#------------------------------------------------------------------------------
#$Date: 2025-06-26 05:36:33 +0300 (Thu, 26 Jun 2025) $
#$Revision: 300221 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/35/2023538.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_2023538
loop_
_publ_author_name
'Döring, Cindy'
'Jones, Peter G.'
_publ_section_title
;
 Crystal structures of three 4-methylpiperidinium salts (one as three
 polymorphs) with tetrahalogenidoaurate(III), halide and (in one case)
 dichloroiodate(I) counter-anions
;
_journal_coeditor_code           YZ2066
_journal_issue                   7
_journal_name_full
'Acta Crystallographica Section E Crystallographic Communications'
_journal_paper_doi               10.1107/S2056989025004918
_journal_volume                  81
_journal_year                    2025
_chemical_formula_iupac          '(C6 H14 N) [Au Cl4]4 (Cl2 I) Cl'
_chemical_formula_moiety         '6(C6 H14 N +), 4(Au Cl4 -), Cl2 I -, Cl -'
_chemical_formula_sum            'C36 H84 Au4 Cl19 I N6'
_chemical_formula_weight         2189.40
_chemical_name_systematic
;
Hexakis(4-methylpiperidinium) tetrakis{tetrachloridoaurate(III)}
dichloroiodate(I) chloride
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2019/3
_cell_angle_alpha                98.422(4)
_cell_angle_beta                 108.961(5)
_cell_angle_gamma                96.954(4)
_cell_formula_units_Z            1
_cell_length_a                   9.5362(5)
_cell_length_b                   13.4772(6)
_cell_length_c                   13.7179(7)
_cell_measurement_reflns_used    17356
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.7630
_cell_measurement_theta_min      2.4420
_cell_volume                     1622.37(15)
_computing_cell_refinement
;
CrysAlisPro, Version 1.171.36.28 (Rigaku OD, 2013)
;
_computing_data_collection
;
CrysAlisPro, Version 1.171.36.28 (Rigaku OD, 2013)
;
_computing_data_reduction
;
CrysAlisPro, Version 1.171.36.28 (Rigaku OD, 2013)
;
_computing_molecular_graphics
;
Bruker XP, Version 5.1 (Bruker, 1998)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL-2019/3 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS-97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.1419
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur, Eos'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0718
_diffrn_reflns_av_unetI/netI     0.0444
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            97738
_diffrn_reflns_theta_full        30.000
_diffrn_reflns_theta_max         30.884
_diffrn_reflns_theta_min         2.296
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    10.306
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66728
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2013)
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.241
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1034
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.157
_refine_diff_density_min         -0.962
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     331
_refine_ls_number_reflns         9693
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0292
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0126P)²+0.4353P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0433
_refine_ls_wR_factor_ref         0.0459
_reflns_number_gt                8260
_reflns_number_total             9693
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            yz2066.cif
_cod_data_source_block           3
_cod_original_cell_volume        1622.36(15)
_cod_database_code               2023538
_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   0.426
_shelx_estimated_absorpt_t_max   0.683
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-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_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au Au1 0.39387(2) 0.50585(2) 0.20597(2) 0.01070(3) Uani d 1 . .
Au Au2 1.000000 0.500000 0.500000 0.01058(4) Uani d 1 . .
Au Au3 0.500000 0.000000 0.000000 0.01265(4) Uani d 1 . .
I I1 1.000000 1.000000 0.500000 0.01432(7) Uani d 1 . .
Cl Cl1 0.15106(9) 0.50346(7) 0.10488(7) 0.01718(18) Uani d 1 . .
Cl Cl2 0.44699(10) 0.67948(7) 0.22697(7) 0.01853(19) Uani d 1 . .
Cl Cl3 0.63842(9) 0.50623(7) 0.30913(7) 0.01897(19) Uani d 1 . .
Cl Cl4 0.34111(10) 0.33372(6) 0.19184(7) 0.01687(18) Uani d 1 . .
Cl Cl5 1.01344(10) 0.67022(6) 0.50122(7) 0.01606(18) Uani d 1 . .
Cl Cl6 1.13481(9) 0.48389(6) 0.38799(7) 0.01554(17) Uani d 1 . .
