# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1414734'
_audit_update_record             
;
2015-07-24 deposited with the CCDC.
2015-09-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H10 Br N4 O3 Re'
_chemical_formula_weight         560.38

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'
Br Br -0.2901 2.4595 '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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.036(3)
_cell_length_b                   9.082(4)
_cell_length_c                   13.336(6)
_cell_angle_alpha                81.144(4)
_cell_angle_beta                 84.259(4)
_cell_angle_gamma                72.527(4)
_cell_volume                     801.9(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4425
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      24.97

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    2.321
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             524
_exptl_absorpt_coefficient_mu    10.090
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4277
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 Estimated minimum and maximum transmission:  0.4277  0.7452 
;

_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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5781
_diffrn_reflns_av_R_equivalents  0.0187
_diffrn_reflns_av_sigmaI/netI    0.0262
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.55
_diffrn_reflns_theta_max         24.97
_reflns_number_total             2810
_reflns_number_gt                2726
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. Hydrogen atoms were assigned ideal 
 positions and refined isotropically as riding atoms.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0299P)²+1.1272P] 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         2810
_refine_ls_number_parameters     217
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0209
_refine_ls_R_factor_gt           0.0201
_refine_ls_wR_factor_ref         0.0517
_refine_ls_wR_factor_gt          0.0512
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.040
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Re1 Re 0.45314(2) 0.905790(17) 0.272152(11) 0.01458(7) Uani 1 1 d . . .
Br1 Br 0.78655(6) 0.79091(5) 0.36567(3) 0.01998(10) Uani 1 1 d . . .
O1 O 0.6652(4) 1.0167(4) 0.0738(2) 0.0267(7) Uani 1 1 d . . .
O2 O 0.0602(5) 1.0351(4) 0.1697(2) 0.0274(7) Uani 1 1 d . . .
O3 O 0.3809(5) 1.2270(4) 0.3390(3) 0.0331(8) Uani 1 1 d . . .
N1 N 0.3184(5) 0.8140(4) 0.4126(3) 0.0165(7) Uani 1 1 d . . .
N2 N 0.4850(5) 0.6616(4) 0.2572(3) 0.0176(7) Uani 1 1 d . . .
N3 N 0.5872(5) 0.5626(4) 0.1850(3) 0.0183(7) Uani 1 1 d . . .
N4 N 0.7411(5) 0.6086(4) -0.0755(3) 0.0230(8) Uani 1 1 d . . .
C1 C 0.2459(6) 0.8876(5) 0.4944(3) 0.0221(9) Uani 1 1 d . . .
H1 H 0.2492 0.9896 0.4925 0.026 Uiso 1 1 calc R . .
C2 C 0.1669(6) 0.8183(6) 0.5808(3) 0.0286(10) Uani 1 1 d . . .
H2 H 0.1195 0.8730 0.6360 0.034 Uiso 1 1 calc R . .
C3 C 0.1580(6) 0.6683(5) 0.5856(3) 0.0256(10) Uani 1 1 d . . .
H3 H 0.1031 0.6207 0.6432 0.031 Uiso 1 1 calc R . .
C4 C 0.2330(6) 0.5899(5) 0.5023(3) 0.0217(9) Uani 1 1 d . . .
H4 H 0.2299 0.4881 0.5032 0.026 Uiso 1 1 calc R . .
C5 C 0.3122(6) 0.6648(5) 0.4181(3) 0.0176(8) Uani 1 1 d . . .
C6 C 0.4082(6) 0.5860(5) 0.3322(3) 0.0174(8) Uani 1 1 d . . .
H6 H 0.4145 0.4825 0.3310 0.021 Uiso 1 1 calc R . .
C7 C 0.6088(6) 0.6277(5) 0.0950(3) 0.0177(8) Uani 1 1 d . . .
H7 H 0.5575 0.7350 0.0788 0.021 Uiso 1 1 calc R . .
C8 C 0.7174(6) 0.5299(5) 0.0160(3) 0.0203(9) Uani 1 1 d . . .
C9 C 0.7859(6) 0.3687(5) 0.0376(3) 0.0225(9) Uani 1 1 d . . .
H9 H 0.7633 0.3192 0.1022 0.027 Uiso 1 1 calc R . .
C10 C 0.8881(6) 0.2834(5) -0.0386(3) 0.0252(10) Uani 1 1 d . . .
H10 H 0.9351 0.1753 -0.0265 0.030 Uiso 1 1 calc R . .
C11 C 0.9188(6) 0.3622(6) -0.1330(3) 0.0258(10) Uani 1 1 d . . .
H11 H 0.9890 0.3086 -0.1856 0.031 Uiso 1 1 calc R . .
C12 C 0.8427(6) 0.5230(6) -0.1478(3) 0.0267(10) Uani 1 1 d . . .
H12 H 0.8634 0.5749 -0.2118 0.032 Uiso 1 1 calc R . .
C13 C 0.1971(6) 0.9865(4) 0.2061(3) 0.0152(8) Uani 1 1 d U . .
C14 C 0.5889(6) 0.9737(5) 0.1479(3) 0.0208(9) Uani 1 1 d . . .
C15 C 0.4118(6) 1.1058(5) 0.3120(3) 0.0226(9) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Re1 C15 1.901(4) . ?
Re1 C14 1.939(5) . ?
Re1 C13 1.971(4) . ?
Re1 N1 2.177(3) . ?
Re1 N2 2.199(3) . ?
Re1 Br1 2.6195(10) . ?
O1 C14 1.148(5) . ?
O2 C13 1.064(5) . ?
O3 C15 1.162(5) . ?
N1 C1 1.344(5) . ?
N1 C5 1.359(5) . ?
N2 C6 1.291(5) . ?
N2 N3 1.412(5) . ?
N3 C7 1.271(5) . ?
N4 C12 1.343(6) . ?
N4 C8 1.338(6) . ?
C1 C2 1.375(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.374(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.385(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.379(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.445(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.484(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.390(6) . ?
C9 C10 1.383(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.381(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.386(7) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?

