Models of the putative antimony(V)-diolate motifs in antileishmanial pentavalent antimonial drugs.
Lindquist-Kleissler, Brent; Johnstone, Timothy C.; Dalton transactions (Cambridge, England : 2003)  (2023) –; doi:10.1039/d3dt01623d

data_7713252
_publ_section_title
;
 Models of the putative antimony(V)-diolate motifs in antileishmanial
 pentavalent antimonial drugs.
;
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_paper_doi               10.1039/d3dt01623d
_journal_year                    2023
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C25 H29 O2 Sb'
_chemical_formula_sum            'C25 H29 O2 Sb'
_chemical_formula_weight         483.23
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2022-12-07
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-05-27 deposited with the CCDC.	2023-06-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.8970(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   13.81140(10)
_cell_length_b                   11.47050(10)
_cell_length_c                   28.9055(2)
_cell_measurement_reflns_used    62154
_cell_measurement_temperature    100.5(9)
_cell_measurement_theta_max      77.1690
_cell_measurement_theta_min      3.1160
_cell_volume                     4445.27(6)
_computing_cell_refinement       'CrysAlisPro 1.171.42.64a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.64a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.64a (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      100.5(9)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  92.00   0.50    0.10    --   49.41-125.00 -30.00  116
  2  \w     40.00 102.00   0.50    0.40    --  105.75-125.00  30.00  124
  3  \w     45.00  79.00   0.50    0.40    --  105.75-125.00  90.00   68
  4  \w     83.00 109.00   0.50    0.40    --  105.75-125.00  90.00   52
  5  \w     78.00 107.00   0.50    0.40    --  105.75-104.00 147.44   58
  6  \w     40.00  67.00   0.50    0.40    --  105.75-104.00 147.44   54
  7  \w     39.00 106.00   0.50    0.40    --  105.75 -99.00 -30.00  134
  8  \w     37.00 103.00   0.50    0.40    --  105.75 -99.00 -60.00  132
  9  \w     37.00  85.00   0.50    0.40    --  105.75 -99.00 -90.00   96
 10  \w     36.00 104.00   0.50    0.40    --  105.75 -99.00-120.00  136
 11  \w     36.00  98.00   0.50    0.40    --  105.75 -99.00-150.00  124
 12  \w     36.00 104.00   0.50    0.40    --  105.75 -99.00  30.00  136
 13  \w     72.00 104.00   0.50    0.40    --  105.75 -99.00  90.00   64
 14  \w     39.00  68.00   0.50    0.40    --  105.75 -99.00  90.00   58
 15  \w     36.00 106.00   0.50    0.40    --  105.75 -99.00 150.00  140
 16  \w     39.00  65.00   0.50    0.40    --  105.75 -57.00  60.00   52
 17  \w     36.00  73.00   0.50    0.40    --  105.75 -66.00 143.00   74
 18  \w    -21.00  65.00   0.50    0.10    --   49.41 -66.00 143.00  172
 19  \w     35.00  60.00   0.50    0.40    --  105.75 -57.00 -90.00   50
 20  \w    -20.00  14.00   0.50    0.10    --    4.00  86.00-148.44   68
 21  \w     90.00 171.00   0.50    0.40    --  105.75  66.00 -81.00  162
 22  \w    100.00 178.00   0.50    0.40    --  105.75  57.00-120.00  156
 23  \w     93.00 175.00   0.50    0.40    --  105.75  57.00-180.00  164
 24  \w     97.00 169.00   0.50    0.40    --  105.75  57.00 -30.00  144
