# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ata071_06_Me-TL
_database_code_depnum_ccdc_archive 'CCDC 2022589'
loop_
_audit_author_name
_audit_author_address
'Shoko Kikkawa'
;Toho University
Japan
;
_audit_update_record             
;
2020-08-11 deposited with the CCDC.	2020-11-18 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C31.5 H49 N5 O8 S'
_chemical_formula_moiety         'C31.5 H49 N5 O8 S'
_chemical_formula_weight         657.82
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   8.32010(10)
_cell_length_b                   11.5563(2)
_cell_length_c                   18.7213(3)
_cell_angle_alpha                95.4904(13)
_cell_angle_beta                 96.5217(13)
_cell_angle_gamma                91.8701(14)
_cell_volume                     1778.47(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    39779
_cell_measurement_theta_min      3.80
_cell_measurement_theta_max      73.23
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.409
_exptl_crystal_size_mid          0.273
_exptl_crystal_size_min          0.244
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             706.00
_exptl_absorpt_coefficient_mu    1.253
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.622
_exptl_absorpt_correction_T_max  0.737

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            45045
_diffrn_reflns_av_unetI/netI     0.0190
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_theta_max         68.248
_diffrn_reflns_theta_min         3.846
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             6388
_reflns_number_gt                6151
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0483
_refine_ls_wR_factor_ref         0.1308
_refine_ls_wR_factor_gt          0.1276
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         6388
_refine_ls_number_parameters     431
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0685P)²+1.0591P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.28
_refine_diff_density_min         -0.68
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.44035(5) 0.82491(4) 0.71818(2) 0.02940(13) Uani 1 1 d . . . . .
H1 H 0.227(3) 0.916(2) 0.7213(12) 0.035 Uiso 1 1 d . U . . .
O1 O 0.45562(17) 0.70164(11) 0.70321(7) 0.0370(3) Uani 1 1 d . . . . .
O2 O 0.50391(16) 0.88061(12) 0.78787(7) 0.0352(3) Uani 1 1 d . . . . .
O3 O 0.10671(15) 0.56559(10) 0.73711(6) 0.0300(3) Uani 1 1 d . . . . .
O6 O 0.30307(16) 0.45832(10) 0.90239(6) 0.0318(3) Uani 1 1 d . . . . .
O9 O 0.51252(16) 0.24730(11) 0.77188(7) 0.0379(3) Uani 1 1 d . . . . .
O12 O 0.16308(16) 0.06065(11) 0.76865(7) 0.0372(3) Uani 1 1 d . . . . .
O15 O 0.05918(19) -0.04328(12) 0.90950(9) 0.0485(4) Uani 1 1 d . . . . .
O16 O -0.07039(16) 0.11576(12) 0.87930(8) 0.0382(3) Uani 1 1 d . . . . .
N1 N 0.24910(19) 0.84924(13) 0.70243(8) 0.0304(3) Uani 1 1 d . . . . .
N4 N 0.20783(18) 0.71640(13) 0.81759(7) 0.0277(3) Uani 1 1 d . . . . .
H4 H 0.240700 0.790201 0.823084 0.033 Uiso 1 1 calc R U . . .
N7 N 0.43979(17) 0.54866(12) 0.82401(8) 0.0274(3) Uani 1 1 d . . . . .
H7 H 0.451244 0.612937 0.803060 0.033 Uiso 1 1 calc R U . . .
N10 N 0.29176(17) 0.35228(13) 0.74838(8) 0.0274(3) Uani 1 1 d . . . . .
H10 H 0.255609 0.422408 0.744574 0.033 Uiso 1 1 calc R U . . .
N13 N 0.21491(18) 0.21292(13) 0.85345(8) 0.0300(3) Uani 1 1 d . . . . .
H13 H 0.233112 0.288613 0.862680 0.036 Uiso 1 1 calc R U . . .
C2 C 0.1197(2) 0.75559(15) 0.69301(9) 0.0310(4) Uani 1 1 d . . . . .
C3 C 0.1453(2) 0.66954(15) 0.75116(9) 0.0272(4) Uani 1 1 d . . . . .
C5 C 0.2241(2) 0.65095(16) 0.88127(9) 0.0311(4) Uani 1 1 d . . . . .
C6 C 0.3258(2) 0.54345(15) 0.86923(9) 0.0273(4) Uani 1 1 d . . . . .
C8 C 0.5465(2) 0.45294(16) 0.80755(10) 0.0299(4) Uani 1 1 d . . . . .
C9 C 0.4484(2) 0.34152(16) 0.77440(9) 0.0298(4) Uani 1 1 d . . . . .
C11 C 0.1804(2) 0.25139(16) 0.72636(10) 0.0314(4) Uani 1 1 d . . . . .
C12 C 0.1911(2) 0.16606(15) 0.78481(10) 0.0307(4) Uani 1 1 d . . . . .
C14 C 0.2114(2) 0.14117(15) 0.91363(10) 0.0310(4) Uani 1 1 d . . . . .
C15 C 0.0615(2) 0.05869(17) 0.89972(11) 0.0365(4) Uani 1 1 d . . . . .
C16 C -0.0394(2) 0.81488(17) 0.70393(11) 0.0386(4) Uani 1 1 d . . . . .
H16A H -0.060960 0.870061 0.667739 0.046 Uiso 1 1 calc R U . . .
H16B H -0.030426 0.856544 0.752426 0.046 Uiso 1 1 calc R U . . .
H16C H -0.128378 0.755858 0.698587 0.046 Uiso 1 1 calc R U . . .
C17 C 0.1087(3) 0.69025(18) 0.61776(10) 0.0426(5) Uani 1 1 d . . . . .
H17A H 0.212082 0.654946 0.611045 0.051 Uiso 1 1 calc R U . . .
H17B H 0.084358 0.744627 0.581314 0.051 Uiso 1 1 calc R U . . .
H17C H 0.022411 0.629182 0.612575 0.051 Uiso 1 1 calc R U . . .
C18 C 0.0579(3) 0.61378(19) 0.89986(11) 0.0426(5) Uani 1 1 d . . . . .
H18A H 0.004427 0.558141 0.860932 0.051 Uiso 1 1 calc R U . . .
H18B H -0.007816 0.682187 0.905485 0.051 Uiso 1 1 calc R U . . .
H18C H 0.070099 0.577070 0.945120 0.051 Uiso 1 1 calc R U . . .
C19 C 0.3165(3) 0.73238(17) 0.94297(10) 0.0436(5) Uani 1 1 d . . . . .
H19A H 0.252585 0.800442 0.953362 0.052 Uiso 1 1 calc R U . . .
H19B H 0.420693 0.757740 0.928704 0.052 Uiso 1 1 calc R U . . .
H19C H 0.335113 0.690967 0.986260 0.052 Uiso 1 1 calc R U . . .
C20 C 0.6523(2) 0.49002(19) 0.75183(11) 0.0394(5) Uani 1 1 d . . . . .
H20A H 0.583378 0.508009 0.708635 0.047 Uiso 1 1 calc R U . . .
H20B H 0.722273 0.426690 0.738769 0.047 Uiso 1 1 calc R U . . .
H20C H 0.719302 0.559239 0.772193 0.047 Uiso 1 1 calc R U . . .
C21 C 0.6523(2) 0.42676(18) 0.87618(11) 0.0377(4) Uani 1 1 d . . . . .
H21A H 0.717863 0.496677 0.896519 0.045 Uiso 1 1 calc R U . . .
H21B H 0.723723 0.363763 0.864227 0.045 Uiso 1 1 calc R U . . .
H21C H 0.582948 0.403119 0.911661 0.045 Uiso 1 1 calc R U . . .
C22 C 0.2111(3) 0.19047(18) 0.65344(10) 0.0406(5) Uani 1 1 d . . . . .
H22A H 0.135282 0.123067 0.640584 0.049 Uiso 1 1 calc R U . . .
H22B H 0.322423 0.164482 0.656563 0.049 Uiso 1 1 calc R U . . .
H22C H 0.195382 0.244771 0.616378 0.049 Uiso 1 1 calc R U . . .
C23 C 0.0068(2) 0.29423(17) 0.72198(12) 0.0381(4) Uani 1 1 d . . . . .
H23A H -0.008807 0.347374 0.684253 0.046 Uiso 1 1 calc R U . . .
H23B H -0.010731 0.335116 0.768580 0.046 Uiso 1 1 calc R U . . .
H23C H -0.070533 0.227489 0.710316 0.046 Uiso 1 1 calc R U . . .
C24 C 0.1950(3) 0.22322(17) 0.98150(10) 0.0386(4) Uani 1 1 d . . . . .
H24A H 0.184839 0.177459 1.022332 0.046 Uiso 1 1 calc R U . . .
H24B H 0.098524 0.268742 0.973159 0.046 Uiso 1 1 calc R U . . .
H24C H 0.291207 0.275918 0.992391 0.046 Uiso 1 1 calc R U . . .
C25 C 0.3655(2) 0.07338(17) 0.92356(11) 0.0364(4) Uani 1 1 d . . . . .
H25A H 0.373940 0.021750 0.879591 0.044 Uiso 1 1 calc R U . . .
H25B H 0.361544 0.026927 0.964510 0.044 Uiso 1 1 calc R U . . .
H25C H 0.459852 0.127963 0.932942 0.044 Uiso 1 1 calc R U . . .
C26 C 0.5370(2) 0.89518(16) 0.65454(9) 0.0294(4) Uani 1 1 d . . . . .
C27 C 0.5750(2) 0.83226(17) 0.59198(10) 0.0328(4) Uani 1 1 d . . . . .
H27 H 0.546853 0.751457 0.582689 0.039 Uiso 1 1 calc R U . . .
C28 C 0.6546(2) 0.88935(18) 0.54337(10) 0.0364(4) Uani 1 1 d . . . . .
H28 H 0.681370 0.846795 0.500680 0.044 Uiso 1 1 calc R U . . .
C29 C 0.6961(2) 1.00776(18) 0.55600(10) 0.0353(4) Uani 1 1 d . . . . .
C30 C 0.6555(2) 1.06866(17) 0.61903(10) 0.0357(4) Uani 1 1 d . . . . .
H30 H 0.682046 1.149721 0.628053 0.043 Uiso 1 1 calc R U . . .
C31 C 0.5777(2) 1.01358(16) 0.66851(10) 0.0324(4) Uani 1 1 d . . . . .
H31 H 0.552335 1.055912 0.711529 0.039 Uiso 1 1 calc R U . . .
C32 C 0.7830(3) 1.0697(2) 0.50319(12) 0.0453(5) Uani 1 1 d . . . . .
H32A H 0.899897 1.072223 0.518193 0.054 Uiso 1 1 calc R U . . .
H32B H 0.745906 1.149233 0.502239 0.054 Uiso 1 1 calc R U . . .
H32C H 0.759614 1.027914 0.454852 0.054 Uiso 1 1 calc R U . . .
C33 C -0.2208(3) 0.0465(2) 0.86463(14) 0.0493(5) Uani 1 1 d . . . . .
H33A H -0.307559 0.094798 0.845987 0.059 Uiso 1 1 calc R U . . .
H33B H -0.247883 0.016965 0.909325 0.059 Uiso 1 1 calc R U . . .
H33C H -0.208707 -0.019006 0.828644 0.059 Uiso 1 1 calc R U . . .
C35 C 0.3662(7) 0.5364(4) 0.4671(3) 0.1171(17) Uani 1 1 d . . . . .
H35 H 0.268684 0.562009 0.443385 0.140 Uiso 0.5 1 d R U P . .
C36 C 0.5155(9) 0.5755(5) 0.4508(4) 0.140(3) Uani 1 1 d . . . . .
H36 H 0.519136 0.629734 0.415872 0.167 Uiso 1 1 calc R U . . .
C37 C 0.6491(10) 0.5410(5) 0.4811(4) 0.149(3) Uani 1 1 d . . . . .
H37 H 0.751421 0.566550 0.469066 0.178 Uiso 1 1 calc R U . . .
C38 C 0.2404(9) 0.5682(6) 0.4380(3) 0.0702(16) Uani 0.5 1 d . . P . .
H38A H 0.204931 0.515534 0.394471 0.105 Uiso 0.5 1 calc R U P . .
H38B H 0.256698 0.647300 0.424674 0.105 Uiso 0.5 1 calc R U P . .
H38C H 0.157681 0.567394 0.471293 0.105 Uiso 0.5 1 calc R U P . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2019)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 O2 1.4341(13) . ?
S1 O1 1.4379(13) . ?
S1 N1 1.6237(16) . ?
S1 C26 1.7568(19) . ?
O3 C3 1.229(2) . ?
O6 C6 1.233(2) . ?
O9 C9 1.227(2) . ?
O12 C12 1.235(2) . ?
O15 C15 1.210(2) . ?
O16 C15 1.336(2) . ?
O16 C33 1.448(3) . ?
N1 C2 1.485(2) . ?
N1 H1 0.85(2) . ?
N4 C3 1.348(2) . ?
N4 C5 1.468(2) . ?
N4 H4 0.8800 . ?
N7 C6 1.344(2) . ?
N7 C8 1.473(2) . ?
N7 H7 0.8800 . ?
N10 C9 1.352(2) . ?
N10 C11 1.462(2) . ?
N10 H10 0.8800 . ?
N13 C12 1.336(2) . ?
N13 C14 1.464(2) . ?
N13 H13 0.8800 . ?
C2 C17 1.525(2) . ?
C2 C16 1.536(3) . ?
C2 C3 1.545(2) . ?
C5 C18 1.522(3) . ?
C5 C19 1.534(3) . ?
C5 C6 1.539(2) . ?
C8 C20 1.522(3) . ?
C8 C21 1.534(2) . ?
C8 C9 1.541(3) . ?
C11 C22 1.527(2) . ?
C11 C23 1.538(2) . ?
C11 C12 1.539(3) . ?
C14 C15 1.527(3) . ?
C14 C25 1.527(2) . ?
C14 C24 1.533(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
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 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.391(2) . ?
C26 C31 1.392(3) . ?
C27 C28 1.388(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.391(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.396(3) . ?
C29 C32 1.509(3) . ?
C30 C31 1.380(3) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C35 C38 1.209(8) . ?
C35 C36 1.385(7) . ?
C35 C37 1.394(8) 2_666 ?
C35 H35 0.9500 . ?
C36 C37 1.282(9) . ?
C36 H36 0.9500 . ?
C37 H37 0.9500 . ?
C38 H35 0.2598 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?

