# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Xian-Ming Zhang' 'Juan-Juan Hou' 'Shi-Li Li' 'Cui-Rui Li' _publ_contact_author_name 'Xian-Ming Zhang' _publ_contact_author_email ZHANGXM@DNS.SXNU.EDU.CN _publ_section_title ; In situ Alkylation of N-Heterocycles in Organic Templated Cuprous halides ; # Attachment 'zhang.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 752624' #TrackingRef 'zhang.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C7 H10 Cu3 I4 N' _chemical_formula_weight 806.38 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Ima2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y, z' '-x+1/2, y, z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'x+1, -y+1/2, z+1/2' '-x+1, y+1/2, z+1/2' _cell_length_a 18.483(3) _cell_length_b 11.8808(16) _cell_length_c 6.8857(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1512.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour light-yellow _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 3.542 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1432 _exptl_absorpt_coefficient_mu 12.319 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.2152 _exptl_absorpt_correction_T_max 0.7088 _exptl_absorpt_process_details 'SADABS, Sheldrick 1997' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX area-detector diffractometer' _diffrn_measurement_method '\f and \w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3974 _diffrn_reflns_av_R_equivalents 0.0403 _diffrn_reflns_av_sigmaI/netI 0.0426 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 5 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 28.00 _reflns_number_total 1267 _reflns_number_gt 1123 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SMART (Bruker, 2001)' _computing_data_reduction 'SAINT (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-II (Johnson, 1976)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1163P)^2^+20.6002P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.4(2) _refine_ls_number_reflns 1267 _refine_ls_number_parameters 72 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0597 _refine_ls_R_factor_gt 0.0438 _refine_ls_wR_factor_ref 0.1895 _refine_ls_wR_factor_gt 0.1214 _refine_ls_goodness_of_fit_ref 1.180 _refine_ls_restrained_S_all 1.177 _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 0.5000 0.0000 1.1975(8) 0.0397(11) Uani 1 2 d S . . Cu2 Cu 0.49209(19) 0.1240(3) 0.5715(6) 0.0420(8) Uani 1 1 d . . . I1 I 0.47754(7) 0.16583(9) 0.9459(4) 0.0262(4) Uani 1 1 d . . . I2 I 0.61177(6) 0.01559(10) 0.4419(2) 0.0274(4) Uani 1 1 d . . . N1 N 0.7500 0.0150(19) 0.956(7) 0.033(7) Uani 1 2 d S . . C1 C 0.6865(11) 0.0793(17) 0.922(5) 0.034(6) Uani 1 1 d . . . H1A H 0.6423 0.0424 0.9325 0.041 Uiso 1 1 calc R . . C2 C 0.6852(13) 0.191(2) 0.876(4) 0.038(5) Uani 1 1 d . . . H2A H 0.6419 0.2290 0.8589 0.046 Uiso 1 1 calc R . . C3 C 0.7500 0.243(3) 0.857(5) 0.038(5) Uani 1 2 d S . . H3A H 0.7500 0.3201 0.8296 0.046 Uiso 1 2 calc SR . . C4 C 0.7500 -0.183(3) 0.824(6) 0.044(8) Uani 1 2 d SU . . H4A H 0.7500 -0.2601 0.8673 0.066 Uiso 1 2 calc SR . . H4B H 0.7924 -0.1694 0.7474 0.066 Uiso 0.50 1 calc PR . . H4C H 0.7076 -0.1694 0.7474 0.066 Uiso 0.50 1 calc PR . . C5 C 0.7500 -0.103(2) 1.005(6) 0.041(8) Uani 1 2 d SU . . H5A H 0.7076 -0.1192 1.0833 0.050 Uiso 0.50 1 calc PR . . H5B H 0.7924 -0.1192 1.0833 0.050 Uiso 0.50 1 calc PR . . 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 0.046(2) 0.047(3) 0.026(2) 0.000 0.000 -0.005(2) Cu2 0.0507(19) 0.0394(17) 0.0358(18) -0.0022(15) 0.0000(17) -0.0051(15) I1 0.0403(7) 0.0194(6) 0.0189(6) 0.0031(9) 0.0013(12) -0.0011(5) I2 0.0273(6) 0.0312(7) 0.0236(7) -0.0014(11) -0.0010(10) -0.0042(4) N1 0.023(10) 0.032(12) 0.044(18) -0.031(18) 0.000 0.000 C1 0.031(9) 0.032(10) 0.039(16) -0.026(15) -0.006(13) 0.001(8) C2 0.028(9) 0.043(12) 0.042(12) -0.023(9) -0.011(9) 0.023(10) C3 0.028(9) 0.043(12) 0.042(12) -0.023(9) -0.011(9) 0.023(10) C4 0.08(2) 0.010(12) 0.046(19) -0.010(14) 0.000 0.000 C5 0.07(2) 0.010(11) 0.05(2) -0.010(12) 0.000 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 I1 2.656(4) 2_655 ? Cu1 I1 2.656(4) . ? Cu1 I2 2.671(4) 1_556 ? Cu1 I2 2.671(4) 2_656 ? Cu1 Cu2 2.970(6) 1_556 ? Cu1 Cu2 2.970(6) 2_656 ? Cu2 I1 2.640(5) . ? Cu2 I1 2.657(4) 7_454 ? Cu2 I2 2.689(4) 2_655 ? Cu2 I2 2.710(4) . ? Cu2 Cu2 2.960(7) 2_655 ? Cu2 Cu1 2.970(6) 1_554 ? I1 Cu2 2.657(4) 7_455 ? I2 Cu1 2.671(4) 1_554 ? I2 Cu2 2.689(4) 2_655 ? N1 C1 1.42(3) . ? N1 C1 1.42(3) 4_655 ? N1 C5 1.44(4) . ? C1 C2 1.36(3) . ? C1 H1A 0.9300 . ? C2 C3 1.36(3) . ? C2 H2A 0.9300 . ? C3 C2 1.36(3) 4_655 ? C3 H3A 0.9300 . ? C4 C5 1.57(5) . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? 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 I1 Cu1 I1 98.6(2) 2_655 . ? I1 Cu1 I2 109.97(4) 2_655 1_556 ? I1 Cu1 I2 118.71(4) . 1_556 ? I1 Cu1 I2 118.71(4) 2_655 2_656 ? I1 Cu1 I2 109.97(4) . 2_656 ? I2 Cu1 I2 101.89(19) 1_556 2_656 ? I1 Cu1 Cu2 160.21(15) 2_655 1_556 ? I1 Cu1 Cu2 100.95(10) . 1_556 ? I2 Cu1 Cu2 57.14(12) 1_556 1_556 ? I2 Cu1 Cu2 56.63(11) 2_656 1_556 ? I1 Cu1 Cu2 100.95(10) 2_655 2_656 ? I1 Cu1 Cu2 160.21(15) . 2_656 ? I2 Cu1 Cu2 56.63(11) 1_556 2_656 ? I2 Cu1 Cu2 57.14(12) 2_656 2_656 ? Cu2 Cu1 Cu2 59.77(17) 1_556 2_656 ? I1 Cu2 I1 97.49(13) . 7_454 ? I1 Cu2 I2 111.57(14) . 2_655 ? I1 Cu2 I2 113.55(15) 7_454 2_655 ? I1 Cu2 I2 119.62(15) . . ? I1 Cu2 I2 114.96(14) 7_454 . ? I2 Cu2 I2 100.40(13) 2_655 . ? I1 Cu2 Cu2 101.40(8) . 2_655 ? I1 Cu2 Cu2 161.01(11) 7_454 2_655 ? I2 Cu2 Cu2 57.11(11) 2_655 2_655 ? I2 Cu2 Cu2 56.41(12) . 2_655 ? I1 Cu2 Cu1 160.97(15) . 1_554 ? I1 Cu2 Cu1 100.90(14) 7_454 1_554 ? I2 Cu2 Cu1 56.06(9) 2_655 1_554 ? I2 Cu2 Cu1 55.87(9) . 1_554 ? Cu2 Cu2 Cu1 60.11(8) 2_655 1_554 ? Cu2 I1 Cu1 118.77(12) . . ? Cu2 I1 Cu2 118.99(14) . 7_455 ? Cu1 I1 Cu2 117.99(16) . 7_455 ? Cu1 I2 Cu2 67.30(11) 1_554 2_655 ? Cu1 I2 Cu2 66.99(10) 1_554 . ? Cu2 I2 Cu2 66.49(14) 2_655 . ? C1 N1 C1 112(3) . 4_655 ? C1 N1 C5 124.1(12) . . ? C1 N1 C5 124.1(12) 4_655 . ? C2 C1 N1 125(2) . . ? C2 C1 H1A 117.5 . . ? N1 C1 H1A 117.5 . . ? C3 C2 C1 117(2) . . ? C3 C2 H2A 121.4 . . ? C1 C2 H2A 121.4 . . ? C2 C3 C2 124(4) . 4_655 ? C2 C3 H3A 118.2 . . ? C2 C3 H3A 118.2 4_655 . ? C5 C4 H4A 109.5 . . ? C5 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C5 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N1 C5 C4 114(3) . . ? N1 C5 H5A 108.8 . . ? C4 C5 H5A 108.8 . . ? N1 C5 H5B 108.8 . . ? C4 C5 H5B 108.8 . . ? H5A C5 H5B 107.7 . . ? _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 2.763 _refine_diff_density_min -3.131 _refine_diff_density_rms 1.186 #====================================== data_2 _database_code_depnum_ccdc_archive 'CCDC 752625' #TrackingRef 'zhang.