 25  \w    145.00 171.00   0.50    0.40    --  105.75  57.00  30.00   52
 26  \w    141.00 178.00   0.50    0.40    --  105.75  57.00 120.00   74
 27  \w     93.00 125.00   0.50    0.40    --  105.75  57.00 120.00   64
 28  \w     95.00 161.00   0.50    0.40    --  105.75  57.00 150.00  132
 29  \w     93.00 132.00   0.50    0.40    --  105.75  57.00  30.00   78
 30  \w     56.00  81.00   0.50    0.10    --   68.00  56.00  74.73   50
 31  \w     94.00 123.00   0.50    0.40    --  105.75  57.00   0.00   58
 32  \w    150.00 176.00   0.50    0.40    --  105.75  38.00  60.00   52
 33  \w    127.00 173.00   0.50    0.40    --  105.75  57.00   0.00   92
 34  \w    108.00 145.00   0.50    0.40    --  105.75  38.00  60.00   74
 35  \w    100.00 175.00   0.50    0.40    --  105.75  38.00  90.00  150
 36  \w    149.00 174.00   0.50    0.40    --  105.75  19.00 -90.00   50
 37  \w     93.00 170.00   0.50    0.40    --  105.75  57.00-150.00  154
 38  \w    102.00 128.00   0.50    0.10    --   68.00  56.00-132.47   52
 39  \w     56.00  82.00   0.50    0.10    --   68.00  56.00-132.47   52
 40  \w     27.00  53.00   0.50    0.10    --   40.00  59.00  -5.11   52
 41  \w     89.00 114.00   0.50    0.10    --   49.41  66.00 -81.00   50
 42  \w     33.00  59.00   0.50    0.10    --   49.41  66.00 -81.00   52
 43  \w     22.00  47.00   0.50    0.10    --   36.00  61.00-114.73   50
 44  \w     27.00  52.00   0.50    0.10    --   40.00  59.00  36.17   50
 45  \w     -3.00  25.00   0.50    0.10    --   16.00  76.00  77.71   56
 46  \w    -70.00 -44.00   0.50    0.40    --  -84.25  66.00 -81.00   52
 47  \w    -49.00  13.00   0.50    0.10    --  -49.41  66.00 -81.00  124
 48  \w    -39.00 -14.00   0.50    0.40    --  -84.25  38.00  90.00   50
 49  \w    -93.00 -68.00   0.50    0.40    --  -84.25 -66.00 143.00   50
 50  \w   -147.00-121.00   0.50    0.40    --  -84.25 -66.00 143.00   52
 51  \w    -80.00 -47.00   0.50    0.10    --  -60.00 -56.00  81.66   66
 52  \w    -87.00 -43.00   0.50    0.10    --  -56.00 -56.00 -44.61   88
 53  \w    -71.00 -39.00   0.50    0.10    --  -52.00 -56.00 -93.15   64
 54  \w    -78.00 -47.00   0.50    0.10    --  -60.00 -56.00-101.54   62
 55  \w    -86.00 -44.00   0.50    0.10    --  -56.00 -56.00-136.69   84
 56  \w    -91.00 -48.00   0.50    0.10    --  -60.00 -56.00-168.32   86
 57  \w   -127.00 -99.00   0.50    0.10    --  -60.00 -56.00-168.32   56
 58  \w    -89.00 -63.00   0.50    0.40    --  -76.00 -56.00 -68.85   52
 59  \w    -89.00 -63.00   0.50    0.40    --  -76.00 -56.00-138.60   52
 60  \w   -140.00-114.00   0.50    0.40    --  -76.00 -56.00  21.39   52
 61  \w    -89.00 -63.00   0.50    0.40    --  -76.00 -56.00  -0.73   52
 62  \w    -85.00 -59.00   0.50    0.40    --  -72.00 -56.00  27.08   52
 63  \w    -90.00 -64.00   0.50    0.40    --  -76.00 -56.00  21.39   52
 64  \w    -89.00 -63.00   0.50    0.40    --  -76.00 -56.00 102.81   52
 65  \w    -89.00 -63.00   0.50    0.40    --  -76.00 -56.00 142.90   52
 66  \w    -89.00 -63.00   0.50    0.40    --  -76.00 -56.00  80.76   52
 67  \w   -101.00 -76.00   0.50    0.40    --  -84.25 -56.00  82.54   50
 68  \w   -150.00-109.00   0.50    0.40    --  -84.25 -56.00 -30.71   82
 69  \w    -89.00 -63.00   0.50    0.40    --  -76.00 -56.00-118.80   52
 70  \w    -90.00 -64.00   0.50    0.40    --  -76.00 -56.00-104.16   52
