# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_Re-1
_database_code_depnum_ccdc_archive 'CCDC 2384422'
loop_
_audit_author_name
_audit_author_address
'Olivier Blacque'
;Department of Chemistry, University of Zurich
Switzerland
;
_audit_update_record             
;
2024-09-16 deposited with the CCDC.	2025-02-26 downloaded from the CCDC.
;

_refine_special_details          
;
The ethyl group is disordered over two sets of positions 
with site-occupancy factors of 0.490(12) and 0.510(12).
;

_audit_creation_date             2022-04-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;

_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10 H17 N2 O4 Re S2'
_chemical_formula_sum            'C10 H17 N2 O4 Re S2'
_chemical_formula_weight         479.57
_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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -5.2083 5.8923 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.79663(15)
_cell_length_b                   10.5671(2)
_cell_length_c                   18.0745(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.4253(18)
_cell_angle_gamma                90
_cell_volume                     1459.62(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10710
_cell_measurement_temperature    160(1)
_cell_measurement_theta_max      78.9480
_cell_measurement_theta_min      2.5190
_shelx_estimated_absorpt_T_max   0.349
_shelx_estimated_absorpt_T_min   0.228
_exptl_absorpt_coefficient_mu    19.077
_exptl_absorpt_correction_T_max  0.408
_exptl_absorpt_correction_T_min  0.211
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.122a (Rigaku Oxford Diffraction, 2021)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    2.182
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             920
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.0332
-1 0 0 0.0332
0 1 0 0.0392
0 -1 0 0.0692
0 0 -1 0.0592
0 0 1 0.0272

_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.07

_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_av_unetI/netI     0.0195
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            14212
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.229
_diffrn_reflns_theta_min         4.873
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      160(1)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     91.00 178.00   0.50    0.07    --  113.25  77.00   0.00  174
  2  ω     93.00 178.00   0.50    0.07    --  113.25  71.00 106.00  170
  3  ω    -68.00  24.00   0.50    0.05    --  -48.28  71.00 106.00  184
  4  ω    -96.00 -19.00   0.50    0.07    --  -91.75  71.00 106.00  154
  5  ω    -74.00 -19.00   0.50    0.07    --  -91.75  61.00 -60.00  110
  6  ω     28.00 120.00   0.50    0.05    --   48.28  71.00 106.00  184
  7  ω    101.00 178.00   0.50    0.07    --  113.25  30.00  60.00  154
  8  ω    100.00 178.00   0.50    0.07    --  113.25  15.00-180.00  156
  9  ω     42.00 105.00   0.50    0.07    --  113.25 -95.00-180.00  126
 10  ω     42.00 106.00   0.50    0.07    --  113.25 -95.00-150.00  128
 11  ω     42.00 106.00   0.50    0.07    --  113.25 -95.00 -90.00  128
 12  ω     42.00 111.00   0.50    0.07    --  113.25-125.00   0.00  138
 13  ω     42.00 106.00   0.50    0.07    --  113.25 -95.00  30.00  128
 14  ω     42.00 136.00   0.50    0.07    --  113.25 -77.00  30.00  188
 15  ω     42.00  74.00   0.50    0.07    --  113.25 -61.00 120.00   64
 16  ω     42.00  74.00   0.50    0.07    --  113.25 -61.00  30.00   64
 17  ω     42.00  74.00   0.50    0.07    --  113.25 -61.00  60.00   64
 18  ω     42.00  96.00   0.50    0.07    --  113.25 -71.00 -24.00  108
 19  ω    -23.00  69.00   0.50    0.05    --   48.28 -71.00 -24.00  184
