#------------------------------------------------------------------------------
#$Date: 2024-05-05 06:53:01 +0300 (Sun, 05 May 2024) $
#$Revision: 291680 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/30/7063097.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_7063097
loop_
_publ_author_name
'Ali, Irshad'
'Dwivedi, Bhupendra Kumar'
'Singh, Vishwa Deepak'
'Pandey, Daya Shankar'
_publ_section_title
;
 Intermolecular hydrogen bonding-assisted aggregation induced emission in
 quinolone--quinazoline conjugates and their potential use in
 acidochromism
;
_journal_issue                   15
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              6943
_journal_page_last               6953
_journal_paper_doi               10.1039/D3NJ05832H
_journal_volume                  48
_journal_year                    2024
_chemical_formula_moiety         'C24 H17 N3 O'
_chemical_formula_sum            'C24 H17 N3 O'
_chemical_formula_weight         363.422
_chemical_name_systematic        Me
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_atom_sites_solution_primary     iterative
_audit_creation_date             2023-01-29
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-01-29 deposited with the CCDC.	2024-03-11 downloaded from the CCDC.
;
_cell_angle_alpha                104.428(2)
_cell_angle_beta                 100.592(2)
_cell_angle_gamma                106.453(2)
_cell_formula_units_Z            2
_cell_length_a                   8.8230(2)
_cell_length_b                   9.2762(2)
_cell_length_c                   12.4666(3)
_cell_measurement_reflns_used    9374
_cell_measurement_temperature    293.00
_cell_measurement_theta_max      27.59
_cell_measurement_theta_min      2.474
_cell_volume                     911.44(4)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      293.00
_diffrn_measured_fraction_theta_full 0.9922
_diffrn_measured_fraction_theta_max 0.9922
_diffrn_measurement_device_type
'CrysAlisPro 1.171.42.63a (Rigaku Oxford Diffraction, 2022)'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0575
_diffrn_reflns_av_unetI/netI     0.0440
_diffrn_reflns_Laue_measured_fraction_full 0.9922
_diffrn_reflns_Laue_measured_fraction_max 0.9922
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            31491
_diffrn_reflns_point_group_measured_fraction_full 0.9922
_diffrn_reflns_point_group_measured_fraction_max 0.9922
_diffrn_reflns_theta_full        24.9948
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.49
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  27.5
_exptl_absorpt_correction_T_min  2.4
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   R
_exptl_crystal_colour            'metallic light colourless'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_description       block
_exptl_crystal_F_000             380.228
_exptl_crystal_preparation       MeOH
_exptl_crystal_recrystallization_method MeOH
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.2279
_refine_diff_density_min         -0.3090
_refine_diff_density_rms         0.0606
_refine_ls_d_res_high            0.8410
_refine_ls_d_res_low             8.1759
_refine_ls_goodness_of_fit_ref   1.1552
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    30
_refine_ls_number_parameters     258
_refine_ls_number_reflns         3191
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.1552
_refine_ls_R_factor_all          0.0736
_refine_ls_R_factor_gt           0.0487
_refine_ls_shift/su_max          0.0009
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0688P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1179
_refine_ls_wR_factor_ref         0.1480
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              10
_reflns_limit_k_min              -11
_reflns_limit_l_max              14
_reflns_limit_l_min              0
_reflns_number_gt                2226
_reflns_number_total             3191
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d3nj05832h2.cif
_cod_data_source_block           ME-PARA_autored
_cod_depositor_comments
'Adding full bibliography for 7063095--7063097.cif.'
_cod_database_code               7063097
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C7(H7), C4(H4), C3(H3), C16(H16), C21(H21), C20(H20), C19(H19),
 C18(H18), C24(H24), C17(H17), C22(H22), C23(H23)
2.b Idealised Me refined as rotating group:
 C1(H1a,H1b,H1c)
;
_olex2_exptl_crystal_mounting_method loop
_olex2_submission_original_sample_id A
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-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_refinement_flags_posn
O1 O 0.80362(16) 0.43291(15) 0.89410(11) 0.0532(4) Uani 1.000000 .
N2 N 0.58631(18) 0.40665(17) 0.64157(13) 0.0404(4) Uani 1.000000 .
N1 N 1.0142(2) 0.66543(19) 0.94198(14) 0.0407(4) Uani 1.000000 .
N3 N 0.4715(2) 0.55630(19) 0.76785(13) 0.0456(4) Uani 1.000000 .
