#------------------------------------------------------------------------------ #$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2013832.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_2013832 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2004 _journal_volume 60 _journal_page_first o65 _journal_page_last o68 _publ_section_title ; 2-Chlorophenyl 3-nitrobenzenesulfonate and 2,4-dichlorophenyl 3-nitrobenzenesulfonate: supramolecular aggregation through C---H...O, \p--\p and van der Waals interactions ; loop_ _publ_author_name 'Nagarajan Vembu' 'Maruthai Nallu' 'Semih Durmus' 'Mathew Pazner' 'Jered Garrison' 'Wiley J. Youngs' _chemical_name_common '2-chlorophenyl m-nitrobenzenesulfonate' _chemical_formula_moiety 'C12 H8 Cl N O5 S' _chemical_formula_sum 'C12 H8 Cl N O5 S' _chemical_formula_iupac 'C12 H8 Cl N O5 S' _chemical_formula_weight 313.70 _chemical_melting_point '367-369' _symmetry_cell_setting 'Triclinic' _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.4315(18) _cell_length_b 8.474(2) _cell_length_c 10.991(3) _cell_angle_alpha 67.889(4) _cell_angle_beta 85.220(4) _cell_angle_gamma 81.617(4) _cell_volume 634.1(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _exptl_crystal_density_diffrn 1.643 _diffrn_ambient_temperature 100(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 Cl 0.29719(5) 0.66746(5) 0.98950(3) 0.02174(11) Uani d . 1 . . Cl S 0.27292(5) 1.07006(4) 0.65534(3) 0.01723(10) Uani d . 1 . . S O1 0.84645(17) 0.45138(14) 0.66643(12) 0.0295(3) Uani d . 1 . . O O2 0.87646(15) 0.65177(14) 0.73869(11) 0.0239(2) Uani d . 1 . . O O3 0.42172(15) 1.16492(13) 0.64187(10) 0.0225(2) Uani d . 1 . . O O4 0.11846(15) 1.14406(14) 0.57491(10) 0.0237(2) Uani d . 1 . . O O5 0.21211(14) 1.02345(13) 0.80643(10) 0.0186(2) Uani d . 1 . . O N 0.78593(18) 0.57706(16) 0.69393(12) 0.0207(3) Uani d . 1 . . N C1 0.5925(2) 0.64352(18) 0.67160(14) 0.0183(3) Uani d . 1 . . C C2 0.4783(2) 0.5454(2) 0.64478(15) 0.0221(3) Uani d . 1 . . C C3 0.2981(2) 0.6138(2) 0.61748(16) 0.0241(3) Uani d . 1 . . C C4 0.2351(2) 0.7772(2) 0.61631(15) 0.0213(3) Uani d . 1 . . C C5 0.3538(2) 0.86894(18) 0.64705(13) 0.0169(3) Uani d . 1 . . C C6 0.5345(2) 0.80422(18) 0.67521(13) 0.0170(3) Uani d . 1 . . C C7 0.0559(2) 0.94153(18) 0.85969(14) 0.0173(3) Uani d . 1 . . C C8 -0.1164(2) 1.03057(19) 0.82988(14) 0.0205(3) Uani d . 1 . . C C9 -0.2665(2) 0.9519(2) 0.89670(15) 0.0228(3) Uani d . 1 . . C C10 -0.2429(2) 0.7882(2) 0.99190(15) 0.0222(3) Uani d . 1 . . C C11 -0.0701(2) 0.6991(2) 1.02059(14) 0.0199(3) Uani d . 