 20  ω     42.00  74.00   0.50    0.07    --  113.25 -61.00  90.00   64
 21  ω     42.00  74.00   0.50    0.07    --  113.25 -61.00 -90.00   64
 22  ω     42.00  74.00   0.50    0.07    --  113.25 -61.00-180.00   64
 23  ω   -120.00 -28.00   0.50    0.05    --  -48.28 -71.00 -24.00  184
 24  ω   -163.00 -71.00   0.50    0.07    --  -91.75 -71.00 -24.00  184
 25  ω   -120.00 -73.00   0.50    0.05    --  -48.28-125.00 120.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0677223000
_diffrn_orient_matrix_UB_12      -0.0876129000
_diffrn_orient_matrix_UB_13      0.0561225000
_diffrn_orient_matrix_UB_21      0.1723756000
_diffrn_orient_matrix_UB_22      -0.0752718000
_diffrn_orient_matrix_UB_23      0.0119717000
_diffrn_orient_matrix_UB_31      0.0796406000
_diffrn_orient_matrix_UB_32      0.0888370000
_diffrn_orient_matrix_UB_33      0.0653781000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2638
_reflns_number_total             2676
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_refine_diff_density_max         0.847
_refine_diff_density_min         -1.124
_refine_diff_density_rms         0.108
_refine_ls_extinction_coef       0.00023(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL (Sheldrick, 2015b)'
_refine_ls_goodness_of_fit_ref   1.276
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     194
_refine_ls_number_reflns         2676
_refine_ls_number_restraints     63
_refine_ls_R_factor_all          0.0271
_refine_ls_R_factor_gt           0.0266
_refine_ls_restrained_S_all      1.272
_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)+6.9084P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0578
_refine_ls_wR_factor_ref         0.0580

_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C10A-C9A = C9B-C10B
 1.5 with sigma of 0.01
 O4-C9B \\sim O4-C9A
 with sigma of 0.005
3. Uiso/Uaniso restraints and constraints
O4 \\sim C9A \\sim C10A \\sim C9B \\sim C10B: within 3A with sigma of 0.005 and
sigma for terminal atoms of 0.01 within 3A
4. Others
 Sof(C9B)=Sof(H9C)=Sof(H9D)=Sof(C10B)=Sof(H10D)=Sof(H10E)=Sof(H10F)=1-FVAR(1)
 Sof(C9A)=Sof(H9A)=Sof(H9B)=Sof(C10A)=Sof(H10A)=Sof(H10B)=Sof(H10C)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B),
 C9A(H9A,H9B), C9B(H9C,H9D)
5.b Idealised Me refined as rotating group:
 C10A(H10A,H10B,H10C), C10B(H10D,H10E,H10F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6876(8) 0.5304(6) 0.1109(3) 0.0377(13) Uani 1 1 d . . . . .
H1A H 0.753396 0.485649 0.077247 0.045 Uiso 1 1 calc R U . . .
H1B H 0.683402 0.621502 0.097872 0.045 Uiso 1 1 calc R U . . .
C2 C 0.7767(7) 0.5123(5) 0.1921(3) 0.0332(12) Uani 1 1 d . . . . .
H2A H 0.815572 0.423311 0.200557 0.040 Uiso 1 1 calc R U . . .
H2B H 0.881027 0.567549 0.204137 0.040 Uiso 1 1 calc R U . . .
C3 C 0.7237(6) 0.5542(5) 0.3168(3) 0.0278(11) Uani 1 1 d . . . . .
C4 C 0.5931(6) 0.5835(5) 0.3662(3) 0.0270(11) Uani 1 1 d . . . . .
H4A H 0.626046 0.537335 0.414594 0.032 Uiso 1 1 calc R U . . .
H4B H 0.595803 0.675273 0.377488 0.032 Uiso 1 1 calc R U . . .
C5 C 0.3703(7) 0.4150(5) 0.3527(3) 0.0274(11) Uani 1 1 d . . . . .
H5A H 0.466472 0.356485 0.347780 0.033 Uiso 1 1 calc R U . . .
H5B H 0.360008 0.416963 0.406456 0.033 Uiso 1 1 calc R U . . .
C6 C 0.2013(7) 0.3684(5) 0.3051(3) 0.0308(11) Uani 1 1 d . . . . .
H6A H 0.102386 0.420186 0.314950 0.037 Uiso 1 1 calc R U . . .
H6B H 0.180653 0.279400 0.317989 0.037 Uiso 1 1 calc R U . . .
C7 C 0.2810(6) 0.6418(5) 0.3442(3) 0.0236(10) Uani 1 1 d . . . . .
H7A H 0.163255 0.616621 0.316747 0.028 Uiso 1 1 calc R U . . .
H7B H 0.308698 0.724711 0.323849 0.028 Uiso 1 1 calc R U . . .
C8 C 0.2746(7) 0.6583(5) 0.4264(3) 0.0296(11) Uani 1 1 d . . . . .
N1 N 0.6528(5) 0.5441(4) 0.2415(2) 0.0254(9) Uani 1 1 d . . . . .
