#------------------------------------------------------------------------------
#$Date: 2019-10-29 11:41:52 +0200 (Tue, 29 Oct 2019) $
#$Revision: 220360 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/48/7234824.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_7234824
loop_
_publ_author_name
'Jianghong Tan'
'Bo Wang'
'Zhi Huang'
'Xialei Lv'
'Wei Yi'
'Shaoqing Zhuang'
'Lei Wang'
_publ_section_title
;
 Design, synthesis, characterization and application of a novel
 electron-deficient moiety 1,5-diazacarbazole in high triplet energy host
 materials
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              5222
_journal_page_last               5230
_journal_paper_doi               10.1039/C6TC01266C
_journal_volume                  4
_journal_year                    2016
_chemical_formula_sum            'C32 H21 N6 O0.5'
_chemical_formula_weight         497.55
_space_group_IT_number           82
_space_group_name_Hall           'I -4'
_space_group_name_H-M_alt        'I -4'
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   'I -4'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.517(3)
_cell_length_b                   18.517(3)
_cell_length_c                   7.2125(14)
_cell_measurement_temperature    153(2)
_cell_volume                     2473.0(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker Smart CCD'
_diffrn_measurement_method       'phi and omega 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  0.0565
_diffrn_reflns_av_sigmaI/netI    0.0594
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            10515
_diffrn_reflns_theta_full        28.29
_diffrn_reflns_theta_max         28.29
_diffrn_reflns_theta_min         3.03
_exptl_absorpt_coefficient_mu    0.083
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1036
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.252
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   3(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         3062
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0772
_refine_ls_R_factor_gt           0.0542
_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)+(0.0742P)²+0.6468P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1309
_refine_ls_wR_factor_ref         0.1420
_reflns_number_gt                2349
_reflns_number_total             3062
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            J-Mater-Chem-C-2016-4-5222.cif
_cod_data_source_block           NCzBPhNCz.0.5H2O
_cod_original_cell_volume        2473.1(7)
_cod_original_sg_symbol_H-M      I-4
_cod_original_formula_sum        'C32 H21 N6 O0.50'
_cod_database_code               7234824
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'y, -x, -z'
'-y, x, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'y+1/2, -x+1/2, -z+1/2'
'-y+1/2, x+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
C1 C 0.37349(15) -0.04813(15) 0.1722(4) 0.0507(7) Uani 1 1 d . . .
H1A H 0.4128 -0.0788 0.1877 0.061 Uiso 1 1 calc R . .
C2 C 0.31859(15) -0.05027(14) 0.2997(5) 0.0514(7) Uani 1 1 d . . .
H2A H 0.3221 -0.0821 0.3991 0.062 Uiso 1 1 calc R . .
C3 C 0.25892(13) -0.00720(14) 0.2856(4) 0.0432(6) Uani 1 1 d . . .
H3A H 0.2220 -0.0086 0.3729 0.052 Uiso 1 1 calc R . .
C4 C 0.25646(12) 0.03854(13) 0.1342(3) 0.0344(5) Uani 1 1 d . . .
C5 C 0.31299(12) 0.04171(13) 0.0061(4) 0.0372(5) Uani 1 1 d . . .
C6 C 0.29364(12) 0.09479(13) -0.1297(3) 0.0362(5) Uani 1 1 d . . .
C7 C 0.32474(14) 0.11882(14) -0.2937(4) 0.0465(6) Uani 1 1 d . . .
H7A H 0.3693 0.1013 -0.3324 0.056 Uiso 1 1 calc R . .
C8 C 0.28835(17) 0.16867(17) -0.3967(4) 0.0590(8) Uani 1 1 d . . .
H8A H 0.3087 0.1858 -0.5061 0.071 Uiso 1 1 calc R . .
C9 C 0.22119(17) 0.19421(15) -0.3403(4) 0.0543(7) Uani 1 1 d . . .
H9A H 0.1977 0.2283 -0.4135 0.065 Uiso 1 1 calc R . .
