# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_Compound_1
_database_code_depnum_ccdc_archive 'CCDC 2255873'
loop_
_audit_author_name
_audit_author_address
'Robert G. Surbella III'
;Pacific Northwest National Laboratory 
United States of America
;
_audit_update_record             
;
2023-04-13 deposited with the CCDC.	2023-07-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT230_Compound_1          
;
PROBLEM: Hirshfeld Test Diff for    C29      --C30      .        7.7 s.u.
RESPONSE: Several of the C atoms of a 2,6-ndc ligand exhibits some signs of disorder (CheckCif Alert level B for Hirshfeld test) as well as some residual electron density surrounding the ring. This is caused by some minor positional disorder of the ligand. We chose not to model this disorder as it was minor (no atoms were split or badly disordered). The lone solvent water molecule was disordered over two positions and was modeled using Part Instructions. The H atoms associated with the water molecules could not be modeled and refined with confidence (even after using heavy restraints) and were left unmodeled.
;
_vrf_PLAT230_Compound_1_2        
;
PROBLEM: Hirshfeld Test Diff for    C29      --C33      .        9.8 s.u.
RESPONSE: Several of the C atoms of a 2,6-ndc ligand exhibits some signs of disorder (CheckCif Alert level B for Hirshfeld test) as well as some residual electron density surrounding the ring. This is caused by some minor positional disorder of the ligand. We chose not to model this disorder as it was minor (no atoms were split or badly disordered). The lone solvent water molecule was disordered over two positions and was modeled using Part Instructions. The H atoms associated with the water molecules could not be modeled and refined with confidence (even after using heavy restraints) and were left unmodeled.
;
_vrf_PLAT230_Compound_1_3        
;
PROBLEM: Hirshfeld Test Diff for    C30      --C31      .       10.9 s.u.
RESPONSE: Several of the C atoms of a 2,6-ndc ligand exhibits some signs of disorder (CheckCif Alert level B for Hirshfeld test) as well as some residual electron density surrounding the ring. This is caused by some minor positional disorder of the ligand. We chose not to model this disorder as it was minor (no atoms were split or badly disordered). The lone solvent water molecule was disordered over two positions and was modeled using Part Instructions. The H atoms associated with the water molecules could not be modeled and refined with confidence (even after using heavy restraints) and were left unmodeled.
;
# Added during the CSD deposition process: Thursday 13 April 2023 02:03 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         Eu(C15H11N3)(C12H7O4)1.5(H2O)
_chemical_formula_sum            'C33 H20 Eu N3 O7'
_chemical_melting_point          ?

_exptl_crystal_description       Rhombohedron
_exptl_crystal_colour            'Clear colorless with faint green hue'
_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         722.48

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'
Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

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

_cell_length_a                   8.9340(4)
_cell_length_b                   11.4151(5)
_cell_length_c                   13.6980(6)
_cell_angle_alpha                83.0660(10)
_cell_angle_beta                 81.1230(10)
_cell_angle_gamma                83.4390(10)
_cell_volume                     1363.60(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9413
_cell_measurement_theta_min      6.054
_cell_measurement_theta_max      66.514
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.760
_exptl_crystal_F_000             716
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.500
_exptl_crystal_size_min          0.500
_exptl_absorpt_coefficient_mu    2.358
_shelx_estimated_absorpt_T_min   0.385
_shelx_estimated_absorpt_T_max   0.385
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.6656
_exptl_absorpt_correction_T_max  0.7466
_exptl_absorpt_process_details   'SADABS, Sheldrick'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Sealed X-ray tube'
_diffrn_source_type              'Bruker D8 Venture'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            80387
_diffrn_reflns_av_unetI/netI     0.0147
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.922
_diffrn_reflns_theta_max         33.286
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             10487
_reflns_number_gt                9846
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX 4, Bruker Nano'
_computing_cell_refinement       'APEX 4, Bruker Nano'
_computing_data_reduction        'APEX 4, Bruker Nano'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Crystal Maker X'
_computing_publication_material  ?
