#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/98/4029860.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_4029860
loop_
_publ_author_name
'Ishii, Akihiko'
'Aoki, Yutaro'
'Nakata, Norio'
_publ_section_title
;
 Synthesis of 4-Chalcogeno-1-aza-1,3-butadiene Derivatives by
 Intramolecular Cyano-Diels-Alder Reaction and Borane-Coordination-Induced
 Fluorescence Enhancement.
;
_journal_issue                   17
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              7951
_journal_page_last               7960
_journal_paper_doi               10.1021/jo501103e
_journal_volume                  79
_journal_year                    2014
_chemical_formula_moiety         'C42 H17 B F15 N O S, 0.5(C Cl2)'
_chemical_formula_sum            'C42.5 H17 B Cl F15 N O S'
_chemical_formula_weight         920.89
_chemical_name_systematic        'C42 H17 B F15 N O S, 0.5(C Cl2)'
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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_method           SHELXL-97
_cell_angle_alpha                90.440(5)
_cell_angle_beta                 106.169(4)
_cell_angle_gamma                106.009(5)
_cell_formula_units_Z            2
_cell_length_a                   10.024(2)
_cell_length_b                   11.023(3)
_cell_length_c                   17.842(4)
_cell_measurement_temperature    100(2)
_cell_volume                     1812.4(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics
'Yadokari-XG 2009 (Wakita, Nemoto et al., 2009)'
_computing_publication_material
'Yadokari-XG 2009 (Wakita, Nemoto et al., 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_av_sigmaI/netI    0.0475
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            11418
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.17
_exptl_absorpt_coefficient_mu    0.280
_exptl_absorpt_correction_T_max  0.9618
_exptl_absorpt_correction_T_min  0.9181
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1997)'
_exptl_crystal_colour            paleyellow
_exptl_crystal_density_diffrn    1.687
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.423
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     579
_refine_ls_number_reflns         7037
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0423
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0629P)²+0.3083P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1080
_refine_ls_wR_factor_ref         0.1148
_reflns_number_gt                5828
_reflns_number_total             7037
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo501103e_si_002.cif
_cod_data_source_block           9b_(naka405)
_cod_depositor_comments
;Adding full bibliography for 4029858--4029863.cif.

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        1812.5(7)
_cod_original_formula_sum        'C42.50 H17 B Cl F15 N O S'
_cod_database_code               4029860
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.0721(2) 0.39338(18) 0.18080(11) 0.0156(4) Uani 1 1 d .
S1 S 0.23798(5) 0.51142(5) 0.23259(3) 0.01710(13) Uani 1 1 d .
C2 C 0.2964(2) 0.40344(19) 0.29540(11) 0.0167(4) Uani 1 1 d .
C3 C 0.2021(2) 0.28350(19) 0.28126(11) 0.0161(4) Uani 1 1 d .
H1 H 0.2196 0.2158 0.3114 0.019 Uiso 1 1 calc R
C4 C 0.0764(2) 0.27003(18) 0.21759(11) 0.0145(4) Uani 1 1 d .
N1 N -0.03501(17) 0.17054(15) 0.18658(9) 0.0147(3) Uani 1 1 d .
C5 C 0.0522(2) 0.36456(19) 0.09355(11) 0.0163(4) Uani 1 1 d .
C6 C 0.1398(2) 0.42761(19) 0.04951(12) 0.0188(4) Uani 1 1 d .
H2 H 0.2237 0.4963 0.0728 0.023 Uiso 1 1 calc R
C7 C 0.1009(2) 0.3871(2) -0.02991(12) 0.0211(4) Uani 1 1 d .
H3 H 0.1584 0.4290 -0.0615 0.025 Uiso 1 1 calc R
C8 C -0.0208(2) 0.2866(2) -0.06286(12) 0.0222(5) Uani 1 1 d .
H4 H -0.0464 0.2609 -0.1172 0.027 Uiso 1 1 calc R
C9 C -0.1069(2) 0.2218(2) -0.01789(12) 0.0209(4) Uani 1 1 d .
