# 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_3a
_database_code_depnum_ccdc_archive 'CCDC 2174961'
loop_
_audit_author_name
_audit_author_address
'Miriam Calabrese'
;Politecnico di Milano
Italy
;
_audit_update_record             
;
2022-12-20 deposited with the CCDC.	2022-12-22 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         'C7 H9 N O3 Re'
_chemical_formula_sum            'C7 H9 N O3 Re'
_chemical_formula_weight         341.35

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'

_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                   6.02510(10)
_cell_length_b                   6.7106(2)
_cell_length_c                   11.4878(3)
_cell_angle_alpha                79.5150(10)
_cell_angle_beta                 76.4570(10)
_cell_angle_gamma                77.5250(10)
_cell_volume                     436.655(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6704
_cell_measurement_theta_min      3.14
_cell_measurement_theta_max      30.54

_exptl_crystal_description       block
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.596
_exptl_crystal_F_000             314
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.020

_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_coefficient_mu    13.880
_exptl_absorpt_factor_muR        3.470
_exptl_absorpt_process_details   
;
Parkin S,Moezzi B & Hope H, (1995) J. Appl. Cryst. 28, 53-56
Cubic fit to sin(theta)/lambda - 24 parameters
;
_exptl_absorpt_correction_T_min  0.0288
_exptl_absorpt_correction_T_max  0.0330
_exptl_absorpt_correction_T_ave  0.0307
_exptl_absorpt_Rmerge_before     0.0196
_exptl_absorpt_Rmerge_after      0.0218

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9026
_diffrn_reflns_av_unetI/netI     0.0300
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.413
_diffrn_reflns_theta_max         30.565
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2684
_reflns_number_gt                2524
_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_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_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)+(0.0180P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_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         2684
_refine_ls_number_parameters     110
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0207
_refine_ls_R_factor_gt           0.0186
_refine_ls_wR_factor_ref         0.0450
_refine_ls_wR_factor_gt          0.0441
_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 0.26720(2) 0.79023(2) 0.67152(2) 0.03199(5) Uani 1 1 d . . . . .
N1 N 0.3880(5) 1.0219(4) 0.7768(2) 0.0354(5) Uani 1 1 d . . . . .
C3 C 0.5137(5) 1.3032(4) 0.8915(2) 0.0333(5) Uani 1 1 d . . . . .
C6 C 0.5895(5) 1.4542(5) 0.9491(3) 0.0399(6) Uani 1 1 d . . . . .
H6A H 0.632948 1.565813 0.887057 0.048 Uiso 1 1 calc R U . . .
H6B H 0.727087 1.385526 0.980189 0.048 Uiso 1 1 calc R U . . .
C2 C 0.6571(5) 1.2277(5) 0.7885(3) 0.0377(6) Uani 1 1 d . . . . .
H2 H 0.798214 1.271061 0.756152 0.045 Uiso 1 1 calc R U . . .
C1 C 0.5901(5) 1.0894(5) 0.7349(3) 0.0401(6) Uani 1 1 d . . . . .
H1 H 0.688788 1.040640 0.666714 0.048 Uiso 1 1 calc R U . . .
C5 C 0.2507(6) 1.0944(5) 0.8752(3) 0.0413(7) Uani 1 1 d . . . . .
H5 H 0.109890 1.049569 0.905401 0.050 Uiso 1 1 calc R U . . .
C4 C 0.3066(6) 1.2316(5) 0.9341(3) 0.0413(7) Uani 1 1 d . . . . .
H4 H 0.205294 1.276337 1.002651 0.050 Uiso 1 1 calc R U . . .
O1 O 0.5567(4) 0.6896(4) 0.6488(2) 0.0494(6) Uani 1 1 d . . . . .
O2 O 0.0980(4) 0.7357(4) 0.8104(2) 0.0508(6) Uani 1 1 d . . . . .
O3 O 0.1788(5) 1.0121(4) 0.5831(2) 0.0558(6) Uani 1 1 d . . . . .
C7 C 0.1675(7) 0.5858(6) 0.5854(4) 0.0538(9) Uani 1 1 d . . . . .
H7A H 0.005213 0.626541 0.583890 0.081 Uiso 1 1 calc R U . . .
H7B H 0.195556 0.449182 0.628471 0.081 Uiso 1 1 calc R U . . .
H7C H 0.255830 0.587661 0.504053 0.081 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 O3 1.701(2) . ?
Re1 O2 1.704(2) . ?
Re1 O1 1.705(2) . ?
Re1 C7 2.086(3) . ?
Re1 N1 2.449(2) . ?
N1 C5 1.337(3) . ?
N1 C1 1.343(4) . ?
C3 C4 1.384(4) . ?
C3 C2 1.398(4) . ?
C3 C6 1.503(4) . ?
C6 C6 1.514(6) 2_687 ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C2 C1 1.374(4) . ?
C2 H2 0.9300 . ?
C1 H1 0.9300 . ?
C5 C4 1.373(4) . ?
C5 H5 0.9300 . ?
C4 H4 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Re1 O2 118.09(13) . . ?
O3 Re1 O1 117.92(14) . . ?
O2 Re1 O1 118.83(13) . . ?
O3 Re1 C7 98.12(15) . . ?
O2 Re1 C7 97.05(14) . . ?
O1 Re1 C7 97.65(14) . . ?
O3 Re1 N1 83.52(11) . . ?
O2 Re1 N1 82.09(10) . . ?
O1 Re1 N1 81.59(10) . . ?
C7 Re1 N1 178.36(12) . . ?
C5 N1 C1 117.1(3) . . ?
C5 N1 Re1 121.4(2) . . ?
C1 N1 Re1 121.40(18) . . ?
C4 C3 C2 116.5(3) . . ?
C4 C3 C6 124.0(3) . . ?
C2 C3 C6 119.5(3) . . ?
C3 C6 C6 115.4(3) . 2_687 ?
C3 C6 H6A 108.4 . . ?
C6 C6 H6A 108.4 2_687 . ?
C3 C6 H6B 108.4 . . ?
C6 C6 H6B 108.4 2_687 . ?
H6A C6 H6B 107.5 . . ?
C1 C2 C3 120.1(3) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
N1 C1 C2 122.7(3) . . ?
N1 C1 H1 118.6 . . ?
C2 C1 H1 118.6 . . ?
N1 C5 C4 123.4(3) . . ?
N1 C5 H5 118.3 . . ?
C4 C5 H5 118.3 . . ?
C5 C4 C3 120.0(3) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
Re1 C7 H7A 109.5 . . ?
Re1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
Re1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 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
C4 C3 C6 C6 -6.9(6) . . . 2_687 ?
C2 C3 C6 C6 173.1(3) . . . 2_687 ?
C4 C3 C2 C1 -0.1(5) . . . . ?
C6 C3 C2 C1 180.0(3) . . . . ?
C5 N1 C1 C2 -0.3(5) . . . . ?
Re1 N1 C1 C2 176.6(2) . . . . ?
C3 C2 C1 N1 0.4(5) . . . . ?
C1 N1 C5 C4 -0.2(5) . . . . ?
Re1 N1 C5 C4 -177.0(3) . . . . ?
N1 C5 C4 C3 0.5(5) . . . . ?
C2 C3 C4 C5 -0.4(5) . . . . ?
C6 C3 C4 C5 179.6(3) . . . . ?

