# 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_exp_86-2md1
_database_code_depnum_ccdc_archive 'CCDC 1909426'
loop_
_audit_author_name
_audit_author_address
'Christopher Richardson'
;University of Wollongong
Australia
;
_audit_update_record             
;
2019-04-11 deposited with the CCDC.	2019-10-14 downloaded from the CCDC.
;
_audit_creation_date             2019-04-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        
7,8-dipropyl-2-tosyl-2,3,6,8a-tetrahydro-1H-3a,6-epoxycyclohepta[c]pyrrole
_chemical_name_common            ?
_chemical_formula_moiety         'C24 H33 N O3 S'
_chemical_formula_sum            'C24 H33 N O3 S'
_chemical_formula_weight         415.57
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: pentane'
_chemical_melting_point          ?
_exptl_crystal_description       plate
_exptl_crystal_colour            'clear colourless'
_diffrn_ambient_temperature      150.00(10)
_chemical_oxdiff_formula         'C24H33 N O3 S'
_chemical_oxdiff_usercomment     b10e355_pure
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_chemical_absolute_configuration ?
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.7737(8)
_cell_length_b                   11.7820(8)
_cell_length_c                   17.9734(8)
_cell_angle_alpha                96.427(5)
_cell_angle_beta                 101.078(5)
_cell_angle_gamma                109.297(6)
_cell_volume                     2267.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4800
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      24.8800
_cell_measurement_theta_min      1.9570
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.895
_exptl_absorpt_coefficient_mu    0.167
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72297
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             896
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.68
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0686
_diffrn_reflns_av_unetI/netI     0.1120
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.938
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            41897
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.938
_diffrn_reflns_theta_full        22.500
_diffrn_reflns_theta_max         30.683
_diffrn_reflns_theta_min         1.890
_diffrn_ambient_environment      N~2~
_diffrn_detector                 'HyPix Bantam HPC'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.938
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -37.00  95.00   0.50   50.00    --   20.00  54.00 150.00  264
  2  ω    -70.00 -38.00   0.50   50.00    --   20.00  54.00  30.00   64
  3  ω    -30.00  11.00   0.50   50.00    --   20.00  54.00  30.00   82
  4  ω     14.00  83.00   0.50   50.00    --   20.00  54.00  30.00  138
  5  ω    -73.00  19.00   0.50   50.00    --   20.00  54.00 -90.00  184
  6  ω     22.00  48.00   0.50   50.00    --   20.00  54.00 -90.00   52
  7  ω     56.00 107.00   0.50   50.00    --   20.00  54.00 -90.00  102
  8  ω    -72.00 -47.00   0.50   50.00    --   20.00  54.00 -30.00   50
  9  ω     -8.00  17.00   0.50   50.00    --   20.00  54.00 -30.00   50
 10  ω     50.00  75.00   0.50   50.00    --   20.00  54.00 -30.00   50
 11  ω    -70.00  92.50   0.50   50.00    --   20.00  54.00  90.00  325
 12  ω    -70.00 -25.00   0.50   50.00    --   20.00  54.00-180.00   90
 13  ω      1.00  39.00   0.50   50.00    --   20.00  54.00-180.00   76
 14  ω     85.00 110.00   0.50   50.00    --   20.00  54.00-180.00   50
 15  ω    -69.00  44.00   0.50   50.00    --   20.00  54.00-150.00  226
 16  ω    -42.00 -17.00   0.50   50.00    --   20.00  54.00 -60.00   50
 17  ω    -48.00 -23.00   0.50   50.00    --   20.00  54.00   0.00   50
 18  ω     48.00  73.00   0.50   50.00    --   20.00  54.00   0.00   50
 19  ω    -68.00 -35.00   0.50   50.00    --   20.00  54.00 120.00   66
 20  ω    -68.00 -43.50   0.50   50.00    --   20.00  54.00 150.00   49
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0091499000
_diffrn_orient_matrix_UB_12      -0.0216525000
_diffrn_orient_matrix_UB_13      -0.0399395000
_diffrn_orient_matrix_UB_21      -0.0195797000
_diffrn_orient_matrix_UB_22      0.0488037000
_diffrn_orient_matrix_UB_23      -0.0088554000
_diffrn_orient_matrix_UB_31      0.0621759000
_diffrn_orient_matrix_UB_32      0.0370048000
_diffrn_orient_matrix_UB_33      0.0019273000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7923
_reflns_number_total             13180
_reflns_odcompleteness_completeness 99.26
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.97
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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    ?
_refine_diff_density_max         0.468
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     549
_refine_ls_number_reflns         13180
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.1465
_refine_ls_R_factor_gt           0.0796
_refine_ls_restrained_S_all      1.045
_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)+(0.0579P)²+0.5640P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1393
_refine_ls_wR_factor_ref         0.1597
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C72B-C73B \\sim C72B-C100
 with sigma of 0.02
 C73B-C74B \\sim C100-C101
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 C100, C101
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(H72C)=Sof(H72D)=Sof(C101)=Sof(H10A)=Sof(H10B)=Sof(H10C)=Sof(C100)=
 Sof(H10D)=Sof(H10E)=1-FVAR(1)
 Sof(H72A)=Sof(H72B)=Sof(C73B)=Sof(H73A)=Sof(H73B)=Sof(C74B)=Sof(H74A)=
 Sof(H74B)=Sof(H74C)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C6(H6), C8A(H8A), C6B(H6B), C8AB(H8AB)
5.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C3(H3A,H3B), C71(H71C,H71D), C72(H72E,H72F), C73(H73C,H73D),
 C81(H81C,H81D), C82(H82C,H82D), C83(H83C,H83D), C1B(H1BA,H1BB), C3B(H3BA,H3BB),
  C71B(H71A,H71B), C72B(H72A,H72B), C72B(H72C,H72D), C73B(H73A,H73B), C81B(H81A,
 H81B), C82B(H82A,H82B), C83B(H83A,H83B), C100(H10D,H10E)
5.c Aromatic/amide H refined with riding coordinates:
 C2T(H2T), C3T(H3T), C4(H4), C5(H5), C5T(H5T), C6T(H6T), C2TB(H2TB),
 C3TB(H3TB), C4B(H4B), C5B(H5B), C5TB(H5TB), C6TB(H6TB)
5.d Idealised Me refined as rotating group:
 C7T(H7TD,H7TE,H7TF), C74(H74D,H74E,H74F), C84(H84D,H84E,H84F), C7TB(H7TA,H7TB,
 H7TC), C74B(H74A,H74B,H74C), C84B(H84A,H84B,H84C), C101(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.39279(6) 0.22255(6) 0.13774(4) 0.02681(16) Uani 1 1 d . . . . .
O1 O 0.43311(16) 0.15861(18) 0.08161(10) 0.0356(5) Uani 1 1 d . . . . .
O2 O 0.47776(16) 0.33173(17) 0.18920(10) 0.0381(5) Uani 1 1 d . . . . .
O3 O 0.06816(14) -0.04484(15) 0.19633(8) 0.0225(4) Uani 1 1 d . . . . .
N2 N 0.34152(18) 0.12511(18) 0.19213(11) 0.0236(4) Uani 1 1 d . . . . .
C1 C 0.3023(2) 0.1655(2) 0.26050(13) 0.0254(5) Uani 1 1 d . . . . .
H1A H 0.233260 0.195336 0.245956 0.030 Uiso 1 1 calc R . . . .
H1B H 0.372118 0.230378 0.298577 0.030 Uiso 1 1 calc R . . . .
C7T C -0.0558(3) 0.3223(3) -0.02331(15) 0.0375(7) Uani 1 1 d . . . . .
H7TD H -0.050360 0.336580 -0.075414 0.056 Uiso 1 1 calc GR . . . .
H7TE H -0.061953 0.394067 0.006520 0.056 Uiso 1 1 calc GR . . . .
H7TF H -0.129527 0.250209 -0.026608 0.056 Uiso 1 1 calc GR . . . .
C1T C 0.2662(2) 0.2552(2) 0.08904(13) 0.0242(5) Uani 1 1 d . . . . .
C2T C 0.2426(2) 0.3565(2) 0.12018(14) 0.0276(6) Uani 1 1 d . . . . .
H2T H 0.296723 0.409964 0.166213 0.033 Uiso 1 1 calc R . . . .
C3 C 0.2598(2) -0.0027(2) 0.15543(13) 0.0242(5) Uani 1 1 d . . . . .
H3A H 0.309307 -0.052587 0.143132 0.029 Uiso 1 1 calc R . . . .
H3B H 0.200969 -0.004815 0.107390 0.029 Uiso 1 1 calc R . . . .
C3A C 0.1911(2) -0.0493(2) 0.21616(12) 0.0201(5) Uani 1 1 d . . . . .
C3T C 0.1393(2) 0.3784(2) 0.08320(14) 0.0298(6) Uani 1 1 d . . . . .
H3T H 0.123420 0.447624 0.104220 0.036 Uiso 1 1 calc R . . . .
C4 C 0.1667(2) -0.1785(2) 0.22881(13) 0.0264(6) Uani 1 1 d . . . . .
H4 H 0.218774 -0.224257 0.223970 0.032 Uiso 1 1 calc R . . . .
C4T C 0.0586(2) 0.3011(2) 0.01602(14) 0.0271(6) Uani 1 1 d . . . . .
C5 C 0.0593(2) -0.2165(2) 0.24788(14) 0.0286(6) Uani 1 1 d . . . . .
H5 H 0.019837 -0.295053 0.258726 0.034 Uiso 1 1 calc R . . . .
