# Electronic Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2008

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Zhen Shen'
_publ_contact_author_email       ZSHEN@NJU.EDU.CN

_publ_section_title              
;
Syntheses, structures, photoluminescence, and magnetic
properties of nanoporous 3D lanthanide coordination polymers with
4,4'-biphenyldicarboxylate ligand
;
loop_
_publ_author_name
'Zhen Shen.'
'Yin-Feng Han.'
'You Song.'
'Xiao-Zeng You.'
'Youxuan Zheng.'
;
Xin-Hui Zhou
;

# Attachment 'compound 1.cif'

data_1
_database_code_depnum_ccdc_archive 'CCDC 675363'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H14 Eu O8'
_chemical_formula_sum            'C22 H14 Eu O8'
_chemical_formula_weight         558.29

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'
Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   c2
_symmetry_space_group_name_Hall  'C 2y'

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

_cell_length_a                   28.945(7)
_cell_length_b                   8.655(2)
_cell_length_c                   14.105(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 116.326(4)
_cell_angle_gamma                90.00
_cell_volume                     3167.1(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5415
_cell_measurement_theta_min      3.32
_cell_measurement_theta_max      28.29

_exptl_crystal_description       block
_exptl_crystal_colour            cololess
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.171
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1092
_exptl_absorpt_coefficient_mu    2.011
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5837
_exptl_absorpt_correction_T_max  0.6892
_exptl_absorpt_process_details   'SADABS; Bruker(2000)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9582
_diffrn_reflns_av_R_equivalents  0.1317
_diffrn_reflns_av_sigmaI/netI    0.1162
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.48
_diffrn_reflns_theta_max         28.29
_reflns_number_total             5415
_reflns_number_gt                4668
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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.
Instructions isor, delu and dfix are used during the refinement. Instruction
isor is used for o8 o7 c22 and c18, because the maximum and minimum main
axis ADP ratio (Angstrom Units) is large. Instruction delu is used for
eu1 o7 c22 o8, because the components of the anisotropic displacement
parameters in the direction of the bond have large differences. Instruction
dfix is used for c22, o8 and c22, o7 so the distance between the first
and second named atom is restrained to a target value.
;

_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)+(0.0991P)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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.47(4)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         5415
_refine_ls_number_parameters     282
_refine_ls_number_restraints     32
_refine_ls_R_factor_all          0.0755
_refine_ls_R_factor_gt           0.0681
_refine_ls_wR_factor_ref         0.1875
_refine_ls_wR_factor_gt          0.1828
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_restrained_S_all      1.134
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Eu1 Eu 0.227230(16) 0.7323(2) -0.00551(3) 0.02125(16) Uani 1 1 d U . .
C1 C 0.2127(5) 0.4125(17) 0.1276(10) 0.030(3) Uani 1 1 d . . .
C2 C 0.2053(5) 0.4069(16) 0.2280(9) 0.030(3) Uani 1 1 d . . .
C3 C 0.1802(6) 0.5314(17) 0.2461(10) 0.035(3) Uani 1 1 d . . .
H3 H 0.1677 0.6129 0.1984 0.042 Uiso 1 1 calc R . .
C4 C 0.1745(6) 0.5282(18) 0.3418(11) 0.042(4) Uani 1 1 d . . .
H4 H 0.1552 0.6049 0.3536 0.050 Uiso 1 1 calc R . .
C5 C 0.1967(6) 0.4163(18) 0.4160(10) 0.036(3) Uani 1 1 d . . .
C6 C 0.2204(7) 0.292(2) 0.3926(12) 0.052(4) Uani 1 1 d . . .
H6 H 0.2341 0.2113 0.4408 0.062 Uiso 1 1 calc R . .
C7 C 0.2234(7) 0.288(2) 0.2972(12) 0.050(4) Uani 1 1 d . . .
H7 H 0.2380 0.2024 0.2805 0.060 Uiso 1 1 calc R . .
C8 C 0.1945(7) 0.4230(18) 0.5216(10) 0.043(4) Uani 1 1 d . . .
C9 C 0.1540(5) 0.5082(19) 0.5288(10) 0.035(3) Uani 1 1 d . . .
H9 H 0.1268 0.5482 0.4689 0.042 Uiso 1 1 calc R . .
C10 C 0.1568(6) 0.529(2) 0.6298(10) 0.042(4) Uani 1 1 d . . .
H10 H 0.1320 0.5894 0.6374 0.050 Uiso 1 1 calc R . .
C11 C 0.1953(5) 0.4639(16) 0.7172(10) 0.032(3) Uani 1 1 d . . .
C12 C 0.2327(6) 0.3744(17) 0.7077(10) 0.037(3) Uani 1 1 d . . .
H12 H 0.2574 0.3239 0.7666 0.045 Uiso 1 1 calc R . .
C13 C 0.2332(7) 0.3601(19) 0.6103(11) 0.043(4) Uani 1 1 d . . .
H13 H 0.2600 0.3075 0.6051 0.052 Uiso 1 1 calc R . .
C14 C 0.2008(5) 0.5096(16) 0.8269(9) 0.029(3) Uani 1 1 d . . .
C15 C 0.3336(5) 0.5554(16) 0.1664(10) 0.029(3) Uani 1 1 d . . .
C16 C 0.3823(5) 0.5578(17) 0.2642(10) 0.036(3) Uani 1 1 d . . .
C17 C 0.4039(7) 0.6915(18) 0.3126(13) 0.070(7) Uani 1 1 d . . .
H17 H 0.3860 0.7824 0.2840 0.084 Uiso 1 1 calc R . .
C18 C 0.4519(7) 0.704(3) 0.4038(14) 0.075(6) Uani 1 1 d U . .
H18 H 0.4666 0.7989 0.4320 0.090 Uiso 1 1 calc R . .
C19 C 0.4768(5) 0.556(2) 0.4509(12) 0.044(4) Uani 1 1 d . . .
C20 C 0.4556(7) 0.4248(19) 0.3978(15) 0.074(7) Uani 1 1 d . . .
H20 H 0.4736 0.3323 0.4194 0.089 Uiso 1 1 calc R . .
C21 C 0.4071(7) 0.4259(19) 0.3113(13) 0.061(6) Uani 1 1 d . . .
H21 H 0.3910 0.3319 0.2846 0.074 Uiso 1 1 calc R . .
C22 C 0.1481(7) 0.9552(18) 0.0493(15) 0.063(3) Uani 1 1 d DU . .
H22 H 0.1744 1.0282 0.0691 0.075 Uiso 1 1 calc R . .
O1 O 0.2085(4) 0.5372(12) 0.0822(8) 0.040(2) Uani 1 1 d . . .
O2 O 0.2231(4) 0.2835(11) 0.0981(7) 0.042(3) Uani 1 1 d . . .
O3 O 0.2404(3) 0.4699(10) 0.9060(6) 0.0270(19) Uani 1 1 d . . .
O4 O 0.1680(4) 0.6027(12) 0.8309(7) 0.031(2) Uani 1 1 d . . .
O5 O 0.3110(3) 0.6786(11) 0.1284(7) 0.038(2) Uani 1 1 d . . .
O6 O 0.3192(4) 0.4254(15) 0.1232(8) 0.048(3) Uani 1 1 d . . .
O7 O 0.1598(5) 0.8189(14) 0.0390(9) 0.059(2) Uani 1 1 d DU . .
O8 O 0.1030(6) 1.006(2) 0.0351(14) 0.098(3) Uani 1 1 d DU . .
H8 H 0.0833 1.0058 -0.0283 0.147 Uiso 1 1 calc 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
Eu1 O1 2.295(10) . ?
Eu1 O6 2.319(11) 4 ?
Eu1 O5 2.367(8) . ?
Eu1 O2 2.373(10) 4 ?
Eu1 O7 2.420(13) . ?
Eu1 O3 2.431(9) 4_556 ?
Eu1 O4 2.452(9) 1_554 ?
Eu1 O3 2.699(9) 1_554 ?
Eu1 C14 2.878(14) 1_554 ?
C1 O1 1.234(17) . ?
C1 O2 1.274(16) . ?
C1 C2 1.524(16) . ?
C2 C7 1.36(2) . ?
C2 C3 1.384(19) . ?
C3 C4 1.431(17) . ?
C3 H3 0.9300 . ?
C4 C5 1.36(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.40(2) . ?
C5 C8 1.519(17) . ?
C6 C7 1.39(2) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C13 1.37(2) . ?
C8 C9 1.42(2) . ?
C9 C10 1.403(17) . ?
C9 H9 0.9300 . ?
C10 C11 1.365(19) . ?
C10 H10 0.9300 . ?
C11 C12 1.39(2) . ?
C11 C14 1.536(17) . ?
C12 C13 1.386(19) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 O3 1.242(15) . ?
C14 O4 1.266(17) . ?
C14 Eu1 2.878(14) 1_556 ?
C15 O5 1.241(16) . ?
C15 O6 1.260(18) . ?
C15 C16 1.471(17) . ?
C16 C17 1.35(2) . ?
C16 C21 1.36(2) . ?
C17 C18 1.42(2) . ?
C17 H17 0.9300 . ?
C18 C19 1.47(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.35(2) . ?
C19 C19 1.44(3) 2_656 ?
C20 C21 1.39(2) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 O7 1.253(9) . ?
C22 O8 1.305(5) . ?
C22 H22 0.9300 . ?
O2 Eu1 2.373(10) 4_545 ?
O3 Eu1 2.431(9) 4_546 ?
O3 Eu1 2.699(9) 1_556 ?
O4 Eu1 2.452(9) 1_556 ?
O6 Eu1 2.319(11) 4_545 ?
O8 H8 0.8200 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Eu1 O6 135.7(4) . 4 ?
O1 Eu1 O5 80.1(4) . . ?
O6 Eu1 O5 140.9(4) 4 . ?
O1 Eu1 O2 141.2(4) . 4 ?
O6 Eu1 O2 76.8(4) 4 4 ?
O5 Eu1 O2 79.6(4) . 4 ?
O1 Eu1 O7 71.2(4) . . ?
O6 Eu1 O7 71.6(5) 4 . ?
O5 Eu1 O7 120.9(4) . . ?
O2 Eu1 O7 147.2(4) 4 . ?
O1 Eu1 O3 115.7(4) . 4_556 ?
O6 Eu1 O3 75.9(4) 4 4_556 ?
O5 Eu1 O3 73.1(3) . 4_556 ?
O2 Eu1 O3 89.3(3) 4 4_556 ?
O7 Eu1 O3 74.7(4) . 4_556 ?
O1 Eu1 O4 86.4(4) . 1_554 ?
O6 Eu1 O4 73.4(4) 4 1_554 ?
O5 Eu1 O4 134.6(3) . 1_554 ?
O2 Eu1 O4 84.8(3) 4 1_554 ?
O7 Eu1 O4 94.5(4) . 1_554 ?
O3 Eu1 O4 149.3(3) 4_556 1_554 ?
O1 Eu1 O3 75.2(3) . 1_554 ?
O6 Eu1 O3 115.6(4) 4 1_554 ?
O5 Eu1 O3 84.2(3) . 1_554 ?
O2 Eu1 O3 70.0(3) 4 1_554 ?
O7 Eu1 O3 132.6(4) . 1_554 ?
O3 Eu1 O3 151.83(6) 4_556 1_554 ?
O4 Eu1 O3 50.4(3) 1_554 1_554 ?
O1 Eu1 C14 84.8(4) . 1_554 ?
O6 Eu1 C14 92.1(4) 4 1_554 ?
O5 Eu1 C14 109.2(4) . 1_554 ?
O2 Eu1 C14 71.2(4) 4 1_554 ?
O7 Eu1 C14 118.0(4) . 1_554 ?
O3 Eu1 C14 159.2(3) 4_556 1_554 ?
O4 Eu1 C14 25.9(3) 1_554 1_554 ?
O3 Eu1 C14 25.5(3) 1_554 1_554 ?
O1 C1 O2 125.4(12) . . ?
O1 C1 C2 119.3(12) . . ?
O2 C1 C2 115.3(12) . . ?
C7 C2 C3 121.8(12) . . ?
C7 C2 C1 121.5(13) . . ?
C3 C2 C1 116.6(11) . . ?
C2 C3 C4 116.6(12) . . ?
C2 C3 H3 121.7 . . ?
C4 C3 H3 121.7 . . ?
C5 C4 C3 121.9(13) . . ?
C5 C4 H4 119.1 . . ?
C3 C4 H4 119.1 . . ?
C4 C5 C6 118.8(12) . . ?
C4 C5 C8 121.1(13) . . ?
C6 C5 C8 120.1(13) . . ?
C7 C6 C5 120.0(14) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C2 C7 C6 120.5(14) . . ?
C2 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C13 C8 C9 120.4(12) . . ?
C13 C8 C5 120.5(15) . . ?
C9 C8 C5 118.8(12) . . ?
C10 C9 C8 117.5(12) . . ?
C10 C9 H9 121.3 . . ?
C8 C9 H9 121.3 . . ?
C11 C10 C9 121.3(14) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C10 C11 C12 120.3(12) . . ?
C10 C11 C14 118.8(13) . . ?
C12 C11 C14 120.3(12) . . ?
C11 C12 C13 119.8(13) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C8 C13 C12 120.4(15) . . ?
C8 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
O3 C14 O4 123.2(12) . . ?
O3 C14 C11 118.4(14) . . ?
O4 C14 C11 117.7(11) . . ?
O3 C14 Eu1 69.2(7) . 1_556 ?
O4 C14 Eu1 57.9(7) . 1_556 ?
C11 C14 Eu1 150.6(9) . 1_556 ?
O5 C15 O6 124.1(12) . . ?
O5 C15 C16 119.7(12) . . ?
O6 C15 C16 116.1(13) . . ?
C17 C16 C21 116.7(12) . . ?
C17 C16 C15 121.6(13) . . ?
C21 C16 C15 121.8(13) . . ?
C16 C17 C18 124.9(17) . . ?
C16 C17 H17 117.5 . . ?
C18 C17 H17 117.5 . . ?
C17 C18 C19 115.5(19) . . ?
C17 C18 H18 122.2 . . ?
C19 C18 H18 122.2 . . ?
C20 C19 C19 122.3(9) . 2_656 ?
C20 C19 C18 118.0(14) . . ?
C19 C19 C18 119.7(10) 2_656 . ?
C19 C20 C21 120.9(15) . . ?
C19 C20 H20 119.5 . . ?
C21 C20 H20 119.5 . . ?
C16 C21 C20 122.9(15) . . ?
C16 C21 H21 118.5 . . ?
C20 C21 H21 118.5 . . ?
O7 C22 O8 126.8(19) . . ?
O7 C22 H22 116.6 . . ?
O8 C22 H22 116.6 . . ?
C1 O1 Eu1 158.7(9) . . ?
C1 O2 Eu1 129.2(9) . 4_545 ?
C14 O3 Eu1 135.9(8) . 4_546 ?
C14 O3 Eu1 85.4(8) . 1_556 ?
Eu1 O3 Eu1 122.8(3) 4_546 1_556 ?
C14 O4 Eu1 96.2(7) . 1_556 ?
C15 O5 Eu1 132.1(9) . . ?
C15 O6 Eu1 162.4(10) . 4_545 ?
C22 O7 Eu1 127.7(12) . . ?
C22 O8 H8 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.949
_diffrn_reflns_theta_full        28.29
_diffrn_measured_fraction_theta_full 0.949
_refine_diff_density_max         3.319
_refine_diff_density_min         -2.170
_refine_diff_density_rms         0.283

