#------------------------------------------------------------------------------ #$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2012500.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_2012500 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2002 _journal_volume 58 _journal_page_first o125 _journal_page_last o128 _publ_section_title ; 2-(4-Bromophenyl)-1,2-dihydropyrimido[1,2-a]benzimidazol-4(3H)-one and 4-(4-methylphenyl)-3,4-dihydropyrimido[1,2-a]benzimidazol-2(1H)-one form hydrogen-bonded base-paired dimers ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _[local]_cod_cif_authors_sg_H-M 'P 21/c' loop_ _publ_author_name 'Low, John Nicolson' 'Cobo, Justo' 'Insuasty, Braulio' 'Nogueras, Manuel' 'Salcedo, Angela' "S\'anchez, Adolfo" _chemical_formula_moiety 'C16 H12 Br N3 O' _chemical_formula_sum 'C16 H12 Br N3 O' _chemical_formula_weight 342.20 _chemical_melting_point 577 _symmetry_cell_setting monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y+1/2, z+1/2' _cell_length_a 6.8807(2) _cell_length_b 16.2254(6) _cell_length_c 13.3379(5) _cell_angle_alpha 90 _cell_angle_beta 111.280(2) _cell_angle_gamma 90 _cell_volume 1387.54(8) _cell_formula_units_Z 4 _cell_measurement_temperature 120.0(10) _exptl_crystal_density_diffrn 1.638 _diffrn_ambient_temperature 120.0(10) 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 N1 .8909(4) .40997(15) .06599(19) .0202(5) Uani d . 1 . . N C2 .8971(5) .36859(17) .1653(2) .0202(6) Uani d . 1 . . C C21 .7504(5) .41219(17) .2108(2) .0203(6) Uani d . 1 . . C C22 .5453(5) .43433(17) .1448(3) .0234(7) Uani d . 1 . . C C23 .4160(5) .47768(19) .1863(2) .0227(6) Uani d . 1 . . C C24 .4927(4) .49813(17) .2952(2) .0200(6) Uani d . 1 . . C Br24 .31283(5) .557959(18) .34998(2) .02561(14) Uani d . 1 . . Br C25 .6932(5) .47610(18) .3619(2) .0226(6) Uani d . 1 . . C C26 .8204(5) .43347(17) .3187(3) .0232(7) Uani d . 1 . . C C3 .8401(5) .27790(18) .1389(2) .0227(6) Uani d . 1 . . C C4 .9671(4) .23567(17) .0811(2) .0206(6) Uani d . 1 . . C O4 .9921(4) .16254(12) .07701(17) .0271(5) Uani d . 1 . . O N5 1.0538(4) .29104(14) .02729(18) .0174(5) Uani d . 1 . . N C5A 1.1695(5) .27315(18) -.0394(2) .0196(6) Uani d . 1 . . C C6 1.2800(5) .20374(17) -.0502(2) .0224(6) Uani d . 1 . . C C7 1.3886(5) .21007(19) -.1201(3) .0256(7) Uani d . 1 . . C C8 1.3865(5) .2825(2) -.1770(3) .0276(7) Uani d . 1 . . C C9 1.2770(5) .35229(19) -.1643(2) .0239(7) Uani d . 1 . . C C9A 1.1727(4) .34733(17) -.0929(2) .0197(6) Uani d . 1 . . C N10 1.0655(4) .40985(15) -.05954(19) .0190(5) Uani d . 1 . . N C10A .9990(5) .37510(17) .0111(2) .0181(6) Uani d . 