# Electronic Supplementary Material (ESI) for Catalysis Science & Technology.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_j15022
_database_code_depnum_ccdc_archive 'CCDC 1568774'
_audit_update_record             
;
2017-08-14 deposited with the CCDC.
2017-10-12 downloaded from the CCDC.
;
_audit_creation_date             2015-03-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'O4 Re, C6 H16 N'
_chemical_formula_sum            'C6 H16 N O4 Re'
_chemical_formula_weight         352.40
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C6 H16 N1 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'
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                   14.9581(4)
_cell_length_b                   7.55701(20)
_cell_length_c                   9.3623(3)
_cell_angle_alpha                90
_cell_angle_beta                 107.339(3)
_cell_angle_gamma                90
_cell_volume                     1010.21(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8250
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.9090
_cell_measurement_theta_min      3.4990
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    12.009
_exptl_absorpt_correction_T_max  0.994
_exptl_absorpt_correction_T_min  0.950
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.317
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             664
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.8106
_exptl_crystal_size_mid          0.1121
_exptl_crystal_size_min          0.0566
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0437
_diffrn_reflns_av_unetI/netI     0.0205
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            18942
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.480
_diffrn_reflns_theta_min         3.050
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -25.00   23.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -      -19.2955  -99.0000  -60.0000 48

#__ type_ start__ end____ width___ exp.time_
  2 omega  -47.00   43.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       21.9518  -57.0000  150.0000 90

#__ type_ start__ end____ width___ exp.time_
  3 omega  -51.00   95.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       21.9518    0.0000 -150.0000 146

#__ type_ start__ end____ width___ exp.time_
  4 omega   34.00   98.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       21.9518  179.0000    0.0000 64

#__ type_ start__ end____ width___ exp.time_
  5 omega  -89.00   11.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -      -19.2955  -77.0000  -30.0000 100

#__ type_ start__ end____ width___ exp.time_
  6 omega  -25.00   23.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -      -19.2955  -99.0000   90.0000 48

#__ type_ start__ end____ width___ exp.time_
  7 omega  -25.00   23.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -      -19.2955  -99.0000 -180.0000 48

#__ type_ start__ end____ width___ exp.time_
  8 omega   -4.00   94.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       21.9518   37.0000  -90.0000 98

#__ type_ start__ end____ width___ exp.time_
  9 omega  -25.00   64.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       21.9518  -99.0000    0.0000 89

#__ type_ start__ end____ width___ exp.time_
 10 omega  -51.00   48.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       21.9518  -37.0000   30.0000 99

#__ type_ start__ end____ width___ exp.time_
 11 omega  -25.00   22.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       21.9518  -99.0000 -180.0000 47

#__ type_ start__ end____ width___ exp.time_
 12 omega    1.00   91.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       21.9518   57.0000   60.0000 90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0478456000
_diffrn_orient_matrix_UB_12      -0.0037345000
_diffrn_orient_matrix_UB_13      -0.0026103000
_diffrn_orient_matrix_UB_21      0.0051087000
_diffrn_orient_matrix_UB_22      0.0805622000
_diffrn_orient_matrix_UB_23      0.0404976000
_diffrn_orient_matrix_UB_31      -0.0123445000
_diffrn_orient_matrix_UB_32      0.0479822000
_diffrn_orient_matrix_UB_33      -0.0682165000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2147
_reflns_number_total             2314
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_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 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_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         0.696
_refine_diff_density_min         -1.015
_refine_diff_density_rms         0.121
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     111
_refine_ls_number_reflns         2314
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0189
_refine_ls_R_factor_gt           0.0161
_refine_ls_restrained_S_all      1.089
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0190P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0367
_refine_ls_wR_factor_ref         0.0375
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C007(H00A,H00B), C008(H00C,H00D), C009(H00E,H00F), C00A(H00G,H00H), C00B(H00I,
 H00J)
2.b Idealised Me refined as rotating group:
 C00C(H00K,H00L,H00M), N1(H1A,H1B,H1C)
;
_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
Re01 Re 0.90462(2) 0.27920(2) 0.70079(2) 0.01369(5) Uani 1 1 d . . . . .
O002 O 0.90853(15) 0.3391(3) 0.5255(2) 0.0263(5) Uani 1 1 d . . . . .
O004 O 1.01801(17) 0.2485(3) 0.8111(3) 0.0315(6) Uani 1 1 d . . . . .
O005 O 0.84164(15) 0.0860(3) 0.6877(2) 0.0264(5) Uani 1 1 d . . . . .
O006 O 0.85014(16) 0.4474(3) 0.7674(2) 0.0303(5) Uani 1 1 d . . . . .
C007 C 0.7744(2) 0.7816(4) 0.9347(3) 0.0184(6) Uani 1 1 d . . . . .
H00A H 0.7706 0.8847 0.9978 0.022 Uiso 1 1 calc R . . . .
H00B H 0.7743 0.6729 0.9937 0.022 Uiso 1 1 calc R . . . .
C008 C 0.6902(2) 0.7805(4) 0.7962(3) 0.0190(6) Uani 1 1 d . . . . .
H00C H 0.6933 0.6754 0.7347 0.023 Uiso 1 1 calc R . . . .
H00D H 0.6916 0.8872 0.7357 0.023 Uiso 1 1 calc R . . . .
C009 C 0.5112(2) 0.7763(4) 0.6993(4) 0.0239(7) Uani 1 1 d . . . . .
H00E H 0.5125 0.8824 0.6379 0.029 Uiso 1 1 calc R . . . .
H00F H 0.5131 0.6708 0.6377 0.029 Uiso 1 1 calc R . . . .
C00A C 0.5985(2) 0.7769(4) 0.8364(4) 0.0222(7) Uani 1 1 d . . . . .
H00G H 0.5961 0.8816 0.8987 0.027 Uiso 1 1 calc R . . . .
H00H H 0.5975 0.6700 0.8971 0.027 Uiso 1 1 calc R . . . .
C00B C 0.4195(2) 0.7750(5) 0.7403(4) 0.0286(8) Uani 1 1 d . . . . .
H00I H 0.4181 0.6689 0.8016 0.034 Uiso 1 1 calc R . . . .
H00J H 0.4175 0.8806 0.8020 0.034 Uiso 1 1 calc R . . . .
C00C C 0.3330(3) 0.7747(5) 0.6032(4) 0.0330(9) Uani 1 1 d . . . . .
H00K H 0.3338 0.6690 0.5429 0.049 Uiso 1 1 calc GR . . . .
H00L H 0.3333 0.8808 0.5432 0.049 Uiso 1 1 calc GR . . . .
H00M H 0.2765 0.7739 0.6356 0.049 Uiso 1 1 calc GR . . . .
N1 N 0.86331(17) 0.7908(3) 0.8930(3) 0.0160(5) Uani 1 1 d . . . . .
H1A H 0.8627 0.8891 0.8365 0.019 Uiso 1 1 calc GR . . . .
H1B H 0.8685 0.6927 0.8395 0.019 Uiso 1 1 calc GR . . . .
H1C H 0.9129 0.7961 0.9775 0.019 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
Re01 O002 1.720(2) . ?
Re01 O004 1.718(2) . ?
Re01 O005 1.722(2) . ?
Re01 O006 1.724(2) . ?
C007 H00A 0.9900 . ?
C007 H00B 0.9900 . ?
C007 C008 1.515(4) . ?
C007 N1 1.495(4) . ?
C008 H00C 0.9900 . ?
C008 H00D 0.9900 . ?
C008 C00A 1.527(4) . ?
C009 H00E 0.9900 . ?
C009 H00F 0.9900 . ?
C009 C00A 1.534(4) . ?
C009 C00B 1.531(5) . ?
C00A H00G 0.9900 . ?
C00A H00H 0.9900 . ?
C00B H00I 0.9900 . ?
C00B H00J 0.9900 . ?
C00B C00C 1.527(5) . ?
C00C H00K 0.9800 . ?
C00C H00L 0.9800 . ?
C00C H00M 0.9800 . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?

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
O002 Re01 O005 109.18(10) . . ?
O002 Re01 O006 107.78(11) . . ?
O004 Re01 O002 107.50(11) . . ?
O004 Re01 O005 110.44(11) . . ?
O004 Re01 O006 111.75(11) . . ?
O005 Re01 O006 110.09(11) . . ?
H00A C007 H00B 108.1 . . ?
C008 C007 H00A 109.5 . . ?
C008 C007 H00B 109.5 . . ?
N1 C007 H00A 109.5 . . ?
N1 C007 H00B 109.5 . . ?
N1 C007 C008 110.8(3) . . ?
C007 C008 H00C 109.3 . . ?
C007 C008 H00D 109.3 . . ?
C007 C008 C00A 111.6(3) . . ?
H00C C008 H00D 108.0 . . ?
C00A C008 H00C 109.3 . . ?
C00A C008 H00D 109.3 . . ?
H00E C009 H00F 107.8 . . ?
C00A C009 H00E 109.0 . . ?
C00A C009 H00F 109.0 . . ?
C00B C009 H00E 109.0 . . ?
C00B C009 H00F 109.0 . . ?
C00B C009 C00A 113.1(3) . . ?
C008 C00A C009 113.4(3) . . ?
C008 C00A H00G 108.9 . . ?
C008 C00A H00H 108.9 . . ?
C009 C00A H00G 108.9 . . ?
C009 C00A H00H 108.9 . . ?
H00G C00A H00H 107.7 . . ?
C009 C00B H00I 109.0 . . ?
C009 C00B H00J 109.0 . . ?
H00I C00B H00J 107.8 . . ?
C00C C00B C009 112.8(3) . . ?
C00C C00B H00I 109.0 . . ?
C00C C00B H00J 109.0 . . ?
C00B C00C H00K 109.5 . . ?
C00B C00C H00L 109.5 . . ?
C00B C00C H00M 109.5 . . ?
H00K C00C H00L 109.5 . . ?
H00K C00C H00M 109.5 . . ?
H00L C00C H00M 109.5 . . ?
C007 N1 H1A 109.5 . . ?
C007 N1 H1B 109.5 . . ?
C007 N1 H1C 109.5 . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?

