# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_tt8
_database_code_depnum_ccdc_archive 'CCDC 1906777'
loop_
_audit_author_name
_audit_author_address
'Leslaw Sieron'
;Lodz University of Technology
Poland
;
_audit_update_record             
;
2019-03-30 deposited with the CCDC.	2019-08-23 downloaded from the CCDC.
;

#===============================================================================

# CHEMICAL DATA

_chemical_name_systematic        
;
(2S,3R,3aS)-2-(4-nitrophenyl)-3,3a-dihydro-2H-cyclohepta[b]thiophene-3-carbaldehyde
;
_chemical_name_common            ?
_chemical_melting_point          396
_chemical_formula_moiety         'C16 H13 N O3 S'
_chemical_formula_structural     ?
_chemical_formula_sum            'C16 H13 N O3 S'
_chemical_formula_iupac          ?
_chemical_formula_weight         299.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

#===============================================================================

# CRYSTAL DATA

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_Int_Tables_number      19

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 1/2-x,-y,1/2+z
3 1/2+x,1/2-y,-z
4 -x,1/2+y,1/2-z

_cell_length_a                   6.9092(1)
_cell_length_b                   10.1436(1)
_cell_length_c                   19.7001(1)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1380.67(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    37871
_cell_measurement_theta_min      4.293
_cell_measurement_theta_max      78.902
_cell_special_details            
;
;

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.110
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             624
_exptl_absorpt_coefficient_mu    2.173
_exptl_absorpt_correction_T_min  0.281
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_empirical_full_min 0.836
_exptl_absorpt_empirical_full_max 1.299
_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;

#===============================================================================

# EXPERIMENTAL DATA

_diffrn_ambient_temperature      100.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 300K'
_diffrn_detector_area_resol_mean 5.8140


# number of measured reflections (redundant set)
_diffrn_reflns_number            40039
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_av_unetI/netI     0.0059
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         4.49
_diffrn_reflns_theta_max         66.53
_diffrn_reflns_theta_full        66.53
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999

# number of unique reflections
_reflns_number_total             2435
# number of observed reflections (> n sig(I))
_reflns_number_gt                2435
_reflns_threshold_expression     I>2σ(I)

#===============================================================================

# REFINEMENT DATA

_refine_special_details          
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs etc. and is not
 relevant to the choice of reflections for refinement.
 R-factors based on F² are statistically about twice
 as large as those based on F, and R-factors based on
 ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'W=1/[Σ²(FO²)+(0.0199P)²+0.4308P] WHERE P=(FO²+2FC²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr

_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0010(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 995 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.007(3)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         2435
_refine_ls_number_parameters     191
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_R_factor_all          0.0192
_refine_ls_R_factor_gt           0.0192
_refine_ls_wR_factor_ref         0.0483
_refine_ls_wR_factor_gt          0.0483
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.100
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.152
_refine_diff_density_min         -0.150
_refine_diff_density_rms         0.030

#===============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S Uani 0.66620(6) 0.66301(5) 0.73855(2) 1.000 0.0214(1) d . . .
O1 O Uani 0.1731(2) 0.40384(12) 0.66051(7) 1.000 0.0262(4) d . . .
O2 O Uani 0.4774(2) 0.83886(14) 0.39450(6) 1.000 0.0304(4) d . . .
O3 O Uani 0.5251(2) 0.63604(15) 0.36431(7) 1.000 0.0338(4) d . . .
N1 N Uani 0.5009(2) 0.72161(16) 0.40781(8) 1.000 0.0233(5) d . . .
C1 C Uani 0.1501(3) 0.48595(18) 0.70387(9) 1.000 0.0198(5) d . . .
C2 C Uani 0.2993(2) 0.58815(17) 0.72283(8) 1.000 0.0166(5) d . . .
C3 C Uani 0.3293(3) 0.59460(16) 0.80073(8) 1.000 0.0167(5) d . . .
C4 C Uani 0.1998(3) 0.69472(17) 0.83448(9) 1.000 0.0198(5) d . . .
C5 C Uani 0.1964(3) 0.71567(17) 0.90164(9) 1.000 0.0210(5) d . . .
C6 C Uani 0.3289(3) 0.66122(17) 0.95089(8) 1.000 0.0212(5) d . . .
C7 C Uani 0.5160(3) 0.62787(16) 0.93881(9) 1.000 0.0204(5) d . . .
C8 C Uani 0.6195(3) 0.63733(17) 0.87571(9) 1.000 0.0192(5) d . . .
C9 C Uani 0.5378(3) 0.63280(17) 0.81369(9) 1.000 0.0182(5) d . . .
C10 C Uani 0.4953(3) 0.56595(17) 0.68782(9) 1.000 0.0182(5) d . . .
C11 C Uani 0.5002(3) 0.60843(16) 0.61427(9) 1.000 0.0171(5) d . . .
C12 C Uani 0.5202(3) 0.51385(17) 0.56336(9) 1.000 0.0197(5) d . . .
C13 C Uani 0.5214(3) 0.55008(18) 0.49563(9) 1.000 0.0202(5) d . . .
C14 C Uani 0.5019(2) 0.68210(18) 0.47952(8) 1.000 0.0188(5) d . . .
C15 C Uani 0.4840(3) 0.77886(18) 0.52866(9) 1.000 0.0200(5) d . . .
C16 C Uani 0.4829(3) 0.74133(17) 0.59611(9) 1.000 0.0187(5) d . . .
H1 H Uiso 0.03046 0.48645 0.72765 1.000 0.0240 c RU . .
H2 H Uiso 0.24926 0.67592 0.70778 1.000 0.0200 c RU . .
H3 H Uiso 0.30407 0.50568 0.82078 1.000 0.0200 c RU . .
H4 H Uiso 0.11607 0.74568 0.80663 1.000 0.0240 c RU . .
H5 H Uiso 0.09726 0.77176 0.91846 1.000 0.0250 c RU . .
H6 H Uiso 0.28102 0.64756 0.99555 1.000 0.0250 c RU . .
H7 H Uiso 0.58679 0.59442 0.97640 1.000 0.0240 c RU . .
H8 H Uiso 0.75599 0.64759 0.87792 1.000 0.0230 c RU . .
H10 H Uiso 0.53063 0.47054 0.69093 1.000 0.0220 c RU . .
H12 H Uiso 0.53316 0.42354 0.57530 1.000 0.0240 c RU . .
H13 H Uiso 0.53530 0.48567 0.46097 1.000 0.0240 c RU . .
H15 H Uiso 0.47266 0.86906 0.51631 1.000 0.0240 c RU . .
H16 H Uiso 0.47034 0.80642 0.63051 1.000 0.0220 c RU . .