# SQUEEZE RESULTS
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 0.000 0.032 0.001 735 50
2 0.500 0.048 0.010 735 50
_platon_squeeze_details          
;
A. L. Spek, PLATON, a multipurpose crystallographic tool,
Utrecht University, Utrecht,
The Netherlands, 2001.
;

# Attachment 'compound 2.cif'

data_2
_database_code_depnum_ccdc_archive 'CCDC 675364'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H14 O8 Sm'
_chemical_formula_sum            'C22 H14 O8 Sm'
_chemical_formula_weight         556.68

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   c2
_symmetry_space_group_name_Hall  'C 2y'

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

_cell_length_a                   29.007(6)
_cell_length_b                   8.6876(17)
_cell_length_c                   14.166(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 116.276(3)
_cell_angle_gamma                90.00
_cell_volume                     3200.9(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5961
_cell_measurement_theta_min      3.51
_cell_measurement_theta_max      28.22

_exptl_crystal_description       block
_exptl_crystal_colour            cololess
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.155
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1088
_exptl_absorpt_coefficient_mu    1.865
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6528
_exptl_absorpt_correction_T_max  0.7068
_exptl_absorpt_process_details   'SADABS; Bruker(2000)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8578
_diffrn_reflns_av_R_equivalents  0.1299
_diffrn_reflns_av_sigmaI/netI    0.0729
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.47
_diffrn_reflns_theta_max         26.00
_reflns_number_total             5222
_reflns_number_gt                5044
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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.
Instructions isor, delu and dfix are used during the refinement. Instruction
isor is used for o8, o7 and c22, because the maximum and minimum main
axis ADP ratio (Angstrom Units) is large. Instruction delu is used for
Sm1 o7 c22 o8, because the components of the anisotropic displacement
parameters in the direction of the bond have large differences. Instruction
dfix is used for c22, o8 and c22, o7 so the distance between the first and
second named atom is restrained to a target value.
;

_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)+(0.1480P)²+12.6371P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.56(4)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         5222
_refine_ls_number_parameters     281
_refine_ls_number_restraints     32
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0684
_refine_ls_wR_factor_ref         0.1986
_refine_ls_wR_factor_gt          0.1976
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.107
_refine_ls_shift/su_max          0.032
_refine_ls_shift/su_mean         0.004

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
Sm1 Sm 0.227164(13) 0.73218(15) -0.00549(2) 0.02355(19) Uani 1 1 d U . .
C1 C 0.2135(4) 0.4114(14) 0.1290(8) 0.033(2) Uani 1 1 d . . .
C2 C 0.2056(4) 0.4109(13) 0.2272(8) 0.031(2) Uani 1 1 d . . .
C3 C 0.1795(5) 0.5274(14) 0.2470(8) 0.037(3) Uani 1 1 d . . .
H3 H 0.1647 0.6054 0.1978 0.044 Uiso 1 1 calc R . .
C4 C 0.1749(5) 0.5299(14) 0.3420(8) 0.041(3) Uani 1 1 d . . .
H4 H 0.1574 0.6106 0.3549 0.049 Uiso 1 1 calc R . .
C5 C 0.1960(5) 0.4139(15) 0.4168(8) 0.041(3) Uani 1 1 d . . .
C6 C 0.2198(6) 0.2932(18) 0.3934(11) 0.055(4) Uani 1 1 d . . .
H6 H 0.2332 0.2129 0.4413 0.065 Uiso 1 1 calc R . .
C7 C 0.2243(7) 0.2886(18) 0.2985(11) 0.056(4) Uani 1 1 d . . .
H7 H 0.2396 0.2045 0.2832 0.067 Uiso 1 1 calc R . .
C8 C 0.1936(5) 0.4239(15) 0.5210(8) 0.043(3) Uani 1 1 d . . .
C9 C 0.1549(5) 0.5074(16) 0.5297(8) 0.040(3) Uani 1 1 d . . .
H9 H 0.1278 0.5466 0.4696 0.047 Uiso 1 1 calc R . .
C10 C 0.1563(5) 0.5332(17) 0.6300(8) 0.042(3) Uani 1 1 d . . .
H10 H 0.1312 0.5931 0.6365 0.050 Uiso 1 1 calc R . .
C11 C 0.1957(4) 0.4675(13) 0.7181(7) 0.033(2) Uani 1 1 d . . .
C12 C 0.2317(6) 0.3748(16) 0.7061(9) 0.045(3) Uani 1 1 d . . .
H12 H 0.2561 0.3235 0.7645 0.055 Uiso 1 1 calc R . .
C13 C 0.2324(6) 0.3562(18) 0.6090(10) 0.050(4) Uani 1 1 d . . .
H13 H 0.2582 0.2997 0.6034 0.059 Uiso 1 1 calc R . .
C14 C 0.2001(4) 0.5125(12) 0.8264(8) 0.027(2) Uani 1 1 d . . .
C15 C 0.3335(4) 0.5554(13) 0.1648(8) 0.031(2) Uani 1 1 d . . .
C16 C 0.3828(4) 0.5579(14) 0.2650(8) 0.038(3) Uani 1 1 d . . .
C17 C 0.4047(6) 0.6936(15) 0.3114(11) 0.070(5) Uani 1 1 d . . .
H17 H 0.3887 0.7861 0.2816 0.083 Uiso 1 1 calc R . .
C18 C 0.4507(6) 0.6951(19) 0.4030(12) 0.063(4) Uani 1 1 d U . .
H18 H 0.4650 0.7889 0.4334 0.076 Uiso 1 1 calc R . .
C19 C 0.4759(5) 0.5588(16) 0.4505(10) 0.050(3) Uani 1 1 d . . .
C20 C 0.4539(6) 0.4270(16) 0.3998(13) 0.076(6) Uani 1 1 d . . .
H20 H 0.4701 0.3341 0.4279 0.091 Uiso 1 1 calc R . .
C21 C 0.4082(6) 0.4243(14) 0.3074(11) 0.068(6) Uani 1 1 d . . .
H21 H 0.3950 0.3310 0.2744 0.082 Uiso 1 1 calc R . .
C22 C 0.1464(6) 0.9563(15) 0.0477(14) 0.064(3) Uani 1 1 d DU . .
H22 H 0.1703 1.0352 0.0638 0.077 Uiso 1 1 calc R . .
O1 O 0.2078(4) 0.5349(11) 0.0836(7) 0.041(2) Uani 1 1 d . . .
O2 O 0.2237(3) 0.2873(9) 0.0986(6) 0.0394(19) Uani 1 1 d . . .
O3 O 0.2402(3) 0.4682(10) 0.9073(6) 0.0323(19) Uani 1 1 d . . .
O4 O 0.1682(3) 0.6015(9) 0.8309(6) 0.0327(17) Uani 1 1 d . . .
O5 O 0.3113(3) 0.6807(9) 0.1295(6) 0.043(2) Uani 1 1 d . . .
O6 O 0.3189(3) 0.4264(12) 0.1242(7) 0.043(2) Uani 1 1 d . . .
O7 O 0.1600(4) 0.8223(12) 0.0406(9) 0.059(2) Uani 1 1 d DU . .
O8 O 0.1000(6) 0.9901(19) 0.0333(14) 0.101(3) Uani 1 1 d DU . .
H8 H 0.0803 0.9904 -0.0301 0.151 Uiso 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
Sm1 O6 2.339(9) 4 ?
Sm1 O1 2.340(9) . ?
Sm1 O2 2.380(8) 4 ?
Sm1 O5 2.383(7) . ?
Sm1 O3 2.422(8) 4_556 ?
Sm1 O7 2.443(11) . ?
Sm1 O4 2.465(7) 1_554 ?
Sm1 O3 2.710(9) 1_554 ?
Sm1 C14 2.877(11) 1_554 ?
C1 O1 1.223(15) . ?
C1 O2 1.244(14) . ?
C1 C2 1.507(15) . ?
C2 C3 1.366(17) . ?
C2 C7 1.399(17) . ?
C3 C4 1.409(14) . ?
C3 H3 0.9300 . ?
C4 C5 1.392(16) . ?
C4 H4 0.9300 . ?
C5 C6 1.374(19) . ?
C5 C8 1.510(15) . ?
C6 C7 1.408(18) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.389(18) . ?
C8 C13 1.387(17) . ?
C9 C10 1.420(15) . ?
C9 H9 0.9300 . ?
C10 C11 1.389(15) . ?
C10 H10 0.9300 . ?
C11 C12 1.388(18) . ?
C11 C14 1.532(14) . ?
C12 C13 1.394(17) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 O4 1.227(14) . ?
C14 O3 1.280(13) . ?
C14 Sm1 2.877(11) 1_556 ?
C15 O6 1.245(14) . ?
C15 O5 1.251(14) . ?
C15 C16 1.505(13) . ?
C16 C17 1.362(17) . ?
C16 C21 1.364(17) . ?
C17 C18 1.390(19) . ?
C17 H17 0.9300 . ?
C18 C19 1.397(19) . ?
C18 H18 0.9300 . ?
C19 C20 1.352(19) . ?
C19 C19 1.48(2) 2_656 ?
C20 C21 1.390(16) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 O7 1.247(9) . ?
C22 O8 1.302(5) . ?
C22 H22 0.9300 . ?
O2 Sm1 2.380(8) 4_545 ?
O3 Sm1 2.422(8) 4_546 ?
O3 Sm1 2.710(9) 1_556 ?
O4 Sm1 2.465(7) 1_556 ?
O6 Sm1 2.339(9) 4_545 ?
O8 H8 0.8238 . ?

