##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
##############################################################################
                                             
data_global
_audit_creation_method     'SHELXL97 CIF and IUCr SHELXL97-template'
_journal_date_recd_electronic     2004-01-07
_journal_date_accepted     2004-02-23
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2004
_journal_volume     60
_journal_issue      3
_journal_page_first     m345
_journal_page_last     m347
_journal_paper_category     EM
_publ_contact_author_name     'Dr Melanie Rademeyer'
_publ_contact_author_address
; School of Pure and Applied Chemistry
  University of KwaZulu-Natal
  Durban
  4041
  South Africa
;
_publ_contact_author_email     rademeyerm@nu.ac.za
_publ_contact_author_fax     '+27 31 260 3091'
_publ_contact_author_phone     '+27 31 260 3097'
_publ_section_title
;
Tetrakis(anilinium) hexachlorotin(IV) dichloride
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Rademeyer, Melanie'
; ?
;
;
School of Pure and Applied Chemistry
University of KwaZulu-Natal
Durban 4041
South Africa
;
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
Tetrakis(anilinium) hexachlorotin(IV) dichloride
;
_chemical_name_common     ?
_chemical_formula_moiety     '4C6 H8 N 1+, Cl6 Sn 2-, 2Cl 1-'
_chemical_formula_sum     'C24 H32 Cl8 N4 Sn'
_chemical_formula_iupac     '(C6 H8 N)4 [Sn Cl6] Cl2'
_chemical_formula_weight     778.83
_chemical_melting_point     ?
_symmetry_cell_setting     'monoclinic'
_symmetry_space_group_name_H-M     'P 21/c'
_symmetry_space_group_name_Hall     '-P 2ybc'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x, -y-1/2, z-1/2'
_cell_length_a     15.615(4)
_cell_length_b     10.543(4)
_cell_length_c     20.403(5)
_cell_angle_alpha     90.00
_cell_angle_beta     92.40(2)
_cell_angle_gamma     90.00
_cell_volume     3355.9(17)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     185
_cell_measurement_theta_min     2
_cell_measurement_theta_max     32
_cell_measurement_temperature     293(2)
_exptl_crystal_description     'block'
_exptl_crystal_colour     'light brown'
_exptl_crystal_size_max     0.50
_exptl_crystal_size_mid     0.20
_exptl_crystal_size_min     0.20
_exptl_crystal_density_diffrn     1.541
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     1560
_exptl_absorpt_coefficient_mu     1.419
_exptl_absorpt_correction_type     'multi-scan'
_exptl_absorpt_process_details     '(Blessing, 1995)'
_exptl_absorpt_correction_T_min     0.5317
_exptl_absorpt_correction_T_max     0.7567
_exptl_special_details
;
 ?
;
_diffrn_ambient_temperature     293(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Oxford Excalibur2'
_diffrn_measurement_method     'ω-2θ'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     30679
_diffrn_reflns_av_R_equivalents     0.0354
_diffrn_reflns_av_sigmaI/netI     0.0693
_diffrn_reflns_theta_min     3.99
_diffrn_reflns_theta_max     31.87
_diffrn_reflns_theta_full     25.00
_diffrn_measured_fraction_theta_max     0.932
_diffrn_measured_fraction_theta_full     0.995
