# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

####################################################################### 
# 
# 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_1-Eu
_database_code_depnum_ccdc_archive 'CCDC 1815279'
_audit_update_record             
;
2018-03-05 deposited with the CCDC.
2018-03-27 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            'C14 H13 Eu N2 O11'
_chemical_formula_weight         537.22

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'
'-x, -y, -z'

_cell_length_a                   7.6493(16)
_cell_length_b                   10.071(2)
_cell_length_c                   11.830(3)
_cell_angle_alpha                106.526(3)
_cell_angle_beta                 101.205(3)
_cell_angle_gamma                101.095(3)
_cell_volume                     826.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3104
_cell_measurement_theta_min      3.08
_cell_measurement_theta_max      28.11

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.158
_exptl_crystal_F_000             524
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    3.862
_shelx_estimated_absorpt_T_min   0.614
_shelx_estimated_absorpt_T_max   0.699
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6139
_exptl_absorpt_correction_T_max  0.6987
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4462
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_av_R_equivalents  0.0176
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.862
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measured_fraction_theta_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_point_group_measured_fraction_full 0.971
_reflns_number_total             3162
_reflns_number_gt                2895
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1991P)²+0.8823P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3162
_refine_ls_number_parameters     254
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0620
_refine_ls_R_factor_gt           0.0472
_refine_ls_wR_factor_ref         0.2192
_refine_ls_wR_factor_gt          0.1375
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_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_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
Eu1 Eu 1.32091(5) 0.38089(4) 1.26502(3) 0.0170(3) Uani 1 1 d . . . . .
O1 O 1.0810(10) 0.4531(8) 1.1571(7) 0.0295(16) Uani 1 1 d . . . . .
O2 O 0.8457(10) 0.5450(8) 1.1172(7) 0.0282(16) Uani 1 1 d . . . . .
O5 O -0.0105(11) -0.3216(8) 0.4270(7) 0.0368(19) Uani 1 1 d . . . . .
O6 O 0.0516(11) -0.2232(8) 0.2877(6) 0.0310(17) Uani 1 1 d . . . . .
H6 H -0.0358 -0.2899 0.2417 0.046 Uiso 1 1 calc R U . . .
O4 O 0.5412(12) -0.1822(8) 0.8142(8) 0.0386(19) Uani 1 1 d . . . . .
O2W O 1.0700(12) 0.3958(10) 1.3709(8) 0.041(2) Uani 1 1 d . . . . .
H2WA H 1.0756 0.4834 1.4060 0.062 Uiso 1 1 d R U . . .
H2WB H 1.0835 0.3541 1.4239 0.062 Uiso 1 1 d R U . . .
O3W O 1.6631(11) 0.4517(9) 1.3087(9) 0.043(2) Uani 1 1 d . . . . .
H3WA H 1.7031 0.5000 1.3845 0.064 Uiso 1 1 d R U . . .
H3WB H 1.6879 0.5103 1.2710 0.064 Uiso 1 1 d R U . . .
O8 O 0.5934(12) 0.3811(8) 0.6064(7) 0.0330(19) Uani 1 1 d . . . . .