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
O6 Sm1 O1 136.0(3) 4 . ?
O6 Sm1 O2 75.4(3) 4 4 ?
O1 Sm1 O2 142.4(3) . 4 ?
O6 Sm1 O5 140.2(3) 4 . ?
O1 Sm1 O5 80.5(3) . . ?
O2 Sm1 O5 80.3(3) 4 . ?
O6 Sm1 O3 75.9(3) 4 4_556 ?
O1 Sm1 O3 115.8(3) . 4_556 ?
O2 Sm1 O3 88.3(3) 4 4_556 ?
O5 Sm1 O3 72.4(3) . 4_556 ?
O6 Sm1 O7 72.0(4) 4 . ?
O1 Sm1 O7 71.3(3) . . ?
O2 Sm1 O7 145.9(3) 4 . ?
O5 Sm1 O7 120.0(3) . . ?
O3 Sm1 O7 74.3(3) 4_556 . ?
O6 Sm1 O4 73.6(3) 4 1_554 ?
O1 Sm1 O4 86.4(3) . 1_554 ?
O2 Sm1 O4 84.7(3) 4 1_554 ?
O5 Sm1 O4 134.9(3) . 1_554 ?
O3 Sm1 O4 149.5(3) 4_556 1_554 ?
O7 Sm1 O4 95.5(3) . 1_554 ?
O6 Sm1 O3 115.7(3) 4 1_554 ?
O1 Sm1 O3 75.0(3) . 1_554 ?
O2 Sm1 O3 71.3(3) 4 1_554 ?
O5 Sm1 O3 84.7(3) . 1_554 ?
O3 Sm1 O3 151.66(5) 4_556 1_554 ?
O7 Sm1 O3 133.0(3) . 1_554 ?
O4 Sm1 O3 50.2(3) 1_554 1_554 ?
O6 Sm1 C14 91.3(3) 4 1_554 ?
O1 Sm1 C14 85.3(3) . 1_554 ?
O2 Sm1 C14 71.7(3) 4 1_554 ?
O5 Sm1 C14 110.3(3) . 1_554 ?
O3 Sm1 C14 158.6(3) 4_556 1_554 ?
O7 Sm1 C14 118.4(3) . 1_554 ?
O4 Sm1 C14 25.1(3) 1_554 1_554 ?
O3 Sm1 C14 26.3(3) 1_554 1_554 ?
O1 C1 O2 125.2(10) . . ?
O1 C1 C2 116.5(10) . . ?
O2 C1 C2 118.2(10) . . ?
C3 C2 C7 119.1(11) . . ?
C3 C2 C1 120.8(10) . . ?
C7 C2 C1 120.1(11) . . ?
C2 C3 C4 120.2(10) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 121.3(11) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C6 C5 C4 117.8(10) . . ?
C6 C5 C8 121.7(11) . . ?
C4 C5 C8 120.5(10) . . ?
C5 C6 C7 121.4(12) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C2 C7 C6 119.9(13) . . ?
C2 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C9 C8 C13 120.4(11) . . ?
C9 C8 C5 120.4(10) . . ?
C13 C8 C5 119.0(12) . . ?
C8 C9 C10 120.4(10) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C11 C10 C9 118.8(11) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
C12 C11 C10 119.5(10) . . ?
C12 C11 C14 122.5(10) . . ?
C10 C11 C14 117.8(11) . . ?
C11 C12 C13 121.9(11) . . ?
C11 C12 H12 119.1 . . ?
C13 C12 H12 119.1 . . ?
C8 C13 C12 118.6(13) . . ?
C8 C13 H13 120.7 . . ?
C12 C13 H13 120.7 . . ?
O4 C14 O3 123.4(10) . . ?
O4 C14 C11 118.8(9) . . ?
O3 C14 C11 117.3(10) . . ?
O4 C14 Sm1 58.3(5) . 1_556 ?
O3 C14 Sm1 69.6(6) . 1_556 ?
C11 C14 Sm1 150.3(7) . 1_556 ?
O6 C15 O5 126.2(10) . . ?
O6 C15 C16 115.8(10) . . ?
O5 C15 C16 118.1(9) . . ?
C17 C16 C21 118.6(9) . . ?
C17 C16 C15 120.9(10) . . ?
C21 C16 C15 120.4(10) . . ?
C16 C17 C18 120.5(12) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C17 C18 C19 121.6(14) . . ?
C17 C18 H18 119.2 . . ?
C19 C18 H18 119.2 . . ?
C20 C19 C18 116.0(11) . . ?
C20 C19 C19 121.9(7) . 2_656 ?
C18 C19 C19 122.0(8) . 2_656 ?
C19 C20 C21 122.9(12) . . ?
C19 C20 H20 118.6 . . ?
C21 C20 H20 118.6 . . ?
C16 C21 C20 120.3(11) . . ?
C16 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
O7 C22 O8 122.7(16) . . ?
O7 C22 H22 118.7 . . ?
O8 C22 H22 118.7 . . ?
C1 O1 Sm1 156.4(8) . . ?
C1 O2 Sm1 131.2(7) . 4_545 ?
C14 O3 Sm1 137.6(7) . 4_546 ?
C14 O3 Sm1 84.1(7) . 1_556 ?
Sm1 O3 Sm1 123.5(3) 4_546 1_556 ?
C14 O4 Sm1 96.6(6) . 1_556 ?
C15 O5 Sm1 130.3(7) . . ?
C15 O6 Sm1 161.8(8) . 4_545 ?
C22 O7 Sm1 129.7(11) . . ?
C22 O8 H8 110.0 . . ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         3.088
_refine_diff_density_min         -2.636
_refine_diff_density_rms         0.288

# SQUEEZE RESULTS
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 0.000 0.040 0.000 753 52
2 0.500 0.038 0.037 753 52
_platon_squeeze_details          
;
A. L. Spek, PLATON, a multipurpose crystallographic tool,
Utrecht University, Utrecht,
The Netherlands, 2001.
;

# Attachment 'compound 3.cif'

data_3
_database_code_depnum_ccdc_archive 'CCDC 675365'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H14 La O8'
_chemical_formula_sum            'C22 H14 La O8'
_chemical_formula_weight         545.24

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'
La La -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   c2
_symmetry_space_group_name_Hall  'C 2y'

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

_cell_length_a                   27.615(10)
_cell_length_b                   8.842(3)
_cell_length_c                   14.318(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 114.311(4)
_cell_angle_gamma                90.00
_cell_volume                     3186(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5121
_cell_measurement_theta_min      4.64
_cell_measurement_theta_max      28.62

_exptl_crystal_description       block
_exptl_crystal_colour            cololess
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.137
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1068
_exptl_absorpt_coefficient_mu    1.371
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6838
_exptl_absorpt_correction_T_max  0.8207
_exptl_absorpt_process_details   'SADABS; Bruker(2000)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7868
_diffrn_reflns_av_R_equivalents  0.1089
_diffrn_reflns_av_sigmaI/netI    0.0882
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.72
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3926
_reflns_number_gt                3666
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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.
Instructions isor, delu and dfix are used during the refinement. Instruction
isor is used for o8, o7, c22, c18 and c19, because the maximum and minimum
main axis ADP ratio (Angstrom Units) is large. Instruction delu is used for
La1 o7 c22 o8, because the components of the anisotropic displacement
parameters in the direction of the bond have large differences. Instruction
dfix is used for c22, o8 and c22, o7 so the distance between the first and
second named atom is restrained to a target value.
;