_refine_diff_density_max         0.980
_refine_diff_density_min         -0.852
_refine_diff_density_rms         0.122

####################################################################### 
# 
# 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_3c
_database_code_depnum_ccdc_archive 'CCDC 2174969'
loop_
_audit_author_name
_audit_author_address
'Miriam Calabrese'
;Politecnico di Milano
Italy
;
_audit_update_record             
;
2022-12-20 deposited with the CCDC.	2022-12-22 downloaded from the CCDC.
;
_audit_creation_date             2022-05-20
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6403)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H14 N2 O8 Re2'
_chemical_formula_sum            'C12 H14 N2 O8 Re2'
_chemical_formula_weight         686.65
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   19.6709(19)
_cell_length_b                   8.1455(7)
_cell_length_c                   10.5288(9)
_cell_angle_alpha                90
_cell_angle_beta                 103.923(7)
_cell_angle_gamma                90
_cell_volume                     1637.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6704
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      30.54
_cell_measurement_theta_min      3.14
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    14.815
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.3226
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1267 before and 0.0483 after correction.
The Ratio of minimum to maximum transmission is 0.4324.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            white
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    2.785
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1256
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0479
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.935
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            18664
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         34.715
_diffrn_reflns_theta_min         3.520
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2571
_reflns_number_total             3291
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         0.831
_refine_diff_density_min         -1.161
_refine_diff_density_rms         0.133
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         3291
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0340
_refine_ls_R_factor_gt           0.0224
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0198P)²+2.1598P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0522
_refine_ls_wR_factor_ref         0.0561
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C4(H4), C2(H2), C1(H1)
1.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Re1 Re 0.33914(2) 0.62225(2) 0.15941(2) 0.03308(5) Uani 1 1 d . . . . .
C3 C 0.48085(15) 0.8044(3) 0.6801(3) 0.0260(5) Uani 1 1 d . . . . .
C5 C 0.37621(17) 0.8543(3) 0.5132(3) 0.0350(6) Uani 1 1 d . . . . .
H5 H 0.329137 0.883505 0.489604 0.042 Uiso 1 1 calc R U . . .
C4 C 0.41080(16) 0.8460(4) 0.6426(3) 0.0331(6) Uani 1 1 d . . . . .
H4 H 0.386642 0.868744 0.706405 0.040 Uiso 1 1 calc R U . . .
C2 C 0.51423(17) 0.7689(4) 0.5811(3) 0.0366(6) Uani 1 1 d . . . . .
H2 H 0.561207 0.738695 0.602178 0.044 Uiso 1 1 calc R U . . .
C1 C 0.47837(17) 0.7780(4) 0.4533(3) 0.0381(7) Uani 1 1 d . . . . .
H1 H 0.501244 0.754839 0.387725 0.046 Uiso 1 1 calc R U . . .
N1 N 0.41046(14) 0.8202(3) 0.4211(2) 0.0303(5) Uani 1 1 d . . . . .
O1 O 0.37740(13) 0.8402(3) 0.2943(2) 0.0374(5) Uani 1 1 d . . . . .
O3 O 0.35170(16) 0.7675(3) 0.0520(2) 0.0554(7) Uani 1 1 d . . . . .
O2 O 0.41113(16) 0.5312(3) 0.2576(3) 0.0655(8) Uani 1 1 d . . . . .
O4 O 0.29566(15) 0.4662(3) 0.0655(3) 0.0540(7) Uani 1 1 d . . . . .
C6 C 0.2549(2) 0.6618(5) 0.2448(4) 0.0506(9) Uani 1 1 d . . . . .
H6A H 0.220257 0.577904 0.216626 0.076 Uiso 1 1 calc R U . . .
H6B H 0.234523 0.767353 0.218708 0.076 Uiso 1 1 calc R U . . .
H6C H 0.271139 0.658388 0.338387 0.076 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 O1 2.285(2) . ?
Re1 O3 1.696(2) . ?
Re1 O2 1.708(3) . ?
Re1 O4 1.708(3) . ?
Re1 C6 2.093(4) . ?
C3 C3 1.483(5) 2_656 ?
C3 C4 1.381(4) . ?
C3 C2 1.389(4) . ?
C5 C4 1.370(5) . ?
C5 N1 1.336(4) . ?
C2 C1 1.363(4) . ?
C1 N1 1.342(4) . ?
N1 O1 1.347(3) . ?

