# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_mxm352bs
_database_code_depnum_ccdc_archive 'CCDC 1917662'
loop_
_audit_author_name
_audit_author_address
'Brian Skelton'
;University of Western Australia
Australia
;
_audit_update_record             
;
2019-05-22 deposited with the CCDC.	2019-07-05 downloaded from the CCDC.
;

#==============================================================================

# 6. CRYSTALLOGRAPHY

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H13 N6 O4 Re [+ solvent]'
_chemical_formula_sum            'C22 H13 N6 O4 Re [+ solvent]'
_chemical_formula_weight         611.58

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   13.4719(3)
_cell_length_b                   18.1620(5)
_cell_length_c                   23.1285(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5659.0(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8774
_cell_measurement_theta_min      2.356
_cell_measurement_theta_max      31.547
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0089129
_diffrn_orient_matrix_UB_12      -0.0384231
_diffrn_orient_matrix_UB_13      -0.0020015
_diffrn_orient_matrix_UB_21      -0.0519088
_diffrn_orient_matrix_UB_22      -0.0065434
_diffrn_orient_matrix_UB_23      -0.0011192
_diffrn_orient_matrix_UB_31      0.0013174
_diffrn_orient_matrix_UB_32      0.0027609
_diffrn_orient_matrix_UB_33      -0.0305932

_exptl_crystal_description       spear
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_F_000             2352
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.334
_exptl_crystal_size_mid          0.129
_exptl_crystal_size_min          0.091
_exptl_absorpt_coefficient_mu    4.327
_shelx_estimated_absorpt_T_min   0.326
_shelx_estimated_absorpt_T_max   0.694
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.69399
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur-S'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0009
_diffrn_reflns_number            35082
_diffrn_reflns_av_unetI/netI     0.0682
_diffrn_reflns_av_R_equivalents  0.0559
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         3.024
_diffrn_reflns_theta_max         32.749
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.922
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.922
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.922
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             9646
_reflns_number_gt                5995
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.

 Residual electron density in the crystal which could not be interpreted
 as chemically reasonable moieties was effectively removed by use
 of the program SQUEEZE.
;

_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXT-2015/1 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'X-Seed v. 4.0 (Barbour, 2001)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0585P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9646
_refine_ls_number_parameters     299
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0889
_refine_ls_R_factor_gt           0.0480
_refine_ls_wR_factor_ref         0.1256
_refine_ls_wR_factor_gt          0.1140
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.002
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Re1 Re 0.54239(2) 0.41155(2) 0.29045(2) 0.02636(7) Uani 1 1 d . . . . .
O101 O 0.3896(3) 0.3989(3) 0.19415(18) 0.0534(12) Uani 1 1 d . . . . .
C101 C 0.4461(4) 0.4024(3) 0.2290(2) 0.0367(12) Uani 1 1 d . . . . .
O102 O 0.6460(3) 0.2686(2) 0.25137(18) 0.0557(11) Uani 1 1 d . . . . .
C102 C 0.6059(4) 0.3224(3) 0.2654(2) 0.0394(12) Uani 1 1 d . . . . .
O103 O 0.6805(3) 0.4978(2) 0.20875(16) 0.0519(11) Uani 1 1 d . . . . .
C103 C 0.6304(4) 0.4662(3) 0.2400(2) 0.0377(12) Uani 1 1 d . . . . .
O1 O -0.0642(3) 0.2988(3) 0.4851(2) 0.0638(14) Uani 1 1 d . . . . .
H1 H -0.065945 0.281743 0.518863 0.10(3) Uiso 1 1 calc R . . . .
N1 N 0.3501(3) 0.3631(2) 0.35636(16) 0.0280(9) Uani 1 1 d . . . . .
N2 N 0.4475(3) 0.3530(2) 0.35065(17) 0.0292(9) Uani 1 1 d . . . . .
N3 N 0.4814(3) 0.3052(3) 0.38848(18) 0.0342(10) Uani 1 1 d . . . . .
N4 N 0.4036(3) 0.2821(2) 0.41954(17) 0.0311(9) Uani 1 1 d . . . . .
C1 C 0.3243(3) 0.3188(3) 0.39922(18) 0.0234(9) Uani 1 1 d . . . . .
C2 C 0.2246(3) 0.3125(3) 0.42304(18) 0.0273(10) Uani 1 1 d . . . . .
C3 C 0.1439(4) 0.3366(4) 0.3910(2) 0.0461(15) Uani 1 1 d . . . . .
H3 H 0.154855 0.357245 0.353827 0.055 Uiso 1 1 calc R U . . .
C4 C 0.0484(4) 0.3312(4) 0.4117(3) 0.0582(19) Uani 1 1 d . . . . .
H4 H -0.005812 0.346786 0.388378 0.070 Uiso 1 1 calc R U . . .
C5 C 0.0311(4) 0.3027(3) 0.4671(2) 0.0403(13) Uani 1 1 d . . . . .
C6 C 0.1101(3) 0.2796(3) 0.5002(2) 0.0304(11) Uani 1 1 d . . . . .
H6 H 0.099070 0.260828 0.538044 0.037 Uiso 1 1 calc R U . . .
C7 C 0.2068(4) 0.2837(3) 0.4782(2) 0.0300(10) Uani 1 1 d . . . . .
H7 H 0.260934 0.266765 0.500895 0.036 Uiso 1 1 calc R U . . .
N11 N 0.4766(3) 0.5084(2) 0.32908(16) 0.0267(9) Uani 1 1 d . . . . .
C12 C 0.5146(3) 0.5288(3) 0.3813(2) 0.0294(10) Uani 1 1 d . . . . .
C13 C 0.4781(4) 0.5879(3) 0.4142(2) 0.0359(12) Uani 1 1 d . . . . .
C14 C 0.3982(4) 0.6271(3) 0.3898(3) 0.0455(14) Uani 1 1 d . . . . .
H14A H 0.371323 0.668076 0.409904 0.055 Uiso 1 1 calc R U . . .
C15 C 0.3585(4) 0.6071(3) 0.3376(3) 0.0456(14) Uani 1 1 d . . . . .
H15A H 0.304103 0.633326 0.321418 0.055 Uiso 1 1 calc R U . . .
C16 C 0.4004(4) 0.5473(3) 0.3089(2) 0.0362(12) Uani 1 1 d . . . . .
H16A H 0.372822 0.533339 0.272705 0.043 Uiso 1 1 calc R U . . .
C17 C 0.5234(5) 0.6035(3) 0.4685(3) 0.0491(16) Uani 1 1 d . . . . .
H17A H 0.498582 0.642971 0.491338 0.059 Uiso 1 1 calc R U . . .
N21 N 0.6301(3) 0.4298(2) 0.36842(17) 0.0288(9) Uani 1 1 d . . . . .
C22 C 0.5967(3) 0.4859(3) 0.4020(2) 0.0313(11) Uani 1 1 d . . . . .
C23 C 0.6413(4) 0.5038(3) 0.4562(2) 0.0365(12) Uani 1 1 d . . . . .
C24 C 0.7203(4) 0.4606(3) 0.4747(2) 0.0459(14) Uani 1 1 d . . . . .
H24A H 0.752049 0.470350 0.510536 0.055 Uiso 1 1 calc R U . . .
C25 C 0.7516(4) 0.4040(3) 0.4403(2) 0.0417(14) Uani 1 1 d . . . . .
H25A H 0.805717 0.374204 0.452441 0.050 Uiso 1 1 calc R U . . .
C26 C 0.7051(4) 0.3892(3) 0.3874(2) 0.0362(12) Uani 1 1 d . . . . .
H26A H 0.727756 0.349071 0.364607 0.043 Uiso 1 1 calc R U . . .
C27 C 0.6005(4) 0.5636(3) 0.4883(2) 0.0463(14) Uani 1 1 d . . . . .
H27A H 0.628619 0.575686 0.524729 0.056 Uiso 1 1 calc R U . . .


