#------------------------------------------------------------------------------
#$Date: 2025-08-22 11:56:18 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301860 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/60/7126061.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_7126061
loop_
_publ_author_name
'Abengózar, Alberto'
'Valencia, Isabel'
'Otárola, Guillermo G'
'Sucunza, David'
'García-García, Patricia'
'Pérez-Redondo, Adrián'
'Mendicuti, Francisco'
'Vaquero, Juan J.'
_publ_section_title
;
 Expanding the BN-embedded PAH family: 4a-aza-12a-borachrysene.
;
_journal_issue                   25
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              3669
_journal_page_last               3672
_journal_paper_doi               10.1039/c9cc09998k
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C16 H12 B N'
_chemical_formula_sum            'C16 H12 B N'
_chemical_formula_weight         229.08
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   dual
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_creation_date             2018-12-20T16:33:11-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2019-12-02 deposited with the CCDC.	2020-02-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.47(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.493(4)
_cell_length_b                   8.9361(12)
_cell_length_c                   13.533(10)
_cell_measurement_reflns_used    26
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      21
_cell_measurement_theta_min      3
_cell_measurement_wavelength     0.71073
_cell_volume                     1140.7(10)
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      200(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_orient_matrix_UB_11      -0.103265
_diffrn_orient_matrix_UB_12      -0.00242
_diffrn_orient_matrix_UB_13      0.008477
_diffrn_orient_matrix_UB_21      0.023706
_diffrn_orient_matrix_UB_22      0.006349
_diffrn_orient_matrix_UB_23      0.073775
_diffrn_orient_matrix_UB_31      -0.003585
_diffrn_orient_matrix_UB_32      0.111699
_diffrn_orient_matrix_UB_33      -0.00401
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0879
_diffrn_reflns_av_unetI/netI     0.0461
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            22885
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_reduction_process
;
        Scaled and merged with Sortav
        R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
        R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;
_diffrn_reflns_theta_full        25
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         3.03
_diffrn_source                   'Enraf Nonius FR590'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  1.024
_exptl_absorpt_correction_T_min  0.956
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             480
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: chloroform/dichloromethane'
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.198
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2618
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.1314
_refine_ls_R_factor_gt           0.0652
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0896P)²+0.4370P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.153
_refine_ls_wR_factor_ref         0.1919
_reflns_Friedel_coverage         0
_reflns_number_gt                1467
_reflns_number_total             2618
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9cc09998k2.cif
_cod_data_source_block           1
_cod_depositor_comments          'Adding full bibliography for 7126061.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7126061
loop_
_symmetry_equiv_pos_as_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
C1 C 0.6883(2) 0.4846(2) 0.20914(16) 0.0353(6) Uani 1 1 d . . . . .
H1 H 0.6101 0.4216 0.188 0.042 Uiso 1 1 calc R U . . .
C2 C 0.8060(2) 0.4757(3) 0.16183(17) 0.0387(6) Uani 1 1 d . . . . .
H2 H 0.8077 0.407 0.1084 0.046 Uiso 1 1 calc R U . . .
C3 C 0.9263(3) 0.5652(3) 0.18928(18) 0.0427(6) Uani 1 1 d . . . . .
H3 H 1.0074 0.5566 0.1545 0.051 Uiso 1 1 calc R U . . .
C4 C 0.9259(2) 0.6632(3) 0.26517(17) 0.0403(6) Uani 1 1 d . . . . .
H4 H 1.0069 0.7238 0.2836 0.048 Uiso 1 1 calc R U . . .
C5 C 0.7836(2) 0.7773(3) 0.40692(17) 0.0383(6) Uani 1 1 d . . . . .
H5 H 0.8596 0.8414 0.4311 0.046 Uiso 1 1 calc R U . . .
C6 C 0.6630(2) 0.7776(2) 0.45079(16) 0.0360(6) Uani 1 1 d . . . . .
H6 H 0.6559 0.8419 0.5059 0.043 Uiso 1 1 calc R U . . .
C7 C 0.5448(2) 0.6834(2) 0.41653(15) 0.0286(5) Uani 1 1 d . . . . .
C8 C 0.4177(2) 0.6867(2) 0.46580(14) 0.0283(5) Uani 1 1 d . . . . .
C9 C 0.4010(2) 0.7794(2) 0.54801(16) 0.0383(6) Uani 1 1 d . . . . .
H9 H 0.4765 0.844 0.5725 0.046 Uiso 1 1 calc R U . . .
C10 C 0.2796(3) 0.7791(3) 0.59346(18) 0.0429(6) Uani 1 1 d . . . . .
H10 H 0.2724 0.8425 0.649 0.051 Uiso 1 1 calc R U . . .
C11 C 0.1663(3) 0.6871(3) 0.55923(17) 0.0425(6) Uani 1 1 d . . . . .