C11 C 0.5950(2) 0.5233(2) 0.73651(15) 0.0380(5) Uani 1.000000 .
C9 C 0.7652(2) 0.6265(2) 0.80733(15) 0.0374(5) Uani 1.000000 .
C5 C 1.0872(2) 0.8141(2) 0.93424(15) 0.0373(5) Uani 1.000000 .
C6 C 0.9967(2) 0.8719(2) 0.86168(15) 0.0393(5) Uani 1.000000 .
C14 C 0.4390(2) 0.3194(2) 0.57010(15) 0.0387(5) Uani 1.000000 .
C8 C 0.8315(2) 0.7727(2) 0.80043(15) 0.0413(5) Uani 1.000000 .
H8 H 0.7674(2) 0.8102(2) 0.75416(15) 0.0496(6) Uiso 1.000000 R
C13 C 0.2955(2) 0.3508(2) 0.58989(16) 0.0396(5) Uani 1.000000 .
C10 C 0.8586(2) 0.5653(2) 0.88217(15) 0.0403(5) Uani 1.000000 .
C15 C 0.4347(2) 0.1911(2) 0.46976(15) 0.0400(5) Uani 1.000000 .
C12 C 0.3193(2) 0.4709(2) 0.69361(17) 0.0436(5) Uani 1.000000 .
C7 C 1.0720(3) 1.0223(2) 0.85372(16) 0.0463(5) Uani 1.000000 .
H7 H 1.0123(3) 1.0609(2) 0.80550(16) 0.0555(6) Uiso 1.000000 R
C2 C 1.2315(3) 1.1147(2) 0.91499(17) 0.0472(5) Uani 1.000000 .
C4 C 1.2478(2) 0.9064(2) 0.99681(17) 0.0469(5) Uani 1.000000 .
H4 H 1.3084(2) 0.8683(2) 1.04486(17) 0.0563(6) Uiso 1.000000 R
C3 C 1.3174(3) 1.0536(2) 0.98807(18) 0.0508(6) Uani 1.000000 .
H3 H 1.4246(3) 1.1148(2) 1.03176(18) 0.0610(7) Uiso 1.000000 R
C16 C 0.5564(3) 0.2217(2) 0.41244(16) 0.0489(5) Uani 1.000000 .
H16 H 0.6358(3) 0.3223(2) 0.43590(16) 0.0587(7) Uiso 1.000000 R
C21 C 0.1363(3) 0.2771(3) 0.51264(18) 0.0538(6) Uani 1.000000 .
H21 H 0.1189(3) 0.2003(3) 0.44308(18) 0.0646(7) Uiso 1.000000 R
C20 C 0.3197(3) 0.0387(2) 0.43350(17) 0.0501(6) Uani 1.000000 .
H20 H 0.2378(3) 0.0163(2) 0.47062(17) 0.0601(7) Uiso 1.000000 R
C19 C 0.3247(3) -0.0789(3) 0.34422(19) 0.0596(6) Uani 1.000000 .
H19 H 0.2470(3) -0.1803(3) 0.32144(19) 0.0715(8) Uiso 1.000000 R
C18 C 0.4441(3) -0.0474(3) 0.28844(18) 0.0660(7) Uani 1.000000 .
H18 H 0.4477(3) -0.1279(3) 0.22821(18) 0.0793(8) Uiso 1.000000 R
C24 C 0.1832(3) 0.5079(3) 0.7192(2) 0.0598(6) Uani 1.000000 .
H24 H 0.1972(3) 0.5843(3) 0.7882(2) 0.0717(8) Uiso 1.000000 R
C17 C 0.5591(3) 0.1029(3) 0.32094(17) 0.0619(6) Uani 1.000000 .
H17 H 0.6382(3) 0.1243(3) 0.28146(17) 0.0743(8) Uiso 1.000000 R
C22 C 0.0084(3) 0.3181(3) 0.5395(2) 0.0644(7) Uani 1.000000 .
H22 H -0.0958(3) 0.2692(3) 0.4880(2) 0.0773(8) Uiso 1.000000 R
C1 C 1.3131(3) 1.2755(3) 0.9062(2) 0.0678(7) Uani 1.000000 .
H1a H 1.3851(14) 1.2678(4) 0.8575(11) 0.1017(10) Uiso 1.000000 GR
H1b H 1.2309(3) 1.3135(8) 0.8739(12) 0.1017(10) Uiso 1.000000 GR
H1c H 1.3755(15) 1.3478(5) 0.9815(3) 0.1017(10) Uiso 1.000000 GR
C23 C 0.0317(3) 0.4327(3) 0.6435(2) 0.0673(7) Uani 1.000000 .