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
O2 S1 O1 119.03(8) . . ?
O2 S1 N1 109.57(8) . . ?
O1 S1 N1 106.79(8) . . ?
O2 S1 C26 106.44(9) . . ?
O1 S1 C26 108.09(8) . . ?
N1 S1 C26 106.27(8) . . ?
C15 O16 C33 116.01(16) . . ?
C2 N1 S1 123.20(12) . . ?
C2 N1 H1 118.1(15) . . ?
S1 N1 H1 111.7(15) . . ?
C3 N4 C5 123.52(15) . . ?
C3 N4 H4 118.2 . . ?
C5 N4 H4 118.2 . . ?
C6 N7 C8 123.74(15) . . ?
C6 N7 H7 118.1 . . ?
C8 N7 H7 118.1 . . ?
C9 N10 C11 122.26(15) . . ?
C9 N10 H10 118.9 . . ?
C11 N10 H10 118.9 . . ?
C12 N13 C14 121.47(15) . . ?
C12 N13 H13 119.3 . . ?
C14 N13 H13 119.3 . . ?
N1 C2 C17 110.76(16) . . ?
N1 C2 C16 106.72(15) . . ?
C17 C2 C16 110.40(16) . . ?
N1 C2 C3 112.04(14) . . ?
C17 C2 C3 110.10(15) . . ?
C16 C2 C3 106.68(15) . . ?
O3 C3 N4 122.96(16) . . ?
O3 C3 C2 121.21(15) . . ?
N4 C3 C2 115.81(15) . . ?
N4 C5 C18 110.36(15) . . ?
N4 C5 C19 106.47(15) . . ?
C18 C5 C19 111.21(17) . . ?
N4 C5 C6 111.43(14) . . ?
C18 C5 C6 109.87(16) . . ?
C19 C5 C6 107.42(15) . . ?
O6 C6 N7 122.96(16) . . ?
O6 C6 C5 119.31(16) . . ?
N7 C6 C5 117.70(15) . . ?
N7 C8 C20 107.84(14) . . ?
N7 C8 C21 110.45(15) . . ?
C20 C8 C21 110.21(15) . . ?
N7 C8 C9 111.41(14) . . ?
C20 C8 C9 107.69(16) . . ?
C21 C8 C9 109.18(15) . . ?
O9 C9 N10 122.19(17) . . ?
O9 C9 C8 120.20(16) . . ?
N10 C9 C8 117.61(15) . . ?
N10 C11 C22 111.64(16) . . ?
N10 C11 C23 107.84(14) . . ?
C22 C11 C23 110.06(15) . . ?
N10 C11 C12 110.61(14) . . ?
C22 C11 C12 110.94(15) . . ?
C23 C11 C12 105.54(16) . . ?
O12 C12 N13 122.08(17) . . ?
O12 C12 C11 120.92(16) . . ?
N13 C12 C11 116.62(15) . . ?
N13 C14 C15 109.32(15) . . ?
N13 C14 C25 110.73(15) . . ?
C15 C14 C25 110.88(15) . . ?
N13 C14 C24 107.29(14) . . ?
C15 C14 C24 107.79(16) . . ?
C25 C14 C24 110.72(16) . . ?
O15 C15 O16 123.86(19) . . ?
O15 C15 C14 125.15(18) . . ?
O16 C15 C14 110.87(16) . . ?
C2 C16 H16A 109.5 . . ?
C2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C2 C17 H17A 109.5 . . ?
C2 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C2 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C5 C18 H18A 109.5 . . ?
C5 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C5 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C5 C19 H19A 109.5 . . ?
C5 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C5 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C8 C20 H20A 109.5 . . ?
C8 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C8 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C8 C21 H21A 109.5 . . ?
C8 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C8 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C11 C22 H22A 109.5 . . ?
C11 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C11 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C11 C23 H23A 109.5 . . ?
C11 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C11 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C14 C24 H24A 109.5 . . ?
C14 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C14 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C14 C25 H25A 109.5 . . ?
C14 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C14 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C27 C26 C31 120.86(17) . . ?
C27 C26 S1 120.15(15) . . ?
C31 C26 S1 118.98(13) . . ?
C28 C27 C26 118.99(18) . . ?
C28 C27 H27 120.5 . . ?
C26 C27 H27 120.5 . . ?
C27 C28 C29 121.23(17) . . ?
C27 C28 H28 119.4 . . ?
C29 C28 H28 119.4 . . ?
C28 C29 C30 118.45(18) . . ?
C28 C29 C32 121.20(18) . . ?
C30 C29 C32 120.35(19) . . ?
C31 C30 C29 121.38(18) . . ?
C31 C30 H30 119.3 . . ?
C29 C30 H30 119.3 . . ?
C30 C31 C26 119.09(17) . . ?
C30 C31 H31 120.5 . . ?
C26 C31 H31 120.5 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
O16 C33 H33A 109.5 . . ?
O16 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
O16 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C38 C35 C36 122.2(8) . . ?
C38 C35 C37 115.5(7) . 2_666 ?
C36 C35 C37 122.3(6) . 2_666 ?
C38 C35 H35 1.3 . . ?
C36 C35 H35 120.9 . . ?
C37 C35 H35 116.8 2_666 . ?
C37 C36 C35 122.3(8) . . ?
C37 C36 H36 118.8 . . ?
C35 C36 H36 118.8 . . ?
C36 C37 C35 115.4(7) . 2_666 ?
C36 C37 H37 122.3 . . ?
C35 C37 H37 122.3 2_666 . ?
C35 C38 H35 4.9 . . ?
C35 C38 H38A 109.5 . . ?
H35 C38 H38A 108.0 . . ?
C35 C38 H38B 109.5 . . ?
H35 C38 H38B 106.1 . . ?
H38A C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H35 C38 H38C 114.2 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?

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 C2 -116.46(14) . . . . ?
O1 S1 N1 C2 13.71(16) . . . . ?
C26 S1 N1 C2 128.92(14) . . . . ?
S1 N1 C2 C17 -77.77(18) . . . . ?
S1 N1 C2 C16 162.02(13) . . . . ?
S1 N1 C2 C3 45.6(2) . . . . ?
C5 N4 C3 O3 -5.2(3) . . . . ?
C5 N4 C3 C2 173.10(15) . . . . ?
N1 C2 C3 O3 -145.86(16) . . . . ?
C17 C2 C3 O3 -22.1(2) . . . . ?
C16 C2 C3 O3 97.70(19) . . . . ?
N1 C2 C3 N4 35.8(2) . . . . ?
C17 C2 C3 N4 159.52(17) . . . . ?
C16 C2 C3 N4 -80.66(19) . . . . ?
C3 N4 C5 C18 -65.2(2) . . . . ?
C3 N4 C5 C19 174.04(16) . . . . ?
C3 N4 C5 C6 57.2(2) . . . . ?
C8 N7 C6 O6 1.7(3) . . . . ?
C8 N7 C6 C5 179.73(15) . . . . ?
N4 C5 C6 O6 -152.91(16) . . . . ?
C18 C5 C6 O6 -30.3(2) . . . . ?
C19 C5 C6 O6 90.8(2) . . . . ?
N4 C5 C6 N7 29.0(2) . . . . ?
C18 C5 C6 N7 151.63(16) . . . . ?
C19 C5 C6 N7 -87.26(19) . . . . ?
C6 N7 C8 C20 177.32(16) . . . . ?
C6 N7 C8 C21 -62.2(2) . . . . ?
C6 N7 C8 C9 59.3(2) . . . . ?
C11 N10 C9 O9 10.3(3) . . . . ?
C11 N10 C9 C8 -170.08(15) . . . . ?
N7 C8 C9 O9 -164.05(16) . . . . ?
C20 C8 C9 O9 77.9(2) . . . . ?
C21 C8 C9 O9 -41.8(2) . . . . ?
N7 C8 C9 N10 16.3(2) . . . . ?
C20 C8 C9 N10 -101.76(18) . . . . ?
C21 C8 C9 N10 138.57(17) . . . . ?
C9 N10 C11 C22 -75.8(2) . . . . ?
C9 N10 C11 C23 163.17(16) . . . . ?
C9 N10 C11 C12 48.2(2) . . . . ?
C14 N13 C12 O12 0.9(3) . . . . ?
C14 N13 C12 C11 173.96(15) . . . . ?
N10 C11 C12 O12 -150.67(16) . . . . ?
C22 C11 C12 O12 -26.2(2) . . . . ?
C23 C11 C12 O12 92.96(19) . . . . ?
N10 C11 C12 N13 36.2(2) . . . . ?
C22 C11 C12 N13 160.63(16) . . . . ?
C23 C11 C12 N13 -80.19(19) . . . . ?
C12 N13 C14 C15 -47.8(2) . . . . ?
C12 N13 C14 C25 74.7(2) . . . . ?
C12 N13 C14 C24 -164.41(17) . . . . ?
C33 O16 C15 O15 -3.7(3) . . . . ?
C33 O16 C15 C14 -179.89(17) . . . . ?
N13 C14 C15 O15 136.4(2) . . . . ?
C25 C14 C15 O15 14.1(3) . . . . ?
C24 C14 C15 O15 -107.3(2) . . . . ?
N13 C14 C15 O16 -47.4(2) . . . . ?
C25 C14 C15 O16 -169.76(16) . . . . ?
C24 C14 C15 O16 68.9(2) . . . . ?
O2 S1 C26 C27 144.83(15) . . . . ?
O1 S1 C26 C27 15.89(17) . . . . ?
N1 S1 C26 C27 -98.43(15) . . . . ?
O2 S1 C26 C31 -33.80(16) . . . . ?
O1 S1 C26 C31 -162.74(14) . . . . ?
N1 S1 C26 C31 82.94(16) . . . . ?
C31 C26 C27 C28 0.0(3) . . . . ?
S1 C26 C27 C28 -178.56(14) . . . . ?
C26 C27 C28 C29 -0.3(3) . . . . ?
C27 C28 C29 C30 -0.1(3) . . . . ?
C27 C28 C29 C32 179.86(17) . . . . ?
C28 C29 C30 C31 0.7(3) . . . . ?
C32 C29 C30 C31 -179.23(17) . . . . ?
C29 C30 C31 C26 -0.9(3) . . . . ?
C27 C26 C31 C30 0.6(3) . . . . ?
S1 C26 C31 C30 179.19(14) . . . . ?
C38 C35 C36 C37 -179.3(6) . . . . ?
C37 C35 C36 C37 1.5(9) 2_666 . . . ?
C35 C36 C37 C35 -1.4(8) . . . 2_666 ?

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
_geom_hbond_publ_flag
N4 H4 O2 0.88 2.58 3.192(2) 127.8 . yes
N7 H7 O1 0.88 2.22 3.0125(19) 149.8 . yes
N10 H10 O3 0.88 2.10 2.9605(18) 163.9 . yes
N13 H13 O6 0.88 2.07 2.9384(19) 168.8 . yes

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ata071_02_CF-THF
_database_code_depnum_ccdc_archive 'CCDC 2022591'
loop_
_audit_author_name
_audit_author_address
'Shoko Kikkawa'
;Toho University
Japan
;
_audit_update_record             
;
2020-10-15 deposited with the CCDC.	2020-11-18 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C30.56 H49.63 Cl1.44 N5 O8.52 S'
_chemical_formula_moiety         'C30.56 H49.63 Cl1.44 N5 O8.52 S'
_chemical_formula_weight         706.54
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   13.2585(7)
_cell_length_b                   12.4082(6)
_cell_length_c                   22.8754(10)
_cell_angle_alpha                90.0000
_cell_angle_beta                 94.548(4)
_cell_angle_gamma                90.0000
_cell_volume                     3751.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11200
_cell_measurement_theta_min      3.32
_cell_measurement_theta_max      70.35
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1506.52
_exptl_absorpt_coefficient_mu    2.154
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.481
_exptl_absorpt_correction_T_max  0.650

