# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1414405'
_audit_update_record             
;
2015-09-08 deposited with the CCDC.
2015-09-08 downloaded from the CCDC.
;

_audit_creation_date             2015-02-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2013-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C8 H7 Cl N3 O3 Re'
_chemical_formula_sum            'C8 H7 Cl N3 O3 Re'
_chemical_formula_weight         414.82
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C8 H6 Cl1 N3 O3 Re1'
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'
Cl Cl 0.3639 0.7018 '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'
Re Re -5.2083 5.8923 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   6.5720(6)
_cell_length_b                   9.0667(7)
_cell_length_c                   10.3877(7)
_cell_angle_alpha                103.633(6)
_cell_angle_beta                 103.439(7)
_cell_angle_gamma                104.924(7)
_cell_volume                     552.19(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1727
_cell_measurement_temperature    566(2)
_cell_measurement_theta_max      74.9690
_cell_measurement_theta_min      4.6080
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    23.758
_exptl_absorpt_correction_T_max  0.532
_exptl_absorpt_correction_T_min  0.155
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.495
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.2694
_exptl_crystal_size_mid          0.172
_exptl_crystal_size_min          0.0731
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0702
_diffrn_reflns_av_unetI/netI     0.0965
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.938
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            3085
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.938
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.766
_diffrn_reflns_theta_min         4.611
_diffrn_ambient_temperature      566.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4757
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.938
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   15.00  113.00   1.0000    1.2250
omega____ theta____ kappa____ phi______ frames
    -       40.9313   57.0000  -30.0000 98

#__ type_ start__ end____ width___ exp.time_
  2 omega   69.00   95.00   1.0000    4.9000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000  -30.0000 26

#__ type_ start__ end____ width___ exp.time_
  3 omega   43.00   93.00   1.0000    4.9000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000   60.0000 50

#__ type_ start__ end____ width___ exp.time_
  4 omega   59.00   91.00   1.0000    4.9000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  120.0000 32

#__ type_ start__ end____ width___ exp.time_
  5 omega   47.00   98.00   1.0000    4.9000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000   90.0000 51

#__ type_ start__ end____ width___ exp.time_
  6 omega   39.00  112.00   1.0000    4.9000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -125.0000   60.0000 73

#__ type_ start__ end____ width___ exp.time_
  7 omega   41.00   94.00   1.0000    4.9000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000  -60.0000 53

#__ type_ start__ end____ width___ exp.time_
  8 omega   37.00   77.00   1.0000    4.9000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  -90.0000 40

#__ type_ start__ end____ width___ exp.time_
  9 omega   48.00  109.00   1.0000    4.9000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000 -180.0000 61

#__ type_ start__ end____ width___ exp.time_
 10 omega   36.00   91.00   1.0000    4.9000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000 -180.0000 55

#__ type_ start__ end____ width___ exp.time_
 11 omega   86.00  174.00   1.0000    4.9000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   45.0000 -180.0000 88

#__ type_ start__ end____ width___ exp.time_
 12 omega   86.00  171.00   1.0000    4.9000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   45.0000   90.0000 85

#__ type_ start__ end____ width___ exp.time_
 13 omega   13.00  117.00   1.0000    1.2250
omega____ theta____ kappa____ phi______ frames
    -       40.9313   77.0000 -150.0000 104