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
O3 Re1 O1 78.08(11) . . ?
O3 Re1 O2 118.28(16) . . ?
O3 Re1 O4 105.44(14) . . ?
O3 Re1 C6 115.91(16) . . ?
O2 Re1 O1 81.95(11) . . ?
O2 Re1 C6 115.71(17) . . ?
O4 Re1 O1 169.14(11) . . ?
O4 Re1 O2 104.72(14) . . ?
O4 Re1 C6 91.44(14) . . ?
C6 Re1 O1 77.86(12) . . ?
C4 C3 C3 121.2(3) . 2_656 ?
C4 C3 C2 117.1(3) . . ?
C2 C3 C3 121.7(3) . 2_656 ?
N1 C5 C4 119.7(3) . . ?
C5 C4 C3 121.3(3) . . ?
C1 C2 C3 120.2(3) . . ?
N1 C1 C2 120.7(3) . . ?
C5 N1 C1 121.0(3) . . ?
C5 N1 O1 119.1(3) . . ?
C1 N1 O1 119.7(3) . . ?
N1 O1 Re1 122.04(16) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2a-diiodotetrafluoroethane
_database_code_depnum_ccdc_archive 'CCDC 2208886'
loop_
_audit_author_name
_audit_author_address
'Miriam Calabrese'
;Politecnico di Milano
Italy
;
_audit_update_record             
;
2022-12-20 deposited with the CCDC.	2022-12-22 downloaded from the CCDC.
;
_audit_creation_date             2022-12-13
_audit_creation_method           
;
Olex2 1.5-dev
(compiled 2022.12.07 svn.r85f57a8f for OlexSys, GUI svn.r6444)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
1,2-di(pyridine-4-yl)ethane.1,2-diiodotetrafluoroethane
_chemical_formula_moiety         '2(C0.5 F2 I), C12 H12 N2'
_chemical_formula_sum            'C13 H12 F4 I2 N2'
_chemical_formula_weight         526.05
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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'