N2 N 0.4116(5) 0.5460(4) 0.3279(2) 0.0211(8) Uani 1 1 d . . . . .
O1 O 0.2972(5) 0.6895(4) 0.18323(19) 0.0328(8) Uani 1 1 d . . . . .
O2 O 0.8788(5) 0.5427(4) 0.3444(2) 0.0385(9) Uani 1 1 d . . . . .
O3 O 0.3661(7) 0.6080(5) 0.4790(2) 0.0536(12) Uani 1 1 d . . . . .
O4 O 0.1531(5) 0.7424(4) 0.4323(2) 0.0390(9) Uani 1 1 d D U . . .
Re1 Re 0.39570(3) 0.54842(2) 0.20566(2) 0.02297(9) Uani 1 1 d . . . . .
S1 S 0.46558(18) 0.46681(14) 0.09848(7) 0.0341(3) Uani 1 1 d . . . . .
S2 S 0.21490(16) 0.38003(13) 0.20529(7) 0.0317(3) Uani 1 1 d . . . . .
C9A C 0.1357(19) 0.7489(16) 0.5121(4) 0.0434(19) Uani 0.490(12) 1 d D U P A 1
H9A H 0.238199 0.791763 0.543091 0.052 Uiso 0.490(12) 1 calc R U P A 1
H9B H 0.125159 0.663124 0.532668 0.052 Uiso 0.490(12) 1 calc R U P A 1
C10A C -0.0269(17) 0.8235(15) 0.5109(8) 0.056(3) Uani 0.490(12) 1 d D U P A 1
H10A H -0.016380 0.906057 0.487548 0.084 Uiso 0.490(12) 1 calc R U P A 1
H10B H -0.044088 0.835641 0.562688 0.084 Uiso 0.490(12) 1 calc R U P A 1
H10C H -0.127226 0.777719 0.481712 0.084 Uiso 0.490(12) 1 calc R U P A 1
C9B C 0.119(2) 0.7858(14) 0.5056(5) 0.0430(19) Uani 0.510(12) 1 d D U P A 2
H9C H 0.083614 0.875888 0.502555 0.052 Uiso 0.510(12) 1 calc R U P A 2
H9D H 0.225951 0.776834 0.545324 0.052 Uiso 0.510(12) 1 calc R U P A 2
C10B C -0.0236(17) 0.7054(14) 0.5232(7) 0.055(2) Uani 0.510(12) 1 d D U P A 2
H10D H -0.048281 0.729975 0.572331 0.083 Uiso 0.510(12) 1 calc R U P A 2
H10E H 0.012349 0.616440 0.524820 0.083 Uiso 0.510(12) 1 calc R U P A 2
H10F H -0.129093 0.716811 0.484107 0.083 Uiso 0.510(12) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.507(8) . ?
C1 S1 1.829(6) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 N1 1.478(6) . ?
C3 C4 1.513(7) . ?
C3 N1 1.368(7) . ?
C3 O2 1.219(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 N2 1.501(6) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.507(7) . ?
C5 N2 1.509(6) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 S2 1.832(5) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.507(7) . ?
C7 N2 1.505(6) . ?
C8 O3 1.195(7) . ?
C8 O4 1.318(6) . ?
N1 Re1 1.982(4) . ?
N2 Re1 2.189(4) . ?
O1 Re1 1.689(4) . ?
O4 C9A 1.475(7) . ?
O4 C9B 1.474(7) . ?
Re1 S1 2.2828(12) . ?
Re1 S2 2.2692(13) . ?
C9A H9A 0.9900 . ?
C9A H9B 0.9900 . ?
C9A C10A 1.489(9) . ?
C10A H10A 0.9800 . ?
C10A H10B 0.9800 . ?
C10A H10C 0.9800 . ?
C9B H9C 0.9900 . ?
C9B H9D 0.9900 . ?
C9B C10B 1.484(9) . ?
C10B H10D 0.9800 . ?
C10B H10E 0.9800 . ?
C10B H10F 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
H1A C1 H1B 108.4 . . ?
C2 C1 H1A 110.0 . . ?
C2 C1 H1B 110.0 . . ?
C2 C1 S1 108.4(4) . . ?
S1 C1 H1A 110.0 . . ?
S1 C1 H1B 110.0 . . ?
C1 C2 H2A 109.8 . . ?
C1 C2 H2B 109.8 . . ?
H2A C2 H2B 108.3 . . ?