_refine_special_details          
'Several of the C atoms of a 2,6-ndc ligand exhibits some signs of disorder (CheckCif Alert level B for Hirshfeld test) as well as some residual electron density surrounding the ring. This is caused by some minor positional disorder of the ligand. We chose not to model this disorder as it was minor (no atoms were split or badly disordered). The lone solvent water molecule was disordered over two positions and was modeled using Part Instructions. The H atoms associated with the water molecules could not be modeled and refined with confidence (even after using heavy restraints) and were left unmodeled.'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0272P)²+2.0032P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10487
_refine_ls_number_parameters     401
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0286
_refine_ls_R_factor_gt           0.0254
_refine_ls_wR_factor_ref         0.0626
_refine_ls_wR_factor_gt          0.0608
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.077
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9214(3) 0.5317(2) 0.86287(19) 0.0342(5) Uani 1 1 d . . . . .
H1 H 0.881385 0.595388 0.900909 0.041 Uiso 1 1 calc R U . . .
C2 C 1.0708(3) 0.4853(2) 0.8672(2) 0.0358(5) Uani 1 1 d . . . . .
H2 H 1.131300 0.515967 0.907595 0.043 Uiso 1 1 calc R U . . .
C3 C 1.1293(3) 0.3937(2) 0.8115(2) 0.0351(5) Uani 1 1 d . . . . .
H3 H 1.231425 0.360090 0.812617 0.042 Uiso 1 1 calc R U . . .
C4 C 1.0374(2) 0.3512(2) 0.75385(19) 0.0307(4) Uani 1 1 d . . . . .
H4 H 1.076050 0.288480 0.714428 0.037 Uiso 1 1 calc R U . . .
C5 C 0.8872(2) 0.40142(17) 0.75424(15) 0.0219(3) Uani 1 1 d . . . . .
C6 C 0.7822(2) 0.35747(16) 0.69640(14) 0.0211(3) Uani 1 1 d . . . . .
C7 C 0.8161(3) 0.2478(2) 0.6586(2) 0.0334(5) Uani 1 1 d . . . . .
H5 H 0.910843 0.202661 0.665241 0.040 Uiso 1 1 calc R U . . .
C8 C 0.7108(3) 0.2056(2) 0.6116(2) 0.0413(6) Uani 1 1 d . . . . .
H6 H 0.730284 0.130025 0.587200 0.050 Uiso 1 1 calc R U . . .
C9 C 0.5764(3) 0.2753(2) 0.6006(2) 0.0376(5) Uani 1 1 d . . . . .
H7 H 0.502223 0.248276 0.568159 0.045 Uiso 1 1 calc R U . . .
C10 C 0.5502(2) 0.38575(18) 0.63741(14) 0.0225(3) Uani 1 1 d . . . . .
C11 C 0.4098(2) 0.46496(18) 0.62360(14) 0.0223(3) Uani 1 1 d . . . . .
C12 C 0.3155(3) 0.4421(2) 0.55766(16) 0.0308(4) Uani 1 1 d . . . . .
H8 H 0.339791 0.375118 0.521131 0.037 Uiso 1 1 calc R U . . .
C13 C 0.1859(3) 0.5180(3) 0.54599(19) 0.0389(6) Uani 1 1 d . . . . .
H9 H 0.119636 0.503450 0.501747 0.047 Uiso 1 1 calc R U . . .
C14 C 0.1542(3) 0.6146(3) 0.5991(2) 0.0412(6) Uani 1 1 d . . . . .
H10 H 0.065352 0.667608 0.592787 0.049 Uiso 1 1 calc R U . . .
C15 C 0.2544(3) 0.6330(2) 0.66215(18) 0.0338(5) Uani 1 1 d . . . . .
H11 H 0.232756 0.700688 0.697979 0.041 Uiso 1 1 calc R U . . .
C16 C 0.3131(2) 0.77456(18) 0.85700(16) 0.0248(4) Uani 1 1 d . . . . .
C17 C 0.2042(2) 0.87247(18) 0.89950(16) 0.0264(4) Uani 1 1 d . . . . .
C18 C 0.0903(3) 0.84782(19) 0.97521(18) 0.0307(4) Uani 1 1 d . . . . .
H12 H 0.077624 0.767574 0.999762 0.037 Uiso 1 1 calc R U . . .
C19 C -0.0107(3) 0.94039(18) 1.01841(17) 0.0278(4) Uani 1 1 d . . . . .
C20 C -0.1302(3) 0.9170(2) 1.0962(2) 0.0346(5) Uani 1 1 d . . . . .
H13 H -0.145925 0.837119 1.120491 0.041 Uiso 1 1 calc R U . . .
C21 C 0.2243(3) 0.9926(2) 0.86255(18) 0.0316(4) Uani 1 1 d . . . . .
