#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:36:20 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180345 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/14/7201415.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_7201415
loop_
_publ_author_name
'Singh, Devendra'
'Baruah, Jubaraj B.'
_publ_section_title
;
 Different solvates of two isomeric dicarboxylic acids with pyridine
 and quinoline
;
_journal_issue                   12
_journal_name_full               CrystEngComm
_journal_page_first              2688
_journal_paper_doi               10.1039/b911084d
_journal_volume                  11
_journal_year                    2009
_chemical_formula_sum            'C48 H34 N6 O8'
_chemical_formula_weight         822.81
_chemical_name_systematic
;
?
;
_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                116.061(6)
_cell_angle_beta                 95.775(6)
_cell_angle_gamma                107.994(4)
_cell_formula_units_Z            1
_cell_length_a                   8.7635(6)
_cell_length_b                   11.8723(9)
_cell_length_c                   12.1962(14)
_cell_measurement_reflns_used    3148
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      0.00
_cell_measurement_theta_min      0.00
_cell_volume                     1041.85(18)
_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 0.948
_diffrn_measured_fraction_theta_max 0.948
_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  0.0253
_diffrn_reflns_av_sigmaI/netI    0.0245
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11332
_diffrn_reflns_theta_full        24.50
_diffrn_reflns_theta_max         24.50
_diffrn_reflns_theta_min         1.93
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             430
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         3292
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0855
_refine_ls_R_factor_gt           0.0588
_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)+(0.0840P)²+0.3642P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1627
_refine_ls_wR_factor_ref         0.1837
_reflns_number_gt                2183
_reflns_number_total             3292
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b911084d.txt
_cod_data_source_block           ndana
_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 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        1041.85(16)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7201415
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
C7 C 0.1382(3) 0.1055(3) 0.2534(2) 0.0602(7) Uani 1 1 d . . .
C2 C -0.0076(3) -0.0059(3) 0.1685(2) 0.0609(7) Uani 1 1 d . . .
C1 C -0.0432(4) -0.1452(3) 0.1499(3) 0.0689(8) Uani 1 1 d . . .
C4 C -0.0881(5) 0.1438(5) 0.1152(3) 0.0873(10) Uani 1 1 d . . .
H4 H -0.1643 0.1567 0.0679 0.105 Uiso 1 1 calc R . .
C3 C -0.1208(4) 0.0160(4) 0.0996(3) 0.0742(9) Uani 1 1 d . . .
H3 H -0.2193 -0.0565 0.0426 0.089 Uiso 1 1 calc R . .
C6 C 0.1695(4) 0.2337(3) 0.2697(3) 0.0782(9) Uani 1 1 d . . .
H6 H 0.2667 0.3074 0.3277 0.094 Uiso 1 1 calc R . .
C5 C 0.0555(5) 0.2524(4) 0.1995(4) 0.0920(10) Uani 1 1 d . . .
H5 H 0.0763 0.3385 0.2095 0.110 Uiso 1 1 calc R . .
C11 C 0.4801(3) 0.0112(3) 0.3518(2) 0.0545(6) Uani 1 1 d . . .
C9 C 0.3273(3) 0.0609(3) 0.5144(2) 0.0553(6) Uani 1 1 d . . .
C8 C 0.2247(3) 0.0994(3) 0.4447(2) 0.0619(7) Uani 1 1 d . . .
C12 C 0.3777(3) 0.0479(3) 0.2796(2) 0.0590(7) Uani 1 1 d . . .
N1 N 0.2561(2) 0.0890(2) 0.33085(19) 0.0581(6) Uani 1 1 d . . .
O3 O 0.3950(2) 0.0422(2) 0.17939(18) 0.0748(6) Uani 1 1 d . . .
O4 O 0.1162(3) 0.1369(2) 0.4815(2) 0.0864(7) Uani 1 1 d . . .
C13 C 0.3016(3) 0.0664(3) 0.6258(2) 0.0662(8) Uani 1 1 d . . .
H13 H 0.2194 0.0944 0.6568 0.079 Uiso 1 1 calc R . .
C14 C 0.6025(3) -0.0304(3) 0.3074(2) 0.0666(8) Uani 1 1 d . . .
H14 H 0.6213 -0.0346 0.2323 0.080 Uiso 1 1 calc R . .
C10 C 0.4514(3) 0.0181(2) 0.4660(2) 0.0500(6) Uani 1 1 d . . .
O1 O -0.2024(3) -0.2240(3) 0.0991(3) 0.1055(8) Uani 1 1 d . . .
H1 H -0.2191 -0.2973 0.0961 0.158 Uiso 1 1 calc R . .
O2 O 0.0589(3) -0.1822(2) 0.1784(3) 0.1021(8) Uani 1 1 d . . .
N2 N 0.7155(4) 0.5427(3) 0.0969(3) 0.0997(9) Uani 1 1 d . . .
