#------------------------------------------------------------------------------
#$Date: 2019-11-15 12:38:43 +0200 (Fri, 15 Nov 2019) $
#$Revision: 227883 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/51/7235138.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_7235138
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            'C30 H32 B N'
_chemical_formula_weight         417.38
_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                 94.846(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.418(4)
_cell_length_b                   15.613(6)
_cell_length_c                   16.741(7)
_cell_measurement_reflns_used    7862
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      3.1
_cell_volume                     2452.9(17)
_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 0.995
_diffrn_measured_fraction_theta_max 0.995
_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  0.0615
_diffrn_reflns_av_sigmaI/netI    0.0274
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            68641
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.13
_exptl_absorpt_coefficient_mu    0.064
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_correction_T_min  0.994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.130
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.376
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.962
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4295
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.962
_refine_ls_R_factor_all          0.0969
_refine_ls_R_factor_gt           0.0662
_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)+(0.1294P)²+1.8179P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1914
_refine_ls_wR_factor_ref         0.2148
_reflns_number_gt                3129
_reflns_number_total             4295
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            J-Mater-Chem-C-2016-4-11465.cif
_cod_data_source_block           2_0m
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7235138
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 0.40706(19) 0.66208(12) 0.12871(11) 0.0348(5) Uani 1 1 d . . .
C7 C 0.2708(2) 0.61934(15) 0.12183(13) 0.0366(6) Uani 1 1 d . . .
C8 C 0.1457(3) 0.66574(18) 0.10944(15) 0.0455(6) Uani 1 1 d . . .
H8 H 0.1490 0.7252 0.1078 0.055 Uiso 1 1 calc R . .
C13 C 0.3436(2) 0.73662(15) -0.00707(13) 0.0364(6) Uani 1 1 d . . .
C24 C 0.5999(3) 0.83647(16) 0.15854(15) 0.0463(6) Uani 1 1 d . . .
C1 C 0.5009(2) 0.63402(15) 0.19627(14) 0.0367(5) Uani 1 1 d . . .
C19 C 0.5853(2) 0.78091(14) 0.09149(14) 0.0369(6) Uani 1 1 d . . .
C14 C 0.3121(2) 0.66815(15) -0.06075(13) 0.0378(6) Uani 1 1 d . . .
C15 C 0.2098(3) 0.67677(18) -0.12496(14) 0.0470(6) Uani 1 1 d . . .
H15 H 0.1935 0.6312 -0.1604 0.056 Uiso 1 1 calc R . .
C20 C 0.6955(3) 0.78085(15) 0.03952(15) 0.0423(6) Uani 1 1 d . . .
C28 C 0.6905(3) 0.7224(2) -0.03254(17) 0.0573(8) Uani 1 1 d . . .
H28A H 0.6025 0.6910 -0.0365 0.086 Uiso 1 1 calc R . .
H28B H 0.7690 0.6831 -0.0267 0.086 Uiso 1 1 calc R . .
H28C H 0.6966 0.7561 -0.0801 0.086 Uiso 1 1 calc R . .
C5 C 0.7274(3) 0.58191(17) 0.25105(17) 0.0500(7) Uani 1 1 d . . .
H5 H 0.8207 0.5661 0.2438 0.060 Uiso 1 1 calc R . .
C6 C 0.6388(2) 0.60916(15) 0.18624(14) 0.0398(6) Uani 1 1 d . . .
H6 H 0.6721 0.6108 0.1355 0.048 Uiso 1 1 calc R . .
C9 C 0.0160(3) 0.6242(2) 0.09956(17) 0.0580(8) Uani 1 1 d . . .
H9 H -0.0673 0.6559 0.0903 0.070 Uiso 1 1 calc R . .
C4 C 0.6793(3) 0.57790(18) 0.32615(18) 0.0581(8) Uani 1 1 d . . .
H4 H 0.7395 0.5593 0.3696 0.070 Uiso 1 1 calc R . .