_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)+(0.1257P)²+24.4419P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.33(6)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         3926
_refine_ls_number_parameters     281
_refine_ls_number_restraints     44
_refine_ls_R_factor_all          0.0696
_refine_ls_R_factor_gt           0.0663
_refine_ls_wR_factor_ref         0.1981
_refine_ls_wR_factor_gt          0.1919
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_restrained_S_all      1.134
_refine_ls_shift/su_max          0.006
_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
La1 La 0.225711(19) 0.7273(2) -0.00353(3) 0.0189(2) Uani 1 1 d U . .
C1 C 0.2127(5) 0.4010(17) 0.1378(9) 0.027(3) Uani 1 1 d . . .
C2 C 0.2062(6) 0.4059(17) 0.2386(9) 0.031(3) Uani 1 1 d . . .
C3 C 0.1797(5) 0.5282(17) 0.2617(10) 0.030(3) Uani 1 1 d . . .
H3 H 0.1650 0.6059 0.2147 0.036 Uiso 1 1 calc R . .
C4 C 0.1763(5) 0.5298(16) 0.3524(9) 0.027(3) Uani 1 1 d . . .
H4 H 0.1592 0.6108 0.3673 0.033 Uiso 1 1 calc R . .
C5 C 0.1971(5) 0.4160(17) 0.4255(9) 0.030(3) Uani 1 1 d . . .
C6 C 0.2207(7) 0.290(2) 0.4000(11) 0.042(4) Uani 1 1 d . . .
H6 H 0.2335 0.2102 0.4456 0.051 Uiso 1 1 calc R . .
C7 C 0.2249(6) 0.2867(18) 0.3068(10) 0.036(3) Uani 1 1 d . . .
H7 H 0.2404 0.2036 0.2900 0.043 Uiso 1 1 calc R . .
C8 C 0.1935(6) 0.4254(15) 0.5261(9) 0.029(3) Uani 1 1 d . . .
C9 C 0.1527(5) 0.4996(17) 0.5374(9) 0.028(3) Uani 1 1 d . . .
H9 H 0.1238 0.5320 0.4793 0.034 Uiso 1 1 calc R . .
C10 C 0.1535(5) 0.5279(17) 0.6347(9) 0.029(3) Uani 1 1 d . . .
H10 H 0.1273 0.5868 0.6417 0.034 Uiso 1 1 calc R . .
C11 C 0.1945(5) 0.4657(15) 0.7205(9) 0.024(3) Uani 1 1 d . . .
C12 C 0.2325(6) 0.3835(17) 0.7090(10) 0.031(3) Uani 1 1 d . . .
H12 H 0.2591 0.3402 0.7665 0.037 Uiso 1 1 calc R . .
C13 C 0.2331(6) 0.3614(17) 0.6139(10) 0.031(3) Uani 1 1 d . . .
H13 H 0.2599 0.3037 0.6082 0.037 Uiso 1 1 calc R . .
C14 C 0.1981(5) 0.5088(16) 0.8264(9) 0.025(3) Uani 1 1 d . . .
C15 C 0.3380(5) 0.5491(17) 0.1622(10) 0.026(3) Uani 1 1 d U . .
C16 C 0.3869(6) 0.5531(17) 0.2613(11) 0.037(4) Uani 1 1 d . . .
C17 C 0.4077(7) 0.683(2) 0.3118(12) 0.062(6) Uani 1 1 d . . .
H17 H 0.3921 0.7745 0.2830 0.074 Uiso 1 1 calc R . .
C18 C 0.4506(7) 0.684(3) 0.4031(14) 0.064(5) Uani 1 1 d U . .
H18 H 0.4630 0.7758 0.4355 0.077 Uiso 1 1 calc R . .
C19 C 0.4768(7) 0.551(2) 0.4505(14) 0.064(6) Uani 1 1 d . . .
C20 C 0.4526(9) 0.414(3) 0.4029(17) 0.076(6) Uani 1 1 d U . .
H20 H 0.4651 0.3217 0.4353 0.091 Uiso 1 1 calc R . .
C21 C 0.4102(7) 0.4173(19) 0.3082(14) 0.071(7) Uani 1 1 d . . .
H21 H 0.3968 0.3267 0.2745 0.085 Uiso 1 1 calc R . .
C22 C 0.1404(7) 0.9572(17) 0.0549(14) 0.060(3) Uani 1 1 d DU . .
H22 H 0.1662 1.0176 0.1032 0.072 Uiso 1 1 calc R . .
O1 O 0.2054(4) 0.5268(12) 0.0899(7) 0.033(2) Uani 1 1 d . . .
O2 O 0.2250(4) 0.2794(11) 0.1100(7) 0.034(2) Uani 1 1 d . . .
O3 O 0.2381(3) 0.4669(11) 0.9042(6) 0.0214(19) Uani 1 1 d . . .
O4 O 0.1624(4) 0.5906(12) 0.8323(7) 0.028(2) Uani 1 1 d . . .
O5 O 0.3152(4) 0.6763(11) 0.1285(6) 0.037(2) Uani 1 1 d . . .
O6 O 0.3214(4) 0.4298(13) 0.1193(8) 0.041(3) Uani 1 1 d . . .
O7 O 0.1547(5) 0.8249(14) 0.0489(9) 0.053(2) Uani 1 1 d DU . .
O8 O 0.0951(6) 1.024(2) 0.0040(13) 0.090(3) Uani 1 1 d DU . .
H8 H 0.0754 1.0239 -0.0594 0.134 Uiso 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
La1 O1 2.422(10) . ?
La1 O6 2.423(10) 4 ?
La1 O5 2.456(8) . ?
La1 O2 2.469(8) 4 ?
La1 O3 2.518(9) 4_556 ?
La1 O7 2.524(12) . ?
La1 O4 2.580(9) 1_554 ?
La1 O3 2.745(9) 1_554 ?
La1 C14 2.952(13) 1_554 ?
C1 O2 1.241(18) . ?
C1 O1 1.279(18) . ?
C1 C2 1.527(16) . ?
C2 C7 1.38(2) . ?
C2 C3 1.42(2) . ?
C3 C4 1.341(17) . ?
C3 H3 0.9300 . ?
C4 C5 1.394(19) . ?
C4 H4 0.9300 . ?
C5 C6 1.41(2) . ?
C5 C8 1.486(16) . ?
C6 C7 1.386(18) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.370(19) . ?
C8 C13 1.402(19) . ?
C9 C10 1.407(16) . ?
C9 H9 0.9300 . ?
C10 C11 1.396(18) . ?
C10 H10 0.9300 . ?
C11 C12 1.341(19) . ?
C11 C14 1.527(16) . ?
C12 C13 1.382(18) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 O4 1.254(17) . ?
C14 O3 1.258(16) . ?
C14 La1 2.952(13) 1_556 ?
C15 O6 1.211(18) . ?
C15 O5 1.282(17) . ?
C15 C16 1.504(19) . ?
C16 C17 1.35(2) . ?
C16 C21 1.40(2) . ?
C17 C18 1.36(2) . ?
C17 H17 0.9300 . ?
C18 C19 1.40(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.42(3) . ?
C19 C19 1.47(3) 2_656 ?
C20 C21 1.38(3) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 O7 1.248(10) . ?
C22 O8 1.301(5) . ?
C22 H22 0.9300 . ?
O2 La1 2.469(8) 4_545 ?
O3 La1 2.518(9) 4_546 ?
O3 La1 2.745(9) 1_556 ?
O4 La1 2.580(9) 1_556 ?
O6 La1 2.423(10) 4_545 ?
O8 H8 0.8446 . ?

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 La1 O6 137.5(4) . 4 ?
O1 La1 O5 80.2(4) . . ?
O6 La1 O5 138.5(4) 4 . ?
O1 La1 O2 142.2(3) . 4 ?
O6 La1 O2 73.6(4) 4 4 ?
O5 La1 O2 82.8(4) . 4 ?
O1 La1 O3 115.6(3) . 4_556 ?
O6 La1 O3 75.0(3) 4 4_556 ?
O5 La1 O3 71.3(3) . 4_556 ?
O2 La1 O3 90.0(3) 4 4_556 ?
O1 La1 O7 72.6(4) . . ?
O6 La1 O7 71.7(4) 4 . ?
O5 La1 O7 119.5(4) . . ?
O2 La1 O7 144.4(4) 4 . ?
O3 La1 O7 73.7(3) 4_556 . ?
O1 La1 O4 86.3(3) . 1_554 ?
O6 La1 O4 75.6(4) 4 1_554 ?
O5 La1 O4 134.8(3) . 1_554 ?
O2 La1 O4 82.2(3) 4 1_554 ?
O3 La1 O4 150.6(3) 4_556 1_554 ?
O7 La1 O4 96.5(3) . 1_554 ?
O1 La1 O3 75.8(3) . 1_554 ?
O6 La1 O3 115.4(3) 4 1_554 ?
O5 La1 O3 86.1(3) . 1_554 ?
O2 La1 O3 69.5(3) 4 1_554 ?
O3 La1 O3 151.46(5) 4_556 1_554 ?
O7 La1 O3 134.1(3) . 1_554 ?
O4 La1 O3 48.8(3) 1_554 1_554 ?
O1 La1 C14 86.4(4) . 1_554 ?
O6 La1 C14 92.1(4) 4 1_554 ?
O5 La1 C14 110.5(4) . 1_554 ?
O2 La1 C14 68.5(3) 4 1_554 ?
O3 La1 C14 157.6(3) 4_556 1_554 ?
O7 La1 C14 120.1(4) . 1_554 ?
O4 La1 C14 25.1(3) 1_554 1_554 ?
O3 La1 C14 25.2(3) 1_554 1_554 ?
O2 C1 O1 125.9(11) . . ?
O2 C1 C2 118.8(12) . . ?
O1 C1 C2 115.3(12) . . ?
C7 C2 C3 119.7(12) . . ?
C7 C2 C1 119.3(13) . . ?
C3 C2 C1 120.9(12) . . ?
C4 C3 C2 118.8(13) . . ?
C4 C3 H3 120.6 . . ?
C2 C3 H3 120.6 . . ?
C3 C4 C5 123.3(13) . . ?
C3 C4 H4 118.4 . . ?
C5 C4 H4 118.4 . . ?
C4 C5 C6 117.7(12) . . ?
C4 C5 C8 121.1(12) . . ?
C6 C5 C8 121.2(13) . . ?
C7 C6 C5 120.0(14) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C2 C7 C6 120.4(14) . . ?
C2 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C9 C8 C13 117.6(11) . . ?
C9 C8 C5 121.8(11) . . ?
C13 C8 C5 120.6(13) . . ?
C8 C9 C10 121.6(12) . . ?
C8 C9 H9 119.2 . . ?
C10 C9 H9 119.2 . . ?
C11 C10 C9 118.5(12) . . ?
C11 C10 H10 120.7 . . ?
C9 C10 H10 120.7 . . ?
C12 C11 C10 119.9(11) . . ?
C12 C11 C14 121.5(12) . . ?
C10 C11 C14 118.3(12) . . ?
C11 C12 C13 121.6(12) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C12 C13 C8 120.4(13) . . ?
C12 C13 H13 119.8 . . ?
C8 C13 H13 119.8 . . ?
O4 C14 O3 122.6(11) . . ?
O4 C14 C11 118.6(11) . . ?
O3 C14 C11 118.7(12) . . ?
O4 C14 La1 60.6(6) . 1_556 ?
O3 C14 La1 68.2(7) . 1_556 ?
C11 C14 La1 150.7(9) . 1_556 ?
O6 C15 O5 123.3(12) . . ?
O6 C15 C16 120.2(13) . . ?
O5 C15 C16 116.4(12) . . ?
C17 C16 C21 117.5(13) . . ?
C17 C16 C15 122.9(14) . . ?
C21 C16 C15 119.4(13) . . ?
C18 C17 C16 122.0(18) . . ?
C18 C17 H17 119.0 . . ?
C16 C17 H17 119.0 . . ?
C17 C18 C19 122.4(19) . . ?
C17 C18 H18 118.8 . . ?
C19 C18 H18 118.8 . . ?
C18 C19 C20 115.9(16) . . ?
C18 C19 C19 122.7(11) . 2_656 ?
C20 C19 C19 121.0(12) . 2_656 ?
C21 C20 C19 120(2) . . ?
C21 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
C20 C21 C16 122.0(18) . . ?
C20 C21 H21 119.0 . . ?
C16 C21 H21 119.0 . . ?
O7 C22 O8 130.0(19) . . ?
O7 C22 H22 115.0 . . ?
O8 C22 H22 115.0 . . ?
C1 O1 La1 155.7(9) . . ?
C1 O2 La1 130.7(9) . 4_545 ?
C14 O3 La1 138.3(9) . 4_546 ?
C14 O3 La1 86.6(8) . 1_556 ?
La1 O3 La1 122.2(3) 4_546 1_556 ?
C14 O4 La1 94.3(7) . 1_556 ?
C15 O5 La1 129.3(8) . . ?
C15 O6 La1 167.0(10) . 4_545 ?
C22 O7 La1 130.3(12) . . ?
C22 O8 H8 130.5 . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         3.612
_refine_diff_density_min         -1.572
_refine_diff_density_rms         0.268

# SQUEEZE RESULTS
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 0.000 0.067 0.000 723 52
2 0.500 0.035 0.032 723 52
_platon_squeeze_details          
;
A. L. Spek, PLATON, a multipurpose crystallographic tool,
Utrecht University, Utrecht,
The Netherlands, 2001.
;

