# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 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_shi_2676_sime
_database_code_depnum_ccdc_archive 'CCDC 1438519'
_audit_update_record             
;
2015-11-24 deposited with the CCDC.
2018-04-27 downloaded from the CCDC.
;
_audit_creation_date             2015-11-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C15 H15 Eu O12'
_chemical_formula_sum            'C15 H15 Eu O12'
_chemical_formula_weight         539.23
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H20 O15 Eu1'
_chemical_oxdiff_usercomment     Eu_Fur
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   22.0253(17)
_cell_length_b                   15.9315(9)
_cell_length_c                   10.2459(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.064(7)
_cell_angle_gamma                90.00
_cell_volume                     3539.9(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3195
_cell_measurement_temperature    160.1(6)
_cell_measurement_theta_max      28.6710
_cell_measurement_theta_min      1.8460
_exptl_absorpt_coefficient_mu    3.610
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47342
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.024
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2112
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0429
_diffrn_reflns_av_unetI/netI     0.0526
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6257
_diffrn_reflns_theta_full        24.41
_diffrn_reflns_theta_max         24.41
_diffrn_reflns_theta_min         1.59
_diffrn_ambient_temperature      160.1(6)
_diffrn_detector_area_resol_mean 16.1593
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -41.00  -12.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.1690   77.0000    0.0000 29

#__ type_ start__ end____ width___ exp.time_
  2 omega  -91.00  -64.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.1690 -178.0000   30.0000 27

#__ type_ start__ end____ width___ exp.time_
  3 omega  -46.00   41.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6690  -38.0000    0.0000 87

#__ type_ start__ end____ width___ exp.time_
  4 omega  -53.00   31.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6690  -38.0000  120.0000 84
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0262169000
_diffrn_orient_matrix_UB_12      -0.0233698000
_diffrn_orient_matrix_UB_13      -0.0297344000
_diffrn_orient_matrix_UB_21      -0.0001685000
_diffrn_orient_matrix_UB_22      0.0216409000
_diffrn_orient_matrix_UB_23      -0.0606962000
_diffrn_orient_matrix_UB_31      0.0194946000
_diffrn_orient_matrix_UB_32      -0.0310989000
_diffrn_orient_matrix_UB_33      -0.0197460000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2547
_reflns_number_total             2897
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         1.958
_refine_diff_density_min         -1.683
_refine_diff_density_rms         0.166
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         2897
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0411
_refine_ls_restrained_S_all      1.092
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0279P)²+40.4999P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0901
_refine_ls_wR_factor_ref         0.0938
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O4W-H4WA = O4W-H4WB = O3W-H3WB = O3W-H3WA
 0.86 with sigma of 0.01
 H4WA-H4WB
 1.4 with sigma of 0.01
 H3WB-H3WA
 1.4 with sigma of 0.01
 O7-C11 \\sim O7X-C11X
 with sigma of 0.01
 O8X-C11X \\sim O8-C11
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uiso(O7) = Uiso(O8) = Uiso(O7X) = Uiso(O8X)
Uanis(C12X) = Uanis(C13X) = Uanis(C14X) = Uanis(C15X) = Uanis(O9X) = Uanis(C13)
= Uanis(C14) = Uanis(C15) = Uanis(O9) = Uanis(C12) = Uanis(C11) = Uanis(C11X)
4. Others
 Fixed Sof: O3W(0.5) H3WA(0.5) H3WB(0.5) O7(0.5) O8(0.5) C11(0.5) C13(0.5)
 H13(0.5) C14(0.5) H14(0.5) C15(0.5) H15(0.5) O9(0.5) C12(0.5) O4W(0.5)
 H4WA(0.5) H4WB(0.5) O7X(0.5) O8X(0.5) O9X(0.5) C11X(0.5) C12X(0.5) C13X(0.5)
 H13X(0.5) C14X(0.5) H14X(0.5) C15X(0.5) H15X(0.5)
5.a Riding coordinates:
 O1W(H1WA,H1WB), O2W(H2WA,H2WB), O3W(H3WA,H3WB), O4W(H4WA,H4WB)
5.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C8(H8), C9(H9), C10(H10), C13(H13), C14(H14),
 C15(H15), C13X(H13X), C14X(H14X), C15X(H15X)
5.c Fitted pentagon refined as free rotating group:
 C13(C14,C15,O9,C12)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Eu1 Eu 0.255748(14) 0.243995(19) 0.74814(3) 0.01557(14) Uani 1 d . . .
O1 O 0.3190(2) 0.1652(3) 0.9129(5) 0.0263(11) Uani 1 d A . .
O1W O 0.2776(2) 0.1058(3) 0.6377(4) 0.0209(10) Uani 1 d A . .
H1WA H 0.3085 0.0785 0.6810 0.031 Uiso 1 d . . R
H1WB H 0.2533 0.0652 0.6585 0.031 Uiso 1 d . . R
O2 O 0.3094(2) 0.2003(3) 1.1179(5) 0.0266(11) Uani 1 d . . .
O2W O 0.2374(2) 0.3788(3) 0.6386(5) 0.0251(11) Uani 1 d A . .
H2WA H 0.2458 0.3767 0.5582 0.038 Uiso 1 d . . R
H2WB H 0.2608 0.4175 0.6827 0.038 Uiso 1 d . . R
O3 O 0.3933(2) 0.0351(3) 1.0013(4) 0.0241(11) Uani 1 d A . .
O4 O 0.3496(2) 0.2497(3) 0.6632(5) 0.0201(10) Uani 1 d A . .
O5 O 0.3147(2) 0.2692(3) 0.4484(5) 0.0271(11) Uani 1 d . . .
O6 O 0.46690(19) 0.2354(3) 0.6199(5) 0.0214(10) Uani 1 d A . .
C1 C 0.3291(3) 0.1539(4) 1.0361(6) 0.0159(14) Uani 1 d . . .
C2 C 0.3667(3) 0.0823(4) 1.0887(6) 0.0169(14) Uani 1 d A . .
C3 C 0.3815(3) 0.0496(4) 1.2118(7) 0.0221(15) Uani 1 d . . .
H3 H 0.3700 0.0708 1.2885 0.027 Uiso 1 calc A . R
C4 C 0.4181(3) -0.0236(4) 1.2028(7) 0.0252(16) Uani 1 d A . .
H4 H 0.4341 -0.0604 1.2705 0.030 Uiso 1 calc . . R
C5 C 0.4242(3) -0.0274(4) 1.0745(8) 0.0300(17) Uani 1 d . . .
H5 H 0.4471 -0.0683 1.0399 0.036 Uiso 1 calc A . R
C6 C 0.3571(3) 0.2553(4) 0.5452(7) 0.0186(15) Uani 1 d . . .
C7 C 0.4198(3) 0.2454(4) 0.5153(7) 0.0198(15) Uani 1 d A . .
C8 C 0.4414(3) 0.2448(5) 0.4010(8) 0.0322(19) Uani 1 d . . .
H8 H 0.4186 0.2503 0.3160 0.039 Uiso 1 calc A . R
C9 C 0.5060(3) 0.2341(5) 0.4360(8) 0.037(2) Uani 1 d A . .
H9 H 0.5341 0.2308 0.3782 0.045 Uiso 1 calc . . R
C10 C 0.5189(3) 0.2298(4) 0.5671(8) 0.0291(17) Uani 1 d . . .
H10 H 0.5583 0.2237 0.6162 0.035 Uiso 1 calc A . R
O3W O 0.1803(5) 0.1365(8) 0.7911(12) 0.021(3) Uiso 0.50 d A 1 D
H3WA H 0.1743 0.1371 0.8743 0.031 Uiso 0.50 d A 1 DR
H3WB H 0.1984 0.0886 0.7812 0.031 Uiso 0.50 d A 1 DR
O7 O 0.3232(6) 0.3505(7) 0.8739(12) 0.0229(13) Uiso 0.50 d A 1 D
O8 O 0.2960(5) 0.4851(6) 0.7936(11) 0.0229(13) Uiso 0.50 d A 1 D
C11 C 0.3277(6) 0.4333(7) 0.8744(13) 0.0257(9) Uani 0.50 d A 1 D
C13 C 0.3807(4) 0.5486(5) 1.0292(9) 0.0257(9) Uani 0.50 d A 1 .
H13 H 0.3597 0.5963 0.9938 0.031 Uiso 0.50 calc A 1 R
C14 C 0.4273(4) 0.5457(5) 1.1440(9) 0.0257(9) Uani 0.50 d A 1 G
H14 H 0.4422 0.5912 1.1969 0.031 Uiso 0.50 calc A 1 R
C15 C 0.4472(4) 0.4611(5) 1.1637(8) 0.0257(9) Uani 0.50 d A 1 G
H15 H 0.4774 0.4415 1.2318 0.031 Uiso 0.50 calc A 1 R
O9 O 0.4129(4) 0.4118(4) 1.0611(9) 0.0257(9) Uani 0.50 d A 1 G
C12 C 0.3718(4) 0.4658(6) 0.9780(8) 0.0257(9) Uani 0.50 d A 1 G
O4W O 0.3136(5) 0.3469(7) 0.8987(11) 0.021(3) Uiso 0.50 d A 2 D
H4WA H 0.3099 0.3357 0.9791 0.031 Uiso 0.50 d A 2 DR
H4WB H 0.3001 0.3969 0.8792 0.031 Uiso 0.50 d A 2 DR
O7X O 0.1907(6) 0.1365(8) 0.8160(14) 0.0229(13) Uiso 0.50 d A 2 D
O8X O 0.1926(5) 0.0072(6) 0.7033(12) 0.0229(13) Uiso 0.50 d A 2 D
O9X O 0.0886(5) 0.0764(7) 0.9050(11) 0.0257(9) Uani 0.50 d A 2 .
C11X C 0.1684(6) 0.0612(7) 0.7731(14) 0.0257(9) Uani 0.50 d A 2 D
C12X C 0.1163(6) 0.0244(9) 0.8309(15) 0.0257(9) Uani 0.50 d A 2 .
C13X C 0.0929(6) -0.0537(9) 0.8358(15) 0.0257(9) Uani 0.50 d A 2 .
H13X H 0.1033 -0.1018 0.7932 0.031 Uiso 0.50 calc A 2 R
C14X C 0.0485(6) -0.0454(9) 0.9216(14) 0.0257(9) Uani 0.50 d A 2 .
