# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Prof. Ye-Gao Yin' _publ_contact_author_email ygyin@stu.edu.cn loop_ _publ_author_name 'Ying Cheng' 'Ye-Gao Yin' 'Mei-Hong Hu' 'You-Bang Ding' 'Gui-Lan Shen' ; Yu-Qing Li ; data_1 _database_code_depnum_ccdc_archive 'CCDC 734696' #TrackingRef 'Complex-1.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H15 Cu4 I4 N6' _chemical_formula_weight 1005.10 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 hexagonal _symmetry_space_group_name_H-M R-3c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, -z+1/2' 'x-y, -y, -z+1/2' '-x, -x+y, -z+1/2' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'y+2/3, x+1/3, -z+5/6' 'x-y+2/3, -y+1/3, -z+5/6' '-x+2/3, -x+y+1/3, -z+5/6' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' 'y+1/3, x+2/3, -z+7/6' 'x-y+1/3, -y+2/3, -z+7/6' '-x+1/3, -x+y+2/3, -z+7/6' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-y, -x, z-1/2' '-x+y, y, z-1/2' 'x, x-y, z-1/2' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-y+2/3, -x+1/3, z-1/6' '-x+y+2/3, y+1/3, z-1/6' 'x+2/3, x-y+1/3, z-1/6' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' '-y+1/3, -x+2/3, z+1/6' '-x+y+1/3, y+2/3, z+1/6' 'x+1/3, x-y+2/3, z+1/6' _cell_length_a 16.4547(4) _cell_length_b 16.4547(4) _cell_length_c 27.7701(14) _cell_angle_alpha 90.0000 _cell_angle_beta 90.0000 _cell_angle_gamma 120.0000 _cell_volume 6511.6(4) _cell_formula_units_Z 12 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.05 _cell_measurement_theta_max 27.87 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 3.076 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5484 _exptl_absorpt_coefficient_mu 9.565 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.049 _exptl_absorpt_correction_T_max 0.092 _exptl_absorpt_process_details 'SADABS (Bruker, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(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 9750 _diffrn_reflns_av_R_equivalents 0.0574 _diffrn_reflns_av_sigmaI/netI 0.0409 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 27.87 _reflns_number_total 1650 _reflns_number_gt 1400 _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^)+(0.0384P)^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 none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1650 _refine_ls_number_parameters 81 