# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_C20ZB84_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2155639'
loop_
_audit_author_name
_audit_author_address
'M. Font-Bardia'
;Universitat de Barcelona
Spain
;
_audit_update_record             
;
2022-03-01 deposited with the CCDC.	2022-05-05 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H10 Hg2 O8'
_chemical_formula_sum            'C16 H10 Hg2 O8'
_chemical_formula_weight         731.42

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'
O O 0.0106 0.0060 '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/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   12.9072(7)
_cell_length_b                   6.2378(3)
_cell_length_c                   19.2643(10)
_cell_angle_alpha                90
_cell_angle_beta                 98.396(2)
_cell_angle_gamma                90
_cell_volume                     1534.39(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9908
_cell_measurement_theta_min      3.27
_cell_measurement_theta_max      30.62

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    3.166
_exptl_crystal_F_000             1320
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    20.034
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3123
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18309
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.367
_diffrn_reflns_theta_max         30.665
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measured_fraction_theta_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_point_group_measured_fraction_full 0.966
_reflns_number_total             4482
_reflns_number_gt                4279
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+3.8569P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4482
_refine_ls_number_parameters     229
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0197
_refine_ls_R_factor_gt           0.0181
_refine_ls_wR_factor_ref         0.0401
_refine_ls_wR_factor_gt          0.0395
_refine_ls_goodness_of_fit_ref   1.146
_refine_ls_restrained_S_all      1.146
_refine_ls_shift/su_max          0.003
_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 0.19447(2) 0.24257(2) 0.45603(2) 0.01205(4) Uani 1 1 d . . . . .
C1 C 0.3234(2) 0.5749(5) 0.42428(15) 0.0115(5) Uani 1 1 d . . . . .
O1 O 0.22447(17) 0.5329(4) 0.40401(12) 0.0165(4) Uani 1 1 d . . . . .
Hg2 Hg 0.17298(2) -0.10960(2) 0.51599(2) 0.01248(4) Uani 1 1 d . . . . .
C2 C 0.3635(2) 0.7782(5) 0.39620(15) 0.0111(5) Uani 1 1 d . . . . .
O2 O 0.38098(17) 0.4582(3) 0.46437(12) 0.0155(4) Uani 1 1 d . . . . .
C3 C 0.2986(2) 0.9008(5) 0.34692(16) 0.0122(5) Uani 1 1 d . . . . .
H3 H 0.229619 0.851681 0.330683 0.015 Uiso 1 1 calc R U . . .
O3 O 0.48515(18) 1.3327(4) 0.32747(12) 0.0159(4) Uani 1 1 d . . . . .
O4 O 0.59527(18) 1.1306(4) 0.40844(12) 0.0172(5) Uani 1 1 d . . . . .
C4 C 0.3325(2) 1.0943(5) 0.32086(16) 0.0127(5) Uani 1 1 d . . . . .
H4 H 0.288277 1.178489 0.287750 0.015 Uiso 1 1 calc R U . . .
C7 C 0.4985(2) 1.0333(5) 0.39460(15) 0.0120(5) Uani 1 1 d . . . . .
O7 O -0.07288(17) -1.0868(3) 0.68449(12) 0.0138(4) Uani 1 1 d . . . . .
C6 C 0.5831(3) 1.3355(5) 0.37414(17) 0.0178(6) Uani 1 1 d . . . . .
H6A H 0.641779 1.361526 0.347350 0.021 Uiso 1 1 calc R U . . .
H6B H 0.582812 1.451226 0.409293 0.021 Uiso 1 1 calc R U . . .
O6 O 0.01535(18) -0.3607(3) 0.57124(12) 0.0150(4) Uani 1 1 d . . . . .
C5 C 0.4332(2) 1.1552(5) 0.34587(15) 0.0118(5) Uani 1 1 d . . . . .
O5 O 0.18505(18) -0.4152(3) 0.56533(12) 0.0163(4) Uani 1 1 d . . . . .
