# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_mmab191211
_database_code_depnum_ccdc_archive 'CCDC 1973530'
loop_
_audit_author_name
_audit_author_address
'Lydia Karmazin'
;Universite de Strasbourg, Service de Radiocristallographie
France
;
_audit_update_record             
;
2019-12-22 deposited with the CCDC.	2020-02-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H9 Cl N3 O3 Re'
_chemical_formula_sum            'C15 H9 Cl N3 O3 Re'
_chemical_formula_weight         500.90

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      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                   6.6594(2)
_cell_length_b                   10.8376(4)
_cell_length_c                   11.1557(4)
_cell_angle_alpha                89.3060(10)
_cell_angle_beta                 77.6610(10)
_cell_angle_gamma                72.2660(10)
_cell_volume                     747.94(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9841
_cell_measurement_theta_min      2.80
_cell_measurement_theta_max      30.08

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.224
_exptl_crystal_F_000             472
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    8.319
_shelx_estimated_absorpt_T_min   0.287
_shelx_estimated_absorpt_T_max   0.435
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6059
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Mo-ImuS 3.0 microfocus tube'
_diffrn_measurement_device_type  'Bruker PHOTON-III CPAD'
_diffrn_measurement_method       'φ and ω shuterless scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            54563
_diffrn_reflns_av_unetI/netI     0.0155
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.976
_diffrn_reflns_theta_max         30.076
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4399
_reflns_number_gt                4274
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0052P)²+1.0517P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4399
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0163
_refine_ls_R_factor_gt           0.0152
_refine_ls_wR_factor_ref         0.0305
_refine_ls_wR_factor_gt          0.0302
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_restrained_S_all      1.106
_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
C1 C 0.7287(3) 0.0518(2) 0.4866(2) 0.0196(4) Uani 1 1 d . . . . .
H1 H 0.8420 0.0094 0.4190 0.024 Uiso 1 1 calc R U . . .
C2 C 0.6990(4) -0.0068(2) 0.5931(2) 0.0224(4) Uani 1 1 d . . . . .
H2 H 0.7933 -0.0909 0.6004 0.027 Uiso 1 1 calc R U . . .
C3 C 0.5276(4) 0.0553(2) 0.6960(2) 0.0243(4) Uani 1 1 d . . . . .
H3 H 0.5101 0.0121 0.7703 0.029 Uiso 1 1 calc R U . . .
C4 C 0.3909(4) 0.1748(2) 0.68773(19) 0.0226(4) Uani 1 1 d . . . . .
H4 H 0.2758 0.2150 0.7553 0.027 Uiso 1 1 calc R U . . .
C5 C 0.4212(3) 0.2399(2) 0.57668(18) 0.0181(4) Uani 1 1 d . . . . .
C6 C 0.3259(3) 0.3600(2) 0.53976(18) 0.0182(4) Uani 1 1 d . . . . .
H6 H 0.2071 0.4269 0.5859 0.022 Uiso 1 1 calc R U . . .
C7 C 0.6013(3) 0.2510(2) 0.37872(18) 0.0175(4) Uani 1 1 d . . . . .
C8 C 0.4074(3) 0.46824(19) 0.34267(18) 0.0158(4) Uani 1 1 d . . . . .
C9 C 0.2414(3) 0.5837(2) 0.37634(19) 0.0188(4) Uani 1 1 d . . . . .
H9 H 0.1428 0.5963 0.4538 0.023 Uiso 1 1 calc R U . . .
C10 C 0.2243(4) 0.6801(2) 0.2931(2) 0.0229(4) Uani 1 1 d . . . . .
H10 H 0.1115 0.7602 0.3122 0.028 Uiso 1 1 calc R U . . .
C11 C 0.3734(4) 0.6589(2) 0.1814(2) 0.0234(4) Uani 1 1 d . . . . .
H11 H 0.3640 0.7241 0.1234 0.028 Uiso 1 1 calc R U . . .
C12 C 0.5351(4) 0.5417(2) 0.1563(2) 0.0217(4) Uani 1 1 d . . . . .
H12 H 0.6379 0.5280 0.0803 0.026 Uiso 1 1 calc R U . . .
C13 C 0.9739(4) 0.0726(2) 0.17937(19) 0.0221(4) Uani 1 1 d . . . . .
C14 C 0.9582(4) 0.2849(2) 0.0432(2) 0.0234(4) Uani 1 1 d . . . . .
C15 C 0.6052(4) 0.1938(2) 0.11727(19) 0.0210(4) Uani 1 1 d . . . . .
N1 N 0.5907(3) 0.17579(17) 0.47680(15) 0.0158(3) Uani 1 1 d . . . . .
N2 N 0.4390(3) 0.36383(16) 0.42064(15) 0.0149(3) Uani 1 1 d . . . . .
N3 N 0.5538(3) 0.44491(17) 0.23559(16) 0.0172(3) Uani 1 1 d . . . . .
O1 O 1.0747(3) -0.03593(17) 0.16659(17) 0.0337(4) Uani 1 1 d . . . . .
O2 O 1.0566(3) 0.3105(2) -0.04544(16) 0.0364(4) Uani 1 1 d . . . . .
O3 O 0.4972(3) 0.15981(18) 0.06646(15) 0.0290(4) Uani 1 1 d . . . . .
Cl1 Cl 1.02203(8) 0.33415(5) 0.30451(5) 0.02106(10) Uani 1 1 d . . . . .
Re1 Re 0.79107(2) 0.24889(2) 0.19890(2) 0.01539(2) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.347(3) . ?
C1 N1 1.396(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.437(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.353(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.425(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.365(3) . ?
C5 N1 1.415(3) . ?
C6 N2 1.387(2) . ?
C6 H6 0.9500 . ?
C7 N1 1.359(3) . ?
C7 N2 1.370(3) . ?
C7 Re1 2.126(2) . ?
C8 N3 1.342(3) . ?
C8 C9 1.386(3) . ?
C8 N2 1.411(3) . ?
C9 C10 1.384(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.389(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.378(3) . ?
C11 H11 0.9500 . ?
C12 N3 1.358(3) . ?
C12 H12 0.9500 . ?
C13 O1 1.156(3) . ?
C13 Re1 1.913(2) . ?
C14 O2 1.145(3) . ?
C14 Re1 1.957(2) . ?
C15 O3 1.147(3) . ?
C15 Re1 1.914(2) . ?
N3 Re1 2.2085(17) . ?
Cl1 Re1 2.5049(5) . ?

