# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_Re1\jk-1-04
_database_code_depnum_ccdc_archive 'CCDC 2171937'
_audit_update_record             
;
2023-02-21 deposited with the CCDC.	2023-03-14 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         'C21 H15 N6 O3 Re S'
_chemical_formula_sum            'C21 H15 N6 O3 Re S'
_chemical_formula_weight         617.65

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   19.8643(10)
_cell_length_b                   9.4378(3)
_cell_length_c                   11.9223(6)
_cell_angle_alpha                90
_cell_angle_beta                 104.911(5)
_cell_angle_gamma                90
_cell_volume                     2159.87(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    4371
_cell_measurement_theta_max      29.8020
_cell_measurement_theta_min      3.5360

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.899
_exptl_crystal_F_000             1192
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.122
_exptl_crystal_size_mid          0.027
_exptl_crystal_size_min          0.013
_exptl_absorpt_coefficient_mu    5.759
_shelx_estimated_absorpt_T_min   0.540
_shelx_estimated_absorpt_T_max   0.929
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61003
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            14786
_diffrn_reflns_av_unetI/netI     0.0669
_diffrn_reflns_av_R_equivalents  0.0749
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.421
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4240
_reflns_number_gt                3231
_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.
;

_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0718P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4240
_refine_ls_number_parameters     343
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0451
_refine_ls_wR_factor_ref         0.1194
_refine_ls_wR_factor_gt          0.1085
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_restrained_S_all      0.980
_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
Re1 Re 0.15553(2) 0.36624(3) 0.13327(3) 0.02449(13) Uani 1 1 d . . . . .
S1 S 0.29346(11) 0.1009(2) 0.28849(18) 0.0312(4) Uani 1 1 d . . . . .
O1 O 0.2104(4) 0.1563(6) -0.0203(5) 0.0392(15) Uani 1 1 d . . . . .
N1 N 0.2550(4) 0.3800(6) 0.2602(6) 0.0261(14) Uani 1 1 d . . . . .
C1 C 0.2981(4) 0.2753(8) 0.3147(7) 0.0284(17) Uani 1 1 d . . . . .
O2 O 0.1070(3) 0.1152(6) 0.2555(6) 0.0390(14) Uani 1 1 d . . . . .
N2 N 0.2795(4) 0.5064(6) 0.3090(6) 0.0272(14) Uani 1 1 d . . . . .
C2 C 0.4054(4) 0.2928(8) 0.4863(8) 0.0326(19) Uani 1 1 d . . . . .
O3 O 0.0164(3) 0.3500(7) -0.0529(5) 0.0409(15) Uani 1 1 d . . . . .
N3 N 0.3346(4) 0.4880(7) 0.3899(6) 0.0295(15) Uani 1 1 d . . . . .
C3 C 0.4710(9) 0.3410(19) 0.5084(17) 0.039(4) Uani 0.5 1 d . . P A 1
H3 H 0.480494 0.411077 0.457307 0.046 Uiso 0.5 1 calc R U P A 1
N4 N 0.3483(3) 0.3462(7) 0.3963(6) 0.0275(14) Uani 1 1 d . . . . .
C4 C 0.5241(10) 0.300(2) 0.5951(17) 0.041(4) Uani 0.5 1 d . U P A 1
H4 H 0.569311 0.338558 0.603948 0.049 Uiso 0.5 1 calc R U P A 1
N5 N 0.1911(4) 0.5656(7) 0.0776(5) 0.0282(15) Uani 1 1 d . . . . .
C5 C 0.5114(10) 0.194(2) 0.6761(16) 0.026(5) Uani 0.5 1 d . U P A 1
N6 N 0.1198(4) 0.5255(7) 0.2351(6) 0.0286(15) Uani 1 1 d . . . . .
C6 C 0.4454(10) 0.140(2) 0.6604(16) 0.040(4) Uani 0.5 1 d . . P A 1
H6 H 0.437226 0.068651 0.711751 0.048 Uiso 0.5 1 calc R U P A 1
C7 C 0.3891(9) 0.1879(17) 0.5683(15) 0.031(4) Uani 0.5 1 d . . P A 1
H7 H 0.342997 0.154171 0.559771 0.038 Uiso 0.5 1 calc R U P A 1
C8 C 0.564(2) 0.130(4) 0.781(4) 0.033(9) Uani 0.25 1 d . U P A 1
H8A H 0.609723 0.171750 0.788112 0.050 Uiso 0.25 1 calc R U P A 1
H8B H 0.548594 0.148319 0.851274 0.050 Uiso 0.25 1 calc R U P A 1
H8C H 0.566326 0.026967 0.769576 0.050 Uiso 0.25 1 calc R U P A 1
C9 C 0.2328(5) 0.5773(9) 0.0052(7) 0.0345(19) Uani 1 1 d . . . . .
H9 H 0.240933 0.495149 -0.035427 0.041 Uiso 1 1 calc R U . . .
C10 C 0.2638(5) 0.7009(10) -0.0130(8) 0.039(2) Uani 1 1 d . . . . .
H10 H 0.293231 0.704426 -0.064295 0.047 Uiso 1 1 calc R U . . .
C11 C 0.2513(5) 0.8221(9) 0.0455(7) 0.036(2) Uani 1 1 d . . . . .
H11 H 0.272066 0.909836 0.034255 0.044 Uiso 1 1 calc R U . . .
C12 C 0.2087(5) 0.8134(8) 0.1197(7) 0.0335(19) Uani 1 1 d . . . . .
H12 H 0.199257 0.895204 0.159566 0.040 Uiso 1 1 calc R U . . .
C13 C 0.1795(5) 0.6832(9) 0.1357(7) 0.0307(18) Uani 1 1 d . . . . .
C14 C 0.1367(5) 0.6626(9) 0.2184(7) 0.0309(18) Uani 1 1 d . . . . .
C15 C 0.1127(5) 0.7742(9) 0.2744(7) 0.036(2) Uani 1 1 d . . . . .
H15 H 0.123605 0.869293 0.259673 0.043 Uiso 1 1 calc R U . . .
C16 C 0.0734(5) 0.7459(10) 0.3508(8) 0.043(2) Uani 1 1 d . . . . .
H16 H 0.057018 0.820566 0.390190 0.052 Uiso 1 1 calc R U . . .
C17 C 0.0579(5) 0.6057(11) 0.3693(8) 0.042(2) Uani 1 1 d . . . . .
H17 H 0.031303 0.582948 0.422568 0.050 Uiso 1 1 calc R U . . .
C18 C 0.0812(4) 0.5020(10) 0.3108(7) 0.0345(19) Uani 1 1 d . . . . .
H18 H 0.069603 0.406829 0.323853 0.041 Uiso 1 1 calc R U . . .
C19 C 0.1921(4) 0.2362(8) 0.0399(7) 0.0306(18) Uani 1 1 d . . . . .
C20 C 0.1267(4) 0.2084(8) 0.2081(7) 0.0277(17) Uani 1 1 d . . . . .
C21 C 0.0691(5) 0.3590(8) 0.0181(7) 0.0285(17) Uani 1 1 d . . . . .
C3' C 0.4552(9) 0.2030(18) 0.4550(15) 0.035(4) Uani 0.5 1 d . . P A 2
H4AA H 0.449111 0.167852 0.378379 0.042 Uiso 0.5 1 calc R U P A 2
C4' C 0.5129(9) 0.1706(19) 0.5440(17) 0.039(4) Uani 0.5 1 d . . P A 2
H6AA H 0.546868 0.106297 0.530648 0.047 Uiso 0.5 1 calc R U P A 2
C5' C 0.5216(10) 0.231(2) 0.6521(18) 0.028(5) Uani 0.5 1 d . U P A 2
C6' C 0.4685(12) 0.305(2) 0.6798(17) 0.050(5) Uani 0.5 1 d . . P A 2
H7AA H 0.471122 0.330970 0.757827 0.060 Uiso 0.5 1 calc R U P A 2
C7' C 0.4119(9) 0.3400(18) 0.5923(14) 0.033(4) Uani 0.5 1 d . . P A 2
H2AA H 0.376754 0.399146 0.608083 0.040 Uiso 0.5 1 calc R U P A 2
C8' C 0.5834(9) 0.186(2) 0.7565(14) 0.063(5) Uani 0.75 1 d . . P A 2
H8D H 0.618188 0.134481 0.727423 0.095 Uiso 0.75 1 calc R U P A 2
H8E H 0.604799 0.270919 0.798415 0.095 Uiso 0.75 1 calc R U P A 2
H8F H 0.565824 0.125090 0.809159 0.095 Uiso 0.75 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
Re1 C20 1.899(8) . ?
Re1 C21 1.904(9) . ?
Re1 C19 1.921(8) . ?
Re1 N1 2.161(7) . ?
Re1 N6 2.163(6) . ?
Re1 N5 2.173(6) . ?
S1 C1 1.674(8) . ?
O1 C19 1.162(10) . ?
N1 C1 1.359(10) . ?
N1 N2 1.362(9) . ?
C1 N4 1.374(10) . ?
O2 C20 1.167(10) . ?
N2 N3 1.271(9) . ?
C2 C7' 1.314(19) . ?
C2 C3 1.342(19) . ?
C2 C3' 1.423(19) . ?
C2 N4 1.437(10) . ?
C2 C7 1.484(18) . ?
O3 C21 1.168(10) . ?
N3 N4 1.364(9) . ?
C3 C4 1.33(3) . ?
C4 C5 1.45(3) . ?
N5 C9 1.345(11) . ?
N5 C13 1.359(10) . ?
C5 C6 1.38(3) . ?
C5 C8 1.53(4) . ?
N6 C18 1.344(11) . ?
N6 C14 1.364(10) . ?
C6 C7 1.42(2) . ?
C9 C10 1.362(13) . ?
C10 C11 1.395(13) . ?
C11 C12 1.375(13) . ?
C12 C13 1.393(12) . ?
C13 C14 1.470(12) . ?
C14 C15 1.395(12) . ?
C15 C16 1.370(14) . ?
C16 C17 1.389(14) . ?
C17 C18 1.351(12) . ?
C3' C4' 1.38(2) . ?
C4' C5' 1.38(3) . ?
C5' C6' 1.37(3) . ?
C5' C8' 1.56(2) . ?
C6' C7' 1.36(2) . ?

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
C20 Re1 C21 89.2(3) . . ?
C20 Re1 C19 88.6(3) . . ?
C21 Re1 C19 88.0(3) . . ?
C20 Re1 N1 92.8(3) . . ?
C21 Re1 N1 177.9(3) . . ?
C19 Re1 N1 91.7(3) . . ?
C20 Re1 N6 95.7(3) . . ?
C21 Re1 N6 93.7(3) . . ?
C19 Re1 N6 175.4(3) . . ?
N1 Re1 N6 86.5(2) . . ?
C20 Re1 N5 169.7(3) . . ?
C21 Re1 N5 96.6(3) . . ?
C19 Re1 N5 100.1(3) . . ?
N1 Re1 N5 81.4(2) . . ?
N6 Re1 N5 75.5(2) . . ?
C1 N1 N2 108.7(6) . . ?
C1 N1 Re1 129.9(5) . . ?
N2 N1 Re1 121.0(5) . . ?
N1 C1 N4 103.8(7) . . ?
N1 C1 S1 128.9(6) . . ?
N4 C1 S1 127.3(6) . . ?
N3 N2 N1 110.4(6) . . ?
C7' C2 C3' 123.4(12) . . ?
C7' C2 N4 117.6(10) . . ?
C3 C2 N4 124.6(11) . . ?
C3' C2 N4 118.8(9) . . ?
C3 C2 C7 117.5(12) . . ?
N4 C2 C7 117.5(9) . . ?
N2 N3 N4 107.2(6) . . ?
C4 C3 C2 126.1(18) . . ?
N3 N4 C1 109.9(6) . . ?
N3 N4 C2 119.6(6) . . ?
C1 N4 C2 130.3(7) . . ?
C3 C4 C5 118.6(18) . . ?
C9 N5 C13 118.3(7) . . ?
C9 N5 Re1 124.7(5) . . ?
C13 N5 Re1 116.1(5) . . ?
C6 C5 C4 119.2(17) . . ?
C6 C5 C8 113(2) . . ?
C4 C5 C8 128(2) . . ?
C18 N6 C14 117.3(7) . . ?
C18 N6 Re1 126.0(6) . . ?
C14 N6 Re1 116.6(5) . . ?
C5 C6 C7 121.1(17) . . ?
C6 C7 C2 117.4(14) . . ?
N5 C9 C10 123.4(8) . . ?
C9 C10 C11 118.5(9) . . ?
C12 C11 C10 119.4(8) . . ?
C11 C12 C13 119.2(8) . . ?
N5 C13 C12 121.2(8) . . ?
N5 C13 C14 116.0(7) . . ?
C12 C13 C14 122.8(8) . . ?
N6 C14 C15 121.3(8) . . ?
N6 C14 C13 115.4(7) . . ?
C15 C14 C13 123.3(8) . . ?
C16 C15 C14 119.6(8) . . ?
C15 C16 C17 118.6(8) . . ?
C18 C17 C16 119.3(9) . . ?
N6 C18 C17 123.9(9) . . ?
O1 C19 Re1 176.2(8) . . ?
O2 C20 Re1 177.0(7) . . ?
O3 C21 Re1 177.8(7) . . ?
C4' C3' C2 115.2(15) . . ?
C5' C4' C3' 120.3(17) . . ?
C6' C5' C4' 121.0(18) . . ?
C6' C5' C8' 116.1(17) . . ?
C4' C5' C8' 121.0(17) . . ?
C7' C6' C5' 118.2(18) . . ?
C2 C7' C6' 120.8(16) . . ?

_refine_diff_density_max         1.975
_refine_diff_density_min         -2.126
_refine_diff_density_rms         0.197

####################################################################### 
# 
# 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_ls-2-84
_database_code_depnum_ccdc_archive 'CCDC 2171938'
_audit_update_record             
;
2023-02-21 deposited with the CCDC.	2023-03-14 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         'C23 H19 N6 O3 Re S, C2 H6 O S'
_chemical_formula_sum            'C25 H25 N6 O4 Re S2'
_chemical_formula_weight         723.83

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'

_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                   10.1365(2)
_cell_length_b                   11.5551(2)
_cell_length_c                   12.4450(3)
_cell_angle_alpha                77.598(2)
_cell_angle_beta                 77.198(2)
_cell_angle_gamma                88.275(2)
_cell_volume                     1388.02(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9250
_cell_measurement_theta_max      29.5720
_cell_measurement_theta_min      3.5790

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.732
_exptl_crystal_F_000             712
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    4.570
_shelx_estimated_absorpt_T_min   0.610
_shelx_estimated_absorpt_T_max   0.711
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93924
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.81a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            16868
_diffrn_reflns_av_unetI/netI     0.0522
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.437
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5454
_reflns_number_gt                4935
_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.
;

_computing_cell_refinement       'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0164P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5454
_refine_ls_number_parameters     348
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0312
_refine_ls_R_factor_gt           0.0266
_refine_ls_wR_factor_ref         0.0554
_refine_ls_wR_factor_gt          0.0538
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.001
_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
Re1 Re 0.34007(2) 0.26207(2) 0.47376(2) 0.01358(5) Uani 1 1 d . . . . .
S1 S 0.67956(9) 0.22382(8) 0.57258(8) 0.0182(2) Uani 1 1 d . . . . .
O1 O 0.5411(3) 0.4719(2) 0.3696(2) 0.0258(6) Uani 1 1 d . . . . .
N1 N 0.4014(3) 0.2316(2) 0.6346(3) 0.0152(6) Uani 1 1 d . . . . .
C1 C 0.5250(4) 0.2166(3) 0.6595(3) 0.0140(7) Uani 1 1 d . . . . .
S2 S -0.21294(10) 0.57748(9) 1.00506(9) 0.0257(2) Uani 1 1 d . . . . .
O2 O 0.5530(3) 0.0969(3) 0.3721(3) 0.0317(7) Uani 1 1 d . . . . .
N2 N 0.3068(3) 0.2208(3) 0.7333(3) 0.0177(7) Uani 1 1 d . . . . .
C2 C 0.5927(4) 0.1668(3) 0.8482(3) 0.0165(8) Uani 1 1 d . . . . .
O3 O 0.2358(3) 0.2924(2) 0.2556(2) 0.0289(7) Uani 1 1 d . . . . .
N3 N 0.3642(3) 0.1995(3) 0.8181(3) 0.0193(7) Uani 1 1 d . . . . .
C3 C 0.6374(4) 0.2567(3) 0.8899(3) 0.0179(8) Uani 1 1 d . . . . .
O4 O -0.1403(3) 0.4982(2) 0.9311(2) 0.0301(7) Uani 1 1 d . . . . .
N4 N 0.5003(3) 0.1954(3) 0.7731(3) 0.0144(6) Uani 1 1 d . . . . .
C4 C 0.7213(4) 0.2256(3) 0.9660(3) 0.0222(9) Uani 1 1 d . . . . .
H4 H 0.754164 0.285753 0.995169 0.027 Uiso 1 1 calc R U . . .
N5 N 0.1772(3) 0.3609(2) 0.5564(2) 0.0131(6) Uani 1 1 d . . . . .
C5 C 0.7580(4) 0.1090(3) 1.0002(3) 0.0225(9) Uani 1 1 d . . . . .
N6 N 0.1815(3) 0.1309(2) 0.5624(3) 0.0145(6) Uani 1 1 d . . . . .
C6 C 0.7135(4) 0.0220(3) 0.9540(3) 0.0210(8) Uani 1 1 d . . . . .
H6 H 0.740316 -0.057593 0.975557 0.025 Uiso 1 1 calc R U . . .
C7 C 0.6306(4) 0.0489(3) 0.8769(3) 0.0178(8) Uani 1 1 d . . . . .
C8 C 0.5984(4) 0.3840(3) 0.8530(4) 0.0273(10) Uani 1 1 d . . . . .
H8A H 0.502410 0.393381 0.885696 0.041 Uiso 1 1 calc R U . . .
H8B H 0.614172 0.405050 0.770577 0.041 Uiso 1 1 calc R U . . .
H8C H 0.653254 0.436208 0.878991 0.041 Uiso 1 1 calc R U . . .
C9 C 0.8418(5) 0.0760(4) 1.0892(4) 0.0320(10) Uani 1 1 d . . . . .
H9A H 0.820216 -0.005928 1.130352 0.048 Uiso 1 1 calc R U . . .
H9B H 0.821022 0.129293 1.142000 0.048 Uiso 1 1 calc R U . . .
H9C H 0.938203 0.083255 1.052649 0.048 Uiso 1 1 calc R U . . .
C10 C 0.5837(4) -0.0459(3) 0.8268(3) 0.0247(9) Uani 1 1 d . . . . .
H10A H 0.486439 -0.038301 0.829881 0.037 Uiso 1 1 calc R U . . .
H10B H 0.601279 -0.124100 0.869878 0.037 Uiso 1 1 calc R U . . .
H10C H 0.632796 -0.036893 0.748167 0.037 Uiso 1 1 calc R U . . .
C11 C 0.1814(4) 0.4798(3) 0.5492(3) 0.0172(8) Uani 1 1 d . . . . .
H11 H 0.257358 0.524604 0.501448 0.021 Uiso 1 1 calc R U . . .
C12 C 0.0798(4) 0.5375(3) 0.6086(3) 0.0197(8) Uani 1 1 d . . . . .
H12 H 0.085864 0.620736 0.601687 0.024 Uiso 1 1 calc R U . . .
C13 C -0.0313(4) 0.4738(3) 0.6784(3) 0.0228(9) Uani 1 1 d . . . . .
H13 H -0.101770 0.512079 0.721063 0.027 Uiso 1 1 calc R U . . .
C14 C -0.0379(4) 0.3522(3) 0.6850(3) 0.0186(8) Uani 1 1 d . . . . .
H14 H -0.114070 0.306648 0.731212 0.022 Uiso 1 1 calc R U . . .
C15 C 0.0679(4) 0.2981(3) 0.6234(3) 0.0141(7) Uani 1 1 d . . . . .
C16 C 0.0687(4) 0.1699(3) 0.6251(3) 0.0153(8) Uani 1 1 d . . . . .
C17 C -0.0377(4) 0.0935(3) 0.6858(3) 0.0205(8) Uani 1 1 d . . . . .
H17 H -0.115616 0.122248 0.729646 0.025 Uiso 1 1 calc R U . . .
C18 C -0.0287(4) -0.0257(3) 0.6816(4) 0.0240(9) Uani 1 1 d . . . . .
H18 H -0.100449 -0.079543 0.722562 0.029 Uiso 1 1 calc R U . . .
C19 C 0.0854(4) -0.0650(3) 0.6173(4) 0.0243(9) Uani 1 1 d . . . . .
H19 H 0.093041 -0.146126 0.613184 0.029 Uiso 1 1 calc R U . . .
C20 C 0.1884(4) 0.0149(3) 0.5590(3) 0.0201(8) Uani 1 1 d . . . . .
H20 H 0.266928 -0.012710 0.514863 0.024 Uiso 1 1 calc R U . . .
C21 C 0.4680(4) 0.3912(3) 0.4083(3) 0.0198(8) Uani 1 1 d . . . . .
C22 C 0.4757(4) 0.1590(3) 0.4122(3) 0.0197(8) Uani 1 1 d . . . . .
C23 C 0.2761(4) 0.2829(3) 0.3374(3) 0.0181(8) Uani 1 1 d . . . . .
C24 C -0.0984(5) 0.6952(4) 0.9918(4) 0.0343(11) Uani 1 1 d . . . . .
H24A H -0.012165 0.662745 1.006500 0.051 Uiso 1 1 calc R U . . .
H24B H -0.136306 0.743871 1.046426 0.051 Uiso 1 1 calc R U . . .
H24C H -0.083511 0.744161 0.915275 0.051 Uiso 1 1 calc R U . . .
C25 C -0.2071(5) 0.5044(4) 1.1456(4) 0.0357(11) Uani 1 1 d . . . . .
H25A H -0.266636 0.434045 1.168873 0.053 Uiso 1 1 calc R U . . .
H25B H -0.237278 0.558514 1.196623 0.053 Uiso 1 1 calc R U . . .
H25C H -0.114121 0.480564 1.148505 0.053 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
Re1 C23 1.913(4) . ?
Re1 C21 1.923(4) . ?
Re1 C22 1.929(4) . ?
Re1 N5 2.174(3) . ?
Re1 N6 2.178(3) . ?
Re1 N1 2.180(3) . ?
S1 C1 1.688(4) . ?
O1 C21 1.158(5) . ?
N1 C1 1.353(5) . ?
N1 N2 1.365(4) . ?
C1 N4 1.349(5) . ?
S2 O4 1.500(3) . ?
S2 C24 1.772(5) . ?
S2 C25 1.784(4) . ?
O2 C22 1.151(5) . ?
N2 N3 1.290(4) . ?
C2 C3 1.385(5) . ?
C2 C7 1.396(5) . ?
C2 N4 1.448(4) . ?
O3 C23 1.162(5) . ?
N3 N4 1.373(4) . ?
C3 C4 1.392(5) . ?
C3 C8 1.513(5) . ?
C4 C5 1.389(5) . ?
N5 C15 1.353(5) . ?
N5 C11 1.359(4) . ?
C5 C6 1.392(6) . ?
C5 C9 1.519(5) . ?
N6 C20 1.349(5) . ?
N6 C16 1.358(5) . ?
C6 C7 1.392(5) . ?
C7 C10 1.507(5) . ?
C11 C12 1.372(5) . ?
C12 C13 1.381(6) . ?
C13 C14 1.392(5) . ?
C14 C15 1.389(5) . ?
C15 C16 1.476(5) . ?
C16 C17 1.387(5) . ?
C17 C18 1.389(5) . ?
C18 C19 1.378(6) . ?
C19 C20 1.380(6) . ?

