.6630 0.0119 0.3433 0.059 Uiso 1 1 d R . . N23 N 0.7258(4) 0.3823(3) 0.1055(3) 0.0401(9) Uani 1 1 d . . . N24 N 0.7381(4) 0.0087(4) 0.5429(3) 0.0458(10) Uani 1 1 d . . . C1 C 1.0808(6) 0.8362(5) 0.0604(4) 0.0522(13) Uani 1 1 d . . . H1 H 1.0027 0.8064 0.0487 0.063 Uiso 1 1 calc R . . C2 C 1.1563(6) 0.9288(5) -0.0137(4) 0.0540(13) Uani 1 1 d . . . H2 H 1.1310 0.9598 -0.0746 0.065 Uiso 1 1 calc R . . C3 C 1.2691(6) 0.9746(5) 0.0034(4) 0.0595(15) Uani 1 1 d . . . H3 H 1.3208 1.0387 -0.0453 0.071 Uiso 1 1 calc R . . C4 C 1.3061(5) 0.9247(5) 0.0943(4) 0.0498(12) Uani 1 1 d . . . H4 H 1.3825 0.9549 0.1077 0.060 Uiso 1 1 calc R . . C5 C 1.2275(4) 0.8299(4) 0.1637(3) 0.0328(9) Uani 1 1 d . . . C6 C 1.2548(5) 0.7646(4) 0.2625(3) 0.0338(9) Uani 1 1 d . . . C7 C 1.3317(4) 0.6969(4) 0.3977(3) 0.0327(9) Uani 1 1 d . . . C8 C 1.4153(4) 0.6817(4) 0.4732(3) 0.0366(10) Uani 1 1 d . . . C9 C 1.3954(5) 0.5794(5) 0.5552(4) 0.0513(13) Uani 1 1 d . . . H9 H 1.3304 0.5204 0.5635 0.062 Uiso 1 1 calc R . . C10 C 1.4749(6) 0.5679(6) 0.6237(4) 0.0621(15) Uani 1 1 d . . . H10 H 1.4627 0.5013 0.6805 0.074 Uiso 1 1 calc R . . C11 C 1.5711(6) 0.6540(6) 0.6082(4) 0.0658(16) Uani 1 1 d . . . H11 H 1.6270 0.6466 0.6535 0.079 Uiso 1 1 calc R . . C12 C 1.5849(7) 0.7523(6) 0.5247(5) 0.0641(16) Uani 1 1 d . . . H12 H 1.6517 0.8108 0.5145 0.077 Uiso 1 1 calc R . . C13 C 0.6700(6) 0.4176(5) 0.0256(4) 0.0511(13) Uani 1 1 d . . . H13 H 0.6994 0.4908 -0.0222 0.061 Uiso 1 1 calc R . . C14 C 0.5708(6) 0.3509(6) 0.0104(4) 0.0583(14) Uani 1 1 d . . . H14 H 0.5345 0.3787 -0.0463 0.070 Uiso 1 1 calc R . . C15 C 0.5273(6) 0.2436(6) 0.0802(5) 0.0637(16) Uani 1 1 d . . . H15 H 0.4607 0.1971 0.0714 0.076 Uiso 1 1 calc R . . C16 C 0.5823(6) 0.2039(5) 0.1640(4) 0.0544(13) Uani 1 1 d . . . H16 H 0.5533 0.1311 0.2126 0.065 Uiso 1 1 calc R . . C17 C 0.6817(5) 0.2757(4) 0.1733(3) 0.0375(10) Uani 1 1 d . . . C18 C 0.7512(5) 0.2466(4) 0.2572(3) 0.0341(9) Uani 1 1 d . . . C19 C 0.8183(4) 0.1745(4) 0.3971(3) 0.0327(9) Uani 1 1 d . . . C20 C 0.8310(4) 0.0995(4) 0.4969(3) 0.0339(9) Uani 1 1 d . . . C21 C 0.9327(5) 0.1243(4) 0.5395(3) 0.0427(11) Uani 1 1 d . . . H21 H 0.9954 0.1884 0.5055 0.051 Uiso 1 1 calc R . . C22 C 0.9395(6) 0.0518(5) 0.6336(4) 0.0522(13) Uani 1 1 d . . . H22 H 1.0063 0.0670 0.6646 0.063 Uiso 1 1 calc R . . C23 C 0.8471(6) -0.0428(5) 0.6809(4) 0.0553(14) Uani 1 1 d . . . H23 H 0.8516 -0.0936 0.7439 0.066 Uiso 1 1 calc R . . C24 C 0.7480(6) -0.0615(5) 0.6344(4) 0.0561(14) Uani 1 1 d . . . H24 H 0.6847 -0.1255 0.6673 0.067 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 Mn1 0.0391(4) 0.0341(4) 0.0275(4) -0.0090(3) -0.0086(3) -0.0056(3) Mn2 0.0414(4) 0.0334(4) 0.0228(3) -0.0070(3) -0.0095(3) -0.0009(3) O1W 0.058(2) 0.0425(18) 0.0294(16) -0.0090(13) -0.0027(15) -0.0140(15) N1 0.040(2) 0.040(2) 0.034(2) -0.0116(16) -0.0120(16) 0.0025(17) N2 0.061(3) 0.072(3) 0.034(2) -0.020(2) -0.021(2) 0.014(3) N3 0.117(5) 0.148(6) 0.081(4) -0.057(4) -0.065(4) 0.085(5) N4 0.045(2) 0.046(2) 0.043(2) -0.0210(18) -0.0160(18) 0.0053(18) N5 0.045(2) 0.042(2) 0.047(2) -0.0187(18) -0.0126(18) -0.0004(19) N6 0.054(3) 0.079(4) 0.093(4) -0.039(3) -0.031(3) 0.023(3) N7 0.063(3) 0.056(3) 0.057(3) -0.024(2) -0.012(2) 0.011(2) N8 0.039(2) 0.059(3) 0.048(2) -0.027(2) -0.0102(19) -0.003(2) N9 0.061(3) 0.058(3) 0.070(3) -0.016(3) -0.021(3) 0.004(2) N10 0.055(2) 0.036(2) 0.0273(18) -0.0082(15) -0.0121(17) 0.0064(18) N11 0.080(3) 0.042(2) 0.032(2) -0.0126(17) -0.025(2) 0.011(2) N12 0.176(7) 0.059(3) 0.066(3) -0.021(3) -0.065(4) 0.056(4) N13 0.044(2) 0.0352(19) 0.0263(18) -0.0049(15) -0.0120(15) -0.0059(16) N14 0.046(2) 0.0367(19) 0.0269(18) -0.0054(15) -0.0118(16) -0.0067(16) N15 0.0331(18) 0.0343(18) 0.0277(17) -0.0065(14) -0.0056(14) -0.0045(15) N16 0.037(2) 0.050(2) 0.044(2) -0.0083(18) -0.0082(18) -0.0133(18) N17 0.047(2) 0.040(2) 0.0300(19) -0.0076(16) -0.0137(16) -0.0043(17) N18 0.053(3) 0.055(3) 0.046(2) -0.016(2) -0.023(2) -0.004(2) N19 0.043(2) 0.0366(19) 0.0309(19) -0.0072(15) -0.0120(16) -0.0068(16) N20 0.047(2) 0.0344(19) 0.0292(18) -0.0053(15) -0.0101(16) -0.0090(16) N21 0.0374(19) 0.0308(18) 0.0351(19) -0.0095(15) -0.0089(15) -0.0044(15) N22 0.051(2) 0.042(2) 0.050(2) -0.0068(19) -0.013(2) -0.0193(19) N23 0.042(2) 0.045(2) 0.0322(19) -0.0078(16) -0.0128(16) -0.0001(17) N24 0.049(2) 0.044(2) 0.037(2) -0.0031(17) -0.0088(18) -0.0136(18) C1 0.060(3) 0.059(3) 0.034(3) -0.006(2) -0.018(2) -0.008(3) C2 0.060(3) 0.058(3) 0.037(3) -0.003(2) -0.018(2) 0.005(3) C3 0.067(4) 0.053(3) 0.037(3) 0.009(2) -0.004(3) -0.002(3) C4 0.050(3) 0.049(3) 0.041(3) -0.002(2) -0.010(2) -0.008(2) C5 0.037(2) 0.032(2) 0.028(2) -0.0090(17) -0.0057(17) 0.0016(17) C6 0.039(2) 0.033(2) 0.027(2) -0.0084(17) -0.0050(17) -0.0051(18) C7 0.034(2) 0.034(2) 0.030(2) -0.0098(17) -0.0079(17) 0.0020(17) C8 0.032(2) 0.048(3) 0.031(2) -0.0148(19) -0.0073(17) 0.0028(19) C9 0.047(3) 0.055(3) 0.043(3) -0.001(2) -0.017(2) -0.001(2) C10 0.066(4) 0.072(4) 0.041(3) -0.003(3) -0.022(3) 0.003(3) C11 0.064(4) 0.090(5) 0.052(3) -0.022(3) -0.033(3) 0.003(3) C12 0.071(4) 0.069(4) 0.063(4) -0.022(3) -0.038(3) -0.002(3) C13 0.053(3) 0.060(3) 0.040(3) -0.010(2) -0.020(2) 0.004(3) C14 0.059(3) 0.074(4) 0.052(3) -0.023(3) -0.032(3) 0.012(3) C15 0.060(4) 0.072(4) 0.074(4) -0.031(3) -0.035(3) -0.001(3) C16 0.053(3) 0.056(3) 0.057(3) -0.016(3) -0.022(3) -0.007(3) C17 0.040(2) 0.041(2) 0.036(2) -0.0165(19) -0.0111(19) 0.0016(19) C18 0.038(2) 0.030(2) 0.033(2) -0.0072(17) -0.0092(18) -0.0037(17) C19 0.038(2) 0.031(2) 0.031(2) -0.0106(17) -0.0102(17) -0.0004(17) C20 0.037(2) 0.032(2) 0.031(2) -0.0077(17) -0.0067(17) 0.0019(17) C21 0.048(3) 0.037(2) 0.043(3) -0.009(2) -0.017(2) -0.005(2) C22 0.063(3) 0.054(3) 0.047(3) -0.019(2) -0.025(3) 0.003(3) C23 0.076(4) 0.050(3) 0.036(3) -0.006(2) -0.017(3) 0.003(3) C24 0.067(4) 0.051(3) 0.038(3) 0.001(2) -0.011(2) -0.012(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 Mn1 N7 2.136(5) . ? Mn1 O1W 2.163(3) . ? Mn1 N1 2.205(4) . ? Mn1 N13 2.246(4) . ? Mn1 N4 2.312(4) . ? Mn1 N17 2.327(4) . ? Mn2 N4 2.192(4) . ? Mn2 N10 2.210(4) . ? Mn2 N1 2.219(4) . ? Mn2 N10 2.222(4) 2_765 ? Mn2 N19 2.258(4) . ? Mn2 N23 2.346(4) . ? O1W H1WA 0.8501 . ? O1W H1WB 0.8500 . ? N1 N2 1.187(6) . ? N2 N3 1.141(7) . ? N4 N5 1.195(6) . ? N5 N6 1.145(6) . ? N7 N8 1.171(6) . ? N8 N9 1.170(6) . ? N10 N11 1.191(5) . ? N10 Mn2 2.222(4) 2_765 ? N11 N12 1.134(6) . ? N13 C6 1.317(5) . ? N13 N14 1.374(5) . ? N14 C7 1.303(6) . ? N15 C6 1.349(5) . ? N15 C7 1.375(5) . ? N15 N16 1.418(5) . ? N16 H16A 0.9001 . ? N16 H16B 0.9000 . ? N17 C1 1.331(6) . ? N17 C5 1.347(6) . ? N18 C8 1.331(6) . ? N18 C12 1.332(6) . ? N19 C18 1.326(5) . ? N19 N20 1.364(5) . ? N20 C19 1.309(5) . ? N21 C18 1.356(5) . ? N21 C19 1.371(5) . ? N21 N22 1.411(5) . ? N22 H22A 0.9001 . ? N22 H22B 0.9000 . ? N23 C13 1.335(6) . ? N23 C17 1.346(6) . ? N24 C20 1.338(6) . ? N24 C24 1.347(6) . ? C1 C2 1.368(7) . ? C1 H1 0.9300 . ? C2 C3 1.361(8) . ? C2 H2 0.9300 . ? C3 C4 1.388(7) . ? C3 H3 0.9300 . ? C4 C5 1.371(6) . ? C4 H4 0.9300 . ? C5 C6 1.475(6) . ? C7 C8 1.477(6) . ? C8 C9 1.385(6) . ? C9 C10 1.370(7) . ? C9 H9 0.9300 . ? C10 C11 1.353(9) . ? C10 H10 0.9300 . ? C11 C12 1.372(9) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.381(8) . ? C13 H13 0.9300 . ? C14 C15 1.361(9) . ? C14 H14 0.9300 . ? C15 C16 1.381(8) . ? C15 H15 0.9300 . ? C16 C17 1.383(7) . ? C16 H16 0.9300 . ? C17 C18 1.470(6) . ? C19 C20 1.470(6) . ? C20 C21 1.376(6) . ? C21 C22 1.378(7) . ? C21 H21 0.9300 . ? C22 C23 1.367(8) . ? C22 H22 0.9300 . ? C23 C24 1.369(8) . ? C23 H23 0.9300 . ? C24 H24 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 N7 Mn1 O1W 95.59(16) . . ? N7 Mn1 N1 163.44(17) . . ? O1W Mn1 N1 85.70(14) . . ? N7 Mn1 N13 95.63(17) . . ? O1W Mn1 N13 87.62(13) . . ? N1 Mn1 N13 100.93(14) . . ? N7 Mn1 N4 87.61(17) . . ? O1W Mn1 N4 105.93(14) . . ? N1 Mn1 N4 76.20(14) . . ? N13 Mn1 N4 165.74(14) . . ? N7 Mn1 N17 96.35(17) . . ? O1W Mn1 N17 156.42(14) . . ? N1 Mn1 N17 88.59(14) . . ? N13 Mn1 N17 71.03(13) . . ? N4 Mn1 N17 94.83(14) . . ? N4 Mn2 N10 161.99(16) . . ? N4 Mn2 N1 78.43(14) . . ? N10 Mn2 N1 92.27(15) . . ? N4 Mn2 N10 90.80(15) . 2_765 ? N10 Mn2 N10 77.98(15) . 2_765 ? N1 Mn2 N10 110.72(15) . 