#------------------------------------------------------------------------------
#$Date: 2017-12-10 02:54:47 +0200 (Sun, 10 Dec 2017) $
#$Revision: 204120 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/86/7118697.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_7118697
loop_
_publ_author_name
'Feng, Cunfang'
'Wang, Kai'
'Xu, Yuanxiang'
'Liu, Liqun'
'Zou, Bo'
'Lu, Ping'
_publ_section_title
;
 Unique piezochromic fluorescence behavior of organic crystal of
 carbazole-substituted CNDSB.
;
_journal_issue                   19
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              3836
_journal_page_last               3839
_journal_paper_doi               10.1039/c5cc09152g
_journal_volume                  52
_journal_year                    2016
_chemical_formula_moiety         'C48 H30 N4, CH2Cl2'
_chemical_formula_sum            'C49 H32 Cl2 N4'
_chemical_formula_weight         662.76
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_space_group_name_H-M_alt        'R -3 :H'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2016-01-18
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-01-29 deposited with the CCDC.
2016-02-02 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            9
_cell_length_a                   30.549
_cell_length_b                   30.549
_cell_length_c                   11.026
_cell_measurement_reflns_used    3387
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.36
_cell_measurement_theta_min      2.31
_cell_volume                     8911.332
_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, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type
'Bruker APEX2 CCD area-detector diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            18343
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.046
_diffrn_reflns_theta_max         25.046
_diffrn_reflns_theta_min         1.333
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_T_max  0.9877
_exptl_absorpt_correction_T_min  0.9698
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'APEX2 Software Suite (Bruker,2009)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             3492
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.19
_platon_squeeze_details
;
;
_refine_diff_density_max         0.673
_refine_diff_density_min         -0.330
_refine_diff_density_rms         0.138
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3513
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.0791
_refine_ls_R_factor_gt           0.0568
_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)+(0.1141P)²+3.4875P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1875
_refine_ls_wR_factor_ref         0.2098
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2708
_reflns_number_total             4512
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5cc09152g2.cif
_cod_data_source_block           jilindaxue02_sq
_cod_depositor_comments          'Adding full bibliography for 7118697.cif.'
_cod_original_cell_volume        8911.3
_cod_database_code               7118697
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.962
_shelx_estimated_absorpt_t_min   0.910
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C8(H8), C9(H9), C10(H10), C11(H11), C14(H14),
 C15(H15), C17(H17), C18(H18), C19(H19), C23(H23), C24(H24)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
#END Tags that were not found in dictionaries
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-y, x-y, z'
3 '-x+y, -x, z'
4 'x+2/3, y+1/3, z+1/3'
5 '-y+2/3, x-y+1/3, z+1/3'
6 '-x+y+2/3, -x+1/3, z+1/3'
7 'x+1/3, y+2/3, z+2/3'
8 '-y+1/3, x-y+2/3, z+2/3'
9 '-x+y+1/3, -x+2/3, z+2/3'
10 '-x, -y, -z'
11 'y, -x+y, -z'
12 'x-y, x, -z'
13 '-x+2/3, -y+1/3, -z+1/3'
14 'y+2/3, -x+y+1/3, -z+1/3'
15 'x-y+2/3, x+1/3, -z+1/3'
16 '-x+1/3, -y+2/3, -z+2/3'
17 'y+1/3, -x+y+2/3, -z+2/3'
18 'x-y+1/3, x+2/3, -z+2/3'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
C1 C 0.23306(11) -0.00146(9) 1.2444(2) 0.0652(8) Uani 1 1 d .
H1 H 0.2196 -0.0062 1.3221 0.078 Uiso 1 1 calc R
C2 C 0.26335(12) -0.02047(10) 1.2140(3) 0.0702(8) Uani 1 1 d .
H2 H 0.2702 -0.0388 1.2708 0.084 Uiso 1 1 calc R
C3 C 0.28428(11) -0.01270(10) 1.0984(3) 0.0678(7) Uani 1 1 d .