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
C15 Re1 C14 88.21(17) . . ?
C15 Re1 C13 88.71(16) . . ?
C14 Re1 C13 89.84(16) . . ?
C15 Re1 N1 94.66(15) . . ?
C14 Re1 N1 175.86(14) . . ?
C13 Re1 N1 93.20(14) . . ?
C15 Re1 N2 168.83(15) . . ?
C14 Re1 N2 102.59(15) . . ?
C13 Re1 N2 94.11(14) . . ?
N1 Re1 N2 74.42(12) . . ?
C15 Re1 Br1 92.22(13) . . ?
C14 Re1 Br1 92.46(12) . . ?
C13 Re1 Br1 177.54(11) . . ?
N1 Re1 Br1 84.45(9) . . ?
N2 Re1 Br1 84.56(9) . . ?
C1 N1 C5 117.1(4) . . ?
C1 N1 Re1 127.0(3) . . ?
C5 N1 Re1 115.9(3) . . ?
C6 N2 N3 110.8(3) . . ?
C6 N2 Re1 115.7(3) . . ?
N3 N2 Re1 133.3(3) . . ?
C7 N3 N2 116.4(3) . . ?
C12 N4 C8 116.1(4) . . ?
N1 C1 C2 122.7(4) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C1 C2 C3 120.1(4) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 C4 118.2(4) . . ?
C2 C3 H3 120.9 . . ?
C4 C3 H3 120.9 . . ?
C5 C4 C3 119.2(4) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
N1 C5 C4 122.7(4) . . ?
N1 C5 C6 115.0(4) . . ?
C4 C5 C6 122.1(4) . . ?
N2 C6 C5 118.9(4) . . ?
N2 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
N3 C7 C8 118.9(4) . . ?
N3 C7 H7 120.6 . . ?
C8 C7 H7 120.6 . . ?
N4 C8 C9 123.8(4) . . ?
N4 C8 C7 114.9(4) . . ?
C9 C8 C7 121.2(4) . . ?
C10 C9 C8 118.8(4) . . ?
C10 C9 H9 120.6 . . ?
C8 C9 H9 120.6 . . ?
C9 C10 C11 118.5(4) . . ?
C9 C10 H10 120.8 . . ?
C11 C10 H10 120.8 . . ?
C12 C11 C10 118.6(4) . . ?
C12 C11 H11 120.7 . . ?
C10 C11 H11 120.7 . . ?
N4 C12 C11 124.2(4) . . ?
N4 C12 H12 117.9 . . ?
C11 C12 H12 117.9 . . ?
O2 C13 Re1 177.4(4) . . ?
O1 C14 Re1 178.4(4) . . ?
O3 C15 Re1 177.5(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C15 Re1 N1 C1 -2.6(4) . . . . ?
C14 Re1 N1 C1 131.2(18) . . . . ?
C13 Re1 N1 C1 -91.5(3) . . . . ?
N2 Re1 N1 C1 175.1(4) . . . . ?
Br1 Re1 N1 C1 89.2(3) . . . . ?
C15 Re1 N1 C5 179.2(3) . . . . ?
C14 Re1 N1 C5 -47.1(19) . . . . ?
C13 Re1 N1 C5 90.2(3) . . . . ?
N2 Re1 N1 C5 -3.2(3) . . . . ?
Br1 Re1 N1 C5 -89.1(3) . . . . ?
C15 Re1 N2 C6 14.2(9) . . . . ?
C14 Re1 N2 C6 179.1(3) . . . . ?
C13 Re1 N2 C6 -90.1(3) . . . . ?
N1 Re1 N2 C6 2.0(3) . . . . ?
Br1 Re1 N2 C6 87.8(3) . . . . ?
C15 Re1 N2 N3 -160.0(7) . . . . ?
C14 Re1 N2 N3 5.0(4) . . . . ?
C13 Re1 N2 N3 95.7(4) . . . . ?
N1 Re1 N2 N3 -172.1(4) . . . . ?
Br1 Re1 N2 N3 -86.3(3) . . . . ?
C6 N2 N3 C7 156.5(4) . . . . ?
Re1 N2 N3 C7 -29.2(5) . . . . ?
C5 N1 C1 C2 -0.4(6) . . . . ?
Re1 N1 C1 C2 -178.6(3) . . . . ?
N1 C1 C2 C3 -0.6(7) . . . . ?
C1 C2 C3 C4 1.0(6) . . . . ?
C2 C3 C4 C5 -0.3(6) . . . . ?
C1 N1 C5 C4 1.0(6) . . . . ?
Re1 N1 C5 C4 179.5(3) . . . . ?
C1 N1 C5 C6 -174.6(3) . . . . ?
Re1 N1 C5 C6 3.9(4) . . . . ?
C3 C4 C5 N1 -0.7(6) . . . . ?
C3 C4 C5 C6 174.6(4) . . . . ?
N3 N2 C6 C5 174.7(3) . . . . ?
Re1 N2 C6 C5 -0.7(5) . . . . ?
N1 C5 C6 N2 -2.1(5) . . . . ?
C4 C5 C6 N2 -177.7(4) . . . . ?
N2 N3 C7 C8 179.2(3) . . . . ?
C12 N4 C8 C9 -2.0(6) . . . . ?
C12 N4 C8 C7 178.6(3) . . . . ?
N3 C7 C8 N4 -177.1(4) . . . . ?
N3 C7 C8 C9 3.4(6) . . . . ?
N4 C8 C9 C10 1.3(6) . . . . ?
C7 C8 C9 C10 -179.3(4) . . . . ?
C8 C9 C10 C11 0.4(6) . . . . ?
C9 C10 C11 C12 -1.2(6) . . . . ?
C8 N4 C12 C11 1.1(6) . . . . ?
C10 C11 C12 N4 0.4(7) . . . . ?
C15 Re1 C13 O2 33(8) . . . . ?
C14 Re1 C13 O2 -55(8) . . . . ?
N1 Re1 C13 O2 127(8) . . . . ?
N2 Re1 C13 O2 -158(8) . . . . ?
Br1 Re1 C13 O2 145(6) . . . . ?
C15 Re1 C14 O1 -62(13) . . . . ?
C13 Re1 C14 O1 26(13) . . . . ?
N1 Re1 C14 O1 164(12) . . . . ?
N2 Re1 C14 O1 121(13) . . . . ?
Br1 Re1 C14 O1 -154(13) . . . . ?
C14 Re1 C15 O3 162(9) . . . . ?
C13 Re1 C15 O3 72(9) . . . . ?
N1 Re1 C15 O3 -21(9) . . . . ?
N2 Re1 C15 O3 -33(9) . . . . ?
Br1 Re1 C15 O3 -106(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        24.97
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         1.030
_refine_diff_density_min         -1.020
_refine_diff_density_rms         0.131
####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1414735'
_audit_update_record             
;
2015-07-24 deposited with the CCDC.
2015-09-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H10 Cl2 N4 O6 Re2'
_chemical_formula_weight         821.60

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -5.2083 5.8923 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'

_cell_length_a                   14.4660(9)
_cell_length_b                   11.4063(8)
_cell_length_c                   12.9730(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.727(5)
_cell_angle_gamma                90.00
_cell_volume                     2125.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6333
_cell_measurement_theta_min      7.30
_cell_measurement_theta_max      65.46

