#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/52/4115209.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_4115209
loop_
_publ_author_name
'Toshihiro Tanaka'
'Takashi Tasaki'
'Yasuhiro Aoyama'
_publ_section_title
;
 Acridinylresorcinol as a Self-Complementary Building Block of Robust
 Hydrogen-Bonded 2D Nets with Coordinative Saturation. Preservation of
 Crystal Structures upon Guest Alteration, Guest Removal, and Host
 Modification
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12453
_journal_page_last               12462
_journal_paper_doi               10.1021/ja026704l
_journal_volume                  124
_journal_year                    2002
_chemical_formula_moiety         'C20 H14 Cl3 N O3 '
_chemical_formula_sum            'C20 H14 Cl3 N O3'
_chemical_formula_weight         422.69
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90
_cell_angle_beta                 101.02(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.127(2)
_cell_length_b                   13.960(1)
_cell_length_c                   15.169(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295.1
_cell_measurement_theta_max      14.9
_cell_measurement_theta_min      14.2
_cell_volume                     1897.1(5)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure Ver. 2.00'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR92
_diffrn_measured_fraction_theta_full 0.9989
_diffrn_measured_fraction_theta_max 0.9989
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.032
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            4804
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_standards_decay_%        0.22
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.503
_exptl_absorpt_correction_T_max  0.927
_exptl_absorpt_correction_T_min  0.895
_exptl_absorpt_correction_type
;
\y scans (North,Phillips & Matthews, 1968)
;
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.480
_exptl_crystal_description       prismatic
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.22
_refine_diff_density_min         -0.32
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.200
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     298
_refine_ls_number_reflns         2043
_refine_ls_R_factor_gt           0.0570
_refine_ls_shift/su_max          0.0070
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[0.005Fo² + 1.000σ²(Fo)]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0960
_reflns_number_gt                2043
_reflns_number_total             4528
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ja026704l-2_s2_5.cif
_cod_data_source_block           '_4-chloroform'
_cod_original_cell_volume        1897.1(4)
_cod_original_formula_sum        'C20 H14 Cl3 N O3 '
_cod_database_code               4115209
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x+1/2,y+1/2,-z+1/2
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
Cl1 Cl 1.1050(8) 0.1216(4) 0.0309(4) 0.114(2) Uani 0.50 1 d P
Cl2 Cl 1.131(2) 0.1090(9) 0.0605(7) 0.269(5) Uani 0.50 1 d P
Cl3 Cl 1.316(2) -0.029(1) 0.101(1) 0.248(7) Uani 0.50 1 d P
Cl4 Cl 1.296(1) -0.051(1) 0.071(1) 0.154(3) Uani 0.50 1 d P
Cl5 Cl 1.422(1) 0.1466(9) 0.048(1) 0.179(3) Uani 0.50 1 d P
Cl6 Cl 1.405(2) 0.130(1) 0.067(1) 0.318(9) Uani 0.50 1 d P
O1 O 0.9133(9) 0.3337(7) -0.2462(5) 0.074(3) Uani 0.40 1 d P
O2 O 1.3736(6) 0.4195(5) -0.0459(4) 0.079(2) Uani 0.60 1 d P
O3 O 0.7094(4) 0.4867(2) 0.3108(2) 0.067(1) Uani 1.00 1 d .
O4 O 0.7174(3) 0.1492(2) 0.2741(2) 0.0546(9) Uani 1.00 1 d .
N1 N 1.0780(3) 0.3662(2) -0.0786(2) 0.0429(9) Uani 1.00 1 d .
C1 C 0.6995(4) 0.3092(3) -0.0373(3) 0.048(1) Uani 1.00 1 d .
C2 C 0.6281(5) 0.2962(4) -0.1225(3) 0.065(1) Uani 1.00 1 d .
C3 C 0.7056(6) 0.3063(4) -0.1947(3) 0.068(2) Uani 1.00 1 d .
C4 C 0.8525(6) 0.3284(3) -0.1792(3) 0.059(1) Uani 1.00 1 d .
C5 C 1.3061(5) 0.4079(3) 0.0180(4) 0.062(1) Uani 1.00 1 d .
C6 C 1.3864(5) 0.4241(4) 0.1007(5) 0.080(2) Uani 1.00 1 d .
