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

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#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
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# 
#  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.
#
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#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
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#  except for the purpose of generating routine backup copies
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#  data retrieval see:
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#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
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data_z

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H22 Er2 N2 O16'
_chemical_formula_weight         928.96

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'
Er Er -0.2586 4.9576 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pna2(1)

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

_cell_length_a                   18.8991(14)
_cell_length_b                   15.5229(11)
_cell_length_c                   9.0702(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2660.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3483
_cell_measurement_theta_min      2.16
_cell_measurement_theta_max      27.76

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.319
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1776
_exptl_absorpt_coefficient_mu    6.351
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.1623
_exptl_absorpt_correction_T_max  0.3783
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13143
_diffrn_reflns_av_R_equivalents  0.0268
_diffrn_reflns_av_sigmaI/netI    0.0324
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.70
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4494
_reflns_number_gt                4418
_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. 
;

_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)+(0.0350P)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(10)
_refine_ls_number_reflns         4494
_refine_ls_number_parameters     402
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0233
_refine_ls_R_factor_gt           0.0228
_refine_ls_wR_factor_ref         0.0546
_refine_ls_wR_factor_gt          0.0543
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_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
C1 C 0.0138(3) 0.1556(4) 0.3566(7) 0.0173(15) Uani 1 1 d . . .
C2 C 0.0000(3) 0.1537(3) 0.1871(8) 0.0179(14) Uani 1 1 d . . .
C3 C -0.1567(3) 0.0131(4) 0.5777(8) 0.0147(13) Uani 1 1 d . . .
C4 C -0.1547(3) -0.0414(4) 0.4336(8) 0.0164(13) Uani 1 1 d . . .
C5 C -0.1541(3) 0.3480(4) 0.1450(8) 0.0181(15) Uani 1 1 d . . .
C6 C -0.1159(3) 0.4204(4) 0.0673(6) 0.0169(13) Uani 1 1 d . . .
C7 C -0.1550(3) 0.4857(4) 0.0006(8) 0.0187(13) Uani 1 1 d . . .
H7 H -0.2042 0.4833 0.0031 0.022 Uiso 1 1 calc R . .
C8 C -0.1220(3) 0.5542(4) -0.0696(7) 0.0154(12) Uani 1 1 d . . .
C9 C -0.0483(3) 0.5574(4) -0.0682(7) 0.0188(13) Uani 1 1 d . . .
H9 H -0.0256 0.6035 -0.1135 0.023 Uiso 1 1 calc R . .
C10 C -0.0070(3) 0.4933(4) -0.0003(7) 0.0154(12) Uani 1 1 d . . .
C11 C -0.0428(3) 0.4253(4) 0.0669(6) 0.0176(13) Uani 1 1 d . . .
H11 H -0.0168 0.3820 0.1127 0.021 Uiso 1 1 calc R . .
C12 C -0.1634(3) 0.6265(5) -0.1365(7) 0.0162(14) Uani 1 1 d . . .
C13 C 0.0712(3) 0.4999(4) 0.0035(7) 0.0166(12) Uani 1 1 d . . .
C14 C 0.1049(3) 0.5796(4) -0.0115(7) 0.0176(13) Uani 1 1 d . . .
H14 H 0.0779 0.6291 -0.0241 0.021 Uiso 1 1 calc R . .
C15 C 0.1789(3) 0.5858(4) -0.0079(8) 0.0191(14) Uani 1 1 d . . .
C16 C 0.2193(3) 0.5117(4) 0.0101(7) 0.0158(12) Uani 1 1 d . . .
H16 H 0.2684 0.5153 0.0094 0.019 Uiso 1 1 calc R . .
C17 C 0.1874(3) 0.4339(4) 0.0287(7) 0.0165(13) Uani 1 1 d . . .
C18 C 0.1136(3) 0.4276(4) 0.0222(7) 0.0170(13) Uani 1 1 d . . .
H18 H 0.0925 0.3738 0.0305 0.020 Uiso 1 1 calc R . .
C19 C 0.2307(3) 0.3540(4) 0.0570(6) 0.0150(13) Uani 1 1 d . . .
C20 C 0.2141(3) 0.6694(4) -0.0380(7) 0.0135(13) Uani 1 1 d . . .
N2 N 0.9046(3) 0.1226(4) 0.8550(6) 0.0367(15) Uani 1 1 d . . .
H2A H 0.8984 0.1149 0.9525 0.044 Uiso 1 1 calc R . .
H2B H 0.8694 0.0946 0.8082 0.044 Uiso 1 1 calc R . .
N1 N 0.1421(3) 0.2238(4) 0.6877(7) 0.0432(16) Uani 1 1 d . . .
H1A H 0.1464 0.1963 0.6008 0.052 Uiso 1 1 calc R . .
H1B H 0.1435 0.1839 0.7597 0.052 Uiso 1 1 calc R . .
C23 C 0.9728(4) 0.0843(5) 0.8112(11) 0.0498(19) Uani 1 1 d . . .
H23A H 0.9801 0.0927 0.7074 0.075 Uiso 1 1 calc R . .
H23B H 0.9724 0.0237 0.8325 0.075 Uiso 1 1 calc R . .
H23C H 1.0105 0.1114 0.8650 0.075 Uiso 1 1 calc R . .
C25 C 0.2020(4) 0.2835(6) 0.7061(11) 0.066(3) Uani 1 1 d . . .
H25A H 0.2426 0.2523 0.7411 0.099 Uiso 1 1 calc R . .
H25B H 0.1896 0.3273 0.7762 0.099 Uiso 1 1 calc R . .
H25C H 0.2130 0.3098 0.6131 0.099 Uiso 1 1 calc R . .
Er1 Er 0.165500(12) 0.177743(15) 0.20479(3) 0.01243(7) Uani 1 1 d . . .
Er2 Er -0.153071(12) 0.152561(15) 0.31714(3) 0.01210(7) Uani 1 1 d . . .
O1 O 0.0770(2) 0.1497(3) 0.3953(5) 0.0209(10) Uani 1 1 d . . .
O2 O 0.0500(2) 0.1778(3) 0.1069(5) 0.0247(10) Uani 1 1 d . . .
O3 O -0.0595(2) 0.1272(3) 0.1502(4) 0.0193(9) Uani 1 1 d . . .
O4 O -0.0404(2) 0.1624(3) 0.4346(5) 0.0216(10) Uani 1 1 d . . .
O5 O -0.1593(2) 0.0926(3) 0.5628(5) 0.0173(10) Uani 1 1 d . . .
O6 O -0.15642(19) -0.0278(3) 0.6987(7) 0.0223(10) Uani 1 1 d . . .
O7 O -0.1450(2) 0.0007(2) 0.3177(7) 0.0225(8) Uani 1 1 d . . .
O8 O -0.1612(2) -0.1201(3) 0.4472(5) 0.0219(10) Uani 1 1 d . . .
O9 O -0.1183(2) 0.2859(2) 0.1949(5) 0.0229(9) Uani 1 1 d . . .
O10 O -0.2199(2) 0.3564(3) 0.1574(5) 0.0252(12) Uani 1 1 d . . .
O11 O -0.2288(2) 0.6205(3) -0.1404(4) 0.0205(10) Uani 1 1 d . . .
O12 O -0.1283(2) 0.6908(2) -0.1839(6) 0.0217(9) Uani 1 1 d . . .
O13 O 0.1768(2) 0.7365(3) -0.0279(5) 0.0208(10) Uani 1 1 d . . .
O14 O 0.2790(2) 0.6697(2) -0.0689(5) 0.0189(9) Uani 1 1 d . . .
O15 O 0.2943(2) 0.3642(3) 0.0882(5) 0.0182(9) Uani 1 1 d . . .
O16 O 0.1982(2) 0.2840(3) 0.0518(4) 0.0194(9) Uani 1 1 d . . .
C24 C 0.8990(4) 0.2164(6) 0.8213(12) 0.057(2) Uani 1 1 d . . .
H24A H 0.8983 0.2246 0.7164 0.086 Uiso 1 1 calc R . .
H24B H 0.9389 0.2461 0.8626 0.086 Uiso 1 1 calc R . .
H24C H 0.8562 0.2389 0.8633 0.086 Uiso 1 1 calc R . .
C26 C 0.0747(4) 0.2678(6) 0.6924(11) 0.052(2) Uani 1 1 d . . .
H26A H 0.0745 0.3135 0.6211 0.078 Uiso 1 1 calc R . .
H26B H 0.0674 0.2914 0.7890 0.078 Uiso 1 1 calc R . .