_diffrn_reflns_limit_h_min     -22
_diffrn_reflns_limit_h_max     22
_diffrn_reflns_limit_k_min     -12
_diffrn_reflns_limit_k_max     15
_diffrn_reflns_limit_l_min     -29
_diffrn_reflns_limit_l_max     29
_diffrn_standards_number     'n/a'
_diffrn_standards_interval_count     'n/a'
_diffrn_standards_interval_time     'n/a'
_diffrn_standards_decay_%     '<2'
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total     10736
_reflns_number_gt     5357
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.1153
_refine_ls_R_factor_gt     0.0428
_refine_ls_wR_factor_gt     0.0847
_refine_ls_wR_factor_ref     0.1038
_refine_ls_goodness_of_fit_ref     0.918
_refine_ls_restrained_S_all     0.916
_refine_ls_number_reflns     10736
_refine_ls_number_parameters     338
_refine_ls_number_restraints     60
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
             'calc w = 1/[σ²(Fo²)+(0.0411P)²] where P = (Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.005
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     1.018
_refine_diff_density_min     -0.582
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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'
    'N' 'N' 0.0061 0.0033
                         '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'
    'Cl' 'Cl' 0.1484 0.1585
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Sn' 'Sn' -0.6537 1.4246
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'CrysAlis CCD (Oxford Diffraction, 2003)'
_computing_cell_refinement     'CrysAlis CCD'
_computing_data_reduction     'CrysAlis RED (Oxford Diffraction, 2003)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material
                                'WinGX (Farrugia, 1999) and PLATON (Spek, 2000)'
loop_
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    _atom_site_type_symbol
    N2 0.25134(19) -0.1246(2) -0.16768(12) 0.0504(7) Uani d . 1 . . N
    H2A 0.2065 -0.0920 -0.1901 0.076 Uiso calc R 1 . . H
    H2B 0.2477 -0.2088 -0.1680 0.076 Uiso calc R 1 . . H
    H2C 0.2994 -0.1008 -0.1862 0.076 Uiso calc R 1 . . H
    N3 0.25710(19) 0.1214(2) 0.68417(12) 0.0523(7) Uani d . 1 . . N
    H3A 0.2625 0.2054 0.6863 0.078 Uiso calc R 1 . . H
    H3B 0.3016 0.0851 0.7054 0.078 Uiso calc R 1 . . H
    H3C 0.2089 0.0982 0.7026 0.078 Uiso calc R 1 . . H
    N1 0.4587(2) 0.8032(3) 0.19859(15) 0.0636(9) Uani d . 1 . . N
    H1C 0.4941 0.8628 0.2145 0.095 Uiso calc R 1 . . H
    H1A 0.4653 0.7328 0.2223 0.095 Uiso calc R 1 . . H
    H1B 0.4048 0.8302 0.2004 0.095 Uiso calc R 1 . . H
    N4 0.00100(19) 0.2450(3) 0.30654(14) 0.0648(9) Uani d . 1 . . N
    H4A 0.0067 0.1651 0.2932 0.097 Uiso calc R 1 . . H
    H4B 0.0449 0.2909 0.2933 0.097 Uiso calc R 1 . . H
    H4C -0.0478 0.2769 0.2896 0.097 Uiso calc R 1 . . H
    C24 0.0383(2) 0.3470(3) 0.41180(19) 0.0546(9) Uani d D 1 . . C
    H24 0.0646 0.4118 0.3892 0.066 Uiso calc R 1 . . H
    C19 -0.0002(2) 0.2482(3) 0.37854(17) 0.0450(8) Uani d D 1 . . C
    C23 0.0374(2) 0.3491(4) 0.4793(2) 0.0636(11) Uani d D 1 . . C
    H23 0.0634 0.4154 0.5027 0.076 Uiso calc R 1 . . H
