#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/75/2017556.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2017556
loop_
_publ_author_name
'Thanigaimani, Kaliyaperumal'
'Muthiah, Packianathan Thomas'
_publ_section_title
;
 Hydrogen-bonded supramolecular motifs in pyrimethaminium
 4-methylbenzoate, pyrimethaminium 3-hydroxypicolinate and
 pyrimethaminium 2,4-dichlorobenzoate
;
_journal_coeditor_code           GA3142
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o104
_journal_page_last               o108
_journal_paper_doi               10.1107/S0108270110002337
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C12 H14 Cl N4 + , C8 H7 O2 -'
_chemical_formula_moiety         'C12 H14 Cl N4 + , C8 H7 O2 -'
_chemical_formula_sum            'C20 H21 Cl N4 O2'
_chemical_formula_weight         384.86
_chemical_name_common            'Pyrimethaminium 4-methylbenzoate'
_chemical_name_systematic
;
2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidin-1-ium 4-methylbenzoate
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 119.0800(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   17.1373(3)
_cell_length_b                   16.4776(3)
_cell_length_c                   16.6127(3)
_cell_measurement_reflns_used    3398
_cell_measurement_temperature    293
_cell_measurement_theta_max      24.5
_cell_measurement_theta_min      1.8
_cell_volume                     4099.77(13)
_computing_cell_refinement       'SAINT (Bruker, 2008)'
_computing_data_collection       'APEX2 (Bruker, 2008)'
_computing_data_reduction        'SAINT (Bruker, 2008)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART APEXII CCD area-detector'
_diffrn_measurement_method       'φ and ω 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  0.0384
_diffrn_reflns_av_sigmaI/netI    0.0186
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            32486
_diffrn_reflns_reduction_process
;
;
_diffrn_reflns_theta_full        24.50
_diffrn_reflns_theta_max         24.50
_diffrn_reflns_theta_min         1.84
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.208
_exptl_absorpt_correction_T_max  0.975
_exptl_absorpt_correction_T_min  0.970
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1616
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.422
_refine_diff_density_min         -0.390
_refine_ls_extinction_coef       0.0027(4)
_refine_ls_extinction_expression
'Fc^*^ = kFc[1+0.001Fc²λ³/sin(2θ)]^-1/4^'
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         3398
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0678
_refine_ls_R_factor_gt           0.0469
_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)+(0.0658P)²+3.2788P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1264
_refine_ls_wR_factor_ref         0.1443
_reflns_number_gt                2474
