#------------------------------------------------------------------------------
#$Date: 2023-05-05 05:46:32 +0300 (Fri, 05 May 2023) $
#$Revision: 283358 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/74/1567441.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_1567441
loop_
_publ_author_name
'Gonnet, Lori'
'Borchers, Tristan H.'
'Lennox, Cameron B.'
'Vainauskas, Jogirdas'
'Teoh, Yong'
'Titi, Hatem M.'
'Barrett, Christopher J.'
'Koenig, Stefan G.'
'Nagapudi, Karthik'
'Friščić, Tomislav'
_publ_section_title
;
 The "η-sweet-spot" (ηₘₐₓ) in
 liquid-assisted mechanochemistry: polymorph control and the role of a
 liquid additive as either a catalyst or an inhibitor in resonant acoustic
 mixing (RAM).
;
_journal_issue                   0
_journal_name_full               'Faraday discussions'
_journal_page_first              128
_journal_page_last               149
_journal_paper_doi               10.1039/d2fd00131d
_journal_volume                  241
_journal_year                    2023
_chemical_formula_moiety         'C20 H31 N3 O2 S'
_chemical_formula_sum            'C20 H31 N3 O2 S'
_chemical_formula_weight         377.54
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_space_group_name_H-M_alt        'R -3 :H'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-05-30
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            18
_cell_length_a                   23.2800(4)
_cell_length_b                   23.2800(4)
_cell_length_c                   19.9119(4)
_cell_measurement_reflns_used    8339
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      68.67
_cell_measurement_theta_min      3.12
_cell_volume                     9345.6(3)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      298
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type
'Bruker D8 Venture, Dual, Cu at zero, PHOTON II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0825
_diffrn_reflns_av_unetI/netI     0.0308
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            49799
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         69.916
_diffrn_reflns_theta_min         3.119
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.525
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_correction_T_min  0.6232
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1577 before and 0.0646 after correction.
The Ratio of minimum to maximum transmission is 0.8273.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.207
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3672
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.090
_refine_diff_density_max         0.277
_refine_diff_density_min         -0.404
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.137
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3921
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.137
_refine_ls_R_factor_all          0.0783
_refine_ls_R_factor_gt           0.0483
_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)+(0.0669P)²+11.1404P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1219
_refine_ls_wR_factor_ref         0.1595
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2775
_reflns_number_total             3921
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2fd00131d2.cif
_cod_data_source_block           sfull_a
_cod_depositor_comments          'Adding full bibliography for 1567441.cif.'
_cod_original_cell_volume        9345.6(4)
_cod_original_sg_symbol_H-M      'R -3'
_cod_database_code               1567441
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2A), C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C10(H10A,
 H10B), C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B), C9(H9A,H9B)
2.c Aromatic/amide H refined with riding coordinates:
 N2(H2), N3(H3), C15(H15), C16(H16), C19(H19), C20(H20)
2.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
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
O2 O 0.36703(11) 0.03139(10) 0.41134(9) 0.0681(5) Uani 1 1 d . . . . .
N2 N 0.31226(10) 0.15324(10) 0.53119(11) 0.0576(5) Uani 1 1 d . . . . .
H2 H 0.330773 0.195553 0.526699 0.069 Uiso 1 1 calc R U . . .
C2 C 0.43884(12) 0.22864(11) 0.46227(13) 0.0501(6) Uani 1 1 d . . . . .
H2A H 0.428127 0.247730 0.500842 0.060 Uiso 1 1 calc R U . . .
N3 N 0.39433(11) 0.15697(10) 0.46289(12) 0.0611(6) Uani 1 1 d . . . . .
H3 H 0.405067 0.134405 0.436804 0.073 Uiso 1 1 calc R U . . .
C3 C 0.50973(13) 0.24312(14) 0.46992(16) 0.0637(7) Uani 1 1 d . . . . .
H3A H 0.520543 0.222817 0.433185 0.076 Uiso 1 1 calc R U . . .
H3B H 0.514047 0.224033 0.511602 0.076 Uiso 1 1 calc R U . . .
C4 C 0.55783(14) 0.31759(15) 0.47009(18) 0.0743(8) Uani 1 1 d . . . . .
H4A H 0.549395 0.337224 0.509112 0.089 Uiso 1 1 calc R U . . .
H4B H 0.602891 0.325791 0.473264 0.089 Uiso 1 1 calc R U . . .
C5 C 0.55083(15) 0.35001(14) 0.40711(17) 0.0724(8) Uani 1 1 d . . . . .
