Acrylic boronate: a multifunctional C3 building block for catalytic synthesis of rare organoborons and chemoselective heterobifunctional ligations.
Lin, Shengjia; Wang, Lucia; Sharma, Abhishek; Chemical science 12 (2021) 7924–7929; doi:10.1039/d1sc00905b

data_1562120
_publ_section_title
;
 Acrylic boronate: a multifunctional C3 building block for catalytic
 synthesis of rare organoborons and chemoselective heterobifunctional
 ligations.
;
_journal_issue                   22
_journal_name_full               'Chemical science'
_journal_page_first              7924
_journal_page_last               7929
_journal_paper_doi               10.1039/d1sc00905b
_journal_volume                  12
_journal_year                    2021
_chemical_formula_moiety         'C20 H18 B N3 O4'
_chemical_formula_sum            'C20 H18 B N3 O4'
_chemical_formula_weight         375.18
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2020-12-30
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-02-05 deposited with the CCDC.	2021-04-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.910(11)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.1144(19)
_cell_length_b                   9.3148(9)
_cell_length_c                   12.0484(17)
_cell_measurement_reflns_used    1006
_cell_measurement_temperature    292.9(5)
_cell_measurement_theta_max      53.8950
_cell_measurement_theta_min      5.0700
_cell_volume                     1913.7(4)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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 (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      292.9(5)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0549
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.943
_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   7.00   1.00    5.00    --    0.00  77.00   0.00   30
  2  \w    -24.00   7.00   1.00    5.00    --    0.00  57.00 -90.00   31
  3  \w      8.00  45.00   1.00    5.00    --    0.00  77.00   0.00   37
  4  \w     25.00  68.00   1.00    5.00    --    0.00  57.00 -90.00   43
  5  \w   -117.00 -80.00   1.00   20.00    --  -59.50 -94.00-120.00   37
  6  \w    -74.00 -26.00   1.00   20.00    --  -59.50 125.00  90.00   48
  7  \w   -120.00 -93.00   1.00   20.00    --  -59.50 -94.00 -60.00   27
  8  \w   -109.00 -80.00   1.00   20.00    --  -59.50 -94.00-150.00   29
  9  \w    -86.00 -51.00   1.00   20.00    --  -59.50 125.00-180.00   35
 10  \w   -128.00-101.00   1.00   20.00    --  -59.50 -94.00 -90.00   27
 11  \w   -133.00 -86.00   1.00   20.00    --  -59.50 -94.00 -30.00   47
 12  \w    -90.00  14.00   1.00   20.00    --  -59.50  45.00 -90.00  104
 13  \w   -124.00 -81.00   1.00   20.00    --  -59.50 -94.00   0.00   43
 14  \w    100.00 167.00   1.00   20.00    --  119.00  50.00-120.00   67
 15  \w     49.00  87.00   1.00   20.00    --  119.00 -50.00 -60.00   38
 16  \w     69.00 110.00   1.00   20.00    --  119.00-111.00-180.00   41
 17  \w    109.00 134.00   1.00   20.00    --  119.00 111.00 -60.00   25
 18  \w     94.00 174.00   1.00   20.00    --  119.00  50.00 120.00   80
 19  \w     86.00 159.00   1.00   20.00    --  119.00  37.00  30.00   73
 20  \w     93.00 120.00   1.00   20.00    --  119.00  63.00-150.00   27
 21  \w    130.00 155.00   1.00   20.00    --  119.00  63.00-150.00   25
 22  \w     77.00 104.00   1.00   20.00    --  119.00-111.00-150.00   27
 23  \w     50.00 130.00   1.00   20.00    --  119.00 -50.00-150.00   80
 24  \w     48.00 160.00   1.00   20.00    --  119.00 -91.00 -30.00  112
 25  \w     83.00 120.00   1.00   20.00    --  119.00 -77.00-180.00   37
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0886526000
_diffrn_orient_matrix_UB_12      -0.0230656000
_diffrn_orient_matrix_UB_13      -0.0277861000
_diffrn_orient_matrix_UB_21      -0.0104231000
_diffrn_orient_matrix_UB_22      -0.0197218000
_diffrn_orient_matrix_UB_23      0.1247003000
_diffrn_orient_matrix_UB_31      -0.0140193000
_diffrn_orient_matrix_UB_32      0.1626671000
_diffrn_orient_matrix_UB_33      0.0113535000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0577
_diffrn_reflns_av_unetI/netI     0.0979
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7012
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.216
_diffrn_reflns_theta_min         5.188
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.750
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.10338
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_description       Plate
_exptl_crystal_F_000             784
_exptl_crystal_size_max          .15
_exptl_crystal_size_mid          .04
_exptl_crystal_size_min          .01
_refine_diff_density_max         0.389
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       0.0009(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/4 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3826
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.1838
_refine_ls_R_factor_gt           0.0929
_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^)+(0.1157P)^2^+0.1286P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2320
_refine_ls_wR_factor_ref         0.2818
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1616
_reflns_number_total             3826
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1sc00905b2.cif
_cod_data_source_block           exp_4256
_cod_depositor_comments
'Adding full bibliography for 1562119--1562120.cif.'
_cod_database_code               1562120
_shelx_shelxl_version_number     2016/4
_reflns_odcompleteness_completeness 99.08
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00B(H00A,H00B), C00F(H00C,H00D)
2.b Aromatic/amide H refined with riding coordinates:
 C00G(H00G), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M), C00N(H00N),
 C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S)
2.c Idealised Me refined as rotating group:
 C00H(H00E,H00F,H00H)
;
_shelx_res_checksum              10821
_shelx_hkl_checksum              66232
_olex2_date_sample_data_collection 2020-12-28
_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 8.818
_oxdiff_exptl_absorpt_empirical_full_min 0.508