# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

####################################################################### 
# 
# 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
_database_code_depnum_ccdc_archive 'CCDC 2075492'
loop_
_audit_author_name
_audit_author_address
'Da-Ming Du'
;Beijing Institute of Technology
China
;
_audit_update_record             
;
2021-04-06 deposited with the CCDC.	2021-06-02 downloaded from the CCDC.
;
_audit_creation_date             2021-03-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        
'tert-butyl ((4bR,10R,10aR)-7-methyl-13-thioxo-10H,11H-4b,10a-(epoxymethanoimino)indeno[1,2-b]chromen-10-yl)carbamate'
_chemical_formula_moiety         '0.5(C H2 Cl2), C23 H23 N2 O4 S'
_chemical_formula_sum            'C23.50 H24 Cl N2 O4 S'
_chemical_formula_weight         465.96
_chemical_absolute_configuration ad
_chemical_melting_point          478-481
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'
Cl Cl 0.3639 0.7018 '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'

_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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   11.9485(5)
_cell_length_b                   15.6227(6)
_cell_length_c                   25.4354(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4748.0(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    22414
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.3870
_cell_measurement_theta_min      4.0490
_shelx_estimated_absorpt_T_max   0.806
_shelx_estimated_absorpt_T_min   0.720
_exptl_absorpt_coefficient_mu    2.511
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84567
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1952
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0863
_diffrn_reflns_av_unetI/netI     0.0550
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            35839
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        66.991
_diffrn_reflns_theta_max         66.991
_diffrn_reflns_theta_min         3.475
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -45.00  48.00   0.50    0.50    --  -35.00  77.00  30.00  186
  2  ω   -110.00   0.00   0.50    0.50    --  -35.00 -57.00  60.00  220
  3  ω    -76.00 -50.00   0.50    0.50    --  -35.00  77.00  30.00   52
  4  ω   -110.00 -76.00   0.50    0.50    --  -35.00 -77.00   0.00   68
  5  ω    -39.00  -3.00   0.50    0.50    --  -35.00 -82.00 -90.00   72
  6  ω     15.00  49.00   0.50    0.50    --   43.40  77.00  30.00   68
  7  ω     98.00 193.00   0.50    1.00    --  104.50  82.00 120.00  190
  8  ω     82.00 193.00   0.50    1.00    --  104.50  61.00 150.00  222
  9  ω     70.00 180.00   0.50    1.00    --  104.50  61.00 -30.00  220
 10  ω     82.00 150.00   0.50    1.00    --  104.50  77.00 -60.00  136
 11  ω     79.00 182.00   0.50    1.00    --  104.50  77.00-150.00  206
 12  ω     16.00 144.00   0.50    1.00    --  104.50 -77.00-180.00  256
 13  ω     65.00  91.00   0.50    1.00    --  104.50  45.00  90.00   52
 14  ω    115.00 180.00   0.50    1.00    --  104.50  45.00  90.00  130
 15  ω     65.00 179.00   0.50    1.00    --  104.50  45.00  30.00  228
 16  ω     61.00 185.00   0.50    1.00    --  104.50  39.00  66.05  248
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0013836000
_diffrn_orient_matrix_UB_12      -0.0553929000
_diffrn_orient_matrix_UB_13      -0.0501345000
_diffrn_orient_matrix_UB_21      0.1278131000
_diffrn_orient_matrix_UB_22      -0.0114922000
_diffrn_orient_matrix_UB_23      0.0046580000
_diffrn_orient_matrix_UB_31      -0.0171875000
_diffrn_orient_matrix_UB_32      -0.0807525000
_diffrn_orient_matrix_UB_33      0.0336540000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_reflns_Friedel_coverage         0.791
_reflns_Friedel_fraction_full    0.990
_reflns_Friedel_fraction_max     0.990
_reflns_number_gt                7843
_reflns_number_total             8428
_reflns_odcompleteness_completeness 99.45
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _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       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.014
_refine_diff_density_min         -1.135
_refine_diff_density_rms         0.088
_refine_ls_abs_structure_details 
;
 Flack x determined using 3015 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.030(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     576
_refine_ls_number_reflns         8428
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0752
_refine_ls_R_factor_gt           0.0721
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1082P)²+7.7957P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1955
_refine_ls_wR_factor_ref         0.1987
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Cl1-C47 = Cl2-C47
 1.74 with sigma of 0.01
3.a Ternary CH refined with riding coordinates:
 C4(H4), C27(H27)
3.b Secondary CH2 refined with riding coordinates:
 C47(H47A,H47B)
3.c Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), N3(H3), N4(H4A), C7(H7), C9(H9), C10(H10), C12(H12), C15(H15),
  C16(H16), C17(H17), C18(H18), C30(H30), C32(H32), C33(H33), C35(H35),
 C38(H38), C39(H39), C40(H40), C41(H41)
3.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,
 H23C), C34(H34A,H34B,H34C), C44(H44A,H44B,H44C), C45(H45A,H45B,H45C), C46(H46A,
 H46B,H46C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Cl1 Cl 1.0996(3) 0.2162(3) 0.48479(12) 0.1009(12) Uani 1 1 d D . . . .
