# Electronic Supplementary Material (ESI) for Metallomics.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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. 
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data_[(L1)3Hg2I4]
_database_code_depnum_ccdc_archive 'CCDC 1857558'
_audit_update_record             
;
2018-07-23 deposited with the CCDC.
2018-11-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H24 Hg2 I4 N6 S3'
_chemical_formula_sum            'C15 H24 Hg2 I4 N6 S3'
_chemical_formula_weight         1293.36

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'
Hg Hg -2.3894 9.2266 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.3607(7)
_cell_length_b                   14.7466(6)
_cell_length_c                   11.7959(4)
_cell_angle_alpha                90
_cell_angle_beta                 107.7610(10)
_cell_angle_gamma                90
_cell_volume                     3041.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9992
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      26.29

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.824
_exptl_crystal_F_000             2304.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.212
_exptl_crystal_size_mid          0.186
_exptl_crystal_size_min          0.102
_exptl_absorpt_coefficient_mu    14.364
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.059
_exptl_absorpt_correction_T_max  0.231
_exptl_absorpt_process_details   SADABS?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   X-ray
_diffrn_measurement_device_type  'Bruker PHOTON100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35205
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_av_R_equivalents  0.0516
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.279
_diffrn_reflns_theta_max         25.681
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5765
_reflns_number_gt                4394
_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+26.8883P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.00035(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5765
_refine_ls_number_parameters     272
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0322
_refine_ls_wR_factor_ref         0.0657
_refine_ls_wR_factor_gt          0.0544
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_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
Hg1 Hg 0.82962(2) 0.46806(2) 0.20866(3) 0.04868(11) Uani 1 1 d . . . . .
Hg2 Hg 0.60401(2) 0.51720(3) 0.42359(3) 0.05723(12) Uani 1 1 d . . . . .
I3 I 0.70479(3) 0.41358(4) 0.28297(5) 0.04964(16) Uani 1 1 d . . . . .
I2 I 0.95009(3) 0.34902(4) 0.29153(6) 0.05242(16) Uani 1 1 d . . . . .
I4 I 0.48572(4) 0.40293(4) 0.34168(6) 0.05960(19) Uani 1 1 d . . . . .
I1 I 0.88965(4) 0.63998(4) 0.24029(7) 0.0669(2) Uani 1 1 d . . . . .
S3 S 0.69749(12) 0.50818(17) 0.62603(19) 0.0494(6) Uani 1 1 d . . . . .
S2 S 0.60301(14) 0.67277(16) 0.3381(2) 0.0562(6) Uani 1 1 d . . . . .
S1 S 0.75979(15) 0.44985(19) -0.0180(2) 0.0601(7) Uani 1 1 d . . . . .
N4 N 0.4649(4) 0.6512(5) 0.1689(6) 0.0486(18) Uani 1 1 d . . . . .
N5 N 0.8298(4) 0.5210(5) 0.5659(6) 0.0432(16) Uani 1 1 d . . . . .
N1 N 0.8869(4) 0.4584(5) -0.0917(6) 0.0471(18) Uani 1 1 d . . . . .
N6 N 0.8043(4) 0.3853(5) 0.6080(6) 0.0490(18) Uani 1 1 d . . . . .
N2 N 0.8279(4) 0.5862(5) -0.1050(6) 0.0472(17) Uani 1 1 d . . . . .
C2 C 0.8256(5) 0.4983(6) -0.0721(7) 0.0404(19) Uani 1 1 d . . . . .
C12 C 0.7772(4) 0.4707(6) 0.5967(7) 0.0384(18) Uani 1 1 d . . . . .
N3 N 0.5592(5) 0.6449(6) 0.0983(7) 0.060(2) Uani 1 1 d . . . . .
C7 C 0.5420(5) 0.6558(5) 0.1999(8) 0.0407(19) Uani 1 1 d . . . . .
C3 C 0.9268(5) 0.5203(7) -0.1363(8) 0.054(2) Uani 1 1 d . . . . .
H3 H 0.9708 0.5093 -0.1575 0.065 Uiso 1 1 calc R U . . .
C4 C 0.8907(5) 0.5987(7) -0.1433(8) 0.057(2) Uani 1 1 d . . . . .