_exptl_crystal_description       Needle
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    2.567
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1512
_exptl_absorpt_coefficient_mu    24.653
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.1265
_exptl_absorpt_correction_T_max  0.2810
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
  Estimated minimum and maximum transmission:  0.5029  0.7526 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13976
_diffrn_reflns_av_R_equivalents  0.0630
_diffrn_reflns_av_sigmaI/netI    0.0488
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         7.29
_diffrn_reflns_theta_max         62.00
_reflns_number_total             3266
_reflns_number_gt                2787
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. All hydrogen atoms were assigned 
 ideal positions and refined isotropically as riding atoms. Due to the presence   of rotatioonal disorder, the restrictant commands were used and axial Carbonyls  and Chlorines were modulated with %60 and %40 occupancy. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0785P)²+78.4902P] 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         3266
_refine_ls_number_parameters     307
_refine_ls_number_restraints     26
_refine_ls_R_factor_all          0.0703
_refine_ls_R_factor_gt           0.0577
_refine_ls_wR_factor_ref         0.1630
_refine_ls_wR_factor_gt          0.1507
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.107
_refine_ls_shift/su_mean         0.004

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6536(9) 0.8450(12) 0.3005(12) 0.044(4) Uani 1 1 d . . .
H1 H 0.6862 0.9039 0.2678 0.053 Uiso 1 1 calc R . .
C2 C 0.5828(10) 0.8796(13) 0.3556(13) 0.050(4) Uani 1 1 d . . .
H2 H 0.5672 0.9601 0.3604 0.060 Uiso 1 1 calc R . .
C3 C 0.5347(9) 0.7950(13) 0.4037(12) 0.043(4) Uani 1 1 d . . .
H3 H 0.4855 0.8168 0.4423 0.052 Uiso 1 1 calc R . .
C4 C 0.5587(9) 0.6784(13) 0.3953(11) 0.043(3) Uani 1 1 d . . .
H4 H 0.5262 0.6182 0.4265 0.051 Uiso 1 1 calc R . .
C5 C 0.6321(9) 0.6526(12) 0.3395(10) 0.036(3) Uani 1 1 d . . .
C6 C 0.6680(9) 0.5341(11) 0.3381(11) 0.037(3) Uani 1 1 d . . .
H6 H 0.6380 0.4709 0.3685 0.044 Uiso 1 1 calc R . .
C7 C 0.8595(8) 0.3882(11) 0.3410(12) 0.040(3) Uani 1 1 d . . .
H7 H 0.8953 0.4526 0.3700 0.047 Uiso 1 1 calc R . .
C8 C 0.8972(8) 0.2719(10) 0.3454(10) 0.029(3) Uani 1 1 d . . .
C9 C 0.9834(9) 0.2456(11) 0.3986(12) 0.042(4) Uani 1 1 d . . .
H9 H 1.0231 0.3051 0.4301 0.050 Uiso 1 1 calc R . .
C10 C 1.0088(10) 0.1282(12) 0.4037(11) 0.041(3) Uani 1 1 d . . .
H10 H 1.0671 0.1062 0.4400 0.049 Uiso 1 1 calc R . .
C11 C 0.9520(9) 0.0448(11) 0.3579(10) 0.039(3) Uani 1 1 d . . .
H11 H 0.9694 -0.0355 0.3618 0.047 Uiso 1 1 calc R . .
C12 C 0.8676(8) 0.0791(11) 0.3050(10) 0.032(3) Uani 1 1 d . . .
H12 H 0.8280 0.0199 0.2728 0.039 Uiso 1 1 calc R . .
C13 C 0.8809(3) 0.5806(7) 0.1377(7) 0.042(3) Uani 1 1 d D A .
C14 C 0.8161(8) 0.8015(11) 0.1289(12) 0.039(3) Uani 1 1 d . A .
C15 C 0.8837(2) 0.7167(8) 0.3120(4) 0.0374(19) Uani 0.60 1 d PD A 1
C16 C 0.5931(9) 0.3361(12) 0.1678(11) 0.042(3) Uani 1 1 d . B .
C17 C 0.6549(5) 0.1153(4) 0.1502(8) 0.042(4) Uani 1 1 d D B .
C18 C 0.6512(2) 0.2051(8) 0.3417(3) 0.037(2) Uani 0.60 1 d PD B 1
C19 C 0.6946(2) 0.6166(8) 0.0973(4) 0.0467(14) Uani 0.40 1 d PD A 2
C20 C 0.7657(3) 0.2992(7) 0.1022(3) 0.0573(18) Uani 0.40 1 d PD B 2
Cl1 Cl 0.6615(2) 0.6029(5) 0.0703(3) 0.0467(14) Uani 0.60 1 d PD A 1
Cl2 Cl 0.7864(2) 0.3020(5) 0.0662(2) 0.0573(18) Uani 0.60 1 d PD B 1
Cl3 Cl 0.9021(3) 0.7313(6) 0.3542(3) 0.0374(19) Uani 0.40 1 d PD A 2
Cl4 Cl 0.6500(3) 0.1912(6) 0.3867(2) 0.037(2) Uani 0.40 1 d PD B 2
N1 N 0.6795(7) 0.7329(8) 0.2900(8) 0.028(2) Uani 1 1 d . A .
N2 N 0.7412(7) 0.5182(9) 0.2945(8) 0.034(3) Uani 1 1 d . A .
N3 N 0.7753(7) 0.4033(8) 0.2964(9) 0.034(3) Uani 1 1 d . A .
N4 N 0.8387(7) 0.1892(9) 0.2963(8) 0.029(2) Uani 1 1 d . B .
O1 O 0.9362(5) 0.5306(7) 0.0985(7) 0.048(3) Uani 1 1 d D . .
O2 O 0.8331(7) 0.8835(8) 0.0840(8) 0.046(3) Uani 1 1 d . . .
O3 O 0.9491(3) 0.7458(11) 0.3648(7) 0.045(4) Uani 0.60 1 d PDU A 1
O4 O 0.5267(6) 0.3860(9) 0.1389(8) 0.044(2) Uani 1 1 d . . .
O5 O 0.6228(7) 0.0346(6) 0.1066(7) 0.054(3) Uani 1 1 d D . .
O6 O 0.6006(4) 0.1733(11) 0.3979(5) 0.052(4) Uani 0.60 1 d PDU B 1