H5 H -0.1897 0.1520 -0.0410 0.025 Uiso 1 1 calc R
C10 C -0.0691(2) 0.26147(19) 0.06095(12) 0.0173(4) Uani 1 1 d .
C11 C -0.0677(2) 0.41473(19) 0.18916(11) 0.0158(4) Uani 1 1 d .
C12 C -0.0831(2) 0.5176(2) 0.22646(11) 0.0196(4) Uani 1 1 d .
H6 H -0.0010 0.5870 0.2512 0.024 Uiso 1 1 calc R
C13 C -0.2215(2) 0.5176(2) 0.22712(13) 0.0238(5) Uani 1 1 d .
H7 H -0.2339 0.5876 0.2529 0.029 Uiso 1 1 calc R
C14 C -0.3424(2) 0.4162(2) 0.19039(13) 0.0261(5) Uani 1 1 d .
H8 H -0.4366 0.4186 0.1900 0.031 Uiso 1 1 calc R
C15 C -0.3252(2) 0.3116(2) 0.15435(12) 0.0215(5) Uani 1 1 d .
H9 H -0.4069 0.2416 0.1300 0.026 Uiso 1 1 calc R
C16 C -0.1872(2) 0.31091(19) 0.15451(11) 0.0173(4) Uani 1 1 d .
C17 C -0.1464(2) 0.20447(19) 0.12058(11) 0.0163(4) Uani 1 1 d .
H10 H -0.2326 0.1300 0.0968 0.020 Uiso 1 1 calc R
C18 C 0.4367(2) 0.44922(19) 0.35462(11) 0.0171(4) Uani 1 1 d .
C19 C 0.5294(2) 0.5704(2) 0.35472(13) 0.0260(5) Uani 1 1 d .
H11 H 0.4989 0.6242 0.3164 0.031 Uiso 1 1 calc R
C20 C 0.6634(3) 0.6129(2) 0.40893(13) 0.0319(6) Uani 1 1 d .
H12 H 0.7250 0.6951 0.4076 0.038 Uiso 1 1 calc R
C21 C 0.7090(2) 0.5359(2) 0.46561(12) 0.0223(5) Uani 1 1 d .
C22 C 0.6187(2) 0.4155(2) 0.46776(12) 0.0208(4) Uani 1 1 d .
H13 H 0.6493 0.3627 0.5067 0.025 Uiso 1 1 calc R
C23 C 0.4842(2) 0.3737(2) 0.41256(12) 0.0208(4) Uani 1 1 d .
H14 H 0.4226 0.2916 0.4141 0.025 Uiso 1 1 calc R
O1 O 0.84383(17) 0.58712(15) 0.51631(9) 0.0318(4) Uani 1 1 d .
C24 C 0.8994(2) 0.5125(2) 0.57518(13) 0.0265(5) Uani 1 1 d .
H15 H 0.8341 0.4885 0.6079 0.040 Uiso 1 1 calc R
H16 H 0.9959 0.5618 0.6078 0.040 Uiso 1 1 calc R
H17 H 0.9066 0.4359 0.5503 0.040 Uiso 1 1 calc R
B1 B -0.0570(2) 0.0370(2) 0.22449(13) 0.0152(5) Uani 1 1 d .
C25 C -0.1921(2) -0.07716(18) 0.16713(11) 0.0150(4) Uani 1 1 d .
C26 C -0.2033(2) -0.09872(19) 0.08830(12) 0.0162(4) Uani 1 1 d .
C27 C -0.3099(2) -0.1949(2) 0.03746(11) 0.0185(4) Uani 1 1 d .
C28 C -0.4108(2) -0.27928(19) 0.06556(12) 0.0194(4) Uani 1 1 d .
C29 C -0.4013(2) -0.26523(19) 0.14389(12) 0.0173(4) Uani 1 1 d .
