# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_c:\bath1724

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H8 O8 Pb2'
_chemical_formula_sum            'C20 H8 O8 Pb2'
_chemical_formula_weight         790.64

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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.3790(4)
_cell_length_b                   10.0130(3)
_cell_length_c                   10.3180(4)
_cell_angle_alpha                100.148(3)
_cell_angle_beta                 91.407(3)
_cell_angle_gamma                107.941(3)
_cell_volume                     904.22(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5621
_cell_measurement_theta_min      2.92
_cell_measurement_theta_max      31.58

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.904
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             712
_exptl_absorpt_coefficient_mu    18.645
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4877
_exptl_absorpt_correction_T_max  0.7469
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 The four highest residual peaks in the electron density 
difference map (2.8-2.0 eA-3) are close the position of the
Pb atom (0.95 A). 

;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.77490
_diffrn_radiation_type           synchrotron
_diffrn_radiation_source         synchrotron
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13225
_diffrn_reflns_av_R_equivalents  0.0847
_diffrn_reflns_av_sigmaI/netI    0.1217
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.92
_diffrn_reflns_theta_max         31.58
_reflns_number_total             5621
_reflns_number_gt                3486
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'POV-Ray, version 3.6, 2004'
_computing_publication_material  'ENCIFER 4.1 (CCDC)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. The single alert level A is 
 likely an artifact resulting from the synchrotron radiation source as 
 sufficient data completeness was achieved. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0122P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5621
_refine_ls_number_parameters     256
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0987
_refine_ls_R_factor_gt           0.0505
_refine_ls_wR_factor_ref         0.1203
_refine_ls_wR_factor_gt          0.1064
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 0.77693(5) 0.39552(4) 0.04164(4) 0.02338(12) Uani 1 1 d . . .
O1 O 0.9238(9) 0.5489(7) -0.1004(8) 0.0223(17) Uani 1 1 d . . .
C1 C 0.8629(12) 0.6462(10) -0.0650(11) 0.020(2) Uani 1 1 d . . .
Pb2 Pb 0.44295(5) 1.03023(4) -0.18227(4) 0.02540(13) Uani 1 1 d . . .
O2 O 0.7682(10) 0.6380(8) 0.0187(8) 0.0255(18) Uani 1 1 d . . .
C2 C 0.9027(12) 0.7736(10) -0.1319(11) 0.021(2) Uani 1 1 d . . .
O4 O 0.8673(9) 1.2387(7) -0.1242(7) 0.0226(16) Uani 1 1 d . . .
C3 C 0.8376(12) 0.8810(10) -0.0952(10) 0.018(2) Uani 1 1 d . . .
H3 H 0.7671 0.8717 -0.0301 0.022 Uiso 1 1 calc R . .
O3 O 0.6786(9) 1.0791(7) -0.0559(7) 0.0202(15) Uani 1 1 d . . .
C4 C 0.8741(13) 1.0004(10) -0.1520(11) 0.020(2) Uani 1 1 d . . .
O5 O 0.5519(9) 0.8910(8) -0.3267(8) 0.0259(17) Uani 1 1 d . . .
C5 C 0.9790(12) 1.0169(10) -0.2469(11) 0.019(2) Uani 1 1 d . . .
H5 H 1.0040 1.0994 -0.2860 0.023 Uiso 1 1 calc R . .
O6 O 0.4482(10) 0.7693(9) -0.1769(9) 0.035(2) Uani 1 1 d . . .
C6 C 1.0471(12) 0.9104(10) -0.2841(11) 0.020(2) Uani 1 1 d . . .
O7 O 0.5717(9) 0.3251(7) -0.1280(8) 0.0227(16) Uani 1 1 d . . .
C7 C 1.0080(12) 0.7894(10) -0.2264(10) 0.018(2) Uani 1 1 d . . .
H7 H 1.0534 0.7171 -0.2515 0.022 Uiso 1 1 calc R . .
O8 O 0.5730(10) 0.1891(8) -0.3224(8) 0.0288(19) Uani 1 1 d . . .
C8 C 1.1496(14) 0.9262(11) -0.3834(11) 0.025(2) Uani 1 1 d . . .
C9 C 1.2460(6) 0.9411(5) -0.4603(5) 0.035(3) Uani 1 1 d . . .
H9 H 1.3218 0.9528 -0.5207 0.042 Uiso 1 1 calc R . .
C10 C 0.8021(6) 1.1148(5) -0.1102(5) 0.019(2) Uani 1 1 d R . .
C11 C 0.5871(6) 0.3094(5) -0.2524(5) 0.018(2) Uani 1 1 d R . .
C12 C 0.6177(6) 0.4347(5) -0.3145(5) 0.034(3) Uani 1 1 d R . .
C13 C 0.5655(6) 0.5464(5) -0.2657(5) 0.023(2) Uani 1 1 d R . .
H13 H 0.5144 0.5442 -0.1873 0.027 Uiso 1 1 calc R . .
C14 C 0.5855(12) 0.6619(10) -0.3279(11) 0.019(2) Uani 1 1 d . . .
C15 C 0.6780(12) 0.6753(9) -0.4324(10) 0.019(2) Uani 1 1 d . . .
H15 H 0.6976 0.7572 -0.4720 0.023 Uiso 1 1 calc R . .
C16 C 0.7409(14) 0.5699(11) -0.4781(11) 0.027(3) Uani 1 1 d . . .
C17 C 0.7071(14) 0.4461(11) -0.4248(10) 0.024(2) Uani 1 1 d . . .
H17 H 0.7433 0.3700 -0.4614 0.029 Uiso 1 1 calc R . .
C18 C 0.8418(14) 0.5870(11) -0.5857(11) 0.025(2) Uani 1 1 d . . .
C19 C 0.9258(10) 0.6094(8) -0.6666(8) 0.030(3) Uani 1 1 d . . .
H19 H 0.9943 0.6276 -0.7326 0.036 Uiso 1 1 calc R . .
C20 C 0.5244(10) 0.7809(8) -0.2746(8) 0.022(2) Uani 1 1 d R . .