#===============================================================================

# MOLECULAR GEOMETRY

_geom_special_details            
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C9 1.7527(19)
S1 C10 1.8337(19)
O1 C1 1.204(2)
O2 N1 1.229(2)
O3 N1 1.231(2)
N1 C14 1.469(2)
C1 C2 1.509(2)
C2 C3 1.550(2)
C2 C10 1.536(2)
C3 C4 1.508(3)
C3 C9 1.514(3)
C4 C5 1.340(3)
C5 C6 1.444(3)
C6 C7 1.357(3)
C7 C8 1.437(3)
C8 C9 1.347(3)
C10 C11 1.512(2)
C11 C12 1.395(2)
C11 C16 1.400(2)
C12 C13 1.384(3)
C13 C14 1.383(3)
C14 C15 1.384(2)
C15 C16 1.382(3)
C1 H1 0.9500
C2 H2 1.0000
C3 H3 1.0000
C4 H4 0.9500
C5 H5 0.9500
C6 H6 0.9500
C7 H7 0.9500
C8 H8 0.9500
C10 H10 1.0000
C12 H12 0.9500
C13 H13 0.9500
C15 H15 0.9500
C16 H16 0.9500

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C9 S1 C10 92.32(9)
O2 N1 O3 123.49(16)
O2 N1 C14 118.04(15)
O3 N1 C14 118.46(15)
O1 C1 C2 124.12(18)
C1 C2 C3 111.44(14)
C1 C2 C10 112.98(14)
C3 C2 C10 109.44(13)
C2 C3 C4 112.68(14)
C2 C3 C9 107.77(14)
C4 C3 C9 108.54(14)
C3 C4 C5 123.54(17)
C4 C5 C6 126.27(18)
C5 C6 C7 125.55(16)
C6 C7 C8 127.51(17)
C7 C8 C9 125.02(19)
S1 C9 C3 112.59(12)
S1 C9 C8 123.24(16)
C3 C9 C8 124.11(17)
S1 C10 C2 104.14(11)
S1 C10 C11 110.78(13)
C2 C10 C11 114.09(16)
C10 C11 C12 119.69(15)
C10 C11 C16 121.16(15)
C12 C11 C16 119.15(16)
C11 C12 C13 120.74(16)
C12 C13 C14 118.54(16)
N1 C14 C13 119.05(15)
N1 C14 C15 118.61(16)
C13 C14 C15 122.34(16)
C14 C15 C16 118.53(16)
C11 C16 C15 120.69(16)
O1 C1 H1 118.00
C2 C1 H1 118.00
C1 C2 H2 108.00
C3 C2 H2 108.00
C10 C2 H2 108.00
C2 C3 H3 109.00
C4 C3 H3 109.00
C9 C3 H3 109.00
C3 C4 H4 118.00
C5 C4 H4 118.00
C4 C5 H5 117.00
C6 C5 H5 117.00
C5 C6 H6 117.00
C7 C6 H6 117.00
C6 C7 H7 116.00
C8 C7 H7 116.00
C7 C8 H8 117.00
C9 C8 H8 117.00
S1 C10 H10 109.00
C2 C10 H10 109.00
C11 C10 H10 109.00
C11 C12 H12 120.00
C13 C12 H12 120.00
C12 C13 H13 121.00
C14 C13 H13 121.00
C14 C15 H15 121.00
C16 C15 H15 121.00
C11 C16 H16 120.00
C15 C16 H16 120.00

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
C10 S1 C9 C3 -21.58(13)
C10 S1 C9 C8 155.51(16)
C9 S1 C10 C2 33.33(12)
C9 S1 C10 C11 156.41(14)
O2 N1 C14 C13 177.78(16)
O2 N1 C14 C15 -2.5(2)
O3 N1 C14 C13 -2.8(2)
O3 N1 C14 C15 176.96(16)
O1 C1 C2 C3 -131.37(18)
O1 C1 C2 C10 -7.7(2)
C1 C2 C3 C4 -91.71(18)
C1 C2 C3 C9 148.57(14)
C10 C2 C3 C4 142.61(16)
C10 C2 C3 C9 22.89(18)
C1 C2 C10 S1 -161.85(12)
C1 C2 C10 C11 77.25(18)
C3 C2 C10 S1 -37.06(15)
C3 C2 C10 C11 -157.96(14)
C2 C3 C4 C5 178.32(17)
C9 C3 C4 C5 -62.4(2)
C2 C3 C9 S1 2.68(17)
C2 C3 C9 C8 -174.38(17)
C4 C3 C9 S1 -119.63(13)
C4 C3 C9 C8 63.3(2)
C3 C4 C5 C6 8.6(3)
C4 C5 C6 C7 29.1(3)
C5 C6 C7 C8 -1.0(3)
C6 C7 C8 C9 -26.6(3)
C7 C8 C9 S1 172.67(14)
C7 C8 C9 C3 -10.6(3)
S1 C10 C11 C12 129.96(17)
S1 C10 C11 C16 -50.7(2)
C2 C10 C11 C12 -112.9(2)
C2 C10 C11 C16 66.4(2)
C10 C11 C12 C13 178.78(19)
C16 C11 C12 C13 -0.5(3)
C10 C11 C16 C15 -178.81(19)
C12 C11 C16 C15 0.5(3)
C11 C12 C13 C14 -0.1(3)
C12 C13 C14 N1 -179.36(16)
C12 C13 C14 C15 0.9(3)
N1 C14 C15 C16 179.32(16)
C13 C14 C15 C16 -1.0(3)
C14 C15 C16 C11 0.2(3)