_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 C102 1.921(6) . ?
Re1 C101 1.931(6) . ?
Re1 C103 1.938(6) . ?
Re1 N11 2.162(4) . ?
Re1 N2 2.169(4) . ?
Re1 N21 2.181(4) . ?
O101 C101 1.112(6) . ?
O102 C102 1.162(6) . ?
O103 C103 1.142(6) . ?
O1 C5 1.352(6) . ?
O1 H1 0.8400 . ?
N1 C1 1.323(5) . ?
N1 N2 1.332(5) . ?
N2 N3 1.315(6) . ?
N3 N4 1.338(5) . ?
N4 C1 1.343(6) . ?
C1 C2 1.457(6) . ?
C2 C3 1.386(7) . ?
C2 C7 1.399(6) . ?
C3 C4 1.377(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.401(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.378(7) . ?
C6 C7 1.401(6) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
N11 C16 1.331(6) . ?
N11 C12 1.364(6) . ?
C12 C13 1.404(7) . ?
C12 C22 1.436(7) . ?
C13 C14 1.409(8) . ?
C13 C17 1.425(8) . ?
C14 C15 1.369(8) . ?
C14 H14A 0.9500 . ?
C15 C16 1.393(7) . ?
C15 H15A 0.9500 . ?
C16 H16A 0.9500 . ?
C17 C27 1.347(8) . ?
C17 H17A 0.9500 . ?
N21 C26 1.326(6) . ?
N21 C22 1.358(6) . ?
C22 C23 1.427(6) . ?
C23 C24 1.389(7) . ?
C23 C27 1.425(8) . ?
C24 C25 1.367(8) . ?
C24 H24A 0.9500 . ?
C25 C26 1.400(7) . ?
C25 H25A 0.9500 . ?
C26 H26A 0.9500 . ?
C27 H27A 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
C102 Re1 C101 90.3(2) . . ?
C102 Re1 C103 88.8(2) . . ?
C101 Re1 C103 90.7(2) . . ?
C102 Re1 N11 173.06(18) . . ?
C101 Re1 N11 95.65(18) . . ?
C103 Re1 N11 94.77(19) . . ?
C102 Re1 N2 92.43(19) . . ?
C101 Re1 N2 91.9(2) . . ?
C103 Re1 N2 177.10(19) . . ?
N11 Re1 N2 83.78(14) . . ?
C102 Re1 N21 97.83(19) . . ?
C101 Re1 N21 170.13(19) . . ?
C103 Re1 N21 95.09(18) . . ?
N11 Re1 N21 75.93(14) . . ?
N2 Re1 N21 82.13(14) . . ?
O101 C101 Re1 178.1(5) . . ?
O102 C102 Re1 178.3(5) . . ?
O103 C103 Re1 177.8(5) . . ?
C5 O1 H1 109.5 . . ?
C1 N1 N2 104.4(4) . . ?
N3 N2 N1 111.6(4) . . ?
N3 N2 Re1 123.1(3) . . ?
N1 N2 Re1 125.3(3) . . ?
N2 N3 N4 106.9(4) . . ?
N3 N4 C1 106.3(4) . . ?
N1 C1 N4 110.8(4) . . ?
N1 C1 C2 124.9(4) . . ?
N4 C1 C2 124.2(4) . . ?
C3 C2 C7 118.1(4) . . ?
C3 C2 C1 119.8(4) . . ?
C7 C2 C1 122.1(4) . . ?
C4 C3 C2 121.7(5) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C3 C4 C5 119.9(5) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
O1 C5 C6 123.1(5) . . ?
O1 C5 C4 117.3(5) . . ?
C6 C5 C4 119.6(5) . . ?
C5 C6 C7 119.9(4) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C2 C7 C6 120.7(4) . . ?
C2 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C16 N11 C12 117.1(4) . . ?
C16 N11 Re1 127.1(3) . . ?
C12 N11 Re1 115.7(3) . . ?
N11 C12 C13 123.8(4) . . ?
N11 C12 C22 115.9(4) . . ?
C13 C12 C22 120.3(4) . . ?
C12 C13 C14 115.8(5) . . ?
C12 C13 C17 118.7(5) . . ?
C14 C13 C17 125.5(5) . . ?
C15 C14 C13 121.3(5) . . ?
C15 C14 H14A 119.4 . . ?
C13 C14 H14A 119.4 . . ?
C14 C15 C16 117.9(5) . . ?
C14 C15 H15A 121.1 . . ?
C16 C15 H15A 121.1 . . ?
N11 C16 C15 124.1(5) . . ?
N11 C16 H16A 118.0 . . ?
C15 C16 H16A 118.0 . . ?
C27 C17 C13 121.4(5) . . ?
C27 C17 H17A 119.3 . . ?
C13 C17 H17A 119.3 . . ?
C26 N21 C22 118.7(4) . . ?
C26 N21 Re1 127.0(4) . . ?
C22 N21 Re1 114.1(3) . . ?
N21 C22 C23 122.3(5) . . ?
N21 C22 C12 118.2(4) . . ?
C23 C22 C12 119.5(5) . . ?
C24 C23 C27 124.4(5) . . ?
C24 C23 C22 117.6(5) . . ?
C27 C23 C22 117.9(5) . . ?
C25 C24 C23 118.9(5) . . ?
C25 C24 H24A 120.6 . . ?
C23 C24 H24A 120.6 . . ?
C24 C25 C26 120.9(5) . . ?
C24 C25 H25A 119.5 . . ?
C26 C25 H25A 119.5 . . ?
N21 C26 C25 121.6(5) . . ?
N21 C26 H26A 119.2 . . ?
C25 C26 H26A 119.2 . . ?
C17 C27 C23 122.1(5) . . ?
C17 C27 H27A 119.0 . . ?
C23 C27 H27A 119.0 . . ?

