#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/56/2005694.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2005694
loop_
_publ_author_name
'White, J. M.'
'Giordano, J.'
'Green, A. J.'
_publ_section_title
;
 trans-4-tert-Butylcyclohexyl 2,4-Dinitrobenzenesulfenate
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2783
_journal_page_last               2785
_journal_paper_doi               10.1107/S0108270196008347
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C16 H22 N2 O5 S'
_chemical_formula_weight         354.43
_chemical_melting_point          .147E-144
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00(2)
_cell_angle_beta                 90.00(2)
_cell_angle_gamma                90.00(2)
_cell_formula_units_Z            8
_cell_length_a                   13.841(2)
_cell_length_b                   9.308(3)
_cell_length_c                   26.308(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    200.0(1)
_cell_measurement_theta_max      30
_cell_measurement_theta_min      20
_cell_volume                     3389.3(14)
_computing_molecular_graphics    'OrtepII (Johnson 1976)'
_computing_publication_material  SHELXL-93
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      200.00(10)
_diffrn_measurement_device       'Enraf-Nonius CAD-4S diffractometer'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_monochromator  none
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           'CuK\a (Ni-filtered)'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0323
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            3480
_diffrn_reflns_theta_max         74.86
_diffrn_reflns_theta_min         3.36
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  160
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.956
_exptl_absorpt_correction_T_max  .90
_exptl_absorpt_correction_T_min  .68
_exptl_absorpt_correction_type   'Shelx76 (Sheldrick, 1976) Gaussian'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_density_meas      ?
_exptl_crystal_description       Needle
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.334
_refine_diff_density_min         -0.269
_refine_ls_extinction_coef       0.00081(9)
_refine_ls_extinction_method     'SHELXL93 (Sheldrick, 1993)'
_refine_ls_goodness_of_fit_all   1.028
_refine_ls_goodness_of_fit_obs   1.052
_refine_ls_hydrogen_treatment    'H atoms refined isotropically'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         3480
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_restrained_S_obs      1.052
_refine_ls_R_factor_all          0.0552
_refine_ls_R_factor_obs          0.0384
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0514P)²+1.3682P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1001
_refine_ls_wR_factor_obs         0.0898
_reflns_number_observed          2738
_reflns_number_total             3480
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ta1098.cif
_cod_data_source_block           ebdnslt
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0514P)^2^+1.3682P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(Fo^2^)+(0.0514P)^2^+1.3682P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               2005694
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'
'-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_occupancy
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_type_symbol
S 1 0.67112(3) 0.22421(5) 0.46062(2) 0.02286(13) Uani d S
C1 1 0.78243(13) 0.2040(2) 0.38024(7) 0.0203(4) Uani d C
H1 1 0.7972(16) 0.3080(25) 0.3875(8) 0.025(6) Uiso d H
C2 1 0.70351(14) 0.1938(2) 0.34053(7) 0.0238(4) Uani d C
H2A 1 0.6470(17) 0.2432(25) 0.3518(9) 0.026(6) Uiso d H
H2B 1 0.6837(18) 0.0924(31) 0.3371(10) 0.042(7) Uiso d H
