#------------------------------------------------------------------------------
#$Date: 2019-11-26 12:03:39 +0200 (Tue, 26 Nov 2019) $
#$Revision: 243333 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/35/4133578.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_4133578
loop_
_publ_author_name
'Zhu, Congzhi'
'Ji, Xiaozhou'
'You, Di'
'Chen, Teresa L.'
'Mu, Anthony U.'
'Barker, Kayla P.'
'Klivansky, Liana M.'
'Liu, Yi'
'Fang, Lei'
_publ_section_title
;
 Extraordinary Redox Activities in Ladder-Type Conjugated Molecules
 Enabled by B ← N Coordination-Promoted Delocalization and
 Hyperconjugation.
;
_journal_issue                   51
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              18173
_journal_page_last               18182
_journal_paper_doi               10.1021/jacs.8b11337
_journal_volume                  140
_journal_year                    2018
_chemical_formula_moiety         '2(C1 H1 Cl3), C64 H52 B2 N4 S2'
_chemical_formula_sum            'C66 H54 B2 Cl6 N4 S2'
_chemical_formula_weight         1201.57
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2018-06-25
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_cell_angle_alpha                90
_cell_angle_beta                 105.2800(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.3742(3)
_cell_length_b                   20.3276(5)
_cell_length_c                   14.6088(4)
_cell_measurement_reflns_used    9795
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      69.944
_cell_measurement_theta_min      3.817
_cell_volume                     2971.84(14)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0491
_diffrn_reflns_av_unetI/netI     0.0159
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            108854
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.220
_diffrn_reflns_theta_min         3.817
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.642
_exptl_absorpt_correction_T_max  0.4684
_exptl_absorpt_correction_T_min  0.2743
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1191 before and 0.0702 after correction. The Ratio of minimum to maximum transmission is 0.5856. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_description       block
_exptl_crystal_F_000             1244
_exptl_crystal_size_max          0.278
_exptl_crystal_size_mid          0.097
_exptl_crystal_size_min          0.058
_refine_diff_density_max         0.861
_refine_diff_density_min         -0.926
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     383
_refine_ls_number_reflns         5645
_refine_ls_number_restraints     126
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0604
_refine_ls_R_factor_gt           0.0545
_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)+(0.0848P)²+4.7420P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1519
_refine_ls_wR_factor_ref         0.1577
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4996
_reflns_number_total             5645
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja8b11337_si_002.cif
_cod_data_source_block           bthbph2
_cod_database_code               4133578
_shelx_shelxl_version_number     2018/3
_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_max   0.817
_shelx_estimated_absorpt_t_min   0.431
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Cl1-C33 \\sim Cl1A-C33A
 with sigma of 0.01
 Cl2-C33 \\sim Cl2A-C33A
 with sigma of 0.01
 Cl3-C33 \\sim Cl3A-C33A
 with sigma of 0.01
 Cl1-Cl2 \\sim Cl1A-Cl2A
 with sigma of 0.01
 Cl1-Cl3 \\sim Cl1A-Cl3A
 with sigma of 0.01
 Cl2-Cl3 \\sim Cl2A-Cl3A
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Cl3 \\sim Cl1 \\sim C33 \\sim Cl2 \\sim Cl3A \\sim C33A \\sim Cl1A \\sim Cl2A:
within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(Cl1) = Uanis(Cl1A)
Uanis(Cl2) = Uanis(Cl2A)
Uanis(Cl3) = Uanis(Cl3A)
4. Rigid body (RIGU) restrains
 Cl3, Cl1, C33, Cl2, Cl3A, C33A, Cl1A, Cl2A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Others
 Sof(C33A)=Sof(H33A)=Sof(Cl1A)=Sof(Cl2A)=Sof(Cl3A)=1-FVAR(1)
 Sof(Cl1)=Sof(Cl2)=Sof(Cl3)=Sof(C33)=Sof(H33)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C33(H33), C33A(H33A)
6.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C13(H13), C15(H15), C16(H16), C22(H22),
 C23(H23), C24(H24), C25(H25), C26(H26), C28(H28), C29(H29), C30(H30), C31(H31),
  C32(H32)
6.c Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, 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 0.3777(13) 0.6081(6) 0.1211(7) 0.0524(3) Uani 0.0783(18) 1 d D U P A 1
Cl2 Cl 0.3428(14) 0.6580(8) 0.2939(9) 0.0437(3) Uani 0.0783(18) 1 d D U P A 1
Cl3 Cl 0.5757(12) 0.5790(7) 0.2988(11) 0.0765(5) Uani 0.0783(18) 1 d D U P A 1
C33 C 0.4084(17) 0.5913(10) 0.2415(10) 0.051(4) Uani 0.0783(18) 1 d D U P A 1
H33 H 0.358012 0.550619 0.249025 0.061 Uiso 0.0783(18) 1 calc R . P A 1
S1 S 0.86201(5) 0.43686(3) 0.46906(4) 0.01596(16) Uani 1 1 d . . . . .
