# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1449088'
_audit_update_record             
;
2016-06-16 deposited with the CCDC.
2016-06-16 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         ?
_chemical_formula_sum            'C11 H11 O7 Zn'
_chemical_formula_weight         320.57

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'
Zn Zn 0.2839 1.4301 '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                   6.7184(11)
_cell_length_b                   9.4772(14)
_cell_length_c                   9.9727(15)
_cell_angle_alpha                94.500(2)
_cell_angle_beta                 96.361(3)
_cell_angle_gamma                98.937(2)
_cell_volume                     620.44(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    973
_cell_measurement_theta_min      2.86
_cell_measurement_theta_max      24.21

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.684
_exptl_crystal_F_000             326
_exptl_transmission_factor_min   0.786
_exptl_transmission_factor_max   0.852
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    2.004
_shelx_estimated_absorpt_T_min   0.690
_shelx_estimated_absorpt_T_max   0.856
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3054
_diffrn_reflns_av_unetI/netI     0.0543
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.065
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_full        24.994
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 0.974
_reflns_number_total             2110
_reflns_number_gt                1753
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.2650P)²+0.0120P] 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         2110
_refine_ls_number_parameters     172
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.1004
_refine_ls_R_factor_gt           0.0688
_refine_ls_wR_factor_ref         0.3005
_refine_ls_wR_factor_gt          0.2055
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.039
_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
Zn1 Zn 1.22880(12) 0.66728(9) 0.33476(8) 0.0206(5) Uani 1 1 d . . . . .
O1 O 1.0109(9) 0.6291(7) 0.1816(6) 0.0305(15) Uani 1 1 d . . . . .
O2 O 0.8209(10) 0.5120(7) 0.3170(6) 0.0304(14) Uani 1 1 d . U . . .
O3 O 0.2607(10) -0.0397(7) 0.3110(8) 0.0394(18) Uani 1 1 d . . . . .
O4 O 0.4666(8) -0.1993(5) 0.2860(6) 0.0224(13) Uani 1 1 d . . . . .
O5 O 1.3571(15) 0.4846(9) 0.3375(10) 0.064(3) Uani 1 1 d . . . . .
O6 O 1.1604(13) 0.7257(8) 0.5174(7) 0.0478(19) Uani 1 1 d . . . . .
O7 O 0.2615(11) 0.2180(8) 0.4717(8) 0.0461(19) Uani 1 1 d . . . . .
C1 C 0.8466(12) 0.5559(8) 0.2061(8) 0.0183(16) Uani 1 1 d . . . . .
C2 C 0.6782(11) 0.5206(8) 0.0912(8) 0.0157(15) Uani 1 1 d . . . . .
C3 C 0.6098(11) 0.6347(7) 0.0324(7) 0.0151(15) Uani 1 1 d . . . . .
H3 H 0.6845 0.7262 0.0555 0.018 Uiso 1 1 calc R U . . .
C4 C 0.5663(11) 0.3813(8) 0.0599(7) 0.0144(15) Uani 1 1 d . U . . .
C5 C 0.6387(11) 0.2529(8) 0.1097(7) 0.0134(15) Uani 1 1 d . U . . .
C6 C 0.8350(11) 0.2261(8) 0.0997(8) 0.0171(16) Uani 1 1 d . . . . .
H6A H 0.9263 0.2921 0.0633 0.021 Uiso 1 1 calc R U . . .
C7 C 0.8958(13) 0.1030(9) 0.1432(8) 0.0244(18) Uani 1 1 d . . . . .
H7 H 1.0254 0.0846 0.1324 0.029 Uiso 1 1 calc R U . . .
C8 C 0.7629(11) 0.0058(8) 0.2033(8) 0.0194(16) Uani 1 1 d . . . . .
H8 H 0.8060 -0.0750 0.2361 0.023 Uiso 1 1 calc R U . . .
C9 C 0.5695(11) 0.0296(8) 0.2139(8) 0.0168(16) Uani 1 1 d . U . . .
C10 C 0.5068(11) 0.1533(8) 0.1685(7) 0.0143(15) Uani 1 1 d . . . . .
H10 H 0.3758 0.1698 0.1775 0.017 Uiso 1 1 calc R U . . .
C11 C 0.4228(12) -0.0765(8) 0.2746(8) 0.0190(16) Uani 1 1 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
Zn1 O1 1.964(6) . ?
Zn1 O6 1.985(7) . ?
Zn1 O4 2.007(5) 1_665 ?
Zn1 O5 2.051(8) . ?
O1 C1 1.268(10) . ?
O2 C1 1.233(9) . ?
O3 C11 1.275(10) . ?
O4 C11 1.254(9) . ?
O4 Zn1 2.007(5) 1_445 ?
C1 C2 1.497(11) . ?
C2 C3 1.385(10) . ?
C2 C4 1.407(10) . ?
C3 C4 1.397(10) 2_665 ?
C3 H3 0.9300 . ?
C4 C3 1.397(10) 2_665 ?
C4 C5 1.480(10) . ?
C5 C6 1.394(10) . ?
C5 C10 1.401(10) . ?
C6 C7 1.380(11) . ?
C6 H6A 0.9300 . ?
C7 C8 1.398(11) . ?
C7 H7 0.9300 . ?
C8 C9 1.367(11) . ?
C8 H8 0.9300 . ?
C9 C10 1.397(10) . ?
C9 C11 1.506(10) . ?
C10 H10 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
O1 Zn1 O6 118.7(3) . . ?
O1 Zn1 O4 110.0(2) . 1_665 ?
O6 Zn1 O4 111.7(3) . 1_665 ?
O1 Zn1 O5 105.5(4) . . ?
O6 Zn1 O5 110.5(3) . . ?
O4 Zn1 O5 98.3(3) 1_665 . ?
C1 O1 Zn1 115.0(5) . . ?
C11 O4 Zn1 110.6(5) . 1_445 ?
O2 C1 O1 123.7(7) . . ?
O2 C1 C2 119.4(7) . . ?
O1 C1 C2 116.9(6) . . ?
C3 C2 C4 119.7(7) . . ?
C3 C2 C1 117.2(7) . . ?
C4 C2 C1 122.0(6) . . ?
C2 C3 C4 123.0(7) . 2_665 ?
C2 C3 H3 118.5 . . ?
C4 C3 H3 118.5 2_665 . ?
C3 C4 C2 117.3(7) 2_665 . ?
C3 C4 C5 119.8(6) 2_665 . ?
C2 C4 C5 122.6(7) . . ?
C6 C5 C10 118.1(7) . . ?
C6 C5 C4 122.4(7) . . ?
C10 C5 C4 119.5(6) . . ?
C7 C6 C5 120.9(7) . . ?
C7 C6 H6A 119.5 . . ?
C5 C6 H6A 119.5 . . ?
C6 C7 C8 120.1(7) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C9 C8 C7 120.0(7) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C9 C10 119.9(7) . . ?
C8 C9 C11 120.5(7) . . ?
C10 C9 C11 119.5(6) . . ?
C9 C10 C5 120.9(7) . . ?
C9 C10 H10 119.6 . . ?
C5 C10 H10 119.6 . . ?
O4 C11 O3 122.8(7) . . ?
O4 C11 C9 117.5(7) . . ?
O3 C11 C9 119.7(7) . . ?

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
Zn1 O1 C1 O2 0.8(11) . . . . ?
Zn1 O1 C1 C2 -178.3(5) . . . . ?
O2 C1 C2 C3 122.1(8) . . . . ?
O1 C1 C2 C3 -58.7(10) . . . . ?
O2 C1 C2 C4 -45.8(11) . . . . ?
O1 C1 C2 C4 133.3(8) . . . . ?
C4 C2 C3 C4 -1.1(12) . . . 2_665 ?
C1 C2 C3 C4 -169.4(7) . . . 2_665 ?
C3 C2 C4 C3 1.0(11) . . . 2_665 ?
C1 C2 C4 C3 168.7(7) . . . 2_665 ?
C3 C2 C4 C5 174.7(6) . . . . ?
C1 C2 C4 C5 -17.6(11) . . . . ?
C3 C4 C5 C6 125.3(8) 2_665 . . . ?
C2 C4 C5 C6 -48.2(10) . . . . ?
C3 C4 C5 C10 -54.3(10) 2_665 . . . ?
C2 C4 C5 C10 132.1(7) . . . . ?
C10 C5 C6 C7 1.8(11) . . . . ?
C4 C5 C6 C7 -177.9(7) . . . . ?
C5 C6 C7 C8 -2.7(12) . . . . ?
C6 C7 C8 C9 2.8(12) . . . . ?
C7 C8 C9 C10 -2.0(12) . . . . ?
C7 C8 C9 C11 178.1(7) . . . . ?
C8 C9 C10 C5 1.2(11) . . . . ?
C11 C9 C10 C5 -179.0(7) . . . . ?
C6 C5 C10 C9 -1.0(10) . . . . ?
C4 C5 C10 C9 178.7(7) . . . . ?
Zn1 O4 C11 O3 10.3(10) 1_445 . . . ?
Zn1 O4 C11 C9 -169.1(5) 1_445 . . . ?
C8 C9 C11 O4 -15.8(11) . . . . ?
C10 C9 C11 O4 164.4(7) . . . . ?
C8 C9 C11 O3 164.7(8) . . . . ?
C10 C9 C11 O3 -15.1(11) . . . . ?

_refine_diff_density_max         1.400
_refine_diff_density_min         -2.475
_refine_diff_density_rms         0.424

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1449089'
_audit_update_record             
;
2016-06-16 deposited with the CCDC.
2016-06-16 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         ?
_chemical_formula_sum            'C14 H12 N O5 Zn'
_chemical_formula_weight         339.62

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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                   7.648(2)
_cell_length_b                   16.648(5)
_cell_length_c                   11.768(3)
_cell_angle_alpha                90
_cell_angle_beta                 115.798(13)
_cell_angle_gamma                90
_cell_volume                     1349.0(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1550
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      2.28
_cell_measurement_theta_min      24.47

