#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/64/2226428.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_2226428
loop_
_publ_author_name
'Khan, F. Nawaz'
'Roopan, S. Mohana'
'Kumar, Rajesh'
'Hathwar, Venkatesha R.'
'Akkurt, Mehmet'
_publ_section_title
;
 1-{6-Chloro-2-[(2-chloro-3-quinolyl)methoxy]-4-phenyl-3-quinolyl}ethan-1-one
;
_journal_coeditor_code           FB2195
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1607
_journal_page_last               o1608
_journal_paper_doi               10.1107/S1600536810021203
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C27 H18 Cl2 N2 O2'
_chemical_formula_moiety         'C27 H18 Cl2 N2 O2'
_chemical_formula_sum            'C27 H18 Cl2 N2 O2'
_chemical_formula_weight         473.33
_chemical_name_systematic
;
1-{6-Chloro-2-[(2-chloro-3-quinolyl)methoxy]-4-phenyl-3-quinolyl}ethan-1-one
;
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                100.615(3)
_cell_angle_beta                 103.570(3)
_cell_angle_gamma                111.894(4)
_cell_formula_units_Z            2
_cell_length_a                   9.2694(3)
_cell_length_b                   10.8862(4)
_cell_length_c                   13.0490(5)
_cell_measurement_reflns_used    1523
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      21.35
_cell_measurement_theta_min      1.89
_cell_volume                     1132.51(9)
_computing_cell_refinement       'CrysAlis Pro CCD (Oxford Diffraction, 2009)'
_computing_data_collection       'CrysAlis Pro CCD (Oxford Diffraction, 2009)'
_computing_data_reduction        'CrysAlis Pro RED (Oxford Diffraction, 2009)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Oxford Xcalibur Eos (Nova) CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_sigmaI/netI    0.0339
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            24246
_diffrn_reflns_reduction_process
;
;
_diffrn_reflns_theta_full        26.99
_diffrn_reflns_theta_max         26.99
_diffrn_reflns_theta_min         3.07
_exptl_absorpt_coefficient_mu    0.315
_exptl_absorpt_correction_T_max  0.957
_exptl_absorpt_correction_T_min  0.925
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'(CrysAlis Pro RED; Oxford Diffraction, 2009)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.140
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.348
_refine_ls_extinction_coef       0.0099(17)
_refine_ls_extinction_expression FC^*^=KFC[1+0.001XFC²Λ³/SIN(2Θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    71
_refine_ls_number_parameters     300