Cl Cl7 0.37502(11) 0.08877(7) 0.08891(8) 0.0229(2) Uani d 1 . .
Cl Cl8 0.49745(10) 0.12140(7) -0.10024(7) 0.01984(19) Uani d 1 . .
Cl Cl9 0.500000 0.500000 0.000000 0.0195(3) Uani d 1 . .
Cl Cl10 0.78118(10) 0.86637(7) 0.36866(7) 0.02082(19) Uani d 1 . .
N N11 0.7720(3) 0.6787(2) 0.1638(3) 0.0172(7) Uani d 1 . .
H H01 0.691(3) 0.627(2) 0.136(3) 0.042(14) Uiso d 1 . .
H H02 0.754(4) 0.722(2) 0.214(2) 0.013(10) Uiso d 1 . .
C C12 0.7924(4) 0.7338(3) 0.0815(3) 0.0181(8) Uani d 1 . .
H H12A 0.699977 0.760642 0.048254 0.022 Uiso calc 1 . .
H H12B 0.809901 0.686093 0.026238 0.022 Uiso calc 1 . .
C C13 0.9255(4) 0.8210(3) 0.1300(3) 0.0178(8) Uani d 1 . .
H H13A 0.903511 0.871319 0.180847 0.021 Uiso calc 1 . .
H H13B 0.939825 0.855629 0.074170 0.021 Uiso calc 1 . .
C C14 1.0709(4) 0.7846(3) 0.1864(3) 0.0145(7) Uani d 1 . .
H H14 1.097838 0.739844 0.132814 0.017 Uiso calc 1 . .
C C15 1.0452(4) 0.7218(3) 0.2651(3) 0.0157(7) Uani d 1 . .
H H15A 1.135940 0.692069 0.295325 0.019 Uiso calc 1 . .
H H15B 1.030850 0.767257 0.323339 0.019 Uiso calc 1 . .
C C16 0.9097(4) 0.6369(3) 0.2156(3) 0.0158(8) Uani d 1 . .
H H16A 0.928244 0.586828 0.162829 0.019 Uiso calc 1 . .
H H16B 0.893617 0.601265 0.270326 0.019 Uiso calc 1 . .
C C17 1.2006(4) 0.8740(3) 0.2411(3) 0.0245(9) Uani d 1 . .
H H17A 1.212238 0.915099 0.189952 0.037 Uiso calc 1 . .
H H17B 1.293868 0.848293 0.271288 0.037 Uiso calc 1 . .
H H17C 1.179138 0.916204 0.297206 0.037 Uiso calc 1 . .
N N21 0.6624(3) 0.6990(2) 0.4978(2) 0.0146(6) Uani d 1 . .
H H03 0.724(4) 0.653(2) 0.497(3) 0.021(11) Uiso d 1 . .
H H04 0.647(4) 0.724(3) 0.438(2) 0.035(13) Uiso d 1 . .
C C22 0.7427(4) 0.7843(3) 0.5896(3) 0.0174(8) Uani d 1 . .
H H22A 0.838990 0.814768 0.584169 0.021 Uiso calc 1 . .
H H22B 0.765934 0.757579 0.655477 0.021 Uiso calc 1 . .
C C23 0.6463(4) 0.8648(3) 0.5926(3) 0.0180(8) Uani d 1 . .
H H23A 0.631318 0.895691 0.529586 0.022 Uiso calc 1 . .
H H23B 0.699429 0.919297 0.655424 0.022 Uiso calc 1 . .
C C24 0.4924(4) 0.8207(3) 0.5958(3) 0.0163(8) Uani d 1 . .
H H24 0.509181 0.794555 0.662550 0.020 Uiso calc 1 . .
C C25 0.4167(4) 0.7309(3) 0.5035(3) 0.0193(8) Uani d 1 . .
H H25A 0.320703 0.698964 0.508315 0.023 Uiso calc 1 . .
H H25B 0.392825 0.756364 0.436901 0.023 Uiso calc 1 . .
C C26 0.5157(4) 0.6512(3) 0.5016(3) 0.0188(8) Uani d 1 . .
H H26A 0.533235 0.621231 0.565349 0.023 Uiso calc 1 . .
H H26B 0.464668 0.595859 0.439293 0.023 Uiso calc 1 . .