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0389 _refine_ls_R_factor_gt 0.0317 _refine_ls_wR_factor_ref 0.0761 _refine_ls_wR_factor_gt 0.0732 _refine_ls_goodness_of_fit_ref 0.993 _refine_ls_restrained_S_all 0.993 _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 0.73806(2) 0.51227(2) -0.039970(11) 0.03844(16) Uani 1 1 d . . . I2 I 0.6667 0.3333 0.0833 0.0472(3) Uani 1 6 d S . . I3 I 0.6667 0.3333 -0.1667 0.0610(3) Uani 1 6 d S . . Cu1 Cu 0.58898(6) 0.38147(6) 0.00780(3) 0.0609(3) Uani 1 1 d . . . Cu2 Cu 0.6667 0.3333 -0.06991(4) 0.0490(3) Uani 1 3 d S . . N2 N 0.4378(3) 0.4440(3) 0.10635(13) 0.0348(9) Uani 1 1 d . . . N1 N 0.5229(3) 0.4311(3) 0.04876(14) 0.0390(9) Uani 1 1 d . . . C3 C 0.4536(3) 0.3839(3) 0.08025(15) 0.0334(10) Uani 1 1 d . . . C1 C 0.5518(4) 0.5238(4) 0.05610(17) 0.0437(12) Uani 1 1 d . . . H1 H 0.6004 0.5737 0.0397 0.052 Uiso 1 1 calc R . . C2 C 0.4987(4) 0.5317(4) 0.09104(17) 0.0420(12) Uani 1 1 d . . . H2 H 0.5034 0.5871 0.1023 0.050 Uiso 1 1 calc R . . C4 C 0.3688(4) 0.4188(4) 0.14473(17) 0.0490(14) Uani 1 1 d . . . H4A H 0.3116 0.3633 0.1357 0.073 Uiso 1 1 calc R . . H4B H 0.3565 0.4694 0.1499 0.073 Uiso 1 1 calc R . . H4C H 0.3927 0.4071 0.1739 0.073 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 0.0394(2) 0.0345(2) 0.0401(2) 0.00122(13) -0.00125(13) 0.01742(16) I2 0.0561(4) 0.0561(4) 0.0293(4) 0.000 0.000 0.02807(19) I3 0.0790(5) 0.0790(5) 0.0251(4) 0.000 0.000 0.0395(2) Cu1 0.0652(5) 0.0553(5) 0.0516(4) -0.0039(3) 0.0149(3) 0.0221(4) Cu2 0.0533(5) 0.0533(5) 0.0405(6) 0.000 0.000 0.0266(3) N2 0.036(2) 0.030(2) 0.040(2) 0.0012(16) -0.0026(17) 0.0168(19) N1 0.039(2) 0.035(2) 0.0378(19) 0.0044(17) 0.0032(18) 0.015(2) C3 0.035(3) 0.033(3) 0.033(2) 0.0024(19) -0.0037(19) 0.018(2) C1 0.043(3) 0.033(3) 0.044(3) 0.010(2) -0.002(2) 0.011(2) C2 0.046(3) 0.030(3) 0.048(3) -0.001(2) -0.013(2) 0.018(3) C4 0.055(4) 0.049(3) 0.047(3) -0.001(2) 0.008(3) 0.030(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 I1 Cu1 2.6135(8) 3_665 ? I1 Cu1 2.6702(8) . ? I1 Cu2 2.6985(5) . ? I2 Cu1 2.7700(9) 17_554 ? I2 Cu1 2.7700(9) 18_654 ? I2 Cu1 2.7701(9) 2_655 ? I2 Cu1 2.7701(9) 3_665 ? I2 Cu1 2.7701(9) 16_544 ? I2 Cu1 2.7701(9) . ? I3 Cu2 2.6870(11) . ? I3 Cu2 2.6870(11) 31_654 ? Cu1 N1 2.007(4) . ? Cu1 I1 2.6135(8) 2_655 ? Cu1 Cu2 2.8163(11) . ? Cu2 I1 2.6985(5) 3_665 ? Cu2 I1 2.6985(5) 2_655 ? Cu2 Cu1 2.8163(11) 3_665 ? Cu2 Cu1 2.8163(11) 2_655 ? N2 C3 1.352(6) . ? N2 C2 1.349(6) . ? N2 C4 1.459(6) . ? N1 C3 1.335(6) . ? N1 C1 1.368(7) . ? C3 C3 1.452(9) 17_554 ? C1 C2 1.354(8) . ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? 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 Cu1 72.75(4) 3_665 . ? Cu1 I1 Cu2 64.01(2) 3_665 . ? Cu1 I1 Cu2 63.28(2) . . ? Cu1 I2 Cu1 68.90(3) 17_554 18_654 ? Cu1 I2 Cu1 117.78(3) 17_554 2_655 ? Cu1 I2 Cu1 169.93(3) 18_654 2_655 ? Cu1 I2 Cu1 169.93(3) 17_554 3_665 ? Cu1 I2 Cu1 105.62(3) 18_654 3_665 ? Cu1 I2 Cu1 68.90(3) 2_655 3_665 ? Cu1 I2 Cu1 68.90(3) 17_554 16_544 ? Cu1 I2 Cu1 68.90(3) 18_654 16_544 ? Cu1 I2 Cu1 105.62(3) 2_655 16_544 ? Cu1 I2 Cu1 117.78(3) 3_665 16_544 ? Cu1 I2 Cu1 105.62(3) 17_554 . ? Cu1 I2 Cu1 117.78(3) 18_654 . ? Cu1 I2 Cu1 68.90(3) 2_655 . ? Cu1 I2 Cu1 68.90(3) 3_665 . ? Cu1 I2 Cu1 169.93(3) 16_544 . ? Cu2 I3 Cu2 180.0 . 31_654 ? N1 Cu1 I1 118.47(13) . 2_655 ? N1 Cu1 I1 114.83(12) . . ? I1 Cu1 I1 114.60(3) 2_655 . ? N1 Cu1 I2 96.23(12) . . ? I1 Cu1 I2 105.26(3) 2_655 . ? I1 Cu1 I2 103.73(3) . . ? N1 Cu1 Cu2 164.33(12) . . ? I1 Cu1 Cu2 59.460(17) 2_655 . ? I1 Cu1 Cu2 58.851(16) . . ? I2 Cu1 Cu2 99.24(3) . . ? I3 Cu2 I1 107.95(2) . 3_665 ? I3 Cu2 I1 107.95(2) . 2_655 ? I1 Cu2 I1 110.95(2) 3_665 2_655 ? I3 Cu2 I1 107.95(2) . . ? I1 Cu2 I1 110.95(2) 3_665 . ? I1 Cu2 I1 110.95(2) 2_655 . ? I3 Cu2 Cu1 140.02(2) . 3_665 ? I1 Cu2 Cu1 57.87(2) 3_665 3_665 ? I1 Cu2 Cu1 112.02(4) 2_655 3_665 ? I1 Cu2 Cu1 56.53(2) . 3_665 ? I3 Cu2 Cu1 140.02(2) . 2_655 ? I1 Cu2 Cu1 56.53(2) 3_665 2_655 ? I1 Cu2 Cu1 57.87(2) 2_655 2_655 ? I1 Cu2 Cu1 112.02(4) . 2_655 ? Cu1 Cu2 Cu1 67.61(4) 3_665 2_655 ? I3 Cu2 Cu1 140.02(2) . . ? I1 Cu2 Cu1 112.02(4) 3_665 . ? I1 Cu2 Cu1 56.53(2) 2_655 . ? I1 Cu2 Cu1 57.87(2) . . ? Cu1 Cu2 Cu1 67.61(4) 3_665 . ? Cu1 Cu2 Cu1 67.61(4) 2_655 . ? C3 N2 C2 107.5(4) . . ? C3 N2 C4 126.2(4) . . ? C2 N2 C4 126.2(4) . . ? C3 N1 C1 105.7(4) . . ? C3 N1 Cu1 127.9(3) . . ? C1 N1 Cu1 125.5(4) . . ? N1 C3 N2 110.3(4) . . ? N1 C3 C3 125.2(4) . 17_554 ? N2 C3 C3 124.5(4) . 