#------------------------------------------------------------------------------
#$Date: 2025-08-19 13:43:10 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301803 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/02/2200296.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_2200296
loop_
_publ_author_name
'Ward, A. David'
'Ward, Virginia R.'
'Tiekink, Edward R. T.'
_publ_section_title
;
 3,5,5-Trimethyl-2-[2-(phenylsulfonyl)ethyl]-2-cyclohexen-1-one
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o526
_journal_page_last               o527
_journal_paper_doi               10.1107/S1600536801008248
_journal_volume                  57
_journal_year                    2001
_chemical_formula_iupac          'C17 H22 O3 S'
_chemical_formula_moiety         'C17 H22 O3 S'
_chemical_formula_sum            'C17 H22 O3 S'
_chemical_formula_weight         306.42
_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                   16.560(5)
_cell_length_b                   20.690(10)
_cell_length_c                   9.453(2)
_cell_measurement_reflns_used    22
_cell_measurement_temperature    173
_cell_measurement_theta_max      9.5
_cell_measurement_theta_min      7.3
_cell_volume                     3239(2)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;MSC/AFC Diffractometer Control Software (Molecular Structure Corporation,
 1996)
;
_computing_data_reduction
'TEXSAN for Windows (Molecular Structure Corporation, 1997)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et. al., 1994)'
_diffrn_ambient_temperature      173
_diffrn_measured_fraction_theta_full .997
_diffrn_measured_fraction_theta_max .997
_diffrn_measurement_device       'Rigaku AFC-7R'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71069
_diffrn_reflns_av_R_equivalents  .000
_diffrn_reflns_av_sigmaI/netI    .069
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4193
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_full        27.5
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_min         3.2
_diffrn_standards_decay_%        -1.4
_diffrn_standards_interval_count 400
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .207
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.256
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1312
_exptl_crystal_size_max          .37
_exptl_crystal_size_mid          .37
_exptl_crystal_size_min          .11
_refine_diff_density_max         .26
_refine_diff_density_min         -.29
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.01
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3725
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.01
_refine_ls_R_factor_all          .119
_refine_ls_R_factor_gt           .040
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0508P)²+0.9004P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .129
_reflns_number_gt                1960
_reflns_number_total             3725
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ci6031.cif
_cod_data_source_block           I
_cod_original_cell_volume        3240(2)
_cod_original_sg_symbol_Hall     '-P 2ac 2ab '
_cod_database_code               2200296
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_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
S22 .02219(4) .19127(3) .22763(6) .03519(17) Uani d . 1 . . S
O1 -.17361(11) .07827(9) .46796(19) .0512(5) Uani d . 1 . . O
O22B .02531(12) .13810(10) .12897(18) .0539(5) Uani d . 1 . . O
O22A -.01250(10) .25137(10) .1810(2) .0536(5) Uani d . 1 . . O
C1 -.13097(15) .06690(11) .5706(3) .0352(6) Uani d . 1 . . C
C2 -.04303(14) .07756(11) .5646(2) .0304(5) Uani d . 1 . . C
C3 .00270(14) .06999(10) .6813(3) .0334(5) Uani d . 1 . . C
C3A .09270(15) .07808(14) .6813(3) .0492(7) Uani d . 1 . . C
