# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_e3
_database_code_depnum_ccdc_archive 'CCDC 1571265'
_audit_update_record             
;
2017-11-21 deposited with the CCDC.
2017-12-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H12 Eu N3 O9.50'
_chemical_formula_weight         574.27

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   14.4292(9)
_cell_length_b                   8.3073(5)
_cell_length_c                   18.7340(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 123.961(3)
_cell_angle_gamma                90.00
_cell_volume                     1862.54(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6102
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      25.03

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.048
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1120
_exptl_absorpt_coefficient_mu    3.432
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.0838
_exptl_absorpt_correction_T_max  0.1106
_exptl_absorpt_process_details   SADABS-2014/2(Bruker,2004)

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Apex Duo'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            7660
_diffrn_reflns_av_R_equivalents  0.0162
_diffrn_reflns_av_sigmaI/netI    0.0206
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.19
_diffrn_reflns_theta_max         25.03
_reflns_number_total             3271
_reflns_number_gt                3211
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0000P)²+17.4360P] 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         3271
_refine_ls_number_parameters     301
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0294
_refine_ls_R_factor_gt           0.0289
_refine_ls_wR_factor_ref         0.0714
_refine_ls_wR_factor_gt          0.0712
_refine_ls_goodness_of_fit_ref   1.142
_refine_ls_restrained_S_all      1.142
_refine_ls_shift/su_max          0.030
_refine_ls_shift/su_mean         0.004

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Eu1 Eu 0.52538(2) 0.07331(3) 0.293388(15) 0.01197(9) Uani 1 1 d . . .
O4 O 0.4740(3) 0.2620(5) 0.3558(2) 0.0229(9) Uani 1 1 d . . .
O3 O 0.4017(3) 0.4927(5) 0.2861(2) 0.0244(9) Uani 1 1 d . . .
O2 O 0.4575(4) 0.1156(5) 0.6023(2) 0.0268(9) Uani 1 1 d . . .
O1 O 0.3989(3) 0.2939(5) 0.6570(2) 0.0261(9) Uani 1 1 d . . .
N3 N 0.1515(4) -0.1727(6) 0.2184(3) 0.0250(11) Uani 1 1 d . . .
N1 N -0.1709(6) -0.3257(8) 0.2389(6) 0.054(2) Uani 1 1 d . . .
N2 N 0.0635(4) -0.3511(6) 0.1130(3) 0.0271(11) Uani 1 1 d . . .
H2 H 0.0122 -0.4157 0.0762 0.033 Uiso 1 1 calc R . .
C3 C 0.3187(5) 0.4957(8) 0.5125(4) 0.0255(13) Uani 1 1 d . . .
H3 H 0.2969 0.5193 0.5496 0.031 Uiso 1 1 calc R . .
C8 C 0.4227(4) 0.3903(6) 0.3436(3) 0.0160(11) Uani 1 1 d . . .
C11 C 0.1616(4) -0.3173(7) 0.1213(4) 0.0216(12) Uani 1 1 d . . .
C2 C 0.2889(6) 0.5981(8) 0.4440(4) 0.0338(15) Uani 1 1 d . . .
H2A H 0.2475 0.6904 0.4355 0.041 Uiso 1 1 calc R . .
C5 C 0.4151(4) 0.2478(7) 0.5995(3) 0.0175(11) Uani 1 1 d . . .
C12 C 0.0616(5) -0.2641(7) 0.1735(4) 0.0274(13) Uani 1 1 d . . .
C6 C 0.4131(4) 0.3243(6) 0.4693(3) 0.0149(10) Uani 1 1 d . . .
H6 H 0.4546 0.2321 0.4776 0.018 Uiso 1 1 calc R . .
C16 C -0.0751(8) -0.2492(10) 0.2924(6) 0.057(2) Uani 1 1 d . . .
H16 H -0.0588 -0.2124 0.3451 0.068 Uiso 1 1 calc R . .
C4 C 0.3809(4) 0.3586(6) 0.5252(3) 0.0154(10) Uani 1 1 d . . .
C7 C 0.3837(4) 0.4270(7) 0.4012(3) 0.0170(11) Uani 1 1 d . . .
C13 C -0.0261(5) -0.2785(8) 0.1907(5) 0.0344(15) Uani 1 1 d . . .
C14 C -0.1273(5) -0.3510(9) 0.1352(5) 0.0436(18) Uani 1 1 d . . .
H14 H -0.1481 -0.3834 0.0806 0.052 Uiso 1 1 calc R . .
C15 C -0.1977(6) -0.3747(9) 0.1628(7) 0.055(2) Uani 1 1 d . . .
H15 H -0.2657 -0.4267 0.1265 0.066 Uiso 1 1 calc R . .
C17 C -0.0004(6) -0.2245(9) 0.2704(5) 0.0435(18) Uani 1 1 d . . .
H17 H 0.0669 -0.1721 0.3081 0.052 Uiso 1 1 calc R . .
C1 C 0.3209(5) 0.5628(8) 0.3887(4) 0.0274(13) Uani 1 1 d . . .
H1 H 0.3000 0.6309 0.3427 0.033 Uiso 1 1 calc R . .
O2W O 0.0292(15) 0.523(2) 0.4761(11) 0.046(5) Uani 0.25 1 d P . .
O1W O 0.1632(5) 0.2231(10) 0.0904(4) 0.0725(19) Uani 1 1 d G . .
H1WA H 0.1259 0.1591 0.0481 0.109 Uiso 1 1 d G . .
H1WB H 0.2305 0.2099 0.1062 0.109 Uiso 1 1 d G . .
C18 C 0.1872(5) -0.3946(8) 0.0619(3) 0.0256(13) Uani 1 1 d . . .
O6 O 0.3941(3) -0.1676(4) 0.2100(2) 0.0157(7) Uani 1 1 d . . .
O5 O 0.3307(3) 0.0197(5) 0.2536(3) 0.0233(9) Uani 1 1 d . . .
C9 C 0.3186(4) -0.1142(6) 0.2185(3) 0.0149(10) Uani 1 1 d . . .
C10 C 0.2146(4) -0.2051(6) 0.1863(4) 0.0193(11) Uani 1 1 d . . .