H26C H 0.0375 0.2278 0.6701 0.078 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
C1 O1 1.248(8) . ?
C1 O4 1.249(8) . ?
C1 C2 1.559(10) . ?
C2 O3 1.244(8) . ?
C2 O2 1.250(8) . ?
C3 O5 1.242(7) . ?
C3 O6 1.268(9) . ?
C3 C4 1.558(8) . ?
C4 O8 1.234(7) . ?
C4 O7 1.251(9) . ?
C5 O10 1.256(7) . ?
C5 O9 1.261(8) . ?
C5 C6 1.509(8) . ?
C6 C11 1.385(8) . ?
C6 C7 1.392(8) . ?
C7 C8 1.389(9) . ?
C7 H7 0.9300 . ?
C8 C9 1.395(8) . ?
C8 C12 1.496(9) . ?
C9 C10 1.406(8) . ?
C9 H9 0.9300 . ?
C10 C11 1.394(8) . ?
C10 C13 1.483(8) . ?
C11 H11 0.9300 . ?
C12 O11 1.239(7) . ?
C12 O12 1.274(8) . ?
C13 C18 1.389(8) . ?
C13 C14 1.398(8) . ?
C14 C15 1.402(8) . ?
C14 H14 0.9300 . ?
C15 C16 1.390(8) . ?
C15 C20 1.483(8) . ?
C16 C17 1.361(8) . ?
C16 H16 0.9300 . ?
C17 C18 1.398(8) . ?
C17 C19 1.509(8) . ?
C18 H18 0.9300 . ?
C19 O16 1.249(7) . ?
C19 O15 1.246(7) . ?
C20 O14 1.258(7) . ?
C20 O13 1.260(7) . ?
N2 C23 1.476(9) . ?
N2 C24 1.491(10) . ?
N2 H2A 0.9000 . ?
N2 H2B 0.9000 . ?
N1 C26 1.446(10) . ?
N1 C25 1.473(10) . ?
N1 H1A 0.9000 . ?
N1 H1B 0.9000 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
Er1 O16 2.242(4) . ?
Er1 O10 2.271(5) 3 ?
Er1 O14 2.309(4) 4_545 ?
Er1 O6 2.335(4) 2_554 ?
Er1 O2 2.357(5) . ?
Er1 O12 2.383(4) 2_565 ?
Er1 O1 2.444(4) . ?
Er1 O8 2.503(5) 2_554 ?
Er2 O13 2.268(4) 2_565 ?
Er2 O15 2.317(4) 3_455 ?
Er2 O11 2.319(4) 4_445 ?
Er2 O3 2.361(4) . ?
Er2 O7 2.363(4) . ?
Er2 O4 2.387(5) . ?
Er2 O5 2.418(4) . ?
Er2 O9 2.438(4) . ?
O6 Er1 2.335(4) 2 ?
O8 Er1 2.503(5) 2 ?
O10 Er1 2.271(5) 3_455 ?
O11 Er2 2.319(4) 4_454 ?
O12 Er1 2.383(4) 2_564 ?
O13 Er2 2.268(4) 2_564 ?
O14 Er1 2.309(4) 4_554 ?
O15 Er2 2.317(4) 3 ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O4 129.1(6) . . ?
O1 C1 C2 115.9(5) . . ?
O4 C1 C2 115.0(6) . . ?
O3 C2 O2 128.7(7) . . ?
O3 C2 C1 115.0(6) . . ?
O2 C2 C1 116.2(6) . . ?
O5 C3 O6 126.3(6) . . ?
O5 C3 C4 116.7(5) . . ?
O6 C3 C4 117.0(5) . . ?
O8 C4 O7 128.0(7) . . ?
O8 C4 C3 116.8(5) . . ?
O7 C4 C3 115.2(5) . . ?
O10 C5 O9 125.3(6) . . ?
O10 C5 C6 115.9(6) . . ?
O9 C5 C6 118.8(5) . . ?
C11 C6 C7 119.3(5) . . ?
C11 C6 C5 121.2(5) . . ?
C7 C6 C5 119.4(6) . . ?
C8 C7 C6 121.2(6) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C7 C8 C9 118.2(5) . . ?
C7 C8 C12 121.7(5) . . ?
C9 C8 C12 120.0(5) . . ?
C8 C9 C10 122.2(5) . . ?
C8 C9 H9 118.9 . . ?
C10 C9 H9 118.9 . . ?
C11 C10 C9 117.3(5) . . ?
C11 C10 C13 121.7(5) . . ?
C9 C10 C13 120.9(5) . . ?
C6 C11 C10 121.8(5) . . ?
C6 C11 H11 119.1 . . ?
C10 C11 H11 119.1 . . ?
O11 C12 O12 124.7(6) . . ?
O11 C12 C8 118.5(6) . . ?
O12 C12 C8 116.8(5) . . ?
C18 C13 C14 117.6(5) . . ?
C18 C13 C10 121.5(5) . . ?
C14 C13 C10 120.9(5) . . ?
C13 C14 C15 120.9(5) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 H14 119.5 . . ?
C16 C15 C14 119.5(5) . . ?
C16 C15 C20 120.0(5) . . ?
C14 C15 C20 120.2(5) . . ?
C17 C16 C15 120.4(5) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C16 C17 C18 119.9(5) . . ?
C16 C17 C19 120.7(5) . . ?
C18 C17 C19 119.4(5) . . ?
C13 C18 C17 121.6(5) . . ?
C13 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
O16 C19 O15 126.4(6) . . ?
O16 C19 C17 116.3(6) . . ?
O15 C19 C17 117.2(5) . . ?
O14 C20 O13 124.0(5) . . ?
O14 C20 C15 118.7(5) . . ?
O13 C20 C15 117.3(6) . . ?
C23 N2 C24 113.6(6) . . ?
C23 N2 H2A 108.8 . . ?
C24 N2 H2A 108.8 . . ?
C23 N2 H2B 108.8 . . ?
C24 N2 H2B 108.8 . . ?
H2A N2 H2B 107.7 . . ?
C26 N1 C25 112.1(7) . . ?
C26 N1 H1A 109.2 . . ?
C25 N1 H1A 109.2 . . ?
C26 N1 H1B 109.2 . . ?
C25 N1 H1B 109.2 . . ?
H1A N1 H1B 107.9 . . ?
N2 C23 H23A 109.5 . . ?
N2 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
N2 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N1 C25 H25A 109.5 . . ?
N1 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N1 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O16 Er1 O10 77.95(15) . 3 ?
O16 Er1 O14 117.68(14) . 4_545 ?
O10 Er1 O14 73.87(16) 3 4_545 ?
O16 Er1 O6 137.65(18) . 2_554 ?
O10 Er1 O6 80.40(14) 3 2_554 ?
O14 Er1 O6 90.04(16) 4_545 2_554 ?
O16 Er1 O2 91.26(15) . . ?
O10 Er1 O2 144.32(17) 3 . ?
O14 Er1 O2 139.13(15) 4_545 . ?
O6 Er1 O2 85.60(14) 2_554 . ?
O16 Er1 O12 73.35(16) . 2_565 ?
O10 Er1 O12 124.14(16) 3 2_565 ?
O14 Er1 O12 78.68(15) 4_545 2_565 ?
O6 Er1 O12 147.38(17) 2_554 2_565 ?
O2 Er1 O12 83.46(15) . 2_565 ?
O16 Er1 O1 139.24(14) . . ?
O10 Er1 O1 138.16(15) 3 . ?
O14 Er1 O1 70.90(14) 4_545 . ?
O6 Er1 O1 77.80(16) 2_554 . ?
O2 Er1 O1 68.45(15) . . ?
O12 Er1 O1 69.60(15) 2_565 . ?
O16 Er1 O8 72.20(15) . 2_554 ?
O10 Er1 O8 76.76(15) 3 2_554 ?
O14 Er1 O8 145.63(14) 4_545 2_554 ?
O6 Er1 O8 67.62(18) 2_554 2_554 ?
O2 Er1 O8 67.56(15) . 2_554 ?
O12 Er1 O8 133.77(16) 2_565 2_554 ?
O1 Er1 O8 125.03(14) . 2_554 ?
O13 Er2 O15 123.77(15) 2_565 3_455 ?
O13 Er2 O11 82.53(15) 2_565 4_445 ?
O15 Er2 O11 73.25(14) 3_455 4_445 ?
O13 Er2 O3 132.21(14) 2_565 . ?
O15 Er2 O3 74.22(14) 3_455 . ?
O11 Er2 O3 142.35(14) 4_445 . ?
O13 Er2 O7 140.29(18) 2_565 . ?
O15 Er2 O7 85.28(17) 3_455 . ?
O11 Er2 O7 81.23(15) 4_445 . ?
O3 Er2 O7 77.69(16) . . ?
O13 Er2 O4 81.42(15) 2_565 . ?
O15 Er2 O4 142.22(15) 3_455 . ?
O11 Er2 O4 142.99(15) 4_445 . ?
O3 Er2 O4 68.19(16) . . ?
O7 Er2 O4 90.31(15) . . ?
O13 Er2 O5 73.23(14) 2_565 . ?
O15 Er2 O5 139.65(13) 3_455 . ?
O11 Er2 O5 73.59(13) 4_445 . ?
O3 Er2 O5 124.28(14) . . ?
O7 Er2 O5 67.48(18) . . ?
O4 Er2 O5 69.90(14) . . ?
O13 Er2 O9 71.96(15) 2_565 . ?
O15 Er2 O9 78.65(15) 3_455 . ?
O11 Er2 O9 121.14(14) 4_445 . ?
O3 Er2 O9 69.39(14) . . ?
O7 Er2 O9 146.17(17) . . ?
O4 Er2 O9 84.73(14) . . ?
O5 Er2 O9 139.37(15) . . ?
C1 O1 Er1 116.2(4) . . ?
C2 O2 Er1 118.7(4) . . ?
C2 O3 Er2 116.8(4) . . ?
C1 O4 Er2 118.3(4) . . ?
C3 O5 Er2 118.7(4) . . ?
C3 O6 Er1 121.3(4) . 2 ?
C4 O7 Er2 120.9(4) . . ?
C4 O8 Er1 116.8(4) . 2 ?
C5 O9 Er2 131.9(4) . . ?
C5 O10 Er1 159.7(4) . 3_455 ?
C12 O11 Er2 161.4(5) . 4_454 ?
C12 O12 Er1 131.3(4) . 2_564 ?
C20 O13 Er2 133.8(4) . 2_564 ?
C20 O14 Er1 129.9(4) . 4_554 ?
C19 O15 Er2 127.1(4) . 3 ?
C19 O16 Er1 138.8(4) . . ?
N2 C24 H24A 109.5 . . ?
N2 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N2 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N1 C26 H26A 109.5 . . ?
N1 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
N1 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.665
_refine_diff_density_min         -1.536
_refine_diff_density_rms         0.142
_database_code_depnum_ccdc_archive 'CCDC 1003789'
#######################################################################
#
#                 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_z