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
C23 Re1 C21 91.16(16) . . ?
C23 Re1 C22 87.78(15) . . ?
C21 Re1 C22 87.84(16) . . ?
C23 Re1 N5 94.45(13) . . ?
C21 Re1 N5 97.98(13) . . ?
C22 Re1 N5 173.70(14) . . ?
C23 Re1 N6 91.68(14) . . ?
C21 Re1 N6 172.40(13) . . ?
C22 Re1 N6 99.30(14) . . ?
N5 Re1 N6 74.77(11) . . ?
C23 Re1 N1 176.35(14) . . ?
C21 Re1 N1 92.34(14) . . ?
C22 Re1 N1 93.37(13) . . ?
N5 Re1 N1 84.05(11) . . ?
N6 Re1 N1 84.73(11) . . ?
C1 N1 N2 108.2(3) . . ?
C1 N1 Re1 131.2(2) . . ?
N2 N1 Re1 120.6(2) . . ?
N4 C1 N1 104.7(3) . . ?
N4 C1 S1 125.5(3) . . ?
N1 C1 S1 129.8(3) . . ?
O4 S2 C24 106.2(2) . . ?
O4 S2 C25 105.55(19) . . ?
C24 S2 C25 97.4(2) . . ?
N3 N2 N1 110.4(3) . . ?
C3 C2 C7 123.0(3) . . ?
C3 C2 N4 118.7(3) . . ?
C7 C2 N4 118.3(3) . . ?
N2 N3 N4 105.8(3) . . ?
C2 C3 C4 117.5(3) . . ?
C2 C3 C8 121.3(3) . . ?
C4 C3 C8 121.2(3) . . ?
C1 N4 N3 110.8(3) . . ?
C1 N4 C2 130.0(3) . . ?
N3 N4 C2 119.2(3) . . ?
C5 C4 C3 121.7(4) . . ?
C15 N5 C11 118.5(3) . . ?
C15 N5 Re1 117.2(2) . . ?
C11 N5 Re1 124.3(3) . . ?
C4 C5 C6 118.8(3) . . ?
C4 C5 C9 120.8(4) . . ?
C6 C5 C9 120.3(3) . . ?
C20 N6 C16 118.6(3) . . ?
C20 N6 Re1 124.4(3) . . ?
C16 N6 Re1 117.0(2) . . ?
C5 C6 C7 121.5(3) . . ?
C6 C7 C2 117.5(3) . . ?
C6 C7 C10 121.0(3) . . ?
C2 C7 C10 121.5(3) . . ?
N5 C11 C12 122.3(4) . . ?
C11 C12 C13 119.6(3) . . ?
C12 C13 C14 118.6(4) . . ?
C15 C14 C13 119.5(4) . . ?
N5 C15 C14 121.5(3) . . ?
N5 C15 C16 115.5(3) . . ?
C14 C15 C16 123.0(3) . . ?
N6 C16 C17 121.6(3) . . ?
N6 C16 C15 115.4(3) . . ?
C17 C16 C15 123.0(3) . . ?
C16 C17 C18 119.0(4) . . ?
C19 C18 C17 119.3(4) . . ?
C18 C19 C20 119.3(3) . . ?
N6 C20 C19 122.2(4) . . ?
O1 C21 Re1 177.4(3) . . ?
O2 C22 Re1 176.9(3) . . ?
O3 C23 Re1 178.1(3) . . ?

_refine_diff_density_max         0.965
_refine_diff_density_min         -0.563
_refine_diff_density_rms         0.124

####################################################################### 
# 
# 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_jk-1-05
_database_code_depnum_ccdc_archive 'CCDC 2171939'
_audit_update_record             
;
2023-02-21 deposited with the CCDC.	2023-03-14 downloaded from the CCDC.
;

_vrf_PLAT094_jk-1-05             
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       2.06 Report
RESPONSE: The largest residual electron density peak 1.80 e/A3 is located 
1.66 A from C11 in a chemically non-sensible position.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H15 N6 O4 Re S'
_chemical_formula_sum            'C21 H15 N6 O4 Re S'
_chemical_formula_weight         633.65

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'

_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+1/2, -y+1/2, z'
'x+1/2, -y, -z+1/2'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'-x-1/2, y, z-1/2'
'x, -y-1/2, z-1/2'

_cell_length_a                   19.7329(7)
_cell_length_b                   18.0795(7)
_cell_length_c                   12.6323(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4506.7(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    5550
_cell_measurement_theta_max      30.5080
_cell_measurement_theta_min      3.4060

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.868
_exptl_crystal_F_000             2448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.125
_exptl_crystal_size_mid          0.025
_exptl_crystal_size_min          0.013
_exptl_absorpt_coefficient_mu    5.526
_shelx_estimated_absorpt_T_min   0.545
_shelx_estimated_absorpt_T_max   0.932
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80415
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            29359
_diffrn_reflns_av_unetI/netI     0.0446
_diffrn_reflns_av_R_equivalents  0.0809
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.387
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4425
_reflns_number_gt                3109
_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.
;

_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0255P)²+35.7537P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4425
_refine_ls_number_parameters     299
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0733
_refine_ls_R_factor_gt           0.0389
_refine_ls_wR_factor_ref         0.0911
_refine_ls_wR_factor_gt          0.0760
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.001
_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
Re1 Re 0.30947(2) 0.59783(2) 0.31423(2) 0.02795(10) Uani 1 1 d . . . . .
S1 S 0.15952(10) 0.47454(12) 0.39077(15) 0.0363(5) Uani 1 1 d . . . . .
O1 O 0.2056(3) 0.5608(3) 0.1408(4) 0.0447(15) Uani 1 1 d . . . . .
C1 C 0.2392(4) 0.4610(4) 0.4341(6) 0.0319(17) Uani 1 1 d . . . . .
O2 O 0.1971(3) 0.6757(3) 0.4396(5) 0.0486(14) Uani 1 1 d . . . . .
N2 N 0.2969(3) 0.4958(3) 0.4056(4) 0.0278(14) Uani 1 1 d . . . . .
C2 C 0.2213(4) 0.3641(4) 0.5781(5) 0.0302(16) Uani 1 1 d . . . . .
O3 O 0.3302(3) 0.7448(3) 0.1976(5) 0.0519(16) Uani 1 1 d . . . . .
N3 N 0.3492(3) 0.4654(3) 0.4563(5) 0.0324(15) Uani 1 1 d . . . . .
C3 C 0.1735(4) 0.3162(4) 0.5386(5) 0.0315(18) Uani 1 1 d . . . . .
H3 H 0.166554 0.311900 0.464470 0.038 Uiso 1 1 calc R U . . .
N4 N 0.3289(3) 0.4141(4) 0.5200(5) 0.0370(16) Uani 1 1 d . . . . .
C4 C 0.1352(4) 0.2738(4) 0.6094(6) 0.0329(17) Uani 1 1 d . . . . .
H4 H 0.101919 0.240379 0.583688 0.039 Uiso 1 1 calc R U . . .
N5 N 0.2601(3) 0.4093(3) 0.5078(4) 0.0290(13) Uani 1 1 d . . . . .
C5 C 0.1461(4) 0.2810(4) 0.7173(6) 0.0335(18) Uani 1 1 d . . . . .
N6 N 0.3964(3) 0.5401(3) 0.2475(5) 0.0318(14) Uani 1 1 d . . . . .
C6 C 0.1954(4) 0.3288(4) 0.7550(6) 0.0359(18) Uani 1 1 d . . . . .
H6 H 0.203347 0.332542 0.828969 0.043 Uiso 1 1 calc R U . . .
N7 N 0.3929(3) 0.6193(3) 0.4223(5) 0.0314(14) Uani 1 1 d . . . . .
C7 C 0.2326(4) 0.3706(4) 0.6858(6) 0.0333(16) Uani 1 1 d . . . . .
H7 H 0.266052 0.403900 0.711609 0.040 Uiso 1 1 calc R U . . .
C8 C 0.0655(5) 0.1868(5) 0.7596(7) 0.052(2) Uani 1 1 d . . . . .
H8A H 0.028512 0.209521 0.719211 0.078 Uiso 1 1 calc R U . . .
H8B H 0.046810 0.160916 0.821157 0.078 Uiso 1 1 calc R U . . .
H8C H 0.089675 0.151488 0.714462 0.078 Uiso 1 1 calc R U . . .
C9 C 0.3948(4) 0.5019(4) 0.1565(6) 0.0349(18) Uani 1 1 d . . . . .
H9 H 0.354723 0.503586 0.114877 0.042 Uiso 1 1 calc R U . . .
C10 C 0.4487(4) 0.4604(5) 0.1208(7) 0.043(2) Uani 1 1 d . . . . .
H10 H 0.445781 0.433843 0.056064 0.052 Uiso 1 1 calc R U . . .
C11 C 0.5065(4) 0.4584(5) 0.1804(7) 0.0423(19) Uani 1 1 d . . . . .
H11 H 0.544110 0.429568 0.158091 0.051 Uiso 1 1 calc R U . . .
C12 C 0.5097(4) 0.4985(5) 0.2735(6) 0.0383(19) Uani 1 1 d . . . . .
H12 H 0.549844 0.498116 0.315022 0.046 Uiso 1 1 calc R U . . .
C13 C 0.4540(4) 0.5393(4) 0.3056(6) 0.0304(16) Uani 1 1 d . . . . .
O14 O 0.1110(3) 0.2426(3) 0.7941(4) 0.0446(15) Uani 1 1 d . . . . .
C14 C 0.4532(4) 0.5853(4) 0.4015(6) 0.0318(17) Uani 1 1 d . . . . .
C15 C 0.5082(4) 0.5950(5) 0.4657(6) 0.0356(17) Uani 1 1 d . . . . .
H15 H 0.549209 0.569429 0.450896 0.043 Uiso 1 1 calc R U . . .
C16 C 0.5045(4) 0.6413(5) 0.5512(6) 0.045(2) Uani 1 1 d . . . . .
H16 H 0.542839 0.648812 0.595478 0.054 Uiso 1 1 calc R U . . .
C17 C 0.4449(4) 0.6765(5) 0.5717(6) 0.043(2) Uani 1 1 d . . . . .
H17 H 0.441288 0.709378 0.630064 0.052 Uiso 1 1 calc R U . . .
C18 C 0.3900(4) 0.6639(4) 0.5068(6) 0.0358(18) Uani 1 1 d . . . . .
H18 H 0.348339 0.687889 0.522666 0.043 Uiso 1 1 calc R U . . .
C19 C 0.2437(4) 0.5728(4) 0.2080(6) 0.0359(18) Uani 1 1 d . . . . .
C20 C 0.2388(4) 0.6457(4) 0.3930(6) 0.0357(18) Uani 1 1 d . . . . .
C21 C 0.3237(4) 0.6892(5) 0.2404(6) 0.039(2) 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 C21 1.918(9) . ?
Re1 C20 1.920(9) . ?
Re1 C19 1.920(8) . ?
Re1 N7 2.174(6) . ?
Re1 N6 2.178(6) . ?
Re1 N2 2.191(6) . ?
S1 C1 1.683(8) . ?
O1 C19 1.155(9) . ?
C1 N2 1.350(9) . ?
C1 N5 1.382(9) . ?
O2 C20 1.149(9) . ?
N2 N3 1.333(8) . ?
C2 C3 1.374(10) . ?
C2 C7 1.384(10) . ?
C2 N5 1.429(9) . ?
O3 C21 1.149(10) . ?
N3 N4 1.292(8) . ?
C3 C4 1.399(10) . ?
C3 H3 0.9500 . ?
N4 N5 1.369(9) . ?
C4 C5 1.386(10) . ?
C4 H4 0.9500 . ?
C5 O14 1.379(9) . ?
C5 C6 1.384(11) . ?
N6 C9 1.340(9) . ?
N6 C13 1.354(9) . ?
C6 C7 1.370(10) . ?
C6 H6 0.9500 . ?
N7 C18 1.340(9) . ?
N7 C14 1.364(10) . ?
C7 H7 0.9500 . ?
C8 O14 1.420(10) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.378(11) . ?
C9 H9 0.9500 . ?
C10 C11 1.367(12) . ?
C10 H10 0.9500 . ?
C11 C12 1.383(11) . ?
C11 H11 0.9500 . ?
C12 C13 1.384(11) . ?
C12 H12 0.9500 . ?
C13 C14 1.470(10) . ?
C14 C15 1.366(10) . ?
C15 C16 1.369(11) . ?
C15 H15 0.9500 . ?
C16 C17 1.361(12) . ?
C16 H16 0.9500 . ?
C17 C18 1.378(11) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?

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
C21 Re1 C20 88.2(3) . . ?
C21 Re1 C19 87.8(3) . . ?
C20 Re1 C19 88.7(3) . . ?
C21 Re1 N7 92.3(3) . . ?
C20 Re1 N7 98.3(3) . . ?
C19 Re1 N7 173.0(3) . . ?
C21 Re1 N6 96.3(3) . . ?
C20 Re1 N6 171.6(3) . . ?
C19 Re1 N6 98.5(3) . . ?
N7 Re1 N6 74.5(2) . . ?
C21 Re1 N2 176.8(3) . . ?
C20 Re1 N2 91.4(3) . . ?
C19 Re1 N2 95.4(3) . . ?
N7 Re1 N2 84.6(2) . . ?
N6 Re1 N2 83.6(2) . . ?
N2 C1 N5 104.1(6) . . ?
N2 C1 S1 129.4(6) . . ?
N5 C1 S1 126.6(6) . . ?
N3 N2 C1 109.5(6) . . ?
N3 N2 Re1 120.9(5) . . ?
C1 N2 Re1 128.9(5) . . ?
C3 C2 C7 121.4(7) . . ?
C3 C2 N5 120.2(6) . . ?
C7 C2 N5 118.4(7) . . ?
N4 N3 N2 110.8(6) . . ?
C2 C3 C4 119.0(6) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
N3 N4 N5 106.5(6) . . ?
C5 C4 C3 119.5(7) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
N4 N5 C1 109.2(6) . . ?
N4 N5 C2 119.9(6) . . ?
C1 N5 C2 130.2(6) . . ?
O14 C5 C6 115.1(6) . . ?
O14 C5 C4 124.5(7) . . ?
C6 C5 C4 120.4(7) . . ?
C9 N6 C13 118.7(7) . . ?
C9 N6 Re1 124.0(5) . . ?
C13 N6 Re1 117.1(5) . . ?
C7 C6 C5 120.1(7) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C18 N7 C14 117.5(7) . . ?
C18 N7 Re1 125.1(5) . . ?
C14 N7 Re1 117.3(5) . . ?
C6 C7 C2 119.5(7) . . ?
C6 C7 H7 120.2 . . ?
C2 C7 H7 120.2 . . ?
O14 C8 H8A 109.5 . . ?
O14 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O14 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N6 C9 C10 122.9(8) . . ?
N6 C9 H9 118.6 . . ?
C10 C9 H9 118.6 . . ?
C11 C10 C9 118.6(8) . . ?
C11 C10 H10 120.7 . . ?
C9 C10 H10 120.7 . . ?
C10 C11 C12 119.5(8) . . ?
C10 C11 H11 120.2 . . ?
C12 C11 H11 120.2 . . ?
C11 C12 C13 119.5(8) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 H12 120.3 . . ?
N6 C13 C12 120.9(7) . . ?
N6 C13 C14 115.6(6) . . ?
C12 C13 C14 123.5(7) . . ?
C5 O14 C8 117.4(6) . . ?
N7 C14 C15 121.4(7) . . ?
N7 C14 C13 115.0(6) . . ?
C15 C14 C13 123.5(7) . . ?
C14 C15 C16 120.3(8) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C17 C16 C15 118.8(8) . . ?
C17 C16 H16 120.6 . . ?
C15 C16 H16 120.6 . . ?
C16 C17 C18 119.3(8) . . ?
C16 C17 H17 120.3 . . ?
C18 C17 H17 120.3 . . ?
N7 C18 C17 122.6(8) . . ?
N7 C18 H18 118.7 . . ?
C17 C18 H18 118.7 . . ?
O1 C19 Re1 176.3(7) . . ?
O2 C20 Re1 178.6(7) . . ?
O3 C21 Re1 177.7(7) . . ?

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
N5 C1 N2 N3 1.9(7) . . . . ?
S1 C1 N2 N3 -177.3(6) . . . . ?
N5 C1 N2 Re1 -168.0(4) . . . . ?
S1 C1 N2 Re1 12.9(10) . . . . ?
C1 N2 N3 N4 -2.4(8) . . . . ?
Re1 N2 N3 N4 168.4(4) . . . . ?
C7 C2 C3 C4 0.7(11) . . . . ?
N5 C2 C3 C4 -178.6(7) . . . . ?
N2 N3 N4 N5 1.8(8) . . . . ?
C2 C3 C4 C5 0.0(11) . . . . ?
N3 N4 N5 C1 -0.6(8) . . . . ?
N3 N4 N5 C2 -171.6(6) . . . . ?
N2 C1 N5 N4 -0.8(8) . . . . ?
S1 C1 N5 N4 178.4(6) . . . . ?
N2 C1 N5 C2 169.0(7) . . . . ?
S1 C1 N5 C2 -11.8(11) . . . . ?
C3 C2 N5 N4 -132.9(7) . . . . ?
C7 C2 N5 N4 47.8(10) . . . . ?
C3 C2 N5 C1 58.2(11) . . . . ?
C7 C2 N5 C1 -121.1(8) . . . . ?
C3 C4 C5 O14 179.4(7) . . . . ?
C3 C4 C5 C6 -1.1(12) . . . . ?
O14 C5 C6 C7 -179.0(7) . . . . ?
C4 C5 C6 C7 1.5(12) . . . . ?
C5 C6 C7 C2 -0.8(12) . . . . ?
C3 C2 C7 C6 -0.3(12) . . . . ?
N5 C2 C7 C6 179.0(7) . . . . ?
C13 N6 C9 C10 1.6(11) . . . . ?
Re1 N6 C9 C10 -174.0(6) . . . . ?
N6 C9 C10 C11 -0.3(12) . . . . ?
C9 C10 C11 C12 -1.0(12) . . . . ?
C10 C11 C12 C13 1.0(12) . . . . ?
C9 N6 C13 C12 -1.6(10) . . . . ?
Re1 N6 C13 C12 174.3(6) . . . . ?
C9 N6 C13 C14 177.1(6) . . . . ?
Re1 N6 C13 C14 -7.0(8) . . . . ?
C11 C12 C13 N6 0.3(11) . . . . ?
C11 C12 C13 C14 -178.2(7) . . . . ?
C6 C5 O14 C8 -173.0(7) . . . . ?
C4 C5 O14 C8 6.5(12) . . . . ?
C18 N7 C14 C15 1.4(10) . . . . ?
Re1 N7 C14 C15 -179.3(5) . . . . ?
C18 N7 C14 C13 -177.8(6) . . . . ?
Re1 N7 C14 C13 1.4(8) . . . . ?
N6 C13 C14 N7 3.6(9) . . . . ?
C12 C13 C14 N7 -177.7(7) . . . . ?
N6 C13 C14 C15 -175.6(7) . . . . ?
C12 C13 C14 C15 3.1(11) . . . . ?
N7 C14 C15 C16 -2.1(12) . . . . ?
C13 C14 C15 C16 177.1(7) . . . . ?
C14 C15 C16 C17 0.9(12) . . . . ?
C15 C16 C17 C18 0.7(13) . . . . ?
C14 N7 C18 C17 0.3(11) . . . . ?
Re1 N7 C18 C17 -178.9(6) . . . . ?
C16 C17 C18 N7 -1.4(13) . . . . ?