O7 O 0.3907(11) 0.2950(8) 0.4243(7) 0.0336(18) Uani 1 1 d . . . . .
N1 N 0.5709(11) 0.1255(8) 0.9120(7) 0.0190(16) Uani 1 1 d . U . . .
N2 N 0.6256(13) 0.2674(9) 0.9768(8) 0.0240(18) Uani 1 1 d . . . . .
C1 C 0.9180(12) 0.4369(9) 1.1010(8) 0.0156(17) Uani 1 1 d . . . . .
C4 C 0.7121(15) 0.0662(11) 0.9027(8) 0.025(2) Uani 1 1 d . . . . .
C3 C 0.8697(15) 0.1747(11) 0.9688(9) 0.027(2) Uani 1 1 d . . . . .
H3 H 0.9917 0.1697 0.9803 0.032 Uiso 1 1 calc R U . . .
C6 C 0.3721(13) 0.0626(13) 0.8453(9) 0.028(2) Uani 1 1 d . . . . .
H6A H 0.3005 0.1231 0.8832 0.034 Uiso 1 1 calc R U . . .
H6B H 0.3314 -0.0313 0.8526 0.034 Uiso 1 1 calc R U . . .
C7 C 0.3346(15) 0.0475(12) 0.7103(8) 0.026(2) Uani 1 1 d . . . . .
C8 C 0.2254(15) -0.0758(11) 0.6182(11) 0.029(2) Uani 1 1 d . . . . .
H8 H 0.1753 -0.1552 0.6381 0.035 Uiso 1 1 calc R U . . .
C12 C 0.4151(14) 0.1616(10) 0.6786(9) 0.0208(19) Uani 1 1 d . . . . .
H12 H 0.4936 0.2434 0.7398 0.025 Uiso 1 1 calc R U . . .
C10 C 0.2662(13) 0.0320(11) 0.4667(9) 0.0193(19) Uani 1 1 d . . . . .
H10 H 0.2411 0.0267 0.3852 0.023 Uiso 1 1 calc R U . . .
C13 C 0.0667(14) -0.2209(10) 0.3998(9) 0.021(2) Uani 1 1 d . . . . .
C11 C 0.3821(12) 0.1576(10) 0.5571(9) 0.0198(18) Uani 1 1 d . . . . .
C14 C 0.4593(13) 0.2880(11) 0.5279(9) 0.0225(19) Uani 1 1 d . . . . .
C5 C 0.6966(16) -0.0922(12) 0.8454(9) 0.028(2) Uani 1 1 d . . . . .
O3 O 0.8452(12) -0.1244(9) 0.8363(8) 0.038(2) Uani 1 1 d . . . . .
C2 C 0.8042(14) 0.2942(11) 1.0147(9) 0.023(2) Uani 1 1 d . . . . .
C9 C 0.1892(13) -0.0835(11) 0.4971(10) 0.025(2) Uani 1 1 d . . . . .
O1W O 1.3808(13) 0.4062(12) 1.0777(8) 0.046(2) Uani 1 1 d . . . . .
H1WA H 1.2788 0.3874 1.0248 0.069 Uiso 1 1 d R U . . .
H1WB H 1.4425 0.3482 1.0510 0.069 Uiso 1 1 d R 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
Eu1 O7 2.302(7) 1_656 ?
Eu1 O8 2.329(7) 2_767 ?
Eu1 O1 2.378(7) . ?
Eu1 O1W 2.420(8) . ?
Eu1 O3 2.471(9) 2_757 ?
Eu1 O4 2.475(8) 2_757 ?
Eu1 O3W 2.485(8) . ?
Eu1 O2W 2.492(8) . ?
Eu1 C5 2.793(11) 2_757 ?
Eu1 H1WA 2.8179 . ?
Eu1 H1WB 2.8187 . ?
O1 C1 1.249(12) . ?
O2 C1 1.297(11) . ?
O5 C13 1.229(13) . ?
O6 C13 1.301(12) . ?
O6 H6 0.8200 . ?
O4 C5 1.263(14) . ?
O4 Eu1 2.475(8) 2_757 ?
O2W H2WA 0.8500 . ?
O2W H2WB 0.8501 . ?
O3W H3WA 0.8500 . ?
O3W H3WB 0.8500 . ?
O8 C14 1.248(13) . ?
O8 Eu1 2.329(7) 2_767 ?
O7 C14 1.263(12) . ?
O7 Eu1 2.302(7) 1_454 ?
N1 C4 1.339(14) . ?
N1 N2 1.352(12) . ?
N1 C6 1.488(11) . ?
N2 C2 1.301(14) . ?
C1 C2 1.485(13) . ?
C4 C3 1.378(15) . ?
C4 C5 1.516(14) . ?
C3 C2 1.400(14) . ?
C3 H3 0.9300 . ?
C6 C7 1.525(13) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C12 1.379(15) . ?
C7 C8 1.380(15) . ?
C8 C9 1.382(17) . ?
C8 H8 0.9300 . ?
C12 C11 1.398(14) . ?
C12 H12 0.9300 . ?
C10 C9 1.373(15) . ?
C10 C11 1.400(13) . ?
C10 H10 0.9300 . ?
C13 C9 1.515(13) . ?
C11 C14 1.494(13) . ?
C5 O3 1.256(15) . ?
C5 Eu1 2.793(11) 2_757 ?
O3 Eu1 2.471(8) 2_757 ?
O1W H1WA 0.8500 . ?
O1W H1WB 0.8500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O7 Eu1 O8 93.2(3) 1_656 2_767 ?
O7 Eu1 O1 141.6(3) 1_656 . ?
O8 Eu1 O1 83.6(3) 2_767 . ?
O7 Eu1 O1W 148.0(3) 1_656 . ?
