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

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_zfm-69
#TrackingRef '873443.CIF'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H8 Ce N2 Na O12'
_chemical_formula_sum            'C8 H8 Ce N2 Na O12'
_chemical_formula_weight         487.27

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'
Ce Ce -0.2486 2.6331 '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'
Na Na 0.0362 0.0249 '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   'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'

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

_cell_length_a                   15.414(3)
_cell_length_b                   6.7180(13)
_cell_length_c                   14.322(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1483.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    32523
_cell_measurement_theta_min      3.00
_cell_measurement_theta_max      27.49

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.182
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             940
_exptl_absorpt_coefficient_mu    3.167
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5386
_exptl_absorpt_correction_T_max  0.7260
_exptl_absorpt_process_details   'ABSCOR (Higashi, 1995)'

_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  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            10850
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_av_sigmaI/netI    0.0201
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.00
_diffrn_reflns_theta_max         25.00
_reflns_number_total             1421
_reflns_number_gt                1273
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'RAPID-AUTO (Rigaku 1998 RAPID-AUTO)'
_computing_cell_refinement       'RAPID-AUTO (Rigaku 1998 RAPID-AUTO)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC, 2002)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXL-97

_refine_special_details          
;
omit -3 50
omit 2 0 2
isor 0.01 o5 o6 o7 o8 o9 c8
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)+(0.1165P)²+23.1281P] 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         1421
_refine_ls_number_parameters     139
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0749
_refine_ls_R_factor_gt           0.0693
_refine_ls_wR_factor_ref         0.1954
_refine_ls_wR_factor_gt          0.1897
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.092
_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
Ce1 Ce -0.19666(5) -0.2500 0.62343(6) 0.0384(4) Uani 1 2 d S . .
Na1 Na 0.2586(8) 0.2500 0.6909(7) 0.089(3) Uani 1 2 d S . .
O1 O -0.1503(7) -0.2500 0.4622(8) 0.044(3) Uani 1 2 d S . .
O2 O -0.0502(11) -0.2500 0.3498(8) 0.066(4) Uani 1 2 d S . .
O3 O 0.1447(8) -0.4132(13) 0.3585(8) 0.080(4) Uani 1 1 d . . .
O4 O 0.2069(8) -0.0849(15) 0.7522(10) 0.106(5) Uani 1 1 d . . .
O5 O 0.0273(15) -0.2500 0.8286(13) 0.110(6) Uani 1 2 d SU . .
O6 O -0.1028(11) -0.2500 0.7598(9) 0.074(4) Uani 1 2 d SU . .
O8 O -0.2955(9) -0.022(3) 0.5445(15) 0.152(7) Uani 1 1 d U . .
H81 H -0.3091 0.0336 0.5952 0.227 Uiso 1 1 d R . .
H82 H -0.3300 -0.1149 0.5335 0.227 Uiso 1 1 d R . .
O9 O -0.368(2) -0.040(7) 0.397(2) 0.138(12) Uani 0.50 1 d PU . .
N1 N -0.0334(7) -0.2500 0.5948(7) 0.026(2) Uani 1 2 d S . .
N2 N 0.1425(8) -0.2500 0.5620(13) 0.053(4) Uani 1 2 d S . .
C1 C -0.0029(8) -0.2500 0.5070(9) 0.024(3) Uani 1 2 d S . .
C2 C 0.0852(9) -0.2500 0.4903(11) 0.038(3) Uani 1 2 d S . .
C3 C 0.1113(12) -0.2500 0.6481(14) 0.051(5) Uani 1 2 d S . .
C4 C 0.0214(10) -0.2500 0.6651(10) 0.036(3) Uani 1 2 d S . .
C5 C -0.0727(10) -0.2500 0.4307(9) 0.033(3) Uani 1 2 d S . .
C6 C 0.1256(12) -0.2500 0.3920(13) 0.053(5) Uani 1 2 d S . .
C7 C 0.1780(14) -0.2500 0.7225(17) 0.073(7) Uani 1 2 d S . .
C8 C -0.0209(14) -0.2500 0.7596(12) 0.060(5) Uani 1 2 d SU . .
H91 H -0.3892 -0.5355 0.3544 0.072 Uiso 0.50 1 d PR . .
H92 H -0.3174 -0.5246 0.4102 0.072 Uiso 0.50 1 d PR . .
O7 O -0.084(2) -0.2500 0.161(2) 0.163(11) Uani 1 2 d SU . .
H71 H -0.0439 -0.2500 0.1200 0.244 Uiso 1 2 d SR . .
H72 H -0.1322 -0.2500 0.1340 0.244 Uiso 1 2 d SR . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ce1 0.0304(6) 0.0214(5) 0.0634(7) 0.000 0.0299(4) 0.000
Na1 0.126(8) 0.068(6) 0.073(5) 0.000 -0.021(6) 0.000
O1 0.034(5) 0.053(7) 0.045(6) 0.000 -0.019(5) 0.000
O2 0.103(11) 0.077(10) 0.019(5) 0.000 -0.004(6) 0.000
O3 0.103(8) 0.026(4) 0.110(8) 0.000(5) 0.080(7) 0.010(5)
O4 0.113(8) 0.040(5) 0.167(12) -0.002(7) -0.114(9) 0.002(5)
O5 0.131(10) 0.124(10) 0.075(8) 0.000 -0.020(8) 0.000
O6 0.095(8) 0.079(7) 0.047(6) 0.000 0.021(6) 0.000
O8 0.126(9) 0.151(10) 0.178(11) -0.009(9) -0.008(8) 0.045(8)
O9 0.141(14) 0.143(15) 0.131(14) 0.014(10) -0.004(9) 0.009(10)
N1 0.029(5) 0.027(6) 0.022(5) 0.000 0.000(4) 0.000
N2 0.028(6) 0.036(7) 0.093(12) 0.000 -0.010(7) 0.000
C1 0.027(6) 0.020(6) 0.025(6) 0.000 0.002(5) 0.000
C2 0.034(7) 0.025(7) 0.055(9) 0.000 0.016(7) 0.000
C3 0.056(10) 0.017(7) 0.079(12) 0.000 -0.041(10) 0.000
C4 0.047(8) 0.029(7) 0.033(7) 0.000 -0.018(6) 0.000
C5 0.046(8) 0.028(7) 0.025(7) 0.000 -0.001(6) 0.000
C6 0.055(10) 0.026(8) 0.077(12) 0.000 0.043(9) 0.000
C7 0.077(13) 0.038(10) 0.104(17) 0.000 -0.075(13) 0.000
C8 0.078(9) 0.067(8) 0.036(7) 0.000 -0.010(7) 0.000
O7 0.168(14) 0.161(14) 0.158(13) 0.000 -0.009(10) 0.000

_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 O3 2.414(9) 5_546 ?
Ce1 O3 2.414(9) 4_556 ?
Ce1 O1 2.417(11) . ?
Ce1 O6 2.430(16) . ?
Ce1 O8 2.440(18) 8 ?
Ce1 O8 2.440(18) . ?
Ce1 N1 2.549(11) . ?
Ce1 O4 2.572(9) 3_446 ?
Ce1 O4 2.572(9) 6_557 ?
Ce1 C7 2.933(16) 6_557 ?
Ce1 H81 2.6068 . ?
Ce1 H82 2.5892 . ?
O1 C5 1.278(18) . ?
O2 C5 1.209(19) . ?
O3 C6 1.233(11) . ?
O3 Ce1 2.414(9) 5_546 ?
O4 C7 1.269(12) . ?
O4 Ce1 2.572(9) 6_657 ?
O5 C8 1.24(3) . ?
O6 C8 1.26(3) . ?
O8 H81 0.8429 . ?
O8 H82 0.8370 . ?
N1 C4 1.315(18) . ?
N1 C1 1.343(16) . ?
N2 C3 1.32(3) . ?
N2 C2 1.36(2) . ?
C1 C2 1.378(19) . ?
C1 C5 1.534(19) . ?
C2 C6 1.54(2) . ?
C3 C4 1.41(3) . ?
C3 C7 1.48(2) . ?
C4 C8 1.50(2) . ?
C6 O3 1.233(11) 8 ?
C7 O4 1.269(12) 8 ?
C7 Ce1 2.933(16) 6_657 ?
O7 H71 0.8435 . ?
O7 H72 0.8424 . ?