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H8 Cu2 I3 N' _chemical_formula_weight 601.91 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 18.205(2) _cell_length_b 6.2558(8) _cell_length_c 11.1447(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1269.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 3.150 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1072 _exptl_absorpt_coefficient_mu 10.603 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.2992 _exptl_absorpt_correction_T_max 0.4842 _exptl_absorpt_process_details 'SADABS, Sheldrick 1997' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX area-detector diffractometer' _diffrn_measurement_method '\f and \w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6174 _diffrn_reflns_av_R_equivalents 0.0459 _diffrn_reflns_av_sigmaI/netI 0.0389 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 26.99 _reflns_number_total 1508 _reflns_number_gt 1319 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SMART (Bruker, 2001)' _computing_data_reduction 'SAINT (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-II (Johnson, 1976)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0585P)^2^+14.8074P] 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 1508 _refine_ls_number_parameters 71 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0764 _refine_ls_R_factor_gt 0.0655 _refine_ls_wR_factor_ref 0.1540 _refine_ls_wR_factor_gt 0.1477 _refine_ls_goodness_of_fit_ref 1.194 _refine_ls_restrained_S_all 1.194 _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 0.42692(9) 0.0002(3) -0.55868(16) 0.0546(5) Uani 1 1 d . . . I1 I 0.31969(7) -0.2500 -0.49208(11) 0.0467(4) Uani 1 2 d S . . I2 I 0.39208(7) 0.2500 -0.73867(11) 0.0421(3) Uani 1 2 d S . . I3 I 0.46042(6) 0.2500 -0.36651(10) 0.0352(3) Uani 1 2 d S . . N1 N 0.3178(8) -0.2500 0.0637(12) 0.038(3) Uani 1 2 d S . . C1 C 0.3913(10) -0.2500 0.0789(19) 0.047(5) Uani 1 2 d S . . H1A H 0.4111 -0.2500 0.1559 0.056 Uiso 1 2 calc SR . . C2 C 0.4362(12) -0.2500 -0.018(3) 0.072(7) Uani 1 2 d S . . H2A H 0.4868 -0.2500 -0.0064 0.087 Uiso 1 2 calc SR . . C3 C 0.4084(17) -0.2500 -0.134(3) 0.088(9) Uani 1 2 d S . . H3A H 0.4386 -0.2500 -0.2014 0.106 Uiso 1 2 calc SR . . C4 C 0.3318(17) -0.2500 -0.142(2) 0.082(8) Uani 1 2 d S . . H4A H 0.3101 -0.2500 -0.2176 0.098 Uiso 1 2 calc SR . . C5 C 0.2895(11) -0.2500 -0.0469(18) 0.048(5) Uani 1 2 d S . . H5A H 0.2387 -0.2500 -0.0565 0.058 Uiso 1 2 calc SR . . C6 C 0.2693(12) -0.2500 0.1706(18) 0.056(5) Uani 1 2 d S . . H6A H 0.2210 -0.2031 0.1479 0.084 Uiso 0.50 1 calc PR . . H6B H 0.2889 -0.1550 0.2302 0.084 Uiso 0.50 1 calc PR . . H6C H 0.2664 -0.3920 0.2030 0.084 Uiso 0.50 1 calc PR . . 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 0.0537(10) 0.0586(11) 0.0514(10) 0.0055(9) 0.0001(8) -0.0010(9) I1 0.0555(7) 0.0393(7) 0.0451(7) 0.000 0.0062(6) 0.000 I2 0.0472(7) 0.0357(6) 0.0433(7) 0.000 0.0004(5) 0.000 I3 0.0325(5) 0.0380(6) 0.0349(6) 0.000 -0.0022(4) 0.000 N1 0.047(8) 0.043(8) 0.025(7) 0.000 -0.009(6) 0.000 C1 0.045(10) 0.030(9) 0.065(13) 0.000 -0.015(10) 0.000 C2 0.040(11) 0.075(17) 0.10(2) 0.000 0.034(13) 0.000 C3 0.09(2) 0.075(18) 0.10(2) 0.000 0.048(18) 0.000 C4 0.11(2) 0.09(2) 0.048(14) 0.000 0.003(14) 0.000 C5 0.046(10) 0.043(10) 0.056(12) 0.000 -0.022(9) 0.000 C6 0.061(13) 0.066(14) 0.040(11) 0.000 0.013(9) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 I1 2.610(2) . ? Cu1 I2 2.621(2) . ? Cu1 I3 2.712(2) 5_654 ? Cu1 I3 2.720(2) . ? Cu1 Cu1 2.965(3) 5_654 ? I1 Cu1 2.610(2) 7 ? I2 Cu1 2.621(2) 7_565 ? I3 Cu1 2.712(2) 3_654 ? I3 Cu1 2.712(2) 5_654 ? I3 Cu1 2.720(2) 7_565 ? N1 C5 1.34(2) . ? N1 C1 1.35(2) . ? N1 C6 1.48(2) . ? C1 C2 1.35(3) . ? C2 C3 1.39(4) . ? C3 C4 1.40(4) . ? C4 C5 1.31(3) . ? 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 I1 Cu1 I2 113.22(7) . . ? I1 Cu1 I3 107.88(7) . 5_654 ? I2 Cu1 I3 106.97(7) . 5_654 ? I1 Cu1 I3 106.75(7) . . ? I2 Cu1 I3 108.33(7) . . ? I3 Cu1 I3 113.83(6) 5_654 . ? I1 Cu1 Cu1 123.04(10) . 5_654 ? I2 Cu1 Cu1 123.74(10) . 5_654 ? I3 Cu1 Cu1 57.06(6) 5_654 5_654 ? I3 Cu1 Cu1 56.77(6) . 5_654 ? Cu1 I1 Cu1 73.70(9) 7 . ? Cu1 I2 Cu1 73.20(9) 7_565 . ? Cu1 I3 Cu1 70.52(8) 3_654 5_654 ? Cu1 I3 Cu1 105.02(5) 3_654 . ? Cu1 I3 Cu1 66.17(6) 5_654 . ? Cu1 I3 Cu1 66.17(6) 3_654 7_565 ? Cu1 I3 Cu1 105.02(5) 5_654 7_565 ? Cu1 I3 Cu1 70.11(8) . 7_565 ? C5 N1 C1 120.0(16) . . ? C5 N1 C6 120.7(16) . . ? C1 N1 C6 119.3(16) . . ? N1 C1 C2 120(2) . . ? C1 C2 C3 122(2) . . ? C2 C3 C4 115(2) . . ? C5 C4 C3 122(3) . . ? C4 C5 N1 121(2) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 26.99 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.543 _refine_diff_density_min -1.665 _refine_diff_density_rms 0.251 #====================================== data_3 _database_code_depnum_ccdc_archive 'CCDC 752626' #TrackingRef 'zhang.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H8 Br3 Cu2 N' _chemical_formula_weight 460.94 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 17.648(4) _cell_length_b 5.9526(12) _cell_length_c 10.821(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1136.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description sheet _exptl_crystal_colour yellow _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.693 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 856 _exptl_absorpt_coefficient_mu 14.235 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.2240 _exptl_absorpt_correction_T_max 0.3955 _exptl_absorpt_process_details 'SADABS, Sheldrick 1997' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX area-detector diffractometer' _diffrn_measurement_method '\f and \w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6537 _diffrn_reflns_av_R_equivalents 0.0307 _diffrn_reflns_av_sigmaI/netI 0.0277 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 26.99 _reflns_number_total 1366 _reflns_number_gt 1076 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SMART (Bruker, 2001)' _computing_data_reduction 'SAINT (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-II (Johnson, 1976)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0438P)^2^+0.2040P] 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 1366 _refine_ls_number_parameters 71 