Variation in pnictogen-oxygen bonding unlocks greatly enhanced Brønsted basicity for the monomeric stibine oxide.
Wenger, John S.; Getahun, Addis; Johnstone, Timothy C.; Dalton transactions (Cambridge, England : 2003)  (2023) –; doi:10.1039/d3dt02113k

data_7713641
_publ_section_title
;
 Variation in pnictogen-oxygen bonding unlocks greatly enhanced
 Br&#xf8;nsted basicity for the monomeric stibine oxide.
;
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_paper_doi               10.1039/d3dt02113k
_journal_year                    2023
_chemical_formula_moiety         'C36 H52 O Sb, C6 H3 N2 O5, 2(C H Cl3)'
_chemical_formula_sum            'C44 H57 Cl6 N2 O6 Sb'
_chemical_formula_weight         1044.36
_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     dual
_audit_creation_date             2022-07-12
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-03-21 deposited with the CCDC.	2023-07-28 downloaded from the CCDC.
;
_cell_angle_alpha                79.673(2)
_cell_angle_beta                 74.232(2)
_cell_angle_gamma                76.038(2)
_cell_formula_units_Z            2
_cell_length_a                   11.1814(2)
_cell_length_b                   14.1312(3)
_cell_length_c                   16.4708(4)
_cell_measurement_reflns_used    22756
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      77.0660
_cell_measurement_theta_min      2.8070
_cell_volume                     2412.49(9)
_computing_cell_refinement       'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.53a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_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 1.000
_diffrn_measured_fraction_theta_max 1.000
_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     27.00  55.00   0.50    0.11    --   49.41-113.00-120.00   56
  2  \w     74.00 108.00   0.50    0.45    --  105.75-113.00-120.00   68
  3  \w     36.00  81.00   0.50    0.45    --  105.75-125.00 -30.00   90
  4  \w     35.00 104.00   0.50    0.45    --  105.75 -99.00  60.00  138
  5  \w     81.00 106.00   0.50    0.45    --  105.75 -99.00 120.00   50
  6  \w     76.00 103.00   0.50    0.45    --  105.75 -99.00  90.00   54
  7  \w     35.00  67.00   0.50    0.45    --  105.75 -99.00 120.00   64
  8  \w     37.00  63.00   0.50    0.45    --  105.75 -99.00  90.00   52
  9  \w     63.00  89.00   0.50    0.45    --  105.75 -99.00 -30.00   52
 10  \w     35.00 105.00   0.50    0.45    --  105.75 -99.00   0.00  140
 11  \w     40.00 106.00   0.50    0.45    --  105.75 -99.00 -90.00  132
 12  \w     39.00 104.00   0.50    0.45    --  105.75 -99.00-120.00  130
 13  \w     50.00  93.00   0.50    0.45    --  105.75 -99.00-180.00   86
 14  \w    -23.00  14.00   0.50    0.11    --   49.41 -19.00 -30.00   74
 15  \w     35.00  61.00   0.50    0.45    --  105.75 -57.00-120.00   52
 16  \w     71.00 103.00   0.50    0.45    --  105.75 -77.00 -30.00   64
 17  \w     34.00  59.00   0.50    0.45    --  105.75 -57.00  60.00   50
 18  \w     34.00  67.00   0.50    0.45    --  105.75 -57.00  90.00   66
 19  \w     42.00  67.00   0.50    0.45    --  105.75 -57.00 120.00   50
 20  \w     36.00  65.00   0.50    0.45    --  105.75 -57.00 150.00   58