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.672
_exptl_crystal_F_000             692
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.240
_exptl_absorpt_coefficient_mu    1.842
_shelx_estimated_absorpt_T_min   0.617
_shelx_estimated_absorpt_T_max   0.666
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_max  0.643
_exptl_absorpt_correction_T_min  0.592
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6587
_diffrn_reflns_av_unetI/netI     0.0493
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.278
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        24.997
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             2336
_reflns_number_gt                1847
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1300P)²] 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         2336
_refine_ls_number_parameters     192
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0655
_refine_ls_R_factor_gt           0.0416
_refine_ls_wR_factor_ref         0.1851
_refine_ls_wR_factor_gt          0.1271
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.087
_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
Zn1 Zn 0.43201(8) 0.92135(3) 0.02291(5) 0.0188(3) Uani 1 1 d . . . . .
O1 O 0.2692(6) 0.9909(2) 0.0797(4) 0.0326(10) Uani 1 1 d . . . . .
O2 O 0.3499(6) 1.1093(3) 0.0294(4) 0.0335(10) Uani 1 1 d . . . . .
O3 O -0.2817(6) 1.0466(2) 0.1637(3) 0.0264(9) Uani 1 1 d . . . . .
O4 O -0.3599(6) 0.9248(2) 0.2017(3) 0.0329(10) Uani 1 1 d . . . . .
O5 O 0.3334(6) 0.8093(2) 0.0025(3) 0.0302(9) Uani 1 1 d . . . . .
N1 N 0.3037(8) 0.6979(3) -0.1134(5) 0.0368(12) Uani 1 1 d . . . . .
C1 C 0.2787(8) 1.0666(3) 0.0858(5) 0.0231(12) Uani 1 1 d . . . . .
C2 C 0.2125(8) 1.1083(3) 0.1717(5) 0.0237(12) Uani 1 1 d . . . . .
C3 C 0.2370(9) 1.1908(3) 0.1928(5) 0.0316(13) Uani 1 1 d . . . . .
H3 H 0.2835 1.2219 0.1462 0.038 Uiso 1 1 calc R U . . .
C4 C 0.1927(9) 1.2261(3) 0.2822(5) 0.0312(13) Uani 1 1 d . . . . .
H4 H 0.2084 1.2813 0.2952 0.037 Uiso 1 1 calc R U . . .
C5 C 0.1250(9) 1.1810(3) 0.3534(5) 0.0288(13) Uani 1 1 d . . . . .
H5 H 0.0979 1.2055 0.4150 0.035 Uiso 1 1 calc R U . . .
C6 C 0.0974(8) 1.0986(3) 0.3323(4) 0.0202(11) Uani 1 1 d . . . . .
C7 C 0.1408(8) 1.0629(3) 0.2417(5) 0.0207(11) Uani 1 1 d . . . . .
H7 H 0.1220 1.0080 0.2272 0.025 Uiso 1 1 calc R U . . .
C8 C 0.0374(7) 1.0484(3) 0.4149(4) 0.0179(11) Uani 1 1 d . . . . .
C9 C -0.1185(7) 0.9945(3) 0.3701(4) 0.0201(11) Uani 1 1 d . . . . .
C10 C 0.1503(7) 1.0524(3) 0.5441(4) 0.0187(11) Uani 1 1 d . . . . .
H10 H 0.2530 1.0886 0.5746 0.022 Uiso 1 1 calc R U . . .
C11 C -0.2615(7) 0.9876(3) 0.2334(4) 0.0202(11) Uani 1 1 d . . . . .
C12 C 0.3160(9) 0.7756(3) -0.0966(5) 0.0315(13) Uani 1 1 d . . . . .
H12 H 0.3116 0.8078 -0.1624 0.038 Uiso 1 1 calc R U . . .
C13 C 0.2673(15) 0.6612(5) -0.2325(8) 0.070(3) Uani 1 1 d . . . . .
H13A H 0.1364 0.6414 -0.2718 0.105 Uiso 1 1 calc R U . . .
H13B H 0.3561 0.6175 -0.2187 0.105 Uiso 1 1 calc R U . . .
H13C H 0.2850 0.7004 -0.2865 0.105 Uiso 1 1 calc R U . . .
C14 C 0.3140(15) 0.6453(4) -0.0114(8) 0.069(3) Uani 1 1 d . . . . .
H14A H 0.4099 0.6045 0.0029 0.103 Uiso 1 1 calc R U . . .
H14B H 0.1897 0.6207 -0.0343 0.103 Uiso 1 1 calc R U . . .
H14C H 0.3492 0.6763 0.0642 0.103 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
Zn1 O5 1.988(4) . ?
Zn1 O4 2.012(4) 1_655 ?
Zn1 O1 2.015(4) . ?
Zn1 O3 2.057(3) 3_575 ?
Zn1 O2 2.077(4) 3_675 ?
Zn1 Zn1 2.9525(13) 3_675 ?
O1 C1 1.262(7) . ?
O2 C1 1.248(7) . ?
O2 Zn1 2.077(4) 3_675 ?
O3 C11 1.246(6) . ?
O3 Zn1 2.057(3) 3_575 ?
O4 C11 1.246(6) . ?
O4 Zn1 2.012(4) 1_455 ?
O5 C12 1.249(7) . ?
N1 C12 1.306(7) . ?
N1 C13 1.441(9) . ?
N1 C14 1.459(9) . ?
C1 C2 1.485(8) . ?
C2 C7 1.393(7) . ?
C2 C3 1.395(8) . ?
C3 C4 1.370(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.383(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.394(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.382(7) . ?
C6 C8 1.497(7) . ?
C7 H7 0.9300 . ?
C8 C10 1.385(7) . ?
C8 C9 1.399(7) . ?
C9 C10 1.378(7) 3_576 ?
C9 C11 1.506(7) . ?
C10 C9 1.378(7) 3_576 ?
C10 H10 0.9300 . ?
C12 H12 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?

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
O5 Zn1 O4 103.84(16) . 1_655 ?
O5 Zn1 O1 108.81(17) . . ?
O4 Zn1 O1 87.62(18) 1_655 . ?
O5 Zn1 O3 96.22(15) . 3_575 ?
O4 Zn1 O3 158.29(17) 1_655 3_575 ?
O1 Zn1 O3 93.78(16) . 3_575 ?
O5 Zn1 O2 92.59(17) . 3_675 ?
O4 Zn1 O2 86.85(18) 1_655 3_675 ?
O1 Zn1 O2 158.60(17) . 3_675 ?
O3 Zn1 O2 83.99(16) 3_575 3_675 ?
O5 Zn1 Zn1 162.92(11) . 3_675 ?
O4 Zn1 Zn1 89.09(12) 1_655 3_675 ?
O1 Zn1 Zn1 82.46(12) . 3_675 ?
O3 Zn1 Zn1 69.67(11) 3_575 3_675 ?
O2 Zn1 Zn1 76.80(12) 3_675 3_675 ?
C1 O1 Zn1 124.3(4) . . ?
C1 O2 Zn1 127.6(4) . 3_675 ?
C11 O3 Zn1 139.4(3) . 3_575 ?
C11 O4 Zn1 115.9(3) . 1_455 ?
C12 O5 Zn1 114.5(4) . . ?
C12 N1 C13 122.5(6) . . ?
C12 N1 C14 119.7(6) . . ?
C13 N1 C14 117.7(6) . . ?
O2 C1 O1 124.5(5) . . ?
O2 C1 C2 116.9(5) . . ?
O1 C1 C2 118.5(5) . . ?
C7 C2 C3 119.0(5) . . ?
C7 C2 C1 119.2(5) . . ?
C3 C2 C1 121.5(5) . . ?
C4 C3 C2 120.0(5) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 121.0(5) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C4 C5 C6 119.6(5) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C7 C6 C5 119.4(5) . . ?
C7 C6 C8 120.4(4) . . ?
C5 C6 C8 120.0(5) . . ?
C6 C7 C2 120.8(5) . . ?
C6 C7 H7 119.6 . . ?
C2 C7 H7 119.6 . . ?
C10 C8 C9 117.8(5) . . ?
C10 C8 C6 117.7(5) . . ?
C9 C8 C6 124.4(4) . . ?
C10 C9 C8 118.7(4) 3_576 . ?
C10 C9 C11 117.5(5) 3_576 . ?
C8 C9 C11 123.7(4) . . ?
C9 C10 C8 123.5(5) 3_576 . ?
C9 C10 H10 118.2 3_576 . ?
C8 C10 H10 118.2 . . ?
O3 C11 O4 125.3(4) . . ?
O3 C11 C9 117.9(4) . . ?
O4 C11 C9 116.6(4) . . ?
O5 C12 N1 123.8(6) . . ?
O5 C12 H12 118.1 . . ?
N1 C12 H12 118.1 . . ?
N1 C13 H13A 109.5 . . ?
N1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N1 C14 H14A 109.5 . . ?
N1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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
Zn1 O2 C1 O1 -28.6(8) 3_675 . . . ?
Zn1 O2 C1 C2 147.5(4) 3_675 . . . ?
Zn1 O1 C1 O2 19.1(8) . . . . ?
Zn1 O1 C1 C2 -157.0(4) . . . . ?
O2 C1 C2 C7 -176.9(5) . . . . ?
O1 C1 C2 C7 -0.5(8) . . . . ?
O2 C1 C2 C3 -2.9(8) . . . . ?
O1 C1 C2 C3 173.4(5) . . . . ?
C7 C2 C3 C4 0.7(9) . . . . ?
C1 C2 C3 C4 -173.3(5) . . . . ?
C2 C3 C4 C5 0.5(9) . . . . ?
C3 C4 C5 C6 -1.3(9) . . . . ?
C4 C5 C6 C7 0.9(8) . . . . ?
C4 C5 C6 C8 175.7(5) . . . . ?
C5 C6 C7 C2 0.3(8) . . . . ?
C8 C6 C7 C2 -174.5(5) . . . . ?
C3 C2 C7 C6 -1.1(8) . . . . ?
C1 C2 C7 C6 173.0(5) . . . . ?
C7 C6 C8 C10 120.6(5) . . . . ?
C5 C6 C8 C10 -54.3(7) . . . . ?
C7 C6 C8 C9 -55.8(8) . . . . ?
C5 C6 C8 C9 129.4(6) . . . . ?
C10 C8 C9 C10 -0.9(8) . . . 3_576 ?
C6 C8 C9 C10 175.4(5) . . . 3_576 ?
C10 C8 C9 C11 175.7(5) . . . . ?
C6 C8 C9 C11 -7.9(8) . . . . ?
C9 C8 C10 C9 0.9(8) . . . 3_576 ?
C6 C8 C10 C9 -175.6(5) . . . 3_576 ?
Zn1 O3 C11 O4 -8.3(9) 3_575 . . . ?
Zn1 O3 C11 C9 177.1(4) 3_575 . . . ?
Zn1 O4 C11 O3 -0.5(7) 1_455 . . . ?
Zn1 O4 C11 C9 174.2(3) 1_455 . . . ?
C10 C9 C11 O3 153.6(5) 3_576 . . . ?
C8 C9 C11 O3 -23.1(8) . . . . ?
C10 C9 C11 O4 -21.5(7) 3_576 . . . ?
C8 C9 C11 O4 161.8(5) . . . . ?
Zn1 O5 C12 N1 161.3(5) . . . . ?
C13 N1 C12 O5 174.6(7) . . . . ?
C14 N1 C12 O5 -1.2(10) . . . . ?

_refine_diff_density_max         0.929
_refine_diff_density_min         -1.064
_refine_diff_density_rms         0.254

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1449090'
_audit_update_record             
;
2016-06-16 deposited with the CCDC.
2016-06-16 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         ?
_chemical_formula_sum            'C22 H20 O14 Zn3'
_chemical_formula_weight         704.49

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'
Zn Zn 0.2839 1.4301 '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                   10.861(3)
_cell_length_b                   6.3914(15)
_cell_length_c                   17.003(4)
_cell_angle_alpha                90
_cell_angle_beta                 105.828(4)
_cell_angle_gamma                90
_cell_volume                     1135.5(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1764
_cell_measurement_theta_min      3.56
_cell_measurement_theta_max      28.25

