#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006479.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_2006479
loop_
_publ_author_name
'Fu, T. Y.'
'Leibovitch, M.'
'Scheffer, J. R.'
'Trotter, J.'
_publ_section_title
;
 (<i>Z</i>)-1-Benzoyl-4-<i>tert</i>-butyl-1-methylcyclohexane and
 (<i>Z</i>)-4-<i>tert</i>-Butyl-1-methyl-1-thiobenzoylcyclohexane
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1255
_journal_page_last               1256
_journal_volume                  53
_journal_year                    1997
_chemical_formula_moiety         'C18 H26 S '
_chemical_formula_sum            'C18 H26 S'
_chemical_formula_weight         274.46
_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'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   12.8530(10)
_cell_length_b                   32.252(3)
_cell_length_c                   7.9450(10)
_cell_measurement_reflns_used    23
_cell_measurement_temperature    294
_cell_measurement_theta_max      50.4
_cell_measurement_theta_min      42.3
_cell_volume                     3293.5(6)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;
MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1992)
;
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1995)'
_computing_publication_material  TEXSAN
_computing_structure_refinement  TEXSAN
_computing_structure_solution    'SHELXS86 (Sheldrick, 1985)'
_diffrn_ambient_temperature      294
_diffrn_measurement_device       'Rigaku AFC6S'
_diffrn_measurement_method       '\w-2\q scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.000
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3492
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_max         77.68
_diffrn_reflns_theta_min         2.74
_diffrn_standards_decay_%        12
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.568
_exptl_absorpt_correction_T_max  0.855
_exptl_absorpt_correction_T_min  0.699
_exptl_absorpt_correction_type
;
\y scans (North, Phillips & Matthews, 1968)
;
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.107
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.32
_refine_diff_density_min         -0.31
_refine_ls_extinction_coef       2.2e-6(1)
_refine_ls_extinction_method     'Zachariasen (1967)'
_refine_ls_goodness_of_fit_ref   2.36
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     173
_refine_ls_number_reflns         3492
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0641
_refine_ls_R_factor_gt           0.0472
_refine_ls_shift/esd_max         0.016
_refine_ls_shift/esd_mean        0.009
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(F~o~^2^) + 0.00005(F~o~^2^)^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1189
