#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/75/2017558.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_2017558
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 + , C7 H3 Cl2 O2 -'
_chemical_formula_moiety         'C12 H14 Cl N4 + , C7 H3 Cl2 O2 -'
_chemical_formula_sum            'C19 H17 Cl3 N4 O2'
_chemical_formula_weight         439.72
_chemical_name_common            'Pyrimethaminium 2,4-dichlorobenzoate'
_chemical_name_systematic
;
2,4-diamino-(4-chlorophenyl)-6-ethylpyrimidinium 2,4-dichlorobenzoate
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   14.3808(2)
_cell_length_b                   12.6799(2)
_cell_length_c                   22.4021(3)
_cell_measurement_reflns_used    5639
_cell_measurement_temperature    293
_cell_measurement_theta_max      29.4
_cell_measurement_theta_min      1.8
_cell_volume                     4084.96(10)
_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 APEX II 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  0.0331
_diffrn_reflns_av_sigmaI/netI    0.0282
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            26496
_diffrn_reflns_reduction_process
;
;
_diffrn_reflns_theta_full        29.42
_diffrn_reflns_theta_max         29.42
_diffrn_reflns_theta_min         1.82
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.471
_exptl_absorpt_correction_T_max  0.912
_exptl_absorpt_correction_T_min  0.891
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1808
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.478
_refine_diff_density_min         -0.514
_refine_ls_extinction_coef       0.0016(3)
_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   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         5639
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.0714
_refine_ls_R_factor_gt           0.0424
_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)+(0.0442P)²+1.8433P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1004
_refine_ls_wR_factor_ref         0.1181
_reflns_number_gt                3791
_reflns_number_total             5639
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ga3142.cif
_cod_data_source_block           III
_cod_database_code               2017558
_cod_database_fobs_code          2017558
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2-x,-y,1/2+z
3 1/2+x,1/2-y,-z
4 -x,1/2+y,1/2-z
5 -x,-y,-z
6 1/2+x,y,1/2-z
7 1/2-x,1/2+y,z
8 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 1.16200(5) 0.33814(6) 0.20424(3) 0.0878(3) Uani . . 1.000
N N1 0.83136(10) 0.58234(10) 0.46549(6) 0.0349(4) Uani . . 1.000
N N2 0.80363(11) 0.73723(12) 0.51484(7) 0.0462(5) Uani . . 1.000
N N3 0.92006(10) 0.73383(11) 0.44467(6) 0.0386(4) Uani . . 1.000
N N4 1.03918(11) 0.72461(12) 0.37804(7) 0.0504(5) Uani . . 1.000
C C2 0.85241(11) 0.68540(13) 0.47439(7) 0.0348(5) Uani . . 1.000
C C4 0.96752(12) 0.67725(13) 0.40467(8) 0.0371(5) Uani . . 1.000
C C5 0.94500(11) 0.57010(13) 0.39029(7) 0.0354(5) Uani . . 1.000
C C6 0.87640(11) 0.52406(12) 0.42301(7) 0.0331(5) Uani . . 1.000
