#------------------------------------------------------------------------------
#$Date: 2025-08-21 14:03:24 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301848 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/82/7028252.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7028252
loop_
_publ_author_name
'Kaaz, M.'
'Bender, J.'
'Förster, D'
'Frey, W.'
'Nieger, M.'
'Gudat, D.'
_publ_section_title
;
 Phosphines with N-heterocyclic boranyl substituents.
;
_journal_issue                   2
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              680
_journal_page_last               689
_journal_paper_doi               10.1039/c3dt52441h
_journal_volume                  43
_journal_year                    2014
_chemical_formula_moiety         'C26 H38 B N2 P'
_chemical_formula_sum            'C26 H38 B N2 P'
_chemical_formula_weight         420.36
_chemical_name_systematic
; 
1,3-bis(2,6-diisopropylphenyl)-2-phosphanyl-1,3,2-diazaborolene 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                77.441(3)
_cell_angle_beta                 86.774(4)
_cell_angle_gamma                78.004(3)
_cell_formula_units_Z            2
_cell_length_a                   7.5063(5)
_cell_length_b                   9.4119(6)
_cell_length_c                   18.3880(14)
_cell_measurement_temperature    110(2)
_cell_volume                     1240.23(15)
_computing_cell_refinement       'Bruker ApexII Software-Suite, 2008'
_computing_data_collection       'Bruker ApexII Software-Suite, 2008'
_computing_data_reduction        'Bruker ApexII Software-Suite, 2008'
_computing_molecular_graphics    'SHELXS-plus, XP (Sheldrick, 1991)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      110(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Kappa ApexII Duo'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_monochromator  triumph
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_av_sigmaI/netI    0.0392
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            23221
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         2.26
_exptl_absorpt_coefficient_mu    0.126
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7086
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.126
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.22
_refine_diff_density_max         1.025
_refine_diff_density_min         -0.901
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         5671
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0720
_refine_ls_R_factor_gt           0.0503
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0399P)²+1.1460P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1127
_refine_ls_wR_factor_ref         0.1245
_reflns_number_gt                4365
_reflns_number_total             5671
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt52441h.txt
_cod_data_source_block           gud154
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_database_code               7028252
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
P1 P 0.49651(7) 0.90747(6) 0.24455(4) 0.02965(15) Uani 1 1 d .
H1 H 0.394(3) 0.824(3) 0.2707(14) 0.044 Uiso 1 1 d .
H2 H 0.510(3) 0.940(3) 0.3036(14) 0.044 Uiso 1 1 d .
B1 B 0.7143(3) 0.7556(2) 0.25385(11) 0.0151(4) Uani 1 1 d .
N2 N 0.89176(19) 0.76915(15) 0.27169(8) 0.0138(3) Uani 1 1 d .
C3 C 1.0150(2) 0.63883(19) 0.26382(10) 0.0167(3) Uani 1 1 d .
H3 H 1.1423 0.6192 0.2723 0.020 Uiso 1 1 calc R
C4 C 0.9247(2) 0.54678(19) 0.24246(10) 0.0178(4) Uani 1 1 d .
H4 H 0.9780 0.4513 0.2335 0.021 Uiso 1 1 calc R
N5 N 0.73935(19) 0.61270(16) 0.23521(8) 0.0161(3) Uani 1 1 d .
C6 C 0.6112(2) 0.54315(18) 0.20794(10) 0.0156(3) Uani 1 1 d .
C7 C 0.5438(2) 0.42821(19) 0.25634(10) 0.0160(3) Uani 1 1 d .
C8 C 0.4212(2) 0.3620(2) 0.22782(10) 0.0189(4) Uani 1 1 d .
H8 H 0.3752 0.2830 0.2592 0.023 Uiso 1 1 calc R
C9 C 0.3655(3) 0.4096(2) 0.15459(10) 0.0216(4) Uani 1 1 d .
H9 H 0.2805 0.3642 0.1363 0.026 Uiso 1 1 calc R
C10 C 0.4333(3) 0.5234(2) 0.10776(10) 0.0206(4) Uani 1 1 d .
H10 H 0.3932 0.5556 0.0577 0.025 Uiso 1 1 calc R
C11 C 0.5592(2) 0.59121(19) 0.13292(10) 0.0179(4) Uani 1 1 d .
C12 C 0.6460(3) 0.7063(2) 0.07950(10) 0.0238(4) Uani 1 1 d .
H12 H 0.6697 0.7793 0.1081 0.029 Uiso 1 1 calc R
C13 C 0.8298(3) 0.6319(3) 0.05080(12) 0.0333(5) Uani 1 1 d .
