#------------------------------------------------------------------------------
#$Date: 2019-11-25 16:55:59 +0200 (Mon, 25 Nov 2019) $
#$Revision: 241382 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/10/4131093.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_4131093
loop_
_publ_author_name
'Kennedy, C. Rose'
'Lehnherr, Dan'
'Rajapaksa, Naomi S.'
'Ford, David D.'
'Park, Yongho'
'Jacobsen, Eric N.'
_publ_section_title
;
 Mechanism-Guided Development of a Highly Active Bis-thiourea Catalyst for
 Anion-Abstraction Catalysis.
;
_journal_issue                   41
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              13525
_journal_page_last               13528
_journal_paper_doi               10.1021/jacs.6b09205
_journal_volume                  138
_journal_year                    2016
_chemical_absolute_configuration ad
_chemical_formula_sum            'C64 H70 Cl F14 N7 O6 S2'
_chemical_formula_weight         1398.84
_space_group_IT_number           154
_space_group_name_Hall           'P 32 2"'
_space_group_name_H-M_alt        'P 32 2 1'
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_Hall  'P 32 2"'
_symmetry_space_group_name_H-M   'P 32 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            3
_cell_length_a                   14.3464(2)
_cell_length_b                   14.3464(2)
_cell_length_c                   28.5097(4)
_cell_measurement_reflns_used    9547
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      65.5
_cell_measurement_theta_min      3.88
_cell_volume                     5081.70(12)
_computing_cell_refinement       'SAINT 7.46A (Bruker-AXS, 2009)'
_computing_data_collection       'APEX2 v2009.3.0 (Bruker-AXS, 2009)'
_computing_data_reduction        'SAINT 7.46A (Bruker-AXS, 2009)'
_computing_molecular_graphics    'Bruker SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'Bruker SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type
;
Bruker D8 goniometer with CCD area detector  
;
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'I\mS microfocus tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0471
_diffrn_reflns_av_sigmaI/netI    0.0156
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            94106
_diffrn_reflns_theta_full        66.18
_diffrn_reflns_theta_max         66.18
_diffrn_reflns_theta_min         3.56
_exptl_absorpt_coefficient_mu    1.888
_exptl_absorpt_correction_T_max  0.7780
_exptl_absorpt_correction_T_min  0.7039
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2178
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.260
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.005(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     463
_refine_ls_number_reflns         5898
_refine_ls_number_restraints     86
_refine_ls_restrained_S_all      1.109
_refine_ls_R_factor_all          0.0331
_refine_ls_R_factor_gt           0.0311
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0406P)²+1.6992P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0790
_refine_ls_wR_factor_ref         0.0806
_reflns_number_gt                5639
_reflns_number_total             5898
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja6b09205_si_002.cif
_cod_data_source_block           DLH389A
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'HEXAGONAL' was changed to
'hexagonal' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_Hall     P322''
_cod_original_sg_symbol_H-M      P3(2)21
_cod_database_code               4131093
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z+2/3'
'-x+y, -x, z+1/3'
'x-y, -y, -z+1/3'
'-x, -x+y, -z+2/3'
'y, x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.34821(19) 0.32795(18) 0.82048(8) 0.0393(5) Uani 1 1 d . . .
H1 H 0.3515 0.3536 0.7894 0.047 Uiso 1 1 calc R . .
C2 C 0.4137(2) 0.2867(2) 0.83306(10) 0.0482(6) Uani 1 1 d . . .
H2 H 0.4617 0.2840 0.8109 0.058 Uiso 1 1 calc R . .
C3 C 0.4082(2) 0.2499(2) 0.87777(10) 0.0484(6) Uani 1 1 d . . .
C4 C 0.3417(2) 0.2538(2) 0.91053(9) 0.0462(6) Uani 1 1 d . . .
H4 H 0.3396 0.2283 0.9415 0.055 Uiso 1 1 calc R . .
C5 C 0.27684(18) 0.29580(19) 0.89793(8) 0.0396(5) Uani 1 1 d . . .
H5 H 0.2306 0.2998 0.9207 0.047 Uiso 1 1 calc R . .
C6 C 0.27811(16) 0.33238(16) 0.85244(7) 0.0323(4) Uani 1 1 d . . .
C7 C 0.20204(18) 0.37404(18) 0.84037(7) 0.0338(5) Uani 1 1 d . . .