_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 O7 2.414(8) . ?
Pb1 O1 2.448(7) . ?
Pb1 O4 2.461(7) 1_545 ?
Pb1 O2 2.506(7) . ?
Pb1 O1 2.719(8) 2_765 ?
O1 C1 1.279(12) . ?
O1 Pb1 2.719(8) 2_765 ?
C1 O2 1.248(13) . ?
C1 C2 1.508(13) . ?
Pb2 O5 2.330(8) . ?
Pb2 O3 2.407(8) . ?
Pb2 O8 2.410(7) 1_565 ?
Pb2 O6 2.639(8) . ?
C2 C3 1.396(14) . ?
C2 C7 1.398(14) . ?
O4 C10 1.239(8) . ?
O4 Pb1 2.461(7) 1_565 ?
C3 C4 1.377(13) . ?
C3 H3 0.9500 . ?
O3 C10 1.277(9) . ?
C4 C5 1.400(14) . ?
C4 C10 1.507(11) . ?
O5 C20 1.269(10) . ?
C5 C6 1.407(14) . ?
C5 H5 0.9500 . ?
O6 C20 1.252(11) . ?
C6 C7 1.396(12) . ?
C6 C8 1.419(15) . ?
O7 C11 1.283(9) . ?
C7 H7 0.9500 . ?
O8 C11 1.257(9) . ?
O8 Pb2 2.410(7) 1_545 ?
C8 C9 1.209(13) . ?
C9 H9 0.9500 . ?
C11 C12 1.4620 . ?
C12 C13 1.3763 . ?
C12 C17 1.430(11) . ?
C13 C14 1.386(10) . ?
C13 H13 0.9500 . ?
C14 C15 1.399(14) . ?
C14 C20 1.503(12) . ?
C15 C16 1.380(15) . ?
C15 H15 0.9500 . ?
C16 C17 1.395(14) . ?
C16 C18 1.475(16) . ?
C17 H17 0.9500 . ?
C18 C19 1.166(14) . ?
C19 H19 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O7 Pb1 O1 86.9(3) . . ?
O7 Pb1 O4 80.5(3) . 1_545 ?
O1 Pb1 O4 73.8(2) . 1_545 ?
O7 Pb1 O2 80.6(3) . . ?
O1 Pb1 O2 53.3(2) . . ?
O4 Pb1 O2 124.4(2) 1_545 . ?
O7 Pb1 O1 147.3(2) . 2_765 ?
O1 Pb1 O1 69.5(3) . 2_765 ?
O4 Pb1 O1 71.5(3) 1_545 2_765 ?
O2 Pb1 O1 101.2(2) . 2_765 ?
C1 O1 Pb1 92.7(6) . . ?
C1 O1 Pb1 120.0(6) . 2_765 ?
Pb1 O1 Pb1 110.5(3) . 2_765 ?
O2 C1 O1 123.1(8) . . ?
O2 C1 C2 118.6(9) . . ?
O1 C1 C2 118.2(9) . . ?
O5 Pb2 O3 80.5(3) . . ?
O5 Pb2 O8 76.1(2) . 1_565 ?
O3 Pb2 O8 88.8(3) . 1_565 ?
O5 Pb2 O6 52.0(2) . . ?
O3 Pb2 O6 78.5(3) . . ?
O8 Pb2 O6 127.8(3) 1_565 . ?
C1 O2 Pb1 90.8(6) . . ?
C3 C2 C7 119.1(9) . . ?
C3 C2 C1 119.3(9) . . ?
C7 C2 C1 121.5(9) . . ?
C10 O4 Pb1 106.1(5) . 1_565 ?
C4 C3 C2 120.9(9) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C10 O3 Pb2 120.2(5) . . ?
C3 C4 C5 120.4(9) . . ?
C3 C4 C10 119.7(9) . . ?
C5 C4 C10 119.9(8) . . ?
C20 O5 Pb2 100.3(6) . . ?
C4 C5 C6 119.5(9) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C20 O6 Pb2 86.2(5) . . ?
C7 C6 C5 119.4(9) . . ?
C7 C6 C8 121.6(10) . . ?
C5 C6 C8 119.0(9) . . ?
C11 O7 Pb1 124.5(5) . . ?
C6 C7 C2 120.7(9) . . ?
C6 C7 H7 119.6 . . ?
C2 C7 H7 119.6 . . ?
C11 O8 Pb2 101.5(5) . 1_545 ?
C9 C8 C6 174.7(12) . . ?
C8 C9 H9 180.0 . . ?
O4 C10 O3 123.2(6) . . ?
O4 C10 C4 119.3(6) . . ?
O3 C10 C4 117.4(6) . . ?
O8 C11 O7 121.8(6) . . ?
O8 C11 C12 119.4(4) . . ?
O7 C11 C12 118.7(4) . . ?
C13 C12 C17 118.5(5) . . ?
C13 C12 C11 120.9 . . ?
C17 C12 C11 120.6(5) . . ?
C12 C13 C14 121.7(5) . . ?
C12 C13 H13 119.2 . . ?
C14 C13 H13 119.2 . . ?
C13 C14 C15 119.3(8) . . ?
C13 C14 C20 120.7(8) . . ?
C15 C14 C20 119.6(8) . . ?
C16 C15 C14 120.2(9) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C15 C16 C17 120.3(10) . . ?
C15 C16 C18 119.8(9) . . ?
C17 C16 C18 119.9(10) . . ?
C16 C17 C12 119.5(9) . . ?
C16 C17 H17 120.3 . . ?
C12 C17 H17 120.3 . . ?
C19 C18 C16 175.7(11) . . ?
C18 C19 H19 180.0 . . ?
O6 C20 O5 121.3(8) . . ?
O6 C20 C14 118.3(7) . . ?
O5 C20 C14 120.4(8) . . ?