C5T C 0.0859(2) 0.2023(2) -0.01499(13) 0.0278(6) Uani 1 1 d . . . . .
H5T H 0.032816 0.150073 -0.061690 0.033 Uiso 1 1 calc R . . . .
C6 C 0.0100(2) -0.1124(2) 0.24947(13) 0.0265(5) Uani 1 1 d . . . . .
H6 H -0.082672 -0.142271 0.233110 0.032 Uiso 1 1 calc R . . . .
C6T C 0.1884(2) 0.1784(2) 0.02054(13) 0.0260(5) Uani 1 1 d . . . . .
H6T H 0.205561 0.110518 -0.001428 0.031 Uiso 1 1 calc R . . . .
C7 C 0.0618(2) -0.0323(2) 0.33009(13) 0.0238(5) Uani 1 1 d . . . . .
C8 C 0.1801(2) 0.0442(2) 0.34874(12) 0.0226(5) Uani 1 1 d . . . . .
C8A C 0.2602(2) 0.0464(2) 0.29138(12) 0.0214(5) Uani 1 1 d . . . . .
H8A H 0.335192 0.029701 0.316218 0.026 Uiso 1 1 calc R . . . .
C71 C -0.0283(2) -0.0529(3) 0.38129(15) 0.0323(6) Uani 1 1 d . . . . .
H71C H -0.101799 -0.035394 0.356575 0.039 Uiso 1 1 calc R . . . .
H71D H 0.011749 0.004897 0.431233 0.039 Uiso 1 1 calc R . . . .
C72 C -0.0706(2) -0.1845(2) 0.39627(14) 0.0318(6) Uani 1 1 d . . . . .
H72E H -0.136114 -0.195426 0.424995 0.038 Uiso 1 1 calc R . . . .
H72F H -0.107787 -0.241983 0.346043 0.038 Uiso 1 1 calc R . . . .
C73 C 0.0330(3) -0.2181(2) 0.44159(14) 0.0326(6) Uani 1 1 d . . . . .
H73C H 0.102409 -0.199336 0.415860 0.039 Uiso 1 1 calc R . . . .
H73D H 0.064153 -0.166935 0.494024 0.039 Uiso 1 1 calc R . . . .
C74 C -0.0085(3) -0.3524(3) 0.44840(17) 0.0490(8) Uani 1 1 d . . . . .
H74D H -0.037822 -0.403648 0.396700 0.073 Uiso 1 1 calc GR . . . .
H74E H -0.075981 -0.371217 0.474936 0.073 Uiso 1 1 calc GR . . . .
H74F H 0.061514 -0.368901 0.477944 0.073 Uiso 1 1 calc GR . . . .
C81 C 0.2465(2) 0.1304(2) 0.42513(13) 0.0306(6) Uani 1 1 d . . . . .
H81C H 0.184324 0.135285 0.454176 0.037 Uiso 1 1 calc R . . . .
H81D H 0.287983 0.213240 0.415229 0.037 Uiso 1 1 calc R . . . .
C82 C 0.3431(2) 0.0927(2) 0.47515(14) 0.0314(6) Uani 1 1 d . . . . .
H82C H 0.301239 0.010673 0.486019 0.038 Uiso 1 1 calc R . . . .
H82D H 0.404095 0.085831 0.445561 0.038 Uiso 1 1 calc R . . . .
C83 C 0.4125(3) 0.1806(3) 0.55135(14) 0.0371(7) Uani 1 1 d . . . . .
H83C H 0.444749 0.264939 0.541399 0.045 Uiso 1 1 calc R . . . .
H83D H 0.353965 0.178274 0.584550 0.045 Uiso 1 1 calc R . . . .
C84 C 0.5195(3) 0.1497(3) 0.59377(15) 0.0427(7) Uani 1 1 d . . . . .
H84D H 0.582357 0.160952 0.563743 0.064 Uiso 1 1 calc GR . . . .
H84E H 0.489004 0.064300 0.600487 0.064 Uiso 1 1 calc GR . . . .
H84F H 0.556435 0.203764 0.644474 0.064 Uiso 1 1 calc GR . . . .
S1B S 0.42682(6) 0.72225(5) 0.13443(4) 0.02459(15) Uani 1 1 d . . . . .
O1B O 0.37106(17) 0.69536(16) 0.19792(10) 0.0347(4) Uani 1 1 d . . . . .
O2B O 0.35167(16) 0.68660(16) 0.05679(10) 0.0328(4) Uani 1 1 d . . . . .
O3B O 0.77523(16) 0.99532(15) 0.16119(9) 0.0278(4) Uani 1 1 d . . . . .
N2B N 0.49447(19) 0.87048(17) 0.15014(11) 0.0234(4) Uani 1 1 d . . . . .
C1B C 0.5635(2) 0.9376(2) 0.22913(13) 0.0267(6) Uani 1 1 d . . . . .
H1BA H 0.620366 0.898831 0.253272 0.032 Uiso 1 1 calc R . . . .
H1BB H 0.506280 0.941963 0.262236 0.032 Uiso 1 1 calc R . . . .
C1TB C 0.5427(2) 0.6580(2) 0.13921(14) 0.0228(5) Uani 1 1 d . . . . .
C2TB C 0.5976(2) 0.6361(2) 0.20900(14) 0.0283(6) Uani 1 1 d . . . . .
H2TB H 0.574542 0.657170 0.254959 0.034 Uiso 1 1 calc R . . . .
C3AB C 0.6701(2) 1.0328(2) 0.13936(13) 0.0216(5) Uani 1 1 d . . . . .
C3B C 0.5587(2) 0.9255(2) 0.09202(13) 0.0267(6) Uani 1 1 d . . . . .
H3BA H 0.504138 0.953014 0.055148 0.032 Uiso 1 1 calc R . . . .
H3BB H 0.584680 0.865909 0.062927 0.032 Uiso 1 1 calc R . . . .
C3TB C 0.6868(3) 0.5827(2) 0.21038(16) 0.0345(6) Uani 1 1 d . . . . .
H3TB H 0.724488 0.567281 0.257929 0.041 Uiso 1 1 calc R . . . .
C4B C 0.7234(2) 1.1429(2) 0.10418(13) 0.0244(5) Uani 1 1 d . . . . .
H4B H 0.678242 1.173412 0.067008 0.029 Uiso 1 1 calc R . . . .
C4TB C 0.7224(2) 0.5515(2) 0.14433(17) 0.0341(6) Uani 1 1 d . . . . .
C5B C 0.8439(2) 1.1888(2) 0.13438(14) 0.0283(6) Uani 1 1 d . . . . .
H5B H 0.901626 1.257880 0.122290 0.034 Uiso 1 1 calc R . . . .
C5TB C 0.6683(2) 0.5772(2) 0.07571(16) 0.0324(6) Uani 1 1 d . . . . .
H5TB H 0.693176 0.558330 0.030093 0.039 Uiso 1 1 calc R . . . .
C6B C 0.8742(2) 1.1118(2) 0.19205(14) 0.0283(6) Uani 1 1 d . . . . .
H6B H 0.957928 1.106444 0.194927 0.034 Uiso 1 1 calc R . . . .
C6TB C 0.5790(2) 0.6297(2) 0.07254(14) 0.0281(6) Uani 1 1 d . . . . .
H6TB H 0.542652 0.646371 0.025080 0.034 Uiso 1 1 calc R . . . .
C7B C 0.8611(2) 1.1646(2) 0.27049(14) 0.0274(6) Uani 1 1 d . . . . .
C7TB C 0.8135(3) 0.4863(3) 0.1453(2) 0.0544(9) Uani 1 1 d . . . . .
H7TA H 0.783794 0.420510 0.099776 0.082 Uiso 1 1 calc GR . . . .
H7TB H 0.821022 0.451347 0.192157 0.082 Uiso 1 1 calc GR . . . .
H7TC H 0.894714 0.544625 0.144484 0.082 Uiso 1 1 calc GR . . . .
C8AB C 0.6355(2) 1.0647(2) 0.21521(13) 0.0220(5) Uani 1 1 d . . . . .
H8AB H 0.577936 1.110666 0.205996 0.026 Uiso 1 1 calc R . . . .
C8B C 0.7470(2) 1.1408(2) 0.28070(13) 0.0239(5) Uani 1 1 d . . . . .
C71B C 0.9794(2) 1.2437(2) 0.32811(15) 0.0349(7) Uani 1 1 d . . . . .
H71A H 1.032861 1.194866 0.338321 0.042 Uiso 1 1 calc R . . . .
H71B H 0.959280 1.267193 0.377206 0.042 Uiso 1 1 calc R . . . .
C72B C 1.0518(3) 1.3589(3) 0.30321(16) 0.0390(7) Uani 1 1 d D . . . .
H72A H 1.001493 1.411389 0.296616 0.047 Uiso 0.860(11) 1 calc R . P A 1
H72B H 1.068635 1.336702 0.252739 0.047 Uiso 0.860(11) 1 calc R . P A 1
H72C H 0.988160 1.387644 0.276018 0.047 Uiso 0.140(11) 1 calc R . P A 2
H72D H 1.088290 1.330456 0.262939 0.047 Uiso 0.140(11) 1 calc R . P A 2
C73B C 1.1752(4) 1.4307(4) 0.3626(2) 0.0357(11) Uani 0.860(11) 1 d D . P A 1
H73A H 1.158315 1.449437 0.413572 0.043 Uiso 0.860(11) 1 calc R . P A 1
H73B H 1.226679 1.379097 0.367569 0.043 Uiso 0.860(11) 1 calc R . P A 1
C74B C 1.2469(5) 1.5493(4) 0.3404(2) 0.0602(19) Uani 0.860(11) 1 d D . P A 1
H74A H 1.259551 1.531736 0.288619 0.090 Uiso 0.860(11) 1 calc GR . P A 1
H74B H 1.327607 1.588735 0.377577 0.090 Uiso 0.860(11) 1 calc GR . P A 1
H74C H 1.199894 1.604180 0.340499 0.090 Uiso 0.860(11) 1 calc GR . P A 1
C81B C 0.7157(3) 1.1893(2) 0.35264(14) 0.0300(6) Uani 1 1 d . . . . .