H7 H 0.1276 0.3213 0.8512 0.041 Uiso 1 1 calc R . .
C8 C 0.2369(2) 0.48497(19) 0.86115(7) 0.0399(5) Uani 1 1 d . . .
H8A H 0.1750 0.4970 0.8643 0.048 Uiso 1 1 calc R . .
H8B H 0.2710 0.4937 0.8922 0.048 Uiso 1 1 calc R . .
C9 C 0.3172(2) 0.56069(18) 0.82529(8) 0.0404(5) Uani 1 1 d . . .
H9A H 0.3880 0.5654 0.8293 0.048 Uiso 1 1 calc R . .
H9B H 0.3267 0.6337 0.8280 0.048 Uiso 1 1 calc R . .
C10 C 0.26692(19) 0.50985(17) 0.77818(7) 0.0355(5) Uani 1 1 d . . .
H10A H 0.2221 0.5390 0.7659 0.043 Uiso 1 1 calc R . .
H10B H 0.3229 0.5221 0.7548 0.043 Uiso 1 1 calc R . .
C11 C 0.14472(17) 0.31149(16) 0.76074(7) 0.0292(4) Uani 1 1 d . . .
C12 C 0.14701(16) 0.33323(15) 0.70770(6) 0.0259(4) Uani 1 1 d . . .
H12 H 0.2083 0.4070 0.7010 0.031 Uiso 1 1 calc R . .
C13 C 0.26767(16) 0.27155(16) 0.67801(6) 0.0271(4) Uani 1 1 d . . .
C14 C 0.35185(17) 0.16664(17) 0.64884(7) 0.0305(4) Uani 1 1 d . . .
C15 C 0.32987(17) 0.08786(18) 0.61529(8) 0.0350(5) Uani 1 1 d . A .
H15 H 0.2594 0.0475 0.6026 0.042 Uiso 1 1 calc R . .
C16 C 0.4098(2) 0.0679(2) 0.60037(9) 0.0421(5) Uani 1 1 d D . .
C17 C 0.5126(2) 0.1244(2) 0.61857(9) 0.0454(6) Uani 1 1 d . A .
H17 H 0.5677 0.1113 0.6078 0.054 Uiso 1 1 calc R . .
C18 C 0.53318(18) 0.20021(19) 0.65279(8) 0.0389(5) Uani 1 1 d D . .
C19 C 0.45501(17) 0.22261(18) 0.66815(7) 0.0356(5) Uani 1 1 d . A .
H19 H 0.4714 0.2756 0.6916 0.043 Uiso 1 1 calc R . .
C20 C 0.04209(17) 0.32560(17) 0.68953(7) 0.0286(4) Uani 1 1 d . . .
C21 C 0.04086(17) 0.32382(18) 0.63583(7) 0.0318(5) Uani 1 1 d . . .
H21A H 0.0262 0.2524 0.6246 0.038 Uiso 1 1 calc R . .
H21B H -0.0172 0.3360 0.6242 0.038 Uiso 1 1 calc R . .
C22 C 0.17677(19) 0.38256(17) 0.57820(7) 0.0363(5) Uani 1 1 d . . .
C23 C 0.2893(2) 0.46916(18) 0.56543(8) 0.0440(6) Uani 1 1 d . . .
H23A H 0.3335 0.4953 0.5943 0.053 Uiso 1 1 calc R . .
H23B H 0.2866 0.5306 0.5511 0.053 Uiso 1 1 calc R . .
C24 C 0.34146(19) 0.42804(17) 0.53149(7) 0.0390(5) Uani 1 1 d . . .
C25 C 0.39421(18) 0.37656(19) 0.54780(7) 0.0405(5) Uani 1 1 d . . .
H25 H 0.4014 0.3709 0.5807 0.049 Uiso 1 1 calc R . .
C26 C 0.43721(18) 0.3328(2) 0.51706(7) 0.0421(5) Uani 1 1 d . . .
H26 H 0.4728 0.2969 0.5289 0.050 Uiso 1 1 calc R . .
C29 C 0.0356(2) 0.42267(19) 0.70778(8) 0.0377(5) Uani 1 1 d . . .
H29A H 0.0393 0.4243 0.7421 0.057 Uiso 1 1 calc R . .
H29B H -0.0324 0.4168 0.6977 0.057 Uiso 1 1 calc R . .
H29C H 0.0959 0.4890 0.6952 0.057 Uiso 1 1 calc R . .