    C22 -0.0020(2) 0.2531(4) 0.5117(2) 0.0675(11) Uani d D 1 . . C
    H22 -0.0030 0.2552 0.5573 0.081 Uiso calc R 1 . . H
    C20 -0.0396(2) 0.1518(3) 0.41058(19) 0.0550(9) Uani d D 1 . . C
    H20 -0.0658 0.0857 0.3872 0.066 Uiso calc R 1 . . H
    C21 -0.0397(3) 0.1547(4) 0.4785(2) 0.0638(11) Uani d D 1 . . C
    H21 -0.0655 0.0896 0.5012 0.077 Uiso calc R 1 . . H
    Cl7 0.10229(5) 0.00270(8) 0.75179(4) 0.0504(2) Uani d . 1 . . Cl
    Cl8 0.58691(6) 0.02214(9) 0.23994(5) 0.0609(3) Uani d . 1 . . Cl
    C1 0.4781(2) 0.7764(3) 0.13001(18) 0.0496(9) Uani d D 1 . . C
    C2 0.5265(3) 0.6724(4) 0.1173(2) 0.0722(12) Uani d D 1 . . C
    H2 0.5478 0.6211 0.1513 0.087 Uiso calc R 1 . . H
    C3 0.5429(3) 0.6452(4) 0.0538(3) 0.0849(14) Uani d D 1 . . C
    H3 0.5750 0.5736 0.0445 0.102 Uiso calc R 1 . . H
    C4 0.5134(3) 0.7210(5) 0.0036(2) 0.0839(14) Uani d D 1 . . C
    H4 0.5258 0.7020 -0.0395 0.101 Uiso calc R 1 . . H
    C6 0.4469(3) 0.8535(4) 0.0819(2) 0.0666(11) Uani d D 1 . . C
    H6 0.4139 0.9237 0.0920 0.080 Uiso calc R 1 . . H
    C5 0.4643(3) 0.8271(4) 0.0178(2) 0.0769(12) Uani d D 1 . . C
    H5 0.4435 0.8797 -0.0158 0.092 Uiso calc R 1 . . H
    Sn 0.230329(14) -0.00050(2) 0.257819(10) 0.03698(7) Uani d . 1 . . Sn
    Cl1 0.12090(5) -0.10126(8) 0.32113(4) 0.0527(2) Uani d . 1 . . Cl
    Cl2 0.34470(5) 0.09625(8) 0.19576(4) 0.0500(2) Uani d . 1 . . Cl
    Cl5 0.23704(6) -0.19009(7) 0.18993(4) 0.0516(2) Uani d . 1 . . Cl
    Cl6 0.34200(5) -0.09639(7) 0.33004(4) 0.0457(2) Uani d . 1 . . Cl
    Cl4 0.22586(6) 0.18760(8) 0.32433(4) 0.0554(2) Uani d . 1 . . Cl
    C16 0.2473(2) 0.0041(4) 0.48740(17) 0.0557(9) Uani d D 1 . . C
    H16 0.2455 -0.0216 0.4438 0.067 Uiso calc R 1 . . H
    C13 0.2543(2) 0.0810(3) 0.61508(15) 0.0400(7) Uani d D 1 . . C
    C15 0.2930(3) -0.0643(4) 0.53349(19) 0.0626(11) Uani d D 1 . . C
    H15 0.3217 -0.1373 0.5212 0.075 Uiso calc R 1 . . H
    C14 0.2970(3) -0.0261(3) 0.59813(18) 0.0557(10) Uani d D 1 . . C
    H14 0.3282 -0.0725 0.6296 0.067 Uiso calc R 1 . . H
    C18 0.2067(2) 0.1487(3) 0.56973(17) 0.0566(10) Uani d D 1 . . C
    H18 0.1764 0.2200 0.5823 0.068 Uiso calc R 1 . . H
    C17 0.2041(3) 0.1105(4) 0.50532(18) 0.0615(10) Uani d D 1 . . C
    H17 0.1728 0.1571 0.4739 0.074 Uiso calc R 1 . . H
    Cl3 0.12225(6) 0.08995(9) 0.18308(4) 0.0550(2) Uani d . 1 . . Cl
    C10 0.2499(3) 0.0069(4) 0.02631(18) 0.0631(10) Uani d D 1 . . C
    H10 0.2493 0.0364 0.0693 0.076 Uiso calc R 1 . . H
    C8 0.2916(2) 0.0344(3) -0.08414(18) 0.0535(9) Uani d D 1 . . C
    H8 0.3189 0.0810 -0.1158 0.064 Uiso calc R 1 . . H
    C7 0.2521(2) -0.0784(3) -0.09941(15) 0.0407(7) Uani d D 1 . . C
    C9 0.2895(3) 0.0765(4) -0.0204(2) 0.0658(11) Uani d D 1 . . C
    H9 0.3153 0.1533 -0.0089 0.079 Uiso calc R 1 . . H
    C11 0.2118(3) -0.1045(4) 0.00994(17) 0.0608(10) Uani d D 1 . . C
    H11 0.1854 -0.1518 0.0419 0.073 Uiso calc R 1 . . H
    C12 0.2119(2) -0.1486(3) -0.05360(17) 0.0532(9) Uani d D 1 . . C
    H12 0.1851 -0.2247 -0.0651 0.064 Uiso calc R 1 . . H
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    N2 C7 . 1.475(4) ?
