# 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_1a
_database_code_depnum_ccdc_archive 'CCDC 1415524'
_audit_update_record             
;
2015-07-28 deposited with the CCDC.
2015-09-16 downloaded from the CCDC.
;



_audit_creation_date             2015-07-28
_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         'C10 H10 Br N4 O4 Re, C3 H6 O'
_chemical_formula_sum            'C13 H16 Br N4 O5 Re'
_chemical_formula_weight         574.41
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C12 H12 N5 O4 Re1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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                   11.1440(3)
_cell_length_b                   15.7198(3)
_cell_length_c                   11.5351(3)
_cell_angle_alpha                90
_cell_angle_beta                 116.660(4)
_cell_angle_gamma                90
_cell_volume                     1805.90(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3832
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.0130
_cell_measurement_theta_min      2.5760
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    8.971
_exptl_absorpt_correction_T_max  0.727
_exptl_absorpt_correction_T_min  0.547
_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    2.113
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.1988
_exptl_crystal_size_mid          0.1082
_exptl_crystal_size_min          0.0768
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0234
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.801
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7516
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.801
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.984
_diffrn_reflns_theta_min         2.363
_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 0.994
_diffrn_measured_fraction_theta_max 0.801
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -66.00   17.00   1.0000   25.7450
omega____ theta____ kappa____ phi______ frames
    -       -7.9100  -57.0000  120.0000 83

