#------------------------------------------------------------------------------
#$Date: 2016-02-18 14:25:00 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176728 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/19/8101950.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_8101950
loop_
_publ_author_name
'Zukerman-Schpector, J.'
'Maganhi, S.'
'Olivato, P. R.'
'Vinhato, E.'
_publ_section_title
;Crystal structure of cis-4-tert-butyl-2-(4-nitrophenylsulfonyl)cyclohexanone,
 C₁₆H₂₁NO₅S
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              165
_journal_page_last               166
_journal_volume                  221
_journal_year                    2006
_chemical_formula_moiety         'C16 H21 N O5 S'
_chemical_formula_sum            'C16 H21 N O5 S'
_chemical_formula_weight         339.40
_chemical_name_systematic
; 
cis-4-tert-butyl-2-(4-nitro-phenylsulfonyl)cyclohexanone
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                107.933(9)
_cell_angle_beta                 95.12(1)
_cell_angle_gamma                99.96(1)
_cell_formula_units_Z            2
_cell_length_a                   7.3395(9)
_cell_length_b                   11.103(1)
_cell_length_c                   11.391(1)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12.35
_cell_measurement_theta_min      10.75
_cell_volume                     859.73(16)
_computing_cell_refinement       'Nonius CAD-4, 1998'
_computing_data_collection       'Nonius CAD-4, 1998'
_computing_data_reduction        'XCAD4 - CAD4'
_computing_molecular_graphics    ORTEP3
_computing_publication_material  'PARST, PLATON, WiGX'
_computing_structure_refinement  SHELXL-97
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Nonius CAD-4'
_diffrn_measurement_method       theta/2theta
_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  0.0214
_diffrn_reflns_av_sigmaI/netI    0.0498
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3533
_diffrn_reflns_theta_full        25.97
_diffrn_reflns_theta_max         25.97
_diffrn_reflns_theta_min         1.90
_diffrn_standards_decay_%        0.8
_diffrn_standards_interval_time  30
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.212
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellowish
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.321
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         3352
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.1564
_refine_ls_R_factor_gt           0.0622
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1335P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1669
_refine_ls_wR_factor_ref         0.2176
_reflns_number_gt                1564
_reflns_number_total             3352
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-1753.cff
_cod_data_source_block           jzs-0506
_cod_original_cell_volume        859.7(2)
_cod_database_code               8101950
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S S 0.80844(14) -0.04582(9) 0.11682(8) 0.0563(4) Uani 1 2 i d . . .
N N 0.3158(6) -0.1965(4) 0.4552(4) 0.0795(10) Uani 1 2 i d . . .
O1 O 1.0929(5) 0.0979(4) 0.3450(3) 0.0906(10) Uani 1 2 i d . . .
O2 O 0.9538(4) -0.1191(3) 0.1117(2) 0.0722(8) Uani 1 2 i d . . .
O3 O 0.6861(4) -0.0683(3) 0.0024(2) 0.0686(8) Uani 1 2 i d . . .
O4 O 0.1544(6) -0.1896(5) 0.4428(4) 0.1199(14) Uani 1 2 i d . . .
O5 O 0.3784(7) -0.2358(6) 0.5317(5) 0.1451(19) Uani 1 2 i d . . .
C1 C 0.9116(6) 0.1208(4) 0.1705(4) 0.0641(10) Uani 1 2 i d . . .
H1 H 0.9870 0.1287 0.1054 0.077 Uiso 1 2 i calc R . .
C2 C 1.0599(6) 0.1656(5) 0.2870(4) 0.0732(12) Uani 1 2 i d . . .
C3 C 1.1519(9) 0.3029(6) 0.3191(7) 0.128(2) Uani 1 2 i d . . .
H3A H 1.2181 0.3325 0.4038 0.153 Uiso 1 2 i calc R . .
H3B H 1.2444 0.3093 0.2644 0.153 Uiso 1 2 i calc R . .
C4 C 1.0263(9) 0.3905(6) 0.3101(6) 0.123(2) Uani 1 2 i d . . .
H4A H 1.1018 0.4747 0.3197 0.148 Uiso 1 2 i calc R . .
H4B H 0.9550 0.4012 0.3790 0.148 Uiso 1 2 i calc R . .
C5 C 0.8914(8) 0.3460(4) 0.1899(4) 0.0904(15) Uani 1 2 i d . . .
H5 H 0.9690 0.3408 0.1236 0.108 Uiso 1 2 i calc R . .
C6 C 0.7891(7) 0.2093(4) 0.1676(4) 0.0803(14) Uani 1 2 i d . . .
H6A H 0.7085 0.2098 0.2307 0.096 Uiso 1 2 i calc R . .
H6B H 0.7098 0.1779 0.0870 0.096 Uiso 1 2 i calc R . .
C7 C 0.6660(5) -0.0782(3) 0.2251(3) 0.0492(9) Uani 1 2 i d . . .
C8 C 0.4823(5) -0.0721(4) 0.2088(3) 0.0569(9) Uani 1 2 i d . . .