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            47682
_diffrn_reflns_av_unetI/netI     0.1107
_diffrn_reflns_av_R_equivalents  0.1275
_diffrn_reflns_theta_max         68.229
_diffrn_reflns_theta_min         3.344
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             6834
_reflns_number_gt                3802
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.1186
_refine_ls_R_factor_gt           0.0661
_refine_ls_wR_factor_ref         0.2188
_refine_ls_wR_factor_gt          0.1722
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_reflns         6834
_refine_ls_number_parameters     473
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0814P)²+0.3258P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.45
_refine_diff_density_min         -0.44
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.3639 0.7018
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.2992(3) 0.7238(3) 0.0777(3) 0.1221(14) Uani 0.481(3) 1 d . . P A 1
Cl2 Cl 0.19996(17) 0.8766(2) 0.14671(9) 0.0875(9) Uani 0.481(3) 1 d . . P A 1
Cl3 Cl 0.4127(2) 0.8985(3) 0.13160(15) 0.0826(9) Uani 0.481(3) 1 d . . P A 1
S1 S 0.38730(8) 0.43745(9) 0.17032(4) 0.0754(3) Uani 1 1 d . . . . .
O2 O 0.2753(2) 0.2601(2) 0.31147(10) 0.0701(7) Uani 1 1 d . . . . .
O5 O 0.10029(18) 0.4240(2) 0.37372(10) 0.0659(7) Uani 1 1 d . . . . .
O8 O 0.2904(2) 0.5260(2) 0.47716(10) 0.0701(7) Uani 1 1 d . . . . .
O11 O 0.2857(2) 0.2599(2) 0.55575(10) 0.0745(7) Uani 1 1 d . . . . .
O14 O 0.0803(2) 0.2052(2) 0.61048(10) 0.0747(7) Uani 1 1 d . . . . .
O15 O 0.1034(2) 0.1122(2) 0.52847(10) 0.0690(7) Uani 1 1 d . . . . .
O16 O 0.3914(2) 0.4702(3) 0.23072(11) 0.0864(8) Uani 1 1 d . . . . .
O17 O 0.3325(2) 0.5006(3) 0.12595(14) 0.0934(9) Uani 1 1 d . . . . .
N1 N 0.3402(2) 0.3189(3) 0.16666(12) 0.0704(9) Uani 1 1 d . . . . .
H1 H 0.313888 0.297635 0.133054 0.085 Uiso 1 1 calc R U . . .
N3 N 0.1835(2) 0.3404(3) 0.23710(12) 0.0646(8) Uani 1 1 d . . . . .
H3 H 0.180835 0.359587 0.200885 0.077 Uiso 1 1 calc R U . . .
N6 N 0.2254(2) 0.4926(2) 0.32384(11) 0.0623(8) Uani 1 1 d . . . . .
H6 H 0.253274 0.494458 0.291157 0.075 Uiso 1 1 calc R U . . .
N9 N 0.3241(2) 0.3860(3) 0.41846(11) 0.0610(8) Uani 1 1 d . . . . .
H9 H 0.325677 0.364280 0.382850 0.073 Uiso 1 1 calc R U . . .
N12 N 0.1723(2) 0.3026(2) 0.48143(11) 0.0624(8) Uani 1 1 d . . . . .
H12 H 0.161005 0.310724 0.444151 0.075 Uiso 1 1 calc R U . . .
C1 C 0.3380(3) 0.2430(3) 0.21597(15) 0.0681(10) Uani 1 1 d . . . . .
C2 C 0.2636(3) 0.2826(3) 0.25924(15) 0.0632(9) Uani 1 1 d . . . . .
C4 C 0.1011(3) 0.3717(3) 0.27228(15) 0.0675(10) Uani 1 1 d . . . . .
C5 C 0.1428(3) 0.4298(3) 0.32786(15) 0.0626(9) Uani 1 1 d . . . . .
C7 C 0.2697(3) 0.5582(3) 0.37330(14) 0.0624(9) Uani 1 1 d . . . . .
C8 C 0.2938(3) 0.4878(3) 0.42780(14) 0.0616(9) Uani 1 1 d . . . . .
C10 C 0.3543(3) 0.3106(3) 0.46569(14) 0.0610(9) Uani 1 1 d . . . . .
C11 C 0.2675(3) 0.2912(3) 0.50469(15) 0.0633(9) Uani 1 1 d . . . . .
C13 C 0.0868(3) 0.3015(3) 0.51840(14) 0.0646(10) Uani 1 1 d . . . . .
C14 C 0.0927(3) 0.2030(3) 0.55846(15) 0.0657(10) Uani 1 1 d . . . . .
C15 C 0.4411(3) 0.2224(4) 0.24782(17) 0.0849(13) Uani 1 1 d . . . . .
H15A H 0.467520 0.288596 0.264552 0.102 Uiso 1 1 calc R U . . .
H15B H 0.486384 0.195162 0.220595 0.102 Uiso 1 1 calc R U . . .
H15C H 0.434658 0.170560 0.278428 0.102 Uiso 1 1 calc R U . . .
C16 C 0.2941(3) 0.1377(4) 0.19024(16) 0.0824(12) Uani 1 1 d . . . . .
H16A H 0.339307 0.108030 0.163684 0.099 Uiso 1 1 calc R U . . .
H16B H 0.229575 0.151596 0.169526 0.099 Uiso 1 1 calc R U . . .
H16C H 0.285820 0.087313 0.221352 0.099 Uiso 1 1 calc R U . . .
C17 C 0.0334(3) 0.4513(4) 0.23674(17) 0.0898(14) Uani 1 1 d . . . . .
H17A H 0.073197 0.511169 0.225289 0.108 Uiso 1 1 calc R U . . .
H17B H -0.018628 0.476661 0.260201 0.108 Uiso 1 1 calc R U . . .
H17C H 0.002964 0.416046 0.202374 0.108 Uiso 1 1 calc R U . . .
C18 C 0.0421(3) 0.2721(4) 0.28852(19) 0.0892(13) Uani 1 1 d . . . . .
H18A H 0.086833 0.222714 0.309973 0.107 Uiso 1 1 calc R U . . .
H18B H 0.013297 0.237808 0.253449 0.107 Uiso 1 1 calc R U . . .
H18C H -0.011026 0.292972 0.312362 0.107 Uiso 1 1 calc R U . . .
C19 C 0.3688(3) 0.6044(3) 0.35450(15) 0.0703(10) Uani 1 1 d . . . . .
H19A H 0.355116 0.649396 0.320674 0.084 Uiso 1 1 calc R U . . .
H19B H 0.412693 0.546461 0.345054 0.084 Uiso 1 1 calc R U . . .
H19C H 0.400982 0.646305 0.385960 0.084 Uiso 1 1 calc R U . . .
C20 C 0.1985(3) 0.6492(3) 0.38650(17) 0.0746(11) Uani 1 1 d . . . . .
H20A H 0.135354 0.619648 0.396825 0.090 Uiso 1 1 calc R U . . .
H20B H 0.186757 0.694087 0.352453 0.090 Uiso 1 1 calc R U . . .
H20C H 0.228183 0.691402 0.418556 0.090 Uiso 1 1 calc R U . . .
C21 C 0.4476(3) 0.3508(3) 0.50341(15) 0.0723(11) Uani 1 1 d . . . . .
H21A H 0.431713 0.417377 0.522008 0.087 Uiso 1 1 calc R U . . .
H21B H 0.502274 0.362224 0.478997 0.087 Uiso 1 1 calc R U . . .
H21C H 0.467195 0.298014 0.532817 0.087 Uiso 1 1 calc R U . . .
C22 C 0.3780(3) 0.2029(3) 0.43783(16) 0.0728(11) Uani 1 1 d . . . . .
H22A H 0.433712 0.211699 0.413886 0.087 Uiso 1 1 calc R U . . .
H22B H 0.319701 0.178276 0.413994 0.087 Uiso 1 1 calc R U . . .
H22C H 0.395546 0.151028 0.468053 0.087 Uiso 1 1 calc R U . . .
C23 C -0.0106(3) 0.2919(3) 0.47812(16) 0.0731(11) Uani 1 1 d . . . . .
H23A H -0.009906 0.225421 0.456651 0.088 Uiso 1 1 calc R U . . .
H23B H -0.015067 0.351270 0.451157 0.088 Uiso 1 1 calc R U . . .
H23C H -0.067856 0.292857 0.501289 0.088 Uiso 1 1 calc R U . . .
C24 C 0.0890(3) 0.4046(3) 0.55450(16) 0.0736(11) Uani 1 1 d . . . . .
H24A H 0.086756 0.465810 0.528725 0.088 Uiso 1 1 calc R U . . .
H24B H 0.150019 0.406935 0.580012 0.088 Uiso 1 1 calc R U . . .
H24C H 0.031517 0.406254 0.577512 0.088 Uiso 1 1 calc R U . . .
C25 C 0.5122(3) 0.4310(3) 0.14863(15) 0.0652(10) Uani 1 1 d . . . . .
C26 C 0.5267(3) 0.4220(3) 0.08986(17) 0.0768(11) Uani 1 1 d . . . . .
H26 H 0.471339 0.416230 0.062425 0.092 Uiso 1 1 calc R U . . .
C27 C 0.6237(4) 0.4216(3) 0.07176(18) 0.0813(12) Uani 1 1 d . . . . .
H27 H 0.632645 0.415377 0.031990 0.098 Uiso 1 1 calc R U . . .
C28 C 0.7079(3) 0.4303(3) 0.1114(2) 0.0780(11) Uani 1 1 d . . . . .
C29 C 0.6918(3) 0.4365(4) 0.16920(19) 0.0838(12) Uani 1 1 d . . . . .
H29 H 0.747374 0.440825 0.196571 0.101 Uiso 1 1 calc R U . . .
C30 C 0.5948(3) 0.4366(4) 0.18909(18) 0.0807(12) Uani 1 1 d . . . . .
H30 H 0.586119 0.440440 0.228984 0.097 Uiso 1 1 calc R U . . .
C31 C 0.8122(4) 0.4363(4) 0.0903(2) 0.0994(15) Uani 1 1 d . . . . .
H31A H 0.859992 0.405066 0.119198 0.119 Uiso 1 1 calc R U . . .
H31B H 0.829682 0.510250 0.084122 0.119 Uiso 1 1 calc R U . . .
H31C H 0.813614 0.397284 0.054133 0.119 Uiso 1 1 calc R U . . .
C32 C 0.1016(3) 0.0140(3) 0.56255(17) 0.0767(11) Uani 1 1 d . . . . .
H32A H 0.040282 0.011185 0.582185 0.092 Uiso 1 1 calc R U . . .
H32B H 0.158736 0.012782 0.591065 0.092 Uiso 1 1 calc R U . . .
H32C H 0.104544 -0.047093 0.536986 0.092 Uiso 1 1 calc R U . . .
C33 C 0.2991(11) 0.8543(11) 0.0984(5) 0.075(3) Uani 0.481(3) 1 d . . P A 1
H33 H 0.283688 0.898013 0.063177 0.090 Uiso 0.481(3) 1 calc R U P A 1
O38 O 0.3392(7) 0.8688(7) 0.1800(3) 0.142(3) Uani 0.519(3) 1 d . . P A 2
C35 C 0.2266(9) 0.7577(11) 0.1309(5) 0.123(4) Uani 0.519(3) 1 d . . P A 2
H35A H 0.164990 0.799740 0.124605 0.147 Uiso 0.519(3) 1 calc R U P A 2
H35B H 0.209216 0.682097 0.126077 0.147 Uiso 0.519(3) 1 calc R U P A 2
C34 C 0.2725(11) 0.7764(11) 0.1891(5) 0.128(4) Uani 0.519(3) 1 d . . P A 2
H34A H 0.310923 0.714159 0.203736 0.153 Uiso 0.519(3) 1 calc R U P A 2
H34B H 0.222203 0.794160 0.216080 0.153 Uiso 0.519(3) 1 calc R U P A 2
C37 C 0.355(2) 0.8740(16) 0.1215(8) 0.179(12) Uani 0.519(3) 1 d . . P A 2
H37A H 0.426586 0.866357 0.116730 0.215 Uiso 0.519(3) 1 calc R U P A 2
H37B H 0.333499 0.943967 0.106220 0.215 Uiso 0.519(3) 1 calc R U P A 2
C36 C 0.2989(17) 0.789(2) 0.0876(8) 0.190(15) Uani 0.519(3) 1 d . . P A 2
H36A H 0.342554 0.729963 0.078394 0.228 Uiso 0.519(3) 1 calc R U P A 2
H36B H 0.264586 0.817281 0.051805 0.228 Uiso 0.519(3) 1 calc R U P A 2


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2019)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Cl1 C33 1.688(14) . ?
Cl2 C33 1.804(15) . ?
Cl3 C33 1.721(13) . ?
S1 O17 1.434(3) . ?
S1 O16 1.437(3) . ?
S1 N1 1.598(3) . ?
S1 C25 1.767(4) . ?
O2 C2 1.225(4) . ?
O5 C5 1.232(4) . ?
O8 C8 1.229(4) . ?
O11 C11 1.236(4) . ?
O14 C14 1.214(4) . ?
O15 C14 1.333(4) . ?
O15 C32 1.447(4) . ?
N1 C1 1.471(5) . ?
N1 H1 0.8600 . ?
N3 C2 1.346(5) . ?
N3 C4 1.460(4) . ?
N3 H3 0.8600 . ?
N6 C5 1.354(5) . ?
N6 C7 1.477(4) . ?
N6 H6 0.8600 . ?
N9 C8 1.348(5) . ?
N9 C10 1.461(4) . ?
N9 H9 0.8600 . ?
N12 C11 1.338(5) . ?
N12 C13 1.467(4) . ?
N12 H12 0.8600 . ?
C1 C15 1.519(6) . ?
C1 C16 1.529(6) . ?
C1 C2 1.532(5) . ?
C4 C18 1.525(6) . ?
C4 C17 1.525(6) . ?
C4 C5 1.526(5) . ?
C7 C20 1.517(5) . ?
C7 C19 1.526(5) . ?
C7 C8 1.535(5) . ?
C10 C22 1.524(5) . ?
C10 C11 1.530(5) . ?
C10 C21 1.535(5) . ?
C13 C24 1.522(5) . ?
C13 C14 1.525(5) . ?
C13 C23 1.530(5) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.378(5) . ?
C25 C30 1.379(6) . ?
C26 C27 1.382(6) . ?
C26 H26 0.9300 . ?
C27 C28 1.386(6) . ?
C27 H27 0.9300 . ?
C28 C29 1.358(6) . ?
C28 C31 1.502(6) . ?
C29 C30 1.398(6) . ?
C29 H29 0.9300 . ?
C30 H30 0.9300 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 H33 0.9800 . ?
O38 C37 1.372(16) . ?
O38 C34 1.473(14) . ?
C35 C34 1.438(14) . ?
C35 C36 1.48(2) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C37 C36 1.47(2) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?

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
O17 S1 O16 120.3(2) . . ?
O17 S1 N1 107.01(18) . . ?
O16 S1 N1 107.17(17) . . ?
O17 S1 C25 105.02(18) . . ?
O16 S1 C25 108.54(17) . . ?
N1 S1 C25 108.36(18) . . ?
C14 O15 C32 115.3(3) . . ?
C1 N1 S1 125.5(2) . . ?
C1 N1 H1 117.3 . . ?
S1 N1 H1 117.3 . . ?
C2 N3 C4 122.4(3) . . ?
C2 N3 H3 118.8 . . ?
C4 N3 H3 118.8 . . ?
C5 N6 C7 122.7(3) . . ?
C5 N6 H6 118.7 . . ?
C7 N6 H6 118.7 . . ?
C8 N9 C10 123.4(3) . . ?
C8 N9 H9 118.3 . . ?
C10 N9 H9 118.3 . . ?
C11 N12 C13 121.2(3) . . ?
C11 N12 H12 119.4 . . ?
C13 N12 H12 119.4 . . ?
N1 C1 C15 113.8(3) . . ?
N1 C1 C16 106.4(3) . . ?
C15 C1 C16 110.0(3) . . ?
N1 C1 C2 110.1(3) . . ?
C15 C1 C2 110.2(3) . . ?
C16 C1 C2 106.1(3) . . ?
O2 C2 N3 121.5(3) . . ?
O2 C2 C1 121.3(3) . . ?
N3 C2 C1 117.2(3) . . ?
N3 C4 C18 109.9(3) . . ?
N3 C4 C17 108.2(3) . . ?
C18 C4 C17 111.3(4) . . ?
N3 C4 C5 110.3(3) . . ?
C18 C4 C5 109.8(3) . . ?
C17 C4 C5 107.3(3) . . ?
O5 C5 N6 121.2(3) . . ?
O5 C5 C4 121.5(3) . . ?
N6 C5 C4 117.2(3) . . ?
N6 C7 C20 110.3(3) . . ?
N6 C7 C19 106.8(3) . . ?
C20 C7 C19 109.9(3) . . ?
N6 C7 C8 110.7(3) . . ?
C20 C7 C8 110.8(3) . . ?
C19 C7 C8 108.3(3) . . ?
O8 C8 N9 122.7(3) . . ?
O8 C8 C7 120.4(4) . . ?
N9 C8 C7 116.8(3) . . ?
N9 C10 C22 107.8(3) . . ?
N9 C10 C11 111.0(3) . . ?
C22 C10 C11 107.2(3) . . ?
N9 C10 C21 111.7(3) . . ?
C22 C10 C21 109.6(3) . . ?
C11 C10 C21 109.5(3) . . ?
O11 C11 N12 121.1(3) . . ?
O11 C11 C10 120.1(3) . . ?
N12 C11 C10 118.7(3) . . ?
N12 C13 C24 108.8(3) . . ?
N12 C13 C14 110.4(3) . . ?
C24 C13 C14 110.5(3) . . ?
N12 C13 C23 107.9(3) . . ?
C24 C13 C23 111.8(3) . . ?
C14 C13 C23 107.5(3) . . ?
O14 C14 O15 123.4(3) . . ?
O14 C14 C13 124.5(4) . . ?
O15 C14 C13 111.7(3) . . ?
C1 C15 H15A 109.5 . . ?
C1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C1 C16 H16A 109.5 . . ?
C1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C4 C17 H17A 109.5 . . ?
C4 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C4 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C4 C18 H18A 109.5 . . ?
C4 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C4 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C7 C19 H19A 109.5 . . ?
C7 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C7 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C7 C20 H20A 109.5 . . ?
C7 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C7 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C10 C21 H21A 109.5 . . ?
C10 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C10 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C10 C22 H22A 109.5 . . ?
C10 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C10 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C13 C23 H23A 109.5 . . ?
C13 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C13 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C13 C24 H24A 109.5 . . ?
C13 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C13 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C30 119.6(4) . . ?
C26 C25 S1 119.0(3) . . ?
C30 C25 S1 121.4(3) . . ?
C25 C26 C27 119.9(4) . . ?
C25 C26 H26 120.1 . . ?
C27 C26 H26 120.1 . . ?
C26 C27 C28 121.6(4) . . ?
C26 C27 H27 119.2 . . ?
C28 C27 H27 119.2 . . ?
C29 C28 C27 117.4(4) . . ?
C29 C28 C31 122.0(4) . . ?
C27 C28 C31 120.6(4) . . ?
C28 C29 C30 122.5(4) . . ?
C28 C29 H29 118.8 . . ?
C30 C29 H29 118.8 . . ?
C25 C30 C29 118.9(4) . . ?
C25 C30 H30 120.5 . . ?
C29 C30 H30 120.5 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O15 C32 H32A 109.5 . . ?
O15 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
O15 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
Cl1 C33 Cl3 114.2(9) . . ?
Cl1 C33 Cl2 109.6(8) . . ?
Cl3 C33 Cl2 109.6(7) . . ?
Cl1 C33 H33 107.7 . . ?
Cl3 C33 H33 107.7 . . ?
Cl2 C33 H33 107.7 . . ?
C37 O38 C34 108.3(11) . . ?
C34 C35 C36 109.0(12) . . ?
C34 C35 H35A 109.9 . . ?
C36 C35 H35A 109.9 . . ?
C34 C35 H35B 109.9 . . ?
C36 C35 H35B 109.9 . . ?
H35A C35 H35B 108.3 . . ?
C35 C34 O38 102.1(10) . . ?
C35 C34 H34A 111.4 . . ?
O38 C34 H34A 111.4 . . ?
C35 C34 H34B 111.4 . . ?
O38 C34 H34B 111.4 . . ?
H34A C34 H34B 109.2 . . ?
O38 C37 C36 111.8(16) . . ?
O38 C37 H37A 109.3 . . ?
C36 C37 H37A 109.3 . . ?
O38 C37 H37B 109.3 . . ?
C36 C37 H37B 109.3 . . ?
H37A C37 H37B 107.9 . . ?
C37 C36 C35 99.4(16) . . ?
C37 C36 H36A 111.9 . . ?
C35 C36 H36A 111.9 . . ?
C37 C36 H36B 111.9 . . ?
C35 C36 H36B 111.9 . . ?
H36A C36 H36B 109.6 . . ?