_diffrn_measured_fraction_theta_max 0.928
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         2.821
_refine_diff_density_min         -2.454
_refine_diff_density_rms         0.327
_database_code_depnum_ccdc_archive 'CCDC 1007987'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_c:\monoi2

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C22 H14 O9 Pb2), H2 O'
_chemical_formula_sum            'C44 H30 O19 Pb4'
_chemical_formula_weight         1691.44

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'I 2'
_symmetry_space_group_name_Hall  'I 2y'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'

_cell_length_a                   9.988(2)
_cell_length_b                   17.698(4)
_cell_length_c                   12.489(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.59(3)
_cell_angle_gamma                90.00
_cell_volume                     2197.1(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    149.9(2)
_cell_measurement_reflns_used    6268
_cell_measurement_theta_min      3.2550
_cell_measurement_theta_max      28.3930

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.557
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1548
_exptl_absorpt_coefficient_mu    15.361
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.36548
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
  The structure was solved and refined in space group
I2 a non-standard setting of C2.
 The four highest residual peaks in the electron density 
difference map (2.3 - 1.4 eA-3) are close the position of the
Pb atom (0.6 - 0.8 A). 
 
;

_diffrn_ambient_temperature      149.9(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.3795
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            24817
_diffrn_reflns_av_R_equivalents  0.0909
_diffrn_reflns_av_sigmaI/netI    0.0879
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.75
_diffrn_reflns_theta_max         29.59
_reflns_number_total             5531
_reflns_number_gt                4802
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'POV-Ray, version 3.6, 2004'
_computing_publication_material  'ENCIFER 4.1 (CCDC)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. Structure was refined as a twin 
 (BASF =0.379). The thermal elipsoids of C4 C5 C6 C7 C8 C9 were constrained to
 that of C3 as were C15 C16 C17 C18 C19 C20 C11 C12 C13 to C14. Despite several 
 attempts to solve the structure in a number of higher-symmetry space groups, no
 other suitable solutions were obtained. Consequently, I 2 symmetry has been
 retained despite ADDSYM alerts.    
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0263P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.379(15)
_refine_ls_number_reflns         5531
_refine_ls_number_parameters     207
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0594
_refine_ls_R_factor_gt           0.0479
_refine_ls_wR_factor_ref         0.0908
_refine_ls_wR_factor_gt          0.0846
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb2 Pb 0.09669(4) 1.02306(2) 0.84854(3) 0.01744(14) Uani 1 1 d . . .
Pb1 Pb 0.89094(4) 0.86186(2) 0.64158(3) 0.01714(14) Uani 1 1 d . . .
C18 C 0.5990(12) 0.7009(10) 0.8627(10) 0.0180(9) Uani 1 1 d . . .
C8 C 0.4108(12) 1.1912(10) 0.6311(9) 0.0198(11) Uani 1 1 d . . .
