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#$Date: 2025-08-23 02:36:08 +0300 (Sat, 23 Aug 2025) $
#$Revision: 301880 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/27/8102799.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_8102799
loop_
_publ_author_name
'Shi-Wen Huang'
'Jin-Sheng Cheng'
'Hai-Feng Lu'
'Xian-Hong Yin'
'Hu-Jun Hao'
'Yan-Ci Huang'
_publ_section_title
;
 Crystal structure of 2-(pyridinium-2-yl)quinoline-4-carboxylic acid
 nitrate, C15H11N3O5
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              555
_journal_volume                  225
_journal_year                    2010
_chemical_formula_sum            'C15 H11 N3 O5'
_chemical_formula_weight         313.27
_chemical_name_systematic
; 
2-(pyridin-2-yl)quinoline-4-carboxylate nitrate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                102.495(4)
_cell_angle_beta                 105.999(4)
_cell_angle_gamma                93.297(3)
_cell_formula_units_Z            2
_cell_length_a                   7.352(2)
_cell_length_b                   8.537(3)
_cell_length_c                   11.213(2)
_cell_measurement_reflns_used    101
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      17.36
_cell_measurement_theta_min      2.75
_cell_volume                     655.3(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_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      296(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0403
_diffrn_reflns_av_sigmaI/netI    0.0970
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            3920
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.95
_exptl_absorpt_coefficient_mu    0.122
_exptl_absorpt_correction_T_max  0.9760
_exptl_absorpt_correction_T_min  0.9573
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.588
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle-like
_exptl_crystal_F_000             324
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.271
_refine_diff_density_min         -0.448
_refine_diff_density_rms         0.129
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.859
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         2280
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.859
_refine_ls_R_factor_all          0.0733
_refine_ls_R_factor_gt           0.0493
_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)+(0.0924P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1264
_refine_ls_wR_factor_ref         0.1634
_reflns_number_gt                1279
_reflns_number_total             2280
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-3110.cff
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               8102799
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.2323(4) 0.4521(3) 0.0029(2) 0.0347(7) Uani 1 1 d . . .
O2 O 0.7461(4) 0.6743(3) 0.4242(2) 0.0523(8) Uani 1 1 d . . .
C10 C 0.2955(5) 0.6039(4) 0.0189(3) 0.0312(8) Uani 1 1 d . . .
O1 O 0.6119(4) 0.8860(2) 0.37005(19) 0.0470(7) Uani 1 1 d . . .
H1 H 0.6911 0.9364 0.4365 0.070 Uiso 1 1 calc R . .
C3 C 0.4226(4) 0.4665(4) 0.2223(3) 0.0306(8) Uani 1 1 d . . .
N3 N 0.8648(4) 0.1823(3) 0.6393(2) 0.0420(8) Uani 1 1 d . . .
C8 C 0.2933(5) 0.3822(4) 0.1028(3) 0.0324(8) Uani 1 1 d . . .
N2 N 0.1044(4) 0.5683(3) -0.1998(2) 0.0325(7) Uani 1 1 d . . .
H2 H 0.0740 0.4711 -0.1960 0.039 Uiso 1 1 calc R . .
O4 O 0.7757(4) 0.2696(3) 0.5769(2) 0.0567(8) Uani 1 1 d . . .
C9 C 0.4214(5) 0.6985(4) 0.1336(3) 0.0341(8) Uani 1 1 d . . .
H9 H 0.4603 0.8066 0.1407 0.041 Uiso 1 1 calc R . .
C11 C 0.2249(5) 0.6705(4) -0.0947(3) 0.0327(8) Uani 1 1 d . . .
C2 C 0.4863(4) 0.6307(4) 0.2346(3) 0.0299(8) Uani 1 1 d . . .
O5 O 0.8501(4) 0.0349(3) 0.5935(2) 0.0650(9) Uani 1 1 d . . .
C1 C 0.6282(5) 0.7309(4) 0.3539(3) 0.0357(8) Uani 1 1 d . . .
C12 C 0.2689(5) 0.8254(4) -0.1018(3) 0.0369(9) Uani 1 1 d . . .
H12 H 0.3502 0.8992 -0.0308 0.044 Uiso 1 1 calc R . .