 21  \w    104.00 165.00   0.50    0.45    --  105.75 113.00 -28.00  122
 22  \w     98.00 176.00   0.50    0.45    --  105.75  19.00 -30.00  156
 23  \w     95.00 169.00   0.50    0.45    --  105.75  57.00  30.00  148
 24  \w    110.00 172.00   0.50    0.45    --  105.75  38.00  60.00  124
 25  \w    141.00 178.00   0.50    0.45    --  105.75  77.00 120.00   74
 26  \w    100.00 135.00   0.50    0.45    --  105.75  77.00 120.00   70
 27  \w     82.00 120.00   0.50    0.11    --   49.41  57.00 -60.00   76
 28  \w    -60.00  19.00   0.50    0.11    --  -49.41  57.00 -90.00  158
 29  \w    -42.00 -16.00   0.50    0.45    --  -84.25  38.00-180.00   52
 30  \w    -40.00 -15.00   0.50    0.45    --  -84.25  38.00 -90.00   50
 31  \w    -41.00  22.00   0.50    0.11    --  -49.41  38.00 150.00  126
 32  \w    -42.00 -17.00   0.50    0.45    --  -84.25  38.00 150.00   50
 33  \w    -41.00 -15.00   0.50    0.45    --  -84.25  38.00  60.00   52
 34  \w    -80.00 -11.00   0.50    0.11    --  -49.41 113.00 -28.00  138
 35  \w    -49.00 -23.00   0.50    0.45    --  -84.25 113.00 -28.00   52
 36  \w   -113.00 -82.00   0.50    0.11    --  -49.41 -57.00   0.00   62
 37  \w   -153.00 -94.00   0.50    0.45    --  -84.25 -57.00 -60.00  118
 38  \w   -121.00 -85.00   0.50    0.11    --  -49.41 -57.00-150.00   72
 39  \w   -156.00-129.00   0.50    0.45    --  -84.25 -77.00-150.00   54
 40  \w   -118.00 -82.00   0.50    0.45    --  -84.25-113.00-120.00   72
 41  \w   -114.00 -89.00   0.50    0.45    --  -84.25-125.00-180.00   50
 42  \w   -155.00-129.00   0.50    0.45    --  -84.25-125.00-180.00   52
 43  \w   -121.00 -96.00   0.50    0.11    --  -49.41-125.00  30.00   50
 44  \w   -116.00 -87.00   0.50    0.11    --  -49.41-125.00  60.00   58
;
_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      0.1306818000
_diffrn_orient_matrix_UB_12      0.0290640000
_diffrn_orient_matrix_UB_13      -0.0262490000
_diffrn_orient_matrix_UB_21      -0.0130176000
_diffrn_orient_matrix_UB_22      0.0156434000
_diffrn_orient_matrix_UB_23      0.0924475000
_diffrn_orient_matrix_UB_31      0.0642941000
_diffrn_orient_matrix_UB_32      -0.1082595000
_diffrn_orient_matrix_UB_33      0.0187745000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0457
_diffrn_reflns_av_unetI/netI     0.0428
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            30917
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.080
_diffrn_reflns_theta_max         67.080
_diffrn_reflns_theta_min         2.809
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.967
_exptl_absorpt_correction_T_max  0.60561
_exptl_absorpt_correction_T_min  0.57292
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.53a (Rigaku Oxford Diffraction, 2022)
Spherical absorption correction
using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.438
_exptl_crystal_description       sphere
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_crystal_size_rad          0.051
_refine_diff_density_max         0.786
_refine_diff_density_min         -1.012
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     621
_refine_ls_number_reflns         8624
_refine_ls_number_restraints     285