_refine_diff_density_max         1.803
_refine_diff_density_min         -0.876
_refine_diff_density_rms         0.160

####################################################################### 
# 
# 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_ls-2-99(2)
_database_code_depnum_ccdc_archive 'CCDC 2171942'
_audit_update_record             
;
2023-02-21 deposited with the CCDC.	2023-03-14 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         'C23 H15 N6 O3 Re S'
_chemical_formula_sum            'C23 H15 N6 O3 Re S'
_chemical_formula_weight         641.67

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.6710(3)
_cell_length_b                   13.1288(4)
_cell_length_c                   14.2480(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.818(2)
_cell_angle_gamma                90
_cell_volume                     2182.95(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    7669
_cell_measurement_theta_max      30.5390
_cell_measurement_theta_min      3.4100

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.952
_exptl_crystal_F_000             1240
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    5.703
_shelx_estimated_absorpt_T_min   0.427
_shelx_estimated_absorpt_T_max   0.482
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60773
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.81a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            17276
_diffrn_reflns_av_unetI/netI     0.0538
_diffrn_reflns_av_R_equivalents  0.0497
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.417
_diffrn_reflns_theta_max         30.504
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.817
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.817
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.817
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5442
_reflns_number_gt                4338
_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.
;

_computing_cell_refinement       'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0245P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5442
_refine_ls_number_parameters     308
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0317
_refine_ls_wR_factor_ref         0.0679
_refine_ls_wR_factor_gt          0.0636
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.001
_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
Re1 Re 0.35940(2) 0.09118(2) 0.30932(2) 0.01684(6) Uani 1 1 d . . . . .
S1 S 0.19059(9) 0.21084(8) 0.51149(7) 0.0245(2) Uani 1 1 d . . . . .
O1 O 0.6214(3) 0.1215(2) 0.3092(2) 0.0283(7) Uani 1 1 d . . . . .
O2 O 0.3711(3) -0.0076(2) 0.5050(2) 0.0304(7) Uani 1 1 d . . . . .
O3 O 0.3802(3) -0.1245(2) 0.22729(19) 0.0258(7) Uani 1 1 d . . . . .
N1 N 0.3336(3) 0.2444(2) 0.3634(2) 0.0188(7) Uani 1 1 d . . . . .
N2 N 0.3928(3) 0.3252(3) 0.3263(2) 0.0206(7) Uani 1 1 d . . . . .
N3 N 0.3710(3) 0.4068(3) 0.3723(2) 0.0224(7) Uani 1 1 d . . . . .
N4 N 0.2957(3) 0.3797(2) 0.4409(2) 0.0189(7) Uani 1 1 d . . . . .
N5 N 0.3288(3) 0.1686(2) 0.1762(2) 0.0183(7) Uani 1 1 d . . . . .
N6 N 0.1738(3) 0.0871(2) 0.2909(2) 0.0183(7) Uani 1 1 d . . . . .
C1 C 0.2719(3) 0.2784(3) 0.4370(2) 0.0178(8) Uani 1 1 d . . . . .
C2 C 0.2624(4) 0.4533(3) 0.5104(3) 0.0199(8) Uani 1 1 d . . . . .
C3 C 0.1503(4) 0.4599(3) 0.5368(3) 0.0265(9) Uani 1 1 d . . . . .
H7 H 0.093093 0.420061 0.506116 0.032 Uiso 1 1 calc R U . . .
C4 C 0.1212(4) 0.5257(4) 0.6092(3) 0.0304(10) Uani 1 1 d . . . . .
H6 H 0.043598 0.530700 0.627756 0.036 Uiso 1 1 calc R U . . .
C5 C 0.2048(4) 0.5845(3) 0.6549(3) 0.0260(9) Uani 1 1 d . . . . .
C6 C 0.3162(4) 0.5788(3) 0.6242(3) 0.0238(9) Uani 1 1 d . . . . .
H4 H 0.373368 0.620456 0.652719 0.029 Uiso 1 1 calc R U . . .
C7 C 0.3457(4) 0.5132(3) 0.5526(3) 0.0247(9) Uani 1 1 d . . . . .
H3 H 0.422793 0.509382 0.532517 0.030 Uiso 1 1 calc R U . . .
C8 C 0.1742(5) 0.6510(4) 0.7365(3) 0.0383(12) Uani 1 1 d . . . . .
H14A H 0.100406 0.684289 0.723762 0.057 Uiso 1 1 calc R U . . .
H14B H 0.233598 0.702918 0.745823 0.057 Uiso 1 1 calc R U . . .
H14C H 0.168510 0.609267 0.793301 0.057 Uiso 1 1 calc R U . . .
C9 C 0.4072(4) 0.2078(3) 0.1195(3) 0.0214(9) Uani 1 1 d . . . . .
H29 H 0.485961 0.198225 0.134781 0.026 Uiso 1 1 calc R U . . .
C10 C 0.3779(4) 0.2624(3) 0.0385(3) 0.0269(10) Uani 1 1 d . . . . .
H28 H 0.436166 0.288279 -0.000809 0.032 Uiso 1 1 calc R U . . .
C11 C 0.2651(4) 0.2784(3) 0.0160(3) 0.0242(9) Uani 1 1 d . . . . .
H27 H 0.244547 0.315990 -0.038691 0.029 Uiso 1 1 calc R U . . .
C12 C 0.1796(4) 0.2386(3) 0.0744(3) 0.0200(8) Uani 1 1 d . . . . .
C13 C 0.2160(4) 0.1837(3) 0.1541(3) 0.0182(8) Uani 1 1 d . . . . .
C14 C 0.1332(3) 0.1390(3) 0.2149(3) 0.0171(8) Uani 1 1 d . . . . .
C15 C 0.0165(4) 0.1489(3) 0.1941(3) 0.0215(9) Uani 1 1 d . . . . .
C16 C -0.0614(4) 0.0994(3) 0.2546(3) 0.0272(10) Uani 1 1 d . . . . .
H33 H -0.141673 0.104274 0.243292 0.033 Uiso 1 1 calc R U . . .
C17 C -0.0199(4) 0.0445(3) 0.3293(3) 0.0284(10) Uani 1 1 d . . . . .
H32 H -0.070714 0.009855 0.369819 0.034 Uiso 1 1 calc R U . . .
C18 C 0.0993(4) 0.0403(3) 0.3453(3) 0.0237(9) Uani 1 1 d . . . . .
H31 H 0.127442 0.002217 0.397397 0.028 Uiso 1 1 calc R U . . .
C19 C -0.0196(4) 0.2084(3) 0.1139(3) 0.0248(9) Uani 1 1 d . . . . .
H24 H -0.098994 0.218118 0.101180 0.030 Uiso 1 1 calc R U . . .
C20 C 0.0580(4) 0.2500(3) 0.0575(3) 0.0252(9) Uani 1 1 d . . . . .
H25 H 0.032389 0.288219 0.004580 0.030 Uiso 1 1 calc R U . . .
C21 C 0.5228(4) 0.1082(3) 0.3108(3) 0.0215(9) Uani 1 1 d . . . . .
C22 C 0.3669(3) 0.0311(3) 0.4326(3) 0.0215(9) Uani 1 1 d . . . . .
C23 C 0.3730(3) -0.0430(3) 0.2572(3) 0.0207(8) 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 C23 1.919(4) . ?
Re1 C21 1.919(5) . ?
Re1 C22 1.926(4) . ?
Re1 N5 2.176(3) . ?
Re1 N1 2.177(3) . ?
Re1 N6 2.178(3) . ?
S1 C1 1.686(4) . ?
O1 C21 1.165(5) . ?
O2 C22 1.150(5) . ?
O3 C23 1.156(5) . ?
N1 C1 1.356(5) . ?
N1 N2 1.375(5) . ?
N2 N3 1.283(5) . ?
N3 N4 1.371(5) . ?
N4 C1 1.360(5) . ?
N4 C2 1.441(5) . ?
N5 C9 1.333(5) . ?
N5 C13 1.363(5) . ?
N6 C18 1.324(5) . ?
N6 C14 1.359(5) . ?
C2 C3 1.369(6) . ?
C2 C7 1.381(6) . ?
C3 C4 1.390(6) . ?
C3 H7 0.9500 . ?
C4 C5 1.397(6) . ?
C4 H6 0.9500 . ?
C5 C6 1.379(6) . ?
C5 C8 1.502(6) . ?
C6 C7 1.382(6) . ?
C6 H4 0.9500 . ?
C7 H3 0.9500 . ?
C8 H14A 0.9800 . ?
C8 H14B 0.9800 . ?
C8 H14C 0.9800 . ?
C9 C10 1.398(5) . ?
C9 H29 0.9500 . ?
C10 C11 1.366(6) . ?
C10 H28 0.9500 . ?
C11 C12 1.409(6) . ?
C11 H27 0.9500 . ?
C12 C13 1.406(5) . ?
C12 C20 1.444(6) . ?
C13 C14 1.433(6) . ?
C14 C15 1.396(6) . ?
C15 C16 1.420(6) . ?
C15 C19 1.442(5) . ?
C16 C17 1.369(6) . ?
C16 H33 0.9500 . ?
C17 C18 1.407(6) . ?
C17 H32 0.9500 . ?
C18 H31 0.9500 . ?
C19 C20 1.337(6) . ?
C19 H24 0.9500 . ?
C20 H25 0.9500 . ?

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
C23 Re1 C21 91.35(17) . . ?
C23 Re1 C22 88.54(17) . . ?
C21 Re1 C22 90.30(16) . . ?
C23 Re1 N5 96.02(14) . . ?
C21 Re1 N5 96.09(14) . . ?
C22 Re1 N5 172.06(15) . . ?
C23 Re1 N1 176.29(13) . . ?
C21 Re1 N1 91.78(15) . . ?
C22 Re1 N1 93.44(15) . . ?
N5 Re1 N1 81.67(11) . . ?
C23 Re1 N6 91.05(14) . . ?
C21 Re1 N6 171.83(14) . . ?
C22 Re1 N6 97.58(15) . . ?
N5 Re1 N6 75.89(12) . . ?
N1 Re1 N6 85.59(12) . . ?
C1 N1 N2 108.6(3) . . ?
C1 N1 Re1 130.9(3) . . ?
N2 N1 Re1 120.2(2) . . ?
N3 N2 N1 110.0(3) . . ?
N2 N3 N4 106.4(3) . . ?
C1 N4 N3 110.9(3) . . ?
C1 N4 C2 128.8(4) . . ?
N3 N4 C2 119.9(3) . . ?
C9 N5 C13 118.2(3) . . ?
C9 N5 Re1 127.1(3) . . ?
C13 N5 Re1 114.6(3) . . ?
C18 N6 C14 118.3(3) . . ?
C18 N6 Re1 127.0(3) . . ?
C14 N6 Re1 114.7(3) . . ?
N1 C1 N4 104.1(3) . . ?
N1 C1 S1 128.6(3) . . ?
N4 C1 S1 127.2(3) . . ?
C3 C2 C7 120.9(4) . . ?
C3 C2 N4 120.0(4) . . ?
C7 C2 N4 119.0(4) . . ?
C2 C3 C4 119.2(4) . . ?
C2 C3 H7 120.4 . . ?
C4 C3 H7 120.4 . . ?
C3 C4 C5 120.8(4) . . ?
C3 C4 H6 119.6 . . ?
C5 C4 H6 119.6 . . ?
C6 C5 C4 118.5(4) . . ?
C6 C5 C8 120.8(4) . . ?
C4 C5 C8 120.7(4) . . ?
C5 C6 C7 120.9(4) . . ?
C5 C6 H4 119.6 . . ?
C7 C6 H4 119.6 . . ?
C2 C7 C6 119.7(4) . . ?
C2 C7 H3 120.2 . . ?
C6 C7 H3 120.2 . . ?
C5 C8 H14A 109.5 . . ?
C5 C8 H14B 109.5 . . ?
H14A C8 H14B 109.5 . . ?
C5 C8 H14C 109.5 . . ?
H14A C8 H14C 109.5 . . ?
H14B C8 H14C 109.5 . . ?
N5 C9 C10 122.5(4) . . ?
N5 C9 H29 118.8 . . ?
C10 C9 H29 118.8 . . ?
C11 C10 C9 119.8(4) . . ?
C11 C10 H28 120.1 . . ?
C9 C10 H28 120.1 . . ?
C10 C11 C12 119.5(4) . . ?
C10 C11 H27 120.3 . . ?
C12 C11 H27 120.3 . . ?
C13 C12 C11 117.3(4) . . ?
C13 C12 C20 118.3(4) . . ?
C11 C12 C20 124.4(4) . . ?
N5 C13 C12 122.8(4) . . ?
N5 C13 C14 117.2(3) . . ?
C12 C13 C14 120.0(4) . . ?
N6 C14 C15 123.0(4) . . ?
N6 C14 C13 117.2(3) . . ?
C15 C14 C13 119.8(3) . . ?
C14 C15 C16 117.4(4) . . ?
C14 C15 C19 119.5(4) . . ?
C16 C15 C19 123.1(4) . . ?
C17 C16 C15 119.3(4) . . ?
C17 C16 H33 120.3 . . ?
C15 C16 H33 120.3 . . ?
C16 C17 C18 119.0(4) . . ?
C16 C17 H32 120.5 . . ?
C18 C17 H32 120.5 . . ?
N6 C18 C17 122.9(4) . . ?
N6 C18 H31 118.5 . . ?
C17 C18 H31 118.5 . . ?
C20 C19 C15 120.3(4) . . ?
C20 C19 H24 119.8 . . ?
C15 C19 H24 119.8 . . ?
C19 C20 C12 122.0(4) . . ?
C19 C20 H25 119.0 . . ?
C12 C20 H25 119.0 . . ?
O1 C21 Re1 177.4(3) . . ?
O2 C22 Re1 177.9(4) . . ?
O3 C23 Re1 178.7(4) . . ?

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 N1 N2 N3 -0.3(4) . . . . ?
Re1 N1 N2 N3 -175.6(2) . . . . ?
N1 N2 N3 N4 -0.1(4) . . . . ?
N2 N3 N4 C1 0.5(4) . . . . ?
N2 N3 N4 C2 174.4(3) . . . . ?
N2 N1 C1 N4 0.6(4) . . . . ?
Re1 N1 C1 N4 175.2(2) . . . . ?
N2 N1 C1 S1 -176.0(3) . . . . ?
Re1 N1 C1 S1 -1.4(5) . . . . ?
N3 N4 C1 N1 -0.7(4) . . . . ?
C2 N4 C1 N1 -173.8(3) . . . . ?
N3 N4 C1 S1 176.0(3) . . . . ?
C2 N4 C1 S1 2.9(6) . . . . ?
C1 N4 C2 C3 -49.8(6) . . . . ?
N3 N4 C2 C3 137.6(4) . . . . ?
C1 N4 C2 C7 127.3(4) . . . . ?
N3 N4 C2 C7 -45.3(5) . . . . ?
C7 C2 C3 C4 -2.0(6) . . . . ?
N4 C2 C3 C4 175.0(4) . . . . ?
C2 C3 C4 C5 -0.1(7) . . . . ?
C3 C4 C5 C6 2.5(7) . . . . ?
C3 C4 C5 C8 -176.6(4) . . . . ?
C4 C5 C6 C7 -2.7(6) . . . . ?
C8 C5 C6 C7 176.3(4) . . . . ?
C3 C2 C7 C6 1.8(6) . . . . ?
N4 C2 C7 C6 -175.2(4) . . . . ?
C5 C6 C7 C2 0.7(6) . . . . ?
C13 N5 C9 C10 -0.6(6) . . . . ?
Re1 N5 C9 C10 -175.4(3) . . . . ?
N5 C9 C10 C11 1.0(6) . . . . ?
C9 C10 C11 C12 -0.6(6) . . . . ?
C10 C11 C12 C13 -0.1(6) . . . . ?
C10 C11 C12 C20 -179.5(4) . . . . ?
C9 N5 C13 C12 -0.1(6) . . . . ?
Re1 N5 C13 C12 175.3(3) . . . . ?
C9 N5 C13 C14 178.7(3) . . . . ?
Re1 N5 C13 C14 -5.9(4) . . . . ?
C11 C12 C13 N5 0.4(6) . . . . ?
C20 C12 C13 N5 179.9(4) . . . . ?
C11 C12 C13 C14 -178.3(4) . . . . ?
C20 C12 C13 C14 1.2(6) . . . . ?
C18 N6 C14 C15 2.8(6) . . . . ?
Re1 N6 C14 C15 -177.0(3) . . . . ?
C18 N6 C14 C13 -176.3(4) . . . . ?
Re1 N6 C14 C13 3.8(4) . . . . ?
N5 C13 C14 N6 1.4(5) . . . . ?
C12 C13 C14 N6 -179.8(3) . . . . ?
N5 C13 C14 C15 -177.8(3) . . . . ?
C12 C13 C14 C15 1.0(6) . . . . ?
N6 C14 C15 C16 -1.7(6) . . . . ?
C13 C14 C15 C16 177.4(4) . . . . ?
N6 C14 C15 C19 177.7(3) . . . . ?
C13 C14 C15 C19 -3.2(6) . . . . ?
C14 C15 C16 C17 -0.3(6) . . . . ?
C19 C15 C16 C17 -179.8(4) . . . . ?
C15 C16 C17 C18 1.2(6) . . . . ?
C14 N6 C18 C17 -1.9(6) . . . . ?
Re1 N6 C18 C17 178.0(3) . . . . ?
C16 C17 C18 N6 -0.1(7) . . . . ?
C14 C15 C19 C20 3.1(6) . . . . ?
C16 C15 C19 C20 -177.5(4) . . . . ?
C15 C19 C20 C12 -0.8(6) . . . . ?
C13 C12 C20 C19 -1.3(6) . . . . ?
C11 C12 C20 C19 178.2(4) . . . . ?

_refine_diff_density_max         1.329
_refine_diff_density_min         -1.049
_refine_diff_density_rms         0.162

####################################################################### 
# 
# 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_ls-2-81
_database_code_depnum_ccdc_archive 'CCDC 2171940'
_audit_update_record             
;
2023-02-21 deposited with the CCDC.	2023-03-14 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         'C20 H12 Cl N6 O3 Re S, C3 H6 O'
_chemical_formula_sum            'C23 H18 Cl N6 O4 Re S'
_chemical_formula_weight         696.14

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'
Cl Cl 0.1484 0.1585 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'

_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+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -y, z'

_cell_length_a                   12.9404(5)
_cell_length_b                   9.4757(3)
_cell_length_c                   20.6156(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2527.87(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    6320
_cell_measurement_theta_max      31.3790
_cell_measurement_theta_min      3.6990

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.829
_exptl_crystal_F_000             1352
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    5.037
_shelx_estimated_absorpt_T_min   0.519
_shelx_estimated_absorpt_T_max   0.824
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52316
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            13001
_diffrn_reflns_av_unetI/netI     0.0543
_diffrn_reflns_av_R_equivalents  0.0484
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.718
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.925
_diffrn_reflns_point_group_measured_fraction_full 0.930
_reflns_number_total             4593
_reflns_number_gt                4019
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.802
_reflns_Friedel_fraction_max     0.849
_reflns_Friedel_fraction_full    0.859

_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.
;

