# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_p
_database_code_depnum_ccdc_archive 'CCDC 1487175'
_audit_update_record             
;
2016-06-22 deposited with the CCDC.
2016-09-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H33 Dy N8 O12'
_chemical_formula_weight         800.09

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'
Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           76
_space_group_name_H-M_alt        'P 41'
_space_group_name_Hall           'P 4w'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x, z+1/4'
'y, -x, z+3/4'
'-x, -y, z+1/2'

_cell_length_a                   11.4177(4)
_cell_length_b                   11.4177(4)
_cell_length_c                   22.4321(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2924.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9520
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      27.5

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.817
_exptl_crystal_F_000             1604
_exptl_transmission_factor_min   0.717
_exptl_transmission_factor_max   0.743
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    2.634
_shelx_estimated_absorpt_T_min   0.743
_shelx_estimated_absorpt_T_max   0.817
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   
;
Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
;

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            98029
_diffrn_reflns_av_unetI/netI     0.0169
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.523
_diffrn_reflns_theta_max         27.516
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6670
_reflns_number_gt                6500
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.941
_reflns_Friedel_fraction_max     0.988
_reflns_Friedel_fraction_full    0.998

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0197P)²+1.0133P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 3077 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.0010(19)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         6670
_refine_ls_number_parameters     421
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0161
_refine_ls_R_factor_gt           0.0151
_refine_ls_wR_factor_ref         0.0365
_refine_ls_wR_factor_gt          0.0361
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_restrained_S_all      1.126
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Dy1 Dy 0.91270(2) 0.53055(2) 0.37542(2) 0.00650(4) Uani 1 1 d . . . . .
O1 O 0.88759(19) 0.73589(19) 0.41041(10) 0.0127(5) Uani 1 1 d . . . . .
O2 O 0.70930(19) 0.5959(2) 0.39511(10) 0.0121(4) Uani 1 1 d . . . . .
O3 O 0.79090(19) 0.4030(2) 0.32309(11) 0.0116(5) Uani 1 1 d D . . . .
O4 O 0.8676(2) 0.6542(2) 0.29499(10) 0.0136(5) Uani 1 1 d . . . . .
O5 O 0.9180(2) 0.6743(2) 0.20204(11) 0.0226(6) Uani 1 1 d . . . . .
O6 O 0.7552(3) 0.5878(3) 0.22417(13) 0.0318(7) Uani 1 1 d . . . . .
O7 O 0.7964(3) -0.0083(2) 0.30779(15) 0.0374(7) Uani 1 1 d . . . . .
O8 O 0.7483(2) 0.1738(2) 0.32181(12) 0.0213(5) Uani 1 1 d . . . . .
O9 O 0.9205(2) 0.1296(3) 0.28662(13) 0.0295(6) Uani 1 1 d . . . . .
N1 N 1.0322(2) 0.5171(2) 0.46853(12) 0.0090(5) Uani 1 1 d . . . . .
N2 N 1.1043(2) 0.6482(2) 0.37582(15) 0.0115(5) Uani 1 1 d . . . . .
N3 N 0.8111(2) 0.4157(2) 0.46053(12) 0.0101(5) Uani 1 1 d . . . . .
N4 N 1.0445(2) 0.4887(2) 0.28773(13) 0.0104(5) Uani 1 1 d . . . . .
N5 N 1.0048(2) 0.3203(2) 0.39531(12) 0.0113(5) Uani 1 1 d . . . . .
N6 N 0.8462(3) 0.6375(2) 0.23890(12) 0.0142(6) Uani 1 1 d . . . . .
N7 N 0.8231(3) 0.0968(3) 0.30528(13) 0.0188(6) Uani 1 1 d . . . . .
N8 N 0.4527(2) 0.4400(2) 0.34179(12) 0.0135(6) Uani 1 1 d . . . . .
C1 C 1.1494(3) 0.5296(3) 0.46445(15) 0.0109(6) Uani 1 1 d . . . . .
C2 C 1.1958(3) 0.5777(3) 0.40659(15) 0.0128(6) Uani 1 1 d . . . . .
H2A H 1.2652 0.6273 0.4146 0.015 Uiso 1 1 calc R U . . .
H2B H 1.2206 0.5122 0.3805 0.015 Uiso 1 1 calc R U . . .
C8 C 0.6813(3) 0.4324(3) 0.45740(15) 0.0135(6) Uani 1 1 d . . . . .
H8A H 0.6454 0.4037 0.4948 0.016 Uiso 1 1 calc R U . . .
H8B H 0.6496 0.3851 0.4241 0.016 Uiso 1 1 calc R U . . .
C7 C 0.6483(3) 0.5579(3) 0.44832(15) 0.0160(7) Uani 1 1 d . . . . .
H7A H 0.5626 0.5656 0.4430 0.019 Uiso 1 1 calc R U . . .
H7B H 0.6724 0.6057 0.4831 0.019 Uiso 1 1 calc R U . . .
C9 C 0.8549(3) 0.4622(3) 0.51832(14) 0.0126(6) Uani 1 1 d . . . . .
H9A H 0.8294 0.4100 0.5511 0.015 Uiso 1 1 calc R U . . .
H9B H 0.8210 0.5408 0.5255 0.015 Uiso 1 1 calc R U . . .
C6 C 0.6864(3) 0.7177(3) 0.38242(16) 0.0157(6) Uani 1 1 d . . . . .
H6A H 0.6057 0.7382 0.3947 0.019 Uiso 1 1 calc R U . . .
H6B H 0.6940 0.7324 0.3391 0.019 Uiso 1 1 calc R U . . .
C5 C 0.7730(3) 0.7911(3) 0.41603(17) 0.0169(7) Uani 1 1 d . . . . .
H5A H 0.7753 0.8714 0.3993 0.020 Uiso 1 1 calc R U . . .
H5B H 0.7503 0.7962 0.4585 0.020 Uiso 1 1 calc R U . . .
C4 C 0.9776(3) 0.8202(3) 0.39632(16) 0.0157(7) Uani 1 1 d . . . . .
H4A H 0.9689 0.8911 0.4213 0.019 Uiso 1 1 calc R U . . .
H4B H 0.9728 0.8435 0.3539 0.019 Uiso 1 1 calc R U . . .
C3 C 1.0927(3) 0.7608(3) 0.40892(15) 0.0140(6) Uani 1 1 d . . . . .
H3A H 1.1576 0.8136 0.3974 0.017 Uiso 1 1 calc R U . . .
H3B H 1.0992 0.7454 0.4522 0.017 Uiso 1 1 calc R U . . .
O10 O 0.4382(3) 0.5456(2) 0.33142(15) 0.0320(7) Uani 1 1 d . . . . .
C10 C 0.9868(3) 0.4705(3) 0.51812(15) 0.0116(6) Uani 1 1 d . . . . .
O11 O 0.55098(19) 0.3923(2) 0.33247(11) 0.0157(5) Uani 1 1 d . . . . .
C11 C 1.0551(3) 0.4338(3) 0.56551(15) 0.0147(7) Uani 1 1 d . . . . .
H11A H 1.0202 0.4011 0.6002 0.018 Uiso 1 1 calc R U . . .
O12 O 0.3700(2) 0.3782(2) 0.36017(13) 0.0259(6) Uani 1 1 d . . . . .
C12 C 1.1765(3) 0.4456(3) 0.56132(16) 0.0158(7) Uani 1 1 d . . . . .
H12A H 1.2257 0.4202 0.5929 0.019 Uiso 1 1 calc R U . . .
C13 C 1.2240(3) 0.4951(3) 0.51047(15) 0.0149(7) Uani 1 1 d . . . . .
H13A H 1.3063 0.5053 0.5069 0.018 Uiso 1 1 calc R U . . .
C14 C 1.1425(3) 0.6717(3) 0.31414(15) 0.0140(6) Uani 1 1 d . . . . .
H14A H 1.2259 0.6953 0.3146 0.017 Uiso 1 1 calc R U . . .
H14B H 1.0965 0.7380 0.2980 0.017 Uiso 1 1 calc R U . . .
C15 C 1.1283(3) 0.5677(3) 0.27365(14) 0.0107(6) Uani 1 1 d . . . . .
C16 C 1.1938(3) 0.5589(3) 0.22122(15) 0.0139(6) Uani 1 1 d . . . . .
H16A H 1.2557 0.6124 0.2136 0.017 Uiso 1 1 calc R U . . .
C17 C 1.1677(3) 0.4719(3) 0.18068(15) 0.0142(7) Uani 1 1 d . . . . .
H17A H 1.2095 0.4664 0.1442 0.017 Uiso 1 1 calc R U . . .
C18 C 1.0795(3) 0.3927(3) 0.19401(15) 0.0141(7) Uani 1 1 d . . . . .
H18A H 1.0586 0.3329 0.1665 0.017 Uiso 1 1 calc R U . . .
C19 C 1.0225(3) 0.4024(3) 0.24824(16) 0.0131(6) Uani 1 1 d . . . . .
H19A H 0.9651 0.3454 0.2581 0.016 Uiso 1 1 calc R U . . .
C20 C 0.8316(3) 0.2880(3) 0.45622(15) 0.0134(6) Uani 1 1 d . . . . .
H20A H 0.7747 0.2548 0.4275 0.016 Uiso 1 1 calc R U . . .
H20B H 0.8154 0.2525 0.4956 0.016 Uiso 1 1 calc R U . . .
C21 C 0.9534(3) 0.2526(3) 0.43705(15) 0.0120(6) Uani 1 1 d . . . . .
C22 C 1.0024(3) 0.1507(3) 0.45907(15) 0.0175(7) Uani 1 1 d . . . . .
H22A H 0.9629 0.1064 0.4888 0.021 Uiso 1 1 calc R U . . .
C23 C 1.1097(3) 0.1140(3) 0.43734(17) 0.0197(7) Uani 1 1 d . . . . .
H23A H 1.1450 0.0439 0.4514 0.024 Uiso 1 1 calc R U . . .
C24 C 1.1643(3) 0.1819(3) 0.39458(16) 0.0184(7) Uani 1 1 d . . . . .
H24A H 1.2384 0.1595 0.3790 0.022 Uiso 1 1 calc R U . . .
C25 C 1.1101(2) 0.2827(3) 0.37476(19) 0.0137(6) Uani 1 1 d . . . . .
H25A H 1.1485 0.3282 0.3452 0.016 Uiso 1 1 calc R U . . .
H3W H 0.801(4) 0.3317(14) 0.3185(19) 0.016 Uiso 1 1 d D U . . .
H3V H 0.7233(18) 0.428(3) 0.3193(19) 0.016 Uiso 1 1 d D U . . .