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
O17 S1 N1 C1 -151.3(3) . . . . ?
O16 S1 N1 C1 -21.0(4) . . . . ?
C25 S1 N1 C1 95.9(3) . . . . ?
S1 N1 C1 C15 -54.0(4) . . . . ?
S1 N1 C1 C16 -175.2(3) . . . . ?
S1 N1 C1 C2 70.2(4) . . . . ?
C4 N3 C2 O2 -5.7(6) . . . . ?
C4 N3 C2 C1 172.5(3) . . . . ?
N1 C1 C2 O2 -151.7(3) . . . . ?
C15 C1 C2 O2 -25.4(5) . . . . ?
C16 C1 C2 O2 93.6(4) . . . . ?
N1 C1 C2 N3 30.1(4) . . . . ?
C15 C1 C2 N3 156.4(4) . . . . ?
C16 C1 C2 N3 -84.6(4) . . . . ?
C2 N3 C4 C18 -67.7(4) . . . . ?
C2 N3 C4 C17 170.6(4) . . . . ?
C2 N3 C4 C5 53.5(5) . . . . ?
C7 N6 C5 O5 -0.2(5) . . . . ?
C7 N6 C5 C4 176.3(3) . . . . ?
N3 C4 C5 O5 -149.0(3) . . . . ?
C18 C4 C5 O5 -27.8(5) . . . . ?
C17 C4 C5 O5 93.3(4) . . . . ?
N3 C4 C5 N6 34.5(5) . . . . ?
C18 C4 C5 N6 155.7(3) . . . . ?
C17 C4 C5 N6 -83.3(4) . . . . ?
C5 N6 C7 C20 -68.3(4) . . . . ?
C5 N6 C7 C19 172.3(3) . . . . ?
C5 N6 C7 C8 54.6(4) . . . . ?
C10 N9 C8 O8 0.9(5) . . . . ?
C10 N9 C8 C7 177.0(3) . . . . ?
N6 C7 C8 O8 -149.7(3) . . . . ?
C20 C7 C8 O8 -27.1(5) . . . . ?
C19 C7 C8 O8 93.5(4) . . . . ?
N6 C7 C8 N9 34.1(4) . . . . ?
C20 C7 C8 N9 156.7(3) . . . . ?
C19 C7 C8 N9 -82.7(4) . . . . ?
C8 N9 C10 C22 177.2(3) . . . . ?
C8 N9 C10 C11 60.1(4) . . . . ?
C8 N9 C10 C21 -62.3(4) . . . . ?
C13 N12 C11 O11 13.4(5) . . . . ?
C13 N12 C11 C10 -170.5(3) . . . . ?
N9 C10 C11 O11 -156.7(3) . . . . ?
C22 C10 C11 O11 85.9(4) . . . . ?
C21 C10 C11 O11 -33.0(5) . . . . ?
N9 C10 C11 N12 27.2(5) . . . . ?
C22 C10 C11 N12 -90.3(4) . . . . ?
C21 C10 C11 N12 150.9(3) . . . . ?
C11 N12 C13 C24 70.5(4) . . . . ?
C11 N12 C13 C14 -50.9(4) . . . . ?
C11 N12 C13 C23 -168.0(3) . . . . ?
C32 O15 C14 O14 -1.4(5) . . . . ?
C32 O15 C14 C13 -175.3(3) . . . . ?
N12 C13 C14 O14 134.2(4) . . . . ?
C24 C13 C14 O14 13.7(5) . . . . ?
C23 C13 C14 O14 -108.4(4) . . . . ?
N12 C13 C14 O15 -52.0(4) . . . . ?
C24 C13 C14 O15 -172.4(3) . . . . ?
C23 C13 C14 O15 65.5(4) . . . . ?
O17 S1 C25 C26 -37.6(4) . . . . ?
O16 S1 C25 C26 -167.4(3) . . . . ?
N1 S1 C25 C26 76.5(4) . . . . ?
O17 S1 C25 C30 141.3(4) . . . . ?
O16 S1 C25 C30 11.5(4) . . . . ?
N1 S1 C25 C30 -104.6(4) . . . . ?
C30 C25 C26 C27 -1.8(6) . . . . ?
S1 C25 C26 C27 177.2(3) . . . . ?
C25 C26 C27 C28 -0.1(7) . . . . ?
C26 C27 C28 C29 1.7(7) . . . . ?
C26 C27 C28 C31 -176.4(4) . . . . ?
C27 C28 C29 C30 -1.4(7) . . . . ?
C31 C28 C29 C30 176.6(4) . . . . ?
C26 C25 C30 C29 2.0(6) . . . . ?
S1 C25 C30 C29 -176.9(3) . . . . ?
C28 C29 C30 C25 -0.5(7) . . . . ?
C36 C35 C34 O38 30.7(19) . . . . ?
C37 O38 C34 C35 -19.5(18) . . . . ?
C34 O38 C37 C36 2(3) . . . . ?
O38 C37 C36 C35 16(3) . . . . ?
C34 C35 C36 C37 -29(3) . . . . ?

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
_geom_hbond_publ_flag
N1 H1 O11 0.86 1.92 2.761(4) 167.1 4_565 yes
N3 H3 O14 0.86 2.50 3.155(4) 133.3 4_565 yes
N6 H6 O16 0.86 2.40 3.194(4) 153.8 . yes
N9 H9 O2 0.86 2.15 2.932(4) 151.6 . yes
N12 H12 O5 0.86 2.24 2.980(4) 144.2 . yes
C15 H15A O16 0.96 2.56 3.162(6) 120.6 . yes
C16 H16A Cl3^a 0.96 2.89 3.663(6) 138.2 1_545 yes
C18 H18A O2 0.96 2.54 3.098(5) 117.2 . yes
C18 H18C Cl2^a 0.96 2.93 3.864(5) 163.9 2_545 yes
C20 H20A O5 0.96 2.52 3.086(5) 117.8 . yes
C21 H21A O8 0.96 2.46 3.038(5) 118.2 . yes
C21 H21B Cl3^a 0.96 2.89 3.772(5) 154.0 2_645 yes
C22 H22B O2 0.96 2.58 3.176(4) 120.4 . yes
C23 H23B O5 0.96 2.59 3.333(4) 134.1 . yes
C24 H24B O11 0.96 2.65 3.165(5) 113.9 . yes
C32 H32B O17 0.96 2.38 3.287(5) 156.7 4_566 yes

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ata075_02_Me-Me
_database_code_depnum_ccdc_archive 'CCDC 2022593'
loop_
_audit_author_name
_audit_author_address
'Shoko Kikkawa'
;Toho University
Japan
;
_audit_update_record             
;
2020-08-11 deposited with the CCDC.	2020-11-18 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C31.5 H49 N5 O9 S'
_chemical_formula_moiety         'C31.5 H49 N5 O9 S'
_chemical_formula_weight         673.82
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   8.27710(10)
_cell_length_b                   11.4080(3)
_cell_length_c                   19.4068(4)
_cell_angle_alpha                89.945(2)
_cell_angle_beta                 79.6420(10)
_cell_angle_gamma                88.733(2)
_cell_volume                     1802.18(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    34654
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      73.30
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.237
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.101
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             722.00
_exptl_absorpt_coefficient_mu    1.270
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.639
_exptl_absorpt_correction_T_max  0.880

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            46978
_diffrn_reflns_av_unetI/netI     0.0277
_diffrn_reflns_av_R_equivalents  0.0584
_diffrn_reflns_theta_max         68.248
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             6466
_reflns_number_gt                5504
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0446
_refine_ls_wR_factor_ref         0.1350
_refine_ls_wR_factor_gt          0.1282
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         6466
_refine_ls_number_parameters     457
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0713P)²+0.4363P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.24
_refine_diff_density_min         -0.51
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.36214(5) 0.86810(4) 0.30373(2) 0.04438(15) Uani 1 1 d . . . . .
O1 O 0.33375(16) 0.75047(12) 0.28269(7) 0.0522(4) Uani 1 1 d . . . . .
O2 O 0.29591(17) 0.96483(13) 0.27013(7) 0.0545(4) Uani 1 1 d . . . . .
O3 O 0.70830(15) 0.59749(11) 0.24971(7) 0.0423(3) Uani 1 1 d . . . . .
O6 O 0.61354(16) 0.46885(11) 0.09489(7) 0.0465(3) Uani 1 1 d . . . . .
O9 O 0.31476(17) 0.27431(13) 0.21361(9) 0.0640(4) Uani 1 1 d . . . . .
O12 O 0.67353(17) 0.08920(12) 0.22626(8) 0.0550(4) Uani 1 1 d . . . . .
O15 O 0.88098(17) -0.03589(12) 0.09131(9) 0.0595(4) Uani 1 1 d . . . . .
O16 O 0.98985(15) 0.12829(11) 0.12535(7) 0.0484(3) Uani 1 1 d . . . . .
O32 O 0.0779(2) 0.90357(13) 0.60460(8) 0.0608(4) Uani 1 1 d . . . . .
N1 N 0.5568(2) 0.88784(16) 0.29515(9) 0.0451(4) Uani 1 1 d . . . . .
H1 H 0.582(3) 0.951(2) 0.2792(12) 0.049(7) Uiso 1 1 d . . . . .
N4 N 0.65953(19) 0.74286(15) 0.17730(8) 0.0432(4) Uani 1 1 d . . . . .
H4 H 0.651(3) 0.817(2) 0.1706(12) 0.054(6) Uiso 1 1 d . . . . .
N7 N 0.42485(18) 0.57374(15) 0.17019(9) 0.0440(4) Uani 1 1 d . . . . .
H7 H 0.409(3) 0.632(2) 0.1934(12) 0.053(6) Uiso 1 1 d . . . . .
N10 N 0.51273(19) 0.38434(15) 0.24477(8) 0.0430(4) Uani 1 1 d . . . . .
H10 H 0.551(3) 0.451(2) 0.2445(12) 0.051(6) Uiso 1 1 d . . . . .
N13 N 0.68463(18) 0.23170(15) 0.14600(9) 0.0429(4) Uani 1 1 d . . . . .
H13 H 0.668(3) 0.303(2) 0.1364(12) 0.051(6) Uiso 1 1 d . . . . .
C2 C 0.6808(2) 0.79388(16) 0.29829(10) 0.0426(4) Uani 1 1 d . . . . .
C3 C 0.6828(2) 0.70184(16) 0.23958(10) 0.0397(4) Uani 1 1 d . . . . .
C5 C 0.6790(2) 0.66928(17) 0.11421(10) 0.0469(5) Uani 1 1 d . . . . .
C6 C 0.5704(2) 0.56172(16) 0.12646(9) 0.0422(4) Uani 1 1 d . . . . .
C8 C 0.3054(2) 0.47951(18) 0.18485(11) 0.0508(5) Uani 1 1 d . . . . .
C9 C 0.3790(2) 0.36998(18) 0.21517(11) 0.0479(5) Uani 1 1 d . . . . .
C11 C 0.6017(2) 0.28529(17) 0.26980(11) 0.0485(5) Uani 1 1 d . . . . .
C12 C 0.6513(2) 0.19339(17) 0.21181(11) 0.0452(4) Uani 1 1 d . . . . .
C14 C 0.7351(2) 0.15091(16) 0.08707(11) 0.0446(4) Uani 1 1 d . . . . .
C15 C 0.8733(2) 0.06838(17) 0.10258(11) 0.0474(5) Uani 1 1 d . . . . .
C16 C 0.6496(3) 0.73293(18) 0.36879(10) 0.0511(5) Uani 1 1 d . . . . .
H16A H 0.544844 0.692468 0.374582 0.061 Uiso 1 1 calc R U . . .
H16B H 0.645240 0.791162 0.406210 0.061 Uiso 1 1 calc R U . . .
H16C H 0.738621 0.675783 0.371121 0.061 Uiso 1 1 calc R U . . .
C17 C 0.8490(2) 0.85167(18) 0.28522(12) 0.0514(5) Uani 1 1 d . . . . .
H17A H 0.852978 0.909816 0.321980 0.062 Uiso 1 1 calc R U . . .
H17B H 0.866124 0.890435 0.239481 0.062 Uiso 1 1 calc R U . . .
H17C H 0.935328 0.791709 0.285845 0.062 Uiso 1 1 calc R U . . .
C18 C 0.8589(3) 0.6306(2) 0.09194(12) 0.0613(6) Uani 1 1 d . . . . .
H18A H 0.871900 0.586014 0.048062 0.074 Uiso 1 1 calc R U . . .
H18B H 0.892106 0.581062 0.128496 0.074 Uiso 1 1 calc R U . . .
H18C H 0.927874 0.699802 0.084990 0.074 Uiso 1 1 calc R U . . .
C19 C 0.6215(4) 0.7436(2) 0.05726(11) 0.0661(7) Uani 1 1 d . . . . .
H19A H 0.693404 0.810715 0.046460 0.079 Uiso 1 1 calc R U . . .
H19B H 0.508453 0.771698 0.073830 0.079 Uiso 1 1 calc R U . . .
H19C H 0.625699 0.695876 0.014967 0.079 Uiso 1 1 calc R U . . .
C20 C 0.1619(2) 0.5253(2) 0.23975(14) 0.0659(7) Uani 1 1 d . . . . .
H20A H 0.202495 0.547985 0.282137 0.079 Uiso 1 1 calc R U . . .
H20B H 0.080956 0.463585 0.251187 0.079 Uiso 1 1 calc R U . . .
H20C H 0.110295 0.593552 0.221119 0.079 Uiso 1 1 calc R U . . .
C21 C 0.2432(3) 0.4463(2) 0.11785(14) 0.0693(7) Uani 1 1 d . . . . .
H21A H 0.335490 0.416923 0.082817 0.083 Uiso 1 1 calc R U . . .
H21B H 0.193328 0.515580 0.099456 0.083 Uiso 1 1 calc R U . . .
H21C H 0.161107 0.385224 0.128444 0.083 Uiso 1 1 calc R U . . .
C22 C 0.5031(4) 0.2285(2) 0.33403(13) 0.0728(7) Uani 1 1 d . . . . .
H22A H 0.403901 0.194832 0.321930 0.087 Uiso 1 1 calc R U . . .
H22B H 0.471972 0.287541 0.370926 0.087 Uiso 1 1 calc R U . . .
H22C H 0.569783 0.166237 0.350771 0.087 Uiso 1 1 calc R U . . .
C23 C 0.7621(3) 0.3317(2) 0.28665(15) 0.0679(7) Uani 1 1 d . . . . .
H23A H 0.737291 0.389698 0.324529 0.081 Uiso 1 1 calc R U . . .
H23B H 0.824561 0.368624 0.244868 0.081 Uiso 1 1 calc R U . . .
H23C H 0.827165 0.266640 0.301363 0.081 Uiso 1 1 calc R U . . .
C24 C 0.5885(2) 0.07984(18) 0.07459(12) 0.0521(5) Uani 1 1 d . . . . .
H24A H 0.547008 0.034056 0.116553 0.063 Uiso 1 1 calc R U . . .
H24B H 0.623056 0.026686 0.034769 0.063 Uiso 1 1 calc R U . . .
H24C H 0.501392 0.133207 0.064439 0.063 Uiso 1 1 calc R U . . .
C25 C 0.8043(3) 0.22339(18) 0.02319(11) 0.0535(5) Uani 1 1 d . . . . .
H25A H 0.844066 0.171057 -0.016541 0.064 Uiso 1 1 calc R U . . .
H25B H 0.895378 0.269832 0.033408 0.064 Uiso 1 1 calc R U . . .
H25C H 0.717954 0.275988 0.011545 0.064 Uiso 1 1 calc R U . . .
C26 C 0.2812(2) 0.87549(16) 0.39401(10) 0.0438(4) Uani 1 1 d . . . . .
C27 C 0.1534(2) 0.80403(18) 0.42099(11) 0.0498(5) Uani 1 1 d . . . . .
H27 H 0.113962 0.749818 0.391137 0.060 Uiso 1 1 calc R U . . .
C28 C 0.0815(2) 0.81028(19) 0.49135(11) 0.0518(5) Uani 1 1 d . . . . .
H28 H -0.005973 0.760280 0.509825 0.062 Uiso 1 1 calc R U . . .
C29 C 0.1394(2) 0.89079(18) 0.53437(11) 0.0487(5) Uani 1 1 d . . . . .
C30 C 0.2659(3) 0.96316(19) 0.50664(11) 0.0563(5) Uani 1 1 d . . . . .
H30 H 0.304380 1.018572 0.536093 0.068 Uiso 1 1 calc R U . . .
C31 C 0.3370(3) 0.95635(19) 0.43734(11) 0.0532(5) Uani 1 1 d . . . . .
H31 H 0.424091 1.006704 0.418941 0.064 Uiso 1 1 calc R U . . .
C32 C -0.0584(3) 0.8407(2) 0.63331(12) 0.0661(7) Uani 1 1 d . . . . .
H32A H -0.089314 0.859390 0.683288 0.079 Uiso 1 1 calc R U . . .
H32B H -0.032853 0.756562 0.627547 0.079 Uiso 1 1 calc R U . . .
H32C H -0.149897 0.861370 0.609485 0.079 Uiso 1 1 calc R U . . .
C33 C 1.1308(2) 0.0604(2) 0.13914(13) 0.0572(6) Uani 1 1 d . . . . .
H33A H 1.186705 0.022718 0.095722 0.069 Uiso 1 1 calc R U . . .
H33B H 1.094069 0.000195 0.174192 0.069 Uiso 1 1 calc R U . . .
H33C H 1.206886 0.112340 0.156838 0.069 Uiso 1 1 calc R U . . .
C34 C -0.0375(3) 0.4945(2) 0.43403(17) 0.0759(7) Uani 1 1 d . . . . .
H34 H -0.063143 0.490494 0.388312 0.091 Uiso 1 1 calc R U . . .
C35 C 0.1251(3) 0.4938(2) 0.44232(17) 0.0771(8) Uani 1 1 d . . . . .
H35 H 0.210097 0.489693 0.402312 0.092 Uiso 1 1 calc R U . . .
C36 C 0.1641(3) 0.4991(2) 0.50786(18) 0.0777(8) Uani 1 1 d . . . . .
H41 H 0.275687 0.498429 0.513688 0.093 Uiso 0.5 1 calc R U P A 2
C37 C 0.3471(6) 0.5089(6) 0.5078(3) 0.0826(16) Uani 0.5 1 d . . P B 1
H37A H 0.408449 0.455588 0.472433 0.124 Uiso 0.5 1 calc R U P B 1
H37B H 0.370057 0.487868 0.554062 0.124 Uiso 0.5 1 calc R U P B 1
H37C H 0.380574 0.589648 0.496725 0.124 Uiso 0.5 1 calc R U P B 1