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0412 _refine_ls_R_factor_gt 0.0307 _refine_ls_wR_factor_ref 0.0811 _refine_ls_wR_factor_gt 0.0765 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _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 0.07539(3) 0.00100(10) 0.44173(6) 0.0624(2) Uani 1 1 d . . . Br1 Br 0.03690(3) 0.2500 0.62789(5) 0.04028(17) Uani 1 2 d S . . Br2 Br 0.10733(3) 0.2500 0.27010(5) 0.04386(18) Uani 1 2 d S . . Br3 Br 0.17593(3) -0.2500 0.50890(5) 0.04490(18) Uani 1 2 d S . . N1 N 0.1812(2) -0.2500 0.0659(4) 0.0383(10) Uani 1 2 d S . . C1 C 0.1065(4) -0.2500 0.0829(7) 0.0605(18) Uani 1 2 d S . . H1A H 0.0863 -0.2500 0.1623 0.073 Uiso 1 2 calc SR . . C2 C 0.0592(4) -0.2500 -0.0194(10) 0.080(2) Uani 1 2 d S . . H2A H 0.0068 -0.2500 -0.0097 0.096 Uiso 1 2 calc SR . . C3 C 0.0906(6) -0.2500 -0.1344(10) 0.093(3) Uani 1 2 d S . . H3A H 0.0595 -0.2500 -0.2038 0.112 Uiso 1 2 calc SR . . C4 C 0.1657(5) -0.2500 -0.1477(7) 0.077(2) Uani 1 2 d S . . H4A H 0.1873 -0.2500 -0.2262 0.092 Uiso 1 2 calc SR . . C5 C 0.2098(4) -0.2500 -0.0471(5) 0.0512(14) Uani 1 2 d S . . H5A H 0.2622 -0.2500 -0.0569 0.061 Uiso 1 2 calc SR . . C6 C 0.2331(4) -0.2500 0.1724(6) 0.0583(16) Uani 1 2 d S . . H6A H 0.2414 -0.4016 0.1993 0.087 Uiso 0.50 1 calc PR . . H6B H 0.2112 -0.1646 0.2386 0.087 Uiso 0.50 1 calc PR . . H6C H 0.2805 -0.1837 0.1487 0.087 Uiso 0.50 1 calc PR . . 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 0.0645(4) 0.0607(4) 0.0620(4) 0.0086(3) 0.0014(3) 0.0039(3) Br1 0.0386(3) 0.0416(3) 0.0407(3) 0.000 0.0045(2) 0.000 Br2 0.0518(4) 0.0401(3) 0.0396(3) 0.000 -0.0002(3) 0.000 Br3 0.0517(4) 0.0421(3) 0.0408(3) 0.000 -0.0058(3) 0.000 N1 0.041(3) 0.035(2) 0.039(2) 0.000 0.007(2) 0.000 C1 0.055(4) 0.044(3) 0.082(5) 0.000 0.027(4) 0.000 C2 0.052(5) 0.065(5) 0.125(8) 0.000 -0.015(5) 0.000 C3 0.107(8) 0.079(5) 0.094(7) 0.000 -0.048(6) 0.000 C4 0.090(6) 0.092(6) 0.048(4) 0.000 -0.006(4) 0.000 C5 0.059(4) 0.055(3) 0.039(3) 0.000 0.012(3) 0.000 C6 0.074(5) 0.059(4) 0.041(3) 0.000 -0.007(3) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 Br3 2.4308(8) . ? Cu1 Br2 2.4422(8) . ? Cu1 Br1 2.5916(8) . ? Cu1 Br1 2.5936(8) 5_556 ? Cu1 Cu1 2.9447(13) 5_556 ? Cu1 Cu1 2.9644(13) 7_565 ? Cu1 Cu1 2.9882(13) 7 ? Br1 Cu1 2.5916(8) 7_565 ? Br1 Cu1 2.5936(8) 5_556 ? Br1 Cu1 2.5936(8) 3_556 ? Br2 Cu1 2.4422(8) 7_565 ? Br3 Cu1 2.4308(8) 7 ? N1 C5 1.324(7) . ? N1 C1 1.331(7) . ? N1 C6 1.472(7) . ? C1 C2 1.387(11) . ? C2 C3 1.362(12) . ? C3 C4 1.334(12) . ? C4 C5 1.338(9) . ? 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 Br3 Cu1 Br2 115.59(3) . . ? Br3 Cu1 Br1 108.09(3) . . ? Br2 Cu1 Br1 107.73(3) . . ? Br3 Cu1 Br1 106.89(3) . 5_556 ? Br2 Cu1 Br1 107.76(3) . 5_556 ? Br1 Cu1 Br1 110.79(3) . 5_556 ? Br3 Cu1 Cu1 121.94(4) . 5_556 ? Br2 Cu1 Cu1 122.46(3) . 5_556 ? Br1 Cu1 Cu1 55.43(2) . 5_556 ? Br1 Cu1 Cu1 55.36(2) 5_556 5_556 ? Br3 Cu1 Cu1 127.928(18) . 7_565 ? Br2 Cu1 Cu1 52.633(18) . 7_565 ? Br1 Cu1 Cu1 55.115(16) . 7_565 ? Br1 Cu1 Cu1 125.174(16) 5_556 7_565 ? Cu1 Cu1 Cu1 90.23(2) 5_556 7_565 ? Br3 Cu1 Cu1 52.072(18) . 7 ? Br2 Cu1 Cu1 127.367(18) . 7 ? Br1 Cu1 Cu1 124.885(16) . 7 ? Br1 Cu1 Cu1 54.826(16) 5_556 7 ? Cu1 Cu1 Cu1 89.77(2) 5_556 7 ? Cu1 Cu1 Cu1 180.00(4) 7_565 7 ? Cu1 Br1 Cu1 69.77(3) 7_565 . ? Cu1 Br1 Cu1 107.70(2) 7_565 5_556 ? Cu1 Br1 Cu1 69.21(3) . 5_556 ? Cu1 Br1 Cu1 69.21(3) 7_565 3_556 ? Cu1 Br1 Cu1 107.70(2) . 3_556 ? Cu1 Br1 Cu1 70.35(3) 5_556 3_556 ? Cu1 Br2 Cu1 74.73(4) . 7_565 ? Cu1 Br3 Cu1 75.86(4) 7 . ? C5 N1 C1 120.4(5) . . ? C5 N1 C6 119.1(5) . . ? C1 N1 C6 120.6(5) . . ? N1 C1 C2 119.1(7) . . ? C3 C2 C1 119.0(8) . . ? C4 C3 C2 120.2(8) . . ? C3 C4 C5 119.3(8) . . ? N1 C5 C4 122.0(7) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.99 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.653 _refine_diff_density_min -0.677 _refine_diff_density_rms 0.146 #====================================== data_4 _database_code_depnum_ccdc_archive 'CCDC 752627' #TrackingRef 'zhang.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H20 Br9 Cu7 N2' _chemical_formula_weight 1392.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.873(3) _cell_length_b 12.316(3) _cell_length_c 19.006(4) _cell_angle_alpha 90.00 _cell_angle_beta 93.777(4) _cell_angle_gamma 90.00 _cell_volume 3006.8(11) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description sheet _exptl_crystal_colour yellow _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 3.076 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2568 _exptl_absorpt_coefficient_mu 16.827 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.0646 _exptl_absorpt_correction_T_max 0.5525 _exptl_absorpt_process_details 'SADABS, Sheldrick 1997' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX area-detector diffractometer' _diffrn_measurement_method '\f and \w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14975 _diffrn_reflns_av_R_equivalents 0.0494 _diffrn_reflns_av_sigmaI/netI 0.0983 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5273 _reflns_number_gt 3298 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SMART (Bruker, 2001)' _computing_data_reduction 'SAINT (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-II (Johnson, 1976)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0385P)^2^+21.6818P] 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 5273 _refine_ls_number_parameters 305 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1009 _refine_ls_R_factor_gt 0.0597 _refine_ls_wR_factor_ref 0.1682 _refine_ls_wR_factor_gt 0.1420 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _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 0.3723(3) 1.1082(4) 0.20706(16) 0.0809(16) Uani 0.654(8) 1 d P . 1 Cu1' Cu 0.4177(6) 1.1940(7) 0.1935(3) 0.083(3) Uani 0.346(8) 1 d P . 