Cl2 Cl 0.8846(3) 0.2977(3) 0.48569(15) 0.1039(12) Uani 1 1 d D . . . .
C47 C 0.9516(9) 0.2034(6) 0.4759(5) 0.113(6) Uani 1 1 d D . . . .
H47A H 0.936714 0.183027 0.440535 0.136 Uiso 1 1 calc R . . . .
H47B H 0.923594 0.161043 0.500469 0.136 Uiso 1 1 calc R . . . .
S1 S 0.96527(15) 0.22947(10) 0.32405(8) 0.0360(4) Uani 1 1 d . . . . .
S2 S 0.6922(2) 0.00004(12) 0.02965(7) 0.0504(6) Uani 1 1 d . . . . .
O1 O 0.9404(4) 0.3957(3) 0.33733(17) 0.0259(9) Uani 1 1 d . . . . .
O2 O 0.8622(4) 0.5240(2) 0.31174(16) 0.0243(9) Uani 1 1 d . . . . .
O3 O 0.4304(4) 0.4476(2) 0.32051(17) 0.0261(9) Uani 1 1 d . . . . .
O4 O 0.4150(4) 0.3062(3) 0.2977(2) 0.0311(10) Uani 1 1 d . . . . .
O5 O 0.7568(5) 0.1515(3) 0.06300(17) 0.0349(11) Uani 1 1 d . . . . .
O6 O 0.6722(4) 0.2658(3) 0.10396(17) 0.0318(10) Uani 1 1 d . . . . .
O7 O 0.6548(4) 0.1893(3) 0.30222(16) 0.0260(9) Uani 1 1 d . . . . .
O8 O 0.6063(4) 0.0481(2) 0.31026(16) 0.0269(9) Uani 1 1 d . . . . .
N1 N 0.7837(5) 0.3223(3) 0.3463(2) 0.0281(11) Uani 1 1 d . . . . .
H1 H 0.741426 0.277960 0.349172 0.034 Uiso 1 1 calc R . . . .
N2 N 0.5803(5) 0.3656(3) 0.2991(2) 0.0282(11) Uani 1 1 d . . . . .
H2 H 0.601944 0.315506 0.289369 0.034 Uiso 1 1 calc R . . . .
N3 N 0.7153(5) 0.0634(3) 0.1277(2) 0.0294(12) Uani 1 1 d . . . . .
H3 H 0.698390 0.015997 0.142902 0.035 Uiso 1 1 calc R . . . .
N4 N 0.6203(5) 0.1047(3) 0.23178(19) 0.0252(11) Uani 1 1 d . . . . .
H4A H 0.599504 0.054521 0.221827 0.030 Uiso 1 1 calc R . . . .
C1 C 0.8937(5) 0.3174(4) 0.3361(2) 0.0249(12) Uani 1 1 d . . . . .
C2 C 0.8551(5) 0.4592(4) 0.3497(2) 0.0240(12) Uani 1 1 d . . . . .
C3 C 0.7424(5) 0.4093(4) 0.3521(3) 0.0269(13) Uani 1 1 d . . . . .
C4 C 0.6644(5) 0.4317(4) 0.3061(3) 0.0273(13) Uani 1 1 d . . . . .
H4 H 0.624806 0.484337 0.315736 0.033 Uiso 1 1 calc R . . . .
C5 C 0.7299(6) 0.4504(4) 0.2566(3) 0.0271(13) Uani 1 1 d . . . . .
C6 C 0.8279(5) 0.4971(4) 0.2613(2) 0.0245(12) Uani 1 1 d . . . . .
C7 C 0.8903(6) 0.5238(4) 0.2189(3) 0.0279(13) Uani 1 1 d . . . . .
