# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2010

####################################################################### 
# 
# 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_ip2-558
_audit_block_doi                 10.5517/cctq28v
_database_code_depnum_ccdc_archive 'CCDC 765987'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/c0cc00949k 2010
_audit_update_record             
;
2010-02-12 deposited with the CCDC.
2015-05-26 downloaded from the CCDC.
;
#TrackingRef '- IP2-558.CIF'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H33 N4 Nd O8, C3 H7 N O'
_chemical_formula_sum            'C39 H40 N5 Nd O9'
_chemical_formula_weight         867.00

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'
Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

_cell_length_a                   9.8275(6)
_cell_length_b                   10.7284(7)
_cell_length_c                   19.2871(12)
_cell_angle_alpha                91.021(5)
_cell_angle_beta                 102.172(5)
_cell_angle_gamma                95.652(5)
_cell_volume                     1976.6(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    18254
_cell_measurement_theta_min      1.905
_cell_measurement_theta_max      28.385
_exptl_crystal_description       prism
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.457
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             882
_exptl_absorpt_coefficient_mu    1.372
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.7709
_exptl_absorpt_correction_T_max  0.8750
_exptl_absorpt_process_details   'HABITUS (Herrendorf et al., 1997)'

_exptl_special_details           
;
?
;

_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_detector                 'image plate (34 cm diameter / schwenk)'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_voltage           50
_diffrn_source_current           40
_diffrn_source_power             2.00
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '0.5 mm diameter, multiple pinhole'
_diffrn_ambient_temperature      180(2)
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
; 158 frames, detector distance = 100 mm
;
_diffrn_standards_number         none
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11341
_diffrn_reflns_av_R_equivalents  0.0414
_diffrn_reflns_av_sigmaI/netI    0.0438
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.91
_diffrn_reflns_theta_max         25.00
_reflns_number_total             6505
_reflns_number_gt                5765
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-AREA'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  ?

_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)+(0.0363P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6505
_refine_ls_number_parameters     504
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0334
_refine_ls_R_factor_gt           0.0275
_refine_ls_wR_factor_ref         0.0629
_refine_ls_wR_factor_gt          0.0614
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.003
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Nd1 Nd 0.007016(17) 0.150344(15) 0.374283(8) 0.02389(6) Uani 1 1 d . . .
O1 O -0.1966(2) 0.02306(19) 0.40022(11) 0.0308(5) Uani 1 1 d . . .
N1 N -0.6945(4) 0.4446(4) -0.00714(19) 0.0672(11) Uani 1 1 d . . .
C1 C -0.4189(4) -0.0499(4) 0.4207(2) 0.0445(9) Uani 1 1 d . . .
H1A H -0.4254 -0.1386 0.4060 0.067 Uiso 1 1 calc R . .
H1B H -0.5127 -0.0216 0.4109 0.067 Uiso 1 1 calc R . .
H1C H -0.3781 -0.0392 0.4716 0.067 Uiso 1 1 calc R . .
O2 O -0.1904(2) 0.1616(2) 0.27944(10) 0.0307(5) Uani 1 1 d . . .
N2 N 0.1056(4) 0.7213(4) 0.00228(19) 0.0645(10) Uani 1 1 d . . .
C2 C -0.3276(3) 0.0265(3) 0.38001(15) 0.0294(7) Uani 1 1 d . . .
O3 O 0.2529(2) 0.2187(2) 0.42070(12) 0.0363(5) Uani 1 1 d . . .
N3 N 0.3219(5) 0.0601(4) -0.0697(2) 0.0733(12) Uani 1 1 d . . .
C3 C -0.3919(3) 0.0934(3) 0.32266(16) 0.0309(7) Uani 1 1 d . . .
H3 H -0.4900 0.0972 0.3155 0.037 Uiso 1 1 calc R . .
O4 O 0.0673(2) 0.3437(2) 0.32289(12) 0.0346(5) Uani 1 1 d . . .
N4 N -0.2044(3) 0.5012(3) 0.41744(15) 0.0403(7) Uani 1 1 d . . .
C4 C -0.3213(3) 0.1552(3) 0.27508(15) 0.0273(6) Uani 1 1 d . . .
O5 O 0.0947(2) -0.05299(19) 0.39570(11) 0.0318(5) Uani 1 1 d . . .
N5 N 0.7299(4) 0.7347(3) 0.20977(17) 0.0490(8) Uani 1 1 d . . .
C5 C -0.4035(3) 0.2175(3) 0.21299(15) 0.0280(6) Uani 1 1 d . . .
O6 O 0.0852(2) 0.0812(2) 0.27343(11) 0.0337(5) Uani 1 1 d . . .
C6 C -0.5337(3) 0.2575(3) 0.21349(16) 0.0323(7) Uani 1 1 d . . .
H6 H -0.5733 0.2445 0.2540 0.039 Uiso 1 1 calc R . .
O7 O -0.1229(2) 0.31155(19) 0.42056(11) 0.0334(5) Uani 1 1 d . . .
C7 C -0.6062(4) 0.3159(3) 0.15607(17) 0.0359(7) Uani 1 1 d . . .
H7 H -0.6949 0.3431 0.1570 0.043 Uiso 1 1 calc R . .
O8 O 0.5461(3) 0.7692(3) 0.25897(17) 0.0599(7) Uani 1 1 d . . .
C8 C -0.5480(4) 0.3344(3) 0.09674(18) 0.0368(7) Uani 1 1 d . . .
O9 O 0.0577(2) 0.1444(2) 0.50707(11) 0.0293(5) Uani 1 1 d . . .
