#------------------------------------------------------------------------------ #$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2011672.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_2011672 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2000 _journal_volume 56 _journal_page_first 1442 _journal_page_last 1443 _publ_section_title ; N-(3-chlorophenyl)-\a-phenylnitrone: association with benzoic acid through hydrogen bonding ; loop_ _publ_author_name 'Chandrasekar, S.' 'Panchanatheswaran, K.' _chemical_name_common '3-Chlorophenyl-N-phenylnitrone' _chemical_formula_moiety 'C13 H10 Cl N O , C7 H6 O2' _chemical_formula_sum 'C20 H16 Cl N O3' _chemical_formula_structural 'C6H5CH\\db N(O)-C6H4Cl.C6H5COOH' _chemical_formula_analytical 'C20 H16 Cl N O3' _chemical_formula_weight 353.79 _chemical_melting_point 112 _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 7.609(3) _cell_length_b 9.630(2) _cell_length_c 12.858(2) _cell_angle_alpha 110.140(10) _cell_angle_beta 94.80(2) _cell_angle_gamma 96.83(2) _cell_volume 870.5(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.350 _diffrn_ambient_temperature 293(2) _refine_ls_R_factor_obs .0512 _refine_ls_wR_factor_obs .1352 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 Cl1 .28501(12) .83929(9) .86866(6) .0874(3) Uani d . 1 . Cl C2 .2404(3) .8297(3) .7310(2) .0555(6) Uani d . 1 . C C3 .2356(3) .6936(2) .6463(2) .0500(5) Uani d . 1 . C C4 .1973(3) .6860(2) .5369(2) .0439(5) Uani d . 1 . C C5 .1630(3) .8119(3) .5142(2) .0556(6) Uani d . 1 . C C6 .1677(4) .9452(3) .6016(2) .0683(7) Uani d . 1 . C C7 .2076(4) .9563(3) .7113(2) .0633(7) Uani d . 1 . C N8 .1907(2) .5471(2) .44268(14) .0433(4) Uani d . 1 . N O9 .1157(2) .5455(2) .34595(12) .0513(4) Uani d . 1 . O O10 .5424(3) .5716(3) .3216(2) .0782(6) Uani d . 1 . O C11 .2562(3) .4333(2) .4541(2) .0484(5) Uani d . 1 . C C12 .2563(3) .2880(2) .3697(2) .0488(5) Uani d . 1 . C C13 .3261(4) .1836(3) .4092(2) .0627(6) Uani d . 1 . C C14 .3325(4) .0413(3) .3374(3) .0739(8) Uani d . 1 . C C15 .2705(4) -.0012(3) .2253(3) .0788(9) Uani d . 1 . C C16 .2029(4) .0993(3) .1849(2) .0734(8) Uani d . 1 . C C17 .1949(4) .2436(3) .2558(2) .0590(6) Uani d . 1 . C O18 .3283(2) .6305(2) .22562(14) .0617(5) Uani d . 1 . O C19 .4938(3) .6108(2) .2455(2) .0481(5) Uani d . 1 . C C20 .6142(3) .6410(2) .1684(2) .0452(5) Uani d . 1 . C C21 .5518(3) .6805(2) .0790(2) .0499(5) Uani d . 1 . C C22 .6679(4) .7053(3) .0079(2) .0592(6) Uani d . 1 . C C23 .8447(4) .6900(3) .0237(2) .0662(7) Uani d . 1 . C C24 .9080(4) .6500(3) .1121(3) .0684(7) Uani d . 1 . C C25 .7930(3) .6262(3) .1843(2) .0587(6) Uani d . 1 . C H3 .2604 .6042 .6600 .055 Uiso d . 1 . H H5 .1253 .8016 .4400 .047 Uiso d . 1 . H H6 .1407 1.0346 .5800 .087 Uiso d . 1 . H H7 .2121 1.0576 .7800 .068 Uiso d . 1 . H H11 .3079 .4500 .5400 .055 Uiso d . 1 . H H13 .3758 .2254 .5000 .068 Uiso d . 