C7 C 1.3184(6) 0.4201(4) 0.1768(4) 0.075(2) Uani 1.00 1 d .
C8 C 1.1725(5) 0.3974(3) 0.1683(3) 0.056(1) Uani 1.00 1 d .
C9 C 0.9330(4) 0.3502(2) 0.0700(2) 0.0324(9) Uani 1.00 1 d .
C10 C 0.8539(4) 0.3337(2) -0.0176(2) 0.0357(9) Uani 1.00 1 d .
C11 C 0.9325(4) 0.3431(2) -0.0903(2) 0.041(1) Uani 1.00 1 d .
C12 C 1.1507(4) 0.3831(3) 0.0046(3) 0.041(1) Uani 1.00 1 d .
C13 C 1.0839(4) 0.3774(3) 0.0835(2) 0.039(1) Uani 1.00 1 d .
C14 C 0.8567(4) 0.3383(2) 0.1487(2) 0.0352(9) Uani 1.00 1 d .
C15 C 0.8236(4) 0.4189(2) 0.1941(2) 0.041(1) Uani 1.00 1 d .
C16 C 0.7492(4) 0.4091(2) 0.2652(2) 0.041(1) Uani 1.00 1 d .
C17 C 0.7107(4) 0.3194(2) 0.2928(2) 0.039(1) Uani 1.00 1 d .
C18 C 0.7486(4) 0.2392(2) 0.2487(2) 0.0378(9) Uani 1.00 1 d .
C19 C 0.8195(4) 0.2484(2) 0.1753(2) 0.0369(9) Uani 1.00 1 d .
C20 C 1.275(1) 0.0598(6) 0.0286(5) 0.105(3) Uani 1.00 1 d .
H1 H 0.6451(4) 0.3045(3) 0.0101(3) 0.058(2) Uiso 1.00 1 c .
H2 H 0.5247(5) 0.2811(4) -0.1344(3) 0.076(2) Uiso 1.00 1 c .
H3 H 0.6529(6) 0.2964(4) -0.2543(3) 0.079(2) Uiso 1.00 1 c .
H4 H 1.4882(5) 0.4426(4) 0.1077(5) 0.095(2) Uiso 1.00 1 c .
H5 H 1.3762(6) 0.4333(4) 0.2345(4) 0.086(2) Uiso 1.00 1 c .
H6 H 1.1281(5) 0.3937(3) 0.2199(3) 0.066(2) Uiso 1.00 1 c .
H7 H 0.8509(4) 0.4806(2) 0.1762(2) 0.051(2) Uiso 1.00 1 c .
H8 H 0.6621(4) 0.3127(2) 0.3426(2) 0.049(1) Uiso 1.00 1 c .
H9 H 0.8439(4) 0.1928(2) 0.1450(2) 0.046(1) Uiso 1.00 1 c .
H10 H 0.8539(9) 0.3221(7) -0.3037(5) 0.089(3) Uiso 0.40 1 c P
H11 H 1.4758(6) 0.4373(5) -0.0331(4) 0.098(2) Uiso 0.60 1 c P
H12 H 0.7632(4) 0.5426(2) 0.2936(2) 0.088(2) Uiso 1.00 1 c .
H13 H 0.6752(3) 0.1531(2) 0.3298(2) 0.071(1) Uiso 1.00 1 c .