C30 C -0.2941(2) -0.16722(19) 0.19242(11) 0.0164(4) Uani 1 1 d .
F1 F -0.10441(12) -0.02231(11) 0.05785(6) 0.0199(3) Uani 1 1 d .
F2 F -0.31588(13) -0.20824(12) -0.03814(7) 0.0251(3) Uani 1 1 d .
F3 F -0.51534(13) -0.37413(12) 0.01809(7) 0.0282(3) Uani 1 1 d .
F4 F -0.49747(12) -0.34932(11) 0.17189(7) 0.0233(3) Uani 1 1 d .
F5 F -0.29195(12) -0.16483(11) 0.26857(6) 0.0193(3) Uani 1 1 d .
C31 C -0.0870(2) 0.07281(18) 0.30699(11) 0.0156(4) Uani 1 1 d .
C32 C -0.2172(2) 0.09990(19) 0.30219(11) 0.0173(4) Uani 1 1 d .
C33 C -0.2529(2) 0.1416(2) 0.36446(13) 0.0221(5) Uani 1 1 d .
C34 C -0.1563(2) 0.1575(2) 0.43828(12) 0.0229(5) Uani 1 1 d .
C35 C -0.0268(2) 0.1315(2) 0.44728(11) 0.0206(4) Uani 1 1 d .
C36 C 0.0054(2) 0.09183(19) 0.38250(12) 0.0174(4) Uani 1 1 d .
F6 F -0.31800(12) 0.08244(11) 0.23171(7) 0.0214(3) Uani 1 1 d .
F7 F -0.38110(14) 0.16436(13) 0.35408(8) 0.0310(3) Uani 1 1 d .
F8 F -0.18870(16) 0.19650(13) 0.50070(7) 0.0344(3) Uani 1 1 d .
F9 F 0.06566(14) 0.14168(12) 0.51917(7) 0.0273(3) Uani 1 1 d .
F10 F 0.13800(12) 0.07314(11) 0.39788(7) 0.0216(3) Uani 1 1 d .
C37 C 0.0851(2) -0.01487(19) 0.23441(11) 0.0153(4) Uani 1 1 d .
C38 C 0.1035(2) -0.11178(19) 0.28216(11) 0.0164(4) Uani 1 1 d .
C39 C 0.2172(2) -0.16264(19) 0.29369(12) 0.0186(4) Uani 1 1 d .
C40 C 0.3182(2) -0.1209(2) 0.25281(12) 0.0199(4) Uani 1 1 d .
C41 C 0.3013(2) -0.0301(2) 0.20174(12) 0.0192(4) Uani 1 1 d .
C42 C 0.1882(2) 0.02089(19) 0.19337(11) 0.0164(4) Uani 1 1 d .
F11 F 0.00486(12) -0.16067(11) 0.32082(7) 0.0196(3) Uani 1 1 d .
F12 F 0.23086(13) -0.25156(11) 0.34386(7) 0.0240(3) Uani 1 1 d .
F13 F 0.42871(13) -0.17048(13) 0.26231(8) 0.0292(3) Uani 1 1 d .
F14 F 0.39373(12) 0.00632(12) 0.15870(7) 0.0266(3) Uani 1 1 d .
F15 F 0.18138(13) 0.10917(11) 0.14231(7) 0.0221(3) Uani 1 1 d .
Cl1 Cl 0.5521(4) 0.8967(3) 0.45205(14) 0.0378(6) Uani 0.50 1 d PDU
Cl2 Cl 0.4488(4) 1.0804(3) 0.52002(17) 0.0499(8) Uani 0.50 1 d PDU
C43 C 0.5683(5) 0.9865(5) 0.5384(3) 0.0334(11) Uani 0.50 1 d PDU
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'
B B 0.0013 0.0007 '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'
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'
F F 0.0171 0.0103 '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'
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
C4 C1 C11 103.84(15) . .
C4 C1 C5 105.66(15) . .
C11 C1 C5 108.24(15) . .
C4 C1 S1 106.86(13) . .
