#------------------------------------------------------------------------------
#$Date: 2019-11-23 21:58:26 +0200 (Sat, 23 Nov 2019) $
#$Revision: 235234 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/67/4036792.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_4036792
loop_
_publ_author_name
'Gregoliński, Janusz'
'Ślepokura, Katarzyna'
'Paćkowski, Tomasz'
'Panek, Jarosław'
'Stefanowicz, Piotr'
'Lisowski, Jerzy'
_publ_section_title
;
 From 2 + 2 to 8 + 8 Condensation Products of Diamine and Dialdehyde:
 Giant Container-Shaped Macrocycles for Multiple Anion Binding.
;
_journal_issue                   13
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              5285
_journal_page_last               5294
_journal_paper_doi               10.1021/acs.joc.6b00531
_journal_volume                  81
_journal_year                    2016
_chemical_formula_moiety         '	C48 H76 N12, 8(Cl), 9(H2 O)'
_chemical_formula_sum            'C48 H94 Cl8 N12 O9'
_chemical_formula_weight         1266.95
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yac'
_space_group_name_H-M_alt        'P 1 2/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 94.07(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.699(4)
_cell_length_b                   14.041(4)
_cell_length_c                   16.705(5)
_cell_measurement_reflns_used    6571
_cell_measurement_temperature    80(2)
_cell_measurement_theta_max      28.60
_cell_measurement_theta_min      2.84
_cell_volume                     3205.1(16)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      80(2)
_diffrn_detector_area_resol_mean 10.3456
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.926
_diffrn_measurement_device_type
;
Oxford Diffraction Xcalibur R kappa-geometry diffractometer 
with a Ruby CCD camera 
;
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0787
_diffrn_reflns_av_unetI/netI     0.0920
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.926
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            36401
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.926
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.661
_diffrn_reflns_theta_min         2.843
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.409
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.722
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?colourless
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_description       plate
_exptl_crystal_F_000             1348
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.734
_refine_diff_density_min         -0.433
_refine_diff_density_rms         0.115
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.192
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     394
_refine_ls_number_reflns         7655
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.192
_refine_ls_R_factor_all          0.1547
_refine_ls_R_factor_gt           0.1140
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0496P)²+23.8122P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2515
_refine_ls_wR_factor_ref         0.2672
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5474
_reflns_number_total             7655
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo6b00531_si_002.cif
_cod_data_source_block           3c_l44p
_cod_original_sg_symbol_H-M      'P 2/n'
_cod_database_code               4036792
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.806
_shelx_estimated_absorpt_t_max   0.992
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, 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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.75703(10) 0.67036(11) 0.35674(9) 0.0252(3) Uani 1 1 d . . . . .
Cl2 Cl 0.91225(11) 0.76072(14) 0.65294(10) 0.0377(4) Uani 1 1 d . . . . .
Cl3 Cl 0.46943(10) 0.60671(11) 0.41226(9) 0.0258(3) Uani 1 1 d . . . . .
Cl4 Cl 1.0000 0.5000 0.5000 0.0289(5) Uani 1 2 d S . P . .
Cl5 Cl 0.5526(3) 0.9650(4) 0.3493(3) 0.0393(16) Uani 0.368(6) 1 d . . P . .
Cl50 Cl 0.6278(16) 0.8876(16) 0.3456(13) 0.074(7) Uiso 0.132(6) 1 d . . P A .
N1 N 0.8425(5) 0.8967(4) 0.4351(4) 0.0429(16) Uani 1 1 d . . . . .
N2 N 0.7438(3) 0.7782(3) 0.5229(3) 0.0215(11) Uani 1 1 d . . . . .
H2NA H 0.7970 0.7743 0.5585 0.026 Uiso 1 1 calc R U . . .
H2NB H 0.7636 0.7631 0.4736 0.026 Uiso 1 1 calc R U . . .
N3 N 0.6794(3) 0.5388(4) 0.4932(3) 0.0222(11) Uani 1 1 d . . . . .
