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#$Date: 2025-08-18 18:33:07 +0300 (Mon, 18 Aug 2025) $
#$Revision: 301779 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/38/1543896.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_1543896
loop_
_publ_author_name
'Gupta, Vinod Kumar'
'Singh, Ram Adhar'
_publ_section_title
;
 Aggregation-induced enhanced green light emission from a simple
 donor-π-acceptor (D-π-A) material: a structure-property relationship
 study.
;
_journal_name_full               'Faraday discussions'
_journal_page_first              131
_journal_page_last               142
_journal_paper_doi               10.1039/c6fd00158k
_journal_volume                  196
_journal_year                    2017
_chemical_formula_moiety         CHNO
_chemical_formula_sum            'C11 H10 N2 O2'
_chemical_formula_weight         202.21
_space_group_IT_number           14
_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_creation_method           SHELXL-97
_audit_update_record
;
2016-06-18 deposited with the CCDC.
2016-08-12 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 93.453(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   3.9225(3)
_cell_length_b                   10.7762(9)
_cell_length_c                   23.142(2)
_cell_measurement_reflns_used    862
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.0183
_cell_measurement_theta_min      3.2451
_cell_volume                     976.43(14)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.807
_diffrn_measurement_device_type  'Xcalibur, Eos'
_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  0.0209
_diffrn_reflns_av_sigmaI/netI    0.0439
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            3726
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.08
_diffrn_reflns_theta_min         3.25
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91656
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.186
_refine_diff_density_min         -0.140
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       0.018(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         2119
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0796
_refine_ls_R_factor_gt           0.0466
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0499P)²+0.0475P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1021
_refine_ls_wR_factor_ref         0.1223
_reflns_number_gt                1414
_reflns_number_total             2119
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c6fd00158k2.cif
_cod_data_source_block           skv
_cod_depositor_comments
'Adding full bibliography for 1543895--1543896.cif.'
_cod_database_code               1543896
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O2 O 0.0343(3) 0.83921(12) 0.01244(6) 0.0582(4) Uani 1 1 d .
O1 O 0.7343(3) 0.17742(11) 0.15441(6) 0.0544(4) Uani 1 1 d .
C7 C 0.3341(4) 0.65048(16) 0.07697(7) 0.0398(4) Uani 1 1 d .
H7 H 0.2065 0.6422 0.0420 0.048 Uiso 1 1 calc R
C6 C 0.6297(4) 0.51557(16) 0.15477(7) 0.0415(4) Uani 1 1 d .
H6 H 0.6832 0.5842 0.1779 0.050 Uiso 1 1 calc R
C8 C 0.3702(4) 0.76876(16) 0.09441(7) 0.0385(4) Uani 1 1 d .
C1 C 0.4520(4) 0.53330(16) 0.10109(7) 0.0365(4) Uani 1 1 d .
N2 N 0.2657(4) 0.98486(14) 0.07155(7) 0.0583(5) Uani 1 1 d .
H2B H 0.1762 1.0439 0.0508 0.070 Uiso 1 1 calc R
H2A H 0.3907 1.0017 0.1024 0.070 Uiso 1 1 calc R
C2 C 0.3789(4) 0.42733(17) 0.06799(7) 0.0437(4) Uani 1 1 d .
H2 H 0.2587 0.4358 0.0323 0.052 Uiso 1 1 calc R
C4 C 0.6516(4) 0.29681(16) 0.13965(7) 0.0392(4) Uani 1 1 d .
C3 C 0.4781(5) 0.31158(17) 0.08617(8) 0.0464(5) Uani 1 1 d .
H3 H 0.4293 0.2429 0.0627 0.056 Uiso 1 1 calc R
N1 N 0.6993(5) 0.84178(17) 0.18777(8) 0.0678(6) Uani 1 1 d .
C10 C 0.2112(4) 0.86809(17) 0.05614(8) 0.0418(4) Uani 1 1 d .
