#------------------------------------------------------------------------------
#$Date: 2020-11-29 02:08:45 +0200 (Sun, 29 Nov 2020) $
#$Revision: 259277 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/89/4038933.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_4038933
loop_
_publ_author_name
'Hempe, Matthias'
'Harrison, Alastair K.'
'Ward, Jonathan S.'
'Batsanov, Andrei S.'
'Fox, Mark A.'
'Dias, Fernando B.'
'Bryce, Martin R.'
_publ_section_title
;
 Cyclophane Molecules Exhibiting Thermally Activated Delayed Fluorescence:
 Linking Donor Units to Influence Molecular Conformation
;
_journal_name_full               'The Journal of Organic Chemistry'
_journal_paper_doi               10.1021/acs.joc.0c02174
_journal_year                    2020
_chemical_formula_moiety         'C42 H30 N2 O4 S3, C2 D6 O S'
_chemical_formula_sum            'C44 H30 D6 N2 O5 S4'
_chemical_formula_weight         807.02
_chemical_melting_point          562(1)
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2018-11-19
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                96.934(7)
_cell_angle_beta                 93.806(7)
_cell_angle_gamma                105.314(6)
_cell_formula_units_Z            2
_cell_length_a                   7.3353(9)
_cell_length_b                   13.8284(16)
_cell_length_c                   19.709(2)
_cell_measurement_reflns_used    1663
_cell_measurement_temperature    120
_cell_measurement_theta_max      62.04
_cell_measurement_theta_min      2.27
_cell_volume                     1904.0(4)
_computing_cell_refinement       'SAINT v8.38A (Bruker, 2016)'
_computing_data_collection       'APEX3 v.2016.1-0 (Bruker, 2016)'
_computing_data_reduction        'SAINT v8.38A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 multi-CPU (Sheldrick, 2015a)'
_computing_structure_solution    'ShelXT 2018/2 (Sheldrick, 2015)'
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean 10.4
_diffrn_detector_type            'Bruker PHOTON 100 CMOS'
_diffrn_measured_fraction_theta_full 0.968
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device       '3-circle area detector diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'focusing mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1613
_diffrn_reflns_av_unetI/netI     0.1819
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            22259
_diffrn_reflns_point_group_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        65.997
_diffrn_reflns_theta_max         65.997
_diffrn_reflns_theta_min         2.270
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\mS microsource'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.702
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; SADABS-2016/2 (Krause et al., 2015) was used for absorption correction. wR2(int) 
  was 0.0756 before and 0.0598 after correction. The Ratio of minimum to maximum 
  transmission is 0.8994. The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.397
_exptl_crystal_description       needle
_exptl_crystal_F_000             836
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.063
_exptl_crystal_size_min          0.024
_refine_diff_density_max         0.343
_refine_diff_density_min         -0.489
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       0.0012(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick, 2015a)'
_refine_ls_goodness_of_fit_ref   0.979
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     504
_refine_ls_number_reflns         6430
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      0.978
_refine_ls_R_factor_all          0.1482
_refine_ls_R_factor_gt           0.0621
_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)] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1292
_refine_ls_wR_factor_ref         0.1686
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3343
_reflns_number_total             6430
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            2c.cif
_cod_data_source_block           2c_18s439
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/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 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               4038933
_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   0.938
_shelx_estimated_absorpt_t_min   0.628
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C41-C40 \\sim C40'-C41'
 with sigma of 0.02
 C42-C41 \\sim C42-C41'
 with sigma of 0.02
 C39-C40' \\sim C40-C39
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C40') = Uanis(C40)
Uanis(C41) = Uanis(C41')
4. Rigid body (RIGU) restrains
 S4, O5, C43, C44
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(C40')=Sof(H40')=Sof(C41')=Sof(H41')=1-FVAR(1)
 Sof(C40)=Sof(H40)=Sof(C41)=Sof(H41)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B), C38(H38A,H38B), C39(H39A,H39B), C42(H42A,H42B)
6.b Me refined with riding coordinates:
 C43(D43A,D43B,D43C), C44(D44A,D44B,D44C)
6.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C8(H8), C10(H10), C11(H11), C15(H15), C16(H16),
 C18(H18), C21(H21), C22(H22), C23(H23), C24(H24), C28(H28), C29(H29), C31(H31),
  C34(H34), C35(H35), C36(H36), C37(H37), C40(H40), C41(H41), C40'(H40'),
 C41'(H41')
;
loop_
_space_group_symop_operation_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_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
S1 S -0.20827(17) 0.34735(9) 0.09818(6) 0.0237(3) Uani 1 1 d . . . . .