H14X H 0.0243 -0.0884 0.9465 0.031 Uiso 0.50 calc A 2 R
C15X C 0.0477(6) 0.0331(9) 0.9591(14) 0.0257(9) Uani 0.50 d A 2 .
H15X H 0.0225 0.0551 1.0148 0.031 Uiso 0.50 calc A 2 R


_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 O1 2.354(5) . ?
Eu1 O1W 2.559(4) . ?
Eu1 O2 2.327(4) 7_557 ?
Eu1 O2W 2.425(4) . ?
Eu1 O4 2.381(4) . ?
Eu1 O5 2.328(5) 7_556 ?
Eu1 O3W 2.478(13) . ?
Eu1 O7 2.466(12) . ?
Eu1 O4W 2.450(12) . ?
Eu1 O7X 2.413(13) . ?
O1 C1 1.256(7) . ?
O1W H1WA 0.8626 . ?
O1W H1WB 0.8896 . ?
O2 Eu1 2.327(4) 7_557 ?
O2 C1 1.252(7) . ?
O2W H2WA 0.8760 . ?
O2W H2WB 0.8750 . ?
O3 C2 1.376(7) . ?
O3 C5 1.356(8) . ?
O4 C6 1.252(8) . ?
O5 Eu1 2.327(5) 7_556 ?
O5 C6 1.257(8) . ?
O6 C7 1.365(8) . ?
O6 C10 1.352(7) . ?
C1 C2 1.457(9) . ?
C2 C3 1.351(9) . ?
C3 H3 0.9300 . ?
C3 C4 1.430(9) . ?
C4 H4 0.9300 . ?
C4 C5 1.346(10) . ?
C5 H5 0.9300 . ?
C6 C7 1.473(9) . ?
C7 C8 1.339(9) . ?
C8 H8 0.9300 . ?
C8 C9 1.417(11) . ?
C9 H9 0.9300 . ?
C9 C10 1.325(12) . ?
C10 H10 0.9300 . ?
O3W H3WA 0.8855 . ?
O3W H3WB 0.8756 . ?
O7 C11 1.322(14) . ?
O7 H4WA 1.1898 . ?
O7 H4WB 0.9037 . ?
O8 C11 1.287(14) . ?
C11 C12 1.406(15) . ?
C11 H4WB 0.8478 . ?
C13 H13 0.9300 . ?
C13 C14 1.4200 . ?
C13 C12 1.4200 . ?
C14 H14 0.9300 . ?
C14 C15 1.4200 . ?
C15 H15 0.9300 . ?
C15 O9 1.4200 . ?
O9 C12 1.4200 . ?
O4W H4WA 0.8609 . ?
O4W H4WB 0.8616 . ?
O7X H3WA 0.7500 . ?
O7X H3WB 0.8714 . ?
O7X C11X 1.340(15) . ?
O8X C11X 1.291(13) . ?
O9X C12X 1.340(16) . ?
O9X C15X 1.331(17) . ?
C11X H3WB 0.7834 . ?
C11X C12X 1.500(17) . ?
C12X C13X 1.351(19) . ?
C13X H13X 0.9300 . ?
C13X C14X 1.432(18) . ?
C14X H14X 0.9300 . ?
C14X C15X 1.31(2) . ?
C15X H15X 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
O1 Eu1 O1W 74.06(15) . . ?
O1 Eu1 O2W 146.48(17) . . ?
O1 Eu1 O4 80.78(16) . . ?
O1 Eu1 O3W 80.5(3) . . ?
O1 Eu1 O7 76.4(3) . . ?
O1 Eu1 O4W 74.2(3) . . ?
O1 Eu1 O7X 73.8(4) . . ?
O2 Eu1 O1 97.40(16) 7_557 . ?
O2 Eu1 O1W 140.48(15) 7_557 . ?
O2 Eu1 O2W 82.26(15) 7_557 . ?
O2 Eu1 O4 149.90(16) 7_557 . ?
O2 Eu1 O5 99.08(16) 7_557 7_556 ?
O2 Eu1 O3W 69.9(3) 7_557 . ?
O2 Eu1 O7 78.9(3) 7_557 . ?
O2 Eu1 O4W 71.4(2) 7_557 . ?
O2 Eu1 O7X 69.0(3) 7_557 . ?
O2W Eu1 O1W 125.90(15) . . ?
O2W Eu1 O3W 129.2(3) . . ?
O2W Eu1 O7 70.6(3) . . ?
O2W Eu1 O4W 74.0(3) . . ?
O4 Eu1 O1W 68.23(14) . . ?
O4 Eu1 O2W 83.21(14) . . ?
O4 Eu1 O3W 138.0(3) . . ?
O4 Eu1 O7 71.5(3) . . ?
O4 Eu1 O4W 79.3(2) . . ?
O4 Eu1 O7X 136.9(3) . . ?
O5 Eu1 O1 142.55(16) 7_556 . ?
O5 Eu1 O1W 71.82(16) 7_556 . ?
O5 Eu1 O2W 69.38(17) 7_556 . ?
O5 Eu1 O4 100.23(16) 7_556 . ?
O5 Eu1 O3W 74.0(3) 7_556 . ?
O5 Eu1 O7 139.8(3) 7_556 . ?
O5 Eu1 O4W 143.1(3) 7_556 . ?
O5 Eu1 O7X 81.1(4) 7_556 . ?
O3W Eu1 O1W 70.6(3) . . ?
O7 Eu1 O1W 132.9(3) . . ?
O7 Eu1 O3W 138.1(4) . . ?
O4W Eu1 O1W 137.4(3) . . ?
O4W Eu1 O3W 129.9(4) . . ?
O4W Eu1 O7 8.5(4) . . ?
O7X Eu1 O1W 71.6(3) . . ?
O7X Eu1 O2W 134.7(4) . . ?
O7X Eu1 O3W 7.1(5) . . ?
O7X Eu1 O7 132.2(4) . . ?
O7X Eu1 O4W 124.3(4) . . ?
C1 O1 Eu1 140.9(4) . . ?
Eu1 O1W H1WA 113.5 . . ?
Eu1 O1W H1WB 110.7 . . ?
H1WA O1W H1WB 87.8 . . ?
C1 O2 Eu1 160.4(4) . 7_557 ?
Eu1 O2W H2WA 110.8 . . ?
Eu1 O2W H2WB 110.5 . . ?
H2WA O2W H2WB 108.1 . . ?
C5 O3 C2 105.7(5) . . ?
C6 O4 Eu1 128.7(4) . . ?
C6 O5 Eu1 163.3(4) . 7_556 ?
C10 O6 C7 106.0(5) . . ?
O1 C1 C2 118.3(5) . . ?
O2 C1 O1 124.5(6) . . ?
O2 C1 C2 117.2(6) . . ?
O3 C2 C1 117.7(5) . . ?
C3 C2 O3 109.7(5) . . ?
C3 C2 C1 132.6(6) . . ?
C2 C3 H3 126.3 . . ?
C2 C3 C4 107.5(6) . . ?
C4 C3 H3 126.3 . . ?
C3 C4 H4 127.6 . . ?
C5 C4 C3 104.7(6) . . ?
C5 C4 H4 127.6 . . ?
O3 C5 H5 123.8 . . ?
C4 C5 O3 112.3(6) . . ?
C4 C5 H5 123.8 . . ?
O4 C6 O5 124.7(6) . . ?
O4 C6 C7 118.6(6) . . ?
O5 C6 C7 116.6(6) . . ?
O6 C7 C6 117.4(6) . . ?
C8 C7 O6 110.4(6) . . ?
C8 C7 C6 132.2(7) . . ?
C7 C8 H8 127.0 . . ?
C7 C8 C9 105.9(7) . . ?
C9 C8 H8 127.0 . . ?
C8 C9 H9 126.6 . . ?
C10 C9 C8 106.9(6) . . ?
C10 C9 H9 126.6 . . ?
O6 C10 H10 124.6 . . ?
C9 C10 O6 110.9(7) . . ?
C9 C10 H10 124.6 . . ?
Eu1 O3W H3WA 112.5 . . ?
Eu1 O3W H3WB 104.4 . . ?
H3WA O3W H3WB 105.6 . . ?
Eu1 O7 H4WA 96.6 . . ?
Eu1 O7 H4WB 107.4 . . ?
C11 O7 Eu1 136.6(10) . . ?
C11 O7 H4WA 103.0 . . ?
C11 O7 H4WB 39.4 . . ?
H4WA O7 H4WB 82.9 . . ?
O7 C11 C12 114.3(11) . . ?
O7 C11 H4WB 42.6 . . ?
O8 C11 O7 127.3(13) . . ?
O8 C11 C12 118.4(10) . . ?
O8 C11 H4WB 99.3 . . ?
C12 C11 H4WB 128.0 . . ?
C14 C13 H13 126.0 . . ?
C12 C13 H13 126.0 . . ?
C12 C13 C14 108.0 . . ?
C13 C14 H14 126.0 . . ?
C15 C14 C13 108.0 . . ?
C15 C14 H14 126.0 . . ?
C14 C15 H15 126.0 . . ?
C14 C15 O9 108.0 . . ?
O9 C15 H15 126.0 . . ?
C15 O9 C12 108.0 . . ?
C11 C12 C13 130.8(8) . . ?
C11 C12 O9 120.8(8) . . ?
C13 C12 O9 108.0 . . ?
Eu1 O4W H4WA 109.8 . . ?
Eu1 O4W H4WB 110.6 . . ?
H4WA O4W H4WB 109.0 . . ?
Eu1 O7X H3WA 127.8 . . ?
Eu1 O7X H3WB 109.5 . . ?
H3WA O7X H3WB 119.6 . . ?
C11X O7X Eu1 137.9(10) . . ?
C11X O7X H3WA 94.3 . . ?
C11X O7X H3WB 33.8 . . ?
C15X O9X C12X 108.9(11) . . ?
H3WA C11X H3WB 62.3 . . ?
O7X C11X H3WA 28.2 . . ?
O7X C11X H3WB 38.2 . . ?
O7X C11X C12X 118.7(11) . . ?
O8X C11X H3WA 151.3 . . ?
O8X C11X H3WB 90.5 . . ?
O8X C11X O7X 128.0(11) . . ?
O8X C11X C12X 112.1(11) . . ?
