# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_I
_database_code_depnum_ccdc_archive 'CCDC 1816174'
_audit_update_record             
;
2018-01-11 deposited with the CCDC.
2018-11-19 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C13 H10 Cl N4 O3 Re, C3 H7 N O'
_chemical_formula_sum            'C16 H17 Cl N5 O4 Re'
_chemical_formula_iupac          ?
_chemical_formula_weight         564.99

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_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                   26.2689(18)
_cell_length_b                   8.5420(6)
_cell_length_c                   17.5006(12)
_cell_angle_alpha                90
_cell_angle_beta                 98.2270(10)
_cell_angle_gamma                90
_cell_volume                     3886.5(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    320
_cell_measurement_theta_min      2.4447
_cell_measurement_theta_max      30.5032
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.575
_exptl_crystal_size_mid          0.102
_exptl_crystal_size_min          0.101
_exptl_crystal_density_diffrn    1.931
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2176

_exptl_absorpt_coefficient_mu    6.422
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS V2012/1'
_exptl_absorpt_correction_T_min  0.12
_exptl_absorpt_correction_T_max  0.56

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'fine-focus tube'
_diffrn_source_type              ?

_diffrn_radiation_type           'MoK\a '
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'TRIUMPH curved-crystal'

_diffrn_measurement_device_type  'Bruker APEX II CCD'
_diffrn_measurement_method       'omega- and phi-scans'

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            46175
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_av_unetI/netI     0.0166
_diffrn_reflns_theta_min         1.57
_diffrn_reflns_theta_max         30.50
_diffrn_reflns_theta_full        30.50
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24

_refine_special_details          
;
;