N1 C2 C1 109.2(4) . . ?
N1 C2 H2A 109.8 . . ?
N1 C2 H2B 109.8 . . ?
N1 C3 C4 114.6(4) . . ?
O2 C3 C4 120.6(5) . . ?
O2 C3 N1 124.8(5) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 108.0 . . ?
N2 C4 C3 110.9(4) . . ?
N2 C4 H4A 109.5 . . ?
N2 C4 H4B 109.5 . . ?
H5A C5 H5B 108.2 . . ?
C6 C5 H5A 109.6 . . ?
C6 C5 H5B 109.6 . . ?
C6 C5 N2 110.1(4) . . ?
N2 C5 H5A 109.6 . . ?
N2 C5 H5B 109.6 . . ?
C5 C6 H6A 109.9 . . ?
C5 C6 H6B 109.9 . . ?
C5 C6 S2 109.1(3) . . ?
H6A C6 H6B 108.3 . . ?
S2 C6 H6A 109.9 . . ?
S2 C6 H6B 109.9 . . ?
H7A C7 H7B 107.5 . . ?
C8 C7 H7A 108.5 . . ?
C8 C7 H7B 108.5 . . ?
N2 C7 H7A 108.5 . . ?
N2 C7 H7B 108.5 . . ?
N2 C7 C8 115.3(4) . . ?
O3 C8 C7 127.0(5) . . ?
O3 C8 O4 124.1(5) . . ?
O4 C8 C7 108.8(4) . . ?
C2 N1 Re1 123.2(3) . . ?
C3 N1 C2 115.8(4) . . ?
C3 N1 Re1 120.4(3) . . ?
C4 N2 C5 110.0(4) . . ?
C4 N2 C7 110.2(4) . . ?
C4 N2 Re1 108.8(3) . . ?
C5 N2 Re1 109.8(3) . . ?
C7 N2 C5 111.5(4) . . ?
C7 N2 Re1 106.5(3) . . ?
C8 O4 C9A 108.5(6) . . ?
C8 O4 C9B 122.8(7) . . ?
N1 Re1 N2 79.54(15) . . ?
N1 Re1 S1 82.69(12) . . ?
N1 Re1 S2 124.79(13) . . ?
N2 Re1 S1 151.30(11) . . ?
N2 Re1 S2 84.54(11) . . ?
O1 Re1 N1 118.76(18) . . ?
O1 Re1 N2 100.63(15) . . ?
O1 Re1 S1 107.66(12) . . ?
O1 Re1 S2 116.02(14) . . ?
S2 Re1 S1 87.36(5) . . ?
C1 S1 Re1 97.84(18) . . ?
C6 S2 Re1 101.94(17) . . ?
O4 C9A H9A 110.8 . . ?
O4 C9A H9B 110.8 . . ?
O4 C9A C10A 104.7(9) . . ?
H9A C9A H9B 108.9 . . ?
C10A C9A H9A 110.8 . . ?
C10A C9A H9B 110.8 . . ?
C9A C10A H10A 109.5 . . ?
C9A C10A H10B 109.5 . . ?
C9A C10A H10C 109.5 . . ?
H10A C10A H10B 109.5 . . ?
H10A C10A H10C 109.5 . . ?
H10B C10A H10C 109.5 . . ?
O4 C9B H9C 110.4 . . ?
O4 C9B H9D 110.4 . . ?
O4 C9B C10B 106.8(9) . . ?
H9C C9B H9D 108.6 . . ?
C10B C9B H9C 110.4 . . ?
C10B C9B H9D 110.4 . . ?
C9B C10B H10D 109.5 . . ?
C9B C10B H10E 109.5 . . ?
C9B C10B H10F 109.5 . . ?
H10D C10B H10E 109.5 . . ?
H10D C10B H10F 109.5 . . ?
H10E C10B H10F 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
C5 H5B O3 0.99 2.40 3.065(7) 123.8 . 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
C1 C2 N1 C3 -168.7(5) . . . . ?
C1 C2 N1 Re1 19.9(6) . . . . ?
C2 C1 S1 Re1 43.7(4) . . . . ?
C3 C4 N2 C5 94.8(5) . . . . ?
C3 C4 N2 C7 -141.9(4) . . . . ?
C3 C4 N2 Re1 -25.5(5) . . . . ?
C4 C3 N1 C2 -178.5(4) . . . . ?