H7 H 0.956422 0.554191 0.223922 0.033 Uiso 1 1 calc R . . . .
C8 C 0.8532(6) 0.5047(4) 0.1685(3) 0.0308(13) Uani 1 1 d . . . . .
C9 C 0.7568(6) 0.4549(4) 0.1626(3) 0.0338(15) Uani 1 1 d . . . . .
H9 H 0.733303 0.439564 0.129069 0.041 Uiso 1 1 calc R . . . .
C10 C 0.6956(6) 0.4281(4) 0.2059(3) 0.0320(14) Uani 1 1 d . . . . .
H10 H 0.631604 0.395105 0.201119 0.038 Uiso 1 1 calc R . . . .
C11 C 0.9148(7) 0.5380(5) 0.1206(3) 0.0384(16) Uani 1 1 d . . . . .
H11A H 0.889249 0.594758 0.112618 0.058 Uiso 1 1 calc GR . . . .
H11B H 0.900410 0.501045 0.091215 0.058 Uiso 1 1 calc GR . . . .
H11C H 0.993668 0.539180 0.127696 0.058 Uiso 1 1 calc GR . . . .
C12 C 0.6899(6) 0.4283(5) 0.4062(3) 0.0360(15) Uani 1 1 d . . . . .
H12 H 0.619108 0.413167 0.418187 0.043 Uiso 1 1 calc R . . . .
C13 C 0.7794(6) 0.4768(4) 0.4349(3) 0.0357(15) Uani 1 1 d . . . . .
C14 C 0.8724(6) 0.4950(4) 0.4036(2) 0.0277(13) Uani 1 1 d . . . . .
C15 C 0.9646(6) 0.5373(4) 0.4232(3) 0.0305(13) Uani 1 1 d . . . . .
H15 H 1.025709 0.548406 0.401577 0.037 Uiso 1 1 calc R . . . .
C16 C 0.9657(7) 0.5630(5) 0.4746(3) 0.0373(15) Uani 1 1 d . . . . .
H16 H 1.028101 0.590751 0.488237 0.045 Uiso 1 1 calc R . . . .
C17 C 0.8726(7) 0.5473(5) 0.5068(3) 0.0440(18) Uani 1 1 d . . . . .
H17 H 0.873448 0.564918 0.541721 0.053 Uiso 1 1 calc R . . . .
C18 C 0.7807(7) 0.5063(5) 0.4872(3) 0.0423(17) Uani 1 1 d . . . . .
H18 H 0.718473 0.497870 0.508589 0.051 Uiso 1 1 calc R . . . .
C19 C 0.4713(5) 0.3786(4) 0.3069(2) 0.0254(12) Uani 1 1 d . . . . .
C20 C 0.2922(5) 0.2992(4) 0.3075(3) 0.0302(14) Uani 1 1 d . . . . .
C21 C 0.2693(6) 0.2085(5) 0.2888(4) 0.0434(18) Uani 1 1 d . . . . .
H21A H 0.280124 0.205395 0.251455 0.065 Uiso 1 1 calc GR . . . .
H21B H 0.193623 0.193132 0.297180 0.065 Uiso 1 1 calc GR . . . .
H21C H 0.319827 0.169715 0.305958 0.065 Uiso 1 1 calc GR . . . .
C22 C 0.2700(7) 0.3071(5) 0.3656(3) 0.0415(17) Uani 1 1 d . . . . .
H22A H 0.313303 0.265136 0.384265 0.062 Uiso 1 1 calc GR . . . .
H22B H 0.191845 0.297747 0.372344 0.062 Uiso 1 1 calc GR . . . .
H22C H 0.290585 0.363322 0.377345 0.062 Uiso 1 1 calc GR . . . .
C23 C 0.2286(6) 0.3640(5) 0.2750(3) 0.0399(17) Uani 1 1 d . . . . .
H23A H 0.249323 0.420766 0.285736 0.060 Uiso 1 1 calc GR . . . .
H23B H 0.149636 0.356146 0.280222 0.060 Uiso 1 1 calc GR . . . .
H23C H 0.246277 0.356278 0.238537 0.060 Uiso 1 1 calc GR . . . .
C24 C 0.7205(6) 0.0717(4) 0.0758(3) 0.0339(15) Uani 1 1 d . . . . .
C25 C 0.7562(6) 0.2053(4) 0.1103(2) 0.0310(14) Uani 1 1 d . . . . .
C26 C 0.7404(6) 0.1409(4) 0.1565(2) 0.0265(13) Uani 1 1 d . . . . .