1 . . C C12 0.08009(19) 0.77585(19) 0.95335(14) 0.0173(3) Uani d . 1 . . C H2 0.521(3) 0.436(2) 0.6453(18) 0.021(4) Uiso d . 1 . . H H3 0.221(3) 0.553(3) 0.600(2) 0.030(5) Uiso d . 1 . . H H4 0.115(3) 0.825(2) 0.5971(19) 0.026(5) Uiso d . 1 . . H H6 0.612(2) 0.863(2) 0.6956(18) 0.020(4) Uiso d . 1 . . H H8 -0.127(3) 1.144(3) 0.767(2) 0.030(5) Uiso d . 1 . . H H9 -0.379(3) 1.011(3) 0.8785(19) 0.027(5) Uiso d . 1 . . H H10 -0.345(3) 0.739(2) 1.0401(19) 0.027(5) Uiso d . 1 . . H H11 -0.054(2) 0.593(2) 1.0845(18) 0.021(4) 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 Cl 0.01686(18) 0.02233(19) 0.02012(18) 0.00041(13) -0.00189(13) -0.00192(14) S 0.02130(19) 0.01569(17) 0.01299(17) -0.00208(13) -0.00070(13) -0.00342(13) O1 0.0313(6) 0.0213(6) 0.0329(6) 0.0034(5) 0.0014(5) -0.0096(5) O2 0.0217(5) 0.0254(6) 0.0216(5) -0.0035(4) -0.0025(4) -0.0047(4) O3 0.0287(6) 0.0181(5) 0.0196(5) -0.0069(4) 0.0016(4) -0.0045(4) O4 0.0258(6) 0.0236(5) 0.0171(5) 0.0023(4) -0.0037(4) -0.0035(4) O5 0.0222(5) 0.0198(5) 0.0141(5) -0.0044(4) 0.0004(4) -0.0059(4) N 0.0234(6) 0.0175(6) 0.0159(6) -0.0013(5) 0.0013(5) -0.0011(5) C1 0.0205(7) 0.0185(7) 0.0136(6) -0.0027(5) 0.0011(5) -0.0036(5) C2 0.0286(8) 0.0188(7) 0.0196(7) -0.0058(6) 0.0040(6) -0.0079(6) C3 0.0253(8) 0.0259(8) 0.0264(8) -0.0106(6) 0.0021(6) -0.0136(6) C4 0.0197(7) 0.0259(8) 0.0190(7) -0.0053(6) 0.0006(6) -0.0086(6) C5 0.0207(7) 0.0169(6) 0.0124(6) -0.0037(5) 0.0020(5) -0.0048(5) C6 0.0204(7) 0.0183(7) 0.0124(6) -0.0060(5) 0.0004(5) -0.0044(5) C7 0.0204(7) 0.0190(7) 0.0141(6) -0.0027(5) 0.0006(5) -0.0081(5) C8 0.0252(8) 0.0190(7) 0.0169(7) 0.0029(6) -0.0027(6) -0.0077(6) C9 0.0190(7) 0.0297(8) 0.0222(7) 0.0032(6) -0.0043(6) -0.0140(6) C10 0.0191(7) 0.0303(8) 0.0209(7) -0.0056(6) 0.0016(6) -0.0133(6) C11 0.0219(7) 0.0211(7) 0.0162(7) -0.0036(6) -0.0007(6) -0.0061(6) C12 0.0171(7) 0.0195(7) 0.0154(6) 0.0007(5) -0.0027(5) -0.0072(5) 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 Cl C12 . 1.7334(15) y S O3 . 1.4259(12) y S O4 . 1.4263(11) y S O5 . 1.5972(11) y S C5 . 1.7560(15) y O1 N . 1.2279(17) y O2 N . 1.2285(17) y O5 C7 . 1.4099(17) y N C1 . 1.471(2) y C1 C6 . 1.381(2) ? C1 C2 . 1.389(2) ? C2 C3 . 1.389(2) ? C2 H2 . 0.931(19) ? C3 C4 . 1.392(2) ? C3 H3 . 0.90(2) ? C4 C5 . 1.394(2) ? C4 H4 . 0.93(2) ? C5 C6 . 1.388(2) ? C6 H6 . 0.909(19) ? C7 C8 . 1.385(2) ? C7 C12 . 1.390(2) ? C8 C9 . 1.393(2) ? C8 H8 . 0.95(2) ? C9 C10 . 1.385(2) ? C9 H9 . 0.90(2) ? C10 C11 . 1.387(2) ? C10 H10 . 0.94(2) ? C11 C12 . 1.388(2) ? C11 H11 . 0.910(19) ?