#------------------------------------------------------------------------------
#$Date: 2025-08-22 18:52:37 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301865 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/72/7227289.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_7227289
loop_
_publ_author_name
'Mallia, Ajith R.'
'Ramakrishnan, Remya'
'Niyas, M. A.'
'Hariharan, Mahesh'
_publ_section_title
;
 Crystalline triphenylamine substituted arenes: solid state packing and
 luminescence properties
;
_journal_issue                   5
_journal_name_full               CrystEngComm
_journal_page_first              817
_journal_paper_doi               10.1039/C6CE02321E
_journal_volume                  19
_journal_year                    2017
_chemical_formula_moiety         'C32 H23 N'
_chemical_formula_sum            'C32 H23 N'
_chemical_formula_weight         421.51
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-07-15 deposited with the CCDC.
2016-12-19 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 109.5920(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.0037(3)
_cell_length_b                   18.8650(4)
_cell_length_c                   9.2913(2)
_cell_measurement_reflns_used    3945
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.04
_cell_measurement_theta_min      2.56
_cell_volume                     2312.46(9)
_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, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0191
_diffrn_reflns_av_sigmaI/netI    0.0181
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            8646
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.16
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_T_max  0.9896
_exptl_absorpt_correction_T_min  0.9862
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_density_meas      1.210
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.096
_refine_diff_density_min         -0.166
_refine_diff_density_rms         0.033
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     152
_refine_ls_number_reflns         2030
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0411
_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)+(0.0561P)²+0.8256P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1044
_refine_ls_wR_factor_ref         0.1176
_reflns_number_gt                1635
_reflns_number_total             2030
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c6ce02321e2.cif
_cod_data_source_block           0388_040214_mh_arm_at_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7227288--7227293.cif.
;
_cod_original_sg_symbol_Hall     '-C 2yc '
_cod_original_sg_symbol_H-M      'C2/c  '
_cod_database_code               7227289
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
C1 C 0.0000 0.27951(10) 0.2500 0.0502(5) Uani 1 2 d S
C2 C 0.03769(10) 0.31692(8) 0.38911(16) 0.0515(4) Uani 1 1 d .
C3 C 0.07092(12) 0.28258(9) 0.53438(18) 0.0646(4) Uani 1 1 d .
H3 H 0.0661 0.2335 0.5389 0.078 Uiso 1 1 calc R
C4 C 0.10933(15) 0.31983(10) 0.6656(2) 0.0777(5) Uani 1 1 d .
H4 H 0.1292 0.2962 0.7589 0.093 Uiso 1 1 calc R
C5 C 0.11957(15) 0.39411(10) 0.6623(2) 0.0804(5) Uani 1 1 d .
H5 H 0.1495 0.4188 0.7529 0.096 Uiso 1 1 calc R
C6 C 0.08630(12) 0.42939(9) 0.5290(2) 0.0685(5) Uani 1 1 d .
H6 H 0.0928 0.4784 0.5287 0.082 Uiso 1 1 calc R
C7 C 0.04120(10) 0.39288(8) 0.38779(17) 0.0540(4) Uani 1 1 d .
C8 C 0.0000 0.42859(11) 0.2500 0.0575(5) Uani 1 2 d S
H8 H 0.0000 0.4779 0.2500 0.069 Uiso 1 2 calc SR
C9 C 0.0000 0.20046(10) 0.2500 0.0496(5) Uani 1 2 d S
C10 C 0.08939(10) 0.16206(7) 0.30616(16) 0.0527(4) Uani 1 1 d .
H10 H 0.1505 0.1863 0.3442 0.063 Uiso 1 1 calc R
C11 C 0.09015(10) 0.08887(7) 0.30712(15) 0.0508(4) Uani 1 1 d .
H11 H 0.1514 0.0648 0.3463 0.061 Uiso 1 1 calc R
C12 C 0.0000 0.05049(10) 0.2500 0.0451(4) Uani 1 2 d S
C13 C -0.09125(10) -0.06394(7) 0.20960(16) 0.0483(3) Uani 1 1 d .
C14 C -0.15678(12) -0.05843(10) 0.2906(2) 0.0709(5) Uani 1 1 d .
H14 H -0.1436 -0.0271 0.3723 0.085 Uiso 1 1 calc R
C15 C -0.24334(15) -0.10057(13) 0.2482(3) 0.1012(8) Uani 1 1 d .
H15 H -0.2888 -0.0970 0.3014 0.121 Uiso 1 1 calc R
C16 C -0.26232(16) -0.14723(12) 0.1292(4) 0.1074(9) Uani 1 1 d .
H16 H -0.3203 -0.1752 0.1019 0.129 Uiso 1 1 calc R
C17 C -0.19669(16) -0.15246(11) 0.0518(3) 0.0926(7) Uani 1 1 d .
H17 H -0.2094 -0.1845 -0.0285 0.111 Uiso 1 1 calc R
C18 C -0.11149(12) -0.11116(8) 0.08992(18) 0.0643(4) Uani 1 1 d .
H18 H -0.0671 -0.1150 0.0349 0.077 Uiso 1 1 calc R
N1 N 0.0000 -0.02353(8) 0.2500 0.0536(4) Uani 1 2 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'
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 C2 119.96(18) . 2
C2 C1 C9 120.02(9) . .
C2 C1 C9 120.02(9) 2 .
C1 C2 C3 122.87(14) . .
C1 C2 C7 119.70(13) . .
C3 C2 C7 117.41(13) . .
C4 C3 C2 121.45(16) . .
C4 C3 H3 119.3 . .
C2 C3 H3 119.3 . .
C3 C4 C5 120.61(17) . .