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.037
_exptl_crystal_F_000             708
_exptl_transmission_factor_min   0.635
_exptl_transmission_factor_max   0.773
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    3.222
_shelx_estimated_absorpt_T_min   0.595
_shelx_estimated_absorpt_T_max   0.783
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5303
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.949
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             1966
_reflns_number_gt                1520
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1870P)²+0.5040P] 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         1966
_refine_ls_number_parameters     178
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0472
_refine_ls_wR_factor_ref         0.2375
_refine_ls_wR_factor_gt          0.2042
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.034
_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
Zn1 Zn 0.5000 0.5000 0.0000 0.0135(4) Uani 1 2 d S . P . .
Zn2 Zn 0.46915(8) 0.99808(9) 0.08438(5) 0.0184(4) Uani 1 1 d . . . . .
O1 O 0.3445(5) 0.5323(7) 0.0499(3) 0.0231(12) Uani 1 1 d . . . . .
O2 O 0.2760(4) 0.8608(7) 0.0346(3) 0.0218(10) Uani 1 1 d . . . . .
O3 O 0.3597(4) 0.6279(7) 0.3446(3) 0.0253(11) Uani 1 1 d . . . . .
O4 O 0.3825(5) 0.9607(8) 0.3808(3) 0.0293(12) Uani 1 1 d . U . . .
O5 O 0.4927(5) 0.7840(7) 0.1837(3) 0.0293(12) Uani 1 1 d . . . . .
O6 O 0.3597(5) 1.2007(7) 0.1430(3) 0.0268(11) Uani 1 1 d . . . . .
O7 O 0.5551(4) 0.8094(6) 0.0167(2) 0.0161(9) Uani 1 1 d . . . . .
H7 H 0.6469 0.8094 0.0446 0.019 Uiso 1 1 calc R U . . .
C1 C 0.2566(5) 0.6701(9) 0.0360(3) 0.0151(13) Uani 1 1 d . . . . .
C2 C 0.1235(5) 0.5837(9) 0.0199(3) 0.0104(12) Uani 1 1 d . U . . .
C3 C 0.0364(6) 0.6527(9) 0.0620(4) 0.0150(13) Uani 1 1 d . . . . .
C4 C -0.0864(6) 0.5689(11) 0.0392(4) 0.0194(14) Uani 1 1 d . . . . .
H4 H -0.1461 0.6180 0.0650 0.023 Uiso 1 1 calc R U . . .
C5 C 0.0761(5) 0.8023(9) 0.1311(3) 0.0157(13) Uani 1 1 d . . . . .
C6 C 0.0187(6) 0.9936(8) 0.1310(5) 0.0168(16) Uani 1 1 d . . . . .
H6A H -0.0506 1.0309 0.0876 0.020 Uiso 1 1 calc R U . . .
C7 C 0.0637(7) 1.1310(10) 0.1953(4) 0.0238(15) Uani 1 1 d . . . . .
H7A H 0.0253 1.2613 0.1946 0.029 Uiso 1 1 calc R U . . .
C8 C 0.1655(6) 1.0756(11) 0.2604(4) 0.0219(14) Uani 1 1 d . . . . .
H8 H 0.1966 1.1709 0.3024 0.026 Uiso 1 1 calc R U . . .
C9 C 0.2220(5) 0.8804(9) 0.2641(4) 0.0145(13) Uani 1 1 d . . . . .
C10 C 0.1756(5) 0.7442(9) 0.1984(4) 0.0150(13) Uani 1 1 d . . . . .
H10 H 0.2119 0.6120 0.1996 0.018 Uiso 1 1 calc R U . . .
C11 C 0.3306(6) 0.8154(9) 0.3353(3) 0.0155(13) Uani 1 1 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
Zn1 O7 2.063(4) 3_665 ?
Zn1 O7 2.063(4) . ?
Zn1 O4 2.095(5) 4_575 ?
Zn1 O4 2.095(5) 2_645 ?
Zn1 O1 2.097(5) . ?
Zn1 O1 2.097(5) 3_665 ?
Zn2 O7 2.058(4) . ?
Zn2 O7 2.071(4) 3_675 ?
Zn2 O3 2.092(4) 2_655 ?
Zn2 O5 2.134(5) . ?
Zn2 O6 2.175(5) . ?
Zn2 O2 2.218(4) . ?
Zn2 Zn2 3.1196(17) 3_675 ?
O1 C1 1.273(8) . ?
O2 C1 1.238(7) . ?
O3 C11 1.238(7) . ?
O3 Zn2 2.092(4) 2_645 ?
O4 C11 1.241(8) . ?
O4 Zn1 2.095(5) 2_655 ?
O7 Zn2 2.071(4) 3_675 ?
O7 H7 0.9800 . ?
C1 C2 1.501(8) . ?
C2 C4 1.379(9) 3_565 ?
C2 C3 1.404(8) . ?
C3 C4 1.391(9) . ?
C3 C5 1.485(8) . ?
C4 C2 1.380(9) 3_565 ?
C4 H4 0.9300 . ?
C5 C6 1.372(8) . ?
C5 C10 1.393(8) . ?
C6 C7 1.384(9) . ?
C6 H6A 0.9300 . ?
C7 C8 1.381(9) . ?
C7 H7A 0.9300 . ?
C8 C9 1.384(10) . ?
C8 H8 0.9300 . ?
C9 C10 1.397(8) . ?
C9 C11 1.500(8) . ?
C10 H10 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
O7 Zn1 O7 180.0 3_665 . ?
O7 Zn1 O4 84.52(18) 3_665 4_575 ?
O7 Zn1 O4 95.48(18) . 4_575 ?
O7 Zn1 O4 95.48(18) 3_665 2_645 ?
O7 Zn1 O4 84.52(18) . 2_645 ?
O4 Zn1 O4 180.0(3) 4_575 2_645 ?
O7 Zn1 O1 85.09(17) 3_665 . ?
O7 Zn1 O1 94.91(17) . . ?
O4 Zn1 O1 92.0(2) 4_575 . ?
O4 Zn1 O1 88.0(2) 2_645 . ?
O7 Zn1 O1 94.91(17) 3_665 3_665 ?
O7 Zn1 O1 85.09(17) . 3_665 ?
O4 Zn1 O1 88.0(2) 4_575 3_665 ?
O4 Zn1 O1 92.0(2) 2_645 3_665 ?
O1 Zn1 O1 180.0 . 3_665 ?
O7 Zn2 O7 81.87(17) . 3_675 ?
O7 Zn2 O3 95.03(17) . 2_655 ?
O7 Zn2 O3 97.76(17) 3_675 2_655 ?
O7 Zn2 O5 95.29(18) . . ?
O7 Zn2 O5 176.56(17) 3_675 . ?
O3 Zn2 O5 84.37(18) 2_655 . ?
O7 Zn2 O6 173.27(17) . . ?
O7 Zn2 O6 93.71(17) 3_675 . ?
O3 Zn2 O6 90.58(18) 2_655 . ?
O5 Zn2 O6 88.95(18) . . ?
O7 Zn2 O2 94.66(16) . . ?
O7 Zn2 O2 91.44(16) 3_675 . ?
O3 Zn2 O2 167.48(18) 2_655 . ?
O5 Zn2 O2 86.86(17) . . ?
O6 Zn2 O2 80.33(17) . . ?
O7 Zn2 Zn2 41.09(11) . 3_675 ?
O7 Zn2 Zn2 40.79(11) 3_675 3_675 ?
O3 Zn2 Zn2 98.48(14) 2_655 3_675 ?
O5 Zn2 Zn2 136.34(14) . 3_675 ?
O6 Zn2 Zn2 134.29(13) . 3_675 ?
O2 Zn2 Zn2 94.03(12) . 3_675 ?
C1 O1 Zn1 129.7(4) . . ?
C1 O2 Zn2 122.0(4) . . ?
C11 O3 Zn2 127.8(4) . 2_645 ?
C11 O4 Zn1 138.2(4) . 2_655 ?
Zn2 O7 Zn1 118.6(2) . . ?
Zn2 O7 Zn2 98.13(17) . 3_675 ?
Zn1 O7 Zn2 119.26(19) . 3_675 ?
Zn2 O7 H7 106.6 . . ?
Zn1 O7 H7 106.6 . . ?
Zn2 O7 H7 106.6 3_675 . ?
O2 C1 O1 124.2(6) . . ?
O2 C1 C2 121.3(5) . . ?
O1 C1 C2 114.5(5) . . ?
C4 C2 C3 119.3(5) 3_565 . ?
C4 C2 C1 118.0(5) 3_565 . ?
C3 C2 C1 122.7(5) . . ?
C4 C3 C2 117.8(6) . . ?
C4 C3 C5 121.2(5) . . ?
C2 C3 C5 121.0(5) . . ?
C2 C4 C3 122.8(6) 3_565 . ?
C2 C4 H4 118.6 3_565 . ?
C3 C4 H4 118.6 . . ?
C6 C5 C10 119.3(6) . . ?
C6 C5 C3 122.6(5) . . ?
C10 C5 C3 118.1(5) . . ?
C5 C6 C7 120.1(6) . . ?
C5 C6 H6A 119.9 . . ?
C7 C6 H6A 119.9 . . ?
C8 C7 C6 120.3(6) . . ?
C8 C7 H7A 119.9 . . ?
C6 C7 H7A 119.9 . . ?
C7 C8 C9 121.1(6) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 H8 119.5 . . ?
C8 C9 C10 117.8(5) . . ?
C8 C9 C11 121.9(5) . . ?
C10 C9 C11 120.4(5) . . ?
C5 C10 C9 121.4(6) . . ?
C5 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
O3 C11 O4 126.0(6) . . ?
O3 C11 C9 119.2(5) . . ?
O4 C11 C9 114.8(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
Zn2 O2 C1 O1 -14.7(8) . . . . ?
Zn2 O2 C1 C2 166.2(4) . . . . ?
Zn1 O1 C1 O2 -47.5(9) . . . . ?
Zn1 O1 C1 C2 131.7(5) . . . . ?
O2 C1 C2 C4 127.2(6) . . . 3_565 ?
O1 C1 C2 C4 -52.1(8) . . . 3_565 ?
O2 C1 C2 C3 -52.5(8) . . . . ?
O1 C1 C2 C3 128.2(6) . . . . ?
C4 C2 C3 C4 -2.8(10) 3_565 . . . ?
C1 C2 C3 C4 176.9(5) . . . . ?
C4 C2 C3 C5 174.4(6) 3_565 . . . ?
C1 C2 C3 C5 -5.9(9) . . . . ?
C2 C3 C4 C2 2.9(11) . . . 3_565 ?
C5 C3 C4 C2 -174.3(6) . . . 3_565 ?
C4 C3 C5 C6 -62.1(9) . . . . ?
C2 C3 C5 C6 120.8(7) . . . . ?
C4 C3 C5 C10 117.8(7) . . . . ?
C2 C3 C5 C10 -59.2(8) . . . . ?
C10 C5 C6 C7 3.2(10) . . . . ?
C3 C5 C6 C7 -176.8(6) . . . . ?
C5 C6 C7 C8 -0.8(11) . . . . ?
C6 C7 C8 C9 -2.0(11) . . . . ?
C7 C8 C9 C10 2.2(10) . . . . ?
C7 C8 C9 C11 -178.5(6) . . . . ?
C6 C5 C10 C9 -2.9(9) . . . . ?
C3 C5 C10 C9 177.1(6) . . . . ?
C8 C9 C10 C5 0.2(9) . . . . ?
C11 C9 C10 C5 -179.1(5) . . . . ?
Zn2 O3 C11 O4 -19.1(10) 2_645 . . . ?
Zn2 O3 C11 C9 161.9(4) 2_645 . . . ?
Zn1 O4 C11 O3 -17.9(12) 2_655 . . . ?
Zn1 O4 C11 C9 161.1(5) 2_655 . . . ?
C8 C9 C11 O3 164.7(6) . . . . ?
C10 C9 C11 O3 -16.1(9) . . . . ?
C8 C9 C11 O4 -14.5(9) . . . . ?
C10 C9 C11 O4 164.8(6) . . . . ?

_refine_diff_density_max         1.124
_refine_diff_density_min         -1.103
_refine_diff_density_rms         0.199

####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1449091'
_audit_update_record             
;
2016-06-16 deposited with the CCDC.
2016-06-16 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         ?
_chemical_formula_sum            'C26 H31 N O15 Zn2'
_chemical_formula_weight         726.32

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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                   12.206(11)
_cell_length_b                   17.833(15)
_cell_length_c                   15.309(13)
_cell_angle_alpha                90
_cell_angle_beta                 111.229(14)
_cell_angle_gamma                90
_cell_volume                     3106(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5109
_cell_measurement_theta_min      2.77
_cell_measurement_theta_max      27.03