#__ type_ start__ end____ width___ exp.time_
  2 omega  -51.00   19.00   1.0000   25.7450
omega____ theta____ kappa____ phi______ frames
    -        9.7850  -37.0000  -90.0000 70
;
_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      0.0059429000
_diffrn_orient_matrix_UB_12      0.0449753000
_diffrn_orient_matrix_UB_13      0.0024897000
_diffrn_orient_matrix_UB_21      -0.0383119000
_diffrn_orient_matrix_UB_22      0.0019748000
_diffrn_orient_matrix_UB_23      -0.0683435000
_diffrn_orient_matrix_UB_31      -0.0597724000
_diffrn_orient_matrix_UB_32      0.0032043000
_diffrn_orient_matrix_UB_33      0.0072559000
_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                3220
_reflns_number_total             3849
_reflns_odcompleteness_completeness 96.48
_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.
;
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.418
_refine_diff_density_min         -0.615
_refine_diff_density_rms         0.107
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         3849
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0254
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0133P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0427
_refine_ls_wR_factor_ref         0.0464
_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:
 N4(H4), N3(H3), C12(H12), C13(H13)
2.b Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C22(H22A,H22B,H22C), C93(H93A,H93B,H93C), C92(H92A,H92B,
 H92C)
;
_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
Re1 Re -0.09057(2) -0.14555(2) -0.42100(2) 0.03269(6) Uani 1 1 d . . . . .
Br1 Br -0.08715(4) 0.00945(3) -0.32765(5) 0.04424(11) Uani 1 1 d . . . . .
N1 N -0.3053(3) -0.14640(18) -0.4557(3) 0.0320(7) Uani 1 1 d . . . . .
C3 C -0.0121(4) -0.1910(3) -0.2464(5) 0.0459(11) Uani 1 1 d . . . . .
N4 N -0.1720(3) -0.0850(2) -0.6060(3) 0.0403(8) Uani 1 1 d . . . . .
H4 H -0.1158 -0.0798 -0.6379 0.048 Uiso 1 1 calc R . . . .
N3 N -0.3905(3) -0.0610(2) -0.6439(3) 0.0433(9) Uani 1 1 d . . . . .
H3 H -0.4599 -0.0315 -0.6928 0.052 Uiso 1 1 calc R . . . .
O3 O 0.0435(3) -0.2149(2) -0.1427(4) 0.0706(11) Uani 1 1 d . . . . .
N2 N -0.4633(3) -0.1937(2) -0.3811(4) 0.0411(8) Uani 1 1 d . . . . .
C2 C 0.0873(4) -0.1427(3) -0.4003(5) 0.0480(11) Uani 1 1 d . . . . .
C14 C -0.4051(3) -0.1036(3) -0.5489(4) 0.0363(9) Uani 1 1 d . . . . .
O1 O -0.0970(4) -0.3241(2) -0.5255(5) 0.0984(15) Uani 1 1 d . . . . .
C12 C -0.5598(4) -0.1463(3) -0.4731(5) 0.0493(12) Uani 1 1 d . . . . .
H12 H -0.6450 -0.1450 -0.4772 0.059 Uiso 1 1 calc R . . . .
C1 C -0.0993(4) -0.2564(3) -0.4873(5) 0.0565(13) Uani 1 1 d . . . . .
C13 C -0.5361(4) -0.1015(3) -0.5577(5) 0.0470(11) Uani 1 1 d . . . . .
H13 H -0.6037 -0.0694 -0.6214 0.056 Uiso 1 1 calc R . . . .
O2 O 0.1970(3) -0.1475(2) -0.3847(4) 0.0751(11) Uani 1 1 d . . . . .
C21 C -0.2879(4) -0.0552(3) -0.6782(4) 0.0407(10) Uani 1 1 d . . . . .
C11 C -0.3322(4) -0.1955(3) -0.3680(4) 0.0365(9) Uani 1 1 d . . . . .
O11 O -0.2496(3) -0.2388(2) -0.2848(3) 0.0574(9) Uani 1 1 d . . . . .
C15 C -0.4882(4) -0.2424(3) -0.2857(5) 0.0574(13) Uani 1 1 d . . . . .
H15A H -0.5830 -0.2456 -0.3129 0.086 Uiso 1 1 calc GR . . . .
H15B H -0.4452 -0.2147 -0.2028 0.086 Uiso 1 1 calc GR . . . .
H15C H -0.4525 -0.2988 -0.2788 0.086 Uiso 1 1 calc GR . . . .
C22 C -0.3238(4) -0.0123(3) -0.8042(5) 0.0623(14) Uani 1 1 d . . . . .
H22A H -0.3807 -0.0489 -0.8738 0.093 Uiso 1 1 calc GR . . . .
H22B H -0.2436 -0.0001 -0.8124 0.093 Uiso 1 1 calc GR . . . .
H22C H -0.3704 0.0398 -0.8079 0.093 Uiso 1 1 calc GR . . . .
O91 O -0.6171(3) 0.0392(2) -0.8140(4) 0.0722(10) Uani 1 1 d . . . . .
C91 C -0.7316(5) 0.0261(3) -0.8954(5) 0.0582(13) Uani 1 1 d . . . . .
C93 C -0.7883(6) -0.0602(4) -0.9244(6) 0.0889(19) Uani 1 1 d . . . . .
H93A H -0.8639 -0.0638 -0.9056 0.133 Uiso 1 1 calc GR . . . .
H93B H -0.7213 -0.1006 -0.8720 0.133 Uiso 1 1 calc GR . . . .
H93C H -0.8169 -0.0726 -1.0144 0.133 Uiso 1 1 calc GR . . . .
C92 C -0.8192(6) 0.0985(4) -0.9657(6) 0.104(2) Uani 1 1 d . . . . .
H92A H -0.7648 0.1452 -0.9680 0.156 Uiso 1 1 calc GR . . . .
H92B H -0.8709 0.1158 -0.9220 0.156 Uiso 1 1 calc GR . . . .
H92C H -0.8786 0.0814 -1.0527 0.156 Uiso 1 1 calc GR . . . .


_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 2.6573(4) . ?
Re1 N1 2.242(3) . ?
Re1 C3 1.937(5) . ?
Re1 N4 2.132(3) . ?
Re1 C2 1.887(4) . ?
Re1 C1 1.887(5) . ?
N1 C14 1.331(5) . ?
N1 C11 1.409(5) . ?
C3 O3 1.136(5) . ?
N4 C21 1.271(5) . ?
N3 C14 1.356(5) . ?
N3 C21 1.370(5) . ?
N2 C12 1.346(5) . ?
N2 C11 1.400(4) . ?
N2 C15 1.466(5) . ?
C2 O2 1.156(4) . ?
C14 C13 1.417(5) . ?
O1 C1 1.158(5) . ?
C12 C13 1.322(6) . ?
C21 C22 1.485(6) . ?
C11 O11 1.199(4) . ?
O91 C91 1.216(5) . ?
C91 C93 1.471(7) . ?
C91 C92 1.482(7) . ?

