# Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is © The Royal Society of Chemistry 2001 # CCDC Number: 1145/265 data_BP4DCuhfac #--------------------------------------------------------------------------- _audit_creation_date 'Fri Sep 8 00:30:37 2000' _audit_creation_method 'by teXsan' _audit_update_record ? #--------------------------------------------------------------------------- # PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_coeditor_code ? #--------------------------------------------------------------------------- # CHEMICAL DATA _chemical_formula_sum 'C30 H20 Cu F12 N4 O5 ' _chemical_formula_moiety '?' _chemical_formula_weight 808.04 _chemical_melting_point ? #--------------------------------------------------------------------------- # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,1/2+y,1/2-z -x,-y,-z x,1/2-y,1/2+z _cell_length_a 15.659(1) _cell_length_b 8.8664(8) _cell_length_c 24.206(2) _cell_angle_alpha 90 _cell_angle_beta 99.801(4) _cell_angle_gamma 90 _cell_volume 3311.7(5) _cell_formula_units_Z 4 _cell_measurement_reflns_used 18732 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 27.5 _cell_measurement_temperature 173.2 #------------------------------------------------------------------------------ _exptl_crystal_description 'needle' _exptl_crystal_colour 'green' _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.100 _exptl_crystal_size_min 0.100 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.621 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.772 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(Higashi, 1995)' _exptl_absorpt_correction_T_min 0.614 _exptl_absorpt_correction_T_max 0.926 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID Imaging Plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 21362 _diffrn_reflns_av_R_equivalents 0.051 _diffrn_reflns_theta_max 27.49 _diffrn_measured_fraction_theta_max 0.9654 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.9654 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 30 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 2.0 sigma(F^2^). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 7349 _reflns_number_gt 3987 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0626 _refine_ls_wR_factor_ref 0.0590 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 3987 _refine_ls_number_parameters 525 _refine_ls_goodness_of_fit_ref 2.350 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00010|Fo|^2^]' _refine_ls_shift/su_max 0.0003 _refine_diff_density_max 0.74 _refine_diff_density_min -0.47 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'H' 'H' 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; 'N' 'N' 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'O' 'O' 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'F' 'F' 0.017 0.010 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'Cu' 'Cu' 0.320 1.265 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu Cu 0.30420(4) 0.40673(9) 0.89323(3) 0.0406(2) Uani 1.00 d . . . F(1) F 0.2602(6) 0.2127(9) 0.7076(2) 0.188(4) Uani 1.00 d . . . F(2) F 0.1544(3) 0.0767(7) 0.7129(2) 0.119(2) Uani 1.00 d . . . F(3) F 0.2782(5) 0.0108(9) 0.7457(3) 0.179(3) Uani 1.00 d . . . F(4) F -0.0103(3) 0.1728(8) 0.8517(2) 0.138(2) Uani 1.00 d . . . F(5) F 0.0151(3) 0.3776(8) 0.8917(4) 0.181(3) Uani 1.00 d . . . F(6) F 0.0546(3) 0.1818(8) 0.9338(2) 0.124(2) Uani 1.00 d . . . F(7) F 0.0893(4) 0.5454(6) 0.7623(2) 0.160(3) Uani 1.00 d . . . F(8) F 0.0693(3) 0.7670(7) 0.7827(2) 0.114(2) Uani 1.00 d . . . F(9) F 0.1729(3) 0.7099(8) 0.7441(2) 0.125(2) Uani 1.00 d . . . F(10) F 0.1069(3) 0.7293(6) 0.9949(2) 0.102(2) Uani 1.00 d . . . F(11) F 0.1744(4) 0.9134(6) 0.9752(2) 0.122(2) Uani 1.00 d . . . F(12) F 0.2356(3) 0.7635(7) 1.0342(2) 0.122(2) Uani 1.00 d . . . O(1) O 0.2943(3) 0.2485(5) 0.8207(2) 0.056(1) Uani 1.00 d . . . O(2) O 0.1893(2) 0.3332(5) 0.9023(2) 0.048(1) Uani 1.00 d . . . O(3) O 0.2513(2) 0.5525(5) 0.8345(2) 0.049(1) Uani 1.00 d . . . O(4) O 0.2825(2) 0.6131(5) 0.9525(2) 0.049(1) Uani 1.00 d . . . O(5) O 0.2262(3) 0.2358(7) 1.0836(2) 0.097(2) Uani 1.00 d . . . N(1) N 0.4270(3) 0.4665(5) 0.8921(2) 0.037(1) Uani 1.00 d . . . N(2) N 0.3646(3) 0.2764(6) 0.9542(2) 0.040(1) Uani 1.00 d . . . N(3) N 0.5872(3) 0.0776(6) 1.1093(2) 0.046(1) Uani 1.00 d . . . N(4) N 0.6598(3) 0.0911(7) 1.1191(2) 0.067(2) Uani 1.00 d . . . C(1) C 0.4870(3) 0.4012(7) 0.9320(2) 0.035(1) Uani 1.00 d . . . C(2) C 0.5744(3) 0.4316(7) 0.9346(2) 0.040(2) Uani 1.00 d . . . C(3) C 0.6009(4) 0.5266(8) 0.8961(3) 0.048(2) Uani 1.00 d . . . C(4) C 0.5385(4) 0.5864(8) 0.8549(3) 0.045(2) Uani 1.00 d . . . C(5) C 0.4526(4) 0.5570(7) 0.8549(3) 0.043(2) Uani 1.00 d . . . C(6) C 0.4510(3) 0.2980(6) 0.9691(2) 0.035(2) Uani 1.00 d . . . C(7) C 0.4981(4) 0.2269(7) 1.0152(2) 0.037(2) Uani 1.00 d . . . C(8) C 0.4576(3) 0.1292(6) 1.0474(2) 0.038(2) Uani 1.00 d . . . C(9) C 0.3701(3) 0.1001(8) 1.0289(3) 0.045(2) Uani 1.00 d . . . C(10) C 0.3271(4) 0.1753(8) 0.9834(3) 0.046(2) Uani 1.00 d . . . C(11) C 0.5018(3) 0.0609(6) 1.0989(2) 0.039(2) Uani 1.00 d . . . C(12) C 0.4637(4) -0.0243(7) 1.1407(2) 0.042(2) Uani 1.00 d . . . C(13) C 0.3832(4) 0.0135(8) 1.1537(3) 0.050(2) Uani 1.00 d . . . C(14) C 0.3462(4) -0.0704(8) 1.1915(3) 0.056(2) Uani 1.00 d . . . C(15) C 0.3909(5) -0.1914(9) 1.2176(3) 0.062(3) Uani 1.00 d . . . C(16) C 0.4720(5) -0.2261(9) 1.2071(3) 0.060(3) Uani 1.00 d . . . C(17) C 0.5088(4) -0.1431(7) 1.1696(3) 0.048(2) Uani 1.00 d . . . C(18) C 0.2273(6) 0.124(1) 0.7398(3) 0.082(3) Uani 1.00 d . . . C(19) C 0.2231(4) 0.1967(7) 0.7973(3) 0.052(2) Uani 1.00 d . . . C(20) C 0.1448(4) 0.1972(8) 0.8163(3) 0.053(2) Uani 1.00 d . . . C(21) C 0.1354(3) 0.2600(8) 0.8667(3) 0.052(2) Uani 1.00 d . . . C(22) C 0.0474(4) 0.248(1) 0.8854(4) 0.074(3) Uani 1.00 d . . . C(23) C 0.1298(4) 0.665(1) 0.7811(3) 0.068(3) Uani 1.00 d . . . C(24) C 0.1867(3) 0.6362(7) 0.8385(3) 0.050(2) Uani 1.00 d . . . C(25) C 0.1637(4) 0.6976(8) 0.8854(3) 0.050(2) Uani 1.00 d . . . C(26) C 0.2141(4) 0.6835(7) 0.9391(3) 0.046(2) Uani 1.00 d . . . C(27) C 0.1836(4) 0.7680(9) 0.9869(3) 0.061(2) Uani 1.00 d . . . C(28) C 0.1078(7) 0.385(1) 1.0624(5) 0.149(5) Uani 1.00 d . . . C(29) C 0.1509(4) 0.2471(10) 1.0798(3) 0.068(3) Uani 1.00 d . . . C(30) C 0.0987(7) 0.123(1) 1.0944(5) 0.147(5) Uani 1.00 d . . . H(1) H 0.616(3) 0.388(5) 0.962(2) 0.03(1) Uiso 1.00 calc . . . H(2) H 0.665(3) 0.556(6) 0.895(2) 0.04(1) Uiso 1.00 calc . . . H(3) H 0.551(3) 0.647(5) 0.835(2) 0.00(1) Uiso 1.00 calc . . . H(31) H 0.414(3) 0.601(5) 0.833(2) 0.02(1) Uiso 1.00 calc . . . H(32) H 0.550(3) 0.237(6) 1.022(2) 0.04(2) Uiso 1.00 calc . . . H(33) H 0.340(3) 0.032(6) 1.049(2) 0.05(2) Uiso 1.00 calc . . . H(34) H 0.276(4) 0.162(6) 0.977(2) 0.04(2) Uiso 1.00 calc . . . H(35) H 0.348(3) 0.102(7) 1.132(2) 0.06(2) Uiso 1.00 calc . . . H(36) H 0.278(4) -0.044(7) 1.197(2) 0.08(2) Uiso 1.00 calc . . . H(37) H 0.368(3) -0.261(7) 1.238(2) 0.05(2) Uiso 1.00 calc . . . H(38) H 0.492(5) -0.303(9) 1.222(3) 0.09(2) Uiso 1.00 calc . . . H(39) H 0.555(3) -0.167(6) 1.157(2) 0.03(2) Uiso 1.00 calc . . . H(40) H 0.085(4) 0.138(7) 0.792(2) 0.07(2) Uiso 1.00 calc . . . H(41) H 0.115(4) 0.759(6) 0.879(2) 0.05(2) Uiso 1.00 calc . . . H(42) H 0.0472 0.3729 1.0611 0.1782 Uiso 1.00 calc . . . H(43) H 0.1189 0.4115 1.0263 0.1782 Uiso 1.00 calc . . . H(44) H 0.1287 0.4625 1.0883 0.1782 Uiso 1.00 calc . . . H(45) H 0.1169 0.0972 1.1326 0.1759 Uiso 1.00 calc . . . H(46) H 0.0395 0.1528 1.0887 0.1759 Uiso 1.00 calc . . . H(47) H 0.1053 0.0387 1.0714 0.1759 Uiso 1.00 calc . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cu 0.0259(3) 0.0519(4) 0.0418(4) 0.0030(4) -0.0007(2) -0.0041(4) F(1) 0.31(1) 0.198(8) 0.065(4) -0.133(8) 0.056(5) -0.037(5) F(2) 0.096(3) 0.174(5) 0.077(3) -0.018(4) -0.016(3) -0.067(4) F(3) 0.191(7) 0.191(7) 0.138(6) 0.082(6) -0.022(5) -0.102(5) F(4) 0.063(3) 0.255(7) 0.092(4) -0.078(4) 0.003(2) -0.015(4) F(5) 0.068(3) 0.138(6) 0.36(1) 0.018(4) 0.105(5) 0.013(6) F(6) 0.073(3) 0.214(6) 0.087(3) -0.045(4) 0.022(3) 0.019(4) F(7) 0.190(6) 0.105(4) 0.133(5) -0.035(4) -0.118(4) 0.023(4) F(8) 0.081(3) 0.172(5) 0.081(3) 0.072(3) -0.011(3) 0.008(3) F(9) 0.078(3) 0.211(6) 0.084(4) 0.036(4) 0.009(3) 0.066(4) F(10) 0.064(3) 0.144(4) 0.108(4) -0.023(3) 0.042(2) -0.034(3) F(11) 0.168(5) 0.063(3) 0.150(5) 0.001(3) 0.072(4) -0.025(3) F(12) 0.081(3) 0.189(6) 0.085(3) 0.058(3) -0.015(3) -0.067(4) O(1) 0.040(2) 0.067(3) 0.058(3) 0.007(2) 0.003(2) -0.017(2) O(2) 0.030(2) 0.063(3) 0.049(3) 0.001(2) 0.001(2) -0.003(2) O(3) 0.037(2) 0.065(3) 0.044(2) 0.007(2) 0.002(2) 0.000(2) O(4) 0.028(2) 0.064(3) 0.051(2) 0.010(2) -0.002(2) -0.009(2) O(5) 0.046(3) 0.147(6) 0.101(4) 0.014(3) 0.022(3) 0.005(4) N(1) 0.035(2) 0.042(3) 0.034(3) -0.003(2) 0.005(2) -0.008(2) N(2) 0.025(2) 0.053(3) 0.040(3) -0.001(2) 0.001(2) -0.004(3) N(3) 0.036(3) 0.050(3) 0.049(3) 0.003(3) 0.000(2) 0.004(3) N(4) 0.044(3) 0.085(4) 0.071(4) 0.003(3) 0.004(3) 0.020(4) C(1) 0.030(2) 0.040(3) 0.032(3) 0.000(3) 0.001(2) -0.013(3) C(2) 0.033(3) 0.050(4) 0.037(3) 0.005(3) 0.003(3) -0.008(3) C(3) 0.036(3) 0.065(4) 0.043(4) -0.009(3) 0.005(3) -0.006(3) C(4) 0.049(4) 0.046(4) 0.043(4) -0.007(3) 0.015(3) 0.000(4) C(5) 0.035(3) 0.052(4) 0.040(4) 0.005(3) -0.002(3) -0.003(3) C(6) 0.027(3) 0.044(3) 0.035(3) 0.002(2) 0.006(2) -0.011(3) C(7) 