# Supplementary Information (SI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_jc_hkch7_295k_00
_database_code_depnum_ccdc_archive 'CCDC 2444847'
loop_
_audit_author_name
_audit_author_address
'David Villaman'
;Universidad de Concepcion
Chile
;
_audit_update_record             
;
2025-04-17 deposited with the CCDC.	2026-05-13 downloaded from the CCDC.
;
_audit_creation_date             2020-01-22
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H8 N3 O6 Re S'
_chemical_formula_sum            'C14 H8 N3 O6 Re S'
_chemical_formula_weight         532.49
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           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                   12.0195(9)
_cell_length_b                   9.3382(6)
_cell_length_c                   14.7444(9)
_cell_angle_alpha                90
_cell_angle_beta                 98.538(2)
_cell_angle_gamma                90
_cell_volume                     1636.58(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9482
_cell_measurement_temperature    295.85
_cell_measurement_theta_max      26.77
_cell_measurement_theta_min      2.77
_shelx_estimated_absorpt_T_max   0.318
_shelx_estimated_absorpt_T_min   0.241
_exptl_absorpt_coefficient_mu    7.589
_exptl_absorpt_correction_T_max  0.3395
_exptl_absorpt_correction_T_min  0.2158
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0906 before and 0.0541 after correction.
The Ratio of minimum to maximum transmission is 0.6356.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.161
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.262
_exptl_crystal_size_mid          0.256
_exptl_crystal_size_min          0.196
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0842
_diffrn_reflns_av_unetI/netI     0.0608
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            38808
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.540
_diffrn_reflns_theta_min         2.774
_diffrn_ambient_temperature      295.85
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3156
_reflns_number_total             4928
_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       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.325
_refine_diff_density_min         -1.398
_refine_diff_density_rms         0.156
_refine_ls_extinction_coef       0.00183(9)
_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   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         4928
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0972
_refine_ls_R_factor_gt           0.0402
_refine_ls_restrained_S_all      1.094
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0087P)²+3.1795P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0464
_refine_ls_wR_factor_ref         0.0571
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C9(H9), C11(H11)
;
_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 0.40085(2) 0.14475(2) 0.68484(2) 0.03787(7) Uani 1 1 d . . . . .
S1 S 0.22101(15) 0.58852(19) 0.52359(11) 0.0802(5) Uani 1 1 d . . . . .
O1 O 0.0921(3) -0.0539(4) 0.6005(2) 0.0640(10) Uani 1 1 d . . . . .
O2 O 0.0488(5) 0.8374(5) 0.2569(3) 0.0985(16) Uani 1 1 d . . . . .
O3 O 0.1659(5) 0.9681(6) 0.3452(4) 0.1093(17) Uani 1 1 d . . . . .
O4 O 0.4509(4) 0.3632(5) 0.5419(3) 0.0885(14) Uani 1 1 d . . . . .
O5 O 0.4545(4) -0.1065(5) 0.5669(3) 0.0828(14) Uani 1 1 d . . . . .
O6 O 0.6467(3) 0.1612(5) 0.7731(3) 0.0880(14) Uani 1 1 d . . . . .
N1 N 0.0934(3) 0.1563(5) 0.5299(3) 0.0504(10) Uani 1 1 d . . . . .
H1 H 0.043385 0.124953 0.486723 0.060 Uiso 1 1 calc R U . . .
N2 N 0.1332(3) 0.2936(5) 0.5237(3) 0.0472(10) Uani 1 1 d . . . . .
N3 N 0.1170(5) 0.8552(6) 0.3244(4) 0.0699(14) Uani 1 1 d . . . . .
C1 C 0.2106(4) 0.1183(5) 0.6803(3) 0.0428(12) Uani 1 1 d . . . . .
C2 C 0.2653(4) 0.0180(6) 0.7442(3) 0.0517(13) Uani 1 1 d . . . . .
H2 H 0.259744 -0.081114 0.738888 0.062 Uiso 1 1 calc R U . . .
C3 C 0.3289(4) 0.0920(7) 0.8167(3) 0.0581(15) Uani 1 1 d . . . . .
H3 H 0.373778 0.051145 0.866857 0.070 Uiso 1 1 calc R U . . .
C4 C 0.3127(5) 0.2396(7) 0.7999(3) 0.0612(16) Uani 1 1 d . . . . .
H4 H 0.344604 0.312960 0.837783 0.073 Uiso 1 1 calc R U . . .