O7 O 0.2860(3) -0.4187(5) 0.0873(2) 0.0274(9) Uani 1 1 d . . .
O8A O 0.0991(13) -0.4023(14) -0.0138(9) 0.035(3) Uani 0.60 1 d P . .
O8B O 0.1125(18) -0.475(2) -0.0038(16) 0.044(5) Uani 0.40 1 d P . .


_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 O4 2.311(4) . ?
Eu1 O3 2.351(4) 2_645 ?
Eu1 O7 2.368(4) 2_655 ?
Eu1 O2 2.409(4) 3_656 ?
Eu1 O1 2.422(4) 4_565 ?
Eu1 O6 2.463(3) 2_655 ?
Eu1 O5 2.512(4) . ?
Eu1 O6 2.594(4) . ?
Eu1 C9 2.936(5) . ?
Eu1 C5 3.156(5) 3_656 ?
Eu1 Eu1 4.3706(3) 2_645 ?
Eu1 Eu1 4.3706(3) 2_655 ?
O4 C8 1.245(7) . ?
O3 C8 1.269(6) . ?
O3 Eu1 2.351(4) 2_655 ?
O2 C5 1.244(7) . ?
O2 Eu1 2.409(4) 3_656 ?
O1 C5 1.283(6) . ?
O1 Eu1 2.422(4) 4_566 ?
N3 C12 1.321(8) . ?
N3 C10 1.370(7) . ?
N1 C15 1.317(12) . ?
N1 C16 1.330(12) . ?
N2 C12 1.359(8) . ?
N2 C11 1.365(7) . ?
C3 C4 1.386(8) . ?
C3 C2 1.392(8) . ?
C8 C7 1.500(7) . ?
C11 C10 1.377(8) . ?
C11 C18 1.499(8) . ?
C2 C1 1.380(8) . ?
C5 C4 1.502(7) . ?
C5 Eu1 3.156(5) 3_656 ?
C12 C13 1.475(8) . ?
C6 C7 1.390(7) . ?
C6 C4 1.393(7) . ?
C16 C17 1.368(10) . ?
C7 C1 1.383(8) . ?
C13 C14 1.371(10) . ?
C13 C17 1.395(10) . ?
C14 C15 1.387(10) . ?
O2W O2W 1.58(5) 3_566 ?
C18 O7 1.241(7) . ?
C18 O8A 1.271(16) . ?
C18 O8B 1.28(2) . ?
O6 C9 1.266(6) . ?
O6 Eu1 2.463(3) 2_645 ?
O5 C9 1.254(6) . ?
C9 C10 1.475(7) . ?
O7 Eu1 2.368(4) 2_645 ?
O8A O8B 0.626(18) . ?

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
O4 Eu1 O3 153.81(14) . 2_645 ?
O4 Eu1 O7 91.59(14) . 2_655 ?
O3 Eu1 O7 85.45(14) 2_645 2_655 ?
O4 Eu1 O2 87.01(13) . 3_656 ?
O3 Eu1 O2 116.69(14) 2_645 3_656 ?
O7 Eu1 O2 73.12(14) 2_655 3_656 ?
O4 Eu1 O1 87.65(13) . 4_565 ?
O3 Eu1 O1 78.57(13) 2_645 4_565 ?
O7 Eu1 O1 140.74(14) 2_655 4_565 ?
O2 Eu1 O1 145.86(14) 3_656 4_565 ?
O4 Eu1 O6 73.12(12) . 2_655 ?
O3 Eu1 O6 81.26(13) 2_645 2_655 ?
O7 Eu1 O6 71.94(13) 2_655 2_655 ?
O2 Eu1 O6 138.93(13) 3_656 2_655 ?
O1 Eu1 O6 70.33(13) 4_565 2_655 ?
O4 Eu1 O5 69.42(13) . . ?
O3 Eu1 O5 125.76(13) 2_645 . ?
O7 Eu1 O5 142.18(13) 2_655 . ?
O2 Eu1 O5 73.49(14) 3_656 . ?
O1 Eu1 O5 73.07(13) 4_565 . ?
O6 Eu1 O5 127.79(12) 2_655 . ?
O4 Eu1 O6 119.70(12) . . ?
O3 Eu1 O6 80.41(12) 2_645 . ?
O7 Eu1 O6 131.10(13) 2_655 . ?
O2 Eu1 O6 72.27(12) 3_656 . ?
O1 Eu1 O6 81.35(13) 4_565 . ?
O6 Eu1 O6 148.75(4) 2_655 . ?
O5 Eu1 O6 50.60(11) . . ?
O4 Eu1 C9 94.25(14) . . ?
O3 Eu1 C9 103.97(14) 2_645 . ?
O7 Eu1 C9 142.27(14) 2_655 . ?
O2 Eu1 C9 70.01(14) 3_656 . ?
O1 Eu1 C9 76.81(14) 4_565 . ?
O6 Eu1 C9 145.02(13) 2_655 . ?
O5 Eu1 C9 25.11(13) . . ?
O6 Eu1 C9 25.53(12) . . ?
O4 Eu1 C5 107.57(13) . 3_656 ?
O3 Eu1 C5 95.92(14) 2_645 3_656 ?
O7 Eu1 C5 70.28(14) 2_655 3_656 ?
O2 Eu1 C5 20.80(13) 3_656 3_656 ?
O1 Eu1 C5 146.40(14) 4_565 3_656 ?
O6 Eu1 C5 142.22(12) 2_655 3_656 ?
O5 Eu1 C5 84.29(13) . 3_656 ?
O6 Eu1 C5 65.06(12) . 3_656 ?
C9 Eu1 C5 72.43(13) . 3_656 ?
O4 Eu1 Eu1 142.96(9) . 2_645 ?
O3 Eu1 Eu1 62.29(10) 2_645 2_645 ?
O7 Eu1 Eu1 104.06(11) 2_655 2_645 ?
O2 Eu1 Eu1 66.58(9) 3_656 2_645 ?
O1 Eu1 Eu1 99.77(10) 4_565 2_645 ?
O6 Eu1 Eu1 143.54(8) 2_655 2_645 ?
O5 Eu1 Eu1 78.12(8) . 2_645 ?
O6 Eu1 Eu1 29.35(7) . 2_645 ?
