# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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. 
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#######################################################################

data_ThiazoleC18BrOleicAcidAcCNEtOH_2_0m
_database_code_depnum_ccdc_archive 'CCDC 2294544'
loop_
_audit_author_name
_audit_author_address
'Matthias Zeller'
;Purdue University
United States of America
;
_audit_update_record             
;
2023-09-12 deposited with the CCDC.	2024-01-15 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT084_ThiazoleC18BrOleicAcidAcCNEtOH_2_0m 
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.36 Report
RESPONSE: Data quality was low due to crystal size (flake like very thin crystals) and twinning. 
;
_vrf_PLAT341_ThiazoleC18BrOleicAcidAcCNEtOH_2_0m 
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01971 Ang.  
RESPONSE: Data quality was low due to crystal size (flake like very thin crystals) and twinning. 
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H37 Br'
_chemical_formula_weight         333.38

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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.561(3)
_cell_length_b                   7.204(3)
_cell_length_c                   46.69(3)
_cell_angle_alpha                87.22(3)
_cell_angle_beta                 87.14(3)
_cell_angle_gamma                89.974(19)
_cell_volume                     1865.9(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6201
_cell_measurement_theta_min      2.8538
_cell_measurement_theta_max      81.2825

_exptl_crystal_description       flake
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.187
_exptl_crystal_F_000             720
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    2.882
_shelx_estimated_absorpt_T_min   0.557
_shelx_estimated_absorpt_T_max   0.919
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1712
_exptl_absorpt_correction_T_max  0.3289
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'I-mu-S microsource X-ray tube'
_diffrn_source_current           '1.0 mA'
_diffrn_source_voltage           '50 kV'
_diffrn_radiation_monochromator  'laterally graded multilayer (Goebel) mirror'
_diffrn_measurement_device       'four circle diffractometer'
_diffrn_measurement_device_type  'Bruker AXS D8 Quest'
_diffrn_detector_type            
'PhotonIII_C14 charge-integrating and photon counting pixel array'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean 7.4074
_diffrn_reflns_number            19045
_diffrn_reflns_av_unetI/netI     0.1784
_diffrn_reflns_av_R_equivalents  0.0978
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -59
_diffrn_reflns_limit_l_max       57
_diffrn_reflns_theta_min         1.897
_diffrn_reflns_theta_max         83.304
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.912
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.912
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.912
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             7606
_reflns_number_gt                3909
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'Apex4 v2022.1-1 (Bruker, 2022)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2020)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2020)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015b)'
_computing_structure_refinement  
;  
SHELXL-20189/2 (Sheldrick, 2015a, 2019), 
SHELXLE Rev1554 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
Data quality was low due to crystal size (flake like very thin crystals). 