H3NA H 0.6163 0.5265 0.5037 0.027 Uiso 1 1 calc R U . . .
H3NB H 0.6782 0.5676 0.4444 0.027 Uiso 1 1 calc R U . . .
N4 N 0.6621(3) 0.4472(4) 0.3537(3) 0.0229(11) Uani 1 1 d . . . . .
N5 N 0.5726(3) 0.5690(4) 0.2488(3) 0.0236(11) Uani 1 1 d . . . . .
H5NA H 0.5439 0.5658 0.2962 0.028 Uiso 1 1 calc R U . . .
H5NB H 0.6315 0.5986 0.2581 0.028 Uiso 1 1 calc R U . . .
N6 N 0.5445(4) 0.7913(4) 0.1495(4) 0.0319(13) Uani 1 1 d . . . . .
H6NA H 0.6101 0.7802 0.1504 0.038 Uiso 1 1 calc R U . . .
H6NB H 0.5176 0.7711 0.1010 0.038 Uiso 1 1 calc R U . . .
C1 C 0.9086(6) 0.9480(5) 0.4020(5) 0.046(2) Uani 1 1 d . . . . .
C2 C 0.9191(5) 1.0451(5) 0.4118(5) 0.0439(19) Uani 1 1 d . . . . .
H2 H 0.9664 1.0797 0.3848 0.053 Uiso 1 1 calc R U . . .
C3 C 0.8593(5) 1.0894(5) 0.4615(5) 0.0436(19) Uani 1 1 d . . . . .
H3 H 0.8649 1.1561 0.4702 0.052 Uiso 1 1 calc R U . . .
C4 C 0.7895(5) 1.0371(5) 0.4996(5) 0.0367(17) Uani 1 1 d . . . . .
H4 H 0.7469 1.0672 0.5343 0.044 Uiso 1 1 calc R U . . .
C5 C 0.7843(5) 0.9404(5) 0.4855(5) 0.0376(18) Uani 1 1 d . . . . .
C6 C 0.7087(5) 0.8779(5) 0.5208(5) 0.0400(18) Uani 1 1 d . . . . .
H6A H 0.6976 0.8995 0.5758 0.048 Uiso 1 1 calc R U . . .
H6B H 0.6460 0.8823 0.4878 0.048 Uiso 1 1 calc R U . . .
C7 C 0.6704(4) 0.7052(4) 0.5453(4) 0.0238(13) Uani 1 1 d . . . . .
H7 H 0.6164 0.7010 0.5019 0.029 Uiso 1 1 calc R U . . .
C8 C 0.6273(4) 0.7272(5) 0.6256(4) 0.0291(15) Uani 1 1 d . . . . .
H8A H 0.6739 0.7642 0.6614 0.035 Uiso 1 1 calc R U . . .
H8B H 0.5651 0.7630 0.6174 0.035 Uiso 1 1 calc R U . . .
C9 C 0.6105(4) 0.6278(5) 0.6595(4) 0.0266(14) Uani 1 1 d . . . . .
H9A H 0.6032 0.6302 0.7180 0.032 Uiso 1 1 calc R U . . .
H9B H 0.5517 0.5976 0.6325 0.032 Uiso 1 1 calc R U . . .
C10 C 0.7034(4) 0.5749(5) 0.6409(4) 0.0248(13) Uani 1 1 d . . . . .
H10A H 0.6937 0.5051 0.6432 0.030 Uiso 1 1 calc R U . . .
H10B H 0.7588 0.5928 0.6792 0.030 Uiso 1 1 calc R U . . .
C11 C 0.7221(4) 0.6069(4) 0.5552(4) 0.0229(13) Uani 1 1 d . . . . .
H11 H 0.7939 0.6142 0.5499 0.027 Uiso 1 1 calc R U . . .
C12 C 0.7323(4) 0.4460(4) 0.4883(4) 0.0247(13) Uani 1 1 d . . . . .
