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#$Date: 2024-07-05 19:04:12 +0300 (Fri, 05 Jul 2024) $
#$Revision: 293020 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/59/7715974.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_7715974
loop_
_publ_author_name
'Zender, Elena'
'Valverde, Danillo'
'Neubaur, Robert'
'Karger, Sebastian'
'Virovets, Alexander'
'Bolte, Michael'
'Lerner, Hans-Wolfram'
'Olivier, Yoann'
'Wagner, Matthias'
_publ_section_title
;
 Borylation and rearrangement reactions of azasilaanthracenes to afford
 B,N-doped nanographenes.
;
_journal_issue                   22
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              9294
_journal_page_last               9300
_journal_paper_doi               10.1039/d4dt01166j
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C48 H45 N3 Si3'
_chemical_formula_sum            'C48 H45 N3 Si3'
_chemical_formula_weight         748.14
_space_group_crystal_system      hexagonal
_space_group_IT_number           176
_space_group_name_Hall           '-P 6c'
_space_group_name_H-M_alt        'P 63/m'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-05-06 deposited with the CCDC.	2024-05-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            2
_cell_length_a                   12.6858(8)
_cell_length_b                   12.6858(8)
_cell_length_c                   14.3160(19)
_cell_measurement_reflns_used    1189
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.7460
_cell_measurement_theta_min      4.2810
_cell_volume                     1995.2(3)
_computing_cell_refinement       'CrysAlisPro 1.171.42.43a (Rigaku OD, 2022)'
_computing_data_collection       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'CrysAlisPro 1.171.42.43a (Rigaku OD, 2022)'
_computing_publication_material  'IUCr PublCIF online service'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT (G. M. Sheldrick, 2015)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector                 'image plate'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            'STOE image plate (34 cm diameter)'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS II two-circle-diffractometer'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.2835
_diffrn_reflns_av_unetI/netI     0.1014
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10894
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        23.240
_diffrn_reflns_theta_max         23.240
_diffrn_reflns_theta_min         3.973
_diffrn_source                   'Genix 3D I\mS microfocus X-ray source'
_exptl_absorpt_coefficient_mu    0.157
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.24149
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.43a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.245
_exptl_crystal_description       needle
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.540
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.346
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     93
_refine_ls_number_reflns         999
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.998
_refine_ls_R_factor_all          0.0955
_refine_ls_R_factor_gt           0.0633
_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)+(0.0735P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1465
_refine_ls_wR_factor_ref         0.1657
_reflns_Friedel_coverage         0.000
_reflns_number_gt                693
_reflns_number_total             999
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt01166j3.cif
_cod_data_source_block           wa3357
_cod_depositor_comments
'Adding full bibliography for 7715973--7715981.cif.'
_cod_original_cell_volume        1995.2(4)
_cod_database_code               7715974
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_min   0.920
_shelx_estimated_absorpt_t_max   0.992
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z+1/2'
'y, -x+y, z+1/2'
'x-y, x, z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'x, y, -z-1/2'
'-y, x-y, -z-1/2'
'-x+y, -x, -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
Si1 Si 0.45090(13) 0.44003(12) 0.750000 0.0226(5) Uani 1 2 d S T P . .
N1 N 0.2499(3) 0.1808(3) 0.750000 0.0207(11) Uani 1 2 d S T P . .
C1 C 0.3112(3) 0.2160(3) 0.6624(3) 0.0176(9) Uani 1 1 d . . . . .
C2 C 0.4135(3) 0.3331(3) 0.6516(3) 0.0238(10) Uani 1 1 d . . . . .
C3 C 0.4768(3) 0.3600(4) 0.5670(3) 0.0301(11) Uani 1 1 d . . . . .
H3 H 0.547947 0.437301 0.559654 0.036 Uiso 1 1 calc R U . . .
C4 C 0.4398(3) 0.2788(4) 0.4941(3) 0.0311(11) Uani 1 1 d . . . . .
H4 H 0.484674 0.299538 0.437376 0.037 Uiso 1 1 calc R U . . .
C5 C 0.3366(4) 0.1667(4) 0.5046(3) 0.0298(11) Uani 1 1 d . . . . .
H5 H 0.309409 0.110598 0.454175 0.036 Uiso 1 1 calc R U . . .
C6 C 0.2718(3) 0.1346(3) 0.5873(3) 0.0241(10) Uani 1 1 d . . . . .
H6 H 0.200518 0.057122 0.593180 0.029 Uiso 1 1 calc R U . . .
C7 C 0.1234(4) 0.0877(4) 0.750000 0.0182(12) Uani 1 2 d S T P . .
C8 C 0.0356(4) 0.1225(4) 0.750000 0.0199(13) Uani 1 2 d S T P . .
H8 H 0.059981 0.206505 0.750000 0.024 Uiso 1 2 calc R U P . .