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
O3 Ce1 O3 139.1(6) 5_546 4_556 ?
O3 Ce1 O1 90.3(2) 5_546 . ?
O3 Ce1 O1 90.3(2) 4_556 . ?
O3 Ce1 O6 73.5(3) 5_546 . ?
O3 Ce1 O6 73.5(3) 4_556 . ?
O1 Ce1 O6 126.3(4) . . ?
O3 Ce1 O8 70.6(6) 5_546 8 ?
O3 Ce1 O8 147.8(6) 4_556 8 ?
O1 Ce1 O8 75.0(5) . 8 ?
O6 Ce1 O8 138.1(5) . 8 ?
O3 Ce1 O8 147.8(6) 5_546 . ?
O3 Ce1 O8 70.6(6) 4_556 . ?
O1 Ce1 O8 75.0(5) . . ?
O6 Ce1 O8 138.1(5) . . ?
O8 Ce1 O8 77.9(10) 8 . ?
O3 Ce1 N1 71.9(3) 5_546 . ?
O3 Ce1 N1 71.9(3) 4_556 . ?
O1 Ce1 N1 63.5(3) . . ?
O6 Ce1 N1 62.7(4) . . ?
O8 Ce1 N1 122.8(5) 8 . ?
O8 Ce1 N1 122.8(5) . . ?
O3 Ce1 O4 73.3(3) 5_546 3_446 ?
O3 Ce1 O4 121.4(3) 4_556 3_446 ?
O1 Ce1 O4 146.4(4) . 3_446 ?
O6 Ce1 O4 77.7(5) . 3_446 ?
O8 Ce1 O4 71.9(6) 8 3_446 ?
O8 Ce1 O4 103.4(6) . 3_446 ?
N1 Ce1 O4 133.0(4) . 3_446 ?
O3 Ce1 O4 121.4(3) 5_546 6_557 ?
O3 Ce1 O4 73.3(3) 4_556 6_557 ?
O1 Ce1 O4 146.4(4) . 6_557 ?
O6 Ce1 O4 77.7(5) . 6_557 ?
O8 Ce1 O4 103.4(6) 8 6_557 ?
O8 Ce1 O4 71.9(6) . 6_557 ?
N1 Ce1 O4 133.0(4) . 6_557 ?
O4 Ce1 O4 51.1(4) 3_446 6_557 ?
O3 Ce1 C7 97.9(3) 5_546 6_557 ?
O3 Ce1 C7 97.9(3) 4_556 6_557 ?
O1 Ce1 C7 156.0(6) . 6_557 ?
O6 Ce1 C7 77.7(7) . 6_557 ?
O8 Ce1 C7 86.4(6) 8 6_557 ?
O8 Ce1 C7 86.4(6) . 6_557 ?
N1 Ce1 C7 140.5(6) . 6_557 ?
O4 Ce1 C7 25.6(2) 3_446 6_557 ?
O4 Ce1 C7 25.6(2) 6_557 6_557 ?
O3 Ce1 H81 157.3 5_546 . ?
O3 Ce1 H81 63.4 4_556 . ?
O1 Ce1 H81 92.8 . . ?
O6 Ce1 H81 121.3 . . ?
O8 Ce1 H81 88.5 8 . ?
O8 Ce1 H81 18.9 . . ?
N1 Ce1 H81 129.1 . . ?
O4 Ce1 H81 92.2 3_446 . ?
O4 Ce1 H81 53.7 6_557 . ?
C7 Ce1 H81 71.3 6_557 . ?
O3 Ce1 H82 130.2 5_546 . ?
O3 Ce1 H82 89.3 4_556 . ?
O1 Ce1 H82 76.1 . . ?
O6 Ce1 H82 150.7 . . ?
O8 Ce1 H82 59.6 8 . ?
O8 Ce1 H82 18.9 . . ?
N1 Ce1 H82 134.7 . . ?
O4 Ce1 H82 92.1 3_446 . ?
O4 Ce1 H82 74.6 6_557 . ?
C7 Ce1 H82 81.5 6_557 . ?
H81 Ce1 H82 30.6 . . ?
C5 O1 Ce1 127.9(8) . . ?
C6 O3 Ce1 150.5(13) . 5_546 ?
C7 O4 Ce1 93.3(8) . 6_657 ?
C8 O6 Ce1 126.4(12) . . ?
Ce1 O8 H81 91.8 . . ?
Ce1 O8 H82 90.7 . . ?
H81 O8 H82 109.5 . . ?
C4 N1 C1 119.4(12) . . ?
C4 N1 Ce1 120.8(10) . . ?
C1 N1 Ce1 119.8(8) . . ?
C3 N2 C2 118.0(13) . . ?
N1 C1 C2 120.5(12) . . ?
N1 C1 C5 114.9(11) . . ?
C2 C1 C5 124.5(12) . . ?
N2 C2 C1 120.7(14) . . ?
N2 C2 C6 115.4(14) . . ?
C1 C2 C6 123.9(15) . . ?
N2 C3 C4 121.2(14) . . ?
N2 C3 C7 114.8(19) . . ?
C4 C3 C7 124(2) . . ?
N1 C4 C3 120.1(15) . . ?
N1 C4 C8 114.2(14) . . ?
C3 C4 C8 125.7(15) . . ?
O2 C5 O1 127.4(14) . . ?
O2 C5 C1 118.7(14) . . ?
O1 C5 C1 113.8(11) . . ?
O3 C6 O3 125.6(15) . 8 ?
O3 C6 C2 117.0(8) . . ?
O3 C6 C2 117.0(8) 8 . ?
O4 C7 O4 121.9(14) . 8 ?
O4 C7 C3 119.0(7) . . ?
O4 C7 C3 119.0(7) 8 . ?
O4 C7 Ce1 61.1(7) . 6_657 ?
O4 C7 Ce1 61.1(7) 8 6_657 ?
C3 C7 Ce1 177.3(19) . 6_657 ?
O5 C8 O6 127(2) . . ?
O5 C8 C4 117(2) . . ?
O6 C8 C4 115.8(16) . . ?
H71 O7 H72 109.4 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O8 H81 O4 0.84 2.34 2.94(3) 129.1 6_557
O8 H81 O7 0.84 2.39 3.09(3) 141.0 2_455
O8 H82 O8 0.84 2.50 3.07(4) 125.7 8
O7 H72 O8 0.84 2.49 3.09(3) 129.2 7
O7 H72 O8 0.84 2.49 3.09(3) 129.2 2_454

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         3.954
_refine_diff_density_min         -2.336
_refine_diff_density_rms         0.243
_database_code_depnum_ccdc_archive 'CCDC 873443'
#######################################################################
#
#                 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_zfm100
#TrackingRef '873444.CIF'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H8 N2 Na O12 Sm'
_chemical_formula_sum            'C8 H8 N2 Na O12 Sm'
_chemical_formula_weight         497.51

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'
Na Na 0.0362 0.0249 '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   'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'

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

_cell_length_a                   15.569(3)
_cell_length_b                   6.8533(13)
_cell_length_c                   14.397(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1536.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    32885
_cell_measurement_theta_min      3.00
_cell_measurement_theta_max      27.47

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.151
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             956
_exptl_absorpt_coefficient_mu    3.917
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4350
_exptl_absorpt_correction_T_max  0.4795
_exptl_absorpt_process_details   'ABSCOR (Higashi, 1995)'

_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  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            13597
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_av_sigmaI/netI    0.0170
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.12
_diffrn_reflns_theta_max         27.47
_reflns_number_total             1877
_reflns_number_gt                1677
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'RAPID-AUTO (Rigaku 1998 RAPID-AUTO)'
_computing_cell_refinement       'RAPID-AUTO (Rigaku 1998 RAPID-AUTO)'
_computing_data_reduction        
'CrystalClear (Rigaku/MSC and Rigaku Corporation, 2002)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXL-97