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H22 N2 O16 Yb2'
_chemical_formula_weight         940.52

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Yb Yb -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pna2(1)

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

_cell_length_a                   18.825(14)
_cell_length_b                   15.373(11)
_cell_length_c                   9.047(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2618(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    657
_cell_measurement_theta_min      2.61
_cell_measurement_theta_max      18.31

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.386
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1792
_exptl_absorpt_coefficient_mu    7.188
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.3137
_exptl_absorpt_correction_T_max  0.4551
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12158
_diffrn_reflns_av_R_equivalents  0.0609
_diffrn_reflns_av_sigmaI/netI    0.0743
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.16
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4311
_reflns_number_gt                3929
_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. 
;

_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)+(0.0050P)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   0.00(3)
_refine_ls_number_reflns         4311
_refine_ls_number_parameters     402
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.0621
_refine_ls_wR_factor_gt          0.0614
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_restrained_S_all      0.997
_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
C1 C 0.9864(6) 0.8443(6) 0.6461(13) 0.027(3) Uani 1 1 d . . .
C2 C 1.0006(6) 0.8449(5) 0.8121(15) 0.027(3) Uani 1 1 d . . .
C3 C 1.1566(6) 0.9875(7) 0.4221(14) 0.029(3) Uani 1 1 d . . .
C4 C 1.1538(6) 1.0414(7) 0.5656(15) 0.033(3) Uani 1 1 d . . .
C5 C 1.1550(6) 0.6525(7) 0.8543(13) 0.027(3) Uani 1 1 d . . .
C6 C 1.1172(6) 0.5789(6) 0.9336(13) 0.028(3) Uani 1 1 d . . .
C7 C 1.1549(6) 0.5150(8) 1.0002(17) 0.037(3) Uani 1 1 d . . .
H7 H 1.2043 0.5171 0.9976 0.045 Uiso 1 1 calc R . .
C8 C 1.1223(6) 0.4469(6) 1.0716(13) 0.026(3) Uani 1 1 d . . .
C9 C 1.0486(5) 0.4432(6) 1.0709(13) 0.027(3) Uani 1 1 d . . .
H9 H 1.0261 0.3971 1.1181 0.032 Uiso 1 1 calc R . .
C10 C 1.0076(5) 0.5063(7) 1.0016(13) 0.024(2) Uani 1 1 d . . .
C11 C 1.0430(5) 0.5756(6) 0.9348(12) 0.024(2) Uani 1 1 d . . .
H11 H 1.0170 0.6201 0.8908 0.029 Uiso 1 1 calc R . .
C12 C 1.1643(6) 0.3727(7) 1.1386(13) 0.031(3) Uani 1 1 d . . .
C13 C 0.9286(5) 0.4996(6) 0.9989(14) 0.025(2) Uani 1 1 d . . .
C14 C 0.8948(6) 0.4207(7) 1.0112(13) 0.026(3) Uani 1 1 d . . .
H14 H 0.9221 0.3707 1.0230 0.031 Uiso 1 1 calc R . .
C15 C 0.8203(6) 0.4129(6) 1.0064(13) 0.029(3) Uani 1 1 d . . .
C16 C 0.7803(5) 0.4873(6) 0.9912(15) 0.028(2) Uani 1 1 d . . .
H16 H 0.7310 0.4835 0.9929 0.034 Uiso 1 1 calc R . .
C17 C 0.8120(5) 0.5665(7) 0.9737(13) 0.025(3) Uani 1 1 d . . .
C18 C 0.8854(6) 0.5732(7) 0.9799(13) 0.029(3) Uani 1 1 d . . .
H18 H 0.9065 0.6276 0.9713 0.035 Uiso 1 1 calc R . .
C19 C 0.7692(6) 0.6467(7) 0.9402(13) 0.022(3) Uani 1 1 d . . .
C20 C 0.7865(6) 0.3296(7) 1.0367(13) 0.021(3) Uani 1 1 d . . .
N1 N 0.0951(5) 0.8760(6) 0.1465(10) 0.043(3) Uani 1 1 d . . .
H1A H 0.1013 0.8845 0.0490 0.052 Uiso 1 1 calc R . .
H1B H 0.1304 0.9039 0.1938 0.052 Uiso 1 1 calc R . .
N2 N 0.8581(5) 0.7758(6) 0.3119(15) 0.054(3) Uani 1 1 d . . .
H2A H 0.8535 0.8036 0.3990 0.065 Uiso 1 1 calc R . .
H2B H 0.8578 0.8164 0.2401 0.065 Uiso 1 1 calc R . .
C23 C 0.0264(6) 0.9163(7) 0.1908(19) 0.061(4) Uani 1 1 d . . .
H23A H -0.0120 0.8859 0.1437 0.092 Uiso 1 1 calc R . .
H23B H 0.0258 0.9762 0.1611 0.092 Uiso 1 1 calc R . .
H23C H 0.0211 0.9126 0.2961 0.092 Uiso 1 1 calc R . .
C24 C 0.7976(7) 0.7191(9) 0.2916(19) 0.069(4) Uani 1 1 d . . .
H24A H 0.8042 0.6848 0.2040 0.103 Uiso 1 1 calc R . .
H24B H 0.7553 0.7535 0.2816 0.103 Uiso 1 1 calc R . .
H24C H 0.7931 0.6814 0.3756 0.103 Uiso 1 1 calc R . .
Yb1 Yb 0.83464(2) 0.82224(3) 0.79565(6) 0.02416(11) Uani 1 1 d . . .
Yb2 Yb 1.15271(2) 0.84772(3) 0.68251(5) 0.02375(11) Uani 1 1 d . . .
O1 O 0.9225(4) 0.8508(4) 0.6036(9) 0.0302(18) Uani 1 1 d . . .
O2 O 0.9496(4) 0.8215(5) 0.8945(10) 0.035(2) Uani 1 1 d . . .
O3 O 1.0605(4) 0.8715(5) 0.8505(8) 0.0292(19) Uani 1 1 d . . .
O4 O 1.0408(4) 0.8372(5) 0.5642(10) 0.033(2) Uani 1 1 d . . .
O5 O 1.1586(4) 0.9070(4) 0.4373(9) 0.0270(19) Uani 1 1 d . . .
O6 O 1.1560(3) 1.0287(4) 0.3022(12) 0.0322(17) Uani 1 1 d . . .
O7 O 1.1452(4) 0.9991(4) 0.6846(13) 0.0329(16) Uani 1 1 d . . .
O8 O 1.1613(4) 1.1212(4) 0.5543(9) 0.0278(17) Uani 1 1 d . . .
O9 O 1.1194(4) 0.7144(4) 0.8055(11) 0.0324(17) Uani 1 1 d . . .
O10 O 1.2215(4) 0.6442(5) 0.8441(9) 0.037(2) Uani 1 1 d . . .
O11 O 1.2300(4) 0.3798(4) 1.1417(8) 0.028(2) Uani 1 1 d . . .
O12 O 1.1291(4) 0.3089(4) 1.1852(11) 0.0322(17) Uani 1 1 d . . .
O13 O 0.8219(4) 0.2624(4) 1.0297(8) 0.0274(18) Uani 1 1 d . . .
O14 O 0.7206(4) 0.3299(4) 1.0711(9) 0.0287(18) Uani 1 1 d . . .
O15 O 0.7055(4) 0.6363(4) 0.9086(9) 0.0315(19) Uani 1 1 d . . .
O16 O 0.8012(4) 0.7168(4) 0.9463(9) 0.0292(19) Uani 1 1 d . . .
C22 C 0.1012(6) 0.7827(7) 0.1773(19) 0.057(3) Uani 1 1 d . . .
H22A H 0.0639 0.7520 0.1273 0.085 Uiso 1 1 calc R . .
H22B H 0.0974 0.7730 0.2819 0.085 Uiso 1 1 calc R . .
H22C H 0.1464 0.7620 0.1430 0.085 Uiso 1 1 calc R . .
C25 C 0.9266(7) 0.7312(8) 0.309(2) 0.063(4) Uani 1 1 d . . .
H25A H 0.9376 0.7142 0.2100 0.094 Uiso 1 1 calc R . .
H25B H 0.9243 0.6805 0.3711 0.094 Uiso 1 1 calc R . .
H25C H 0.9628 0.7696 0.3456 0.094 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
C1 O1 1.268(12) . ?
C1 O4 1.269(13) . ?
C1 C2 1.525(16) . ?
C1 Yb2 3.148(12) . ?
C1 Yb1 3.180(12) . ?
C2 O3 1.249(12) . ?
C2 O2 1.268(14) . ?
C2 Yb2 3.094(12) . ?
C2 Yb1 3.148(12) . ?
C3 O5 1.245(11) . ?
C3 O6 1.256(15) . ?
C3 C4 1.541(14) . ?
C3 Yb1 3.146(10) 2_774 ?
C3 Yb2 3.189(11) . ?
C4 O8 1.239(12) . ?
C4 O7 1.268(16) . ?
C4 Yb2 3.160(11) . ?
C5 O9 1.245(13) . ?
C5 O10 1.260(13) . ?
C5 C6 1.517(15) . ?
C6 C7 1.355(15) . ?
C6 C11 1.398(14) . ?
C7 C8 1.374(16) . ?
C7 H7 0.9300 . ?
C8 C9 1.387(14) . ?
C8 C12 1.515(15) . ?
C9 C10 1.390(15) . ?
C9 H9 0.9300 . ?
C10 C11 1.394(14) . ?
C10 C13 1.492(12) . ?
C11 H11 0.9300 . ?
C12 O11 1.241(11) . ?
C12 O12 1.256(12) . ?
C13 C14 1.375(14) . ?
C13 C18 1.403(14) . ?
C14 C15 1.409(14) . ?
C14 H14 0.9300 . ?
C15 C16 1.376(14) . ?
C15 C20 1.456(14) . ?
C16 C17 1.366(14) . ?
C16 H16 0.9300 . ?
C17 C18 1.387(14) . ?
C17 C19 1.503(14) . ?
C18 H18 0.9300 . ?
C19 O16 1.236(12) . ?
C19 O15 1.244(12) . ?
C19 Yb2 3.202(11) 3_465 ?
C20 O13 1.230(12) . ?
C20 O14 1.278(12) . ?
N1 C22 1.466(13) . ?
N1 C23 1.488(14) . ?
N1 H1A 0.9000 . ?
N1 H1B 0.9000 . ?
N2 C24 1.446(14) . ?
N2 C25 1.461(14) . ?
N2 H2A 0.9000 . ?
N2 H2B 0.9000 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
Yb1 O16 2.209(7) . ?
Yb1 O10 2.236(8) 3_465 ?
Yb1 O14 2.285(8) 4_654 ?
Yb1 O6 2.300(6) 2_775 ?
Yb1 O2 2.342(8) . ?
Yb1 O12 2.352(7) 2_764 ?
Yb1 O1 2.438(8) . ?
Yb1 O8 2.498(8) 2_775 ?
Yb1 C3 3.146(10) 2_775 ?
Yb2 O13 2.238(7) 2_764 ?
Yb2 O15 2.287(8) 3_565 ?
Yb2 O11 2.293(8) 4_754 ?
Yb2 O7 2.332(6) . ?
Yb2 O3 2.336(8) . ?
Yb2 O4 2.368(9) . ?
Yb2 O5 2.401(8) . ?
Yb2 O9 2.415(7) . ?
O6 Yb1 2.300(6) 2_774 ?
O8 Yb1 2.498(8) 2_774 ?
O10 Yb1 2.236(8) 3_565 ?
O11 Yb2 2.293(8) 4_745 ?