2 Cu2 Cu 0.39001(18) 0.89323(19) 0.15686(12) 0.0997(7) Uani 1 1 d . . . Cu3 Cu 0.26863(19) 0.75567(19) 0.25679(12) 0.0991(7) Uani 1 1 d . . . Cu4 Cu 0.26276(19) 0.71250(15) 0.10943(11) 0.0888(6) Uani 1 1 d . . . Cu5 Cu 0.3755(2) 0.5131(2) 0.14527(13) 0.1140(8) Uani 1 1 d . . . Cu6 Cu 0.4477(2) 0.4020(2) 0.28519(14) 0.1228(9) Uani 1 1 d . . . Cu7 Cu 0.33466(18) 0.51736(17) 0.38121(14) 0.1001(7) Uani 1 1 d . . . Br1 Br 0.10179(9) 0.70166(9) 0.17533(6) 0.0508(3) Uani 1 1 d . . . Br2 Br 0.25364(10) 0.69692(10) 0.37848(6) 0.0544(3) Uani 1 1 d . . . Br3 Br 0.24974(9) 0.95702(9) 0.25823(7) 0.0517(3) Uani 1 1 d . . . Br4 Br 0.51527(13) 0.48270(13) 0.39021(10) 0.0869(5) Uani 1 1 d . . . Br5 Br 0.27486(11) 0.89354(11) 0.05079(7) 0.0616(4) Uani 1 1 d . . . Br6 Br 0.51883(13) 0.39357(14) 0.17160(10) 0.0905(5) Uani 1 1 d . . . Br7 Br 0.43107(10) 0.71053(10) 0.20594(7) 0.0602(4) Uani 1 1 d . . . Br8 Br 0.29367(13) 0.55991(12) 0.03473(8) 0.0733(4) Uani 1 1 d . . . Br9 Br 0.52344(11) 1.02824(12) 0.16823(8) 0.0679(4) Uani 1 1 d . . . N1 N 0.4729(8) 0.8292(9) 0.4651(5) 0.057(3) Uani 1 1 d . . . N2 N 0.5938(14) 0.769(2) 0.0375(8) 0.111(6) Uani 1 1 d . . . C1 C 0.4001(12) 0.8315(14) 0.5215(7) 0.080(4) Uani 1 1 d . . . H1A H 0.4184 0.7755 0.5553 0.096 Uiso 1 1 calc R . . H1B H 0.3306 0.8195 0.5017 0.096 Uiso 1 1 calc R . . H1C H 0.4039 0.9009 0.5445 0.096 Uiso 1 1 calc R . . C2 C 0.5518(12) 0.7579(11) 0.4666(7) 0.066(4) Uani 1 1 d . . . H2A H 0.5614 0.7113 0.5050 0.080 Uiso 1 1 calc R . . C3 C 0.6174(13) 0.7514(11) 0.4145(7) 0.069(4) Uani 1 1 d . . . H3A H 0.6684 0.6979 0.4162 0.083 Uiso 1 1 calc R . . C4 C 0.6098(9) 0.8235(10) 0.3582(7) 0.052(3) Uani 1 1 d . . . C5 C 0.5304(10) 0.8957(11) 0.3583(7) 0.061(3) Uani 1 1 d . . . H5A H 0.5212 0.9444 0.3210 0.073 Uiso 1 1 calc R . . C6 C 0.4629(11) 0.8998(12) 0.4115(7) 0.070(4) Uani 1 1 d . . . H6A H 0.4102 0.9516 0.4101 0.084 Uiso 1 1 calc R . . C7 C 0.6811(11) 0.8189(12) 0.2985(8) 0.071(4) Uani 1 1 d . . . H7A H 0.7372 0.8705 0.3083 0.086 Uiso 1 1 calc R . . H7B H 0.6423 0.8429 0.2558 0.086 Uiso 1 1 calc R . . C8 C 0.7296(13) 0.7081(13) 0.2838(8) 0.085(5) Uani 1 1 d . . . H8A H 0.6741 0.6551 0.2770 0.102 Uiso 1 1 calc R . . H8B H 0.7731 0.6864 0.3250 0.102 Uiso 1 1 calc R . . C9 C 0.7954(13) 0.7054(17) 0.2193(9) 0.110(7) Uani 1 1 d . . . H9A H 0.8496 0.7601 0.2241 0.132 Uiso 1 1 calc R . . H9B H 0.8282 0.6349 0.2158 0.132 Uiso 1 1 calc R . . C10 C 0.7248(12) 0.7272(14) 0.1536(8) 0.073(4) Uani 1 1 d . . . C11 C 0.7238(16) 0.8266(15) 0.1211(12) 0.092(6) Uani 1 1 d . . . H11A H 0.7685 0.8811 0.1385 0.111 Uiso 1 1 calc R . . C12 C 0.660(2) 0.8457(16) 0.0655(13) 0.100(7) Uani 1 1 d . . . H12A H 0.6607 0.9140 0.0445 0.120 Uiso 1 1 calc R . . C13 C 0.6006(15) 0.671(2) 0.0664(12) 0.102(6) Uani 1 1 d . . . H13A H 0.5587 0.6163 0.0464 0.123 Uiso 1 1 calc R . . C14 C 0.6612(12) 0.6480(11) 0.1200(9) 0.081(5) Uani 1 1 d . . . H14A H 0.6632 0.5773 0.1372 0.097 Uiso 1 1 calc R . . C15 C 0.5231(12) 0.7894(11) -0.0198(9) 0.25(2) Uani 1 1 d R . . H15A H 0.4835 0.7250 -0.0312 0.303 Uiso 1 1 calc R . . H15B H 0.5603 0.8107 -0.0597 0.303 Uiso 1 1 calc R . . H15C H 0.4769 0.8467 -0.0079 0.303 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 Cu1 0.074(2) 0.097(4) 0.072(2) -0.0035(18) 0.0111(15) 0.024(2) Cu1' 0.080(5) 0.086(6) 0.084(4) -0.013(3) 0.007(3) 0.027(4) Cu2 0.0917(16) 0.1118(18) 0.0948(16) 0.0063(13) 0.0003(12) -0.0274(13) Cu3 0.1039(17) 0.0988(16) 0.0984(16) 0.0138(12) 0.0355(13) 0.0087(13) Cu4 0.1092(17) 0.0673(13) 0.0931(14) -0.0167(10) 0.0291(12) -0.0016(11) Cu5 0.0955(17) 0.134(2) 0.1145(18) 0.0326(15) 0.0192(14) 0.0307(15) Cu6 0.126(2) 0.141(2) 0.1029(18) -0.0236(15) 0.0156(16) 0.0095(17) Cu7 0.0853(15) 0.0775(14) 0.140(2) 0.0049(13) 0.0236(14) 0.0147(11) Br1 0.0489(7) 0.0463(7) 0.0571(7) 0.0029(5) 0.0037(6) -0.0004(5) Br2 0.0616(8) 0.0489(7) 0.0532(7) -0.0055(6) 0.0068(6) -0.0044(6) Br3 0.0543(7) 0.0396(7) 0.0628(8) -0.0016(5) 0.0174(6) -0.0015(5) Br4 0.0665(10) 0.0767(11) 0.1162(14) -0.0211(9) -0.0030(9) -0.0043(8) Br5 0.0726(9) 0.0535(8) 0.0597(8) -0.0052(6) 0.0108(7) -0.0081(6) Br6 0.0764(11) 0.0875(12) 0.1121(13) 0.0169(9) 0.0403(10) 0.0263(9) Br7 0.0500(7) 0.0536(8) 0.0781(9) -0.0114(6) 0.0118(7) -0.0001(6) Br8 0.0953(12) 0.0607(9) 0.0653(9) -0.0151(7) 0.0160(8) -0.0009(8) Br9 0.0527(8) 0.0687(9) 0.0842(10) -0.0047(7) 0.0193(7) -0.0006(6) N1 0.055(7) 0.067(7) 0.048(6) -0.001(5) -0.014(5) -0.006(5) N2 0.085(12) 0.20(2) 0.054(9) 0.010(12) 0.032(8) 0.058(13) C1 0.071(10) 0.120(13) 0.050(8) 0.011(8) 0.007(8) -0.005(9) C2 0.085(11) 0.056(8) 0.059(9) 0.009(7) 0.010(8) 0.006(8) C3 0.096(11) 0.049(8) 0.062(9) 0.005(7) -0.007(8) 0.011(7) C4 0.042(7) 0.056(8) 0.059(8) -0.007(6) 0.005(6) -0.006(6) C5 0.059(8) 0.070(9) 0.054(8) 0.011(7) 0.009(7) 0.011(7) C6 0.075(10) 0.078(10) 0.056(9) 0.013(8) 0.009(8) 0.013(8) C7 0.061(9) 0.075(10) 0.077(10) -0.005(8) -0.004(8) -0.010(7) C8 0.069(10) 0.102(13) 0.083(11) -0.003(9) 0.007(9) 0.027(9) C9 0.058(10) 0.18(2) 0.092(13) -0.018(12) 0.018(10) 0.019(11) C10 0.059(9) 0.081(11) 0.085(11) 0.003(9) 0.041(8) 0.016(8) C11 0.103(15) 0.078(13) 0.101(14) -0.026(11) 0.051(12) -0.023(10) C12 0.14(2) 0.077(13) 0.091(15) -0.001(11) 0.074(14) 0.021(13) C13 0.069(12) 0.15(2) 0.085(14) -0.033(14) 0.021(11) 0.002(12) C14 0.086(12) 0.042(8) 0.121(14) -0.002(9) 0.045(11) -0.003(8) C15 0.13(2) 0.53(7) 0.102(19) 0.04(3) 0.053(18) 0.09(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 Cu1 Br9 2.343(3) . ? Cu1 Br2 2.473(3) 2 ? Cu1 Br1 2.517(3) 2 ? Cu1 Br3 2.666(5) . ? Cu1 Cu3 2.688(4) 2 ? Cu1 Cu2 2.829(5) . ? Cu1' Br2 2.517(6) 2 ? Cu1' Br9 2.518(6) . ? Cu1' Br1 2.524(7) 2 ? Cu1' Cu3 2.742(7) 2 ? Cu1' Br6 2.825(10) 1_565 ? Cu2 Br9 2.390(3) . ? Cu2 Br5 2.422(3) . ? Cu2 Br7 2.479(3) . ? Cu2 Br3 2.837(3) . ? Cu2 Cu4 2.873(3) . ? Cu2 Cu3 3.051(3) . ? Cu3 Br7 2.425(3) . ? Cu3 Br2 2.443(3) . ? Cu3 Br3 2.492(3) . ? Cu3 Br1 2.648(3) . ? Cu3 Cu1 2.688(4) 2_545 ? Cu3 Cu1' 2.742(7) 2_545 ? Cu3 Cu4 2.847(3) . ? Cu4 Br8 2.404(2) . ? Cu4 Br1 2.494(3) . ? Cu4 Br5 2.502(2) . ? Cu4 Br7 2.745(3) . ? Cu4 Cu5 2.911(3) . ? Cu5 Br8 2.359(3) . ? Cu5 Br6 2.387(3) . ? Cu5 Br3 2.614(3) 2_545 ? Cu5 Br7 2.765(3) . ? Cu6 Br4 2.345(3) . ? Cu6 Br6 2.402(3) . ? Cu6 Br1 2.668(3) 2_545 ? Cu6 Br3 2.707(3) 2_545 ? Cu6 Cu7 2.796(4) . ? Cu7 Br4 2.359(3) . ? Cu7 Br2 2.444(2) . ? Cu7 Br5 2.495(3) 2_545 ? Cu7 Br3 2.894(3) 2_545 ? Br1 Cu1 2.517(3) 2_545 ? Br1 Cu1' 2.524(7) 2_545 ? Br1 Cu6 2.668(3) 2 ? Br2 Cu1 2.473(3) 2_545 ? Br2 Cu1' 2.517(7) 2_545 ? Br3 Cu5 2.614(3) 2 ? Br3 Cu6 2.707(3) 2 ? Br3 Cu7 2.894(3) 2 ? Br5 Cu7 2.495(3) 2 ? Br6 Cu1' 2.825(10) 1_545 ? N1 C6 1.339(16) . ? N1 C2 1.341(17) . ? N1 C1 1.471(17) . ? N2 C13 1.32(3) . ? N2 C12 1.36(3) . ? N2 C15 1.40(2) . ? C2 C3 1.346(19) . ? C3 C4 1.389(18) . ? C4 C5 1.355(17) . ? C4 C7 1.507(18) . ? C5 C6 1.377(18) . ? C7 C8 1.534(19) . ? C8 C9 1.53(2) . ? C9 C10 1.52(2) . ? C10 C11 1.37(2) . ? C10 C14 1.40(2) . ? C11 C12 1.31(3) . ? C13 C14 1.28(2) . ? 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 Br9 Cu1 Br2 120.04(14) . 2 ? Br9 Cu1 Br1 114.05(14) . 2 ? Br2 Cu1 Br1 115.13(14) 2 2 ? Br9 Cu1 Br3 110.17(18) . . ? Br2 Cu1 Br3 99.81(14) 2 . ? Br1 Cu1 Br3 92.43(12) 2 . ? Br9 Cu1 Cu3 162.4(2) . 