# Attachment 'compound 4.cif'

data_4
_database_code_depnum_ccdc_archive 'CCDC 675366'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H14 Ce O8'
_chemical_formula_sum            'C22 H14 Ce O8'
_chemical_formula_weight         546.45

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'
Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   c2
_symmetry_space_group_name_Hall  'C 2y'

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

_cell_length_a                   28.912(8)
_cell_length_b                   8.789(2)
_cell_length_c                   14.257(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 116.141(7)
_cell_angle_gamma                90.00
_cell_volume                     3252.2(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5655
_cell_measurement_theta_min      2.16
_cell_measurement_theta_max      28.38

_exptl_crystal_description       block
_exptl_crystal_colour            cololess
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.116
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1072
_exptl_absorpt_coefficient_mu    1.429
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7254
_exptl_absorpt_correction_T_max  0.7829
_exptl_absorpt_process_details   'SADABS; Bruker(2000)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8074
_diffrn_reflns_av_R_equivalents  0.0732
_diffrn_reflns_av_sigmaI/netI    0.0579
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.45
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4417
_reflns_number_gt                4180
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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.
Instructions isor, delu and dfix are used during the refinement. Instruction
isor is used for o8 o7 c22 and c20, because the maximum and minimum main
axis ADP ratio (Angstrom Units) is large. Instruction delu is used for
Ce1 o7 c22 o8, because the components of the anisotropic displacement
parameters in the direction of the bond have large differences. Instruction
dfix is used for c22, o8 and c22, o7 so the distance between the first and
second named atom is restrained to a target value.
;

_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)+(0.1329P)²+9.2565P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.50(5)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         4417
_refine_ls_number_parameters     281
_refine_ls_number_restraints     32
_refine_ls_R_factor_all          0.0648
_refine_ls_R_factor_gt           0.0629
_refine_ls_wR_factor_ref         0.1855
_refine_ls_wR_factor_gt          0.1838
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_restrained_S_all      1.157
_refine_ls_shift/su_max          0.012
_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
Ce1 Ce 0.226731(15) 0.73188(15) -0.00501(3) 0.0235(2) Uani 1 1 d U . .
C1 C 0.2131(5) 0.4086(15) 0.1328(10) 0.036(3) Uani 1 1 d . . .
C2 C 0.2066(5) 0.4097(14) 0.2319(9) 0.033(3) Uani 1 1 d . . .
C3 C 0.1806(5) 0.5314(15) 0.2498(10) 0.038(3) Uani 1 1 d . . .
H3 H 0.1664 0.6088 0.2009 0.046 Uiso 1 1 calc R . .
C4 C 0.1765(5) 0.5326(15) 0.3460(9) 0.043(3) Uani 1 1 d . . .
H4 H 0.1595 0.6127 0.3602 0.051 Uiso 1 1 calc R . .
C5 C 0.1971(5) 0.4178(15) 0.4183(10) 0.041(3) Uani 1 1 d . . .
C6 C 0.2205(7) 0.2961(19) 0.3962(12) 0.059(4) Uani 1 1 d . . .
H6 H 0.2334 0.2158 0.4431 0.070 Uiso 1 1 calc R . .
C7 C 0.2245(7) 0.2950(18) 0.3018(11) 0.055(4) Uani 1 1 d . . .
H7 H 0.2401 0.2122 0.2867 0.066 Uiso 1 1 calc R . .
C8 C 0.1951(5) 0.4278(15) 0.5225(9) 0.040(3) Uani 1 1 d . . .
C9 C 0.1552(5) 0.5097(17) 0.5291(9) 0.040(3) Uani 1 1 d . . .
H9 H 0.1284 0.5493 0.4693 0.048 Uiso 1 1 calc R . .
C10 C 0.1563(5) 0.5316(16) 0.6301(9) 0.040(3) Uani 1 1 d . . .
H10 H 0.1304 0.5873 0.6364 0.047 Uiso 1 1 calc R . .
C11 C 0.1949(5) 0.4709(14) 0.7155(9) 0.031(2) Uani 1 1 d . . .
C12 C 0.2320(6) 0.3811(18) 0.7063(10) 0.047(3) Uani 1 1 d . . .
H12 H 0.2565 0.3315 0.7646 0.056 Uiso 1 1 calc R . .
C13 C 0.2325(6) 0.3651(17) 0.6094(11) 0.047(3) Uani 1 1 d . . .
H13 H 0.2589 0.3106 0.6045 0.056 Uiso 1 1 calc R . .
C14 C 0.1991(4) 0.5122(14) 0.8228(9) 0.029(2) Uani 1 1 d . . .
C15 C 0.3354(4) 0.5553(13) 0.1666(9) 0.030(2) Uani 1 1 d . . .
C16 C 0.3835(5) 0.5578(16) 0.2657(10) 0.041(3) Uani 1 1 d . . .
C17 C 0.4057(6) 0.6901(17) 0.3142(12) 0.066(5) Uani 1 1 d . . .
H17 H 0.3894 0.7812 0.2847 0.080 Uiso 1 1 calc R . .
C18 C 0.4506(7) 0.696(3) 0.4038(15) 0.080(5) Uani 1 1 d U . .
H18 H 0.4650 0.7889 0.4334 0.096 Uiso 1 1 calc R . .
C19 C 0.4758(5) 0.5536(18) 0.4523(11) 0.053(4) Uani 1 1 d . . .
C20 C 0.4552(6) 0.4260(17) 0.3989(14) 0.074(6) Uani 1 1 d . . .
H20 H 0.4730 0.3350 0.4228 0.089 Uiso 1 1 calc R . .
C21 C 0.4087(6) 0.4232(17) 0.3095(12) 0.065(5) Uani 1 1 d . . .
H21 H 0.3943 0.3306 0.2789 0.078 Uiso 1 1 calc R . .
C22 C 0.1455(6) 0.9563(15) 0.0522(14) 0.064(3) Uani 1 1 d DU . .
H22 H 0.1713 1.0300 0.0751 0.077 Uiso 1 1 calc R . .
O1 O 0.2072(4) 0.5307(10) 0.0854(7) 0.039(2) Uani 1 1 d . . .
O2 O 0.2241(4) 0.2852(10) 0.1035(7) 0.047(2) Uani 1 1 d . . .
O3 O 0.2383(3) 0.4707(10) 0.9024(6) 0.0303(18) Uani 1 1 d . . .
O4 O 0.1659(3) 0.5966(11) 0.8283(7) 0.0354(19) Uani 1 1 d . . .
O5 O 0.3132(3) 0.6781(11) 0.1310(7) 0.051(2) Uani 1 1 d . . .
O6 O 0.3195(4) 0.4317(13) 0.1228(9) 0.054(3) Uani 1 1 d . . .
O7 O 0.1582(4) 0.8237(12) 0.0439(9) 0.060(2) Uani 1 1 d DU . .
O8 O 0.0991(5) 0.9995(19) 0.0314(13) 0.104(3) Uani 1 1 d DU . .
H8 H 0.0818 1.0039 -0.0329 0.156 Uiso 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
Ce1 O6 2.391(11) 4 ?
Ce1 O1 2.397(8) . ?
Ce1 O5 2.441(8) . ?
Ce1 O2 2.445(8) 4 ?
Ce1 O3 2.503(9) 4_556 ?
Ce1 O7 2.506(10) . ?
Ce1 O4 2.543(8) 1_554 ?
Ce1 O3 2.740(9) 1_554 ?
Ce1 C14 2.943(12) 1_554 ?
C1 O1 1.239(15) . ?
C1 O2 1.252(15) . ?
C1 C2 1.506(15) . ?
C2 C7 1.350(19) . ?
C2 C3 1.395(17) . ?
C3 C4 1.428(15) . ?
C3 H3 0.9300 . ?
C4 C5 1.376(18) . ?
C4 H4 0.9300 . ?
C5 C6 1.37(2) . ?
C5 C8 1.515(16) . ?
C6 C7 1.400(18) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C13 1.350(19) . ?
C8 C9 1.399(18) . ?
C9 C10 1.439(15) . ?
C9 H9 0.9300 . ?
C10 C11 1.348(17) . ?
C10 H10 0.9300 . ?
C11 C12 1.383(18) . ?
C11 C14 1.525(15) . ?
C12 C13 1.396(18) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 O4 1.241(15) . ?
C14 O3 1.254(14) . ?
C14 Ce1 2.943(12) 1_556 ?
C15 O6 1.235(16) . ?
C15 O5 1.244(15) . ?
C15 C16 1.484(16) . ?
C16 C17 1.36(2) . ?
C16 C21 1.39(2) . ?
C17 C18 1.36(2) . ?
C17 H17 0.9300 . ?
C18 C19 1.46(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.34(2) . ?
C19 C19 1.46(3) 2_656 ?
C20 C21 1.388(19) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 O7 1.242(9) . ?
C22 O8 1.298(5) . ?
C22 H22 0.9300 . ?
O2 Ce1 2.445(8) 4_545 ?
O3 Ce1 2.503(9) 4_546 ?
O3 Ce1 2.740(9) 1_556 ?
O4 Ce1 2.543(8) 1_556 ?
O6 Ce1 2.391(11) 4_545 ?
O8 H8 0.8298 . ?