C9 C -0.6275(4) 0.3952(4) 0.03788(19) 0.0460(9) Uani 1 1 d . . .
C10 C -0.4181(4) 0.2947(3) 0.09498(17) 0.0372(8) Uani 1 1 d . . .
H10 H -0.3791 0.3071 0.0542 0.045 Uiso 1 1 calc R . .
C11 C -0.3462(3) 0.2372(3) 0.15307(16) 0.0325(7) Uani 1 1 d . . .
H11 H -0.2571 0.2107 0.1523 0.039 Uiso 1 1 calc R . .
C12 C 0.4887(4) 0.3020(4) 0.4468(2) 0.0444(9) Uani 1 1 d . . .
H12A H 0.4970 0.3492 0.4917 0.067 Uiso 1 1 calc R . .
H12B H 0.5536 0.3429 0.4199 0.067 Uiso 1 1 calc R . .
H12C H 0.5116 0.2163 0.4565 0.067 Uiso 1 1 calc R . .
C13 C 0.3415(3) 0.2983(3) 0.40424(16) 0.0335(7) Uani 1 1 d . . .
C14 C 0.3129(3) 0.3834(3) 0.34935(17) 0.0341(7) Uani 1 1 d . . .
H14 H 0.3896 0.4346 0.3385 0.041 Uiso 1 1 calc R . .
C15 C 0.1794(4) 0.3970(3) 0.31004(16) 0.0317(7) Uani 1 1 d . . .
C16 C 0.1631(3) 0.4759(3) 0.24541(17) 0.0328(7) Uani 1 1 d . . .
C17 C 0.0433(4) 0.4479(3) 0.19205(19) 0.0397(8) Uani 1 1 d . . .
H17 H -0.0269 0.3847 0.1989 0.048 Uiso 1 1 calc R . .
C18 C 0.0252(4) 0.5106(3) 0.12972(19) 0.0446(9) Uani 1 1 d . . .
H18 H -0.0572 0.4910 0.0939 0.054 Uiso 1 1 calc R . .
C19 C 0.1281(4) 0.6025(3) 0.11932(18) 0.0405(8) Uani 1 1 d . . .
C20 C 0.1147(4) 0.6674(4) 0.0532(2) 0.0476(9) Uani 1 1 d . . .
C21 C 0.2490(4) 0.6315(3) 0.17231(18) 0.0400(8) Uani 1 1 d . . .
H21 H 0.3196 0.6941 0.1652 0.048 Uiso 1 1 calc R . .
C22 C 0.2652(4) 0.5687(3) 0.23499(17) 0.0355(7) Uani 1 1 d . . .
H22 H 0.3467 0.5891 0.2712 0.043 Uiso 1 1 calc R . .
C23 C 0.2123(4) -0.2359(4) 0.4040(2) 0.0474(9) Uani 1 1 d . . .
H23A H 0.2366 -0.2187 0.4555 0.071 Uiso 1 1 calc R . .
H23B H 0.2934 -0.2630 0.3882 0.071 Uiso 1 1 calc R . .
H23C H 0.1341 -0.3022 0.3925 0.071 Uiso 1 1 calc R . .
C24 C 0.1703(3) -0.1184(3) 0.36713(16) 0.0314(7) Uani 1 1 d . . .
C25 C 0.2123(3) -0.0926(3) 0.30389(16) 0.0325(7) Uani 1 1 d . . .
H25 H 0.2780 -0.1422 0.2904 0.039 Uiso 1 1 calc R . .
C26 C 0.1637(3) 0.0022(3) 0.25877(15) 0.0282(6) Uani 1 1 d . . .
C27 C 0.1985(3) 0.0102(3) 0.18702(16) 0.0282(6) Uani 1 1 d . . .
C28 C 0.1114(3) 0.0692(3) 0.13384(16) 0.0326(7) Uani 1 1 d . . .
H28 H 0.0307 0.1019 0.1435 0.039 Uiso 1 1 calc R . .
C29 C 0.1412(4) 0.0807(3) 0.06728(17) 0.0367(7) Uani 1 1 d . . .
H29 H 0.0811 0.1206 0.0312 0.044 Uiso 1 1 calc R . .
C30 C 0.2601(4) 0.0333(3) 0.05349(17) 0.0364(7) Uani 1 1 d . . .
C31 C 0.2944(4) 0.0476(4) -0.0153(2) 0.0492(10) Uani 1 1 d . . .
C32 C 0.3493(4) -0.0247(3) 0.10618(17) 0.0363(7) Uani 1 1 d . . .
H32 H 0.4313 -0.0552 0.0967 0.044 Uiso 1 1 calc R . .
C33 C 0.3174(3) -0.0373(3) 0.17208(16) 0.0318(7) Uani 1 1 d . . .
H33 H 0.3767 -0.0786 0.2078 0.038 Uiso 1 1 calc R . .
C34 C -0.1705(4) 0.4004(3) 0.38824(17) 0.0352(7) Uani 1 1 d . . .
H34 H -0.1839 0.3961 0.3380 0.042 Uiso 1 1 calc R . .
C35 C -0.2656(6) 0.6014(4) 0.3757(3) 0.0780(16) Uani 1 1 d . . .
H35A H -0.2027 0.6791 0.3869 0.117 Uiso 1 1 calc R . .
H35B H -0.3561 0.6136 0.3871 0.117 Uiso 1 1 calc R . .
H35C H -0.2792 0.5788 0.3251 0.117 Uiso 1 1 calc R . .
C36 C -0.1813(5) 0.5192(4) 0.4938(2) 0.0488(9) Uani 1 1 d . . .