_reflns_number_observed          2327
_reflns_number_total             3492
_reflns_observed_criterion       >3.00\s(I)
_[local]_cod_data_source_file    fg1298.cif
_[local]_cod_data_source_block   II
_[local]_cod_cif_authors_sg_H-M  'P b c a    '
_[local]_cod_chemical_formula_sum_orig 'C18 H26 S '
_cod_database_code               2006479
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
'1/2+x,1/2-y,   -z'
'   -x,1/2+y,1/2-z'
'1/2-x,   -y,1/2+z'
'   -x,   -y,   -z'
'1/2-x,1/2+y,   +z'
'   +x,1/2-y,1/2+z'
'1/2+x,   +y,1/2-z'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
S1 0.0663(4) 0.0671(4) 0.1191(6) -0.0195(3) -0.0309(4) -0.0030(4)
C1 0.0510(10) 0.0560(10) 0.0450(10) -0.0013(9) 0.0004(9) -0.0009(9)
C2 0.0480(10) 0.0470(10) 0.0630(10) -0.0029(8) 0.0023(9) 0.0025(9)
C3 0.0450(10) 0.0470(10) 0.0570(10) -0.0046(8) -0.0070(9) -0.0041(9)
C4 0.0470(10) 0.0441(9) 0.0480(10) 0.0004(8) -0.0022(9) 0.0080(8)
C5 0.0430(10) 0.0660(10) 0.0590(10) 0.0053(9) -0.0111(9) 0.0020(10)
C6 0.0590(10) 0.0670(10) 0.0510(10) 0.0000(10) -0.0130(10) 0.0030(10)
C7 0.0440(10) 0.0500(10) 0.0560(10) -0.0029(8) 0.0003(9) -0.0092(9)
C8 0.0490(10) 0.0385(9) 0.0540(10) -0.0030(8) -0.0006(9) -0.0048(8)
C9 0.0470(10) 0.0520(10) 0.0630(10) -0.0005(9) 0.0020(10) -0.0010(10)
C10 0.0500(10) 0.0620(10) 0.086(2) 0.0030(10) -0.0050(10) 0.0000(10)
C11 0.074(2) 0.0630(10) 0.079(2) 0.0100(10) -0.0160(10) 0.0030(10)
C12 0.090(2) 0.0620(10) 0.0590(10) 0.0060(10) 0.0040(10) 0.0120(10)
C13 0.0590(10) 0.0520(10) 0.0690(10) -0.0020(10) 0.0080(10) 0.0040(10)
C14 0.0510(10) 0.0520(10) 0.0530(10) 0.0015(9) 0.0016(9) 0.0075(9)
C15 0.0750(10) 0.083(2) 0.0610(10) -0.0080(10) 0.0100(10) 0.0160(10)
C16 0.0730(10) 0.0740(10) 0.0640(10) 0.0010(10) 0.0020(10) -0.0140(10)
C17 0.0720(10) 0.089(2) 0.072(2) 0.0260(10) 0.0060(10) 0.0050(10)
C18 0.081(2) 0.094(2) 0.0540(10) 0.0030(10) 0.0090(10) -0.0030(10)
loop_
_atom_site_label
_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_occupancy
S1 0.39911(5) 0.30062(2) 0.34060(10) 0.0842(2) Uani d 1.000
C1 0.51330(10) 0.37245(6) 0.2979(2) 0.0508(5) Uani d 1.000
C2 0.57800(10) 0.40247(6) 0.4039(3) 0.0525(5) Uani d 1.000
C3 0.52470(10) 0.41567(5) 0.5661(2) 0.0497(5) Uani d 1.000
C4 0.41860(10) 0.43576(5) 0.5367(2) 0.0465(5) Uani d 1.000
C5 0.35310(10) 0.40758(6) 0.4247(3) 0.0561(6) Uani d 1.000
C6 0.4088(2) 0.39429(6) 0.2648(3) 0.0590(6) Uani d 1.000
C7 0.49770(10) 0.33016(6) 0.3839(2) 0.0499(5) Uani d 1.000
C8 0.57440(10) 0.31517(5) 0.5099(2) 0.0472(5) Uani d 1.000
C9 0.68060(10) 0.31457(6) 0.4774(3) 0.0539(6) Uani d 1.000
C10 0.7494(2) 0.29899(6) 0.5944(3) 0.0659(7) Uani d 1.000
C11 0.7141(2) 0.28437(7) 0.7459(3) 0.0719(7) Uani d 1.000