C5 C 0.7276(4) 0.39958(17) 0.17431(7) 0.0427(4) Uani 1 1 d .
H5 H 0.8432 0.3901 0.2103 0.051 Uiso 1 1 calc R
C9 C 0.5541(5) 0.80680(16) 0.14650(8) 0.0447(4) Uani 1 1 d .
C11 C 0.9129(5) 0.15572(18) 0.20876(9) 0.0571(6) Uani 1 1 d .
H11C H 1.1234 0.2014 0.2107 0.086 Uiso 1 1 calc R
H11A H 0.9609 0.0687 0.2130 0.086 Uiso 1 1 calc R
H11B H 0.7750 0.1824 0.2393 0.086 Uiso 1 1 calc R
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
C4 O1 C11 118.25(14)
C8 C7 C1 133.49(16)
C8 C7 H7 113.3
C1 C7 H7 113.3
C5 C6 C1 121.97(16)
C5 C6 H6 119.0
C1 C6 H6 119.0
C7 C8 C9 124.44(16)
C7 C8 C10 117.86(15)
C9 C8 C10 117.68(15)
C2 C1 C6 116.76(15)
C2 C1 C7 116.92(15)
C6 C1 C7 126.32(16)
C10 N2 H2B 120.0
C10 N2 H2A 120.0
H2B N2 H2A 120.0
C3 C2 C1 122.22(15)
C3 C2 H2 118.9
C1 C2 H2 118.9
O1 C4 C3 115.36(16)
O1 C4 C5 124.57(15)
C3 C4 C5 120.07(16)
C2 C3 C4 119.72(17)
C2 C3 H3 120.1
C4 C3 H3 120.1
O2 C10 N2 122.42(17)
O2 C10 C8 119.87(16)
N2 C10 C8 117.71(15)
C6 C5 C4 119.25(15)
C6 C5 H5 120.4
C4 C5 H5 120.4
N1 C9 C8 177.48(19)
O1 C11 H11C 109.5
O1 C11 H11A 109.5
H11C C11 H11A 109.5
O1 C11 H11B 109.5
H11C C11 H11B 109.5
H11A C11 H11B 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O2 C10 1.2314(19)
O1 C4 1.365(2)
O1 C11 1.422(2)
C7 C8 1.342(2)
C7 C1 1.445(2)
C7 H7 0.9300
C6 C5 1.376(2)
C6 C1 1.401(2)
C6 H6 0.9300
C8 C9 1.427(2)
C8 C10 1.501(2)
C1 C2 1.395(2)
N2 C10 1.322(2)
N2 H2B 0.8600
N2 H2A 0.8600
C2 C3 1.365(2)
C2 H2 0.9300
C4 C3 1.385(2)
C4 C5 1.389(2)
C3 H3 0.9300
N1 C9 1.146(2)
C5 H5 0.9300
C11 H11C 0.9600
C11 H11A 0.9600
C11 H11B 0.9600
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
C1 C7 C8 C9 0.0(3)
C1 C7 C8 C10 178.97(16)
C5 C6 C1 C2 -0.2(2)
C5 C6 C1 C7 179.14(15)
C8 C7 C1 C2 -176.24(17)
C8 C7 C1 C6 4.4(3)
C6 C1 C2 C3 -0.8(2)
C7 C1 C2 C3 179.80(15)
C11 O1 C4 C3 179.96(15)
C11 O1 C4 C5 -0.5(3)
C1 C2 C3 C4 1.3(3)
O1 C4 C3 C2 178.86(15)
C5 C4 C3 C2 -0.7(3)
C7 C8 C10 O2 5.0(2)
C9 C8 C10 O2 -175.97(17)
C7 C8 C10 N2 -175.72(16)
C9 C8 C10 N2 3.3(2)
C1 C6 C5 C4 0.7(3)
O1 C4 C5 C6 -179.78(16)
C3 C4 C5 C6 -0.2(2)
C7 C8 C9 N1 177(100)
C10 C8 C9 N1 -2(5)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 720193