####################################################################### 
# 
# 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_tt8d
_database_code_depnum_ccdc_archive 'CCDC 1920168'
loop_
_audit_author_name
_audit_author_address
'Leslaw Sieron'
;Lodz University of Technology
Poland
;
_audit_update_record             
;
2019-06-01 deposited with the CCDC.	2019-08-23 downloaded from the CCDC.
;

#===============================================================================

# CHEMICAL DATA

_chemical_name_systematic        
;
(2S*,3R*,3aS*,6S*,11aR*)-8,10-dioxo-2,9-diphenyl-3,3a,6,8,9,10-hexahydro-2H-6,11a-ethenothieno[2,3-c][1,2,4]triazolo[1,2-a][1,2]diazepine-3-carbaldehyde
;
_chemical_formula_moiety         'C24 H19 N3 O3 S'
_chemical_formula_structural     ?
_chemical_formula_sum            'C24 H19 N3 O3 S'
_chemical_formula_iupac          ?
_chemical_formula_weight         429.48

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

#===============================================================================

# CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_Int_Tables_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                   10.2822(1)
_cell_length_b                   14.2079(1)
_cell_length_c                   27.6670(1)
_cell_angle_alpha                90
_cell_angle_beta                 100.257(1)
_cell_angle_gamma                90
_cell_volume                     3977.24(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    100
_cell_measurement_reflns_used    105056
_cell_measurement_theta_min      3.118
_cell_measurement_theta_max      78.684

_exptl_crystal_description       Plate
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.435
_exptl_crystal_size_min          0.042
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_F_000             1792
_exptl_absorpt_coefficient_mu    1.724
_exptl_absorpt_correction_T_min  0.087
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_empirical_full_min 0.731
_exptl_absorpt_empirical_full_max 1.430
_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

#===============================================================================

# EXPERIMENTAL DATA

_diffrn_ambient_temperature      100
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 300K'
_diffrn_detector_area_resol_mean 5.8140

# number of measured reflections (redundant set)
_diffrn_reflns_number            134496
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_av_unetI/netI     0.0075
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         3.25
_diffrn_reflns_theta_max         66.60
_diffrn_reflns_theta_full        66.60
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000

# number of unique reflections
_reflns_number_total             7009
# number of observed reflections (> n sig(I))
_reflns_number_gt                6889
_reflns_threshold_expression     I>2σ(I)

#===============================================================================

# REFINEMENT DATA

_refine_special_details          
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs etc. and is not
 relevant to the choice of reflections for refinement.
 R-factors based on F² are statistically about twice
 as large as those based on F, and R-factors based on
 ALL data will be even larger.
;
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'W=1/[Σ²(FO²)+(0.0356P)²+2.7696P] WHERE P=(FO²+2FC²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap

_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         7009
_refine_ls_number_parameters     568
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_R_factor_all          0.0336
_refine_ls_R_factor_gt           0.0332
_refine_ls_wR_factor_ref         0.0836
_refine_ls_wR_factor_gt          0.0834
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.357
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.042