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
O6 Ce1 O1 136.8(3) 4 . ?
O6 Ce1 O5 139.5(3) 4 . ?
O1 Ce1 O5 80.3(3) . . ?
O6 Ce1 O2 75.1(4) 4 4 ?
O1 Ce1 O2 141.7(3) . 4 ?
O5 Ce1 O2 80.9(4) . 4 ?
O6 Ce1 O3 75.6(3) 4 4_556 ?
O1 Ce1 O3 115.8(3) . 4_556 ?
O5 Ce1 O3 71.9(3) . 4_556 ?
O2 Ce1 O3 89.3(3) 4 4_556 ?
O6 Ce1 O7 72.1(4) 4 . ?
O1 Ce1 O7 71.7(3) . . ?
O5 Ce1 O7 120.0(4) . . ?
O2 Ce1 O7 146.1(4) 4 . ?
O3 Ce1 O7 74.5(3) 4_556 . ?
O6 Ce1 O4 75.2(4) 4 1_554 ?
O1 Ce1 O4 85.9(3) . 1_554 ?
O5 Ce1 O4 134.1(3) . 1_554 ?
O2 Ce1 O4 83.7(3) 4 1_554 ?
O3 Ce1 O4 150.8(3) 4_556 1_554 ?
O7 Ce1 O4 96.0(3) . 1_554 ?
O6 Ce1 O3 115.2(3) 4 1_554 ?
O1 Ce1 O3 75.4(3) . 1_554 ?
O5 Ce1 O3 85.5(3) . 1_554 ?
O2 Ce1 O3 70.1(3) 4 1_554 ?
O3 Ce1 O3 151.66(5) 4_556 1_554 ?
O7 Ce1 O3 133.0(3) . 1_554 ?
O4 Ce1 O3 48.6(3) 1_554 1_554 ?
O6 Ce1 C14 91.9(3) 4 1_554 ?
O1 Ce1 C14 85.6(3) . 1_554 ?
O5 Ce1 C14 110.0(3) . 1_554 ?
O2 Ce1 C14 70.1(3) 4 1_554 ?
O3 Ce1 C14 158.2(3) 4_556 1_554 ?
O7 Ce1 C14 119.0(3) . 1_554 ?
O4 Ce1 C14 24.8(3) 1_554 1_554 ?
O3 Ce1 C14 25.2(3) 1_554 1_554 ?
O1 C1 O2 124.3(11) . . ?
O1 C1 C2 117.5(10) . . ?
O2 C1 C2 118.2(11) . . ?
C7 C2 C3 120.0(11) . . ?
C7 C2 C1 121.5(11) . . ?
C3 C2 C1 118.5(11) . . ?
C2 C3 C4 117.5(11) . . ?
C2 C3 H3 121.3 . . ?
C4 C3 H3 121.3 . . ?
C5 C4 C3 121.5(11) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C6 C5 C4 119.6(11) . . ?
C6 C5 C8 120.3(12) . . ?
C4 C5 C8 120.1(10) . . ?
C5 C6 C7 118.9(14) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 H6 120.6 . . ?
C2 C7 C6 122.5(13) . . ?
C2 C7 H7 118.7 . . ?
C6 C7 H7 118.7 . . ?
C13 C8 C9 119.9(11) . . ?
C13 C8 C5 121.0(12) . . ?
C9 C8 C5 119.0(11) . . ?
C8 C9 C10 118.7(12) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
C11 C10 C9 119.7(11) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C10 C11 C12 120.6(10) . . ?
C10 C11 C14 118.7(10) . . ?
C12 C11 C14 120.6(11) . . ?
C11 C12 C13 119.9(12) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C8 C13 C12 120.9(12) . . ?
C8 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
O4 C14 O3 122.1(11) . . ?
O4 C14 C11 118.9(10) . . ?
O3 C14 C11 118.6(10) . . ?
O4 C14 Ce1 59.3(6) . 1_556 ?
O3 C14 Ce1 68.3(6) . 1_556 ?
C11 C14 Ce1 149.9(8) . 1_556 ?
O6 C15 O5 123.1(11) . . ?
O6 C15 C16 118.5(11) . . ?
O5 C15 C16 118.3(11) . . ?
C17 C16 C21 117.7(11) . . ?
C17 C16 C15 122.1(12) . . ?
C21 C16 C15 120.2(12) . . ?
C16 C17 C18 123.3(15) . . ?
C16 C17 H17 118.4 . . ?
C18 C17 H17 118.4 . . ?
C17 C18 C19 118.9(17) . . ?
C17 C18 H18 120.6 . . ?
C19 C18 H18 120.6 . . ?
C20 C19 C19 122.2(9) . 2_656 ?
C20 C19 C18 116.4(13) . . ?
C19 C19 C18 121.0(10) 2_656 . ?
C19 C20 C21 123.0(14) . . ?
C19 C20 H20 118.5 . . ?
C21 C20 H20 118.5 . . ?
C16 C21 C20 120.2(13) . . ?
C16 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
O7 C22 O8 124.8(16) . . ?
O7 C22 H22 117.6 . . ?
O8 C22 H22 117.6 . . ?
C1 O1 Ce1 157.4(7) . . ?
C1 O2 Ce1 130.8(8) . 4_545 ?
C14 O3 Ce1 138.1(8) . 4_546 ?
C14 O3 Ce1 86.5(7) . 1_556 ?
Ce1 O3 Ce1 121.6(3) 4_546 1_556 ?
C14 O4 Ce1 95.9(7) . 1_556 ?
C15 O5 Ce1 131.0(8) . . ?
C15 O6 Ce1 165.6(9) . 4_545 ?
C22 O7 Ce1 129.1(10) . . ?
C22 O8 H8 109.0 . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         1.863
_refine_diff_density_min         -1.551
_refine_diff_density_rms         0.241

# SQUEEZE RESULTS
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 0.000 0.079 0.414 762 49
2 0.500 0.028 0.501 762 49
_platon_squeeze_details          
;
A. L. Spek, PLATON, a multipurpose crystallographic tool,
Utrecht University, Utrecht,
The Netherlands, 2001.
;

# Attachment 'compound 5.cif'

data_5
_database_code_depnum_ccdc_archive 'CCDC 675367'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H14 Gd O8'
_chemical_formula_sum            'C22 H14 Gd O8'
_chemical_formula_weight         563.58

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'
Gd Gd -0.1653 3.9035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   c2
_symmetry_space_group_name_Hall  'C 2y'

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

_cell_length_a                   28.905(8)
_cell_length_b                   8.622(3)
_cell_length_c                   14.066(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 116.395(5)
_cell_angle_gamma                90.00
_cell_volume                     3140.1(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5172
_cell_measurement_theta_min      3.84
_cell_measurement_theta_max      25.30

_exptl_crystal_description       block
_exptl_crystal_colour            cololess
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.192
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1096
_exptl_absorpt_coefficient_mu    2.143
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6164
_exptl_absorpt_correction_T_max  0.6739
_exptl_absorpt_process_details   'SADABS; Bruker(2000)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9593
_diffrn_reflns_av_R_equivalents  0.1243
_diffrn_reflns_av_sigmaI/netI    0.1143
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.49
_diffrn_reflns_theta_max         28.33
_reflns_number_total             6544
_reflns_number_gt                5547
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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.
Instructions isor, delu and dfix are used during the refinement. Instruction
isor is used for o8 o7 c22, because the maximum and minimum main
axis ADP ratio (Angstrom Units) is large. Instruction delu is used for
Gd1 o7 c22 o8, because the components of the anisotropic displacement
parameters in the direction of the bond have large differences. Instruction
dfix is used for c22, o8 and c22, o7 so the distance between the first and
second named atom is restrained to a target value.
;

