#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/41/7204187.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_7204187
loop_
_publ_author_name
'Varinder K. Aggarwal'
'Rémy Angelaud'
'Dominique Bihan'
'Paul Blackburn'
'Robin Fieldhouse'
'Silvia J. Fonquerna'
'Gair D. Ford'
'George Hynd'
'Elfyn Jones'
'Ray V. H. Jones'
'Philippe Jubault'
'Matthew J. Palmer'
'Paul D. Ratcliffe'
'Harry Adams'
_publ_section_title
;
 Synthesis and evaluation of a broad range of chiral sulfides for
 asymmetric sulfur ylide epoxidation of aldehydes
;
_journal_issue                   20
_journal_name_full               'J. Chem. Soc., Perkin Trans. 1'
_journal_page_first              2604
_journal_page_last               2622
_journal_paper_doi               10.1039/b105416n
_journal_year                    2001
_chemical_formula_sum            'C8 H14 O3 S'
_chemical_formula_weight         190.25
_chemical_name_systematic
; 
? 
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.2525(19)
_cell_length_b                   10.029(4)
_cell_length_c                   17.826(7)
_cell_measurement_temperature    150(2)
_cell_volume                     939.0(6)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.957
_diffrn_measured_fraction_theta_max 0.957
_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  0.0930
_diffrn_reflns_av_sigmaI/netI    0.0720
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            5702
_diffrn_reflns_theta_full        28.26
_diffrn_reflns_theta_max         28.26
_diffrn_reflns_theta_min         2.29
_exptl_absorpt_coefficient_mu    0.311
_exptl_absorpt_correction_T_max  0.9577
_exptl_absorpt_correction_T_min  0.8805
_exptl_absorpt_correction_type   semi-empirical
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.805
_refine_diff_density_min         -0.421
_refine_diff_density_rms         0.114
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.15(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         2148
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0709
_refine_ls_R_factor_gt           0.0638
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1064P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1515
_refine_ls_wR_factor_ref         0.1577
_reflns_number_gt                1888
_reflns_number_total             2148
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b105416n.txt
_cod_data_source_block           ova28m
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P2(1)2(1)2(1)
_cod_database_code               7204187
loop_
_symmetry_equiv_pos_as_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_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
S1 S 0.91602(16) 0.48153(7) 0.19276(4) 0.0322(2) Uani 1 1 d . . .
O1 O 0.4566(5) 0.4305(2) 0.08008(13) 0.0360(6) Uani 1 1 d . . .
O2 O 0.7333(5) 0.7410(2) 0.02686(11) 0.0281(5) Uani 1 1 d . . .
H2A H 0.8713 0.7512 0.0037 0.042 Uiso 1 1 calc R . .
O3 O 0.7507(4) 0.4315(2) -0.01219(12) 0.0305(5) Uani 1 1 d . . .
C1 C 0.8595(6) 0.5464(3) 0.09904(17) 0.0261(6) Uani 1 1 d . . .
H1A H 1.0233 0.5396 0.0707 0.031 Uiso 1 1 calc R . .
C2 C 0.6310(6) 0.5388(3) 0.24106(17) 0.0295(7) Uani 1 1 d . . .
H2B H 0.4815 0.4900 0.2213 0.035 Uiso 1 1 calc R . .
H2C H 0.6464 0.5182 0.2952 0.035 Uiso 1 1 calc R . .
C3 C 0.5880(8) 0.6886(3) 0.23132(17) 0.0331(7) Uani 1 1 d . . .
H3A H 0.7366 0.7377 0.2514 0.040 Uiso 1 1 calc R . .
H3B H 0.4361 0.7159 0.2604 0.040 Uiso 1 1 calc R . .
C4 C 0.5497(6) 0.7251(3) 0.14877(16) 0.0265(6) Uani 1 1 d . . .
H4A H 0.4027 0.6747 0.1287 0.032 Uiso 1 1 calc R . .
H4B H 0.5095 0.8213 0.1450 0.032 Uiso 1 1 calc R . .
C5 C 0.7842(5) 0.6949(3) 0.10128(16) 0.0230(6) Uani 1 1 d . . .
H5A H 0.9309 0.7469 0.1218 0.028 Uiso 1 1 calc R . .
C6 C 0.6631(6) 0.4638(3) 0.05707(16) 0.0258(6) Uani 1 1 d . . .
C7 C 0.5866(7) 0.3467(3) -0.05785(17) 0.0323(7) Uani 1 1 d . . .
H7A H 0.5077 0.2779 -0.0256 0.039 Uiso 1 1 calc R . .