The structure was refined as a 2-component twin. Inspection of the 
diffraction pattern showed no distinguishable twin moieties. 
Thus only pseudo-merohedral twinning was tested, as suggested via the 
program Rotax. Multiple twin transformations were tested, individually 
and in combination (using the program 2twin). Best results were obtained 
using a by 180 degree rotation around the reciprocal direction (0 2 1), 
transformation matrix -1 0 0 0 1 0 0 1 -1. The twin ratio refined to 
0.959(6) to 0.241(6).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2085P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7606
_refine_ls_number_parameters     346
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1623
_refine_ls_R_factor_gt           0.1220
_refine_ls_wR_factor_ref         0.3586
_refine_ls_wR_factor_gt          0.3285
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_restrained_S_all      0.989
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1_1 Br -0.7858(2) 1.0451(2) 0.02761(3) 0.0480(4) Uani 1 1 d . . . . .
C1_1 C -0.5179(17) 0.9393(17) 0.0494(3) 0.039(3) Uani 1 1 d . . . . .
H1A_1 H -0.532235 0.802133 0.050876 0.047 Uiso 1 1 calc R U . . .
H1B_1 H -0.362738 0.971611 0.039055 0.047 Uiso 1 1 calc R U . . .
C2_1 C -0.5205(16) 1.0111(16) 0.0785(3) 0.033(3) Uani 1 1 d . . . . .
H2A_1 H -0.678023 0.982702 0.088560 0.040 Uiso 1 1 calc R U . . .
H2B_1 H -0.500768 1.147881 0.076983 0.040 Uiso 1 1 calc R U . . .
C3_1 C -0.3147(18) 0.9233(19) 0.0963(3) 0.041(3) Uani 1 1 d . . . . .
H3A_1 H -0.334527 0.786582 0.097760 0.049 Uiso 1 1 calc R U . . .
H3B_1 H -0.157438 0.951789 0.086213 0.049 Uiso 1 1 calc R U . . .
C4_1 C -0.3154(16) 0.9968(16) 0.1267(3) 0.033(3) Uani 1 1 d . . . . .
H4A_1 H -0.290514 1.133031 0.125122 0.039 Uiso 1 1 calc R U . . .
H4B_1 H -0.475525 0.972844 0.136391 0.039 Uiso 1 1 calc R U . . .
C5_1 C -0.1239(18) 0.9099(16) 0.1452(3) 0.039(3) Uani 1 1 d . . . . .
H5A_1 H -0.148808 0.773639 0.146718 0.046 Uiso 1 1 calc R U . . .
H5B_1 H 0.036137 0.933794 0.135455 0.046 Uiso 1 1 calc R U . . .
C6_1 C -0.1232(19) 0.9805(16) 0.1748(3) 0.038(3) Uani 1 1 d . . . . .
H6A_1 H -0.283644 0.957633 0.184448 0.045 Uiso 1 1 calc R U . . .
H6B_1 H -0.096771 1.116621 0.173247 0.045 Uiso 1 1 calc R U . . .
C7_1 C 0.068(2) 0.8920(17) 0.1934(3) 0.042(3) Uani 1 1 d . . . . .
H7A_1 H 0.039777 0.756124 0.195014 0.051 Uiso 1 1 calc R U . . .
H7B_1 H 0.227578 0.913544 0.183514 0.051 Uiso 1 1 calc R U . . .
C8_1 C 0.0726(19) 0.9630(17) 0.2230(3) 0.045(3) Uani 1 1 d . . . . .
H8A_1 H -0.088642 0.944422 0.232724 0.054 Uiso 1 1 calc R U . . .
H8B_1 H 0.104456 1.098408 0.221398 0.054 Uiso 1 1 calc R U . . .
C9_1 C 0.2595(19) 0.8712(17) 0.2420(3) 0.043(3) Uani 1 1 d . . . . .
H9A_1 H 0.228173 0.735708 0.243491 0.052 Uiso 1 1 calc R U . . .
H9B_1 H 0.420798 0.890317 0.232299 0.052 Uiso 1 1 calc R U . . .
C10_1 C 0.265(2) 0.9413(19) 0.2719(3) 0.049(3) Uani 1 1 d . . . . .
H10A_1 H 0.290533 1.077437 0.270261 0.059 Uiso 1 1 calc R U . . .
H10B_1 H 0.104558 0.918729 0.281654 0.059 Uiso 1 1 calc R U . . .
C11_1 C 0.453(2) 0.856(2) 0.2906(3) 0.053(4) Uani 1 1 d . . . . .
H11A_1 H 0.427876 0.719864 0.291994 0.064 Uiso 1 1 calc R U . . .
H11B_1 H 0.613165 0.879379 0.280780 0.064 Uiso 1 1 calc R U . . .
C12_1 C 0.459(2) 0.924(2) 0.3204(3) 0.056(4) Uani 1 1 d . . . . .
H12A_1 H 0.297818 0.902110 0.330007 0.067 Uiso 1 1 calc R U . . .
H12B_1 H 0.485665 1.059911 0.318876 0.067 Uiso 1 1 calc R U . . .
C13_1 C 0.645(2) 0.838(2) 0.3394(3) 0.056(4) Uani 1 1 d . . . . .
H13A_1 H 0.619438 0.701677 0.340611 0.067 Uiso 1 1 calc R U . . .
H13B_1 H 0.805772 0.861371 0.329879 0.067 Uiso 1 1 calc R U . . .
C14_1 C 0.649(3) 0.902(2) 0.3689(3) 0.061(4) Uani 1 1 d . . . . .
H14A_1 H 0.489641 0.874682 0.378580 0.074 Uiso 1 1 calc R U . . .
H14B_1 H 0.668767 1.038531 0.367663 0.074 Uiso 1 1 calc R U . . .
C15_1 C 0.837(3) 0.823(2) 0.3880(4) 0.068(4) Uani 1 1 d . . . . .
H15A_1 H 0.822337 0.685843 0.388453 0.081 Uiso 1 1 calc R U . . .
H15B_1 H 0.996596 0.854925 0.378690 0.081 Uiso 1 1 calc R U . . .
C16_1 C 0.838(3) 0.880(2) 0.4184(4) 0.071(4) Uani 1 1 d . . . . .
H16A_1 H 0.851989 1.016756 0.418035 0.085 Uiso 1 1 calc R U . . .
H16B_1 H 0.679684 0.846469 0.427848 0.085 Uiso 1 1 calc R U . . .
C17_1 C 1.024(3) 0.803(3) 0.4368(4) 0.092(6) Uani 1 1 d . . . . .
H17A_1 H 1.182390 0.838194 0.427486 0.110 Uiso 1 1 calc R U . . .
H17B_1 H 1.012341 0.665824 0.436784 0.110 Uiso 1 1 calc R U . . .
C18_1 C 1.026(3) 0.858(2) 0.4689(3) 0.071(4) Uani 1 1 d . . . . .
H18A_1 H 1.009600 0.992831 0.469827 0.107 Uiso 1 1 calc R U . . .
H18B_1 H 1.177401 0.817896 0.477027 0.107 Uiso 1 1 calc R U . . .
H18C_1 H 0.890652 0.796698 0.479917 0.107 Uiso 1 1 calc R U . . .
Br1_2 Br -0.2848(2) 0.4376(2) 0.02758(3) 0.0487(4) Uani 1 1 d . . . . .
C1_2 C -0.0168(19) 0.5240(18) 0.0488(3) 0.039(3) Uani 1 1 d . . . . .
H1A_2 H 0.137114 0.492330 0.038640 0.047 Uiso 1 1 calc R U . . .
H1B_2 H -0.024704 0.660887 0.049793 0.047 Uiso 1 1 calc R U . . .
C2_2 C -0.0254(17) 0.4356(16) 0.0788(3) 0.042(3) Uani 1 1 d . . . . .
H2A_2 H -0.015423 0.298884 0.077671 0.050 Uiso 1 1 calc R U . . .
H2B_2 H -0.181041 0.465425 0.088702 0.050 Uiso 1 1 calc R U . . .
C3_2 C 0.1849(18) 0.5050(18) 0.0964(3) 0.040(3) Uani 1 1 d . . . . .
H3A_2 H 0.340128 0.475286 0.086351 0.048 Uiso 1 1 calc R U . . .
H3B_2 H 0.174749 0.641797 0.097347 0.048 Uiso 1 1 calc R U . . .
C4_2 C 0.1804(16) 0.4181(17) 0.1267(3) 0.043(3) Uani 1 1 d . . . . .
H4A_2 H 0.199127 0.281866 0.125704 0.051 Uiso 1 1 calc R U . . .
H4B_2 H 0.021511 0.441883 0.136344 0.051 Uiso 1 1 calc R U . . .
C5_2 C 0.3778(19) 0.4923(16) 0.1449(3) 0.039(3) Uani 1 1 d . . . . .
H5A_2 H 0.354684 0.627715 0.146541 0.046 Uiso 1 1 calc R U . . .
H5B_2 H 0.536052 0.473563 0.134792 0.046 Uiso 1 1 calc R U . . .
C6_2 C 0.3822(17) 0.3998(17) 0.1752(3) 0.047(4) Uani 1 1 d . . . . .
H6A_2 H 0.223095 0.417381 0.185183 0.057 Uiso 1 1 calc R U . . .
H6B_2 H 0.406638 0.264595 0.173507 0.057 Uiso 1 1 calc R U . . .
C7_2 C 0.571(2) 0.4717(17) 0.1931(3) 0.043(3) Uani 1 1 d . . . . .
H7A_2 H 0.547345 0.607189 0.194648 0.052 Uiso 1 1 calc R U . . .
H7B_2 H 0.729997 0.452971 0.183234 0.052 Uiso 1 1 calc R U . . .
C8_2 C 0.573(2) 0.3787(18) 0.2241(3) 0.050(4) Uani 1 1 d . . . . .
H8A_2 H 0.413873 0.396879 0.233950 0.061 Uiso 1 1 calc R U . . .
H8B_2 H 0.597734 0.243340 0.222572 0.061 Uiso 1 1 calc R U . . .
C9_2 C 0.764(2) 0.4527(17) 0.2423(3) 0.048(3) Uani 1 1 d . . . . .
H9A_2 H 0.739597 0.588030 0.243792 0.058 Uiso 1 1 calc R U . . .
H9B_2 H 0.923475 0.434612 0.232400 0.058 Uiso 1 1 calc R U . . .
C10_2 C 0.768(2) 0.361(2) 0.2729(3) 0.056(4) Uani 1 1 d . . . . .
H10A_2 H 0.609796 0.382046 0.282932 0.067 Uiso 1 1 calc R U . . .
H10B_2 H 0.788756 0.225713 0.271389 0.067 Uiso 1 1 calc R U . . .
C11_2 C 0.958(2) 0.4318(19) 0.2902(3) 0.051(3) Uani 1 1 d . . . . .
H11A_2 H 0.938930 0.567942 0.291278 0.062 Uiso 1 1 calc R U . . .
H11B_2 H 1.115972 0.408933 0.280272 0.062 Uiso 1 1 calc R U . . .
C12_2 C 0.961(2) 0.344(2) 0.3211(4) 0.062(4) Uani 1 1 d . . . . .
H12A_2 H 0.801930 0.366538 0.330893 0.074 Uiso 1 1 calc R U . . .
H12B_2 H 0.979640 0.208265 0.319927 0.074 Uiso 1 1 calc R U . . .
C13_2 C 1.150(2) 0.412(2) 0.3395(3) 0.057(4) Uani 1 1 d . . . . .
H13A_2 H 1.130673 0.548214 0.340823 0.069 Uiso 1 1 calc R U . . .
H13B_2 H 1.309042 0.390896 0.329681 0.069 Uiso 1 1 calc R U . . .
C14_2 C 1.154(3) 0.325(2) 0.3699(4) 0.070(5) Uani 1 1 d . . . . .
H14A_2 H 0.995646 0.346714 0.379754 0.084 Uiso 1 1 calc R U . . .
H14B_2 H 1.174434 0.189516 0.368615 0.084 Uiso 1 1 calc R U . . .
C15_2 C 1.340(3) 0.393(2) 0.3876(4) 0.069(4) Uani 1 1 d . . . . .
H15A_2 H 1.324098 0.529974 0.388287 0.082 Uiso 1 1 calc R U . . .
H15B_2 H 1.499206 0.367803 0.378120 0.082 Uiso 1 1 calc R U . . .
C16_2 C 1.340(3) 0.311(2) 0.4189(4) 0.076(5) Uani 1 1 d . . . . .
H16A_2 H 1.178982 0.331179 0.428320 0.091 Uiso 1 1 calc R U . . .
H16B_2 H 1.365138 0.174920 0.418426 0.091 Uiso 1 1 calc R U . . .
C17_2 C 1.523(4) 0.390(3) 0.4363(4) 0.096(6) Uani 1 1 d . . . . .
H17A_2 H 1.499100 0.526161 0.436517 0.116 Uiso 1 1 calc R U . . .
H17B_2 H 1.683994 0.367966 0.427007 0.116 Uiso 1 1 calc R U . . .
C18_2 C 1.518(3) 0.304(2) 0.4693(3) 0.079(5) Uani 1 1 d . . . . .
H18A_2 H 1.566811 0.173286 0.469412 0.118 Uiso 1 1 calc R U . . .
H18B_2 H 1.354899 0.313451 0.478025 0.118 Uiso 1 1 calc R U . . .
H18C_2 H 1.629882 0.373924 0.480317 0.118 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1_1 C1_1 1.978(10) . ?
C1_1 C2_1 1.475(16) . ?
C1_1 H1A_1 0.9900 . ?
C1_1 H1B_1 0.9900 . ?
C2_1 C3_1 1.564(15) . ?
C2_1 H2A_1 0.9900 . ?
C2_1 H2B_1 0.9900 . ?
C3_1 C4_1 1.537(17) . ?
C3_1 H3A_1 0.9900 . ?
C3_1 H3B_1 0.9900 . ?
C4_1 C5_1 1.520(15) . ?
C4_1 H4A_1 0.9900 . ?
C4_1 H4B_1 0.9900 . ?
C5_1 C6_1 1.495(17) . ?
C5_1 H5A_1 0.9900 . ?
C5_1 H5B_1 0.9900 . ?
C6_1 C7_1 1.524(16) . ?
C6_1 H6A_1 0.9900 . ?
C6_1 H6B_1 0.9900 . ?
C7_1 C8_1 1.502(18) . ?
C7_1 H7A_1 0.9900 . ?
C7_1 H7B_1 0.9900 . ?
C8_1 C9_1 1.527(16) . ?
C8_1 H8A_1 0.9900 . ?
C8_1 H8B_1 0.9900 . ?
C9_1 C10_1 1.509(19) . ?
C9_1 H9A_1 0.9900 . ?
C9_1 H9B_1 0.9900 . ?
C10_1 C11_1 1.509(17) . ?
C10_1 H10A_1 0.9900 . ?
C10_1 H10B_1 0.9900 . ?
C11_1 C12_1 1.50(2) . ?
C11_1 H11A_1 0.9900 . ?
C11_1 H11B_1 0.9900 . ?
C12_1 C13_1 1.512(18) . ?
C12_1 H12A_1 0.9900 . ?
C12_1 H12B_1 0.9900 . ?
C13_1 C14_1 1.48(2) . ?
C13_1 H13A_1 0.9900 . ?
C13_1 H13B_1 0.9900 . ?
C14_1 C15_1 1.500(19) . ?
C14_1 H14A_1 0.9900 . ?
C14_1 H14B_1 0.9900 . ?
C15_1 C16_1 1.50(2) . ?
C15_1 H15A_1 0.9900 . ?
C15_1 H15B_1 0.9900 . ?
C16_1 C17_1 1.46(2) . ?
C16_1 H16A_1 0.9900 . ?
C16_1 H16B_1 0.9900 . ?
C17_1 C18_1 1.57(2) . ?
C17_1 H17A_1 0.9900 . ?
C17_1 H17B_1 0.9900 . ?
C18_1 H18A_1 0.9800 . ?
C18_1 H18B_1 0.9800 . ?
C18_1 H18C_1 0.9800 . ?
Br1_2 C1_2 1.949(11) . ?
C1_2 C2_2 1.507(18) . ?
C1_2 H1A_2 0.9900 . ?
C1_2 H1B_2 0.9900 . ?
C2_2 C3_2 1.560(15) . ?
C2_2 H2A_2 0.9900 . ?
C2_2 H2B_2 0.9900 . ?
C3_2 C4_2 1.519(19) . ?
C3_2 H3A_2 0.9900 . ?
C3_2 H3B_2 0.9900 . ?
C4_2 C5_2 1.532(15) . ?
C4_2 H4A_2 0.9900 . ?
C4_2 H4B_2 0.9900 . ?
C5_2 C6_2 1.536(19) . ?
C5_2 H5A_2 0.9900 . ?
C5_2 H5B_2 0.9900 . ?
C6_2 C7_2 1.482(16) . ?
C6_2 H6A_2 0.9900 . ?
C6_2 H6B_2 0.9900 . ?
C7_2 C8_2 1.57(2) . ?
C7_2 H7A_2 0.9900 . ?
C7_2 H7B_2 0.9900 . ?
C8_2 C9_2 1.505(17) . ?
C8_2 H8A_2 0.9900 . ?
C8_2 H8B_2 0.9900 . ?
C9_2 C10_2 1.54(2) . ?
C9_2 H9A_2 0.9900 . ?
C9_2 H9B_2 0.9900 . ?
C10_2 C11_2 1.470(18) . ?
C10_2 H10A_2 0.9900 . ?
C10_2 H10B_2 0.9900 . ?
C11_2 C12_2 1.55(2) . ?
C11_2 H11A_2 0.9900 . ?
C11_2 H11B_2 0.9900 . ?
C12_2 C13_2 1.488(19) . ?
C12_2 H12A_2 0.9900 . ?
C12_2 H12B_2 0.9900 . ?
C13_2 C14_2 1.52(2) . ?
C13_2 H13A_2 0.9900 . ?
C13_2 H13B_2 0.9900 . ?
C14_2 C15_2 1.46(2) . ?
C14_2 H14A_2 0.9900 . ?
C14_2 H14B_2 0.9900 . ?
C15_2 C16_2 1.55(2) . ?
C15_2 H15A_2 0.9900 . ?
C15_2 H15B_2 0.9900 . ?
C16_2 C17_2 1.47(2) . ?
C16_2 H16A_2 0.9900 . ?
C16_2 H16B_2 0.9900 . ?
C17_2 C18_2 1.63(2) . ?
C17_2 H17A_2 0.9900 . ?
C17_2 H17B_2 0.9900 . ?
C18_2 H18A_2 0.9800 . ?
C18_2 H18B_2 0.9800 . ?
C18_2 H18C_2 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2_1 C1_1 Br1_1 110.9(7) . . ?
C2_1 C1_1 H1A_1 109.5 . . ?
Br1_1 C1_1 H1A_1 109.5 . . ?
C2_1 C1_1 H1B_1 109.5 . . ?
Br1_1 C1_1 H1B_1 109.5 . . ?
H1A_1 C1_1 H1B_1 108.0 . . ?
C1_1 C2_1 C3_1 111.4(9) . . ?
C1_1 C2_1 H2A_1 109.3 . . ?
C3_1 C2_1 H2A_1 109.3 . . ?
C1_1 C2_1 H2B_1 109.3 . . ?
C3_1 C2_1 H2B_1 109.3 . . ?
H2A_1 C2_1 H2B_1 108.0 . . ?
C4_1 C3_1 C2_1 112.0(9) . . ?
C4_1 C3_1 H3A_1 109.2 . . ?
C2_1 C3_1 H3A_1 109.2 . . ?
C4_1 C3_1 H3B_1 109.2 . . ?
C2_1 C3_1 H3B_1 109.2 . . ?
H3A_1 C3_1 H3B_1 107.9 . . ?
C5_1 C4_1 C3_1 113.8(9) . . ?
C5_1 C4_1 H4A_1 108.8 . . ?
C3_1 C4_1 H4A_1 108.8 . . ?
C5_1 C4_1 H4B_1 108.8 . . ?
C3_1 C4_1 H4B_1 108.8 . . ?
H4A_1 C4_1 H4B_1 107.7 . . ?
C6_1 C5_1 C4_1 114.2(9) . . ?
C6_1 C5_1 H5A_1 108.7 . . ?
C4_1 C5_1 H5A_1 108.7 . . ?
C6_1 C5_1 H5B_1 108.7 . . ?
C4_1 C5_1 H5B_1 108.7 . . ?
H5A_1 C5_1 H5B_1 107.6 . . ?
C5_1 C6_1 C7_1 114.1(9) . . ?
C5_1 C6_1 H6A_1 108.7 . . ?
C7_1 C6_1 H6A_1 108.7 . . ?
C5_1 C6_1 H6B_1 108.7 . . ?
C7_1 C6_1 H6B_1 108.7 . . ?
H6A_1 C6_1 H6B_1 107.6 . . ?
C8_1 C7_1 C6_1 114.8(10) . . ?
C8_1 C7_1 H7A_1 108.6 . . ?
C6_1 C7_1 H7A_1 108.6 . . ?
C8_1 C7_1 H7B_1 108.6 . . ?
C6_1 C7_1 H7B_1 108.6 . . ?
H7A_1 C7_1 H7B_1 107.5 . . ?
C7_1 C8_1 C9_1 114.9(10) . . ?
C7_1 C8_1 H8A_1 108.5 . . ?
C9_1 C8_1 H8A_1 108.5 . . ?
C7_1 C8_1 H8B_1 108.5 . . ?
C9_1 C8_1 H8B_1 108.5 . . ?
H8A_1 C8_1 H8B_1 107.5 . . ?
C10_1 C9_1 C8_1 115.1(10) . . ?
C10_1 C9_1 H9A_1 108.5 . . ?
C8_1 C9_1 H9A_1 108.5 . . ?
C10_1 C9_1 H9B_1 108.5 . . ?
C8_1 C9_1 H9B_1 108.5 . . ?
H9A_1 C9_1 H9B_1 107.5 . . ?
C11_1 C10_1 C9_1 115.8(11) . . ?
C11_1 C10_1 H10A_1 108.3 . . ?
C9_1 C10_1 H10A_1 108.3 . . ?
C11_1 C10_1 H10B_1 108.3 . . ?
C9_1 C10_1 H10B_1 108.3 . . ?
H10A_1 C10_1 H10B_1 107.4 . . ?
C12_1 C11_1 C10_1 116.2(11) . . ?
C12_1 C11_1 H11A_1 108.2 . . ?
C10_1 C11_1 H11A_1 108.2 . . ?
C12_1 C11_1 H11B_1 108.2 . . ?
C10_1 C11_1 H11B_1 108.2 . . ?
H11A_1 C11_1 H11B_1 107.4 . . ?
C11_1 C12_1 C13_1 116.7(12) . . ?
C11_1 C12_1 H12A_1 108.1 . . ?
C13_1 C12_1 H12A_1 108.1 . . ?
C11_1 C12_1 H12B_1 108.1 . . ?
C13_1 C12_1 H12B_1 108.1 . . ?
H12A_1 C12_1 H12B_1 107.3 . . ?
C14_1 C13_1 C12_1 117.1(12) . . ?
C14_1 C13_1 H13A_1 108.0 . . ?
C12_1 C13_1 H13A_1 108.0 . . ?
C14_1 C13_1 H13B_1 108.0 . . ?
C12_1 C13_1 H13B_1 108.0 . . ?
H13A_1 C13_1 H13B_1 107.3 . . ?
C13_1 C14_1 C15_1 118.2(13) . . ?
C13_1 C14_1 H14A_1 107.8 . . ?
C15_1 C14_1 H14A_1 107.8 . . ?
C13_1 C14_1 H14B_1 107.8 . . ?
C15_1 C14_1 H14B_1 107.8 . . ?
H14A_1 C14_1 H14B_1 107.1 . . ?
C16_1 C15_1 C14_1 119.1(14) . . ?
C16_1 C15_1 H15A_1 107.5 . . ?
C14_1 C15_1 H15A_1 107.5 . . ?
C16_1 C15_1 H15B_1 107.5 . . ?
C14_1 C15_1 H15B_1 107.5 . . ?
H15A_1 C15_1 H15B_1 107.0 . . ?
C17_1 C16_1 C15_1 118.6(15) . . ?
C17_1 C16_1 H16A_1 107.7 . . ?
C15_1 C16_1 H16A_1 107.7 . . ?
C17_1 C16_1 H16B_1 107.7 . . ?
C15_1 C16_1 H16B_1 107.7 . . ?
H16A_1 C16_1 H16B_1 107.1 . . ?
C16_1 C17_1 C18_1 119.4(18) . . ?
C16_1 C17_1 H17A_1 107.5 . . ?
C18_1 C17_1 H17A_1 107.5 . . ?
C16_1 C17_1 H17B_1 107.5 . . ?
C18_1 C17_1 H17B_1 107.5 . . ?
H17A_1 C17_1 H17B_1 107.0 . . ?
C17_1 C18_1 H18A_1 109.5 . . ?
C17_1 C18_1 H18B_1 109.5 . . ?
H18A_1 C18_1 H18B_1 109.5 . . ?
C17_1 C18_1 H18C_1 109.5 . . ?
H18A_1 C18_1 H18C_1 109.5 . . ?
H18B_1 C18_1 H18C_1 109.5 . . ?
C2_2 C1_2 Br1_2 110.5(8) . . ?
C2_2 C1_2 H1A_2 109.5 . . ?
Br1_2 C1_2 H1A_2 109.5 . . ?
C2_2 C1_2 H1B_2 109.5 . . ?
Br1_2 C1_2 H1B_2 109.5 . . ?
H1A_2 C1_2 H1B_2 108.1 . . ?
C1_2 C2_2 C3_2 111.6(10) . . ?
C1_2 C2_2 H2A_2 109.3 . . ?
C3_2 C2_2 H2A_2 109.3 . . ?
C1_2 C2_2 H2B_2 109.3 . . ?
C3_2 C2_2 H2B_2 109.3 . . ?
H2A_2 C2_2 H2B_2 108.0 . . ?
C4_2 C3_2 C2_2 112.7(10) . . ?
C4_2 C3_2 H3A_2 109.1 . . ?
C2_2 C3_2 H3A_2 109.1 . . ?
C4_2 C3_2 H3B_2 109.1 . . ?
C2_2 C3_2 H3B_2 109.1 . . ?
H3A_2 C3_2 H3B_2 107.8 . . ?
C3_2 C4_2 C5_2 113.4(10) . . ?
C3_2 C4_2 H4A_2 108.9 . . ?
C5_2 C4_2 H4A_2 108.9 . . ?
C3_2 C4_2 H4B_2 108.9 . . ?
C5_2 C4_2 H4B_2 108.9 . . ?
H4A_2 C4_2 H4B_2 107.7 . . ?
C4_2 C5_2 C6_2 114.0(10) . . ?
C4_2 C5_2 H5A_2 108.7 . . ?
C6_2 C5_2 H5A_2 108.7 . . ?
C4_2 C5_2 H5B_2 108.7 . . ?
C6_2 C5_2 H5B_2 108.7 . . ?
H5A_2 C5_2 H5B_2 107.6 . . ?
C7_2 C6_2 C5_2 114.6(10) . . ?
C7_2 C6_2 H6A_2 108.6 . . ?
C5_2 C6_2 H6A_2 108.6 . . ?
C7_2 C6_2 H6B_2 108.6 . . ?
C5_2 C6_2 H6B_2 108.6 . . ?
H6A_2 C6_2 H6B_2 107.6 . . ?
C6_2 C7_2 C8_2 114.5(11) . . ?
C6_2 C7_2 H7A_2 108.6 . . ?
C8_2 C7_2 H7A_2 108.6 . . ?
C6_2 C7_2 H7B_2 108.6 . . ?
C8_2 C7_2 H7B_2 108.6 . . ?
H7A_2 C7_2 H7B_2 107.6 . . ?
C9_2 C8_2 C7_2 114.4(10) . . ?
C9_2 C8_2 H8A_2 108.7 . . ?
C7_2 C8_2 H8A_2 108.7 . . ?
C9_2 C8_2 H8B_2 108.7 . . ?
C7_2 C8_2 H8B_2 108.7 . . ?
H8A_2 C8_2 H8B_2 107.6 . . ?
C8_2 C9_2 C10_2 114.7(11) . . ?
C8_2 C9_2 H9A_2 108.6 . . ?
C10_2 C9_2 H9A_2 108.6 . . ?
C8_2 C9_2 H9B_2 108.6 . . ?
C10_2 C9_2 H9B_2 108.6 . . ?
H9A_2 C9_2 H9B_2 107.6 . . ?
C11_2 C10_2 C9_2 114.2(11) . . ?
C11_2 C10_2 H10A_2 108.7 . . ?
C9_2 C10_2 H10A_2 108.7 . . ?
C11_2 C10_2 H10B_2 108.7 . . ?
C9_2 C10_2 H10B_2 108.7 . . ?
H10A_2 C10_2 H10B_2 107.6 . . ?
C10_2 C11_2 C12_2 114.8(12) . . ?
C10_2 C11_2 H11A_2 108.6 . . ?
C12_2 C11_2 H11A_2 108.6 . . ?
C10_2 C11_2 H11B_2 108.6 . . ?
C12_2 C11_2 H11B_2 108.6 . . ?
H11A_2 C11_2 H11B_2 107.5 . . ?
C13_2 C12_2 C11_2 116.6(12) . . ?
C13_2 C12_2 H12A_2 108.2 . . ?
C11_2 C12_2 H12A_2 108.2 . . ?
C13_2 C12_2 H12B_2 108.2 . . ?
C11_2 C12_2 H12B_2 108.2 . . ?
H12A_2 C12_2 H12B_2 107.3 . . ?
C12_2 C13_2 C14_2 116.6(12) . . ?
C12_2 C13_2 H13A_2 108.1 . . ?
C14_2 C13_2 H13A_2 108.1 . . ?
C12_2 C13_2 H13B_2 108.1 . . ?
C14_2 C13_2 H13B_2 108.1 . . ?
H13A_2 C13_2 H13B_2 107.3 . . ?
C15_2 C14_2 C13_2 116.1(14) . . ?
C15_2 C14_2 H14A_2 108.3 . . ?
C13_2 C14_2 H14A_2 108.3 . . ?
C15_2 C14_2 H14B_2 108.3 . . ?
C13_2 C14_2 H14B_2 108.3 . . ?
H14A_2 C14_2 H14B_2 107.4 . . ?
C14_2 C15_2 C16_2 116.3(14) . . ?
C14_2 C15_2 H15A_2 108.2 . . ?
C16_2 C15_2 H15A_2 108.2 . . ?
C14_2 C15_2 H15B_2 108.2 . . ?
C16_2 C15_2 H15B_2 108.2 . . ?
H15A_2 C15_2 H15B_2 107.4 . . ?
C17_2 C16_2 C15_2 114.1(15) . . ?
C17_2 C16_2 H16A_2 108.7 . . ?
C15_2 C16_2 H16A_2 108.7 . . ?
C17_2 C16_2 H16B_2 108.7 . . ?
C15_2 C16_2 H16B_2 108.7 . . ?
H16A_2 C16_2 H16B_2 107.6 . . ?
C16_2 C17_2 C18_2 113.7(17) . . ?
C16_2 C17_2 H17A_2 108.8 . . ?
C18_2 C17_2 H17A_2 108.8 . . ?
C16_2 C17_2 H17B_2 108.8 . . ?
C18_2 C17_2 H17B_2 108.8 . . ?
H17A_2 C17_2 H17B_2 107.7 . . ?
C17_2 C18_2 H18A_2 109.5 . . ?
C17_2 C18_2 H18B_2 109.5 . . ?
H18A_2 C18_2 H18B_2 109.5 . . ?
C17_2 C18_2 H18C_2 109.5 . . ?
H18A_2 C18_2 H18C_2 109.5 . . ?
H18B_2 C18_2 H18C_2 109.5 . . ?

