#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/53/1515394.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_1515394
loop_
_publ_author_name
'Cotelle, Yoann'
'Allain, Magali'
'Legoupy, Stéphanie'
'Hudhomme, Piétrick'
_publ_section_title
;
 Fused glycoluril-tetrathiafulvalene molecular clips as receptors for
 neutral electron acceptor guests.
;
_journal_issue                   10
_journal_name_full               'Organic letters'
_journal_page_first              2590
_journal_page_last               2593
_journal_paper_doi               10.1021/ol500458e
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C44 H34 N8 O2 S12, 1.34(C H2 Cl2)'
_chemical_formula_sum            'C45.34 H36.68 Cl2.68 N8 O2 S12'
_chemical_formula_weight         1205.44
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2012-12-14T15:14:36-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                71.044(6)
_cell_angle_beta                 86.04(1)
_cell_angle_gamma                86.672(8)
_cell_formula_units_Z            2
_cell_length_a                   8.2764(6)
_cell_length_b                   17.108(2)
_cell_length_c                   20.280(2)
_cell_measurement_reflns_used    17083
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      27.6
_cell_measurement_theta_min      3.12
_cell_volume                     2707.4(5)
_computing_cell_refinement
'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_molecular_graphics    'DIAMOND 3.2i (Crystal Impact GbR 2005)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      273(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  'horizontally mounted graphite crystal'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0527
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            51487
_diffrn_reflns_theta_full        26
_diffrn_reflns_theta_max         27.6
_diffrn_reflns_theta_min         3.12
_exptl_absorpt_coefficient_mu    0.662
_exptl_absorpt_correction_T_max  0.955
_exptl_absorpt_correction_T_min  0.843
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 '(SADABS (Sheldrick, Bruker, 2008))'
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.479
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1237
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.983
_refine_diff_density_min         -0.652
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     640
_refine_ls_number_reflns         12287
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.1302
_refine_ls_R_factor_gt           0.0604
_refine_ls_shift/su_max          0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0567P)²+4.7026P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1308
_refine_ls_wR_factor_ref         0.1583
_reflns_number_gt                7121
_reflns_number_total             12287
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol500458e_si_003.cif
_cod_data_source_block           sad
_cod_depositor_comments
'Adding full bibliography for 1515393--1515394.cif.'
_cod_database_code               1515394
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_calc_flag
_atom_site_refinement_flags
C1 C -0.0200(5) 0.5983(2) 0.8943(2) 0.0360(9) Uani 1 d .
C2 C -0.1197(5) 0.6657(2) 0.8784(2) 0.0386(10) Uani 1 d .
C3 C -0.2230(5) 0.8138(2) 0.8116(2) 0.0358(9) Uani 1 d .
C4 C -0.3505(5) 0.7654(2) 0.8176(2) 0.0358(9) Uani 1 d .
C5 C -0.0698(6) 0.9320(3) 0.6996(3) 0.0646(15) Uani 1 d .
H5A H -0.0853 0.891 0.6772 0.078 Uiso 1 calc R
H5B H -0.0864 0.986 0.6651 0.078 Uiso 1 calc R
C6 C 0.1045(7) 0.9239(4) 0.7198(3) 0.0804(19) Uani 1 d .
H6A H 0.1238 0.8694 0.7532 0.097 Uiso 1 calc R
H6B H 0.1753 0.9283 0.6787 0.097 Uiso 1 calc R
C7 C 0.1460(8) 0.9852(6) 0.7497(5) 0.112(3) Uani 1 d .
C8 C -0.5710(6) 0.7255(3) 0.7383(2) 0.0477(11) Uani 1 d .
H8A H -0.5765 0.671 0.773 0.057 Uiso 1 calc R
H8B H -0.6749 0.7385 0.7171 0.057 Uiso 1 calc R
C9 C -0.4416(7) 0.7228(3) 0.6829(3) 0.0568(13) Uani 1 d .
H9A H -0.3421 0.6994 0.7053 0.068 Uiso 1 calc R
H9B H -0.4744 0.6864 0.6586 0.068 Uiso 1 calc R
C10 C -0.4097(6) 0.8033(4) 0.6321(3) 0.0587(13) Uani 1 d .
C11 C 0.2296(5) 0.4961(2) 0.91497(19) 0.0332(9) Uani 1 d .
C12 C 0.1028(5) 0.4495(2) 0.91853(19) 0.0327(9) Uani 1 d .
