# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_Re4
_database_code_depnum_ccdc_archive 'CCDC 2056048'
loop_
_audit_author_name
_audit_author_address
'Pierre Thuery'
;CEA Saclay
France
;
_audit_update_record             
;
2021-01-14 deposited with the CCDC.	2021-06-25 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H16 Cl N2 O3.50 Re'
_chemical_formula_iupac          ?
_chemical_formula_weight         525.97

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.4935(10)
_cell_length_b                   22.1756(17)
_cell_length_c                   11.2515(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3366.8(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9977
_cell_measurement_theta_min      2.5790
_cell_measurement_theta_max      26.5885
_cell_measurement_temperature    100(2)

_exptl_crystal_description       platelet
_exptl_crystal_colour            'translucent intense yellow'
_exptl_crystal_size_max          0.134
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.056
_exptl_crystal_density_diffrn    2.075
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2016

_exptl_absorpt_coefficient_mu    7.399
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.264
_exptl_absorpt_correction_T_max  0.449

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100(2)

_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms 70 W'
_diffrn_source_current           1.4
_diffrn_source_voltage           50

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer mirror optics'

_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_type            'Bruker PHOTON III area detector'
_diffrn_detector_area_resol_mean 7.41

_diffrn_reflns_number            41305
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_theta_min         1.77
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_full        25.68
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13

_refine_special_details          
;
;

_reflns_number_total             3201
_reflns_number_gt                2872
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0518
_refine_ls_wR_factor_gt          0.1115
_refine_ls_wR_factor_ref         0.1135
_refine_ls_goodness_of_fit_ref   1.507
_refine_ls_restrained_S_all      1.506
_refine_ls_number_reflns         3201
_refine_ls_number_parameters     224
_refine_ls_number_restraints     12
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+54.3224P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.914
_refine_diff_density_min         -2.090
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Cl Cl 0.1484 0.1585 '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'

