# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_1_sq
_database_code_depnum_ccdc_archive 'CCDC 2010635'
loop_
_audit_author_name
_audit_author_address
'Da-Ming Du'
;Beijing Institute of Technology
China
;
_audit_update_record             
;
2020-06-18 deposited with the CCDC.	2020-09-07 downloaded from the CCDC.
;
_audit_creation_date             2020-06-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
"(3R,3'S,4'R,4a'S,9a'R)-1-(tert-Butyl) 3'-ethyl 3''-benzyl-2,4'',9'-trioxo-2''-thioxo-4a',9a'- dihydro-1'H,3'H,9'H-dispiro[indoline-3,2'-xanthene-4',5''-thiazolidine]-1,3'-dicarboxylate"
_chemical_formula_moiety         'C37 H34 N2 O8 S2'
_chemical_formula_sum            'C37 H34 N2 O8 S2'
_chemical_formula_weight         698.78
_chemical_absolute_configuration unk
_chemical_melting_point          434-435
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 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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 1 2 1'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   34.292(5)
_cell_length_b                   8.1908(13)
_cell_length_c                   16.147(3)
_cell_angle_alpha                90
_cell_angle_beta                 111.061(5)
_cell_angle_gamma                90
_cell_volume                     4232.3(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8342
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.87
_cell_measurement_theta_min      2.42
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.950
_exptl_absorpt_coefficient_mu    0.171
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.950
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.097
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   0.983
_exptl_transmission_factor_min   0.950
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            20566
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.189
_diffrn_reflns_theta_max         25.189
_diffrn_reflns_theta_min         2.164
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.856
_reflns_Friedel_fraction_full    0.993
_reflns_Friedel_fraction_max     0.993
_reflns_number_gt                6620
_reflns_number_total             7557
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.318
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.028
_refine_ls_abs_structure_details 
;
 Flack x determined using 2740 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     497
_refine_ls_number_reflns         7557
_refine_ls_number_restraints     191
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0331
_refine_ls_restrained_S_all      1.097
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0533P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0846
_refine_ls_wR_factor_ref         0.0881
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C27-C28
 1.51 with sigma of 0.01
 S1-C30
 1.82 with sigma of 0.001
 C28-C27 = C28A-C27A
 1.53 with sigma of 0.02
 O4-C27A = O4-C27
 1.43 with sigma of 0.02
 C23A-C22 = C23-C22 = C24A-C22 = C24-C22 = C25-C22 = C25A-C22
 1.53 with sigma of 0.02
3. Rigid bond restraints
 S1, C30, C22, C25, O8, C22
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.005
4. Uiso/Uaniso restraints and constraints
S1 \\sim C30 \\sim C22 \\sim C25 \\sim O8 \\sim C22: within 3.8A with sigma of
0.01 and sigma for terminal atoms of 0.02
C27A \\sim C27 \\sim C28 \\sim C28A: within 1.7A with sigma of 0.01 and sigma
for terminal atoms of 0.01
C25 \\sim C25A \\sim C24 \\sim C24A \\sim C23A \\sim C23 \\sim O6 \\sim C29:
within 1.7A with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(S1) \\sim Ueq, Uanis(C30) \\sim Ueq, Uanis(C22) \\sim Ueq: with sigma of
0.002 and sigma for terminal atoms of 0.004
Uanis(C27A) \\sim Ueq, Uanis(C27) \\sim Ueq, Uanis(C28) \\sim Ueq, Uanis(C28A)
\\sim Ueq, Uanis(O6) \\sim Ueq, Uanis(C29) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.01
Uanis(C25) \\sim Ueq, Uanis(C25A) \\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(C24A)
\\sim Ueq, Uanis(C23A) \\sim Ueq, Uanis(C23) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
5. Others
 Sof(C27A)=Sof(H27C)=Sof(H27D)=Sof(C28A)=Sof(H28D)=Sof(H28E)=Sof(H28F)=1-FVAR(1)
 Sof(C27)=Sof(H27A)=Sof(H27B)=Sof(C28)=Sof(H28A)=Sof(H28B)=Sof(H28C)=FVAR(1)
 Sof(C24A)=Sof(H24D)=Sof(H24E)=Sof(H24F)=Sof(C23A)=Sof(H23D)=Sof(H23E)=
 Sof(H23F)=Sof(C25A)=Sof(H25D)=Sof(H25E)=Sof(H25F)=1-FVAR(2)
 Sof(C24)=Sof(H24A)=Sof(H24B)=Sof(H24C)=Sof(C25)=Sof(H25A)=Sof(H25B)=Sof(H25C)=
 Sof(C23)=Sof(H23A)=Sof(H23B)=Sof(H23C)=FVAR(2)
6.a Ternary CH refined with riding coordinates:
 C13(H13), C8(H8), C9(H9)
6.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C31(H31A,H31B), C27(H27A,H27B), C27A(H27C,H27D)
6.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C1(H1), C3(H3), C2(H2), C15(H15), C18(H18), C16(H16), C17(H17),
 C37(H37), C33(H33), C36(H36), C35(H35), C34(H34)
6.d Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C23(H23A,H23B,H23C), C28(H28A,H28B,
 H28C), C28A(H28D,H28E,H28F), C24A(H24D,H24E,H24F), C23A(H23D,H23E,H23F),
 C25A(H25D,H25E,H25F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.28551(2) 0.76694(7) 0.28341(4) 0.03933(16) Uani 1 1 d D U . . .