_reflns_number_total             3398
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ga3142.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2017556
_cod_database_fobs_code          2017556
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,y,1/2-z
3 -x,-y,-z
4 x,-y,1/2+z
5 1/2+x,1/2+y,z
6 1/2-x,1/2+y,1/2-z
7 1/2-x,1/2-y,-z
8 1/2+x,1/2-y,1/2+z
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
Cl Cl1 0.30822(8) 0.39451(7) 0.04367(7) 0.1284(5) Uani . . 1.000
N N1 0.48427(13) 0.14845(13) 0.52582(12) 0.0611(7) Uani . . 1.000
N N2 0.44626(15) 0.11987(15) 0.63640(14) 0.0813(9) Uani . . 1.000
N N3 0.35105(12) 0.19873(12) 0.51388(12) 0.0528(6) Uani . . 1.000
N N4 0.26177(13) 0.28077(13) 0.39515(13) 0.0667(8) Uani . . 1.000
C C2 0.42561(15) 0.15605(15) 0.55722(15) 0.0554(8) Uani . . 1.000
C C4 0.33485(14) 0.23610(14) 0.43547(15) 0.0506(7) Uani . . 1.000
C C5 0.39374(15) 0.22935(14) 0.39751(15) 0.0534(8) Uani . . 1.000
C C6 0.46936(15) 0.18496(15) 0.44614(15) 0.0576(8) Uani . . 1.000
C C7 0.54004(18) 0.17130(18) 0.41872(19) 0.0742(10) Uani . . 1.000
C C8 0.5349(3) 0.0906(3) 0.3791(3) 0.1290(19) Uani . . 1.000
C C9 0.37267(15) 0.27061(15) 0.30981(16) 0.0564(8) Uani . . 1.000
C C10 0.41131(18) 0.34358(17) 0.30932(19) 0.0703(10) Uani . . 1.000
C C11 0.3911(2) 0.38150(18) 0.2270(2) 0.0799(11) Uani . . 1.000
C C12 0.3324(2) 0.3462(2) 0.1463(2) 0.0776(11) Uani . . 1.000
C C13 0.2929(2) 0.2741(2) 0.1443(2) 0.0900(11) Uani . . 1.000
C C14 0.3130(2) 0.23686(18) 0.22632(18) 0.0759(10) Uani . . 1.000
O O1 0.64302(12) 0.09524(12) 0.75217(12) 0.0764(7) Uani . . 1.000
O O2 0.61921(13) 0.05308(13) 0.61543(13) 0.0884(8) Uani . . 1.000
C C15 0.74092(15) -0.00252(15) 0.74470(16) 0.0580(8) Uani . . 1.000
C C16 0.76369(17) -0.04889(16) 0.68968(19) 0.0667(9) Uani . . 1.000
C C17 0.8389(2) -0.09686(19) 0.7290(3) 0.0904(14) Uani . . 1.000
C C18 0.8935(2) -0.0998(2) 0.8236(3) 0.1095(16) Uani . . 1.000
C C19 0.8693(2) -0.0547(3) 0.8768(2) 0.1027(14) Uani . . 1.000
C C20 0.79429(17) -0.00652(19) 0.83934(18) 0.0764(10) Uani . . 1.000
C C21 0.66182(16) 0.05275(16) 0.70211(16) 0.0591(8) Uani . . 1.000
C C22 0.9769(3) -0.1533(4) 0.8658(4) 0.192(3) Uani . . 1.000
H H1 0.53190 0.12010 0.55650 0.0730 Uiso calc R 1.000
H H2A 0.41120 0.12410 0.65960 0.0980 Uiso calc R 1.000
H H2B 0.49470 0.09210 0.66460 0.0980 Uiso calc R 1.000
H H4A 0.22750 0.28470 0.41930 0.0800 Uiso calc R 1.000
H H4B 0.24850 0.30590 0.34470 0.0800 Uiso calc R 1.000
H H7A 0.53400 0.21220 0.37400 0.0890 Uiso calc R 1.000
H H7B 0.59840 0.17790 0.47250 0.0890 Uiso calc R 1.000
H H8A 0.53850 0.04980 0.42210 0.1930 Uiso calc R 1.000
H H8B 0.58350 0.08390 0.36640 0.1930 Uiso calc R 1.000
H H8C 0.47930 0.08530 0.32300 0.1930 Uiso calc R 1.000
H H10 0.45140 0.36780 0.36480 0.0840 Uiso calc R 1.000
H H11 0.41770 0.43070 0.22710 0.0960 Uiso calc R 1.000