H36A H -0.2712 0.5077 0.5084 0.073 Uiso 1 1 calc R . .
H36B H -0.1363 0.6041 0.5079 0.073 Uiso 1 1 calc R . .
H36C H -0.1206 0.4578 0.5167 0.073 Uiso 1 1 calc R . .
C37 C 0.6600(4) 0.8019(4) 0.2447(2) 0.0505(10) Uani 1 1 d . . .
C38 C 0.6690(7) 0.6111(5) 0.1799(3) 0.0930(19) Uani 1 1 d . . .
H38A H 0.5821 0.5880 0.1960 0.140 Uiso 1 1 calc R . .
H38B H 0.7352 0.5495 0.1955 0.140 Uiso 1 1 calc R . .
H38C H 0.6487 0.6127 0.1279 0.140 Uiso 1 1 calc R . .
C39 C 0.8646(5) 0.7809(5) 0.1961(3) 0.0739(14) Uani 1 1 d . . .
H39A H 0.8887 0.8681 0.2140 0.111 Uiso 1 1 calc R . .
H39B H 0.8604 0.7765 0.1449 0.111 Uiso 1 1 calc R . .
H39C H 0.9359 0.7294 0.2202 0.111 Uiso 1 1 calc R . .
HH1 H 0.118(6) 0.112(5) 0.532(3) 0.089 Uiso 1 1 d . . .
HH2 H 0.007(6) 0.137(5) 0.529(3) 0.089 Uiso 1 1 d . . .
H5 H 0.709(5) 0.888(4) 0.259(2) 0.062(13) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Nd1 O6 2.370(2) . ?
Nd1 O2 2.384(2) . ?
Nd1 O4 2.391(2) . ?
Nd1 O3 2.428(2) . ?
Nd1 O5 2.4339(19) . ?
Nd1 O1 2.455(2) . ?
Nd1 O7 2.505(2) . ?
Nd1 O9 2.507(2) . ?
O1 C2 1.269(4) . ?
N1 C9 1.146(4) . ?
C1 C2 1.506(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
O2 C4 1.267(4) . ?
N2 C20 1.141(5) . ?
C2 C3 1.400(4) . ?
O3 C13 1.252(4) . ?
N3 C31 1.143(5) . ?
C3 C4 1.401(4) . ?
C3 H3 0.9500 . ?
O4 C15 1.264(4) . ?
N4 C34 1.314(4) . ?
N4 C36 1.447(5) . ?
N4 C35 1.455(4) . ?
C4 C5 1.503(4) . ?
O5 C24 1.269(4) . ?
N5 C37 1.313(5) . ?
N5 C39 1.445(6) . ?
N5 C38 1.455(6) . ?
C5 C6 1.391(4) . ?
C5 C11 1.399(4) . ?
O6 C26 1.267(3) . ?
C6 C7 1.381(4) . ?
C6 H6 0.9500 . ?
O7 C34 1.226(4) . ?
C7 C8 1.392(5) . ?
C7 H7 0.9500 . ?
O8 C37 1.227(5) . ?
C8 C10 1.392(5) . ?
C8 C9 1.441(4) . ?
O9 HH1 0.80(6) . ?
O9 HH2 0.72(6) . ?
C10 C11 1.383(4) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 C13 1.501(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.411(4) . ?
C14 C15 1.393(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.508(4) . ?
C16 C22 1.391(5) . ?
C16 C17 1.394(5) . ?
C17 C18 1.375(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.390(5) . ?
C18 H18 0.9500 . ?
C19 C21 1.399(5) . ?
C19 C20 1.451(5) . ?
C21 C22 1.382(4) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C24 1.508(4) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C25 1.392(4) . ?
C25 C26 1.404(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.496(4) . ?
C27 C28 1.395(4) . ?
C27 C33 1.400(4) . ?
C28 C29 1.380(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.393(5) . ?
C29 H29 0.9500 . ?
C30 C32 1.393(5) . ?
C30 C31 1.443(4) . ?
C32 C33 1.377(4) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H5 1.00(5) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O6 Nd1 O2 76.61(7) . . ?
O6 Nd1 O4 77.86(7) . . ?
O2 Nd1 O4 77.87(8) . . ?
O6 Nd1 O3 84.26(8) . . ?
O2 Nd1 O3 146.14(7) . . ?
O4 Nd1 O3 70.88(7) . . ?
O6 Nd1 O5 70.54(7) . . ?
O2 Nd1 O5 117.61(8) . . ?
O4 Nd1 O5 139.12(7) . . ?
O3 Nd1 O5 80.60(7) . . ?
O6 Nd1 O1 115.25(8) . . ?
O2 Nd1 O1 70.52(7) . . ?
O4 Nd1 O1 140.80(7) . . ?
O3 Nd1 O1 143.34(6) . . ?
O5 Nd1 O1 77.82(7) . . ?
O6 Nd1 O7 144.29(6) . . ?
O2 Nd1 O7 77.18(7) . . ?
O4 Nd1 O7 73.24(7) . . ?
O3 Nd1 O7 105.15(8) . . ?
O5 Nd1 O7 144.33(7) . . ?
O1 Nd1 O7 77.56(7) . . ?
O6 Nd1 O9 142.13(7) . . ?
O2 Nd1 O9 138.05(7) . . ?
O4 Nd1 O9 117.69(8) . . ?
O3 Nd1 O9 70.85(7) . . ?
O5 Nd1 O9 77.41(7) . . ?
O1 Nd1 O9 75.73(7) . . ?
O7 Nd1 O9 71.77(7) . . ?