C4 C3 N1 Re1 -6.8(6) . . . . ?
C5 C6 S2 Re1 -30.4(4) . . . . ?
C6 C5 N2 C4 -170.5(4) . . . . ?
C6 C5 N2 C7 66.9(5) . . . . ?
C6 C5 N2 Re1 -50.9(4) . . . . ?
C7 C8 O4 C9A 174.6(8) . . . . ?
C7 C8 O4 C9B -176.6(7) . . . . ?
C8 C7 N2 C4 -60.4(5) . . . . ?
C8 C7 N2 C5 62.1(5) . . . . ?
C8 C7 N2 Re1 -178.2(3) . . . . ?
C8 O4 C9A C10A -168.3(11) . . . . ?
C8 O4 C9B C10B -94.0(12) . . . . ?
N1 C3 C4 N2 22.1(6) . . . . ?
N2 C5 C6 S2 53.8(5) . . . . ?
N2 C7 C8 O3 3.5(8) . . . . ?
N2 C7 C8 O4 -178.7(4) . . . . ?
O2 C3 C4 N2 -158.7(5) . . . . ?
O2 C3 N1 C2 2.3(8) . . . . ?
O2 C3 N1 Re1 174.0(4) . . . . ?
O3 C8 O4 C9A -7.4(11) . . . . ?
O3 C8 O4 C9B 1.3(10) . . . . ?
S1 C1 C2 N1 -42.4(5) . . . . ?

####################################################################### 
# 
# 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_dm2204_new
_database_code_depnum_ccdc_archive 'CCDC 2384423'
loop_
_audit_author_name
_audit_author_address
'Olivier Blacque'
;Department of Chemistry, University of Zurich
Switzerland
;
_audit_update_record             
;
2024-09-16 deposited with the CCDC.	2025-02-26 downloaded from the CCDC.
;
_audit_creation_date             2024-09-16
_audit_creation_method           
;
Olex2 1.5-ac6-012
(compiled 2023.08.24 svn.re1ec1418 for Rigaku Oxford Diffraction, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 H13 N2 O4 Re S2'
_chemical_formula_sum            'C8 H13 N2 O4 Re S2'
_chemical_formula_weight         451.52
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C8 H13 N2 O4 Re S2'
_chemical_oxdiff_usercomment     'sample DM079'
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'
Re Re -5.2083 5.8923 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'

_cell_length_a                   27.8226(4)
_cell_length_b                   20.2490(3)
_cell_length_c                   8.86174(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4992.52(13)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    2954
_cell_measurement_temperature    160.0(1)
_cell_measurement_theta_max      79.2750
_cell_measurement_theta_min      5.3950
_shelx_estimated_absorpt_T_max   0.305
_shelx_estimated_absorpt_T_min   0.095
_exptl_absorpt_coefficient_mu    22.251
_exptl_absorpt_correction_T_max  0.410
_exptl_absorpt_correction_T_min  0.127
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.136a (Rigaku Oxford Diffraction, 2024)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.403
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             3424
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 -1 0 0.0355
-4 5 0 0.0325
5 1 0 0.0807
2 3 5 0.0655
-5 -2 0 0.0862
-5 -2 -2 0.0437
5 5 -1 0.0848
3 -5 -1 0.0157
0 -1 0 0.0493
-5 5 -1 0.0285

_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.07
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.9990 -0.9986 0.0003 -0.0095 0.0906 -0.0234
-3.9967 4.9931 -0.0011 0.0141 -0.4329 0.0777
4.9920 1.0006 0.0011 -0.1920 0.0306 -0.2114
2.0043 3.0079 4.9976 -0.7739 -0.0855 0.4622
-4.9914 -1.9995 -0.0011 0.2161 0.0398 0.2272
-4.9950 -2.0037 -2.0000 0.4699 0.0057 -0.0079
4.9881 4.9941 -0.9984 -0.1613 -0.2682 -0.3920
2.9964 -4.9956 -0.9986 0.1464 0.3956 -0.1561
0.0005 -0.9989 0.0000 0.0241 0.0704 0.0158
-4.9969 4.9907 -1.0008 0.1746 -0.4702 -0.0007

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0352
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            12564
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.238
_diffrn_reflns_theta_min         5.404
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      160.0(1)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -161.00 -76.00   0.50    0.10    --  -90.00 -60.00  79.00  170
  2  ω   -123.00 -37.00   0.50    0.05    --  -50.90 -60.00  79.00  172