H81A H 0.784703 1.201907 0.397803 0.036 Uiso 1 1 calc R . . . .
H81B H 0.640513 1.126835 0.360050 0.036 Uiso 1 1 calc R . . . .
C82B C 0.6932(2) 1.3093(2) 0.35019(14) 0.0295(6) Uani 1 1 d . . . . .
H82A H 0.772402 1.374982 0.351504 0.035 Uiso 1 1 calc R . . . .
H82B H 0.634229 1.300799 0.300687 0.035 Uiso 1 1 calc R . . . .
C83B C 0.6419(3) 1.3476(3) 0.41616(16) 0.0421(7) Uani 1 1 d . . . . .
H83A H 0.565099 1.279964 0.416634 0.051 Uiso 1 1 calc R . . . .
H83B H 0.702965 1.360551 0.465556 0.051 Uiso 1 1 calc R . . . .
C84B C 0.6129(3) 1.4633(3) 0.41129(19) 0.0574(9) Uani 1 1 d . . . . .
H84A H 0.553227 1.451790 0.362284 0.086 Uiso 1 1 calc GR . . . .
H84B H 0.689442 1.532046 0.414154 0.086 Uiso 1 1 calc GR . . . .
H84C H 0.577417 1.480891 0.454295 0.086 Uiso 1 1 calc GR . . . .
C101 C 1.282(2) 1.481(4) 0.344(2) 0.082(13) Uani 0.140(11) 1 d D U P A 2
H10A H 1.301925 1.524011 0.301476 0.124 Uiso 0.140(11) 1 calc GR . P A 2
H10B H 1.281089 1.397718 0.331729 0.124 Uiso 0.140(11) 1 calc GR . P A 2
H10C H 1.343870 1.525100 0.391772 0.124 Uiso 0.140(11) 1 calc GR . P A 2
C100 C 1.1559(17) 1.476(2) 0.3524(19) 0.056(11) Uani 0.140(11) 1 d D U P A 2
H10D H 1.140767 1.548647 0.336741 0.067 Uiso 0.140(11) 1 calc R . P A 2
H10E H 1.154074 1.478600 0.407429 0.067 Uiso 0.140(11) 1 calc R . 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 O1 1.4357(19) . ?
S1 O2 1.4277(18) . ?
S1 N2 1.630(2) . ?
S1 C1T 1.757(2) . ?
O3 C3A 1.443(3) . ?
O3 C6 1.441(3) . ?
N2 C1 1.477(3) . ?
N2 C3 1.485(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C8A 1.531(3) . ?
C7T H7TD 0.9800 . ?
C7T H7TE 0.9800 . ?
C7T H7TF 0.9800 . ?
C7T C4T 1.508(3) . ?
C1T C2T 1.394(3) . ?
C1T C6T 1.394(3) . ?
C2T H2T 0.9500 . ?
C2T C3T 1.386(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C3A 1.525(3) . ?
C3A C4 1.505(3) . ?
C3A C8A 1.546(3) . ?
C3T H3T 0.9500 . ?
C3T C4T 1.390(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.320(3) . ?
C4T C5T 1.393(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.520(3) . ?
C5T H5T 0.9500 . ?
C5T C6T 1.383(3) . ?
C6 H6 1.0000 . ?
C6 C7 1.529(3) . ?
C6T H6T 0.9500 . ?
C7 C8 1.337(3) . ?
C7 C71 1.512(3) . ?
C8 C8A 1.522(3) . ?
C8 C81 1.509(3) . ?
C8A H8A 1.0000 . ?
C71 H71C 0.9900 . ?
C71 H71D 0.9900 . ?
C71 C72 1.536(4) . ?
C72 H72E 0.9900 . ?
C72 H72F 0.9900 . ?
C72 C73 1.522(4) . ?
C73 H73C 0.9900 . ?
C73 H73D 0.9900 . ?
C73 C74 1.521(4) . ?
C74 H74D 0.9800 . ?
C74 H74E 0.9800 . ?
C74 H74F 0.9800 . ?
C81 H81C 0.9900 . ?
C81 H81D 0.9900 . ?
C81 C82 1.526(3) . ?
C82 H82C 0.9900 . ?
C82 H82D 0.9900 . ?
C82 C83 1.519(3) . ?
C83 H83C 0.9900 . ?
C83 H83D 0.9900 . ?
C83 C84 1.517(4) . ?
C84 H84D 0.9800 . ?
C84 H84E 0.9800 . ?
C84 H84F 0.9800 . ?
S1B O1B 1.4369(18) . ?
S1B O2B 1.4336(17) . ?
S1B N2B 1.627(2) . ?
S1B C1TB 1.759(2) . ?
O3B C3AB 1.447(3) . ?
O3B C6B 1.440(3) . ?
N2B C1B 1.477(3) . ?
N2B C3B 1.488(3) . ?
C1B H1BA 0.9900 . ?
C1B H1BB 0.9900 . ?
C1B C8AB 1.534(3) . ?
C1TB C2TB 1.389(3) . ?
C1TB C6TB 1.390(3) . ?
C2TB H2TB 0.9500 . ?
C2TB C3TB 1.389(4) . ?
C3AB C3B 1.509(3) . ?
C3AB C4B 1.507(3) . ?
C3AB C8AB 1.538(3) . ?
C3B H3BA 0.9900 . ?
C3B H3BB 0.9900 . ?
C3TB H3TB 0.9500 . ?
C3TB C4TB 1.384(4) . ?
C4B H4B 0.9500 . ?
C4B C5B 1.316(3) . ?
C4TB C5TB 1.388(4) . ?
C4TB C7TB 1.511(4) . ?
C5B H5B 0.9500 . ?
C5B C6B 1.519(3) . ?
C5TB H5TB 0.9500 . ?
C5TB C6TB 1.380(3) . ?
C6B H6B 1.0000 . ?
C6B C7B 1.533(3) . ?
C6TB H6TB 0.9500 . ?
C7B C8B 1.332(3) . ?
C7B C71B 1.501(3) . ?
C7TB H7TA 0.9800 . ?
C7TB H7TB 0.9800 . ?
C7TB H7TC 0.9800 . ?
C8AB H8AB 1.0000 . ?
C8AB C8B 1.518(3) . ?
C8B C81B 1.513(3) . ?
C71B H71A 0.9900 . ?
C71B H71B 0.9900 . ?
C71B C72B 1.512(4) . ?
C72B H72A 0.9900 . ?
C72B H72B 0.9900 . ?
C72B H72C 0.9900 . ?
C72B H72D 0.9900 . ?
C72B C73B 1.535(4) . ?
C72B C100 1.543(17) . ?
C73B H73A 0.9900 . ?
C73B H73B 0.9900 . ?
C73B C74B 1.517(5) . ?
C74B H74A 0.9800 . ?
C74B H74B 0.9800 . ?
C74B H74C 0.9800 . ?
C81B H81A 0.9900 . ?
C81B H81B 0.9900 . ?
C81B C82B 1.526(3) . ?
C82B H82A 0.9900 . ?
C82B H82B 0.9900 . ?
C82B C83B 1.520(4) . ?
C83B H83A 0.9900 . ?
C83B H83B 0.9900 . ?
C83B C84B 1.519(4) . ?
C84B H84A 0.9800 . ?
C84B H84B 0.9800 . ?
C84B H84C 0.9800 . ?
C101 H10A 0.9800 . ?
C101 H10B 0.9800 . ?
C101 H10C 0.9800 . ?
C101 C100 1.501(18) . ?
C100 H10D 0.9900 . ?
C100 H10E 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 N2 105.65(11) . . ?
O1 S1 C1T 108.13(11) . . ?
O2 S1 O1 120.72(12) . . ?
O2 S1 N2 106.04(10) . . ?
O2 S1 C1T 108.10(12) . . ?
N2 S1 C1T 107.54(11) . . ?
C6 O3 C3A 101.71(16) . . ?
C1 N2 S1 119.58(16) . . ?
C1 N2 C3 110.00(18) . . ?
C3 N2 S1 119.27(15) . . ?
N2 C1 H1A 111.5 . . ?
N2 C1 H1B 111.5 . . ?
N2 C1 C8A 101.12(18) . . ?
H1A C1 H1B 109.4 . . ?
C8A C1 H1A 111.5 . . ?
C8A C1 H1B 111.5 . . ?
H7TD C7T H7TE 109.5 . . ?
H7TD C7T H7TF 109.5 . . ?
H7TE C7T H7TF 109.5 . . ?
C4T C7T H7TD 109.5 . . ?
C4T C7T H7TE 109.5 . . ?
C4T C7T H7TF 109.5 . . ?
C2T C1T S1 119.68(18) . . ?
C6T C1T S1 119.93(19) . . ?
C6T C1T C2T 120.4(2) . . ?
C1T C2T H2T 120.4 . . ?
C3T C2T C1T 119.3(2) . . ?
C3T C2T H2T 120.4 . . ?
N2 C3 H3A 110.9 . . ?
N2 C3 H3B 110.9 . . ?
N2 C3 C3A 104.06(18) . . ?