C2 O1 Nd1 133.06(18) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4 O2 Nd1 134.37(18) . . ?
O1 C2 C3 125.0(3) . . ?
O1 C2 C1 116.5(3) . . ?
C3 C2 C1 118.6(3) . . ?
C13 O3 Nd1 135.49(19) . . ?
C2 C3 C4 124.4(3) . . ?
C2 C3 H3 117.8 . . ?
C4 C3 H3 117.8 . . ?
C15 O4 Nd1 134.15(18) . . ?
C34 N4 C36 121.3(3) . . ?
C34 N4 C35 122.5(3) . . ?
C36 N4 C35 116.1(3) . . ?
O2 C4 C3 124.7(3) . . ?
O2 C4 C5 116.0(3) . . ?
C3 C4 C5 119.4(3) . . ?
C24 O5 Nd1 134.96(18) . . ?
C37 N5 C39 122.5(4) . . ?
C37 N5 C38 120.0(4) . . ?
C39 N5 C38 117.4(4) . . ?
C6 C5 C11 119.0(3) . . ?
C6 C5 C4 122.2(3) . . ?
C11 C5 C4 118.8(3) . . ?
C26 O6 Nd1 137.71(18) . . ?
C7 C6 C5 121.1(3) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C34 O7 Nd1 126.2(2) . . ?
C6 C7 C8 119.3(3) . . ?
C6 C7 H7 120.4 . . ?
C8 C7 H7 120.4 . . ?
C7 C8 C10 120.6(3) . . ?
C7 C8 C9 117.5(3) . . ?
C10 C8 C9 121.9(3) . . ?
Nd1 O9 HH1 128(4) . . ?
Nd1 O9 HH2 126(5) . . ?
HH1 O9 HH2 98(5) . . ?
N1 C9 C8 177.1(4) . . ?
C11 C10 C8 119.4(3) . . ?
C11 C10 H10 120.3 . . ?
C8 C10 H10 120.3 . . ?
C10 C11 C5 120.6(3) . . ?
C10 C11 H11 119.7 . . ?
C5 C11 H11 119.7 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C13 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O3 C13 C14 125.0(3) . . ?
O3 C13 C12 116.6(3) . . ?
C14 C13 C12 118.4(3) . . ?
C15 C14 C13 124.2(3) . . ?
C15 C14 H14 117.9 . . ?
C13 C14 H14 117.9 . . ?
O4 C15 C14 124.6(3) . . ?
O4 C15 C16 115.9(3) . . ?
C14 C15 C16 119.5(3) . . ?
C22 C16 C17 119.1(3) . . ?
C22 C16 C15 123.2(3) . . ?
C17 C16 C15 117.6(3) . . ?
C18 C17 C16 121.0(3) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C17 C18 C19 119.7(3) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
C18 C19 C21 120.0(3) . . ?
C18 C19 C20 121.2(3) . . ?
C21 C19 C20 118.8(3) . . ?
N2 C20 C19 178.1(5) . . ?
C22 C21 C19 119.7(3) . . ?
C22 C21 H21 120.2 . . ?
C19 C21 H21 120.2 . . ?
C21 C22 C16 120.5(3) . . ?
C21 C22 H22 119.7 . . ?
C16 C22 H22 119.7 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C24 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O5 C24 C25 125.2(3) . . ?
O5 C24 C23 116.5(3) . . ?
C25 C24 C23 118.3(3) . . ?
C24 C25 C26 124.2(3) . . ?
C24 C25 H25 117.9 . . ?
C26 C25 H25 117.9 . . ?
O6 C26 C25 124.1(3) . . ?
O6 C26 C27 116.0(2) . . ?
C25 C26 C27 119.9(3) . . ?
C28 C27 C33 119.1(3) . . ?
C28 C27 C26 118.9(3) . . ?
C33 C27 C26 122.1(3) . . ?
C29 C28 C27 120.7(3) . . ?
C29 C28 H28 119.6 . . ?
C27 C28 H28 119.6 . . ?
C28 C29 C30 119.4(3) . . ?
C28 C29 H29 120.3 . . ?
C30 C29 H29 120.3 . . ?
C29 C30 C32 120.7(3) . . ?
C29 C30 C31 119.9(3) . . ?
C32 C30 C31 119.4(3) . . ?
N3 C31 C30 179.4(5) . . ?
C33 C32 C30 119.4(3) . . ?
C33 C32 H32 120.3 . . ?
C30 C32 H32 120.3 . . ?
C32 C33 C27 120.7(3) . . ?
C32 C33 H33 119.7 . . ?
C27 C33 H33 119.7 . . ?
O7 C34 N4 125.3(3) . . ?
O7 C34 H34 117.3 . . ?
N4 C34 H34 117.3 . . ?
N4 C35 H35A 109.5 . . ?
N4 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
N4 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N4 C36 H36A 109.5 . . ?
N4 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
N4 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
O8 C37 N5 126.5(4) . . ?
O8 C37 H5 121(3) . . ?
N5 C37 H5 113(3) . . ?
N5 C38 H38A 109.5 . . ?
N5 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
N5 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
N5 C39 H39A 109.5 . . ?
N5 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
N5 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O9 HH2 O5 0.72(6) 2.10(6) 2.771(3) 156(6) 2_556
O9 HH1 O1 0.80(6) 2.06(6) 2.803(3) 155(6) 2_556

_diffrn_measured_fraction_theta_max 0.934
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.934
_refine_diff_density_max         0.943
_refine_diff_density_min         -0.765
_refine_diff_density_rms         0.073
####################################################################### 
# 
# 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_wg4
_audit_block_doi                 10.5517/cctr9f8
_database_code_depnum_ccdc_archive 'CCDC 767170'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/c0cc00949k 2010
_audit_update_record             
;
2010-02-22 deposited with the CCDC.