C9 Eu1 Eu1 53.39(10) . 2_645 ?
C5 Eu1 Eu1 50.40(9) 3_656 2_645 ?
O4 Eu1 Eu1 60.61(9) . 2_655 ?
O3 Eu1 Eu1 94.38(10) 2_645 2_655 ?
O7 Eu1 Eu1 100.95(10) 2_655 2_655 ?
O2 Eu1 Eu1 147.22(10) 3_656 2_655 ?
O1 Eu1 Eu1 45.88(11) 4_565 2_655 ?
O6 Eu1 Eu1 31.08(8) 2_655 2_655 ?
O5 Eu1 Eu1 97.52(9) . 2_655 ?
O6 Eu1 Eu1 126.51(8) . 2_655 ?
C9 Eu1 Eu1 114.34(10) . 2_655 ?
C5 Eu1 Eu1 165.84(9) 3_656 2_655 ?
Eu1 Eu1 Eu1 143.747(12) 2_645 2_655 ?
C8 O4 Eu1 144.5(3) . . ?
C8 O3 Eu1 138.5(3) . 2_655 ?
C5 O2 Eu1 115.8(3) . 3_656 ?
C5 O1 Eu1 129.7(3) . 4_566 ?
C12 N3 C10 105.3(5) . . ?
C15 N1 C16 121.1(6) . . ?
C12 N2 C11 107.3(5) . . ?
C4 C3 C2 119.8(5) . . ?
O4 C8 O3 124.5(5) . . ?
O4 C8 C7 117.7(5) . . ?
O3 C8 C7 117.8(5) . . ?
N2 C11 C10 105.6(5) . . ?
N2 C11 C18 119.8(5) . . ?
C10 C11 C18 134.5(5) . . ?
C1 C2 C3 120.1(6) . . ?
O2 C5 O1 123.0(5) . . ?
O2 C5 C4 118.7(4) . . ?
O1 C5 C4 118.4(5) . . ?
O2 C5 Eu1 43.4(2) . 3_656 ?
O1 C5 Eu1 80.2(3) . 3_656 ?
C4 C5 Eu1 159.8(4) . 3_656 ?
N3 C12 N2 111.5(5) . . ?
N3 C12 C13 124.4(6) . . ?
N2 C12 C13 124.0(6) . . ?
C7 C6 C4 120.4(5) . . ?
N1 C16 C17 120.5(8) . . ?
C3 C4 C6 119.7(5) . . ?
C3 C4 C5 120.6(4) . . ?
C6 C4 C5 119.7(5) . . ?
C1 C7 C6 119.4(5) . . ?
C1 C7 C8 121.2(5) . . ?
C6 C7 C8 119.4(5) . . ?
C14 C13 C17 119.2(6) . . ?
C14 C13 C12 123.4(7) . . ?
C17 C13 C12 117.3(6) . . ?
C13 C14 C15 118.1(8) . . ?
N1 C15 C14 121.7(8) . . ?
C16 C17 C13 119.4(8) . . ?
C2 C1 C7 120.6(5) . . ?
O7 C18 O8A 129.7(9) . . ?
O7 C18 O8B 117.1(11) . . ?
O8A C18 O8B 28.4(8) . . ?
O7 C18 C11 119.4(5) . . ?
O8A C18 C11 110.0(8) . . ?
O8B C18 C11 120.8(12) . . ?
C9 O6 Eu1 139.5(3) . 2_645 ?
C9 O6 Eu1 92.5(3) . . ?
Eu1 O6 Eu1 119.56(13) 2_645 . ?
C9 O5 Eu1 96.7(3) . . ?
O5 C9 O6 120.0(5) . . ?
O5 C9 C10 118.7(5) . . ?
O6 C9 C10 121.3(5) . . ?
O5 C9 Eu1 58.2(3) . . ?
O6 C9 Eu1 62.0(3) . . ?
C10 C9 Eu1 175.9(4) . . ?
N3 C10 C11 110.2(5) . . ?
N3 C10 C9 119.6(5) . . ?
C11 C10 C9 130.1(5) . . ?
C18 O7 Eu1 146.6(4) . 2_645 ?
O8B O8A C18 77(3) . . ?
O8A O8B C18 75(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 Eu1 O4 C8 47.9(7) 2_645 . . . ?
O7 Eu1 O4 C8 130.8(6) 2_655 . . . ?
O2 Eu1 O4 C8 -156.2(6) 3_656 . . . ?
O1 Eu1 O4 C8 -9.9(6) 4_565 . . . ?
O6 Eu1 O4 C8 60.2(6) 2_655 . . . ?
O5 Eu1 O4 C8 -82.7(6) . . . . ?
O6 Eu1 O4 C8 -88.6(6) . . . . ?
C9 Eu1 O4 C8 -86.5(6) . . . . ?
C5 Eu1 O4 C8 -159.4(6) 3_656 . . . ?
Eu1 Eu1 O4 C8 -113.1(6) 2_645 . . . ?
Eu1 Eu1 O4 C8 29.1(5) 2_655 . . . ?
Eu1 O4 C8 O3 -22.2(9) . . . . ?
Eu1 O4 C8 C7 158.3(4) . . . . ?
Eu1 O3 C8 O4 -25.0(8) 2_655 . . . ?
Eu1 O3 C8 C7 154.5(4) 2_655 . . . ?
C12 N2 C11 C10 -1.8(6) . . . . ?
C12 N2 C11 C18 -179.2(5) . . . . ?
C4 C3 C2 C1 0.3(10) . . . . ?
Eu1 O2 C5 O1 11.7(7) 3_656 . . . ?
Eu1 O2 C5 C4 -168.0(3) 3_656 . . . ?
Eu1 O1 C5 O2 85.3(6) 4_566 . . . ?
Eu1 O1 C5 C4 -95.0(5) 4_566 . . . ?
Eu1 O1 C5 Eu1 93.5(4) 4_566 . . 3_656 ?
C10 N3 C12 N2 -1.2(7) . . . . ?
C10 N3 C12 C13 174.9(6) . . . . ?
C11 N2 C12 N3 1.9(7) . . . . ?
C11 N2 C12 C13 -174.2(6) . . . . ?