_refine_ls_number_reflns         4918
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0404
_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]         where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1023
_refine_ls_wR_factor_ref         0.1085
_reflns_number_gt                3250
_reflns_number_total             4918
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fb2195.cif
_cod_data_source_block           I
_cod_database_code               2226428
_cod_database_fobs_code          2226428
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,-y,-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 -0.01220(6) 0.20006(6) 1.04669(4) 0.0754(2) Uani . . 1.000
Cl Cl2 0.74140(7) 0.93000(5) 0.71360(5) 0.0840(2) Uani . . 1.000
O O1 0.59905(14) 0.49825(11) 0.72135(10) 0.0560(4) Uani . . 1.000
O O2 0.74428(17) 0.29669(16) 0.77583(12) 0.0814(6) Uani . . 1.000
N N1 0.84627(17) 0.84682(14) 0.56079(12) 0.0521(5) Uani . . 1.000
N N2 0.43430(15) 0.49906(13) 0.82893(10) 0.0430(4) Uani . . 1.000
C C1 0.7687(2) 0.80443(17) 0.62730(14) 0.0484(6) Uani . . 1.000
C C2 0.70647(18) 0.66777(16) 0.63617(13) 0.0432(5) Uani . . 1.000
C C3 0.73284(19) 0.57472(16) 0.56702(13) 0.0453(5) Uani . . 1.000
C C4 0.8507(2) 0.52185(18) 0.42066(13) 0.0520(6) Uani . . 1.000
C C5 0.9361(2) 0.56806(19) 0.35310(14) 0.0564(6) Uani . . 1.000
C C6 0.9910(2) 0.7072(2) 0.35350(15) 0.0575(7) Uani . . 1.000
C C7 0.9603(2) 0.79738(19) 0.42130(14) 0.0560(6) Uani . . 1.000
C C8 0.87261(19) 0.75263(16) 0.49223(13) 0.0445(5) Uani . . 1.000
C C9 0.81637(19) 0.61318(16) 0.49267(13) 0.0428(5) Uani . . 1.000
C C10 0.6179(2) 0.63335(16) 0.71731(14) 0.0486(6) Uani . . 1.000
C C11 0.50542(19) 0.43665(16) 0.77951(13) 0.0431(5) Uani . . 1.000
C C12 0.49480(18) 0.30284(15) 0.77809(12) 0.0416(5) Uani . . 1.000
C C13 0.39256(18) 0.22631(15) 0.82609(12) 0.0388(5) Uani . . 1.000
C C14 0.19783(18) 0.21883(17) 0.93163(13) 0.0459(5) Uani . . 1.000
C C15 0.12456(19) 0.28562(18) 0.98332(14) 0.0495(6) Uani . . 1.000
C C16 0.1567(2) 0.42295(19) 0.98914(14) 0.0530(6) Uani . . 1.000
C C17 0.25945(19) 0.49098(17) 0.93803(13) 0.0485(6) Uani . . 1.000
C C18 0.33581(18) 0.42562(15) 0.88126(12) 0.0390(5) Uani . . 1.000
C C19 0.30637(17) 0.28760(15) 0.87940(12) 0.0385(5) Uani . . 1.000
C C20 0.37473(19) 0.08368(15) 0.82266(13) 0.0416(5) Uani . . 1.000
C C21 0.2255(2) -0.03105(17) 0.76412(15) 0.0575(6) Uani . . 1.000
C C22 0.2112(3) -0.16304(18) 0.75627(17) 0.0661(7) Uani . . 1.000
C C23 0.3442(3) -0.18296(19) 0.80755(16) 0.0639(8) Uani . . 1.000
