# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_y
_audit_block_doi                 10.5517/cc1k8vc1
_database_code_depnum_ccdc_archive 'CCDC 1438473'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C6RA06303A 2016
_audit_update_record             
;
2015-11-24 deposited with the CCDC.
2016-06-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H0 Eu N5 O8'
_chemical_formula_weight         626.24

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

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'
'-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                   31.810(6)
_cell_length_b                   14.993(3)
_cell_length_c                   13.220(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.01(3)
_cell_angle_gamma                90.00
_cell_volume                     6271(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2400
_exptl_absorpt_coefficient_mu    2.044
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6507
_exptl_absorpt_correction_T_max  0.6974
_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  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            29600
_diffrn_reflns_av_R_equivalents  0.0828
_diffrn_reflns_av_sigmaI/netI    0.0749
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.01
_diffrn_reflns_theta_max         27.48
_reflns_number_total             7152
_reflns_number_gt                5351
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_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)+(0.0987P)²+41.2453P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   ?
_refine_ls_hydrogen_treatment    ?
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7152
_refine_ls_number_parameters     289
_refine_ls_number_restraints     224
_refine_ls_R_factor_all          0.0842
_refine_ls_R_factor_gt           0.0596
_refine_ls_wR_factor_ref         0.1852
_refine_ls_wR_factor_gt          0.1638
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_restrained_S_all      1.095
_refine_ls_shift/su_max          0.033
_refine_ls_shift/su_mean         0.002

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 0.21056(3) 0.39914(7) 0.74211(8) 0.0257(8) Uani 1 1 d GU . .
C2 C 0.23587(3) 0.46434(8) 0.79230(9) 0.0283(9) Uani 1 1 d GU . .
C3 C 0.21820(3) 0.52663(8) 0.85325(11) 0.0280(9) Uani 1 1 d GU . .
C4 C 0.17523(3) 0.52372(8) 0.86401(10) 0.0285(9) Uani 1 1 d GU . .
C5 C 0.14991(3) 0.45853(7) 0.81382(8) 0.0301(9) Uani 1 1 d GU . .
C6 C 0.16758(3) 0.39624(7) 0.75288(8) 0.0272(9) Uani 1 1 d GU . .
C7 C -0.00247(3) 0.29039(11) 0.87921(13) 0.0434(12) Uani 1 1 d GU . .
C8 C 0.00263(3) 0.38405(11) 0.87957(11) 0.0330(10) Uani 1 1 d GU . .
C9 C -0.03005(3) 0.43856(12) 0.90570(13) 0.0391(11) Uani 1 1 d GU . .
C10 C -0.06725(3) 0.39970(14) 0.93229(14) 0.0373(11) Uani 1 1 d GU . .
C11 C -0.07190(4) 0.30860(14) 0.93240(15) 0.0314(10) Uani 1 1 d GU . .
C12 C -0.04006(4) 0.25451(13) 0.90583(16) 0.0455(12) Uani 1 1 d GU . .
C13 C 0.04073(3) 0.42260(10) 0.85542(10) 0.0355(10) Uani 1 1 d GU . .
C14 C 0.08123(3) 0.38602(9) 0.84502(9) 0.0333(10) Uani 1 1 d GU . .
N1 N 0.10834(3) 0.45683(8) 0.82223(9) 0.0345(9) Uani 1 1 d GU . .
N2 N 0.08460(3) 0.53719(8) 0.81854(12) 0.0406(9) Uani 1 1 d GU . .
N3 N 0.04282(3) 0.51603(9) 0.83905(12) 0.0437(10) Uani 1 1 d GU . .
C15 C 0.22905(11) 0.3350(2) 0.6698(3) 0.0273(9) Uani 1 1 d U . .
C16 C 0.25377(11) 0.0963(2) 0.5898(3) 0.0267(9) Uani 1 1 d . . .
C17 C 0.11159(12) 0.2696(3) 0.5334(3) 0.0338(10) Uani 1 1 d . . .
Eu1 Eu 0.189356(5) 0.206741(11) 0.470453(13) 0.02174(4) Uani 1 1 d D . .
O1 O 0.27014(8) 0.16350(16) 0.5559(2) 0.0297(6) Uani 1 1 d . . .
O2 O 0.21461(8) 0.08232(17) 0.5789(2) 0.0390(8) Uani 1 1 d . . .
O3 O 0.12069(9) 0.1886(2) 0.5466(3) 0.0540(10) Uani 1 1 d . . .
O4 O 0.13643(9) 0.3211(2) 0.4931(3) 0.0518(9) Uani 1 1 d . . .
O5 O 0.20530(8) 0.27185(17) 0.6364(2) 0.0309(7) Uani 1 1 d . . .
O6 O 0.23431(8) 0.15008(19) 0.3507(2) 0.0402(8) Uani 1 1 d . . .
O7 O 0.15341(12) 0.0778(2) 0.3924(3) 0.0749(12) Uani 1 1 d DU . .
O8 O 0.15902(15) 0.2517(4) 0.3019(3) 0.0954(16) Uani 1 1 d DU . .
N4 N 0.1311(2) 0.3252(7) 0.1501(6) 0.305(2) Uani 1 1 d DU . .
C19 C 0.1669(2) 0.3710(7) 0.1198(7) 0.300(3) Uani 1 1 d DU . .
C18 C 0.1324(3) 0.2747(5) 0.2466(5) 0.197(6) Uani 1 1 d DU . .
C20 C 0.0892(2) 0.3321(12) 0.0919(9) 0.314(3) Uani 1 1 d DU . .
N5 N 0.1348(4) -0.0573(5) 0.3021(9) 0.643(2) Uani 1 1 d DU . .
C21 C 0.1629(3) 0.0022(4) 0.3650(7) 0.326(8) Uani 1 1 d DU . .
C22 C 0.1055(4) -0.0235(7) 0.2203(7) 0.640(3) Uani 1 1 d DU . .
C23 C 0.1372(7) -0.1546(5) 0.3258(15) 0.643(3) Uani 1 1 d DU . .


