#------------------------------------------------------------------------------
#$Date: 2022-06-22 09:23:47 +0300 (Wed, 22 Jun 2022) $
#$Revision: 276143 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/90/1559055.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_1559055
loop_
_publ_author_name
'Pranckevicius, Conor'
'Weber, Marco'
'Krummenacher, Ivo'
'Phukan, Ashwini K.'
'Braunschweig, Holger'
_publ_section_title
;
 Phosphinoborylenes as stable sources of fleeting borylenes
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D0SC04826G
_journal_year                    2020
_chemical_formula_moiety         'C31 H53 B2 N5'
_chemical_formula_sum            'C31 H53 B2 N5'
_chemical_formula_weight         517.40
_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_method           SHELXL-2014/7
_audit_update_record
;
2020-07-23 deposited with the CCDC.	2020-09-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.529(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.0336(7)
_cell_length_b                   16.4117(7)
_cell_length_c                   16.9907(9)
_cell_measurement_reflns_used    3263
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.74
_cell_measurement_theta_min      2.48
_cell_volume                     3162.5(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1052
_diffrn_reflns_av_unetI/netI     0.0871
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            27199
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.249
_diffrn_reflns_theta_min         2.203
_diffrn_source                   'rotating anode'
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.4316
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.087
_exptl_crystal_description       block
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.219
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     357
_refine_ls_number_reflns         5735
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.1034
_refine_ls_R_factor_gt           0.0523
_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/[σ²(Fo²)+(0.0386P)²+0.9549P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1080
_refine_ls_wR_factor_ref         0.1315
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3578
_reflns_number_total             5735
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0sc04826g2.cif
_cod_data_source_block           copr089_0m
_cod_depositor_comments
;

2022-06-21
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_weight         258.70
_cod_original_formula_units_Z            8
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C15.50 H26.50 B N2.50'
_cod_database_code               1559055
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N001 N 0.61836(16) 0.31729(10) 0.62841(11) 0.0224(5) Uani 1 1 d . . . . .
N002 N 0.81413(16) 0.17567(10) 0.71947(10) 0.0192(4) Uani 1 1 d . . . . .
N003 N 0.41742(17) 0.25877(11) 0.72264(12) 0.0291(5) Uani 1 1 d . . . . .
N2 N 0.67914(19) 0.54974(11) 0.54686(13) 0.0347(5) Uani 1 1 d . . . . .
N3 N 0.36083(17) 0.17971(11) 0.59137(12) 0.0320(5) Uani 1 1 d . . . . .
C006 C 0.87639(19) 0.22203(12) 0.67751(12) 0.0200(5) Uani 1 1 d . . . . .
C007 C 0.88243(19) 0.19596(12) 0.59961(13) 0.0209(5) Uani 1 1 d . . . . .
C008 C 0.8728(2) 0.11329(12) 0.78257(13) 0.0232(5) Uani 1 1 d . . . . .
C009 C 0.93371(19) 0.29524(12) 0.71294(12) 0.0214(5) Uani 1 1 d . . . . .
C00A C 0.9314(2) 0.32581(12) 0.79653(13) 0.0239(6) Uani 1 1 d . . . . .
H00A H 0.8839 0.2864 0.8170 0.029 Uiso 1 1 calc R U . . .
C00B C 0.68702(19) 0.16994(12) 0.69310(12) 0.0203(5) Uani 1 1 d . . . . .
C00C C 0.6741(2) 0.32829(13) 0.57195(13) 0.0251(6) Uani 1 1 d . . . . .
H00B H 0.7001 0.2811 0.5508 0.030 Uiso 1 1 calc R U . . .
C00D C 0.8274(2) 0.11609(12) 0.55971(13) 0.0241(6) Uani 1 1 d . . . . .
H00C H 0.7975 0.0870 0.6004 0.029 Uiso 1 1 calc R U . . .
C00E C 0.6612(2) 0.08180(12) 0.71698(14) 0.0250(6) Uani 1 1 d . . . . .
C00F C 0.9915(2) 0.34079(13) 0.66957(13) 0.0258(6) Uani 1 1 d . . . . .
H00D H 1.0305 0.3897 0.6936 0.031 Uiso 1 1 calc R U . . .
C00G C 0.6956(2) 0.40231(12) 0.54321(13) 0.0260(6) Uani 1 1 d . . . . .
