# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_nab12_autoshape
_database_code_depnum_ccdc_archive 'CCDC 2335314'
loop_
_audit_author_name
_audit_author_address
'Tadeusz Muziol'
;Nicolaus Copernicus University in Torun, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2024-02-26 deposited with the CCDC.	2024-07-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         '(Pd 2+), (C8 H13 O3 1-)2'
_chemical_formula_sum            'C16 H26 O6 Pd'
_chemical_melting_point          ?

_exptl_crystal_description       yellow
_exptl_crystal_colour            plate
_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         420.77

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd 0.1215 3.9337 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   10.23141(11)
_cell_length_b                   12.95320(14)
_cell_length_c                   14.56071(17)
_cell_angle_alpha                91.9303(9)
_cell_angle_beta                 98.1743(9)
_cell_angle_gamma                100.3549(9)
_cell_volume                     1875.53(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    53392
_cell_measurement_theta_min      3.0620
_cell_measurement_theta_max      79.3340
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_F_000             864
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    8.207
_shelx_estimated_absorpt_T_min   0.393
_shelx_estimated_absorpt_T_max   0.791
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.490
_exptl_absorpt_correction_T_max  0.908
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.55a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            68027
_diffrn_reflns_av_unetI/netI     0.0129
_diffrn_reflns_av_R_equivalents  0.0280
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.072
_diffrn_reflns_theta_max         74.503
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7650
_reflns_number_gt                7453
_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       'CrysAlisPro 1.171.42.55a (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.55a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.55a (Rigaku OD, 2022)'
_computing_structure_solution    'Olex2 1.3.0 (Dolomanov, 2009)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    'WinGX v1.80.03 (Farrugia, 1999)'
_computing_publication_material  ciftab
_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)+(0.0289P)²+1.0889P] 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-2018/1 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00052(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7650
_refine_ls_number_parameters     432
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0189
_refine_ls_R_factor_gt           0.0184
_refine_ls_wR_factor_ref         0.0503
_refine_ls_wR_factor_gt          0.0500
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.004
_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
Pd1 Pd 0.45895(2) 0.79580(2) 0.87613(2) 0.01435(4) Uani 1 1 d . . . . .
C1 C 0.18297(17) 0.59782(13) 1.01399(11) 0.0216(3) Uani 1 1 d . . . . .
H1A H 0.192214 0.532669 0.981422 0.032 Uiso 1 1 calc R U . . .
H1B H 0.087678 0.597765 1.016213 0.032 Uiso 1 1 calc R U . . .
H1C H 0.231762 0.602616 1.077435 0.032 Uiso 1 1 calc R U . . .
C2 C 0.24022(15) 0.69063(12) 0.96311(10) 0.0167(3) Uani 1 1 d . . . . .
O2 O 0.35480(11) 0.68362(8) 0.93867(8) 0.0196(2) Uani 1 1 d . . . . .
C3 C 0.17094(16) 0.77228(13) 0.94918(11) 0.0188(3) Uani 1 1 d . . . . .
H3 H 0.085369 0.764531 0.969030 0.023 Uiso 1 1 calc R U . . .
C4 C 0.21690(15) 0.86635(12) 0.90784(10) 0.0168(3) Uani 1 1 d . . . . .
C5 C 0.16902(16) 1.04157(12) 0.87119(12) 0.0201(3) Uani 1 1 d . . . . .