C13 C 0.4030(5) 0.4643(2) 0.9222(2) 0.0361(9) Uani 1 d .
H13A H 0.4727 0.5107 0.9133 0.043 Uiso 1 calc R
H13B H 0.4165 0.4286 0.9698 0.043 Uiso 1 calc R
C14 C 0.1141(5) 0.3567(2) 0.9308(2) 0.0330(9) Uani 1 d .
H14A H 0.1484 0.3288 0.9777 0.04 Uiso 1 calc R
H14B H 0.0071 0.3382 0.9278 0.04 Uiso 1 calc R
C15 C 0.5380(4) 0.4539(2) 0.81217(19) 0.0289(8) Uani 1 d .
C16 C 0.1793(5) 0.3422(2) 0.81544(19) 0.0308(9) Uani 1 d .
C17 C 0.4002(4) 0.3354(2) 0.88434(19) 0.0278(8) Uani 1 d .
C18 C 0.4642(4) 0.3228(2) 0.81150(19) 0.0287(8) Uani 1 d .
C19 C 0.4662(5) 0.2712(2) 0.94875(19) 0.0324(9) Uani 1 d .
C20 C 0.6125(6) 0.2831(3) 0.9742(2) 0.0468(11) Uani 1 d .
H20 H 0.6663 0.3321 0.9536 0.056 Uiso 1 calc R
C21 C 0.6765(7) 0.2219(3) 1.0297(3) 0.0646(15) Uani 1 d .
H21 H 0.7742 0.2294 1.0465 0.078 Uiso 1 calc R
C22 C 0.5967(8) 0.1499(4) 1.0604(3) 0.0702(17) Uani 1 d .
H22 H 0.6412 0.1088 1.0977 0.084 Uiso 1 calc R
C23 C 0.4528(7) 0.1381(3) 1.0369(3) 0.0637(15) Uani 1 d .
H23 H 0.3987 0.0893 1.0583 0.076 Uiso 1 calc R
C24 C 0.3875(6) 0.1990(3) 0.9810(2) 0.0470(11) Uani 1 d .
H24 H 0.2892 0.191 0.965 0.056 Uiso 1 calc R
C25 C 0.5560(5) 0.2415(2) 0.81790(19) 0.0317(9) Uani 1 d .
C26 C 0.4733(6) 0.1719(3) 0.8198(2) 0.0451(11) Uani 1 d .
H26 H 0.3619 0.1754 0.8153 0.054 Uiso 1 calc R
C27 C 0.5602(8) 0.0971(3) 0.8286(3) 0.0621(15) Uani 1 d .
H27 H 0.5064 0.0504 0.8298 0.074 Uiso 1 calc R
C28 C 0.7234(8) 0.0921(3) 0.8356(3) 0.0687(16) Uani 1 d .
H28 H 0.7797 0.0418 0.8419 0.082 Uiso 1 calc R
C29 C 0.8069(7) 0.1610(3) 0.8334(3) 0.0574(13) Uani 1 d .
H29 H 0.9183 0.157 0.8381 0.069 Uiso 1 calc R
C30 C 0.7230(5) 0.2351(3) 0.8243(2) 0.0436(10) Uani 1 d .
H30 H 0.7785 0.2816 0.8225 0.052 Uiso 1 calc R
C31 C 0.6322(5) 0.4147(2) 0.70916(19) 0.0335(9) Uani 1 d .
H31A H 0.6812 0.3652 0.7015 0.04 Uiso 1 calc R
H31B H 0.7168 0.454 0.702 0.04 Uiso 1 calc R
C32 C 0.5062(5) 0.4514(2) 0.65578(19) 0.0306(9) Uani 1 d .
C33 C 0.3671(5) 0.4167(2) 0.65260(19) 0.0308(9) Uani 1 d .
C34 C 0.3083(5) 0.3358(2) 0.70386(19) 0.0346(9) Uani 1 d .
H34A H 0.1977 0.3288 0.6944 0.041 Uiso 1 calc R
H34B H 0.3746 0.2905 0.6964 0.041 Uiso 1 calc R
C35 C 0.3697(5) 0.5526(2) 0.54722(19) 0.0310(9) Uani 1 d .
C36 C 0.3347(5) 0.6182(2) 0.4924(2) 0.0329(9) Uani 1 d .
C37 C 0.1791(5) 0.7371(2) 0.40220(19) 0.0316(9) Uani 1 d .
C38 C 0.3180(5) 0.7704(2) 0.4098(2) 0.0322(9) Uani 1 d .
