#------------------------------------------------------------------------------ #$Date: 2013-08-29 18:37:19 +0300 (Thu, 29 Aug 2013) $ #$Revision: 88064 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/17/2011723.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_2011723 loop_ _publ_author_name 'Bei, Fengli' 'Jian, Fangfang' 'Yang, Xujie' 'Lu, Lude' 'Wang, Xin' 'Razak, Ibrahim Abdul' 'Shanmuga Sundara Raj, S.' 'Fun, Hoong-Kun' _publ_section_title ; Bis(2-benzyl-1H-benzimidazole-N^3^)dichorozinc(II) ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 45 _journal_page_last 46 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac '[Zn Cl2 (C14 H12 N2)2]' _chemical_formula_sum 'C28 H24 Cl2 N4 Zn' _chemical_formula_weight 552.78 _chemical_name_systematic ; Dichorobis(2-benzyl)benzimidazolo Zinc(II) ; _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' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 111.9430(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 11.8623(2) _cell_length_b 16.36740(10) _cell_length_c 14.1767(2) _cell_measurement_reflns_used 8192 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 28.32 _cell_measurement_theta_min 1.92 _cell_volume 2553.08(6) _computing_cell_refinement 'SAINT (Siemens, 1996)' _computing_data_collection 'SMART (Siemens, 1996)' _computing_data_reduction SAINT _computing_molecular_graphics SHELXTL _computing_publication_material ; SHELXTL and PLATON (Spek, 1990) ; _computing_structure_refinement SHELXTL _computing_structure_solution 'SHELXTL (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean 8.33 _diffrn_measurement_device_type ; Siemens SMART CCD area-detector ; _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .073 _diffrn_reflns_av_sigmaI/netI .082 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 17665 _diffrn_reflns_theta_max 28.28 _diffrn_reflns_theta_min 1.92 _diffrn_standards_decay_% negligible _exptl_absorpt_coefficient_mu 1.196 _exptl_absorpt_correction_T_max .796 _exptl_absorpt_correction_T_min .731 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_crystal_colour red _exptl_crystal_density_diffrn 1.438 _exptl_crystal_density_method 'not measured' _exptl_crystal_description slab _exptl_crystal_F_000 1136 _exptl_crystal_size_max .28 _exptl_crystal_size_mid .24 _exptl_crystal_size_min .20 _refine_diff_density_max .74 _refine_diff_density_min -1.51 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref .93 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 316 _refine_ls_number_reflns 6226 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all .93 _refine_ls_R_factor_all .082 _refine_ls_R_factor_gt .051 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean <0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0592P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .133 _reflns_number_gt 3898 _reflns_number_total 6226 _reflns_threshold_expression I>2\s(I)' _[local]_cod_data_source_file ln1109.