H12A H 0.8034 0.4577 0.4866 0.030 Uiso 1 1 calc R U . . .
H12B H 0.7220 0.4071 0.5364 0.030 Uiso 1 1 calc R U . . .
C13 C 0.6951(4) 0.3938(4) 0.4148(4) 0.0230(13) Uani 1 1 d . . . . .
C14 C 0.6939(5) 0.2943(5) 0.4112(4) 0.0297(14) Uani 1 1 d . . . . .
H14 H 0.7156 0.2569 0.4564 0.036 Uiso 1 1 calc R U . . .
C15 C 0.6600(5) 0.2515(5) 0.3391(4) 0.0364(16) Uani 1 1 d . . . . .
H15 H 0.6599 0.1841 0.3343 0.044 Uiso 1 1 calc R U . . .
C16 C 0.6267(5) 0.3069(5) 0.2750(4) 0.0306(15) Uani 1 1 d . . . . .
H16 H 0.6030 0.2788 0.2256 0.037 Uiso 1 1 calc R U . . .
C17 C 0.6286(4) 0.4052(4) 0.2846(4) 0.0219(13) Uani 1 1 d . . . . .
C18 C 0.5886(4) 0.4705(4) 0.2185(4) 0.0242(13) Uani 1 1 d . . . . .
H18A H 0.6350 0.4729 0.1758 0.029 Uiso 1 1 calc R U . . .
H18B H 0.5258 0.4447 0.1948 0.029 Uiso 1 1 calc R U . . .
C19 C 0.5096(4) 0.6260(4) 0.1903(4) 0.0230(13) Uani 1 1 d . . . . .
H19 H 0.5370 0.6221 0.1365 0.028 Uiso 1 1 calc R U . . .
C20 C 0.4035(4) 0.5884(5) 0.1832(4) 0.0275(14) Uani 1 1 d . . . . .
H20A H 0.3938 0.5415 0.1391 0.033 Uiso 1 1 calc R U . . .
H20B H 0.3862 0.5584 0.2340 0.033 Uiso 1 1 calc R U . . .
C21 C 0.3426(4) 0.6785(5) 0.1652(4) 0.0335(16) Uani 1 1 d . . . . .
H21A H 0.3444 0.6975 0.1082 0.040 Uiso 1 1 calc R U . . .
H21B H 0.2737 0.6691 0.1777 0.040 Uiso 1 1 calc R U . . .
C22 C 0.3932(4) 0.7515(5) 0.2206(4) 0.0338(16) Uani 1 1 d . . . . .
H22A H 0.3746 0.7432 0.2764 0.041 Uiso 1 1 calc R U . . .
H22B H 0.3764 0.8171 0.2027 0.041 Uiso 1 1 calc R U . . .
C23 C 0.5027(4) 0.7314(4) 0.2146(4) 0.0259(13) Uani 1 1 d . . . . .
H23 H 0.5398 0.7428 0.2674 0.031 Uiso 1 1 calc R U . . .
C24 C 0.5289(7) 0.8959(6) 0.1553(7) 0.062(3) Uani 1 1 d . . . . .
H24A H 0.5463 0.9174 0.2109 0.075 Uiso 1 1 calc R U . . .
H24B H 0.4590 0.9108 0.1420 0.075 Uiso 1 1 calc R U . . .
O1W O 0.7109(8) 0.8628(9) 0.2517(9) 0.064(4) Uani 0.5 1 d . . P A -1
O2W O 0.4782(4) 0.7167(4) 0.0011(3) 0.0441(13) Uani 1 1 d D . . . .
H3W H 0.5033 0.7417 -0.0383 0.066 Uiso 1 1 d DR U . . .
H4W H 0.4814 0.6571 -0.0016 0.066 Uiso 1 1 d DR U . . .
