Ruthenium(ii)-catalysed 1,2-selective hydroboration of aldazines.
Pradhan, Subham; Thiyagarajan, Subramanian; Gunanathan, Chidambaram; Organic & biomolecular chemistry 19 (2021) 7147–7151; doi:10.1039/d1ob01218e

data_7158233
_publ_section_title
;
 Ruthenium(ii)-catalysed 1,2-selective hydroboration of aldazines.
;
_journal_issue                   33
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              7147
_journal_page_last               7151
_journal_paper_doi               10.1039/d1ob01218e
_journal_volume                  19
_journal_year                    2021
_chemical_formula_moiety         'C16 H18 N2 S2'
_chemical_formula_sum            'C16 H17 N2 S2'
_chemical_formula_weight         301.43
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2021-03-10
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_audit_update_record
;
2021-04-14 deposited with the CCDC.	2021-08-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.0970(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.33740(10)
_cell_length_b                   17.4593(2)
_cell_length_c                   16.6786(2)
_cell_measurement_reflns_used    9109
_cell_measurement_temperature    246(16)
_cell_measurement_theta_max      75.3640
_cell_measurement_theta_min      3.6810
_cell_volume                     1551.96(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      246(16)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_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    -83.00   3.00   0.50    0.62    --  -38.50 114.00-100.00  172
  2  \w   -108.00 -33.00   0.50    0.62    --  -38.50 175.00  37.00  150
  3  \w     19.00  94.00   0.50    0.62    --   49.56-114.00 168.00  150
  4  \w     35.00 109.00   0.50    2.45    --  102.63-114.00 168.00  148
  5  \w     55.00 148.00   0.50    2.45    --  102.63-175.00  30.00  186
  6  \w    103.00 171.00   0.50    2.45    --  102.63 114.00-100.00  136
  7  \w     63.00 147.00   0.50    2.45    --  102.63 175.00  37.00  168
  8  \w    -42.00  28.00   0.50    0.62    --  -38.50  38.00-180.00  140
  9  \w    -44.00  23.00   0.50    0.62    --  -38.50  19.00-120.00  134
 10  \w      0.00  42.00   0.50    0.62    --   49.56 -38.00 150.00   84
 11  \w    103.00 167.00   0.50    2.45    --  102.63  77.00 -60.00  128
 12  \w     63.00 107.00   0.50    2.45    --  102.63 -15.00 -90.00   88
 13  \w     50.00 116.00   0.50    2.45    --  102.63 -61.00 150.00  132
 14  \w     38.00 125.00   0.50    2.45    --  102.63 -77.00 150.00  174
 15  \w     35.00 110.00   0.50    2.45    --  102.63 -15.00 150.00  150
 16  \w    103.00 170.00   0.50    2.45    --  102.63  30.00  90.00  134
 17  \w     43.00 114.00   0.50    2.45    --  102.63 -61.00 -30.00  142
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0347166000
_diffrn_orient_matrix_UB_12      -0.0725433000
_diffrn_orient_matrix_UB_13      -0.0507489000
_diffrn_orient_matrix_UB_21      0.0378399000
_diffrn_orient_matrix_UB_22      -0.0478131000
_diffrn_orient_matrix_UB_23      0.0773696000
_diffrn_orient_matrix_UB_31      -0.2844661000
_diffrn_orient_matrix_UB_32      -0.0152300000
_diffrn_orient_matrix_UB_33      -0.0010176000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       2
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10487
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        61.499
_diffrn_reflns_theta_max         61.499
_diffrn_reflns_theta_min         3.668
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.025
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73703
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_description       block
_exptl_crystal_F_000             636
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.328
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       0.0013(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         2388
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0360
_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^)+(0.0569P)^2^+0.4876P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1026
_refine_ls_wR_factor_ref         0.1037
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2268
_reflns_number_total             2388
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ob01218e2.cif
_cod_data_source_block           cg-sp-105
_cod_depositor_comments
'Adding full bibliography for 7158232--7158234.cif.'
_cod_database_code               7158233
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'C72 H76 O8 S1 N1 '
_diffrn_oxdiff_digest_frames
;
01a1933f0cb1c68f1b7d2fd92e73df38c7000411de1
;
_diffrn_oxdiff_digest_hkl
;
015c00e04446160a17e14d67f6f523b0a71e82
;
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B)
2.b Aromatic/amide H refined with riding coordinates:
 N8(H8), C10(H10), C12(H12), C5(H5), C6(H6), C3(H3), C2(H2), C13(H13),
 C16(H16), C15(H15)
2.c Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C18(H18A,H18B,H18C)
;
_shelx_res_checksum              71410
_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 1.268
_oxdiff_exptl_absorpt_empirical_full_min 0.698