S2 S 0.93534(19) 0.78334(11) 0.23985(7) 0.0359(4) Uani 1 1 d . . . . .
S3 S 0.5024(2) -0.01092(11) 0.28217(7) 0.0383(4) Uani 1 1 d . . . . .
O1 O -0.3623(4) 0.3646(2) 0.13588(17) 0.0300(9) Uani 1 1 d . . . . .
O2 O -0.2450(5) 0.3206(2) 0.02465(17) 0.0300(9) Uani 1 1 d . . . . .
O3 O 0.1804(5) 0.6228(3) 0.40801(18) 0.0376(10) Uani 1 1 d . . . . .
O4 O -0.0376(5) 0.2501(3) 0.43744(18) 0.0386(10) Uani 1 1 d . . . . .
N1 N 0.5292(5) 0.6548(3) 0.18687(19) 0.0220(10) Uani 1 1 d . . . . .
N2 N 0.2201(6) 0.0917(3) 0.2205(2) 0.0245(10) Uani 1 1 d . . . . .
C1 C -0.0002(6) 0.4483(3) 0.1210(2) 0.0200(11) Uani 1 1 d . . . . .
C2 C 0.0263(7) 0.5472(4) 0.1085(2) 0.0255(12) Uani 1 1 d . . . . .
H2 H -0.072082 0.567815 0.085584 0.031 Uiso 1 1 calc R U . . .
C3 C 0.2034(7) 0.6154(4) 0.1309(2) 0.0246(12) Uani 1 1 d . . . . .
H3 H 0.226483 0.683969 0.123405 0.030 Uiso 1 1 calc R U . . .
C4 C 0.3459(7) 0.5840(3) 0.1639(2) 0.0224(11) Uani 1 1 d . . . . .
C5 C 0.3159(7) 0.4847(3) 0.1764(2) 0.0217(11) Uani 1 1 d . . . . .
H5 H 0.413937 0.464088 0.199554 0.026 Uiso 1 1 calc R U . . .
C6 C 0.1412(7) 0.4160(3) 0.1545(2) 0.0199(11) Uani 1 1 d . . . . .
C7 C 0.0805(6) 0.3075(3) 0.1615(2) 0.0192(11) Uani 1 1 d . . . . .
C8 C 0.1880(7) 0.2519(4) 0.1910(2) 0.0232(12) Uani 1 1 d . . . . .
H8 H 0.315520 0.282872 0.210057 0.028 Uiso 1 1 calc R U . . .
C9 C 0.1045(7) 0.1501(3) 0.1921(2) 0.0227(12) Uani 1 1 d . . . . .
C10 C -0.0824(7) 0.1038(4) 0.1661(2) 0.0247(12) Uani 1 1 d . . . . .
H10 H -0.136163 0.033954 0.168512 0.030 Uiso 1 1 calc R U . . .
C11 C -0.1925(7) 0.1591(4) 0.1365(2) 0.0258(12) Uani 1 1 d . . . . .
H11 H -0.321005 0.128448 0.118515 0.031 Uiso 1 1 calc R U . . .
C12 C -0.1057(7) 0.2611(3) 0.1344(2) 0.0216(11) Uani 1 1 d . . . . .
C13 C 0.5516(7) 0.7083(3) 0.2548(2) 0.0229(11) Uani 1 1 d . . . . .
C14 C 0.7307(7) 0.7715(4) 0.2830(2) 0.0258(12) Uani 1 1 d . . . . .
C15 C 0.7497(8) 0.8219(4) 0.3500(3) 0.0316(13) Uani 1 1 d . . . . .
H15 H 0.869262 0.866332 0.368979 0.038 Uiso 1 1 calc R U . . .
C16 C 0.5978(8) 0.8085(4) 0.3895(3) 0.0311(13) Uani 1 1 d . . . . .
H16 H 0.614438 0.842088 0.435396 0.037 Uiso 1 1 calc R U . . .
C17 C 0.4218(7) 0.7461(4) 0.3618(3) 0.0286(13) Uani 1 1 d . . . . .
C18 C 0.4006(7) 0.6973(4) 0.2944(2) 0.0247(12) Uani 1 1 d . . . . .
H18 H 0.279227 0.655327 0.275143 0.030 Uiso 1 1 calc R U . . .
C19 C 0.6494(7) 0.6879(3) 0.1354(2) 0.0229(12) Uani 1 1 d . . . . .
C20 C 0.8307(7) 0.7533(3) 0.1542(3) 0.0244(12) Uani 1 1 d . . . . .
C21 C 0.9424(7) 0.7899(4) 0.1039(3) 0.0306(13) Uani 1 1 d . . . . .
