# Electronic Supplementary Material (ESI) for Metallomics.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_mxm94
_database_code_depnum_ccdc_archive 'CCDC 1510599'
_audit_update_record             
;
2016-10-19 deposited with the CCDC.
2016-11-23 downloaded from the CCDC.
;

_audit_creation_date             2013-09-15T14:19:31-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_sum            'C22 H12 I N6 O3 Re'
_chemical_formula_moiety         'C22 H12 I N6 O3 Re'
_chemical_formula_weight         721.48

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-p 2yn'
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                   7.0191(3)
_cell_length_b                   18.0476(8)
_cell_length_c                   16.9652(6)
_cell_angle_alpha                90
_cell_angle_beta                 99.850(3)
_cell_angle_gamma                90
_cell_volume                     2117.44(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8065
_cell_measurement_theta_min      3.128
_cell_measurement_theta_max      31.607

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

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.02
_exptl_crystal_density_diffrn    2.263
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1352
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.3
0 0 -1 0.149
0 1 0 0.0138
0 -1 0 0.0062
-1 0 0 0.3395
-1 0 7 0.0539

_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    7.236
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
       CrysAlisPro, Agilent Technologies,
Analytical numeric absorption correction using a multifaceted crystal
               model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)

;
_exptl_absorpt_correction_T_min  0.219
_exptl_absorpt_correction_T_max  0.855

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

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 16.0009
_diffrn_orient_matrix_ub_11      -0.0852856
_diffrn_orient_matrix_ub_12      0.0017506
_diffrn_orient_matrix_ub_13      -0.0291879
_diffrn_orient_matrix_ub_21      -0.0565879
_diffrn_orient_matrix_ub_22      0.0019959
_diffrn_orient_matrix_ub_23      0.0308003
_diffrn_orient_matrix_ub_31      0.0066037
_diffrn_orient_matrix_ub_32      0.0391843
_diffrn_orient_matrix_ub_33      -0.0003076
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0448
_diffrn_reflns_av_unetI/netI     0.0431
_diffrn_reflns_number            21406
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.99
_diffrn_reflns_theta_max         30
_diffrn_reflns_theta_full        30
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_reflns_number_total             6157
_reflns_number_gt                5461
_reflns_threshold_expression     I>2σ(I)

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

_computing_data_collection       
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
        (compiled Nov  6 2009,16:24:50)
;
_computing_cell_refinement       
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
        (compiled Nov  6 2009,16:24:50)
;
_computing_data_reduction        
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
        (compiled Nov  6 2009,16:24:50)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'OrtepII (Johnson, C. K. (1976)'
_computing_publication_material  'WinGX Farrugia, L. J. (1999)'


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

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

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

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0370P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6157
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0448
_refine_ls_R_factor_gt           0.0372
_refine_ls_wR_factor_ref         0.0815
_refine_ls_wR_factor_gt          0.0787
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_restrained_S_all      1.129
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_diff_density_max         2.204
_refine_diff_density_min         -0.802
_refine_diff_density_rms         0.198

