#------------------------------------------------------------------------------ #$Date: 2012-02-03 19:16:24 +0200 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/43/2014337.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2014337 loop_ _publ_author_name 'Hamamci, Sevim' 'Yilmaz, Veysel T.' 'B\"uy\"ukg\"ung\"or, Orhan' _publ_section_title ; Monoclinic and triclinic concomitant polymorphs of di-\m-pyridazine-1\k^2^N:2\k^2^N'-bis[(saccharinato)silver(I)] ; _journal_coeditor_code GD1419 _journal_issue 1 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first m1 _journal_page_last m3 _journal_volume 62 _journal_year 2006 _chemical_formula_iupac '[Ag2 (C7 H4 N O3 S)2 (C4 H4 N2)2]' _chemical_formula_moiety 'C22 H16 Ag2 N6 O6 S2' _chemical_formula_sum 'C22 H16 Ag2 N6 O6 S2' _chemical_formula_weight 740.27 _chemical_name_common ; di-\m-pyridazine-1\k^2^N:2\kN'-bis[(saccharinato)silver(I)] ; _chemical_name_systematic ; di-\m-pyridazine-1\k^2^N:2\kN'-bis[(2,3-dihydro-3- oxobenzisosulfonazolato)silver(I)] ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 108.884(5) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 7.2388(5) _cell_length_b 22.3068(11) _cell_length_c 7.7746(5) _cell_measurement_reflns_used 15455 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 27.27 _cell_measurement_theta_min 1.83 _cell_volume 1187.83(13) _computing_cell_refinement X-AREA _computing_data_collection 'X-AREA (Stoe & Cie, 2002)' _computing_data_reduction 'X-RED (Stoe & Cie, 2002)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 100(2) _diffrn_detector_area_resol_mean 6.67 _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.994 _diffrn_measurement_device_type 'STOE IPDS-2' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0857 _diffrn_reflns_av_sigmaI/netI 0.0575 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_number 15455 _diffrn_reflns_theta_full 27.10 _diffrn_reflns_theta_max 27.10 _diffrn_reflns_theta_min 1.83 _diffrn_standards_decay_% <2 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 1.879 _exptl_absorpt_correction_T_max 0.7409 _exptl_absorpt_correction_T_min 0.5522 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details '(X-RED; Stoe & Cie, 2002)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 2.070 _exptl_crystal_density_method 'not measured' _exptl_crystal_description 'prismatic plate' _exptl_crystal_F_000 728 _exptl_crystal_size_max 0.420 _exptl_crystal_size_mid 0.280 _exptl_crystal_size_min 0.170 _refine_diff_density_max 0.497 _refine_diff_density_min -0.851 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.103 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 172 _refine_ls_number_reflns 2602 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.103 _refine_ls_R_factor_all 0.0297 _refine_ls_R_factor_gt 0.0262 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0278P)^2^+1.2187P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0624 _refine_ls_wR_factor_ref 0.0634 _reflns_number_gt 2458 _reflns_number_total 2602 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file gd1419.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_database_code 2014337 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol C1 0.7094(3) 0.65178(10) 0.7564(3) 0.0176(4) Uani d . 