_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
5 -10 0 0.0518 5.0000 -10.0000 -0.0000 -0.2019 -0.7801 -0.5415
-3 0 13 0.4095 -3.0000 0.0000 13.0000 0.1096 0.5111 -0.8498
20 0 0 0.0151 20.0000 0.0000 0.0000 -0.9569 0.1022 -0.2469
20 1 -1 0.0283 20.0000 1.0000 -1.0000 -0.9580 0.1422 -0.1307
-20 -1 1 0.0283 -20.0000 -1.0000 1.0000 0.9580 -0.1422 0.1307
-1 -11 0 0.0514 -1.0000 -11.0000 -0.0000 0.0889 -0.8913 -0.5155
1 11 0 0.0514 1.0000 11.0000 0.0000 -0.0889 0.8913 0.5155
0 0 13 0.3879 -0.0000 0.0000 13.0000 -0.0339 0.5265 -0.8868
0 0 -13 0.3879 0.0000 -0.0000 -13.0000 0.0339 -0.5265 0.8868

_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_j16001
_database_code_depnum_ccdc_archive 'CCDC 1568775'
_audit_update_record             
;
2017-08-14 deposited with the CCDC.
2017-10-12 downloaded from the CCDC.
;
_audit_creation_date             2016-09-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'O4 Re, C7 H10 N'
_chemical_formula_sum            'C7 H10 N O4 Re'
_chemical_formula_weight         358.36
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C7 H10 N Re O4'
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'
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                   9.67400(10)
_cell_length_b                   12.41920(10)
_cell_length_c                   8.51560(10)
_cell_angle_alpha                90
_cell_angle_beta                 108.7360(10)
_cell_angle_gamma                90
_cell_volume                     968.877(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    39091
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      29.9820
_cell_measurement_theta_min      3.9460
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    12.524
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_correction_T_min  0.995
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.457
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.2363
_exptl_crystal_size_mid          0.1611
_exptl_crystal_size_min          0.0820
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_av_unetI/netI     0.0081
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            65584
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         3.012
_diffrn_ambient_temperature      170(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -25.00   22.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5277  -99.0000 -180.0000 47

#__ type_ start__ end____ width___ exp.time_
  2 omega  -93.00  -34.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5277 -179.0000  120.0000 59

#__ type_ start__ end____ width___ exp.time_
  3 omega  -25.00   22.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5277  -99.0000 -120.0000 47

#__ type_ start__ end____ width___ exp.time_
  4 omega  -25.00   22.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5277  -99.0000   30.0000 47

#__ type_ start__ end____ width___ exp.time_
  5 omega   -2.00   91.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       20.2465   38.0000 -180.0000 93

#__ type_ start__ end____ width___ exp.time_
  6 omega   -2.00   91.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       20.2465   38.0000   90.0000 93

#__ type_ start__ end____ width___ exp.time_
  7 omega   34.00   94.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       20.2465  179.0000   30.0000 60

#__ type_ start__ end____ width___ exp.time_
  8 omega  -18.00   93.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       20.2465   19.0000   90.0000 111

#__ type_ start__ end____ width___ exp.time_
  9 omega  -73.00    4.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5277  124.0000 -157.0000 77

#__ type_ start__ end____ width___ exp.time_
 10 omega  -25.00   61.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       20.2465  -99.0000   30.0000 86

#__ type_ start__ end____ width___ exp.time_
 11 omega  -25.00   61.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       20.2465  -99.0000  150.0000 86

#__ type_ start__ end____ width___ exp.time_
 12 omega    2.00   89.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       20.2465   57.0000 -120.0000 87

#__ type_ start__ end____ width___ exp.time_
 13 omega    2.00   89.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       20.2465   57.0000  -60.0000 87

#__ type_ start__ end____ width___ exp.time_
 14 omega   34.00   94.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       20.2465  179.0000 -180.0000 60

#__ type_ start__ end____ width___ exp.time_
 15 omega  -90.00   53.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5277    0.0000 -150.0000 143

#__ type_ start__ end____ width___ exp.time_
 16 omega  -90.00   53.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5277    0.0000 -180.0000 143

#__ type_ start__ end____ width___ exp.time_
 17 omega  -91.00   13.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5277  -23.0000  158.9322 104

#__ type_ start__ end____ width___ exp.time_
 18 omega   -4.00   74.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       20.2465 -124.0000  122.0000 78

#__ type_ start__ end____ width___ exp.time_
 19 omega  -25.00   61.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       20.2465  -99.0000 -120.0000 86

#__ type_ start__ end____ width___ exp.time_
 20 omega    2.00   89.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       20.2465   57.0000  -30.0000 87

#__ type_ start__ end____ width___ exp.time_
 21 omega  -90.00   53.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5277    0.0000  -90.0000 143

#__ type_ start__ end____ width___ exp.time_
 22 omega  -90.00   53.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5277    0.0000  -60.0000 143

#__ type_ start__ end____ width___ exp.time_
 23 omega  -90.00   53.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5277    0.0000  -30.0000 143

#__ type_ start__ end____ width___ exp.time_
 24 omega  -90.00   53.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5277    0.0000    0.0000 143

#__ type_ start__ end____ width___ exp.time_
 25 omega  -90.00   53.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5277    0.0000   30.0000 143

#__ type_ start__ end____ width___ exp.time_
 26 omega  -90.00   53.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5277    0.0000 -120.0000 143

#__ type_ start__ end____ width___ exp.time_
 27 omega  -90.00   53.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5277    0.0000   60.0000 143

#__ type_ start__ end____ width___ exp.time_
 28 omega  -90.00   53.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5277    0.0000  120.0000 143

#__ type_ start__ end____ width___ exp.time_
 29 omega  -90.00   53.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5277    0.0000  150.0000 143

#__ type_ start__ end____ width___ exp.time_
 30 omega  -90.00   53.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5277    0.0000   90.0000 143

#__ type_ start__ end____ width___ exp.time_
 31 omega  -51.00    5.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       20.2465    0.0000 -180.0000 56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0123776000
_diffrn_orient_matrix_UB_12      0.0542107000
_diffrn_orient_matrix_UB_13      -0.0270867000
_diffrn_orient_matrix_UB_21      -0.0538897000
_diffrn_orient_matrix_UB_22      -0.0173053000
_diffrn_orient_matrix_UB_23      -0.0738759000
_diffrn_orient_matrix_UB_31      -0.0542139000
_diffrn_orient_matrix_UB_32      0.0048351000
_diffrn_orient_matrix_UB_33      0.0392742000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2174
_reflns_number_total             2219
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_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 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.518
_refine_diff_density_min         -1.068
_refine_diff_density_rms         0.095
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.251
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     120
_refine_ls_number_reflns         2219
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0157
_refine_ls_R_factor_gt           0.0150
_refine_ls_restrained_S_all      1.251
_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)+(0.0120P)²+1.2780P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0331
_refine_ls_wR_factor_ref         0.0333
_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:
 N1(H1), C2(H2), C3(H3), C4(H4)
2.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.29316(2) 0.56544(2) 0.02270(2) 0.02313(4) Uani 1 1 d . . . . .
O1 O 0.4268(2) 0.53081(18) 0.2069(3) 0.0356(5) Uani 1 1 d . . . . .
N1 N 0.7015(2) 0.58365(18) 0.4136(3) 0.0225(5) Uani 1 1 d . . . . .
H1 H 0.6173 0.5628 0.3435 0.027 Uiso 1 1 calc R . . . .
O4 O 0.2328(3) 0.4523(2) -0.0949(3) 0.0455(6) Uani 1 1 d . . . . .
O2 O 0.3608(3) 0.6551(2) -0.0873(3) 0.0489(6) Uani 1 1 d . . . . .
O3 O 0.1504(3) 0.6248(2) 0.0667(3) 0.0467(6) Uani 1 1 d . . . . .
C6 C 0.7208(4) 0.3980(3) 0.5099(4) 0.0340(7) Uani 1 1 d . . . . .
H6A H 0.6175 0.4006 0.5020 0.051 Uiso 1 1 calc GR . . . .
H6B H 0.7754 0.3569 0.6086 0.051 Uiso 1 1 calc GR . . . .
H6C H 0.7306 0.3630 0.4108 0.051 Uiso 1 1 calc GR . . . .
C2 C 0.9108(3) 0.5430(3) 0.6352(4) 0.0328(7) Uani 1 1 d . . . . .
H2 H 0.9684 0.4942 0.7158 0.039 Uiso 1 1 calc R . . . .
C1 C 0.7801(3) 0.5098(2) 0.5226(3) 0.0252(6) Uani 1 1 d . . . . .
C3 C 0.9569(3) 0.6476(3) 0.6294(4) 0.0355(7) Uani 1 1 d . . . . .
H3 H 1.0472 0.6704 0.7059 0.043 Uiso 1 1 calc R . . . .
C5 C 0.7418(3) 0.6865(2) 0.4039(3) 0.0245(5) Uani 1 1 d . . . . .
C4 C 0.8733(3) 0.7200(3) 0.5136(4) 0.0308(6) Uani 1 1 d . . . . .
H4 H 0.9062 0.7918 0.5098 0.037 Uiso 1 1 calc R . . . .
C7 C 0.6389(3) 0.7561(3) 0.2772(4) 0.0317(6) Uani 1 1 d . . . . .
H7A H 0.6065 0.7183 0.1705 0.047 Uiso 1 1 calc GR . . . .
H7B H 0.6882 0.8231 0.2654 0.047 Uiso 1 1 calc GR . . . .
H7C H 0.5541 0.7728 0.3121 0.047 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 O1 1.736(2) . ?
Re1 O4 1.716(2) . ?
Re1 O2 1.714(2) . ?
Re1 O3 1.710(2) . ?
N1 H1 0.8800 . ?
N1 C1 1.352(4) . ?
N1 C5 1.345(4) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C6 C1 1.493(4) . ?
C2 H2 0.9500 . ?
C2 C1 1.382(4) . ?
C2 C3 1.380(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.387(4) . ?
C5 C4 1.379(4) . ?
C5 C7 1.488(4) . ?
C4 H4 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?