C39 C -0.1481(5) 0.7670(3) 0.4097(2) 0.0419(10) Uani 1 d .
H39A H -0.2439 0.7943 0.3861 0.05 Uiso 1 calc R
H39B H -0.1629 0.7079 0.4245 0.05 Uiso 1 calc R
C40 C -0.1346(5) 0.7926(3) 0.4740(2) 0.0434(10) Uani 1 d .
H40A H -0.2281 0.7741 0.5057 0.052 Uiso 1 calc R
H40B H -0.0386 0.7658 0.4978 0.052 Uiso 1 calc R
C41 C -0.1251(5) 0.8818(3) 0.4565(2) 0.0482(11) Uani 1 d .
C42 C 0.4367(5) 0.9106(3) 0.4299(3) 0.0478(11) Uani 1 d .
H42A H 0.5122 0.8701 0.4581 0.057 Uiso 1 calc R
H42B H 0.4958 0.9604 0.4069 0.057 Uiso 1 calc R
C43 C 0.3067(6) 0.9304(3) 0.4781(3) 0.0540(12) Uani 1 d .
H43A H 0.3504 0.9667 0.4999 0.065 Uiso 1 calc R
H43B H 0.2184 0.9606 0.4504 0.065 Uiso 1 calc R
C44 C 0.2411(6) 0.8588(3) 0.5329(3) 0.0566(13) Uani 1 d .
C45 C -0.0096(9) 0.5705(10) 0.7146(4) 0.227(8) Uani 1 d .
H45A H -0.0629 0.6032 0.7415 0.272 Uiso 1 calc R
H45B H -0.0482 0.5148 0.7348 0.272 Uiso 1 calc R
C46 C 0.889(2) -0.0045(17) 1.0290(10) 0.124(11) Uani 0.34 d P
H46A H 0.7859 0.02 1.011 0.149 Uiso 0.34 calc PR
H46B H 0.8708 -0.0367 1.0779 0.149 Uiso 0.34 calc PR
N1 N 0.4536(4) 0.41853(18) 0.87480(16) 0.0305(7) Uani 1 d .
N2 N 0.5673(4) 0.39368(18) 0.78082(15) 0.0288(7) Uani 1 d .
N3 N 0.2254(4) 0.33243(18) 0.88167(15) 0.0279(7) Uani 1 d .
N4 N 0.3137(4) 0.33144(19) 0.77601(15) 0.0315(7) Uani 1 d .
N5 N -0.3870(7) 0.8666(4) 0.5930(3) 0.0878(17) Uani 1 d .
N6 N 0.1809(10) 1.0331(6) 0.7712(6) 0.175(4) Uani 1 d .
N7 N -0.1191(6) 0.9523(3) 0.4410(3) 0.0702(13) Uani 1 d .
N8 N 0.1927(7) 0.8045(4) 0.5769(3) 0.0899(17) Uani 1 d .
O1 O 0.5848(3) 0.52396(16) 0.79008(14) 0.0401(7) Uani 1 d .
O2 O 0.0404(3) 0.35598(18) 0.79628(15) 0.0429(7) Uani 1 d .
S1 S 0.18922(14) 0.60194(6) 0.90183(5) 0.0389(3) Uani 1 d .
S2 S -0.08989(13) 0.49852(6) 0.90826(6) 0.0403(3) Uani 1 d .
S3 S -0.05566(14) 0.76714(6) 0.86145(6) 0.0432(3) Uani 1 d .
S4 S -0.33059(14) 0.66269(7) 0.87309(6) 0.0467(3) Uani 1 d .
S5 S -0.22514(15) 0.92038(7) 0.76866(7) 0.0507(3) Uani 1 d .
S6 S -0.53849(13) 0.80005(7) 0.78195(6) 0.0447(3) Uani 1 d .
S7 S 0.24543(13) 0.46714(6) 0.58229(5) 0.0367(3) Uani 1 d .
S8 S 0.55013(12) 0.54504(6) 0.59032(5) 0.0346(2) Uani 1 d .
S9 S 0.16091(12) 0.62925(6) 0.44352(5) 0.0374(2) Uani 1 d .
S10 S 0.46492(12) 0.70160(6) 0.45855(6) 0.0390(3) Uani 1 d .
S11 S 0.02620(13) 0.79104(7) 0.34802(5) 0.0417(3) Uani 1 d .
S12 S 0.37289(14) 0.87158(7) 0.36317(6) 0.0443(3) Uani 1 d .