C11 C1 S1 115.89(14) . .
C5 C1 S1 115.21(14) . .
C2 S1 C1 92.26(9) . .
C3 C2 C18 128.04(19) . .
C3 C2 S1 114.31(15) . .
C18 C2 S1 117.65(15) . .
C2 C3 C4 113.63(18) . .
N1 C4 C3 130.82(19) . .
N1 C4 C1 116.27(17) . .
C3 C4 C1 112.90(16) . .
C4 N1 C17 111.26(16) . .
C4 N1 B1 122.66(16) . .
C17 N1 B1 125.43(15) . .
C6 C5 C10 121.80(18) . .
C6 C5 C1 127.19(18) . .
C10 C5 C1 111.00(17) . .
C5 C6 C7 118.01(19) . .
C8 C7 C6 120.4(2) . .
C7 C8 C9 121.32(19) . .
C10 C9 C8 118.60(19) . .
C9 C10 C5 119.81(19) . .
C9 C10 C17 127.36(18) . .
C5 C10 C17 112.83(17) . .
C12 C11 C16 121.09(19) . .
C12 C11 C1 127.93(18) . .
C16 C11 C1 110.96(17) . .
C11 C12 C13 118.51(19) . .
C12 C13 C14 120.9(2) . .
C15 C14 C13 120.1(2) . .
C16 C15 C14 119.0(2) . .
C15 C16 C11 120.38(19) . .
C15 C16 C17 126.65(18) . .
C11 C16 C17 112.97(17) . .
N1 C17 C16 106.46(15) . .
N1 C17 C10 106.86(15) . .
C16 C17 C10 106.28(16) . .
C23 C18 C19 117.70(18) . .
C23 C18 C2 121.30(18) . .
C19 C18 C2 120.99(19) . .
C20 C19 C18 121.4(2) . .
C19 C20 C21 120.0(2) . .
O1 C21 C20 115.18(19) . .
O1 C21 C22 124.70(19) . .
C20 C21 C22 120.11(19) . .
C23 C22 C21 119.3(2) . .
C22 C23 C18 121.5(2) . .
C21 O1 C24 118.44(18) . .
N1 B1 C37 110.80(15) . .
N1 B1 C31 101.82(15) . .
C37 B1 C31 115.38(16) . .
N1 B1 C25 112.51(16) . .
C37 B1 C25 103.64(16) . .
C31 B1 C25 113.03(16) . .
C30 C25 C26 113.64(17) . .
C30 C25 B1 125.05(17) . .
C26 C25 B1 120.99(17) . .
F1 C26 C27 116.38(17) . .
F1 C26 C25 119.29(17) . .
C27 C26 C25 124.33(18) . .
F2 C27 C26 121.05(18) . .
F2 C27 C28 119.68(18) . .
C26 C27 C28 119.27(18) . .
F3 C28 C29 120.26(18) . .
F3 C28 C27 120.96(18) . .
C29 C28 C27 118.78(18) . .
F4 C29 C30 121.01(17) . .
F4 C29 C28 118.91(17) . .
C30 C29 C28 120.08(18) . .
F5 C30 C29 115.10(17) . .
F5 C30 C25 121.09(17) . .
C29 C30 C25 123.80(18) . .
C36 C31 C32 113.00(18) . .
C36 C31 B1 128.86(18) . .
C32 C31 B1 117.86(17) . .
F6 C32 C33 116.34(18) . .
F6 C32 C31 118.69(17) . .
C33 C32 C31 124.96(19) . .
F7 C33 C32 120.62(19) . .
F7 C33 C34 120.28(19) . .
C32 C33 C34 119.08(19) . .
F8 C34 C35 120.39(19) . .
F8 C34 C33 120.6(2) . .
C35 C34 C33 118.97(19) . .
F9 C35 C34 119.57(19) . .
F9 C35 C36 120.60(19) . .
C34 C35 C36 119.81(19) . .
F10 C36 C35 114.74(17) . .