#__ type_ start__ end____ width___ exp.time_
 14 omega    1.00   81.00   1.0000    1.2250
omega____ theta____ kappa____ phi______ frames
    -       40.9313  -99.0000   90.0000 80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.2238531000
_diffrn_orient_matrix_UB_12      0.1377575000
_diffrn_orient_matrix_UB_13      0.0594359000
_diffrn_orient_matrix_UB_21      0.1037460000
_diffrn_orient_matrix_UB_22      -0.1068949000
_diffrn_orient_matrix_UB_23      -0.0833672000
_diffrn_orient_matrix_UB_31      -0.0658267000
_diffrn_orient_matrix_UB_32      0.0625464000
_diffrn_orient_matrix_UB_33      -0.1237725000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1893
_reflns_number_total             2158
_reflns_odcompleteness_completeness 98.53
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01)'
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.536
_refine_diff_density_min         -1.752
_refine_diff_density_rms         0.294
_refine_ls_extinction_coef       0.0104(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         2158
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0473
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0389P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1032
_refine_ls_wR_factor_ref         0.1100
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), N3(H3)
2.b Idealised Me refined as rotating group:
 C22(H22a,H22b,H22c)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6803(18) 0.1202(11) 0.7985(10) 0.035(2) Uani 1 1 d . . . . .
C2 C 0.4408(18) 0.1939(14) 0.9588(15) 0.043(2) Uani 1 1 d . . . . .
C3 C 0.234(2) 0.0325(14) 0.6870(13) 0.045(2) Uani 1 1 d . . . . .
C11 C 0.5055(19) 0.2507(13) 0.4883(10) 0.038(2) Uani 1 1 d . . . . .
H11 H 0.3987 0.1525 0.4329 0.046 Uiso 1 1 calc R . . . .
C12 C 0.634(2) 0.3585(15) 0.4370(10) 0.042(2) Uani 1 1 d . . . . .
H12 H 0.6330 0.3444 0.3451 0.050 Uiso 1 1 calc R . . . .
C13 C 0.7606(19) 0.4872(14) 0.5503(12) 0.042(2) Uani 1 1 d . . . . .
H13 H 0.8616 0.5807 0.5508 0.050 Uiso 1 1 calc R . . . .
C21 C 0.7957(16) 0.5420(11) 0.8059(10) 0.0307(17) Uani 1 1 d . . . . .
C22 C 0.957(2) 0.7032(13) 0.8473(13) 0.048(2) Uani 1 1 d . . . . .
H22A H 0.9956 0.7522 0.9462 0.071 Uiso 1 1 calc GR . . . .
H22B H 0.8930 0.7673 0.7997 0.071 Uiso 1 1 calc GR . . . .
H22C H 1.0871 0.6961 0.8233 0.071 Uiso 1 1 calc GR . . . .
Cl1 Cl 0.2065(4) 0.3872(3) 0.7767(2) 0.0380(5) Uani 1 1 d . . . . .
N1 N 0.5554(13) 0.3064(8) 0.6230(7) 0.0245(13) Uani 1 1 d . . . . .
N2 N 0.7122(13) 0.4547(10) 0.6637(8) 0.0294(15) Uani 1 1 d . . . . .
N3 N 0.7169(14) 0.4687(9) 0.8850(8) 0.0307(15) Uani 1 1 d . . . . .
H3 H 0.7621 0.5137 0.9738 0.037 Uiso 1 1 calc R . . . .
O1 O 0.8005(16) 0.0511(10) 0.8009(9) 0.0479(18) Uani 1 1 d . . . . .
O2 O 0.4302(19) 0.1702(13) 1.0644(10) 0.060(3) Uani 1 1 d . . . . .
O3 O 0.0957(19) -0.0878(11) 0.6235(12) 0.066(3) Uani 1 1 d . . . . .
Re1 Re 0.47074(7) 0.23224(4) 0.79248(4) 0.0292(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 O1 1.127(14) . ?
C1 Re1 1.908(11) . ?
C2 O2 1.180(15) . ?
C2 Re1 1.885(12) . ?
C3 O3 1.151(17) . ?
C3 Re1 1.928(13) . ?
C11 H11 0.9300 . ?
C11 C12 1.409(15) . ?
C11 N1 1.300(12) . ?
C12 H12 0.9300 . ?
C12 C13 1.355(18) . ?
C13 H13 0.9300 . ?
C13 N2 1.366(11) . ?
C21 C22 1.462(14) . ?
C21 N2 1.399(13) . ?
C21 N3 1.289(12) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
Cl1 Re1 2.500(2) . ?
N1 N2 1.365(11) . ?
N1 Re1 2.164(6) . ?
N3 H3 0.8600 . ?
N3 Re1 2.158(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
O1 C1 Re1 178.6(9) . . ?
O2 C2 Re1 177.5(10) . . ?
O3 C3 Re1 179.0(12) . . ?
C12 C11 H11 124.4 . . ?
N1 C11 H11 124.4 . . ?
N1 C11 C12 111.2(10) . . ?
C11 C12 H12 127.4 . . ?
C13 C12 C11 105.1(8) . . ?
C13 C12 H12 127.4 . . ?
C12 C13 H13 126.3 . . ?
C12 C13 N2 107.4(9) . . ?
N2 C13 H13 126.3 . . ?
N2 C21 C22 117.5(8) . . ?
N3 C21 C22 127.8(10) . . ?
N3 C21 N2 114.7(8) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C11 N1 N2 106.4(7) . . ?
C11 N1 Re1 139.2(7) . . ?
N2 N1 Re1 114.4(5) . . ?
C13 N2 C21 132.0(9) . . ?
N1 N2 C13 109.8(8) . . ?
N1 N2 C21 118.1(7) . . ?
C21 N3 H3 120.3 . . ?
C21 N3 Re1 119.5(7) . . ?
Re1 N3 H3 120.3 . . ?
C1 Re1 C3 89.9(5) . . ?
C1 Re1 Cl1 176.8(2) . . ?
C1 Re1 N1 89.9(3) . . ?
C1 Re1 N3 95.0(4) . . ?
C2 Re1 C1 87.9(4) . . ?
C2 Re1 C3 89.5(5) . . ?
C2 Re1 Cl1 95.0(3) . . ?
C2 Re1 N1 170.7(4) . . ?
C2 Re1 N3 97.8(4) . . ?
C3 Re1 Cl1 91.5(4) . . ?
C3 Re1 N1 99.6(4) . . ?
C3 Re1 N3 171.4(4) . . ?
N1 Re1 Cl1 87.0(2) . . ?
N3 Re1 Cl1 83.3(2) . . ?
N3 Re1 N1 73.3(3) . . ?