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
Br1_1 C1_1 C2_1 C3_1 178.1(8) . . . . ?
C1_1 C2_1 C3_1 C4_1 -179.9(10) . . . . ?
C2_1 C3_1 C4_1 C5_1 177.9(10) . . . . ?
C3_1 C4_1 C5_1 C6_1 -180.0(10) . . . . ?
C4_1 C5_1 C6_1 C7_1 179.5(10) . . . . ?
C5_1 C6_1 C7_1 C8_1 179.3(10) . . . . ?
C6_1 C7_1 C8_1 C9_1 178.6(10) . . . . ?
C7_1 C8_1 C9_1 C10_1 -179.7(10) . . . . ?
C8_1 C9_1 C10_1 C11_1 -178.3(11) . . . . ?
C9_1 C10_1 C11_1 C12_1 -179.6(11) . . . . ?
C10_1 C11_1 C12_1 C13_1 179.3(12) . . . . ?
C11_1 C12_1 C13_1 C14_1 -179.1(13) . . . . ?
C12_1 C13_1 C14_1 C15_1 -178.2(13) . . . . ?
C13_1 C14_1 C15_1 C16_1 -177.4(14) . . . . ?
C14_1 C15_1 C16_1 C17_1 -179.5(15) . . . . ?
C15_1 C16_1 C17_1 C18_1 -178.9(15) . . . . ?
Br1_2 C1_2 C2_2 C3_2 -179.0(7) . . . . ?
C1_2 C2_2 C3_2 C4_2 179.9(9) . . . . ?
C2_2 C3_2 C4_2 C5_2 -176.9(9) . . . . ?
C3_2 C4_2 C5_2 C6_2 -177.6(9) . . . . ?
C4_2 C5_2 C6_2 C7_2 -179.4(9) . . . . ?
C5_2 C6_2 C7_2 C8_2 179.4(9) . . . . ?
C6_2 C7_2 C8_2 C9_2 -179.7(10) . . . . ?
C7_2 C8_2 C9_2 C10_2 -180.0(10) . . . . ?
C8_2 C9_2 C10_2 C11_2 178.7(11) . . . . ?
C9_2 C10_2 C11_2 C12_2 178.8(11) . . . . ?
C10_2 C11_2 C12_2 C13_2 -179.8(12) . . . . ?
C11_2 C12_2 C13_2 C14_2 -179.6(13) . . . . ?
C12_2 C13_2 C14_2 C15_2 -179.9(13) . . . . ?
C13_2 C14_2 C15_2 C16_2 177.9(14) . . . . ?
C14_2 C15_2 C16_2 C17_2 -177.2(16) . . . . ?
C15_2 C16_2 C17_2 C18_2 179.2(15) . . . . ?

_refine_diff_density_max         2.153
_refine_diff_density_min         -1.143
_refine_diff_density_rms         0.175



####################################################################### 
# 
# 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_jm_toot_c116x2_mt_0m
_database_code_depnum_ccdc_archive 'CCDC 2294546'
loop_
_audit_author_name
_audit_author_address
'Matthias Zeller'
;Purdue University
United States of America
;
_audit_update_record             
;
2023-09-12 deposited with the CCDC.	2024-01-15 downloaded from the CCDC.
;
_audit_creation_date             2023-09-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/3