1 . . C H1 .8194 .4557 .0435 .024 Uiso calc R 1 . . H H2 1.0425 .3718 .2195 .024 Uiso calc R 1 . . H H22 .4943 .4195 .0709 .028 Uiso calc R 1 . . H H23 .2787 .4929 .1413 .027 Uiso calc R 1 . . H H25 .7430 .4900 .4361 .027 Uiso calc R 1 . . H H26 .9578 .4187 .3641 .028 Uiso calc R 1 . . H H3A .8608 .2479 .2067 .027 Uiso calc R 1 . . H H3B .6904 .2742 .0933 .027 Uiso calc R 1 . . H H6 1.2812 .1544 -.0117 .027 Uiso calc R 1 . . H H7 1.4658 .1640 -.1293 .031 Uiso calc R 1 . . H H8 1.4601 .2845 -.2250 .033 Uiso calc R 1 . . H H9 1.2744 .4014 -.2035 .029 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 N1 .0244(14) .0171(12) .0212(13) .0060(11) .0107(11) -.0011(10) C2 .0209(15) .0196(14) .0209(15) -.0006(12) .0082(12) .0019(12) C21 .0211(16) .0143(13) .0278(16) -.0008(12) .0116(13) .0019(12) C22 .0274(17) .0238(16) .0206(15) -.0036(13) .0105(13) -.0053(12) C23 .0203(15) .0230(15) .0238(15) -.0003(13) .0070(12) -.0019(13) C24 .0235(15) .0162(13) .0244(15) -.0013(12) .0135(12) -.0012(12) Br24 .0305(2) .0222(2) .0303(2) .00089(12) .01833(16) -.00318(12) C25 .0265(16) .0233(15) .0189(14) -.0017(14) .0095(12) .0022(12) C26 .0237(17) .0204(15) .0260(16) .0013(12) .0096(13) .0052(12) C3 .0267(16) .0170(14) .0271(16) -.0035(13) .0132(13) -.0002(13) C4 .0235(16) .0162(14) .0212(15) .0006(12) .0072(12) .0002(11) O4 .0394(13) .0145(10) .0329(12) .0012(9) .0197(10) .0022(9) N5 .0200(13) .0127(11) .0203(12) .0014(10) .0084(10) .0013(10) C5A .0224(15) .0192(14) .0177(14) -.0013(12) .0080(12) -.0012(12) C6 .0234(16) .0146(13) .0263(15) -.0015(12) .0056(13) -.0039(12) C7 .0239(16) .0213(15) .0338(17) .0026(14) .0128(14) -.0088(14) C8 .0307(18) .0271(16) .0294(17) -.0038(14) .0164(14) -.0084(14) C9 .0327(17) .0187(15) .0240(16) -.0036(13) .0149(13) -.0012(12) C9A .0217(15) .0169(14) .0197(14) .0005(12) .0065(12) -.0040(11) N10 .0246(13) .0144(11) .0209(12) .0021(10) .0120(11) -.0003(10) C10A .0200(14) .0148(13) .0192(14) .0004(12) .0066(11) .0023(11) 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 N1 C10A . 1.343(4) no N1 C2 . 1.472(4) no N1 H1 . .8800 no C2 C21 . 1.527(4) no C2 C3 . 1.531(4) no C2 H2 . 1.0000 no C21 C26 . 1.385(4) no C21 C22 . 1.412(4) no C22 C23 . 1.396(4) no C22 H22 . .9500 no C23 C24 . 1.393(4) no C23 H23 . .9500 no C24 C25 . 1.389(4) no C24 Br24 . 1.914(3) no C25 C26 . 1.394(4) no C25 H25 . .9500 no C26 H26 . .9500 no C3 C4 . 1.522(4) no C3 H3A . .9900 no C3 H3B . .9900 no C4 O4 . 1.203(3) no C4 N5 . 1.411(4) no N5 C10A . 1.411(3) no N5 C5A . 1.422(4) no C5A C6 . 1.395(4) no C5A C9A . 1.404(4) no C6 C7 . 1.394(4) no C6 H6 . .9500 no C7 C8 . 1.395(5) no C7 H7 . .9500 no C8 C9 . 1.404(4) no C8 H8 . .9500 no C9 C9A . 1.388(4) no C9 H9 . .9500 no C9A N10 . 1.417(4) no N10 C10A . 1.314(4) no _cod_database_code 2012500