#------------------------------------------------------------------------------
#$Date: 2020-10-06 10:58:25 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257467 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/69/7236907.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_7236907
loop_
_publ_author_name
'Mathivanan, Moorthy'
'Tharmalingam, Balamurugan'
'Lin, Chia-Her'
'Pandiyan, Baskaran Vijaya'
'Thiagarajan, Viruthachalam'
'Murugesapandian, Balasubramanian'
_publ_section_title
;
 ESIPT-active multi-color aggregation-induced emission features of
 triphenylamine--salicylaldehyde-based unsymmetrical azine family
;
_journal_issue                   2
_journal_name_full               CrystEngComm
_journal_page_first              213
_journal_page_last               228
_journal_paper_doi               10.1039/C9CE01490J
_journal_volume                  22
_journal_year                    2020
_chemical_formula_moiety         'C30 H23 N3 O'
_chemical_formula_sum            'C30 H23 N3 O'
_chemical_formula_weight         441.51
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-06-07 deposited with the CCDC.	2019-11-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.1070(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.7349(2)
_cell_length_b                   26.4673(4)
_cell_length_c                   9.6839(2)
_cell_measurement_reflns_used    4161
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      23.7920
_cell_measurement_theta_min      2.3571
_cell_volume                     2343.05(8)
_computing_cell_refinement       'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'XS, VERSION 2013/1'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.867
_diffrn_measured_fraction_theta_max 0.899
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0926
_diffrn_reflns_av_unetI/netI     0.1700
_diffrn_reflns_Laue_measured_fraction_full 0.867
_diffrn_reflns_Laue_measured_fraction_max 0.899
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            19851
_diffrn_reflns_point_group_measured_fraction_full 0.867
_diffrn_reflns_point_group_measured_fraction_max 0.899
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.298
_diffrn_reflns_theta_min         2.228
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6879
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       lump
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.124
_refine_diff_density_min         -0.129
_refine_diff_density_rms         0.029
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.777
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         5232
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.777
_refine_ls_R_factor_all          0.1827
_refine_ls_R_factor_gt           0.0480
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0367P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0960
_refine_ls_wR_factor_ref         0.1255
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1723
_reflns_number_total             5232
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ce01490j2.cif
_cod_data_source_block           82_a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 

 Adding full bibliography for 7236906--7236909.cif.

 Adding full bibliography for 7236906--7236909.cif.
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7236907
_shelx_shelxl_version_number     2014/7
_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.
;
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
O1 O -0.02054(19) 0.67188(5) 0.61758(17) 0.0645(5) Uani 1 1 d . .
H1A H 0.0136 0.6487 0.5833 0.097 Uiso 1 1 calc R U
N1 N 0.3237(2) 0.38591(6) 0.1461(2) 0.0533(5) Uani 1 1 d . .
N3 N 0.1340(2) 0.59249(7) 0.6220(2) 0.0550(5) Uani 1 1 d . .
N2 N 0.1990(2) 0.55276(6) 0.5699(2) 0.0542(5) Uani 1 1 d . .
C1 C 0.4055(2) 0.34501(7) 0.2301(2) 0.0434(5) Uani 1 1 d . .
C2 C 0.3684(2) 0.32463(8) 0.3435(2) 0.0511(6) Uani 1 1 d . .
H2B H 0.2895 0.3378 0.3652 0.061 Uiso 1 1 calc R U
C3 C 0.4471(3) 0.28492(8) 0.4251(3) 0.0611(7) Uani 1 1 d . .
H3B H 0.4219 0.2718 0.5022 0.073 Uiso 1 1 calc R U
C4 C 0.5628(3) 0.26461(9) 0.3930(3) 0.0684(7) Uani 1 1 d . .
H4A H 0.6151 0.2375 0.4471 0.082 Uiso 1 1 calc R U
C5 C 0.5999(3) 0.28478(9) 0.2804(3) 0.0630(7) Uani 1 1 d . .
H5A H 0.6781 0.2713 0.2584 0.076 Uiso 1 1 calc R U
C6 C 0.5223(2) 0.32502(8) 0.1991(3) 0.0530(6) Uani 1 1 d . .
H6A H 0.5491 0.3386 0.1234 0.064 Uiso 1 1 calc R U
C7 C 0.2989(2) 0.38930(8) -0.0065(2) 0.0482(6) Uani 1 1 d . .
C8 C 0.2625(3) 0.34690(9) -0.0950(3) 0.0610(7) Uani 1 1 d . .
H8A H 0.2523 0.3159 -0.0544 0.073 Uiso 1 1 calc R U
C9 C 0.2410(3) 0.35031(10) -0.2431(3) 0.0703(8) Uani 1 1 d . .