H4 H 0.9054 0.6531 -0.1697 0.069 Uiso 1 1 calc R U . . .
C13 C 0.8886(5) 0.4673(7) 0.5568(8) 0.055(2) Uani 1 1 d . . . . .
H13 H 0.9313 0.4860 0.5362 0.066 Uiso 1 1 calc R U . . .
C11 C 0.8220(6) 0.6171(6) 0.5379(9) 0.062(3) Uani 1 1 d . . . . .
H11A H 0.7828 0.6258 0.4634 0.093 Uiso 1 1 calc R U . . .
H11B H 0.8696 0.6403 0.5322 0.093 Uiso 1 1 calc R U . . .
H11C H 0.8084 0.6488 0.5996 0.093 Uiso 1 1 calc R U . . .
C14 C 0.8729(5) 0.3831(7) 0.5829(9) 0.061(3) Uani 1 1 d . . . . .
H14 H 0.9029 0.3320 0.5841 0.074 Uiso 1 1 calc R U . . .
C1 C 0.9066(6) 0.3634(7) -0.0707(9) 0.070(3) Uani 1 1 d . . . . .
H1A H 0.8606 0.3279 -0.0891 0.105 Uiso 1 1 calc R U . . .
H1B H 0.9355 0.3547 0.0114 0.105 Uiso 1 1 calc R U . . .
H1C H 0.9366 0.3446 -0.1204 0.105 Uiso 1 1 calc R U . . .
C10 C 0.4195(6) 0.6643(8) 0.2494(11) 0.083(3) Uani 1 1 d . . . . .
H10A H 0.4431 0.6329 0.3227 0.125 Uiso 1 1 calc R U . . .
H10B H 0.3690 0.6408 0.2134 0.125 Uiso 1 1 calc R U . . .
H10C H 0.4165 0.7278 0.2651 0.125 Uiso 1 1 calc R U . . .
C5 C 0.7713(6) 0.6536(7) -0.1043(9) 0.067(3) Uani 1 1 d . . . . .
H5A H 0.7212 0.6271 -0.1330 0.101 Uiso 1 1 calc R U . . .
H5B H 0.7751 0.7032 -0.1549 0.101 Uiso 1 1 calc R U . . .
H5C H 0.7798 0.6753 -0.0246 0.101 Uiso 1 1 calc R U . . .
C15 C 0.7622(6) 0.3067(7) 0.6302(11) 0.079(3) Uani 1 1 d . . . . .
H15A H 0.7110 0.3077 0.5763 0.119 Uiso 1 1 calc R U . . .
H15B H 0.7604 0.3086 0.7107 0.119 Uiso 1 1 calc R U . . .
H15C H 0.7874 0.2521 0.6183 0.119 Uiso 1 1 calc R U . . .
C9 C 0.4358(7) 0.6383(7) 0.0484(10) 0.070(3) Uani 1 1 d . . . . .
H9 H 0.3843 0.6334 0.0052 0.084 Uiso 1 1 calc R U . . .
C6 C 0.6370(6) 0.6485(8) 0.0905(11) 0.083(3) Uani 1 1 d . . . . .
H6A H 0.6482 0.7091 0.0712 0.125 Uiso 1 1 calc R U . . .
H6B H 0.6415 0.6077 0.0297 0.125 Uiso 1 1 calc R U . . .
H6C H 0.6724 0.6312 0.1656 0.125 Uiso 1 1 calc R U . . .
C8 C 0.4934(8) 0.6342(8) 0.0052(9) 0.078(3) Uani 1 1 d . . . . .
H8 H 0.4902 0.6256 -0.0742 0.094 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
Hg1 S1 2.602(2) . ?
Hg1 I1 2.7442(7) . ?
Hg1 I2 2.7587(7) . ?
Hg1 I3 2.8095(7) . ?
Hg2 S3 2.483(2) . ?
Hg2 S2 2.504(2) . ?
Hg2 I4 2.6853(7) . ?
Hg2 I3 3.2222(7) . ?
S3 C12 1.697(8) . ?
S2 C7 1.691(9) . ?
S1 C2 1.687(9) . ?
N4 C7 1.351(10) . ?
N4 C9 1.371(12) . ?
N4 C10 1.455(11) . ?
N5 C12 1.353(10) . ?
N5 C13 1.369(11) . ?