C3 1 0.73782(14) 0.2546(2) 0.28956(7) 0.0238(4) Uani d C
H3A 1 0.6851(16) 0.2409(25) 0.2659(9) 0.028(6) Uiso d H
H3B 1 0.7508(19) 0.3595(29) 0.2938(9) 0.041(7) Uiso d H
C4 1 0.83045(13) 0.1817(2) 0.27071(7) 0.0200(4) Uani d C
H4 1 0.8169(15) 0.0748(25) 0.2671(8) 0.023(5) Uiso d H
C5 1 0.90765(14) 0.1930(2) 0.31245(7) 0.0244(4) Uani d C
H5A 1 0.9680(17) 0.1433(26) 0.3021(9) 0.032(6) Uiso d H
H5B 1 0.9233(17) 0.2933(29) 0.3167(9) 0.037(7) Uiso d H
C6 1 0.87353(14) 0.1292(2) 0.36293(7) 0.0245(4) Uani d C
H6A 1 0.8556(15) 0.0255(24) 0.3594(8) 0.021(5) Uiso d H
H6B 1 0.9219(17) 0.1375(24) 0.3880(8) 0.028(6) Uiso d H
C7 1 0.86496(14) 0.2350(2) 0.21762(7) 0.0234(4) Uani d C
C8 1 0.7824(2) 0.2277(3) 0.17926(8) 0.0340(5) Uani d C
H8A 1 0.7520(21) 0.1334(32) 0.1776(10) 0.047(8) Uiso d H
H8B 1 0.8075(17) 0.2422(26) 0.1445(10) 0.033(6) Uiso d H
H8C 1 0.7308(20) 0.2980(31) 0.1866(10) 0.047(8) Uiso d H
C9 1 0.9457(2) 0.1367(3) 0.19795(9) 0.0348(5) Uani d C
H9A 1 1.0018(20) 0.1418(28) 0.2211(10) 0.044(7) Uiso d H
H9B 1 0.9674(19) 0.1683(29) 0.1628(10) 0.044(7) Uiso d H
H9C 1 0.9187(20) 0.0354(33) 0.1981(10) 0.054(8) Uiso d H
C10 1 0.9039(2) 0.3884(3) 0.21931(9) 0.0395(6) Uani d C
H10A 1 0.9197(19) 0.4209(29) 0.1845(10) 0.046(7) Uiso d H
H10B 1 0.9695(21) 0.3959(32) 0.2376(11) 0.060(9) Uiso d H
H10C 1 0.8552(19) 0.4551(30) 0.2330(10) 0.045(7) Uiso d H
C11 1 0.74761(14) 0.3220(2) 0.50090(7) 0.0202(4) Uani d C
C12 1 0.71377(12) 0.4206(2) 0.53706(7) 0.0202(4) Uani d C
C13 1 0.77436(13) 0.5026(2) 0.56700(7) 0.0210(4) Uani d C
H13 1 0.7508(18) 0.5649(27) 0.5895(9) 0.036(7) Uiso d H
C14 1 0.87233(13) 0.4826(2) 0.56178(7) 0.0208(4) Uani d C
C15 1 0.90991(13) 0.3807(2) 0.52855(7) 0.0218(4) Uani d C
H15 1 0.9793(17) 0.3702(24) 0.5263(8) 0.030(6) Uiso d H
C16 1 0.84851(13) 0.3024(2) 0.49838(7) 0.0218(4) Uani d C
H16 1 0.8756(17) 0.2305(25) 0.4758(9) 0.028(6) Uiso d H
O1 1 0.75136(10) 0.13367(14) 0.42765(5) 0.0236(3) Uani d O
O2 1 0.55753(10) 0.3613(2) 0.51759(5) 0.0302(3) Uani d O
O3 1 0.58036(10) 0.5268(2) 0.57456(6) 0.0326(4) Uani d O
O4 1 0.90401(11) 0.6749(2) 0.61467(6) 0.0337(4) Uani d O
O5 1 1.02474(10) 0.5430(2) 0.59027(5) 0.0314(3) Uani d O
N1 1 0.61039(11) 0.4390(2) 0.54384(6) 0.0239(3) Uani d N
N2 1 0.93842(11) 0.5732(2) 0.59103(6) 0.0244(3) Uani d N
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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_publ_flag
O1 S C11 100.22(8) y
O1 C1 C6 107.11(15) y
O1 C1 C2 110.22(15) y
C6 C1 C2 111.4(2) y
O1 C1 H1 109.0(13) ?
C6 C1 H1 109.3(13) ?
C2 C1 H1 109.7(13) ?
C1 C2 C3 110.9(2) y
C1 C2 H2A 110.3(14) ?
C3 C2 H2A 110.3(14) ?
C1 C2 H2B 108.9(15) ?
C3 C2 H2B 111.1(15) ?
H2A C2 H2B 105.(2) ?
C2 C3 C4 112.3(2) y
C2 C3 H3A 106.3(14) ?
C4 C3 H3A 111.3(14) ?
C2 C3 H3B 108.7(15) ?
C4 C3 H3B 108.5(15) ?
H3A C3 H3B 110.(2) ?
C3 C4 C5 108.7(2) y
C3 C4 C7 113.9(2) y
C5 C4 C7 114.0(2) y
C3 C4 H4 108.0(12) ?
C5 C4 H4 105.2(12) ?
C7 C4 H4 106.5(12) ?
C6 C5 C4 112.3(2) y
C6 C5 H5A 108.5(14) ?
C4 C5 H5A 110.9(13) ?
C6 C5 H5B 110.1(15) ?
C4 C5 H5B 107.8(15) ?
H5A C5 H5B 107.(2) ?
C1 C6 C5 109.9(2) y
C1 C6 H6A 105.4(12) ?
C5 C6 H6A 111.7(12) ?
C1 C6 H6B 110.1(14) ?
C5 C6 H6B 110.8(14) ?
H6A C6 H6B 108.7(18) ?
C8 C7 C10 109.0(2) y
C8 C7 C9 107.2(2) y
C10 C7 C9 108.1(2) y
C8 C7 C4 110.4(2) y
C10 C7 C4 112.3(2) y
C9 C7 C4 109.6(2) y
C7 C8 H8A 113.1(17) ?
C7 C8 H8B 110.0(14) ?
H8A C8 H8B 104.(2) ?
C7 C8 H8C 112.5(16) ?
H8A C8 H8C 107.(2) ?
H8B C8 H8C 110.(2) ?
C7 C9 H9A 109.6(15) ?
C7 C9 H9B 110.5(15) ?
H9A C9 H9B 108.(2) ?
C7 C9 H9C 106.5(16) ?
H9A C9 H9C 109.(2) ?
H9B C9 H9C 112.(2) ?
C7 C10 H10A 109.7(16) ?
C7 C10 H10B 112.8(17) ?
H10A C10 H10B 103.(2) ?
C7 C10 H10C 111.0(16) ?
H10A C10 H10C 107.(2) ?
H10B C10 H10C 113.(2) ?