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 84.14(7) . . ?
C3 Re1 Br1 89.95(13) . . ?
C3 Re1 N1 97.54(14) . . ?
C3 Re1 N4 175.12(15) . . ?
N4 Re1 Br1 85.35(9) . . ?
N4 Re1 N1 83.28(11) . . ?
C2 Re1 Br1 95.95(13) . . ?
C2 Re1 N1 177.11(16) . . ?
C2 Re1 C3 85.35(18) . . ?
C2 Re1 N4 93.84(16) . . ?
C1 Re1 Br1 177.82(12) . . ?
C1 Re1 N1 93.73(14) . . ?
C1 Re1 C3 89.9(2) . . ?
C1 Re1 N4 94.87(18) . . ?
C1 Re1 C2 86.20(18) . . ?
C14 N1 Re1 125.5(2) . . ?
C14 N1 C11 119.1(3) . . ?
C11 N1 Re1 115.4(2) . . ?
O3 C3 Re1 174.5(4) . . ?
C21 N4 Re1 132.2(3) . . ?
C14 N3 C21 133.3(3) . . ?
C12 N2 C11 121.5(4) . . ?
C12 N2 C15 121.9(3) . . ?
C11 N2 C15 116.6(3) . . ?
O2 C2 Re1 174.6(4) . . ?
N1 C14 N3 122.8(3) . . ?
N1 C14 C13 122.1(4) . . ?
N3 C14 C13 115.1(4) . . ?
C13 C12 N2 121.6(4) . . ?
O1 C1 Re1 176.1(4) . . ?
C12 C13 C14 118.3(4) . . ?
N4 C21 N3 121.3(4) . . ?
N4 C21 C22 123.9(4) . . ?
N3 C21 C22 114.8(3) . . ?
N2 C11 N1 117.4(3) . . ?
O11 C11 N1 123.5(3) . . ?
O11 C11 N2 119.2(4) . . ?
O91 C91 C93 121.9(5) . . ?
O91 C91 C92 119.8(5) . . ?
C93 C91 C92 118.3(5) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 O91 0.86 2.02 2.875(4) 176.6 .

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 2 0.0419 -0.0003 -0.9987 1.9976 -0.0399 -0.1385 0.0113
0 1 -2 0.0349 0.0003 0.9987 -1.9976 0.0399 0.1385 -0.0113
2 0 -1 0.0973 1.9974 0.0002 -0.9989 0.0094 -0.0083 -0.1266
-2 0 1 0.0973 -1.9974 -0.0002 0.9989 -0.0094 0.0083 0.1266
0 1 0 0.0344 0.0001 0.9987 -0.0001 0.0449 0.0020 0.0032
0 -1 0 0.0444 -0.0001 -0.9987 0.0001 -0.0449 -0.0020 -0.0032

_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_2a
_database_code_depnum_ccdc_archive 'CCDC 1415525'
_audit_update_record             
;
2015-07-28 deposited with the CCDC.
2015-09-16 downloaded from the CCDC.
;