0.026(3) 0.041(4) 0.042(4) 0.004(3) -0.001(3) -0.007(3) C(8) 0.031(3) 0.043(4) 0.041(3) 0.003(3) 0.005(2) -0.005(3) C(9) 0.034(3) 0.052(4) 0.047(4) -0.006(3) 0.003(3) 0.004(4) C(10) 0.028(3) 0.061(4) 0.047(4) -0.004(3) 0.000(3) -0.009(4) C(11) 0.031(3) 0.039(4) 0.045(4) 0.003(2) 0.003(2) -0.003(3) C(12) 0.042(3) 0.045(4) 0.037(4) 0.004(3) 0.000(3) -0.001(3) C(13) 0.045(4) 0.063(5) 0.044(4) 0.002(3) 0.008(3) 0.003(4) C(14) 0.055(4) 0.061(5) 0.052(4) -0.008(4) 0.010(3) 0.003(4) C(15) 0.080(5) 0.060(5) 0.051(5) -0.018(5) 0.022(4) -0.006(4) C(16) 0.085(6) 0.051(5) 0.042(5) 0.001(4) 0.001(4) -0.005(4) C(17) 0.052(4) 0.052(4) 0.042(4) 0.005(3) 0.007(3) -0.010(3) C(18) 0.110(7) 0.082(7) 0.052(5) -0.001(6) 0.004(5) -0.018(5) C(19) 0.058(4) 0.048(4) 0.045(4) 0.004(3) 0.000(3) -0.007(3) C(20) 0.046(4) 0.059(4) 0.050(4) -0.011(3) -0.003(3) -0.003(4) C(21) 0.032(3) 0.069(5) 0.053(4) -0.005(3) 0.000(3) 0.008(4) C(22) 0.030(3) 0.109(7) 0.080(6) -0.008(4) 0.004(4) 0.028(5) C(23) 0.044(4) 0.086(6) 0.068(5) 0.007(4) -0.008(4) 0.025(5) C(24) 0.029(3) 0.057(4) 0.060(4) -0.005(3) -0.002(3) 0.007(3) C(25) 0.025(3) 0.057(4) 0.065(5) 0.007(3) 0.000(3) 0.000(4) C(26) 0.032(3) 0.048(4) 0.059(4) -0.007(3) 0.010(3) -0.011(3) C(27) 0.040(3) 0.063(5) 0.080(6) 0.002(3) 0.007(3) -0.023(4) C(28) 0.138(9) 0.097(8) 0.18(1) 0.033(7) -0.062(8) -0.026(8) C(29) 0.048(4) 0.098(6) 0.058(5) 0.007(4) 0.007(3) -0.007(5) C(30) 0.106(8) 0.15(1) 0.18(1) -0.043(8) 0.019(7) 0.017(9) #------------------------------------------------------------------------------ _computing_data_collection 'PROCESS-AUTO' _computing_cell_refinement 'PROCESS-AUTO' _computing_data_reduction 'teXsan Ver. 1.10' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.10' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu O(1) 2.232(4) . . yes Cu O(2) 1.960(4) . . yes Cu O(3) 1.994(4) . . yes Cu O(4) 2.385(4) . . yes Cu N(1) 1.999(4) . . yes Cu N(2) 1.983(4) . . yes F(1) C(18) 1.277(10) . . yes F(2) C(18) 1.285(9) . . yes F(3) C(18) 1.27(1) . . yes F(4) C(22) 1.293(8) . . yes F(5) C(22) 1.278(10) . . yes F(6) C(22) 1.298(8) . . yes F(7) C(23) 1.278(9) . . yes F(8) C(23) 1.316(8) . . yes F(9) C(23) 1.275(8) . . yes F(10) C(27) 1.294(7) . . yes F(11) C(27) 1.322(8) . . yes F(12) C(27) 1.287(7) . . yes O(1) C(19) 1.249(7) . . yes O(2) C(21) 1.277(7) . . yes O(3) C(24) 1.271(7) . . yes O(4) C(26) 1.235(6) . . yes O(5) C(29) 1.171(8) . . yes N(1) C(1) 1.358(6) . . yes N(1) C(5) 1.318(7) . . yes N(2) C(6) 1.353(6) . . yes N(2) C(10) 1.339(8) . . yes N(3) N(4) 1.127(6) . . yes N(3) C(11) 1.326(6) . . yes C(1) C(2) 1.386(7) . . yes C(1) C(6) 1.459(8) . . yes C(2) C(3) 1.372(8) . . yes C(3) C(4) 1.378(8) . . yes C(4) C(5) 1.370(8) . . yes C(6) C(7) 1.382(7) . . yes C(7) C(8) 1.390(8) . . yes C(8) C(9) 1.392(7) . . yes C(8) C(11) 1.451(7) . . yes C(9) C(10) 1.362(8) . . yes C(11) C(12) 1.468(8) . . yes C(12) C(13) 1.391(8) . . yes C(12) C(17) 1.389(8) . . yes C(13) C(14) 1.379(9) . . yes C(14) C(15) 1.376(10) . . yes C(15) C(16) 1.37(1) . . yes C(16) C(17) 1.370(10) . . yes C(18) C(19) 1.546(10) . . yes C(19) C(20) 1.382(9) . . yes C(20) C(21) 1.371(9) . . yes C(21) C(22) 1.527(9) . . yes C(23) C(24) 1.538(9) . . yes C(24) C(25) 1.362(9) . . yes C(25) C(26) 1.406(8) . . yes C(26) C(27) 1.522(9) . . yes C(28) C(29) 1.43(1) . . yes C(29) C(30) 1.45(1) . . yes #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O(1) Cu O(2) 86.4(2) . 1_555 1_555 yes O(1) Cu O(3) 83.2(2) . 1_555 1_555 yes O(1) Cu O(4) 163.2(1) . 1_555 1_555 yes O(1) Cu N(1) 95.4(2) . 1_555 1_555 yes O(1) Cu N(2) 100.3(2) . 1_555 1_555 yes O(2) Cu O(3) 91.0(2) . 1_555 1_555 yes O(2) Cu O(4) 87.7(2) . 1_555 1_555 yes O(2) Cu N(1) 173.1(2) . 1_555 1_555 yes O(2) Cu N(2) 93.1(2) . 1_555 1_555 yes O(3) Cu O(4) 81.2(2) . 1_555 1_555 yes O(3) Cu N(1) 95.9(2) . 1_555 1_555 yes O(3) Cu N(2) 174.7(2) . 1_555 1_555 yes O(4) Cu N(1) 92.3(2) . 1_555 1_555 yes O(4) Cu N(2) 95.6(2) . 1_555 1_555 yes N(1) Cu N(2) 80.0(2) . 1_555 1_555 yes Cu O(1) C(19) 121.7(4) . 1_555 1_555 yes Cu O(2) C(21) 127.4(4) . 1_555 1_555 yes Cu O(3) C(24) 124.4(4) . 1_555 1_555 yes Cu O(4) C(26) 115.9(4) . 1_555 1_555 yes Cu N(1) C(1) 115.3(4) . 1_555 1_555 yes Cu N(1) C(5) 125.1(4) . 1_555 1_555 yes C(1) N(1) C(5) 119.5(5) . 1_555 1_555 yes Cu N(2) C(6) 116.4(4) . 1_555 1_555 yes Cu N(2) C(10) 125.9(4) . 1_555 1_555 yes C(6) N(2) C(10) 117.6(5) . 1_555 1_555 yes N(4) N(3) C(11) 178.8(6) . 1_555 1_555 yes N(1) C(1) C(2) 120.5(5) . 1_555 1_555 yes N(1) C(1) C(6) 114.3(4) . 1_555 1_555 yes C(2) C(1) C(6) 125.2(5) . 1_555 1_555 yes C(1) C(2) C(3) 120.0(5) . 1_555 1_555 yes C(2) C(3) C(4) 117.9(6) . 1_555 1_555 yes C(3) C(4) C(5) 120.2(7) . 1_555 1_555 yes N(1) C(5) C(4) 121.9(6) . 1_555 1_555 yes N(2) C(6) C(1) 113.5(5) . 1_555 1_555 yes N(2) C(6) C(7) 121.5(5) . 1_555 1_555 yes C(1) C(6) C(7) 125.0(5) . 1_555 1_555 yes C(6) C(7) C(8) 120.4(5) . 1_555 1_555 yes C(7) C(8) C(9) 116.9(5) . 1_555 1_555 yes C(7) C(8) C(11) 123.1(5) . 1_555 1_555 yes C(9) C(8) C(11) 120.0(5) . 1_555 1_555 yes C(8) C(9) C(10) 119.6(6) . 1_555 1_555 yes N(2) C(10) C(9) 123.7(5) . 1_555 1_555 yes N(3) C(11) C(8) 115.7(5) . 1_555 1_555 yes N(3) C(11) C(12) 116.2(5) . 1_555 1_555 yes C(8) C(11) C(12) 128.0(5) . 1_555 1_555 yes C(11) C(12) C(13) 121.5(5) . 1_555 1_555 yes C(11) C(12) C(17) 120.4(6) . 1_555 1_555 yes C(13) C(12) C(17) 118.1(6) . 1_555 1_555 yes C(12) C(13) C(14) 121.3(6) . 1_555 1_555 yes C(13) C(14) C(15) 119.2(7) . 1_555 1_555 yes C(14) C(15) C(16) 120.2(7) . 1_555 1_555 yes C(15) C(16) C(17) 120.7(8) . 1_555 1_555 yes C(12) C(17) C(16) 120.4(7) . 1_555 1_555 yes F(1) C(18) F(2) 107.8(8) . 1_555 1_555 yes F(1) C(18) F(3) 104.2(9) . 1_555 1_555 yes F(1) C(18) C(19) 112.0(8) . 1_555 1_555 yes F(2) C(18) F(3) 106.6(8) . 1_555 1_555 yes F(2) C(18) C(19) 115.0(8) . 1_555 1_555 yes F(3) C(18) C(19) 110.6(7) . 1_555 1_555 yes O(1) C(19) C(18) 113.0(6) . 1_555 1_555 yes O(1) C(19) C(20) 128.5(6) . 1_555 1_555 yes C(18) C(19) C(20) 118.5(6) . 1_555 1_555 yes C(19) C(20) C(21) 122.2(6) . 1_555 1_555 yes O(2) C(21) C(20) 130.5(6) . 1_555 1_555 yes O(2) C(21) C(22) 111.3(6) . 1_555 1_555 yes C(20) C(21) C(22) 118.2(6) . 1_555 1_555 yes F(4) C(22) F(5) 106.8(7) . 1_555 1_555 yes F(4) C(22) F(6) 106.4(7) . 1_555 1_555 yes F(4) C(22) C(21) 114.8(7) . 1_555 1_555 yes F(5) C(22) F(6) 105.9(9) . 1_555 1_555 yes F(5) C(22) C(21) 111.5(7) . 1_555 1_555 yes F(6) C(22) C(21) 110.9(6) . 1_555 1_555 yes F(7) C(23) F(8) 105.3(6) . 1_555 1_555 yes F(7) C(23) F(9) 107.4(8) . 1_555 1_555 yes F(7) C(23) C(24) 111.2(6) . 1_555 1_555 yes F(8) C(23) F(9) 105.9(7) . 1_555 1_555 yes F(8) C(23) C(24) 113.4(7) . 1_555 1_555 yes F(9) C(23) C(24) 113.2(6) . 1_555 1_555 yes O(3) C(24) C(23) 112.0(6) . 1_555 1_555 yes O(3) C(24) C(25) 128.5(6) . 1_555 1_555 yes C(23) C(24) C(25) 119.5(6) . 1_555 1_555 yes C(24) C(25) C(26) 123.3(6) . 1_555 1_555 yes O(4) C(26) C(25) 127.7(6) . 1_555 1_555 yes O(4) C(26) C(27) 114.9(6) . 1_555 1_555 yes C(25) C(26) C(27) 117.4(6) . 1_555 1_555 yes F(10) C(27) F(11) 102.8(6) . 1_555 1_555 yes F(10) C(27) F(12) 108.8(7) . 1_555 1_555 yes F(10) C(27) C(26) 113.7(6) . 1_555 1_555 yes F(11) C(27) F(12) 104.5(6) . 1_555 1_555 yes F(11) C(27) C(26) 110.7(7) . 1_555 1_555 yes F(12) C(27) C(26) 115.3(6) . 1_555 1_555 yes O(5) C(29) C(28) 121.1(9) . 1_555 1_555 yes O(5) C(29) C(30) 121.3(9) . 1_555 1_555 yes C(28) C(29) C(30) 117.7(8) . 1_555 1_555 yes #------------------------------------------------------------------------------ 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 Cu O(1) C(19) C(18) 165.4(5) 1_555 1_555 1_555 1_555 yes Cu O(1) C(19) C(20) -14.8(10) 1_555 1_555 1_555 1_555 yes Cu O(2) C(21) C(20) 8(1) 1_555 1_555 1_555 1_555 yes Cu O(2) C(21) C(22) -169.9(4) 1_555 1_555 1_555 1_555 yes Cu O(3) C(24) C(23) -147.5(5) 1_555 1_555 1_555 1_555 yes Cu O(3) C(24) C(25) 31.6(9) 1_555 1_555 1_555 1_555 yes Cu O(4) C(26) C(25) -25.9(8) 1_555 1_555 1_555 1_555 yes Cu O(4) C(26) C(27) 156.2(4) 1_555 1_555 1_555 1_555 yes Cu N(1) C(1) C(2) 178.6(4) 1_555 1_555 1_555 1_555 yes Cu N(1) C(1) C(6) 0.0(6) 1_555 1_555 1_555 1_555 yes Cu N(1) C(5) C(4) -176.3(4) 1_555 1_555 1_555 1_555 yes Cu N(2) C(6) C(1) -7.8(6) 1_555 1_555 1_555 1_555 yes Cu N(2) C(6) C(7) 172.2(4) 1_555 1_555 1_555 1_555 yes Cu N(2) C(10) C(9) -172.7(5) 1_555 1_555 1_555 1_555 yes F(1) C(18) C(19) O(1) -52(1) 1_555 1_555 1_555 1_555 yes F(1) C(18) C(19) C(20) 127.5(9) 1_555 1_555 1_555 1_555 yes F(2) C(18) C(19) O(1) -176.2(7) 1_555 1_555 1_555 1_555 yes F(2) C(18) C(19) C(20) 3(1) 1_555 1_555 1_555 1_555 yes F(3) C(18) C(19) O(1) 62(1) 1_555 1_555 1_555 1_555 yes F(3) C(18) C(19) C(20) -116.9(9) 1_555 1_555 1_555 1_555 yes F(4) C(22) C(21) O(2) -179.0(7) 1_555 1_555 1_555 1_555 yes F(4) C(22) C(21) C(20) 2(1) 1_555 1_555 1_555 1_555 yes F(5) C(22) C(21) O(2) 59.4(9) 1_555 1_555 1_555 1_555 yes F(5) C(22) C(21) C(20) -119.5(9) 1_555 1_555 1_555 1_555 yes F(6) C(22) C(21) O(2) -58.3(9) 1_555 1_555 1_555 1_555 yes F(6) C(22) C(21) C(20) 122.8(8) 1_555 1_555 1_555 1_555 yes F(7) C(23) C(24) O(3) 70.2(9) 1_555 1_555 1_555 1_555 yes F(7) C(23) C(24) C(25) -109.0(8) 1_555 1_555 1_555 1_555 yes F(8) C(23) C(24) O(3) -171.4(6) 1_555 1_555 1_555 1_555 yes F(8) C(23) C(24) C(25) 9.4(10) 1_555 1_555 1_555 1_555 yes F(9) C(23) C(24) O(3) -50.8(9) 