H21 H 1.063834 0.836562 0.117022 0.037 Uiso 1 1 calc R U . . .
C22 C 0.8802(7) 0.7597(4) 0.0347(3) 0.0311(13) Uani 1 1 d . . . . .
H22 H 0.957332 0.785703 0.000570 0.037 Uiso 1 1 calc R U . . .
C23 C 0.7039(7) 0.6910(4) 0.0161(3) 0.0313(13) Uani 1 1 d . . . . .
H23 H 0.661119 0.667494 -0.031099 0.038 Uiso 1 1 calc R U . . .
C24 C 0.5899(7) 0.6565(4) 0.0661(2) 0.0268(12) Uani 1 1 d . . . . .
H24 H 0.468160 0.610214 0.052729 0.032 Uiso 1 1 calc R U . . .
C25 C 0.2542(8) 0.7276(4) 0.4024(3) 0.0371(14) Uani 1 1 d . . . . .
H25A H 0.292053 0.766751 0.449001 0.044 Uiso 1 1 calc R U . . .
H25B H 0.153447 0.752079 0.380044 0.044 Uiso 1 1 calc R U . . .
C26 C 0.2022(7) 0.0753(4) 0.2897(3) 0.0250(12) Uani 1 1 d . . . . .
C27 C 0.3194(7) 0.0254(4) 0.3226(3) 0.0297(13) Uani 1 1 d . . . . .
C28 C 0.3009(8) 0.0100(4) 0.3901(3) 0.0341(14) Uani 1 1 d . . . . .
H28 H 0.376312 -0.026319 0.411480 0.041 Uiso 1 1 calc R U . . .
C29 C 0.1729(8) 0.0474(4) 0.4271(3) 0.0344(14) Uani 1 1 d . . . . .
H29 H 0.162897 0.037396 0.473733 0.041 Uiso 1 1 calc R U . . .
C30 C 0.0605(8) 0.0988(4) 0.3964(3) 0.0326(13) Uani 1 1 d . . . . .
C31 C 0.0728(7) 0.1101(4) 0.3273(3) 0.0277(12) Uani 1 1 d . . . . .
H31 H -0.009257 0.142415 0.305381 0.033 Uiso 1 1 calc R U . . .
C32 C 0.2947(7) 0.0318(3) 0.1727(3) 0.0227(11) Uani 1 1 d . . . . .
C33 C 0.4149(7) -0.0249(4) 0.1957(3) 0.0271(12) Uani 1 1 d . . . . .
C34 C 0.4785(7) -0.0873(4) 0.1483(3) 0.0330(13) Uani 1 1 d . . . . .
H34 H 0.553270 -0.128139 0.164265 0.040 Uiso 1 1 calc R U . . .
C35 C 0.4364(7) -0.0921(4) 0.0782(3) 0.0353(14) Uani 1 1 d . . . . .
H35 H 0.481466 -0.135423 0.046361 0.042 Uiso 1 1 calc R U . . .
C36 C 0.3267(7) -0.0322(4) 0.0555(3) 0.0328(13) Uani 1 1 d . . . . .
H36 H 0.299623 -0.032955 0.007556 0.039 Uiso 1 1 calc R U . . .
C37 C 0.2558(7) 0.0293(4) 0.1022(2) 0.0260(12) Uani 1 1 d . . . . .
H37 H 0.180574 0.069665 0.085873 0.031 Uiso 1 1 calc R U . . .
C38 C -0.0742(8) 0.1434(4) 0.4357(3) 0.0380(14) Uani 1 1 d . . . . .
H38A H -0.205671 0.110318 0.414619 0.046 Uiso 1 1 calc R U . . .
H38B H -0.065767 0.128230 0.483479 0.046 Uiso 1 1 calc R U . . .
C39 C 0.2962(9) 0.5901(5) 0.4564(3) 0.0529(18) Uani 1 1 d D . . . .
H39A H 0.266461 0.609390 0.503579 0.064 Uiso 1 1 calc R U . A 1
H39B H 0.431875 0.623628 0.453320 0.064 Uiso 1 1 calc R U . A 1
C42 C 0.1494(9) 0.3042(4) 0.4679(3) 0.0517(17) Uani 1 1 d D . . . .