S2 S 0.24885(3) 0.50360(9) 0.15492(6) 0.0599(2) Uani 1 1 d . . . . .
C13 C 0.31320(7) 1.0932(3) 0.27377(16) 0.0344(5) Uani 1 1 d . . . . .
H13 H 0.3036 1.1935 0.2394 0.041 Uiso 1 1 calc R . . . .
C10 C 0.27368(7) 0.9816(3) 0.25385(16) 0.0344(5) Uani 1 1 d . . . . .
C7 C 0.23615(9) 1.1375(4) 0.43879(19) 0.0516(7) Uani 1 1 d . . . . .
C8 C 0.24496(8) 1.0546(3) 0.29839(17) 0.0383(6) Uani 1 1 d . . . . .
H8 H 0.2348 1.1604 0.2706 0.046 Uiso 1 1 calc R . . . .
C9 C 0.26674(8) 1.0815(3) 0.39667(16) 0.0392(6) Uani 1 1 d . . . . .
H9 H 0.2789 0.9775 0.4238 0.047 Uiso 1 1 calc R . . . .
C11 C 0.30183(8) 1.2027(3) 0.41141(18) 0.0444(6) Uani 1 1 d . . . . .
H11A H 0.3157 1.2204 0.4747 0.053 Uiso 1 1 calc R . . . .
H11B H 0.2901 1.3061 0.3847 0.053 Uiso 1 1 calc R . . . .
C12 C 0.33463(8) 1.1461(3) 0.37207(17) 0.0373(6) Uani 1 1 d . . . . .
C6 C 0.19374(9) 1.0665(4) 0.39871(19) 0.0468(7) Uani 1 1 d . . . . .
C5 C 0.18348(8) 0.9724(4) 0.32281(19) 0.0509(7) Uani 1 1 d . . . . .
C4 C 0.16458(11) 1.0876(4) 0.4387(2) 0.0622(8) Uani 1 1 d . . . . .
H4 H 0.1713 1.1504 0.4900 0.075 Uiso 1 1 calc R . . . .
C1 C 0.14463(11) 0.8994(5) 0.2878(3) 0.0752(11) Uani 1 1 d . . . . .
H1 H 0.1376 0.8358 0.2368 0.090 Uiso 1 1 calc R . . . .
C3 C 0.12581(11) 1.0169(5) 0.4036(3) 0.0753(10) Uani 1 1 d . . . . .
H3 H 0.1061 1.0335 0.4300 0.090 Uiso 1 1 calc R . . . .
C2 C 0.11658(11) 0.9228(6) 0.3302(3) 0.0831(12) Uani 1 1 d . . . . .
H2 H 0.0906 0.8724 0.3076 0.100 Uiso 1 1 calc R . . . .
O1 O 0.21010(5) 0.9456(3) 0.27739(12) 0.0496(5) Uani 1 1 d . . . . .
O2 O 0.24516(9) 1.2319(4) 0.49937(19) 0.0875(9) Uani 1 1 d . . . . .
N1 N 0.39981(6) 1.0717(3) 0.48054(15) 0.0447(5) Uani 1 1 d . . . . .
C19 C 0.40428(8) 1.2322(3) 0.45033(18) 0.0426(6) Uani 1 1 d . . . . .
C14 C 0.36699(8) 1.2785(3) 0.38456(16) 0.0394(6) Uani 1 1 d . . . . .
C15 C 0.36306(9) 1.4273(3) 0.34459(19) 0.0482(7) Uani 1 1 d . . . . .
H15 H 0.3380 1.4574 0.3006 0.058 Uiso 1 1 calc R . . . .
C21 C 0.42969(9) 0.9760(4) 0.5453(2) 0.0578(8) Uani 1 1 d . . . . .
C18 C 0.43829(9) 1.3349(4) 0.4758(2) 0.0526(7) Uani 1 1 d . . . . .
H18 H 0.4634 1.3044 0.5195 0.063 Uiso 1 1 calc R . . . .
C16 C 0.39682(10) 1.5331(4) 0.3702(2) 0.0601(8) Uani 1 1 d . . . . .
H16 H 0.3945 1.6358 0.3444 0.072 Uiso 1 1 calc R . . . .