C12 0.6093(2) 0.28496(7) 0.7813(3) 0.0707(7) Uani d 1.000
C13 0.5398(2) 0.29959(6) 0.6627(3) 0.0600(6) Uani d 1.000
C14 0.36220(10) 0.44947(6) 0.7000(2) 0.0518(6) Uani d 1.000
C15 0.3231(2) 0.41275(7) 0.8026(3) 0.0731(7) Uani d 1.000
C16 0.4357(2) 0.47479(7) 0.8109(3) 0.0704(7) Uani d 1.000
C17 0.2695(2) 0.47698(7) 0.6551(3) 0.0779(8) Uani d 1.000
C18 0.5663(2) 0.36421(8) 0.1273(3) 0.0764(8) Uani d 1.000
H1 0.6419 0.3893 0.4318 0.063 Uiso c 1.000
H2 0.5916 0.4265 0.3387 0.063 Uiso c 1.000
H3 0.5154 0.3919 0.6350 0.060 Uiso c 1.000
H4 0.5682 0.4350 0.6225 0.060 Uiso c 1.000
H5 0.4312 0.4603 0.4737 0.056 Uiso c 1.000
H6 0.3352 0.3834 0.4869 0.067 Uiso c 1.000
H7 0.2914 0.4220 0.3942 0.067 Uiso c 1.000
H8 0.4215 0.4182 0.1982 0.071 Uiso c 1.000
H9 0.3649 0.3758 0.2048 0.071 Uiso c 1.000
H10 0.7061 0.3250 0.3735 0.065 Uiso c 1.000
H11 0.8217 0.2984 0.5698 0.079 Uiso c 1.000
H12 0.7619 0.2738 0.8264 0.086 Uiso c 1.000
H13 0.5848 0.2753 0.8872 0.085 Uiso c 1.000
H14 0.4673 0.2990 0.6862 0.072 Uiso c 1.000
H15 0.2880 0.4226 0.9000 0.088 Uiso c 1.000
H16 0.2765 0.3968 0.7363 0.088 Uiso c 1.000
H17 0.3805 0.3960 0.8356 0.088 Uiso c 1.000
H18 0.4942 0.4583 0.8403 0.085 Uiso c 1.000
H19 0.4583 0.4987 0.7511 0.085 Uiso c 1.000
H20 0.4002 0.4831 0.9102 0.085 Uiso c 1.000
H21 0.2933 0.5008 0.5960 0.093 Uiso c 1.000
H22 0.2225 0.4619 0.5860 0.093 Uiso c 1.000
H23 0.2351 0.4854 0.7552 0.093 Uiso c 1.000
H24 0.6313 0.3510 0.1454 0.092 Uiso c 1.000
H25 0.5231 0.3468 0.0608 0.092 Uiso c 1.000
H26 0.5771 0.3898 0.0705 0.092 Uiso c 1.000
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.018 0.009
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
H 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
S 0.333 0.557
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
1 0 2
3 -2 1
1 1 2
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
C2 C1 C6 106.20(10) no
C2 C1 C7 112.80(10) no
C2 C1 C18 110.7(2) no
C6 C1 C7 111.5(2) no
C6 C1 C18 108.3(2) no
C7 C1 C18 107.2(2) no
C1 C2 C3 113.5(2) no
C1 C2 H1 108.4 no
C1 C2 H2 108.4 no
C3 C2 H1 108.5 no
C3 C2 H2 108.4 no
H1 C2 H2 109.5 no
C2 C3 C4 113.0(2) no
C2 C3 H3 108.6 no
C2 C3 H4 108.6 no
C4 C3 H3 108.6 no
C4 C3 H4 108.6 no
H3 C3 H4 109.5 no
C3 C4 C5 109.20(10) no
C3 C4 C14 114.2(2) no
C3 C4 H5 106.4 no
C5 C4 C14 113.5(2) no
C5 C4 H5 106.4 no
C14 C4 H5 106.4 no
C4 C5 C6 113.3(2) no
C4 C5 H6 108.5 no
C4 C5 H7 108.5 no
C6 C5 H6 108.5 no
C6 C5 H7 108.5 no
H6 C5 H7 109.5 no
C1 C6 C5 113.4(2) no
C1 C6 H8 108.5 no
C1 C6 H9 108.5 no
C5 C6 H8 108.5 no
C5 C6 H9 108.5 no
H8 C6 H9 109.5 no
S1 C7 C1 121.90(10) no
S1 C7 C8 118.00(10) no
C1 C7 C8 120.0(2) no
C7 C8 C9 122.1(2) no
C7 C8 C13 119.7(2) no
C9 C8 C13 118.2(2) no
C8 C9 C10 120.7(2) no
C8 C9 H10 119.7 no