H42A H 0.243529 0.290551 0.436952 0.062 Uiso 1 1 calc R U . B 1
H42B H 0.174847 0.279949 0.511837 0.062 Uiso 1 1 calc R U . B 1
C40 C 0.2610(13) 0.4791(5) 0.4420(4) 0.046(2) Uani 0.870(10) 1 d D . P C 1
H40 H 0.306250 0.452620 0.401769 0.055 Uiso 0.870(10) 1 calc R U P C 1
C41 C 0.1716(10) 0.4135(5) 0.4805(3) 0.044(2) Uani 0.870(10) 1 d D . P C 1
H41 H 0.118164 0.439020 0.519072 0.053 Uiso 0.870(10) 1 calc R U P C 1
C40' C 0.231(11) 0.4841(17) 0.469(3) 0.046(2) Uani 0.130(10) 1 d D . P C 2
H40' H 0.186890 0.479656 0.513046 0.055 Uiso 0.130(10) 1 calc R U P C 2
C41' C 0.218(6) 0.394(2) 0.4352(19) 0.044(2) Uani 0.130(10) 1 d D . P C 2
H41' H 0.253149 0.387000 0.389682 0.053 Uiso 0.130(10) 1 calc R U P C 2
S4 S 0.6706(2) 0.41329(13) 0.34280(8) 0.0528(5) Uani 1 1 d . . . . .
O5 O 0.4739(6) 0.3917(3) 0.3094(2) 0.0617(13) Uani 1 1 d . . . . .
C43 C 0.8049(10) 0.5114(6) 0.3035(4) 0.092(3) Uani 1 1 d . . . . .
D43A D 0.937746 0.529760 0.323197 0.137 Uiso 1 1 calc R U . . .
D43B D 0.797261 0.488979 0.253991 0.137 Uiso 1 1 calc R U . . .
D43C D 0.754955 0.570515 0.311146 0.137 Uiso 1 1 calc R U . . .
C44 C 0.7580(13) 0.3147(6) 0.3057(4) 0.101(3) Uani 1 1 d . . . . .
D44A D 0.888597 0.324310 0.325651 0.151 Uiso 1 1 calc R U . . .
D44B D 0.677889 0.249613 0.314825 0.151 Uiso 1 1 calc R U . . .
D44C D 0.756096 0.315090 0.255989 0.151 Uiso 1 1 calc R U . . .
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'
D D 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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1.00 0.00 1.00 0.0810
1.00 0.00 -1.00 0.0820
0.00 -1.00 -1.00 0.0070
0.00 1.00 1.00 0.0160
0.00 0.00 -1.00 0.0120
0.00 0.00 1.00 0.0090
-1.00 1.00 -1.00 0.0700
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
O1 S1 C1 111.0(2) . . ?
O1 S1 C12 110.8(2) . . ?
O2 S1 O1 117.9(2) . . ?
O2 S1 C1 111.0(2) . . ?
O2 S1 C12 110.7(2) . . ?
C12 S1 C1 92.6(2) . . ?
C14 S2 C20 99.9(2) . . ?
C33 S3 C27 100.7(2) . . ?
C39 O3 C25 111.9(4) . . ?
C38 O4 C42 112.6(4) . . ?
C13 N1 C4 116.6(4) . . ?
C19 N1 C4 117.3(4) . . ?
C19 N1 C13 123.3(4) . . ?
C26 N2 C9 117.1(4) . . ?
C32 N2 C9 116.3(4) . . ?
C32 N2 C26 123.7(4) . . ?
C2 C1 S1 126.7(4) . . ?
C2 C1 C6 122.6(4) . . ?
C6 C1 S1 110.7(3) . . ?
C1 C2 H2 121.3 . . ?
C1 C2 C3 117.3(4) . . ?
C3 C2 H2 121.3 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.7(4) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 N1 120.5(4) . . ?
C5 C4 N1 118.4(4) . . ?
C5 C4 C3 121.1(4) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 C4 119.1(4) . . ?
C6 C5 H5 120.5 . . ?
C1 C6 C7 112.8(4) . . ?
C5 C6 C1 119.3(4) . . ?
C5 C6 C7 127.9(4) . . ?
C8 C7 C6 127.1(4) . . ?
C8 C7 C12 120.1(4) . . ?
C12 C7 C6 112.8(4) . . ?
C7 C8 H8 120.9 . . ?
C9 C8 C7 118.2(4) . . ?
C9 C8 H8 120.9 . . ?
C8 C9 N2 117.8(4) . . ?
C8 C9 C10 122.0(4) . . ?
C10 C9 N2 120.2(4) . . ?
C9 C10 H10 119.8 . . ?
C9 C10 C11 120.4(4) . . ?
C11 C10 H10 119.8 . . ?
C10 C11 H11 121.4 . . ?
C12 C11 C10 117.1(4) . . ?
C12 C11 H11 121.4 . . ?
C7 C12 S1 111.0(3) . . ?
C7 C12 C11 122.2(4) . . ?