H14 H 0.302748 1.010176 0.809320 0.038 Uiso 1 1 calc R U . . .
C22 C 0.5543(2) 0.64587(15) 1.04216(13) 0.0172(3) Uani 1 1 d . . . . .
C23 C 0.5241(2) 0.77780(15) 1.04217(13) 0.0207(3) Uani 1 1 d . . . . .
C24 C 0.5859(2) 0.85180(16) 0.96338(14) 0.0224(3) Uani 1 1 d . . . . .
H15 H 0.653107 0.819308 0.910501 0.027 Uiso 1 1 calc R U . . .
C25 C 0.5504(2) 0.97589(16) 0.96037(14) 0.0222(3) Uani 1 1 d . . . . .
C26 C 0.6104(3) 1.05419(18) 0.87911(16) 0.0332(5) Uani 1 1 d . . . . .
H16 H 0.677295 1.023336 0.825339 0.040 Uiso 1 1 calc R U . . .
C27 C 0.4275(3) 0.82597(17) 1.12235(16) 0.0327(5) Uani 1 1 d . . . . .
H17 H 0.388361 0.774598 1.177924 0.039 Uiso 1 1 calc R U . . .
C28 C 0.7509(3) 0.76245(17) 0.67470(17) 0.0274(4) Uani 1 1 d . . . . .
C29 C 0.8522(3) 0.85387(19) 0.6201(2) 0.0341(5) Uani 1 1 d . . . . .
C30 C 0.8504(3) 0.8923(2) 0.52363(19) 0.0332(5) Uani 1 1 d . . . . .
H30 H 0.782768 0.861869 0.488065 0.040 Uiso 1 1 calc R U . . .
C31 C 0.9500(3) 0.9798(2) 0.47244(18) 0.0314(4) Uani 1 1 d . . . . .
C32 C 0.9462(3) 1.0196(2) 0.37203(19) 0.0354(5) Uani 1 1 d . . . . .
H32 H 0.876756 0.991103 0.336657 0.042 Uiso 1 1 calc R U . . .
C33 C 0.9561(3) 0.8997(2) 0.6750(2) 0.0364(5) Uani 1 1 d . . . . .
H33 H 0.956437 0.873654 0.743496 0.044 Uiso 1 1 calc R U . . .
N1 N 0.8301(2) 0.49142(16) 0.80776(14) 0.0256(3) Uani 1 1 d . . . . .
N2 N 0.65113(18) 0.42549(13) 0.68595(11) 0.0179(3) Uani 1 1 d . . . . .
N3 N 0.3805(2) 0.56038(16) 0.67530(13) 0.0236(3) Uani 1 1 d . . . . .
O1 O 0.30622(19) 0.66858(14) 0.89372(13) 0.0310(3) Uani 1 1 d . . . . .
O2 O 0.4139(2) 0.80066(14) 0.78388(13) 0.0327(3) Uani 1 1 d . . . . .
O3 O 0.60873(17) 0.60530(12) 0.96125(10) 0.0224(3) Uani 1 1 d . . . . .
O4 O 0.47375(18) 0.41693(12) 0.87608(10) 0.0227(3) Uani 1 1 d . . . . .
O5 O 0.7521(2) 0.74346(15) 0.76666(13) 0.0330(3) Uani 1 1 d . . . . .
O6 O 0.6714(2) 0.70680(16) 0.63080(13) 0.0375(4) Uani 1 1 d . . . . .
Eu1 Eu 0.55789(2) 0.59935(2) 0.79994(2) 0.01539(3) Uani 1 1 d . . . . .
OW1B O 0.561(2) 0.0782(17) 0.4113(14) 0.097(2) Uani 0.280(11) 1 d . . P A 1
OW1A O 0.5448(7) 0.0135(7) 0.3817(5) 0.097(2) Uani 0.720(11) 1 d . . P A 2


_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
C1 N1 1.344(3) . ?
C1 C2 1.386(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.376(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.385(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.397(3) . ?
C4 H4 0.9500 . ?
C5 N1 1.342(3) . ?
C5 C6 1.481(3) . ?
C6 N2 1.346(2) . ?
C6 C7 1.396(3) . ?
C7 C8 1.377(4) . ?
C7 H5 0.9500 . ?
C8 C9 1.381(4) . ?
C8 H6 0.9500 . ?
C9 C10 1.396(3) . ?