H3 H 0.3059 -0.0250 1.0803 0.081 Uiso 1 1 calc R
C4 C 0.27403(10) 0.01260(10) 1.0105(2) 0.0621(7) Uani 1 1 d .
H4 H 0.2879 0.0172 0.9333 0.075 Uiso 1 1 calc R
C5 C 0.24221(9) 0.03120(8) 1.0406(2) 0.0521(6) Uani 1 1 d .
C6 C 0.22231(10) 0.02518(9) 1.1581(2) 0.0564(7) Uani 1 1 d .
C7 C 0.19423(11) 0.05140(10) 1.1621(2) 0.0630(7) Uani 1 1 d .
C8 C 0.16705(16) 0.05882(14) 1.2525(3) 0.0958(11) Uani 1 1 d .
H8 H 0.1652 0.0460 1.3300 0.115 Uiso 1 1 calc R
C9 C 0.14299(19) 0.08516(18) 1.2266(4) 0.1244(16) Uani 1 1 d .
H9 H 0.1247 0.0903 1.2867 0.149 Uiso 1 1 calc R
C10 C 0.14575(17) 0.10434(15) 1.1109(4) 0.1114(14) Uani 1 1 d .
H10 H 0.1287 0.1218 1.0950 0.134 Uiso 1 1 calc R
C11 C 0.17265(13) 0.09838(11) 1.0195(3) 0.0793(9) Uani 1 1 d .
H11 H 0.1740 0.1113 0.9423 0.095 Uiso 1 1 calc R
C12 C 0.19792(10) 0.07226(9) 1.0465(2) 0.0603(7) Uani 1 1 d .
C13 C 0.23859(10) 0.07317(9) 0.8482(2) 0.0541(6) Uani 1 1 d .
C14 C 0.23423(11) 0.03733(9) 0.7644(2) 0.0628(7) Uani 1 1 d .
H14 H 0.2222 0.0041 0.7885 0.075 Uiso 1 1 calc R
C15 C 0.24781(10) 0.05117(9) 0.6458(2) 0.0609(7) Uani 1 1 d .
H15 H 0.2451 0.0269 0.5909 0.073 Uiso 1 1 calc R
C16 C 0.26549(9) 0.10033(9) 0.6050(2) 0.0509(6) Uani 1 1 d .
C17 C 0.26831(9) 0.13541(9) 0.6910(2) 0.0529(6) Uani 1 1 d .
H17 H 0.2793 0.1685 0.6670 0.063 Uiso 1 1 calc R
C18 C 0.25522(9) 0.12197(9) 0.8100(2) 0.0518(6) Uani 1 1 d .
H18 H 0.2576 0.1460 0.8654 0.062 Uiso 1 1 calc R
C19 C 0.28111(9) 0.11157(9) 0.4788(2) 0.0533(6) Uani 1 1 d .
H19 H 0.2823 0.0855 0.4380 0.064 Uiso 1 1 calc R
C20 C 0.29411(9) 0.15271(8) 0.4107(2) 0.0470(6) Uani 1 1 d .
C21 C 0.29007(10) 0.19475(10) 0.4565(2) 0.0539(6) Uani 1 1 d .
C22 C 0.31411(8) 0.15979(8) 0.28580(19) 0.0453(5) Uani 1 1 d .
C23 C 0.33755(10) 0.13368(9) 0.2434(2) 0.0545(6) Uani 1 1 d .
H23 H 0.3408 0.1114 0.2949 0.065 Uiso 1 1 calc R
C24 C 0.35585(10) 0.14015(9) 0.1277(2) 0.0538(6) Uani 1 1 d .
H24 H 0.3709 0.1218 0.1019 0.065 Uiso 1 1 calc R
N1 N 0.22693(8) 0.05972(7) 0.97221(17) 0.0555(6) Uani 1 1 d .
N2 N 0.28779(10) 0.22940(10) 0.4878(2) 0.0738(7) Uani 1 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'
Cl Cl 0.1484 0.1585 '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'
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
C2 C1 H1 120.3 . .
C2 C1 C6 119.5(3) . .