1 . H H14 .3929 -.0258 .3800 .078 Uiso d . 1 . H H15 .2598 -.1134 .1600 .079 Uiso d . 1 . H H16 .1511 .0583 .1000 .092 Uiso d . 1 . H H17 .1486 .3179 .2200 .069 Uiso d . 1 . H H18 .2458 .6059 .2800 .084 Uiso d . 1 . H H21 .4125 .6840 .0600 .068 Uiso d . 1 . H H22 .6142 .7318 -.0600 .068 Uiso d . 1 . H H23 .9232 .7001 -.0400 .068 Uiso d . 1 . H H24 1.0395 .6316 .1200 .063 Uiso d . 1 . H H25 .8332 .5847 .2400 .061 Uiso d . 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 Cl1 .1078(7) .1008(6) .0506(4) .0302(5) .0066(4) .0199(4) C2 .0495(13) .0632(14) .0541(13) .0091(11) .0092(10) .0208(11) C3 .0526(13) .0519(12) .0523(12) .0144(10) .0106(10) .0244(10) C4 .0404(11) .0446(11) .0517(11) .0087(9) .0096(9) .0221(9) C5 .0612(15) .0524(13) .0613(14) .0150(11) .0070(11) .0290(11) C6 .080(2) .0510(14) .081(2) .0176(13) .0115(14) .0293(13) C7 .064(2) .0501(13) .070(2) .0088(11) .0121(12) .0136(11) N8 .0407(9) .0503(10) .0466(9) .0100(7) .0090(7) .0251(8) O9 .0530(9) .0608(9) .0475(8) .0147(7) .0028(7) .0278(7) O10 .0694(12) .119(2) .0741(12) .0254(11) .0068(9) .0670(12) C11 .0514(13) .0505(12) .0508(12) .0150(10) .0096(10) .0244(10) C12 .0450(12) .0479(11) .0607(13) .0113(9) .0160(10) .0252(10) C13 .061(2) .0567(14) .081(2) .0181(12) .0134(13) .0341(13) C14 .069(2) .0566(15) .107(2) .0227(13) .027(2) .036(2) C15 .077(2) .0502(14) .108(2) .0150(13) .039(2) .0192(15) C16 .084(2) .059(2) .070(2) .0097(14) .0227(15) .0127(13) C17 .066(2) .0536(13) .0592(14) .0112(11) .0168(12) .0194(11) O18 .0560(10) .0874(12) .0614(10) .0250(9) .0134(8) .0453(9) C19 .0559(14) .0453(11) .0448(11) .0132(10) -.0001(10) .0183(9) C20 .0520(13) .0379(10) .0447(11) .0094(9) .0021(9) .0140(8) C21 .0553(14) .0520(12) .0437(11) .0129(10) .0026(9) .0184(9) C22 .064(2) .0672(15) .0511(12) .0136(12) .0075(11) .0262(11) C23 .064(2) .076(2) .0634(15) .0121(13) .0157(12) .0281(13) C24 .0502(15) .079(2) .083(2) .0169(13) .0084(13) .0346(15) C25 .0569(15) .0612(14) .0639(14) .0144(11) -.0006(11) .0302(12) 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 Cl1 C2 . 1.743(2) yes C2 C7 . 1.374(4) ? C2 C3 . 1.380(3) ? C3 C4 . 1.386(3) ? C3 H3 . .97 ? C4 C5 . 1.390(3) ? C4 N8 . 1.455(3) yes C5 C6 . 1.379(4) ? C5 H5 . .94 ? C6 C7 . 1.382(4) ? C6 H6 . 1.03 ? C7 H7 . 1.06 ? N8 C11 . 1.304(3) yes N8 O9 . 1.318(2) yes O10 C19 . 1.209(3) yes C11 C12 . 1.446(3) yes C11 H11 . 1.09 ? C12 C17 . 1.397(3) ? C12 C13 . 1.409(3) ? C13 C14 . 1.373(4) ? C13 H13 . 1.11 ? C14 C15 . 1.379(5) ? C14 H14 . 1.10 ? C15 C16 . 1.375(4) ? C15 H15 . 1.11 ? C16 C17 . 1.387(3) ? C16 H16 . 1.05 ? C17 H17 . 1.05 ? O18 C19 . 1.313(3) yes O18 H18 . 1.05 yes C19 C20 . 1.482(3) ? C20 C25 . 1.390(3) ? C20 C21 . 1.395(3) ? C21 C22 . 1.381(3) ? C21 H21 . 1.08 ? C22 C23 . 1.377(4) ? C22 H22 . 1.06 ? C23 C24 . 1.388(4) ? C23 H23 . 1.08 ? C24 C25 . 1.384(4) ? C24 H24 . 1.04 ? C25 H25 . .98 ? _cod_database_code 2011672