H9A H 0.2170 0.3214 -0.3011 0.084 Uiso 1 1 calc R U
C10 C 0.2543(3) 0.39534(11) -0.3059(3) 0.0719(8) Uani 1 1 d . .
H10A H 0.2399 0.3973 -0.4058 0.086 Uiso 1 1 calc R U
C11 C 0.2894(3) 0.43762(10) -0.2187(3) 0.0697(8) Uani 1 1 d . .
H11A H 0.2973 0.4686 -0.2605 0.084 Uiso 1 1 calc R U
C12 C 0.3131(3) 0.43483(8) -0.0703(3) 0.0582(7) Uani 1 1 d . .
H12A H 0.3387 0.4638 -0.0126 0.070 Uiso 1 1 calc R U
C13 C 0.2744(3) 0.42519(7) 0.2164(2) 0.0448(5) Uani 1 1 d . .
C14 C 0.1390(2) 0.44741(8) 0.1511(2) 0.0516(6) Uani 1 1 d . .
H14A H 0.0788 0.4366 0.0587 0.062 Uiso 1 1 calc R U
C15 C 0.0926(2) 0.48549(8) 0.2218(2) 0.0515(6) Uani 1 1 d . .
H15A H 0.0021 0.5005 0.1752 0.062 Uiso 1 1 calc R U
C16 C 0.1784(2) 0.50184(7) 0.3612(2) 0.0461(5) Uani 1 1 d . .
C17 C 0.3147(3) 0.47946(8) 0.4251(2) 0.0492(6) Uani 1 1 d . .
H17A H 0.3746 0.4901 0.5177 0.059 Uiso 1 1 calc R U
C18 C 0.3632(3) 0.44203(8) 0.3553(2) 0.0507(6) Uani 1 1 d . .
H18A H 0.4552 0.4278 0.4003 0.061 Uiso 1 1 calc R U
C19 C 0.1274(3) 0.54172(8) 0.4350(3) 0.0517(6) Uani 1 1 d . .
H19A H 0.0424 0.5594 0.3842 0.062 Uiso 1 1 calc R U
C20 C 0.1885(3) 0.59663(8) 0.7624(3) 0.0513(6) Uani 1 1 d . .
H20A H 0.2626 0.5746 0.8146 0.062 Uiso 1 1 calc R U
C21 C 0.1388(2) 0.63439(8) 0.8418(3) 0.0472(6) Uani 1 1 d . .
C22 C 0.0368(3) 0.67043(8) 0.7667(3) 0.0518(6) Uani 1 1 d . .
C23 C -0.0129(3) 0.70794(8) 0.8414(3) 0.0626(7) Uani 1 1 d . .
H23A H -0.0787 0.7324 0.7888 0.075 Uiso 1 1 calc R U
C24 C 0.0354(3) 0.70813(9) 0.9892(3) 0.0679(8) Uani 1 1 d . .
H24A H 0.0012 0.7329 1.0375 0.082 Uiso 1 1 calc R U
C25 C 0.1362(3) 0.67204(9) 1.0737(3) 0.0572(6) Uani 1 1 d . .
C26 C 0.1844(3) 0.67211(10) 1.2297(3) 0.0719(8) Uani 1 1 d . .
H26A H 0.1464 0.6959 1.2774 0.086 Uiso 1 1 calc R U
C27 C 0.2840(4) 0.63841(11) 1.3107(3) 0.0821(9) Uani 1 1 d . .
H27A H 0.3135 0.6388 1.4128 0.099 Uiso 1 1 calc R U
C28 C 0.3420(3) 0.60292(11) 1.2385(3) 0.0806(8) Uani 1 1 d . .
H28A H 0.4123 0.5801 1.2934 0.097 Uiso 1 1 calc R U
C29 C 0.2967(3) 0.60133(9) 1.0888(3) 0.0676(7) Uani 1 1 d . .