H8 H 0.4366 -0.0421 0.1467 0.068 Uiso 1 2 i calc R . .
C9 C 0.3639(6) -0.1104(4) 0.2840(4) 0.0691(11) Uani 1 2 i d . . .
H9 H 0.2373 -0.1089 0.2730 0.083 Uiso 1 2 i calc R . .
C10 C 0.4409(6) -0.1513(3) 0.3766(3) 0.0569(9) Uani 1 2 i d . . .
C11 C 0.6251(6) -0.1529(4) 0.3969(3) 0.0638(11) Uani 1 2 i d . . .
H11 H 0.6720 -0.1793 0.4613 0.077 Uiso 1 2 i calc R . .
C12 C 0.7409(6) -0.1152(4) 0.3214(3) 0.0630(10) Uani 1 2 i d . . .
H12 H 0.8681 -0.1143 0.3344 0.076 Uiso 1 2 i calc R . .
C13 C 0.7628(11) 0.4378(5) 0.1761(6) 0.115(2) Uani 1 2 i d . . .
C14 C 0.8788(13) 0.5677(6) 0.1818(8) 0.168(3) Uani 1 2 i d . . .
H14A H 0.9753 0.5536 0.1306 0.252 Uiso 1 2 i calc R . .
H14B H 0.9346 0.6159 0.2665 0.252 Uiso 1 2 i calc R . .
H14C H 0.7995 0.6156 0.1518 0.252 Uiso 1 2 i calc R . .
C15 C 0.640(2) 0.3832(8) 0.0548(11) 0.313(9) Uani 1 2 i d . . .
H15A H 0.5318 0.3249 0.0612 0.469 Uiso 1 2 i calc R . .
H15B H 0.7070 0.3371 -0.0069 0.469 Uiso 1 2 i calc R . .
H15C H 0.6026 0.4520 0.0310 0.469 Uiso 1 2 i calc R . .
C16 C 0.6546(15) 0.4664(10) 0.2813(13) 0.228(5) Uani 1 2 i d . . .
H16A H 0.6120 0.5451 0.2887 0.342 Uiso 1 2 i calc R . .
H16B H 0.7330 0.4764 0.3573 0.342 Uiso 1 2 i calc R . .
H16C H 0.5488 0.3965 0.2662 0.342 Uiso 1 2 i 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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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
_geom_angle_publ_flag
O3 S O2 117.8(2) . . ?
O3 S C1 105.8(2) . . ?
O2 S C1 109.2(2) . . ?
O3 S C7 107.2(2) . . ?
O2 S C7 108.2(2) . . ?
C1 S C7 108.4(2) . . ?
O5 N O4 121.4(5) . . ?
O5 N C10 118.9(4) . . ?
O4 N C10 119.6(4) . . ?
C6 C1 C2 114.7(4) . . ?
C6 C1 S 117.1(3) . . ?
C2 C1 S 115.1(3) . . ?
O1 C2 C3 124.6(4) . . ?
O1 C2 C1 123.5(4) . . ?
C3 C2 C1 111.9(4) . . ?
C4 C3 C2 115.3(5) . . ?
C3 C4 C5 114.9(5) . . ?
C6 C5 C4 108.6(4) . . ?
C6 C5 C13 114.0(5) . . ?
C4 C5 C13 116.1(4) . . ?
C1 C6 C5 113.8(4) . . ?
C8 C7 C12 121.3(4) . . ?
C8 C7 S 119.1(3) . . ?
C12 C7 S 119.5(3) . . ?
C7 C8 C9 120.1(3) . . ?
C8 C9 C10 117.3(4) . . ?
C11 C10 C9 123.1(4) . . ?
C11 C10 N 118.8(4) . . ?
C9 C10 N 118.1(4) . . ?
C10 C11 C12 119.0(3) . . ?
C11 C12 C7 119.0(4) . . ?
C15 C13 C16 112(1) . . ?
C15 C13 C14 107.7(7) . . ?
C16 C13 C14 105.8(7) . . ?
C15 C13 C5 110.3(6) . . ?
C16 C13 C5 110.7(6) . . ?
C14 C13 C5 110.2(6) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S O3 1.443(3) . ?
S O2 1.444(3) . ?
S C1 1.762(4) . ?
S C7 1.766(4) . ?
N O5 1.180(5) . ?
N O4 1.199(5) . ?
N C10 1.470(6) . ?
O1 C2 1.183(5) . ?
C1 C6 1.448(5) . ?
C1 C2 1.531(6) . ?
C2 C3 1.473(7) . ?
C3 C4 1.470(8) . ?
C4 C5 1.507(7) . ?
C5 C6 1.505(6) . ?
C5 C13 1.536(7) . ?
C7 C8 1.360(5) . ?
C7 C12 1.386(5) . ?
C8 C9 1.379(6) . ?
C9 C10 1.383(5) . ?
C10 C11 1.355(5) . ?
C11 C12 1.366(6) . ?
C13 C15 1.468(9) . ?
C13 C16 1.48(1) . ?
C13 C14 1.523(9) . ?