H14 H 1.239(8) 0.043(5) -0.027(5) 0.14(3) Uiso 1.00 1 c .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.006 0.003
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.011 0.006
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.017 0.010
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.174 0.200
;
International Tables for Crystallography
(1992, 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_publ_flag
Cl2 Cl1 C20 65.0(19) yes
Cl1 Cl2 C20 98.9(21) yes
Cl4 Cl3 C20 83.2(27) yes
Cl3 Cl4 C20 77.9(27) yes
Cl6 Cl5 C20 52.0(37) yes
Cl5 Cl6 C20 115.6(44) yes
C4 O1 H10 118.2(4) no
C5 O2 H11 119.0(4) no
C16 O3 H12 107.46(18) no
C18 O4 H13 108.99(18) no
C11 N1 C12 118.0(3) yes
C2 C1 C10 120.8(4) yes
C2 C1 H1 119.4(3) no
C10 C1 H1 119.8(2) no
C1 C2 C3 120.4(4) yes
C1 C2 H2 119.6(3) no
C3 C2 H2 119.9(3) no
C2 C3 C4 120.9(4) yes
C2 C3 H3 118.9(3) no
C4 C3 H3 120.2(3) no
O1 C4 C3 116.9(5) yes
O1 C4 C11 122.4(6) yes
C3 C4 C11 120.7(4) yes
O2 C5 C6 116.0(5) yes
O2 C5 C12 122.6(5) yes
C6 C5 C12 121.3(4) yes
C5 C6 C7 120.6(4) yes
C5 C6 H4 119.8(3) no
C7 C6 H4 119.5(3) no
C6 C7 C8 120.7(5) yes
C6 C7 H5 119.5(3) no
C8 C7 H5 119.8(3) no
C7 C8 C13 121.1(4) yes
C7 C8 H6 120.2(3) no
C13 C8 H6 118.7(2) no
C10 C9 C13 119.6(3) yes
C10 C9 C14 120.1(3) yes
C13 C9 C14 120.3(3) yes
C1 C10 C9 123.1(3) yes
C1 C10 C11 118.8(3) yes
C9 C10 C11 118.1(3) yes
N1 C11 C4 118.4(3) yes
N1 C11 C10 123.2(3) yes
C4 C11 C10 118.4(4) yes
N1 C12 C5 118.5(3) yes
N1 C12 C13 124.3(3) yes
C5 C12 C13 117.2(4) yes
C8 C13 C9 124.2(3) yes
C8 C13 C12 119.0(3) yes
C9 C13 C12 116.8(3) yes
C9 C14 C15 119.0(3) yes
C9 C14 C19 120.6(3) yes
C15 C14 C19 120.4(3) yes
C14 C15 C16 119.6(3) yes
C14 C15 H7 120.10(18) no
C16 C15 H7 120.4(2) no
O3 C16 C15 122.0(3) yes
O3 C16 C17 117.0(3) yes
C15 C16 C17 120.9(3) yes
C16 C17 C18 118.9(3) yes
C16 C17 H8 120.82(18) no
C18 C17 H8 120.2(2) no
O4 C18 C17 121.7(3) yes
O4 C18 C19 117.6(3) yes
C17 C18 C19 120.6(3) yes
C14 C19 C18 119.5(3) yes
C14 C19 H9 120.57(18) no
C18 C19 H9 119.87(19) no
Cl1 C20 Cl2 16.0(5) yes
Cl1 C20 Cl3 116.0(8) yes
Cl2 C20 Cl3 102.3(9) yes
Cl1 C20 Cl4 118.7(7) yes
Cl2 C20 Cl4 108.6(8) yes
Cl3 C20 Cl4 18.9(10) yes
Cl1 C20 Cl5 107.2(6) yes
Cl2 C20 Cl5 106.6(8) yes
Cl3 C20 Cl5 109.7(9) yes
Cl4 C20 Cl5 122.4(8) yes
Cl1 C20 Cl6 106.9(10) yes
Cl2 C20 Cl6 102.8(10) yes