O5 O 0.13539(11) 0.93584(9) 0.90758(8) 0.0208(2) Uani 1 1 d . . . . .
O6 O 0.32309(11) 0.88900(8) 0.87239(8) 0.0190(2) Uani 1 1 d . . . . .
C6 C 0.05649(19) 1.09345(15) 0.89794(14) 0.0300(4) Uani 1 1 d . . . . .
H6A H -0.030565 1.050919 0.871004 0.045 Uiso 1 1 calc R U . . .
H6B H 0.064564 1.163888 0.874255 0.045 Uiso 1 1 calc R U . . .
H6C H 0.063014 1.098955 0.965796 0.045 Uiso 1 1 calc R U . . .
C7 C 0.1609(2) 1.02957(14) 0.76639(12) 0.0285(4) Uani 1 1 d . . . . .
H7A H 0.230228 0.991447 0.751054 0.043 Uiso 1 1 calc R U . . .
H7B H 0.175184 1.099257 0.741238 0.043 Uiso 1 1 calc R U . . .
H7C H 0.072034 0.990246 0.739197 0.043 Uiso 1 1 calc R U . . .
C8 C 0.30416(18) 1.10059(13) 0.92019(13) 0.0277(4) Uani 1 1 d . . . . .
H8A H 0.308790 1.094518 0.987432 0.042 Uiso 1 1 calc R U . . .
H8B H 0.314567 1.174887 0.906366 0.042 Uiso 1 1 calc R U . . .
H8C H 0.376313 1.070428 0.898377 0.042 Uiso 1 1 calc R U . . .
C11 C 0.79625(17) 0.65123(13) 0.86669(13) 0.0254(4) Uani 1 1 d . . . . .
H11A H 0.821810 0.645834 0.933577 0.038 Uiso 1 1 calc R U . . .
H11B H 0.877212 0.673038 0.838155 0.038 Uiso 1 1 calc R U . . .
H11C H 0.748082 0.582698 0.838453 0.038 Uiso 1 1 calc R U . . .
C12 C 0.70662(16) 0.73125(12) 0.85118(11) 0.0178(3) Uani 1 1 d . . . . .
O12 O 0.59353(11) 0.70449(8) 0.88076(8) 0.0196(2) Uani 1 1 d . . . . .
C13 C 0.75112(16) 0.82277(13) 0.80921(12) 0.0197(3) Uani 1 1 d . . . . .
H13 H 0.838054 0.831518 0.791399 0.024 Uiso 1 1 calc R U . . .
C14 C 0.67746(15) 0.90415(12) 0.79078(10) 0.0162(3) Uani 1 1 d . . . . .
C15 C 0.68639(16) 1.07907(12) 0.72547(11) 0.0190(3) Uani 1 1 d . . . . .
O15 O 0.73992(11) 0.98145(8) 0.74575(8) 0.0184(2) Uani 1 1 d . . . . .
O16 O 0.56370(11) 0.90950(8) 0.81224(8) 0.0183(2) Uani 1 1 d . . . . .
C16 C 0.55110(18) 1.05499(14) 0.66314(13) 0.0262(4) Uani 1 1 d . . . . .
H16A H 0.556845 1.009179 0.609484 0.039 Uiso 1 1 calc R U . . .
H16B H 0.526331 1.120707 0.641582 0.039 Uiso 1 1 calc R U . . .
H16C H 0.482810 1.019535 0.698139 0.039 Uiso 1 1 calc R U . . .
C17 C 0.79271(18) 1.13784(13) 0.67380(13) 0.0274(4) Uani 1 1 d . . . . .
H17A H 0.879949 1.150810 0.714147 0.041 Uiso 1 1 calc R U . . .
H17B H 0.768645 1.205080 0.656025 0.041 Uiso 1 1 calc R U . . .
H17C H 0.798201 1.095579 0.617855 0.041 Uiso 1 1 calc R U . . .
C18 C 0.68134(19) 1.13886(13) 0.81606(13) 0.0259(4) Uani 1 1 d . . . . .
H18A H 0.613498 1.098630 0.848740 0.039 Uiso 1 1 calc R U . . .
H18B H 0.657784 1.207456 0.802750 0.039 Uiso 1 1 calc R U . . .
H18C H 0.769471 1.149069 0.855124 0.039 Uiso 1 1 calc R U . . .
Pd2 Pd 0.61661(2) 0.38382(2) 0.67518(2) 0.01575(4) Uani 1 1 d . . . . .
C21 C 0.40511(17) 0.41105(13) 0.90138(11) 0.0225(3) Uani 1 1 d . . . . .
H21A H 0.466169 0.382978 0.947963 0.034 Uiso 1 1 calc R U . . .
H21B H 0.311890 0.382058 0.908085 0.034 Uiso 1 1 calc R U . . .
H21C H 0.420997 0.487847 0.910448 0.034 Uiso 1 1 calc R U . . .
C22 C 0.43002(16) 0.38081(12) 0.80585(11) 0.0180(3) Uani 1 1 d . . . . .
O22 O 0.55393(11) 0.40863(9) 0.79386(8) 0.0209(2) Uani 1 1 d . . . . .
C23 C 0.32505(16) 0.32922(12) 0.74078(11) 0.0187(3) Uani 1 1 d . . . . .
H23 H 0.241054 0.306808 0.761395 0.022 Uiso 1 1 calc R U . . .
C24 C 0.33210(16) 0.30703(12) 0.64630(11) 0.0182(3) Uani 1 1 d . . . . .
C25 C 0.19738(17) 0.22486(14) 0.49868(12) 0.0239(3) Uani 1 1 d . . . . .
O25 O 0.21481(11) 0.25796(9) 0.59879(8) 0.0219(2) Uani 1 1 d . . . . .
O26 O 0.43284(11) 0.32959(9) 0.60496(8) 0.0205(2) Uani 1 1 d . . . . .
C26 C 0.05321(18) 0.16447(15) 0.48292(14) 0.0304(4) Uani 1 1 d . . . . .
H26A H 0.045487 0.105274 0.523227 0.046 Uiso 1 1 calc R U . . .
H26B H 0.028549 0.137926 0.417773 0.046 Uiso 1 1 calc R U . . .
H26C H -0.007234 0.211330 0.497607 0.046 Uiso 1 1 calc R U . . .