C30 C -0.05906(17) 0.22261(18) 0.70461(7) 0.0334(5) Uani 1 1 d . . .
H30A H -0.0530 0.1601 0.6953 0.050 Uiso 1 1 calc R . .
H30B H -0.1221 0.2190 0.6895 0.050 Uiso 1 1 calc R . .
H30C H -0.0670 0.2226 0.7388 0.050 Uiso 1 1 calc R . .
N1 N 0.20050(14) 0.39462(14) 0.78970(5) 0.0304(4) Uani 1 1 d . . .
N2 N 0.16728(14) 0.25485(14) 0.68461(6) 0.0272(3) Uani 1 1 d . . .
N3 N 0.26663(16) 0.18089(15) 0.66274(6) 0.0321(4) Uani 1 1 d . . .
O1 O 0.09451(13) 0.21850(12) 0.77516(5) 0.0380(3) Uani 1 1 d . . .
O2 O 0.14334(12) 0.40644(11) 0.61775(5) 0.0333(3) Uani 1 1 d . . .
O3 O 0.12313(15) 0.30222(15) 0.55614(6) 0.0586(5) Uani 1 1 d . . .
F1 F 0.47109(15) 0.20756(16) 0.89026(7) 0.0752(5) Uani 1 1 d . . .
C27 C 0.3865(7) -0.0171(7) 0.5641(3) 0.0564(10) Uani 0.671(8) 1 d PDU A 1
F2 F 0.4251(10) 0.0235(9) 0.5221(4) 0.0886(18) Uani 0.671(8) 1 d PDU A 1
F3 F 0.4331(4) -0.0743(4) 0.57443(19) 0.0676(10) Uani 0.671(8) 1 d PDU A 1
F4 F 0.2807(3) -0.0854(4) 0.5602(2) 0.0845(16) Uani 0.671(8) 1 d PDU A 1
C27A C 0.3843(15) -0.0086(14) 0.5598(6) 0.0564(10) Uani 0.329(8) 1 d PD A 2
F2A F 0.447(2) 0.046(2) 0.5239(10) 0.0886(18) Uani 0.329(8) 1 d PD A 2
F3A F 0.3910(8) -0.0958(9) 0.5701(4) 0.0676(10) Uani 0.329(8) 1 d PD A 2
F4A F 0.2897(8) -0.0433(9) 0.5388(4) 0.0845(16) Uani 0.329(8) 1 d PD A 2
C28 C 0.6425(3) 0.2636(3) 0.67437(13) 0.0486(6) Uani 0.837(4) 1 d PDU A 1
F5 F 0.69060(19) 0.2049(2) 0.67999(11) 0.0629(6) Uani 0.837(4) 1 d PDU A 1
F6 F 0.64278(16) 0.30011(17) 0.71732(8) 0.0515(5) Uani 0.837(4) 1 d PDU A 1
F7 F 0.70810(17) 0.3490(2) 0.64956(10) 0.0882(11) Uani 0.837(4) 1 d PDU A 1
C28A C 0.6475(12) 0.2488(14) 0.6670(6) 0.0486(6) Uani 0.163(4) 1 d PD A 2
F5A F 0.7211(8) 0.2943(10) 0.6328(4) 0.0629(6) Uani 0.163(4) 1 d PD A 2
F6A F 0.6620(12) 0.1684(9) 0.6829(6) 0.0515(5) Uani 0.163(4) 1 d PD A 2
F7A F 0.6659(11) 0.3261(11) 0.6966(6) 0.0882(11) Uani 0.163(4) 1 d PD A 2
S1 S 0.37878(4) 0.39100(4) 0.685843(19) 0.03454(12) Uani 1 1 d . . .
Cl1 Cl 0.01961(5) 0.0000 0.6667 0.04326(19) Uani 1 2 d S . .
C31 C -0.05355(18) 0.02783(19) 0.52481(8) 0.0384(5) Uani 1 1 d . . .
H31A H -0.1117 0.0072 0.5020 0.058 Uiso 1 1 calc R . .
H31B H -0.0395 0.0941 0.5408 0.058 Uiso 1 1 calc R . .
H31C H -0.0748 -0.0299 0.5479 0.058 Uiso 1 1 calc R . .
C32 C 0.13458(19) 0.0782(2) 0.53495(8) 0.0479(6) Uani 1 1 d . . .