_audit_creation_date             2015-07-27
_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         'C12 H13 N5 O4 Re, B F4'
_chemical_formula_sum            'C12 H13 B F4 N5 O4 Re'
_chemical_formula_weight         564.28
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C12 H13 N5 O4 Re'
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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.4724(3)
_cell_length_b                   12.4285(2)
_cell_length_c                   20.5504(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3696.40(14)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3592
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.9050
_cell_measurement_theta_min      2.9300
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.641
_exptl_absorpt_correction_T_max  0.821
_exptl_absorpt_correction_T_min  0.670
_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            ?
_exptl_crystal_density_diffrn    2.028
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             2144
_exptl_crystal_size_max          0.2338
_exptl_crystal_size_mid          0.1065
_exptl_crystal_size_min          0.0522
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_av_unetI/netI     0.0366
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.813
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9372
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.813
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.003
_diffrn_reflns_theta_min         2.377
_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 0.992
_diffrn_measured_fraction_theta_max 0.813
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   26.00   82.00   1.0000  129.8050
omega____ theta____ kappa____ phi______ frames
    -        9.7850    0.0000  150.0000 56

#__ type_ start__ end____ width___ exp.time_
  2 omega  -54.00  -11.00   1.0000  129.8050
omega____ theta____ kappa____ phi______ frames
    -        9.7850    0.0000  150.0000 43
;
_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      0.0144937000
_diffrn_orient_matrix_UB_12      0.0061886000
_diffrn_orient_matrix_UB_13      -0.0327579000
_diffrn_orient_matrix_UB_21      -0.0337809000
_diffrn_orient_matrix_UB_22      -0.0378984000
_diffrn_orient_matrix_UB_23      -0.0100044000
_diffrn_orient_matrix_UB_31      -0.0324158000
_diffrn_orient_matrix_UB_32      0.0422357000
_diffrn_orient_matrix_UB_33      -0.0041991000
_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                2887
_reflns_number_total             3994
_reflns_odcompleteness_completeness 96.25
_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.
;
_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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.788
_refine_diff_density_min         -0.488
_refine_diff_density_rms         0.100
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     275
_refine_ls_number_reflns         3994
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0320
_refine_ls_restrained_S_all      1.029
_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)+(0.0323P)²+0.5902P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0659
_refine_ls_wR_factor_ref         0.0753
_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. Others
 Sof(F2B)=Sof(F3B)=Sof(F4B)=1-FVAR(1)
 Sof(F3A)=Sof(F4A)=Sof(F2A)=FVAR(1)
3.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C13(H13), N3(H3), N4(H4)
3.b Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C22(H22A,H22B,H22C), C32(H32A,H32B,H32C)
;
