#------------------------------------------------------------------------------
#$Date: 2019-11-15 12:38:43 +0200 (Fri, 15 Nov 2019) $
#$Revision: 227883 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/51/7235137.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_7235137
loop_
_publ_author_name
'Kalluvettukuzhy K. Neena'
'Pakkirisamy Thilagar'
_publ_section_title
;
 Replacing the non-polarized C[double bond, length as m-dash]C bond with
 an isoelectronic polarized B-N unit for the design and development of
 smart materials
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              11465
_journal_page_last               11473
_journal_paper_doi               10.1039/C6TC04470K
_journal_volume                  4
_journal_year                    2016
_chemical_formula_sum            'C28 H28 B N'
_chemical_formula_weight         389.32
_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_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 99.827(14)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.224(5)
_cell_length_b                   15.412(8)
_cell_length_c                   16.217(8)
_cell_measurement_reflns_used    7351
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.64
_cell_measurement_theta_min      3.06
_cell_volume                     2272(2)
_computing_cell_refinement       'Bruker saint'
_computing_data_collection       'Bruker kapa apex ccd'
_computing_data_reduction        Shelxs-97
_computing_molecular_graphics    ORTEP-111
_computing_publication_material  'Wingx v80.05'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    Shelxl-97
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker kapa apex ccd'
_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  0.0610
_diffrn_reflns_av_sigmaI/netI    0.0237
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            71456
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.06
_exptl_absorpt_coefficient_mu    0.064
_exptl_absorpt_correction_T_max  0.997
_exptl_absorpt_correction_T_min  0.994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   Sadabs
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.138
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.496
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         3987
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0889
_refine_ls_R_factor_gt           0.0675
_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)+(0.1073P)²+1.7909P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1858
_refine_ls_wR_factor_ref         0.2023
_reflns_number_gt                3108
_reflns_number_total             3987
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            J-Mater-Chem-C-2016-4-11465.cif
_cod_data_source_block           1_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 'Monoclinic' was changed to
'monoclinic' 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      P2(1)/C
_cod_database_code               7235137
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.42186(19) 0.16755(12) 0.12471(11) 0.0308(4) Uani 1 1 d . . .
C1 C 0.2806(2) 0.12540(15) 0.11823(13) 0.0314(5) Uani 1 1 d . . .
C7 C 0.5259(2) 0.13889(14) 0.19674(13) 0.0312(5) Uani 1 1 d . . .
C20 C 0.3028(2) 0.17399(16) -0.07557(14) 0.0377(6) Uani 1 1 d . . .
C19 C 0.3363(2) 0.24292(15) -0.01811(13) 0.0328(5) Uani 1 1 d . . .
C2 C 0.2709(3) 0.03586(16) 0.11949(15) 0.0419(6) Uani 1 1 d . . .
H2 H 0.3561 0.0027 0.1243 0.050 Uiso 1 1 calc R . .
C13 C 0.5996(2) 0.28698(14) 0.08538(14) 0.0337(5) Uani 1 1 d . . .
C18 C 0.7066(3) 0.28329(15) 0.03272(15) 0.0379(6) Uani 1 1 d . . .
C12 C 0.6678(2) 0.11714(15) 0.18896(15) 0.0368(5) Uani 1 1 d . . .
H12 H 0.6977 0.1215 0.1372 0.044 Uiso 1 1 calc R . .
C27 C 0.3794(3) 0.08720(17) -0.06393(17) 0.0468(6) Uani 1 1 d . . .
H27A H 0.4506 0.0880 -0.0133 0.070 Uiso 1 1 calc R . .
H27B H 0.4282 0.0760 -0.1106 0.070 Uiso 1 1 calc R . .
H27C H 0.3083 0.0425 -0.0605 0.070 Uiso 1 1 calc R . .
C6 C 0.1532(3) 0.17436(17) 0.11281(15) 0.0430(6) Uani 1 1 d . . .
