#------------------------------------------------------------------------------ #$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $ #$Revision: 853 $ #$URL: svn://www.crystallography.net/cod/cif/1/1100152.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_1100152 _space_group_IT_number 15 _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _[local]_cod_cif_authors_sg_H-M 'C 2/c' loop_ _publ_author_name 'Mohammad Abul-Haj' 'Miguel Quiros' 'Juan M. Salas' _journal_name_full 'Journal of Chemical Crystallography' _journal_volume 34 _journal_page_first 549 _journal_page_last 552 _journal_year 2004 _chemical_name_systematic ; bis(2,2'-biimidazole)copper(II) perchlorate bis(4,7-dihydro-1,2,4-triazolo [1,5-a]pyrimidine-7-one ; _chemical_formula_sum 'C22 H20 Cl2 Cu N16 O10' _chemical_formula_weight 802.98 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 19.666(2) _cell_length_b 11.7586(8) _cell_length_c 13.4808(9) _cell_angle_alpha 90.00 _cell_angle_beta 103.690(8) _cell_angle_gamma 90.00 _cell_volume 3028.8(5) _cell_formula_units_Z 4 _cell_measurement_temperature 295(1) _cell_measurement_reflns_used 33 _cell_measurement_theta_min 12.5 _cell_measurement_theta_max 20.1 _exptl_crystal_description 'prismatic' _exptl_crystal_colour green _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.761 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1628 _exptl_absorpt_coefficient_mu 0.983 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5556 _exptl_absorpt_correction_T_max 0.7873 _exptl_absorpt_process_details ; Psi Scan Reflections used Mu * R = 0.16 H K L 2Theta Chi Imin/Imax 0 0 2 6.2 70.5 0.668 0 0 4 12.5 70.5 0.775 -5 1 6 19.6 75.4 0.822 -2 2 7 22.4 75.8 0.824 -6 2 7 23.7 71.5 0.803 -2 0 8 24.4 79.5 0.822 0 0 8 25.1 70.5 0.831 -2 0 10 30.8 77.7 0.832 ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_collimation '0.8 mm' _diffrn_radiation_detector 'NaI(Tl) scintillation counter' _diffrn_radiation_polarisn_norm 90 _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE STADI4 4-circle-diffractometer' _diffrn_measurement_method ; Scan width (omega) = 0.82 - 1.67, scan ratio 2theta:omega = 1.00 I(Net) and sigma(I) from profile fitting (Clegg, 1981) ; _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 7.3 _diffrn_reflns_number 4407 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0477 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 29.98 _reflns_number_total 4407 _reflns_number_gt 2586 _reflns_threshold_expression >2sigma(I) _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^)+(0.0950P)^2^+20.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0006(3) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4407 _refine_ls_number_parameters 225 _refine_ls_number_restraints 20 _refine_ls_R_factor_all 0.1388 _refine_ls_R_factor_gt 0.0806 _refine_ls_wR_factor_ref 0.2456 _refine_ls_wR_factor_gt 0.1905 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.035 _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 Cu Cu 0.5000 0.59382(7) 0.2500 0.0420(3) Uani 1 2 d S . . N1I N 0.4693(2) 0.7034(4) 0.1342(3) 0.0436(10) Uani 1 1 d . . . C2I