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
C11 C12 C13 N2 1.5(12) . . . . ?
C11 N1 N2 C13 -1.2(11) . . . . ?
C11 N1 N2 C21 180.0(8) . . . . ?
C12 C11 N1 N2 2.2(12) . . . . ?
C12 C11 N1 Re1 -176.0(7) . . . . ?
C12 C13 N2 C21 178.3(10) . . . . ?
C12 C13 N2 N1 -0.2(11) . . . . ?
C22 C21 N2 C13 4.0(16) . . . . ?
C22 C21 N2 N1 -177.5(9) . . . . ?
C22 C21 N3 Re1 177.9(9) . . . . ?
N1 C11 C12 C13 -2.4(13) . . . . ?
N2 C21 N3 Re1 -1.3(11) . . . . ?
N3 C21 N2 C13 -176.8(10) . . . . ?
N3 C21 N2 N1 1.7(12) . . . . ?
Re1 N1 N2 C13 177.5(6) . . . . ?
Re1 N1 N2 C21 -1.3(10) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 -5 5 0.0321 -0.0030 -4.9971 4.9979 -0.3920 0.1172 -0.9310
0 5 -5 0.0411 0.0030 4.9971 -4.9979 0.3920 -0.1172 0.9310
0 5 0 0.0923 0.0010 4.9968 0.0033 0.6888 -0.5343 0.3121
0 -5 0 0.0233 -0.0010 -4.9968 -0.0033 -0.6888 0.5343 -0.3121
-4 3 3 0.1025 -4.0009 2.9993 3.0003 -0.3041 -0.9858 0.0796
4 -3 -3 0.0695 4.0009 -2.9993 -3.0003 0.3041 0.9858 -0.0796
-2 4 -4 0.1031 -1.9976 3.9984 -3.9995 -0.1341 -0.3012 0.8766
2 -4 4 0.0861 1.9976 -3.9984 3.9995 0.1341 0.3012 -0.8766

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

data_2
_database_code_depnum_ccdc_archive 'CCDC 1414406'
_audit_update_record             
;
2015-09-08 deposited with the CCDC.
2015-09-08 downloaded from the CCDC.
;

_audit_creation_date             2015-09-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3151 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2013-3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10 H11 Cl N3 O3 Re, 0.8(C4 H8 O)'
_chemical_formula_sum            'C13.20 H17.40 Cl N3 O3.80 Re'
_chemical_formula_weight         500.55
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   11.7779(11)
_cell_length_b                   16.2401(12)
_cell_length_c                   10.3889(9)
_cell_angle_alpha                90
_cell_angle_beta                 110.011(10)
_cell_angle_gamma                90
_cell_volume                     1867.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2600
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.4210
_cell_measurement_theta_min      3.2590
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.670
_exptl_absorpt_correction_T_max  0.582
_exptl_absorpt_correction_T_min  0.100
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.781
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.6978
_exptl_crystal_size_mid          0.1868
_exptl_crystal_size_min          0.064
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0799
_diffrn_reflns_av_unetI/netI     0.1055
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.805
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7163
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.805
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.925
_diffrn_reflns_theta_min         2.434
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4757
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.805
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega    8.00   72.00   1.0000   20.8850
omega____ theta____ kappa____ phi______ frames
    -        9.8631   37.0000 -180.0000 64

#__ type_ start__ end____ width___ exp.time_
  2 omega  -54.00   30.00   1.0000   20.8850
omega____ theta____ kappa____ phi______ frames
    -        9.8631  -77.0000   60.0000 84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0555707000
_diffrn_orient_matrix_UB_12      0.0155837000
_diffrn_orient_matrix_UB_13      0.0022166000
_diffrn_orient_matrix_UB_21      0.0103933000
_diffrn_orient_matrix_UB_22      0.0376436000
_diffrn_orient_matrix_UB_23      -0.0287211000
_diffrn_orient_matrix_UB_31      -0.0301076000
_diffrn_orient_matrix_UB_32      -0.0157780000
_diffrn_orient_matrix_UB_33      -0.0666530000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2137
_reflns_number_total             3966
_reflns_odcompleteness_completeness 95.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.

