Boronate Ester Bullvalenes.
Patel, Harshal D.; Tran, Thanh-Huyen; Sumby, Christopher J.; Pašteka, Lukáš F; Fallon, Thomas; Journal of the American Chemical Society 142 (2020) 3680–3685; doi:10.1021/jacs.9b12930

data_4134173
_publ_section_title
;
 Boronate Ester Bullvalenes.
;
_journal_issue                   8
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              3680
_journal_page_last               3685
_journal_paper_doi               10.1021/jacs.9b12930
_journal_volume                  142
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C14 H12 S'
_chemical_formula_sum            'C14 H12 S'
_chemical_formula_weight         212.30
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'I 2y'
_space_group_name_H-M_alt        'I 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2019-10-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 101.462(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   14.0151(5)
_cell_length_b                   6.2442(2)
_cell_length_c                   24.7473(8)
_cell_measurement_reflns_used    3769
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.8140
_cell_measurement_theta_min      4.0020
_cell_volume                     2122.52(13)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1695
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.899
_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     -7.00  91.00   1.00   40.00    --   18.95  37.00 150.00   98
  2  \w    -25.00  92.00   1.00   40.00    --   18.95  19.00  90.00  117
  3  \w    -25.00  22.00   1.00   40.00    --  -19.50 -99.00  30.00   47
  4  \w     -2.00  88.00   1.00   40.00    --   18.95  57.00-120.00   90
  5  \w    -96.00 -32.00   1.00   40.00    --  -19.50 178.00-150.00   64
  6  \w    -41.00  49.00   1.00   40.00    --  -19.50  57.00 150.00   90
  7  \w    -25.00   0.00   1.00   40.00    --  -19.50 -99.00 -90.00   25
  8  \w    -96.00 -32.00   1.00   40.00    --  -19.50 178.00 -30.00   64
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0102387000
_diffrn_orient_matrix_UB_12      0.0307776000
_diffrn_orient_matrix_UB_13      -0.0281482000
_diffrn_orient_matrix_UB_21      -0.0502448000
_diffrn_orient_matrix_UB_22      0.0070169000
_diffrn_orient_matrix_UB_23      0.0007205000
_diffrn_orient_matrix_UB_31      0.0061499000
_diffrn_orient_matrix_UB_32      0.1091263000
_diffrn_orient_matrix_UB_33      0.0078890000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0350
_diffrn_reflns_av_unetI/netI     0.0461
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.899
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            12935
_diffrn_reflns_point_group_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.838
_diffrn_reflns_theta_full        27.000
_diffrn_reflns_theta_max         29.387
_diffrn_reflns_theta_min         3.360
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.264
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98416
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_description       rod
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.257
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details
;
 Flack x determined using 1698 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         4914
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0397
_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^)+(0.0414P)^2^+0.5376P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0832
_refine_ls_wR_factor_ref         0.0870
_reflns_Friedel_coverage         0.716
_reflns_Friedel_fraction_full    0.948
_reflns_Friedel_fraction_max     0.766
_reflns_number_gt                4395
_reflns_number_total             4914
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja9b12930_si_002.cif
_cod_data_source_block           HP328
_cod_depositor_comments
'Adding full bibliography for 4134168--4134181.cif.'
_cod_database_code               4134173
_shelxl_version_number           2014/6
_chemical_oxdiff_formula         C14H12S1
_chemical_oxdiff_usercomment     'colourless rod 0.53 x 0.10 x 0.06'
_shelx_estimated_absorpt_t_max   0.984
_shelx_estimated_absorpt_t_min   0.873
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C13A-C17A
 1.35 with sigma of 0.02
 C14A-C15A
 1.35 with sigma of 0.02
 C11A-C15A
 1.35 with sigma of 0.02
 S16A-C14A
 -1.7 with sigma of 0.02
 S16A-C11A
 -1.7 with sigma of 0.02
 C15B-C11B
 1.35 with sigma of 0.02
 C15B-C14B
 1.35 with sigma of 0.02
 C13B-C17B
 1.35 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(S12A) = Uanis(C17A)
Uanis(S16A) = Uanis(C15A)
Uanis(S12B) = Uanis(C17B)
Uanis(S16B) = Uanis(C15B)
4. Others
 Sof(S16A)=Sof(C17A)=Sof(H17A)=1-FVAR(1)
 Sof(S12A)=Sof(C15A)=Sof(H15A)=FVAR(1)
 Sof(S16B)=Sof(C17B)=Sof(H17B)=1-FVAR(2)
 Sof(S12B)=Sof(C15B)=Sof(H15B)=FVAR(2)
5.a Ternary CH refined with riding coordinates:
 C1A(H1A), C1B(H1B), C4A(H4A), C4B(H4B), C5A(H5A), C5B(H5B), C10A(H10A),
 C10B(H10B)
5.b Aromatic/amide H refined with riding coordinates:
 C3A(H3A), C3B(H3B), C6A(H6A), C6B(H6B), C7A(H7A), C7B(H7B), C8A(H8A),
 C8B(H8B), C9A(H9A), C9B(H9B), C15A(H15A), C15B(H15B), C17A(H17A), C17B(H17B)
;
_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 1.077
_oxdiff_exptl_absorpt_empirical_full_min 0.951