_computing_data_collection       'Bruker Instrument Service vV6.2.10'
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 958)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Re Re1 0.68387(3) 0.61813(2) 0.52738(4) 0.02679(14) Uani d . . . 1 . .
Cl Cl1 0.84549(19) 0.66159(12) 0.4700(3) 0.0334(6) Uani d . . . 1 . .
O O1 0.7611(6) 0.5896(3) 0.7768(7) 0.0354(18) Uani d . . . 1 . .
O O2 0.7620(6) 0.4898(3) 0.4935(6) 0.0355(18) Uani d . . . 1 . .
O O3 0.4821(6) 0.5665(4) 0.5960(7) 0.040(2) Uani d . . . 1 . .
O O4 1.0 0.5888(5) 0.75 0.041(3) Uani d T P S 1 . .
N N1 0.6383(6) 0.7131(4) 0.5490(7) 0.0211(17) Uani d . . . 1 . .
N N2 0.6430(6) 0.6473(4) 0.3484(8) 0.0277(19) Uani d . . . 1 . .
C C1 0.7316(8) 0.6011(5) 0.6851(10) 0.030(2) Uani d . . . 1 . .
C C2 0.7318(8) 0.5380(5) 0.5000(9) 0.029(2) Uani d U . . 1 . .
C C3 0.5547(8) 0.5857(5) 0.5692(9) 0.028(2) Uani d U . . 1 . .
C C4 0.6266(7) 0.7429(5) 0.6528(9) 0.027(2) Uani d . . . 1 . .
C C5 0.6140(8) 0.8059(5) 0.6532(10) 0.031(2) Uani d . . . 1 . .
H H5 0.607051 0.826828 0.726467 0.037 Uiso calc U . R 1 . .
C C6 0.6117(8) 0.8370(5) 0.5489(10) 0.032(3) Uani d . . . 1 . .
H H6 0.606724 0.879757 0.54901 0.039 Uiso calc U . R 1 . .
C C7 0.6168(8) 0.8061(5) 0.4444(9) 0.030(2) Uani d . . . 1 . .
H H7 0.61044 0.826943 0.370969 0.037 Uiso calc U . R 1 . .
C C8 0.6312(7) 0.7442(5) 0.4455(9) 0.026(2) Uani d . . . 1 . .
C C9 0.6347(7) 0.7093(5) 0.3339(9) 0.025(2) Uani d . . . 1 . .
C C10 0.6263(8) 0.7354(5) 0.2228(9) 0.030(2) Uani d . . . 1 . .
H H10 0.621154 0.777928 0.215837 0.036 Uiso calc U . R 1 . .
C C11 0.6253(8) 0.7002(5) 0.1228(9) 0.032(3) Uani d . . . 1 . .
H H11 0.621911 0.71801 0.046049 0.038 Uiso calc U . R 1 . .
C C12 0.6293(8) 0.6384(5) 0.1359(10) 0.033(3) Uani d . . . 1 . .
H H12 0.626648 0.612907 0.068095 0.039 Uiso calc U . R 1 . .
C C13 0.6371(7) 0.6135(5) 0.2487(10) 0.029(2) Uani d . . . 1 . .
C C14 0.6251(8) 0.7097(5) 0.7687(8) 0.027(2) Uani d . . . 1 . .
H H14A 0.591275 0.73421 0.828775 0.041 Uiso calc U . R 1 . .
H H14B 0.693189 0.701673 0.79443 0.041 Uiso calc U . R 1 . .
H H14C 0.589718 0.671406 0.758738 0.041 Uiso calc U . R 1 . .
C C15 0.6395(10) 0.5455(5) 0.2598(11) 0.040(3) Uani d . . . 1 . .
H H15A 0.708116 0.532067 0.27042 0.06 Uiso calc U . R 1 . .
H H15B 0.612053 0.527341 0.187526 0.06 Uiso calc U . R 1 . .
H H15C 0.599888 0.53307 0.328557 0.06 Uiso calc U . R 1 . .
C C16 1.0005(9) 0.5512(5) 0.6474(10) 0.038(3) Uani d . . . 1 . .
H H16A 1.066007 0.552896 0.608 0.045 Uiso calc U . R 1 . .
H H16B 0.949513 0.564912 0.590143 0.045 Uiso calc U . R 1 . .
C C17 0.9784(9) 0.4876(5) 0.6880(10) 0.039(3) Uani d . . . 1 . .
H H17A 0.906248 0.479604 0.689353 0.046 Uiso calc U . R 1 . .
H H17B 1.011433 0.457447 0.63666 0.046 Uiso calc U . R 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Re1 C2 . 1.916(11) ?