H32A H 0.1503 0.1460 0.5499 0.072 Uiso 1 1 calc R . .
H32B H 0.1993 0.0875 0.5191 0.072 Uiso 1 1 calc R . .
H32C H 0.1121 0.0219 0.5589 0.072 Uiso 1 1 calc R . .
N4 N 0.04638(16) 0.04638(16) 0.5000 0.0274(5) Uani 1 2 d S . .
H2A H 0.115(2) 0.189(2) 0.6848(8) 0.030(6) Uiso 1 1 d . . .
H3 H 0.209(2) 0.128(2) 0.6594(8) 0.036(7) Uiso 1 1 d . . .
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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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'
O O 0.0492 0.0322 '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
C6 C1 C2 120.9(2) . .
C6 C1 H1 119.5 . .
C2 C1 H1 119.5 . .
C3 C2 C1 119.1(2) . .
C3 C2 H2 120.4 . .
C1 C2 H2 120.4 . .
C4 C3 F1 118.3(2) . .
C4 C3 C2 122.1(2) . .
F1 C3 C2 119.5(2) . .
C3 C4 C5 118.6(2) . .
C3 C4 H4 120.7 . .
C5 C4 H4 120.7 . .
C4 C5 C6 121.3(2) . .
C4 C5 H5 119.4 . .
C6 C5 H5 119.4 . .
C1 C6 C5 117.9(2) . .
C1 C6 C7 123.37(19) . .
C5 C6 C7 118.71(18) . .
N1 C7 C6 112.63(16) . .
N1 C7 C8 101.58(17) . .
C6 C7 C8 113.30(18) . .
N1 C7 H7 109.7 . .
C6 C7 H7 109.7 . .
C8 C7 H7 109.7 . .
C9 C8 C7 102.72(17) . .
C9 C8 H8A 111.2 . .
C7 C8 H8A 111.2 . .
C9 C8 H8B 111.2 . .
C7 C8 H8B 111.2 . .
H8A C8 H8B 109.1 . .
C8 C9 C10 104.03(18) . .
C8 C9 H9A 111.0 . .
C10 C9 H9A 111.0 . .
C8 C9 H9B 111.0 . .
C10 C9 H9B 111.0 . .
H9A C9 H9B 109.0 . .
N1 C10 C9 103.05(17) . .
N1 C10 H10A 111.2 . .
C9 C10 H10A 111.2 . .
N1 C10 H10B 111.2 . .
C9 C10 H10B 111.2 . .
H10A C10 H10B 109.1 . .
O1 C11 N1 121.77(18) . .
O1 C11 C12 119.35(17) . .
N1 C11 C12 118.84(17) . .
N2 C12 C11 106.28(15) . .
N2 C12 C20 111.02(16) . .
C11 C12 C20 113.19(16) . .
N2 C12 H12 108.7 . .
C11 C12 H12 108.7 . .
C20 C12 H12 108.7 . .
N2 C13 N3 111.90(18) . .
N2 C13 S1 123.31(15) . .
N3 C13 S1 124.75(16) . .
C15 C14 N3 117.09(18) . .
C15 C14 C19 118.86(19) . .
N3 C14 C19 123.97(19) . .
C16 C15 C14 120.4(2) . .
C16 C15 H15 119.8 . .
C14 C15 H15 119.8 . .
C15 C16 C17 121.1(2) . .
C15 C16 C27 120.6(4) . .
C17 C16 C27 118.2(4) . .
C15 C16 C27A 117.6(7) . .
C17 C16 C27A 120.9(7) . .
C18 C17 C16 118.3(2) . .
C18 C17 H17 120.9 . .
C16 C17 H17 120.9 . .
C17 C18 C19 121.9(2) . .
C17 C18 C28A 108.3(7) . .
C19 C18 C28A 129.8(7) . .
C17 C18 C28 121.1(2) . .
C19 C18 C28 117.0(2) . .
C18 C19 C14 119.4(2) . .
C18 C19 H19 120.3 . .
C14 C19 H19 120.3 . .
C30 C20 C21 105.54(17) . .
C30 C20 C29 108.89(17) . .
C21 C20 C29 110.44(17) . .
C30 C20 C12 113.31(17) . .
C21 C20 C12 109.85(16) . .
C29 C20 C12 108.77(17) . .
O2 C21 C20 110.13(17) . .
O2 C21 H21A 109.6 . .