F10 C36 C31 121.09(18) . .
C35 C36 C31 124.16(19) . .
C38 C37 C42 113.78(18) . .
C38 C37 B1 119.69(17) . .
C42 C37 B1 126.28(18) . .
F11 C38 C39 116.38(18) . .
F11 C38 C37 119.36(17) . .
C39 C38 C37 124.26(18) . .
F12 C39 C38 120.47(18) . .
F12 C39 C40 120.38(18) . .
C38 C39 C40 119.15(19) . .
F13 C40 C41 120.68(19) . .
F13 C40 C39 120.17(19) . .
C41 C40 C39 119.14(18) . .
F14 C41 C40 119.80(18) . .
F14 C41 C42 120.25(19) . .
C40 C41 C42 119.94(18) . .
F15 C42 C41 115.42(17) . .
F15 C42 C37 121.01(18) . .
C41 C42 C37 123.58(19) . .
Cl2 Cl1 C43 7.8(6) 2_676 .
Cl2 Cl1 C43 53.8(7) 2_676 2_676
C43 Cl1 C43 54.0(3) . 2_676
Cl1 Cl2 C43 168.6(9) 2_676 2_676
Cl1 Cl2 C43 111.3(8) 2_676 .
C43 Cl2 C43 68.9(3) 2_676 .
Cl1 Cl2 Cl2 137.8(8) 2_676 2_676
C43 Cl2 Cl2 41.6(2) 2_676 2_676
C43 Cl2 Cl2 27.33(17) . 2_676
Cl2 C43 C43 70.4(3) 2_676 2_676
Cl2 C43 Cl2 111.1(3) 2_676 .
C43 C43 Cl2 40.7(2) 2_676 .
Cl2 C43 Cl1 3.6(3) 2_676 .
C43 C43 Cl1 70.6(3) 2_676 .
Cl2 C43 Cl1 111.3(3) . .
Cl2 C43 Cl1 125.6(4) 2_676 2_676
C43 C43 Cl1 55.3(3) 2_676 2_676
Cl2 C43 Cl1 14.92(13) . 2_676
Cl1 C43 Cl1 126.0(3) . 2_676
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C4 1.520(3) .
C1 C11 1.529(3) .
C1 C5 1.532(3) .
C1 S1 1.8013(19) .
S1 C2 1.748(2) .
C2 C3 1.370(3) .
C2 C18 1.457(3) .
C3 C4 1.414(3) .
C4 N1 1.314(2) .
N1 C17 1.509(2) .
N1 B1 1.610(3) .
C5 C6 1.388(3) .
C5 C10 1.394(3) .
C6 C7 1.395(3) .
C7 C8 1.380(3) .
C8 C9 1.398(3) .
C9 C10 1.384(3) .
C10 C17 1.526(3) .
C11 C12 1.376(3) .
C11 C16 1.395(3) .
C12 C13 1.391(3) .
C13 C14 1.395(3) .
C14 C15 1.390(3) .
C15 C16 1.385(3) .
C16 C17 1.517(3) .
C18 C23 1.395(3) .
C18 C19 1.400(3) .
C19 C20 1.372(3) .
C20 C21 1.386(3) .
C21 O1 1.362(2) .
C21 C22 1.392(3) .
C22 C23 1.383(3) .
O1 C24 1.425(3) .
B1 C37 1.642(3) .
B1 C31 1.648(3) .
B1 C25 1.653(3) .
C25 C30 1.393(3) .
C25 C26 1.393(3) .
C26 F1 1.354(2) .
C26 C27 1.382(3) .
C27 F2 1.339(2) .
C27 C28 1.382(3) .
C28 F3 1.340(2) .
C28 C29 1.379(3) .
C29 F4 1.349(2) .
C29 C30 1.378(3) .
C30 F5 1.353(2) .
C31 C36 1.382(3) .
C31 C32 1.397(3) .
C32 F6 1.350(2) .
C32 C33 1.371(3) .