2_765 ? N4 Mn2 N19 96.90(15) . . ? N10 Mn2 N19 98.00(14) . . ? N1 Mn2 N19 87.03(13) . . ? N10 Mn2 N19 161.80(14) 2_765 . ? N4 Mn2 N23 103.32(15) . . ? N10 Mn2 N23 91.21(15) . . ? N1 Mn2 N23 157.44(14) . . ? N10 Mn2 N23 91.81(14) 2_765 . ? N19 Mn2 N23 70.41(13) . . ? Mn1 O1W H1WA 107.2 . . ? Mn1 O1W H1WB 133.9 . . ? H1WA O1W H1WB 107.2 . . ? N2 N1 Mn1 130.8(3) . . ? N2 N1 Mn2 120.6(3) . . ? Mn1 N1 Mn2 103.58(16) . . ? N3 N2 N1 177.8(5) . . ? N5 N4 Mn2 127.9(3) . . ? N5 N4 Mn1 131.1(3) . . ? Mn2 N4 Mn1 101.01(16) . . ? N6 N5 N4 179.5(6) . . ? N8 N7 Mn1 126.5(4) . . ? N9 N8 N7 178.3(6) . . ? N11 N10 Mn2 128.6(3) . . ? N11 N10 Mn2 129.0(3) . 2_765 ? Mn2 N10 Mn2 102.02(15) . 2_765 ? N12 N11 N10 179.1(7) . . ? C6 N13 N14 108.0(4) . . ? C6 N13 Mn1 117.7(3) . . ? N14 N13 Mn1 134.2(3) . . ? C7 N14 N13 107.2(3) . . ? C6 N15 C7 105.4(3) . . ? C6 N15 N16 125.1(3) . . ? C7 N15 N16 129.5(4) . . ? N15 N16 H16A 109.8 . . ? N15 N16 H16B 104.4 . . ? H16A N16 H16B 118.6 . . ? C1 N17 C5 117.6(4) . . ? C1 N17 Mn1 124.0(3) . . ? C5 N17 Mn1 118.4(3) . . ? C8 N18 C12 116.8(5) . . ? C18 N19 N20 108.4(3) . . ? C18 N19 Mn2 117.6(3) . . ? N20 N19 Mn2 134.0(3) . . ? C19 N20 N19 107.7(4) . . ? C18 N21 C19 106.1(3) . . ? C18 N21 N22 124.1(4) . . ? C19 N21 N22 129.7(4) . . ? N21 N22 H22A 103.9 . . ? N21 N22 H22B 104.8 . . ? H22A N22 H22B 114.3 . . ? C13 N23 C17 117.1(4) . . ? C13 N23 Mn2 123.7(3) . . ? C17 N23 Mn2 118.3(3) . . ? C20 N24 C24 117.3(4) . . ? N17 C1 C2 123.4(5) . . ? N17 C1 H1 118.3 . . ? C2 C1 H1 118.3 . . ? C3 C2 C1 118.7(5) . . ? C3 C2 H2 120.6 . . ? C1 C2 H2 120.6 . . ? C2 C3 C4 119.3(5) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C5 C4 C3 118.5(5) . . ? C5 C4 H4 120.8 . . ? C3 C4 H4 120.8 . . ? N17 C5 C4 122.4(4) . . ? N17 C5 C6 112.2(4) . . ? C4 C5 C6 125.4(4) . . ? N13 C6 N15 109.5(4) . . ? N13 C6 C5 120.6(4) . . ? N15 C6 C5 129.9(4) . . ? N14 C7 N15 109.9(4) . . ? N14 C7 C8 124.8(4) . . ? N15 C7 C8 125.3(4) . . ? N18 C8 C9 123.5(4) . . ? N18 C8 C7 117.3(4) . . ? C9 C8 C7 119.2(4) . . ? C10 C9 C8 117.8(5) . . ? C10 C9 H9 121.1 . . ? C8 C9 H9 121.1 . . ? C11 C10 C9 119.6(5) . . ? C11 C10 H10 120.2 . . ? C9 C10 H10 120.2 . . ? C10 C11 C12 118.9(5) . . ? C10 C11 H11 120.5 . . ? C12 C11 H11 120.5 . . ? N18 C12 C11 123.4(6) . . ? N18 C12 H12 118.3 . . ? C11 C12 H12 118.3 . . ? N23 C13 C14 123.3(5) . . ? N23 C13 H13 118.3 . . ? C14 C13 H13 118.3 . . ? C15 C14 C13 118.6(5) . . ? C15 C14 H14 120.7 . . ? C13 C14 H14 120.7 . . ? C14 C15 C16 119.8(5) . . ? C14 C15 H15 120.1 . . ? C16 C15 H15 120.1 . . ? C15 C16 C17 118.0(5) . . ? C15 C16 H16 121.0 . . ? C17 C16 H16 121.0 . . ? N23 C17 C16 123.2(4) . . ? N23 C17 C18 111.9(4) . . ? C16 C17 C18 124.9(4) . . ? N19 C18 N21 108.5(4) . . ? N19 C18 C17 120.8(4) . . ? N21 C18 C17 130.7(4) . . ? N20 C19 N21 109.3(4) . . ? N20 C19 C20 124.3(4) . . ? N21 C19 C20 126.3(4) . . ? N24 C20 C21 123.0(4) . . ? N24 C20 C19 116.3(4) . . ? C21 C20 C19 120.7(4) . . ? C20 C21 C22 118.4(5) . . ? C20 C21 H21 120.8 . . ? C22 C21 H21 120.8 . . ? C23 C22 C21 119.4(5) . . ? C23 C22 H22 120.3 . . ? C21 C22 H22 120.3 . . ? C22 C23 C24 119.0(5) . . ? C22 C23 H23 120.5 . . ? C24 C23 H23 120.5 . . ? N24 C24 C23 122.8(5) . . ? N24 C24 H24 118.6 . . ? C23 C24 H24 118.6 . . ? 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 O1W H1WA N20 0.85 2.02 2.871(5) 177.4 . O1W H1WB N14 0.85 2.04 2.853(5) 159.1 2_766 N16 H16A N18 0.90 2.30 2.854(6) 119.7 . N16 H16B N6 0.90 2.19 3.032(7) 155.7 1_655 N22 H22A N24 0.90 2.15 2.839(6) 133.2 . N22 H22B N9 0.90 2.07 2.967(7) 171.4 1_545 _diffrn_measured_fraction_theta_max 0.940 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.940 _refine_diff_density_max 1.521 _refine_diff_density_min -0.502 _refine_diff_density_rms 0.127 #=======================================End data_complex4 _database_code_depnum_ccdc_archive 'CCDC 741070' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H41 Cu4 N32 O4.50' _chemical_formula_weight 1392.29 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 17.0271(19) _cell_length_b 17.3708(19) _cell_length_c 20.388(2) _cell_angle_alpha 90.00 _cell_angle_beta 100.652(2) _cell_angle_gamma 90.00 _cell_volume 5926.4(11) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2689 _cell_measurement_theta_min 2.345 _cell_measurement_theta_max 22.223 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.560 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2820 _exptl_absorpt_coefficient_mu 1.490 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7450 _exptl_absorpt_correction_T_max 0.8533 _exptl_absorpt_process_details 'SADABS (Bruker, 2002)' _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 17096 _diffrn_reflns_av_R_equivalents 0.0498 _diffrn_reflns_av_sigmaI/netI 0.0651 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 27.00 _reflns_number_total 6147 _reflns_number_gt 4214 _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^)+(0.0842P)^2^+6.5751P] 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 6147 _refine_ls_number_parameters 401 _refine_ls_number_restraints 32 _refine_ls_R_factor_all 0.1017 _refine_ls_R_factor_gt 0.0667 _refine_ls_wR_factor_ref 0.1742 _refine_ls_wR_factor_gt 0.1560 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.100 _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 Cu1 Cu 1.01512(4) 0.06225(3) 0.65139(3) 0.0437(2) Uani 1 1 d . . . Cu2 Cu 1.13590(4) 0.23098(3) 0.78554(3) 0.0413(2) Uani 1 1 d . . . N1 N 1.0958(3) 0.0635(2) 0.7356(2) 0.0410(10) Uani 1 1 d . . . N2 N 1.1411(2) 0.1171(2) 0.7746(2) 0.0407(10) Uani 1 1 d . . . N3 N 1.1947(3) 0.0011(2) 0.8018(2) 0.0496(11) Uani 1 1 d . . . N4 N 1.0364(3) -0.0530(2) 0.6646(2) 0.0513(11) Uani 1 1 d . . . N5 N 1.2405(3) 0.1936(3) 0.8682(2) 0.0555(12) Uani 1 1 d . . . N6 N 1.0013(2) 0.1759(2) 0.6427(2) 0.0396(10) Uani 1 1 d . . . N7 N 0.9547(2) 0.2291(2) 0.6657(2) 0.0413(10) Uani 1 1 d . . . N8 N 1.0213(3) 0.2894(2) 0.5958(2) 0.0492(11) Uani 1 1 d . . . N9 N 1.1043(3) 0.0980(3) 0.5847(2) 0.0534(12) Uani 1 1 d . . . N10 N 0.8709(3) 0.3452(3) 0.6915(2) 0.0559(12) Uani 1 1 d . . . N11 N 0.9203(3) 0.0396(3) 0.5862(3) 0.0638(14) Uani 1 1 d . . . N12 N 0.8919(4) 0.0823(3) 0.5440(3) 0.0780(18) Uani 1 1 d . . . N13 N 0.8610(6) 0.1212(4) 0.5012(4) 0.134(3) Uani 1 1 d U . . N14 N 1.1967(3) 0.2553(3) 0.7149(2) 0.0504(11) Uani 1 1 d . . . N15 N 1.2446(3) 0.2111(3) 0.7021(3) 0.0586(13) Uani 1 1 d . . . N16 N 1.2921(4) 0.1700(4) 0.6883(4) 0.097(2) Uani 1 1 d . . . C1 C 0.9990(4) -0.1099(3) 0.6270(4) 0.075(2) Uani 1 1 d . . . H1 H 0.9588 -0.0978 0.5910 0.090 Uiso 1 1 calc R . . C2 C 1.0187(5) -0.1862(4) 0.6405(4) 0.087(2) Uani 1 1 d . . . H2 H 0.9922 -0.2248 0.6135 0.104 Uiso 1 1 calc R . . C3 C 1.0764(5) -0.2047(4) 0.6930(4) 0.085(2) Uani 1 1 d . . . H3 H 1.0898 -0.2559 0.7023 0.102 Uiso 1 1 calc R . . C4 C 1.1155(4) -0.1466(3) 0.7330(3) 0.0638(17) Uani 1 1 d . . . H4 H 1.1551 -0.1578 0.7696 0.077 Uiso 1 1 calc R . . C5 C 1.0935(3) -0.0714(3) 0.7166(3) 0.0466(13) Uani 1 1 d . . . C6 C 1.1303(3) -0.0040(3) 0.7534(3) 0.0434(12) Uani 1 1 d . . . C7 C 1.1983(3) 0.0771(3) 0.8134(3) 0.0458(13) Uani 1 1 d . . . C8 C 1.2562(4) 0.1177(3) 0.8633(3) 0.0594(16) Uani 1 1 d . . . C9 C 1.3212(5) 0.0830(4) 0.9013(4) 0.106(3) Uani 1 1 d . . . H9 H 1.3315 0.0311 0.8955 0.127 Uiso 1 1 calc R . . C10 C 1.3707(6) 0.1255(5) 0.9480(5) 0.134(4) Uani 1 1 d . . . H10 H 1.4151 0.1028 0.9744 0.160 Uiso 1 1 calc R . . C11 C 1.3542(6) 0.2027(5) 0.9557(4) 0.113(3) Uani 1 1 d . . . H11 H 1.3861 0.2323 0.9882 0.136 Uiso 1 1 calc R . . C12 C 1.2895(4) 0.2343(4) 0.9139(3) 0.0725(19) Uani 1 1 d . . . H12 H 1.2795 0.2866 0.9178 0.087 Uiso 1 1 calc R . . C13 C 1.1555(4) 0.0562(4) 0.5572(3) 0.0676(18) Uani 1 1 d . . . H13 H 1.1615 0.0044 0.5683 0.081 Uiso 1 1 calc R . . C14 C 1.1996(4) 0.0863(5) 0.5134(4) 0.083(2) Uani 1 1 d . . . H14 H 1.2355 0.0557 0.4959 0.100 Uiso 1 1 calc R . . C15 C 1.1897(4) 0.1635(4) 0.4957(4) 0.077(2) Uani 1 1 d . . . H15 H 1.2178 0.1850 0.4652 0.092 Uiso 1 1 calc R . . C16 C 1.1380(4) 0.2070(4) 0.5239(3) 0.0628(16) Uani 1 1 d . . . H16 H 1.1307 0.2589 0.5133 0.075 Uiso 1 1 calc R . . C17 C 1.0966(3) 0.1729(3) 0.5684(3) 0.0464(13) Uani 1 1 d . . . C18 C 1.0398(3) 0.2135(3) 0.6016(3) 0.0416(12) Uani 1 1 d . . . C19 C 0.9680(3) 0.2952(3) 0.6363(3) 0.0456(12) Uani 1 1 d . . . C20 C 0.9237(4) 0.3621(3) 0.6520(3) 0.0631(17) Uani 1 1 d . . . C21 C 0.9336(6) 0.4350(4) 0.6292(5) 0.103(3) Uani 1 1 d U . . H21 H 0.9712 0.4451 0.6026 0.124 Uiso 1 1 calc R . . C22 C 0.8854(7) 0.4936(5) 0.6469(6) 0.129(3) Uani 1 1 d U . . H22 H 0.8899 0.5436 0.6316 0.154 Uiso 1 1 calc R . . C23 C 0.8316(6) 0.4768(5) 0.6872(5) 0.120(3) Uani 1 1 d U . . H23 H 0.7999 0.5153 0.7005 0.143 Uiso 1 1 calc R . . C24 C 0.8253(5) 0.4021(4) 0.7076(4) 0.082(2) Uani 1 1 d U . . H24 H 0.7875 0.3906 0.7338 0.099 Uiso 1 1 calc R . . O1W O 1.2975(4) -0.1137(3) 0.8821(3) 0.116(2) Uani 1 1 d . . . H1WA H 1.2685 -0.0780 0.8619 0.140 Uiso 1 1 d RD . . H1WB H 1.3001 -0.1511 0.8558 0.140 Uiso 1 1 d RD . . O2W O 1.0785(5) 0.4193(5) 0.5104(4) 0.167(3) Uani 1 1 d . . . H2WA H 1.0421 0.3881 0.5166 0.201 Uiso 1 1 d RD . . H2WB H 1.1207 0.4149 0.5398 0.201 Uiso 1 1 d RD . . O3W O 1.0780(19) 0.3385(18) 0.3994(16) 0.150(11) Uiso 0.25 1 d P . . 