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2019)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 O2 1.4296(15) . ?
S1 O1 1.4394(13) . ?
S1 N1 1.6110(17) . ?
S1 C26 1.761(2) . ?
O3 C3 1.226(2) . ?
O6 C6 1.237(2) . ?
O9 C9 1.228(2) . ?
O12 C12 1.238(2) . ?
O15 C15 1.208(2) . ?
O16 C15 1.333(2) . ?
O16 C33 1.451(2) . ?
O32 C29 1.373(2) . ?
O32 C32 1.381(3) . ?
N1 C2 1.476(2) . ?
N1 H1 0.81(2) . ?
N4 C3 1.340(2) . ?
N4 C5 1.468(2) . ?
N4 H4 0.86(2) . ?
N7 C6 1.348(2) . ?
N7 C8 1.470(3) . ?
N7 H7 0.80(2) . ?
N10 C9 1.348(2) . ?
N10 C11 1.465(3) . ?
N10 H10 0.82(2) . ?
N13 C12 1.333(3) . ?
N13 C14 1.465(2) . ?
N13 H13 0.84(2) . ?
C2 C16 1.517(3) . ?
C2 C17 1.533(3) . ?
C2 C3 1.548(2) . ?
C5 C19 1.528(3) . ?
C5 C18 1.529(3) . ?
C5 C6 1.530(3) . ?
C8 C20 1.528(3) . ?
C8 C21 1.532(3) . ?
C8 C9 1.541(3) . ?
C11 C22 1.515(3) . ?
C11 C23 1.529(3) . ?
C11 C12 1.533(3) . ?
C14 C25 1.521(3) . ?
C14 C24 1.529(3) . ?
C14 C15 1.537(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
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 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.377(3) . ?
C26 C31 1.389(3) . ?
C27 C28 1.389(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.391(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.380(3) . ?
C30 C31 1.369(3) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 C35 1.383(3) . ?
C34 C36 1.396(4) 2_566 ?
C34 H34 0.9500 . ?
C35 C36 1.369(4) . ?
C35 H35 0.9500 . ?
C36 C37 1.520(5) . ?
C36 H41 0.9500 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?

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
O2 S1 O1 119.30(9) . . ?
O2 S1 N1 106.72(10) . . ?
O1 S1 N1 109.48(8) . . ?
O2 S1 C26 108.34(8) . . ?
O1 S1 C26 105.53(9) . . ?
N1 S1 C26 106.89(9) . . ?
C15 O16 C33 116.22(15) . . ?
C29 O32 C32 118.51(17) . . ?
C2 N1 S1 124.77(15) . . ?
C2 N1 H1 121.6(16) . . ?
S1 N1 H1 111.9(16) . . ?
C3 N4 C5 122.92(16) . . ?
C3 N4 H4 120.3(15) . . ?
C5 N4 H4 115.7(15) . . ?
C6 N7 C8 123.66(15) . . ?
C6 N7 H7 117.6(17) . . ?
C8 N7 H7 118.1(17) . . ?
C9 N10 C11 122.33(17) . . ?
C9 N10 H10 117.8(16) . . ?
C11 N10 H10 119.5(16) . . ?
C12 N13 C14 121.49(17) . . ?
C12 N13 H13 120.9(15) . . ?
C14 N13 H13 117.3(15) . . ?
N1 C2 C16 110.99(16) . . ?
N1 C2 C17 106.87(16) . . ?
C16 C2 C17 111.05(16) . . ?
N1 C2 C3 111.55(14) . . ?
C16 C2 C3 109.16(16) . . ?
C17 C2 C3 107.15(15) . . ?
O3 C3 N4 122.35(16) . . ?
O3 C3 C2 121.17(16) . . ?
N4 C3 C2 116.45(16) . . ?
N4 C5 C19 106.84(16) . . ?
N4 C5 C18 110.09(17) . . ?
C19 C5 C18 110.84(19) . . ?
N4 C5 C6 111.22(16) . . ?
C19 C5 C6 107.90(17) . . ?
C18 C5 C6 109.91(16) . . ?
O6 C6 N7 121.85(19) . . ?
O6 C6 C5 120.45(17) . . ?
N7 C6 C5 117.64(15) . . ?
N7 C8 C20 107.68(15) . . ?
N7 C8 C21 110.1(2) . . ?
C20 C8 C21 109.71(16) . . ?
N7 C8 C9 111.94(14) . . ?
C20 C8 C9 107.8(2) . . ?
C21 C8 C9 109.61(16) . . ?
O9 C9 N10 121.9(2) . . ?
O9 C9 C8 120.55(17) . . ?
N10 C9 C8 117.50(17) . . ?
N10 C11 C22 112.22(18) . . ?
N10 C11 C23 107.47(16) . . ?
C22 C11 C23 110.1(2) . . ?
N10 C11 C12 110.87(16) . . ?
C22 C11 C12 109.84(17) . . ?
C23 C11 C12 106.09(17) . . ?
O12 C12 N13 121.38(18) . . ?
O12 C12 C11 120.91(18) . . ?
N13 C12 C11 117.41(17) . . ?
N13 C14 C25 107.78(15) . . ?
N13 C14 C24 110.05(15) . . ?
C25 C14 C24 111.48(17) . . ?
N13 C14 C15 109.65(16) . . ?
C25 C14 C15 107.68(16) . . ?
C24 C14 C15 110.13(15) . . ?
O15 C15 O16 124.27(17) . . ?
O15 C15 C14 124.57(17) . . ?
O16 C15 C14 110.98(16) . . ?
C2 C16 H16A 109.5 . . ?
C2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C2 C17 H17A 109.5 . . ?
C2 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C2 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C5 C18 H18A 109.5 . . ?
C5 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C5 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C5 C19 H19A 109.5 . . ?
C5 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C5 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C8 C20 H20A 109.5 . . ?
C8 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C8 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C8 C21 H21A 109.5 . . ?
C8 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C8 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C11 C22 H22A 109.5 . . ?
C11 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C11 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C11 C23 H23A 109.5 . . ?
C11 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C11 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C14 C24 H24A 109.5 . . ?
C14 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C14 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C14 C25 H25A 109.5 . . ?
C14 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C14 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C27 C26 C31 119.66(19) . . ?
C27 C26 S1 118.84(14) . . ?
C31 C26 S1 121.40(16) . . ?
C26 C27 C28 120.78(18) . . ?
C26 C27 H27 119.6 . . ?
C28 C27 H27 119.6 . . ?
C27 C28 C29 119.1(2) . . ?
C27 C28 H28 120.5 . . ?
C29 C28 H28 120.5 . . ?
O32 C29 C30 116.50(18) . . ?
O32 C29 C28 123.8(2) . . ?
C30 C29 C28 119.75(19) . . ?
C31 C30 C29 121.02(19) . . ?
C31 C30 H30 119.5 . . ?
C29 C30 H30 119.5 . . ?
C30 C31 C26 119.7(2) . . ?
C30 C31 H31 120.1 . . ?
C26 C31 H31 120.1 . . ?
O32 C32 H32A 109.5 . . ?
O32 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
O32 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
O16 C33 H33A 109.5 . . ?
O16 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
O16 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C35 C34 C36 120.7(3) . 2_566 ?
C35 C34 H34 119.7 . . ?
C36 C34 H34 119.7 2_566 . ?
C36 C35 C34 120.4(3) . . ?
C36 C35 H35 119.8 . . ?
C34 C35 H35 119.8 . . ?
C35 C36 C34 118.9(2) . 2_566 ?
C35 C36 C37 113.9(3) . . ?
C34 C36 C37 126.9(3) 2_566 . ?
C35 C36 H41 120.5 . . ?
C34 C36 H41 120.5 2_566 . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?

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 C2 -156.82(15) . . . . ?
O1 S1 N1 C2 -26.41(19) . . . . ?
C26 S1 N1 C2 87.43(16) . . . . ?
S1 N1 C2 C16 -60.6(2) . . . . ?
S1 N1 C2 C17 178.22(14) . . . . ?
S1 N1 C2 C3 61.4(2) . . . . ?
C5 N4 C3 O3 -6.4(3) . . . . ?
C5 N4 C3 C2 171.89(16) . . . . ?
N1 C2 C3 O3 -144.10(17) . . . . ?
C16 C2 C3 O3 -21.1(2) . . . . ?
C17 C2 C3 O3 99.3(2) . . . . ?
N1 C2 C3 N4 37.6(2) . . . . ?
C16 C2 C3 N4 160.63(16) . . . . ?
C17 C2 C3 N4 -79.03(19) . . . . ?
C3 N4 C5 C19 173.07(19) . . . . ?
C3 N4 C5 C18 -66.5(2) . . . . ?
C3 N4 C5 C6 55.6(2) . . . . ?
C8 N7 C6 O6 0.3(3) . . . . ?
C8 N7 C6 C5 177.62(16) . . . . ?
N4 C5 C6 O6 -149.59(16) . . . . ?
C19 C5 C6 O6 93.5(2) . . . . ?
C18 C5 C6 O6 -27.4(2) . . . . ?
N4 C5 C6 N7 33.1(2) . . . . ?
C19 C5 C6 N7 -83.8(2) . . . . ?
C18 C5 C6 N7 155.27(17) . . . . ?
C6 N7 C8 C20 176.82(18) . . . . ?
C6 N7 C8 C21 -63.6(2) . . . . ?
C6 N7 C8 C9 58.5(2) . . . . ?
C11 N10 C9 O9 7.2(3) . . . . ?
C11 N10 C9 C8 -174.58(16) . . . . ?
N7 C8 C9 O9 -161.01(18) . . . . ?
C20 C8 C9 O9 80.8(2) . . . . ?
C21 C8 C9 O9 -38.6(3) . . . . ?
N7 C8 C9 N10 20.7(2) . . . . ?
C20 C8 C9 N10 -97.52(19) . . . . ?
C21 C8 C9 N10 143.13(19) . . . . ?
C9 N10 C11 C22 -69.4(2) . . . . ?
C9 N10 C11 C23 169.34(19) . . . . ?
C9 N10 C11 C12 53.8(2) . . . . ?
C14 N13 C12 O12 5.5(3) . . . . ?
C14 N13 C12 C11 179.23(16) . . . . ?
N10 C11 C12 O12 -154.36(17) . . . . ?
C22 C11 C12 O12 -29.8(3) . . . . ?
C23 C11 C12 O12 89.2(2) . . . . ?
N10 C11 C12 N13 31.9(2) . . . . ?
C22 C11 C12 N13 156.50(19) . . . . ?
C23 C11 C12 N13 -84.5(2) . . . . ?
C12 N13 C14 C25 -165.84(17) . . . . ?
C12 N13 C14 C24 72.4(2) . . . . ?
C12 N13 C14 C15 -48.9(2) . . . . ?
C33 O16 C15 O15 -2.1(3) . . . . ?
C33 O16 C15 C14 -177.60(17) . . . . ?
N13 C14 C15 O15 136.5(2) . . . . ?
C25 C14 C15 O15 -106.5(2) . . . . ?
C24 C14 C15 O15 15.3(3) . . . . ?
N13 C14 C15 O16 -48.0(2) . . . . ?
C25 C14 C15 O16 69.0(2) . . . . ?
C24 C14 C15 O16 -169.28(17) . . . . ?
O2 S1 C26 C27 100.73(16) . . . . ?
O1 S1 C26 C27 -28.11(17) . . . . ?
N1 S1 C26 C27 -144.60(15) . . . . ?
O2 S1 C26 C31 -75.41(18) . . . . ?
O1 S1 C26 C31 155.75(16) . . . . ?
N1 S1 C26 C31 39.26(19) . . . . ?
C31 C26 C27 C28 -1.2(3) . . . . ?
S1 C26 C27 C28 -177.41(15) . . . . ?
C26 C27 C28 C29 0.6(3) . . . . ?
C32 O32 C29 C30 174.23(18) . . . . ?
C32 O32 C29 C28 -5.9(3) . . . . ?
C27 C28 C29 O32 -179.54(18) . . . . ?
C27 C28 C29 C30 0.3(3) . . . . ?
O32 C29 C30 C31 179.24(19) . . . . ?
C28 C29 C30 C31 -0.6(3) . . . . ?
C29 C30 C31 C26 0.0(3) . . . . ?
C27 C26 C31 C30 0.9(3) . . . . ?
S1 C26 C31 C30 177.00(17) . . . . ?
C36 C34 C35 C36 0.2(5) 2_566 . . . ?
C34 C35 C36 C34 -0.2(5) . . . 2_566 ?
C34 C35 C36 C37 -174.7(4) . . . . ?