Re1 C1 . 1.925(11) ?
Re1 C3 . 1.943(11) ?
Re1 N2 . 2.185(9) ?
Re1 N1 . 2.207(8) ?
Re1 Cl1 . 2.470(3) ?
O1 C1 . 1.135(13) ?
O2 C2 . 1.146(13) ?
O3 C3 . 1.110(13) ?
O4 C16 . 1.423(13) ?
O4 C16 3_756 1.423(13) ?
N1 C4 . 1.352(13) ?
N1 C8 . 1.356(12) ?
N2 C13 . 1.350(13) ?
N2 C9 . 1.390(14) ?
C4 C5 . 1.407(15) ?
C4 C14 . 1.499(14) ?
C5 C6 . 1.361(15) ?
C5 H5 . 0.95 ?
C6 C7 . 1.363(15) ?
C6 H6 . 0.95 ?
C7 C8 . 1.387(15) ?
C7 H7 . 0.95 ?
C8 C9 . 1.475(14) ?
C9 C10 . 1.381(14) ?
C10 C11 . 1.369(15) ?
C10 H10 . 0.95 ?
C11 C12 . 1.381(16) ?
C11 H11 . 0.95 ?
C12 C13 . 1.387(15) ?
C12 H12 . 0.95 ?
C13 C15 . 1.514(15) ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C15 H15A . 0.98 ?
C15 H15B . 0.98 ?
C15 H15C . 0.98 ?
C16 C17 . 1.513(16) ?
C16 H16A . 0.99 ?
C16 H16B . 0.99 ?
C17 C17 3_756 1.51(2) ?
C17 H17A . 0.99 ?
C17 H17B . 0.99 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 Re1 C1 . . 81.6(4) ?
C2 Re1 C3 . . 89.9(5) ?
C1 Re1 C3 . . 90.2(4) ?
C2 Re1 N2 . . 102.2(4) ?
C1 Re1 N2 . . 172.6(4) ?
C3 Re1 N2 . . 96.1(4) ?
C2 Re1 N1 . . 175.3(4) ?
C1 Re1 N1 . . 100.3(4) ?
C3 Re1 N1 . . 94.4(4) ?
N2 Re1 N1 . . 75.5(3) ?
C2 Re1 Cl1 . . 91.3(3) ?
C1 Re1 Cl1 . . 91.3(3) ?
C3 Re1 Cl1 . . 178.2(3) ?
N2 Re1 Cl1 . . 82.4(2) ?
N1 Re1 Cl1 . . 84.4(2) ?
C16 O4 C16 . 3_756 108.4(12) ?
C4 N1 C8 . . 119.0(9) ?
C4 N1 Re1 . . 126.5(7) ?
C8 N1 Re1 . . 114.2(6) ?
C13 N2 C9 . . 116.5(9) ?
C13 N2 Re1 . . 128.1(7) ?
C9 N2 Re1 . . 114.9(6) ?
O1 C1 Re1 . . 177.9(10) ?
O2 C2 Re1 . . 174.3(9) ?
O3 C3 Re1 . . 178.0(9) ?
N1 C4 C5 . . 120.2(10) ?
N1 C4 C14 . . 120.8(9) ?
C5 C4 C14 . . 118.9(10) ?
C6 C5 C4 . . 120.2(10) ?
C6 C5 H5 . . 119.9 ?
C4 C5 H5 . . 119.9 ?
C5 C6 C7 . . 119.2(10) ?
C5 C6 H6 . . 120.4 ?
C7 C6 H6 . . 120.4 ?
C6 C7 C8 . . 119.8(10) ?
C6 C7 H7 . . 120.1 ?
C8 C7 H7 . . 120.1 ?
N1 C8 C7 . . 121.4(9) ?
N1 C8 C9 . . 117.5(9) ?
C7 C8 C9 . . 121.0(9) ?
C10 C9 N2 . . 121.8(9) ?
C10 C9 C8 . . 123.3(10) ?
N2 C9 C8 . . 114.9(9) ?
C11 C10 C9 . . 120.5(10) ?
C11 C10 H10 . . 119.8 ?
C9 C10 H10 . . 119.8 ?
C10 C11 C12 . . 118.4(10) ?
C10 C11 H11 . . 120.8 ?
C12 C11 H11 . . 120.8 ?
C11 C12 C13 . . 119.7(10) ?
C11 C12 H12 . . 120.2 ?
C13 C12 H12 . . 120.2 ?
N2 C13 C12 . . 123.0(10) ?
N2 C13 C15 . . 118.8(10) ?
C12 C13 C15 . . 118.1(10) ?
C4 C14 H14A . . 109.5 ?
C4 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C4 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C13 C15 H15A . . 109.5 ?
C13 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C13 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
O4 C16 C17 . . 107.5(9) ?
O4 C16 H16A . . 110.2 ?
C17 C16 H16A . . 110.2 ?
O4 C16 H16B . . 110.2 ?
C17 C16 H16B . . 110.2 ?
H16A C16 H16B . . 108.5 ?
C17 C17 C16 3_756 . 101.7(7) ?
C17 C17 H17A 3_756 . 111.4 ?
C16 C17 H17A . . 111.4 ?
C17 C17 H17B 3_756 . 111.4 ?
C16 C17 H17B . . 111.4 ?
H17A C17 H17B . . 109.3 ?



