#------------------------------------------------------------------------------ #$Date: 2012-02-26 23:34:47 +0200 (Sun, 26 Feb 2012) $ #$Revision: 35909 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/15/17/7151744.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_7151744 loop_ _publ_author_name 'Yoo, Ellie Jung-Hwa' 'Feketeov\'a, Linda' 'Khairallah, George N.' 'White, Jonathan M.' 'O'Hair, Richard A J' _publ_section_title ; Structure and unimolecular chemistry of protonated sulfur betaines, (CH3)2S(+)(CH2)(n)CO2H (n = 1 and 2). ; _journal_issue 8 _journal_name_full 'Organic & biomolecular chemistry' _journal_page_first 2751 _journal_page_last 2759 _journal_volume 9 _journal_year 2011 _chemical_formula_sum 'C4 H9 Cl O2 S' _chemical_formula_weight 156.62 _chemical_name_systematic ; ? ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 100.912(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 7.0225(8) _cell_length_b 7.3868(8) _cell_length_c 13.8536(15) _cell_measurement_reflns_used 2209 _cell_measurement_temperature 130(2) _cell_measurement_theta_max 27.52 _cell_measurement_theta_min 2.99 _cell_volume 705.65(13) _computing_cell_refinement 'Bruker SMART' _computing_data_collection 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _diffrn_ambient_temperature 130(2) _diffrn_measured_fraction_theta_full 0.989 _diffrn_measured_fraction_theta_max 0.989 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0165 _diffrn_reflns_av_sigmaI/netI 0.0238 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 3359 _diffrn_reflns_theta_full 27.52 _diffrn_reflns_theta_max 27.52 _diffrn_reflns_theta_min 2.99 _exptl_absorpt_coefficient_mu 0.752 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_correction_T_min 0.79 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details SADABS _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.474 _exptl_crystal_density_method 'not measured' _exptl_crystal_description slab _exptl_crystal_F_000 328 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.369 _refine_diff_density_min -0.271 _refine_diff_density_rms 0.064 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.097 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 79 _refine_ls_number_reflns 1608 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.097 _refine_ls_R_factor_all 0.0288 _refine_ls_R_factor_gt 0.0269 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0435P)^2^+0.1888P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0753 _refine_ls_wR_factor_ref 0.0768 _reflns_number_gt 1493 _reflns_number_total 1608 _reflns_threshold_expression >2sigma(I) _[local]_cod_data_source_file c0ob00770f.txt _[local]_cod_data_source_block jmwroh1 _[local]_cod_cif_authors_sg_H-M 'P2(1)/n ' _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius ; _cod_database_code 7151744 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.14406(5) 0.84952(4) 0.41684(2) 0.02118(12) Uani 1 1 d . . . S1 S 0.34054(5) 0.14303(4) 0.68574(2) 0.01795(12) Uani 1 1 d . . . O2 O 0.25801(15) 0.47217(15) 0.46178(7) 0.0241(2) Uani 1 1 d . . . O1 O 0.22890(15) 0.50513(14) 0.61953(7) 0.0250(2) Uani 1 1 d . . . C2 C 0.34047(19) 0.22367(18) 0.56358(9) 0.0176(3) Uani 1 1 d . . . H2A H 0.4736 0.2175 0.5498 0.021 Uiso 1 1 calc R . . H2B H 0.2558 0.1457 0.5154 0.021 Uiso 1 1 calc R . . C3 C 0.4376(2) -0.07847(19) 0.67488(10) 0.0236(3) Uani 1 1 d . . . H3A H 0.5562 -0.0692 0.6476 0.035 Uiso 1 1 calc R . . H3B H 0.3420 -0.1523 0.6312 0.035 Uiso 1 1 calc R . . H3C H 0.4678 -0.1352 0.7399 0.035 Uiso 1 1 calc R . . C4 C 0.5447(2) 0.2559(2) 0.75760(10) 0.0242(3) Uani 1 1 d . . . H4A H 0.5712 0.2049 0.8241 0.036 Uiso 1 1 calc R . . H4B H 0.5163 0.3854 0.7611 0.036 Uiso 1 1 calc R . . H4C H 0.6584 0.2393 0.7270 0.036 Uiso 1 1 calc R . . C1 C 0.26856(18) 0.41621(19) 0.55288(9) 0.0184(3) Uani 1 1 d . . . H1 H 0.224(3) 0.579(4) 0.4551(17) 0.053(7) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cl1 0.01998(19) 0.01897(19) 0.0238(2) 0.00059(12) 0.00215(14) 0.00059(11) S1 0.01842(19) 0.0197(2) 0.01558(19) 0.00089(11) 0.00267(13) -0.00051(11) O2 0.0339(6) 0.0200(5) 0.0177(5) 0.0022(4) 0.0035(4) 0.0047(4) O1 0.0335(6) 0.0214(5) 0.0210(5) -0.0016(4) 0.0075(4) 0.0020(4) C2 0.0209(7) 0.0182(6) 0.0134(6) -0.0002(5) 0.0029(5) -0.0006(5) C3 0.0298(7) 0.0168(6) 0.0243(7) 0.0029(5) 0.0054(6) 0.0012(6) C4 0.0247(7) 0.0271(7) 0.0185(6) -0.0023(5) -0.0019(5) -0.0048(6) C1 0.0163(6) 0.0203(7) 0.0177(6) 0.0005(5) 0.0006(5) -0.0019(5) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 S1 C4 101.24(7) . . ? C3 S1 C2 98.99(6) . . ? C4 S1 C2 103.13(7) . . ? C1 C2 S1 110.26(9) . . ? O1 C1 O2 125.65(13) . . ? O1 C1 C2 124.02(12) . . ? O2 C1 C2 110.34(11) . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C3 1.7899(14) . ? S1 C4 1.7892(14) . ? S1 C2 1.7941(13) . ? O2 C1 1.3166(16) . ? O1 C1 1.2079(17) . ? C2 C1 1.5072(19) . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C3 S1 C2 C1 -178.27(9) . . . . ? C4 S1 C2 C1 -74.41(10) . . . . ? S1 C2 C1 O1 4.27(17) . . . . ? S1 C2 C1 O2 -176.46(9) . . . . ?