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
C1 N1 N2 N3 -0.6(5) . . . . ?
C1 N1 N2 Re1 -177.3(3) . . . . ?
N1 N2 N3 N4 1.0(5) . . . . ?
Re1 N2 N3 N4 177.8(3) . . . . ?
N2 N3 N4 C1 -1.0(5) . . . . ?
N2 N1 C1 N4 0.0(5) . . . . ?
N2 N1 C1 C2 177.5(4) . . . . ?
N3 N4 C1 N1 0.6(5) . . . . ?
N3 N4 C1 C2 -176.9(4) . . . . ?
N1 C1 C2 C3 19.5(8) . . . . ?
N4 C1 C2 C3 -163.2(5) . . . . ?
N1 C1 C2 C7 -159.6(5) . . . . ?
N4 C1 C2 C7 17.6(7) . . . . ?
C7 C2 C3 C4 -1.3(9) . . . . ?
C1 C2 C3 C4 179.5(6) . . . . ?
C2 C3 C4 C5 1.8(11) . . . . ?
C3 C4 C5 O1 179.9(7) . . . . ?
C3 C4 C5 C6 -0.7(11) . . . . ?
O1 C5 C6 C7 178.5(5) . . . . ?
C4 C5 C6 C7 -0.8(9) . . . . ?
C3 C2 C7 C6 -0.2(8) . . . . ?
C1 C2 C7 C6 178.9(5) . . . . ?
C5 C6 C7 C2 1.3(8) . . . . ?
C16 N11 C12 C13 -0.1(7) . . . . ?
Re1 N11 C12 C13 -176.7(4) . . . . ?
C16 N11 C12 C22 180.0(4) . . . . ?
Re1 N11 C12 C22 3.4(5) . . . . ?
N11 C12 C13 C14 -0.6(8) . . . . ?
C22 C12 C13 C14 179.3(5) . . . . ?
N11 C12 C13 C17 179.3(5) . . . . ?
C22 C12 C13 C17 -0.8(8) . . . . ?
C12 C13 C14 C15 1.0(8) . . . . ?
C17 C13 C14 C15 -178.9(6) . . . . ?
C13 C14 C15 C16 -0.7(9) . . . . ?
C12 N11 C16 C15 0.5(8) . . . . ?
Re1 N11 C16 C15 176.7(4) . . . . ?
C14 C15 C16 N11 -0.1(9) . . . . ?
C12 C13 C17 C27 0.9(9) . . . . ?
C14 C13 C17 C27 -179.2(6) . . . . ?
C26 N21 C22 C23 1.7(7) . . . . ?
Re1 N21 C22 C23 176.7(4) . . . . ?
C26 N21 C22 C12 -179.1(4) . . . . ?
Re1 N21 C22 C12 -4.1(5) . . . . ?
N11 C12 C22 N21 0.6(6) . . . . ?
C13 C12 C22 N21 -179.3(4) . . . . ?
N11 C12 C22 C23 179.8(4) . . . . ?
C13 C12 C22 C23 -0.1(7) . . . . ?
N21 C22 C23 C24 -1.1(7) . . . . ?
C12 C22 C23 C24 179.8(5) . . . . ?
N21 C22 C23 C27 -179.8(5) . . . . ?
C12 C22 C23 C27 1.0(7) . . . . ?
C27 C23 C24 C25 178.9(5) . . . . ?
C22 C23 C24 C25 0.3(8) . . . . ?
C23 C24 C25 C26 -0.2(8) . . . . ?
C22 N21 C26 C25 -1.5(7) . . . . ?
Re1 N21 C26 C25 -175.8(4) . . . . ?
C24 C25 C26 N21 0.8(8) . . . . ?
C13 C17 C27 C23 0.1(10) . . . . ?
C24 C23 C27 C17 -179.6(6) . . . . ?
C22 C23 C27 C17 -1.0(9) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1 N4 0.84 1.88 2.685(6) 159.5 4_456 yes
C4 H4 O101 0.95 2.55 3.475(7) 163.3 6_556 yes
C6 H6 N3 0.95 2.61 3.464(6) 149.0 4_456 yes
C25 H25A O1 0.95 2.35 3.299(7) 177.9 1_655 yes

# SQUEEZE RESULTS
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.015 0.000 -0.002 913 517 ' '
2 -0.127 0.500 0.649 913 516 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?

_refine_diff_density_max         2.560
_refine_diff_density_min         -1.198
_refine_diff_density_rms         0.169

####################################################################### 
# 
# 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_mxm130
_database_code_depnum_ccdc_archive 'CCDC 1917665'
loop_
_audit_author_name
_audit_author_address
'Brian Skelton'
;University of Western Australia
Australia
;
_audit_update_record             
;
2019-05-22 deposited with the CCDC.	2019-07-05 downloaded from the CCDC.
;

_audit_creation_date             2014-11-01T14:57:54-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_sum            'C23 H15 N6 O4 Re'
_chemical_formula_moiety         'C23 H15 N6 O4 Re'
_chemical_formula_weight         625.61

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.7182(2)
_cell_length_b                   10.7464(2)
_cell_length_c                   20.5528(3)
_cell_angle_alpha                90
_cell_angle_beta                 99.7700(10)
_cell_angle_gamma                90
_cell_volume                     2115.31(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    12035
_cell_measurement_theta_min      2.839
_cell_measurement_theta_max      31.27

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       plate
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.03
_exptl_crystal_density_diffrn    1.964
_exptl_crystal_F_000             1208
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.0205
-1 0 0 0.0078
0 0 1 0.0523
0 1 1 0.1233
0 -1 0 0.2109
0 -1 11 0.0586
-1 0 -4 0.0248


#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    5.79
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
        CrysAlisPro, Oxford Diffraction Ltd.
;
_exptl_absorpt_correction_T_min  0.342
_exptl_absorpt_correction_T_max  0.856

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0009
_diffrn_orient_matrix_ub_11      0.0696129
_diffrn_orient_matrix_ub_12      0.0107924
_diffrn_orient_matrix_ub_13      0.0159213
_diffrn_orient_matrix_ub_21      0.0226889
_diffrn_orient_matrix_ub_22      -0.0012402
_diffrn_orient_matrix_ub_23      -0.0310188
_diffrn_orient_matrix_ub_31      -0.0111506
_diffrn_orient_matrix_ub_32      0.0651116
_diffrn_orient_matrix_ub_33      -0.0032318
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0605
_diffrn_reflns_av_unetI/netI     0.0788
_diffrn_reflns_number            39769
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.764
_diffrn_reflns_theta_max         31.978
_diffrn_reflns_theta_full        30
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.957
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.957
_reflns_number_total             7023
_reflns_number_gt                6072
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;

_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Diamond (Brandenburg, K., (1999)'
_computing_publication_material  'WinGX Farrugia, L. J. (1999)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'


#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0286P)²+2.2651P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         7023
_refine_ls_number_parameters     308
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.043
_refine_ls_R_factor_gt           0.033
_refine_ls_wR_factor_ref         0.0715
_refine_ls_wR_factor_gt          0.0668
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.884
_refine_diff_density_min         -1.61
_refine_diff_density_rms         0.177