_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
Dy1 O3 2.331(2) . ?
Dy1 O4 2.348(2) . ?
Dy1 O2 2.479(2) . ?
Dy1 O1 2.489(2) . ?
Dy1 N1 2.500(3) . ?
Dy1 N4 2.522(3) . ?
Dy1 N2 2.567(2) . ?
Dy1 N3 2.591(3) . ?
Dy1 N5 2.659(3) . ?
O1 C4 1.443(4) . ?
O1 C5 1.458(4) . ?
O2 C6 1.443(4) . ?
O2 C7 1.448(4) . ?
O3 H3W 0.828(14) . ?
O3 H3V 0.828(14) . ?
O4 N6 1.296(4) . ?
O5 N6 1.238(4) . ?
O6 N6 1.229(4) . ?
O7 N7 1.240(4) . ?
O8 N7 1.280(4) . ?
O9 N7 1.245(4) . ?
N1 C10 1.338(4) . ?
N1 C1 1.348(4) . ?
N2 C14 1.475(5) . ?
N2 C2 1.489(4) . ?
N2 C3 1.490(4) . ?
N3 C20 1.480(4) . ?
N3 C9 1.487(4) . ?
N3 C8 1.495(4) . ?
N4 C19 1.349(4) . ?
N4 C15 1.352(4) . ?
N5 C21 1.348(4) . ?
N5 C25 1.357(4) . ?
N8 O10 1.239(4) . ?
N8 O12 1.249(4) . ?
N8 O11 1.264(4) . ?
C1 C13 1.396(5) . ?
C1 C2 1.505(5) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C8 C7 1.496(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C9 C10 1.509(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C6 C5 1.500(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C4 C3 1.506(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C10 C11 1.384(5) . ?
C11 C12 1.395(5) . ?
C11 H11A 0.9500 . ?
C12 C13 1.384(5) . ?
C12 H12A 0.9500 . ?
C13 H13A 0.9500 . ?
C14 C15 1.504(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.397(4) . ?
C16 C17 1.379(5) . ?
C16 H16A 0.9500 . ?
C17 C18 1.386(5) . ?
C17 H17A 0.9500 . ?
C18 C19 1.384(5) . ?
C18 H18A 0.9500 . ?
C19 H19A 0.9500 . ?
C20 C21 1.511(4) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.383(5) . ?
C22 C23 1.384(5) . ?
C22 H22A 0.9500 . ?
C23 C24 1.382(5) . ?
C23 H23A 0.9500 . ?
C24 C25 1.380(5) . ?
C24 H24A 0.9500 . ?
C25 H25A 0.9500 . ?