C12X C11X H3WA 91.1 . . ?
C12X C11X H3WB 149.8 . . ?
O9X C12X C11X 115.9(11) . . ?
O9X C12X C13X 109.5(12) . . ?
C13X C12X C11X 134.2(12) . . ?
C12X C13X H13X 127.9 . . ?
C12X C13X C14X 104.1(12) . . ?
C14X C13X H13X 127.9 . . ?
C13X C14X H14X 125.8 . . ?
C15X C14X C13X 108.3(13) . . ?
C15X C14X H14X 125.8 . . ?
O9X C15X H15X 125.4 . . ?
C14X C15X O9X 109.2(12) . . ?
C14X C15X H15X 125.4 . . ?

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
Eu1 O1 C1 O2 -13.2(11) . . . . ?
Eu1 O1 C1 C2 167.3(4) . . . . ?
Eu1 O2 C1 O1 86.8(14) 7_557 . . . ?
Eu1 O2 C1 C2 -93.7(14) 7_557 . . . ?
Eu1 O4 C6 O5 9.0(9) . . . . ?
Eu1 O4 C6 C7 -171.2(4) . . . . ?
Eu1 O5 C6 O4 -115.9(13) 7_556 . . . ?
Eu1 O5 C6 C7 64.3(16) 7_556 . . . ?
Eu1 O7 C11 O8 -5(2) . . . . ?
Eu1 O7 C11 C12 173.7(8) . . . . ?
Eu1 O7X C11X O8X 28(3) . . . . ?
Eu1 O7X C11X C12X -165.4(11) . . . . ?
O1 Eu1 O4 C6 150.4(5) . . . . ?
O1 Eu1 O7 C11 -174.3(14) . . . . ?
O1 Eu1 O7X C11X -99.1(16) . . . . ?
O1 C1 C2 O3 5.3(8) . . . . ?
O1 C1 C2 C3 -173.8(7) . . . . ?
O1W Eu1 O1 C1 -149.0(7) . . . . ?
O1W Eu1 O4 C6 73.9(5) . . . . ?
O1W Eu1 O7 C11 133.3(12) . . . . ?
O1W Eu1 O7X C11X -20.9(15) . . . . ?
O2 Eu1 O1 C1 -8.5(7) 7_557 . . . ?
O2 Eu1 O4 C6 -120.8(5) 7_557 . . . ?
O2 Eu1 O7 C11 -73.7(13) 7_557 . . . ?
O2 Eu1 O7X C11X 156.2(17) 7_557 . . . ?
O2 C1 C2 O3 -174.3(5) . . . . ?
O2 C1 C2 C3 6.6(10) . . . . ?
O2W Eu1 O1 C1 78.6(7) . . . . ?
O2W Eu1 O4 C6 -59.2(5) . . . . ?
O2W Eu1 O7 C11 11.9(12) . . . . ?
O2W Eu1 O7X C11X 101.8(16) . . . . ?
O3 C2 C3 C4 -1.6(7) . . . . ?
O4 Eu1 O1 C1 141.1(7) . . . . ?
O4 Eu1 O7 C11 101.1(13) . . . . ?
O4 Eu1 O7X C11X -42.7(18) . . . . ?
O4 C6 C7 O6 -3.7(9) . . . . ?
O4 C6 C7 C8 177.0(7) . . . . ?
O5 Eu1 O1 C1 -124.1(6) 7_556 . . . ?
O5 Eu1 O4 C6 8.4(5) 7_556 . . . ?
O5 Eu1 O7 C11 17.2(16) 7_556 . . . ?
O5 Eu1 O7X C11X 52.8(16) 7_556 . . . ?
O5 C6 C7 O6 176.1(5) . . . . ?
O5 C6 C7 C8 -3.2(11) . . . . ?
O6 C7 C8 C9 -0.3(8) . . . . ?
C1 C2 C3 C4 177.6(7) . . . . ?
C2 O3 C5 C4 1.0(8) . . . . ?
C2 C3 C4 C5 2.1(8) . . . . ?
C3 C4 C5 O3 -2.0(8) . . . . ?
C5 O3 C2 C1 -178.9(6) . . . . ?
C5 O3 C2 C3 0.4(7) . . . . ?
C6 C7 C8 C9 179.1(7) . . . . ?
C7 O6 C10 C9 -1.2(8) . . . . ?
C7 C8 C9 C10 -0.5(9) . . . . ?
C8 C9 C10 O6 1.1(9) . . . . ?
C10 O6 C7 C6 -178.6(5) . . . . ?
C10 O6 C7 C8 0.9(7) . . . . ?
O3W Eu1 O1 C1 -76.6(7) . . . . ?
O3W Eu1 O4 C6 85.8(6) . . . . ?
O3W Eu1 O7 C11 -115.8(13) . . . . ?
O3W Eu1 O7X C11X 60(4) . . . . ?
O7 Eu1 O1 C1 68.1(7) . . . . ?
O7 Eu1 O4 C6 -131.0(6) . . . . ?
O7 Eu1 O7X C11X -152.7(14) . . . . ?
O7 C11 C12 C13 -164.2(9) . . . . ?
O7 C11 C12 O9 8.3(14) . . . . ?
O8 C11 C12 C13 14.6(16) . . . . ?
O8 C11 C12 O9 -172.9(9) . . . . ?
C13 C14 C15 O9 0.0 . . . . ?
C14 C13 C12 C11 173.3(12) . . . . ?
C14 C13 C12 O9 0.0 . . . . ?
C14 C15 O9 C12 0.0 . . . . ?
C15 O9 C12 C11 -174.1(10) . . . . ?
C15 O9 C12 C13 0.0 . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
O4W Eu1 O1 C1 59.7(7) . . . . ?
O4W Eu1 O4 C6 -134.2(6) . . . . ?
O4W Eu1 O7 C11 -101(4) . . . . ?
O4W Eu1 O7X C11X -156.3(15) . . . . ?
O7X Eu1 O1 C1 -74.1(7) . . . . ?
O7X Eu1 O4 C6 96.2(7) . . . . ?
O7X Eu1 O7 C11 -121.6(13) . . . . ?
O7X C11X C12X O9X 11(2) . . . . ?
O7X C11X C12X C13X -161.6(17) . . . . ?
O8X C11X C12X O9X -180.0(13) . . . . ?
O8X C11X C12X C13X 7(3) . . . . ?
O9X C12X C13X C14X -0.7(17) . . . . ?
C11X C12X C13X C14X 172.6(16) . . . . ?
C12X O9X C15X C14X 0.0(17) . . . . ?
C12X C13X C14X C15X 0.7(17) . . . . ?
C13X C14X C15X O9X -0.5(17) . . . . ?
C15X O9X C12X C11X -174.2(13) . . . . ?
C15X O9X C12X C13X 0.5(17) . . . . ?

_olex2_date_sample_data_collection 2014-08-05
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_eutb
_database_code_depnum_ccdc_archive 'CCDC 1438520'
_audit_update_record             
;
2015-11-24 deposited with the CCDC.
2018-04-27 downloaded from the CCDC.
;
_audit_creation_date             2015-11-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C15 H15 Eu0.7 O12 Tb0.3'
_chemical_formula_sum            'C15 H15 Eu0.70 O12 Tb0.30'
_chemical_formula_weight         541.32
_chemical_melting_point          ?
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'
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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   21.985(8)
_cell_length_b                   15.883(6)
_cell_length_c                   10.192(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.172(6)
_cell_angle_gamma                90.00
_cell_volume                     3503(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2560
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.320
_cell_measurement_theta_min      1.534
_exptl_absorpt_coefficient_mu    3.785
_exptl_absorpt_correction_T_max  0.6194
_exptl_absorpt_correction_T_min  0.3594
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.053
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2117
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.14
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0197
_diffrn_reflns_av_unetI/netI     0.0181
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            8880
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.44
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2934
_reflns_number_total             3043
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.822
_refine_diff_density_min         -1.005
_refine_diff_density_rms         0.106
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         3043
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0289
_refine_ls_R_factor_gt           0.0278
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0198P)²+47.4842P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0642
_refine_ls_wR_factor_ref         0.0648
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Shared sites
{Eu1, Tb1}
3. Restrained distances
 C5-O7X_$1 \\sim C5-O7_$1 \\sim C11_$1-C11_$1
 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(C12) = Uanis(O9) = Uanis(C14) = Uanis(C13) = Uanis(C15) = Uanis(C12X) =
Uanis(C15X) = Uanis(O9X) = Uanis(C13X) = Uanis(C14X)
Uanis(C11X) = Uanis(C11)
Uanis(Tb1) = Uanis(Eu1)
Uiso(O3W) = Uiso(O7)
5. Others
 Fixed Sof: Tb1(0.3) Eu1(0.7) O4W(0.5) H4WA(0.5) H4WB(0.5) O3W(0.5) O7(0.5)
 H3WA(0.5) H3WB(0.5) O8(0.5) O9(0.5) C11(0.5) C12(0.5) C13(0.5) H13(0.5)
 C14(0.5) H14(0.5) C15(0.5) H15(0.5) O7X(0.5) O8X(0.5) O9X(0.5) C11X(0.5)
 C12X(0.5) C13X(0.5) H13X(0.5) C14X(0.5) H14X(0.5) C15X(0.5) H15X(0.5)
6.a Riding coordinates:
 O1W(H1WA,H1WB), O2W(H2WA,H2WB), O4W(H4WA,H4WB), O7(H3WA,H3WB)
6.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C8(H8), C9(H9), C10(H10), C13(H13), C14(H14), C15(H15),
 C5(H5), C13X(H13X), C14X(H14X), C15X(H15X)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Tb1 Tb 0.244346(9) 0.243692(13) 0.751672(19) 0.01330(8) Uani 0.30 d . . .
Eu1 Eu 0.244346(9) 0.243692(13) 0.751672(19) 0.01330(8) Uani 0.70 d . . .
O1 O 0.30980(15) 0.2993(2) 0.6186(3) 0.0219(7) Uani 1 d B . .
O1W O 0.26209(15) 0.3783(2) 0.8613(3) 0.0231(7) Uani 1 d B . .
H1WA H 0.2981 0.3956 0.8634 0.035 Uiso 1 d . . R
H1WB H 0.2415 0.4194 0.8250 0.035 Uiso 1 d . . R
O2 O 0.31883(15) 0.3354(2) 0.4121(3) 0.0217(7) Uani 1 d . . .