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

_cell_length_a                   6.6506(7)
_cell_length_b                   7.5300(8)
_cell_length_c                   9.1546(10)
_cell_angle_alpha                94.188(6)
_cell_angle_beta                 96.753(7)
_cell_angle_gamma                105.647(7)
_cell_volume                     435.76(8)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    3640
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.43
_cell_measurement_theta_min      2.83
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.640
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.005
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             246
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0233
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7820
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.555
_diffrn_reflns_theta_min         2.826
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1530
_reflns_number_total             2153
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         1.045
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         2153
_refine_ls_number_restraints     261
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0350
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0666P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0950
_refine_ls_wR_factor_ref         0.1055
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 I2-C7 \\sim I1-C7B
 with sigma of 0.02
 F2B-C7 \\sim C7-F1
 with sigma of 0.02
 F2-C7B \\sim C7B-F1A
 with sigma of 0.02
 F1A-C7 \\sim F2B-C7B \\sim F1-C7B \\sim F2-C7
 with sigma of 0.02
 F1A-F1 \\sim F2B-F2
 with sigma of 0.02
 I1-C7B \\sim I1A-C7C
 with sigma of 0.02
 F2B-C7B \\sim F2C-C7C
 with sigma of 0.02
 F1A-C7 \\sim F1B-C7A
 with sigma of 0.02
 C7B-C7 \\sim C7C-C7A
 with sigma of 0.02
 C7B-F1 \\sim C7C-F3
 with sigma of 0.02
 C7-I2 \\sim C7A-I2A
 with sigma of 0.02
 C7-F2 \\sim C7A-F2A
 with sigma of 0.02
 I1-F2B \\sim I1A-F2C
 with sigma of 0.04
 I1-C7 \\sim I1A-C7A
 with sigma of 0.04
 I1-F1 \\sim I1A-F3
 with sigma of 0.04
 F2B-C7 \\sim F2C-C7A
 with sigma of 0.04
 F2B-F1 \\sim F2C-F3
 with sigma of 0.04
 F1A-C7B \\sim F1B-C7C
 with sigma of 0.04
 F1A-I2 \\sim F1B-I2A
 with sigma of 0.04
 F1A-F2 \\sim F1B-F2A
 with sigma of 0.04
 C7B-I2 \\sim C7C-I2A
 with sigma of 0.04
 C7B-F2 \\sim C7C-F2A
 with sigma of 0.04
 C7-F1 \\sim C7A-F3
 with sigma of 0.04
 I2-F2 \\sim I2A-F2A
 with sigma of 0.04
 F1A-F2 \\sim F2B-F1
 with sigma of 0.02
 F1-C7B \\sim F2B-C7B \\sim F1A-C7 \\sim F2-C7
 with sigma of 0.02
 F2C-F3 \\sim F2A-F1B
 with sigma of 0.02
 F3-C7C \\sim F2C-C7C \\sim F1B-C7A \\sim F2A-C7A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C7C \\sim C7 \\sim C7A \\sim C7B: within 2A with sigma of 2 and sigma for
terminal atoms of 4 within 2A
Uanis(C7) \\sim Ueq, Uanis(C7B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(F1A) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C7B) \\sim Ueq, Uanis(F1)
\\sim Ueq, Uanis(F2B) \\sim Ueq: with sigma of 0.005 and sigma for terminal
atoms of 0.01
4. Rigid body (RIGU) restrains
 C5, N1, C1, C2, C4, C3, C6
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 I2, I1, C7B, F2B, C7, F1, F1A, F2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C7C, C7A, F1B, I2A, F2A, I1A, F2C, F3
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 I2A, C7A, C7C, F1B, F2A, I1A, F2C, F3
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Others
 Fixed Sof: I1(0.25) F2B(0.25) F1A(0.25) C7B(0.125) C7(0.125) F1(0.25)
 I2(0.25) F2(0.25) C7A(0.125) I1A(0.25) C7C(0.125) F2C(0.25) F3(0.25) F1B(0.25)
 I2A(0.25) F2A(0.25)
6.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
6.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C5(H5), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.829(2) 0.725(2) 0.622(2) 0.078(4) Uani 0.25 1 d D . P A -1
