#------------------------------------------------------------------------------ #$Date: 2016-03-04 15:42:05 +0200 (Fri, 04 Mar 2016) $ #$Revision: 177552 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/10/02/1100202.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_1100202 loop_ _publ_author_name 'Hoffmann, Reinhard W.' 'Nell, Peter G.' 'Leo, Roland' 'Harms, Klaus' _publ_section_title ; Highly Enantiomerically Enriched \a-Haloalkyl Grignard Reagents ; _journal_coden_ASTM CEUJED _journal_issue 18 _journal_name_full 'Chemistry - A European Journal' _journal_page_first 3359 _journal_page_last 3365 _journal_paper_doi 10.1002/1521-3765(20000915)6:18<3359::AID-CHEM3359>3.0.CO;2-U _journal_volume 6 _journal_year 2000 _chemical_formula_moiety 'C14 H12 Br1 Cl1 O1 S1' _chemical_formula_sum 'C14 H12 Br Cl O S' _chemical_melting_point 345.15 _chemical_name_systematic ; (-)-(R,R)-p-Chlorophenyl-1-bromo-2-phenylethyl sulfoxide ; _space_group_IT_number 1 _symmetry_cell_setting triclinic _symmetry_Int_Tables_number 1 _symmetry_space_group_name_Hall 'P 1' _symmetry_space_group_name_H-M 'P 1' _cell_angle_alpha 84.681(8) _cell_angle_beta 62.893(6) _cell_angle_gamma 63.397(6) _cell_formula_units_Z 2 _cell_length_a 9.1121(8) _cell_length_b 9.7596(7) _cell_length_c 9.9764(11) _cell_volume 699.198 _diffrn_ambient_temperature 213 _exptl_crystal_colour colorless. _exptl_crystal_density_diffrn 1.632 _exptl_crystal_description 'Irregular plate' _exptl_crystal_preparation actetone _refine_ls_R_factor_gt 5.23 _refine_ls_wR_factor_gt 5.23 _cod_original_formula_sum 'C14 H12 Br1 Cl1 O1 S1' _cod_database_code 1100202 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z Br1 Br 0.10688(11) 0.29643(9) 0.05813(10) S1 S 0.3621(2) -0.0475(2) -0.04968(19) O1 O 0.3665(8) -0.1910(6) -0.0946(6) C1 C 0.1304(10) 0.1067(9) -0.0118(8) H1 H 0.12890 0.11930 -0.11080 C2 C -0.029(1) 0.0734(9) 0.0922(8) H2 H 0.00380 -0.03380 0.06400 H3 H -0.05040 0.08430 0.19710 C3 C -0.2048(10) 0.1808(9) 0.0838(8) C4 C -0.3554(11) 0.2917(10) 0.2070(9) H4 H -0.34860 0.29850 0.29720 C5 C -0.5148(13) 0.3917(11) 0.1972(12) H5 H -0.61620 0.46570 0.28090 C6 C -0.5251(13) 0.3828(11) 0.0637(12) H6 H -0.63260 0.45140 0.05610 C7 C -0.3748(13) 0.2716(12) -0.0585(10) H7 H -0.38020 0.26630 -0.14960 C8 C -0.2192(12) 0.1699(11) -0.0474(9) H8 H -0.12120 0.09200 -0.12910 C9 C 0.3398(10) -0.0545(8) 0.1385(8) Cl1 Cl 0.3545(3) -0.1217(2) 0.5846(2) C10 C 0.4072(10) 0.0240(9) 0.1857(8) H9 H 0.45100 0.08960 0.12360 C11 C 0.4098(10) 0.0057(8) 0.3238(8) H10 H 0.45260 0.06000 0.35750 C12 C 0.3478(10) -0.0946(8) 0.4119(8) C13 C 0.2834(9) -0.1751(8) 0.3656(8) H11 H 0.24190 -0.24220 0.42710 C14 C 0.2804(10) -0.1561(8) 0.2275(8) H12 H 0.23860 -0.21140 0.19380 Br2 Br 0.06135(9) 0.32225(8) 0.63429(9) S2 S -0.1573(2) 0.6769(2) 0.64463(19) O2 O 0.0147(8) 0.6640(7) 0.5110(5) C15 C -0.1659(9) 0.4941(8) 0.6464(8) H13 H -0.27230 0.49890 0.74230 C16 C -0.1935(11) 0.4677(9) 0.5121(8) H14 H -0.28040 0.56610 0.49840 H15 H -0.07490 0.42990 0.41880 C17 C -0.2679(10) 0.3520(8) 0.5386(7) C18 C -0.1534(11) 0.1953(9) 0.4941(8) H16 H -0.02420 0.15820 0.44190 C19 C -0.2267(13) 0.0915(10) 0.5253(9) H17 H -0.14690 -0.01510 0.49510 C20 C -0.4149(15) 0.1439(12) 0.5998(10) H18 H -0.46510 0.07390 0.62190 C21 C -0.5300(11) 0.3019(12) 0.6423(9) H19 H -0.65920 0.33840 0.69280 C22 C -0.4599(11) 0.4067(9) 0.6123(8) H20 H -0.54010 0.51340 0.64100 C23 C -0.1221(10) 0.6712(8) 0.8075(8) Cl2 Cl -0.0511(3) 0.7009(2) 1.2188(2) C24 C -0.2435(9) 0.6536(8) 0.9485(8) H21 H -0.34150 0.63670 0.95810 C25 C -0.2194(10) 0.6610(8) 1.0745(8) H22 H -0.29910 0.64740 1.16980 C26 C -0.078(1) 0.6886(8) 1.0582(8) C27 C 0.0462(11) 0.7044(9) 0.9194(8) H23 H 0.14490 0.71980 0.91030 C28 C 0.0209(11) 0.6969(9) 0.7940(8) H24 H 0.10200 0.70950 0.69880 loop_ _atom_type_symbol _atom_type_radius_bond C 0.68 H 0.23 Br 1.21 Cl 0.99 O 0.68 S 1.02