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
C2 C1 N1 119.1(2) . . ?
C2 C1 H1 120.5 . . ?
N1 C1 H1 120.5 . . ?
C1 C2 C3 121.3(2) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
C4 C3 C2 120.5(2) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 119.3(2) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C6 C5 N1 106.30(17) . . ?
C6 C5 C4 134.8(2) . . ?
N1 C5 C4 118.85(19) . . ?
C5 C6 N2 105.53(17) . . ?
C5 C6 H6 127.2 . . ?
N2 C6 H6 127.2 . . ?
N1 C7 N2 102.88(16) . . ?
N1 C7 Re1 140.64(15) . . ?
N2 C7 Re1 116.36(14) . . ?
N3 C8 C9 124.18(19) . . ?
N3 C8 N2 113.63(17) . . ?
C9 C8 N2 122.18(18) . . ?
C10 C9 C8 117.66(19) . . ?
C10 C9 H9 121.2 . . ?
C8 C9 H9 121.2 . . ?
C9 C10 C11 119.5(2) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C12 C11 C10 118.9(2) . . ?
C12 C11 H11 120.5 . . ?
C10 C11 H11 120.5 . . ?
N3 C12 C11 122.7(2) . . ?
N3 C12 H12 118.6 . . ?
C11 C12 H12 118.6 . . ?
O1 C13 Re1 176.2(2) . . ?
O2 C14 Re1 177.1(2) . . ?
O3 C15 Re1 178.6(2) . . ?
C7 N1 C1 127.11(18) . . ?
C7 N1 C5 111.86(17) . . ?
C1 N1 C5 120.99(17) . . ?
C7 N2 C6 113.41(17) . . ?
C7 N2 C8 118.68(17) . . ?
C6 N2 C8 127.90(17) . . ?
C8 N3 C12 116.99(18) . . ?
C8 N3 Re1 117.26(13) . . ?
C12 N3 Re1 125.64(14) . . ?
C13 Re1 C15 87.28(9) . . ?
C13 Re1 C14 89.70(9) . . ?
C15 Re1 C14 91.94(9) . . ?
C13 Re1 C7 100.48(9) . . ?
C15 Re1 C7 94.99(8) . . ?
C14 Re1 C7 167.92(9) . . ?
C13 Re1 N3 173.71(8) . . ?
C15 Re1 N3 90.34(8) . . ?
C14 Re1 N3 96.20(8) . . ?
C7 Re1 N3 73.92(7) . . ?
C13 Re1 Cl1 95.95(7) . . ?
C15 Re1 Cl1 176.71(7) . . ?
C14 Re1 Cl1 87.46(7) . . ?
C7 Re1 Cl1 85.05(5) . . ?
N3 Re1 Cl1 86.51(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
N1 C1 C2 C3 0.5(3) . . . . ?
C1 C2 C3 C4 0.2(3) . . . . ?
C2 C3 C4 C5 -1.3(3) . . . . ?
C3 C4 C5 C6 -175.3(2) . . . . ?
C3 C4 C5 N1 1.6(3) . . . . ?
N1 C5 C6 N2 0.2(2) . . . . ?
C4 C5 C6 N2 177.4(2) . . . . ?
N3 C8 C9 C10 1.0(3) . . . . ?
N2 C8 C9 C10 -179.95(18) . . . . ?
C8 C9 C10 C11 -0.9(3) . . . . ?
C9 C10 C11 C12 0.1(3) . . . . ?
C10 C11 C12 N3 0.8(3) . . . . ?
N2 C7 N1 C1 -176.30(18) . . . . ?
Re1 C7 N1 C1 -0.8(4) . . . . ?
N2 C7 N1 C5 1.5(2) . . . . ?
Re1 C7 N1 C5 176.96(17) . . . . ?
C2 C1 N1 C7 177.4(2) . . . . ?
C2 C1 N1 C5 -0.1(3) . . . . ?
C6 C5 N1 C7 -1.1(2) . . . . ?
C4 C5 N1 C7 -178.84(18) . . . . ?
C6 C5 N1 C1 176.81(18) . . . . ?
C4 C5 N1 C1 -0.9(3) . . . . ?
N1 C7 N2 C6 -1.3(2) . . . . ?
Re1 C7 N2 C6 -178.15(13) . . . . ?
N1 C7 N2 C8 177.67(16) . . . . ?
Re1 C7 N2 C8 0.9(2) . . . . ?
C5 C6 N2 C7 0.7(2) . . . . ?
C5 C6 N2 C8 -178.19(18) . . . . ?
N3 C8 N2 C7 -3.5(3) . . . . ?
C9 C8 N2 C7 177.37(18) . . . . ?
N3 C8 N2 C6 175.37(18) . . . . ?
C9 C8 N2 C6 -3.8(3) . . . . ?
C9 C8 N3 C12 -0.1(3) . . . . ?
N2 C8 N3 C12 -179.27(17) . . . . ?
C9 C8 N3 Re1 -176.48(15) . . . . ?
N2 C8 N3 Re1 4.4(2) . . . . ?
C11 C12 N3 C8 -0.8(3) . . . . ?
C11 C12 N3 Re1 175.19(16) . . . . ?