C17 C 0.43385(10) 1.4850(4) 0.4344(2) 0.0597(8) Uani 1 1 d . . . . .
H17 H 0.4566 1.5557 0.4503 0.072 Uiso 1 1 calc R . . . .
O3 O 0.34749(6) 0.8761(2) 0.43851(13) 0.0537(5) Uani 1 1 d . . . . .
C20 C 0.36001(8) 1.0098(3) 0.43092(17) 0.0412(6) Uani 1 1 d . . . . .
C26 C 0.34455(9) 1.0142(4) 0.23889(19) 0.0464(7) Uani 1 1 d . . . . .
O5 O 0.38015(6) 0.9876(3) 0.28388(15) 0.0684(6) Uani 1 1 d . . . . .
O4 O 0.32748(7) 0.9787(3) 0.15407(14) 0.0677(6) Uani 1 1 d D . . . .
C30 C 0.25418(7) 0.6972(3) 0.17353(11) 0.0429(6) Uani 1 1 d D U . . .
N2 N 0.23984(7) 0.8249(3) 0.11904(14) 0.0401(5) Uani 1 1 d . . . . .
C37 C 0.15026(12) 0.8557(5) -0.0947(2) 0.0779(11) Uani 1 1 d . . . . .
H37 H 0.1647 0.8707 -0.1330 0.093 Uiso 1 1 calc R . . . .
C32 C 0.17181(10) 0.8208(4) -0.0062(2) 0.0585(8) Uani 1 1 d . . . . .
C33 C 0.15020(11) 0.7983(8) 0.0493(3) 0.1006(17) Uani 1 1 d . . . . .
H33 H 0.1644 0.7749 0.1090 0.121 Uiso 1 1 calc R . . . .
C36 C 0.10751(16) 0.8683(8) -0.1260(3) 0.1095(17) Uani 1 1 d . . . . .
H36 H 0.0931 0.8930 -0.1854 0.131 Uiso 1 1 calc R . . . .
C35 C 0.08634(15) 0.8449(11) -0.0710(4) 0.150(3) Uani 1 1 d . . . . .
H35 H 0.0573 0.8524 -0.0930 0.180 Uiso 1 1 calc R . . . .
C34 C 0.10675(14) 0.8107(11) 0.0159(3) 0.144(3) Uani 1 1 d . . . . .
H34 H 0.0918 0.7954 0.0532 0.173 Uiso 1 1 calc R . . . .
O8 O 0.45889(6) 1.0688(3) 0.59801(15) 0.0679(6) Uani 1 1 d . U . . .
C29 C 0.24916(8) 0.9819(4) 0.15352(17) 0.0407(6) Uani 1 1 d . U . . .
O6 O 0.23781(6) 1.1028(3) 0.11012(13) 0.0521(5) Uani 1 1 d . U . . .
C31 C 0.21795(9) 0.8025(4) 0.02386(17) 0.0500(7) Uani 1 1 d . . . . .
H31A H 0.2243 0.6944 0.0076 0.060 Uiso 1 1 calc R . . . .
H31B H 0.2286 0.8812 -0.0076 0.060 Uiso 1 1 calc R . . . .
C22 C 0.49462(11) 0.9958(5) 0.6711(2) 0.0755(10) Uani 1 1 d D U . . .
C24 C 0.5235(4) 1.1452(18) 0.7041(11) 0.103(4) Uani 0.67(3) 1 d D U P A 1
H24A H 0.5369 1.1695 0.6628 0.155 Uiso 0.67(3) 1 calc GR . P A 1
H24B H 0.5442 1.1215 0.7612 0.155 Uiso 0.67(3) 1 calc GR . P A 1
H24C H 0.5072 1.2375 0.7090 0.155 Uiso 0.67(3) 1 calc GR . P A 1
C25 C 0.5181(4) 0.8718(19) 0.6427(10) 0.105(4) Uani 0.67(3) 1 d D U P A 1
H25A H 0.5017 0.7741 0.6259 0.158 Uiso 0.67(3) 1 calc GR . P A 1
H25B H 0.5437 0.8482 0.6907 0.158 Uiso 0.67(3) 1 calc GR . P A 1
H25C H 0.5242 0.9122 0.5929 0.158 Uiso 0.67(3) 1 calc GR . P A 1
C23 C 0.4768(5) 0.949(3) 0.7395(9) 0.122(5) Uani 0.67(3) 1 d D U P A 1
H23A H 0.4574 1.0318 0.7425 0.183 Uiso 0.67(3) 1 calc GR . P A 1
H23B H 0.4989 0.9401 0.7963 0.183 Uiso 0.67(3) 1 calc GR . P A 1
H23C H 0.4626 0.8467 0.7239 0.183 Uiso 0.67(3) 1 calc GR . P A 1
C27 C 0.3581(3) 0.8741(16) 0.1271(6) 0.071(3) Uani 0.523(10) 1 d D U P B 1
H27A H 0.3801 0.9415 0.1209 0.086 Uiso 0.523(10) 1 calc R . P B 1
H27B H 0.3706 0.7909 0.1714 0.086 Uiso 0.523(10) 1 calc R . P B 1
C28 C 0.3335(3) 0.7984(13) 0.0415(6) 0.089(3) Uani 0.523(10) 1 d D U P B 1
H28A H 0.3079 0.7556 0.0444 0.134 Uiso 0.523(10) 1 calc GR . P B 1
H28B H 0.3493 0.7114 0.0290 0.134 Uiso 0.523(10) 1 calc GR . P B 1
H28C H 0.3271 0.8789 -0.0047 0.134 Uiso 0.523(10) 1 calc GR . P B 1
O7 O 0.42795(9) 0.8329(4) 0.5460(2) 0.1074(11) Uani 1 1 d . . . . .
