#------------------------------------------------------------------------------
#$Date: 2019-11-08 04:22:39 +0200 (Fri, 08 Nov 2019) $
#$Revision: 225363 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/08/1550807.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_1550807
loop_
_publ_author_name
'Yuan, Jie'
'Wang, Shuang'
'Ji, Yu'
'Chen, Runfeng'
'Zhu, Qi'
'Wang, Yongrong'
'Zheng, Chao'
'Tao, Ye'
'Fan, Quli'
'Huang, Wei'
_publ_section_title
;
 Invoking ultralong room temperature phosphorescence of purely organic
 compounds through H-aggregation engineering
;
_journal_issue                   6
_journal_name_full               'Materials Horizons'
_journal_page_first              1259
_journal_paper_doi               10.1039/C9MH00220K
_journal_volume                  6
_journal_year                    2019
_chemical_formula_moiety         'C19 H12 N2'
_chemical_formula_sum            'C19 H12 N2'
_chemical_formula_weight         268.31
_chemical_name_common            N-(4-cyanophenyl)-carbazole
_chemical_name_systematic
;
N-(4-cyanophenyl)-carbazole 
;
_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_Hall  '-P 2ybc'
_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
_audit_block_doi                 10.5517/cc4jzsd
_audit_update_record
;
1999-10-06 deposited with the CCDC.    2019-03-26 downloaded from the CCDC.
;
_cell_angle_alpha                90.0
_cell_angle_beta                 104.937(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.2739(12)
_cell_length_b                   20.681(4)
_cell_length_c                   8.5913(11)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      1.5
_cell_volume                     1420.4(4)
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'Xtal3.4 (Hall et al., 1995)'
_computing_molecular_graphics    'ORTEX (McArdle, 1995)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω
_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  0.016
_diffrn_reflns_av_sigmaI/netI    0.0215
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            3457
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         1.97
_diffrn_standards_decay_%        none
_diffrn_standards_interval_time  90
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_size_max          1.04
_exptl_crystal_size_mid          0.72
_exptl_crystal_size_min          0.72
_refine_diff_density_max         0.13
_refine_diff_density_min         -0.12
_refine_diff_density_rms         0.022
_refine_ls_extinction_coef       0.034(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         2043
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.077
_refine_ls_R_factor_gt           0.043
_refine_ls_shift/su_max          0.01
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0610P)²+0.9105P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.095
_refine_ls_wR_factor_ref         0.115
_reflns_number_gt                2043
_reflns_number_total             3251
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            c9mh00220k2.cif
_cod_data_source_block           bm1320_structure_1_of_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0610P)^2^+0.9105P] where P = (Fo^2^+2Fc^2^)/3' was
changed to 'calc'. A new data item '_refine_ls_weighting_details' was
created with the value set to 'w =
1/[\s^2^(Fo^2^)+(0.0610P)^2^+0.9105P] where P = (Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 1550807--1550811.cif.
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1550807
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
'-x, y+1/2, -z+1/2'
'x, 1/2-y, 1/2+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_calc_flag
_atom_site_refinement_flags
N1 N 0.48460(15) 0.62320(6) 0.49386(15) 0.0570(3) Uani 1 d .
C1 C 0.65506(19) 0.63916(7) 0.53279(19) 0.0581(4) Uani 1 d .
C13 C 0.40610(18) 0.58513(7) 0.59030(17) 0.0538(4) Uani 1 d .
C12 C 0.40949(19) 0.64661(7) 0.33962(18) 0.0555(4) Uani 1 d .
C7 C 0.5320(2) 0.67804(7) 0.2803(2) 0.0601(4) Uani 1 d .
C18 C 0.30309(18) 0.53398(7) 0.52291(18) 0.0583(4) Uani 1 d .
H6 H 0.2835 0.5252 0.4134 0.070 Uiso 1 calc R
C17 C 0.22996(19) 0.49624(7) 0.6173(2) 0.0617(4) Uani 1 d .
H7 H 0.1592 0.4626 0.5713 0.074 Uiso 1 calc R
C2 C 0.6874(2) 0.67261(7) 0.4017(2) 0.0618(4) Uani 1 d .
C14 C 0.4339(2) 0.59822(8) 0.75307(19) 0.0624(4) Uani 1 d .
H9 H 0.5002 0.6332 0.7981 0.075 Uiso 1 calc R
C16 C 0.2615(2) 0.50828(8) 0.7804(2) 0.0638(4) Uani 1 d .