H29A H 0.3364 0.5772 1.0438 0.081 Uiso 1 1 calc R U
C30 C 0.1911(3) 0.63533(8) 0.9999(3) 0.0521(6) 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'
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
C22 O1 H1A 109.5
C13 N1 C7 119.43(18)
C13 N1 C1 120.05(18)
C7 N1 C1 120.40(18)
C20 N3 N2 111.7(2)
C19 N2 N3 112.4(2)
C6 C1 C2 119.0(2)
C6 C1 N1 120.6(2)
C2 C1 N1 120.3(2)
C3 C2 C1 120.6(2)
C3 C2 H2B 119.7
C1 C2 H2B 119.7
C4 C3 C2 120.3(2)
C4 C3 H3B 119.8
C2 C3 H3B 119.8
C5 C4 C3 119.2(2)
C5 C4 H4A 120.4
C3 C4 H4A 120.4
C4 C5 C6 120.8(2)
C4 C5 H5A 119.6
C6 C5 H5A 119.6
C1 C6 C5 120.1(2)
C1 C6 H6A 120.0
C5 C6 H6A 120.0
C8 C7 C12 118.3(2)
C8 C7 N1 120.7(2)
C12 C7 N1 120.9(2)
C9 C8 C7 120.4(2)
C9 C8 H8A 119.8
C7 C8 H8A 119.8
C10 C9 C8 121.1(2)
C10 C9 H9A 119.4
C8 C9 H9A 119.4
C9 C10 C11 118.6(2)
C9 C10 H10A 120.7
C11 C10 H10A 120.7
C10 C11 C12 121.0(2)
C10 C11 H11A 119.5
C12 C11 H11A 119.5
C11 C12 C7 120.4(2)
C11 C12 H12A 119.8
C7 C12 H12A 119.8
C14 C13 C18 118.8(2)
C14 C13 N1 121.4(2)
C18 C13 N1 119.8(2)
C15 C14 C13 120.5(2)
C15 C14 H14A 119.7
C13 C14 H14A 119.7
C14 C15 C16 121.3(2)
C14 C15 H15A 119.3
C16 C15 H15A 119.3
C17 C16 C15 117.6(2)
C17 C16 C19 121.7(2)
C15 C16 C19 120.7(2)
C18 C17 C16 121.8(2)
C18 C17 H17A 119.1
C16 C17 H17A 119.1
C17 C18 C13 120.0(2)
C17 C18 H18A 120.0
C13 C18 H18A 120.0
N2 C19 C16 120.5(2)
N2 C19 H19A 119.8
C16 C19 H19A 119.8
N3 C20 C21 122.1(2)
N3 C20 H20A 118.9
C21 C20 H20A 118.9
C22 C21 C30 118.3(2)
C22 C21 C20 120.5(2)
C30 C21 C20 121.2(2)
O1 C22 C21 122.4(2)
O1 C22 C23 116.0(2)
C21 C22 C23 121.7(2)
C24 C23 C22 119.6(2)
C24 C23 H23A 120.2
C22 C23 H23A 120.2
C23 C24 C25 122.2(2)
C23 C24 H24A 118.9
C25 C24 H24A 118.9
C24 C25 C30 118.7(2)
C24 C25 C26 121.7(3)
C30 C25 C26 119.6(3)
C27 C26 C25 121.7(3)
C27 C26 H26A 119.2
C25 C26 H26A 119.2
C26 C27 C28 119.0(3)
C26 C27 H27A 120.5
C28 C27 H27A 120.5
C29 C28 C27 120.9(3)
C29 C28 H28A 119.6
C27 C28 H28A 119.6
C28 C29 C30 122.0(3)
C28 C29 H29A 119.0
C30 C29 H29A 119.0
C29 C30 C25 116.8(2)
C29 C30 C21 123.7(2)
C25 C30 C21 119.5(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C22 1.358(3)
O1 H1A 0.8200
N1 C13 1.414(3)
N1 C7 1.416(3)
N1 C1 1.422(3)
N3 C20 1.283(3)
N3 N2 1.407(2)
N2 C19 1.285(3)
C1 C6 1.378(3)
C1 C2 1.379(3)
C2 C3 1.378(3)
C2 H2B 0.9300
C3 C4 1.377(3)
C3 H3B 0.9300
C4 C5 1.369(3)
C4 H4A 0.9300
C5 C6 1.384(3)
C5 H5A 0.9300
C6 H6A 0.9300
C7 C8 1.382(3)
C7 C12 1.383(3)
C8 C9 1.380(3)
C8 H8A 0.9300
C9 C10 1.364(3)
C9 H9A 0.9300
C10 C11 1.373(3)
C10 H10A 0.9300
C11 C12 1.377(3)
C11 H11A 0.9300
C12 H12A 0.9300
C13 C14 1.382(3)
C13 C18 1.399(3)
C14 C15 1.379(3)
C14 H14A 0.9300
C15 C16 1.390(3)
C15 H15A 0.9300
C16 C17 1.389(3)
C16 C19 1.455(3)
C17 C18 1.371(3)
C17 H17A 0.9300
C18 H18A 0.9300
C19 H19A 0.9300
C20 C21 1.443(3)
C20 H20A 0.9300
C21 C22 1.389(3)
C21 C30 1.438(3)
C22 C23 1.409(3)
C23 C24 1.345(3)
C23 H23A 0.9300
C24 C25 1.412(3)
C24 H24A 0.9300
C25 C30 1.415(3)
C25 C26 1.419(4)
C26 C27 1.352(4)
C26 H26A 0.9300
C27 C28 1.400(4)
C27 H27A 0.9300
C28 C29 1.364(4)
C28 H28A 0.9300
C29 C30 1.413(3)
C29 H29A 0.9300