C27 C 0.2135(2) 0.32115(16) 0.44210(13) 0.0319(4) Uani 1 1 d . . . . .
H27A H 0.152041 0.366684 0.457822 0.048 Uiso 1 1 calc R U . . .
H27B H 0.192500 0.299333 0.375743 0.048 Uiso 1 1 calc R U . . .
H27C H 0.306279 0.359710 0.456153 0.048 Uiso 1 1 calc R U . . .
C28 C 0.29284(19) 0.15104(16) 0.48131(14) 0.0332(4) Uani 1 1 d . . . . .
H28A H 0.385444 0.190332 0.491402 0.050 Uiso 1 1 calc R U . . .
H28B H 0.270057 0.120937 0.417137 0.050 Uiso 1 1 calc R U . . .
H28C H 0.284409 0.094364 0.524235 0.050 Uiso 1 1 calc R U . . .
C31 C 1.02932(16) 0.44768(14) 0.78616(11) 0.0225(3) Uani 1 1 d . . . . .
H31A H 1.030119 0.512645 0.822899 0.034 Uiso 1 1 calc R U . . .
H31B H 1.110134 0.455367 0.756159 0.034 Uiso 1 1 calc R U . . .
H31C H 1.027728 0.389027 0.827036 0.034 Uiso 1 1 calc R U . . .
C32 C 0.90630(16) 0.42614(12) 0.71296(11) 0.0180(3) Uani 1 1 d . . . . .
O32 O 0.79690(11) 0.42654(9) 0.74775(8) 0.0204(2) Uani 1 1 d . . . . .
C33 C 0.91789(16) 0.40632(12) 0.62151(11) 0.0191(3) Uani 1 1 d . . . . .
H33 H 1.005927 0.412870 0.605873 0.023 Uiso 1 1 calc R U . . .
C34 C 0.80801(16) 0.37676(11) 0.54862(11) 0.0174(3) Uani 1 1 d . . . . .
C35 C 0.74690(17) 0.32087(13) 0.38168(11) 0.0204(3) Uani 1 1 d . . . . .
O35 O 0.84513(11) 0.35983(9) 0.46638(8) 0.0200(2) Uani 1 1 d . . . . .
O36 O 0.68451(11) 0.36340(9) 0.55511(8) 0.0194(2) Uani 1 1 d . . . . .
C36 C 0.6600(2) 0.40223(15) 0.35523(13) 0.0303(4) Uani 1 1 d . . . . .
H36A H 0.600896 0.407171 0.401959 0.045 Uiso 1 1 calc R U . . .
H36B H 0.605373 0.381113 0.294358 0.045 Uiso 1 1 calc R U . . .
H36C H 0.717693 0.470802 0.352334 0.045 Uiso 1 1 calc R U . . .
C37 C 0.66544(18) 0.21403(14) 0.39598(12) 0.0263(4) Uani 1 1 d . . . . .
H37A H 0.726359 0.167202 0.419188 0.039 Uiso 1 1 calc R U . . .
H37B H 0.612285 0.183908 0.336708 0.039 Uiso 1 1 calc R U . . .
H37C H 0.605138 0.222051 0.441262 0.039 Uiso 1 1 calc R U . . .
C38 C 0.83971(18) 0.31020(14) 0.31033(11) 0.0245(3) Uani 1 1 d . . . . .
H38A H 0.906604 0.375074 0.312706 0.037 Uiso 1 1 calc R U . . .
H38B H 0.786805 0.297623 0.248062 0.037 Uiso 1 1 calc R U . . .
H38C H 0.885457 0.251022 0.324303 0.037 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
Pd1 O12 1.9657(11) . ?
Pd1 O2 1.9710(11) . ?
Pd1 O6 1.9947(11) . ?
Pd1 O16 1.9978(11) . ?
C1 C2 1.506(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 O2 1.2900(19) . ?
C2 C3 1.380(2) . ?
C3 C4 1.411(2) . ?
C3 H3 0.9500 . ?
C4 O6 1.2602(19) . ?
C4 O5 1.3323(19) . ?
C5 O5 1.4853(19) . ?
C5 C7 1.518(2) . ?
C5 C8 1.519(2) . ?
C5 C6 1.522(2) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C11 C12 1.505(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 O12 1.2852(19) . ?
C12 C13 1.386(2) . ?
C13 C14 1.414(2) . ?
C13 H13 0.9500 . ?
C14 O16 1.2602(19) . ?
C14 O15 1.3320(18) . ?
C15 O15 1.4881(18) . ?
C15 C17 1.517(2) . ?
C15 C18 1.519(2) . ?
C15 C16 1.518(2) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
Pd2 O22 1.9628(11) . ?
Pd2 O32 1.9660(11) . ?
Pd2 O36 1.9972(11) . ?
Pd2 O26 2.0010(11) . ?
C21 C22 1.501(2) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 O22 1.292(2) . ?
C22 C23 1.381(2) . ?
C23 C24 1.410(2) . ?
C23 H23 0.9500 . ?
C24 O26 1.261(2) . ?
C24 O25 1.3352(19) . ?
C25 O25 1.4823(19) . ?
C25 C27 1.515(3) . ?
C25 C26 1.522(2) . ?
C25 C28 1.524(2) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C31 C32 1.507(2) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 O32 1.2933(19) . ?
C32 C33 1.373(2) . ?
C33 C34 1.420(2) . ?
C33 H33 0.9500 . ?
C34 O36 1.2618(19) . ?
C34 O35 1.3296(19) . ?
C35 O35 1.4864(18) . ?
C35 C37 1.519(2) . ?
C35 C38 1.523(2) . ?
C35 C36 1.522(2) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?