H00E H 0.7368 0.4053 0.5044 0.031 Uiso 1 1 calc R U . . .
C00H C 0.5750(2) 0.38592(12) 0.65174(14) 0.0275(6) Uani 1 1 d . . . . .
H00F H 0.5307 0.3808 0.6884 0.033 Uiso 1 1 calc R U . . .
C00I C 0.9937(2) 0.31673(13) 0.59261(14) 0.0268(6) Uani 1 1 d . . . . .
H00G H 1.0320 0.3495 0.5633 0.032 Uiso 1 1 calc R U . . .
C00J C 0.7844(2) 0.04303(12) 0.75410(14) 0.0250(6) Uani 1 1 d . . . . .
H00H H 0.7878 0.0077 0.8021 0.030 Uiso 1 1 calc R U . . .
H00I H 0.8027 0.0096 0.7115 0.030 Uiso 1 1 calc R U . . .
C00K C 0.6567(2) 0.47445(13) 0.57126(14) 0.0266(6) Uani 1 1 d . . . . .
C00L C 0.9396(2) 0.24422(13) 0.55790(13) 0.0259(6) Uani 1 1 d . . . . .
H00J H 0.9417 0.2274 0.5049 0.031 Uiso 1 1 calc R U . . .
C00M C 0.9944(2) 0.09161(13) 0.78152(14) 0.0285(6) Uani 1 1 d . . . . .
H00K H 1.0278 0.0482 0.8222 0.043 Uiso 1 1 calc R U . . .
H00L H 1.0453 0.1398 0.7961 0.043 Uiso 1 1 calc R U . . .
H00M H 0.9888 0.0728 0.7256 0.043 Uiso 1 1 calc R U . . .
C00N C 0.9194(2) 0.06152(13) 0.54211(14) 0.0311(6) Uani 1 1 d . . . . .
H00N H 0.8851 0.0078 0.5237 0.047 Uiso 1 1 calc R U . . .
H00O H 0.9878 0.0557 0.5931 0.047 Uiso 1 1 calc R U . . .
H00P H 0.9444 0.0862 0.4982 0.047 Uiso 1 1 calc R U . . .
C00O C 0.8832(2) 0.14026(13) 0.87182(13) 0.0288(6) Uani 1 1 d . . . . .
H00Q H 0.8954 0.0923 0.9081 0.043 Uiso 1 1 calc R U . . .
H00R H 0.8107 0.1682 0.8706 0.043 Uiso 1 1 calc R U . . .
H00S H 0.9503 0.1775 0.8935 0.043 Uiso 1 1 calc R U . . .
C00P C 0.5919(2) 0.46261(13) 0.62507(14) 0.0289(6) Uani 1 1 d . . . . .
H00T H 0.5590 0.5084 0.6435 0.035 Uiso 1 1 calc R U . . .
C00Q C 0.5029(2) 0.27958(14) 0.80358(14) 0.0331(6) Uani 1 1 d . . . . .
H00U H 0.4993 0.3382 0.8134 0.050 Uiso 1 1 calc R U . . .
H00V H 0.5823 0.2651 0.8043 0.050 Uiso 1 1 calc R U . . .
H00W H 0.4847 0.2494 0.8475 0.050 Uiso 1 1 calc R U . . .
C00R C 0.8730(2) 0.40922(13) 0.78993(15) 0.0332(6) Uani 1 1 d . . . . .
H00X H 0.8709 0.4256 0.8449 0.050 Uiso 1 1 calc R U . . .
H00Y H 0.7924 0.4064 0.7503 0.050 Uiso 1 1 calc R U . . .
H00Z H 0.9182 0.4493 0.7704 0.050 Uiso 1 1 calc R U . . .
C00S C 0.7229(2) 0.12901(14) 0.47900(14) 0.0334(7) Uani 1 1 d . . . . .
H01A H 0.6935 0.0760 0.4541 0.050 Uiso 1 1 calc R U . . .
H01B H 0.7486 0.1612 0.4396 0.050 Uiso 1 1 calc R U . . .
H01C H 0.6598 0.1581 0.4918 0.050 Uiso 1 1 calc R U . . .
C00T C 0.5875(2) 0.03226(13) 0.64039(15) 0.0330(7) Uani 1 1 d . . . . .