C11 C12 S1 126.8(4) . . ?
C14 C13 N1 119.9(5) . . ?
C18 C13 N1 121.0(4) . . ?
C18 C13 C14 119.1(5) . . ?
C13 C14 S2 122.8(4) . . ?
C15 C14 S2 118.3(4) . . ?
C15 C14 C13 118.8(5) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 C14 121.4(5) . . ?
C16 C15 H15 119.3 . . ?
C15 C16 H16 120.1 . . ?
C17 C16 C15 119.7(5) . . ?
C17 C16 H16 120.1 . . ?
C16 C17 C18 119.2(5) . . ?
C16 C17 C25 121.9(5) . . ?
C18 C17 C25 118.9(5) . . ?
C13 C18 C17 121.8(5) . . ?
C13 C18 H18 119.1 . . ?
C17 C18 H18 119.1 . . ?
C20 C19 N1 120.2(4) . . ?
C24 C19 N1 121.3(4) . . ?
C24 C19 C20 118.5(5) . . ?
C19 C20 S2 122.6(4) . . ?
C21 C20 S2 117.4(4) . . ?
C21 C20 C19 119.8(5) . . ?
C20 C21 H21 119.4 . . ?
C22 C21 C20 121.2(5) . . ?
C22 C21 H21 119.4 . . ?
C21 C22 H22 120.6 . . ?
C23 C22 C21 118.9(5) . . ?
C23 C22 H22 120.6 . . ?
C22 C23 H23 120.0 . . ?
C22 C23 C24 120.0(5) . . ?
C24 C23 H23 120.0 . . ?
C19 C24 H24 119.3 . . ?
C23 C24 C19 121.4(5) . . ?
C23 C24 H24 119.3 . . ?
O3 C25 C17 112.0(4) . . ?
O3 C25 H25A 109.2 . . ?
O3 C25 H25B 109.2 . . ?
C17 C25 H25A 109.2 . . ?
C17 C25 H25B 109.2 . . ?
H25A C25 H25B 107.9 . . ?
C27 C26 N2 120.6(5) . . ?
C31 C26 N2 121.1(4) . . ?
C31 C26 C27 118.3(5) . . ?
C26 C27 S3 121.8(4) . . ?
C28 C27 S3 118.1(4) . . ?
C28 C27 C26 120.0(5) . . ?
C27 C28 H28 119.7 . . ?
C27 C28 C29 120.6(5) . . ?
C29 C28 H28 119.7 . . ?
C28 C29 H29 119.9 . . ?
C30 C29 C28 120.3(5) . . ?
C30 C29 H29 119.9 . . ?
C29 C30 C31 119.1(5) . . ?
C29 C30 C38 121.6(5) . . ?
C31 C30 C38 119.4(5) . . ?
C26 C31 C30 121.7(5) . . ?
C26 C31 H31 119.2 . . ?
C30 C31 H31 119.2 . . ?
N2 C32 C33 120.3(4) . . ?
C37 C32 N2 121.0(4) . . ?
C37 C32 C33 118.7(5) . . ?
C32 C33 S3 121.9(4) . . ?
C34 C33 S3 118.4(4) . . ?
C34 C33 C32 119.5(5) . . ?
C33 C34 H34 119.0 . . ?
C33 C34 C35 122.0(5) . . ?
C35 C34 H34 119.0 . . ?
C34 C35 H35 120.8 . . ?
C34 C35 C36 118.5(5) . . ?
C36 C35 H35 120.8 . . ?
C35 C36 H36 119.6 . . ?
C35 C36 C37 120.8(5) . . ?
C37 C36 H36 119.6 . . ?
C32 C37 C36 120.4(5) . . ?
C32 C37 H37 119.8 . . ?
C36 C37 H37 119.8 . . ?
O4 C38 C30 113.6(4) . . ?
O4 C38 H38A 108.8 . . ?
O4 C38 H38B 108.8 . . ?
C30 C38 H38A 108.8 . . ?
C30 C38 H38B 108.8 . . ?
H38A C38 H38B 107.7 . . ?
O3 C39 H39A 109.7 . . ?
O3 C39 H39B 109.7 . . ?
O3 C39 C40 109.7(5) . . ?
O3 C39 C40' 117(3) . . ?
H39A C39 H39B 108.2 . . ?
C40 C39 H39A 109.7 . . ?
C40 C39 H39B 109.7 . . ?
O4 C42 H42A 109.4 . . ?
O4 C42 H42B 109.4 . . ?
O4 C42 C41 111.4(5) . . ?
O4 C42 C41' 109.4(18) . . ?
H42A C42 H42B 108.0 . . ?