N1 N 0.65509(19) 0.36982(9) 0.38409(13) 0.0121(4) Uani 1 1 d . . . . .
N2 N 0.42524(19) 0.41608(9) 0.35038(13) 0.0121(4) Uani 1 1 d . . . . .
C1 C 0.8842(2) 0.37309(11) 0.39652(16) 0.0148(5) Uani 1 1 d . . . . .
C2 C 0.7629(2) 0.34110(11) 0.35688(16) 0.0134(4) Uani 1 1 d . . . . .
C3 C 0.7616(2) 0.28492(12) 0.30071(16) 0.0167(5) Uani 1 1 d . . . . .
H3 H 0.680912 0.261653 0.274269 0.020 Uiso 1 1 calc R . . . .
C4 C 0.8813(3) 0.26439(13) 0.28495(17) 0.0199(5) Uani 1 1 d . . . . .
H4 H 0.882142 0.226171 0.247684 0.024 Uiso 1 1 calc R . . . .
C5 C 1.0010(3) 0.29828(13) 0.32231(18) 0.0215(5) Uani 1 1 d . . . . .
H5 H 1.080780 0.283490 0.308665 0.026 Uiso 1 1 calc R . . . .
C6 C 1.0042(2) 0.35286(13) 0.37867(18) 0.0194(5) Uani 1 1 d . . . . .
H6 H 1.085212 0.376008 0.404565 0.023 Uiso 1 1 calc R . . . .
C7 C 0.6945(2) 0.41791(11) 0.44692(16) 0.0129(4) Uani 1 1 d . . . . .
C8 C 0.6014(2) 0.45642(11) 0.48355(16) 0.0126(4) Uani 1 1 d . . . . .
C9 C 0.4688(2) 0.45599(11) 0.42743(16) 0.0126(4) Uani 1 1 d . . . . .
C10 C 0.6332(2) 0.50041(11) 0.56119(16) 0.0129(4) Uani 1 1 d . . . . .
C11 C 0.2945(2) 0.43464(11) 0.30677(16) 0.0123(4) Uani 1 1 d . . . . .
C12 C 0.2541(2) 0.48700(11) 0.35755(16) 0.0129(4) Uani 1 1 d . . . . .
C13 C 0.1307(2) 0.51832(11) 0.31855(16) 0.0143(5) Uani 1 1 d . . . . .
H13 H 0.105236 0.554688 0.350690 0.017 Uiso 1 1 calc R . . . .
C14 C 0.0459(2) 0.49672(11) 0.23373(16) 0.0143(5) Uani 1 1 d . . . . .
C15 C 0.0867(2) 0.44211(12) 0.18853(16) 0.0163(5) Uani 1 1 d . . . . .
H15 H 0.027683 0.426011 0.131720 0.020 Uiso 1 1 calc R . . . .
C16 C 0.2083(2) 0.41095(11) 0.22300(16) 0.0152(5) Uani 1 1 d . . . . .
H16 H 0.232578 0.374405 0.190596 0.018 Uiso 1 1 calc R . . . .
C17 C -0.0884(2) 0.52974(12) 0.18735(17) 0.0181(5) Uani 1 1 d . . . . .
C18 C -0.1142(3) 0.58975(15) 0.2436(2) 0.0358(8) Uani 1 1 d . . . . .
H18A H -0.114608 0.576087 0.307867 0.054 Uiso 1 1 calc GR . . . .
H18B H -0.200902 0.609136 0.211773 0.054 Uiso 1 1 calc GR . . . .
H18C H -0.043509 0.622390 0.247165 0.054 Uiso 1 1 calc GR . . . .
C19 C -0.0896(3) 0.55237(18) 0.0871(2) 0.0375(8) Uani 1 1 d . . . . .
H19A H -0.015972 0.583297 0.090550 0.056 Uiso 1 1 calc GR . . . .