_refine_diff_density_max         1.616
_refine_diff_density_min         -0.985
_refine_diff_density_rms         0.092


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetone - hexane'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_mmab191219
_database_code_depnum_ccdc_archive 'CCDC 1980932'
loop_
_audit_author_name
_audit_author_address
'Lydia Karmazin'
;Universite de Strasbourg, Service de Radiocristallographie
France
;
_audit_update_record             
;
2020-01-30 deposited with the CCDC.	2020-02-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H9 Br N3 O3 Re'
_chemical_formula_sum            'C15 H9 Br N3 O3 Re'
_chemical_formula_weight         545.36

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'
Br Br -0.2901 2.4595 '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                   6.7338(3)
_cell_length_b                   10.8986(4)
_cell_length_c                   11.3120(5)
_cell_angle_alpha                88.7910(10)
_cell_angle_beta                 76.4800(10)
_cell_angle_gamma                72.1440(10)
_cell_volume                     767.14(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9978
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      29.04

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.361
_exptl_crystal_F_000             508
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    10.542
_shelx_estimated_absorpt_T_min   0.253
_shelx_estimated_absorpt_T_max   0.364
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5741
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Mo-ImuS 3.0 microfocus tube'
_diffrn_measurement_device_type  'Bruker PHOTON-III CPAD'
_diffrn_measurement_method       'φ and ω shuterless scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            54752
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_av_R_equivalents  0.0597
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.966
_diffrn_reflns_theta_max         29.168
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4137
_reflns_number_gt                3829
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0144P)²+5.6487P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4137
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0342
_refine_ls_R_factor_gt           0.0295
_refine_ls_wR_factor_ref         0.0649
_refine_ls_wR_factor_gt          0.0621
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_restrained_S_all      1.109
_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
C1 C 0.2704(8) 0.9477(5) 0.5186(5) 0.0209(9) Uani 1 1 d . . . . .
H1 H 0.1578 0.9908 0.5859 0.025 Uiso 1 1 calc R U . . .