  3  ω     41.00 132.00   0.50    0.10    --  111.50 -77.00-150.00  182
  4  ω     41.00  67.00   0.50    0.10    --  111.50 -61.00-180.00   52
  5  ω     41.00  74.00   0.50    0.10    --  111.50 -61.00  30.00   66
  6  ω     41.00  69.00   0.50    0.10    --  111.50 -61.00 -90.00   56
  7  ω     46.00  74.00   0.50    0.10    --  111.50 -61.00 -60.00   56
  8  ω     47.00  72.00   0.50    0.10    --  111.50 -61.00-120.00   50
  9  ω     41.00  72.00   0.50    0.10    --  111.50 -60.00  79.00   62
 10  ω    -20.00  65.00   0.50    0.05    --   50.90 -60.00  79.00  170
 11  ω     41.00  74.00   0.50    0.10    --  111.50 -61.00 150.00   66
 12  ω    153.00 178.00   0.50    0.10    --  111.50 125.00 -60.00   50
 13  ω     95.00 132.00   0.50    0.10    --  111.50 125.00 -60.00   74
 14  ω    -21.00  16.00   0.50    0.05    --   50.90 -19.00-150.00   74
 15  ω     41.00 105.00   0.50    0.10    --  111.50-125.00   0.00  128
 16  ω     42.00  78.00   0.50    0.10    --  111.50 -95.00 -90.00   72
 17  ω     43.00  69.00   0.50    0.10    --  111.50-125.00 -60.00   52
 18  ω     67.00 104.00   0.50    0.10    --  111.50 -95.00   0.00   74
 19  ω    107.00 178.00   0.50    0.10    --  111.50  15.00 150.00  142
 20  ω    125.00 174.00   0.50    0.10    --  111.50  30.00  90.00   98
 21  ω    104.00 178.00   0.50    0.10    --  111.50  30.00   0.00  148
 22  ω     98.00 178.00   0.50    0.10    --  111.50  60.00-141.00  160
 23  ω    104.00 178.00   0.50    0.10    --  111.50  30.00-180.00  148
 24  ω     37.00 123.00   0.50    0.05    --   50.90  60.00-141.00  172
 25  ω    -65.00  21.00   0.50    0.05    --  -50.90  60.00-141.00  172
 26  ω    -72.00 -18.00   0.50    0.10    --  -90.00  60.00-141.00  108
 27  ω    -16.00  23.00   0.50    0.05    --  -50.90  19.00-150.00   78
 28  ω    -49.00 -18.00   0.50    0.10    --  -90.00  45.00  30.00   62
 29  ω    -49.00 -18.00   0.50    0.10    --  -90.00  45.00  60.00   62
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0336032000
_diffrn_orient_matrix_UB_12      -0.0241029000
_diffrn_orient_matrix_UB_13      -0.1268635000
_diffrn_orient_matrix_UB_21      0.0202534000
_diffrn_orient_matrix_UB_22      -0.0704885000
_diffrn_orient_matrix_UB_23      0.0172024000
_diffrn_orient_matrix_UB_31      -0.0392104000
_diffrn_orient_matrix_UB_32      -0.0158028000
_diffrn_orient_matrix_UB_33      0.1177208000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.818
_reflns_Friedel_fraction_full    0.943
_reflns_Friedel_fraction_max     0.941
_reflns_number_gt                2221
_reflns_number_total             2223
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 42.51a 64-bit (release 28-03-2022))'
_computing_data_reduction        'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5-ac6-012 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac6-012 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         1.035
_refine_diff_density_min         -1.133
_refine_diff_density_rms         0.117
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.02(2)
_refine_ls_extinction_coef       0.000176(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         2223
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0298
_refine_ls_R_factor_gt           0.0298
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0647P)²+15.4748P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0752
_refine_ls_wR_factor_ref         0.0753
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B)
2.b Idealised tetrahedral OH refined as rotating group:
 O4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Re1 Re 0.59608(2) 0.44232(2) 0.06032(7) 0.0168(2) Uani 1 1 d . . . . .
S1 S 0.60414(10) 0.55169(11) 0.0041(3) 0.0232(5) Uani 1 1 d . . . . .
S2 S 0.56081(8) 0.47099(11) 0.2817(2) 0.0250(5) Uani 1 1 d . . . . .