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 Dy1 O4 81.82(8) . . ?
O3 Dy1 O2 73.68(8) . . ?
O4 Dy1 O2 75.54(8) . . ?
O3 Dy1 O1 132.74(8) . . ?
O4 Dy1 O1 69.56(8) . . ?
O2 Dy1 O1 63.41(7) . . ?
O3 Dy1 N1 135.08(9) . . ?
O4 Dy1 N1 143.02(8) . . ?
O2 Dy1 N1 112.41(8) . . ?
O1 Dy1 N1 81.79(8) . . ?
O3 Dy1 N4 81.08(9) . . ?
O4 Dy1 N4 69.23(9) . . ?
O2 Dy1 N4 139.01(8) . . ?
O1 Dy1 N4 119.53(8) . . ?
N1 Dy1 N4 108.32(9) . . ?
O3 Dy1 N2 146.84(9) . . ?
O4 Dy1 N2 82.83(9) . . ?
O2 Dy1 N2 129.81(8) . . ?
O1 Dy1 N2 66.68(8) . . ?
N1 Dy1 N2 64.14(10) . . ?
N4 Dy1 N2 66.01(9) . . ?
O3 Dy1 N3 77.74(9) . . ?
O4 Dy1 N3 140.55(8) . . ?
O2 Dy1 N3 66.51(8) . . ?
O1 Dy1 N3 101.11(8) . . ?
N1 Dy1 N3 66.28(9) . . ?
N4 Dy1 N3 138.27(8) . . ?
N2 Dy1 N3 130.09(9) . . ?
O3 Dy1 N5 75.89(8) . . ?
O4 Dy1 N5 139.34(8) . . ?
O2 Dy1 N5 127.77(8) . . ?
O1 Dy1 N5 147.48(8) . . ?
N1 Dy1 N5 65.69(8) . . ?
N4 Dy1 N5 73.98(8) . . ?
N2 Dy1 N5 97.75(8) . . ?
N3 Dy1 N5 66.20(8) . . ?
C4 O1 C5 111.7(2) . . ?
C4 O1 Dy1 118.51(18) . . ?
C5 O1 Dy1 122.56(18) . . ?
C6 O2 C7 111.3(2) . . ?
C6 O2 Dy1 115.11(17) . . ?
C7 O2 Dy1 120.47(18) . . ?
Dy1 O3 H3W 127(3) . . ?
Dy1 O3 H3V 113(3) . . ?
H3W O3 H3V 117(4) . . ?
N6 O4 Dy1 134.36(19) . . ?
C10 N1 C1 118.9(3) . . ?
C10 N1 Dy1 120.5(2) . . ?
C1 N1 Dy1 118.6(2) . . ?
C14 N2 C2 109.0(2) . . ?
C14 N2 C3 109.7(2) . . ?
C2 N2 C3 107.3(3) . . ?
C14 N2 Dy1 110.1(2) . . ?
C2 N2 Dy1 108.46(18) . . ?
C3 N2 Dy1 112.17(18) . . ?
C20 N3 C9 110.8(3) . . ?
C20 N3 C8 106.2(2) . . ?
C9 N3 C8 109.2(2) . . ?
C20 N3 Dy1 112.30(19) . . ?
C9 N3 Dy1 108.12(18) . . ?
C8 N3 Dy1 110.15(19) . . ?
C19 N4 C15 117.7(3) . . ?
C19 N4 Dy1 122.6(2) . . ?
C15 N4 Dy1 118.6(2) . . ?
C21 N5 C25 116.1(3) . . ?
C21 N5 Dy1 117.5(2) . . ?
C25 N5 Dy1 125.4(2) . . ?
O6 N6 O5 122.5(3) . . ?
O6 N6 O4 119.2(3) . . ?
O5 N6 O4 118.3(3) . . ?
O7 N7 O9 121.7(3) . . ?
O7 N7 O8 119.1(3) . . ?
O9 N7 O8 119.1(3) . . ?
O10 N8 O12 120.7(3) . . ?
O10 N8 O11 120.5(3) . . ?
O12 N8 O11 118.8(3) . . ?
N1 C1 C13 121.7(3) . . ?
N1 C1 C2 116.5(3) . . ?
C13 C1 C2 121.7(3) . . ?
N2 C2 C1 110.5(3) . . ?
N2 C2 H2A 109.6 . . ?
C1 C2 H2A 109.6 . . ?
N2 C2 H2B 109.6 . . ?
C1 C2 H2B 109.6 . . ?
H2A C2 H2B 108.1 . . ?
N3 C8 C7 112.2(3) . . ?
N3 C8 H8A 109.2 . . ?
C7 C8 H8A 109.2 . . ?
N3 C8 H8B 109.2 . . ?
C7 C8 H8B 109.2 . . ?
H8A C8 H8B 107.9 . . ?
O2 C7 C8 106.1(3) . . ?
O2 C7 H7A 110.5 . . ?
C8 C7 H7A 110.5 . . ?
O2 C7 H7B 110.5 . . ?
C8 C7 H7B 110.5 . . ?
H7A C7 H7B 108.7 . . ?
N3 C9 C10 110.8(3) . . ?
N3 C9 H9A 109.5 . . ?
C10 C9 H9A 109.5 . . ?
N3 C9 H9B 109.5 . . ?
C10 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?
O2 C6 C5 108.7(3) . . ?
O2 C6 H6A 110.0 . . ?
C5 C6 H6A 110.0 . . ?
O2 C6 H6B 110.0 . . ?
C5 C6 H6B 110.0 . . ?
H6A C6 H6B 108.3 . . ?
O1 C5 C6 107.8(3) . . ?
O1 C5 H5A 110.1 . . ?
C6 C5 H5A 110.1 . . ?
O1 C5 H5B 110.1 . . ?
C6 C5 H5B 110.1 . . ?
H5A C5 H5B 108.5 . . ?
O1 C4 C3 106.2(3) . . ?
O1 C4 H4A 110.5 . . ?
C3 C4 H4A 110.5 . . ?
O1 C4 H4B 110.5 . . ?
C3 C4 H4B 110.5 . . ?
H4A C4 H4B 108.7 . . ?
N2 C3 C4 111.9(3) . . ?
N2 C3 H3A 109.2 . . ?
C4 C3 H3A 109.2 . . ?
N2 C3 H3B 109.2 . . ?
C4 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
N1 C10 C11 122.7(3) . . ?
N1 C10 C9 114.5(3) . . ?
C11 C10 C9 122.8(3) . . ?
C10 C11 C12 118.6(3) . . ?
C10 C11 H11A 120.7 . . ?
C12 C11 H11A 120.7 . . ?
C13 C12 C11 119.0(3) . . ?
C13 C12 H12A 120.5 . . ?
C11 C12 H12A 120.5 . . ?
C12 C13 C1 119.0(3) . . ?
C12 C13 H13A 120.5 . . ?
C1 C13 H13A 120.5 . . ?
N2 C14 C15 113.0(3) . . ?
N2 C14 H14A 109.0 . . ?
C15 C14 H14A 109.0 . . ?
N2 C14 H14B 109.0 . . ?
C15 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
N4 C15 C16 121.9(3) . . ?
N4 C15 C14 117.5(3) . . ?
C16 C15 C14 120.4(3) . . ?
C17 C16 C15 119.4(3) . . ?
C17 C16 H16A 120.3 . . ?
C15 C16 H16A 120.3 . . ?
C16 C17 C18 119.0(3) . . ?
C16 C17 H17A 120.5 . . ?
C18 C17 H17A 120.5 . . ?
C19 C18 C17 118.6(3) . . ?
C19 C18 H18A 120.7 . . ?
C17 C18 H18A 120.7 . . ?
N4 C19 C18 123.2(3) . . ?
N4 C19 H19A 118.4 . . ?
C18 C19 H19A 118.4 . . ?
N3 C20 C21 115.3(3) . . ?
N3 C20 H20A 108.4 . . ?
C21 C20 H20A 108.4 . . ?
N3 C20 H20B 108.4 . . ?
C21 C20 H20B 108.4 . . ?
H20A C20 H20B 107.5 . . ?
N5 C21 C22 123.6(3) . . ?
N5 C21 C20 116.4(3) . . ?
C22 C21 C20 119.8(3) . . ?
C21 C22 C23 119.2(3) . . ?
C21 C22 H22A 120.4 . . ?
C23 C22 H22A 120.4 . . ?
C24 C23 C22 118.3(3) . . ?
C24 C23 H23A 120.9 . . ?
C22 C23 H23A 120.9 . . ?
C23 C24 C25 119.3(3) . . ?
C23 C24 H24A 120.4 . . ?
C25 C24 H24A 120.4 . . ?
N5 C25 C24 123.5(3) . . ?
N5 C25 H25A 118.3 . . ?
C24 C25 H25A 118.3 . . ?