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.553
_exptl_crystal_F_000             1488
_exptl_transmission_factor_min   0.780
_exptl_transmission_factor_max   0.853
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.594
_shelx_estimated_absorpt_T_min   0.691
_shelx_estimated_absorpt_T_max   0.857
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15085
_diffrn_reflns_av_unetI/netI     0.0478
_diffrn_reflns_av_R_equivalents  0.0389
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.123
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_full        24.994
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5422
_reflns_number_gt                4240
_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.
;
# SQUEEZE RESULTS (APPEND TO CIF)
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.500 0.667 0.625 967.8 190.8
_platon_squeeze_details          
;
The disordered solvent may be water molecules based on the 
SQUEEZE-OUT electrons. The SQUEEZED-OUT lectrons(190.8/4 = 48)
should be associated with 5 water molecules of the formula unit
The overall formula:[Zn2(L)(DMA)(H2O)]5H2O
The formula_weight          726.32
The crystal_density_diffrn     1.553
_exptl_crystal_F_000              1488
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1200P)²+2.1635P] 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         5422
_refine_ls_number_parameters     343
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.0652
_refine_ls_R_factor_gt           0.0527
_refine_ls_wR_factor_ref         0.1698
_refine_ls_wR_factor_gt          0.1584
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.002
_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
O3 O 0.8217(3) 0.45594(18) 0.7820(2) 0.0413(8) Uani 1 1 d . . . . .
Zn1 Zn 1.26397(4) 0.37688(3) 1.22924(3) 0.02942(19) Uani 1 1 d . . . . .
Zn2 Zn 1.03388(5) 0.48662(3) 1.20590(3) 0.0370(2) Uani 1 1 d . . . . .
O1 O 1.1193(3) 0.34222(19) 1.1393(2) 0.0490(9) Uani 1 1 d . . . . .
O2 O 0.9956(3) 0.4329(2) 1.0931(2) 0.0517(9) Uani 1 1 d . . . . .
O4 O 0.6880(3) 0.52837(17) 0.8012(3) 0.0441(8) Uani 1 1 d . . . . .
O5 O 0.3772(3) 0.1991(2) 0.7672(3) 0.0571(10) Uani 1 1 d . . . . .
O6 O 0.3500(5) 0.2111(3) 0.6240(3) 0.0971(16) Uani 1 1 d . U . . .
O7 O 0.2489(3) 0.3948(2) 0.3491(2) 0.0468(8) Uani 1 1 d . . . . .
O8 O 0.0841(3) 0.4511(2) 0.3307(2) 0.0453(8) Uani 1 1 d . . . . .
O9 O 0.8612(7) 0.4248(5) 1.2015(5) 0.140(3) Uani 1 1 d . . . . .
O10 O 0.9460(3) 0.5756(2) 1.1952(3) 0.0533(9) Uani 1 1 d . U . . .
N1 N 0.8277(5) 0.6698(3) 1.1492(3) 0.0616(13) Uani 1 1 d . . . . .
C1 C 1.0316(4) 0.3703(2) 1.0838(3) 0.0342(10) Uani 1 1 d . . . . .
C2 C 0.9681(4) 0.3276(2) 1.0007(3) 0.0339(10) Uani 1 1 d . . . . .
C3 C 1.0124(4) 0.2634(3) 0.9811(4) 0.0454(11) Uani 1 1 d . U . . .
H3 H 1.0860 0.2469 1.0205 0.054 Uiso 1 1 calc R U . . .
C4 C 0.9505(5) 0.2227(3) 0.9045(4) 0.0579(15) Uani 1 1 d . U . . .
H4 H 0.9814 0.1785 0.8909 0.070 Uiso 1 1 calc R U . . .
C5 C 0.8438(4) 0.2468(3) 0.8482(3) 0.0477(12) Uani 1 1 d . . . . .
H5 H 0.8017 0.2190 0.7954 0.057 Uiso 1 1 calc R U . . .
C6 C 0.7961(4) 0.3113(2) 0.8670(3) 0.0331(10) Uani 1 1 d . . . . .
C7 C 0.8602(3) 0.3516(2) 0.9435(3) 0.0311(9) Uani 1 1 d . . . . .
H7 H 0.8299 0.3960 0.9572 0.037 Uiso 1 1 calc R U . . .
C8 C 0.6768(4) 0.3322(2) 0.8065(3) 0.0301(9) Uani 1 1 d . . . . .
C9 C 0.6452(3) 0.4034(2) 0.7738(3) 0.0304(9) Uani 1 1 d . . . . .
C10 C 0.5312(4) 0.4170(3) 0.7179(3) 0.0341(10) Uani 1 1 d . . . . .
H10 H 0.5099 0.4656 0.6965 0.041 Uiso 1 1 calc R U . . .
C11 C 0.4489(4) 0.3635(2) 0.6927(3) 0.0326(10) Uani 1 1 d . . . . .
C12 C 0.4817(4) 0.2922(2) 0.7283(3) 0.0324(9) Uani 1 1 d . . . . .
C13 C 0.5934(4) 0.2793(2) 0.7846(3) 0.0361(10) Uani 1 1 d . . . . .
H13 H 0.6137 0.2315 0.8095 0.043 Uiso 1 1 calc R U . . .
C14 C 0.7277(4) 0.4667(2) 0.7888(3) 0.0329(10) Uani 1 1 d . . . . .
C15 C 0.3952(4) 0.2297(3) 0.7037(4) 0.0447(12) Uani 1 1 d . U . . .
C16 C 0.33290(19) 0.38265(18) 0.63159(16) 0.0340(9) Uani 1 1 d G U . . .
C17 C 0.3097(2) 0.38922(17) 0.53609(17) 0.0325(9) Uani 1 1 d G . . . .
H17 H 0.3672 0.3766 0.5121 0.039 Uiso 1 1 calc R U . . .
C18 C 0.2006(2) 0.41460(18) 0.47644(14) 0.0330(10) Uani 1 1 d G . . . .
C19 C 0.11463(19) 0.4334(2) 0.51231(18) 0.0455(12) Uani 1 1 d G . . . .
H19 H 0.0416 0.4504 0.4724 0.055 Uiso 1 1 calc R U . . .
C20 C 0.1378(2) 0.4268(2) 0.60781(19) 0.0643(17) Uani 1 1 d G . . . .
H20 H 0.0803 0.4394 0.6318 0.077 Uiso 1 1 calc R U . . .
C21 C 0.2469(2) 0.4015(2) 0.66746(14) 0.0579(15) Uani 1 1 d G U . . .
H21 H 0.2624 0.3971 0.7314 0.069 Uiso 1 1 calc R U . . .
C22 C 0.1761(4) 0.4205(2) 0.3782(3) 0.0316(9) Uani 1 1 d . . . . .
C23 C 0.8621(5) 0.6057(3) 1.1354(4) 0.0469(12) Uani 1 1 d . U . . .
C24 C 0.7978(6) 0.5671(4) 1.0470(4) 0.0717(18) Uani 1 1 d . . . . .
H24A H 0.8518 0.5381 1.0282 0.108 Uiso 1 1 calc R U . . .
H24B H 0.7597 0.6035 0.9994 0.108 Uiso 1 1 calc R U . . .
H24C H 0.7398 0.5345 1.0554 0.108 Uiso 1 1 calc R U . . .
C25 C 0.7279(8) 0.7065(5) 1.0877(6) 0.102(3) Uani 1 1 d . . . . .
H25A H 0.7517 0.7447 1.0541 0.153 Uiso 1 1 calc R U . . .
H25B H 0.6854 0.7290 1.1228 0.153 Uiso 1 1 calc R U . . .
H25C H 0.6784 0.6709 1.0441 0.153 Uiso 1 1 calc R U . . .
C26 C 0.8979(8) 0.7113(4) 1.2335(5) 0.084(2) Uani 1 1 d . . . . .
H26A H 0.8548 0.7156 1.2747 0.127 Uiso 1 1 calc R U . . .
H26B H 0.9148 0.7604 1.2161 0.127 Uiso 1 1 calc R U . . .
H26C H 0.9702 0.6850 1.2649 0.127 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
O3 C14 1.205(5) . ?
O3 Zn2 1.988(3) 3_767 ?
Zn1 O5 1.872(4) 4_666 ?
Zn1 O4 1.901(3) 3_767 ?
Zn1 O1 1.906(3) . ?
Zn1 O7 1.936(4) 1_656 ?
Zn2 O2 1.879(4) . ?
Zn2 O10 1.889(4) . ?
Zn2 O8 1.892(3) 1_656 ?
Zn2 O3 1.988(3) 3_767 ?
Zn2 O9 2.357(8) . ?
O1 C1 1.208(5) . ?
O2 C1 1.227(6) . ?
O4 C14 1.244(5) . ?
O4 Zn1 1.901(3) 3_767 ?
O5 C15 1.203(6) . ?
O5 Zn1 1.872(4) 4_465 ?
O6 C15 1.189(7) . ?
O7 C22 1.218(5) . ?
O7 Zn1 1.936(4) 1_454 ?
O8 C22 1.223(5) . ?
O8 Zn2 1.892(3) 1_454 ?
O10 C23 1.223(6) . ?
N1 C23 1.262(7) . ?
N1 C25 1.402(8) . ?
N1 C26 1.465(9) . ?
C1 C2 1.444(6) . ?
C2 C3 1.345(7) . ?
C2 C7 1.360(6) . ?
C3 C4 1.353(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.345(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.365(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.355(6) . ?
C6 C8 1.463(6) . ?
C7 H7 0.9300 . ?
C8 C13 1.339(6) . ?
C8 C9 1.367(6) . ?
C9 C10 1.365(6) . ?
C9 C14 1.473(6) . ?
C10 C11 1.336(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.385(6) . ?
C11 C16 1.428(5) . ?
C12 C13 1.343(6) . ?
C12 C15 1.486(6) . ?
C13 H13 0.9300 . ?
C16 C17 1.3900 . ?
C16 C21 1.3900 . ?
C17 C18 1.3900 . ?
C17 H17 0.9300 . ?
C18 C19 1.3900 . ?
C18 C22 1.427(5) . ?
C19 C20 1.3900 . ?
C19 H19 0.9300 . ?
C20 C21 1.3900 . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C23 C24 1.467(8) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?

