#------------------------------------------------------------------------------
#$Date: 2025-08-23 00:12:46 +0300 (Sat, 23 Aug 2025) $
#$Revision: 301866 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/92/7239226.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_7239226
loop_
_publ_author_name
'Fuchs, Christian'
'Edgar, Mark'
'Elsegood, Mark R. J.'
'Weaver, George W.'
_publ_section_title
;
 Studies on the double alkylation of
 2,2-disubstituted-1,3-dithiacycloalkane-S-oxides: synthesis of tertiary
 thiol derivatives
;
_journal_issue                   44
_journal_name_full               'RSC Advances'
_journal_page_first              21911
_journal_paper_doi               10.1039/c3ra43688h
_journal_volume                  3
_journal_year                    2013
_chemical_formula_moiety         'C14 H28 S4'
_chemical_formula_sum            'C14 H28 S4'
_chemical_formula_weight         324.60
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   'all non-H atoms found by direct methods'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.9707(16)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.0477(7)
_cell_length_b                   15.1049(18)
_cell_length_c                   9.4034(11)
_cell_measurement_reflns_used    6020
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30.44
_cell_measurement_theta_min      2.56
_cell_volume                     856.94(17)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX 2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL and local programs'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX 2 CCD diffractometer'
_diffrn_measurement_method       'ω rotation with narrow frames'
_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  0.0244
_diffrn_reflns_av_sigmaI/netI    0.0216
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9497
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.47
_diffrn_reflns_theta_min         2.56
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.538
_exptl_absorpt_correction_T_max  0.905
_exptl_absorpt_correction_T_min  0.760
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v2008/1, Sheldrick, G.M., (2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             352
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.52
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.439
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     84
_refine_ls_number_reflns         2579
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0296
_refine_ls_R_factor_gt           0.0243
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0357P)²+0.1152P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0628
_refine_ls_wR_factor_ref         0.0661
_reflns_number_gt                2270
_reflns_number_total             2579
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            c3ra43688h.txt
_cod_data_source_block           10
_cod_depositor_comments
;
The following automatic conversions were performed:

data name '_iucr_refine_instruction_details' was replaced with
'_iucr_refine_instructions_details' as specified in the replacement
file 'data/replacement-values/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 9268 2022-04-12 08:56:07Z antanas 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7239226
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
S1 S 0.68018(4) 0.336956(16) 0.14264(2) 0.02212(7) Uani 1 1 d .
C1 C 0.84518(16) 0.43454(6) 0.18704(10) 0.02319(18) Uani 1 1 d .
H1A H 1.0020 0.4173 0.2077 0.028 Uiso 1 1 calc R
H1B H 0.8375 0.4757 0.1049 0.028 Uiso 1 1 calc R
C2 C 0.76006(18) 0.48101(7) 0.31713(10) 0.0268(2) Uani 1 1 d .
H2A H 0.8618 0.5304 0.3447 0.032 Uiso 1 1 calc R
H2B H 0.7656 0.4385 0.3975 0.032 Uiso 1 1 calc R
C3 C 0.52427(18) 0.51774(7) 0.29565(11) 0.0265(2) Uani 1 1 d .
H3A H 0.4217 0.4687 0.2678 0.032 Uiso 1 1 calc R
H3B H 0.4801 0.5420 0.3873 0.032 Uiso 1 1 calc R
C4 C 0.50029(16) 0.59003(7) 0.18251(10) 0.02441(19) Uani 1 1 d .
H4A H 0.5480 0.5675 0.0906 0.029 Uiso 1 1 calc R
H4B H 0.5940 0.6415 0.2118 0.029 Uiso 1 1 calc R
S2 S 0.21161(4) 0.622591(17) 0.16337(2) 0.02343(7) Uani 1 1 d .
C5 C 0.19816(15) 0.70373(6) 0.01799(10) 0.02113(18) Uani 1 1 d .
C6 C 0.32708(18) 0.78768(7) 0.06089(12) 0.0290(2) Uani 1 1 d .
H6A H 0.3174 0.8297 -0.0187 0.044 Uiso 1 1 calc R
H6B H 0.4828 0.7726 0.0851 0.044 Uiso 1 1 calc R
H6C H 0.2638 0.8145 0.1438 0.044 Uiso 1 1 calc R
C7 C -0.04879(16) 0.72437(7) -0.00908(11) 0.0278(2) Uani 1 1 d .
H7A H -0.1063 0.7479 0.0782 0.042 Uiso 1 1 calc R
H7B H -0.1289 0.6701 -0.0374 0.042 Uiso 1 1 calc R
H7C H -0.0694 0.7684 -0.0854 0.042 Uiso 1 1 calc R
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'
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
C1 S1 C5 102.52(4) . 3_665
C2 C1 S1 110.30(7) . .
C1 C2 C3 115.01(8) . .
C4 C3 C2 113.24(8) . .
C3 C4 S2 107.96(7) . .
C4 S2 C5 104.38(4) . .
C6 C5 C7 110.45(8) . .
C6 C5 S1 105.63(7) . 3_665
C7 C5 S1 111.99(6) . 3_665
C6 C5 S2 111.25(7) . .
C7 C5 S2 104.63(7) . .
S1 C5 S2 113.01(5) 3_665 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C1 1.8125(10) .
S1 C5 1.8315(10) 3_665
C1 C2 1.5302(14) .
C2 C3 1.5304(14) .
C3 C4 1.5244(13) .
C4 S2 1.8108(10) .
S2 C5 1.8336(10) .
C5 C6 1.5280(13) .
C5 C7 1.5296(13) .
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_4
C5 S1 C1 C2 177.41(7) 3_665 .
S1 C1 C2 C3 -63.79(10) . .
C1 C2 C3 C4 -63.22(12) . .
C2 C3 C4 S2 177.22(7) . .
C3 C4 S2 C5 -176.44(7) . .
C4 S2 C5 C6 -66.38(8) . .
C4 S2 C5 C7 174.35(6) . .
C4 S2 C5 S1 52.25(6) . 3_665
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168340772
