#------------------------------------------------------------------------------ #$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: svn://www.crystallography.net/cod/cif/2/2006527.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_2006527 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1997 _journal_volume 53 _journal_page_first 1337 _journal_page_last 1341 _publ_section_title ; 1-Aryl-1H,3H-thiazolo[3,4-a]benzimidazole derivatives ; loop_ _publ_author_name 'Bruno, Giuseppe' 'Chimirri, Alba' 'Monforte, Anna Maria' "Nicol\'o, Francesco" 'Scopelliti, Rosario' _chemical_formula_moiety 'C15 H10 Cl2 N2 S' _chemical_formula_sum 'C15 H10 Cl2 N2 S' _chemical_formula_weight 321.21 _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.740(2) _cell_length_b 13.030(5) _cell_length_c 14.694(5) _cell_angle_alpha 83.30(3) _cell_angle_beta 79.20(3) _cell_angle_gamma 76.72(3) _cell_volume 1412.5(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.510 _diffrn_ambient_temperature 293(2) _refine_ls_R_factor_obs .0381 _refine_ls_wR_factor_obs .1062 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol S1A .20165(10) .78727(6) .96382(5) .0669(2) Uani d . 1 . S C1A .4294(3) .7277(2) .9884(2) .0445(5) Uani d . 1 . C H1A .5063(3) .7039(2) .9305(2) .070 Uiso calc R 1 . H N2A .4048(2) .63545(14) 1.05055(13) .0430(4) Uani d . 1 . N C8A .2403(3) .6100(2) 1.0722(2) .0458(5) Uani d . 1 . C C9A .0968(4) .6831(2) 1.0280(2) .0608(7) Uani d . 1 . C H9AA -.0032(4) .7122(2) 1.0747(2) .070 Uiso calc R 1 . H H9AB .0526(4) .6464(2) .9863(2) .070 Uiso calc R 1 . H C2A .5177(3) .5641(2) 1.1017(2) .0425(5) Uani d . 1 . C C7A .4088(3) .4974(2) 1.1517(2) .0448(5) Uani d . 1 . C N1A .2341(3) .5276(2) 1.13114(14) .0512(5) Uani d . 1 . N C3A .6957(3) .5538(2) 1.1110(2) .0563(7) Uani d . 1 . C H3A .7660(3) .5987(2) 1.0768(2) .070 Uiso calc R 1 . H C4A .7639(4) .4743(2) 1.1729(2) .0657(7) Uani d . 1 . C H4A .8830(4) .4649(2) 1.1811(2) .070 Uiso calc R 1 . H C5A .6566(4) .4073(2) 1.2239(2) .0639(7) Uani d . 1 . C H5A .7061(4) .3544(2) 1.2656(2) .070 Uiso calc R 1 . H C6A .4817(4) .4174(2) 1.2141(2) .0559(7) Uani d . 1 . C H6A .4125(4) .3719(2) 1.2482(2) .070 Uiso calc R 1 . H C10A .5131(3) .8035(2) 1.02673(15) .0430(5) Uani d . 1 . C C11A .4572(4) .8388(2) 1.1160(2) .0565(7) Uani d . 1 . C Cl1A .27636(14) .80126(7) 1.18962(5) .0925(3) Uani d . 1 . Cl C12A .5411(5) .9068(2) 1.1487(2) .0710(9) Uani d . 1 . C H12A .5024(5) .9281(2) 1.2087(2) .070 Uiso calc R 1 . H C13A .6805(5) .9425(2) 1.0930(2) .0742(9) Uani d . 1 . C H13A .7373(5) .9876(2) 1.1155(2) .070 Uiso calc R 1 . H C14A .7373(4) .9125(2) 1.0042(2) .0621(7) Uani d . 1 . C H14A .8301(4) .9384(2) .9656(2) .070 Uiso calc R 1 . H C15A .6548(3) .8433(2) .9727(2) .0471(6) Uani d . 