C9 H7 0.9500 . ?
C10 N2 1.346(3) . ?
C10 C11 1.483(3) . ?
C11 N3 1.349(3) . ?
C11 C12 1.392(3) . ?
C12 C13 1.382(4) . ?
C12 H8 0.9500 . ?
C13 C14 1.373(4) . ?
C13 H9 0.9500 . ?
C14 C15 1.384(4) . ?
C14 H10 0.9500 . ?
C15 N3 1.343(3) . ?
C15 H11 0.9500 . ?
C16 O1 1.257(3) . ?
C16 O2 1.270(3) . ?
C16 C17 1.506(3) . ?
C16 Eu1 2.8713(19) . ?
C17 C18 1.364(3) . ?
C17 C21 1.424(3) . ?
C18 C19 1.431(3) . ?
C18 H12 0.9500 . ?
C19 C20 1.412(3) . ?
C19 C19 1.417(4) 2_577 ?
C20 C21 1.374(3) 2_577 ?
C20 H13 0.9500 . ?
C21 H14 0.9500 . ?
C22 O3 1.259(2) . ?
C22 O4 1.262(2) 2_667 ?
C22 C23 1.499(2) . ?
C23 C24 1.373(2) . ?
C23 C27 1.414(3) . ?
C24 C25 1.413(2) . ?
C24 H15 0.9500 . ?
C25 C26 1.418(3) . ?
C25 C25 1.422(4) 2_677 ?
C26 C27 1.370(3) 2_677 ?
C26 H16 0.9500 . ?
C27 H17 0.9500 . ?
C28 O5 1.254(3) . ?
C28 O6 1.263(3) . ?
C28 C29 1.512(3) . ?
C28 Eu1 2.9036(19) . ?
C29 C30 1.343(4) . ?
C29 C33 1.456(4) . ?
C30 C31 1.457(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.400(3) . ?
C31 C31 1.402(5) 2_776 ?
C32 C33 1.376(3) 2_776 ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
N1 Eu1 2.6091(18) . ?
N2 Eu1 2.6532(15) . ?
N3 Eu1 2.6082(18) . ?
O1 Eu1 2.5056(16) . ?
O2 Eu1 2.5047(16) . ?
O3 Eu1 2.3338(14) . ?
O4 Eu1 2.3623(13) . ?
O5 Eu1 2.4801(16) . ?
O6 Eu1 2.6026(17) . ?

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
N1 C1 C2 123.5(2) . . ?
N1 C1 H1 118.2 . . ?
C2 C1 H1 118.2 . . ?
C3 C2 C1 118.3(2) . . ?
C3 C2 H2 120.9 . . ?
C1 C2 H2 120.9 . . ?
C2 C3 C4 119.1(2) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C3 C4 C5 119.3(2) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
N1 C5 C4 121.8(2) . . ?
N1 C5 C6 116.44(17) . . ?
C4 C5 C6 121.80(19) . . ?
N2 C6 C7 122.08(19) . . ?
N2 C6 C5 117.00(16) . . ?
C7 C6 C5 120.86(18) . . ?
C8 C7 C6 119.3(2) . . ?
C8 C7 H5 120.3 . . ?
C6 C7 H5 120.3 . . ?
C7 C8 C9 118.6(2) . . ?
C7 C8 H6 120.7 . . ?
C9 C8 H6 120.7 . . ?
C8 C9 C10 119.6(2) . . ?
C8 C9 H7 120.2 . . ?
C10 C9 H7 120.2 . . ?
N2 C10 C9 121.8(2) . . ?
N2 C10 C11 117.15(17) . . ?
C9 C10 C11 121.1(2) . . ?
N3 C11 C12 122.1(2) . . ?
N3 C11 C10 117.35(17) . . ?
C12 C11 C10 120.55(19) . . ?
C13 C12 C11 119.2(2) . . ?
C13 C12 H8 120.4 . . ?
C11 C12 H8 120.4 . . ?
C14 C13 C12 119.2(2) . . ?
C14 C13 H9 120.4 . . ?
C12 C13 H9 120.4 . . ?
C13 C14 C15 118.6(2) . . ?
C13 C14 H10 120.7 . . ?
C15 C14 H10 120.7 . . ?
N3 C15 C14 123.5(2) . . ?
N3 C15 H11 118.3 . . ?
C14 C15 H11 118.3 . . ?
O1 C16 O2 120.16(18) . . ?