####################################################################### 
# 
# 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_Re5
_database_code_depnum_ccdc_archive 'CCDC 2056049'
loop_
_audit_author_name
_audit_author_address
'Pierre Thuery'
;CEA Saclay
France
;
_audit_update_record             
;
2021-01-14 deposited with the CCDC.	2021-06-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H32 Cl N2 O3.50 Re'
_chemical_formula_weight         734.25

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'
Cl Cl 0.1484 0.1585 '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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+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                   35.2615(16)
_cell_length_b                   8.1575(3)
_cell_length_c                   22.7433(10)
_cell_angle_alpha                90
_cell_angle_beta                 116.166(3)
_cell_angle_gamma                90
_cell_volume                     5871.6(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    155149
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      25.68

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            'translucent yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.661
_exptl_crystal_F_000             2912
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.13
_exptl_absorpt_coefficient_mu    4.269
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.400
_exptl_absorpt_correction_T_max  0.574
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_special_details           'crystal-to-detector distance 33 mm'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method       
'2 φ and 8 ω scans with 2° steps (673 frames)'
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            155149
_diffrn_reflns_av_unetI/netI     0.0633
_diffrn_reflns_av_R_equivalents  0.0646
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.578
_diffrn_reflns_theta_max         25.675
_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             5550
_reflns_number_gt                4097
_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       'COLLECT (Nonius, 1998)'
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)'