H7B H 0.6909 0.3007 -0.0962 0.039 Uiso 1 1 calc R . .
C8 C 0.3785(8) 0.4263(4) -0.09658(19) 0.0407(8) Uani 1 1 d . . .
H8A H 0.2716 0.3660 -0.1262 0.061 Uiso 1 1 calc R . .
H8B H 0.4560 0.4928 -0.1297 0.061 Uiso 1 1 calc R . .
H8C H 0.2739 0.4713 -0.0588 0.061 Uiso 1 1 calc R . .
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
S1 0.0297(4) 0.0308(4) 0.0361(4) 0.0078(3) -0.0059(3) 0.0016(3)
O1 0.0322(14) 0.0360(11) 0.0397(12) -0.0095(9) 0.0035(10) -0.0062(10)
O2 0.0248(11) 0.0318(10) 0.0276(10) 0.0081(8) 0.0006(9) 0.0005(8)
O3 0.0304(12) 0.0282(10) 0.0330(11) -0.0061(8) 0.0012(9) 0.0005(9)
C1 0.0255(16) 0.0228(12) 0.0299(13) 0.0024(10) -0.0003(11) -0.0013(10)
C2 0.0319(18) 0.0297(13) 0.0268(13) 0.0045(11) -0.0033(12) -0.0024(11)
C3 0.0444(19) 0.0271(13) 0.0278(14) -0.0010(11) 0.0043(14) -0.0024(14)
C4 0.0265(16) 0.0214(11) 0.0316(14) 0.0016(10) 0.0033(13) 0.0016(11)
C5 0.0205(15) 0.0210(12) 0.0274(13) 0.0021(10) -0.0005(11) -0.0010(10)
C6 0.0281(16) 0.0205(12) 0.0287(14) -0.0010(10) 0.0007(11) 0.0029(10)
C7 0.0388(18) 0.0260(13) 0.0322(14) -0.0066(11) -0.0018(14) 0.0020(13)
C8 0.045(2) 0.0447(17) 0.0323(15) -0.0070(14) -0.0031(15) 0.0020(16)
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'
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
C1 S1 C2 100.81(14) . . ?
C6 O3 C7 116.5(3) . . ?
C6 C1 C5 111.4(2) . . ?
C6 C1 S1 111.62(19) . . ?
C5 C1 S1 111.3(2) . . ?
C3 C2 S1 112.2(2) . . ?
C2 C3 C4 111.4(2) . . ?
C5 C4 C3 112.3(3) . . ?
O2 C5 C4 107.5(2) . . ?
O2 C5 C1 109.7(2) . . ?
C4 C5 C1 114.4(2) . . ?
O1 C6 O3 123.3(3) . . ?
O1 C6 C1 126.4(3) . . ?
O3 C6 C1 110.3(3) . . ?
O3 C7 C8 111.9(2) . . ?
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 C1 1.817(3) . ?
S1 C2 1.820(3) . ?
O1 C6 1.206(4) . ?
O2 C5 1.430(3) . ?
O3 C6 1.357(4) . ?
O3 C7 1.459(4) . ?
C1 C6 1.520(4) . ?
C1 C5 1.542(4) . ?
C2 C3 1.528(4) . ?
C3 C4 1.530(4) . ?
C4 C5 1.525(4) . ?
C7 C8 1.519(5) . ?
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
C2 S1 C1 C6 -75.9(2) . . . . ?
C2 S1 C1 C5 49.3(2) . . . . ?
C1 S1 C2 C3 -52.7(2) . . . . ?
S1 C2 C3 C4 61.7(3) . . . . ?
C2 C3 C4 C5 -63.1(4) . . . . ?
C3 C4 C5 O2 -176.2(2) . . . . ?
C3 C4 C5 C1 61.8(3) . . . . ?
C6 C1 C5 O2 -52.8(3) . . . . ?
S1 C1 C5 O2 -178.1(2) . . . . ?
C6 C1 C5 C4 68.0(3) . . . . ?
S1 C1 C5 C4 -57.3(3) . . . . ?
C7 O3 C6 O1 -3.2(4) . . . . ?
C7 O3 C6 C1 177.3(2) . . . . ?
C5 C1 C6 O1 -75.4(4) . . . . ?
S1 C1 C6 O1 49.8(4) . . . . ?
C5 C1 C6 O3 104.2(3) . . . . ?
S1 C1 C6 O3 -130.7(2) . . . . ?
C6 O3 C7 C8 81.6(3) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9964671