H19B H -0.174732 0.574133 0.057685 0.056 Uiso 1 1 calc GR . . . .
H19C H -0.078778 0.514167 0.048856 0.056 Uiso 1 1 calc GR . . . .
C20 C -0.2020(3) 0.48045(14) 0.1807(2) 0.0256(6) Uani 1 1 d . . . . .
H20A H -0.183607 0.440293 0.149222 0.038 Uiso 1 1 calc GR . . . .
H20B H -0.286319 0.499794 0.143960 0.038 Uiso 1 1 calc GR . . . .
H20C H -0.208814 0.469695 0.244646 0.038 Uiso 1 1 calc GR . . . .
C21 C 0.4695(2) 0.32463(11) 0.23749(16) 0.0146(5) Uani 1 1 d . . . . .
C22 C 0.5017(3) 0.36510(13) 0.16956(17) 0.0200(5) Uani 1 1 d . . . . .
H22 H 0.536975 0.407724 0.187502 0.024 Uiso 1 1 calc R . . . .
C23 C 0.4835(3) 0.34446(15) 0.07617(19) 0.0284(6) Uani 1 1 d . . . . .
H23 H 0.507344 0.372602 0.031341 0.034 Uiso 1 1 calc R . . . .
C24 C 0.4305(3) 0.28272(16) 0.0488(2) 0.0318(7) Uani 1 1 d . . . . .
H24 H 0.419084 0.268208 -0.014690 0.038 Uiso 1 1 calc R . . . .
C25 C 0.3943(3) 0.24244(14) 0.1137(2) 0.0280(6) Uani 1 1 d . . . . .
H25 H 0.356248 0.200495 0.094672 0.034 Uiso 1 1 calc R . . . .
C26 C 0.4135(2) 0.26308(12) 0.20734(18) 0.0190(5) Uani 1 1 d . . . . .
H26 H 0.388152 0.234901 0.251481 0.023 Uiso 1 1 calc R . . . .
C27 C 0.4670(2) 0.29792(11) 0.42202(16) 0.0144(5) Uani 1 1 d . . . . .
C28 C 0.3563(3) 0.30554(13) 0.45881(19) 0.0240(6) Uani 1 1 d . . . . .
H28 H 0.296907 0.341209 0.437051 0.029 Uiso 1 1 calc R . . . .
C29 C 0.3298(3) 0.26281(15) 0.5261(2) 0.0296(6) Uani 1 1 d . . . . .
H29 H 0.253311 0.269274 0.549305 0.036 Uiso 1 1 calc R . . . .
C30 C 0.4156(3) 0.21093(13) 0.5590(2) 0.0266(6) Uani 1 1 d . . . . .
H30 H 0.397241 0.180823 0.603675 0.032 Uiso 1 1 calc R . . . .
C31 C 0.5278(3) 0.20314(13) 0.52653(18) 0.0221(5) Uani 1 1 d . . . . .
H31 H 0.588843 0.168548 0.550793 0.027 Uiso 1 1 calc R . . . .
C32 C 0.5522(3) 0.24558(12) 0.45851(17) 0.0192(5) Uani 1 1 d . . . . .
H32 H 0.629290 0.238807 0.436122 0.023 Uiso 1 1 calc R . . . .
B1 B 0.4969(3) 0.34917(12) 0.34554(18) 0.0124(5) Uani 1 1 d . . . . .
C33A C 0.3617(4) 0.59749(17) 0.2220(3) 0.0365(8) Uani 0.9217(18) 1 d D U P A 2
H33A H 0.301024 0.561061 0.230258 0.044 Uiso 0.9217(18) 1 calc R . P A 2
Cl1A Cl 0.28808(12) 0.63823(5) 0.11611(7) 0.0524(3) Uani 0.9217(18) 1 d D U P A
2
Cl2A Cl 0.38121(12) 0.65294(6) 0.31882(7) 0.0437(3) Uani 0.9217(18) 1 d D U P A
2
Cl3A Cl 0.51659(13) 0.56373(6) 0.22273(13) 0.0765(5) Uani 0.9217(18) 1 d D U P
A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
Cl1 C33 Cl2 107.3(8) . .
Cl1 C33 H33 108.2 . .
Cl2 C33 H33 108.2 . .
Cl3 C33 Cl1 114.2(9) . .
Cl3 C33 Cl2 110.5(9) . .
Cl3 C33 H33 108.2 . .
C7 S1 C1 90.47(11) . .
