#------------------------------------------------------------------------------
#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/22/4502290.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_4502290
loop_
_publ_author_name
'Singh, Devendra'
'Bhattacharyya, Pradip K.'
'Baruah, Jubaraj B.'
_publ_section_title
;
 Structural Studies on Solvates of Cyclic Imide Tethered Carboxylic Acids
 with Pyridine and Quinoline
;
_journal_issue                   1
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              348
_journal_paper_doi               10.1021/cg900938x
_journal_volume                  10
_journal_year                    2010
_chemical_formula_sum            'C50 H36 N4 O8'
_chemical_formula_weight         820.83
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.274(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.4716(3)
_cell_length_b                   20.7861(10)
_cell_length_c                   12.8464(6)
_cell_measurement_reflns_used    2839
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      23.61
_cell_measurement_theta_min      2.53
_cell_volume                     1983.17(16)
_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 0.995
_diffrn_measured_fraction_theta_max 0.995
_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  0.0476
_diffrn_reflns_av_sigmaI/netI    0.0375
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            20241
_diffrn_reflns_theta_full        25.11
_diffrn_reflns_theta_max         25.11
_diffrn_reflns_theta_min         1.87
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Blocks
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.217
_refine_diff_density_min         -0.163
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         3518
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.0799
_refine_ls_R_factor_gt           0.0440
_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)+(0.0549P)²+0.2719P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1005
_refine_ls_wR_factor_ref         0.1178
_reflns_number_gt                2294
_reflns_number_total             3518
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg900938x_si_002.cif
_cod_data_source_block           ntcqin2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_refine_ls_hydrogen_treatment' value 'CONSTR' changed
to 'constr' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1983.17(15)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4502290
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
C2 C 0.2835(3) 0.96415(8) -0.06262(14) 0.0364(5) Uani 1 1 d .
C5 C 0.2689(3) 0.97345(9) 0.12285(14) 0.0439(5) Uani 1 1 d .
H5 H 0.2059 0.9659 0.1802 0.053 Uiso 1 1 calc R
C4 C 0.1956(3) 0.95338(9) 0.02355(15) 0.0431(5) Uani 1 1 d .
H4 H 0.0851 0.9323 0.0159 0.052 Uiso 1 1 calc R
C1 C 0.4620(2) 0.98991(8) -0.05106(13) 0.0332(4) Uani 1 1 d .
C3 C 0.1737(3) 0.95702(10) -0.16717(15) 0.0424(5) Uani 1 1 d .
C6 C 0.4317(3) 1.00395(8) 0.13710(13) 0.0368(5) Uani 1 1 d .
C7 C 0.4766(3) 1.03420(10) 0.24252(15) 0.0428(5) Uani 1 1 d .
O3 O 0.5265(2) 1.09504(7) 0.23547(10) 0.0530(4) Uani 1 1 d .
H3 H 0.5468 1.1104 0.2944 0.079 Uiso 1 1 calc R
O1 O 0.16801(19) 0.99968(7) -0.23193(10) 0.0542(4) Uani 1 1 d .
O4 O 0.4559(2) 1.00693(7) 0.32371(10) 0.0561(4) Uani 1 1 d .
O2 O 0.0784(2) 0.90413(7) -0.17645(11) 0.0576(4) Uani 1 1 d .
H2 H 0.0232 0.9025 -0.2352 0.086 Uiso 1 1 calc R
N2 N 0.0884(2) 0.10805(8) 0.36553(13) 0.0502(5) Uani 1 1 d .
C15 C 0.3866(3) 0.74435(13) 0.66259(19) 0.0648(7) Uani 1 1 d .
H15 H 0.4294 0.7629 0.7264 0.078 Uiso 1 1 calc R
N1 N 0.3792(2) 0.84790(8) 0.58173(13) 0.0492(5) Uani 1 1 d .
C16 C 0.3489(3) 0.78302(10) 0.57369(16) 0.0450(5) Uani 1 1 d .
C11 C 0.2827(3) 0.75449(11) 0.47740(17) 0.0519(6) Uani 1 1 d .
C14 C 0.3481(3) 0.88323(11) 0.49767(19) 0.0612(6) Uani 1 1 d .
H14 H 0.3710 0.9271 0.5036 0.073 Uiso 1 1 calc R
C12 C 0.2499(3) 0.79580(14) 0.38997(18) 0.0688(7) Uani 1 1 d .
H12 H 0.2052 0.7790 0.3252 0.083 Uiso 1 1 calc R
C13 C 0.2827(4) 0.85916(14) 0.39980(19) 0.0716(7) Uani 1 1 d .
H13 H 0.2622 0.8864 0.3423 0.086 Uiso 1 1 calc R
C10 C 0.2559(3) 0.68758(14) 0.4736(3) 0.0769(8) Uani 1 1 d .
H10 H 0.2111 0.6681 0.4109 0.092 Uiso 1 1 calc R
C8 C 0.3608(4) 0.67974(15) 0.6556(3) 0.0854(9) Uani 1 1 d .