C21 C 0.8145(3) 0.83299(18) 0.05555(19) 0.0551(7) Uani 1 1 d . . .
H21 H 0.8867 0.8315 0.0210 0.066 Uiso 1 1 calc R . .
C18 C 0.2715(3) 0.81450(16) -0.02414(15) 0.0464(6) Uani 1 1 d . . .
B1 B 0.4459(3) 0.72490(16) 0.07235(15) 0.0344(6) Uani 1 1 d . . .
C12 C 0.2628(3) 0.53123(17) 0.12703(16) 0.0488(7) Uani 1 1 d . . .
H12 H 0.3458 0.4992 0.1369 0.059 Uiso 1 1 calc R . .
C23 C 0.7208(3) 0.88781(18) 0.17095(18) 0.0590(8) Uani 1 1 d . . .
H23 H 0.7283 0.9243 0.2150 0.071 Uiso 1 1 calc R . .
C11 C 0.1322(3) 0.49029(19) 0.11772(17) 0.0582(8) Uani 1 1 d . . .
H11 H 0.1278 0.4309 0.1213 0.070 Uiso 1 1 calc R . .
C10 C 0.0090(3) 0.5368(2) 0.10324(17) 0.0612(8) Uani 1 1 d . . .
H10 H -0.0786 0.5092 0.0960 0.073 Uiso 1 1 calc R . .
C2 C 0.4522(3) 0.62924(19) 0.27186(15) 0.0514(7) Uani 1 1 d . . .
H2 H 0.3588 0.6447 0.2793 0.062 Uiso 1 1 calc R . .
C17 C 0.1667(3) 0.8192(2) -0.08779(17) 0.0588(8) Uani 1 1 d . . .
H17 H 0.1182 0.8706 -0.0970 0.071 Uiso 1 1 calc R . .
C16 C 0.1317(3) 0.7508(2) -0.13777(16) 0.0563(8) Uani 1 1 d . . .
C3 C 0.5421(3) 0.6015(2) 0.33664(16) 0.0610(8) Uani 1 1 d . . .
H3 H 0.5091 0.5989 0.3874 0.073 Uiso 1 1 calc R . .
C25 C 0.3887(3) 0.58342(16) -0.05195(16) 0.0484(7) Uani 1 1 d . . .
H25A H 0.4561 0.5851 -0.0057 0.073 Uiso 1 1 calc R . .
H25B H 0.4379 0.5727 -0.0989 0.073 Uiso 1 1 calc R . .
H25C H 0.3208 0.5385 -0.0457 0.073 Uiso 1 1 calc R . .
C30 C 0.4884(4) 0.8435(2) 0.21805(18) 0.0657(9) Uani 1 1 d . . .
H30A H 0.4114 0.8049 0.2030 0.099 Uiso 1 1 calc R . .
H30B H 0.4529 0.9011 0.2184 0.099 Uiso 1 1 calc R . .
H30C H 0.5302 0.8289 0.2706 0.099 Uiso 1 1 calc R . .
C27 C 0.3035(4) 0.89341(19) 0.0268(2) 0.0718(9) Uani 1 1 d . . .
H27A H 0.2454 0.9401 0.0059 0.108 Uiso 1 1 calc R . .
H27B H 0.4022 0.9083 0.0257 0.108 Uiso 1 1 calc R . .
H27C H 0.2831 0.8819 0.0810 0.108 Uiso 1 1 calc R . .
C26 C 0.0128(4) 0.7569(3) -0.2043(2) 0.0906(12) Uani 1 1 d . . .
H26A H -0.0294 0.8129 -0.2040 0.136 Uiso 1 1 calc R . .
H26B H -0.0584 0.7145 -0.1962 0.136 Uiso 1 1 calc R . .
H26C H 0.0506 0.7473 -0.2550 0.136 Uiso 1 1 calc R . .
C22 C 0.8287(3) 0.88691(18) 0.1213(2) 0.0610(8) Uani 1 1 d . . .