#===============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S2 S Uani -0.05102(3) 0.21239(2) 0.82035(2) 1.000 0.0188(1) d . . .
S1 S Uani 0.54930(3) 0.57584(3) 0.68082(2) 1.000 0.0202(1) d . . .
O4 O Uani -0.09455(10) 0.37653(7) 0.89455(4) 1.000 0.0233(3) d . . .
O5 O Uani -0.18624(11) 0.63335(8) 0.79249(4) 1.000 0.0291(3) d . . .
O6 O Uani 0.4002(2) 0.30463(18) 0.85855(8) 0.500 0.0297(7) d P . 1
O6' O Uani 0.3902(2) 0.35097(18) 0.90257(10) 0.500 0.0405(8) d P . 2
N4 N Uani -0.09645(12) 0.40110(9) 0.81120(4) 1.000 0.0183(3) d . . .
N5 N Uani -0.12961(12) 0.47955(9) 0.77958(4) 1.000 0.0197(3) d . . .
N6 N Uani -0.16851(12) 0.51607(9) 0.85336(5) 1.000 0.0209(3) d . . .
O1 O Uani 0.60384(10) 0.39433(8) 0.61809(4) 1.000 0.0245(3) d . . .
O2 O Uani 0.67707(10) 0.16099(8) 0.73452(4) 1.000 0.0263(3) d . . .
O3 O Uani 0.12211(11) 0.40571(9) 0.61160(4) 1.000 0.0312(4) d . . .
C31 C Uani -0.11501(14) 0.42397(10) 0.85749(5) 1.000 0.0189(4) d . . .
C32 C Uani -0.16323(14) 0.55326(11) 0.80721(6) 1.000 0.0221(4) d . . .
C33 C Uani -0.01746(14) 0.32520(10) 0.79367(5) 1.000 0.0179(4) d . . .
C34 C Uani -0.04479(14) 0.32450(11) 0.73783(5) 1.000 0.0212(4) d . . .
C35 C Uani -0.04712(14) 0.40554(11) 0.71440(6) 1.000 0.0233(4) d . . .
C36 C Uani -0.03621(14) 0.49349(11) 0.74528(5) 1.000 0.0216(4) d . . .
C37 C Uani 0.13304(14) 0.34272(10) 0.80980(5) 1.000 0.0186(4) d . . .
C38 C Uani 0.17238(14) 0.44302(11) 0.80216(6) 1.000 0.0212(4) d . . .
C39 C Uani 0.10293(14) 0.50783(11) 0.77390(5) 1.000 0.0220(4) d . . .
C40 C Uani 0.17214(14) 0.30133(10) 0.86175(5) 1.000 0.0193(4) d . . .
C41 C Uani 0.31990(17) 0.29757(12) 0.87853(7) 1.000 0.0312(5) d . . .
C42 C Uani 0.11743(14) 0.20033(10) 0.85629(5) 1.000 0.0196(4) d . . .
C43 C Uani 0.12129(14) 0.14472(11) 0.90288(5) 1.000 0.0214(4) d . . .
C44 C Uani 0.06809(16) 0.17884(12) 0.94243(6) 1.000 0.0272(5) d . . .
C45 C Uani 0.08097(17) 0.12676(13) 0.98534(6) 1.000 0.0319(5) d . . .
C46 C Uani 0.14536(16) 0.04050(13) 0.98909(6) 1.000 0.0323(5) d . . .
C47 C Uani 0.19580(16) 0.00538(12) 0.94974(6) 1.000 0.0303(5) d . . .
C48 C Uani 0.18412(15) 0.05751(11) 0.90675(6) 1.000 0.0243(4) d . . .
C49 C Uani -0.22573(15) 0.56137(12) 0.89087(6) 1.000 0.0254(5) d . . .
C50 C Uani -0.28822(17) 0.50684(14) 0.92166(6) 1.000 0.0344(5) d . . .
C51 C Uani -0.3424(2) 0.55105(17) 0.95831(8) 1.000 0.0489(7) d . . .
C52 C Uani -0.3362(2) 0.64814(17) 0.96353(8) 1.000 0.0514(7) d . . .
C53 C Uani -0.2783(2) 0.70120(15) 0.93170(7) 1.000 0.0436(6) d . . .
C54 C Uani -0.22150(17) 0.65856(13) 0.89537(7) 1.000 0.0328(5) d . . .
N1 N Uani 0.60033(11) 0.39127(9) 0.70254(4) 1.000 0.0187(3) d . . .
N2 N Uani 0.63059(11) 0.31954(9) 0.73899(4) 1.000 0.0194(3) d . . .
N3 N Uani 0.66395(12) 0.26379(9) 0.66785(5) 1.000 0.0206(3) d . . .
C1 C Uani 0.61832(14) 0.35637(10) 0.65788(5) 1.000 0.0193(4) d . . .
C2 C Uani 0.65853(13) 0.23818(11) 0.71561(6) 1.000 0.0207(4) d . . .
C3 C Uani 0.51690(14) 0.47064(10) 0.71419(5) 1.000 0.0188(4) d . . .
C4 C Uani 0.54173(14) 0.48483(11) 0.76952(5) 1.000 0.0218(4) d . . .
C5 C Uani 0.54353(14) 0.41045(11) 0.79791(6) 1.000 0.0229(4) d . . .
C6 C Uani 0.53441(14) 0.31554(11) 0.77308(5) 1.000 0.0208(4) d . . .
C7 C Uani 0.36741(14) 0.44956(10) 0.69807(5) 1.000 0.0188(4) d . . .
C8 C Uani 0.33047(14) 0.35076(11) 0.71014(5) 1.000 0.0200(4) d . . .