C27A C 0.3507(4) 0.9296(13) 0.0995(8) 0.068(3) Uani 0.477(10) 1 d D U P B 2
H27C H 0.3377 0.9689 0.0391 0.082 Uiso 0.477(10) 1 calc R . P B 2
H27D H 0.3794 0.9675 0.1237 0.082 Uiso 0.477(10) 1 calc R . P B 2
C28A C 0.3483(3) 0.7549(13) 0.1039(8) 0.088(3) Uani 0.477(10) 1 d D U P B 2
H28D H 0.3208 0.7193 0.0674 0.132 Uiso 0.477(10) 1 calc GR . P B 2
H28E H 0.3539 0.7224 0.1642 0.132 Uiso 0.477(10) 1 calc GR . P B 2
H28F H 0.3685 0.7063 0.0831 0.132 Uiso 0.477(10) 1 calc GR . P B 2
C24A C 0.5117(11) 1.146(4) 0.727(2) 0.120(8) Uani 0.33(3) 1 d D U P A 2
H24D H 0.5085 1.2393 0.6893 0.181 Uiso 0.33(3) 1 calc GR . P A 2
H24E H 0.5407 1.1303 0.7617 0.181 Uiso 0.33(3) 1 calc GR . P A 2
H24F H 0.4966 1.1639 0.7663 0.181 Uiso 0.33(3) 1 calc GR . P A 2
C23A C 0.4814(10) 0.865(4) 0.723(2) 0.123(7) Uani 0.33(3) 1 d D U P A 2
H23D H 0.5042 0.8426 0.7772 0.184 Uiso 0.33(3) 1 calc GR . P A 2
H23E H 0.4739 0.7676 0.6879 0.184 Uiso 0.33(3) 1 calc GR . P A 2
H23F H 0.4578 0.9036 0.7361 0.184 Uiso 0.33(3) 1 calc GR . P A 2
C25A C 0.5192(8) 0.927(4) 0.6171(17) 0.104(6) Uani 0.33(3) 1 d D U P A 2
H25D H 0.5125 0.8137 0.6051 0.156 Uiso 0.33(3) 1 calc GR . P A 2
H25E H 0.5485 0.9387 0.6500 0.156 Uiso 0.33(3) 1 calc GR . P A 2
H25F H 0.5119 0.9857 0.5621 0.156 Uiso 0.33(3) 1 calc GR . P A 2


_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 C10 1.829(3) . ?
S1 C30 1.8050(13) . ?
S2 C30 1.612(3) . ?
C13 H13 0.9800 . ?
C13 C10 1.569(3) . ?
C13 C12 1.552(4) . ?
C13 C26 1.525(4) . ?
C10 C8 1.534(3) . ?
C10 C29 1.534(4) . ?
C7 C9 1.512(4) . ?
C7 C6 1.482(4) . ?
C7 O2 1.197(4) . ?
C8 H8 0.9800 . ?
C8 C9 1.508(4) . ?
C8 O1 1.432(3) . ?
C9 H9 0.9800 . ?
C9 C11 1.511(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.548(4) . ?
C12 C14 1.512(4) . ?
C12 C20 1.521(4) . ?
C6 C5 1.382(4) . ?
C6 C4 1.383(4) . ?
C5 C1 1.383(4) . ?
C5 O1 1.378(3) . ?
C4 H4 0.9300 . ?
C4 C3 1.372(5) . ?
C1 H1 0.9300 . ?
C1 C2 1.379(5) . ?
C3 H3 0.9300 . ?
C3 C2 1.353(5) . ?
C2 H2 0.9300 . ?
N1 C19 1.430(4) . ?
N1 C21 1.410(4) . ?
N1 C20 1.405(3) . ?
C19 C14 1.390(4) . ?
C19 C18 1.376(4) . ?
C14 C15 1.363(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.385(4) . ?