C C24 0.4922(3) -0.0704(2) 0.86684(15) 0.0587(7) Uani . . 1.000
C C25 0.5077(2) 0.06250(17) 0.87376(13) 0.0481(6) Uani . . 1.000
C C26 0.6008(2) 0.25390(17) 0.72580(14) 0.0506(6) Uani . . 1.000
C C27 0.5199(3) 0.1518(2) 0.61324(16) 0.0879(9) Uani . . 1.000
H H3 0.69470 0.48340 0.56900 0.0540 Uiso calc R 1.000
H H4 0.81460 0.42950 0.41950 0.0620 Uiso calc R 1.000
H H5 0.95820 0.50720 0.30630 0.0680 Uiso calc R 1.000
H H6 1.04900 0.73760 0.30680 0.0690 Uiso calc R 1.000
H H7 0.99740 0.88930 0.42100 0.0670 Uiso calc R 1.000
H H10A 0.68150 0.70080 0.78980 0.0580 Uiso calc R 1.000
H H10B 0.51100 0.63400 0.69340 0.0580 Uiso calc R 1.000
H H14 0.17640 0.12800 0.93070 0.0550 Uiso calc R 1.000
H H16 0.10850 0.46760 1.02750 0.0640 Uiso calc R 1.000
H H17 0.27950 0.58200 0.94070 0.0580 Uiso calc R 1.000
H H21 0.13420 -0.01860 0.72980 0.0690 Uiso calc R 1.000
H H22 0.11080 -0.23920 0.71600 0.0790 Uiso calc R 1.000
H H23 0.33410 -0.27240 0.80220 0.0770 Uiso calc R 1.000
H H24 0.58240 -0.08340 0.90250 0.0700 Uiso calc R 1.000
H H25 0.60880 0.13830 0.91330 0.0580 Uiso calc R 1.000
H H27A 0.59860 0.12490 0.59180 0.1320 Uiso calc R 1.000
H H27B 0.47890 0.19330 0.56160 0.1320 Uiso calc R 1.000
H H27C 0.43000 0.07140 0.61380 0.1320 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_
_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
C10 O1 C11 . . . 118.10(14) no
C1 N1 C8 . . . 117.82(15) no
C11 N2 C18 . . . 116.19(14) no
Cl2 C1 N1 . . . 115.52(14) no
Cl2 C1 C2 . . . 118.16(14) no
N1 C1 C2 . . . 126.32(17) no
C1 C2 C3 . . . 115.29(16) no
C1 C2 C10 . . . 120.45(15) no
C3 C2 C10 . . . 124.27(15) no
C2 C3 C9 . . . 121.62(16) no
C5 C4 C9 . . . 120.58(17) no
C4 C5 C6 . . . 120.40(18) no
C5 C6 C7 . . . 120.58(18) no
C6 C7 C8 . . . 120.27(18) no
N1 C8 C7 . . . 118.72(16) no
N1 C8 C9 . . . 121.43(16) no
C7 C8 C9 . . . 119.84(16) no
C3 C9 C4 . . . 124.14(16) no
C3 C9 C8 . . . 117.52(16) no
C4 C9 C8 . . . 118.32(16) no
O1 C10 C2 . . . 106.79(14) no
O1 C11 N2 . . . 120.52(15) no
O1 C11 C12 . . . 113.48(15) no
N2 C11 C12 . . . 126.00(16) no
C11 C12 C13 . . . 118.51(16) no
C11 C12 C26 . . . 118.07(15) no
C13 C12 C26 . . . 123.40(15) no
C12 C13 C19 . . . 118.23(15) no
C12 C13 C20 . . . 119.71(16) no
C19 C13 C20 . . . 122.06(15) no
C15 C14 C19 . . . 119.79(16) no
Cl1 C15 C14 . . . 119.98(15) no
Cl1 C15 C16 . . . 118.08(15) no
C14 C15 C16 . . . 121.94(18) no
C15 C16 C17 . . . 119.32(18) no
C16 C17 C18 . . . 121.02(17) no
N2 C18 C17 . . . 117.92(15) no
N2 C18 C19 . . . 123.13(15) no
C17 C18 C19 . . . 118.95(15) no