O8 Eu1 O1W 101.8(4) 2_767 . ?
O1 Eu1 O1W 68.9(3) . . ?
O7 Eu1 O3 79.6(3) 1_656 2_757 ?
O8 Eu1 O3 162.0(4) 2_767 2_757 ?
O1 Eu1 O3 91.8(3) . 2_757 ?
O1W Eu1 O3 92.7(4) . 2_757 ?
O7 Eu1 O4 75.1(3) 1_656 2_757 ?
O8 Eu1 O4 140.6(3) 2_767 2_757 ?
O1 Eu1 O4 128.4(3) . 2_757 ?
O1W Eu1 O4 75.3(3) . 2_757 ?
O3 Eu1 O4 53.6(3) 2_757 2_757 ?
O7 Eu1 O3W 81.5(3) 1_656 . ?
O8 Eu1 O3W 75.9(3) 2_767 . ?
O1 Eu1 O3W 133.6(3) . . ?
O1W Eu1 O3W 75.2(3) . . ?
O3 Eu1 O3W 118.7(3) 2_757 . ?
O4 Eu1 O3W 65.3(3) 2_757 . ?
O7 Eu1 O2W 73.1(3) 1_656 . ?
O8 Eu1 O2W 76.4(3) 2_767 . ?
O1 Eu1 O2W 69.0(3) . . ?
O1W Eu1 O2W 137.8(3) . . ?
O3 Eu1 O2W 85.7(3) 2_757 . ?
O4 Eu1 O2W 131.9(3) 2_757 . ?
O3W Eu1 O2W 140.9(3) . . ?
O7 Eu1 C5 74.9(3) 1_656 2_757 ?
O8 Eu1 C5 164.3(3) 2_767 2_757 ?
O1 Eu1 C5 112.1(3) . 2_757 ?
O1W Eu1 C5 84.3(3) . 2_757 ?
O3 Eu1 C5 26.7(3) 2_757 2_757 ?
O4 Eu1 C5 26.9(3) 2_757 2_757 ?
O3W Eu1 C5 92.0(3) . 2_757 ?
O2W Eu1 C5 108.8(3) . 2_757 ?
O7 Eu1 H1WA 156.9 1_656 . ?
O8 Eu1 H1WA 106.6 2_767 . ?
O1 Eu1 H1WA 54.9 . . ?
O1W Eu1 H1WA 16.5 . . ?
O3 Eu1 H1WA 84.6 2_757 . ?
O4 Eu1 H1WA 81.9 2_757 . ?
O3W Eu1 H1WA 91.7 . . ?
O2W Eu1 H1WA 122.6 . . ?
C5 Eu1 H1WA 83.4 2_757 . ?
O7 Eu1 H1WB 131.8 1_656 . ?
O8 Eu1 H1WB 112.4 2_767 . ?
O1 Eu1 H1WB 83.4 . . ?
O1W Eu1 H1WB 16.5 . . ?
O3 Eu1 H1WB 84.2 2_757 . ?
O4 Eu1 H1WB 59.0 2_757 . ?
O3W Eu1 H1WB 67.4 . . ?
O2W Eu1 H1WB 150.2 . . ?
C5 Eu1 H1WB 70.7 2_757 . ?
H1WA Eu1 H1WB 28.5 . . ?
C1 O1 Eu1 153.8(7) . . ?
C13 O6 H6 109.5 . . ?
C5 O4 Eu1 90.7(7) . 2_757 ?
Eu1 O2W H2WA 109.5 . . ?
Eu1 O2W H2WB 109.2 . . ?
H2WA O2W H2WB 109.5 . . ?
Eu1 O3W H3WA 106.0 . . ?
Eu1 O3W H3WB 105.8 . . ?
H3WA O3W H3WB 106.3 . . ?
C14 O8 Eu1 141.7(8) . 2_767 ?
C14 O7 Eu1 162.0(7) . 1_454 ?
C4 N1 N2 113.1(8) . . ?
C4 N1 C6 128.6(9) . . ?
N2 N1 C6 117.5(9) . . ?
C2 N2 N1 103.9(8) . . ?
O1 C1 O2 120.4(8) . . ?
O1 C1 C2 120.7(8) . . ?
O2 C1 C2 118.9(8) . . ?
N1 C4 C3 105.9(9) . . ?
N1 C4 C5 125.9(9) . . ?
C3 C4 C5 127.7(10) . . ?
C4 C3 C2 104.2(9) . . ?
C4 C3 H3 127.9 . . ?
C2 C3 H3 127.9 . . ?
N1 C6 C7 112.7(8) . . ?
N1 C6 H6A 109.1 . . ?
C7 C6 H6A 109.1 . . ?
N1 C6 H6B 109.1 . . ?
C7 C6 H6B 109.1 . . ?
H6A C6 H6B 107.8 . . ?
C12 C7 C8 118.6(9) . . ?
C12 C7 C6 118.5(9) . . ?
C8 C7 C6 122.9(10) . . ?
C7 C8 C9 121.2(10) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 H8 119.4 . . ?
C7 C12 C11 121.8(9) . . ?
C7 C12 H12 119.1 . . ?
C11 C12 H12 119.1 . . ?
C9 C10 C11 120.7(9) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
O5 C13 O6 123.6(9) . . ?
O5 C13 C9 121.3(9) . . ?
O6 C13 C9 115.1(8) . . ?
C12 C11 C10 117.8(9) . . ?
C12 C11 C14 120.0(8) . . ?
C10 C11 C14 122.0(9) . . ?
O8 C14 O7 124.0(9) . . ?
O8 C14 C11 117.4(8) . . ?
O7 C14 C11 118.5(9) . . ?
O3 C5 O4 124.5(11) . . ?
O3 C5 C4 116.0(10) . . ?
O4 C5 C4 119.5(10) . . ?
O3 C5 Eu1 62.2(6) . 2_757 ?
O4 C5 Eu1 62.4(6) . 2_757 ?
C4 C5 Eu1 177.6(8) . 2_757 ?
C5 O3 Eu1 91.1(7) . 2_757 ?
N2 C2 C3 112.7(9) . . ?
N2 C2 C1 121.3(9) . . ?
C3 C2 C1 126.0(9) . . ?
C10 C9 C8 119.8(9) . . ?
C10 C9 C13 121.1(10) . . ?
C8 C9 C13 119.0(9) . . ?
Eu1 O1W H1WA 109.3 . . ?
Eu1 O1W H1WB 109.4 . . ?
H1WA O1W H1WB 109.5 . . ?