Cl3 C20 Cl6 99.6(12) yes
Cl4 C20 Cl6 114.3(11) yes
Cl5 C20 Cl6 12.4(10) yes
Cl1 C20 H14 89.3(49) no
Cl2 C20 H14 103.3(50) no
Cl3 C20 H14 115.4(51) no
Cl4 C20 H14 96.6(52) no
Cl5 C20 H14 117.7(49) no
Cl6 C20 H14 129.9(50) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Cl1 Cl2 0.498(14) yes
Cl1 C20 1.78(1) yes
Cl2 C20 1.634(14) yes
Cl3 Cl4 0.55(3) yes
Cl3 C20 1.650(15) yes
Cl4 C20 1.676(15) yes
Cl5 Cl6 0.43(2) yes
Cl5 C20 1.789(15) yes
Cl6 C20 1.563(17) yes
O1 C4 1.249(8) yes
O1 H10 0.94920(13) no
O2 C5 1.254(6) yes
O2 H11 0.94908(17) no
O3 C16 1.371(4) yes
O3 H12 0.98404(8) no
O4 C18 1.361(4) yes
O4 H13 0.99451(11) no
N1 C11 1.345(5) yes
N1 C12 1.330(5) yes
C1 C2 1.344(6) yes
C1 C10 1.425(5) yes
C1 H1 0.95002(11) no
C2 C3 1.420(7) yes
C2 H2 0.95000(17) no
C3 C4 1.352(6) yes
C3 H3 0.94997(12) no
C4 C11 1.421(6) yes
C5 C6 1.346(8) yes
C5 C12 1.436(6) yes
C6 C7 1.412(8) yes
C6 H4 0.95006(17) no
C7 C8 1.351(6) yes
C7 H5 0.94992(12) no
C8 C13 1.410(6) yes
C8 H6 0.94995(11) no
C9 C10 1.405(5) yes
C9 C13 1.406(5) yes
C9 C14 1.502(4) yes
C10 C11 1.432(4) yes
C12 C13 1.446(5) yes
C14 C15 1.381(5) yes
C14 C19 1.380(5) yes
C15 C16 1.387(4) yes
C15 H7 0.95008(8) no
C16 C17 1.387(5) yes
C17 C18 1.381(5) yes
C17 H8 0.95006(11) no
C18 C19 1.398(5) yes
C19 H9 0.94998(7) no
C20 H14 0.88(8) no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_site_symmetry_2
_geom_contact_distance
_geom_contact_publ_flag
Cl1 Cl2 . 0.498(14) yes
Cl1 Cl3 . 2.912(16) yes
Cl1 Cl4 . 2.975(14) yes
Cl1 Cl5 . 2.874(13) yes
Cl1 Cl6 . 2.69(2) yes
Cl1 C20 . 1.78(1) yes
Cl1 H3 4_555 3.401(8) no
Cl1 H8 4_554 3.138(6) no
Cl1 H9 . 3.352(6) no
Cl1 H10 4_555 3.145(11) no
Cl1 H14 . 1.98(7) no
Cl2 Cl3 . 2.558(19) yes
Cl2 Cl4 . 2.688(16) yes
Cl2 Cl5 . 2.746(19) yes
Cl2 Cl6 . 2.50(2) yes
Cl2 C20 . 1.634(14) yes
Cl2 H3 4_555 3.076(12) no
Cl2 H8 4_554 3.544(13) no
Cl2 H9 . 3.342(13) no
Cl2 H10 4_555 2.775(14) no
Cl2 H14 . 2.03(7) no
Cl3 Cl4 . 0.55(3) yes
Cl3 Cl5 . 2.813(19) yes
Cl3 Cl6 . 2.46(2) yes
Cl3 O1 4_555 3.59(2) yes
Cl3 C20 . 1.650(15) yes
Cl3 H5 3_745 3.356(17) no
Cl3 H6 3_745 2.880(14) no
Cl3 H10 4_555 3.227(19) no
Cl3 H14 . 2.18(8) no
Cl4 Cl5 . 3.037(17) yes
Cl4 Cl6 . 2.72(2) yes
Cl4 C2 2_755 3.544(14) yes
Cl4 C20 . 1.676(15) yes
Cl4 H6 3_745 3.210(14) no
Cl4 H14 . 1.98(8) no
Cl5 Cl6 . 0.43(2) yes
Cl5 O1 4_555 3.152(16) yes