A THF solvent molecule is present in the unit cell, but the
poor quality of the crystal precluded its refinement as a 
disordered molecule. The occupancy has been fixed to 80%
and SIMU and DELU restraints have been added to get a 
reasonable model.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies, Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) (compiled Jan 14 2014,18:38:05)'
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies, Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) (compiled Jan 14 2014,18:38:05)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         2.132
_refine_diff_density_min         -3.302
_refine_diff_density_rms         0.277
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     202
_refine_ls_number_reflns         3966
_refine_ls_number_restraints     67
_refine_ls_R_factor_all          0.1388
_refine_ls_R_factor_gt           0.0887
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1708P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2417
_refine_ls_wR_factor_ref         0.3216
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 O91, C91, C92, C93, C94
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 Re1, C1, O1
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 Re1, C2, O2
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 Re1, C3, O3
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
O91 \\sim C91 \\sim C92 \\sim C93 \\sim C94: within 1.7A with sigma of 0.04 and
sigma for terminal atoms of 0.08
Re1 \\sim C1 \\sim O1: within 1.7A with sigma of 0.04 and sigma for terminal
atoms of 0.08
Re1 \\sim C2 \\sim O2: within 1.7A with sigma of 0.04 and sigma for terminal
atoms of 0.08
Re1 \\sim C3 \\sim O3: within 1.7A with sigma of 0.04 and sigma for terminal
atoms of 0.08
4. Others
 Fixed Sof: O91(0.8) C94(0.8) H94A(0.8) H94B(0.8) C93(0.8) H93A(0.8) H93B(0.8)
 C92(0.8) H92A(0.8) H92B(0.8) C91(0.8) H91A(0.8) H91B(0.8)
5.a Free rotating group:
 O91(C94,C93,C92,C91)
5.b Secondary CH2 refined with riding coordinates:
 C94(H94A,H94B), C93(H93A,H93B), C92(H92A,H92B), C91(H91A,H91B)
5.c Aromatic/amide H refined with riding coordinates:
 C12(H12), N3(H3)
5.d Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.879(2) -0.9816(18) -0.273(3) 0.122(8) Uani 1 1 d . U . . .
C2 C -0.7295(13) -0.9285(11) -0.0278(19) 0.074(5) Uani 1 1 d . U . . .
C3 C -0.7806(17) -0.8350(11) -0.2652(17) 0.087(6) Uani 1 1 d . U . . .
C11 C -0.7157(18) -0.9578(11) -0.5269(17) 0.074(5) Uani 1 1 d . . . . .
C12 C -0.6759(19) -1.0185(13) -0.6008(17) 0.091(6) Uani 1 1 d . . . . .
H12 H -0.6859 -1.0174 -0.6935 0.109 Uiso 1 1 calc R . . . .
C13 C -0.6202(15) -1.0786(11) -0.5088(16) 0.068(4) Uani 1 1 d . . . . .
C14 C -0.780(2) -0.8802(12) -0.571(2) 0.109(7) Uani 1 1 d . . . . .
H14A H -0.8029 -0.8751 -0.6685 0.163 Uiso 1 1 calc GR . . . .
H14B H -0.7281 -0.8351 -0.5275 0.163 Uiso 1 1 calc GR . . . .
H14C H -0.8508 -0.8793 -0.5452 0.163 Uiso 1 1 calc GR . . . .
C15 C -0.5667(17) -1.1588(12) -0.5351(16) 0.084(5) Uani 1 1 d . . . . .
H15A H -0.6138 -1.2040 -0.5211 0.126 Uiso 1 1 calc GR . . . .
H15B H -0.4851 -1.1637 -0.4732 0.126 Uiso 1 1 calc GR . . . .
H15C H -0.5674 -1.1597 -0.6278 0.126 Uiso 1 1 calc GR . . . .
C21 C -0.5957(16) -1.0953(10) -0.2606(15) 0.068(4) Uani 1 1 d . . . . .
C22 C -0.522(2) -1.1700(12) -0.236(2) 0.094(6) Uani 1 1 d . . . . .
H22A H -0.5702 -1.2147 -0.2876 0.141 Uiso 1 1 calc GR . . . .
H22B H -0.4947 -1.1831 -0.1406 0.141 Uiso 1 1 calc GR . . . .
H22C H -0.4542 -1.1613 -0.2654 0.141 Uiso 1 1 calc GR . . . .
Cl1 Cl -0.5090(4) -0.8838(3) -0.1493(4) 0.0800(12) Uani 1 1 d . . . . .
N1 N -0.6898(11) -0.9833(8) -0.3978(12) 0.064(3) Uani 1 1 d . . . . .
N2 N -0.6319(16) -1.0579(8) -0.3869(16) 0.077(4) Uani 1 1 d . . . . .
N3 N -0.6226(12) -1.0581(6) -0.1677(13) 0.058(3) Uani 1 1 d . . . . .
H3 H -0.6033 -1.0792 -0.0872 0.070 Uiso 1 1 calc R . . . .
O1 O -0.9740(15) -1.0103(13) -0.306(2) 0.142(7) Uani 1 1 d . U . . .
O2 O -0.7389(17) -0.9172(12) 0.0705(15) 0.115(5) Uani 1 1 d . U . . .
O3 O -0.8181(17) -0.7696(10) -0.2947(17) 0.132(6) Uani 1 1 d . U . . .
Re1 Re -0.71683(6) -0.94183(4) -0.21059(7) 0.0704(4) Uani 1 1 d . U . . .
O91 O -0.7983(17) -1.2548(13) -0.446(3) 0.152(7) Uani 0.8 1 d . U P A -1
C94 C -0.874(2) -1.2293(14) -0.370(3) 0.160(10) Uani 0.8 1 d G U P A -1
H94A H -0.9070 -1.1749 -0.3985 0.192 Uiso 0.8 1 calc R . P A -1
H94B H -0.8280 -1.2278 -0.2726 0.192 Uiso 0.8 1 calc R . P A -1
C93 C -0.9760(19) -1.2931(18) -0.400(3) 0.160(10) Uani 0.8 1 d G U P A -1
H93A H -1.0433 -1.2789 -0.4817 0.192 Uiso 0.8 1 calc R . P A -1
H93B H -1.0048 -1.2988 -0.3235 0.192 Uiso 0.8 1 calc R . P A -1
C92 C -0.912(2) -1.3717(13) -0.421(3) 0.154(9) Uani 0.8 1 d G U P A -1
H92A H -0.8647 -1.3967 -0.3347 0.185 Uiso 0.8 1 calc R . P A -1
H92B H -0.9686 -1.4117 -0.4769 0.185 Uiso 0.8 1 calc R . P A -1
C91 C -0.830(2) -1.3375(15) -0.496(3) 0.157(9) Uani 0.8 1 d G U P A -1
H91A H -0.7579 -1.3711 -0.4773 0.189 Uiso 0.8 1 calc R . P A -1
H91B H -0.8724 -1.3371 -0.5946 0.189 Uiso 0.8 1 calc R . P A -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.15(2) . ?
C1 Re1 1.91(2) . ?
C2 O2 1.08(2) . ?
C2 Re1 1.967(17) . ?
C3 O3 1.15(2) . ?
C3 Re1 1.898(19) . ?
C11 C12 1.42(3) . ?
C11 C14 1.46(3) . ?
C11 N1 1.34(2) . ?
C12 C13 1.37(3) . ?
C13 C15 1.51(2) . ?
C13 N2 1.363(18) . ?
C21 C22 1.46(2) . ?
C21 N2 1.37(2) . ?
C21 N3 1.267(19) . ?
Cl1 Re1 2.494(4) . ?
N1 N2 1.377(17) . ?
N1 Re1 2.182(11) . ?
N3 Re1 2.157(11) . ?
O91 C94 1.4440 . ?
O91 C91 1.4432 . ?
C94 C93 1.5341 . ?
C93 C92 1.5388 . ?
C92 C91 1.5345 . ?