H3A .1136 .0704 .7769 .068(2) Uiso calc R 1 . . H
H3B .1064 .1221 .6516 .068(2) Uiso calc R 1 . . H
H3C .1169 .0470 .6156 .068(2) Uiso calc R 1 . . H
C4 -.03308(14) .05177(12) .8219(2) .0350(5) Uani d . 1 . . C
H4A -.0038 .0755 .8970 .0569(18) Uiso calc R 1 . . H
H4B -.0238 .0051 .8377 .0569(18) Uiso calc R 1 . . H
C5B -.13756(17) .13810(13) .8524(3) .0464(7) Uani d . 1 . . C
H5D -.1955 .1464 .8627 .068(2) Uiso calc R 1 . . H
H5E -.1174 .1603 .7678 .068(2) Uiso calc R 1 . . H
H5F -.1090 .1543 .9360 .068(2) Uiso calc R 1 . . H
C5 -.12315(15) .06536(11) .8378(2) .0352(6) Uani d . 1 . . C
C5A -.15537(18) .03051(15) .9694(3) .0516(7) Uani d . 1 . . C
H5A -.2132 .0394 .9798 .068(2) Uiso calc R 1 . . H
H5B -.1266 .0460 1.0533 .068(2) Uiso calc R 1 . . H
H5C -.1469 -.0161 .9592 .068(2) Uiso calc R 1 . . H
C6 -.16562(15) .03995(13) .7052(2) .0400(6) Uani d . 1 . . C
H6A -.1613 -.0077 .7031 .0569(18) Uiso calc R 1 . . H
H6B -.2237 .0512 .7104 .0569(18) Uiso calc R 1 . . H
C21 -.00986(16) .09645(11) .4215(3) .0381(6) Uani d . 1 . . C
H21A -.0325 .0672 .3487 .0569(18) Uiso calc R 1 . . H
H21B .0495 .0908 .4219 .0569(18) Uiso calc R 1 . . H
C22 -.02976(14) .16600(11) .3824(2) .0310(5) Uani d . 1 . . C
H22A -.0149 .1947 .4620 .0569(18) Uiso calc R 1 . . H
H22B -.0887 .1700 .3668 .0569(18) Uiso calc R 1 . . H
C23 .12096(13) .20705(11) .2865(2) .0300(5) Uani d . 1 . . C
C24 .13626(16) .26362(12) .3608(3) .0393(6) Uani d . 1 . . C
H24 .0938 .2930 .3816 .0455(14) Uiso calc R 1 . . H
C25 .21442(18) .27655(16) .4038(3) .0535(8) Uani d . 1 . . C
H25 .2262 .3152 .4541 .0455(14) Uiso calc R 1 . . H
C26 .27501(18) .23340(18) .3737(3) .0607(9) Uani d . 1 . . C
H26 .3287 .2428 .4022 .0455(14) Uiso calc R 1 . . H
C27 .25936(17) .17729(16) .3036(3) .0584(9) Uani d . 1 . . C
H27 .3018 .1474 .2865 .0455(14) Uiso calc R 1 . . H
C28 .18207(16) .16343(13) .2570(3) .0421(6) Uani d . 1 . . C
H28 .1712 .1249 .2059 .0455(14) Uiso calc R 1 . . H
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C .002 .002
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
H .000 .000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
O .008 .006
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
S .110 .124
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-3 4 -3
-7 2 -1
-6 5 0
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
O22A S22 O22B 118.37(13) no
O22A S22 C23 107.93(11) no
O22B S22 C23 108.23(12) no
O22A S22 C22 108.26(12) no
O22B S22 C22 108.98(11) no
C23 S22 C22 104.14(11) no
O1 C1 C2 120.8(2) no
O1 C1 C6 121.5(2) no
C2 C1 C6 117.7(2) no
C3 C2 C1 120.4(2) no
C3 C2 C21 124.0(2) no
C1 C2 C21 115.6(2) no
C2 C3 C4 122.1(2) no
C2 C3 C3A 123.1(2) no
C4 C3 C3A 114.8(2) no
C3 C4 C5 115.2(2) no
C4 C5 C5B 110.0(2) no
C4 C5 C5A 109.5(2) no
C5B C5 C5A 109.6(2) no
C4 C5 C6 107.8(2) no
C5B C5 C6 109.9(2) no
C5A C5 C6 110.1(2) no
C1 C6 C5 113.0(2) no
C2 C21 C22 112.53(19) no
C21 C22 S22 111.93(16) no
C28 C23 C24 121.2(2) no
C28 C23 S22 119.7(2) no
C24 C23 S22 119.10(18) no
C25 C24 C23 118.9(3) no
C26 C25 C24 119.8(3) no
C27 C26 C25 121.1(3) no
C26 C27 C28 120.5(3) no
C27 C28 C23 118.5(3) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S22 O22A . 1.439(2) no
S22 O22B . 1.4433(19) no
S22 C23 . 1.758(2) no
S22 C22 . 1.776(2) no
O1 C1 . 1.223(3) no
C1 C2 . 1.474(3) no
C1 C6 . 1.503(3) no
C2 C3 . 1.347(3) no
C2 C21 . 1.511(3) no
C3 C4 . 1.504(3) no
C3 C3A . 1.500(3) no
C4 C5 . 1.525(3) no
C5B C5 . 1.530(4) no
C5 C5A . 1.534(3) no
C5 C6 . 1.530(3) no
C21 C22 . 1.522(3) no
C23 C28 . 1.385(3) no
C23 C24 . 1.388(3) no
C24 C25 . 1.383(4) no
C25 C26 . 1.373(4) no
C26 C27 . 1.362(4) no
C27 C28 . 1.384(4) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21132873
2 PubChem 139064819