C6 C1 H1 120.3 . .
C1 C2 H2 119.8 . .
C1 C2 C3 120.4(3) . .
C3 C2 H2 119.8 . .
C2 C3 H3 119.0 . .
C4 C3 C2 121.9(3) . .
C4 C3 H3 119.0 . .
C3 C4 H4 121.1 . .
C3 C4 C5 117.8(2) . .
C5 C4 H4 121.1 . .
C4 C5 C6 120.8(2) . .
C4 C5 N1 130.3(2) . .
N1 C5 C6 108.8(2) . .
C1 C6 C5 119.5(3) . .
C1 C6 C7 133.3(2) . .
C5 C6 C7 107.2(2) . .
C8 C7 C6 133.3(3) . .
C8 C7 C12 119.8(3) . .
C12 C7 C6 106.9(2) . .
C7 C8 H8 120.3 . .
C9 C8 C7 119.3(3) . .
C9 C8 H8 120.3 . .
C8 C9 H9 119.9 . .
C8 C9 C10 120.3(3) . .
C10 C9 H9 119.9 . .
C9 C10 H10 118.9 . .
C11 C10 C9 122.3(3) . .
C11 C10 H10 118.9 . .
C10 C11 H11 121.3 . .
C10 C11 C12 117.4(3) . .
C12 C11 H11 121.3 . .
C11 C12 C7 120.9(3) . .
C11 C12 N1 130.0(2) . .
N1 C12 C7 109.1(2) . .
C14 C13 N1 120.1(2) . .
C18 C13 C14 119.3(2) . .
C18 C13 N1 120.7(2) . .
C13 C14 H14 120.1 . .
C15 C14 C13 119.7(2) . .
C15 C14 H14 120.1 . .
C14 C15 H15 118.8 . .
C14 C15 C16 122.3(2) . .
C16 C15 H15 118.8 . .
C15 C16 C17 116.6(2) . .
C15 C16 C19 117.9(2) . .
C17 C16 C19 125.4(2) . .
C16 C17 H17 119.3 . .
C18 C17 C16 121.4(2) . .
C18 C17 H17 119.3 . .
C13 C18 H18 119.7 . .
C17 C18 C13 120.6(2) . .
C17 C18 H18 119.7 . .
C16 C19 H19 114.2 . .
C20 C19 C16 131.6(2) . .
C20 C19 H19 114.2 . .
C19 C20 C21 121.4(2) . .
C19 C20 C22 124.4(2) . .
C21 C20 C22 114.19(19) . .
N2 C21 C20 176.7(3) . .
C23 C22 C20 121.5(2) . .
C24 C22 C20 121.5(2) 13 .
C24 C22 C23 117.0(2) 13 .
C22 C23 H23 119.3 . .
C24 C23 C22 121.4(2) . .
C24 C23 H23 119.3 . .
C22 C24 H24 119.2 13 .
C23 C24 C22 121.7(2) . 13
C23 C24 H24 119.2 . .
C5 N1 C13 125.9(2) . .
C12 N1 C5 108.10(19) . .
C12 N1 C13 126.0(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 H1 0.9300 .
C1 C2 1.358(4) .
C1 C6 1.393(3) .
C2 H2 0.9300 .
C2 C3 1.392(4) .
C3 H3 0.9300 .
C3 C4 1.370(4) .
C4 H4 0.9300 .
C4 C5 1.389(4) .
C5 C6 1.404(3) .
C5 N1 1.397(3) .
C6 C7 1.437(4) .
C7 C8 1.386(4) .
C7 C12 1.404(4) .
C8 H8 0.9300 .
C8 C9 1.364(5) .
C9 H9 0.9300 .
C9 C10 1.388(5) .
C10 H10 0.9300 .
C10 C11 1.369(5) .
C11 H11 0.9300 .
C11 C12 1.392(4) .
C12 N1 1.394(3) .
C13 C14 1.387(3) .
C13 C18 1.378(3) .
C13 N1 1.421(3) .
C14 H14 0.9300 .