O3W O 0.5497(9) 1.0588(10) 0.4169(9) 0.103(5) Uani 0.684(16) 1 d . . P B 1
O30W O 0.5256(11) 1.0855(12) 0.5001(11) 0.042(6) Uani 0.316(16) 1 d . . P B 2
O4W O 0.4156(11) 0.8273(9) 0.4471(9) 0.066(6) Uani 0.56(2) 1 d . . P C 1
O40W O 0.3475(12) 0.8044(10) 0.4126(8) 0.046(5) Uani 0.44(2) 1 d . . P C 2
O5W O 0.3632(10) 1.0432(10) 0.2525(9) 0.033(4) Uiso 0.374(17) 1 d . . P D 1
O50W O 0.4608(12) 1.0700(12) 0.2707(10) 0.031(5) Uiso 0.283(13) 1 d . . P E 2
O52W O 0.3077(14) 0.9512(14) 0.2991(11) 0.039(6) Uiso 0.261(13) 1 d . . P F 3
O53W O 0.341(3) 1.025(3) 0.211(3) 0.010(14) Uiso 0.083(16) 1 d . . P G 4
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'
Cl Cl 0.1484 0.1585 '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
Cl50 Cl5 O3W 128.5(10) . .
Cl5 Cl50 O1W 125.4(13) . .
C1 N1 C5 118.0(6) . .
C6 N2 C7 115.5(4) . .
C6 N2 H2NA 108.4 . .
C7 N2 H2NA 108.4 . .
C6 N2 H2NB 108.4 . .
C7 N2 H2NB 108.4 . .
H2NA N2 H2NB 107.5 . .
C12 N3 C11 115.3(5) . .
C12 N3 H3NA 108.5 . .
C11 N3 H3NA 108.5 . .
C12 N3 H3NB 108.5 . .
C11 N3 H3NB 108.5 . .
H3NA N3 H3NB 107.5 . .
C13 N4 C17 119.3(5) . .
C19 N5 C18 111.5(5) . .
C19 N5 H5NA 109.3 . .
C18 N5 H5NA 109.3 . .
C19 N5 H5NB 109.3 . .
C18 N5 H5NB 109.3 . .
H5NA N5 H5NB 108.0 . .
C24 N6 C23 115.8(5) . .
C24 N6 H6NA 108.3 . .
C23 N6 H6NA 108.3 . .
C24 N6 H6NB 108.3 . .
C23 N6 H6NB 108.3 . .
H6NA N6 H6NB 107.4 . .
N1 C1 C2 124.2(7) . .
N1 C1 C24 116.1(6) . 2_655
C2 C1 C24 119.6(6) . 2_655
C3 C2 C1 117.6(7) . .
C3 C2 H2 121.2 . .
C1 C2 H2 121.2 . .
C2 C3 C4 120.1(7) . .
C2 C3 H3 120.0 . .
C4 C3 H3 120.0 . .
C5 C4 C3 118.0(7) . .
C5 C4 H4 121.0 . .
C3 C4 H4 121.0 . .
N1 C5 C4 122.0(6) . .
N1 C5 C6 115.5(6) . .
C4 C5 C6 122.3(6) . .
N2 C6 C5 109.3(5) . .
N2 C6 H6A 109.8 . .
C5 C6 H6A 109.8 . .
N2 C6 H6B 109.8 . .
C5 C6 H6B 109.8 . .
H6A C6 H6B 108.3 . .
N2 C7 C8 112.7(5) . .
N2 C7 C11 109.0(4) . .
C8 C7 C11 106.6(5) . .
N2 C7 H7 109.5 . .
C8 C7 H7 109.5 . .
C11 C7 H7 109.5 . .
C9 C8 C7 102.5(5) . .
C9 C8 H8A 111.3 . .
C7 C8 H8A 111.3 . .
C9 C8 H8B 111.3 . .
C7 C8 H8B 111.3 . .
H8A C8 H8B 109.2 . .
C10 C9 C8 102.6(5) . .
C10 C9 H9A 111.2 . .
C8 C9 H9A 111.2 . .