O2W O 0.22196(14) 0.10557(19) 0.8608(3) 0.0183(7) Uani 1 d B . .
H2WA H 0.2508 0.0743 0.8478 0.027 Uiso 1 d . . R
H2WB H 0.2253 0.1137 0.9440 0.027 Uiso 1 d . . R
O3 O 0.39356(15) 0.46583(19) 0.5024(3) 0.0197(7) Uani 1 d . . .
O4 O 0.31404(14) 0.2306(2) 0.9477(3) 0.0213(7) Uani 1 d B . .
O5 O 0.34919(14) 0.25059(19) 1.1635(3) 0.0175(6) Uani 1 d . . .
O6 O 0.46690(13) 0.26405(19) 1.1202(3) 0.0166(6) Uani 1 d B . .
C1 C 0.32879(19) 0.3463(3) 0.5357(4) 0.0128(8) Uani 1 d . . .
C2 C 0.3673(2) 0.4186(3) 0.5898(4) 0.0142(9) Uani 1 d B . .
C3 C 0.3813(2) 0.4507(3) 0.7139(4) 0.0160(9) Uani 1 d . . .
H3 H 0.3689 0.4291 0.7920 0.019 Uiso 1 calc B . R
C4 C 0.4183(2) 0.5235(3) 0.7052(5) 0.0204(10) Uani 1 d B . .
H4 H 0.4351 0.5604 0.7757 0.025 Uiso 1 calc A . R
C6 C 0.35651(19) 0.2448(3) 1.0449(4) 0.0144(9) Uani 1 d . . .
C7 C 0.4197(2) 0.2546(3) 1.0152(4) 0.0156(9) Uani 1 d B . .
C8 C 0.4412(2) 0.2555(3) 0.8997(5) 0.0243(10) Uani 1 d . . .
H8 H 0.4177 0.2499 0.8126 0.029 Uiso 1 calc B . R
C9 C 0.5061(2) 0.2663(3) 0.9341(5) 0.0266(11) Uani 1 d B . .
H9 H 0.5347 0.2701 0.8744 0.032 Uiso 1 calc . . R
C10 C 0.5192(2) 0.2701(3) 1.0683(5) 0.0205(10) Uani 1 d . . .
H10 H 0.5596 0.2761 1.1192 0.025 Uiso 1 calc B . R
O4W O 0.1859(4) 0.3438(5) 0.6028(9) 0.018(2) Uiso 0.50 d B 1 .
H4WA H 0.1903 0.3388 0.5220 0.027 Uiso 0.50 d B 1 R
H4WB H 0.1888 0.3953 0.6257 0.027 Uiso 0.50 d B 1 R
O3W O 0.3191(4) 0.1329(6) 0.7078(9) 0.0183(10) Uiso 0.50 d B 2 .
O7 O 0.3109(4) 0.1400(5) 0.6863(8) 0.0183(10) Uiso 0.50 d B 1 D
H3WA H 0.3346 0.1285 0.6343 0.027 Uiso 0.50 d B 2 R
H3WB H 0.3136 0.0843 0.7333 0.027 Uiso 0.50 d B 2 R
O8 O 0.3074(4) 0.0076(6) 0.7986(8) 0.0137(17) Uani 0.50 d B 1 .
O9 O 0.4114(5) 0.0792(7) 0.5941(8) 0.0211(6) Uani 0.50 d B 1 .
C11 C 0.3329(4) 0.0575(6) 0.7280(8) 0.0163(13) Uani 0.50 d B 1 D
C12 C 0.3844(4) 0.0237(6) 0.6689(9) 0.0211(6) Uani 0.50 d B 1 .
C13 C 0.4074(5) -0.0548(7) 0.6636(10) 0.0211(6) Uani 0.50 d B 1 .
H13 H 0.3962 -0.1040 0.7068 0.025 Uiso 0.50 calc B 1 R
C14 C 0.4522(4) -0.0474(6) 0.5786(9) 0.0211(6) Uani 0.50 d B 1 .
H14 H 0.4771 -0.0916 0.5544 0.025 Uiso 0.50 calc B 1 R
C15 C 0.4530(4) 0.0322(6) 0.5391(9) 0.0211(6) Uani 0.50 d B 1 .
H15 H 0.4787 0.0536 0.4812 0.025 Uiso 0.50 calc B 1 R
O7X O 0.1768(4) 0.3520(6) 0.6222(9) 0.024(3) Uiso 0.50 d B 2 D
O8X O 0.2033(5) 0.4831(6) 0.7060(10) 0.017(3) Uiso 0.50 d B 2 .
O9X O 0.0865(5) 0.4150(7) 0.4377(8) 0.0211(6) Uani 0.50 d B 2 .
C5 C 0.4246(2) 0.5293(3) 0.5758(5) 0.0215(10) Uani 1 d B 2 D
H5 H 0.4475 0.5718 0.5407 0.026 Uiso 1 calc B 2 R
C11X C 0.1716(4) 0.4318(6) 0.6241(8) 0.0163(13) Uani 0.50 d B 2 .
C12X C 0.1259(4) 0.4674(6) 0.5164(9) 0.0211(6) Uani 0.50 d B 2 .
C13X C 0.1186(4) 0.5469(6) 0.4696(9) 0.0211(6) Uani 0.50 d B 2 .
H13X H 0.1404 0.5952 0.5077 0.025 Uiso 0.50 calc B 2 R
C14X C 0.0730(5) 0.5452(7) 0.3544(11) 0.0211(6) Uani 0.50 d B 2 .
H14X H 0.0581 0.5912 0.2982 0.025 Uiso 0.50 calc B 2 R
C15X C 0.0544(4) 0.4625(6) 0.3406(9) 0.0211(6) Uani 0.50 d B 2 .
H15X H 0.0231 0.4418 0.2718 0.025 Uiso 0.50 calc B 2 R


_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 O1 2.320(3) . ?
Tb1 O1W 2.412(3) . ?
Tb1 O2 2.340(3) 7_556 ?
Tb1 O2W 2.547(3) . ?
Tb1 O4 2.303(3) . ?
Tb1 O5 2.369(3) 7_557 ?
Tb1 O4W 2.407(8) . ?
Tb1 O3W 2.502(9) . ?
Tb1 O7 2.375(9) . ?
Tb1 O7X 2.492(9) . ?
O1 C1 1.253(5) . ?
O1W H1WA 0.8351 . ?
O1W H1WB 0.8424 . ?
O2 Tb1 2.340(3) 7_556 ?
O2 Eu1 2.340(3) 7_556 ?
O2 C1 1.252(5) . ?
O2W H2WA 0.8342 . ?
O2W H2WB 0.8476 . ?
O3 C2 1.368(5) . ?
O3 C5 1.363(5) . ?
O4 C6 1.256(5) . ?
O5 Tb1 2.369(3) 7_557 ?
O5 Eu1 2.369(3) 7_557 ?
O5 C6 1.250(5) . ?
O6 C7 1.362(5) . ?
O6 C10 1.353(5) . ?
C1 C2 1.475(6) . ?
C2 C3 1.348(6) . ?
C3 H3 0.9500 . ?
C3 C4 1.425(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.353(7) . ?
C6 C7 1.481(6) . ?
C7 C8 1.344(6) . ?
C8 H8 0.9500 . ?
C8 C9 1.419(7) . ?
C9 H9 0.9500 . ?
C9 C10 1.348(7) . ?
C10 H10 0.9500 . ?
O4W H4WA 0.8498 . ?
O4W H4WB 0.8492 . ?
O3W H3WA 0.8782 . ?
O3W H3WB 0.8305 . ?
O7 H3WA 0.8266 . ?
O7 H3WB 1.0040 . ?
O7 C11 1.435(12) . ?
O8 H3WB 1.4057 . ?
O8 C11 1.266(12) . ?
O9 C12 1.368(13) . ?
O9 C15 1.375(14) . ?
C11 H3WB 0.6095 . ?
C11 C12 1.474(12) . ?
C12 C13 1.350(14) . ?
C13 H13 0.9500 . ?
C13 C14 1.428(13) . ?
C14 H14 0.9500 . ?
C14 C15 1.327(14) . ?
C15 H15 0.9500 . ?
O7X H4WA 1.1325 . ?
O7X H4WB 0.7352 . ?
O7X C11X 1.273(13) . ?
O8X C11X 1.281(13) . ?
O9X C12X 1.356(15) . ?
O9X C15X 1.342(14) . ?
C5 H5 0.9500 . ?
C11X H4WB 0.6895 . ?
C11X C12X 1.465(13) . ?
C12X C13X 1.349(14) . ?
C13X H13X 0.9500 . ?
C13X C14X 1.403(14) . ?
C14X H14X 0.9500 . ?
C14X C15X 1.376(15) . ?
C15X H15X 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
O1 Tb1 O1W 82.37(11) . . ?
O1 Tb1 O2 97.97(11) . 7_556 ?
O1 Tb1 O2W 140.46(11) . . ?
O1 Tb1 O5 150.10(11) . 7_557 ?
O1 Tb1 O4W 72.4(2) . . ?
O1 Tb1 O3W 70.6(2) . . ?
O1 Tb1 O7 67.9(2) . . ?
O1 Tb1 O7X 78.5(2) . . ?
O1W Tb1 O2W 126.09(10) . . ?
O1W Tb1 O3W 130.4(2) . . ?
O1W Tb1 O7X 70.5(2) . . ?
O2 Tb1 O1W 146.47(12) 7_556 . ?
O2 Tb1 O2W 73.31(10) 7_556 . ?
O2 Tb1 O5 80.61(11) 7_556 7_557 ?
O2 Tb1 O4W 73.9(2) 7_556 . ?
O2 Tb1 O3W 79.7(2) 7_556 . ?
O2 Tb1 O7 75.2(2) 7_556 . ?
O2 Tb1 O7X 76.7(2) 7_556 . ?
O4 Tb1 O1 98.94(12) . . ?
O4 Tb1 O1W 69.50(12) . . ?
O4 Tb1 O2 142.24(11) . 7_556 ?
O4 Tb1 O2W 72.14(11) . . ?
O4 Tb1 O5 100.03(11) . 7_557 ?
O4 Tb1 O4W 143.7(2) . . ?
O4 Tb1 O3W 74.6(2) . . ?
