#------------------------------------------------------------------------------
#$Date: 2017-02-04 08:25:26 +0200 (Sat, 04 Feb 2017) $
#$Revision: 191446 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/96/7119603.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_7119603
loop_
_publ_author_name
'Zhang, Yuexia'
'Wong, Zeng Rong'
'Wu, Xingxing'
'Lauw, Sherman J. L.'
'Huang, Xuan'
'Webster, Richard D.'
'Chi, Yonggui Robin'
_publ_section_title
;
 Sulfoxidation of alkenes and alkynes with NFSI as a radical initiator and
 selective oxidant.
;
_journal_issue                   1
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              184
_journal_page_last               187
_journal_paper_doi               10.1039/c6cc08631d
_journal_volume                  53
_journal_year                    2016
_chemical_formula_sum            'C15 H14 O S'
_chemical_formula_weight         242.32
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2016-08-01 deposited with the CCDC.
2016-11-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.73030(10)
_cell_length_b                   7.7701(2)
_cell_length_c                   27.8613(6)
_cell_measurement_reflns_used    6405
_cell_measurement_temperature    103.(2)
_cell_measurement_theta_max      67.3633
_cell_measurement_theta_min      8.3646
_cell_volume                     1240.52(5)
_computing_cell_refinement       'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_data_collection       'APEX3 (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2015)'
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'XS, VERSION 2013/1'
_diffrn_ambient_temperature      103.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.968
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  'Multilayer Mirror'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1736
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1300
_diffrn_reflns_theta_full        67.38
_diffrn_reflns_theta_max         67.38
_diffrn_reflns_theta_min         8.36
_diffrn_source                   'Incoatec Microfocus Source'
_diffrn_source_type              'Bruker Kappa Duo Apex II'
_exptl_absorpt_coefficient_mu    2.138
_exptl_absorpt_correction_T_max  0.92
_exptl_absorpt_correction_T_min  0.58
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'TWINABS - Bruker AXS scaling for twinned crystals - Version 2012/1'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.687
_refine_diff_density_min         -0.349
_refine_ls_abs_structure_details
;

No quotients, so Flack parameter determined by classical intensity fit
;
_refine_ls_abs_structure_Flack   0.53(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         1300
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0466
_refine_ls_R_factor_gt           0.0438
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0367P)²+1.7476P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1004
_refine_ls_wR_factor_ref         0.1016
_reflns_number_gt                1258
_reflns_number_total             1300
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6cc08631d2.cif
_cod_data_source_block           cyg191s
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-Scan' changed to
'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/current/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 
;
_cod_database_code               7119603
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_type_symbol
_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_adp
_atom_site_refinement_flags_posn
_atom_site_occupancy
C C1 0.2990(7) 1.0799(5) 0.12455(11) 0.0193(8) Uani d . . 1
H H1 0.4607 1.1062 0.1262 0.023 Uiso calc U R 1
C C2 0.2295(7) 0.9305(5) 0.10671(11) 0.0189(8) Uani d . . 1
H H2 0.0672 0.9061 0.108 0.023 Uiso calc U R 1
C C3 0.3807(6) 0.7998(4) 0.08521(11) 0.0168(7) Uani d . . 1
C C4 0.3100(7) 0.6277(5) 0.08428(12) 0.0205(8) Uani d . . 1
H H4 0.162 0.5975 0.0971 0.025 Uiso calc U R 1
C C5 0.4500(7) 0.5004(5) 0.06511(11) 0.0201(8) Uani d . . 1
H H5 0.3975 0.3844 0.0657 0.024 Uiso calc U R 1
C C6 0.6657(7) 0.5380(4) 0.04493(11) 0.0178(8) Uani d . . 1
C C7 0.8150(7) 0.3993(5) 0.02353(12) 0.0238(8) Uani d . . 1
H H7A 0.8116 0.2976 0.0443 0.036 Uiso calc U R 1
H H7B 0.9759 0.4408 0.0206 0.036 Uiso calc U R 1
H H7C 0.7551 0.3689 -0.0083 0.036 Uiso calc U R 1
C C8 0.7361(6) 0.7110(5) 0.04510(11) 0.0180(7) Uani d . . 1
H H8 0.8812 0.7411 0.0309 0.022 Uiso calc U R 1
C C9 0.6010(7) 0.8382(5) 0.06520(11) 0.0180(7) Uani d . . 1
H H9 0.6566 0.9534 0.0656 0.022 Uiso calc U R 1
C C10 0.1738(6) 1.2266(5) 0.20771(11) 0.0186(7) Uani d . . 1
C C11 0.0253(8) 1.1514(5) 0.24053(12) 0.0249(9) Uani d . . 1
H H11 -0.1157 1.0983 0.2304 0.03 Uiso calc U R 1
C C12 0.0875(9) 1.1552(5) 0.28889(13) 0.0325(10) Uani d . . 1
H H12 -0.0118 1.1043 0.3122 0.039 Uiso calc U R 1
C C13 0.2927(9) 1.2327(6) 0.30292(13) 0.0353(10) Uani d . . 1
H H13 0.3333 1.2355 0.336 0.042 Uiso calc U R 1
C C14 0.4407(8) 1.3066(6) 0.26939(14) 0.0340(10) Uani d . . 1
H H14 0.5826 1.3586 0.2794 0.041 Uiso calc U R 1
C C15 0.3809(7) 1.3043(5) 0.22118(13) 0.0265(9) Uani d . . 1
H H15 0.4802 1.3552 0.1979 0.032 Uiso calc U R 1
O O1 -0.1441(5) 1.1495(3) 0.14160(9) 0.0264(6) Uani d . . 1
S S1 0.08892(16) 1.23159(11) 0.14537(3) 0.0201(2) Uani d . . 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
C2 C1 S1 119.9(3)
C1 C2 C3 125.8(4)
C4 C3 C9 117.0(3)
C4 C3 C2 120.0(3)
C9 C3 C2 123.0(3)
C5 C4 C3 121.6(4)
C4 C5 C6 121.5(3)
C5 C6 C8 117.1(3)
C5 C6 C7 121.2(3)
C8 C6 C7 121.7(3)
C9 C8 C6 121.9(3)
C8 C9 C3 120.8(3)
C11 C10 C15 122.3(3)
C11 C10 S1 118.8(3)
C15 C10 S1 118.9(3)
C10 C11 C12 118.3(4)
C13 C12 C11 120.1(4)
C12 C13 C14 120.8(3)
C13 C14 C15 119.8(4)
C10 C15 C14 118.7(4)
O1 S1 C1 107.49(17)
O1 S1 C10 107.55(16)
C1 S1 C10 96.73(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.324(5)
C1 S1 1.782(4)
C2 C3 1.463(5)
C3 C4 1.397(5)
C3 C9 1.412(5)
C4 C5 1.381(5)
C5 C6 1.389(5)
C6 C8 1.404(5)
C6 C7 1.499(5)
C8 C9 1.374(5)
C10 C11 1.379(5)
C10 C15 1.384(5)
C10 S1 1.804(3)
C11 C12 1.394(5)
C12 C13 1.378(6)
C13 C14 1.386(6)
C14 C15 1.386(5)
O1 S1 1.483(3)