C 0.4703(3) 0.8171(5) 0.1108(4) 0.0570(15) Uani 1 1 d . . . H2I H 0.4908 0.8744 0.1554 0.068 Uiso 1 1 d R . . C3I C 0.4364(3) 0.8307(5) 0.0115(4) 0.0565(14) Uani 1 1 d . . . H3I H 0.4288 0.8992 -0.0239 0.068 Uiso 1 1 d R . . N4I N 0.4154(2) 0.7262(4) -0.0263(3) 0.0491(11) Uani 1 1 d . . . H4I H 0.3934 0.7109 -0.0879 0.059 Uiso 1 1 d R . . C5I C 0.4357(3) 0.6517(4) 0.0486(3) 0.0410(11) Uani 1 1 d . . . C6I C 0.4302(3) 0.5303(4) 0.0526(3) 0.0398(10) Uani 1 1 d . . . N7I N 0.4035(2) 0.4529(4) -0.0174(3) 0.0473(10) Uani 1 1 d . . . H7I H 0.3830 0.4664 -0.0800 0.057 Uiso 1 1 d R . . C8I C 0.4139(3) 0.3477(5) 0.0278(4) 0.0541(14) Uani 1 1 d . . . H8I H 0.4003 0.2779 -0.0030 0.065 Uiso 1 1 d R . . C9I C 0.4474(3) 0.3663(5) 0.1268(4) 0.0519(13) Uani 1 1 d . . . H9I H 0.4609 0.3102 0.1761 0.062 Uiso 1 1 d R . . N10I N 0.4586(2) 0.4808(4) 0.1424(3) 0.0436(10) Uani 1 1 d . . . N1 N 0.3496(3) 0.6636(4) 0.2746(3) 0.0500(11) Uani 1 1 d . . . C2 C 0.3352(3) 0.7598(5) 0.2229(4) 0.0522(13) Uani 1 1 d . . . H2 H 0.3516 0.8296 0.2510 0.063 Uiso 1 1 d R . . N3 N 0.2947(2) 0.7513(4) 0.1261(3) 0.0487(11) Uani 1 1 d . . . C3A C 0.2822(3) 0.6411(4) 0.1182(4) 0.0425(11) Uani 1 1 d . . . N4 N 0.2457(3) 0.5787(4) 0.0391(3) 0.0505(11) Uani 1 1 d . . . H4 H 0.2262 0.6109 -0.0179 0.061 Uiso 1 1 d R . . C5 C 0.2406(3) 0.4650(5) 0.0514(4) 0.0516(13) Uani 1 1 d . . . H5 H 0.2137 0.4227 -0.0020 0.062 Uiso 1 1 d R . . C6 C 0.2721(3) 0.4103(5) 0.1374(4) 0.0509(13) Uani 1 1 d . . . H6 H 0.2671 0.3318 0.1406 0.061 Uiso 1 1 d R . . C7 C 0.3124(3) 0.4686(4) 0.2244(4) 0.0445(11) Uani 1 1 d . . . O7 O 0.3443(2) 0.4307(3) 0.3062(3) 0.0540(10) Uani 1 1 d . . . N8 N 0.3141(2) 0.5860(3) 0.2051(3) 0.0406(9) Uani 1 1 d . . . Cl Cl 0.36980(9) 0.08321(11) 0.22556(11) 0.0587(4) Uani 1 1 d D . . O1P O 0.4155(3) 0.0096(5) 0.2966(4) 0.0690(17) Uiso 0.67 1 d PD A 1 O2P O 0.3056(3) 0.0194(6) 0.1810(5) 0.0760(18) Uiso 0.67 1 d PD A 1 O3P O 0.4021(4) 0.1129(6) 0.1435(5) 0.100(2) Uiso 0.67 1 d PD A 1 O4P O 0.3498(4) 0.1805(5) 0.2740(5) 0.0789(19) Uiso 0.67 1 d PD A 1 O1P' O 0.3857(6) 0.0016(8) 0.3076(7) 0.0690(17) Uiso 0.33 1 d PD A 2 O2P' O 0.2957(3) 0.0927(12) 0.1868(9) 0.0760(18) Uiso 0.33 1 d PD A 2 O3P' O 0.4034(6) 0.0532(10) 0.1457(7) 0.100(2) Uiso 0.33 1 d PD A 2 O4P' O 0.3950(7) 0.1942(6) 0.2661(9) 0.0789(19) Uiso 0.33 1 d PD A 2 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 Cu 0.0514(5) 0.0428(5) 0.0263(4) 0.000 -0.0019(3) 0.000 N1I 0.056(3) 0.040(2) 0.0299(18) 0.0014(16) -0.0006(17) 0.0000(19) C2I 0.066(4) 0.050(3) 0.048(3) 0.007(2) -0.001(3) -0.009(3) C3I 0.070(4) 0.046(3) 0.049(3) 0.011(2) 0.004(3) 0.002(3) N4I 0.060(3) 0.053(3) 0.0291(19) 0.0079(18) -0.0006(18) 0.004(2) C5I 0.044(3) 0.046(3) 0.029(2) 0.0013(19) 0.0004(18) 0.003(2) C6I 0.045(3) 0.045(3) 0.027(2) 0.0014(19) 0.0023(18) 0.002(2) N7I 0.054(3) 0.055(3) 0.0291(19) -0.0027(18) 0.0026(18) 0.002(2) C8I 0.064(4) 0.049(3) 0.044(3) -0.010(2) 0.004(3) -0.003(3) C9I 0.065(4) 0.044(3) 0.042(3) -0.003(2) 0.003(2) -0.001(3) N10I 0.052(2) 0.044(2) 0.0299(18) -0.0004(16) 0.0004(17) 0.0002(19) N1 0.067(3) 0.041(2) 0.033(2) 0.0031(18) -0.0062(19) -0.004(2) C2 