H6 H 0.1582 0.2346 0.1131 0.052 Uiso 1 1 calc R . .
C9 C 0.5796(3) 0.10034(19) 0.34226(16) 0.0516(7) Uani 1 1 d . . .
H9 H 0.5491 0.0941 0.3937 0.062 Uiso 1 1 calc R . .
C3 C 0.1357(3) -0.00490(19) 0.11362(16) 0.0486(7) Uani 1 1 d . . .
H3 H 0.1298 -0.0651 0.1143 0.058 Uiso 1 1 calc R . .
C10 C 0.7221(3) 0.08005(18) 0.33449(17) 0.0516(7) Uani 1 1 d . . .
H10 H 0.7880 0.0606 0.3806 0.062 Uiso 1 1 calc R . .
C24 C 0.2615(3) 0.32238(17) -0.03707(15) 0.0436(6) Uani 1 1 d . . .
C11 C 0.7663(3) 0.08875(17) 0.25815(17) 0.0468(6) Uani 1 1 d . . .
H11 H 0.8626 0.0756 0.2528 0.056 Uiso 1 1 calc R . .
C26 C 0.6926(3) 0.22141(18) -0.03953(16) 0.0476(6) Uani 1 1 d . . .
H26A H 0.6008 0.1909 -0.0444 0.071 Uiso 1 1 calc R . .
H26B H 0.7723 0.1806 -0.0303 0.071 Uiso 1 1 calc R . .
H26C H 0.6956 0.2531 -0.0902 0.071 Uiso 1 1 calc R . .
C14 C 0.6247(3) 0.34444(16) 0.15460(15) 0.0458(6) Uani 1 1 d . . .
C21 C 0.1960(3) 0.1844(2) -0.14663(16) 0.0532(7) Uani 1 1 d . . .
H21 H 0.1747 0.1386 -0.1840 0.064 Uiso 1 1 calc R . .
C4 C 0.0092(3) 0.0451(2) 0.10678(18) 0.0549(7) Uani 1 1 d . . .
H4 H -0.0822 0.0183 0.1021 0.066 Uiso 1 1 calc R . .
C8 C 0.4818(3) 0.12994(17) 0.27408(15) 0.0434(6) Uani 1 1 d . . .
H8 H 0.3860 0.1440 0.2799 0.052 Uiso 1 1 calc R . .
B1 B 0.4532(3) 0.23067(16) 0.06612(15) 0.0308(6) Uani 1 1 d . . .
C5 C 0.0187(3) 0.1332(2) 0.10696(19) 0.0575(8) Uani 1 1 d . . .
H5 H -0.0666 0.1663 0.1031 0.069 Uiso 1 1 calc R . .
C23 C 0.1546(3) 0.3297(2) -0.10826(18) 0.0595(8) Uani 1 1 d . . .
H23 H 0.1045 0.3819 -0.1194 0.071 Uiso 1 1 calc R . .
C17 C 0.8331(3) 0.33466(18) 0.04955(19) 0.0525(7) Uani 1 1 d . . .
H17 H 0.9037 0.3310 0.0151 0.063 Uiso 1 1 calc R . .
C15 C 0.7514(4) 0.3956(2) 0.1682(2) 0.0641(9) Uani 1 1 d . . .
H15 H 0.7663 0.4338 0.2132 0.077 Uiso 1 1 calc R . .
C16 C 0.8541(4) 0.3905(2) 0.1166(2) 0.0675(9) Uani 1 1 d . . .
H16 H 0.9381 0.4249 0.1270 0.081 Uiso 1 1 calc R . .
C25 C 0.5191(4) 0.3531(2) 0.21586(18) 0.0633(8) Uani 1 1 d . . .
H25A H 0.4369 0.3149 0.1996 0.095 Uiso 1 1 calc R . .
H25B H 0.4847 0.4119 0.2159 0.095 Uiso 1 1 calc R . .