C12 C11 C16 116.6(2) y
C12 C11 S 123.25(15) y
C16 C11 S 120.16(15) y
C13 C12 C11 123.1(2) y
C13 C12 N1 117.6(2) y
C11 C12 N1 119.3(2) y
C14 C13 C12 117.8(2) y
C14 C13 H13 121.1(16) ?
C12 C13 H13 121.1(16) ?
C13 C14 C15 121.6(2) y
C13 C14 N2 119.1(2) y
C15 C14 N2 119.3(2) y
C16 C15 C14 119.6(2) y
C16 C15 H15 121.7(14) ?
C14 C15 H15 118.6(14) ?
C15 C16 C11 121.1(2) y
C15 C16 H16 118.7(14) ?
C11 C16 H16 120.1(14) ?
C1 O1 S 114.63(12) y
O3 N1 O2 123.9(2) y
O3 N1 C12 119.7(2) y
O2 N1 C12 116.4(2) y
O5 N2 O4 124.2(2) y
O5 N2 C14 117.9(2) y
O4 N2 C14 117.9(2) y
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S O1 1.6419(14) y
S C11 1.753(2) y
C1 O1 1.473(2) y
C1 C6 1.511(3) y
C1 C2 1.514(3) y
C1 H1 1.01(2) ?
C2 C3 1.531(3) y
C2 H2A 0.95(2) ?
C2 H2B 0.99(3) ?
C3 C4 1.533(3) y
C3 H3A 0.97(2) ?
C3 H3B 1.00(3) ?
C4 C5 1.536(3) y
C4 C7 1.557(3) y
C4 H4 1.02(2) ?
C5 C6 1.529(3) y
C5 H5A 0.99(2) ?
C5 H5B 0.96(3) ?
C6 H6A 1.00(2) ?
C6 H6B 0.94(2) ?
C7 C8 1.526(3) y
C7 C10 1.527(3) y
C7 C9 1.534(3) y
C8 H8A 0.97(3) ?
C8 H8B 0.99(2) ?
C8 H8C 0.99(3) ?
C9 H9A 0.99(3) ?
C9 H9B 1.02(3) ?
C9 H9C 1.02(3) ?
C10 H10A 0.99(3) ?
C10 H10B 1.03(3) ?
C10 H10C 0.98(3) ?
C11 C12 1.402(3) y
C11 C16 1.410(3) y
C12 C13 1.381(3) y
C12 N1 1.452(2) y
C13 C14 1.376(3) y
C13 H13 0.89(3) ?
C14 C15 1.390(3) y
C14 N2 1.463(2) y
C15 C16 1.373(3) y
C15 H15 0.97(2) ?
C16 H16 0.97(2) ?
O2 N1 1.239(2) y
O3 N1 1.222(2) y
O4 N2 1.229(2) y
O5 N2 1.228(2) y
O2 S 2.519(2) y
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_publ_flag
O1 C1 C2 C3 -175.0(2) y
C6 C1 C2 C3 -56.3(2) ?
C1 C2 C3 C4 55.7(2) ?
C2 C3 C4 C5 -54.7(2) ?
C2 C3 C4 C7 177.0(2) ?
C3 C4 C5 C6 56.1(2) ?
C7 C4 C5 C6 -175.7(2) ?
O1 C1 C6 C5 177.65(15) y
C2 C1 C6 C5 57.1(2) ?
C4 C5 C6 C1 -57.9(2) ?
C3 C4 C7 C8 -51.4(2) ?
C5 C4 C7 C8 -176.9(2) ?
C3 C4 C7 C10 70.5(2) ?
C5 C4 C7 C10 -55.0(2) ?
C3 C4 C7 C9 -169.3(2) ?
C5 C4 C7 C9 65.2(2) ?
O1 S C11 C12 178.90(15) y
O1 S C11 C16 -1.9(2) y
C16 C11 C12 C13 4.0(3) y
S C11 C12 C13 -176.75(14) ?
C16 C11 C12 N1 -176.1(2) ?
S C11 C12 N1 3.2(2) ?
C11 C12 C13 C14 -1.9(3) ?
N1 C12 C13 C14 178.2(2) ?
C12 C13 C14 C15 -1.7(3) ?
C12 C13 C14 N2 176.8(2) ?
C13 C14 C15 C16 3.0(3) ?
N2 C14 C15 C16 -175.5(2) ?
C14 C15 C16 C11 -0.8(3) ?
C12 C11 C16 C15 -2.6(3) ?
S C11 C16 C15 178.14(14) ?
C6 C1 O1 S 164.64(12) y
C2 C1 O1 S -74.0(2) y
C11 S O1 C1 -91.97(13) y
C13 C12 N1 O3 1.4(3) ?
C11 C12 N1 O3 -178.5(2) ?
C13 C12 N1 O2 -178.0(2) ?
C11 C12 N1 O2 2.1(2) ?
C13 C14 N2 O5 171.9(2) ?
C15 C14 N2 O5 -9.6(3) ?
C13 C14 N2 O4 -8.4(3) ?
C15 C14 N2 O4 170.2(2) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 8721451
