#------------------------------------------------------------------------------
#$Date: 2016-02-14 05:40:26 +0100 (Sun 14 de Feb de 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/22/7152264.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_7152264
loop_
_publ_author_name
'Mitra, Prithiba'
'Shome, Brateen'
'Ranjan De, Saroj'
'Sarkar, Anindya'
'Mal, Dipakranjan'
_publ_section_title
;
 Stereoselective synthesis of hydroxy stilbenoids and styrenes by
 atom-efficient olefination with thiophthalides.
;
_journal_issue                   14
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              2742
_journal_page_last               2752
_journal_paper_doi               10.1039/c2ob06991a
_journal_volume                  10
_journal_year                    2012
_chemical_formula_moiety         'C12 H12 O2 S'
_chemical_formula_sum            'C12 H12 O2 S'
_chemical_formula_weight         220.29
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2011-02-15T01:08:44-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                108.982(4)
_cell_angle_beta                 90.709(4)
_cell_angle_gamma                90.925(5)
_cell_formula_units_Z            2
_cell_length_a                   7.2317(19)
_cell_length_b                   8.138(2)
_cell_length_c                   9.500(3)
_cell_measurement_temperature    293(2)
_cell_volume                     528.5(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.947
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_av_unetI/netI     0.0596
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            3447
_diffrn_reflns_theta_full        25
_diffrn_reflns_theta_max         28.32
_diffrn_reflns_theta_min         2.27
_exptl_absorpt_coefficient_mu    0.281
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.384
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             232
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.732
_refine_diff_density_min         -0.763
_refine_diff_density_rms         0.141
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.161
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         2491
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.161
_refine_ls_R_factor_all          0.1034
_refine_ls_R_factor_gt           0.068
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0627P)²+1.8270P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1494
_refine_ls_wR_factor_ref         0.2205
_reflns_number_gt                1866
_reflns_number_total             2491
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ob06991a.txt
_cod_data_source_block           17jancm
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_Hall     -p1
_cod_original_sg_symbol_H-M      p-1
_cod_database_code               7152264
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
C1 C 0.2305(5) 0.2906(5) 0.5714(4) 0.0200(7) Uani 1 1 d .
C2 C 0.2270(5) 0.4638(5) 0.5600(4) 0.0189(7) Uani 1 1 d .
C3 C 0.1672(5) 0.6004(5) 0.6815(4) 0.0229(8) Uani 1 1 d .
H011 H 0.1301 0.5795 0.7677 0.027 Uiso 1 1 calc R
C4 C 0.1634(5) 0.7664(5) 0.6733(5) 0.0272(9) Uani 1 1 d .
H008 H 0.1256 0.8583 0.7544 0.033 Uiso 1 1 calc R
C5 C 0.2165(5) 0.7958(5) 0.5428(5) 0.0264(9) Uani 1 1 d .
H009 H 0.2117 0.9075 0.5368 0.032 Uiso 1 1 calc R
C6 C 0.2761(5) 0.6615(5) 0.4226(5) 0.0248(8) Uani 1 1 d .
H5 H 0.3124 0.6843 0.3371 0.03 Uiso 1 1 calc R
C7 C 0.2830(5) 0.4922(5) 0.4268(4) 0.0210(8) Uani 1 1 d .
C8 C 0.3430(5) 0.3445(5) 0.3056(4) 0.0204(7) Uani 1 1 d .
C9 C 0.3460(5) 0.1863(5) 0.3195(4) 0.0233(8) Uani 1 1 d .
C10 C 0.3971(6) 0.0165(5) 0.2081(5) 0.0272(9) Uani 1 1 d .
H5R1 H 0.4692 -0.0487 0.2577 0.033 Uiso 1 1 calc R
H5R2 H 0.4736 0.0384 0.1327 0.033 Uiso 1 1 calc R
C11 C 0.2265(6) -0.0924(5) 0.1329(5) 0.0314(9) Uani 1 1 d .
H6R1 H 0.2651 -0.2005 0.0635 0.047 Uiso 1 1 calc R
H6R2 H 0.1567 -0.0299 0.0811 0.047 Uiso 1 1 calc R
H6R3 H 0.1507 -0.1151 0.2071 0.047 Uiso 1 1 calc R
C12 C 0.2035(6) 0.3881(6) 0.0455(5) 0.0307(9) Uani 1 1 d .
