# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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. 
# 
#######################################################################

data_1_sq
_database_code_depnum_ccdc_archive 'CCDC 1820507'
_audit_update_record             
;
2018-05-03 deposited with the CCDC.
2018-05-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        Cd-MDIP
_chemical_name_common            Cd-MDIP
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H14 Cd O10'
_chemical_formula_weight         490.68

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           63
_space_group_name_H-M_alt        'C m c m'
_space_group_name_Hall           '-C 2c 2'

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

_cell_length_a                   21.242(13)
_cell_length_b                   7.928(5)
_cell_length_c                   22.557(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3799(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1865
_cell_measurement_theta_min      2.634
_cell_measurement_theta_max      25.783

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.716
_exptl_crystal_F_000             1952
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    1.202
_shelx_estimated_absorpt_T_min   0.737
_shelx_estimated_absorpt_T_max   0.778
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.737
_exptl_absorpt_correction_T_max  0.778
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9008
_diffrn_reflns_av_unetI/netI     0.0454
_diffrn_reflns_av_R_equivalents  0.0621
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.806
_diffrn_reflns_theta_max         24.981
_diffrn_reflns_theta_full        24.981
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             1773
_reflns_number_gt                1397
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_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)+(0.0868P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1773
_refine_ls_number_parameters     143
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0477
_refine_ls_wR_factor_ref         0.1293
_refine_ls_wR_factor_gt          0.1235
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      1.011
_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
Cd1 Cd 0.000000 0.09870(7) 0.57713(2) 0.0392(2) Uani 1 2 d S T P . .
O2W O 0.000000 -0.1773(7) 0.52809(19) 0.0391(11) Uani 1 2 d DS T P . .
O4 O 0.40620(18) 0.1214(5) 0.57369(15) 0.0558(12) Uani 1 1 d . . . . .
C9 C 0.2849(3) -0.1750(9) 0.750000 0.0308(14) Uani 1 2 d S T P . .
H9A H 0.263061 -0.282491 0.750000 0.037 Uiso 1 2 calc R U P . .
H9B H 0.329687 -0.198462 0.750001 0.037 Uiso 1 2 calc R U P . .
O2 O 0.10737(16) 0.1248(5) 0.55978(15) 0.0441(10) Uani 1 1 d . . . . .
C3 C 0.2686(2) -0.0824(5) 0.69311(18) 0.0272(10) Uani 1 1 d . . . . .
C6 C 0.2376(2) 0.0815(6) 0.58679(18) 0.0315(11) Uani 1 1 d . . . . .
H6A H 0.227357 0.134755 0.551344 0.038 Uiso 1 1 calc R U . . .
O1 O 0.07990(14) -0.0039(5) 0.64117(14) 0.0511(10) Uani 1 1 d . . . . .
C7 C 0.1222(2) 0.0495(6) 0.6076(2) 0.0343(11) Uani 1 1 d . . . . .
C8 C 0.3504(2) 0.1316(6) 0.5636(2) 0.0356(11) Uani 1 1 d . . . . .
O1W O 0.000000 0.3667(9) 0.6127(4) 0.078(2) Uani 1 2 d DS T P . .
C2 C 0.2060(2) -0.0617(6) 0.67615(19) 0.0289(10) Uani 1 1 d . . . . .
H2A H 0.174255 -0.104385 0.700228 0.035 Uiso 1 1 calc R U . . .
C1 C 0.18997(18) 0.0219(6) 0.62364(18) 0.0291(10) Uani 1 1 d . . . . .
C5 C 0.3003(2) 0.0615(6) 0.6028(2) 0.0290(10) Uani 1 1 d . . . . .
C4 C 0.31542(19) -0.0192(6) 0.65636(18) 0.0287(10) Uani 1 1 d . . . . .
H4A H 0.357397 -0.030580 0.667359 0.034 Uiso 1 1 calc R U . . .
O3 O 0.32772(14) 0.2068(5) 0.51711(14) 0.0557(11) Uani 1 1 d . . . . .
H3A H 0.356425 0.251942 0.498702 0.084 Uiso 1 1 calc R U . . .
H2WA H -0.0325(17) -0.243(5) 0.545(2) 0.048(14) Uiso 1 1 d D . . . .
H1WA H 0.035(3) 0.414(9) 0.592(3) 0.11(3) Uiso 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cd1 O1W 2.271(7) . ?
Cd1 O2 2.323(4) . ?
Cd1 O2 2.323(4) 12 ?
Cd1 O1 2.372(3) . ?
Cd1 O1 2.372(3) 12 ?
Cd1 O2W 2.452(6) . ?
Cd1 O2W 2.454(4) 9_556 ?
Cd1 C7 2.713(4) . ?
Cd1 C7 2.714(4) 12 ?
O2W H2WA 0.942(19) . ?
O4 C8 1.210(7) . ?
C9 C3 1.518(5) 10_557 ?
C9 C3 1.518(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
O2 C7 1.272(6) . ?
C3 C4 1.388(6) . ?
C3 C2 1.393(6) . ?
C6 C5 1.391(6) . ?
C6 C1 1.391(6) . ?
C6 H6A 0.9300 . ?
O1 C7 1.249(5) . ?
C7 C1 1.500(6) . ?
C8 O3 1.299(6) . ?
C8 C5 1.491(7) . ?
O1W H1WA 0.95(2) . ?
C2 C1 1.400(6) . ?
C2 H2A 0.9300 . ?
C5 C4 1.404(6) . ?
C4 H4A 0.9300 . ?
O3 H3A 0.8200 . ?