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
O1 C1 Re1 176(3) . . ?
O2 C2 Re1 176(2) . . ?
O3 C3 Re1 178.2(15) . . ?
C12 C11 C14 131.3(18) . . ?
N1 C11 C12 108.8(17) . . ?
N1 C11 C14 119.8(17) . . ?
C13 C12 C11 106.6(15) . . ?
C12 C13 C15 128.3(14) . . ?
N2 C13 C12 107.3(16) . . ?
N2 C13 C15 124.1(16) . . ?
N2 C21 C22 120.2(14) . . ?
N3 C21 C22 123.6(15) . . ?
N3 C21 N2 116.1(14) . . ?
C11 N1 N2 107.0(13) . . ?
C11 N1 Re1 138.3(12) . . ?
N2 N1 Re1 114.7(9) . . ?
C13 N2 C21 133.0(15) . . ?
C13 N2 N1 110.2(14) . . ?
C21 N2 N1 116.8(12) . . ?
C21 N3 Re1 120.4(10) . . ?
C1 Re1 C2 88.1(8) . . ?
C1 Re1 Cl1 174.9(9) . . ?
C1 Re1 N1 91.6(8) . . ?
C1 Re1 N3 99.1(10) . . ?
C2 Re1 Cl1 96.0(4) . . ?
C2 Re1 N1 167.7(7) . . ?
C2 Re1 N3 95.8(7) . . ?
C3 Re1 C1 87.7(11) . . ?
C3 Re1 C2 92.0(8) . . ?
C3 Re1 Cl1 89.1(6) . . ?
C3 Re1 N1 100.3(6) . . ?
C3 Re1 N3 169.8(7) . . ?
N1 Re1 Cl1 85.1(3) . . ?
N3 Re1 Cl1 83.5(3) . . ?
N3 Re1 N1 72.1(5) . . ?
C91 O91 C94 109.4 . . ?
O91 C94 C93 106.4 . . ?
C94 C93 C92 101.5 . . ?
C91 C92 C93 101.5 . . ?
O91 C91 C92 106.4 . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1 0 0 0.0320 0.9984 0.0056 0.0040 -0.0554 0.0105 -0.0304
-1 0 0 0.0320 -0.9984 -0.0056 -0.0040 0.0554 -0.0105 0.0304
0 1 1 0.2601 0.0004 0.9973 1.0023 0.0177 0.0088 -0.0826
0 -1 -1 0.1881 -0.0004 -0.9973 -1.0023 -0.0177 -0.0088 0.0826
0 1 0 0.0934 -0.0007 0.9978 -0.0019 0.0156 0.0376 -0.0156
0 -1 0 0.0934 0.0007 -0.9978 0.0019 -0.0156 -0.0376 0.0156

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

data_7
_database_code_depnum_ccdc_archive 'CCDC 1414407'
_audit_update_record             
;
2015-09-08 deposited with the CCDC.
2015-09-08 downloaded from the CCDC.
;

_audit_creation_date             2015-08-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3151 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H13 Br N3 O3 Re, C4 H8 O'
_chemical_formula_sum            'C19 H21 Br N3 O4 Re'
_chemical_formula_weight         621.50
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

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

_cell_length_a                   8.1347(2)
_cell_length_b                   14.0546(4)
_cell_length_c                   19.7121(6)
_cell_angle_alpha                90
_cell_angle_beta                 99.020(3)
_cell_angle_gamma                90
_cell_volume                     2225.83(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2992
_cell_measurement_temperature    293
_cell_measurement_theta_max      27.7647
_cell_measurement_theta_min      2.5350
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    7.282
_exptl_absorpt_correction_T_max  0.462
_exptl_absorpt_correction_T_min  0.152
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.855
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          0.5843
_exptl_crystal_size_mid          0.1981
_exptl_crystal_size_min          0.1311
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_av_unetI/netI     0.0531
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.846
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            7430
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.846
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.750
_diffrn_reflns_theta_min         2.545
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4757
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.846
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   34.00  123.00   1.0000   10.9600
omega____ theta____ kappa____ phi______ frames
    -       19.5043  179.0000 -180.0000 89