C2 N1 B1 126.37(18) . .
C7 N1 C2 112.13(19) . .
C7 N1 B1 121.49(18) . .
C9 N2 C11 106.73(18) . .
C9 N2 B1 119.82(18) . .
C11 N2 B1 129.41(19) . .
C2 C1 S1 110.58(17) . .
C6 C1 S1 127.14(19) . .
C6 C1 C2 122.3(2) . .
C1 C2 N1 112.7(2) . .
C1 C2 C3 119.3(2) . .
C3 C2 N1 128.0(2) . .
C2 C3 H3 121.0 . .
C4 C3 C2 118.1(2) . .
C4 C3 H3 121.0 . .
C3 C4 H4 119.0 . .
C3 C4 C5 121.9(2) . .
C5 C4 H4 119.0 . .
C4 C5 H5 119.7 . .
C6 C5 C4 120.6(2) . .
C6 C5 H5 119.7 . .
C1 C6 H6 121.1 . .
C5 C6 C1 117.7(2) . .
C5 C6 H6 121.1 . .
N1 C7 S1 113.90(17) . .
N1 C7 C8 122.5(2) . .
C8 C7 S1 123.10(17) . .
C9 C8 C7 115.2(2) . .
C9 C8 C10 117.3(2) . .
C10 C8 C7 126.9(2) . .
N2 C9 C8 123.1(2) . .
N2 C9 C10 111.8(2) . 3_666
C8 C9 C10 124.9(2) . 3_666
C8 C10 C9 117.6(2) . 3_666
C8 C10 C12 137.3(2) . 3_666
C9 C10 C12 104.96(19) 3_666 3_666
N2 C11 C12 110.51(19) . .
N2 C11 C16 129.0(2) . .
C16 C11 C12 120.4(2) . .
C11 C12 C10 105.87(19) . 3_666
C13 C12 C10 134.5(2) . 3_666
C13 C12 C11 119.3(2) . .
C12 C13 H13 119.6 . .
C14 C13 C12 120.9(2) . .
C14 C13 H13 119.6 . .
C13 C14 C15 117.9(2) . .
C13 C14 C17 123.0(2) . .
C15 C14 C17 119.1(2) . .
C14 C15 H15 118.4 . .
C16 C15 C14 123.1(2) . .
C16 C15 H15 118.4 . .
C11 C16 H16 120.9 . .
C15 C16 C11 118.2(2) . .
C15 C16 H16 120.9 . .
C18 C17 C14 112.2(2) . .
C19 C17 C14 109.3(2) . .
C19 C17 C18 108.4(2) . .
C20 C17 C14 109.7(2) . .
C20 C17 C18 108.4(2) . .
C20 C17 C19 108.9(2) . .
C17 C18 H18A 109.5 . .
C17 C18 H18B 109.5 . .
C17 C18 H18C 109.5 . .
H18A C18 H18B 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C17 C19 H19A 109.5 . .
C17 C19 H19B 109.5 . .
C17 C19 H19C 109.5 . .
H19A C19 H19B 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
C17 C20 H20A 109.5 . .
C17 C20 H20B 109.5 . .
C17 C20 H20C 109.5 . .
H20A C20 H20B 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
C22 C21 C26 117.4(2) . .
C22 C21 B1 120.1(2) . .
C26 C21 B1 122.5(2) . .
C21 C22 H22 119.2 . .
C23 C22 C21 121.5(2) . .
C23 C22 H22 119.2 . .
C22 C23 H23 120.1 . .
C24 C23 C22 119.8(3) . .
C24 C23 H23 120.1 . .
C23 C24 H24 120.1 . .
C25 C24 C23 119.9(2) . .
C25 C24 H24 120.1 . .
C24 C25 H25 119.9 . .
C24 C25 C26 120.2(3) . .
C26 C25 H25 119.9 . .
C21 C26 H26 119.4 . .
C25 C26 C21 121.2(2) . .
C25 C26 H26 119.4 . .
C28 C27 B1 121.4(2) . .
C32 C27 C28 116.1(2) . .
C32 C27 B1 122.5(2) . .
C27 C28 H28 118.8 . .
C29 C28 C27 122.5(2) . .
C29 C28 H28 118.8 . .
C28 C29 H29 120.3 . .
C30 C29 C28 119.5(3) . .
C30 C29 H29 120.3 . .
C29 C30 H30 120.2 . .
C31 C30 C29 119.6(2) . .
C31 C30 H30 120.2 . .