1 . . C C2 0.7278(4) 0.69917(10) 0.8754(3) 0.0207(4) Uani d . 1 . . C H2 0.6863 0.7376 0.8344 0.025 Uiso calc R 1 . . H C3 0.8116(4) 0.68651(11) 1.0601(3) 0.0224(5) Uani d . 1 . . C H3 0.8252 0.7170 1.1448 0.027 Uiso calc R 1 . . H C4 0.8751(4) 0.62883(12) 1.1196(3) 0.0224(5) Uani d . 1 . . C H4 0.9306 0.6216 1.2435 0.027 Uiso calc R 1 . . H C5 0.8571(3) 0.58186(11) 0.9971(3) 0.0200(4) Uani d . 1 . . C H5 0.9001 0.5434 1.0370 0.024 Uiso calc R 1 . . H C6 0.7728(3) 0.59448(10) 0.8138(3) 0.0177(4) Uani d . 1 . . C C7 0.7424(3) 0.55245(11) 0.6561(3) 0.0189(4) Uani d . 1 . . C C8 0.7745(4) 0.41229(11) 0.3371(3) 0.0211(4) Uani d . 1 . . C H8 0.8014 0.4303 0.4504 0.025 Uiso calc R 1 . . H C9 0.8392(4) 0.35369(11) 0.3293(3) 0.0213(5) Uani d . 1 . . C H9 0.9063 0.3328 0.4345 0.026 Uiso calc R 1 . . H C10 0.8003(4) 0.32821(10) 0.1613(3) 0.0212(5) Uani d . 1 . . C H10 0.8407 0.2894 0.1475 0.025 Uiso calc R 1 . . H C11 0.6975(4) 0.36278(10) 0.0118(3) 0.0206(4) Uani d . 1 . . C H11 0.6700 0.3461 -0.1035 0.025 Uiso calc R 1 . . H N1 0.6654(3) 0.58094(9) 0.4932(2) 0.0194(4) Uani d . 1 . . N N2 0.6768(3) 0.44337(9) 0.1910(3) 0.0194(4) Uani d . 1 . . N N3 0.6367(3) 0.41804(9) 0.0249(2) 0.0192(4) Uani d . 1 . . N O1 0.4175(3) 0.66446(8) 0.4442(2) 0.0242(4) Uani d . 1 . . O O2 0.7448(3) 0.68941(7) 0.4478(2) 0.0232(3) Uani d . 1 . . O O3 0.7824(3) 0.49898(7) 0.6746(2) 0.0248(4) Uani d . 1 . . O S1 0.62333(8) 0.65133(2) 0.51645(7) 0.01779(12) Uani d . 1 . . S Ag1 0.55623(3) 0.535018(7) 0.22747(2) 0.02210(8) Uani d . 1 . . Ag 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 C1 0.0198(11) 0.0203(11) 0.0127(9) -0.0007(8) 0.0052(8) -0.0006(8) C2 0.0237(11) 0.0193(10) 0.0196(10) 0.0010(9) 0.0077(9) -0.0024(8) C3 0.0249(12) 0.0261(12) 0.0166(10) -0.0031(9) 0.0072(9) -0.0074(9) C4 0.0235(12) 0.0297(12) 0.0138(10) -0.0017(9) 0.0056(9) -0.0013(9) C5 0.0237(12) 0.0205(11) 0.0154(10) 0.0005(9) 0.0056(9) 0.0020(8) C6 0.0206(11) 0.0169(10) 0.0158(10) -0.0021(8) 0.0064(8) -0.0014(8) C7 0.0211(11) 0.0204(11) 0.0138(10) -0.0023(9) 0.0040(8) -0.0007(8) C8 0.0232(11) 0.0225(11) 0.0162(10) -0.0003(9) 0.0044(9) -0.0007(8) C9 0.0212(11) 0.0233(11) 0.0183(10) 0.0012(9) 0.0049(9) 0.0021(9) C10 0.0222(11) 0.0176(10) 0.0246(11) 0.0006(8) 0.0086(9) -0.0010(8) C11 0.0240(11) 0.0208(11) 0.0177(10) -0.0006(9) 0.0077(9) -0.0039(8) N1 0.0286(10) 0.0167(9) 0.0115(8) 0.0013(7) 0.0046(7) -0.0013(7) N2 0.0232(10) 0.0201(9) 0.0144(8) -0.0003(8) 0.0052(7) -0.0020(7) N3 0.0220(10) 0.0214(9) 0.0139(8) -0.0003(7) 0.0051(7) -0.0015(7) O1 0.0255(9) 0.0275(9) 0.0177(8) 0.0053(7) 0.0044(7) 0.0009(6) O2 0.0324(9) 0.0199(8) 0.0199(8) 0.0016(7) 0.0119(7) 0.0042(6) O3 0.0375(10) 0.0163(8) 0.0191(8) 0.0032(7) 0.0073(7) 0.0002(6) S1 0.0240(3) 0.0167(3) 0.0124(2) 0.0021(2) 0.0055(2) 0.00056(18) Ag1 0.03251(13) 0.01815(11) 0.01322(11) 0.00155(6) 0.00402(8) -0.00151(6) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 C6 . 1.382(3) ? C1 C2 . 1.383(3) ? C1 S1 . 1.765(2) ? C2 C3 . 1.395(3) ? C2 H2 . 0.9300 ? C3 C4 . 1.394(4) ? C3 H3 . 0.9300 ? C4 C5 . 1.393(3) ? C4 H4 . 0.9300 ? C5 C6 . 1.386(3) ? C5 H5 . 0.9300 ? C6 C7 . 1.502(3) ? C7 O3 . 