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2011723 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 Zn1 .17445(3) .22953(2) .46297(2) .03183(12) Uani d . 1 . . Zn Cl1 .10770(7) .15171(5) .56294(6) .0449(2) Uani d . 1 . . Cl Cl2 .24012(7) .14669(5) .36634(6) .0447(2) Uani d . 1 . . Cl N1 .3046(2) .30088(14) .56451(17) .0327(5) Uani d . 1 . . N N2 .4786(2) .34242(15) .68028(17) .0376(6) Uani d . 1 . . N H2A .5555 .3494 .7112 .045 Uiso calc R 1 . . H N3 .0493(2) .30382(14) .36063(16) .0307(5) Uani d . 1 . . N N4 -.1210(2) .35521(15) .24906(18) .0392(6) Uani d . 1 . . N H4A -.1972 .3657 .2191 .047 Uiso calc R 1 . . H C1 .2795(3) .34761(17) .6377(2) .0335(6) Uani d . 1 . . C C2 .1691(3) .36735(19) .6455(2) .0450(8) Uani d . 1 . . C H2B .0953 .3501 .5975 .054 Uiso calc R 1 . . H C3 .1756(3) .4145(2) .7298(3) .0524(9) Uani d . 1 . . C H3A .1039 .4292 .7376 .063 Uiso calc R 1 . . H C4 .2858(3) .4402(2) .8022(3) .0511(9) Uani d . 1 . . C H4B .2857 .4716 .8568 .061 Uiso calc R 1 . . H C5 .3954(3) .42005(19) .7948(2) .0449(8) Uani d . 1 . . C H5A .4692 .4369 .8433 .054 Uiso calc R 1 . . H C6 .3897(3) .37346(17) .7114(2) .0352(7) Uani d . 1 . . C C7 .4253(3) .29962(18) .5939(2) .0348(7) Uani d . 1 . . C C8 .4942(3) .25770(19) .5405(2) .0404(7) Uani d . 1 . . C H8A .4556 .2055 .5159 .049 Uiso calc R 1 . . H H8B .5754 .2466 .5891 .049 Uiso calc R 1 . . H C9 .5048(3) .30437(19) .4510(2) .0349(6) Uani d . 1 . . C C10 .5147(3) .2618(2) .3712(2) .0432(7) Uani d . 1 . . C H10A .5118 .2050 .3716 .052 Uiso calc R 1 . . H C11 .5289(3) .3016(2) .2899(2) .0514(9) Uani d . 1 . . C H11A .5363 .2716 .2368 .062 Uiso calc R 1 . . H C12 .5320(4) .3845(2) .2882(3) .0602(10) Uani d . 1 . . C H12A .5414 .4116 .2340 .072 Uiso calc R 1 . . H C13 .5211(4) .4281(2) .3672(3) .0726(13) Uani d . 1 . . C H13A .5230 .4849 .3661 .087 Uiso calc R 1 . . H C14 .5072(4) .3878(2) .4487(3) .0564(10) Uani d . 1 . . C H14A .4996 .4178 .5017 .068 Uiso calc R 1 . . H C15 .0777(3) .34993(16) .28891(19) .0322(6) Uani d . 1 . . C C16 .1892(3) .36436(19) .2800(2) .0423(7) Uani d . 1 . . C H16A .2612 .3420 .3253 .051 Uiso calc R 1 . . H C17 .1868(3) .4140(2) .2000(3) .0515(9) Uani d . 1 . . C H17A .2593 .4249 .1914 .062 Uiso calc R 1 . . H C18 .0803(3) .4479(2) .1324(2) .0515(9) Uani d . 