_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 C2 1.3900 . ?
C1 C6 1.3900 . ?
C1 C15 1.517(4) . ?
C2 C3 1.3900 . ?
C3 C4 1.3900 . ?
C3 C16 1.521(4) 4_556 ?
C4 C5 1.3900 . ?
C5 N1 1.3388 . ?
C5 C6 1.3900 . ?
C7 C12 1.3896 . ?
C7 C8 1.4136 . ?
C8 C9 1.3940 . ?
C8 C13 1.4092 . ?
C9 C10 1.3967 . ?
C10 C11 1.3738 . ?
C11 C12 1.3717 . ?
C11 C17 1.504(4) 2_556 ?
C13 C14 1.4200 . ?
C13 N3 1.4200 . ?
C14 N1 1.4200 . ?
N1 N2 1.4200 . ?
N2 N3 1.4200 . ?
C15 O6 1.244(4) 7_556 ?
C15 O5 1.262(4) . ?
C16 O1 1.239(4) . ?
C16 O2 1.256(4) . ?
C16 C3 1.521(4) 4_546 ?
C16 Eu1 2.958(4) . ?
C17 O3 1.256(5) . ?
C17 O4 1.262(5) . ?
C17 C11 1.503(4) 2_556 ?
C17 Eu1 2.852(4) . ?
Eu1 O1 2.379(2) 7_556 ?
Eu1 O6 2.397(3) . ?
Eu1 O5 2.406(3) . ?
Eu1 O7 2.422(3) . ?
Eu1 O8 2.429(4) . ?
Eu1 O2 2.437(3) . ?
Eu1 O4 2.443(3) . ?
Eu1 O3 2.514(3) . ?
Eu1 O1 2.774(3) . ?
Eu1 Eu1 4.0679(9) 7_556 ?
O1 Eu1 2.379(2) 7_556 ?
O6 C15 1.245(4) 7_556 ?
O7 C21 1.236(8) . ?
O8 C18 1.115(8) . ?
N4 C19 1.423(10) . ?
N4 C20 1.471(10) . ?
N4 C18 1.481(9) . ?
N5 C22 1.445(12) . ?
N5 C21 1.458(11) . ?
N5 C23 1.493(10) . ?

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
C2 C1 C6 120.0 . . ?
C2 C1 C15 120.20(14) . . ?
C6 C1 C15 119.67(14) . . ?
C3 C2 C1 120.0 . . ?
C2 C3 C4 120.0 . . ?
C2 C3 C16 119.80(15) . 4_556 ?
C4 C3 C16 120.18(15) . 4_556 ?
C5 C4 C3 120.0 . . ?
N1 C5 C4 120.1 . . ?
N1 C5 C6 119.9 . . ?
C4 C5 C6 120.0 . . ?
C5 C6 C1 120.0 . . ?
C12 C7 C8 119.0 . . ?
C9 C8 C13 119.8 . . ?
C9 C8 C7 119.7 . . ?
C13 C8 C7 120.5 . . ?
C8 C9 C10 119.4 . . ?
C11 C10 C9 120.6 . . ?
C12 C11 C10 120.3 . . ?
C12 C11 C17 120.83(18) . 2_556 ?
C10 C11 C17 118.77(18) . 2_556 ?
C11 C12 C7 120.9 . . ?
C8 C13 C14 132.4 . . ?
C8 C13 N3 119.6 . . ?
C14 C13 N3 108.0 . . ?
C13 C14 N1 108.0 . . ?
C5 N1 N2 120.5 . . ?
C5 N1 C14 131.2 . . ?
N2 N1 C14 108.0 . . ?
N1 N2 N3 108.0 . . ?
C13 N3 N2 108.0 . . ?
O6 C15 O5 126.8(3) 7_556 . ?
O6 C15 C1 117.2(3) 7_556 . ?
O5 C15 C1 116.0(3) . . ?
O1 C16 O2 122.9(3) . . ?
O1 C16 C3 119.4(3) . 4_546 ?
O2 C16 C3 117.7(3) . 4_546 ?
O1 C16 Eu1 69.28(19) . . ?
O2 C16 Eu1 53.81(18) . . ?
C3 C16 Eu1 170.4(2) 4_546 . ?
O3 C17 O4 120.3(4) . . ?
O3 C17 C11 121.6(3) . 2_556 ?
O4 C17 C11 118.1(3) . 2_556 ?
O3 C17 Eu1 61.8(2) . . ?
O4 C17 Eu1 58.5(2) . . ?
C11 C17 Eu1 176.2(2) 2_556 . ?
O1 Eu1 O6 79.83(9) 7_556 . ?
O1 Eu1 O5 74.70(9) 7_556 . ?
O6 Eu1 O5 131.49(9) . . ?
O1 Eu1 O7 146.04(12) 7_556 . ?
O6 Eu1 O7 73.94(12) . . ?
O5 Eu1 O7 139.24(12) . . ?
O1 Eu1 O8 78.93(14) 7_556 . ?
O6 Eu1 O8 72.52(13) . . ?
O5 Eu1 O8 138.53(14) . . ?
O7 Eu1 O8 72.92(16) . . ?
O1 Eu1 O2 124.19(9) 7_556 . ?