C20 C21 H21A 109.6 . .
O2 C21 H21B 109.6 . .
C20 C21 H21B 109.6 . .
H21A C21 H21B 108.1 . .
O3 C22 O2 123.4(2) . .
O3 C22 C23 125.09(19) . .
O2 C22 C23 111.48(17) . .
C22 C23 C24 111.57(18) . .
C22 C23 H23A 109.3 . .
C24 C23 H23A 109.3 . .
C22 C23 H23B 109.3 . .
C24 C23 H23B 109.3 . .
H23A C23 H23B 108.0 . .
C25 C24 C26 118.9(2) . 6_556
C25 C24 C23 120.3(2) . .
C26 C24 C23 120.7(2) 6_556 .
C24 C25 C26 121.1(2) . .
C24 C25 H25 119.4 . .
C26 C25 H25 119.4 . .
C25 C26 C24 120.0(2) . 6_556
C25 C26 H26 120.0 . .
C24 C26 H26 120.0 6_556 .
C20 C29 H29A 109.5 . .
C20 C29 H29B 109.5 . .
H29A C29 H29B 109.5 . .
C20 C29 H29C 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
C20 C30 H30A 109.5 . .
C20 C30 H30B 109.5 . .
H30A C30 H30B 109.5 . .
C20 C30 H30C 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
C11 N1 C10 128.70(16) . .
C11 N1 C7 119.18(17) . .
C10 N1 C7 112.10(16) . .
C13 N2 C12 122.32(17) . .
C13 N2 H2A 117.7(16) . .
C12 N2 H2A 116.1(16) . .
C13 N3 C14 129.6(2) . .
C13 N3 H3 116.8(18) . .
C14 N3 H3 113.5(18) . .
C22 O2 C21 116.05(16) . .
F2 C27 F3 104.1(9) . .
F2 C27 F4 108.6(7) . .
F3 C27 F4 107.7(6) . .
F2 C27 C16 113.0(9) . .
F3 C27 C16 111.8(5) . .
F4 C27 C16 111.2(6) . .
F2A C27A F4A 97.6(15) . .
F2A C27A F3A 112.3(18) . .
F4A C27A F3A 106.6(12) . .
F2A C27A C16 108.3(19) . .
F4A C27A C16 116.6(12) . .
F3A C27A C16 114.2(12) . .
F7 C28 F6 105.5(3) . .
F7 C28 F5 107.3(3) . .
F6 C28 F5 103.7(3) . .
F7 C28 C18 112.9(3) . .
F6 C28 C18 114.4(3) . .
F5 C28 C18 112.4(3) . .
F7A C28A F5A 106.2(13) . .
F7A C28A F6A 117.1(15) . .
F5A C28A F6A 103.9(13) . .
F7A C28A C18 106.3(12) . .
F5A C28A C18 116.6(13) . .
F6A C28A C18 107.3(13) . .
N4 C31 H31A 109.5 . .
N4 C31 H31B 109.5 . .
H31A C31 H31B 109.5 . .
N4 C31 H31C 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
N4 C32 H32A 109.5 . .
N4 C32 H32B 109.5 . .
H32A C32 H32B 109.5 . .
N4 C32 H32C 109.5 . .
H32A C32 H32C 109.5 . .
H32B C32 H32C 109.5 . .
C32 N4 C32 109.5(3) . 6_556
C32 N4 C31 109.20(13) . .
C32 N4 C31 109.00(14) 6_556 .
C32 N4 C31 109.00(14) . 6_556
C32 N4 C31 109.21(13) 6_556 6_556
C31 N4 C31 110.9(2) . 6_556
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C6 1.382(3) .
C1 C2 1.384(3) .
C1 H1 0.9500 .
C2 C3 1.367(4) .
C2 H2 0.9500 .
C3 C4 1.356(4) .
C3 F1 1.363(3) .
C4 C5 1.385(3) .
C4 H4 0.9500 .
C5 C6 1.396(3) .
C5 H5 0.9500 .
C6 C7 1.523(3) .
C7 N1 1.477(2) .
C7 C8 1.529(3) .
C7 H7 1.0000 .
C8 C9 1.517(3) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 C10 1.527(3) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 N1 1.474(3) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C11 O1 1.227(2) .
C11 N1 1.338(3) .
C11 C12 1.541(3) .
C12 N2 1.453(2) .