H01D H 0.6233 0.0362 0.5965 0.049 Uiso 1 1 calc R U . . .
H01E H 0.5071 0.0540 0.6195 0.049 Uiso 1 1 calc R U . . .
H01F H 0.5853 -0.0249 0.6563 0.049 Uiso 1 1 calc R U . . .
C00U C 0.5958(2) 0.07833(14) 0.78003(15) 0.0352(6) Uani 1 1 d . . . . .
H01G H 0.6405 0.1086 0.8304 0.053 Uiso 1 1 calc R U . . .
H01H H 0.5875 0.0214 0.7947 0.053 Uiso 1 1 calc R U . . .
H01I H 0.5175 0.1028 0.7555 0.053 Uiso 1 1 calc R U . . .
C00V C 0.3737(2) 0.16219(14) 0.51116(15) 0.0385(7) Uani 1 1 d . . . . .
H01J H 0.3091 0.1878 0.4666 0.058 Uiso 1 1 calc R U . . .
H01K H 0.3716 0.1031 0.5024 0.058 Uiso 1 1 calc R U . . .
H01L H 0.4492 0.1838 0.5103 0.058 Uiso 1 1 calc R U . . .
C00W C 1.0558(2) 0.32779(15) 0.86072(14) 0.0362(7) Uani 1 1 d . . . . .
H01M H 1.0519 0.3448 0.9150 0.054 Uiso 1 1 calc R U . . .
H01N H 1.1044 0.3665 0.8426 0.054 Uiso 1 1 calc R U . . .
H01O H 1.0910 0.2733 0.8657 0.054 Uiso 1 1 calc R U . . .
C00X C 0.2998(2) 0.28626(15) 0.71619(16) 0.0397(7) Uani 1 1 d . . . . .
H01P H 0.3031 0.3436 0.7331 0.060 Uiso 1 1 calc R U . . .
H01Q H 0.2700 0.2531 0.7528 0.060 Uiso 1 1 calc R U . . .
H01R H 0.2471 0.2806 0.6583 0.060 Uiso 1 1 calc R U . . .
C00Y C 0.6381(2) 0.62200(13) 0.57835(17) 0.0422(7) Uani 1 1 d . . . . .
H01S H 0.6622 0.6708 0.5549 0.063 Uiso 1 1 calc R U . . .
H01T H 0.6725 0.6234 0.6394 0.063 Uiso 1 1 calc R U . . .
H01U H 0.5519 0.6206 0.5620 0.063 Uiso 1 1 calc R U . . .
C00Z C 0.7460(3) 0.56016(15) 0.49071(16) 0.0435(8) Uani 1 1 d . . . . .
H01V H 0.7531 0.6184 0.4804 0.065 Uiso 1 1 calc R U . . .
H01W H 0.7054 0.5325 0.4377 0.065 Uiso 1 1 calc R U . . .
H01X H 0.8248 0.5366 0.5160 0.065 Uiso 1 1 calc R U . . .
C010 C 0.2583(2) 0.13976(16) 0.60132(18) 0.0468(8) Uani 1 1 d . . . . .
H01Y H 0.2561 0.0827 0.5840 0.070 Uiso 1 1 calc R U . . .
H01Z H 0.1864 0.1674 0.5667 0.070 Uiso 1 1 calc R U . . .
H02A H 0.2632 0.1423 0.6600 0.070 Uiso 1 1 calc R U . . .
B2 B 0.4507(2) 0.22131(15) 0.65672(16) 0.0263(7) Uani 1 1 d . . . . .
B1 B 0.5936(2) 0.23006(15) 0.65881(15) 0.0254(7) Uani 1 1 d . . . . .
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'
N N 0.0061 0.0033 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00C N001 C00H 115.26(19) . . ?
C00C N001 B1 122.93(19) . . ?
C00H N001 B1 121.5(2) . . ?
C006 N002 C00B 124.18(16) . . ?
C006 N002 C008 122.13(18) . . ?
C00B N002 C008 112.24(17) . . ?
B2 N003 C00X 126.00(19) . . ?
B2 N003 C00Q 122.7(2) . . ?
C00X N003 C00Q 111.2(2) . . ?
C00K N2 C00Z 121.3(2) . . ?
C00K N2 C00Y 120.2(2) . . ?
C00Z N2 C00Y 118.5(2) . . ?