C10 C9 H9B 111.2 . .
C8 C9 H9B 111.2 . .
H9A C9 H9B 109.2 . .
C9 C10 C11 104.1(5) . .
C9 C10 H10A 110.9 . .
C11 C10 H10A 110.9 . .
C9 C10 H10B 110.9 . .
C11 C10 H10B 110.9 . .
H10A C10 H10B 109.0 . .
N3 C11 C10 112.0(5) . .
N3 C11 C7 109.9(5) . .
C10 C11 C7 104.7(5) . .
N3 C11 H11 110.0 . .
C10 C11 H11 110.0 . .
C7 C11 H11 110.0 . .
C13 C12 N3 109.6(5) . .
C13 C12 H12A 109.7 . .
N3 C12 H12A 109.7 . .
C13 C12 H12B 109.7 . .
N3 C12 H12B 109.7 . .
H12A C12 H12B 108.2 . .
N4 C13 C14 122.2(6) . .
N4 C13 C12 115.8(5) . .
C14 C13 C12 122.0(6) . .
C15 C14 C13 118.0(6) . .
C15 C14 H14 121.0 . .
C13 C14 H14 121.0 . .
C16 C15 C14 120.0(6) . .
C16 C15 H15 120.0 . .
C14 C15 H15 120.0 . .
C15 C16 C17 118.0(6) . .
C15 C16 H16 121.0 . .
C17 C16 H16 121.0 . .
N4 C17 C16 122.5(6) . .
N4 C17 C18 116.4(5) . .
C16 C17 C18 121.1(6) . .
N5 C18 C17 111.7(5) . .
N5 C18 H18A 109.3 . .
C17 C18 H18A 109.3 . .
N5 C18 H18B 109.3 . .
C17 C18 H18B 109.3 . .
H18A C18 H18B 107.9 . .
N5 C19 C23 112.8(5) . .
N5 C19 C20 111.4(5) . .
C23 C19 C20 105.9(5) . .
N5 C19 H19 108.9 . .
C23 C19 H19 108.9 . .
C20 C19 H19 108.9 . .
C21 C20 C19 103.2(5) . .
C21 C20 H20A 111.1 . .
C19 C20 H20A 111.1 . .
C21 C20 H20B 111.1 . .
C19 C20 H20B 111.1 . .
H20A C20 H20B 109.1 . .
C22 C21 C20 102.7(5) . .
C22 C21 H21A 111.2 . .
C20 C21 H21A 111.2 . .
C22 C21 H21B 111.2 . .
C20 C21 H21B 111.2 . .
H21A C21 H21B 109.1 . .
C21 C22 C23 103.9(5) . .
C21 C22 H22A 111.0 . .
C23 C22 H22A 111.0 . .
C21 C22 H22B 111.0 . .
C23 C22 H22B 111.0 . .
H22A C22 H22B 109.0 . .
N6 C23 C22 111.4(5) . .
N6 C23 C19 108.1(5) . .
C22 C23 C19 105.8(5) . .
N6 C23 H23 110.5 . .
C22 C23 H23 110.5 . .
C19 C23 H23 110.5 . .
N6 C24 C1 110.1(6) . 2_655
N6 C24 H24A 109.6 . .
C1 C24 H24A 109.6 2_655 .
N6 C24 H24B 109.6 . .
C1 C24 H24B 109.6 2_655 .
H24A C24 H24B 108.2 . .
H3W O2W H4W 110.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl5 Cl50 1.50(2) .
Cl5 O3W 1.737(16) .
Cl50 O1W 2.03(3) .
N1 C1 1.311(9) .
N1 C5 1.349(9) .
N2 C6 1.480(8) .
N2 C7 1.501(7) .
N2 H2NA 0.9100 .
N2 H2NB 0.9100 .
N3 C12 1.496(7) .
N3 C11 1.498(8) .
N3 H3NA 0.9100 .
N3 H3NB 0.9100 .
N4 C13 1.321(8) .
