#------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/59/1505963.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_1505963
loop_
_publ_author_name
'Yin, Guodong'
'Zhou, Baohan'
'Meng, Xianggao'
'Wu, Anxin'
'Pan, Yuanjiang'
_publ_section_title
;
 Efficient C-C double-bond formation reaction via a new synthetic
 strategy: a self-sorting tandem reaction.
;
_journal_issue                   11
_journal_name_full               'Organic letters'
_journal_page_first              2245
_journal_page_last               2248
_journal_paper_doi               10.1021/ol060541e
_journal_volume                  8
_journal_year                    2006
_chemical_formula_moiety         'C17 H14 O2 S'
_chemical_formula_sum            'C17 H14 O2 S'
_chemical_formula_weight         282.34
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 98.531(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.856(5)
_cell_length_b                   19.688(12)
_cell_length_c                   9.065(5)
_cell_measurement_reflns_used    2444
_cell_measurement_temperature    292(2)
_cell_measurement_theta_max      26.26
_cell_measurement_theta_min      2.50
_cell_volume                     1563.1(16)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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      292(2)
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_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  0.0343
_diffrn_reflns_av_sigmaI/netI    0.0443
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            6896
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.07
_exptl_absorpt_coefficient_mu    0.205
_exptl_absorpt_correction_T_max  0.9410
_exptl_absorpt_correction_T_min  0.9410
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.163
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2692
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.0827
_refine_ls_R_factor_gt           0.0560
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0729P)²+0.5532P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1540
_refine_ls_wR_factor_ref         0.1713
_reflns_number_gt                1821
_reflns_number_total             2692
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol060541esi20060305_075720.cif
_cod_data_source_block           050726cm
_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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1563.2(16)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               1505963
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
C1 C 0.1213(5) 0.76000(17) 0.6556(4) 0.0783(10) Uani 1 1 d .
H1 H 0.1707 0.7952 0.6138 0.094 Uiso 1 1 calc R
C2 C -0.0343(5) 0.7649(2) 0.6632(5) 0.0990(13) Uani 1 1 d .
H2 H -0.0886 0.8030 0.6253 0.119 Uiso 1 1 calc R
C3 C -0.1086(5) 0.7129(2) 0.7273(5) 0.0932(12) Uani 1 1 d .
H3 H -0.2122 0.7165 0.7330 0.112 Uiso 1 1 calc R
C4 C -0.0280(5) 0.65539(19) 0.7830(5) 0.0820(11) Uani 1 1 d .
H4 H -0.0779 0.6207 0.8258 0.098 Uiso 1 1 calc R
C5 C 0.1270(4) 0.64980(15) 0.7748(4) 0.0682(9) Uani 1 1 d .
H5 H 0.1802 0.6112 0.8120 0.082 Uiso 1 1 calc R
C6 C 0.2042(4) 0.70220(13) 0.7106(3) 0.0560(7) Uani 1 1 d .
C7 C 0.3691(4) 0.69711(14) 0.6979(3) 0.0588(8) Uani 1 1 d .
C8 C 0.4549(3) 0.63082(13) 0.7438(3) 0.0526(7) Uani 1 1 d .
C9 C 0.3471(5) 0.6074(2) 0.4399(4) 0.0874(11) Uani 1 1 d .
H9A H 0.2439 0.6152 0.4564 0.131 Uiso 1 1 calc R
H9B H 0.3472 0.5778 0.3557 0.131 Uiso 1 1 calc R
H9C H 0.3937 0.6499 0.4207 0.131 Uiso 1 1 calc R
C10 C 0.5280(4) 0.62537(14) 0.8870(3) 0.0583(8) Uani 1 1 d .
H10 H 0.5152 0.6602 0.9532 0.070 Uiso 1 1 calc R
C11 C 0.6263(3) 0.56742(14) 0.9431(3) 0.0555(7) Uani 1 1 d .
C12 C 0.7148(3) 0.57079(13) 1.0995(3) 0.0544(7) Uani 1 1 d .
C13 C 0.8509(4) 0.53369(15) 1.1301(4) 0.0693(9) Uani 1 1 d .
H13 H 0.8819 0.5063 1.0567 0.083 Uiso 1 1 calc R
C14 C 0.9409(5) 0.53770(19) 1.2713(5) 0.0863(11) Uani 1 1 d .
H14 H 1.0328 0.5142 1.2897 0.104 Uiso 1 1 calc R
C15 C 0.8927(5) 0.5768(2) 1.3839(4) 0.0876(12) Uani 1 1 d .
H15 H 0.9517 0.5790 1.4776 0.105 Uiso 1 1 calc R
C16 C 0.7558(5) 0.61273(19) 1.3553(4) 0.0802(10) Uani 1 1 d .
H16 H 0.7226 0.6384 1.4305 0.096 Uiso 1 1 calc R
C17 C 0.6685(4) 0.61027(16) 1.2145(4) 0.0650(8) Uani 1 1 d .
H17 H 0.5783 0.6351 1.1960 0.078 Uiso 1 1 calc R
O1 O 0.4409(3) 0.74425(12) 0.6505(3) 0.0939(9) Uani 1 1 d .