H13A H 0.9070 0.5771 0.0932 0.050 Uiso 1 1 calc R
H13B H 0.8899 0.7081 0.0204 0.050 Uiso 1 1 calc R
H13C H 0.8102 0.5630 0.0204 0.050 Uiso 1 1 calc R
C14 C 0.5259(3) 0.7925(2) 0.01393(11) 0.0296(5) Uani 1 1 d .
H14A H 0.5896 0.8643 -0.0181 0.044 Uiso 1 1 calc R
H14B H 0.4119 0.8454 0.0325 0.044 Uiso 1 1 calc R
H14C H 0.4990 0.7233 -0.0148 0.044 Uiso 1 1 calc R
C15 C 0.5979(2) 0.38098(19) 0.33785(10) 0.0184(4) Uani 1 1 d .
H15 H 0.7262 0.3934 0.3410 0.022 Uiso 1 1 calc R
C16 C 0.4773(3) 0.4836(2) 0.38305(10) 0.0249(4) Uani 1 1 d .
H16A H 0.5129 0.4527 0.4355 0.037 Uiso 1 1 calc R
H16B H 0.3496 0.4776 0.3788 0.037 Uiso 1 1 calc R
H16C H 0.4921 0.5861 0.3638 0.037 Uiso 1 1 calc R
C17 C 0.5915(3) 0.2188(2) 0.37189(11) 0.0236(4) Uani 1 1 d .
H17A H 0.6275 0.1954 0.4242 0.035 Uiso 1 1 calc R
H17B H 0.6755 0.1540 0.3445 0.035 Uiso 1 1 calc R
H17C H 0.4675 0.2029 0.3687 0.035 Uiso 1 1 calc R
C18 C 0.9526(2) 0.88773(18) 0.29410(9) 0.0131(3) Uani 1 1 d .
C19 C 0.9950(2) 0.87177(19) 0.36918(9) 0.0158(3) Uani 1 1 d .
C20 C 1.0623(2) 0.9854(2) 0.38912(10) 0.0186(4) Uani 1 1 d .
H20 H 1.0933 0.9766 0.4395 0.022 Uiso 1 1 calc R
C21 C 1.0844(2) 1.11055(19) 0.33670(10) 0.0197(4) Uani 1 1 d .
H21 H 1.1307 1.1867 0.3512 0.024 Uiso 1 1 calc R
C22 C 1.0392(2) 1.12492(19) 0.26328(10) 0.0180(4) Uani 1 1 d .
H22 H 1.0544 1.2116 0.2278 0.022 Uiso 1 1 calc R
C23 C 0.9717(2) 1.01493(18) 0.24017(9) 0.0146(3) Uani 1 1 d .
C24 C 0.9263(2) 1.0306(2) 0.15888(10) 0.0190(4) Uani 1 1 d .
H24 H 0.8222 0.9798 0.1578 0.023 Uiso 1 1 calc R
C25 C 1.0862(3) 0.9527(2) 0.11768(11) 0.0312(5) Uani 1 1 d .
H25A H 1.0537 0.9644 0.0655 0.047 Uiso 1 1 calc R
H25B H 1.1150 0.8467 0.1411 0.047 Uiso 1 1 calc R
H25C H 1.1926 0.9967 0.1199 0.047 Uiso 1 1 calc R
C26 C 0.8664(3) 1.1924(2) 0.11840(11) 0.0296(5) Uani 1 1 d .
H26A H 0.8388 1.1961 0.0665 0.044 Uiso 1 1 calc R
H26B H 0.9645 1.2460 0.1198 0.044 Uiso 1 1 calc R
H26C H 0.7574 1.2388 0.1430 0.044 Uiso 1 1 calc R
C27 C 0.9597(3) 0.7390(2) 0.42753(10) 0.0215(4) Uani 1 1 d .
H27 H 0.9684 0.6537 0.4023 0.026 Uiso 1 1 calc R
C28 C 1.0966(3) 0.6910(2) 0.49075(11) 0.0301(5) Uani 1 1 d .
H28A H 1.0670 0.6049 0.5262 0.045 Uiso 1 1 calc R
H28B H 1.0913 0.7730 0.5163 0.045 Uiso 1 1 calc R
H28C H 1.2195 0.6642 0.4704 0.045 Uiso 1 1 calc R
C29 C 0.7660(3) 0.7737(3) 0.45861(12) 0.0345(5) Uani 1 1 d .