O4 Tb1 O7 80.3(2) . . ?
O4 Tb1 O7X 139.9(2) . . ?
O5 Tb1 O1W 82.91(11) 7_557 . ?
O5 Tb1 O2W 68.07(10) 7_557 . ?
O5 Tb1 O4W 78.7(2) 7_557 . ?
O5 Tb1 O3W 137.1(2) 7_557 . ?
O5 Tb1 O7 138.3(2) 7_557 . ?
O5 Tb1 O7X 72.1(2) 7_557 . ?
O4W Tb1 O1W 74.4(2) . . ?
O4W Tb1 O2W 136.2(2) . . ?
O4W Tb1 O3W 130.3(3) . . ?
O4W Tb1 O7X 7.5(3) . . ?
O3W Tb1 O2W 69.9(2) . . ?
O7 Tb1 O1W 133.4(2) . . ?
O7 Tb1 O2W 72.6(2) . . ?
O7 Tb1 O4W 124.6(3) . . ?
O7 Tb1 O3W 5.9(4) . . ?
O7 Tb1 O7X 132.0(3) . . ?
O7X Tb1 O2W 133.1(2) . . ?
O7X Tb1 O3W 137.7(3) . . ?
C1 O1 Tb1 159.4(3) . . ?
Tb1 O1W H1WA 112.3 . . ?
Tb1 O1W H1WB 117.0 . . ?
H1WA O1W H1WB 100.9 . . ?
Eu1 O2 Tb1 0.000(12) 7_556 7_556 ?
C1 O2 Tb1 140.2(3) . 7_556 ?
C1 O2 Eu1 140.2(3) . 7_556 ?
Tb1 O2W H2WA 103.4 . . ?
Tb1 O2W H2WB 108.4 . . ?
H2WA O2W H2WB 108.4 . . ?
C5 O3 C2 106.0(3) . . ?
C6 O4 Tb1 163.0(3) . . ?
Eu1 O5 Tb1 0.000(13) 7_557 7_557 ?
C6 O5 Tb1 128.6(3) . 7_557 ?
C6 O5 Eu1 128.6(3) . 7_557 ?
C10 O6 C7 106.4(3) . . ?
O1 C1 C2 116.7(4) . . ?
O2 C1 O1 125.2(4) . . ?
O2 C1 C2 118.1(4) . . ?
O3 C2 C1 117.6(4) . . ?
C3 C2 O3 110.5(4) . . ?
C3 C2 C1 131.8(4) . . ?
C2 C3 H3 126.7 . . ?
C2 C3 C4 106.7(4) . . ?
C4 C3 H3 126.7 . . ?
C3 C4 H4 127.1 . . ?
C5 C4 C3 105.9(4) . . ?
C5 C4 H4 127.1 . . ?
O4 C6 C7 116.8(4) . . ?
O5 C6 O4 124.8(4) . . ?
O5 C6 C7 118.4(4) . . ?
O6 C7 C6 117.6(4) . . ?
C8 C7 O6 110.5(4) . . ?
C8 C7 C6 132.0(4) . . ?
C7 C8 H8 126.9 . . ?
C7 C8 C9 106.3(4) . . ?
C9 C8 H8 126.9 . . ?
C8 C9 H9 126.8 . . ?
C10 C9 C8 106.3(4) . . ?
C10 C9 H9 126.8 . . ?
O6 C10 H10 124.8 . . ?
C9 C10 O6 110.5(4) . . ?
C9 C10 H10 124.8 . . ?
Tb1 O4W H4WA 114.2 . . ?
Tb1 O4W H4WB 117.2 . . ?
H4WA O4W H4WB 110.0 . . ?
Tb1 O3W H3WA 125.0 . . ?
Tb1 O3W H3WB 117.4 . . ?
H3WA O3W H3WB 107.1 . . ?
Tb1 O7 H3WA 145.4 . . ?
Tb1 O7 H3WB 117.7 . . ?
H3WA O7 H3WB 96.8 . . ?
C11 O7 Tb1 137.9(7) . . ?
C11 O7 H3WA 76.7 . . ?
C11 O7 H3WB 20.7 . . ?
C11 O8 H3WB 25.7 . . ?
C12 O9 C15 105.3(9) . . ?
O7 C11 H3WA 32.9 . . ?
O7 C11 H3WB 35.5 . . ?
O7 C11 C12 117.1(8) . . ?
H3WA C11 H3WB 67.9 . . ?
O8 C11 O7 125.5(8) . . ?
O8 C11 H3WA 155.0 . . ?
O8 C11 H3WB 90.1 . . ?
O8 C11 C12 116.9(8) . . ?
C12 C11 H3WA 84.6 . . ?
C12 C11 H3WB 152.5 . . ?
O9 C12 C11 115.7(9) . . ?
C13 C12 O9 111.7(9) . . ?
C13 C12 C11 132.3(9) . . ?
C12 C13 H13 127.7 . . ?
C12 C13 C14 104.5(9) . . ?
C14 C13 H13 127.7 . . ?
C13 C14 H14 126.0 . . ?
C15 C14 C13 108.1(9) . . ?
C15 C14 H14 126.0 . . ?
O9 C15 H15 124.8 . . ?
C14 C15 O9 110.4(9) . . ?
C14 C15 H15 124.8 . . ?
Tb1 O7X H4WA 97.1 . . ?
Tb1 O7X H4WB 116.4 . . ?
H4WA O7X H4WB 93.9 . . ?
C11X O7X Tb1 136.5(6) . . ?
C11X O7X H4WA 103.6 . . ?
C11X O7X H4WB 25.8 . . ?
C15X O9X C12X 106.9(9) . . ?
O3 C5 H5 124.5 . . ?
C4 C5 O3 110.9(4) . . ?
C4 C5 H5 124.5 . . ?
O7X C11X H4WB 27.6 . . ?
O7X C11X O8X 127.1(9) . . ?
O7X C11X C12X 115.1(8) . . ?
O8X C11X H4WB 106.7 . . ?
O8X C11X C12X 117.7(8) . . ?
C12X C11X H4WB 130.0 . . ?
O9X C12X C11X 119.3(9) . . ?
C13X C12X O9X 109.9(9) . . ?
C13X C12X C11X 130.5(9) . . ?
C12X C13X H13X 126.3 . . ?
C12X C13X C14X 107.5(9) . . ?
C14X C13X H13X 126.3 . . ?
C13X C14X H14X 127.5 . . ?
C15X C14X C13X 105.0(9) . . ?
C15X C14X H14X 127.5 . . ?
O9X C15X C14X 110.6(9) . . ?
O9X C15X H15X 124.7 . . ?
C14X C15X H15X 124.7 . . ?

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
Tb1 O1 C1 O2 -85.9(9) . . . . ?
Tb1 O1 C1 C2 95.8(8) . . . . ?
Tb1 O2 C1 O1 13.7(7) 7_556 . . . ?
Tb1 O2 C1 C2 -168.1(3) 7_556 . . . ?
Tb1 O4 C6 O5 116.3(9) . . . . ?
Tb1 O4 C6 C7 -64.2(11) . . . . ?
Tb1 O5 C6 O4 -9.2(6) 7_557 . . . ?
Tb1 O5 C6 C7 171.4(3) 7_557 . . . ?
Tb1 O7 C11 O8 20.2(15) . . . . ?
Tb1 O7 C11 C12 -168.7(7) . . . . ?
Tb1 O7X C11X O8X -1.9(17) . . . . ?
Tb1 O7X C11X C12X 175.4(7) . . . . ?
Eu1 O2 C1 O1 13.7(7) 7_556 . . . ?
Eu1 O2 C1 C2 -168.1(3) 7_556 . . . ?
Eu1 O5 C6 O4 -9.2(6) 7_557 . . . ?
Eu1 O5 C6 C7 171.4(3) 7_557 . . . ?
O1 Tb1 O4 C6 44.2(10) . . . . ?
O1 Tb1 O7 C11 161.6(9) . . . . ?
O1 Tb1 O7X C11X -76.3(10) . . . . ?
O1 C1 C2 O3 173.7(4) . . . . ?
O1 C1 C2 C3 -8.6(7) . . . . ?
O1W Tb1 O1 C1 -66.9(8) . . . . ?
O1W Tb1 O4 C6 -34.1(10) . . . . ?
O1W Tb1 O7 C11 107.1(9) . . . . ?
O1W Tb1 O7X C11X 9.6(10) . . . . ?
O2 Tb1 O1 C1 79.3(8) 7_556 . . . ?
O2 Tb1 O4 C6 159.9(9) 7_556 . . . ?
O2 Tb1 O7 C11 -93.3(9) 7_556 . . . ?
O2 Tb1 O7X C11X -177.4(11) 7_556 . . . ?
O2 C1 C2 O3 -4.7(6) . . . . ?
O2 C1 C2 C3 173.0(5) . . . . ?
O2W Tb1 O1 C1 152.7(8) . . . . ?
O2W Tb1 O4 C6 -175.5(10) . . . . ?
O2W Tb1 O7 C11 -16.5(8) . . . . ?
O2W Tb1 O7X C11X 131.2(9) . . . . ?
O3 C2 C3 C4 0.5(5) . . . . ?
O4 Tb1 O1 C1 -134.6(8) . . . . ?
O4 Tb1 O7 C11 57.7(9) . . . . ?
O4 Tb1 O7X C11X 14.0(13) . . . . ?
O4 C6 C7 O6 -175.4(4) . . . . ?
O4 C6 C7 C8 3.9(7) . . . . ?
O5 Tb1 O1 C1 -5.7(9) 7_557 . . . ?
O5 Tb1 O4 C6 -112.6(10) 7_557 . . . ?
O5 Tb1 O7 C11 -36.6(10) 7_557 . . . ?
O5 Tb1 O7X C11X 98.3(11) 7_557 . . . ?
O5 C6 C7 O6 4.1(6) . . . . ?
O5 C6 C7 C8 -176.6(5) . . . . ?
O6 C7 C8 C9 -0.1(5) . . . . ?
C1 C2 C3 C4 -177.3(4) . . . . ?
C2 O3 C5 C4 -0.4(5) . . . . ?
C2 C3 C4 C5 -0.7(5) . . . . ?
C3 C4 C5 O3 0.7(5) . . . . ?
C6 C7 C8 C9 -179.4(5) . . . . ?
C7 O6 C10 C9 1.1(5) . . . . ?