#----------------------------------------------------------------------------#
#                   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'
I I -0.4742 1.8119 '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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Re1 Re 0.51156(2) 0.141185(9) 0.420777(10) 0.01394(6) Uani 1 1 d . . .
C1 C 0.3787(6) 0.1211(2) 0.5086(3) 0.0168(8) Uani 1 1 d . . .
O1 O 0.3023(5) 0.10785(19) 0.5620(2) 0.0258(7) Uani 1 1 d . . .
C2 C 0.4048(7) 0.0536(3) 0.3668(3) 0.0205(9) Uani 1 1 d . . .
O2 O 0.3436(5) 0.00069(19) 0.3336(2) 0.0298(8) Uani 1 1 d . . .
C3 C 0.7238(7) 0.0840(3) 0.4758(3) 0.0209(9) Uani 1 1 d . . .
O3 O 0.8521(5) 0.0518(2) 0.5106(2) 0.0322(8) Uani 1 1 d . . .
N11 N 0.6407(5) 0.1699(2) 0.3169(2) 0.0159(7) Uani 1 1 d . . .
C12 C 0.5379(6) 0.2201(2) 0.2661(2) 0.0145(8) Uani 1 1 d . . .
C13 C 0.5960(6) 0.2442(3) 0.1951(3) 0.0195(9) Uani 1 1 d . . .
C14 C 0.7633(6) 0.2104(3) 0.1746(3) 0.0223(10) Uani 1 1 d . . .
H14 H 0.8077 0.2242 0.1269 0.027 Uiso 1 1 calc R . .
C15 C 0.8599(7) 0.1581(3) 0.2236(3) 0.0231(10) Uani 1 1 d . . .
H15 H 0.9693 0.134 0.2092 0.028 Uiso 1 1 calc R . .
C16 C 0.7977(7) 0.1398(2) 0.2954(3) 0.0197(9) Uani 1 1 d . . .
H16 H 0.87 0.1046 0.33 0.024 Uiso 1 1 calc R . .
C17 C 0.4819(7) 0.2982(3) 0.1471(3) 0.0231(10) Uani 1 1 d . . .
H17 H 0.5207 0.315 0.0992 0.028 Uiso 1 1 calc R . .
N21 N 0.3084(5) 0.22004(19) 0.3554(2) 0.0151(7) Uani 1 1 d . . .
C22 C 0.3630(6) 0.2477(2) 0.2872(2) 0.0162(8) Uani 1 1 d . . .
C23 C 0.2546(6) 0.3018(2) 0.2387(3) 0.0180(9) Uani 1 1 d . . .
C24 C 0.0872(7) 0.3283(2) 0.2639(3) 0.0201(9) Uani 1 1 d . . .
H24 H 0.0093 0.3646 0.233 0.024 Uiso 1 1 calc R . .
C25 C 0.0360(6) 0.3018(2) 0.3331(2) 0.0177(8) Uani 1 1 d . . .
H25 H -0.0753 0.3206 0.3513 0.021 Uiso 1 1 calc R . .
C26 C 0.1492(6) 0.2467(2) 0.3769(2) 0.0169(8) Uani 1 1 d . . .
H26 H 0.11 0.2278 0.4239 0.02 Uiso 1 1 calc R . .
C27 C 0.3202(7) 0.3258(3) 0.1686(3) 0.0218(9) Uani 1 1 d . . .
H27 H 0.2483 0.3624 0.1359 0.026 Uiso 1 1 calc R . .
N1 N 0.7889(5) 0.27940(19) 0.4826(2) 0.0138(7) Uani 1 1 d . . .
N2 N 0.6222(5) 0.2428(2) 0.4805(2) 0.0146(7) Uani 1 1 d . . .
N3 N 0.5153(5) 0.2745(2) 0.5290(2) 0.0207(8) Uani 1 1 d . . .
N4 N 0.6132(5) 0.3323(2) 0.5643(2) 0.0191(8) Uani 1 1 d . . .
C5 C 0.7786(6) 0.3342(2) 0.5349(2) 0.0139(8) Uani 1 1 d . . .
C51 C 0.9290(6) 0.3895(2) 0.5609(2) 0.0140(8) Uani 1 1 d . . .
C52 C 1.0869(6) 0.3971(2) 0.5222(2) 0.0161(8) Uani 1 1 d . . .
H52 H 1.0957 0.3673 0.4768 0.019 Uiso 1 1 calc R . .
C53 C 1.2319(6) 0.4480(2) 0.5492(3) 0.0176(8) Uani 1 1 d . . .
H53 H 1.3397 0.453 0.5225 0.021 Uiso 1 1 calc R . .
C54 C 1.2178(6) 0.4913(2) 0.6152(3) 0.0182(9) Uani 1 1 d . . .
I54 I 1.44241(4) 0.564173(17) 0.660931(19) 0.02554(8) Uani 1 1 d . . .
C55 C 1.0604(6) 0.4850(2) 0.6542(3) 0.0199(9) Uani 1 1 d . . .
H55 H 1.052 0.5149 0.6996 0.024 Uiso 1 1 calc R . .
C56 C 0.9157(6) 0.4348(2) 0.6266(3) 0.0167(8) Uani 1 1 d . . .
H56 H 0.8063 0.431 0.6524 0.02 Uiso 1 1 calc R . .