_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
C1 C 0.4930(4) 0.1010(5) 0.6966(4) 0.0621(15) Uani 1 1 d . . . . .
C2 C 0.3917(4) 0.2772(5) 0.7270(3) 0.0685(17) Uani 1 1 d . . . . .
C3 C 0.5727(4) 0.2717(5) 0.7552(3) 0.0648(16) Uani 1 1 d . . . . .
C11 C 0.6388(3) 0.0649(4) 0.8328(2) 0.0427(11) Uani 1 1 d . . . . .
C12 C 0.6456(4) -0.0447(4) 0.9286(3) 0.0539(13) Uani 1 1 d . . . . .
H12 H 0.6809 -0.0794 0.9600 0.065 Uiso 1 1 calc R . . . .
C13 C 0.5537(4) -0.0535(4) 0.9297(3) 0.0585(14) Uani 1 1 d . . . . .
H13 H 0.5245 -0.0959 0.9608 0.070 Uiso 1 1 calc R . . . .
C14 C 0.5015(3) 0.0028(4) 0.8826(3) 0.0436(12) Uani 1 1 d . . . . .
C15 C 0.7888(3) 0.0176(5) 0.8780(3) 0.0682(16) Uani 1 1 d . . . . .
H15A H 0.8085 -0.0198 0.8396 0.102 Uiso 1 1 calc GR . . . .
H15B H 0.8152 -0.0161 0.9157 0.102 Uiso 1 1 calc GR . . . .
H15C H 0.8087 0.0912 0.8758 0.102 Uiso 1 1 calc GR . . . .
C21 C 0.3366(3) 0.0219(4) 0.8457(3) 0.0467(12) Uani 1 1 d . . . . .
C22 C 0.2452(4) -0.0286(5) 0.8609(3) 0.0683(16) Uani 1 1 d . . . . .
H22A H 0.2521 -0.1053 0.8628 0.102 Uiso 1 1 calc GR . . . .
H22B H 0.2016 -0.0103 0.8275 0.102 Uiso 1 1 calc GR . . . .
H22C H 0.2233 -0.0025 0.9020 0.102 Uiso 1 1 calc GR . . . .
C31 C 0.4404(4) 0.3066(5) 0.9132(4) 0.0627(16) Uani 1 1 d . . . . .
C32 C 0.4336(5) 0.3660(6) 0.9734(4) 0.091(2) Uani 1 1 d . . . . .
H32A H 0.4084 0.4360 0.9648 0.136 Uiso 1 1 calc GR . . . .
H32B H 0.4939 0.3733 0.9923 0.136 Uiso 1 1 calc GR . . . .
H32C H 0.3939 0.3281 1.0030 0.136 Uiso 1 1 calc GR . . . .
N1 N 0.5418(2) 0.0647(3) 0.83806(19) 0.0391(9) Uani 1 1 d . . . . .
N2 N 0.6870(3) 0.0139(3) 0.8825(2) 0.0472(10) Uani 1 1 d . . . . .
N3 N 0.4070(3) -0.0094(3) 0.8868(2) 0.0518(11) Uani 1 1 d . . . . .
H3 H 0.3886 -0.0426 0.9212 0.062 Uiso 1 1 calc R . . . .
N4 N 0.3495(3) 0.0878(3) 0.8004(2) 0.0454(10) Uani 1 1 d . . . . .
H4 H 0.3025 0.0972 0.7754 0.054 Uiso 1 1 calc R . . . .
N5 N 0.4456(3) 0.2616(3) 0.8658(3) 0.0552(11) Uani 1 1 d . . . . .
O1 O 0.5095(3) 0.0544(5) 0.6500(2) 0.0935(16) Uani 1 1 d . . . . .
O2 O 0.3428(4) 0.3342(4) 0.6996(3) 0.1107(19) Uani 1 1 d . . . . .
O3 O 0.6301(4) 0.3295(4) 0.7422(3) 0.1002(17) Uani 1 1 d . . . . .
O11 O 0.6790(2) 0.1067(3) 0.78811(18) 0.0604(10) Uani 1 1 d . . . . .
Re1 Re 0.46795(2) 0.18055(2) 0.77447(2) 0.04429(9) Uani 1 1 d . . . . .
B1 B 0.6757(5) 0.2620(7) 1.0118(6) 0.080(3) Uani 1 1 d . . . . .
F1 F 0.7506(6) 0.2853(7) 1.0410(5) 0.226(4) Uani 1 1 d . . . . .
F2B F 0.6141(14) 0.2601(17) 1.0652(9) 0.187(9) Uani 0.438(14) 1 d . . P A 2
F3B F 0.6832(15) 0.1480(10) 1.0153(6) 0.125(6) Uani 0.438(14) 1 d . . P A 2
F4B F 0.6433(11) 0.285(2) 0.9548(11) 0.193(13) Uani 0.438(14) 1 d . . P A 2
F3A F 0.6142(10) 0.1930(11) 1.0211(10) 0.165(7) Uani 0.562(14) 1 d . . P A 1
F4A F 0.7211(16) 0.2377(12) 0.9567(11) 0.270(13) Uani 0.562(14) 1 d . . P A 1
F2A F 0.6478(7) 0.3618(7) 1.0087(6) 0.109(4) Uani 0.562(14) 1 d . . 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 1.145(7) . ?
C1 Re1 1.916(8) . ?
C2 O2 1.148(7) . ?
C2 Re1 1.901(6) . ?
C3 O3 1.130(7) . ?
C3 Re1 1.934(6) . ?
C11 N1 1.408(6) . ?
C11 N2 1.391(6) . ?
C11 O11 1.205(5) . ?
C12 C13 1.335(7) . ?
C12 N2 1.336(6) . ?
C13 C14 1.413(7) . ?
C14 N1 1.329(6) . ?
C14 N3 1.379(6) . ?
C15 N2 1.476(6) . ?
C21 C22 1.498(7) . ?
C21 N3 1.379(6) . ?
C21 N4 1.255(6) . ?
C31 C32 1.443(9) . ?
C31 N5 1.125(7) . ?
N1 Re1 2.219(4) . ?
N4 Re1 2.133(4) . ?
N5 Re1 2.155(5) . ?
B1 F1 1.271(11) . ?
B1 F2B 1.413(17) . ?
B1 F3B 1.423(15) . ?
B1 F4B 1.295(19) . ?
B1 F3A 1.251(13) . ?
B1 F4A 1.344(16) . ?
B1 F2A 1.306(12) . ?