2015-05-26 downloaded from the CCDC.
;
#TrackingRef 'wg4.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H33 N4 O8 Tb, C3 H7 N O'
_chemical_formula_sum            'C39 H40 N5 O9 Tb'
_chemical_formula_weight         881.68

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   9.774(2)
_cell_length_b                   10.682(2)
_cell_length_c                   19.281(4)
_cell_angle_alpha                91.16(3)
_cell_angle_beta                 101.99(3)
_cell_angle_gamma                95.68(3)
_cell_volume                     1957.7(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    19623
_cell_measurement_theta_min      2.16
_cell_measurement_theta_max      23.85

_exptl_crystal_description       prismatic
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.496
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             892
_exptl_absorpt_coefficient_mu    1.866
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9461
_exptl_absorpt_correction_T_max  0.9636
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
X-ray data for 2 was collected on the 
MX2 beamline at the Australian synchrotron.
The shortest achievable wavelength is 0.77 and 
even at the closest possible detector distance a
resolution of just ~0.9 was possible. 
The instrument is also restricted to one 360 degree phi scan.
The protons on the coordinated water molecule were restrained to 0.9A.
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.77487
_diffrn_radiation_type           synchrotron
_diffrn_radiation_source         'Australian synchrotron MX2'
_diffrn_radiation_monochromator  silicon
_diffrn_measurement_device_type  'ADSC Quantum 210r'
_diffrn_measurement_method       'phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19623
_diffrn_reflns_av_R_equivalents  0.0705
_diffrn_reflns_av_sigmaI/netI    0.0626
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.16
_diffrn_reflns_theta_max         23.85
_reflns_number_total             5250
_reflns_number_gt                5226
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Blu-Ice (McPhillips et al, 2002)'
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    X-SEED
_computing_publication_material  'XCIF V6.12 (BrukerAXS, 2001).'

_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)+(0.0507P)²+3.9763P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5250
_refine_ls_number_parameters     499
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0371
_refine_ls_wR_factor_ref         0.0967
_refine_ls_wR_factor_gt          0.0966
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.003
_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 0.993057(16) 0.849390(15) 0.625133(8) 0.00690(12) Uani 1 1 d . . .
O1 O 0.7519(3) 0.7856(3) 0.57874(15) 0.0150(6) Uani 1 1 d . . .
O2 O 0.9352(3) 0.6589(3) 0.67548(16) 0.0155(6) Uani 1 1 d . . .
O3 O 1.1902(3) 0.9752(3) 0.59883(14) 0.0141(6) Uani 1 1 d . . .
O4 O 1.1842(3) 0.8369(3) 0.71955(14) 0.0140(6) Uani 1 1 d . . .
O5 O 0.9067(3) 1.0484(3) 0.60238(14) 0.0140(6) Uani 1 1 d . . .
O6 O 0.9143(3) 0.9136(3) 0.72415(14) 0.0146(6) Uani 1 1 d . . .
O7 O 1.1200(3) 0.6921(3) 0.57899(14) 0.0139(6) Uani 1 1 d . . .
O8 O 0.4514(3) 0.2284(3) 0.73898(19) 0.0318(8) Uani 1 1 d . . .
O9 O 0.9441(3) 0.8538(3) 0.49551(14) 0.0114(6) Uani 1 1 d D . .
N1 N 0.8899(5) 0.2788(4) 0.9970(2) 0.0347(11) Uani 1 1 d . . .
N2 N 1.6925(5) 0.5578(5) 1.0081(2) 0.0411(12) Uani 1 1 d . . .
N3 N 0.6811(6) 0.9402(5) 1.0708(2) 0.0455(13) Uani 1 1 d . . .
N4 N 1.2042(4) 0.5015(4) 0.5815(2) 0.0181(8) Uani 1 1 d . . .
N5 N 0.2672(4) 0.2657(4) 0.7890(2) 0.0260(9) Uani 1 1 d . . .
C1 C 0.5129(4) 0.7019(5) 0.5512(2) 0.0218(10) Uani 1 1 d . . .
H1A H 0.4906 0.7879 0.5409 0.033 Uiso 1 1 calc R . .
H1B H 0.4468 0.6618 0.5780 0.033 Uiso 1 1 calc R . .
H1C H 0.5052 0.6535 0.5066 0.033 Uiso 1 1 calc R . .
C2 C 0.6620(4) 0.7057(4) 0.5948(2) 0.0129(9) Uani 1 1 d . . .
C3 C 0.6872(4) 0.6193(4) 0.6494(2) 0.0151(9) Uani 1 1 d . . .
H3 H 0.6092 0.5685 0.6598 0.018 Uiso 1 1 calc R . .
C4 C 0.8211(4) 0.6052(4) 0.6886(2) 0.0128(9) Uani 1 1 d . . .
C5 C 0.8379(4) 0.5252(4) 0.7527(2) 0.0131(9) Uani 1 1 d . . .
C6 C 0.7345(5) 0.4302(4) 0.7629(2) 0.0164(9) Uani 1 1 d . . .
H6 H 0.6533 0.4091 0.7263 0.020 Uiso 1 1 calc R . .
C7 C 0.7500(5) 0.3668(4) 0.8258(2) 0.0187(9) Uani 1 1 d . . .
H7 H 0.6798 0.3028 0.8325 0.022 Uiso 1 1 calc R . .
C8 C 0.8695(5) 0.3983(4) 0.8792(2) 0.0193(10) Uani 1 1 d . . .