N5 C11 1.452(11) . ?
N1 C2 1.352(10) . ?
N1 C3 1.372(11) . ?
N1 C1 1.449(11) . ?
N6 C12 1.346(10) . ?
N6 C14 1.379(11) . ?
N6 C15 1.461(12) . ?
N2 C2 1.358(10) . ?
N2 C4 1.373(11) . ?
N2 C5 1.441(11) . ?
N3 C7 1.339(11) . ?
N3 C8 1.372(13) . ?
N3 C6 1.460(12) . ?
C3 C4 1.322(13) . ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
C13 C14 1.333(13) . ?
C13 H13 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C14 H14 0.9300 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C9 C8 1.308(15) . ?
C9 H9 0.9300 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C8 H8 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
S1 Hg1 I1 106.66(6) . . ?
S1 Hg1 I2 112.89(7) . . ?
I1 Hg1 I2 107.12(2) . . ?
S1 Hg1 I3 95.61(5) . . ?
I1 Hg1 I3 123.63(2) . . ?
I2 Hg1 I3 110.47(2) . . ?
S3 Hg2 S2 110.75(8) . . ?
S3 Hg2 I4 123.94(6) . . ?
S2 Hg2 I4 121.63(6) . . ?
S3 Hg2 I3 97.62(5) . . ?
S2 Hg2 I3 99.33(7) . . ?
I4 Hg2 I3 92.62(2) . . ?
Hg1 I3 Hg2 132.55(2) . . ?
C12 S3 Hg2 102.0(3) . . ?
C7 S2 Hg2 100.0(3) . . ?
C2 S1 Hg1 99.2(3) . . ?
C7 N4 C9 109.5(8) . . ?
C7 N4 C10 125.4(8) . . ?
C9 N4 C10 125.0(9) . . ?
C12 N5 C13 110.4(7) . . ?
C12 N5 C11 124.5(7) . . ?
C13 N5 C11 124.9(8) . . ?
C2 N1 C3 110.3(7) . . ?
C2 N1 C1 124.6(8) . . ?
C3 N1 C1 125.1(8) . . ?
C12 N6 C14 109.6(8) . . ?
C12 N6 C15 124.1(8) . . ?
C14 N6 C15 126.0(8) . . ?
C2 N2 C4 109.0(8) . . ?
C2 N2 C5 124.8(8) . . ?
C4 N2 C5 126.1(8) . . ?
N1 C2 N2 105.4(7) . . ?
N1 C2 S1 127.7(7) . . ?
N2 C2 S1 127.0(7) . . ?
N6 C12 N5 105.5(7) . . ?
N6 C12 S3 126.9(7) . . ?
N5 C12 S3 127.4(6) . . ?
C7 N3 C8 109.9(8) . . ?
C7 N3 C6 123.6(9) . . ?
C8 N3 C6 126.4(9) . . ?
N3 C7 N4 105.4(7) . . ?
N3 C7 S2 127.8(7) . . ?
N4 C7 S2 126.8(7) . . ?
C4 C3 N1 106.8(8) . . ?
C4 C3 H3 126.6 . . ?
N1 C3 H3 126.6 . . ?
C3 C4 N2 108.5(8) . . ?
C3 C4 H4 125.7 . . ?
N2 C4 H4 125.7 . . ?
C14 C13 N5 106.9(8) . . ?
C14 C13 H13 126.6 . . ?
N5 C13 H13 126.6 . . ?
N5 C11 H11A 109.5 . . ?
N5 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N5 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C14 N6 107.6(8) . . ?
C13 C14 H14 126.2 . . ?
N6 C14 H14 126.2 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N4 C10 H10A 109.5 . . ?
N4 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N4 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C5 H5A 109.5 . . ?
N2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N6 C15 H15A 109.5 . . ?
N6 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N6 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C8 C9 N4 107.7(10) . . ?
C8 C9 H9 126.2 . . ?
N4 C9 H9 126.2 . . ?
N3 C6 H6A 109.5 . . ?
N3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C9 C8 N3 107.6(10) . . ?
C9 C8 H8 126.2 . . ?
N3 C8 H8 126.2 . . ?

_refine_diff_density_max         1.265
_refine_diff_density_min         -1.381
_refine_diff_density_rms         0.168