2 ? Br2 Cu1 Cu3 56.33(9) 2 2 ? Br1 Cu1 Cu3 61.07(9) 2 2 ? Br3 Cu1 Cu3 87.31(12) . 2 ? Br9 Cu1 Cu2 54.07(9) . . ? Br2 Cu1 Cu2 104.81(14) 2 . ? Br1 Cu1 Cu2 135.94(16) 2 . ? Br3 Cu1 Cu2 62.09(12) . . ? Cu3 Cu1 Cu2 142.13(19) 2 . ? Br2 Cu1' Br9 111.9(3) 2 . ? Br2 Cu1' Br1 113.3(3) 2 2 ? Br9 Cu1' Br1 108.0(3) . 2 ? Br2 Cu1' Cu3 55.16(14) 2 2 ? Br9 Cu1' Cu3 141.8(4) . 2 ? Br1 Cu1' Cu3 60.21(15) 2 2 ? Br2 Cu1' Br6 107.7(3) 2 1_565 ? Br9 Cu1' Br6 114.7(3) . 1_565 ? Br1 Cu1' Br6 100.9(2) 2 1_565 ? Cu3 Cu1' Br6 103.4(2) 2 1_565 ? Br9 Cu2 Br5 118.09(10) . . ? Br9 Cu2 Br7 117.59(11) . . ? Br5 Cu2 Br7 114.72(10) . . ? Br9 Cu2 Cu1 52.54(10) . . ? Br5 Cu2 Cu1 102.75(11) . . ? Br7 Cu2 Cu1 137.94(12) . . ? Br9 Cu2 Br3 103.39(9) . . ? Br5 Cu2 Br3 100.53(9) . . ? Br7 Cu2 Br3 97.19(8) . . ? Cu1 Cu2 Br3 56.13(10) . . ? Br9 Cu2 Cu4 163.48(12) . . ? Br5 Cu2 Cu4 55.61(7) . . ? Br7 Cu2 Cu4 61.18(7) . . ? Cu1 Cu2 Cu4 140.71(13) . . ? Br3 Cu2 Cu4 93.00(8) . . ? Br9 Cu2 Cu3 136.42(11) . . ? Br5 Cu2 Cu3 102.04(9) . . ? Br7 Cu2 Cu3 50.74(7) . . ? Cu1 Cu2 Cu3 104.70(12) . . ? Br3 Cu2 Cu3 49.92(6) . . ? Cu4 Cu2 Cu3 57.34(8) . . ? Br7 Cu3 Br2 115.68(11) . . ? Br7 Cu3 Br3 108.65(10) . . ? Br2 Cu3 Br3 105.69(10) . . ? Br7 Cu3 Br1 113.38(10) . . ? Br2 Cu3 Br1 111.56(10) . . ? Br3 Cu3 Br1 100.39(9) . . ? Br7 Cu3 Cu1 124.14(15) . 2_545 ? Br2 Cu3 Cu1 57.39(8) . 2_545 ? Br3 Cu3 Cu1 126.98(15) . 2_545 ? Br1 Cu3 Cu1 56.28(9) . 2_545 ? Br7 Cu3 Cu1' 150.5(2) . 2_545 ? Br2 Cu3 Cu1' 57.74(14) . 2_545 ? Br3 Cu3 Cu1' 100.6(2) . 2_545 ? Br1 Cu3 Cu1' 55.81(14) . 2_545 ? Cu1 Cu3 Cu1' 26.44(15) 2_545 2_545 ? Br7 Cu3 Cu4 62.15(8) . . ? Br2 Cu3 Cu4 151.33(11) . . ? Br3 Cu3 Cu4 101.56(9) . . ? Br1 Cu3 Cu4 53.85(7) . . ? Cu1 Cu3 Cu4 98.67(12) 2_545 . ? Cu1' Cu3 Cu4 108.68(17) 2_545 . ? Br7 Cu3 Cu2 52.33(7) . . ? Br2 Cu3 Cu2 146.03(12) . . ? Br3 Cu3 Cu2 60.57(7) . . ? Br1 Cu3 Cu2 101.79(9) . . ? Cu1 Cu3 Cu2 156.37(12) 2_545 . ? Cu1' Cu3 Cu2 149.72(19) 2_545 . ? Cu4 Cu3 Cu2 58.19(7) . . ? Br8 Cu4 Br1 115.47(9) . . ? Br8 Cu4 Br5 114.58(10) . . ? Br1 Cu4 Br5 110.45(9) . . ? Br8 Cu4 Br7 103.51(9) . . ? Br1 Cu4 Br7 108.01(9) . . ? Br5 Cu4 Br7 103.65(8) . . ? Br8 Cu4 Cu3 137.08(11) . . ? Br1 Cu4 Cu3 59.01(7) . . ? Br5 Cu4 Cu3 105.87(8) . . ? Br7 Cu4 Cu3 51.36(7) . . ? Br8 Cu4 Cu2 132.66(11) . . ? Br1 Cu4 Cu2 111.05(9) . . ? Br5 Cu4 Cu2 53.02(7) . . ? Br7 Cu4 Cu2 52.31(7) . . ? Cu3 Cu4 Cu2 64.47(8) . . ? Br8 Cu4 Cu5 51.63(8) . . ? Br1 Cu4 Cu5 104.80(9) . . ? Br5 Cu4 Cu5 144.23(11) . . ? Br7 Cu4 Cu5 58.44(8) . . ? Cu3 Cu4 Cu5 86.95(9) . . ? Cu2 Cu4 Cu5 108.36(11) . . ? Br8 Cu5 Br6 129.13(13) . . ? Br8 Cu5 Br3 115.43(11) . 2_545 ? Br6 Cu5 Br3 101.18(10) . 2_545 ? Br8 Cu5 Br7 104.16(10) . . ? Br6 Cu5 Br7 106.26(12) . . ? Br3 Cu5 Br7 95.41(9) 2_545 . ? Br8 Cu5 Cu4 53.04(7) . . ? Br6 Cu5 Cu4 159.39(14) . . ? Br3 Cu5 Cu4 93.78(9) 2_545 . ? Br7 Cu5 Cu4 57.79(7) . . ? Br4 Cu6 Br6 129.89(15) . . ? Br4 Cu6 Br1 103.57(12) . 2_545 ? Br6 Cu6 Br1 108.97(11) . 2_545 ? Br4 Cu6 Br3 116.20(11) . 2_545 ? Br6 Cu6 Br3 98.19(11) . 2_545 ? Br1 Cu6 Br3 94.61(10) 2_545 2_545 ? Br4 Cu6 Cu7 53.76(8) . . ? Br6 Cu6 Cu7 148.66(14) . . ? Br1 Cu6 Cu7 98.17(11) 2_545 . ? Br3 Cu6 Cu7 63.44(8) 2_545 . ? Br4 Cu7 Br2 125.62(11) . . ? Br4 Cu7 Br5 116.09(11) . 2_545 ? Br2 Cu7 Br5 108.01(9) . 2_545 ? Br4 Cu7 Cu6 53.30(9) . . ? Br2 Cu7 Cu6 133.30(12) . . ? Br5 Cu7 Cu6 111.33(11) 2_545 . ? Br4 Cu7 Br3 109.19(10) . 2_545 ? Br2 Cu7 Br3 94.53(9) . 2_545 ? Br5 Cu7 Br3 97.27(9) 2_545 2_545 ? Cu6 Cu7 Br3 56.77(8) . 2_545 ? Cu4 Br1 Cu1 113.86(11) . 2_545 ? Cu4 Br1 Cu1' 129.62(17) . 2_545 ? Cu1 Br1 Cu1' 28.55(17) 2_545 2_545 ? Cu4 Br1 Cu3 67.14(8) . . ? Cu1 Br1 Cu3 62.65(9) 2_545 . ? Cu1' Br1 Cu3 63.97(15) 2_545 . ? Cu4 Br1 Cu6 108.27(8) . 2 ? Cu1 Br1 Cu6 101.14(13) 2_545 2 ? Cu1' Br1 Cu6 73.5(2) 2_545 2 ? Cu3 Br1 Cu6 78.63(9) . 2 ? Cu3 Br2 Cu7 103.17(9) . . ? Cu3 Br2 Cu1 66.28(10) . 2_545 ? Cu7 Br2 Cu1 82.80(14) . 2_545 ? Cu3 Br2 Cu1' 67.10(15) . 2_545 ? Cu7 Br2 Cu1' 110.9(2) . 2_545 ? Cu1 Br2 Cu1' 28.83(17) 2_545 2_545 ? Cu3 Br3 Cu5 109.63(9) . 2 ? Cu3 Br3 Cu1 129.10(10) . . ? Cu5 Br3 Cu1 118.60(10) 2 . ? Cu3 Br3 Cu6 80.66(9) . 2 ? Cu5 Br3 Cu6 70.71(9) 2 2 ? Cu1 Br3 Cu6 129.06(10) . 2 ? Cu3 Br3 Cu2 69.51(7) . . ? Cu5 Br3 Cu2 178.20(9) 2 . ? Cu1 Br3 Cu2 61.78(9) . . ? Cu6 Br3 Cu2 110.52(8) 2 . ? Cu3 Br3 Cu7 106.05(8) . 2 ? Cu5 Br3 Cu7 111.28(9) 2 2 ? Cu1 Br3 Cu7 71.45(8) . 2 ? Cu6 Br3 Cu7 59.78(7) 2 2 ? Cu2 Br3 Cu7 70.52(7) . 2 ? Cu6 Br4 Cu7 72.94(11) . . ? Cu2 Br5 Cu7 84.58(10) . 2 ? Cu2 Br5 Cu4 71.37(8) . . ? Cu7 Br5 Cu4 105.07(9) 2 . ? Cu5 Br6 Cu6 80.03(10) . . ? Cu5 Br6 Cu1' 102.12(15) . 1_545 ? Cu6 Br6 Cu1' 72.46(15) . 1_545 ? Cu3 Br7 Cu2 76.93(9) . . ? Cu3 Br7 Cu4 66.48(8) . . ? Cu2 Br7 Cu4 66.50(7) . . ? Cu3 Br7 Cu5 99.31(9) . . ? Cu2 Br7 Cu5 126.75(9) . . ? Cu4 Br7 Cu5 63.77(7) . . ? Cu5 Br8 Cu4 75.32(10) . . ? Cu1 Br9 Cu2 73.40(14) . . ? Cu1 Br9 Cu1' 29.35(17) . . ? Cu2 Br9 Cu1' 100.8(2) . . ? C6 N1 C2 118.5(12) . . ? C6 N1 C1 120.6(12) . . ? C2 N1 C1 121.0(12) . . ? C13 N2 C12 116.7(19) . . ? C13 N2 C15 121(2) . . ? C12 N2 C15 122(2) . . ? N1 C2 C3 122.3(13) . . ? C2 C3 C4 120.9(14) . . ? C5 C4 C3 115.6(13) . . ? C5 C4 C7 121.6(12) . . ? C3 C4 C7 122.8(13) . . ? C4 C5 C6 122.6(12) . . ? N1 C6 C5 120.0(13) . . ? C4 C7 C8 116.5(12) . . ? C7 C8 C9 114.7(14) . . ? C10 C9 C8 108.7(13) . . ? C11 C10 C14 115.4(16) . . ? C11 C10 C9 121.0(18) . . ? C14 C10 C9 123.4(16) . . ? C12 C11 C10 120.6(18) . . ? C11 C12 N2 122.0(19) . . ? C14 C13 N2 124(2) . . ? C13 C14 C10 121.1(17) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 2.942 _refine_diff_density_min -1.441 _refine_diff_density_rms 0.185 #====================================== data_5 _database_code_depnum_ccdc_archive 'CCDC 752628' #TrackingRef 'zhang.