C14 C15 1.373(3) .
C15 H15 0.9300 .
C15 C16 1.392(3) .
C16 C17 1.401(3) .
C16 C19 1.455(3) .
C17 H17 0.9300 .
C17 C18 1.374(3) .
C18 H18 0.9300 .
C19 H19 0.9300 .
C19 C20 1.343(3) .
C20 C21 1.442(3) .
C20 C22 1.478(3) .
C21 N2 1.148(3) .
C22 C23 1.392(3) .
C22 C24 1.391(3) 13
C23 H23 0.9300 .
C23 C24 1.367(3) .
C24 C22 1.391(3) 13
C24 H24 0.9300 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C1 C2 C3 C4 -2.2(4) . .
C1 C6 C7 C8 -1.4(6) . .
C1 C6 C7 C12 178.4(3) . .
C2 C1 C6 C5 1.1(4) . .
C2 C1 C6 C7 -176.8(3) . .
C2 C3 C4 C5 0.8(4) . .
C3 C4 C5 C6 1.5(4) . .
C3 C4 C5 N1 177.2(2) . .
C4 C5 C6 C1 -2.5(4) . .
C4 C5 C6 C7 176.0(2) . .
C4 C5 N1 C12 -175.4(3) . .
C4 C5 N1 C13 5.1(4) . .
C5 C6 C7 C8 -179.5(3) . .
C5 C6 C7 C12 0.2(3) . .
C6 C1 C2 C3 1.2(4) . .
C6 C5 N1 C12 0.7(3) . .
C6 C5 N1 C13 -178.8(2) . .
C6 C7 C8 C9 -178.4(4) . .
C6 C7 C12 C11 177.2(3) . .
C6 C7 C12 N1 0.2(3) . .
C7 C8 C9 C10 0.0(7) . .
C7 C12 N1 C5 -0.5(3) . .
C7 C12 N1 C13 178.9(2) . .
C8 C7 C12 C11 -3.1(4) . .
C8 C7 C12 N1 180.0(3) . .
C8 C9 C10 C11 -0.7(8) . .
C9 C10 C11 C12 -0.4(6) . .
C10 C11 C12 C7 2.3(5) . .
C10 C11 C12 N1 178.5(3) . .
C11 C12 N1 C5 -177.2(3) . .
C11 C12 N1 C13 2.3(5) . .
C12 C7 C8 C9 1.9(5) . .
C13 C14 C15 C16 -0.8(4) . .
C14 C13 C18 C17 -1.2(4) . .
C14 C13 N1 C5 44.9(4) . .
C14 C13 N1 C12 -134.5(3) . .
C14 C15 C16 C17 -0.7(4) . .
C14 C15 C16 C19 177.1(3) . .
C15 C16 C17 C18 1.3(4) . .
C15 C16 C19 C20 171.5(3) . .
C16 C17 C18 C13 -0.4(4) . .
C16 C19 C20 C21 -5.5(4) . .
C16 C19 C20 C22 173.6(2) . .
C17 C16 C19 C20 -10.8(5) . .
C18 C13 C14 C15 1.8(4) . .
C18 C13 N1 C5 -133.8(3) . .
C18 C13 N1 C12 46.8(4) . .
C19 C16 C17 C18 -176.4(2) . .
C19 C20 C22 C23 -22.9(4) . .
C19 C20 C22 C24 157.7(2) . 13
C20 C22 C23 C24 179.7(2) . .
C21 C20 C22 C23 156.2(2) . .
C21 C20 C22 C24 -23.2(3) . 13
C22 C23 C24 C22 0.9(4) . 13
C24 C22 C23 C24 -0.9(4) 13 .
N1 C5 C6 C1 -179.0(2) . .
N1 C5 C6 C7 -0.6(3) . .
N1 C13 C14 C15 -177.0(2) . .
N1 C13 C18 C17 177.5(2) . .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.000 0.000 -0.004 603.5 139.0
2 0.333 0.667 0.127 603.1 138.9
3 0.667 0.333 0.794 603.1 138.9