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
O4 Re1 O1 109.85(11) . . ?
O2 Re1 O1 110.51(12) . . ?
O2 Re1 O4 109.33(13) . . ?
O3 Re1 O1 109.15(11) . . ?
O3 Re1 O4 109.50(14) . . ?
O3 Re1 O2 108.47(14) . . ?
C1 N1 H1 117.4 . . ?
C5 N1 H1 117.4 . . ?
C5 N1 C1 125.2(2) . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
C1 C6 H6C 109.5 . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C3 C2 C1 119.4(3) . . ?
N1 C1 C6 117.6(2) . . ?
N1 C1 C2 117.5(3) . . ?
C2 C1 C6 124.9(3) . . ?
C2 C3 H3 119.5 . . ?
C2 C3 C4 121.0(3) . . ?
C4 C3 H3 119.5 . . ?
N1 C5 C4 117.9(3) . . ?
N1 C5 C7 117.2(2) . . ?
C4 C5 C7 124.9(3) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 119.1(3) . . ?
C5 C4 H4 120.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

_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
-12 0 -2 0.0732 -12.0000 0.0000 -2.0000 0.2027 0.7944 0.5720
12 0 2 0.0732 12.0000 -0.0000 2.0000 -0.2027 -0.7944 -0.5720
5 -2 -12 0.1056 5.0000 -2.0000 -12.0000 0.1547 0.6517 -0.7520
-5 2 12 0.1056 -5.0000 2.0000 12.0000 -0.1547 -0.6517 0.7520
-2 -17 0 0.0410 -2.0000 -17.0000 -0.0000 -0.8968 0.4020 0.0262
2 17 0 0.0410 2.0000 17.0000 0.0000 0.8968 -0.4020 -0.0262

_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_j16016
_database_code_depnum_ccdc_archive 'CCDC 1568779'
_audit_update_record             
;
2017-08-14 deposited with the CCDC.
2017-10-12 downloaded from the CCDC.
;
_audit_creation_date             2016-09-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'O4 Re, C8 H12 N'
_chemical_formula_sum            'C8 H12 N O4 Re'
_chemical_formula_weight         372.39
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C8 H12 N1 Re1 O4'
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'
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                   12.2151(2)
_cell_length_b                   10.46070(10)
_cell_length_c                   8.89020(10)
_cell_angle_alpha                90
_cell_angle_beta                 105.704(2)
_cell_angle_gamma                90
_cell_volume                     1093.57(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12059
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      29.9760
_cell_measurement_theta_min      3.8230
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    11.101
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.994
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.42b (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.262
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             696
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
5 -3 -12 0.0726
-5 3 12 0.0726
1 15 -1 0.1144
-1 -15 1 0.1144
-16 0 -2 0.0033
16 0 2 0.0033

_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.147
_exptl_crystal_size_min          0.007
loop_
_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
5.0000 -3.0000 -12.0000 0.0185 0.9170 -0.3435
-5.0000 3.0000 12.0000 -0.0185 -0.9170 0.3435
1.0000 15.0000 -1.0000 -0.0246 -0.4788 -0.9015
-1.0000 -15.0000 1.0000 0.0246 0.4788 0.9015
-16.0000 -0.0000 -2.0000 1.0171 0.0927 -0.0485
16.0000 0.0000 2.0000 -1.0171 -0.0927 0.0485

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0410
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.930
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            26146
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.930
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         30.246
_diffrn_reflns_theta_min         3.075
_diffrn_ambient_temperature      170(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.930
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -89.00   4.00   1.00   10.00    --  -18.68 -38.00-150.00   93
  2  ω    -93.00 -34.00   1.00   10.00    --  -18.68-179.00   0.00   59
  3  ω    -87.00   0.00   1.00   10.00    --  -18.68 -57.00 150.00   87
  4  ω    -25.00  22.00   1.00   10.00    --  -18.68 -99.00 120.00   47
  5  ω    -49.00  49.00   1.00   10.00    --   20.25 -77.00  30.00   98
  6  ω      2.00  89.00   1.00   10.00    --   20.25  57.00 -30.00   87
  7  ω      2.00  89.00   1.00   10.00    --   20.25  57.00  90.00   87
  8  ω    -25.00  61.00   1.00   10.00    --   20.25 -99.00-180.00   86
  9  ω    -48.00  39.00   1.00   10.00    --   20.25 -57.00 -60.00   87
 10  ω      2.00  89.00   1.00   10.00    --   20.25  57.00  30.00   87
 11  ω     34.00  94.00   1.00   10.00    --   20.25 179.00 -30.00   60
 12  ω    -83.00  -7.00   1.00   10.00    --  -18.68 140.00  27.00   76
 13  ω    -77.00  -1.00   1.00   10.00    --  -18.68 130.00-146.00   76
 14  ω     -2.00  38.00   1.00   10.00    --   20.25  38.00 120.00   40
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0602200000
_diffrn_orient_matrix_UB_12      0.0005905000
_diffrn_orient_matrix_UB_13      -0.0267839000
_diffrn_orient_matrix_UB_21      0.0024889000
_diffrn_orient_matrix_UB_22      -0.0365045000
_diffrn_orient_matrix_UB_23      -0.0662517000
_diffrn_orient_matrix_UB_31      -0.0022158000
_diffrn_orient_matrix_UB_32      -0.0571517000
_diffrn_orient_matrix_UB_33      0.0419878000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2665
_reflns_number_total             3038
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_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 1.171.38.42b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.42b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.42b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.730
_refine_diff_density_min         -0.918
_refine_diff_density_rms         0.125
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         3038
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0268
_refine_ls_R_factor_gt           0.0205
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0150P)²+0.8470P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0392
_refine_ls_wR_factor_ref         0.0413
_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 Ternary CH refined with riding coordinates:
 N1(H1)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C6(H6), C4(H4), C3(H3), C5(H5)
2.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.83490(2) 0.54950(2) 1.04223(2) 0.02363(4) Uani 1 1 d . . . . .
O4 O 0.7237(2) 0.6414(2) 1.0650(3) 0.0428(6) Uani 1 1 d . . . . .
O1 O 0.7868(2) 0.4485(2) 0.8839(3) 0.0400(6) Uani 1 1 d . . . . .
N1 N 0.7997(2) 0.4398(2) 0.5834(3) 0.0247(5) Uani 1 1 d . . . . .
H1 H 0.7969 0.4318 0.6944 0.030 Uiso 1 1 calc R . . . .
O2 O 0.9392(2) 0.6479(3) 1.0141(4) 0.0561(7) Uani 1 1 d . . . . .
O3 O 0.8864(2) 0.4610(2) 1.2088(3) 0.0431(6) Uani 1 1 d . . . . .
C1 C 0.6837(3) 0.4122(3) 0.4856(3) 0.0251(6) Uani 1 1 d . . . . .
C8 C 0.8841(3) 0.3418(3) 0.5610(4) 0.0315(7) Uani 1 1 d . . . . .
H8A H 0.8586 0.2563 0.5817 0.047 Uiso 1 1 calc GR . . . .
H8B H 0.9587 0.3594 0.6333 0.047 Uiso 1 1 calc GR . . . .
H8C H 0.8899 0.3457 0.4532 0.047 Uiso 1 1 calc GR . . . .
C7 C 0.8417(3) 0.5721(3) 0.5664(4) 0.0368(8) Uani 1 1 d . . . . .
H7A H 0.8521 0.5823 0.4616 0.055 Uiso 1 1 calc GR . . . .
H7B H 0.9144 0.5859 0.6447 0.055 Uiso 1 1 calc GR . . . .
H7C H 0.7859 0.6346 0.5817 0.055 Uiso 1 1 calc GR . . . .
C2 C 0.6390(3) 0.4761(3) 0.3467(4) 0.0363(8) Uani 1 1 d . . . . .
H2 H 0.6821 0.5391 0.3108 0.044 Uiso 1 1 calc R . . . .
C6 C 0.6227(3) 0.3211(3) 0.5388(4) 0.0369(8) Uani 1 1 d . . . . .
H6 H 0.6550 0.2781 0.6346 0.044 Uiso 1 1 calc R . . . .
C4 C 0.4675(3) 0.3548(4) 0.3127(4) 0.0466(9) Uani 1 1 d . . . . .
H4 H 0.3925 0.3347 0.2527 0.056 Uiso 1 1 calc R . . . .
C3 C 0.5291(3) 0.4456(4) 0.2608(5) 0.0481(10) Uani 1 1 d . . . . .
H3 H 0.4964 0.4884 0.1649 0.058 Uiso 1 1 calc R . . . .
C5 C 0.5138(3) 0.2928(4) 0.4511(4) 0.0461(9) Uani 1 1 d . . . . .
H5 H 0.4706 0.2299 0.4869 0.055 Uiso 1 1 calc R . . . .