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
O12 Pd1 O2 85.30(5) . . ?
O12 Pd1 O6 179.55(5) . . ?
O2 Pd1 O6 94.70(4) . . ?
O12 Pd1 O16 94.88(4) . . ?
O2 Pd1 O16 179.71(5) . . ?
O6 Pd1 O16 85.11(4) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O2 C2 C3 127.31(14) . . ?
O2 C2 C1 113.12(13) . . ?
C3 C2 C1 119.56(14) . . ?
C2 O2 Pd1 122.69(10) . . ?
C2 C3 C4 125.31(15) . . ?
C2 C3 H3 117.3 . . ?
C4 C3 H3 117.3 . . ?
O6 C4 O5 119.11(14) . . ?
O6 C4 C3 127.02(14) . . ?
O5 C4 C3 113.87(14) . . ?
O5 C5 C7 108.98(13) . . ?
O5 C5 C8 110.96(13) . . ?
C7 C5 C8 113.54(15) . . ?
O5 C5 C6 101.43(13) . . ?
C7 C5 C6 111.16(15) . . ?
C8 C5 C6 110.11(14) . . ?
C4 O5 C5 122.08(12) . . ?
C4 O6 Pd1 122.82(10) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C12 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O12 C12 C13 127.29(14) . . ?
O12 C12 C11 113.27(14) . . ?
C13 C12 C11 119.44(15) . . ?
C12 O12 Pd1 122.83(10) . . ?
C12 C13 C14 125.20(15) . . ?
C12 C13 H13 117.4 . . ?
C14 C13 H13 117.4 . . ?
O16 C14 O15 119.39(13) . . ?
O16 C14 C13 127.12(14) . . ?
O15 C14 C13 113.50(14) . . ?
O15 C15 C17 101.32(12) . . ?
O15 C15 C18 109.60(13) . . ?
C17 C15 C18 111.03(14) . . ?
O15 C15 C16 111.34(12) . . ?
C17 C15 C16 110.38(14) . . ?
C18 C15 C16 112.62(14) . . ?
C14 O15 C15 122.90(12) . . ?
C14 O16 Pd1 122.59(10) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O22 Pd2 O32 84.38(5) . . ?
O22 Pd2 O36 178.04(5) . . ?
O32 Pd2 O36 94.34(5) . . ?
O22 Pd2 O26 94.95(5) . . ?
O32 Pd2 O26 175.70(5) . . ?
O36 Pd2 O26 86.44(5) . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C22 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O22 C22 C23 126.57(15) . . ?
O22 C22 C21 113.36(14) . . ?
C23 C22 C21 120.07(15) . . ?
C22 O22 Pd2 122.88(10) . . ?
C22 C23 C24 125.48(15) . . ?
C22 C23 H23 117.3 . . ?
C24 C23 H23 117.3 . . ?
O26 C24 O25 119.65(14) . . ?
O26 C24 C23 127.53(15) . . ?
O25 C24 C23 112.82(14) . . ?
O25 C25 C27 109.56(14) . . ?
O25 C25 C26 101.27(14) . . ?
C27 C25 C26 111.76(15) . . ?
O25 C25 C28 110.59(13) . . ?
C27 C25 C28 113.21(16) . . ?
C26 C25 C28 109.81(15) . . ?
C24 O25 C25 122.89(13) . . ?
C24 O26 Pd2 121.38(10) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C32 C31 H31A 109.5 . . ?
C32 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C32 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O32 C32 C33 127.30(15) . . ?
O32 C32 C31 112.27(13) . . ?
C33 C32 C31 120.41(14) . . ?
C32 O32 Pd2 123.17(10) . . ?
C32 C33 C34 124.82(15) . . ?
C32 C33 H33 117.6 . . ?
C34 C33 H33 117.6 . . ?
O36 C34 O35 119.25(14) . . ?
O36 C34 C33 127.24(15) . . ?
O35 C34 C33 113.49(14) . . ?
O35 C35 C37 110.30(13) . . ?
O35 C35 C38 101.53(13) . . ?
C37 C35 C38 110.22(14) . . ?
O35 C35 C36 109.98(13) . . ?
C37 C35 C36 113.06(15) . . ?
C38 C35 C36 111.15(14) . . ?
C34 O35 C35 122.67(12) . . ?
C34 O36 Pd2 122.89(10) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?