O1 O 0.7644(9) 0.9780(6) 0.6549(6) 0.0134(19) Uani 1 1 d . . .
O4 O 0.0571(10) 0.9753(6) 0.6492(8) 0.020(2) Uani 1 1 d . . .
O8 O 0.3547(7) 1.0216(8) 0.8706(5) 0.0217(18) Uani 1 1 d . . .
O2 O 0.6450(8) 0.8719(6) 0.6258(6) 0.0166(19) Uani 1 1 d . . .
O7 O 0.2386(9) 0.9195(6) 0.8448(7) 0.021(2) Uani 1 1 d . . .
O5 O 0.9477(9) 0.9184(6) 0.8558(7) 0.017(2) Uani 1 1 d . . .
C14 C 0.7172(12) 0.9013(7) 0.8902(9) 0.0180(9) Uani 1 1 d . . .
C2 C 0.5249(13) 0.9889(8) 0.6292(10) 0.014(2) Uani 1 1 d . . .
C15 C 0.7187(14) 0.8244(8) 0.8833(9) 0.0180(9) Uani 1 1 d . . .
H15 H 0.8018 0.7980 0.8878 0.022 Uiso 1 1 calc R . .
C12 C 0.4775(15) 0.9054(9) 0.8685(10) 0.0180(9) Uani 1 1 d . . .
C5 C 0.2853(13) 1.0702(8) 0.6166(10) 0.0198(11) Uani 1 1 d . . .
H5 H 0.2035 1.0979 0.6142 0.024 Uiso 1 1 calc R . .
C17 C 0.4713(14) 0.8270(8) 0.8621(10) 0.0180(9) Uani 1 1 d . . .
H17 H 0.3868 0.8019 0.8532 0.022 Uiso 1 1 calc R . .
C13 C 0.5985(13) 0.9418(9) 0.8854(10) 0.0180(9) Uani 1 1 d . . .
H13 H 0.6010 0.9951 0.8938 0.022 Uiso 1 1 calc R . .
O6 O 0.8546(8) 1.0067(5) 0.9540(6) 0.019(2) Uani 1 1 d . . .
C3 C 0.5275(15) 1.0669(9) 0.6376(11) 0.0198(11) Uani 1 1 d . . .
H3 H 0.6112 1.0925 0.6504 0.024 Uiso 1 1 calc R . .
O3 O 0.1398(8) 0.8892(5) 0.5486(6) 0.014(2) Uani 1 1 d . . .
C7 C 0.4008(13) 0.9510(9) 0.6141(11) 0.0198(11) Uani 1 1 d . . .
H7 H 0.3983 0.8976 0.6072 0.024 Uiso 1 1 calc R . .
C16 C 0.5951(13) 0.7840(9) 0.8693(10) 0.0180(9) Uani 1 1 d . . .
C4 C 0.4091(13) 1.1079(9) 0.6274(11) 0.0198(11) Uani 1 1 d . . .
C20 C 0.8481(11) 0.9434(8) 0.9025(8) 0.0180(9) Uani 1 1 d . . .
C1 C 0.6521(13) 0.9428(8) 0.6363(8) 0.018(3) Uani 1 1 d . . .
C11 C 0.3515(12) 0.9511(8) 0.8629(8) 0.0180(9) Uani 1 1 d . . .
C9 C 0.3991(5) 1.2591(3) 0.6379(4) 0.0198(11) Uani 1 1 d . . .
H9 H 0.3900 1.3124 0.6432 0.024 Uiso 1 1 calc R . .
C19 C 0.5988(5) 0.6409(3) 0.8718(4) 0.0180(9) Uani 1 1 d R . .
H19 H 0.5986 0.5876 0.8800 0.022 Uiso 1 1 calc R . .
C10 C 0.1515(5) 0.9511(3) 0.5999(4) 0.021(3) Uani 1 1 d R . .
O10 O 1.0000(5) 0.6248(3) 0.5000(4) 0.035(3) Uani 1 2 d SRD . .
O9 O 0.8192(5) 0.7283(3) 0.5607(4) 0.052(3) Uani 1 1 d RD . .
C6 C 0.2835(5) 0.9915(3) 0.6093(4) 0.0198(11) Uani 1 1 d R . .
C21 C 0.6843(5) 0.7152(3) 0.5000(4) 0.078(6) Uani 1 1 d R . .
H21A H 0.6201 0.7542 0.5199 0.094 Uiso 1 1 calc R . .
H21B H 0.6495 0.6651 0.5189 0.094 Uiso 1 1 calc R . .
C22 C 0.6970(19) 0.7188(10) 0.3775(11) 0.071(6) Uani 1 1 d . . .
H22A H 0.7349 0.7678 0.3595 0.106 Uiso 1 1 calc R . .
H22B H 0.6078 0.7128 0.3381 0.106 Uiso 1 1 calc R . .
H22C H 0.7562 0.6782 0.3573 0.106 Uiso 1 1 calc R . .
H8 H 0.891(12) 0.693(8) 0.558(5) 0.10(6) Uiso 1 1 d D . .
H10 H 0.939(9) 0.592(5) 0.458(8) 0.04(4) Uiso 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pb2 O7 2.321(11) . ?
Pb2 O5 2.384(10) 1_455 ?
Pb2 O6 2.483(7) 2_657 ?
Pb2 O8 2.565(7) . ?
Pb2 O4 2.623(10) . ?
Pb1 O3 2.414(7) 2_656 ?
Pb1 O1 2.427(10) . ?
Pb1 O2 2.451(8) . ?
Pb1 O4 2.601(11) 1_655 ?
Pb1 O9 2.641(5) . ?
Pb1 O5 2.861(9) . ?
C18 C19 1.066(18) . ?
C18 C16 1.47(2) . ?
C8 C9 1.212(19) . ?
C8 C4 1.48(2) . ?
O1 C1 1.285(15) . ?
O4 C10 1.251(12) . ?
O4 Pb1 2.601(11) 1_455 ?
O8 C11 1.251(19) . ?
O2 C1 1.262(17) . ?
O7 C11 1.259(15) . ?
O5 C20 1.280(14) . ?
O5 Pb2 2.384(10) 1_655 ?
C14 C15 1.365(15) . ?
