#------------------------------------------------------------------------------
#$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $
#$Revision: 301791 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/64/2006478.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_2006478
loop_
_publ_author_name
'Fu, Tai Y.'
'Leibovitch, Mordechai'
'Scheffer, John R.'
'Trotter, James'
_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_paper_doi               10.1107/S0108270197005283
_journal_volume                  53
_journal_year                    1997
_chemical_formula_moiety         'C18 H26 O'
_chemical_formula_sum            'C18 H26 O'
_chemical_formula_weight         258.40
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.120(4)
_cell_length_b                   13.075(4)
_cell_length_c                   6.149(4)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    294
_cell_measurement_theta_max      24.0
_cell_measurement_theta_min      12.7
_cell_volume                     1617.6(12)
_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
'SIR92 (Altomare, Cascarano, Giacovazzo & Guagliardi, 1993)'
_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_av_sigmaI/netI    0.080
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1814
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_max         77.64
_diffrn_reflns_theta_min         2.19
_diffrn_standards_decay_%        29
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.480
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.962
_exptl_absorpt_correction_type
;
\y scans (North, Phillips & Matthews, 1968)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.061
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.20
_refine_diff_density_min         -0.22
_refine_ls_extinction_coef       2.7e-6(6)
_refine_ls_extinction_method     'Zachariasen (1967)'
_refine_ls_goodness_of_fit_ref   1.12
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     172
_refine_ls_number_reflns         1814
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0627
_refine_ls_R_factor_gt           0.0368
_refine_ls_shift/esd_max         0.0006
_refine_ls_shift/esd_mean        0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     'w = 1/[\s^2^(F~o~^2^) + 0.00063(F~o~^2^)^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1104
_reflns_number_observed          1052
_reflns_number_total             1814
_reflns_observed_criterion       >3.00\s(I)
_cod_data_source_file            fg1298.cif
_cod_data_source_block           I
_cod_original_cell_volume        1618.0(10)
_cod_database_code               2006478
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
'   -x,   -y,1/2+z'
1/2-x,1/2+y,1/2+z
'1/2+x,1/2-y,   +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
O1 .0890(10) .1000(10) .0530(10) -.0070(10) -.0130(10) .0180(10)
C1 .069(2) .0590(10) .053(2) -.0020(10) .0010(10) -.006(2)
C2 .0640(10) .090(2) .0400(10) -.0140(10) -.0040(10) -.001(2)
C3 .066(2) .076(2) .0450(10) .0010(10) -.0070(10) .016(2)
C4 .0580(10) .0710(10) .0430(10) -.0130(10) -.0040(10) -.0010(10)
C5 .070(2) .069(2) .050(2) -.0110(10) .0040(10) .0100(10)
C6 .078(2) .061(2) .071(2) -.0070(10) -.002(2) .009(2)
C7 .066(2) .065(2) .045(2) .0080(10) -.0010(10) .0010(10)
C8 .0540(10) .066(2) .0460(10) .0020(10) -.0050(10) -.003(2)
C9 .073(2) .079(2) .052(2) -.003(2) .002(2) .000(2)
C10 .077(2) .100(2) .063(2) -.007(2) .011(2) .008(2)