C C7 0.84999(12) 0.40996(13) 0.41939(8) 0.0394(5) Uani . . 1.000
C C8 0.90786(17) 0.34450(17) 0.46207(11) 0.0662(8) Uani . . 1.000
C C9 0.99831(12) 0.51108(13) 0.34432(7) 0.0372(5) Uani . . 1.000
C C10 1.08977(13) 0.48089(15) 0.35500(9) 0.0484(6) Uani . . 1.000
C C11 1.14047(14) 0.42735(16) 0.31203(10) 0.0547(7) Uani . . 1.000
C C12 1.09873(15) 0.40420(15) 0.25855(9) 0.0514(7) Uani . . 1.000
C C13 1.00845(15) 0.43143(16) 0.24713(8) 0.0521(6) Uani . . 1.000
C C14 0.95886(13) 0.48576(15) 0.28998(8) 0.0448(6) Uani . . 1.000
Cl Cl2 0.69947(4) 0.35207(5) 0.65836(3) 0.0674(2) Uani . . 1.000
Cl Cl3 0.33345(6) 0.32074(7) 0.69141(5) 0.1177(4) Uani . . 1.000
O O1 0.70611(9) 0.46896(10) 0.53099(6) 0.0513(4) Uani . . 1.000
O O2 0.66023(10) 0.61880(10) 0.57229(7) 0.0623(5) Uani . . 1.000
C C15 0.57511(11) 0.46659(13) 0.59459(7) 0.0363(5) Uani . . 1.000
C C16 0.58815(13) 0.38883(14) 0.63712(8) 0.0422(6) Uani . . 1.000
C C17 0.51428(16) 0.34230(15) 0.66646(10) 0.0570(7) Uani . . 1.000
C C18 0.42618(15) 0.37455(18) 0.65230(12) 0.0638(8) Uani . . 1.000
C C19 0.40979(14) 0.45014(18) 0.60983(11) 0.0625(8) Uani . . 1.000
C C20 0.48434(13) 0.49682(16) 0.58148(9) 0.0486(6) Uani . . 1.000
C C21 0.65385(12) 0.52255(13) 0.56385(8) 0.0378(5) Uani . . 1.000
H H1 0.78900 0.55310 0.48690 0.0420 Uiso calc R 1.000
H H2A 0.81560 0.80250 0.52200 0.0550 Uiso calc R 1.000
H H2B 0.75990 0.70570 0.53400 0.0550 Uiso calc R 1.000
H H4A 1.05290 0.78870 0.38690 0.0600 Uiso calc R 1.000
H H4B 1.07160 0.69100 0.35200 0.0600 Uiso calc R 1.000
H H7A 0.85930 0.38480 0.37890 0.0470 Uiso calc R 1.000
H H7B 0.78460 0.40200 0.42910 0.0470 Uiso calc R 1.000
H H8A 0.97250 0.35180 0.45220 0.0990 Uiso calc R 1.000
H H8B 0.89010 0.27170 0.45890 0.0990 Uiso calc R 1.000
H H8C 0.89770 0.36850 0.50220 0.0990 Uiso calc R 1.000
H H10 1.11730 0.49690 0.39150 0.0580 Uiso calc R 1.000
H H11 1.20170 0.40750 0.31930 0.0660 Uiso calc R 1.000
H H13 0.98080 0.41360 0.21100 0.0620 Uiso calc R 1.000
H H14 0.89780 0.50570 0.28210 0.0540 Uiso calc R 1.000
H H17 0.52420 0.29040 0.69510 0.0680 Uiso calc R 1.000
H H19 0.34930 0.46970 0.60030 0.0750 Uiso calc R 1.000
H H20 0.47380 0.54920 0.55320 0.0580 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 . . . 121.14(14) no
C2 N3 C4 . . . 117.51(14) no
C2 N1 H1 . . . 119.00 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 . . . 122.34(15) no
N2 C2 N3 . . . 120.16(15) no
N1 C2 N2 . . . 117.50(15) no
N3 C4 N4 . . . 116.95(15) no
N3 C4 C5 . . . 122.99(15) no
N4 C4 C5 . . . 120.06(15) no
C4 C5 C6 . . . 116.71(15) no
C4 C5 C9 . . . 121.10(14) no
C6 C5 C9 . . . 122.09(15) no
N1 C6 C5 . . . 119.10(14) no
N1 C6 C7 . . . 116.06(14) no
C5 C6 C7 . . . 124.68(15) no
C6 C7 C8 . . . 110.83(15) no
C5 C9 C10 . . . 120.49(15) no
C5 C9 C14 . . . 121.07(15) no
C10 C9 C14 . . . 118.44(16) no
C9 C10 C11 . . . 120.87(18) no
C10 C11 C12 . . . 118.78(19) no
Cl1 C12 C11 . . . 119.10(16) no
Cl1 C12 C13 . . . 119.25(15) no
C11 C12 C13 . . . 121.65(19) no
C12 C13 C14 . . . 119.11(18) no
C9 C14 C13 . . . 121.13(17) no
C6 C7 H7A . . . 109.00 no
C6 C7 H7B . . . 110.00 no