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.231 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
Re1 Re 0.77263(2) 0.78031(2) 0.43917(2) 0.01375(4) Uani 1 d . .
C1 C 0.8287(3) 0.9337(3) 0.48411(17) 0.0178(6) Uani 1 d . .
O1 O 0.8556(3) 1.0277(2) 0.51025(13) 0.0222(5) Uani 1 d . .
C2 C 0.9003(4) 0.6919(3) 0.50450(17) 0.0182(7) Uani 1 d . .
O2 O 0.9821(3) 0.6403(2) 0.54232(13) 0.0256(6) Uani 1 d . .
C3 C 0.9248(4) 0.7970(3) 0.39052(18) 0.0204(7) Uani 1 d . .
O3 O 1.0165(3) 0.8057(3) 0.36194(15) 0.0290(6) Uani 1 d . .
N11 N 0.6749(3) 0.6156(2) 0.38854(13) 0.0149(5) Uani 1 d . .
C12 C 0.5461(3) 0.5875(3) 0.40347(15) 0.0142(6) Uani 1 d . .
C13 C 0.4617(4) 0.4916(3) 0.37234(16) 0.0178(6) Uani 1 d . .
C14 C 0.5133(4) 0.4216(3) 0.32351(17) 0.0212(7) Uani 1 d . .
H14 H 0.4593 0.356 0.3011 0.025 Uiso 1 calc . .
C15 C 0.6426(4) 0.4495(3) 0.30892(17) 0.0213(7) Uani 1 d . .
H15 H 0.6791 0.403 0.2764 0.026 Uiso 1 calc . .
C16 C 0.7201(4) 0.5467(3) 0.34218(17) 0.0199(7) Uani 1 d . .
H16 H 0.8092 0.5647 0.3314 0.024 Uiso 1 calc . .
C17 C 0.3269(4) 0.4702(3) 0.39009(17) 0.0205(7) Uani 1 d . .
H17 H 0.2694 0.4052 0.3692 0.025 Uiso 1 calc . .
N21 N 0.5850(3) 0.7535(3) 0.48120(14) 0.0144(5) Uani 1 d . .
C22 C 0.4979(3) 0.6620(3) 0.45271(15) 0.0142(6) Uani 1 d . .
C23 C 0.3660(3) 0.6394(3) 0.46957(16) 0.0159(6) Uani 1 d . .
C24 C 0.3235(4) 0.7151(3) 0.51814(17) 0.0190(7) Uani 1 d . .
H24 H 0.2347 0.7034 0.5307 0.023 Uiso 1 calc . .
C25 C 0.4123(4) 0.8064(3) 0.54732(18) 0.0210(7) Uani 1 d . .
H25 H 0.386 0.8573 0.581 0.025 Uiso 1 calc . .
C26 C 0.5412(4) 0.8240(3) 0.52728(16) 0.0171(6) Uani 1 d . .
H26 H 0.6003 0.8888 0.5472 0.02 Uiso 1 calc . .
C27 C 0.2810(3) 0.5416(3) 0.43614(16) 0.0180(6) Uani 1 d . .
H27 H 0.1909 0.5269 0.4466 0.022 Uiso 1 calc . .
N1 N 0.5066(3) 0.9272(2) 0.36796(13) 0.0152(5) Uani 1 d . .
N2 N 0.6331(3) 0.8812(3) 0.36359(13) 0.0163(5) Uani 1 d . .
N3 N 0.6734(3) 0.9172(3) 0.30783(14) 0.0205(6) Uani 1 d . .
N4 N 0.5729(3) 0.9881(3) 0.27457(14) 0.0202(6) Uani 1 d . .
C5 C 0.4722(3) 0.9927(3) 0.31236(16) 0.0163(6) Uani 1 d . .
C51 C 0.3421(4) 1.0638(3) 0.29462(16) 0.0161(6) Uani 1 d . .
C52 C 0.2336(4) 1.0523(3) 0.33065(16) 0.0178(6) Uani 1 d . .
H52 H 0.2415 0.9956 0.3666 0.021 Uiso 1 calc . .
C53 C 0.1135(4) 1.1240(3) 0.31387(17) 0.0189(7) Uani 1 d . .
C54 C 0.1012(4) 1.2069(3) 0.26127(18) 0.0215(7) Uani 1 d . .
H54 H 0.0196 1.2563 0.25 0.026 Uiso 1 calc . .
C55 C 0.2095(4) 1.2165(3) 0.22536(18) 0.0214(7) Uani 1 d . .
H55 H 0.2012 1.2726 0.1892 0.026 Uiso 1 calc . .
C56 C 0.3286(4) 1.1463(3) 0.24119(16) 0.0191(7) Uani 1 d . .
H56 H 0.4016 1.1537 0.216 0.023 Uiso 1 calc . .
O53 O 0.0137(3) 1.1068(2) 0.35260(13) 0.0258(6) Uani 1 d . .
C57 C -0.1116(4) 1.1780(4) 0.3370(2) 0.0267(8) Uani 1 d . .
H57A H -0.0892 1.2669 0.3414 0.04 Uiso 1 calc . .
H57B H -0.1754 1.1558 0.3673 0.04 Uiso 1 calc . .
H57C H -0.1563 1.1604 0.2915 0.04 Uiso 1 calc . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 C2 1.918(4) . ?
Re1 C1 1.922(4) . ?
Re1 C3 1.929(4) . ?
Re1 N21 2.165(3) . ?
Re1 N2 2.171(3) . ?
Re1 N11 2.187(3) . ?
C1 O1 1.153(4) . ?
C2 O2 1.155(4) . ?
C3 O3 1.151(4) . ?
N11 C16 1.338(4) . ?
N11 C12 1.372(4) . ?
C12 C13 1.402(4) . ?
C12 C22 1.430(4) . ?
C13 C14 1.413(5) . ?
C13 C17 1.437(5) . ?
C14 C15 1.373(5) . ?
C14 H14 0.95 . ?
C15 C16 1.396(5) . ?
C15 H15 0.95 . ?
C16 H16 0.95 . ?
C17 C27 1.351(5) . ?
C17 H17 0.95 . ?
N21 C26 1.337(4) . ?
N21 C22 1.364(4) . ?
C22 C23 1.404(4) . ?
C23 C24 1.403(5) . ?
C23 C27 1.437(5) . ?
C24 C25 1.376(5) . ?
C24 H24 0.95 . ?
C25 C26 1.396(5) . ?
C25 H25 0.95 . ?
C26 H26 0.95 . ?
C27 H27 0.95 . ?
N1 C5 1.335(4) . ?
N1 N2 1.342(4) . ?
N2 N3 1.330(4) . ?
N3 N4 1.332(4) . ?
N4 C5 1.350(4) . ?
C5 C51 1.469(5) . ?
C51 C52 1.394(5) . ?
C51 C56 1.400(4) . ?
C52 C53 1.392(5) . ?
C52 H52 0.95 . ?
C53 O53 1.368(4) . ?
C53 C54 1.390(5) . ?
C54 C55 1.388(5) . ?
C54 H54 0.95 . ?
C55 C56 1.374(5) . ?
C55 H55 0.95 . ?
C56 H56 0.95 . ?
O53 C57 1.429(4) . ?
C57 H57A 0.98 . ?
C57 H57B 0.98 . ?
C57 H57C 0.98 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 Re1 C1 89.50(14) . . ?
C2 Re1 C3 86.97(15) . . ?
C1 Re1 C3 89.39(14) . . ?
C2 Re1 N21 98.24(13) . . ?
C1 Re1 N21 96.41(12) . . ?
C3 Re1 N21 172.21(13) . . ?
C2 Re1 N2 178.32(13) . . ?
C1 Re1 N2 90.43(12) . . ?
C3 Re1 N2 91.35(13) . . ?
N21 Re1 N2 83.43(10) . . ?
C2 Re1 N11 96.27(12) . . ?
C1 Re1 N11 170.90(12) . . ?
C3 Re1 N11 97.92(12) . . ?
N21 Re1 N11 75.83(10) . . ?
N2 Re1 N11 84.01(10) . . ?
O1 C1 Re1 176.6(3) . . ?
O2 C2 Re1 176.8(3) . . ?
O3 C3 Re1 179.1(4) . . ?
C16 N11 C12 117.4(3) . . ?
C16 N11 Re1 128.2(2) . . ?
C12 N11 Re1 114.2(2) . . ?
N11 C12 C13 123.0(3) . . ?
N11 C12 C22 117.1(3) . . ?
C13 C12 C22 119.8(3) . . ?
C12 C13 C14 117.7(3) . . ?
C12 C13 C17 119.3(3) . . ?
C14 C13 C17 123.0(3) . . ?
C15 C14 C13 119.1(3) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
C14 C15 C16 119.6(3) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
N11 C16 C15 123.2(3) . . ?
N11 C16 H16 118.4 . . ?
C15 C16 H16 118.4 . . ?
C27 C17 C13 120.7(3) . . ?
C27 C17 H17 119.7 . . ?
C13 C17 H17 119.7 . . ?
C26 N21 C22 117.6(3) . . ?
C26 N21 Re1 126.7(2) . . ?
C22 N21 Re1 115.4(2) . . ?
N21 C22 C23 123.0(3) . . ?
N21 C22 C12 117.0(3) . . ?
C23 C22 C12 120.0(3) . . ?
C24 C23 C22 117.8(3) . . ?
C24 C23 C27 123.3(3) . . ?
C22 C23 C27 118.9(3) . . ?
C25 C24 C23 119.0(3) . . ?
C25 C24 H24 120.5 . . ?
C23 C24 H24 120.5 . . ?
C24 C25 C26 119.7(3) . . ?
C24 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
N21 C26 C25 122.8(3) . . ?
N21 C26 H26 118.6 . . ?
C25 C26 H26 118.6 . . ?
C17 C27 C23 121.2(3) . . ?
C17 C27 H27 119.4 . . ?
C23 C27 H27 119.4 . . ?
C5 N1 N2 103.7(3) . . ?
N3 N2 N1 111.0(3) . . ?
N3 N2 Re1 121.5(2) . . ?
N1 N2 Re1 127.2(2) . . ?
N2 N3 N4 108.1(3) . . ?
N3 N4 C5 105.4(3) . . ?
N1 C5 N4 111.8(3) . . ?
N1 C5 C51 124.5(3) . . ?
N4 C5 C51 123.6(3) . . ?
C52 C51 C56 119.6(3) . . ?
C52 C51 C5 121.3(3) . . ?
C56 C51 C5 119.1(3) . . ?
C53 C52 C51 119.8(3) . . ?
C53 C52 H52 120.1 . . ?
C51 C52 H52 120.1 . . ?
O53 C53 C54 124.3(3) . . ?
O53 C53 C52 115.3(3) . . ?
C54 C53 C52 120.3(3) . . ?
C55 C54 C53 119.2(3) . . ?
C55 C54 H54 120.4 . . ?
C53 C54 H54 120.4 . . ?
C56 C55 C54 121.2(3) . . ?
C56 C55 H55 119.4 . . ?
C54 C55 H55 119.4 . . ?
C55 C56 C51 119.8(3) . . ?
C55 C56 H56 120.1 . . ?
C51 C56 H56 120.1 . . ?
C53 O53 C57 117.2(3) . . ?
O53 C57 H57A 109.5 . . ?
O53 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
O53 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?