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
_geom_hbond_publ_flag
N1 H1 O12 0.81(2) 1.97(2) 2.761(2) 169(2) 1_565 yes
N7 H7 O1 0.80(2) 2.19(2) 2.958(2) 161(2) . yes
N10 H10 O3 0.82(2) 2.16(2) 2.962(2) 164(2) . yes
N10 H10 N7 0.82(2) 2.37(2) 2.756(2) 109.6(18) . yes
N13 H13 O6 0.84(2) 2.13(2) 2.964(2) 169(2) . yes
C18 H18B O3 0.98 2.57 3.117(3) 115.6 . yes
C19 H19A O15 0.98 2.62 3.483(3) 147.7 1_565 yes
C20 H20A O1 0.98 2.58 3.148(2) 117.3 . yes
C21 H21A O6 0.98 2.44 3.034(3) 118.5 . yes
C22 H22A O9 0.98 2.51 3.072(3) 116.1 . yes
C24 H24A O12 0.98 2.62 3.150(3) 114.2 . yes
C32 H32A O2 0.98 2.66 3.285(2) 122.1 2_576 yes
C33 H33C O9 0.98 2.42 3.365(2) 161.9 1_655 yes

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ata076_01_Me-THF
_database_code_depnum_ccdc_archive 'CCDC 2022592'
loop_
_audit_author_name
_audit_author_address
'Shoko Kikkawa'
;Toho University
Japan
;
_audit_update_record             
;
2020-10-15 deposited with the CCDC.	2020-11-18 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C27 H42 Br N5 O8 S'
_chemical_formula_moiety         'C27 H42 Br N5 O8 S'
_chemical_formula_weight         676.62
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   13.8934(4)
_cell_length_b                   15.6619(3)
_cell_length_c                   16.0905(4)
_cell_angle_alpha                90.0000
_cell_angle_beta                 108.069(3)
_cell_angle_gamma                90.0000
_cell_volume                     3328.58(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    19906
_cell_measurement_theta_min      3.10
_cell_measurement_theta_max      29.37
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.654
_exptl_crystal_size_mid          0.423
_exptl_crystal_size_min          0.286
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1416.00
_exptl_absorpt_coefficient_mu    1.353
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.509
_exptl_absorpt_correction_T_max  0.679

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            51463
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_av_R_equivalents  0.0469
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_min         2.922
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       16
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             7620
_reflns_number_gt                6168
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0680
_refine_ls_R_factor_gt           0.0524
_refine_ls_wR_factor_ref         0.1213
_refine_ls_wR_factor_gt          0.1143
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         7620
_refine_ls_number_parameters     394
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0349P)²+7.2861P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         2.37
_refine_diff_density_min         -2.05
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Br Br -0.2901 2.4595
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# SQUEEZE RESULTS (Version = 100419)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.221 0.107 0.456 42 3 ' '
2 0.279 0.607 0.044 41 3 ' '
3 0.721 0.393 0.956 42 3 ' '
4 0.779 0.893 0.544 41 3 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          
;
Partially occupied or Highly disordered solvent, which were probably water, 
located in two independent voids was unable to be modeled. Because the exact 
identity and amount of solvent were unknown, no solvent was included in the
atom list or molecular formula. Thus all calculated quantities that derive 
from the molecular formula (e.g., F(000), density, molecular weight, etc.) 
are known to be incorrect.  
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
Br1 Br 0.31140(3) 0.41189(3) 0.16043(2) 0.05367(14) Uani 1 1 d . . . . .
S1 S 0.42190(5) 0.74675(4) 0.39821(4) 0.02119(14) Uani 1 1 d . . . . .
O1 O 0.43346(15) 0.81102(13) 0.33906(13) 0.0297(4) Uani 1 1 d . . . . .
O2 O 0.34624(13) 0.75536(12) 0.44189(12) 0.0233(4) Uani 1 1 d . . . . .
O3 O 0.45732(14) 0.72685(13) 0.66847(12) 0.0274(4) Uani 1 1 d . . . . .
O6 O 0.32632(14) 0.93577(11) 0.70546(12) 0.0218(4) Uani 1 1 d . . . . .
O9 O 0.11662(13) 0.81572(13) 0.70433(11) 0.0232(4) Uani 1 1 d . . . . .
O12 O 0.21430(14) 0.78608(13) 0.92603(12) 0.0246(4) Uani 1 1 d . . . . .
O15 O 0.30048(16) 0.96335(13) 1.06411(13) 0.0312(5) Uani 1 1 d . . . . .
O16 O 0.40321(13) 0.86371(12) 1.03850(11) 0.0222(4) Uani 1 1 d . . . . .
N1 N 0.53011(18) 0.74102(17) 0.47449(15) 0.0258(5) Uani 1 1 d . . . . .
H1 H 0.575(3) 0.736(2) 0.457(2) 0.028(9) Uiso 1 1 d . . . . .
N4 N 0.49359(17) 0.84199(15) 0.59883(15) 0.0255(5) Uani 1 1 d . . . . .
H4 H 0.513091 0.858680 0.554347 0.031 Uiso 1 1 calc R U . . .
N7 N 0.29218(16) 0.84988(13) 0.58727(13) 0.0177(4) Uani 1 1 d . . . . .
H7 H 0.313899 0.829152 0.545485 0.021 Uiso 1 1 calc R U . . .
N10 N 0.26855(15) 0.75312(13) 0.72622(13) 0.0163(4) Uani 1 1 d . . . . .
H10 H 0.317546 0.741069 0.704187 0.020 Uiso 1 1 calc R U . . .
N13 N 0.30714(16) 0.86875(14) 0.86541(13) 0.0188(4) Uani 1 1 d . . . . .
H13 H 0.342285 0.870685 0.828398 0.023 Uiso 1 1 calc R U . . .
C2 C 0.5438(2) 0.70168(19) 0.56160(17) 0.0247(6) Uani 1 1 d . . . . .
C3 C 0.49197(18) 0.75775(18) 0.61386(16) 0.0212(5) Uani 1 1 d . . . . .
C5 C 0.4652(2) 0.90804(19) 0.6513(2) 0.0333(7) Uani 1 1 d . . . . .
C6 C 0.3542(2) 0.89869(16) 0.64940(17) 0.0208(5) Uani 1 1 d . . . . .
C8 C 0.18869(19) 0.83003(16) 0.58712(16) 0.0183(5) Uani 1 1 d . . . . .
C9 C 0.18898(18) 0.79996(16) 0.67875(15) 0.0165(5) Uani 1 1 d . . . . .
C11 C 0.27524(19) 0.72172(16) 0.81406(15) 0.0184(5) Uani 1 1 d . . . . .
C12 C 0.25957(18) 0.79603(16) 0.87196(15) 0.0179(5) Uani 1 1 d . . . . .
C14 C 0.30380(19) 0.94502(17) 0.91643(16) 0.0204(5) Uani 1 1 d . . . . .
C15 C 0.33286(19) 0.92428(16) 1.01399(16) 0.0194(5) Uani 1 1 d . . . . .
C16 C 0.6576(2) 0.7059(2) 0.61082(19) 0.0340(7) Uani 1 1 d . . . . .
H16A H 0.694085 0.667811 0.582650 0.041 Uiso 1 1 calc R U . . .
H16B H 0.669710 0.687922 0.671560 0.041 Uiso 1 1 calc R U . . .
H16C H 0.681652 0.764544 0.609693 0.041 Uiso 1 1 calc R U . . .
C17 C 0.5057(2) 0.61063(19) 0.5566(2) 0.0333(7) Uani 1 1 d . . . . .
H17A H 0.519905 0.587575 0.615782 0.040 Uiso 1 1 calc R U . . .
H17B H 0.540028 0.575748 0.523772 0.040 Uiso 1 1 calc R U . . .
H17C H 0.432546 0.609649 0.526904 0.040 Uiso 1 1 calc R U . . .
C18 C 0.4744(4) 0.9941(2) 0.6106(4) 0.0703(15) Uani 1 1 d . . . . .
H18A H 0.427637 0.996134 0.550822 0.084 Uiso 1 1 calc R U . . .
H18B H 0.543901 1.001841 0.609397 0.084 Uiso 1 1 calc R U . . .
H18C H 0.457440 1.039675 0.645391 0.084 Uiso 1 1 calc R U . . .
C19 C 0.5337(3) 0.9022(3) 0.7462(3) 0.0572(12) Uani 1 1 d . . . . .
H19A H 0.604646 0.906964 0.747996 0.069 Uiso 1 1 calc R U . . .
H19B H 0.522995 0.847193 0.771014 0.069 Uiso 1 1 calc R U . . .
H19C H 0.517269 0.948654 0.780279 0.069 Uiso 1 1 calc R U . . .
C20 C 0.1197(2) 0.90783(19) 0.55968(18) 0.0276(6) Uani 1 1 d . . . . .
H20A H 0.146130 0.954778 0.600680 0.033 Uiso 1 1 calc R U . . .
H20B H 0.051296 0.893127 0.560090 0.033 Uiso 1 1 calc R U . . .
H20C H 0.117467 0.925475 0.500674 0.033 Uiso 1 1 calc R U . . .
C21 C 0.1502(2) 0.75542(18) 0.52371(16) 0.0229(5) Uani 1 1 d . . . . .
H21A H 0.196745 0.706976 0.541515 0.027 Uiso 1 1 calc R U . . .
H21B H 0.146721 0.773158 0.464431 0.027 Uiso 1 1 calc R U . . .
H21C H 0.082699 0.738473 0.524682 0.027 Uiso 1 1 calc R U . . .
C22 C 0.1985(2) 0.65119(18) 0.81068(18) 0.0279(6) Uani 1 1 d . . . . .
H22A H 0.209462 0.603912 0.774759 0.033 Uiso 1 1 calc R U . . .
H22B H 0.129812 0.673702 0.785089 0.033 Uiso 1 1 calc R U . . .
H22C H 0.206831 0.630622 0.870030 0.033 Uiso 1 1 calc R U . . .
C23 C 0.3831(2) 0.68775(19) 0.85542(18) 0.0267(6) Uani 1 1 d . . . . .
H23A H 0.431910 0.732982 0.855741 0.032 Uiso 1 1 calc R U . . .
H23B H 0.394487 0.639066 0.821394 0.032 Uiso 1 1 calc R U . . .
H23C H 0.391660 0.669506 0.915551 0.032 Uiso 1 1 calc R U . . .
C24 C 0.3849(2) 1.00686(17) 0.90546(17) 0.0247(6) Uani 1 1 d . . . . .
H24A H 0.451056 0.978483 0.923557 0.030 Uiso 1 1 calc R U . . .
H24B H 0.387443 1.057532 0.941805 0.030 Uiso 1 1 calc R U . . .
H24C H 0.368013 1.023991 0.844018 0.030 Uiso 1 1 calc R U . . .
C25 C 0.1998(2) 0.9869(2) 0.8855(2) 0.0333(7) Uani 1 1 d . . . . .
H25A H 0.149647 0.948716 0.897299 0.040 Uiso 1 1 calc R U . . .
H25B H 0.181166 0.997916 0.822499 0.040 Uiso 1 1 calc R U . . .
H25C H 0.201526 1.040886 0.916627 0.040 Uiso 1 1 calc R U . . .
C26 C 0.39567(19) 0.65058(18) 0.33779(16) 0.0216(5) Uani 1 1 d . . . . .
C27 C 0.32093(19) 0.59549(18) 0.34592(16) 0.0218(5) Uani 1 1 d . . . . .
H27 H 0.286243 0.607023 0.387119 0.026 Uiso 1 1 calc R U . . .
C28 C 0.2974(2) 0.52366(19) 0.29359(17) 0.0252(6) Uani 1 1 d . . . . .
H28 H 0.246386 0.485241 0.298287 0.030 Uiso 1 1 calc R U . . .
C29 C 0.3493(2) 0.5087(2) 0.23421(19) 0.0309(6) Uani 1 1 d . . . . .
C30 C 0.4255(3) 0.5622(2) 0.2271(2) 0.0372(7) Uani 1 1 d . . . . .
H30 H 0.461121 0.549705 0.186775 0.045 Uiso 1 1 calc R U . . .
C31 C 0.4492(2) 0.6341(2) 0.27950(18) 0.0292(6) Uani 1 1 d . . . . .
H31 H 0.501353 0.671698 0.275685 0.035 Uiso 1 1 calc R U . . .
C32 C 0.4341(2) 0.8419(2) 1.13083(17) 0.0281(6) Uani 1 1 d . . . . .
H32A H 0.375368 0.821377 1.146432 0.034 Uiso 1 1 calc R U . . .
H32B H 0.462098 0.892610 1.165659 0.034 Uiso 1 1 calc R U . . .
H32C H 0.485806 0.797054 1.142645 0.034 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2019)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Br1 C29 1.897(3) . ?
S1 O1 1.428(2) . ?
S1 O2 1.4406(18) . ?
S1 N1 1.622(2) . ?
S1 C26 1.768(3) . ?
O3 C3 1.225(3) . ?
O6 C6 1.232(3) . ?
O9 C9 1.224(3) . ?
O12 C12 1.231(3) . ?
O15 C15 1.205(3) . ?
O16 C15 1.331(3) . ?
O16 C32 1.453(3) . ?
N1 C2 1.488(4) . ?
N1 H1 0.77(3) . ?
N4 C3 1.343(4) . ?
N4 C5 1.464(3) . ?
N4 H4 0.8800 . ?
N7 C6 1.338(3) . ?
N7 C8 1.470(3) . ?
N7 H7 0.8800 . ?
N10 C9 1.349(3) . ?
N10 C11 1.472(3) . ?
N10 H10 0.8800 . ?
N13 C12 1.337(3) . ?
N13 C14 1.458(3) . ?
N13 H13 0.8800 . ?
C2 C17 1.514(4) . ?
C2 C16 1.534(4) . ?
C2 C3 1.540(3) . ?
C5 C18 1.520(5) . ?
C5 C19 1.531(5) . ?
C5 C6 1.540(4) . ?
C8 C20 1.528(4) . ?
C8 C21 1.534(4) . ?
C8 C9 1.547(3) . ?
C11 C22 1.525(4) . ?
C11 C23 1.533(4) . ?
C11 C12 1.548(3) . ?
C14 C25 1.523(4) . ?
C14 C15 1.530(3) . ?
C14 C24 1.537(4) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
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 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.387(4) . ?
C26 C31 1.390(3) . ?
C27 C28 1.382(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.384(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.383(4) . ?
C30 C31 1.385(4) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?