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
C3 C2 O2 Pd1 1.5(2) . . . . ?
C1 C2 O2 Pd1 -177.09(10) . . . . ?
O2 C2 C3 C4 -2.6(3) . . . . ?
C1 C2 C3 C4 175.92(15) . . . . ?
C2 C3 C4 O6 4.4(3) . . . . ?
C2 C3 C4 O5 -175.97(14) . . . . ?
O6 C4 O5 C5 -3.2(2) . . . . ?
C3 C4 O5 C5 177.11(13) . . . . ?
C7 C5 O5 C4 69.82(18) . . . . ?
C8 C5 O5 C4 -55.91(19) . . . . ?
C6 C5 O5 C4 -172.85(14) . . . . ?
O5 C4 O6 Pd1 175.78(10) . . . . ?
C3 C4 O6 Pd1 -4.6(2) . . . . ?
C13 C12 O12 Pd1 -2.7(2) . . . . ?
C11 C12 O12 Pd1 176.83(11) . . . . ?
O12 C12 C13 C14 -0.4(3) . . . . ?
C11 C12 C13 C14 -179.86(16) . . . . ?
C12 C13 C14 O16 3.1(3) . . . . ?
C12 C13 C14 O15 -176.91(15) . . . . ?
O16 C14 O15 C15 4.8(2) . . . . ?
C13 C14 O15 C15 -175.13(13) . . . . ?
C17 C15 O15 C14 -179.47(14) . . . . ?
C18 C15 O15 C14 63.15(18) . . . . ?
C16 C15 O15 C14 -62.11(18) . . . . ?
O15 C14 O16 Pd1 178.00(10) . . . . ?
C13 C14 O16 Pd1 -2.0(2) . . . . ?
C23 C22 O22 Pd2 1.3(2) . . . . ?
C21 C22 O22 Pd2 -178.12(10) . . . . ?
O22 C22 C23 C24 -6.8(3) . . . . ?
C21 C22 C23 C24 172.58(15) . . . . ?
C22 C23 C24 O26 0.0(3) . . . . ?
C22 C23 C24 O25 -178.84(14) . . . . ?
O26 C24 O25 C25 2.1(2) . . . . ?
C23 C24 O25 C25 -179.00(13) . . . . ?
C27 C25 O25 C24 -67.46(19) . . . . ?
C26 C25 O25 C24 174.37(14) . . . . ?
C28 C25 O25 C24 58.0(2) . . . . ?
O25 C24 O26 Pd2 -170.99(10) . . . . ?
C23 C24 O26 Pd2 10.2(2) . . . . ?
C33 C32 O32 Pd2 6.3(2) . . . . ?
C31 C32 O32 Pd2 -171.99(10) . . . . ?
O32 C32 C33 C34 -3.5(3) . . . . ?
C31 C32 C33 C34 174.58(15) . . . . ?
C32 C33 C34 O36 -0.4(3) . . . . ?
C32 C33 C34 O35 -178.69(15) . . . . ?
O36 C34 O35 C35 -2.8(2) . . . . ?
C33 C34 O35 C35 175.56(13) . . . . ?
C37 C35 O35 C34 -60.45(19) . . . . ?
C38 C35 O35 C34 -177.30(13) . . . . ?
C36 C35 O35 C34 64.91(18) . . . . ?
O35 C34 O36 Pd2 178.86(10) . . . . ?
C33 C34 O36 Pd2 0.7(2) . . . . ?