17_554 ? C2 C1 N1 109.4(5) . . ? C2 C1 H1 125.3 . . ? N1 C1 H1 125.3 . . ? N2 C2 C1 107.1(5) . . ? N2 C2 H2 126.5 . . ? C1 C2 H2 126.5 . . ? N2 C4 H4A 109.5 . . ? N2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.956 _diffrn_reflns_theta_full 23.50 _diffrn_measured_fraction_theta_full 0.948 _refine_diff_density_max 0.807 _refine_diff_density_min -1.025 _refine_diff_density_rms 0.174 #======================================================================== data_compound_2 _database_code_depnum_ccdc_archive 'CCDC 734697' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H20 Cu4 I4 N8' _chemical_formula_weight 1086.20 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 Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 14.8878(6) _cell_length_b 15.1363(6) _cell_length_c 23.6357(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5326.2(4) _cell_formula_units_Z 8 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 0.950 _cell_measurement_theta_max 27.85 _exptl_crystal_description block _exptl_crystal_colour white _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.709 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4000 _exptl_absorpt_coefficient_mu 7.809 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.081 _exptl_absorpt_correction_T_max 0.142 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(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 32027 _diffrn_reflns_av_R_equivalents 0.0364 _diffrn_reflns_av_sigmaI/netI 0.0282 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 27.85 _reflns_number_total 6012 _reflns_number_gt 4705 _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^)+(0.0441P)^2^+9.7890P] 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 Multi-scan _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6012 _refine_ls_number_parameters 293 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0518 _refine_ls_R_factor_gt 0.0366 _refine_ls_wR_factor_ref 0.0908 _refine_ls_wR_factor_gt 0.0826 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _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 0.46398(2) 0.08676(2) 0.553037(14) 0.03765(10) Uani 1 1 d . . . I2 I 0.65808(2) 0.19380(3) 0.671254(17) 0.04629(11) Uani 1 1 d . . . I3 I 0.36246(3) 0.21592(3) 0.710112(17) 0.05379(12) Uani 1 1 d . . . I4 I 0.48062(3) 0.37845(3) 0.574044(19) 0.05566(13) Uani 1 1 d . . . Cu1 Cu 0.51056(6) 0.30153(5) 0.67269(3) 0.0556(2) Uani 1 1 d . . . Cu2 Cu 0.49747(5) 0.11583(5) 0.66373(3) 0.05076(19) Uani 1 1 d . . . Cu4 Cu 0.57692(5) 0.22942(5) 0.57342(3) 0.0527(2) Uani 1 1 d . . . Cu3 Cu 0.38434(6) 0.21929(6) 0.59817(4) 0.0600(2) Uani 1 1 d . . . N7 N 0.6585(3) 0.2303(3) 0.5049(2) 0.0449(11) Uani 1 1 d . . . N8 N 0.4844(3) -0.0067(3) 0.69728(18) 0.0414(11) Uani 1 1 d . . . N3 N 0.5312(3) 0.3830(3) 0.7394(2) 0.0471(12) Uani 1 1 d . . . N6 N 0.2661(3) 0.2433(3) 0.5601(2) 0.0468(12) Uani 1 1 d . . . C15 C 0.4351(4) -0.0733(4) 0.6742(3) 0.0502(15) Uani 1 1 d . . . H15 H 0.4116 -0.0734 0.6377 0.060 Uiso 1 1 calc R . . N5 N 0.2483(3) 0.0685(3) 0.4726(2) 0.0486(12) Uani 1 1 d . . . N4 N 0.3299(3) 0.1655(4) 0.4324(2) 0.0550(13) Uani 1 1 d . . . N1 N 0.3663(5) 0.5301(5) 0.7034(3) 0.081(2) Uani 1 1 d . . . C9 C 0.2684(3) 0.1540(4) 0.4726(2) 0.0392(12) Uani 1 1 d . . . N2 N 0.4937(5) 0.5681(4) 0.6680(3) 0.0720(18) Uani 1 1 d . . . C2 C 0.4494(5) 0.5162(4) 0.7089(3) 0.0600(18) Uani 1 1 d . . . C13 C 0.2981(5) 0.0254(5) 0.4334(3) 0.0640(19) Uani 1 1 d . . . H13 H 0.2972 -0.0348 0.4257 0.077 Uiso 1 1 calc R . . C1 C 0.4968(4) 0.4628(4) 0.7505(2) 0.0412(12) Uani 1 1 d . . . C8 C 0.2309(3) 0.2230(3) 0.5094(2) 0.0382(12) Uani 1 1 d . . . C14 C 0.6456(4) 0.1763(4) 0.4593(3) 0.0546(16) Uani 1 1 d . . . H14 H 0.5997 0.1350 0.4557 0.066 Uiso 1 1 calc R . . C16 C 0.4252(4) -0.1395(4) 0.7123(3) 0.0502(15) Uani 1 1 d . . . H16 H 0.3937 -0.1918 0.7063 0.060 Uiso 1 1 calc R . . C7 C 0.2099(4) 0.3079(4) 0.5799(3) 0.0517(15) Uani 1 1 d . . . H7 H 0.2151 0.3363 0.6146 0.062 Uiso 1 1 calc R . . C5 C 0.3463(6) 0.5870(5) 0.6610(3) 0.075(2) Uani 1 1 d . . . H5 H 0.2897 0.6059 0.6496 0.090 Uiso 1 1 calc R . . C12 C 0.3484(5) 0.0859(6) 0.4079(3) 0.070(2) Uani 1 1 d . . . H12 H 0.3890 0.0758 0.3787 0.084 Uiso 1 1 calc R . . C6 C 0.3000(5) 0.4836(6) 0.7363(4) 0.084(3) Uani 1 1 d . . . H6A H 0.3139 0.4217 0.7366 0.127 Uiso 1 1 calc R . . H6B H 0.2417 0.4924 0.7199 0.127 Uiso 1 1 calc R . . H6C H 0.3003 0.5057 0.7744 0.127 Uiso 1 1 calc R . . C11 C 0.1877(5) 0.0255(5) 0.5118(3) 0.074(2) Uani 1 1 d . . . H11A H 0.2197 0.0102 0.5457 0.111 Uiso 1 1 calc R . . H11B H 0.1640 -0.0271 0.4948 0.111 Uiso 1 1 calc R . . H11C H 0.1393 0.0648 0.5210 0.111 Uiso 1 1 calc R . . C10 C 0.3759(6) 0.2485(6) 0.4210(4) 0.093(3) Uani 1 1 d . . . H10A H 0.3326 0.2929 0.4112 0.140 Uiso 1 1 calc R . . H10B H 0.4171 0.2406 0.3901 0.140 Uiso 1 1 calc R . . H10C H 0.4083 0.2667 0.4541 0.140 Uiso 1 1 calc R . . C4 C 0.4293(8) 0.6111(6) 0.6382(4) 0.097(3) Uani 1 1 d . . . H4 H 0.4386 0.6496 0.6081 0.116 Uiso 1 