_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 O4 1.720(2) . ?
Re1 O1 1.731(2) . ?
Re1 O2 1.708(3) . ?
Re1 O3 1.715(2) . ?
N1 H1 1.0000 . ?
N1 C1 1.477(4) . ?
N1 C8 1.505(4) . ?
N1 C7 1.497(4) . ?
C1 C2 1.380(4) . ?
C1 C6 1.370(4) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C2 H2 0.9500 . ?
C2 C3 1.390(5) . ?
C6 H6 0.9500 . ?
C6 C5 1.381(4) . ?
C4 H4 0.9500 . ?
C4 C3 1.367(5) . ?
C4 C5 1.370(5) . ?
C3 H3 0.9500 . ?
C5 H5 0.9500 . ?

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
O4 Re1 O1 109.38(12) . . ?
O2 Re1 O4 108.89(13) . . ?
O2 Re1 O1 110.60(13) . . ?
O2 Re1 O3 109.75(14) . . ?
O3 Re1 O4 108.46(12) . . ?
O3 Re1 O1 109.71(12) . . ?
C1 N1 H1 106.3 . . ?
C1 N1 C8 111.8(2) . . ?
C1 N1 C7 114.9(2) . . ?
C8 N1 H1 106.3 . . ?
C7 N1 H1 106.3 . . ?
C7 N1 C8 110.6(2) . . ?
C2 C1 N1 121.1(3) . . ?
C6 C1 N1 117.2(3) . . ?
C6 C1 C2 121.7(3) . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C1 C2 H2 121.0 . . ?
C1 C2 C3 118.0(3) . . ?
C3 C2 H2 121.0 . . ?
C1 C6 H6 120.5 . . ?
C1 C6 C5 119.0(3) . . ?
C5 C6 H6 120.5 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.0(3) . . ?
C5 C4 H4 120.0 . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.8(3) . . ?
C4 C3 H3 119.6 . . ?
C6 C5 H5 119.8 . . ?
C4 C5 C6 120.4(3) . . ?
C4 C5 H5 119.8 . . ?

_shelx_SHELXL_version_number     2014/7

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.818
_oxdiff_exptl_absorpt_empirical_full_min 0.594
####################################################################### 
# 
# 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_j16015
_database_code_depnum_ccdc_archive 'CCDC 1568778'
_audit_update_record             
;
2017-08-14 deposited with the CCDC.
2017-10-12 downloaded from the CCDC.
;
_audit_creation_date             2016-10-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(O4 Re), 2(C5 H5 Br N)'
_chemical_formula_sum            'C10 H10 Br2 N2 O8 Re2'
_chemical_formula_weight         818.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C5 H5 N1 Re1 O4 Br1'
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      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                   8.3466(3)
_cell_length_b                   10.4128(4)
_cell_length_c                   10.9082(6)
_cell_angle_alpha                113.523(4)
_cell_angle_beta                 92.589(4)
_cell_angle_gamma                97.987(3)
_cell_volume                     855.53(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6124
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.0030
_cell_measurement_theta_min      3.4920
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    18.847
_exptl_absorpt_correction_T_max  0.087
_exptl_absorpt_correction_T_min  0.012
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.42b (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    3.177
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             736
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
12 -3 -2 0.1538
-11 5 2 0.1466
-1 -8 15 0.0902
0 -12 -3 0.2861
0 12 3 0.2861
-12 3 2 0.1538
1 8 -15 0.0902

_exptl_crystal_size_max          0.614
_exptl_crystal_size_mid          0.338
_exptl_crystal_size_min          0.18
loop_
_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
12.0104 -3.0055 -1.9993 -0.9278 -0.3740 -0.2442
-11.0092 5.0064 2.0004 0.8985 0.3829 0.0604
-1.0023 -7.9931 14.9966 0.4917 -0.8598 0.0602
-0.0016 -12.0092 -3.0055 -0.3370 -0.1120 0.9483
0.0016 12.0092 3.0055 0.3370 0.1120 -0.9483
-12.0104 3.0055 1.9993 0.9278 0.3740 0.2442
1.0023 7.9931 -14.9966 -0.4917 0.8598 -0.0602