C27 C 0.6429(6) 0.1691(4) 0.1916(2) 0.0257(13) Uani 1 1 d . . . . .
H27 H 0.664454 0.222264 0.209319 0.031 Uiso 1 1 calc R . . . .
C28 C 0.5423(6) 0.1875(4) 0.1575(2) 0.0295(13) Uani 1 1 d . . . . .
C29 C 0.5637(6) 0.2343(4) 0.1115(3) 0.0302(14) Uani 1 1 d . . . . .
C30 C 0.4808(7) 0.2511(4) 0.0755(3) 0.0351(15) Uani 1 1 d . . . . .
H30 H 0.497670 0.281045 0.044962 0.042 Uiso 1 1 calc R . . . .
C31 C 0.3719(7) 0.2235(4) 0.0846(3) 0.0359(15) Uani 1 1 d . . . . .
C32 C 0.3498(6) 0.1773(4) 0.1309(3) 0.0334(15) Uani 1 1 d . . . . .
H32 H 0.277521 0.158353 0.137905 0.040 Uiso 1 1 calc R . . . .
C33 C 0.4356(6) 0.1599(4) 0.1665(3) 0.0293(14) Uani 1 1 d . . . . .
H33 H 0.419915 0.128960 0.196866 0.035 Uiso 1 1 calc R . . . .
C34 C 0.2801(8) 0.2429(5) 0.0464(3) 0.0471(19) Uani 1 1 d . . . . .
H34A H 0.210474 0.221366 0.059800 0.071 Uiso 1 1 calc GR . . . .
H34B H 0.296289 0.216159 0.013288 0.071 Uiso 1 1 calc GR . . . .
H34C H 0.274622 0.303734 0.041604 0.071 Uiso 1 1 calc GR . . . .
C35 C 0.8533(6) 0.1402(4) 0.1868(2) 0.0294(13) Uani 1 1 d . . . . .
H35 H 0.873411 0.105348 0.214861 0.035 Uiso 1 1 calc R . . . .
C36 C 0.9234(6) 0.2084(4) 0.1607(3) 0.0325(14) Uani 1 1 d . . . . .
C37 C 0.8689(6) 0.2449(4) 0.1179(3) 0.0327(14) Uani 1 1 d . . . . .
C38 C 0.9201(7) 0.3084(4) 0.0876(3) 0.0379(16) Uani 1 1 d . . . . .
H38 H 0.883282 0.332081 0.058838 0.046 Uiso 1 1 calc R . . . .
C39 C 1.0253(7) 0.3352(4) 0.1010(3) 0.0390(17) Uani 1 1 d . . . . .
H39 H 1.061082 0.376946 0.081106 0.047 Uiso 1 1 calc R . . . .
C40 C 1.0781(7) 0.3005(5) 0.1439(3) 0.0414(17) Uani 1 1 d . . . . .
H40 H 1.148920 0.320222 0.153036 0.050 Uiso 1 1 calc R . . . .
C41 C 1.0286(7) 0.2364(4) 0.1744(3) 0.0381(15) Uani 1 1 d . . . . .
H41 H 1.065886 0.213152 0.203119 0.046 Uiso 1 1 calc R . . . .
C42 C 0.6303(5) 0.1198(4) 0.2832(2) 0.0234(12) Uani 1 1 d . . . . .
C43 C 0.6243(6) 0.0435(4) 0.3674(2) 0.0312(14) Uani 1 1 d . . . . .
C44 C 0.5941(6) -0.0494(4) 0.3794(3) 0.0361(15) Uani 1 1 d . . . . .
H44A H 0.516123 -0.058574 0.372361 0.054 Uiso 1 1 calc GR . . . .
H44B H 0.609194 -0.061389 0.415768 0.054 Uiso 1 1 calc GR . . . .
H44C H 0.638115 -0.086766 0.357707 0.054 Uiso 1 1 calc GR . . . .
C45 C 0.7463(9) 0.0567(7) 0.3787(4) 0.068(3) Uani 1 1 d . . . . .
H45A H 0.789445 0.014741 0.360033 0.102 Uiso 1 1 calc GR . . . .
H45B H 0.759375 0.050852 0.415775 0.102 Uiso 1 1 calc GR . . . .
H45C H 0.768062 0.112986 0.367551 0.102 Uiso 1 1 calc GR . . . .
C46 C 0.5465(12) 0.1033(5) 0.3959(4) 0.071(3) Uani 1 1 d . . . . .