####################################################################### 
# 
# 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_mxm129
_database_code_depnum_ccdc_archive 'CCDC 1917664'
loop_
_audit_author_name
_audit_author_address
'Brian Skelton'
;University of Western Australia
Australia
;
_audit_update_record             
;
2019-05-22 deposited with the CCDC.	2019-07-05 downloaded from the CCDC.
;

_audit_creation_date             2014-10-28T13:28:17-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_sum            'C23 H15 N6 O4 Re'
_chemical_formula_weight         625.61

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.08970(10)
_cell_length_b                   10.88040(10)
_cell_length_c                   19.7094(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.7110(10)
_cell_angle_gamma                90
_cell_volume                     2152.96(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    31772
_cell_measurement_theta_min      2.221
_cell_measurement_theta_max      38.421

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       plate
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.61
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.16
_exptl_crystal_density_diffrn    1.93
_exptl_crystal_F_000             1208
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 1 0.1316
-1 0 -1 0.1197
0 2 -3 0.0964
0 -2 3 0.0626
0 1 -1 0.1053
1 -1 -1 0.1473
0 -1 2 0.0871
0 1 1 0.2331
-2 5 -1 0.2108


#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    5.689
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
     CrysAlisPro, Oxford Diffraction Ltd.,   
;
_exptl_absorpt_correction_T_min  0.14
_exptl_absorpt_correction_T_max  0.473

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0009
_diffrn_orient_matrix_ub_11      0.0040184
_diffrn_orient_matrix_ub_12      -0.0472917
_diffrn_orient_matrix_ub_13      -0.0244576
_diffrn_orient_matrix_ub_21      0.0365699
_diffrn_orient_matrix_ub_22      -0.0368876
_diffrn_orient_matrix_ub_23      0.0249474
_diffrn_orient_matrix_ub_31      -0.0603562
_diffrn_orient_matrix_ub_32      -0.0255657
_diffrn_orient_matrix_ub_33      0.0092964
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_unetI/netI     0.0428
_diffrn_reflns_number            79395
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         2.185
_diffrn_reflns_theta_max         38.592
_diffrn_reflns_theta_full        36
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.981
_reflns_number_total             11957
_reflns_number_gt                11055
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;

_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Diamond (Brandenburg, K., (1999)'
_computing_publication_material  'WinGX Farrugia, L. J. (1999)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0192P)²+1.0975P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         11957
_refine_ls_number_parameters     308
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0238
_refine_ls_R_factor_gt           0.0205
_refine_ls_wR_factor_ref         0.0469
_refine_ls_wR_factor_gt          0.0458
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_restrained_S_all      1.094
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.566
_refine_diff_density_min         -0.633
_refine_diff_density_rms         0.108