C7 C8 C9 C10 0.8(6) . . . . ?
C8 C9 C10 O6 -1.2(6) . . . . ?
C10 O6 C7 C6 178.8(4) . . . . ?
C10 O6 C7 C8 -0.6(5) . . . . ?
O4W Tb1 O1 C1 9.1(8) . . . . ?
O4W Tb1 O4 C6 -28.1(11) . . . . ?
O4W Tb1 O7 C11 -151.2(8) . . . . ?
O4W Tb1 O7X C11X -111(3) . . . . ?
O3W Tb1 O1 C1 155.3(9) . . . . ?
O3W Tb1 O4 C6 111.2(10) . . . . ?
O3W Tb1 O7 C11 45(4) . . . . ?
O3W Tb1 O7X C11X -119.7(10) . . . . ?
O7 Tb1 O1 C1 149.7(9) . . . . ?
O7 Tb1 O4 C6 109.8(10) . . . . ?
O7 Tb1 O7X C11X -121.8(10) . . . . ?
O7 C11 C12 O9 8.6(12) . . . . ?
O7 C11 C12 C13 -164.4(10) . . . . ?
O8 C11 C12 O9 -179.5(9) . . . . ?
O8 C11 C12 C13 7.5(16) . . . . ?
O9 C12 C13 C14 0.0(12) . . . . ?
C11 C12 C13 C14 173.2(10) . . . . ?
C12 O9 C15 C14 -0.5(12) . . . . ?
C12 C13 C14 C15 -0.3(11) . . . . ?
C13 C14 C15 O9 0.5(12) . . . . ?
C15 O9 C12 C11 -174.1(8) . . . . ?
C15 O9 C12 C13 0.3(12) . . . . ?
O7X Tb1 O1 C1 4.7(8) . . . . ?
O7X Tb1 O4 C6 -38.5(11) . . . . ?
O7X Tb1 O7 C11 -149.4(7) . . . . ?
O7X C11X C12X O9X 10.2(13) . . . . ?
O7X C11X C12X C13X -162.3(10) . . . . ?
O8X C11X C12X O9X -172.2(9) . . . . ?
O8X C11X C12X C13X 15.2(15) . . . . ?
O9X C12X C13X C14X -0.8(11) . . . . ?
C5 O3 C2 C1 178.1(4) . . . . ?
C5 O3 C2 C3 -0.1(5) . . . . ?
C11X C12X C13X C14X 172.3(9) . . . . ?
C12X O9X C15X C14X 0.7(12) . . . . ?
C12X C13X C14X C15X 1.2(11) . . . . ?
C13X C14X C15X O9X -1.2(11) . . . . ?
C15X O9X C12X C11X -173.9(8) . . . . ?
C15X O9X C12X C13X 0.1(11) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_shi_320_cotu
_database_code_depnum_ccdc_archive 'CCDC 1438521'
_audit_update_record             
;
2015-11-24 deposited with the CCDC.
2018-04-27 downloaded from the CCDC.
;
_audit_creation_date             2015-11-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C15 H15 Eu0.33 O12 Tb0.67'
_chemical_formula_sum            'C15 H15 Eu0.33 O12 Tb0.67'
_chemical_formula_weight         543.87
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C15 H15 O20 Eu2 Tb1'
_chemical_oxdiff_usercomment     Eu2Tb(3:1)
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'
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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   22.1778(6)
_cell_length_b                   16.0639(4)
_cell_length_c                   10.2487(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.134(2)
_cell_angle_gamma                90.00
_cell_volume                     3594.27(15)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3092
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.0310
_cell_measurement_theta_min      3.5610
_exptl_absorpt_coefficient_mu    3.852
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70557
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.010
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2123
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0190
_diffrn_reflns_av_unetI/netI     0.0279
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7528
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         3.07
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.1593
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -25.00   12.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.4284  -77.0000  -30.0000 37

#__ type_ start__ end____ width___ exp.time_
  2 omega  -58.00   16.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.4284  107.0000  116.0000 74

#__ type_ start__ end____ width___ exp.time_
  3 omega   15.00   68.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       17.2409   38.0000  -90.0000 53

#__ type_ start__ end____ width___ exp.time_
  4 omega   -2.00   57.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       17.2409   38.0000  -30.0000 59
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0119303000
_diffrn_orient_matrix_UB_12      0.0408987000
_diffrn_orient_matrix_UB_13      -0.0014377000
_diffrn_orient_matrix_UB_21      -0.0292932000
_diffrn_orient_matrix_UB_22      0.0166115000
_diffrn_orient_matrix_UB_23      0.0038724000
_diffrn_orient_matrix_UB_31      0.0075423000
_diffrn_orient_matrix_UB_32      -0.0000725000
_diffrn_orient_matrix_UB_33      0.0701237000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2823
_reflns_number_total             3164
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.709
_refine_diff_density_min         -0.850
_refine_diff_density_rms         0.101
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         3164
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0326
_refine_ls_R_factor_gt           0.0280
_refine_ls_restrained_S_all      1.114
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0265P)²+13.1922P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0658
_refine_ls_wR_factor_ref         0.0685
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Shared sites
{Tb1, Eu1}
3. Restrained distances
 O8X-C11X = O8-C11
 1.28 with sigma of 0.01
 O3W-H3WB = O3W-H3WA
 0.86 with sigma of 0.01
 H3WA-H3WB
 1.4 with sigma of 0.01
 O7-C11 \\sim O7X-C11X
 with sigma of 0.01
 O8X-C11X \\sim O8-C11
 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(Tb1) = Uanis(Eu1)
Uiso(O8X) = Uiso(O8)
Uiso(O4W) = Uiso(O7X)
Uiso(O3W) = Uiso(O7)
5. Others
 Fixed Sof: Tb1(0.66667) Eu1(0.33333) O3W(0.5) O7X(0.5) O8X(0.5) C11X(0.5)
 C15X(0.5) H15X(0.5) O0AA(0.5) C12X(0.5) C13X(0.5) H13X(0.5) C14X(0.5)
 H14X(0.5) O4W(0.5) H4WA(0.5) H4WB(0.5) O7(0.5) H3WA(0.5) H3WB(0.5) O8(0.5)
 C11(0.5) C13(0.5) H13(0.5) C14(0.5) H14(0.5) C15(0.5) H15(0.5) O9(0.5) C12(0.5)
6.a Riding coordinates:
 O2W(H2WA,H2WB), O4W(H4WA,H4WB), O7(H3WA,H3WB)
6.b Rotating group:
 O1W(H1WA,H1WB)
6.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C8(H8), C9(H9), C10(H10), C15X(H15X), C13X(H13X),
 C14X(H14X), C13(H13), C14(H14), C15(H15)
6.d Fitted pentagon refined as free rotating group:
 C15X(O0AA,C12X,C13X,C14X), C13(C14,C15,O9,C12)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Tb1 Tb 0.243828(9) 0.744674(12) 0.251770(17) 0.02135(9) Uani 0.67 d . . .
Eu1 Eu 0.243828(9) 0.744674(12) 0.251770(17) 0.02135(9) Uani 0.33 d . . .
O1 O 0.30814(15) 0.8005(2) 0.1180(3) 0.0377(8) Uani 1 d A . .
O1W O 0.26104(15) 0.87823(19) 0.3622(3) 0.0358(8) Uani 1 d A . .
H1WA H 0.2400 0.9152 0.3155 0.054 Uiso 1 d . . GR
H1WB H 0.2988 0.8906 0.3718 0.054 Uiso 1 d . . GR
O2 O 0.31904(16) 0.8325(2) -0.0867(3) 0.0387(8) Uani 1 d . . .
O2W O 0.22164(14) 0.60611(18) 0.3580(3) 0.0292(7) Uani 1 d A . .
H2WA H 0.2257 0.6119 0.4423 0.044 Uiso 1 d . . R
H2WB H 0.2469 0.5690 0.3407 0.044 Uiso 1 d . . R
O3 O 0.39220(16) 0.9626(2) -0.0009(3) 0.0378(8) Uani 1 d A . .
O4 O 0.31422(14) 0.7316(2) 0.4451(3) 0.0342(8) Uani 1 d A . .
O5 O 0.34847(14) 0.75075(18) 0.6604(3) 0.0292(7) Uani 1 d . . .
O6 O 0.46499(14) 0.7650(2) 0.6185(3) 0.0331(8) Uani 1 d A . .
C1 C 0.32773(19) 0.8455(2) 0.0350(4) 0.0203(9) Uani 1 d . . .
C2 C 0.36576(19) 0.9166(3) 0.0867(4) 0.0222(9) Uani 1 d A . .
C3 C 0.3809(2) 0.9498(3) 0.2091(4) 0.0313(11) Uani 1 d . . .
H3 H 0.3693 0.9299 0.2862 0.038 Uiso 1 calc A . R
C4 C 0.4178(2) 1.0206(3) 0.1982(5) 0.0410(13) Uani 1 d A . .
H4 H 0.4350 1.0563 0.2660 0.049 Uiso 1 calc . . R
C5 C 0.4229(3) 1.0255(3) 0.0714(5) 0.0440(13) Uani 1 d . . .
H5 H 0.4448 1.0667 0.0362 0.053 Uiso 1 calc A . R
C6 C 0.35615(19) 0.7451(2) 0.5418(4) 0.0213(9) Uani 1 d . . .
C7 C 0.4186(2) 0.7546(3) 0.5130(4) 0.0246(10) Uani 1 d A . .
C8 C 0.4407(2) 0.7552(3) 0.4012(5) 0.0432(14) Uani 1 d . . .
H8 H 0.4183 0.7495 0.3160 0.052 Uiso 1 calc A . R
C9 C 0.5050(3) 0.7662(4) 0.4364(6) 0.0551(17) Uani 1 d A . .
H9 H 0.5330 0.7693 0.3787 0.066 Uiso 1 calc . . R
C10 C 0.5174(2) 0.7712(4) 0.5665(5) 0.0440(13) Uani 1 d . . .