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
C2 H2A O6 0.99 2.60 3.537(4) 158.8 2_755
C2 H2B O12 0.99 2.34 3.198(4) 144.9 1_655
C8 H8A N8 0.99 2.45 3.326(4) 147.4 2_655
C8 H8A O11 0.99 2.62 3.227(4) 119.4 2_655
C8 H8A O12 0.99 2.63 3.566(4) 157.7 2_655
C8 H8B O11 0.99 2.35 3.206(4) 144.8 .
C7 H7B O11 0.99 2.43 3.046(4) 119.7 2_655
C9 H9B O8 0.99 2.59 3.495(4) 152.3 2_655
C6 H6B O4 0.99 2.39 2.941(4) 114.6 .
C5 H5A O7 0.99 2.48 3.348(5) 145.9 1_565
C5 H5B O9 0.99 2.64 3.276(5) 122.3 2_655
C3 H3A O5 0.99 2.57 3.352(4) 135.8 2_755
C3 H3B O7 0.99 2.65 3.500(5) 143.9 2_655
C11 H11A O5 0.95 2.54 3.316(4) 138.7 4_765
C13 H13A O10 0.95 2.50 3.143(4) 125.2 2_755
C19 H19A O3 0.95 2.55 3.132(4) 119.7 .
C19 H19A O9 0.95 2.60 3.434(5) 147.4 .
C20 H20A O8 0.99 2.56 3.420(4) 144.8 .
C22 H22A O9 0.95 2.60 3.494(4) 156.3 2_645
C25 H25A N4 0.95 2.54 3.148(4) 122.3 .
C25 H25A O12 0.95 2.62 3.179(4) 118.4 1_655
O3 H3W O8 0.828(14) 1.90(2) 2.662(3) 152(4) .
O3 H3V O11 0.828(14) 2.03(3) 2.750(3) 145(4) .