C C27 0.3942(5) 0.9023(3) 0.5949(3) 0.0279(10) Uani d 1 . .
H H27A 0.378652 0.930149 0.530897 0.042 Uiso calc 1 . .
H H27B 0.444311 0.957106 0.656694 0.042 Uiso calc 1 . .
H H27C 0.296460 0.871910 0.596628 0.042 Uiso calc 1 . .
N N31 0.6699(3) 0.3078(3) 0.1185(3) 0.0207(7) Uani d 1 . .
H H05 0.618(4) 0.359(2) 0.124(3) 0.040(13) Uiso d 1 . .
H H06 0.607(3) 0.2556(19) 0.068(2) 0.019(11) Uiso d 1 . .
C C32 0.7237(4) 0.2736(3) 0.2207(3) 0.0253(9) Uani d 1 . .
H H32A 0.636631 0.251667 0.241597 0.030 Uiso calc 1 . .
H H32B 0.791673 0.331070 0.275803 0.030 Uiso calc 1 . .
C C33 0.8070(4) 0.1859(3) 0.2112(3) 0.0177(8) Uani d 1 . .
H H33A 0.735482 0.126199 0.161688 0.021 Uiso calc 1 . .
H H33B 0.846745 0.166763 0.280675 0.021 Uiso calc 1 . .
C C34 0.9367(4) 0.2125(3) 0.1726(3) 0.0159(8) Uani d 1 . .
H H34 1.015005 0.266442 0.227920 0.019 Uiso calc 1 . .
C C35 0.8813(4) 0.2549(3) 0.0717(3) 0.0192(8) Uani d 1 . .
H H35A 0.968933 0.279658 0.052571 0.023 Uiso calc 1 . .
H H35B 0.814581 0.199223 0.013767 0.023 Uiso calc 1 . .
C C36 0.7967(4) 0.3407(3) 0.0831(3) 0.0235(9) Uani d 1 . .
H H36A 0.866135 0.399933 0.134887 0.028 Uiso calc 1 . .
H H36B 0.756969 0.362096 0.014760 0.028 Uiso calc 1 . .
C C37 1.0079(4) 0.1189(3) 0.1546(3) 0.0257(9) Uani d 1 . .
H H37A 1.032042 0.088624 0.217545 0.039 Uiso calc 1 . .
H H37B 1.100438 0.139281 0.140472 0.039 Uiso calc 1 . .
H H37C 0.936859 0.068725 0.094408 0.039 Uiso calc 1 . .
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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_3
_geom_angle
_geom_angle_publ_flag
Cl1 Au1 Cl4 . . 89.87(3) y
Cl1 Au1 Cl2 . . 90.75(3) y
Cl4 Au1 Cl2 . . 177.70(3) y
Cl1 Au1 Cl3 . . 179.16(3) y
Cl4 Au1 Cl3 . . 89.40(3) y
Cl2 Au1 Cl3 . . 89.96(3) y
Cl5 Au2 Cl5 . 2_766 180.0 y
Cl5 Au2 Cl6 . . 91.51(3) y
Cl5 Au2 Cl6 2_766 . 88.48(3) ?
Cl5 Au2 Cl6 . 2_766 88.49(3) y
Cl5 Au2 Cl6 2_766 2_766 91.52(3) ?
Cl6 Au2 Cl6 . 2_766 180.0 y
Cl7 Au3 Cl7 2_655 . 180.00(4) y
Cl7 Au3 Cl8 2_655 2_655 90.28(3) ?
Cl7 Au3 Cl8 . 2_655 89.72(3) y
Cl7 Au3 Cl8 2_655 . 89.72(3) ?
Cl7 Au3 Cl8 . . 90.28(3) y
Cl8 Au3 Cl8 2_655 . 180.0 y
Cl10 I1 Cl10 . 2_776 180.0 y
C12 N11 C16 . . 111.1(3) ?
C12 N11 H01 . . 111(3) ?
C16 N11 H01 . . 109(3) ?
C12 N11 H02 . . 110(2) ?
C16 N11 H02 . . 108(2) ?
H01 N11 H02 . . 107(3) ?
N11 C12 C13 . . 110.0(3) ?