O12 Yb1 2.352(7) 2_765 ?
O13 Yb2 2.238(7) 2_765 ?
O14 Yb1 2.285(8) 4_645 ?
O15 Yb2 2.287(8) 3_465 ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O4 126.6(12) . . ?
O1 C1 C2 117.7(9) . . ?
O4 C1 C2 115.7(11) . . ?
O1 C1 Yb2 167.1(8) . . ?
O4 C1 Yb2 42.3(6) . . ?
C2 C1 Yb2 73.9(6) . . ?
O1 C1 Yb1 44.3(5) . . ?
O4 C1 Yb1 164.7(8) . . ?
C2 C1 Yb1 74.9(6) . . ?
Yb2 C1 Yb1 148.3(4) . . ?
O3 C2 O2 127.8(13) . . ?
O3 C2 C1 115.7(11) . . ?
O2 C2 C1 116.4(10) . . ?
O3 C2 Yb2 42.7(6) . . ?
O2 C2 Yb2 158.1(8) . . ?
C1 C2 Yb2 77.8(7) . . ?
O3 C2 Yb1 161.0(8) . . ?
O2 C2 Yb1 40.9(6) . . ?
C1 C2 Yb1 77.2(6) . . ?
Yb2 C2 Yb1 154.5(5) . . ?
O5 C3 O6 126.6(12) . . ?
O5 C3 C4 116.3(10) . . ?
O6 C3 C4 117.1(9) . . ?
O5 C3 Yb1 164.2(9) . 2_774 ?
O6 C3 Yb1 38.5(5) . 2_774 ?
C4 C3 Yb1 78.9(6) . 2_774 ?
O5 C3 Yb2 41.4(6) . . ?
O6 C3 Yb2 167.8(8) . . ?
C4 C3 Yb2 74.9(5) . . ?
Yb1 C3 Yb2 153.7(4) 2_774 . ?
O8 C4 O7 126.3(12) . . ?
O8 C4 C3 117.3(10) . . ?
O7 C4 C3 116.4(9) . . ?
O8 C4 Yb2 164.0(9) . . ?
O7 C4 Yb2 39.8(5) . . ?
C3 C4 Yb2 77.0(5) . . ?
O9 C5 O10 125.9(10) . . ?
O9 C5 C6 119.0(10) . . ?
O10 C5 C6 115.1(10) . . ?
C7 C6 C11 119.6(10) . . ?
C7 C6 C5 120.4(11) . . ?
C11 C6 C5 120.0(9) . . ?
C6 C7 C8 121.8(10) . . ?
C6 C7 H7 119.1 . . ?
C8 C7 H7 119.1 . . ?
C7 C8 C9 118.4(10) . . ?
C7 C8 C12 121.8(10) . . ?
C9 C8 C12 119.5(9) . . ?
C10 C9 C8 121.9(10) . . ?
C10 C9 H9 119.1 . . ?
C8 C9 H9 119.1 . . ?
C9 C10 C11 117.6(9) . . ?
C9 C10 C13 120.9(9) . . ?
C11 C10 C13 121.5(9) . . ?
C6 C11 C10 120.6(9) . . ?
C6 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
O11 C12 O12 125.9(11) . . ?
O11 C12 C8 117.6(10) . . ?
O12 C12 C8 116.5(10) . . ?
C14 C13 C18 117.0(9) . . ?
C14 C13 C10 121.4(9) . . ?
C18 C13 C10 121.6(9) . . ?
C13 C14 C15 122.2(9) . . ?
C13 C14 H14 118.9 . . ?
C15 C14 H14 118.9 . . ?
C16 C15 C14 118.5(9) . . ?
C16 C15 C20 120.7(10) . . ?
C14 C15 C20 120.3(9) . . ?
C17 C16 C15 121.0(10) . . ?
C17 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
C16 C17 C18 119.7(10) . . ?
C16 C17 C19 121.4(10) . . ?
C18 C17 C19 118.8(9) . . ?
C17 C18 C13 121.5(10) . . ?
C17 C18 H18 119.2 . . ?
C13 C18 H18 119.2 . . ?
O16 C19 O15 126.2(10) . . ?
O16 C19 C17 116.5(9) . . ?
O15 C19 C17 117.3(9) . . ?
O16 C19 Yb2 110.0(7) . 3_465 ?
O15 C19 Yb2 34.5(5) . 3_465 ?
C17 C19 Yb2 122.4(7) . 3_465 ?
O13 C20 O14 122.8(10) . . ?
O13 C20 C15 119.4(10) . . ?
O14 C20 C15 117.8(9) . . ?
C22 N1 C23 115.1(9) . . ?
C22 N1 H1A 108.5 . . ?
C23 N1 H1A 108.5 . . ?
C22 N1 H1B 108.5 . . ?
C23 N1 H1B 108.5 . . ?
H1A N1 H1B 107.5 . . ?
C24 N2 C25 114.2(10) . . ?
C24 N2 H2A 108.7 . . ?
C25 N2 H2A 108.7 . . ?
C24 N2 H2B 108.7 . . ?
C25 N2 H2B 108.7 . . ?
H2A N2 H2B 107.6 . . ?
N1 C23 H23A 109.5 . . ?
N1 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
N1 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N2 C24 H24A 109.5 . . ?
N2 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N2 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O16 Yb1 O10 77.1(3) . 3_465 ?
O16 Yb1 O14 117.2(3) . 4_654 ?
O10 Yb1 O14 74.3(3) 3_465 4_654 ?
O16 Yb1 O6 137.5(3) . 2_775 ?
O10 Yb1 O6 80.7(2) 3_465 2_775 ?
O14 Yb1 O6 90.4(3) 4_654 2_775 ?
O16 Yb1 O2 91.4(3) . . ?
O10 Yb1 O2 143.8(3) 3_465 . ?
O14 Yb1 O2 139.5(3) 4_654 . ?
O6 Yb1 O2 85.7(2) 2_775 . ?
O16 Yb1 O12 73.5(3) . 2_764 ?
O10 Yb1 O12 123.9(3) 3_465 2_764 ?
O14 Yb1 O12 78.4(3) 4_654 2_764 ?
O6 Yb1 O12 147.5(3) 2_775 2_764 ?
O2 Yb1 O12 83.7(3) . 2_764 ?
O16 Yb1 O1 139.9(2) . . ?
O10 Yb1 O1 138.1(3) 3_465 . ?
O14 Yb1 O1 70.5(3) 4_654 . ?
O6 Yb1 O1 77.7(3) 2_775 . ?
O2 Yb1 O1 69.3(3) . . ?
O12 Yb1 O1 69.8(3) 2_764 . ?
O16 Yb1 O8 71.7(3) . 2_775 ?
O10 Yb1 O8 76.4(3) 3_465 2_775 ?
O14 Yb1 O8 146.0(2) 4_654 2_775 ?
O6 Yb1 O8 68.1(3) 2_775 2_775 ?
O2 Yb1 O8 67.4(3) . 2_775 ?
O12 Yb1 O8 133.5(3) 2_764 2_775 ?
O1 Yb1 O8 125.8(2) . 2_775 ?
O16 Yb1 C2 109.6(3) . . ?
O10 Yb1 C2 155.7(3) 3_465 . ?
O14 Yb1 C2 119.2(3) 4_654 . ?
O6 Yb1 C2 79.2(2) 2_775 . ?
O2 Yb1 C2 20.8(3) . . ?
O12 Yb1 C2 80.0(2) 2_764 . ?
O1 Yb1 C2 48.7(3) . . ?
O8 Yb1 C2 83.5(3) 2_775 . ?
O16 Yb1 C3 118.2(3) . 2_775 ?
O10 Yb1 C3 76.4(3) 3_465 2_775 ?
O14 Yb1 C3 107.4(3) 4_654 2_775 ?
O6 Yb1 C3 19.9(4) 2_775 2_775 ?
O2 Yb1 C3 79.5(3) . 2_775 ?
O12 Yb1 C3 159.5(3) 2_764 2_775 ?
O1 Yb1 C3 93.2(3) . 2_775 ?
O8 Yb1 C3 48.2(3) 2_775 2_775 ?
C2 Yb1 C3 80.1(3) . 2_775 ?
O16 Yb1 C1 126.7(3) . . ?
O10 Yb1 C1 156.2(3) 3_465 . ?
O14 Yb1 C1 91.4(3) 4_654 . ?
O6 Yb1 C1 80.6(2) 2_775 . ?
O2 Yb1 C1 48.1(3) . . ?
O12 Yb1 C1 69.5(2) 2_764 . ?
O1 Yb1 C1 21.3(3) . . ?
O8 Yb1 C1 109.5(3) 2_775 . ?
C2 Yb1 C1 27.9(3) . . ?
C3 Yb1 C1 90.5(3) 2_775 . ?
O13 Yb2 O15 122.7(3) 2_764 3_565 ?
O13 Yb2 O11 81.8(2) 2_764 4_754 ?
O15 Yb2 O11 72.7(3) 3_565 4_754 ?
O13 Yb2 O7 140.7(3) 2_764 . ?
O15 Yb2 O7 85.0(3) 3_565 . ?
O11 Yb2 O7 81.1(2) 4_754 . ?
O13 Yb2 O3 132.8(2) 2_764 . ?
O15 Yb2 O3 74.0(3) 3_565 . ?
O11 Yb2 O3 141.9(2) 4_754 . ?
O7 Yb2 O3 78.1(3) . . ?
O13 Yb2 O4 81.9(3) 2_764 . ?
O15 Yb2 O4 142.9(3) 3_565 . ?
O11 Yb2 O4 143.0(3) 4_754 . ?
O7 Yb2 O4 91.0(3) . . ?
O3 Yb2 O4 69.1(3) . . ?
O13 Yb2 O5 72.9(2) 2_764 . ?
O15 Yb2 O5 140.0(2) 3_565 . ?
O11 Yb2 O5 74.0(2) 4_754 . ?
O7 Yb2 O5 68.4(3) . . ?
O3 Yb2 O5 125.2(2) . . ?
O4 Yb2 O5 69.5(3) . . ?
O13 Yb2 O9 72.4(3) 2_764 . ?
O15 Yb2 O9 78.0(3) 3_565 . ?
O11 Yb2 O9 120.5(2) 4_754 . ?
O7 Yb2 O9 145.9(3) . . ?
O3 Yb2 O9 68.9(3) . . ?
O4 Yb2 O9 85.4(3) . . ?
O5 Yb2 O9 139.5(3) . . ?
O13 Yb2 C2 114.9(2) 2_764 . ?
O15 Yb2 C2 93.7(3) 3_565 . ?
O11 Yb2 C2 162.8(3) 4_754 . ?
O7 Yb2 C2 87.4(2) . . ?
O3 Yb2 C2 21.3(3) . . ?
O4 Yb2 C2 49.2(3) . . ?
O5 Yb2 C2 113.5(3) . . ?
O9 Yb2 C2 64.7(2) . . ?
O13 Yb2 C1 97.8(3) 2_764 . ?
O15 Yb2 C1 121.8(3) 3_565 . ?
O11 Yb2 C1 160.8(3) 4_754 . ?
O7 Yb2 C1 87.5(2) . . ?
O3 Yb2 C1 48.1(3) . . ?
O4 Yb2 C1 21.1(3) . . ?
O5 Yb2 C1 87.5(3) . . ?
O9 Yb2 C1 77.1(3) . . ?
C2 Yb2 C1 28.3(3) . . ?
O13 Yb2 C4 120.3(3) 2_764 . ?
O15 Yb2 C4 101.3(3) 3_565 . ?
O11 Yb2 C4 74.7(3) 4_754 . ?
O7 Yb2 C4 20.4(4) . . ?
O3 Yb2 C4 94.3(3) . . ?
O4 Yb2 C4 85.4(3) . . ?
O5 Yb2 C4 48.1(3) . . ?
O9 Yb2 C4 162.9(3) . . ?
C2 Yb2 C4 98.4(3) . . ?
C1 Yb2 C4 89.3(3) . . ?
O13 Yb2 C3 92.8(3) 2_764 . ?
O15 Yb2 C3 125.4(3) 3_565 . ?
O11 Yb2 C3 73.4(3) 4_754 . ?
O7 Yb2 C3 48.3(4) . . ?
O3 Yb2 C3 113.1(3) . . ?
O4 Yb2 C3 74.5(3) . . ?
O5 Yb2 C3 20.1(3) . . ?
O9 Yb2 C3 156.6(3) . . ?
C2 Yb2 C3 108.1(3) . . ?
C1 Yb2 C3 87.5(3) . . ?
C4 Yb2 C3 28.1(3) . . ?
C1 O1 Yb1 114.4(7) . . ?
C2 O2 Yb1 118.3(8) . . ?
C2 O3 Yb2 116.0(8) . . ?
C1 O4 Yb2 116.6(8) . . ?
C3 O5 Yb2 118.5(8) . . ?
C3 O6 Yb1 121.6(8) . 2_774 ?
C4 O7 Yb2 119.8(8) . . ?
C4 O8 Yb1 115.2(8) . 2_774 ?
C5 O9 Yb2 132.2(7) . . ?
C5 O10 Yb1 159.4(7) . 3_565 ?
C12 O11 Yb2 160.7(7) . 4_745 ?
C12 O12 Yb1 131.2(7) . 2_765 ?
C20 O13 Yb2 135.9(7) . 2_765 ?
C20 O14 Yb1 131.1(7) . 4_645 ?
C19 O15 Yb2 127.6(7) . 3_465 ?
C19 O16 Yb1 138.7(7) . . ?
N1 C22 H22A 109.5 . . ?
N1 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N1 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N2 C25 H25A 109.5 . . ?
N2 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N2 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.401
_refine_diff_density_min         -1.885
_refine_diff_density_rms         0.151
_database_code_depnum_ccdc_archive 'CCDC 1003790'
#######################################################################
#
#                 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_z