C5 C 0.2399(4) 0.2582(6) 0.7159(3) 0.0523(13) Uani 1 1 d . . . . .
H5 H 0.215652 0.344944 0.688896 0.063 Uiso 1 1 calc R U . . .
C6 C 0.1296(4) 0.0695(6) 0.6007(3) 0.0466(12) Uani 1 1 d . . . . .
C7 C 0.0909(4) 0.3626(6) 0.4526(3) 0.0476(11) Uani 1 1 d . . . . .
H7 H 0.038957 0.318910 0.408154 0.057 Uiso 1 1 calc R U . . .
C8 C 0.1242(4) 0.5098(6) 0.4412(3) 0.0449(12) Uani 1 1 d . . . . .
C9 C 0.0882(4) 0.6014(5) 0.3723(3) 0.0464(12) Uani 1 1 d . . . . .
H9 H 0.035180 0.579132 0.321674 0.056 Uiso 1 1 calc R U . . .
C10 C 0.1414(5) 0.7344(6) 0.3871(4) 0.0538(13) Uani 1 1 d . . . . .
C11 C 0.2136(5) 0.7442(7) 0.4650(4) 0.0749(18) Uani 1 1 d . . . . .
H11 H 0.254447 0.826085 0.484352 0.090 Uiso 1 1 calc R U . . .
C12 C 0.4329(4) 0.2806(6) 0.5946(4) 0.0523(13) Uani 1 1 d . . . . .
C13 C 0.4370(4) -0.0084(6) 0.6100(3) 0.0529(13) Uani 1 1 d . . . . .
C14 C 0.5538(4) 0.1547(6) 0.7392(3) 0.0505(12) 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 C1 2.292(4) . ?
Re1 C2 2.291(5) . ?
Re1 C3 2.296(5) . ?
Re1 C4 2.306(5) . ?
Re1 C5 2.310(5) . ?
Re1 C12 1.918(5) . ?
Re1 C13 1.895(6) . ?
Re1 C14 1.896(5) . ?
S1 C8 1.718(5) . ?
S1 C11 1.687(7) . ?
O1 C6 1.237(6) . ?
O2 N3 1.204(6) . ?
O3 N3 1.224(6) . ?
O4 C12 1.138(6) . ?
O5 C13 1.153(6) . ?
O6 C14 1.155(6) . ?
N1 H1 0.8600 . ?
N1 N2 1.375(5) . ?
N1 C6 1.342(6) . ?
N2 C7 1.270(6) . ?
N3 C10 1.460(7) . ?
C1 C2 1.420(7) . ?
C1 C5 1.432(7) . ?
C1 C6 1.481(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.401(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.409(8) . ?
C4 H4 0.9300 . ?
C4 C5 1.418(7) . ?
C5 H5 0.9300 . ?
C7 H7 0.9300 . ?
C7 C8 1.448(7) . ?
C8 C9 1.350(6) . ?
C9 H9 0.9300 . ?
C9 C10 1.399(7) . ?
C10 C11 1.337(7) . ?
C11 H11 0.9300 . ?

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
C1 Re1 C3 60.14(17) . . ?
C1 Re1 C4 59.83(18) . . ?
C1 Re1 C5 36.25(17) . . ?
C2 Re1 C1 36.11(16) . . ?
C2 Re1 C3 35.57(18) . . ?
C2 Re1 C4 59.1(2) . . ?
C2 Re1 C5 59.8(2) . . ?
C3 Re1 C4 35.6(2) . . ?
C3 Re1 C5 59.9(2) . . ?
C4 Re1 C5 35.77(17) . . ?
C12 Re1 C1 110.7(2) . . ?
C12 Re1 C2 146.6(2) . . ?
C12 Re1 C3 150.3(2) . . ?
C12 Re1 C4 114.7(2) . . ?
C12 Re1 C5 95.4(2) . . ?
C13 Re1 C1 102.5(2) . . ?
C13 Re1 C2 94.0(2) . . ?
C13 Re1 C3 118.6(2) . . ?
C13 Re1 C4 152.6(2) . . ?
C13 Re1 C5 137.1(2) . . ?
C13 Re1 C12 90.5(2) . . ?
C13 Re1 C14 89.5(2) . . ?
C14 Re1 C1 156.74(18) . . ?
C14 Re1 C2 124.31(19) . . ?
C14 Re1 C3 96.6(2) . . ?