C3 C4 H4 119.7 . .
C5 C4 H4 119.7 . .
C6 C5 C4 120.37(16) . .
C6 C5 H5 119.8 . .
C4 C5 H5 119.8 . .
C5 C6 C7 121.18(16) . .
C5 C6 H6 119.4 . .
C7 C6 H6 119.4 . .
C8 C7 C6 122.13(15) . .
C8 C7 C2 119.18(14) . .
C6 C7 C2 118.69(14) . .
C7 C8 C7 121.99(19) 2 .
C7 C8 H8 119.0 2 .
C7 C8 H8 119.0 . .
C10 C9 C10 117.07(18) 2 .
C10 C9 C1 121.46(9) 2 .
C10 C9 C1 121.46(9) . .
C11 C10 C9 121.89(13) . .
C11 C10 H10 119.1 . .
C9 C10 H10 119.1 . .
C10 C11 C12 120.80(13) . .
C10 C11 H11 119.6 . .
C12 C11 H11 119.6 . .
N1 C12 C11 121.23(9) . .
N1 C12 C11 121.23(9) . 2
C11 C12 C11 117.54(17) . 2
C14 C13 C18 119.81(14) . .
C14 C13 N1 121.34(13) . .
C18 C13 N1 118.80(12) . .
C13 C14 C15 118.73(19) . .
C13 C14 H14 120.6 . .
C15 C14 H14 120.6 . .
C16 C15 C14 120.7(2) . .
C16 C15 H15 119.6 . .
C14 C15 H15 119.6 . .
C17 C16 C15 119.75(18) . .
C17 C16 H16 120.1 . .
C15 C16 H16 120.1 . .
C16 C17 C18 120.8(2) . .
C16 C17 H17 119.6 . .
C18 C17 H17 119.6 . .
C17 C18 C13 120.17(18) . .
C17 C18 H18 119.9 . .
C13 C18 H18 119.9 . .
C12 N1 C13 122.32(7) . 2
C12 N1 C13 122.32(7) . .
C13 N1 C13 115.36(15) 2 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.4105(17) .
C1 C2 1.4105(17) 2
C1 C9 1.491(3) .
C2 C3 1.427(2) .
C2 C7 1.434(2) .
C3 C4 1.353(2) .
C3 H3 0.9300 .
C4 C5 1.410(3) .
C4 H4 0.9300 .
C5 C6 1.344(3) .
C5 H5 0.9300 .
C6 C7 1.428(2) .
C6 H6 0.9300 .
C7 C8 1.3894(18) .
C8 C7 1.3894(18) 2
C8 H8 0.9300 .
C9 C10 1.3878(17) 2
C9 C10 1.3878(17) .
C10 C11 1.3809(19) .
C10 H10 0.9300 .
C11 C12 1.3965(16) .
C11 H11 0.9300 .
C12 N1 1.396(2) .
C12 C11 1.3965(16) 2
C13 C14 1.372(2) .
C13 C18 1.378(2) .
C13 N1 1.4259(15) .
C14 C15 1.392(3) .
C14 H14 0.9300 .
C15 C16 1.368(3) .
C15 H15 0.9300 .
C16 C17 1.347(4) .
C16 H16 0.9300 .
C17 C18 1.368(3) .
C17 H17 0.9300 .
C18 H18 0.9300 .
N1 C13 1.4259(15) 2
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
C2 C1 C2 C3 175.91(14) 2 .
C9 C1 C2 C3 -4.09(14) . .
C2 C1 C2 C7 -2.49(8) 2 .
C9 C1 C2 C7 177.51(8) . .
C1 C2 C3 C4 178.13(14) . .
C7 C2 C3 C4 -3.4(2) . .
C2 C3 C4 C5 -1.3(3) . .
C3 C4 C5 C6 3.5(3) . .
C4 C5 C6 C7 -0.8(3) . .
C5 C6 C7 C8 175.46(14) . .
C5 C6 C7 C2 -4.0(2) . .
C1 C2 C7 C8 5.00(16) . .
C3 C2 C7 C8 -173.49(11) . .
C1 C2 C7 C6 -175.57(11) . .
C3 C2 C7 C6 5.94(19) . .
C6 C7 C8 C7 178.10(15) . 2
C2 C7 C8 C7 -2.49(8) . 2
C2 C1 C9 C10 118.97(9) . 2
C2 C1 C9 C10 -61.03(9) 2 2
C2 C1 C9 C10 -61.03(9) . .
C2 C1 C9 C10 118.97(9) 2 .
C10 C9 C10 C11 -0.22(9) 2 .
C1 C9 C10 C11 179.78(9) . .
C9 C10 C11 C12 0.44(19) . .
C10 C11 C12 N1 179.79(9) . .
C10 C11 C12 C11 -0.21(9) . 2
C18 C13 C14 C15 -0.7(2) . .
N1 C13 C14 C15 -178.35(15) . .
C13 C14 C15 C16 0.8(3) . .
C14 C15 C16 C17 -0.1(4) . .
C15 C16 C17 C18 -0.5(3) . .
C16 C17 C18 C13 0.6(3) . .
C14 C13 C18 C17 0.0(2) . .
N1 C13 C18 C17 177.75(15) . .
C11 C12 N1 C13 -7.68(9) . 2
C11 C12 N1 C13 172.32(9) 2 2
C11 C12 N1 C13 172.32(9) . .
C11 C12 N1 C13 -7.68(9) 2 .
C14 C13 N1 C12 -60.64(15) . .
C18 C13 N1 C12 121.68(11) . .
C14 C13 N1 C13 119.36(15) . 2
C18 C13 N1 C13 -58.32(11) . 2
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 20625761