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
C14 O3 Zn2 138.6(3) . 3_767 ?
O5 Zn1 O4 117.46(18) 4_666 3_767 ?
O5 Zn1 O1 112.11(18) 4_666 . ?
O4 Zn1 O1 113.50(16) 3_767 . ?
O5 Zn1 O7 97.91(16) 4_666 1_656 ?
O4 Zn1 O7 103.26(16) 3_767 1_656 ?
O1 Zn1 O7 110.89(17) . 1_656 ?
O2 Zn2 O10 113.82(15) . . ?
O2 Zn2 O8 129.73(17) . 1_656 ?
O10 Zn2 O8 109.57(16) . 1_656 ?
O2 Zn2 O3 105.37(16) . 3_767 ?
O10 Zn2 O3 91.83(16) . 3_767 ?
O8 Zn2 O3 97.25(15) 1_656 3_767 ?
O2 Zn2 O9 79.2(2) . . ?
O10 Zn2 O9 85.2(3) . . ?
O8 Zn2 O9 80.3(2) 1_656 . ?
O3 Zn2 O9 175.3(2) 3_767 . ?
C1 O1 Zn1 136.6(3) . . ?
C1 O2 Zn2 126.2(3) . . ?
C14 O4 Zn1 125.3(3) . 3_767 ?
C15 O5 Zn1 114.0(3) . 4_465 ?
C22 O7 Zn1 137.8(3) . 1_454 ?
C22 O8 Zn2 129.9(3) . 1_454 ?
C23 O10 Zn2 136.8(4) . . ?
C23 N1 C25 124.8(6) . . ?
C23 N1 C26 118.7(5) . . ?
C25 N1 C26 116.4(6) . . ?
O1 C1 O2 123.9(4) . . ?
O1 C1 C2 117.3(4) . . ?
O2 C1 C2 118.8(4) . . ?
C3 C2 C7 119.8(4) . . ?
C3 C2 C1 120.9(4) . . ?
C7 C2 C1 119.2(4) . . ?
C2 C3 C4 120.4(4) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 119.4(5) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C4 C5 C6 121.4(5) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C7 C6 C5 118.1(4) . . ?
C7 C6 C8 122.8(4) . . ?
C5 C6 C8 119.0(4) . . ?
C6 C7 C2 120.8(4) . . ?
C6 C7 H7 119.6 . . ?
C2 C7 H7 119.6 . . ?
C13 C8 C9 118.3(4) . . ?
C13 C8 C6 118.1(4) . . ?
C9 C8 C6 123.6(4) . . ?
C8 C9 C10 118.8(4) . . ?
C8 C9 C14 124.6(4) . . ?
C10 C9 C14 116.5(4) . . ?
C11 C10 C9 122.9(4) . . ?
C11 C10 H10 118.5 . . ?
C9 C10 H10 118.5 . . ?
C10 C11 C12 117.5(4) . . ?
C10 C11 C16 118.9(4) . . ?
C12 C11 C16 123.6(4) . . ?
C13 C12 C11 119.3(4) . . ?
C13 C12 C15 119.9(4) . . ?
C11 C12 C15 120.8(4) . . ?
C8 C13 C12 123.0(4) . . ?
C8 C13 H13 118.5 . . ?
C12 C13 H13 118.5 . . ?
O3 C14 O4 126.1(4) . . ?
O3 C14 C9 118.9(4) . . ?
O4 C14 C9 114.8(4) . . ?
O6 C15 O5 123.4(5) . . ?
O6 C15 C12 119.5(5) . . ?
O5 C15 C12 117.1(4) . . ?
C17 C16 C21 120.0 . . ?
C17 C16 C11 119.0(2) . . ?
C21 C16 C11 120.7(3) . . ?
C18 C17 C16 120.0 . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C18 C19 120.0 . . ?
C17 C18 C22 120.1(2) . . ?
C19 C18 C22 119.9(2) . . ?
C18 C19 C20 120.0 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C21 C20 C19 120.0 . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C20 C21 C16 120.0 . . ?
C20 C21 H21 120.0 . . ?
C16 C21 H21 120.0 . . ?
O7 C22 O8 125.8(4) . . ?
O7 C22 C18 117.1(4) . . ?
O8 C22 C18 117.2(4) . . ?
O10 C23 N1 120.8(5) . . ?
O10 C23 C24 120.6(5) . . ?
N1 C23 C24 118.7(5) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N1 C25 H25A 109.5 . . ?
N1 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N1 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N1 C26 H26A 109.5 . . ?
N1 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
N1 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 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
O10 Zn2 O2 C1 -172.4(4) . . . . ?
O8 Zn2 O2 C1 -24.9(5) 1_656 . . . ?
O3 Zn2 O2 C1 88.6(4) 3_767 . . . ?
O9 Zn2 O2 C1 -92.6(5) . . . . ?
O2 Zn2 O10 C23 7.7(6) . . . . ?
O8 Zn2 O10 C23 -146.3(5) 1_656 . . . ?
O3 Zn2 O10 C23 115.4(6) 3_767 . . . ?
O9 Zn2 O10 C23 -68.3(6) . . . . ?
Zn1 O1 C1 O2 -27.1(8) . . . . ?
Zn1 O1 C1 C2 151.3(4) . . . . ?
Zn2 O2 C1 O1 -20.5(7) . . . . ?
Zn2 O2 C1 C2 161.1(3) . . . . ?
O1 C1 C2 C3 -7.4(7) . . . . ?
O2 C1 C2 C3 171.0(5) . . . . ?
O1 C1 C2 C7 170.1(4) . . . . ?
O2 C1 C2 C7 -11.5(7) . . . . ?
C7 C2 C3 C4 0.5(8) . . . . ?
C1 C2 C3 C4 178.0(5) . . . . ?
C2 C3 C4 C5 -0.4(9) . . . . ?
C3 C4 C5 C6 -0.5(9) . . . . ?
C4 C5 C6 C7 1.1(8) . . . . ?
C4 C5 C6 C8 -176.2(5) . . . . ?
C5 C6 C7 C2 -1.0(7) . . . . ?
C8 C6 C7 C2 176.3(4) . . . . ?
C3 C2 C7 C6 0.2(7) . . . . ?
C1 C2 C7 C6 -177.3(4) . . . . ?
C7 C6 C8 C13 -130.6(5) . . . . ?
C5 C6 C8 C13 46.6(6) . . . . ?
C7 C6 C8 C9 47.1(7) . . . . ?
C5 C6 C8 C9 -135.7(5) . . . . ?
C13 C8 C9 C10 -2.0(6) . . . . ?
C6 C8 C9 C10 -179.8(4) . . . . ?
C13 C8 C9 C14 -177.5(4) . . . . ?
C6 C8 C9 C14 4.8(7) . . . . ?
C8 C9 C10 C11 -0.8(7) . . . . ?
C14 C9 C10 C11 175.0(4) . . . . ?
C9 C10 C11 C12 2.3(7) . . . . ?
C9 C10 C11 C16 -178.0(4) . . . . ?
C10 C11 C12 C13 -1.0(7) . . . . ?
C16 C11 C12 C13 179.3(4) . . . . ?
C10 C11 C12 C15 180.0(4) . . . . ?
C16 C11 C12 C15 0.3(7) . . . . ?
C9 C8 C13 C12 3.4(7) . . . . ?
C6 C8 C13 C12 -178.8(4) . . . . ?
C11 C12 C13 C8 -1.8(7) . . . . ?
C15 C12 C13 C8 177.2(5) . . . . ?
Zn2 O3 C14 O4 6.2(8) 3_767 . . . ?
Zn2 O3 C14 C9 -179.3(3) 3_767 . . . ?
Zn1 O4 C14 O3 22.7(7) 3_767 . . . ?
Zn1 O4 C14 C9 -151.9(3) 3_767 . . . ?
C8 C9 C14 O3 41.4(6) . . . . ?
C10 C9 C14 O3 -134.1(4) . . . . ?
C8 C9 C14 O4 -143.5(5) . . . . ?
C10 C9 C14 O4 41.0(6) . . . . ?
Zn1 O5 C15 O6 -3.7(8) 4_465 . . . ?
Zn1 O5 C15 C12 178.3(3) 4_465 . . . ?
C13 C12 C15 O6 -117.7(6) . . . . ?
C11 C12 C15 O6 61.3(8) . . . . ?
C13 C12 C15 O5 60.3(7) . . . . ?
C11 C12 C15 O5 -120.7(5) . . . . ?
C10 C11 C16 C17 79.1(5) . . . . ?
C12 C11 C16 C17 -101.3(4) . . . . ?
C10 C11 C16 C21 -94.9(4) . . . . ?
C12 C11 C16 C21 84.8(5) . . . . ?
C21 C16 C17 C18 0.0 . . . . ?
C11 C16 C17 C18 -174.0(3) . . . . ?
C16 C17 C18 C19 0.0 . . . . ?
C16 C17 C18 C22 -179.2(3) . . . . ?
C17 C18 C19 C20 0.0 . . . . ?
C22 C18 C19 C20 179.2(3) . . . . ?
C18 C19 C20 C21 0.0 . . . . ?
C19 C20 C21 C16 0.0 . . . . ?
C17 C16 C21 C20 0.0 . . . . ?
C11 C16 C21 C20 173.9(3) . . . . ?
Zn1 O7 C22 O8 -6.9(8) 1_454 . . . ?
Zn1 O7 C22 C18 173.3(3) 1_454 . . . ?
Zn2 O8 C22 O7 -13.2(7) 1_454 . . . ?
Zn2 O8 C22 C18 166.6(3) 1_454 . . . ?
C17 C18 C22 O7 8.0(5) . . . . ?
C19 C18 C22 O7 -171.2(3) . . . . ?
C17 C18 C22 O8 -171.8(3) . . . . ?
C19 C18 C22 O8 8.9(5) . . . . ?
Zn2 O10 C23 N1 -175.8(4) . . . . ?
Zn2 O10 C23 C24 5.8(9) . . . . ?
C25 N1 C23 O10 -175.4(7) . . . . ?
C26 N1 C23 O10 7.0(9) . . . . ?
C25 N1 C23 C24 3.1(10) . . . . ?
C26 N1 C23 C24 -174.5(6) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C26 H26A O1 0.96 2.58 3.096(8) 114.2 2_757
C25 H25C O6 0.96 2.57 3.031(10) 109.5 2_656
C25 H25B O5 0.96 2.45 3.387(9) 166.1 3_667
C24 H24A O2 0.96 2.51 3.289(8) 137.7 .
C26 H26A O1 0.96 2.58 3.096(8) 114.2 2_757
C25 H25C O6 0.96 2.57 3.031(10) 109.5 2_656
C25 H25B O5 0.96 2.45 3.387(9) 166.1 3_667
C24 H24A O2 0.96 2.51 3.289(8) 137.7 .
C26 H26A O1 0.96 2.58 3.096(8) 114.2 2_757
C25 H25B O5 0.96 2.45 3.387(9) 166.1 3_667
C24 H24A O2 0.96 2.51 3.289(8) 137.7 .
C24 H24A O2 0.96 2.51 3.289(8) 137.7 .
C25 H25B O5 0.96 2.45 3.387(9) 166.1 3_667
C25 H25C O6 0.96 2.57 3.031(10) 109.5 2_656
C26 H26A O1 0.96 2.58 3.096(8) 114.2 2_757
C24 H24A O2 0.96 2.51 3.289(8) 137.7 .
C25 H25B O5 0.96 2.45 3.387(9) 166.1 3_667
C25 H25C O6 0.96 2.57 3.031(10) 109.5 2_656
C26 H26A O1 0.96 2.58 3.096(8) 114.2 2_757

_refine_diff_density_max         0.844
_refine_diff_density_min         -0.612
_refine_diff_density_rms         0.113

####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1449092'
_audit_update_record             
;
2016-06-16 deposited with the CCDC.
2016-06-16 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         ?
_chemical_formula_sum            'C22 H18 Cd O11'
_chemical_formula_weight         570.76

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'
Cd Cd -0.8075 1.2024 '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           13
_space_group_name_H-M_alt        'P 2/c'
_space_group_name_Hall           '-P 2yc'

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

_cell_length_a                   7.9350(10)
_cell_length_b                   6.8376(9)
_cell_length_c                   21.605(3)
_cell_angle_alpha                90
_cell_angle_beta                 105.871(4)
_cell_angle_gamma                90
_cell_volume                     1127.5(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1696
_cell_measurement_theta_min      2.85
_cell_measurement_theta_max      26.18