N4 C17 1.347(8) .
N5 C19 1.491(8) .
N5 C18 1.494(8) .
N5 H5NA 0.9100 .
N5 H5NB 0.9100 .
N6 C24 1.488(9) .
N6 C23 1.519(8) .
N6 H6NA 0.9100 .
N6 H6NB 0.9100 .
C1 C2 1.380(10) .
C1 C24 1.517(10) 2_655
C2 C3 1.357(10) .
C2 H2 0.9500 .
C3 C4 1.395(10) .
C3 H3 0.9500 .
C4 C5 1.378(10) .
C4 H4 0.9500 .
C5 C6 1.509(9) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 C8 1.535(8) .
C7 C11 1.554(8) .
C7 H7 1.0000 .
C8 C9 1.530(9) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 C10 1.525(8) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 C11 1.537(8) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C11 H11 1.0000 .
C12 C13 1.489(9) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C13 C14 1.398(9) .
C14 C15 1.396(10) .
C14 H14 0.9500 .
C15 C16 1.374(10) .
C15 H15 0.9500 .
C16 C17 1.390(9) .
C16 H16 0.9500 .
C17 C18 1.508(9) .
C18 H18A 0.9900 .
C18 H18B 0.9900 .
C19 C23 1.539(9) .
C19 C20 1.544(8) .
C19 H19 1.0000 .
C20 C21 1.533(9) .
C20 H20A 0.9900 .
C20 H20B 0.9900 .
C21 C22 1.517(10) .
C21 H21A 0.9900 .
C21 H21B 0.9900 .
C22 C23 1.537(8) .
C22 H22A 0.9900 .
C22 H22B 0.9900 .
C23 H23 1.0000 .
C24 C1 1.517(10) 2_655
C24 H24A 0.9900 .
C24 H24B 0.9900 .
O2W H3W 0.8399 .
O2W H4W 0.8398 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2NA Cl2 0.91 2.16 3.065(6) 173.6 .
N2 H2NB Cl1 0.91 2.34 3.178(5) 152.4 .
N3 H3NA Cl3 0.91 2.69 3.234(5) 119.6 .
N3 H3NA Cl3 0.91 2.66 3.358(5) 134.0 3_666
N3 H3NB Cl1 0.91 2.37 3.176(5) 147.7 .
N5 H5NA Cl3 0.91 2.33 3.206(5) 162.8 .
N5 H5NB Cl1 0.91 2.51 3.318(5) 148.5 .
N5 H5NB Cl1 0.91 2.73 3.341(5) 125.6 2_655
N6 H6NA Cl1 0.91 2.40 3.213(6) 149.5 2_655
N6 H6NA O1W 0.91 2.41 2.927(13) 116.5 .
N6 H6NB O2W 0.91 1.88 2.783(8) 171.3 .
C2 H2 Cl2 0.95 2.89 3.781(8) 157.6 3_776
C3 H3 O2W 0.95 2.40 3.217(9) 144.3 4_676
C4 H4 O40W 0.95 2.42 3.319(14) 157.0 3_676
C6 H6B Cl5 0.99 2.81 3.662(10) 144.0 .
C6 H6B Cl50 0.99 2.37 3.06(2) 125.8 .
C6 H6B O30W 0.99 2.42 3.246(17) 141.0 3_676
C7 H7 Cl3 1.00 2.76 3.683(6) 153.5 .
C10 H10A Cl3 0.99 2.83 3.550(7) 129.9 3_666
C12 H12A Cl4 0.99 2.75 3.736(6) 173.1 .
C12 H12B Cl3 0.99 2.82 3.405(6) 118.3 3_666
C14 H14 O40W 0.95 2.56 3.339(15) 139.5 3_666
C16 H16 Cl2 0.95 2.86 3.583(7) 134.0 4_565
C19 H19 Cl1 1.00 2.90 3.403(6) 112.2 2_655
C19 H19 Cl4 1.00 2.87 3.633(6) 133.7 2_655
C20 H20A Cl4 0.99 2.89 3.638(7) 133.2 2_655
C22 H22A O40W 0.99 2.48 3.392(15) 152.4 .