H8 H 0.3871 0.6542 0.7147 0.103 Uiso 1 1 calc R
C9 C 0.2950(4) 0.65130(14) 0.5604(3) 0.0918(10) Uani 1 1 d .
H9 H 0.2779 0.6070 0.5568 0.110 Uiso 1 1 calc R
C20 C 0.2073(3) 0.17117(11) 0.51677(16) 0.0517(6) Uani 1 1 d .
C17 C 0.1223(3) 0.05605(11) 0.42138(18) 0.0577(6) Uani 1 1 d .
H17 H 0.0949 0.0165 0.3897 0.069 Uiso 1 1 calc R
C19 C 0.2395(3) 0.11271(13) 0.57265(17) 0.0610(6) Uani 1 1 d .
H19 H 0.2901 0.1135 0.6421 0.073 Uiso 1 1 calc R
C25 C 0.1295(3) 0.16638(10) 0.41153(15) 0.0436(5) Uani 1 1 d .
C24 C 0.0930(3) 0.22305(12) 0.35246(19) 0.0628(6) Uani 1 1 d .
H24 H 0.0411 0.2206 0.2834 0.075 Uiso 1 1 calc R
C18 C 0.1973(3) 0.05636(12) 0.52587(18) 0.0621(6) Uani 1 1 d .
H18 H 0.2176 0.0180 0.5624 0.075 Uiso 1 1 calc R
C21 C 0.2471(3) 0.23162(14) 0.5592(2) 0.0708(7) Uani 1 1 d .
H21 H 0.2989 0.2351 0.6282 0.085 Uiso 1 1 calc R
C22 C 0.2117(4) 0.28493(14) 0.5020(3) 0.0815(8) Uani 1 1 d .
H22 H 0.2390 0.3249 0.5321 0.098 Uiso 1 1 calc R
C23 C 0.1345(4) 0.28168(12) 0.3977(2) 0.0766(8) Uani 1 1 d .
H23 H 0.1114 0.3192 0.3593 0.092 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
C4 C2 C1 120.19(16) . .
C4 C2 C3 116.36(17) . .
C1 C2 C3 122.82(17) . .
C6 C5 C4 121.03(18) . .
C6 C5 H5 119.5 . .
C4 C5 H5 119.5 . .
C2 C4 C5 121.09(18) . .
C2 C4 H4 119.5 . .
C5 C4 H4 119.5 . .
C2 C1 C1 118.4(2) . 3_675
C2 C1 C6 122.79(15) . 3_675
C1 C1 C6 118.8(2) 3_675 3_675
O1 C3 O2 125.03(17) . .
O1 C3 C2 121.01(18) . .
O2 C3 C2 113.77(17) . .
C5 C6 C1 119.84(16) . 3_675
C5 C6 C7 115.09(17) . .
C1 C6 C7 124.83(17) 3_675 .
O4 C7 O3 124.68(18) . .
O4 C7 C6 123.02(19) . .
O3 C7 C6 112.08(17) . .
C7 O3 H3 109.5 . .
C3 O2 H2 109.5 . .
C17 N2 C25 118.35(18) . .
C8 C15 C16 119.9(2) . .
C8 C15 H15 120.0 . .
C16 C15 H15 120.0 . .
C14 N1 C16 118.59(18) . .
N1 C16 C15 119.1(2) . .
N1 C16 C11 121.26(19) . .
C15 C16 C11 119.6(2) . .
C10 C11 C16 118.8(2) . .
C10 C11 C12 124.2(2) . .
C16 C11 C12 117.0(2) . .
N1 C14 C13 123.9(2) . .
N1 C14 H14 118.0 . .
C13 C14 H14 118.0 . .
C13 C12 C11 120.5(2) . .
C13 C12 H12 119.8 . .
C11 C12 H12 119.8 . .
C12 C13 C14 118.7(2) . .
C12 C13 H13 120.7 . .
C14 C13 H13 120.7 . .
C9 C10 C11 120.4(3) . .
C9 C10 H10 119.8 . .
C11 C10 H10 119.8 . .
C15 C8 C9 120.6(3) . .
C15 C8 H8 119.7 . .
C9 C8 H8 119.7 . .
C10 C9 C8 120.6(3) . .
C10 C9 H9 119.7 . .
C8 C9 H9 119.7 . .
C21 C20 C25 119.1(2) . .
C21 C20 C19 124.0(2) . .
C25 C20 C19 116.9(2) . .
N2 C17 C18 123.9(2) . .
N2 C17 H17 118.1 . .
C18 C17 H17 118.1 . .
C18 C19 C20 120.3(2) . .
C18 C19 H19 119.9 . .
C20 C19 H19 119.9 . .
N2 C25 C24 119.08(19) . .
N2 C25 C20 121.59(19) . .
C24 C25 C20 119.3(2) . .
C23 C24 C25 119.5(2) . .
C23 C24 H24 120.3 . .
C25 C24 H24 120.3 . .
C19 C18 C17 119.1(2) . .
C19 C18 H18 120.5 . .
C17 C18 H18 120.5 . .
C22 C21 C20 120.8(3) . .