_refine_special_details          
;
isor 0.01 o9 o4 o5 c8
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)+(0.0876P)²+25.7340P] 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         1877
_refine_ls_number_parameters     139
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0707
_refine_ls_R_factor_gt           0.0653
_refine_ls_wR_factor_ref         0.1819
_refine_ls_wR_factor_gt          0.1780
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_restrained_S_all      1.154
_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
Sm1 Sm -0.19819(4) -0.2500 0.62143(5) 0.0369(3) Uani 1 2 d S . .
Na1 Na 0.2595(4) 0.2500 0.6921(3) 0.0372(13) Uani 1 2 d S . .
O1 O -0.1460(5) -0.2500 0.4591(6) 0.0306(19) Uani 1 2 d S . .
O2 O -0.0445(8) -0.2500 0.3499(6) 0.051(3) Uani 1 2 d S . .
O3 O 0.1474(6) -0.4107(9) 0.3615(6) 0.059(3) Uani 1 1 d . . .
O4 O 0.2064(6) -0.0910(12) 0.7497(8) 0.075(3) Uani 1 1 d U . .
O5 O 0.0283(12) -0.2500 0.8265(9) 0.091(5) Uani 1 2 d SU . .
O6 O -0.0988(10) -0.2500 0.7591(7) 0.059(3) Uani 1 2 d S . .
O8 O -0.3019(9) -0.024(3) 0.5396(16) 0.171(9) Uani 1 1 d . . .
H81 H -0.3155 0.0313 0.5904 0.256 Uiso 1 1 d R . .
H82 H -0.3364 -0.1172 0.5286 0.256 Uiso 1 1 d R . .
N1 N -0.0319(5) -0.2500 0.5934(5) 0.0147(16) Uani 1 2 d S . .
N2 N 0.1422(6) -0.2500 0.5617(10) 0.036(3) Uani 1 2 d S . .
C1 C -0.0012(6) -0.2500 0.5066(7) 0.0114(16) Uani 1 2 d S . .
C2 C 0.0874(7) -0.2500 0.4910(8) 0.022(2) Uani 1 2 d S . .
C3 C 0.1109(9) -0.2500 0.6474(11) 0.038(3) Uani 1 2 d S . .
C4 C 0.0223(8) -0.2500 0.6635(8) 0.027(2) Uani 1 2 d S . .
C5 C -0.0693(7) -0.2500 0.4310(6) 0.0178(19) Uani 1 2 d S . .
C6 C 0.1292(9) -0.2500 0.3960(11) 0.039(4) Uani 1 2 d S . .
C7 C 0.1789(12) -0.2500 0.7225(14) 0.063(6) Uani 1 2 d S . .
C8 C -0.0183(13) -0.2500 0.7582(10) 0.053(4) Uani 1 2 d SU . .
O7 O -0.086(2) -0.2500 0.1639(13) 0.141(10) Uani 1 2 d S . .
H71 H -0.1346 -0.2500 0.1373 0.212 Uiso 1 2 d SR . .
H72 H -0.0463 -0.2500 0.1233 0.212 Uiso 1 2 d SR . .
O9 O -0.378(2) -0.474(6) 0.399(2) 0.130(11) Uani 0.50 1 d PU . .
H91 H -0.4026 -0.5406 0.3569 0.195 Uiso 0.50 1 d PR . .
H92 H -0.3308 -0.5297 0.4128 0.195 Uiso 0.50 1 d PR . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Sm1 0.0318(4) 0.0183(4) 0.0606(5) 0.000 0.0290(3) 0.000
Na1 0.054(3) 0.031(3) 0.027(2) 0.000 -0.027(2) 0.000
O1 0.020(4) 0.039(5) 0.033(4) 0.000 -0.012(3) 0.000
O2 0.072(7) 0.075(8) 0.008(4) 0.000 -0.005(4) 0.000
O3 0.079(6) 0.013(3) 0.085(6) -0.002(3) 0.063(5) 0.003(3)
O4 0.085(6) 0.037(4) 0.103(6) -0.001(4) -0.076(5) 0.002(4)
O5 0.115(9) 0.116(9) 0.042(6) 0.000 -0.025(6) 0.000
O6 0.103(10) 0.057(7) 0.017(4) 0.000 0.028(5) 0.000
O8 0.101(11) 0.137(15) 0.27(3) -0.025(17) -0.040(12) 0.088(11)
N1 0.020(4) 0.014(4) 0.011(4) 0.000 0.000(3) 0.000
N2 0.015(4) 0.019(5) 0.072(8) 0.000 -0.014(5) 0.000
C1 0.010(4) 0.008(4) 0.016(4) 0.000 0.000(3) 0.000
C2 0.020(5) 0.010(4) 0.035(6) 0.000 0.009(4) 0.000
C3 0.036(7) 0.018(6) 0.059(9) 0.000 -0.033(6) 0.000
C4 0.036(6) 0.022(5) 0.022(5) 0.000 -0.014(5) 0.000
C5 0.027(5) 0.016(5) 0.010(4) 0.000 -0.002(4) 0.000
C6 0.038(7) 0.010(5) 0.068(9) 0.000 0.041(7) 0.000
C7 0.073(11) 0.025(7) 0.092(13) 0.000 -0.071(11) 0.000
C8 0.076(8) 0.057(8) 0.025(6) 0.000 -0.001(6) 0.000
O7 0.25(3) 0.101(16) 0.070(11) 0.000 -0.033(16) 0.000
O9 0.139(13) 0.132(14) 0.119(13) -0.020(10) 0.002(9) -0.020(10)

_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 O3 2.468(7) 4_556 ?
Sm1 O3 2.468(7) 5_546 ?
Sm1 O1 2.474(9) . ?
Sm1 O6 2.514(14) . ?
Sm1 O8 2.529(15) 8 ?
Sm1 O8 2.529(15) . ?
Sm1 O4 2.614(7) 3_446 ?
Sm1 O4 2.614(7) 6_557 ?
Sm1 N1 2.620(8) . ?
Sm1 C7 2.952(13) 6_557 ?
O1 C5 1.260(14) . ?
O2 C5 1.231(14) . ?
O3 C6 1.241(8) . ?
O3 Sm1 2.468(7) 5_546 ?
O4 C7 1.235(10) . ?
O4 Sm1 2.614(7) 6_657 ?
O5 C8 1.22(2) . ?
O6 C8 1.25(2) . ?
O8 H81 0.8501 . ?
O8 H82 0.8499 . ?
N1 C4 1.316(14) . ?
N1 C1 1.339(12) . ?
N2 C3 1.33(2) . ?
N2 C2 1.328(16) . ?
C1 C2 1.397(14) . ?
C1 C5 1.519(13) . ?
C2 C6 1.515(16) . ?
C3 C4 1.398(19) . ?
C3 C7 1.512(17) . ?
C4 C8 1.50(2) . ?
C6 O3 1.241(8) 8 ?
C7 O4 1.235(10) 8 ?
C7 Sm1 2.952(13) 6_657 ?
O7 H71 0.8500 . ?
O7 H72 0.8501 . ?
O9 H91 0.8500 . ?
O9 H92 0.8500 . ?

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
O3 Sm1 O3 140.8(5) 4_556 5_546 ?
O3 Sm1 O1 89.38(18) 4_556 . ?
O3 Sm1 O1 89.38(18) 5_546 . ?
O3 Sm1 O6 74.0(3) 4_556 . ?
O3 Sm1 O6 74.0(3) 5_546 . ?
O1 Sm1 O6 122.8(3) . . ?
O3 Sm1 O8 145.9(5) 4_556 8 ?
O3 Sm1 O8 71.0(5) 5_546 8 ?
O1 Sm1 O8 76.7(5) . 8 ?
O6 Sm1 O8 139.5(5) . 8 ?
O3 Sm1 O8 71.0(5) 4_556 . ?
O3 Sm1 O8 145.9(5) 5_546 . ?
O1 Sm1 O8 76.7(5) . . ?
O6 Sm1 O8 139.5(5) . . ?
O8 Sm1 O8 75.5(9) 8 . ?
O3 Sm1 O4 120.3(3) 4_556 3_446 ?
O3 Sm1 O4 73.7(2) 5_546 3_446 ?
O1 Sm1 O4 149.0(3) . 3_446 ?
O6 Sm1 O4 77.9(4) . 3_446 ?
O8 Sm1 O4 73.3(6) 8 3_446 ?
O8 Sm1 O4 102.9(5) . 3_446 ?
O3 Sm1 O4 73.7(2) 4_556 6_557 ?
O3 Sm1 O4 120.3(3) 5_546 6_557 ?
O1 Sm1 O4 149.0(3) . 6_557 ?
O6 Sm1 O4 77.9(4) . 6_557 ?
O8 Sm1 O4 102.9(5) 8 6_557 ?
O8 Sm1 O4 73.3(6) . 6_557 ?
O4 Sm1 O4 49.3(4) 3_446 6_557 ?
O3 Sm1 N1 72.48(19) 4_556 . ?
O3 Sm1 N1 72.48(19) 5_546 . ?
O1 Sm1 N1 62.0(3) . . ?
O6 Sm1 N1 60.9(3) . . ?
O8 Sm1 N1 124.0(5) 8 . ?
O8 Sm1 N1 124.0(5) . . ?
O4 Sm1 N1 132.1(3) 3_446 . ?
O4 Sm1 N1 132.1(3) 6_557 . ?
O3 Sm1 C7 97.6(2) 4_556 6_557 ?
O3 Sm1 C7 97.6(2) 5_546 6_557 ?
O1 Sm1 C7 158.8(5) . 6_557 ?
O6 Sm1 C7 78.4(6) . 6_557 ?
O8 Sm1 C7 86.6(6) 8 6_557 ?
O8 Sm1 C7 86.6(6) . 6_557 ?
O4 Sm1 C7 24.69(18) 3_446 6_557 ?
O4 Sm1 C7 24.69(18) 6_557 6_557 ?
N1 Sm1 C7 139.3(5) . 6_557 ?
C5 O1 Sm1 127.9(6) . . ?
C6 O3 Sm1 150.3(10) . 5_546 ?
C7 O4 Sm1 93.2(7) . 6_657 ?
C8 O6 Sm1 127.5(9) . . ?
Sm1 O8 H81 91.8 . . ?
Sm1 O8 H82 91.7 . . ?
H81 O8 H82 109.7 . . ?
C4 N1 C1 119.1(10) . . ?
C4 N1 Sm1 121.1(8) . . ?
C1 N1 Sm1 119.8(6) . . ?
C3 N2 C2 118.5(10) . . ?
N1 C1 C2 120.2(9) . . ?
N1 C1 C5 114.7(8) . . ?
C2 C1 C5 125.1(9) . . ?
N2 C2 C1 120.8(10) . . ?
N2 C2 C6 114.6(11) . . ?
C1 C2 C6 124.6(11) . . ?
N2 C3 C4 121.1(11) . . ?
N2 C3 C7 114.0(14) . . ?
C4 C3 C7 124.9(16) . . ?
N1 C4 C3 120.4(12) . . ?
N1 C4 C8 115.2(12) . . ?
C3 C4 C8 124.4(12) . . ?
O2 C5 O1 127.0(11) . . ?
O2 C5 C1 117.4(10) . . ?
O1 C5 C1 115.6(8) . . ?
O3 C6 O3 125.0(12) 8 . ?
O3 C6 C2 117.4(6) 8 . ?
O3 C6 C2 117.4(6) . . ?
O4 C7 O4 123.8(12) . 8 ?
O4 C7 C3 118.0(6) . . ?
O4 C7 C3 118.0(6) 8 . ?
O4 C7 Sm1 62.2(6) . 6_657 ?
O4 C7 Sm1 62.2(6) 8 6_657 ?
C3 C7 Sm1 176.0(16) . 6_657 ?
O5 C8 O6 125.9(17) . . ?
O5 C8 C4 118.7(18) . . ?
O6 C8 C4 115.4(14) . . ?
H71 O7 H72 109.7 . . ?
H91 O9 H92 108.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O8 H81 O4 0.85 2.47 3.07(3) 128.0 6_557
O8 H81 O7 0.85 2.39 3.13(3) 145.0 2_455
O8 H82 O8 0.85 2.52 3.10(4) 126.0 8
O7 H71 O8 0.85 2.55 3.13(3) 126.6 7
O7 H71 O8 0.85 2.55 3.13(3) 126.6 2_454