Cl5 C20 . 1.789(15) yes
Cl5 H1 1_655 3.13(1) no
Cl5 H8 4_554 3.580(13) no
Cl5 H10 4_555 2.485(17) no
Cl5 H14 . 2.33(8) no
Cl6 O1 4_555 2.863(18) yes
Cl6 C20 . 1.563(17) yes
Cl6 H1 1_655 3.496(16) no
Cl6 H10 4_555 2.202(19) no
Cl6 H12 3_745 3.56(2) no
Cl6 H14 . 2.23(8) no
O1 O4 4_554 2.744(9) yes
O1 N1 . 2.732(8) yes
O1 C2 . 3.527(9) yes
O1 C3 . 2.217(9) yes
O1 C4 . 1.249(8) yes
O1 C11 . 2.341(7) yes
O1 C17 4_554 3.416(9) yes
O1 C18 4_554 3.240(9) yes
O1 H3 . 2.413(9) no
O1 H7 2_765 3.41(1) no
O1 H8 4_554 3.158(9) no
O1 H10 . 0.94920(13) no
O1 H13 4_554 2.454(9) no
O2 O2 2_865 3.330(12) yes
O2 O4 4_554 2.986(7) yes
O2 N1 . 2.751(6) yes
O2 C1 1_655 3.330(7) yes
O2 C2 1_655 3.277(8) yes
O2 C5 . 1.254(6) yes
O2 C6 . 2.206(9) yes
O2 C6 2_865 3.309(7) yes
O2 C7 . 3.509(8) yes
O2 C12 . 2.362(5) yes
O2 C15 2_765 3.440(7) yes
O2 H1 1_655 2.938(7) no
O2 H2 1_655 2.854(8) no
O2 H4 . 2.387(9) no
O2 H4 2_865 2.575(7) no
O2 H7 2_765 2.916(7) no
O2 H11 . 0.94908(17) no
O2 H11 2_865 2.586(13) no
O2 H13 4_554 2.561(7) no
O3 O4 3_655 2.753(4) yes
O3 C15 . 2.412(4) yes
O3 C16 . 1.371(4) yes
O3 C17 . 2.352(4) yes
O3 C20 4_455 3.308(8) yes
O3 H4 1_455 3.402(7) no
O3 H5 1_455 3.131(6) no
O3 H7 . 2.617(4) no
O3 H8 . 2.529(4) no
O3 H9 3_655 3.016(4) no
O3 H12 . 0.98404(8) no
O3 H13 3_655 3.451(4) no
O3 H14 4_455 2.45(8) no
O4 N1 4_455 2.782(4) yes
O4 C4 4_455 3.549(6) yes
O4 C15 3_645 3.283(4) yes
O4 C16 3_645 3.428(4) yes
O4 C17 . 2.395(4) yes
O4 C18 . 1.361(4) yes
O4 C19 . 2.360(4) yes
O4 H2 4_555 3.042(6) no
O4 H7 3_645 2.584(4) no
O4 H8 . 2.597(4) no
O4 H9 . 2.531(4) no
O4 H10 4_455 3.326(9) no
O4 H11 4_455 3.597(7) no
O4 H12 3_645 1.835(4) no
O4 H13 . 0.99451(11) no
N1 C4 . 2.376(6) yes
N1 C5 . 2.379(6) yes
N1 C9 . 2.833(4) yes
N1 C10 . 2.443(4) yes
N1 C11 . 1.345(5) yes
N1 C12 . 1.330(5) yes
N1 C13 . 2.455(4) yes
N1 C17 4_554 3.589(4) yes
N1 H7 2_765 2.749(4) no
N1 H8 4_554 2.933(4) no
N1 H13 4_554 1.805(4) no
C1 C2 . 1.344(6) yes
C1 C3 . 2.399(6) yes
C1 C4 . 2.794(6) yes
C1 C9 . 2.489(5) yes
C1 C10 . 1.425(5) yes
C1 C11 . 2.459(5) yes
C1 C14 . 2.939(5) yes
C1 C19 . 3.311(5) yes
C1 H1 . 0.95002(11) no
C1 H2 . 1.993(6) no
C1 H3 . 3.243(6) no
C1 H9 . 3.260(6) no
C1 H11 1_455 2.724(7) no
C2 C3 . 1.420(7) yes
C2 C4 . 2.410(7) yes
C2 C10 . 2.408(6) yes
C2 C11 . 2.805(6) yes
C2 H1 . 1.990(6) no