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H22 N2 O16 Sm2'
_chemical_formula_weight         895.14

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pna2(1)

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

_cell_length_a                   19.116(7)
_cell_length_b                   15.714(6)
_cell_length_c                   9.069(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2724.0(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    973
_cell_measurement_theta_min      2.59
_cell_measurement_theta_max      19.95

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.183
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1728
_exptl_absorpt_coefficient_mu    4.354
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.4091
_exptl_absorpt_correction_T_max  0.5808
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13500
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_av_sigmaI/netI    0.0506
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.13
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4715
_reflns_number_gt                4527
_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. 
;

_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)+(0.0360P)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   0.00(11)
_refine_ls_number_reflns         4715
_refine_ls_number_parameters     402
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0297
_refine_ls_R_factor_gt           0.0282
_refine_ls_wR_factor_ref         0.0676
_refine_ls_wR_factor_gt          0.0670
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_restrained_S_all      0.998
_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
C1 C 0.0141(4) 0.1542(4) 0.3562(7) 0.0166(15) Uani 1 1 d . . .
C2 C 0.0000(4) 0.1522(4) 0.1859(8) 0.0216(15) Uani 1 1 d . . .
C3 C -0.1581(3) 0.0119(4) 0.5774(8) 0.0176(15) Uani 1 1 d . . .
C4 C -0.1560(3) -0.0414(4) 0.4341(8) 0.0149(13) Uani 1 1 d . . .
C5 C -0.1505(4) 0.3474(5) 0.1447(8) 0.0225(17) Uani 1 1 d . . .
C6 C -0.1133(3) 0.4211(4) 0.0690(7) 0.0183(14) Uani 1 1 d . . .
C7 C -0.1526(3) 0.4839(4) 0.0026(9) 0.0194(13) Uani 1 1 d . . .
H7 H -0.2011 0.4803 0.0037 0.023 Uiso 1 1 calc R . .
C8 C -0.1204(3) 0.5524(4) -0.0659(7) 0.0185(14) Uani 1 1 d . . .
C9 C -0.0475(3) 0.5562(4) -0.0654(7) 0.0182(13) Uani 1 1 d . . .
H9 H -0.0256 0.6019 -0.1113 0.022 Uiso 1 1 calc R . .
C10 C -0.0062(3) 0.4938(4) 0.0018(7) 0.0175(13) Uani 1 1 d . . .
C11 C -0.0418(3) 0.4259(4) 0.0673(7) 0.0170(13) Uani 1 1 d . . .
H11 H -0.0160 0.3825 0.1110 0.020 Uiso 1 1 calc R . .
C12 C -0.1617(3) 0.6240(5) -0.1351(7) 0.0164(14) Uani 1 1 d . . .
C13 C 0.0707(3) 0.5002(4) 0.0048(7) 0.0161(13) Uani 1 1 d . . .
C14 C 0.1041(3) 0.5787(4) -0.0088(7) 0.0180(14) Uani 1 1 d . . .
H14 H 0.0771 0.6276 -0.0185 0.022 Uiso 1 1 calc R . .
C15 C 0.1766(3) 0.5856(4) -0.0082(7) 0.0167(14) Uani 1 1 d . . .
C16 C 0.2175(3) 0.5135(4) 0.0101(8) 0.0164(13) Uani 1 1 d . . .
H16 H 0.2660 0.5176 0.0118 0.020 Uiso 1 1 calc R . .
C17 C 0.1849(3) 0.4349(4) 0.0259(7) 0.0181(14) Uani 1 1 d . . .
C18 C 0.1129(3) 0.4291(4) 0.0212(7) 0.0169(14) Uani 1 1 d . . .
H18 H 0.0920 0.3758 0.0294 0.020 Uiso 1 1 calc R . .
C19 C 0.2285(4) 0.3576(4) 0.0526(7) 0.0181(15) Uani 1 1 d . . .
C20 C 0.2119(4) 0.6689(4) -0.0323(7) 0.0164(15) Uani 1 1 d . . .
N2 N 0.9052(3) 0.1190(4) 0.8539(6) 0.0397(17) Uani 1 1 d . . .
H2A H 0.8993 0.1106 0.9513 0.048 Uiso 1 1 calc R . .
H2B H 0.8703 0.0921 0.8065 0.048 Uiso 1 1 calc R . .
N1 N 0.1456(4) 0.2244(5) 0.6923(8) 0.0504(19) Uani 1 1 d . . .
H1A H 0.1505 0.1961 0.6067 0.060 Uiso 1 1 calc R . .
H1B H 0.1483 0.1862 0.7661 0.060 Uiso 1 1 calc R . .
C22 C 0.9731(4) 0.0812(5) 0.8080(10) 0.050(2) Uani 1 1 d . . .
H22A H 0.9813 0.0934 0.7058 0.075 Uiso 1 1 calc R . .
H22B H 0.9716 0.0207 0.8223 0.075 Uiso 1 1 calc R . .
H22C H 1.0101 0.1050 0.8664 0.075 Uiso 1 1 calc R . .
C24 C 0.2037(5) 0.2866(7) 0.7075(12) 0.068(3) Uani 1 1 d . . .
H24A H 0.2159 0.3085 0.6120 0.102 Uiso 1 1 calc R . .
H24B H 0.2436 0.2590 0.7503 0.102 Uiso 1 1 calc R . .
H24C H 0.1891 0.3327 0.7700 0.102 Uiso 1 1 calc R . .
Sm1 Sm 0.167056(15) 0.179398(18) 0.20644(4) 0.01362(9) Uani 1 1 d . . .
Sm2 Sm -0.153796(15) 0.152858(19) 0.31565(3) 0.01329(8) Uani 1 1 d . . .
O1 O 0.0768(2) 0.1499(3) 0.3951(5) 0.0221(10) Uani 1 1 d . . .
O2 O 0.0491(3) 0.1767(3) 0.1056(5) 0.0291(12) Uani 1 1 d . . .
O3 O -0.0584(2) 0.1254(3) 0.1489(5) 0.0217(10) Uani 1 1 d . . .
O4 O -0.0389(3) 0.1600(3) 0.4361(6) 0.0274(12) Uani 1 1 d . . .
O5 O -0.1593(2) 0.0906(3) 0.5636(5) 0.0215(11) Uani 1 1 d . . .
O6 O -0.1583(2) -0.0272(3) 0.6982(7) 0.0261(11) Uani 1 1 d . . .
O7 O -0.1462(2) -0.0016(3) 0.3190(7) 0.0236(9) Uani 1 1 d . . .
O8 O -0.1638(2) -0.1191(3) 0.4484(5) 0.0230(11) Uani 1 1 d . . .
O9 O -0.1144(2) 0.2865(3) 0.1903(5) 0.0230(10) Uani 1 1 d . . .
O10 O -0.2156(3) 0.3527(3) 0.1573(6) 0.0276(13) Uani 1 1 d . . .
O11 O -0.2265(2) 0.6175(3) -0.1395(5) 0.0234(11) Uani 1 1 d . . .
O12 O -0.1273(2) 0.6880(2) -0.1797(6) 0.0251(10) Uani 1 1 d . . .
O13 O 0.1752(2) 0.7345(3) -0.0220(5) 0.0207(10) Uani 1 1 d . . .
O14 O 0.2764(2) 0.6691(3) -0.0617(5) 0.0191(10) Uani 1 1 d . . .
O15 O 0.2927(2) 0.3664(3) 0.0798(5) 0.0194(10) Uani 1 1 d . . .
O16 O 0.1977(2) 0.2875(3) 0.0468(5) 0.0248(11) Uani 1 1 d . . .
C23 C 0.9008(5) 0.2127(6) 0.8220(11) 0.059(2) Uani 1 1 d . . .
H23A H 0.9064 0.2221 0.7180 0.088 Uiso 1 1 calc R . .
H23B H 0.9371 0.2420 0.8746 0.088 Uiso 1 1 calc R . .
H23C H 0.8560 0.2339 0.8529 0.088 Uiso 1 1 calc R . .
C25 C 0.0767(4) 0.2646(6) 0.6956(13) 0.058(2) Uani 1 1 d . . .
H25A H 0.0775 0.3153 0.6366 0.087 Uiso 1 1 calc R . .
H25B H 0.0649 0.2790 0.7954 0.087 Uiso 1 1 calc R . .
H25C H 0.0425 0.2259 0.6569 0.087 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
C1 O4 1.248(8) . ?
C1 O1 1.252(8) . ?
C1 C2 1.567(10) . ?
C2 O3 1.241(8) . ?
C2 O2 1.248(8) . ?
C3 O5 1.244(8) . ?
C3 O6 1.255(9) . ?
C3 C4 1.547(9) . ?
C4 O7 1.231(9) . ?
C4 O8 1.236(8) . ?
C5 O10 1.251(8) . ?
C5 O9 1.252(9) . ?
C5 C6 1.523(9) . ?
C6 C11 1.370(9) . ?
C6 C7 1.378(9) . ?
C7 C8 1.388(9) . ?
C7 H7 0.9300 . ?