C12 C20 1.543(3) .
C12 H12 1.0000 .
C13 N2 1.350(3) .
C13 N3 1.364(3) .
C13 S1 1.672(2) .
C14 C15 1.391(3) .
C14 N3 1.394(3) .
C14 C19 1.396(3) .
C15 C16 1.380(3) .
C15 H15 0.9500 .
C16 C17 1.381(3) .
C16 C27 1.505(7) .
C16 C27A 1.508(14) .
C17 C18 1.379(3) .
C17 H17 0.9500 .
C18 C19 1.383(3) .
C18 C28A 1.482(15) .
C18 C28 1.497(4) .
C19 H19 0.9500 .
C20 C30 1.526(3) .
C20 C21 1.531(3) .
C20 C29 1.532(3) .
C21 O2 1.446(3) .
C21 H21A 0.9900 .
C21 H21B 0.9900 .
C22 O3 1.195(3) .
C22 O2 1.335(2) .
C22 C23 1.509(3) .
C23 C24 1.512(3) .
C23 H23A 0.9900 .
C23 H23B 0.9900 .
C24 C25 1.376(4) .
C24 C26 1.402(3) 6_556
C25 C26 1.390(3) .
C25 H25 0.9500 .
C26 C24 1.402(3) 6_556
C26 H26 0.9500 .
C29 H29A 0.9800 .
C29 H29B 0.9800 .
C29 H29C 0.9800 .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 0.9800 .
N2 H2A 0.86(3) .
N3 H3 0.81(3) .
C27 F2 1.325(8) .
C27 F3 1.326(7) .
C27 F4 1.337(8) .
C27A F2A 1.326(14) .
C27A F4A 1.332(14) .
C27A F3A 1.334(14) .
C28 F7 1.317(4) .
C28 F6 1.331(4) .
C28 F5 1.338(4) .
C28A F7A 1.312(15) .
C28A F5A 1.341(15) .
C28A F6A 1.349(15) .
Cl1 Cl1 0.0000 4_556
C31 N4 1.498(3) .
C31 H31A 0.9800 .
C31 H31B 0.9800 .
C31 H31C 0.9800 .
C32 N4 1.492(3) .
C32 H32A 0.9800 .
C32 H32B 0.9800 .
C32 H32C 0.9800 .
N4 C32 1.492(3) 6_556
N4 C31 1.498(3) 6_556
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2A Cl1 0.86(3) 2.41(3) 3.2205(17) 157(2) .
N2 H2A Cl1 0.86(3) 2.41(3) 3.2205(17) 157(2) 4_556
N3 H3 Cl1 0.81(3) 2.40(3) 3.180(2) 162(2) .
N3 H3 Cl1 0.81(3) 2.40(3) 3.180(2) 162(2) 4_556
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
C6 C1 C2 C3 0.1(4) . .
C1 C2 C3 C4 -1.0(4) . .
C1 C2 C3 F1 178.9(2) . .
F1 C3 C4 C5 -179.4(2) . .
C2 C3 C4 C5 0.5(4) . .
C3 C4 C5 C6 0.8(4) . .
C2 C1 C6 C5 1.1(3) . .
C2 C1 C6 C7 -178.3(2) . .
C4 C5 C6 C1 -1.6(3) . .
C4 C5 C6 C7 177.9(2) . .
C1 C6 C7 N1 8.0(3) . .
C5 C6 C7 N1 -171.44(19) . .
C1 C6 C7 C8 -106.6(2) . .
C5 C6 C7 C8 74.0(3) . .
N1 C7 C8 C9 -36.9(2) . .
C6 C7 C8 C9 84.2(2) . .
C7 C8 C9 C10 40.3(2) . .
C8 C9 C10 N1 -27.1(2) . .
O1 C11 C12 N2 -45.1(2) . .
N1 C11 C12 N2 132.92(19) . .
O1 C11 C12 C20 77.1(2) . .
N1 C11 C12 C20 -105.0(2) . .
N3 C14 C15 C16 -178.9(2) . .
C19 C14 C15 C16 -2.0(3) . .
C14 C15 C16 C17 0.7(4) . .
C14 C15 C16 C27 -179.9(5) . .
C14 C15 C16 C27A -172.7(9) . .
C15 C16 C17 C18 1.1(4) . .
C27 C16 C17 C18 -178.2(5) . .
C27A C16 C17 C18 174.3(9) . .