O1 O 0.65173(18) 0.4118(4) 0.0844(9) 0.0274(15) Uani 1 1 d . . . . .
O2 O 0.5239(3) 0.3851(3) -0.3214(7) 0.0254(14) Uani 1 1 d . . . . .
O3 O 0.5734(3) 0.2031(4) 0.2808(9) 0.0341(17) Uani 1 1 d . . . . .
O4 O 0.5193(2) 0.2214(3) 0.0979(7) 0.0247(14) Uani 1 1 d . . . . .
H4 H 0.503271 0.191991 0.141936 0.037 Uiso 1 1 calc R U . . .
N1 N 0.5681(3) 0.4411(3) -0.1468(9) 0.0180(16) Uani 1 1 d . . . . .
N2 N 0.5490(2) 0.3552(3) 0.0753(9) 0.0178(13) Uani 1 1 d . . . . .
C1 C 0.6122(3) 0.5432(4) -0.1992(13) 0.0247(17) Uani 1 1 d . . . . .
H1A H 0.608860 0.586773 -0.248656 0.030 Uiso 1 1 calc R U . . .
H1B H 0.644652 0.525753 -0.221375 0.030 Uiso 1 1 calc R U . . .
C2 C 0.5741(3) 0.4958(4) -0.2596(10) 0.0217(18) Uani 1 1 d . . . . .
H2A H 0.543205 0.519350 -0.273833 0.026 Uiso 1 1 calc R U . . .
H2B H 0.584276 0.477576 -0.358206 0.026 Uiso 1 1 calc R U . . .
C3 C 0.5410(3) 0.3898(4) -0.1939(11) 0.0178(15) Uani 1 1 d . . . . .
C4 C 0.5314(3) 0.3374(4) -0.0785(10) 0.0194(17) Uani 1 1 d . . . . .
H4A H 0.496336 0.329153 -0.073721 0.023 Uiso 1 1 calc R U . . .
H4B H 0.547126 0.295939 -0.110881 0.023 Uiso 1 1 calc R U . . .
C5 C 0.5073(3) 0.3688(4) 0.1794(10) 0.0189(16) Uani 1 1 d . . . . .
H5A H 0.484651 0.399693 0.129909 0.023 Uiso 1 1 calc R U . . .
H5B H 0.489912 0.327123 0.200175 0.023 Uiso 1 1 calc R U . . .
C6 C 0.5246(3) 0.3982(5) 0.3254(11) 0.0247(18) Uani 1 1 d . . . . .
H6A H 0.544101 0.365567 0.381479 0.030 Uiso 1 1 calc R U . . .
H6B H 0.496805 0.410898 0.388952 0.030 Uiso 1 1 calc R U . . .
C7 C 0.5806(3) 0.3024(4) 0.1400(11) 0.0199(18) Uani 1 1 d . . . . .
H7A H 0.596074 0.320264 0.231937 0.024 Uiso 1 1 calc R U . . .
H7B H 0.606509 0.293243 0.066191 0.024 Uiso 1 1 calc R U . . .
C8 C 0.5570(3) 0.2370(4) 0.1810(10) 0.0205(16) Uani 1 1 d . . . . .


_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
Re1 S1 2.281(2) . ?
Re1 S2 2.269(2) . ?
Re1 O1 1.681(5) . ?
Re1 N1 1.995(8) . ?
Re1 N2 2.202(6) . ?
S1 C1 1.824(12) . ?
S2 C6 1.826(9) . ?
O2 C3 1.229(12) . ?
O3 C8 1.209(11) . ?
O4 H4 0.8400 . ?
O4 C8 1.321(11) . ?
N1 C2 1.502(10) . ?
N1 C3 1.349(10) . ?
N2 C4 1.492(11) . ?
N2 C5 1.506(10) . ?
N2 C7 1.500(10) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.526(12) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.498(12) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.504(13) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.521(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
S2 Re1 S1 89.02(9) . . ?
O1 Re1 S1 107.1(2) . . ?
O1 Re1 S2 112.5(3) . . ?
O1 Re1 N1 118.2(4) . . ?
O1 Re1 N2 104.2(3) . . ?
N1 Re1 S1 81.36(19) . . ?
N1 Re1 S2 129.1(2) . . ?
N1 Re1 N2 79.2(3) . . ?
N2 Re1 S1 148.15(19) . . ?
N2 Re1 S2 84.0(2) . . ?