_refine_diff_density_max         0.581
_refine_diff_density_min         -0.768
_refine_diff_density_rms         0.076

####################################################################### 
# 
# 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_p
_database_code_depnum_ccdc_archive 'CCDC 1487176'
_audit_update_record             
;
2016-06-22 deposited with the CCDC.
2016-09-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H33 N8 O12 Tb'
_chemical_formula_weight         796.51

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'
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'

_space_group_crystal_system      tetragonal
_space_group_IT_number           76
_space_group_name_H-M_alt        'P 41'
_space_group_name_Hall           'P 4w'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x, z+1/4'
'y, -x, z+3/4'
'-x, -y, z+1/2'

_cell_length_a                   11.4208(4)
_cell_length_b                   11.4208(4)
_cell_length_c                   22.4435(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2927.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9743
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      27.5

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.807
_exptl_crystal_F_000             1600
_exptl_transmission_factor_min   0.126
_exptl_transmission_factor_max   0.316
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    2.494
_shelx_estimated_absorpt_T_min   0.722
_shelx_estimated_absorpt_T_max   0.865
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   
;
Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            125618
_diffrn_reflns_av_unetI/netI     0.0158
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.522
_diffrn_reflns_theta_max         27.542
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6717
_reflns_number_gt                6538
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.949
_reflns_Friedel_fraction_max     0.996
_reflns_Friedel_fraction_full    0.999

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0177P)²+0.4065P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 3128 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.0091(17)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         6717
_refine_ls_number_parameters     421
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0138
_refine_ls_R_factor_gt           0.0127
_refine_ls_wR_factor_ref         0.0315
_refine_ls_wR_factor_gt          0.0311
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_restrained_S_all      1.110
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Tb1 Tb 0.03054(2) 0.58818(2) 0.37337(2) 0.00638(3) Uani 1 1 d . . . . .
O1 O 0.09571(17) 0.79191(16) 0.39359(8) 0.0115(4) Uani 1 1 d . . . . .
O2 O 0.23659(16) 0.61335(16) 0.40818(9) 0.0120(4) Uani 1 1 d . . . . .
O3 O -0.09832(17) 0.71041(16) 0.32079(9) 0.0114(4) Uani 1 1 d D . . . .
O4 O 0.15484(17) 0.63349(18) 0.29253(8) 0.0134(4) Uani 1 1 d . . . . .
O5 O 0.17497(19) 0.58121(19) 0.19990(9) 0.0218(5) Uani 1 1 d . . . . .
O6 O 0.0885(2) 0.7446(2) 0.22128(11) 0.0304(5) Uani 1 1 d . . . . .
O7 O 0.4201(2) 0.6304(2) 0.53463(11) 0.0284(5) Uani 1 1 d . . . . .
O8 O 0.24758(18) 0.67262(18) 0.56969(10) 0.0207(5) Uani 1 1 d . . . . .
O9 O 0.2972(3) 0.4913(2) 0.55551(12) 0.0364(6) Uani 1 1 d . . . . .
N1 N 0.0172(2) 0.4678(2) 0.46673(10) 0.0089(4) Uani 1 1 d . . . . .
N2 N -0.08459(19) 0.68935(19) 0.45894(10) 0.0096(4) Uani 1 1 d . . . . .
N3 N 0.14881(17) 0.39578(17) 0.37409(12) 0.0105(4) Uani 1 1 d . . . . .
N4 N -0.1806(2) 0.49555(19) 0.39331(10) 0.0107(5) Uani 1 1 d . . . . .
N5 N -0.0106(2) 0.4553(2) 0.28576(11) 0.0106(5) Uani 1 1 d . . . . .
N6 N 0.1378(2) 0.6539(2) 0.23646(11) 0.0138(5) Uani 1 1 d . . . . .
N7 N 0.3231(2) 0.5966(2) 0.55320(11) 0.0186(5) Uani 1 1 d . . . . .
N8 N -0.0597(2) 1.0477(2) 0.34033(10) 0.0122(5) Uani 1 1 d . . . . .
C1 C -0.0301(2) 0.5132(2) 0.51621(12) 0.0110(5) Uani 1 1 d . . . . .
C2 C -0.0388(2) 0.6452(2) 0.51659(12) 0.0123(5) Uani 1 1 d . . . . .
H2A H -0.0914 0.6703 0.5492 0.015 Uiso 1 1 calc R U . . .
H2B H 0.0396 0.6792 0.5241 0.015 Uiso 1 1 calc R U . . .
C3 C -0.0676(2) 0.8190(2) 0.45601(12) 0.0121(5) Uani 1 1 d . . . . .
H3A H -0.0962 0.8548 0.4935 0.014 Uiso 1 1 calc R U . . .
H3B H -0.1148 0.8511 0.4228 0.014 Uiso 1 1 calc R U . . .
C4 C 0.0580(3) 0.8515(2) 0.44698(12) 0.0149(6) Uani 1 1 d . . . . .
H4A H 0.0660 0.9373 0.4422 0.018 Uiso 1 1 calc R U . . .
H4B H 0.1056 0.8264 0.4815 0.018 Uiso 1 1 calc R U . . .
C5 C 0.2173(2) 0.8147(2) 0.38079(13) 0.0147(5) Uani 1 1 d . . . . .
H5A H 0.2378 0.8953 0.3931 0.018 Uiso 1 1 calc R U . . .
H5B H 0.2316 0.8073 0.3374 0.018 Uiso 1 1 calc R U . . .
C6 C 0.2916(2) 0.7280(2) 0.41415(14) 0.0155(6) Uani 1 1 d . . . . .
H6A H 0.3717 0.7262 0.3973 0.019 Uiso 1 1 calc R U . . .
H6B H 0.2968 0.7502 0.4567 0.019 Uiso 1 1 calc R U . . .
C7 C 0.3210(2) 0.5232(2) 0.39437(13) 0.0147(6) Uani 1 1 d . . . . .
H7A H 0.3918 0.5321 0.4194 0.018 Uiso 1 1 calc R U . . .
H7B H 0.3443 0.5275 0.3519 0.018 Uiso 1 1 calc R U . . .
C8 C 0.2611(2) 0.4082(2) 0.40731(13) 0.0131(5) Uani 1 1 d . . . . .
H8A H 0.3141 0.3431 0.3962 0.016 Uiso 1 1 calc R U . . .
H8B H 0.2454 0.4025 0.4506 0.016 Uiso 1 1 calc R U . . .
C9 C 0.0780(2) 0.3048(2) 0.40492(12) 0.0119(5) Uani 1 1 d . . . . .
H9A H 0.1274 0.2354 0.4128 0.014 Uiso 1 1 calc R U . . .
H9B H 0.0125 0.2803 0.3789 0.014 Uiso 1 1 calc R U . . .
O10 O -0.12133(18) 1.13065(18) 0.35864(10) 0.0248(5) Uani 1 1 d . . . . .
C10 C 0.0300(2) 0.3508(2) 0.46266(13) 0.0111(5) Uani 1 1 d . . . . .
O11 O 0.0458(2) 1.0618(2) 0.33007(12) 0.0307(6) Uani 1 1 d . . . . .
C11 C -0.0047(2) 0.2759(2) 0.50832(13) 0.0146(6) Uani 1 1 d . . . . .
H11A H 0.0055 0.1936 0.5047 0.017 Uiso 1 1 calc R U . . .
O12 O -0.10794(18) 0.94984(16) 0.33110(9) 0.0147(4) Uani 1 1 d . . . . .
C12 C -0.0546(2) 0.3238(3) 0.55928(14) 0.0147(6) Uani 1 1 d . . . . .
H12A H -0.0798 0.2745 0.5909 0.018 Uiso 1 1 calc R U . . .
C13 C -0.0672(2) 0.4447(3) 0.56341(13) 0.0141(6) Uani 1 1 d . . . . .
H13A H -0.1005 0.4795 0.5979 0.017 Uiso 1 1 calc R U . . .
C14 C -0.2124(2) 0.6691(2) 0.45433(12) 0.0128(5) Uani 1 1 d . . . . .
H14A H -0.2453 0.7259 0.4255 0.015 Uiso 1 1 calc R U . . .
H14B H -0.2484 0.6855 0.4936 0.015 Uiso 1 1 calc R U . . .
C15 C -0.2477(2) 0.5472(2) 0.43523(12) 0.0115(5) Uani 1 1 d . . . . .
C16 C -0.3495(2) 0.4985(3) 0.45730(13) 0.0171(6) Uani 1 1 d . . . . .
H16A H -0.3939 0.5382 0.4869 0.020 Uiso 1 1 calc R U . . .
C17 C -0.3860(2) 0.3907(3) 0.43561(14) 0.0192(6) Uani 1 1 d . . . . .
H17A H -0.4558 0.3552 0.4499 0.023 Uiso 1 1 calc R U . . .
C18 C -0.3185(3) 0.3365(3) 0.39291(14) 0.0182(6) Uani 1 1 d . . . . .
H18A H -0.3411 0.2625 0.3773 0.022 Uiso 1 1 calc R U . . .
C19 C -0.2176(2) 0.3905(2) 0.37292(16) 0.0136(5) Uani 1 1 d . . . . .
H19A H -0.1720 0.3520 0.3434 0.016 Uiso 1 1 calc R U . . .
C20 C 0.1722(2) 0.3575(2) 0.31229(12) 0.0133(5) Uani 1 1 d . . . . .
H20A H 0.1957 0.2740 0.3127 0.016 Uiso 1 1 calc R U . . .
H20B H 0.2385 0.4034 0.2961 0.016 Uiso 1 1 calc R U . . .
C21 C 0.0684(2) 0.3718(2) 0.27187(12) 0.0108(5) Uani 1 1 d . . . . .
C22 C -0.0966(2) 0.4774(2) 0.24623(13) 0.0123(5) Uani 1 1 d . . . . .
H22A H -0.1535 0.5350 0.2560 0.015 Uiso 1 1 calc R U . . .
C23 C -0.1059(3) 0.4200(2) 0.19194(13) 0.0137(6) Uani 1 1 d . . . . .
H23A H -0.1653 0.4408 0.1642 0.016 Uiso 1 1 calc R U . . .
C24 C -0.0265(3) 0.3317(2) 0.17905(13) 0.0134(6) Uani 1 1 d . . . . .
H24A H -0.0318 0.2894 0.1427 0.016 Uiso 1 1 calc R U . . .
C25 C 0.0602(2) 0.3059(2) 0.21965(13) 0.0134(5) Uani 1 1 d . . . . .
H25A H 0.1139 0.2441 0.2122 0.016 Uiso 1 1 calc R U . . .
H3W H -0.1706(13) 0.705(3) 0.3184(16) 0.016 Uiso 1 1 d D U . . .
H3V H -0.072(3) 0.7769(16) 0.3160(16) 0.016 Uiso 1 1 d D U . . .