1_555 1_555 1_555 1_555 yes F(9) C(23) C(24) C(25) 130.0(8) 1_555 1_555 1_555 1_555 yes F(10) C(27) C(26) O(4) -122.3(7) 1_555 1_555 1_555 1_555 yes F(10) C(27) C(26) C(25) 59.6(9) 1_555 1_555 1_555 1_555 yes F(11) C(27) C(26) O(4) 122.7(6) 1_555 1_555 1_555 1_555 yes F(11) C(27) C(26) C(25) -55.5(8) 1_555 1_555 1_555 1_555 yes F(12) C(27) C(26) O(4) 4.3(9) 1_555 1_555 1_555 1_555 yes F(12) C(27) C(26) C(25) -173.8(6) 1_555 1_555 1_555 1_555 yes O(1) Cu O(2) C(21) -16.1(5) 1_555 1_555 1_555 1_555 yes O(1) Cu O(3) C(24) 131.5(4) 1_555 1_555 1_555 1_555 yes O(1) Cu O(4) C(26) 17.8(8) 1_555 1_555 1_555 1_555 yes O(1) Cu N(1) C(1) -102.8(4) 1_555 1_555 1_555 1_555 yes O(1) Cu N(1) C(5) 74.3(5) 1_555 1_555 1_555 1_555 yes O(1) Cu N(2) C(6) 99.9(4) 1_555 1_555 1_555 1_555 yes O(1) Cu N(2) C(10) -83.7(5) 1_555 1_555 1_555 1_555 yes O(1) C(19) C(20) C(21) 0(1) 1_555 1_555 1_555 1_555 yes O(2) Cu O(1) C(19) 18.9(5) 1_555 1_555 1_555 1_555 yes O(2) Cu O(3) C(24) 45.3(4) 1_555 1_555 1_555 1_555 yes O(2) Cu O(4) C(26) -51.7(4) 1_555 1_555 1_555 1_555 yes O(2) Cu N(1) C(1) 1(1) 1_555 1_555 1_555 1_555 yes O(2) Cu N(1) C(5) 178(1) 1_555 1_555 1_555 1_555 yes O(2) Cu N(2) C(6) -173.2(4) 1_555 1_555 1_555 1_555 yes O(2) Cu N(2) C(10) 3.2(5) 1_555 1_555 1_555 1_555 yes O(2) C(21) C(20) C(19) 4(1) 1_555 1_555 1_555 1_555 yes O(3) Cu O(1) C(19) -72.5(5) 1_555 1_555 1_555 1_555 yes O(3) Cu O(2) C(21) 67.1(5) 1_555 1_555 1_555 1_555 yes O(3) Cu O(4) C(26) 39.7(4) 1_555 1_555 1_555 1_555 yes O(3) Cu N(1) C(1) 173.5(4) 1_555 1_555 1_555 1_555 yes O(3) Cu N(1) C(5) -9.4(5) 1_555 1_555 1_555 1_555 yes O(3) Cu N(2) C(6) -32(2) 1_555 1_555 1_555 1_555 yes O(3) Cu N(2) C(10) 143(1) 1_555 1_555 1_555 1_555 yes O(3) C(24) C(25) C(26) 4(1) 1_555 1_555 1_555 1_555 yes O(4) Cu O(1) C(19) -50.8(8) 1_555 1_555 1_555 1_555 yes O(4) Cu O(2) C(21) 148.2(5) 1_555 1_555 1_555 1_555 yes O(4) Cu O(3) C(24) -42.3(4) 1_555 1_555 1_555 1_555 yes O(4) Cu N(1) C(1) 92.1(4) 1_555 1_555 1_555 1_555 yes O(4) Cu N(1) C(5) -90.8(5) 1_555 1_555 1_555 1_555 yes O(4) Cu N(2) C(6) -85.2(4) 1_555 1_555 1_555 1_555 yes O(4) Cu N(2) C(10) 91.2(5) 1_555 1_555 1_555 1_555 yes O(4) C(26) C(25) C(24) -2(1) 1_555 1_555 1_555 1_555 yes N(1) Cu O(1) C(19) -167.8(5) 1_555 1_555 1_555 1_555 yes N(1) Cu O(2) C(21) -121(1) 1_555 1_555 1_555 1_555 yes N(1) Cu O(3) C(24) -133.7(4) 1_555 1_555 1_555 1_555 yes N(1) Cu O(4) C(26) 135.3(4) 1_555 1_555 1_555 1_555 yes N(1) Cu N(2) C(6) 6.2(4) 1_555 1_555 1_555 1_555 yes N(1) Cu N(2) C(10) -177.4(5) 1_555 1_555 1_555 1_555 yes N(1) C(1) C(2) C(3) -0.9(8) 1_555 1_555 1_555 1_555 yes N(1) C(1) C(6) N(2) 5.0(7) 1_555 1_555 1_555 1_555 yes N(1) C(1) C(6) C(7) -175.0(5) 1_555 1_555 1_555 1_555 yes N(1) C(5) C(4) C(3) -3.1(10) 1_555 1_555 1_555 1_555 yes N(2) Cu O(1) C(19) 111.4(5) 1_555 1_555 1_555 1_555 yes N(2) Cu O(2) C(21) -116.2(5) 1_555 1_555 1_555 1_555 yes N(2) Cu O(3) C(24) -95(1) 1_555 1_555 1_555 1_555 yes N(2) Cu O(4) C(26) -144.6(4) 1_555 1_555 1_555 1_555 yes N(2) Cu N(1) C(1) -3.2(4) 1_555 1_555 1_555 1_555 yes N(2) Cu N(1) C(5) 173.9(5) 1_555 1_555 1_555 1_555 yes N(2) C(6) C(1) C(2) -173.5(5) 1_555 1_555 1_555 1_555 yes N(2) C(6) C(7) C(8) 0.6(8) 1_555 1_555 1_555 1_555 yes N(2) C(10) C(9) C(8) 1(1) 1_555 1_555 1_555 1_555 yes N(3) C(11) C(8) C(7) -10.3(8) 1_555 1_555 1_555 1_555 yes N(3) C(11) C(8) C(9) 170.9(5) 1_555 1_555 1_555 1_555 yes N(3) C(11) C(12) C(13) 144.5(6) 1_555 1_555 1_555 1_555 yes N(3) C(11) C(12) C(17) -33.6(8) 1_555 1_555 1_555 1_555 yes N(4) N(3) C(11) C(8) 162(32) 1_555 1_555 1_555 1_555 yes N(4) N(3) C(11) C(12) -17(32) 1_555 1_555 1_555 1_555 yes C(1) N(1) C(5) C(4) 0.7(9) 1_555 1_555 1_555 1_555 yes C(1) C(2) C(3) C(4) -1.5(9) 1_555 1_555 1_555 1_555 yes C(1) C(6) N(2) C(10) 175.4(5) 1_555 1_555 1_555 1_555 yes C(1) C(6) C(7) C(8) -179.3(5) 1_555 1_555 1_555 1_555 yes C(2) C(1) N(1) C(5) 1.4(8) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(6) C(7) 6.4(9) 1_555 1_555 1_555 1_555 yes C(2) C(3) C(4) C(5) 3.4(9) 1_555 1_555 1_555 1_555 yes C(3) C(2) C(1) C(6) 177.5(5) 1_555 1_555 1_555 1_555 yes C(5) N(1) C(1) C(6) -177.3(5) 1_555 1_555 1_555 1_555 yes C(6) N(2) C(10) C(9) 3.7(9) 1_555 1_555 1_555 1_555 yes C(6) C(7) C(8) C(9) 4.1(8) 1_555 1_555 1_555 1_555 yes C(6) C(7) C(8) C(11) -174.7(5) 1_555 1_555 1_555 1_555 yes C(7) C(6) N(2) C(10) -4.5(8) 1_555 1_555 1_555 1_555 yes C(7) C(8) C(9) C(10) -4.9(9) 1_555 1_555 1_555 1_555 yes C(7) C(8) C(11) C(12) 169.8(6) 1_555 1_555 1_555 1_555 yes C(8) C(11) C(12) C(13) -35.7(9) 1_555 1_555 1_555 1_555 yes C(8) C(11) C(12) C(17) 146.2(6) 1_555 1_555 1_555 1_555 yes C(9) C(8) C(11) C(12) -8.9(9) 1_555 1_555 1_555 1_555 yes C(10) C(9) C(8) C(11) 173.9(6) 1_555 1_555 1_555 1_555 yes C(11) C(12) C(13) C(14) 177.5(6) 1_555 1_555 1_555 1_555 yes C(11) C(12) C(17) C(16) -177.7(6) 1_555 1_555 1_555 1_555 yes C(12) C(13) C(14) C(15) 1.6(10) 1_555 1_555 1_555 1_555 yes C(12) C(17) C(16) C(15) -1(1) 1_555 1_555 1_555 1_555 yes C(13) C(12) C(17) C(16) 4.2(9) 1_555 1_555 1_555 1_555 yes C(13) C(14) C(15) C(16) 1(1) 1_555 1_555 1_555 1_555 yes C(14) C(13) C(12) C(17) -4.3(9) 1_555 1_555 1_555 1_555 yes C(14) C(15) C(16) C(17) -1(1) 1_555 1_555 1_555 1_555 yes C(18) C(19) C(20) C(21) -179.8(7) 1_555 1_555 1_555 1_555 yes C(19) C(20) C(21) C(22) -176.9(7) 1_555 1_555 1_555 1_555 yes C(23) C(24) C(25) C(26) -176.8(6) 1_555 1_555 1_555 1_555 yes C(24) C(25) C(26) C(27) 175.5(6) 1_555 1_555 1_555 1_555 yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag F(1) O(5) 2.992(8) . 4_554 ? F(1) C(29) 3.289(10) . 4_554 ? F(1) C(13) 3.487(10) . 4_554 ? F(1) C(14) 3.49(1) . 4_554 ? F(2) F(9) 3.339(9) . 1_545 ? F(2) C(29) 3.571(9) . 4_554 ? F(2) F(8) 3.597(8) . 1_545 ? F(3) F(9) 3.13(1) . 1_545 ? F(3) N(4) 3.376(9) . 3_657 ? F(3) C(15) 3.465(10) . 4_544 ? F(4) F(7) 3.043(7) . 2_546 ? F(4) F(9) 3.154(7) . 2_546 ? F(4) F(8) 3.332(7) . 2_546 ? F(4) C(30) 3.34(1) . 3_557 ? F(4) C(23) 3.435(8) . 2_546 ? F(5) C(28) 3.18(1) . 3_567 ? F(6) F(11) 3.090(9) . 1_545 ? F(6) F(10) 3.388(6) . 3_567 ? F(6) C(28) 3.57(1) . . ? F(7) F(8) 3.539(7) . 2_546 ? F(9) C(14) 3.420(8) . 4_554 ? F(9) C(15) 3.583(9) . 4_554 ? F(10) C(28) 3.46(1) . . ? F(10) C(28) 3.56(1) . 3_567 ? F(11) C(10) 3.316(9) . 1_565 ? F(11) C(9) 3.531(8) . 1_565 ? F(12) C(2) 3.414(7) . 3_667 ? O(1) C(17) 3.192(8) . 3_657 ? O(1) N(4) 3.369(8) . 3_657 ? O(3) N(4) 3.558(8) . 3_667 ? O(4) C(2) 3.250(7) . 3_667 ? O(4) N(4) 3.351(7) . 3_667 ? O(5) C(9) 3.049(8) . . ? O(5) C(10) 3.158(8) . . ? O(5) C(13) 3.375(9) . . ? O(5) C(3) 3.399(9) . 3_667 ? N(1) C(17) 3.461(8) . 3_657 ? N(1) C(7) 3.592(7) . 3_667 ? N(3) C(5) 3.437(8) . 3_667 ? N(3) C(10) 3.591(8) . 3_657 ? N(4) C(26) 3.291(8) . 3_667 ? N(4) C(25) 3.356(8) . 3_667 ? N(4) C(24) 3.441(8) . 3_667 ? N(4) C(10) 3.457(9) . 3_657 ? N(4) C(19) 3.565(8) . 3_657 ? C(1) C(17) 3.369(8) . 3_657 ? C(1) C(7) 3.530(8) . 3_667 ? C(2) C(6) 3.415(8) . 3_667 ? C(2) C(7) 3.523(8) . 3_667 ? C(3) C(8) 3.528(9) . 3_667 ? C(3) C(7) 3.596(8) . 3_667 ? C(4) C(11) 3.415(9) . 3_667 ? C(4) C(8) 3.450(8) . 3_667 ? C(4) C(16) 3.522(10) . 3_657 ? C(5) C(15) 3.507(10) . 4_554 ? C(5) C(16) 3.586(10) . 3_657 ? #------------------------------------------------------------------------------ # SUBMISSION DETAILS _publ_contact_author_name ' Hiroshi, Morikawa' _publ_contact_author_address ; Graduate School of Pharmaceutical Sciences, Kyushu University Maidashi, Higashi-ku Fukuoka 812-8582 Japan ; _publ_contact_author_email ' mori@yakukaws.phar.kyushu-u.ac.jp ' _publ_contact_author_fax ' +81-92-642-6590 ' _publ_contact_author_phone ' +81-92-642-6592 ' _publ_contact_letter ; J. Mater. Chem ; _publ_requested_journal ' J. Mater. Chem ' _publ_requested_category ' CHOOSE FI FM FO CI CM CO or AD' _publ_requested_coeditor_name ? #------------------------------------------------------------------------------ # TITLE AND AUTHOR LIST _publ_section_title ; 2,2`-bipyridines carrying diazo moiety and their complexes with bis(hexafluoroacetylacetonato)copper: synthesis, strucures, electronic and magnetic properties of their photoproducts in frozen solutions ; _publ_section_abstract ; 2,2`-bipyridines carrying diazo moiety and their complexes with bis(hexafluoroacetylacetonato)copper,synthesis, strucures, electronic and magnetic properties of their photoproducts in frozen solutions ; _publ_section_acknowledgements ; This work was supported by Grat-in-Aids for COE Research (design and Control of Advanced Molecular Assembly Systems, 08CE2005) for the Ministry of Education, Scinece, Sports and Culture, Japan. ; _publ_section_references ; Molecular Structure Corporation, Rigaku Corporation. (1999). teXsan. Single Crystal Structure Analysis Software. Version 1.10. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. Rigaku, 3-9-12 Akishima, Tokyo, Japan. Zachariasen, W. H. (1967). Acta Cryst. 