H H13 0.25290 0.25040 0.08850 0.1080 Uiso calc R 1.000
H H14 0.28570 0.18780 0.22540 0.0910 Uiso calc R 1.000
H H16 0.72800 -0.04760 0.62600 0.0800 Uiso calc R 1.000
H H17 0.85340 -0.12790 0.69130 0.1090 Uiso calc R 1.000
H H19 0.90470 -0.05660 0.94050 0.1230 Uiso calc R 1.000
H H20 0.77950 0.02330 0.87750 0.0910 Uiso calc R 1.000
H H22A 0.96980 -0.19640 0.82390 0.2880 Uiso calc R 1.000
H H22B 0.98530 -0.17580 0.92270 0.2880 Uiso calc R 1.000
H H22C 1.02810 -0.12120 0.87720 0.2880 Uiso calc R 1.000
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0106 0.0060 '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'
Cl Cl 0.1484 0.1585 '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'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 N1 C6 . . . 120.9(2) no
C2 N3 C4 . . . 117.5(2) no
C2 N1 H1 . . . 120.00 no
C6 N1 H1 . . . 119.00 no
C2 N2 H2A . . . 120.00 no
C2 N2 H2B . . . 120.00 no
H2A N2 H2B . . . 120.00 no
H4A N4 H4B . . . 120.00 no
C4 N4 H4A . . . 120.00 no
C4 N4 H4B . . . 120.00 no
N1 C2 N3 . . . 123.0(2) no
N2 C2 N3 . . . 120.0(3) no
N1 C2 N2 . . . 117.0(2) no
N3 C4 N4 . . . 116.5(2) no
N3 C4 C5 . . . 122.3(2) no
N4 C4 C5 . . . 121.2(2) no
C4 C5 C6 . . . 116.9(2) no
C4 C5 C9 . . . 120.7(2) no
C6 C5 C9 . . . 122.4(2) no
N1 C6 C5 . . . 119.3(2) no
N1 C6 C7 . . . 115.5(2) no
C5 C6 C7 . . . 125.2(2) no
C6 C7 C8 . . . 113.0(3) no
C5 C9 C10 . . . 121.2(2) no
C5 C9 C14 . . . 120.7(2) no
C10 C9 C14 . . . 118.1(2) no
C9 C10 C11 . . . 120.7(3) no
C10 C11 C12 . . . 119.5(3) no
Cl1 C12 C11 . . . 118.8(3) no
Cl1 C12 C13 . . . 119.8(2) no
C11 C12 C13 . . . 121.4(3) no
C12 C13 C14 . . . 118.9(3) no
C9 C14 C13 . . . 121.5(3) no
C6 C7 H7A . . . 109.00 no
C6 C7 H7B . . . 109.00 no
C8 C7 H7A . . . 109.00 no
C8 C7 H7B . . . 109.00 no
H7A C7 H7B . . . 108.00 no
C7 C8 H8A . . . 109.00 no
C7 C8 H8B . . . 109.00 no
C7 C8 H8C . . . 109.00 no
H8A C8 H8B . . . 110.00 no
H8A C8 H8C . . . 109.00 no
H8B C8 H8C . . . 110.00 no
C9 C10 H10 . . . 120.00 no
C11 C10 H10 . . . 120.00 no
C10 C11 H11 . . . 120.00 no
C12 C11 H11 . . . 120.00 no
C12 C13 H13 . . . 121.00 no
C14 C13 H13 . . . 121.00 no
C9 C14 H14 . . . 119.00 no
C13 C14 H14 . . . 119.00 no
C16 C15 C20 . . . 118.7(3) no
C16 C15 C21 . . . 120.4(2) no
C20 C15 C21 . . . 120.9(2) no
C15 C16 C17 . . . 120.2(3) no
C16 C17 C18 . . . 121.3(3) no
C17 C18 C19 . . . 117.7(4) no
C17 C18 C22 . . . 120.4(4) no
C19 C18 C22 . . . 121.9(4) no
C18 C19 C20 . . . 122.2(3) no
C15 C20 C19 . . . 119.9(3) no
O1 C21 O2 . . . 124.6(3) no
O1 C21 C15 . . . 119.8(2) no
O2 C21 C15 . . . 115.6(2) no
C15 C16 H16 . . . 120.00 no
C17 C16 H16 . . . 120.00 no
C16 C17 H17 . . . 119.00 no
C18 C17 H17 . . . 119.00 no
C18 C19 H19 . . . 119.00 no
C20 C19 H19 . . . 119.00 no
C15 C20 H20 . . . 120.00 no
C19 C20 H20 . . . 120.00 no
C18 C22 H22A . . . 109.00 no
C18 C22 H22B . . . 110.00 no