#__ type_ start__ end____ width___ exp.time_
  2 omega  -74.00   27.00   1.0000   10.9600
omega____ theta____ kappa____ phi______ frames
    -       19.5043  -37.0000 -120.0000 101
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0305253000
_diffrn_orient_matrix_UB_12      0.0432854000
_diffrn_orient_matrix_UB_13      0.0156848000
_diffrn_orient_matrix_UB_21      -0.0332257000
_diffrn_orient_matrix_UB_22      0.0251622000
_diffrn_orient_matrix_UB_23      -0.0302312000
_diffrn_orient_matrix_UB_31      -0.0758929000
_diffrn_orient_matrix_UB_32      0.0063933000
_diffrn_orient_matrix_UB_33      0.0129145000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3348
_reflns_number_total             4442
_reflns_odcompleteness_completeness 94.33
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.

A disordered THF molecule is present in the unit cell and 
has been refined including two idealized THF molecules
as rigid groups and restrainig the sum of their
occupancies to be 1. SIMU and DELU restraints were also 
added to get reasonable ellipsoids.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39)'
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.719
_refine_diff_density_min         -0.572
_refine_diff_density_rms         0.109
_refine_ls_extinction_coef       0.00070(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         4442
_refine_ls_number_restraints     80
_refine_ls_R_factor_all          0.0565
_refine_ls_R_factor_gt           0.0360
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0242P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0633
_refine_ls_wR_factor_ref         0.0727
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 O80, C81, C82, C83, C84
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O90, C91, C92, C93, C94
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
O80 \\sim C81 \\sim C82 \\sim C83 \\sim C84: within 1.7A with sigma of 0.04 and
sigma for terminal atoms of 0.08
O90 \\sim C91 \\sim C92 \\sim C93 \\sim C94: within 1.7A with sigma of 0.04 and
sigma for terminal atoms of 0.08
4. Others
 Sof(O90)=Sof(C91)=Sof(H91A)=Sof(H91B)=Sof(C92)=Sof(H92A)=Sof(H92B)=Sof(C93)=
 Sof(H93A)=Sof(H93B)=Sof(C94)=Sof(H94A)=Sof(H94B)=1-FVAR(1)
 Sof(O80)=Sof(C84)=Sof(H84A)=Sof(H84B)=Sof(C83)=Sof(H83A)=Sof(H83B)=Sof(C82)=
 Sof(H82A)=Sof(H82B)=Sof(C81)=Sof(H81A)=Sof(H81B)=FVAR(1)
5.a Free rotating group:
 O80(C84,C83,C82,C81), O90(C91,C92,C93,C94)
5.b Secondary CH2 refined with riding coordinates:
 C84(H84A,H84B), C83(H83A,H83B), C82(H82A,H82B), C81(H81A,H81B), C91(H91A,
 H91B), C92(H92A,H92B), C93(H93A,H93B), C94(H94A,H94B)
5.c Aromatic/amide H refined with riding coordinates:
 N3(H3), C12(H12), C27(H27), C26(H26), C23(H23), C25(H25), C24(H24)
5.d Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Re1 Re -0.26151(3) -0.80647(2) -0.52133(2) 0.04739(11) Uani 1 1 d . . . . .
Br1 Br -0.40857(7) -0.65635(5) -0.58297(4) 0.0736(2) Uani 1 1 d . . . . .
N1 N -0.0548(5) -0.7098(3) -0.4927(3) 0.0497(12) Uani 1 1 d . . . . .
O2 O -0.5844(5) -0.9208(3) -0.5438(2) 0.0780(15) Uani 1 1 d . . . . .
N3 N -0.3012(5) -0.7378(4) -0.4290(3) 0.0595(14) Uani 1 1 d . . . . .
H3 H -0.3866 -0.7530 -0.4106 0.071 Uiso 1 1 calc R . . . .
O1 O -0.0862(5) -0.9733(3) -0.4418(3) 0.0843(15) Uani 1 1 d . . . . .
N2 N -0.0660(5) -0.6554(3) -0.4352(3) 0.0521(13) Uani 1 1 d . . . . .
C11 C 0.0799(7) -0.6813(4) -0.5153(4) 0.0566(17) Uani 1 1 d . . . . .
C21 C -0.2015(7) -0.6750(4) -0.4008(3) 0.0531(16) Uani 1 1 d . . . . .
O3 O -0.1838(6) -0.8832(4) -0.6588(3) 0.0924(17) Uani 1 1 d . . . . .
C1 C -0.1519(7) -0.9098(5) -0.4729(3) 0.0587(17) Uani 1 1 d . . . . .
C22 C -0.2213(7) -0.6250(5) -0.3367(3) 0.0559(16) Uani 1 1 d . . . . .
C2 C -0.4613(7) -0.8786(4) -0.5352(3) 0.0563(16) Uani 1 1 d . . . . .
C13 C 0.0679(7) -0.5935(5) -0.4221(4) 0.0647(18) Uani 1 1 d . . . . .
C3 C -0.2113(7) -0.8547(5) -0.6077(4) 0.0610(17) Uani 1 1 d . . . . .