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H72 Cu8 I16 N8' _chemical_formula_weight 3107.70 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 15.8741(5) _cell_length_b 9.4714(3) _cell_length_c 22.9038(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.0380(10) _cell_angle_gamma 90.00 _cell_volume 3443.58(19) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.997 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2800 _exptl_absorpt_coefficient_mu 9.623 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.1887 _exptl_absorpt_correction_T_max 0.6995 _exptl_absorpt_process_details 'SADABS, Sheldrick 1997' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX area-detector diffractometer' _diffrn_measurement_method '\f and \w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20637 _diffrn_reflns_av_R_equivalents 0.0299 _diffrn_reflns_av_sigmaI/netI 0.0647 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.28 _diffrn_reflns_theta_max 27.00 _reflns_number_total 14077 _reflns_number_gt 12366 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SMART (Bruker, 2001)' _computing_data_reduction 'SAINT (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-II (Johnson, 1976)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0307P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.08(4) _refine_ls_number_reflns 14077 _refine_ls_number_parameters 577 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0563 _refine_ls_R_factor_gt 0.0476 _refine_ls_wR_factor_ref 0.0981 _refine_ls_wR_factor_gt 0.0907 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _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 I1 I 0.91496(5) 0.23918(9) 0.60211(4) 0.0432(2) Uani 1 1 d . . . I2 I 0.69134(5) 0.49023(9) 0.62039(4) 0.0386(2) Uani 1 1 d . . . I3 I 0.83538(5) 0.39174(9) 0.77308(4) 0.0410(2) Uani 1 1 d . . . I4 I 0.69160(5) 0.05818(9) 0.70109(4) 0.0396(2) Uani 1 1 d . . . I5 I 0.82877(5) -0.03327(9) 0.85830(4) 0.0408(2) Uani 1 1 d . . . I6 I 0.60382(5) 0.22335(9) 0.86748(4) 0.0389(2) Uani 1 1 d . . . I7 I 0.82285(5) 0.39724(9) 0.95357(4) 0.0419(2) Uani 1 1 d . . . I8 I 0.70847(5) 0.03346(10) 1.02352(4) 0.0432(2) Uani 1 1 d . . . I9 I 0.90735(5) 0.27751(8) 1.12220(4) 0.0371(2) Uani 1 1 d . . . I10 I 0.65886(5) 0.45362(9) 1.10453(4) 0.0423(2) Uani 1 1 d . . . I11 I 0.77825(6) 0.41890(10) 1.27346(4) 0.0502(2) Uani 1 1 d . . . I12 I 0.69547(5) 0.04108(10) 1.20197(4) 0.0439(2) Uani 1 1 d . . . I13 I 0.82469(5) 0.01264(9) 1.36730(4) 0.0396(2) Uani 1 1 d . . . I14 I 0.57202(5) 0.18331(8) 1.35899(4) 0.0404(2) Uani 1 1 d . . . I15 I 0.78772(5) 0.42647(10) 1.44979(4) 0.0448(2) Uani 1 1 d . . . I16 I 0.67813(5) 0.07230(10) 1.52378(4) 0.0458(2) Uani 1 1 d . . . Cu1 Cu 0.76573(11) 0.2983(2) 0.55157(9) 0.0555(5) Uani 1 1 d . . . Cu2 Cu 0.77884(11) 0.2856(2) 0.67282(9) 0.0547(5) Uani 1 1 d . . . Cu3 Cu 0.74292(12) 0.1687(2) 0.80161(9) 0.0563(5) Uani 1 1 d . . . Cu4 Cu 0.74631(11) 0.1592(2) 0.92319(9) 0.0543(5) Uani 1 1 d . . . Cu5 Cu 0.77154(11) 0.2828(2) 1.05274(9) 0.0532(5) Uani 1 1 d . . . Cu6 Cu 0.75734(11) 0.2896(2) 1.17316(9) 0.0539(5) Uani 1 1 d . . . Cu7 Cu 0.71911(11) 0.1710(2) 1.30301(9) 0.0544(5) Uani 1 1 d . . . Cu8 Cu 0.71640(11) 0.1834(2) 1.42211(9) 0.0540(5) Uani 1 1 d . . . N1 N 1.0907(6) 0.2601(11) 0.8224(5) 0.038(3) Uani 1 1 d . . . N2 N 1.0811(6) 0.2575(11) 0.9332(5) 0.044(3) Uani 1 1 d . . . N3 N 1.0425(6) 0.2583(11) 1.3289(5) 0.039(3) Uani 1 1 d . . . N4 N 1.0959(6) 0.2807(10) 1.4331(5) 0.033(2) Uani 1 1 d . . . N5 N 0.6125(6) 0.6803(11) 0.8225(5) 0.036(2) Uani 1 1 d . . . N6 N 0.5590(6) 0.6986(11) 0.9262(5) 0.039(3) Uani 1 1 d . . . N7 N 0.4288(6) 0.1997(10) 1.6849(5) 0.041(3) Uani 1 1 d . . . N8 N 0.4297(6) 0.2021(11) 1.5739(5) 0.043(3) Uani 1 1 d . . . C1 C 1.1722(7) 0.2108(16) 0.8488(6) 0.047(4) Uani 1 1 d . . . H1A H 1.1862 0.1184 0.8334 0.056 Uiso 1 1 calc R . . H1B H 1.2169 0.2755 0.8381 0.056 Uiso 1 1 calc R . . C2 C 1.1661(7) 0.2028(15) 0.9138(6) 0.048(4) Uani 1 1 d . . . H2A H 1.2105 0.2589 0.9313 0.057 Uiso 1 1 calc R . . H2B H 1.1730 0.1058 0.9264 0.057 Uiso 1 1 calc R . . C3 C 1.0743(7) 0.4049(12) 0.8444(6) 0.041(3) Uani 1 1 d . . . H3A H 1.0222 0.4399 0.8276 0.049 Uiso 1 1 calc R . . H3B H 1.1196 0.4670 0.8322 0.049 Uiso 1 1 calc R . . C4 C 1.0676(7) 0.4074(13) 0.9108(6) 0.041(3) Uani 1 1 d . . . H4A H 1.1099 0.4700 0.9271 0.049 Uiso 1 1 calc R . . H4B H 1.0124 0.4413 0.9225 0.049 Uiso 1 1 calc R . . C5 C 1.0210(8) 0.1598(14) 0.8411(7) 0.056(5) Uani 1 1 d . . . H5A H 1.0335 0.0648 0.8279 0.068 Uiso 1 1 calc R . . H5B H 0.9678 0.1889 0.8241 0.068 Uiso 1 1 calc R . . C6 C 1.0152(8) 0.1632(16) 0.9083(8) 0.062(5) Uani 1 1 d . . . H6A H 0.9599 0.1967 0.9198 0.075 Uiso 1 1 calc R . . H6B H 1.0224 0.0684 0.9236 0.075 Uiso 1 1 calc R . . C7 C 1.0931(11) 0.2570(18) 0.7558(7) 0.075(5) Uani 1 1 d . . . H7A H 1.1040 0.1624 0.7428 0.112 Uiso 1 1 calc R . . H7B H 1.1369 0.3184 0.7421 0.112 Uiso 1 1 calc R . . H7C H 1.0399 0.2882 0.7407 0.112 Uiso 1 1 calc R . . C8 C 1.0756(10) 0.2605(17) 0.9984(6) 0.065(5) Uani 1 1 d . . . H8A H 1.0842 0.1670 1.0135 0.097 Uiso 1 1 calc R . . H8B H 1.0209 0.2938 1.0099 0.097 Uiso 1 1 calc R . . H8C H 1.1180 0.3225 1.0137 0.097 Uiso 1 1 calc R . . C9 C 1.1251(8) 0.3368(15) 1.3302(6) 0.049(4) Uani 1 1 d . . . H9A H 1.1651 0.2908 1.3045 0.059 Uiso 1 1 calc R . . H9B H 1.1167 0.4326 1.3164 0.059 Uiso 1 1 calc R . . C10 C 1.1590(7) 0.3395(14) 1.3909(6) 0.037(3) Uani 1 1 d . . . H10A H 1.1727 0.4359 1.4017 0.045 Uiso 1 1 calc R . . H10B H 1.2104 0.2842 1.3927 0.045 Uiso 1 1 calc R . . C11 C 1.0822(8) 0.1291(12) 1.4180(6) 0.037(3) Uani 1 1 d . . . H11A H 1.1332 0.0760 1.4258 0.045 Uiso 1 1 calc R . . H11B H 1.0376 0.0907 1.4422 0.045 Uiso 1 1 calc R . . C12 C 1.0589(8) 0.1143(13) 1.3555(6) 0.043(3) Uani 1 1 d . . . H12A H 1.0088 0.0562 1.3521 0.052 Uiso 1 1 calc R . . H12B H 1.1043 0.0679 1.3346 0.052 Uiso 1 1 calc R . . C13 C 0.9820(8) 0.3356(14) 1.3660(6) 0.043(3) Uani 1 1 d . . . H13A H 0.9296 0.2831 1.3680 0.052 Uiso 1 1 calc R . . H13B H 0.9700 0.4267 1.3485 0.052 Uiso 1 1 calc R . . C14 C 1.0157(7) 0.3576(14) 1.4272(6) 0.044(4) Uani 1 1 d . . . H14A H 1.0247 0.4574 1.4343 0.053 Uiso 1 1 calc R . . H14B H 0.9754 0.3229 1.4556 0.053 Uiso 1 1 calc R . . C15 C 1.0120(9) 0.2418(16) 1.2669(6) 0.057(4) Uani 1 1 d . . . H15A H 1.0016 0.3332 1.2503 0.085 Uiso 1 1 calc R . . H15B H 0.9609 0.1876 1.2665 0.085 Uiso 1 1 calc R . . H15C H 1.0542 0.1940 1.2443 0.085 Uiso 1 1 calc R . . C16 C 1.1299(8) 0.2965(15) 1.4950(6) 0.053(4) Uani 1 1 d . . . H16A H 1.0897 0.2591 1.5223 0.079 Uiso 1 1 calc R . . H16B H 1.1394 0.3946 1.5033 0.079 Uiso 1 1 calc R . . H16C H 1.1820 0.2458 1.4986 0.079 Uiso 1 1 calc R . . C17 C 0.4976(8) 0.2945(14) 1.5984(8) 0.060(5) Uani 1 1 d . . . H17A H 0.4894 0.3907 1.5851 0.072 Uiso 1 1 calc R . . H17B H 0.5520 0.2624 1.5845 0.072 Uiso 1 1 calc R . . C18 C 0.4962(9) 0.2907(15) 1.6639(8) 0.063(5) Uani 1 1 d . . . H18A H 0.5499 0.2560 1.6782 0.076 Uiso 1 1 calc R . . H18B H 0.4881 0.3855 1.6789 0.076 Uiso 1 1 calc R . . C19 C 0.4445(8) 0.0558(13) 1.5962(6) 0.042(3) Uani 1 1 d . . . H19A H 0.4013 -0.0070 1.5812 0.051 Uiso 1 1 calc R . . H19B H 0.4987 0.0220 1.5826 0.051 Uiso 1 1 calc R . . C20 C 