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 O2 120.60(12) . . ?
O1 S1 N1 105.90(13) . . ?
O2 S1 N1 106.34(11) . . ?
O1 S1 C26 106.29(12) . . ?
O2 S1 C26 106.90(12) . . ?
N1 S1 C26 110.71(13) . . ?
C15 O16 C32 115.3(2) . . ?
C2 N1 S1 123.60(19) . . ?
C2 N1 H1 115(3) . . ?
S1 N1 H1 113(2) . . ?
C3 N4 C5 124.6(2) . . ?
C3 N4 H4 117.7 . . ?
C5 N4 H4 117.7 . . ?
C6 N7 C8 121.6(2) . . ?
C6 N7 H7 119.2 . . ?
C8 N7 H7 119.2 . . ?
C9 N10 C11 121.5(2) . . ?
C9 N10 H10 119.3 . . ?
C11 N10 H10 119.3 . . ?
C12 N13 C14 123.4(2) . . ?
C12 N13 H13 118.3 . . ?
C14 N13 H13 118.3 . . ?
N1 C2 C17 113.5(2) . . ?
N1 C2 C16 106.2(2) . . ?
C17 C2 C16 110.8(3) . . ?
N1 C2 C3 109.5(2) . . ?
C17 C2 C3 110.6(2) . . ?
C16 C2 C3 106.0(2) . . ?
O3 C3 N4 123.3(2) . . ?
O3 C3 C2 121.4(3) . . ?
N4 C3 C2 115.2(2) . . ?
N4 C5 C18 107.7(3) . . ?
N4 C5 C19 109.7(3) . . ?
C18 C5 C19 111.9(3) . . ?
N4 C5 C6 111.6(2) . . ?
C18 C5 C6 107.0(3) . . ?
C19 C5 C6 108.8(3) . . ?
O6 C6 N7 122.7(2) . . ?
O6 C6 C5 118.8(2) . . ?
N7 C6 C5 118.5(2) . . ?
N7 C8 C20 110.9(2) . . ?
N7 C8 C21 107.50(19) . . ?
C20 C8 C21 110.9(2) . . ?
N7 C8 C9 110.4(2) . . ?
C20 C8 C9 109.5(2) . . ?
C21 C8 C9 107.4(2) . . ?
O9 C9 N10 122.3(2) . . ?
O9 C9 C8 120.0(2) . . ?
N10 C9 C8 117.7(2) . . ?
N10 C11 C22 111.9(2) . . ?
N10 C11 C23 107.1(2) . . ?
C22 C11 C23 110.0(2) . . ?
N10 C11 C12 110.4(2) . . ?
C22 C11 C12 109.8(2) . . ?
C23 C11 C12 107.5(2) . . ?
O12 C12 N13 122.5(2) . . ?
O12 C12 C11 121.9(2) . . ?
N13 C12 C11 115.3(2) . . ?
N13 C14 C25 111.2(2) . . ?
N13 C14 C15 111.1(2) . . ?
C25 C14 C15 110.4(2) . . ?
N13 C14 C24 107.4(2) . . ?
C25 C14 C24 110.3(2) . . ?
C15 C14 C24 106.4(2) . . ?
O15 C15 O16 123.8(2) . . ?
O15 C15 C14 123.0(2) . . ?
O16 C15 C14 113.0(2) . . ?
C2 C16 H16A 109.5 . . ?
C2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C2 C17 H17A 109.5 . . ?
C2 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C2 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C5 C18 H18A 109.5 . . ?
C5 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C5 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C5 C19 H19A 109.5 . . ?
C5 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C5 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C8 C20 H20A 109.5 . . ?
C8 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C8 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C8 C21 H21A 109.5 . . ?
C8 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C8 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C11 C22 H22A 109.5 . . ?
C11 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C11 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C11 C23 H23A 109.5 . . ?
C11 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C11 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C14 C24 H24A 109.5 . . ?
C14 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C14 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C14 C25 H25A 109.5 . . ?
C14 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C14 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C27 C26 C31 121.4(3) . . ?
C27 C26 S1 120.71(19) . . ?
C31 C26 S1 117.8(2) . . ?
C28 C27 C26 119.4(2) . . ?
C28 C27 H27 120.3 . . ?
C26 C27 H27 120.3 . . ?
C27 C28 C29 118.9(3) . . ?
C27 C28 H28 120.6 . . ?
C29 C28 H28 120.6 . . ?
C30 C29 C28 122.1(3) . . ?
C30 C29 Br1 120.2(2) . . ?
C28 C29 Br1 117.7(2) . . ?
C29 C30 C31 119.1(3) . . ?
C29 C30 H30 120.5 . . ?
C31 C30 H30 120.5 . . ?
C30 C31 C26 119.1(3) . . ?
C30 C31 H31 120.5 . . ?
C26 C31 H31 120.5 . . ?
O16 C32 H32A 109.5 . . ?
O16 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
O16 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?

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
O1 S1 N1 C2 161.5(2) . . . . ?
O2 S1 N1 C2 32.1(3) . . . . ?
C26 S1 N1 C2 -83.6(2) . . . . ?
S1 N1 C2 C17 55.2(3) . . . . ?
S1 N1 C2 C16 177.2(2) . . . . ?
S1 N1 C2 C3 -68.8(3) . . . . ?
C5 N4 C3 O3 7.1(4) . . . . ?
C5 N4 C3 C2 -168.9(2) . . . . ?
N1 C2 C3 O3 150.7(2) . . . . ?
C17 C2 C3 O3 24.9(3) . . . . ?
C16 C2 C3 O3 -95.2(3) . . . . ?
N1 C2 C3 N4 -33.3(3) . . . . ?
C17 C2 C3 N4 -159.0(2) . . . . ?
C16 C2 C3 N4 80.9(3) . . . . ?
C3 N4 C5 C18 -178.2(3) . . . . ?
C3 N4 C5 C19 59.8(4) . . . . ?
C3 N4 C5 C6 -60.9(4) . . . . ?
C8 N7 C6 O6 -6.4(4) . . . . ?
C8 N7 C6 C5 173.0(2) . . . . ?
N4 C5 C6 O6 163.1(2) . . . . ?
C18 C5 C6 O6 -79.3(4) . . . . ?
C19 C5 C6 O6 41.8(4) . . . . ?
N4 C5 C6 N7 -16.3(4) . . . . ?
C18 C5 C6 N7 101.4(3) . . . . ?
C19 C5 C6 N7 -137.5(3) . . . . ?
C6 N7 C8 C20 73.5(3) . . . . ?
C6 N7 C8 C21 -165.1(2) . . . . ?
C6 N7 C8 C9 -48.2(3) . . . . ?
C11 N10 C9 O9 -3.1(4) . . . . ?
C11 N10 C9 C8 -180.0(2) . . . . ?
N7 C8 C9 O9 147.8(2) . . . . ?
C20 C8 C9 O9 25.4(3) . . . . ?
C21 C8 C9 O9 -95.2(3) . . . . ?
N7 C8 C9 N10 -35.2(3) . . . . ?
C20 C8 C9 N10 -157.7(2) . . . . ?
C21 C8 C9 N10 81.7(3) . . . . ?
C9 N10 C11 C22 70.7(3) . . . . ?
C9 N10 C11 C23 -168.7(2) . . . . ?
C9 N10 C11 C12 -51.9(3) . . . . ?
C14 N13 C12 O12 -4.8(4) . . . . ?
C14 N13 C12 C11 -178.3(2) . . . . ?
N10 C11 C12 O12 143.9(2) . . . . ?
C22 C11 C12 O12 20.1(3) . . . . ?
C23 C11 C12 O12 -99.6(3) . . . . ?
N10 C11 C12 N13 -42.6(3) . . . . ?
C22 C11 C12 N13 -166.4(2) . . . . ?
C23 C11 C12 N13 73.9(3) . . . . ?
C12 N13 C14 C25 -71.4(3) . . . . ?
C12 N13 C14 C15 52.0(3) . . . . ?
C12 N13 C14 C24 167.9(2) . . . . ?
C32 O16 C15 O15 4.7(4) . . . . ?
C32 O16 C15 C14 179.6(2) . . . . ?
N13 C14 C15 O15 -150.4(2) . . . . ?
C25 C14 C15 O15 -26.6(4) . . . . ?
C24 C14 C15 O15 93.0(3) . . . . ?
N13 C14 C15 O16 34.7(3) . . . . ?
C25 C14 C15 O16 158.4(2) . . . . ?
C24 C14 C15 O16 -81.9(3) . . . . ?
O1 S1 C26 C27 -136.7(2) . . . . ?
O2 S1 C26 C27 -6.6(3) . . . . ?
N1 S1 C26 C27 108.8(2) . . . . ?
O1 S1 C26 C31 40.6(3) . . . . ?
O2 S1 C26 C31 170.7(2) . . . . ?
N1 S1 C26 C31 -73.9(2) . . . . ?
C31 C26 C27 C28 -1.6(4) . . . . ?
S1 C26 C27 C28 175.7(2) . . . . ?
C26 C27 C28 C29 0.0(4) . . . . ?
C27 C28 C29 C30 1.6(5) . . . . ?
C27 C28 C29 Br1 -177.7(2) . . . . ?
C28 C29 C30 C31 -1.5(5) . . . . ?
Br1 C29 C30 C31 177.7(3) . . . . ?
C29 C30 C31 C26 0.0(5) . . . . ?
C27 C26 C31 C30 1.6(4) . . . . ?
S1 C26 C31 C30 -175.7(2) . . . . ?

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
_geom_hbond_publ_flag
N1 H1 O12 0.77(3) 2.17(4) 2.928(3) 171(3) 4_675 yes
N4 H4 S1 0.88 3.00 3.412(2) 110.5 . yes
N7 H7 O2 0.88 2.19 3.053(3) 167.9 . yes
N10 H10 O3 0.88 2.20 3.070(3) 169.2 . yes
N13 H13 O6 0.88 2.17 2.867(3) 135.3 . yes

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.





#==============================================================================
#     End of CIF
#==============================================================================
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ata071_05_Me-EA_
_database_code_depnum_ccdc_archive 'CCDC 2022590'
loop_
_audit_author_name
_audit_author_address
'Shoko Kikkawa'
;Toho University
Japan
;
_audit_update_record             
;
2020-08-11 deposited with the CCDC.	2020-11-18 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C28 H45 N5 O8 S'
_chemical_formula_moiety         'C28 H45 N5 O8 S'
_chemical_formula_weight         611.75
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_IT_number           61
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2+X,1/2-Y,-Z
3 -X,1/2+Y,1/2-Z
4 1/2-X,-Y,1/2+Z
5 -X,-Y,-Z
6 -1/2-X,-1/2+Y,+Z
7 +X,-1/2-Y,-1/2+Z
8 -1/2+X,+Y,-1/2-Z
#------------------------------------------------------------------------------
_cell_length_a                   18.01208(8)
_cell_length_b                   16.32819(8)
_cell_length_c                   22.35160(10)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_volume                     6573.71(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    29811
_cell_measurement_theta_min      3.96
_cell_measurement_theta_max      72.65
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.329
_exptl_crystal_size_mid          0.183
_exptl_crystal_size_min          0.063
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2624.00
_exptl_absorpt_coefficient_mu    1.317
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.612
_exptl_absorpt_correction_T_max  0.920