H5A H 0.579735 0.397666 0.410214 0.087 Uiso 1 1 calc R U . . .
H5B H 0.564594 0.334406 0.368532 0.087 Uiso 1 1 calc R U . . .
C6 C 0.48010(14) 0.33450(13) 0.39719(15) 0.0634(7) Uani 1 1 d . . . . .
H6A H 0.476513 0.352324 0.354370 0.076 Uiso 1 1 calc R U . . .
H6B H 0.468699 0.355989 0.432246 0.076 Uiso 1 1 calc R U . . .
C7 C 0.43123(13) 0.26020(12) 0.39879(14) 0.0575(6) Uani 1 1 d . . . . .
H7A H 0.386346 0.252595 0.396258 0.069 Uiso 1 1 calc R U . . .
H7B H 0.438540 0.239475 0.359983 0.069 Uiso 1 1 calc R U . . .
C8 C 0.25324(13) 0.11939(13) 0.57383(14) 0.0585(6) Uani 1 1 d . . . . .
H8 H 0.253119 0.081254 0.594831 0.070 Uiso 1 1 calc R U . . .
C10 C 0.12927(16) 0.05848(19) 0.5782(2) 0.0930(11) Uani 1 1 d . . . . .
H10A H 0.089777 0.045630 0.551583 0.112 Uiso 1 1 calc R U . . .
H10B H 0.126620 0.018423 0.595972 0.112 Uiso 1 1 calc R U . . .
C11 C 0.13133(18) 0.1017(2) 0.6357(2) 0.0953(12) Uani 1 1 d . . . . .
H11A H 0.127160 0.138324 0.618270 0.114 Uiso 1 1 calc R U . . .
H11B H 0.094099 0.075985 0.665417 0.114 Uiso 1 1 calc R U . . .
S1 S 0.34184(3) 0.01503(3) 0.47949(3) 0.0552(2) Uani 1 1 d . . . . .
O1 O 0.29527(10) -0.05387(8) 0.49204(11) 0.0702(6) Uani 1 1 d . . . . .
N1 N 0.30759(10) 0.05543(10) 0.50446(11) 0.0562(5) Uani 1 1 d . . . . .
C12 C 0.19509(19) 0.12848(19) 0.67480(18) 0.0859(10) Uani 1 1 d . . . . .
H12A H 0.196718 0.092123 0.696745 0.103 Uiso 1 1 calc R U . . .
H12B H 0.196235 0.158427 0.709330 0.103 Uiso 1 1 calc R U . . .
C13 C 0.25544(16) 0.16529(16) 0.62921(16) 0.0705(8) Uani 1 1 d . . . . .
H13A H 0.255750 0.203596 0.609626 0.085 Uiso 1 1 calc R U . . .
H13B H 0.295698 0.180775 0.655326 0.085 Uiso 1 1 calc R U . . .
C14 C 0.41146(12) 0.03753(11) 0.53135(13) 0.0506(6) Uani 1 1 d . . . . .
C15 C 0.40378(13) 0.02841(13) 0.60027(13) 0.0585(6) Uani 1 1 d . . . . .
H15 H 0.362066 0.011455 0.619679 0.070 Uiso 1 1 calc R U . . .
C16 C 0.45870(15) 0.04472(14) 0.64001(15) 0.0651(7) Uani 1 1 d . . . . .
H16 H 0.453220 0.038521 0.686207 0.078 Uiso 1 1 calc R U . . .
C17 C 0.52115(14) 0.06985(13) 0.61299(16) 0.0637(7) Uani 1 1 d . . . . .
C18 C 0.58072(18) 0.08677(19) 0.6563(2) 0.0936(11) Uani 1 1 d . . . . .
H18A H 0.613171 0.132797 0.650798 0.140 Uiso 1 1 calc R U . . .
H18B H 0.599551 0.060006 0.643213 0.140 Uiso 1 1 calc R U . . .
H18C H 0.567340 0.078261 0.702551 0.140 Uiso 1 1 calc R U . . .
C19 C 0.52772(14) 0.07885(15) 0.54397(17) 0.0706(8) Uani 1 1 d . . . . .
H19 H 0.569476 0.096023 0.524598 0.085 Uiso 1 1 calc R U . . .
C20 C 0.47373(14) 0.06290(14) 0.50340(15) 0.0641(7) Uani 1 1 d . . . . .
H20 H 0.479311 0.069240 0.457228 0.077 Uiso 1 1 calc R U . . .