O6 Eu1 O2 86.25(10) . . ?
O5 Eu1 O2 75.47(9) . . ?
O7 Eu1 O2 75.60(12) . . ?
O8 Eu1 O2 145.78(14) . . ?
O1 Eu1 O4 80.50(10) 7_556 . ?
O6 Eu1 O4 142.75(11) . . ?
O5 Eu1 O4 71.69(10) . . ?
O7 Eu1 O4 108.16(12) . . ?
O8 Eu1 O4 72.84(14) . . ?
O2 Eu1 O4 130.84(11) . . ?
O1 Eu1 O3 130.82(9) 7_556 . ?
O6 Eu1 O3 146.05(10) . . ?
O5 Eu1 O3 77.75(11) . . ?
O7 Eu1 O3 72.11(12) . . ?
O8 Eu1 O3 96.83(14) . . ?
O2 Eu1 O3 85.89(10) . . ?
O4 Eu1 O3 52.26(10) . . ?
O1 Eu1 O1 75.99(9) 7_556 . ?
O6 Eu1 O1 66.10(9) . . ?
O5 Eu1 O1 68.01(9) . . ?
O7 Eu1 O1 111.28(10) . . ?
O8 Eu1 O1 134.48(13) . . ?
O2 Eu1 O1 49.25(8) . . ?
O4 Eu1 O1 137.32(9) . . ?
O3 Eu1 O1 128.21(10) . . ?
O1 Eu1 C17 105.80(10) 7_556 . ?
O6 Eu1 C17 154.90(11) . . ?
O5 Eu1 C17 72.92(11) . . ?
O7 Eu1 C17 90.16(12) . . ?
O8 Eu1 C17 84.42(14) . . ?
O2 Eu1 C17 108.88(11) . . ?
O4 Eu1 C17 26.16(11) . . ?
O3 Eu1 C17 26.11(11) . . ?
O1 Eu1 C17 138.88(10) . . ?
O1 Eu1 C16 100.39(9) 7_556 . ?
O6 Eu1 C16 74.10(10) . . ?
O5 Eu1 C16 70.90(10) . . ?
O7 Eu1 C16 92.87(11) . . ?
O8 Eu1 C16 146.20(14) . . ?
O2 Eu1 C16 24.58(9) . . ?
O4 Eu1 C16 140.82(11) . . ?
O3 Eu1 C16 107.95(11) . . ?
O1 Eu1 C16 24.70(9) . . ?
C17 Eu1 C16 127.06(11) . . ?
O1 Eu1 Eu1 41.42(6) 7_556 7_556 ?
O6 Eu1 Eu1 67.70(7) . 7_556 ?
O5 Eu1 Eu1 65.82(7) . 7_556 ?
O7 Eu1 Eu1 137.10(9) . 7_556 ?
O8 Eu1 Eu1 111.44(12) . 7_556 ?
O2 Eu1 Eu1 83.31(7) . 7_556 ?
O4 Eu1 Eu1 113.87(8) . 7_556 ?
O3 Eu1 Eu1 143.52(8) . 7_556 ?
O1 Eu1 Eu1 34.58(5) . 7_556 ?
C17 Eu1 Eu1 132.30(8) . 7_556 ?
C16 Eu1 Eu1 59.07(7) . 7_556 ?
C16 O1 Eu1 166.5(2) . 7_556 ?
C16 O1 Eu1 86.0(2) . . ?
Eu1 O1 Eu1 104.01(9) 7_556 . ?
C16 O2 Eu1 101.6(2) . . ?
C17 O3 Eu1 92.1(2) . . ?
C17 O4 Eu1 95.3(2) . . ?
C15 O5 Eu1 133.2(2) . . ?
C15 O6 Eu1 135.8(2) 7_556 . ?
C21 O7 Eu1 137.6(5) . . ?
C18 O8 Eu1 152.8(5) . . ?
C19 N4 C20 121.9(8) . . ?
C19 N4 C18 122.6(7) . . ?
C20 N4 C18 115.3(8) . . ?
O8 C18 N4 132.4(8) . . ?
C22 N5 C21 121.4(7) . . ?
C22 N5 C23 121.0(10) . . ?
C21 N5 C23 117.6(10) . . ?
O7 C21 N5 125.0(8) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         1.875
_refine_diff_density_min         -1.245
_refine_diff_density_rms         0.211
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_y
_audit_block_doi                 10.5517/cc1k8vd2
_database_code_depnum_ccdc_archive 'CCDC 1438474'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C6RA06303A 2016
_audit_update_record             
;
2015-11-24 deposited with the CCDC.
2016-06-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C49 H0 La2 N11 O17'
_chemical_formula_weight         1292.42