    N2 H2A . 0.8900 ?
    N2 H2B . 0.8900 ?
    N2 H2C . 0.8900 ?
    N3 C13 . 1.472(4) ?
    N3 H3A . 0.8900 ?
    N3 H3B . 0.8900 ?
    N3 H3C . 0.8900 ?
    N1 C1 . 1.472(4) ?
    N1 H1C . 0.8900 ?
    N1 H1A . 0.8900 ?
    N1 H1B . 0.8900 ?
    N4 C19 . 1.470(4) ?
    N4 H4A . 0.8900 ?
    N4 H4B . 0.8900 ?
    N4 H4C . 0.8900 ?
    C24 C19 . 1.368(4) ?
    C24 C23 . 1.378(5) ?
    C24 H24 . 0.9300 ?
    C19 C20 . 1.369(4) ?
    C23 C22 . 1.370(5) ?
    C23 H23 . 0.9300 ?
    C22 C21 . 1.359(5) ?
    C22 H22 . 0.9300 ?
    C20 C21 . 1.386(5) ?
    C20 H20 . 0.9300 ?
    C21 H21 . 0.9300 ?
    C1 C6 . 1.350(5) ?
    C1 C2 . 1.362(5) ?
    C2 C3 . 1.362(5) ?
    C2 H2 . 0.9300 ?
    C3 C4 . 1.363(6) ?
    C3 H3 . 0.9300 ?
    C4 C5 . 1.393(6) ?
    C4 H4 . 0.9300 ?
    C6 C5 . 1.374(5) ?
    C6 H6 . 0.9300 ?
    C5 H5 . 0.9300 ?
    Sn Cl4 . 2.4057(10) yes
    Sn Cl3 . 2.4223(10) yes
    Sn Cl1 . 2.4292(10) yes
    Sn Cl5 . 2.4366(10) yes
    Sn Cl6 . 2.4533(10) yes
    Sn Cl2 . 2.4541(10) yes
    C16 C15 . 1.363(5) ?
    C16 C17 . 1.367(5) ?
    C16 H16 . 0.9300 ?
    C13 C14 . 1.363(4) ?
    C13 C18 . 1.364(4) ?
    C15 C14 . 1.378(5) ?
    C15 H15 . 0.9300 ?
    C14 H14 . 0.9300 ?
    C18 C17 . 1.373(4) ?
    C18 H18 . 0.9300 ?
    C17 H17 . 0.9300 ?
    C10 C11 . 1.353(5) ?
    C10 C9 . 1.370(5) ?
    C10 H10 . 0.9300 ?
    C8 C7 . 1.369(4) ?
    C8 C9 . 1.376(5) ?
    C8 H8 . 0.9300 ?
    C7 C12 . 1.365(4) ?
    C9 H9 . 0.9300 ?
    C11 C12 . 1.377(4) ?
    C11 H11 . 0.9300 ?
    C12 H12 . 0.9300 ?
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_3
    _geom_angle
    _geom_angle_publ_flag
    C7 N2 H2A . . 109.5 ?
    C7 N2 H2B . . 109.5 ?
    H2A N2 H2B . . 109.5 ?
    C7 N2 H2C . . 109.5 ?
    H2A N2 H2C . . 109.5 ?
    H2B N2 H2C . . 109.5 ?
    C13 N3 H3A . . 109.5 ?
    C13 N3 H3B . . 109.5 ?
    H3A N3 H3B . . 109.5 ?
    C13 N3 H3C . . 109.5 ?
    H3A N3 H3C . . 109.5 ?
    H3B N3 H3C . . 109.5 ?
    C1 N1 H1C . . 109.5 ?
    C1 N1 H1A . . 109.5 ?
    H1C N1 H1A . . 109.5 ?
    C1 N1 H1B . . 109.5 ?
    H1C N1 H1B . . 109.5 ?
    H1A N1 H1B . . 109.5 ?
    C19 N4 H4A . . 109.5 ?
    C19 N4 H4B . . 109.5 ?