C14 Re1 C4 101.1(2) . . ?
C14 Re1 C5 133.0(2) . . ?
C14 Re1 C12 88.8(2) . . ?
C11 S1 C8 91.6(3) . . ?
N2 N1 H1 118.7 . . ?
C6 N1 H1 118.7 . . ?
C6 N1 N2 122.7(4) . . ?
C7 N2 N1 115.3(4) . . ?
O2 N3 O3 124.7(6) . . ?
O2 N3 C10 117.7(6) . . ?
O3 N3 C10 117.6(6) . . ?
C2 C1 Re1 71.9(3) . . ?
C2 C1 C5 107.1(4) . . ?
C2 C1 C6 120.5(5) . . ?
C5 C1 Re1 72.6(3) . . ?
C5 C1 C6 131.9(5) . . ?
C6 C1 Re1 126.3(3) . . ?
Re1 C2 H2 121.8 . . ?
C1 C2 Re1 72.0(3) . . ?
C1 C2 H2 125.4 . . ?
C3 C2 Re1 72.4(3) . . ?
C3 C2 C1 109.1(5) . . ?
C3 C2 H2 125.4 . . ?
Re1 C3 H3 121.0 . . ?
C2 C3 Re1 72.0(3) . . ?
C2 C3 H3 126.2 . . ?
C2 C3 C4 107.7(5) . . ?
C4 C3 Re1 72.6(3) . . ?
C4 C3 H3 126.2 . . ?
Re1 C4 H4 122.1 . . ?
C3 C4 Re1 71.8(3) . . ?
C3 C4 H4 125.5 . . ?
C3 C4 C5 109.0(5) . . ?
C5 C4 Re1 72.3(3) . . ?
C5 C4 H4 125.5 . . ?
Re1 C5 H5 122.2 . . ?
C1 C5 Re1 71.2(3) . . ?
C1 C5 H5 126.4 . . ?
C4 C5 Re1 72.0(3) . . ?
C4 C5 C1 107.2(5) . . ?
C4 C5 H5 126.4 . . ?
O1 C6 N1 119.1(5) . . ?
O1 C6 C1 119.0(5) . . ?
N1 C6 C1 121.9(5) . . ?
N2 C7 H7 120.2 . . ?
N2 C7 C8 119.6(5) . . ?
C8 C7 H7 120.2 . . ?
C7 C8 S1 119.6(4) . . ?
C9 C8 S1 111.6(4) . . ?
C9 C8 C7 128.8(5) . . ?
C8 C9 H9 124.5 . . ?
C8 C9 C10 111.0(5) . . ?
C10 C9 H9 124.5 . . ?
C9 C10 N3 122.9(5) . . ?
C11 C10 N3 122.3(6) . . ?
C11 C10 C9 114.7(5) . . ?
S1 C11 H11 124.5 . . ?
C10 C11 S1 111.0(5) . . ?
C10 C11 H11 124.5 . . ?
O4 C12 Re1 178.7(5) . . ?
O5 C13 Re1 175.9(5) . . ?
O6 C14 Re1 179.4(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
N1 H1 O1 0.86 2.03 2.884(5) 170.9 3_556 yes
C3 H3 O4 0.93 2.73 3.450(7) 135.0 4_566 yes
C4 H4 O5 0.93 2.71 3.481(7) 140.5 2_656 yes
C7 H7 O2 0.93 2.51 3.298(7) 142.6 2_545 yes
C9 H9 O2 0.93 2.67 3.389(7) 135.1 2_545 yes
C11 H11 O5 0.93 2.61 3.360(8) 138.6 1_565 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 C1 C2 C3 63.3(3) . . . . ?
Re1 C1 C5 C4 -63.4(3) . . . . ?
Re1 C1 C6 O1 104.4(5) . . . . ?
Re1 C1 C6 N1 -77.5(6) . . . . ?
Re1 C2 C3 C4 64.3(4) . . . . ?
Re1 C3 C4 C5 63.1(4) . . . . ?
Re1 C4 C5 C1 62.9(3) . . . . ?
S1 C8 C9 C10 0.8(5) . . . . ?
O2 N3 C10 C9 -0.8(8) . . . . ?
O2 N3 C10 C11 -178.3(6) . . . . ?
O3 N3 C10 C9 177.9(5) . . . . ?
O3 N3 C10 C11 0.4(8) . . . . ?