 71  \w    -98.00 -72.00   0.50    0.40    --  -84.25 -55.00 -74.56   52
 72  \w    -92.00 -64.00   0.50    0.40    --  -76.00 -56.00 -26.66   56
 73  \w   -100.00 -72.00   0.50    0.40    --  -84.25 -55.00  15.39   56
 74  \w   -152.00-114.00   0.50    0.40    --  -84.25 -56.00  82.54   76
 75  \w   -114.00 -72.00   0.50    0.40    --  -84.25 -55.00 117.27   84
 76  \w   -106.00 -73.00   0.50    0.40    --  -84.25 -55.00  67.50   66
 77  \w   -150.00-125.00   0.50    0.40    --  -84.25 -55.00  15.39   50
 78  \w    -84.00 -44.00   0.50    0.10    --  -56.00 -55.00  58.36   80
 79  \w    -70.00 -44.00   0.50    0.10    --  -56.00 -55.00 -24.60   52
 80  \w   -102.00 -76.00   0.50    0.40    --  -84.25 -56.00 -30.71   52
 81  \w   -131.00-105.00   0.50    0.40    --  -76.00 -55.00 -51.08   52
 82  \w   -111.00 -72.00   0.50    0.40    --  -84.25 -55.00-128.35   78
 83  \w   -155.00 -75.00   0.50    0.40    --  -84.25 -55.00 -85.72  160
 84  \w   -155.00-129.00   0.50    0.40    --  -84.25 -55.00  26.13   52
 85  \w   -104.00 -72.00   0.50    0.40    --  -84.25 -55.00  95.82   64
 86  \w    -97.00 -72.00   0.50    0.40    --  -84.25 -55.00 143.88   50
 87  \w    -98.00 -72.00   0.50    0.40    --  -84.25 -55.00 164.56   52
 88  \w   -149.00-123.00   0.50    0.40    --  -84.25 -55.00 143.88   52
 89  \w   -153.00-124.00   0.50    0.40    --  -84.25 -55.00 164.56   58
 90  \w   -155.00-130.00   0.50    0.40    --  -84.25 -55.00  50.28   50
 91  \w   -115.00 -72.00   0.50    0.40    --  -84.25 -55.00  50.28   86
 92  \w    -89.00 -64.00   0.50    0.40    --  -76.00 -55.00 -51.08   50
 93  \w   -100.00 -73.00   0.50    0.40    --  -84.25 -55.00-147.78   54
 94  \w    -98.00 -72.00   0.50    0.40    --  -84.25 -55.00-170.16   52
 95  \w   -142.00-116.00   0.50    0.40    --  -84.25 -55.00-170.16   52
 96  \w   -156.00-127.00   0.50    0.40    --  -84.25 -55.00-147.78   58
 97  \w   -153.00-121.00   0.50    0.40    --  -84.25 -55.00-128.35   64
 98  \w    -97.00 -72.00   0.50    0.40    --  -84.25 -54.00 -11.52   50
 99  \w    -98.00 -72.00   0.50    0.40    --  -84.25 -54.00-162.44   52
100  \w   -100.00 -72.00   0.50    0.40    --  -84.25 -55.00  26.13   56
101  \w   -104.00 -73.00   0.50    0.40    --  -84.25 -53.00-114.18   62
102  \w   -106.00 -73.00   0.50    0.40    --  -84.25 -53.00 -50.65   66
103  \w    -92.00 -60.00   0.50    0.40    --  -72.00 -53.00  51.38   64
104  \w    -89.00 -48.00   0.50    0.10    --  -60.00 -54.00 110.94   82
105  \w   -156.00-131.00   0.50    0.40    --  -84.25 -54.00 176.20   50
106  \w    -97.00 -72.00   0.50    0.40    --  -84.25 -54.00 176.20   50
107  \w    -74.00 -48.00   0.50    0.10    --  -60.00 -53.00 166.56   52
108  \w    -31.00  -6.00   0.50    0.10    --  -24.00 -72.00  88.18   50
109  \w    -58.00 -33.00   0.50    0.10    --  -49.41 -66.00 143.00   50
110  \w    -99.00 -73.00   0.50    0.10    --  -49.41 -66.00 143.00   52
111  \w    -48.00 -23.00   0.50    0.10    --  -36.00 -61.00 174.90   50
112  \w    -37.00 -12.00   0.50    0.10    --  -28.00 -67.00  25.51   50
113  \w    -56.00 -30.00   0.50    0.10    --  -40.00 -58.00  72.02   52
114  \w    -59.00 -27.00   0.50    0.10    --  -40.00 -57.00   7.44   64
115  \w    -53.00 -28.00   0.50    0.10    --  -40.00 -59.00 -17.98   50