_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0251P)²+5.7959P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1615 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.016(11)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4593
_refine_ls_number_parameters     327
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0334
_refine_ls_wR_factor_ref         0.0755
_refine_ls_wR_factor_gt          0.0722
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.001
_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
Re1 Re 0.52667(2) 0.61648(3) 0.53631(3) 0.01538(11) Uani 1 1 d . . . . .
Cl1 Cl 1.0088(3) 0.2710(4) 0.19225(17) 0.0420(8) Uani 1 1 d . . . . .
S1 S 0.61263(19) 0.3293(3) 0.41914(13) 0.0207(5) Uani 1 1 d . . . . .
O1 O 0.6720(6) 0.3859(9) 0.5893(4) 0.0286(18) Uani 1 1 d . . . . .
O2 O 0.3638(6) 0.3980(9) 0.4955(4) 0.0312(19) Uani 1 1 d . . . . .
O3 O 0.4081(7) 0.6170(10) 0.6651(4) 0.039(2) Uani 1 1 d . . . . .
O4 O 0.9345(15) 1.0798(14) 0.6918(9) 0.127(8) Uani 1 1 d . . . . .
N1 N 0.6130(6) 0.6142(9) 0.4455(4) 0.0160(18) Uani 1 1 d . U . . .
N2 N 0.6588(6) 0.7315(10) 0.4214(4) 0.023(2) Uani 1 1 d . . . . .
N3 N 0.7198(7) 0.6991(10) 0.3747(4) 0.024(2) Uani 1 1 d . . . . .
N4 N 0.7142(6) 0.5556(10) 0.3677(4) 0.0177(19) Uani 1 1 d . . . . .
N5 N 0.4516(6) 0.8017(9) 0.4950(4) 0.0173(18) Uani 1 1 d . . . . .
N6 N 0.6265(6) 0.7912(10) 0.5627(4) 0.0176(19) Uani 1 1 d . . . . .
C1 C 0.6468(7) 0.5012(11) 0.4114(5) 0.015(2) Uani 1 1 d . . . . .
C2 C 0.7848(8) 0.4869(13) 0.3243(5) 0.022(2) Uani 1 1 d . . . . .
C3 C 0.8886(8) 0.5226(14) 0.3277(5) 0.028(3) Uani 1 1 d . . . . .
H3 H 0.912130 0.591820 0.357563 0.033 Uiso 1 1 calc R U . . .
C4 C 0.9577(9) 0.4549(15) 0.2863(6) 0.030(3) Uani 1 1 d . . . . .
H4 H 1.029173 0.477867 0.287235 0.037 Uiso 1 1 calc R U . . .
C5 C 0.9210(9) 0.3541(14) 0.2438(6) 0.031(3) Uani 1 1 d . . . . .
C6 C 0.8194(9) 0.3149(14) 0.2418(6) 0.029(3) Uani 1 1 d . . . . .
H6 H 0.797005 0.242855 0.212969 0.035 Uiso 1 1 calc R U . . .
C7 C 0.7488(16) 0.3828(10) 0.2829(10) 0.022(2) Uani 1 1 d . . . . .
H7 H 0.677660 0.357881 0.282306 0.026 Uiso 1 1 calc R U . . .
C8 C 0.3669(8) 0.7988(14) 0.4586(6) 0.027(3) Uani 1 1 d . . . . .
H8 H 0.333927 0.710830 0.450778 0.033 Uiso 1 1 calc R U . . .
C9 C 0.3250(9) 0.9203(14) 0.4315(6) 0.033(3) Uani 1 1 d . . . . .
H9 H 0.264286 0.914913 0.405704 0.040 Uiso 1 1 calc R U . . .
C10 C 0.3716(8) 1.0478(13) 0.4424(6) 0.029(3) Uani 1 1 d . . . . .
H10 H 0.344523 1.131776 0.423827 0.035 Uiso 1 1 calc R U . . .
C11 C 0.4596(8) 1.0515(13) 0.4811(6) 0.027(3) Uani 1 1 d . . . . .
H11 H 0.491924 1.139241 0.490422 0.032 Uiso 1 1 calc R U . . .
C12 C 0.4997(8) 0.9289(12) 0.5059(5) 0.018(2) Uani 1 1 d . . . . .
C13 C 0.5941(7) 0.9238(10) 0.5443(8) 0.019(3) Uani 1 1 d . . . . .
C14 C 0.6511(8) 1.0444(13) 0.5617(5) 0.025(2) Uani 1 1 d . . . . .
H14 H 0.627721 1.135510 0.549361 0.030 Uiso 1 1 calc R U . . .
C15 C 0.7407(8) 1.0296(13) 0.5966(5) 0.024(2) Uani 1 1 d . . . . .
H15 H 0.780082 1.110227 0.608388 0.029 Uiso 1 1 calc R U . . .
C16 C 0.7730(8) 0.8957(13) 0.6146(6) 0.027(3) Uani 1 1 d . . . . .
H16 H 0.834863 0.883906 0.638797 0.033 Uiso 1 1 calc R U . . .
C17 C 0.7147(7) 0.7794(13) 0.5972(5) 0.022(2) Uani 1 1 d . . . . .
H17 H 0.737465 0.688227 0.609870 0.026 Uiso 1 1 calc R U . . .
C18 C 0.6148(8) 0.4692(12) 0.5695(5) 0.021(2) Uani 1 1 d . . . . .
C19 C 0.4280(8) 0.4790(12) 0.5087(5) 0.020(2) Uani 1 1 d . . . . .
C20 C 0.4538(9) 0.6213(12) 0.6170(6) 0.025(2) Uani 1 1 d . U . . .
C21 C 0.9706(12) 1.0636(15) 0.7450(8) 0.048(4) Uani 1 1 d . . . . .
C22 C 1.0789(13) 1.097(2) 0.7580(8) 0.067(5) Uani 1 1 d . . . . .
H22A H 1.122900 1.021415 0.740968 0.101 Uiso 1 1 calc R U . . .
H22B H 1.089533 1.105868 0.804847 0.101 Uiso 1 1 calc R U . . .
H22C H 1.096921 1.186278 0.736741 0.101 Uiso 1 1 calc R U . . .
C23 C 0.9076(15) 1.010(3) 0.7984(11) 0.092(8) Uani 1 1 d . . . . .
H23A H 0.839336 0.983251 0.782017 0.139 Uiso 1 1 calc R U . . .
H23B H 0.899932 1.083852 0.831425 0.139 Uiso 1 1 calc R U . . .
H23C H 0.941381 0.927587 0.817633 0.139 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
Re1 C19 1.910(11) . ?
Re1 C20 1.912(12) . ?
Re1 C18 1.928(12) . ?
Re1 N6 2.169(9) . ?
Re1 N5 2.179(9) . ?
Re1 N1 2.180(8) . ?
Cl1 C5 1.745(12) . ?
S1 C1 1.695(11) . ?
O1 C18 1.156(13) . ?
O2 C19 1.165(13) . ?
O3 C20 1.157(14) . ?
O4 C21 1.202(19) . ?
N1 N2 1.354(12) . ?
N1 C1 1.354(13) . ?
N2 N3 1.282(12) . ?
N3 N4 1.369(14) . ?
N4 C1 1.356(13) . ?
N4 C2 1.434(13) . ?
N5 C8 1.330(13) . ?
N5 C12 1.375(14) . ?
N6 C17 1.349(12) . ?
N6 C13 1.378(14) . ?
C2 C7 1.386(19) . ?
C2 C3 1.388(14) . ?
C3 C4 1.392(16) . ?
C3 H3 0.9500 . ?
C4 C5 1.380(19) . ?
C4 H4 0.9500 . ?
C5 C6 1.367(16) . ?
C6 C7 1.40(2) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C9 1.389(17) . ?
C8 H8 0.9500 . ?
C9 C10 1.369(18) . ?
C9 H9 0.9500 . ?
C10 C11 1.391(16) . ?
C10 H10 0.9500 . ?
C11 C12 1.371(16) . ?
C11 H11 0.9500 . ?
C12 C13 1.456(15) . ?
C13 C14 1.407(14) . ?
C14 C15 1.371(15) . ?
C14 H14 0.9500 . ?
C15 C16 1.386(17) . ?
C15 H15 0.9500 . ?
C16 C17 1.383(16) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C21 C23 1.46(3) . ?
C21 C22 1.46(2) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
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
C19 Re1 C20 86.9(5) . . ?
C19 Re1 C18 90.4(4) . . ?
C20 Re1 C18 90.0(4) . . ?
C19 Re1 N6 173.2(4) . . ?
C20 Re1 N6 93.3(4) . . ?
C18 Re1 N6 96.4(4) . . ?
C19 Re1 N5 97.8(4) . . ?
C20 Re1 N5 95.8(4) . . ?
C18 Re1 N5 170.2(4) . . ?
N6 Re1 N5 75.4(3) . . ?
C19 Re1 N1 94.6(4) . . ?
C20 Re1 N1 178.5(4) . . ?
C18 Re1 N1 89.7(4) . . ?
N6 Re1 N1 85.3(3) . . ?
N5 Re1 N1 84.3(3) . . ?
N2 N1 C1 108.5(8) . . ?
N2 N1 Re1 122.1(7) . . ?
C1 N1 Re1 128.3(7) . . ?
N3 N2 N1 110.4(9) . . ?
N2 N3 N4 106.5(9) . . ?
C1 N4 N3 110.0(8) . . ?
C1 N4 C2 130.6(9) . . ?
N3 N4 C2 118.9(8) . . ?
C8 N5 C12 118.9(9) . . ?
C8 N5 Re1 124.9(8) . . ?
C12 N5 Re1 116.2(6) . . ?
C17 N6 C13 118.5(9) . . ?
C17 N6 Re1 125.0(8) . . ?
C13 N6 Re1 116.5(6) . . ?
N1 C1 N4 104.6(9) . . ?
N1 C1 S1 128.8(8) . . ?
N4 C1 S1 126.6(8) . . ?
C7 C2 C3 122.0(13) . . ?
C7 C2 N4 119.6(12) . . ?
C3 C2 N4 118.3(10) . . ?
C2 C3 C4 118.6(11) . . ?
C2 C3 H3 120.7 . . ?
C4 C3 H3 120.7 . . ?
C5 C4 C3 119.1(11) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C6 C5 C4 122.6(11) . . ?
C6 C5 Cl1 119.0(10) . . ?
C4 C5 Cl1 118.3(9) . . ?
C5 C6 C7 118.9(13) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 H6 120.6 . . ?
C2 C7 C6 118.7(16) . . ?
C2 C7 H7 120.7 . . ?
C6 C7 H7 120.7 . . ?
N5 C8 C9 122.1(11) . . ?
N5 C8 H8 118.9 . . ?
C9 C8 H8 118.9 . . ?
C10 C9 C8 119.6(11) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C9 C10 C11 118.5(11) . . ?
C9 C10 H10 120.7 . . ?
C11 C10 H10 120.7 . . ?
C12 C11 C10 120.1(11) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 N5 120.7(10) . . ?
C11 C12 C13 123.3(10) . . ?
N5 C12 C13 116.0(9) . . ?
N6 C13 C14 120.7(10) . . ?
N6 C13 C12 115.8(9) . . ?
C14 C13 C12 123.5(10) . . ?
C15 C14 C13 119.7(11) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C16 119.2(10) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 H15 120.4 . . ?
C17 C16 C15 119.7(10) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
N6 C17 C16 122.2(11) . . ?
N6 C17 H17 118.9 . . ?
C16 C17 H17 118.9 . . ?
O1 C18 Re1 176.3(9) . . ?
O2 C19 Re1 175.3(9) . . ?
O3 C20 Re1 176.4(10) . . ?
O4 C21 C23 121.1(19) . . ?
O4 C21 C22 120.8(18) . . ?
C23 C21 C22 118.2(15) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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
C1 N1 N2 N3 -0.5(11) . . . . ?
Re1 N1 N2 N3 168.2(6) . . . . ?
N1 N2 N3 N4 0.0(11) . . . . ?
N2 N3 N4 C1 0.6(11) . . . . ?
N2 N3 N4 C2 -172.1(8) . . . . ?
N2 N1 C1 N4 0.9(10) . . . . ?
Re1 N1 C1 N4 -166.9(6) . . . . ?
N2 N1 C1 S1 -178.1(7) . . . . ?
Re1 N1 C1 S1 14.1(13) . . . . ?
N3 N4 C1 N1 -0.9(10) . . . . ?
C2 N4 C1 N1 170.7(9) . . . . ?
N3 N4 C1 S1 178.1(7) . . . . ?
C2 N4 C1 S1 -10.4(15) . . . . ?
C1 N4 C2 C7 52.7(16) . . . . ?
N3 N4 C2 C7 -136.4(12) . . . . ?
C1 N4 C2 C3 -124.1(12) . . . . ?
N3 N4 C2 C3 46.8(14) . . . . ?
C7 C2 C3 C4 2.4(19) . . . . ?
N4 C2 C3 C4 179.1(11) . . . . ?
C2 C3 C4 C5 -0.6(18) . . . . ?
C3 C4 C5 C6 -1.7(19) . . . . ?
C3 C4 C5 Cl1 179.8(10) . . . . ?
C4 C5 C6 C7 2(2) . . . . ?
Cl1 C5 C6 C7 -179.4(11) . . . . ?
C3 C2 C7 C6 -2(2) . . . . ?
N4 C2 C7 C6 -178.7(12) . . . . ?
C5 C6 C7 C2 0(2) . . . . ?
C12 N5 C8 C9 -0.4(16) . . . . ?
Re1 N5 C8 C9 -177.5(8) . . . . ?
N5 C8 C9 C10 0.0(18) . . . . ?
C8 C9 C10 C11 -0.8(18) . . . . ?
C9 C10 C11 C12 2.0(17) . . . . ?
C10 C11 C12 N5 -2.5(17) . . . . ?
C10 C11 C12 C13 177.1(11) . . . . ?
C8 N5 C12 C11 1.7(16) . . . . ?
Re1 N5 C12 C11 179.0(8) . . . . ?
C8 N5 C12 C13 -177.9(10) . . . . ?
Re1 N5 C12 C13 -0.6(13) . . . . ?
C17 N6 C13 C14 -0.7(17) . . . . ?
Re1 N6 C13 C14 177.1(9) . . . . ?
C17 N6 C13 C12 178.6(10) . . . . ?
Re1 N6 C13 C12 -3.6(14) . . . . ?
C11 C12 C13 N6 -176.8(11) . . . . ?
N5 C12 C13 N6 2.8(16) . . . . ?
C11 C12 C13 C14 2(2) . . . . ?
N5 C12 C13 C14 -177.9(11) . . . . ?
N6 C13 C14 C15 0.9(18) . . . . ?
C12 C13 C14 C15 -178.4(11) . . . . ?
C13 C14 C15 C16 -0.5(17) . . . . ?
C14 C15 C16 C17 0.0(17) . . . . ?
C13 N6 C17 C16 0.2(16) . . . . ?
Re1 N6 C17 C16 -177.4(8) . . . . ?
C15 C16 C17 N6 0.2(17) . . . . ?

_refine_diff_density_max         1.400
_refine_diff_density_min         -1.319
_refine_diff_density_rms         0.127

####################################################################### 
# 
# 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_ls-2-60
_database_code_depnum_ccdc_archive 'CCDC 2171941'
_audit_update_record             
;
2023-02-21 deposited with the CCDC.	2023-03-14 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         'C20 H12 N7 O5 Re S, C3 H6 O'
_chemical_formula_sum            'C23 H18 N7 O6 Re S'
_chemical_formula_weight         706.70

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'

_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+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -y, z'

_cell_length_a                   12.8312(4)
_cell_length_b                   9.5879(3)
_cell_length_c                   20.5152(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2523.87(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    8397
_cell_measurement_theta_max      31.9150
_cell_measurement_theta_min      3.7290

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.860
_exptl_crystal_F_000             1376
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.090
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    4.951
_shelx_estimated_absorpt_T_min   0.664
_shelx_estimated_absorpt_T_max   0.664
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68936
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            15269
_diffrn_reflns_av_unetI/netI     0.0598
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.314
_diffrn_reflns_theta_max         27.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.927
_diffrn_reflns_point_group_measured_fraction_full 0.952
_reflns_number_total             5649
_reflns_number_gt                4782
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.806
_reflns_Friedel_fraction_max     0.852
_reflns_Friedel_fraction_full    0.904

_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.
;

_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0268P)²+1.8198P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1906 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.048(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5649
_refine_ls_number_parameters     345
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0335
_refine_ls_wR_factor_ref         0.0756
_refine_ls_wR_factor_gt          0.0710
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.001
_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
Re1 Re 0.48216(2) 0.61877(2) 0.40304(3) 0.01687(9) Uani 1 1 d . . . . .
S1 S 0.39320(17) 0.3284(2) 0.51797(10) 0.0223(4) Uani 1 1 d . . . . .
O1 O 0.6477(6) 0.4036(7) 0.4457(3) 0.0333(16) Uani 1 1 d . . . . .
O2 O 0.3483(6) 0.3852(7) 0.3434(3) 0.0336(16) Uani 1 1 d . . . . .
O3 O 0.6097(6) 0.6315(8) 0.2767(3) 0.044(2) Uani 1 1 d . . . . .
O4 O 0.0201(6) 0.1841(9) 0.7620(4) 0.047(2) Uani 1 1 d . . . . .
O5 O -0.0952(7) 0.3337(9) 0.7317(5) 0.058(2) Uani 1 1 d . . . . .
O6 O 0.3797(10) 1.0890(10) 0.7152(5) 0.083(4) Uani 1 1 d . . . . .
N1 N 0.3924(6) 0.6106(7) 0.4934(3) 0.0192(15) Uani 1 1 d . . . . .
N2 N 0.3458(5) 0.7268(7) 0.5174(3) 0.0200(14) Uani 1 1 d . . . . .
N3 N 0.2826(6) 0.6929(7) 0.5635(3) 0.0230(16) Uani 1 1 d . . . . .
N4 N 0.2891(6) 0.5506(7) 0.5707(3) 0.0184(14) Uani 1 1 d . . . . .
N5 N -0.0068(7) 0.2856(9) 0.7308(4) 0.0318(19) Uani 1 1 d . . . . .
N6 N 0.5524(6) 0.8033(8) 0.4461(3) 0.0208(15) Uani 1 1 d . . . . .
N7 N 0.3792(6) 0.7900(7) 0.3754(3) 0.0186(15) Uani 1 1 d . . . . .
C1 C 0.3579(7) 0.4973(9) 0.5259(4) 0.0198(17) Uani 1 1 d . . . . .
C2 C 0.2162(7) 0.4821(9) 0.6119(4) 0.0217(18) Uani 1 1 d . . . . .
C3 C 0.1142(8) 0.5318(10) 0.6130(4) 0.027(2) Uani 1 1 d . . . . .
H3 H 0.094885 0.609498 0.586965 0.033 Uiso 1 1 calc R U . . .
C4 C 0.0420(8) 0.4677(11) 0.6519(5) 0.030(2) Uani 1 1 d . . . . .
H4 H -0.027786 0.500472 0.653448 0.036 Uiso 1 1 calc R U . . .
C5 C 0.0727(7) 0.3536(10) 0.6893(4) 0.024(2) Uani 1 1 d . . . . .
C6 C 0.1731(8) 0.3033(10) 0.6890(4) 0.028(2) Uani 1 1 d . . . . .
H6 H 0.192050 0.225717 0.715191 0.034 Uiso 1 1 calc R U . . .
C7 C 0.2459(16) 0.3684(8) 0.6496(8) 0.0214(16) Uani 1 1 d . . . . .
H7 H 0.315775 0.335558 0.648286 0.026 Uiso 1 1 calc R U . . .
C8 C 0.5825(7) 0.4838(10) 0.4308(4) 0.0226(19) Uani 1 1 d . . . . .
C9 C 0.3995(8) 0.4710(9) 0.3658(4) 0.024(2) Uani 1 1 d . . . . .
C10 C 0.5615(9) 0.6302(9) 0.3237(5) 0.032(2) Uani 1 1 d . . . . .
C11 C 0.6381(7) 0.8033(9) 0.4835(4) 0.0228(18) Uani 1 1 d . . . . .
H11 H 0.670868 0.716443 0.492371 0.027 Uiso 1 1 calc R U . . .
C12 C 0.6814(8) 0.9226(10) 0.5100(5) 0.031(2) Uani 1 1 d . . . . .
H12 H 0.740812 0.918117 0.537551 0.038 Uiso 1 1 calc R U . . .
C13 C 0.6347(7) 1.0491(10) 0.4949(5) 0.030(2) Uani 1 1 d . . . . .
H13 H 0.662697 1.133679 0.511551 0.036 Uiso 1 1 calc R U . . .
C14 C 0.5479(8) 1.0514(9) 0.4559(5) 0.027(2) Uani 1 1 d . . . . .
H14 H 0.516773 1.137927 0.444476 0.033 Uiso 1 1 calc R U . . .
C15 C 0.5056(7) 0.9277(10) 0.4330(4) 0.0211(18) Uani 1 1 d . . . . .
C16 C 0.4101(7) 0.9211(8) 0.3939(5) 0.021(2) Uani 1 1 d . . . . .
C17 C 0.3538(8) 1.0377(9) 0.3756(4) 0.0236(19) Uani 1 1 d . . . . .
H17 H 0.377534 1.128052 0.387492 0.028 Uiso 1 1 calc R U . . .
C18 C 0.2632(8) 1.0227(10) 0.3400(5) 0.029(2) Uani 1 1 d . . . . .
H18 H 0.222939 1.101828 0.328130 0.035 Uiso 1 1 calc R U . . .
C19 C 0.2322(7) 0.8900(10) 0.3221(4) 0.026(2) Uani 1 1 d . . . . .
H19 H 0.170785 0.876693 0.296972 0.032 Uiso 1 1 calc R U . . .
C20 C 0.2910(7) 0.7784(9) 0.3411(4) 0.0222(18) Uani 1 1 d . . . . .
H20 H 0.268047 0.687624 0.329240 0.027 Uiso 1 1 calc R U . . .
C21 C 0.4514(11) 1.0612(12) 0.6786(5) 0.046(3) Uani 1 1 d . . . . .
C22 C 0.4315(13) 0.9712(14) 0.6216(6) 0.055(3) Uani 1 1 d . . . . .
H22A H 0.369163 0.914702 0.629498 0.082 Uiso 1 1 calc R U . . .
H22B H 0.491506 0.909815 0.614508 0.082 Uiso 1 1 calc R U . . .
H22C H 0.420715 1.029490 0.582941 0.082 Uiso 1 1 calc R U . . .
C23 C 0.5589(14) 1.1170(14) 0.6870(7) 0.059(4) Uani 1 1 d . . . . .
H23A H 0.557581 1.195116 0.717823 0.088 Uiso 1 1 calc R U . . .
H23B H 0.585395 1.149359 0.644849 0.088 Uiso 1 1 calc R U . . .
H23C H 0.604394 1.043303 0.703901 0.088 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
Re1 C8 1.912(10) . ?
Re1 C10 1.923(11) . ?
Re1 C9 1.927(10) . ?
Re1 N6 2.173(7) . ?
Re1 N7 2.182(7) . ?
Re1 N1 2.185(7) . ?
S1 C1 1.689(9) . ?
O1 C8 1.177(11) . ?
O2 C9 1.149(11) . ?
O3 C10 1.145(12) . ?
O4 N5 1.214(11) . ?
O5 N5 1.225(12) . ?
O6 C21 1.217(15) . ?
N1 C1 1.348(11) . ?
N1 N2 1.356(9) . ?
N2 N3 1.287(10) . ?
N3 N4 1.374(10) . ?
N4 C1 1.374(11) . ?
N4 C2 1.422(11) . ?
N5 C5 1.480(12) . ?
N6 C11 1.342(11) . ?
N6 C15 1.362(12) . ?
N7 C20 1.337(11) . ?
N7 C16 1.372(11) . ?
C2 C7 1.390(14) . ?
C2 C3 1.393(13) . ?
C3 C4 1.368(13) . ?
C3 H3 0.9500 . ?
C4 C5 1.392(14) . ?
C4 H4 0.9500 . ?
C5 C6 1.376(14) . ?
C6 C7 1.38(2) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C11 C12 1.383(13) . ?
C11 H11 0.9500 . ?
C12 C13 1.388(13) . ?
C12 H12 0.9500 . ?
C13 C14 1.372(14) . ?
C13 H13 0.9500 . ?
C14 C15 1.387(13) . ?
C14 H14 0.9500 . ?
C15 C16 1.465(13) . ?
C16 C17 1.383(12) . ?
C17 C18 1.381(14) . ?
C17 H17 0.9500 . ?
C18 C19 1.382(13) . ?
C18 H18 0.9500 . ?
C19 C20 1.367(13) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 C22 1.476(17) . ?
C21 C23 1.49(2) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
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
C8 Re1 C10 86.2(4) . . ?
C8 Re1 C9 89.5(4) . . ?
C10 Re1 C9 89.9(4) . . ?
C8 Re1 N6 98.7(3) . . ?
C10 Re1 N6 94.5(3) . . ?
C9 Re1 N6 171.0(3) . . ?
C8 Re1 N7 173.8(3) . . ?
C10 Re1 N7 93.3(3) . . ?
C9 Re1 N7 96.7(3) . . ?
N6 Re1 N7 75.2(3) . . ?
C8 Re1 N1 94.5(3) . . ?
C10 Re1 N1 178.8(3) . . ?
C9 Re1 N1 91.1(3) . . ?
N6 Re1 N1 84.4(3) . . ?
N7 Re1 N1 85.9(3) . . ?
C1 N1 N2 109.7(7) . . ?
C1 N1 Re1 128.4(6) . . ?
N2 N1 Re1 120.7(5) . . ?
N3 N2 N1 109.7(6) . . ?
N2 N3 N4 106.9(6) . . ?
C1 N4 N3 109.7(7) . . ?
C1 N4 C2 130.4(7) . . ?
N3 N4 C2 118.9(7) . . ?
O4 N5 O5 123.8(9) . . ?
O4 N5 C5 117.4(9) . . ?
O5 N5 C5 118.8(9) . . ?
C11 N6 C15 118.3(8) . . ?
C11 N6 Re1 124.9(6) . . ?
C15 N6 Re1 116.7(6) . . ?
C20 N7 C16 117.8(7) . . ?
C20 N7 Re1 125.9(6) . . ?
C16 N7 Re1 116.3(6) . . ?
N1 C1 N4 104.0(7) . . ?
N1 C1 S1 129.6(7) . . ?
N4 C1 S1 126.4(6) . . ?
C7 C2 C3 121.2(11) . . ?
C7 C2 N4 120.8(11) . . ?
C3 C2 N4 118.0(8) . . ?
C4 C3 C2 119.4(9) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C3 C4 C5 118.9(10) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
C6 C5 C4 122.5(9) . . ?
C6 C5 N5 119.6(9) . . ?
C4 C5 N5 117.9(9) . . ?
C5 C6 C7 118.5(10) . . ?
C5 C6 H6 120.7 . . ?
C7 C6 H6 120.7 . . ?
C6 C7 C2 119.5(15) . . ?
C6 C7 H7 120.2 . . ?
C2 C7 H7 120.2 . . ?
O1 C8 Re1 176.6(8) . . ?
O2 C9 Re1 178.3(8) . . ?
O3 C10 Re1 177.3(8) . . ?
N6 C11 C12 123.6(8) . . ?
N6 C11 H11 118.2 . . ?
C12 C11 H11 118.2 . . ?
C11 C12 C13 117.5(9) . . ?
C11 C12 H12 121.2 . . ?
C13 C12 H12 121.2 . . ?
C14 C13 C12 119.6(8) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C14 C15 120.1(9) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
N6 C15 C14 120.6(9) . . ?
N6 C15 C16 116.0(8) . . ?
C14 C15 C16 123.4(8) . . ?
N7 C16 C17 121.0(8) . . ?
N7 C16 C15 115.6(7) . . ?
C17 C16 C15 123.4(8) . . ?
C18 C17 C16 119.9(9) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C18 C19 118.6(9) . . ?
C17 C18 H18 120.7 . . ?
C19 C18 H18 120.7 . . ?
C20 C19 C18 119.1(9) . . ?
C20 C19 H19 120.5 . . ?
C18 C19 H19 120.5 . . ?
N7 C20 C19 123.5(8) . . ?
N7 C20 H20 118.2 . . ?
C19 C20 H20 118.2 . . ?
O6 C21 C22 119.1(15) . . ?
O6 C21 C23 123.4(13) . . ?
C22 C21 C23 117.5(12) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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
C1 N1 N2 N3 -0.4(9) . . . . ?
Re1 N1 N2 N3 168.3(5) . . . . ?
N1 N2 N3 N4 1.0(9) . . . . ?
N2 N3 N4 C1 -1.3(9) . . . . ?
N2 N3 N4 C2 -170.9(7) . . . . ?
N2 N1 C1 N4 -0.4(9) . . . . ?
Re1 N1 C1 N4 -168.0(5) . . . . ?
N2 N1 C1 S1 -177.4(6) . . . . ?
Re1 N1 C1 S1 15.0(12) . . . . ?
N3 N4 C1 N1 1.0(9) . . . . ?
C2 N4 C1 N1 169.0(8) . . . . ?
N3 N4 C1 S1 178.2(6) . . . . ?
C2 N4 C1 S1 -13.8(13) . . . . ?
C1 N4 C2 C7 49.1(14) . . . . ?
N3 N4 C2 C7 -143.9(9) . . . . ?
C1 N4 C2 C3 -130.6(9) . . . . ?
N3 N4 C2 C3 36.4(11) . . . . ?
C7 C2 C3 C4 0.1(15) . . . . ?
N4 C2 C3 C4 179.8(8) . . . . ?
C2 C3 C4 C5 -0.3(14) . . . . ?
C3 C4 C5 C6 0.5(15) . . . . ?
C3 C4 C5 N5 -179.7(8) . . . . ?
O4 N5 C5 C6 -2.0(13) . . . . ?
O5 N5 C5 C6 178.3(9) . . . . ?
O4 N5 C5 C4 178.2(9) . . . . ?
O5 N5 C5 C4 -1.5(14) . . . . ?
C4 C5 C6 C7 -0.5(15) . . . . ?
N5 C5 C6 C7 179.8(10) . . . . ?
C5 C6 C7 C2 0.2(17) . . . . ?
C3 C2 C7 C6 -0.1(17) . . . . ?
N4 C2 C7 C6 -179.7(9) . . . . ?
C15 N6 C11 C12 0.4(13) . . . . ?
Re1 N6 C11 C12 179.7(7) . . . . ?
N6 C11 C12 C13 -2.1(14) . . . . ?
C11 C12 C13 C14 1.0(14) . . . . ?
C12 C13 C14 C15 1.6(15) . . . . ?
C11 N6 C15 C14 2.4(13) . . . . ?
Re1 N6 C15 C14 -176.9(7) . . . . ?
C11 N6 C15 C16 -177.8(8) . . . . ?
Re1 N6 C15 C16 2.9(10) . . . . ?
C13 C14 C15 N6 -3.4(14) . . . . ?
C13 C14 C15 C16 176.8(9) . . . . ?
C20 N7 C16 C17 -2.3(13) . . . . ?
Re1 N7 C16 C17 176.2(7) . . . . ?
C20 N7 C16 C15 178.3(8) . . . . ?
Re1 N7 C16 C15 -3.2(10) . . . . ?
N6 C15 C16 N7 0.2(12) . . . . ?
C14 C15 C16 N7 -179.9(8) . . . . ?
N6 C15 C16 C17 -179.2(8) . . . . ?
C14 C15 C16 C17 0.7(15) . . . . ?
N7 C16 C17 C18 2.2(14) . . . . ?
C15 C16 C17 C18 -178.4(9) . . . . ?
C16 C17 C18 C19 -1.6(14) . . . . ?
C17 C18 C19 C20 1.1(14) . . . . ?
C16 N7 C20 C19 1.9(13) . . . . ?
Re1 N7 C20 C19 -176.5(6) . . . . ?
C18 C19 C20 N7 -1.3(14) . . . . ?