_refine_diff_density_max         2.035
_refine_diff_density_min         -2.981
_refine_diff_density_rms         0.519

####################################################################### 
# 
# 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_1-Dy
_database_code_depnum_ccdc_archive 'CCDC 1815281'
_audit_update_record             
;
2018-03-05 deposited with the CCDC.
2018-03-27 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            'C14 H13 Dy N2 O11'
_chemical_formula_weight         547.76

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'
'-x, -y, -z'

_cell_length_a                   7.620(2)
_cell_length_b                   9.981(3)
_cell_length_c                   11.786(3)
_cell_angle_alpha                106.506(4)
_cell_angle_beta                 101.369(4)
_cell_angle_gamma                100.510(4)
_cell_volume                     815.0(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3202
_cell_measurement_theta_min      2.82
_cell_measurement_theta_max      28.22

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.232
_exptl_crystal_F_000             530
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    4.654
_shelx_estimated_absorpt_T_min   0.542
_shelx_estimated_absorpt_T_max   0.629
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5420
_exptl_absorpt_correction_T_max  0.6285
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4364
_diffrn_reflns_av_unetI/netI     0.0348
_diffrn_reflns_av_R_equivalents  0.0153
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.200
_diffrn_reflns_theta_max         25.994
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measured_fraction_theta_full 0.967
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_Laue_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_point_group_measured_fraction_full 0.967
_reflns_number_total             3099
_reflns_number_gt                2907
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0201P)²+11.0048P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3099
_refine_ls_number_parameters     254
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0370
_refine_ls_R_factor_gt           0.0305
_refine_ls_wR_factor_ref         0.1062
_refine_ls_wR_factor_gt          0.0748
_refine_ls_goodness_of_fit_ref   1.251
_refine_ls_restrained_S_all      1.251
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.32192(5) 0.88161(4) -0.23386(3) 0.01684(13) Uani 1 1 d . . . . .
N1 N 0.5684(9) 0.6239(7) 0.4119(6) 0.0211(14) Uani 1 1 d . . . . .
N2 N 0.6262(9) 0.7694(7) 0.4792(6) 0.0204(14) Uani 1 1 d . . . . .
O1 O 0.3965(10) 0.7978(7) -0.0744(6) 0.0354(15) Uani 1 1 d . . . . .
O1W O 0.6586(9) 0.9515(8) -0.1881(7) 0.0441(18) Uani 1 1 d . . . . .
H1W2 H 0.6913 0.9254 -0.2543 0.066 Uiso 1 1 d R U . . .
H1W1 H 0.6973 1.0426 -0.1547 0.066 Uiso 1 1 d R U . . .
O2W O 0.0719(9) 0.8918(7) -0.1330(6) 0.0358(15) Uani 1 1 d . . . . .
H2W1 H 0.0765 0.9796 -0.0963 0.054 Uiso 1 1 d R U . . .
H2W2 H 0.0838 0.8476 -0.0811 0.054 Uiso 1 1 d R U . . .
O2 O 0.5944(9) 0.8856(6) 0.1100(5) 0.0296(14) Uani 1 1 d . . . . .