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 Cu1 0.0434(4) 0.0302(3) 0.0545(4) -0.0039(3) 0.0008(3) 0.0021(3) Cu2 0.0446(4) 0.0293(3) 0.0493(4) -0.0030(3) 0.0069(3) -0.0040(3) N1 0.040(2) 0.029(2) 0.053(3) -0.0049(18) 0.0044(19) 0.0003(18) N2 0.042(2) 0.031(2) 0.049(2) -0.0032(18) 0.007(2) -0.0006(18) N3 0.045(3) 0.038(3) 0.062(3) 0.001(2) 0.001(2) 0.005(2) N4 0.056(3) 0.032(2) 0.062(3) -0.006(2) 0.003(2) 0.001(2) N5 0.055(3) 0.048(3) 0.055(3) -0.002(2) -0.010(2) -0.006(2) N6 0.038(2) 0.031(2) 0.048(2) -0.0029(18) 0.0033(19) 0.0003(18) N7 0.042(2) 0.034(2) 0.046(2) -0.0018(18) 0.0036(19) 0.0016(19) N8 0.053(3) 0.035(2) 0.060(3) 0.000(2) 0.012(2) -0.001(2) N9 0.050(3) 0.048(3) 0.061(3) -0.017(2) 0.009(2) 0.000(2) N10 0.067(3) 0.034(2) 0.071(3) 0.004(2) 0.027(3) 0.011(2) N11 0.063(3) 0.041(3) 0.074(3) -0.005(2) -0.021(3) 0.002(2) N12 0.089(5) 0.046(3) 0.082(4) -0.015(3) -0.026(3) 0.007(3) N13 0.176(7) 0.076(4) 0.121(5) 0.005(4) -0.052(5) 0.012(5) N14 0.058(3) 0.038(2) 0.058(3) -0.003(2) 0.018(2) -0.001(2) N15 0.069(4) 0.043(3) 0.065(3) -0.008(2) 0.018(3) -0.013(3) N16 0.102(5) 0.072(4) 0.130(6) -0.015(4) 0.052(5) 0.010(4) C1 0.079(5) 0.046(4) 0.088(5) -0.015(3) -0.016(4) 0.001(3) C2 0.097(6) 0.039(4) 0.111(6) -0.024(4) -0.014(5) -0.001(4) C3 0.094(6) 0.036(3) 0.114(6) -0.014(4) -0.010(5) 0.009(4) C4 0.065(4) 0.038(3) 0.083(4) -0.003(3) 0.001(3) 0.006(3) C5 0.044(3) 0.032(3) 0.064(3) -0.005(2) 0.009(3) 0.002(2) C6 0.044(3) 0.031(3) 0.057(3) 0.000(2) 0.013(3) 0.005(2) C7 0.045(3) 0.038(3) 0.052(3) 0.001(2) 0.001(3) 0.003(2) C8 0.059(4) 0.046(3) 0.064(4) 0.004(3) -0.011(3) -0.002(3) C9 0.094(6) 0.061(4) 0.129(7) -0.005(4) -0.067(5) 0.006(4) C10 0.116(7) 0.092(7) 0.151(9) 0.004(6) -0.085(7) 0.009(6) C11 0.125(7) 0.076(5) 0.104(6) 0.000(5) -0.069(6) -0.021(5) C12 0.082(5) 0.056(4) 0.068(4) -0.004(3) -0.015(4) -0.007(4) C13 0.063(4) 0.056(4) 0.086(5) -0.025(3) 0.018(4) -0.005(3) C14 0.069(5) 0.082(5) 0.108(6) -0.043(5) 0.039(4) -0.007(4) C15 0.071(5) 0.076(5) 0.091(5) -0.025(4) 0.038(4) -0.022(4) C16 0.063(4) 0.055(4) 0.074(4) -0.014(3) 0.022(3) -0.016(3) C17 0.042(3) 0.041(3) 0.054(3) -0.012(2) 0.005(2) -0.006(2) C18 0.037(3) 0.036(3) 0.050(3) -0.007(2) 0.004(2) -0.005(2) C19 0.049(3) 0.032(3) 0.056(3) 0.001(2) 0.011(3) -0.002(2) C20 0.080(5) 0.033(3) 0.081(4) 0.005(3) 0.028(4) 0.012(3) C21 0.130(6) 0.055(4) 0.145(6) 0.021(4) 0.080(5) 0.016(4) C22 0.161(7) 0.064(5) 0.182(8) 0.030(5) 0.087(7) 0.028(5) C23 0.146(7) 0.072(5) 0.163(7) 0.016(5) 0.088(6) 0.035(5) C24 0.106(5) 0.049(4) 0.104(5) 0.014(4) 0.049(4) 0.022(4) O1W 0.186(6) 0.085(4) 0.079(4) 0.004(3) 0.026(4) 0.061(4) O2W 0.138(7) 0.218(9) 0.145(6) -0.008(6) 0.025(5) -0.060(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 Cu1 N11 1.932(5) . ? Cu1 N1 1.990(4) . ? Cu1 N6 1.991(4) . ? Cu1 N4 2.043(4) . ? Cu1 N9 2.303(5) . ? Cu2 N14 1.968(5) . ? Cu2 N7 1.984(4) 2_756 ? Cu2 N2 1.995(4) . ? Cu2 N10 2.046(4) 2_756 ? Cu2 N5 2.308(5) . ? N1 C6 1.332(6) . ? N1 N2 1.366(5) . ? N2 C7 1.331(6) . ? N3 C6 1.335(7) . ? N3 C7 1.341(6) . ? N4 C1 1.338(7) . ? N4 C5 1.338(7) . ? N5 C12 1.334(7) . ? N5 C8 1.352(7) . ? N6 C18 1.329(6) . ? N6 N7 1.357(5) . ? N7 C19 1.334(6) . ? N7 Cu2 1.984(4) 2_756 ? N8 C19 1.339(7) . ? N8 C18 1.356(6) . ? N9 C13 1.334(7) . ? N9 C17 1.344(7) . ? N10 C24 1.335(7) . ? N10 C20 1.347(8) . ? N10 Cu2 2.046(4) 2_756 ? N11 N12 1.171(7) . ? N12 N13 1.150(8) . ? N14 N15 1.185(7) . ? N15 N16 1.151(7) . ? C1 C2 1.383(9) . ? C1 H1 0.9300 . ? C2 C3 1.351(10) . ? C2 H2 0.9300 . ? C3 C4 1.388(9) . ? C3 H3 0.9300 . ? C4 C5 1.382(8) . ? C4 H4 0.9300 . ? C5 C6 1.467(7) . ? C7 C8 1.460(8) . ? C8 C9 1.369(9) . ? C9 C10 1.366(10) . ? C9 H9 0.9300 . ? C10 C11 1.384(12) . ? C10 H10 0.9300 . ? C11 C12 1.376(10) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.373(10) . ? C13 H13 0.9300 . ? C14 C15 1.390(10) . ? C14 H14 0.9300 . ? C15 C16 1.367(9) . ? C15 H15 0.9300 . ? C16 C17 1.380(8) . ? C16 H16 0.9300 . ? C17 C18 1.461(7) . ? C19 C20 1.451(7) . ? C20 C21 1.370(9) . ? C21 C22 1.397(11) . ? C21 H21 0.9300 . ? C22 C23 1.371(11) . ? C22 H22 0.9300 . ? C23 C24 1.373(10) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? O1W H1WA 0.8499 . ? O1W H1WB 0.8500 . ? O2W H2WA 0.8501 . ? O2W H2WB 0.8500 . ? 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 N11 Cu1 N1 162.0(2) . . ? N11 Cu1 N6 94.05(18) . . ? N1 Cu1 N6 96.70(16) . . ? N11 Cu1 N4 89.8(2) . . ? N1 Cu1 N4 79.64(17) . . ? N6 Cu1 N4 176.14(18) . . ? N11 Cu1 N9 102.0(2) . . ? N1 Cu1 N9 94.61(17) . . ? N6 Cu1 N9 76.15(17) . . ? N4 Cu1 N9 102.80(18) . . ? N14 Cu2 N7 158.85(19) . 2_756 ? N14 Cu2 N2 95.19(18) . . ? N7 Cu2 N2 95.44(16) 2_756 . ? N14 Cu2 N10 91.08(19) . 2_756 ? N7 Cu2 N10 79.58(17) 2_756 2_756 ? N2 Cu2 N10 173.04(18) . 2_756 ? N14 Cu2 N5 98.97(19) . . ? N7 Cu2 N5 101.32(17) 2_756 . ? N2 Cu2 N5 76.00(16) . . ? N10 Cu2 N5 100.07(19) 2_756 . ? C6 N1 N2 105.5(4) . . ? C6 N1 Cu1 115.1(3) . . ? N2 N1 Cu1 137.3(3) . . ? C7 N2 N1 105.3(4) . . ? C7 N2 Cu2 119.6(3) . . ? N1 N2 Cu2 135.1(3) . . ? C6 N3 C7 101.5(4) . . ? C1 N4 C5 118.5(5) . . ? C1 N4 Cu1 126.5(4) . . ? C5 N4 Cu1 115.1(3) . . ? C12 N5 C8 117.6(5) . . ? C12 N5 Cu2 131.3(4) . . ? C8 N5 Cu2 110.8(4) . . ? C18 N6 N7 105.7(4) . . ? C18 N6 Cu1 118.7(3) . . ? N7 N6 Cu1 135.4(3) . . ? C19 N7 N6 105.9(4) . . ? C19 N7 Cu2 115.0(3) . 2_756 ? N6 N7 Cu2 137.9(3) . 2_756 ? C19 N8 C18 101.2(4) . . ? C13 N9 C17 117.6(5) . . ? C13 N9 Cu1 130.9(4) . . ? C17 N9 Cu1 111.2(4) . . ? C24 N10 C20 118.0(5) . . ? C24 N10 Cu2 127.0(4) . 2_756 ? C20 N10 Cu2 114.9(4) . 2_756 ? N12 N11 Cu1 123.7(5) . . ? N13 N12 N11 176.3(8) . . ? N15 N14 Cu2 119.9(4) . . ? N16 N15 N14 177.7(7) . . ? N4 C1 C2 121.5(6) . . ? N4 C1 H1 119.3 . . ? C2 C1 H1 119.3 . . ? C3 C2 C1 120.0(6) . . ? C3 C2 H2 120.0 . . ? C1 C2 H2 120.0 . . ? C2 C3 C4 119.5(6) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C5 C4 C3 117.8(6) . . ? C5 C4 H4 121.1 . . ? C3 C4 H4 121.1 . . ? N4 C5 C4 122.8(5) . . ? N4 C5 C6 113.2(4) . . ? C4 C5 C6 124.0(5) . . ? N1 C6 N3 113.9(5) . . ? N1 C6 C5 116.0(5) . . ? N3 C6 C5 130.1(5) . . ? N2 C7 N3 113.8(5) . . ? N2 C7 C8 119.1(5) . . ? N3 C7 C8 127.0(5) . . ? N5 C8 C9 122.4(6) . . ? N5 C8 C7 114.0(5) . . ? C9 C8 C7 123.6(6) . . ? C10 C9 C8 119.2(7) . . ? C10 C9 H9 120.4 . . ? C8 C9 H9 120.4 . . ? C9 C10 C11 119.4(7) . . ? C9 C10 H10 120.3 . . ? C11 C10 H10 120.3 . . ? C12 C11 C10 118.2(7) . . ? C12 C11 H11 120.9 . . ? C10 C11 H11 120.9 . . ? N5 C12 C11 123.1(7) . . ? N5 C12 H12 118.5 . . ? C11 C12 H12 118.5 . . ? N9 C13 C14 123.0(7) . . ? N9 C13 H13 118.5 . . ? C14 C13 H13 118.5 . . ? C13 C14 C15 118.8(6) . . ? C13 C14 H14 120.6 . . ? C15 C14 H14 120.6 . . ? C16 C15 C14 118.7(6) . . ? C16 C15 H15 120.6 . . ? C14 C15 H15 120.6 . . ? C15 C16 C17 119.1(6) . . ? C15 C16 H16 120.5 . . ? C17 C16 H16 120.5 . . ? N9 C17 C16 122.7(5) . . ? N9 C17 C18 113.3(5) . . ? C16 C17 C18 124.0(5) . . ? N6 C18 N8 113.5(4) . . ? N6 C18 C17 120.1(5) . . ? N8 C18 C17 126.4(5) . . ? N7 C19 N8 113.7(4) . . ? N7 C19 C20 116.9(5) . . ? N8 C19 C20 129.4(5) . . ? N10 C20 C21 122.8(6) . . ? N10 C20 C19 112.9(5) . . ? C21 C20 C19 124.3(6) . . ? C20 C21 C22 118.2(7) . . ? C20 C21 H21 120.9 . . ? C22 C21 H21 120.9 . . ? C23 C22 C21 119.3(8) . . ? C23 C22 H22 120.4 . . ? C21 C22 H22 120.4 . . ? C22 C23 C24 118.8(8) . . ? C22 C23 H23 120.6 . . ? C24 C23 H23 120.6 . . ? N10 C24 C23 123.0(7) . . ? N10 C24 H24 118.5 . . ? C23 C24 H24 118.5 . . ? H1WA O1W H1WB 110.2 . . ? H2WA O2W H2WB 112.5 . . ? 