H29A H 0.6794 0.8043 0.4175 0.052 Uiso 1 1 calc R
H29B H 0.7554 0.8543 0.4855 0.052 Uiso 1 1 calc R
H29C H 0.7392 0.6849 0.4927 0.052 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
B1 P1 H1 95.6(11)
B1 P1 H2 96.0(12)
H1 P1 H2 92.4(16)
N2 B1 N5 104.99(15)
N2 B1 P1 126.85(13)
N5 B1 P1 127.71(13)
C3 N2 B1 108.27(14)
C3 N2 C18 120.94(14)
B1 N2 C18 130.79(14)
C4 C3 N2 109.16(15)
C4 C3 H3 125.4
N2 C3 H3 125.4
C3 C4 N5 109.62(15)
C3 C4 H4 125.2
N5 C4 H4 125.2
C4 N5 B1 107.96(14)
C4 N5 C6 121.83(14)
B1 N5 C6 130.05(15)
C11 C6 C7 122.01(15)
C11 C6 N5 118.60(15)
C7 C6 N5 119.38(15)
C8 C7 C6 117.88(16)
C8 C7 C15 121.01(15)
C6 C7 C15 121.08(15)
C9 C8 C7 121.05(16)
C9 C8 H8 119.5
C7 C8 H8 119.5
C8 C9 C10 120.19(16)
C8 C9 H9 119.9
C10 C9 H9 119.9
C9 C10 C11 121.14(17)
C9 C10 H10 119.4
C11 C10 H10 119.4
C10 C11 C6 117.70(16)
C10 C11 C12 120.86(16)
C6 C11 C12 121.33(16)
C14 C12 C11 113.69(16)
C14 C12 C13 109.73(16)
C11 C12 C13 110.14(16)
C14 C12 H12 107.7
C11 C12 H12 107.7
C13 C12 H12 107.7
C12 C13 H13A 109.5
C12 C13 H13B 109.5
H13A C13 H13B 109.5
C12 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
C12 C14 H14A 109.5
C12 C14 H14B 109.5
H14A C14 H14B 109.5
C12 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
C7 C15 C17 113.45(15)
C7 C15 C16 109.85(15)
C17 C15 C16 110.29(15)
C7 C15 H15 107.7
C17 C15 H15 107.7
C16 C15 H15 107.7
C15 C16 H16A 109.5
C15 C16 H16B 109.5
H16A C16 H16B 109.5
C15 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
C15 C17 H17A 109.5
C15 C17 H17B 109.5
H17A C17 H17B 109.5
C15 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
C19 C18 C23 121.94(15)
C19 C18 N2 118.84(14)
C23 C18 N2 119.21(14)
C20 C19 C18 117.88(16)
C20 C19 C27 121.01(15)
C18 C19 C27 121.03(15)
C21 C20 C19 121.06(16)
C21 C20 H20 119.5
C19 C20 H20 119.5
C22 C21 C20 120.06(16)
C22 C21 H21 120.0
C20 C21 H21 120.0
C21 C22 C23 121.37(16)
C21 C22 H22 119.3
C23 C22 H22 119.3
C22 C23 C18 117.67(15)
C22 C23 C24 120.85(15)
C18 C23 C24 121.46(15)
C23 C24 C25 111.03(15)
C23 C24 C26 112.84(15)
C25 C24 C26 110.28(15)
C23 C24 H24 107.5
C25 C24 H24 107.5
C26 C24 H24 107.5
C24 C25 H25A 109.5
C24 C25 H25B 109.5
H25A C25 H25B 109.5
C24 C25 H25C 109.5
H25A C25 H25C 109.5
H25B C25 H25C 109.5
C24 C26 H26A 109.5
C24 C26 H26B 109.5
H26A C26 H26B 109.5
C24 C26 H26C 109.5
H26A C26 H26C 109.5
H26B C26 H26C 109.5
C19 C27 C28 113.43(16)
C19 C27 C29 109.46(16)
C28 C27 C29 110.25(16)
C19 C27 H27 107.8
C28 C27 H27 107.8
C29 C27 H27 107.8
C27 C28 H28A 109.5
C27 C28 H28B 109.5
H28A C28 H28B 109.5
C27 C28 H28C 109.5
H28A C28 H28C 109.5
H28B C28 H28C 109.5
C27 C29 H29A 109.5
C27 C29 H29B 109.5
H29A C29 H29B 109.5
C27 C29 H29C 109.5
H29A C29 H29C 109.5
H29B C29 H29C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
P1 B1 1.923(2)