1 . . C H18A .0839 .4817 .0808 .062 Uiso calc R 1 . . H C19 -.0311(3) .4331(2) .1391(2) .0481(8) Uani d . 1 . . C H19A -.1027 .4554 .0932 .058 Uiso calc R 1 . . H C20 -.0301(3) .38274(17) .2191(2) .0355(7) Uani d . 1 . . C C21 -.0705(3) .30873(18) .3338(2) .0335(6) Uani d . 1 . . C C22 -.1438(3) .27260(19) .3884(2) .0392(7) Uani d . 1 . . C H22A -.1074 .2210 .4180 .047 Uiso calc R 1 . . H H22B -.2247 .2611 .3394 .047 Uiso calc R 1 . . H C23 -.1545(3) .32648(19) .4719(2) .0375(7) Uani d . 1 . . C C24 -.1701(3) .2907(2) .5537(2) .0487(8) Uani d . 1 . . C H24A -.1726 .2341 .5576 .058 Uiso calc R 1 . . H C25 -.1823(3) .3379(3) .6309(3) .0624(11) Uani d . 1 . . C H25A -.1921 .3127 .6861 .075 Uiso calc R 1 . . H C26 -.1800(4) .4212(3) .6260(3) .0717(12) Uani d . 1 . . C H26A -.1896 .4529 .6769 .086 Uiso calc R 1 . . H C27 -.1635(4) .4574(3) .5455(3) .0737(13) Uani d . 1 . . C H27A -.1610 .5141 .5422 .088 Uiso calc R 1 . . H C28 -.1502(4) .4108(2) .4681(3) .0562(10) Uani d . 1 . . C H28A -.1385 .4364 .4139 .067 Uiso calc R 1 . . H 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 Zn1 .0340(2) .0373(2) .02325(16) .00336(15) .00968(13) .00198(14) Cl1 .0455(5) .0548(5) .0348(4) -.0050(4) .0156(3) .0096(3) Cl2 .0441(4) .0534(5) .0370(4) .0117(4) .0156(3) -.0055(3) N1 .0333(13) .0368(13) .0274(11) -.0001(11) .0107(10) .0030(10) N2 .0328(14) .0442(15) .0308(12) -.0071(11) .0059(11) .0059(11) N3 .0322(13) .0327(12) .0274(11) .0038(10) .0115(10) -.0028(10) N4 .0353(14) .0460(15) .0315(12) .0111(12) .0070(11) -.0011(11) C1 .0393(17) .0318(16) .0283(14) .0004(13) .0113(13) .0050(12) C2 .0446(19) .0457(19) .0443(18) .0033(15) .0161(16) -.0013(15) C3 .060(2) .047(2) .057(2) .0065(17) .0307(19) -.0037(17) C4 .070(3) .0408(19) .0428(18) -.0004(18) .0219(18) -.0054(15) C5 .057(2) .0387(18) .0338(16) -.0094(16) .0108(15) .0011(14) C6 .0451(17) .0320(15) .0300(14) -.0048(13) .0158(13) .0049(12) C7 .0386(17) .0348(16) .0295(14) -.0009(13) .0108(13) .0105(12) C8 .0391(17) .0455(18) .0379(16) .0067(14) .0157(14) .0094(14) C9 .0315(15) .0423(17) .0338(14) -.0009(13) .0158(13) .0042(13) C10 .0422(18) .0447(18) .0461(18) -.0009(15) .0204(15) -.0015(15) C11 .050(2) .071(2) .0388(17) -.0070(18) .0226(16) -.0099(17) C12 .082(3) .063(2) .048(2) -.008(2) .039(2) .0066(19) C13 .128(4) .042(2) .074(3) -.011(2) .068(3) .0020(19) C14 .090(3) .045(2) .051(2) -.007(2) .046(2) -.0031(17) C15 .0393(17) .0311(15) .0244(13) .0025(12) .0098(12) -.0021(11) C16 .0424(18) .0462(19) .0371(16) -.0024(15) .0136(15) .0003(14) C17 .060(2) .053(2) .0476(19) -.0079(18) .0261(18) .0019(16) C18 .069(2) .048(2) .0374(17) -.0019(18) .0191(17) .0089(15) C19 .065(2) .0432(19) .0290(15) .0116(17) .0093(15) .0058(14) C20 .0425(17) .0351(16) .0263(13) .0058(14) .0098(13) -.0048(12) C21 .0366(16) .0332(15) .0263(13) .0073(13) .0068(12) -.0050(12) C22 .0346(16) .0424(18) .0412(16) .0015(14) .0150(14) -.0043(14) C23 .0336(16) .0444(18) .0359(15) .0056(14) .0145(13) -.0059(14) C24 .047(2) .057(2) .0433(18) .0043(16) .0190(16) .0018(15) C25 .057(2) .098(3) .0372(18) .013(2) .0228(17) .001(2) C26 .077(3) .094(3) .045(2) .017(3) .023(2) -.023(2) C27 .101(4) .055(2) .068(3) .010(2) .034(3) -.018(2) C28 .079(3) .049(2) .0465(19) .0044(19) .030(2) -.0064(17) 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 Zn1 N1 . 2.039(2) yes Zn1 N3 . 2.044(2) yes Zn1 Cl1 . 2.2575(8) yes Zn1 Cl2 . 2.2626(8) yes N1 C7 . 1.334(4) ? N1 C1 . 1.407(4) ? N2 C7 . 1.346(4) ? N2 C6 . 1.383(4) ? N3 C21 . 1.329(4) ? N3 C15 . 1.405(3) ? N4 C21 . 1.358(4) ? N4 C20 . 1.375(4) ? C1 C2 . 1.393(4) ? C1 C6 . 1.400(4) ? C2 C3 . 1.400(4) ? C3 C4 . 1.391(5) ? C4 C5 . 1.382(5) ? C5 C6 . 1.387(4) ? C7 C8 . 1.474(4) ? C8 C9 . 1.527(4) ? C9 C14 . 1.367(4) ? C9 C10 . 1.370(4) ? C10 C11 . 1.389(5) ? C11 C12 . 1.358(5) ? C12 C13 . 1.373(5) ? C13 C14 . 1.393(5) ? C15 C16 . 1.395(4) ? C15 C20 . 1.399(4) ? C16 C17 . 1.388(4) ? C17 C18 . 1.384(5) ? C18 C19 . 1.382(5) ? C19 C20 . 1.398(4) ? C21 C22 . 1.485(4) ? C22 C23 . 1.519(4) ? C23 C24 . 1.373(4) ? C23 C28 . 1.383(4) ? C24 C25 . 1.390(5) ? C25 C26 . 1.366(6) ? C26 C27 . 1.363(5) ? C27 C28 . 1.392(5) ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl .1484 .1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn .2839 1.4301 '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 _geom_angle_publ_flag N1 Zn1 N3 108.54(9) yes N1 Zn1 Cl1 103.32(7) yes N3 Zn1 Cl1 116.67(7) yes N1 Zn1 Cl2 115.44(7) yes N3 Zn1 Cl2 104.47(6) yes Cl1 Zn1 Cl2 108.84(3) yes C7 N1 C1 106.0(2) ? C7 N1 Zn1 130.8(2) ? C1 N1 Zn1 121.27(19) ? C7 N2 C6 109.1(2) ? C21 N3 C15 106.3(2) ? C21 N3 Zn1 130.9(2) ? C15 N3 Zn1 121.73(18) ? C21 N4 C20 108.6(2) ? C2 C1 C6 120.9(3) ? C2 C1 N1 130.4(3) ? C6 C1 N1 108.6(3) ? C1 C2 C3 116.2(3) ? C4 C3 C2 122.2(3) ? C5 C4 C3 121.5(3) ? C4 C5 C6 116.6(3) ? N2 C6 C5 132.4(3) ? N2 C6 C1 105.1(2) ? C5 C6 C1 122.5(3) ? N1 C7 N2 111.1(3) ? N1 C7 C8 125.7(3) ? N2 C7 C8 123.2(3) ? C7 C8 C9 115.3(2) ? C14 C9 C10 118.7(3) ? C14 C9 C8 121.9(3) ? C10 C9 C8 119.4(3) ? C9 C10 C11 121.4(3) ? C12 C11 C10 119.7(3) ? C11 C12 C13 119.6(3) ? C12 C13 C14 120.5(3) ? C9 C14 C13 120.2(3) ? C16 C15 C20 121.2(3) ? C16 