C13 C19 C14 . . . 123.33(15) no
C13 C19 C18 . . . 117.73(15) no
C14 C19 C18 . . . 118.92(15) no
C13 C20 C21 . . . 120.60(16) no
C13 C20 C25 . . . 120.80(15) no
C21 C20 C25 . . . 118.55(16) no
C20 C21 C22 . . . 120.62(19) no
C21 C22 C23 . . . 120.4(2) no
C22 C23 C24 . . . 119.7(2) no
C23 C24 C25 . . . 120.1(2) no
C20 C25 C24 . . . 120.63(18) no
O2 C26 C12 . . . 119.55(16) no
O2 C26 C27 . . . 122.6(2) no
C12 C26 C27 . . . 117.83(18) no
C2 C3 H3 . . . 119.00 no
C9 C3 H3 . . . 119.00 no
C5 C4 H4 . . . 120.00 no
C9 C4 H4 . . . 120.00 no
C4 C5 H5 . . . 120.00 no
C6 C5 H5 . . . 120.00 no
C5 C6 H6 . . . 120.00 no
C7 C6 H6 . . . 120.00 no
C6 C7 H7 . . . 120.00 no
C8 C7 H7 . . . 120.00 no
O1 C10 H10A . . . 110.00 no
O1 C10 H10B . . . 110.00 no
C2 C10 H10A . . . 110.00 no
C2 C10 H10B . . . 110.00 no
H10A C10 H10B . . . 109.00 no
C15 C14 H14 . . . 120.00 no
C19 C14 H14 . . . 120.00 no
C15 C16 H16 . . . 120.00 no
C17 C16 H16 . . . 120.00 no
C16 C17 H17 . . . 119.00 no
C18 C17 H17 . . . 120.00 no
C20 C21 H21 . . . 120.00 no
C22 C21 H21 . . . 120.00 no
C21 C22 H22 . . . 120.00 no
C23 C22 H22 . . . 120.00 no
C22 C23 H23 . . . 120.00 no
C24 C23 H23 . . . 120.00 no
C23 C24 H24 . . . 120.00 no
C25 C24 H24 . . . 120.00 no
C20 C25 H25 . . . 120.00 no
C24 C25 H25 . . . 120.00 no
C26 C27 H27A . . . 109.00 no
C26 C27 H27B . . . 109.00 no
C26 C27 H27C . . . 109.00 no
H27A C27 H27B . . . 110.00 no
H27A C27 H27C . . . 109.00 no
H27B C27 H27C . . . 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 C15 . . 1.747(2) no
Cl2 C1 . . 1.7394(19) no
O1 C10 . . 1.427(2) no
O1 C11 . . 1.357(2) no
O2 C26 . . 1.196(3) no
N1 C1 . . 1.295(2) no
N1 C8 . . 1.365(2) no
N2 C11 . . 1.298(2) no
N2 C18 . . 1.374(2) no
C1 C2 . . 1.419(2) no
C2 C3 . . 1.361(2) no
C2 C10 . . 1.503(2) no
C3 C9 . . 1.406(2) no
C4 C5 . . 1.360(3) no
C4 C9 . . 1.416(3) no
C5 C6 . . 1.405(3) no
C6 C7 . . 1.354(3) no
C7 C8 . . 1.407(3) no
C8 C9 . . 1.411(2) no
C11 C12 . . 1.419(2) no
C12 C13 . . 1.366(2) no
C12 C26 . . 1.512(3) no
C13 C19 . . 1.433(2) no
C13 C20 . . 1.490(2) no
C14 C15 . . 1.359(3) no
C14 C19 . . 1.409(2) no
C15 C16 . . 1.395(3) no
C16 C17 . . 1.362(3) no
C17 C18 . . 1.408(3) no
C18 C19 . . 1.418(2) no
C20 C21 . . 1.386(3) no
C20 C25 . . 1.378(3) no
C21 C22 . . 1.375(3) no
C22 C23 . . 1.371(4) no
C23 C24 . . 1.372(3) no
C24 C25 . . 1.383(3) no
C26 C27 . . 1.488(3) no
C3 H3 . . 0.9300 no
C4 H4 . . 0.9300 no
C5 H5 . . 0.9300 no
C6 H6 . . 0.9300 no
C7 H7 . . 0.9300 no
C10 H10A . . 0.9700 no
C10 H10B . . 0.9700 no
C14 H14 . . 0.9300 no
C16 H16 . . 0.9300 no