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'
La La -0.2871 2.4523 '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           Monoclinic
_symmetry_space_group_name_H-M   C2/c

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'
'-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                   32.118(3)
_cell_length_b                   15.2133(17)
_cell_length_c                   13.1789(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.256(2)
_cell_angle_gamma                90.00
_cell_volume                     6412.4(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3115
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      22.58

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2484
_exptl_absorpt_coefficient_mu    1.381
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.7603
_exptl_absorpt_correction_T_max  0.7892
_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 5.0cm
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            23110
_diffrn_reflns_av_R_equivalents  0.0628
_diffrn_reflns_av_sigmaI/netI    0.0787
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.48
_diffrn_reflns_theta_max         28.34
_reflns_number_total             7987
_reflns_number_gt                5380
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_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)+(0.1056P)²+28.5604P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   ?
_refine_ls_hydrogen_treatment    ?
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7987
_refine_ls_number_parameters     412
_refine_ls_number_restraints     268
_refine_ls_R_factor_all          0.0947
_refine_ls_R_factor_gt           0.0582
_refine_ls_wR_factor_ref         0.1886
_refine_ls_wR_factor_gt          0.1634
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      0.999
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
La1 La 0.811878(10) 0.79352(2) 0.52861(3) 0.02358(13) Uani 1 1 d . . .
O1 O 0.86373(15) 0.6732(3) 0.4972(4) 0.0459(13) Uani 1 1 d D . .
O2 O 0.88440(17) 0.8072(3) 0.4583(5) 0.0578(17) Uani 1 1 d D . .
O3 O 1.23031(14) 0.3401(3) 0.4466(3) 0.0317(10) Uani 1 1 d . . .
O4 O 1.28446(14) 0.4208(3) 0.4172(4) 0.0415(12) Uani 1 1 d . . .
O5 O 1.20612(15) 0.7299(3) 0.1445(3) 0.0341(11) Uani 1 1 d . . .
O6 O 1.26574(14) 0.6548(4) 0.1585(4) 0.0434(13) Uani 1 1 d . . .
O7 O 0.8476(2) 0.9284(5) 0.6053(6) 0.074(2) Uani 1 1 d . . .
O8 O 0.8449(3) 0.7454(6) 0.7008(5) 0.084(2) Uani 1 1 d . . .
C1 C 0.92969(8) 0.6861(2) 0.4320(3) 0.0338(15) Uani 1 1 d G . .
C2 C 0.93408(7) 0.5952(2) 0.4310(3) 0.0345(15) Uani 1 1 d G . .
C3 C 0.97103(7) 0.55774(17) 0.4044(3) 0.0355(15) Uani 1 1 d G . .
C4 C 1.00360(6) 0.61115(14) 0.37893(16) 0.0314(14) Uani 1 1 d G . .
C5 C 0.99922(8) 0.70204(15) 0.3800(3) 0.0395(16) Uani 1 1 d G . .
C6 C 0.96227(9) 0.73951(18) 0.4065(3) 0.0435(17) Uani 1 1 d G . .
C7 C 1.04197(6) 0.57402(14) 0.35333(16) 0.0324(14) Uani 1 1 d G . .
C8 C 1.08243(7) 0.60948(18) 0.3453(3) 0.0334(15) Uani 1 1 d G . .
N1 N 1.10951(7) 0.5392(2) 0.3247(3) 0.0343(13) Uani 1 1 d G . .
N2 N 1.08578(8) 0.46033(18) 0.3199(3) 0.0384(14) Uani 1 1 d G . .
N3 N 1.04403(8) 0.48184(15) 0.3376(3) 0.0427(15) Uani 1 1 d G . .
C9 C 1.15005(8) 0.5387(3) 0.3144(3) 0.0297(13) Uani 1 1 d G . .
C10 C 1.17532(11) 0.4750(2) 0.3642(3) 0.0305(14) Uani 1 1 d G . .
C11 C 1.21804(11) 0.4742(2) 0.3543(3) 0.0289(13) Uani 1 1 d G . .
C12 C 1.23549(8) 0.5372(3) 0.2946(3) 0.0290(13) Uani 1 1 d G . .
C13 C 1.21022(11) 0.6009(2) 0.2448(3) 0.0272(13) Uani 1 1 d G . .
C14 C 1.16750(10) 0.6017(2) 0.2547(3) 0.0299(14) Uani 1 1 d G . .
C15 C 0.8905(2) 0.7254(5) 0.4645(5) 0.0337(15) Uani 1 1 d . . .
C16 C 1.2460(2) 0.4072(4) 0.4082(5) 0.0312(14) Uani 1 1 d . . .
C17 C 1.2291(2) 0.6672(4) 0.1772(5) 0.0304(14) Uani 1 1 d . . .
O9 O 0.1280(6) 0.2166(9) 0.8912(12) 0.094(6) Uani 0.50 1 d PU . .
N6 N 0.1895(6) 0.1498(9) 0.9285(14) 0.079(5) Uani 0.50 1 d PU . .
C24 C 0.1600(9) 0.1899(12) 0.8672(16) 0.076(5) Uani 0.50 1 d PU . .
C25 C 0.1816(8) 0.1346(14) 1.0320(16) 0.082(6) Uani 0.50 1 d PU . .
C26 C 0.2304(9) 0.1179(17) 0.891(2) 0.113(9) Uani 0.50 1 d PU . .
N4 N 0.8961(10) 0.9922(16) 0.7245(19) 0.159(7) Uani 0.50 1 d PDU A 1
C18 C 0.8802(12) 0.963(3) 0.627(3) 0.149(8) Uani 0.50 1 d PDU A 1
C19 C 0.8690(12) 0.999(3) 0.802(3) 0.178(10) Uani 0.50 1 d PDU A 1
C20 C 0.9331(11) 1.045(3) 0.735(3) 0.188(10) Uani 0.50 1 d PDU A 1
N4' N 0.8892(11) 1.0203(18) 0.699(2) 0.158(7) Uani 0.50 1 d PDU A 2
C18' C 0.8529(12) 0.972(3) 0.670(3) 0.153(8) Uani 0.50 1 d PU A 2
C19' C 0.8992(15) 1.048(3) 0.803(3) 0.187(10) Uani 0.50 1 d PDU A 2
C20' C 0.9216(12) 1.011(3) 0.636(3) 0.180(10) Uani 0.50 1 d PDU A 2
N5 N 0.8688(13) 0.672(2) 0.842(3) 0.161(9) Uani 0.50 1 d PDU A 3
C21 C 0.8644(13) 0.721(2) 0.7560(18) 0.150(9) Uani 0.50 1 d PDU A 3
C22 C 0.8489(19) 0.5984(18) 0.890(3) 0.189(12) Uani 0.50 1 d PDU A 3
C23 C 0.9118(14) 0.677(3) 0.893(2) 0.180(11) Uani 0.50 1 d PDU A 3
N5' N 0.8485(11) 0.6765(17) 0.854(3) 0.168(9) Uani 0.50 1 d PDU A 4
C21' C 0.8262(12) 0.702(2) 0.767(2) 0.165(10) Uani 0.50 1 d PDU A 4
C22' C 0.8375(16) 0.622(2) 0.919(2) 0.182(12) Uani 0.50 1 d PDU A 4
C23' C 0.8932(10) 0.706(3) 0.851(3) 0.170(11) Uani 0.50 1 d PDU A 4