C18 C22 H22C . . . 109.00 no
H22A C22 H22B . . . 110.00 no
H22A C22 H22C . . . 109.00 no
H22B C22 H22C . . . 109.00 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cl1 C12 . . 1.739(3) no
O1 C21 . . 1.243(3) no
O2 C21 . . 1.259(3) no
N1 C6 . . 1.360(3) no
N1 C2 . . 1.345(4) no
N2 C2 . . 1.326(3) no
N3 C4 . . 1.342(3) no
N3 C2 . . 1.323(3) no
N4 C4 . . 1.320(3) no
N1 H1 . . 0.8600 no
N2 H2B . . 0.8600 no
N2 H2A . . 0.8600 no
N4 H4A . . 0.8600 no
N4 H4B . . 0.8600 no
C4 C5 . . 1.431(4) no
C5 C9 . . 1.485(3) no
C5 C6 . . 1.360(4) no
C6 C7 . . 1.504(4) no
C7 C8 . . 1.467(6) no
C9 C14 . . 1.378(4) no
C9 C10 . . 1.375(4) no
C10 C11 . . 1.386(4) no
C11 C12 . . 1.355(4) no
C12 C13 . . 1.360(5) no
C13 C14 . . 1.377(4) no
C7 H7B . . 0.9700 no
C7 H7A . . 0.9700 no
C8 H8C . . 0.9600 no
C8 H8A . . 0.9600 no
C8 H8B . . 0.9600 no
C10 H10 . . 0.9300 no
C11 H11 . . 0.9300 no
C13 H13 . . 0.9300 no
C14 H14 . . 0.9300 no
C15 C16 . . 1.385(4) no
C15 C20 . . 1.384(4) no
C15 C21 . . 1.495(4) no
C16 C17 . . 1.376(5) no
C17 C18 . . 1.385(6) no
C18 C19 . . 1.364(6) no
C18 C22 . . 1.529(7) no
C19 C20 . . 1.376(5) no
C16 H16 . . 0.9300 no
C17 H17 . . 0.9300 no
C19 H19 . . 0.9300 no
C20 H20 . . 0.9300 no
C22 H22A . . 0.9600 no
C22 H22B . . 0.9600 no
C22 H22C . . 0.9600 no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
Cl1 C19 3.507(4) . 5_454 no
Cl1 H19 3.0100 . 5_454 no
Cl1 H13 3.0600 . 7_555 no
O1 N4 3.043(3) . 8_555 no
O1 N2 2.988(3) . . no
O1 N2 2.947(3) . 2_656 no
O2 N1 2.586(3) . . no
O1 H2B 2.2300 . . no
O1 H20 2.5400 . . no
O1 H2A 2.1400 . 2_656 no
O1 H4B 2.3600 . 8_555 no
O1 H1 2.8900 . . no
O2 H1 1.7300 . . no
O2 H16 2.4400 . . no
O2 H2B 2.7100 . . no
O2 H8A 2.8100 . . no
N1 O2 2.586(3) . . no
N1 C21 3.415(3) . . no
N2 O1 2.947(3) . 2_656 no
N2 O1 2.988(3) . . no
N2 N2 3.299(3) . 2_656 no
N3 N4 2.996(3) . 7_556 no
N4 N3 2.996(3) . 7_556 no
N4 O1 3.043(3) . 8_454 no
N4 C14 3.399(4) . . no
N1 H8A 2.8300 . . no
N3 H4A 2.1400 . 7_556 no
C2 C22 3.496(7) . 6_656 no
C7 C10 3.512(4) . . no
C10 C7 3.512(4) . . no
C10 C20 3.529(4) . 8_454 no
C11 C16 3.383(4) . 8_454 no
C11 C11 3.427(5) . 2_655 no
C11 C15 3.380(4) . 8_454 no
C14 N4 3.399(4) . . no
C15 C11 3.380(4) . 8_555 no
C16 C11 3.383(4) . 8_555 no
C19 Cl1 3.507(4) . 5_546 no
C20 C10 3.529(4) . 8_555 no
C21 N1 3.415(3) . . no
C22 C2 3.496(7) . 6_646 no
C2 H22A 3.1000 . 6_656 no
C2 H4A 3.0000 . 7_556 no
C4 H4A 3.1000 . 7_556 no
C6 H22B 2.9900 . 6_656 no
C8 H1 3.0100 . . no
C8 H2B 3.0800 . 3_656 no
C9 H7A 2.6200 . . no
C9 H4B 2.5300 . . no
C10 H7A 2.8400 . . no
C11 H11 3.0900 . 2_655 no
C14 H4B 2.9100 . . no
C16 H14 3.0200 . 3_656 no
C16 H11 3.0900 . 8_555 no
C17 H11 3.0600 . 8_555 no
C17 H14 2.9900 . 3_656 no
C21 H1 2.6100 . . no
C21 H2B 2.7000 . . no
H1 O1 2.8900 . . no
H1 O2 1.7300 . . no
H1 C8 3.0100 . . no
H1 H2B 2.2300 . . no
H1 H7B 2.3900 . . no