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.657
_exptl_crystal_F_000             572
_exptl_transmission_factor_min   0.873
_exptl_transmission_factor_max   0.902
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.028
_shelx_estimated_absorpt_T_min   0.813
_shelx_estimated_absorpt_T_max   0.904
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5347
_diffrn_reflns_av_unetI/netI     0.0399
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.960
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             1976
_reflns_number_gt                1665
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1000P)²+0.0424P] 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         1976
_refine_ls_number_parameters     155
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0354
_refine_ls_wR_factor_ref         0.1396
_refine_ls_wR_factor_gt          0.1051
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.074
_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
Cd1 Cd 0.0000 0.73829(7) 0.2500 0.0216(2) Uani 1 2 d S TU P . .
O1 O 0.0249(5) 0.5131(5) 0.17131(16) 0.0369(9) Uani 1 1 d . . . . .
O2 O 0.0417(6) 0.8158(6) 0.14116(17) 0.0375(9) Uani 1 1 d . U . . .
O3 O 0.7002(6) 0.7013(7) 0.1984(2) 0.0497(12) Uani 1 1 d . . . . .
O4 O 0.7877(5) 1.0045(7) 0.19930(19) 0.0508(12) Uani 1 1 d . . . . .
O5 O 0.2022(7) 0.1718(8) 0.1850(2) 0.0661(14) Uani 1 1 d . . . . .
O6 O 0.5000 0.4322(10) 0.2500 0.0596(18) Uani 1 2 d S T P . .
C1 C 0.0342(6) 0.6373(8) 0.1299(2) 0.0263(11) Uani 1 1 d . . . . .
C2 C 0.0273(6) 0.5652(7) 0.0635(2) 0.0213(10) Uani 1 1 d . . . . .
C3 C -0.0872(6) 0.4098(7) 0.0394(2) 0.0225(10) Uani 1 1 d . . . . .
H3 H -0.1448 0.3492 0.0663 0.027 Uiso 1 1 calc R U . . .
C4 C 0.1174(6) 0.6568(7) 0.0240(2) 0.0211(10) Uani 1 1 d . . . . .
C5 C 0.2515(6) 0.8135(8) 0.0477(2) 0.0228(10) Uani 1 1 d . . . . .
C6 C 0.3945(7) 0.7788(7) 0.1005(3) 0.0255(11) Uani 1 1 d . . . . .
H6 H 0.4054 0.6579 0.1209 0.031 Uiso 1 1 calc R U . . .
C7 C 0.5215(6) 0.9215(7) 0.1234(2) 0.0281(11) Uani 1 1 d . . . . .
C8 C 0.5026(7) 1.1017(8) 0.0927(3) 0.0347(13) Uani 1 1 d . . . . .
H8 H 0.5853 1.1990 0.1081 0.042 Uiso 1 1 calc R U . . .
C9 C 0.3634(7) 1.1394(8) 0.0397(2) 0.0348(13) Uani 1 1 d . . . . .
H9 H 0.3521 1.2612 0.0198 0.042 Uiso 1 1 calc R U . . .
C10 C 0.2402(6) 0.9938(7) 0.0163(2) 0.0291(11) Uani 1 1 d . . . . .
H10 H 0.1493 1.0166 -0.0206 0.035 Uiso 1 1 calc R U . . .
C11 C 0.6781(7) 0.8721(10) 0.1778(3) 0.0376(14) Uani 1 1 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 O1 2.342(3) . ?
Cd1 O1 2.342(3) 2 ?
Cd1 O3 2.349(4) 1_455 ?
Cd1 O3 2.349(4) 2_655 ?
Cd1 O4 2.518(5) 2_655 ?
Cd1 O4 2.518(5) 1_455 ?
Cd1 O2 2.519(4) . ?
Cd1 O2 2.519(4) 2 ?
O1 C1 1.250(6) . ?
O2 C1 1.243(7) . ?
O3 C11 1.245(8) . ?
O3 Cd1 2.349(4) 1_655 ?
O4 C11 1.254(7) . ?
O4 Cd1 2.518(5) 1_655 ?
C1 C2 1.504(6) . ?
C2 C4 1.402(7) . ?
C2 C3 1.403(6) . ?
C3 C4 1.399(6) 3_565 ?
C3 H3 0.9300 . ?
C4 C3 1.399(6) 3_565 ?
C4 C5 1.498(7) . ?
C5 C6 1.392(7) . ?
C5 C10 1.398(7) . ?
C6 C7 1.393(7) . ?
C6 H6 0.9300 . ?
C7 C8 1.389(7) . ?
C7 C11 1.496(7) . ?
C8 C9 1.381(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.390(7) . ?
C9 H9 0.9300 . ?
C10 H10 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
O1 Cd1 O1 97.79(18) . 2 ?
O1 Cd1 O3 81.96(16) . 1_455 ?
O1 Cd1 O3 89.91(15) 2 1_455 ?
O1 Cd1 O3 89.91(15) . 2_655 ?
O1 Cd1 O3 81.96(16) 2 2_655 ?
O3 Cd1 O3 167.7(2) 1_455 2_655 ?
O1 Cd1 O4 127.73(14) . 2_655 ?
O1 Cd1 O4 109.79(12) 2 2_655 ?
O3 Cd1 O4 138.98(16) 1_455 2_655 ?
O3 Cd1 O4 53.20(15) 2_655 2_655 ?
O1 Cd1 O4 109.79(12) . 1_455 ?
O1 Cd1 O4 127.73(14) 2 1_455 ?
O3 Cd1 O4 53.20(15) 1_455 1_455 ?
O3 Cd1 O4 138.98(16) 2_655 1_455 ?
O4 Cd1 O4 87.41(18) 2_655 1_455 ?
O1 Cd1 O2 53.26(13) . . ?
O1 Cd1 O2 151.01(13) 2 . ?
O3 Cd1 O2 87.37(15) 1_455 . ?
O3 Cd1 O2 95.23(16) 2_655 . ?
O4 Cd1 O2 90.63(13) 2_655 . ?
O4 Cd1 O2 71.64(14) 1_455 . ?
O1 Cd1 O2 151.01(13) . 2 ?
O1 Cd1 O2 53.26(13) 2 2 ?
O3 Cd1 O2 95.23(16) 1_455 2 ?
O3 Cd1 O2 87.37(16) 2_655 2 ?
O4 Cd1 O2 71.64(14) 2_655 2 ?
O4 Cd1 O2 90.63(13) 1_455 2 ?
O2 Cd1 O2 155.72(19) . 2 ?
C1 O1 Cd1 96.1(3) . . ?
C1 O2 Cd1 88.0(3) . . ?
C11 O3 Cd1 95.4(4) . 1_655 ?
C11 O4 Cd1 87.3(4) . 1_655 ?
O2 C1 O1 122.4(4) . . ?
O2 C1 C2 119.7(5) . . ?
O1 C1 C2 117.8(5) . . ?
C4 C2 C3 119.9(4) . . ?
C4 C2 C1 122.9(4) . . ?
C3 C2 C1 116.9(4) . . ?
C4 C3 C2 122.0(4) 3_565 . ?
C4 C3 H3 119.0 3_565 . ?
C2 C3 H3 119.0 . . ?
C3 C4 C2 118.1(4) 3_565 . ?
C3 C4 C5 118.9(4) 3_565 . ?
C2 C4 C5 122.9(4) . . ?
C6 C5 C10 118.5(5) . . ?
C6 C5 C4 120.2(5) . . ?
C10 C5 C4 121.3(4) . . ?
C5 C6 C7 121.4(5) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C8 C7 C6 118.6(5) . . ?
C8 C7 C11 122.2(5) . . ?
C6 C7 C11 119.1(5) . . ?
C9 C8 C7 121.3(5) . . ?
C9 C8 H8 119.3 . . ?
C7 C8 H8 119.3 . . ?
C8 C9 C10 119.4(5) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
C9 C10 C5 120.7(4) . . ?
C9 C10 H10 119.7 . . ?
C5 C10 H10 119.7 . . ?
O3 C11 O4 121.9(5) . . ?
O3 C11 C7 119.9(5) . . ?
O4 C11 C7 118.1(6) . . ?

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
Cd1 O2 C1 O1 -5.0(5) . . . . ?
Cd1 O2 C1 C2 172.0(4) . . . . ?
Cd1 O1 C1 O2 5.4(5) . . . . ?
Cd1 O1 C1 C2 -171.7(4) . . . . ?
O2 C1 C2 C4 35.5(7) . . . . ?
O1 C1 C2 C4 -147.4(5) . . . . ?
O2 C1 C2 C3 -138.9(5) . . . . ?
O1 C1 C2 C3 38.2(6) . . . . ?
C4 C2 C3 C4 -0.9(8) . . . 3_565 ?
C1 C2 C3 C4 173.7(4) . . . 3_565 ?
C3 C2 C4 C3 0.8(7) . . . 3_565 ?
C1 C2 C4 C3 -173.4(4) . . . 3_565 ?
C3 C2 C4 C5 -175.3(5) . . . . ?
C1 C2 C4 C5 10.4(7) . . . . ?
C3 C4 C5 C6 -120.7(5) 3_565 . . . ?
C2 C4 C5 C6 55.4(7) . . . . ?
C3 C4 C5 C10 56.9(7) 3_565 . . . ?
C2 C4 C5 C10 -126.9(5) . . . . ?
C10 C5 C6 C7 2.0(8) . . . . ?
C4 C5 C6 C7 179.8(5) . . . . ?
C5 C6 C7 C8 0.5(8) . . . . ?
C5 C6 C7 C11 -176.2(5) . . . . ?
C6 C7 C8 C9 -1.3(8) . . . . ?
C11 C7 C8 C9 175.3(5) . . . . ?
C7 C8 C9 C10 -0.4(8) . . . . ?
C8 C9 C10 C5 3.0(8) . . . . ?
C6 C5 C10 C9 -3.8(8) . . . . ?
C4 C5 C10 C9 178.5(5) . . . . ?
Cd1 O3 C11 O4 -15.5(6) 1_655 . . . ?
Cd1 O3 C11 C7 161.2(4) 1_655 . . . ?
Cd1 O4 C11 O3 14.4(5) 1_655 . . . ?
Cd1 O4 C11 C7 -162.4(4) 1_655 . . . ?
C8 C7 C11 O3 -170.8(5) . . . . ?
C6 C7 C11 O3 5.7(8) . . . . ?
C8 C7 C11 O4 6.0(7) . . . . ?
C6 C7 C11 O4 -177.4(5) . . . . ?

_refine_diff_density_max         0.618
_refine_diff_density_min         -0.576
_refine_diff_density_rms         0.169

####################################################################### 
# 
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 1449093'
_audit_update_record             
;
2016-06-16 deposited with the CCDC.
2016-06-16 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         ?
_chemical_formula_sum            'C22 H16 Cd2 O11'
_chemical_formula_weight         681.15

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Cd Cd -0.8075 1.2024 '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           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   7.5857(10)
_cell_length_b                   12.7604(17)
_cell_length_c                   11.2862(16)
_cell_angle_alpha                90
_cell_angle_beta                 95.635(2)
_cell_angle_gamma                90
_cell_volume                     1087.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4530
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      28.18

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.062
_exptl_crystal_F_000             664
_exptl_transmission_factor_min   0.702
_exptl_transmission_factor_max   0.817
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    2.019
_shelx_estimated_absorpt_T_min   0.632
_shelx_estimated_absorpt_T_max   0.824
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5371
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_av_R_equivalents  0.0188
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.813
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_full        24.996
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_point_group_measured_fraction_full 0.941
_reflns_number_total             3603
_reflns_number_gt                3533
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.812
_reflns_Friedel_fraction_max     0.887
_reflns_Friedel_fraction_full    0.887