N1 N2 C7 C8 177.8(4) . . . . ?
N2 N1 C6 O1 -178.2(4) . . . . ?
N2 N1 C6 C1 3.6(7) . . . . ?
N2 C7 C8 S1 0.5(6) . . . . ?
N2 C7 C8 C9 -178.8(5) . . . . ?
N3 C10 C11 S1 178.5(4) . . . . ?
C1 C2 C3 Re1 -63.0(3) . . . . ?
C1 C2 C3 C4 1.3(6) . . . . ?
C2 C1 C5 Re1 64.1(3) . . . . ?
C2 C1 C5 C4 0.7(5) . . . . ?
C2 C1 C6 O1 15.1(7) . . . . ?
C2 C1 C6 N1 -166.7(4) . . . . ?
C2 C3 C4 Re1 -64.0(3) . . . . ?
C2 C3 C4 C5 -0.8(6) . . . . ?
C3 C4 C5 Re1 -62.8(4) . . . . ?
C3 C4 C5 C1 0.1(6) . . . . ?
C5 C1 C2 Re1 -64.6(3) . . . . ?
C5 C1 C2 C3 -1.3(5) . . . . ?
C5 C1 C6 O1 -156.4(5) . . . . ?
C5 C1 C6 N1 21.8(8) . . . . ?
C6 N1 N2 C7 179.9(4) . . . . ?
C6 C1 C2 Re1 122.1(4) . . . . ?
C6 C1 C2 C3 -174.7(4) . . . . ?
C6 C1 C5 Re1 -123.5(5) . . . . ?
C6 C1 C5 C4 173.1(5) . . . . ?
C7 C8 C9 C10 -179.9(5) . . . . ?
C8 S1 C11 C10 -0.3(5) . . . . ?
C8 C9 C10 N3 -178.7(4) . . . . ?
C8 C9 C10 C11 -1.0(7) . . . . ?
C9 C10 C11 S1 0.8(7) . . . . ?
C11 S1 C8 C7 -179.7(4) . . . . ?
C11 S1 C8 C9 -0.3(4) . . . . ?

_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_jc_hkpp4_00
_database_code_depnum_ccdc_archive 'CCDC 2444850'
loop_
_audit_author_name
_audit_author_address
'David Villaman'
;Universidad de Concepcion
Chile
;
_audit_update_record             
;
2025-04-17 deposited with the CCDC.	2026-05-13 downloaded from the CCDC.
;
_audit_creation_date             2020-04-24
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.04.02 svn.r1fbe7b6f for OlexSys, GUI svn.r6076)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H8 N3 O6 Re S'
_chemical_formula_sum            'C14 H8 N3 O6 Re S'
_chemical_formula_weight         532.49
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   6.8710(12)
_cell_length_b                   8.3059(13)
_cell_length_c                   14.755(3)
_cell_angle_alpha                95.562(5)
_cell_angle_beta                 93.119(5)
_cell_angle_gamma                94.287(5)
_cell_volume                     834.1(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8049
_cell_measurement_temperature    296.88
_cell_measurement_theta_max      24.65
_cell_measurement_theta_min      2.78
_shelx_estimated_absorpt_T_max   0.532
_shelx_estimated_absorpt_T_min   0.442
_exptl_absorpt_coefficient_mu    7.445
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6179
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0897 before and 0.0740 after correction.
The Ratio of minimum to maximum transmission is 0.8286.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.120
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             504
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.131
_exptl_crystal_size_mid          0.121
_exptl_crystal_size_min          0.097
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0968
_diffrn_reflns_av_unetI/netI     0.0447
_diffrn_reflns_Laue_measured_fraction_full 0.964
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            29299
_diffrn_reflns_point_group_measured_fraction_full 0.964
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.996
_diffrn_reflns_theta_min         2.779
_diffrn_ambient_temperature      296.88
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2677
_reflns_number_total             3174
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         2.408
_refine_diff_density_min         -2.016
_refine_diff_density_rms         0.221
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     202
_refine_ls_number_reflns         3174
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0464
_refine_ls_restrained_S_all      1.105
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0717P)²+2.3221P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1092
_refine_ls_wR_factor_ref         0.1200
_refine_special_details          ?
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
Uanis(C14) = Uanis(C12) = Uanis(C13)
Uanis(O6) = Uanis(O4) = Uanis(O5)
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C9(H9), C10(H10)
;
_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 0.57405(5) 0.90670(4) 0.17381(2) 0.03181(15) Uani 1 1 d . . . . .