_refine_special_details          
;
 Structure solved by intrinsic phasing and subsequent difference Fourier
 synthesis. The solvent THF molecule is disordered around an inversion
 centre and has been given an occupancy parameter of 0.5 accordingly.
 All non-hydrogen atoms were refined with anisotropic displacement
 parameters, with restraints on bond lengths and displacement parameters
 for the THF molecule. The H atoms were introduced at calculated positions
 and were treated as riding atoms with an isotropic displacement parameter
 equal to 1.2 times that of the parent atom (1.5 for CH₃, with optimized
 geometry). 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0060P)²+17.7690P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5550
_refine_ls_number_parameters     394
_refine_ls_number_restraints     33
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0298
_refine_ls_wR_factor_ref         0.0606
_refine_ls_wR_factor_gt          0.0550
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_restrained_S_all      1.101
_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 0.37750(2) 0.75232(2) 0.85931(2) 0.01892(6) Uani 1 1 d . . . . .
Cl1 Cl 0.42938(3) 0.67931(14) 0.97285(5) 0.0238(2) Uani 1 1 d . . . . .
O1 O 0.31402(9) 0.8415(4) 0.71951(14) 0.0379(8) Uani 1 1 d . . . . .
O2 O 0.38548(9) 0.4091(4) 0.81070(14) 0.0305(7) Uani 1 1 d . . . . .
O3 O 0.30776(9) 0.5525(4) 0.87176(14) 0.0296(7) Uani 1 1 d . . . . .
N1 N 0.43283(10) 0.8868(5) 0.86178(15) 0.0215(8) Uani 1 1 d . . . . .
N2 N 0.37732(10) 0.9914(5) 0.90538(15) 0.0223(8) Uani 1 1 d . . . . .
C1 C 0.33819(13) 0.8120(6) 0.7727(2) 0.0261(10) Uani 1 1 d . . . . .
C2 C 0.38398(12) 0.5420(6) 0.8271(2) 0.0252(10) Uani 1 1 d . . . . .
C3 C 0.33321(12) 0.6375(6) 0.86826(18) 0.0243(10) Uani 1 1 d . . . . .
C4 C 0.44525(12) 1.0147(6) 0.90424(18) 0.0216(10) Uani 1 1 d . . . . .
C5 C 0.48521(12) 1.0835(6) 0.92733(19) 0.0244(10) Uani 1 1 d . . . . .
H5 H 0.4935 1.1692 0.9588 0.029 Uiso 1 1 calc R U . . .
C6 C 0.51275(13) 1.0259(6) 0.9040(2) 0.0277(11) Uani 1 1 d . . . . .
H6 H 0.5405 1.0697 0.9199 0.033 Uiso 1 1 calc R U . . .
C7 C 0.49941(12) 0.9030(6) 0.85702(19) 0.0248(10) Uani 1 1 d . . . . .
H7 H 0.5175 0.8659 0.8388 0.030 Uiso 1 1 calc R U . . .
C8 C 0.45936(12) 0.8340(5) 0.83669(18) 0.0218(10) Uani 1 1 d . . . . .
C9 C 0.44695(11) 0.7005(6) 0.78728(18) 0.0220(9) Uani 1 1 d . . . . .
C10 C 0.42142(12) 0.7354(6) 0.72092(19) 0.0244(10) Uani 1 1 d . . . . .
C11 C 0.41371(12) 0.6082(6) 0.6761(2) 0.0279(11) Uani 1 1 d . . . . .
H11 H 0.3961 0.6285 0.6310 0.033 Uiso 1 1 calc R U . . .
C12 C 0.43079(13) 0.4548(6) 0.6949(2) 0.0271(11) Uani 1 1 d . . . . .
C13 C 0.45613(12) 0.4240(6) 0.76071(19) 0.0239(10) Uani 1 1 d . . . . .
H13 H 0.4675 0.3174 0.7740 0.029 Uiso 1 1 calc R U . . .
C14 C 0.46511(12) 0.5455(6) 0.80741(19) 0.0239(10) Uani 1 1 d . . . . .