C9 C Uani 0.39865(14) 0.29356(11) 0.74343(5) 1.000 0.0205(4) d . . .
C10 C Uani 0.32978(14) 0.47943(10) 0.64357(5) 1.000 0.0193(4) d . . .
C11 C Uani 0.18104(15) 0.47473(12) 0.62833(6) 1.000 0.0240(4) d . . .
C12 C Uani 0.38234(14) 0.58051(10) 0.64316(5) 1.000 0.0199(4) d . . .
C13 C Uani 0.38451(14) 0.62465(11) 0.59365(5) 1.000 0.0209(4) d . . .
C14 C Uani 0.46655(15) 0.59051(11) 0.56245(6) 1.000 0.0234(4) d . . .
C15 C Uani 0.46723(16) 0.63355(12) 0.51750(6) 1.000 0.0264(5) d . . .
C16 C Uani 0.38591(16) 0.71014(12) 0.50300(6) 1.000 0.0283(5) d . . .
C17 C Uani 0.30343(17) 0.74365(12) 0.53363(6) 1.000 0.0301(5) d . . .
C18 C Uani 0.30331(16) 0.70164(11) 0.57899(6) 1.000 0.0263(5) d . . .
C19 C Uani 0.71208(16) 0.20376(12) 0.63312(6) 1.000 0.0278(5) d . . .
C20 C Uani 0.6465(2) 0.12078(13) 0.61907(6) 1.000 0.0427(6) d . . .
C21 C Uani 0.6963(3) 0.06140(16) 0.58699(8) 1.000 0.0661(11) d . . .
C22 C Uani 0.8086(3) 0.0849(2) 0.56930(8) 1.000 0.0716(10) d . . .
C23 C Uani 0.8722(2) 0.1688(2) 0.58290(7) 1.000 0.0648(8) d . . .
C24 C Uani 0.82398(17) 0.22956(17) 0.61509(7) 1.000 0.0437(6) d . . .
H34 H Uiso -0.05985 0.26700 0.72020 1.000 0.0250 c RU . .
H35 H Uiso -0.05529 0.40829 0.67968 1.000 0.0280 c RU . .
H36 H Uiso -0.06346 0.54943 0.72393 1.000 0.0260 c RU . .
H37 H Uiso 0.17808 0.30319 0.78782 1.000 0.0220 c RU . .
H38 H Uiso 0.25636 0.46218 0.81951 1.000 0.0250 c RU . .
H39 H Uiso 0.14321 0.56740 0.77142 1.000 0.0260 c RU . .
H40 H Uiso 0.12956 0.33759 0.88571 1.000 0.0230 c RU . .
H41 H Uiso 0.34688 0.28714 0.91277 0.500 0.0370 c RUP A 1
H41' H Uiso 0.36222 0.24381 0.86802 0.500 0.0370 c RUP B 2
H42 H Uiso 0.17094 0.16497 0.83547 1.000 0.0240 c RU . .
H44 H Uiso 0.02320 0.23755 0.93996 1.000 0.0330 c RU . .
H45 H Uiso 0.04547 0.15024 1.01240 1.000 0.0380 c RU . .
H46 H Uiso 0.15473 0.00558 1.01879 1.000 0.0390 c RU . .
H47 H Uiso 0.23832 -0.05423 0.95206 1.000 0.0360 c RU . .
H48 H Uiso 0.21931 0.03349 0.87973 1.000 0.0290 c RU . .
H50 H Uiso -0.29382 0.44046 0.91772 1.000 0.0410 c RU . .
H51 H Uiso -0.38395 0.51445 0.97995 1.000 0.0590 c RU . .
H52 H Uiso -0.37200 0.67781 0.98902 1.000 0.0620 c RU . .
H53 H Uiso -0.27697 0.76783 0.93458 1.000 0.0520 c RU . .
H54 H Uiso -0.18020 0.69558 0.87382 1.000 0.0390 c RU . .
H4 H Uiso 0.55564 0.54605 0.78328 1.000 0.0260 c RU . .
H5 H Uiso 0.55026 0.41621 0.83248 1.000 0.0270 c RU . .
H6 H Uiso 0.56091 0.26513 0.79812 1.000 0.0250 c RU . .
H7 H Uiso 0.31925 0.49288 0.71727 1.000 0.0230 c RU . .
H8 H Uiso 0.25003 0.32680 0.69209 1.000 0.0240 c RU . .
H9 H Uiso 0.35976 0.23484 0.74907 1.000 0.0250 c RU . .
H10 H Uiso 0.37393 0.43779 0.62223 1.000 0.0230 c RU . .
H11 H Uiso 0.13129 0.52967 0.63225 1.000 0.0290 c RU . .
H12 H Uiso 0.32647 0.62119 0.66073 1.000 0.0240 c RU . .
H14 H Uiso 0.52193 0.53776 0.57203 1.000 0.0280 c RU . .
H15 H Uiso 0.52372 0.61044 0.49651 1.000 0.0320 c RU . .
H16 H Uiso 0.38677 0.73948 0.47221 1.000 0.0340 c RU . .
H17 H Uiso 0.24675 0.79554 0.52359 1.000 0.0360 c RU . .
H18 H Uiso 0.24760 0.72555 0.60006 1.000 0.0320 c RU . .
H20 H Uiso 0.56857 0.10458 0.63116 1.000 0.0510 c RU . .
H21 H Uiso 0.65231 0.00389 0.57715 1.000 0.0790 c RU . .
H22 H Uiso 0.84251 0.04340 0.54766 1.000 0.0860 c RU . .
H23 H Uiso 0.94925 0.18516 0.57028 1.000 0.0780 c RU . .
H24 H Uiso 0.86713 0.28758 0.62445 1.000 0.0530 c RU . .