F2B F 0.7464(18) 0.383(2) 0.421(3) 0.062(3) Uani 0.25 1 d D U P A -1
F1A F 1.061(3) 0.434(3) 0.6673(17) 0.059(3) Uani 0.25 1 d D U P A -1
N1 N 0.6976(8) 0.0148(6) 0.7722(6) 0.0872(12) Uani 1 1 d . . . . .
C1 C 0.5080(9) 0.0443(7) 0.7264(6) 0.0891(15) Uani 1 1 d . . . . .
H1 H 0.426932 -0.024571 0.640723 0.107 Uiso 1 1 calc R U . . .
C2 C 0.4338(9) 0.1662(8) 0.7981(6) 0.0876(15) Uani 1 1 d . . . . .
H2 H 0.304963 0.182878 0.760204 0.105 Uiso 1 1 calc R U . . .
C5 C 0.8084(10) 0.1183(8) 0.8924(6) 0.0911(15) Uani 1 1 d . . . . .
H5 H 0.939413 0.102852 0.926227 0.109 Uiso 1 1 calc R U . . .
C7B C 0.929(3) 0.535(2) 0.473(2) 0.042(2) Uani 0.125 1 d D U P A -1
C3 C 0.5444(9) 0.2698(6) 0.9287(5) 0.0747(12) Uani 1 1 d . . . . .
C6 C 0.4573(10) 0.4056(7) 1.0146(6) 0.0861(14) Uani 1 1 d . . . . .
H6A H 0.305023 0.370656 0.988971 0.103 Uiso 1 1 calc R U . . .
H6B H 0.489022 0.397470 1.119686 0.103 Uiso 1 1 calc R U . . .
C4 C 0.7399(10) 0.2469(8) 0.9696(6) 0.0943(17) Uani 1 1 d . . . . .
H4 H 0.827231 0.320142 1.051262 0.113 Uiso 1 1 calc R U . . .
C7 C 1.085(3) 0.474(2) 0.518(2) 0.046(2) Uani 0.125 1 d D U P A -1
F1 F 1.011(3) 0.625(2) 0.3411(17) 0.069(3) Uani 0.25 1 d D U P A -1
I2 I 1.142(3) 0.2332(17) 0.3968(14) 0.067(2) Uani 0.25 1 d D . P A -1
F2 F 1.258(2) 0.649(2) 0.515(2) 0.059(3) Uani 0.25 1 d D . P A -1
C7A C 1.036(3) 0.497(3) 0.432(3) 0.067(3) Uani 0.125 1 d D U P B -2
I1A I 0.866(3) 0.740(2) 0.625(2) 0.074(3) Uani 0.25 1 d D . P B -2
C7C C 0.992(3) 0.509(3) 0.563(3) 0.071(4) Uani 0.125 1 d D U P B -2
F2C F 1.213(3) 0.546(3) 0.638(2) 0.078(4) Uani 0.25 1 d D . P B -2
F3 F 0.852(4) 0.328(2) 0.586(3) 0.087(4) Uani 0.25 1 d D . P B -2
F1B F 1.219(2) 0.667(2) 0.463(2) 0.065(4) Uani 0.25 1 d D . P B -2
I2A I 1.168(2) 0.2673(18) 0.3721(16) 0.071(3) Uani 0.25 1 d D . P B -2
F2A F 0.856(3) 0.523(3) 0.3324(19) 0.075(5) Uani 0.25 1 d D . P B -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
I1 C7B 2.188(15) . ?
F2B C7B 1.432(14) . ?
F1A C7B 1.32(3) 2_766 ?
F1A C7 1.435(14) . ?
N1 C1 1.362(7) . ?
N1 C5 1.318(8) . ?
C1 C2 1.323(7) . ?
C2 C3 1.388(8) . ?
C5 C4 1.363(7) . ?
C7B C7 1.28(2) . ?
C7B F1 1.510(13) . ?
C3 C6 1.520(7) . ?
C3 C4 1.370(8) . ?
C6 C6 1.439(11) 2_667 ?
C7 I2 2.200(16) . ?
C7 F2 1.499(13) . ?
C7A C7C 1.27(2) . ?
C7A F1B 1.491(15) . ?
C7A I2A 2.201(17) . ?
C7A F2A 1.478(14) . ?
I1A C7C 2.195(16) . ?
C7C F2C 1.492(14) . ?
C7C F3 1.476(14) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7B F1A C7 3.6(13) 2_766 . ?
C5 N1 C1 116.2(4) . . ?
C2 C1 N1 123.1(5) . . ?
C1 C2 C3 121.3(5) . . ?
N1 C5 C4 123.1(5) . . ?
F2B C7B I1 106.6(12) . . ?
F2B C7B F1 108.9(13) . . ?
C7 C7B I1 119.7(13) . . ?
C7 C7B F2B 109.8(14) . . ?
C7 C7B F1 99.3(12) . . ?
F1 C7B I1 112.1(12) . . ?
C2 C3 C6 121.8(5) . . ?
C4 C3 C2 115.2(4) . . ?
C4 C3 C6 123.0(5) . . ?
C6 C6 C3 112.8(6) 2_667 . ?
C5 C4 C3 121.0(5) . . ?
F1A C7 I2 108.5(13) . . ?
F1A C7 F2 111.4(13) . . ?
C7B C7 F1A 105.9(14) . . ?
C7B C7 I2 120.8(13) . . ?
C7B C7 F2 97.5(12) . . ?
F2 C7 I2 112.3(12) . . ?
C7C C7A F1B 92.9(14) . . ?
C7C C7A I2A 115.6(14) . . ?
C7C C7A F2A 107.2(17) . . ?
F1B C7A I2A 106.0(12) . . ?
F2A C7A F1B 113.2(14) . . ?
F2A C7A I2A 119.1(14) . . ?
C7A C7C I1A 116.0(16) . . ?
C7A C7C F2C 95.9(14) . . ?
C7A C7C F3 107.9(17) . . ?
F2C C7C I1A 110.1(13) . . ?
F3 C7C I1A 112.3(13) . . ?
F3 C7C F2C 113.7(15) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3b
_database_code_depnum_ccdc_archive 'CCDC 2174970'
loop_
_audit_author_name
_audit_author_address
'Miriam Calabrese'
;Politecnico di Milano
Italy
;
_audit_update_record             
;
2022-12-21 deposited with the CCDC.	2022-12-22 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         'C8 H18 N2 O6 Re2'
_chemical_formula_sum            'C8 H18 N2 O6 Re2'
_chemical_formula_weight         610.64