C9 C 0.19030(14) 0.09410(15) 0.53345(16) 0.0701(8) Uani 1 1 d . . . . .
H9A H 0.188872 0.063815 0.499155 0.084 Uiso 1 1 calc R U . . .
H9B H 0.190062 0.131040 0.511190 0.084 Uiso 1 1 calc R U . . .
C1 C 0.33877(12) 0.12176(12) 0.49897(13) 0.0527(6) Uani 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'
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
_geom_angle_publ_flag
C8 N2 H2 118.3 . . ?
C1 N2 H2 118.3 . . ?
C1 N2 C8 123.4(2) . . ?
N3 C2 H2A 108.4 . . ?
N3 C2 C3 109.0(2) . . ?
N3 C2 C7 111.9(2) . . ?
C3 C2 H2A 108.4 . . ?
C7 C2 H2A 108.4 . . ?
C7 C2 C3 110.7(2) . . ?
C2 N3 H3 115.9 . . ?
C1 N3 C2 128.3(2) . . ?
C1 N3 H3 115.9 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 C4 110.6(2) . . ?
H3A C3 H3B 108.1 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C3 C4 H4A 109.3 . . ?
C3 C4 H4B 109.3 . . ?
H4A C4 H4B 108.0 . . ?
C5 C4 C3 111.4(3) . . ?
C5 C4 H4A 109.3 . . ?
C5 C4 H4B 109.3 . . ?
C4 C5 H5A 109.3 . . ?
C4 C5 H5B 109.3 . . ?
H5A C5 H5B 108.0 . . ?
C6 C5 C4 111.4(2) . . ?
C6 C5 H5A 109.3 . . ?
C6 C5 H5B 109.3 . . ?
C5 C6 H6A 109.2 . . ?
C5 C6 H6B 109.2 . . ?
C5 C6 C7 112.0(2) . . ?
H6A C6 H6B 107.9 . . ?
C7 C6 H6A 109.2 . . ?
C7 C6 H6B 109.2 . . ?
C2 C7 C6 111.5(2) . . ?
C2 C7 H7A 109.3 . . ?
C2 C7 H7B 109.3 . . ?
C6 C7 H7A 109.3 . . ?
C6 C7 H7B 109.3 . . ?
H7A C7 H7B 108.0 . . ?
N2 C8 H8 108.2 . . ?
N2 C8 C13 110.5(2) . . ?
N2 C8 C9 111.6(2) . . ?
C13 C8 H8 108.2 . . ?
C9 C8 H8 108.2 . . ?
C9 C8 C13 110.2(2) . . ?
H10A C10 H10B 107.9 . . ?
C11 C10 H10A 109.3 . . ?
C11 C10 H10B 109.3 . . ?
C11 C10 C9 111.8(3) . . ?
C9 C10 H10A 109.3 . . ?
C9 C10 H10B 109.3 . . ?
C10 C11 H11A 109.4 . . ?
C10 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
C12 C11 C10 111.4(3) . . ?
C12 C11 H11A 109.4 . . ?
C12 C11 H11B 109.4 . . ?
O2 S1 N1 113.22(11) . . ?
O2 S1 C14 106.16(12) . . ?
O1 S1 O2 115.79(12) . . ?
O1 S1 N1 106.53(12) . . ?
O1 S1 C14 107.30(11) . . ?
N1 S1 C14 107.43(12) . . ?
C1 N1 S1 120.88(18) . . ?
C11 C12 H12A 109.4 . . ?
C11 C12 H12B 109.4 . . ?
C11 C12 C13 111.4(3) . . ?
H12A C12 H12B 108.0 . . ?
C13 C12 H12A 109.4 . . ?
C13 C12 H12B 109.4 . . ?
C8 C13 C12 109.8(3) . . ?
C8 C13 H13A 109.7 . . ?
C8 C13 H13B 109.7 . . ?
C12 C13 H13A 109.7 . . ?
C12 C13 H13B 109.7 . . ?
H13A C13 H13B 108.2 . . ?
C15 C14 S1 120.29(19) . . ?
C20 C14 S1 120.2(2) . . ?
C20 C14 C15 119.5(3) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 C14 119.5(2) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 H16 119.1 . . ?
C17 C16 C15 121.8(3) . . ?
C17 C16 H16 119.1 . . ?
C16 C17 C18 121.7(3) . . ?
C16 C17 C19 117.7(3) . . ?
C19 C17 C18 120.6(3) . . ?
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 H19 119.2 . . ?