C2 C 0.3014(9) 1.0042(5) 0.4117(5) 0.0261(10) Uani 1 1 d . . . . .
H2 H 0.2080 1.0876 0.4035 0.031 Uiso 1 1 calc R U . . .
C3 C 0.4734(9) 0.9406(6) 0.3096(5) 0.0287(11) Uani 1 1 d . . . . .
H3 H 0.4923 0.9828 0.2353 0.034 Uiso 1 1 calc R U . . .
C4 C 0.6071(8) 0.8227(5) 0.3176(4) 0.0251(10) Uani 1 1 d . . . . .
H4 H 0.7215 0.7820 0.2501 0.030 Uiso 1 1 calc R U . . .
C5 C 0.5758(7) 0.7588(5) 0.4287(4) 0.0206(9) Uani 1 1 d . . . . .
C6 C 0.6683(8) 0.6403(5) 0.4665(4) 0.0210(9) Uani 1 1 d . . . . .
H6 H 0.7862 0.5730 0.4207 0.025 Uiso 1 1 calc R U . . .
C7 C 0.3955(7) 0.7514(4) 0.6259(4) 0.0178(8) Uani 1 1 d . . . . .
C8 C 0.5851(7) 0.5339(4) 0.6632(4) 0.0180(9) Uani 1 1 d . . . . .
C9 C 0.7475(8) 0.4185(5) 0.6292(5) 0.0231(10) Uani 1 1 d . . . . .
H9 H 0.8456 0.4050 0.5517 0.028 Uiso 1 1 calc R U . . .
C10 C 0.7619(9) 0.3229(5) 0.7124(5) 0.0272(11) Uani 1 1 d . . . . .
H10 H 0.8726 0.2425 0.6934 0.033 Uiso 1 1 calc R U . . .
C11 C 0.6137(9) 0.3456(5) 0.8234(5) 0.0283(11) Uani 1 1 d . . . . .
H11 H 0.6204 0.2808 0.8811 0.034 Uiso 1 1 calc R U . . .
C12 C 0.4558(9) 0.4638(5) 0.8494(5) 0.0254(10) Uani 1 1 d . . . . .
H12 H 0.3541 0.4784 0.9257 0.030 Uiso 1 1 calc R U . . .
C13 C 0.0220(8) 0.9307(5) 0.8223(4) 0.0238(10) Uani 1 1 d . . . . .
C14 C 0.0388(8) 0.7220(5) 0.9618(5) 0.0263(10) Uani 1 1 d . . . . .
C15 C 0.3869(8) 0.8136(5) 0.8835(4) 0.0233(10) Uani 1 1 d . . . . .
N1 N 0.4072(6) 0.8243(4) 0.5283(3) 0.0181(7) Uani 1 1 d . . . . .
N2 N 0.5557(6) 0.6375(4) 0.5852(3) 0.0174(7) Uani 1 1 d . . . . .
N3 N 0.4397(6) 0.5598(4) 0.7707(4) 0.0195(8) Uani 1 1 d . . . . .
O1 O -0.0825(7) 1.0377(4) 0.8318(4) 0.0369(9) Uani 1 1 d . . . . .
O2 O -0.0609(7) 0.6990(5) 1.0517(4) 0.0427(11) Uani 1 1 d . . . . .
O3 O 0.4901(6) 0.8507(4) 0.9323(3) 0.0297(8) Uani 1 1 d . . . . .
Br1 Br -0.03486(8) 0.66548(5) 0.70294(5) 0.02731(11) Uani 1 1 d . . . . .
Re1 Re 0.20602(3) 0.75565(2) 0.80595(2) 0.01832(6) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.347(7) . ?
C1 N1 1.396(6) . ?
C1 H1 0.9500 . ?
C2 C3 1.440(8) . ?
C2 H2 0.9500 . ?
C3 C4 1.339(8) . ?
C3 H3 0.9500 . ?
C4 C5 1.428(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.359(7) . ?
C5 N1 1.416(6) . ?
C6 N2 1.384(6) . ?
C6 H6 0.9500 . ?
C7 N1 1.349(6) . ?
C7 N2 1.374(6) . ?
C7 Re1 2.129(4) . ?
C8 N3 1.344(6) . ?
C8 C9 1.381(7) . ?
C8 N2 1.411(6) . ?
C9 C10 1.385(7) . ?
C9 H9 0.9500 . ?
C10 C11 1.382(8) . ?
C10 H10 0.9500 . ?
C11 C12 1.380(8) . ?
C11 H11 0.9500 . ?
C12 N3 1.355(6) . ?
C12 H12 0.9500 . ?
C13 O1 1.154(6) . ?
C13 Re1 1.915(5) . ?
C14 O2 1.150(6) . ?
C14 Re1 1.951(5) . ?
C15 O3 1.146(6) . ?
C15 Re1 1.910(5) . ?
N3 Re1 2.208(4) . ?
Br1 Re1 2.6199(5) . ?