C14 C 0.1321(7) -0.7249(5) -0.5774(4) 0.080(2) Uani 1 1 d . . . . .
H14A H 0.1440 -0.7924 -0.5710 0.120 Uiso 1 1 calc GR . . . .
H14B H 0.2366 -0.6982 -0.5846 0.120 Uiso 1 1 calc GR . . . .
H14C H 0.0493 -0.7123 -0.6167 0.120 Uiso 1 1 calc GR . . . .
C12 C 0.1584(7) -0.6110(5) -0.4730(4) 0.072(2) Uani 1 1 d . . . . .
H12 H 0.2571 -0.5808 -0.4785 0.087 Uiso 1 1 calc R . . . .
C27 C -0.1500(8) -0.6628(5) -0.2746(4) 0.076(2) Uani 1 1 d . . . . .
H27 H -0.0844 -0.7171 -0.2737 0.091 Uiso 1 1 calc R . . . .
C26 C -0.1746(10) -0.6216(7) -0.2143(4) 0.098(3) Uani 1 1 d . . . . .
H26 H -0.1240 -0.6468 -0.1726 0.117 Uiso 1 1 calc R . . . .
C23 C -0.3188(9) -0.5468(5) -0.3383(4) 0.086(2) Uani 1 1 d . . . . .
H23 H -0.3681 -0.5211 -0.3800 0.104 Uiso 1 1 calc R . . . .
C15 C 0.0971(8) -0.5247(5) -0.3642(4) 0.094(3) Uani 1 1 d . . . . .
H15A H 0.0017 -0.4842 -0.3655 0.142 Uiso 1 1 calc GR . . . .
H15B H 0.1932 -0.4867 -0.3681 0.142 Uiso 1 1 calc GR . . . .
H15C H 0.1153 -0.5588 -0.3215 0.142 Uiso 1 1 calc GR . . . .
C25 C -0.2744(10) -0.5427(7) -0.2156(5) 0.110(3) Uani 1 1 d . . . . .
H25 H -0.2935 -0.5153 -0.1746 0.132 Uiso 1 1 calc R . . . .
C24 C -0.3449(10) -0.5048(7) -0.2760(5) 0.112(3) Uani 1 1 d . . . . .
H24 H -0.4111 -0.4508 -0.2766 0.135 Uiso 1 1 calc R . . . .
O80 O -0.5838(18) -0.7812(9) -0.3662(8) 0.082(5) Uani 0.463(17) 1 d . U P A 1
C84 C -0.604(2) -0.7496(9) -0.2984(9) 0.098(7) Uani 0.463(17) 1 d G U P A 1
H84A H -0.6549 -0.6869 -0.3006 0.117 Uiso 0.463(17) 1 calc R . P A 1
H84B H -0.4974 -0.7464 -0.2688 0.117 Uiso 0.463(17) 1 calc R . P A 1
C83 C -0.718(2) -0.8227(13) -0.2709(8) 0.155(10) Uani 0.463(17) 1 d G U P A 1
H83A H -0.8343 -0.8071 -0.2847 0.187 Uiso 0.463(17) 1 calc R . P A 1
H83B H -0.6937 -0.8275 -0.2213 0.187 Uiso 0.463(17) 1 calc R . P A 1
C82 C -0.670(4) -0.9146(9) -0.3057(10) 0.178(10) Uani 0.463(17) 1 d G U P A 1
H82A H -0.5691 -0.9423 -0.2810 0.214 Uiso 0.463(17) 1 calc R . P A 1
H82B H -0.7592 -0.9612 -0.3095 0.214 Uiso 0.463(17) 1 calc R . P A 1
C81 C -0.645(2) -0.8774(10) -0.3765(8) 0.103(7) Uani 0.463(17) 1 d G U P A 1
H81A H -0.5644 -0.9166 -0.3953 0.124 Uiso 0.463(17) 1 calc R . P A 1
H81B H -0.7488 -0.8784 -0.4081 0.124 Uiso 0.463(17) 1 calc R . P A 1
O90 O -0.5364(14) -0.8142(13) -0.3499(8) 0.122(6) Uani 0.537(17) 1 d . U P A 2
C91 C -0.6991(16) -0.8445(12) -0.3828(5) 0.118(7) Uani 0.537(17) 1 d G U P A 2
H91A H -0.6899 -0.8991 -0.4120 0.142 Uiso 0.537(17) 1 calc R . P A 2
H91B H -0.7547 -0.7936 -0.4106 0.142 Uiso 0.537(17) 1 calc R . P A 2
C92 C -0.7968(14) -0.8708(11) -0.3248(7) 0.087(5) Uani 0.537(17) 1 d G U P A 2
H92A H -0.7779 -0.9365 -0.3107 0.105 Uiso 0.537(17) 1 calc R . P A 2
H92B H -0.9152 -0.8602 -0.3383 0.105 Uiso 0.537(17) 1 calc R . P A 2
C93 C -0.7217(18) -0.8015(11) -0.2678(6) 0.147(8) Uani 0.537(17) 1 d G U P A 2
H93A H -0.7717 -0.7388 -0.2745 0.176 Uiso 0.537(17) 1 calc R . P A 2
H93B H -0.7346 -0.8250 -0.2227 0.176 Uiso 0.537(17) 1 calc R . P A 2
C94 C -0.5382(16) -0.8000(17) -0.2775(8) 0.141(8) Uani 0.537(17) 1 d G U P A 2
H94A H -0.4876 -0.7395 -0.2627 0.169 Uiso 0.537(17) 1 calc R . P A 2
H94B H -0.4771 -0.8504 -0.2510 0.169 Uiso 0.537(17) 1 calc R . P 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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Re1 Br1 2.6275(7) . ?
Re1 N1 2.167(4) . ?
Re1 N3 2.129(5) . ?
Re1 C1 1.883(7) . ?
Re1 C2 1.899(6) . ?
Re1 C3 1.935(8) . ?
N1 N2 1.382(6) . ?
N1 C11 1.309(6) . ?
O2 C2 1.153(6) . ?
N3 C21 1.266(7) . ?
O1 C1 1.164(6) . ?
N2 C21 1.408(7) . ?
N2 C13 1.386(7) . ?
C11 C14 1.490(8) . ?
C11 C12 1.382(8) . ?
C21 C22 1.477(8) . ?
O3 C3 1.139(7) . ?
C22 C27 1.377(8) . ?
C22 C23 1.352(8) . ?
C13 C12 1.356(9) . ?
C13 C15 1.486(9) . ?
C27 C26 1.365(9) . ?
C26 C25 1.372(11) . ?
C23 C24 1.407(10) . ?
C25 C24 1.348(11) . ?
O80 C84 1.4429 . ?
O80 C81 1.4431 . ?
C84 C83 1.5347 . ?
C83 C82 1.5390 . ?
C82 C81 1.5350 . ?
O90 C91 1.4434 . ?
O90 C94 1.4426 . ?
C91 C92 1.5355 . ?
C92 C93 1.5389 . ?
C93 C94 1.5349 . ?