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
La1 O3 2.482(4) 5_766 ?
La1 O6 2.491(5) 8_466 ?
La1 O5 2.497(4) 2_755 ?
La1 O7 2.517(6) . ?
La1 O8 2.524(7) . ?
La1 O1 2.534(5) . ?
La1 O4 2.538(5) 3_455 ?
La1 O2 2.593(5) . ?
La1 O3 2.831(4) 3_455 ?
La1 C15 2.927(6) . ?
La1 C16 3.060(6) 3_455 ?
La1 La1 4.1920(7) 7_666 ?
O1 C15 1.275(8) . ?
O2 C15 1.262(8) . ?
O3 C16 1.264(8) . ?
O3 La1 2.482(4) 5_766 ?
O3 La1 2.831(4) 3_545 ?
O4 C16 1.246(8) . ?
O4 La1 2.538(5) 3_545 ?
O5 C17 1.257(8) . ?
O5 La1 2.497(4) 2_755 ?
O6 C17 1.240(8) . ?
O6 La1 2.491(5) 8_565 ?
O7 C18' 1.08(3) . ?
O7 C18 1.19(3) . ?
O8 C21 0.99(2) . ?
O8 C21' 1.29(4) . ?
C1 C2 1.3900 . ?
C1 C6 1.3900 . ?
C1 C15 1.490(7) . ?
C2 C3 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?
C4 C7 1.4240 . ?
C5 C6 1.3900 . ?
C7 C8 1.4200 . ?
C7 N3 1.4200 . ?
C8 N1 1.4200 . ?
N1 C9 1.322(3) . ?
N1 N2 1.4200 . ?
N2 N3 1.4200 . ?
C9 C10 1.3900 . ?
C9 C14 1.3900 . ?
C10 C11 1.3900 . ?
C11 C12 1.3900 . ?
C11 C16 1.496(7) . ?
C12 C13 1.3900 . ?
C13 C14 1.3900 . ?
C13 C17 1.508(7) . ?
C16 La1 3.060(6) 3_545 ?
O9 C24 1.18(3) . ?
N6 C24 1.34(3) . ?
N6 C25 1.43(3) . ?
N6 C26 1.52(3) . ?
N4 C19 1.408(18) . ?
N4 C18 1.405(19) . ?
N4 C20 1.432(18) . ?
N4' C20' 1.404(19) . ?
N4' C18' 1.40(4) . ?
N4' C19' 1.433(19) . ?
N5 C21 1.35(4) . ?
N5 C22 1.461(19) . ?
N5 C23 1.48(6) . ?
N5' C22' 1.266(18) . ?
N5' C21' 1.35(3) . ?
N5' C23' 1.507(19) . ?

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 La1 O6 78.56(16) 5_766 8_466 ?
O3 La1 O5 73.68(16) 5_766 2_755 ?
O6 La1 O5 130.35(16) 8_466 2_755 ?
O3 La1 O7 148.1(2) 5_766 . ?
O6 La1 O7 75.20(19) 8_466 . ?
O5 La1 O7 137.9(2) 2_755 . ?
O3 La1 O8 80.4(2) 5_766 . ?
O6 La1 O8 72.6(2) 8_466 . ?
O5 La1 O8 138.8(2) 2_755 . ?
O7 La1 O8 74.7(3) . . ?
O3 La1 O1 78.73(16) 5_766 . ?
O6 La1 O1 141.37(18) 8_466 . ?
O5 La1 O1 70.81(17) 2_755 . ?
O7 La1 O1 111.9(2) . . ?
O8 La1 O1 73.1(2) . . ?
O3 La1 O4 122.45(14) 5_766 3_455 ?
O6 La1 O4 87.71(18) 8_466 3_455 ?
O5 La1 O4 74.24(16) 2_755 3_455 ?
O7 La1 O4 74.4(2) . 3_455 ?
O8 La1 O4 146.7(2) . 3_455 ?
O1 La1 O4 130.91(17) . 3_455 ?
O3 La1 O2 129.21(15) 5_766 . ?
O6 La1 O2 146.15(18) 8_466 . ?
O5 La1 O2 81.07(19) 2_755 . ?
O7 La1 O2 71.8(2) . . ?
O8 La1 O2 91.6(2) . . ?
O1 La1 O2 51.27(16) . . ?
O4 La1 O2 90.41(17) 3_455 . ?
O3 La1 O3 76.02(14) 5_766 3_455 ?
O6 La1 O3 66.14(15) 8_466 3_455 ?
O5 La1 O3 67.65(14) 2_755 3_455 ?
O7 La1 O3 108.69(19) . 3_455 ?
O8 La1 O3 135.5(2) . 3_455 ?
O1 La1 O3 135.86(17) . 3_455 ?
O4 La1 O3 47.79(13) 3_455 3_455 ?
O2 La1 O3 132.33(18) . 3_455 ?
O3 La1 C15 104.12(17) 5_766 . ?
O6 La1 C15 153.35(18) 8_466 . ?
O5 La1 C15 74.48(17) 2_755 . ?
O7 La1 C15 91.8(2) . . ?
O8 La1 C15 81.6(2) . . ?
O1 La1 C15 25.74(18) . . ?
O4 La1 C15 111.47(18) 3_455 . ?
O2 La1 C15 25.53(17) . . ?
O3 La1 C15 140.50(17) 3_455 . ?
O3 La1 C16 99.88(16) 5_766 3_455 ?
O6 La1 C16 75.63(18) 8_466 3_455 ?
O5 La1 C16 69.77(17) 2_755 3_455 ?
O7 La1 C16 90.9(2) . 3_455 ?
O8 La1 C16 147.5(2) . 3_455 ?
O1 La1 C16 139.17(18) . 3_455 ?
O4 La1 C16 23.43(16) 3_455 3_455 ?
O2 La1 C16 111.70(19) . 3_455 ?