C9 C 0.8824(5) 0.3326(5) 0.9452(3) 0.0253(11) Uani 1 1 d . . .
C10 C 0.9731(5) 0.4898(4) 0.8698(2) 0.0214(10) Uani 1 1 d . . .
H10 H 1.0548 0.5090 0.9063 0.026 Uiso 1 1 calc R . .
C11 C 0.9587(5) 0.5539(4) 0.8074(2) 0.0207(10) Uani 1 1 d . . .
H11 H 1.0301 0.6173 0.8014 0.025 Uiso 1 1 calc R . .
C12 C 1.4144(4) 1.0491(5) 0.5780(2) 0.0209(10) Uani 1 1 d . . .
H12A H 1.3735 1.0381 0.5271 0.031 Uiso 1 1 calc R . .
H12B H 1.5090 1.0216 0.5877 0.031 Uiso 1 1 calc R . .
H12C H 1.4200 1.1382 0.5927 0.031 Uiso 1 1 calc R . .
C13 C 1.3227(4) 0.9712(4) 0.6190(2) 0.0121(9) Uani 1 1 d . . .
C14 C 1.3885(4) 0.9045(4) 0.6763(2) 0.0134(8) Uani 1 1 d . . .
H14 H 1.4870 0.9002 0.6830 0.016 Uiso 1 1 calc R . .
C15 C 1.3161(4) 0.8434(4) 0.7243(2) 0.0102(8) Uani 1 1 d . . .
C16 C 1.3988(4) 0.7818(4) 0.7867(2) 0.0109(8) Uani 1 1 d . . .
C17 C 1.3413(5) 0.7638(4) 0.8472(2) 0.0145(9) Uani 1 1 d . . .
H17 H 1.2521 0.7912 0.8482 0.017 Uiso 1 1 calc R . .
C18 C 1.4139(5) 0.7064(4) 0.9056(2) 0.0172(9) Uani 1 1 d . . .
H18 H 1.3751 0.6947 0.9465 0.021 Uiso 1 1 calc R . .
C19 C 1.5452(4) 0.6657(4) 0.9034(2) 0.0165(9) Uani 1 1 d . . .
C20 C 1.6252(5) 0.6062(5) 0.9633(2) 0.0242(11) Uani 1 1 d . . .
C21 C 1.6024(4) 0.6825(4) 0.8437(2) 0.0141(9) Uani 1 1 d . . .
H21 H 1.6913 0.6547 0.8426 0.017 Uiso 1 1 calc R . .
C22 C 1.5289(4) 0.7403(4) 0.7855(2) 0.0135(9) Uani 1 1 d . . .
H22 H 1.5679 0.7515 0.7446 0.016 Uiso 1 1 calc R . .
C23 C 0.7875(5) 1.2321(5) 0.5942(2) 0.0234(10) Uani 1 1 d . . .
H23A H 0.8661 1.2986 0.6064 0.035 Uiso 1 1 calc R . .
H23B H 0.7054 1.2592 0.6097 0.035 Uiso 1 1 calc R . .
H23C H 0.7643 1.2156 0.5427 0.035 Uiso 1 1 calc R . .
C24 C 0.8285(5) 1.1132(4) 0.6307(2) 0.0147(9) Uani 1 1 d . . .
C25 C 0.7850(4) 1.0873(4) 0.6937(2) 0.0150(9) Uani 1 1 d . . .
H25 H 0.7176 1.1361 0.7069 0.018 Uiso 1 1 calc R . .
C26 C 0.8357(4) 0.9921(4) 0.7392(2) 0.0108(8) Uani 1 1 d . . .
C27 C 0.8009(4) 0.9856(4) 0.8112(2) 0.0111(8) Uani 1 1 d . . .
C28 C 0.8894(4) 0.9257(4) 0.8645(2) 0.0156(9) Uani 1 1 d . . .
H28 H 0.9692 0.8912 0.8542 0.019 Uiso 1 1 calc R . .
C29 C 0.8618(5) 0.9166(4) 0.9317(2) 0.0181(9) Uani 1 1 d . . .
H29 H 0.9240 0.8786 0.9678 0.022 Uiso 1 1 calc R . .
C30 C 0.7412(5) 0.9637(4) 0.9462(2) 0.0180(9) Uani 1 1 d . . .
C31 C 0.7086(5) 0.9512(5) 1.0155(3) 0.0284(11) Uani 1 1 d . . .
C32 C 0.6508(4) 1.0224(4) 0.8935(2) 0.0159(9) Uani 1 1 d . . .
H32 H 0.5694 1.0544 0.9036 0.019 Uiso 1 1 calc R . .
C33 C 0.6813(4) 1.0335(4) 0.8266(2) 0.0127(8) Uani 1 1 d . . .
H33 H 0.6207 1.0737 0.7909 0.015 Uiso 1 1 calc R . .
C34 C 1.1693(5) 0.6021(4) 0.6119(2) 0.0166(10) Uani 1 1 d . . .
H34 H 1.1828 0.6060 0.6621 0.020 Uiso 1 1 calc R . .
C35 C 1.1816(5) 0.4849(4) 0.5047(2) 0.0222(10) Uani 1 1 d . . .
H35A H 1.1263 0.5505 0.4822 0.033 Uiso 1 1 calc R . .
H35B H 1.1307 0.4019 0.4896 0.033 Uiso 1 1 calc R . .
H35C H 1.2726 0.4912 0.4905 0.033 Uiso 1 1 calc R . .
C36 C 1.2668(7) 0.4011(5) 0.6230(3) 0.0418(15) Uani 1 1 d . . .