_refine_diff_density_max         0.372
_refine_diff_density_min         -0.545
_refine_diff_density_rms         0.061

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration .

####################################################################### 
# 
# 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_nab20-3dshape
_database_code_depnum_ccdc_archive 'CCDC 2335315'
loop_
_audit_author_name
_audit_author_address
'Tadeusz Muziol'
;Nicolaus Copernicus University in Torun, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2024-02-26 deposited with the CCDC.	2024-07-12 downloaded from the CCDC.
;
_audit_creation_date             2023-02-07
_audit_creation_method           
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         '(Pd 2+), (C6 H9 O3 1-)2'
_chemical_formula_sum            'C12 H18 O6 Pd'
_chemical_formula_weight         364.66
_chemical_melting_point          ?
_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_diffrn_ambient_temperature      100.15
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd 0.1215 3.9337 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.0247(2)
_cell_length_b                   8.6043(3)
_cell_length_c                   11.5706(4)
_cell_angle_alpha                89.994(3)
_cell_angle_beta                 80.180(3)
_cell_angle_gamma                79.606(3)
_cell_volume                     677.46(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5579
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      5.2120
_cell_measurement_theta_min      78.0190
_shelx_estimated_absorpt_T_max   0.806
_shelx_estimated_absorpt_T_min   0.399
_exptl_absorpt_coefficient_mu    11.252
_exptl_absorpt_correction_T_max  0.920
_exptl_absorpt_correction_T_min  0.433
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.55a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_density_diffrn    1.788
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8513
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.475
_diffrn_reflns_theta_min         3.879
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2451
_reflns_number_total             2756
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.55a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.55a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.55a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_refine_diff_density_max         0.919
_refine_diff_density_min         -0.990
_refine_diff_density_rms         0.100
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     179
_refine_ls_number_reflns         2756
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0286
_refine_ls_R_factor_gt           0.0261
_refine_ls_restrained_S_all      1.092
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0513P)²+0.1198P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0746
_refine_ls_wR_factor_ref         0.0765
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C12(H12A,H12B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C14(H14)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C6(H6A,H6B,H6C), C11(H11A,H11B,H11C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Pd1 Pd 0.500000 0.500000 0.500000 0.01756(10) Uani 1 2 d S . P . .
C1 C 0.8212(4) -0.1723(3) 0.6195(2) 0.0252(5) Uani 1 1 d . . . . .
H1A H 0.955117 -0.218700 0.581729 0.038 Uiso 1 1 calc R U . . .
H1B H 0.728667 -0.234204 0.596584 0.038 Uiso 1 1 calc R U . . .
H1C H 0.812576 -0.173014 0.704952 0.038 Uiso 1 1 calc R U . . .
C2 C 0.7705(3) -0.0041(3) 0.5815(2) 0.0226(5) Uani 1 1 d . . . . .
H2A H 0.859842 0.060819 0.606702 0.027 Uiso 1 1 calc R U . . .
H2B H 0.783396 -0.001244 0.495002 0.027 Uiso 1 1 calc R U . . .
C3 C 0.4883(3) 0.2023(3) 0.6106(2) 0.0206(4) Uani 1 1 d . . . . .
O3 O 0.5684(2) 0.05648(18) 0.63665(15) 0.0229(3) Uani 1 1 d . . . . .
O3A O 0.5972(2) 0.27993(17) 0.54442(14) 0.0214(3) Uani 1 1 d . . . . .
C4 C 0.2900(4) 0.2491(3) 0.6610(2) 0.0215(4) Uani 1 1 d . . . . .
H4 H 0.231693 0.178158 0.712560 0.026 Uiso 1 1 calc R U . . .
O5 O 0.2255(2) 0.50454(18) 0.57950(14) 0.0214(3) Uani 1 1 d . . . . .
C5 C 0.1722(4) 0.3908(3) 0.6416(2) 0.0203(5) Uani 1 1 d . . . . .
C6 C -0.0424(3) 0.4209(3) 0.6937(2) 0.0238(5) Uani 1 1 d . . . . .
H6A H -0.076950 0.522982 0.736680 0.036 Uiso 1 1 calc R U . . .
H6B H -0.070230 0.336727 0.747559 0.036 Uiso 1 1 calc R U . . .
H6C H -0.120140 0.422552 0.630806 0.036 Uiso 1 1 calc R U . . .
Pd2 Pd 0.000000 0.500000 1.000000 0.01774(10) Uani 1 2 d S . P . .
C11 C 0.7950(3) 0.0669(3) 0.9039(2) 0.0254(5) Uani 1 1 d . . . . .
H11A H 0.842229 0.057682 0.819034 0.038 Uiso 1 1 calc R U . . .
H11B H 0.805384 -0.038852 0.936485 0.038 Uiso 1 1 calc R U . . .
H11C H 0.874851 0.127942 0.940733 0.038 Uiso 1 1 calc R U . . .
C12 C 0.5831(4) 0.1499(3) 0.9278(2) 0.0235(4) Uani 1 1 d . . . . .
H12A H 0.500203 0.088582 0.892108 0.028 Uiso 1 1 calc R U . . .
H12B H 0.533940 0.161555 1.013333 0.028 Uiso 1 1 calc R U . . .
C13 C 0.4063(3) 0.4048(3) 0.8963(2) 0.0213(4) Uani 1 1 d . . . . .
O13A O 0.2624(2) 0.36019(17) 0.96029(14) 0.0220(3) Uani 1 1 d . . . . .
O13 O 0.5770(2) 0.30415(18) 0.87596(15) 0.0222(3) Uani 1 1 d . . . . .
C14 C 0.4101(4) 0.5499(3) 0.8412(2) 0.0224(5) Uani 1 1 d . . . . .
H14 H 0.532982 0.567089 0.799710 0.027 Uiso 1 1 calc R U . . .
C15 C 0.2498(4) 0.6696(3) 0.8424(2) 0.0221(5) Uani 1 1 d . . . . .
O15 O 0.0737(2) 0.67278(18) 0.89751(14) 0.0217(3) Uani 1 1 d . . . . .
C16 C 0.2735(3) 0.8145(3) 0.7718(2) 0.0261(5) Uani 1 1 d . . . . .
H16A H 0.214118 0.810493 0.701406 0.039 Uiso 1 1 calc R U . . .
H16B H 0.413599 0.817623 0.748792 0.039 Uiso 1 1 calc R U . . .
H16C H 0.208208 0.909446 0.819474 0.039 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
Pd1 O3A 1.9923(15) 2_666 ?
Pd1 O3A 1.9923(15) . ?
Pd1 O5 1.9833(15) 2_666 ?
Pd1 O5 1.9833(15) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.511(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 O3 1.455(3) . ?
C3 O3 1.336(3) . ?
C3 O3A 1.266(3) . ?
C3 C4 1.402(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.386(4) . ?
O5 C5 1.287(3) . ?
C5 C6 1.501(3) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
Pd2 O13A 1.9917(16) 2_567 ?
Pd2 O13A 1.9917(16) . ?
Pd2 O15 1.9881(15) . ?
Pd2 O15 1.9881(15) 2_567 ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C11 C12 1.509(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 O13 1.453(3) . ?
C13 O13A 1.266(3) . ?
C13 O13 1.332(3) . ?
C13 C14 1.404(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.380(4) . ?
C15 O15 1.287(3) . ?
C15 C16 1.509(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?