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_av_unetI/netI     0.0452
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.882
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14803
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.882
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         29.267
_diffrn_reflns_theta_min         3.388
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.882
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -35.00  52.00   1.00    2.00    --  -16.47  57.00  60.00   87
  2  ω    -25.00  24.00   1.00    2.00    --  -16.47 -99.00-180.00   49
  3  ω    -91.00 -32.00   1.00    2.00    --  -16.47 179.00  30.00   59
  4  ω    -35.00  52.00   1.00    2.00    --  -16.47  57.00  30.00   87
  5  ω    -25.00  24.00   1.00    2.00    --  -16.47 -99.00 150.00   49
  6  ω    -39.00  54.00   1.00    2.00    --  -16.47  38.00-150.00   93
  7  ω    -85.00   2.00   1.00    2.00    --  -16.47 -57.00 -90.00   87
  8  ω    -89.00  21.00   1.00    2.00    --  -16.47 -19.00  30.00  110
  9  ω    -25.00  24.00   1.00    2.00    --  -16.47 -99.00 -30.00   49
 10  ω    -85.00 -30.00   1.00    2.00    --  -16.47 -57.00 150.00   55
 11  ω    -25.00  59.00   1.00    2.00    --   18.18 -99.00 -60.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0662581000
_diffrn_orient_matrix_UB_12      0.0185029000
_diffrn_orient_matrix_UB_13      0.0382207000
_diffrn_orient_matrix_UB_21      -0.0338053000
_diffrn_orient_matrix_UB_22      0.0213918000
_diffrn_orient_matrix_UB_23      -0.0481915000
_diffrn_orient_matrix_UB_31      -0.0438468000
_diffrn_orient_matrix_UB_32      -0.0699018000
_diffrn_orient_matrix_UB_33      -0.0361743000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3671
_reflns_number_total             4109
_reflns_odcompleteness_completeness 99.80
_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 1.171.38.42b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.42b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.42b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         2.123
_refine_diff_density_min         -3.770
_refine_diff_density_rms         0.457
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         4109
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0470
_refine_ls_R_factor_gt           0.0422
_refine_ls_restrained_S_all      1.112
_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)+(0.0620P)²+1.4160P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1048
_refine_ls_wR_factor_ref         0.1085
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N2(H2), C10(H10), N1(H1), C9(H9), C6(H6), C3(H3), C4(H4), C1(H1A), C8(H8),
 C5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.14538(3) 0.34709(3) 1.02091(3) 0.01516(11) Uani 1 1 d . . . . .
Re2 Re 0.44569(4) 0.23302(3) 0.69586(3) 0.01559(11) Uani 1 1 d . . . . .
Br2 Br 0.51423(10) 0.86129(8) 0.67527(8) 0.02354(19) Uani 1 1 d . . . . .
Br1 Br 0.27423(10) 0.49577(9) 0.44566(10) 0.0281(2) Uani 1 1 d . . . . .
O2 O 0.3146(7) 0.4657(6) 1.0266(6) 0.0250(13) Uani 1 1 d . . . . .
O7 O 0.6526(7) 0.2351(7) 0.6884(7) 0.0316(15) Uani 1 1 d . . . . .
O5 O 0.3876(7) 0.1880(7) 0.8259(6) 0.0268(13) Uani 1 1 d . . . . .
O1 O 0.0395(7) 0.2589(7) 0.8615(6) 0.0268(14) Uani 1 1 d . . . . .
O6 O 0.3365(8) 0.1128(7) 0.5468(6) 0.0319(15) Uani 1 1 d . . . . .
O8 O 0.4045(8) 0.3993(6) 0.7240(7) 0.0307(15) Uani 1 1 d . . . . .
O4 O 0.2007(7) 0.2240(6) 1.0758(6) 0.0252(13) Uani 1 1 d . . . . .
O3 O 0.0170(7) 0.4409(7) 1.1285(6) 0.0300(15) Uani 1 1 d . . . . .
N2 N 0.3730(8) 0.6781(7) 0.9277(7) 0.0201(14) Uani 1 1 d . . . . .
H2 H 0.3861 0.6018 0.9369 0.024 Uiso 1 1 calc R . . . .
C10 C 0.2896(10) 0.7643(9) 1.0134(8) 0.0221(17) Uani 1 1 d . . . . .
H10 H 0.2470 0.7424 1.0813 0.027 Uiso 1 1 calc R . . . .
N1 N -0.0192(9) 0.2783(8) 0.6101(8) 0.0261(16) Uani 1 1 d . . . . .
H1 H -0.0465 0.2951 0.6894 0.031 Uiso 1 1 calc R . . . .
C9 C 0.2658(10) 0.8869(9) 1.0019(9) 0.0233(18) Uani 1 1 d . . . . .
H9 H 0.2058 0.9478 1.0615 0.028 Uiso 1 1 calc R . . . .
C6 C 0.4391(9) 0.7010(8) 0.8267(8) 0.0175(15) Uani 1 1 d . . . . .
H6 H 0.4968 0.6366 0.7682 0.021 Uiso 1 1 calc R . . . .
C2 C 0.1300(9) 0.3540(8) 0.4674(8) 0.0185(16) Uani 1 1 d . . . . .
C3 C 0.0646(10) 0.2273(10) 0.3593(9) 0.0258(18) Uani 1 1 d . . . . .
H3 H 0.0929 0.2107 0.2734 0.031 Uiso 1 1 calc R . . . .
C4 C -0.0426(11) 0.1260(10) 0.3801(10) 0.028(2) Uani 1 1 d . . . . .
H4 H -0.0867 0.0405 0.3085 0.034 Uiso 1 1 calc R . . . .
C1 C 0.0848(9) 0.3775(9) 0.5944(8) 0.0201(16) Uani 1 1 d . . . . .
H1A H 0.1271 0.4620 0.6677 0.024 Uiso 1 1 calc R . . . .
C8 C 0.3311(10) 0.9200(8) 0.9013(8) 0.0200(16) Uani 1 1 d . . . . .
H8 H 0.3172 1.0034 0.8932 0.024 Uiso 1 1 calc R . . . .
C5 C -0.0843(10) 0.1539(9) 0.5107(9) 0.0252(18) Uani 1 1 d . . . . .
H5 H -0.1556 0.0872 0.5274 0.030 Uiso 1 1 calc R . . . .
C7 C 0.4177(10) 0.8255(9) 0.8132(8) 0.0211(17) 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 O2 1.723(6) . ?
Re1 O1 1.735(6) . ?
Re1 O4 1.722(6) . ?
Re1 O3 1.723(6) . ?
Re2 O7 1.730(6) . ?
Re2 O5 1.731(6) . ?
Re2 O6 1.722(6) . ?
Re2 O8 1.721(6) . ?
Br2 C7 1.878(9) . ?
Br1 C2 1.870(8) . ?
N2 H2 0.8600 . ?
N2 C10 1.314(11) . ?
N2 C6 1.343(10) . ?
C10 H10 0.9300 . ?
C10 C9 1.371(12) . ?
N1 H1 0.8600 . ?
N1 C1 1.325(11) . ?
N1 C5 1.333(11) . ?
C9 H9 0.9300 . ?
C9 C8 1.387(12) . ?
C6 H6 0.9300 . ?
C6 C7 1.395(12) . ?
C2 C3 1.389(11) . ?
C2 C1 1.387(11) . ?
C3 H3 0.9300 . ?
C3 C4 1.383(13) . ?
C4 H4 0.9300 . ?
C4 C5 1.407(13) . ?
C1 H1A 0.9300 . ?
C8 H8 0.9300 . ?
C8 C7 1.386(11) . ?
C5 H5 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
O2 Re1 O1 112.9(3) . . ?
O4 Re1 O2 110.2(3) . . ?
O4 Re1 O1 109.2(3) . . ?
O4 Re1 O3 108.2(3) . . ?
O3 Re1 O2 108.0(3) . . ?
O3 Re1 O1 108.3(3) . . ?
O7 Re2 O5 109.3(3) . . ?
O6 Re2 O7 111.0(3) . . ?
O6 Re2 O5 109.5(3) . . ?
O8 Re2 O7 108.9(3) . . ?
O8 Re2 O5 109.8(3) . . ?
O8 Re2 O6 108.3(3) . . ?
C10 N2 H2 117.8 . . ?
C10 N2 C6 124.4(7) . . ?
C6 N2 H2 117.8 . . ?
N2 C10 H10 120.2 . . ?
N2 C10 C9 119.6(8) . . ?
C9 C10 H10 120.2 . . ?
C1 N1 H1 117.9 . . ?
C1 N1 C5 124.2(8) . . ?
C5 N1 H1 117.9 . . ?
C10 C9 H9 120.0 . . ?
C10 C9 C8 120.0(8) . . ?
C8 C9 H9 120.0 . . ?
N2 C6 H6 121.4 . . ?
N2 C6 C7 117.3(7) . . ?
C7 C6 H6 121.4 . . ?
C3 C2 Br1 121.7(6) . . ?
C1 C2 Br1 119.0(6) . . ?
C1 C2 C3 119.3(8) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.6(8) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 120.4 . . ?
C3 C4 C5 119.2(8) . . ?
C5 C4 H4 120.4 . . ?
N1 C1 C2 119.3(7) . . ?
N1 C1 H1A 120.4 . . ?
C2 C1 H1A 120.4 . . ?
C9 C8 H8 120.9 . . ?
C7 C8 C9 118.2(8) . . ?
C7 C8 H8 120.9 . . ?
N1 C5 C4 118.4(8) . . ?
N1 C5 H5 120.8 . . ?
C4 C5 H5 120.8 . . ?
C6 C7 Br2 117.7(6) . . ?
C8 C7 Br2 121.8(7) . . ?
C8 C7 C6 120.5(8) . . ?

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
Br1 C2 C3 C4 -179.5(7) . . . . ?
Br1 C2 C1 N1 179.0(6) . . . . ?
N2 C10 C9 C8 -0.8(12) . . . . ?
N2 C6 C7 Br2 178.4(6) . . . . ?
N2 C6 C7 C8 -0.1(12) . . . . ?
C10 N2 C6 C7 0.3(12) . . . . ?
C10 C9 C8 C7 0.9(12) . . . . ?
C9 C8 C7 Br2 -179.0(6) . . . . ?
C9 C8 C7 C6 -0.5(12) . . . . ?
C6 N2 C10 C9 0.1(12) . . . . ?
C2 C3 C4 C5 0.4(14) . . . . ?
C3 C2 C1 N1 0.3(12) . . . . ?
C3 C4 C5 N1 0.5(14) . . . . ?
C1 N1 C5 C4 -1.0(14) . . . . ?
C1 C2 C3 C4 -0.8(13) . . . . ?
C5 N1 C1 C2 0.6(13) . . . . ?

_shelx_SHELXL_version_number     2014/7

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.879
_oxdiff_exptl_absorpt_empirical_full_min 0.577
####################################################################### 
# 
# 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_j16013_monoclinic
_database_code_depnum_ccdc_archive 'CCDC 1568777'
_audit_update_record             
;
2017-08-14 deposited with the CCDC.
2017-10-12 downloaded from the CCDC.
;
_audit_creation_date             2016-09-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '4(O4 Re), 4(C6 H14 N)'
_chemical_formula_sum            'C24 H56 N4 O16 Re4'
_chemical_formula_weight         1401.52
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C5 H10 N1 Re1 O4'
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'
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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   13.0504(2)
_cell_length_b                   12.1955(2)
_cell_length_c                   12.2542(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.553(2)
_cell_angle_gamma                90
_cell_volume                     1941.18(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10299
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      28.3560
_cell_measurement_theta_min      3.7230
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    12.499
_exptl_absorpt_correction_T_max  0.877
_exptl_absorpt_correction_T_min  0.783
_exptl_absorpt_correction_type   analytical
_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)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.398
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1312
_exptl_crystal_size_max          0.305
_exptl_crystal_size_mid          0.2542
_exptl_crystal_size_min          0.1557
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_av_unetI/netI     0.0181
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            17336
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.350
_diffrn_reflns_theta_max         25.350
_diffrn_reflns_theta_min         2.923
_diffrn_ambient_temperature      170(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -33.00   54.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.2694   57.0000  150.0000 87

#__ type_ start__ end____ width___ exp.time_
  2 omega  -43.00   55.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.2694   77.0000   30.0000 98

#__ type_ start__ end____ width___ exp.time_
  3 omega  -83.00   14.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.2694  -77.0000  -90.0000 97

#__ type_ start__ end____ width___ exp.time_
  4 omega  -25.00   26.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.2694  -99.0000 -180.0000 51

#__ type_ start__ end____ width___ exp.time_
  5 omega  -88.00  -34.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.2694 -179.0000 -120.0000 54

#__ type_ start__ end____ width___ exp.time_
  6 omega   -3.00   84.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       15.9881   57.0000 -180.0000 87

#__ type_ start__ end____ width___ exp.time_
  7 omega   32.00   91.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       15.9881 -179.0000  150.0000 59

#__ type_ start__ end____ width___ exp.time_
  8 omega  -85.00    8.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.2694  -38.0000    0.0000 93

#__ type_ start__ end____ width___ exp.time_
  9 omega  -43.00   55.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.2694   77.0000  -60.0000 98

#__ type_ start__ end____ width___ exp.time_
 10 omega  -13.00   85.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       15.9881   77.0000   30.0000 98

#__ type_ start__ end____ width___ exp.time_
 11 omega  -25.00    6.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       15.9881  -99.0000 -180.0000 31