C14 C13 1.381(18) . ?
C14 C20 1.500(16) . ?
C2 C3 1.385(15) . ?
C2 C7 1.406(18) . ?
C2 C1 1.506(19) . ?
C15 C16 1.423(18) . ?
C15 H15 0.9500 . ?
C12 C13 1.368(19) . ?
C12 C17 1.391(16) . ?
C12 C11 1.49(2) . ?
C5 C6 1.396(14) . ?
C5 C4 1.399(18) . ?
C5 H5 0.9500 . ?
C17 C16 1.45(2) . ?
C17 H17 0.9500 . ?
C13 H13 0.9500 . ?
O6 C20 1.291(15) . ?
O6 Pb2 2.483(7) 2_657 ?
C3 C4 1.38(2) . ?
C3 H3 0.9500 . ?
O3 C10 1.268(10) . ?
O3 Pb1 2.414(7) 2_656 ?
C7 C6 1.369(15) . ?
C7 H7 0.9500 . ?
C9 H9 0.9500 . ?
C19 H19 0.9500 . ?
C10 C6 1.4947 . ?
O10 H10 0.961(18) . ?
O9 C21 1.4981 . ?
O9 H8 0.954(10) . ?
C21 C22 1.549(15) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O7 Pb2 O5 76.8(4) . 1_455 ?
O7 Pb2 O6 82.4(3) . 2_657 ?
O5 Pb2 O6 86.2(3) 1_455 2_657 ?
O7 Pb2 O8 52.0(4) . . ?
O5 Pb2 O8 127.7(4) 1_455 . ?
O6 Pb2 O8 78.1(2) 2_657 . ?
O7 Pb2 O4 76.3(3) . . ?
O5 Pb2 O4 75.5(3) 1_455 . ?
O6 Pb2 O4 154.4(3) 2_657 . ?
O8 Pb2 O4 99.0(3) . . ?
O3 Pb1 O1 83.1(3) 2_656 . ?
O3 Pb1 O2 82.9(3) 2_656 . ?
O1 Pb1 O2 54.5(3) . . ?
O3 Pb1 O4 84.3(3) 2_656 1_655 ?
O1 Pb1 O4 71.2(4) . 1_655 ?
O2 Pb1 O4 125.3(3) . 1_655 ?
O3 Pb1 O9 78.4(2) 2_656 . ?
O1 Pb1 O9 131.3(2) . . ?
O2 Pb1 O9 78.6(3) . . ?
O4 Pb1 O9 148.5(3) 1_655 . ?
O3 Pb1 O5 147.6(3) 2_656 . ?
O1 Pb1 O5 72.3(3) . . ?
O2 Pb1 O5 98.9(3) . . ?
O4 Pb1 O5 68.2(3) 1_655 . ?
O9 Pb1 O5 133.8(3) . . ?
C19 C18 C16 170.4(13) . . ?
C9 C8 C4 173.2(13) . . ?
C1 O1 Pb1 91.6(8) . . ?
C10 O4 Pb1 103.1(7) . 1_455 ?
C10 O4 Pb2 121.8(6) . . ?
Pb1 O4 Pb2 108.6(4) 1_455 . ?
C11 O8 Pb2 89.1(7) . . ?
C1 O2 Pb1 91.0(7) . . ?
C11 O7 Pb2 100.6(9) . . ?
C20 O5 Pb2 105.3(9) . 1_655 ?
C20 O5 Pb1 117.0(7) . . ?
Pb2 O5 Pb1 107.7(3) 1_655 . ?
C15 C14 C13 122.0(13) . . ?
C15 C14 C20 119.1(13) . . ?
C13 C14 C20 118.9(11) . . ?
C3 C2 C7 119.7(15) . . ?
C3 C2 C1 121.8(14) . . ?
C7 C2 C1 118.5(12) . . ?
C14 C15 C16 119.6(14) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C13 C12 C17 120.8(16) . . ?
C13 C12 C11 118.7(14) . . ?
C17 C12 C11 120.4(15) . . ?
C6 C5 C4 119.1(12) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C12 C17 C16 119.2(15) . . ?
C12 C17 H17 120.4 . . ?
C16 C17 H17 120.4 . . ?
C12 C13 C14 120.3(14) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C20 O6 Pb2 126.3(7) . 2_657 ?
C4 C3 C2 120.4(15) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C10 O3 Pb1 131.8(6) . 2_656 ?
C6 C7 C2 119.7(12) . . ?
C6 C7 H7 120.1 . . ?
C2 C7 H7 120.1 . . ?
C15 C16 C17 118.0(14) . . ?
C15 C16 C18 118.8(12) . . ?
C17 C16 C18 123.3(12) . . ?
C3 C4 C5 120.0(14) . . ?
C3 C4 C8 120.9(12) . . ?
C5 C4 C8 119.1(12) . . ?
O5 C20 O6 121.6(11) . . ?
O5 C20 C14 119.4(11) . . ?
O6 C20 C14 118.9(10) . . ?
O2 C1 O1 122.7(12) . . ?
O2 C1 C2 119.6(11) . . ?
O1 C1 C2 117.7(12) . . ?
O8 C11 O7 118.2(12) . . ?
O8 C11 C12 121.5(11) . . ?
O7 C11 C12 120.2(13) . . ?
C8 C9 H9 180.0 . . ?
C18 C19 H19 180.0 . . ?
O4 C10 O3 120.5(8) . . ?
O4 C10 C6 119.9(5) . . ?
O3 C10 C6 119.4(5) . . ?
C21 O9 Pb1 121.94(11) . . ?
C21 O9 H8 121(8) . . ?
Pb1 O9 H8 115(9) . . ?
C7 C6 C5 120.9(9) . . ?
C7 C6 C10 119.8(6) . . ?
C5 C6 C10 119.2(6) . . ?
O9 C21 C22 109.7(7) . . ?
O9 C21 H21A 109.7 . . ?
C22 C21 H21A 109.7 . . ?
O9 C21 H21B 109.7 . . ?
C22 C21 H21B 109.7 . . ?
H21A C21 H21B 108.2 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