Cl1 Cl 0.18859(19) 0.56591(10) 0.72749(8) 0.0816(5) Uani 1 d .
Cl2 Cl -0.0776(2) 0.60929(12) 0.63130(9) 0.0947(5) Uani 1 d .
Cl3 Cl 1.0245(4) 0.0734(2) 1.0211(3) 0.1627(17) Uani 0.68 d P
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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
C2 C1 S1 123.2(3) . .
C2 C1 S2 122.1(3) . .
S1 C1 S2 114.6(2) . .
C1 C2 S4 123.7(3) . .
C1 C2 S3 124.1(3) . .
S4 C2 S3 112.2(2) . .
C4 C3 S5 124.5(3) . .
C4 C3 S3 116.4(3) . .
S5 C3 S3 118.6(2) . .
C3 C4 S6 125.0(3) . .
C3 C4 S4 116.6(3) . .
S6 C4 S4 118.0(2) . .
C6 C5 S5 117.2(4) . .
C6 C5 H5A 108 . .
S5 C5 H5A 108 . .
C6 C5 H5B 108 . .
S5 C5 H5B 108 . .
H5A C5 H5B 107.3 . .
C7 C6 C5 113.4(6) . .
C7 C6 H6A 108.9 . .
C5 C6 H6A 108.9 . .
C7 C6 H6B 108.9 . .
C5 C6 H6B 108.9 . .
H6A C6 H6B 107.7 . .
N6 C7 C6 178.2(12) . .
C9 C8 S6 114.2(3) . .
C9 C8 H8A 108.7 . .
S6 C8 H8A 108.7 . .
C9 C8 H8B 108.7 . .
S6 C8 H8B 108.7 . .
H8A C8 H8B 107.6 . .
C10 C9 C8 113.7(4) . .
C10 C9 H9A 108.8 . .
C8 C9 H9A 108.8 . .
C10 C9 H9B 108.8 . .
C8 C9 H9B 108.8 . .
H9A C9 H9B 107.7 . .
N5 C10 C9 178.8(7) . .
C12 C11 C13 124.8(4) . .
C12 C11 S1 117.2(3) . .
C13 C11 S1 117.9(3) . .
C11 C12 C14 124.6(4) . .
C11 C12 S2 117.9(3) . .
C14 C12 S2 117.5(3) . .
N1 C13 C11 112.9(3) . .
N1 C13 H13A 109 . .
C11 C13 H13A 109 . .
N1 C13 H13B 109 . .
C11 C13 H13B 109 . .
H13A C13 H13B 107.8 . .
N3 C14 C12 114.0(3) . .
N3 C14 H14A 108.7 . .
C12 C14 H14A 108.7 . .
N3 C14 H14B 108.7 . .
C12 C14 H14B 108.7 . .
H14A C14 H14B 107.6 . .
O1 C15 N1 126.4(4) . .
O1 C15 N2 126.1(4) . .
N1 C15 N2 107.4(3) . .
O2 C16 N4 126.3(3) . .
O2 C16 N3 125.4(4) . .
N4 C16 N3 108.3(3) . .
N3 C17 N1 112.8(3) . .
N3 C17 C19 112.6(3) . .
N1 C17 C19 112.5(3) . .
N3 C17 C18 101.9(3) . .
N1 C17 C18 101.5(3) . .
C19 C17 C18 114.6(3) . .
N4 C18 N2 112.6(3) . .
N4 C18 C25 112.7(3) . .
N2 C18 C25 111.9(3) . .
N4 C18 C17 101.6(3) . .
N2 C18 C17 102.0(3) . .
C25 C18 C17 115.3(3) . .
C24 C19 C20 118.9(4) . .
C24 C19 C17 120.7(4) . .
C20 C19 C17 120.3(4) . .
C21 C20 C19 119.7(5) . .
C21 C20 H20 120.2 . .
C19 C20 H20 120.2 . .
C22 C21 C20 120.3(5) . .
C22 C21 H21 119.9 . .
C20 C21 H21 119.9 . .
C23 C22 C21 120.7(5) . .
C23 C22 H22 119.7 . .
C21 C22 H22 119.7 . .
C22 C23 C24 119.6(5) . .
C22 C23 H23 120.2 . .
C24 C23 H23 120.2 . .
C19 C24 C23 120.8(5) . .
C19 C24 H24 119.6 . .
C23 C24 H24 119.6 . .
C30 C25 C26 119.5(4) . .
C30 C25 C18 120.1(3) . .