O7 O 0.6474(6) 0.5782(12) 0.0280(7) 0.0467(14) Uani 0.40 1 d PD A 2
O8 O 0.7750(11) 0.3408(12) 0.0234(5) 0.0573(18) Uani 0.40 1 d PD B 2
Re1 Re 0.78933(4) 0.66398(5) 0.20551(5) 0.03180(15) Uani 1 1 d D . .
Re2 Re 0.70512(4) 0.25403(5) 0.22020(5) 0.03712(17) Uani 1 1 d 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 N1 1.344(17) . ?
C1 C2 1.37(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.38(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.38(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.383(18) . ?
C4 H4 0.9500 . ?
C5 N1 1.350(16) . ?
C5 C6 1.449(18) . ?
C6 N2 1.272(17) . ?
C6 H6 0.9500 . ?
C7 N3 1.298(16) . ?
C7 C8 1.433(18) . ?
C7 H7 0.9500 . ?
C8 N4 1.373(15) . ?
C8 C9 1.385(18) . ?
C9 C10 1.389(19) . ?
C9 H9 0.9500 . ?
C10 C11 1.348(19) . ?
C10 H10 0.9500 . ?
C11 C12 1.384(18) . ?
C11 H11 0.9500 . ?
C12 N4 1.324(16) . ?
C12 H12 0.9500 . ?
C13 O1 1.150(2) . ?
C13 Re1 1.925(6) . ?
C14 O2 1.144(17) . ?
C14 Re1 1.920(14) . ?
C15 O3 1.151(2) . ?
C15 Re1 1.921(2) . ?
C16 O4 1.142(16) . ?
C16 Re2 1.925(14) . ?
C17 O5 1.150(2) . ?
C17 Re2 1.924(6) . ?
C18 O6 1.151(2) . ?
C18 Re2 1.922(2) . ?
C19 O7 1.151(2) . ?
C19 Re1 1.921(2) . ?
C20 O8 1.150(2) . ?
C20 Re2 1.921(2) . ?
Cl1 Re1 2.4937(19) . ?
Cl2 Re2 2.4940(19) . ?
Cl3 Re1 2.496(2) . ?
Cl4 Re2 2.494(2) . ?
N1 Re1 2.180(10) . ?
N2 N3 1.399(14) . ?
N2 Re1 2.184(10) . ?
N3 Re2 2.162(10) . ?
N4 Re2 2.193(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 124.1(14) . . ?
N1 C1 H1 118.0 . . ?
C2 C1 H1 118.0 . . ?
C1 C2 C3 118.7(14) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 H2 120.6 . . ?
C4 C3 C2 119.4(13) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C3 C4 C5 117.5(13) . . ?
C3 C4 H4 121.3 . . ?
C5 C4 H4 121.3 . . ?
N1 C5 C4 124.6(12) . . ?
N1 C5 C6 115.1(11) . . ?
C4 C5 C6 120.2(12) . . ?
N2 C6 C5 117.2(11) . . ?
N2 C6 H6 121.4 . . ?
C5 C6 H6 121.4 . . ?
N3 C7 C8 118.2(11) . . ?
N3 C7 H7 120.9 . . ?
C8 C7 H7 120.9 . . ?
N4 C8 C9 123.5(11) . . ?
N4 C8 C7 114.0(10) . . ?
C9 C8 C7 122.4(11) . . ?
C8 C9 C10 116.7(12) . . ?
C8 C9 H9 121.6 . . ?
C10 C9 H9 121.6 . . ?
C11 C10 C9 121.0(13) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C10 C11 C12 118.4(12) . . ?
C10 C11 H11 120.8 . . ?
C12 C11 H11 120.8 . . ?
N4 C12 C11 124.2(12) . . ?
N4 C12 H12 117.9 . . ?
C11 C12 H12 117.9 . . ?
O1 C13 Re1 179.0(8) . . ?
O2 C14 Re1 179.2(12) . . ?
O3 C15 Re1 169.8(6) . . ?
O4 C16 Re2 178.5(13) . . ?
O5 C17 Re2 177.9(8) . . ?
O6 C18 Re2 163.9(5) . . ?
O7 C19 Re1 170.4(7) . . ?
O8 C20 Re2 158.7(9) . . ?
C1 N1 C5 115.7(11) . . ?
C1 N1 Re1 128.5(9) . . ?
C5 N1 Re1 115.8(8) . . ?
C6 N2 N3 115.8(10) . . ?
C6 N2 Re1 117.4(8) . . ?
N3 N2 Re1 126.1(8) . . ?
C7 N3 N2 116.3(10) . . ?
C7 N3 Re2 117.7(8) . . ?
N2 N3 Re2 125.7(7) . . ?
C12 N4 C8 116.1(10) . . ?
C12 N4 Re2 127.7(8) . . ?
C8 N4 Re2 116.1(7) . . ?
C19 Re1 C14 91.2(5) . . ?
C19 Re1 C15 178.0(4) . . ?
C14 Re1 C15 87.0(5) . . ?
C19 Re1 C13 89.8(3) . . ?
C14 Re1 C13 88.6(5) . . ?
C15 Re1 C13 90.9(2) . . ?
C19 Re1 N1 88.2(3) . . ?
C14 Re1 N1 99.7(4) . . ?
C15 Re1 N1 91.4(3) . . ?
C13 Re1 N1 171.5(3) . . ?
C19 Re1 N2 85.9(4) . . ?
C14 Re1 N2 172.5(4) . . ?
C15 Re1 N2 95.9(4) . . ?
C13 Re1 N2 98.3(4) . . ?
N1 Re1 N2 73.3(4) . . ?
C19 Re1 Cl1 2.39(19) . . ?
C14 Re1 Cl1 92.4(4) . . ?
C15 Re1 Cl1 177.2(2) . . ?
C13 Re1 Cl1 91.9(2) . . ?
N1 Re1 Cl1 86.0(3) . . ?
N2 Re1 Cl1 84.4(3) . . ?
C19 Re1 Cl3 175.34(19) . . ?
C14 Re1 Cl3 89.7(4) . . ?
C15 Re1 Cl3 4.8(2) . . ?
C13 Re1 Cl3 94.8(2) . . ?
N1 Re1 Cl3 87.1(3) . . ?
N2 Re1 Cl3 92.6(3) . . ?
Cl1 Re1 Cl3 173.03(15) . . ?
C20 Re2 C18 176.7(2) . . ?
C20 Re2 C17 91.5(4) . . ?
C18 Re2 C17 88.9(4) . . ?
C20 Re2 C16 91.8(5) . . ?
C18 Re2 C16 91.4(5) . . ?
C17 Re2 C16 88.7(4) . . ?
C20 Re2 N3 85.4(4) . . ?
C18 Re2 N3 93.9(4) . . ?
C17 Re2 N3 174.2(4) . . ?
C16 Re2 N3 96.2(5) . . ?
C20 Re2 N4 89.4(3) . . ?
C18 Re2 N4 87.3(3) . . ?
C17 Re2 N4 101.5(3) . . ?
C16 Re2 N4 169.7(5) . . ?
N3 Re2 N4 73.6(4) . . ?
C20 Re2 Cl4 171.58(19) . . ?
C18 Re2 Cl4 5.34(16) . . ?
C17 Re2 Cl4 91.8(3) . . ?
C16 Re2 Cl4 96.0(4) . . ?
N3 Re2 Cl4 90.6(3) . . ?
N4 Re2 Cl4 82.4(3) . . ?
C20 Re2 Cl2 3.0(3) . . ?
C18 Re2 Cl2 174.4(2) . . ?
C17 Re2 Cl2 89.4(3) . . ?
C16 Re2 Cl2 93.8(4) . . ?
N3 Re2 Cl2 87.3(3) . . ?
N4 Re2 Cl2 87.8(3) . . ?
Cl4 Re2 Cl2 170.13(16) . . ?