C1 S1 Re1 97.8(3) . . ?
C6 S2 Re1 102.4(3) . . ?
C8 O4 H4 109.5 . . ?
C2 N1 Re1 124.1(5) . . ?
C3 N1 Re1 120.9(6) . . ?
C3 N1 C2 115.1(7) . . ?
C4 N2 Re1 109.5(5) . . ?
C4 N2 C5 110.5(6) . . ?
C4 N2 C7 111.7(6) . . ?
C5 N2 Re1 110.4(5) . . ?
C7 N2 Re1 104.1(5) . . ?
C7 N2 C5 110.4(7) . . ?
S1 C1 H1A 109.9 . . ?
S1 C1 H1B 109.9 . . ?
H1A C1 H1B 108.3 . . ?
C2 C1 S1 108.7(6) . . ?
C2 C1 H1A 109.9 . . ?
C2 C1 H1B 109.9 . . ?
N1 C2 C1 107.9(7) . . ?
N1 C2 H2A 110.1 . . ?
N1 C2 H2B 110.1 . . ?
C1 C2 H2A 110.1 . . ?
C1 C2 H2B 110.1 . . ?
H2A C2 H2B 108.4 . . ?
O2 C3 N1 124.1(8) . . ?
O2 C3 C4 120.2(7) . . ?
N1 C3 C4 115.7(8) . . ?
N2 C4 C3 113.2(7) . . ?
N2 C4 H4A 108.9 . . ?
N2 C4 H4B 108.9 . . ?
C3 C4 H4A 108.9 . . ?
C3 C4 H4B 108.9 . . ?
H4A C4 H4B 107.7 . . ?
N2 C5 H5A 109.5 . . ?
N2 C5 H5B 109.5 . . ?
H5A C5 H5B 108.1 . . ?
C6 C5 N2 110.7(7) . . ?
C6 C5 H5A 109.5 . . ?
C6 C5 H5B 109.5 . . ?
S2 C6 H6A 110.0 . . ?
S2 C6 H6B 110.0 . . ?
C5 C6 S2 108.3(6) . . ?
C5 C6 H6A 110.0 . . ?
C5 C6 H6B 110.0 . . ?
H6A C6 H6B 108.4 . . ?
N2 C7 H7A 108.0 . . ?
N2 C7 H7B 108.0 . . ?
N2 C7 C8 117.3(7) . . ?
H7A C7 H7B 107.2 . . ?
C8 C7 H7A 108.0 . . ?
C8 C7 H7B 108.0 . . ?
O3 C8 O4 124.9(8) . . ?
O3 C8 C7 120.4(9) . . ?
O4 C8 C7 114.7(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
O4 H4 O2 0.84 1.76 2.570(8) 160.1 6_655 yes
C5 H5B O4 0.99 2.46 3.089(10) 120.7 . 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
Re1 S1 C1 C2 46.6(6) . . . . ?
Re1 S2 C6 C5 -33.3(6) . . . . ?
Re1 N1 C2 C1 10.9(10) . . . . ?
Re1 N1 C3 O2 -177.7(6) . . . . ?
Re1 N1 C3 C4 3.5(10) . . . . ?
Re1 N2 C4 C3 -12.4(8) . . . . ?
Re1 N2 C5 C6 -48.7(8) . . . . ?
Re1 N2 C7 C8 173.4(7) . . . . ?
S1 C1 C2 N1 -39.1(8) . . . . ?
O2 C3 C4 N2 -172.1(7) . . . . ?
N1 C3 C4 N2 6.8(10) . . . . ?
N2 C5 C6 S2 54.3(8) . . . . ?
N2 C7 C8 O3 -151.6(9) . . . . ?
N2 C7 C8 O4 29.7(11) . . . . ?
C2 N1 C3 O2 3.6(12) . . . . ?
C2 N1 C3 C4 -175.3(7) . . . . ?
C3 N1 C2 C1 -170.4(7) . . . . ?
C4 N2 C5 C6 -169.9(7) . . . . ?
C4 N2 C7 C8 -68.5(10) . . . . ?
C5 N2 C4 C3 109.5(7) . . . . ?
C5 N2 C7 C8 54.9(10) . . . . ?
C7 N2 C4 C3 -127.2(7) . . . . ?
C7 N2 C5 C6 66.0(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 1.399
_oxdiff_exptl_absorpt_empirical_full_min 0.587