    H4A N4 H4B . . 109.5 ?
    C19 N4 H4C . . 109.5 ?
    H4A N4 H4C . . 109.5 ?
    H4B N4 H4C . . 109.5 ?
    C19 C24 C23 . . 119.0(3) ?
    C19 C24 H24 . . 120.5 ?
    C23 C24 H24 . . 120.5 ?
    C24 C19 C20 . . 121.7(3) ?
    C24 C19 N4 . . 119.3(3) ?
    C20 C19 N4 . . 119.0(3) ?
    C22 C23 C24 . . 119.6(4) ?
    C22 C23 H23 . . 120.2 ?
    C24 C23 H23 . . 120.2 ?
    C21 C22 C23 . . 121.1(4) ?
    C21 C22 H22 . . 119.4 ?
    C23 C22 H22 . . 119.4 ?
    C19 C20 C21 . . 118.7(3) ?
    C19 C20 H20 . . 120.7 ?
    C21 C20 H20 . . 120.7 ?
    C22 C21 C20 . . 119.8(4) ?
    C22 C21 H21 . . 120.1 ?
    C20 C21 H21 . . 120.1 ?
    C6 C1 C2 . . 122.2(4) ?
    C6 C1 N1 . . 119.6(3) ?
    C2 C1 N1 . . 118.3(4) ?
    C1 C2 C3 . . 118.6(4) ?
    C1 C2 H2 . . 120.7 ?
    C3 C2 H2 . . 120.7 ?
    C2 C3 C4 . . 121.3(4) ?
    C2 C3 H3 . . 119.4 ?
    C4 C3 H3 . . 119.4 ?
    C3 C4 C5 . . 119.1(4) ?
    C3 C4 H4 . . 120.4 ?
    C5 C4 H4 . . 120.4 ?
    C1 C6 C5 . . 119.3(4) ?
    C1 C6 H6 . . 120.3 ?
    C5 C6 H6 . . 120.3 ?
    C6 C5 C4 . . 119.5(4) ?
    C6 C5 H5 . . 120.3 ?
    C4 C5 H5 . . 120.3 ?
    Cl4 Sn Cl3 . . 89.70(4) ?
    Cl4 Sn Cl1 . . 91.31(4) ?
    Cl3 Sn Cl1 . . 91.14(4) ?
    Cl4 Sn Cl5 . . 179.12(3) ?
    Cl3 Sn Cl5 . . 90.60(4) ?
    Cl1 Sn Cl5 . . 89.51(4) ?
    Cl4 Sn Cl6 . . 92.15(3) ?
    Cl3 Sn Cl6 . . 177.85(3) ?
    Cl1 Sn Cl6 . . 89.92(3) ?
    Cl5 Sn Cl6 . . 87.53(3) ?
    Cl4 Sn Cl2 . . 89.28(4) ?
    Cl3 Sn Cl2 . . 90.83(4) ?
    Cl1 Sn Cl2 . . 177.95(3) ?
    Cl5 Sn Cl2 . . 89.89(3) ?
    Cl6 Sn Cl2 . . 88.10(3) ?
    C15 C16 C17 . . 120.0(3) ?
    C15 C16 H16 . . 120.0 ?
    C17 C16 H16 . . 120.0 ?
    C14 C13 C18 . . 121.3(3) ?
    C14 C13 N3 . . 119.2(3) ?
    C18 C13 N3 . . 119.5(3) ?
    C16 C15 C14 . . 120.4(3) ?
    C16 C15 H15 . . 119.8 ?
    C14 C15 H15 . . 119.8 ?
    C13 C14 C15 . . 118.8(3) ?
    C13 C14 H14 . . 120.6 ?
    C15 C14 H14 . . 120.6 ?
    C13 C18 C17 . . 119.3(3) ?
    C13 C18 H18 . . 120.3 ?
    C17 C18 H18 . . 120.3 ?
    C16 C17 C18 . . 120.1(3) ?
    C16 C17 H17 . . 120.0 ?
    C18 C17 H17 . . 120.0 ?
    C11 C10 C9 . . 120.0(3) ?
    C11 C10 H10 . . 120.0 ?