C41 C42 H42A 109.4 . . ?
C41 C42 H42B 109.4 . . ?
C39 C40 H40 117.3 . . ?
C41 C40 C39 125.3(7) . . ?
C41 C40 H40 117.3 . . ?
C42 C41 H41 117.8 . . ?
C40 C41 C42 124.4(7) . . ?
C40 C41 H41 117.8 . . ?
C39 C40' H40' 111.6 . . ?
C41' C40' C39 137(3) . . ?
C41' C40' H40' 111.6 . . ?
C42 C41' H41' 120.2 . . ?
C40' C41' C42 120(2) . . ?
C40' C41' H41' 120.2 . . ?
O5 S4 C43 105.0(3) . . ?
O5 S4 C44 105.2(4) . . ?
C43 S4 C44 98.5(4) . . ?
S4 C43 D43A 109.5 . . ?
S4 C43 D43B 109.5 . . ?
S4 C43 D43C 109.5 . . ?
D43A C43 D43B 109.5 . . ?
D43A C43 D43C 109.5 . . ?
D43B C43 D43C 109.5 . . ?
S4 C44 D44A 109.5 . . ?
S4 C44 D44B 109.5 . . ?
S4 C44 D44C 109.5 . . ?
D44A C44 D44B 109.5 . . ?
D44A C44 D44C 109.5 . . ?
D44B C44 D44C 109.5 . . ?
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
S1 O1 1.448(3) . ?
S1 O2 1.441(3) . ?
S1 C1 1.764(5) . ?
S1 C12 1.762(5) . ?
S2 C14 1.755(5) . ?
S2 C20 1.761(5) . ?
S3 C27 1.757(5) . ?
S3 C33 1.750(5) . ?
O3 C25 1.428(6) . ?
O3 C39 1.427(6) . ?
O4 C38 1.424(6) . ?
O4 C42 1.429(6) . ?
N1 C4 1.445(6) . ?
N1 C13 1.427(6) . ?
N1 C19 1.426(6) . ?
N2 C9 1.447(6) . ?
N2 C26 1.417(6) . ?
N2 C32 1.412(6) . ?
C1 C2 1.384(6) . ?
C1 C6 1.392(6) . ?
C2 H2 0.9500 . ?
C2 C3 1.395(6) . ?
C3 H3 0.9500 . ?
C3 C4 1.387(6) . ?
C4 C5 1.387(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.384(6) . ?
C6 C7 1.475(6) . ?
C7 C8 1.385(6) . ?
C7 C12 1.385(6) . ?
C8 H8 0.9500 . ?
C8 C9 1.382(6) . ?
C9 C10 1.384(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.396(6) . ?
C11 H11 0.9500 . ?
C11 C12 1.393(6) . ?
C13 C14 1.406(7) . ?
C13 C18 1.383(7) . ?
C14 C15 1.397(6) . ?
C15 H15 0.9500 . ?
C15 C16 1.386(7) . ?
C16 H16 0.9500 . ?
C16 C17 1.384(7) . ?
C17 C18 1.395(6) . ?
C17 C25 1.494(7) . ?
C18 H18 0.9500 . ?
C19 C20 1.393(6) . ?
C19 C24 1.387(6) . ?
C20 C21 1.387(7) . ?
C21 H21 0.9500 . ?
C21 C22 1.386(7) . ?
C22 H22 0.9500 . ?
C22 C23 1.383(7) . ?
C23 H23 0.9500 . ?
C23 C24 1.383(7) . ?
C24 H24 0.9500 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.408(7) . ?
C26 C31 1.389(7) . ?
C27 C28 1.383(7) . ?
C28 H28 0.9500 . ?
C28 C29 1.392(7) . ?
C29 H29 0.9500 . ?
C29 C30 1.378(7) . ?
C30 C31 1.397(7) . ?
C30 C38 1.505(7) . ?
C31 H31 0.9500 . ?
C32 C33 1.413(7) . ?
C32 C37 1.394(6) . ?
C33 C34 1.382(7) . ?
C34 H34 0.9500 . ?
C34 C35 1.386(7) . ?
C35 H35 0.9500 . ?
C35 C36 1.389(7) . ?
C36 H36 0.9500 . ?
C36 C37 1.396(7) . ?
C37 H37 0.9500 . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C39 C40 1.477(8) . ?
C39 C40' 1.47(2) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C42 C41 1.466(8) . ?
C42 C41' 1.45(2) . ?
C40 H40 0.9500 . ?
C40 C41 1.321(9) . ?
C41 H41 0.9500 . ?
C40' H40' 0.9500 . ?
C40' C41' 1.32(2) . ?