#__ type_ start__ end____ width___ exp.time_
 12 omega  -25.00   56.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       15.9881  -99.0000  -90.0000 81
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0128175000
_diffrn_orient_matrix_UB_12      0.0353719000
_diffrn_orient_matrix_UB_13      0.0452110000
_diffrn_orient_matrix_UB_21      0.0007161000
_diffrn_orient_matrix_UB_22      -0.0454567000
_diffrn_orient_matrix_UB_23      0.0361387000
_diffrn_orient_matrix_UB_31      0.0531067000
_diffrn_orient_matrix_UB_32      -0.0079079000
_diffrn_orient_matrix_UB_33      -0.0055904000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1695
_reflns_number_total             1783
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.30
_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, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.641
_refine_diff_density_min         -0.614
_refine_diff_density_rms         0.097
_refine_ls_extinction_coef       0.00300(6)
_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   1.157
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     111
_refine_ls_number_reflns         1783
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0172
_refine_ls_R_factor_gt           0.0156
_refine_ls_restrained_S_all      1.157
_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)+(0.0100P)²+5.1410P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0337
_refine_ls_wR_factor_ref         0.0343
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 N1(H1)
2.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C2(H2A,H2B), C4(H4A,H4B), C1(H1A,H1B), C3(H3A,H3B)
2.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.48544(2) 0.68345(2) 0.44201(2) 0.02095(8) Uani 1 1 d . . . . .
O1 O 0.4073(2) 0.5687(2) 0.4340(2) 0.0379(7) Uani 1 1 d . . . . .
N1 N 0.2802(2) 0.4553(2) 0.2825(2) 0.0195(6) Uani 1 1 d . . . . .
H1 H 0.3316 0.4967 0.3325 0.023 Uiso 1 1 calc R . . . .
O4 O 0.5914(2) 0.6602(2) 0.3741(3) 0.0442(8) Uani 1 1 d . . . . .
O2 O 0.4184(2) 0.7934(2) 0.3856(2) 0.0457(8) Uani 1 1 d . . . . .
C5 C 0.2290(3) 0.3731(3) 0.3505(3) 0.0248(8) Uani 1 1 d . . . . .
H5A H 0.2809 0.3209 0.3841 0.030 Uiso 1 1 calc R . . . .
H5B H 0.1771 0.3312 0.3033 0.030 Uiso 1 1 calc R . . . .
O3 O 0.5233(2) 0.7126(2) 0.5775(2) 0.0366(7) Uani 1 1 d . . . . .
C6 C 0.3367(3) 0.4012(3) 0.1977(3) 0.0307(9) Uani 1 1 d . . . . .
H6A H 0.3869 0.3495 0.2329 0.046 Uiso 1 1 calc GR . . . .
H6B H 0.3726 0.4569 0.1579 0.046 Uiso 1 1 calc GR . . . .
H6C H 0.2878 0.3617 0.1461 0.046 Uiso 1 1 calc GR . . . .
C2 C 0.1498(3) 0.5952(3) 0.3189(3) 0.0358(10) Uani 1 1 d . . . . .
H2A H 0.0966 0.6450 0.2836 0.043 Uiso 1 1 calc R . . . .
H2B H 0.2005 0.6402 0.3646 0.043 Uiso 1 1 calc R . . . .
C4 C 0.1778(3) 0.4314(4) 0.4391(3) 0.0360(10) Uani 1 1 d . . . . .
H4A H 0.2308 0.4693 0.4887 0.043 Uiso 1 1 calc R . . . .
H4B H 0.1433 0.3768 0.4829 0.043 Uiso 1 1 calc R . . . .
C1 C 0.2034(3) 0.5366(3) 0.2314(3) 0.0263(8) Uani 1 1 d . . . . .
H1A H 0.1517 0.4980 0.1808 0.032 Uiso 1 1 calc R . . . .
H1B H 0.2390 0.5908 0.1883 0.032 Uiso 1 1 calc R . . . .
C3 C 0.0996(3) 0.5138(3) 0.3917(4) 0.0398(10) Uani 1 1 d . . . . .
H3A H 0.0703 0.5536 0.4519 0.048 Uiso 1 1 calc R . . . .
H3B H 0.0427 0.4753 0.3481 0.048 Uiso 1 1 calc R . . . .


_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 O1 1.729(3) . ?
Re1 O4 1.705(3) . ?
Re1 O2 1.710(3) . ?
Re1 O3 1.723(3) . ?
N1 H1 1.0000 . ?
N1 C5 1.501(4) . ?
N1 C6 1.485(4) . ?
N1 C1 1.502(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C4 1.507(5) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C1 1.516(5) . ?
C2 C3 1.524(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C3 1.509(6) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?

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
O4 Re1 O1 109.84(14) . . ?
O4 Re1 O2 109.90(15) . . ?
O4 Re1 O3 109.52(15) . . ?
O2 Re1 O1 109.64(15) . . ?
O2 Re1 O3 108.38(14) . . ?
O3 Re1 O1 109.54(13) . . ?
C5 N1 H1 107.7 . . ?
C5 N1 C1 110.9(3) . . ?
C6 N1 H1 107.7 . . ?
C6 N1 C5 111.7(3) . . ?
C6 N1 C1 111.0(3) . . ?
C1 N1 H1 107.7 . . ?
N1 C5 H5A 109.7 . . ?
N1 C5 H5B 109.7 . . ?
N1 C5 C4 109.7(3) . . ?
H5A C5 H5B 108.2 . . ?
C4 C5 H5A 109.7 . . ?
C4 C5 H5B 109.7 . . ?
N1 C6 H6A 109.5 . . ?
N1 C6 H6B 109.5 . . ?
N1 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
H2A C2 H2B 108.0 . . ?
C1 C2 H2A 109.4 . . ?
C1 C2 H2B 109.4 . . ?
C1 C2 C3 111.1(3) . . ?
C3 C2 H2A 109.4 . . ?
C3 C2 H2B 109.4 . . ?
C5 C4 H4A 109.3 . . ?
C5 C4 H4B 109.3 . . ?
C5 C4 C3 111.6(3) . . ?
H4A C4 H4B 108.0 . . ?
C3 C4 H4A 109.3 . . ?
C3 C4 H4B 109.3 . . ?
N1 C1 C2 110.6(3) . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 108.1 . . ?
C2 C3 H3A 109.6 . . ?
C2 C3 H3B 109.6 . . ?
C4 C3 C2 110.2(3) . . ?
C4 C3 H3A 109.6 . . ?
C4 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?

_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
17 -7 2 0.0956 16.9969 -7.0241 1.9408 0.0572 0.4016 0.9473
-17 7 -2 0.0956 -16.9969 7.0241 -1.9408 -0.0572 -0.4016 -0.9473
-12 -7 11 0.0779 -11.9672 -7.0222 11.0210 0.0965 0.7089 -0.6416
12 7 -11 0.0779 11.9672 7.0222 -11.0210 -0.0965 -0.7089 0.6416
3 8 15 0.1066 3.0395 7.9584 15.0050 0.9989 0.1827 0.0146
-3 -8 -15 0.1066 -3.0395 -7.9584 -15.0050 -0.9989 -0.1827 -0.0146
-11 6 13 0.0487 -10.9602 5.9762 13.0404 0.6605 0.1918 -0.7022

_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_j16011_mono
_database_code_depnum_ccdc_archive 'CCDC 1568776'
_audit_update_record             
;
2017-08-14 deposited with the CCDC.
2017-10-12 downloaded from the CCDC.
;
_audit_creation_date             2016-10-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'O4 Re, C14 H24 N'
_chemical_formula_sum            'C14 H24 N O4 Re'
_chemical_formula_weight         456.54
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Re O4 N1 C24 H52'
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'
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           11
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   8.9052(2)
_cell_length_b                   8.43840(10)
_cell_length_c                   10.9159(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.016(2)
_cell_angle_gamma                90
_cell_volume                     820.28(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6060
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      29.9520
_cell_measurement_theta_min      3.8000
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    7.418
_exptl_absorpt_correction_T_max  0.857
_exptl_absorpt_correction_T_min  0.753
_exptl_absorpt_correction_type   analytical
_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)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.848
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.3543
_exptl_crystal_size_mid          0.2283
_exptl_crystal_size_min          0.1448
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0176
_diffrn_reflns_av_unetI/netI     0.0119
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8547
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.347
_diffrn_reflns_theta_min         2.952
_diffrn_ambient_temperature      170(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -88.00   10.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.6840  -77.0000  -90.0000 98

#__ type_ start__ end____ width___ exp.time_
  2 omega    2.00   89.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       20.4027   57.0000    0.0000 87

#__ type_ start__ end____ width___ exp.time_
  3 omega  -48.00   39.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       20.4027  -57.0000  -90.0000 87

#__ type_ start__ end____ width___ exp.time_
  4 omega  -25.00   61.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       20.4027  -99.0000   60.0000 86

#__ type_ start__ end____ width___ exp.time_
  5 omega  -87.00    0.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.6840  -57.0000  150.0000 87

#__ type_ start__ end____ width___ exp.time_
  6 omega  -93.00  -32.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.6840  179.0000   90.0000 61