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 178.7(6) . . ?
O2 C2 Re1 177.5(5) . . ?
O3 C3 Re1 175.6(5) . . ?
N2 C11 N1 116.3(4) . . ?
O11 C11 N1 122.8(4) . . ?
O11 C11 N2 120.9(4) . . ?
C13 C12 N2 120.3(5) . . ?
C12 C13 C14 118.7(5) . . ?
N1 C14 C13 121.6(5) . . ?
N1 C14 N3 122.8(5) . . ?
N3 C14 C13 115.6(5) . . ?
N3 C21 C22 114.0(5) . . ?
N4 C21 C22 124.0(5) . . ?
N4 C21 N3 122.0(4) . . ?
N5 C31 C32 179.0(7) . . ?
C11 N1 Re1 115.7(3) . . ?
C14 N1 C11 119.4(4) . . ?
C14 N1 Re1 124.7(3) . . ?
C11 N2 C15 116.1(4) . . ?
C12 N2 C11 122.9(4) . . ?
C12 N2 C15 120.7(4) . . ?
C21 N3 C14 131.5(4) . . ?
C21 N4 Re1 131.1(4) . . ?
C31 N5 Re1 175.0(5) . . ?
C1 Re1 C3 89.0(3) . . ?
C1 Re1 N1 93.8(2) . . ?
C1 Re1 N4 94.7(2) . . ?
C1 Re1 N5 175.9(2) . . ?
C2 Re1 C1 90.4(3) . . ?
C2 Re1 C3 88.9(3) . . ?
C2 Re1 N1 172.8(2) . . ?
C2 Re1 N4 90.1(2) . . ?
C2 Re1 N5 93.7(2) . . ?
C3 Re1 N1 97.08(19) . . ?
C3 Re1 N4 176.2(2) . . ?
C3 Re1 N5 91.2(2) . . ?
N4 Re1 N1 83.65(14) . . ?
N4 Re1 N5 85.12(16) . . ?
N5 Re1 N1 82.10(15) . . ?
F1 B1 F2B 100.1(14) . . ?
F1 B1 F3B 97.9(9) . . ?
F1 B1 F4B 133.3(12) . . ?
F1 B1 F4A 91.9(13) . . ?
F1 B1 F2A 94.1(9) . . ?
F2B B1 F3B 89.5(12) . . ?
F4B B1 F2B 118.5(14) . . ?
F4B B1 F3B 107.0(16) . . ?
F3A B1 F1 133.7(12) . . ?
F3A B1 F4A 108.8(14) . . ?
F3A B1 F2A 116.0(11) . . ?
F2A B1 F4A 108.8(12) . . ?

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 0 1 0.0573 0.0000 0.0000 1.0000 -0.0328 -0.0100 -0.0042
0 0 -1 0.0493 -0.0000 -0.0000 -1.0000 0.0328 0.0100 0.0042
1 -1 0 0.0563 1.0000 -1.0000 0.0000 0.0083 0.0041 -0.0747
-1 1 0 0.0563 -1.0000 1.0000 -0.0000 -0.0083 -0.0041 0.0747
0 -1 0 0.0296 0.0000 -1.0000 0.0000 -0.0062 0.0379 -0.0422
0 1 0 0.0226 -0.0000 1.0000 -0.0000 0.0062 -0.0379 0.0422

_olex2_submission_special_instructions 'No special instructions were received'


#===END