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 N11 Cu1 N1 C6 63.5(8) . . . . ? N6 Cu1 N1 C6 -170.3(4) . . . . ? N4 Cu1 N1 C6 8.5(4) . . . . ? N9 Cu1 N1 C6 -93.7(4) . . . . ? N11 Cu1 N1 N2 -135.6(6) . . . . ? N6 Cu1 N1 N2 -9.4(5) . . . . ? N4 Cu1 N1 N2 169.4(5) . . . . ? N9 Cu1 N1 N2 67.2(5) . . . . ? C6 N1 N2 C7 -1.1(5) . . . . ? Cu1 N1 N2 C7 -163.2(4) . . . . ? C6 N1 N2 Cu2 -178.5(4) . . . . ? Cu1 N1 N2 Cu2 19.4(8) . . . . ? N14 Cu2 N2 C7 95.1(4) . . . . ? N7 Cu2 N2 C7 -103.2(4) 2_756 . . . ? N10 Cu2 N2 C7 -59.1(17) 2_756 . . . ? N5 Cu2 N2 C7 -2.8(4) . . . . ? N14 Cu2 N2 N1 -87.7(5) . . . . ? N7 Cu2 N2 N1 74.0(5) 2_756 . . . ? N10 Cu2 N2 N1 118.0(15) 2_756 . . . ? N5 Cu2 N2 N1 174.3(5) . . . . ? N11 Cu1 N4 C1 10.4(6) . . . . ? N1 Cu1 N4 C1 175.7(6) . . . . ? N6 Cu1 N4 C1 -166(3) . . . . ? N9 Cu1 N4 C1 -91.9(6) . . . . ? N11 Cu1 N4 C5 -169.3(4) . . . . ? N1 Cu1 N4 C5 -4.0(4) . . . . ? N6 Cu1 N4 C5 15(3) . . . . ? N9 Cu1 N4 C5 88.4(4) . . . . ? N14 Cu2 N5 C12 86.1(6) . . . . ? N7 Cu2 N5 C12 -87.9(6) 2_756 . . . ? N2 Cu2 N5 C12 179.2(6) . . . . ? N10 Cu2 N5 C12 -6.7(6) 2_756 . . . ? N14 Cu2 N5 C8 -87.6(4) . . . . ? N7 Cu2 N5 C8 98.4(4) 2_756 . . . ? N2 Cu2 N5 C8 5.6(4) . . . . ? N10 Cu2 N5 C8 179.7(4) 2_756 . . . ? N11 Cu1 N6 C18 -95.2(4) . . . . ? N1 Cu1 N6 C18 99.3(4) . . . . ? N4 Cu1 N6 C18 81(3) . . . . ? N9 Cu1 N6 C18 6.1(4) . . . . ? N11 Cu1 N6 N7 78.3(5) . . . . ? N1 Cu1 N6 N7 -87.2(5) . . . . ? N4 Cu1 N6 N7 -106(3) . . . . ? N9 Cu1 N6 N7 179.7(5) . . . . ? C18 N6 N7 C19 0.5(5) . . . . ? Cu1 N6 N7 C19 -173.7(4) . . . . ? C18 N6 N7 Cu2 166.7(4) . . . 2_756 ? Cu1 N6 N7 Cu2 -7.4(8) . . . 2_756 ? N11 Cu1 N9 C13 -89.4(6) . . . . ? N1 Cu1 N9 C13 83.5(5) . . . . ? N6 Cu1 N9 C13 179.3(6) . . . . ? N4 Cu1 N9 C13 3.1(6) . . . . ? N11 Cu1 N9 C17 85.0(4) . . . . ? N1 Cu1 N9 C17 -102.0(4) . . . . ? N6 Cu1 N9 C17 -6.3(3) . . . . ? N4 Cu1 N9 C17 177.6(4) . . . . ? N1 Cu1 N11 N12 150.5(6) . . . . ? N6 Cu1 N11 N12 23.9(6) . . . . ? N4 Cu1 N11 N12 -155.8(6) . . . . ? N9 Cu1 N11 N12 -52.8(6) . . . . ? Cu1 N11 N12 N13 176(100) . . . . ? N7 Cu2 N14 N15 -148.3(5) 2_756 . . . ? N2 Cu2 N14 N15 -28.4(5) . . . . ? N10 Cu2 N14 N15 148.6(5) 2_756 . . . ? N5 Cu2 N14 N15 48.3(5) . . . . ? Cu2 N14 N15 N16 -172(19) . . . . ? C5 N4 C1 C2 -0.6(11) . . . . ? Cu1 N4 C1 C2 179.7(6) . . . . ? N4 C1 C2 C3 0.6(13) . . . . ? C1 C2 C3 C4 0.0(13) . . . . ? C2 C3 C4 C5 -0.5(11) . . . . ? C1 N4 C5 C4 0.0(9) . . . . ? Cu1 N4 C5 C4 179.8(5) . . . . ? C1 N4 C5 C6 179.5(5) . . . . ? Cu1 N4 C5 C6 -0.8(6) . . . . ? C3 C4 C5 N4 0.5(10) . . . . ? C3 C4 C5 C6 -178.9(6) . . . . ? N2 N1 C6 N3 0.6(6) . . . . ? Cu1 N1 C6 N3 167.3(3) . . . . ? N2 N1 C6 C5 -178.2(4) . . . . ? Cu1 N1 C6 C5 -11.5(6) . . . . ? C7 N3 C6 N1 0.1(6) . . . . ? C7 N3 C6 C5 178.8(6) . . . . ? N4 C5 C6 N1 8.0(7) . . . . ? C4 C5 C6 N1 -172.5(5) . . . . ? N4 C5 C6 N3 -170.6(5) . . . . ? C4 C5 C6 N3 8.9(10) . . . . ? N1 N2 C7 N3 1.2(6) . . . . ? Cu2 N2 C7 N3 179.2(3) . . . . ? N1 N2 C7 C8 -178.0(5) . . . . ? Cu2 N2 C7 C8 -0.1(7) . . . . ? C6 N3 C7 N2 -0.9(6) . . . . ? C6 N3 C7 C8 178.4(6) . . . . ? C12 N5 C8 C9 -2.4(11) . . . . ? Cu2 N5 C8 C9 172.2(7) . . . . ? C12 N5 C8 C7 178.3(6) . . . . ? Cu2 N5 C8 C7 -7.1(7) . . . . ? N2 C7 C8 N5 5.4(8) . . . . ? N3 C7 C8 N5 -173.8(6) . . . . ? N2 C7 C8 C9 -173.9(7) . . . . ? N3 C7 C8 C9 7.0(11) . . . . ? N5 C8 C9 C10 2.7(14) . . . . ? C7 C8 C9 C10 -178.1(9) . . . . ? C8 C9 C10 C11 -0.2(17) . . . . ? C9 C10 C11 C12 -2.2(17) . . . . ? C8 N5 C12 C11 -0.2(11) . . . . ? Cu2 N5 C12 C11 -173.5(7) . . . . ? C10 C11 C12 N5 2.5(15) . . . . ? C17 N9 C13 C14 -0.3(9) . . . . ? Cu1 N9 C13 C14 173.9(5) . . . . ? N9 C13 C14 C15 -1.2(11) . . . . ? C13 C14 C15 C16 1.7(11) . . . . ? C14 C15 C16 C17 -0.8(10) . . . . ? C13 N9 C17 C16 1.3(8) . . . . ? Cu1 N9 C17 C16 -174.0(4) . . . . ? C13 N9 C17 C18 -179.4(5) . . . . ? Cu1 N9 C17 C18 5.3(5) . . . . ? C15 C16 C17 N9 -0.8(9) . . . . ? C15 C16 C17 C18 -179.9(6) . . . . ? N7 N6 C18 N8 0.0(6) . . . . ? Cu1 N6 C18 N8 175.3(3) . . . . ? N7 N6 C18 C17 179.1(4) . . . . ? Cu1 N6 C18 C17 -5.6(6) . . . . ? C19 N8 C18 N6 -0.4(6) . . . . ? C19 N8 C18 C17 -179.5(5) . . . . ? N9 C17 C18 N6 -0.6(7) . . . . ? C16 C17 C18 N6 178.7(5) . . . . ? N9 C17 C18 N8 178.5(5) . . . . ? C16 C17 C18 N8 -2.3(9) . . . . ? N6 N7 C19 N8 -0.8(6) . . . . ? Cu2 N7 C19 N8 -170.6(4) 2_756 . . . ? N6 N7 C19 C20 179.0(5) . . . . ? Cu2 N7 C19 C20 9.2(6) 2_756 . . . ? C18 N8 C19 N7 0.7(6) . . . . ? C18 N8 C19 C20 -179.1(6) . . . . ? C24 N10 C20 C21 1.6(11) . . . . ? Cu2 N10 C20 C21 177.0(7) 2_756 . . . ? C24 N10 C20 C19 -178.2(6) . . . . ? Cu2 N10 C20 C19 -2.8(7) 2_756 . . . ? N7 C19 C20 N10 -4.1(8) . . . . ? N8 C19 C20 N10 175.7(6) . . . . ? N7 C19 C20 C21 176.1(7) . . . . ? N8 C19 C20 C21 -4.1(12) . . . . ? N10 C20 C21 C22 -1.2(14) . . . . ? C19 C20 C21 C22 178.5(9) . . . . ? C20 C21 C22 C23 1.2(17) . . . . ? C21 C22 C23 C24 -1.5(17) . . . . ? C20 N10 C24 C23 -1.9(12) . . . . ? Cu2 N10 C24 C23 -176.7(7) 2_756 . . . ? C22 C23 C24 N10 2.0(16) . . . . ? 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 O1W H1WA N3 0.85 2.10 2.942(7) 172.9 . O1W H1WB N14 0.85 2.18 3.029(7) 177.6 4_746 O2W H2WA N8 0.85 2.43 3.114(9) 138.5 . O2W H2WB O1W 0.85 1.97 2.807(10) 165.9 4_756 _diffrn_measured_fraction_theta_max 0.949 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.949 _refine_diff_density_max 0.735 _refine_diff_density_min -0.420 _refine_diff_density_rms 0.096 #=======================================End data_complex5 _database_code_depnum_ccdc_archive 'CCDC 741071' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C57 H44 Cl2 Cu4 N20 O10' _chemical_formula_weight 1494.18 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 19.056(2) _cell_length_b 26.260(3) _cell_length_c 13.8908(14) _cell_angle_alpha 90.00 _cell_angle_beta 119.860(2) _cell_angle_gamma 90.00 _cell_volume 6028.1(11) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3458 _cell_measurement_theta_min 2.360 _cell_measurement_theta_max 24.534 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.646 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3024 _exptl_absorpt_coefficient_mu 1.558 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.610 _exptl_absorpt_correction_T_max 0.744 _exptl_absorpt_process_details 'SADABS (Bruker, 2002)' _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 18109 _diffrn_reflns_av_R_equivalents 0.0569 _diffrn_reflns_av_sigmaI/netI 0.0748 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.46 _diffrn_reflns_theta_max 26.98 _reflns_number_total 6402 _reflns_number_gt 4588 _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^)+(0.0731P)^2^+2.8792P] 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 6402 _refine_ls_number_parameters 421 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.1159 _refine_ls_R_factor_gt 0.0801 _refine_ls_wR_factor_ref 0.1726 _refine_ls_wR_factor_gt 0.1572 _refine_ls_goodness_of_fit_ref 1.137 _refine_ls_restrained_S_all 1.158 _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 Cu1 Cu 0.07438(4) 0.12325(2) -0.11049(6) 0.0330(2) Uani 1 1 d . . . Cu2 Cu 0.16333(4) 0.14706(3) -0.33539(6) 0.0393(2) Uani 1 1 d . . . Cl1 Cl 0.09720(11) 0.16871(6) -0.51629(14) 0.0585(5) Uani 1 1 d . . . N1 N 0.1689(3) 0.15642(16) -0.1052(4) 0.0355(11) Uani 1 1 d . . . N2 N 0.1927(3) 0.16643(16) -0.1803(4) 0.0362(11) Uani 1 1 d . . . N3 N 0.2897(3) 0.19459(18) -0.0139(4) 0.0457(12) Uani 1 1 d . . . N4 N 0.1497(3) 0.14605(18) 0.0708(4) 0.0464(12) Uani 1 1 d . . . N5 N 0.2617(3) 0.19196(18) -0.2935(4) 0.0448(12) Uani 1 1 d . . . N6 N -0.0157(2) 0.08171(15) -0.1267(3) 0.0299(10) Uani 1 1 d . . . N7 N -0.0938(2) 0.08803(15) -0.1519(3) 0.0310(10) Uani 1 1 d . . . N8 N -0.0698(3) 0.00393(15) -0.1457(3) 0.0322(10) Uani 1 1 d . . . N9 N 0.1252(3) 0.05156(16) -0.0906(4) 0.0335(10) Uani 1 1 d . . . N10 N -0.2492(3) 0.07661(17) -0.2064(4) 0.0404(11) Uani 1 1 d . . . O1 O 0.0101(2) 0.18672(14) -0.1639(4) 0.0508(11) Uani 1 1 d . . . O2 O 0.0302(4) 0.3456(2) -0.4824(6) 0.100(2) Uani 1 1 d . . . H2O H 0.0367 0.3644 -0.5271 0.120 Uiso 0.50 1 d PR . . O3 O 0.0113(4) 0.42027(19) -0.4236(5) 0.109(2) Uani 1 1 d . . . O1W O 0.0569(4) 0.39048(19) -0.6315(5) 0.096(2) Uani 1 1 d . . . H1WA H 0.0618 0.4222 -0.6178 0.115 Uiso 1 1 d RD . . H1WB H 0.0454 0.3749 -0.5875 0.115 Uiso 0.50 1 d PRD . . H1WC H 0.0181 0.3881 -0.6980 0.115 Uiso 0.50 1 d PRD . . O2W O 0.0737(4) 0.4852(3) -0.5372(6) 0.126(2) Uani 1 1 d . . . H2WA H 0.0452 0.5107 -0.5727 0.151 Uiso 1 1 d RD . . H2WB H 0.0532 0.4703 -0.5026 0.151 Uiso 1 1 d RD . . C1 C 0.2282(3) 0.1738(2) -0.0074(5) 0.0371(13) Uani 1 1 d . . . C2 C 0.2643(3) 0.1893(2) -0.1232(5) 0.0406(14) Uani 1 1 d . . . C3 C 0.2200(4) 0.1674(2) 0.0911(5) 0.0444(15) Uani 1 1 d . . . C4 C 0.2793(4) 0.1815(3) 0.1955(5) 0.0589(18) Uani 1 1 d . . . H4 H 0.3270 0.1964 0.2066 0.071 Uiso 1 1 calc R . . C5 C 0.2666(5) 0.1732(3) 0.2826(6) 0.074(2) Uani 1 1 d . . . H5 H 0.3065 0.1814 0.3545 0.089 Uiso 1 1 calc R . . C6 C 0.1944(6) 0.1527(3) 0.2630(6) 0.073(2) Uani 1 1 d . . . H6 H 0.1843 0.1480 0.3214 0.088 Uiso 1 1 calc R . . C7 C 0.1369(5) 0.1392(2) 0.1565(6) 0.0581(18) Uani 1 1 d . . . H7 H 0.0883 0.1250 0.1438 0.070 Uiso 1 1 calc R . . C8 C 0.3045(3) 0.2043(2) -0.1852(5) 0.0418(14) Uani 1 1 d . . . C9 C 0.3782(4) 0.2285(2) -0.1405(6) 0.0539(17) Uani 1 1 d . . . H9 H 0.4068 0.2367 -0.0654 0.065 Uiso 1 1 calc R . . C10 C 0.4088(4) 0.2404(3) -0.2086(7) 0.067(2) Uani 1 1 d . . . H10 H 0.4581 0.2572 -0.1802 0.080 Uiso 1 1 calc R . . C11 C 0.3673(4) 0.2274(3) -0.3171(8) 0.067(2) Uani 1 1 d . . . H11 H 0.3884 0.2343 -0.3634 0.080 Uiso 1 1 calc R . . C12 C 0.2925(4) 0.2038(2) -0.3584(6) 0.0593(18) Uani 1 1 d . . . H12 H 0.2631 0.1959 -0.4336 0.071 Uiso 1 1 calc R . . C13 C -0.0046(3) 0.03105(18) -0.1245(4) 0.0277(11) Uani 1 1 d . . . C14 C -0.1233(3) 0.0410(2) -0.1623(4) 0.0317(12) Uani 1 1 d . . . C15 C 0.0744(3) 0.01325(19) -0.1010(4) 0.0311(12) Uani 1 1 d . . . C16 C 0.0974(3) -0.0371(2) -0.0886(4) 0.0386(13) Uani 1 1 d . . . H16 H 0.0611 -0.0629 -0.0973 0.046 Uiso 1 1 calc R . . C17 C 0.1760(4) -0.0486(2) -0.0627(5) 0.0460(15) Uani 1 1 d . . . H17 H 0.1935 -0.0822 -0.0525 0.055 Uiso 1 1 calc R . . C18 C 0.2272(4) -0.0103(2) -0.0525(5) 0.0472(16) Uani 1 1 d . . . H18 H 0.2799 -0.0174 -0.0359 0.057 Uiso 1 1 calc R . . C19 C 0.2001(3) 0.0392(2) -0.0670(5) 0.0423(14) Uani 1 1 d . . . H19 H 0.2355 0.0652 -0.0601 0.051 Uiso 1 1 calc R . . C20 C -0.2082(3) 0.0334(2) -0.1933(4) 0.0333(12) Uani 1 1 d . . . C21 C -0.2425(3) -0.0142(2) -0.2084(5) 0.0449(15) Uani 1 1 d . . . H21 H -0.2119 -0.0434 -0.1978 0.054 Uiso 1 1 calc R . . C22 C -0.3229(4) -0.0177(3) -0.2395(6) 0.0575(18) Uani 1 1 d . . . H22 H -0.3475 -0.0494 -0.2498 0.069 Uiso 1 1 calc R . . C23 C -0.3663(4) 0.0257(3) -0.2549(6) 0.0614(19) Uani 1 1 d . . . H23 H -0.4210 0.0242 -0.2768 0.074 Uiso 1 1 calc R . . C24 C -0.3277(4) 0.0718(3) -0.2374(6) 0.0557(17) Uani 1 1 d . . . H24 H -0.3576 0.1013 -0.2476 0.067 Uiso 1 1 calc R . . C25 C 0.0000 0.2655(3) -0.2500 0.044(2) Uani 1 2 d S . . C26 C 0.0073(4) 0.2918(2) -0.3307(5) 0.0532(17) Uani 1 1 d . . . H26 H 0.0124 0.2742 -0.3850 0.064 Uiso 1 1 calc R . . C27 C 0.0070(4) 0.3446(2) -0.3306(6) 0.064(2) Uani 1 1 d . . . C28 C 0.0000 0.3703(3) -0.2500 0.070(3) Uani 1 2 d S . . H28 H 0.0000 0.4057 -0.2500 0.085 Uiso 1 2 calc SR . . C29 C 0.0000 0.2079(3) -0.2500 0.0378(19) Uani 1 2 d S . . C30 C 0.0160(5) 0.3732(3) -0.4203(8) 0.082(3) Uani 1 1 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 Cu1 0.0313(4) 0.0273(4) 0.0416(4) 0.0004(3) 0.0191(3) -0.0005(3) Cu2 0.0417(4) 0.0352(4) 0.0456(4) -0.0031(3) 0.0251(4) -0.0117(3) Cl1 0.0664(11) 0.0528(10) 0.0530(10) 0.0103(8) 0.0273(9) -0.0067(8) N1 0.032(2) 0.032(3) 0.042(3) -0.003(2) 0.019(2) -0.0053(19) N2 0.032(2) 0.035(3) 0.042(3) -0.004(2) 0.019(2) -0.008(2) N3 0.034(3) 0.041(3) 0.052(3) -0.006(2) 0.014(2) -0.003(2) N4 0.056(3) 0.037(3) 0.048(3) -0.001(2) 0.028(3) 0.002(2) N5 0.047(3) 0.038(3) 0.060(3) -0.005(3) 0.034(3) -0.010(2) N6 0.028(2) 0.028(2) 0.035(3) 0.0016(19) 0.017(2) 0.0013(18) N7 0.030(2) 0.028(2) 0.035(3) -0.0016(19) 0.016(2) 0.0011(18) N8 0.036(2) 0.028(2) 0.035(3) 0.004(2) 0.019(2) 0.0019(19) N9 0.030(2) 0.035(2) 0.037(3) 0.002(2) 0.017(2) 0.0041(19) N10 0.031(2) 0.040(3) 0.051(3) 0.001(2) 0.022(2) 0.002(2) O1 0.054(3) 0.031(2) 0.073(3) 0.009(2) 0.037(2) 0.0095(19) O2 0.136(6) 0.051(4) 0.107(5) 0.016(3) 0.055(5) -0.016(4) O3 0.135(6) 0.040(3) 0.123(5) 0.021(3) 0.043(4) -0.004(3) O1W 0.151(5) 0.059(3) 0.152(5) 0.045(3) 0.132(5) 0.030(3) O2W 0.085(5) 0.141(6) 0.147(6) 0.001(5) 0.054(5) 0.009(4) C1 0.027(3) 0.033(3) 0.045(4) -0.004(3) 0.012(3) 0.005(2) C2 0.033(3) 0.030(3) 0.056(4) 0.000(3) 0.020(3) -0.006(2) C3 0.051(4) 0.035(3) 0.043(4) -0.003(3) 0.021(3) 0.006(3) C4 0.056(4) 0.063(5) 0.043(4) -0.001(3) 0.014(4) 0.010(3) C5 0.086(6) 0.070(5) 0.043(5) -0.001(4) 0.014(4) 0.017(4) C6 0.122(8) 0.057(5) 0.050(5) 0.012(4) 0.050(5) 0.020(5) C7 0.086(5) 0.043(4) 0.060(5) 0.004(3) 0.048(4) 0.007(3) C8 0.037(3) 0.030(3) 0.059(4) 0.003(3) 0.024(3) -0.002(2) C9 0.038(3) 0.044(4) 0.071(5) -0.001(3) 0.020(3) -0.010(3) C10 0.044(4) 0.061(5) 0.101(6) 0.002(4) 0.041(5) -0.014(3) C11 0.062(5) 0.059(4) 0.105(7) 0.001(5) 0.061(5) -0.009(4) C12 0.073(5) 0.045(4) 0.079(5) -0.003(4) 0.052(4) -0.013(3) C13 0.033(3) 0.022(3) 0.027(3) 0.001(2) 0.014(2) 0.003(2) C14 0.036(3) 0.033(3) 0.028(3) 0.001(2) 0.017(2) 0.001(2) C15 0.033(3) 0.033(3) 0.030(3) 0.002(2) 0.018(2) 0.005(2) C16 0.049(3) 0.030(3) 0.039(3) 0.000(2) 0.024(3) 0.008(2) C17 0.058(4) 0.039(3) 0.045(4) 0.006(3) 0.029(3) 0.018(3) C18 0.040(3) 0.057(4) 0.047(4) 0.013(3) 0.023(3) 0.025(3) C19 0.034(3) 0.047(4) 0.046(4) 0.000(3) 0.021(3) 0.002(3) C20 0.031(3) 0.039(3) 0.030(3) -0.004(2) 0.015(2) -0.002(2) C21 0.041(3) 0.038(3) 0.056(4) -0.010(3) 0.024(3) -0.007(3) C22 0.053(4) 0.056(4) 0.069(5) -0.018(4) 0.034(4) -0.022(3) C23 0.037(4) 0.068(5) 0.079(5) -0.012(4) 0.028(4) -0.011(3) C24 0.040(3) 0.061(4) 0.073(5) 0.000(4) 0.033(4) 0.006(3) C25 0.030(4) 0.024(4) 0.054(6) 0.000 0.003(4) 0.000 C26 0.040(3) 0.035(3) 0.051(4) 0.000(3) -0.003(3) -0.006(3) C27 0.051(4) 0.030(4) 0.065(5) 0.010(3) -0.005(3) -0.008(3) C28 0.064(7) 0.024(5) 0.076(8) 0.000 -0.001(6) 0.000 C29 0.022(4) 0.032(4) 0.052(6) 0.000 0.013(4) 0.000 C30 0.066(5) 0.048(5) 0.083(6) 0.012(5) 0.001(5) -0.013(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 Cu1 N6 1.950(4) . ? Cu1 N1 1.970(4) . ? Cu1 O1 1.981(4) . ? Cu1 N9 2.072(4) . ? Cu1 N4 2.272(5) . ? Cu2 N7 1.989(4) 2_554 ? Cu2 N2 2.003(5) . ? Cu2 N5 2.039(5) . ? Cu2 Cl1 2.2522(18) . ? Cu2 N10 2.343(5) 2_554 ? N1 C1 1.342(7) . ? N1 N2 1.354(6) . ? N2 C2 1.333(6) . ? N3 C1 1.337(7) . ? N3 C2 1.351(7) . ? N4 C7 1.341(8) . ? N4 C3 1.346(8) . ? N5 C12 1.335(8) . ? N5 C8 1.346(7) . ? N6 C13 1.345(6) . ? N6 N7 1.358(5) . ? N7 C14 1.335(6) . ? N7 Cu2 1.989(4) 2_554 ? N8 C13 1.332(6) . ? N8 C14 1.342(6) . ? N9 C19 1.335(7) . ? N9 C15 1.354(6) . ? N10 C20 1.338(7) . ? N10 C24 1.340(7) . ? N10 Cu2 2.343(5) 2_554 ? O1 C29 1.244(5) . ? O2 C30 1.255(11) . ? O2 H2O 0.8501 . ? O3 C30 1.239(9) . ? O1W H1WA 0.8501 . ? O1W H1WB 0.8499 . ? O1W H1WC 0.8500 . ? O2W H2WA 0.8500 . ? O2W H2WB 0.8500 . ? C1 C3 1.461(8) . ? C2 C8 1.463(8) . ? C3 C4 1.373(8) . ? C4 C5 1.363(10) . ? C4 H4 0.9300 . ? C5 C6 1.373(11) . ? C5 H5 0.9300 . ? C6 C7 1.379(10) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.377(8) . ? C9 C10 1.371(9) . ? C9 H9 0.9300 . ? C10 C11 1.350(10) . ? C10 H10 0.9300 . ? C11 C12 1.390(9) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C15 1.450(7) . ? C14 C20 1.465(7) . ? C15 C16 1.377(7) . ? C16 C17 1.389(8) . ? C16 H16 0.9300 . ? C17 C18 1.358(8) . ? C17 H17 0.9300 . ? C18 C19 1.375(8) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 C21 1.377(7) . ? C21 C22 1.372(8) . ? C21 H21 0.9300 . ? C22 C23 1.362(9) . ? C22 H22 0.9300 . ? C23 C24 1.375(9) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? C25 C26 1.383(7) 2_554 ? C25 C26 1.383(7) . ? C25 C29 1.511(11) . ? C26 C27 1.386(8) . ? C26 H26 0.9300 . ? C27 C28 1.369(8) . ? C27 C30 1.536(12) . ? C28 C27 1.369(8) 2_554 ? C28 H28 0.9300 . ? C29 O1 1.244(5) 2_554 ? 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 N6 Cu1 N1 171.16(18) . . ? N6 Cu1 O1 94.74(17) . . ? N1 Cu1 O1 91.46(18) . . ? N6 Cu1 N9 80.42(16) . . ? N1 Cu1 N9 92.20(17) . . ? O1 Cu1 N9 167.25(18) . . ? N6 Cu1 N4 108.05(18) . . ? N1 Cu1 N4 77.32(18) . . ? O1 Cu1 N4 97.20(18) . . ? N9 Cu1 N4 95.52(17) . . ? N7 Cu2 N2 96.33(17) 2_554 . ? N7 Cu2 N5 162.39(19) 2_554 . ? N2 Cu2 N5 79.71(19) . . ? N7 Cu2 Cl1 96.89(13) 2_554 . ? N2 Cu2 Cl1 146.85(14) . . ? N5 Cu2 Cl1 95.55(15) . . ? N7 Cu2 N10 76.04(16) 2_554 2_554 ? N2 Cu2 N10 98.48(18) . 2_554 ? N5 Cu2 N10 87.51(18) . 2_554 ? Cl1 Cu2 N10 114.18(13) . 