#------------------------------------------------------------------------------
#$Date: 2019-10-10 11:46:07 +0300 (Thu, 10 Oct 2019) $
#$Revision: 219242 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/45/7234514.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_7234514
loop_
_publ_author_name
'Yanping Wu'
'Hua Lu'
'Sisi Wang'
'Zhifang Li'
'Zhen Shen'
_publ_section_title
;
 Asymmetric boron-complexes containing keto-isoindolinyl and pyridyl
 groups: solvatochromic fluorescence, efficient solid-state emission and
 DFT calculations
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              12281
_journal_page_last               12289
_journal_paper_doi               10.1039/C5TC03084F
_journal_volume                  3
_journal_year                    2015
_chemical_formula_sum            'C25 H18 B N3 O'
_chemical_formula_weight         387.23
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                95.7490(10)
_cell_angle_beta                 105.7920(10)
_cell_angle_gamma                113.9930(10)
_cell_formula_units_Z            2
_cell_length_a                   8.3411(4)
_cell_length_b                   9.4833(5)
_cell_length_c                   14.6270(8)
_cell_measurement_reflns_used    5077
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      2.72
_cell_volume                     987.46(9)
_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-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0188
_diffrn_reflns_av_sigmaI/netI    0.0200
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10282
_diffrn_reflns_theta_full        25.20
_diffrn_reflns_theta_max         25.20
_diffrn_reflns_theta_min         1.49
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_correction_T_min  0.982
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             404
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.190
_refine_diff_density_min         -0.159
_refine_diff_density_rms         0.030
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         3522
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0439
_refine_ls_R_factor_gt           0.0353
_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)+(0.0590P)²+0.1612P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1018
_refine_ls_wR_factor_ref         0.1109
_reflns_number_gt                2948
_reflns_number_total             3522
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            J-Mater-Chem-C-2015-3-12281.cif
_cod_data_source_block           mo_20150614a_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the built-in table derived
from the CIF Core dictionary named 'cif_core.dic' version 2.4.5 last
updated on 2014-11-21.

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the built-in table derived from the
CIF Core dictionary named 'cif_core.dic' version 2.4.5 last updated
on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7234514
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
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.3940(2) 0.26105(17) 0.25016(11) 0.0406(3) Uani 1 1 d . . .
N1 N 0.35699(15) 0.41694(12) 0.25311(8) 0.0406(3) Uani 1 1 d . . .
N3 N 0.52327(16) 0.29307(12) 0.35722(8) 0.0424(3) Uani 1 1 d . . .
N2 N 0.61329(16) 0.56992(13) 0.40303(9) 0.0445(3) Uani 1 1 d . . .
O1 O 0.51554(18) 0.04692(12) 0.36336(8) 0.0662(3) Uani 1 1 d . . .
C5 C 0.47457(19) 0.55731(15) 0.32093(10) 0.0411(3) Uani 1 1 d . . .
C6 C 0.62713(18) 0.44273(15) 0.41795(9) 0.0396(3) Uani 1 1 d . . .
C20 C 0.50407(18) 0.26386(15) 0.17381(9) 0.0403(3) Uani 1 1 d . . .
C7 C 0.75909(19) 0.43653(16) 0.50550(10) 0.0422(3) Uani 1 1 d . . .
C14 C 0.1956(2) 0.10594(15) 0.22424(10) 0.0450(3) Uani 1 1 d . . .
C2 C 0.1915(2) 0.54334(18) 0.16449(11) 0.0522(4) Uani 1 1 d . . .
H2 H 0.0941 0.5358 0.1115 0.063 Uiso 1 1 calc R . .
C1 C 0.2171(2) 0.41212(17) 0.17797(10) 0.0478(3) Uani 1 1 d . . .
H1 H 0.1344 0.3153 0.1333 0.057 Uiso 1 1 calc R . .
C4 C 0.4530(2) 0.69348(16) 0.30920(11) 0.0481(3) Uani 1 1 d . . .
H4 H 0.5345 0.7894 0.3550 0.058 Uiso 1 1 calc R . .
C25 C 0.5617(2) 0.14602(17) 0.15930(11) 0.0520(4) Uani 1 1 d . . .
H25 H 0.5333 0.0659 0.1928 0.062 Uiso 1 1 calc R . .
C13 C 0.5787(2) 0.18685(16) 0.40009(10) 0.0463(3) Uani 1 1 d . . .
C12 C 0.7294(2) 0.28032(16) 0.49568(10) 0.0445(3) Uani 1 1 d . . .
C21 C 0.5526(2) 0.38002(17) 0.12167(11) 0.0504(4) Uani 1 1 d . . .
H21 H 0.5196 0.4618 0.1299 0.061 Uiso 1 1 calc R . .
C3 C 0.3138(2) 0.68772(17) 0.23140(12) 0.0526(4) Uani 1 1 d . . .
H3 H 0.3011 0.7791 0.2234 0.063 Uiso 1 1 calc R . .
C9 C 1.0036(2) 0.5100(2) 0.65601(11) 0.0568(4) Uani 1 1 d . . .
H9 H 1.0973 0.5867 0.7110 0.068 Uiso 1 1 calc R . .
C11 C 0.8356(2) 0.2360(2) 0.56555(11) 0.0546(4) Uani 1 1 d . . .
H11 H 0.8151 0.1309 0.5590 0.065 Uiso 1 1 calc R . .
C23 C 0.7017(2) 0.2613(2) 0.04531(12) 0.0603(4) Uani 1 1 d . . .
H23 H 0.7658 0.2601 0.0025 0.072 Uiso 1 1 calc R . .