N11 C12 H12A . . 109.7 ?
C13 C12 H12A . . 109.7 ?
N11 C12 H12B . . 109.7 ?
C13 C12 H12B . . 109.7 ?
H12A C12 H12B . . 108.2 ?
C12 C13 C14 . . 112.1(3) ?
C12 C13 H13A . . 109.2 ?
C14 C13 H13A . . 109.2 ?
C12 C13 H13B . . 109.2 ?
C14 C13 H13B . . 109.2 ?
H13A C13 H13B . . 107.9 ?
C17 C14 C15 . . 110.7(3) ?
C17 C14 C13 . . 111.2(3) ?
C15 C14 C13 . . 109.7(3) ?
C17 C14 H14 . . 108.4 ?
C15 C14 H14 . . 108.4 ?
C13 C14 H14 . . 108.4 ?
C16 C15 C14 . . 112.5(3) ?
C16 C15 H15A . . 109.1 ?
C14 C15 H15A . . 109.1 ?
C16 C15 H15B . . 109.1 ?
C14 C15 H15B . . 109.1 ?
H15A C15 H15B . . 107.8 ?
N11 C16 C15 . . 110.5(3) ?
N11 C16 H16A . . 109.6 ?
C15 C16 H16A . . 109.6 ?
N11 C16 H16B . . 109.6 ?
C15 C16 H16B . . 109.6 ?
H16A C16 H16B . . 108.1 ?
C14 C17 H17A . . 109.5 ?
C14 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C14 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C26 N21 C22 . . 111.7(3) ?
C26 N21 H03 . . 112(2) ?
C22 N21 H03 . . 108(2) ?
C26 N21 H04 . . 110(3) ?
C22 N21 H04 . . 108(3) ?
H03 N21 H04 . . 107(3) ?
N21 C22 C23 . . 110.3(3) ?
N21 C22 H22A . . 109.6 ?
C23 C22 H22A . . 109.6 ?
N21 C22 H22B . . 109.6 ?
C23 C22 H22B . . 109.6 ?
H22A C22 H22B . . 108.1 ?
C22 C23 C24 . . 111.9(3) ?
C22 C23 H23A . . 109.2 ?
C24 C23 H23A . . 109.2 ?
C22 C23 H23B . . 109.2 ?
C24 C23 H23B . . 109.2 ?
H23A C23 H23B . . 107.9 ?
C27 C24 C25 . . 111.8(3) ?
C27 C24 C23 . . 111.3(3) ?
C25 C24 C23 . . 108.9(3) ?
C27 C24 H24 . . 108.3 ?
C25 C24 H24 . . 108.3 ?
C23 C24 H24 . . 108.3 ?
C26 C25 C24 . . 112.2(3) ?
C26 C25 H25A . . 109.2 ?
C24 C25 H25A . . 109.2 ?
C26 C25 H25B . . 109.2 ?
C24 C25 H25B . . 109.2 ?
H25A C25 H25B . . 107.9 ?
N21 C26 C25 . . 109.7(3) ?
N21 C26 H26A . . 109.7 ?
C25 C26 H26A . . 109.7 ?
N21 C26 H26B . . 109.7 ?
C25 C26 H26B . . 109.7 ?
H26A C26 H26B . . 108.2 ?
C24 C27 H27A . . 109.5 ?
C24 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C24 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C36 N31 C32 . . 111.7(3) ?
C36 N31 H05 . . 110(3) ?
C32 N31 H05 . . 110(3) ?
C36 N31 H06 . . 107(2) ?
C32 N31 H06 . . 110(2) ?
H05 N31 H06 . . 108(3) ?
N31 C32 C33 . . 110.3(3) ?
N31 C32 H32A . . 109.6 ?
C33 C32 H32A . . 109.6 ?
N31 C32 H32B . . 109.6 ?
C33 C32 H32B . . 109.6 ?
H32A C32 H32B . . 108.1 ?
C32 C33 C34 . . 112.3(3) ?
C32 C33 H33A . . 109.1 ?
C34 C33 H33A . . 109.1 ?
C32 C33 H33B . . 109.1 ?
C34 C33 H33B . . 109.1 ?
H33A C33 H33B . . 107.9 ?