C2 H2 . 0.95000(17) no
C2 H3 . 2.055(6) no
C2 H6 4_454 3.570(6) no
C2 H11 1_455 2.893(8) no
C3 C4 . 1.352(6) yes
C3 C8 4_454 3.501(6) yes
C3 C10 . 2.793(6) yes
C3 C11 . 2.410(6) yes
C3 H1 . 3.257(6) no
C3 H2 . 2.065(7) no
C3 H3 . 0.94997(12) no
C3 H6 4_454 3.102(7) no
C3 H10 . 2.339(8) no
C4 C10 . 2.450(5) yes
C4 C11 . 1.421(6) yes
C4 C12 . 3.587(6) yes
C4 H2 . 3.260(7) no
C4 H3 . 2.005(6) no
C4 H8 4_554 3.408(6) no
C4 H10 . 1.893(8) no
C4 H13 4_554 2.934(6) no
C5 C6 . 1.346(8) yes
C5 C7 . 2.396(8) yes
C5 C8 . 2.787(6) yes
C5 C12 . 1.436(6) yes
C5 C13 . 2.460(5) yes
C5 H1 1_655 3.437(6) no
C5 H4 . 1.996(7) no
C5 H4 2_865 3.590(6) no
C5 H5 . 3.243(8) no
C5 H7 2_765 3.398(6) no
C5 H11 . 1.904(6) no
C5 H11 2_865 2.917(7) no
C5 H13 4_554 3.000(6) no
C6 C7 . 1.412(8) yes
C6 C8 . 2.401(7) yes
C6 C12 . 2.426(7) yes
C6 C13 . 2.800(6) yes
C6 H1 1_655 3.390(7) no
C6 H4 . 0.95006(17) no
C6 H5 . 2.053(9) no
C6 H6 . 3.262(7) no
C6 H11 . 2.335(8) no
C6 H11 2_865 2.621(7) no
C7 C8 . 1.351(6) yes
C7 C12 . 2.812(7) yes
C7 C13 . 2.404(6) yes
C7 H4 . 2.053(7) no
C7 H5 . 0.94992(12) no
C7 H6 . 2.004(7) no
C7 H10 4_555 3.404(11) no
C8 C9 . 2.488(6) yes
C8 C12 . 2.461(6) yes
C8 C13 . 1.410(6) yes
C8 C14 . 2.959(6) yes
C8 C15 . 3.296(6) yes
C8 H3 4_555 2.968(6) no
C8 H4 . 3.248(7) no
C8 H5 . 2.000(6) no
C8 H6 . 0.94995(11) no
C8 H7 . 3.181(6) no
C8 H10 4_555 3.47(1) no
C9 C10 . 1.405(5) yes
C9 C11 . 2.433(4) yes
C9 C12 . 2.429(4) yes
C9 C13 . 1.406(5) yes
C9 C14 . 1.502(4) yes
C9 C15 . 2.486(4) yes
C9 C19 . 2.504(4) yes
C9 H1 . 2.688(5) no
C9 H6 . 2.676(5) no
C9 H7 . 2.633(4) no
C9 H9 . 2.670(4) no
C10 C11 . 1.432(4) yes
C10 C12 . 2.753(5) yes
C10 C13 . 2.429(5) yes
C10 C14 . 2.520(5) yes
C10 C15 . 3.485(5) yes
C10 C19 . 3.229(5) yes
C10 H1 . 2.069(5) no
C10 H2 . 3.267(6) no
C10 H7 . 3.589(5) no
C10 H9 . 3.169(5) no
C11 C12 . 2.292(6) yes
C11 C13 . 2.775(5) yes
C11 H1 . 3.319(5) no
C11 H3 . 3.271(6) no
C11 H7 2_765 3.557(5) no
C11 H8 4_554 3.312(5) no
C11 H10 . 3.192(8) no
C11 H13 4_554 2.721(4) no
C12 C13 . 1.446(5) yes
C12 H4 . 3.284(6) no
C12 H6 . 3.315(6) no
C12 H7 2_765 3.336(5) no
C12 H11 . 3.217(6) no
C12 H13 4_554 2.749(4) no
C13 C14 . 2.523(5) yes
C13 C15 . 3.212(5) yes
C13 C19 . 3.505(5) yes
C13 H3 4_555 3.427(6) no
C13 H5 . 3.261(6) no
C13 H6 . 2.044(6) no
C13 H7 . 3.118(5) no