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
O9 H8 O10 0.954(10) 1.821(19) 2.732 159(5) .
O10 H10 O8 0.961(18) 1.807(18) 2.756(11) 169(9) 3_544

_diffrn_measured_fraction_theta_max 0.935
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         2.303
_refine_diff_density_min         -1.807
_refine_diff_density_rms         0.288
_database_code_depnum_ccdc_archive 'CCDC 1007988'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_c:\monoi2a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C11 H8 O5 Pb), H2 O'
_chemical_formula_sum            'C22 H18 O11 Pb2'
_chemical_formula_weight         872.74

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'I 2/a'
_symmetry_space_group_name_Hall  '-I 2ya'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   10.037(2)
_cell_length_b                   17.698(4)
_cell_length_c                   12.687(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.75(3)
_cell_angle_gamma                90.00
_cell_volume                     2238.1(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2209
_cell_measurement_theta_min      3.2273
_cell_measurement_theta_max      29.3283

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.590
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1608
_exptl_absorpt_coefficient_mu    15.088
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.0649
_exptl_absorpt_correction_T_max  0.1523
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 The structure was solved and refined in space group
I2/a a non-standard setting of C2/c.
 The two highest residual peaks in the electron density 
difference map (2.8 eA-3) are close the position of the
Pb atom (0.9 A). 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.3795
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6767
_diffrn_reflns_av_R_equivalents  0.0514
_diffrn_reflns_av_sigmaI/netI    0.0643
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.23
_diffrn_reflns_theta_max         29.39
_diffrn_orient_matrix_UB_11      0.0185890000
_diffrn_orient_matrix_UB_12      0.0075288000
_diffrn_orient_matrix_UB_13      0.0811908000
_diffrn_orient_matrix_UB_21      0.0046415000
_diffrn_orient_matrix_UB_22      0.0388994000
_diffrn_orient_matrix_UB_23      -0.0120683000
_diffrn_orient_matrix_UB_31      -0.0529415000
_diffrn_orient_matrix_UB_32      0.0060518000
_diffrn_orient_matrix_UB_33      -0.0235516000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -91.00  -19.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.0553  160.0000  115.0000 72

#__ type_ start__ end____ width___ exp.time_
  2 omega  -13.00   76.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -       12.2272   57.0000   90.0000 89

#__ type_ start__ end____ width___ exp.time_
  3 omega  -60.00   15.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -       12.2272  -57.0000  -60.0000 75