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.231 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
Re1 Re 0.24080(2) 0.27488(2) 0.56382(2) 0.013170(10) Uani 1 d . .
C1 C 0.17890(13) 0.42800(13) 0.52343(7) 0.0169(2) Uani 1 d . .
O1 O 0.14439(11) 0.52148(11) 0.50104(6) 0.0237(2) Uani 1 d . .
C2 C 0.11976(14) 0.18948(14) 0.49847(8) 0.0190(2) Uani 1 d . .
O2 O 0.04026(12) 0.14306(12) 0.46087(7) 0.0282(2) Uani 1 d . .
C3 C 0.09765(14) 0.28326(13) 0.62108(8) 0.0184(2) Uani 1 d . .
O3 O 0.01154(13) 0.28757(12) 0.65518(8) 0.0287(3) Uani 1 d . .
N11 N 0.34105(11) 0.11465(10) 0.61155(6) 0.01434(17) Uani 1 d . .
C12 C 0.46529(12) 0.09261(11) 0.59218(6) 0.01334(19) Uani 1 d . .
C13 C 0.55114(13) 0.00195(12) 0.62251(7) 0.0152(2) Uani 1 d . .
C14 C 0.50560(15) -0.06837(13) 0.67541(7) 0.0183(2) Uani 1 d . .
H14 H 0.5603 -0.1305 0.6974 0.022 Uiso 1 calc . .
C15 C 0.38094(15) -0.04587(13) 0.69477(7) 0.0190(2) Uani 1 d . .
H15 H 0.349 -0.0923 0.7306 0.023 Uiso 1 calc . .
C16 C 0.30079(14) 0.04567(13) 0.66178(7) 0.0176(2) Uani 1 d . .
H16 H 0.2145 0.0592 0.6756 0.021 Uiso 1 calc . .
C17 C 0.68145(14) -0.01161(13) 0.60050(7) 0.0178(2) Uani 1 d . .
H17 H 0.7399 -0.0727 0.6208 0.021 Uiso 1 calc . .
N21 N 0.42043(11) 0.25565(10) 0.51219(6) 0.01382(17) Uani 1 d . .
C22 C 0.50783(12) 0.16864(11) 0.53940(6) 0.01301(18) Uani 1 d . .
C23 C 0.63616(12) 0.15390(12) 0.51877(7) 0.01438(19) Uani 1 d . .
C24 C 0.67430(14) 0.23197(13) 0.46746(8) 0.0181(2) Uani 1 d . .
H24 H 0.7603 0.2251 0.4521 0.022 Uiso 1 calc . .
C25 C 0.58542(14) 0.31857(14) 0.43974(8) 0.0199(2) Uani 1 d . .
H25 H 0.6094 0.3716 0.4047 0.024 Uiso 1 calc . .
C26 C 0.45957(14) 0.32824(13) 0.46342(7) 0.0175(2) Uani 1 d . .
H26 H 0.3996 0.3889 0.444 0.021 Uiso 1 calc . .
C27 C 0.72248(13) 0.06183(13) 0.55096(7) 0.0175(2) Uani 1 d . .
H27 H 0.8096 0.0521 0.5374 0.021 Uiso 1 calc . .
N1 N 0.50021(11) 0.40099(10) 0.63296(6) 0.01443(18) Uani 1 d . .
N2 N 0.37170(11) 0.37590(11) 0.63760(6) 0.01448(17) Uani 1 d . .
N3 N 0.32727(12) 0.43472(12) 0.68977(6) 0.0181(2) Uani 1 d . .
N4 N 0.42730(12) 0.50051(12) 0.72064(6) 0.0179(2) Uani 1 d . .
C5 C 0.53164(13) 0.47790(12) 0.68501(7) 0.01420(19) Uani 1 d . .
C51 C 0.66230(13) 0.53704(12) 0.69734(7) 0.0146(2) Uani 1 d . .
C52 C 0.76430(13) 0.50667(13) 0.65775(7) 0.0167(2) Uani 1 d . .
H52 H 0.7509 0.4428 0.6249 0.02 Uiso 1 calc . .
C53 C 0.88579(13) 0.56843(13) 0.66549(7) 0.0175(2) Uani 1 d . .
H53 H 0.9541 0.548 0.6376 0.021 Uiso 1 calc . .
C54 C 0.90604(14) 0.66050(13) 0.71457(7) 0.0179(2) Uani 1 d . .
C55 C 0.80504(15) 0.69089(14) 0.75507(8) 0.0199(2) Uani 1 d . .
H55 H 0.819 0.7537 0.7885 0.024 Uiso 1 calc . .
C56 C 0.68440(14) 0.62935(13) 0.74642(7) 0.0174(2) Uani 1 d . .
H56 H 0.6159 0.6501 0.7742 0.021 Uiso 1 calc . .
O54 O 1.02190(12) 0.72418(11) 0.72785(7) 0.0250(2) Uani 1 d . .
C57 C 1.12353(16) 0.70212(17) 0.68431(10) 0.0274(3) Uani 1 d . .
H57A H 1.1492 0.6152 0.687 0.041 Uiso 1 calc . .
H57B H 1.2012 0.7533 0.6987 0.041 Uiso 1 calc . .
H57C H 1.0903 0.7226 0.6373 0.041 Uiso 1 calc . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 C3 1.9215(14) . ?
Re1 C2 1.9238(15) . ?
Re1 C1 1.9237(14) . ?
Re1 N2 2.1645(12) . ?
Re1 N21 2.1752(12) . ?
Re1 N11 2.1813(11) . ?
C1 O1 1.1489(18) . ?
C2 O2 1.1529(18) . ?
C3 O3 1.1512(18) . ?
N11 C16 1.3373(17) . ?
N11 C12 1.3674(17) . ?
C12 C13 1.4063(18) . ?
C12 C22 1.4281(18) . ?
C13 C14 1.4067(19) . ?
C13 C17 1.433(2) . ?
C14 C15 1.372(2) . ?
C14 H14 0.95 . ?
C15 C16 1.401(2) . ?
C15 H15 0.95 . ?
C16 H16 0.95 . ?
C17 C27 1.358(2) . ?
C17 H17 0.95 . ?
N21 C26 1.3339(18) . ?
N21 C22 1.3665(17) . ?
C22 C23 1.4044(18) . ?
C23 C24 1.4035(19) . ?
C23 C27 1.4334(19) . ?
C24 C25 1.376(2) . ?
C24 H24 0.95 . ?
C25 C26 1.400(2) . ?
C25 H25 0.95 . ?
C26 H26 0.95 . ?
C27 H27 0.95 . ?
N1 N2 1.3371(15) . ?
N1 C5 1.3373(17) . ?
N2 N3 1.3264(16) . ?
N3 N4 1.3339(17) . ?
N4 C5 1.3450(17) . ?
C5 C51 1.4654(18) . ?
C51 C52 1.3918(19) . ?
C51 C56 1.3969(19) . ?
C52 C53 1.3929(19) . ?
C52 H52 0.95 . ?
C53 C54 1.393(2) . ?
C53 H53 0.95 . ?
C54 O54 1.3617(18) . ?
C54 C55 1.395(2) . ?
C55 C56 1.385(2) . ?
C55 H55 0.95 . ?
C56 H56 0.95 . ?
O54 C57 1.421(2) . ?
C57 H57A 0.98 . ?
C57 H57B 0.98 . ?
C57 H57C 0.98 . ?

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
C3 Re1 C2 87.25(6) . . ?
C3 Re1 C1 88.28(6) . . ?
C2 Re1 C1 89.02(6) . . ?
C3 Re1 N2 91.46(5) . . ?
C2 Re1 N2 177.98(5) . . ?
C1 Re1 N2 89.40(5) . . ?
C3 Re1 N21 171.62(6) . . ?
C2 Re1 N21 98.24(5) . . ?
C1 Re1 N21 98.10(5) . . ?
N2 Re1 N21 83.22(4) . . ?
C3 Re1 N11 97.36(5) . . ?
C2 Re1 N11 97.99(5) . . ?
C1 Re1 N11 171.18(5) . . ?
N2 Re1 N11 83.70(4) . . ?
N21 Re1 N11 75.68(4) . . ?
O1 C1 Re1 177.71(13) . . ?
O2 C2 Re1 175.28(13) . . ?
O3 C3 Re1 179.54(15) . . ?
C16 N11 C12 117.57(12) . . ?
C16 N11 Re1 127.29(9) . . ?
C12 N11 Re1 114.73(8) . . ?
N11 C12 C13 123.17(12) . . ?
N11 C12 C22 116.89(11) . . ?
C13 C12 C22 119.93(11) . . ?
C12 C13 C14 117.63(12) . . ?
C12 C13 C17 119.25(12) . . ?
C14 C13 C17 123.07(12) . . ?
C15 C14 C13 119.02(13) . . ?
C15 C14 H14 120.5 . . ?
C13 C14 H14 120.5 . . ?
C14 C15 C16 120.01(13) . . ?
C14 C15 H15 120 . . ?
C16 C15 H15 120 . . ?
N11 C16 C15 122.59(13) . . ?
N11 C16 H16 118.7 . . ?
C15 C16 H16 118.7 . . ?
C27 C17 C13 120.78(12) . . ?
C27 C17 H17 119.6 . . ?
C13 C17 H17 119.6 . . ?
C26 N21 C22 117.86(11) . . ?
C26 N21 Re1 126.90(9) . . ?
C22 N21 Re1 114.72(8) . . ?
N21 C22 C23 122.89(12) . . ?
N21 C22 C12 117.27(11) . . ?
C23 C22 C12 119.83(11) . . ?
C24 C23 C22 117.80(12) . . ?
C24 C23 C27 122.94(12) . . ?
C22 C23 C27 119.26(12) . . ?
C25 C24 C23 119.07(12) . . ?
C25 C24 H24 120.5 . . ?
C23 C24 H24 120.5 . . ?
C24 C25 C26 119.74(13) . . ?
C24 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
N21 C26 C25 122.63(13) . . ?
N21 C26 H26 118.7 . . ?
C25 C26 H26 118.7 . . ?
C17 C27 C23 120.95(12) . . ?
C17 C27 H27 119.5 . . ?
C23 C27 H27 119.5 . . ?
N2 N1 C5 103.46(11) . . ?
N3 N2 N1 111.07(11) . . ?
N3 N2 Re1 122.35(8) . . ?
N1 N2 Re1 126.07(9) . . ?
N2 N3 N4 108.28(11) . . ?
N3 N4 C5 105.05(11) . . ?
N1 C5 N4 112.14(12) . . ?
N1 C5 C51 122.87(12) . . ?
N4 C5 C51 124.82(12) . . ?
C52 C51 C56 118.88(12) . . ?
C52 C51 C5 120.39(12) . . ?
C56 C51 C5 120.64(12) . . ?
C51 C52 C53 121.05(13) . . ?
C51 C52 H52 119.5 . . ?
C53 C52 H52 119.5 . . ?
C52 C53 C54 119.31(13) . . ?
C52 C53 H53 120.3 . . ?
C54 C53 H53 120.3 . . ?
O54 C54 C53 124.27(13) . . ?
O54 C54 C55 115.55(13) . . ?
C53 C54 C55 120.17(13) . . ?
C56 C55 C54 119.87(13) . . ?
C56 C55 H55 120.1 . . ?
C54 C55 H55 120.1 . . ?
C55 C56 C51 120.71(13) . . ?
C55 C56 H56 119.6 . . ?
C51 C56 H56 119.6 . . ?
C54 O54 C57 117.07(13) . . ?
O54 C57 H57A 109.5 . . ?
O54 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
O54 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?