_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        62.00
_diffrn_measured_fraction_theta_full 0.975
_refine_diff_density_max         2.360
_refine_diff_density_min         -2.780
_refine_diff_density_rms         0.262
####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1414736'
_audit_update_record             
;
2015-07-24 deposited with the CCDC.
2015-09-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H10 Br2 N4 O6 Re2'
_chemical_formula_weight         910.52

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -5.2083 5.8923 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.4508(7)
_cell_length_b                   11.8036(7)
_cell_length_c                   11.8641(7)
_cell_angle_alpha                75.213(4)
_cell_angle_beta                 67.040(3)
_cell_angle_gamma                65.574(4)
_cell_volume                     1335.91(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7060
_cell_measurement_theta_min      4.07
_cell_measurement_theta_max      64.53

_exptl_crystal_description       Needle
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    2.264
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             828
_exptl_absorpt_coefficient_mu    21.280
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.1897
_exptl_absorpt_correction_T_max  0.4614
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 Estimated minimum and maximum transmission:  0.5501  0.7526 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4003
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0491
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.07
_diffrn_reflns_theta_max         61.97
_reflns_number_total             4003
_reflns_number_gt                3365
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. All Hydrogen atoms were    assigned ideal positions and refined isotropically as riding atoms. Solvent,   THF, was squeezed out since it shows bad disorder.  
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0885P)²+2.4572P] 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         4003
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0468
_refine_ls_wR_factor_ref         0.1303
_refine_ls_wR_factor_gt          0.1253
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br -0.08937(12) 0.07826(12) 0.86422(11) 0.0532(3) Uani 1 1 d . . .
Br2 Br 0.35877(13) 0.36356(11) 0.82333(11) 0.0517(3) Uani 1 1 d . . .
C1 C -0.2786(10) 0.4054(10) 0.7357(10) 0.042(2) Uani 1 1 d . . .
H1 H -0.2993 0.3680 0.6873 0.051 Uiso 1 1 calc R . .
C2 C -0.3811(13) 0.5051(12) 0.8016(12) 0.060(3) Uani 1 1 d . . .
H2 H -0.4698 0.5355 0.7963 0.072 Uiso 1 1 calc R . .
C3 C -0.3529(12) 0.5582(12) 0.8735(12) 0.056(3) Uani 1 1 d . . .
H3 H -0.4216 0.6240 0.9200 0.067 Uiso 1 1 calc R . .
C4 C -0.2209(11) 0.5131(11) 0.8763(11) 0.049(3) Uani 1 1 d . . .
H4 H -0.1978 0.5497 0.9234 0.059 Uiso 1 1 calc R . .
C5 C -0.1259(10) 0.4176(10) 0.8123(9) 0.040(2) Uani 1 1 d . . .
C6 C 0.0142(10) 0.3599(10) 0.8159(9) 0.040(2) Uani 1 1 d . . .
H6 H 0.0479 0.3933 0.8564 0.047 Uiso 1 1 calc R . .
C7 C 0.2486(10) 0.1024(9) 0.8367(9) 0.035(2) Uani 1 1 d . . .
H7 H 0.1798 0.0714 0.8929 0.041 Uiso 1 1 calc R . .
C8 C 0.3890(10) 0.0408(9) 0.8306(9) 0.037(2) Uani 1 1 d . . .
C9 C 0.4339(11) -0.0626(9) 0.9091(10) 0.043(2) Uani 1 1 d . . .
H9 H 0.3716 -0.0977 0.9712 0.052 Uiso 1 1 calc R . .
C10 C 0.5691(13) -0.1144(10) 0.8971(11) 0.051(3) Uani 1 1 d . . .
H10 H 0.6011 -0.1864 0.9502 0.061 Uiso 1 1 calc R . .
C11 C 0.6573(11) -0.0625(11) 0.8089(12) 0.051(3) Uani 1 1 d . . .
H11 H 0.7506 -0.0942 0.8016 0.061 Uiso 1 1 calc R . .
C12 C 0.6059(12) 0.0382(11) 0.7302(12) 0.051(3) Uani 1 1 d . . .
H12 H 0.6687 0.0702 0.6647 0.062 Uiso 1 1 calc R . .
C13 C 0.1682(10) 0.0548(10) 0.6073(10) 0.039(2) Uani 1 1 d . . .
C14 C -0.0758(10) 0.1484(11) 0.5788(10) 0.044(2) Uani 1 1 d . . .
C15 C 0.0796(10) 0.2960(10) 0.5043(9) 0.039(2) Uani 1 1 d . . .
C16 C 0.2710(10) 0.4185(11) 0.5726(10) 0.041(2) Uani 1 1 d . . .
C17 C 0.4129(10) 0.1886(10) 0.4962(10) 0.041(2) Uani 1 1 d . . .
C18 C 0.5389(11) 0.3183(11) 0.5397(12) 0.049(3) Uani 1 1 d . . .
N1 N -0.1525(8) 0.3630(8) 0.7405(7) 0.0388(19) Uani 1 1 d . . .
N2 N 0.0877(8) 0.2608(8) 0.7602(7) 0.0330(17) Uani 1 1 d . . .
N3 N 0.2231(7) 0.2022(8) 0.7609(7) 0.0320(17) Uani 1 1 d . . .
N4 N 0.4763(8) 0.0937(8) 0.7387(8) 0.0364(18) Uani 1 1 d . . .
O1 O 0.2647(7) -0.0337(8) 0.5839(8) 0.054(2) Uani 1 1 d . . .
O2 O -0.1300(8) 0.1216(9) 0.5346(8) 0.063(2) Uani 1 1 d . . .
O3 O 0.1224(8) 0.3477(8) 0.4149(7) 0.0528(19) Uani 1 1 d . . .
O4 O 0.1948(9) 0.5096(8) 0.5396(8) 0.0544(19) Uani 1 1 d . . .
O5 O 0.4328(7) 0.1484(7) 0.4125(7) 0.0472(18) Uani 1 1 d . . .
O6 O 0.6257(9) 0.3502(9) 0.4835(11) 0.081(3) Uani 1 1 d . . .
Re1 Re 0.01170(4) 0.19917(4) 0.65643(4) 0.03312(18) Uani 1 1 d . . .
Re2 Re 0.38375(4) 0.26629(4) 0.63657(4) 0.03234(18) 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
Br1 Re1 2.6072(12) . ?
Br2 Re2 2.6157(11) . ?
C1 N1 1.338(13) . ?
C1 C2 1.409(16) . ?
C1 H1 0.9500 . ?
C2 C3 1.371(18) . ?
C2 H2 0.9500 . ?
C3 C4 1.391(17) . ?
C3 H3 0.9500 . ?
C4 C5 1.345(15) . ?
C4 H4 0.9500 . ?
C5 N1 1.371(13) . ?
C5 C6 1.475(15) . ?
C6 N2 1.288(13) . ?
C6 H6 0.9500 . ?
C7 N3 1.289(13) . ?
C7 C8 1.444(14) . ?
C7 H7 0.9500 . ?
C8 N4 1.377(13) . ?
C8 C9 1.378(15) . ?
C9 C10 1.371(16) . ?
C9 H9 0.9500 . ?
C10 C11 1.360(17) . ?
C10 H10 0.9500 . ?
C11 C12 1.384(17) . ?
C11 H11 0.9500 . ?
C12 N4 1.325(14) . ?
C12 H12 0.9500 . ?
C13 O1 1.159(13) . ?
C13 Re1 1.903(11) . ?
C14 O2 1.123(13) . ?
C14 Re1 1.926(11) . ?
C15 O3 1.117(12) . ?
C15 Re1 1.938(11) . ?
C16 O4 1.161(13) . ?
C16 Re2 1.902(12) . ?
C17 O5 1.112(12) . ?
C17 Re2 1.954(10) . ?
C18 O6 1.114(13) . ?
C18 Re2 1.950(12) . ?
N1 Re1 2.187(8) . ?
N2 N3 1.415(11) . ?
N2 Re1 2.149(7) . ?
N3 Re2 2.144(7) . ?
N4 Re2 2.168(8) . ?