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
O1W Cd1 O2 88.64(11) . . ?
O1W Cd1 O2 88.64(11) . 12 ?
O2 Cd1 O2 158.03(17) . 12 ?
O1W Cd1 O1 96.06(18) . . ?
O2 Cd1 O1 55.31(11) . . ?
O2 Cd1 O1 146.66(11) 12 . ?
O1W Cd1 O1 96.07(18) . 12 ?
O2 Cd1 O1 146.66(11) . 12 ?
O2 Cd1 O1 55.31(11) 12 12 ?
O1 Cd1 O1 91.35(16) . 12 ?
O1W Cd1 O2W 173.9(2) . . ?
O2 Cd1 O2W 90.19(10) . . ?
O2 Cd1 O2W 90.19(10) 12 . ?
O1 Cd1 O2W 88.21(13) . . ?
O1 Cd1 O2W 88.20(13) 12 . ?
O1W Cd1 O2W 96.0(2) . 9_556 ?
O2 Cd1 O2W 79.30(8) . 9_556 ?
O2 Cd1 O2W 79.30(8) 12 9_556 ?
O1 Cd1 O2W 132.53(8) . 9_556 ?
O1 Cd1 O2W 132.53(8) 12 9_556 ?
O2W Cd1 O2W 77.90(18) . 9_556 ?
O1W Cd1 C7 92.58(12) . . ?
O2 Cd1 C7 27.91(14) . . ?
O2 Cd1 C7 174.05(12) 12 . ?
O1 Cd1 C7 27.40(12) . . ?
O1 Cd1 C7 118.75(13) 12 . ?
O2W Cd1 C7 89.20(11) . . ?
O2W Cd1 C7 106.34(10) 9_556 . ?
O1W Cd1 C7 92.58(12) . 12 ?
O2 Cd1 C7 174.05(12) . 12 ?
O2 Cd1 C7 27.91(14) 12 12 ?
O1 Cd1 C7 118.75(13) . 12 ?
O1 Cd1 C7 27.40(12) 12 12 ?
O2W Cd1 C7 89.20(11) . 12 ?
O2W Cd1 C7 106.34(10) 9_556 12 ?
C7 Cd1 C7 146.1(2) . 12 ?
Cd1 O2W Cd1 102.10(18) . 9_556 ?
Cd1 O2W H2WA 108(3) . . ?
Cd1 O2W H2WA 122(3) 9_556 . ?
C3 C9 C3 115.4(5) 10_557 . ?
C3 C9 H9A 108.4 10_557 . ?
C3 C9 H9A 108.4 . . ?
C3 C9 H9B 108.4 10_557 . ?
C3 C9 H9B 108.4 . . ?
H9A C9 H9B 107.5 . . ?
C7 O2 Cd1 93.4(3) . . ?
C4 C3 C2 118.5(4) . . ?
C4 C3 C9 121.1(4) . . ?
C2 C3 C9 120.4(4) . . ?
C5 C6 C1 120.2(4) . . ?
C5 C6 H6A 119.9 . . ?
C1 C6 H6A 119.9 . . ?
C7 O1 Cd1 91.7(3) . . ?
O1 C7 O2 119.6(4) . . ?
O1 C7 C1 119.6(4) . . ?
O2 C7 C1 120.7(4) . . ?
O1 C7 Cd1 60.9(2) . . ?
O2 C7 Cd1 58.7(2) . . ?
C1 C7 Cd1 179.3(3) . . ?
O4 C8 O3 123.1(4) . . ?
O4 C8 C5 124.3(4) . . ?
O3 C8 C5 112.7(4) . . ?
Cd1 O1W H1WA 101(5) . . ?
C3 C2 C1 121.4(4) . . ?
C3 C2 H2A 119.3 . . ?
C1 C2 H2A 119.3 . . ?
C6 C1 C2 119.3(4) . . ?
C6 C1 C7 120.2(4) . . ?
C2 C1 C7 120.5(4) . . ?
C6 C5 C4 119.6(4) . . ?
C6 C5 C8 119.2(4) . . ?
C4 C5 C8 121.1(4) . . ?
C3 C4 C5 121.0(4) . . ?
C3 C4 H4A 119.5 . . ?
C5 C4 H4A 119.5 . . ?
C8 O3 H3A 109.5 . . ?

_refine_diff_density_max         1.398
_refine_diff_density_min         -1.058
_refine_diff_density_rms         0.134