_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Br, C16 H33 Br, C19 H36 N S2'
_chemical_formula_sum            'C35 H69 Br2 N S2'
_chemical_formula_weight         727.85
_chemical_melting_point          ?
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'
Br Br -0.6763 1.2805 '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'
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      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                   8.7215(5)
_cell_length_b                   9.0562(6)
_cell_length_c                   25.5173(16)
_cell_angle_alpha                93.301(2)
_cell_angle_beta                 91.998(2)
_cell_angle_gamma                106.020(2)
_cell_volume                     1931.3(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9188
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      79.6012
_cell_measurement_theta_min      3.4760
_shelx_estimated_absorpt_T_max   0.832
_shelx_estimated_absorpt_T_min   0.310
_exptl_absorpt_coefficient_mu    3.822
_exptl_absorpt_correction_T_max  0.7543
_exptl_absorpt_correction_T_min  0.4650
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0658
_diffrn_reflns_av_unetI/netI     0.0592
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.911
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            22819
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.911
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         80.788
_diffrn_reflns_theta_min         3.475
_diffrn_ambient_temperature      150.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.911
_diffrn_measurement_device_type  'Bruker AXS D8 Quest CMOS diffractometer'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'I-mu-S microsource X-ray tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6982
_reflns_number_total             7739
_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       'SAINT V8.38A (Bruker, 2016)'
_computing_data_collection       'Apex3 v2017.3-0 (Bruker, 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  
; 
Olex2 1.5 (Dolomanov et al., 2009) 
SHELXL-2018/3 (Sheldrick, 2015, 2018), 
SHELXLE Rev937 (Hübschle et al., 2011)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         0.667
_refine_diff_density_min         -0.492
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     377
_refine_ls_number_reflns         7739
_refine_ls_number_restraints     38
_refine_ls_R_factor_all          0.0538
_refine_ls_R_factor_gt           0.0486
_refine_ls_restrained_S_all      3.806
_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)+(0.0317P)²+3.2934P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1218
_refine_ls_wR_factor_ref         0.1283
_refine_special_details          
;
The terminal methyl group and the bromide atom of the alkyl amide are 
disordered with each other. The CH2-CH3 distances of disordered fragments 
were restrained to 1.53(2) Angstrom. Uij components of ADPs for disordered 
atoms closer to each other than 2.0 Angstrom were restrained to be similar.
The ADPs of atoms Br2A and C37B were constrained to be identical. Subject 
to these conditions the occupancy ratio refined to 0.7975(18) to 
0.2025(18). 
;
_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, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C36-C37A = C22-C28
 1.53 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Br2A \\sim Br2B \\sim C22 \\sim C36 \\sim C37A \\sim C37B: within 2A with sigma
of 0.01 and sigma for terminal atoms of 0.01 within 2A
Uanis(Br2A) = Uanis(C37B)
4. Others
 Sof(Br2B)=Sof(H22C)=Sof(H22D)=Sof(H36C)=Sof(H36D)=Sof(C37B)=Sof(H37D)=
 Sof(H37E)=Sof(H37F)=1-FVAR(1)
 Sof(Br2A)=Sof(H22A)=Sof(H22B)=Sof(H36A)=Sof(H36B)=Sof(C37A)=Sof(H37A)=
 Sof(H37B)=Sof(H37C)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C22(H22A,H22B), C22(H22C,H22D), C23(H23A,H23B), C24(H24A,H24B), C25(H25A,
 H25B), C26(H26A,H26B), C27(H27A,H27B), C28(H28A,H28B), C29(H29A,H29B),
 C30(H30A,H30B), C31(H31A,H31B), C32(H32A,H32B), C33(H33A,H33B), C34(H34A,H34B),
  C35(H35A,H35B), C36(H36A,H36B), C36(H36C,H36D), C6(H6A,H6B), C7(H7A,H7B),
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B),
 C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B),
  C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B)
5.b Aromatic/amide H refined with riding coordinates:
 N3(H3), C4(H4), C5(H5)
5.c Idealised Me refined as rotating group:
 C37A(H37A,H37B,H37C), C37B(H37D,H37E,H37F), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.24916(4) 1.77584(4) 0.46586(2) 0.03722(12) Uani 1 1 d . . . . .
Br2A Br 1.02161(6) 1.33143(6) 0.38457(3) 0.03659(17) Uani 0.7973(17) 1 d . U P
A 1
Br2B Br 0.2976(10) -0.8924(9) 0.0151(3) 0.0835(17) Uani 0.2027(17) 1 d . U P A
2
C22 C 0.9450(4) 1.1114(4) 0.38877(13) 0.0359(7) Uani 1 1 d D U . . .
H22A H 1.020823 1.076849 0.411496 0.043 Uiso 0.7973(17) 1 calc R U P A 1
H22B H 0.840523 1.086150 0.405190 0.043 Uiso 0.7973(17) 1 calc R U P A 1
H22C H 1.030728 1.086619 0.409946 0.043 Uiso 0.2027(17) 1 calc R U P A 2
H22D H 0.844351 1.075866 0.407019 0.043 Uiso 0.2027(17) 1 calc R U P A 2
C23 C 0.9264(4) 1.0261(4) 0.33559(12) 0.0322(7) Uani 1 1 d . . . . .
H23A H 1.030802 1.049899 0.319131 0.039 Uiso 1 1 calc R U . . .
H23B H 0.850551 1.060016 0.312682 0.039 Uiso 1 1 calc R U . . .
C24 C 0.8649(4) 0.8527(4) 0.34069(12) 0.0317(7) Uani 1 1 d . . . . .
H24A H 0.940313 0.820442 0.364286 0.038 Uiso 1 1 calc R U . . .
H24B H 0.760537 0.830202 0.357153 0.038 Uiso 1 1 calc R U . . .
C25 C 0.8449(4) 0.7586(4) 0.28821(12) 0.0309(6) Uani 1 1 d . . . . .
H25A H 0.773437 0.794143 0.264024 0.037 Uiso 1 1 calc R U . . .
H25B H 0.950212 0.777177 0.272520 0.037 Uiso 1 1 calc R U . . .
C26 C 0.7765(4) 0.5871(4) 0.29323(12) 0.0330(7) Uani 1 1 d . . . . .
H26A H 0.671098 0.568674 0.308841 0.040 Uiso 1 1 calc R U . . .
H26B H 0.847781 0.551833 0.317576 0.040 Uiso 1 1 calc R U . . .
C27 C 0.7567(4) 0.4919(3) 0.24104(12) 0.0305(6) Uani 1 1 d . . . . .
H27A H 0.686755 0.528207 0.216487 0.037 Uiso 1 1 calc R U . . .
H27B H 0.862350 0.508941 0.225687 0.037 Uiso 1 1 calc R U . . .
C28 C 0.6860(4) 0.3213(4) 0.24614(13) 0.0326(7) Uani 1 1 d D . . . .
H28A H 0.580110 0.304542 0.261281 0.039 Uiso 1 1 calc R U . . .
H28B H 0.755531 0.285554 0.271000 0.039 Uiso 1 1 calc R U . . .
C29 C 0.6666(4) 0.2236(4) 0.19384(13) 0.0333(7) Uani 1 1 d . . . . .
H29A H 0.598018 0.260100 0.168877 0.040 Uiso 1 1 calc R U . . .
H29B H 0.772726 0.239697 0.178872 0.040 Uiso 1 1 calc R U . . .
C30 C 0.5943(4) 0.0523(4) 0.19867(13) 0.0327(7) Uani 1 1 d . . . . .
H30A H 0.488086 0.036303 0.213562 0.039 Uiso 1 1 calc R U . . .
H30B H 0.662702 0.016015 0.223770 0.039 Uiso 1 1 calc R U . . .
C31 C 0.5750(4) -0.0460(4) 0.14683(13) 0.0325(7) Uani 1 1 d . . . . .
H31A H 0.504640 -0.011697 0.121856 0.039 Uiso 1 1 calc R U . . .
H31B H 0.680755 -0.029287 0.131534 0.039 Uiso 1 1 calc R U . . .
C32 C 0.5052(4) -0.2169(4) 0.15320(13) 0.0332(7) Uani 1 1 d . . . . .
H32A H 0.399557 -0.232985 0.168533 0.040 Uiso 1 1 calc R U . . .
H32B H 0.575446 -0.250424 0.178432 0.040 Uiso 1 1 calc R U . . .
C33 C 0.4850(4) -0.3181(4) 0.10229(12) 0.0336(7) Uani 1 1 d . . . . .
H33A H 0.414866 -0.285145 0.076860 0.040 Uiso 1 1 calc R U . . .
H33B H 0.590484 -0.303700 0.087004 0.040 Uiso 1 1 calc R U . . .
C34 C 0.4137(4) -0.4880(4) 0.11041(12) 0.0344(7) Uani 1 1 d . . . . .
H34A H 0.483441 -0.519857 0.136280 0.041 Uiso 1 1 calc R U . . .
H34B H 0.308160 -0.501684 0.125621 0.041 Uiso 1 1 calc R U . . .
C35 C 0.3927(4) -0.5937(4) 0.06059(13) 0.0391(8) Uani 1 1 d . . . . .
H35A H 0.498334 -0.583978 0.045919 0.047 Uiso 1 1 calc R U . . .
H35B H 0.325177 -0.561035 0.034169 0.047 Uiso 1 1 calc R U . . .
C36 C 0.3159(5) -0.7615(4) 0.07069(14) 0.0467(9) Uani 1 1 d D U . . .
H36A H 0.221409 -0.767182 0.091698 0.056 Uiso 0.7973(17) 1 calc R U P A 1
H36B H 0.392876 -0.798574 0.092064 0.056 Uiso 0.7973(17) 1 calc R U P A 1
H36C H 0.208256 -0.771015 0.083713 0.056 Uiso 0.2027(17) 1 calc R U P A 2
H36D H 0.380293 -0.791150 0.098840 0.056 Uiso 0.2027(17) 1 calc R U P A 2
C37A C 0.262(2) -0.874(2) 0.0192(7) 0.081(4) Uani 0.7973(17) 1 d D U P A 1
H37A H 0.167392 -0.854653 0.002122 0.121 Uiso 0.7973(17) 1 calc R U P A 1
H37B H 0.235287 -0.981059 0.028820 0.121 Uiso 0.7973(17) 1 calc R U P A 1
H37C H 0.348674 -0.855776 -0.004961 0.121 Uiso 0.7973(17) 1 calc R U P A 1
C37B C 0.988(4) 1.297(3) 0.3852(14) 0.03659(17) Uani 0.2027(17) 1 d . U P A 2
H37D H 1.097361 1.335890 0.374048 0.055 Uiso 0.2027(17) 1 calc R U P A 2
H37E H 0.979128 1.346022 0.419841 0.055 Uiso 0.2027(17) 1 calc R U P A 2
H37F H 0.913411 1.321205 0.359712 0.055 Uiso 0.2027(17) 1 calc R U P A 2
S1 S 0.80517(9) 1.58801(9) 0.45460(3) 0.03012(18) Uani 1 1 d . . . . .
S2 S 0.45305(9) 1.44287(8) 0.41739(3) 0.03057(18) Uani 1 1 d . . . . .
N3 N 0.5910(3) 1.7247(3) 0.46089(10) 0.0280(5) Uani 1 1 d . . . . .
H3 H 0.498088 1.744906 0.458235 0.034 Uiso 1 1 calc R U . . .
C2 C 0.6112(3) 1.5894(3) 0.44440(11) 0.0260(6) Uani 1 1 d . . . . .
C4 C 0.7266(4) 1.8301(4) 0.48232(12) 0.0303(6) Uani 1 1 d . . . . .
H4 H 0.729817 1.930721 0.496059 0.036 Uiso 1 1 calc R U . . .
C5 C 0.8536(4) 1.7747(4) 0.48163(12) 0.0309(6) Uani 1 1 d . . . . .
H5 H 0.957974 1.831528 0.494488 0.037 Uiso 1 1 calc R U . . .
C6 C 0.5477(4) 1.2929(3) 0.39901(12) 0.0297(6) Uani 1 1 d . . . . .
H6A H 0.632256 1.330406 0.374171 0.036 Uiso 1 1 calc R U . . .
H6B H 0.596213 1.260643 0.430476 0.036 Uiso 1 1 calc R U . . .
C7 C 0.4152(4) 1.1587(3) 0.37307(12) 0.0309(6) Uani 1 1 d . . . . .
H7A H 0.331261 1.124922 0.398419 0.037 Uiso 1 1 calc R U . . .
H7B H 0.366322 1.194845 0.342511 0.037 Uiso 1 1 calc R U . . .
C8 C 0.4735(4) 1.0213(3) 0.35464(12) 0.0308(6) Uani 1 1 d . . . . .
H8A H 0.561645 1.055454 0.330796 0.037 Uiso 1 1 calc R U . . .
H8B H 0.515508 0.979866 0.385367 0.037 Uiso 1 1 calc R U . . .
C9 C 0.3390(4) 0.8950(3) 0.32605(12) 0.0295(6) Uani 1 1 d . . . . .
H9A H 0.301387 0.936140 0.294435 0.035 Uiso 1 1 calc R U . . .
H9B H 0.248451 0.866841 0.349322 0.035 Uiso 1 1 calc R U . . .
C10 C 0.3868(4) 0.7501(3) 0.30927(12) 0.0309(6) Uani 1 1 d . . . . .
H10A H 0.476713 0.777502 0.285732 0.037 Uiso 1 1 calc R U . . .
H10B H 0.424275 0.708367 0.340764 0.037 Uiso 1 1 calc R U . . .
C11 C 0.2493(4) 0.6262(4) 0.28097(13) 0.0318(7) Uani 1 1 d . . . . .
H11A H 0.159560 0.599323 0.304613 0.038 Uiso 1 1 calc R U . . .
H11B H 0.211740 0.668588 0.249649 0.038 Uiso 1 1 calc R U . . .
C12 C 0.2934(4) 0.4802(3) 0.26366(12) 0.0302(6) Uani 1 1 d . . . . .
H12A H 0.329175 0.436723 0.295024 0.036 Uiso 1 1 calc R U . . .
H12B H 0.384135 0.507164 0.240434 0.036 Uiso 1 1 calc R U . . .
C13 C 0.1560(4) 0.3579(3) 0.23465(12) 0.0292(6) Uani 1 1 d . . . . .
H13A H 0.119977 0.401656 0.203390 0.035 Uiso 1 1 calc R U . . .
H13B H 0.065436 0.330831 0.257943 0.035 Uiso 1 1 calc R U . . .
C14 C 0.1995(4) 0.2116(3) 0.21702(12) 0.0304(6) Uani 1 1 d . . . . .
H14A H 0.291439 0.239083 0.194286 0.037 Uiso 1 1 calc R U . . .
H14B H 0.233891 0.167043 0.248382 0.037 Uiso 1 1 calc R U . . .
C15 C 0.0639(4) 0.0896(3) 0.18717(12) 0.0298(6) Uani 1 1 d . . . . .
H15A H 0.027264 0.134851 0.156360 0.036 Uiso 1 1 calc R U . . .
H15B H -0.026888 0.059498 0.210266 0.036 Uiso 1 1 calc R U . . .
C16 C 0.1103(4) -0.0541(3) 0.16835(12) 0.0300(6) Uani 1 1 d . . . . .
H16A H 0.143750 -0.100997 0.199305 0.036 Uiso 1 1 calc R U . . .
H16B H 0.203343 -0.023412 0.146242 0.036 Uiso 1 1 calc R U . . .
C17 C -0.0231(4) -0.1752(4) 0.13694(13) 0.0332(7) Uani 1 1 d . . . . .
H17A H -0.116507 -0.206305 0.158897 0.040 Uiso 1 1 calc R U . . .
H17B H -0.056338 -0.129123 0.105748 0.040 Uiso 1 1 calc R U . . .
C18 C 0.0266(4) -0.3173(4) 0.11896(13) 0.0335(7) Uani 1 1 d . . . . .
H18A H 0.063439 -0.360596 0.150182 0.040 Uiso 1 1 calc R U . . .
H18B H 0.118205 -0.285830 0.096277 0.040 Uiso 1 1 calc R U . . .
C19 C -0.1048(4) -0.4426(4) 0.08892(14) 0.0371(7) Uani 1 1 d . . . . .
H19A H -0.139763 -0.400754 0.057033 0.045 Uiso 1 1 calc R U . . .
H19B H -0.197669 -0.472882 0.111150 0.045 Uiso 1 1 calc R U . . .
C20 C -0.0522(5) -0.5847(4) 0.07275(15) 0.0438(8) Uani 1 1 d . . . . .
H20A H 0.039587 -0.554398 0.050077 0.053 Uiso 1 1 calc R U . . .
H20B H -0.015278 -0.625090 0.104625 0.053 Uiso 1 1 calc R U . . .
C21 C -0.1830(6) -0.7122(5) 0.04349(18) 0.0623(12) Uani 1 1 d . . . . .
H21A H -0.218114 -0.674260 0.011288 0.093 Uiso 1 1 calc R U . . .
H21B H -0.273601 -0.744523 0.065911 0.093 Uiso 1 1 calc R U . . .
H21C H -0.141687 -0.800127 0.034408 0.093 Uiso 1 1 calc R U . . .