O3 La1 C16 24.38(15) 3_455 3_455 ?
C15 La1 C16 128.63(19) . 3_455 ?
O3 La1 La1 40.95(10) 5_766 7_666 ?
O6 La1 La1 67.00(11) 8_466 7_666 ?
O5 La1 La1 64.97(11) 2_755 7_666 ?
O7 La1 La1 135.99(16) . 7_666 ?
O8 La1 La1 112.6(2) . 7_666 ?
O1 La1 La1 111.66(13) . 7_666 ?
O4 La1 La1 82.18(10) 3_455 7_666 ?
O2 La1 La1 146.00(15) . 7_666 ?
O3 La1 La1 35.06(9) 3_455 7_666 ?
C15 La1 La1 131.73(14) . 7_666 ?
C16 La1 La1 59.10(12) 3_455 7_666 ?
C15 O1 La1 94.6(4) . . ?
C15 O2 La1 92.2(4) . . ?
C16 O3 La1 163.1(4) . 5_766 ?
C16 O3 La1 88.0(4) . 3_545 ?
La1 O3 La1 103.99(14) 5_766 3_545 ?
C16 O4 La1 102.5(4) . 3_545 ?
C17 O5 La1 133.4(4) . 2_755 ?
C17 O6 La1 136.5(4) . 8_565 ?
C18' O7 C18 57(2) . . ?
C18' O7 La1 148(2) . . ?
C18 O7 La1 145.3(19) . . ?
C21 O8 C21' 67(3) . . ?
C21 O8 La1 163(2) . . ?
C21' O8 La1 125.2(16) . . ?
C2 C1 C6 120.0 . . ?
C2 C1 C15 119.4(3) . . ?
C6 C1 C15 120.6(3) . . ?
C1 C2 C3 120.0 . . ?
C4 C3 C2 120.0 . . ?
C3 C4 C5 120.0 . . ?
C3 C4 C7 120.8 . . ?
C5 C4 C7 119.2 . . ?
C4 C5 C6 120.0 . . ?
C5 C6 C1 120.0 . . ?
C8 C7 N3 108.0 . . ?
C8 C7 C4 133.2 . . ?
N3 C7 C4 118.6 . . ?
N1 C8 C7 108.0 . . ?
C9 N1 C8 130.6(3) . . ?
C9 N1 N2 121.4(3) . . ?
C8 N1 N2 108.0 . . ?
N3 N2 N1 108.0 . . ?
N2 N3 C7 108.0 . . ?
N1 C9 C10 119.6(3) . . ?
N1 C9 C14 120.4(3) . . ?
C10 C9 C14 120.0 . . ?
C11 C10 C9 120.0 . . ?
C10 C11 C12 120.0 . . ?
C10 C11 C16 121.1(3) . . ?
C12 C11 C16 118.9(3) . . ?
C11 C12 C13 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 C17 120.2(3) . . ?
C12 C13 C17 119.8(3) . . ?
C13 C14 C9 120.0 . . ?
O2 C15 O1 121.9(6) . . ?
O2 C15 C1 120.6(6) . . ?
O1 C15 C1 117.5(6) . . ?
O2 C15 La1 62.3(4) . . ?
O1 C15 La1 59.7(3) . . ?
C1 C15 La1 177.1(4) . . ?
O4 C16 O3 121.6(6) . . ?
O4 C16 C11 118.6(5) . . ?
O3 C16 C11 119.7(5) . . ?
O4 C16 La1 54.1(3) . 3_545 ?
O3 C16 La1 67.6(3) . 3_545 ?
C11 C16 La1 171.3(4) . 3_545 ?
O6 C17 O5 125.8(6) . . ?
O6 C17 C13 117.2(5) . . ?
O5 C17 C13 117.1(5) . . ?
C24 N6 C25 118(2) . . ?
C24 N6 C26 122(2) . . ?
C25 N6 C26 119(2) . . ?
O9 C24 N6 126(2) . . ?
C19 N4 C18 119(3) . . ?
C19 N4 C20 117(2) . . ?
C18 N4 C20 120(3) . . ?
O7 C18 N4 127(4) . . ?
C20' N4' C18' 115(3) . . ?
C20' N4' C19' 119(4) . . ?
C18' N4' C19' 121(4) . . ?
O7 C18' N4' 127(4) . . ?
C21 N5 C22 140(4) . . ?
C21 N5 C23 112(3) . . ?
C22 N5 C23 106(4) . . ?
O8 C21 N5 147(5) . . ?
C22' N5' C21' 127(2) . . ?
C22' N5' C23' 123(2) . . ?
C21' N5' C23' 108.7(17) . . ?
O8 C21' N5' 119(3) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        28.34
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.739
_refine_diff_density_min         -1.781
_refine_diff_density_rms         0.177
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_y
_audit_block_doi                 10.5517/cc1k8vf3
_database_code_depnum_ccdc_archive 'CCDC 1438475'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C6RA06303A 2016
_audit_update_record             
;
2015-11-24 deposited with the CCDC.
2016-06-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H0 N5 O8 Tb'
_chemical_formula_weight         633.20