C8 C7 H7A . . . 110.00 no
C8 C7 H7B . . . 110.00 no
H7A C7 H7B . . . 108.00 no
C7 C8 H8A . . . 109.00 no
C7 C8 H8B . . . 110.00 no
C7 C8 H8C . . . 109.00 no
H8A C8 H8B . . . 109.00 no
H8A C8 H8C . . . 109.00 no
H8B C8 H8C . . . 109.00 no
C9 C10 H10 . . . 120.00 no
C11 C10 H10 . . . 120.00 no
C10 C11 H11 . . . 121.00 no
C12 C11 H11 . . . 121.00 no
C12 C13 H13 . . . 120.00 no
C14 C13 H13 . . . 120.00 no
C9 C14 H14 . . . 119.00 no
C13 C14 H14 . . . 119.00 no
C16 C15 C20 . . . 117.94(16) no
C16 C15 C21 . . . 123.34(15) no
C20 C15 C21 . . . 118.67(15) no
Cl2 C16 C15 . . . 120.37(14) no
Cl2 C16 C17 . . . 117.68(15) no
C15 C16 C17 . . . 121.85(17) no
C16 C17 C18 . . . 118.3(2) no
Cl3 C18 C17 . . . 118.48(19) no
Cl3 C18 C19 . . . 119.55(17) no
C17 C18 C19 . . . 121.9(2) no
C18 C19 C20 . . . 119.07(19) no
C15 C20 C19 . . . 120.90(18) no
O1 C21 O2 . . . 125.45(17) no
O1 C21 C15 . . . 117.72(15) no
O2 C21 C15 . . . 116.81(16) no
C16 C17 H17 . . . 121.00 no
C18 C17 H17 . . . 121.00 no
C18 C19 H19 . . . 120.00 no
C20 C19 H19 . . . 120.00 no
C15 C20 H20 . . . 120.00 no
C19 C20 H20 . . . 120.00 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 . . 1.735(2) no
Cl2 C16 . . 1.7339(19) no
Cl3 C18 . . 1.735(3) no
O1 C21 . . 1.252(2) no
O2 C21 . . 1.238(2) no
N1 C6 . . 1.368(2) no
N1 C2 . . 1.356(2) no
N2 C2 . . 1.321(2) no
N3 C2 . . 1.329(2) no
N3 C4 . . 1.336(2) no
N4 C4 . . 1.334(2) no
N1 H1 . . 0.8600 no
N2 H2A . . 0.8600 no
N2 H2B . . 0.8600 no
N4 H4A . . 0.8600 no
N4 H4B . . 0.8600 no
C4 C5 . . 1.433(2) no
C5 C9 . . 1.486(2) no
C5 C6 . . 1.361(2) no
C6 C7 . . 1.498(2) no
C7 C8 . . 1.515(3) no
C9 C10 . . 1.391(3) no
C9 C14 . . 1.381(2) no
C10 C11 . . 1.385(3) no
C11 C12 . . 1.372(3) no
C12 C13 . . 1.368(3) no
C13 C14 . . 1.380(3) no
C7 H7A . . 0.9700 no
C7 H7B . . 0.9700 no
C8 H8A . . 0.9600 no
C8 H8B . . 0.9600 no
C8 H8C . . 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 . . 1.384(2) no
C15 C20 . . 1.392(2) no
C15 C21 . . 1.503(2) no
C16 C17 . . 1.382(3) no
C17 C18 . . 1.369(3) no
C18 C19 . . 1.371(3) no
C19 C20 . . 1.380(3) no
C17 H17 . . 0.9300 no
C19 H19 . . 0.9300 no
C20 H20 . . 0.9300 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 3.570(2) . 2_664 no
Cl1 Cl3 3.1969(11) . 8_654 no
Cl2 O1 3.2168(15) . . no
Cl3 Cl1 3.1969(11) . 8_455 no
Cl2 H2A 3.1300 . 7_645 no
Cl3 H7A 3.0700 . 3_456 no
O1 N1 2.7321(19) . . no
O1 C7 3.330(2) . . no
O1 Cl2 3.2168(15) . . no
O1 N2 2.964(2) . 7_645 no
O2 N4 2.866(2) . 3_466 no
O2 N2 2.857(2) . . no
O1 H1 1.8800 . . no
O1 H2A 2.1400 . 7_645 no
O1 H7B 2.6800 . . no
O2 H4A 2.1400 . 3_466 no
O2 H1 2.7900 . . no
O2 H2B 2.0000 . . no
O2 H20 2.8500 . . no
N1 O1 2.7321(19) . . no
N2 O2 2.857(2) . . no
N2 O1 2.964(2) . 7_655 no
N3 C8 3.388(3) . 5_766 no
N4 C10 3.217(2) . . no
N4 O2 2.866(2) . 3_566 no
N3 H20 2.8600 . 3_566 no
C4 C8 3.493(3) . 5_766 no
C7 C14 3.432(3) . . no
C7 O1 3.330(2) . . no
C8 C4 3.493(3) . 5_766 no
C8 N3 3.388(3) . 5_766 no
C10 N4 3.217(2) . . no
C13 C18 3.384(3) . 2_664 no
C13 C17 3.407(3) . 2_664 no
C14 C17 3.544(3) . 2_664 no
C14 C7 3.432(3) . . no