    C9 C10 H10 . . 120.0 ?
    C7 C8 C9 . . 117.8(3) ?
    C7 C8 H8 . . 121.1 ?
    C9 C8 H8 . . 121.1 ?
    C12 C7 C8 . . 122.0(3) ?
    C12 C7 N2 . . 118.8(3) ?
    C8 C7 N2 . . 119.1(3) ?
    C10 C9 C8 . . 120.9(3) ?
    C10 C9 H9 . . 119.5 ?
    C8 C9 H9 . . 119.5 ?
    C10 C11 C12 . . 120.5(4) ?
    C10 C11 H11 . . 119.7 ?
    C12 C11 H11 . . 119.7 ?
    C7 C12 C11 . . 118.7(3) ?
    C7 C12 H12 . . 120.7 ?
    C11 C12 H12 . . 120.7 ?
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
    C23 C24 C19 C20 . . . . 0.2(5) ?
    C23 C24 C19 N4 . . . . -179.6(3) ?
    C19 C24 C23 C22 . . . . -0.3(6) ?
    C24 C23 C22 C21 . . . . 0.6(6) ?
    C24 C19 C20 C21 . . . . -0.5(5) ?
    N4 C19 C20 C21 . . . . 179.3(3) ?
    C23 C22 C21 C20 . . . . -0.9(6) ?
    C19 C20 C21 C22 . . . . 0.9(6) ?
    C6 C1 C2 C3 . . . . -0.6(6) ?
    N1 C1 C2 C3 . . . . 178.4(4) ?
    C1 C2 C3 C4 . . . . 1.2(7) ?
    C2 C3 C4 C5 . . . . -1.0(7) ?
    C2 C1 C6 C5 . . . . -0.2(6) ?
    N1 C1 C6 C5 . . . . -179.2(4) ?
    C1 C6 C5 C4 . . . . 0.4(7) ?
    C3 C4 C5 C6 . . . . 0.1(7) ?
    C17 C16 C15 C14 . . . . -0.9(6) ?
    C18 C13 C14 C15 . . . . 1.4(6) ?
    N3 C13 C14 C15 . . . . 179.1(3) ?
    C16 C15 C14 C13 . . . . 0.2(6) ?
    C14 C13 C18 C17 . . . . -2.2(6) ?
    N3 C13 C18 C17 . . . . -179.8(3) ?
    C15 C16 C17 C18 . . . . 0.1(6) ?
    C13 C18 C17 C16 . . . . 1.4(6) ?
    C9 C8 C7 C12 . . . . -0.3(5) ?
    C9 C8 C7 N2 . . . . 178.5(3) ?
    C11 C10 C9 C8 . . . . -0.3(6) ?
    C7 C8 C9 C10 . . . . 0.7(6) ?
    C9 C10 C11 C12 . . . . -0.4(6) ?
    C8 C7 C12 C11 . . . . -0.5(5) ?
    N2 C7 C12 C11 . . . . -179.2(3) ?
    C10 C11 C12 C7 . . . . 0.8(6) ?
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
    N2 H2A Cl7 1_554 0.89 2.21 3.098(3) 175
    N2 H2B Cl6 4 0.89 2.53 3.266(3) 141
    N2 H2B Cl1 4 0.89 2.82 3.538(3) 139
    N2 H2C Cl8 3_655 0.89 2.28 3.167(3) 173
    N3 H3A Cl2 4_566 0.89 2.46 3.280(3) 154
    N3 H3B Cl8 3_656 0.89 2.32 3.210(3) 176
    N3 H3C Cl7 . 0.89 2.22 3.097(3) 168
    N1 H1C Cl8 1_565 0.89 2.26 3.148(3) 172
    N1 H1A Cl8 2_655 0.89 2.50 3.307(3) 151
    N1 H1B Cl5 1_565 0.89 2.63 3.459(3) 156
    N4 H4A Cl7 3_556 0.89 2.60 3.267(3) 133
    N4 H4B Cl7 4_565 0.89 2.51 3.313(3) 150
    N4 H4C Cl1 2 0.89 2.80 3.553(3) 143