C33 C34 C37 . . 110.3(3) ?
C33 C34 C35 . . 110.1(3) ?
C37 C34 C35 . . 110.9(3) ?
C33 C34 H34 . . 108.4 ?
C37 C34 H34 . . 108.5 ?
C35 C34 H34 . . 108.4 ?
C36 C35 C34 . . 112.6(3) ?
C36 C35 H35A . . 109.1 ?
C34 C35 H35A . . 109.1 ?
C36 C35 H35B . . 109.1 ?
C34 C35 H35B . . 109.1 ?
H35A C35 H35B . . 107.8 ?
N31 C36 C35 . . 110.4(3) ?
N31 C36 H36A . . 109.6 ?
C35 C36 H36A . . 109.6 ?
N31 C36 H36B . . 109.6 ?
C35 C36 H36B . . 109.6 ?
H36A C36 H36B . . 108.1 ?
C34 C37 H37A . . 109.5 ?
C34 C37 H37B . . 109.5 ?
H37A C37 H37B . . 109.5 ?
C34 C37 H37C . . 109.5 ?
H37A C37 H37C . . 109.5 ?
H37B C37 H37C . . 109.5 ?
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
Au1 Cl1 . 2.2733(8) y
Au1 Cl4 . 2.2792(9) y
Au1 Cl2 . 2.2882(9) y
Au1 Cl3 . 2.3003(8) y
Au2 Cl5 . 2.2794(8) y
Au2 Cl5 2_766 2.2794(8) ?
Au2 Cl6 . 2.3052(8) y
Au2 Cl6 2_766 2.3052(8) ?
Au3 Cl7 2_655 2.2808(9) ?
Au3 Cl7 . 2.2808(9) ?
Au3 Cl8 2_y55 2.2837(9) ?
Au3 Cl8 . 2.2837(9) y
I1 Cl10 . 2.5574(9) y
I1 Cl10 2_776 2.5574(10) ?
N11 C12 . 1.489(5) ?
N11 C16 . 1.496(4) ?
N11 H01 . 0.912(19) ?
N11 H02 . 0.915(19) ?
C12 C13 . 1.515(5) ?
C12 H12A . 0.9900 ?
C12 H12B . 0.9900 ?
C13 C14 . 1.531(5) ?
C13 H13A . 0.9900 ?
C13 H13B . 0.9900 ?
C14 C17 . 1.521(5) ?
C14 C15 . 1.528(5) ?
C14 H14 . 1.0000 ?
C15 C16 . 1.511(5) ?
C15 H15A . 0.9900 ?
C15 H15B . 0.9900 ?
C16 H16A . 0.9900 ?
C16 H16B . 0.9900 ?
C17 H17A . 0.9800 ?
C17 H17B . 0.9800 ?
C17 H17C . 0.9800 ?
N21 C26 . 1.488(4) ?
N21 C22 . 1.493(4) ?
N21 H03 . 0.909(19) ?
N21 H04 . 0.910(19) ?
C22 C23 . 1.509(5) ?
C22 H22A . 0.9900 ?
C22 H22B . 0.9900 ?
C23 C24 . 1.533(5) ?
C23 H23A . 0.9900 ?
C23 H23B . 0.9900 ?
C24 C27 . 1.527(5) ?
C24 C25 . 1.528(5) ?
C24 H24 . 1.0000 ?
C25 C26 . 1.516(5) ?
C25 H25A . 0.9900 ?
C25 H25B . 0.9900 ?
C26 H26A . 0.9900 ?
C26 H26B . 0.9900 ?
C27 H27A . 0.9800 ?
C27 H27B . 0.9800 ?
C27 H27C . 0.9800 ?
N31 C36 . 1.487(5) ?
N31 C32 . 1.489(5) ?
N31 H05 . 0.907(19) ?
N31 H06 . 0.908(19) ?
C32 C33 . 1.514(5) ?
C32 H32A . 0.9900 ?
C32 H32B . 0.9900 ?
C33 C34 . 1.521(5) ?
C33 H33A . 0.9900 ?
C33 H33B . 0.9900 ?
C34 C37 . 1.530(5) ?
C34 C35 . 1.533(5) ?
C34 H34 . 1.0000 ?