0.4427(7) 0.0549(13) 1.6612(6) 0.042(3) Uani 1 1 d . . . H20A H 0.4957 0.0182 1.6759 0.051 Uiso 1 1 calc R . . H20B H 0.3980 -0.0069 1.6745 0.051 Uiso 1 1 calc R . . C21 C 0.3469(8) 0.2552(15) 1.5956(6) 0.046(3) Uani 1 1 d . . . H21A H 0.3021 0.1942 1.5816 0.055 Uiso 1 1 calc R . . H21B H 0.3369 0.3494 1.5804 0.055 Uiso 1 1 calc R . . C22 C 0.3457(7) 0.2588(15) 1.6613(6) 0.045(4) Uani 1 1 d . . . H22A H 0.2989 0.2028 1.6758 0.054 Uiso 1 1 calc R . . H22B H 0.3381 0.3552 1.6747 0.054 Uiso 1 1 calc R . . C23 C 0.4307(11) 0.1986(19) 1.7511(7) 0.079(6) Uani 1 1 d . . . H23A H 0.4838 0.1620 1.7643 0.119 Uiso 1 1 calc R . . H23B H 0.3860 0.1399 1.7655 0.119 Uiso 1 1 calc R . . H23C H 0.4235 0.2930 1.7655 0.119 Uiso 1 1 calc R . . C24 C 0.4319(10) 0.205(2) 1.5077(7) 0.075(5) Uani 1 1 d . . . H24A H 0.4221 0.2991 1.4941 0.113 Uiso 1 1 calc R . . H24B H 0.3889 0.1433 1.4926 0.113 Uiso 1 1 calc R . . H24C H 0.4860 0.1729 1.4944 0.113 Uiso 1 1 calc R . . C25 C 0.6752(7) 0.6262(12) 0.8639(5) 0.034(3) Uani 1 1 d . . . H25A H 0.7254 0.6846 0.8621 0.041 Uiso 1 1 calc R . . H25B H 0.6909 0.5309 0.8528 0.041 Uiso 1 1 calc R . . C26 C 0.6411(7) 0.6253(13) 0.9271(6) 0.040(3) Uani 1 1 d . . . H26A H 0.6342 0.5291 0.9408 0.047 Uiso 1 1 calc R . . H26B H 0.6799 0.6737 0.9530 0.047 Uiso 1 1 calc R . . C27 C 0.5949(8) 0.8349(12) 0.8373(6) 0.043(4) Uani 1 1 d . . . H27A H 0.6442 0.8919 0.8290 0.052 Uiso 1 1 calc R . . H27B H 0.5485 0.8698 0.8137 0.052 Uiso 1 1 calc R . . C28 C 0.5730(8) 0.8452(12) 0.9004(6) 0.042(3) Uani 1 1 d . . . H28A H 0.5223 0.9012 0.9050 0.050 Uiso 1 1 calc R . . H28B H 0.6182 0.8922 0.9213 0.050 Uiso 1 1 calc R . . C29 C 0.5332(7) 0.6000(13) 0.8299(6) 0.045(4) Uani 1 1 d . . . H29A H 0.5442 0.5001 0.8246 0.054 Uiso 1 1 calc R . . H29B H 0.4929 0.6292 0.8004 0.054 Uiso 1 1 calc R . . C30 C 0.4970(8) 0.6245(15) 0.8890(7) 0.048(4) Uani 1 1 d . . . H30A H 0.4462 0.6808 0.8857 0.058 Uiso 1 1 calc R . . H30B H 0.4822 0.5348 0.9067 0.058 Uiso 1 1 calc R . . C31 C 0.5256(9) 0.7145(17) 0.9889(6) 0.061(4) Uani 1 1 d . . . H31A H 0.5157 0.6227 1.0053 0.091 Uiso 1 1 calc R . . H31B H 0.4738 0.7668 0.9883 0.091 Uiso 1 1 calc R . . H31C H 0.5663 0.7638 1.0122 0.091 Uiso 1 1 calc R . . C32 C 0.6449(9) 0.6723(18) 0.7600(7) 0.064(5) Uani 1 1 d . . . H32A H 0.6560 0.5756 0.7500 0.097 Uiso 1 1 calc R . . H32B H 0.6958 0.7263 0.7567 0.097 Uiso 1 1 calc R . . H32C H 0.6032 0.7099 0.7339 0.097 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 I1 0.0384(5) 0.0327(4) 0.0584(6) -0.0013(4) 0.0056(4) 0.0020(4) I2 0.0381(4) 0.0370(5) 0.0407(5) -0.0019(4) 0.0036(4) 0.0001(4) I3 0.0416(4) 0.0433(5) 0.0380(5) 0.0066(4) 0.0001(4) -0.0025(4) I4 0.0399(4) 0.0406(5) 0.0383(5) 0.0039(4) 0.0041(4) 0.0020(4) I5 0.0358(4) 0.0367(5) 0.0500(6) 0.0017(4) -0.0013(4) -0.0020(4) I6 0.0382(4) 0.0337(4) 0.0448(5) 0.0007(4) -0.0011(4) 0.0026(4) I7 0.0414(5) 0.0423(5) 0.0419(5) -0.0034(4) -0.0022(4) 0.0006(4) I8 0.0447(5) 0.0457(5) 0.0393(5) -0.0040(4) -0.0027(4) -0.0023(4) I9 0.0380(4) 0.0316(4) 0.0418(5) 0.0002(4) -0.0007(4) -0.0025(3) I10 0.0326(4) 0.0398(5) 0.0545(6) 0.0014(4) -0.0027(4) -0.0020(4) I11 0.0567(5) 0.0482(5) 0.0458(6) 0.0055(5) 0.0039(4) -0.0023(5) I12 0.0445(5) 0.0447(5) 0.0423(5) 0.0063(4) 0.0010(4) -0.0005(4) I13 0.0352(4) 0.0401(5) 0.0435(5) 0.0003(4) 0.0023(4) -0.0017(4) I14 0.0377(4) 0.0300(4) 0.0534(6) 0.0008(4) 0.0034(4) -0.0029(3) I15 0.0451(5) 0.0439(5) 0.0453(6) -0.0086(4) 0.0016(4) 0.0012(4) I16 0.0475(5) 0.0467(5) 0.0432(6) -0.0040(4) 0.0021(4) -0.0010(4) Cu1 0.0597(11) 0.0515(11) 0.0555(13) -0.0061(10) 0.0040(9) -0.0056(9) Cu2 0.0573(11) 0.0516(11) 0.0552(13) 0.0034(10) -0.0006(9) -0.0056(9) Cu3 0.0595(11) 0.0523(11) 0.0570(13) 0.0049(10) -0.0022(9) -0.0047(9) Cu4 0.0548(11) 0.0522(11) 0.0560(13) 0.0019(10) -0.0044(9) -0.0031(9) Cu5 0.0543(11) 0.0522(11) 0.0532(12) -0.0019(10) -0.0012(9) -0.0041(9) Cu6 0.0566(11) 0.0522(11) 0.0529(12) 0.0012(10) 0.0047(9) -0.0031(9) Cu7 0.0582(11) 0.0509(11) 0.0542(12) 0.0024(10) 0.0031(9) -0.0034(9) Cu8 0.0558(11) 0.0509(11) 0.0554(12) -0.0031(10) 0.0058(9) -0.0013(9) N1 0.038(6) 0.038(6) 0.039(7) -0.002(5) -0.018(5) 0.007(5) N2 0.042(6) 0.035(6) 0.053(8) -0.002(6) 0.012(5) 0.008(5) N3 0.038(6) 0.046(6) 0.034(6) -0.003(5) -0.006(5) 0.000(5) N4 0.027(5) 0.030(5) 0.043(7) -0.005(5) -0.003(4) 0.001(4) N5 0.038(6) 0.037(6) 0.034(6) 0.006(5) 0.004(5) -0.003(5) N6 0.029(5) 0.032(6) 0.055(8) -0.002(5) 0.007(5) -0.005(4) N7 0.030(5) 0.024(5) 0.069(9) -0.018(5) -0.007(5) 0.006(4) N8 0.034(6) 0.035(6) 0.061(8) -0.005(6) 0.003(5) 0.007(5) C1 0.027(6) 0.056(9) 0.057(10) 0.000(8) -0.006(6) 0.007(6) C2 0.033(7) 0.043(8) 0.067(11) 0.014(7) 0.018(6) 0.014(6) C3 0.038(7) 0.017(6) 0.069(10) 0.003(6) 0.006(6) -0.003(5) C4 0.031(6) 0.027(6) 0.065(10) -0.005(7) -0.006(6) 0.009(5) C5 0.034(7) 0.036(7) 0.099(14) 0.031(8) -0.018(8) -0.015(6) C6 0.039(8) 0.042(8) 0.106(15) -0.008(9) 0.031(8) -0.011(7) C7 0.089(12) 0.061(11) 0.074(13) 0.016(10) -0.010(10) 0.017(10) C8 0.081(11) 0.069(11) 0.044(10) 0.000(9) 0.011(8) 0.036(9) C9 0.045(8) 0.049(9) 0.054(10) 0.011(7) 0.014(7) -0.021(7) C10 0.023(6) 0.042(7) 0.046(9) 0.002(6) 0.003(5) -0.001(5) C11 0.047(8) 0.027(6) 0.037(8) 0.004(6) -0.002(6) -0.001(6) C12 0.042(7) 0.035(7) 0.053(10) -0.014(7) 0.005(7) 0.011(6) C13 0.046(8) 0.032(7) 0.051(9) 0.001(6) -0.007(7) 0.007(6) C14 0.030(6) 0.038(7) 0.064(10) 0.001(7) 0.015(6) 0.007(6) C15 0.062(9) 0.064(10) 0.045(9) -0.010(8) -0.019(7) -0.008(8) C16 0.057(9) 0.055(9) 0.046(9) -0.002(8) -0.018(7) -0.012(8) C17 0.041(8) 0.028(7) 0.110(15) -0.026(9) 0.026(8) -0.010(6) C18 0.052(9) 0.033(8) 0.105(15) -0.005(9) -0.015(9) 0.000(7) C19 0.037(7) 0.026(6) 0.064(10) -0.012(7) -0.001(6) 0.003(6) C20 0.034(6) 0.034(7) 0.059(10) -0.013(7) 0.010(6) 0.004(6) C21 0.047(8) 0.042(8) 0.048(9) 0.009(7) -0.001(7) 0.021(6) C22 0.025(6) 0.045(8) 0.067(10) -0.008(7) 0.006(6) 0.014(6) C23 0.108(14) 0.061(11) 0.068(13) -0.001(10) -0.038(11) 0.015(10) C24 0.095(13) 0.082(13) 0.048(11) 0.005(10) 0.008(9) 0.024(11) C25 0.035(6) 0.028(6) 0.038(8) 0.003(6) 0.007(6) 0.005(5) C26 0.039(7) 0.032(7) 0.047(9) 0.007(6) -0.002(6) 0.018(6) C27 0.045(8) 0.017(6) 0.067(11) 0.008(6) 0.008(7) 0.011(5) C28 0.051(8) 0.017(6) 0.057(10) 0.000(6) -0.006(7) -0.001(5) C29 0.034(7) 0.036(7) 0.066(11) -0.004(7) 0.004(7) 0.003(6) C30 0.034(7) 0.042(8) 0.069(11) 0.000(7) 0.016(7) -0.010(6) C31 0.077(11) 0.072(11) 0.033(8) -0.009(8) 0.010(7) 0.010(9) C32 0.063(10) 0.075(11) 0.055(10) -0.021(9) 0.018(8) 