O2 O 0.6436(3) 0.51803(11) 0.8607(3) 0.0808(7) Uani 1 1 d .
S1 S 0.45499(11) 0.56796(4) 0.60558(10) 0.0726(3) Uani 1 1 d .
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
C2 C1 C6 120.5(3)
C2 C1 H1 119.8
C6 C1 H1 119.8
C3 C2 C1 120.2(4)
C3 C2 H2 119.9
C1 C2 H2 119.9
C2 C3 C4 120.1(4)
C2 C3 H3 120.0
C4 C3 H3 120.0
C5 C4 C3 120.1(3)
C5 C4 H4 119.9
C3 C4 H4 119.9
C4 C5 C6 120.5(3)
C4 C5 H5 119.8
C6 C5 H5 119.8
C1 C6 C5 118.7(3)
C1 C6 C7 119.7(3)
C5 C6 C7 121.7(3)
O1 C7 C6 122.6(3)
O1 C7 C8 118.2(3)
C6 C7 C8 119.3(2)
C10 C8 C7 118.0(2)
C10 C8 S1 124.8(2)
C7 C8 S1 117.2(2)
S1 C9 H9A 109.5
S1 C9 H9B 109.5
H9A C9 H9B 109.5
S1 C9 H9C 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
C8 C10 C11 124.0(3)
C8 C10 H10 118.0
C11 C10 H10 118.0
O2 C11 C10 120.8(3)
O2 C11 C12 120.1(3)
C10 C11 C12 119.0(2)
C13 C12 C17 118.5(3)
C13 C12 C11 118.2(3)
C17 C12 C11 123.3(3)
C12 C13 C14 120.4(3)
C12 C13 H13 119.8
C14 C13 H13 119.8
C15 C14 C13 120.2(4)
C15 C14 H14 119.9
C13 C14 H14 119.9
C16 C15 C14 119.7(4)
C16 C15 H15 120.1
C14 C15 H15 120.1
C17 C16 C15 120.1(4)
C17 C16 H16 119.9
C15 C16 H16 119.9
C16 C17 C12 121.0(3)
C16 C17 H17 119.5
C12 C17 H17 119.5
C8 S1 C9 103.32(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.393(6)
C1 C6 1.405(4)
C1 H1 0.9300
C2 C3 1.389(6)
C2 H2 0.9300
C3 C4 1.393(6)
C3 H3 0.9300
C4 C5 1.390(5)
C4 H4 0.9300
C5 C6 1.410(4)
C5 H5 0.9300
C6 C7 1.486(4)
C7 O1 1.237(3)
C7 C8 1.536(4)
C8 C10 1.366(4)
C8 S1 1.761(3)
C9 S1 1.829(4)
C9 H9A 0.9600
C9 H9B 0.9600
C9 H9C 0.9600
C10 C11 1.479(4)
C10 H10 0.9300
C11 O2 1.249(3)
C11 C12 1.516(4)
C12 C13 1.402(4)
C12 C17 1.409(4)
C13 C14 1.406(5)
C13 H13 0.9300
C14 C15 1.395(5)
C14 H14 0.9300
C15 C16 1.394(6)
C15 H15 0.9300
C16 C17 1.392(5)
C16 H16 0.9300
C17 H17 0.9300
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
C6 C1 C2 C3 0.9(6)
C1 C2 C3 C4 -0.6(7)
C2 C3 C4 C5 0.1(6)
C3 C4 C5 C6 0.1(6)
C2 C1 C6 C5 -0.7(5)
C2 C1 C6 C7 178.4(3)
C4 C5 C6 C1 0.2(5)
C4 C5 C6 C7 -178.9(3)
C1 C6 C7 O1 5.6(5)
C5 C6 C7 O1 -175.3(3)
C1 C6 C7 C8 -173.9(3)
C5 C6 C7 C8 5.2(4)
O1 C7 C8 C10 87.9(4)
C6 C7 C8 C10 -92.6(3)
O1 C7 C8 S1 -90.8(3)
C6 C7 C8 S1 88.8(3)
C7 C8 C10 C11 -174.3(3)
S1 C8 C10 C11 4.3(4)
C8 C10 C11 O2 -2.5(5)
C8 C10 C11 C12 173.4(3)
O2 C11 C12 C13 23.1(4)
C10 C11 C12 C13 -152.9(3)
O2 C11 C12 C17 -158.2(3)
C10 C11 C12 C17 25.9(4)
C17 C12 C13 C14 -1.9(4)
C11 C12 C13 C14 176.9(3)
C12 C13 C14 C15 2.2(5)
C13 C14 C15 C16 -0.8(5)
C14 C15 C16 C17 -0.9(5)
C15 C16 C17 C12 1.2(5)
C13 C12 C17 C16 0.2(4)
C11 C12 C17 C16 -178.6(3)
C10 C8 S1 C9 -177.3(3)
C7 C8 S1 C9 1.3(3)
loop_
_cod_related_entry_id
_cod_related_entry_code
_cod_related_entry_database
1 21199832 ChemSpider