O3W O 0.3841(9) 0.9091(9) -0.4151(6) 0.0432(18) Uani 1 1 d . . . . .
H3W1 H 0.2814 0.8846 -0.4690 0.065 Uiso 1 1 d R U . . .
H3W2 H 0.4569 0.8657 -0.4480 0.065 Uiso 1 1 d R U . . .
O3 O 0.0494(10) 0.2800(6) -0.2139(5) 0.0336(15) Uani 1 1 d . . . . .
H3A H -0.0279 0.2065 -0.2604 0.050 Uiso 1 1 calc R U . . .
O4 O -0.0079(9) 0.1786(6) -0.0726(5) 0.0301(14) Uani 1 1 d . . . . .
O5 O 0.8490(8) 1.0466(6) 0.6179(6) 0.0295(14) Uani 1 1 d . . . . .
O6 O 1.0862(8) 0.9489(6) 0.6581(5) 0.0266(13) Uani 1 1 d . . . . .
O7 O 0.8442(9) 0.3717(6) 0.3305(7) 0.0374(16) Uani 1 1 d . . . . .
O8 O 0.5457(10) 0.3204(6) 0.3136(7) 0.0388(16) Uani 1 1 d . . . . .
C1 C 0.4632(10) 0.7875(8) 0.0267(7) 0.0188(15) Uani 1 1 d . . . . .
C2 C 0.3814(10) 0.6586(8) 0.0567(7) 0.0167(15) Uani 1 1 d . . . . .
C3 C 0.2659(10) 0.5342(8) -0.0335(7) 0.0195(15) Uani 1 1 d . . . . .
H3 H 0.2395 0.5293 -0.1153 0.023 Uiso 1 1 calc R U . . .
C4 C 0.1908(10) 0.4184(8) -0.0021(7) 0.0196(15) Uani 1 1 d . . . . .
C5 C 0.2255(11) 0.4250(9) 0.1201(7) 0.0234(17) Uani 1 1 d . . . . .
H5 H 0.1734 0.3456 0.1397 0.028 Uiso 1 1 calc R U . . .
C6 C 0.3398(11) 0.5518(8) 0.2153(8) 0.0217(16) Uani 1 1 d . . . . .
C7 C 0.4196(11) 0.6679(8) 0.1825(7) 0.0217(16) Uani 1 1 d . . . . .
H7 H 0.4975 0.7511 0.2427 0.026 Uiso 1 1 calc R U . . .
C8 C 0.0689(10) 0.2819(8) -0.0976(7) 0.0203(16) Uani 1 1 d . . . . .
C9 C 0.3698(12) 0.5611(9) 0.3453(8) 0.0253(17) Uani 1 1 d . . . . .
H9A H 0.3300 0.4653 0.3502 0.030 Uiso 1 1 calc R U . . .
H9B H 0.2963 0.6208 0.3835 0.030 Uiso 1 1 calc R U . . .
C10 C 0.8112(11) 0.7976(8) 0.5181(7) 0.0181(15) Uani 1 1 d . . . . .
C11 C 0.8723(12) 0.6716(9) 0.4677(8) 0.0250(17) Uani 1 1 d . . . . .
H11 H 0.9940 0.6647 0.4767 0.030 Uiso 1 1 calc R U . . .
C12 C 0.7178(12) 0.5649(9) 0.4044(7) 0.0253(18) Uani 1 1 d . . . . .
C13 C 0.9212(10) 0.9394(8) 0.6016(7) 0.0176(15) Uani 1 1 d . . . . .
C14 C 0.6962(12) 0.4089(9) 0.3441(7) 0.0248(18) Uani 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
Dy1 O2 2.259(6) 2_675 ?
Dy1 O1 2.280(6) . ?
Dy1 O6 2.308(5) 1_454 ?
Dy1 O3W 2.355(6) . ?
Dy1 O7 2.433(6) 2_665 ?
Dy1 O2W 2.439(6) . ?
Dy1 O1W 2.439(6) . ?
Dy1 O8 2.451(6) 2_665 ?
Dy1 C14 2.785(8) 2_665 ?
N1 C12 1.380(11) . ?
N1 N2 1.381(9) . ?
N1 C9 1.485(10) . ?
N2 C10 1.343(10) . ?
O1 C1 1.240(10) . ?
O1W H1W2 0.8499 . ?
O1W H1W1 0.8500 . ?
O2W H2W1 0.8500 . ?
O2W H2W2 0.8500 . ?
O2 C1 1.278(9) . ?
O2 Dy1 2.259(6) 2_675 ?
O3W H3W1 0.8499 . ?
O3W H3W2 0.8500 . ?
O3 C8 1.343(10) . ?
O3 H3A 0.8200 . ?
O4 C8 1.230(9) . ?
O5 C13 1.274(9) . ?
O6 C13 1.274(9) . ?
O6 Dy1 2.308(5) 1_656 ?
O7 C14 1.275(11) . ?
O7 Dy1 2.433(6) 2_665 ?
O8 C14 1.230(11) . ?
O8 Dy1 2.451(6) 2_665 ?
C1 C2 1.491(10) . ?
C2 C3 1.389(10) . ?
C2 C7 1.426(10) . ?
C3 C4 1.373(11) . ?
C3 H3 0.9300 . ?
C4 C5 1.393(11) . ?
C4 C8 1.497(10) . ?
C5 C6 1.423(11) . ?
C5 H5 0.9300 . ?
C6 C7 1.396(10) . ?
C6 C9 1.477(11) . ?
C7 H7 0.9300 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.431(10) . ?
C10 C13 1.458(10) . ?
C11 C12 1.350(12) . ?
C11 H11 0.9300 . ?
C12 C14 1.479(11) . ?
C14 Dy1 2.785(8) 2_665 ?