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        27.47
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         3.447
_refine_diff_density_min         -2.271
_refine_diff_density_rms         0.292
_database_code_depnum_ccdc_archive 'CCDC 873444'
#######################################################################
#
#                 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_114
#TrackingRef '873445.CIF'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H8 Eu N2 Na O12'
_chemical_formula_sum            'C8 H8 Eu N2 Na O12'
_chemical_formula_weight         499.11

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'
Eu Eu -0.1578 3.6682 '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'
Na Na 0.0362 0.0249 '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   'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'

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

_cell_length_a                   15.306(3)
_cell_length_b                   6.7260(13)
_cell_length_c                   14.386(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1481.0(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    16531
_cell_measurement_theta_min      3.00
_cell_measurement_theta_max      27.78

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.238
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             960
_exptl_absorpt_coefficient_mu    4.333
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5802
_exptl_absorpt_correction_T_max  0.7780
_exptl_absorpt_process_details   'ABSCOR (Higashi, 1995)'

_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  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            10412
_diffrn_reflns_av_R_equivalents  0.0587
_diffrn_reflns_av_sigmaI/netI    0.0395
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.01
_diffrn_reflns_theta_max         24.99
_reflns_number_total             1383
_reflns_number_gt                1133
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'RAPID-AUTO (Rigaku 1998 RAPID-AUTO)'
_computing_cell_refinement       'RAPID-AUTO (Rigaku 1998 RAPID-AUTO)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC, 2002)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXL-97

_refine_special_details          
;
omit -3 50
omit 2 0 2
omit 0 2 2
omit 1 0 3
omit 6 0 0
omit 10 1 0
omit 6 1 3
omit 2 3 6
omit 2 1 6
omit 13 1 5
omit 6 2 0
omit 14 2 4
omit 1 1 5
omit 15 1 4
omit 8 0 6
omit 15 1 8
omit 8 0 7
omit 4 0 6
omit 12 0 10
omit 8 1 15
omit 2 0 6
omit 2 0 3
omit 3 1 4
omit 0 2 10
omit 7 0 8
omit 0 1 3
omit 2 2 0
omit 2 1 10
omit 5 0 1
omit 1 2 2
omit 9 1 8
omit 8 2 7
omit 17 1 2
omit 8 4 7
omit 16 1 5
omit 2 0 14
omit 14 2 7
omit 2 3 1
isor 0.01 o2 c6
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)+(0.1091P)²+34.2868P] 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         1383
_refine_ls_number_parameters     139
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0809
_refine_ls_R_factor_gt           0.0695
_refine_ls_wR_factor_ref         0.1856
_refine_ls_wR_factor_gt          0.1746
_refine_ls_goodness_of_fit_ref   0.980
_refine_ls_restrained_S_all      1.006
_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
Eu1 Eu -0.19846(6) -0.2500 0.62110(7) 0.0392(4) Uani 1 2 d S . .
Na1 Na 0.2639(6) 0.2500 0.6890(5) 0.061(2) Uani 1 2 d S . .
O1 O -0.1502(7) -0.2500 0.4629(8) 0.032(3) Uani 1 2 d S . .
O2 O -0.0495(11) -0.2500 0.3525(8) 0.052(3) Uani 1 2 d SU . .
O3 O 0.1479(9) -0.4131(13) 0.3624(8) 0.072(4) Uani 1 1 d . . .
O4 O 0.2056(8) -0.0850(17) 0.7549(9) 0.080(4) Uani 1 1 d U . .
O5 O 0.0229(18) -0.2500 0.8301(16) 0.117(8) Uani 1 2 d SU . .
O6 O -0.1084(13) -0.2500 0.7589(10) 0.069(5) Uani 1 2 d S . .
O8 O -0.2992(11) -0.024(4) 0.542(2) 0.189(12) Uani 1 1 d . . .
H81 H -0.3128 0.0313 0.5929 0.283 Uiso 1 1 d R . .
H82 H -0.3337 -0.1173 0.5311 0.283 Uiso 1 1 d R . .
O9 O -0.379(5) -0.040(13) 0.399(5) 0.25(3) Uani 0.50 1 d PU . .
N1 N -0.0335(7) -0.2500 0.5955(7) 0.015(2) Uani 1 2 d S . .
N2 N 0.1430(10) -0.2500 0.5631(13) 0.042(4) Uani 1 2 d S . .
C1 C -0.0021(10) -0.2500 0.5082(9) 0.019(3) Uani 1 2 d S . .
C2 C 0.0857(9) -0.2500 0.4925(10) 0.021(3) Uani 1 2 d S . .
C3 C 0.1065(13) -0.2500 0.6521(16) 0.046(5) Uani 1 2 d S . .
C4 C 0.0200(12) -0.2500 0.6669(11) 0.031(4) Uani 1 2 d S . .
C5 C -0.0712(11) -0.2500 0.4336(9) 0.026(3) Uani 1 2 d S . .
C6 C 0.1291(11) -0.2500 0.3993(12) 0.031(4) Uani 1 2 d SU . .
C7 C 0.1734(18) -0.2500 0.729(2) 0.080(10) Uani 1 2 d S . .
C8 C -0.0271(16) -0.2500 0.7599(12) 0.050(5) Uani 1 2 d SU . .
H91 H -0.4010 -0.5306 0.3565 0.061 Uiso 0.50 1 d PR . .
H92 H -0.3292 -0.5196 0.4124 0.061 Uiso 0.50 1 d PR . .
O7 O -0.079(2) -0.2500 0.1617(19) 0.138(11) Uani 1 2 d S . .
H71 H -0.1280 -0.2500 0.1350 0.206 Uiso 1 2 d SR . .
H72 H -0.0397 -0.2500 0.1210 0.206 Uiso 1 2 d SR . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Eu1 0.0365(6) 0.0162(5) 0.0649(7) 0.000 0.0298(4) 0.000
Na1 0.076(6) 0.072(6) 0.036(4) 0.000 -0.022(4) 0.000
O1 0.022(6) 0.038(6) 0.037(6) 0.000 -0.012(5) 0.000
O2 0.075(8) 0.062(7) 0.020(5) 0.000 -0.001(5) 0.000
O3 0.101(9) 0.014(4) 0.101(8) 0.001(5) 0.078(7) 0.007(5)
O4 0.086(7) 0.051(6) 0.102(7) -0.002(5) -0.068(6) 0.003(5)
O5 0.136(12) 0.129(12) 0.087(10) 0.000 -0.014(9) 0.000
O6 0.096(13) 0.074(11) 0.037(7) 0.000 0.035(8) 0.000
O8 0.106(14) 0.20(3) 0.26(3) -0.01(2) -0.020(16) 0.104(17)
O9 0.25(3) 0.25(3) 0.25(3) 0.005(11) -0.001(11) 0.006(11)
N1 0.010(5) 0.017(6) 0.017(5) 0.000 0.001(4) 0.000
N2 0.028(8) 0.019(7) 0.079(12) 0.000 -0.009(8) 0.000
C1 0.036(8) 0.005(6) 0.015(6) 0.000 0.007(6) 0.000
C2 0.017(7) 0.011(6) 0.036(8) 0.000 0.018(6) 0.000
C3 0.044(11) 0.014(8) 0.081(14) 0.000 -0.037(11) 0.000
C4 0.045(10) 0.023(8) 0.026(8) 0.000 -0.023(7) 0.000
C5 0.043(10) 0.018(7) 0.016(7) 0.000 0.010(6) 0.000
C6 0.025(7) 0.019(6) 0.049(7) 0.000 0.023(6) 0.000
C7 0.093(19) 0.030(11) 0.12(2) 0.000 -0.086(18) 0.000
C8 0.068(9) 0.062(9) 0.022(7) 0.000 -0.009(7) 0.000
O7 0.18(3) 0.13(2) 0.102(17) 0.000 -0.036(19) 0.000

_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 2.393(11) . ?
Eu1 O3 2.406(9) 4_556 ?
Eu1 O3 2.406(9) 5_546 ?
Eu1 O6 2.415(18) . ?
Eu1 O8 2.45(2) 8 ?
Eu1 O8 2.45(2) . ?
Eu1 N1 2.552(11) . ?
Eu1 O4 2.563(10) 6_557 ?
Eu1 O4 2.563(10) 3_446 ?
Eu1 C7 2.92(2) 6_557 ?
Eu1 H81 2.6087 . ?
Eu1 H82 2.5991 . ?
O1 C5 1.281(19) . ?
O2 C5 1.213(19) . ?
O3 C6 1.253(11) . ?
O3 Eu1 2.406(9) 5_546 ?
O4 C7 1.271(15) . ?
O4 Eu1 2.563(10) 6_657 ?
O5 C8 1.27(3) . ?
O6 C8 1.24(3) . ?
O8 H81 0.8456 . ?
O8 H82 0.8353 . ?
N1 C4 1.313(18) . ?
N1 C1 1.345(17) . ?
N2 C2 1.34(2) . ?
N2 C3 1.40(3) . ?
C1 C2 1.36(2) . ?
C1 C5 1.51(2) . ?
C2 C6 1.50(2) . ?
C3 C4 1.34(3) . ?
C3 C7 1.50(3) . ?
C4 C8 1.52(3) . ?
C6 O3 1.253(11) 8 ?
C7 O4 1.271(15) 8 ?
C7 Eu1 2.92(2) 6_657 ?
O7 H71 0.8385 . ?
O7 H72 0.8422 . ?