C17 C14 3.544(3) . 2_665 no
C17 C13 3.407(3) . 2_665 no
C18 C13 3.384(3) . 2_665 no
C19 Cl1 3.570(2) . 2_665 no
C2 H8A 3.0400 . 5_766 no
C4 H8C 2.9100 . 5_766 no
C9 H4B 2.5200 . . no
C9 H7A 2.6800 . . no
C10 H4B 2.6800 . . no
C12 H17 2.8800 . 3_556 no
C14 H7A 2.7700 . . no
C15 H2A 3.0700 . 7_645 no
C20 H4A 2.9800 . 3_466 no
C21 H1 2.6300 . . no
C21 H2B 2.8600 . . no
C21 H4A 3.0100 . 3_466 no
C21 H2A 2.9800 . 7_645 no
H1 H7B 2.3100 . . no
H1 O1 1.8800 . . no
H1 O2 2.7900 . . no
H1 C21 2.6300 . . no
H1 H2B 2.2400 . . no
H2A O1 2.1400 . 7_655 no
H2A C15 3.0700 . 7_655 no
H2A Cl2 3.1300 . 7_655 no
H2A C21 2.9800 . 7_655 no
H2B H1 2.2400 . . no
H2B O2 2.0000 . . no
H2B C21 2.8600 . . no
H4A O2 2.1400 . 3_566 no
H4A C20 2.9800 . 3_566 no
H4A C21 3.0100 . 3_566 no
H4B C9 2.5200 . . no
H4B C10 2.6800 . . no
H7A Cl3 3.0700 . 3_556 no
H7A C9 2.6800 . . no
H7A C14 2.7700 . . no
H7B O1 2.6800 . . no
H7B H1 2.3100 . . no
H8A C2 3.0400 . 5_766 no
H8C C4 2.9100 . 5_766 no
H17 C12 2.8800 . 3_456 no
H20 O2 2.8500 . . no
H20 N3 2.8600 . 3_466 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 O1 . 0.8600 1.8800 2.7321(19) 171.00 yes
N2 H2A O1 7_655 0.8600 2.1400 2.964(2) 159.00 yes
N2 H2B O2 . 0.8600 2.0000 2.857(2) 174.00 yes
N4 H4A O2 3_566 0.8600 2.1400 2.866(2) 141.00 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 . . . . 177.74(15) no
C6 N1 C2 N3 . . . . -3.1(2) no
C2 N1 C6 C5 . . . . 1.6(2) no
C2 N1 C6 C7 . . . . 177.30(14) no
C4 N3 C2 N1 . . . . 0.4(2) no
C2 N3 C4 C5 . . . . 3.8(2) no
C2 N3 C4 N4 . . . . -175.64(15) no
C4 N3 C2 N2 . . . . 179.46(16) no
N3 C4 C5 C9 . . . . 178.42(15) no
N3 C4 C5 C6 . . . . -5.1(2) no
N4 C4 C5 C6 . . . . 174.30(16) no
N4 C4 C5 C9 . . . . -2.2(2) no
C4 C5 C6 N1 . . . . 2.2(2) no
C9 C5 C6 C7 . . . . 3.4(3) no
C4 C5 C9 C10 . . . . 69.9(2) no
C4 C5 C9 C14 . . . . -109.5(2) no
C6 C5 C9 C10 . . . . -106.3(2) no
C6 C5 C9 C14 . . . . 74.3(2) no
C4 C5 C6 C7 . . . . -173.04(15) no
C9 C5 C6 N1 . . . . 178.65(14) no
N1 C6 C7 C8 . . . . -87.32(19) no
C5 C6 C7 C8 . . . . 88.1(2) no
C5 C9 C10 C11 . . . . -178.95(17) no
C14 C9 C10 C11 . . . . 0.5(3) no
C5 C9 C14 C13 . . . . 179.66(17) no
C10 C9 C14 C13 . . . . 0.3(3) no
C9 C10 C11 C12 . . . . -0.2(3) no
C10 C11 C12 Cl1 . . . . 179.47(15) no
C10 C11 C12 C13 . . . . -0.9(3) no
Cl1 C12 C13 C14 . . . . -178.77(15) no
C11 C12 C13 C14 . . . . 1.6(3) no
C12 C13 C14 C9 . . . . -1.2(3) no
C20 C15 C16 Cl2 . . . . -176.73(14) no
C20 C15 C16 C17 . . . . -0.5(3) no
C21 C15 C16 Cl2 . . . . 0.8(2) no
C21 C15 C16 C17 . . . . 177.04(17) no
C16 C15 C20 C19 . . . . -0.4(3) no
C21 C15 C20 C19 . . . . -178.01(18) no
C16 C15 C21 O1 . . . . 64.5(2) no
C16 C15 C21 O2 . . . . -117.1(2) no
C20 C15 C21 O1 . . . . -118.03(19) no
C20 C15 C21 O2 . . . . 60.5(2) no
Cl2 C16 C17 C18 . . . . 176.69(17) no
C15 C16 C17 C18 . . . . 0.4(3) no
C16 C17 C18 Cl3 . . . . -177.10(16) no
C16 C17 C18 C19 . . . . 0.7(3) no
Cl3 C18 C19 C20 . . . . 176.24(18) no
C17 C18 C19 C20 . . . . -1.5(4) no
C18 C19 C20 C15 . . . . 1.3(3) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30654221