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

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'
'-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                   31.6491(17)
_cell_length_b                   14.9143(9)
_cell_length_c                   13.2656(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.4660(10)
_cell_angle_gamma                90.00
_cell_volume                     6221.9(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2687
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      21.87

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2416
_exptl_absorpt_coefficient_mu    2.317
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.6296
_exptl_absorpt_correction_T_max  0.6805
_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            22674
_diffrn_reflns_av_R_equivalents  0.0624
_diffrn_reflns_av_sigmaI/netI    0.0769
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.51
_diffrn_reflns_theta_max         28.30
_reflns_number_total             7738
_reflns_number_gt                5247
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_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)+(0.1198P)²+51.0027P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   ?
_refine_ls_hydrogen_treatment    ?
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7738
_refine_ls_number_parameters     256
_refine_ls_number_restraints     214
_refine_ls_R_factor_all          0.0997
_refine_ls_R_factor_gt           0.0664
_refine_ls_wR_factor_ref         0.2234
_refine_ls_wR_factor_gt          0.1969
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.182
_refine_ls_shift/su_mean         0.015

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 0.189481(6) 0.205447(15) 0.469361(17) 0.02663(6) Uani 1 1 d D . .
O1 O 0.12167(14) 0.1883(3) 0.5448(4) 0.0627(14) Uani 1 1 d . . .
O2 O 0.13583(14) 0.3171(3) 0.4858(4) 0.0695(14) Uani 1 1 d . . .
O3 O -0.20445(11) 0.2761(2) 0.8712(3) 0.0410(10) Uani 1 1 d . . .
O4 O 0.1539(3) 0.0731(5) 0.3986(7) 0.1608(6) Uani 1 1 d DU . .
O5 O 0.1578(4) 0.2449(8) 0.3041(6) 0.1823(6) Uani 1 1 d DU . .
O6 O -0.26518(11) 0.3549(3) 0.8569(3) 0.0416(10) Uani 1 1 d . . .
O7 O -0.22948(11) 0.6672(2) 0.5602(3) 0.0384(9) Uani 1 1 d . . .
O8 O -0.28492(11) 0.5854(3) 0.5830(3) 0.0432(11) Uani 1 1 d . . .
C1 C -0.14989(4) 0.45872(9) 0.68881(9) 0.0355(12) Uani 1 1 d GU . .
C2 C -0.17525(4) 0.52474(9) 0.63894(11) 0.0344(12) Uani 1 1 d GU . .
C3 C -0.21824(4) 0.52940(10) 0.65123(12) 0.0319(12) Uani 1 1 d GU . .
C4 C -0.23586(4) 0.46803(11) 0.71339(12) 0.0356(13) Uani 1 1 d GU . .
C5 C -0.21049(4) 0.40201(11) 0.76326(11) 0.0345(12) Uani 1 1 d GU . .
C6 C -0.16751(4) 0.39735(10) 0.75097(10) 0.0404(14) Uani 1 1 d GU . .
C7 C -0.00261(4) 0.38153(12) 0.61882(13) 0.0459(15) Uani 1 1 d GU . .
C8 C 0.00246(4) 0.28895(12) 0.62054(15) 0.0551(19) Uani 1 1 d GU . .
C9 C 0.03979(5) 0.25103(14) 0.59405(17) 0.0555(19) Uani 1 1 d GU . .
C10 C 0.07204(4) 0.30570(15) 0.56584(17) 0.0432(15) Uani 1 1 d GU . .
C11 C 0.06695(4) 0.39828(15) 0.56413(16) 0.0507(17) Uani 1 1 d GU . .
C12 C 0.02964(4) 0.43619(13) 0.59061(14) 0.0522(18) Uani 1 1 d GU . .
N1 N -0.10534(4) 0.45642(9) 0.67705(9) 0.0416(12) Uani 1 1 d GU . .
N2 N -0.08259(4) 0.53331(9) 0.68134(11) 0.0599(16) Uani 1 1 d GU . .
N3 N -0.04451(4) 0.51186(10) 0.66253(12) 0.0615(17) Uani 1 1 d GU . .
C13 C -0.04206(4) 0.42264(10) 0.64489(11) 0.0459(16) Uani 1 1 d GU . .
C14 C -0.08156(4) 0.38390(9) 0.65767(10) 0.0446(15) Uani 1 1 d GU . .
C15 C -0.24561(4) 0.60020(12) 0.59490(14) 0.0335(12) Uani 1 1 d GU . .
C16 C -0.22801(4) 0.33958(13) 0.83716(14) 0.0351(12) Uani 1 1 d GU . .
C17 C 0.11212(5) 0.26660(17) 0.5309(2) 0.0469(16) Uani 1 1 d GU . .
N4 N 0.15329(9) -0.0601(2) 0.3128(3) 0.1672(4) Uani 1 1 d GDU . .
C18 C 0.17127(8) -0.0016(2) 0.3792(3) 0.1645(5) Uani 1 1 d GDU . .
C19 C 0.16569(10) -0.1603(2) 0.3373(4) 0.1684(6) Uani 1 1 d GDU . .
C20 C 0.12346(9) -0.0281(3) 0.2197(3) 0.1684(6) Uani 1 1 d GDU . .
N5 N 0.13633(8) 0.3366(3) 0.1346(2) 0.1870(4) Uani 1 1 d GDU . .
C21 C 0.14504(7) 0.2780(3) 0.2183(2) 0.1850(5) Uani 1 1 d GDU . .
C22 C 0.17065(8) 0.3735(3) 0.1025(2) 0.1879(6) Uani 1 1 d GDU . .
C23 C 0.09380(8) 0.3392(3) 0.10573(19) 0.1878(6) Uani 1 1 d GDU . .