C33 F7 1.340(2) .
C33 C34 1.377(3) .
C34 F8 1.342(2) .
C34 C35 1.372(3) .
C35 F9 1.340(2) .
C35 C36 1.382(3) .
C36 F10 1.354(2) .
C37 C38 1.392(3) .
C37 C42 1.400(3) .
C38 F11 1.355(2) .
C38 C39 1.370(3) .
C39 F12 1.342(2) .
C39 C40 1.388(3) .
C40 F13 1.336(2) .
C40 C41 1.372(3) .
C41 F14 1.343(2) .
C41 C42 1.372(3) .
C42 F15 1.340(2) .
Cl1 Cl2 0.560(3) 2_676
Cl1 C43 1.768(4) .
Cl1 C43 2.028(6) 2_676
Cl2 Cl1 0.560(3) 2_676
Cl2 C43 1.216(5) 2_676
Cl2 C43 1.756(5) .
Cl2 Cl2 2.470(6) 2_676
C43 Cl2 1.216(5) 2_676
C43 C43 1.739(9) 2_676
C43 Cl1 2.028(6) 2_676
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
C4 C1 S1 C2 -1.25(14) . .
C11 C1 S1 C2 113.90(15) . .
C5 C1 S1 C2 -118.28(15) . .
C1 S1 C2 C3 0.30(16) . .
C1 S1 C2 C18 179.57(15) . .
C18 C2 C3 C4 -178.31(18) . .
S1 C2 C3 C4 0.9(2) . .
C2 C3 C4 N1 178.9(2) . .
C2 C3 C4 C1 -1.9(2) . .
C11 C1 C4 N1 58.3(2) . .
C5 C1 C4 N1 -55.5(2) . .
S1 C1 C4 N1 -178.67(14) . .
C11 C1 C4 C3 -121.02(17) . .
C5 C1 C4 C3 125.16(17) . .
S1 C1 C4 C3 2.0(2) . .
C3 C4 N1 C17 177.86(19) . .
C1 C4 N1 C17 -1.4(2) . .
C3 C4 N1 B1 6.6(3) . .
C1 C4 N1 B1 -172.63(16) . .
C4 C1 C5 C6 -124.6(2) . .
C11 C1 C5 C6 124.6(2) . .
S1 C1 C5 C6 -6.9(3) . .
C4 C1 C5 C10 54.7(2) . .
C11 C1 C5 C10 -56.1(2) . .
S1 C1 C5 C10 172.36(14) . .
C10 C5 C6 C7 1.8(3) . .
C1 C5 C6 C7 -179.02(19) . .
C5 C6 C7 C8 -0.5(3) . .
C6 C7 C8 C9 -0.8(3) . .
C7 C8 C9 C10 0.8(3) . .
C8 C9 C10 C5 0.4(3) . .
C8 C9 C10 C17 -179.54(19) . .
C6 C5 C10 C9 -1.8(3) . .
C1 C5 C10 C9 178.92(18) . .
C6 C5 C10 C17 178.22(18) . .
C1 C5 C10 C17 -1.1(2) . .
C4 C1 C11 C12 122.2(2) . .
C5 C1 C11 C12 -125.9(2) . .
S1 C1 C11 C12 5.3(3) . .
C4 C1 C11 C16 -56.2(2) . .
C5 C1 C11 C16 55.8(2) . .
S1 C1 C11 C16 -173.06(14) . .
C16 C11 C12 C13 -1.8(3) . .
C1 C11 C12 C13 -179.99(19) . .
C11 C12 C13 C14 -0.4(3) . .
C12 C13 C14 C15 1.8(3) . .
C13 C14 C15 C16 -1.0(3) . .
C14 C15 C16 C11 -1.1(3) . .
C14 C15 C16 C17 178.05(19) . .
C12 C11 C16 C15 2.6(3) . .
C1 C11 C16 C15 -178.94(18) . .
C12 C11 C16 C17 -176.71(17) . .
C1 C11 C16 C17 1.8(2) . .