C21 O8 1.301(4) . ?
C21 O7 1.173(4) . ?
C18 H18 0.9300 . ?
C18 C17 1.382(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.376(5) . ?
C17 H17 0.9300 . ?
O3 C20 1.198(3) . ?
C26 O5 1.195(3) . ?
C26 O4 1.314(3) . ?
O4 C27 1.534(11) . ?
O4 C27A 1.442(12) . ?
C30 N2 1.341(4) . ?
N2 C29 1.392(4) . ?
N2 C31 1.459(3) . ?
C37 H37 0.9300 . ?
C37 C32 1.382(5) . ?
C37 C36 1.372(6) . ?
C32 C33 1.366(5) . ?
C32 C31 1.487(4) . ?
C33 H33 0.9300 . ?
C33 C34 1.394(6) . ?
C36 H36 0.9300 . ?
C36 C35 1.348(8) . ?
C35 H35 0.9300 . ?
C35 C34 1.353(7) . ?
C34 H34 0.9300 . ?
O8 C22 1.488(4) . ?
C29 O6 1.194(3) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C22 C24 1.543(12) . ?
C22 C25 1.468(11) . ?
C22 C23 1.491(12) . ?
C22 C24A 1.52(2) . ?
C22 C23A 1.52(2) . ?
C22 C25A 1.52(2) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.472(10) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C27A H27C 0.9700 . ?
C27A H27D 0.9700 . ?
C27A C28A 1.436(15) . ?
C28A H28D 0.9600 . ?
C28A H28E 0.9600 . ?
C28A H28F 0.9600 . ?
C24A H24D 0.9600 . ?
C24A H24E 0.9600 . ?
C24A H24F 0.9600 . ?
C23A H23D 0.9600 . ?
C23A H23E 0.9600 . ?
C23A H23F 0.9600 . ?
C25A H25D 0.9600 . ?
C25A H25E 0.9600 . ?
C25A H25F 0.9600 . ?

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
C30 S1 C10 92.86(12) . . ?
C10 C13 H13 106.5 . . ?
C12 C13 H13 106.5 . . ?
C12 C13 C10 115.40(19) . . ?
C26 C13 H13 106.5 . . ?
C26 C13 C10 110.4(2) . . ?
C26 C13 C12 111.0(2) . . ?
C13 C10 S1 114.33(17) . . ?
C8 C10 S1 111.85(17) . . ?
C8 C10 C13 109.24(19) . . ?
C29 C10 S1 105.25(18) . . ?
C29 C10 C13 108.7(2) . . ?
C29 C10 C8 107.1(2) . . ?
C6 C7 C9 114.5(2) . . ?
O2 C7 C9 123.1(3) . . ?
O2 C7 C6 122.3(3) . . ?
C10 C8 H8 108.2 . . ?
C9 C8 C10 113.1(2) . . ?
C9 C8 H8 108.2 . . ?
O1 C8 C10 105.53(19) . . ?
O1 C8 H8 108.2 . . ?
O1 C8 C9 113.3(2) . . ?
C7 C9 H9 108.3 . . ?
C8 C9 C7 110.9(2) . . ?
C8 C9 H9 108.3 . . ?
C8 C9 C11 109.1(2) . . ?
C11 C9 C7 111.9(2) . . ?
C11 C9 H9 108.3 . . ?
C9 C11 H11A 108.9 . . ?
C9 C11 H11B 108.9 . . ?
C9 C11 C12 113.2(2) . . ?
H11A C11 H11B 107.8 . . ?
C12 C11 H11A 108.9 . . ?
C12 C11 H11B 108.9 . . ?
C11 C12 C13 110.88(19) . . ?
C14 C12 C13 113.1(2) . . ?
C14 C12 C11 109.7(2) . . ?
C14 C12 C20 102.4(2) . . ?
C20 C12 C13 112.8(2) . . ?
C20 C12 C11 107.5(2) . . ?
C5 C6 C7 120.2(2) . . ?
C5 C6 C4 119.2(3) . . ?
C4 C6 C7 120.5(3) . . ?
C6 C5 C1 120.3(3) . . ?
O1 C5 C6 123.7(2) . . ?
O1 C5 C1 116.0(3) . . ?
C6 C4 H4 119.7 . . ?
C3 C4 C6 120.7(3) . . ?
C3 C4 H4 119.7 . . ?
C5 C1 H1 120.7 . . ?
C2 C1 C5 118.6(3) . . ?
C2 C1 H1 120.7 . . ?
C4 C3 H3 120.4 . . ?
C2 C3 C4 119.3(3) . . ?
C2 C3 H3 120.4 . . ?
C1 C2 H2 119.0 . . ?
C3 C2 C1 121.9(3) . . ?
C3 C2 H2 119.0 . . ?
C5 O1 C8 115.5(2) . . ?