C15 N1 C16 C17 -2.2(12) . . . . ?
C2 C3 C4 C6 0.0(9) . . . . ?
C2 C3 C4 C5 179.2(6) . . . . ?
C7 C6 C4 C3 0.3(8) . . . . ?
C7 C6 C4 C5 -178.9(5) . . . . ?
O2 C5 C4 C3 170.4(5) . . . . ?
O1 C5 C4 C3 -9.3(7) . . . . ?
Eu1 C5 C4 C3 146.0(8) 3_656 . . . ?
O2 C5 C4 C6 -10.4(7) . . . . ?
O1 C5 C4 C6 169.9(5) . . . . ?
Eu1 C5 C4 C6 -34.9(12) 3_656 . . . ?
C4 C6 C7 C1 -0.8(8) . . . . ?
C4 C6 C7 C8 178.0(5) . . . . ?
O4 C8 C7 C1 -176.4(5) . . . . ?
O3 C8 C7 C1 4.0(8) . . . . ?
O4 C8 C7 C6 4.8(7) . . . . ?
O3 C8 C7 C6 -174.7(5) . . . . ?
N3 C12 C13 C14 168.4(6) . . . . ?
N2 C12 C13 C14 -16.0(10) . . . . ?
N3 C12 C13 C17 -16.0(9) . . . . ?
N2 C12 C13 C17 159.6(6) . . . . ?
C17 C13 C14 C15 -3.2(10) . . . . ?
C12 C13 C14 C15 172.4(6) . . . . ?
C16 N1 C15 C14 0.8(11) . . . . ?
C13 C14 C15 N1 1.9(11) . . . . ?
N1 C16 C17 C13 0.8(12) . . . . ?
C14 C13 C17 C16 1.9(11) . . . . ?
C12 C13 C17 C16 -173.9(7) . . . . ?
C3 C2 C1 C7 -0.8(10) . . . . ?
C6 C7 C1 C2 1.0(9) . . . . ?
C8 C7 C1 C2 -177.7(6) . . . . ?
N2 C11 C18 O7 -151.2(6) . . . . ?
C10 C11 C18 O7 32.2(10) . . . . ?
N2 C11 C18 O8A 38.8(9) . . . . ?
C10 C11 C18 O8A -137.8(9) . . . . ?
N2 C11 C18 O8B 9.6(14) . . . . ?
C10 C11 C18 O8B -167.0(13) . . . . ?
O4 Eu1 O6 C9 4.8(3) . . . . ?
O3 Eu1 O6 C9 -157.2(3) 2_645 . . . ?
O7 Eu1 O6 C9 127.5(3) 2_655 . . . ?
O2 Eu1 O6 C9 80.6(3) 3_656 . . . ?
O1 Eu1 O6 C9 -77.5(3) 4_565 . . . ?
O6 Eu1 O6 C9 -102.4(3) 2_655 . . . ?
O5 Eu1 O6 C9 -2.3(3) . . . . ?
C5 Eu1 O6 C9 101.6(3) 3_656 . . . ?
Eu1 Eu1 O6 C9 154.2(4) 2_645 . . . ?
Eu1 Eu1 O6 C9 -68.9(3) 2_655 . . . ?
O4 Eu1 O6 Eu1 -149.38(15) . . . 2_645 ?
O3 Eu1 O6 Eu1 48.58(16) 2_645 . . 2_645 ?
O7 Eu1 O6 Eu1 -26.7(2) 2_655 . . 2_645 ?
O2 Eu1 O6 Eu1 -73.58(17) 3_656 . . 2_645 ?
O1 Eu1 O6 Eu1 128.35(16) 4_565 . . 2_645 ?
O6 Eu1 O6 Eu1 103.4(2) 2_655 . . 2_645 ?
O5 Eu1 O6 Eu1 -156.5(2) . . . 2_645 ?
C9 Eu1 O6 Eu1 -154.2(4) . . . 2_645 ?
C5 Eu1 O6 Eu1 -52.60(16) 3_656 . . 2_645 ?
Eu1 Eu1 O6 Eu1 136.93(10) 2_655 . . 2_645 ?
O4 Eu1 O5 C9 -171.1(3) . . . . ?
O3 Eu1 O5 C9 33.3(4) 2_645 . . . ?
O7 Eu1 O5 C9 -106.9(3) 2_655 . . . ?
O2 Eu1 O5 C9 -78.0(3) 3_656 . . . ?
O1 Eu1 O5 C9 95.0(3) 4_565 . . . ?
O6 Eu1 O5 C9 142.1(3) 2_655 . . . ?
O6 Eu1 O5 C9 2.3(3) . . . . ?
C5 Eu1 O5 C9 -59.9(3) 3_656 . . . ?
Eu1 Eu1 O5 C9 -9.2(3) 2_645 . . . ?
Eu1 Eu1 O5 C9 134.3(3) 2_655 . . . ?
Eu1 O5 C9 O6 -4.3(5) . . . . ?
Eu1 O5 C9 C10 176.9(4) . . . . ?
Eu1 O6 C9 O5 148.4(4) 2_645 . . . ?
Eu1 O6 C9 O5 4.1(5) . . . . ?
Eu1 O6 C9 C10 -32.8(8) 2_645 . . . ?
Eu1 O6 C9 C10 -177.1(4) . . . . ?
Eu1 O6 C9 Eu1 144.3(5) 2_645 . . . ?
O4 Eu1 C9 O5 8.4(3) . . . . ?
O3 Eu1 C9 O5 -152.7(3) 2_645 . . . ?
O7 Eu1 C9 O5 106.5(3) 2_655 . . . ?
O2 Eu1 C9 O5 93.6(3) 3_656 . . . ?
O1 Eu1 C9 O5 -78.2(3) 4_565 . . . ?
O6 Eu1 C9 O5 -57.9(4) 2_655 . . . ?
O6 Eu1 C9 O5 -175.8(5) . . . . ?
C5 Eu1 C9 O5 115.5(3) 3_656 . . . ?
Eu1 Eu1 C9 O5 168.8(3) 2_645 . . . ?
Eu1 Eu1 C9 O5 -51.2(3) 2_655 . . . ?
O4 Eu1 C9 O6 -175.8(3) . . . . ?