C21 C 0.1599(12) 0.6785(6) 0.3669(10) 0.186(4) Uani 1 1 d . . .
H21 H 0.1019 0.7015 0.3175 0.223 Uiso 1 1 calc R . .
N3 N 0.3719(5) 0.6077(4) 0.4086(6) 0.1417(15) Uani 1 1 d . . .
C24 C 0.3268(7) 0.6102(5) 0.5053(6) 0.1244(15) Uani 1 1 d . . .
H24 H 0.3843 0.5858 0.5537 0.149 Uiso 1 1 calc R . .
C15 C 0.6276(8) 0.5238(6) 0.1705(5) 0.1450(19) Uani 1 1 d . . .
H15 H 0.6070 0.5965 0.2286 0.174 Uiso 1 1 calc R . .
C17 C 0.5967(7) 0.2966(6) 0.0822(9) 0.142(2) Uani 1 1 d . . .
H17 H 0.5549 0.2110 0.0756 0.171 Uiso 1 1 calc R . .
C20 C 0.2951(11) 0.6391(7) 0.3389(5) 0.153(2) Uani 1 1 d . . .
H20 H 0.3285 0.6362 0.2680 0.184 Uiso 1 1 calc R . .
C19 C 0.7463(6) 0.4422(7) 0.0202(5) 0.1210(15) Uani 1 1 d . . .
H19 H 0.8121 0.4559 -0.0317 0.145 Uiso 1 1 calc R . .
C18 C 0.6893(9) 0.3191(7) 0.0102(5) 0.141(2) Uani 1 1 d . . .
H18 H 0.7152 0.2497 -0.0476 0.169 Uiso 1 1 calc R . .
C22 C 0.1230(7) 0.6791(6) 0.4756(10) 0.169(3) Uani 1 1 d . . .
H22 H 0.0374 0.7047 0.5024 0.203 Uiso 1 1 calc R . .
C23 C 0.2078(8) 0.6439(6) 0.5402(6) 0.149(2) Uani 1 1 d . . .
H23 H 0.1811 0.6435 0.6120 0.178 Uiso 1 1 calc R . .
C16 C 0.5632(7) 0.4005(9) 0.1665(7) 0.168(2) Uani 1 1 d . . .
H16 H 0.4987 0.3887 0.2197 0.201 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
C6 C7 C2 121.2(3) . . ?
C6 C7 N1 118.7(3) . . ?
C2 C7 N1 120.0(2) . . ?
C7 C2 C3 118.0(3) . . ?
C7 C2 C1 121.8(2) . . ?
C3 C2 C1 120.2(3) . . ?
O2 C1 O1 123.1(3) . . ?
O2 C1 C2 125.1(3) . . ?
O1 C1 C2 111.9(3) . . ?
C5 C4 C3 120.7(3) . . ?
C4 C3 C2 120.6(3) . . ?
C7 C6 C5 119.6(3) . . ?
C4 C5 C6 119.9(3) . . ?
C14 C11 C10 120.0(2) . . ?
C14 C11 C12 120.1(2) . . ?
C10 C11 C12 119.9(2) . . ?
C13 C9 C10 120.2(2) . . ?
C13 C9 C8 120.0(2) . . ?
C10 C9 C8 119.8(2) . . ?
O4 C8 N1 120.4(2) . . ?
O4 C8 C9 122.8(2) . . ?
N1 C8 C9 116.8(2) . . ?
O3 C12 N1 120.4(2) . . ?
O3 C12 C11 123.0(2) . . ?
N1 C12 C11 116.6(2) . . ?
C12 N1 C8 125.5(2) . . ?
C12 N1 C7 117.7(2) . . ?
C8 N1 C7 116.2(2) . . ?
C9 C13 C14 120.7(2) . 2_656 ?
C11 C14 C13 120.5(2) . 2_656 ?
C11 C10 C10 119.6(3) . 2_656 ?
C11 C10 C9 121.4(2) . . ?
C10 C10 C9 119.0(3) 2_656 . ?
C19 N2 C15 117.6(4) . . ?
C22 C21 C20 113.4(6) . . ?
C24 N3 C20 119.9(6) . . ?
N3 C24 C23 124.2(6) . . ?
N2 C15 C16 122.5(5) . . ?
C18 C17 C16 118.7(5) . . ?
N3 C20 C21 121.7(6) . . ?
N2 C19 C18 123.9(5) . . ?
C17 C18 C19 119.6(5) . . ?
C23 C22 C21 120.5(6) . . ?
C24 C23 C22 120.4(7) . . ?
C17 C16 C15 117.6(5) . . ?
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
C7 C6 1.378(4) . ?
C7 C2 1.392(4) . ?
C7 N1 1.446(3) . ?
C2 C3 1.393(4) . ?
C2 C1 1.490(4) . ?
C1 O2 1.196(4) . ?
C1 O1 1.310(4) . ?
C4 C5 1.369(5) . ?
C4 C3 1.374(5) . ?
