# Electronic Supplementary Material for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_coden_Cambridge 1350 loop_ _publ_author_name 'Wei-Yin Sun' 'Zhengshuai Bai' 'Man-Sheng Chen' 'Shui-Sheng Chen' 'Zhi Su' 'Jing Xu' _publ_contact_author_name 'Wei-Yin Sun' _publ_contact_author_email SUNWY@NJU.EDU.CN _publ_section_title ; Metal-Organic Frameworks with Six- and Four-Fold Interpenetration and Their Photoluminescence and Adsorption Property ; # Attachment 'sun-cif.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 723420' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H18 N8 Zn, 4(H2 O)' _chemical_formula_sum 'C24 H26 N8 O4 Zn' _chemical_formula_weight 555.90 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M P42/n _symmetry_space_group_name_Hall ' -P 4bc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-y, x+1/2, z+1/2' 'y+1/2, -x, z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'y, -x-1/2, -z-1/2' '-y-1/2, x, -z-1/2' _cell_length_a 13.9822(13) _cell_length_b 13.9822(13) _cell_length_c 6.2233(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1216.7(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1258 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 20.26 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.517 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 576 _exptl_absorpt_coefficient_mu 1.058 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.879 _exptl_absorpt_correction_T_max 0.917 _exptl_absorpt_process_details 'SADBAS (Bruker,2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex. CCD' _diffrn_measurement_method 'omega and phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5765 _diffrn_reflns_av_R_equivalents 0.0602 _diffrn_reflns_av_sigmaI/netI 0.0489 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 24.99 _reflns_number_total 1073 _reflns_number_gt 870 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Smart (Bruker,2000)' _computing_cell_refinement 'Saintplus (Bruker.2000)' _computing_data_reduction 'Saintplus (Bruker.2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0871P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1073 _refine_ls_number_parameters 100 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0717 _refine_ls_R_factor_gt 0.0572 _refine_ls_wR_factor_ref 0.1493 _refine_ls_wR_factor_gt 0.1408 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.103 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.7500 0.7500 1.2500 0.0394(4) Uani 1 4 d S . . N1 N 0.6409(2) 0.7044(2) 1.0737(5) 0.0410(8) Uani 1 1 d . . . N2 N 0.5549(3) 0.6275(3) 0.8355(6) 0.0432(9) Uani 0.50 1 d P . . N100 N 0.4970(3) 0.6976(3) 0.9154(7) 0.0544(11) Uani 0.50 1 d P . . O1 O 0.2777(19) 0.6934(17) 0.106(7) 0.214(17) Uani 0.36(2) 1 d PU . 1 O1' O 0.2905(12) 0.6927(12) -0.118(5) 0.265(11) Uani 0.64(2) 1 d PU . 