1.225(3) ? C7 N1 . 1.364(3) ? C8 N2 . 1.324(3) ? C8 C9 . 1.396(3) ? C8 H8 . 0.9300 ? C9 C10 . 1.367(3) ? C9 H9 . 0.9300 ? C10 C11 . 1.393(3) ? C10 H10 . 0.9300 ? C11 N3 . 1.324(3) ? C11 H11 . 0.9300 ? N1 S1 . 1.621(2) ? N2 N3 . 1.352(3) ? O1 S1 . 1.4420(18) ? O2 S1 . 1.4435(17) ? N1 Ag1 . 2.2099(18) yes N2 Ag1 . 2.276(2) yes N3 Ag1 3_665 2.2632(19) yes 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C6 C1 C2 . . 122.7(2) ? C6 C1 S1 . . 107.60(16) ? C2 C1 S1 . . 129.52(18) ? C1 C2 C3 . . 116.7(2) ? C1 C2 H2 . . 121.6 ? C3 C2 H2 . . 121.6 ? C4 C3 C2 . . 121.0(2) ? C4 C3 H3 . . 119.5 ? C2 C3 H3 . . 119.5 ? C5 C4 C3 . . 121.3(2) ? C5 C4 H4 . . 119.4 ? C3 C4 H4 . . 119.4 ? C6 C5 C4 . . 117.6(2) ? C6 C5 H5 . . 121.2 ? C4 C5 H5 . . 121.2 ? C1 C6 C5 . . 120.6(2) ? C1 C6 C7 . . 111.59(19) ? C5 C6 C7 . . 127.7(2) ? O3 C7 N1 . . 125.0(2) ? O3 C7 C6 . . 123.0(2) ? N1 C7 C6 . . 112.0(2) ? N2 C8 C9 . . 123.1(2) ? N2 C8 H8 . . 118.4 ? C9 C8 H8 . . 118.4 ? C10 C9 C8 . . 117.5(2) ? C9 C10 C11 . . 117.2(2) ? C10 C9 H9 . . 121.2 ? C8 C9 H9 . . 121.2 ? C9 C10 H10 . . 121.4 ? C11 C10 H10 . . 121.4 ? N3 C11 C10 . . 123.5(2) ? N3 C11 H11 . . 118.2 ? C10 C11 H11 . . 118.2 ? C7 N1 S1 . . 112.49(15) ? C7 N1 Ag1 . . 124.53(15) ? S1 N1 Ag1 . . 122.02(10) ? C8 N2 N3 . . 119.4(2) ? C8 N2 Ag1 . . 118.90(15) ? N3 N2 Ag1 . . 121.46(15) ? C11 N3 N2 . . 119.25(19) ? C11 N3 Ag1 . 3_665 119.43(15) ? N2 N3 Ag1 . 3_665 121.06(15) ? O1 S1 O2 . . 114.37(10) ? O1 S1 N1 . . 111.16(11) ? O2 S1 N1 . . 111.71(10) ? O1 S1 C1 . . 112.16(10) ? O2 S1 C1 . . 109.79(11) ? N1 S1 C1 . . 96.25(10) ? N1 Ag1 N2 . . 119.82(7) yes N1 Ag1 N3 . 3_665 121.97(7) yes N3 Ag1 N2 3_665 . 117.48(7) yes loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA C8 H8 O3 . 0.93 2.36 3.245(3) 160 C9 H9 O2 3_766 0.93 2.44 3.101(3) 128 C10 H10 O2 2_645 0.93 2.37 3.199(3) 148 C11 H11 O1 3_665 0.93 2.53 3.423(3) 162 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_site_symmetry_4 _geom_torsion C6 C1 C2 C3 . -1.1(4) S1 C1 C2 C3 . -176.42(19) C1 C2 C3 C4 . 0.7(4) C2 C3 C4 C5 . -0.1(4) C3 C4 C5 C6 . -0.3(4) C2 C1 C6 C5 . 0.8(4) S1 C1 C6 C5 . 176.99(18) C2 C1 C6 C7 . -177.7(2) S1 C1 C6 C7 . -1.5(2) C4 C5 C6 C1 . -0.1(3) C4 C5 C6 C7 . 178.1(2) C1 C6 C7 O3 . -177.8(2) C5 C6 C7 O3 . 3.9(4) C1 C6 C7 N1 . 2.0(3) C5 C6 C7 N1 . -176.3(2) N2 C8 C9 C10 . 0.7(4) C8 C9 C10 C11 . -0.6(3) C9 C10 C11 N3 . -0.1(4) O3 C7 N1 S1 . 178.2(2) C6 C7 N1 S1 . -1.6(3) O3 C7 N1 Ag1 . 9.2(3) C6 C7 N1 Ag1 . -170.56(15) C9 C8 N2 N3 . -0.2(4) C9 C8 N2 Ag1 . 174.23(18) C10 C11 N3 N2 . 0.7(4) C10 C11 N3 Ag1 3_665 -173.50(18) C8 N2 N3 C11 . -0.5(3) Ag1 N2 N3 C11 . -174.80(17) C8 N2 N3 Ag1 3_665 173.57(17) Ag1 N2 N3 Ag1 3_665 -0.7(2) C7 N1 S1 O1 . -116.04(17) Ag1 N1 S1 O1 . 53.24(15) C7 N1 S1 O2 . 114.88(18) Ag1 N1 S1 O2 . -75.84(15) C7 N1 S1 C1 . 0.66(19) Ag1 N1 S1 C1 . 169.94(13) C6 C1 S1 O1 . 116.43(17) C2 C1 S1 O1 . -67.7(3) C6 C1 S1 O2 . -115.24(17) C2 C1 S1 O2 . 60.6(2) C6 C1 S1 N1 . 0.54(18) C2 C1 S1 N1 . 176.4(2) C7 N1 Ag1 N3 3_665 164.08(17) S1 N1 Ag1 N3 3_665 -3.88(17) C7 N1 Ag1 N2 . -26.0(2) S1 N1 Ag1 N2 . 166.01(11) C8 N2 Ag1 N1 . 16.0(2) N3 N2 Ag1 N1 . -169.68(15) C8 N2 Ag1 N3 3_665 -173.63(17) N3 N2 Ag1 N3 3_665 0.7(2)