C22 C21 H21 119.6 . .
C20 C21 H21 119.6 . .
C21 C22 C23 121.4(3) . .
C21 C22 H22 119.3 . .
C23 C22 H22 119.3 . .
C24 C23 C22 119.9(2) . .
C24 C23 H23 120.0 . .
C22 C23 H23 120.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C2 C4 1.366(3) .
C2 C1 1.429(3) .
C2 C3 1.503(3) .
C5 C6 1.367(3) .
C5 C4 1.396(3) .
C5 H5 0.9300 .
C4 H4 0.9300 .
C1 C1 1.434(3) 3_675
C1 C6 1.435(2) 3_675
C3 O1 1.213(2) .
C3 O2 1.308(2) .
C6 C1 1.435(2) 3_675
C6 C7 1.498(3) .
C7 O4 1.212(2) .
C7 O3 1.324(2) .
O3 H3 0.8200 .
O2 H2 0.8200 .
N2 C17 1.307(3) .
N2 C25 1.369(2) .
C15 C8 1.358(4) .
C15 C16 1.400(3) .
C15 H15 0.9300 .
N1 C14 1.306(3) .
N1 C16 1.369(2) .
C16 C11 1.412(3) .
C11 C10 1.405(3) .
C11 C12 1.414(3) .
C14 C13 1.391(3) .
C14 H14 0.9300 .
C12 C13 1.343(3) .
C12 H12 0.9300 .
C13 H13 0.9300 .
C10 C9 1.352(4) .
C10 H10 0.9300 .
C8 C9 1.398(4) .
C8 H8 0.9300 .
C9 H9 0.9300 .
C20 C21 1.389(3) .
C20 C25 1.416(3) .
C20 C19 1.418(3) .
C17 C18 1.397(3) .
C17 H17 0.9300 .
C19 C18 1.338(3) .
C19 H19 0.9300 .
C25 C24 1.412(3) .
C24 C23 1.371(3) .
C24 H24 0.9300 .
C18 H18 0.9300 .
C21 C22 1.340(4) .
C21 H21 0.9300 .
C22 C23 1.401(4) .
C22 H22 0.9300 .
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_4
C1 C2 C4 C5 7.0(3) . .
C3 C2 C4 C5 -164.19(18) . .
C6 C5 C4 C2 -0.7(3) . .
C4 C2 C1 C1 -6.3(3) . 3_675
C3 C2 C1 C1 164.3(2) . 3_675
C4 C2 C1 C6 173.34(17) . 3_675
C3 C2 C1 C6 -16.1(3) . 3_675
C4 C2 C3 O1 127.1(2) . .
C1 C2 C3 O1 -43.8(3) . .
C4 C2 C3 O2 -48.1(2) . .
C1 C2 C3 O2 141.02(18) . .
C4 C5 C6 C1 -6.1(3) . 3_675
C4 C5 C6 C7 168.36(18) . .
C5 C6 C7 O4 45.9(3) . .
C1 C6 C7 O4 -139.9(2) 3_675 .
C5 C6 C7 O3 -128.95(19) . .
C1 C6 C7 O3 45.2(3) 3_675 .
C14 N1 C16 C15 178.2(2) . .
C14 N1 C16 C11 -1.0(3) . .
C8 C15 C16 N1 -178.7(2) . .
C8 C15 C16 C11 0.5(3) . .
N1 C16 C11 C10 179.4(2) . .
C15 C16 C11 C10 0.2(3) . .
N1 C16 C11 C12 0.2(3) . .
C15 C16 C11 C12 -179.0(2) . .
C16 N1 C14 C13 1.1(3) . .
C10 C11 C12 C13 -178.5(2) . .
C16 C11 C12 C13 0.6(3) . .
C11 C12 C13 C14 -0.5(4) . .
N1 C14 C13 C12 -0.3(4) . .
C16 C11 C10 C9 -0.7(3) . .
C12 C11 C10 C9 178.3(2) . .
C16 C15 C8 C9 -0.6(4) . .
C11 C10 C9 C8 0.7(4) . .
C15 C8 C9 C10 0.0(4) . .
C25 N2 C17 C18 0.4(3) . .
C21 C20 C19 C18 -180.0(2) . .
C25 C20 C19 C18 0.2(3) . .
C17 N2 C25 C24 -179.73(19) . .
C17 N2 C25 C20 0.2(3) . .
C21 C20 C25 N2 179.68(19) . .
C19 C20 C25 N2 -0.5(3) . .
C21 C20 C25 C24 -0.4(3) . .
C19 C20 C25 C24 179.41(19) . .
N2 C25 C24 C23 -179.7(2) . .
C20 C25 C24 C23 0.4(3) . .
C20 C19 C18 C17 0.3(3) . .
N2 C17 C18 C19 -0.7(4) . .
C25 C20 C21 C22 0.4(4) . .
C19 C20 C21 C22 -179.5(2) . .
C20 C21 C22 C23 -0.3(4) . .
C25 C24 C23 C22 -0.3(4) . .
C21 C22 C23 C24 0.2(4) . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139144909