C14 C15 . 1.381(5) yes
C14 C16 . 2.392(4) yes
C14 C17 . 2.781(4) yes
C14 C18 . 2.400(5) yes
C14 C19 . 1.380(5) yes
C14 H1 . 2.612(5) no
C14 H3 4_555 3.390(6) no
C14 H6 . 2.622(6) no
C14 H7 . 2.031(5) no
C14 H9 . 2.035(5) no
C15 C16 . 1.387(4) yes
C15 C17 . 2.414(5) yes
C15 C18 . 2.768(5) yes
C15 C19 . 2.396(5) yes
C15 H1 . 3.355(6) no
C15 H4 1_455 3.109(7) no
C15 H6 . 2.754(6) no
C15 H7 . 0.95008(8) no
C15 H8 . 3.273(5) no
C15 H9 . 3.256(5) no
C15 H12 . 2.426(4) no
C15 H13 3_655 3.289(4) no
C16 C17 . 1.387(5) yes
C16 C18 . 2.384(5) yes
C16 C19 . 2.764(4) yes
C16 H4 1_455 3.071(7) no
C16 H5 1_455 3.364(6) no
C16 H7 . 2.039(4) no
C16 H8 . 2.044(5) no
C16 H12 . 1.912(4) no
C16 H14 4_455 3.23(8) no
C17 C18 . 1.381(5) yes
C17 C19 . 2.413(5) yes
C17 H2 4_555 3.192(6) no
C17 H4 1_455 3.576(7) no
C17 H5 1_455 3.406(6) no
C17 H7 . 3.270(5) no
C17 H8 . 0.95006(11) no
C17 H9 . 3.267(5) no
C17 H12 . 3.153(4) no
C17 H13 . 2.424(4) no
C17 H14 4_455 3.31(8) no
C18 C19 . 1.398(5) yes
C18 H2 4_555 2.805(6) no
C18 H8 . 2.032(5) no
C18 H9 . 2.044(5) no
C18 H12 3_645 2.816(4) no
C18 H13 . 1.929(4) no
C19 H1 . 2.811(6) no
C19 H2 4_555 3.154(6) no
C19 H3 4_555 3.090(6) no
C19 H6 . 3.431(5) no
C19 H7 . 3.253(5) no
C19 H8 . 3.272(5) no
C19 H9 . 0.94998(7) no
C19 H12 3_645 3.030(4) no
C19 H13 . 3.191(4) no
C20 H8 4_554 3.330(8) no
C20 H10 4_555 3.001(11) no
C20 H14 . 0.88(8) no
H1 H2 . 2.280(6) no
H1 H4 1_455 2.962(7) no
H1 H9 . 2.914(6) no
H1 H11 1_455 2.422(7) no
H2 H3 . 2.353(7) no
H2 H6 4_454 3.539(7) no
H2 H8 4_454 3.514(6) no
H2 H9 4_454 3.456(6) no
H2 H11 1_455 2.753(8) no
H2 H13 4_454 3.264(6) no
H3 H6 4_454 2.686(7) no
H3 H9 4_454 2.944(6) no
H3 H10 . 2.140(9) no
H4 H5 . 2.348(8) no
H4 H7 1_655 3.318(6) no
H4 H11 . 2.118(9) no
H4 H11 2_865 2.084(8) no
H5 H6 . 2.300(6) no
H5 H8 1_655 3.270(6) no
H6 H7 . 2.769(6) no
H7 H11 2_765 3.528(7) no
H7 H12 . 2.259(4) no
H7 H13 3_655 2.420(4) no
H8 H12 . 3.460(4) no
H8 H13 . 2.242(4) no
H8 H14 4_455 2.82(8) no
H9 H12 3_645 2.563(4) no
H9 H13 . 3.491(4) no
H10 H13 4_554 3.248(9) no
H11 H11 2_865 2.024(14) no
H11 H13 4_554 3.357(7) no
H12 H13 3_655 2.569(4) no
H12 H14 4_455 3.01(8) no
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_publ_flag
C20 Cl1 Cl2 C20 0.0(7) yes
Cl2 Cl1 C20 Cl2 0.0(1) yes
Cl2 Cl1 C20 Cl3 32.8(3) yes
Cl2 Cl1 C20 Cl4 53.9(3) yes