C26 C25 C18 120.4(4) . .
C25 C26 C27 119.1(5) . .
C25 C26 H26 120.4 . .
C27 C26 H26 120.4 . .
C28 C27 C26 120.3(5) . .
C28 C27 H27 119.8 . .
C26 C27 H27 119.8 . .
C27 C28 C29 121.0(5) . .
C27 C28 H28 119.5 . .
C29 C28 H28 119.5 . .
C30 C29 C28 119.2(5) . .
C30 C29 H29 120.4 . .
C28 C29 H29 120.4 . .
C29 C30 C25 120.8(4) . .
C29 C30 H30 119.6 . .
C25 C30 H30 119.6 . .
N2 C31 C32 113.6(3) . .
N2 C31 H31A 108.8 . .
C32 C31 H31A 108.8 . .
N2 C31 H31B 108.8 . .
C32 C31 H31B 108.8 . .
H31A C31 H31B 107.7 . .
C33 C32 C31 125.5(3) . .
C33 C32 S8 117.3(3) . .
C31 C32 S8 117.2(3) . .
C32 C33 C34 125.2(3) . .
C32 C33 S7 117.6(3) . .
C34 C33 S7 117.2(3) . .
N4 C34 C33 113.4(3) . .
N4 C34 H34A 108.9 . .
C33 C34 H34A 108.9 . .
N4 C34 H34B 108.9 . .
C33 C34 H34B 108.9 . .
H34A C34 H34B 107.7 . .
C36 C35 S8 121.3(3) . .
C36 C35 S7 124.4(3) . .
S8 C35 S7 114.4(2) . .
C35 C36 S10 122.5(3) . .
C35 C36 S9 124.5(3) . .
S10 C36 S9 112.9(2) . .
C38 C37 S11 124.4(3) . .
C38 C37 S9 117.2(3) . .
S11 C37 S9 118.0(2) . .
C37 C38 S12 124.4(3) . .
C37 C38 S10 116.4(3) . .
S12 C38 S10 118.3(2) . .
C40 C39 S11 114.3(3) . .
C40 C39 H39A 108.7 . .
S11 C39 H39A 108.7 . .
C40 C39 H39B 108.7 . .
S11 C39 H39B 108.7 . .
H39A C39 H39B 107.6 . .
C41 C40 C39 112.1(4) . .
C41 C40 H40A 109.2 . .
C39 C40 H40A 109.2 . .
C41 C40 H40B 109.2 . .
C39 C40 H40B 109.2 . .
H40A C40 H40B 107.9 . .
N7 C41 C40 178.1(5) . .
C43 C42 S12 117.2(3) . .
C43 C42 H42A 108 . .
S12 C42 H42A 108 . .
C43 C42 H42B 108 . .
S12 C42 H42B 108 . .
H42A C42 H42B 107.2 . .
C44 C43 C42 115.2(4) . .
C44 C43 H43A 108.5 . .
C42 C43 H43A 108.5 . .
C44 C43 H43B 108.5 . .
C42 C43 H43B 108.5 . .
H43A C43 H43B 107.5 . .
N8 C44 C43 177.7(6) . .
Cl1 C45 Cl2 120.3(5) . .
Cl1 C45 H45A 107.2 . .
Cl2 C45 H45A 107.2 . .
Cl1 C45 H45B 107.2 . .
Cl2 C45 H45B 107.2 . .
H45A C45 H45B 106.9 . .
Cl3 C46 Cl3 109.4(11) . 2_757
Cl3 C46 H46A 109.8 . .
Cl3 C46 H46A 109.8 2_757 .
Cl3 C46 H46B 109.8 . .
Cl3 C46 H46B 109.8 2_757 .
H46A C46 H46B 108.2 . .
C15 N1 C13 122.5(3) . .
C15 N1 C17 113.9(3) . .
C13 N1 C17 123.1(3) . .
C15 N2 C31 120.7(3) . .
C15 N2 C18 112.5(3) . .
C31 N2 C18 121.2(3) . .
C16 N3 C14 120.1(3) . .
C16 N3 C17 112.2(3) . .
C14 N3 C17 121.5(3) . .
C16 N4 C34 122.9(3) . .
C16 N4 C18 113.6(3) . .
C34 N4 C18 123.3(3) . .
C1 S1 C11 95.14(19) . .
C12 S2 C1 95.0(2) . .
C2 S3 C3 94.08(19) . .
C4 S4 C2 94.35(19) . .