_reflns_number_total             5911
_reflns_number_gt                5468
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0163
_refine_ls_R_factor_gt           0.0136
_refine_ls_wR_factor_gt          0.0308
_refine_ls_wR_factor_ref         0.0317
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.028
_refine_ls_number_reflns         5911
_refine_ls_number_parameters     310
_refine_ls_number_restraints     14
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0128P)²+4.9525P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.701
_refine_diff_density_min         -0.595
_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 v2012.12.0.3'
_computing_cell_refinement       'APEX2 v2014.1-1 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS, 2013)'
_computing_structure_solution    'SHELXTL XT 2014/1 (Bruker AXS)'
_computing_structure_refinement  'SHELXTL XLMP 2014/1 (Bruker AXS)'
_computing_molecular_graphics    ?
_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
C C1 0.44313(7) 0.5975(2) 0.50975(11) 0.0248(4) Uani d . . . 1.0 . .
C C2 0.40503(6) 0.31596(19) 0.46988(9) 0.0170(3) Uani d . . . 1.0 . .
C C3 0.41292(7) 0.5230(2) 0.35886(12) 0.0247(4) Uani d . . . 1.0 . .
C C4 0.35350(6) 0.86233(18) 0.38459(8) 0.0143(3) Uani d . . . 1.0 . .
H H4 0.3718 0.8289 0.3445 0.017 Uiso calc U . R 1.0 . .
C C5 0.33188(6) 1.01231(18) 0.37999(9) 0.0153(3) Uani d . . . 1.0 . .
C C6 0.30669(6) 1.06024(18) 0.44190(9) 0.0156(3) Uani d . . . 1.0 . .
H H6 0.2922 1.1621 0.4422 0.019 Uiso calc U . R 1.0 . .
C C7 0.30322(6) 0.95880(17) 0.50189(9) 0.0145(3) Uani d . . . 1.0 . .
H H7 0.2864 0.9911 0.5438 0.017 Uiso calc U . R 1.0 . .
C C8 0.32426(5) 0.80871(17) 0.50174(8) 0.0122(3) Uani d . . . 1.0 . .
C C9 0.31979(6) 0.69073(17) 0.56105(8) 0.0127(3) Uani d . . . 1.0 . .
C C10 0.29552(6) 0.71880(18) 0.62603(9) 0.0145(3) Uani d . . . 1.0 . .
H H10 0.282 0.8196 0.6341 0.017 Uiso calc U . R 1.0 . .
C C11 0.29131(6) 0.60042(19) 0.67815(8) 0.0158(3) Uani d . . . 1.0 . .
H H11 0.2747 0.6193 0.7221 0.019 Uiso calc U . R 1.0 . .
C C12 0.31159(6) 0.45152(17) 0.66623(9) 0.0147(3) Uani d . . . 1.0 . .
C C13 0.33563(6) 0.43225(18) 0.60072(9) 0.0154(3) Uani d . . . 1.0 . .
H H13 0.3496 0.3326 0.5915 0.018 Uiso calc U . R 1.0 . .
Cl Cl1 0.29565(2) 0.45759(4) 0.37834(2) 0.01452(7) Uani d . . . 1.0 . .
H H1N 0.3502(8) 1.072(2) 0.2830(10) 0.023(5) Uiso d . . D 1.0 . .
H H2N 0.3242(8) 1.1979(19) 0.3188(12) 0.030(6) Uiso d . . D 1.0 . .
H H3N 0.3245(7) 0.250(2) 0.7094(12) 0.024(5) Uiso d . . D 1.0 . .
H H4N 0.3012(8) 0.353(3) 0.7588(9) 0.026(6) Uiso d . . D 1.0 . .
N N1 0.34952(5) 0.76330(15) 0.44323(7) 0.0129(2) Uani d . . . 1.0 . .
N N2 0.33997(5) 0.54815(14) 0.54997(7) 0.0124(2) Uani d . . . 1.0 . .
N N3 0.33546(7) 1.10704(17) 0.31869(8) 0.0236(3) Uani d . . D 1.0 . .
N N4 0.30663(6) 0.32860(17) 0.71490(8) 0.0200(3) Uani d . . D 1.0 . .
O O1 0.48004(5) 0.64102(18) 0.54627(10) 0.0424(4) Uani d . . . 1.0 . .
O O2 0.42118(5) 0.19245(14) 0.48387(8) 0.0244(3) Uani d . . . 1.0 . .
O O3 0.43180(7) 0.51830(19) 0.30347(10) 0.0433(4) Uani d . . . 1.0 . .
Re Re1 0.38089(2) 0.52721(2) 0.45113(2) 0.01279(2) Uani d . . . 1.0 . .
C C14_a 0.4963(3) -0.0019(13) 0.3633(4) 0.0386(18) Uani d . P D 0.510(3) A 1
H H14A_a 0.4959 -0.1118 0.3794 0.058 Uiso calc U P R 0.510(3) A 1
H H14B_a 0.4657 0.0202 0.326 0.058 Uiso calc U P R 0.510(3) A 1
H H14C_a 0.4965 0.0659 0.4085 0.058 Uiso calc U P R 0.510(3) A 1
C C15_a 0.54975(17) 0.1840(5) 0.2974(3) 0.0369(10) Uani d . P D 0.510(3) A 1
H H15A_a 0.5169 0.24 0.2892 0.055 Uiso calc U P R 0.510(3) A 1
H H15B_a 0.5632 0.1747 0.2481 0.055 Uiso calc U P R 0.510(3) A 1
H H15C_a 0.5743 0.242 0.3343 0.055 Uiso calc U P R 0.510(3) A 1
C C16_a 0.57729(17) -0.0839(6) 0.3243(2) 0.0284(9) Uani d . P D 0.510(3) A 1
H H16_a 0.5686 -0.1886 0.3355 0.034 Uiso calc U P R 0.510(3) A 1
N N5_a 0.54204(13) 0.0274(4) 0.32797(18) 0.0278(8) Uani d . P D 0.510(3) A 1
O O4_a 0.6220(4) -0.057(3) 0.3067(10) 0.028(2) Uani d . P D 0.510(3) A 1
C C14A_b 0.5022(3) 0.0271(12) 0.6123(4) 0.0283(13) Uani d . P D 0.490(3) A 2
H H14D_b 0.5047 0.0887 0.5657 0.043 Uiso calc U P R 0.490(3) A 2
H H14E_b 0.4948 -0.0823 0.5979 0.043 Uiso calc U P R 0.490(3) A 2
H H14F_b 0.5348 0.0332 0.6471 0.043 Uiso calc U P R 0.490(3) A 2
C C15A_b 0.46590(16) 0.2524(4) 0.6767(2) 0.0301(9) Uani d . P D 0.490(3) A 2
H H15D_b 0.4366 0.2808 0.7026 0.045 Uiso calc U P R 0.490(3) A 2
H H15E_b 0.4667 0.3206 0.6318 0.045 Uiso calc U P R 0.490(3) A 2
H H15F_b 0.4979 0.2649 0.7126 0.045 Uiso calc U P R 0.490(3) A 2
C C16A_b 0.41954(16) 0.0078(5) 0.6598(2) 0.0224(8) Uani d . P D 0.490(3) A 2
H H16A_b 0.4135 -0.0914 0.6357 0.027 Uiso calc U P R 0.490(3) A 2
N N5A_b 0.46077(11) 0.0896(4) 0.65115(16) 0.0203(7) Uani d . P D 0.490(3) A 2
O O4A_b 0.3873(5) 0.066(3) 0.7019(10) 0.028(2) Uani d . P D 0.490(3) A 2