O3 Eu1 C9 O6 23.2(3) 2_645 . . . ?
O7 Eu1 C9 O6 -77.7(4) 2_655 . . . ?
O2 Eu1 C9 O6 -90.5(3) 3_656 . . . ?
O1 Eu1 C9 O6 97.6(3) 4_565 . . . ?
O6 Eu1 C9 O6 117.9(2) 2_655 . . . ?
O5 Eu1 C9 O6 175.8(5) . . . . ?
C5 Eu1 C9 O6 -68.7(3) 3_656 . . . ?
Eu1 Eu1 C9 O6 -15.4(2) 2_645 . . . ?
Eu1 Eu1 C9 O6 124.6(3) 2_655 . . . ?
O4 Eu1 C9 C10 -32(5) . . . . ?
O3 Eu1 C9 C10 167(5) 2_645 . . . ?
O7 Eu1 C9 C10 66(5) 2_655 . . . ?
O2 Eu1 C9 C10 53(5) 3_656 . . . ?
O1 Eu1 C9 C10 -119(5) 4_565 . . . ?
O6 Eu1 C9 C10 -99(5) 2_655 . . . ?
O5 Eu1 C9 C10 -41(5) . . . . ?
O6 Eu1 C9 C10 143(5) . . . . ?
C5 Eu1 C9 C10 75(5) 3_656 . . . ?
Eu1 Eu1 C9 C10 128(5) 2_645 . . . ?
Eu1 Eu1 C9 C10 -92(5) 2_655 . . . ?
C12 N3 C10 C11 0.0(6) . . . . ?
C12 N3 C10 C9 175.9(5) . . . . ?
N2 C11 C10 N3 1.1(6) . . . . ?
C18 C11 C10 N3 178.0(6) . . . . ?
N2 C11 C10 C9 -174.2(5) . . . . ?
C18 C11 C10 C9 2.7(11) . . . . ?
O5 C9 C10 N3 -21.4(7) . . . . ?
O6 C9 C10 N3 159.8(5) . . . . ?
Eu1 C9 C10 N3 18(5) . . . . ?
O5 C9 C10 C11 153.6(6) . . . . ?
O6 C9 C10 C11 -25.2(9) . . . . ?
Eu1 C9 C10 C11 -167(5) . . . . ?
O8A C18 O7 Eu1 -179.6(8) . . . 2_645 ?
O8B C18 O7 Eu1 -148.9(13) . . . 2_645 ?
C11 C18 O7 Eu1 12.6(11) . . . 2_645 ?
O7 C18 O8A O8B 73(4) . . . . ?
C11 C18 O8A O8B -118(3) . . . . ?
O7 C18 O8B O8A -124(3) . . . . ?
C11 C18 O8B O8A 75(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.810
_refine_diff_density_min         -0.937
_refine_diff_density_rms         0.109
####################################################################### 
# 
# 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_tb
_database_code_depnum_ccdc_archive 'CCDC 1571266'
_audit_update_record             
;
2017-11-21 deposited with the CCDC.
2017-12-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H11 N3 O9.50 Tb'
_chemical_formula_weight         580.22

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   14.3675(16)
_cell_length_b                   8.2658(10)
_cell_length_c                   18.6400(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 123.870(6)
_cell_angle_gamma                90.00
_cell_volume                     1838.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6102
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      25.03

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.097
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1124
_exptl_absorpt_coefficient_mu    3.913
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.0838
_exptl_absorpt_correction_T_max  0.1106
_exptl_absorpt_process_details   SADABS-2014/2(Bruker,2004)

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Apex Duo'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            7354
_diffrn_reflns_av_R_equivalents  0.0183
_diffrn_reflns_av_sigmaI/netI    0.0237
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.20
_diffrn_reflns_theta_max         24.97
_reflns_number_total             3170
_reflns_number_gt                3018
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0000P)²+15.2270P] 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         3170
_refine_ls_number_parameters     292
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0289
_refine_ls_R_factor_gt           0.0272
_refine_ls_wR_factor_ref         0.0636
_refine_ls_wR_factor_gt          0.0629
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_restrained_S_all      1.086
_refine_ls_shift/su_max          0.044
_refine_ls_shift/su_mean         0.002

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Tb1 Tb -0.525136(18) -0.57198(3) -0.793176(14) 0.01266(8) Uani 1 1 d . . .
O5 O -0.3990(3) -0.6977(5) -0.6575(2) 0.0251(9) Uani 1 1 d . . .
O4 O -0.6039(3) -0.8290(4) -0.7885(2) 0.0162(7) Uani 1 1 d . . .
O3 O -0.6670(3) -1.0180(5) -0.7448(2) 0.0236(8) Uani 1 1 d . . .
O6 O -0.4557(3) -0.8826(5) -0.6038(2) 0.0262(9) Uani 1 1 d . . .
O7 O -0.4762(3) -0.7424(5) -0.3568(2) 0.0224(8) Uani 1 1 d . . .
O8 O -0.4024(3) -0.5128(5) -0.2847(2) 0.0238(8) Uani 1 1 d . . .
N1 N -0.8478(4) -0.8279(6) -0.7809(3) 0.0261(11) Uani 1 1 d . . .
N2 N -0.9362(4) -0.6486(6) -0.8870(3) 0.0289(11) Uani 1 1 d . . .
H2 H -0.9879 -0.5845 -0.9243 0.035 Uiso 1 1 calc R . .
N3 N -1.1716(5) -0.6758(8) -0.7609(5) 0.0562(19) Uani 1 1 d . . .
C4 C -1.0014(6) -0.7769(9) -0.7297(5) 0.0447(17) Uani 1 1 d . . .
H4 H -0.9339 -0.8296 -0.6918 0.054 Uiso 1 1 calc R . .
C14 C -0.3843(4) -0.5751(7) -0.4006(3) 0.0164(10) Uani 1 1 d . . .
C16 C -0.2888(5) -0.4008(8) -0.4421(4) 0.0349(15) Uani 1 1 d . . .
H16 H -0.2468 -0.3081 -0.4330 0.042 Uiso 1 1 calc R . .
C12 C -0.3804(4) -0.6384(7) -0.5248(3) 0.0160(10) Uani 1 1 d . . .