H3A C3 H3B 109.0 . . ?
C3A C3 H3A 110.9 . . ?
C3A C3 H3B 110.9 . . ?
O3 C3A C3 109.22(18) . . ?
O3 C3A C4 102.94(18) . . ?
O3 C3A C8A 105.77(17) . . ?
C3 C3A C8A 105.57(19) . . ?
C4 C3A C3 120.15(19) . . ?
C4 C3A C8A 112.36(18) . . ?
C2T C3T H3T 119.3 . . ?
C2T C3T C4T 121.4(2) . . ?
C4T C3T H3T 119.3 . . ?
C3A C4 H4 126.4 . . ?
C5 C4 C3A 107.2(2) . . ?
C5 C4 H4 126.4 . . ?
C3T C4T C7T 121.7(2) . . ?
C3T C4T C5T 118.3(2) . . ?
C5T C4T C7T 120.1(2) . . ?
C4 C5 H5 126.0 . . ?
C4 C5 C6 108.1(2) . . ?
C6 C5 H5 126.0 . . ?
C4T C5T H5T 119.2 . . ?
C6T C5T C4T 121.6(2) . . ?
C6T C5T H5T 119.2 . . ?
O3 C6 C5 101.69(18) . . ?
O3 C6 H6 112.6 . . ?
O3 C6 C7 108.41(19) . . ?
C5 C6 H6 112.6 . . ?
C5 C6 C7 108.4(2) . . ?
C7 C6 H6 112.6 . . ?
C1T C6T H6T 120.5 . . ?
C5T C6T C1T 119.1(2) . . ?
C5T C6T H6T 120.5 . . ?
C8 C7 C6 118.1(2) . . ?
C8 C7 C71 127.2(2) . . ?
C71 C7 C6 114.7(2) . . ?
C7 C8 C8A 120.0(2) . . ?
C7 C8 C81 125.4(2) . . ?
C81 C8 C8A 114.6(2) . . ?
C1 C8A C3A 101.91(17) . . ?
C1 C8A H8A 108.8 . . ?
C3A C8A H8A 108.8 . . ?
C8 C8A C1 115.29(19) . . ?
C8 C8A C3A 112.87(19) . . ?
C8 C8A H8A 108.8 . . ?
C7 C71 H71C 109.2 . . ?
C7 C71 H71D 109.2 . . ?
C7 C71 C72 112.3(2) . . ?
H71C C71 H71D 107.9 . . ?
C72 C71 H71C 109.2 . . ?
C72 C71 H71D 109.2 . . ?
C71 C72 H72E 108.7 . . ?
C71 C72 H72F 108.7 . . ?
H72E C72 H72F 107.6 . . ?
C73 C72 C71 114.0(2) . . ?
C73 C72 H72E 108.7 . . ?
C73 C72 H72F 108.7 . . ?
C72 C73 H73C 109.0 . . ?
C72 C73 H73D 109.0 . . ?
H73C C73 H73D 107.8 . . ?
C74 C73 C72 112.9(2) . . ?
C74 C73 H73C 109.0 . . ?
C74 C73 H73D 109.0 . . ?
C73 C74 H74D 109.5 . . ?
C73 C74 H74E 109.5 . . ?
C73 C74 H74F 109.5 . . ?
H74D C74 H74E 109.5 . . ?
H74D C74 H74F 109.5 . . ?
H74E C74 H74F 109.5 . . ?
C8 C81 H81C 108.8 . . ?
C8 C81 H81D 108.8 . . ?
C8 C81 C82 114.0(2) . . ?
H81C C81 H81D 107.6 . . ?
C82 C81 H81C 108.8 . . ?
C82 C81 H81D 108.8 . . ?
C81 C82 H82C 108.7 . . ?
C81 C82 H82D 108.7 . . ?
H82C C82 H82D 107.6 . . ?
C83 C82 C81 114.3(2) . . ?
C83 C82 H82C 108.7 . . ?
C83 C82 H82D 108.7 . . ?
C82 C83 H83C 109.1 . . ?
C82 C83 H83D 109.1 . . ?
H83C C83 H83D 107.9 . . ?
C84 C83 C82 112.4(2) . . ?
C84 C83 H83C 109.1 . . ?
C84 C83 H83D 109.1 . . ?
C83 C84 H84D 109.5 . . ?
C83 C84 H84E 109.5 . . ?
C83 C84 H84F 109.5 . . ?
H84D C84 H84E 109.5 . . ?
H84D C84 H84F 109.5 . . ?
H84E C84 H84F 109.5 . . ?
O1B S1B N2B 105.98(10) . . ?
O1B S1B C1TB 107.67(11) . . ?
O2B S1B O1B 120.33(11) . . ?
O2B S1B N2B 106.52(10) . . ?
O2B S1B C1TB 107.89(11) . . ?
N2B S1B C1TB 107.90(11) . . ?
C6B O3B C3AB 101.36(16) . . ?
C1B N2B S1B 119.61(15) . . ?
C1B N2B C3B 110.83(18) . . ?
C3B N2B S1B 117.94(15) . . ?
N2B C1B H1BA 111.3 . . ?
N2B C1B H1BB 111.3 . . ?
N2B C1B C8AB 102.39(18) . . ?
H1BA C1B H1BB 109.2 . . ?
C8AB C1B H1BA 111.3 . . ?
C8AB C1B H1BB 111.3 . . ?
C2TB C1TB S1B 120.31(19) . . ?
C2TB C1TB C6TB 120.3(2) . . ?
C6TB C1TB S1B 119.38(19) . . ?
C1TB C2TB H2TB 120.6 . . ?
C3TB C2TB C1TB 118.8(2) . . ?
C3TB C2TB H2TB 120.6 . . ?
O3B C3AB C3B 110.28(19) . . ?
O3B C3AB C4B 102.38(19) . . ?
O3B C3AB C8AB 105.39(18) . . ?
C3B C3AB C8AB 105.07(19) . . ?
C4B C3AB C3B 119.59(19) . . ?
C4B C3AB C8AB 113.36(19) . . ?
N2B C3B C3AB 104.21(18) . . ?
N2B C3B H3BA 110.9 . . ?
N2B C3B H3BB 110.9 . . ?
C3AB C3B H3BA 110.9 . . ?
C3AB C3B H3BB 110.9 . . ?
H3BA C3B H3BB 108.9 . . ?
C2TB C3TB H3TB 119.1 . . ?
C4TB C3TB C2TB 121.7(2) . . ?
C4TB C3TB H3TB 119.1 . . ?
C3AB C4B H4B 126.3 . . ?
C5B C4B C3AB 107.5(2) . . ?
C5B C4B H4B 126.3 . . ?
C3TB C4TB C5TB 118.3(3) . . ?
C3TB C4TB C7TB 121.4(3) . . ?
C5TB C4TB C7TB 120.2(3) . . ?
C4B C5B H5B 126.1 . . ?
C4B C5B C6B 107.8(2) . . ?
C6B C5B H5B 126.1 . . ?
C4TB C5TB H5TB 119.4 . . ?
C6TB C5TB C4TB 121.2(3) . . ?
C6TB C5TB H5TB 119.4 . . ?
O3B C6B C5B 101.59(19) . . ?
O3B C6B H6B 112.4 . . ?
O3B C6B C7B 109.4(2) . . ?
C5B C6B H6B 112.4 . . ?
C5B C6B C7B 108.2(2) . . ?
C7B C6B H6B 112.4 . . ?
C1TB C6TB H6TB 120.2 . . ?
C5TB C6TB C1TB 119.6(2) . . ?
C5TB C6TB H6TB 120.2 . . ?
C8B C7B C6B 117.9(2) . . ?
C8B C7B C71B 125.7(2) . . ?
C71B C7B C6B 116.3(2) . . ?
C4TB C7TB H7TA 109.5 . . ?
C4TB C7TB H7TB 109.5 . . ?
C4TB C7TB H7TC 109.5 . . ?
H7TA C7TB H7TB 109.5 . . ?
H7TA C7TB H7TC 109.5 . . ?
H7TB C7TB H7TC 109.5 . . ?
C1B C8AB C3AB 101.93(18) . . ?
C1B C8AB H8AB 109.0 . . ?
C3AB C8AB H8AB 109.0 . . ?
C8B C8AB C1B 114.34(19) . . ?
C8B C8AB C3AB 113.4(2) . . ?
C8B C8AB H8AB 109.0 . . ?
C7B C8B C8AB 119.7(2) . . ?
C7B C8B C81B 125.3(2) . . ?
C81B C8B C8AB 114.8(2) . . ?
C7B C71B H71A 108.6 . . ?
C7B C71B H71B 108.6 . . ?
C7B C71B C72B 114.5(2) . . ?
H71A C71B H71B 107.6 . . ?
C72B C71B H71A 108.6 . . ?
C72B C71B H71B 108.6 . . ?
C71B C72B H72A 109.3 . . ?
C71B C72B H72B 109.3 . . ?
C71B C72B H72C 105.0 . . ?
C71B C72B H72D 105.0 . . ?
C71B C72B C73B 111.5(2) . . ?
C71B C72B C100 129.3(15) . . ?
H72A C72B H72B 108.0 . . ?
H72C C72B H72D 105.8 . . ?
C73B C72B H72A 109.3 . . ?
C73B C72B H72B 109.3 . . ?
C100 C72B H72C 105.0 . . ?
C100 C72B H72D 105.0 . . ?
C72B C73B H73A 109.1 . . ?
C72B C73B H73B 109.1 . . ?
H73A C73B H73B 107.9 . . ?
C74B C73B C72B 112.3(4) . . ?