_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
Br2A C22 1.930(3) . ?
Br2B C36 1.769(7) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 H22C 0.9900 . ?
C22 H22D 0.9900 . ?
C22 C23 1.503(4) . ?
C22 C37B 1.63(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.528(4) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.523(4) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.517(4) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.522(4) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.512(4) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C29 1.536(4) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.519(4) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 C31 1.529(4) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.520(4) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C33 1.522(4) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C34 1.521(5) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C34 C35 1.521(4) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C35 C36 1.523(5) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C36 H36C 0.9900 . ?
C36 H36D 0.9900 . ?
C36 C37A 1.588(13) . ?
C37A H37A 0.9800 . ?
C37A H37B 0.9800 . ?
C37A H37C 0.9800 . ?
C37B H37D 0.9800 . ?
C37B H37E 0.9800 . ?
C37B H37F 0.9800 . ?
S1 C2 1.707(3) . ?
S1 C5 1.722(3) . ?
S2 C2 1.719(3) . ?
S2 C6 1.822(3) . ?
N3 H3 0.8800 . ?
N3 C2 1.332(4) . ?
N3 C4 1.371(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.336(4) . ?
C5 H5 0.9500 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.526(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.525(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.523(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.527(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.524(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.521(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.524(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.524(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.523(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.523(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.526(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.519(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.520(4) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.522(5) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.519(5) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Br2A C22 H22A 109.2 . . ?
Br2A C22 H22B 109.2 . . ?
H22A C22 H22B 107.9 . . ?
H22C C22 H22D 107.8 . . ?
C23 C22 Br2A 112.0(2) . . ?
C23 C22 H22A 109.2 . . ?
C23 C22 H22B 109.2 . . ?
C23 C22 H22C 109.1 . . ?
C23 C22 H22D 109.1 . . ?
C23 C22 C37B 112.5(12) . . ?
C37B C22 H22C 109.1 . . ?
C37B C22 H22D 109.1 . . ?
C22 C23 H23A 109.6 . . ?
C22 C23 H23B 109.6 . . ?
C22 C23 C24 110.3(3) . . ?
H23A C23 H23B 108.1 . . ?
C24 C23 H23A 109.6 . . ?
C24 C23 H23B 109.6 . . ?
C23 C24 H24A 108.9 . . ?
C23 C24 H24B 108.9 . . ?
H24A C24 H24B 107.7 . . ?
C25 C24 C23 113.2(3) . . ?
C25 C24 H24A 108.9 . . ?
C25 C24 H24B 108.9 . . ?
C24 C25 H25A 109.0 . . ?
C24 C25 H25B 109.0 . . ?
H25A C25 H25B 107.8 . . ?
C26 C25 C24 113.0(3) . . ?
C26 C25 H25A 109.0 . . ?
C26 C25 H25B 109.0 . . ?
C25 C26 H26A 108.9 . . ?
C25 C26 H26B 108.9 . . ?
C25 C26 C27 113.4(3) . . ?
H26A C26 H26B 107.7 . . ?
C27 C26 H26A 108.9 . . ?
C27 C26 H26B 108.9 . . ?
C26 C27 H27A 108.9 . . ?
C26 C27 H27B 108.9 . . ?
H27A C27 H27B 107.8 . . ?
C28 C27 C26 113.1(3) . . ?
C28 C27 H27A 108.9 . . ?
C28 C27 H27B 108.9 . . ?
C27 C28 H28A 108.8 . . ?
C27 C28 H28B 108.8 . . ?
C27 C28 C29 113.8(3) . . ?
H28A C28 H28B 107.7 . . ?
C29 C28 H28A 108.8 . . ?
C29 C28 H28B 108.8 . . ?
C28 C29 H29A 108.8 . . ?
C28 C29 H29B 108.8 . . ?
H29A C29 H29B 107.7 . . ?
C30 C29 C28 114.0(3) . . ?
C30 C29 H29A 108.8 . . ?
C30 C29 H29B 108.8 . . ?
C29 C30 H30A 108.7 . . ?
C29 C30 H30B 108.7 . . ?
C29 C30 C31 114.3(3) . . ?
H30A C30 H30B 107.6 . . ?
C31 C30 H30A 108.7 . . ?
C31 C30 H30B 108.7 . . ?
C30 C31 H31A 109.0 . . ?
C30 C31 H31B 109.0 . . ?
H31A C31 H31B 107.8 . . ?
C32 C31 C30 113.0(3) . . ?
C32 C31 H31A 109.0 . . ?
C32 C31 H31B 109.0 . . ?
C31 C32 H32A 108.7 . . ?
C31 C32 H32B 108.7 . . ?
C31 C32 C33 114.3(3) . . ?
H32A C32 H32B 107.6 . . ?
C33 C32 H32A 108.7 . . ?
C33 C32 H32B 108.7 . . ?
C32 C33 H33A 109.1 . . ?
C32 C33 H33B 109.1 . . ?
H33A C33 H33B 107.8 . . ?
C34 C33 C32 112.5(3) . . ?
C34 C33 H33A 109.1 . . ?
C34 C33 H33B 109.1 . . ?
C33 C34 H34A 108.7 . . ?
C33 C34 H34B 108.7 . . ?
H34A C34 H34B 107.6 . . ?
C35 C34 C33 114.3(3) . . ?
C35 C34 H34A 108.7 . . ?
C35 C34 H34B 108.7 . . ?
C34 C35 H35A 109.2 . . ?
C34 C35 H35B 109.2 . . ?
C34 C35 C36 112.1(3) . . ?
H35A C35 H35B 107.9 . . ?
C36 C35 H35A 109.2 . . ?
C36 C35 H35B 109.2 . . ?
Br2B C36 H36C 108.6 . . ?
Br2B C36 H36D 108.6 . . ?
C35 C36 Br2B 114.5(4) . . ?
C35 C36 H36A 108.6 . . ?
C35 C36 H36B 108.6 . . ?
C35 C36 H36C 108.6 . . ?
C35 C36 H36D 108.6 . . ?
C35 C36 C37A 114.8(8) . . ?
H36A C36 H36B 107.5 . . ?
H36C C36 H36D 107.6 . . ?
C37A C36 H36A 108.6 . . ?
C37A C36 H36B 108.6 . . ?
C36 C37A H37A 109.5 . . ?
C36 C37A H37B 109.5 . . ?
C36 C37A H37C 109.5 . . ?
H37A C37A H37B 109.5 . . ?
H37A C37A H37C 109.5 . . ?
H37B C37A H37C 109.5 . . ?
C22 C37B H37D 109.5 . . ?
C22 C37B H37E 109.5 . . ?
C22 C37B H37F 109.5 . . ?
H37D C37B H37E 109.5 . . ?
H37D C37B H37F 109.5 . . ?
H37E C37B H37F 109.5 . . ?
C2 S1 C5 90.29(14) . . ?
C2 S2 C6 102.55(14) . . ?
C2 N3 H3 122.7 . . ?
C2 N3 C4 114.7(3) . . ?
C4 N3 H3 122.7 . . ?
S1 C2 S2 128.05(18) . . ?
N3 C2 S1 111.1(2) . . ?
N3 C2 S2 120.9(2) . . ?
N3 C4 H4 123.9 . . ?
C5 C4 N3 112.1(3) . . ?
C5 C4 H4 123.9 . . ?
S1 C5 H5 124.1 . . ?
C4 C5 S1 111.8(2) . . ?
C4 C5 H5 124.1 . . ?
S2 C6 H6A 110.5 . . ?
S2 C6 H6B 110.5 . . ?
H6A C6 H6B 108.7 . . ?
C7 C6 S2 106.0(2) . . ?
C7 C6 H6A 110.5 . . ?
C7 C6 H6B 110.5 . . ?
C6 C7 H7A 108.9 . . ?
C6 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
C8 C7 C6 113.3(3) . . ?
C8 C7 H7A 108.9 . . ?
C8 C7 H7B 108.9 . . ?
C7 C8 H8A 109.4 . . ?
C7 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
C9 C8 C7 111.1(2) . . ?
C9 C8 H8A 109.4 . . ?
C9 C8 H8B 109.4 . . ?
C8 C9 H9A 108.8 . . ?
C8 C9 H9B 108.8 . . ?
C8 C9 C10 113.9(3) . . ?
H9A C9 H9B 107.7 . . ?
C10 C9 H9A 108.8 . . ?
C10 C9 H9B 108.8 . . ?
C9 C10 H10A 109.1 . . ?
C9 C10 H10B 109.1 . . ?
H10A C10 H10B 107.9 . . ?
C11 C10 C9 112.4(3) . . ?
C11 C10 H10A 109.1 . . ?
C11 C10 H10B 109.1 . . ?
C10 C11 H11A 108.8 . . ?
C10 C11 H11B 108.8 . . ?
H11A C11 H11B 107.7 . . ?
C12 C11 C10 113.7(3) . . ?
C12 C11 H11A 108.8 . . ?
C12 C11 H11B 108.8 . . ?
C11 C12 H12A 108.9 . . ?
C11 C12 H12B 108.9 . . ?
C11 C12 C13 113.3(3) . . ?
H12A C12 H12B 107.7 . . ?
C13 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
C12 C13 H13A 108.8 . . ?
C12 C13 H13B 108.8 . . ?
C12 C13 C14 113.6(3) . . ?
H13A C13 H13B 107.7 . . ?
C14 C13 H13A 108.8 . . ?
C14 C13 H13B 108.8 . . ?
C13 C14 H14A 108.7 . . ?
C13 C14 H14B 108.7 . . ?
H14A C14 H14B 107.6 . . ?
C15 C14 C13 114.0(3) . . ?
C15 C14 H14A 108.7 . . ?
C15 C14 H14B 108.7 . . ?
C14 C15 H15A 108.9 . . ?
C14 C15 H15B 108.9 . . ?
C14 C15 C16 113.6(3) . . ?
H15A C15 H15B 107.7 . . ?
C16 C15 H15A 108.9 . . ?
C16 C15 H15B 108.9 . . ?
C15 C16 H16A 108.7 . . ?
C15 C16 H16B 108.7 . . ?
C15 C16 C17 114.0(3) . . ?
H16A C16 H16B 107.6 . . ?
C17 C16 H16A 108.7 . . ?
C17 C16 H16B 108.7 . . ?
C16 C17 H17A 109.0 . . ?
C16 C17 H17B 109.0 . . ?
H17A C17 H17B 107.8 . . ?
C18 C17 C16 112.8(3) . . ?
C18 C17 H17A 109.0 . . ?
C18 C17 H17B 109.0 . . ?
C17 C18 H18A 108.7 . . ?
C17 C18 H18B 108.7 . . ?
C17 C18 C19 114.3(3) . . ?
H18A C18 H18B 107.6 . . ?
C19 C18 H18A 108.7 . . ?
C19 C18 H18B 108.7 . . ?
C18 C19 H19A 109.0 . . ?
C18 C19 H19B 109.0 . . ?
C18 C19 C20 112.9(3) . . ?
H19A C19 H19B 107.8 . . ?
C20 C19 H19A 109.0 . . ?
C20 C19 H19B 109.0 . . ?
C19 C20 H20A 108.9 . . ?
C19 C20 H20B 108.9 . . ?
H20A C20 H20B 107.7 . . ?
C21 C20 C19 113.6(3) . . ?
C21 C20 H20A 108.9 . . ?
C21 C20 H20B 108.9 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 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
Br2A C22 C23 C24 -179.7(2) . . . . ?
C22 C23 C24 C25 -179.4(3) . . . . ?
C23 C24 C25 C26 -177.3(3) . . . . ?
C24 C25 C26 C27 -179.8(3) . . . . ?
C25 C26 C27 C28 -179.1(3) . . . . ?
C26 C27 C28 C29 -179.5(3) . . . . ?
C27 C28 C29 C30 -179.5(3) . . . . ?
C28 C29 C30 C31 -179.8(3) . . . . ?
C29 C30 C31 C32 179.0(3) . . . . ?
C30 C31 C32 C33 -179.8(3) . . . . ?
C31 C32 C33 C34 -179.6(3) . . . . ?
C32 C33 C34 C35 -179.5(3) . . . . ?
C33 C34 C35 C36 -178.1(3) . . . . ?
C34 C35 C36 Br2B -176.8(4) . . . . ?
C34 C35 C36 C37A 169.4(8) . . . . ?
C37B C22 C23 C24 -172.5(12) . . . . ?
S2 C6 C7 C8 179.7(2) . . . . ?
N3 C4 C5 S1 -0.6(4) . . . . ?
C2 S1 C5 C4 0.3(3) . . . . ?
C2 S2 C6 C7 -178.5(2) . . . . ?
C2 N3 C4 C5 0.8(4) . . . . ?
C4 N3 C2 S1 -0.6(3) . . . . ?
C4 N3 C2 S2 179.0(2) . . . . ?
C5 S1 C2 S2 -179.4(2) . . . . ?
C5 S1 C2 N3 0.2(2) . . . . ?
C6 S2 C2 S1 -3.4(3) . . . . ?
C6 S2 C2 N3 177.1(2) . . . . ?
C6 C7 C8 C9 -176.4(3) . . . . ?
C7 C8 C9 C10 -176.7(3) . . . . ?
C8 C9 C10 C11 179.8(3) . . . . ?
C9 C10 C11 C12 179.9(3) . . . . ?
C10 C11 C12 C13 -179.1(3) . . . . ?
C11 C12 C13 C14 179.8(3) . . . . ?
C12 C13 C14 C15 -179.0(3) . . . . ?
C13 C14 C15 C16 178.3(3) . . . . ?
C14 C15 C16 C17 -178.2(3) . . . . ?
C15 C16 C17 C18 -179.7(3) . . . . ?
C16 C17 C18 C19 178.2(3) . . . . ?
C17 C18 C19 C20 -178.5(3) . . . . ?
C18 C19 C20 C21 179.0(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_thias_c18_br_andersong_22321_0m
_database_code_depnum_ccdc_archive 'CCDC 2294545'
loop_
_audit_author_name
_audit_author_address
'Matthias Zeller'
;Purdue University
United States of America
;
_audit_update_record             
;
2023-09-12 deposited with the CCDC.	2024-01-15 downloaded from the CCDC.
;
_audit_creation_date             2023-08-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/3