C9 C -0.7842(4) -0.7938(7) -0.8127(3) 0.0203(11) Uani 1 1 d . . .
C10 C -0.6798(4) -0.8836(6) -0.7805(3) 0.0173(11) Uani 1 1 d . . .
C6 C -0.9382(4) -0.7356(7) -0.8265(4) 0.0280(13) Uani 1 1 d . . .
C18 C -0.3191(4) -0.5023(8) -0.5114(3) 0.0250(12) Uani 1 1 d . . .
H18 H -0.2975 -0.4772 -0.5487 0.030 Uiso 1 1 calc R . .
C13 C -0.4137(4) -0.6754(6) -0.4694(3) 0.0161(10) Uani 1 1 d . . .
H13 H -0.4559 -0.7680 -0.4788 0.019 Uiso 1 1 calc R . .
C7 C -0.8374(4) -0.6810(7) -0.8780(3) 0.0237(12) Uani 1 1 d . . .
C17 C -0.3212(5) -0.4384(8) -0.3870(3) 0.0278(13) Uani 1 1 d . . .
H17 H -0.3003 -0.3712 -0.3403 0.033 Uiso 1 1 calc R . .
C15 C -0.4240(4) -0.6133(6) -0.3430(3) 0.0162(11) Uani 1 1 d . . .
C11 C -0.4150(4) -0.7471(7) -0.6007(3) 0.0184(11) Uani 1 1 d . . .
C5 C -1.0263(5) -0.7226(8) -0.8089(4) 0.0352(15) Uani 1 1 d . . .
C3 C -1.1274(5) -0.6505(9) -0.8649(5) 0.0449(18) Uani 1 1 d . . .
H3 H -1.1482 -0.6198 -0.9199 0.054 Uiso 1 1 calc R . .
C1 C -1.0758(7) -0.7530(10) -0.7073(6) 0.058(2) Uani 1 1 d . . .
H1 H -1.0597 -0.7907 -0.6545 0.069 Uiso 1 1 calc R . .
C2 C -1.1983(6) -0.6244(9) -0.8375(6) 0.056(2) Uani 1 1 d . . .
H2A H -1.2656 -0.5700 -0.8735 0.068 Uiso 1 1 calc R . .
O1W O 0.1639(5) -0.2789(10) -0.4097(4) 0.078(2) Uani 1 1 d G . .
H1WA H 0.1170 -0.3411 -0.4503 0.117 Uiso 1 1 d G . .
H1WB H 0.2298 -0.3032 -0.3949 0.117 Uiso 1 1 d G . .
O2W O 0.0305(14) -0.976(2) -0.0244(11) 0.048(5) Uani 0.25 1 d P . .
O2 O -0.7118(3) -0.5799(5) -0.9111(2) 0.0295(9) Uani 1 1 d . . .
O1 O -0.8946(4) -0.5702(10) -1.0101(3) 0.077(2) Uani 1 1 d . . .
C8 C -0.8114(4) -0.6035(8) -0.9373(3) 0.0282(13) 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
Tb1 O7 2.277(3) 4_545 ?
Tb1 O8 2.317(3) 3_444 ?
Tb1 O2 2.336(4) . ?
Tb1 O6 2.372(4) 2_453 ?
Tb1 O5 2.377(3) . ?
Tb1 O4 2.432(3) . ?
Tb1 O3 2.479(3) 2_453 ?
Tb1 O4 2.577(3) 2_453 ?
Tb1 C10 2.911(5) 2_453 ?
O5 C11 1.270(6) . ?
O4 C10 1.263(6) . ?
O4 Tb1 2.577(3) 2_443 ?
O3 C10 1.255(6) . ?
O3 Tb1 2.479(3) 2_443 ?
O6 C11 1.249(7) . ?
O6 Tb1 2.372(4) 2_443 ?
O7 C15 1.246(6) . ?
O7 Tb1 2.277(3) 4_546 ?
O8 C15 1.262(6) . ?
O8 Tb1 2.317(3) 3_444 ?
N1 C6 1.327(7) . ?
N1 C9 1.368(7) . ?
N2 C6 1.352(8) . ?
N2 C7 1.361(7) . ?
N2 H2 0.8600 . ?
N3 C2 1.326(11) . ?
N3 C1 1.328(11) . ?
C4 C1 1.362(9) . ?
C4 C5 1.387(10) . ?
C4 H4 0.9300 . ?
C14 C13 1.382(7) . ?
C14 C17 1.382(8) . ?
C14 C15 1.503(6) . ?
C16 C17 1.379(8) . ?
C16 C18 1.391(8) . ?
C16 H16 0.9300 . ?
C12 C18 1.363(8) . ?
C12 C13 1.392(7) . ?
C12 C11 1.508(7) . ?
C9 C7 1.378(8) . ?
C9 C10 1.469(7) . ?
C10 Tb1 2.911(5) 2_443 ?
C6 C5 1.476(7) . ?
C18 H18 0.9300 . ?
C13 H13 0.9300 . ?
C7 C8 1.494(8) . ?
C17 H17 0.9300 . ?
C5 C3 1.366(9) . ?
C3 C2 1.386(10) . ?
C3 H3 0.9300 . ?
C1 H1 0.9300 . ?
C2 H2A 0.9300 . ?
O1W H1WA 0.8501 . ?
O1W H1WB 0.8505 . ?
O2W O2W 1.62(4) 3_535 ?
O2 C8 1.244(7) . ?
O1 C8 1.239(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O7 Tb1 O8 155.13(14) 4_545 3_444 ?
O7 Tb1 O2 90.94(14) 4_545 . ?
O8 Tb1 O2 85.26(13) 3_444 . ?
O7 Tb1 O6 87.31(13) 4_545 2_453 ?
O8 Tb1 O6 114.70(14) 3_444 2_453 ?
O2 Tb1 O6 72.66(14) . 2_453 ?
O7 Tb1 O5 89.20(13) 4_545 . ?
O8 Tb1 O5 78.92(13) 3_444 . ?
O2 Tb1 O5 141.59(14) . . ?
O6 Tb1 O5 145.66(13) 2_453 . ?
O7 Tb1 O4 73.43(12) 4_545 . ?