C9 C 0.3442(5) 0.5009(5) 0.750000 0.0327(16) Uani 1 2 d S T P . .
H9A H 0.349537 0.540494 0.690001 0.049 Uiso 0.5 1 calc R U P A -1
H9B H 0.366041 0.560311 0.800593 0.049 Uiso 0.5 1 calc R U P A -1
H9C H 0.260767 0.433905 0.759406 0.049 Uiso 0.5 1 calc R U P A -1
C10 C 0.6099(5) 0.5653(5) 0.750000 0.0368(17) Uani 1 2 d S T P . .
H10A H 0.664032 0.532987 0.764004 0.055 Uiso 0.5 1 calc R U P B -1
H10B H 0.620232 0.625286 0.797560 0.055 Uiso 0.5 1 calc R U P B -1
H10C H 0.630195 0.604291 0.688437 0.055 Uiso 0.5 1 calc R U P B -1
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'
Si Si 0.0817 0.0704 '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
C10 Si1 C2 113.73(15) . 10_557 ?
C10 Si1 C2 113.73(15) . . ?
C2 Si1 C2 99.5(2) 10_557 . ?
C10 Si1 C9 110.6(3) . . ?
C2 Si1 C9 109.37(15) 10_557 . ?
C2 Si1 C9 109.37(15) . . ?
C1 N1 C1 123.3(4) . 10_557 ?
C1 N1 C7 117.8(2) . . ?
C1 N1 C7 117.8(2) 10_557 . ?
C6 C1 C2 119.6(4) . . ?
C6 C1 N1 120.5(3) . . ?
C2 C1 N1 119.9(3) . . ?
C3 C2 C1 117.8(4) . . ?
C3 C2 Si1 125.2(3) . . ?
C1 C2 Si1 117.0(3) . . ?
C4 C3 C2 122.4(4) . . ?
C4 C3 H3 118.8 . . ?
C2 C3 H3 118.8 . . ?
C3 C4 C5 118.8(4) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
C4 C5 C6 121.1(4) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C5 C6 C1 120.0(3) . . ?
C5 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
C8 C7 C8 119.2(5) . 3 ?
C8 C7 N1 118.8(4) . . ?
C8 C7 N1 122.0(4) 3 . ?
C7 C8 C7 120.8(5) . 2 ?
C7 C8 H8 119.6 . . ?
C7 C8 H8 119.6 2 . ?
Si1 C9 H9A 109.5 . . ?
Si1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
Si1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
Si1 C10 H10A 109.5 . . ?
Si1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
Si1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
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
Si1 C10 1.841(6) . ?
Si1 C2 1.846(4) 10_557 ?
Si1 C2 1.846(4) . ?
Si1 C9 1.864(5) . ?
N1 C1 1.425(4) . ?
N1 C1 1.425(4) 10_557 ?
N1 C7 1.440(6) . ?
C1 C6 1.399(5) . ?
C1 C2 1.409(5) . ?
C2 C3 1.397(6) . ?
C3 C4 1.374(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.377(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.380(5) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.387(6) . ?
C7 C8 1.393(6) 3 ?
C8 H8 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 C1 C6 141.9(3) 10_557 . . . ?
C7 N1 C1 C6 -26.4(5) . . . . ?
C1 N1 C1 C2 -37.1(6) 10_557 . . . ?
C7 N1 C1 C2 154.7(4) . . . . ?
C6 C1 C2 C3 -4.2(5) . . . . ?
N1 C1 C2 C3 174.8(3) . . . . ?
C6 C1 C2 Si1 174.4(2) . . . . ?
N1 C1 C2 Si1 -6.7(4) . . . . ?
C10 Si1 C2 C3 -22.6(4) . . . . ?
C2 Si1 C2 C3 -143.9(3) 10_557 . . . ?
C9 Si1 C2 C3 101.6(3) . . . . ?
C10 Si1 C2 C1 159.0(3) . . . . ?
C2 Si1 C2 C1 37.7(4) 10_557 . . . ?
C9 Si1 C2 C1 -76.9(3) . . . . ?
C1 C2 C3 C4 2.6(5) . . . . ?
Si1 C2 C3 C4 -175.8(3) . . . . ?
C2 C3 C4 C5 0.1(6) . . . . ?
C3 C4 C5 C6 -1.2(6) . . . . ?
C4 C5 C6 C1 -0.4(5) . . . . ?
C2 C1 C6 C5 3.2(5) . . . . ?
N1 C1 C6 C5 -175.8(3) . . . . ?
C1 N1 C7 C8 -95.5(3) . . . . ?
C1 N1 C7 C8 95.5(3) 10_557 . . . ?
C1 N1 C7 C8 84.5(3) . . . 3 ?
C1 N1 C7 C8 -84.5(3) 10_557 . . 3 ?
C8 C7 C8 C7 0.0 3 . . 2 ?
N1 C7 C8 C7 180.0 . . . 2 ?