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 O3 89.7(3) . 4_556 ?
O1 Eu1 O3 89.7(3) . 5_546 ?
O3 Eu1 O3 140.7(7) 4_556 5_546 ?
O1 Eu1 O6 127.2(4) . . ?
O3 Eu1 O6 74.6(4) 4_556 . ?
O3 Eu1 O6 74.6(4) 5_546 . ?
O1 Eu1 O8 75.7(7) . 8 ?
O3 Eu1 O8 146.5(8) 4_556 8 ?
O3 Eu1 O8 70.3(7) 5_546 8 ?
O6 Eu1 O8 137.9(7) . 8 ?
O1 Eu1 O8 75.7(7) . . ?
O3 Eu1 O8 70.3(7) 4_556 . ?
O3 Eu1 O8 146.5(8) 5_546 . ?
O6 Eu1 O8 137.9(7) . . ?
O8 Eu1 O8 76.9(13) 8 . ?
O1 Eu1 N1 63.7(3) . . ?
O3 Eu1 N1 72.3(3) 4_556 . ?
O3 Eu1 N1 72.3(3) 5_546 . ?
O6 Eu1 N1 63.5(4) . . ?
O8 Eu1 N1 123.8(6) 8 . ?
O8 Eu1 N1 123.8(6) . . ?
O1 Eu1 O4 147.0(3) . 6_557 ?
O3 Eu1 O4 73.0(3) 4_556 6_557 ?
O3 Eu1 O4 121.5(4) 5_546 6_557 ?
O6 Eu1 O4 75.8(5) . 6_557 ?
O8 Eu1 O4 103.4(7) 8 6_557 ?
O8 Eu1 O4 72.1(7) . 6_557 ?
N1 Eu1 O4 131.9(4) . 6_557 ?
O1 Eu1 O4 147.0(3) . 3_446 ?
O3 Eu1 O4 121.5(4) 4_556 3_446 ?
O3 Eu1 O4 73.0(3) 5_546 3_446 ?
O6 Eu1 O4 75.8(5) . 3_446 ?
O8 Eu1 O4 72.1(7) 8 3_446 ?
O8 Eu1 O4 103.4(7) . 3_446 ?
N1 Eu1 O4 131.9(4) . 3_446 ?
O4 Eu1 O4 51.3(5) 6_557 3_446 ?
O1 Eu1 C7 155.7(8) . 6_557 ?
O3 Eu1 C7 98.2(3) 4_556 6_557 ?
O3 Eu1 C7 98.2(3) 5_546 6_557 ?
O6 Eu1 C7 77.0(8) . 6_557 ?
O8 Eu1 C7 85.4(8) 8 6_557 ?
O8 Eu1 C7 85.4(8) . 6_557 ?
N1 Eu1 C7 140.5(8) . 6_557 ?
O4 Eu1 C7 25.8(3) 6_557 6_557 ?
O4 Eu1 C7 25.8(3) 3_446 6_557 ?
O1 Eu1 H81 93.4 . . ?
O3 Eu1 H81 63.1 4_556 . ?
O3 Eu1 H81 156.1 5_546 . ?
O6 Eu1 H81 120.7 . . ?
O8 Eu1 H81 87.5 8 . ?
O8 Eu1 H81 18.9 . . ?
N1 Eu1 H81 129.9 . . ?
O4 Eu1 H81 53.9 6_557 . ?
O4 Eu1 H81 92.2 3_446 . ?
C7 Eu1 H81 70.4 6_557 . ?
O1 Eu1 H82 76.8 . . ?
O3 Eu1 H82 89.0 4_556 . ?
O3 Eu1 H82 129.0 5_546 . ?
O6 Eu1 H82 149.7 . . ?
O8 Eu1 H82 58.7 8 . ?
O8 Eu1 H82 18.7 . . ?
N1 Eu1 H82 135.7 . . ?
O4 Eu1 H82 75.0 6_557 . ?
O4 Eu1 H82 92.2 3_446 . ?
C7 Eu1 H82 80.4 6_557 . ?
H81 Eu1 H82 30.6 . . ?
C5 O1 Eu1 127.2(9) . . ?
C6 O3 Eu1 149.0(12) . 5_546 ?
C7 O4 Eu1 92.9(10) . 6_657 ?
C8 O6 Eu1 125.4(12) . . ?
Eu1 O8 H81 91.5 . . ?
Eu1 O8 H82 91.1 . . ?
H81 O8 H82 109.7 . . ?
C4 N1 C1 120.5(13) . . ?
C4 N1 Eu1 120.3(10) . . ?
C1 N1 Eu1 119.2(9) . . ?
C2 N2 C3 115.6(14) . . ?
N1 C1 C2 120.4(13) . . ?
N1 C1 C5 114.5(12) . . ?
C2 C1 C5 125.1(12) . . ?
N2 C2 C1 121.3(14) . . ?
N2 C2 C6 112.9(14) . . ?
C1 C2 C6 125.8(14) . . ?
C4 C3 N2 122.7(16) . . ?
C4 C3 C7 124(2) . . ?
N2 C3 C7 114(2) . . ?
N1 C4 C3 119.4(17) . . ?
N1 C4 C8 113.1(16) . . ?
C3 C4 C8 127.4(16) . . ?
O2 C5 O1 125.1(15) . . ?
O2 C5 C1 119.6(15) . . ?
O1 C5 C1 115.4(12) . . ?
O3 C6 O3 122.3(14) 8 . ?
O3 C6 C2 118.8(7) 8 . ?
O3 C6 C2 118.8(7) . . ?
O4 C7 O4 121.6(17) . 8 ?
O4 C7 C3 118.7(9) . . ?
O4 C7 C3 118.7(9) 8 . ?
O4 C7 Eu1 61.3(9) . 6_657 ?
O4 C7 Eu1 61.3(9) 8 6_657 ?
C3 C7 Eu1 179(2) . 6_657 ?
O6 C8 O5 128(2) . . ?
O6 C8 C4 117.7(16) . . ?
O5 C8 C4 115(2) . . ?
H71 O7 H72 108.8 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O8 H81 O4 0.85 2.34 2.95(3) 129.2 6_557
O8 H81 O7 0.85 2.42 3.13(3) 141.9 2_455
O8 H82 O8 0.84 2.47 3.04(5) 125.9 8
O7 H71 O8 0.84 2.53 3.13(3) 129.2 7
O7 H71 O8 0.84 2.53 3.13(3) 129.2 2_454

_diffrn_measured_fraction_theta_max 0.972
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.972
_refine_diff_density_max         3.142
_refine_diff_density_min         -2.800
_refine_diff_density_rms         0.259
_database_code_depnum_ccdc_archive 'CCDC 873445'
#######################################################################
#
#                 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_zfm115
#TrackingRef '873446.CIF'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H8 Gd N2 Na O12'
_chemical_formula_sum            'C8 H8 Gd N2 Na O12'
_chemical_formula_weight         504.40

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.0362 0.0249 '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   'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'

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

_cell_length_a                   15.251(3)
_cell_length_b                   6.6990(13)
_cell_length_c                   14.382(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1469.4(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    14372
_cell_measurement_theta_min      3.01
_cell_measurement_theta_max      27.91

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.280
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             964
_exptl_absorpt_coefficient_mu    4.612
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4907
_exptl_absorpt_correction_T_max  0.5446
_exptl_absorpt_process_details   'ABSCOR (Higashi, 1995)'

_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  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            11025
_diffrn_reflns_av_R_equivalents  0.0503
_diffrn_reflns_av_sigmaI/netI    0.0310
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.02
_diffrn_reflns_theta_max         24.99
_reflns_number_total             1387
_reflns_number_gt                1145
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'RAPID-AUTO (Rigaku 1998 RAPID-AUTO)'
_computing_cell_refinement       'RAPID-AUTO (Rigaku 1998 RAPID-AUTO)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC, 2002)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXL-97