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
N1 C1 C2 120.7(10) . . ?
N1 C1 H1 119.7 . . ?
C2 C1 H1 119.7 . . ?
C3 C2 C1 120.1(11) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 118.2(11) . . ?
C2 C3 H3 120.9 . . ?
C4 C3 H3 120.9 . . ?
C5 C4 C3 120.0(11) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 N1 122.6(10) . . ?
C4 C5 C6 123.3(10) . . ?
N1 C5 C6 114.1(8) . . ?
N2 C6 C5 115.2(9) . . ?
N2 C6 H6 122.4 . . ?
C5 C6 H6 122.4 . . ?
N3 C7 C8 115.4(9) . . ?
N3 C7 H7 122.3 . . ?
C8 C7 H7 122.3 . . ?
N4 C8 C9 121.9(9) . . ?
N4 C8 C7 114.6(9) . . ?
C9 C8 C7 123.5(10) . . ?
C10 C9 C8 119.6(11) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C11 C10 C9 119.8(11) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C10 C11 C12 117.5(11) . . ?
C10 C11 H11 121.3 . . ?
C12 C11 H11 121.3 . . ?
N4 C12 C11 125.3(11) . . ?
N4 C12 H12 117.3 . . ?
C11 C12 H12 117.3 . . ?
O1 C13 Re1 175.9(9) . . ?
O2 C14 Re1 178.1(10) . . ?
O3 C15 Re1 177.4(10) . . ?
O4 C16 Re2 175.4(9) . . ?
O5 C17 Re2 176.4(9) . . ?
O6 C18 Re2 178.6(11) . . ?
C1 N1 C5 118.4(9) . . ?
C1 N1 Re1 124.6(7) . . ?
C5 N1 Re1 116.6(6) . . ?
C6 N2 N3 117.2(8) . . ?
C6 N2 Re1 120.6(7) . . ?
N3 N2 Re1 121.9(6) . . ?
C7 N3 N2 116.7(8) . . ?
C7 N3 Re2 120.2(6) . . ?
N2 N3 Re2 123.0(6) . . ?
C12 N4 C8 115.8(9) . . ?
C12 N4 Re2 127.7(8) . . ?
C8 N4 Re2 116.2(6) . . ?
C13 Re1 C14 88.5(4) . . ?
C13 Re1 C15 90.4(4) . . ?
C14 Re1 C15 90.5(4) . . ?
C13 Re1 N2 96.4(3) . . ?
C14 Re1 N2 173.4(4) . . ?
C15 Re1 N2 93.9(4) . . ?
C13 Re1 N1 168.9(4) . . ?
C14 Re1 N1 101.6(4) . . ?
C15 Re1 N1 94.0(4) . . ?
N2 Re1 N1 73.2(3) . . ?
C13 Re1 Br1 92.2(3) . . ?
C14 Re1 Br1 89.6(3) . . ?
C15 Re1 Br1 177.3(3) . . ?
N2 Re1 Br1 85.7(2) . . ?
N1 Re1 Br1 83.4(2) . . ?
C16 Re2 C18 88.7(4) . . ?
C16 Re2 C17 88.8(5) . . ?
C18 Re2 C17 89.1(5) . . ?
C16 Re2 N3 96.2(4) . . ?
C18 Re2 N3 173.1(4) . . ?
C17 Re2 N3 95.7(3) . . ?
C16 Re2 N4 168.9(4) . . ?
C18 Re2 N4 101.4(4) . . ?
C17 Re2 N4 95.8(4) . . ?
N3 Re2 N4 73.3(3) . . ?
C16 Re2 Br2 93.6(3) . . ?
C18 Re2 Br2 88.9(4) . . ?
C17 Re2 Br2 176.9(3) . . ?
N3 Re2 Br2 85.99(19) . . ?
N4 Re2 Br2 82.2(2) . . ?

_diffrn_measured_fraction_theta_max 0.949
_diffrn_reflns_theta_full        61.97
_diffrn_measured_fraction_theta_full 0.949
_refine_diff_density_max         2.588
_refine_diff_density_min         -1.290
_refine_diff_density_rms         0.231
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.130 0.277 0.163 128 44 ' '
2 0.130 0.723 0.837 128 44 ' '
_platon_squeeze_details          ?
####################################################################### 
# 
# 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_8
_database_code_depnum_ccdc_archive 'CCDC 1414737'
_audit_update_record             
;
2015-07-24 deposited with the CCDC.
2015-09-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H7 Cl N3 O3 Re'
_chemical_formula_weight         426.83

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -5.2083 5.8923 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   6.4068(3)
_cell_length_b                   8.8341(5)
_cell_length_c                   14.4493(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.947(3)
_cell_angle_gamma                90.00
_cell_volume                     800.09(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4412
_cell_measurement_theta_min      3.13
_cell_measurement_theta_max      65.82