C41' H41' 0.9500 . ?
S4 O5 1.484(4) . ?
S4 C43 1.750(7) . ?
S4 C44 1.757(7) . ?
C43 D43A 0.9800 . ?
C43 D43B 0.9800 . ?
C43 D43C 0.9800 . ?
C44 D44A 0.9800 . ?
C44 D44B 0.9800 . ?
C44 D44C 0.9800 . ?
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
S1 C1 C2 C3 -179.9(4) . . . . ?
S1 C1 C6 C5 179.8(4) . . . . ?
S1 C1 C6 C7 0.4(5) . . . . ?
S2 C14 C15 C16 -173.9(4) . . . . ?
S2 C20 C21 C22 171.8(4) . . . . ?
S3 C27 C28 C29 172.8(4) . . . . ?
S3 C33 C34 C35 -171.3(4) . . . . ?
O1 S1 C1 C2 -66.2(5) . . . . ?
O1 S1 C1 C6 113.8(3) . . . . ?
O1 S1 C12 C7 -114.7(4) . . . . ?
O1 S1 C12 C11 65.8(5) . . . . ?
O2 S1 C1 C2 67.0(5) . . . . ?
O2 S1 C1 C6 -113.0(3) . . . . ?
O2 S1 C12 C7 112.6(4) . . . . ?
O2 S1 C12 C11 -66.9(5) . . . . ?
O3 C39 C40 C41 -109.3(8) . . . . ?
O3 C39 C40' C41' 72(10) . . . . ?
O4 C42 C41 C40 -102.8(8) . . . . ?
O4 C42 C41' C40' 108(5) . . . . ?
N1 C4 C5 C6 -179.8(4) . . . . ?
N1 C13 C14 S2 -3.5(6) . . . . ?
N1 C13 C14 C15 -179.1(4) . . . . ?
N1 C13 C18 C17 177.6(4) . . . . ?
N1 C19 C20 S2 9.8(6) . . . . ?
N1 C19 C20 C21 -176.2(4) . . . . ?
N1 C19 C24 C23 178.0(4) . . . . ?
N2 C9 C10 C11 -177.7(4) . . . . ?
N2 C26 C27 S3 4.3(7) . . . . ?
N2 C26 C27 C28 179.8(4) . . . . ?
N2 C26 C31 C30 -176.8(4) . . . . ?
N2 C32 C33 S3 -8.8(6) . . . . ?
N2 C32 C33 C34 176.6(4) . . . . ?
N2 C32 C37 C36 -178.4(4) . . . . ?
C1 S1 C12 C7 -1.1(4) . . . . ?
C1 S1 C12 C11 179.5(4) . . . . ?
C1 C2 C3 C4 0.3(7) . . . . ?
C1 C6 C7 C8 178.8(5) . . . . ?
C1 C6 C7 C12 -1.2(6) . . . . ?
C2 C1 C6 C5 -0.2(7) . . . . ?
C2 C1 C6 C7 -179.6(4) . . . . ?
C2 C3 C4 N1 179.8(4) . . . . ?
C2 C3 C4 C5 -0.8(7) . . . . ?
C3 C4 C5 C6 0.8(7) . . . . ?
C4 N1 C13 C14 174.3(4) . . . . ?
C4 N1 C13 C18 -4.2(6) . . . . ?
C4 N1 C19 C20 -177.7(4) . . . . ?
C4 N1 C19 C24 2.4(6) . . . . ?
C4 C5 C6 C1 -0.3(7) . . . . ?
C4 C5 C6 C7 179.1(4) . . . . ?
C5 C6 C7 C8 -0.6(8) . . . . ?
C5 C6 C7 C12 179.4(5) . . . . ?
C6 C1 C2 C3 0.1(7) . . . . ?
C6 C7 C8 C9 -179.6(4) . . . . ?
C6 C7 C12 S1 1.4(5) . . . . ?
C6 C7 C12 C11 -179.0(4) . . . . ?
C7 C8 C9 N2 177.5(4) . . . . ?
C7 C8 C9 C10 -1.5(7) . . . . ?
C8 C7 C12 S1 -178.5(4) . . . . ?
C8 C7 C12 C11 1.0(7) . . . . ?
C8 C9 C10 C11 1.2(7) . . . . ?
C9 N2 C26 C27 -175.5(4) . . . . ?
C9 N2 C26 C31 2.8(6) . . . . ?
C9 N2 C32 C33 177.7(4) . . . . ?
C9 N2 C32 C37 -0.6(6) . . . . ?
C9 C10 C11 C12 0.1(7) . . . . ?
C10 C11 C12 S1 178.2(4) . . . . ?