_refine_special_details          
;
isor 0.01 o4 O5 O6 O7 O8 O9 C8 C6 c7
omit -3 50
omit 2 0 2
omit 0 2 2
omit 6 1 3
omit 6 2 0
omit 18 0 0
omit 2 1 10
omit 15 1 4
omit 7 0 8
omit 6 0 0
omit 17 2 2
omit 2 3 6
omit 8 0 7
omit 4 0 6
omit 13 4 7
omit 2 2 0
omit 2 1 6
omit 0 2 10
omit 1 0 11
omit 3 1 4
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)+(0.1229P)²+40.1200P] 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         1387
_refine_ls_number_parameters     139
_refine_ls_number_restraints     78
_refine_ls_R_factor_all          0.0922
_refine_ls_R_factor_gt           0.0812
_refine_ls_wR_factor_ref         0.2219
_refine_ls_wR_factor_gt          0.2114
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.096
_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
Gd1 Gd -0.19891(6) -0.2500 0.62073(8) 0.0405(5) Uani 1 2 d S . .
Na1 Na 0.2643(8) 0.2500 0.6894(6) 0.065(3) Uani 1 2 d S . .
O1 O -0.1506(9) -0.2500 0.4630(10) 0.040(3) Uani 1 2 d S . .
O2 O -0.0510(15) -0.2500 0.3516(10) 0.066(5) Uani 1 2 d S . .
O3 O 0.1467(9) -0.4147(15) 0.3625(9) 0.071(4) Uani 1 1 d . . .
O4 O 0.2043(9) -0.083(2) 0.7566(10) 0.075(4) Uani 1 1 d U . .
O5 O 0.0194(19) -0.2500 0.8299(19) 0.109(8) Uani 1 2 d SU . .
O6 O -0.1092(15) -0.2500 0.7571(14) 0.075(5) Uani 1 2 d SU . .
O8 O -0.2994(15) -0.025(5) 0.5424(19) 0.166(11) Uani 1 1 d U . .
H81 H -0.3130 0.0305 0.5931 0.249 Uiso 1 1 d R . .
H82 H -0.3340 -0.1180 0.5314 0.249 Uiso 1 1 d R . .
O9 O -0.367(10) -0.03(2) 0.406(8) 0.36(6) Uani 0.50 1 d PU . .
N1 N -0.0345(9) -0.2500 0.5954(8) 0.017(3) Uani 1 2 d S . .
N2 N 0.1423(11) -0.2500 0.5659(15) 0.044(4) Uani 1 2 d S . .
C1 C -0.0036(12) -0.2500 0.5073(11) 0.023(3) Uani 1 2 d S . .
C2 C 0.0872(10) -0.2500 0.4948(12) 0.023(4) Uani 1 2 d S . .
C3 C 0.1065(15) -0.2500 0.6526(18) 0.047(6) Uani 1 2 d S . .
C4 C 0.0197(14) -0.2500 0.6679(11) 0.031(4) Uani 1 2 d S . .
C5 C -0.0715(11) -0.2500 0.4340(11) 0.026(4) Uani 1 2 d S . .
C6 C 0.1285(14) -0.2500 0.3994(14) 0.037(4) Uani 1 2 d SU . .
C7 C 0.173(2) -0.2500 0.730(2) 0.067(7) Uani 1 2 d SU . .
C8 C -0.0297(19) -0.2500 0.7609(16) 0.055(6) Uani 1 2 d SU . .
H91 H -0.3844 -0.5563 0.3655 0.066 Uiso 0.50 1 d PR . .
H92 H -0.3126 -0.5453 0.4213 0.066 Uiso 0.50 1 d PR . .
O7 O -0.078(2) -0.2500 0.164(2) 0.129(10) Uani 1 2 d SU . .
H71 H -0.1264 -0.2500 0.1376 0.194 Uiso 1 2 d SR . .
H72 H -0.0381 -0.2500 0.1236 0.194 Uiso 1 2 d SR . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Gd1 0.0355(7) 0.0180(6) 0.0678(8) 0.000 0.0296(5) 0.000
Na1 0.078(7) 0.075(7) 0.043(5) 0.000 -0.022(5) 0.000
O1 0.033(8) 0.036(7) 0.051(8) 0.000 -0.016(6) 0.000
O2 0.108(15) 0.071(12) 0.019(6) 0.000 -0.002(8) 0.000
O3 0.094(9) 0.017(5) 0.102(9) -0.004(5) 0.077(8) 0.005(6)
O4 0.077(6) 0.057(6) 0.090(6) -0.001(5) -0.046(5) 0.001(5)
O5 0.115(10) 0.113(10) 0.099(10) 0.000 -0.007(7) 0.000
O6 0.081(9) 0.078(9) 0.065(8) 0.000 0.019(7) 0.000
O8 0.153(13) 0.165(14) 0.181(13) -0.002(10) -0.003(9) 0.027(9)
O9 0.36(6) 0.36(6) 0.36(6) 0.001(7) 0.000(7) 0.001(7)
N1 0.018(7) 0.019(7) 0.014(6) 0.000 0.005(5) 0.000
N2 0.028(9) 0.021(8) 0.083(14) 0.000 -0.006(9) 0.000
C1 0.030(9) 0.014(8) 0.026(8) 0.000 -0.002(7) 0.000
C2 0.016(8) 0.017(8) 0.037(9) 0.000 0.016(7) 0.000
C3 0.047(13) 0.014(9) 0.079(16) 0.000 -0.036(12) 0.000
C4 0.052(12) 0.028(9) 0.014(8) 0.000 -0.022(8) 0.000
C5 0.029(10) 0.024(9) 0.025(8) 0.000 0.000(7) 0.000
C6 0.034(8) 0.029(8) 0.049(8) 0.000 0.026(7) 0.000
C7 0.068(10) 0.060(10) 0.074(10) 0.000 -0.031(9) 0.000
C8 0.063(8) 0.059(8) 0.044(8) 0.000 -0.010(6) 0.000
O7 0.129(13) 0.132(13) 0.127(13) 0.000 -0.006(9) 0.000

_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 2.385(15) . ?
Gd1 O6 2.39(2) . ?
Gd1 O3 2.395(11) 4_556 ?
Gd1 O3 2.395(11) 5_546 ?
Gd1 O8 2.43(3) 8 ?
Gd1 O8 2.43(3) . ?
Gd1 N1 2.533(13) . ?
Gd1 O4 2.558(12) 3_446 ?
Gd1 O4 2.558(12) 6_557 ?
Gd1 C7 2.90(3) 6_557 ?
Gd1 H81 2.5921 . ?
Gd1 H82 2.5834 . ?
O1 C5 1.28(2) . ?
O2 C5 1.23(2) . ?
O3 C6 1.255(13) . ?
O3 Gd1 2.395(11) 5_546 ?
O4 C7 1.273(18) . ?
O4 Gd1 2.558(12) 6_657 ?
O5 C8 1.24(3) . ?
O6 C8 1.21(3) . ?
O8 H81 0.8446 . ?
O8 H82 0.8322 . ?
N1 C4 1.33(2) . ?
N1 C1 1.35(2) . ?
N2 C2 1.32(3) . ?
N2 C3 1.36(3) . ?
C1 C2 1.40(2) . ?
C1 C5 1.48(2) . ?
C2 C6 1.51(2) . ?
C3 C4 1.34(3) . ?
C3 C7 1.51(3) . ?
C4 C8 1.53(3) . ?
C6 O3 1.255(13) 8 ?
C7 O4 1.273(18) 8 ?
C7 Gd1 2.90(3) 6_657 ?
O7 H71 0.8361 . ?
O7 H72 0.8406 . ?