P1 H1 1.22(2)
P1 H2 1.21(2)
B1 N2 1.427(2)
B1 N5 1.432(2)
N2 C3 1.404(2)
N2 C18 1.434(2)
C3 C4 1.336(2)
C3 H3 0.9500
C4 N5 1.401(2)
C4 H4 0.9500
N5 C6 1.437(2)
C6 C11 1.406(2)
C6 C7 1.406(2)
C7 C8 1.394(2)
C7 C15 1.521(2)
C8 C9 1.383(3)
C8 H8 0.9500
C9 C10 1.387(3)
C9 H9 0.9500
C10 C11 1.394(2)
C10 H10 0.9500
C11 C12 1.524(2)
C12 C14 1.522(3)
C12 C13 1.533(3)
C12 H12 1.0000
C13 H13A 0.9800
C13 H13B 0.9800
C13 H13C 0.9800
C14 H14A 0.9800
C14 H14B 0.9800
C14 H14C 0.9800
C15 C17 1.529(2)
C15 C16 1.531(2)
C15 H15 1.0000
C16 H16A 0.9800
C16 H16B 0.9800
C16 H16C 0.9800
C17 H17A 0.9800
C17 H17B 0.9800
C17 H17C 0.9800
C18 C19 1.403(2)
C18 C23 1.406(2)
C19 C20 1.396(2)
C19 C27 1.519(2)
C20 C21 1.383(3)
C20 H20 0.9500
C21 C22 1.382(3)
C21 H21 0.9500
C22 C23 1.394(2)
C22 H22 0.9500
C23 C24 1.521(2)
C24 C25 1.525(3)
C24 C26 1.528(3)
C24 H24 1.0000
C25 H25A 0.9800
C25 H25B 0.9800
C25 H25C 0.9800
C26 H26A 0.9800
C26 H26B 0.9800
C26 H26C 0.9800
C27 C28 1.525(3)
C27 C29 1.529(3)
C27 H27 1.0000
C28 H28A 0.9800
C28 H28B 0.9800
C28 H28C 0.9800
C29 H29A 0.9800
C29 H29B 0.9800
C29 H29C 0.9800
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
N5 B1 N2 C3 -0.10(18)
P1 B1 N2 C3 -172.86(13)
N5 B1 N2 C18 179.70(15)
P1 B1 N2 C18 6.9(3)
B1 N2 C3 C4 -0.1(2)
C18 N2 C3 C4 -179.88(15)
N2 C3 C4 N5 0.2(2)
C3 C4 N5 B1 -0.3(2)
C3 C4 N5 C6 175.65(15)
N2 B1 N5 C4 0.21(18)
P1 B1 N5 C4 172.89(14)
N2 B1 N5 C6 -175.24(16)
P1 B1 N5 C6 -2.6(3)
C4 N5 C6 C11 -99.43(19)
B1 N5 C6 C11 75.5(2)
C4 N5 C6 C7 79.6(2)
B1 N5 C6 C7 -105.5(2)
C11 C6 C7 C8 -0.3(2)
N5 C6 C7 C8 -179.29(15)
C11 C6 C7 C15 -178.28(15)
N5 C6 C7 C15 2.7(2)
C6 C7 C8 C9 -1.0(3)
C15 C7 C8 C9 177.00(16)
C7 C8 C9 C10 0.9(3)
C8 C9 C10 C11 0.5(3)
C9 C10 C11 C6 -1.7(3)
C9 C10 C11 C12 174.45(17)
C7 C6 C11 C10 1.6(3)
N5 C6 C11 C10 -179.35(15)
C7 C6 C11 C12 -174.55(16)
N5 C6 C11 C12 4.5(2)
C10 C11 C12 C14 28.8(2)
C6 C11 C12 C14 -155.19(16)
C10 C11 C12 C13 -94.8(2)
C6 C11 C12 C13 81.2(2)
C8 C7 C15 C17 29.4(2)
C6 C7 C15 C17 -152.66(16)
C8 C7 C15 C16 -94.57(19)
C6 C7 C15 C16 83.4(2)
C3 N2 C18 C19 -75.8(2)
B1 N2 C18 C19 104.4(2)
C3 N2 C18 C23 102.88(18)
B1 N2 C18 C23 -76.9(2)
C23 C18 C19 C20 -1.6(2)
N2 C18 C19 C20 177.00(15)
C23 C18 C19 C27 175.27(16)
N2 C18 C19 C27 -6.1(2)
C18 C19 C20 C21 0.7(3)
C27 C19 C20 C21 -176.17(17)
C19 C20 C21 C22 0.2(3)
C20 C21 C22 C23 -0.3(3)
C21 C22 C23 C18 -0.6(2)
C21 C22 C23 C24 -178.66(16)
C19 C18 C23 C22 1.5(2)
N2 C18 C23 C22 -177.08(14)
C19 C18 C23 C24 179.64(15)
N2 C18 C23 C24 1.0(2)
C22 C23 C24 C25 94.5(2)
C18 C23 C24 C25 -83.6(2)
C22 C23 C24 C26 -29.9(2)
C18 C23 C24 C26 152.05(16)
C20 C19 C27 C28 -35.2(2)
C18 C19 C27 C28 147.99(17)
C20 C19 C27 C29 88.4(2)
C18 C19 C27 C29 -88.4(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 102220793