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1610P)²+2.6690P] 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_abs_structure_details 
;
 Flack x determined using 1554 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.518(16)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3603
_refine_ls_number_parameters     316
_refine_ls_number_restraints     211
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0422
_refine_ls_wR_factor_ref         0.1824
_refine_ls_wR_factor_gt          0.1325
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.057
_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
Cd1 Cd 0.94126(12) 0.39838(7) 0.66421(8) 0.0198(4) Uani 1 1 d . U . . .
Cd2 Cd 1.42408(12) 0.47108(8) 0.64605(9) 0.0234(4) Uani 1 1 d . U . . .
O1 O 1.261(2) 0.3463(13) 0.5432(14) 0.057(4) Uani 1 1 d . U . . .
O2 O 0.9823(17) 0.3041(11) 0.5045(12) 0.044(3) Uani 1 1 d . U . . .
O3 O 0.6799(16) 0.3425(10) -0.2821(11) 0.037(3) Uani 1 1 d . U . . .
O4 O 0.4406(15) 0.3467(9) -0.1985(12) 0.035(3) Uani 1 1 d . U . . .
O5 O 0.8212(13) 0.0063(8) 0.2531(10) 0.026(2) Uani 1 1 d . U . . .
O6 O 1.0729(13) 0.0223(9) 0.1712(10) 0.026(2) Uani 1 1 d . U . . .
O7 O 0.4128(17) -0.0006(12) -0.4967(12) 0.047(3) Uani 1 1 d . U . . .
O8 O 0.1253(19) 0.0281(10) -0.5309(12) 0.042(3) Uani 1 1 d . U . . .
O9 O 1.0998(16) 0.2792(10) 0.7868(13) 0.038(3) Uani 1 1 d . U . . .
O10 O 1.5850(18) 0.5931(11) 0.7649(14) 0.043(3) Uani 1 1 d . U . . .
O11 O 1.254(3) 0.593(2) 0.515(2) 0.093(7) Uani 1 1 d . U . . .
C1 C 1.132(2) 0.3226(15) 0.4720(16) 0.038(4) Uani 1 1 d . U . . .
C2 C 1.168(2) 0.3100(12) 0.3432(15) 0.029(3) Uani 1 1 d . U . . .
C3 C 1.311(2) 0.3519(12) 0.3008(14) 0.027(3) Uani 1 1 d . U . . .
H3 H 1.3981 0.3831 0.3527 0.033 Uiso 1 1 calc R U . . .
C4 C 1.329(2) 0.3489(12) 0.1758(15) 0.029(3) Uani 1 1 d . U . . .
H4 H 1.4307 0.3756 0.1467 0.035 Uiso 1 1 calc R U . . .
C5 C 1.1971(19) 0.3066(12) 0.0996(14) 0.026(3) Uani 1 1 d . U . . .
H5 H 1.2076 0.3083 0.0182 0.031 Uiso 1 1 calc R U . . .
C6 C 1.0371(18) 0.2645(12) 0.2656(13) 0.021(3) Uani 1 1 d . U . . .
H6 H 0.9391 0.2353 0.2965 0.025 Uiso 1 1 calc R U . . .
C7 C 1.0469(17) 0.2610(11) 0.1398(11) 0.014(2) Uani 1 1 d . U . . .
C8 C 0.8995(16) 0.2188(10) 0.0600(11) 0.012(2) Uani 1 1 d . U . . .
C9 C 0.8207(17) 0.2748(10) -0.0344(11) 0.014(3) Uani 1 1 d . U . . .
H9 H 0.8684 0.3396 -0.0516 0.017 Uiso 1 1 calc R U . . .
C10 C 0.6714(17) 0.2390(10) -0.1065(12) 0.016(3) Uani 1 1 d . U . . .
C11 C 0.5916(17) 0.1442(11) -0.0771(12) 0.015(3) Uani 1 1 d . U . . .
C12 C 0.6719(19) 0.0863(11) 0.0172(12) 0.019(3) Uani 1 1 d . U . . .
H12 H 0.6203 0.0235 0.0376 0.023 Uiso 1 1 calc R U . . .
C13 C 0.8267(17) 0.1190(11) 0.0818(12) 0.016(3) Uani 1 1 d . U . . .
C14 C 0.5938(19) 0.3140(12) -0.2036(13) 0.020(3) Uani 1 1 d . U . . .
C15 C 0.9129(17) 0.0476(11) 0.1759(12) 0.015(3) Uani 1 1 d . U . . .
C16 C 0.4281(18) 0.1014(10) -0.1473(12) 0.016(3) Uani 1 1 d . U . . .
C17 C 0.4202(19) 0.0886(11) -0.2702(13) 0.019(3) Uani 1 1 d . U . . .
H17 H 0.5169 0.1059 -0.3110 0.023 Uiso 1 1 calc R U . . .
C18 C 0.2629(18) 0.0488(11) -0.3325(12) 0.018(3) Uani 1 1 d . U . . .
C19 C 0.122(2) 0.0231(12) -0.2709(15) 0.027(3) Uani 1 1 d . U . . .
H19 H 0.0197 -0.0035 -0.3118 0.033 Uiso 1 1 calc R U . . .
C20 C 0.130(2) 0.0362(12) -0.1492(14) 0.027(3) Uani 1 1 d . U . . .
H20 H 0.0322 0.0205 -0.1090 0.033 Uiso 1 1 calc R U . . .
C21 C 0.2842(19) 0.0726(12) -0.0870(14) 0.024(3) Uani 1 1 d . U . . .
H21 H 0.2916 0.0779 -0.0044 0.029 Uiso 1 1 calc R U . . .
C22 C 0.262(2) 0.0256(13) -0.4639(15) 0.027(3) Uani 1 1 d . 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
Cd1 O2 2.214(12) . ?
Cd1 O3 2.246(12) 1_556 ?
Cd1 O8 2.260(13) 2_655 ?
Cd1 O9 2.312(12) . ?
Cd1 O5 2.385(10) 2_756 ?
Cd1 O6 2.449(11) 2_756 ?
Cd2 O7 2.216(12) 2_755 ?
Cd2 O1 2.267(15) . ?
Cd2 O5 2.319(10) 2_756 ?
Cd2 O10 2.322(14) . ?
Cd2 O4 2.361(12) 1_656 ?
Cd2 O11 2.42(2) . ?
Cd2 O3 2.610(13) 1_656 ?
O1 C1 1.24(2) . ?
O2 C1 1.25(2) . ?
O3 C14 1.207(19) . ?
O3 Cd1 2.246(12) 1_554 ?
O3 Cd2 2.610(13) 1_454 ?
O4 C14 1.241(19) . ?
O4 Cd2 2.361(12) 1_454 ?
O5 C15 1.280(18) . ?
O5 Cd2 2.319(10) 2_746 ?
O5 Cd1 2.385(10) 2_746 ?
O6 C15 1.262(18) . ?
O6 Cd1 2.449(11) 2_746 ?
O7 C22 1.28(2) . ?
O7 Cd2 2.216(12) 2_745 ?
O8 C22 1.22(2) . ?
O8 Cd1 2.260(13) 2_645 ?
C1 C2 1.51(2) . ?
C2 C3 1.33(2) . ?
C2 C6 1.39(2) . ?
C3 C4 1.43(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.37(2) . ?
C4 H4 0.9300 . ?
C5 C7 1.395(19) . ?
C5 H5 0.9300 . ?
C6 C7 1.429(19) . ?
C6 H6 0.9300 . ?
C7 C8 1.467(18) . ?
C8 C9 1.371(19) . ?
C8 C13 1.419(19) . ?
C9 C10 1.405(19) . ?
C9 H9 0.9300 . ?
C10 C11 1.407(18) . ?
C10 C14 1.53(2) . ?
C11 C12 1.39(2) . ?
C11 C16 1.507(19) . ?
C12 C13 1.385(19) . ?
C12 H12 0.9300 . ?
C13 C15 1.499(19) . ?
C16 C21 1.39(2) . ?
C16 C17 1.39(2) . ?
C17 C18 1.42(2) . ?
C17 H17 0.9300 . ?
C18 C19 1.37(2) . ?
C18 C22 1.51(2) . ?
C19 C20 1.38(2) . ?
C19 H19 0.9300 . ?
C20 C21 1.38(2) . ?
C20 H20 0.9300 . ?
C21 H21 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
O2 Cd1 O3 104.2(5) . 1_556 ?
O2 Cd1 O8 84.0(5) . 2_655 ?
O3 Cd1 O8 105.5(5) 1_556 2_655 ?
O2 Cd1 O9 91.3(5) . . ?
O3 Cd1 O9 92.9(5) 1_556 . ?
O8 Cd1 O9 161.6(4) 2_655 . ?
O2 Cd1 O5 118.1(4) . 2_756 ?
O3 Cd1 O5 137.0(4) 1_556 2_756 ?
O8 Cd1 O5 87.0(4) 2_655 2_756 ?
O9 Cd1 O5 79.5(4) . 2_756 ?
O2 Cd1 O6 171.1(5) . 2_756 ?
O3 Cd1 O6 84.0(4) 1_556 2_756 ?
O8 Cd1 O6 90.5(4) 2_655 2_756 ?
O9 Cd1 O6 91.7(5) . 2_756 ?
O5 Cd1 O6 54.4(3) 2_756 2_756 ?
O7 Cd2 O1 92.5(6) 2_755 . ?
O7 Cd2 O5 151.2(5) 2_755 2_756 ?
O1 Cd2 O5 87.9(5) . 2_756 ?
O7 Cd2 O10 91.7(5) 2_755 . ?
O1 Cd2 O10 175.6(6) . . ?
O5 Cd2 O10 89.3(4) 2_756 . ?
O7 Cd2 O4 133.0(5) 2_755 1_656 ?
O1 Cd2 O4 84.0(6) . 1_656 ?
O5 Cd2 O4 75.7(4) 2_756 1_656 ?
O10 Cd2 O4 92.0(5) . 1_656 ?
O7 Cd2 O11 74.7(7) 2_755 . ?
O1 Cd2 O11 84.6(8) . . ?
O5 Cd2 O11 76.7(6) 2_756 . ?
O10 Cd2 O11 98.1(8) . . ?
O4 Cd2 O11 150.4(6) 1_656 . ?
O7 Cd2 O3 83.4(5) 2_755 1_656 ?
O1 Cd2 O3 94.0(6) . 1_656 ?
O5 Cd2 O3 125.3(4) 2_756 1_656 ?
O10 Cd2 O3 84.8(5) . 1_656 ?
O4 Cd2 O3 50.4(4) 1_656 1_656 ?
O11 Cd2 O3 158.0(6) . 1_656 ?
C1 O1 Cd2 149.3(16) . . ?
C1 O2 Cd1 109.9(11) . . ?
C14 O3 Cd1 148.2(11) . 1_554 ?
C14 O3 Cd2 88.7(10) . 1_454 ?
Cd1 O3 Cd2 111.4(5) 1_554 1_454 ?
C14 O4 Cd2 100.0(10) . 1_454 ?
C15 O5 Cd2 158.4(9) . 2_746 ?
C15 O5 Cd1 93.7(8) . 2_746 ?
Cd2 O5 Cd1 107.9(4) 2_746 2_746 ?
C15 O6 Cd1 91.1(8) . 2_746 ?
C22 O7 Cd2 147.5(12) . 2_745 ?
C22 O8 Cd1 120.9(11) . 2_645 ?
O1 C1 O2 122.4(18) . . ?
O1 C1 C2 116.4(17) . . ?
O2 C1 C2 121.0(15) . . ?
C3 C2 C6 119.8(15) . . ?
C3 C2 C1 122.0(15) . . ?
C6 C2 C1 117.7(14) . . ?
C2 C3 C4 120.3(15) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 119.6(13) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 C7 122.2(14) . . ?
C4 C5 H5 118.9 . . ?
C7 C5 H5 118.9 . . ?
C2 C6 C7 122.5(13) . . ?
C2 C6 H6 118.8 . . ?
C7 C6 H6 118.8 . . ?
C5 C7 C6 115.7(13) . . ?
C5 C7 C8 123.4(12) . . ?
C6 C7 C8 120.7(12) . . ?
C9 C8 C13 117.1(12) . . ?
C9 C8 C7 122.2(12) . . ?
C13 C8 C7 120.6(12) . . ?
C8 C9 C10 123.1(12) . . ?
C8 C9 H9 118.5 . . ?
C10 C9 H9 118.5 . . ?
C9 C10 C11 119.0(12) . . ?
C9 C10 C14 116.3(11) . . ?
C11 C10 C14 124.3(12) . . ?
C12 C11 C10 118.2(13) . . ?
C12 C11 C16 119.1(13) . . ?
C10 C11 C16 122.6(12) . . ?
C13 C12 C11 122.0(13) . . ?
C13 C12 H12 119.0 . . ?
C11 C12 H12 119.0 . . ?
C12 C13 C8 120.2(13) . . ?
C12 C13 C15 118.5(12) . . ?
C8 C13 C15 121.2(12) . . ?
O3 C14 O4 120.6(15) . . ?
O3 C14 C10 121.1(13) . . ?
O4 C14 C10 118.2(13) . . ?
O6 C15 O5 120.8(13) . . ?
O6 C15 C13 118.7(12) . . ?
O5 C15 C13 120.2(12) . . ?
C21 C16 C17 119.9(13) . . ?
C21 C16 C11 118.9(13) . . ?
C17 C16 C11 121.3(12) . . ?
C16 C17 C18 119.2(12) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C19 C18 C17 119.6(13) . . ?
C19 C18 C22 121.5(13) . . ?
C17 C18 C22 118.6(12) . . ?
C18 C19 C20 121.2(14) . . ?
C18 C19 H19 119.4 . . ?
C20 C19 H19 119.4 . . ?
C19 C20 C21 119.9(14) . . ?
C19 C20 H20 120.1 . . ?
C21 C20 H20 120.1 . . ?
C20 C21 C16 120.3(14) . . ?
C20 C21 H21 119.9 . . ?
C16 C21 H21 119.9 . . ?
O8 C22 O7 123.7(15) . . ?
O8 C22 C18 121.6(14) . . ?
O7 C22 C18 114.6(14) . . ?