C21 N1 C19 128.7(2) . . ?
C20 N1 C19 109.8(2) . . ?
C20 N1 C21 121.4(2) . . ?
C14 C19 N1 109.2(2) . . ?
C18 C19 N1 130.1(3) . . ?
C18 C19 C14 120.7(3) . . ?
C19 C14 C12 109.6(2) . . ?
C15 C14 C12 129.4(2) . . ?
C15 C14 C19 120.9(2) . . ?
C14 C15 H15 120.4 . . ?
C14 C15 C16 119.2(3) . . ?
C16 C15 H15 120.4 . . ?
O8 C21 N1 110.1(3) . . ?
O7 C21 N1 122.4(3) . . ?
O7 C21 O8 127.4(3) . . ?
C19 C18 H18 121.1 . . ?
C19 C18 C17 117.7(3) . . ?
C17 C18 H18 121.1 . . ?
C15 C16 H16 120.3 . . ?
C17 C16 C15 119.5(3) . . ?
C17 C16 H16 120.3 . . ?
C18 C17 H17 119.0 . . ?
C16 C17 C18 122.0(3) . . ?
C16 C17 H17 119.0 . . ?
N1 C20 C12 108.2(2) . . ?
O3 C20 C12 126.1(2) . . ?
O3 C20 N1 125.6(3) . . ?
O5 C26 C13 123.7(3) . . ?
O5 C26 O4 124.6(3) . . ?
O4 C26 C13 111.7(2) . . ?
C26 O4 C27 109.0(4) . . ?
C26 O4 C27A 124.2(6) . . ?
S2 C30 S1 118.81(16) . . ?
N2 C30 S1 110.28(18) . . ?
N2 C30 S2 130.88(14) . . ?
C30 N2 C29 118.7(2) . . ?
C30 N2 C31 121.4(2) . . ?
C29 N2 C31 119.7(2) . . ?
C32 C37 H37 120.0 . . ?
C36 C37 H37 120.0 . . ?
C36 C37 C32 120.0(4) . . ?
C37 C32 C31 118.0(3) . . ?
C33 C32 C37 119.5(3) . . ?
C33 C32 C31 122.5(3) . . ?
C32 C33 H33 120.3 . . ?
C32 C33 C34 119.5(4) . . ?
C34 C33 H33 120.3 . . ?
C37 C36 H36 119.9 . . ?
C35 C36 C37 120.2(4) . . ?
C35 C36 H36 119.9 . . ?
C36 C35 H35 119.6 . . ?
C36 C35 C34 120.8(4) . . ?
C34 C35 H35 119.6 . . ?
C33 C34 H34 120.0 . . ?
C35 C34 C33 120.0(5) . . ?
C35 C34 H34 120.0 . . ?
C21 O8 C22 120.3(3) . . ?
N2 C29 C10 112.4(2) . . ?
O6 C29 C10 124.1(3) . . ?
O6 C29 N2 123.5(2) . . ?
N2 C31 C32 114.5(2) . . ?
N2 C31 H31A 108.6 . . ?
N2 C31 H31B 108.6 . . ?
C32 C31 H31A 108.6 . . ?
C32 C31 H31B 108.6 . . ?
H31A C31 H31B 107.6 . . ?
O8 C22 C24 101.4(7) . . ?
O8 C22 C23 104.5(7) . . ?
O8 C22 C24A 100.3(15) . . ?
O8 C22 C23A 113.3(12) . . ?
O8 C22 C25A 99.3(10) . . ?
C25 C22 O8 114.7(7) . . ?
C25 C22 C24 107.5(8) . . ?
C25 C22 C23 118.2(8) . . ?
C23 C22 C24 109.2(8) . . ?
C24A C22 C23A 111.6(18) . . ?
C24A C22 C25A 118.0(18) . . ?
C25A C22 C23A 113.0(15) . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O4 C27 H27A 110.5 . . ?
O4 C27 H27B 110.5 . . ?
H27A C27 H27B 108.6 . . ?
C28 C27 O4 106.4(7) . . ?
C28 C27 H27A 110.5 . . ?
C28 C27 H27B 110.5 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O4 C27A H27C 111.6 . . ?
O4 C27A H27D 111.6 . . ?
H27C C27A H27D 109.4 . . ?
C28A C27A O4 101.1(8) . . ?
C28A C27A H27C 111.6 . . ?
C28A C27A H27D 111.6 . . ?
C27A C28A H28D 109.5 . . ?
C27A C28A H28E 109.5 . . ?
C27A C28A H28F 109.5 . . ?
H28D C28A H28E 109.5 . . ?
H28D C28A H28F 109.5 . . ?
H28E C28A H28F 109.5 . . ?
C22 C24A H24D 109.5 . . ?
C22 C24A H24E 109.5 . . ?
C22 C24A H24F 109.5 . . ?