C10 C 0.22569(12) 0.12188(12) -0.0780(3) 0.0339(5) Uani 1 1 d . . .
C11 C 0.13327(11) 0.09238(13) 0.1637(3) 0.0332(5) Uani 1 1 d . . .
C12 C 0.09265(12) 0.03009(12) 0.1817(3) 0.0314(5) Uani 1 1 d . . .
H12A H 0.1126 -0.0142 0.1485 0.038 Uiso 1 1 calc R . .
C13 C 0.02228(11) 0.03297(11) 0.2490(3) 0.0296(5) Uani 1 1 d . . .
C14 C -0.00593(12) 0.10040(12) 0.2993(3) 0.0340(5) Uani 1 1 d . . .
H14A H -0.0527 0.1036 0.3456 0.041 Uiso 1 1 calc R . .
C15 C 0.03505(13) 0.16162(13) 0.2806(3) 0.0375(5) Uani 1 1 d . . .
H15A H 0.0154 0.2059 0.3144 0.045 Uiso 1 1 calc R . .
C16 C 0.10476(13) 0.15908(12) 0.2129(3) 0.0365(5) Uani 1 1 d . . .
H16A H 0.1320 0.2010 0.2006 0.044 Uiso 1 1 calc R . .
N1 N 0.37243(12) -0.00265(13) 0.0234(4) 0.0548(7) Uani 1 1 d . . .
N2 N 0.20401(10) 0.08833(10) 0.0849(3) 0.0351(4) Uani 1 1 d . . .
N3 N 0.18822(13) 0.17090(12) -0.1801(4) 0.0514(6) Uani 1 1 d . . .
O1 O 0.5000 0.0000 -0.2500 0.171(4) Uani 1 4 d S . .
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'
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
N1 C1 C2 122.3(2) . .
C1 C2 C3 122.2(3) . .
C2 C3 C4 116.3(3) . .
C3 C4 C5 121.5(2) . .
C3 C4 N2 129.3(2) . .
C5 C4 N2 109.1(2) . .
C4 C5 N1 120.8(2) . .
C4 C5 C6 107.1(2) . .
N1 C5 C6 132.1(2) . .
C7 C6 C10 118.9(2) . .
C7 C6 C5 134.3(2) . .
C10 C6 C5 106.7(2) . .
C8 C7 C6 118.4(3) . .
C7 C8 C9 120.8(3) . .
N3 C9 C8 122.4(3) . .
N3 C10 N2 127.6(2) . .
N3 C10 C6 123.5(2) . .
N2 C10 C6 108.9(2) . .
C12 C11 C16 120.7(2) . .
C12 C11 N2 119.5(2) . .
C16 C11 N2 119.8(2) . .
C11 C12 C13 120.7(2) . .
C12 C13 C14 118.3(2) . .
C12 C13 C13 119.5(2) . 2
C14 C13 C13 122.0(2) . 2
C15 C14 C13 120.3(2) . .
C14 C15 C16 121.6(2) . .
C15 C16 C11 118.4(2) . .
C1 N1 C5 116.8(2) . .
C10 N2 C4 108.19(18) . .
C10 N2 C11 125.28(19) . .
C4 N2 C11 125.1(2) . .
C10 N3 C9 116.0(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.364(4) .
C1 C2 1.372(4) .
C2 C3 1.366(3) .
C3 C4 1.383(4) .
C4 C5 1.398(3) .
C4 N2 1.385(3) .
C5 N1 1.379(3) .
C5 C6 1.433(4) .
C6 C7 1.389(4) .
C6 C10 1.405(3) .
C7 C8 1.363(4) .
C8 C9 1.391(4) .
C9 N3 1.376(4) .
C10 N3 1.359(3) .
C10 N2 1.389(3) .
C11 C12 1.383(3) .
C11 C16 1.389(3) .
C11 N2 1.430(3) .
C12 C13 1.392(3) .
C13 C14 1.401(3) .
C13 C13 1.474(4) 2
C14 C15 1.371(3) .
C15 C16 1.381(3) .