H10 H 0.5564 0.7781 0.6161 0.053 Uiso 1 calc A . R
O3W O 0.3205(3) 0.6384(3) 0.2100(6) 0.0301(11) Uiso 0.50 d A 1 D
O7X O 0.1870(4) 0.8457(5) 0.1041(8) 0.0336(11) Uiso 0.50 d A 1 D
O8X O 0.2024(4) 0.9855(5) 0.2072(8) 0.0355(12) Uiso 0.50 d A 1 D
C11X C 0.1724(4) 0.9331(5) 0.1259(8) 0.029(2) Uani 0.50 d A 1 D
C15X C 0.0534(3) 0.9620(6) -0.1626(7) 0.052(3) Uani 0.50 d A 1 .
H15X H 0.0237 0.9422 -0.2311 0.063 Uiso 0.50 calc A 1 R
O0AA O 0.0873(4) 0.9135(4) -0.0592(9) 0.050(4) Uani 0.50 d A 1 G
C12X C 0.1277(3) 0.9675(4) 0.0242(6) 0.032(2) Uani 0.50 d A 1 G
C13X C 0.1188(4) 1.0494(4) -0.0277(8) 0.048(3) Uani 0.50 d A 1 G
H13X H 0.1394 1.0969 0.0078 0.057 Uiso 0.50 calc A 1 R
C14X C 0.0729(4) 1.0460(5) -0.1431(8) 0.045(4) Uani 0.50 d A 1 G
H14X H 0.0581 1.0909 -0.1966 0.055 Uiso 0.50 calc A 1 R
O4W O 0.1762(4) 0.8529(5) 0.1282(8) 0.0336(11) Uiso 0.50 d A 2 .
H4WA H 0.1835 0.8997 0.1462 0.050 Uiso 0.50 d A 2 R
H4WB H 0.1826 0.8570 0.0383 0.050 Uiso 0.50 d A 2 R
O7 O 0.3058(3) 0.6373(3) 0.1786(5) 0.0301(11) Uiso 0.50 d A 2 D
H3WA H 0.3380 0.6294 0.1420 0.045 Uiso 0.50 d A 1 DR
H3WB H 0.3134 0.5914 0.2349 0.045 Uiso 0.50 d A 1 DR
O8 O 0.3058(4) 0.5068(5) 0.2945(8) 0.0355(12) Uiso 0.50 d A 2 D
C11 C 0.3312(4) 0.5580(5) 0.2268(8) 0.028(2) Uani 0.50 d A 2 D
C13 C 0.4049(4) 0.4453(4) 0.1589(9) 0.052(5) Uani 0.50 d A 2 .
H13 H 0.3937 0.3970 0.1988 0.062 Uiso 0.50 calc A 2 R
C14 C 0.4501(4) 0.4515(4) 0.0771(9) 0.050(3) Uani 0.50 d A 2 G
H14 H 0.4738 0.4080 0.0539 0.060 Uiso 0.50 calc A 2 R
C15 C 0.4528(3) 0.5358(5) 0.0368(8) 0.049(3) Uani 0.50 d A 2 G
H15 H 0.4786 0.5572 -0.0173 0.058 Uiso 0.50 calc A 2 R
O9 O 0.4093(4) 0.5817(3) 0.0937(8) 0.034(3) Uani 0.50 d A 2 G
C12 C 0.3796(3) 0.5258(5) 0.1692(7) 0.029(2) Uani 0.50 d A 2 G


_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 O1 2.326(3) . ?
Tb1 O1W 2.424(3) . ?
Tb1 O2 2.347(3) 7_565 ?
Tb1 O2W 2.564(3) . ?
Tb1 O4 2.306(3) . ?
Tb1 O5 2.378(3) 7_566 ?
Tb1 O3W 2.500(6) . ?
Tb1 O7X 2.417(8) . ?
Tb1 O4W 2.491(8) . ?
Tb1 O7 2.406(6) . ?
O1 C1 1.250(5) . ?
O1W H1WA 0.8498 . ?
O1W H1WB 0.8503 . ?
O2 Tb1 2.348(3) 7_565 ?
O2 Eu1 2.348(3) 7_565 ?
O2 C1 1.246(5) . ?
O2W H2WA 0.8577 . ?
O2W H2WB 0.8576 . ?
O3 C2 1.372(5) . ?
O3 C5 1.362(6) . ?
O4 C6 1.253(5) . ?
O5 Tb1 2.378(3) 7_566 ?
O5 Eu1 2.378(3) 7_566 ?
O5 C6 1.260(5) . ?
O6 C7 1.365(5) . ?
O6 C10 1.365(6) . ?
C1 C2 1.462(6) . ?
C2 C3 1.350(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.417(7) . ?
C4 H4 0.9300 . ?
C4 C5 1.326(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.474(6) . ?
C7 C8 1.322(7) . ?
C8 H8 0.9300 . ?
C8 C9 1.421(8) . ?
C9 H9 0.9300 . ?
C9 C10 1.315(8) . ?
C10 H10 0.9300 . ?
O3W H3WA 0.8667 . ?
O3W H3WB 0.8218 . ?
O7X C11X 1.467(9) . ?
O7X H4WA 0.9779 . ?
O7X H4WB 0.6894 . ?
O8X C11X 1.285(7) . ?
C11X C12X 1.418(10) . ?
C11X H4WA 0.6109 . ?
C11X H4WB 1.5566 . ?
C15X H15X 0.9300 . ?
C15X O0AA 1.4200 . ?
C15X C14X 1.4200 . ?
O0AA C12X 1.4200 . ?
C12X C13X 1.4200 . ?
C13X H13X 0.9300 . ?
C13X C14X 1.4200 . ?
C14X H14X 0.9300 . ?
O4W H4WA 0.7831 . ?
O4W H4WB 0.9590 . ?
O7 H3WA 0.8721 . ?
O7 H3WB 0.9329 . ?
O7 C11 1.444(8) . ?
O8 C11 1.269(7) . ?
C11 H3WA 1.4622 . ?
C11 H3WB 0.6807 . ?
C11 C12 1.412(10) . ?
C13 H13 0.9300 . ?
C13 C14 1.4200 . ?
C13 C12 1.4200 . ?
C14 H14 0.9300 . ?
C14 C15 1.4200 . ?
C15 H15 0.9300 . ?
C15 O9 1.4200 . ?
O9 C12 1.4200 . ?

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
O1 Tb1 O1W 82.62(11) . . ?
O1 Tb1 O2 97.29(11) . 7_565 ?
O1 Tb1 O2W 140.26(11) . . ?
O1 Tb1 O5 150.39(12) . 7_566 ?
O1 Tb1 O3W 69.87(15) . . ?
O1 Tb1 O7X 71.2(2) . . ?
O1 Tb1 O4W 78.9(2) . . ?
O1 Tb1 O7 69.48(15) . . ?
O1W Tb1 O2W 126.60(10) . . ?
O1W Tb1 O3W 128.92(17) . . ?
O1W Tb1 O4W 69.6(2) . . ?
O2 Tb1 O1W 145.92(12) 7_565 . ?
O2 Tb1 O2W 73.37(10) 7_565 . ?
O2 Tb1 O5 81.22(11) 7_565 7_566 ?
O2 Tb1 O3W 81.49(17) 7_565 . ?
O2 Tb1 O7X 74.0(2) 7_565 . ?
O2 Tb1 O4W 77.0(2) 7_565 . ?
O2 Tb1 O7 72.34(18) 7_565 . ?
O4 Tb1 O1 98.57(12) . . ?
O4 Tb1 O1W 69.67(11) . . ?
O4 Tb1 O2 142.88(11) . 7_565 ?
O4 Tb1 O2W 72.98(11) . . ?
O4 Tb1 O5 100.11(11) . 7_566 ?
O4 Tb1 O3W 72.93(16) . . ?
O4 Tb1 O7X 143.0(2) . . ?
O4 Tb1 O4W 139.1(2) . . ?
O4 Tb1 O7 82.22(17) . . ?
O5 Tb1 O1W 82.60(10) 7_566 . ?
O5 Tb1 O2W 67.90(10) 7_566 . ?
O5 Tb1 O3W 138.01(14) 7_566 . ?
O5 Tb1 O7X 80.0(2) 7_566 . ?
O5 Tb1 O4W 71.92(19) 7_566 . ?
O5 Tb1 O7 135.83(15) 7_566 . ?
O3W Tb1 O2W 70.56(14) . . ?
O7X Tb1 O1W 73.8(2) . . ?
O7X Tb1 O2W 137.0(2) . . ?
O7X Tb1 O3W 130.3(2) . . ?
O7X Tb1 O4W 8.9(3) . . ?
O4W Tb1 O2W 132.7(2) . . ?
O4W Tb1 O3W 139.1(2) . . ?
O7 Tb1 O1W 136.73(17) . . ?
O7 Tb1 O2W 70.90(14) . . ?
O7 Tb1 O3W 9.5(2) . . ?
O7 Tb1 O7X 123.4(2) . . ?
O7 Tb1 O4W 131.9(2) . . ?
C1 O1 Tb1 161.2(3) . . ?
Tb1 O1W H1WA 109.3 . . ?
Tb1 O1W H1WB 109.4 . . ?
H1WA O1W H1WB 109.4 . . ?
Eu1 O2 Tb1 0.000(9) 7_565 7_565 ?
C1 O2 Tb1 141.1(3) . 7_565 ?
C1 O2 Eu1 141.1(3) . 7_565 ?
Tb1 O2W H2WA 109.9 . . ?
Tb1 O2W H2WB 109.5 . . ?
H2WA O2W H2WB 109.1 . . ?
C5 O3 C2 105.9(3) . . ?
C6 O4 Tb1 163.7(3) . . ?
Eu1 O5 Tb1 0.000(4) 7_566 7_566 ?
C6 O5 Tb1 129.7(3) . 7_566 ?
C6 O5 Eu1 129.7(3) . 7_566 ?
C10 O6 C7 105.9(4) . . ?
O1 C1 C2 116.9(3) . . ?
O2 C1 O1 124.9(4) . . ?
O2 C1 C2 118.2(4) . . ?
O3 C2 C1 118.0(3) . . ?
C3 C2 O3 109.2(4) . . ?
C3 C2 C1 132.8(4) . . ?
C2 C3 H3 126.4 . . ?
C2 C3 C4 107.3(4) . . ?
C4 C3 H3 126.4 . . ?
C3 C4 H4 127.0 . . ?
C5 C4 C3 105.9(4) . . ?
C5 C4 H4 127.0 . . ?
O3 C5 H5 124.2 . . ?
C4 C5 O3 111.6(4) . . ?
C4 C5 H5 124.2 . . ?