;
_reflns_number_total             2606
_reflns_number_gt                2043
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'POV-Ray, version 3.6, 2004'
_computing_publication_material  'ENCIFER 1.4 (CCDC)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0457P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2606
_refine_ls_number_parameters     165
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0581
_refine_ls_R_factor_gt           0.0405
_refine_ls_wR_factor_ref         0.0962
_refine_ls_wR_factor_gt          0.0872
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.007
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 0.65362(3) 0.830373(16) 0.64459(2) 0.01557(12) Uani 1 1 d . . .
O4 O -0.1896(6) 0.7194(3) 0.6412(4) 0.0198(13) Uani 1 1 d . . .
O1 O 0.5152(6) 0.7195(3) 0.6541(4) 0.0190(12) Uani 1 1 d . . .
O2 O 0.4003(6) 0.8248(3) 0.6287(4) 0.0195(13) Uani 1 1 d . . .
O3 O -0.1050(6) 0.8096(3) 0.5461(4) 0.0198(13) Uani 1 1 d . . .
C2 C 0.2756(9) 0.7103(4) 0.6308(6) 0.0160(17) Uani 1 1 d . . .
C8 C 0.2799(9) 0.6311(5) 0.6323(6) 0.0194(18) Uani 1 1 d . . .
H8 H 0.3641 0.6059 0.6394 0.023 Uiso 1 1 calc R . .
O5 O 0.5957(8) 0.9723(4) 0.5915(7) 0.049(2) Uani 1 1 d D . .
C1 C 0.4046(8) 0.7535(5) 0.6384(6) 0.0162(17) Uani 1 1 d . . .
C6 C 0.0387(9) 0.6281(5) 0.6145(6) 0.0191(18) Uani 1 1 d . . .
H6 H -0.0424 0.6002 0.6133 0.023 Uiso 1 1 calc R . .
C7 C 0.1636(9) 0.5896(5) 0.6236(6) 0.0192(18) Uani 1 1 d . . .
C3 C 0.1549(8) 0.7472(5) 0.6149(6) 0.0161(17) Uani 1 1 d . . .
H3 H 0.1526 0.8007 0.6089 0.019 Uiso 1 1 calc R . .
C5 C -0.0961(8) 0.7470(5) 0.5972(6) 0.0176(17) Uani 1 1 d . . .
C9 C 0.1631(9) 0.5068(5) 0.6257(6) 0.024(2) Uani 1 1 d . . .
O6 O 0.2500 0.9258(5) 0.5000 0.037(2) Uani 1 2 d SD . .
C4 C 0.0344(9) 0.7060(5) 0.6076(6) 0.0190(18) Uani 1 1 d . . .
C10 C 0.1588(8) 0.4421(5) 0.6233(6) 0.034(2) Uani 1 1 d . . .
H10 H 0.1551 0.3885 0.6213 0.040 Uiso 1 1 calc R . .
C11 C 0.5189(8) 1.0109(5) 0.6596(6) 0.056(3) Uani 1 1 d R . .
H11A H 0.4756 0.9744 0.7026 0.084 Uiso 1 1 calc R . .
H11B H 0.4502 1.0411 0.6176 0.084 Uiso 1 1 calc R . .
H11C H 0.5773 1.0442 0.7063 0.084 Uiso 1 1 calc R . .
H1 H 0.282(14) 0.893(2) 0.556(4) 0.10(5) Uiso 1 1 d D . .
H2 H 0.648(12) 1.009(6) 0.559(9) 0.09(5) Uiso 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pb1 O1 2.416(6) . ?
Pb1 O3 2.439(5) 2_556 ?
Pb1 O4 2.520(6) 1_655 ?
Pb1 O2 2.529(6) . ?