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            52505
_diffrn_reflns_av_unetI/netI     0.0225
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_theta_max         68.241
_diffrn_reflns_theta_min         3.956
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             6019
_reflns_number_gt                5540
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0409
_refine_ls_wR_factor_ref         0.1200
_refine_ls_wR_factor_gt          0.1179
_refine_ls_number_restraints     9
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         6019
_refine_ls_number_parameters     395
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0648P)²+3.8389P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.63
_refine_diff_density_min         -0.46
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.26549(2) 0.60204(3) 0.51697(2) 0.03023(13) Uani 1 1 d . . . . .
O1 O 0.26980(7) 0.58695(8) 0.45368(5) 0.0368(3) Uani 1 1 d . . . . .
O2 O 0.21449(7) 0.55558(8) 0.55244(6) 0.0393(3) Uani 1 1 d . . . . .
O3 O 0.17529(7) 0.75401(7) 0.38006(5) 0.0323(3) Uani 1 1 d . . . . .
O6 O 0.05035(6) 0.62227(7) 0.31370(5) 0.0294(3) Uani 1 1 d . . . . .
O9 O 0.18621(7) 0.54730(7) 0.20795(5) 0.0364(3) Uani 1 1 d . . . . .
O12 O 0.17017(7) 0.75815(8) 0.12893(5) 0.0351(3) Uani 1 1 d . . . . .
O15 O 0.02003(9) 0.86308(10) 0.10369(7) 0.0570(4) Uani 1 1 d . . . . .
O16 O 0.07764(8) 0.88138(8) 0.19124(6) 0.0428(3) Uani 1 1 d . U . . .
N1 N 0.24630(9) 0.69845(9) 0.52527(6) 0.0327(3) Uani 1 1 d . . . . .
H1 H 0.2293(12) 0.7099(14) 0.5587(11) 0.045(6) Uiso 1 1 d . . . . .
N4 N 0.12018(7) 0.68431(9) 0.45507(6) 0.0301(3) Uani 1 1 d . . . . .
H4 H 0.122058 0.671359 0.493259 0.036 Uiso 1 1 calc R U . . .
N7 N 0.14904(8) 0.57191(8) 0.36397(6) 0.0278(3) Uani 1 1 d . . . . .
H7 H 0.174144 0.572262 0.397746 0.033 Uiso 1 1 calc R U . . .
N10 N 0.21106(7) 0.65515(8) 0.26801(6) 0.0255(3) Uani 1 1 d . . . . .
H10 H 0.213815 0.672969 0.305104 0.031 Uiso 1 1 calc R U . . .
N13 N 0.09491(7) 0.71862(9) 0.20333(6) 0.0299(3) Uani 1 1 d . . . . .
H13 H 0.090384 0.694469 0.238339 0.036 Uiso 1 1 calc R U . . .
C2 C 0.23692(10) 0.75788(11) 0.47591(7) 0.0313(4) Uani 1 1 d . . . . .
C3 C 0.17456(9) 0.73127(10) 0.43263(7) 0.0284(3) Uani 1 1 d . . . . .
C5 C 0.05731(9) 0.65311(11) 0.41928(7) 0.0338(4) Uani 1 1 d . . . . .
C6 C 0.08611(9) 0.61581(10) 0.36019(7) 0.0273(3) Uani 1 1 d . . . . .
C8 C 0.17718(9) 0.52351(10) 0.31372(7) 0.0285(3) Uani 1 1 d . . . . .
C9 C 0.19006(9) 0.57681(10) 0.25808(7) 0.0269(3) Uani 1 1 d . . . . .
C11 C 0.22936(9) 0.71135(10) 0.21913(7) 0.0278(3) Uani 1 1 d . . . . .
C12 C 0.16197(9) 0.72829(10) 0.17939(7) 0.0274(3) Uani 1 1 d . . . . .
C14 C 0.02885(9) 0.74761(12) 0.17216(8) 0.0385(4) Uani 1 1 d . . . . .
C15 C 0.04241(10) 0.83714(13) 0.15073(8) 0.0406(4) Uani 1 1 d . U . . .
C16 C 0.21260(12) 0.83878(11) 0.50471(8) 0.0392(4) Uani 1 1 d . . . . .
H16A H 0.252311 0.859171 0.530718 0.047 Uiso 1 1 calc R U . . .
H16B H 0.167622 0.829696 0.528468 0.047 Uiso 1 1 calc R U . . .
H16C H 0.202334 0.879166 0.473351 0.047 Uiso 1 1 calc R U . . .
C17 C 0.30912(11) 0.77052(13) 0.44126(9) 0.0415(4) Uani 1 1 d . . . . .
H17A H 0.323681 0.718970 0.422113 0.050 Uiso 1 1 calc R U . . .
H17B H 0.348288 0.788066 0.468859 0.050 Uiso 1 1 calc R U . . .
H17C H 0.301702 0.812615 0.410590 0.050 Uiso 1 1 calc R U . . .
C18 C 0.00199(11) 0.72061(14) 0.40571(10) 0.0495(5) Uani 1 1 d . . . . .
H18A H 0.027044 0.765037 0.384235 0.059 Uiso 1 1 calc R U . . .
H18B H -0.018612 0.741721 0.443248 0.059 Uiso 1 1 calc R U . . .
H18C H -0.038217 0.698686 0.380891 0.059 Uiso 1 1 calc R U . . .
C19 C 0.02114(12) 0.58408(15) 0.45531(9) 0.0496(5) Uani 1 1 d . . . . .
H19A H 0.001486 0.606181 0.492874 0.060 Uiso 1 1 calc R U . . .
H19B H 0.058233 0.541861 0.464110 0.060 Uiso 1 1 calc R U . . .
H19C H -0.019466 0.560012 0.432016 0.060 Uiso 1 1 calc R U . . .
C20 C 0.12349(10) 0.45392(10) 0.29906(8) 0.0354(4) Uani 1 1 d . . . . .
H20A H 0.075045 0.476810 0.288157 0.042 Uiso 1 1 calc R U . . .
H20B H 0.117920 0.418419 0.334126 0.042 Uiso 1 1 calc R U . . .
H20C H 0.143057 0.421898 0.265500 0.042 Uiso 1 1 calc R U . . .
C21 C 0.25344(10) 0.48956(11) 0.33141(8) 0.0355(4) Uani 1 1 d . . . . .
H21A H 0.286341 0.534927 0.342415 0.043 Uiso 1 1 calc R U . . .
H21B H 0.274821 0.459614 0.297547 0.043 Uiso 1 1 calc R U . . .
H21C H 0.247894 0.452453 0.365577 0.043 Uiso 1 1 calc R U . . .
C22 C 0.29490(9) 0.68041(13) 0.18189(8) 0.0377(4) Uani 1 1 d . . . . .
H22A H 0.308968 0.722242 0.152558 0.045 Uiso 1 1 calc R U . . .
H22B H 0.280585 0.630084 0.160968 0.045 Uiso 1 1 calc R U . . .
H22C H 0.337121 0.669102 0.208277 0.045 Uiso 1 1 calc R U . . .
C23 C 0.24825(11) 0.79412(11) 0.24806(8) 0.0378(4) Uani 1 1 d . . . . .
H23A H 0.205431 0.813722 0.271006 0.045 Uiso 1 1 calc R U . . .
H23B H 0.260462 0.833952 0.216772 0.045 Uiso 1 1 calc R U . . .
H23C H 0.290902 0.787477 0.274841 0.045 Uiso 1 1 calc R U . . .
C24 C -0.03462(11) 0.75027(14) 0.21753(10) 0.0504(5) Uani 1 1 d . . . . .
H24A H -0.042378 0.695435 0.234234 0.061 Uiso 1 1 calc R U . . .
H24B H -0.080152 0.768641 0.197631 0.061 Uiso 1 1 calc R U . . .
H24C H -0.022027 0.788425 0.249818 0.061 Uiso 1 1 calc R U . . .
C25 C 0.00949(12) 0.69301(16) 0.12031(11) 0.0566(6) Uani 1 1 d . . . . .
H25A H 0.000624 0.637236 0.134850 0.068 Uiso 1 1 calc R U . . .
H25B H 0.050637 0.692568 0.091629 0.068 Uiso 1 1 calc R U . . .
H25C H -0.035410 0.713624 0.100658 0.068 Uiso 1 1 calc R U . . .
C26 C 0.35468(9) 0.58603(10) 0.54703(8) 0.0303(4) Uani 1 1 d . . . . .
C27 C 0.36175(10) 0.55989(12) 0.60511(8) 0.0383(4) Uani 1 1 d . . . . .
H27 H 0.318982 0.550608 0.629044 0.046 Uiso 1 1 calc R U . . .
C28 C 0.43233(11) 0.54720(12) 0.62842(9) 0.0429(4) Uani 1 1 d . . . . .
H28 H 0.437349 0.528930 0.668570 0.052 Uiso 1 1 calc R U . . .
C29 C 0.49527(11) 0.56048(11) 0.59467(9) 0.0411(4) Uani 1 1 d . . . . .
C30 C 0.48661(11) 0.58569(13) 0.53584(10) 0.0461(5) Uani 1 1 d . . . . .
H30 H 0.529329 0.594157 0.511684 0.055 Uiso 1 1 calc R U . . .
C31 C 0.41697(11) 0.59872(12) 0.51170(9) 0.0402(4) Uani 1 1 d . . . . .
H31 H 0.411804 0.616171 0.471370 0.048 Uiso 1 1 calc R U . . .
C32 C 0.57160(12) 0.54845(14) 0.62077(11) 0.0548(6) Uani 1 1 d . . . . .
H32A H 0.567450 0.521039 0.659631 0.066 Uiso 1 1 calc R U . . .
H32B H 0.595616 0.601815 0.626028 0.066 Uiso 1 1 calc R U . . .
H32C H 0.601380 0.514649 0.593624 0.066 Uiso 1 1 calc R U . . .
C33 C 0.09693(13) 0.96456(13) 0.17415(11) 0.0512(5) Uani 1 1 d . . . . .
H33A H 0.051455 0.996248 0.167537 0.061 Uiso 1 1 calc R U . . .
H33B H 0.126274 0.963473 0.137242 0.061 Uiso 1 1 calc R U . . .
H33C H 0.126060 0.990064 0.206155 0.061 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2019)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 O2 1.4311(13) . ?
S1 O1 1.4380(13) . ?
S1 N1 1.6222(16) . ?
S1 C26 1.7609(17) . ?
O3 C3 1.2325(19) . ?
O6 C6 1.227(2) . ?
O9 C9 1.2218(19) . ?
O12 C12 1.2376(19) . ?
O15 C15 1.203(2) . ?
O16 C15 1.321(3) . ?
O16 C33 1.453(2) . ?
N1 C2 1.479(2) . ?
N1 H1 0.83(2) . ?
N4 C3 1.341(2) . ?
N4 C5 1.477(2) . ?
N4 H4 0.8800 . ?
N7 C6 1.344(2) . ?
N7 C8 1.464(2) . ?
N7 H7 0.8800 . ?
N10 C9 1.352(2) . ?
N10 C11 1.464(2) . ?
N10 H10 0.8800 . ?
N13 C12 1.331(2) . ?
N13 C14 1.458(2) . ?
N13 H13 0.8800 . ?
C2 C17 1.528(2) . ?
C2 C16 1.533(2) . ?
C2 C3 1.545(2) . ?
C5 C18 1.516(3) . ?
C5 C19 1.531(3) . ?
C5 C6 1.544(2) . ?
C8 C20 1.528(2) . ?
C8 C21 1.533(2) . ?
C8 C9 1.535(2) . ?
C11 C12 1.529(2) . ?
C11 C22 1.530(2) . ?
C11 C23 1.536(2) . ?
C14 C25 1.503(3) . ?
C14 C24 1.529(3) . ?
C14 C15 1.558(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
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 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.372(2) . ?
C26 C31 1.388(3) . ?
C27 C28 1.390(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.379(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.387(3) . ?
C29 C32 1.506(3) . ?
C30 C31 1.382(3) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?

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
O2 S1 O1 119.26(8) . . ?
O2 S1 N1 108.32(8) . . ?
O1 S1 N1 106.87(8) . . ?
O2 S1 C26 107.19(8) . . ?
O1 S1 C26 107.50(8) . . ?
N1 S1 C26 107.14(8) . . ?
C15 O16 C33 116.48(16) . . ?
C2 N1 S1 125.15(12) . . ?
C2 N1 H1 118.8(16) . . ?
S1 N1 H1 113.6(16) . . ?
C3 N4 C5 123.67(14) . . ?
C3 N4 H4 118.2 . . ?
C5 N4 H4 118.2 . . ?
C6 N7 C8 122.12(13) . . ?
C6 N7 H7 118.9 . . ?
C8 N7 H7 118.9 . . ?
C9 N10 C11 122.22(13) . . ?
C9 N10 H10 118.9 . . ?
C11 N10 H10 118.9 . . ?
C12 N13 C14 120.68(14) . . ?
C12 N13 H13 119.7 . . ?
C14 N13 H13 119.7 . . ?
N1 C2 C17 111.68(15) . . ?
N1 C2 C16 106.54(14) . . ?
C17 C2 C16 109.86(15) . . ?
N1 C2 C3 111.45(14) . . ?
C17 C2 C3 109.85(14) . . ?
C16 C2 C3 107.31(14) . . ?
O3 C3 N4 122.45(15) . . ?
O3 C3 C2 120.30(15) . . ?
N4 C3 C2 117.24(14) . . ?
N4 C5 C18 111.19(15) . . ?
N4 C5 C19 107.17(14) . . ?
C18 C5 C19 111.14(17) . . ?
N4 C5 C6 109.99(13) . . ?
C18 C5 C6 109.66(15) . . ?
C19 C5 C6 107.61(15) . . ?
O6 C6 N7 122.81(15) . . ?
O6 C6 C5 120.94(15) . . ?
N7 C6 C5 116.11(14) . . ?
N7 C8 C20 110.29(14) . . ?
N7 C8 C21 107.90(13) . . ?
C20 C8 C21 110.70(14) . . ?
N7 C8 C9 111.58(13) . . ?
C20 C8 C9 110.10(13) . . ?
C21 C8 C9 106.17(13) . . ?
O9 C9 N10 122.65(15) . . ?
O9 C9 C8 120.71(14) . . ?
N10 C9 C8 116.46(13) . . ?
N10 C11 C12 111.60(12) . . ?
N10 C11 C22 111.89(14) . . ?
C12 C11 C22 110.85(13) . . ?
N10 C11 C23 106.69(13) . . ?
C12 C11 C23 105.13(14) . . ?
C22 C11 C23 110.39(14) . . ?
O12 C12 N13 121.44(15) . . ?
O12 C12 C11 120.39(14) . . ?
N13 C12 C11 117.74(13) . . ?
N13 C14 C25 111.42(16) . . ?
N13 C14 C24 107.61(15) . . ?
C25 C14 C24 110.78(18) . . ?
N13 C14 C15 108.89(15) . . ?
C25 C14 C15 110.84(17) . . ?
C24 C14 C15 107.14(16) . . ?
O15 C15 O16 124.58(19) . . ?
O15 C15 C14 123.1(2) . . ?
O16 C15 C14 112.19(15) . . ?
C2 C16 H16A 109.5 . . ?
C2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C2 C17 H17A 109.5 . . ?
C2 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C2 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C5 C18 H18A 109.5 . . ?
C5 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C5 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C5 C19 H19A 109.5 . . ?
C5 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C5 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C8 C20 H20A 109.5 . . ?
C8 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C8 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C8 C21 H21A 109.5 . . ?
C8 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C8 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C11 C22 H22A 109.5 . . ?
C11 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C11 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C11 C23 H23A 109.5 . . ?
C11 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C11 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C14 C24 H24A 109.5 . . ?
C14 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C14 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C14 C25 H25A 109.5 . . ?
C14 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C14 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C27 C26 C31 120.65(17) . . ?
C27 C26 S1 119.45(13) . . ?
C31 C26 S1 119.89(13) . . ?
C26 C27 C28 119.07(17) . . ?
C26 C27 H27 120.5 . . ?
C28 C27 H27 120.5 . . ?
C29 C28 C27 121.58(17) . . ?
C29 C28 H28 119.2 . . ?
C27 C28 H28 119.2 . . ?
C28 C29 C30 118.23(17) . . ?
C28 C29 C32 121.19(18) . . ?
C30 C29 C32 120.58(19) . . ?
C31 C30 C29 121.20(18) . . ?
C31 C30 H30 119.4 . . ?
C29 C30 H30 119.4 . . ?
C30 C31 C26 119.26(17) . . ?
C30 C31 H31 120.4 . . ?
C26 C31 H31 120.4 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
O16 C33 H33A 109.5 . . ?
O16 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
O16 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?

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 C2 -130.76(15) . . . . ?
O1 S1 N1 C2 -1.08(17) . . . . ?
C26 S1 N1 C2 113.91(15) . . . . ?
S1 N1 C2 C17 -65.0(2) . . . . ?
S1 N1 C2 C16 175.03(13) . . . . ?
S1 N1 C2 C3 58.28(19) . . . . ?
C5 N4 C3 O3 1.9(2) . . . . ?
C5 N4 C3 C2 -179.20(14) . . . . ?
N1 C2 C3 O3 -154.15(15) . . . . ?
C17 C2 C3 O3 -29.8(2) . . . . ?
C16 C2 C3 O3 89.56(18) . . . . ?
N1 C2 C3 N4 26.9(2) . . . . ?
C17 C2 C3 N4 151.23(15) . . . . ?
C16 C2 C3 N4 -89.37(18) . . . . ?
C3 N4 C5 C18 -74.2(2) . . . . ?
C3 N4 C5 C19 164.12(16) . . . . ?
C3 N4 C5 C6 47.4(2) . . . . ?
C8 N7 C6 O6 -4.4(2) . . . . ?
C8 N7 C6 C5 171.19(14) . . . . ?
N4 C5 C6 O6 -144.43(15) . . . . ?
C18 C5 C6 O6 -21.9(2) . . . . ?
C19 C5 C6 O6 99.15(19) . . . . ?
N4 C5 C6 N7 39.93(19) . . . . ?
C18 C5 C6 N7 162.50(15) . . . . ?
C19 C5 C6 N7 -76.49(19) . . . . ?
C6 N7 C8 C20 -65.05(19) . . . . ?
C6 N7 C8 C21 173.92(14) . . . . ?
C6 N7 C8 C9 57.66(19) . . . . ?
C11 N10 C9 O9 1.3(2) . . . . ?
C11 N10 C9 C8 176.40(13) . . . . ?
N7 C8 C9 O9 -152.50(15) . . . . ?
C20 C8 C9 O9 -29.7(2) . . . . ?
C21 C8 C9 O9 90.18(18) . . . . ?
N7 C8 C9 N10 32.31(19) . . . . ?
C20 C8 C9 N10 155.13(14) . . . . ?
C21 C8 C9 N10 -85.00(16) . . . . ?
C9 N10 C11 C12 64.19(19) . . . . ?
C9 N10 C11 C22 -60.67(19) . . . . ?
C9 N10 C11 C23 178.51(14) . . . . ?
C14 N13 C12 O12 -3.7(2) . . . . ?
C14 N13 C12 C11 168.77(15) . . . . ?
N10 C11 C12 O12 -163.12(14) . . . . ?
C22 C11 C12 O12 -37.7(2) . . . . ?
C23 C11 C12 O12 81.60(18) . . . . ?
N10 C11 C12 N13 24.3(2) . . . . ?
C22 C11 C12 N13 149.72(15) . . . . ?
C23 C11 C12 N13 -90.99(17) . . . . ?
C12 N13 C14 C25 74.4(2) . . . . ?
C12 N13 C14 C24 -163.98(17) . . . . ?
C12 N13 C14 C15 -48.2(2) . . . . ?
C33 O16 C15 O15 -6.8(3) . . . . ?
C33 O16 C15 C14 176.44(15) . . . . ?
N13 C14 C15 O15 142.49(18) . . . . ?
C25 C14 C15 O15 19.6(3) . . . . ?
C24 C14 C15 O15 -101.4(2) . . . . ?
N13 C14 C15 O16 -40.7(2) . . . . ?
C25 C14 C15 O16 -163.58(16) . . . . ?
C24 C14 C15 O16 75.45(19) . . . . ?
O2 S1 C26 C27 -21.37(17) . . . . ?
O1 S1 C26 C27 -150.71(15) . . . . ?
N1 S1 C26 C27 94.72(16) . . . . ?
O2 S1 C26 C31 157.68(15) . . . . ?
O1 S1 C26 C31 28.34(17) . . . . ?
N1 S1 C26 C31 -86.23(16) . . . . ?
C31 C26 C27 C28 0.8(3) . . . . ?
S1 C26 C27 C28 179.83(15) . . . . ?
C26 C27 C28 C29 0.2(3) . . . . ?
C27 C28 C29 C30 -1.2(3) . . . . ?
C27 C28 C29 C32 178.6(2) . . . . ?
C28 C29 C30 C31 1.2(3) . . . . ?
C32 C29 C30 C31 -178.6(2) . . . . ?
C29 C30 C31 C26 -0.2(3) . . . . ?
C27 C26 C31 C30 -0.8(3) . . . . ?
S1 C26 C31 C30 -179.82(16) . . . . ?

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
_geom_hbond_publ_flag
N1 H1 O12 0.83(2) 1.97(2) 2.7841(19) 168(2) 7_576 yes
N7 H7 O1 0.88 2.14 2.9685(18) 156.2 . yes
N10 H10 O3 0.88 2.24 3.0484(17) 151.7 . yes
N13 H13 O6 0.88 2.18 3.0339(18) 163.8 . yes

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