1 . C Cl2A .73300(11) .80831(7) .85939(5) .0793(3) Uani d . 1 . Cl S1B .48807(9) .28971(5) .47625(5) .0612(2) Uani d . 1 . S C1B .2951(3) .2249(2) .49071(15) .0411(5) Uani d . 1 . C H1B .2880(3) .2021(2) .43053(15) .070 Uiso calc R 1 . H N2B .3459(2) .13233(13) .55230(12) .0387(4) Uani d . 1 . N C8B .5132(3) .1054(2) .57408(15) .0395(5) Uani d . 1 . C C9B .6309(3) .1808(2) .5329(2) .0492(6) Uani d . 1 . C H9BA .7308(3) .1472(2) .4883(2) .070 Uiso calc R 1 . H H9BB .6784(3) .2054(2) .5809(2) .070 Uiso calc R 1 . H C2B .2518(3) .0576(2) .59871(14) .0380(5) Uani d . 1 . C C7B .3767(3) -.0119(2) .64674(14) .0399(5) Uani d . 1 . C N1B .5424(2) .01941(15) .62955(13) .0449(5) Uani d . 1 . N C3B .0765(3) .0465(2) .6051(2) .0500(6) Uani d . 1 . C H3B -.0040(3) .0931(2) .5719(2) .070 Uiso calc R 1 . H C4B .0263(4) -.0366(2) .6626(2) .0583(7) Uani d . 1 . C H4B -.0906(4) -.0466(2) .6688(2) .070 Uiso calc R 1 . H C5B .1487(4) -.1062(2) .7118(2) .0573(7) Uani d . 1 . C H5B .1108(4) -.1614(2) .7505(2) .070 Uiso calc R 1 . H C6B .3233(4) -.0955(2) .7047(2) .0516(6) Uani d . 1 . C H6B .4036(4) -.1426(2) .7376(2) .070 Uiso calc R 1 . H C10B .1204(3) .2986(2) .52512(15) .0397(5) Uani d . 1 . C C11B .0680(4) .3291(2) .6158(2) .0514(6) Uani d . 1 . C Cl1B .20766(13) .28601(6) .69855(5) .0828(3) Uani d . 1 . Cl C12B -.0961(4) .3957(2) .6440(2) .0655(8) Uani d . 1 . C H12B -.1292(4) .4132(2) .7053(2) .070 Uiso calc R 1 . H C13B -.2088(4) .4355(2) .5814(2) .0687(8) Uani d . 1 . C H13B -.3196(4) .4794(2) .6008(2) .070 Uiso calc R 1 . H C14B -.1611(3) .4118(2) .4903(2) .0572(7) Uani d . 1 . C H14B -.2366(3) .4410(2) .4473(2) .070 Uiso calc R 1 . H C15B .0011(3) .3437(2) .4637(2) .0433(5) Uani d . 1 . C Cl2B .05757(10) .31827(6) .34682(5) .0690(2) Uani d . 1 . Cl 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 S1A .0627(4) .0663(5) .0734(5) -.0223(4) -.0206(4) .0202(4) C1A .0520(14) .0457(13) .0366(12) -.0182(11) -.0016(10) -.0003(10) N2A .0472(11) .0402(10) .0424(10) -.0176(9) -.0001(9) -.0012(8) C8A .0489(14) .0495(13) .0414(12) -.0194(11) -.0018(10) -.0043(10) C9A .056(2) .065(2) .063(2) -.0220(13) -.0096(13) .0044(13) C2A .0508(14) .0346(11) .0414(12) -.0124(10) -.0007(10) -.0048(10) C7A .0515(14) .0409(12) .0423(12) -.0156(11) .0012(10) -.0078(10) N1A .0523(12) .0512(12) .0511(12) -.0218(10) .0005(9) -.0010(10) C3A .0515(15) .0470(14) .071(2) -.0167(12) -.0065(13) -.0011(13) C4A .059(2) .058(2) .081(2) -.0083(14) -.0200(15) -.0026(15) C5A .078(2) .050(2) .062(2) -.0079(14) -.0188(15) .0048(13) C6A .073(2) .0434(13) .0500(14) -.0190(13) -.0032(13) .0029(11) C10A .0537(14) .0359(11) .0391(12) -.0118(10) -.0067(10) .0016(9) C11A .084(2) .0435(13) .0432(13) -.0194(13) -.0081(13) -.0008(11) Cl1A .1322(8) .0862(6) .0551(4) -.0460(5) .0330(5) -.0225(4) C12A .119(3) .049(2) .053(2) -.019(2) -.030(2) -.0075(13) C13A .100(2) .049(2) .091(2) -.029(2) -.047(2) .000(2) C14A .058(2) .0461(14) .087(2) -.0166(13) -.0228(15) .0065(14) C15A .0474(13) .0422(13) .0517(14) -.0119(11) -.0102(11) .0047(11) Cl2A .0783(5) .0945(6) .0647(5) -.0423(4) .0227(4) -.0116(4) S1B .0484(4) .0496(4) .0813(5) -.0149(3) -.0070(3) .0150(3) C1B .0426(12) .0402(12) .0383(11) -.0057(10) -.0048(10) -.0029(9) N2B .0392(10) .0350(9) .0411(10) -.0054(8) -.0082(8) -.0018(8) C8B .0374(12) .0412(12) .0393(12) -.0058(10) -.0045(9) -.0091(10) C9B .0424(13) .0480(13) .0567(15) -.0097(11) -.0084(11) -.0017(11) C2B .0420(12) .0333(11) .0379(11) -.0062(9) -.0057(9) -.0050(9) C7B .0447(13) .0397(12) .0358(11) -.0076(10) -.0070(10) -.0072(9) N1B .0437(11) .0468(11) .0441(11) -.0065(9) -.0124(9) -.0017(9) C3B .0415(13) .0464(13) .062(2) -.0062(11) -.0135(11) -.0030(11) C4B .052(2) .054(2) .070(2) -.0207(13) -.0042(13) -.0044(13) C5B .067(2) .0505(15) .0553(15) -.0217(13) -.0051(13) .0033(12) C6B .065(2) .0440(13) .0444(13) -.0086(12) -.0142(12) .0035(11) C10B .0432(12) .0330(11) .0417(12) -.0108(9) -.0016(10) -.0013(9) C11B .063(2) .0408(13) .0452(13) -.0056(12) -.0043(12) -.0018(10) Cl1B .1139(7) .0807(5) .0478(4) .0082(5) -.0260(4) -.0186(3) C12B .080(2) .0443(14) .057(2) -.0054(14) .0189(15) -.0073(12) C13B .047(2) .0414(14) .100(2) .0026(12) .012(2) .0031(15) C14B .0441(14) .0419(13) .083(2) -.0103(11) -.0114(13) .0082(13) C15B .0451(13) .0358(11) .0514(13) -.0154(10) -.0099(11) .0033(10) Cl2B .0789(5) .0766(5) .0553(4) -.0083(4) -.0315(4) -.0044(3) 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 S1A C9A . 1.820(3) ? S1A C1A . 1.840(3) ? C1A N2A . 1.448(3) ? C1A C10A . 1.508(3) ? N2A C8A . 1.360(3) ? N2A C2A . 1.379(3) ? C8A N1A . 1.304(3) ? C8A C9A . 1.484(4) ? C2A C3A . 1.384(3) ? C2A C7A . 1.401(3) ? C7A C6A . 1.395(3) ? C7A N1A . 1.399(3) ? C3A C4A . 1.375(4) ? C4A C5A . 1.400(4) ? C5A C6A . 1.363(4) ? C10A C15A . 1.393(3) ? C10A C11A . 1.398(3) ? C11A C12A . 1.384(4) ? C11A Cl1A . 1.730(3) ? C12A C13A . 1.365(4) ? C13A C14A . 1.368(4) ? C14A C15A . 1.381(3) ? C15A Cl2A . 1.738(3) ? S1B C9B . 1.811(2) ? S1B C1B . 1.846(2) ? C1B N2B . 1.446(3) ? C1B C10B . 1.505(3) ? N2B C8B . 1.350(3) ? N2B C2B . 1.389(3) ? C8B N1B . 1.308(3) ? C8B C9B . 1.493(3) ? C2B C3B . 1.383(3) ? C2B C7B . 1.399(3) ? C7B C6B . 1.393(3) ? C7B N1B . 1.403(3) ? C3B C4B . 1.376(4) ? C4B C5B . 1.397(4) ? C5B C6B . 1.374(4) ? C10B C11B . 1.395(3) ? C10B C15B . 1.397(3) ? C11B C12B . 1.385(4) ? C11B Cl1B . 1.736(3) ? C12B C13B . 1.362(4) ? C13B C14B . 1.373(4) ? C14B C15B . 1.379(3) ? C15B Cl2B . 1.742(2) ? _cod_database_code 2006527