_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 O3 2.3468(19) . ?
Tb1 O4 2.3611(19) . ?
Tb1 O1 2.4847(18) . ?
Tb1 O2 2.4961(18) . ?
Tb1 N1 2.510(2) . ?
Tb1 N5 2.528(2) . ?
Tb1 N3 2.579(2) . ?
Tb1 N2 2.599(2) . ?
Tb1 N4 2.671(2) . ?
O1 C5 1.442(3) . ?
O1 C4 1.444(3) . ?
O2 C7 1.444(3) . ?
O2 C6 1.458(3) . ?
O3 H3W 0.830(14) . ?
O3 H3V 0.822(14) . ?
O4 N6 1.294(3) . ?
O5 N6 1.242(3) . ?
O6 N6 1.228(3) . ?
O7 N7 1.245(4) . ?
O8 N7 1.278(3) . ?
O9 N7 1.239(3) . ?
N1 C1 1.339(4) . ?
N1 C10 1.347(3) . ?
N2 C14 1.482(3) . ?
N2 C2 1.484(3) . ?
N2 C3 1.495(3) . ?
N3 C20 1.479(4) . ?
N3 C9 1.487(3) . ?
N3 C8 1.491(3) . ?
N4 C15 1.349(4) . ?
N4 C19 1.352(3) . ?
N5 C21 1.349(4) . ?
N5 C22 1.348(4) . ?
N8 O11 1.237(3) . ?
N8 O10 1.250(3) . ?
N8 O12 1.263(3) . ?
C1 C13 1.383(4) . ?
C1 C2 1.511(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.495(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.504(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.508(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.502(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.393(4) . ?
C11 C12 1.390(4) . ?
C11 H11A 0.9500 . ?
C12 C13 1.392(4) . ?
C12 H12A 0.9500 . ?
C13 H13A 0.9500 . ?
C14 C15 1.511(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.381(4) . ?
C16 C17 1.388(4) . ?
C16 H16A 0.9500 . ?
C17 C18 1.377(4) . ?
C17 H17A 0.9500 . ?
C18 C19 1.382(4) . ?
C18 H18A 0.9500 . ?
C19 H19A 0.9500 . ?
C20 C21 1.501(4) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C25 1.396(4) . ?
C22 C23 1.387(4) . ?
C22 H22A 0.9500 . ?
C23 C24 1.388(4) . ?
C23 H23A 0.9500 . ?
C24 C25 1.378(4) . ?
C24 H24A 0.9500 . ?
C25 H25A 0.9500 . ?