#===============================================================================

# MOLECULAR GEOMETRY

_geom_special_details            
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S2 C33 1.8231(15)
S2 C42 1.8452(15)
S1 C12 1.8440(15)
S1 C3 1.8185(15)
O4 C31 1.2137(17)
O5 C32 1.2175(19)
O6 C41 1.077(3)
O6' C41 1.170(3)
N4 C31 1.3672(18)
N4 N5 1.4205(17)
N4 C33 1.4826(19)
N5 C36 1.4787(19)
N5 C32 1.377(2)
N6 C49 1.434(2)
N6 C32 1.392(2)
N6 C31 1.4162(19)
O1 C1 1.2110(18)
O2 C2 1.2155(19)
O3 C11 1.201(2)
C33 C37 1.552(2)
C33 C34 1.5203(19)
C34 C35 1.320(2)
C35 C36 1.507(2)
C36 C39 1.521(2)
C37 C40 1.5387(19)
C37 C38 1.507(2)
C38 C39 1.331(2)
C40 C42 1.539(2)
C40 C41 1.509(2)
C42 C43 1.506(2)
C43 C44 1.395(2)
C43 C48 1.393(2)
C44 C45 1.385(2)
C45 C46 1.388(3)
C46 C47 1.380(2)
C47 C48 1.388(2)
C49 C50 1.391(2)
C49 C54 1.387(3)
C50 C51 1.391(3)
C51 C52 1.387(3)
C52 C53 1.373(3)
C53 C54 1.388(3)
N1 C1 1.3741(18)
N1 N2 1.4285(17)
N1 C3 1.4866(19)
N2 C6 1.4842(18)
N2 C2 1.380(2)
N3 C19 1.437(2)
N3 C2 1.381(2)
N3 C1 1.4072(19)
C34 H34 0.9500
C35 H35 0.9500
C36 H36 1.0000
C37 H37 1.0000
C38 H38 0.9500
C39 H39 0.9500
C40 H40 1.0000
C41 H41 0.9500
C41 H41' 0.9500
C42 H42 1.0000
C44 H44 0.9500
C45 H45 0.9500
C46 H46 0.9500
C47 H47 0.9500
C48 H48 0.9500
C50 H50 0.9500
C51 H51 0.9500
C52 H52 0.9500
C53 H53 0.9500
C54 H54 0.9500
C3 C4 1.5199(19)
C3 C7 1.552(2)
C4 C5 1.315(2)
C5 C6 1.509(2)
C6 C9 1.520(2)
C7 C8 1.507(2)
C7 C10 1.5478(19)
C8 C9 1.331(2)
C10 C11 1.514(2)
C10 C12 1.535(2)
C12 C13 1.510(2)
C13 C14 1.397(2)
C13 C18 1.392(2)
C14 C15 1.387(2)
C15 C16 1.387(2)
C16 C17 1.386(2)
C17 C18 1.390(2)
C19 C20 1.379(3)
C19 C24 1.383(2)
C20 C21 1.387(3)
C21 C22 1.373(4)
C22 C23 1.379(4)
C23 C24 1.393(3)
C4 H4 0.9500
C5 H5 0.9500
C6 H6 1.0000
C7 H7 1.0000
C8 H8 0.9500
C9 H9 0.9500
C10 H10 1.0000
C11 H11 0.9500
C12 H12 1.0000
C14 H14 0.9500
C15 H15 0.9500
C16 H16 0.9500
C17 H17 0.9500
C18 H18 0.9500
C20 H20 0.9500
C21 H21 0.9500
C22 H22 0.9500
C23 H23 0.9500
C24 H24 0.9500