H24D C24A H24E 109.5 . . ?
H24D C24A H24F 109.5 . . ?
H24E C24A H24F 109.5 . . ?
C22 C23A H23D 109.5 . . ?
C22 C23A H23E 109.5 . . ?
C22 C23A H23F 109.5 . . ?
H23D C23A H23E 109.5 . . ?
H23D C23A H23F 109.5 . . ?
H23E C23A H23F 109.5 . . ?
C22 C25A H25D 109.5 . . ?
C22 C25A H25E 109.5 . . ?
C22 C25A H25F 109.5 . . ?
H25D C25A H25E 109.5 . . ?
H25D C25A H25F 109.5 . . ?
H25E C25A H25F 109.5 . . ?

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
C9 H9 O2 0.98 2.65 3.418(4) 135.8 4_546
C9 H9 O3 0.98 2.42 3.100(3) 125.6 .
C18 H18 O8 0.93 2.35 2.854(4) 114.1 .
C31 H31B S2 0.97 2.93 3.835(3) 155.7 4

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C10 C8 C9 72.3(2) . . . . ?
S1 C10 C8 O1 -52.1(2) . . . . ?
S1 C10 C29 N2 6.4(2) . . . . ?
S1 C10 C29 O6 -176.4(2) . . . . ?
S1 C30 N2 C29 -2.3(3) . . . . ?
S1 C30 N2 C31 172.37(18) . . . . ?
S2 C30 N2 C29 179.7(2) . . . . ?
S2 C30 N2 C31 -5.6(4) . . . . ?
C13 C10 C8 C9 -55.3(3) . . . . ?
C13 C10 C8 O1 -179.70(19) . . . . ?
C13 C10 C29 N2 129.3(2) . . . . ?
C13 C10 C29 O6 -53.5(3) . . . . ?
C13 C12 C14 C19 -128.6(2) . . . . ?
C13 C12 C14 C15 54.5(4) . . . . ?
C13 C12 C20 N1 130.5(2) . . . . ?
C13 C12 C20 O3 -54.3(4) . . . . ?
C13 C26 O4 C27 -170.4(6) . . . . ?
C13 C26 O4 C27A 168.9(6) . . . . ?
C10 S1 C30 S2 -176.42(17) . . . . ?
C10 S1 C30 N2 5.34(19) . . . . ?
C10 C13 C12 C11 -45.1(3) . . . . ?
C10 C13 C12 C14 -168.8(2) . . . . ?
C10 C13 C12 C20 75.5(3) . . . . ?
C10 C13 C26 O5 -124.7(3) . . . . ?
C10 C13 C26 O4 55.0(3) . . . . ?
C10 C8 C9 C7 -174.3(2) . . . . ?
C10 C8 C9 C11 62.1(3) . . . . ?
C10 C8 O1 C5 169.7(2) . . . . ?
C7 C9 C11 C12 177.9(2) . . . . ?
C7 C6 C5 C1 176.8(3) . . . . ?
C7 C6 C5 O1 -3.6(5) . . . . ?
C7 C6 C4 C3 -177.5(3) . . . . ?
C8 C10 C29 N2 -112.8(2) . . . . ?
C8 C10 C29 O6 64.4(3) . . . . ?
C8 C9 C11 C12 -59.1(3) . . . . ?
C9 C7 C6 C5 -6.9(4) . . . . ?
C9 C7 C6 C4 170.3(3) . . . . ?
C9 C8 O1 C5 45.4(3) . . . . ?
C9 C11 C12 C13 50.8(3) . . . . ?
C9 C11 C12 C14 176.4(2) . . . . ?
C9 C11 C12 C20 -72.9(3) . . . . ?
C11 C12 C14 C19 107.0(2) . . . . ?
C11 C12 C14 C15 -69.9(3) . . . . ?
C11 C12 C20 N1 -107.0(2) . . . . ?
C11 C12 C20 O3 68.3(3) . . . . ?
C12 C13 C10 S1 -79.2(2) . . . . ?
C12 C13 C10 C8 47.0(3) . . . . ?
C12 C13 C10 C29 163.5(2) . . . . ?
C12 C13 C26 O5 4.6(4) . . . . ?
C12 C13 C26 O4 -175.7(2) . . . . ?
C12 C14 C15 C16 176.6(3) . . . . ?
C6 C7 C9 C8 34.3(3) . . . . ?
C6 C7 C9 C11 156.3(2) . . . . ?
C6 C5 C1 C2 0.1(6) . . . . ?
C6 C5 O1 C8 -16.2(4) . . . . ?
C6 C4 C3 C2 1.5(6) . . . . ?
C5 C6 C4 C3 -0.3(5) . . . . ?
C5 C1 C2 C3 1.1(7) . . . . ?
C4 C6 C5 C1 -0.5(5) . . . . ?