S1 S 0.7418(4) 0.3879(4) 0.38576(19) 0.0533(7) Uani 1 1 d . . . . .
O1 O 0.8080(10) 0.6182(9) -0.0169(4) 0.0417(16) Uani 1 1 d . . . . .
N3 N 0.726(3) 0.2995(19) 0.5574(9) 0.097(5) Uani 1 1 d . . . . .
O2 O 0.817(3) 0.239(2) 0.6223(9) 0.150(7) Uani 1 1 d . . . . .
O3 O 0.571(3) 0.342(2) 0.5560(12) 0.155(8) Uani 1 1 d . . . . .
O4 O 0.9485(17) 1.0653(12) 0.1082(7) 0.0777(16) Uani 1 1 d . . . . .
O5 O 0.4091(17) 1.2358(12) 0.2094(7) 0.0777(16) Uani 1 1 d . . . . .
N1 N 0.8728(11) 0.5051(10) 0.1102(5) 0.0321(16) Uani 1 1 d . . . . .
H1 H 0.973753 0.467683 0.086372 0.038 Uiso 1 1 calc R U . . .
N2 N 0.8357(11) 0.4713(9) 0.1977(5) 0.0313(16) Uani 1 1 d . . . . .
C1 C 0.5780(13) 0.6572(11) 0.0936(6) 0.0285(18) Uani 1 1 d . . . . .
C2 C 0.4697(13) 0.7550(12) 0.0387(6) 0.034(2) Uani 1 1 d . . . . .
H2 H 0.503455 0.786429 -0.017510 0.041 Uiso 1 1 calc R U . . .
C3 C 0.3037(15) 0.7959(13) 0.0839(7) 0.040(2) Uani 1 1 d . . . . .
H3 H 0.208847 0.859906 0.062928 0.048 Uiso 1 1 calc R U . . .
C4 C 0.3046(12) 0.7238(12) 0.1662(7) 0.036(2) Uani 1 1 d . . . . .
H4 H 0.210584 0.732183 0.209096 0.043 Uiso 1 1 calc R U . . .
C5 C 0.4731(14) 0.6361(11) 0.1728(6) 0.034(2) Uani 1 1 d . . . . .
H5 H 0.508681 0.575903 0.220120 0.041 Uiso 1 1 calc R U . . .
C6 C 0.7608(14) 0.5928(11) 0.0603(6) 0.0312(19) Uani 1 1 d . . . . .
C7 C 0.9704(14) 0.3981(12) 0.2366(6) 0.037(2) Uani 1 1 d . . . . .
H7 H 1.080631 0.372979 0.205960 0.045 Uiso 1 1 calc R U . . .
C8 C 0.9493(15) 0.3547(13) 0.3292(7) 0.040(2) Uani 1 1 d . . . . .
C9 C 1.085(2) 0.2877(17) 0.3796(8) 0.061(3) Uani 1 1 d . . . . .
H9 H 1.206539 0.263147 0.359475 0.073 Uiso 1 1 calc R U . . .
C10 C 1.022(2) 0.2592(19) 0.4665(8) 0.067(4) Uani 1 1 d . . . . .
H10 H 1.095406 0.213167 0.510416 0.080 Uiso 1 1 calc R U . . .
C11 C 0.845(2) 0.3061(16) 0.4774(7) 0.057(3) Uani 1 1 d . . . . .
C12 C 0.8055(18) 1.0067(14) 0.1349(7) 0.0479(15) Uani 1 1 d . . . . .
C13 C 0.4743(17) 1.1132(14) 0.1980(7) 0.0479(15) Uani 1 1 d . . . . .
C14 C 0.6848(18) 0.9265(14) 0.2946(8) 0.0479(15) Uani 1 1 d . . . . .
O6 O 0.7440(16) 0.9337(12) 0.3704(7) 0.0777(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 C1 2.288(9) . ?
Re1 C2 2.301(9) . ?
Re1 C3 2.302(10) . ?
Re1 C4 2.296(9) . ?
Re1 C5 2.300(9) . ?
Re1 C12 1.882(13) . ?
Re1 C13 1.903(11) . ?
Re1 C14 1.887(11) . ?
S1 C8 1.717(10) . ?
S1 C11 1.714(12) . ?
O1 C6 1.234(10) . ?
N3 O2 1.28(2) . ?