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O1 . 1.144(2) ?
C1 Re1 . 1.8990(18) ?
C2 O2 . 1.150(2) ?
C2 Re1 . 1.9252(16) ?
C3 O3 . 1.151(2) ?
C3 Re1 . 1.9249(18) ?
C4 N1 . 1.3456(19) ?
C4 C5 . 1.399(2) ?
C4 H4 . 0.95 ?
C5 N3 . 1.358(2) ?
C5 C6 . 1.409(2) ?
C6 C7 . 1.374(2) ?
C6 H6 . 0.95 ?
C7 C8 . 1.396(2) ?
C7 H7 . 0.95 ?
C8 N1 . 1.3539(18) ?
C8 C9 . 1.464(2) ?
C9 N2 . 1.3533(19) ?
C9 C10 . 1.402(2) ?
C10 C11 . 1.377(2) ?
C10 H10 . 0.95 ?
C11 C12 . 1.406(2) ?
C11 H11 . 0.95 ?
C12 N4 . 1.370(2) ?
C12 C13 . 1.396(2) ?
C13 N2 . 1.3457(19) ?
C13 H13 . 0.95 ?
Cl1 Re1 . 2.4848(4) ?
N1 Re1 . 2.1755(13) ?
N2 Re1 . 2.1707(13) ?
N3 H1N . 0.834(15) ?
N3 H2N . 0.830(15) ?
N4 H3N . 0.830(15) ?
N4 H4N . 0.827(15) ?
C14_a N5_a . 1.449(7) ?
C14_a H14A_a . 0.98 ?
C14_a H14B_a . 0.98 ?
C14_a H14C_a . 0.98 ?
C15_a N5_a . 1.466(5) ?
C15_a H15A_a . 0.98 ?
C15_a H15B_a . 0.98 ?
C15_a H15C_a . 0.98 ?
C16_a O4_a . 1.276(11) ?
C16_a N5_a . 1.335(5) ?
C16_a H16_a . 0.95 ?
C14A_b N5A_b . 1.464(7) ?
C14A_b H14D_b . 0.98 ?
C14A_b H14E_b . 0.98 ?
C14A_b H14F_b . 0.98 ?
C15A_b N5A_b . 1.460(5) ?
C15A_b H15D_b . 0.98 ?
C15A_b H15E_b . 0.98 ?
C15A_b H15F_b . 0.98 ?
C16A_b O4A_b . 1.296(12) ?
C16A_b N5A_b . 1.316(5) ?
C16A_b H16A_b . 0.95 ?