C8 C9 1.394(9) . ?
C8 C12 1.511(9) . ?
C9 C10 1.398(9) . ?
C9 H9 0.9300 . ?
C10 C11 1.398(9) . ?
C10 C13 1.475(8) . ?
C11 H11 0.9300 . ?
C12 O11 1.243(7) . ?
C12 O12 1.268(8) . ?
C13 C18 1.385(8) . ?
C13 C14 1.394(8) . ?
C14 C15 1.391(9) . ?
C14 H14 0.9300 . ?
C15 C16 1.387(8) . ?
C15 C20 1.488(9) . ?
C16 C17 1.391(9) . ?
C16 H16 0.9300 . ?
C17 C18 1.380(9) . ?
C17 C19 1.493(9) . ?
C18 H18 0.9300 . ?
C19 O16 1.251(8) . ?
C19 O15 1.259(8) . ?
C20 O13 1.251(8) . ?
C20 O14 1.260(8) . ?
N2 C22 1.487(10) . ?
N2 C23 1.503(11) . ?
N2 H2A 0.9000 . ?
N2 H2B 0.9000 . ?
N1 C25 1.460(10) . ?
N1 C24 1.487(11) . ?
N1 H1A 0.9000 . ?
N1 H1B 0.9000 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
Sm1 O16 2.307(4) . ?
Sm1 O10 2.343(5) 3 ?
Sm1 O14 2.370(5) 4_545 ?
Sm1 O6 2.399(5) 2_554 ?
Sm1 O2 2.434(5) . ?
Sm1 O12 2.447(4) 2_565 ?
Sm1 O1 2.474(5) . ?
Sm1 O8 2.526(5) 2_554 ?
Sm2 O13 2.339(4) 2_565 ?
Sm2 O15 2.390(4) 3_455 ?
Sm2 O11 2.390(4) 4_445 ?
Sm2 O3 2.408(4) . ?
Sm2 O7 2.432(4) . ?
Sm2 O5 2.454(5) . ?
Sm2 O4 2.456(5) . ?
Sm2 O9 2.504(4) . ?
O6 Sm1 2.399(5) 2 ?
O8 Sm1 2.526(5) 2 ?
O10 Sm1 2.343(5) 3_455 ?
O11 Sm2 2.390(4) 4_454 ?
O12 Sm1 2.447(4) 2_564 ?
O13 Sm2 2.339(4) 2_564 ?
O14 Sm1 2.370(5) 4_554 ?
O15 Sm2 2.390(4) 3 ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 C1 O1 128.1(6) . . ?
O4 C1 C2 115.8(6) . . ?
O1 C1 C2 116.2(6) . . ?
O3 C2 O2 128.5(7) . . ?
O3 C2 C1 115.3(6) . . ?
O2 C2 C1 116.1(6) . . ?
O5 C3 O6 125.1(7) . . ?
O5 C3 C4 117.0(6) . . ?
O6 C3 C4 117.9(6) . . ?
O7 C4 O8 127.5(6) . . ?
O7 C4 C3 116.2(5) . . ?
O8 C4 C3 116.3(5) . . ?
O10 C5 O9 124.8(6) . . ?
O10 C5 C6 117.0(6) . . ?
O9 C5 C6 118.2(6) . . ?
C11 C6 C7 120.0(6) . . ?
C11 C6 C5 120.9(6) . . ?
C7 C6 C5 119.1(6) . . ?
C6 C7 C8 120.6(6) . . ?
C6 C7 H7 119.7 . . ?
C8 C7 H7 119.7 . . ?
C7 C8 C9 118.4(6) . . ?
C7 C8 C12 122.1(6) . . ?
C9 C8 C12 119.4(6) . . ?
C10 C9 C8 122.3(6) . . ?
C10 C9 H9 118.8 . . ?
C8 C9 H9 118.8 . . ?
C9 C10 C11 116.5(6) . . ?
C9 C10 C13 121.6(6) . . ?
C11 C10 C13 121.9(6) . . ?
C6 C11 C10 122.1(6) . . ?
C6 C11 H11 118.9 . . ?
C10 C11 H11 118.9 . . ?
O11 C12 O12 124.9(6) . . ?
O11 C12 C8 118.2(6) . . ?
O12 C12 C8 116.8(5) . . ?
C18 C13 C14 117.2(6) . . ?
C18 C13 C10 121.8(5) . . ?
C14 C13 C10 120.9(5) . . ?
C13 C14 C15 121.7(5) . . ?
C13 C14 H14 119.2 . . ?
C15 C14 H14 119.2 . . ?
C16 C15 C14 119.8(6) . . ?
C16 C15 C20 118.7(6) . . ?
C14 C15 C20 121.4(6) . . ?
C15 C16 C17 119.1(6) . . ?
C15 C16 H16 120.5 . . ?
C17 C16 H16 120.5 . . ?
C18 C17 C16 120.2(6) . . ?
C18 C17 C19 120.6(6) . . ?
C16 C17 C19 119.2(6) . . ?
C17 C18 C13 122.0(6) . . ?
C17 C18 H18 119.0 . . ?
C13 C18 H18 119.0 . . ?
O16 C19 O15 124.3(6) . . ?
O16 C19 C17 116.5(6) . . ?
O15 C19 C17 119.2(6) . . ?
O13 C20 O14 124.3(6) . . ?
O13 C20 C15 117.3(6) . . ?
O14 C20 C15 118.4(6) . . ?
C22 N2 C23 112.8(6) . . ?
C22 N2 H2A 109.0 . . ?
C23 N2 H2A 109.0 . . ?
C22 N2 H2B 109.0 . . ?
C23 N2 H2B 109.0 . . ?
H2A N2 H2B 107.8 . . ?
C25 N1 C24 112.7(8) . . ?
C25 N1 H1A 109.0 . . ?
C24 N1 H1A 109.0 . . ?
C25 N1 H1B 109.0 . . ?
C24 N1 H1B 109.0 . . ?
H1A N1 H1B 107.8 . . ?
N2 C22 H22A 109.5 . . ?
N2 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N2 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N1 C24 H24A 109.5 . . ?
N1 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N1 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O16 Sm1 O10 78.23(17) . 3 ?
O16 Sm1 O14 119.42(16) . 4_545 ?
O10 Sm1 O14 73.55(17) 3 4_545 ?
O16 Sm1 O6 137.04(18) . 2_554 ?
O10 Sm1 O6 81.14(16) 3 2_554 ?
O14 Sm1 O6 89.51(16) 4_545 2_554 ?
O16 Sm1 O2 90.73(17) . . ?
O10 Sm1 O2 144.32(18) 3 . ?
O14 Sm1 O2 139.02(15) 4_545 . ?
O6 Sm1 O2 84.60(16) 2_554 . ?
O16 Sm1 O12 73.57(17) . 2_565 ?
O10 Sm1 O12 124.17(17) 3 2_565 ?
O14 Sm1 O12 79.97(17) 4_545 2_565 ?
O6 Sm1 O12 147.20(17) 2_554 2_565 ?
O2 Sm1 O12 83.42(17) . 2_565 ?
O16 Sm1 O1 138.54(16) . . ?
O10 Sm1 O1 139.38(16) 3 . ?
O14 Sm1 O1 72.05(15) 4_545 . ?
O6 Sm1 O1 77.63(16) 2_554 . ?
O2 Sm1 O1 67.06(15) . . ?
O12 Sm1 O1 69.58(16) 2_565 . ?
O16 Sm1 O8 72.59(16) . 2_554 ?
O10 Sm1 O8 76.48(16) 3 2_554 ?
O14 Sm1 O8 143.85(14) 4_545 2_554 ?
O6 Sm1 O8 66.12(18) 2_554 2_554 ?
O2 Sm1 O8 67.84(16) . 2_554 ?
O12 Sm1 O8 134.67(17) 2_565 2_554 ?
O1 Sm1 O8 123.61(14) . 2_554 ?
O13 Sm2 O15 125.76(15) 2_565 3_455 ?
O13 Sm2 O11 84.33(15) 2_565 4_445 ?
O15 Sm2 O11 73.34(14) 3_455 4_445 ?
O13 Sm2 O3 131.58(15) 2_565 . ?
O15 Sm2 O3 74.87(15) 3_455 . ?
O11 Sm2 O3 142.21(15) 4_445 . ?
O13 Sm2 O7 139.30(18) 2_565 . ?
O15 Sm2 O7 84.87(18) 3_455 . ?
O11 Sm2 O7 79.81(15) 4_445 . ?
O3 Sm2 O7 77.52(16) . . ?
O13 Sm2 O5 73.58(16) 2_565 . ?
O15 Sm2 O5 138.71(14) 3_455 . ?
O11 Sm2 O5 73.18(14) 4_445 . ?
O3 Sm2 O5 122.45(15) . . ?
O7 Sm2 O5 66.01(18) . . ?
O13 Sm2 O4 80.89(15) 2_565 . ?
O15 Sm2 O4 141.86(15) 3_455 . ?
O11 Sm2 O4 142.33(16) 4_445 . ?
O3 Sm2 O4 67.07(17) . . ?
O7 Sm2 O4 89.25(16) . . ?
O5 Sm2 O4 69.45(16) . . ?
O13 Sm2 O9 72.76(15) 2_565 . ?
O15 Sm2 O9 80.13(15) 3_455 . ?
O11 Sm2 O9 124.08(15) 4_445 . ?
O3 Sm2 O9 68.73(15) . . ?
O7 Sm2 O9 145.57(16) . . ?
O5 Sm2 O9 139.72(15) . . ?
O4 Sm2 O9 83.92(15) . . ?
C1 O1 Sm1 117.6(4) . . ?
C2 O2 Sm1 118.8(5) . . ?
C2 O3 Sm2 116.8(4) . . ?
C1 O4 Sm2 117.6(4) . . ?
C3 O5 Sm2 119.2(5) . . ?
C3 O6 Sm1 121.0(5) . 2 ?
C4 O7 Sm2 120.6(4) . . ?
C4 O8 Sm1 118.0(4) . 2 ?
C5 O9 Sm2 128.7(4) . . ?
C5 O10 Sm1 162.7(5) . 3_455 ?
C12 O11 Sm2 160.1(5) . 4_454 ?
C12 O12 Sm1 130.5(4) . 2_564 ?
C20 O13 Sm2 132.4(4) . 2_564 ?
C20 O14 Sm1 129.3(4) . 4_554 ?
C19 O15 Sm2 125.3(4) . 3 ?
C19 O16 Sm1 137.9(4) . . ?
N2 C23 H23A 109.5 . . ?
N2 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
N2 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N1 C25 H25A 109.5 . . ?
N1 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N1 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.664
_refine_diff_density_min         -0.842
_refine_diff_density_rms         0.113
_database_code_depnum_ccdc_archive 'CCDC 1003791'
#######################################################################
#
#                 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_z