Cl2 Cl1 C20 Cl5 -90.2(3) yes
Cl2 Cl1 C20 Cl6 -77.2(3) yes
Cl1 Cl2 C20 Cl1 0.0(5) yes
Cl1 Cl2 C20 Cl3 -150.1(2) yes
Cl1 Cl2 C20 Cl4 -131.6(2) yes
Cl1 Cl2 C20 Cl5 94.7(2) yes
Cl1 Cl2 C20 Cl6 106.9(2) yes
C20 Cl3 Cl4 C20 0.0(7) yes
Cl4 Cl3 C20 Cl1 102.9(3) yes
Cl4 Cl3 C20 Cl2 111.7(3) yes
Cl4 Cl3 C20 Cl4 0.0(1) yes
Cl4 Cl3 C20 Cl5 -135.4(3) yes
Cl4 Cl3 C20 Cl6 -142.8(3) yes
Cl3 Cl4 C20 Cl1 -86.9(3) yes
Cl3 Cl4 C20 Cl2 -73.3(3) yes
Cl3 Cl4 C20 Cl3 0.0(1) yes
Cl3 Cl4 C20 Cl5 51.5(4) yes
Cl3 Cl4 C20 Cl6 40.8(4) yes
C20 Cl5 Cl6 C20 0.0(7) yes
Cl6 Cl5 C20 Cl1 90.6(5) yes
Cl6 Cl5 C20 Cl2 73.8(5) yes
Cl6 Cl5 C20 Cl3 -36.2(6) yes
Cl6 Cl5 C20 Cl4 -51.8(6) yes
Cl6 Cl5 C20 Cl6 0.0(2) yes
Cl5 Cl6 C20 Cl1 -93.2(4) yes
Cl5 Cl6 C20 Cl2 -109.3(4) yes
Cl5 Cl6 C20 Cl3 145.7(4) yes
Cl5 Cl6 C20 Cl4 133.3(3) yes
Cl5 Cl6 C20 Cl5 0.0(1) yes
C12 N1 C11 C4 177.7(5) yes
C12 N1 C11 C10 -1.5(7) yes
C11 N1 C12 C5 -179.9(5) yes
C11 N1 C12 C13 0.6(7) yes
C10 C1 C2 C3 0.3(8) yes
C2 C1 C10 C9 178.5(5) yes
C2 C1 C10 C11 -0.8(9) yes
C1 C2 C3 C4 0.5(1) yes
C2 C3 C4 O1 178.4(7) yes
C2 C3 C4 C11 -0.7(1) yes
O1 C4 C11 N1 1.9(1) yes
O1 C4 C11 C10 -178.9(9) yes
C3 C4 C11 N1 -179.1(6) yes
C3 C4 C11 C10 0.1(9) yes
O2 C5 C6 C7 175.3(7) yes
C12 C5 C6 C7 -2.0(1) yes
O2 C5 C12 N1 4.1(1) yes
O2 C5 C12 C13 -176.4(7) yes
C6 C5 C12 N1 -178.8(6) yes
C6 C5 C12 C13 0.7(1) yes
C5 C6 C7 C8 1.7(1) yes
C6 C7 C8 C13 -0.1(1) yes
C7 C8 C13 C9 177.7(6) yes
C7 C8 C13 C12 -1.1(1) yes
C13 C9 C10 C1 -177.8(4) yes
C13 C9 C10 C11 1.6(7) yes
C14 C9 C10 C1 2.5(7) yes
C14 C9 C10 C11 -178.2(4) yes
C10 C9 C13 C8 178.7(5) yes
C10 C9 C13 C12 -2.4(7) yes
C14 C9 C13 C8 -1.5(8) yes
C14 C9 C13 C12 177.3(4) yes
C10 C9 C14 C15 -108.4(5) yes
C10 C9 C14 C19 71.3(6) yes
C13 C9 C14 C15 71.8(7) yes
C13 C9 C14 C19 -108.4(6) yes
C1 C10 C11 N1 179.8(5) yes
C1 C10 C11 C4 0.6(8) yes
C9 C10 C11 N1 0.4(7) yes
C9 C10 C11 C4 -178.8(4) yes
N1 C12 C13 C8 -179.7(5) yes
N1 C12 C13 C9 1.4(7) yes
C5 C12 C13 C8 0.8(8) yes
C5 C12 C13 C9 -178.1(5) yes
C9 C14 C15 C16 178.1(4) yes
C19 C14 C15 C16 -1.6(7) yes
C9 C14 C19 C18 180.0(4) yes
C15 C14 C19 C18 -0.3(7) yes
C14 C15 C16 O3 -177.9(4) yes
C14 C15 C16 C17 1.5(7) yes
O3 C16 C17 C18 180.0(4) yes
C15 C16 C17 C18 0.5(7) yes
C16 C17 C18 O4 178.2(4) yes
C16 C17 C18 C19 -2.5(7) yes
O4 C18 C19 C14 -178.3(4) yes
C17 C18 C19 C14 2.3(7) yes