_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)+(0.1777P)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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.58(5)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         6544
_refine_ls_number_parameters     282
_refine_ls_number_restraints     32
_refine_ls_R_factor_all          0.1077
_refine_ls_R_factor_gt           0.0978
_refine_ls_wR_factor_ref         0.2495
_refine_ls_wR_factor_gt          0.2416
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.010
_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
Gd1 Gd 0.227321(19) 0.73287(19) -0.00553(3) 0.0208(2) Uani 1 1 d U . .
C1 C 0.2132(6) 0.4132(18) 0.1286(11) 0.028(3) Uani 1 1 d . . .
C2 C 0.2044(6) 0.4078(17) 0.2263(11) 0.029(3) Uani 1 1 d . . .
C3 C 0.1801(7) 0.5305(18) 0.2458(11) 0.032(3) Uani 1 1 d . . .
H3 H 0.1677 0.6126 0.1982 0.039 Uiso 1 1 calc R . .
C4 C 0.1741(7) 0.530(2) 0.3408(12) 0.037(4) Uani 1 1 d . . .
H4 H 0.1556 0.6090 0.3531 0.044 Uiso 1 1 calc R . .
C5 C 0.1955(7) 0.4123(19) 0.4158(11) 0.035(3) Uani 1 1 d . . .
C6 C 0.2195(9) 0.291(2) 0.3928(14) 0.053(5) Uani 1 1 d . . .
H6 H 0.2334 0.2116 0.4418 0.063 Uiso 1 1 calc R . .
C7 C 0.2236(8) 0.285(2) 0.2971(14) 0.046(5) Uani 1 1 d . . .
H7 H 0.2390 0.2001 0.2815 0.055 Uiso 1 1 calc R . .
C8 C 0.1933(8) 0.422(2) 0.5199(12) 0.041(4) Uani 1 1 d . . .
C9 C 0.1538(7) 0.510(2) 0.5281(12) 0.039(4) Uani 1 1 d . . .
H9 H 0.1270 0.5526 0.4683 0.047 Uiso 1 1 calc R . .
C10 C 0.1563(7) 0.531(2) 0.6282(11) 0.037(4) Uani 1 1 d . . .
H10 H 0.1312 0.5898 0.6355 0.044 Uiso 1 1 calc R . .
C11 C 0.1957(6) 0.4643(19) 0.7176(11) 0.032(3) Uani 1 1 d . . .
C12 C 0.2327(8) 0.373(2) 0.7081(14) 0.042(4) Uani 1 1 d . . .
H12 H 0.2577 0.3228 0.7674 0.051 Uiso 1 1 calc R . .
C13 C 0.2325(8) 0.355(2) 0.6096(13) 0.042(4) Uani 1 1 d . . .
H13 H 0.2585 0.2987 0.6036 0.050 Uiso 1 1 calc R . .
C14 C 0.2005(6) 0.5115(17) 0.8258(10) 0.025(3) Uani 1 1 d . . .
C15 C 0.3337(6) 0.5563(16) 0.1665(12) 0.027(3) Uani 1 1 d . . .
C16 C 0.3821(7) 0.561(2) 0.2655(13) 0.038(4) Uani 1 1 d . . .
C17 C 0.4032(8) 0.692(2) 0.3111(16) 0.059(6) Uani 1 1 d . . .
H17 H 0.3866 0.7843 0.2807 0.071 Uiso 1 1 calc R . .
C18 C 0.4497(8) 0.698(3) 0.4042(18) 0.066(6) Uani 1 1 d U . .
H18 H 0.4634 0.7934 0.4347 0.079 Uiso 1 1 calc R . .
C19 C 0.4759(8) 0.559(2) 0.4520(16) 0.053(5) Uani 1 1 d . . .
C20 C 0.4555(9) 0.425(2) 0.3994(19) 0.076(9) Uani 1 1 d . . .
H20 H 0.4734 0.3323 0.4235 0.091 Uiso 1 1 calc R . .
C21 C 0.4081(9) 0.425(2) 0.3101(17) 0.073(9) Uani 1 1 d . . .
H21 H 0.3934 0.3307 0.2793 0.087 Uiso 1 1 calc R . .
C22 C 0.1467(7) 0.9541(19) 0.0460(18) 0.055(3) Uani 1 1 d DU . .
H22 H 0.1701 1.0341 0.0574 0.066 Uiso 1 1 calc R . .
O1 O 0.2083(5) 0.5348(14) 0.0833(10) 0.040(3) Uani 1 1 d . . .
O2 O 0.2244(5) 0.2829(12) 0.0985(9) 0.036(3) Uani 1 1 d . . .
O3 O 0.2406(4) 0.4661(11) 0.9076(8) 0.025(2) Uani 1 1 d . . .
O4 O 0.1691(4) 0.6015(13) 0.8323(8) 0.029(2) Uani 1 1 d . . .
O5 O 0.3108(5) 0.6774(14) 0.1265(9) 0.042(3) Uani 1 1 d . . .
O6 O 0.3182(5) 0.4248(15) 0.1250(10) 0.041(3) Uani 1 1 d . . .
O7 O 0.1601(5) 0.8203(15) 0.0355(12) 0.054(2) Uani 1 1 d DU . .
O8 O 0.1022(7) 0.990(3) 0.0423(17) 0.083(3) Uani 1 1 d DU . .
H8 H 0.0828 1.0214 -0.0172 0.125 Uiso 1 1 calc 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
Gd1 O6 2.308(12) 4 ?
Gd1 O1 2.321(11) . ?
Gd1 O2 2.339(11) 4 ?
Gd1 O5 2.349(11) . ?
Gd1 O3 2.380(10) 4_556 ?
Gd1 O7 2.382(14) . ?
Gd1 O4 2.430(10) 1_554 ?
Gd1 O3 2.710(10) 1_554 ?
Gd1 C14 2.870(14) 1_554 ?
C1 O1 1.203(18) . ?
C1 O2 1.291(18) . ?
C1 C2 1.505(18) . ?
C2 C3 1.36(2) . ?
C2 C7 1.39(2) . ?
C3 C4 1.421(19) . ?
C3 H3 0.9300 . ?
C4 C5 1.39(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.37(2) . ?
C5 C8 1.497(19) . ?
C6 C7 1.40(2) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C13 1.39(2) . ?
C8 C9 1.42(2) . ?
C9 C10 1.39(2) . ?
C9 H9 0.9300 . ?
C10 C11 1.39(2) . ?
C10 H10 0.9300 . ?
C11 C12 1.38(2) . ?
C11 C14 1.520(18) . ?
C12 C13 1.39(2) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 O4 1.227(19) . ?
C14 O3 1.279(17) . ?
C14 Gd1 2.870(14) 1_556 ?
C15 O5 1.230(19) . ?
C15 O6 1.263(19) . ?
C15 C16 1.47(2) . ?
C16 C17 1.31(2) . ?
C16 C21 1.39(2) . ?
C17 C18 1.40(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.42(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.36(3) . ?
C19 C19 1.45(4) 2_656 ?
C20 C21 1.39(3) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 O7 1.247(10) . ?
C22 O8 1.301(5) . ?
C22 H22 0.9300 . ?
O2 Gd1 2.339(11) 4_545 ?
O3 Gd1 2.380(10) 4_546 ?
O3 Gd1 2.710(10) 1_556 ?
O4 Gd1 2.430(10) 1_556 ?
O6 Gd1 2.308(12) 4_545 ?
O8 H8 0.8200 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O6 Gd1 O1 136.4(5) 4 . ?
O6 Gd1 O2 75.5(5) 4 4 ?
O1 Gd1 O2 141.2(4) . 4 ?
O6 Gd1 O5 140.8(5) 4 . ?
O1 Gd1 O5 80.2(5) . . ?
O2 Gd1 O5 79.7(4) 4 . ?
O6 Gd1 O3 76.4(4) 4 4_556 ?
O1 Gd1 O3 115.8(4) . 4_556 ?
O2 Gd1 O3 89.5(4) 4 4_556 ?
O5 Gd1 O3 73.5(4) . 4_556 ?
O6 Gd1 O7 71.7(5) 4 . ?
O1 Gd1 O7 71.9(4) . . ?
O2 Gd1 O7 146.2(5) 4 . ?
O5 Gd1 O7 122.3(5) . . ?
O3 Gd1 O7 75.1(4) 4_556 . ?
O6 Gd1 O4 73.6(5) 4 1_554 ?
O1 Gd1 O4 86.1(4) . 1_554 ?
O2 Gd1 O4 84.1(4) 4 1_554 ?
O5 Gd1 O4 133.4(4) . 1_554 ?
O3 Gd1 O4 150.0(4) 4_556 1_554 ?
O7 Gd1 O4 94.4(4) . 1_554 ?
O6 Gd1 O3 115.4(4) 4 1_554 ?
O1 Gd1 O3 74.5(4) . 1_554 ?
O2 Gd1 O3 70.5(4) 4 1_554 ?
O5 Gd1 O3 83.2(4) . 1_554 ?
O3 Gd1 O3 151.75(7) 4_556 1_554 ?
O7 Gd1 O3 132.2(4) . 1_554 ?
O4 Gd1 O3 50.1(4) 1_554 1_554 ?
O6 Gd1 C14 91.0(4) 4 1_554 ?
O1 Gd1 C14 85.1(4) . 1_554 ?
O2 Gd1 C14 70.7(4) 4 1_554 ?
O5 Gd1 C14 108.9(4) . 1_554 ?
O3 Gd1 C14 158.9(4) 4_556 1_554 ?
O7 Gd1 C14 117.4(5) . 1_554 ?
O4 Gd1 C14 25.0(4) 1_554 1_554 ?
O3 Gd1 C14 26.3(4) 1_554 1_554 ?
O1 C1 O2 124.9(13) . . ?
O1 C1 C2 118.9(14) . . ?
O2 C1 C2 116.1(13) . . ?
C3 C2 C7 121.6(13) . . ?
C3 C2 C1 118.1(13) . . ?
C7 C2 C1 120.2(14) . . ?
C2 C3 C4 118.3(14) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 H3 120.8 . . ?
C5 C4 C3 121.1(15) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C6 C5 C4 118.4(14) . . ?
C6 C5 C8 121.4(15) . . ?
C4 C5 C8 120.2(14) . . ?
C5 C6 C7 121.7(16) . . ?
C5 C6 H6 119.1 . . ?
C7 C6 H6 119.1 . . ?
C2 C7 C6 118.6(16) . . ?
C2 C7 H7 120.7 . . ?
C6 C7 H7 120.7 . . ?
C13 C8 C9 120.6(13) . . ?
C13 C8 C5 119.4(16) . . ?
C9 C8 C5 119.8(15) . . ?
C10 C9 C8 118.0(15) . . ?
C10 C9 H9 121.0 . . ?
C8 C9 H9 121.0 . . ?
C9 C10 C11 121.2(15) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
C12 C11 C10 120.3(13) . . ?
C12 C11 C14 121.3(14) . . ?
C10 C11 C14 118.0(14) . . ?
C11 C12 C13 119.8(16) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C12 C13 C8 119.9(16) . . ?
C12 C13 H13 120.0 . . ?
C8 C13 H13 120.0 . . ?
O4 C14 O3 122.0(13) . . ?
O4 C14 C11 120.2(13) . . ?
O3 C14 C11 117.5(14) . . ?
O4 C14 Gd1 57.0(7) . 1_556 ?
O3 C14 Gd1 69.8(7) . 1_556 ?
C11 C14 Gd1 151.2(10) . 1_556 ?
O5 C15 O6 122.9(14) . . ?
O5 C15 C16 120.1(13) . . ?
O6 C15 C16 117.1(14) . . ?
C17 C16 C21 118.0(15) . . ?
C17 C16 C15 121.9(15) . . ?
C21 C16 C15 120.1(15) . . ?
C16 C17 C18 122.4(18) . . ?
C16 C17 H17 118.8 . . ?
C18 C17 H17 118.8 . . ?
C17 C18 C19 120(2) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C20 C19 C18 116.8(17) . . ?
C20 C19 C19 120.9(12) . 2_656 ?
C18 C19 C19 122.2(12) . 2_656 ?
C19 C20 C21 120.5(19) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
C16 C21 C20 121.9(17) . . ?
C16 C21 H21 119.0 . . ?
C20 C21 H21 119.0 . . ?
O7 C22 O8 125(2) . . ?
O7 C22 H22 117.7 . . ?
O8 C22 H22 117.7 . . ?
C1 O1 Gd1 158.0(11) . . ?
C1 O2 Gd1 130.0(9) . 4_545 ?
C14 O3 Gd1 138.0(9) . 4_546 ?
C14 O3 Gd1 83.9(8) . 1_556 ?
Gd1 O3 Gd1 123.6(4) 4_546 1_556 ?
C14 O4 Gd1 98.0(9) . 1_556 ?
C15 O5 Gd1 133.5(10) . . ?
C15 O6 Gd1 161.9(11) . 4_545 ?
C22 O7 Gd1 130.8(13) . . ?
C22 O8 H8 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.955
_diffrn_reflns_theta_full        28.33
_diffrn_measured_fraction_theta_full 0.955
_refine_diff_density_max         4.900
_refine_diff_density_min         -4.280
_refine_diff_density_rms         0.350

# SQUEEZE RESULTS
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 0.000 0.015 0.000 727 53
2 0.500 0.030 0.027 727 53
_platon_squeeze_details          
;
A. L. Spek, PLATON, a multipurpose crystallographic tool,
Utrecht University, Utrecht,
The Netherlands, 2001.
;

# Attachment 'compound 6.cif'

data_6
_database_code_depnum_ccdc_archive 'CCDC 675368'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H14 Nd O8'
_chemical_formula_sum            'C22 H14 Nd O8'
_chemical_formula_weight         550.57

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'
Nd Nd -0.1943 3.0179 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   c2
_symmetry_space_group_name_Hall  'C 2y'

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

_cell_length_a                   28.769(12)
_cell_length_b                   8.723(3)
_cell_length_c                   14.179(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 116.028(11)
_cell_angle_gamma                90.00
_cell_volume                     3197(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5251
_cell_measurement_theta_min      5.23
_cell_measurement_theta_max      25

_exptl_crystal_description       block
_exptl_crystal_colour            cololess
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.144
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1080
_exptl_absorpt_coefficient_mu    1.654
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6730
_exptl_absorpt_correction_T_max  0.7895
_exptl_absorpt_process_details   'SADABS; Bruker(2000)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7896
_diffrn_reflns_av_R_equivalents  0.0597
_diffrn_reflns_av_sigmaI/netI    0.0638
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.68
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5251
_reflns_number_gt                4708
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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.
Instructions isor, delu and dfix are used during the refinement. Instruction
isor is used for o8 o7 c22, because the maximum and minimum main
axis ADP ratio (Angstrom Units) is large. Instruction delu is used for
Nd1 o7 c22 o8, because the components of the anisotropic displacement
parameters in the direction of the bond have large differences. Instruction
dfix is used for c22, o8 and c22, o7 so the distance between the first and
second named atom is restrained to a target value.
;