C15 C 0.40406(14) 0.9049(6) 0.6985(2) 0.0328(11) Uani 1 1 d . . . . .
H15A H 0.3848 0.9344 0.7173 0.049 Uiso 1 1 calc R U . . .
H15B H 0.3887 0.9068 0.6505 0.049 Uiso 1 1 calc R U . . .
H15C H 0.4274 0.9838 0.7130 0.049 Uiso 1 1 calc R U . . .
C16 C 0.42216(13) 0.3175(6) 0.6450(2) 0.0340(12) Uani 1 1 d . . . . .
H16A H 0.3978 0.2530 0.6416 0.051 Uiso 1 1 calc R U . . .
H16B H 0.4470 0.2463 0.6592 0.051 Uiso 1 1 calc R U . . .
H16C H 0.4161 0.3649 0.6022 0.051 Uiso 1 1 calc R U . . .
C17 C 0.49305(13) 0.5104(6) 0.87900(19) 0.0306(12) Uani 1 1 d . . . . .
H17A H 0.4975 0.3919 0.8854 0.046 Uiso 1 1 calc R U . . .
H17B H 0.4794 0.5511 0.9055 0.046 Uiso 1 1 calc R U . . .
H17C H 0.5203 0.5654 0.8925 0.046 Uiso 1 1 calc R U . . .
C18 C 0.41363(12) 1.0795(6) 0.92482(18) 0.0221(10) Uani 1 1 d . . . . .
C19 C 0.42013(13) 1.2262(6) 0.95863(19) 0.0276(10) Uani 1 1 d . . . . .
H19 H 0.4456 1.2859 0.9707 0.033 Uiso 1 1 calc R U . . .
C20 C 0.38905(13) 1.2845(6) 0.97446(19) 0.0303(11) Uani 1 1 d . . . . .
H20 H 0.3931 1.3833 0.9986 0.036 Uiso 1 1 calc R U . . .
C21 C 0.35214(12) 1.1972(6) 0.95468(19) 0.0275(10) Uani 1 1 d . . . . .
H21 H 0.3304 1.2363 0.9650 0.033 Uiso 1 1 calc R U . . .
C22 C 0.34629(12) 1.0524(6) 0.91968(18) 0.0239(10) Uani 1 1 d . . . . .
C23 C 0.30487(12) 0.9669(6) 0.8966(2) 0.0230(10) Uani 1 1 d . . . . .
C24 C 0.27194(12) 1.0092(5) 0.83619(19) 0.0221(10) Uani 1 1 d . . . . .
C25 C 0.23240(12) 0.9387(6) 0.8173(2) 0.0256(11) Uani 1 1 d . . . . .
H25 H 0.2102 0.9649 0.7757 0.031 Uiso 1 1 calc R U . . .
C26 C 0.22471(12) 0.8307(6) 0.85803(19) 0.0253(10) Uani 1 1 d . . . . .
C27 C 0.25761(12) 0.7937(6) 0.91912(19) 0.0266(10) Uani 1 1 d . . . . .
H27 H 0.2526 0.7217 0.9478 0.032 Uiso 1 1 calc R U . . .
C28 C 0.29786(13) 0.8610(6) 0.93886(18) 0.0253(10) Uani 1 1 d . . . . .
C29 C 0.27816(13) 1.1336(6) 0.79180(19) 0.0297(11) Uani 1 1 d . . . . .
H29A H 0.2610 1.1026 0.7460 0.045 Uiso 1 1 calc R U . . .
H29B H 0.3080 1.1366 0.8009 0.045 Uiso 1 1 calc R U . . .
H29C H 0.2695 1.2422 0.7998 0.045 Uiso 1 1 calc R U . . .
C30 C 0.18141(12) 0.7550(6) 0.8361(2) 0.0326(12) Uani 1 1 d . . . . .
H30A H 0.1828 0.6680 0.8668 0.049 Uiso 1 1 calc R U . . .
H30B H 0.1719 0.7086 0.7922 0.049 Uiso 1 1 calc R U . . .
H30C H 0.1614 0.8394 0.8353 0.049 Uiso 1 1 calc R U . . .
C31 C 0.33286(12) 0.8136(7) 1.00422(19) 0.0335(12) Uani 1 1 d . . . . .
H31A H 0.3243 0.7174 1.0212 0.050 Uiso 1 1 calc R U . . .
H31B H 0.3387 0.9050 1.0350 0.050 Uiso 1 1 calc R U . . .
H31C H 0.3584 0.7877 0.9991 0.050 Uiso 1 1 calc R U . . .
O4 O 0.2868(2) 0.3777(9) 0.0055(3) 0.0466(17) Uani 0.5 1 d . U P A -1
C32 C 0.2483(4) 0.332(2) -0.0535(7) 0.059(3) Uani 0.5 1 d D U P A -1
H32A H 0.2551 0.3012 -0.0886 0.070 Uiso 0.5 1 d R U P A -1
H32B H 0.2294 0.4237 -0.0674 0.070 Uiso 0.5 1 d R U P A -1
C33 C 0.2276(3) 0.1944(19) -0.0346(6) 0.064(3) Uani 0.5 1 d D U P A -1