C29 C 0.9604(4) 0.9412(2) 0.1378(3) 0.0946(13) Uani 1 1 d . . .
H29A H 0.9515 0.9753 0.1849 0.142 Uiso 1 1 calc R . .
H29B H 0.9711 0.9781 0.0928 0.142 Uiso 1 1 calc R . .
H29C H 1.0424 0.9048 0.1461 0.142 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 C7 122.68(19) . .
B1 N1 C1 123.48(19) . .
C7 N1 C1 113.82(18) . .
C8 C7 C12 118.8(2) . .
C8 C7 N1 120.7(2) . .
C12 C7 N1 120.5(2) . .
C7 C8 C9 120.3(3) . .
C14 C13 C18 116.9(2) . .
C14 C13 B1 121.8(2) . .
C18 C13 B1 121.2(2) . .
C23 C24 C19 119.6(2) . .
C23 C24 C30 117.7(2) . .
C19 C24 C30 122.7(2) . .
C6 C1 C2 119.0(2) . .
C6 C1 N1 120.7(2) . .
C2 C1 N1 120.3(2) . .
C20 C19 C24 117.5(2) . .
C20 C19 B1 121.0(2) . .
C24 C19 B1 121.4(2) . .
C15 C14 C13 120.9(2) . .
C15 C14 C25 117.1(2) . .
C13 C14 C25 122.0(2) . .
C16 C15 C14 121.9(3) . .
C21 C20 C19 120.2(2) . .
C21 C20 C28 118.5(2) . .
C19 C20 C28 121.2(2) . .
C4 C5 C6 120.6(3) . .
C1 C6 C5 120.3(2) . .
C10 C9 C8 120.6(3) . .
C3 C4 C5 119.6(3) . .
C20 C21 C22 122.1(3) . .
C17 C18 C13 119.9(2) . .
C17 C18 C27 118.9(2) . .
C13 C18 C27 121.2(2) . .
N1 B1 C13 117.5(2) . .
N1 B1 C19 119.9(2) . .
C13 B1 C19 122.6(2) . .
C7 C12 C11 120.4(2) . .
C22 C23 C24 122.9(3) . .
C10 C11 C12 120.4(3) . .
C9 C10 C11 119.5(3) . .
C1 C2 C3 120.2(3) . .
C16 C17 C18 122.8(2) . .
C15 C16 C17 117.2(3) . .
C15 C16 C26 121.3(3) . .
C17 C16 C26 121.4(3) . .
C4 C3 C2 120.3(3) . .
C23 C22 C21 117.6(3) . .
C23 C22 C29 121.7(3) . .
C21 C22 C29 120.6(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 B1 1.430(3) .
N1 C7 1.443(3) .
N1 C1 1.443(3) .
C7 C8 1.383(3) .
C7 C12 1.381(4) .
C8 C9 1.381(4) .
C13 C14 1.412(3) .
C13 C18 1.410(3) .
C13 B1 1.585(4) .
C24 C23 1.393(4) .
C24 C19 1.416(3) .
C24 C30 1.511(4) .
C1 C6 1.379(3) .
C1 C2 1.384(4) .
C19 C20 1.410(3) .
C19 B1 1.587(4) .
C14 C15 1.388(4) .
C14 C25 1.508(3) .
C15 C16 1.377(4) .
C20 C21 1.393(4) .
C20 C28 1.510(4) .
C5 C4 1.374(4) .
C5 C6 1.379(3) .
C9 C10 1.366(5) .
C4 C3 1.369(4) .
C21 C22 1.384(4) .
C18 C17 1.392(4) .
C18 C27 1.514(4) .
C12 C11 1.384(4) .
C23 C22 1.366(4) .
C11 C10 1.373(4) .
C2 C3 1.388(4) .
C17 C16 1.379(4) .
C16 C26 1.515(4) .
C22 C29 1.509(4) .