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
O3A Pd1 O3A 180.0 2_666 . ?
O5 Pd1 O3A 85.40(6) 2_666 . ?
O5 Pd1 O3A 94.60(6) 2_666 2_666 ?
O5 Pd1 O3A 85.40(6) . 2_666 ?
O5 Pd1 O3A 94.60(6) . . ?
O5 Pd1 O5 180.0 2_666 . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C1 C2 H2A 110.3 . . ?
C1 C2 H2B 110.3 . . ?
H2A C2 H2B 108.6 . . ?
O3 C2 C1 106.99(19) . . ?
O3 C2 H2A 110.3 . . ?
O3 C2 H2B 110.3 . . ?
O3 C3 C4 114.4(2) . . ?
O3A C3 O3 117.4(2) . . ?
O3A C3 C4 128.2(2) . . ?
C3 O3 C2 117.49(18) . . ?
C3 O3A Pd1 122.01(14) . . ?
C3 C4 H4 117.4 . . ?
C5 C4 C3 125.1(2) . . ?
C5 C4 H4 117.4 . . ?
C5 O5 Pd1 122.94(16) . . ?
C4 C5 C6 119.7(2) . . ?
O5 C5 C4 126.8(2) . . ?
O5 C5 C6 113.5(2) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O13A Pd2 O13A 180.0 2_567 . ?
O15 Pd2 O13A 94.64(6) . . ?
O15 Pd2 O13A 85.36(6) . 2_567 ?
O15 Pd2 O13A 94.64(6) 2_567 2_567 ?
O15 Pd2 O13A 85.36(6) 2_567 . ?
O15 Pd2 O15 180.0 . 2_567 ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
C12 C11 H11C 109.5 . . ?
C11 C12 H12A 110.4 . . ?
C11 C12 H12B 110.4 . . ?
H12A C12 H12B 108.6 . . ?
O13 C12 C11 106.80(19) . . ?
O13 C12 H12A 110.4 . . ?
O13 C12 H12B 110.4 . . ?
O13A C13 O13 117.8(2) . . ?
O13A C13 C14 128.0(2) . . ?
O13 C13 C14 114.2(2) . . ?
C13 O13A Pd2 122.04(14) . . ?
C13 O13 C12 117.30(18) . . ?
C13 C14 H14 117.3 . . ?
C15 C14 C13 125.3(2) . . ?
C15 C14 H14 117.3 . . ?
C14 C15 C16 119.3(2) . . ?
O15 C15 C14 127.0(2) . . ?
O15 C15 C16 113.7(2) . . ?
C15 O15 Pd2 122.60(16) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

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
Pd1 O5 C5 C4 -1.7(3) . . . . ?
Pd1 O5 C5 C6 179.70(14) . . . . ?
C1 C2 O3 C3 -176.84(19) . . . . ?
C3 C4 C5 O5 -3.3(4) . . . . ?
C3 C4 C5 C6 175.2(2) . . . . ?
O3 C3 O3A Pd1 -178.99(14) . . . . ?
O3 C3 C4 C5 -176.1(2) . . . . ?
O3A C3 O3 C2 -3.4(3) . . . . ?
O3A C3 C4 C5 3.5(4) . . . . ?
C4 C3 O3 C2 176.2(2) . . . . ?
C4 C3 O3A Pd1 1.5(3) . . . . ?
C11 C12 O13 C13 -173.57(19) . . . . ?
C13 C14 C15 O15 3.4(4) . . . . ?
C13 C14 C15 C16 -175.6(2) . . . . ?
O13A C13 O13 C12 0.9(3) . . . . ?
O13A C13 C14 C15 -3.7(4) . . . . ?
O13 C13 O13A Pd2 178.94(14) . . . . ?
O13 C13 C14 C15 175.7(2) . . . . ?
C14 C13 O13A Pd2 -1.7(3) . . . . ?
C14 C13 O13 C12 -178.5(2) . . . . ?
C14 C15 O15 Pd2 2.2(3) . . . . ?
C16 C15 O15 Pd2 -178.75(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration .

####################################################################### 
# 
# 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_nab22-3Dshape
_database_code_depnum_ccdc_archive 'CCDC 2335316'
loop_
_audit_author_name
_audit_author_address
'Tadeusz Muziol'
;Nicolaus Copernicus University in Torun, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2024-02-26 deposited with the CCDC.	2024-07-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         '(Pd 2+), (C7 H11 O3 1-)2'
_chemical_formula_sum            'C14 H22 O6 Pd'
_chemical_melting_point          ?