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'

_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                   9.7251(9)
_cell_length_b                   9.6283(9)
_cell_length_c                   31.118(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.230(5)
_cell_angle_gamma                90
_cell_volume                     2896.5(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9446
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      25.40

_exptl_crystal_description       block
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.801
_exptl_crystal_F_000             2224
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03

_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_coefficient_mu    16.720
_exptl_absorpt_factor_muR        4.180
_exptl_absorpt_process_details   
;
Parkin S,Moezzi B & Hope H, (1995) J. Appl. Cryst. 28, 53-56
Cubic fit to sin(theta)/lambda - 24 parameters
;
_exptl_absorpt_correction_T_min  0.0137
_exptl_absorpt_correction_T_max  0.0173
_exptl_absorpt_correction_T_ave  0.0155
_exptl_absorpt_Rmerge_before     0.0866
_exptl_absorpt_Rmerge_after      0.0861

_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32530
_diffrn_reflns_av_unetI/netI     0.0662
_diffrn_reflns_av_R_equivalents  0.1058
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         1.317
_diffrn_reflns_theta_max         26.066
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.938
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.938
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.938
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             5361
_reflns_number_gt                3951
_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_data_collection       'Bruker APEX2'
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_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)+(0.0243P)²+52.1643P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_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         5361
_refine_ls_number_parameters     323
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0851
_refine_ls_R_factor_gt           0.0528
_refine_ls_wR_factor_ref         0.1043
_refine_ls_wR_factor_gt          0.0950
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.076
_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 0.72270(6) 0.39855(6) 0.43082(2) 0.04224(17) Uani 1 1 d . . . . .
Re2 Re 0.77747(6) 1.05176(7) 0.55986(2) 0.04482(18) Uani 1 1 d . . . . .
Re4 Re 0.31001(6) 0.13690(6) 0.68472(2) 0.03657(16) Uani 1 1 d . . . . .
Re3 Re -0.29595(7) 0.11481(7) 0.81183(2) 0.04503(18) Uani 1 1 d . . . . .
O12 O 0.3341(12) -0.0243(10) 0.7048(4) 0.061(3) Uani 1 1 d . . . . .
O3 O 0.8880(9) 0.3814(11) 0.4545(4) 0.055(3) Uani 1 1 d . . . . .
O1 O 0.6972(13) 0.5050(11) 0.3870(4) 0.069(3) Uani 1 1 d . . . . .
O2 O 0.5899(11) 0.3746(11) 0.4609(4) 0.064(3) Uani 1 1 d . . . . .
C1 C 0.7083(19) 0.2064(16) 0.3993(5) 0.066(5) Uani 1 1 d . . . . .
H1A H 0.618547 0.197470 0.383358 0.099 Uiso 1 1 calc R U . . .
H1AB H 0.721474 0.133247 0.420324 0.099 Uiso 1 1 calc R U . . .
H1AC H 0.778120 0.200397 0.379859 0.099 Uiso 1 1 calc R U . . .
O6 O 0.9260(10) 0.9759(13) 0.5827(4) 0.067(3) Uani 1 1 d . . . . .
O5 O 0.6228(10) 0.9947(13) 0.5750(4) 0.065(3) Uani 1 1 d . . . . .
O4 O 0.7774(13) 1.1299(12) 0.5116(4) 0.072(4) Uani 1 1 d . . . . .
N1 N 0.7586(11) 0.8422(11) 0.5165(3) 0.033(3) Uani 1 1 d . . . . .
O8 O -0.2249(11) -0.0399(12) 0.8296(4) 0.065(3) Uani 1 1 d . . . . .
O7 O -0.2254(13) 0.2660(12) 0.8333(4) 0.080(4) Uani 1 1 d . . . . .
O9 O -0.3856(11) 0.1207(14) 0.7623(4) 0.069(3) Uani 1 1 d . . . . .
C9 C -0.4671(18) 0.111(2) 0.8468(5) 0.072(5) Uani 1 1 d . . . . .
H9A H -0.537406 0.052144 0.832278 0.107 Uiso 1 1 calc R U . . .
H9AB H -0.502662 0.203014 0.849023 0.107 Uiso 1 1 calc R U . . .
H9AC H -0.439996 0.074630 0.875252 0.107 Uiso 1 1 calc R U . . .
N3 N -0.1008(11) 0.1204(11) 0.7692(3) 0.031(2) Uani 1 1 d . . . . .
C12 C -0.1035(15) 0.0020(15) 0.7391(5) 0.045(4) Uani 1 1 d . . . . .
H12A H -0.189714 0.003425 0.720215 0.054 Uiso 1 1 calc R U . . .
H12B H -0.100117 -0.083878 0.755438 0.054 Uiso 1 1 calc R U . . .
C11 C 0.1551(14) 0.1182(16) 0.7714(4) 0.043(4) Uani 1 1 d . . . . .
H11A H 0.213339 0.197414 0.780072 0.052 Uiso 1 1 calc R U . . .
H11B H 0.209592 0.034535 0.777151 0.052 Uiso 1 1 calc R U . . .
N2 N 0.7393(11) 0.6185(12) 0.4716(4) 0.036(3) Uani 1 1 d . . . . .
C6 C 0.7522(14) 0.5862(14) 0.5179(4) 0.040(4) Uani 1 1 d . . . . .
H6A H 0.832755 0.528169 0.525338 0.048 Uiso 1 1 calc R U . . .
H6AB H 0.671116 0.535538 0.524725 0.048 Uiso 1 1 calc R U . . .
C4 C 0.8632(14) 0.7002(15) 0.4627(4) 0.039(4) Uani 1 1 d . . . . .
H4A H 0.857500 0.721760 0.432079 0.047 Uiso 1 1 calc R U . . .
H4AB H 0.946094 0.645593 0.470232 0.047 Uiso 1 1 calc R U . . .
C5 C 0.8715(15) 0.8337(15) 0.4886(4) 0.044(3) Uani 1 1 d . . . . .
H5A H 0.959761 0.837936 0.506378 0.053 Uiso 1 1 calc R U . . .