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H15 Gd O10'
_chemical_formula_weight         596.59

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'
Gd Gd -0.1653 3.9035 '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           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   6.4355(12)
_cell_length_b                   13.462(2)
_cell_length_c                   13.753(2)
_cell_angle_alpha                61.532(2)
_cell_angle_beta                 82.433(3)
_cell_angle_gamma                81.244(2)
_cell_volume                     1032.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5631
_cell_measurement_theta_min      2.93
_cell_measurement_theta_max      28.27

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.918
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             582
_exptl_absorpt_coefficient_mu    3.270
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.3337
_exptl_absorpt_correction_T_max  0.5332
_exptl_absorpt_process_details   SADABS

_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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5226
_diffrn_reflns_av_R_equivalents  0.0146
_diffrn_reflns_av_sigmaI/netI    0.0264
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.77
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3598
_reflns_number_gt                3524
_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. 
;

_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)+(0.0420P)²+1.2084P] 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         3598
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0217
_refine_ls_R_factor_gt           0.0212
_refine_ls_wR_factor_ref         0.0611
_refine_ls_wR_factor_gt          0.0608
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.000
_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
Gd1 Gd 0.57850(2) -0.549033(11) 0.829290(11) 0.01553(7) Uani 1 1 d . . .
O1 O 0.6364(5) -0.3944(2) 0.8469(2) 0.0328(6) Uani 1 1 d . . .
O1W O 0.8024(5) -0.5083(3) 0.6602(2) 0.0434(7) Uani 1 1 d . . .
H1WA H 0.7667 -0.5007 0.6017 0.065 Uiso 1 1 d R . .
H1WB H 0.9024 -0.4738 0.6534 0.065 Uiso 1 1 d R . .
O2 O 0.4471(4) -0.3640(2) 0.97889(19) 0.0252(5) Uani 1 1 d . . .
O3 O 0.7927(4) -0.45953(19) 1.10536(19) 0.0251(5) Uani 1 1 d . . .
O4 O 1.0728(3) -0.3983(2) 1.12754(19) 0.0238(5) Uani 1 1 d . . .
O5 O 0.5876(4) 0.3805(2) 0.3212(2) 0.0322(6) Uani 1 1 d . . .
O6 O 0.9273(5) 0.3513(3) 0.2755(3) 0.0644(11) Uani 1 1 d . . .
H6 H 0.8912 0.3858 0.2132 0.097 Uiso 1 1 d R . .
O7 O 1.3907(5) 0.3784(2) 0.7343(2) 0.0365(6) Uani 1 1 d . . .
O8 O 1.5824(4) 0.2531(2) 0.8695(2) 0.0323(6) Uani 1 1 d . . .
C1 C 0.6012(5) -0.3492(2) 0.9095(2) 0.0173(6) Uani 1 1 d . . .
C2 C 0.9199(5) -0.3843(3) 1.0735(3) 0.0173(6) Uani 1 1 d . . .
C3 C 0.8862(5) -0.2765(3) 0.9685(3) 0.0165(6) Uani 1 1 d . . .
C4 C 0.7480(5) -0.2631(3) 0.8914(3) 0.0172(6) Uani 1 1 d . . .
C5 C 0.7412(5) -0.1641(3) 0.7910(3) 0.0203(7) Uani 1 1 d . . .
H5 H 0.6542 -0.1568 0.7386 0.024 Uiso 1 1 calc R . .
C6 C 0.8594(5) -0.0751(3) 0.7656(3) 0.0197(7) Uani 1 1 d . . .
C7 C 0.9889(5) -0.0847(3) 0.8460(3) 0.0190(7) Uani 1 1 d . . .
C8 C 1.0021(5) -0.1872(3) 0.9443(3) 0.0192(6) Uani 1 1 d . . .
H8 H 1.0925 -0.1961 0.9960 0.023 Uiso 1 1 calc R . .
C9 C 0.8405(5) 0.0272(3) 0.6521(3) 0.0215(7) Uani 1 1 d . . .
C10 C 1.0134(6) 0.0690(3) 0.5825(3) 0.0284(8) Uani 1 1 d . . .
H10 H 1.1473 0.0335 0.6040 0.034 Uiso 1 1 calc R . .
C11 C 0.9903(6) 0.1646(3) 0.4794(3) 0.0300(8) Uani 1 1 d . . .
H11 H 1.1081 0.1924 0.4319 0.036 Uiso 1 1 calc R . .
C12 C 0.7895(6) 0.2184(3) 0.4481(3) 0.0262(7) Uani 1 1 d . . .
C13 C 0.6141(6) 0.1744(3) 0.5185(3) 0.0330(9) Uani 1 1 d . . .
H13 H 0.4798 0.2093 0.4974 0.040 Uiso 1 1 calc R . .
C14 C 0.6389(6) 0.0792(3) 0.6195(3) 0.0314(8) Uani 1 1 d . . .
H14 H 0.5211 0.0494 0.6661 0.038 Uiso 1 1 calc R . .
C15 C 0.7598(5) 0.3236(3) 0.3414(3) 0.0260(7) Uani 1 1 d . . .
C16 C 1.1074(5) 0.0099(3) 0.8331(3) 0.0195(7) Uani 1 1 d . . .
C17 C 1.0197(6) 0.1221(3) 0.7827(3) 0.0269(7) Uani 1 1 d . . .
H17 H 0.8862 0.1396 0.7562 0.032 Uiso 1 1 calc R . .
C18 C 1.1300(6) 0.2082(3) 0.7715(3) 0.0289(8) Uani 1 1 d . . .
H18 H 1.0716 0.2834 0.7358 0.035 Uiso 1 1 calc R . .
C19 C 1.3266(5) 0.1833(3) 0.8132(3) 0.0223(7) Uani 1 1 d . . .
C20 C 1.4130(6) 0.0699(3) 0.8667(3) 0.0243(7) Uani 1 1 d . . .
H20 H 1.5437 0.0520 0.8961 0.029 Uiso 1 1 calc R . .
C21 C 1.3040(6) -0.0160(3) 0.8758(3) 0.0242(7) Uani 1 1 d . . .
H21 H 1.3628 -0.0911 0.9107 0.029 Uiso 1 1 calc R . .
C22 C 1.4424(6) 0.2759(3) 0.8044(3) 0.0241(7) Uani 1 1 d . . .
O4W O 0.2442(9) 0.5121(5) 0.5339(4) 0.1139(19) Uani 1 1 d . . .
H4WA H 0.2887 0.4900 0.5949 0.171 Uiso 1 1 d R . .
H4WB H 0.2813 0.5734 0.4860 0.171 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
Gd1 O1 2.296(2) . ?
Gd1 O4 2.314(2) 2_747 ?
Gd1 O2 2.315(2) 2_647 ?
Gd1 O1W 2.435(3) . ?
Gd1 O5 2.437(2) 2_656 ?
Gd1 O3 2.445(2) 2_647 ?
Gd1 O8 2.446(3) 1_445 ?
Gd1 O7 2.473(2) 1_445 ?
Gd1 C22 2.814(3) 1_445 ?
O1 C1 1.252(4) . ?
O1W H1WA 0.8199 . ?
O1W H1WB 0.8200 . ?
O2 C1 1.251(4) . ?
O2 Gd1 2.315(2) 2_647 ?
O3 C2 1.274(4) . ?
O3 Gd1 2.445(2) 2_647 ?
O4 C2 1.249(4) . ?
O4 Gd1 2.314(2) 2_747 ?
O5 C15 1.230(4) . ?
O5 Gd1 2.437(2) 2_656 ?
O6 C15 1.291(5) . ?
O6 H6 0.8027 . ?
O7 C22 1.274(4) . ?
O7 Gd1 2.473(2) 1_665 ?
O8 C22 1.255(4) . ?
O8 Gd1 2.446(3) 1_665 ?
C1 C4 1.515(4) . ?
C2 C3 1.492(4) . ?
C3 C8 1.393(4) . ?
C3 C4 1.401(4) . ?
C4 C5 1.389(4) . ?
C5 C6 1.394(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.417(5) . ?
C6 C9 1.515(4) . ?
C7 C8 1.398(4) . ?
C7 C16 1.511(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.367(5) . ?
C9 C14 1.397(5) . ?
C10 C11 1.396(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.394(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.390(5) . ?
C12 C15 1.485(5) . ?
C13 C14 1.377(5) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C16 C17 1.388(5) . ?
C16 C21 1.391(5) . ?
C17 C18 1.388(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.386(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.400(5) . ?
C19 C22 1.495(4) . ?
C20 C21 1.388(5) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 Gd1 2.814(3) 1_665 ?
O4W H4WA 0.8202 . ?
O4W H4WB 0.8201 . ?