C7 C 0.2193(5) 0.2198(4) 0.0842(3) 0.0377(8) Uani 1 1 d . . .
H7 H 0.1351 0.1649 0.0057 0.045 Uiso 1 1 calc R . .
O3 O 0.9722(4) 0.2383(3) 0.7504(2) 0.0578(8) Uani 1 1 d . . .
C6 C 0.2709(5) 0.1435(4) 0.1804(3) 0.0398(9) Uani 1 1 d . . .
H6 H 0.2214 0.0365 0.1680 0.048 Uiso 1 1 calc R . .
C15 C 0.0307(5) 0.6106(4) -0.3088(3) 0.0371(9) Uani 1 1 d . . .
H15 H -0.0502 0.5352 -0.3788 0.045 Uiso 1 1 calc R . .
C4 C 0.4724(5) 0.3816(4) 0.3195(3) 0.0368(8) Uani 1 1 d . . .
H4 H 0.5568 0.4335 0.3988 0.044 Uiso 1 1 calc R . .
C5 C 0.3989(5) 0.2259(4) 0.2987(3) 0.0424(9) Uani 1 1 d . . .
H5A H 0.4337 0.1724 0.3639 0.051 Uiso 1 1 calc R . .
C14 C 0.0732(5) 0.7634(4) -0.3183(3) 0.0410(9) Uani 1 1 d . . .
H14 H 0.0218 0.7936 -0.3944 0.049 Uiso 1 1 calc R . .
C13 C 0.1937(5) 0.8731(4) -0.2133(3) 0.0418(9) Uani 1 1 d . . .
H13 H 0.2240 0.9786 -0.2176 0.050 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 N1 C8 118.0(3) . . ?
N1 C10 C9 123.6(3) . . ?
N1 C10 C11 114.8(3) . . ?
C9 C10 C11 121.6(3) . . ?
C4 C3 C2 125.6(3) . . ?
C4 C3 C8 117.6(3) . . ?
C2 C3 C8 116.7(3) . . ?
O4 N3 O5 120.6(3) . . ?
O4 N3 O3 121.4(3) . . ?
O5 N3 O3 118.0(3) . . ?
N1 C8 C7 116.9(3) . . ?
N1 C8 C3 122.9(3) . . ?
C7 C8 C3 120.2(3) . . ?
C15 N2 C11 123.2(3) . . ?
C2 C9 C10 119.5(3) . . ?
N2 C11 C12 117.6(3) . . ?
N2 C11 C10 116.5(3) . . ?
C12 C11 C10 125.9(3) . . ?
C9 C2 C3 119.3(3) . . ?
C9 C2 C1 118.8(3) . . ?
C3 C2 C1 121.9(3) . . ?
O2 C1 O1 124.5(3) . . ?
O2 C1 C2 123.0(3) . . ?
O1 C1 C2 112.5(3) . . ?
C11 C12 C13 120.5(3) . . ?
C6 C7 C8 120.1(3) . . ?
C7 C6 C5 120.0(3) . . ?
N2 C15 C14 120.3(3) . . ?
C5 C4 C3 120.8(3) . . ?
C4 C5 C6 121.3(3) . . ?
C15 C14 C13 118.9(3) . . ?
C12 C13 C14 119.6(3) . . ?
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
N1 C10 1.308(4) . ?
N1 C8 1.363(4) . ?
O2 C1 1.202(4) . ?
C10 C9 1.404(4) . ?
C10 C11 1.483(4) . ?
O1 C1 1.314(4) . ?
C3 C4 1.415(4) . ?
C3 C2 1.417(4) . ?
C3 C8 1.420(4) . ?
N3 O4 1.226(3) . ?
N3 O5 1.238(3) . ?
N3 O3 1.249(3) . ?
C8 C7 1.409(4) . ?
N2 C15 1.329(4) . ?
N2 C11 1.351(4) . ?
C9 C2 1.365(4) . ?
C11 C12 1.368(4) . ?
C2 C1 1.498(4) . ?
C12 C13 1.378(4) . ?
C7 C6 1.356(4) . ?
C6 C5 1.404(4) . ?
C15 C14 1.357(4) . ?
C4 C5 1.351(4) . ?
C14 C13 1.379(4) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139207312