_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Br, C21 H40 N S2'
_chemical_formula_sum            'C21 H40 Br N S2'
_chemical_formula_weight         450.57
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 '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                   8.6976(6)
_cell_length_b                   9.0477(6)
_cell_length_c                   15.3351(11)
_cell_angle_alpha                96.503(3)
_cell_angle_beta                 101.075(3)
_cell_angle_gamma                100.606(3)
_cell_volume                     1150.16(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9613
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      79.2705
_cell_measurement_theta_min      2.9718
_shelx_estimated_absorpt_T_max   0.789
_shelx_estimated_absorpt_T_min   0.288
_exptl_absorpt_coefficient_mu    4.143
_exptl_absorpt_correction_T_max  0.7543
_exptl_absorpt_correction_T_min  0.4907
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0720
_diffrn_reflns_av_unetI/netI     0.0635
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            20356
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         79.737
_diffrn_reflns_theta_min         2.972
_diffrn_ambient_temperature      150.00
_diffrn_detector_area_resol_mean 7.4074
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  
;
Bruker AXS D8 Quest diffractometer with PhotonIII_C14 charge-integrating and 
photon counting pixel array detector
;
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'I-mu-S microsource X-ray tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4190
_reflns_number_total             4917
_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       'SAINT V8.40B (Bruker, 2020)'
_computing_data_collection       'Apex3 v2019.11-0 (Bruker, 2020)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  
;  
SHELXL-2018/3 (Sheldrick, 2015, 2018), 
SHELXLE Rev1183 (Hübschle et al., 2011)
;
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_refine_diff_density_max         0.486
_refine_diff_density_min         -1.040
_refine_diff_density_rms         0.088
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         4917
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.0430
_refine_ls_restrained_S_all      1.125
_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)+(0.0428P)²+0.6175P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1153
_refine_ls_wR_factor_ref         0.1209
_refine_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.
;
_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.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,
 H11B), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B),
 C16(H16A,H16B), C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B),
  C21(H21A,H21B), C22(H22A,H22B)
2.b Aromatic/amide H refined with riding coordinates:
 N3(H3), C4(H4), C5(H5)
2.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br -0.74316(4) 0.73719(3) 0.05721(2) 0.03539(12) Uani 1 1 d . . . . .
S1 S -0.57776(9) 0.17876(8) 0.09424(5) 0.03289(17) Uani 1 1 d . . . . .
S2 S -0.41783(8) 0.51858(8) 0.13358(5) 0.03199(17) Uani 1 1 d . . . . .
N3 N -0.7250(3) 0.3888(3) 0.06650(16) 0.0295(5) Uani 1 1 d . . . . .
H3 H -0.746353 0.479625 0.063299 0.035 Uiso 1 1 calc R U . . .
C2 C -0.5789(3) 0.3676(3) 0.09669(18) 0.0282(6) Uani 1 1 d . . . . .
C4 C -0.8409(3) 0.2568(4) 0.0405(2) 0.0326(6) Uani 1 1 d . . . . .
H4 H -0.950884 0.254345 0.017168 0.039 Uiso 1 1 calc R U . . .
C5 C -0.7816(4) 0.1326(4) 0.0517(2) 0.0361(7) Uani 1 1 d . . . . .
H5 H -0.843909 0.031687 0.038056 0.043 Uiso 1 1 calc R U . . .
C6 C -0.2578(3) 0.4244(3) 0.17646(19) 0.0295(6) Uani 1 1 d . . . . .
H6A H -0.283975 0.370122 0.226001 0.035 Uiso 1 1 calc R U . . .
H6B H -0.242619 0.349694 0.128140 0.035 Uiso 1 1 calc R U . . .
C7 C -0.1068(3) 0.5476(3) 0.2104(2) 0.0326(6) Uani 1 1 d . . . . .
H7A H -0.082214 0.599675 0.159715 0.039 Uiso 1 1 calc R U . . .
H7B H -0.126542 0.624072 0.256107 0.039 Uiso 1 1 calc R U . . .
C8 C 0.0373(3) 0.4863(3) 0.25129(19) 0.0289(6) Uani 1 1 d . . . . .
H8A H 0.011135 0.430315 0.300206 0.035 Uiso 1 1 calc R U . . .
H8B H 0.060243 0.413413 0.204794 0.035 Uiso 1 1 calc R U . . .
C9 C 0.1858(3) 0.6109(3) 0.2887(2) 0.0288(6) Uani 1 1 d . . . . .
H9A H 0.162765 0.682610 0.335840 0.035 Uiso 1 1 calc R U . . .
H9B H 0.209819 0.668236 0.239947 0.035 Uiso 1 1 calc R U . . .
C10 C 0.3332(3) 0.5531(3) 0.32858(19) 0.0285(6) Uani 1 1 d . . . . .
H10A H 0.355551 0.480369 0.281780 0.034 Uiso 1 1 calc R U . . .
H10B H 0.309998 0.497277 0.378061 0.034 Uiso 1 1 calc R U . . .
C11 C 0.4820(3) 0.6789(3) 0.3647(2) 0.0287(6) Uani 1 1 d . . . . .
H11A H 0.459692 0.751384 0.411622 0.034 Uiso 1 1 calc R U . . .
H11B H 0.504788 0.735030 0.315229 0.034 Uiso 1 1 calc R U . . .
C12 C 0.6305(3) 0.6214(3) 0.40438(19) 0.0269(5) Uani 1 1 d . . . . .
H12A H 0.607395 0.564622 0.453528 0.032 Uiso 1 1 calc R U . . .
H12B H 0.653132 0.549354 0.357296 0.032 Uiso 1 1 calc R U . . .
C13 C 0.7789(3) 0.7465(3) 0.44097(19) 0.0290(6) Uani 1 1 d . . . . .
H13A H 0.756183 0.818989 0.487790 0.035 Uiso 1 1 calc R U . . .
H13B H 0.802679 0.802795 0.391748 0.035 Uiso 1 1 calc R U . . .
C14 C 0.9270(3) 0.6882(3) 0.48130(19) 0.0272(6) Uani 1 1 d . . . . .
H14A H 0.903160 0.631939 0.530534 0.033 Uiso 1 1 calc R U . . .
H14B H 0.949521 0.615540 0.434483 0.033 Uiso 1 1 calc R U . . .
C15 C 1.0763(3) 0.8131(3) 0.51802(19) 0.0283(6) Uani 1 1 d . . . . .
H15A H 1.100644 0.869105 0.468769 0.034 Uiso 1 1 calc R U . . .
H15B H 1.053865 0.886016 0.564730 0.034 Uiso 1 1 calc R U . . .
C16 C 1.2228(3) 0.7542(3) 0.55832(19) 0.0267(5) Uani 1 1 d . . . . .
H16A H 1.245674 0.681969 0.511411 0.032 Uiso 1 1 calc R U . . .
H16B H 1.197946 0.697302 0.607129 0.032 Uiso 1 1 calc R U . . .
C17 C 1.3722(3) 0.8788(3) 0.5960(2) 0.0288(6) Uani 1 1 d . . . . .
H17A H 1.396578 0.936079 0.547228 0.035 Uiso 1 1 calc R U . . .
H17B H 1.349513 0.950575 0.643130 0.035 Uiso 1 1 calc R U . . .
C18 C 1.5191(3) 0.8199(3) 0.6357(2) 0.0289(6) Uani 1 1 d . . . . .
H18A H 1.543676 0.750497 0.588050 0.035 Uiso 1 1 calc R U . . .
H18B H 1.493582 0.759941 0.683170 0.035 Uiso 1 1 calc R U . . .
C19 C 1.6673(3) 0.9444(3) 0.6758(2) 0.0288(6) Uani 1 1 d . . . . .
H19A H 1.644535 1.010974 0.725501 0.035 Uiso 1 1 calc R U . . .
H19B H 1.689947 1.007405 0.629204 0.035 Uiso 1 1 calc R U . . .
C20 C 1.8161(3) 0.8842(3) 0.7117(2) 0.0295(6) Uani 1 1 d . . . . .
H20A H 1.793766 0.821843 0.758663 0.035 Uiso 1 1 calc R U . . .
H20B H 1.838452 0.817051 0.662146 0.035 Uiso 1 1 calc R U . . .
C21 C 1.9644(3) 1.0091(3) 0.7512(2) 0.0308(6) Uani 1 1 d . . . . .
H21A H 1.941521 1.076914 0.800216 0.037 Uiso 1 1 calc R U . . .
H21B H 1.987363 1.070684 0.703985 0.037 Uiso 1 1 calc R U . . .
C22 C 2.1136(3) 0.9495(3) 0.7882(2) 0.0328(6) Uani 1 1 d . . . . .
H22A H 2.094822 0.896376 0.839445 0.039 Uiso 1 1 calc R U . . .
H22B H 2.131044 0.874275 0.740936 0.039 Uiso 1 1 calc R U . . .
C23 C 2.2629(4) 1.0742(4) 0.8192(2) 0.0369(7) Uani 1 1 d . . . . .
H23A H 2.284780 1.124551 0.768255 0.055 Uiso 1 1 calc R U . . .
H23B H 2.354029 1.029991 0.843171 0.055 Uiso 1 1 calc R U . . .
H23C H 2.246782 1.148788 0.866306 0.055 Uiso 1 1 calc R U . . .


_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 C2 1.707(3) . ?
S1 C5 1.722(3) . ?
S2 C2 1.722(3) . ?
S2 C6 1.819(3) . ?
N3 H3 0.8800 . ?
N3 C2 1.323(4) . ?
N3 C4 1.377(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.334(5) . ?
C5 H5 0.9500 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.518(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.518(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.517(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.519(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.522(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.525(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.517(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.529(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.522(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.521(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.523(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.521(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.521(4) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.526(4) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.522(4) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.530(4) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.513(4) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 S1 C5 90.47(15) . . ?
C2 S2 C6 102.02(13) . . ?
C2 N3 H3 122.8 . . ?
C2 N3 C4 114.4(3) . . ?
C4 N3 H3 122.8 . . ?
S1 C2 S2 127.27(18) . . ?
N3 C2 S1 111.3(2) . . ?
N3 C2 S2 121.4(2) . . ?
N3 C4 H4 123.7 . . ?
C5 C4 N3 112.5(3) . . ?
C5 C4 H4 123.7 . . ?
S1 C5 H5 124.3 . . ?
C4 C5 S1 111.4(2) . . ?
C4 C5 H5 124.3 . . ?
S2 C6 H6A 110.3 . . ?
S2 C6 H6B 110.3 . . ?
H6A C6 H6B 108.6 . . ?
C7 C6 S2 106.9(2) . . ?
C7 C6 H6A 110.3 . . ?
C7 C6 H6B 110.3 . . ?
C6 C7 H7A 109.0 . . ?
C6 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
C8 C7 C6 113.0(2) . . ?
C8 C7 H7A 109.0 . . ?
C8 C7 H7B 109.0 . . ?
C7 C8 H8A 109.1 . . ?
C7 C8 H8B 109.1 . . ?
H8A C8 H8B 107.8 . . ?
C9 C8 C7 112.7(2) . . ?
C9 C8 H8A 109.1 . . ?
C9 C8 H8B 109.1 . . ?
C8 C9 H9A 108.7 . . ?
C8 C9 H9B 108.7 . . ?
C8 C9 C10 114.0(2) . . ?
H9A C9 H9B 107.6 . . ?
C10 C9 H9A 108.7 . . ?
C10 C9 H9B 108.7 . . ?
C9 C10 H10A 108.9 . . ?
C9 C10 H10B 108.9 . . ?
C9 C10 C11 113.6(2) . . ?
H10A C10 H10B 107.7 . . ?
C11 C10 H10A 108.9 . . ?
C11 C10 H10B 108.9 . . ?
C10 C11 H11A 108.8 . . ?
C10 C11 H11B 108.8 . . ?
C10 C11 C12 113.8(2) . . ?
H11A C11 H11B 107.7 . . ?
C12 C11 H11A 108.8 . . ?
C12 C11 H11B 108.8 . . ?
C11 C12 H12A 108.8 . . ?
C11 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
C13 C12 C11 113.9(2) . . ?
C13 C12 H12A 108.8 . . ?
C13 C12 H12B 108.8 . . ?
C12 C13 H13A 108.8 . . ?
C12 C13 H13B 108.8 . . ?
C12 C13 C14 113.7(2) . . ?
H13A C13 H13B 107.7 . . ?
C14 C13 H13A 108.8 . . ?
C14 C13 H13B 108.8 . . ?
C13 C14 H14A 108.8 . . ?
C13 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
C15 C14 C13 113.9(2) . . ?
C15 C14 H14A 108.8 . . ?
C15 C14 H14B 108.8 . . ?
C14 C15 H15A 108.9 . . ?
C14 C15 H15B 108.9 . . ?
H15A C15 H15B 107.7 . . ?
C16 C15 C14 113.5(2) . . ?
C16 C15 H15A 108.9 . . ?
C16 C15 H15B 108.9 . . ?
C15 C16 H16A 108.8 . . ?
C15 C16 H16B 108.8 . . ?
C15 C16 C17 113.8(2) . . ?
H16A C16 H16B 107.7 . . ?
C17 C16 H16A 108.8 . . ?
C17 C16 H16B 108.8 . . ?
C16 C17 H17A 108.8 . . ?
C16 C17 H17B 108.8 . . ?
H17A C17 H17B 107.7 . . ?
C18 C17 C16 113.9(2) . . ?
C18 C17 H17A 108.8 . . ?
C18 C17 H17B 108.8 . . ?
C17 C18 H18A 108.8 . . ?
C17 C18 H18B 108.8 . . ?
C17 C18 C19 114.0(2) . . ?
H18A C18 H18B 107.6 . . ?
C19 C18 H18A 108.8 . . ?
C19 C18 H18B 108.8 . . ?
C18 C19 H19A 108.8 . . ?
C18 C19 H19B 108.8 . . ?
C18 C19 C20 113.7(2) . . ?
H19A C19 H19B 107.7 . . ?
C20 C19 H19A 108.8 . . ?
C20 C19 H19B 108.8 . . ?
C19 C20 H20A 108.9 . . ?
C19 C20 H20B 108.9 . . ?
H20A C20 H20B 107.7 . . ?
C21 C20 C19 113.6(2) . . ?
C21 C20 H20A 108.9 . . ?
C21 C20 H20B 108.9 . . ?
C20 C21 H21A 108.8 . . ?
C20 C21 H21B 108.8 . . ?
C20 C21 C22 113.8(2) . . ?
H21A C21 H21B 107.7 . . ?
C22 C21 H21A 108.8 . . ?
C22 C21 H21B 108.8 . . ?
C21 C22 H22A 109.0 . . ?
C21 C22 H22B 109.0 . . ?
H22A C22 H22B 107.8 . . ?
C23 C22 C21 112.9(3) . . ?
C23 C22 H22A 109.0 . . ?
C23 C22 H22B 109.0 . . ?
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 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N3 H3 Br1 0.88 2.34 3.203(3) 167.5 . yes
C4 H4 Br1 0.95 2.70 3.653(3) 175.7 2_365 yes
C5 H5 Br1 0.95 2.98 3.663(3) 129.8 1_545 yes
C6 H6B Br1 0.99 2.83 3.716(3) 148.6 2_465 yes

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
S2 C6 C7 C8 178.1(2) . . . . ?
N3 C4 C5 S1 -0.7(3) . . . . ?
C2 S1 C5 C4 0.6(3) . . . . ?
C2 S2 C6 C7 179.3(2) . . . . ?
C2 N3 C4 C5 0.4(4) . . . . ?
C4 N3 C2 S1 0.0(3) . . . . ?
C4 N3 C2 S2 -179.3(2) . . . . ?
C5 S1 C2 S2 178.9(2) . . . . ?
C5 S1 C2 N3 -0.3(2) . . . . ?
C6 S2 C2 S1 -4.7(2) . . . . ?
C6 S2 C2 N3 174.5(2) . . . . ?
C6 C7 C8 C9 -177.5(2) . . . . ?
C7 C8 C9 C10 -178.8(2) . . . . ?
C8 C9 C10 C11 179.2(2) . . . . ?
C9 C10 C11 C12 -179.7(2) . . . . ?
C10 C11 C12 C13 -179.6(2) . . . . ?
C11 C12 C13 C14 179.6(2) . . . . ?
C12 C13 C14 C15 179.9(2) . . . . ?
C13 C14 C15 C16 179.8(2) . . . . ?
C14 C15 C16 C17 -179.5(2) . . . . ?
C15 C16 C17 C18 -179.6(2) . . . . ?
C16 C17 C18 C19 -178.3(2) . . . . ?
C17 C18 C19 C20 -177.3(2) . . . . ?
C18 C19 C20 C21 179.6(2) . . . . ?
C19 C20 C21 C22 179.3(2) . . . . ?
C20 C21 C22 C23 174.7(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_NTF3_MullerJ_ThiazolineC16_3_0m
_database_code_depnum_ccdc_archive 'CCDC 2294547'
loop_
_audit_author_name
_audit_author_address
'Matthias Zeller'
;Purdue University
United States of America
;
_audit_update_record             
;
2023-09-12 deposited with the CCDC.	2024-01-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H40 N O S2, C16 H33 O3 S'
_chemical_formula_sum            'C35 H73 N O4 S3'
_chemical_formula_weight         668.12