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
O1 C1 Re1 . . 178.51(17) ?
O2 C2 Re1 . . 176.71(15) ?
O3 C3 Re1 . . 179.02(18) ?
N1 C4 C5 . . 122.98(14) ?
N1 C4 H4 . . 118.5 ?
C5 C4 H4 . . 118.5 ?
N3 C5 C4 . . 121.18(14) ?
N3 C5 C6 . . 121.86(14) ?
C4 C5 C6 . . 116.96(14) ?
C7 C6 C5 . . 119.61(14) ?
C7 C6 H6 . . 120.2 ?
C5 C6 H6 . . 120.2 ?
C6 C7 C8 . . 120.52(14) ?
C6 C7 H7 . . 119.7 ?
C8 C7 H7 . . 119.7 ?
N1 C8 C7 . . 120.09(13) ?
N1 C8 C9 . . 115.90(13) ?
C7 C8 C9 . . 123.98(13) ?
N2 C9 C10 . . 120.21(13) ?
N2 C9 C8 . . 116.44(13) ?
C10 C9 C8 . . 123.35(13) ?
C11 C10 C9 . . 120.06(14) ?
C11 C10 H10 . . 120.0 ?
C9 C10 H10 . . 120.0 ?
C10 C11 C12 . . 119.87(14) ?
C10 C11 H11 . . 120.1 ?
C12 C11 H11 . . 120.1 ?
N4 C12 C13 . . 120.99(14) ?
N4 C12 C11 . . 121.96(14) ?
C13 C12 C11 . . 117.02(14) ?
N2 C13 C12 . . 123.12(14) ?
N2 C13 H13 . . 118.4 ?
C12 C13 H13 . . 118.4 ?
C4 N1 C8 . . 119.78(13) ?
C4 N1 Re1 . . 124.14(10) ?
C8 N1 Re1 . . 116.09(10) ?
C13 N2 C9 . . 119.71(13) ?
C13 N2 Re1 . . 124.31(10) ?
C9 N2 Re1 . . 115.92(10) ?
C5 N3 H1N . . 118.2(15) ?
C5 N3 H2N . . 119.4(15) ?
H1N N3 H2N . . 122.(2) ?
C12 N4 H3N . . 116.1(15) ?
C12 N4 H4N . . 115.5(16) ?
H3N N4 H4N . . 119.(2) ?
C1 Re1 C3 . . 90.76(8) ?
C1 Re1 C2 . . 88.11(7) ?
C3 Re1 C2 . . 87.28(7) ?
C1 Re1 N2 . . 91.70(6) ?
C3 Re1 N2 . . 174.72(6) ?
C2 Re1 N2 . . 97.47(6) ?
C1 Re1 N1 . . 91.74(6) ?
C3 Re1 N1 . . 99.86(6) ?
C2 Re1 N1 . . 172.86(6) ?
N2 Re1 N1 . . 75.40(5) ?
C1 Re1 Cl1 . . 174.69(5) ?
C3 Re1 Cl1 . . 92.03(6) ?
C2 Re1 Cl1 . . 96.53(5) ?
N2 Re1 Cl1 . . 85.15(3) ?
N1 Re1 Cl1 . . 83.33(3) ?
N5_a C14_a H14A_a . . 109.5 ?
N5_a C14_a H14B_a . . 109.5 ?
H14A_a C14_a H14B_a . . 109.5 ?
N5_a C14_a H14C_a . . 109.5 ?
H14A_a C14_a H14C_a . . 109.5 ?
H14B_a C14_a H14C_a . . 109.5 ?
N5_a C15_a H15A_a . . 109.5 ?
N5_a C15_a H15B_a . . 109.5 ?
H15A_a C15_a H15B_a . . 109.5 ?
N5_a C15_a H15C_a . . 109.5 ?
H15A_a C15_a H15C_a . . 109.5 ?
H15B_a C15_a H15C_a . . 109.5 ?
O4_a C16_a N5_a . . 123.6(11) ?
O4_a C16_a H16_a . . 118.2 ?
N5_a C16_a H16_a . . 118.2 ?
C16_a N5_a C14_a . . 121.4(5) ?
C16_a N5_a C15_a . . 120.0(3) ?
C14_a N5_a C15_a . . 118.7(5) ?
N5A_b C14A_b H14D_b . . 109.5 ?
N5A_b C14A_b H14E_b . . 109.5 ?
H14D_b C14A_b H14E_b . . 109.5 ?
N5A_b C14A_b H14F_b . . 109.5 ?
H14D_b C14A_b H14F_b . . 109.5 ?
H14E_b C14A_b H14F_b . . 109.5 ?
N5A_b C15A_b H15D_b . . 109.5 ?
N5A_b C15A_b H15E_b . . 109.5 ?
H15D_b C15A_b H15E_b . . 109.5 ?
N5A_b C15A_b H15F_b . . 109.5 ?
H15D_b C15A_b H15F_b . . 109.5 ?
H15E_b C15A_b H15F_b . . 109.5 ?
O4A_b C16A_b N5A_b . . 118.6(10) ?
O4A_b C16A_b H16A_b . . 120.7 ?
N5A_b C16A_b H16A_b . . 120.7 ?
C16A_b N5A_b C15A_b . . 120.8(3) ?
C16A_b N5A_b C14A_b . . 122.6(5) ?
C15A_b N5A_b C14A_b . . 116.5(5) ?