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 Tb1 O4 81.97(7) . . ?
O3 Tb1 O1 73.90(6) . . ?
O4 Tb1 O1 75.82(6) . . ?
O3 Tb1 O2 132.85(6) . . ?
O4 Tb1 O2 69.42(6) . . ?
O1 Tb1 O2 63.42(6) . . ?
O3 Tb1 N1 135.01(7) . . ?
O4 Tb1 N1 142.93(7) . . ?
O1 Tb1 N1 112.24(7) . . ?
O2 Tb1 N1 81.91(7) . . ?
O3 Tb1 N5 81.35(7) . . ?
O4 Tb1 N5 69.25(7) . . ?
O1 Tb1 N5 139.47(7) . . ?
O2 Tb1 N5 119.19(7) . . ?
N1 Tb1 N5 108.00(7) . . ?
O3 Tb1 N3 146.96(8) . . ?
O4 Tb1 N3 82.91(7) . . ?
O1 Tb1 N3 129.77(6) . . ?
O2 Tb1 N3 66.58(6) . . ?
N1 Tb1 N3 63.91(8) . . ?
N5 Tb1 N3 65.83(8) . . ?
O3 Tb1 N2 77.87(7) . . ?
O4 Tb1 N2 140.78(7) . . ?
O1 Tb1 N2 66.43(7) . . ?
O2 Tb1 N2 101.22(6) . . ?
N1 Tb1 N2 66.16(7) . . ?
N5 Tb1 N2 138.40(7) . . ?
N3 Tb1 N2 129.73(8) . . ?
O3 Tb1 N4 75.74(7) . . ?
O4 Tb1 N4 139.32(7) . . ?
O1 Tb1 N4 127.64(6) . . ?
O2 Tb1 N4 147.59(6) . . ?
N1 Tb1 N4 65.69(7) . . ?
N5 Tb1 N4 74.03(7) . . ?
N3 Tb1 N4 97.72(7) . . ?
N2 Tb1 N4 66.14(7) . . ?
C5 O1 C4 111.6(2) . . ?
C5 O1 Tb1 114.89(15) . . ?
C4 O1 Tb1 120.24(15) . . ?
C7 O2 C6 111.9(2) . . ?
C7 O2 Tb1 118.68(15) . . ?
C6 O2 Tb1 122.56(15) . . ?
Tb1 O3 H3W 128(2) . . ?
Tb1 O3 H3V 113(2) . . ?
H3W O3 H3V 115(3) . . ?
N6 O4 Tb1 134.13(16) . . ?
C1 N1 C10 118.9(2) . . ?
C1 N1 Tb1 120.34(18) . . ?
C10 N1 Tb1 118.68(18) . . ?
C14 N2 C2 110.8(2) . . ?
C14 N2 C3 106.2(2) . . ?
C2 N2 C3 109.2(2) . . ?
C14 N2 Tb1 112.18(16) . . ?
C2 N2 Tb1 108.35(15) . . ?
C3 N2 Tb1 110.02(15) . . ?
C20 N3 C9 109.1(2) . . ?
C20 N3 C8 110.0(2) . . ?
C9 N3 C8 107.6(2) . . ?
C20 N3 Tb1 109.92(16) . . ?
C9 N3 Tb1 108.25(15) . . ?
C8 N3 Tb1 111.88(15) . . ?
C15 N4 C19 116.5(2) . . ?
C15 N4 Tb1 117.15(17) . . ?
C19 N4 Tb1 125.24(18) . . ?
C21 N5 C22 117.9(2) . . ?
C21 N5 Tb1 118.68(18) . . ?
C22 N5 Tb1 122.32(18) . . ?
O6 N6 O5 122.5(3) . . ?
O6 N6 O4 119.4(2) . . ?
O5 N6 O4 118.1(2) . . ?
O9 N7 O7 121.8(3) . . ?
O9 N7 O8 119.1(3) . . ?
O7 N7 O8 119.1(2) . . ?
O11 N8 O10 120.7(2) . . ?
O11 N8 O12 120.7(2) . . ?
O10 N8 O12 118.6(2) . . ?
N1 C1 C13 122.7(3) . . ?
N1 C1 C2 114.6(2) . . ?
C13 C1 C2 122.7(3) . . ?
N2 C2 C1 110.9(2) . . ?
N2 C2 H2A 109.5 . . ?
C1 C2 H2A 109.5 . . ?
N2 C2 H2B 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 108.0 . . ?
N2 C3 C4 112.1(2) . . ?
N2 C3 H3A 109.2 . . ?
C4 C3 H3A 109.2 . . ?
N2 C3 H3B 109.2 . . ?
C4 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
O1 C4 C3 106.4(2) . . ?
O1 C4 H4A 110.5 . . ?
C3 C4 H4A 110.5 . . ?
O1 C4 H4B 110.5 . . ?
C3 C4 H4B 110.5 . . ?
H4A C4 H4B 108.6 . . ?
O1 C5 C6 109.0(2) . . ?
O1 C5 H5A 109.9 . . ?
C6 C5 H5A 109.9 . . ?
O1 C5 H5B 109.9 . . ?
C6 C5 H5B 109.9 . . ?
H5A C5 H5B 108.3 . . ?
O2 C6 C5 107.6(2) . . ?
O2 C6 H6A 110.2 . . ?
C5 C6 H6A 110.2 . . ?
O2 C6 H6B 110.2 . . ?
C5 C6 H6B 110.2 . . ?
H6A C6 H6B 108.5 . . ?
O2 C7 C8 106.1(2) . . ?
O2 C7 H7A 110.5 . . ?
C8 C7 H7A 110.5 . . ?
O2 C7 H7B 110.5 . . ?
C8 C7 H7B 110.5 . . ?
H7A C7 H7B 108.7 . . ?
N3 C8 C7 112.1(2) . . ?
N3 C8 H8A 109.2 . . ?
C7 C8 H8A 109.2 . . ?
N3 C8 H8B 109.2 . . ?
C7 C8 H8B 109.2 . . ?
H8A C8 H8B 107.9 . . ?
N3 C9 C10 110.8(2) . . ?
N3 C9 H9A 109.5 . . ?
C10 C9 H9A 109.5 . . ?
N3 C9 H9B 109.5 . . ?
C10 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?
N1 C10 C11 121.9(3) . . ?
N1 C10 C9 116.4(2) . . ?
C11 C10 C9 121.6(2) . . ?
C10 C11 C12 118.7(3) . . ?
C10 C11 H11A 120.6 . . ?
C12 C11 H11A 120.6 . . ?
C11 C12 C13 119.2(3) . . ?
C11 C12 H12A 120.4 . . ?
C13 C12 H12A 120.4 . . ?
C1 C13 C12 118.6(3) . . ?
C1 C13 H13A 120.7 . . ?
C12 C13 H13A 120.7 . . ?
N2 C14 C15 115.2(2) . . ?
N2 C14 H14A 108.5 . . ?
C15 C14 H14A 108.5 . . ?
N2 C14 H14B 108.5 . . ?
C15 C14 H14B 108.5 . . ?
H14A C14 H14B 107.5 . . ?
N4 C15 C16 123.5(3) . . ?
N4 C15 C14 116.7(2) . . ?
C16 C15 C14 119.6(3) . . ?
C15 C16 C17 119.0(3) . . ?
C15 C16 H16A 120.5 . . ?
C17 C16 H16A 120.5 . . ?
C18 C17 C16 118.4(3) . . ?
C18 C17 H17A 120.8 . . ?
C16 C17 H17A 120.8 . . ?
C17 C18 C19 119.4(3) . . ?
C17 C18 H18A 120.3 . . ?
C19 C18 H18A 120.3 . . ?
N4 C19 C18 123.2(3) . . ?
N4 C19 H19A 118.4 . . ?
C18 C19 H19A 118.4 . . ?
N3 C20 C21 113.1(2) . . ?
N3 C20 H20A 109.0 . . ?
C21 C20 H20A 109.0 . . ?
N3 C20 H20B 109.0 . . ?
C21 C20 H20B 109.0 . . ?
H20A C20 H20B 107.8 . . ?
N5 C21 C25 122.0(3) . . ?
N5 C21 C20 117.7(2) . . ?
C25 C21 C20 120.1(2) . . ?
N5 C22 C23 123.0(3) . . ?
N5 C22 H22A 118.5 . . ?
C23 C22 H22A 118.5 . . ?
C22 C23 C24 118.5(3) . . ?
C22 C23 H23A 120.8 . . ?
C24 C23 H23A 120.8 . . ?
C25 C24 C23 119.2(3) . . ?
C25 C24 H24A 120.4 . . ?
C23 C24 H24A 120.4 . . ?
C24 C25 C21 119.2(3) . . ?
C24 C25 H25A 120.4 . . ?
C21 C25 H25A 120.4 . . ?