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
C2 C1 N1 118.6(5) . . ?
C2 C1 H1 120.7 . . ?
N1 C1 H1 120.7 . . ?
C1 C2 C3 121.2(5) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
C4 C3 C2 121.0(5) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 119.3(5) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C6 C5 N1 106.2(4) . . ?
C6 C5 C4 135.2(5) . . ?
N1 C5 C4 118.6(5) . . ?
C5 C6 N2 106.0(4) . . ?
C5 C6 H6 127.0 . . ?
N2 C6 H6 127.0 . . ?
N1 C7 N2 103.3(4) . . ?
N1 C7 Re1 140.7(3) . . ?
N2 C7 Re1 115.8(3) . . ?
N3 C8 C9 124.7(4) . . ?
N3 C8 N2 113.2(4) . . ?
C9 C8 N2 122.1(4) . . ?
C8 C9 C10 117.5(5) . . ?
C8 C9 H9 121.2 . . ?
C10 C9 H9 121.2 . . ?
C11 C10 C9 119.4(5) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C12 C11 C10 119.1(5) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 H11 120.4 . . ?
N3 C12 C11 122.8(5) . . ?
N3 C12 H12 118.6 . . ?
C11 C12 H12 118.6 . . ?
O1 C13 Re1 177.5(5) . . ?
O2 C14 Re1 177.8(5) . . ?
O3 C15 Re1 177.9(5) . . ?
C7 N1 C1 126.8(4) . . ?
C7 N1 C5 111.8(4) . . ?
C1 N1 C5 121.4(4) . . ?
C7 N2 C6 112.7(4) . . ?
C7 N2 C8 119.3(4) . . ?
C6 N2 C8 128.0(4) . . ?
C8 N3 C12 116.4(4) . . ?
C8 N3 Re1 117.5(3) . . ?
C12 N3 Re1 126.0(3) . . ?
C15 Re1 C13 87.4(2) . . ?
C15 Re1 C14 91.9(2) . . ?
C13 Re1 C14 89.8(2) . . ?
C15 Re1 C7 95.33(19) . . ?
C13 Re1 C7 100.16(19) . . ?
C14 Re1 C7 167.9(2) . . ?
C15 Re1 N3 91.48(18) . . ?
C13 Re1 N3 174.05(18) . . ?
C14 Re1 N3 96.07(19) . . ?
C7 Re1 N3 74.11(16) . . ?
C15 Re1 Br1 177.35(16) . . ?
C13 Re1 Br1 95.01(15) . . ?
C14 Re1 Br1 87.03(15) . . ?
C7 Re1 Br1 85.31(12) . . ?
N3 Re1 Br1 86.22(10) . . ?