O4 C6 O5 124.6(4) . . ?
O4 C6 C7 116.9(4) . . ?
O5 C6 C7 118.5(4) . . ?
O6 C7 C6 117.2(4) . . ?
C8 C7 O6 110.1(4) . . ?
C8 C7 C6 132.7(4) . . ?
C7 C8 H8 126.6 . . ?
C7 C8 C9 106.9(4) . . ?
C9 C8 H8 126.6 . . ?
C8 C9 H9 126.7 . . ?
C10 C9 C8 106.5(5) . . ?
C10 C9 H9 126.7 . . ?
O6 C10 H10 124.7 . . ?
C9 C10 O6 110.6(5) . . ?
C9 C10 H10 124.7 . . ?
Tb1 O3W H3WA 131.8 . . ?
Tb1 O3W H3WB 113.5 . . ?
H3WA O3W H3WB 103.5 . . ?
Tb1 O7X H4WA 113.1 . . ?
Tb1 O7X H4WB 139.3 . . ?
C11X O7X Tb1 130.7(6) . . ?
C11X O7X H4WA 17.6 . . ?
C11X O7X H4WB 84.2 . . ?
H4WA O7X H4WB 100.9 . . ?
O7X C11X H4WA 29.0 . . ?
O7X C11X H4WB 26.1 . . ?
O8X C11X O7X 128.6(8) . . ?
O8X C11X C12X 115.9(7) . . ?
O8X C11X H4WA 103.0 . . ?
O8X C11X H4WB 141.1 . . ?
C12X C11X O7X 113.9(6) . . ?
C12X C11X H4WA 141.2 . . ?
C12X C11X H4WB 92.0 . . ?
H4WA C11X H4WB 54.3 . . ?
O0AA C15X H15X 126.0 . . ?
C14X C15X H15X 126.0 . . ?
C14X C15X O0AA 108.0 . . ?
C12X O0AA C15X 108.0 . . ?
C11X C12X O0AA 119.3(6) . . ?
C11X C12X C13X 132.0(6) . . ?
C13X C12X O0AA 108.0 . . ?
C12X C13X H13X 126.0 . . ?
C12X C13X C14X 108.0 . . ?
C14X C13X H13X 126.0 . . ?
C15X C14X C13X 108.0 . . ?
C15X C14X H14X 126.0 . . ?
C13X C14X H14X 126.0 . . ?
Tb1 O4W H4WA 118.0 . . ?
Tb1 O4W H4WB 111.1 . . ?
H4WA O4W H4WB 95.9 . . ?
Tb1 O7 H3WA 142.6 . . ?
Tb1 O7 H3WB 115.0 . . ?
H3WA O7 H3WB 94.6 . . ?
C11 O7 Tb1 137.3(4) . . ?
C11 O7 H3WA 73.7 . . ?
C11 O7 H3WB 22.3 . . ?
O7 C11 H3WA 34.9 . . ?
O7 C11 H3WB 31.4 . . ?
H3WA C11 H3WB 65.0 . . ?
O8 C11 O7 125.1(7) . . ?
O8 C11 H3WA 159.2 . . ?
O8 C11 H3WB 97.0 . . ?
O8 C11 C12 115.7(8) . . ?
C12 C11 O7 117.4(6) . . ?
C12 C11 H3WA 82.7 . . ?
C12 C11 H3WB 147.3 . . ?
C14 C13 H13 126.0 . . ?
C14 C13 C12 108.0 . . ?
C12 C13 H13 126.0 . . ?
C13 C14 H14 126.0 . . ?
C13 C14 C15 108.0 . . ?
C15 C14 H14 126.0 . . ?
C14 C15 H15 126.0 . . ?
O9 C15 C14 108.0 . . ?
O9 C15 H15 126.0 . . ?
C15 O9 C12 108.0 . . ?
C11 C12 C13 134.7(6) . . ?
C11 C12 O9 117.1(6) . . ?
C13 C12 O9 108.0 . . ?

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
Tb1 O1 C1 O2 -85.8(10) . . . . ?
Tb1 O1 C1 C2 96.8(9) . . . . ?
Tb1 O2 C1 O1 16.6(8) 7_565 . . . ?
Tb1 O2 C1 C2 -166.0(3) 7_565 . . . ?
Tb1 O4 C6 O5 113.1(10) . . . . ?
Tb1 O4 C6 C7 -67.1(12) . . . . ?
Tb1 O5 C6 O4 -8.2(6) 7_566 . . . ?
Tb1 O5 C6 C7 172.1(3) 7_566 . . . ?
Tb1 O7X C11X O8X 27.4(14) . . . . ?
Tb1 O7X C11X C12X -167.9(6) . . . . ?
Tb1 O7 C11 O8 33.7(13) . . . . ?
Tb1 O7 C11 C12 -162.3(6) . . . . ?
Eu1 O2 C1 O1 16.6(8) 7_565 . . . ?
Eu1 O2 C1 C2 -166.0(3) 7_565 . . . ?
Eu1 O5 C6 O4 -8.2(6) 7_566 . . . ?
Eu1 O5 C6 C7 172.1(3) 7_566 . . . ?
O1 Tb1 O4 C6 46.8(11) . . . . ?
O1 Tb1 O7X C11X -98.3(8) . . . . ?
O1 Tb1 O7 C11 151.4(8) . . . . ?
O1 C1 C2 O3 174.5(4) . . . . ?
O1 C1 C2 C3 -6.7(7) . . . . ?
O1W Tb1 O1 C1 -68.6(9) . . . . ?
O1W Tb1 O4 C6 -32.0(11) . . . . ?
O1W Tb1 O7X C11X -10.8(7) . . . . ?
O1W Tb1 O7 C11 98.1(7) . . . . ?
O2 Tb1 O1 C1 77.1(9) 7_565 . . . ?
O2 Tb1 O4 C6 161.1(10) 7_565 . . . ?
O2 Tb1 O7X C11X 158.0(8) 7_565 . . . ?
O2 Tb1 O7 C11 -103.4(7) 7_565 . . . ?
O2 C1 C2 O3 -3.1(6) . . . . ?
O2 C1 C2 C3 175.8(5) . . . . ?
O2W Tb1 O1 C1 149.8(8) . . . . ?
O2W Tb1 O4 C6 -173.1(11) . . . . ?
O2W Tb1 O7X C11X 115.9(7) . . . . ?
O2W Tb1 O7 C11 -25.4(7) . . . . ?
O3 C2 C3 C4 0.8(5) . . . . ?
O4 Tb1 O1 C1 -136.6(9) . . . . ?
O4 Tb1 O7X C11X -19.3(9) . . . . ?
O4 Tb1 O7 C11 49.2(7) . . . . ?
O4 C6 C7 O6 -176.6(4) . . . . ?
O4 C6 C7 C8 3.3(7) . . . . ?
O5 Tb1 O1 C1 -8.0(10) 7_566 . . . ?
O5 Tb1 O4 C6 -110.1(11) 7_566 . . . ?
O5 Tb1 O7X C11X 74.3(7) 7_566 . . . ?
O5 Tb1 O7 C11 -47.3(8) 7_566 . . . ?
O5 C6 C7 O6 3.1(6) . . . . ?
O5 C6 C7 C8 -176.9(5) . . . . ?
O6 C7 C8 C9 0.3(6) . . . . ?
C1 C2 C3 C4 -178.1(5) . . . . ?
C2 O3 C5 C4 0.8(6) . . . . ?
C2 C3 C4 C5 -0.3(6) . . . . ?
C3 C4 C5 O3 -0.3(7) . . . . ?
C5 O3 C2 C1 178.1(4) . . . . ?
C5 O3 C2 C3 -1.0(5) . . . . ?
C6 C7 C8 C9 -179.7(5) . . . . ?
C7 O6 C10 C9 0.8(6) . . . . ?
C7 C8 C9 C10 0.2(7) . . . . ?
C8 C9 C10 O6 -0.6(7) . . . . ?
C10 O6 C7 C6 179.3(4) . . . . ?
C10 O6 C7 C8 -0.6(5) . . . . ?
O3W Tb1 O1 C1 155.2(9) . . . . ?
O3W Tb1 O4 C6 112.6(11) . . . . ?
O3W Tb1 O7X C11X -138.4(7) . . . . ?
O3W Tb1 O7 C11 60.8(11) . . . . ?
O7X Tb1 O1 C1 6.7(9) . . . . ?
O7X Tb1 O4 C6 -23.3(12) . . . . ?
O7X Tb1 O7 C11 -159.7(7) . . . . ?
O7X C11X C12X O0AA 21.3(10) . . . . ?
O7X C11X C12X C13X -148.5(7) . . . . ?
O8X C11X C12X O0AA -172.0(7) . . . . ?
O8X C11X C12X C13X 18.2(13) . . . . ?
C11X C12X C13X C14X 170.6(10) . . . . ?
C15X O0AA C12X C11X -172.0(8) . . . . ?
C15X O0AA C12X C13X 0.0 . . . . ?
O0AA C15X C14X C13X 0.0 . . . . ?
O0AA C12X C13X C14X 0.0 . . . . ?
C12X C13X C14X C15X 0.0 . . . . ?
C14X C15X O0AA C12X 0.0 . . . . ?
O4W Tb1 O1 C1 2.0(9) . . . . ?
O4W Tb1 O4 C6 -36.1(12) . . . . ?
O4W Tb1 O7X C11X 50(2) . . . . ?
O4W Tb1 O7 C11 -156.3(7) . . . . ?
O7 Tb1 O1 C1 145.1(9) . . . . ?
O7 Tb1 O4 C6 114.6(11) . . . . ?
O7 Tb1 O7X C11X -146.5(7) . . . . ?
O7 C11 C12 C13 -159.0(7) . . . . ?
O7 C11 C12 O9 15.0(10) . . . . ?
O8 C11 C12 C13 6.4(13) . . . . ?
O8 C11 C12 O9 -179.5(7) . . . . ?
C13 C14 C15 O9 0.0 . . . . ?
C14 C13 C12 C11 174.4(10) . . . . ?
C14 C13 C12 O9 0.0 . . . . ?
C14 C15 O9 C12 0.0 . . . . ?
C15 O9 C12 C11 -175.6(8) . . . . ?
C15 O9 C12 C13 0.0 . . . . ?
C12 C13 C14 C15 0.0 . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