H33A H 0.2246 0.1024 -0.0626 0.077 Uiso 0.5 1 d R U P A -1
H33B H 0.2001 0.2249 -0.0393 0.077 Uiso 0.5 1 d R U P A -1
C34 C 0.2565(4) 0.1480(18) 0.0345(6) 0.054(3) Uani 0.5 1 d D U P A -1
H34A H 0.2691 0.0420 0.0371 0.064 Uiso 0.5 1 d R U P A -1
H34B H 0.2409 0.1468 0.0600 0.064 Uiso 0.5 1 d R U P A -1
C35 C 0.2909(4) 0.2773(17) 0.0592(6) 0.063(3) Uani 0.5 1 d D U P A -1
H35A H 0.2872 0.3456 0.0907 0.076 Uiso 0.5 1 d R U P A -1
H35B H 0.3184 0.2282 0.0799 0.076 Uiso 0.5 1 d 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 C1 1.905(5) . ?
Re1 C3 1.907(4) . ?
Re1 C2 1.918(5) . ?
Re1 N2 2.215(4) . ?
Re1 N1 2.217(3) . ?
Re1 Cl1 2.4906(10) . ?
O1 C1 1.157(5) . ?
O2 C2 1.155(5) . ?
O3 C3 1.164(5) . ?
N1 C4 1.357(5) . ?
N1 C8 1.363(5) . ?
N2 C18 1.361(5) . ?
N2 C22 1.366(5) . ?
C4 C5 1.387(5) . ?
C4 C18 1.484(5) . ?
C5 C6 1.378(6) . ?
C5 H5 0.9500 . ?
C6 C7 1.387(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.396(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.485(6) . ?
C9 C14 1.400(6) . ?
C9 C10 1.404(5) . ?
C10 C11 1.395(6) . ?
C10 C15 1.508(6) . ?
C11 C12 1.373(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.386(6) . ?
C12 C16 1.527(6) . ?
C13 C14 1.384(6) . ?
C13 H13 0.9500 . ?
C14 C17 1.513(5) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.386(6) . ?
C19 C20 1.380(6) . ?
C19 H19 0.9500 . ?
C20 C21 1.374(6) . ?
C20 H20 0.9500 . ?
C21 C22 1.388(6) . ?
C21 H21 0.9500 . ?
C22 C23 1.489(6) . ?
C23 C28 1.393(6) . ?
C23 C24 1.396(5) . ?
C24 C25 1.390(6) . ?
C24 C29 1.514(6) . ?
C25 C26 1.388(6) . ?
C25 H25 0.9500 . ?
C26 C27 1.395(5) . ?
C26 C30 1.513(5) . ?
C27 C28 1.399(6) . ?
C27 H27 0.9500 . ?
C28 C31 1.505(5) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
O4 C35 1.426(14) . ?
O4 C32 1.475(14) . ?
C32 C33 1.500(8) . ?
C32 H32A 0.9599 . ?
C32 H32B 0.9600 . ?
C33 C34 1.497(8) . ?
C33 H33A 0.9601 . ?
C33 H33B 0.9599 . ?
C34 C35 1.514(8) . ?
C34 H34A 0.9603 . ?
C34 H34B 0.9595 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9601 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Re1 C3 88.80(17) . . ?
C1 Re1 C2 89.37(19) . . ?
C3 Re1 C2 80.94(18) . . ?
C1 Re1 N2 96.40(17) . . ?
C3 Re1 N2 102.03(15) . . ?
C2 Re1 N2 173.53(14) . . ?
C1 Re1 N1 97.51(15) . . ?
C3 Re1 N1 173.20(14) . . ?
C2 Re1 N1 101.57(15) . . ?
N2 Re1 N1 74.84(12) . . ?
C1 Re1 Cl1 178.99(15) . . ?
C3 Re1 Cl1 91.93(12) . . ?
C2 Re1 Cl1 91.43(13) . . ?
N2 Re1 Cl1 82.77(9) . . ?
N1 Re1 Cl1 81.73(8) . . ?
C4 N1 C8 118.4(3) . . ?
C4 N1 Re1 113.7(2) . . ?
C8 N1 Re1 126.3(3) . . ?
C18 N2 C22 117.9(4) . . ?
C18 N2 Re1 114.9(3) . . ?
C22 N2 Re1 127.1(3) . . ?
O1 C1 Re1 177.2(4) . . ?
O2 C2 Re1 173.1(4) . . ?
O3 C3 Re1 172.6(4) . . ?
N1 C4 C5 122.4(4) . . ?
N1 C4 C18 116.6(4) . . ?
C5 C4 C18 121.1(4) . . ?
C6 C5 C4 119.1(4) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C5 C6 C7 119.1(4) . . ?