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
N1 C1 C2 C3 -0.9(7) . . . . ?
C1 C2 C3 C4 0.4(8) . . . . ?
C2 C3 C4 C5 1.0(7) . . . . ?
C3 C4 C5 C6 175.4(5) . . . . ?
C3 C4 C5 N1 -1.8(7) . . . . ?
N1 C5 C6 N2 0.0(5) . . . . ?
C4 C5 C6 N2 -177.5(5) . . . . ?
N3 C8 C9 C10 -0.4(7) . . . . ?
N2 C8 C9 C10 -179.8(4) . . . . ?
C8 C9 C10 C11 1.1(7) . . . . ?
C9 C10 C11 C12 -0.7(8) . . . . ?
C10 C11 C12 N3 -0.4(8) . . . . ?
N2 C7 N1 C1 175.9(4) . . . . ?
Re1 C7 N1 C1 0.7(8) . . . . ?
N2 C7 N1 C5 -1.6(5) . . . . ?
Re1 C7 N1 C5 -176.9(4) . . . . ?
C2 C1 N1 C7 -177.3(4) . . . . ?
C2 C1 N1 C5 0.0(7) . . . . ?
C6 C5 N1 C7 1.1(5) . . . . ?
C4 C5 N1 C7 179.0(4) . . . . ?
C6 C5 N1 C1 -176.6(4) . . . . ?
C4 C5 N1 C1 1.3(6) . . . . ?
N1 C7 N2 C6 1.6(5) . . . . ?
Re1 C7 N2 C6 178.3(3) . . . . ?
N1 C7 N2 C8 -177.2(4) . . . . ?
Re1 C7 N2 C8 -0.6(5) . . . . ?
C5 C6 N2 C7 -1.0(5) . . . . ?
C5 C6 N2 C8 177.7(4) . . . . ?
N3 C8 N2 C7 2.7(6) . . . . ?
C9 C8 N2 C7 -177.8(4) . . . . ?
N3 C8 N2 C6 -175.9(4) . . . . ?
C9 C8 N2 C6 3.5(7) . . . . ?
C9 C8 N3 C12 -0.6(7) . . . . ?
N2 C8 N3 C12 178.9(4) . . . . ?
C9 C8 N3 Re1 177.0(4) . . . . ?
N2 C8 N3 Re1 -3.5(5) . . . . ?
C11 C12 N3 C8 1.0(7) . . . . ?
C11 C12 N3 Re1 -176.4(4) . . . . ?

_refine_diff_density_max         3.362
_refine_diff_density_min         -1.941
_refine_diff_density_rms         0.191


_exptl_crystal_preparation       Luminescent