C15 C 0.3635(2) 0.55944(8) 0.84852(19) 0.0669(4) Uani 1 d .
H11 H 0.3845 0.5676 0.9584 0.080 Uiso 1 calc R
C11 C 0.2439(2) 0.64491(7) 0.25273(19) 0.0636(4) Uani 1 d .
H12 H 0.1635 0.6242 0.2930 0.076 Uiso 1 calc R
C6 C 0.7805(2) 0.62374(8) 0.6678(2) 0.0686(4) Uani 1 d .
H13 H 0.7575 0.6012 0.7534 0.082 Uiso 1 calc R
C8 C 0.4855(3) 0.70758(8) 0.1297(2) 0.0738(5) Uani 1 d .
H14 H 0.5649 0.7283 0.0880 0.089 Uiso 1 calc R
C10 C 0.2020(2) 0.67477(8) 0.1049(2) 0.0744(5) Uani 1 d .
H15 H 0.0912 0.6742 0.0443 0.089 Uiso 1 calc R
C4 C 0.9761(2) 0.67613(10) 0.5438(3) 0.0888(6) Uani 1 d .
H16 H 1.0856 0.6883 0.5493 0.107 Uiso 1 calc R
C3 C 0.8518(2) 0.69134(8) 0.4097(3) 0.0790(5) Uani 1 d .
H17 H 0.8763 0.7139 0.3249 0.095 Uiso 1 calc R
C9 C 0.3217(3) 0.70580(8) 0.0440(2) 0.0805(5) Uani 1 d .
H18 H 0.2898 0.7256 -0.0565 0.097 Uiso 1 calc R
C19 C 0.1899(3) 0.46672(11) 0.8786(2) 0.0900(6) Uani 1 d .
C5 C 0.9414(2) 0.64287(9) 0.6715(3) 0.0808(5) Uani 1 d .
H20 H 1.0281 0.6333 0.7614 0.097 Uiso 1 calc R
N2 N 0.1334(3) 0.43284(12) 0.9542(2) 0.1395(9) Uani 1 d .
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_
_citation_id
_citation_doi
_citation_year
1 10.1107/S0108270199005752 1999
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C12 N1 C1 108.59(12)
C12 N1 C13 126.05(13)
C1 N1 C13 125.17(13)
C6 C1 N1 129.66(14)
C6 C1 C2 122.02(15)
N1 C1 C2 108.22(14)
C14 C13 C18 119.66(13)
C14 C13 N1 120.03(13)
C18 C13 N1 120.31(13)
C11 C12 N1 129.83(13)
C11 C12 C7 121.55(14)
N1 C12 C7 108.54(14)
C8 C7 C12 119.14(16)
C8 C7 C2 133.68(15)
C12 C7 C2 107.15(14)
C17 C18 C13 120.25(14)
C18 C17 C16 119.99(15)
C3 C2 C1 118.75(17)
C3 C2 C7 133.73(16)
C1 C2 C7 107.49(13)
C15 C14 C13 120.09(15)
C17 C16 C15 120.11(14)
C17 C16 C19 119.34(16)
C15 C16 C19 120.54(16)
C14 C15 C16 119.85(15)
C10 C11 C12 117.86(15)
C1 C6 C5 117.68(17)
C9 C8 C7 119.19(16)
C11 C10 C9 121.36(18)
C3 C4 C5 121.11(17)
C4 C3 C2 119.20(18)
C8 C9 C10 120.89(17)
N2 C19 C16 178.6(2)
C6 C5 C4 121.24(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C12 1.3971(19)
N1 C1 1.4024(19)
N1 C13 1.4162(17)
C1 C6 1.380(2)
C1 C2 1.405(2)
C13 C14 1.384(2)
C13 C18 1.388(2)
C12 C11 1.381(2)
C12 C7 1.406(2)
C7 C8 1.392(2)
C7 C2 1.436(2)
C18 C17 1.373(2)
C17 C16 1.381(2)
C2 C3 1.398(2)
C14 C15 1.379(2)
C16 C15 1.386(2)
C16 C19 1.435(2)
C11 C10 1.374(2)
C6 C5 1.382(2)
C8 C9 1.366(3)
C10 C9 1.390(2)
C4 C3 1.368(3)
C4 C5 1.386(3)
C19 N2 1.134(2)