_exptl_crystal_description       Block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.772
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             396
_exptl_absorpt_coefficient_mu    16.419
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.1702
_exptl_absorpt_correction_T_max  0.2852
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 Estimated minimum and maximum transmission:  0.4486  0.7527  
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4931
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_sigmaI/netI    0.0386
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.13
_diffrn_reflns_theta_max         65.95
_reflns_number_total             2043
_reflns_number_gt                2013
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger.All hydrogen atoms were assigned 
 ideal positions and refined isotropically as riding atoms. Due to the  rotational  disorders, DANG and DFIX commands were used. Solvents, THF and HExane, were squeezed  out since they  show bad disorders. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0823P)²+34.1041P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00
_refine_ls_number_reflns         2043
_refine_ls_number_parameters     148
_refine_ls_number_restraints     112
_refine_ls_R_factor_all          0.0642
_refine_ls_R_factor_gt           0.0638
_refine_ls_wR_factor_ref         0.1866
_refine_ls_wR_factor_gt          0.1864
_refine_ls_goodness_of_fit_ref   1.165
_refine_ls_restrained_S_all      1.436
_refine_ls_shift/su_max          0.010
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.619(3) 0.906(3) 0.2592(13) 0.021(6) Uani 1 1 d GU A 1
H1 H 0.6794 0.9923 0.2935 0.026 Uiso 1 1 calc R A 1
C2 C 0.739(2) 0.774(3) 0.2607(13) 0.030(7) Uani 1 1 d GU A 1
H2 H 0.8814 0.7704 0.2956 0.036 Uiso 1 1 calc R A 1
C3 C 0.649(2) 0.647(3) 0.2111(11) 0.020(6) Uani 1 1 d GU A 1
H3 H 0.7300 0.5567 0.2121 0.023 Uiso 1 1 calc R A 1
C4 C 0.440(2) 0.652(3) 0.1600(11) 0.023(7) Uani 1 1 d GU A 1
H4 H 0.3781 0.5650 0.1260 0.028 Uiso 1 1 calc R A 1
C5 C 0.320(2) 0.784(3) 0.1584(16) 0.031(7) Uani 1 1 d GDU A 1
C6 C 0.104(2) 0.8068(7) 0.1058(19) 0.029(7) Uani 1 1 d DU A 1
H6 H 0.0253 0.7273 0.0706 0.034 Uiso 1 1 calc R A 1
C7 C 0.031(4) 1.288(4) 0.156(2) 0.025(7) Uani 1 1 d DU A 1
C8 C 0.109(4) 1.071(4) 0.3025(16) 0.022(6) Uani 1 1 d DU A 1
C9 C 0.437(4) 1.240(4) 0.265(2) 0.035(7) Uani 1 1 d DU A 1
Cl1 Cl 0.3759(9) 1.145(2) 0.0468(4) 0.0223(14) Uani 1 1 d DU A 1
N1 N 0.414(4) 0.909(4) 0.2075(17) 0.021(5) Uani 1 1 d GU A 1
N2 N 0.0244(16) 0.9391(4) 0.1088(16) 0.017(5) Uani 1 1 d DU A 1
N3 N -0.170(3) 0.971(4) 0.0507(16) 0.029(6) Uani 1 1 d D A 1
H3A H -0.2372 0.9004 0.0126 0.035 Uiso 1 1 calc R A 1
H3B H -0.2278 1.0610 0.0518 0.035 Uiso 1 1 calc R A 1
O1 O 0.561(3) 1.328(4) 0.3015(15) 0.046(7) Uani 1 1 d DU A 1
O2 O -0.085(4) 1.386(4) 0.1307(15) 0.036(6) Uani 1 1 d DU A 1
O3 O 0.055(3) 1.060(3) 0.3741(13) 0.027(5) Uani 1 1 d DU A 1
Re1 Re 0.21945(14) 1.114(2) 0.18871(7) 0.0191(4) Uani 1 1 d U 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
C1 C2 1.3900 . ?
C1 N1 1.37(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.3900 . ?
C2 H2 0.9500 . ?
C3 C4 1.3900 . ?
C3 H3 0.9500 . ?
C4 C5 1.3900 . ?
C4 H4 0.9500 . ?
C5 N1 1.38(3) . ?
C5 C6 1.4500 . ?
C6 N2 1.2800(3) . ?
C6 H6 0.9500 . ?
C7 O2 1.15(2) . ?
C7 Re1 1.95(2) . ?
C8 O3 1.16(2) . ?
C8 Re1 1.96(2) . ?
C9 O1 1.16(2) . ?
C9 Re1 1.94(2) . ?
Cl1 Re1 2.478(6) . ?
N1 Re1 2.18(3) . ?
N2 N3 1.3807(3) . ?
N2 Re1 2.163(19) . ?
N3 H3A 0.8800 . ?
N3 H3B 0.8800 . ?

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 119.2(13) . . ?
C2 C1 H1 120.4 . . ?
N1 C1 H1 120.4 . . ?
C3 C2 C1 120.0 . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 120.0 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C5 C4 C3 120.0 . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 N1 119.0(12) . . ?
C4 C5 C6 126.1(15) . . ?
N1 C5 C6 114.9(18) . . ?
N2 C6 C5 117.2(15) . . ?
N2 C6 H6 121.4 . . ?
C5 C6 H6 121.4 . . ?
O2 C7 Re1 175(3) . . ?
O3 C8 Re1 173(2) . . ?
O1 C9 Re1 171(3) . . ?
C5 N1 C1 122(2) . . ?
C5 N1 Re1 115.1(14) . . ?
C1 N1 Re1 122.9(17) . . ?
C6 N2 N3 118.7(18) . . ?
C6 N2 Re1 118.6(10) . . ?
N3 N2 Re1 122.0(17) . . ?
N2 N3 H3A 120.0 . . ?
N2 N3 H3B 120.0 . . ?
H3A N3 H3B 120.0 . . ?
C9 Re1 C7 91.2(13) . . ?
C9 Re1 C8 88.5(11) . . ?
C7 Re1 C8 92.3(13) . . ?
C9 Re1 N1 94.7(12) . . ?
C7 Re1 N1 172.9(12) . . ?
C8 Re1 N1 91.8(10) . . ?
C9 Re1 N2 168.8(11) . . ?
C7 Re1 N2 99.9(10) . . ?
C8 Re1 N2 92.3(10) . . ?
N1 Re1 N2 74.1(8) . . ?
C9 Re1 Cl1 92.3(10) . . ?
C7 Re1 Cl1 92.9(10) . . ?
C8 Re1 Cl1 174.8(8) . . ?
N1 Re1 Cl1 83.0(7) . . ?
N2 Re1 Cl1 85.8(6) . . ?

_diffrn_measured_fraction_theta_max 0.964
_diffrn_reflns_theta_full        65.95
_diffrn_measured_fraction_theta_full 0.964
_refine_diff_density_max         3.489
_refine_diff_density_min         -4.663
_refine_diff_density_rms         0.368
# SQUEEZE RESULTS
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.100 -0.018 0.500 244 233 ' '
_platon_squeeze_details          ?
####################################################################### 
# 
# 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_9
_database_code_depnum_ccdc_archive 'CCDC 1414738'
_audit_update_record             
;
2015-07-24 deposited with the CCDC.
2015-09-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H7 Br N3 O3 Re'
_chemical_formula_weight         471.29

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.477(3)
_cell_length_b                   8.265(3)
_cell_length_c                   12.881(5)
_cell_angle_alpha                95.607(4)
_cell_angle_beta                 93.095(4)
_cell_angle_gamma                97.211(4)
_cell_volume                     679.3(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2849
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      26.38

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.94
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    2.304
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             432
_exptl_absorpt_coefficient_mu    11.885
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.0316
_exptl_absorpt_correction_T_max  0.7970
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 Estimated minimum and maximum transmission:  0.4378  0.7454 
;