N3 O3 1.15(2) . ?
N3 C11 1.472(17) . ?
O4 C12 1.169(15) . ?
O5 C13 1.144(14) . ?
N1 H1 0.8600 . ?
N1 N2 1.380(10) . ?
N1 C6 1.338(11) . ?
N2 C7 1.285(12) . ?
C1 C2 1.421(13) . ?
C1 C5 1.425(12) . ?
C1 C6 1.490(12) . ?
C2 H2 0.9300 . ?
C2 C3 1.399(13) . ?
C3 H3 0.9300 . ?
C3 C4 1.406(14) . ?
C4 H4 0.9300 . ?
C4 C5 1.417(13) . ?
C5 H5 0.9300 . ?
C7 H7 0.9300 . ?
C7 C8 1.458(13) . ?
C8 C9 1.348(15) . ?
C9 H9 0.9300 . ?
C9 C10 1.412(16) . ?
C10 H10 0.9300 . ?
C10 C11 1.318(18) . ?
C14 O6 1.163(14) . ?

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
C1 Re1 C2 36.1(3) . . ?
C1 Re1 C3 59.8(3) . . ?
C1 Re1 C4 59.9(3) . . ?
C1 Re1 C5 36.2(3) . . ?
C2 Re1 C3 35.4(3) . . ?
C4 Re1 C2 59.3(3) . . ?
C4 Re1 C3 35.6(4) . . ?
C4 Re1 C5 35.9(3) . . ?
C5 Re1 C2 59.8(3) . . ?
C5 Re1 C3 59.7(4) . . ?
C12 Re1 C1 98.9(4) . . ?
C12 Re1 C2 98.1(4) . . ?
C12 Re1 C3 127.2(4) . . ?
C12 Re1 C4 156.7(4) . . ?
C12 Re1 C5 130.2(4) . . ?
C12 Re1 C13 90.3(5) . . ?
C12 Re1 C14 90.1(5) . . ?
C13 Re1 C1 153.0(4) . . ?
C13 Re1 C2 117.7(4) . . ?
C13 Re1 C3 94.6(4) . . ?
C13 Re1 C4 104.8(4) . . ?
C13 Re1 C5 139.3(4) . . ?
C14 Re1 C1 116.0(4) . . ?
C14 Re1 C2 151.7(4) . . ?
C14 Re1 C3 142.4(5) . . ?
C14 Re1 C4 107.5(4) . . ?
C14 Re1 C5 94.4(4) . . ?
C14 Re1 C13 89.1(5) . . ?
C11 S1 C8 88.8(5) . . ?
O2 N3 C11 111.5(17) . . ?
O3 N3 O2 127.7(16) . . ?
O3 N3 C11 120.8(16) . . ?
N2 N1 H1 118.1 . . ?
C6 N1 H1 118.1 . . ?
C6 N1 N2 123.9(7) . . ?
C7 N2 N1 113.9(7) . . ?
C2 C1 Re1 72.5(5) . . ?
C2 C1 C5 107.4(8) . . ?
C2 C1 C6 119.6(8) . . ?
C5 C1 Re1 72.4(5) . . ?
C5 C1 C6 132.9(8) . . ?
C6 C1 Re1 122.7(6) . . ?
Re1 C2 H2 122.1 . . ?
C1 C2 Re1 71.5(5) . . ?
C1 C2 H2 125.8 . . ?
C3 C2 Re1 72.3(5) . . ?
C3 C2 C1 108.4(8) . . ?
C3 C2 H2 125.8 . . ?
Re1 C3 H3 121.6 . . ?
C2 C3 Re1 72.3(5) . . ?
C2 C3 H3 125.8 . . ?
C2 C3 C4 108.4(8) . . ?
C4 C3 Re1 72.0(5) . . ?
C4 C3 H3 125.8 . . ?
Re1 C4 H4 121.3 . . ?
C3 C4 Re1 72.4(6) . . ?
C3 C4 H4 125.8 . . ?
C3 C4 C5 108.4(8) . . ?
C5 C4 Re1 72.2(5) . . ?
C5 C4 H4 125.8 . . ?
Re1 C5 H5 122.1 . . ?
C1 C5 Re1 71.4(5) . . ?
C1 C5 H5 126.3 . . ?
C4 C5 Re1 71.9(5) . . ?
C4 C5 C1 107.4(8) . . ?
C4 C5 H5 126.3 . . ?