#__ type_ start__ end____ width___ exp.time_
  7 omega    2.00   75.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       20.4027   57.0000   90.0000 73
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0065871000
_diffrn_orient_matrix_UB_12      0.0002316000
_diffrn_orient_matrix_UB_13      -0.0647260000
_diffrn_orient_matrix_UB_21      -0.0791821000
_diffrn_orient_matrix_UB_22      -0.0063332000
_diffrn_orient_matrix_UB_23      0.0053040000
_diffrn_orient_matrix_UB_31      -0.0059683000
_diffrn_orient_matrix_UB_32      0.0838287000
_diffrn_orient_matrix_UB_33      0.0006069000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1572
_reflns_number_total             1608
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.30
_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, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.781
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.308
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     128
_refine_ls_number_reflns         1608
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0214
_refine_ls_R_factor_gt           0.0203
_refine_ls_restrained_S_all      1.306
_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)+(0.0128P)²+1.7145P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0442
_refine_ls_wR_factor_ref         0.0445
_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. Restrained distances
 C12-H12A = C12-H12A_$1 = C12-H12B = C12-H12B_$1 = C12-H12C = C12-H12C_$1
 0.96 with sigma of 0.02
3. Others
 Fixed Sof: H8A(0.5) H8B(0.5) H8C(0.5) H9A(0.5) H9B(0.5) H9C(0.5) H12A(0.5)
 H12B(0.5) H12C(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C4(H4)
4.b Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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 0.77935(2) 0.2500 0.25001(2) 0.02573(8) Uani 1 2 d S T P . .
N1 N 0.2595(4) 0.2500 0.7498(3) 0.0192(8) Uani 1 2 d S T P . .
H1 H 0.1607 0.2500 0.7497 0.023 Uiso 1 2 calc RS T P . .
O2 O 0.8919(4) 0.0839(4) 0.2499(3) 0.0483(8) Uani 1 1 d . . . . .
O1 O 0.6707(6) 0.2500 0.3784(4) 0.0580(13) Uani 1 2 d S T P . .
C10 C 0.2327(6) 0.2500 0.9767(4) 0.0248(11) Uani 1 2 d S T P . .
C1 C 0.3295(5) 0.2500 0.6401(4) 0.0207(10) Uani 1 2 d S T P . .
C11 C 0.2711(5) 0.3987(5) 1.0507(4) 0.0375(9) Uani 1 1 d . . . . .
H11A H 0.2091 0.4020 1.1248 0.056 Uiso 1 1 calc GR . . . .
H11B H 0.2512 0.4931 1.0009 0.056 Uiso 1 1 calc GR . . . .
H11C H 0.3774 0.3963 1.0737 0.056 Uiso 1 1 calc GR . . . .
C6 C 0.2326(6) 0.2500 0.5237(4) 0.0240(11) Uani 1 2 d S T P . .
C5 C 0.3293(5) 0.2500 0.8600(4) 0.0205(10) Uani 1 2 d S T P . .
O3 O 0.6714(6) 0.2500 0.1212(4) 0.0578(13) Uani 1 2 d S T P . .
C7 C 0.2711(5) 0.1011(5) 0.4494(4) 0.0380(10) Uani 1 1 d . . . . .
H7A H 0.3778 0.1026 0.4277 0.057 Uiso 1 1 calc GR . . . .
H7B H 0.2104 0.0989 0.3745 0.057 Uiso 1 1 calc GR . . . .
H7C H 0.2495 0.0066 0.4986 0.057 Uiso 1 1 calc GR . . . .
C2 C 0.4828(5) 0.2500 0.6402(4) 0.0226(10) Uani 1 2 d S T P . .
H2 H 0.5356 0.2500 0.5645 0.027 Uiso 1 2 calc RS T P . .
C3 C 0.5627(5) 0.2500 0.7499(5) 0.0233(10) Uani 1 2 d S T P . .
C4 C 0.4827(5) 0.2500 0.8603(4) 0.0231(10) Uani 1 2 d S T P . .
H4 H 0.5355 0.2500 0.9359 0.028 Uiso 1 2 calc RS T P . .
C12 C 0.0657(7) 0.2500 0.9461(5) 0.0372(14) Uani 1 2 d DS T P . .
C8 C 0.0657(6) 0.2500 0.5537(5) 0.0371(14) Uani 1 2 d S T P . .
H8A H 0.0388 0.1494 0.5929 0.056 Uiso 0.5 1 calc GR . . A -1
H8B H 0.0077 0.2628 0.4781 0.056 Uiso 0.5 1 calc GR . . A -1
H8C H 0.0433 0.3378 0.6096 0.056 Uiso 0.5 1 calc GR . . A -1
C9 C 0.7294(6) 0.2500 0.7498(5) 0.0321(12) Uani 1 2 d S T P . .
H9A H 0.7660 0.1943 0.6769 0.048 Uiso 0.5 1 calc GR . . B -1
H9B H 0.7662 0.1962 0.8235 0.048 Uiso 0.5 1 calc GR . . B -1
H9C H 0.7661 0.3595 0.7489 0.048 Uiso 0.5 1 calc GR . . B -1
H12A H 0.031(16) 0.336(11) 0.895(11) 0.03(5) Uiso 0.5 1 d D . . . .
H12B H 0.013(7) 0.224(14) 1.020(4) 0.04(2) Uiso 0.5 1 d D . . . .
H12C H 0.049(19) 0.147(8) 0.911(15) 0.05(6) Uiso 0.5 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
Re1 O2 1.723(3) 4_565 ?
Re1 O2 1.723(3) . ?
Re1 O1 1.703(4) . ?
Re1 O3 1.703(4) . ?
N1 H1 0.8800 . ?
N1 C1 1.350(6) . ?
N1 C5 1.353(6) . ?
C10 C11 1.531(5) 4_565 ?
C10 C11 1.531(5) . ?
C10 C5 1.538(7) . ?
C10 C12 1.525(8) . ?
C1 C6 1.535(6) . ?
C1 C2 1.366(7) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C6 C7 1.534(5) . ?
C6 C7 1.534(5) 4_565 ?
C6 C8 1.522(7) . ?
C5 C4 1.366(7) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C2 H2 0.9500 . ?
C2 C3 1.393(7) . ?
C3 C4 1.399(7) . ?
C3 C9 1.485(7) . ?
C4 H4 0.9500 . ?
C12 H12A 0.961(15) . ?
C12 H12B 0.960(15) . ?
C12 H12C 0.961(15) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?

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
O2 Re1 O2 108.9(2) 4_565 . ?
O1 Re1 O2 109.33(14) . . ?
O1 Re1 O2 109.33(14) . 4_565 ?
O3 Re1 O2 109.12(15) . . ?
O3 Re1 O2 109.12(15) . 4_565 ?
O3 Re1 O1 111.0(3) . . ?
C1 N1 H1 117.4 . . ?
C1 N1 C5 125.2(4) . . ?
C5 N1 H1 117.4 . . ?
C11 C10 C11 110.1(4) . 4_565 ?
C11 C10 C5 108.2(3) . . ?
C11 C10 C5 108.2(3) 4_565 . ?
C12 C10 C11 109.5(3) . 4_565 ?
C12 C10 C11 109.5(3) . . ?
C12 C10 C5 111.3(4) . . ?
N1 C1 C6 118.4(4) . . ?
N1 C1 C2 117.4(4) . . ?
C2 C1 C6 124.2(4) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C7 C6 C1 108.2(3) . . ?
C7 C6 C1 108.2(3) 4_565 . ?
C7 C6 C7 110.0(4) . 4_565 ?
C8 C6 C1 111.7(4) . . ?
C8 C6 C7 109.4(3) . 4_565 ?
C8 C6 C7 109.4(3) . . ?
N1 C5 C10 118.7(4) . . ?
N1 C5 C4 117.4(4) . . ?
C4 C5 C10 123.9(4) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C1 C2 H2 119.6 . . ?
C1 C2 C3 120.7(4) . . ?
C3 C2 H2 119.6 . . ?
C2 C3 C4 118.7(4) . . ?
C2 C3 C9 120.6(4) . . ?
C4 C3 C9 120.6(4) . . ?
C5 C4 C3 120.5(4) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C10 C12 H12A 116(9) . . ?
C10 C12 H12B 107(4) . . ?
C10 C12 H12C 104(10) . . ?
H12A C12 H12B 120(10) . . ?
H12A C12 H12C 114(9) . . ?
H12B C12 H12C 93(10) . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C3 C9 H9A 109.5 . . ?
C3 C9 H9B 109.5 . . ?
C3 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C6 C7 -120.4(3) . . . . ?
N1 C1 C6 C7 120.4(3) . . . 4_565 ?
N1 C1 C6 C8 0.000(1) . . . . ?
N1 C1 C2 C3 0.000(1) . . . . ?
N1 C5 C4 C3 0.000(2) . . . . ?
C10 C5 C4 C3 180.000(1) . . . . ?
C1 N1 C5 C10 180.000(1) . . . . ?
C1 N1 C5 C4 0.000(2) . . . . ?
C1 C2 C3 C4 0.000(2) . . . . ?
C1 C2 C3 C9 180.000(1) . . . . ?
C11 C10 C5 N1 -120.3(3) . . . . ?
C11 C10 C5 N1 120.3(3) 4_565 . . . ?
C11 C10 C5 C4 59.7(3) . . . . ?
C11 C10 C5 C4 -59.7(3) 4_565 . . . ?
C6 C1 C2 C3 180.000(1) . . . . ?
C5 N1 C1 C6 180.000(1) . . . . ?
C5 N1 C1 C2 0.000(2) . . . . ?
C2 C1 C6 C7 59.6(3) . . . . ?
C2 C1 C6 C7 -59.6(3) . . . 4_565 ?
C2 C1 C6 C8 180.000(1) . . . . ?
C2 C3 C4 C5 0.000(2) . . . . ?
C12 C10 C5 N1 0.000(2) . . . . ?
C12 C10 C5 C4 180.000(2) . . . . ?
C9 C3 C4 C5 180.000(1) . . . . ?

