Stereoelectronic interactions are too weak to explain the molecular conformation in solid state of <i>cis</i>-2-<i>tert</i>-butyl-5-(<i>tert</i>-butylsulfonyl)-1,3-dioxane.
Soto-Suárez, Fátima M; Rojo-Portillo, Tania; Huerta, Eduardo H.; Aguilera-Cruz, Alejandro; Tapia-Bárcenas, Alberto; Contreras-Cruz, David Atahualpa; Toscano, Rubén A; Quiróz-García, Beatriz; Rojas-Aguilar, Aaron; Cortés-Guzmán, Fernando; Bacsa, John; Ramírez-Gualito, Karla; Barquera-Lozada, José Enrique; Cuevas, Gabriel; Physical chemistry chemical physics : PCCP 26 (2024) 10021–10028; doi:10.1039/d3cp04914k

data_7248313
_publ_section_title
;
 Stereoelectronic interactions are too weak to explain the molecular
 conformation in solid state of
 <i>cis</i>-2-<i>tert</i>-butyl-5-(<i>tert</i>-butylsulfonyl)-1,3-dioxane.
;
_journal_issue                   13
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              10021
_journal_page_last               10028
_journal_paper_doi               10.1039/d3cp04914k
_journal_volume                  26
_journal_year                    2024
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C12 H24 O4 S'
_chemical_formula_sum            'C12 H24 O4 S'
_chemical_formula_weight         264.388
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_symmetry_Int_Tables_number      9
_audit_creation_date             2022-10-20
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-10-20 deposited with the CCDC.	2024-02-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.6449(16)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.8417(4)
_cell_length_b                   5.94667(13)
_cell_length_c                   10.39189(16)
_cell_measurement_reflns_used    17577
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      65.8920
_cell_measurement_theta_min      3.9400
_cell_volume                     1402.07(5)
_computing_cell_refinement       'CrysAlisPro 1.171.41.98a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.98a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.98a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.0000
_diffrn_measured_fraction_theta_max 0.9985
_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    -23.00  22.00   0.50    3.00    --   -6.00 -99.00   0.00   90
  2  \w    -67.00  21.00   0.50    3.00    --    6.00 -39.00 -19.19  176
  3  \w    -23.00  41.00   0.50    3.00    --    6.00 -99.00  60.00  128
  4  \w     -5.00  22.00   0.50    3.00    --    6.00 -40.00 130.79   54
  5  \w    -18.00  67.00   0.50    3.00    --    6.00  77.00 -90.00  170
  6  \w    -10.00  79.00   0.50    3.00    --    6.00  57.00 120.00  178
  7  \w    -62.00  22.00   0.50    3.00    --    6.00 -40.00  67.97  168
  8  \w    -67.00 -14.00   0.50    3.00    --    6.00 -40.00 130.79  106
  9  \w    -63.00  22.00   0.50    3.00    --    6.00 -40.00 -98.90  170
 10  \w     56.00  82.00   0.50    3.50    --   25.68-154.00  -4.00   52
 11  \w     54.00  94.00   0.50    7.00    --   32.74 154.00  34.00   80
 12  \w     14.00  40.00   0.50    7.00    --   32.74-121.00 153.00   52
 13  \w     15.00  40.00   0.50    7.00    --  -32.74  77.00  60.00   50
 14  \w    -97.00 -65.00   0.50    7.00    --  -32.74 178.00 -60.00   64
 15  \w    -17.00  28.00   0.50    7.00    --  -32.74  77.00-120.00   90
 16  \w    -85.00 -60.00   0.50   11.00    --  -42.94 121.00-123.00   50
 17  \w    -24.00   4.00   0.50   11.00    --   42.94 -19.00-120.00   56
 18  \w      2.00  77.00   0.50   11.00    --   42.94 -99.00-180.00  150
 19  \w   -107.00 -42.00   0.50   14.00    --  -60.36 121.00-123.00  130
 20  \w   -131.00 -50.00   0.50   14.00    --  -60.36 -57.00 -60.00  162
 21  \w    -76.00 -50.00   0.50   14.00    --  -60.36 125.00-180.00   52