C74B C73B H73A 109.1 . . ?
C74B C73B H73B 109.1 . . ?
C73B C74B H74A 109.5 . . ?
C73B C74B H74B 109.5 . . ?
C73B C74B H74C 109.5 . . ?
H74A C74B H74B 109.5 . . ?
H74A C74B H74C 109.5 . . ?
H74B C74B H74C 109.5 . . ?
C8B C81B H81A 108.8 . . ?
C8B C81B H81B 108.8 . . ?
C8B C81B C82B 113.8(2) . . ?
H81A C81B H81B 107.7 . . ?
C82B C81B H81A 108.8 . . ?
C82B C81B H81B 108.8 . . ?
C81B C82B H82A 108.8 . . ?
C81B C82B H82B 108.8 . . ?
H82A C82B H82B 107.7 . . ?
C83B C82B C81B 113.8(2) . . ?
C83B C82B H82A 108.8 . . ?
C83B C82B H82B 108.8 . . ?
C82B C83B H83A 108.8 . . ?
C82B C83B H83B 108.8 . . ?
H83A C83B H83B 107.7 . . ?
C84B C83B C82B 113.8(2) . . ?
C84B C83B H83A 108.8 . . ?
C84B C83B H83B 108.8 . . ?
C83B C84B H84A 109.5 . . ?
C83B C84B H84B 109.5 . . ?
C83B C84B H84C 109.5 . . ?
H84A C84B H84B 109.5 . . ?
H84A C84B H84C 109.5 . . ?
H84B C84B H84C 109.5 . . ?
H10A C101 H10B 109.5 . . ?
H10A C101 H10C 109.5 . . ?
H10B C101 H10C 109.5 . . ?
C100 C101 H10A 109.5 . . ?
C100 C101 H10B 109.5 . . ?
C100 C101 H10C 109.5 . . ?
C72B C100 H10D 109.2 . . ?
C72B C100 H10E 109.2 . . ?
C101 C100 C72B 112(2) . . ?
C101 C100 H10D 109.2 . . ?
C101 C100 H10E 109.2 . . ?
H10D C100 H10E 107.9 . . ?

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 N2 C1 C8A 178.87(15) . . . . ?
S1 N2 C3 C3A -158.10(15) . . . . ?
S1 C1T C2T C3T -177.07(18) . . . . ?
S1 C1T C6T C5T 176.93(18) . . . . ?
O1 S1 N2 C1 174.88(17) . . . . ?
O1 S1 N2 C3 -44.9(2) . . . . ?
O1 S1 C1T C2T -152.54(19) . . . . ?
O1 S1 C1T C6T 28.9(2) . . . . ?
O2 S1 N2 C1 45.6(2) . . . . ?
O2 S1 N2 C3 -174.09(18) . . . . ?
O2 S1 C1T C2T -20.3(2) . . . . ?
O2 S1 C1T C6T 161.20(19) . . . . ?
O3 C3A C4 C5 -25.0(2) . . . . ?
O3 C3A C8A C1 -82.3(2) . . . . ?
O3 C3A C8A C8 42.0(2) . . . . ?
O3 C6 C7 C8 -33.5(3) . . . . ?
O3 C6 C7 C71 148.5(2) . . . . ?
N2 S1 C1T C2T 93.8(2) . . . . ?
N2 S1 C1T C6T -84.7(2) . . . . ?
N2 C1 C8A C3A -40.9(2) . . . . ?
N2 C1 C8A C8 -163.49(18) . . . . ?
N2 C3 C3A O3 100.8(2) . . . . ?
N2 C3 C3A C4 -140.7(2) . . . . ?
N2 C3 C3A C8A -12.5(2) . . . . ?
C1 N2 C3 C3A -14.4(2) . . . . ?
C7T C4T C5T C6T -178.4(2) . . . . ?
C1T S1 N2 C1 -69.8(2) . . . . ?
C1T S1 N2 C3 70.5(2) . . . . ?
C1T C2T C3T C4T 0.3(4) . . . . ?
C2T C1T C6T C5T -1.6(4) . . . . ?
C2T C3T C4T C7T 178.3(2) . . . . ?
C2T C3T C4T C5T -1.9(4) . . . . ?
C3 N2 C1 C8A 35.3(2) . . . . ?
C3 C3A C4 C5 -146.6(2) . . . . ?
C3 C3A C8A C1 33.4(2) . . . . ?
C3 C3A C8A C8 157.69(19) . . . . ?
C3A O3 C6 C5 -40.5(2) . . . . ?
C3A O3 C6 C7 73.7(2) . . . . ?
C3A C4 C5 C6 -0.7(3) . . . . ?
C3T C4T C5T C6T 1.8(4) . . . . ?
C4 C3A C8A C1 166.2(2) . . . . ?
C4 C3A C8A C8 -69.6(2) . . . . ?
C4 C5 C6 O3 26.1(2) . . . . ?
C4 C5 C6 C7 -88.0(2) . . . . ?
C4T C5T C6T C1T -0.1(4) . . . . ?
C5 C6 C7 C8 76.1(3) . . . . ?
C5 C6 C7 C71 -101.9(2) . . . . ?
C6 O3 C3A C3 169.40(18) . . . . ?
C6 O3 C3A C4 40.7(2) . . . . ?
C6 O3 C3A C8A -77.4(2) . . . . ?
C6 C7 C8 C8A -2.1(3) . . . . ?
C6 C7 C8 C81 179.6(2) . . . . ?
C6 C7 C71 C72 61.2(3) . . . . ?
C6T C1T C2T C3T 1.5(4) . . . . ?
C7 C8 C8A C1 114.2(2) . . . . ?
C7 C8 C8A C3A -2.3(3) . . . . ?
C7 C8 C81 C82 108.5(3) . . . . ?
C7 C71 C72 C73 64.7(3) . . . . ?
C8 C7 C71 C72 -116.6(3) . . . . ?
C8 C81 C82 C83 178.7(2) . . . . ?
C8A C3A C4 C5 88.4(2) . . . . ?
C8A C8 C81 C82 -69.8(3) . . . . ?
C71 C7 C8 C8A 175.5(2) . . . . ?
C71 C7 C8 C81 -2.7(4) . . . . ?
C71 C72 C73 C74 -174.0(2) . . . . ?
C81 C8 C8A C1 -67.3(3) . . . . ?
C81 C8 C8A C3A 176.14(19) . . . . ?
C81 C82 C83 C84 -171.8(2) . . . . ?
S1B N2B C1B C8AB 167.22(16) . . . . ?
S1B N2B C3B C3AB -144.58(17) . . . . ?
S1B C1TB C2TB C3TB 178.60(19) . . . . ?
S1B C1TB C6TB C5TB -178.84(19) . . . . ?
O1B S1B N2B C1B 41.3(2) . . . . ?
O1B S1B N2B C3B -178.81(17) . . . . ?
O1B S1B C1TB C2TB -24.0(2) . . . . ?
O1B S1B C1TB C6TB 156.22(18) . . . . ?
O2B S1B N2B C1B 170.59(18) . . . . ?
O2B S1B N2B C3B -49.6(2) . . . . ?
O2B S1B C1TB C2TB -155.26(19) . . . . ?
O2B S1B C1TB C6TB 24.9(2) . . . . ?
O3B C3AB C3B N2B 90.4(2) . . . . ?
O3B C3AB C4B C5B -25.2(2) . . . . ?
O3B C3AB C8AB C1B -78.9(2) . . . . ?
O3B C3AB C8AB C8B 44.5(2) . . . . ?
O3B C6B C7B C8B -33.2(3) . . . . ?
O3B C6B C7B C71B 149.3(2) . . . . ?
N2B S1B C1TB C2TB 90.0(2) . . . . ?
N2B S1B C1TB C6TB -89.8(2) . . . . ?
N2B C1B C8AB C3AB -37.3(2) . . . . ?
N2B C1B C8AB C8B -160.1(2) . . . . ?
C1B N2B C3B C3AB -1.4(2) . . . . ?
C1B C8AB C8B C7B 111.0(3) . . . . ?
C1B C8AB C8B C81B -72.1(3) . . . . ?
C1TB S1B N2B C1B -73.8(2) . . . . ?
C1TB S1B N2B C3B 66.07(19) . . . . ?
C1TB C2TB C3TB C4TB 0.2(4) . . . . ?
C2TB C1TB C6TB C5TB 1.4(4) . . . . ?
C2TB C3TB C4TB C5TB 1.4(4) . . . . ?
C2TB C3TB C4TB C7TB -176.1(2) . . . . ?
C3AB O3B C6B C5B -41.7(2) . . . . ?
C3AB O3B C6B C7B 72.5(2) . . . . ?
C3AB C4B C5B C6B -1.1(3) . . . . ?
C3AB C8AB C8B C7B -5.3(3) . . . . ?
C3AB C8AB C8B C81B 171.57(19) . . . . ?
C3B N2B C1B C8AB 24.8(2) . . . . ?
C3B C3AB C4B C5B -147.4(2) . . . . ?
C3B C3AB C8AB C1B 37.6(2) . . . . ?
C3B C3AB C8AB C8B 161.00(19) . . . . ?
C3TB C4TB C5TB C6TB -1.6(4) . . . . ?
C4B C3AB C3B N2B -151.4(2) . . . . ?
C4B C3AB C8AB C1B 169.9(2) . . . . ?
C4B C3AB C8AB C8B -66.7(3) . . . . ?
C4B C5B C6B O3B 27.1(3) . . . . ?
C4B C5B C6B C7B -88.0(3) . . . . ?
C4TB C5TB C6TB C1TB 0.3(4) . . . . ?