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
O2 Dy1 O1 93.0(2) 2_675 . ?
O2 Dy1 O6 84.7(2) 2_675 1_454 ?
O1 Dy1 O6 142.5(2) . 1_454 ?
O2 Dy1 O3W 100.7(3) 2_675 . ?
O1 Dy1 O3W 147.3(2) . . ?
O6 Dy1 O3W 68.9(2) 1_454 . ?
O2 Dy1 O7 161.3(2) 2_675 2_665 ?
O1 Dy1 O7 79.6(2) . 2_665 ?
O6 Dy1 O7 90.7(2) 1_454 2_665 ?
O3W Dy1 O7 94.5(3) . 2_665 ?
O2 Dy1 O2W 78.2(2) 2_675 . ?
O1 Dy1 O2W 73.6(2) . . ?
O6 Dy1 O2W 69.2(2) 1_454 . ?
O3W Dy1 O2W 138.1(2) . . ?
O7 Dy1 O2W 83.2(2) 2_665 . ?
O2 Dy1 O1W 75.0(2) 2_675 . ?
O1 Dy1 O1W 80.1(3) . . ?
O6 Dy1 O1W 134.3(2) 1_454 . ?
O3W Dy1 O1W 75.1(3) . . ?
O7 Dy1 O1W 119.9(2) 2_665 . ?
O2W Dy1 O1W 141.1(2) . . ?
O2 Dy1 O8 141.3(2) 2_675 2_665 ?
O1 Dy1 O8 75.0(2) . 2_665 ?
O6 Dy1 O8 126.8(2) 1_454 2_665 ?
O3W Dy1 O8 75.8(2) . 2_665 ?
O7 Dy1 O8 53.4(2) 2_665 2_665 ?
O2W Dy1 O8 130.0(2) . 2_665 ?
O1W Dy1 O8 66.8(2) . 2_665 ?
O2 Dy1 C14 164.5(2) 2_675 2_665 ?
O1 Dy1 C14 75.2(2) . 2_665 ?
O6 Dy1 C14 110.7(2) 1_454 2_665 ?
O3W Dy1 C14 84.9(3) . 2_665 ?
O7 Dy1 C14 27.2(2) 2_665 2_665 ?
O2W Dy1 C14 107.3(2) . 2_665 ?
O1W Dy1 C14 92.8(3) . 2_665 ?
O8 Dy1 C14 26.2(2) 2_665 2_665 ?
C12 N1 N2 110.9(6) . . ?
C12 N1 C9 129.8(7) . . ?
N2 N1 C9 118.5(6) . . ?
C10 N2 N1 105.2(6) . . ?
C1 O1 Dy1 164.0(6) . . ?
Dy1 O1W H1W2 109.4 . . ?
Dy1 O1W H1W1 109.5 . . ?
H1W2 O1W H1W1 109.5 . . ?
Dy1 O2W H2W1 109.3 . . ?
Dy1 O2W H2W2 109.6 . . ?
H2W1 O2W H2W2 109.5 . . ?
C1 O2 Dy1 144.3(6) . 2_675 ?
Dy1 O3W H3W1 107.8 . . ?
Dy1 O3W H3W2 120.7 . . ?
H3W1 O3W H3W2 107.3 . . ?
C8 O3 H3A 109.5 . . ?
C13 O6 Dy1 157.0(5) . 1_656 ?
C14 O7 Dy1 92.0(5) . 2_665 ?
C14 O8 Dy1 92.3(5) . 2_665 ?
O1 C1 O2 123.2(7) . . ?
O1 C1 C2 119.2(7) . . ?
O2 C1 C2 117.5(6) . . ?
C3 C2 C7 120.3(7) . . ?
C3 C2 C1 121.7(7) . . ?
C7 C2 C1 118.0(6) . . ?
C4 C3 C2 120.0(7) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 120.8(7) . . ?
C3 C4 C8 121.3(7) . . ?
C5 C4 C8 118.0(7) . . ?
C4 C5 C6 120.7(7) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C7 C6 C5 118.2(7) . . ?
C7 C6 C9 121.1(7) . . ?
C5 C6 C9 120.7(7) . . ?
C6 C7 C2 119.9(7) . . ?
C6 C7 H7 120.0 . . ?
C2 C7 H7 120.0 . . ?
O4 C8 O3 122.0(7) . . ?
O4 C8 C4 123.1(7) . . ?
O3 C8 C4 114.9(7) . . ?
C6 C9 N1 110.5(7) . . ?
C6 C9 H9A 109.5 . . ?
N1 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?
N2 C10 C11 110.2(7) . . ?
N2 C10 C13 121.1(7) . . ?
C11 C10 C13 128.7(7) . . ?
C12 C11 C10 106.2(7) . . ?
C12 C11 H11 126.9 . . ?
C10 C11 H11 126.9 . . ?
C11 C12 N1 107.4(7) . . ?
C11 C12 C14 129.9(8) . . ?
N1 C12 C14 122.5(8) . . ?
O5 C13 O6 122.9(7) . . ?
O5 C13 C10 119.7(7) . . ?
O6 C13 C10 117.4(7) . . ?
O8 C14 O7 122.3(8) . . ?
O8 C14 C12 121.7(8) . . ?
O7 C14 C12 115.9(8) . . ?
O8 C14 Dy1 61.5(4) . 2_665 ?
O7 C14 Dy1 60.8(4) . 2_665 ?
C12 C14 Dy1 176.7(6) . 2_665 ?