H46A H 0.568068 0.161427 0.388915 0.107 Uiso 1 1 calc GR . . . .
H46B H 0.550641 0.092599 0.433011 0.107 Uiso 1 1 calc GR . . . .
H46C H 0.471285 0.094163 0.383939 0.107 Uiso 1 1 calc GR . . . .


_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 C47 1.794(10) . ?
Cl2 C47 1.695(11) . ?
S1 C1 1.647(6) . ?
S2 C24 1.656(6) . ?
O1 C1 1.346(7) . ?
O1 C2 1.456(7) . ?
O2 C2 1.402(7) . ?
O2 C6 1.411(7) . ?
O3 C19 1.234(7) . ?
O4 C19 1.337(7) . ?
O4 C20 1.492(7) . ?
O5 C24 1.361(7) . ?
O5 C25 1.468(7) . ?
O6 C25 1.389(9) . ?
O6 C29 1.400(9) . ?
O7 C42 1.224(7) . ?
O8 C42 1.344(7) . ?
O8 C43 1.472(7) . ?
N1 C1 1.342(9) . ?
N1 C3 1.454(8) . ?
N2 C4 1.451(8) . ?
N2 C19 1.334(9) . ?
N3 C24 1.328(9) . ?
N3 C26 1.447(8) . ?
N4 C27 1.459(7) . ?
N4 C42 1.335(8) . ?
C2 C3 1.557(8) . ?
C2 C14 1.495(8) . ?
C3 C4 1.535(9) . ?
C3 C12 1.540(9) . ?
C4 C5 1.512(9) . ?
C5 C6 1.385(9) . ?
C5 C10 1.399(9) . ?
C6 C7 1.376(9) . ?
C7 C8 1.390(9) . ?
C8 C9 1.397(10) . ?
C8 C11 1.515(10) . ?
C9 C10 1.386(10) . ?
C12 C13 1.501(10) . ?
C13 C14 1.397(10) . ?
C13 C18 1.408(10) . ?
C14 C15 1.378(10) . ?
C15 C16 1.368(10) . ?
C16 C17 1.403(11) . ?
C17 C18 1.365(11) . ?
C20 C21 1.520(9) . ?
C20 C22 1.507(10) . ?
C20 C23 1.512(10) . ?
C25 C26 1.558(8) . ?
C25 C37 1.494(10) . ?
C26 C27 1.532(9) . ?
C26 C35 1.553(9) . ?
C27 C28 1.510(9) . ?
C28 C29 1.403(9) . ?
C28 C33 1.365(10) . ?
C29 C30 1.373(10) . ?
C30 C31 1.391(11) . ?
C31 C32 1.407(10) . ?
C31 C34 1.496(10) . ?
C32 C33 1.394(10) . ?
C35 C36 1.508(9) . ?
C36 C37 1.391(10) . ?
C36 C41 1.376(11) . ?
C37 C38 1.397(9) . ?
C38 C39 1.369(11) . ?
C39 C40 1.372(11) . ?
C40 C41 1.397(11) . ?
C43 C44 1.526(9) . ?
C43 C45 1.500(12) . ?
C43 C46 1.504(11) . ?

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
Cl2 C47 Cl1 110.5(6) . . ?
C1 O1 C2 109.5(5) . . ?
C2 O2 C6 113.2(4) . . ?
C19 O4 C20 121.8(5) . . ?
C24 O5 C25 109.1(5) . . ?
C25 O6 C29 114.4(5) . . ?
C42 O8 C43 121.0(5) . . ?
C1 N1 C3 113.9(5) . . ?
C19 N2 C4 123.3(5) . . ?
C24 N3 C26 114.4(5) . . ?
C42 N4 C27 123.2(5) . . ?
O1 C1 S1 123.2(5) . . ?
N1 C1 S1 126.3(5) . . ?
N1 C1 O1 110.5(5) . . ?
O1 C2 C3 105.9(5) . . ?
O1 C2 C14 110.9(5) . . ?
O2 C2 O1 107.5(5) . . ?
O2 C2 C3 116.1(5) . . ?
O2 C2 C14 110.6(5) . . ?
C14 C2 C3 105.7(5) . . ?
N1 C3 C2 99.8(5) . . ?
N1 C3 C4 110.0(5) . . ?
N1 C3 C12 114.1(5) . . ?
C4 C3 C2 112.4(5) . . ?
C4 C3 C12 112.9(5) . . ?