C5B C6B C7B C8B 76.6(3) . . . . ?
C5B C6B C7B C71B -100.9(2) . . . . ?
C6B O3B C3AB C3B 169.74(19) . . . . ?
C6B O3B C3AB C4B 41.4(2) . . . . ?
C6B O3B C3AB C8AB -77.4(2) . . . . ?
C6B C7B C8B C8AB -0.7(3) . . . . ?
C6B C7B C8B C81B -177.3(2) . . . . ?
C6B C7B C71B C72B 62.3(3) . . . . ?
C6TB C1TB C2TB C3TB -1.6(4) . . . . ?
C7B C8B C81B C82B 91.8(3) . . . . ?
C7B C71B C72B C73B -176.4(3) . . . . ?
C7B C71B C72B C100 162.5(11) . . . . ?
C7TB C4TB C5TB C6TB 175.8(2) . . . . ?
C8AB C3AB C3B N2B -22.7(2) . . . . ?
C8AB C3AB C4B C5B 87.8(2) . . . . ?
C8AB C8B C81B C82B -84.9(3) . . . . ?
C8B C7B C71B C72B -114.9(3) . . . . ?
C8B C81B C82B C83B 170.7(2) . . . . ?
C71B C7B C8B C8AB 176.5(2) . . . . ?
C71B C7B C8B C81B 0.0(4) . . . . ?
C71B C72B C73B C74B -177.6(5) . . . . ?
C71B C72B C100 C101 104(3) . . . . ?
C81B C82B C83B C84B -176.9(3) . . . . ?

_olex2_exptl_crystal_mounting_method 'Mitegen mount + Paratone'
_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 1.321
_oxdiff_exptl_absorpt_empirical_full_min 0.849
####################################################################### 
# 
# 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_exp_109_md2
_database_code_depnum_ccdc_archive 'CCDC 1909427'
loop_
_audit_author_name
_audit_author_address
'Christopher Richardson'
;University of Wollongong
Australia
;
_audit_update_record             
;
2019-04-11 deposited with the CCDC.	2019-10-14 downloaded from the CCDC.
;
_audit_creation_date             2019-04-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
(E)-9-methyl-4-(oct-4-en-4-yl)-2-tosyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
_chemical_formula_moiety         'C27 H34 N2 O2 S'
_chemical_formula_sum            'C27 H34 N2 O2 S'
_chemical_formula_weight         450.62
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C27 H34 N2 O2 S'
_chemical_oxdiff_usercomment     'Melanie Drew'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.9109(4)
_cell_length_b                   13.3891(6)
_cell_length_c                   14.4067(9)
_cell_angle_alpha                71.699(5)
_cell_angle_beta                 75.057(5)
_cell_angle_gamma                78.424(4)
_cell_volume                     1387.82(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5857
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      29.7530
_cell_measurement_theta_min      2.7940
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.934
_exptl_absorpt_coefficient_mu    0.139
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93042
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.078
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             484
_exptl_crystal_recrystallization_method 'crystallised from hexane'
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_unetI/netI     0.0449
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.933
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            24667
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.933
_diffrn_reflns_theta_full        29.000
_diffrn_reflns_theta_max         30.786
_diffrn_reflns_theta_min         1.888
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'HyPix Bantam HPC'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.933
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -22.00  47.00   0.50   30.00    --   20.00  54.00 150.00  138
  2  ω     74.00 100.00   0.50   30.00    --   20.00  54.00 150.00   52
  3  ω    -73.00 -45.00   0.50   30.00    --   20.00  54.00   0.00   56
  4  ω    -36.00  64.50   0.50   30.00    --   20.00  54.00   0.00  201
  5  ω     76.00 110.00   0.50   30.00    --   20.00  54.00   0.00   68
  6  ω    -10.00 108.00   0.50   30.00    --   20.00  54.00 -90.00  236
  7  ω    -73.00  63.00   0.50   30.00    --   20.00  54.00  60.00  272
  8  ω     73.00 109.00   0.50   30.00    --   20.00  54.00  60.00   72
  9  ω    -74.00 110.00   0.50   30.00    --   20.00  54.00 -60.00  368
 10  ω    -74.00 -48.00   0.50   30.00    --   20.00  54.00-150.00   52
 11  ω     11.00  38.00   0.50   30.00    --   20.00  54.00-150.00   54
 12  ω     72.00 108.00   0.50   30.00    --   20.00  54.00-150.00   72
 13  ω     40.00  65.00   0.50   30.00    --   20.00  54.00  30.00   50
 14  ω     81.00 106.00   0.50   30.00    --   20.00  54.00  30.00   50
 15  ω    -64.00 -37.00   0.50   30.00    --   20.00  54.00-120.00   54
 16  ω    -69.00 -40.00   0.50   30.00    --   20.00  54.00  90.00   58
 17  ω     33.00  58.00   0.50   30.00    --   20.00  54.00  90.00   50
 18  ω    -70.00 -43.00   0.50   30.00    --   20.00  54.00 150.00   54
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0060097000
_diffrn_orient_matrix_UB_12      0.0546807000
_diffrn_orient_matrix_UB_13      -0.0263355000
_diffrn_orient_matrix_UB_21      0.0210969000
_diffrn_orient_matrix_UB_22      -0.0132910000
_diffrn_orient_matrix_UB_23      -0.0459639000
_diffrn_orient_matrix_UB_31      -0.0909928000
_diffrn_orient_matrix_UB_32      0.0008615000
_diffrn_orient_matrix_UB_33      0.0025108000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5971
_reflns_number_total             8123
_reflns_odcompleteness_completeness 99.21
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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    ?
_refine_diff_density_max         0.278
_refine_diff_density_min         -0.300
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     297
_refine_ls_number_reflns         8123
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0691
_refine_ls_R_factor_gt           0.0482
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0722P)²+0.0991P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1275
_refine_ls_wR_factor_ref         0.1366
_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. Others
 Sof(H9MD)=Sof(H9ME)=Sof(H9MF)=1-FVAR(1)
 Sof(H9MA)=Sof(H9MB)=Sof(H9MC)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C4(H4)
3.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C3(H3A,H3B), C2O(H2OA,H2OB), C3O(H3OA,H3OB), C6O(H6OA,H6OB),
 C7O(H7OA,H7OB)
3.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C8(H8), C5O(H5O), C2T(H2T), C3T(H3T), C5T(H5T),
 C6T(H6T)
3.d Idealised Me refined as rotating group:
 C9ME(H9MA,H9MB,H9MC), C9ME(H9MD,H9ME,H9MF), C1O(H1OA,H1OB,H1OC), C8O(H8OA,
 H8OB,H8OC), C4ME(H4MA,H4MB,H4MC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
C1A C 0.73304(17) 0.56867(11) 0.39872(9) 0.0227(3) Uani 1 1 d . . . . .
C1 C 0.72890(19) 0.67320(10) 0.32145(10) 0.0249(3) Uani 1 1 d . . . . .
H1A H 0.614429 0.715193 0.333089 0.030 Uiso 1 1 calc R . . . .
H1B H 0.818507 0.712417 0.322746 0.030 Uiso 1 1 calc R . . . .
N2 N 0.76393(14) 0.64901(8) 0.22455(8) 0.0224(2) Uani 1 1 d . . . . .
C3 C 0.64532(17) 0.57765(10) 0.22280(10) 0.0236(3) Uani 1 1 d . . . . .
H3A H 0.658131 0.574908 0.154807 0.028 Uiso 1 1 calc R . . . .
H3B H 0.523752 0.604702 0.246446 0.028 Uiso 1 1 calc R . . . .
C4 C 0.69092(17) 0.46493(10) 0.29020(10) 0.0222(3) Uani 1 1 d . . . . .
H4 H 0.588117 0.427342 0.306788 0.027 Uiso 1 1 calc R . . . .
C4A C 0.71955(17) 0.47440(10) 0.38574(10) 0.0229(3) Uani 1 1 d . . . . .
C5 C 0.74883(19) 0.28384(11) 0.50819(11) 0.0302(3) Uani 1 1 d . . . . .
H5 H 0.729729 0.247530 0.467151 0.036 Uiso 1 1 calc R . . . .
C5A C 0.74315(17) 0.39456(11) 0.47641(10) 0.0245(3) Uani 1 1 d . . . . .
C6 C 0.7834(2) 0.22962(13) 0.60182(12) 0.0371(4) Uani 1 1 d . . . . .
H6 H 0.787442 0.156185 0.623456 0.044 Uiso 1 1 calc R . . . .
C7 C 0.8122(2) 0.28263(13) 0.66419(11) 0.0374(4) Uani 1 1 d . . . . .
H7 H 0.836545 0.243767 0.726302 0.045 Uiso 1 1 calc R . . . .
C8 C 0.80541(19) 0.39206(13) 0.63585(10) 0.0318(3) Uani 1 1 d . . . . .
H8 H 0.823674 0.427415 0.677914 0.038 Uiso 1 1 calc R . . . .
C8A C 0.77001(17) 0.44716(11) 0.54150(10) 0.0256(3) Uani 1 1 d . . . . .
N9 N 0.76125(15) 0.55422(9) 0.49312(8) 0.0252(2) Uani 1 1 d . . . . .
C9ME C 0.7740(2) 0.63769(12) 0.53433(11) 0.0320(3) Uani 1 1 d . . . . .