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   5.0644(2)
_cell_length_b                   7.3853(3)
_cell_length_c                   51.831(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.179(2)
_cell_angle_gamma                90
_cell_volume                     1938.60(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4048
_cell_measurement_theta_min      2.5581
_cell_measurement_theta_max      79.1227

_exptl_crystal_description       flake
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.145
_exptl_crystal_F_000             740
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.090
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    2.011
_shelx_estimated_absorpt_T_min   0.840
_shelx_estimated_absorpt_T_max   0.961
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6561
_exptl_absorpt_correction_T_max  0.7543
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'I-mu-S microsource X-ray tube'
_diffrn_source_current           '1.0 mA'
_diffrn_source_voltage           '50 kV'
_diffrn_radiation_monochromator  'laterally graded multilayer (Goebel) mirror'
_diffrn_measurement_device_type  
;
Bruker AXS D8 Quest diffractometer with PhotonIII_C14 charge-integrating pixel 
array detector (CPAD)
;
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean 7.4074
_diffrn_reflns_number            24550
_diffrn_reflns_av_unetI/netI     0.0615
_diffrn_reflns_av_R_equivalents  0.0629
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -63
_diffrn_reflns_limit_l_max       65
_diffrn_reflns_theta_min         1.705
_diffrn_reflns_theta_max         81.525
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.920
_diffrn_reflns_point_group_measured_fraction_full 0.979
_reflns_number_total             7943
_reflns_number_gt                6278
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.781
_reflns_Friedel_fraction_max     0.877
_reflns_Friedel_fraction_full    0.957

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'Apex3 v2019.1-0 (Bruker, 2019)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  
;  
SHELXL-2018/3 (Sheldrick, 2015, 2018), 
SHELXLE Rev1030 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0657P)²+0.2007P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.13(3)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         7943
_refine_ls_number_parameters     392
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0740
_refine_ls_R_factor_gt           0.0567
_refine_ls_wR_factor_ref         0.1435
_refine_ls_wR_factor_gt          0.1343
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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 0.66140(19) 0.7838(2) 0.96215(2) 0.0499(3) Uani 1 1 d . . . . .
N1 N -0.1761(6) 1.2721(7) 0.98896(7) 0.0512(9) Uani 1 1 d . . . . .
H1D H -0.287701 1.366145 0.985816 0.077 Uiso 1 1 calc R U . . .
H1E H -0.118082 1.277662 1.005575 0.077 Uiso 1 1 calc R U . . .
H1F H -0.262829 1.165691 0.986363 0.077 Uiso 1 1 calc R U . . .
S2 S 0.2116(2) 1.3114(2) 0.92071(2) 0.0584(3) Uani 1 1 d . . . . .
S3 S 0.2701(3) 1.22861(18) 0.86575(3) 0.0582(3) Uani 1 1 d . . . . .
O1 O 0.5672(7) 0.6093(6) 0.97107(7) 0.0601(9) Uani 1 1 d . . . . .
O2 O 0.9491(5) 0.7889(7) 0.96067(6) 0.0643(10) Uani 1 1 d . . . . .
O3 O 0.5564(7) 0.9348(5) 0.97735(7) 0.0569(9) Uani 1 1 d . . . . .
O4 O -0.1063(9) 1.0970(8) 0.89453(8) 0.0830(13) Uani 1 1 d . . . . .
C1 C 0.5363(8) 0.8145(8) 0.93027(8) 0.0493(11) Uani 1 1 d . . . . .
H1A H 0.345704 0.784599 0.930092 0.059 Uiso 1 1 calc R U . . .
H1B H 0.554678 0.943506 0.925423 0.059 Uiso 1 1 calc R U . . .
C2 C 0.6753(9) 0.6993(7) 0.91040(9) 0.0467(10) Uani 1 1 d . . . . .
H2A H 0.663310 0.570347 0.915498 0.056 Uiso 1 1 calc R U . . .
H2B H 0.864498 0.732812 0.909889 0.056 Uiso 1 1 calc R U . . .
C3 C 0.5551(8) 0.7233(7) 0.88360(8) 0.0470(10) Uani 1 1 d . . . . .
H3A H 0.369161 0.681927 0.883907 0.056 Uiso 1 1 calc R U . . .
H3B H 0.555410 0.853554 0.879101 0.056 Uiso 1 1 calc R U . . .
C4 C 0.7032(8) 0.6188(7) 0.86293(8) 0.0434(9) Uani 1 1 d . . . . .
H4A H 0.706098 0.488878 0.867638 0.052 Uiso 1 1 calc R U . . .
H4B H 0.888195 0.661905 0.862404 0.052 Uiso 1 1 calc R U . . .
C5 C 0.5808(9) 0.6391(7) 0.83614(8) 0.0458(10) Uani 1 1 d . . . . .
H5A H 0.390771 0.608378 0.837128 0.055 Uiso 1 1 calc R U . . .
H5B H 0.594702 0.767278 0.830728 0.055 Uiso 1 1 calc R U . . .
C6 C 0.7097(9) 0.5204(6) 0.81576(8) 0.0433(9) Uani 1 1 d . . . . .
H6A H 0.900014 0.550211 0.814902 0.052 Uiso 1 1 calc R U . . .
H6B H 0.694035 0.392110 0.821084 0.052 Uiso 1 1 calc R U . . .
C7 C 0.5893(9) 0.5422(6) 0.78904(9) 0.0429(9) Uani 1 1 d . . . . .
H7A H 0.612587 0.669293 0.783414 0.051 Uiso 1 1 calc R U . . .
H7B H 0.397316 0.518333 0.790111 0.051 Uiso 1 1 calc R U . . .
C8 C 0.7086(9) 0.4172(6) 0.76868(9) 0.0432(9) Uani 1 1 d . . . . .
H8A H 0.900617 0.441062 0.767582 0.052 Uiso 1 1 calc R U . . .
H8B H 0.685297 0.290063 0.774281 0.052 Uiso 1 1 calc R U . . .
C9 C 0.5872(9) 0.4398(6) 0.74201(9) 0.0432(9) Uani 1 1 d . . . . .
H9A H 0.395017 0.416885 0.743116 0.052 Uiso 1 1 calc R U . . .
H9B H 0.611918 0.566654 0.736327 0.052 Uiso 1 1 calc R U . . .
C10 C 0.7048(8) 0.3143(7) 0.72186(8) 0.0434(9) Uani 1 1 d . . . . .
H10A H 0.679344 0.187412 0.727508 0.052 Uiso 1 1 calc R U . . .
H10B H 0.897187 0.336746 0.720827 0.052 Uiso 1 1 calc R U . . .
C11 C 0.5844(9) 0.3373(6) 0.69505(8) 0.0453(10) Uani 1 1 d . . . . .
H11A H 0.392000 0.314781 0.696077 0.054 Uiso 1 1 calc R U . . .
H11B H 0.609955 0.464068 0.689390 0.054 Uiso 1 1 calc R U . . .
C12 C 0.7025(9) 0.2113(6) 0.67494(9) 0.0452(10) Uani 1 1 d . . . . .
H12A H 0.895026 0.233402 0.673946 0.054 Uiso 1 1 calc R U . . .
H12B H 0.676260 0.084420 0.680549 0.054 Uiso 1 1 calc R U . . .
C13 C 0.5824(9) 0.2354(7) 0.64825(8) 0.0463(10) Uani 1 1 d . . . . .
H13A H 0.608578 0.362375 0.642681 0.056 Uiso 1 1 calc R U . . .
H13B H 0.389926 0.213408 0.649279 0.056 Uiso 1 1 calc R U . . .
C14 C 0.6998(10) 0.1096(7) 0.62792(9) 0.0493(10) Uani 1 1 d . . . . .
H14A H 0.892238 0.131514 0.626827 0.059 Uiso 1 1 calc R U . . .
H14B H 0.673426 -0.017503 0.633422 0.059 Uiso 1 1 calc R U . . .
C15 C 0.5775(10) 0.1354(8) 0.60126(9) 0.0541(12) Uani 1 1 d . . . . .
H15A H 0.603449 0.262511 0.595779 0.065 Uiso 1 1 calc R U . . .
H15B H 0.385085 0.113145 0.602349 0.065 Uiso 1 1 calc R U . . .
C16 C 0.6952(14) 0.0097(8) 0.58086(11) 0.0695(15) Uani 1 1 d . . . . .
H16A H 0.600230 0.025667 0.564519 0.104 Uiso 1 1 calc R U . . .
H16B H 0.678743 -0.116256 0.586578 0.104 Uiso 1 1 calc R U . . .
H16C H 0.882147 0.039215 0.578419 0.104 Uiso 1 1 calc R U . . .
C17 C 0.0555(8) 1.2832(9) 0.97101(9) 0.0557(11) Uani 1 1 d . . . . .
H17A H 0.141741 1.403018 0.972602 0.067 Uiso 1 1 calc R U . . .
H17B H 0.186680 1.188702 0.975443 0.067 Uiso 1 1 calc R U . . .
C18 C -0.0425(9) 1.2560(10) 0.94399(10) 0.0655(15) Uani 1 1 d . . . . .
H18A H -0.198907 1.333689 0.940971 0.079 Uiso 1 1 calc R U . . .
H18B H -0.097183 1.128312 0.941676 0.079 Uiso 1 1 calc R U . . .
C19 C 0.0834(9) 1.1864(8) 0.89420(10) 0.0570(13) Uani 1 1 d . . . . .
C20 C 0.0950(10) 1.0777(7) 0.84359(9) 0.0529(11) Uani 1 1 d . . . . .
H20A H 0.116434 0.950312 0.849160 0.063 Uiso 1 1 calc R U . . .
H20B H -0.095706 1.107009 0.843413 0.063 Uiso 1 1 calc R U . . .
C21 C 0.2124(9) 1.1041(7) 0.81654(9) 0.0489(10) Uani 1 1 d . . . . .
H21A H 0.185170 1.231086 0.811041 0.059 Uiso 1 1 calc R U . . .
H21B H 0.404995 1.081435 0.817248 0.059 Uiso 1 1 calc R U . . .
C22 C 0.0887(9) 0.9790(7) 0.79688(9) 0.0483(10) Uani 1 1 d . . . . .
H22A H -0.103517 1.002720 0.796137 0.058 Uiso 1 1 calc R U . . .
H22B H 0.113848 0.852228 0.802599 0.058 Uiso 1 1 calc R U . . .
C23 C 0.2041(9) 1.0005(6) 0.76976(9) 0.0461(10) Uani 1 1 d . . . . .
H23A H 0.177846 1.127161 0.764061 0.055 Uiso 1 1 calc R U . . .
H23B H 0.396641 0.978029 0.770603 0.055 Uiso 1 1 calc R U . . .
C24 C 0.0845(9) 0.8755(7) 0.74985(9) 0.0467(10) Uani 1 1 d . . . . .
H24A H -0.107917 0.898253 0.748942 0.056 Uiso 1 1 calc R U . . .
H24B H 0.110202 0.748779 0.755566 0.056 Uiso 1 1 calc R U . . .
C25 C 0.2008(9) 0.8970(7) 0.72290(9) 0.0469(10) Uani 1 1 d . . . . .
H25A H 0.175639 1.023800 0.717226 0.056 Uiso 1 1 calc R U . . .
H25B H 0.393175 0.873910 0.723820 0.056 Uiso 1 1 calc R U . . .
C26 C 0.0809(8) 0.7722(7) 0.70284(9) 0.0476(10) Uani 1 1 d . . . . .
H26A H -0.111555 0.794835 0.701892 0.057 Uiso 1 1 calc R U . . .
H26B H 0.106833 0.645170 0.708408 0.057 Uiso 1 1 calc R U . . .
C27 C 0.1989(8) 0.7961(7) 0.67599(8) 0.0475(9) Uani 1 1 d . . . . .
H27A H 0.171790 0.922883 0.670381 0.057 Uiso 1 1 calc R U . . .
H27B H 0.391601 0.774427 0.676980 0.057 Uiso 1 1 calc R U . . .
C28 C 0.0809(9) 0.6704(7) 0.65587(9) 0.0485(11) Uani 1 1 d . . . . .
H28A H -0.111781 0.692104 0.654860 0.058 Uiso 1 1 calc R U . . .
H28B H 0.107842 0.543552 0.661481 0.058 Uiso 1 1 calc R U . . .
C29 C 0.1993(10) 0.6943(7) 0.62902(10) 0.0503(11) Uani 1 1 d . . . . .
H29A H 0.391966 0.672463 0.630039 0.060 Uiso 1 1 calc R U . . .
H29B H 0.172620 0.821185 0.623432 0.060 Uiso 1 1 calc R U . . .
C30 C 0.0809(10) 0.5682(8) 0.60868(10) 0.0548(12) Uani 1 1 d . . . . .
H30A H 0.101872 0.441404 0.614533 0.066 Uiso 1 1 calc R U . . .
H30B H -0.110534 0.593164 0.607159 0.066 Uiso 1 1 calc R U . . .
C31 C 0.2068(11) 0.5883(8) 0.58225(10) 0.0586(12) Uani 1 1 d . . . . .
H31A H 0.178088 0.713510 0.576038 0.070 Uiso 1 1 calc R U . . .
H31B H 0.399654 0.569498 0.583950 0.070 Uiso 1 1 calc R U . . .
C32 C 0.0994(12) 0.4570(9) 0.56225(11) 0.0678(15) Uani 1 1 d . . . . .
H32A H 0.116039 0.332085 0.569003 0.081 Uiso 1 1 calc R U . . .
H32B H -0.090816 0.481849 0.559572 0.081 Uiso 1 1 calc R U . . .
C33 C 0.2392(13) 0.4683(10) 0.53648(12) 0.0758(17) Uani 1 1 d . . . . .
H33A H 0.221523 0.593175 0.529764 0.091 Uiso 1 1 calc R U . . .
H33B H 0.429619 0.444733 0.539271 0.091 Uiso 1 1 calc R U . . .
C34 C 0.1375(15) 0.3381(13) 0.51631(13) 0.094(2) Uani 1 1 d . . . . .
H34A H -0.054010 0.358753 0.513826 0.113 Uiso 1 1 calc R U . . .
H34B H 0.161182 0.212762 0.522672 0.113 Uiso 1 1 calc R U . . .
C35 C 0.2761(18) 0.3571(15) 0.49032(16) 0.113(3) Uani 1 1 d . . . . .
H35A H 0.204225 0.267867 0.478191 0.170 Uiso 1 1 calc R U . . .
H35B H 0.465898 0.336216 0.492580 0.170 Uiso 1 1 calc R U . . .
H35C H 0.247187 0.479291 0.483511 0.170 Uiso 1 1 calc R U . . .