C10 C11 C12 C7 -1.2(7) . . . . ?
C12 S1 C1 C2 -179.6(4) . . . . ?
C12 S1 C1 C6 0.4(4) . . . . ?
C12 C7 C8 C9 0.4(7) . . . . ?
C13 N1 C4 C3 90.1(5) . . . . ?
C13 N1 C4 C5 -89.4(5) . . . . ?
C13 N1 C19 C20 22.1(6) . . . . ?
C13 N1 C19 C24 -157.9(4) . . . . ?
C13 C14 C15 C16 1.8(7) . . . . ?
C14 S2 C20 C19 -29.7(5) . . . . ?
C14 S2 C20 C21 156.1(4) . . . . ?
C14 C13 C18 C17 -0.9(7) . . . . ?
C14 C15 C16 C17 -1.7(7) . . . . ?
C15 C16 C17 C18 0.2(7) . . . . ?
C15 C16 C17 C25 179.0(5) . . . . ?
C16 C17 C18 C13 1.1(7) . . . . ?
C16 C17 C25 O3 -120.4(5) . . . . ?
C18 C13 C14 S2 175.0(4) . . . . ?
C18 C13 C14 C15 -0.5(7) . . . . ?
C18 C17 C25 O3 58.3(6) . . . . ?
C19 N1 C4 C3 -71.5(6) . . . . ?
C19 N1 C4 C5 109.1(5) . . . . ?
C19 N1 C13 C14 -25.4(6) . . . . ?
C19 N1 C13 C18 156.1(4) . . . . ?
C19 C20 C21 C22 -2.5(7) . . . . ?
C20 S2 C14 C13 26.5(5) . . . . ?
C20 S2 C14 C15 -158.0(4) . . . . ?
C20 C19 C24 C23 -2.0(7) . . . . ?
C20 C21 C22 C23 -0.6(8) . . . . ?
C21 C22 C23 C24 2.4(8) . . . . ?
C22 C23 C24 C19 -1.1(8) . . . . ?
C24 C19 C20 S2 -170.3(4) . . . . ?
C24 C19 C20 C21 3.8(7) . . . . ?
C25 O3 C39 C40 -158.5(5) . . . . ?
C25 O3 C39 C40' 178(2) . . . . ?
C25 C17 C18 C13 -177.7(4) . . . . ?
C26 N2 C9 C8 98.0(5) . . . . ?
C26 N2 C9 C10 -83.0(5) . . . . ?
C26 N2 C32 C33 -22.1(7) . . . . ?
C26 N2 C32 C37 159.6(4) . . . . ?
C26 C27 C28 C29 -2.8(8) . . . . ?
C27 S3 C33 C32 28.9(5) . . . . ?
C27 S3 C33 C34 -156.4(4) . . . . ?
C27 C26 C31 C30 1.5(7) . . . . ?
C27 C28 C29 C30 1.1(8) . . . . ?
C28 C29 C30 C31 2.0(8) . . . . ?
C28 C29 C30 C38 -177.7(5) . . . . ?
C29 C30 C31 C26 -3.3(7) . . . . ?
C29 C30 C38 O4 120.8(5) . . . . ?
C31 C26 C27 S3 -173.9(4) . . . . ?
C31 C26 C27 C28 1.5(7) . . . . ?
C31 C30 C38 O4 -58.9(6) . . . . ?
C32 N2 C9 C8 -100.4(5) . . . . ?
C32 N2 C9 C10 78.6(6) . . . . ?
C32 N2 C26 C27 24.5(7) . . . . ?
C32 N2 C26 C31 -157.3(5) . . . . ?
C32 C33 C34 C35 3.6(7) . . . . ?
C33 S3 C27 C26 -26.6(5) . . . . ?
C33 S3 C27 C28 157.8(4) . . . . ?
C33 C32 C37 C36 3.2(7) . . . . ?
C33 C34 C35 C36 -0.1(8) . . . . ?
C34 C35 C36 C37 -1.9(7) . . . . ?
C35 C36 C37 C32 0.3(7) . . . . ?
C37 C32 C33 S3 169.6(4) . . . . ?
C37 C32 C33 C34 -5.1(7) . . . . ?
C38 O4 C42 C41 -169.5(5) . . . . ?
C38 O4 C42 C41' 147.1(17) . . . . ?
C38 C30 C31 C26 176.4(5) . . . . ?
C39 O3 C25 C17 75.9(5) . . . . ?
C39 C40 C41 C42 -175.6(7) . . . . ?
C39 C40' C41' C42 178(6) . . . . ?
C42 O4 C38 C30 -59.1(6) . . . . ?