C11 .067(2) .091(2) .094(3) -.018(2) .002(2) .008(2)
C12 .076(2) .080(2) .089(3) -.012(2) -.006(2) -.016(2)
C13 .0600(10) .083(2) .054(2) -.0050(10) -.0040(10) -.010(2)
C14 .065(2) .076(2) .057(2) -.0030(10) -.002(2) .002(2)
C15 .106(2) .090(2) .087(2) -.006(2) .007(2) -.021(2)
C16 .093(2) .125(3) .093(3) .030(2) -.014(2) -.002(3)
C17 .084(2) .108(2) .102(3) -.003(2) .034(2) -.004(3)
C18 .097(2) .076(2) .096(3) -.001(2) .003(2) -.022(2)
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_calc_attached_atom
_atom_site_refinement_flags
_atom_site_occupancy
O1 .64820(10) .1835(2) .5498 .0807(7) Uani d ? . 1.000
C1 .58640(10) .1506(2) .2272(6) .0605(8) Uani d ? . 1.000
C2 .55060(10) .2192(2) .0635(6) .0650(8) Uani d ? . 1.000
C3 .50730(10) .3001(2) .1724(6) .0623(8) Uani d ? . 1.000
C4 .45470(10) .2534(2) .3220(6) .0572(7) Uani d ? . 1.000
C5 .49020(10) .1860(2) .4872(6) .0632(8) Uani d ? . 1.000
C6 .53400(10) .1052(2) .3794(6) .0702(9) Uani d ? . 1.000
C7 .63810(10) .2082(2) .3614(5) .0587(8) Uani d ? . 1.000
C8 .67870(10) .2936(2) .2711(6) .0550(7) Uani d ? . 1.000
C9 .70820(10) .2941(2) .0656(6) .0679(9) Uani d ? . 1.000
C10 .7486(2) .3736(3) .0044(7) .0800(10) Uani d ? . 1.000
C11 .75870(10) .4553(3) .1408(8) .0840(10) Uani d ? . 1.000
C12 .7281(2) .4572(2) .3391(7) .0810(10) Uani d ? . 1.000
C13 .68920(10) .3768(2) .4042(6) .0656(8) Uani d ? . 1.000
C14 .40580(10) .3317(2) .4209(6) .0660(8) Uani d ? . 1.000
C15 .4414(2) .4131(2) .5561(8) .0940(10) Uani d ? . 1.000
C16 .3672(2) .3850(3) .2407(8) .1040(10) Uani d ? . 1.000
C17 .3561(2) .2775(2) .5689(8) .0980(10) Uani d ? . 1.000
C18 .6227(2) .0636(2) .1063(7) .0900(10) Uani d ? . 1.000
H1 .5839 .2536 -.0268 .077 Uiso c ? . 1.000
H2 .5223 .1762 -.0286 .077 Uiso c ? . 1.000
H3 .5360 .3452 .2592 .074 Uiso c ? . 1.000
H4 .4850 .3402 .0598 .074 Uiso c ? . 1.000
H5 .4281 .2074 .2313 .068 Uiso c ? . 1.000
H6 .5181 .2291 .5803 .075 Uiso c ? . 1.000
H7 .4568 .1511 .5770 .075 Uiso c ? . 1.000
H8 .5057 .0590 .2951 .083 Uiso c ? . 1.000
H9 .5570 .0662 .4936 .083 Uiso c ? . 1.000
H10 .7002 .2374 -.0352 .080 Uiso c ? . 1.000
H11 .7706 .3718 -.1375 .095 Uiso c ? . 1.000
H12 .7873 .5119 .0956 .100 Uiso c ? . 1.000
H13 .7343 .5158 .4363 .097 Uiso c ? . 1.000
H14 .6683 .3783 .5482 .078 Uiso c ? . 1.000
H15 .4647 .3803 .6779 .113 Uiso c ? . 1.000
H16 .4734 .4497 .4653 .113 Uiso c ? . 1.000
H17 .4086 .4617 .6141 .113 Uiso c ? . 1.000
H18 .3363 .4347 .3056 .124 Uiso c ? . 1.000
H19 .3983 .4210 .1448 .124 Uiso c ? . 1.000
H20 .3421 .3345 .1573 .124 Uiso c ? . 1.000
H21 .3257 .3279 .6317 .117 Uiso c ? . 1.000
H22 .3308 .2275 .4838 .117 Uiso c ? . 1.000
H23 .3801 .2423 .6858 .117 Uiso c ? . 1.000
H24 .5907 .0248 .0192 .107 Uiso c ? . 1.000
H25 .6569 .0927 .0112 .107 Uiso c ? . 1.000
H26 .6437 .0178 .2126 .107 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)
;
O 0.049 0.032
;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
2 1 3
3 1 4
2 0 5
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 107.8(2) no
C2 C1 C7 112.8(2) no
C2 C1 C18 109.8(3) no
C6 C1 C7 109.3(2) no
C6 C1 C18 109.6(2) no
C7 C1 C18 107.5(2) no
C1 C2 C3 112.7(2) no
C1 C2 H1 108.7 no
C1 C2 H2 108.6 no
C3 C2 H1 108.7 no
C3 C2 H2 108.5 no
H1 C2 H2 109.5 no
C2 C3 C4 112.5(2) no
C2 C3 H3 108.6 no
C2 C3 H4 108.9 no
C4 C3 H3 108.6 no
C4 C3 H4 108.7 no
H3 C3 H4 109.4 no
C3 C4 C5 107.9(2) no
C3 C4 C14 114.4(2) no
C3 C4 H5 106.3 no
C5 C4 C14 114.8(2) no