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 Re1 Br1 84.01(12) . . ?
N3 Re1 Br1 84.95(14) . . ?
N3 Re1 N1 73.04(18) . . ?
C1 Re1 Br1 176.8(2) . . ?
C1 Re1 N1 93.7(2) . . ?
C1 Re1 N3 92.3(2) . . ?
C1 Re1 C2 89.3(2) . . ?
C1 Re1 C3 91.6(3) . . ?
C2 Re1 Br1 92.57(18) . . ?
C2 Re1 N1 169.8(2) . . ?
C2 Re1 N3 97.2(2) . . ?
C2 Re1 C3 88.8(3) . . ?
C3 Re1 Br1 91.03(19) . . ?
C3 Re1 N1 100.8(2) . . ?
C3 Re1 N3 172.9(2) . . ?
N2 N1 Re1 114.4(3) . . ?
C11 N1 Re1 139.5(4) . . ?
C11 N1 N2 106.1(5) . . ?
C21 N3 Re1 121.2(4) . . ?
N1 N2 C21 116.3(4) . . ?
N1 N2 C13 110.4(5) . . ?
C13 N2 C21 133.3(6) . . ?
N1 C11 C14 121.0(6) . . ?
N1 C11 C12 110.2(6) . . ?
C12 C11 C14 128.8(5) . . ?
N3 C21 N2 114.9(6) . . ?
N3 C21 C22 124.0(5) . . ?
N2 C21 C22 121.1(5) . . ?
O1 C1 Re1 178.5(6) . . ?
C27 C22 C21 119.3(6) . . ?
C23 C22 C21 120.6(6) . . ?
C23 C22 C27 119.8(7) . . ?
O2 C2 Re1 178.6(5) . . ?
N2 C13 C15 125.2(6) . . ?
C12 C13 N2 104.5(6) . . ?
C12 C13 C15 130.3(6) . . ?
O3 C3 Re1 179.1(6) . . ?
C13 C12 C11 108.9(5) . . ?
C26 C27 C22 120.8(8) . . ?
C27 C26 C25 119.6(8) . . ?
C22 C23 C24 119.3(8) . . ?
C24 C25 C26 120.3(9) . . ?
C25 C24 C23 120.2(8) . . ?
C84 O80 C81 109.4 . . ?
O80 C84 C83 106.4 . . ?
C84 C83 C82 101.5 . . ?
C81 C82 C83 101.5 . . ?
O80 C81 C82 106.4 . . ?
C94 O90 C91 109.5 . . ?
O90 C91 C92 106.4 . . ?
C91 C92 C93 101.5 . . ?
C94 C93 C92 101.5 . . ?
O90 C94 C93 106.4 . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 -1 -1 0.0814 0.0000 -1.0000 -1.0000 -0.0590 0.0051 -0.0193
0 -1 1 0.0711 -0.0000 -1.0000 1.0000 -0.0276 -0.0554 0.0065
0 1 -1 0.0601 0.0000 1.0000 -1.0000 0.0276 0.0554 -0.0065
-1 0 1 0.2270 -1.0000 -0.0000 1.0000 -0.0148 0.0030 0.0888
1 0 -1 0.2790 1.0000 0.0000 -1.0000 0.0148 -0.0030 -0.0888
0 1 1 0.0654 -0.0000 1.0000 1.0000 0.0590 -0.0051 0.0193

_olex2_submission_special_instructions 'No special instructions were received'


#===END

