The crystal structure of N-((3,5-di-tert-butyl-4-hydroxyphenyl)(phenyl)methyl)-4-methylbenzenesulfonamide, C28H35N3S
Guan, Xiao-Yu; Liu, Sheng-Shu; Zhang, Liang-Dong; Guo, Xin; Ma, Xuebing; Liu, Zhang-Qin; Zeitschrift für Kristallographie - New Crystal Structures 233 (2018) 259–261; doi:10.1515/ncrs-2017-0257

data_8106117
_publ_section_title
;
 The crystal structure of
 N-((3,5-di-tert-butyl-4-hydroxyphenyl)(phenyl)methyl)-4-methylbenzenesulfonamide,
 C28H35N3S
;
_journal_issue                   2
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              259
_journal_page_last               261
_journal_paper_doi               10.1515/ncrs-2017-0257
_journal_volume                  233
_journal_year                    2018
_chemical_formula_moiety         'C28 H35 N O3 S'
_chemical_formula_sum            'C28 H35 N O3 S'
_chemical_formula_weight         465.63
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_cell_angle_alpha                86.651(4)
_cell_angle_beta                 86.653(4)
_cell_angle_gamma                75.323(4)
_cell_formula_units_Z            2
_cell_length_a                   10.3965(4)
_cell_length_b                   10.7525(5)
_cell_length_c                   12.2772(6)
_cell_measurement_reflns_used    5442
_cell_measurement_temperature    290.55(10)
_cell_measurement_theta_max      72.9440
_cell_measurement_theta_min      4.3960
_cell_volume                     1324.05(11)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      290.55(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0243
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w     34.00 106.00   1.00    1.00    --   37.03  38.00 120.00   72
  2  \w    101.00 166.00   1.00    1.59    --  110.47 112.00  30.00   65
  3  \w    121.00 177.00   1.00    1.59    --  110.47  61.00 -90.00   56
  4  \w    146.00 177.00   1.00    1.59    --  110.47  45.00-120.00   31
  5  \w     92.00 174.00   1.00    1.59    --  110.47  30.00-180.00   82
  6  \w     95.00 123.00   1.00    1.59    --  110.47  45.00-120.00   28
  7  \w     85.00 132.00   1.00    1.59    --  110.47 -30.00 -60.00   47
  8  \w     83.00 109.00   1.00    1.59    --  110.47 -95.00-120.00   26
  9  \w     59.00 101.00   1.00    1.59    --  110.47 -95.00-150.00   42
 10  \w     48.00 103.00   1.00    1.59    --  110.47 -61.00 -90.00   55
 11  \w     44.00 131.00   1.00    1.59    --  110.47 -30.00-150.00   87
 12  \w     45.00 129.00   1.00    1.59    --  110.47 -61.00   0.00   84
 13  \w     73.00 109.00   1.00    1.59    --  110.47 -95.00  90.00   36
 14  \w     75.00 125.00   1.00    1.59    --  110.47 -77.00  90.00   50
 15  \w     63.00 116.00   1.00    1.59    --  110.47-112.00  30.00   53
 16  \w     52.00  77.00   1.00    1.59    --  110.47 -95.00 150.00   25
 17  \w     47.00 115.00   1.00    1.59    --  110.47 -45.00 120.00   68
 18  \w     65.00  90.00   1.00    1.00    --   37.03-126.00 150.00   25
 19  \w     25.00  61.00   1.00    1.00    --   37.03-126.00  90.00   36
 20  \w     21.00  75.00   1.00    1.00    --   37.03 -99.00 120.00   54
 21  \w     39.00  87.00   1.00    1.00    --   37.03-126.00   0.00   48
 22  \w     27.00  52.00   1.00    1.00    --   37.03-126.00 -60.00   25
 23  \w     30.00  67.00   1.00    1.00    --   37.03-126.00 -90.00   37
 24  \w     43.00  77.00   1.00    1.59    --  110.47 -30.00 -60.00   34
 25  \w    -50.00 -21.00   1.00    1.00    --  -37.03 -38.00-180.00   29
 26  \w   -100.00 -31.00   1.00    1.00    --  -37.03 -38.00 -60.00   69
 27  \w   -103.00 -76.00   1.00    1.00    --  -37.03 -38.00-180.00   27
 28  \w    -45.00  -4.00   1.00    1.00    --  -37.03 126.00 120.00   41
 29  \w    -87.00 -62.00   1.00    1.00    --  -37.03 126.00 120.00   25
 30  \w   -106.00  23.00   1.00    1.00    --  -37.03   0.00 -30.00  129
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0258674000
_diffrn_orient_matrix_UB_12      -0.0111828000
_diffrn_orient_matrix_UB_13      -0.1243152000
_diffrn_orient_matrix_UB_21      -0.0029146000
_diffrn_orient_matrix_UB_22      0.1440980000
_diffrn_orient_matrix_UB_23      -0.0119908000
_diffrn_orient_matrix_UB_31      0.1511092000
_diffrn_orient_matrix_UB_32      -0.0330404000
_diffrn_orient_matrix_UB_33      0.0152866000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0178
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9236
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.022
_diffrn_reflns_theta_min         3.610
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.298
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66863
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.168
_exptl_crystal_description       block
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.206
_refine_diff_density_min         -0.522
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         5153
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0472
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[\s^2^(Fo^2^)+(0.0728P)^2^+0.1893P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1242
_refine_ls_wR_factor_ref         0.1298
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4575
_reflns_number_total             5153
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_ncrs-2017-0257_suppl.cif
_cod_data_source_block           shelx
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               8106117
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H) groups, All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C7(H7), C10(H10), C11(H11), C12(H12), C13(H13), C14(H14),
 C16(H16), C20(H20)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C22(H22A,H22B,H22C), C24(H24A,H24B,H24C), C26(H26A,H26B,
 H26C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.500
_oxdiff_exptl_absorpt_empirical_full_min 0.620