H9MA H 0.769670 0.704540 0.483961 0.048 Uiso 0.48(2) 1 calc GR . P A 1
H9MB H 0.883480 0.623241 0.556220 0.048 Uiso 0.48(2) 1 calc GR . P A 1
H9MC H 0.677449 0.640516 0.590095 0.048 Uiso 0.48(2) 1 calc GR . P A 1
H9MD H 0.878386 0.670134 0.498150 0.029(9) Uiso 0.52(2) 1 calc GR . P A 2
H9ME H 0.780156 0.608011 0.603499 0.043(10) Uiso 0.52(2) 1 calc GR . P A 2
H9MF H 0.672056 0.690152 0.528627 0.031(9) Uiso 0.52(2) 1 calc GR . P A 2
C1O C 0.6745(3) 0.19105(16) 0.16483(19) 0.0639(6) Uani 1 1 d . . . . .
H1OA H 0.768916 0.181457 0.109893 0.096 Uiso 1 1 calc GR . . . .
H1OB H 0.575494 0.235310 0.139590 0.096 Uiso 1 1 calc GR . . . .
H1OC H 0.640155 0.123293 0.205308 0.096 Uiso 1 1 calc GR . . . .
C2O C 0.7355(3) 0.24311(13) 0.22731(15) 0.0475(4) Uani 1 1 d . . . . .
H2OA H 0.833047 0.196864 0.254237 0.057 Uiso 1 1 calc R . . . .
H2OB H 0.639997 0.251424 0.283224 0.057 Uiso 1 1 calc R . . . .
C3O C 0.7939(2) 0.35072(12) 0.16918(11) 0.0321(3) Uani 1 1 d . . . . .
H3OA H 0.893876 0.341889 0.115569 0.039 Uiso 1 1 calc R . . . .
H3OB H 0.698678 0.395751 0.139087 0.039 Uiso 1 1 calc R . . . .
C4O C 0.84466(18) 0.40468(10) 0.23270(9) 0.0234(3) Uani 1 1 d . . . . .
C5O C 1.00970(19) 0.40523(12) 0.23751(10) 0.0292(3) Uani 1 1 d . . . . .
H5O H 1.025204 0.435656 0.284067 0.035 Uiso 1 1 calc R . . . .
C6O C 1.1740(2) 0.36166(14) 0.17534(12) 0.0396(4) Uani 1 1 d . . . . .
H6OA H 1.148569 0.303971 0.155992 0.048 Uiso 1 1 calc R . . . .
H6OB H 1.264019 0.333401 0.214872 0.048 Uiso 1 1 calc R . . . .
C7O C 1.2436(2) 0.44739(15) 0.08129(13) 0.0452(4) Uani 1 1 d . . . . .
H7OA H 1.349484 0.416273 0.043310 0.054 Uiso 1 1 calc R . . . .
H7OB H 1.156121 0.471830 0.039929 0.054 Uiso 1 1 calc R . . . .
C8O C 1.2856(2) 0.54110(17) 0.10347(14) 0.0522(5) Uani 1 1 d . . . . .
H8OA H 1.339808 0.588278 0.042439 0.078 Uiso 1 1 calc GR . . . .
H8OB H 1.365010 0.517031 0.148709 0.078 Uiso 1 1 calc GR . . . .
H8OC H 1.178666 0.577843 0.133428 0.078 Uiso 1 1 calc GR . . . .
S1T S 0.80599(4) 0.74848(3) 0.12468(2) 0.02564(10) Uani 1 1 d . . . . .
O1T O 0.85062(14) 0.70626(8) 0.04054(7) 0.0339(2) Uani 1 1 d . . . . .
O2T O 0.92919(14) 0.80186(8) 0.14271(8) 0.0347(2) Uani 1 1 d . . . . .
C1T C 0.60676(18) 0.83462(10) 0.11925(10) 0.0245(3) Uani 1 1 d . . . . .
C2T C 0.4853(2) 0.81765(12) 0.07331(10) 0.0304(3) Uani 1 1 d . . . . .
H2T H 0.511966 0.764103 0.041459 0.037 Uiso 1 1 calc R . . . .
C3T C 0.3238(2) 0.88131(12) 0.07536(11) 0.0339(3) Uani 1 1 d . . . . .
H3T H 0.241998 0.869912 0.044777 0.041 Uiso 1 1 calc R . . . .
C4T C 0.2819(2) 0.96177(11) 0.12225(11) 0.0324(3) Uani 1 1 d . . . . .
C5T C 0.4059(2) 0.97852(12) 0.16612(13) 0.0370(4) Uani 1 1 d . . . . .
H5T H 0.380003 1.033084 0.196685 0.044 Uiso 1 1 calc R . . . .
C6T C 0.5682(2) 0.91570(11) 0.16552(12) 0.0329(3) Uani 1 1 d . . . . .
H6T H 0.650158 0.927628 0.195664 0.039 Uiso 1 1 calc R . . . .
C4ME C 0.1034(2) 1.02794(14) 0.12630(15) 0.0483(4) Uani 1 1 d . . . . .
H4MA H 0.064717 1.038115 0.065678 0.073 Uiso 1 1 calc GR . . . .
H4MB H 0.111509 1.095618 0.133493 0.073 Uiso 1 1 calc GR . . . .
H4MC H 0.020374 0.992248 0.182300 0.073 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
C1A C1 1.4904(18) . ?
C1A C4A 1.3609(18) . ?
C1A N9 1.3823(16) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 N2 1.4762(16) . ?
N2 C3 1.4768(16) . ?
N2 S1T 1.6377(11) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.5468(18) . ?
C4 H4 0.9800 . ?
C4 C4A 1.4979(18) . ?
C4 C4O 1.5240(18) . ?
C4A C5A 1.4327(18) . ?
C5 H5 0.9300 . ?
C5 C5A 1.4025(19) . ?
C5 C6 1.384(2) . ?
C5A C8A 1.4135(18) . ?
C6 H6 0.9300 . ?
C6 C7 1.391(2) . ?
C7 H7 0.9300 . ?
C7 C8 1.386(2) . ?
C8 H8 0.9300 . ?
C8 C8A 1.3979(19) . ?
C8A N9 1.3795(18) . ?
N9 C9ME 1.4508(17) . ?
C9ME H9MA 0.9600 . ?
C9ME H9MB 0.9600 . ?
C9ME H9MC 0.9600 . ?
C9ME H9MD 0.9600 . ?
C9ME H9ME 0.9600 . ?
C9ME H9MF 0.9600 . ?
C1O H1OA 0.9600 . ?
C1O H1OB 0.9600 . ?
C1O H1OC 0.9600 . ?
C1O C2O 1.511(2) . ?
C2O H2OA 0.9700 . ?
C2O H2OB 0.9700 . ?
C2O C3O 1.517(2) . ?
C3O H3OA 0.9700 . ?
C3O H3OB 0.9700 . ?
C3O C4O 1.4971(18) . ?
C4O C5O 1.3268(19) . ?
C5O H5O 0.9300 . ?
C5O C6O 1.502(2) . ?
C6O H6OA 0.9700 . ?
C6O H6OB 0.9700 . ?
C6O C7O 1.533(2) . ?
C7O H7OA 0.9700 . ?
C7O H7OB 0.9700 . ?
C7O C8O 1.503(2) . ?
C8O H8OA 0.9600 . ?
C8O H8OB 0.9600 . ?
C8O H8OC 0.9600 . ?
S1T O1T 1.4294(10) . ?
S1T O2T 1.4334(10) . ?
S1T C1T 1.7600(14) . ?
C1T C2T 1.3868(19) . ?
C1T C6T 1.3903(19) . ?
C2T H2T 0.9300 . ?
C2T C3T 1.385(2) . ?
C3T H3T 0.9300 . ?
C3T C4T 1.387(2) . ?
C4T C5T 1.382(2) . ?
C4T C4ME 1.506(2) . ?
C5T H5T 0.9300 . ?
C5T C6T 1.386(2) . ?
C6T H6T 0.9300 . ?
C4ME H4MA 0.9600 . ?
C4ME H4MB 0.9600 . ?
C4ME H4MC 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
C4A C1A C1 125.76(12) . . ?
C4A C1A N9 110.62(12) . . ?
N9 C1A C1 123.54(12) . . ?
C1A C1 H1A 110.6 . . ?
C1A C1 H1B 110.6 . . ?
H1A C1 H1B 108.7 . . ?
N2 C1 C1A 105.92(10) . . ?
N2 C1 H1A 110.6 . . ?
N2 C1 H1B 110.6 . . ?
C1 N2 C3 112.95(10) . . ?
C1 N2 S1T 116.05(8) . . ?
C3 N2 S1T 116.95(9) . . ?
N2 C3 H3A 109.7 . . ?
N2 C3 H3B 109.7 . . ?
N2 C3 C4 109.89(10) . . ?
H3A C3 H3B 108.2 . . ?
C4 C3 H3A 109.7 . . ?
C4 C3 H3B 109.7 . . ?
C3 C4 H4 107.7 . . ?
C4A C4 C3 108.60(10) . . ?
C4A C4 H4 107.7 . . ?
C4A C4 C4O 115.18(11) . . ?
C4O C4 C3 109.81(10) . . ?
C4O C4 H4 107.7 . . ?
C1A C4A C4 122.77(12) . . ?
C1A C4A C5A 106.71(12) . . ?
C5A C4A C4 130.49(12) . . ?
C5A C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C6 C5 C5A 118.75(14) . . ?
C5 C5A C4A 134.22(13) . . ?
C5 C5A C8A 119.01(13) . . ?
C8A C5A C4A 106.74(12) . . ?
C5 C6 H6 119.3 . . ?
C5 C6 C7 121.40(15) . . ?
C7 C6 H6 119.3 . . ?
C6 C7 H7 119.3 . . ?
C8 C7 C6 121.47(14) . . ?