C23 H23 Cl50 1.00 2.66 3.46(2) 137.8 .
C24 H24A Cl5 0.99 2.40 3.376(12) 167.9 .
C24 H24A Cl50 0.99 2.47 3.37(2) 149.9 .
C24 H24B O53W 0.99 2.60 3.33(4) 130.8 .
O2W H3W Cl2 0.84 2.32 3.131(5) 161.7 2_655
O2W H4W Cl4 0.84 2.22 3.058(5) 175.0 2_655
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_4
O3W Cl5 Cl50 O1W -119.2(14) . .
C5 N1 C1 C2 -3.9(14) . .
C5 N1 C1 C24 -179.0(8) . 2_655
N1 C1 C2 C3 2.7(15) . .
C24 C1 C2 C3 177.7(9) 2_655 .
C1 C2 C3 C4 -0.8(13) . .
C2 C3 C4 C5 0.4(12) . .
C1 N1 C5 C4 3.3(13) . .
C1 N1 C5 C6 179.2(8) . .
C3 C4 C5 N1 -1.6(12) . .
C3 C4 C5 C6 -177.3(8) . .
C7 N2 C6 C5 -171.5(6) . .
N1 C5 C6 N2 26.3(10) . .
C4 C5 C6 N2 -157.8(7) . .
C6 N2 C7 C8 -54.7(8) . .
C6 N2 C7 C11 -172.9(6) . .
N2 C7 C8 C9 -146.7(5) . .
C11 C7 C8 C9 -27.2(6) . .
C7 C8 C9 C10 42.5(6) . .
C8 C9 C10 C11 -42.0(6) . .
C12 N3 C11 C10 -72.7(6) . .
C12 N3 C11 C7 171.4(4) . .
C9 C10 C11 N3 -94.5(6) . .
C9 C10 C11 C7 24.6(6) . .
N2 C7 C11 N3 -115.9(5) . .
C8 C7 C11 N3 122.2(5) . .
N2 C7 C11 C10 123.7(5) . .
C8 C7 C11 C10 1.7(6) . .
C11 N3 C12 C13 -168.8(5) . .
C17 N4 C13 C14 -2.0(8) . .
C17 N4 C13 C12 179.0(5) . .
N3 C12 C13 N4 29.3(6) . .
N3 C12 C13 C14 -149.8(5) . .
N4 C13 C14 C15 2.5(9) . .
C12 C13 C14 C15 -178.5(5) . .
C13 C14 C15 C16 -1.6(10) . .
C14 C15 C16 C17 0.3(10) . .
C13 N4 C17 C16 0.6(8) . .
C13 N4 C17 C18 177.8(5) . .
C15 C16 C17 N4 0.3(9) . .
C15 C16 C17 C18 -176.9(5) . .
C19 N5 C18 C17 -164.9(4) . .
N4 C17 C18 N5 -13.1(7) . .
C16 C17 C18 N5 164.2(5) . .
C18 N5 C19 C23 -172.5(4) . .
C18 N5 C19 C20 68.5(6) . .
N5 C19 C20 C21 148.2(5) . .
C23 C19 C20 C21 25.2(6) . .
C19 C20 C21 C22 -41.1(6) . .
C20 C21 C22 C23 41.3(6) . .
C24 N6 C23 C22 54.2(9) . .
C24 N6 C23 C19 170.0(7) . .
C21 C22 C23 N6 91.8(6) . .
C21 C22 C23 C19 -25.4(7) . .
N5 C19 C23 N6 118.4(5) . .
C20 C19 C23 N6 -119.5(5) . .
N5 C19 C23 C22 -122.2(5) . .
C20 C19 C23 C22 -0.1(7) . .
C23 N6 C24 C1 168.3(7) . 2_655