C5 C4 H5 106.2 no
C14 C4 H5 106.5 no
C4 C5 C6 112.4(2) no
C4 C5 H6 109.0 no
C4 C5 H7 108.8 no
C6 C5 H6 108.8 no
C6 C5 H7 108.5 no
H6 C5 H7 109.3 no
C1 C6 C5 113.3(2) no
C1 C6 H8 108.4 no
C1 C6 H9 108.3 no
C5 C6 H8 108.8 no
C5 C6 H9 108.6 no
H8 C6 H9 109.4 no
O1 C7 C1 119.7(3) no
O1 C7 C8 117.5(3) no
C1 C7 C8 122.8(2) no
C7 C8 C9 125.0(3) no
C7 C8 C13 117.0(2) no
C9 C8 C13 118.0(3) no
C8 C9 C10 120.2(3) no
C8 C9 H10 119.9 no
C10 C9 H10 119.8 no
C9 C10 C11 120.6(3) no
C9 C10 H11 119.6 no
C11 C10 H11 119.8 no
C10 C11 C12 119.5(3) no
C10 C11 H12 120.1 no
C12 C11 H12 120.3 no
C11 C12 C13 120.3(3) no
C11 C12 H13 120.1 no
C13 C12 H13 119.6 no
C8 C13 C12 121.3(3) no
C8 C13 H14 119.1 no
C12 C13 H14 119.6 no
C4 C14 C15 112.1(2) no
C4 C14 C16 110.0(3) no
C4 C14 C17 110.2(2) no
C15 C14 C16 108.4(3) no
C15 C14 C17 107.8(3) no
C16 C14 C17 108.2(3) no
C14 C15 H15 109.5 no
C14 C15 H16 109.8 no
C14 C15 H17 109.4 no
H15 C15 H16 109.5 no
H15 C15 H17 109.0 no
H16 C15 H17 109.6 no
C14 C16 H18 109.2 no
C14 C16 H19 109.4 no
C14 C16 H20 109.6 no
H18 C16 H19 109.2 no
H18 C16 H20 109.5 no
H19 C16 H20 109.8 no
C14 C17 H21 109.4 no
C14 C17 H22 109.4 no
C14 C17 H23 109.5 no
H21 C17 H22 109.5 no
H21 C17 H23 109.6 no
H22 C17 H23 109.4 no
C1 C18 H24 109.5 no
C1 C18 H25 109.5 no
C1 C18 H26 109.5 no
H24 C18 H25 109.6 no
H24 C18 H26 109.4 no
H25 C18 H26 109.4 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C7 . . 1.220(3) no
C1 C2 . . 1.528(4) no
C1 C6 . . 1.530(4) no
C1 C7 . . 1.527(4) no
C1 C18 . . 1.543(4) no
C2 C3 . . 1.526(4) no
C2 H1 . . .98 no
C2 H2 . . .98 no
C3 C4 . . 1.529(4) no
C3 H3 . . .98 no
C3 H4 . . .98 no
C4 C5 . . 1.524(4) no
C4 C14 . . 1.545(4) no
C4 H5 . . .98 no
C5 C6 . . 1.526(4) no
C5 H6 . . .98 no
C5 H7 . . .98 no
C6 H8 . . .98 no
C6 H9 . . .98 no
C7 C8 . . 1.490(4) no
C8 C9 . . 1.396(4) no
C8 C13 . . 1.378(4) no
C9 C10 . . 1.372(4) no
C9 H10 . . .98 no
C10 C11 . . 1.373(4) no
C10 H11 . . .98 no
C11 C12 . . 1.366(5) no
C11 H12 . . .98 no
C12 C13 . . 1.370(4) no
C12 H13 . . .98 no
C13 H14 . . .98 no
C14 C15 . . 1.529(4) no
C14 C16 . . 1.522(5) no
C14 C17 . . 1.526(4) no
C15 H15 . . .98 no
C15 H16 . . .98 no
C15 H17 . . .98 no
C16 H18 . . .98 no
C16 H19 . . .98 no
C16 H20 . . .98 no
C17 H21 . . .98 no
C17 H22 . . .98 no
C17 H23 . . .98 no
C18 H24 . . .98 no
C18 H25 . . .98 no
C18 H26 . . .98 no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
O1 C11 3.567(4) 3_645 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
O1 C7 C1 C2 146.5(3) no
O1 C7 C1 C6 26.5(3) no
O1 C7 C1 C18 -92.4(3) no
O1 C7 C8 C9 136.3(3) no
O1 C7 C8 C13 -41.6(4) no
C1 C2 C3 C4 -57.9(3) no
C1 C6 C5 C4 57.2(3) no
C1 C7 C8 C9 -42.6(4) no
C1 C7 C8 C13 139.5(3) no
C2 C1 C6 C5 -54.2(3) no
C2 C1 C7 C8 -34.7(3) no
C2 C3 C4 C5 55.8(3) no
C2 C3 C4 C14 -175.1(2) no
C3 C2 C1 C6 54.4(3) no
C3 C2 C1 C7 -66.5(3) no
C3 C2 C1 C18 173.7(2) no
C3 C4 C5 C6 -55.2(3) no
C3 C4 C14 C15 -59.3(3) no
C3 C4 C14 C16 61.4(3) no
C3 C4 C14 C17 -179.3(2) no
C5 C4 C14 C15 66.4(3) no
C5 C4 C14 C16 -172.9(2) no
C5 C4 C14 C17 -53.7(3) no
C5 C6 C1 C7 68.8(3) no
C5 C6 C1 C18 -173.6(2) no
C6 C1 C7 C8 -154.6(2) no
C6 C5 C4 C14 175.8(2) no
C7 C8 C9 C10 -175.2(3) no
C7 C8 C13 C12 177.3(3) no
C8 C7 C1 C18 86.5(3) no
C8 C9 C10 C11 -2.3(4) no
C8 C13 C12 C11 -1.5(5) no
C9 C8 C13 C12 -0.8(4) no
C9 C10 C11 C12 0.0(5) no
C10 C9 C8 C13 2.7(4) no
C10 C11 C12 C13 1.9(5) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 15882938