C17 H17 . . 0.9300 no
C21 H21 . . 0.9300 no
C22 H22 . . 0.9300 no
C23 H23 . . 0.9300 no
C24 H24 . . 0.9300 no
C25 H25 . . 0.9300 no
C27 H27A . . 0.9600 no
C27 H27B . . 0.9600 no
C27 H27C . . 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 C22 3.497(3) . 2_557 no
Cl2 C24 3.391(3) . 1_565 no
Cl1 H10A 2.9500 . 2_667 no
Cl2 H10A 2.7700 . . no
Cl2 H10B 3.0500 . . no
O1 O2 3.076(2) . . no
O2 O1 3.076(2) . . no
O2 C25 3.360(2) . . no
O2 C6 3.296(3) . 2_766 no
O1 H3 2.3600 . . no
O2 H25 2.8900 . . no
O2 H6 2.5200 . 2_766 no
O2 H16 2.8900 . 2_667 no
N2 C5 3.410(2) . 2_666 no
N1 H21 2.7000 . 1_665 no
N1 H7 2.6300 . 2_776 no
N1 H27B 2.8900 . 2_666 no
N2 H10A 2.7500 . . no
N2 H10B 2.5600 . . no
C4 C4 3.291(3) . 2_766 no
C5 C18 3.507(2) . 2_666 no
C5 N2 3.410(2) . 2_666 no
C6 C18 3.376(2) . 2_666 no
C6 O2 3.296(3) . 2_766 no
C11 C17 3.583(2) . 2_667 no
C11 C16 3.399(2) . 2_667 no
C14 C21 3.292(3) . . no
C16 C11 3.399(2) . 2_667 no
C17 C11 3.583(2) . 2_667 no
C18 C5 3.507(2) . 2_666 no
C18 C6 3.376(2) . 2_666 no
C18 C18 3.397(2) . 2_667 no
C20 C27 3.400(3) . . no
C21 C14 3.292(3) . . no
C22 Cl1 3.497(3) . 2_557 no
C24 C24 3.476(3) . 2_657 no
C24 C25 3.370(3) . 2_657 no
C24 Cl2 3.391(3) . 1_545 no
C25 O2 3.360(2) . . no
C25 C24 3.370(3) . 2_657 no
C25 C26 3.120(2) . . no
C26 C25 3.120(2) . . no
C27 C20 3.400(3) . . no
C1 H27B 2.9600 . 2_666 no
C1 H21 3.0100 . 1_665 no
C4 H10B 2.9700 . 2_666 no
C4 H4 3.1000 . 2_766 no
C12 H25 3.0200 . . no
C14 H21 3.1000 . . no
C15 H10A 3.0300 . 2_667 no
C16 H16 3.0900 . 2_567 no
C20 H14 2.6900 . . no
C20 H27C 2.8800 . . no
C21 H14 2.7600 . . no
C26 H25 2.9500 . . no
H3 O1 2.3600 . . no
H3 H4 2.5400 . . no
H4 H3 2.5400 . . no
H4 C4 3.1000 . 2_766 no
H6 O2 2.5200 . 2_766 no
H7 N1 2.6300 . 2_776 no
H10A Cl2 2.7700 . . no
H10A N2 2.7500 . . no
H10A Cl1 2.9500 . 2_667 no
H10A C15 3.0300 . 2_667 no
H10B Cl2 3.0500 . . no
H10B N2 2.5600 . . no
H10B C4 2.9700 . 2_666 no
H14 C20 2.6900 . . no
H14 C21 2.7600 . . no
H16 O2 2.8900 . 2_667 no
H16 C16 3.0900 . 2_567 no
H16 H16 2.3700 . 2_567 no
H21 N1 2.7000 . 1_445 no
H21 C1 3.0100 . 1_445 no
H21 C14 3.1000 . . no
H25 O2 2.8900 . . no
H25 C12 3.0200 . . no
H25 C26 2.9500 . . no
H27B N1 2.8900 . 2_666 no
H27B C1 2.9600 . 2_666 no
H27C C20 2.8800 . . 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
C3 H3 O1 . 0.93 2.36 2.703(2) 101 yes
C6 H6 O2 2_766 0.93 2.52 3.296(3) 142 yes
C22 H22 Cg1 1_445 0.93 2.95 3.683(3) 137 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
C10 O1 C11 C12 . . . . 179.97(14) no
C10 O1 C11 N2 . . . . 0.6(2) no