B2 N3 C00V 122.0(2) . . ?
B2 N3 C010 124.9(2) . . ?
C00V N3 C010 112.39(19) . . ?
C009 C006 C007 119.0(2) . . ?
C009 C006 N002 120.42(19) . . ?
C007 C006 N002 120.62(18) . . ?
C00L C007 C006 119.58(19) . . ?
C00L C007 C00D 118.7(2) . . ?
C006 C007 C00D 121.7(2) . . ?
N002 C008 C00M 112.55(19) . . ?
N002 C008 C00J 100.31(16) . . ?
C00M C008 C00J 113.03(18) . . ?
N002 C008 C00O 112.06(17) . . ?
C00M C008 C00O 108.54(18) . . ?
C00J C008 C00O 110.2(2) . . ?
C00F C009 C006 119.4(2) . . ?
C00F C009 C00A 119.24(18) . . ?
C006 C009 C00A 121.4(2) . . ?
C009 C00A C00R 112.36(17) . . ?
C009 C00A C00W 110.8(2) . . ?
C00R C00A C00W 110.51(18) . . ?
N002 C00B B1 132.24(19) . . ?
N002 C00B C00E 105.17(16) . . ?
B1 C00B C00E 122.3(2) . . ?
N001 C00C C00G 124.7(2) . . ?
C007 C00D C00N 110.8(2) . . ?
C007 C00D C00S 112.57(17) . . ?
C00N C00D C00S 109.69(18) . . ?
C00U C00E C00T 106.7(2) . . ?
C00U C00E C00J 110.38(18) . . ?
C00T C00E C00J 109.34(18) . . ?
C00U C00E C00B 114.25(19) . . ?
C00T C00E C00B 112.21(17) . . ?
C00J C00E C00B 103.92(18) . . ?
C00I C00F C009 121.5(2) . . ?
C00C C00G C00K 120.0(2) . . ?
N001 C00H C00P 123.4(2) . . ?
C00F C00I C00L 119.6(2) . . ?
C008 C00J C00E 106.85(16) . . ?
N2 C00K C00P 122.5(2) . . ?
N2 C00K C00G 122.5(2) . . ?
C00P C00K C00G 115.1(2) . . ?
C007 C00L C00I 120.9(2) . . ?
C00H C00P C00K 121.2(2) . . ?
N3 B2 N003 117.9(2) . . ?
N3 B2 B1 123.1(2) . . ?
N003 B2 B1 118.93(19) . . ?
C00B B1 N001 122.4(2) . . ?
C00B B1 B2 125.7(2) . . ?
N001 B1 B2 111.47(19) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N001 C00C 1.354(3) . ?
N001 C00H 1.355(3) . ?
N001 B1 1.584(3) . ?
N002 C006 1.416(3) . ?
N002 C00B 1.446(3) . ?
N002 C008 1.480(2) . ?
N003 B2 1.447(4) . ?
N003 C00X 1.454(3) . ?
N003 C00Q 1.456(3) . ?
N2 C00K 1.359(3) . ?
N2 C00Z 1.450(3) . ?
N2 C00Y 1.454(3) . ?
N3 B2 1.437(3) . ?
N3 C00V 1.451(3) . ?
N3 C010 1.456(3) . ?
C006 C009 1.416(3) . ?
C006 C007 1.416(3) . ?
C007 C00L 1.389(3) . ?
C007 C00D 1.522(3) . ?
C008 C00M 1.511(3) . ?
C008 C00J 1.533(3) . ?
C008 C00O 1.544(3) . ?
C009 C00F 1.389(3) . ?
C009 C00A 1.515(3) . ?
C00A C00R 1.526(3) . ?
C00A C00W 1.530(3) . ?
C00B B1 1.463(3) . ?
C00B C00E 1.562(3) . ?
C00C C00G 1.366(3) . ?
C00D C00N 1.530(3) . ?
C00D C00S 1.534(3) . ?
C00E C00U 1.527(4) . ?
C00E C00T 1.539(3) . ?
C00E C00J 1.542(3) . ?
C00F C00I 1.374(3) . ?
C00G C00K 1.413(3) . ?
C00H C00P 1.376(3) . ?
C00I C00L 1.390(3) . ?
C00K C00P 1.399(4) . ?
B2 B1 1.714(4) . ?