116  \w    -42.00 -17.00   0.50    0.10    --  -32.00 -64.00 -59.42   50
117  \w    -37.00 -12.00   0.50    0.10    --  -28.00 -67.00-130.18   50
;
_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      -0.0443228000
_diffrn_orient_matrix_UB_12      0.0690666000
_diffrn_orient_matrix_UB_13      0.0357600000
_diffrn_orient_matrix_UB_21      -0.0264928000
_diffrn_orient_matrix_UB_22      -0.1152040000
_diffrn_orient_matrix_UB_23      0.0214347000
_diffrn_orient_matrix_UB_31      0.1026251000
_diffrn_orient_matrix_UB_32      -0.0000271000
_diffrn_orient_matrix_UB_33      0.0357268000
_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  0.0492
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            68817
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.241
_diffrn_reflns_theta_min         3.150
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    9.966
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.772
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.64a (Rigaku Oxford Diffraction, 2022)
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_colour            Colorless
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_description       Block
_exptl_crystal_F_000             1968
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.07
_refine_diff_density_max         1.443
_refine_diff_density_min         -0.574
_refine_diff_density_rms         0.061
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -0.009(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     516
_refine_ls_number_reflns         8124
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0205
_refine_ls_R_factor_gt           0.0204
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0317P)^2^+6.2020P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0531
_refine_ls_wR_factor_ref         0.0531
_reflns_Friedel_coverage         0.896
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                8076
_reflns_number_total             8124
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt01623d2.cif
_cod_data_source_block           4
_cod_database_code               7713252
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'Sb1 C25 H29 O2'
_chemical_oxdiff_usercomment     'BLK0510-CDCl3 slow evap-data set 2'
_shelx_estimated_absorpt_t_max   0.542
_shelx_estimated_absorpt_t_min   0.267
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 1.009(5)
 -0.009(5)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Ternary CH refined with riding coordinates:
 C1(H1), C3(H3), C7(H7), C8(H8)
3.b Aromatic/amide H refined with riding coordinates:
 C112(H112), C113(H113), C115(H115), C116(H116), C122(H122), C123(H123),
 C125(H125), C126(H126), C132(H132), C133(H133), C135(H135), C136(H136),
 C212(H212), C213(H213), C215(H215), C216(H216), C222(H222), C223(H223),
 C225(H225), C226(H226), C232(H232), C233(H233), C235(H235), C236(H236)
3.c Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C6(H6A,H6B,H6C), C9(H9A,H9B,H9C), C11(H11A,H11B,H11C),
 C21(H21A,H21B,H21C), C2(H2A,H2B,H2C), C5(H5A,H5B,H5C), C31(H31A,H31B,H31C),
 C41(H41A,H41B,H41C), C234(H23A,H23B,H23C)
;
_shelx_res_checksum              36457
_shelx_hkl_checksum              80819
_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 1.561
_oxdiff_exptl_absorpt_empirical_full_min 0.656