H2W1 H 0.2274 0.4038 -0.0485 0.046 Uiso 1 1 calc R
H2W2 H 0.1358 0.485 0.1069 0.046 Uiso 1 1 calc R
H2W3 H 0.1321 0.2829 0.0295 0.046 Uiso 1 1 calc R
O1 O 0.2904(4) 0.1595(3) 0.4480(3) 0.0236(6) Uani 1 1 d .
O2 O 0.1877(4) 0.2488(4) 0.6785(3) 0.0283(7) Uani 1 1 d .
S1 S 0.42115(14) 0.37414(14) 0.13757(12) 0.0279(3) Uani 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
C1 0.0194(17) 0.0213(18) 0.0188(18) 0.0060(14) -0.0027(13) -0.0033(14)
C2 0.0177(16) 0.0229(18) 0.0167(17) 0.0075(14) -0.0049(13) -0.0041(13)
C3 0.0197(17) 0.0266(19) 0.0217(19) 0.0070(15) 0.0005(14) 0.0010(14)
C4 0.0224(19) 0.0232(19) 0.030(2) 0.0002(16) -0.0015(16) 0.0048(15)
C5 0.0247(19) 0.0205(19) 0.034(2) 0.0100(16) -0.0092(16) -0.0044(15)
C6 0.0216(18) 0.026(2) 0.031(2) 0.0161(17) -0.0038(15) -0.0046(15)
C7 0.0158(16) 0.0225(18) 0.0245(19) 0.0081(15) -0.0114(14) -0.0054(13)
C8 0.0178(17) 0.0239(18) 0.0197(18) 0.0075(14) 0.0023(13) -0.0007(14)
C9 0.0188(17) 0.028(2) 0.0224(19) 0.0071(15) -0.0008(14) 0.0002(14)
C10 0.028(2) 0.026(2) 0.025(2) 0.0046(16) 0.0010(16) 0.0043(16)
C11 0.036(2) 0.026(2) 0.027(2) 0.0017(17) -0.0048(17) 0.0027(17)
C12 0.028(2) 0.040(2) 0.027(2) 0.0152(18) -0.0061(17) -0.0025(18)
O1 0.0281(14) 0.0182(13) 0.0233(14) 0.0051(11) 0.0010(11) -0.0008(10)
O2 0.0399(17) 0.0274(15) 0.0198(14) 0.0108(12) 0.0025(12) -0.0031(12)
S1 0.0241(5) 0.0382(6) 0.0239(5) 0.0136(4) 0.0011(4) -0.0002(4)
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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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
O2 C1 O1 116.7(3)
O2 C1 C2 126.7(4)
O1 C1 C2 116.6(3)
C3 C2 C7 121.2(3)
C3 C2 C1 118.8(3)
C7 C2 C1 120.1(3)
C4 C3 C2 119.7(4)
C3 C4 C5 119.7(4)
C6 C5 C4 120.8(4)
C5 C6 C7 121.2(4)
C6 C7 C2 117.4(4)
C6 C7 C8 124.5(4)
C2 C7 C8 118.1(3)
C9 C8 C7 120.6(4)
C9 C8 S1 119.5(3)
C7 C8 S1 119.9(3)
C8 C9 O1 121.1(3)
C8 C9 C10 129.4(4)
O1 C9 C10 109.5(3)
C9 C10 C11 112.1(3)
C9 O1 C1 123.6(3)
C8 S1 C12 101.41(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O2 1.215(5)
C1 O1 1.383(5)
C1 C2 1.449(5)
C2 C3 1.395(5)
C2 C7 1.420(5)
C3 C4 1.379(6)
C4 C5 1.394(6)
C5 C6 1.378(6)
C6 C7 1.393(5)
C7 C8 1.445(5)
C8 C9 1.337(6)
C8 S1 1.787(4)
C9 O1 1.371(5)
C9 C10 1.496(5)
C10 C11 1.533(6)
C12 S1 1.814(4)