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
C2 H2B O8 0.99 2.59 3.495(4) 152.3 .
C3 H3A N8 0.99 2.45 3.325(4) 147.6 2_665
C3 H3A O10 0.99 2.63 3.566(4) 158.0 2_665
C3 H3A O12 0.99 2.62 3.223(3) 119.7 2_665
C3 H3B O12 0.99 2.35 3.210(3) 145.0 .
C4 H4B O12 0.99 2.44 3.047(4) 119.0 2_665
C5 H5B O4 0.99 2.39 2.952(3) 115.0 .
C6 H6A O9 0.99 2.49 3.351(4) 145.6 3_564
C6 H6B O7 0.99 2.63 3.272(4) 122.7 .
C8 H8A O5 0.99 2.56 3.354(3) 136.9 2_655
C8 H8B O9 0.99 2.63 3.483(4) 144.3 .
C9 H9A O6 0.99 2.58 3.525(4) 159.1 2_655
C9 H9B O10 0.99 2.34 3.197(3) 144.6 1_545
C11 H11A O11 0.95 2.51 3.150(4) 124.7 2_655
C13 H13A O5 0.95 2.54 3.315(4) 139.0 4_565
C14 H14A O8 0.99 2.57 3.429(4) 145.0 3_464
C16 H16A O7 0.95 2.60 3.493(4) 156.4 1_455
C19 H19A N5 0.95 2.54 3.156(4) 122.5 .
C19 H19A O10 0.95 2.62 3.181(3) 118.6 1_545
C22 H22A O3 0.95 2.55 3.143(3) 120.3 .
C22 H22A O7 0.95 2.60 3.440(4) 147.4 3_464
C23 H23A O8 0.95 2.66 3.357(4) 130.8 4_564
O3 H3W O8 0.830(14) 1.870(18) 2.660(3) 158(3) 3_464
O3 H3W N7 0.830(14) 2.699(15) 3.528(3) 176(3) 3_464
O3 H3V O12 0.822(14) 2.04(2) 2.746(3) 143(3) .

_refine_diff_density_max         0.184
_refine_diff_density_min         -0.632
_refine_diff_density_rms         0.069