_refine_diff_density_max         1.179
_refine_diff_density_min         -1.070
_refine_diff_density_rms         0.267

####################################################################### 
# 
# 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_1-Tb
_database_code_depnum_ccdc_archive 'CCDC 1815280'
_audit_update_record             
;
2018-03-05 deposited with the CCDC.
2018-03-27 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            'C14 H13 N2 O11 Tb'
_chemical_formula_weight         544.18

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'
'-x, -y, -z'

_cell_length_a                   7.5917(10)
_cell_length_b                   9.9747(13)
_cell_length_c                   11.7640(15)
_cell_angle_alpha                106.537(2)
_cell_angle_beta                 101.239(2)
_cell_angle_gamma                100.824(2)
_cell_volume                     809.08(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4298
_cell_measurement_theta_min      2.83
_cell_measurement_theta_max      28.41

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.234
_exptl_crystal_F_000             528
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    4.441
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5190
_exptl_absorpt_correction_T_max  0.6408
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4291
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_av_R_equivalents  0.0142
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.872
_diffrn_reflns_theta_max         25.993
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measured_fraction_theta_full 0.965
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_Laue_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_point_group_measured_fraction_full 0.965
_reflns_number_total             3063
_reflns_number_gt                3004
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0402P)²+1.9939P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3063
_refine_ls_number_parameters     254
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0247
_refine_ls_R_factor_gt           0.0240
_refine_ls_wR_factor_ref         0.0738
_refine_ls_wR_factor_gt          0.0715
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_restrained_S_all      1.132
_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_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 0.32177(2) -0.11874(2) 0.26578(2) 0.01782(9) Uani 1 1 d . . . . .
O2 O -0.0834(4) 0.0497(4) -0.1572(3) 0.0272(7) Uani 1 1 d . . . . .
N1 N 0.4326(5) 0.3750(4) 0.0885(3) 0.0220(7) Uani 1 1 d . . . . .
O7 O 0.9498(6) 0.7194(4) 0.7116(3) 0.0340(8) Uani 1 1 d D . . . .
H7 H 0.9893 0.8026 0.7597 0.051 Uiso 1 1 calc R U . . .
O8 O 1.0099(5) 0.8229(3) 0.5753(3) 0.0313(7) Uani 1 1 d . . . . .
O1 O 0.1510(5) -0.0453(3) -0.1167(3) 0.0282(7) Uani 1 1 d . . . . .
O6 O 0.4058(5) 0.1154(3) 0.3914(3) 0.0337(8) Uani 1 1 d . . . . .
O5 O 0.6036(5) 0.2027(4) 0.5743(3) 0.0350(8) Uani 1 1 d . . . . .
O3 O 0.4571(5) 0.6797(4) 0.1863(4) 0.0368(8) Uani 1 1 d . . . . .
O4 O 0.1562(5) 0.6270(4) 0.1704(3) 0.0342(8) Uani 1 1 d . . . . .
O11 O 0.0716(6) -0.1070(4) 0.3682(4) 0.0389(9) Uani 1 1 d . . . . .
H11A H 0.0844 -0.1506 0.4205 0.058 Uiso 1 1 d R U . . .
H11B H 0.0766 -0.0190 0.4045 0.058 Uiso 1 1 d R U . . .
N2 N 0.3758(5) 0.2333(4) 0.0219(3) 0.0209(7) Uani 1 1 d . . . . .
O9 O 0.3833(6) -0.0931(5) 0.0818(4) 0.0457(11) Uani 1 1 d . . . . .
H9A H 0.3030 -0.0741 0.0317 0.055 Uiso 1 1 d R U . . .
H9B H 0.4857 -0.1029 0.0660 0.055 Uiso 1 1 d R U . . .
C1 C 0.0774(6) 0.0588(4) -0.1023(4) 0.0195(8) Uani 1 1 d . . . . .
C5 C 0.2992(7) 0.5901(5) 0.1557(4) 0.0291(10) Uani 1 1 d . . . . .
C3 C 0.1276(6) 0.3265(5) 0.0285(4) 0.0240(9) Uani 1 1 d . . . . .
H3 H 0.0054 0.3336 0.0156 0.029 Uiso 1 1 calc R U . . .
C2 C 0.1904(6) 0.2046(5) -0.0164(4) 0.0199(8) Uani 1 1 d . . . . .
C12 C 0.5824(6) 0.3348(5) 0.3208(4) 0.0237(9) Uani 1 1 d . . . . .
H12 H 0.5025 0.2522 0.2603 0.028 Uiso 1 1 calc R U . . .
C6 C 0.6289(6) 0.4384(5) 0.1543(4) 0.0249(9) Uani 1 1 d . . . . .
H6A H 0.6684 0.5339 0.1483 0.030 Uiso 1 1 calc R U . . .
H6B H 0.7028 0.3788 0.1162 0.030 Uiso 1 1 calc R U . . .
O10 O 0.6589(5) -0.0470(5) 0.3113(4) 0.0492(11) Uani 1 1 d . . . . .
H10A H 0.7236 -0.0024 0.3850 0.059 Uiso 1 1 d R U . . .
H10B H 0.7121 -0.0666 0.2536 0.059 Uiso 1 1 d R U . . .
C9 C 0.8110(6) 0.5835(4) 0.5030(4) 0.0215(8) Uani 1 1 d . . . . .
C11 C 0.6207(6) 0.3418(4) 0.4429(4) 0.0201(8) Uani 1 1 d . . . . .
C14 C 0.9320(6) 0.7205(5) 0.5995(4) 0.0231(9) Uani 1 1 d D . . . .
C7 C 0.6628(6) 0.4505(5) 0.2887(4) 0.0225(9) Uani 1 1 d . . . . .
C8 C 0.7758(6) 0.5766(5) 0.3798(4) 0.0236(9) Uani 1 1 d . . . . .
H8 H 0.8274 0.6557 0.3591 0.028 Uiso 1 1 calc R U . . .
C4 C 0.2859(7) 0.4339(5) 0.0961(4) 0.0244(9) Uani 1 1 d . . . . .
C13 C 0.5381(6) 0.2108(4) 0.4727(4) 0.0212(8) Uani 1 1 d . . . . .
C10 C 0.7339(6) 0.4655(5) 0.5348(4) 0.0212(8) Uani 1 1 d . . . . .
H10 H 0.7584 0.4699 0.6166 0.025 Uiso 1 1 calc R 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 O6 2.270(3) . ?
Tb1 O5 2.285(3) 2_656 ?
Tb1 O2 2.335(3) 2 ?
Tb1 O9 2.374(3) . ?
Tb1 O4 2.430(3) 1_545 ?
Tb1 O10 2.431(4) . ?
Tb1 O11 2.443(4) . ?
Tb1 O3 2.460(4) 1_545 ?
Tb1 C5 2.780(5) 1_545 ?
O2 C1 1.238(5) . ?
O2 Tb1 2.335(3) 2 ?
N1 N2 1.344(5) . ?
N1 C4 1.359(6) . ?
N1 C6 1.462(6) . ?
O7 C14 1.302(5) . ?
O7 H7 0.8200 . ?
O8 C14 1.216(6) . ?
O1 C1 1.254(5) . ?
O6 C13 1.256(5) . ?
O5 C13 1.233(6) . ?
O5 Tb1 2.285(3) 2_656 ?
O3 C5 1.269(6) . ?
O3 Tb1 2.460(4) 1_565 ?
O4 C5 1.237(6) . ?
O4 Tb1 2.430(3) 1_565 ?
O11 H11A 0.8501 . ?
O11 H11B 0.8499 . ?
N2 C2 1.339(6) . ?
O9 H9A 0.8500 . ?
O9 H9B 0.8501 . ?
C1 C2 1.493(6) . ?
C5 C4 1.491(6) . ?
C5 Tb1 2.780(5) 1_565 ?
C3 C4 1.372(6) . ?
C3 C2 1.391(6) . ?
C3 H3 0.9300 . ?
C12 C7 1.385(6) . ?
C12 C11 1.387(6) . ?
C12 H12 0.9300 . ?
C6 C7 1.517(6) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
O10 H10A 0.8500 . ?
O10 H10B 0.8500 . ?
C9 C10 1.395(6) . ?
C9 C8 1.400(6) . ?
C9 C14 1.496(6) . ?
C11 C10 1.382(6) . ?
C11 C13 1.505(6) . ?
C7 C8 1.392(6) . ?
C8 H8 0.9300 . ?
C10 H10 0.9300 . ?

