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_1562119
_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         'C15 H16 B N3 O4'
_chemical_formula_sum            'C15 H16 B N3 O4'
_chemical_formula_weight         313.12
_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             2019-01-30
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3510 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                 94.045(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.1651(7)
_cell_length_b                   10.4907(6)
_cell_length_c                   12.5832(6)
_cell_measurement_reflns_used    1419
_cell_measurement_temperature    99.95(13)
_cell_measurement_theta_max      71.7320
_cell_measurement_theta_min      5.4880
_cell_volume                     1470.20(14)
_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-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.95(13)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0549
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.986
_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   -108.00 -15.00   1.00    6.00    --  -37.78 -19.00 -60.00   93
  2  \w    -94.00 -50.00   1.00    6.00    --  -37.78 178.00-180.00   44
  3  \w   -108.00  -8.00   1.00    6.00    --  -37.78 -19.00  30.00  100
  4  \w     51.00  76.00   1.00    6.00    --   37.78 -99.00 -30.00   25
  5  \w     14.00  75.00   1.00    6.00    --   37.78 -99.00  90.00   61
  6  \w      3.00  77.00   1.00    6.00    --   37.78 -99.00 -90.00   74
  7  \w     73.00  98.00   1.00    6.00    --   37.78 178.00  90.00   25
  8  \w     15.00  94.00   1.00    6.00    --   37.78  77.00-180.00   79
  9  \w     43.00 130.00   1.00   30.00    --  111.00 -30.00   0.00   87
 10  \w    140.00 171.00   1.00   30.00    --  111.00  45.00  30.00   31
 11  \w     63.00 106.00   1.00   30.00    --  111.00 -94.00-180.00   43
 12  \w     41.00  67.00   1.00   30.00    --  111.00 -15.00 -30.00   26
 13  \w     41.00 121.00   1.00   30.00    --  111.00 -30.00-120.00   80
 14  \w     82.00 117.00   1.00   30.00    --  111.00 -61.00 120.00   35
 15  \w     44.00  69.00   1.00   30.00    --  111.00 -87.00   2.81   25
 16  \w     94.00 159.00   1.00   30.00    --  111.00  45.00  60.00   65
 17  \w     44.00  70.00   1.00   30.00    --  111.00 -30.00  60.00   26
 18  \w     92.00 156.00   1.00   30.00    --  111.00  30.00 -30.00   64
 19  \w     73.00 109.00   1.00   30.00    --  111.00-111.00 -90.00   36
 20  \w     67.00  93.00   1.00   30.00    --  111.00 178.00 -30.00   26
 21  \w     65.00  91.00   1.00   30.00    --  111.00 -94.00 -30.00   26
 22  \w     95.00 125.00   1.00   30.00    --  111.00  45.00  30.00   30
 23  \w     48.00  90.00   1.00   30.00    --  111.00 -30.00 150.00   42
 24  \w     48.00  88.00   1.00   30.00    --  111.00 -94.00  60.00   40
 25  \w     93.00 119.00   1.00   30.00    --  111.00 -77.00-150.00   26
 26  \w    105.00 130.00   1.00   30.00    --  111.00 -15.00 -30.00   25
 27  \w     47.00  73.00   1.00   30.00    --  111.00 -94.00 150.00   26
 28  \w     88.00 113.00   1.00   30.00    --  111.00-111.00 -60.00   25
 29  \w     47.00  81.00   1.00   30.00    --  111.00 -45.00  90.00   34
 30  \w     84.00 121.00   1.00   30.00    --  111.00 -45.00  90.00   37
 31  \w     87.00 113.00   1.00   30.00    --  111.00-111.00 150.00   26
 32  \w     66.00  71.00   1.00   30.00    --  111.00-111.00   0.00    5
;
_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      0.0764894000
_diffrn_orient_matrix_UB_12      -0.0151911000
_diffrn_orient_matrix_UB_13      0.1060122000
_diffrn_orient_matrix_UB_21      0.1147750000
_diffrn_orient_matrix_UB_22      -0.0031197000
_diffrn_orient_matrix_UB_23      -0.0610901000
_diffrn_orient_matrix_UB_31      0.0103684000
_diffrn_orient_matrix_UB_32      0.1460409000
_diffrn_orient_matrix_UB_33      0.0096398000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.1125
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            3232
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.646
_diffrn_reflns_theta_min         3.969
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.853
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_correction_T_min  0.957
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_description       irregular
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.085
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.017
_refine_diff_density_max         0.326
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         3232
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0884
_refine_ls_R_factor_gt           0.0531
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0200P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0946
_refine_ls_wR_factor_ref         0.0991
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1923
_reflns_number_total             3232
_reflns_threshold_expression     'I > 2\s(I)'
_twin_special_details
;
Component 2 rotated by 179.9940\% 
 around [1.00 0.00 -0.00] (reciprocal) or [1.00 0.00 0.06] (direct)
;
_cod_data_source_file            d1sc00905b2.cif
_cod_data_source_block           shengjia1
_cod_depositor_comments
'Adding full bibliography for 1562119--1562120.cif.'
_cod_database_code               1562119
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C15 H16 B N3 O4'
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.741(2)
 0.259(2)
2. 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
3.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C17(H17A,H17B)
3.b Aromatic/amide H refined with riding coordinates:
 C32(H32), C33(H33), C34(H34), C35(H35), C36(H36), C5(H5)
3.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C41(H41A,H41B,H41C)
;
_shelx_res_checksum              6967
_shelx_hkl_checksum              2789
_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 1.293
_oxdiff_exptl_absorpt_empirical_full_min 0.778
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2