H23 H -0.0575(3) 0.4578(3) 0.6613(2) 0.0808(8) Uiso 1.000000 R
H1 H 1.070(3) 0.633(2) 0.9907(18) 0.065(7) Uiso 1.000000 .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.25080 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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
_geom_angle_publ_flag
C14 N2 C11 117.68(16) . . ?
C10 N1 C5 125.33(18) . . ?
H1 N1 C5 118.4(14) . . ?
H1 N1 C10 116.3(14) . . ?
C12 N3 C11 116.17(16) . . ?
N3 C11 N2 126.92(17) . . ?
C9 C11 N2 114.84(16) . . ?
C9 C11 N3 118.17(16) . . ?
C8 C9 C11 120.37(16) . . ?
C10 C9 C11 118.78(17) . . ?
C10 C9 C8 120.84(17) . . ?
C6 C5 N1 119.12(17) . . ?
C4 C5 N1 121.25(17) . . ?
C4 C5 C6 119.62(18) . . ?
C8 C6 C5 117.24(17) . . ?
C7 C6 C5 118.78(18) . . ?
C7 C6 C8 123.98(18) . . ?
C13 C14 N2 120.96(17) . . ?
C15 C14 N2 115.93(16) . . ?
C15 C14 C13 123.10(17) . . ?
C6 C8 C9 122.23(18) . . ?
H8 C8 C9 118.89(11) . . ?
H8 C8 C6 118.89(11) . . ?
C12 C13 C14 116.06(17) . . ?
C21 C13 C14 125.26(17) . . ?
C21 C13 C12 118.62(17) . . ?
N1 C10 O1 120.80(18) . . ?
C9 C10 O1 124.02(18) . . ?
C9 C10 N1 115.17(18) . . ?
C16 C15 C14 118.77(17) . . ?
C20 C15 C14 122.87(18) . . ?
C20 C15 C16 118.27(17) . . ?
C13 C12 N3 121.98(17) . . ?
C24 C12 N3 118.70(18) . . ?
C24 C12 C13 119.27(19) . . ?
H7 C7 C6 118.95(11) . . ?
C2 C7 C6 122.09(19) . . ?
C2 C7 H7 118.95(12) . . ?
C3 C2 C7 117.43(19) . . ?
C1 C2 C7 122.3(2) . . ?
C1 C2 C3 120.3(2) . . ?
H4 C4 C5 119.89(11) . . ?
C3 C4 C5 120.23(19) . . ?
C3 C4 H4 119.89(12) . . ?
C4 C3 C2 121.83(19) . . ?
H3 C3 C2 119.09(12) . . ?
H3 C3 C4 119.09(12) . . ?
H16 C16 C15 119.90(11) . . ?
C17 C16 C15 120.2(2) . . ?
C17 C16 H16 119.90(14) . . ?
H21 C21 C13 119.84(11) . . ?
C22 C21 C13 120.32(19) . . ?
C22 C21 H21 119.84(13) . . ?
H20 C20 C15 119.39(12) . . ?
C19 C20 C15 121.2(2) . . ?
C19 C20 H20 119.39(14) . . ?
H19 C19 C20 120.00(14) . . ?
C18 C19 C20 120.0(2) . . ?
C18 C19 H19 120.00(14) . . ?
H18 C18 C19 119.76(14) . . ?
C17 C18 C19 120.5(2) . . ?
C17 C18 H18 119.76(14) . . ?
H24 C24 C12 119.86(13) . . ?
C23 C24 C12 120.3(2) . . ?
C23 C24 H24 119.86(13) . . ?
C18 C17 C16 119.8(2) . . ?
H17 C17 C16 120.10(14) . . ?
H17 C17 C18 120.10(14) . . ?
H22 C22 C21 119.62(13) . . ?
C23 C22 C21 120.8(2) . . ?
C23 C22 H22 119.62(13) . . ?
H1a C1 C2 109.5 . . ?
H1b C1 C2 109.5 . . ?
H1b C1 H1a 109.5 . . ?
H1c C1 C2 109.5 . . ?
H1c C1 H1a 109.5 . . ?
H1c C1 H1b 109.5 . . ?
C22 C23 C24 120.7(2) . . ?