C30 C31 H31 119.8 . .
C30 C31 C32 120.3(2) . .
C32 C31 H31 119.8 . .
C27 C32 H32 119.0 . .
C31 C32 C27 122.0(2) . .
C31 C32 H32 119.0 . .
N2 B1 N1 101.93(17) . .
N2 B1 C21 110.58(18) . .
N2 B1 C27 110.46(19) . .
C21 B1 N1 108.57(18) . .
C21 B1 C27 117.51(19) . .
C27 B1 N1 106.53(18) . .
Cl1A C33A H33A 108.4 . .
Cl1A C33A Cl2A 109.64(19) . .
Cl1A C33A Cl3A 112.3(2) . .
Cl2A C33A H33A 108.4 . .
Cl3A C33A H33A 108.4 . .
Cl3A C33A Cl2A 109.5(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl1 C33 1.738(11) .
Cl2 C33 1.778(11) .
Cl3 C33 1.735(11) .
C33 H33 1.0000 .
S1 C1 1.728(2) .
S1 C7 1.725(2) .
N1 C2 1.409(3) .
N1 C7 1.330(3) .
N1 B1 1.643(3) .
N2 C9 1.364(3) .
N2 C11 1.390(3) .
N2 B1 1.561(3) .
C1 C2 1.399(3) .
C1 C6 1.399(3) .
C2 C3 1.404(3) .
C3 H3 0.9500 .
C3 C4 1.386(3) .
C4 H4 0.9500 .
C4 C5 1.399(4) .
C5 H5 0.9500 .
C5 C6 1.377(4) .
C6 H6 0.9500 .
C7 C8 1.451(3) .
C8 C9 1.403(3) .
C8 C10 1.414(3) .
C9 C10 1.424(3) 3_666
C10 C12 1.452(3) 3_666
C11 C12 1.423(3) .
C11 C16 1.397(3) .
C12 C13 1.408(3) .
C13 H13 0.9500 .
C13 C14 1.389(3) .
C14 C15 1.412(3) .
C14 C17 1.534(3) .
C15 H15 0.9500 .
C15 C16 1.383(3) .
C16 H16 0.9500 .
C17 C18 1.533(4) .
C17 C19 1.533(4) .
C17 C20 1.530(3) .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
C21 C22 1.396(4) .
C21 C26 1.401(3) .
C21 B1 1.608(3) .
C22 H22 0.9500 .
C22 C23 1.392(4) .
C23 H23 0.9500 .
C23 C24 1.386(4) .
C24 H24 0.9500 .
C24 C25 1.379(4) .
C25 H25 0.9500 .
C25 C26 1.393(4) .
C26 H26 0.9500 .
C27 C28 1.399(3) .
C27 C32 1.397(3) .
C27 B1 1.617(3) .
C28 H28 0.9500 .
C28 C29 1.393(4) .
C29 H29 0.9500 .
C29 C30 1.382(4) .
C30 H30 0.9500 .
C30 C31 1.377(4) .
C31 H31 0.9500 .
C31 C32 1.389(4) .
C32 H32 0.9500 .
C33A H33A 1.0000 .
C33A Cl1A 1.743(4) .
C33A Cl2A 1.778(4) .
C33A Cl3A 1.744(4) .
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
S1 C1 C2 N1 1.5(2) . .
S1 C1 C2 C3 -175.72(17) . .
S1 C1 C6 C5 176.48(19) . .
S1 C7 C8 C9 150.84(18) . .
S1 C7 C8 C10 -19.9(3) . .
N1 C2 C3 C4 -178.3(2) . .
N1 C7 C8 C9 -20.7(3) . .
N1 C7 C8 C10 168.5(2) . .
N2 C11 C12 C10 -1.7(2) . 3_666
N2 C11 C12 C13 172.3(2) . .
N2 C11 C16 C15 -173.4(2) . .
C1 S1 C7 N1 -4.15(18) . .
C1 S1 C7 C8 -176.4(2) . .
C1 C2 C3 C4 -1.6(3) . .
C2 N1 C7 S1 5.7(2) . .
C2 N1 C7 C8 178.0(2) . .
C2 N1 B1 N2 -148.9(2) . .
C2 N1 B1 C21 -32.2(3) . .
C2 N1 B1 C27 95.3(2) . .
C2 C1 C6 C5 -2.0(4) . .
C2 C3 C4 C5 -0.7(4) . .