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

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 1.914(5) . ?
Re1 C3 1.918(5) . ?
Re1 C1 1.923(4) . ?
Re1 N2 2.173(4) . ?
Re1 N11 2.178(3) . ?
Re1 N21 2.179(4) . ?
C1 O1 1.153(5) . ?
C2 O2 1.153(5) . ?
C3 O3 1.147(6) . ?
N11 C16 1.335(5) . ?
N11 C12 1.368(5) . ?
C12 C13 1.404(6) . ?
C12 C22 1.426(6) . ?
C13 C14 1.418(6) . ?
C13 C17 1.426(7) . ?
C14 C15 1.359(7) . ?
C14 H14 0.95 . ?
C15 C16 1.402(6) . ?
C15 H15 0.95 . ?
C16 H16 0.95 . ?
C17 C27 1.346(7) . ?
C17 H17 0.95 . ?
N21 C26 1.324(5) . ?
N21 C22 1.373(5) . ?
C22 C23 1.412(6) . ?
C23 C24 1.402(6) . ?
C23 C27 1.415(6) . ?
C24 C25 1.372(6) . ?
C24 H24 0.95 . ?
C25 C26 1.403(6) . ?
C25 H25 0.95 . ?
C26 H26 0.95 . ?
C27 H27 0.95 . ?
N1 C5 1.338(5) . ?
N1 N2 1.339(4) . ?
N2 N3 1.334(5) . ?
N3 N4 1.333(5) . ?
N4 C5 1.340(5) . ?
C5 C51 1.466(6) . ?
C51 C52 1.389(5) . ?
C51 C56 1.397(6) . ?
C52 C53 1.388(6) . ?
C52 H52 0.95 . ?
C53 C54 1.385(6) . ?
C53 H53 0.95 . ?
C54 C55 1.386(6) . ?
C54 I54 2.097(4) . ?
C55 C56 1.382(6) . ?
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
C2 Re1 C3 89.76(19) . . ?
C2 Re1 C1 90.71(18) . . ?
C3 Re1 C1 87.73(18) . . ?
C2 Re1 N2 177.78(17) . . ?
C3 Re1 N2 92.40(16) . . ?
C1 Re1 N2 88.87(15) . . ?
C2 Re1 N11 89.59(16) . . ?
C3 Re1 N11 97.23(16) . . ?
C1 Re1 N11 175.03(16) . . ?
N2 Re1 N11 90.64(13) . . ?
C2 Re1 N21 97.32(17) . . ?
C3 Re1 N21 170.14(16) . . ?
C1 Re1 N21 98.98(15) . . ?
N2 Re1 N21 80.59(13) . . ?
N11 Re1 N21 76.06(13) . . ?
O1 C1 Re1 178.4(4) . . ?
O2 C2 Re1 178.7(4) . . ?
O3 C3 Re1 177.6(4) . . ?
C16 N11 C12 118.0(4) . . ?
C16 N11 Re1 127.0(3) . . ?
C12 N11 Re1 114.8(3) . . ?
N11 C12 C13 123.0(4) . . ?
N11 C12 C22 117.2(4) . . ?
C13 C12 C22 119.8(4) . . ?
C12 C13 C14 116.8(4) . . ?
C12 C13 C17 118.9(4) . . ?
C14 C13 C17 124.2(4) . . ?
C15 C14 C13 119.7(4) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C14 C15 C16 119.9(4) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
N11 C16 C15 122.4(4) . . ?
N11 C16 H16 118.8 . . ?
C15 C16 H16 118.8 . . ?
C27 C17 C13 121.1(4) . . ?
C27 C17 H17 119.5 . . ?
C13 C17 H17 119.5 . . ?
C26 N21 C22 118.0(4) . . ?
C26 N21 Re1 127.4(3) . . ?
C22 N21 Re1 114.4(3) . . ?
N21 C22 C23 122.8(4) . . ?
N21 C22 C12 117.5(4) . . ?
C23 C22 C12 119.8(4) . . ?
C24 C23 C22 117.1(4) . . ?
C24 C23 C27 124.1(4) . . ?
C22 C23 C27 118.8(4) . . ?
C25 C24 C23 119.8(4) . . ?
C25 C24 H24 120.1 . . ?
C23 C24 H24 120.1 . . ?
C24 C25 C26 119.5(4) . . ?
C24 C25 H25 120.3 . . ?
C26 C25 H25 120.3 . . ?
N21 C26 C25 122.7(4) . . ?
N21 C26 H26 118.6 . . ?
C25 C26 H26 118.6 . . ?
C17 C27 C23 121.6(4) . . ?
C17 C27 H27 119.2 . . ?
C23 C27 H27 119.2 . . ?
C5 N1 N2 103.7(3) . . ?
N3 N2 N1 110.6(3) . . ?
N3 N2 Re1 117.1(3) . . ?
N1 N2 Re1 132.1(3) . . ?
N4 N3 N2 108.2(3) . . ?
N3 N4 C5 105.3(3) . . ?
N1 C5 N4 112.1(4) . . ?
N1 C5 C51 125.8(4) . . ?
N4 C5 C51 122.0(4) . . ?
C52 C51 C56 119.2(4) . . ?
C52 C51 C5 121.1(4) . . ?
C56 C51 C5 119.7(4) . . ?
C53 C52 C51 120.6(4) . . ?
C53 C52 H52 119.7 . . ?
C51 C52 H52 119.7 . . ?
C54 C53 C52 119.4(4) . . ?
C54 C53 H53 120.3 . . ?
C52 C53 H53 120.3 . . ?
C53 C54 C55 120.8(4) . . ?
C53 C54 I54 120.0(3) . . ?
C55 C54 I54 119.1(3) . . ?
C56 C55 C54 119.5(4) . . ?
C56 C55 H55 120.3 . . ?
C54 C55 H55 120.3 . . ?
C55 C56 C51 120.6(4) . . ?
C55 C56 H56 119.7 . . ?
C51 C56 H56 119.7 . . ?



#===END
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