####################################################################### 
# 
# 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_mxm153na
_database_code_depnum_ccdc_archive 'CCDC 1917663'
loop_
_audit_author_name
_audit_author_address
'Brian Skelton'
;University of Western Australia
Australia
;
_audit_update_record             
;
2019-05-22 deposited with the CCDC.	2019-07-05 downloaded from the CCDC.
;

_audit_creation_date             2015-05-12T09:41:37-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_sum            'C22 H12 N6 O4 Re'
_chemical_formula_moiety         'C22 H12 N6 O4 Re'
_chemical_formula_weight         610.58

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.2949(3)
_cell_length_b                   9.5006(3)
_cell_length_c                   12.6357(4)
_cell_angle_alpha                95.587(2)
_cell_angle_beta                 104.913(3)
_cell_angle_gamma                108.209(3)
_cell_volume                     1004.85(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    11830
_cell_measurement_theta_min      2.401
_cell_measurement_theta_max      35.433

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       plate
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.145
_exptl_crystal_size_min          0.06
_exptl_crystal_density_diffrn    2.018
_exptl_crystal_F_000             586
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.0214
-1 -1 1 0.0512
-1 0 -2 0.0664
1 0 2 0.053
0 0 1 0.0592
1 0 -1 0.0795
-1 0 1 0.0569
0 -1 0 0.0375
1 1 -1 0.0446
0 0 -1 0.0723


#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    6.092
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
     CrysAlisPro, Oxford Diffraction Ltd.,
;
_exptl_absorpt_correction_T_min  0.64868
_exptl_absorpt_correction_T_max  1

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4738
_diffrn_orient_matrix_ub_11      0.0237227
_diffrn_orient_matrix_ub_12      0.0087237
_diffrn_orient_matrix_ub_13      -0.0487351
_diffrn_orient_matrix_ub_21      -0.058346
_diffrn_orient_matrix_ub_22      0.0327021
_diffrn_orient_matrix_ub_23      -0.0195942
_diffrn_orient_matrix_ub_31      0.0560839
_diffrn_orient_matrix_ub_32      0.0726101
_diffrn_orient_matrix_ub_33      0.0273319
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction Gemini diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0575
_diffrn_reflns_av_unetI/netI     0.0802
_diffrn_reflns_number            32529
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.3
_diffrn_reflns_theta_max         35
_diffrn_reflns_theta_full        35
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 1
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 1
_reflns_number_total             8860
_reflns_number_gt                7712
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;

_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Diamond (Brandenburg, K., (1999)'
_computing_publication_material  'WinGX Farrugia, L. J. (1999)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
The phenolic hydrogen atom was located and refined with the O-H distance
restrained to its ideal value.

;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0243P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         8860
_refine_ls_number_parameters     303
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0425
_refine_ls_R_factor_gt           0.0328
_refine_ls_wR_factor_ref         0.0627
_refine_ls_wR_factor_gt          0.0599
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_diff_density_max         2.114
_refine_diff_density_min         -1.867
_refine_diff_density_rms         0.192

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.231 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
Re1 Re 0.64721(2) 0.19812(2) 0.30758(2) 0.01433(3) Uani 1 d . .
C1 C 0.7951(4) 0.1283(3) 0.4053(2) 0.0202(5) Uani 1 d . .
O1 O 0.8823(3) 0.0858(3) 0.46342(18) 0.0319(5) Uani 1 d . .
C2 C 0.4805(3) 0.0726(3) 0.3571(2) 0.0170(5) Uani 1 d . .
O2 O 0.3821(3) -0.0045(2) 0.38629(16) 0.0223(4) Uani 1 d . .
C3 C 0.6059(4) 0.0289(3) 0.1930(2) 0.0193(5) Uani 1 d . .
O3 O 0.5777(3) -0.0752(2) 0.12538(18) 0.0300(5) Uani 1 d . .
N11 N 0.5009(3) 0.3056(2) 0.20811(17) 0.0143(4) Uani 1 d . .
C12 C 0.5060(3) 0.4399(3) 0.2609(2) 0.0144(4) Uani 1 d . .
C13 C 0.4236(3) 0.5278(3) 0.2082(2) 0.0179(5) Uani 1 d . .
C14 C 0.3333(4) 0.4719(4) 0.0949(2) 0.0235(6) Uani 1 d . .
H14 H 0.2733 0.526 0.0561 0.028 Uiso 1 calc . .
C15 C 0.3324(4) 0.3392(3) 0.0410(2) 0.0223(6) Uani 1 d . .
H15 H 0.2745 0.3022 -0.0358 0.027 Uiso 1 calc . .
C16 C 0.4179(3) 0.2584(3) 0.1003(2) 0.0182(5) Uani 1 d . .
H16 H 0.4165 0.1665 0.0622 0.022 Uiso 1 calc . .
C17 C 0.4369(4) 0.6675(3) 0.2704(2) 0.0220(5) Uani 1 d . .
H17 H 0.3787 0.7261 0.2364 0.026 Uiso 1 calc . .
N21 N 0.6821(3) 0.4018(2) 0.42119(17) 0.0148(4) Uani 1 d . .
C22 C 0.6039(3) 0.4921(3) 0.3749(2) 0.0142(4) Uani 1 d . .
C23 C 0.6194(3) 0.6316(3) 0.4330(2) 0.0168(5) Uani 1 d . .
C24 C 0.7213(3) 0.6800(3) 0.5438(2) 0.0206(5) Uani 1 d . .
H24 H 0.7363 0.7746 0.586 0.025 Uiso 1 calc . .
C25 C 0.7986(3) 0.5884(3) 0.5896(2) 0.0214(5) Uani 1 d . .
H25 H 0.8671 0.6193 0.6644 0.026 Uiso 1 calc . .
C26 C 0.7769(3) 0.4500(3) 0.5268(2) 0.0189(5) Uani 1 d . .
C27 C 0.5322(4) 0.7175(3) 0.3781(2) 0.0217(5) Uani 1 d . .
H27 H 0.5409 0.8117 0.4176 0.026 Uiso 1 calc . .
N1 N 0.8673(3) 0.5005(3) 0.27465(18) 0.0194(4) Uani 1 d . .
N2 N 0.8213(3) 0.3500(3) 0.24557(18) 0.0179(4) Uani 1 d . .
N3 N 0.8650(3) 0.3117(3) 0.1593(2) 0.0219(5) Uani 1 d . .
N4 N 0.9423(3) 0.4376(3) 0.1296(2) 0.0238(5) Uani 1 d . .
C5 C 0.9406(3) 0.5516(3) 0.2006(2) 0.0179(5) Uani 1 d . .
C51 C 1.0012(3) 0.7114(3) 0.1918(2) 0.0181(5) Uani 1 d . .
C52 C 1.0740(3) 0.7488(3) 0.1095(2) 0.0192(5) Uani 1 d . .
H52 H 1.0913 0.6732 0.0647 0.023 Uiso 1 calc . .
C53 C 1.1208(3) 0.8961(3) 0.0934(2) 0.0212(5) Uani 1 d . .
O53 O 1.1924(3) 0.9391(3) 0.01390(19) 0.0296(5) Uani 1 d . .
C54 C 1.0932(4) 1.0069(3) 0.1586(3) 0.0251(6) Uani 1 d . .
H54 H 1.1248 1.1082 0.1475 0.03 Uiso 1 calc . .
C55 C 1.0201(4) 0.9685(3) 0.2389(2) 0.0244(6) Uani 1 d . .
H55 H 1.0009 1.0439 0.2826 0.029 Uiso 1 calc . .
C56 C 0.9738(3) 0.8212(3) 0.2570(2) 0.0221(5) Uani 1 d . .
H56 H 0.9242 0.7958 0.3129 0.027 Uiso 1 calc . .
H53 H 1.172(4) 0.859(3) -0.037(2) 0.028(10) Uiso 1 d . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 C3 1.924(3) . ?
Re1 C2 1.924(3) . ?
Re1 C1 1.926(3) . ?
Re1 N11 2.171(2) . ?
Re1 N2 2.174(2) . ?
Re1 N21 2.177(2) . ?
C1 O1 1.146(3) . ?
C2 O2 1.147(3) . ?
C3 O3 1.156(3) . ?
N11 C16 1.333(3) . ?
N11 C12 1.362(3) . ?
C12 C13 1.404(4) . ?
C12 C22 1.433(3) . ?
C13 C14 1.411(4) . ?
C13 C17 1.429(4) . ?
C14 C15 1.369(4) . ?
C14 H14 0.95 . ?
C15 C16 1.403(4) . ?
C15 H15 0.95 . ?
C16 H16 0.95 . ?
C17 C27 1.361(4) . ?
C17 H17 0.95 . ?
N21 C26 1.339(3) . ?
N21 C22 1.370(3) . ?
C22 C23 1.398(4) . ?
C23 C24 1.410(4) . ?
C23 C27 1.427(4) . ?
C24 C25 1.372(4) . ?
C24 H24 0.95 . ?
C25 C26 1.396(4) . ?
C25 H25 0.95 . ?
C27 H27 0.95 . ?
N1 C5 1.336(3) . ?
N1 N2 1.341(3) . ?
N2 N3 1.315(3) . ?
N3 N4 1.333(3) . ?
N4 C5 1.345(4) . ?
C5 C51 1.471(4) . ?
C51 C56 1.392(4) . ?
C51 C52 1.396(4) . ?
C52 C53 1.382(4) . ?
C52 H52 0.95 . ?
C53 O53 1.368(3) . ?
C53 C54 1.401(4) . ?
O53 H53 0.886(18) . ?
C54 C55 1.377(4) . ?
C54 H54 0.95 . ?
C55 C56 1.390(4) . ?
C55 H55 0.95 . ?
C56 H56 0.95 . ?