2_554 ? C1 N1 N2 106.2(4) . . ? C1 N1 Cu1 118.8(4) . . ? N2 N1 Cu1 135.0(4) . . ? C2 N2 N1 105.4(5) . . ? C2 N2 Cu2 114.2(4) . . ? N1 N2 Cu2 139.3(3) . . ? C1 N3 C2 101.4(5) . . ? C7 N4 C3 118.2(6) . . ? C7 N4 Cu1 130.9(5) . . ? C3 N4 Cu1 110.8(4) . . ? C12 N5 C8 118.3(5) . . ? C12 N5 Cu2 126.3(5) . . ? C8 N5 Cu2 114.7(4) . . ? C13 N6 N7 105.4(4) . . ? C13 N6 Cu1 115.5(3) . . ? N7 N6 Cu1 138.6(3) . . ? C14 N7 N6 105.2(4) . . ? C14 N7 Cu2 119.1(3) . 2_554 ? N6 N7 Cu2 135.5(3) . 2_554 ? C13 N8 C14 101.3(4) . . ? C19 N9 C15 117.7(5) . . ? C19 N9 Cu1 128.7(4) . . ? C15 N9 Cu1 113.5(3) . . ? C20 N10 C24 116.6(5) . . ? C20 N10 Cu2 110.3(3) . 2_554 ? C24 N10 Cu2 133.1(4) . 2_554 ? C29 O1 Cu1 120.5(4) . . ? C30 O2 H2O 109.1 . . ? H1WA O1W H1WB 110.5 . . ? H1WA O1W H1WC 104.6 . . ? H1WB O1W H1WC 110.5 . . ? H2WA O2W H2WB 110.4 . . ? N3 C1 N1 113.2(5) . . ? N3 C1 C3 128.0(5) . . ? N1 C1 C3 118.7(5) . . ? N2 C2 N3 113.8(5) . . ? N2 C2 C8 116.9(5) . . ? N3 C2 C8 129.3(5) . . ? N4 C3 C4 122.8(6) . . ? N4 C3 C1 114.3(5) . . ? C4 C3 C1 122.9(6) . . ? C5 C4 C3 118.6(7) . . ? C5 C4 H4 120.7 . . ? C3 C4 H4 120.7 . . ? C4 C5 C6 119.3(7) . . ? C4 C5 H5 120.3 . . ? C6 C5 H5 120.3 . . ? C5 C6 C7 119.7(7) . . ? C5 C6 H6 120.1 . . ? C7 C6 H6 120.1 . . ? N4 C7 C6 121.3(7) . . ? N4 C7 H7 119.4 . . ? C6 C7 H7 119.4 . . ? N5 C8 C9 122.0(6) . . ? N5 C8 C2 112.9(5) . . ? C9 C8 C2 125.1(6) . . ? C10 C9 C8 118.9(7) . . ? C10 C9 H9 120.6 . . ? C8 C9 H9 120.6 . . ? C11 C10 C9 119.9(6) . . ? C11 C10 H10 120.1 . . ? C9 C10 H10 120.1 . . ? C10 C11 C12 119.0(7) . . ? C10 C11 H11 120.5 . . ? C12 C11 H11 120.5 . . ? N5 C12 C11 122.0(7) . . ? N5 C12 H12 119.0 . . ? C11 C12 H12 119.0 . . ? N8 C13 N6 113.9(4) . . ? N8 C13 C15 128.9(4) . . ? N6 C13 C15 117.2(4) . . ? N7 C14 N8 114.2(5) . . ? N7 C14 C20 120.1(5) . . ? N8 C14 C20 125.7(5) . . ? N9 C15 C16 122.3(5) . . ? N9 C15 C13 113.1(4) . . ? C16 C15 C13 124.6(5) . . ? C15 C16 C17 118.4(5) . . ? C15 C16 H16 120.8 . . ? C17 C16 H16 120.8 . . ? C18 C17 C16 119.6(5) . . ? C18 C17 H17 120.2 . . ? C16 C17 H17 120.2 . . ? C17 C18 C19 119.1(5) . . ? C17 C18 H18 120.5 . . ? C19 C18 H18 120.5 . . ? N9 C19 C18 122.9(6) . . ? N9 C19 H19 118.5 . . ? C18 C19 H19 118.5 . . ? N10 C20 C21 123.2(5) . . ? N10 C20 C14 114.2(5) . . ? C21 C20 C14 122.7(5) . . ? C22 C21 C20 118.8(6) . . ? C22 C21 H21 120.6 . . ? C20 C21 H21 120.6 . . ? C23 C22 C21 119.2(6) . . ? C23 C22 H22 120.4 . . ? C21 C22 H22 120.4 . . ? C22 C23 C24 118.7(6) . . ? C22 C23 H23 120.7 . . ? C24 C23 H23 120.7 . . ? N10 C24 C23 123.6(6) . . ? N10 C24 H24 118.2 . . ? C23 C24 H24 118.2 . . ? C26 C25 C26 119.9(8) 2_554 . ? C26 C25 C29 120.0(4) 2_554 . ? C26 C25 C29 120.0(4) . . ? C25 C26 C27 119.8(7) . . ? C25 C26 H26 120.1 . . ? C27 C26 H26 120.1 . . ? C28 C27 C26 119.7(8) . . ? C28 C27 C30 121.2(6) . . ? C26 C27 C30 119.0(8) . . ? C27 C28 C27 121.0(9) . 2_554 ? C27 C28 H28 119.5 . . ? C27 C28 H28 119.5 2_554 . ? O1 C29 O1 126.8(8) . 2_554 ? O1 C29 C25 116.6(4) . . ? O1 C29 C25 116.6(4) 2_554 . ? O3 C30 O2 125.9(10) . . ? O3 C30 C27 118.9(10) . . ? O2 C30 C27 115.2(7) . . ? 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 N6 Cu1 N1 C1 -126.7(11) . . . . ? O1 Cu1 N1 C1 98.7(4) . . . . ? N9 Cu1 N1 C1 -93.5(4) . . . . ? N4 Cu1 N1 C1 1.7(4) . . . . ? N6 Cu1 N1 N2 51.8(14) . . . . ? O1 Cu1 N1 N2 -82.8(5) . . . . ? N9 Cu1 N1 N2 85.0(5) . . . . ? N4 Cu1 N1 N2 -179.8(5) . . . . ? C1 N1 N2 C2 -0.3(6) . . . . ? Cu1 N1 N2 C2 -178.9(4) . . . . ? C1 N1 N2 Cu2 165.9(4) . . . . ? Cu1 N1 N2 Cu2 -12.7(9) . . . . ? N7 Cu2 N2 C2 151.8(4) 2_554 . . . ? N5 Cu2 N2 C2 -10.9(4) . . . . ? Cl1 Cu2 N2 C2 -95.2(4) . . . . ? N10 Cu2 N2 C2 75.0(4) 2_554 . . . ? N7 Cu2 N2 N1 -13.6(6) 2_554 . . . ? N5 Cu2 N2 N1 -176.2(6) . . . . ? Cl1 Cu2 N2 N1 99.4(6) . . . . ? N10 Cu2 N2 N1 -90.4(6) 2_554 . . . ? N6 Cu1 N4 C7 -6.5(6) . . . . ? N1 Cu1 N4 C7 -179.2(6) . . . . ? O1 Cu1 N4 C7 90.9(5) . . . . ? N9 Cu1 N4 C7 -88.2(5) . . . . ? N6 Cu1 N4 C3 169.6(4) . . . . ? N1 Cu1 N4 C3 -3.1(4) . . . . ? O1 Cu1 N4 C3 -93.0(4) . . . . ? N9 Cu1 N4 C3 87.9(4) . . . . ? N7 Cu2 N5 C12 102.8(8) 2_554 . . . ? N2 Cu2 N5 C12 -178.9(6) . . . . ? Cl1 Cu2 N5 C12 -32.0(5) . . . . ? N10 Cu2 N5 C12 82.1(5) 2_554 . . . ? N7 Cu2 N5 C8 -67.5(8) 2_554 . . . ? N2 Cu2 N5 C8 10.8(4) . . . . ? Cl1 Cu2 N5 C8 157.7(4) . . . . ? N10 Cu2 N5 C8 -88.2(4) 2_554 . . . ? N1 Cu1 N6 C13 30.0(14) . . . . ? O1 Cu1 N6 C13 164.4(4) . . . . ? N9 Cu1 N6 C13 -3.7(4) . . . . ? N4 Cu1 N6 C13 -96.4(4) . . . . ? N1 Cu1 N6 N7 -141.1(11) . . . . ? O1 Cu1 N6 N7 -6.7(5) . . . . ? N9 Cu1 N6 N7 -174.8(5) . . . . ? N4 Cu1 N6 N7 92.5(5) . . . . ? C13 N6 N7 C14 0.3(5) . . . . ? Cu1 N6 N7 C14 171.9(4) . . . . ? C13 N6 N7 Cu2 175.5(4) . . . 2_554 ? Cu1 N6 N7 Cu2 -12.9(8) . . . 2_554 ? N6 Cu1 N9 C19 -176.6(5) . . . . ? N1 Cu1 N9 C19 8.3(5) . . . . ? O1 Cu1 N9 C19 114.9(8) . . . . ? N4 Cu1 N9 C19 -69.1(5) . . . . ? N6 Cu1 N9 C15 1.7(4) . . . . ? N1 Cu1 N9 C15 -173.4(4) . . . . ? O1 Cu1 N9 C15 -66.8(9) . . . . ? N4 Cu1 N9 C15 109.1(4) . . . . ? N6 Cu1 O1 C29 -117.1(4) . . . . ? N1 Cu1 O1 C29 56.6(4) . . . . ? N9 Cu1 O1 C29 -50.1(9) . . . . ? N4 Cu1 O1 C29 134.0(4) . . . . ? C2 N3 C1 N1 0.5(6) . . . . ? C2 N3 C1 C3 179.1(5) . . . . ? N2 N1 C1 N3 -0.1(6) . . . . ? Cu1 N1 C1 N3 178.7(3) . . . . ? N2 N1 C1 C3 -178.9(5) . . . . ? Cu1 N1 C1 C3 0.0(6) . . . . ? N1 N2 C2 N3 0.6(6) . . . . ? Cu2 N2 C2 N3 -169.5(4) . . . . ? N1 N2 C2 C8 179.7(5) . . . . ? Cu2 N2 C2 C8 9.6(6) . . . . ? C1 N3 C2 N2 -0.7(6) . . . . ? C1 N3 C2 C8 -179.6(6) . . . . ? C7 N4 C3 C4 1.1(9) . . . . ? Cu1 N4 C3 C4 -175.5(5) . . . . ? C7 N4 C3 C1 -179.4(5) . . . . ? Cu1 N4 C3 C1 4.0(6) . . . . ? N3 C1 C3 N4 178.5(5) . . . . ? N1 C1 C3 N4 -3.0(7) . . . . ? N3 C1 C3 C4 -2.1(9) . . . . ? N1 C1 C3 C4 176.5(5) . . . . ? N4 C3 C4 C5 0.4(10) . . . . ? C1 C3 C4 C5 -179.0(6) . . . . ? C3 C4 C5 C6 -2.1(11) . . . . ? C4 C5 C6 C7 2.2(11) . . . . ? C3 N4 C7 C6 -1.0(9) . . . . ? Cu1 N4 C7 C6 174.8(5) . . . . ? C5 C6 C7 N4 -0.6(11) . . . . ? C12 N5 C8 C9 0.0(9) . . . . ? Cu2 N5 C8 C9 171.1(5) . . . . ? C12 N5 C8 C2 -179.9(5) . . . . ? Cu2 N5 C8 C2 -8.8(6) . . . . ? N2 C2 C8 N5 -0.4(7) . . . . ? N3 C2 C8 N5 178.5(5) . . . . ? N2 C2 C8 C9 179.6(5) . . . . ? N3 C2 C8 C9 -1.4(10) . . . . ? N5 C8 C9 C10 0.0(9) . . . . ? C2 C8 C9 C10 180.0(6) . . . . ? C8 C9 C10 C11 -1.1(10) . . . . ? C9 C10 C11 C12 2.1(11) . . . . ? C8 N5 C12 C11 1.1(10) . . . . ? Cu2 N5 C12 C11 -168.9(5) . . . . ? C10 C11 C12 N5 -2.1(11) . . . . ? C14 N8 C13 N6 0.4(6) . . . . ? C14 N8 C13 C15 -179.0(5) . . . . ? N7 N6 C13 N8 -0.5(6) . . . . ? Cu1 N6 C13 N8 -174.4(3) . . . . ? N7 N6 C13 C15 179.0(4) . . . . ? Cu1 N6 C13 C15 5.2(6) . . . . ? N6 N7 C14 N8 0.0(6) . . . . ? Cu2 N7 C14 N8 -176.2(3) 2_554 . . . ? N6 N7 C14 C20 -177.9(4) . . . . ? Cu2 N7 C14 C20 5.9(7) 2_554 . . . ? C13 N8 C14 N7 -0.2(6) . . . . ? C13 N8 C14 C20 177.5(5) . . . . ? C19 N9 C15 C16 -0.3(8) . . . . ? Cu1 N9 C15 C16 -178.8(4) . . . . ? C19 N9 C15 C13 178.9(5) . . . . ? Cu1 N9 C15 C13 0.4(5) . . . . ? N8 C13 C15 N9 175.8(5) . . . . ? N6 C13 C15 N9 -3.6(7) . . . . ? N8 C13 C15 C16 -5.0(9) . . . . ? N6 C13 C15 C16 175.6(5) . . . . ? N9 C15 C16 C17 1.1(8) . . . . ? C13 C15 C16 C17 -178.0(5) . . . . ? C15 C16 C17 C18 -1.2(8) . . . . ? C16 C17 C18 C19 0.6(9) . . . . ? C15 N9 C19 C18 -0.4(8) . . . . ? Cu1 N9 C19 C18 177.8(4) . . . . ? C17 C18 C19 N9 0.2(9) . . . . ? C24 N10 C20 C21 -1.0(8) . . . . ? Cu2 N10 C20 C21 177.7(5) 2_554 . . . ? C24 N10 C20 C14 178.5(5) . . . . ? Cu2 N10 C20 C14 -2.8(6) 2_554 . . . ? N7 C14 C20 N10 -1.5(7) . . . . ? N8 C14 C20 N10 -179.1(5) . . . . ? N7 C14 C20 C21 178.0(5) . . . . ? N8 C14 C20 C21 0.4(9) . . . . ? N10 C20 C21 C22 0.7(9) . . . . ? C14 C20 C21 C22 -178.8(5) . . . . ? C20 C21 C22 C23 0.3(10) . . . . ? C21 C22 C23 C24 -0.8(11) . . . . ? C20 N10 C24 C23 0.5(10) . . . . ? Cu2 N10 C24 C23 -177.9(5) 2_554 . . . ? C22 C23 C24 N10 0.4(11) . . . . ? C26 C25 C26 C27 -0.2(4) 2_554 . . . ? C29 C25 C26 C27 179.8(4) . . . . ? C25 C26 C27 C28 0.4(8) . . . . ? C25 C26 C27 C30 179.4(5) . . . . ? C26 C27 C28 C27 -0.2(4) . . . 2_554 ? C30 C27 C28 C27 -179.2(7) . . . 2_554 ? Cu1 O1 C29 O1 37.1(2) . . . 2_554 ? Cu1 O1 C29 C25 -142.9(2) . . . . ? C26 C25 C29 O1 -14.4(3) 2_554 . . . ? C26 C25 C29 O1 165.6(3) . . . . ? C26 C25 C29 O1 165.6(3) 2_554 . . 2_554 ? C26 C25 C29 O1 -14.4(3) . . . 2_554 ? C28 C27 C30 O3 -4.9(10) . . . . ? C26 C27 C30 O3 176.1(7) . . . . ? C28 C27 C30 O2 172.9(6) . . . . ? C26 C27 C30 O2 -6.0(10) . . . . ? 