H5AB H 0.866033 0.912403 0.469058 0.053 Uiso 1 1 calc R U . . .
C7 C 0.7664(16) 0.7222(14) 0.5443(4) 0.044(3) Uani 1 1 d . . . . .
H7A H 0.693321 0.726912 0.563138 0.053 Uiso 1 1 calc R U . . .
H7AB H 0.854327 0.722439 0.562310 0.053 Uiso 1 1 calc R U . . .
C8 C 0.7946(17) 1.2332(17) 0.5964(6) 0.064(5) Uani 1 1 d . . . . .
H8A H 0.877004 1.282067 0.590975 0.095 Uiso 1 1 calc R U . . .
H8AB H 0.799285 1.210277 0.626570 0.095 Uiso 1 1 calc R U . . .
H8AC H 0.715401 1.291034 0.588590 0.095 Uiso 1 1 calc R U . . .
O10 O 0.1920(10) 0.1586(12) 0.6410(3) 0.059(3) Uani 1 1 d . . . . .
O11 O 0.3468(10) 0.2763(10) 0.7172(4) 0.053(3) Uani 1 1 d . . . . .
C16 C 0.4882(15) 0.1464(18) 0.6537(5) 0.058(4) Uani 1 1 d . . . . .
H16A H 0.496306 0.237122 0.641400 0.086 Uiso 1 1 calc R U . . .
H16B H 0.483374 0.077992 0.631083 0.086 Uiso 1 1 calc R U . . .
H16C H 0.567394 0.128357 0.674104 0.086 Uiso 1 1 calc R U . . .
N4 N 0.1077(11) 0.1274(10) 0.7250(3) 0.031(2) Uani 1 1 d . . . . .
C13 C 0.0172(14) 0.0056(13) 0.7117(5) 0.038(3) Uani 1 1 d . . . . .
H13A H 0.070129 -0.079719 0.715645 0.046 Uiso 1 1 calc R U . . .
H13B H -0.017389 0.013423 0.681324 0.046 Uiso 1 1 calc R U . . .
C15 C 0.0223(14) 0.2541(14) 0.7178(5) 0.042(4) Uani 1 1 d . . . . .
H15A H -0.009947 0.262439 0.687325 0.051 Uiso 1 1 calc R U . . .
H15B H 0.078345 0.335008 0.726201 0.051 Uiso 1 1 calc R U . . .
C14 C -0.1022(14) 0.2499(14) 0.7440(5) 0.043(4) Uani 1 1 d . . . . .
H14A H -0.099000 0.329024 0.763369 0.052 Uiso 1 1 calc R U . . .
H14B H -0.187080 0.255477 0.724571 0.052 Uiso 1 1 calc R U . . .
C10 C 0.0297(15) 0.1156(16) 0.7979(5) 0.047(4) Uani 1 1 d . . . . .
H10A H 0.032479 0.031725 0.815180 0.057 Uiso 1 1 calc R U . . .
H10B H 0.034362 0.194645 0.817302 0.057 Uiso 1 1 calc R U . . .
C3 C 0.6237(14) 0.8384(16) 0.4885(5) 0.044(4) Uani 1 1 d . . . . .
H3A H 0.615901 0.919078 0.469688 0.053 Uiso 1 1 calc R U . . .
H3AB H 0.547930 0.840686 0.506332 0.053 Uiso 1 1 calc R U . . .
C2 C 0.6153(15) 0.7059(16) 0.4612(5) 0.050(4) Uani 1 1 d . . . . .
H2A H 0.533544 0.653784 0.466605 0.060 Uiso 1 1 calc R U . . .
H2AB H 0.606893 0.730364 0.430836 0.060 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 O2 1.690(10) . ?
Re1 O3 1.702(9) . ?
Re1 O1 1.703(11) . ?
Re1 C1 2.091(15) . ?
Re1 N2 2.466(11) . ?
Re2 O4 1.679(11) . ?
Re2 O6 1.703(10) . ?
Re2 O5 1.715(9) . ?
Re2 C8 2.082(16) . ?
Re2 N1 2.424(11) . ?
Re4 O12 1.680(10) . ?
Re4 O11 1.694(10) . ?
Re4 O10 1.695(10) . ?
Re4 C16 2.076(14) . ?
Re4 N4 2.446(10) . ?
Re3 O9 1.686(11) . ?
Re3 O7 1.713(11) . ?
Re3 O8 1.709(11) . ?
Re3 C9 2.086(16) . ?
Re3 N3 2.432(11) . ?
N1 C7 1.440(16) . ?
N1 C5 1.474(16) . ?
N1 C3 1.495(17) . ?
N3 C12 1.473(17) . ?
N3 C10 1.471(17) . ?
N3 C14 1.473(16) . ?
C12 C13 1.524(18) . ?
C11 N4 1.472(16) . ?
C11 C10 1.544(19) . ?
N2 C6 1.464(17) . ?
N2 C2 1.478(17) . ?
N2 C4 1.490(16) . ?
C6 C7 1.545(19) . ?
C4 C5 1.515(19) . ?
N4 C15 1.480(15) . ?
N4 C13 1.498(15) . ?
C15 C14 1.531(19) . ?
C3 C2 1.53(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
O2 Re1 O3 119.4(6) . . ?
O2 Re1 O1 118.1(6) . . ?
O3 Re1 O1 117.0(6) . . ?
O2 Re1 C1 97.0(6) . . ?
O3 Re1 C1 97.4(6) . . ?
O1 Re1 C1 99.2(6) . . ?
O2 Re1 N2 81.0(4) . . ?
O3 Re1 N2 81.6(4) . . ?
O1 Re1 N2 83.8(5) . . ?
C1 Re1 N2 176.9(5) . . ?
O4 Re2 O6 118.8(6) . . ?
O4 Re2 O5 118.3(6) . . ?
O6 Re2 O5 118.5(6) . . ?
O4 Re2 C8 96.0(7) . . ?
O6 Re2 C8 96.8(6) . . ?
O5 Re2 C8 98.0(6) . . ?
O4 Re2 N1 83.3(5) . . ?
O6 Re2 N1 83.4(5) . . ?
O5 Re2 N1 82.6(5) . . ?
C8 Re2 N1 179.2(5) . . ?
O12 Re4 O11 119.9(5) . . ?
O12 Re4 O10 117.9(6) . . ?
O11 Re4 O10 117.5(5) . . ?
O12 Re4 C16 97.1(6) . . ?
O11 Re4 C16 96.3(6) . . ?
O10 Re4 C16 98.5(6) . . ?
O12 Re4 N4 82.1(4) . . ?
O11 Re4 N4 81.6(4) . . ?
O10 Re4 N4 84.4(4) . . ?
C16 Re4 N4 177.0(5) . . ?
O9 Re3 O7 118.2(7) . . ?
O9 Re3 O8 118.4(6) . . ?
O7 Re3 O8 118.9(6) . . ?
O9 Re3 C9 96.6(6) . . ?
O7 Re3 C9 97.0(6) . . ?
O8 Re3 C9 97.6(7) . . ?
O9 Re3 N3 81.8(4) . . ?
O7 Re3 N3 83.7(5) . . ?
O8 Re3 N3 83.3(4) . . ?
C9 Re3 N3 178.4(6) . . ?
C7 N1 C5 108.4(11) . . ?
C7 N1 C3 108.5(11) . . ?
C5 N1 C3 108.6(11) . . ?
C7 N1 Re2 109.7(8) . . ?
C5 N1 Re2 111.0(8) . . ?
C3 N1 Re2 110.7(8) . . ?
C12 N3 C10 108.5(11) . . ?
C12 N3 C14 108.6(11) . . ?
C10 N3 C14 107.9(11) . . ?
C12 N3 Re3 111.6(8) . . ?
C10 N3 Re3 109.9(8) . . ?
C14 N3 Re3 110.3(8) . . ?
N3 C12 C13 112.1(11) . . ?
N4 C11 C10 110.1(11) . . ?
C6 N2 C2 108.5(10) . . ?
C6 N2 C4 108.2(11) . . ?
C2 N2 C4 108.4(11) . . ?
C6 N2 Re1 108.5(8) . . ?
C2 N2 Re1 111.7(8) . . ?
C4 N2 Re1 111.5(7) . . ?
N2 C6 C7 109.6(11) . . ?
N2 C4 C5 110.2(10) . . ?
N1 C5 C4 111.1(11) . . ?
N1 C7 C6 111.3(11) . . ?
C11 N4 C15 107.9(11) . . ?
C11 N4 C13 109.7(10) . . ?
C15 N4 C13 107.5(10) . . ?
C11 N4 Re4 108.8(8) . . ?
C15 N4 Re4 111.2(8) . . ?
C13 N4 Re4 111.7(7) . . ?
N4 C13 C12 109.1(10) . . ?
N4 C15 C14 111.2(11) . . ?
N3 C14 C15 110.1(11) . . ?
N3 C10 C11 110.8(11) . . ?
N1 C3 C2 109.5(11) . . ?
N2 C2 C3 111.2(11) . . ?