_refine_diff_density_max         1.187
_refine_diff_density_min         -1.095
_refine_diff_density_rms         0.132

####################################################################### 
# 
# 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_jk-1-09
_database_code_depnum_ccdc_archive 'CCDC 2171943'
_audit_update_record             
;
2023-02-21 deposited with the CCDC.	2023-03-14 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         'C23 H15 N6 O4 Re S'
_chemical_formula_sum            'C23 H15 N6 O4 Re S'
_chemical_formula_weight         657.67

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   11.5391(3)
_cell_length_b                   13.2808(3)
_cell_length_c                   14.9093(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2284.83(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    8720
_cell_measurement_theta_max      29.2420
_cell_measurement_theta_min      3.5250

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.912
_exptl_crystal_F_000             1272
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    5.454
_shelx_estimated_absorpt_T_min   0.394
_shelx_estimated_absorpt_T_max   0.495
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73194
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            16437
_diffrn_reflns_av_unetI/netI     0.0568
_diffrn_reflns_av_R_equivalents  0.0514
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.359
_diffrn_reflns_theta_max         30.540
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.839
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.839
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.782
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             5473
_reflns_number_gt                4987
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.670
_reflns_Friedel_fraction_max     0.710
_reflns_Friedel_fraction_full    0.974

_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_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0128P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_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   0.473(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5473
_refine_ls_number_parameters     318
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0296
_refine_ls_wR_factor_ref         0.0538
_refine_ls_wR_factor_gt          0.0520
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.000
_refine_ls_shift/su_max          0.001
_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
Re01 Re 0.36663(2) 0.65425(2) 0.71546(2) 0.01775(7) Uani 1 1 d . . . . .
S1 S 0.47562(16) 0.54202(12) 0.49682(12) 0.0265(4) Uani 1 1 d . . . . .
O1 O 0.3305(6) 0.7569(4) 0.5336(4) 0.0519(19) Uani 1 1 d . . . . .
O2 O 0.1009(4) 0.6506(4) 0.7242(4) 0.0448(13) Uani 1 1 d . . . . .
O3 O 0.3774(4) 0.8686(3) 0.7926(3) 0.0281(10) Uani 1 1 d . . . . .
O4 O 0.4529(4) 0.0931(3) 0.3037(3) 0.0292(12) Uani 1 1 d . . . . .
N3 N 0.3799(5) 0.5022(3) 0.6603(3) 0.0174(11) Uani 1 1 d . . . . .
N4 N 0.3400(4) 0.4200(4) 0.7070(4) 0.0220(12) Uani 1 1 d . . . . .
N5 N 0.3528(4) 0.3409(4) 0.6594(3) 0.0226(11) Uani 1 1 d . . . . .
N6 N 0.4035(4) 0.3699(3) 0.5802(3) 0.0187(12) Uani 1 1 d . . . . .
N7 N 0.5540(4) 0.6465(4) 0.7171(4) 0.0184(10) Uani 1 1 d . . . . .
N8 N 0.4041(4) 0.5750(4) 0.8396(4) 0.0188(12) Uani 1 1 d . . . . .
C1 C 0.4203(5) 0.4717(5) 0.5804(4) 0.0185(13) Uani 1 1 d . . . . .
C2 C 0.4199(6) 0.2991(5) 0.5099(4) 0.0195(13) Uani 1 1 d . . . . .
C3 C 0.5242(6) 0.2961(5) 0.4633(5) 0.0251(15) Uani 1 1 d . . . . .
H3 H 0.585406 0.340615 0.478787 0.030 Uiso 1 1 calc R U . . .
C4 C 0.5382(6) 0.2273(5) 0.3937(5) 0.0243(15) Uani 1 1 d . . . . .
H4 H 0.609156 0.224851 0.361478 0.029 Uiso 1 1 calc R U . . .
C5 C 0.4487(5) 0.1623(5) 0.3714(4) 0.0218(13) Uani 1 1 d . . . . .
C6 C 0.3462(5) 0.1654(5) 0.4188(4) 0.0253(14) Uani 1 1 d . . . . .
H6 H 0.285254 0.120356 0.403649 0.030 Uiso 1 1 calc R U . . .
C7 C 0.3310(6) 0.2330(5) 0.4881(5) 0.0246(15) Uani 1 1 d . . . . .
H7 H 0.260280 0.234347 0.520710 0.030 Uiso 1 1 calc R U . . .
C8 C 0.5477(7) 0.0986(6) 0.2432(5) 0.039(2) Uani 1 1 d . . . . .
H8A H 0.537629 0.048473 0.195569 0.058 Uiso 1 1 calc R U . . .
H8B H 0.620030 0.085098 0.275506 0.058 Uiso 1 1 calc R U . . .
H8C H 0.550994 0.166057 0.216634 0.058 Uiso 1 1 calc R U . . .
C9 C 0.3481(7) 0.7159(5) 0.6006(5) 0.0310(17) Uani 1 1 d . . . . .
C10 C 0.2014(5) 0.6515(5) 0.7231(5) 0.0273(14) Uani 1 1 d . . . . .
C11 C 0.3710(6) 0.7875(5) 0.7658(4) 0.0245(14) Uani 1 1 d . . . . .
C12 C 0.6282(7) 0.6854(4) 0.6582(4) 0.0245(14) Uani 1 1 d . . . . .
H12 H 0.598211 0.722347 0.608853 0.029 Uiso 1 1 calc R U . . .
C13 C 0.7491(6) 0.6743(5) 0.6657(5) 0.0281(16) Uani 1 1 d . . . . .
H13 H 0.798997 0.704945 0.622968 0.034 Uiso 1 1 calc R U . . .
C14 C 0.7943(6) 0.6193(5) 0.7347(5) 0.0283(17) Uani 1 1 d . . . . .
H14 H 0.875669 0.610090 0.739437 0.034 Uiso 1 1 calc R U . . .
C15 C 0.7203(5) 0.5765(4) 0.7982(5) 0.0218(14) Uani 1 1 d . . . . .
C16 C 0.5996(5) 0.5942(4) 0.7889(5) 0.0166(12) Uani 1 1 d . . . . .
C17 C 0.5196(5) 0.5551(4) 0.8532(4) 0.0172(13) Uani 1 1 d . . . . .
C18 C 0.5605(6) 0.4988(5) 0.9265(5) 0.0244(15) Uani 1 1 d . . . . .
C19 C 0.4789(7) 0.4632(5) 0.9879(5) 0.0301(16) Uani 1 1 d . . . . .
H19 H 0.502994 0.426074 1.039031 0.036 Uiso 1 1 calc R U . . .
C20 C 0.3641(8) 0.4824(5) 0.9737(4) 0.0309(15) Uani 1 1 d . . . . .
H20 H 0.307779 0.456722 1.014182 0.037 Uiso 1 1 calc R U . . .
C21 C 0.3289(6) 0.5401(5) 0.8992(4) 0.0241(15) Uani 1 1 d . . . . .
H21 H 0.248892 0.554333 0.891490 0.029 Uiso 1 1 calc R U . . .
C22 C 0.7586(6) 0.5200(5) 0.8741(5) 0.0268(16) Uani 1 1 d . . . . .
H22 H 0.839201 0.508077 0.881913 0.032 Uiso 1 1 calc R U . . .
C23 C 0.6830(6) 0.4829(5) 0.9352(5) 0.0263(16) Uani 1 1 d . . . . .
H23 H 0.711612 0.445636 0.984916 0.032 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
Re01 C9 1.911(7) . ?
Re01 C10 1.911(6) . ?
Re01 C11 1.923(6) . ?
Re01 N7 2.164(5) . ?
Re01 N8 2.172(5) . ?
Re01 N3 2.186(5) . ?
S1 C1 1.684(6) . ?
O1 C9 1.155(8) . ?
O2 C10 1.160(8) . ?
O3 C11 1.152(7) . ?
O4 C5 1.366(8) . ?
O4 C8 1.420(8) . ?
N3 C1 1.341(8) . ?
N3 N4 1.374(7) . ?
N4 N5 1.276(7) . ?
N5 N6 1.373(7) . ?
N6 C1 1.366(8) . ?
N6 C2 1.419(8) . ?
N7 C12 1.331(8) . ?
N7 C16 1.381(8) . ?
N8 C21 1.326(8) . ?
N8 C17 1.375(8) . ?
C2 C7 1.388(8) . ?
C2 C3 1.391(9) . ?
C3 C4 1.392(9) . ?
C4 C5 1.386(9) . ?
C5 C6 1.380(9) . ?
C6 C7 1.381(9) . ?
C12 C13 1.407(10) . ?
C13 C14 1.365(10) . ?
C14 C15 1.395(10) . ?
C15 C16 1.418(8) . ?
C15 C22 1.429(9) . ?
C16 C17 1.428(9) . ?
C17 C18 1.407(9) . ?
C18 C19 1.395(10) . ?
C18 C23 1.435(9) . ?
C19 C20 1.365(11) . ?
C20 C21 1.409(10) . ?
C22 C23 1.355(10) . ?

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
C9 Re01 C10 87.1(3) . . ?
C9 Re01 C11 87.6(3) . . ?
C10 Re01 C11 91.2(3) . . ?
C9 Re01 N7 98.2(3) . . ?
C10 Re01 N7 174.4(2) . . ?
C11 Re01 N7 90.8(2) . . ?
C9 Re01 N8 173.6(3) . . ?
C10 Re01 N8 98.0(3) . . ?
C11 Re01 N8 96.2(2) . . ?
N7 Re01 N8 76.6(2) . . ?
C9 Re01 N3 93.8(2) . . ?
C10 Re01 N3 94.3(3) . . ?
C11 Re01 N3 174.4(3) . . ?
N7 Re01 N3 83.67(19) . . ?
N8 Re01 N3 81.91(18) . . ?
C5 O4 C8 117.5(5) . . ?
C1 N3 N4 109.0(5) . . ?
C1 N3 Re01 129.6(4) . . ?
N4 N3 Re01 121.3(4) . . ?
N5 N4 N3 109.5(5) . . ?
N4 N5 N6 107.3(5) . . ?
C1 N6 N5 109.6(5) . . ?
C1 N6 C2 129.7(5) . . ?
N5 N6 C2 120.4(5) . . ?
C12 N7 C16 117.4(5) . . ?
C12 N7 Re01 128.1(5) . . ?
C16 N7 Re01 114.4(4) . . ?
C21 N8 C17 117.9(6) . . ?
C21 N8 Re01 127.7(4) . . ?
C17 N8 Re01 114.3(4) . . ?
N3 C1 N6 104.6(5) . . ?
N3 C1 S1 128.4(5) . . ?
N6 C1 S1 127.0(5) . . ?
C7 C2 C3 120.2(6) . . ?
C7 C2 N6 119.5(6) . . ?
C3 C2 N6 120.2(6) . . ?
C2 C3 C4 119.5(6) . . ?
C5 C4 C3 120.1(6) . . ?
O4 C5 C6 115.4(6) . . ?
O4 C5 C4 124.8(6) . . ?
C6 C5 C4 119.8(6) . . ?
C5 C6 C7 120.8(6) . . ?
C6 C7 C2 119.6(6) . . ?
O1 C9 Re01 175.2(7) . . ?
O2 C10 Re01 177.4(8) . . ?
O3 C11 Re01 176.6(6) . . ?
N7 C12 C13 123.1(6) . . ?
C14 C13 C12 119.6(6) . . ?
C13 C14 C15 119.7(6) . . ?
C14 C15 C16 117.8(6) . . ?
C14 C15 C22 124.2(6) . . ?
C16 C15 C22 117.9(6) . . ?
N7 C16 C15 122.2(6) . . ?
N7 C16 C17 117.1(5) . . ?
C15 C16 C17 120.6(6) . . ?
N8 C17 C18 122.8(6) . . ?
N8 C17 C16 117.3(5) . . ?
C18 C17 C16 119.9(6) . . ?
C19 C18 C17 117.6(6) . . ?
C19 C18 C23 123.8(7) . . ?
C17 C18 C23 118.6(7) . . ?
C20 C19 C18 119.4(7) . . ?
C19 C20 C21 120.2(7) . . ?
N8 C21 C20 122.1(6) . . ?
C23 C22 C15 121.6(6) . . ?
C22 C23 C18 121.4(7) . . ?

_refine_diff_density_max         0.636
_refine_diff_density_min         -0.640
_refine_diff_density_rms         0.127

####################################################################### 
# 
# 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_ls-2-82
_database_code_depnum_ccdc_archive 'CCDC 2171946'
_audit_update_record             
;
2023-02-21 deposited with the CCDC.	2023-03-14 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         'C22 H12 N7 O5 Re S, C3 H6 O'
_chemical_formula_sum            'C25 H18 N7 O6 Re S'
_chemical_formula_weight         730.72

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'

_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+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -y, z'

_cell_length_a                   22.6481(11)
_cell_length_b                   7.2466(3)
_cell_length_c                   15.5837(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2557.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    4802
_cell_measurement_theta_max      27.8280
_cell_measurement_theta_min      3.5620

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.898
_exptl_crystal_F_000             1424
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.018
_exptl_absorpt_coefficient_mu    4.889
_shelx_estimated_absorpt_T_min   0.569
_shelx_estimated_absorpt_T_max   0.917
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58214
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            14510
_diffrn_reflns_av_unetI/netI     0.0943
_diffrn_reflns_av_R_equivalents  0.0812
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.585
_diffrn_reflns_theta_max         27.876
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.881
_diffrn_reflns_point_group_measured_fraction_full 0.939
_reflns_number_total             5383
_reflns_number_gt                3987
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.779
_reflns_Friedel_fraction_max     0.801
_reflns_Friedel_fraction_full    0.878

_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.
;