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 O2 H2O O1W 0.85 1.81 2.643(8) 166.4 . O1W H1WA O2W 0.85 1.95 2.754(8) 158.5 . O1W H1WB O2 0.85 1.80 2.643(8) 173.7 . O1W H1WC O1W 0.85 2.07 2.903(13) 166.4 2_553 O2W H2WA O3 0.85 2.10 2.865(9) 150.4 5_564 O2W H2WB O3 0.85 2.11 2.946(10) 168.7 . _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 26.98 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.713 _refine_diff_density_min -0.528 _refine_diff_density_rms 0.102 #=======================================End data_complex6 _database_code_depnum_ccdc_archive 'CCDC 741072' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H13 Cu2 N5 O7' _chemical_formula_weight 574.44 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.3117(18) _cell_length_b 12.848(2) _cell_length_c 15.824(3) _cell_angle_alpha 90.00 _cell_angle_beta 104.618(4) _cell_angle_gamma 90.00 _cell_volume 2028.6(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 659 _cell_measurement_theta_min 2.917 _cell_measurement_theta_max 21.907 _exptl_crystal_description block _exptl_crystal_colour blue-green _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.881 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1152 _exptl_absorpt_coefficient_mu 2.156 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8263 _exptl_absorpt_correction_T_max 0.9092 _exptl_absorpt_process_details 'SADABS (Bruker, 2002)' _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 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7971 _diffrn_reflns_av_R_equivalents 0.0772 _diffrn_reflns_av_sigmaI/netI 0.1181 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3408 _reflns_number_gt 2093 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART, 1998.' _computing_cell_refinement 'SAINT-PLUS, Ver. 6.0, 1997' _computing_data_reduction 'SAINT-PLUS, Ver. 6.0, 1997' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP, Ver. 6.10, Bruker AXS Inc., 2000' _computing_publication_material 'SHELXTL-Bruker AXS Inc., 1998' _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^)+(0.0590P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3408 _refine_ls_number_parameters 316 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.1119 _refine_ls_R_factor_gt 0.0601 _refine_ls_wR_factor_ref 0.1455 _refine_ls_wR_factor_gt 0.1236 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.015 _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 Cu1 Cu 0.29890(9) 0.40447(7) -0.05144(6) 0.0266(3) Uani 1 1 d . . . Cu2 Cu 0.39550(9) 0.72925(7) -0.01737(6) 0.0237(3) Uani 1 1 d . . . O1 O 0.4000(5) 0.4783(4) -0.1208(3) 0.0346(14) Uani 1 1 d . . . O2 O 0.4944(5) 0.6316(4) -0.0727(3) 0.0265(12) Uani 1 1 d . . . O3 O 0.6508(5) 0.7741(4) -0.4043(3) 0.0356(14) Uani 1 1 d . . . O4 O 0.7567(6) 0.8076(5) -0.2660(4) 0.0496(17) Uani 1 1 d . . . O5 O 0.5374(5) 0.3493(4) -0.4304(4) 0.0340(13) Uani 1 1 d . . . O6 O 0.7262(6) 0.3129(5) -0.3358(4) 0.0573(18) Uani 1 1 d . . . O1W O 0.0866(7) 0.4360(5) -0.1760(5) 0.073(2) Uani 1 1 d U . . H1WA H 0.0122 0.4129 -0.1700 0.088 Uiso 1 1 d RD . . H1WB H 0.1009 0.3969 -0.2160 0.088 Uiso 1 1 d RD . . N1 N 0.1773(6) 0.3321(5) 0.0133(4) 0.0283(16) Uani 1 1 d . . . N2 N 0.2585(5) 0.5228(4) 0.0153(4) 0.0210(14) Uani 1 1 d . . . N3 N 0.2910(6) 0.6257(4) 0.0264(4) 0.0219(14) Uani 1 1 d . . . N4 N 0.1460(6) 0.5872(4) 0.1073(4) 0.0219(14) Uani 1 1 d . . . N5 N 0.3106(6) 0.8212(5) 0.0597(4) 0.0238(15) Uani 1 1 d . . . C1 C 0.1430(7) 0.2328(6) 0.0089(5) 0.032(2) Uani 1 1 d . . . H1 H 0.1804 0.1879 -0.0246 0.039 Uiso 1 1 calc R . . C2 C 0.0530(8) 0.1936(6) 0.0526(6) 0.039(2) Uani 1 1 d . . . H2 H 0.0280 0.1239 0.0467 0.047 Uiso 1 1 calc R . . C3 C 0.0015(8) 0.2581(6) 0.1043(6) 0.038(2) Uani 1 1 d . . . H3 H -0.0579 0.2327 0.1348 0.046 Uiso 1 1 calc R . . C4 C 0.0383(7) 0.3606(6) 0.1107(5) 0.0285(19) Uani 1 1 d . . . H4 H 0.0041 0.4055 0.1458 0.034 Uiso 1 1 calc R . . C5 C 0.1256(6) 0.3970(5) 0.0653(5) 0.0207(17) Uani 1 1 d . . . C6 C 0.1736(7) 0.5035(6) 0.0638(5) 0.0224(17) Uani 1 1 d . . . C7 C 0.2216(7) 0.6611(5) 0.0818(5) 0.0234(18) Uani 1 1 d . . . C8 C 0.2346(7) 0.7708(6) 0.1043(5) 0.0246(17) Uani 1 1 d . . . C9 C 0.1749(8) 0.8196(6) 0.1610(5) 0.037(2) Uani 1 1 d . . . H9 H 0.1239 0.7822 0.1913 0.044 Uiso 1 1 calc R . . C10 C 0.1916(8) 0.9249(6) 0.1726(6) 0.042(2) Uani 1 1 d . . . H10 H 0.1519 0.9598 0.2111 0.051 Uiso 1 1 calc R . . C11 C 0.2677(8) 0.9787(6) 0.1269(5) 0.038(2) Uani 1 1 d . . . H11 H 0.2804 1.0502 0.1341 0.045 Uiso 1 1 calc R . . C12 C 0.3241(8) 0.9242(6) 0.0705(5) 0.033(2) Uani 1 1 d . . . H12 H 0.3737 0.9605 0.0386 0.039 Uiso 1 1 calc R . . C13 C 0.5404(6) 0.5556(5) -0.1974(5) 0.0170(16) Uani 1 1 d . . . C14 C 0.5865(7) 0.6484(5) -0.2230(5) 0.0235(18) Uani 1 1 d . . . H14 H 0.5829 0.7089 -0.1913 0.028 Uiso 1 1 calc R . . C15 C 0.6382(7) 0.6515(6) -0.2959(5) 0.0235(18) Uani 1 1 d . . . C16 C 0.6481(7) 0.5605(6) -0.3401(5) 0.0263(18) Uani 1 1 d . . . H16 H 0.6810 0.5627 -0.3897 0.032 Uiso 1 1 calc R . . C17 C 0.6099(7) 0.4656(5) -0.3119(5) 0.0226(17) Uani 1 1 d . . . C18 C 0.5524(7) 0.4630(5) -0.2413(4) 0.0191(16) Uani 1 1 d . . . H18 H 0.5224 0.4005 -0.2235 0.023 Uiso 1 1 calc R . . C19 C 0.4725(7) 0.5559(6) -0.1251(5) 0.0216(17) Uani 1 1 d . . . C20 C 0.6862(7) 0.7529(6) -0.3243(6) 0.0291(19) Uani 1 1 d . . . C21 C 0.6282(8) 0.3674(6) -0.3617(5) 0.0254(18) Uani 1 1 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 Cu1 0.0477(6) 0.0111(5) 0.0287(6) -0.0020(4) 0.0239(5) -0.0013(4) Cu2 0.0400(6) 0.0107(5) 0.0255(6) 0.0009(4) 0.0175(4) 0.0010(4) O1 0.054(4) 0.023(3) 0.037(4) -0.008(3) 0.031(3) -0.014(3) O2 0.039(3) 0.020(3) 0.028(3) -0.010(3) 0.021(3) -0.004(2) O3 0.072(4) 0.017(3) 0.025(4) 0.002(3) 0.026(3) -0.005(3) O4 0.071(4) 0.032(4) 0.043(4) 0.008(3) 0.010(3) -0.016(3) O5 0.046(3) 0.021(3) 0.036(4) -0.009(3) 0.011(3) 0.002(2) O6 0.066(4) 0.044(4) 0.054(4) -0.021(3) 0.000(3) 0.028(3) O1W 0.088(5) 0.047(4) 0.110(5) -0.001(4) 0.072(4) 0.002(3) N1 0.034(4) 0.020(4) 0.035(4) -0.001(3) 0.017(3) 0.001(3) N2 0.029(3) 0.013(3) 0.026(4) 0.000(3) 0.016(3) 0.000(3) N3 0.035(4) 0.013(3) 0.021(4) -0.001(3) 0.015(3) 0.003(3) N4 0.035(4) 0.013(3) 0.022(4) 0.001(3) 0.015(3) 0.002(3) N5 0.032(4) 0.017(3) 0.022(4) -0.003(3) 0.005(3) -0.002(3) C1 0.044(5) 0.017(4) 0.039(5) -0.005(4) 0.017(4) 0.003(4) C2 0.045(5) 0.022(5) 0.051(6) 0.009(4) 0.014(5) -0.008(4) C3 0.037(5) 0.033(5) 0.050(6) 0.008(4) 0.020(4) -0.001(4) C4 0.036(5) 0.027(4) 0.026(5) -0.002(4) 0.012(4) 0.000(4) C5 0.020(4) 0.020(4) 0.021(4) 0.003(4) 0.002(3) 0.003(3) C6 0.029(4) 0.022(4) 0.016(4) 0.002(3) 0.005(3) 0.004(3) C7 0.030(4) 0.019(4) 0.023(5) 0.004(3) 0.012(4) 0.006(3) C8 0.035(4) 0.015(4) 0.024(5) 0.000(4) 0.008(4) 0.009(3) C9 0.053(5) 0.029(5) 0.034(5) -0.008(4) 0.022(4) 0.002(4) C10 0.060(6) 0.029(5) 0.039(6) -0.017(4) 0.014(5) 0.011(4) C11 0.046(5) 0.021(5) 0.042(6) -0.013(4) 0.005(5) 0.003(4) C12 0.050(5) 0.014(4) 0.034(5) -0.003(4) 0.012(4) -0.001(4) C13 0.022(4) 0.014(4) 0.016(4) 0.003(3) 0.007(3) 0.002(3) C14 0.036(5) 0.012(4) 0.022(5) -0.007(3) 0.006(4) 0.001(3) C15 0.036(5) 0.021(4) 0.017(5) 0.004(3) 0.012(4) -0.002(3) C16 0.039(5) 0.023(4) 0.022(5) -0.004(4) 0.018(4) -0.005(3) C17 0.026(4) 0.017(4) 0.026(5) 0.003(3) 0.008(4) 0.007(3) C18 0.032(4) 0.013(4) 0.013(4) 0.001(3) 0.006(3) 0.004(3) C19 0.027(4) 0.023(4) 0.015(5) 0.004(4) 0.007(3) 0.003(3) C20 0.030(4) 0.020(5) 0.042(6) -0.003(4) 0.018(4) -0.005(3) C21 0.037(5) 0.021(4) 0.025(5) 0.000(4) 0.019(4) 0.003(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 Cu1 O3 1.936(5) 2_644 ? Cu1 O1 1.942(5) . ? Cu1 N2 1.955(5) . ? Cu1 N1 2.034(6) . ? Cu1 O1W 2.581(7) . ? Cu1 Cu2 4.2924(14) . ? Cu2 N3 1.946(6) . ? Cu2 O5 1.957(5) 2_654 ? Cu2 O2 1.957(5) . ? Cu2 N5 2.046(6) . ? O1 C19 1.258(8) . ? O2 C19 1.261(8) . ? O3 C20 1.257(9) . ? O3 Cu1 1.936(5) 2_654 ? O4 C20 1.239(9) . ? O5 C21 1.266(9) . ? O5 Cu2 1.957(5) 2_644 ? O6 C21 1.212(9) . ? O1W H1WA 0.8500 . ? O1W H1WB 0.8500 . ? N1 C1 1.322(9) . ? N1 C5 1.370(8) . ? N2 C6 1.325(8) . ? N2 N3 1.365(7) . ? N3 C7 1.342(8) . ? N4 C6 1.345(9) . ? N4 C7 1.354(9) . ? N5 C12 1.338(8) . ? N5 C8 1.346(9) . ? C1 C2 1.385(10) . ? C1 H1 0.9300 . ? C2 C3 1.363(11) . ? C2 H2 0.9300 . ? C3 C4 1.367(10) . ? C3 H3 0.9300 . ? C4 C5 1.368(9) . ? C4 H4 0.9300 . ? C5 C6 1.457(10) . ? C7 C8 1.453(10) . ? C8 C9 1.362(10) . ? C9 C10 1.370(10) . ? C9 H9 0.9300 . ? C10 C11 1.380(11) . ? C10 H10 0.9300 . ? C11 C12 1.374(10) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.382(9) . ? C13 C18 1.399(9) . ? C13 C19 1.484(9) . ? C14 C15 1.389(9) . ? C14 H14 0.9300 . ? C15 C16 1.380(10) . ? C15 C20 1.502(10) . ? C16 C17 1.389(10) . ? C16 H16 0.9300 . ? C17 C18 1.391(9) . ? C17 C21 1.524(10) . ? C18 H18 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 O3 Cu1 O1 89.3(2) 2_644 . ? O3 Cu1 N2 168.9(2) 2_644 . ? O1 Cu1 N2 98.2(2) . . ? O3 Cu1 N1 92.4(2) 2_644 . ? O1 Cu1 N1 174.7(2) . . ? N2 Cu1 N1 80.8(2) . . ? O3 Cu1 O1W 96.5(2) 2_644 . ? O1 Cu1 O1W 88.0(2) . . ? N2 Cu1 O1W 92.0(2) . . ? N1 Cu1 O1W 86.8(2) . . ? O3 Cu1 Cu2 144.27(16) 2_644 . ? O1 Cu1 Cu2 56.99(15) . . ? N2 Cu1 Cu2 41.46(16) . . ? N1 Cu1 Cu2 122.28(17) . . ? O1W Cu1 Cu2 93.94(14) . . ? N3 Cu2 O5 167.3(2) . 