0.071(4) 0.039(3) 0.041(3) 0.005(2) 0.003(2) -0.005(3) N3 0.059(3) 0.042(2) 0.040(2) 0.0082(18) 0.0022(19) 0.003(2) C3A 0.043(3) 0.044(3) 0.037(2) 0.008(2) 0.002(2) 0.003(2) N4 0.060(3) 0.052(3) 0.0296(19) 0.0066(18) -0.0077(18) 0.002(2) C5 0.060(3) 0.048(3) 0.038(3) -0.001(2) -0.006(2) -0.005(3) C6 0.065(3) 0.044(3) 0.037(2) 0.001(2) 0.000(2) -0.001(2) C7 0.057(3) 0.041(3) 0.033(2) 0.006(2) 0.005(2) 0.005(2) O7 0.079(3) 0.042(2) 0.0328(17) 0.0078(14) -0.0042(17) 0.0049(18) N8 0.051(2) 0.036(2) 0.0291(18) 0.0050(15) -0.0022(16) 0.0031(17) Cl 0.0831(10) 0.0411(7) 0.0455(7) -0.0040(5) 0.0023(7) 0.0033(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu N10I 1.993(4) . ? Cu N1I 2.004(4) . ? N1I C5I 1.333(6) . ? N1I C2I 1.374(7) . ? C2I C3I 1.356(8) . ? C3I N4I 1.357(7) . ? N4I C5I 1.325(6) . ? C5I C6I 1.433(7) . ? C6I N7I 1.327(6) . ? C6I N10I 1.340(6) . ? N7I C8I 1.372(7) . ? C8I C9I 1.359(7) . ? C9I N10I 1.373(7) . ? N1 C2 1.324(6) . ? N1 N8 1.374(6) . ? C2 N3 1.362(7) . ? N3 C3A 1.319(7) . ? C3A N4 1.352(6) . ? C3A N8 1.355(6) . ? N4 C5 1.354(7) . ? C5 C6 1.342(7) . ? C6 C7 1.426(7) . ? C7 O7 1.217(6) . ? C7 N8 1.406(6) . ? Cl O4P 1.418(5) . ? Cl O2P' 1.432(6) . ? Cl O3P' 1.433(5) . ? Cl O1P 1.438(4) . ? Cl O1P' 1.442(5) . ? Cl O3P 1.442(5) . ? Cl O4P' 1.456(6) . ? Cl O2P 1.469(5) . ? 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 N10I Cu N10I 96.4(2) . 2_655 ? N10I Cu N1I 172.47(18) . 2_655 ? N10I Cu N1I 82.30(17) . . ? N1I Cu N1I 99.9(2) 2_655 . ? C5I N1I C2I 106.0(4) . . ? C5I N1I Cu 112.1(3) . . ? C2I N1I Cu 141.9(4) . . ? C3I C2I N1I 108.2(5) . . ? C2I C3I N4I 107.3(5) . . ? C5I N4I C3I 107.6(4) . . ? N4I C5I N1I 110.9(5) . . ? N4I C5I C6I 132.5(5) . . ? N1I C5I C6I 116.6(4) . . ? N7I C6I N10I 110.8(4) . . ? N7I C6I C5I 132.6(4) . . ? N10I C6I C5I 116.6(4) . . ? C6I N7I C8I 108.1(4) . . ? C9I C8I N7I 106.1(5) . . ? C8I C9I N10I 109.4(5) . . ? C6I N10I C9I 105.6(4) . . ? C6I N10I Cu 112.3(3) . . ? C9I N10I Cu 142.1(3) . . ? C2 N1 N8 101.4(4) . . ? N1 C2 N3 116.5(5) . . ? C3A N3 C2 101.8(4) . . ? N3 C3A N4 130.5(5) . . ? N3 C3A N8 111.2(4) . . ? N4 C3A N8 118.3(5) . . ? C3A N4 C5 118.6(4) . . ? C6 C5 N4 123.2(5) . . ? C5 C6 C7 122.2(5) . . ? O7 C7 N8 119.8(5) . . ? O7 C7 C6 129.5(5) . . ? N8 C7 C6 110.7(4) . . ? C3A N8 N1 109.2(4) . . ? C3A N8 C7 127.0(4) . . ? N1 N8 C7 123.8(4) . . ? O2P' Cl O3P' 110.8(4) . . ? O4P Cl O1P 112.1(3) . . ? O2P' Cl O1P' 110.4(4) . . ? O3P' Cl O1P' 110.9(4) . . ? O4P Cl O3P 112.2(3) . . ? O1P Cl O3P 109.7(3) . . ? O2P' Cl O4P' 107.1(8) . . ? O3P' Cl O4P' 109.0(4) . . ? O1P' Cl O4P' 108.4(4) . . ? O4P Cl O2P 107.2(5) . . ? O1P Cl O2P 107.8(3) . . ? O3P Cl O2P 107.5(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N4 H4 N3 0.86 2.15 2.957(6) 155.3 7_565 N4I H4I O7 0.86 2.26 2.995(6) 143.9 6_565 N4I H4I O4P 0.86 2.25 2.911(8) 133.2 6_565 N4I H4I O4P' 0.86 2.27 2.887(11) 128.8 6_565 N7I H7I O7 0.86 1.96 2.752(6) 152.6 6_565 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 29.98 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.934 _refine_diff_density_min -1.016 _refine_diff_density_rms 0.109