O8 Tb1 O4 82.02(13) 3_444 . ?
O2 Tb1 O4 72.32(13) . . ?
O6 Tb1 O4 139.42(12) 2_453 . ?
O5 Tb1 O4 70.96(13) . . ?
O7 Tb1 O3 69.64(13) 4_545 2_453 ?
O8 Tb1 O3 125.77(12) 3_444 2_453 ?
O2 Tb1 O3 141.75(12) . 2_453 ?
O6 Tb1 O3 73.77(13) 2_453 2_453 ?
O5 Tb1 O3 73.00(12) . 2_453 ?
O4 Tb1 O3 127.85(12) . 2_453 ?
O7 Tb1 O4 120.23(12) 4_545 2_453 ?
O8 Tb1 O4 79.67(12) 3_444 2_453 ?
O2 Tb1 O4 130.42(13) . 2_453 ?
O6 Tb1 O4 71.62(12) 2_453 2_453 ?
O5 Tb1 O4 80.87(13) . 2_453 ?
O4 Tb1 O4 148.83(4) . 2_453 ?
O3 Tb1 O4 51.02(11) 2_453 2_453 ?
O7 Tb1 C10 94.68(14) 4_545 2_453 ?
O8 Tb1 C10 103.42(14) 3_444 2_453 ?
O2 Tb1 C10 141.97(14) . 2_453 ?
O6 Tb1 C10 70.08(14) 2_453 2_453 ?
O5 Tb1 C10 76.18(13) . 2_453 ?
O4 Tb1 C10 145.00(12) . 2_453 ?
O3 Tb1 C10 25.34(13) 2_453 2_453 ?
O4 Tb1 C10 25.70(12) 2_453 2_453 ?
C11 O5 Tb1 130.0(3) . . ?
C10 O4 Tb1 140.0(3) . . ?
C10 O4 Tb1 92.1(3) . 2_443 ?
Tb1 O4 Tb1 120.42(12) . 2_443 ?
C10 O3 Tb1 96.9(3) . 2_443 ?
C11 O6 Tb1 118.0(3) . 2_443 ?
C15 O7 Tb1 142.6(3) . 4_546 ?
C15 O8 Tb1 139.3(3) . 3_444 ?
C6 N1 C9 104.9(5) . . ?
C6 N2 C7 107.4(5) . . ?
C6 N2 H2 126.3 . . ?
C7 N2 H2 126.3 . . ?
C2 N3 C1 121.3(6) . . ?
C1 C4 C5 119.9(7) . . ?
C1 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C13 C14 C17 119.4(4) . . ?
C13 C14 C15 119.7(5) . . ?
C17 C14 C15 120.8(5) . . ?
C17 C16 C18 119.7(5) . . ?
C17 C16 H16 120.2 . . ?
C18 C16 H16 120.2 . . ?
C18 C12 C13 120.0(5) . . ?
C18 C12 C11 120.3(4) . . ?
C13 C12 C11 119.6(5) . . ?
N1 C9 C7 110.3(5) . . ?
N1 C9 C10 119.7(5) . . ?
C7 C9 C10 129.8(5) . . ?
O3 C10 O4 119.9(5) . . ?
O3 C10 C9 118.6(5) . . ?
O4 C10 C9 121.6(5) . . ?
O3 C10 Tb1 57.7(3) . 2_443 ?
O4 C10 Tb1 62.2(3) . 2_443 ?
C9 C10 Tb1 175.7(4) . 2_443 ?
N1 C6 N2 111.8(5) . . ?
N1 C6 C5 123.7(6) . . ?
N2 C6 C5 124.4(5) . . ?
C12 C18 C16 120.2(5) . . ?
C12 C18 H18 119.9 . . ?
C16 C18 H18 119.9 . . ?
C14 C13 C12 120.2(5) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
N2 C7 C9 105.6(5) . . ?
N2 C7 C8 119.9(5) . . ?
C9 C7 C8 134.4(5) . . ?
C16 C17 C14 120.5(5) . . ?
C16 C17 H17 119.8 . . ?
C14 C17 H17 119.8 . . ?
O7 C15 O8 124.9(4) . . ?
O7 C15 C14 117.2(4) . . ?
O8 C15 C14 117.9(5) . . ?
O6 C11 O5 123.2(5) . . ?
O6 C11 C12 118.6(4) . . ?
O5 C11 C12 118.2(5) . . ?
C3 C5 C4 119.2(6) . . ?
C3 C5 C6 122.8(6) . . ?
C4 C5 C6 117.9(6) . . ?
C5 C3 C2 118.3(8) . . ?
C5 C3 H3 120.9 . . ?
C2 C3 H3 120.9 . . ?
N3 C1 C4 120.1(8) . . ?
N3 C1 H1 120.0 . . ?
C4 C1 H1 120.0 . . ?
N3 C2 C3 121.1(7) . . ?
N3 C2 H2A 119.5 . . ?
C3 C2 H2A 119.5 . . ?
H1WA O1W H1WB 109.5 . . ?
C8 O2 Tb1 147.1(3) . . ?
O1 C8 O2 126.3(6) . . ?
O1 C8 C7 114.7(5) . . ?
O2 C8 C7 119.0(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O7 Tb1 O5 C11 -128.7(5) 4_545 . . . ?
O8 Tb1 O5 C11 29.4(5) 3_444 . . . ?
O2 Tb1 O5 C11 -38.2(6) . . . . ?
O6 Tb1 O5 C11 147.3(4) 2_453 . . . ?
O4 Tb1 O5 C11 -55.9(5) . . . . ?
O3 Tb1 O5 C11 162.4(5) 2_453 . . . ?
O4 Tb1 O5 C11 110.5(5) 2_453 . . . ?
C10 Tb1 O5 C11 136.3(5) 2_453 . . . ?
O7 Tb1 O4 C10 -159.3(5) 4_545 . . . ?
O8 Tb1 O4 C10 24.7(5) 3_444 . . . ?
O2 Tb1 O4 C10 -62.8(5) . . . . ?
O6 Tb1 O4 C10 -94.3(5) 2_453 . . . ?
O5 Tb1 O4 C10 105.7(5) . . . . ?
O3 Tb1 O4 C10 154.4(4) 2_453 . . . ?