H36A H 1.2743 0.4208 0.6736 0.063 Uiso 1 1 calc R . .
H36B H 1.3607 0.3936 0.6139 0.063 Uiso 1 1 calc R . .
H36C H 1.2075 0.3213 0.6094 0.063 Uiso 1 1 calc R . .
C37 C 0.3362(5) 0.1964(5) 0.7533(3) 0.0262(11) Uani 1 1 d . . .
H37 H 0.2930 0.1145 0.7372 0.031 Uiso 1 1 calc R . .
C38 C 0.3281(8) 0.3909(7) 0.8189(4) 0.058(2) Uani 1 1 d . . .
H38A H 0.2628 0.4272 0.8439 0.087 Uiso 1 1 calc R . .
H38B H 0.3448 0.4454 0.7805 0.087 Uiso 1 1 calc R . .
H38C H 0.4174 0.3840 0.8521 0.087 Uiso 1 1 calc R . .
C39 C 0.1298(6) 0.2194(6) 0.8029(4) 0.0447(15) Uani 1 1 d . . .
H39A H 0.1058 0.1313 0.7857 0.067 Uiso 1 1 calc R . .
H39B H 0.0583 0.2704 0.7781 0.067 Uiso 1 1 calc R . .
H39C H 0.1334 0.2254 0.8540 0.067 Uiso 1 1 calc R . .
H9A H 0.881(4) 0.902(5) 0.472(3) 0.054 Uiso 1 1 d D . .
H9B H 1.019(4) 0.872(6) 0.476(3) 0.054 Uiso 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Tb1 O6 2.317(3) . ?
Tb1 O4 2.339(3) . ?
Tb1 O2 2.342(3) . ?
Tb1 O1 2.367(3) . ?
Tb1 O5 2.379(3) . ?
Tb1 O3 2.387(3) . ?
Tb1 O7 2.442(3) . ?
Tb1 O9 2.447(3) . ?
O1 C2 1.253(5) . ?
O2 C4 1.278(5) . ?
O3 C13 1.277(5) . ?
O4 C15 1.268(5) . ?
O5 C24 1.275(5) . ?
O6 C26 1.260(5) . ?
O7 C34 1.244(6) . ?
O8 C37 1.232(6) . ?
O9 H9A 0.90(5) . ?
O9 H9B 0.90(5) . ?
N1 C9 1.155(7) . ?
N2 C20 1.139(7) . ?
N3 C31 1.157(7) . ?
N4 C34 1.321(6) . ?
N4 C36 1.458(6) . ?
N4 C35 1.456(6) . ?
N5 C37 1.322(7) . ?
N5 C39 1.463(7) . ?
N5 C38 1.465(7) . ?
C1 C2 1.519(6) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.413(6) . ?
C3 C4 1.392(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.507(6) . ?
C5 C6 1.406(6) . ?
C5 C11 1.414(6) . ?
C6 C7 1.390(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.395(7) . ?
C7 H7 0.9500 . ?
C8 C10 1.379(7) . ?
C8 C9 1.455(7) . ?
C10 C11 1.385(7) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 C13 1.515(6) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.403(6) . ?
C14 C15 1.410(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.505(6) . ?
C16 C22 1.392(6) . ?
C16 C17 1.405(6) . ?
C17 C18 1.389(6) . ?
C17 H17 0.9500 . ?
C18 C19 1.403(6) . ?
C18 H18 0.9500 . ?
C19 C21 1.386(6) . ?
C19 C20 1.450(6) . ?
C21 C22 1.392(6) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C24 1.514(6) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C25 1.392(6) . ?
C25 C26 1.415(6) . ?
C25 H25 0.9500 . ?
C26 C27 1.498(6) . ?
C27 C33 1.404(6) . ?
C27 C28 1.408(6) . ?
C28 C29 1.379(6) . ?
C28 H28 0.9500 . ?
C29 C30 1.404(7) . ?
C29 H29 0.9500 . ?
C30 C32 1.403(6) . ?
C30 C31 1.444(7) . ?
C32 C33 1.388(6) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37 0.9500 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O6 Tb1 O4 75.71(10) . . ?
O6 Tb1 O2 76.99(11) . . ?
O4 Tb1 O2 76.64(11) . . ?
O6 Tb1 O1 83.94(10) . . ?
O4 Tb1 O1 145.93(10) . . ?
O2 Tb1 O1 72.29(10) . . ?
O6 Tb1 O5 72.28(10) . . ?
O4 Tb1 O5 118.49(10) . . ?
O2 Tb1 O5 139.95(10) . . ?
O1 Tb1 O5 79.43(10) . . ?
O6 Tb1 O3 116.28(10) . . ?
O4 Tb1 O3 72.36(10) . . ?
O2 Tb1 O3 141.09(10) . . ?
O1 Tb1 O3 141.70(9) . . ?
O5 Tb1 O3 76.98(10) . . ?
O6 Tb1 O7 143.95(9) . . ?
O4 Tb1 O7 78.02(10) . . ?
O2 Tb1 O7 73.23(10) . . ?
O1 Tb1 O7 105.45(10) . . ?
O5 Tb1 O7 143.13(9) . . ?
O3 Tb1 O7 77.79(10) . . ?
O6 Tb1 O9 142.70(9) . . ?
O4 Tb1 O9 139.05(10) . . ?
O2 Tb1 O9 117.50(11) . . ?
O1 Tb1 O9 70.19(10) . . ?
O5 Tb1 O9 76.79(10) . . ?
O3 Tb1 O9 75.30(10) . . ?