C8 C7 H7 119.3 . . ?
C7 C8 H8 121.3 . . ?
C7 C8 C8A 117.32(14) . . ?
C8A C8 H8 121.3 . . ?
C8 C8A C5A 122.04(13) . . ?
N9 C8A C5A 108.09(12) . . ?
N9 C8A C8 129.82(13) . . ?
C1A N9 C9ME 125.73(12) . . ?
C8A N9 C1A 107.82(11) . . ?
C8A N9 C9ME 126.43(12) . . ?
N9 C9ME H9MA 109.5 . . ?
N9 C9ME H9MB 109.5 . . ?
N9 C9ME H9MC 109.5 . . ?
N9 C9ME H9MD 109.5 . . ?
N9 C9ME H9ME 109.5 . . ?
N9 C9ME H9MF 109.5 . . ?
H9MA C9ME H9MB 109.5 . . ?
H9MA C9ME H9MC 109.5 . . ?
H9MB C9ME H9MC 109.5 . . ?
H9MD C9ME H9ME 109.5 . . ?
H9MD C9ME H9MF 109.5 . . ?
H9ME C9ME H9MF 109.5 . . ?
H1OA C1O H1OB 109.5 . . ?
H1OA C1O H1OC 109.5 . . ?
H1OB C1O H1OC 109.5 . . ?
C2O C1O H1OA 109.5 . . ?
C2O C1O H1OB 109.5 . . ?
C2O C1O H1OC 109.5 . . ?
C1O C2O H2OA 108.9 . . ?
C1O C2O H2OB 108.9 . . ?
C1O C2O C3O 113.25(16) . . ?
H2OA C2O H2OB 107.7 . . ?
C3O C2O H2OA 108.9 . . ?
C3O C2O H2OB 108.9 . . ?
C2O C3O H3OA 109.0 . . ?
C2O C3O H3OB 109.0 . . ?
H3OA C3O H3OB 107.8 . . ?
C4O C3O C2O 113.06(13) . . ?
C4O C3O H3OA 109.0 . . ?
C4O C3O H3OB 109.0 . . ?
C3O C4O C4 114.88(12) . . ?
C5O C4O C4 120.89(12) . . ?
C5O C4O C3O 124.18(13) . . ?
C4O C5O H5O 116.7 . . ?
C4O C5O C6O 126.54(13) . . ?
C6O C5O H5O 116.7 . . ?
C5O C6O H6OA 109.4 . . ?
C5O C6O H6OB 109.4 . . ?
C5O C6O C7O 111.38(14) . . ?
H6OA C6O H6OB 108.0 . . ?
C7O C6O H6OA 109.4 . . ?
C7O C6O H6OB 109.4 . . ?
C6O C7O H7OA 108.9 . . ?
C6O C7O H7OB 108.9 . . ?
H7OA C7O H7OB 107.7 . . ?
C8O C7O C6O 113.43(14) . . ?
C8O C7O H7OA 108.9 . . ?
C8O C7O H7OB 108.9 . . ?
C7O C8O H8OA 109.5 . . ?
C7O C8O H8OB 109.5 . . ?
C7O C8O H8OC 109.5 . . ?
H8OA C8O H8OB 109.5 . . ?
H8OA C8O H8OC 109.5 . . ?
H8OB C8O H8OC 109.5 . . ?
N2 S1T C1T 106.20(6) . . ?
O1T S1T N2 106.85(6) . . ?
O1T S1T O2T 120.30(7) . . ?
O1T S1T C1T 108.36(7) . . ?
O2T S1T N2 106.26(6) . . ?
O2T S1T C1T 108.04(6) . . ?
C2T C1T S1T 119.67(11) . . ?
C2T C1T C6T 120.43(14) . . ?
C6T C1T S1T 119.82(11) . . ?
C1T C2T H2T 120.4 . . ?
C3T C2T C1T 119.29(14) . . ?
C3T C2T H2T 120.4 . . ?
C2T C3T H3T 119.4 . . ?
C2T C3T C4T 121.16(14) . . ?
C4T C3T H3T 119.4 . . ?
C3T C4T C4ME 120.29(15) . . ?
C5T C4T C3T 118.63(14) . . ?
C5T C4T C4ME 121.07(15) . . ?
C4T C5T H5T 119.3 . . ?
C4T C5T C6T 121.37(14) . . ?
C6T C5T H5T 119.3 . . ?
C1T C6T H6T 120.4 . . ?
C5T C6T C1T 119.11(14) . . ?
C5T C6T H6T 120.4 . . ?
C4T C4ME H4MA 109.5 . . ?
C4T C4ME H4MB 109.5 . . ?
C4T C4ME H4MC 109.5 . . ?
H4MA C4ME H4MB 109.5 . . ?
H4MA C4ME H4MC 109.5 . . ?
H4MB C4ME H4MC 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1A C1 N2 C3 52.79(14) . . . . ?
C1A C1 N2 S1T -168.21(9) . . . . ?
C1A C4A C5A C5 -177.84(14) . . . . ?
C1A C4A C5A C8A 0.18(15) . . . . ?
C1 C1A C4A C4 -2.5(2) . . . . ?
C1 C1A C4A C5A 175.78(12) . . . . ?
C1 C1A N9 C8A -175.46(12) . . . . ?
C1 C1A N9 C9ME 6.2(2) . . . . ?
C1 N2 C3 C4 -70.04(13) . . . . ?
C1 N2 S1T O1T 175.08(9) . . . . ?
C1 N2 S1T O2T 45.47(11) . . . . ?
C1 N2 S1T C1T -69.40(10) . . . . ?
N2 C3 C4 C4A 43.76(14) . . . . ?
N2 C3 C4 C4O -83.00(12) . . . . ?
N2 S1T C1T C2T -86.06(12) . . . . ?
N2 S1T C1T C6T 90.58(12) . . . . ?
C3 N2 S1T O1T -47.59(11) . . . . ?
C3 N2 S1T O2T -177.19(9) . . . . ?
C3 N2 S1T C1T 67.93(10) . . . . ?
C3 C4 C4A C1A -10.67(17) . . . . ?
C3 C4 C4A C5A 171.45(13) . . . . ?
C3 C4 C4O C3O -84.88(13) . . . . ?
C3 C4 C4O C5O 92.70(15) . . . . ?
C4 C4A C5A C5 0.3(3) . . . . ?
C4 C4A C5A C8A 178.31(13) . . . . ?
C4 C4O C5O C6O -171.61(14) . . . . ?
C4A C1A C1 N2 -17.32(18) . . . . ?
C4A C1A N9 C8A 1.33(15) . . . . ?
C4A C1A N9 C9ME -177.04(13) . . . . ?
C4A C4 C4O C3O 152.17(12) . . . . ?
C4A C4 C4O C5O -30.25(18) . . . . ?
C4A C5A C8A C8 -177.13(12) . . . . ?
C4A C5A C8A N9 0.62(14) . . . . ?
C5 C5A C8A C8 1.2(2) . . . . ?
C5 C5A C8A N9 179.00(12) . . . . ?
C5 C6 C7 C8 0.8(2) . . . . ?
C5A C5 C6 C7 0.0(2) . . . . ?
C5A C8A N9 C1A -1.18(14) . . . . ?
C5A C8A N9 C9ME 177.18(13) . . . . ?
C6 C5 C5A C4A 176.82(14) . . . . ?
C6 C5 C5A C8A -1.0(2) . . . . ?
C6 C7 C8 C8A -0.6(2) . . . . ?
C7 C8 C8A C5A -0.4(2) . . . . ?
C7 C8 C8A N9 -177.66(13) . . . . ?
C8 C8A N9 C1A 176.34(14) . . . . ?
C8 C8A N9 C9ME -5.3(2) . . . . ?
N9 C1A C1 N2 158.99(12) . . . . ?
N9 C1A C4A C4 -179.24(11) . . . . ?
N9 C1A C4A C5A -0.93(15) . . . . ?
C1O C2O C3O C4O 176.77(14) . . . . ?
C2O C3O C4O C4 -83.25(16) . . . . ?
C2O C3O C4O C5O 99.26(17) . . . . ?
C3O C4O C5O C6O 5.7(2) . . . . ?
C4O C4 C4A C1A 112.92(14) . . . . ?
C4O C4 C4A C5A -64.95(18) . . . . ?
C4O C5O C6O C7O 92.63(19) . . . . ?
C5O C6O C7O C8O 58.52(19) . . . . ?
S1T N2 C3 C4 151.35(9) . . . . ?
S1T C1T C2T C3T 175.60(11) . . . . ?
S1T C1T C6T C5T -175.87(11) . . . . ?
O1T S1T C1T C2T 28.42(13) . . . . ?
O1T S1T C1T C6T -154.93(11) . . . . ?
O2T S1T C1T C2T 160.28(11) . . . . ?
O2T S1T C1T C6T -23.08(13) . . . . ?
C1T C2T C3T C4T 0.2(2) . . . . ?
C2T C1T C6T C5T 0.7(2) . . . . ?
C2T C3T C4T C5T 0.9(2) . . . . ?
C2T C3T C4T C4ME -178.16(14) . . . . ?
C3T C4T C5T C6T -1.2(2) . . . . ?
C4T C5T C6T C1T 0.4(2) . . . . ?
C6T C1T C2T C3T -1.0(2) . . . . ?
C4ME C4T C5T C6T 177.87(15) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.094 0.000 0.500 270.3 71.6 ?

_olex2_exptl_crystal_mounting_method 'Mitegen mount + Paratone'
_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 1.113
_oxdiff_exptl_absorpt_empirical_full_min 0.929