1 calc R . . C3 C 0.5903(7) 0.5652(7) 0.6564(4) 0.111(3) Uani 1 1 d . . . H3A H 0.6010 0.5815 0.6178 0.166 Uiso 1 1 calc R . . H3B H 0.6123 0.5065 0.6629 0.166 Uiso 1 1 calc R . . H3C H 0.6208 0.6058 0.6810 0.166 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 0.04128(19) 0.03419(19) 0.03749(19) -0.00447(14) -0.00088(14) 0.00160(14) I2 0.0390(2) 0.0495(2) 0.0504(2) -0.00561(17) -0.00781(16) 0.00326(16) I3 0.0488(2) 0.0664(3) 0.0462(2) -0.00604(19) 0.00901(17) -0.00194(19) I4 0.0711(3) 0.0379(2) 0.0580(3) 0.00678(18) -0.0043(2) 0.00525(19) Cu1 0.0693(5) 0.0460(5) 0.0516(4) -0.0118(3) -0.0080(4) 0.0052(4) Cu2 0.0644(5) 0.0403(4) 0.0475(4) 0.0047(3) -0.0055(4) -0.0061(3) Cu4 0.0550(5) 0.0570(5) 0.0460(4) -0.0073(3) 0.0090(3) -0.0039(4) Cu3 0.0544(5) 0.0700(6) 0.0555(5) -0.0153(4) -0.0140(4) 0.0238(4) N7 0.047(3) 0.045(3) 0.043(3) -0.010(2) 0.009(2) -0.011(2) N8 0.046(3) 0.040(3) 0.038(2) -0.001(2) -0.002(2) -0.004(2) N3 0.059(3) 0.031(2) 0.051(3) -0.008(2) -0.009(2) 0.005(2) N6 0.042(3) 0.051(3) 0.047(3) -0.014(2) -0.010(2) 0.013(2) C15 0.061(4) 0.048(4) 0.042(3) 0.001(3) -0.006(3) -0.011(3) N5 0.048(3) 0.045(3) 0.053(3) -0.012(2) -0.003(2) 0.005(2) N4 0.046(3) 0.071(4) 0.048(3) 0.010(3) 0.009(2) 0.010(3) N1 0.078(5) 0.084(5) 0.082(5) -0.040(4) -0.029(4) 0.036(4) C9 0.035(3) 0.048(3) 0.034(3) -0.002(2) -0.004(2) 0.006(2) N2 0.101(5) 0.061(4) 0.054(4) 0.004(3) -0.020(3) 0.009(4) C2 0.078(5) 0.047(4) 0.054(4) -0.020(3) -0.025(3) 0.019(3) C13 0.063(4) 0.061(4) 0.069(5) -0.029(4) -0.004(4) 0.015(4) C1 0.047(3) 0.038(3) 0.039(3) -0.001(2) -0.005(2) 0.000(2) C8 0.037(3) 0.036(3) 0.042(3) -0.004(2) 0.002(2) 0.003(2) C14 0.054(4) 0.052(4) 0.058(4) -0.016(3) 0.011(3) -0.023(3) C16 0.060(4) 0.040(3) 0.051(4) 0.004(3) -0.012(3) -0.015(3) C7 0.050(3) 0.057(4) 0.048(3) -0.018(3) -0.008(3) 0.013(3) C5 0.092(6) 0.061(5) 0.071(5) -0.015(4) -0.034(5) 0.033(4) C12 0.063(4) 0.094(6) 0.053(4) -0.024(4) 0.003(3) 0.034(4) C6 0.056(4) 0.091(6) 0.107(7) -0.038(5) -0.022(5) 0.002(4) C11 0.074(5) 0.051(4) 0.098(6) 0.013(4) 0.015(4) -0.004(4) C10 0.087(6) 0.090(7) 0.102(7) 0.034(5) 0.028(5) 0.000(5) C4 0.148(9) 0.059(5) 0.084(6) 0.008(4) -0.032(7) 0.020(6) C3 0.105(8) 0.105(8) 0.122(9) 0.027(7) -0.012(7) -0.031(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 I1 Cu3 2.5629(8) . ? I1 Cu2 2.6994(8) . ? I1 Cu4 2.7788(9) . ? I2 