C10 C9 H10 119.7 no
C9 C10 C11 120.4(2) no
C9 C10 H11 119.8 no
C11 C10 H11 119.8 no
C10 C11 C12 119.9(2) no
C10 C11 H12 120.1 no
C12 C11 H12 120.0 no
C11 C12 C13 119.9(2) no
C11 C12 H13 120.1 no
C13 C12 H13 120.0 no
C8 C13 C12 120.9(2) no
C8 C13 H14 119.6 no
C12 C13 H14 119.6 no
C4 C14 C15 112.4(2) no
C4 C14 C16 110.2(2) no
C4 C14 C17 109.6(2) no
C15 C14 C16 108.1(2) no
C15 C14 C17 108.6(2) no
C16 C14 C17 107.9(2) no
C14 C15 H15 109.5 no
C14 C15 H16 109.5 no
C14 C15 H17 109.5 no
H15 C15 H16 109.5 no
H15 C15 H17 109.5 no
H16 C15 H17 109.5 no
C14 C16 H18 109.5 no
C14 C16 H19 109.5 no
C14 C16 H20 109.4 no
H18 C16 H19 109.5 no
H18 C16 H20 109.5 no
H19 C16 H20 109.4 no
C14 C17 H21 109.5 no
C14 C17 H22 109.4 no
C14 C17 H23 109.5 no
H21 C17 H22 109.5 no
H21 C17 H23 109.5 no
H22 C17 H23 109.5 no
C1 C18 H24 109.5 no
C1 C18 H25 109.5 no
C1 C18 H26 109.4 no
H24 C18 H25 109.5 no
H24 C18 H26 109.5 no
H25 C18 H26 109.5 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C7 1.622(2) no
C1 C2 1.529(2) no
C1 C6 1.540(2) no
C1 C7 1.539(2) no
C1 C18 1.539(3) no
C2 C3 1.520(3) no
C2 H1 0.95 no
C2 H2 0.95 no
C3 C4 1.527(2) no
C3 H3 0.95 no
C3 H4 0.95 no
C4 C5 1.526(3) no
C4 C14 1.551(2) no
C4 H5 0.95 no
C5 C6 1.520(3) no
C5 H6 0.95 no
C5 H7 0.95 no
C6 H8 0.95 no
C6 H9 0.95 no
C7 C8 1.486(2) no
C8 C9 1.390(2) no
C8 C13 1.388(3) no
C9 C10 1.377(3) no
C9 H10 0.95 no
C10 C11 1.370(3) no
C10 H11 0.95 no
C11 C12 1.376(3) no
C11 H12 0.95 no
C12 C13 1.382(3) no
C12 H13 0.95 no
C13 H14 0.95 no
C14 C15 1.523(3) no
C14 C16 1.528(3) no
C14 C17 1.528(3) no
C15 H15 0.95 no
C15 H16 0.95 no
C15 H17 0.95 no
C16 H18 0.95 no
C16 H19 0.95 no
C16 H20 0.95 no
C17 H21 0.95 no
C17 H22 0.95 no
C17 H23 0.95 no
C18 H24 0.95 no
C18 H25 0.95 no
C18 H26 0.95 no
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
S1 C7 C1 C2 154.90(10) no
S1 C7 C1 C6 35.5(2) no
S1 C7 C1 C18 -82.9(2) no
S1 C7 C8 C9 128.9(2) no
S1 C7 C8 C13 -48.3(2) no
C1 C2 C3 C4 -57.2(2) no
C1 C6 C5 C4 56.4(2) no
C1 C7 C8 C9 -50.7(3) no
C1 C7 C8 C13 132.1(2) no
C2 C1 C6 C5 -55.9(2) no
C2 C1 C7 C8 -25.5(2) no
C2 C3 C4 C5 51.5(2) no
C2 C3 C4 C14 179.90(10) no
C3 C2 C1 C6 56.3(2) no
C3 C2 C1 C7 -66.1(2) no
C3 C2 C1 C18 173.7(2) no
C3 C4 C5 C6 -51.3(2) no
C3 C4 C14 C15 -71.1(2) no
C3 C4 C14 C16 49.5(2) no
C3 C4 C14 C17 168.1(2) no
C5 C4 C14 C15 55.1(2) no
C5 C4 C14 C16 175.7(2) no
C5 C4 C14 C17 -65.7(2) no
C5 C6 C1 C7 67.4(2) no
C5 C6 C1 C18 -174.9(2) no
C6 C1 C7 C8 -145.0(2) no
C6 C5 C4 C14 179.90(10) no
C7 C8 C9 C10 -177.5(2) no
C7 C8 C13 C12 179.2(2) no
C8 C7 C1 C18 96.6(2) no
C8 C9 C10 C11 -1.0(3) no
C8 C13 C12 C11 -2.4(3) no
C9 C8 C13 C12 1.8(3) no
C9 C10 C11 C12 0.4(3) no
C10 C9 C8 C13 -0.2(3) no
C10 C11 C12 C13 1.2(4) no