O8 O 0.08603(18) -1.2386(3) 0.73259(12) 0.0161(5) Uani 1 1 d . . . . .
C8 C 0.4662(2) 0.8453(5) 0.42128(15) 0.0114(5) Uani 1 1 d . . . . .
H8 H 0.510907 0.764218 0.455054 0.014 Uiso 1 1 calc R U . . .
C9 C 0.0961(2) -0.4687(5) 0.58494(15) 0.0116(5) Uani 1 1 d . . . . .
C10 C 0.0986(2) -0.6744(4) 0.62511(15) 0.0107(4) Uani 1 1 d . . . . .
C11 C 0.0027(2) -0.7700(4) 0.63455(15) 0.0107(4) Uani 1 1 d . . . . .
H11 H -0.062652 -0.705798 0.617048 0.013 Uiso 1 1 calc R U . . .
C12 C 0.0088(2) -0.9607(5) 0.67036(15) 0.0110(5) Uani 1 1 d . . . . .
C13 C -0.0257(2) -1.2591(5) 0.72809(16) 0.0131(6) Uani 1 1 d . . . . .
H13A H -0.046623 -1.249922 0.775449 0.016 Uiso 1 1 calc R U . . .
H13B H -0.048989 -1.399275 0.707285 0.016 Uiso 1 1 calc R U . . .
C14 C 0.1031(2) -1.0524(5) 0.69874(15) 0.0112(5) Uani 1 1 d . . . . .
C15 C 0.1979(2) -0.9612(5) 0.69069(16) 0.0126(5) Uani 1 1 d . . . . .
H15 H 0.262575 -1.024924 0.710002 0.015 Uiso 1 1 calc R U . . .
C16 C 0.1937(2) -0.7695(5) 0.65246(16) 0.0118(5) Uani 1 1 d . . . . .
H16 H 0.257231 -0.702555 0.644964 0.014 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 O1 2.132(2) . ?
Hg1 Hg2 2.51602(18) . ?
C1 O2 1.229(3) . ?
C1 O1 1.307(4) . ?
C1 C2 1.500(4) . ?
Hg2 O5 2.126(2) . ?
C2 C3 1.399(4) . ?
C2 C8 1.406(4) . ?
C3 C4 1.401(4) . ?
C3 H3 0.9500 . ?
O3 C5 1.367(4) . ?
O3 C6 1.441(4) . ?
O4 C7 1.379(4) . ?
O4 C6 1.437(4) . ?
C4 C5 1.373(4) . ?
C4 H4 0.9500 . ?
C7 C8 1.370(4) . ?
C7 C5 1.392(4) . ?
O7 C12 1.374(4) . ?
O7 C13 1.443(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
O6 C9 1.237(4) . ?
O5 C9 1.303(4) . ?
O8 C14 1.366(3) . ?
O8 C13 1.438(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.497(4) . ?
C10 C16 1.395(4) . ?
C10 C11 1.410(4) . ?
C11 C12 1.371(4) . ?
C11 H11 0.9500 . ?
C12 C14 1.384(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.378(4) . ?
C15 C16 1.401(4) . ?
C15 H15 0.9500 . ?
C16 H16 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
O1 Hg1 Hg2 175.56(6) . . ?
O2 C1 O1 122.9(3) . . ?
O2 C1 C2 121.2(3) . . ?
O1 C1 C2 115.8(2) . . ?
C1 O1 Hg1 105.47(18) . . ?
O5 Hg2 Hg1 169.26(6) . . ?
C3 C2 C8 120.8(3) . . ?
C3 C2 C1 120.2(3) . . ?
C8 C2 C1 119.0(3) . . ?
C2 C3 C4 121.7(3) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 H3 119.1 . . ?
C5 O3 C6 105.5(2) . . ?
C7 O4 C6 105.5(2) . . ?
C5 C4 C3 116.3(3) . . ?
C5 C4 H4 121.9 . . ?
C3 C4 H4 121.9 . . ?
C8 C7 O4 128.4(3) . . ?
C8 C7 C5 122.2(3) . . ?
O4 C7 C5 109.4(3) . . ?
C12 O7 C13 105.8(2) . . ?
O4 C6 O3 107.6(2) . . ?
O4 C6 H6A 110.2 . . ?
O3 C6 H6A 110.2 . . ?
O4 C6 H6B 110.2 . . ?
O3 C6 H6B 110.2 . . ?
H6A C6 H6B 108.5 . . ?
O3 C5 C4 127.5(3) . . ?
O3 C5 C7 110.2(3) . . ?
C4 C5 C7 122.3(3) . . ?
C9 O5 Hg2 110.43(18) . . ?
C14 O8 C13 106.1(2) . . ?
C7 C8 C2 116.7(3) . . ?
C7 C8 H8 121.7 . . ?
C2 C8 H8 121.7 . . ?
O6 C9 O5 123.3(3) . . ?
O6 C9 C10 122.1(3) . . ?
O5 C9 C10 114.6(3) . . ?
C16 C10 C11 120.8(3) . . ?
C16 C10 C9 120.7(3) . . ?
C11 C10 C9 118.5(3) . . ?
C12 C11 C10 116.4(3) . . ?
C12 C11 H11 121.8 . . ?
C10 C11 H11 121.8 . . ?
C11 C12 O7 127.4(3) . . ?
C11 C12 C14 122.6(3) . . ?
O7 C12 C14 110.0(2) . . ?
O8 C13 O7 107.6(2) . . ?
O8 C13 H13A 110.2 . . ?
O7 C13 H13A 110.2 . . ?
O8 C13 H13B 110.2 . . ?
O7 C13 H13B 110.2 . . ?
H13A C13 H13B 108.5 . . ?
O8 C14 C15 127.8(3) . . ?
O8 C14 C12 110.2(3) . . ?
C15 C14 C12 122.0(3) . . ?
C14 C15 C16 116.4(3) . . ?
C14 C15 H15 121.8 . . ?
C16 C15 H15 121.8 . . ?
C10 C16 C15 121.7(3) . . ?
C10 C16 H16 119.1 . . ?
C15 C16 H16 119.1 . . ?

_refine_diff_density_max         1.629
_refine_diff_density_min         -1.538
_refine_diff_density_rms         0.157

