#------------------------------------------------------------------------------ #$Date: 2010-01-30 14:59:17 +0100 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: svn://www.crystallography.net/cod/cif/2/2006528.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_2006528 _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 ; _space_group_IT_number 15 _symmetry_space_group_name_Hall '-I 2ya' _symmetry_space_group_name_H-M 'I 1 2/a 1' _[local]_cod_cif_authors_sg_H-M 'I 2/a' loop_ _publ_author_name 'Bruno, Giuseppe' 'Chimirri, Alba' 'Monforte, Anna Maria' "Nicol\'o, Francesco" 'Scopelliti, Rosario' _chemical_formula_moiety 'C15 H10 Cl F N2 S' _chemical_formula_sum 'C15 H10 Cl F N2 S' _chemical_formula_weight 304.76 _symmetry_cell_setting monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z' 'x+1/2, y+1/2, z+1/2' '-x+1, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z' '-x+1/2, -y+1/2, -z+1/2' 'x, -y+1/2, z+1/2' _cell_length_a 22.093(5) _cell_length_b 7.8780(10) _cell_length_c 31.473(5) _cell_angle_alpha 90.00 _cell_angle_beta 100.28(3) _cell_angle_gamma 90.00 _cell_volume 5389.9(16) _cell_formula_units_Z 16 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.502 _diffrn_ambient_temperature 293(2) _refine_ls_R_factor_obs .0769 _refine_ls_wR_factor_obs .1892 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 .40351(7) 1.3569(2) -.01572(6) .0635(5) Uani d . 1 . S C1A .3711(2) 1.1405(6) -.0256(2) .0477(13) Uani d . 1 . C H1A .3759(2) 1.0792(6) .0019(2) .070 Uiso calc R 1 . H N2A .3065(2) 1.1727(5) -.04096(14) .0427(10) Uani d . 1 . N C8A .2846(3) 1.3342(6) -.0465(2) .0445(13) Uani d . 1 . C C9A .3316(2) 1.4714(6) -.0348(2) .059(2) Uani d . 1 . C H9A1 .3211(2) 1.5436(6) -.0122(2) .070 Uiso calc R 1 . H H9A2 .3349(2) 1.5409(6) -.0597(2) .070 Uiso calc R 1 . H C2A .2574(2) 1.0682(6) -.0539(2) .0420(12) Uani d . 1 . C C7A .2068(2) 1.1737(6) -.0672(2) .0414(12) Uani d . 1 . C N1A .2255(2) 1.3433(5) -.0619(2) .0509(12) Uani d . 1 . N C3A .2527(3) .8933(6) -.0555(2) .0522(14) Uani d . 1 . C H3A .2870(3) .8248(6) -.0467(2) .070 Uiso calc R 1 . H C4A .1964(3) .8243(7) -.0703(2) .059(2) Uani d . 1 . C H4A .1919(3) .7069(7) -.0716(2) .070 Uiso calc R 1 . H C5A .1452(3) .9286(8) -.0838(2) .061(2) Uani d . 1 . C H5A .1073(3) .8787(8) -.0941(2) .070 Uiso calc R 1 . H C6A .1495(3) 1.1017(7) -.0820(2) .0535(14) Uani d . 1 . C H6A .1150(3) 1.1695(7) -.0906(2) .070 Uiso calc R 1 . H C10A .4002(2) 1.0380(6) -.0573(2) .0424(12) Uani d . 1 . C C11A .4328(2) .8906(6) -.0463(2) .0491(14) Uani d . 1 . C Cl1A .44206(8) .8145(2) .00606(5) .0676(5) Uani d . 1 . Cl C12A .4588(3) .7982(7) -.0752(2) .062(2) Uani d . 