0.015(9) _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 I1 Cu1 2.695(2) . ? I1 Cu2 2.737(2) . ? I2 Cu2 2.669(2) . ? I2 Cu1 2.680(2) . ? I3 Cu3 2.654(2) . ? I3 Cu2 2.662(2) . ? I4 Cu2 2.642(2) . ? I4 Cu3 2.657(2) . ? I5 Cu3 2.683(2) . ? I5 Cu4 2.692(2) . ? I6 Cu4 2.666(2) . ? I6 Cu3 2.725(2) . ? I7 Cu5 2.646(2) . ? I7 Cu4 2.653(2) . ? I8 Cu5 2.651(2) . ? I8 Cu4 2.657(2) . ? I9 Cu6 2.655(2) . ? I9 Cu5 2.679(2) . ? I10 Cu5 2.688(2) . ? I10 Cu6 2.706(2) . ? I11 Cu7 2.618(2) . ? I11 Cu6 2.624(2) . ? I12 Cu6 2.635(2) . ? I12 Cu7 2.647(2) . ? I13 Cu8 2.674(2) . ? I13 Cu7 2.688(2) . ? I14 Cu7 2.667(2) . ? I14 Cu8 2.709(2) . ? I15 Cu8 2.643(2) . ? I15 Cu1 2.651(2) 1_556 ? I16 Cu8 2.627(2) . ? I16 Cu1 2.631(2) 1_556 ? Cu1 I16 2.631(2) 1_554 ? Cu1 I15 2.651(2) 1_554 ? Cu1 Cu2 2.787(3) . ? Cu3 Cu4 2.787(3) . ? Cu5 Cu6 2.768(3) . ? Cu7 Cu8 2.731(3) . ? N1 C3 1.484(15) . ? N1 C1 1.501(14) . ? N1 C5 1.520(16) . ? N1 C7 1.527(18) . ? N2 C6 1.489(17) . ? N2 C8 1.498(17) . ? N2 C2 1.511(14) . ? N2 C4 1.524(16) . ? N3 C13 1.478(15) . ? N3 C9 1.507(15) . ? N3 C15 1.508(16) . ? N3 C12 1.517(16) . ? N4 C14 1.472(14) . ? N4 C11 1.493(15) . ? N4 C10 1.501(15) . ? N4 C16 1.524(15) . ? N5 C25 1.468(15) . ? N5 C29 1.481(15) . ? N5 C32 1.523(16) . ? N5 C27 1.529(15) . ? N6 C26 1.477(14) . ? N6 C30 1.479(16) . ? N6 C28 1.525(15) . ? N6 C31 1.539(16) . ? N7 C18 1.456(17) . ? N7 C20 1.492(15) . ? N7 C23 1.516(18) . ? N7 C22 1.532(15) . ? N8 C21 1.492(15) . ? N8 C19 1.495(16) . ? N8 C17 1.497(16) . ? N8 C24 1.518(18) . ? C1 C2 1.492(18) . ? C3 C4 1.526(18) . ? C5 C6 1.54(2) . ? C9 C10 1.491(18) . ? C11 C12 1.484(18) . ? C13 C14 1.514(18) . ? C17 C18 1.50(2) . ? C19 C20 1.489(18) . ? C21 C22 1.507(18) . ? C25 C26 1.547(17) . ? C27 C28 1.491(19) . ? C29 C30 1.489(19) . ? 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 Cu1 I1 Cu2 61.74(6) . . ? Cu2 I2 Cu1 62.81(6) . . ? Cu3 I3 Cu2 74.08(6) . . ? Cu2 I4 Cu3 74.37(7) . . ? Cu3 I5 Cu4 62.45(6) . . ? Cu4 I6 Cu3 62.24(6) . . ? Cu5 I7 Cu4 74.68(7) . . ? Cu5 I8 Cu4 74.54(7) . . ? Cu6 I9 Cu5 62.52(6) . . ? Cu5 I10 Cu6 61.75(6) . . ? Cu7 I11 Cu6 76.27(7) . . ? Cu6 I12 Cu7 75.58(7) . . ? Cu8 I13 Cu7 61.24(6) . . ? Cu7 I14 Cu8 61.05(6) . . ? Cu8 I15 Cu1 75.85(7) . 1_556 ? Cu8 I16 Cu1 76.47(7) . 1_556 ? I16 Cu1 I15 103.28(7) 1_554 1_554 ? I16 Cu1 I2 117.46(7) 1_554 . ? I15 Cu1 I2 105.37(7) 1_554 . ? I16 Cu1 I1 113.52(8) 1_554 . ? I15 Cu1 I1 110.89(7) 1_554 . ? I2 Cu1 I1 106.01(7) . . ? I16 Cu1 Cu2 104.18(8) 1_554 . ? I15 Cu1 Cu2 152.37(9) 1_554 . ? I2 Cu1 Cu2 58.40(6) . . ? I1 Cu1 Cu2 59.87(6) . . ? I4 Cu2 I3 105.84(7) . . ? I4 Cu2 I2 115.44(7) . . ? I3 Cu2 I2 106.80(7) . . ? I4 Cu2 I1 115.35(7) . . ? I3 Cu2 I1 107.78(7) . . ? I2 Cu2 I1 105.15(7) . . ? I4 Cu2 Cu1 103.92(8) . . ? I3 Cu2 Cu1 150.24(9) . . ? I2 Cu2 Cu1 58.79(6) . . ? I1 Cu2 Cu1 58.39(6) . . ? I3 Cu3 I4 105.64(7) . . ? I3 Cu3 I5 113.94(7) . . ? I4 Cu3 I5 107.09(7) . . ? I3 Cu3 I6 115.69(8) . . ? I4 Cu3 I6 107.85(7) . . ? I5 Cu3 I6 106.20(7) . . ? I3 Cu3 Cu4 105.15(8) . . ? I4 Cu3 Cu4 149.21(9) . . ? I5 Cu3 Cu4 58.94(6) . . ? I6 Cu3 Cu4 57.85(6) . . ? I7 Cu4 I8 104.94(7) . . ? I7 Cu4 I6 108.67(7) . . ? I8 Cu4 I6 108.89(7) . . ? I7 Cu4 I5 119.82(7) . . ? I8 Cu4 I5 106.50(7) . . ? I6 Cu4 I5 107.62(7) . . ? I7 Cu4 Cu3 104.08(8) . . ? I8 Cu4 Cu3 150.96(9) . . ? I6 Cu4 Cu3 59.91(6) . . ? I5 Cu4 Cu3 58.61(6) . . ? I7 Cu5 I8 105.35(7) . . ? I7 Cu5 I9 105.63(7) . . ? I8 Cu5 I9 115.92(8) . . ? I7 Cu5 I10 109.72(7) . . ? I8 Cu5 I10 113.35(7) . . ? I9 Cu5 I10 106.54(7) . . ? I7 Cu5 Cu6 150.58(9) . . ? I8 Cu5 Cu6 103.98(8) . . ? I9 Cu5 Cu6 58.32(6) . . ? I10 Cu5 Cu6 59.44(6) . . ? I11 Cu6 I12 104.16(7) . . ? I11 Cu6 I9 106.98(7) . . ? I12 Cu6 I9 113.95(7) . . ? I11 Cu6 I10 108.27(7) . . ? I12 Cu6 I10 116.29(7) . . ? I9 Cu6 I10 106.70(7) . . ? I11 Cu6 Cu5 150.80(9) . . ? I12 Cu6 Cu5 105.01(8) . . ? I9 Cu6 Cu5 59.16(6) . . ? I10 Cu6 Cu5 58.81(6) . . ? I11 Cu7 I12 103.97(7) . . ? I11 Cu7 I14 113.52(7) . . ? I12 Cu7 I14 108.48(7) . . ? I11 Cu7 I13 114.74(7) . . ? I12 Cu7 I13 107.92(7) . . ? I14 Cu7 I13 107.87(7) . . ? I11 Cu7 Cu8 103.04(8) . . ? I12 Cu7 Cu8 152.98(9) . . ? I14 Cu7 Cu8 60.23(6) . . ? I13 Cu7 Cu8 59.13(6) . . ? I16 Cu8 I15 103.62(7) . . ? I16 Cu8 I13 108.86(7) . . ? I15 Cu8 I13 111.35(7) . . ? I16 Cu8 I14 106.08(7) . . ? I15 Cu8 I14 119.36(8) . . ? I13 Cu8 I14 107.06(7) . . ? I16 Cu8 Cu7 150.71(9) . . ? I15 Cu8 Cu7 105.66(8) . . ? I13 Cu8 Cu7 59.63(6) . . ? I14 Cu8 Cu7 58.72(6) . . ? C3 N1 C1 107.6(10) . . ? C3 N1 C5 110.7(10) . . ? C1 N1 C5 108.6(10) . . ? C3 N1 C7 111.2(11) . . ? C1 N1 C7 112.0(11) . . ? C5 N1 C7 106.7(11) . . ? C6 N2 C8 110.6(12) . . ? C6 N2 C2 108.0(11) . . ? C8 N2 C2 110.7(11) . . ? C6 N2 C4 109.3(11) . . ? C8 N2 C4 108.0(11) . . ? C2 N2 C4 110.3(10) . . ? C13 N3 C9 108.1(10) . . ? C13 N3 C15 112.7(10) . . ? C9 N3 C15 110.4(10) . . ? C13 N3 C12 109.0(10) . . ? C9 N3 C12 106.6(10) . . ? C15 N3 C12 109.9(10) . . ? C14 N4 C11 109.2(9) . . ? C14 N4 C10 109.5(10) . . ? C11 N4 C10 107.7(10) . . ? C14 N4 C16 110.1(10) . . ? C11 N4 C16 111.2(10) . . ? C10 N4 C16 109.1(9) . . ? C25 N5 C29 108.9(10) . . ? C25 N5 C32 111.1(10) . . ? C29 N5 C32 111.7(11) . . ? C25 N5 C27 108.4(10) . . ? C29 N5 C27 108.1(9) . . ? C32 N5 C27 108.5(10) . . ? C26 N6 C30 111.8(10) . . ? C26 N6 C28 107.8(9) . . ? C30 N6 C28 107.8(10) . . ? C26 N6 C31 109.7(10) . . ? C30 N6 C31 110.7(10) . . ? C28 N6 C31 108.8(10) . . ? C18 N7 C20 108.3(10) . . ? C18 N7 C23 108.8(12) . . ? C20 N7 C23 110.8(11) . . ? C18 N7 C22 107.5(11) . . ? C20 N7 C22 109.5(10) . . ? C23 N7 C22 111.9(10) . . ? C21 N8 C19 109.7(10) . . ? C21 N8 C17 108.2(10) . . ? C19 N8 C17 107.5(10) . . ? C21 N8 C24 110.4(10) . . ? C19 N8 C24 110.6(11) . . ? C17 N8 C24 110.4(12) . . ? C2 C1 N1 111.2(10) . . ? C1 C2 N2 109.5(11) . . ? N1 C3 C4 111.4(10) . . ? N2 C4 C3 108.1(10) . . ? N1 C5 C6 108.2(11) . . ? N2 C6 C5 110.6(11) . . ? C10 C9 N3 110.0(10) . . ? C9 C10 N4 110.7(9) . . ? C12 C11 N4 110.5(10) . . ? C11 C12 N3 110.2(10) . . ? N3 C13 C14 111.8(10) . . ? N4 C14 C13 108.9(10) . . ? N8 C17 C18 110.5(12) . . ? N7 C18 C17 110.9(12) . . ? C20 C19 N8 110.1(10) . . ? C19 C20 N7 111.3(11) . . ? N8 C21 C22 110.6(10) . . ? C21 C22 N7 109.4(10) . . ? N5 C25 C26 111.6(9) . . ? N6 C26 C25 107.1(10) . . ? C28 C27 N5 108.7(10) . . ? C27 C28 N6 110.5(10) . . ? N5 C29 C30 110.6(11) . . ? N6 C30 C29 109.9(10) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.411 _refine_diff_density_min -1.565 _refine_diff_density_rms 0.187