_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 O7 2.340(4) 5_566 ?
Tb1 O6 2.362(4) 8 ?
Tb1 O3 2.363(4) 2_556 ?
Tb1 O5 2.379(8) . ?
Tb1 O2 2.406(5) . ?
Tb1 O4 2.410(7) . ?
Tb1 O8 2.421(4) 3_545 ?
Tb1 O1 2.481(5) . ?
Tb1 O7 2.767(4) 3_545 ?
Tb1 C17 2.8185(12) . ?
Tb1 C15 2.947(3) 3_545 ?
O1 C17 1.214(5) . ?
O2 C17 1.261(5) . ?
O3 C16 1.257(4) . ?
O3 Tb1 2.363(4) 2_556 ?
O4 C18 1.281(7) . ?
O5 C21 1.265(9) . ?
O6 C16 1.254(4) . ?
O6 Tb1 2.362(4) 8_456 ?
O7 C15 1.235(4) . ?
O7 Tb1 2.340(4) 5_566 ?
O7 Tb1 2.767(4) 3_455 ?
O8 C15 1.256(4) . ?
O8 Tb1 2.421(4) 3_455 ?
C1 C2 1.3900 . ?
C1 C6 1.3901 . ?
C1 N1 1.4361 . ?
C2 C3 1.3900 . ?
C3 C4 1.3900 . ?
C3 C15 1.5094 . ?
C4 C5 1.3900 . ?
C5 C6 1.3900 . ?
C5 C16 1.5027 . ?
C7 C8 1.3900 . ?
C7 C12 1.3900 . ?
C7 C13 1.4669 . ?
C8 C9 1.3900 . ?
C9 C10 1.3901 . ?
C10 C11 1.3899 . ?
C10 C17 1.5154 . ?
C11 C12 1.3897 . ?
N1 N2 1.3520 . ?
N1 C14 1.3586 . ?
N2 N3 1.2979 . ?
N3 C13 1.3548 . ?
C13 C14 1.4047 . ?
C15 Tb1 2.9473(13) 3_455 ?
N4 C18 1.3222 . ?
N4 C20 1.5426 . ?
N4 C19 1.5699 . ?
N5 C22 1.3297 . ?
N5 C23 1.3578 . ?
N5 C21 1.4152 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O7 Tb1 O6 79.92(13) 5_566 8 ?
O7 Tb1 O3 74.34(13) 5_566 2_556 ?
O6 Tb1 O3 131.35(12) 8 2_556 ?
O7 Tb1 O5 79.9(3) 5_566 . ?
O6 Tb1 O5 74.7(3) 8 . ?
O3 Tb1 O5 137.4(3) 2_556 . ?
O7 Tb1 O2 81.59(14) 5_566 . ?
O6 Tb1 O2 143.75(15) 8 . ?
O3 Tb1 O2 71.48(15) 2_556 . ?
O5 Tb1 O2 71.6(3) . . ?
O7 Tb1 O4 146.9(2) 5_566 . ?
O6 Tb1 O4 74.5(2) 8 . ?
O3 Tb1 O4 138.7(2) 2_556 . ?
O5 Tb1 O4 73.4(4) . . ?
O2 Tb1 O4 107.4(2) . . ?
O7 Tb1 O8 123.73(12) 5_566 3_545 ?
O6 Tb1 O8 85.81(13) 8 3_545 ?
O3 Tb1 O8 75.71(13) 2_556 3_545 ?
O5 Tb1 O8 146.4(3) . 3_545 ?
O2 Tb1 O8 130.22(15) . 3_545 ?
O4 Tb1 O8 75.3(2) . 3_545 ?
O7 Tb1 O1 131.28(14) 5_566 . ?
O6 Tb1 O1 146.13(14) 8 . ?
O3 Tb1 O1 77.30(14) 2_556 . ?
O5 Tb1 O1 95.9(3) . . ?
O2 Tb1 O1 51.92(15) . . ?
O4 Tb1 O1 71.7(3) . . ?
O8 Tb1 O1 85.23(14) 3_545 . ?
O7 Tb1 O7 75.39(13) 5_566 3_545 ?
O6 Tb1 O7 66.25(12) 8 3_545 ?
O3 Tb1 O7 67.64(12) 2_556 3_545 ?
O5 Tb1 O7 136.5(3) . 3_545 ?
O2 Tb1 O7 137.06(14) . 3_545 ?
O4 Tb1 O7 111.7(2) . 3_545 ?
O8 Tb1 O7 49.29(11) 3_545 3_545 ?
O1 Tb1 O7 127.19(14) . 3_545 ?
O7 Tb1 C17 106.85(10) 5_566 . ?
O6 Tb1 C17 156.32(10) 8 . ?
O3 Tb1 C17 71.91(10) 2_556 . ?
O5 Tb1 C17 84.1(3) . . ?
O2 Tb1 C17 26.46(13) . . ?
O4 Tb1 C17 89.7(2) . . ?
O8 Tb1 C17 107.44(11) 3_545 . ?
O1 Tb1 C17 25.49(12) . . ?
O7 Tb1 C17 137.17(10) 3_545 . ?
O7 Tb1 C15 99.85(11) 5_566 3_545 ?
O6 Tb1 C15 73.72(11) 8 3_545 ?
O3 Tb1 C15 71.03(11) 2_556 3_545 ?
O5 Tb1 C15 147.9(3) . 3_545 ?
O2 Tb1 C15 140.49(14) . 3_545 ?
O4 Tb1 C15 92.8(2) . 3_545 ?
O8 Tb1 C15 24.65(11) 3_545 3_545 ?
O1 Tb1 C15 107.26(13) . 3_545 ?
O7 Tb1 C15 24.70(10) 3_545 3_545 ?
C17 Tb1 C15 125.56(11) . 3_545 ?
C17 O1 Tb1 93.0(3) . . ?
C17 O2 Tb1 95.3(3) . . ?
C16 O3 Tb1 135.1(3) . 2_556 ?
C18 O4 Tb1 126.7(6) . . ?
C21 O5 Tb1 169.9(9) . . ?
C16 O6 Tb1 135.5(2) . 8_456 ?
C15 O7 Tb1 166.8(3) . 5_566 ?
C15 O7 Tb1 85.84(18) . 3_455 ?
Tb1 O7 Tb1 104.61(13) 5_566 3_455 ?
C15 O8 Tb1 101.8(2) . 3_455 ?
C2 C1 C6 120.0 . . ?
C2 C1 N1 119.1 . . ?
C6 C1 N1 120.9 . . ?
C1 C2 C3 120.0 . . ?
C4 C3 C2 120.0 . . ?
C4 C3 C15 120.5 . . ?
C2 C3 C15 119.4 . . ?
C3 C4 C5 120.0 . . ?
C6 C5 C4 120.0 . . ?
C6 C5 C16 118.9 . . ?
C4 C5 C16 120.9 . . ?
C5 C6 C1 120.0 . . ?
C8 C7 C12 120.0 . . ?
C8 C7 C13 120.7 . . ?
C12 C7 C13 119.2 . . ?
C9 C8 C7 120.0 . . ?
C8 C9 C10 120.0 . . ?
C11 C10 C9 120.0 . . ?
C11 C10 C17 118.5 . . ?
C9 C10 C17 121.5 . . ?
C12 C11 C10 120.0 . . ?
C11 C12 C7 120.0 . . ?
N2 N1 C14 112.3 . . ?
N2 N1 C1 120.0 . . ?
C14 N1 C1 127.7 . . ?
N3 N2 N1 106.5 . . ?
N2 N3 C13 110.3 . . ?
N3 C13 C14 108.3 . . ?
N3 C13 C7 121.2 . . ?
C14 C13 C7 130.5 . . ?
N1 C14 C13 102.4 . . ?
O7 C15 O8 122.7(3) . . ?
O7 C15 C3 120.84(17) . . ?
O8 C15 C3 116.37(19) . . ?
O7 C15 Tb1 69.46(17) . 3_455 ?
O8 C15 Tb1 53.50(18) . 3_455 ?
C3 C15 Tb1 167.69(6) . 3_455 ?
O3 C16 O6 126.5(3) . . ?
O3 C16 C5 116.95(18) . . ?
O6 C16 C5 116.52(19) . . ?
O1 C17 O2 119.7(3) . . ?
O1 C17 C10 121.7(2) . . ?
O2 C17 C10 118.6(2) . . ?
O1 C17 Tb1 61.5(2) . . ?
O2 C17 Tb1 58.2(2) . . ?
C10 C17 Tb1 175.99(7) . . ?
C18 N4 C20 120.5 . . ?
C18 N4 C19 114.3 . . ?
C20 N4 C19 125.2 . . ?
O4 C18 N4 123.0(4) . . ?
C22 N5 C23 135.9 . . ?
C22 N5 C21 114.4 . . ?
C23 N5 C21 109.8 . . ?
O5 C21 N5 164.1(6) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        28.30
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         3.327
_refine_diff_density_min         -1.540
_refine_diff_density_rms         0.246