_refine_diff_density_max         2.210
_refine_diff_density_min         -2.742
_refine_diff_density_rms         0.281

####################################################################### 
# 
# 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_3d
_database_code_depnum_ccdc_archive 'CCDC 2174971'
loop_
_audit_author_name
_audit_author_address
'Miriam Calabrese'
;Politecnico di Milano
Italy
;
_audit_update_record             
;
2022-12-20 deposited with the CCDC.	2022-12-22 downloaded from the CCDC.
;
_audit_creation_date             2022-05-20
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6403)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H7 N2 O4 Re'
_chemical_formula_sum            'C5 H7 N2 O4 Re'
_chemical_formula_weight         345.33
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.0455(5)
_cell_length_b                   10.9263(6)
_cell_length_c                   8.6505(5)
_cell_angle_alpha                90
_cell_angle_beta                 110.156(2)
_cell_angle_gamma                90
_cell_volume                     802.60(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6704
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.54
_cell_measurement_theta_min      3.14
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    15.116
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.3226
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1267 before and 0.0483 after correction.
The Ratio of minimum to maximum transmission is 0.4324.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            white
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    2.858
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            16559
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.640
_diffrn_reflns_theta_min         3.038
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2347
_reflns_number_total             2464
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         2.140
_refine_diff_density_min         -1.826
_refine_diff_density_rms         0.240
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         2464
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0245
_refine_ls_R_factor_gt           0.0234
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0443P)²+1.1524P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0656
_refine_ls_wR_factor_ref         0.0664
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C1(H1), C2(H2), C3(H3)
1.b Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Re1 Re 0.17440(2) 0.60288(2) 0.18656(2) 0.01095(6) Uani 1 1 d . . . . .
O3 O 0.3021(3) 0.7129(2) 0.2968(3) 0.0158(4) Uani 1 1 d . . . . .
O2 O 0.0668(3) 0.6716(2) 0.0041(3) 0.0205(5) Uani 1 1 d . . . . .
O1 O 0.2533(3) 0.4735(2) 0.1333(3) 0.0155(4) Uani 1 1 d . . . . .
C4 C 0.2791(4) 0.3844(3) 0.4620(4) 0.0125(6) Uani 1 1 d . . . . .
H4 H 0.237848 0.337240 0.367296 0.015 Uiso 1 1 calc R U . . .
C1 C 0.3339(4) 0.5713(3) 0.5871(4) 0.0128(5) Uani 1 1 d . . . . .
H1 H 0.333804 0.656224 0.580542 0.015 Uiso 1 1 calc R U . . .
C2 C 0.3927(4) 0.5178(3) 0.7391(4) 0.0129(5) Uani 1 1 d . . . . .
H2 H 0.429669 0.565738 0.833475 0.016 Uiso 1 1 calc R U . . .
C3 C 0.3400(4) 0.3260(3) 0.6104(4) 0.0131(5) Uani 1 1 d . . . . .
H3 H 0.342643 0.240967 0.615326 0.016 Uiso 1 1 calc R U . . .
N2 N 0.3966(4) 0.3933(2) 0.7506(4) 0.0114(5) Uani 1 1 d . . . . .
N1 N 0.2762(3) 0.5069(2) 0.4471(3) 0.0121(5) Uani 1 1 d . . . . .
O5 O 0.4553(3) 0.3404(2) 0.8911(3) 0.0173(4) Uani 1 1 d . . . . .
C5 C -0.0263(4) 0.5741(3) 0.2542(4) 0.0178(6) Uani 1 1 d . . . . .
H5A H -0.017687 0.622376 0.349614 0.027 Uiso 1 1 calc R U . . .
H5B H -0.033133 0.489030 0.278899 0.027 Uiso 1 1 calc R U . . .
H5C H -0.119083 0.597664 0.164888 0.027 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 O3 1.712(2) . ?
Re1 O2 1.716(2) . ?
Re1 O1 1.717(2) . ?
Re1 N1 2.365(2) . ?
Re1 C5 2.114(3) . ?
C4 C3 1.368(4) . ?
C4 N1 1.345(4) . ?
C1 C2 1.368(4) . ?
C1 N1 1.341(4) . ?
C2 N2 1.363(4) . ?
C3 N2 1.358(4) . ?
N2 O5 1.284(3) . ?

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
O3 Re1 O2 105.39(12) . . ?
O3 Re1 O1 117.72(12) . . ?
O3 Re1 N1 79.29(10) . . ?
O3 Re1 C5 115.42(12) . . ?
O2 Re1 O1 105.65(12) . . ?
O2 Re1 N1 169.00(11) . . ?
O2 Re1 C5 92.91(13) . . ?
O1 Re1 N1 80.17(10) . . ?
O1 Re1 C5 115.32(13) . . ?
C5 Re1 N1 76.10(12) . . ?
N1 C4 C3 122.9(3) . . ?
N1 C1 C2 123.1(3) . . ?
N2 C2 C1 119.2(3) . . ?
N2 C3 C4 119.5(3) . . ?
C3 N2 C2 118.8(3) . . ?
O5 N2 C2 120.7(3) . . ?
O5 N2 C3 120.5(2) . . ?
C4 N1 Re1 121.4(2) . . ?
C1 N1 Re1 122.06(19) . . ?
C1 N1 C4 116.5(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