O7 Tb1 O9 71.09(9) . . ?
C2 O1 Tb1 134.9(3) . . ?
C4 O2 Tb1 133.6(3) . . ?
C13 O3 Tb1 132.1(3) . . ?
C15 O4 Tb1 133.6(2) . . ?
C24 O5 Tb1 133.9(3) . . ?
C26 O6 Tb1 137.4(3) . . ?
C34 O7 Tb1 125.8(3) . . ?
Tb1 O9 H9A 121(4) . . ?
Tb1 O9 H9B 116(4) . . ?
H9A O9 H9B 103(5) . . ?
C34 N4 C36 121.9(4) . . ?
C34 N4 C35 121.6(4) . . ?
C36 N4 C35 116.5(4) . . ?
C37 N5 C39 121.9(5) . . ?
C37 N5 C38 121.1(5) . . ?
C39 N5 C38 117.0(5) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C3 125.8(4) . . ?
O1 C2 C1 116.6(4) . . ?
C3 C2 C1 117.5(4) . . ?
C4 C3 C2 123.1(4) . . ?
C4 C3 H3 118.5 . . ?
C2 C3 H3 118.5 . . ?
O2 C4 C3 124.5(4) . . ?
O2 C4 C5 115.6(4) . . ?
C3 C4 C5 119.9(4) . . ?
C6 C5 C11 118.7(4) . . ?
C6 C5 C4 123.0(4) . . ?
C11 C5 C4 118.1(4) . . ?
C7 C6 C5 120.6(4) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C8 C7 C6 119.4(4) . . ?
C8 C7 H7 120.3 . . ?
C6 C7 H7 120.3 . . ?
C10 C8 C7 120.8(4) . . ?
C10 C8 C9 120.7(4) . . ?
C7 C8 C9 118.5(4) . . ?
N1 C9 C8 178.5(6) . . ?
C8 C10 C11 120.3(4) . . ?
C8 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C10 C11 C5 120.1(4) . . ?
C10 C11 H11 119.9 . . ?
C5 C11 H11 119.9 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C13 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O3 C13 C14 125.6(4) . . ?
O3 C13 C12 116.0(4) . . ?
C14 C13 C12 118.3(4) . . ?
C13 C14 C15 123.5(4) . . ?
C13 C14 H14 118.3 . . ?
C15 C14 H14 118.3 . . ?
O4 C15 C14 124.7(4) . . ?
O4 C15 C16 116.3(4) . . ?
C14 C15 C16 118.9(4) . . ?
C22 C16 C17 119.3(4) . . ?
C22 C16 C15 121.9(4) . . ?
C17 C16 C15 118.8(4) . . ?
C18 C17 C16 120.5(4) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C17 C18 C19 119.3(4) . . ?
C17 C18 H18 120.4 . . ?
C19 C18 H18 120.4 . . ?
C21 C19 C18 120.6(4) . . ?
C21 C19 C20 118.2(4) . . ?
C18 C19 C20 121.2(4) . . ?
N2 C20 C19 176.5(5) . . ?
C19 C21 C22 119.7(4) . . ?
C19 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C21 C22 C16 120.6(4) . . ?
C21 C22 H22 119.7 . . ?
C16 C22 H22 119.7 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C24 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O5 C24 C25 125.6(4) . . ?
O5 C24 C23 116.3(4) . . ?
C25 C24 C23 118.1(4) . . ?
C24 C25 C26 123.6(4) . . ?
C24 C25 H25 118.2 . . ?
C26 C25 H25 118.2 . . ?
O6 C26 C25 124.0(4) . . ?
O6 C26 C27 116.7(3) . . ?
C25 C26 C27 119.3(3) . . ?
C33 C27 C28 119.1(4) . . ?
C33 C27 C26 122.4(4) . . ?
C28 C27 C26 118.5(4) . . ?
C29 C28 C27 120.9(4) . . ?
C29 C28 H28 119.6 . . ?
C27 C28 H28 119.6 . . ?
C28 C29 C30 119.5(4) . . ?
C28 C29 H29 120.3 . . ?
C30 C29 H29 120.3 . . ?
C32 C30 C29 120.5(4) . . ?
C32 C30 C31 119.4(4) . . ?
C29 C30 C31 120.1(4) . . ?
N3 C31 C30 179.2(6) . . ?
C33 C32 C30 119.5(4) . . ?
C33 C32 H32 120.3 . . ?
C30 C32 H32 120.3 . . ?
C32 C33 C27 120.5(4) . . ?
C32 C33 H33 119.7 . . ?
C27 C33 H33 119.7 . . ?
O7 C34 N4 124.3(4) . . ?
O7 C34 H34 117.8 . . ?
N4 C34 H34 117.8 . . ?
N4 C35 H35A 109.5 . . ?
N4 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
N4 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N4 C36 H36A 109.5 . . ?
N4 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
N4 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
O8 C37 N5 126.0(5) . . ?
O8 C37 H37 117.0 . . ?
N5 C37 H37 117.0 . . ?
N5 C38 H38A 109.5 . . ?
N5 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
N5 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
N5 C39 H39A 109.5 . . ?
N5 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
N5 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O9 H9A O3 0.90(5) 1.98(5) 2.826(4) 156(5) 2_776
O9 H9B O5 0.90(5) 1.98(3) 2.775(4) 147(5) 2_776

_diffrn_measured_fraction_theta_max 0.871
_diffrn_reflns_theta_full        23.85
_diffrn_measured_fraction_theta_full 0.871
_refine_diff_density_max         0.690
_refine_diff_density_min         -1.066
_refine_diff_density_rms         0.138