Pb1 O5 2.647(8) . ?
Pb1 C1 2.839(8) . ?
O4 C5 1.247(10) . ?
O4 Pb1 2.520(6) 1_455 ?
O1 C1 1.257(10) . ?
O2 C1 1.269(10) . ?
O3 C5 1.282(10) . ?
O3 Pb1 2.439(5) 2_556 ?
C2 C3 1.371(11) . ?
C2 C8 1.403(12) . ?
C2 C1 1.497(11) . ?
C8 C7 1.373(11) . ?
C8 H8 0.9500 . ?
O5 C11 1.402(11) . ?
O5 H2 0.95(2) . ?
C6 C4 1.380(12) . ?
C6 C7 1.420(12) . ?
C6 H6 0.9500 . ?
C7 C9 1.466(13) . ?
C3 C4 1.406(11) . ?
C3 H3 0.9500 . ?
C5 C4 1.489(12) . ?
C9 C10 1.145(12) . ?
O6 H1 0.94(2) . ?
C10 H10 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Pb1 O3 82.98(19) . 2_556 ?
O1 Pb1 O4 74.4(2) . 1_655 ?
O3 Pb1 O4 85.30(18) 2_556 1_655 ?
O1 Pb1 O2 52.67(18) . . ?
O3 Pb1 O2 80.40(19) 2_556 . ?
O4 Pb1 O2 126.31(18) 1_655 . ?
O1 Pb1 O5 132.3(2) . . ?
O3 Pb1 O5 83.0(2) 2_556 . ?
O4 Pb1 O5 148.6(2) 1_655 . ?
O2 Pb1 O5 80.1(2) . . ?
O1 Pb1 C1 26.1(2) . . ?
O3 Pb1 C1 80.1(2) 2_556 . ?
O4 Pb1 C1 100.1(2) 1_655 . ?
O2 Pb1 C1 26.6(2) . . ?
O5 Pb1 C1 106.4(2) . . ?
C5 O4 Pb1 101.9(5) . 1_455 ?
C1 O1 Pb1 96.0(5) . . ?
C1 O2 Pb1 90.5(5) . . ?
C5 O3 Pb1 128.8(5) . 2_556 ?
C3 C2 C8 120.3(8) . . ?
C3 C2 C1 120.6(7) . . ?
C8 C2 C1 118.9(7) . . ?
C7 C8 C2 120.6(8) . . ?
C7 C8 H8 119.7 . . ?
C2 C8 H8 119.7 . . ?
C11 O5 Pb1 115.2(5) . . ?
C11 O5 H2 107(8) . . ?
Pb1 O5 H2 130(9) . . ?
O1 C1 O2 120.8(7) . . ?
O1 C1 C2 120.5(7) . . ?
O2 C1 C2 118.8(7) . . ?
O1 C1 Pb1 57.8(4) . . ?
O2 C1 Pb1 63.0(4) . . ?
C2 C1 Pb1 177.1(6) . . ?
C4 C6 C7 120.4(8) . . ?
C4 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
C8 C7 C6 118.9(8) . . ?
C8 C7 C9 122.5(8) . . ?
C6 C7 C9 118.5(7) . . ?
C2 C3 C4 120.0(8) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
O4 C5 O3 123.6(8) . . ?
O4 C5 C4 118.0(7) . . ?
O3 C5 C4 118.3(7) . . ?
C10 C9 C7 177.0(9) . . ?
C6 C4 C3 119.6(8) . . ?
C6 C4 C5 120.8(8) . . ?
C3 C4 C5 119.5(8) . . ?
C9 C10 H10 180.0 . . ?
O5 C11 H11A 109.5 . . ?
O5 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O5 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

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
O6 H1 O2 0.94(2) 1.86(7) 2.749(8) 156(14) .
O5 H2 O6 0.95(2) 1.77(2) 2.724(10) 177(13) 5_676

_diffrn_measured_fraction_theta_max 0.845
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.977
_refine_diff_density_max         2.866
_refine_diff_density_min         -2.270
_refine_diff_density_rms         0.287
_database_code_depnum_ccdc_archive 'CCDC 1007986'