C6 C5 1.382(4) . ?
C11 C14 1.378(3) . ?
C11 C10 1.411(3) . ?
C11 C12 1.480(4) . ?
C9 C13 1.377(3) . ?
C9 C10 1.413(3) . ?
C9 C8 1.476(4) . ?
C8 O4 1.215(3) . ?
C8 N1 1.403(3) . ?
C12 O3 1.221(3) . ?
C12 N1 1.397(3) . ?
C13 C14 1.393(4) 2_656 ?
C14 C13 1.393(4) 2_656 ?
C10 C10 1.413(5) 2_656 ?
N2 C19 1.280(6) . ?
N2 C15 1.288(5) . ?
C21 C22 1.393(10) . ?
C21 C20 1.421(10) . ?
N3 C24 1.273(6) . ?
N3 C20 1.279(8) . ?
C24 C23 1.276(7) . ?
C15 C16 1.373(8) . ?
C17 C18 1.310(8) . ?
C17 C16 1.355(9) . ?
C19 C18 1.334(8) . ?
C22 C23 1.308(9) . ?
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
C6 C7 C2 C3 0.5(4) . . . . ?
N1 C7 C2 C3 177.4(2) . . . . ?
C6 C7 C2 C1 -180.0(3) . . . . ?
N1 C7 C2 C1 -3.0(4) . . . . ?
C7 C2 C1 O2 -19.0(4) . . . . ?
C3 C2 C1 O2 160.5(3) . . . . ?
C7 C2 C1 O1 160.2(3) . . . . ?
C3 C2 C1 O1 -20.3(4) . . . . ?
C5 C4 C3 C2 -0.6(5) . . . . ?
C7 C2 C3 C4 0.3(4) . . . . ?
C1 C2 C3 C4 -179.3(3) . . . . ?
C2 C7 C6 C5 -0.9(4) . . . . ?
N1 C7 C6 C5 -177.9(3) . . . . ?
C3 C4 C5 C6 0.2(5) . . . . ?
C7 C6 C5 C4 0.6(5) . . . . ?
C13 C9 C8 O4 0.2(4) . . . . ?
C10 C9 C8 O4 180.0(3) . . . . ?
C13 C9 C8 N1 -178.9(2) . . . . ?
C10 C9 C8 N1 0.8(4) . . . . ?
C14 C11 C12 O3 0.6(4) . . . . ?
C10 C11 C12 O3 -179.0(2) . . . . ?
C14 C11 C12 N1 180.0(2) . . . . ?
C10 C11 C12 N1 0.3(4) . . . . ?
O3 C12 N1 C8 180.0(2) . . . . ?
C11 C12 N1 C8 0.6(4) . . . . ?
O3 C12 N1 C7 8.5(4) . . . . ?
C11 C12 N1 C7 -170.9(2) . . . . ?
O4 C8 N1 C12 179.6(3) . . . . ?
C9 C8 N1 C12 -1.2(4) . . . . ?
O4 C8 N1 C7 -8.8(4) . . . . ?
C9 C8 N1 C7 170.4(2) . . . . ?
C6 C7 N1 C12 -95.7(3) . . . . ?
C2 C7 N1 C12 87.3(3) . . . . ?
C6 C7 N1 C8 92.0(3) . . . . ?
C2 C7 N1 C8 -85.0(3) . . . . ?
C10 C9 C13 C14 0.2(4) . . . 2_656 ?
C8 C9 C13 C14 180.0(3) . . . 2_656 ?
C10 C11 C14 C13 0.2(4) . . . 2_656 ?
C12 C11 C14 C13 -179.4(3) . . . 2_656 ?
C14 C11 C10 C10 -0.2(4) . . . 2_656 ?
C12 C11 C10 C10 179.5(3) . . . 2_656 ?
C14 C11 C10 C9 179.7(2) . . . . ?
C12 C11 C10 C9 -0.6(4) . . . . ?
C13 C9 C10 C11 179.8(2) . . . . ?
C8 C9 C10 C11 0.0(4) . . . . ?
C13 C9 C10 C10 -0.3(4) . . . 2_656 ?
C8 C9 C10 C10 180.0(3) . . . 2_656 ?
C20 N3 C24 C23 -0.7(8) . . . . ?
C19 N2 C15 C16 -1.9(8) . . . . ?
C24 N3 C20 C21 0.6(8) . . . . ?
C22 C21 C20 N3 0.2(9) . . . . ?
C15 N2 C19 C18 1.6(7) . . . . ?
C16 C17 C18 C19 -0.8(9) . . . . ?
N2 C19 C18 C17 -0.3(8) . . . . ?
C20 C21 C22 C23 -0.9(9) . . . . ?
N3 C24 C23 C22 0.0(9) . . . . ?
C21 C22 C23 C24 0.9(10) . . . . ?
C18 C17 C16 C15 0.6(9) . . . . ?
N2 C15 C16 C17 0.8(10) . . . . ?