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
Cd2 O1 C1 O2 -88(3) . . . . ?
Cd2 O1 C1 C2 95(3) . . . . ?
Cd1 O2 C1 O1 31(2) . . . . ?
Cd1 O2 C1 C2 -152.8(14) . . . . ?
O1 C1 C2 C3 -20(3) . . . . ?
O2 C1 C2 C3 163.8(17) . . . . ?
O1 C1 C2 C6 168.0(17) . . . . ?
O2 C1 C2 C6 -8(3) . . . . ?
C6 C2 C3 C4 -1(2) . . . . ?
C1 C2 C3 C4 -172.6(15) . . . . ?
C2 C3 C4 C5 3(2) . . . . ?
C3 C4 C5 C7 -3(2) . . . . ?
C3 C2 C6 C7 0(2) . . . . ?
C1 C2 C6 C7 171.8(14) . . . . ?
C4 C5 C7 C6 2(2) . . . . ?
C4 C5 C7 C8 177.4(14) . . . . ?
C2 C6 C7 C5 0(2) . . . . ?
C2 C6 C7 C8 -175.7(14) . . . . ?
C5 C7 C8 C9 -49.7(19) . . . . ?
C6 C7 C8 C9 125.4(14) . . . . ?
C5 C7 C8 C13 133.6(14) . . . . ?
C6 C7 C8 C13 -51.3(18) . . . . ?
C13 C8 C9 C10 1.7(18) . . . . ?
C7 C8 C9 C10 -175.1(11) . . . . ?
C8 C9 C10 C11 3.8(18) . . . . ?
C8 C9 C10 C14 176.6(12) . . . . ?
C9 C10 C11 C12 -4.6(18) . . . . ?
C14 C10 C11 C12 -176.8(13) . . . . ?
C9 C10 C11 C16 178.3(12) . . . . ?
C14 C10 C11 C16 6(2) . . . . ?
C10 C11 C12 C13 0(2) . . . . ?
C16 C11 C12 C13 177.1(12) . . . . ?
C11 C12 C13 C8 6(2) . . . . ?
C11 C12 C13 C15 -175.1(12) . . . . ?
C9 C8 C13 C12 -6.5(17) . . . . ?
C7 C8 C13 C12 170.4(12) . . . . ?
C9 C8 C13 C15 174.5(12) . . . . ?
C7 C8 C13 C15 -8.6(18) . . . . ?
Cd1 O3 C14 O4 136.3(18) 1_554 . . . ?
Cd2 O3 C14 O4 5.2(15) 1_454 . . . ?
Cd1 O3 C14 C10 -42(3) 1_554 . . . ?
Cd2 O3 C14 C10 -173.4(12) 1_454 . . . ?
Cd2 O4 C14 O3 -5.8(17) 1_454 . . . ?
Cd2 O4 C14 C10 172.8(10) 1_454 . . . ?
C9 C10 C14 O3 61.5(19) . . . . ?
C11 C10 C14 O3 -126.1(15) . . . . ?
C9 C10 C14 O4 -117.1(14) . . . . ?
C11 C10 C14 O4 55(2) . . . . ?
Cd1 O6 C15 O5 0.8(14) 2_746 . . . ?
Cd1 O6 C15 C13 -173.4(11) 2_746 . . . ?
Cd2 O5 C15 O6 -177.5(19) 2_746 . . . ?
Cd1 O5 C15 O6 -0.8(14) 2_746 . . . ?
Cd2 O5 C15 C13 -3(4) 2_746 . . . ?
Cd1 O5 C15 C13 173.3(11) 2_746 . . . ?
C12 C13 C15 O6 124.9(14) . . . . ?
C8 C13 C15 O6 -56.1(18) . . . . ?
C12 C13 C15 O5 -49.3(19) . . . . ?
C8 C13 C15 O5 129.8(13) . . . . ?
C12 C11 C16 C21 54.5(18) . . . . ?
C10 C11 C16 C21 -128.4(14) . . . . ?
C12 C11 C16 C17 -124.4(15) . . . . ?
C10 C11 C16 C17 52.7(19) . . . . ?
C21 C16 C17 C18 2(2) . . . . ?
C11 C16 C17 C18 -179.5(13) . . . . ?
C16 C17 C18 C19 0(2) . . . . ?
C16 C17 C18 C22 -174.3(13) . . . . ?
C17 C18 C19 C20 1(2) . . . . ?
C22 C18 C19 C20 174.3(15) . . . . ?
C18 C19 C20 C21 -2(2) . . . . ?
C19 C20 C21 C16 3(2) . . . . ?
C17 C16 C21 C20 -3(2) . . . . ?
C11 C16 C21 C20 177.9(13) . . . . ?
Cd1 O8 C22 O7 43(2) 2_645 . . . ?
Cd1 O8 C22 C18 -133.9(13) 2_645 . . . ?
Cd2 O7 C22 O8 15(4) 2_745 . . . ?
Cd2 O7 C22 C18 -168.0(16) 2_745 . . . ?
C19 C18 C22 O8 33(2) . . . . ?
C17 C18 C22 O8 -153.3(15) . . . . ?
C19 C18 C22 O7 -144.3(16) . . . . ?
C17 C18 C22 O7 30(2) . . . . ?

_refine_diff_density_max         2.172
_refine_diff_density_min         -2.250
_refine_diff_density_rms         0.440

####################################################################### 
# 
# 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_7
_database_code_depnum_ccdc_archive 'CCDC 1449094'
_audit_update_record             
;
2016-06-16 deposited with the CCDC.
2016-06-16 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         ?
_chemical_formula_sum            'C11 H7 O5 Pb'
_chemical_formula_weight         426.36

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pb Pb -3.3944 10.1111 '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                   6.8810(10)
_cell_length_b                   7.7133(11)
_cell_length_c                   9.8423(14)
_cell_angle_alpha                94.799(2)
_cell_angle_beta                 98.494(2)
_cell_angle_gamma                96.112(2)
_cell_volume                     511.09(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1911
_cell_measurement_theta_min      3.23
_cell_measurement_theta_max      28.27

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.757
_exptl_crystal_F_000             390
_exptl_transmission_factor_min   0.130
_exptl_transmission_factor_max   0.267
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    16.511
_shelx_estimated_absorpt_T_min   0.155
_shelx_estimated_absorpt_T_max   0.352
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            2508
_diffrn_reflns_av_unetI/netI     0.0424
_diffrn_reflns_av_R_equivalents  0.0214
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         2.103
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        24.997
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.973
_reflns_number_total             1750
_reflns_number_gt                1634
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.2192P)²+0.8072P] 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         1750
_refine_ls_number_parameters     142
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.0723
_refine_ls_R_factor_gt           0.0543
_refine_ls_wR_factor_ref         0.2409
_refine_ls_wR_factor_gt          0.1571
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.052
_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
Pb1 Pb 0.23197(7) 0.61715(6) 0.43685(5) 0.0201(4) Uani 1 1 d . . . . .
O1 O 0.4586(17) 0.5614(16) 0.6321(14) 0.021(3) Uani 1 1 d . U . . .
O2 O 0.1563(17) 0.4981(19) 0.6790(14) 0.029(3) Uani 1 1 d . . . . .
O3 O 0.190(2) -0.1338(19) 0.5901(16) 0.035(3) Uani 1 1 d . U . . .
O4 O -0.123(2) -0.252(2) 0.590(2) 0.048(5) Uani 1 1 d . . . . .
O5 O 0.541(2) 0.839(2) 0.442(2) 0.044(4) Uani 1 1 d . . . . .
C1 C 0.335(3) 0.513(2) 0.714(2) 0.024(4) Uani 1 1 d . . . . .
C2 C 0.417(2) 0.494(2) 0.8584(18) 0.013(3) Uani 1 1 d . U . . .
C3 C 0.599(2) 0.602(2) 0.9122(18) 0.018(3) Uani 1 1 d . U . . .
H3 H 0.6654 0.6661 0.8536 0.021 Uiso 1 1 calc R U . . .
C4 C 0.321(2) 0.389(2) 0.9463(17) 0.016(3) Uani 1 1 d . U . . .
C5 C 0.1408(12) 0.2615(12) 0.8896(11) 0.015(3) Uani 1 1 d G U . . .
C6 C -0.0327(15) 0.2682(12) 0.9455(10) 0.018(4) Uani 1 1 d G U . . .
H6 H -0.0401 0.3560 1.0146 0.022 Uiso 1 1 calc R U . . .
C7 C -0.1951(12) 0.1435(14) 0.8982(12) 0.026(4) Uani 1 1 d G U . . .
H7 H -0.3111 0.1480 0.9356 0.031 Uiso 1 1 calc R U . . .
C8 C -0.1840(12) 0.0122(13) 0.7949(12) 0.028(4) Uani 1 1 d G . . . .
H8 H -0.2926 -0.0712 0.7632 0.034 Uiso 1 1 calc R U . . .
C9 C -0.0105(15) 0.0055(13) 0.7390(11) 0.021(4) Uani 1 1 d G . . . .
C10 C 0.1518(12) 0.1301(13) 0.7864(11) 0.015(3) Uani 1 1 d G . . . .
H10 H 0.2679 0.1256 0.7490 0.018 Uiso 1 1 calc R U . . .
C11 C 0.017(3) -0.135(3) 0.630(2) 0.023(4) Uani 1 1 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
Pb1 O1 2.388(13) . ?
Pb1 O3 2.410(14) 1_565 ?
Pb1 O5 2.578(15) . ?
Pb1 O2 2.725(14) . ?
O1 C1 1.30(2) . ?
O2 C1 1.22(2) . ?
O3 C11 1.31(2) . ?
O3 Pb1 2.410(14) 1_545 ?
O4 C11 1.24(3) . ?
C1 C2 1.48(3) . ?
C2 C4 1.41(2) . ?
C2 C3 1.43(2) . ?
C3 C4 1.41(2) 2_667 ?
C3 H3 0.9300 . ?
C4 C3 1.41(2) 2_667 ?
C4 C5 1.505(17) . ?
C5 C6 1.3900 . ?
C5 C10 1.3900 . ?
C6 C7 1.3900 . ?
C6 H6 0.9300 . ?
C7 C8 1.3900 . ?
C7 H7 0.9300 . ?
C8 C9 1.3900 . ?
C8 H8 0.9300 . ?
C9 C10 1.3900 . ?
C9 C11 1.506(19) . ?
C10 H10 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
O1 Pb1 O3 82.3(5) . 1_565 ?
O1 Pb1 O5 74.9(5) . . ?
O3 Pb1 O5 74.3(5) 1_565 . ?
O1 Pb1 O2 50.7(4) . . ?
O3 Pb1 O2 72.2(5) 1_565 . ?
O5 Pb1 O2 118.3(5) . . ?
C1 O1 Pb1 100.1(11) . . ?
C1 O2 Pb1 86.4(12) . . ?
C11 O3 Pb1 116.0(12) . 1_545 ?
O2 C1 O1 122.7(19) . . ?
O2 C1 C2 119.2(17) . . ?
O1 C1 C2 117.8(17) . . ?
C4 C2 C3 119.8(16) . . ?
C4 C2 C1 124.8(15) . . ?
C3 C2 C1 115.2(15) . . ?
C4 C3 C2 120.4(16) 2_667 . ?
C4 C3 H3 119.8 2_667 . ?
C2 C3 H3 119.8 . . ?
C3 C4 C2 119.8(15) 2_667 . ?
C3 C4 C5 119.3(14) 2_667 . ?
C2 C4 C5 120.9(14) . . ?
C6 C5 C10 120.0 . . ?
C6 C5 C4 120.3(8) . . ?
C10 C5 C4 119.6(8) . . ?
C5 C6 C7 120.0 . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C8 C7 C6 120.0 . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
C7 C8 C9 120.0 . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C8 C9 C10 120.0 . . ?
C8 C9 C11 123.6(10) . . ?
C10 C9 C11 116.3(10) . . ?
C9 C10 C5 120.0 . . ?
C9 C10 H10 120.0 . . ?
C5 C10 H10 120.0 . . ?
O4 C11 O3 123.7(18) . . ?
O4 C11 C9 117.7(16) . . ?
O3 C11 C9 118.5(16) . . ?

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
Pb1 O2 C1 O1 -3.3(17) . . . . ?
Pb1 O2 C1 C2 170.7(15) . . . . ?
Pb1 O1 C1 O2 4(2) . . . . ?
Pb1 O1 C1 C2 -170.2(13) . . . . ?
O2 C1 C2 C4 28(3) . . . . ?
O1 C1 C2 C4 -157.3(16) . . . . ?
O2 C1 C2 C3 -146.3(17) . . . . ?
O1 C1 C2 C3 28(2) . . . . ?
C4 C2 C3 C4 -3(3) . . . 2_667 ?
C1 C2 C3 C4 172.0(15) . . . 2_667 ?
C3 C2 C4 C3 3(2) . . . 2_667 ?
C1 C2 C4 C3 -171.5(15) . . . 2_667 ?
C3 C2 C4 C5 -173.9(12) . . . . ?
C1 C2 C4 C5 12(2) . . . . ?
C3 C4 C5 C6 57.4(16) 2_667 . . . ?
C2 C4 C5 C6 -125.8(13) . . . . ?
C3 C4 C5 C10 -119.0(13) 2_667 . . . ?
C2 C4 C5 C10 57.8(17) . . . . ?
C10 C5 C6 C7 0.0 . . . . ?
C4 C5 C6 C7 -176.3(12) . . . . ?
C5 C6 C7 C8 0.0 . . . . ?
C6 C7 C8 C9 0.0 . . . . ?
C7 C8 C9 C10 0.0 . . . . ?
C7 C8 C9 C11 177.9(14) . . . . ?
C8 C9 C10 C5 0.0 . . . . ?
C11 C9 C10 C5 -178.0(13) . . . . ?
C6 C5 C10 C9 0.0 . . . . ?
C4 C5 C10 C9 176.3(12) . . . . ?
Pb1 O3 C11 O4 -3(3) 1_545 . . . ?
Pb1 O3 C11 C9 172.9(11) 1_545 . . . ?
C8 C9 C11 O4 0(2) . . . . ?
C10 C9 C11 O4 177.5(15) . . . . ?
C8 C9 C11 O3 -176.6(12) . . . . ?
C10 C9 C11 O3 1(2) . . . . ?

_refine_diff_density_max         4.855
_refine_diff_density_min         -5.313
_refine_diff_density_rms         0.974