C4 C6 C5 O1 179.2(3) . . . . ?
C4 C3 C2 C1 -1.9(7) . . . . ?
C1 C5 O1 C8 163.5(3) . . . . ?
O1 C8 C9 C7 -54.3(3) . . . . ?
O1 C8 C9 C11 -177.9(2) . . . . ?
O1 C5 C1 C2 -179.6(3) . . . . ?
O2 C7 C9 C8 -145.5(3) . . . . ?
O2 C7 C9 C11 -23.4(4) . . . . ?
O2 C7 C6 C5 172.8(3) . . . . ?
O2 C7 C6 C4 -10.0(5) . . . . ?
N1 C19 C14 C12 2.8(3) . . . . ?
N1 C19 C14 C15 -180.0(2) . . . . ?
N1 C19 C18 C17 179.5(3) . . . . ?
N1 C21 O8 C22 -178.8(3) . . . . ?
C19 N1 C21 O8 21.6(4) . . . . ?
C19 N1 C21 O7 -155.3(4) . . . . ?
C19 N1 C20 C12 -7.5(3) . . . . ?
C19 N1 C20 O3 177.2(3) . . . . ?
C19 C14 C15 C16 0.0(4) . . . . ?
C19 C18 C17 C16 0.6(5) . . . . ?
C14 C12 C20 N1 8.6(3) . . . . ?
C14 C12 C20 O3 -176.2(3) . . . . ?
C14 C19 C18 C17 0.5(4) . . . . ?
C14 C15 C16 C17 1.1(5) . . . . ?
C15 C16 C17 C18 -1.4(5) . . . . ?
C21 N1 C19 C14 179.0(3) . . . . ?
C21 N1 C19 C18 -0.1(5) . . . . ?
C21 N1 C20 C12 176.2(3) . . . . ?
C21 N1 C20 O3 0.9(4) . . . . ?
C21 O8 C22 C24 171.4(8) . . . . ?
C21 O8 C22 C25 55.9(9) . . . . ?
C21 O8 C22 C23 -75.1(9) . . . . ?
C21 O8 C22 C24A -164.0(17) . . . . ?
C21 O8 C22 C23A -44.9(18) . . . . ?
C21 O8 C22 C25A 75.2(14) . . . . ?
C18 C19 C14 C12 -178.0(3) . . . . ?
C18 C19 C14 C15 -0.8(4) . . . . ?
C20 C12 C14 C19 -6.9(3) . . . . ?
C20 C12 C14 C15 176.2(3) . . . . ?
C20 N1 C19 C14 3.0(3) . . . . ?
C20 N1 C19 C18 -176.1(3) . . . . ?
C20 N1 C21 O8 -162.8(3) . . . . ?
C20 N1 C21 O7 20.3(5) . . . . ?
C26 C13 C10 S1 47.7(3) . . . . ?
C26 C13 C10 C8 173.9(2) . . . . ?
C26 C13 C10 C29 -69.6(3) . . . . ?
C26 C13 C12 C11 -171.7(2) . . . . ?
C26 C13 C12 C14 64.6(3) . . . . ?
C26 C13 C12 C20 -51.0(3) . . . . ?
C26 O4 C27 C28 163.5(8) . . . . ?
C26 O4 C27A C28A 95.1(9) . . . . ?
O5 C26 O4 C27 9.3(7) . . . . ?
O5 C26 O4 C27A -11.5(7) . . . . ?
C30 S1 C10 C13 -125.64(18) . . . . ?
C30 S1 C10 C8 109.54(18) . . . . ?
C30 S1 C10 C29 -6.41(17) . . . . ?
C30 N2 C29 C10 -2.9(3) . . . . ?
C30 N2 C29 O6 179.9(3) . . . . ?
C30 N2 C31 C32 102.9(3) . . . . ?
C37 C32 C33 C34 0.1(8) . . . . ?
C37 C32 C31 N2 158.9(3) . . . . ?
C37 C36 C35 C34 0.8(11) . . . . ?
C32 C37 C36 C35 -0.7(9) . . . . ?
C32 C33 C34 C35 -0.1(11) . . . . ?
C33 C32 C31 N2 -23.7(5) . . . . ?
C36 C37 C32 C33 0.3(7) . . . . ?
C36 C37 C32 C31 177.8(4) . . . . ?
C36 C35 C34 C33 -0.4(13) . . . . ?
C29 C10 C8 C9 -172.9(2) . . . . ?
C29 C10 C8 O1 62.7(3) . . . . ?
C29 N2 C31 C32 -82.5(3) . . . . ?
C31 N2 C29 C10 -177.7(2) . . . . ?
C31 N2 C29 O6 5.1(4) . . . . ?
C31 C32 C33 C34 -177.3(5) . . . . ?
O7 C21 O8 C22 -2.2(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Petroleum ether-ethyl acetate 3:1'