H11 H 0.0822 0.6879 0.5911 0.051 Uiso 1 1 calc R U . . .
C12 C 0.1765(2) 0.5959(2) 0.47993(16) 0.0375(6) Uani 1 1 d . . . . .
H12 H 0.0989 0.5334 0.4566 0.045 Uiso 1 1 calc R U . . .
C13 C 0.3012(2) 0.5928(2) 0.43151(16) 0.0329(5) Uani 1 1 d . . . . .
C14 C 0.3149(2) 0.4969(2) 0.34911(16) 0.0362(6) Uani 1 1 d . . . . .
H14 H 0.2381 0.4335 0.3256 0.043 Uiso 1 1 calc R U . . .
C15 C 0.4343(2) 0.4940(2) 0.30359(16) 0.0346(5) Uani 1 1 d . . . . .
H15 H 0.4398 0.4286 0.2488 0.041 Uiso 1 1 calc R U . . .
C16 C 0.5521(2) 0.5869(2) 0.33616(15) 0.0279(5) Uani 1 1 d . . . . .
B1 B 0.7985(3) 0.6768(3) 0.32053(18) 0.0322(6) Uani 1 1 d . . . . .
N1 N 0.67764(19) 0.58264(19) 0.28769(13) 0.0319(5) 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 0 '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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 19 0.262
0 3 2 0.27
-1 -13 13 0.174
1 14 -12 0.161
1 -10 -18 0.243
-1 0 0 0.027
20 0 -1 0.039
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
C2 C1 N1 122.3(2) . . ?
C2 C1 H1 118.8 . . ?
N1 C1 H1 118.8 . . ?
C1 C2 C3 122.0(2) . . ?
C1 C2 H2 119 . . ?
C3 C2 H2 119 . . ?
C4 C3 C2 119.8(2) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 B1 120.3(2) . . ?
C3 C4 H4 119.9 . . ?
B1 C4 H4 119.9 . . ?
C6 C5 B1 120.4(2) . . ?
C6 C5 H5 119.8 . . ?
B1 C5 H5 119.8 . . ?
C5 C6 C7 121.9(2) . . ?
C5 C6 H6 119.1 . . ?
C7 C6 H6 119.1 . . ?
C16 C7 C6 120.50(19) . . ?
C16 C7 C8 119.34(19) . . ?
C6 C7 C8 120.15(19) . . ?
C9 C8 C13 116.8(2) . . ?
C9 C8 C7 123.4(2) . . ?
C13 C8 C7 119.79(19) . . ?
C10 C9 C8 122.0(2) . . ?
C10 C9 H9 119 . . ?
C8 C9 H9 119 . . ?
C9 C10 C11 120.7(2) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C12 C11 C10 119.7(2) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C11 C12 C13 121.0(2) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C12 C13 C14 121.9(2) . . ?
C12 C13 C8 119.8(2) . . ?
C14 C13 C8 118.3(2) . . ?
C15 C14 C13 121.6(2) . . ?
C15 C14 H14 119.2 . . ?
C13 C14 H14 119.2 . . ?
C14 C15 C16 121.2(2) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 H15 119.4 . . ?
C7 C16 N1 119.54(18) . . ?
C7 C16 C15 119.72(19) . . ?
N1 C16 C15 120.75(18) . . ?
N1 B1 C5 116.6(2) . . ?
N1 B1 C4 117.1(2) . . ?
C5 B1 C4 126.4(2) . . ?
C1 N1 C16 120.39(18) . . ?
C1 N1 B1 118.45(19) . . ?
C16 N1 B1 121.14(18) . . ?
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
C1 C2 1.351(3) . ?
C1 N1 1.390(3) . ?
C1 H1 0.95 . ?
C2 C3 1.410(3) . ?
C2 H2 0.95 . ?
C3 C4 1.350(3) . ?
C3 H3 0.95 . ?
C4 B1 1.498(3) . ?
C4 H4 0.95 . ?
C5 C6 1.348(3) . ?
C5 B1 1.494(3) . ?
C5 H5 0.95 . ?
C6 C7 1.437(3) . ?
C6 H6 0.95 . ?
C7 C16 1.396(3) . ?
C7 C8 1.443(3) . ?
C8 C9 1.410(3) . ?
C8 C13 1.423(3) . ?
C9 C10 1.366(3) . ?
C9 H9 0.95 . ?
C10 C11 1.391(3) . ?
C10 H10 0.95 . ?
C11 C12 1.359(3) . ?
C11 H11 0.95 . ?
C12 C13 1.416(3) . ?
C12 H12 0.95 . ?
C13 C14 1.424(3) . ?
C14 C15 1.351(3) . ?
C14 H14 0.95 . ?
C15 C16 1.422(3) . ?
C15 H15 0.95 . ?
C16 N1 1.424(3) . ?
B1 N1 1.451(3) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 89948765