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C33 S2 C42 94.17(6)
C3 S1 C12 94.60(7)
N5 N4 C31 109.40(11)
N5 N4 C33 117.04(10)
C31 N4 C33 130.94(12)
N4 N5 C36 112.85(11)
C32 N5 C36 120.70(12)
N4 N5 C32 108.15(11)
C31 N6 C49 124.06(13)
C32 N6 C49 125.58(13)
C31 N6 C32 110.29(12)
O4 C31 N6 125.99(13)
N4 C31 N6 105.13(12)
O4 C31 N4 128.85(14)
O5 C32 N6 128.66(15)
N5 C32 N6 105.98(13)
O5 C32 N5 125.34(15)
S2 C33 C34 113.06(10)
S2 C33 C37 105.99(9)
S2 C33 N4 110.66(10)
N4 C33 C37 111.44(11)
C34 C33 C37 106.72(11)
N4 C33 C34 108.92(11)
C33 C34 C35 118.52(14)
C34 C35 C36 116.88(14)
N5 C36 C35 105.16(12)
N5 C36 C39 110.01(11)
C35 C36 C39 112.00(12)
C33 C37 C40 106.77(11)
C38 C37 C40 117.42(12)
C33 C37 C38 112.97(12)
C37 C38 C39 127.42(14)
C36 C39 C38 124.76(14)
C37 C40 C41 112.48(13)
C37 C40 C42 103.57(11)
C41 C40 C42 109.13(12)
O6 C41 C40 131.4(2)
O6' C41 C40 129.67(18)
O6 C41 O6' 77.2(2)
S2 C42 C43 112.89(10)
C40 C42 C43 116.85(12)
S2 C42 C40 104.95(9)
C42 C43 C48 118.27(13)
C44 C43 C48 119.37(14)
C42 C43 C44 122.33(14)
C43 C44 C45 119.73(15)
C44 C45 C46 120.48(16)
C45 C46 C47 120.10(16)
C46 C47 C48 119.72(16)
C43 C48 C47 120.58(15)
N6 C49 C50 119.17(15)
N6 C49 C54 120.12(15)
C50 C49 C54 120.69(16)
C49 C50 C51 118.93(18)
C50 C51 C52 120.5(2)
C51 C52 C53 119.8(2)
C52 C53 C54 120.7(2)
C49 C54 C53 119.28(17)
N2 N1 C3 116.72(10)
N2 N1 C1 109.27(11)
C1 N1 C3 130.09(11)
C2 N2 C6 118.93(12)
N1 N2 C2 107.71(11)
N1 N2 C6 112.95(11)
C2 N3 C19 124.10(13)
C1 N3 C2 111.40(12)
C1 N3 C19 124.49(13)
C33 C34 H34 121.00
C35 C34 H34 121.00
C36 C35 H35 122.00
C34 C35 H35 122.00
N5 C36 H36 110.00
C35 C36 H36 110.00
C39 C36 H36 110.00
C33 C37 H37 106.00
C40 C37 H37 106.00
C38 C37 H37 106.00
C37 C38 H38 116.00
C39 C38 H38 116.00
C36 C39 H39 118.00
C38 C39 H39 118.00
C37 C40 H40 110.00
C41 C40 H40 110.00
C42 C40 H40 110.00
O6 C41 H41' 59.00
O6' C41 H41 60.00
O6 C41 H41 114.00
C40 C41 H41 114.00
C40 C41 H41' 115.00
O6' C41 H41' 115.00
H41 C41 H41' 96.00
C40 C42 H42 107.00
C43 C42 H42 107.00
S2 C42 H42 107.00
C45 C44 H44 120.00
C43 C44 H44 120.00
C44 C45 H45 120.00
C46 C45 H45 120.00
C45 C46 H46 120.00
C47 C46 H46 120.00
C48 C47 H47 120.00
C46 C47 H47 120.00
C43 C48 H48 120.00
C47 C48 H48 120.00
C51 C50 H50 121.00
C49 C50 H50 121.00
C52 C51 H51 120.00
C50 C51 H51 120.00
C51 C52 H52 120.00
C53 C52 H52 120.00
C52 C53 H53 120.00
C54 C53 H53 120.00
C49 C54 H54 120.00
C53 C54 H54 120.00
O1 C1 N1 129.96(14)
O1 C1 N3 125.25(13)
N1 C1 N3 104.75(12)
O2 C2 N2 125.73(15)
O2 C2 N3 128.28(15)
N2 C2 N3 105.97(13)
S1 C3 N1 110.39(9)
S1 C3 C4 112.91(10)
S1 C3 C7 105.93(9)
N1 C3 C4 108.61(11)
N1 C3 C7 111.82(11)
C4 C3 C7 107.17(11)
C3 C4 C5 118.49(14)
C4 C5 C6 116.95(14)
N2 C6 C5 105.11(12)
N2 C6 C9 108.46(11)
C5 C6 C9 113.95(13)
C3 C7 C8 113.08(12)
C3 C7 C10 106.87(11)
C8 C7 C10 116.24(12)
C7 C8 C9 126.85(13)
C6 C9 C8 124.61(14)
C7 C10 C11 108.91(12)
C7 C10 C12 103.68(11)
C11 C10 C12 112.26(12)
O3 C11 C10 123.96(15)
S1 C12 C10 104.82(9)
S1 C12 C13 111.40(10)
C10 C12 C13 117.21(12)
C12 C13 C14 121.62(13)
C12 C13 C18 119.05(13)
C14 C13 C18 119.32(14)
C13 C14 C15 120.07(15)
C14 C15 C16 120.40(15)
C15 C16 C17 119.71(15)
C16 C17 C18 120.25(16)
C13 C18 C17 120.24(15)
N3 C19 C20 119.11(15)
N3 C19 C24 119.45(16)
C20 C19 C24 121.43(17)
C19 C20 C21 118.9(2)
C20 C21 C22 120.7(2)
C21 C22 C23 120.1(2)
C22 C23 C24 120.3(2)
C19 C24 C23 118.7(2)
C3 C4 H4 121.00
C5 C4 H4 121.00
C4 C5 H5 122.00
C6 C5 H5 122.00
N2 C6 H6 110.00
C5 C6 H6 110.00
C9 C6 H6 110.00
C3 C7 H7 107.00
C8 C7 H7 107.00
C10 C7 H7 107.00
C7 C8 H8 117.00
C9 C8 H8 117.00
C6 C9 H9 118.00
C8 C9 H9 118.00
C7 C10 H10 111.00
C11 C10 H10 111.00
C12 C10 H10 111.00
O3 C11 H11 118.00
C10 C11 H11 118.00
S1 C12 H12 108.00
C10 C12 H12 108.00
C13 C12 H12 108.00
C13 C14 H14 120.00
C15 C14 H14 120.00
C14 C15 H15 120.00
C16 C15 H15 120.00
C15 C16 H16 120.00
C17 C16 H16 120.00
C16 C17 H17 120.00
C18 C17 H17 120.00
C13 C18 H18 120.00
C17 C18 H18 120.00
C19 C20 H20 121.00
C21 C20 H20 121.00
C20 C21 H21 120.00
C22 C21 H21 120.00
C21 C22 H22 120.00
C23 C22 H22 120.00
C22 C23 H23 120.00
C24 C23 H23 120.00
C19 C24 H24 121.00
C23 C24 H24 121.00