C11 O1 C10 C2 . . . . -172.51(14) no
C1 N1 C8 C7 . . . . -178.41(17) no
C1 N1 C8 C9 . . . . 0.5(3) no
C8 N1 C1 C2 . . . . -0.3(3) no
C8 N1 C1 Cl2 . . . . 179.24(13) no
C18 N2 C11 O1 . . . . 177.01(14) no
C18 N2 C11 C12 . . . . -2.3(2) no
C11 N2 C18 C17 . . . . 178.56(15) no
C11 N2 C18 C19 . . . . -2.3(2) no
N1 C1 C2 C3 . . . . 0.0(3) no
Cl2 C1 C2 C3 . . . . -179.53(14) no
Cl2 C1 C2 C10 . . . . 0.7(2) no
N1 C1 C2 C10 . . . . -179.77(18) no
C1 C2 C3 C9 . . . . 0.1(3) no
C10 C2 C3 C9 . . . . 179.87(17) no
C3 C2 C10 O1 . . . . 11.0(2) no
C1 C2 C10 O1 . . . . -169.28(15) no
C2 C3 C9 C4 . . . . 178.49(17) no
C2 C3 C9 C8 . . . . 0.1(3) no
C9 C4 C5 C6 . . . . -0.3(3) no
C5 C4 C9 C3 . . . . -178.26(18) no
C5 C4 C9 C8 . . . . 0.1(3) no
C4 C5 C6 C7 . . . . 0.2(3) no
C5 C6 C7 C8 . . . . -0.1(3) no
C6 C7 C8 C9 . . . . 0.0(3) no
C6 C7 C8 N1 . . . . 178.91(17) no
N1 C8 C9 C3 . . . . -0.4(3) no
N1 C8 C9 C4 . . . . -178.90(16) no
C7 C8 C9 C3 . . . . 178.51(17) no
C7 C8 C9 C4 . . . . 0.0(3) no
O1 C11 C12 C13 . . . . -174.57(14) no
O1 C11 C12 C26 . . . . 6.9(2) no
N2 C11 C12 C13 . . . . 4.7(3) no
N2 C11 C12 C26 . . . . -173.79(16) no
C11 C12 C13 C19 . . . . -2.5(2) no
C11 C12 C13 C20 . . . . 178.02(14) no
C26 C12 C13 C19 . . . . 175.94(15) no
C26 C12 C13 C20 . . . . -3.5(2) no
C11 C12 C26 O2 . . . . 77.7(2) no
C11 C12 C26 C27 . . . . -103.07(19) no
C13 C12 C26 O2 . . . . -100.8(2) no
C13 C12 C26 C27 . . . . 78.5(2) no
C12 C13 C19 C14 . . . . 180.00(15) no
C12 C13 C19 C18 . . . . -1.5(2) no
C20 C13 C19 C14 . . . . -0.5(2) no
C20 C13 C19 C18 . . . . 177.98(14) no
C12 C13 C20 C21 . . . . -114.4(2) no
C12 C13 C20 C25 . . . . 63.0(2) no
C19 C13 C20 C21 . . . . 66.2(2) no
C19 C13 C20 C25 . . . . -116.50(19) no
C19 C14 C15 Cl1 . . . . 179.18(13) no
C19 C14 C15 C16 . . . . -1.8(3) no
C15 C14 C19 C13 . . . . 178.00(16) no
C15 C14 C19 C18 . . . . -0.5(2) no
Cl1 C15 C16 C17 . . . . -178.30(14) no
C14 C15 C16 C17 . . . . 2.6(3) no
C15 C16 C17 C18 . . . . -1.2(3) no
C16 C17 C18 N2 . . . . 178.19(16) no
C16 C17 C18 C19 . . . . -1.0(2) no
N2 C18 C19 C13 . . . . 4.1(2) no
N2 C18 C19 C14 . . . . -177.32(15) no
C17 C18 C19 C13 . . . . -176.73(15) no
C17 C18 C19 C14 . . . . 1.9(2) no
C13 C20 C21 C22 . . . . 176.68(18) no
C25 C20 C21 C22 . . . . -0.7(3) no
C13 C20 C25 C24 . . . . -177.52(17) no
C21 C20 C25 C24 . . . . -0.1(3) no
C20 C21 C22 C23 . . . . 0.8(3) no
C21 C22 C23 C24 . . . . -0.1(3) no
C22 C23 C24 C25 . . . . -0.8(3) no
C23 C24 C25 C20 . . . . 0.9(3) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 24745237