C16 C17 C18 C19 -1.7(4) . .
C16 C17 C18 C28A 179.4(8) . .
C16 C17 C18 C28 179.4(3) . .
C17 C18 C19 C14 0.4(3) . .
C28A C18 C19 C14 179.0(9) . .
C28 C18 C19 C14 179.3(3) . .
C15 C14 C19 C18 1.4(3) . .
N3 C14 C19 C18 178.1(2) . .
N2 C12 C20 C30 69.4(2) . .
C11 C12 C20 C30 -50.1(2) . .
N2 C12 C20 C21 -48.4(2) . .
C11 C12 C20 C21 -167.83(16) . .
N2 C12 C20 C29 -169.39(16) . .
C11 C12 C20 C29 71.2(2) . .
C30 C20 C21 O2 -168.66(16) . .
C29 C20 C21 O2 73.8(2) . .
C12 C20 C21 O2 -46.2(2) . .
O3 C22 C23 C24 -19.2(4) . .
O2 C22 C23 C24 160.8(2) . .
C22 C23 C24 C25 -85.7(3) . .
C22 C23 C24 C26 91.4(3) . 6_556
C26 C24 C25 C26 -0.9(3) 6_556 .
C23 C24 C25 C26 176.2(2) . .
C24 C25 C26 C24 0.6(3) . 6_556
O1 C11 N1 C10 178.2(2) . .
C12 C11 N1 C10 0.3(3) . .
O1 C11 N1 C7 0.2(3) . .
C12 C11 N1 C7 -177.73(17) . .
C9 C10 N1 C11 -174.5(2) . .
C9 C10 N1 C7 3.6(2) . .
C6 C7 N1 C11 77.7(2) . .
C8 C7 N1 C11 -160.76(19) . .
C6 C7 N1 C10 -100.6(2) . .
C8 C7 N1 C10 20.9(2) . .
N3 C13 N2 C12 169.99(17) . .
S1 C13 N2 C12 -12.2(3) . .
C11 C12 N2 C13 -85.4(2) . .
C20 C12 N2 C13 151.07(18) . .
N2 C13 N3 C14 175.0(2) . .
S1 C13 N3 C14 -2.8(3) . .
C15 C14 N3 C13 -149.9(2) . .
C19 C14 N3 C13 33.3(3) . .
O3 C22 O2 C21 6.1(3) . .
C23 C22 O2 C21 -173.88(19) . .
C20 C21 O2 C22 145.46(18) . .
C15 C16 C27 F2 104.4(9) . .
C17 C16 C27 F2 -76.2(9) . .
C27A C16 C27 F2 38(9) . .
C15 C16 C27 F3 -138.5(6) . .
C17 C16 C27 F3 40.8(9) . .
C27A C16 C27 F3 155(10) . .
C15 C16 C27 F4 -18.1(8) . .
C17 C16 C27 F4 161.3(5) . .
C27A C16 C27 F4 -84(9) . .
C15 C16 C27A F2A 114.8(17) . .
C17 C16 C27A F2A -58.5(18) . .
C27 C16 C27A F2A -128(10) . .
C15 C16 C27A F4A 6.0(19) . .
C17 C16 C27A F4A -167.4(11) . .
C27 C16 C27A F4A 123(10) . .
C15 C16 C27A F3A -119.2(11) . .
C17 C16 C27A F3A 67.5(17) . .
C27 C16 C27A F3A -2(8) . .
C17 C18 C28 F7 84.6(4) . .
C19 C18 C28 F7 -94.3(3) . .
C28A C18 C28 F7 84(4) . .
C17 C18 C28 F6 -154.8(3) . .
C19 C18 C28 F6 26.3(4) . .
C28A C18 C28 F6 -155(4) . .
C17 C18 C28 F5 -36.9(4) . .
C19 C18 C28 F5 144.2(3) . .
C28A C18 C28 F5 -37(3) . .
C17 C18 C28A F7A 175.0(10) . .
C19 C18 C28A F7A -3.7(17) . .
C28 C18 C28A F7A -5(3) . .
C17 C18 C28A F5A 56.9(14) . .
C19 C18 C28A F5A -121.9(11) . .
C28 C18 C28A F5A -123(4) . .
C17 C18 C28A F6A -59.0(13) . .
C19 C18 C28A F6A 122.2(11) . .
C28 C18 C28A F6A 121(4) . .
