The stereoselective conversion of epimerized alkoxyl phosphine–borane to P,C, axial-stereogenic tertiary phosphine via cleavage of P–O bond
Zhai, De-Hua; Yan, Bing-Xia; Li, Zhan-Cai; Lin, Zhu; Li, Qiang; Wang, Yan-Lan; Zheng, Hong-Xing; Zhao, Chang-Qiu; Organic & Biomolecular Chemistry  (2022) –; doi:10.1039/D2OB00351A

data_7158574
_publ_section_title
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 The stereoselective conversion of epimerized alkoxyl phosphine--borane to
 P,C, axial-stereogenic tertiary phosphine via cleavage of P--O bond
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_journal_name_full               'Organic &amp; Biomolecular Chemistry'
_journal_paper_doi               10.1039/D2OB00351A
_journal_year                    2022
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C26 H37 B O P'
_chemical_formula_sum            'C26 H37 B O P'
_chemical_formula_weight         407.33
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2021-09-06
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-09-23 deposited with the CCDC.	2022-03-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.84(5)
_cell_length_b                   13.69(5)
_cell_length_c                   14.68(5)
_cell_measurement_reflns_used    1979
_cell_measurement_temperature    298.15
_cell_measurement_theta_max      27.277
_cell_measurement_theta_min      2.192
_cell_volume                     2580(16)
_computing_cell_refinement       'SAINT V6.36A (?, 2016)'
_computing_data_reduction        'SAINT V6.36A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_diffrn_ambient_temperature      298.15
_diffrn_measured_fraction_theta_full 0.955
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1116
_diffrn_reflns_av_unetI/netI     0.1580
_diffrn_reflns_Laue_measured_fraction_full 0.955
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11728
_diffrn_reflns_point_group_measured_fraction_full 0.955
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.019
_diffrn_reflns_theta_min         2.034
_exptl_absorpt_coefficient_mu    0.120
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.048
_exptl_crystal_description       block
_exptl_crystal_F_000             884
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.956
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.107
_refine_ls_abs_structure_details
;
 Flack x determined using 600 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.10(12)
_refine_ls_extinction_coef       0.095(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.965
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         4471
_refine_ls_number_restraints     732
_refine_ls_restrained_S_all      0.955
_refine_ls_R_factor_all          0.2276
_refine_ls_R_factor_gt           0.1183
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2873
_refine_ls_wR_factor_ref         0.3500
_reflns_Friedel_coverage         0.765
_reflns_Friedel_fraction_full    0.953
_reflns_Friedel_fraction_max     0.982
_reflns_number_gt                1777
_reflns_number_total             4471
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ob00351a2.cif
_cod_data_source_block           210606f
_cod_database_code               7158574
_shelxl_version_number           2014/6
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H3A(0.093) H3B(0.093) H5(0.092) H6(0.099) H7(0.09) H8(0.098)
 H9(0.098) H10(0.096) H12(0.098) H13A(0.092) H13B(0.092) H14(0.09) H15A(0.106)
 H15B(0.106) H16(0.108) H17(0.105) H18A(0.103) H18B(0.103) H19A(0.088)
 H19B(0.088) H20A(0.107) H20B(0.107) H21(0.097) H22A(0.158) H22B(0.158)
 H22C(0.158) H23A(0.175) H23B(0.175) H23C(0.175) H1(0.183) H26(0.097)
 H27A(0.169) H27B(0.169) H27C(0.169) H29A(0.16) H29B(0.16) H29C(0.16)
 Fixed X: H3A(0.584) H3B(0.683) H5(0.8528) H6(0.3085) H7(0.6735) H8(0.6752)
 H9(0.6164) H10(0.649) H12(0.5434) H13A(0.8001) H13B(0.7605) H14(0.587)
 H15A(0.5398) H15B(0.5783) H16(0.312) H17(0.4635) H18A(0.4897) H18B(0.5927)
 H19A(0.5605) H19B(0.515) H20A(0.6819) H20B(0.7504) H21(0.9072) H22A(0.8745)
 H22B(0.8077) H22C(0.8567) H23A(0.3883) H23B(0.3715) H23C(0.4254) H1(0.5059)
 H26(0.8079) H27A(0.5344) H27B(0.652) H27C(0.6076) H29A(0.576) H29B(0.4571)
 H29C(0.4956)
 Fixed Y: H3A(0.3536) H3B(0.3308) H5(0.2491) H6(0.1496) H7(-0.0552) H8(-
 0.1417) H9(0.0249) H10(0.2489) H12(0.0508) H13A(-0.0272) H13B(0.0059)
 H14(0.015) H15A(-0.1612) H15B(-0.2017) H16(0.0047) H17(-0.0627) H18A(0.3784)
 H18B(0.3624) H19A(0.1979) H19B(0.2063) H20A(-0.2652) H20B(-0.2019) H21(0.3298)
 H22A(-0.1985) H22B(-0.2359) H22C(-0.1311) H23A(-0.076) H23B(0.0294)
 H23C(0.0151) H1(0.2819) H26(0.3255) H27A(0.5331) H27B(0.509) H27C(0.5063)
 H29A(-0.0654) H29B(-0.0394) H29C(-0.1366)
 Fixed Z: H3A(0.0531) H3B(-0.0054) H5(0.0932) H6(0.1851) H7(-0.0627)
 H8(0.1822) H9(0.3045) H10(0.3531) H12(-0.0944) H13A(0.0654) H13B(0.1614)
 H14(0.1071) H15A(0.0557) H15B(-0.0385) H16(0.2753) H17(0.3139) H18A(-0.0818)
 H18B(-0.1373) H19A(-0.0691) H19B(0.0298) H20A(0.0787) H20B(0.013) H21(0.2221)
 H22A(0.1332) H22B(0.2155) H22C(0.2181) H23A(-0.0269) H23B(-0.0659) H23C(0.029)
 H1(0.1442) H26(0.3532) H27A(-0.0868) H27B(-0.1046) H27C(-0.0051) H29A(-0.2023)
 H29B(-0.2023) H29C(-0.1569)
;
_shelx_res_checksum              3246
_olex2_submission_special_instructions 'No special instructions were received'