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0367
_refine_ls_R_factor_gt           0.0346
_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^)+(0.0494P)^2^+2.2113P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0908
_refine_ls_wR_factor_ref         0.0925
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8125
_reflns_number_total             8624
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt02113k2.cif
_cod_data_source_block           5
_cod_original_cell_volume        2412.49(10)
_cod_database_code               7713641
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C42 H54 O8 Sb1 N3'
_chemical_oxdiff_usercomment     'Dipp3SbOH DNP AG0005'
_shelx_estimated_absorpt_t_max   0.691
_shelx_estimated_absorpt_t_min   0.313
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O1-H1
 0.84 with sigma of 0.02
 C5A-Cl1A \\sim C5A-Cl2A
 with sigma of 0.02
 C5A-Cl2A \\sim C5A-Cl3A
 with sigma of 0.02
 C5A-Cl3A \\sim C5A-Cl1A
 with sigma of 0.02
 C5A-Cl1A \\sim C5B-Cl1B
 with sigma of 0.02
 C5A-Cl2A \\sim C5B-Cl2B
 with sigma of 0.02
 C5A-Cl3A \\sim C5B-Cl3B
 with sigma of 0.02
 C6A-Cl4A \\sim C6B-Cl4B
 with sigma of 0.02
 C6A-Cl5A \\sim C6B-Cl5B
 with sigma of 0.02
 C6A-Cl6A \\sim C6B-Cl6B
 with sigma of 0.02
 Cl1A-Cl2A \\sim Cl1A-Cl3A
 with sigma of 0.02
 Cl4A-Cl5A \\sim Cl4A-Cl6A
 with sigma of 0.02
 Cl1A-Cl2A \\sim Cl1B-Cl2B
 with sigma of 0.02
 Cl2A-Cl3A \\sim Cl2B-Cl3B
 with sigma of 0.02
 Cl3A-Cl1A \\sim Cl3B-Cl1B
 with sigma of 0.02
 Cl4A-Cl5A \\sim Cl4B-Cl5B
 with sigma of 0.02
 Cl5A-Cl6A \\sim Cl5B-Cl6B
 with sigma of 0.02
 Cl6A-Cl4A \\sim Cl6B-Cl4B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Cl5B \\sim Cl6A \\sim Cl6B \\sim C6B \\sim Cl5A \\sim C6A \\sim Cl4B \\sim
Cl4A: within 2A with sigma of 0.005 and sigma for terminal atoms of 0.01 within
2A
Cl3B \\sim Cl3A \\sim C5B \\sim C5A \\sim Cl2A \\sim Cl2B \\sim Cl1B \\sim
Cl1A: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02 within
2A
4. Rigid body (RIGU) restrains
 Cl5B, Cl6A, Cl6B, C6B, Cl5A, C6A, Cl4B, Cl4A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 Cl3B, Cl3A, C5B, C5A, Cl2A, Cl2B, Cl1B, Cl1A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Others
 Sof(C5B)=Sof(H5B)=Sof(Cl1B)=Sof(Cl2B)=Sof(Cl3B)=Sof(C6B)=Sof(H6B)=Sof(Cl5B)=
 Sof(Cl4B)=Sof(Cl6B)=1-FVAR(1)
 Sof(C5A)=Sof(H5A)=Sof(Cl1A)=Sof(Cl2A)=Sof(Cl3A)=Sof(C6A)=Sof(H6A)=Sof(Cl4A)=
 Sof(Cl5A)=Sof(Cl6A)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C17(H17), C37(H37), C38(H38), C18(H18), C27(H27), C28(H28), C5A(H5A),
 C6A(H6A), C5B(H5B), C6B(H6B)
6.b Aromatic/amide H refined with riding coordinates:
 C46(H46), C33(H33), C24(H24), C45(H45), C43(H43), C14(H14), C15(H15),
 C23(H23), C13(H13), C25(H25), C34(H34), C35(H35)
6.c Idealised Me refined as rotating group:
 C171(H17A,H17B,H17C), C371(H37A,H37B,H37C), C181(H18A,H18B,H18C), C382(H38A,
 H38B,H38C), C172(H17D,H17E,H17F), C182(H18D,H18E,H18F), C372(H37D,H37E,H37F),
 C281(H28A,H28B,H28C), C272(H27A,H27B,H27C), C381(H38D,H38E,H38F), C282(H28D,
 H28E,H28F), C271(H27D,H27E,H27F)
;
_shelx_res_checksum              66518
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.700
_oxdiff_exptl_absorpt_empirical_full_min 0.796