23, 558-564. ; data_bmbpybn4 #------------------------------------------------------------------------------ _audit_creation_date 'Fri Sep 8 20:02:41 2000' _audit_creation_method 'by teXsan' _audit_update_record ? #------------------------------------------------------------------------------ # PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_coeditor_code ? #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C30 H22 N8 ' _chemical_formula_moiety 'C30 H22 N8 ' _chemical_formula_weight 494.56 _chemical_melting_point ? #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P c a 21 ' _symmetry_Int_Tables_number 29 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,1/2+z 1/2-x,y,1/2+z 1/2+x,-y,z _cell_length_a 12.5836(2) _cell_length_b 7.4541(1) _cell_length_c 26.0718(5) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2445.52(7) _cell_formula_units_Z 4 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_measurement_temperature 296.2 #------------------------------------------------------------------------------ _exptl_crystal_description 'plate' _exptl_crystal_colour 'red' _exptl_crystal_size_max 0.100 _exptl_crystal_size_mid 0.100 _exptl_crystal_size_min 0.100 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.343 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.084 _exptl_absorpt_correction_type none #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID Imaging Plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 3137 _diffrn_reflns_av_R_equivalents 0.035 _diffrn_reflns_theta_max 27.49 _diffrn_measured_fraction_theta_max 0.9990 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.9990 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 33 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 1.0 sigma(F^2^). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 2863 _reflns_number_gt 2175 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0406 _refine_ls_wR_factor_ref 0.0493 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 2480 _refine_ls_number_parameters 344 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00090|Fo|^2^]' _refine_ls_shift/su_max 0.0011 _refine_diff_density_max 0.18 _refine_diff_density_min -0.16 _refine_ls_extinction_method 'Zachariasen(1967) type 2 Gaussian isotropic' _refine_ls_extinction_coef 0.005(1) _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'N' 'N' 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'C' 'C' 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'H' 'H' 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N(1) N 0.3288(2) 0.5365(3) 0.5727(3) 0.0363(6) Uani 1.00 d . . . N(2) N 0.2702(2) 0.0630(3) 0.5642(3) 0.0376(6) Uani 1.00 d . . . N(3) N -0.0679(2) 0.1754(3) 0.4656(3) 0.0351(6) Uani 1.00 d . . . N(4) N -0.1440(2) 0.1002(4) 0.4588(4) 0.0511(8) Uani 1.00 d . . . N(5) N 0.4956(2) 1.0367(3) 0.2764(3) 0.0357(6) Uani 1.00 d . . . N(6) N 0.4350(2) 0.5645(3) 0.2860(3) 0.0380(6) Uani 1.00 d . . . N(7) N 0.1735(2) 0.9634(3) 0.3740(3) 0.0312(5) Uani 1.00 d . . . N(8) N 0.1706(2) 1.1141(3) 0.3756(3) 0.0422(7) Uani 1.00 d . . . C(1) C 0.3449(2) 0.3588(4) 0.5774(3) 0.0311(6) Uani 1.00 d . . . C(2) C 0.4326(2) 0.2873(4) 0.6026(4) 0.0337(7) Uani 1.00 d . . . C(3) C 0.5072(2) 0.4009(4) 0.6247(3) 0.0366(7) Uani 1.00 d . . . C(4) C 0.4900(2) 0.5834(4) 0.6202(3) 0.0414(7) Uani 1.00 d . . . C(5) C 0.4006(3) 0.6439(4) 0.5942(4) 0.0426(8) Uani 1.00 d . . . C(6) C 0.2620(2) 0.2395(4) 0.5540(3) 0.0308(6) Uani 1.00 d . . . C(7) C 0.1820(2) 0.3114(4) 0.5237(3) 0.0299(7) Uani 1.00 d . . . C(8) C 0.1042(2) 0.2000(4) 0.5030(3) 0.0299(6) Uani 1.00 d . . . C(9) C 0.1109(2) 0.0176(4) 0.5148(3) 0.0367(7) Uani 1.00 d . . . C(10) C 0.1939(3) -0.0434(4) 0.5446(4) 0.0407(8) Uani 1.00 d . . . C(11) C 0.6034(2) 0.3294(5) 0.6524(3) 0.0442(9) Uani 1.00 d . . . C(12) C 0.0190(2) 0.2726(4) 0.4718(3) 0.0310(6) Uani 1.00 d . . . C(13) C 0.0111(2) 0.4532(4) 0.4486(3) 0.0298(6) Uani 1.00 d . . . C(14) C 0.0981(2) 0.5331(4) 0.4239(4) 0.0287(6) Uani 1.00 d . . . C(15) C 0.0873(2) 0.6972(4) 0.3994(3) 0.0293(6) Uani 1.00 d . . . C(16) C -0.0110(2) 0.7842(4) 0.4007(4) 0.0353(7) Uani 1.00 d . . . C(17) C -0.0958(2) 0.7087(4) 0.4260(4) 0.0381(7) Uani 1.00 d . . . C(18) C -0.0856(2) 0.5425(4) 0.4496(3) 0.0347(7) Uani 1.00 d . . . C(19) C 0.5103(2) 0.8590(4) 0.2721(3) 0.0304(6) Uani 1.00 d . . . C(20) C 0.5983(2) 0.7854(4) 0.2463(4) 0.0339(7) Uani 1.00 d . . . C(21) C 0.6727(2) 0.8985(4) 0.2238(3) 0.0368(7) Uani 1.00 d . . . C(22) C 0.6551(2) 1.0828(5) 0.2279(3) 0.0428(8) Uani 1.00 d . . . C(23) C 0.5672(2) 1.1444(4) 0.2545(4) 0.0415(8) Uani 1.00 d . . . C(24) C 0.4277(2) 0.7419(4) 0.2957(4) 0.0306(6) Uani 1.00 d . . . C(25) C 0.3464(2) 0.8171(4) 0.3242(3) 0.0297(6) Uani 1.00 d . . . C(26) C 0.2643(2) 0.7076(4) 0.3433(3) 0.0297(6) Uani 1.00 d . . . C(27) C 0.2690(2) 0.5271(4) 0.3313(3) 0.0364(7) Uani 1.00 d . . . C(28) C 0.3556(3) 0.4633(4) 0.3041(4) 0.0405(8) Uani 1.00 d . . . C(29) C 0.7680(2) 0.8258(5) 0.1963(3) 0.0497(10) Uani 1.00 d . . . C(30) C 0.1770(2) 0.7856(4) 0.3731(3) 0.0291(6) Uani 1.00 d . . . H(1) H 0.4415 0.1610 0.6048 0.0404 Uiso 1.00 calc . . . H(2) H 0.5388 0.6664 0.6347 0.0496 Uiso 1.00 calc . . . H(3) H 0.3900 0.7698 0.5916 0.0511 Uiso 1.00 calc . . . H(4) H 0.1804 0.4367 0.5170 0.0359 Uiso 1.00 calc . . . H(5) H 0.0588 -0.0637 0.5023 0.0440 Uiso 1.00 calc . . . H(6) H 0.1975 -0.1682 0.5517 0.0489 Uiso 1.00 calc . . . H(7) H 0.6027 0.2020 0.6514 0.0530 Uiso 1.00 calc . . . H(8) H 0.6660 0.3724 0.6362 0.0530 Uiso 1.00 calc . . . H(9) H 0.6021 0.3687 0.6870 0.0530 Uiso 1.00 calc . . . H(10) H 0.1651 0.4743 0.4240 0.0344 Uiso 1.00 calc . . . H(11) H -0.0193 0.8966 0.3839 0.0424 Uiso 1.00 calc . . . H(12) H -0.1617 0.7706 0.4274 0.0457 Uiso 1.00 calc . . . H(13) H -0.1450 0.4899 0.4664 0.0417 Uiso 1.00 calc . . . H(14) H 0.6068 0.6590 0.2443 0.0407 Uiso 1.00 calc . . . H(15) H 0.7029 1.1653 0.2124 0.0513 Uiso 1.00 calc . . . H(16) H 0.5573 1.2703 0.2574 0.0498 Uiso 1.00 calc . . . H(17) H 0.3459 0.9424 0.3309 0.0356 Uiso 1.00 calc . . . H(18) H 0.2137 0.4481 0.3415 0.0437 Uiso 1.00 calc . . . H(19) H 0.3589 0.3379 0.2978 0.0486 Uiso 1.00 calc . . . H(20) H 0.8092 0.7558 0.2194 0.0596 Uiso 1.00 calc . . . H(21) H 0.7455 0.7531 0.1685 0.0596 Uiso 1.00 calc . . . H(22) H 0.8097 0.9225 0.1838 0.0596 Uiso 1.00 calc . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 N(1) 0.036(1) 0.036(1) 0.037(1) 0.000(1) -0.005(1) 0.000(1) N(2) 0.045(1) 0.034(1) 0.034(1) 0.002(1) -0.006(1) 0.003(1) N(3) 0.029(1) 0.040(1) 0.036(1) -0.0019(9) 0.0006(10) 0.005(1) N(4) 0.035(1) 0.051(2) 0.068(2) -0.010(1) -0.004(1) 0.009(2) N(5) 0.034(1) 0.037(1) 0.036(1) -0.001(1) 0.004(1) -0.002(1) N(6) 0.045(1) 0.035(1) 0.034(1) 0.005(1) 0.010(1) 0.002(1) N(7) 0.0267(10) 0.0366(9) 0.030(1) -0.0023(10) 0.0012(9) 0.002(1) N(8) 0.041(1) 0.035(1) 0.050(2) -0.002(1) 0.005(1) 0.004(1) C(1) 0.031(1) 0.037(1) 0.024(1) 0.004(1) 0.0013(10) -0.001(1) C(2) 0.035(1) 0.040(1) 0.027(1) 0.006(1) 0.000(1) 0.005(1) C(3) 0.031(1) 0.052(1) 0.027(1) 0.000(1) 0.001(1) 0.002(1) C(4) 0.036(1) 0.049(1) 0.040(2) -0.007(1) -0.003(1) -0.005(1) C(5) 0.042(2) 0.040(2) 0.045(2) -0.001(1) -0.006(1) -0.001(1) C(6) 0.029(1) 0.038(1) 0.025(1) 0.002(1) 0.0021(10) 0.001(1) C(7) 0.029(1) 0.034(1) 0.026(1) 0.001(1) 0.0016(9) 0.005(1) C(8) 0.030(1) 0.037(1) 0.023(1) -0.001(1) 0.0031(10) 0.003(1) C(9) 0.040(1) 0.035(1) 0.035(1) -0.004(1) -0.002(1) 0.001(1) C(10) 0.051(2) 0.035(1) 0.037(2) 0.000(1) -0.009(1) 0.004(1) C(11) 0.034(1) 0.058(2) 0.040(2) 0.002(1) -0.006(1) 0.002(2) C(12) 0.026(1) 0.036(1) 0.030(1) -0.0017(10) 0.002(1) 0.003(1) C(13) 0.030(1) 0.036(1) 0.023(1) -0.0001(10) -0.0006(10) 0.001(1) C(14) 0.024(1) 0.035(1) 0.027(1) 0.0019(10) -0.0009(10) -0.002(1) C(15) 0.026(1) 0.036(1) 0.026(1) -0.0034(10) -0.002(1) -0.001(1) C(16) 0.031(1) 0.038(1) 0.037(1) 0.000(1) -0.004(1) 0.006(1) C(17) 0.024(1) 0.046(2) 0.045(2) 0.005(1) -0.002(1) 0.007(1) C(18) 0.026(1) 0.046(1) 0.033(1) -0.001(1) 0.001(1) 0.001(1) C(19) 0.030(1) 0.038(1) 0.023(1) -0.003(1) -0.0004(10) -0.002(1) C(20) 0.032(1) 0.042(2) 0.028(1) 0.001(1) 0.001(1) 0.000(1) C(21) 0.027(1) 0.056(1) 0.027(1) -0.001(1) 0.000(1) -0.001(1) C(22) 0.035(1) 0.055(2) 0.038(2) -0.012(1) 0.005(1) 0.001(2) C(23) 0.040(2) 0.040(2) 0.045(2) -0.007(1) 0.004(1) 0.002(1) C(24) 0.030(1) 0.036(1) 0.026(1) 0.000(1) -0.0007(10) 0.000(1) C(25) 0.031(1) 0.031(1) 0.027(1) -0.001(1) -0.0007(10) 0.000(1) C(26) 0.031(1) 0.035(1) 0.024(1) -0.002(1) 0.0006(10) 0.004(1) C(27) 0.046(2) 0.032(1) 0.031(1) -0.007(1) 0.008(1) 0.003(1) C(28) 0.056(2) 0.029(1) 0.037(2) -0.002(1) 0.011(1) -0.002(1) C(29) 0.030(1) 0.081(3) 0.039(2) 0.000(2) 0.008(1) 0.000(2) C(30) 0.028(1) 0.032(1) 0.028(1) -0.003(1) -0.0020(10) 0.000(1) #------------------------------------------------------------------------------ _computing_data_collection 'PROCESS' _computing_cell_refinement 'PROCESS' _computing_data_reduction 'teXsan Ver. 1.10' _computing_structure_solution SIR97 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.10' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag N(1) C(1) 1.345(4) . . yes N(1) C(5) 1.331(7) . . yes N(2) C(6) 1.347(4) . . yes N(2) C(10) 1.345(6) . . yes N(3) N(4) 1.124(4) . . yes N(3) C(12) 1.321(4) . . yes N(5) C(19) 1.341(4) . . yes N(5) C(23) 1.335(7) . . yes N(6) C(24) 1.349(4) . . yes N(6) C(28) 1.338(6) . . yes N(7) N(8) 1.125(3) . . yes N(7) C(30) 1.327(4) . . yes C(1) C(2) 1.392(7) . . yes C(1) C(6) 1.500(6) . . yes C(2) C(3) 1.388(7) . . yes C(3) C(4) 1.383(5) . . yes C(3) C(11) 1.507(7) . . yes C(4) C(5) 1.389(7) . . yes C(6) C(7) 1.387(8) . . yes C(7) C(8) 1.393(6) . . yes C(8) C(9) 1.396(5) . . yes C(8) C(12) 1.451(8) . . yes C(9) C(10) 1.380(8) . . yes C(12) C(13) 1.479(6) . . yes C(13) C(14) 1.403(7) . . yes C(13) C(18) 1.387(4) . . yes C(14) C(15) 1.387(7) . . yes C(15) C(16) 1.397(4) . . yes C(15) C(30) 1.477(7) . . yes C(16) C(17) 1.376(7) . . yes C(17) C(18) 1.389(7) . . yes C(19) C(20) 1.407(7) . . yes C(19) C(24) 1.490(6) . . yes C(20) C(21) 1.390(7) . . yes C(21) C(22) 1.395(5) . . yes C(21) C(29) 1.498(7) . . yes C(22) C(23) 1.384(8) . . yes C(24) C(25) 1.385(8) . . yes C(25) C(26) 1.408(6) . . yes C(26) C(27) 1.383(5) . . yes C(26) C(30) 1.464(7) . . yes C(27) C(28) 1.384(8) . . yes #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(1) N(1) C(5) 116.9(5) . 