1 . C H12A .4802(3) .6989(7) -.0665(2) .070 Uiso calc R 1 . H C13A .4530(3) .8538(8) -.1173(3) .075(2) Uani d . 1 . C H13A .4708(3) .7920(8) -.1370(3) .070 Uiso calc R 1 . H C14A .4210(3) .9998(7) -.1301(2) .061(2) Uani d . 1 . C H14A .4168(3) 1.0388(7) -.1584(2) .070 Uiso calc R 1 . H C15A .3955(3) 1.0864(7) -.0998(2) .0551(15) Uani d . 1 . C F1A .3621(2) 1.2311(4) -.11306(11) .0738(11) Uani d . 1 . F S1B .35629(7) .0218(2) .19571(5) .0508(4) Uani d . 1 . S C1B .3759(2) .0804(6) .2530(2) .0441(13) Uani d . 1 . C H1B .3754(2) .2044(6) .2553(2) .070 Uiso calc R 1 . H N2B .4388(2) .0217(5) .26594(14) .0379(9) Uani d . 1 . N C8B .4688(2) -.0428(7) .2357(2) .0495(14) Uani d . 1 . C C9B .4324(3) -.0544(9) .1919(2) .067(2) Uani d . 1 . C H9B1 .4306(3) -.1709(9) .1818(2) .070 Uiso calc R 1 . H H9B2 .4505(3) .0152(9) .1720(2) .070 Uiso calc R 1 . H C2B .4792(2) .0268(6) .3048(2) .0407(12) Uani d . 1 . C C7B .5338(2) -.0392(6) .2940(2) .057(2) Uani d . 1 . C N1B .5268(2) -.0820(6) .2508(2) .0629(14) Uani d . 1 . N C3B .4735(3) .0804(7) .3455(2) .0547(15) Uani d . 1 . C H3B .4367(3) .1238(7) .3514(2) .070 Uiso calc R 1 . H C4B .5255(3) .0664(7) .3772(2) .071(2) Uani d . 1 . C H4B .5235(3) .1007(7) .4052(2) .070 Uiso calc R 1 . H C5B .5807(3) .0021(7) .3682(3) .077(2) Uani d . 1 . C H5B .6149(3) -.0044(7) .3902(3) .070 Uiso calc R 1 . H C6B .5850(3) -.0513(7) .3277(3) .081(2) Uani d . 1 . C H6B .6218(3) -.0959(7) .3223(3) .070 Uiso calc R 1 . H C10B .3331(2) .0073(5) .2807(2) .0344(10) Uani d . 1 . C C11B .3269(3) -.1662(7) .2887(2) .0501(14) Uani d . 1 . C Cl1B .36906(9) -.3107(2) .26629(6) .0775(5) Uani d . 1 . Cl C12B .2875(3) -.2243(9) .3145(2) .075(2) Uani d . 1 . C H12B .2836(3) -.3401(9) .3191(2) .070 Uiso calc R 1 . H C13B .2535(3) -.1077(11) .3335(2) .075(2) Uani d . 1 . C H13B .2273(3) -.1470(11) .3515(2) .070 Uiso calc R 1 . H C14B .2571(3) .0575(10) .3269(2) .067(2) Uani d . 1 . C H14B .2343(3) .1340(10) .3401(2) .070 Uiso calc R 1 . H C15B .2959(2) .1137(7) .2998(2) .0498(13) Uani d . 1 . C F1B .29835(13) .2973(4) .29257(10) .0535(8) Uani d . 1 . F 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 .0489(9) .0395(7) .0950(13) .0045(6) -.0065(8) -.0101(7) C1A .049(3) .035(2) .056(3) .008(2) .003(3) -.002(2) N2A .040(2) .029(2) .057(3) .010(2) .005(2) .003(2) C8A .052(3) .029(2) .052(3) .007(2) .008(3) .002(2) C9A .043(3) .038(3) .092(5) .008(2) .005(3) -.002(3) C2A .051(3) .033(2) .043(3) .002(2) .010(2) .000(2) C7A .049(3) .036(3) .039(3) -.003(2) .007(2) .003(2) N1A .043(3) .038(2) .069(3) .008(2) .003(2) .004(2) C3A .062(4) .037(3) .058(4) .005(3) .011(3) .003(2) C4A .086(5) .038(3) .056(4) -.008(3) .022(3) -.001(3) C5A .067(4) .069(4) .047(4) -.031(3) .010(3) -.007(3) C6A .041(3) .066(4) .051(4) -.003(3) .003(3) .003(3) C10A .038(3) .038(3) .051(3) .001(2) .005(2) .000(2) C11A .042(3) .035(3) .066(4) -.002(2) -.001(3) -.004(2) Cl1A .0745(11) .0518(8) .0730(11) .0206(7) .0033(8) .0105(7) C12A .064(4) .037(3) .089(5) .012(3) .019(4) -.002(3) C13A .085(5) .055(4) .092(6) .005(3) .036(4) -.023(4) C14A .080(4) .054(3) .052(4) .007(3) .019(3) -.002(3) C15A .056(4) .040(3) .069(4) .010(2) .010(3) .004(3) F1A .089(3) .069(2) .067(2) .029(2) .022(2) .022(2) S1B .0495(8) .0597(8) .0422(8) -.0013(6) .0053(6) .0033(6) C1B .039(3) .033(2) .060(4) .001(2) .009(3) -.001(2) N2B .026(2) .043(2) .045(2) -.001(2) .010(2) .002(2) C8B .043(3) .046(3) .062(4) -.009(2) .019(3) -.007(3) C9B .068(4) .076(4) .061(4) -.004(3) .025(3) -.010(3) C2B .034(3) .033(2) .054(3) -.005(2) .007(2) .005(2) C7B .033(3) .040(3) .095(5) -.003(2) .002(3) -.005(3) N1B .041(3) .055(3) .095(4) .001(2) .017(3) -.018(3) C3B .052(3) .051(3) .058(4) -.010(3) -.001(3) -.003(3) C4B .086(5) .048(3) .069(5) -.022(3) -.011(4) .003(3) C5B .066(5) .038(3) .107(6) -.006(3) -.037(4) .000(3) C6B .041(4) .044(3) .147(8) .005(3) -.015(4) -.009(4) C10B .026(2) .039(2) .036(3) -.004(2) .003(2) .001(2) C11B .047(3) .047(3) .057(4) -.008(2) .009(3) .006(3) Cl1B .0859(13) .0540(9) .0958(14) -.0030(8) .0246(10) .0064(8) C12B .053(4) .077(4) .089(5) -.022(3) .001(4) .038(4) C13B .045(4) .114(6) .073(5) -.006(4) .026(3) .011(4) C14B .039(3) .095(5) .072(5) .002(3) .020(3) -.005(4) C15B .038(3) .061(3) .051(3) .001(3) .008(3) -.004(3) F1B .044(2) .050(2) .067(2) .0072(13) .011(2) -.0108(15) 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 . 1.832(5) ? S1A C1A . 1.854(5) ? C1A N2A . 1.446(6) ? C1A C10A . 1.516(7) ? N2A C8A . 1.360(6) ? N2A C2A . 1.364(6) ? C8A N1A . 1.313(7) ? C8A C9A . 1.498(7) ? C2A C3A . 1.382(7) ? C2A C7A . 1.396(7) ? C7A C6A . 1.390(7) ? C7A N1A . 1.399(6) ? C3A C4A . 1.361(8) ? C4A C5A . 1.402(9) ? C5A C6A . 1.368(8) ? C10A C15A . 1.376(8) ? C10A C11A . 1.377(7) ? C11A C12A . 1.369(8) ? C11A Cl1A . 1.731(6) ? C12A C13A . 1.379(9) ? C13A C14A . 1.372(9) ? C14A C15A . 1.374(8) ? C15A F1A . 1.381(6) ? S1B C9B . 1.810(6) ? S1B C1B . 1.836(6) ? C1B N2B . 1.451(6) ? C1B C10B . 1.510(7) ? N2B C8B . 1.352(7) ? N2B C2B . 1.381(7) ? C8B N1B . 1.322(7) ? C8B C9B . 1.470(8) ? C2B C3B . 1.375(8) ? C2B C7B . 1.410(7) ? C7B N1B . 1.383(8) ? C7B C6B . 1.408(9) ? C3B C4B . 1.385(8) ? C4B C5B . 1.395(10) ? C5B C6B . 1.363(11) ? C10B C15B . 1.384(7) ? C10B C11B . 1.402(7) ? C11B C12B . 1.369(8) ? C11B Cl1B . 1.703(6) ? C12B C13B . 1.390(10) ? C13B C14B . 1.323(10) ? C14B C15B . 1.386(8) ? C15B F1B . 1.467(6) ? _cod_database_code 2006528