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         392.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd 0.1215 3.9337 '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                   4.35329(10)
_cell_length_b                   10.3794(3)
_cell_length_c                   17.7657(5)
_cell_angle_alpha                90
_cell_angle_beta                 93.392(2)
_cell_angle_gamma                90
_cell_volume                     801.33(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2993
_cell_measurement_theta_min      4.9360
_cell_measurement_theta_max      78.7010
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.628
_exptl_crystal_F_000             400
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    9.558
_shelx_estimated_absorpt_T_min   0.370
_shelx_estimated_absorpt_T_max   0.832
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.422
_exptl_absorpt_correction_T_max  0.942
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.89a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            5007
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.937
_diffrn_reflns_theta_max         74.504
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             1605
_reflns_number_gt                1404
_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       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_structure_solution    'Olex2 1.3 (Dolomanov, 2009)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov, 2009)'
_computing_publication_material  ciftab
_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)+(0.0641P)²+0.1273P] 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         1605
_refine_ls_number_parameters     100
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0346
_refine_ls_wR_factor_ref         0.0981
_refine_ls_wR_factor_gt          0.0948
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_restrained_S_all      1.112
_refine_ls_shift/su_max          0.000
_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
Pd1 Pd 0.000000 0.500000 0.500000 0.02524(16) Uani 1 2 d S . P . .
C1 C 0.5896(8) 0.8236(3) 0.48580(17) 0.0347(6) Uani 1 1 d . . . . .
H1A H 0.748542 0.793745 0.453077 0.052 Uiso 1 1 calc R U . . .
H1B H 0.684515 0.876674 0.526457 0.052 Uiso 1 1 calc R U . . .
H1C H 0.436973 0.874896 0.456183 0.052 Uiso 1 1 calc R U . . .
O1 O 0.2373(4) 0.65426(19) 0.47275(10) 0.0295(4) Uani 1 1 d . . . . .
C2 C 0.4342(6) 0.7092(3) 0.51911(16) 0.0279(5) Uani 1 1 d . . . . .
C3 C 0.5119(6) 0.6739(3) 0.59272(15) 0.0302(6) Uani 1 1 d . . . . .
H3 H 0.657782 0.725966 0.620529 0.036 Uiso 1 1 calc R U . . .
C4 C 0.3920(6) 0.5665(3) 0.62994(14) 0.0274(5) Uani 1 1 d . . . . .
O4 O 0.1892(7) 0.48881(18) 0.60510(16) 0.0293(5) Uani 1 1 d . . . . .
O5 O 0.5123(4) 0.5498(2) 0.70038(10) 0.0303(4) Uani 1 1 d . . . . .
C5 C 0.3809(7) 0.4485(3) 0.74587(16) 0.0327(6) Uani 1 1 d . . . . .
H5 H 0.151699 0.448719 0.737435 0.039 Uiso 1 1 calc R U . . .
C6 C 0.4686(11) 0.4859(3) 0.8269(2) 0.0386(9) Uani 1 1 d . . . . .
H6A H 0.693189 0.485577 0.835117 0.058 Uiso 1 1 calc R U . . .
H6B H 0.379431 0.424044 0.861092 0.058 Uiso 1 1 calc R U . . .
H6C H 0.389817 0.572365 0.836771 0.058 Uiso 1 1 calc R U . . .
C7 C 0.5050(7) 0.3179(3) 0.72557(17) 0.0388(7) Uani 1 1 d . . . . .
H7A H 0.461051 0.301883 0.671638 0.058 Uiso 1 1 calc R U . . .
H7B H 0.406494 0.251143 0.754857 0.058 Uiso 1 1 calc R U . . .
H7C H 0.727908 0.315829 0.737047 0.058 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
Pd1 O1 1.9811(19) 3_566 ?
Pd1 O1 1.9811(19) . ?
Pd1 O4 1.999(3) . ?
Pd1 O4 1.999(3) 3_566 ?
C1 C2 1.505(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
O1 C2 1.286(3) . ?
C2 C3 1.381(4) . ?
C3 C4 1.411(4) . ?
C3 H3 0.9500 . ?
C4 O4 1.256(4) . ?
C4 O5 1.339(3) . ?
O5 C5 1.463(4) . ?
C5 C7 1.511(4) . ?
C5 C6 1.518(5) . ?
C5 H5 1.0000 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?

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 Pd1 O1 180.00(9) 3_566 . ?
O1 Pd1 O4 85.23(8) 3_566 . ?
O1 Pd1 O4 94.77(8) . . ?
O1 Pd1 O4 94.78(8) 3_566 3_566 ?
O1 Pd1 O4 85.22(8) . 3_566 ?
O4 Pd1 O4 180.0 . 3_566 ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 O1 Pd1 122.62(18) . . ?
O1 C2 C3 127.3(3) . . ?
O1 C2 C1 113.3(2) . . ?
C3 C2 C1 119.4(2) . . ?
C2 C3 C4 125.2(2) . . ?
C2 C3 H3 117.4 . . ?
C4 C3 H3 117.4 . . ?
O4 C4 O5 118.2(2) . . ?
O4 C4 C3 127.9(2) . . ?
O5 C4 C3 113.9(2) . . ?
C4 O4 Pd1 122.20(19) . . ?
C4 O5 C5 117.7(2) . . ?
O5 C5 C7 110.9(2) . . ?
O5 C5 C6 104.8(3) . . ?
C7 C5 C6 112.5(3) . . ?
O5 C5 H5 109.5 . . ?
C7 C5 H5 109.5 . . ?
C6 C5 H5 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

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
Pd1 O1 C2 C3 -0.5(4) . . . . ?
Pd1 O1 C2 C1 179.24(19) . . . . ?
O1 C2 C3 C4 1.9(5) . . . . ?
C1 C2 C3 C4 -177.8(3) . . . . ?
C2 C3 C4 O4 -3.2(5) . . . . ?
C2 C3 C4 O5 177.6(3) . . . . ?
O5 C4 O4 Pd1 -178.20(17) . . . . ?
C3 C4 O4 Pd1 2.7(4) . . . . ?
O4 C4 O5 C5 -5.0(4) . . . . ?
C3 C4 O5 C5 174.2(2) . . . . ?
C4 O5 C5 C7 79.8(3) . . . . ?
C4 O5 C5 C6 -158.6(3) . . . . ?

_refine_diff_density_max         0.980
_refine_diff_density_min         -0.906
_refine_diff_density_rms         0.107

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_h-m   'P 21/n'
_symmetry_int_tables_number      14
_chemical_absolute_configuration .