Cu4 2.6641(9) . ? I2 Cu2 2.6725(9) . ? I2 Cu1 2.7356(9) . ? I3 Cu3 2.6662(9) . ? I3 Cu1 2.7061(10) . ? I3 Cu2 2.7453(9) . ? I4 Cu1 2.6440(9) . ? I4 Cu4 2.6728(9) . ? I4 Cu3 2.8607(11) . ? Cu1 N3 2.025(5) . ? Cu1 Cu4 2.7698(11) . ? Cu1 Cu2 2.8255(11) . ? Cu1 Cu3 2.8605(11) . ? Cu2 N8 2.027(5) . ? Cu2 Cu4 2.9851(11) . ? Cu4 N7 2.024(5) . ? Cu4 Cu3 2.9302(12) . ? Cu3 N6 2.010(5) . ? N7 C8 1.332(7) 4_556 ? N7 C14 1.366(7) . ? N8 C1 1.346(7) 3_646 ? N8 C15 1.362(7) . ? N3 C1 1.338(7) . ? N3 C16 1.358(7) 3_656 ? N6 C8 1.344(7) . ? N6 C7 1.369(7) . ? C15 C16 1.355(8) . ? N5 C9 1.328(7) . ? N5 C13 1.355(8) . ? N5 C11 1.448(8) . ? N4 C9 1.332(7) . ? N4 C12 1.364(9) . ? N4 C10 1.456(10) . ? N1 C2 1.262(9) . ? N1 C5 1.354(10) . ? N1 C6 1.440(11) . ? C9 C8 1.470(7) . ? N2 C4 1.356(10) . ? N2 C2 1.410(10) . ? N2 C3 1.463(11) . ? C2 C1 1.456(8) . ? C13 C12 1.326(11) . ? C1 N8 1.346(7) 3_656 ? C8 N7 1.332(7) 4_456 ? C14 C7 1.353(8) 4_556 ? C16 N3 1.358(7) 3_646 ? C7 C14 1.353(8) 4_456 ? C5 C4 1.396(13) . ? 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 Cu3 I1 Cu2 63.54(3) . . ? Cu3 I1 Cu4 66.39(3) . . ? Cu2 I1 Cu4 66.02(2) . . ? Cu4 I2 Cu2 68.02(2) . . ? Cu4 I2 Cu1 61.70(2) . . ? Cu2 I2 Cu1 62.98(3) . . ? Cu3 I3 Cu1 64.34(3) . . ? Cu3 I3 Cu2 61.63(2) . . ? Cu1 I3 Cu2 62.43(2) . . ? Cu1 I4 Cu4 62.79(3) . . ? Cu1 I4 Cu3 62.47(3) . . ? Cu4 I4 Cu3 63.84(2) . . ? N3 Cu1 I4 116.33(15) . . ? N3 Cu1 I3 99.25(15) . . ? I4 Cu1 I3 111.21(3) . . ? N3 Cu1 I2 104.55(14) . . ? I4 Cu1 I2 112.76(3) . . ? I3 Cu1 I2 111.89(3) . . ? N3 Cu1 Cu4 147.71(15) . . ? I4 Cu1 Cu4 59.11(3) . . ? I3 Cu1 Cu4 112.26(3) . . ? I2 Cu1 Cu4 57.88(3) . . ? N3 Cu1 Cu2 132.45(15) . . ? I4 Cu1 Cu2 111.12(3) . . ? I3 Cu1 Cu2 59.46(3) . . ? I2 Cu1 Cu2 57.42(2) . . ? Cu4 Cu1 Cu2 64.48(3) . . ? N3 Cu1 Cu3 147.55(15) . . ? I4 Cu1 Cu3 62.48(3) . . ? I3 Cu1 Cu3 57.15(3) . . ? I2 Cu1 Cu3 105.09(3) . . ? Cu4 Cu1 Cu3 62.70(3) . . ? Cu2 Cu1 Cu3 58.37(3) . . ? N8 Cu2 I2 117.63(13) . . ? N8 Cu2 I1 102.26(13) . . ? I2 Cu2 I1 107.56(3) . . ? N8 Cu2 I3 106.18(13) . . ? I2 Cu2 I3 112.63(3) . . ? I1 Cu2 I3 109.99(3) . . ? N8 Cu2 Cu1 152.59(13) . . ? I2 Cu2 Cu1 59.60(3) . . ? I1 Cu2 Cu1 104.33(3) . . ? I3 Cu2 Cu1 58.10(3) . . ? N8 Cu2 Cu4 147.66(13) . . ? I2 Cu2 Cu4 55.85(2) . . ? I1 Cu2 Cu4 58.27(2) . . ? I3 Cu2 Cu4 104.94(3) . . ? Cu1 Cu2 Cu4 56.86(3) . . ? N7 Cu4 I2 