_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
10 -2 -10 0.1218 10.0000 -2.0000 -10.0000 0.5809 -0.8322 -0.2334
-10 2 10 0.1218 -10.0000 2.0000 10.0000 -0.5809 0.8322 0.2334
-3 -11 3 0.1141 -3.0000 -11.0000 3.0000 -0.1770 0.3231 -0.9024
3 11 -3 0.1141 3.0000 11.0000 -3.0000 0.1770 -0.3231 0.9024
-4 -1 -14 0.0724 -4.0000 -1.0000 -14.0000 0.9323 0.2488 -0.0685
4 1 14 0.0724 4.0000 1.0000 14.0000 -0.9323 -0.2488 0.0685

_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_j16022_mono
_database_code_depnum_ccdc_archive 'CCDC 1568780'
_audit_update_record             
;
2017-08-14 deposited with the CCDC.
2017-10-12 downloaded from the CCDC.
;
_audit_creation_date             2016-09-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(O4 Re), 2(C5 H5 Cl N)'
_chemical_formula_sum            'C10 H10 Cl2 N2 O8 Re2'
_chemical_formula_weight         729.50
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C5 H4 N1 Cl1 Re1 O4'
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                   5.24460(10)
_cell_length_b                   12.7123(2)
_cell_length_c                   12.8020(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.5970(10)
_cell_angle_gamma                90
_cell_volume                     849.45(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    14108
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      29.2000
_cell_measurement_theta_min      3.1990
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    14.592
_exptl_absorpt_correction_T_max  0.861
_exptl_absorpt_correction_T_min  0.320
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.42b (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            clear
_exptl_crystal_colour_lustre     clear
_exptl_crystal_density_diffrn    2.852
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             664
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
7 -8 -2 0.1279
-7 8 2 0.1279
0 -17 4 0.2128
0 17 -4 0.2128
0 -1 18 0.0207
0 1 -18 0.0207
-7 -7 5 0.1270
7 7 -5 0.1270

_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.457
_exptl_crystal_size_mid          0.256
_exptl_crystal_size_min          0.041
loop_
_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
6.9984 -7.9864 -2.0005 -0.2067 1.0256 0.0049
-6.9984 7.9864 2.0005 0.2067 -1.0256 -0.0049
0.0002 -16.9910 3.9882 -0.0771 0.3966 -0.8859
-0.0002 16.9910 -3.9882 0.0771 -0.3966 0.8859
-0.0030 -1.0041 17.9853 0.9352 0.1958 -0.3045
0.0030 1.0041 -17.9853 -0.9352 -0.1958 0.3045
-6.9982 -7.0056 4.9905 0.1107 -0.6808 -0.7791
6.9982 7.0056 -4.9905 -0.1107 0.6808 0.7791

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_unetI/netI     0.0159
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            25488
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.359
_diffrn_reflns_theta_min         3.198
_diffrn_ambient_temperature      170(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -35.00  52.00   1.00    7.50    --  -16.47  57.00 -90.00   87
  2  ω    -85.00   2.00   1.00    7.50    --  -16.47 -57.00 120.00   87
  3  ω    -25.00  24.00   1.00    7.50    --  -16.47 -99.00  30.00   49
  4  ω    -35.00  52.00   1.00    7.50    --  -16.47  57.00  30.00   87
  5  ω    -25.00  24.00   1.00    7.50    --  -16.47 -99.00 150.00   49
  6  ω      0.00  86.00   1.00    7.50    --   18.03  57.00 -30.00   86
  7  ω    -91.00 -32.00   1.00    7.50    --  -16.47 179.00  60.00   59
  8  ω    -85.00   2.00   1.00    7.50    --  -16.47 -57.00-120.00   87
  9  ω      0.00  86.00   1.00    7.50    --   18.03  57.00  60.00   86
 10  ω    -20.00  62.00   1.00    7.50    --   18.03-105.00 -39.00   82
 11  ω    -25.00  59.00   1.00    7.50    --   18.03 -99.00 150.00   84
 12  ω    -25.00  59.00   1.00    7.50    --   18.03 -99.00  90.00   84
 13  ω    -25.00  59.00   1.00    7.50    --   18.03 -99.00 -90.00   84
 14  ω    -50.00  37.00   1.00    7.50    --   18.03 -57.00 120.00   87
 15  ω    -25.00  59.00   1.00    7.50    --   18.03 -99.00-150.00   84
 16  ω     32.00  93.00   1.00    7.50    --   18.03-179.00 -60.00   61
 17  ω    -88.00 -63.00   1.00    7.50    --  -16.47   0.00-150.00   25
 18  ω    -88.00  55.00   1.00    7.50    --  -16.47   0.00-180.00  143
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0049598000
_diffrn_orient_matrix_UB_12      0.0169654000
_diffrn_orient_matrix_UB_13      0.0529461000
_diffrn_orient_matrix_UB_21      0.1253051000
_diffrn_orient_matrix_UB_22      -0.0210550000
_diffrn_orient_matrix_UB_23      0.0097324000
_diffrn_orient_matrix_UB_31      0.0523433000
_diffrn_orient_matrix_UB_32      0.0488059000
_diffrn_orient_matrix_UB_33      -0.0141977000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2076
_reflns_number_total             2201
_reflns_odcompleteness_completeness 99.89
_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 1.171.38.42b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.42b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.42b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.012
_refine_diff_density_min         -1.624
_refine_diff_density_rms         0.162
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         2201
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0200
_refine_ls_R_factor_gt           0.0181
_refine_ls_restrained_S_all      1.092
_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)+(0.0250P)²+1.5920P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0467
_refine_ls_wR_factor_ref         0.0477
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C5(H5), C4(H4), C3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 -0.68588(2) 0.23381(2) 0.89736(2) 0.01836(6) Uani 1 1 d . . . . .
Cl1 Cl 0.1252(2) 0.62306(8) 0.91280(8) 0.0378(2) Uani 1 1 d . . . . .
O3 O -1.0135(5) 0.2239(2) 0.8977(3) 0.0298(6) Uani 1 1 d . . . . .
N1 N 0.2055(5) 0.5445(2) 0.7328(2) 0.0211(6) Uani 1 1 d . . . . .
H1 H 0.3315 0.5905 0.7370 0.025 Uiso 1 1 calc R . . . .
O1 O -0.5966(5) 0.1809(2) 0.7809(2) 0.0337(6) Uani 1 1 d . . . . .
O4 O -0.6000(5) 0.3640(2) 0.9059(2) 0.0310(6) Uani 1 1 d . . . . .
O2 O -0.5409(5) 0.1643(3) 1.0015(2) 0.0396(7) Uani 1 1 d . . . . .
C2 C -0.1422(7) 0.4674(3) 0.8075(3) 0.0254(7) Uani 1 1 d . . . . .
H2 H -0.2490 0.4630 0.8632 0.030 Uiso 1 1 calc R . . . .
C1 C 0.0553(6) 0.5387(3) 0.8112(3) 0.0212(6) Uani 1 1 d . . . . .
C5 C 0.1691(7) 0.4818(3) 0.6471(3) 0.0262(7) Uani 1 1 d . . . . .
H5 H 0.2782 0.4878 0.5923 0.031 Uiso 1 1 calc R . . . .
C4 C -0.0252(7) 0.4098(3) 0.6398(3) 0.0293(8) Uani 1 1 d . . . . .
H4 H -0.0530 0.3654 0.5801 0.035 Uiso 1 1 calc R . . . .
C3 C -0.1821(7) 0.4026(3) 0.7213(3) 0.0280(8) Uani 1 1 d . . . . .
H3 H -0.3173 0.3526 0.7175 0.034 Uiso 1 1 calc R . . . .


_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 O3 1.723(3) . ?
Re1 O1 1.742(3) . ?
Re1 O4 1.716(3) . ?
Re1 O2 1.715(3) . ?
Cl1 C1 1.699(4) . ?
N1 H1 0.8800 . ?
N1 C1 1.336(4) . ?
N1 C5 1.355(4) . ?
C2 H2 0.9500 . ?
C2 C1 1.373(5) . ?
C2 C3 1.377(5) . ?
C5 H5 0.9500 . ?
C5 C4 1.366(5) . ?
C4 H4 0.9500 . ?
C4 C3 1.394(5) . ?
C3 H3 0.9500 . ?

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
O3 Re1 O1 108.99(14) . . ?
O4 Re1 O3 109.03(12) . . ?
O4 Re1 O1 109.65(14) . . ?
O2 Re1 O3 109.08(14) . . ?
O2 Re1 O1 109.33(15) . . ?
O2 Re1 O4 110.73(15) . . ?
C1 N1 H1 119.1 . . ?
C1 N1 C5 121.9(3) . . ?
C5 N1 H1 119.1 . . ?
C1 C2 H2 120.7 . . ?
C1 C2 C3 118.5(3) . . ?
C3 C2 H2 120.7 . . ?
N1 C1 Cl1 116.2(3) . . ?
N1 C1 C2 120.6(3) . . ?
C2 C1 Cl1 123.2(3) . . ?
N1 C5 H5 120.2 . . ?
N1 C5 C4 119.6(3) . . ?
C4 C5 H5 120.2 . . ?
C5 C4 H4 120.5 . . ?
C5 C4 C3 118.9(3) . . ?
C3 C4 H4 120.5 . . ?
C2 C3 C4 120.4(3) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?

_shelx_SHELXL_version_number     2014/7

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.105
_oxdiff_exptl_absorpt_empirical_full_min 0.535

