2-Alkylphosphino-1-boraadamantanes.
Hoffmann, Kurt F.; Noriega, Rayni P.; Boyle, Paul D.; Drover, Marcus W.; Chemical communications (Cambridge, England) 60 (2024) 9222–9225; doi:10.1039/d4cc02665a

data_7133424
_publ_section_title
;
 2-Alkylphosphino-1-boraadamantanes.
;
_journal_issue                   69
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              9222
_journal_page_last               9225
_journal_paper_doi               10.1039/d4cc02665a
_journal_volume                  60
_journal_year                    2024
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C23 H28 B P'
_chemical_formula_sum            'C23 H28 B P'
_chemical_formula_weight         346.23
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2024-02-26
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
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2024-05-15 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.1446(8)
_cell_length_b                   12.0021(13)
_cell_length_c                   21.825(2)
_cell_measurement_reflns_used    4626
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      26.123
_cell_measurement_theta_min      2.522
_cell_volume                     1871.5(3)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.00
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0512
_diffrn_reflns_av_unetI/netI     0.0608
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            13486
_diffrn_reflns_point_group_measured_fraction_full 0.963
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.409
_diffrn_reflns_theta_min         1.936
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.149
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5873
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0929 before and 0.0558 after correction.
The Ratio of minimum to maximum transmission is 0.7879.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_description       needle
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.475
_exptl_crystal_size_mid          0.122
_exptl_crystal_size_min          0.093
_refine_diff_density_max         0.213
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details
;
 Flack x determined using 1063 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         3708
_refine_ls_number_restraints     156
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0637
_refine_ls_R_factor_gt           0.0440
_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^+0.8165P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0855
_refine_ls_wR_factor_ref         0.0931
_reflns_Friedel_coverage         0.718
_reflns_Friedel_fraction_full    0.950
_reflns_Friedel_fraction_max     0.953
_reflns_number_gt                3048
_reflns_number_total             3708
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc02665a3.cif
_cod_data_source_block           4Ph
_cod_depositor_comments
'Adding full bibliography for 7133423--7133430.cif.'
_cod_original_cell_volume        1871.5(4)
_cod_database_code               7133424
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.986
_shelx_estimated_absorpt_t_min   0.932
_olex2_refinement_description
;
1. Restrained distances
 C5A-C4A \\sim C9B-C8B
 with sigma of 0.02
 B1-C3A \\sim B1-C2B
 with sigma of 0.02
 C5A-C9A \\sim C9B-C7B
 with sigma of 0.04
 B1-C2A \\sim B1-C1B
 with sigma of 0.02
 C5A-C7A \\sim C9B-C5B
 with sigma of 0.04
 C9A-C8A \\sim C7B-C6B
 with sigma of 0.02
 C5A-C3A \\sim C9B-C2B
 with sigma of 0.04
 C9A-C4A \\sim C7B-C8B
 with sigma of 0.02
 C8A-C7A \\sim C6B-C5B
 with sigma of 0.02
 C8A-C2A \\sim C6B-C1B
 with sigma of 0.02
 C4A-C3A \\sim C8B-C2B
 with sigma of 0.02
 B1-C8A \\sim B1-C6B
 with sigma of 0.04
 B1-C4A \\sim B1-C8B
 with sigma of 0.04
 C9A-C7A \\sim C7B-C5B
 with sigma of 0.04
 C9A-C3A \\sim C7B-C2B
 with sigma of 0.04
 C9A-C2A \\sim C7B-C1B
 with sigma of 0.04
 C8A-C4A \\sim C6B-C8B
 with sigma of 0.04
 C7A-C2A \\sim C5B-C1B
 with sigma of 0.04
2. Rigid bond restraints
 C4B, C7B, C9B, C5B, C3B, C1B, C2B, C8B, C6B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C1B) \\sim Ueq, Uanis(C6B) \\sim Ueq, Uanis(C5B) \\sim Ueq, Uanis(C4B)
\\sim Ueq, Uanis(C3B) \\sim Ueq, Uanis(C9B) \\sim Ueq, Uanis(C7B) \\sim Ueq,
Uanis(C8B) \\sim Ueq, Uanis(C2B) \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
Uanis(C1B) \\sim Ueq, Uanis(C2B) \\sim Ueq, Uanis(C8B) \\sim Ueq, Uanis(C9B)
\\sim Ueq, Uanis(C4B) \\sim Ueq, Uanis(C5B) \\sim Ueq, Uanis(C7B) \\sim Ueq,
Uanis(C6B) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.2
4. Rigid body (RIGU) restrains
 C1B, C6B, C5B, C3B, C7B, C2B, C8B, C9B, C4B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(H10C)=Sof(H10D)=Sof(C9B)=Sof(H9BA)=Sof(H9BB)=Sof(C7B)=Sof(H7BA)=Sof(H7BB)=
 Sof(C6B)=Sof(H6B)=Sof(C8B)=Sof(H8B)=Sof(C5B)=Sof(H5BA)=Sof(H5BB)=Sof(C2B)=
 Sof(H2BA)=Sof(H2BB)=Sof(C1B)=Sof(H1B)=Sof(C3B)=Sof(H3BA)=Sof(H3BB)=Sof(C4B)=
 Sof(H4B)=1-FVAR(1)
 Sof(H10A)=Sof(H10B)=Sof(C5A)=Sof(H5AA)=Sof(H5AB)=Sof(C9A)=Sof(H9AA)=Sof(H9AB)=
 Sof(C8A)=Sof(H8A)=Sof(C4A)=Sof(H4A)=Sof(C6A)=Sof(H6A)=Sof(C1A)=Sof(H1A)=
 Sof(C7A)=Sof(H7AA)=Sof(H7AB)=Sof(C3A)=Sof(H3AA)=Sof(H3AB)=Sof(C2A)=Sof(H2AA)=
 Sof(H2AB)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C8A(H8A), C4A(H4A), C6A(H6A), C1A(H1A), C6B(H6B), C8B(H8B), C1B(H1B), C4B(H4B)
6.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C10(H10A,H10B), C10(H10C,H10D), C5A(H5AA,H5AB), C9A(H9AA,
 H9AB), C7A(H7AA,H7AB), C3A(H3AA,H3AB), C2A(H2AA,H2AB), C9B(H9BA,H9BB),
 C7B(H7BA,H7BB), C5B(H5BA,H5BB), C2B(H2BA,H2BB), C3B(H3BA,H3BB)
6.c Aromatic/amide H refined with riding coordinates:
 C23(H23), C13(H13), C22(H22), C20(H20), C17(H17), C21(H21), C19(H19),
 C14(H14), C16(H16), C15(H15)
;
_shelx_res_checksum              23786
_shelx_hkl_checksum              29611
_olex2_submission_special_instructions 'No special instructions were received'