115.04(15) . . ? N7 Cu4 I4 108.72(15) . . ? I2 Cu4 I4 114.16(3) . . ? N7 Cu4 Cu1 152.75(13) . . ? I2 Cu4 Cu1 60.42(3) . . ? I4 Cu4 Cu1 58.10(2) . . ? N7 Cu4 I1 103.27(13) . . ? I2 Cu4 I1 105.53(3) . . ? I4 Cu4 I1 109.40(3) . . ? Cu1 Cu4 I1 103.73(3) . . ? N7 Cu4 Cu3 138.36(14) . . ? I2 Cu4 Cu3 105.07(3) . . ? I4 Cu4 Cu3 61.20(3) . . ? Cu1 Cu4 Cu3 60.17(3) . . ? I1 Cu4 Cu3 53.27(2) . . ? N7 Cu4 Cu2 144.43(14) . . ? I2 Cu4 Cu2 56.12(2) . . ? I4 Cu4 Cu2 105.64(3) . . ? Cu1 Cu4 Cu2 58.67(3) . . ? I1 Cu4 Cu2 55.71(2) . . ? Cu3 Cu4 Cu2 55.90(3) . . ? N6 Cu3 I1 111.10(14) . . ? N6 Cu3 I3 109.94(15) . . ? I1 Cu3 I3 117.04(3) . . ? N6 Cu3 Cu1 140.57(14) . . ? I1 Cu3 Cu1 107.03(3) . . ? I3 Cu3 Cu1 58.51(3) . . ? N6 Cu3 I4 101.38(16) . . ? I1 Cu3 I4 110.14(3) . . ? I3 Cu3 I4 105.97(3) . . ? Cu1 Cu3 I4 55.05(3) . . ? N6 Cu3 Cu4 139.28(16) . . ? I1 Cu3 Cu4 60.34(2) . . ? I3 Cu3 Cu4 108.58(3) . . ? Cu1 Cu3 Cu4 57.14(3) . . ? I4 Cu3 Cu4 54.96(3) . . ? C8 N7 C14 103.3(5) 4_556 . ? C8 N7 Cu4 133.8(4) 4_556 . ? C14 N7 Cu4 122.9(4) . . ? C1 N8 C15 103.1(5) 3_646 . ? C1 N8 Cu2 130.7(4) 3_646 . ? C15 N8 Cu2 124.9(4) . . ? C1 N3 C16 104.1(5) . 3_656 ? C1 N3 Cu1 130.2(4) . . ? C16 N3 Cu1 125.0(4) 3_656 . ? C8 N6 C7 103.2(5) . . ? C8 N6 Cu3 134.5(4) . . ? C7 N6 Cu3 120.7(4) . . ? C16 C15 N8 109.9(5) . . ? C9 N5 C13 110.2(6) . . ? C9 N5 C11 125.4(5) . . ? C13 N5 C11 124.3(6) . . ? C9 N4 C12 109.0(6) . . ? C9 N4 C10 124.6(6) . . ? C12 N4 C10 126.1(7) . . ? C2 N1 C5 113.4(9) . . ? C2 N1 C6 122.3(8) . . ? C5 N1 C6 124.1(7) . . ? N5 C9 N4 106.4(5) . . ? N5 C9 C8 127.4(5) . . ? N4 C9 C8 126.2(5) . . ? C4 N2 C2 107.0(8) . . ? C4 N2 C3 127.8(8) . . ? C2 N2 C3 124.8(6) . . ? N1 C2 N2 107.2(7) . . ? N1 C2 C1 129.6(8) . . ? N2 C2 C1 123.1(6) . . ? C12 C13 N5 106.7(6) . . ? N3 C1 N8 114.2(5) . 3_656 ? N3 C1 C2 123.6(5) . . ? N8 C1 C2 122.0(5) 3_656 . ? N7 C8 N6 114.9(5) 4_456 . ? N7 C8 C9 122.3(5) 4_456 . ? N6 C8 C9 122.7(5) . . ? C7 C14 N7 109.6(5) 4_556 . ? C15 C16 N3 108.7(5) . 3_646 ? C14 C7 N6 109.0(5) 4_456 . ? N1 C5 C4 104.9(7) . . ? C13 C12 N4 107.6(6) . . ? N2 C4 C5 107.5(8) . . ? _diffrn_measured_fraction_theta_max 0.950 _diffrn_reflns_theta_full 27.85 _diffrn_measured_fraction_theta_full 0.950 _refine_diff_density_max 1.135 _refine_diff_density_min -0.986 _refine_diff_density_rms 0.155 #End of Crystallographic Information File