C15 C 0.1045(2) 0.07987(18) 0.29268(13) 0.0590(4) Uani 1 1 d . . .
H15 H 0.1648 0.1468 0.3551 0.071 Uiso 1 1 calc R . .
C22 C 0.6484(2) 0.3786(2) 0.05790(12) 0.0612(4) Uani 1 1 d . . .
H22 H 0.6766 0.4576 0.0236 0.073 Uiso 1 1 calc R . .
C10 C 0.9743(2) 0.3546(2) 0.64604(11) 0.0597(4) Uani 1 1 d . . .
H10 H 1.0490 0.3287 0.6942 0.072 Uiso 1 1 calc R . .
C8 C 0.8965(2) 0.55440(18) 0.58599(10) 0.0496(4) Uani 1 1 d . . .
H8 H 0.9163 0.6593 0.5929 0.060 Uiso 1 1 calc R . .
C19 C 0.1000(2) -0.00173(18) 0.13361(12) 0.0586(4) Uani 1 1 d . . .
H19 H 0.1564 0.0095 0.0862 0.070 Uiso 1 1 calc R . .
C24 C 0.6595(2) 0.1455(2) 0.09655(12) 0.0597(4) Uani 1 1 d . . .
H24 H 0.6968 0.0663 0.0891 0.072 Uiso 1 1 calc R . .
C18 C -0.0768(3) -0.1252(2) 0.11177(15) 0.0753(6) Uani 1 1 d . . .
H18 H -0.1368 -0.1955 0.0504 0.090 Uiso 1 1 calc R . .
C17 C -0.1640(3) -0.1448(2) 0.17941(18) 0.0809(6) Uani 1 1 d . . .
H17 H -0.2840 -0.2267 0.1639 0.097 Uiso 1 1 calc R . .
C16 C -0.0736(3) -0.0432(2) 0.26993(17) 0.0752(5) Uani 1 1 d . . .
H16 H -0.1317 -0.0565 0.3166 0.090 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'
O O 0.0106 0.0060 '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
N3 B1 C14 111.35(11) . .
N3 B1 C20 111.08(12) . .
C14 B1 C20 115.74(11) . .
N3 B1 N1 102.32(10) . .
C14 B1 N1 108.17(11) . .
C20 B1 N1 107.18(10) . .
C1 N1 C5 118.77(12) . .
C1 N1 B1 117.83(11) . .
C5 N1 B1 122.86(11) . .
C6 N3 C13 109.52(11) . .
C6 N3 B1 122.47(11) . .
C13 N3 B1 127.05(11) . .
C6 N2 C5 118.52(11) . .
N1 C5 N2 122.36(12) . .
N1 C5 C4 119.72(13) . .
N2 C5 C4 117.90(12) . .
N2 C6 N3 126.85(13) . .
N2 C6 C7 124.37(12) . .
N3 C6 C7 108.77(11) . .
C21 C20 C25 115.64(13) . .
C21 C20 B1 124.44(12) . .
C25 C20 B1 119.89(12) . .
C8 C7 C12 121.20(14) . .
C8 C7 C6 131.42(13) . .
C12 C7 C6 107.36(11) . .
C19 C14 C15 116.04(14) . .
C19 C14 B1 123.76(13) . .
C15 C14 B1 120.07(13) . .
C1 C2 C3 118.69(14) . .
N1 C1 C2 122.96(13) . .
C3 C4 C5 120.83(14) . .
C24 C25 C20 121.96(14) . .
O1 C13 N3 125.14(13) . .
O1 C13 C12 127.89(14) . .
N3 C13 C12 106.96(11) . .
C11 C12 C7 121.48(13) . .
C11 C12 C13 131.08(14) . .
C7 C12 C13 107.39(12) . .
C22 C21 C20 122.51(14) . .
C4 C3 C2 118.97(14) . .
C10 C9 C8 121.44(14) . .
C12 C11 C10 117.30(15) . .
C22 C23 C24 119.36(16) . .
C16 C15 C14 121.74(17) . .
C23 C22 C21 120.18(15) . .
C9 C10 C11 121.27(15) . .
C7 C8 C9 117.31(15) . .
C18 C19 C14 121.88(17) . .
C23 C24 C25 120.33(15) . .
C17 C18 C19 120.61(18) . .
C16 C17 C18 119.37(17) . .
C17 C16 C15 120.33(19) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
B1 N3 1.5579(18) .
B1 C14 1.616(2) .
B1 C20 1.623(2) .
B1 N1 1.6273(18) .
N1 C1 1.3490(18) .
N1 C5 1.3646(17) .
N3 C6 1.3720(16) .
N3 C13 1.4033(18) .
N2 C6 1.2915(17) .
N2 C5 1.3776(18) .
O1 C13 1.2090(16) .
C5 C4 1.3950(19) .
C6 C7 1.468(2) .
C20 C21 1.3903(19) .
C20 C25 1.4034(19) .
C7 C8 1.382(2) .
C7 C12 1.3843(19) .
C14 C19 1.388(2) .
C14 C15 1.397(2) .
C2 C1 1.370(2) .
C2 C3 1.388(2) .
C4 C3 1.365(2) .
C25 C24 1.385(2) .
C13 C12 1.487(2) .
C12 C11 1.379(2) .
C21 C22 1.386(2) .
C9 C10 1.377(2) .
C9 C8 1.385(2) .
C11 C10 1.387(2) .
C23 C22 1.369(2) .
C23 C24 1.373(2) .
C15 C16 1.387(2) .
C19 C18 1.383(2) .
C18 C17 1.364(3) .
C17 C16 1.364(3) .