2 C1 C 0.6406(3) 0.6328(3) 0.9295(7) 0.0464(10) Uani 1 1 d . . . C2 C 0.5528(3) 0.7418(3) 1.0626(7) 0.0492(11) Uani 1 1 d . . . C3 C 0.4970(3) 0.6976(3) 0.9154(7) 0.0544(11) Uani 0.50 1 d P . . C4 C 0.5247(3) 0.5619(3) 0.6646(7) 0.0442(10) Uani 1 1 d . . . C5 C 0.5555(3) 0.4672(3) 0.6684(8) 0.0533(12) Uani 1 1 d . . . H5A H 0.5923 0.4449 0.7823 0.064 Uiso 1 1 calc R . . C6 C 0.4689(3) 0.5932(3) 0.4973(7) 0.0492(11) Uani 1 1 d . . . H6A H 0.4473 0.6561 0.4959 0.059 Uiso 1 1 calc R . . C100 C 0.5549(3) 0.6275(3) 0.8355(6) 0.0432(9) Uani 0.50 1 d P . . H1 H 0.699(3) 0.597(3) 0.919(7) 0.052 Uiso 1 1 d . . . H2 H 0.541(3) 0.793(3) 1.155(8) 0.052 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0456(5) 0.0456(5) 0.0269(5) 0.000 0.000 0.000 N1 0.0413(19) 0.048(2) 0.0340(18) -0.0025(15) -0.0016(15) 0.0001(15) N2 0.046(2) 0.048(2) 0.036(2) 0.0026(18) -0.0035(18) -0.0103(18) N100 0.051(2) 0.055(2) 0.057(3) 0.003(2) -0.003(2) -0.002(2) O1 0.203(18) 0.209(18) 0.23(2) 0.007(10) -0.023(9) 0.006(9) O1' 0.234(12) 0.274(13) 0.287(16) -0.010(9) 0.006(9) 0.004(8) C1 0.046(2) 0.054(3) 0.039(2) -0.005(2) -0.005(2) 0.001(2) C2 0.053(3) 0.049(3) 0.045(3) -0.001(2) -0.004(2) -0.001(2) C3 0.051(2) 0.055(2) 0.057(3) 0.003(2) -0.003(2) -0.002(2) C4 0.044(2) 0.050(3) 0.039(2) 0.004(2) 0.000(2) -0.0106(19) C5 0.056(3) 0.056(3) 0.048(3) 0.012(2) -0.012(2) -0.008(2) C6 0.052(3) 0.047(2) 0.048(3) 0.005(2) -0.011(2) -0.009(2) C100 0.046(2) 0.048(2) 0.036(2) 0.0026(18) -0.0035(18) -0.0103(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N1 1.984(3) . ? Zn1 N1 1.984(3) 8_758 ? Zn1 N1 1.984(3) 7_578 ? Zn1 N1 1.984(3) 2_665 ? N1 C2 1.341(5) . ? N1 C1 1.345(5) . ? N2 C1 1.335(6) . ? N2 N100 1.365(5) . ? N2 C4 1.466(6) . ? N100 C2 1.353(6) . ? O1 O1 1.76(4) 2_565 ? C1 H1 0.96(4) . ? C2 H2 0.94(5) . ? C4 C6 1.373(6) . ? C4 C5 1.392(6) . ? C5 C6 1.376(6) 5_666 ? C5 H5A 0.9300 . ? C6 C5 1.376(6) 5_666 ? C6 H6A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Zn1 N1 107.81(9) . 8_758 ? N1 Zn1 N1 107.81(9) . 7_578 ? N1 Zn1 N1 112.86(18) 8_758 7_578 ? N1 Zn1 N1 112.85(18) . 2_665 ? N1 Zn1 N1 107.81(9) 8_758 2_665 ? N1 Zn1 N1 107.81(9) 7_578 2_665 ? C2 N1 C1 104.6(4) . . ? C2 N1 Zn1 127.6(3) . . ? C1 N1 Zn1 127.7(3) . . ? C1 N2 N100 109.4(4) . . ? C1 N2 C4 127.6(4) . . ? N100 N2 C4 122.9(4) . . ? C2 N100 N2 103.5(4) . . ? N2 C1 N1 109.7(4) . . ? N2 C1 H1 135(3) . . ? N1 C1 H1 116(3) . . ? N1 C2 N100 112.7(4) . . ? N1 C2 H2 115(3) . . ? N100 C2 H2 132(3) . . ? C6 C4 C5 119.4(4) . . ? C6 C4 N2 120.9(4) . . ? C5 C4 N2 119.6(4) . . ? C6 C5 C4 119.7(4) 5_666 . ? C6 C5 H5A 120.2 5_666 . ? C4 C5 H5A 120.2 . . ? C4 C6 C5 120.9(4) . 5_666 ? C4 C6 H6A 119.6 . . ? C5 C6 H6A 119.6 5_666 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Zn1 N1 C2 125.4(4) 8_758 . . . ? N1 Zn1 N1 C2 3.3(3) 7_578 . . . ? N1 Zn1 N1 C2 -115.7(4) 2_665 . . . ? N1 Zn1 N1 C1 -58.9(3) 8_758 . . . ? N1 Zn1 N1 C1 178.9(4) 7_578 . . . ? N1 Zn1 N1 C1 60.0(3) 2_665 . . . ? C1 N2 N100 C2 -1.3(5) . . . . ? C4 N2 N100 C2 -178.4(4) . . . . ? N100 N2 C1 N1 1.0(5) . . . . ? C4 N2 C1 N1 177.9(4) . . . . ? C2 N1 C1 N2 -0.1(5) . . . . ? Zn1 N1 C1 N2 -176.6(3) . . . . ? C1 N1 C2 N100 -0.8(5) . . . . ? Zn1 N1 C2 N100 175.7(3) . . . . ? N2 N100 C2 N1 1.3(5) . . . . ? C1 N2 C4 C6 -138.7(5) . . . . ? N100 N2 C4 C6 37.8(6) . . . . ? C1 N2 C4 C5 39.3(7) . . . . ? N100 N2 C4 C5 -144.2(4) . . . . ? C6 C4 C5 C6 1.2(7) . . . 5_666 ? N2 C4 C5 C6 -176.8(4) . . . 5_666 ? C5 C4 C6 C5 -1.2(7) . . . 5_666 ? N2 C4 C6 C5 176.8(4) . . . 