C20 C19 C17 121.5(3) . . ?
C20 C19 H19 119.2 . . ?
C14 C20 H20 120.0 . . ?
C19 C20 C14 120.0(3) . . ?
C19 C20 H20 120.0 . . ?
C8 C9 C10 111.1(3) . . ?
C8 C9 H9A 109.4 . . ?
C8 C9 H9B 109.4 . . ?
C10 C9 H9A 109.4 . . ?
C10 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
N2 C1 N3 119.4(2) . . ?
N2 C1 N1 117.4(2) . . ?
N3 C1 N1 123.2(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 S1 1.452(2) . ?
N2 H2 0.8600 . ?
N2 C8 1.465(3) . ?
N2 C1 1.335(3) . ?
C2 H2A 0.9800 . ?
C2 N3 1.459(3) . ?
C2 C3 1.518(3) . ?
C2 C7 1.516(3) . ?
N3 H3 0.8600 . ?
N3 C1 1.342(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.523(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.514(5) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.512(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.523(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8 0.9800 . ?
C8 C13 1.519(4) . ?
C8 C9 1.509(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.508(5) . ?
C10 C9 1.524(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.508(5) . ?
S1 O1 1.4392(18) . ?
S1 N1 1.587(2) . ?
S1 C14 1.766(3) . ?
N1 C1 1.343(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.526(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.387(4) . ?
C14 C20 1.380(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.385(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.376(4) . ?
C17 C18 1.509(4) . ?
C17 C19 1.387(4) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19 0.9300 . ?
C19 C20 1.380(4) . ?
C20 H20 0.9300 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 S1 N1 C1 -51.1(3) . . . . ?
O2 S1 C14 C15 179.55(19) . . . . ?
O2 S1 C14 C20 -2.0(2) . . . . ?
N2 C8 C13 C12 -177.7(2) . . . . ?
N2 C8 C9 C10 179.5(3) . . . . ?
C2 N3 C1 N2 12.0(4) . . . . ?
C2 N3 C1 N1 -168.3(3) . . . . ?
C2 C3 C4 C5 -56.8(3) . . . . ?
N3 C2 C3 C4 -179.5(2) . . . . ?
N3 C2 C7 C6 -177.4(2) . . . . ?
C3 C2 N3 C1 131.3(3) . . . . ?
C3 C2 C7 C6 -55.6(3) . . . . ?
C3 C4 C5 C6 54.9(3) . . . . ?
C4 C5 C6 C7 -53.4(3) . . . . ?
C5 C6 C7 C2 54.0(3) . . . . ?
C7 C2 N3 C1 -106.0(3) . . . . ?
C7 C2 C3 C4 57.0(3) . . . . ?
C8 N2 C1 N3 -177.6(2) . . . . ?
C8 N2 C1 N1 2.6(4) . . . . ?
C10 C11 C12 C13 55.1(4) . . . . ?
C11 C10 C9 C8 54.8(4) . . . . ?
C11 C12 C13 C8 -57.5(4) . . . . ?
S1 N1 C1 N2 -168.7(2) . . . . ?
S1 N1 C1 N3 11.5(4) . . . . ?
S1 C14 C15 C16 178.3(2) . . . . ?
S1 C14 C20 C19 -178.4(2) . . . . ?
O1 S1 N1 C1 -179.5(2) . . . . ?
O1 S1 C14 C15 -56.1(2) . . . . ?
O1 S1 C14 C20 122.4(2) . . . . ?
N1 S1 C14 C15 58.1(2) . . . . ?
N1 S1 C14 C20 -123.4(2) . . . . ?
C13 C8 C9 C10 -57.4(3) . . . . ?
C14 S1 N1 C1 65.8(2) . . . . ?
C14 C15 C16 C17 -0.1(4) . . . . ?
C15 C14 C20 C19 0.1(4) . . . . ?
C15 C16 C17 C18 -179.2(3) . . . . ?
C15 C16 C17 C19 0.3(4) . . . . ?
C16 C17 C19 C20 -0.4(4) . . . . ?
C17 C19 C20 C14 0.2(4) . . . . ?
C18 C17 C19 C20 179.2(3) . . . . ?
C20 C14 C15 C16 -0.2(4) . . . . ?
C9 C8 C13 C12 58.5(3) . . . . ?
C9 C10 C11 C12 -53.4(4) . . . . ?
C1 N2 C8 C13 150.5(3) . . . . ?
C1 N2 C8 C9 -86.5(3) . . . . ?