_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0319P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1468 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.030(14)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5383
_refine_ls_number_parameters     363
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0725
_refine_ls_R_factor_gt           0.0448
_refine_ls_wR_factor_ref         0.1005
_refine_ls_wR_factor_gt          0.0904
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_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
Re1 Re 0.80920(2) 0.14484(5) 0.41265(5) 0.02106(13) Uani 1 1 d . . . . .
S1 S 0.69493(17) 0.0196(4) 0.5837(2) 0.0327(8) Uani 1 1 d . . . . .
O1 O 0.9166(4) 0.3551(13) 0.4835(7) 0.037(2) Uani 1 1 d . . . . .
O2 O 0.8337(5) -0.1635(13) 0.5424(7) 0.037(2) Uani 1 1 d . . . . .
O3 O 0.9009(5) -0.0650(13) 0.3074(7) 0.038(2) Uani 1 1 d . . . . .
O4 O 0.4628(5) 0.4301(16) 0.8359(8) 0.049(3) Uani 1 1 d . . . . .
O5 O 0.4673(6) 0.7155(15) 0.7958(7) 0.048(3) Uani 1 1 d . . . . .
O6 O 0.4780(5) 1.0117(13) 0.5962(7) 0.040(3) Uani 1 1 d . . . . .
N1 N 0.7410(5) 0.2919(13) 0.4850(7) 0.023(2) Uani 1 1 d . . . . .
N2 N 0.7303(5) 0.4754(15) 0.4668(7) 0.031(3) Uani 1 1 d . . . . .
N3 N 0.6850(5) 0.5312(13) 0.5077(7) 0.029(3) Uani 1 1 d . . . . .
N4 N 0.6637(5) 0.3839(13) 0.5560(7) 0.023(2) Uani 1 1 d . . . . .
N5 N 0.4826(5) 0.5534(17) 0.7901(8) 0.032(3) Uani 1 1 d . . . . .
N6 N 0.7882(5) 0.3483(14) 0.3156(7) 0.023(2) Uani 1 1 d . . . . .
N7 N 0.7314(5) 0.0328(13) 0.3493(7) 0.023(2) Uani 1 1 d . . . . .
C1 C 0.7001(6) 0.2316(18) 0.5428(8) 0.021(3) Uani 1 1 d . . . . .
C2 C 0.6160(6) 0.4172(16) 0.6118(9) 0.025(3) Uani 1 1 d . . . . .
C3 C 0.5915(6) 0.5943(17) 0.6124(9) 0.031(3) Uani 1 1 d . . . . .
H3 H 0.605811 0.684873 0.573576 0.037 Uiso 1 1 calc R U . . .
C4 C 0.5469(6) 0.6390(18) 0.6687(9) 0.031(3) Uani 1 1 d . . . . .
H4 H 0.529974 0.758996 0.668893 0.038 Uiso 1 1 calc R U . . .
C5 C 0.5271(7) 0.5025(18) 0.7258(10) 0.031(3) Uani 1 1 d . . . . .
C6 C 0.5486(7) 0.3283(19) 0.7233(10) 0.033(3) Uani 1 1 d . . . . .
H6 H 0.532858 0.236651 0.760321 0.040 Uiso 1 1 calc R U . . .
C7 C 0.5941(6) 0.2828(17) 0.6662(9) 0.027(3) Uani 1 1 d . . . . .
H7 H 0.609711 0.161133 0.664801 0.033 Uiso 1 1 calc R U . . .
C8 C 0.8751(6) 0.2769(18) 0.4595(9) 0.027(3) Uani 1 1 d . . . . .
C9 C 0.8207(5) -0.0442(18) 0.4957(9) 0.025(3) Uani 1 1 d . . . . .
C10 C 0.8648(7) 0.0155(16) 0.3454(9) 0.028(3) Uani 1 1 d . . . . .
C11 C 0.8150(5) 0.5105(15) 0.3027(8) 0.020(3) Uani 1 1 d . . . . .
H11 H 0.848655 0.539382 0.336661 0.024 Uiso 1 1 calc R U . . .
C12 C 0.7962(6) 0.6389(17) 0.2423(9) 0.027(3) Uani 1 1 d . . . . .
H12 H 0.817289 0.751024 0.234610 0.033 Uiso 1 1 calc R U . . .
C13 C 0.7472(7) 0.6024(17) 0.1941(9) 0.030(3) Uani 1 1 d . . . . .
H13 H 0.733908 0.689369 0.152815 0.036 Uiso 1 1 calc R U . . .
C14 C 0.7165(6) 0.4357(17) 0.2058(8) 0.024(3) Uani 1 1 d . . . . .
C15 C 0.7392(6) 0.3136(15) 0.2696(9) 0.020(3) Uani 1 1 d . . . . .
C16 C 0.7085(7) 0.1447(17) 0.2856(10) 0.026(3) Uani 1 1 d . . . . .
C17 C 0.6574(6) 0.0961(19) 0.2401(9) 0.026(3) Uani 1 1 d . . . . .
C18 C 0.6285(6) -0.0667(19) 0.2619(9) 0.028(3) Uani 1 1 d . . . . .
H18 H 0.593234 -0.101527 0.233118 0.034 Uiso 1 1 calc R U . . .
C19 C 0.6518(6) -0.1781(17) 0.3264(9) 0.030(3) Uani 1 1 d . . . . .
H19 H 0.633351 -0.291216 0.341480 0.036 Uiso 1 1 calc R U . . .
C20 C 0.7024(6) -0.1205(16) 0.3679(9) 0.028(3) Uani 1 1 d . . . . .
H20 H 0.717419 -0.195916 0.412753 0.034 Uiso 1 1 calc R U . . .
C21 C 0.6643(6) 0.3863(17) 0.1613(10) 0.030(3) Uani 1 1 d . . . . .
H21 H 0.648934 0.468786 0.119525 0.037 Uiso 1 1 calc R U . . .
C22 C 0.6358(6) 0.2266(19) 0.1760(10) 0.031(3) Uani 1 1 d . . . . .
H22 H 0.601099 0.198404 0.144351 0.037 Uiso 1 1 calc R U . . .
C23 C 0.4939(6) 1.0755(19) 0.5290(10) 0.031(3) Uani 1 1 d . . . . .
C24 C 0.5295(8) 0.969(2) 0.4642(11) 0.048(4) Uani 1 1 d . . . . .
H24A H 0.571572 0.993253 0.473047 0.072 Uiso 1 1 calc R U . . .
H24B H 0.518142 1.007330 0.406165 0.072 Uiso 1 1 calc R U . . .
H24C H 0.521780 0.836615 0.471096 0.072 Uiso 1 1 calc R U . . .
C25 C 0.4793(8) 1.270(2) 0.5027(11) 0.045(4) Uani 1 1 d . . . . .
H25A H 0.447582 1.268554 0.459938 0.068 Uiso 1 1 calc R U . . .
H25B H 0.514439 1.328679 0.477914 0.068 Uiso 1 1 calc R U . . .
H25C H 0.466438 1.340540 0.553074 0.068 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
Re1 C10 1.888(14) . ?
Re1 C9 1.903(14) . ?
Re1 C8 1.917(15) . ?
Re1 N6 2.165(11) . ?
Re1 N7 2.178(11) . ?
Re1 N1 2.190(11) . ?
S1 C1 1.667(13) . ?
O1 C8 1.160(17) . ?
O2 C9 1.168(16) . ?
O3 C10 1.165(16) . ?
O4 N5 1.230(15) . ?
O5 N5 1.228(15) . ?
O6 C23 1.199(18) . ?
N1 C1 1.365(17) . ?
N1 N2 1.381(14) . ?
N2 N3 1.275(16) . ?
N3 N4 1.392(13) . ?
N4 C1 1.392(17) . ?
N4 C2 1.409(17) . ?
N5 C5 1.467(18) . ?
N6 C11 1.338(14) . ?
N6 C15 1.345(17) . ?
N7 C20 1.322(15) . ?
N7 C16 1.382(17) . ?
C2 C7 1.383(18) . ?
C2 C3 1.398(17) . ?
C3 C4 1.38(2) . ?
C4 C5 1.40(2) . ?
C5 C6 1.354(18) . ?
C6 C7 1.40(2) . ?
C11 C12 1.391(17) . ?
C12 C13 1.37(2) . ?
C13 C14 1.405(19) . ?
C14 C21 1.42(2) . ?
C14 C15 1.426(17) . ?
C15 C16 1.429(17) . ?
C16 C17 1.40(2) . ?
C17 C18 1.391(19) . ?
C17 C22 1.46(2) . ?
C18 C19 1.39(2) . ?
C19 C20 1.380(19) . ?
C21 C22 1.345(18) . ?
C23 C24 1.51(2) . ?
C23 C25 1.51(2) . ?

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
C10 Re1 C9 85.9(6) . . ?
C10 Re1 C8 86.6(6) . . ?
C9 Re1 C8 89.6(5) . . ?
C10 Re1 N6 95.5(5) . . ?
C9 Re1 N6 174.6(4) . . ?
C8 Re1 N6 95.6(5) . . ?
C10 Re1 N7 95.9(5) . . ?
C9 Re1 N7 98.7(4) . . ?
C8 Re1 N7 171.5(4) . . ?
N6 Re1 N7 76.1(4) . . ?
C10 Re1 N1 176.8(5) . . ?
C9 Re1 N1 95.5(5) . . ?
C8 Re1 N1 96.3(5) . . ?
N6 Re1 N1 82.7(4) . . ?
N7 Re1 N1 81.0(4) . . ?
C1 N1 N2 109.0(11) . . ?
C1 N1 Re1 131.5(8) . . ?
N2 N1 Re1 119.1(8) . . ?
N3 N2 N1 110.1(10) . . ?
N2 N3 N4 107.8(10) . . ?
C1 N4 N3 108.9(10) . . ?
C1 N4 C2 133.0(10) . . ?
N3 N4 C2 117.9(10) . . ?
O5 N5 O4 123.3(12) . . ?
O5 N5 C5 118.9(12) . . ?
O4 N5 C5 117.7(12) . . ?
C11 N6 C15 117.3(11) . . ?
C11 N6 Re1 127.1(9) . . ?
C15 N6 Re1 115.2(8) . . ?
C20 N7 C16 117.7(12) . . ?
C20 N7 Re1 128.0(9) . . ?
C16 N7 Re1 114.2(8) . . ?
N1 C1 N4 104.2(10) . . ?
N1 C1 S1 126.5(10) . . ?
N4 C1 S1 129.3(10) . . ?
C7 C2 C3 120.1(13) . . ?
C7 C2 N4 122.1(11) . . ?
C3 C2 N4 117.8(12) . . ?
C4 C3 C2 120.8(13) . . ?
C3 C4 C5 118.2(13) . . ?
C6 C5 C4 121.5(14) . . ?
C6 C5 N5 120.1(13) . . ?
C4 C5 N5 118.3(12) . . ?
C5 C6 C7 120.2(13) . . ?
C2 C7 C6 119.1(12) . . ?
O1 C8 Re1 176.1(12) . . ?
O2 C9 Re1 172.5(12) . . ?
O3 C10 Re1 176.7(13) . . ?
N6 C11 C12 123.3(12) . . ?
C13 C12 C11 119.5(12) . . ?
C12 C13 C14 119.8(12) . . ?
C13 C14 C21 124.5(12) . . ?
C13 C14 C15 116.4(13) . . ?
C21 C14 C15 119.0(12) . . ?
N6 C15 C14 123.6(12) . . ?
N6 C15 C16 117.9(12) . . ?
C14 C15 C16 118.5(13) . . ?
N7 C16 C17 121.6(12) . . ?
N7 C16 C15 116.5(12) . . ?
C17 C16 C15 121.9(13) . . ?
C18 C17 C16 118.6(13) . . ?
C18 C17 C22 123.9(12) . . ?
C16 C17 C22 117.4(12) . . ?
C17 C18 C19 119.3(12) . . ?
C20 C19 C18 118.5(12) . . ?
N7 C20 C19 124.2(13) . . ?
C22 C21 C14 122.3(13) . . ?
C21 C22 C17 120.9(13) . . ?
O6 C23 C24 123.2(14) . . ?
O6 C23 C25 122.2(14) . . ?
C24 C23 C25 114.6(14) . . ?

_refine_diff_density_max         1.534
_refine_diff_density_min         -1.303
_refine_diff_density_rms         0.166

####################################################################### 
# 
# 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_ls-2-63
_database_code_depnum_ccdc_archive 'CCDC 2171945'
_audit_update_record             
;
2023-02-21 deposited with the CCDC.	2023-03-14 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         'C22 H12 Cl N6 O3 Re S'
_chemical_formula_sum            'C22 H12 Cl N6 O3 Re S'
_chemical_formula_weight         662.09

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'
Cl Cl 0.1484 0.1585 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.3952(2)
_cell_length_b                   17.0085(6)
_cell_length_c                   17.8443(6)
_cell_angle_alpha                90
_cell_angle_beta                 101.415(3)
_cell_angle_gamma                90
_cell_volume                     2200.08(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    8699
_cell_measurement_theta_max      31.7230
_cell_measurement_theta_min      3.6890

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.999
_exptl_crystal_F_000             1272
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.016
_exptl_absorpt_coefficient_mu    5.779
_shelx_estimated_absorpt_T_min   0.478
_shelx_estimated_absorpt_T_max   0.913
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.22344
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            18828
_diffrn_reflns_av_unetI/netI     0.0711
_diffrn_reflns_av_R_equivalents  0.0711
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.248
_diffrn_reflns_theta_max         28.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5311
_reflns_number_gt                4092
_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.
;

_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0065P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5311
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0499
_refine_ls_R_factor_gt           0.0338
_refine_ls_wR_factor_ref         0.0717
_refine_ls_wR_factor_gt          0.0672
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_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
Re1 Re 0.39245(2) 0.87411(2) 0.58990(2) 0.01084(6) Uani 1 1 d . . . . .
Cl1 Cl -0.2445(2) 0.40232(8) 0.30575(8) 0.0306(3) Uani 1 1 d . . . . .
S1 S 0.43911(16) 0.67810(7) 0.48809(7) 0.0188(3) Uani 1 1 d . . . . .
O1 O 0.6608(5) 0.8661(2) 0.4777(2) 0.0230(8) Uani 1 1 d . . . . .
O2 O 0.1466(5) 0.9697(2) 0.4634(2) 0.0265(8) Uani 1 1 d . . . . .
O3 O 0.5942(5) 1.0236(2) 0.65540(19) 0.0232(8) Uani 1 1 d . . . . .
N1 N 0.2173(5) 0.7717(2) 0.5534(2) 0.0121(8) Uani 1 1 d . . . . .
N2 N 0.0394(5) 0.7724(2) 0.5650(2) 0.0163(9) Uani 1 1 d . . . . .
N3 N -0.0491(5) 0.7130(2) 0.5328(2) 0.0177(9) Uani 1 1 d . . . . .
N4 N 0.0709(5) 0.6709(2) 0.4984(2) 0.0133(8) Uani 1 1 d . . . . .
N5 N 0.5350(5) 0.7926(2) 0.6758(2) 0.0121(8) Uani 1 1 d . . . . .
N6 N 0.2314(5) 0.8767(2) 0.6791(2) 0.0111(7) Uani 1 1 d . . . . .
C1 C 0.2405(6) 0.7072(3) 0.5124(3) 0.0123(9) Uani 1 1 d . . . . .
C2 C -0.0003(6) 0.6059(3) 0.4519(2) 0.0115(9) Uani 1 1 d . . . . .
C3 C -0.1615(6) 0.5696(3) 0.4659(3) 0.0164(10) Uani 1 1 d . . . . .
H3 H -0.218291 0.587543 0.506027 0.020 Uiso 1 1 calc R U . . .
C4 C -0.2359(7) 0.5072(3) 0.4200(3) 0.0198(11) Uani 1 1 d . . . . .
H4 H -0.345763 0.482571 0.428047 0.024 Uiso 1 1 calc R U . . .
C5 C -0.1505(7) 0.4808(3) 0.3626(3) 0.0205(11) Uani 1 1 d . . . . .
C6 C 0.0064(7) 0.5170(3) 0.3480(3) 0.0200(11) Uani 1 1 d . . . . .
H6 H 0.062262 0.498934 0.307556 0.024 Uiso 1 1 calc R U . . .
C7 C 0.0809(6) 0.5798(3) 0.3930(3) 0.0182(10) Uani 1 1 d . . . . .
H7 H 0.188404 0.605184 0.383353 0.022 Uiso 1 1 calc R U . . .
C8 C 0.5579(7) 0.8646(3) 0.5186(3) 0.0177(10) Uani 1 1 d . . . . .
C9 C 0.2389(6) 0.9361(3) 0.5127(3) 0.0144(10) Uani 1 1 d . . . . .
C10 C 0.5228(6) 0.9669(3) 0.6297(3) 0.0159(10) Uani 1 1 d . . . . .
C11 C 0.6881(6) 0.7509(3) 0.6735(3) 0.0174(10) Uani 1 1 d . . . . .
H15 H 0.748449 0.758134 0.631678 0.021 Uiso 1 1 calc R U . . .
C12 C 0.7608(6) 0.6974(3) 0.7306(3) 0.0202(11) Uani 1 1 d . . . . .
H16 H 0.870280 0.669465 0.727475 0.024 Uiso 1 1 calc R U . . .
C13 C 0.6767(7) 0.6845(3) 0.7912(3) 0.0213(11) Uani 1 1 d . . . . .
H17 H 0.727479 0.648311 0.830276 0.026 Uiso 1 1 calc R U . . .
C14 C 0.5125(7) 0.7261(3) 0.7949(3) 0.0163(10) Uani 1 1 d . . . . .
C15 C 0.4484(6) 0.7796(3) 0.7362(3) 0.0120(9) Uani 1 1 d . . . . .
C16 C 0.2854(6) 0.8245(3) 0.7365(2) 0.0112(9) Uani 1 1 d . . . . .
C17 C 0.1867(6) 0.8131(3) 0.7964(3) 0.0152(10) Uani 1 1 d . . . . .
C18 C 0.0319(6) 0.8612(3) 0.7960(3) 0.0188(11) Uani 1 1 d . . . . .
H27 H -0.037098 0.856557 0.835322 0.023 Uiso 1 1 calc R U . . .
C19 C -0.0186(6) 0.9149(3) 0.7385(3) 0.0183(10) Uani 1 1 d . . . . .
H26 H -0.122100 0.948103 0.738262 0.022 Uiso 1 1 calc R U . . .
C20 C 0.0823(6) 0.9209(3) 0.6801(3) 0.0152(10) Uani 1 1 d . . . . .
H25 H 0.043553 0.957500 0.639900 0.018 Uiso 1 1 calc R U . . .
C21 C 0.4073(7) 0.7142(3) 0.8533(3) 0.0173(10) Uani 1 1 d . . . . .
H19 H 0.446938 0.676399 0.892305 0.021 Uiso 1 1 calc R U . . .
C22 C 0.2531(7) 0.7560(3) 0.8533(3) 0.0175(10) Uani 1 1 d . . . . .
H20 H 0.186140 0.747031 0.892741 0.021 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
Re1 C10 1.912(5) . ?
Re1 C9 1.918(5) . ?
Re1 C8 1.939(5) . ?
Re1 N6 2.168(3) . ?
Re1 N5 2.177(4) . ?
Re1 N1 2.192(4) . ?
Cl1 C5 1.737(5) . ?
S1 C1 1.686(4) . ?
O1 C8 1.153(6) . ?
O2 C9 1.154(6) . ?
O3 C10 1.150(6) . ?
N1 C1 1.348(6) . ?
N1 N2 1.371(5) . ?
N2 N3 1.276(5) . ?
N3 N4 1.376(5) . ?
N4 C1 1.376(6) . ?
N4 C2 1.420(6) . ?
N5 C11 1.344(6) . ?
N5 C15 1.377(5) . ?
N6 C20 1.338(6) . ?
N6 C16 1.355(6) . ?
C2 C7 1.383(6) . ?
C2 C3 1.408(6) . ?
C3 C4 1.386(7) . ?
C4 C5 1.379(7) . ?
C5 C6 1.384(7) . ?
C6 C7 1.384(7) . ?
C11 C12 1.393(7) . ?
C12 C13 1.368(7) . ?
C13 C14 1.418(7) . ?
C14 C15 1.396(6) . ?
C14 C21 1.433(6) . ?
C15 C16 1.428(6) . ?
C16 C17 1.422(6) . ?
C17 C18 1.406(7) . ?
C17 C22 1.420(7) . ?
C18 C19 1.368(7) . ?
C19 C20 1.401(6) . ?
C21 C22 1.344(7) . ?

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
C10 Re1 C9 89.8(2) . . ?
C10 Re1 C8 88.59(19) . . ?
C9 Re1 C8 86.28(19) . . ?
C10 Re1 N6 91.17(16) . . ?
C9 Re1 N6 100.52(16) . . ?
C8 Re1 N6 173.20(17) . . ?
C10 Re1 N5 97.26(17) . . ?
C9 Re1 N5 172.12(17) . . ?
C8 Re1 N5 97.40(17) . . ?
N6 Re1 N5 75.89(13) . . ?
C10 Re1 N1 172.61(15) . . ?
C9 Re1 N1 89.56(17) . . ?
C8 Re1 N1 98.71(16) . . ?
N6 Re1 N1 81.71(13) . . ?
N5 Re1 N1 83.01(14) . . ?
C1 N1 N2 108.6(4) . . ?
C1 N1 Re1 132.5(3) . . ?
N2 N1 Re1 118.5(3) . . ?
N3 N2 N1 110.3(3) . . ?
N2 N3 N4 107.1(3) . . ?
N3 N4 C1 109.3(4) . . ?
N3 N4 C2 118.0(3) . . ?
C1 N4 C2 132.5(4) . . ?
C11 N5 C15 117.6(4) . . ?
C11 N5 Re1 127.4(3) . . ?
C15 N5 Re1 114.8(3) . . ?
C20 N6 C16 118.6(4) . . ?
C20 N6 Re1 126.5(3) . . ?
C16 N6 Re1 114.8(3) . . ?
N1 C1 N4 104.7(3) . . ?
N1 C1 S1 126.2(4) . . ?
N4 C1 S1 129.1(3) . . ?
C7 C2 C3 120.3(4) . . ?
C7 C2 N4 121.8(4) . . ?
C3 C2 N4 117.9(4) . . ?
C4 C3 C2 118.8(4) . . ?
C5 C4 C3 120.0(4) . . ?
C4 C5 C6 121.4(5) . . ?
C4 C5 Cl1 119.7(4) . . ?
C6 C5 Cl1 119.0(4) . . ?
C5 C6 C7 119.0(4) . . ?
C2 C7 C6 120.4(4) . . ?
O1 C8 Re1 173.6(4) . . ?
O2 C9 Re1 176.0(4) . . ?
O3 C10 Re1 176.6(4) . . ?
N5 C11 C12 121.9(4) . . ?
C13 C12 C11 120.9(4) . . ?
C12 C13 C14 119.0(5) . . ?
C15 C14 C13 117.2(4) . . ?
C15 C14 C21 119.0(4) . . ?
C13 C14 C21 123.7(4) . . ?
N5 C15 C14 123.4(4) . . ?
N5 C15 C16 116.1(4) . . ?
C14 C15 C16 120.5(4) . . ?
N6 C16 C17 122.6(4) . . ?
N6 C16 C15 118.1(4) . . ?
C17 C16 C15 119.2(4) . . ?
C18 C17 C22 124.6(4) . . ?
C18 C17 C16 117.0(4) . . ?
C22 C17 C16 118.3(4) . . ?
C19 C18 C17 119.6(4) . . ?
C18 C19 C20 119.9(4) . . ?
N6 C20 C19 122.1(4) . . ?
C22 C21 C14 120.5(4) . . ?
C21 C22 C17 122.4(4) . . ?