H23 C23 C24 119.65(13) . . ?
H23 C23 C22 119.65(13) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C10 1.243(2) . ?
N2 C11 1.363(2) . ?
N2 C14 1.325(2) . ?
N1 C5 1.383(2) . ?
N1 C10 1.364(2) . ?
N1 H1 0.88(2) . ?
N3 C11 1.311(2) . ?
N3 C12 1.365(2) . ?
C11 C9 1.493(2) . ?
C9 C8 1.347(2) . ?
C9 C10 1.456(3) . ?
C5 C6 1.401(3) . ?
C5 C4 1.387(2) . ?
C6 C8 1.426(3) . ?
C6 C7 1.403(2) . ?
C14 C13 1.427(3) . ?
C14 C15 1.482(3) . ?
C8 H8 0.9300 . ?
C13 C12 1.417(3) . ?
C13 C21 1.414(3) . ?
C15 C16 1.398(3) . ?
C15 C20 1.390(3) . ?
C12 C24 1.408(3) . ?
C7 H7 0.9300 . ?
C7 C2 1.376(3) . ?
C2 C3 1.404(3) . ?
C2 C1 1.502(3) . ?
C4 H4 0.9300 . ?
C4 C3 1.370(3) . ?
C3 H3 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.384(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.360(3) . ?
C20 H20 0.9300 . ?
C20 C19 1.368(3) . ?
C19 H19 0.9300 . ?
C19 C18 1.369(3) . ?
C18 H18 0.9300 . ?
C18 C17 1.380(3) . ?
C24 H24 0.9300 . ?
C24 C23 1.358(3) . ?
C17 H17 0.9300 . ?
C22 H22 0.9300 . ?
C22 C23 1.394(3) . ?
C1 H1a 0.9600 . ?
C1 H1b 0.9600 . ?
C1 H1c 0.9600 . ?
C23 H23 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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C10 N1 C5 179.45(16) . . . . ?
O1 C10 C9 C11 -2.4(2) . . . . ?
O1 C10 C9 C8 178.58(18) . . . . ?
N2 C11 N3 C12 -4.3(2) . . . . ?
N2 C11 C9 C8 102.36(17) . . . . ?
N2 C11 C9 C10 -76.63(17) . . . . ?
N2 C14 C13 C12 -4.6(2) . . . . ?
N2 C14 C13 C21 172.39(17) . . . . ?
N2 C14 C15 C16 -40.91(18) . . . . ?
N2 C14 C15 C20 135.69(16) . . . . ?
N1 C5 C6 C8 0.74(18) . . . . ?
N1 C5 C6 C7 -179.58(16) . . . . ?
N1 C5 C4 C3 -179.77(17) . . . . ?
N1 C10 C9 C11 178.60(15) . . . . ?
N1 C10 C9 C8 -0.38(19) . . . . ?
N3 C11 C9 C8 -74.93(18) . . . . ?
N3 C11 C9 C10 106.08(17) . . . . ?
N3 C12 C13 C14 2.7(2) . . . . ?
N3 C12 C13 C21 -174.50(19) . . . . ?
N3 C12 C24 C23 175.6(2) . . . . ?
C11 C9 C8 C6 -176.50(16) . . . . ?
C9 C8 C6 C5 -2.6(2) . . . . ?
C9 C8 C6 C7 177.71(17) . . . . ?
C5 C6 C7 C2 -0.11(19) . . . . ?
C5 C4 C3 C2 -1.2(2) . . . . ?
C6 C7 C2 C3 -0.8(2) . . . . ?
C6 C7 C2 C1 179.60(18) . . . . ?
C14 C13 C12 C24 -179.79(18) . . . . ?
C14 C13 C21 C22 -178.9(2) . . . . ?
C14 C15 C16 C17 177.80(17) . . . . ?
C14 C15 C20 C19 -176.54(18) . . . . ?
C13 C12 C24 C23 -2.0(2) . . . . ?
C13 C21 C22 C23 -0.2(2) . . . . ?
C15 C16 C17 C18 -1.9(2) . . . . ?
C15 C20 C19 C18 -0.3(2) . . . . ?
C12 C24 C23 C22 -0.1(3) . . . . ?
C7 C2 C3 C4 1.5(2) . . . . ?
C16 C17 C18 C19 1.7(2) . . . . ?
C21 C22 C23 C24 1.3(3) . . . . ?
C20 C19 C18 C17 -0.5(2) . . . . ?