C12 C3 C2 106.9(5) . . ?
N2 C4 C3 110.6(5) . . ?
N2 C4 C5 113.2(5) . . ?
C5 C4 C3 111.4(5) . . ?
C6 C5 C4 117.9(5) . . ?
C6 C5 C10 117.3(6) . . ?
C10 C5 C4 124.7(6) . . ?
C5 C6 O2 118.7(5) . . ?
C7 C6 O2 117.7(5) . . ?
C7 C6 C5 123.4(6) . . ?
C6 C7 C8 119.0(6) . . ?
C7 C8 C9 118.8(6) . . ?
C7 C8 C11 120.8(6) . . ?
C9 C8 C11 120.4(6) . . ?
C10 C9 C8 121.2(6) . . ?
C9 C10 C5 120.2(6) . . ?
C13 C12 C3 104.0(5) . . ?
C14 C13 C12 113.0(6) . . ?
C14 C13 C18 117.6(7) . . ?
C18 C13 C12 129.3(7) . . ?
C13 C14 C2 109.7(6) . . ?
C15 C14 C2 128.4(6) . . ?
C15 C14 C13 121.8(6) . . ?
C16 C15 C14 119.6(7) . . ?
C15 C16 C17 120.0(7) . . ?
C18 C17 C16 120.5(6) . . ?
C17 C18 C13 120.5(7) . . ?
O3 C19 O4 126.1(6) . . ?
O3 C19 N2 124.2(5) . . ?
N2 C19 O4 109.7(5) . . ?
O4 C20 C21 101.1(5) . . ?
O4 C20 C22 109.3(6) . . ?
O4 C20 C23 110.8(5) . . ?
C22 C20 C21 110.6(6) . . ?
C22 C20 C23 113.1(6) . . ?
C23 C20 C21 111.3(6) . . ?
O5 C24 S2 121.0(5) . . ?
N3 C24 S2 129.0(5) . . ?
N3 C24 O5 110.0(5) . . ?
O5 C25 C26 104.5(4) . . ?
O5 C25 C37 109.8(5) . . ?
O6 C25 O5 107.3(5) . . ?
O6 C25 C26 116.1(6) . . ?
O6 C25 C37 112.6(5) . . ?
C37 C25 C26 106.3(5) . . ?
N3 C26 C25 100.5(5) . . ?
N3 C26 C27 112.2(5) . . ?
N3 C26 C35 115.2(5) . . ?
C27 C26 C25 110.2(5) . . ?
C27 C26 C35 112.0(5) . . ?
C35 C26 C25 105.8(5) . . ?
N4 C27 C26 110.5(5) . . ?
N4 C27 C28 112.8(5) . . ?
C28 C27 C26 109.0(5) . . ?
C29 C28 C27 115.7(6) . . ?
C33 C28 C27 125.9(6) . . ?
C33 C28 C29 118.4(6) . . ?
O6 C29 C28 117.8(6) . . ?
C30 C29 O6 120.6(6) . . ?
C30 C29 C28 121.5(7) . . ?
C29 C30 C31 120.4(6) . . ?
C30 C31 C32 118.2(6) . . ?
C30 C31 C34 121.1(7) . . ?
C32 C31 C34 120.7(7) . . ?
C33 C32 C31 120.4(7) . . ?
C28 C33 C32 121.0(6) . . ?
C36 C35 C26 105.0(5) . . ?
C37 C36 C35 112.0(6) . . ?
C41 C36 C35 128.3(6) . . ?
C41 C36 C37 119.7(6) . . ?
C36 C37 C25 110.6(6) . . ?
C36 C37 C38 121.2(7) . . ?
C38 C37 C25 128.2(7) . . ?
C39 C38 C37 118.8(7) . . ?
C38 C39 C40 120.0(7) . . ?
C39 C40 C41 122.0(7) . . ?
C36 C41 C40 118.3(7) . . ?
O7 C42 O8 126.0(5) . . ?
O7 C42 N4 124.4(5) . . ?
N4 C42 O8 109.6(5) . . ?
O8 C43 C44 102.1(5) . . ?
O8 C43 C45 108.9(6) . . ?
O8 C43 C46 110.8(6) . . ?
C45 C43 C44 108.8(6) . . ?
C45 C43 C46 115.0(9) . . ?
C46 C43 C44 110.4(6) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.922
_oxdiff_exptl_absorpt_empirical_full_min 0.712
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: hexane-dichloromethane'
