Transformation of CO<sub>2</sub> and isocyanates mediated by <i>N</i>-borane-substituted cyclic phosphine imides (BCPIs) <i>via</i> λ<sup>5</sup>-oxazaphosphetanes.
Nagai, Shun; Ogoshi, Sensuke; Hoshimoto, Yoichi; Organic & biomolecular chemistry 23 (2024) 202–206; doi:10.1039/d4ob01565g

data_7160231
_publ_section_title
;
 Transformation of CO<sub>2</sub> and isocyanates mediated by
 <i>N</i>-borane-substituted cyclic phosphine imides (BCPIs) <i>via</i>
 &#x3bb;<sup>5</sup>-oxazaphosphetanes.
;
_journal_issue                   1
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              202
_journal_page_last               206
_journal_paper_doi               10.1039/d4ob01565g
_journal_volume                  23
_journal_year                    2024
_chemical_formula_moiety         'C42 H50 B N4 O P, 2(C H2 Cl2)'
_chemical_formula_sum            'C44 H54 B Cl4 N4 O P'
_chemical_formula_weight         838.49
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc2kv6k6
_audit_creation_date             2022-03-03
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2024-08-20 deposited with the CCDC.	2024-11-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.5180(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.90590(10)
_cell_length_b                   19.1588(2)
_cell_length_c                   23.6340(2)
_cell_measurement_reflns_used    18949
_cell_measurement_temperature    193.15
_cell_measurement_theta_max      74.0100
_cell_measurement_theta_min      3.7470
_cell_volume                     4476.93(8)
_computing_cell_refinement       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2013/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      193.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_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   -115.00 -90.00   0.50    0.20    --  -42.93-134.00  -8.00   50
  2  \w     42.00  67.00   0.50    0.20    --   42.93-135.00 172.00   50
  3  \w     66.00  91.00   0.50    0.20    --   42.93 135.00-121.00   50
  4  \w     66.00 114.00   0.50    0.20    --   42.93 134.00  59.00   96
  5  \w     44.00  70.00   0.50    0.20    --   42.93-134.00  -8.00   52
  6  \w     19.00  98.00   0.50    1.00    --   76.50-135.00 172.00  158
  7  \w     77.00 147.00   0.50    1.00    --   76.50 134.00  59.00  140
  8  \w   -123.00 -37.00   0.50    1.00    -- -106.00 135.00-121.00  172
  9  \w   -145.00-120.00   0.50    1.00    -- -106.00-135.00 172.00   50
 10  \w    -57.00 -32.00   0.50    1.00    -- -106.00 134.00  59.00   50
 11  \w   -103.00 -77.00   0.50    1.00    -- -106.00 134.00  59.00   52
 12  \w   -113.00 -14.00   0.50    0.20    --  -42.93 -77.00-120.00  198
 13  \w   -113.00 -78.00   0.50    0.20    --  -42.93-125.00  60.00   70
 14  \w     73.00 116.00   0.50    0.20    --   42.93 125.00   0.00   86
 15  \w     71.00 116.00   0.50    0.20    --   42.93 125.00-150.00   90
 16  \w     83.00 108.00   0.50    1.00    --   76.50 135.00-121.00   50
 17  \w   -117.00 -36.00   0.50    1.00    -- -106.00 125.00-150.00  162
 18  \w   -176.00 -83.00   0.50    1.00    -- -106.00 -19.00  60.00  186
 19  \w   -134.00-108.00   0.50    1.00    -- -106.00 -77.00 -90.00   52
 20  \w   -134.00 -86.00   0.50    1.00    -- -106.00 -37.00-120.00   96
 21  \w   -167.00-141.00   0.50    1.00    -- -106.00 -37.00-120.00   52
 22  \w   -134.00 -80.00   0.50    1.00    -- -106.00  77.00 -90.00  108
 23  \w   -117.00 -38.00   0.50    1.00    -- -106.00 125.00  60.00  158
 24  \w   -122.00 -33.00   0.50    1.00    -- -106.00  57.00  90.00  178
 25  \w   -122.00 -30.00   0.50    1.00    -- -106.00  37.00 120.00  184
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0660497000
_diffrn_orient_matrix_UB_12      0.0724489000
_diffrn_orient_matrix_UB_13      -0.0042374000
_diffrn_orient_matrix_UB_21      -0.1368154000
_diffrn_orient_matrix_UB_22      0.0348495000
_diffrn_orient_matrix_UB_23      0.0097518000
_diffrn_orient_matrix_UB_31      0.0348095000
_diffrn_orient_matrix_UB_32      -0.0004036000
_diffrn_orient_matrix_UB_33      0.0644292000
_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  0.0377
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            34450
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.250
_diffrn_reflns_theta_min         3.748
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.026
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.50604
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.43a (Rigaku Oxford Diffraction, 2019)
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    1.244
_exptl_crystal_description       block
_exptl_crystal_F_000             1768
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.947
_refine_diff_density_min         -0.721
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     506
_refine_ls_number_reflns         8160
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0591
_refine_ls_R_factor_gt           0.0548
_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^)+(0.0822P)^2^+2.6552P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1503
_refine_ls_wR_factor_ref         0.1545
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7328
_reflns_number_total             8160
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ob01565g2.cif
_cod_data_source_block           SN2024_compound_6b
_cod_depositor_comments
'Adding full bibliography for 7160230--7160235.cif.'
_cod_database_code               7160231
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C42 H51 B1  N4 O1 P1'
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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 Ternary CH refined with riding coordinates:
 C44(H44), C47(H47)
2.b Secondary CH2 refined with riding coordinates:
 C54(H54A,H54B), C51(H51A,H51B)
2.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C40(H40), C18(H18), C12(H12), C4(H4), C7(H7), C10(H10), C41(H41),
 C19(H19), C42(H42), C11(H11), C25(H25), C6(H6), C29(H29), C5(H5), C28(H28),
 C27(H27), C26(H26)
2.d Idealised Me refined as rotating group:
 C35(H35A,H35B,H35C), C36(H36A,H36B,H36C), C46(H46A,H46B,H46C), C31(H31A,H31B,
 H31C), C37(H37A,H37B,H37C), C45(H45A,H45B,H45C), C33(H33A,H33B,H33C), C32(H32A,
 H32B,H32C), C49(H49A,H49B,H49C), C48(H48A,H48B,H48C)
;
_shelx_res_checksum              62259
_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 1.602
_oxdiff_exptl_absorpt_empirical_full_min 0.638