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 Gd1 O4 81.53(10) . 2_747 ?
O1 Gd1 O2 83.19(9) . 2_647 ?
O4 Gd1 O2 77.18(8) 2_747 2_647 ?
O1 Gd1 O1W 97.30(10) . . ?
O4 Gd1 O1W 70.71(9) 2_747 . ?
O2 Gd1 O1W 147.39(9) 2_647 . ?
O1 Gd1 O5 72.48(10) . 2_656 ?
O4 Gd1 O5 130.99(8) 2_747 2_656 ?
O2 Gd1 O5 136.98(9) 2_647 2_656 ?
O1W Gd1 O5 72.30(10) . 2_656 ?
O1 Gd1 O3 93.16(9) . 2_647 ?
O4 Gd1 O3 148.10(8) 2_747 2_647 ?
O2 Gd1 O3 70.96(8) 2_647 2_647 ?
O1W Gd1 O3 141.12(9) . 2_647 ?
O5 Gd1 O3 75.48(8) 2_656 2_647 ?
O1 Gd1 O8 159.98(10) . 1_445 ?
O4 Gd1 O8 84.06(8) 2_747 1_445 ?
O2 Gd1 O8 80.11(9) 2_647 1_445 ?
O1W Gd1 O8 90.94(10) . 1_445 ?
O5 Gd1 O8 127.52(9) 2_656 1_445 ?
O3 Gd1 O8 91.75(8) 2_647 1_445 ?
O1 Gd1 O7 146.80(10) . 1_445 ?
O4 Gd1 O7 125.38(9) 2_747 1_445 ?
O2 Gd1 O7 118.80(9) 2_647 1_445 ?
O1W Gd1 O7 77.41(10) . 1_445 ?
O5 Gd1 O7 74.74(9) 2_656 1_445 ?
O3 Gd1 O7 73.56(9) 2_647 1_445 ?
O8 Gd1 O7 52.93(8) 1_445 1_445 ?
O1 Gd1 C22 171.18(10) . 1_445 ?
O4 Gd1 C22 107.23(10) 2_747 1_445 ?
O2 Gd1 C22 97.55(9) 2_647 1_445 ?
O1W Gd1 C22 86.83(11) . 1_445 ?
O5 Gd1 C22 101.60(10) 2_656 1_445 ?
O3 Gd1 C22 78.85(9) 2_647 1_445 ?
O8 Gd1 C22 26.43(10) 1_445 1_445 ?
O7 Gd1 C22 26.90(9) 1_445 1_445 ?
C1 O1 Gd1 143.6(2) . . ?
Gd1 O1W H1WA 126.7 . . ?
Gd1 O1W H1WB 113.6 . . ?
H1WA O1W H1WB 114.6 . . ?
C1 O2 Gd1 132.3(2) . 2_647 ?
C2 O3 Gd1 128.6(2) . 2_647 ?
C2 O4 Gd1 154.3(2) . 2_747 ?
C15 O5 Gd1 139.4(2) . 2_656 ?
C15 O6 H6 107.7 . . ?
C22 O7 Gd1 91.7(2) . 1_665 ?
C22 O8 Gd1 93.4(2) . 1_665 ?
O1 C1 O2 124.8(3) . . ?
O1 C1 C4 116.4(3) . . ?
O2 C1 C4 118.6(3) . . ?
O4 C2 O3 121.8(3) . . ?
O4 C2 C3 118.9(3) . . ?
O3 C2 C3 119.2(3) . . ?
C8 C3 C4 118.7(3) . . ?
C8 C3 C2 118.7(3) . . ?
C4 C3 C2 122.6(3) . . ?
C5 C4 C3 118.8(3) . . ?
C5 C4 C1 116.5(3) . . ?
C3 C4 C1 124.7(3) . . ?
C4 C5 C6 122.7(3) . . ?
C4 C5 H5 118.7 . . ?
C6 C5 H5 118.7 . . ?
C5 C6 C7 118.9(3) . . ?
C5 C6 C9 117.3(3) . . ?
C7 C6 C9 123.8(3) . . ?
C8 C7 C6 117.6(3) . . ?
C8 C7 C16 118.4(3) . . ?
C6 C7 C16 124.0(3) . . ?
C3 C8 C7 123.1(3) . . ?
C3 C8 H8 118.5 . . ?
C7 C8 H8 118.5 . . ?
C10 C9 C14 120.0(3) . . ?
C10 C9 C6 121.9(3) . . ?
C14 C9 C6 118.1(3) . . ?
C9 C10 C11 120.4(3) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C12 C11 C10 119.6(3) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C13 C12 C11 119.7(3) . . ?
C13 C12 C15 119.2(3) . . ?
C11 C12 C15 121.1(3) . . ?
C14 C13 C12 120.1(3) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C13 C14 C9 120.1(3) . . ?
C13 C14 H14 119.9 . . ?
C9 C14 H14 119.9 . . ?
O5 C15 O6 123.8(3) . . ?
O5 C15 C12 121.1(3) . . ?
O6 C15 C12 115.1(3) . . ?
C17 C16 C21 119.4(3) . . ?
C17 C16 C7 120.9(3) . . ?
C21 C16 C7 119.6(3) . . ?
C18 C17 C16 120.4(3) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C19 C18 C17 120.6(3) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C20 119.1(3) . . ?
C18 C19 C22 120.5(3) . . ?
C20 C19 C22 120.3(3) . . ?
C21 C20 C19 120.2(3) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C20 C21 C16 120.3(3) . . ?
C20 C21 H21 119.9 . . ?
C16 C21 H21 119.9 . . ?
O8 C22 O7 120.2(3) . . ?
O8 C22 C19 120.0(3) . . ?
O7 C22 C19 119.6(3) . . ?
O8 C22 Gd1 60.18(17) . 1_665 ?
O7 C22 Gd1 61.43(17) . 1_665 ?
C19 C22 Gd1 165.1(2) . 1_665 ?
H4WA O4W H4WB 114.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O4 Gd1 O1 C1 -104.4(4) 2_747 . . . ?
O2 Gd1 O1 C1 -26.4(4) 2_647 . . . ?
O1W Gd1 O1 C1 -173.5(4) . . . . ?
O5 Gd1 O1 C1 117.7(4) 2_656 . . . ?
O3 Gd1 O1 C1 44.0(4) 2_647 . . . ?
O8 Gd1 O1 C1 -59.9(6) 1_445 . . . ?
O7 Gd1 O1 C1 108.3(4) 1_445 . . . ?
C22 Gd1 O1 C1 69.0(8) 1_445 . . . ?
Gd1 O1 C1 O2 -26.0(6) . . . . ?
Gd1 O1 C1 C4 159.3(3) . . . . ?
Gd1 O2 C1 O1 113.2(3) 2_647 . . . ?
Gd1 O2 C1 C4 -72.2(4) 2_647 . . . ?
Gd1 O4 C2 O3 94.5(5) 2_747 . . . ?
Gd1 O4 C2 C3 -85.4(5) 2_747 . . . ?
Gd1 O3 C2 O4 112.4(3) 2_647 . . . ?
Gd1 O3 C2 C3 -67.8(4) 2_647 . . . ?
O4 C2 C3 C8 -11.3(5) . . . . ?
O3 C2 C3 C8 168.9(3) . . . . ?
O4 C2 C3 C4 166.4(3) . . . . ?
O3 C2 C3 C4 -13.5(5) . . . . ?
C8 C3 C4 C5 3.9(5) . . . . ?
C2 C3 C4 C5 -173.8(3) . . . . ?
C8 C3 C4 C1 -175.6(3) . . . . ?
C2 C3 C4 C1 6.7(5) . . . . ?
O1 C1 C4 C5 65.4(4) . . . . ?
O2 C1 C4 C5 -109.6(3) . . . . ?
O1 C1 C4 C3 -115.0(4) . . . . ?
O2 C1 C4 C3 69.9(4) . . . . ?
C3 C4 C5 C6 -3.0(5) . . . . ?
C1 C4 C5 C6 176.6(3) . . . . ?
C4 C5 C6 C7 -1.3(5) . . . . ?
C4 C5 C6 C9 178.8(3) . . . . ?
C5 C6 C7 C8 4.4(5) . . . . ?
C9 C6 C7 C8 -175.8(3) . . . . ?
C5 C6 C7 C16 -173.7(3) . . . . ?
C9 C6 C7 C16 6.2(5) . . . . ?
C4 C3 C8 C7 -0.7(5) . . . . ?
C2 C3 C8 C7 177.1(3) . . . . ?
C6 C7 C8 C3 -3.5(5) . . . . ?
C16 C7 C8 C3 174.7(3) . . . . ?
C5 C6 C9 C10 -127.5(4) . . . . ?
C7 C6 C9 C10 52.7(5) . . . . ?
C5 C6 C9 C14 52.7(5) . . . . ?
C7 C6 C9 C14 -127.2(4) . . . . ?
C14 C9 C10 C11 1.0(6) . . . . ?
C6 C9 C10 C11 -178.8(3) . . . . ?
C9 C10 C11 C12 0.7(6) . . . . ?
C10 C11 C12 C13 -1.7(6) . . . . ?
C10 C11 C12 C15 176.9(4) . . . . ?
C11 C12 C13 C14 1.0(6) . . . . ?
C15 C12 C13 C14 -177.7(4) . . . . ?
C12 C13 C14 C9 0.7(6) . . . . ?
C10 C9 C14 C13 -1.7(6) . . . . ?
C6 C9 C14 C13 178.1(4) . . . . ?
Gd1 O5 C15 O6 5.6(7) 2_656 . . . ?
Gd1 O5 C15 C12 -176.8(3) 2_656 . . . ?
C13 C12 C15 O5 9.9(6) . . . . ?
C11 C12 C15 O5 -168.8(4) . . . . ?
C13 C12 C15 O6 -172.3(4) . . . . ?
C11 C12 C15 O6 9.0(6) . . . . ?
C8 C7 C16 C17 -140.9(3) . . . . ?
C6 C7 C16 C17 37.2(5) . . . . ?
C8 C7 C16 C21 36.9(4) . . . . ?
C6 C7 C16 C21 -145.1(3) . . . . ?
C21 C16 C17 C18 2.2(5) . . . . ?
C7 C16 C17 C18 179.9(3) . . . . ?
C16 C17 C18 C19 -1.8(6) . . . . ?
C17 C18 C19 C20 0.1(5) . . . . ?
C17 C18 C19 C22 -178.0(3) . . . . ?
C18 C19 C20 C21 1.1(5) . . . . ?
C22 C19 C20 C21 179.3(3) . . . . ?
C19 C20 C21 C16 -0.7(5) . . . . ?
C17 C16 C21 C20 -0.9(5) . . . . ?
C7 C16 C21 C20 -178.7(3) . . . . ?
Gd1 O8 C22 O7 13.6(4) 1_665 . . . ?
Gd1 O8 C22 C19 -162.8(3) 1_665 . . . ?
Gd1 O7 C22 O8 -13.4(4) 1_665 . . . ?
Gd1 O7 C22 C19 163.0(3) 1_665 . . . ?
C18 C19 C22 O8 157.7(4) . . . . ?
C20 C19 C22 O8 -20.5(5) . . . . ?
C18 C19 C22 O7 -18.8(5) . . . . ?
C20 C19 C22 O7 163.1(3) . . . . ?
C18 C19 C22 Gd1 71.1(11) . . . 1_665 ?
C20 C19 C22 Gd1 -107.0(10) . . . 1_665 ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.866
_refine_diff_density_min         -0.588
_refine_diff_density_rms         0.092
_database_code_depnum_ccdc_archive 'CCDC 1003792'