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 O5 92.87(13) . 2_656 ?
O6 Tb1 O2 84.40(12) . 2 ?
O5 Tb1 O2 142.51(13) 2_656 2 ?
O6 Tb1 O9 101.48(15) . . ?
O5 Tb1 O9 147.23(13) 2_656 . ?
O2 Tb1 O9 68.93(12) 2 . ?
O6 Tb1 O4 160.97(14) . 1_545 ?
O5 Tb1 O4 79.12(13) 2_656 1_545 ?
O2 Tb1 O4 91.50(12) 2 1_545 ?
O9 Tb1 O4 94.29(15) . 1_545 ?
O6 Tb1 O10 75.02(14) . . ?
O5 Tb1 O10 80.34(15) 2_656 . ?
O2 Tb1 O10 133.83(14) 2 . ?
O9 Tb1 O10 75.27(15) . . ?
O4 Tb1 O10 119.83(14) 1_545 . ?
O6 Tb1 O11 77.42(14) . . ?
O5 Tb1 O11 73.68(14) 2_656 . ?
O2 Tb1 O11 69.22(13) 2 . ?
O9 Tb1 O11 138.03(13) . . ?
O4 Tb1 O11 83.74(13) 1_545 . ?
O10 Tb1 O11 140.76(15) . . ?
O6 Tb1 O3 141.06(13) . 1_545 ?
O5 Tb1 O3 74.91(14) 2_656 1_545 ?
O2 Tb1 O3 127.39(12) 2 1_545 ?
O9 Tb1 O3 75.47(13) . 1_545 ?
O4 Tb1 O3 53.55(12) 1_545 1_545 ?
O10 Tb1 O3 66.61(13) . 1_545 ?
O11 Tb1 O3 130.71(12) . 1_545 ?
O6 Tb1 C5 164.81(14) . 1_545 ?
O5 Tb1 C5 75.09(13) 2_656 1_545 ?
O2 Tb1 C5 110.79(13) 2 1_545 ?
O9 Tb1 C5 84.83(15) . 1_545 ?
O4 Tb1 C5 26.40(14) 1_545 1_545 ?
O10 Tb1 C5 93.57(15) . 1_545 ?
O11 Tb1 C5 107.19(14) . 1_545 ?
O3 Tb1 C5 27.16(14) 1_545 1_545 ?
C1 O2 Tb1 157.0(3) . 2 ?
N2 N1 C4 111.3(4) . . ?
N2 N1 C6 119.0(4) . . ?
C4 N1 C6 129.1(4) . . ?
C14 O7 H7 109.5 . . ?
C13 O6 Tb1 143.0(3) . . ?
C13 O5 Tb1 163.2(3) . 2_656 ?
C5 O3 Tb1 90.6(3) . 1_565 ?
C5 O4 Tb1 92.8(3) . 1_565 ?
Tb1 O11 H11A 109.2 . . ?
Tb1 O11 H11B 109.5 . . ?
H11A O11 H11B 109.5 . . ?
C2 N2 N1 105.2(4) . . ?
Tb1 O9 H9A 120.0 . . ?
Tb1 O9 H9B 120.0 . . ?
H9A O9 H9B 120.0 . . ?
O2 C1 O1 124.1(4) . . ?
O2 C1 C2 117.1(4) . . ?
O1 C1 C2 118.7(4) . . ?
O4 C5 O3 123.0(4) . . ?
O4 C5 C4 118.9(5) . . ?
O3 C5 C4 118.1(5) . . ?
O4 C5 Tb1 60.8(2) . 1_565 ?
O3 C5 Tb1 62.2(2) . 1_565 ?
C4 C5 Tb1 179.6(4) . 1_565 ?
C4 C3 C2 104.7(4) . . ?
C4 C3 H3 127.6 . . ?
C2 C3 H3 127.6 . . ?
N2 C2 C3 111.5(4) . . ?
N2 C2 C1 120.9(4) . . ?
C3 C2 C1 127.5(4) . . ?
C7 C12 C11 120.3(4) . . ?
C7 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
N1 C6 C7 111.4(4) . . ?
N1 C6 H6A 109.3 . . ?
C7 C6 H6A 109.3 . . ?
N1 C6 H6B 109.3 . . ?
C7 C6 H6B 109.3 . . ?
H6A C6 H6B 108.0 . . ?
Tb1 O10 H10A 120.0 . . ?
Tb1 O10 H10B 120.1 . . ?
H10A O10 H10B 120.0 . . ?
C10 C9 C8 120.6(4) . . ?
C10 C9 C14 120.8(4) . . ?
C8 C9 C14 118.5(4) . . ?
C10 C11 C12 120.8(4) . . ?
C10 C11 C13 120.8(4) . . ?
C12 C11 C13 118.4(4) . . ?
O8 C14 O7 122.9(4) . . ?
O8 C14 C9 122.9(4) . . ?
O7 C14 C9 114.2(4) . . ?
C12 C7 C8 119.9(4) . . ?
C12 C7 C6 119.8(4) . . ?
C8 C7 C6 120.3(4) . . ?
C7 C8 C9 119.4(4) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 H8 120.3 . . ?
N1 C4 C3 107.3(4) . . ?
N1 C4 C5 125.4(4) . . ?
C3 C4 C5 127.0(4) . . ?
O5 C13 O6 124.0(4) . . ?
O5 C13 C11 118.7(4) . . ?
O6 C13 C11 117.4(4) . . ?
C11 C10 C9 119.0(4) . . ?
C11 C10 H10 120.5 . . ?
C9 C10 H10 120.5 . . ?

_refine_diff_density_max         1.217
_refine_diff_density_min         -0.708
_refine_diff_density_rms         0.139