O1 C6 N1 118.9(8) . . ?
O1 C6 C1 118.7(8) . . ?
N1 C6 C1 122.4(8) . . ?
N2 C7 H7 120.2 . . ?
N2 C7 C8 119.6(8) . . ?
C8 C7 H7 120.2 . . ?
C7 C8 S1 121.7(7) . . ?
C9 C8 S1 113.0(8) . . ?
C9 C8 C7 125.3(10) . . ?
C8 C9 H9 124.0 . . ?
C8 C9 C10 112.0(12) . . ?
C10 C9 H9 124.0 . . ?
C9 C10 H10 124.3 . . ?
C11 C10 C9 111.5(11) . . ?
C11 C10 H10 124.3 . . ?
N3 C11 S1 116.4(12) . . ?
C10 C11 S1 114.8(9) . . ?
C10 C11 N3 128.9(13) . . ?
O4 C12 Re1 177.8(10) . . ?
O5 C13 Re1 177.2(11) . . ?
O6 C14 Re1 176.2(11) . . ?

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
C3 H3 O4 0.93 2.63 3.442(14) 146.1 1_455 yes
C4 H4 O2 0.93 2.49 3.265(15) 140.4 2_666 yes
C5 H5 O5 0.93 2.84 3.420(14) 121.3 1_545 yes
C7 H7 O5 0.93 2.60 3.421(14) 146.9 1_645 yes
C9 H9 O5 0.93 2.68 3.462(17) 142.3 1_645 yes
C10 H10 O6 0.93 2.49 3.416(17) 172.8 2_766 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 C1 C2 C3 -63.3(7) . . . . ?
Re1 C1 C5 C4 63.3(6) . . . . ?
Re1 C1 C6 O1 -91.5(9) . . . . ?
Re1 C1 C6 N1 90.2(10) . . . . ?
Re1 C2 C3 C4 -63.3(7) . . . . ?
Re1 C3 C4 C5 -63.7(7) . . . . ?
Re1 C4 C5 C1 -63.0(6) . . . . ?
S1 C8 C9 C10 0.8(16) . . . . ?
O2 N3 C11 S1 -178.9(14) . . . . ?
O2 N3 C11 C10 0(2) . . . . ?
O3 N3 C11 S1 3(2) . . . . ?
O3 N3 C11 C10 -178(2) . . . . ?
N1 N2 C7 C8 -179.8(9) . . . . ?
N2 N1 C6 O1 179.0(8) . . . . ?
N2 N1 C6 C1 -2.7(14) . . . . ?
N2 C7 C8 S1 3.9(15) . . . . ?
N2 C7 C8 C9 -175.4(12) . . . . ?
C1 C2 C3 Re1 62.8(6) . . . . ?
C1 C2 C3 C4 -0.6(11) . . . . ?
C2 C1 C5 Re1 -64.5(6) . . . . ?
C2 C1 C5 C4 -1.1(10) . . . . ?
C2 C1 C6 O1 -4.2(13) . . . . ?
C2 C1 C6 N1 177.5(9) . . . . ?
C2 C3 C4 Re1 63.5(7) . . . . ?
C2 C3 C4 C5 -0.2(11) . . . . ?
C3 C4 C5 Re1 63.8(7) . . . . ?
C3 C4 C5 C1 0.8(11) . . . . ?
C5 C1 C2 Re1 64.4(6) . . . . ?
C5 C1 C2 C3 1.1(11) . . . . ?
C5 C1 C6 O1 172.4(10) . . . . ?
C5 C1 C6 N1 -5.8(15) . . . . ?
C6 N1 N2 C7 -173.9(9) . . . . ?
C6 C1 C2 Re1 -118.2(8) . . . . ?
C6 C1 C2 C3 178.5(8) . . . . ?
C6 C1 C5 Re1 118.6(10) . . . . ?
C6 C1 C5 C4 -178.1(9) . . . . ?
C7 C8 C9 C10 -179.8(12) . . . . ?
C8 S1 C11 N3 179.9(11) . . . . ?
C8 S1 C11 C10 0.6(12) . . . . ?
C8 C9 C10 C11 -0.4(19) . . . . ?
C9 C10 C11 S1 -0.3(18) . . . . ?
C9 C10 C11 N3 -179.4(15) . . . . ?
C11 S1 C8 C7 179.8(10) . . . . ?
C11 S1 C8 C9 -0.8(11) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