O4 Tb1 O4 C10 79.2(5) 2_453 . . . ?
C10 Tb1 O4 C10 126.8(4) 2_453 . . . ?
O7 Tb1 O4 Tb1 60.88(15) 4_545 . . 2_443 ?
O8 Tb1 O4 Tb1 -115.11(16) 3_444 . . 2_443 ?
O2 Tb1 O4 Tb1 157.35(18) . . . 2_443 ?
O6 Tb1 O4 Tb1 125.88(18) 2_453 . . 2_443 ?
O5 Tb1 O4 Tb1 -34.14(14) . . . 2_443 ?
O3 Tb1 O4 Tb1 14.6(2) 2_453 . . 2_443 ?
O4 Tb1 O4 Tb1 -60.7(2) 2_453 . . 2_443 ?
C10 Tb1 O4 Tb1 -13.1(3) 2_453 . . 2_443 ?
C6 N1 C9 C7 -0.3(6) . . . . ?
C6 N1 C9 C10 -176.0(5) . . . . ?
Tb1 O3 C10 O4 2.9(5) 2_443 . . . ?
Tb1 O3 C10 C9 -177.5(4) 2_443 . . . ?
Tb1 O4 C10 O3 -149.0(4) . . . . ?
Tb1 O4 C10 O3 -2.8(5) 2_443 . . . ?
Tb1 O4 C10 C9 31.5(7) . . . . ?
Tb1 O4 C10 C9 177.7(4) 2_443 . . . ?
Tb1 O4 C10 Tb1 -146.2(5) . . . 2_443 ?
N1 C9 C10 O3 20.7(7) . . . . ?
C7 C9 C10 O3 -154.1(6) . . . . ?
N1 C9 C10 O4 -159.8(5) . . . . ?
C7 C9 C10 O4 25.4(9) . . . . ?
N1 C9 C10 Tb1 -8(5) . . . 2_443 ?
C7 C9 C10 Tb1 177(5) . . . 2_443 ?
C9 N1 C6 N2 1.7(7) . . . . ?
C9 N1 C6 C5 -174.6(6) . . . . ?
C7 N2 C6 N1 -2.5(7) . . . . ?
C7 N2 C6 C5 173.8(6) . . . . ?
C13 C12 C18 C16 0.6(8) . . . . ?
C11 C12 C18 C16 179.0(5) . . . . ?
C17 C16 C18 C12 -0.1(9) . . . . ?
C17 C14 C13 C12 -0.4(7) . . . . ?
C15 C14 C13 C12 178.0(4) . . . . ?
C18 C12 C13 C14 -0.3(7) . . . . ?
C11 C12 C13 C14 -178.8(4) . . . . ?
C6 N2 C7 C9 2.2(6) . . . . ?
C6 N2 C7 C8 179.2(5) . . . . ?
N1 C9 C7 N2 -1.2(6) . . . . ?
C10 C9 C7 N2 174.0(5) . . . . ?
N1 C9 C7 C8 -177.5(6) . . . . ?
C10 C9 C7 C8 -2.4(11) . . . . ?
C18 C16 C17 C14 -0.6(9) . . . . ?
C13 C14 C17 C16 0.8(8) . . . . ?
C15 C14 C17 C16 -177.5(5) . . . . ?
Tb1 O7 C15 O8 -22.2(9) 4_546 . . . ?
Tb1 O7 C15 C14 158.0(4) 4_546 . . . ?
Tb1 O8 C15 O7 -27.3(8) 3_444 . . . ?
Tb1 O8 C15 C14 152.5(4) 3_444 . . . ?
C13 C14 C15 O7 4.8(7) . . . . ?
C17 C14 C15 O7 -176.8(5) . . . . ?
C13 C14 C15 O8 -175.0(4) . . . . ?
C17 C14 C15 O8 3.4(7) . . . . ?
Tb1 O6 C11 O5 10.7(6) 2_443 . . . ?
Tb1 O6 C11 C12 -167.7(3) 2_443 . . . ?
Tb1 O5 C11 O6 83.8(6) . . . . ?
Tb1 O5 C11 C12 -97.7(5) . . . . ?
C18 C12 C11 O6 169.1(5) . . . . ?
C13 C12 C11 O6 -12.5(7) . . . . ?
C18 C12 C11 O5 -9.4(7) . . . . ?
C13 C12 C11 O5 169.0(4) . . . . ?
C1 C4 C5 C3 -2.3(11) . . . . ?
C1 C4 C5 C6 173.6(7) . . . . ?
N1 C6 C5 C3 -168.2(6) . . . . ?
N2 C6 C5 C3 16.0(10) . . . . ?
N1 C6 C5 C4 16.1(9) . . . . ?
N2 C6 C5 C4 -159.8(6) . . . . ?
C4 C5 C3 C2 4.4(10) . . . . ?
C6 C5 C3 C2 -171.2(6) . . . . ?
C2 N3 C1 C4 1.8(12) . . . . ?
C5 C4 C1 N3 -0.9(12) . . . . ?
C1 N3 C2 C3 0.5(11) . . . . ?
C5 C3 C2 N3 -3.6(11) . . . . ?
O7 Tb1 O2 C8 123.4(8) 4_545 . . . ?
O8 Tb1 O2 C8 -32.0(8) 3_444 . . . ?
O6 Tb1 O2 C8 -149.7(8) 2_453 . . . ?
O5 Tb1 O2 C8 33.5(9) . . . . ?
O4 Tb1 O2 C8 51.1(8) . . . . ?
O3 Tb1 O2 C8 -179.4(7) 2_453 . . . ?
O4 Tb1 O2 C8 -104.1(8) 2_453 . . . ?
C10 Tb1 O2 C8 -137.8(7) 2_453 . . . ?
Tb1 O2 C8 O1 167.9(6) . . . . ?
Tb1 O2 C8 C7 -13.0(11) . . . . ?
N2 C7 C8 O1 -28.7(9) . . . . ?
C9 C7 C8 O1 147.2(7) . . . . ?
N2 C7 C8 O2 152.1(6) . . . . ?
C9 C7 C8 O2 -32.0(10) . . . . ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        24.97
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.806
_refine_diff_density_min         -0.825
_refine_diff_density_rms         0.108