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
C42 S2 C33 N4 -114.16(10)
C42 S2 C33 C34 123.35(11)
C42 S2 C33 C37 6.79(10)
C33 S2 C42 C40 22.38(10)
C33 S2 C42 C43 150.71(11)
C12 S1 C3 C7 -6.42(10)
C3 S1 C12 C10 -22.59(10)
C3 S1 C12 C13 -150.30(11)
C12 S1 C3 C4 -123.42(11)
C12 S1 C3 N1 114.81(10)
N5 N4 C31 O4 -178.12(15)
C33 N4 N5 C36 -24.77(16)
C31 N4 N5 C32 2.79(16)
C31 N4 N5 C36 138.93(12)
C33 N4 N5 C32 -160.92(12)
N5 N4 C33 C37 90.19(14)
C31 N4 C33 S2 48.37(18)
C31 N4 C33 C34 173.24(14)
C31 N4 C33 C37 -69.30(19)
C33 N4 C31 O4 -17.4(3)
C33 N4 C31 N6 164.36(14)
N5 N4 C33 S2 -152.15(10)
N5 N4 C33 C34 -27.28(16)
N5 N4 C31 N6 3.68(15)
N4 N5 C36 C35 62.00(14)
N4 N5 C36 C39 -58.78(15)
N4 N5 C32 O5 173.54(14)
N4 N5 C32 N6 -8.13(15)
C36 N5 C32 O5 41.5(2)
C36 N5 C32 N6 -140.18(12)
C32 N5 C36 C39 71.25(17)
C32 N5 C36 C35 -167.98(13)
C31 N6 C32 O5 -171.05(15)
C49 N6 C31 N4 168.06(13)
C49 N6 C32 N5 -166.26(13)
C31 N6 C32 N5 10.71(16)
C49 N6 C32 O5 12.0(3)
C32 N6 C49 C50 145.85(16)
C32 N6 C49 C54 -32.5(2)
C49 N6 C31 O4 -10.2(2)
C31 N6 C49 C54 150.95(16)
C32 N6 C31 O4 172.77(14)
C31 N6 C49 C50 -30.7(2)
C32 N6 C31 N4 -8.96(16)
N4 C33 C34 C35 44.59(18)
C37 C33 C34 C35 -75.83(16)
S2 C33 C34 C35 168.04(12)
C34 C33 C37 C40 -155.44(12)
S2 C33 C37 C40 -34.68(12)
N4 C33 C37 C38 -44.79(16)
S2 C33 C37 C38 -165.23(10)
C34 C33 C37 C38 74.01(15)
N4 C33 C37 C40 85.77(13)
C33 C34 C35 C36 -6.2(2)
C34 C35 C36 N5 -46.43(17)
C34 C35 C36 C39 73.03(17)
N5 C36 C39 C38 65.28(19)
C35 C36 C39 C38 -51.30(19)
C33 C37 C40 C41 169.64(12)
C33 C37 C40 C42 51.95(14)
C33 C37 C38 C39 -17.3(2)
C40 C37 C38 C39 -142.22(16)
C38 C37 C40 C41 -62.38(17)
C38 C37 C40 C42 179.93(11)
C37 C38 C39 C36 3.4(3)
C42 C40 C41 O6 99.8(3)
C42 C40 C41 O6' -149.9(2)
C37 C40 C42 S2 -45.06(12)
C37 C40 C42 C43 -170.96(12)
C37 C40 C41 O6 -14.6(3)
C37 C40 C41 O6' 95.8(3)
C41 C40 C42 C43 69.04(16)
C41 C40 C42 S2 -165.06(11)
S2 C42 C43 C44 -68.98(17)
C40 C42 C43 C48 -125.09(15)
S2 C42 C43 C48 113.07(13)
C40 C42 C43 C44 52.9(2)
C42 C43 C44 C45 -176.47(15)
C48 C43 C44 C45 1.5(2)
C42 C43 C48 C47 177.02(14)
C44 C43 C48 C47 -1.0(2)
C43 C44 C45 C46 -0.6(3)
C44 C45 C46 C47 -0.8(3)
C45 C46 C47 C48 1.3(3)
C46 C47 C48 C43 -0.4(2)
N6 C49 C50 C51 179.36(16)
N6 C49 C54 C53 179.54(16)
C50 C49 C54 C53 1.2(3)
C54 C49 C50 C51 -2.3(3)
C49 C50 C51 C52 1.1(3)
C50 C51 C52 C53 1.2(3)
C51 C52 C53 C54 -2.3(3)
C52 C53 C54 C49 1.1(3)
C1 N1 N2 C2 -4.10(15)
C1 N1 N2 C6 -137.46(12)
C3 N1 N2 C2 155.93(11)
C3 N1 N2 C6 22.56(16)
N2 N1 C1 O1 -179.73(15)
N2 N1 C1 N3 -1.87(15)
C3 N1 C1 O1 23.8(3)
C3 N1 C1 N3 -158.37(13)
N2 N1 C3 S1 153.85(9)
N2 N1 C3 C4 29.57(16)
N2 N1 C3 C7 -88.49(13)
C1 N1 C3 S1 -51.08(18)
C1 N1 C3 C4 -175.37(14)
C1 N1 C3 C7 66.57(18)
N1 N2 C2 O2 -173.12(13)
N1 N2 C2 N3 8.37(14)
C6 N2 C2 O2 -43.0(2)
C6 N2 C2 N3 138.47(12)
N1 N2 C6 C5 -61.09(14)
N1 N2 C6 C9 61.15(15)
C2 N2 C6 C5 171.22(12)
C2 N2 C6 C9 -66.54(16)
C2 N3 C1 O1 -174.64(14)
C2 N3 C1 N1 7.37(16)
C19 N3 C1 O1 6.3(2)
C19 N3 C1 N1 -171.73(13)
C1 N3 C2 O2 171.58(14)
C1 N3 C2 N2 -9.96(16)
C19 N3 C2 O2 -9.3(2)
C19 N3 C2 N2 169.15(13)
C1 N3 C19 C20 -118.09(17)
C1 N3 C19 C24 62.9(2)
C2 N3 C19 C20 62.9(2)
C2 N3 C19 C24 -116.11(18)
S1 C3 C4 C5 -168.68(12)
N1 C3 C4 C5 -45.90(18)
C7 C3 C4 C5 75.06(16)
S1 C3 C7 C8 163.14(10)
S1 C3 C7 C10 34.00(13)
N1 C3 C7 C8 42.84(15)
N1 C3 C7 C10 -86.31(13)
C4 C3 C7 C8 -76.07(14)
C4 C3 C7 C10 154.78(12)
C3 C4 C5 C6 6.1(2)
C4 C5 C6 N2 46.86(17)
C4 C5 C6 C9 -71.75(17)
N2 C6 C9 C8 -66.24(19)
C5 C6 C9 C8 50.45(19)
C3 C7 C8 C9 20.6(2)
C10 C7 C8 C9 144.76(15)
C3 C7 C10 C11 -171.18(12)
C3 C7 C10 C12 -51.48(14)
C8 C7 C10 C11 61.52(16)
C8 C7 C10 C12 -178.79(12)
C7 C8 C9 C6 -5.2(2)
C7 C10 C11 O3 -89.41(18)
C12 C10 C11 O3 156.37(15)
C7 C10 C12 S1 44.77(12)
C7 C10 C12 C13 168.85(12)
C11 C10 C12 S1 162.16(10)
C11 C10 C12 C13 -73.77(16)
S1 C12 C13 C14 54.67(17)
S1 C12 C13 C18 -124.89(13)
C10 C12 C13 C14 -66.01(19)
C10 C12 C13 C18 114.43(16)
C12 C13 C14 C15 -179.17(14)
C18 C13 C14 C15 0.4(2)
C12 C13 C18 C17 179.95(15)
C14 C13 C18 C17 0.4(2)
C13 C14 C15 C16 -0.5(2)
C14 C15 C16 C17 -0.1(2)
C15 C16 C17 C18 0.9(3)
C16 C17 C18 C13 -1.0(3)
N3 C19 C20 C21 -177.56(17)
C24 C19 C20 C21 1.4(3)
N3 C19 C24 C23 177.56(17)
C20 C19 C24 C23 -1.4(3)
C19 C20 C21 C22 -0.3(3)
C20 C21 C22 C23 -0.8(4)
C21 C22 C23 C24 0.8(4)
C22 C23 C24 C19 0.3(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
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
C9 H9 O5 0.95 2.42 3.1884(19) 138 2_546
C10 H10 O1 1.00 2.47 3.2569(18) 136 .
C14 H14 O1 0.95 2.47 3.3701(19) 158 .
C21 H21 O6' 0.95 2.31 3.147(3) 147 2_646
C39 H39 O2 0.95 2.31 3.1772(19) 152 2_656
C40 H40 O4 1.00 2.42 3.2204(18) 136 .
C44 H44 O4 0.95 2.53 3.413(2) 155 .