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 O6 127.1(6) . . ?
O1 Gd1 O3 89.6(3) . 4_556 ?
O6 Gd1 O3 74.2(4) . 4_556 ?
O1 Gd1 O3 89.6(3) . 5_546 ?
O6 Gd1 O3 74.2(4) . 5_546 ?
O3 Gd1 O3 139.4(7) 4_556 5_546 ?
O1 Gd1 O8 75.7(7) . 8 ?
O6 Gd1 O8 137.9(8) . 8 ?
O3 Gd1 O8 147.1(9) 4_556 8 ?
O3 Gd1 O8 71.0(8) 5_546 8 ?
O1 Gd1 O8 75.7(7) . . ?
O6 Gd1 O8 137.9(8) . . ?
O3 Gd1 O8 71.0(8) 4_556 . ?
O3 Gd1 O8 147.1(9) 5_546 . ?
O8 Gd1 O8 76.8(15) 8 . ?
O1 Gd1 N1 63.8(4) . . ?
O6 Gd1 N1 63.4(5) . . ?
O3 Gd1 N1 71.7(3) 4_556 . ?
O3 Gd1 N1 71.7(3) 5_546 . ?
O8 Gd1 N1 123.9(7) 8 . ?
O8 Gd1 N1 123.9(7) . . ?
O1 Gd1 O4 146.5(4) . 3_446 ?
O6 Gd1 O4 76.4(6) . 3_446 ?
O3 Gd1 O4 122.1(4) 4_556 3_446 ?
O3 Gd1 O4 73.3(4) 5_546 3_446 ?
O8 Gd1 O4 71.6(7) 8 3_446 ?
O8 Gd1 O4 103.1(7) . 3_446 ?
N1 Gd1 O4 132.1(4) . 3_446 ?
O1 Gd1 O4 146.5(4) . 6_557 ?
O6 Gd1 O4 76.4(6) . 6_557 ?
O3 Gd1 O4 73.3(4) 4_556 6_557 ?
O3 Gd1 O4 122.1(4) 5_546 6_557 ?
O8 Gd1 O4 103.1(7) 8 6_557 ?
O8 Gd1 O4 71.6(7) . 6_557 ?
N1 Gd1 O4 132.1(4) . 6_557 ?
O4 Gd1 O4 51.8(6) 3_446 6_557 ?
O1 Gd1 C7 155.8(8) . 6_557 ?
O6 Gd1 C7 77.1(8) . 6_557 ?
O3 Gd1 C7 98.5(3) 4_556 6_557 ?
O3 Gd1 C7 98.5(3) 5_546 6_557 ?
O8 Gd1 C7 85.4(8) 8 6_557 ?
O8 Gd1 C7 85.4(8) . 6_557 ?
N1 Gd1 C7 140.5(7) . 6_557 ?
O4 Gd1 C7 26.0(3) 3_446 6_557 ?
O4 Gd1 C7 26.0(3) 6_557 6_557 ?
O1 Gd1 H81 93.5 . . ?
O6 Gd1 H81 120.7 . . ?
O3 Gd1 H81 63.8 4_556 . ?
O3 Gd1 H81 156.7 5_546 . ?
O8 Gd1 H81 87.4 8 . ?
O8 Gd1 H81 19.0 . . ?
N1 Gd1 H81 130.0 . . ?
O4 Gd1 H81 92.0 3_446 . ?
O4 Gd1 H81 53.2 6_557 . ?
C7 Gd1 H81 70.3 6_557 . ?
O1 Gd1 H82 76.9 . . ?
O6 Gd1 H82 149.8 . . ?
O3 Gd1 H82 89.7 4_556 . ?
O3 Gd1 H82 129.5 5_546 . ?
O8 Gd1 H82 58.6 8 . ?
O8 Gd1 H82 18.8 . . ?
N1 Gd1 H82 135.8 . . ?
O4 Gd1 H82 91.8 3_446 . ?
O4 Gd1 H82 74.5 6_557 . ?
C7 Gd1 H82 80.4 6_557 . ?
H81 Gd1 H82 30.7 . . ?
C5 O1 Gd1 127.0(11) . . ?
C6 O3 Gd1 148.8(14) . 5_546 ?
C7 O4 Gd1 92.2(12) . 6_657 ?
C8 O6 Gd1 127.4(17) . . ?
Gd1 O8 H81 91.5 . . ?
Gd1 O8 H82 91.2 . . ?
H81 O8 H82 109.7 . . ?
C4 N1 C1 121.2(15) . . ?
C4 N1 Gd1 120.1(12) . . ?
C1 N1 Gd1 118.7(11) . . ?
C2 N2 C3 116.9(16) . . ?
N1 C1 C2 117.8(15) . . ?
N1 C1 C5 115.1(15) . . ?
C2 C1 C5 127.2(15) . . ?
N2 C2 C1 122.1(16) . . ?
N2 C2 C6 115.9(16) . . ?
C1 C2 C6 122.0(17) . . ?
C4 C3 N2 123.0(18) . . ?
C4 C3 C7 123(3) . . ?
N2 C3 C7 114(2) . . ?
N1 C4 C3 119.0(18) . . ?
N1 C4 C8 112.2(18) . . ?
C3 C4 C8 128.8(18) . . ?
O2 C5 O1 123.8(18) . . ?
O2 C5 C1 120.7(18) . . ?
O1 C5 C1 115.5(15) . . ?
O3 C6 O3 123.1(17) 8 . ?
O3 C6 C2 118.4(9) 8 . ?
O3 C6 C2 118.4(9) . . ?
O4 C7 O4 123(2) . 8 ?
O4 C7 C3 118.3(11) . . ?
O4 C7 C3 118.3(11) 8 . ?
O4 C7 Gd1 61.8(11) . 6_657 ?
O4 C7 Gd1 61.8(11) 8 6_657 ?
C3 C7 Gd1 180(2) . 6_657 ?
O6 C8 O5 130(3) . . ?
O6 C8 C4 117(2) . . ?
O5 C8 C4 114(3) . . ?
H71 O7 H72 108.6 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O8 H81 O4 0.84 2.31 2.92(3) 129.6 6_557
O8 H81 O7 0.84 2.45 3.16(4) 142.4 2_455
O8 H82 O8 0.83 2.46 3.02(7) 125.8 8
O7 H71 O8 0.84 2.56 3.16(4) 129.7 7
O7 H71 O8 0.84 2.56 3.16(4) 129.7 2_454

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         3.639
_refine_diff_density_min         -3.599
_refine_diff_density_rms         0.313
_database_code_depnum_ccdc_archive 'CCDC 873446'
#######################################################################
#
#                 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_zfm-116
#TrackingRef '873447.CIF'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H8 N2 Na O12 Tb'
_chemical_formula_sum            'C8 H8 N2 Na O12 Tb'
_chemical_formula_weight         506.08

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'
Na Na 0.0362 0.0249 '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'
Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'

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

_cell_length_a                   15.147(3)
_cell_length_b                   6.6763(13)
_cell_length_c                   14.375(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1453.7(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    17797
_cell_measurement_theta_min      3.01
_cell_measurement_theta_max      27.55

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.312
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             968
_exptl_absorpt_coefficient_mu    4.965
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3700
_exptl_absorpt_correction_T_max  0.4178
_exptl_absorpt_process_details   'ABSCOR (Higashi, 1995)'

_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  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            10298
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_av_sigmaI/netI    0.0284
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.04
_diffrn_reflns_theta_max         25.00
_reflns_number_total             1368
_reflns_number_gt                1201
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'RAPID-AUTO (Rigaku 1998 RAPID-AUTO)'
_computing_cell_refinement       'RAPID-AUTO (Rigaku 1998 RAPID-AUTO)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC, 2002)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXL-97

_refine_special_details          
;
omit -3 50
omit 2 0 2
omit 6 1 3
omit 6 0 0
omit 2 1 6
omit 3 1 4
omit 0 2 2
omit 15 1 4
omit 2 1 10
omit 6 2 0
omit 2 0 3
omit 4 0 6
omit 7 1 4
omit 4 2 0
omit 1 0 3
omit 5 0 1
omit 14 1 10
omit 15 1 8
omit 0 1 3
omit 0 2 10
isor 0.01 o3 c6 c7 c8 o4 o5 o6 o7 o8 o9

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)+(0.0821P)²+45.6059P] 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         1368
_refine_ls_number_parameters     139
_refine_ls_number_restraints     84
_refine_ls_R_factor_all          0.0774
_refine_ls_R_factor_gt           0.0700
_refine_ls_wR_factor_ref         0.1786
_refine_ls_wR_factor_gt          0.1721
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.106
_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
Tb1 Tb -0.19969(6) -0.2500 0.62023(7) 0.0378(4) Uani 1 2 d S . .
Na1 Na 0.2654(7) 0.2500 0.6900(6) 0.066(3) Uani 1 2 d S . .
O1 O -0.1527(8) -0.2500 0.4633(9) 0.035(3) Uani 1 2 d S . .
O2 O -0.0517(12) -0.2500 0.3525(8) 0.055(4) Uani 1 2 d S . .
O3 O 0.1481(8) -0.4156(15) 0.3630(8) 0.061(3) Uani 1 1 d U . .
O4 O 0.2033(8) -0.0840(19) 0.7582(9) 0.072(3) Uani 1 1 d U . .
O5 O 0.0185(17) -0.2500 0.8300(17) 0.106(7) Uani 1 2 d SU . .
O6 O -0.1106(13) -0.2500 0.7572(11) 0.066(4) Uani 1 2 d SU . .
O8 O -0.3027(13) -0.028(4) 0.5461(17) 0.162(9) Uani 1 1 d U . .
H81 H -0.3162 0.0277 0.5968 0.243 Uiso 1 1 d R . .
H82 H -0.3372 -0.1209 0.5351 0.243 Uiso 1 1 d R . .
O9 O -0.387(5) -0.057(12) 0.394(5) 0.22(3) Uani 0.50 1 d PU . .
N1 N -0.0353(8) -0.2500 0.5948(8) 0.018(3) Uani 1 2 d S . .
N2 N 0.1427(10) -0.2500 0.5660(14) 0.042(4) Uani 1 2 d S . .
C1 C -0.0036(10) -0.2500 0.5082(10) 0.018(3) Uani 1 2 d S . .
C2 C 0.0872(10) -0.2500 0.4940(12) 0.025(3) Uani 1 2 d S . .
C3 C 0.1066(15) -0.2500 0.6527(16) 0.045(5) Uani 1 2 d S . .
C4 C 0.0179(12) -0.2500 0.6670(11) 0.029(4) Uani 1 2 d S . .
C5 C -0.0725(11) -0.2500 0.4338(10) 0.022(3) Uani 1 2 d S . .
C6 C 0.1296(12) -0.2500 0.3994(14) 0.036(4) Uani 1 2 d SU . .
C7 C 0.1767(16) -0.2500 0.7298(17) 0.058(6) Uani 1 2 d SU . .
C8 C -0.0309(18) -0.2500 0.7587(16) 0.056(6) Uani 1 2 d SU . .
H91 H -0.4099 -0.5161 0.3503 0.068 Uiso 0.50 1 d PR . .
H92 H -0.3381 -0.5052 0.4062 0.068 Uiso 0.50 1 d PR . .
O7 O -0.072(2) -0.2500 0.161(2) 0.145(11) Uani 1 2 d SU . .
H71 H -0.1212 -0.2500 0.1346 0.217 Uiso 1 2 d SR . .
H72 H -0.0329 -0.2500 0.1206 0.217 Uiso 1 2 d SR . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Tb1 0.0324(6) 0.0175(5) 0.0635(7) 0.000 0.0289(4) 0.000
Na1 0.084(7) 0.073(6) 0.042(5) 0.000 -0.023(5) 0.000
O1 0.032(7) 0.033(7) 0.040(7) 0.000 -0.017(5) 0.000
O2 0.096(12) 0.061(10) 0.008(5) 0.000 -0.003(6) 0.000
O3 0.079(6) 0.026(5) 0.078(6) 0.000(5) 0.053(5) 0.007(5)
O4 0.077(6) 0.052(5) 0.088(6) -0.002(5) -0.050(5) -0.002(5)
O5 0.115(10) 0.112(10) 0.090(9) 0.000 -0.008(7) 0.000
O6 0.081(9) 0.069(8) 0.048(7) 0.000 0.023(7) 0.000
O8 0.147(12) 0.166(13) 0.174(12) -0.001(10) -0.004(9) 0.036(9)
O9 0.22(3) 0.22(3) 0.22(3) 0.002(8) -0.001(8) 0.001(8)
N1 0.021(6) 0.016(6) 0.017(6) 0.000 0.006(5) 0.000
N2 0.022(7) 0.019(7) 0.086(13) 0.000 -0.014(8) 0.000
C1 0.025(7) 0.010(7) 0.019(7) 0.000 0.004(6) 0.000
C2 0.017(7) 0.012(7) 0.046(10) 0.000 0.015(7) 0.000
C3 0.058(13) 0.013(8) 0.065(13) 0.000 -0.033(11) 0.000
C4 0.042(10) 0.025(8) 0.019(8) 0.000 -0.021(7) 0.000
C5 0.035(9) 0.018(7) 0.012(7) 0.000 -0.002(6) 0.000
C6 0.034(7) 0.020(7) 0.055(8) 0.000 0.028(7) 0.000
C7 0.057(9) 0.051(9) 0.065(9) 0.000 -0.037(8) 0.000
C8 0.067(8) 0.059(8) 0.044(7) 0.000 -0.007(6) 0.000
O7 0.145(14) 0.149(14) 0.140(13) 0.000 -0.009(10) 0.000