C5 C6 H6 120.5 . . ?
C7 C6 H6 120.5 . . ?
C6 C7 C8 119.8(4) . . ?
C6 C7 H7 120.1 . . ?
C8 C7 H7 120.1 . . ?
N1 C8 C7 121.0(4) . . ?
N1 C8 C9 121.4(3) . . ?
C7 C8 C9 117.6(3) . . ?
C14 C9 C10 121.2(4) . . ?
C14 C9 C8 118.4(4) . . ?
C10 C9 C8 120.0(4) . . ?
C11 C10 C9 117.5(4) . . ?
C11 C10 C15 121.0(4) . . ?
C9 C10 C15 121.5(4) . . ?
C12 C11 C10 122.2(4) . . ?
C12 C11 H11 118.9 . . ?
C10 C11 H11 118.9 . . ?
C11 C12 C13 119.2(4) . . ?
C11 C12 C16 121.4(4) . . ?
C13 C12 C16 119.4(4) . . ?
C14 C13 C12 121.3(4) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C13 C14 C9 118.6(4) . . ?
C13 C14 C17 120.7(4) . . ?
C9 C14 C17 120.7(4) . . ?
C10 C15 H15A 109.5 . . ?
C10 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C10 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C12 C16 H16A 109.5 . . ?
C12 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C12 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 C19 122.6(4) . . ?
N2 C18 C4 116.1(4) . . ?
C19 C18 C4 121.3(4) . . ?
C20 C19 C18 119.1(4) . . ?
C20 C19 H19 120.5 . . ?
C18 C19 H19 120.5 . . ?
C21 C20 C19 118.9(4) . . ?
C21 C20 H20 120.6 . . ?
C19 C20 H20 120.6 . . ?
C20 C21 C22 120.6(4) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 H21 119.7 . . ?
N2 C22 C21 121.0(4) . . ?
N2 C22 C23 120.7(4) . . ?
C21 C22 C23 118.3(4) . . ?
C28 C23 C24 120.6(4) . . ?
C28 C23 C22 119.5(4) . . ?
C24 C23 C22 119.5(4) . . ?
C25 C24 C23 119.1(4) . . ?
C25 C24 C29 119.5(4) . . ?
C23 C24 C29 121.3(4) . . ?
C26 C25 C24 121.4(4) . . ?
C26 C25 H25 119.3 . . ?
C24 C25 H25 119.3 . . ?
C25 C26 C27 118.7(4) . . ?
C25 C26 C30 120.3(4) . . ?
C27 C26 C30 121.0(4) . . ?
C26 C27 C28 121.0(4) . . ?
C26 C27 H27 119.5 . . ?
C28 C27 H27 119.5 . . ?
C23 C28 C27 119.1(4) . . ?
C23 C28 C31 121.6(4) . . ?
C27 C28 C31 119.4(4) . . ?
C24 C29 H29A 109.5 . . ?
C24 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C24 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C26 C30 H30A 109.5 . . ?
C26 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C26 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C35 O4 C32 109.8(10) . . ?
O4 C32 C33 107.3(10) . . ?
O4 C32 H32A 110.8 . . ?
C33 C32 H32A 112.1 . . ?
O4 C32 H32B 109.0 . . ?
C33 C32 H32B 108.9 . . ?
H32A C32 H32B 108.6 . . ?
C34 C33 C32 107.2(10) . . ?
C34 C33 H33A 108.9 . . ?
C32 C33 H33A 108.5 . . ?
C34 C33 H33B 111.8 . . ?
C32 C33 H33B 111.8 . . ?
H33A C33 H33B 108.6 . . ?
C33 C34 C35 106.2(10) . . ?
C33 C34 H34A 112.1 . . ?
C35 C34 H34A 109.5 . . ?
C33 C34 H34B 109.2 . . ?
C35 C34 H34B 111.1 . . ?
H34A C34 H34B 108.8 . . ?
O4 C35 C34 108.6(11) . . ?
O4 C35 H35A 108.1 . . ?
C34 C35 H35A 109.5 . . ?
O4 C35 H35B 111.0 . . ?
C34 C35 H35B 111.2 . . ?
H35A C35 H35B 108.4 . . ?

_refine_diff_density_max         1.657
_refine_diff_density_min         -1.010
_refine_diff_density_rms         0.165

_shelxl_version_number           2014-3