H1 H8A 2.5700 . . no
H1 C21 2.6100 . . no
H2A H4A 2.5700 . 7_556 no
H2A O1 2.1400 . 2_656 no
H2B O1 2.2300 . . no
H2B H1 2.2300 . . no
H2B C8 3.0800 . 3_656 no
H2B O2 2.7100 . . no
H2B C21 2.7000 . . no
H4A N3 2.1400 . 7_556 no
H4A H2A 2.5700 . 7_556 no
H4A C2 3.0000 . 7_556 no
H4A C4 3.1000 . 7_556 no
H4B C14 2.9100 . . no
H4B O1 2.3600 . 8_454 no
H4B C9 2.5300 . . no
H7A C9 2.6200 . . no
H7A C10 2.8400 . . no
H7B H1 2.3900 . . no
H8A O2 2.8100 . . no
H8A H1 2.5700 . . no
H8A N1 2.8300 . . no
H11 C16 3.0900 . 8_454 no
H11 C17 3.0600 . 8_454 no
H11 H11 2.5400 . 2_655 no
H11 C11 3.0900 . 2_655 no
H13 Cl1 3.0600 . 7_555 no
H14 C16 3.0200 . 3_656 no
H14 C17 2.9900 . 3_656 no
H16 O2 2.4400 . . no
H17 H22A 2.4200 . . no
H19 H22B 2.5000 . . no
H19 Cl1 3.0100 . 5_546 no
H20 O1 2.5400 . . no
H22A H17 2.4200 . . no
H22A C2 3.1000 . 6_646 no
H22B H19 2.5000 . . no
H22B C6 2.9900 . 6_646 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1 O2 . 0.8600 1.7300 2.586(3) 173.00 yes
N2 H2A O1 2_656 0.8600 2.1400 2.947(3) 157.00 yes
N2 H2B O1 . 0.8600 2.2300 2.988(3) 147.00 yes
N4 H4A N3 7_556 0.8600 2.1400 2.996(3) 176.00 yes
N4 H4B O1 8_454 0.8600 2.3600 3.043(3) 136.00 yes
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 N1 C2 N2 . . . . -178.6(2) no
C6 N1 C2 N3 . . . . -0.1(4) no
C2 N1 C6 C5 . . . . -0.4(4) no
C2 N1 C6 C7 . . . . -179.8(2) no
C4 N3 C2 N1 . . . . -0.5(3) no
C4 N3 C2 N2 . . . . 178.0(2) no
C2 N3 C4 N4 . . . . -177.6(2) no
C2 N3 C4 C5 . . . . 1.6(3) no
N3 C4 C5 C6 . . . . -2.0(3) no
N3 C4 C5 C9 . . . . 179.0(2) no
N4 C4 C5 C6 . . . . 177.1(2) no
N4 C4 C5 C9 . . . . -1.9(3) no
C4 C5 C6 N1 . . . . 1.3(3) no
C4 C5 C6 C7 . . . . -179.3(2) no
C9 C5 C6 N1 . . . . -179.7(2) no
C9 C5 C6 C7 . . . . -0.4(4) no
C4 C5 C9 C10 . . . . 99.0(3) no
C4 C5 C9 C14 . . . . -80.5(3) no
C6 C5 C9 C10 . . . . -79.9(3) no
C6 C5 C9 C14 . . . . 100.6(3) no
N1 C6 C7 C8 . . . . 76.8(3) no
C5 C6 C7 C8 . . . . -102.6(3) no
C5 C9 C10 C11 . . . . -180.0(3) no
C14 C9 C10 C11 . . . . -0.5(5) no
C5 C9 C14 C13 . . . . -179.8(3) no
C10 C9 C14 C13 . . . . 0.7(5) no
C9 C10 C11 C12 . . . . 0.2(5) no
C10 C11 C12 Cl1 . . . . -179.7(3) no
C10 C11 C12 C13 . . . . -0.1(6) no
Cl1 C12 C13 C14 . . . . 180.0(3) no
C11 C12 C13 C14 . . . . 0.4(6) no
C12 C13 C14 C9 . . . . -0.7(5) no
C20 C15 C16 C17 . . . . -1.0(4) no
C21 C15 C16 C17 . . . . 177.0(3) no
C16 C15 C20 C19 . . . . 1.3(5) no
C21 C15 C20 C19 . . . . -176.7(3) no
C16 C15 C21 O1 . . . . -178.6(3) no
C16 C15 C21 O2 . . . . 0.4(4) no
C20 C15 C21 O1 . . . . -0.7(4) no
C20 C15 C21 O2 . . . . 178.3(3) no
C15 C16 C17 C18 . . . . -0.3(5) no
C16 C17 C18 C19 . . . . 1.3(6) no
C16 C17 C18 C22 . . . . -179.8(4) no
C17 C18 C19 C20 . . . . -1.0(6) no
C22 C18 C19 C20 . . . . -179.9(4) no
C18 C19 C20 C15 . . . . -0.3(6) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30654219