C3 S5 C5 103.5(2) . .
C4 S6 C8 101.7(2) . .
C33 S7 C35 95.13(18) . .
C32 S8 C35 95.43(18) . .
C36 S9 C37 94.33(18) . .
C38 S10 C36 95.26(18) . .
C37 S11 C39 99.89(19) . .
C38 S12 C42 103.7(2) . .
C46 Cl3 C46 70.6(11) . 2_757
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.341(6) .
C1 S1 1.755(4) .
C1 S2 1.763(4) .
C2 S4 1.761(4) .
C2 S3 1.762(4) .
C3 C4 1.354(6) .
C3 S5 1.746(4) .
C3 S3 1.766(4) .
C4 S6 1.750(4) .
C4 S4 1.758(4) .
C5 C6 1.513(7) .
C5 S5 1.804(6) .
C5 H5A 0.97 .
C5 H5B 0.97 .
C6 C7 1.438(12) .
C6 H6A 0.97 .
C6 H6B 0.97 .
C7 N6 1.107(11) .
C8 C9 1.508(7) .
C8 S6 1.814(4) .
C8 H8A 0.97 .
C8 H8B 0.97 .
C9 C10 1.452(7) .
C9 H9A 0.97 .
C9 H9B 0.97 .
C10 N5 1.133(7) .
C11 C12 1.338(5) .
C11 C13 1.505(6) .
C11 S1 1.758(4) .
C12 C14 1.523(5) .
C12 S2 1.751(4) .
C13 N1 1.451(5) .
C13 H13A 0.97 .
C13 H13B 0.97 .
C14 N3 1.453(5) .
C14 H14A 0.97 .
C14 H14B 0.97 .
C15 O1 1.212(4) .
C15 N1 1.376(5) .
C15 N2 1.378(5) .
C16 O2 1.224(4) .
C16 N4 1.364(5) .
C16 N3 1.377(5) .
C17 N3 1.456(5) .
C17 N1 1.462(4) .
C17 C19 1.519(5) .
C17 C18 1.611(5) .
C18 N4 1.458(5) .
C18 N2 1.463(4) .
C18 C25 1.518(5) .
C19 C24 1.374(6) .
C19 C20 1.398(6) .
C20 C21 1.378(6) .
C20 H20 0.93 .
C21 C22 1.371(8) .
C21 H21 0.93 .
C22 C23 1.363(8) .
C22 H22 0.93 .
C23 C24 1.385(6) .
C23 H23 0.93 .
C24 H24 0.93 .
C25 C30 1.392(6) .
C25 C26 1.396(5) .
C26 C27 1.397(7) .
C26 H26 0.93 .
C27 C28 1.363(8) .
C27 H27 0.93 .
C28 C29 1.387(8) .
C28 H28 0.93 .
C29 C30 1.374(6) .
C29 H29 0.93 .
C30 H30 0.93 .
C31 N2 1.451(5) .
C31 C32 1.514(5) .
C31 H31A 0.97 .
C31 H31B 0.97 .
C32 C33 1.340(5) .
C32 S8 1.755(4) .
C33 C34 1.519(5) .
C33 S7 1.758(4) .
C34 N4 1.444(5) .
C34 H34A 0.97 .
C34 H34B 0.97 .
C35 C36 1.333(5) .
C35 S8 1.759(4) .
C35 S7 1.760(4) .
C36 S10 1.763(4) .
C36 S9 1.769(4) .
C37 C38 1.351(5) .
C37 S11 1.749(4) .
C37 S9 1.773(4) .
C38 S12 1.750(4) .
C38 S10 1.757(4) .
C39 C40 1.516(6) .
C39 S11 1.817(4) .
C39 H39A 0.97 .
C39 H39B 0.97 .
C40 C41 1.457(7) .
C40 H40A 0.97 .
C40 H40B 0.97 .
C41 N7 1.145(6) .
C42 C43 1.501(7) .
C42 S12 1.812(5) .
C42 H42A 0.97 .
C42 H42B 0.97 .
C43 C44 1.463(7) .
C43 H43A 0.97 .
C43 H43B 0.97 .
C44 N8 1.129(6) .
C45 Cl1 1.673(8) .
C45 Cl2 1.723(8) .
C45 H45A 0.97 .
C45 H45B 0.97 .
C46 Cl3 1.75(3) .
C46 Cl3 1.874(17) 2_757
C46 H46A 0.97 .
C46 H46B 0.97 .
Cl3 C46 1.874(17) 2_757