C4 N1 C17 C16 -56.0(2) . .
B1 N1 C17 C16 114.99(19) . .
C4 N1 C17 C10 57.3(2) . .
B1 N1 C17 C10 -131.75(18) . .
C15 C16 C17 N1 -123.5(2) . .
C11 C16 C17 N1 55.7(2) . .
C15 C16 C17 C10 122.8(2) . .
C11 C16 C17 C10 -58.0(2) . .
C9 C10 C17 N1 124.1(2) . .
C5 C10 C17 N1 -55.8(2) . .
C9 C10 C17 C16 -122.5(2) . .
C5 C10 C17 C16 57.6(2) . .
C3 C2 C18 C23 -8.1(3) . .
S1 C2 C18 C23 172.70(16) . .
C3 C2 C18 C19 171.1(2) . .
S1 C2 C18 C19 -8.1(3) . .
C23 C18 C19 C20 1.1(3) . .
C2 C18 C19 C20 -178.1(2) . .
C18 C19 C20 C21 -0.6(4) . .
C19 C20 C21 O1 179.8(2) . .
C19 C20 C21 C22 -0.2(4) . .
O1 C21 C22 C23 -179.5(2) . .
C20 C21 C22 C23 0.4(3) . .
C21 C22 C23 C18 0.1(3) . .
C19 C18 C23 C22 -0.9(3) . .
C2 C18 C23 C22 178.40(19) . .
C20 C21 O1 C24 -178.6(2) . .
C22 C21 O1 C24 1.3(3) . .
C4 N1 B1 C37 -56.1(2) . .
C17 N1 B1 C37 133.88(17) . .
C4 N1 B1 C31 67.1(2) . .
C17 N1 B1 C31 -102.90(18) . .
C4 N1 B1 C25 -171.61(17) . .
C17 N1 B1 C25 18.4(2) . .
N1 B1 C25 C30 -137.68(19) . .
C37 B1 C25 C30 102.6(2) . .
C31 B1 C25 C30 -23.0(3) . .
N1 B1 C25 C26 49.3(2) . .
C37 B1 C25 C26 -70.5(2) . .
C31 B1 C25 C26 163.93(18) . .
C30 C25 C26 F1 -175.86(17) . .
B1 C25 C26 F1 -2.1(3) . .
C30 C25 C26 C27 3.8(3) . .
B1 C25 C26 C27 177.62(19) . .
F1 C26 C27 F2 -1.8(3) . .
C25 C26 C27 F2 178.53(18) . .
F1 C26 C27 C28 177.46(18) . .
C25 C26 C27 C28 -2.2(3) . .
F2 C27 C28 F3 -0.4(3) . .
C26 C27 C28 F3 -179.64(18) . .
F2 C27 C28 C29 178.86(18) . .
C26 C27 C28 C29 -0.4(3) . .
F3 C28 C29 F4 0.9(3) . .
C27 C28 C29 F4 -178.40(18) . .
F3 C28 C29 C30 -179.69(18) . .
C27 C28 C29 C30 1.0(3) . .
F4 C29 C30 F5 1.5(3) . .
C28 C29 C30 F5 -177.96(18) . .
F4 C29 C30 C25 -179.74(18) . .
C28 C29 C30 C25 0.8(3) . .
C26 C25 C30 F5 175.61(17) . .
B1 C25 C30 F5 2.1(3) . .
C26 C25 C30 C29 -3.1(3) . .
B1 C25 C30 C29 -176.60(19) . .
N1 B1 C31 C36 -104.5(2) . .
C37 B1 C31 C36 15.6(3) . .
C25 B1 C31 C36 134.6(2) . .
N1 B1 C31 C32 68.9(2) . .
C37 B1 C31 C32 -171.01(17) . .
C25 B1 C31 C32 -52.0(2) . .
C36 C31 C32 F6 -178.60(17) . .
B1 C31 C32 F6 7.0(3) . .
C36 C31 C32 C33 0.3(3) . .