5_666 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.441 _refine_diff_density_min -0.198 _refine_diff_density_rms 0.086 #====end data_2 _database_code_depnum_ccdc_archive 'CCDC 723421' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H24 N8 O2 Cu, 2(Cl)' _chemical_formula_sum 'C24 H24 Cl2 Cu N8 O2' _chemical_formula_weight 590.93 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M ' Pban' _symmetry_space_group_name_Hall ' -P 2ab 2b' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' 'x, -y+1/2, -z' '-x+1/2, y, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z' '-x, y-1/2, z' 'x-1/2, -y, z' _cell_length_a 13.327(3) _cell_length_b 8.6627(19) _cell_length_c 11.100(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1281.5(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1220 _cell_measurement_theta_min 3.35 _cell_measurement_theta_max 22.78 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.521 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 598 _exptl_absorpt_coefficient_mu 1.100 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.829 _exptl_absorpt_correction_T_max 0.892 _exptl_absorpt_process_details 'SADBAS (Bruker,2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex. CCD' _diffrn_measurement_method 'omega and phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5825 _diffrn_reflns_av_R_equivalents 0.0523 _diffrn_reflns_av_sigmaI/netI 0.0401 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1136 _reflns_number_gt 893 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Smart (Bruker,2000)' _computing_cell_refinement 'Saintplus (Bruker.2000)' _computing_data_reduction 'Saintplus (Bruker.2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0681P)^2^+3.0267P] 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 1136 _refine_ls_number_parameters 86 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0735 _refine_ls_R_factor_gt 0.0603 _refine_ls_wR_factor_ref 0.1698 _refine_ls_wR_factor_gt 0.1639 _refine_ls_goodness_of_fit_ref 1.148 _refine_ls_restrained_S_all 1.148 _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 0.7500 0.7500 1.0000 0.0359(4) Uani 1 4 d S . . N1 N 0.8559(3) 0.7420(5) 0.8708(3) 0.0351(10) Uani 1 1 d . . . N2 N 0.9424(3) 0.6584(6) 0.7144(4) 0.0389(11) Uani 0.50 1 d P . . N100 N 1.0007(4) 0.7607(7) 0.7731(4) 0.0508(14) Uani 0.50 1 d P . . O1 O 0.7500 0.4666(7) 1.0000 0.079(2) Uani 1 2 d S . . H1A H 0.7468 0.4350 0.9305 0.119 Uiso 0.50 1 d PR . . Cl1 Cl 0.7500 0.2500 0.22935(19) 0.0567(6) Uani 1 2 d S . . C1 C 0.8550(4) 0.6484(6) 0.7751(4) 0.0406(12) Uani 1 1 d . . . H1 H 0.8016 0.5851 0.7536 0.049 Uiso 1 1 d R . . C2 C 0.9454(4) 0.8121(7) 0.8674(5) 0.0498(14) Uani 1 1 d . . . H2 H 0.9667 0.8860 0.9225 0.060 Uiso 1 1 d R . . C3 C 1.0007(4) 0.7607(7) 0.7731(4) 0.0508(14) Uani 0.50 1 d P . . H3 H 1.0609 0.7878 0.7548 0.061 Uiso 0.50 1 d PR . . C4 C 0.9724(4) 0.5783(7) 0.6047(4) 0.0415(13) Uani 1 1 d . . . C5 C 1.0719(4) 0.5657(8) 0.5728(5) 0.0567(16) Uani 1 1 d . . . H5 H 1.1211 0.6092 0.6216 0.068 Uiso 1 1 d R . . C6 C 0.9014(4) 0.5118(8) 0.5314(5) 0.0585(17) Uani 1 1 d . . . H6 H 0.8340 0.5189 0.5526 0.070 Uiso 1 1 d R . . C100 C 0.9424(3) 0.6584(6) 0.7144(4) 