#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/31/4023154.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_4023154
loop_
_publ_author_name
'Takahiro Tsuchiya'
'Yosuke Okada'
'Toshio Shimizu'
'Kazunori Hirabayashi'
'Nobumasa Kamigata'
_publ_section_title
;
 Molecular Transformations of Unsaturated Thiacrown Ethers
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              76
_journal_page_last               80
_journal_paper_doi               10.1021/jo701757s
_journal_volume                  73
_journal_year                    2008
_chemical_formula_sum            'C10 H10 O S5'
_chemical_formula_weight         306.48
_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                 108.950(17)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.196(2)
_cell_length_b                   18.705(3)
_cell_length_c                   10.344(2)
_cell_measurement_temperature    173(2)
_cell_volume                     1316.9(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    215.1802
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            3013
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         3.01
_exptl_absorpt_coefficient_mu    0.855
_exptl_absorpt_correction_T_max  0.8477
_exptl_absorpt_correction_T_min  0.8477
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.490
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.104
_refine_ls_extinction_coef       2717(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.169
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         3013
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.169
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0353
_refine_ls_shift/su_max          0.358
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0676P)²+0.0402P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0947
_refine_ls_wR_factor_ref         0.0957
_reflns_number_gt                2674
_reflns_number_total             3013
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo701757s-File003.cif
_cod_data_source_block           Compound_4
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4023154
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
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S -0.15986(9) 0.57954(4) 0.28790(6) 0.0409(2) Uani 1 1 d . . .
S2 S -0.26560(12) 0.59520(4) -0.04243(7) 0.0502(2) Uani 1 1 d . . .
S3 S -0.11965(12) 0.66533(5) -0.30918(8) 0.0559(3) Uani 1 1 d . . .
S4 S 0.30030(11) 0.69743(5) -0.08085(8) 0.0530(3) Uani 1 1 d . . .
S5 S 0.17906(9) 0.63967(4) 0.18283(7) 0.0450(2) Uani 1 1 d . . .
C1 C -0.1917(4) 0.50583(16) 0.1768(3) 0.0470(6) Uani 1 1 d . . .
H1 H -0.1724 0.4590 0.2145 0.056 Uiso 1 1 calc R . .
C2 C -0.2418(4) 0.51333(17) 0.0420(3) 0.0484(6) Uani 1 1 d . . .
H2 H -0.2664 0.4711 -0.0121 0.058 Uiso 1 1 calc R . .
C3 C -0.3453(5) 0.5684(2) -0.2141(3) 0.0508(7) Uani 1 1 d . . .
H3 H -0.4346 0.5295 -0.2387 0.061 Uiso 1 1 calc R . .
C4 C -0.2902(5) 0.5985(2) -0.3127(3) 0.0542(7) Uani 1 1 d . . .
H4 H -0.3561 0.5801 -0.4014 0.065 Uiso 1 1 calc R . .
C5 C -0.0948(5) 0.71685(18) -0.1629(3) 0.0528(7) Uani 1 1 d . . .
H5 H -0.2099 0.7340 -0.1473 0.063 Uiso 1 1 calc R . .
C6 C 0.0802(5) 0.73278(16) -0.0725(3) 0.0508(7) Uani 1 1 d . . .
H6 H 0.0851 0.7649 -0.0003 0.061 Uiso 1 1 calc R . .
C7 C 0.4523(5) 0.70254(18) 0.0914(3) 0.0513(7) Uani 1 1 d . . .
H7 H 0.5779 0.7240 0.1095 0.062 Uiso 1 1 calc R . .
C8 C 0.4051(4) 0.67881(17) 0.1979(3) 0.0472(6) Uani 1 1 d . . .
H8 H 0.4992 0.6834 0.2865 0.057 Uiso 1 1 calc R . .
C9 C 0.2317(4) 0.59715(17) 0.3405(3) 0.0476(6) Uani 1 1 d . . .
H9 H 0.3644 0.5943 0.3983 0.057 Uiso 1 1 calc R . .
C10 C 0.0932(4) 0.56881(18) 0.3821(3) 0.0479(6) Uani 1 1 d . . .
H10 H 0.1298 0.5420 0.4646 0.058 Uiso 1 1 calc R . .
O1 O -0.2693(3) 0.56252(14) 0.3855(2) 0.0548(6) 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 C1 106.70(15) . . ?
O1 S1 C10 105.96(13) . . ?
C1 S1 C10 99.36(15) . . ?
C2 S2 C3 101.70(16) . . ?
C4 S3 C5 106.60(16) . . ?
C6 S4 C7 101.82(16) . . ?
C9 S5 C8 101.27(14) . . ?
C2 C1 S1 122.4(2) . . ?
C1 C2 S2 124.5(2) . . ?
C4 C3 S2 125.0(3) . . ?
C3 C4 S3 132.0(3) . . ?
C6 C5 S3 122.3(3) . . ?
C5 C6 S4 123.1(3) . . ?
C8 C7 S4 125.2(2) . . ?
C7 C8 S5 123.2(2) . . ?
C10 C9 S5 122.2(2) . . ?
C9 C10 S1 121.6(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 O1 1.503(2) . ?
S1 C1 1.762(3) . ?
S1 C10 1.776(3) . ?
S2 C2 1.743(3) . ?
S2 C3 1.752(3) . ?
S3 C4 1.744(4) . ?
S3 C5 1.754(4) . ?
S4 C6 1.744(3) . ?
S4 C7 1.765(3) . ?
S5 C9 1.742(3) . ?
S5 C8 1.744(3) . ?
C1 C2 1.329(4) . ?
C3 C4 1.333(5) . ?
C5 C6 1.336(5) . ?
C7 C8 1.330(4) . ?
C9 C10 1.318(4) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21196743