2_654 ? N3 Cu2 O2 96.8(2) . . ? O5 Cu2 O2 92.1(2) 2_654 . ? N3 Cu2 N5 79.8(2) . . ? O5 Cu2 N5 92.7(2) 2_654 . ? O2 Cu2 N5 170.4(2) . . ? N3 Cu2 Cu1 41.28(16) . . ? O5 Cu2 Cu1 143.98(16) 2_654 . ? O2 Cu2 Cu1 56.73(14) . . ? N5 Cu2 Cu1 121.03(16) . . ? C19 O1 Cu1 146.0(5) . . ? C19 O2 Cu2 139.6(5) . . ? C20 O3 Cu1 121.0(5) . 2_654 ? C21 O5 Cu2 104.1(5) . 2_644 ? Cu1 O1W H1WA 118.4 . . ? Cu1 O1W H1WB 101.7 . . ? H1WA O1W H1WB 102.0 . . ? C1 N1 C5 118.7(6) . . ? C1 N1 Cu1 127.2(5) . . ? C5 N1 Cu1 114.0(5) . . ? C6 N2 N3 106.5(5) . . ? C6 N2 Cu1 115.4(5) . . ? N3 N2 Cu1 138.1(4) . . ? C7 N3 N2 104.9(5) . . ? C7 N3 Cu2 115.8(5) . . ? N2 N3 Cu2 139.1(4) . . ? C6 N4 C7 101.3(6) . . ? C12 N5 C8 117.7(6) . . ? C12 N5 Cu2 127.0(5) . . ? C8 N5 Cu2 115.4(5) . . ? N1 C1 C2 121.9(7) . . ? N1 C1 H1 119.1 . . ? C2 C1 H1 119.1 . . ? C3 C2 C1 119.4(8) . . ? C3 C2 H2 120.3 . . ? C1 C2 H2 120.3 . . ? C2 C3 C4 119.2(8) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C3 C4 C5 119.8(7) . . ? C3 C4 H4 120.1 . . ? C5 C4 H4 120.1 . . ? C4 C5 N1 121.0(7) . . ? C4 C5 C6 126.9(7) . . ? N1 C5 C6 112.1(6) . . ? N2 C6 N4 113.7(6) . . ? N2 C6 C5 117.5(6) . . ? N4 C6 C5 128.7(7) . . ? N3 C7 N4 113.6(6) . . ? N3 C7 C8 117.2(6) . . ? N4 C7 C8 129.2(7) . . ? N5 C8 C9 123.0(7) . . ? N5 C8 C7 111.6(6) . . ? C9 C8 C7 125.4(7) . . ? C8 C9 C10 118.7(8) . . ? C8 C9 H9 120.6 . . ? C10 C9 H9 120.6 . . ? C9 C10 C11 119.6(8) . . ? C9 C10 H10 120.2 . . ? C11 C10 H10 120.2 . . ? C12 C11 C10 118.4(8) . . ? C12 C11 H11 120.8 . . ? C10 C11 H11 120.8 . . ? N5 C12 C11 122.7(8) . . ? N5 C12 H12 118.6 . . ? C11 C12 H12 118.6 . . ? C14 C13 C18 120.6(6) . . ? C14 C13 C19 119.1(6) . . ? C18 C13 C19 120.2(6) . . ? C13 C14 C15 120.0(6) . . ? C13 C14 H14 120.0 . . ? C15 C14 H14 120.0 . . ? C16 C15 C14 119.4(6) . . ? C16 C15 C20 120.7(6) . . ? C14 C15 C20 119.9(7) . . ? C15 C16 C17 121.2(7) . . ? C15 C16 H16 119.4 . . ? C17 C16 H16 119.4 . . ? C16 C17 C18 119.4(6) . . ? C16 C17 C21 118.6(6) . . ? C18 C17 C21 121.9(6) . . ? C17 C18 C13 119.2(6) . . ? C17 C18 H18 120.4 . . ? C13 C18 H18 120.4 . . ? O1 C19 O2 125.9(7) . . ? O1 C19 C13 116.2(6) . . ? O2 C19 C13 117.9(6) . . ? O4 C20 O3 126.5(7) . . ? O4 C20 C15 116.5(8) . . ? O3 C20 C15 117.1(7) . . ? O6 C21 O5 123.8(7) . . ? O6 C21 C17 120.4(7) . . ? O5 C21 C17 115.8(7) . . ? 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 O3 Cu1 Cu2 N3 -163.9(4) 2_644 . . . ? O1 Cu1 Cu2 N3 174.3(3) . . . . ? N2 Cu1 Cu2 N3 0.7(4) . . . . ? N1 Cu1 Cu2 N3 0.6(3) . . . . ? O1W Cu1 Cu2 N3 89.3(3) . . . . ? O3 Cu1 Cu2 O5 34.6(4) 2_644 . . 2_654 ? O1 Cu1 Cu2 O5 12.8(3) . . . 2_654 ? N2 Cu1 Cu2 O5 -160.8(4) . . . 2_654 ? N1 Cu1 Cu2 O5 -160.9(3) . . . 2_654 ? O1W Cu1 Cu2 O5 -72.2(3) . . . 2_654 ? O3 Cu1 Cu2 O2 0.5(3) 2_644 . . . ? O1 Cu1 Cu2 O2 -21.3(3) . . . . ? N2 Cu1 Cu2 O2 165.1(3) . . . . ? N1 Cu1 Cu2 O2 165.0(3) . . . . ? O1W Cu1 Cu2 O2 -106.3(2) . . . . ? O3 Cu1 Cu2 N5 -168.5(3) 2_644 . . . ? O1 Cu1 Cu2 N5 169.7(3) . . . . ? N2 Cu1 Cu2 N5 -3.9(3) . . . . ? N1 Cu1 Cu2 N5 -4.0(3) . . . . ? O1W Cu1 Cu2 N5 84.7(2) . . . . ? O3 Cu1 O1 C19 -145.2(10) 2_644 . . . ? N2 Cu1 O1 C19 26.5(10) . . . . ? N1 Cu1 O1 C19 106(3) . . . . ? O1W Cu1 O1 C19 118.3(9) . . . . ? Cu2 Cu1 O1 C19 22.3(9) . . . . ? N3 Cu2 O2 C19 50.8(7) . . . . ? O5 Cu2 O2 C19 -120.2(7) 2_654 . . . ? N5 Cu2 O2 C19 120.0(13) . . . . ? Cu1 Cu2 O2 C19 40.5(7) . . . . ? O3 Cu1 N1 C1 -7.8(7) 2_644 . . . ? O1 Cu1 N1 C1 101(2) . . . . ? N2 Cu1 N1 C1 -178.9(7) . . . . ? O1W Cu1 N1 C1 88.6(7) . . . . ? Cu2 Cu1 N1 C1 -178.8(6) . . . . ? O3 Cu1 N1 C5 173.6(5) 2_644 . . . ? O1 Cu1 N1 C5 -78(3) . . . . ? N2 Cu1 N1 C5 2.5(5) . . . . ? O1W Cu1 N1 C5 -90.1(5) . . . . ? Cu2 Cu1 N1 C5 2.6(6) . . . . ? O3 Cu1 N2 C6 -56.0(14) 2_644 . . . ? O1 Cu1 N2 C6 171.9(5) . . . . ? N1 Cu1 N2 C6 -2.8(5) . . . . ? O1W Cu1 N2 C6 83.6(5) . . . . ? Cu2 Cu1 N2 C6 177.3(6) . . . . ? O3 Cu1 N2 N3 125.8(12) 2_644 . . . ? O1 Cu1 N2 N3 -6.4(7) . . . . ? N1 Cu1 N2 N3 178.9(7) . . . . ? O1W Cu1 N2 N3 -94.6(7) . . . . ? Cu2 Cu1 N2 N3 -1.0(5) . . . . ? C6 N2 N3 C7 -0.1(7) . . . . ? Cu1 N2 N3 C7 178.2(6) . . . . ? C6 N2 N3 Cu2 -176.2(6) . . . . ? Cu1 N2 N3 Cu2 2.2(12) . . . . ? O5 Cu2 N3 C7 -55.2(13) 2_654 . . . ? O2 Cu2 N3 C7 170.1(5) . . . . ? N5 Cu2 N3 C7 -0.8(5) . . . . ? Cu1 Cu2 N3 C7 -176.8(7) . . . . ? O5 Cu2 N3 N2 120.6(11) 2_654 . . . ? O2 Cu2 N3 N2 -14.1(7) . . . . ? N5 Cu2 N3 N2 175.0(7) . . . . ? Cu1 Cu2 N3 N2 -1.0(5) . . . . ? N3 Cu2 N5 C12 -177.7(7) . . . . ? O5 Cu2 N5 C12 -7.9(6) 2_654 . . . ? O2 Cu2 N5 C12 111.8(13) . . . . ? Cu1 Cu2 N5 C12 -174.6(5) . . . . ? N3 Cu2 N5 C8 3.1(5) . . . . ? O5 Cu2 N5 C8 172.8(5) 2_654 . . . ? O2 Cu2 N5 C8 -67.4(14) . . . . ? Cu1 Cu2 N5 C8 6.2(6) . . . . ? C5 N1 C1 C2 2.3(12) . . . . ? Cu1 N1 C1 C2 -176.3(6) . . . . ? N1 C1 C2 C3 -2.4(13) . . . . ? C1 C2 C3 C4 1.1(12) . . . . ? C2 C3 C4 C5 0.1(12) . . . . ? C3 C4 C5 N1 -0.1(11) . . . . ? C3 C4 C5 C6 179.2(7) . . . . ? C1 N1 C5 C4 -1.1(11) . . . . ? Cu1 N1 C5 C4 177.7(5) . . . . ? C1 N1 C5 C6 179.5(6) . . . . ? Cu1 N1 C5 C6 -1.7(7) . . . . ? N3 N2 C6 N4 0.1(8) . . . . ? Cu1 N2 C6 N4 -178.7(5) . . . . ? N3 N2 C6 C5 -178.4(6) . . . . ? Cu1 N2 C6 C5 2.8(8) . . . . ? C7 N4 C6 N2 0.0(8) . . . . ? C7 N4 C6 C5 178.3(7) . . . . ? C4 C5 C6 N2 180.0(7) . . . . ? N1 C5 C6 N2 -0.7(9) . . . . ? C4 C5 C6 N4 1.7(12) . . . . ? N1 C5 C6 N4 -178.9(7) . . . . ? N2 N3 C7 N4 0.1(8) . . . . ? Cu2 N3 C7 N4 177.3(5) . . . . ? N2 N3 C7 C8 -178.7(6) . . . . ? Cu2 N3 C7 C8 -1.5(8) . . . . ? C6 N4 C7 N3 0.0(8) . . . . ? C6 N4 C7 C8 178.6(7) . . . . ? C12 N5 C8 C9 -1.8(11) . . . . ? Cu2 N5 C8 C9 177.5(6) . . . . ? C12 N5 C8 C7 176.1(6) . . . . ? Cu2 N5 C8 C7 -4.6(8) . . . . ? N3 C7 C8 N5 4.1(10) . . . . ? N4 C7 C8 N5 -174.5(7) . . . . ? N3 C7 C8 C9 -178.1(7) . . . . ? N4 C7 C8 C9 3.3(13) . . . . ? N5 C8 C9 C10 0.7(12) . . . . ? C7 C8 C9 C10 -176.9(8) . . . . ? C8 C9 C10 C11 0.1(13) . . . . ? C9 C10 C11 C12 0.3(13) . . . . ? C8 N5 C12 C11 2.2(11) . . . . ? Cu2 N5 C12 C11 -177.0(6) . . . . ? C10 C11 C12 N5 -1.5(12) . . . . ? C18 C13 C14 C15 3.8(10) . . . . ? C19 C13 C14 C15 -173.6(6) . . . . ? C13 C14 C15 C16 -2.7(11) . . . . ? C13 C14 C15 C20 179.1(7) . . . . ? C14 C15 C16 C17 -1.3(11) . . . . ? C20 C15 C16 C17 176.9(7) . . . . ? C15 C16 C17 C18 4.2(11) . . . . ? C15 C16 C17 C21 -177.8(7) . . . . ? C16 C17 C18 C13 -3.1(10) . . . . ? C21 C17 C18 C13 178.9(6) . . . . ? C14 C13 C18 C17 -0.8(10) . . . . ? C19 C13 C18 C17 176.6(6) . . . . ? Cu1 O1 C19 O2 -8.9(15) . . . . ? Cu1 O1 C19 C13 169.4(6) . . . . ? Cu2 O2 C19 O1 -48.8(12) . . . . ? Cu2 O2 C19 C13 132.9(6) . . . . ? C14 C13 C19 O1 160.3(7) . . . . ? C18 C13 C19 O1 -17.1(10) . . . . ? C14 C13 C19 O2 -21.2(10) . . . . ? C18 C13 C19 O2 161.3(6) . . . . ? Cu1 O3 C20 O4 -1.8(11) 2_654 . . . ? Cu1 O3 C20 C15 177.9(4) 2_654 . . . ? C16 C15 C20 O4 -133.1(8) . . . . ? C14 C15 C20 O4 45.1(10) . . . . ? C16 C15 C20 O3 47.2(10) . . . . ? C14 C15 C20 O3 -134.7(7) . . . . ? Cu2 O5 C21 O6 -5.2(9) 2_644 . . . ? Cu2 O5 C21 C17 173.5(5) 2_644 . . . ? C16 C17 C21 O6 97.1(9) . . . . ? C18 C17 C21 O6 -85.0(10) . . . . ? C16 C17 C21 O5 -81.7(9) . . . . ? C18 C17 C21 O5 96.3(8) . . . . ? 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 O1W H1WB O4 0.85 1.94 2.632(8) 137.6 2_644 O1W H1WA N4 0.85 2.11 2.887(8) 151.5 3_565 C10 H10 O1W 0.93 2.46 3.379(10) 169.9 4_576 C4 H4 O1W 0.93 2.34 3.198(10) 153.2 3_565 _diffrn_measured_fraction_theta_max 0.953 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.953 _refine_diff_density_max 1.080 _refine_diff_density_min -0.496 _refine_diff_density_rms 0.133 #_eof #End of Crystallographic Information File