0.0389(11) Uani 0.50 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0395(7) 0.0464(8) 0.0220(6) 0.000 0.000 0.000 N1 0.035(2) 0.045(2) 0.026(2) -0.0020(19) 0.0035(17) -0.002(2) N2 0.036(2) 0.046(3) 0.035(2) 0.004(2) 0.0026(19) -0.002(2) N100 0.041(3) 0.073(4) 0.039(3) -0.001(3) 0.004(2) -0.020(3) O1 0.149(7) 0.044(3) 0.044(3) 0.000 0.019(4) 0.000 Cl1 0.0653(14) 0.0597(13) 0.0453(11) 0.000 0.000 -0.0070(11) C1 0.035(3) 0.047(3) 0.040(3) -0.003(2) 0.005(2) -0.005(2) C2 0.054(3) 0.064(4) 0.031(3) -0.005(3) -0.001(2) -0.018(3) C3 0.041(3) 0.073(4) 0.039(3) -0.001(3) 0.004(2) -0.020(3) C4 0.037(3) 0.049(3) 0.038(3) 0.006(2) -0.001(2) -0.002(3) C5 0.039(3) 0.082(5) 0.050(3) -0.011(3) -0.002(3) -0.009(3) C6 0.032(3) 0.089(5) 0.054(3) -0.010(3) 0.005(3) -0.002(3) C100 0.036(2) 0.046(3) 0.035(2) 0.004(2) 0.0026(19) -0.002(2) _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 N1 2.014(4) 2_665 ? Cu1 N1 2.014(4) 3_567 ? Cu1 N1 2.014(4) . ? Cu1 N1 2.014(4) 4_657 ? Cu1 O1 2.455(6) . ? N1 C1 1.336(6) . ? N1 C2 1.339(7) . ? N2 N100 1.346(7) . ? N2 C1 1.349(6) . ? N2 C4 1.457(7) . ? N100 C2 1.356(7) . ? N100 H3 0.8600 . ? O1 H1A 0.8200 . ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C4 C6 1.375(8) . ? C4 C5 1.377(7) . ? C5 C6 1.384(8) 5_766 ? C5 H5 0.9300 . ? C6 C5 1.384(8) 5_766 ? C6 H6 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 N1 176.1(2) 2_665 3_567 ? N1 Cu1 N1 89.2(2) 2_665 . ? N1 Cu1 N1 91.0(2) 3_567 . ? N1 Cu1 N1 91.0(2) 2_665 4_657 ? N1 Cu1 N1 89.2(2) 3_567 4_657 ? N1 Cu1 N1 176.1(2) . 4_657 ? N1 Cu1 O1 91.96(12) 2_665 . ? N1 Cu1 O1 91.96(12) 3_567 . ? N1 Cu1 O1 88.04(12) . . ? N1 Cu1 O1 88.04(12) 4_657 . ? C1 N1 C2 105.1(4) . . ? C1 N1 Cu1 125.5(3) . . ? C2 N1 Cu1 129.0(3) . . ? N100 N2 C1 107.4(4) . . ? N100 N2 C4 124.0(4) . . ? C1 N2 C4 128.6(5) . . ? N2 N100 C2 106.1(5) . . ? N2 N100 H3 127.1 . . ? C2 N100 H3 126.8 . . ? N1 C1 N2 110.5(4) . . ? N1 C1 H1 124.7 . . ? N2 C1 H1 124.8 . . ? N1 C2 N100 110.9(5) . . ? N1 C2 H2 124.4 . . ? N100 C2 H2 124.7 . . ? C6 C4 C5 118.5(5) . . ? C6 C4 N2 120.3(5) . . ? C5 C4 N2 121.1(5) . . ? C4 C5 C6 120.1(5) . 5_766 ? C4 C5 H5 119.8 . . ? C6 C5 H5 120.1 5_766 . ? C4 C6 C5 121.4(5) . 5_766 ? C4 C6 H6 119.1 . . ? C5 C6 H6 119.5 5_766 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Cu1 N1 C1 -48.2(4) 2_665 . . . ? N1 Cu1 N1 C1 135.8(5) 3_567 . . . ? N1 Cu1 N1 C1 43.8(4) 4_657 . . . ? N1 Cu1 N1 C2 140.3(5) 2_665 . . . ? N1 Cu1 N1 C2 -35.8(4) 3_567 . . . ? N1 Cu1 N1 C2 -127.7(5) 4_657 . . . ? C1 N2 N100 C2 -1.1(6) . . . . ? C4 N2 N100 C2 178.3(5) . . . . ? C2 N1 C1 N2 0.8(6) . . . . ? Cu1 N1 C1 N2 -172.4(3) . . . . ? N100 N2 C1 N1 0.2(6) . . . . ? C4 N2 C1 N1 -179.1(5) . . . . ? C1 N1 C2 N100 -1.5(6) . . . . ? Cu1 N1 C2 N100 171.4(4) . . . . ? N2 N100 C2 N1 1.6(7) . . . . ? N100 N2 C4 C6 -161.1(6) . . . . ? C1 N2 C4 C6 18.1(9) . . . . ? N100 N2 C4 C5 19.7(8) . . . . ? C1 N2 C4 C5 -161.1(6) . . . . ? C6 C4 C5 C6 0.4(10) . . . 5_766 ? N2 C4 C5 C6 179.6(6) . . . 5_766 ? C5 C4 C6 C5 -0.4(11) . . . 5_766 ? N2 C4 C6 C5 -179.6(6) . . . 5_766 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.731 _refine_diff_density_min -1.396 _refine_diff_density_rms 0.085