_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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4937
_diffrn_reflns_av_R_equivalents  0.0319
_diffrn_reflns_av_sigmaI/netI    0.0536
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.59
_diffrn_reflns_theta_max         26.40
_reflns_number_total             2677
_reflns_number_gt                2404
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger.All hydrogen atms were assigned ideal
 positions and refined isotropically as riding atoms.Due to the disorder of solvent atoms, CH2Cl2, these atoms were squeezed out by PLATON.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0763P)²+0.0000P] 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         2677
_refine_ls_number_parameters     154
_refine_ls_number_restraints     26
_refine_ls_R_factor_all          0.0457
_refine_ls_R_factor_gt           0.0415
_refine_ls_wR_factor_ref         0.1206
_refine_ls_wR_factor_gt          0.1164
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_restrained_S_all      1.111
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.84816(12) 0.75573(10) 0.91084(7) 0.0197(2) Uani 1 1 d . . .
C1 C 0.9073(13) 0.3913(10) 0.6923(7) 0.0195(17) Uani 1 1 d U . .
H1 H 0.9510 0.4601 0.6426 0.023 Uiso 1 1 calc R . .
C2 C 1.0117(13) 0.2581(11) 0.7074(7) 0.0219(18) Uani 1 1 d U . .
H2 H 1.1222 0.2370 0.6671 0.026 Uiso 1 1 calc R . .
C3 C 0.9501(14) 0.1557(11) 0.7831(7) 0.0256(19) Uani 1 1 d U . .
H3 H 1.0187 0.0659 0.7940 0.031 Uiso 1 1 calc R . .
C4 C 0.7847(14) 0.1901(11) 0.8419(7) 0.0245(19) Uani 1 1 d . . .
H4 H 0.7425 0.1244 0.8936 0.029 Uiso 1 1 calc R . .
C5 C 0.6834(13) 0.3224(10) 0.8231(7) 0.0204(17) Uani 1 1 d . . .
C6 C 0.5000(12) 0.3627(10) 0.8745(7) 0.0181(17) Uani 1 1 d . . .
H6 H 0.4388 0.2962 0.9217 0.022 Uiso 1 1 calc R . .
C7 C 0.4065(11) 0.5649(10) 0.6292(5) 0.0195(17) Uani 1 1 d DU . .
C8 C 0.4416(11) 0.8307(8) 0.7703(7) 0.0188(17) Uani 1 1 d D . .
C9 C 0.7764(13) 0.7585(11) 0.6596(7) 0.0222(18) Uani 1 1 d . . .
N1 N 0.7438(10) 0.4239(8) 0.7481(5) 0.0159(14) Uani 1 1 d . . .
N2 N 0.4245(10) 0.4929(8) 0.8531(5) 0.0160(14) Uani 1 1 d . . .
N3 N 0.2625(11) 0.5437(10) 0.9078(6) 0.0258(17) Uani 1 1 d . . .
H3A H 0.2126 0.4883 0.9559 0.031 Uiso 1 1 calc R . .
H3B H 0.2115 0.6308 0.8937 0.031 Uiso 1 1 calc R . .
O1 O 0.2929(9) 0.5226(8) 0.5573(4) 0.0247(14) Uani 1 1 d D . .
O2 O 0.3528(10) 0.9413(8) 0.7886(6) 0.0350(17) Uani 1 1 d D . .
O3 O 0.8936(10) 0.8200(8) 0.6075(5) 0.0307(15) Uani 1 1 d . . .
Re1 Re 0.58911(4) 0.64278(4) 0.74757(2) 0.01623(15) 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
Br1 Re1 2.6365(11) . ?
C1 N1 1.351(11) . ?
C1 C2 1.386(12) . ?
C1 H1 0.9300 . ?
C2 C3 1.394(13) . ?
C2 H2 0.9300 . ?
C3 C4 1.387(13) . ?
C3 H3 0.9300 . ?
C4 C5 1.378(12) . ?
C4 H4 0.9300 . ?
C5 N1 1.381(11) . ?
C5 C6 1.450(12) . ?
C6 N2 1.284(10) . ?
C6 H6 0.9300 . ?
C7 O1 1.149(2) . ?
C7 Re1 1.887(6) . ?
C8 O2 1.152(2) . ?
C8 Re1 1.930(6) . ?
C9 O3 1.144(11) . ?
C9 Re1 1.934(9) . ?
N1 Re1 2.176(7) . ?
N2 N3 1.380(10) . ?
N2 Re1 2.162(7) . ?
N3 H3A 0.8600 . ?
N3 H3B 0.8600 . ?

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
N1 C1 C2 121.8(8) . . ?
N1 C1 H1 119.1 . . ?
C2 C1 H1 119.1 . . ?
C1 C2 C3 119.7(8) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
C4 C3 C2 118.9(9) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C5 C4 C3 119.4(9) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C4 C5 N1 121.8(8) . . ?
C4 C5 C6 124.0(8) . . ?
N1 C5 C6 114.0(7) . . ?
N2 C6 C5 118.1(7) . . ?
N2 C6 H6 121.0 . . ?
C5 C6 H6 121.0 . . ?
O1 C7 Re1 177.6(8) . . ?
O2 C8 Re1 176.8(8) . . ?
O3 C9 Re1 176.2(8) . . ?
C1 N1 C5 118.4(7) . . ?
C1 N1 Re1 126.0(6) . . ?
C5 N1 Re1 114.9(5) . . ?
C6 N2 N3 119.7(7) . . ?
C6 N2 Re1 117.3(5) . . ?
N3 N2 Re1 122.3(5) . . ?
N2 N3 H3A 120.0 . . ?
N2 N3 H3B 120.0 . . ?
H3A N3 H3B 120.0 . . ?
C7 Re1 C8 89.6(4) . . ?
C7 Re1 C9 89.7(4) . . ?
C8 Re1 C9 90.9(4) . . ?
C7 Re1 N2 95.4(3) . . ?
C8 Re1 N2 97.3(3) . . ?
C9 Re1 N2 170.3(3) . . ?
C7 Re1 N1 95.6(3) . . ?
C8 Re1 N1 170.6(3) . . ?
C9 Re1 N1 96.9(3) . . ?
N2 Re1 N1 74.4(3) . . ?
C7 Re1 Br1 178.9(3) . . ?
C8 Re1 Br1 90.2(3) . . ?
C9 Re1 Br1 89.2(3) . . ?
N2 Re1 Br1 85.69(18) . . ?
N1 Re1 Br1 84.75(18) . . ?

_diffrn_measured_fraction_theta_max 0.962
_diffrn_reflns_theta_full        26.40
_diffrn_measured_fraction_theta_full 0.962
_refine_diff_density_max         3.400
_refine_diff_density_min         -2.705
_refine_diff_density_rms         0.323
# SQUEEZE RESULTS
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 1.000 0.500 85 50 ' '
_platon_squeeze_details          ?

#==END