_refine_diff_density_max         1.458
_refine_diff_density_min         -1.298
_refine_diff_density_rms         0.205

####################################################################### 
# 
# 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_jk-1-11
_database_code_depnum_ccdc_archive 'CCDC 2171944'
_audit_update_record             
;
2023-02-21 deposited with the CCDC.	2023-03-14 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         '2(C24 H18 N7 O3 Re S), C3 H6 O'
_chemical_formula_sum            'C51 H42 N14 O7 Re2 S2'
_chemical_formula_weight         1399.50

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'

_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                   6.79070(10)
_cell_length_b                   9.3555(2)
_cell_length_c                   19.8603(3)
_cell_angle_alpha                99.1100(10)
_cell_angle_beta                 91.2410(10)
_cell_angle_gamma                91.8400(10)
_cell_volume                     1244.72(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    13426
_cell_measurement_theta_max      31.7420
_cell_measurement_theta_min      3.5920

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.867
_exptl_crystal_F_000             684
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    5.011
_shelx_estimated_absorpt_T_min   0.466
_shelx_estimated_absorpt_T_max   0.906
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54942
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            23060
_diffrn_reflns_av_unetI/netI     0.0790
_diffrn_reflns_av_R_equivalents  0.0781
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         3.606
_diffrn_reflns_theta_max         31.987
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.842
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.842
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.842
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             7245
_reflns_number_gt                6137
_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.
;

_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0185P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7245
_refine_ls_number_parameters     359
_refine_ls_number_restraints     25
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0357
_refine_ls_wR_factor_ref         0.0687
_refine_ls_wR_factor_gt          0.0658
_refine_ls_goodness_of_fit_ref   0.982
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.004
_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
Re1 Re 0.98483(2) 0.61177(2) 0.66008(2) 0.01458(5) Uani 1 1 d . . . . .
S1 S 0.79233(13) 0.70085(9) 0.76564(5) 0.01852(18) Uani 1 1 d . . . . .
O1 O 0.7285(4) 0.7983(3) 0.58116(15) 0.0306(7) Uani 1 1 d . . . . .
O2 O 1.2996(4) 0.8587(3) 0.69371(16) 0.0307(6) Uani 1 1 d . U . . .
O3 O 1.2165(4) 0.5162(3) 0.53070(14) 0.0294(6) Uani 1 1 d . . . . .
O4 O 0.9352(11) 0.8714(10) 0.4306(4) 0.071(3) Uani 0.5 1 d . . P A -1
N3 N 0.8363(5) 0.4840(3) 0.84320(16) 0.0223(7) Uani 1 1 d . . . . .
N4 N 0.9566(5) 0.4583(3) 0.89539(17) 0.0250(7) Uani 1 1 d . . . . .
N5 N 1.0809(5) 0.5670(3) 0.91422(17) 0.0238(7) Uani 1 1 d . . . . .
N6 N 1.0411(4) 0.6662(3) 0.87311(16) 0.0199(6) Uani 1 1 d . . . . .
N7 N 1.4548(5) 1.1973(4) 0.94209(19) 0.0289(8) Uani 1 1 d . . . . .
N8 N 0.7796(4) 0.4237(3) 0.64538(15) 0.0155(6) Uani 1 1 d . . . . .
N9 N 1.1263(4) 0.4573(3) 0.71470(15) 0.0150(6) Uani 1 1 d . . . . .
C1 C 0.8879(5) 0.6131(4) 0.82894(18) 0.0171(7) Uani 1 1 d D U . . .
C2 C 1.1454(5) 0.8033(4) 0.88456(18) 0.0188(7) Uani 1 1 d . . . . .
C3 C 1.0475(5) 0.9258(4) 0.9103(2) 0.0232(8) Uani 1 1 d . . . . .
H6AA H 0.908790 0.919815 0.915358 0.028 Uiso 1 1 calc R U . . .
C4 C 1.1482(5) 1.0573(4) 0.9289(2) 0.0243(8) Uani 1 1 d . . . . .
H12 H 1.078396 1.140729 0.946780 0.029 Uiso 1 1 calc R U . . .
C5 C 1.3536(6) 1.0684(4) 0.9216(2) 0.0230(8) Uani 1 1 d . . . . .
C6 C 1.4484(5) 0.9427(4) 0.8913(2) 0.0238(8) Uani 1 1 d . . . . .
H0AA H 1.585158 0.948529 0.882586 0.029 Uiso 1 1 calc R U . . .
C7 C 1.3458(5) 0.8116(4) 0.8742(2) 0.0236(8) Uani 1 1 d . . . . .
H13 H 1.412696 0.727462 0.855428 0.028 Uiso 1 1 calc R U . . .
C8 C 1.3624(7) 1.3134(4) 0.9866(3) 0.0411(12) Uani 1 1 d . . . . .
H9A H 1.252944 1.349513 0.961913 0.062 Uiso 1 1 calc R U . . .
H9B H 1.459693 1.392501 1.001290 0.062 Uiso 1 1 calc R U . . .
H9C H 1.312346 1.276458 1.026735 0.062 Uiso 1 1 calc R U . . .
C9 C 1.6689(6) 1.2009(5) 0.9398(2) 0.0315(9) Uani 1 1 d . . . . .
H7AA H 1.721552 1.136611 0.969736 0.047 Uiso 1 1 calc R U . . .
H7AB H 1.720098 1.300081 0.955292 0.047 Uiso 1 1 calc R U . . .
H7AC H 1.709138 1.168491 0.892961 0.047 Uiso 1 1 calc R U . . .
C10 C 0.8268(5) 0.7307(4) 0.61131(19) 0.0205(7) Uani 1 1 d . . . . .
C11 C 1.1783(5) 0.7676(4) 0.68129(19) 0.0204(7) Uani 1 1 d . . . . .
C12 C 1.1260(5) 0.5484(4) 0.57937(19) 0.0183(7) Uani 1 1 d . . . . .
C13 C 0.6107(5) 0.4078(4) 0.60891(18) 0.0180(7) Uani 1 1 d . . . . .
H13A H 0.572036 0.483769 0.585494 0.022 Uiso 1 1 calc R U . . .
C14 C 0.4889(6) 0.2831(4) 0.6040(2) 0.0244(8) Uani 1 1 d . . . . .
H4AA H 0.371750 0.273750 0.576349 0.029 Uiso 1 1 calc R U . . .
C15 C 0.5396(5) 0.1740(4) 0.63945(19) 0.0218(8) Uani 1 1 d . . . . .
H14 H 0.455325 0.090389 0.637699 0.026 Uiso 1 1 calc R U . . .
C16 C 0.7156(5) 0.1868(4) 0.67802(18) 0.0185(7) Uani 1 1 d . . . . .
C17 C 0.8338(5) 0.3137(4) 0.67903(17) 0.0153(7) Uani 1 1 d . . . . .
C18 C 1.0178(5) 0.3307(4) 0.71524(18) 0.0158(7) Uani 1 1 d . . . . .
C19 C 1.0843(5) 0.2204(4) 0.74998(18) 0.0191(7) Uani 1 1 d . . . . .
C20 C 1.2687(6) 0.2431(4) 0.78429(19) 0.0244(8) Uani 1 1 d . . . . .
H0BA H 1.317749 0.171516 0.808627 0.029 Uiso 1 1 calc R U . . .
C21 C 1.3781(6) 0.3688(4) 0.78264(19) 0.0233(6) Uani 1 1 d D U . . .
H1BA H 1.504453 0.383849 0.804567 0.028 Uiso 1 1 calc R U . . .
C22 C 1.2997(5) 0.4740(4) 0.74809(18) 0.0196(7) Uani 1 1 d . . . . .
H4BA H 1.373958 0.561878 0.748459 0.023 Uiso 1 1 calc R U . . .
C23 C 0.7826(6) 0.0790(4) 0.71578(19) 0.0231(8) Uani 1 1 d . . . . .
H23 H 0.702986 -0.006086 0.716622 0.028 Uiso 1 1 calc R U . . .
C24 C 0.9584(6) 0.0963(4) 0.7505(2) 0.0233(6) Uani 1 1 d D U . . .
H24 H 0.998286 0.023568 0.775749 0.028 Uiso 1 1 calc R U . . .
C25 C 0.9808(13) 0.9621(10) 0.4781(5) 0.035(2) Uani 0.5 1 d . . P A -1
C26 C 1.148(3) 0.9515(15) 0.5221(13) 0.047(5) Uani 0.5 1 d . . P A -1
H21A H 1.184367 0.849948 0.518261 0.071 Uiso 0.5 1 calc R U P A -1
H21B H 1.115798 0.988079 0.569376 0.071 Uiso 0.5 1 calc R U P A -1
H21C H 1.259590 1.009144 0.508644 0.071 Uiso 0.5 1 calc R U P A -1
C27 C 0.857(4) 1.0976(16) 0.4918(12) 0.049(5) Uani 0.5 1 d . . P A -1
H24A H 0.788556 1.111753 0.449506 0.073 Uiso 0.5 1 calc R U P A -1
H24B H 0.943010 1.182442 0.508355 0.073 Uiso 0.5 1 calc R U P A -1
H24C H 0.759436 1.085067 0.526349 0.073 Uiso 0.5 1 calc R U P A -1


_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 C12 1.908(4) . ?
Re1 C11 1.920(4) . ?
Re1 C10 1.924(4) . ?
Re1 N9 2.174(3) . ?
Re1 N8 2.188(3) . ?
Re1 S1 2.5364(9) . ?
S1 C1 1.733(4) . ?
O1 C10 1.155(4) . ?
O2 C11 1.160(5) . ?
O3 C12 1.161(4) . ?
O4 C25 1.193(11) . ?
N3 C1 1.321(4) . ?
N3 N4 1.362(5) . ?
N4 N5 1.303(5) . ?
N5 N6 1.359(4) . ?
N6 C1 1.374(5) . ?
N6 C2 1.429(5) . ?
N7 C5 1.369(5) . ?
N7 C9 1.455(5) . ?
N7 C8 1.456(6) . ?
N8 C13 1.334(5) . ?
N8 C17 1.369(4) . ?
N9 C22 1.331(5) . ?
N9 C18 1.376(4) . ?
C2 C3 1.377(5) . ?
C2 C7 1.382(5) . ?
C3 C4 1.382(5) . ?
C4 C5 1.408(5) . ?
C5 C6 1.415(5) . ?
C6 C7 1.381(5) . ?
C13 C14 1.397(5) . ?
C14 C15 1.378(5) . ?
C15 C16 1.397(5) . ?
C16 C17 1.409(5) . ?
C16 C23 1.428(5) . ?
C17 C18 1.420(5) . ?
C18 C19 1.410(5) . ?
C19 C20 1.406(6) . ?
C19 C24 1.421(5) . ?
C20 C21 1.376(6) . ?
C21 C22 1.398(5) . ?
C23 C24 1.357(6) . ?
C25 C26 1.44(3) . ?
C25 C27 1.54(2) . ?

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
C12 Re1 C11 87.71(15) . . ?
C12 Re1 C10 90.24(15) . . ?
C11 Re1 C10 90.06(15) . . ?
C12 Re1 N9 92.11(12) . . ?
C11 Re1 N9 97.80(13) . . ?
C10 Re1 N9 171.87(13) . . ?
C12 Re1 N8 94.31(13) . . ?
C11 Re1 N8 173.52(13) . . ?
C10 Re1 N8 96.08(13) . . ?
N9 Re1 N8 75.99(10) . . ?
C12 Re1 S1 178.42(10) . . ?
C11 Re1 S1 92.12(11) . . ?
C10 Re1 S1 88.18(11) . . ?
N9 Re1 S1 89.47(8) . . ?
N8 Re1 S1 86.03(8) . . ?
C1 S1 Re1 105.36(12) . . ?
C1 N3 N4 107.4(3) . . ?
N5 N4 N3 110.9(3) . . ?
N4 N5 N6 106.0(3) . . ?
N5 N6 C1 108.9(3) . . ?
N5 N6 C2 119.3(3) . . ?
C1 N6 C2 131.6(3) . . ?
C5 N7 C9 118.8(3) . . ?
C5 N7 C8 119.9(3) . . ?
C9 N7 C8 117.9(3) . . ?
C13 N8 C17 118.4(3) . . ?
C13 N8 Re1 127.1(2) . . ?
C17 N8 Re1 114.4(2) . . ?
C22 N9 C18 118.1(3) . . ?
C22 N9 Re1 127.4(2) . . ?
C18 N9 Re1 114.5(2) . . ?
N3 C1 N6 106.8(3) . . ?
N3 C1 S1 128.3(3) . . ?
N6 C1 S1 124.9(3) . . ?
C3 C2 C7 120.2(3) . . ?
C3 C2 N6 119.5(3) . . ?
C7 C2 N6 120.2(3) . . ?
C2 C3 C4 120.9(3) . . ?
C3 C4 C5 120.4(3) . . ?
N7 C5 C4 120.6(3) . . ?
N7 C5 C6 122.0(3) . . ?
C4 C5 C6 117.4(3) . . ?
C7 C6 C5 121.2(3) . . ?
C6 C7 C2 119.7(3) . . ?
O1 C10 Re1 177.8(3) . . ?
O2 C11 Re1 177.9(3) . . ?
O3 C12 Re1 176.8(3) . . ?
N8 C13 C14 122.3(3) . . ?
C15 C14 C13 119.6(4) . . ?
C14 C15 C16 119.7(3) . . ?
C15 C16 C17 117.5(3) . . ?
C15 C16 C23 124.0(3) . . ?
C17 C16 C23 118.5(3) . . ?
N8 C17 C16 122.5(3) . . ?
N8 C17 C18 117.3(3) . . ?
C16 C17 C18 120.2(3) . . ?
N9 C18 C19 122.1(3) . . ?
N9 C18 C17 117.6(3) . . ?
C19 C18 C17 120.3(3) . . ?
C20 C19 C18 117.6(3) . . ?
C20 C19 C24 124.1(3) . . ?
C18 C19 C24 118.3(3) . . ?
C21 C20 C19 120.0(3) . . ?
C20 C21 C22 118.7(4) . . ?
N9 C22 C21 123.4(4) . . ?
C24 C23 C16 120.9(4) . . ?
C23 C24 C19 121.7(3) . . ?
O4 C25 C26 122.9(11) . . ?
O4 C25 C27 118.4(13) . . ?
C26 C25 C27 118.7(14) . . ?

_refine_diff_density_max         2.007
_refine_diff_density_min         -1.815
_refine_diff_density_rms         0.203

####################################################################### 
# 
# 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_ls-2-108
_database_code_depnum_ccdc_archive 'CCDC 2172023'
_audit_update_record             
;
2023-02-21 deposited with the CCDC.	2023-03-14 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         'C22 H18 N7 O3 Re S'
_chemical_formula_sum            'C22 H18 N7 O3 Re S'
_chemical_formula_weight         646.69

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   21.2128(12)
_cell_length_b                   9.4134(4)
_cell_length_c                   11.9069(6)
_cell_angle_alpha                90
_cell_angle_beta                 104.007(6)
_cell_angle_gamma                90
_cell_volume                     2306.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    5076
_cell_measurement_theta_max      30.3820
_cell_measurement_theta_min      3.5250

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.862
_exptl_crystal_F_000             1256
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    5.398
_shelx_estimated_absorpt_T_min   0.588
_shelx_estimated_absorpt_T_max   0.672
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68062
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.81a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            22483
_diffrn_reflns_av_unetI/netI     0.0645
_diffrn_reflns_av_R_equivalents  0.0880
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.527
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4532
_reflns_number_gt                3442
_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.
;

_computing_cell_refinement       'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0396P)²+4.8509P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4532
_refine_ls_number_parameters     383
_refine_ls_number_restraints     49
_refine_ls_R_factor_all          0.0647
_refine_ls_R_factor_gt           0.0412
_refine_ls_wR_factor_ref         0.0946
_refine_ls_wR_factor_gt          0.0859
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.047
_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
Re1 Re 0.14566(2) 0.36816(3) 0.12876(2) 0.02261(10) Uani 1 1 d . . . . .
S1 S 0.27557(10) 0.1055(2) 0.27775(17) 0.0363(5) Uani 1 1 d . . . . .
O1 O 0.1978(3) 0.1617(6) -0.0283(4) 0.0338(13) Uani 1 1 d . . . . .
O2 O 0.1011(3) 0.1170(6) 0.2548(5) 0.0367(12) Uani 1 1 d . . . . .
O3 O 0.0161(3) 0.3480(6) -0.0529(4) 0.0379(14) Uani 1 1 d . . . . .
N1 N 0.2382(3) 0.3836(6) 0.2513(5) 0.0256(13) Uani 1 1 d . . . . .
N2 N 0.2618(3) 0.5126(6) 0.2980(5) 0.0295(14) Uani 1 1 d . . . . .
N3 N 0.3151(3) 0.4964(7) 0.3753(5) 0.0327(15) Uani 1 1 d . . . . .
N4 N 0.3280(3) 0.3551(7) 0.3797(5) 0.0321(14) Uani 1 1 d . . . . .
N5 N 0.5478(7) 0.142(2) 0.6995(16) 0.056(5) Uani 0.5 1 d D . P A 1
N5' N 0.5573(9) 0.230(2) 0.7162(16) 0.068(6) Uani 0.5 1 d D . P B 2
N6 N 0.1778(3) 0.5684(6) 0.0721(5) 0.0246(13) Uani 1 1 d . . . . .
N7 N 0.1119(3) 0.5289(6) 0.2318(5) 0.0244(13) Uani 1 1 d . . . . .
C1 C 0.2807(4) 0.2811(8) 0.3035(6) 0.0281(17) Uani 1 1 d . . . . .
C2 C 0.3833(4) 0.3035(9) 0.4628(7) 0.039(2) Uani 1 1 d D . . . .
C3 C 0.4451(5) 0.342(2) 0.4544(13) 0.044(4) Uani 0.5 1 d D . P A 1
H3 H 0.451362 0.403553 0.394700 0.053 Uiso 0.5 1 calc R U P A 1
C4 C 0.4975(8) 0.288(2) 0.5361(14) 0.041(4) Uani 0.5 1 d D . P A 1
H4 H 0.539940 0.317347 0.533492 0.049 Uiso 0.5 1 calc R U P A 1
C5 C 0.4914(7) 0.192(2) 0.622(2) 0.047(8) Uani 0.5 1 d D . P A 1
C6 C 0.4295(6) 0.1421(18) 0.6218(14) 0.045(4) Uani 0.5 1 d D . P A 1
H6 H 0.423571 0.071849 0.675540 0.054 Uiso 0.5 1 calc R U P A 1
C7 C 0.3763(8) 0.1977(17) 0.5411(13) 0.048(5) Uani 0.5 1 d D . P A 1
H7 H 0.334096 0.162494 0.539412 0.057 Uiso 0.5 1 calc R U P A 1
C3' C 0.4293(6) 0.2135(18) 0.4384(17) 0.049(5) Uani 0.5 1 d D . P B 2
H3A H 0.423080 0.167885 0.365369 0.059 Uiso 0.5 1 calc R U P B 2
C4' C 0.4850(9) 0.193(3) 0.5253(16) 0.063(6) Uani 0.5 1 d D . P B 2
H4A H 0.516032 0.127680 0.509805 0.075 Uiso 0.5 1 calc R U P B 2
C5' C 0.4997(8) 0.258(3) 0.6329(16) 0.051(8) Uani 0.5 1 d D . P B 2
C6' C 0.4531(8) 0.349(3) 0.6563(17) 0.075(8) Uani 0.5 1 d D . P B 2
H6A H 0.459771 0.395726 0.728828 0.090 Uiso 0.5 1 calc R U P B 2
C7' C 0.3965(9) 0.369(3) 0.5708(11) 0.075(8) Uani 0.5 1 d D . P B 2
H7A H 0.364642 0.431241 0.587030 0.090 Uiso 0.5 1 calc R U P B 2
C8 C 0.6108(10) 0.210(3) 0.715(2) 0.059(7) Uani 0.5 1 d D U P A 1
H8A H 0.632153 0.175317 0.656301 0.089 Uiso 0.5 1 calc R U P A 1
H8B H 0.637604 0.186670 0.792424 0.089 Uiso 0.5 1 calc R U P A 1
H8C H 0.605069 0.312941 0.708139 0.089 Uiso 0.5 1 calc R U P A 1
C8' C 0.6079(12) 0.161(4) 0.674(3) 0.076(10) Uani 0.5 1 d D U P B 2
H8D H 0.591428 0.070781 0.636362 0.114 Uiso 0.5 1 calc R U P B 2
H8E H 0.645361 0.142214 0.738254 0.114 Uiso 0.5 1 calc R U P B 2
H8F H 0.621072 0.222612 0.617049 0.114 Uiso 0.5 1 calc R U P B 2
C9 C 0.5402(10) 0.046(2) 0.7907(17) 0.064(6) Uani 0.5 1 d D . P A 1
H9A H 0.520029 0.097190 0.844786 0.095 Uiso 0.5 1 calc R U P A 1
H9B H 0.582887 0.010653 0.832167 0.095 Uiso 0.5 1 calc R U P A 1
H9C H 0.512499 -0.033648 0.756714 0.095 Uiso 0.5 1 calc R U P A 1
C9' C 0.5796(11) 0.333(3) 0.8080(16) 0.075(8) Uani 0.5 1 d D . P B 2
H9D H 0.605561 0.405808 0.781597 0.113 Uiso 0.5 1 calc R U P B 2
H9E H 0.606202 0.284644 0.876146 0.113 Uiso 0.5 1 calc R U P B 2
H9F H 0.542004 0.377072 0.828207 0.113 Uiso 0.5 1 calc R U P B 2
C10 C 0.2155(4) 0.5795(8) -0.0032(6) 0.0295(17) Uani 1 1 d . . . . .
H10 H 0.222678 0.497799 -0.045227 0.035 Uiso 1 1 calc R U . . .
C11 C 0.2438(4) 0.7059(9) -0.0213(7) 0.0362(19) Uani 1 1 d . . . . .
H11 H 0.271017 0.710322 -0.073968 0.043 Uiso 1 1 calc R U . . .
C12 C 0.2329(4) 0.8254(8) 0.0367(7) 0.0335(18) Uani 1 1 d . . . . .
H12 H 0.252256 0.913363 0.024950 0.040 Uiso 1 1 calc R U . . .
C13 C 0.1932(4) 0.8156(8) 0.1125(7) 0.0318(18) Uani 1 1 d . . . . .
H13 H 0.184393 0.897349 0.152969 0.038 Uiso 1 1 calc R U . . .
C14 C 0.1665(4) 0.6872(7) 0.1292(6) 0.0242(15) Uani 1 1 d . . . . .
C15 C 0.1257(3) 0.6644(7) 0.2124(6) 0.0252(16) Uani 1 1 d . . . . .
C16 C 0.1038(4) 0.7757(9) 0.2696(7) 0.0365(19) Uani 1 1 d . . . . .
H16 H 0.113889 0.871141 0.254625 0.044 Uiso 1 1 calc R U . . .
C17 C 0.0672(4) 0.7465(9) 0.3485(7) 0.0369(19) Uani 1 1 d . . . . .
H17 H 0.051912 0.821080 0.388791 0.044 Uiso 1 1 calc R U . . .
C18 C 0.0535(4) 0.6077(9) 0.3673(6) 0.0357(18) Uani 1 1 d . . . . .
H18 H 0.028480 0.584666 0.421078 0.043 Uiso 1 1 calc R U . . .
C19 C 0.0761(3) 0.5018(8) 0.3077(6) 0.0267(16) Uani 1 1 d . . . . .
H19 H 0.065885 0.405907 0.320942 0.032 Uiso 1 1 calc R U . . .
C20 C 0.1799(4) 0.2383(8) 0.0328(6) 0.0280(17) Uani 1 1 d . . . . .
C21 C 0.1189(4) 0.2079(8) 0.2054(6) 0.0265(16) Uani 1 1 d . . . . .
C22 C 0.0645(4) 0.3610(8) 0.0160(6) 0.0297(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 C22 1.911(8) . ?
Re1 C21 1.918(8) . ?
Re1 C20 1.931(8) . ?
Re1 N1 2.149(6) . ?
Re1 N6 2.167(6) . ?
Re1 N7 2.175(6) . ?
S1 C1 1.680(8) . ?
O1 C20 1.152(9) . ?
O2 C21 1.153(9) . ?
O3 C22 1.156(9) . ?
N1 C1 1.363(9) . ?
N1 N2 1.378(8) . ?
N2 N3 1.284(8) . ?
N3 N4 1.357(9) . ?
N4 C1 1.369(9) . ?
N4 C2 1.423(9) . ?
N5 C5 1.401(14) . ?
N5 C8 1.449(14) . ?
N5 C9 1.451(14) . ?
N5' C5' 1.399(14) . ?
N5' C8' 1.448(14) . ?
N5' C9' 1.451(14) . ?
N6 C10 1.341(10) . ?
N6 C14 1.360(9) . ?
N7 C19 1.340(10) . ?
N7 C15 1.341(9) . ?
C2 C3' 1.375(10) . ?
C2 C3 1.388(9) . ?
C2 C7' 1.391(10) . ?
C2 C7 1.397(9) . ?
C3 C4 1.386(9) . ?
C4 C5 1.394(10) . ?
C5 C6 1.394(10) . ?
C6 C7 1.394(9) . ?
C3' C4' 1.384(10) . ?
C4' C5' 1.386(10) . ?
C5' C6' 1.385(10) . ?
C6' C7' 1.387(10) . ?
C10 C11 1.373(11) . ?
C11 C12 1.369(11) . ?
C12 C13 1.379(12) . ?
C13 C14 1.369(10) . ?
C14 C15 1.480(11) . ?
C15 C16 1.389(11) . ?
C16 C17 1.385(12) . ?
C17 C18 1.369(12) . ?
C18 C19 1.375(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
C22 Re1 C21 89.2(3) . . ?
C22 Re1 C20 88.0(3) . . ?
C21 Re1 C20 88.9(3) . . ?
C22 Re1 N1 177.5(3) . . ?
C21 Re1 N1 93.3(3) . . ?
C20 Re1 N1 91.9(3) . . ?
C22 Re1 N6 96.3(3) . . ?
C21 Re1 N6 169.6(3) . . ?
C20 Re1 N6 100.1(3) . . ?
N1 Re1 N6 81.3(2) . . ?
C22 Re1 N7 93.3(3) . . ?
C21 Re1 N7 95.9(3) . . ?
C20 Re1 N7 175.0(3) . . ?
N1 Re1 N7 86.6(2) . . ?
N6 Re1 N7 75.0(2) . . ?
C1 N1 N2 107.7(6) . . ?
C1 N1 Re1 131.0(5) . . ?
N2 N1 Re1 121.1(4) . . ?
N3 N2 N1 110.8(6) . . ?
N2 N3 N4 106.2(6) . . ?
N3 N4 C1 111.4(6) . . ?
N3 N4 C2 119.0(6) . . ?
C1 N4 C2 129.5(7) . . ?
C5 N5 C8 123.6(16) . . ?
C5 N5 C9 117.8(14) . . ?
C8 N5 C9 116.2(17) . . ?
C5' N5' C8' 115.4(19) . . ?
C5' N5' C9' 118.5(16) . . ?
C8' N5' C9' 115(2) . . ?
C10 N6 C14 118.4(6) . . ?
C10 N6 Re1 124.0(5) . . ?
C14 N6 Re1 116.9(5) . . ?
C19 N7 C15 118.7(6) . . ?
C19 N7 Re1 124.5(5) . . ?
C15 N7 Re1 116.7(5) . . ?
N1 C1 N4 103.9(6) . . ?
N1 C1 S1 127.4(6) . . ?
N4 C1 S1 128.7(6) . . ?
C3' C2 C7' 118.2(13) . . ?
C3 C2 C7 119.3(11) . . ?
C3' C2 N4 124.7(10) . . ?
C3 C2 N4 119.6(8) . . ?
C7' C2 N4 116.1(9) . . ?
C7 C2 N4 120.3(8) . . ?
C4 C3 C2 117.6(12) . . ?
C3 C4 C5 123.7(14) . . ?
C4 C5 C6 118.0(14) . . ?
C4 C5 N5 118.8(13) . . ?
C6 C5 N5 123.1(13) . . ?
C7 C6 C5 118.8(14) . . ?
C6 C7 C2 121.9(14) . . ?
C2 C3' C4' 116.8(15) . . ?
C3' C4' C5' 126.2(16) . . ?
C6' C5' C4' 116.5(15) . . ?
C6' C5' N5' 121.1(15) . . ?
C4' C5' N5' 122.4(14) . . ?
C5' C6' C7' 118.0(16) . . ?
C6' C7' C2 124.3(15) . . ?
N6 C10 C11 121.8(7) . . ?
C12 C11 C10 119.9(7) . . ?
C11 C12 C13 118.7(7) . . ?
C14 C13 C12 119.6(7) . . ?
N6 C14 C13 121.6(7) . . ?
N6 C14 C15 114.7(6) . . ?
C13 C14 C15 123.6(7) . . ?
N7 C15 C16 121.4(7) . . ?
N7 C15 C14 116.1(6) . . ?
C16 C15 C14 122.5(7) . . ?
C17 C16 C15 119.5(8) . . ?
C18 C17 C16 118.5(8) . . ?
C17 C18 C19 119.6(8) . . ?
N7 C19 C18 122.4(7) . . ?
O1 C20 Re1 176.9(7) . . ?
O2 C21 Re1 176.1(7) . . ?
O3 C22 Re1 175.9(6) . . ?