1_555 1_555 yes C(6) N(2) C(10) 116.5(5) . 1_555 1_555 yes N(4) N(3) C(12) 176.2(6) . 1_555 1_555 yes C(19) N(5) C(23) 117.7(5) . 1_555 1_555 yes C(24) N(6) C(28) 115.9(5) . 1_555 1_555 yes N(8) N(7) C(30) 178(1) . 1_555 1_555 yes N(1) C(1) C(2) 122.6(4) . 1_555 1_555 yes N(1) C(1) C(6) 116.3(4) . 1_555 1_555 yes C(2) C(1) C(6) 121.1(3) . 1_555 1_555 yes C(1) C(2) C(3) 119.9(3) . 1_555 1_555 yes C(2) C(3) C(4) 117.4(4) . 1_555 1_555 yes C(2) C(3) C(11) 121.7(3) . 1_555 1_555 yes C(4) C(3) C(11) 120.9(4) . 1_555 1_555 yes C(3) C(4) C(5) 119.2(4) . 1_555 1_555 yes N(1) C(5) C(4) 124.1(3) . 1_555 1_555 yes N(2) C(6) C(1) 116.5(5) . 1_555 1_555 yes N(2) C(6) C(7) 123.1(4) . 1_555 1_555 yes C(1) C(6) C(7) 120.5(3) . 1_555 1_555 yes C(6) C(7) C(8) 120.0(3) . 1_555 1_555 yes C(7) C(8) C(9) 117.0(5) . 1_555 1_555 yes C(7) C(8) C(12) 120.9(3) . 1_555 1_555 yes C(9) C(8) C(12) 122.1(4) . 1_555 1_555 yes C(8) C(9) C(10) 119.4(4) . 1_555 1_555 yes N(2) C(10) C(9) 124.0(4) . 1_555 1_555 yes N(3) C(12) C(8) 118.3(4) . 1_555 1_555 yes N(3) C(12) C(13) 113.2(4) . 1_555 1_555 yes C(8) C(12) C(13) 128.2(3) . 1_555 1_555 yes C(12) C(13) C(14) 121.4(3) . 1_555 1_555 yes C(12) C(13) C(18) 119.2(4) . 1_555 1_555 yes C(14) C(13) C(18) 119.3(4) . 1_555 1_555 yes C(13) C(14) C(15) 120.6(3) . 1_555 1_555 yes C(14) C(15) C(16) 119.0(4) . 1_555 1_555 yes C(14) C(15) C(30) 122.2(3) . 1_555 1_555 yes C(16) C(15) C(30) 118.8(4) . 1_555 1_555 yes C(15) C(16) C(17) 120.6(4) . 1_555 1_555 yes C(16) C(17) C(18) 120.4(3) . 1_555 1_555 yes C(13) C(18) C(17) 120.1(4) . 1_555 1_555 yes N(5) C(19) C(20) 122.2(4) . 1_555 1_555 yes N(5) C(19) C(24) 116.7(4) . 1_555 1_555 yes C(20) C(19) C(24) 121.2(3) . 1_555 1_555 yes C(19) C(20) C(21) 119.7(3) . 1_555 1_555 yes C(20) C(21) C(22) 117.3(4) . 1_555 1_555 yes C(20) C(21) C(29) 121.4(3) . 1_555 1_555 yes C(22) C(21) C(29) 121.3(4) . 1_555 1_555 yes C(21) C(22) C(23) 119.4(4) . 1_555 1_555 yes N(5) C(23) C(22) 123.7(3) . 1_555 1_555 yes N(6) C(24) C(19) 116.8(5) . 1_555 1_555 yes N(6) C(24) C(25) 123.2(4) . 1_555 1_555 yes C(19) C(24) C(25) 120.0(3) . 1_555 1_555 yes C(24) C(25) C(26) 119.9(3) . 1_555 1_555 yes C(25) C(26) C(27) 116.9(5) . 1_555 1_555 yes C(25) C(26) C(30) 120.5(3) . 1_555 1_555 yes C(27) C(26) C(30) 122.6(4) . 1_555 1_555 yes C(26) C(27) C(28) 119.0(4) . 1_555 1_555 yes N(6) C(28) C(27) 125.0(3) . 1_555 1_555 yes N(7) C(30) C(15) 114.3(4) . 1_555 1_555 yes N(7) C(30) C(26) 115.6(4) . 1_555 1_555 yes C(15) C(30) C(26) 129.9(3) . 1_555 1_555 yes #------------------------------------------------------------------------------ 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 N(1) C(1) C(2) C(3) 0(1) 1_555 1_555 1_555 1_555 yes N(1) C(1) C(6) N(2) -171.6(7) 1_555 1_555 1_555 1_555 yes N(1) C(1) C(6) C(7) 8(1) 1_555 1_555 1_555 1_555 yes N(1) C(5) C(4) C(3) 0(1) 1_555 1_555 1_555 1_555 yes N(2) C(6) C(1) C(2) 7(1) 1_555 1_555 1_555 1_555 yes N(2) C(6) C(7) C(8) 1(1) 1_555 1_555 1_555 1_555 yes N(2) C(10) C(9) C(8) 0(1) 1_555 1_555 1_555 1_555 yes N(3) C(12) C(8) C(7) -160.6(7) 1_555 1_555 1_555 1_555 yes N(3) C(12) C(8) C(9) 17(1) 1_555 1_555 1_555 1_555 yes N(3) C(12) C(13) C(14) -141.9(8) 1_555 1_555 1_555 1_555 yes N(3) C(12) C(13) C(18) 35(1) 1_555 1_555 1_555 1_555 yes N(4) N(3) C(12) C(8) 179(12) 1_555 1_555 1_555 1_555 yes N(4) N(3) C(12) C(13) 4(13) 1_555 1_555 1_555 1_555 yes N(5) C(19) C(20) C(21) 0(1) 1_555 1_555 1_555 1_555 yes N(5) C(19) C(24) N(6) 171.9(7) 1_555 1_555 1_555 1_555 yes N(5) C(19) C(24) C(25) -5(1) 1_555 1_555 1_555 1_555 yes N(5) C(23) C(22) C(21) -1(1) 1_555 1_555 1_555 1_555 yes N(6) C(24) C(19) C(20) -7(1) 1_555 1_555 1_555 1_555 yes N(6) C(24) C(25) C(26) -2(1) 1_555 1_555 1_555 1_555 yes N(6) C(28) C(27) C(26) -3(1) 1_555 1_555 1_555 1_555 yes N(7) C(30) C(15) C(14) -148.3(8) 1_555 1_555 1_555 1_555 yes N(7) C(30) C(15) C(16) 29(1) 1_555 1_555 1_555 1_555 yes N(7) C(30) C(26) C(25) 9(1) 1_555 1_555 1_555 1_555 yes N(7) C(30) C(26) C(27) -168.7(7) 1_555 1_555 1_555 1_555 yes N(8) N(7) C(30) C(15) 60(15) 1_555 1_555 1_555 1_555 yes N(8) N(7) C(30) C(26) -123(15) 1_555 1_555 1_555 1_555 yes C(1) N(1) C(5) C(4) 0(1) 1_555 1_555 1_555 1_555 yes C(1) C(2) C(3) C(4) 0(1) 1_555 1_555 1_555 1_555 yes C(1) C(2) C(3) C(11) -180.0(7) 1_555 1_555 1_555 1_555 yes C(1) C(6) N(2) C(10) 177.9(7) 1_555 1_555 1_555 1_555 yes C(1) C(6) C(7) C(8) -178.6(7) 1_555 1_555 1_555 1_555 yes C(2) C(1) N(1) C(5) 0(1) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(6) C(7) -172.2(7) 1_555 1_555 1_555 1_555 yes C(2) C(3) C(4) C(5) 0(1) 1_555 1_555 1_555 1_555 yes C(3) C(2) C(1) C(6) -179.0(7) 1_555 1_555 1_555 1_555 yes C(5) N(1) C(1) C(6) 178.7(7) 1_555 1_555 1_555 1_555 yes C(5) C(4) C(3) C(11) 179.8(7) 1_555 1_555 1_555 1_555 yes C(6) N(2) C(10) C(9) 0(1) 1_555 1_555 1_555 1_555 yes C(6) C(7) C(8) C(9) 0(1) 1_555 1_555 1_555 1_555 yes C(6) C(7) C(8) C(12) 179.2(7) 1_555 1_555 1_555 1_555 yes C(7) C(6) N(2) C(10) -1(1) 1_555 1_555 1_555 1_555 yes C(7) C(8) C(9) C(10) -1(1) 1_555 1_555 1_555 1_555 yes C(7) C(8) C(12) C(13) 13(1) 1_555 1_555 1_555 1_555 yes C(8) C(12) C(13) C(14) 43(1) 1_555 1_555 1_555 1_555 yes C(8) C(12) C(13) C(18) -138.7(8) 1_555 1_555 1_555 1_555 yes C(9) C(8) C(12) C(13) -168.1(7) 1_555 1_555 1_555 1_555 yes C(10) C(9) C(8) C(12) 179.9(7) 1_555 1_555 1_555 1_555 yes C(12) C(13) C(14) C(15) 175.6(7) 1_555 1_555 1_555 1_555 yes C(12) C(13) C(18) C(17) -177.2(7) 1_555 1_555 1_555 1_555 yes C(13) C(14) C(15) C(16) 1(1) 1_555 1_555 1_555 1_555 yes C(13) C(14) C(15) C(30) 179.8(7) 1_555 1_555 1_555 1_555 yes C(13) C(18) C(17) C(16) 1(1) 1_555 1_555 1_555 1_555 yes C(14) C(13) C(18) C(17) 0(1) 1_555 1_555 1_555 1_555 yes C(14) C(15) C(16) C(17) 0(1) 1_555 1_555 1_555 1_555 yes C(14) C(15) C(30) C(26) 36(1) 1_555 1_555 1_555 1_555 yes C(15) C(14) C(13) C(18) -1(1) 1_555 1_555 1_555 1_555 yes C(15) C(16) C(17) C(18) -1(1) 1_555 1_555 1_555 1_555 yes C(15) C(30) C(26) C(25) -175.7(8) 1_555 1_555 1_555 1_555 yes C(15) C(30) C(26) C(27) 6(1) 1_555 1_555 1_555 1_555 yes C(16) C(15) C(30) C(26) -145.3(8) 1_555 1_555 1_555 1_555 yes C(17) C(16) C(15) C(30) -178.2(7) 1_555 1_555 1_555 1_555 yes C(19) N(5) C(23) C(22) 0(1) 1_555 1_555 1_555 1_555 yes C(19) C(20) C(21) C(22) 0(1) 1_555 1_555 1_555 1_555 yes C(19) C(20) C(21) C(29) 179.5(7) 1_555 1_555 1_555 1_555 yes C(19) C(24) N(6) C(28) -174.9(7) 1_555 1_555 1_555 1_555 yes C(19) C(24) C(25) C(26) 175.5(7) 1_555 1_555 1_555 1_555 yes C(20) C(19) N(5) C(23) 0(1) 1_555 1_555 1_555 1_555 yes C(20) C(19) C(24) C(25) 175.0(7) 1_555 1_555 1_555 1_555 yes C(20) C(21) C(22) C(23) 1(1) 1_555 1_555 1_555 1_555 yes C(21) C(20) C(19) C(24) 178.6(7) 1_555 1_555 1_555 1_555 yes C(23) N(5) C(19) C(24) -178.4(7) 1_555 1_555 1_555 1_555 yes C(23) C(22) C(21) C(29) -178.6(7) 1_555 1_555 1_555 1_555 yes C(24) N(6) C(28) C(27) 0(1) 1_555 1_555 1_555 1_555 yes C(24) C(25) C(26) C(27) -1(1) 1_555 1_555 1_555 1_555 yes C(24) C(25) C(26) C(30) -179.3(7) 1_555 1_555 1_555 1_555 yes C(25) C(24) N(6) C(28) 2(1) 1_555 1_555 1_555 1_555 yes C(25) C(26) C(27) C(28) 3(1) 1_555 1_555 1_555 1_555 yes C(28) C(27) C(26) C(30) -178.4(7) 1_555 1_555 1_555 1_555 yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag N(1) C(18) 3.44(1) . 4_565 ? N(2) N(4) 3.19(1) . 4_555 ? N(2) C(29) 3.58(1) . 2_665 ? N(3) C(16) 3.447(7) . 1_545 ? N(4) C(10) 3.06(1) . 4_455 ? N(4) C(17) 3.101(5) . 1_545 ? N(4) N(7) 3.222(9) . 4_465 ? N(4) C(16) 3.263(7) . 1_545 ? N(4) C(30) 3.285(9) . 4_465 ? N(4) C(9) 3.524(7) . 4_455 ? N(4) C(26) 3.53(1) . 4_465 ? N(4) N(8) 3.564(9) . 4_465 ? N(4) C(25) 3.56(1) . 4_465 ? N(5) N(7) 3.390(10) . 4_575 ? N(5) C(16) 3.51(1) . 4_575 ? N(5) N(8) 3.578(10) . 4_575 ? N(7) C(23) 3.49(1) . 4_475 ? N(8) C(12) 3.365(10) . 1_565 ? N(8) C(19) 3.37(1) . 4_475 ? N(8) C(17) 3.481(6) . 4_575 ? N(8) C(8) 3.48(1) . 1_565 ? N(8) C(14) 3.489(6) . 1_565 ? N(8) C(27) 3.514(6) . 1_565 ? N(8) C(20) 3.57(1) . 4_475 ? C(1) C(18) 3.52(1) . 4_565 ? C(4) C(7) 3.576(9) . 4_565 ? C(5) C(12) 3.58(1) . 4_565 ? C(16) C(28) 3.545(10) . 4_465 ? C(17) C(27) 3.476(10) . 4_465 ? C(17) C(28) 3.48(1) . 4_465 ? C(22) C(25) 3.559(9) . 4_575 ? C(23) C(30) 3.43(1) . 4_575 ? C(23) C(26) 3.568(9) . 