B1 C31 C32 C33 -174.17(19) . .
F6 C32 C33 F7 -0.7(3) . .
C31 C32 C33 F7 -179.57(18) . .
F6 C32 C33 C34 178.02(18) . .
C31 C32 C33 C34 -0.9(3) . .
F7 C33 C34 F8 -0.3(3) . .
C32 C33 C34 F8 -179.07(19) . .
F7 C33 C34 C35 178.94(19) . .
C32 C33 C34 C35 0.2(3) . .
F8 C34 C35 F9 1.9(3) . .
C33 C34 C35 F9 -177.36(19) . .
F8 C34 C35 C36 -179.76(19) . .
C33 C34 C35 C36 0.9(3) . .
F9 C35 C36 F10 -3.9(3) . .
C34 C35 C36 F10 177.82(17) . .
F9 C35 C36 C31 176.65(18) . .
C34 C35 C36 C31 -1.6(3) . .
C32 C31 C36 F10 -178.42(17) . .
B1 C31 C36 F10 -4.8(3) . .
C32 C31 C36 C35 1.0(3) . .
B1 C31 C36 C35 174.7(2) . .
N1 B1 C37 C38 164.91(16) . .
C31 B1 C37 C38 49.9(2) . .
C25 B1 C37 C38 -74.2(2) . .
N1 B1 C37 C42 -21.3(3) . .
C31 B1 C37 C42 -136.30(19) . .
C25 B1 C37 C42 99.6(2) . .
C42 C37 C38 F11 -175.55(16) . .
B1 C37 C38 F11 -1.0(3) . .
C42 C37 C38 C39 4.7(3) . .
B1 C37 C38 C39 179.27(18) . .
F11 C38 C39 F12 -3.1(3) . .
C37 C38 C39 F12 176.60(17) . .
F11 C38 C39 C40 176.90(16) . .
C37 C38 C39 C40 -3.4(3) . .
F12 C39 C40 F13 1.0(3) . .
C38 C39 C40 F13 -179.06(18) . .
F12 C39 C40 C41 179.84(17) . .
C38 C39 C40 C41 -0.2(3) . .
F13 C40 C41 F14 2.4(3) . .
C39 C40 C41 F14 -176.48(17) . .
F13 C40 C41 C42 -179.23(18) . .
C39 C40 C41 C42 1.9(3) . .
F14 C41 C42 F15 -1.9(3) . .
C40 C41 C42 F15 179.77(17) . .
F14 C41 C42 C37 178.10(17) . .
C40 C41 C42 C37 -0.3(3) . .
C38 C37 C42 F15 177.08(16) . .
B1 C37 C42 F15 3.0(3) . .
C38 C37 C42 C41 -2.9(3) . .
B1 C37 C42 C41 -176.99(18) . .
Cl1 Cl2 C43 Cl2 167.8(9) 2_676 2_676
C43 Cl2 C43 Cl2 0.003(1) 2_676 2_676
Cl1 Cl2 C43 C43 167.8(9) 2_676 2_676
Cl2 Cl2 C43 C43 -0.003(5) 2_676 2_676
Cl1 Cl2 C43 Cl1 171.6(6) 2_676 .
C43 Cl2 C43 Cl1 3.8(3) 2_676 .
Cl2 Cl2 C43 Cl1 3.8(3) 2_676 .
C43 Cl2 C43 Cl1 -167.8(9) 2_676 2_676
Cl2 Cl2 C43 Cl1 -167.8(9) 2_676 2_676
C43 Cl1 C43 Cl2 86(4) 2_676 2_676
Cl2 Cl1 C43 C43 -86(4) 2_676 2_676
Cl2 Cl1 C43 Cl2 -88(4) 2_676 .
C43 Cl1 C43 Cl2 -2.7(2) 2_676 .
Cl2 Cl1 C43 Cl1 -86(4) 2_676 2_676
C43 Cl1 C43 Cl1 0.0 2_676 2_676