_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)+(0.1336P)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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.36(4)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         5251
_refine_ls_number_parameters     281
_refine_ls_number_restraints     212
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0676
_refine_ls_wR_factor_ref         0.1935
_refine_ls_wR_factor_gt          0.1903
_refine_ls_goodness_of_fit_ref   1.163
_refine_ls_restrained_S_all      1.182
_refine_ls_shift/su_max          0.011
_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
Nd1 Nd 0.226907(16) 1.13108(15) -0.00504(3) 0.0197(2) Uani 1 1 d U . .
C1 C 0.2126(5) 0.8103(14) 0.1318(10) 0.027(3) Uani 1 1 d U . .
C2 C 0.2057(5) 0.8082(14) 0.2302(9) 0.026(3) Uani 1 1 d U . .
C3 C 0.1812(5) 0.9309(15) 0.2508(10) 0.032(3) Uani 1 1 d U . .
H3 H 0.1683 1.0114 0.2033 0.038 Uiso 1 1 calc R . .
C4 C 0.1761(5) 0.9315(15) 0.3453(10) 0.031(3) Uani 1 1 d U . .
H4 H 0.1586 1.0119 0.3584 0.037 Uiso 1 1 calc R . .
C5 C 0.1966(6) 0.8156(17) 0.4194(11) 0.039(3) Uani 1 1 d U . .
C6 C 0.2188(6) 0.6921(17) 0.3944(12) 0.045(4) Uani 1 1 d U . .
H6 H 0.2314 0.6108 0.4413 0.054 Uiso 1 1 calc R . .
C7 C 0.2230(6) 0.6867(17) 0.2987(12) 0.047(4) Uani 1 1 d U . .
H7 H 0.2373 0.6013 0.2821 0.056 Uiso 1 1 calc R . .
C8 C 0.1940(5) 0.8234(15) 0.5214(10) 0.034(3) Uani 1 1 d U . .
C9 C 0.1542(5) 0.9077(15) 0.5298(10) 0.033(3) Uani 1 1 d U . .
H9 H 0.1271 0.9476 0.4701 0.039 Uiso 1 1 calc R . .
C10 C 0.1558(5) 0.9307(15) 0.6296(10) 0.033(3) Uani 1 1 d U . .
H10 H 0.1302 0.9886 0.6362 0.040 Uiso 1 1 calc R . .
C11 C 0.1952(5) 0.8673(15) 0.7176(10) 0.029(3) Uani 1 1 d U . .
C12 C 0.2320(5) 0.7758(16) 0.7058(11) 0.037(3) Uani 1 1 d U . .
H12 H 0.2566 0.7251 0.7640 0.044 Uiso 1 1 calc R . .
C13 C 0.2327(6) 0.7589(16) 0.6119(11) 0.039(3) Uani 1 1 d U . .
H13 H 0.2593 0.7035 0.6075 0.047 Uiso 1 1 calc R . .
C14 C 0.1988(4) 0.9104(13) 0.8245(9) 0.024(3) Uani 1 1 d U . .
C15 C 0.3346(5) 0.9511(14) 0.1667(10) 0.028(3) Uani 1 1 d U . .
C16 C 0.3820(5) 0.9548(16) 0.2648(11) 0.038(3) Uani 1 1 d U . .
C17 C 0.4039(6) 1.0886(17) 0.3140(13) 0.057(5) Uani 1 1 d U . .
H17 H 0.3874 1.1802 0.2846 0.068 Uiso 1 1 calc R . .
C18 C 0.4495(7) 1.095(2) 0.4055(15) 0.070(5) Uani 1 1 d U . .
H18 H 0.4632 1.1888 0.4357 0.084 Uiso 1 1 calc R . .
C19 C 0.4757(6) 0.955(2) 0.4539(14) 0.053(4) Uani 1 1 d U . .
C20 C 0.4554(6) 0.8216(19) 0.3953(14) 0.056(4) Uani 1 1 d U . .
H20 H 0.4744 0.7312 0.4151 0.067 Uiso 1 1 calc R . .
C21 C 0.4082(6) 0.8210(18) 0.3094(13) 0.050(4) Uani 1 1 d U . .
H21 H 0.3932 0.7276 0.2803 0.060 Uiso 1 1 calc R . .
C22 C 0.1473(6) 1.3548(16) 0.0528(15) 0.063(3) Uani 1 1 d DU . .
H22 H 0.1733 1.4284 0.0793 0.076 Uiso 1 1 calc R . .
O1 O 0.2072(4) 0.9311(11) 0.0846(8) 0.036(2) Uani 1 1 d U . .
O2 O 0.2244(4) 0.6824(10) 0.1015(7) 0.038(2) Uani 1 1 d U . .
O3 O 0.2392(3) 0.8668(10) 0.9042(6) 0.0248(18) Uani 1 1 d U . .
O4 O 0.1673(3) 1.0000(10) 0.8301(7) 0.0288(19) Uani 1 1 d U . .
O5 O 0.3124(4) 1.0785(10) 0.1289(8) 0.040(2) Uani 1 1 d U . .
O6 O 0.3192(4) 0.8266(11) 0.1237(8) 0.038(2) Uani 1 1 d U . .
O7 O 0.1594(5) 1.2211(13) 0.0428(10) 0.060(2) Uani 1 1 d DU . .
O8 O 0.0999(6) 1.396(2) 0.0275(14) 0.102(3) Uani 1 1 d DU . .
H8 H 0.0839 1.3340 0.0490 0.153 Uiso 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
Nd1 O6 2.354(9) 4 ?
Nd1 O1 2.368(9) . ?
Nd1 O2 2.392(9) 4 ?
Nd1 O5 2.403(9) . ?
Nd1 O3 2.449(8) 4_556 ?
Nd1 O7 2.451(12) . ?
Nd1 O4 2.489(8) 1_554 ?
Nd1 O3 2.737(8) 1_554 ?
Nd1 C14 2.913(12) 1_554 ?
C1 O1 1.221(15) . ?
C1 O2 1.293(15) . ?
C1 C2 1.494(17) . ?
C2 C7 1.374(19) . ?
C2 C3 1.382(17) . ?
C3 C4 1.409(18) . ?
C3 H3 0.9300 . ?
C4 C5 1.389(19) . ?
C4 H4 0.9300 . ?
C5 C6 1.38(2) . ?
C5 C8 1.482(19) . ?
C6 C7 1.41(2) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C13 1.397(19) . ?
C8 C9 1.410(18) . ?
C9 C10 1.411(19) . ?
C9 H9 0.9300 . ?
C10 C11 1.381(18) . ?
C10 H10 0.9300 . ?
C11 C12 1.392(18) . ?
C11 C14 1.521(17) . ?
C12 C13 1.35(2) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 O4 1.225(15) . ?
C14 O3 1.273(14) . ?
C14 Nd1 2.913(12) 1_556 ?
C15 O6 1.228(16) . ?
C15 O5 1.276(15) . ?
C15 C16 1.460(18) . ?
C16 C17 1.36(2) . ?
C16 C21 1.38(2) . ?
C17 C18 1.38(2) . ?
C17 H17 0.9300 . ?
C18 C19 1.44(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.40(2) . ?
C19 C19 1.43(3) 2_656 ?
C20 C21 1.37(2) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 O7 1.242(9) . ?
C22 O8 1.301(5) . ?
C22 H22 0.9300 . ?
O2 Nd1 2.392(9) 4_545 ?
O3 Nd1 2.449(8) 4_546 ?
O3 Nd1 2.737(8) 1_556 ?
O4 Nd1 2.489(8) 1_556 ?
O6 Nd1 2.354(9) 4_545 ?
O8 H8 0.8501 . ?

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
O6 Nd1 O1 136.4(3) 4 . ?
O6 Nd1 O2 75.1(3) 4 4 ?
O1 Nd1 O2 141.5(3) . 4 ?
O6 Nd1 O5 139.8(3) 4 . ?
O1 Nd1 O5 80.7(3) . . ?
O2 Nd1 O5 80.4(3) 4 . ?
O6 Nd1 O3 76.4(3) 4 4_556 ?
O1 Nd1 O3 115.7(3) . 4_556 ?
O2 Nd1 O3 89.6(3) 4 4_556 ?
O5 Nd1 O3 72.0(3) . 4_556 ?
O6 Nd1 O7 72.5(4) 4 . ?
O1 Nd1 O7 71.5(4) . . ?
O2 Nd1 O7 146.4(4) 4 . ?
O5 Nd1 O7 120.2(4) . . ?
O3 Nd1 O7 74.4(3) 4_556 . ?
O6 Nd1 O4 73.8(4) 4 1_554 ?
O1 Nd1 O4 86.4(3) . 1_554 ?
O2 Nd1 O4 83.4(3) 4 1_554 ?
O5 Nd1 O4 134.4(3) . 1_554 ?
O3 Nd1 O4 150.2(3) 4_556 1_554 ?
O7 Nd1 O4 96.0(3) . 1_554 ?
O6 Nd1 O3 115.0(3) 4 1_554 ?
O1 Nd1 O3 75.1(3) . 1_554 ?
O2 Nd1 O3 70.1(3) 4 1_554 ?
O5 Nd1 O3 85.0(3) . 1_554 ?
O3 Nd1 O3 151.74(5) 4_556 1_554 ?
O7 Nd1 O3 132.9(3) . 1_554 ?
O4 Nd1 O3 49.4(3) 1_554 1_554 ?
O6 Nd1 C14 91.2(3) 4 1_554 ?
O1 Nd1 C14 85.0(3) . 1_554 ?
O2 Nd1 C14 70.6(3) 4 1_554 ?
O5 Nd1 C14 110.2(3) . 1_554 ?
O3 Nd1 C14 159.0(3) 4_556 1_554 ?
O7 Nd1 C14 118.4(4) . 1_554 ?
O4 Nd1 C14 24.6(3) 1_554 1_554 ?
O3 Nd1 C14 25.8(3) 1_554 1_554 ?
O1 C1 O2 123.5(12) . . ?
O1 C1 C2 119.1(11) . . ?
O2 C1 C2 117.4(11) . . ?
C7 C2 C3 120.6(12) . . ?
C7 C2 C1 120.9(12) . . ?
C3 C2 C1 118.5(11) . . ?
C2 C3 C4 118.6(12) . . ?
C2 C3 H3 120.7 . . ?
C4 C3 H3 120.7 . . ?
C5 C4 C3 122.0(12) . . ?
C5 C4 H4 119.0 . . ?
C3 C4 H4 119.0 . . ?
C6 C5 C4 117.8(13) . . ?
C6 C5 C8 121.0(14) . . ?
C4 C5 C8 121.2(12) . . ?
C5 C6 C7 121.2(14) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 H6 119.4 . . ?
C2 C7 C6 119.7(14) . . ?
C2 C7 H7 120.2 . . ?
C6 C7 H7 120.2 . . ?
C13 C8 C9 118.8(12) . . ?
C13 C8 C5 121.2(13) . . ?
C9 C8 C5 119.8(12) . . ?
C8 C9 C10 119.3(12) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 H9 120.4 . . ?
C11 C10 C9 120.1(12) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C11 C12 119.2(12) . . ?
C10 C11 C14 118.0(11) . . ?
C12 C11 C14 122.6(12) . . ?
C13 C12 C11 121.5(13) . . ?
C13 C12 H12 119.2 . . ?
C11 C12 H12 119.2 . . ?
C12 C13 C8 120.8(13) . . ?
C12 C13 H13 119.6 . . ?
C8 C13 H13 119.6 . . ?
O4 C14 O3 123.0(12) . . ?
O4 C14 C11 119.7(11) . . ?
O3 C14 C11 116.6(11) . . ?
O4 C14 Nd1 57.9(6) . 1_556 ?
O3 C14 Nd1 69.3(6) . 1_556 ?
C11 C14 Nd1 149.6(8) . 1_556 ?
O6 C15 O5 123.9(12) . . ?
O6 C15 C16 118.3(11) . . ?
O5 C15 C16 117.8(11) . . ?
C17 C16 C21 116.8(13) . . ?
C17 C16 C15 122.4(13) . . ?
C21 C16 C15 120.7(13) . . ?
C16 C17 C18 123.2(15) . . ?
C16 C17 H17 118.4 . . ?
C18 C17 H17 118.4 . . ?
C17 C18 C19 119.9(16) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
C20 C19 C19 121.8(10) . 2_656 ?
C20 C19 C18 115.2(15) . . ?
C19 C19 C18 122.1(10) 2_656 . ?
C21 C20 C19 121.6(16) . . ?
C21 C20 H20 119.2 . . ?
C19 C20 H20 119.2 . . ?
C20 C21 C16 122.2(15) . . ?
C20 C21 H21 118.9 . . ?
C16 C21 H21 118.9 . . ?
O7 C22 O8 122.8(17) . . ?
O7 C22 H22 118.6 . . ?
O8 C22 H22 118.6 . . ?
C1 O1 Nd1 157.9(9) . . ?
C1 O2 Nd1 131.0(8) . 4_545 ?
C14 O3 Nd1 138.1(7) . 4_546 ?
C14 O3 Nd1 84.9(7) . 1_556 ?
Nd1 O3 Nd1 122.2(3) 4_546 1_556 ?
C14 O4 Nd1 97.5(7) . 1_556 ?
C15 O5 Nd1 130.3(8) . . ?
C15 O6 Nd1 164.1(9) . 4_545 ?
C22 O7 Nd1 128.8(11) . . ?
C22 O8 H8 113.0 . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         5.230
_refine_diff_density_min         -1.431
_refine_diff_density_rms         0.285

# SQUEEZE RESULTS
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 0.000 0.025 0.000 746 51
2 0.500 0.093 0.834 746 51
_platon_squeeze_details          
;
A. L. Spek, PLATON, a multipurpose crystallographic tool,
Utrecht University, Utrecht,
The Netherlands, 2001.
;