4_575 ? #------------------------------------------------------------------------------ # SUBMISSION DETAILS _publ_contact_author_name ' Hiroshi, Morikawa' _publ_contact_author_address ; Graduate School of Pharmaceutical Sciences, Kyushu University Maidashi, Higashi-ku Fukuoka 812-8582 Japan ; _publ_contact_author_email ' mori@yakukaws.phar.kyushu-u.ac.jp ' _publ_contact_author_fax ' +81-92-642-6590 ' _publ_contact_author_phone ' +81-92-642-6592 ' _publ_contact_letter ; J. Mater. Chem ; _publ_requested_journal ' J. Mater. Chem ' _publ_requested_category ' CHOOSE FI FM FO CI CM CO or AD' _publ_requested_coeditor_name ? #------------------------------------------------------------------------------ # TITLE AND AUTHOR LIST _publ_section_title ; 2,2`-bipyridines carrying diazo moiety and their complexes with bis(hexafluoroacetylacetonato)copper: synthesis, strucures, electronic and magnetic properties of their photoproducts in frozen solutions ; _publ_section_abstract ; 2,2`-bipyridines carrying diazo moiety and their complexes with bis(hexafluoroacetylacetonato)copper,synthesis, strucures, electronic and magnetic properties of their photoproducts in frozen solutions ; _publ_section_acknowledgements ; This work was supported by Grat-in-Aids for COE Research (design and Control of Advanced Molecular Assembly Systems, 08CE2005) for the Ministry of Education, Scinece, Sports and Culture, Japan. ; _publ_section_references ; Molecular Structure Corporation, Rigaku Corporation. (1999). teXsan. Single Crystal Structure Analysis Software. Version 1.10. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. Rigaku, 3-9-12 Akishima, Tokyo, Japan. Zachariasen, W. H. (1967). Acta Cryst. 23, 558-564. ; data_3 #------------------------------------------------------------------------------ _audit_creation_date 'Thu Sep 7 21:52:04 2000' _audit_creation_method 'by teXsan' _audit_update_record ? #------------------------------------------------------------------------------ # PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_coeditor_code ? #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C21 H14 N6 ' _chemical_formula_moiety 'C21 H14 N6 ' _chemical_formula_weight 350.38 _chemical_melting_point ? #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'p_b_c_n' _symmetry_Int_Tables_number 60 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,1/2-y,1/2+z 1/2+x,1/2-y,-z -x,y,1/2-z -x,-y,-z 1/2+x,1/2+y,1/2-z 1/2-x,1/2+y,z x,-y,1/2+z _cell_length_a 6.5760(3) _cell_length_b 12.5789(7) _cell_length_c 20.624(1) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1706.0(4) _cell_formula_units_Z 4 _cell_measurement_reflns_used 11594 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 27.5 _cell_measurement_temperature 173.2 #------------------------------------------------------------------------------ _exptl_crystal_description 'platelet' _exptl_crystal_colour 'orange' _exptl_crystal_size_max 0.100 _exptl_crystal_size_mid 0.100 _exptl_crystal_size_min 0.020 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.364 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.086 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(Higashi, 1995)' _exptl_absorpt_correction_T_min 0.664 _exptl_absorpt_correction_T_max 0.998 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID Imaging Plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 14447 _diffrn_reflns_av_R_equivalents 0.095 _diffrn_reflns_theta_max 27.46 _diffrn_measured_fraction_theta_max 0.9990 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.9990 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 26 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 0.5 sigma(F^2^). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 1966 _reflns_number_gt 672 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0374 _refine_ls_wR_factor_ref 0.0535 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 1204 _refine_ls_number_parameters 125 _refine_ls_goodness_of_fit_ref 0.704 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00090|Fo|^2^]' _refine_ls_shift/su_max 0.0001 _refine_diff_density_max 0.22 _refine_diff_density_min -0.22 _refine_ls_extinction_method 'Zachariasen(1967) type 2 Gaussian isotropic' _refine_ls_extinction_coef 0.015(2) _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'H' 'H' 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; 'N' 'N' 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N(1) N 1.1438(4) 0.2344(2) 0.6246(1) 0.0373(7) Uani 1.00 d . . . N(2) N 0.8731(4) -0.0131(2) 0.6062(1) 0.0325(7) Uani 1.00 d . . . N(3) N 0.5000 0.2407(3) 0.7500 0.037(1) Uani 1.00 d S . . N(4) N 0.5000 0.3313(3) 0.7500 0.058(1) Uani 1.00 d S . . C(1) C 1.1047(5) 0.1351(2) 0.6026(1) 0.0284(8) Uani 1.00 d . . . C(2) C 1.2270(5) 0.0849(2) 0.5575(1) 0.0330(8) Uani 1.00 d . . . C(3) C 1.3983(4) 0.1364(3) 0.5348(2) 0.0389(9) Uani 1.00 d . . . C(4) C 1.4394(4) 0.2374(3) 0.5562(2) 0.0399(9) Uani 1.00 d . . . C(5) C 1.3088(5) 0.2832(2) 0.6007(2) 0.0406(9) Uani 1.00 d . . . C(6) C 0.9196(4) 0.0841(2) 0.6299(1) 0.0277(8) Uani 1.00 d . . . C(7) C 0.8029(4) 0.1339(2) 0.6775(1) 0.0298(8) Uani 1.00 d . . . C(8) C 0.6307(5) 0.0840(2) 0.7019(1) 0.0283(8) Uani 1.00 d . . . C(9) C 0.5834(4) -0.0168(2) 0.6778(1) 0.0296(8) Uani 1.00 d . . . C(10) C 0.7076(5) -0.0604(2) 0.6310(1) 0.0331(8) Uani 1.00 d . . . C(11) C 0.5000 0.1357(3) 0.7500 0.031(1) Uani 1.00 d S . . H(1) H 1.1936 0.0158 0.5424 0.0394 Uiso 1.00 calc . . . H(2) H 1.4864 0.1025 0.5047 0.0466 Uiso 1.00 calc . . . H(3) H 1.5545 0.2751 0.5408 0.0484 Uiso 1.00 calc . . . H(4) H 1.3374 0.3532 0.6150 0.0485 Uiso 1.00 calc . . . H(5) H 0.8415 0.2020 0.6929 0.0362 Uiso 1.00 calc . . . H(6) H 0.4679 -0.0545 0.6930 0.0367 Uiso 1.00 calc . . . H(7) H 0.6737 -0.1289 0.6150 0.0399 Uiso 1.00 calc . . . C(8*) C 0.3693(5) 0.0840(2) 0.7981(1) 0.0283(8) Uani 1.00 d . . . C(7*) C 0.1971(4) 0.1339(2) 0.8225(1) 0.0298(8) Uani 1.00 d . . . C(9*) C 0.4166(4) -0.0168(2) 0.8222(1) 0.0296(8) Uani 1.00 d . . . C(6*) C 0.0804(4) 0.0841(2) 0.8701(1) 0.0277(8) Uani 1.00 d . . . H(5*) H 0.1585 0.2020 0.8071 0.0362 Uiso 1.00 calc . . . C(10*) C 0.2924(5) -0.0604(2) 0.8690(1) 0.0331(8) Uani 1.00 d . . . H(6*) H 0.5321 -0.0545 0.8070 0.0367 Uiso 1.00 calc . . . N(2*) N 0.1269(4) -0.0131(2) 0.8938(1) 0.0325(7) Uani 1.00 d . . . C(1*) C -0.1047(5) 0.1351(2) 0.8974(1) 0.0284(8) Uani 1.00 d . . . H(7*) H 0.3263 -0.1289 0.8850 0.0399 Uiso 1.00 calc . . . N(1*) N -0.1438(4) 0.2344(2) 0.8754(1) 0.0373(7) Uani 1.00 d . . . C(2*) C -0.2270(5) 0.0849(2) 0.9425(1) 0.0330(8) Uani 1.00 d . . . C(5*) C -0.3088(5) 0.2832(2) 0.8993(2) 0.0406(9) Uani 1.00 d . . . C(3*) C -0.3983(4) 0.1364(3) 0.9652(2) 0.0389(9) Uani 1.00 d . . . H(1*) H -0.1936 0.0158 0.9576 0.0394 Uiso 1.00 calc . . . C(4*) C -0.4394(4) 0.2374(3) 0.9438(2) 0.0399(9) Uani 1.00 d . . . H(4*) H -0.3374 0.3532 0.8850 0.0485 Uiso 1.00 calc . . . H(2*) H -0.4864 0.1025 0.9953 0.0466 Uiso 1.00 calc . . . H(3*) H -0.5545 0.2751 0.9592 0.0484 Uiso 1.00 calc . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 N(1) 0.035(1) 0.031(1) 0.046(2) -0.006(1) 0.003(1) 0.004(1) N(2) 0.034(1) 0.028(1) 0.036(2) -0.001(1) 0.003(1) -0.001(1) N(3) 0.043(2) 0.036(2) 0.032(2) 0.0000 0.017(2) 0.0000 N(4) 0.088(4) 0.035(2) 0.050(3) 0.0000 0.033(3) 0.0000 C(1) 0.030(2) 0.026(1) 0.030(2) 0.002(1) -0.001(2) 0.006(1) C(2) 0.031(2) 0.033(2) 0.035(2) 0.004(2) 0.002(2) 0.001(2) C(3) 0.027(2) 0.056(2) 0.034(2) 0.003(2) 0.006(2) 0.005(2) C(4) 0.031(2) 0.049(2) 0.040(2) -0.005(2) 0.002(2) 0.012(2) C(5) 0.040(2) 0.033(2) 0.049(2) -0.009(2) 0.002(2) 0.000(2) C(6) 0.028(2) 0.027(1) 0.028(2) 0.003(1) 0.001(1) 0.003(1) C(7) 0.032(2) 0.025(1) 0.032(2) 0.001(2) 0.000(2) -0.001(1) C(8) 0.031(2) 0.028(1) 0.027(2) 0.001(2) 0.000(1) 0.004(1) C(9) 0.029(2) 0.032(2) 0.028(2) -0.004(1) 0.001(1) 0.002(1) C(10) 0.041(2) 0.026(2) 0.032(2) -0.005(2) 0.000(2) -0.005(1) C(11) 0.036(2) 0.027(2) 0.031(2) 0.0000 0.003(2) 0.0000 C(8*) 0.031(2) 0.028(1) 0.027(2) -0.001(2) 0.000(1) -0.004(1) C(7*) 0.032(2) 0.025(1) 0.032(2) -0.001(2) 0.000(2) 0.001(1) C(9*) 0.029(2) 0.032(2) 0.028(2) 0.004(1) 0.001(1) -0.002(1) C(6*) 0.028(2) 0.027(1) 0.028(2) -0.003(1) 0.001(1) -0.003(1) C(10*) 0.041(2) 0.026(2) 0.032(2) 0.005(2) 0.000(2) 0.005(1) N(2*) 0.034(1) 0.028(1) 0.036(2) 0.001(1) 0.003(1) 0.001(1) C(1*) 0.030(2) 0.026(1) 0.030(2) -0.002(1) -0.001(2) -0.006(1) N(1*) 0.035(1) 0.031(1) 0.046(2) 0.006(1) 0.003(1) -0.004(1) C(2*) 0.031(2) 0.033(2) 0.035(2) -0.004(2) 0.002(2) -0.001(2) C(5*) 0.040(2) 0.033(2) 0.049(2) 0.009(2) 0.002(2) 0.000(2) C(3*) 0.027(2) 0.056(2) 0.034(2) -0.003(2) 0.006(2) -0.005(2) C(4*) 0.031(2) 0.049(2) 0.040(2) 0.005(2) 0.002(2) -0.012(2) #------------------------------------------------------------------------------ _computing_data_collection 'PROCESS-AUTO' _computing_cell_refinement 'PROCESS-AUTO' _computing_data_reduction 'teXsan Ver. 1.10' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.10' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag N(1) C(1) 1.354(4) . . yes N(1) C(5) 1.340(4) . . yes N(2) C(6) 1.352(4) . . yes N(2) C(10) 1.342(4) . . yes N(3) N(4) 1.139(5) . . yes N(3) C(11) 1.321(5) . . yes C(1) C(2) 1.381(4) . . yes C(1) C(6) 1.486(4) . . yes C(2) C(3) 1.382(4) . . yes C(3) C(4) 1.372(5) . . yes C(4) C(5) 1.383(4) . . yes C(6) C(7) 1.395(4) . . yes C(7) C(8) 1.390(4) . . yes C(8) C(9) 1.398(4) . . yes C(8) C(11) 1.464(3) . . yes C(9) C(10) 1.378(4) . . yes #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(1) N(1) C(5) 116.9(3) . 1_555 1_555 yes C(6) N(2) C(10) 116.5(3) . 1_555 1_555 yes N(4) N(3) C(11) 180.0000(1) . 1_555 1_555 yes N(1) C(1) C(2) 122.4(3) . 1_555 1_555 yes N(1) C(1) C(6) 115.2(3) . 1_555 1_555 yes C(2) C(1) C(6) 122.3(3) . 1_555 1_555 yes C(1) C(2) C(3) 119.3(3) . 1_555 1_555 yes C(2) C(3) C(4) 119.1(3) . 1_555 1_555 yes C(3) C(4) C(5) 118.5(3) . 1_555 1_555 yes N(1) C(5) C(4) 123.8(3) . 