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
C3 Re1 C2 88.47(11) . . ?
C3 Re1 C1 88.54(12) . . ?
C2 Re1 C1 88.77(12) . . ?
C3 Re1 N11 97.49(10) . . ?
C2 Re1 N11 95.48(10) . . ?
C1 Re1 N11 172.70(10) . . ?
C3 Re1 N2 92.94(10) . . ?
C2 Re1 N2 174.93(10) . . ?
C1 Re1 N2 96.13(11) . . ?
N11 Re1 N2 79.51(8) . . ?
C3 Re1 N21 173.14(10) . . ?
C2 Re1 N21 93.89(9) . . ?
C1 Re1 N21 97.94(10) . . ?
N11 Re1 N21 75.89(8) . . ?
N2 Re1 N21 84.17(8) . . ?
O1 C1 Re1 179.5(3) . . ?
O2 C2 Re1 178.7(2) . . ?
O3 C3 Re1 178.0(3) . . ?
C16 N11 C12 118.1(2) . . ?
C16 N11 Re1 126.30(18) . . ?
C12 N11 Re1 115.37(16) . . ?
N11 C12 C13 123.1(2) . . ?
N11 C12 C22 116.8(2) . . ?
C13 C12 C22 120.0(2) . . ?
C12 C13 C14 117.0(2) . . ?
C12 C13 C17 119.0(2) . . ?
C14 C13 C17 123.9(3) . . ?
C15 C14 C13 119.7(3) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C14 C15 C16 119.4(2) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 H15 120.3 . . ?
N11 C16 C15 122.5(2) . . ?
N11 C16 H16 118.8 . . ?
C15 C16 H16 118.8 . . ?
C27 C17 C13 120.6(3) . . ?
C27 C17 H17 119.7 . . ?
C13 C17 H17 119.7 . . ?
C26 N21 C22 118.1(2) . . ?
C26 N21 Re1 127.08(18) . . ?
C22 N21 Re1 114.68(16) . . ?
N21 C22 C23 122.9(2) . . ?
N21 C22 C12 117.2(2) . . ?
C23 C22 C12 119.9(2) . . ?
C22 C23 C24 117.7(2) . . ?
C22 C23 C27 118.9(2) . . ?
C24 C23 C27 123.4(2) . . ?
C25 C24 C23 119.1(2) . . ?
C25 C24 H24 120.5 . . ?
C23 C24 H24 120.5 . . ?
C24 C25 C26 120.2(2) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
N21 C26 C25 122.1(3) . . ?
C17 C27 C23 121.5(3) . . ?
C17 C27 H27 119.3 . . ?
C23 C27 H27 119.3 . . ?
C5 N1 N2 103.7(2) . . ?
N3 N2 N1 111.1(2) . . ?
N3 N2 Re1 125.20(18) . . ?
N1 N2 Re1 121.94(17) . . ?
N2 N3 N4 108.3(2) . . ?
N3 N4 C5 105.4(2) . . ?
N1 C5 N4 111.5(2) . . ?
N1 C5 C51 124.6(2) . . ?
N4 C5 C51 123.8(2) . . ?
C56 C51 C52 120.4(3) . . ?
C56 C51 C5 120.8(2) . . ?
C52 C51 C5 118.5(2) . . ?
C53 C52 C51 119.9(3) . . ?
C53 C52 H52 120.1 . . ?
C51 C52 H52 120.1 . . ?
O53 C53 C52 122.4(3) . . ?
O53 C53 C54 117.7(3) . . ?
C52 C53 C54 119.9(3) . . ?
C53 O53 H53 110(2) . . ?
C55 C54 C53 119.8(3) . . ?
C55 C54 H54 120.1 . . ?
C53 C54 H54 120.1 . . ?
C54 C55 C56 121.0(3) . . ?
C54 C55 H55 119.5 . . ?
C56 C55 H55 119.5 . . ?
C55 C56 C51 119.0(3) . . ?
C55 C56 H56 120.5 . . ?
C51 C56 H56 120.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C16 H16 O3 0.95 2.46 3.209(3) 135.4 2_655
C16 H16 O53 0.95 2.38 2.998(4) 122.5 1_445
C52 H52 N4 0.95 2.48 3.292(4) 144.1 2_765
O53 H53 N3 0.886(18) 2.004(18) 2.888(3) 176(3) 2_765