H25C H 0.5685 0.3380 0.2710 0.095 Uiso 1 1 calc R . .
C28 C 0.2908(4) 0.39996(19) 0.0198(2) 0.0665(9) Uani 1 1 d . . .
H28A H 0.3661 0.3859 0.0664 0.100 Uiso 1 1 calc R . .
H28B H 0.2023 0.4157 0.0398 0.100 Uiso 1 1 calc R . .
H28C H 0.3227 0.4477 -0.0106 0.100 Uiso 1 1 calc R . .
C22 C 0.1215(3) 0.2617(2) -0.16229(19) 0.0657(9) Uani 1 1 d . . .
H22 H 0.0490 0.2676 -0.2094 0.079 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'
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
B1 N1 C1 122.85(18) . .
B1 N1 C7 124.37(18) . .
C1 N1 C7 112.78(17) . .
C2 C1 C6 119.2(2) . .
C2 C1 N1 120.48(19) . .
C6 C1 N1 120.3(2) . .
C12 C7 C8 119.2(2) . .
C12 C7 N1 120.6(2) . .
C8 C7 N1 120.1(2) . .
C21 C20 C19 120.3(2) . .
C21 C20 C27 117.1(2) . .
C19 C20 C27 122.6(2) . .
C20 C19 C24 117.7(2) . .
C20 C19 B1 120.9(2) . .
C24 C19 B1 121.4(2) . .
C1 C2 C3 120.7(2) . .
C18 C13 C14 117.9(2) . .
C18 C13 B1 121.1(2) . .
C14 C13 B1 121.0(2) . .
C17 C18 C13 120.4(2) . .
C17 C18 C26 118.1(2) . .
C13 C18 C26 121.5(2) . .
C7 C12 C11 120.2(2) . .
C5 C6 C1 119.7(3) . .
C8 C9 C10 120.3(2) . .
C2 C3 C4 119.3(3) . .
C11 C10 C9 119.6(2) . .
C23 C24 C19 120.1(3) . .
C23 C24 C28 118.2(2) . .
C19 C24 C28 121.6(2) . .
C10 C11 C12 120.3(2) . .
C15 C14 C13 119.8(3) . .
C15 C14 C25 117.6(2) . .
C13 C14 C25 122.6(2) . .
C22 C21 C20 120.9(3) . .
C5 C4 C3 120.1(2) . .
C9 C8 C7 120.2(2) . .
N1 B1 C13 120.27(19) . .
N1 B1 C19 117.8(2) . .
C13 B1 C19 121.93(19) . .
C4 C5 C6 121.0(3) . .
C22 C23 C24 121.3(3) . .
C16 C17 C18 120.6(3) . .
C16 C15 C14 121.3(3) . .
C15 C16 C17 120.0(3) . .
C23 C22 C21 119.7(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 B1 1.423(3) .
N1 C1 1.444(3) .
N1 C7 1.449(3) .
C1 C2 1.383(4) .
C1 C6 1.387(3) .
C7 C12 1.377(3) .
C7 C8 1.390(3) .
C20 C21 1.392(4) .
C20 C19 1.412(3) .
C20 C27 1.510(4) .
C19 C24 1.414(3) .
C19 B1 1.600(3) .
C2 C3 1.385(3) .
C13 C18 1.413(3) .
C13 C14 1.417(3) .
C13 B1 1.591(3) .
C18 C17 1.398(4) .
C18 C26 1.499(4) .
C12 C11 1.388(3) .
C6 C5 1.382(4) .
C9 C8 1.380(4) .
C9 C10 1.378(4) .
C3 C4 1.386(4) .
C10 C11 1.375(4) .
C24 C23 1.389(4) .
C24 C28 1.506(4) .
C14 C15 1.395(4) .
C14 C25 1.512(4) .
C21 C22 1.377(5) .
C4 C5 1.361(4) .
C23 C22 1.366(5) .
C17 C16 1.375(5) .
C15 C16 1.369(5) .