1_555 1_555 yes N(2) C(6) C(1) 116.0(3) . 1_555 1_555 yes N(2) C(6) C(7) 122.5(3) . 1_555 1_555 yes C(1) C(6) C(7) 121.6(3) . 1_555 1_555 yes C(6) C(7) C(8) 120.1(3) . 1_555 1_555 yes C(7) C(8) C(9) 117.5(3) . 1_555 1_555 yes C(7) C(8) C(11) 121.6(3) . 1_555 1_555 yes C(9) C(8) C(11) 120.9(3) . 1_555 1_555 yes C(8) C(9) C(10) 118.6(3) . 1_555 1_555 yes N(2) C(10) C(9) 124.9(3) . 1_555 1_555 yes N(3) C(11) C(8) 116.4(2) . 1_555 1_555 yes N(3) C(11) C(8) 116.4(2) . 1_555 4_656 yes C(8) C(11) C(8) 127.3(4) . 1_555 4_656 yes #------------------------------------------------------------------------------ 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 N(1) C(1) C(2) C(3) 1.4(5) 1_555 1_555 1_555 1_555 yes N(1) C(1) C(6) N(2) 177.0(3) 1_555 1_555 1_555 1_555 yes N(1) C(1) C(6) C(7) -3.4(4) 1_555 1_555 1_555 1_555 yes N(1) C(5) C(4) C(3) 0.3(5) 1_555 1_555 1_555 1_555 yes N(2) C(6) C(1) C(2) -2.4(4) 1_555 1_555 1_555 1_555 yes N(2) C(6) C(7) C(8) -0.5(4) 1_555 1_555 1_555 1_555 yes N(2) C(10) C(9) C(8) 0.0(5) 1_555 1_555 1_555 1_555 yes N(3) C(11) C(8) C(7) 26.3(3) 1_555 1_555 1_555 1_555 yes N(3) C(11) C(8) C(9) -152.1(2) 1_555 1_555 1_555 1_555 yes N(3) C(11) C(8) C(7) 26.3(3) 1_555 1_555 4_656 4_656 yes N(3) C(11) C(8) C(9) -152.1(2) 1_555 1_555 4_656 4_656 yes C(1) N(1) C(5) C(4) -0.8(5) 1_555 1_555 1_555 1_555 yes C(1) C(2) C(3) C(4) -1.9(4) 1_555 1_555 1_555 1_555 yes C(1) C(6) N(2) C(10) 179.3(2) 1_555 1_555 1_555 1_555 yes C(1) C(6) C(7) C(8) 180.0(3) 1_555 1_555 1_555 1_555 yes C(2) C(1) N(1) C(5) -0.1(4) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(6) C(7) 177.1(3) 1_555 1_555 1_555 1_555 yes C(2) C(3) C(4) C(5) 1.0(5) 1_555 1_555 1_555 1_555 yes C(3) C(2) C(1) C(6) -179.1(3) 1_555 1_555 1_555 1_555 yes C(5) N(1) C(1) C(6) -179.6(3) 1_555 1_555 1_555 1_555 yes C(6) N(2) C(10) C(9) 0.5(4) 1_555 1_555 1_555 1_555 yes C(6) C(7) C(8) C(9) 1.0(4) 1_555 1_555 1_555 1_555 yes C(6) C(7) C(8) C(11) -177.5(3) 1_555 1_555 1_555 1_555 yes C(7) C(6) N(2) C(10) -0.2(4) 1_555 1_555 1_555 1_555 yes C(7) C(8) C(9) C(10) -0.7(4) 1_555 1_555 1_555 1_555 yes C(7) C(8) C(11) C(8) -153.7(3) 1_555 1_555 1_555 4_656 yes C(8) C(11) C(8) C(9) 27.9(2) 1_555 1_555 4_656 4_656 yes C(10) C(9) C(8) C(11) 177.8(2) 1_555 1_555 1_555 1_555 yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag N(1) C(10) 3.467(4) . 7_655 ? N(1) N(3) 3.490(3) . 1_655 ? N(2) C(5) 3.309(4) . 7_745 ? N(2) C(4) 3.525(4) . 7_745 ? N(2) C(2) 3.556(4) . 5_756 ? N(3) C(7) 2.830(3) . 4_656 ? N(3) C(5) 3.369(3) . 1_455 ? N(3) C(5) 3.369(3) . 4_756 ? N(4) C(8) 3.375(5) . 4_656 ? N(4) C(5) 3.381(3) . 1_455 ? N(4) C(5) 3.381(3) . 4_756 ? N(4) C(10) 3.404(3) . 6_456 ? N(4) C(10) 3.404(3) . 7_655 ? N(4) C(7) 3.517(4) . 4_656 ? C(8) C(8) 2.624(6) . 4_656 ? C(8) C(9) 3.122(4) . 4_656 ? C(9) C(9) 3.175(6) . 4_656 ? #------------------------------------------------------------------------------ # SUBMISSION DETAILS _publ_contact_author_name ' Hiroshi, Morikawa' _publ_contact_author_address ; Graduate School of Pharmaceutical Sciences, Kyushu University Maidashi, Higashi-ku Fukuoka 812-8582 Japan ; _publ_contact_author_email ' mori@yakukaws.phar.kyushu-u.ac.jp ' _publ_contact_author_fax ' +81-92-642-6590 ' _publ_contact_author_phone ' +81-92-642-6592 ' _publ_contact_letter ; J. Mater. Chem ; _publ_requested_journal ' J. Mater. Chem ' _publ_requested_category ' CHOOSE FI FM FO CI CM CO or AD' _publ_requested_coeditor_name ? #------------------------------------------------------------------------------ # TITLE AND AUTHOR LIST _publ_section_title ; 2,2`-bipyridines carrying diazo moiety and their complexes with bis(hexafluoroacetylacetonato)copper: synthesis, strucures, electronic and magnetic properties of their photoproducts in frozen solutions ; _publ_section_abstract ; 2,2`-bipyridines carrying diazo moiety and their complexes with bis(hexafluoroacetylacetonato)copper,synthesis, strucures, electronic and magnetic properties of their photoproducts in frozen solutions ; _publ_section_acknowledgements ; This work was supported by Grat-in-Aids for COE Research (design and Control of Advanced Molecular Assembly Systems, 08CE2005) for the Ministry of Education, Scinece, Sports and Culture, Japan. ; _publ_section_references ; Molecular Structure Corporation, Rigaku Corporation. (1999). teXsan. Single Crystal Structure Analysis Software. Version 1.10. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. Rigaku, 3-9-12 Akishima, Tokyo, Japan. Zachariasen, W. H. (1967). Acta Cryst. 23, 558-564. ; data_PB4D110920 #--------------------------------------------------------------------------- _audit_creation_date 'Fri Sep 8 19:48:47 2000' _audit_creation_method 'by teXsan' _audit_update_record ? #------------------------------------------------------------------------------ # PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_coeditor_code ? #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C17 H12 N4 ' _chemical_formula_moiety 'C17 H12 N4 ' _chemical_formula_weight 272.31 _chemical_melting_point ? #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,1/2+y,1/2-z -x,-y,-z 1/2+x,1/2-y,1/2+z _cell_length_a 11.518(2) _cell_length_b 6.492(1) _cell_length_c 18.766(2) _cell_angle_alpha 90 _cell_angle_beta 97.041(5) _cell_angle_gamma 90 _cell_volume 1392.7(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_measurement_temperature 296.2 #------------------------------------------------------------------------------ _exptl_crystal_description 'needle' _exptl_crystal_colour 'red' _exptl_crystal_size_max 0.700 _exptl_crystal_size_mid 0.500 _exptl_crystal_size_min 0.200 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.299 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(Higashi, 1995)' _exptl_absorpt_correction_T_min 0.817 _exptl_absorpt_correction_T_max 0.984 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID Imaging Plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 3194 _diffrn_reflns_av_R_equivalents 0.019 _diffrn_reflns_theta_max 27.48 _diffrn_measured_fraction_theta_max 0.9994 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.9994 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 2.0 sigma(F^2^). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 3194 _reflns_number_gt 2517 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0471 _refine_ls_wR_factor_ref 0.0645 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 2517 _refine_ls_number_parameters 190 _refine_ls_goodness_of_fit_ref 1.689 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00090|Fo|^2^]' _refine_ls_shift/su_max 0.0003 _refine_diff_density_max 0.11 _refine_diff_density_min -0.20 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'H' 'H' 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; 'N' 'N' 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N(1) N 0.85049(10) 0.5379(2) 0.46847(6) 0.0510(3) Uani 1.00 d . . . N(2) N 0.6417(1) 0.2079(2) 0.36592(6) 0.0581(3) Uani 1.00 d . . . N(3) N 0.6424(1) -0.3177(2) 0.56197(6) 0.0529(3) Uani 1.00 d . . . N(4) N 0.5946(1) -0.4696(2) 0.56406(8) 0.0751(5) Uani 1.00 d . . . C(1) C 0.7901(1) 0.4540(2) 0.40988(7) 0.0466(3) Uani 1.00 d . . . C(2) C 0.7936(2) 0.5349(3) 0.34142(8) 0.0687(5) Uani 1.00 d . . . C(3) C 0.8608(2) 0.7062(3) 0.33349(10) 0.0774(5) Uani 1.00 d . . . C(4) C 0.9220(1) 0.7949(3) 0.39336(9) 0.0649(5) Uani 1.00 d . . . C(5) C 0.9140(1) 0.7058(2) 0.45905(8) 0.0563(4) Uani 1.00 d . . . C(6) C 0.7211(1) 0.2655(2) 0.42114(7) 0.0450(3) Uani 1.00 d . . . C(7) C 0.7400(1) 0.1574(2) 0.48539(6) 0.0428(3) Uani 1.00 d . . . C(8) C 0.6761(1) -0.0209(2) 0.49478(7) 0.0429(3) Uani 1.00 d . . . C(9) C 0.5939(1) -0.0798(2) 0.43722(8) 0.0547(4) Uani 1.00 d . . . C(10) C 0.5808(1) 0.0381(3) 0.37612(8) 0.0626(4) Uani 1.00 d . . . C(11) C 0.6972(1) -0.1409(2) 0.56072(7) 0.0449(3) Uani 1.00 d . . . C(12) C 0.7808(1) -0.0959(2) 0.62515(6) 0.0443(3) Uani 1.00 d . . . C(13) C 0.7740(1) 0.0887(2) 0.66226(8) 0.0550(4) Uani 1.00 d . . . C(14) C 0.8516(2) 0.1255(3) 0.72385(8) 0.0711(5) Uani 1.00 d . . . C(15) C 0.9343(2) -0.0177(4) 0.74816(8) 0.0770(5) Uani 1.00 d . . . C(16) C 0.9416(1) -0.2001(3) 0.71126(9) 0.0725(5) Uani 1.00 d . . . C(17) C 0.8655(1) -0.2403(2) 0.64998(8) 0.0570(4) Uani 1.00 d . . . H(1) H 0.7501 0.4725 0.3008 0.0824 Uiso 1.00 calc . . . H(2) H 0.8650 0.7629 0.2872 0.0929 Uiso 1.00 calc . . . H(3) H 0.9685 0.9143 0.3894 0.0779 Uiso 1.00 calc . . . H(4) H 0.9561 0.7674 0.5003 0.0676 Uiso 1.00 calc . . . H(5) H 0.7964 0.2049 0.5229 0.0514 Uiso 1.00 calc . . . H(6) H 0.5477 -0.1999 0.4404 0.0656 Uiso 1.00 calc . . . H(7) H 0.5239 -0.0046 0.3381 0.0751 Uiso 1.00 calc . . . H(8) H 0.7168 0.1888 0.6457 0.0660 Uiso 1.00 calc . . . H(9) H 0.8471 0.2512 0.7493 0.0853 Uiso 1.00 calc . . . H(10) H 0.9866 0.0085 0.7904 0.0924 Uiso 1.00 calc . . . H(11) H 0.9995 -0.2988 0.7281 0.0870 Uiso 1.00 calc . . . H(12) H 0.8710 -0.3662 0.6249 0.0684 Uiso 1.00 calc . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 N(1) 0.0583(6) 0.0486(7) 0.0462(6) -0.0055(5) 0.0068(5) 0.0029(5) N(2) 0.0662(7) 0.0618(8) 0.0430(6) -0.0047(6) -0.0070(5) 0.0023(5) N(3) 0.0613(7) 0.0453(7) 0.0516(6) -0.0083(5) 0.0054(5) 0.0004(5) N(4) 0.0920(10) 0.0558(8) 0.0752(9) -0.0279(7) 0.0014(8) 0.0025(7) C(1) 0.0489(6) 0.0478(7) 0.0431(6) 0.0055(5) 0.0052(5) 0.0052(5) C(2) 0.0760(9) 0.081(1) 0.0471(7) -0.0119(8) -0.0012(7) 0.0150(8) C(3) 0.084(1) 0.088(1) 0.0599(9) -0.0120(10) 0.0086(8) 0.0310(9) C(4) 0.0656(8) 0.0589(9) 0.072(1) -0.0069(7) 0.0164(7) 0.0163(8) C(5) 0.0592(8) 0.0519(8) 0.0586(8) -0.0070(6) 0.0106(6) 0.0024(7) C(6) 0.0472(6) 0.0467(7) 0.0401(6) 0.0034(5) 0.0014(5) -0.0002(5) C(7) 0.0448(6) 0.0436(7) 0.0392(6) -0.0015(5) 0.0011(4) -0.0018(5) C(8) 0.0435(6) 0.0418(7) 0.0429(6) -0.0001(5) 0.0041(5) -0.0030(5) C(9) 0.0569(7) 0.0511(8) 0.0540(8) -0.0113(6) -0.0014(6) -0.0052(6) C(10) 0.0666(9) 0.0690(10) 0.0472(7) -0.0111(8) -0.0124(6) -0.0050(7) C(11) 0.0497(6) 0.0389(6) 0.0464(7) -0.0071(5) 0.0065(5) -0.0011(5) C(12) 0.0482(6) 0.0470(7) 0.0385(6) -0.0062(5) 0.0084(5) 0.0036(5) C(13) 0.0604(7) 0.0566(8) 0.0495(7) -0.0061(7) 0.0121(6) -0.0069(6) C(14) 0.079(1) 0.087(1) 0.0492(8) -0.0248(10) 0.0160(8) -0.0199(8) C(15) 0.0703(9) 0.121(2) 0.0384(7) -0.029(1) 0.0019(6) 0.0041(9) C(16) 0.0648(9) 0.098(1) 0.0525(8) -0.0038(9) -0.0015(7) 0.0264(9) C(17) 0.0650(8) 0.0546(8) 0.0514(7) -0.0015(7) 0.0069(6) 0.0129(7) #------------------------------------------------------------------------------ _computing_data_collection 'PROCESS' _computing_cell_refinement 'PROCESS' _computing_data_reduction 'teXsan Ver. 1.10' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.10' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag N(1) C(1) 1.342(2) . . yes N(1) C(5) 1.336(2) . . yes N(2) C(6) 1.348(2) . . yes N(2) C(10) 1.333(2) . . yes N(3) N(4) 1.133(2) . . yes N(3) C(11) 1.312(2) . . yes C(1) C(2) 1.393(2) . . yes C(1) C(6) 1.489(2) . . yes C(2) C(3) 1.373(3) . . yes C(3) C(4) 1.378(3) . . yes C(4) C(5) 1.375(2) . . yes C(6) C(7) 1.389(2) . . yes C(7) C(8) 1.394(2) . . yes C(8) C(9) 1.400(2) . . yes C(8) C(11) 1.457(2) . . yes C(9) C(10) 1.372(2) . . yes C(11) C(12) 1.479(2) . . yes C(12) C(13) 1.393(2) . . yes C(12) C(17) 1.392(2) . . yes C(13) C(14) 1.392(2) . . yes C(14) C(15) 1.369(3) . . yes C(15) C(16) 1.379(3) . . yes C(16) C(17) 1.383(2) . . yes #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(1) N(1) C(5) 117.4(1) . 1_555 1_555 yes C(6) N(2) C(10) 116.0(1) . 1_555 1_555 yes N(4) N(3) C(11) 178.9(1) . 1_555 1_555 yes N(1) C(1) C(2) 122.1(1) . 1_555 1_555 yes N(1) C(1) C(6) 116.7(1) . 1_555 1_555 yes C(2) C(1) C(6) 121.1(1) . 1_555 1_555 yes C(1) C(2) C(3) 119.1(2) . 1_555 1_555 yes C(2) C(3) C(4) 119.3(1) . 1_555 1_555 yes C(3) C(4) C(5) 118.1(1) . 1_555 1_555 yes N(1) C(5) C(4) 124.0(1) . 1_555 1_555 yes N(2) C(6) C(1) 116.3(1) . 1_555 1_555 yes N(2) C(6) C(7) 123.1(1) . 1_555 1_555 yes C(1) C(6) C(7) 120.6(1) . 1_555 1_555 yes C(6) C(7) C(8) 120.0(1) . 1_555 1_555 yes C(7) C(8) C(9) 116.5(1) . 1_555 1_555 yes C(7) C(8) C(11) 121.1(1) . 1_555 1_555 yes C(9) C(8) C(11) 122.4(1) . 1_555 1_555 yes C(8) C(9) C(10) 119.2(1) . 1_555 1_555 yes N(2) C(10) C(9) 125.2(1) . 1_555 1_555 yes N(3) C(11) C(8) 116.9(1) . 1_555 1_555 yes N(3) C(11) C(12) 115.1(1) . 1_555 1_555 yes C(8) C(11) C(12) 127.8(1) . 1_555 1_555 yes C(11) C(12) C(13) 120.5(1) . 1_555 1_555 yes C(11) C(12) C(17) 120.0(1) . 1_555 1_555 yes C(13) C(12) C(17) 119.5(1) . 1_555 1_555 yes C(12) C(13) C(14) 119.5(1) . 1_555 1_555 yes C(13) C(14) C(15) 120.7(2) . 1_555 1_555 yes C(14) C(15) C(16) 119.9(1) . 1_555 1_555 yes C(15) C(16) C(17) 120.5(2) . 1_555 1_555 yes C(12) C(17) C(16) 119.9(2) . 1_555 1_555 yes #------------------------------------------------------------------------------ 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 N(1) C(1) C(2) C(3) -0.1(3) 1_555 1_555 1_555 1_555 yes N(1) C(1) C(6) N(2) 166.2(1) 1_555 1_555 1_555 1_555 yes N(1) C(1) C(6) C(7) -14.3(2) 1_555 1_555 1_555 1_555 yes N(1) C(5) C(4) C(3) 0.1(3) 1_555 1_555 1_555 1_555 yes N(2) C(6) C(1) C(2) -15.4(2) 1_555 1_555 1_555 1_555 yes N(2) C(6) C(7) C(8) 0.6(2) 1_555 1_555 1_555 1_555 yes N(2) C(10) C(9) C(8) 0.6(3) 1_555 1_555 1_555 1_555 yes N(3) C(11) C(8) C(7) -172.8(1) 1_555 1_555 1_555 1_555 yes N(3) C(11) C(8) C(9) 5.5(2) 1_555 1_555 1_555 1_555 yes N(3) C(11) C(12) C(13) -127.2(1) 1_555 1_555 1_555 1_555 yes N(3) C(11) C(12) C(17) 51.5(2) 1_555 1_555 1_555 1_555 yes N(4) N(3) C(11) C(8) -130(7) 1_555 1_555 1_555 1_555 yes N(4) N(3) C(11) C(12) 54(7) 1_555 1_555 1_555 1_555 yes C(1) N(1) C(5) C(4) -0.9(2) 1_555 1_555 1_555 1_555 yes C(1) C(2) C(3) C(4) -0.6(3) 1_555 1_555 1_555 1_555 yes C(1) C(6) N(2) C(10) 179.5(1) 1_555 1_555 1_555 1_555 yes C(1) C(6) C(7) C(8) -178.9(1) 1_555 1_555 1_555 1_555 yes C(2) C(1) N(1) C(5) 0.9(2) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(6) C(7) 164.1(1) 1_555 1_555 1_555 1_555 yes C(2) C(3) C(4) C(5) 0.6(3) 1_555 1_555 1_555 1_555 yes C(3) C(2) C(1) C(6) -178.4(1) 1_555 1_555 1_555 1_555 yes C(5) N(1) C(1) C(6) 179.2(1) 1_555 1_555 1_555 1_555 yes C(6) N(2) C(10) C(9) -0.6(2) 1_555 1_555 1_555 1_555 yes C(6) C(7) C(8) C(9) -0.6(2) 1_555 1_555 1_555 1_555 yes C(6) C(7) C(8) C(11) 177.9(1) 1_555 1_555 1_555 1_555 yes C(7) C(6) N(2) C(10) 0.0(2) 1_555 1_555 1_555 1_555 yes C(7) C(8) C(9) C(10) 0.0(2) 1_555 1_555 1_555 1_555 yes C(7) C(8) C(11) C(12) 1.8(2) 1_555 1_555 1_555 1_555 yes C(8) C(11) C(12) C(13) 58.1(2) 1_555 1_555 1_555 1_555 yes C(8) C(11) C(12) C(17) -123.2(1) 1_555 1_555 1_555 1_555 yes C(9) C(8) C(11) C(12) -179.8(1) 1_555 1_555 1_555 1_555 yes C(10) C(9) C(8) C(11) -178.4(1) 1_555 1_555 1_555 1_555 yes C(11) C(12) C(13) C(14) 178.3(1) 1_555 1_555 1_555 1_555 yes C(11) C(12) C(17) C(16) -178.4(1) 1_555 1_555 1_555 1_555 yes C(12) C(13) C(14) C(15) 0.1(2) 1_555 1_555 1_555 1_555 yes C(12) C(17) C(16) C(15) 0.1(2) 1_555 1_555 1_555 1_555 yes C(13) C(12) C(17) C(16) 0.3(2) 1_555 1_555 1_555 1_555 yes C(13) C(14) C(15) C(16) 0.4(2) 1_555 1_555 1_555 1_555 yes C(14) C(13) C(12) C(17) -0.4(2) 1_555 1_555 1_555 1_555 yes C(14) C(15) C(16) C(17) -0.4(2) 1_555 1_555 1_555 1_555 yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag N(1) N(3) 3.276(2) . 1_565 ? N(1) C(5) 3.288(2) . 3_766 ? N(1) C(11) 3.348(2) . 1_565 ? N(1) N(1) 3.536(2) . 3_766 ? N(1) C(8) 3.567(2) . 1_565 ? N(2) N(4) 3.591(2) . 3_656 ? N(3) C(10) 3.463(2) . 3_656 ? N(4) N(4) 3.065(3) . 3_646 ? N(4) C(7) 3.385(2) . 1_545 ? N(4) C(15) 3.593(2) . 2_646 ? C(3) C(15) 3.591(2) . 3_766 ? C(5) C(8) 3.399(2) . 1_565 ? C(5) C(11) 3.469(2) . 1_565 ? C(5) C(5) 3.562(3) . 3_766 ? C(8) C(9) 3.564(2) . 3_656 ? C(9) C(9) 3.543(3) . 3_656 ? #------------------------------------------------------------------------------ # SUBMISSION DETAILS _publ_contact_author_name ' Hiroshi, Morikawa' _publ_contact_author_address ; Graduate School of Pharmaceutical Sciences, Kyushu University Maidashi, Higashi-ku Fukuoka 812-8582 Japan ; _publ_contact_author_email ' mori@yakukaws.phar.kyushu-u.ac.jp ' _publ_contact_author_fax ' +81-92-642-6590 ' _publ_contact_author_phone ' +81-92-642-6592 ' _publ_contact_letter ; J. Mater. Chem ; _publ_requested_journal ' J. Mater. Chem ' _publ_requested_category ' CHOOSE FI FM FO CI CM CO or AD' _publ_requested_coeditor_name ? #------------------------------------------------------------------------------ # TITLE AND AUTHOR LIST _publ_section_title ; 2,2`-bipyridines carrying diazo moiety and their complexes with bis(hexafluoroacetylacetonato)copper: synthesis, strucures, electronic and magnetic properties of their photoproducts in frozen solutions ; _publ_section_abstract ; 2,2`-bipyridines carrying diazo moiety and their complexes with bis(hexafluoroacetylacetonato)copper,synthesis, strucures, electronic and magnetic properties of their photoproducts in frozen solutions ; _publ_section_acknowledgements ; This work was supported by Grat-in-Aids for COE Research (design and Control of Advanced Molecular Assembly Systems, 08CE2005) for the Ministry of Education, Scinece, Sports and Culture, Japan. ; _publ_section_references ; Molecular Structure Corporation, Rigaku Corporation. (1999). teXsan. Single Crystal Structure Analysis Software. Version 1.10. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. Rigaku, 3-9-12 Akishima, Tokyo, Japan. Zachariasen, W. H. (1967). Acta Cryst. 23, 558-564. ; loop_ _publ_author_name _publ_author_footnote _publ_author_address 'Morikawa, Hiroshi ' ; Graduate School of Pharmaceutical Sciences, Kyushu University Maidashi, Higashi-ku Fukuoka 812-858 Japan ; 'Fumika, imamura ' ; Graduate School of Pharmaceutical Sciences, Kyushu University Maidashi, Higashi-ku Fukuoka 812-8582 Japan ; 'Yasuo, Tsurukami ' ; Graduate School of Pharmaceutical Sciences, Kyushu University Maidashi, Higashi-ku Fukuoka 812-8582 Japan ; 'tetsuji, Itoh ' ; Graduate School of Pharmaceutical Sciences, Kyushu University Maidashi, Higashi-ku Fukuoka 812-8582 Japan ; 'Harumi, Kumada ' ; Graduate School of Pharmaceutical Sciences, Kyushu University Maidashi, Higashi-ku Fukuoka 812-8582 Japan ; ' Satoru, Karasawa ' ; Graduate School of Pharmaceutical Sciences, Kyushu University Maidashi, Higashi-ku Fukuoka 812-8582 Japan ; ' Noboru, Koga ' ; Graduate School of Pharmaceutical Sciences, Kyushu University Maidashi, Higashi-ku Fukuoka 812-8582 Japan ; ' Iwamura, Hiizu ' ; National Institution for Academic Degrees, 4259 Nagatsuta, Midori Yokohama, 226-0026 japan ; ' FIRST AUTHORS NAME ' ; Morikawa, Hiroshi ; FIRST AUTHORS ADDRESS ; Graduate School of Pharmaceutical Sciences, Kyushu University Maidashi, Higashi-ku Fukuoka 812-8582 Japan ;