 22  \w     73.00 143.00   0.50   14.00    --   90.62 153.00  35.00  140
 23  \w    -51.00 -26.00   0.50   14.00    --  -89.99  19.00-180.00   50
 24  \w    -68.00 -17.00   0.50   14.00    --  -89.99  57.00-180.00  102
 25  \w    -45.00 -15.00   0.50   14.00    --  -89.99  19.00 -90.00   60
 26  \w   -163.00-128.00   0.50   14.00    --  -89.99 -99.00 -30.00   70
 27  \w    -46.00 -14.00   0.50   14.00    --  -89.99  19.00 -60.00   64
 28  \w   -111.00 -65.00   0.50   14.00    --  -89.99 125.00-180.00   92
 29  \w    -59.00 -23.00   0.50   14.00    --  -89.99  38.00  30.00   72
 30  \w    -46.00 -15.00   0.50   14.00    --  -89.99  19.00 120.00   62
 31  \w   -112.00 -66.00   0.50   14.00    --  -89.99 125.00  60.00   92
 32  \w    -84.00 -17.00   0.50   14.00    --  -89.99  57.00  90.00  134
 33  \w    -66.00 -27.00   0.50   14.00    --  -89.99  38.00-180.00   78
 34  \w   -112.00 -85.00   0.50   14.00    --  -89.99 125.00 -90.00   54
 35  \w    -71.00 -35.00   0.50   14.00    --  -89.99 125.00 -90.00   72
 36  \w   -105.00 -72.00   0.50   14.00    --  -89.99 125.00 150.00   66
 37  \w    -83.00 -18.00   0.50   14.00    --  -89.99  57.00  30.00  130
 38  \w    -66.00 -33.00   0.50   14.00    --  -89.99  38.00 150.00   66
 39  \w   -104.00 -76.00   0.50   14.00    --  -89.99 125.00  30.00   56
 40  \w   -103.00 -69.00   0.50   14.00    --  -89.99 125.00 -60.00   68
 41  \w    -66.00 -24.00   0.50   14.00    --  -89.99  38.00 -90.00   84
 42  \w    -48.00 -14.00   0.50   14.00    --  -89.99  19.00-150.00   68
 43  \w    -59.00 -28.00   0.50   17.00    --  -89.99  38.00  90.00   62
 44  \w    -49.00 -14.00   0.50   17.00    --  -89.99  19.00-120.00   70
 45  \w    -41.00 -14.00   0.50   17.00    --  -89.99  19.00  60.00   54
 46  \w    -63.00 -34.00   0.50   17.00    --  -89.99  38.00-120.00   58
 47  \w     18.00  43.00   0.50   17.00    --   90.62 -57.00 -60.00   50
 48  \w     18.00  44.00   0.50   17.00    --   90.62 -57.00-120.00   52
 49  \w     85.00 111.00   0.50   17.00    --   90.62  19.00   0.00   52
 50  \w    -29.00  -4.00   0.50   17.00    --   46.41 -19.00   0.00   50
 51  \w   -108.00 -54.00   0.50   17.00    -- -113.25 108.00 -14.41  108
 52  \w   -107.00 -75.00   0.50   17.00    -- -113.25 103.00  91.40   64
 53  \w   -125.00 -95.00   0.50   17.00    -- -113.25 -15.00 -30.00   60
 54  \w   -171.00-116.00   0.50   17.00    -- -113.25 -95.00  90.00  110
 55  \w   -169.00 -96.00   0.50   17.00    -- -113.25-125.00 -30.00  146
 56  \w   -106.00 -57.00   0.50   17.00    -- -113.25 100.00-176.97   98
 57  \w    -75.00 -44.00   0.50   17.00    -- -113.25 114.00-133.41   62
 58  \w    -72.00 -43.00   0.50   17.00    -- -113.25  45.00-120.00   58
 59  \w    -67.00 -40.00   0.50   17.00    -- -113.25  61.00   0.00   54
 60  \w   -173.00-137.00   0.50   17.00    -- -113.25 -15.00  30.00   72
 61  \w   -134.00-108.00   0.50   17.00    -- -113.25 -15.00  30.00   52
 62  \w   -142.00 -96.00   0.50   17.00    -- -113.25-125.00   0.00   92
 63  \w    -67.00 -41.00   0.50   17.00    -- -113.25  45.00-150.00   52
 64  \w   -108.00 -83.00   0.50   17.00    -- -113.25 114.00-133.41   50
 65  \w    -76.00 -47.00   0.50   17.00    -- -113.25  99.00  35.69   58
 66  \w    -83.00 -44.00   0.50   17.00    -- -113.25 125.00-120.00   78
 67  \w    -68.00 -42.00   0.50   17.00    -- -113.25 115.00  73.48   52
 68  \w   -167.00-141.00   0.50   17.00    -- -113.25-125.00-150.00   52
 69  \w   -133.00 -96.00   0.50   17.00    -- -113.25-125.00-150.00   74
 70  \w     50.00  75.00   0.50   17.00    --   32.74-113.00  58.00   50
 71  \w      9.00  67.00   0.50   17.00    --   32.74  77.00   0.00  116
 72  \w     75.00 101.00   0.50   17.00    --   32.74  77.00   0.00   52
 73  \w     11.00  37.00   0.50   17.00    --   32.74  77.00  90.00   52