C35 C36 . 1.506(5) ?
C35 H35A . 0.9900 ?
C35 H35B . 0.9900 ?
C36 H36A . 0.9900 ?
C36 H36B . 0.9900 ?
C37 H37A . 0.9800 ?
C37 H37B . 0.9800 ?
C37 H37C . 0.9800 ?
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
N11 H01 Cl9 . 0.912(19) 2.41(2) 3.270(3) 157(3) yes
N11 H02 Cl2 . 0.915(19) 2.98(3) 3.479(3) 116(2) yes
N11 H02 Cl10 . 0.915(19) 2.58(2) 3.465(3) 164(3) yes
N21 H03 Cl3 . 0.909(19) 2.82(3) 3.317(3) 116(3) yes
N21 H03 Cl5 . 0.909(19) 2.72(3) 3.402(3) 133(3) yes
N21 H03 Cl6 2_766 0.909(19) 2.79(2) 3.547(3) 142(3) yes
N21 H04 Cl2 . 0.910(19) 2.83(3) 3.566(3) 139(3) yes
N21 H04 Cl10 . 0.910(19) 2.63(3) 3.371(3) 139(3) yes
N31 H05 Cl3 . 0.907(19) 2.92(3) 3.569(3) 130(3) yes
N31 H05 Cl9 . 0.907(19) 2.83(3) 3.538(3) 136(3) yes
N31 H06 Cl8 . 0.908(19) 2.54(2) 3.406(3) 161(3) yes
C12 H12A Cl7 2_665 0.99 2.96 3.724(3) 134.6 ?
C12 H12A Cl8 2_665 0.99 2.80 3.625(4) 141.0 ?
C12 H12B Cl4 2_665 0.99 2.82 3.482(4) 124.6 ?
C15 H15B Cl5 . 0.99 2.97 3.508(4) 115.0 ?
C16 H16A Cl1 1_655 0.99 2.80 3.649(4) 144.5 ?
C16 H16B Cl3 . 0.99 2.85 3.627(4) 135.7 ?
C16 H16B Cl5 . 0.99 2.95 3.659(4) 129.0 ?
C22 H22A I1 . 0.99 3.32 4.155(4) 143.7 ?
C22 H22B Cl4 2_666 0.99 2.96 3.847(4) 149.2 ?
C25 H25A Cl5 1_455 0.99 2.88 3.823(4) 160.2 ?
C32 H32B Cl3 . 0.99 2.98 3.480(4) 112.5 ?
C35 H35B Cl8 . 0.99 2.89 3.708(4) 140.2 ?
C36 H36B Cl1 2_665 0.99 2.86 3.671(4) 139.9 ?
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
C16 N11 C12 C13 . . . . -59.4(4) ?
N11 C12 C13 C14 . . . . 57.1(4) ?
C12 C13 C14 C17 . . . . -176.0(3) y
C12 C13 C14 C15 . . . . -53.2(4) ?
C17 C14 C15 C16 . . . . 175.6(3) y
C13 C14 C15 C16 . . . . 52.5(4) ?
C12 N11 C16 C15 . . . . 58.7(4) ?
C14 C15 C16 N11 . . . . -55.6(4) ?
C26 N21 C22 C23 . . . . -58.6(4) ?
N21 C22 C23 C24 . . . . 56.6(4) ?
C22 C23 C24 C27 . . . . -178.0(3) y
C22 C23 C24 C25 . . . . -54.3(4) ?
C27 C24 C25 C26 . . . . 178.0(3) y
C23 C24 C25 C26 . . . . 54.7(4) ?
C22 N21 C26 C25 . . . . 58.5(4) ?
C24 C25 C26 N21 . . . . -57.1(4) ?
C36 N31 C32 C33 . . . . -58.8(4) ?
N31 C32 C33 C34 . . . . 55.7(4) ?
C32 C33 C34 C37 . . . . -174.8(3) y
C32 C33 C34 C35 . . . . -52.0(4) ?
C33 C34 C35 C36 . . . . 51.9(4) ?
C37 C34 C35 C36 . . . . 174.3(3) y
C32 N31 C36 C35 . . . . 58.6(4) ?
C34 C35 C36 N31 . . . . -55.2(4) ?