C15 N3 130.4(3) ? C20 C15 N3 108.4(2) ? C17 C16 C15 116.3(3) ? C18 C17 C16 122.4(3) ? C19 C18 C17 122.0(3) ? C18 C19 C20 116.2(3) ? N4 C20 C19 132.4(3) ? N4 C20 C15 105.7(2) ? C19 C20 C15 121.9(3) ? N3 C21 N4 111.0(3) ? N3 C21 C22 126.7(3) ? N4 C21 C22 122.3(3) ? C21 C22 C23 114.2(2) ? C24 C23 C28 118.4(3) ? C24 C23 C22 119.2(3) ? C28 C23 C22 122.3(3) ? C23 C24 C25 121.0(4) ? C26 C25 C24 120.3(4) ? C27 C26 C25 119.2(3) ? C26 C27 C28 121.0(4) ? C23 C28 C27 120.0(3) ? 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 _geom_hbond_publ_flag N2 H2A Cl2 4_666 .86 2.46 3.240(3) 152 yes N4 H4A Cl1 4_565 .86 2.55 3.314(3) 148 yes C8 H8A Cl2 1_555 .97 2.81 3.594(3) 138 no 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 N3 Zn1 N1 C7 -127.2(2) Cl1 Zn1 N1 C7 108.4(2) Cl2 Zn1 N1 C7 -10.3(3) N3 Zn1 N1 C1 71.1(2) Cl1 Zn1 N1 C1 -53.4(2) Cl2 Zn1 N1 C1 -172.09(18) N1 Zn1 N3 C21 -124.5(2) Cl1 Zn1 N3 C21 -8.3(3) Cl2 Zn1 N3 C21 111.9(2) N1 Zn1 N3 C15 69.1(2) Cl1 Zn1 N3 C15 -174.72(17) Cl2 Zn1 N3 C15 -54.5(2) C7 N1 C1 C2 -178.7(3) Zn1 N1 C1 C2 -13.0(4) C7 N1 C1 C6 -.3(3) Zn1 N1 C1 C6 165.41(18) C6 C1 C2 C3 .7(4) N1 C1 C2 C3 178.9(3) C1 C2 C3 C4 -.3(5) C2 C3 C4 C5 -.2(5) C3 C4 C5 C6 .3(5) C7 N2 C6 C5 179.0(3) C7 N2 C6 C1 -.8(3) C4 C5 C6 N2 -179.7(3) C4 C5 C6 C1 .0(4) C2 C1 C6 N2 179.2(3) N1 C1 C6 N2 .7(3) C2 C1 C6 C5 -.6(4) N1 C1 C6 C5 -179.1(3) C1 N1 C7 N2 -.2(3) Zn1 N1 C7 N2 -164.03(18) C1 N1 C7 C8 180.0(3) Zn1 N1 C7 C8 16.1(4) C6 N2 C7 N1 .6(3) C6 N2 C7 C8 -179.5(2) N1 C7 C8 C9 81.8(4) N2 C7 C8 C9 -98.0(3) C7 C8 C9 C14 30.9(5) C7 C8 C9 C10 -150.5(3) C14 C9 C10 C11 1.0(5) C8 C9 C10 C11 -177.7(3) C9 C10 C11 C12 -.7(5) C10 C11 C12 C13 .1(6) C11 C12 C13 C14 .2(7) C10 C9 C14 C13 -.8(6) C8 C9 C14 C13 177.8(4) C12 C13 C14 C9 .2(7) C21 N3 C15 C16 -178.9(3) Zn1 N3 C15 C16 -9.6(4) C21 N3 C15 C20 .4(3) Zn1 N3 C15 C20 169.74(18) C20 C15 C16 C17 1.3(4) N3 C15 C16 C17 -179.4(3) C15 C16 C17 C18 .2(5) C16 C17 C18 C19 -1.3(5) C17 C18 C19 C20 .8(5) C21 N4 C20 C19 -178.7(3) C21 N4 C20 C15 .7(3) C18 C19 C20 N4 -180.0(3) C18 C19 C20 C15 .7(4) C16 C15 C20 N4 178.7(3) N3 C15 C20 N4 -.7(3) C16 C15 C20 C19 -1.8(4) N3 C15 C20 C19 178.8(3) C15 N3 C21 N4 .0(3) Zn1 N3 C21 N4 -167.94(18) C15 N3 C21 C22 -177.5(3) Zn1 N3 C21 C22 14.5(4) C20 N4 C21 N3 -.5(3) C20 N4 C21 C22 177.2(2) N3 C21 C22 C23 86.8(4) N4 C21 C22 C23 -90.6(3) C21 C22 C23 C24 -151.6(3) C21 C22 C23 C28 29.1(4) C28 C23 C24 C25 .5(5) C22 C23 C24 C25 -178.9(3) C23 C24 C25 C26 .6(6) C24 C25 C26 C27 -1.2(6) C25 C26 C27 C28 .7(7) C24 C23 C28 C27 -.9(6) C22 C23 C28 C27 178.4(3) C26 C27 C28 C23 .4(6) _cod_database_fobs_code 2011723