 74  \w     42.00 102.00   0.50   17.00    --   32.74  77.00  90.00  120
 75  \w     22.00 104.00   0.50   17.00    --   32.74  57.00-150.00  164
 76  \w     17.00  94.00   0.50   17.00    --   32.74  57.00   0.00  154
 77  \w     17.00  63.00   0.50   17.00    --   32.74  57.00  90.00   92
 78  \w     68.00  95.00   0.50   17.00    --   32.74  57.00  90.00   54
 79  \w      9.00  56.00   0.50   17.00    --   32.74  77.00-120.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0072957000
_diffrn_orient_matrix_UB_12      -0.1145296000
_diffrn_orient_matrix_UB_13      0.0124080000
_diffrn_orient_matrix_UB_21      -0.0298630000
_diffrn_orient_matrix_UB_22      -0.0305189000
_diffrn_orient_matrix_UB_23      -0.0176931000
_diffrn_orient_matrix_UB_31      0.0056740000
_diffrn_orient_matrix_UB_32      -0.0134565000
_diffrn_orient_matrix_UB_33      -0.0652300000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_unetI/netI     0.0242
_diffrn_reflns_Laue_measured_fraction_full 1.0000
_diffrn_reflns_Laue_measured_fraction_max 0.9985
_diffrn_reflns_limit_h_max       60
_diffrn_reflns_limit_h_min       -59
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            136275
_diffrn_reflns_point_group_measured_fraction_full 0.9988
_diffrn_reflns_point_group_measured_fraction_max 0.7771
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         69.25
_diffrn_reflns_theta_min         1.80
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.233
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.792
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.98a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.253
_exptl_crystal_description       block
_exptl_crystal_F_000             576.823
_exptl_crystal_size_max          0.209
_exptl_crystal_size_mid          0.196
_exptl_crystal_size_min          0.192
_refine_diff_density_max         0.2696
_refine_diff_density_min         -0.2366
_refine_diff_density_rms         0.0423
_refine_ls_abs_structure_details
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   0.025(8)
_refine_ls_d_res_high            0.3800
_refine_ls_d_res_low             11.3441
_refine_ls_extinction_coef       0.00118(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0177
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     396
_refine_ls_number_reflns         20798
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.0177
_refine_ls_R_factor_all          0.0368
_refine_ls_R_factor_gt           0.0238
_refine_ls_shift/su_max          0.0004
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+0.0530P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0374
_refine_ls_wR_factor_ref         0.0405
_reflns_Friedel_coverage         0.555
_reflns_limit_h_max              60
_reflns_limit_h_min              -59
_reflns_limit_k_max              15
_reflns_limit_k_min              -15
_reflns_limit_l_max              18
_reflns_limit_l_min              -27
_reflns_number_gt                16445
_reflns_number_total             20798
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d3cp04914k2.cif
_cod_data_source_block           unam-9-28-21_03
_cod_depositor_comments
;
          Adding full bibliography for 7248313.cif.

2025-04-02
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C48 H96 O16 S4'
_cod_original_formula_weight         1057.552
_cod_original_formula_moiety         '4(C12 H24 O4 S)'
_cod_original_formula_units_Z            1
_cod_original_sg_symbol_Hall     ' C -2yc'
_cod_database_code               7248313
_chemical_oxdiff_formula         'C48  H96  O16  S4  '
_olex2_refinement_description
;
;
_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 1.256
_oxdiff_exptl_absorpt_empirical_full_min 0.881