_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
Tb1 O1 2.366(13) . ?
Tb1 O3 2.377(10) 4_556 ?
Tb1 O3 2.377(10) 5_546 ?
Tb1 O6 2.387(19) . ?
Tb1 O8 2.40(2) 8 ?
Tb1 O8 2.40(2) . ?
Tb1 N1 2.517(12) . ?
Tb1 O4 2.538(11) 3_446 ?
Tb1 O4 2.538(11) 6_557 ?
Tb1 C7 2.85(2) 6_557 ?
Tb1 H82 2.5643 . ?
O1 C5 1.29(2) . ?
O2 C5 1.211(19) . ?
O3 C6 1.255(13) . ?
O3 Tb1 2.377(10) 5_546 ?
O4 C7 1.247(15) . ?
O4 Tb1 2.538(11) 6_657 ?
O5 C8 1.27(3) . ?
O6 C8 1.21(3) . ?
O8 H81 0.8434 . ?
O8 H82 0.8283 . ?
N1 C4 1.314(19) . ?
N1 C1 1.334(19) . ?
N2 C2 1.33(2) . ?
N2 C3 1.36(3) . ?
C1 C2 1.39(2) . ?
C1 C5 1.49(2) . ?
C2 C6 1.50(2) . ?
C3 C4 1.36(3) . ?
C3 C7 1.54(3) . ?
C4 C8 1.51(3) . ?
C6 O3 1.255(13) 8 ?
C7 O4 1.247(15) 8 ?
C7 Tb1 2.85(2) 6_657 ?
O7 H71 0.8315 . ?
O7 H72 0.8374 . ?

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 Tb1 O3 89.9(3) . 4_556 ?
O1 Tb1 O3 89.9(3) . 5_546 ?
O3 Tb1 O3 139.8(6) 4_556 5_546 ?
O1 Tb1 O6 128.0(5) . . ?
O3 Tb1 O6 74.4(3) 4_556 . ?
O3 Tb1 O6 74.4(3) 5_546 . ?
O1 Tb1 O8 76.8(6) . 8 ?
O3 Tb1 O8 147.0(8) 4_556 8 ?
O3 Tb1 O8 71.2(7) 5_546 8 ?
O6 Tb1 O8 137.1(7) . 8 ?
O1 Tb1 O8 76.8(6) . . ?
O3 Tb1 O8 71.2(7) 4_556 . ?
O3 Tb1 O8 147.0(8) 5_546 . ?
O6 Tb1 O8 137.1(7) . . ?
O8 Tb1 O8 76.3(13) 8 . ?
O1 Tb1 N1 64.1(4) . . ?
O3 Tb1 N1 71.9(3) 4_556 . ?
O3 Tb1 N1 71.9(3) 5_546 . ?
O6 Tb1 N1 63.9(5) . . ?
O8 Tb1 N1 125.3(6) 8 . ?
O8 Tb1 N1 125.3(6) . . ?
O1 Tb1 O4 146.2(4) . 3_446 ?
O3 Tb1 O4 122.1(4) 4_556 3_446 ?
O3 Tb1 O4 73.2(4) 5_546 3_446 ?
O6 Tb1 O4 76.1(5) . 3_446 ?
O8 Tb1 O4 70.1(7) 8 3_446 ?
O8 Tb1 O4 101.5(7) . 3_446 ?
N1 Tb1 O4 132.3(4) . 3_446 ?
O1 Tb1 O4 146.2(4) . 6_557 ?
O3 Tb1 O4 73.2(4) 4_556 6_557 ?
O3 Tb1 O4 122.1(4) 5_546 6_557 ?
O6 Tb1 O4 76.1(5) . 6_557 ?
O8 Tb1 O4 101.5(7) 8 6_557 ?
O8 Tb1 O4 70.1(7) . 6_557 ?
N1 Tb1 O4 132.3(4) . 6_557 ?
O4 Tb1 O4 51.8(5) 3_446 6_557 ?
O1 Tb1 C7 156.6(7) . 6_557 ?
O3 Tb1 C7 98.0(3) 4_556 6_557 ?
O3 Tb1 C7 98.0(3) 5_546 6_557 ?
O6 Tb1 C7 75.4(7) . 6_557 ?
O8 Tb1 C7 84.8(7) 8 6_557 ?
O8 Tb1 C7 84.8(7) . 6_557 ?
N1 Tb1 C7 139.3(6) . 6_557 ?
O4 Tb1 C7 25.9(3) 3_446 6_557 ?
O4 Tb1 C7 25.9(3) 6_557 6_557 ?
O1 Tb1 H82 77.8 . . ?
O3 Tb1 H82 90.0 4_556 . ?
O3 Tb1 H82 129.1 5_546 . ?
O6 Tb1 H82 148.5 . . ?
O8 Tb1 H82 57.9 8 . ?
O8 Tb1 H82 18.8 . . ?
N1 Tb1 H82 137.2 . . ?
O4 Tb1 H82 90.3 3_446 . ?
O4 Tb1 H82 73.2 6_557 . ?
C7 Tb1 H82 80.1 6_557 . ?
C5 O1 Tb1 126.8(9) . . ?
C6 O3 Tb1 149.2(13) . 5_546 ?
C7 O4 Tb1 91.4(10) . 6_657 ?
C8 O6 Tb1 125.4(15) . . ?
Tb1 O8 H81 92.6 . . ?
Tb1 O8 H82 91.7 . . ?
H81 O8 H82 109.9 . . ?
C4 N1 C1 121.1(14) . . ?
C4 N1 Tb1 119.5(11) . . ?
C1 N1 Tb1 119.4(10) . . ?
C2 N2 C3 117.3(15) . . ?
N1 C1 C2 119.5(14) . . ?
N1 C1 C5 114.6(13) . . ?
C2 C1 C5 125.9(14) . . ?
N2 C2 C1 120.6(15) . . ?
N2 C2 C6 115.7(15) . . ?
C1 C2 C6 123.7(16) . . ?
C4 C3 N2 122.4(17) . . ?
C4 C3 C7 125(2) . . ?
N2 C3 C7 113(2) . . ?
N1 C4 C3 119.1(17) . . ?
N1 C4 C8 112.9(17) . . ?
C3 C4 C8 128.0(17) . . ?
O2 C5 O1 124.3(15) . . ?
O2 C5 C1 120.6(16) . . ?
O1 C5 C1 115.1(12) . . ?
O3 C6 O3 123.6(16) . 8 ?
O3 C6 C2 118.2(8) . . ?
O3 C6 C2 118.2(8) 8 . ?
O4 C7 O4 125.4(19) . 8 ?
O4 C7 C3 117.3(9) . . ?
O4 C7 C3 117.3(9) 8 . ?
O4 C7 Tb1 62.7(9) . 6_657 ?
O4 C7 Tb1 62.7(9) 8 6_657 ?
C3 C7 Tb1 177.2(19) . 6_657 ?
O6 C8 O5 127(3) . . ?
O6 C8 C4 118(2) . . ?
O5 C8 C4 115(2) . . ?
H71 O7 H72 108.3 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O8 H81 O4 0.84 2.23 2.84(3) 129.0 6_557
O8 H81 O7 0.84 2.43 3.12(4) 140.0 2_455
O8 H82 O8 0.83 2.41 2.97(6) 125.7 8
O7 H71 O8 0.83 2.53 3.12(4) 129.6 7
O7 H71 O8 0.83 2.53 3.12(4) 129.6 2_454

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         3.333
_refine_diff_density_min         -3.019
_refine_diff_density_rms         0.292


_database_code_depnum_ccdc_archive 'CCDC 873447'