_refine_diff_density_max         1.902
_refine_diff_density_min         -1.071
_refine_diff_density_rms         0.165

####################################################################### 
# 
# 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_ls-2-81new
_database_code_depnum_ccdc_archive 'CCDC 2172024'
_audit_update_record             
;
2023-02-21 deposited with the CCDC.	2023-03-14 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         'C25 H19 N6 O3 Re S'
_chemical_formula_sum            'C25 H19 N6 O3 Re S'
_chemical_formula_weight         669.72

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.3598(10)
_cell_length_b                   11.2264(6)
_cell_length_c                   15.8108(9)
_cell_angle_alpha                90
_cell_angle_beta                 111.263(7)
_cell_angle_gamma                90
_cell_volume                     2375.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    5771
_cell_measurement_theta_max      29.7390
_cell_measurement_theta_min      3.5120

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.873
_exptl_crystal_F_000             1304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    5.245
_shelx_estimated_absorpt_T_min   0.572
_shelx_estimated_absorpt_T_max   0.744
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.11829
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.81a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17338
_diffrn_reflns_av_unetI/netI     0.0867
_diffrn_reflns_av_R_equivalents  0.0996
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.308
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4659
_reflns_number_gt                3542
_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.
;

_computing_cell_refinement       'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     'w=1/[σ²(Fo²)] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4659
_refine_ls_number_parameters     328
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0605
_refine_ls_R_factor_gt           0.0381
_refine_ls_wR_factor_ref         0.0830
_refine_ls_wR_factor_gt          0.0758
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_refine_ls_shift/su_max          0.001
_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
Re1 Re 0.64921(2) 0.30756(2) 0.43809(2) 0.01483(9) Uani 1 1 d . . . . .
S1 S 0.75602(13) 0.61591(15) 0.53092(10) 0.0222(4) Uani 1 1 d . . . . .
O2 O 0.5005(3) 0.5176(4) 0.3944(3) 0.0277(11) Uani 1 1 d . . . . .
N1 N 0.7368(4) 0.3808(5) 0.5714(3) 0.0169(11) Uani 1 1 d . . . . .
N6 N 0.7403(4) 0.1476(5) 0.4788(3) 0.0206(12) Uani 1 1 d . . . . .
O3 O 0.5229(4) 0.1882(5) 0.2587(3) 0.0303(11) Uani 1 1 d . . . . .
N5 N 0.5793(3) 0.2047(4) 0.5152(3) 0.0139(10) Uani 1 1 d . . . . .
O1 O 0.7747(4) 0.4311(5) 0.3418(3) 0.0330(12) Uani 1 1 d . . . . .
N4 N 0.8129(4) 0.4897(5) 0.6881(3) 0.0157(11) Uani 1 1 d . . . . .
C24 C 0.5580(4) 0.4401(6) 0.4108(4) 0.0174(13) Uani 1 1 d . . . . .
N3 N 0.8092(4) 0.3757(5) 0.7195(3) 0.0194(12) Uani 1 1 d . . . . .
N2 N 0.7642(4) 0.3125(5) 0.6491(3) 0.0199(11) Uani 1 1 d . . . . .
C23 C 0.7284(5) 0.3888(6) 0.3787(4) 0.0235(15) Uani 1 1 d . . . . .
C1 C 0.7675(4) 0.4942(6) 0.5951(4) 0.0151(13) Uani 1 1 d . . . . .
C22 C 0.7156(4) 0.0756(6) 0.5363(4) 0.0165(13) Uani 1 1 d . . . . .
C25 C 0.5723(5) 0.2352(6) 0.3265(4) 0.0224(15) Uani 1 1 d . . . . .
C14 C 0.7675(5) -0.0317(6) 0.5712(4) 0.0220(15) Uani 1 1 d . . . . .
C21 C 0.6296(4) 0.1053(5) 0.5568(4) 0.0160(13) Uani 1 1 d . . . . .
C2 C 0.8557(4) 0.5863(5) 0.7508(4) 0.0136(12) Uani 1 1 d . . . . .
C12 C 0.8660(5) 0.0068(6) 0.4793(4) 0.0248(15) Uani 1 1 d . . . . .
H12 H 0.916104 -0.016573 0.456611 0.030 Uiso 1 1 calc R U . . .
C19 C 0.4583(5) 0.1634(6) 0.5837(4) 0.0186(14) Uani 1 1 d . . . . .
H19 H 0.396955 0.183875 0.590028 0.022 Uiso 1 1 calc R U . . .
C11 C 0.8146(5) 0.1134(7) 0.4507(4) 0.0258(16) Uani 1 1 d . . . . .
H11 H 0.832143 0.163413 0.410374 0.031 Uiso 1 1 calc R U . . .
C4 C 0.9977(4) 0.6997(6) 0.8397(4) 0.0204(14) Uani 1 1 d . . . . .
H4 H 1.066818 0.718040 0.858211 0.025 Uiso 1 1 calc R U . . .
C13 C 0.8445(5) -0.0640(6) 0.5399(4) 0.0240(15) Uani 1 1 d . . . . .
H13 H 0.881332 -0.135236 0.561042 0.029 Uiso 1 1 calc R U . . .
C17 C 0.5995(5) 0.0347(6) 0.6145(4) 0.0218(15) Uani 1 1 d . . . . .
C6 C 0.8385(4) 0.7360(6) 0.8501(4) 0.0159(13) Uani 1 1 d . . . . .
H6 H 0.798177 0.779967 0.875217 0.019 Uiso 1 1 calc R U . . .
C3 C 0.9577(4) 0.6106(6) 0.7743(4) 0.0180(14) Uani 1 1 d . . . . .
C5 C 0.9397(5) 0.7615(6) 0.8781(4) 0.0192(14) Uani 1 1 d . . . . .
C20 C 0.4941(5) 0.2321(6) 0.5280(4) 0.0173(13) Uani 1 1 d . . . . .
H20 H 0.457146 0.299994 0.498302 0.021 Uiso 1 1 calc R U . . .
C10 C 0.9869(5) 0.8522(7) 0.9525(4) 0.0268(16) Uani 1 1 d . . . . .
H10A H 0.998237 0.815828 1.011731 0.040 Uiso 1 1 calc R U . . .
H10B H 0.942133 0.920777 0.943886 0.040 Uiso 1 1 calc R U . . .
H10C H 1.050844 0.878744 0.949895 0.040 Uiso 1 1 calc R U . . .
C16 C 0.6590(5) -0.0669(6) 0.6542(4) 0.0229(15) Uani 1 1 d . . . . .
H16 H 0.642677 -0.112445 0.697507 0.027 Uiso 1 1 calc R U . . .
C7 C 0.7945(5) 0.6482(6) 0.7865(4) 0.0198(14) Uani 1 1 d . . . . .
C9 C 1.0198(5) 0.5480(7) 0.7291(4) 0.0274(16) Uani 1 1 d . . . . .
H9A H 1.022876 0.462777 0.743181 0.041 Uiso 1 1 calc R U . . .
H9B H 1.087551 0.581266 0.751442 0.041 Uiso 1 1 calc R U . . .
H9C H 0.989581 0.559298 0.663267 0.041 Uiso 1 1 calc R U . . .
C8 C 0.6848(4) 0.6209(7) 0.7560(4) 0.0245(15) Uani 1 1 d . . . . .
H8A H 0.653859 0.632032 0.690222 0.037 Uiso 1 1 calc R U . . .
H8B H 0.653382 0.674578 0.786669 0.037 Uiso 1 1 calc R U . . .
H8C H 0.675631 0.538202 0.771330 0.037 Uiso 1 1 calc R U . . .
C15 C 0.7374(5) -0.1006(6) 0.6324(4) 0.0269(16) Uani 1 1 d . . . . .
H15 H 0.773004 -0.171046 0.658194 0.032 Uiso 1 1 calc R U . . .
C18 C 0.5115(5) 0.0670(6) 0.6289(4) 0.0249(15) Uani 1 1 d . . . . .
H18 H 0.489550 0.022633 0.669312 0.030 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
Re1 C25 1.892(7) . ?
Re1 C24 1.925(7) . ?
Re1 C23 1.945(7) . ?
Re1 N5 2.172(5) . ?
Re1 N6 2.177(6) . ?
Re1 N1 2.186(5) . ?
S1 C1 1.674(6) . ?
O2 C24 1.162(8) . ?
N1 C1 1.355(8) . ?
N1 N2 1.378(7) . ?
N6 C11 1.351(9) . ?
N6 C22 1.356(8) . ?
O3 C25 1.174(8) . ?
N5 C20 1.345(8) . ?
N5 C21 1.363(8) . ?
O1 C23 1.135(8) . ?
N4 C1 1.375(7) . ?
N4 N3 1.381(7) . ?
N4 C2 1.448(7) . ?
N3 N2 1.280(7) . ?
C22 C14 1.418(9) . ?
C22 C21 1.426(9) . ?
C14 C13 1.413(9) . ?
C14 C15 1.424(9) . ?
C21 C17 1.390(8) . ?
C2 C7 1.390(9) . ?
C2 C3 1.400(8) . ?
C12 C13 1.363(9) . ?
C12 C11 1.393(10) . ?
C12 H12 0.9500 . ?
C19 C18 1.367(9) . ?
C19 C20 1.401(9) . ?
C19 H19 0.9500 . ?
C11 H11 0.9500 . ?
C4 C5 1.382(9) . ?
C4 C3 1.404(9) . ?
C4 H4 0.9500 . ?
C13 H13 0.9500 . ?
C17 C18 1.410(10) . ?
C17 C16 1.427(9) . ?
C6 C7 1.387(9) . ?
C6 C5 1.387(9) . ?
C6 H6 0.9500 . ?
C3 C9 1.504(9) . ?
C5 C10 1.518(9) . ?
C20 H20 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C16 C15 1.344(10) . ?
C16 H16 0.9500 . ?
C7 C8 1.502(9) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C15 H15 0.9500 . ?
C18 H18 0.9500 . ?

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
C25 Re1 C24 90.2(3) . . ?
C25 Re1 C23 89.8(3) . . ?
C24 Re1 C23 89.9(3) . . ?
C25 Re1 N5 93.6(2) . . ?
C24 Re1 N5 96.9(2) . . ?
C23 Re1 N5 172.3(2) . . ?
C25 Re1 N6 90.4(2) . . ?
C24 Re1 N6 172.2(2) . . ?
C23 Re1 N6 97.8(2) . . ?
N5 Re1 N6 75.29(19) . . ?
C25 Re1 N1 176.3(2) . . ?
C24 Re1 N1 91.8(2) . . ?
C23 Re1 N1 93.2(2) . . ?
N5 Re1 N1 83.10(18) . . ?
N6 Re1 N1 87.20(19) . . ?
C1 N1 N2 108.5(5) . . ?
C1 N1 Re1 129.5(4) . . ?
N2 N1 Re1 121.9(4) . . ?
C11 N6 C22 118.7(6) . . ?
C11 N6 Re1 126.7(5) . . ?
C22 N6 Re1 114.5(4) . . ?
C20 N5 C21 117.8(5) . . ?
C20 N5 Re1 126.4(4) . . ?
C21 N5 Re1 115.7(4) . . ?
C1 N4 N3 110.7(5) . . ?
C1 N4 C2 128.6(5) . . ?
N3 N4 C2 120.6(4) . . ?
O2 C24 Re1 177.8(5) . . ?
N2 N3 N4 105.9(5) . . ?
N3 N2 N1 111.0(5) . . ?
O1 C23 Re1 176.5(6) . . ?
N1 C1 N4 104.0(5) . . ?
N1 C1 S1 130.4(4) . . ?
N4 C1 S1 125.6(5) . . ?
N6 C22 C14 122.6(6) . . ?
N6 C22 C21 118.1(6) . . ?
C14 C22 C21 119.1(6) . . ?
O3 C25 Re1 177.8(6) . . ?
C13 C14 C22 116.7(6) . . ?
C13 C14 C15 124.6(6) . . ?
C22 C14 C15 118.6(6) . . ?
N5 C21 C17 123.1(6) . . ?
N5 C21 C22 115.7(5) . . ?
C17 C21 C22 121.1(6) . . ?
C7 C2 C3 123.4(6) . . ?
C7 C2 N4 118.5(5) . . ?
C3 C2 N4 118.1(5) . . ?
C13 C12 C11 120.0(6) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C18 C19 C20 120.1(6) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
N6 C11 C12 121.7(7) . . ?
N6 C11 H11 119.1 . . ?
C12 C11 H11 119.1 . . ?
C5 C4 C3 122.1(6) . . ?
C5 C4 H4 119.0 . . ?
C3 C4 H4 119.0 . . ?
C12 C13 C14 120.1(6) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C21 C17 C18 118.0(6) . . ?
C21 C17 C16 117.7(6) . . ?
C18 C17 C16 124.3(6) . . ?
C7 C6 C5 121.8(6) . . ?
C7 C6 H6 119.1 . . ?
C5 C6 H6 119.1 . . ?
C2 C3 C4 116.3(5) . . ?
C2 C3 C9 121.8(6) . . ?
C4 C3 C9 121.9(6) . . ?
C4 C5 C6 119.0(6) . . ?
C4 C5 C10 120.4(6) . . ?
C6 C5 C10 120.5(6) . . ?
N5 C20 C19 122.0(6) . . ?
N5 C20 H20 119.0 . . ?
C19 C20 H20 119.0 . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C15 C16 C17 122.4(6) . . ?
C15 C16 H16 118.8 . . ?
C17 C16 H16 118.8 . . ?
C6 C7 C2 117.4(6) . . ?
C6 C7 C8 121.8(6) . . ?
C2 C7 C8 120.8(6) . . ?
C3 C9 H9A 109.5 . . ?
C3 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C3 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C16 C15 C14 120.7(6) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
C19 C18 C17 118.9(6) . . ?
C19 C18 H18 120.6 . . ?
C17 C18 H18 120.6 . . ?

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 N4 N3 N2 0.4(7) . . . . ?
C2 N4 N3 N2 177.4(5) . . . . ?
N4 N3 N2 N1 -0.5(7) . . . . ?
C1 N1 N2 N3 0.5(7) . . . . ?
Re1 N1 N2 N3 -175.8(4) . . . . ?
N2 N1 C1 N4 -0.2(6) . . . . ?
Re1 N1 C1 N4 175.6(4) . . . . ?
N2 N1 C1 S1 179.8(5) . . . . ?
Re1 N1 C1 S1 -4.3(9) . . . . ?
N3 N4 C1 N1 -0.1(6) . . . . ?
C2 N4 C1 N1 -176.9(5) . . . . ?
N3 N4 C1 S1 179.9(4) . . . . ?
C2 N4 C1 S1 3.1(9) . . . . ?
C11 N6 C22 C14 2.8(9) . . . . ?
Re1 N6 C22 C14 -179.1(4) . . . . ?
C11 N6 C22 C21 -172.6(5) . . . . ?
Re1 N6 C22 C21 5.5(7) . . . . ?
N6 C22 C14 C13 -2.9(9) . . . . ?
C21 C22 C14 C13 172.5(5) . . . . ?
N6 C22 C14 C15 178.9(6) . . . . ?
C21 C22 C14 C15 -5.8(9) . . . . ?
C20 N5 C21 C17 -2.9(8) . . . . ?
Re1 N5 C21 C17 174.8(5) . . . . ?
C20 N5 C21 C22 175.9(5) . . . . ?
Re1 N5 C21 C22 -6.3(6) . . . . ?
N6 C22 C21 N5 0.5(8) . . . . ?
C14 C22 C21 N5 -175.1(5) . . . . ?
N6 C22 C21 C17 179.3(6) . . . . ?
C14 C22 C21 C17 3.8(9) . . . . ?
C1 N4 C2 C7 89.4(8) . . . . ?
N3 N4 C2 C7 -87.1(7) . . . . ?
C1 N4 C2 C3 -92.2(7) . . . . ?
N3 N4 C2 C3 91.3(7) . . . . ?
C22 N6 C11 C12 -0.1(9) . . . . ?
Re1 N6 C11 C12 -177.9(4) . . . . ?
C13 C12 C11 N6 -2.5(10) . . . . ?
C11 C12 C13 C14 2.3(10) . . . . ?
C22 C14 C13 C12 0.2(9) . . . . ?
C15 C14 C13 C12 178.3(6) . . . . ?
N5 C21 C17 C18 1.2(9) . . . . ?
C22 C21 C17 C18 -177.6(5) . . . . ?
N5 C21 C17 C16 -179.7(5) . . . . ?
C22 C21 C17 C16 1.5(9) . . . . ?
C7 C2 C3 C4 2.3(9) . . . . ?
N4 C2 C3 C4 -176.0(5) . . . . ?
C7 C2 C3 C9 -175.3(6) . . . . ?
N4 C2 C3 C9 6.4(9) . . . . ?
C5 C4 C3 C2 -0.9(9) . . . . ?
C5 C4 C3 C9 176.7(6) . . . . ?
C3 C4 C5 C6 -1.0(10) . . . . ?
C3 C4 C5 C10 176.5(6) . . . . ?
C7 C6 C5 C4 1.7(9) . . . . ?
C7 C6 C5 C10 -175.8(6) . . . . ?
C21 N5 C20 C19 1.5(8) . . . . ?
Re1 N5 C20 C19 -176.0(4) . . . . ?
C18 C19 C20 N5 1.7(9) . . . . ?
C21 C17 C16 C15 -5.1(9) . . . . ?
C18 C17 C16 C15 174.0(6) . . . . ?
C5 C6 C7 C2 -0.4(9) . . . . ?
C5 C6 C7 C8 -179.8(6) . . . . ?
C3 C2 C7 C6 -1.7(9) . . . . ?
N4 C2 C7 C6 176.6(5) . . . . ?
C3 C2 C7 C8 177.8(6) . . . . ?
N4 C2 C7 C8 -3.9(9) . . . . ?
C17 C16 C15 C14 3.1(10) . . . . ?
C13 C14 C15 C16 -175.7(6) . . . . ?
C22 C14 C15 C16 2.4(9) . . . . ?
C20 C19 C18 C17 -3.4(9) . . . . ?
C21 C17 C18 C19 2.1(9) . . . . ?
C16 C17 C18 C19 -177.0(6) . . . . ?

_refine_diff_density_max         0.995
_refine_diff_density_min         -0.924
_refine_diff_density_rms         0.186