C3 C4 C5 C6 1.7(4) . .
C4 C5 C6 C1 -0.3(4) . .
C6 C1 C2 N1 -179.8(2) . .
C6 C1 C2 C3 3.0(3) . .
C7 S1 C1 C2 1.36(18) . .
C7 S1 C1 C6 -177.3(2) . .
C7 N1 C2 C1 -4.6(3) . .
C7 N1 C2 C3 172.3(2) . .
C7 N1 B1 N2 30.8(3) . .
C7 N1 B1 C21 147.6(2) . .
C7 N1 B1 C27 -85.0(2) . .
C7 C8 C9 N2 8.1(3) . .
C7 C8 C9 C10 -167.1(2) . 3_666
C7 C8 C10 C9 166.3(2) . 3_666
C7 C8 C10 C12 -18.4(4) . 3_666
C9 N2 C11 C12 -0.5(2) . .
C9 N2 C11 C16 176.7(2) . .
C9 N2 B1 N1 -42.9(2) . .
C9 N2 B1 C21 -158.2(2) . .
C9 N2 B1 C27 70.0(3) . .
C9 C8 C10 C9 -4.3(3) . 3_666
C9 C8 C10 C12 171.0(2) . 3_666
C10 C8 C9 N2 179.8(2) . .
C10 C8 C9 C10 4.6(4) . 3_666
C10 C12 C13 C14 174.9(2) 3_666 .
C11 N2 C9 C8 -173.1(2) . .
C11 N2 C9 C10 2.6(3) . 3_666
C11 N2 B1 N1 162.8(2) . .
C11 N2 B1 C21 47.6(3) . .
C11 N2 B1 C27 -84.3(3) . .
C11 C12 C13 C14 3.0(3) . .
C12 C11 C16 C15 3.6(3) . .
C12 C13 C14 C15 0.6(3) . .
C12 C13 C14 C17 -179.0(2) . .
C13 C14 C15 C16 -2.3(4) . .
C13 C14 C17 C18 1.9(3) . .
C13 C14 C17 C19 122.2(3) . .
C13 C14 C17 C20 -118.5(3) . .
C14 C15 C16 C11 0.2(4) . .
C15 C14 C17 C18 -177.7(2) . .
C15 C14 C17 C19 -57.4(3) . .
C15 C14 C17 C20 61.9(3) . .
C16 C11 C12 C10 -179.2(2) . 3_666
C16 C11 C12 C13 -5.2(3) . .
C17 C14 C15 C16 177.3(2) . .
C21 C22 C23 C24 0.9(4) . .
C22 C21 C26 C25 1.7(4) . .
C22 C21 B1 N1 -54.9(3) . .
C22 C21 B1 N2 56.2(3) . .
C22 C21 B1 C27 -175.8(2) . .
C22 C23 C24 C25 0.9(4) . .
C23 C24 C25 C26 -1.3(4) . .
C24 C25 C26 C21 0.0(4) . .
C26 C21 C22 C23 -2.1(4) . .
C26 C21 B1 N1 125.0(2) . .
C26 C21 B1 N2 -123.9(2) . .
C26 C21 B1 C27 4.1(3) . .
C27 C28 C29 C30 0.4(5) . .
C28 C27 C32 C31 0.7(4) . .
C28 C27 B1 N1 131.2(2) . .
C28 C27 B1 N2 21.3(3) . .
C28 C27 B1 C21 -106.9(3) . .
C28 C29 C30 C31 1.6(4) . .
C29 C30 C31 C32 -2.5(4) . .
C30 C31 C32 C27 1.3(4) . .
C32 C27 C28 C29 -1.5(4) . .
C32 C27 B1 N1 -45.8(3) . .
C32 C27 B1 N2 -155.7(2) . .
C32 C27 B1 C21 76.2(3) . .
B1 N1 C2 C1 175.2(2) . .
B1 N1 C2 C3 -7.9(4) . .
B1 N1 C7 S1 -174.06(15) . .
B1 N1 C7 C8 -1.8(3) . .
B1 N2 C9 C8 27.4(3) . .
B1 N2 C9 C10 -156.91(19) . 3_666
B1 N2 C11 C12 156.3(2) . .
B1 N2 C11 C16 -26.5(4) . .
B1 C21 C22 C23 177.8(2) . .
B1 C21 C26 C25 -178.2(2) . .
B1 C27 C28 C29 -178.7(2) . .
B1 C27 C32 C31 177.8(2) . .