_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 1.451(4) . ?
S1 O2 1.460(3) . ?
S1 O3 1.466(4) . ?
S1 C1 1.782(4) . ?
N1 C17 1.502(6) . ?
N1 H1D 0.9100 . ?
N1 H1E 0.9100 . ?
N1 H1F 0.9100 . ?
S2 C19 1.777(5) . ?
S2 C18 1.814(5) . ?
S3 C19 1.782(6) . ?
S3 C20 1.828(5) . ?
O4 C19 1.166(7) . ?
C1 C2 1.512(7) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.525(6) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.520(6) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.526(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.522(6) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.520(6) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.528(6) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.520(6) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.519(6) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.525(6) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.521(6) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.520(6) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.527(7) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.524(6) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.529(8) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.498(7) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C20 C21 1.537(7) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.510(7) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.532(7) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.510(6) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.526(7) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.515(6) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.526(6) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.518(7) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 C29 1.527(7) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.528(7) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.520(8) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.519(8) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.516(9) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.510(10) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.527(11) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 111.6(3) . . ?
O1 S1 O3 112.6(2) . . ?
O2 S1 O3 111.9(2) . . ?
O1 S1 C1 107.0(2) . . ?
O2 S1 C1 107.5(2) . . ?
O3 S1 C1 105.9(2) . . ?
C17 N1 H1D 109.5 . . ?
C17 N1 H1E 109.5 . . ?
H1D N1 H1E 109.5 . . ?
C17 N1 H1F 109.5 . . ?
H1D N1 H1F 109.5 . . ?
H1E N1 H1F 109.5 . . ?
C19 S2 C18 98.0(3) . . ?
C19 S3 C20 99.0(3) . . ?
C2 C1 S1 113.3(3) . . ?
C2 C1 H1A 108.9 . . ?
S1 C1 H1A 108.9 . . ?
C2 C1 H1B 108.9 . . ?
S1 C1 H1B 108.9 . . ?
H1A C1 H1B 107.7 . . ?
C1 C2 C3 111.7(4) . . ?
C1 C2 H2A 109.3 . . ?
C3 C2 H2A 109.3 . . ?
C1 C2 H2B 109.3 . . ?
C3 C2 H2B 109.3 . . ?
H2A C2 H2B 107.9 . . ?
C4 C3 C2 112.7(4) . . ?
C4 C3 H3A 109.0 . . ?
C2 C3 H3A 109.0 . . ?
C4 C3 H3B 109.0 . . ?
C2 C3 H3B 109.0 . . ?
H3A C3 H3B 107.8 . . ?
C3 C4 C5 113.0(4) . . ?
C3 C4 H4A 109.0 . . ?
C5 C4 H4A 109.0 . . ?
C3 C4 H4B 109.0 . . ?
C5 C4 H4B 109.0 . . ?
H4A C4 H4B 107.8 . . ?
C6 C5 C4 113.6(4) . . ?
C6 C5 H5A 108.8 . . ?
C4 C5 H5A 108.8 . . ?
C6 C5 H5B 108.8 . . ?
C4 C5 H5B 108.8 . . ?
H5A C5 H5B 107.7 . . ?
C7 C6 C5 113.6(4) . . ?
C7 C6 H6A 108.9 . . ?
C5 C6 H6A 108.9 . . ?
C7 C6 H6B 108.9 . . ?
C5 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
C6 C7 C8 114.0(4) . . ?
C6 C7 H7A 108.7 . . ?
C8 C7 H7A 108.7 . . ?
C6 C7 H7B 108.7 . . ?
C8 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
C9 C8 C7 113.7(4) . . ?
C9 C8 H8A 108.8 . . ?
C7 C8 H8A 108.8 . . ?
C9 C8 H8B 108.8 . . ?
C7 C8 H8B 108.8 . . ?
H8A C8 H8B 107.7 . . ?
C10 C9 C8 113.6(4) . . ?
C10 C9 H9A 108.9 . . ?
C8 C9 H9A 108.9 . . ?
C10 C9 H9B 108.9 . . ?
C8 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
C9 C10 C11 113.7(4) . . ?
C9 C10 H10A 108.8 . . ?
C11 C10 H10A 108.8 . . ?
C9 C10 H10B 108.8 . . ?
C11 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
C12 C11 C10 113.5(4) . . ?
C12 C11 H11A 108.9 . . ?
C10 C11 H11A 108.9 . . ?
C12 C11 H11B 108.9 . . ?
C10 C11 H11B 108.9 . . ?
H11A C11 H11B 107.7 . . ?
C13 C12 C11 113.3(4) . . ?
C13 C12 H12A 108.9 . . ?
C11 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
C11 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C12 C13 C14 113.7(4) . . ?
C12 C13 H13A 108.8 . . ?
C14 C13 H13A 108.8 . . ?
C12 C13 H13B 108.8 . . ?
C14 C13 H13B 108.8 . . ?
H13A C13 H13B 107.7 . . ?
C15 C14 C13 113.1(4) . . ?
C15 C14 H14A 109.0 . . ?
C13 C14 H14A 109.0 . . ?
C15 C14 H14B 109.0 . . ?
C13 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
C14 C15 C16 113.1(5) . . ?
C14 C15 H15A 109.0 . . ?
C16 C15 H15A 109.0 . . ?
C14 C15 H15B 109.0 . . ?
C16 C15 H15B 109.0 . . ?
H15A C15 H15B 107.8 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 N1 108.3(4) . . ?
C18 C17 H17A 110.0 . . ?
N1 C17 H17A 110.0 . . ?
C18 C17 H17B 110.0 . . ?
N1 C17 H17B 110.0 . . ?
H17A C17 H17B 108.4 . . ?
C17 C18 S2 111.0(3) . . ?
C17 C18 H18A 109.4 . . ?
S2 C18 H18A 109.4 . . ?
C17 C18 H18B 109.4 . . ?
S2 C18 H18B 109.4 . . ?
H18A C18 H18B 108.0 . . ?
O4 C19 S2 125.6(4) . . ?
O4 C19 S3 123.4(4) . . ?
S2 C19 S3 110.8(3) . . ?
C21 C20 S3 107.9(3) . . ?
C21 C20 H20A 110.1 . . ?
S3 C20 H20A 110.1 . . ?
C21 C20 H20B 110.1 . . ?
S3 C20 H20B 110.1 . . ?
H20A C20 H20B 108.4 . . ?
C22 C21 C20 112.2(4) . . ?
C22 C21 H21A 109.2 . . ?
C20 C21 H21A 109.2 . . ?
C22 C21 H21B 109.2 . . ?
C20 C21 H21B 109.2 . . ?
H21A C21 H21B 107.9 . . ?
C21 C22 C23 113.4(4) . . ?
C21 C22 H22A 108.9 . . ?
C23 C22 H22A 108.9 . . ?
C21 C22 H22B 108.9 . . ?
C23 C22 H22B 108.9 . . ?
H22A C22 H22B 107.7 . . ?
C24 C23 C22 114.2(4) . . ?
C24 C23 H23A 108.7 . . ?
C22 C23 H23A 108.7 . . ?
C24 C23 H23B 108.7 . . ?
C22 C23 H23B 108.7 . . ?
H23A C23 H23B 107.6 . . ?
C23 C24 C25 114.0(4) . . ?
C23 C24 H24A 108.7 . . ?
C25 C24 H24A 108.7 . . ?
C23 C24 H24B 108.7 . . ?
C25 C24 H24B 108.7 . . ?
H24A C24 H24B 107.6 . . ?
C26 C25 C24 114.2(4) . . ?
C26 C25 H25A 108.7 . . ?
C24 C25 H25A 108.7 . . ?
C26 C25 H25B 108.7 . . ?
C24 C25 H25B 108.7 . . ?
H25A C25 H25B 107.6 . . ?
C25 C26 C27 113.5(4) . . ?
C25 C26 H26A 108.9 . . ?
C27 C26 H26A 108.9 . . ?
C25 C26 H26B 108.9 . . ?
C27 C26 H26B 108.9 . . ?
H26A C26 H26B 107.7 . . ?
C28 C27 C26 113.7(4) . . ?
C28 C27 H27A 108.8 . . ?
C26 C27 H27A 108.8 . . ?
C28 C27 H27B 108.8 . . ?
C26 C27 H27B 108.8 . . ?
H27A C27 H27B 107.7 . . ?
C27 C28 C29 113.6(4) . . ?
C27 C28 H28A 108.8 . . ?
C29 C28 H28A 108.8 . . ?
C27 C28 H28B 108.8 . . ?
C29 C28 H28B 108.8 . . ?
H28A C28 H28B 107.7 . . ?
C28 C29 C30 113.8(4) . . ?
C28 C29 H29A 108.8 . . ?
C30 C29 H29A 108.8 . . ?
C28 C29 H29B 108.8 . . ?
C30 C29 H29B 108.8 . . ?
H29A C29 H29B 107.7 . . ?
C31 C30 C29 113.4(4) . . ?
C31 C30 H30A 108.9 . . ?
C29 C30 H30A 108.9 . . ?
C31 C30 H30B 108.9 . . ?
C29 C30 H30B 108.9 . . ?
H30A C30 H30B 107.7 . . ?
C32 C31 C30 113.7(5) . . ?
C32 C31 H31A 108.8 . . ?
C30 C31 H31A 108.8 . . ?
C32 C31 H31B 108.8 . . ?
C30 C31 H31B 108.8 . . ?
H31A C31 H31B 107.7 . . ?
C33 C32 C31 113.5(5) . . ?
C33 C32 H32A 108.9 . . ?
C31 C32 H32A 108.9 . . ?
C33 C32 H32B 108.9 . . ?
C31 C32 H32B 108.9 . . ?
H32A C32 H32B 107.7 . . ?
C34 C33 C32 114.6(6) . . ?
C34 C33 H33A 108.6 . . ?
C32 C33 H33A 108.6 . . ?
C34 C33 H33B 108.6 . . ?
C32 C33 H33B 108.6 . . ?
H33A C33 H33B 107.6 . . ?
C33 C34 C35 113.3(7) . . ?
C33 C34 H34A 108.9 . . ?
C35 C34 H34A 108.9 . . ?
C33 C34 H34B 108.9 . . ?
C35 C34 H34B 108.9 . . ?
H34A C34 H34B 107.7 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 C1 C2 -73.9(4) . . . . ?
O2 S1 C1 C2 46.1(5) . . . . ?
O3 S1 C1 C2 165.8(3) . . . . ?
S1 C1 C2 C3 177.6(3) . . . . ?
C1 C2 C3 C4 176.1(4) . . . . ?
C2 C3 C4 C5 178.8(4) . . . . ?
C3 C4 C5 C6 -174.1(4) . . . . ?
C4 C5 C6 C7 -179.4(4) . . . . ?
C5 C6 C7 C8 -177.3(4) . . . . ?
C6 C7 C8 C9 180.0(4) . . . . ?
C7 C8 C9 C10 -179.5(4) . . . . ?
C8 C9 C10 C11 -179.7(4) . . . . ?
C9 C10 C11 C12 -180.0(4) . . . . ?
C10 C11 C12 C13 -179.8(4) . . . . ?
C11 C12 C13 C14 180.0(4) . . . . ?
C12 C13 C14 C15 -180.0(4) . . . . ?
C13 C14 C15 C16 179.9(5) . . . . ?
N1 C17 C18 S2 168.7(4) . . . . ?
C19 S2 C18 C17 158.8(5) . . . . ?
C18 S2 C19 O4 -1.7(6) . . . . ?
C18 S2 C19 S3 173.8(3) . . . . ?
C20 S3 C19 O4 -6.1(6) . . . . ?
C20 S3 C19 S2 178.3(3) . . . . ?
C19 S3 C20 C21 175.5(3) . . . . ?
S3 C20 C21 C22 177.5(3) . . . . ?
C20 C21 C22 C23 -179.3(4) . . . . ?
C21 C22 C23 C24 179.5(4) . . . . ?
C22 C23 C24 C25 -179.8(4) . . . . ?
C23 C24 C25 C26 -179.8(4) . . . . ?
C24 C25 C26 C27 179.8(4) . . . . ?
C25 C26 C27 C28 179.6(4) . . . . ?
C26 C27 C28 C29 -179.9(4) . . . . ?
C27 C28 C29 C30 -179.9(4) . . . . ?
C28 C29 C30 C31 -177.9(4) . . . . ?
C29 C30 C31 C32 177.2(5) . . . . ?
C30 C31 C32 C33 -175.8(5) . . . . ?
C31 C32 C33 C34 179.6(6) . . . . ?
C32 C33 C34 C35 178.1(7) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1D O1 0.91 2.08 2.957(6) 160.3 1_465 yes
N1 H1D O3 0.91 2.40 2.868(5) 111.8 2_557 yes
N1 H1E S1 0.91 2.85 3.631(3) 144.6 2_657 yes
N1 H1E O2 0.91 1.95 2.852(4) 172.8 2_657 yes
N1 H1F O3 0.91 1.99 2.898(6) 174.8 1_455 yes

_refine_diff_density_max         0.296
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.049