O1 C16 C17 120.86(19) . . ?
O2 C16 C17 118.98(19) . . ?
O1 C16 Eu1 60.57(10) . . ?
O2 C16 Eu1 60.57(10) . . ?
C17 C16 Eu1 169.25(15) . . ?
C18 C17 C21 119.65(18) . . ?
C18 C17 C16 120.9(2) . . ?
C21 C17 C16 119.4(2) . . ?
C17 C18 C19 121.3(2) . . ?
C17 C18 H12 119.3 . . ?
C19 C18 H12 119.3 . . ?
C20 C19 C19 119.1(2) . 2_577 ?
C20 C19 C18 122.3(2) . . ?
C19 C19 C18 118.6(3) 2_577 . ?
C21 C20 C19 121.3(2) 2_577 . ?
C21 C20 H13 119.4 2_577 . ?
C19 C20 H13 119.4 . . ?
C20 C21 C17 120.1(2) 2_577 . ?
C20 C21 H14 120.0 2_577 . ?
C17 C21 H14 120.0 . . ?
O3 C22 O4 124.40(16) . 2_667 ?
O3 C22 C23 118.00(15) . . ?
O4 C22 C23 117.58(15) 2_667 . ?
C24 C23 C27 119.92(16) . . ?
C24 C23 C22 120.36(16) . . ?
C27 C23 C22 119.69(16) . . ?
C23 C24 C25 120.51(17) . . ?
C23 C24 H15 119.7 . . ?
C25 C24 H15 119.7 . . ?
C24 C25 C26 121.69(17) . . ?
C24 C25 C25 119.6(2) . 2_677 ?
C26 C25 C25 118.7(2) . 2_677 ?
C27 C26 C25 120.42(18) 2_677 . ?
C27 C26 H16 119.8 2_677 . ?
C25 C26 H16 119.8 . . ?
C26 C27 C23 120.80(18) 2_677 . ?
C26 C27 H17 119.6 2_677 . ?
C23 C27 H17 119.6 . . ?
O5 C28 O6 121.63(19) . . ?
O5 C28 C29 115.8(2) . . ?
O6 C28 C29 122.5(2) . . ?
O5 C28 Eu1 58.06(11) . . ?
O6 C28 Eu1 63.67(11) . . ?
C29 C28 Eu1 173.46(17) . . ?
C30 C29 C33 119.7(2) . . ?
C30 C29 C28 122.3(3) . . ?
C33 C29 C28 118.0(2) . . ?
C29 C30 C31 121.3(2) . . ?
C29 C30 H30 119.4 . . ?
C31 C30 H30 119.4 . . ?
C32 C31 C31 122.2(3) . 2_776 ?
C32 C31 C30 120.7(2) . . ?
C31 C31 C30 117.2(3) 2_776 . ?
C33 C32 C31 119.4(2) 2_776 . ?
C33 C32 H32 120.3 2_776 . ?
C31 C32 H32 120.3 . . ?
C32 C33 C29 120.3(2) 2_776 . ?
C32 C33 H33 119.9 2_776 . ?
C29 C33 H33 119.9 . . ?
C5 N1 C1 117.96(19) . . ?
C5 N1 Eu1 122.88(13) . . ?
C1 N1 Eu1 119.03(15) . . ?
C10 N2 C6 118.52(16) . . ?
C10 N2 Eu1 118.89(12) . . ?
C6 N2 Eu1 120.30(12) . . ?
C15 N3 C11 117.52(19) . . ?
C15 N3 Eu1 121.14(15) . . ?
C11 N3 Eu1 121.32(13) . . ?
C16 O1 Eu1 93.51(12) . . ?
C16 O2 Eu1 93.21(12) . . ?
C22 O3 Eu1 142.28(13) . . ?
C22 O4 Eu1 144.57(12) 2_667 . ?
C28 O5 Eu1 96.54(14) . . ?
C28 O6 Eu1 90.54(13) . . ?
O3 Eu1 O4 79.78(5) . . ?
O3 Eu1 O5 80.19(5) . . ?
O4 Eu1 O5 150.62(6) . . ?
O3 Eu1 O2 96.36(5) . . ?
O4 Eu1 O2 129.65(6) . . ?
O5 Eu1 O2 73.89(6) . . ?
O3 Eu1 O1 75.75(6) . . ?
O4 Eu1 O1 79.12(5) . . ?
O5 Eu1 O1 116.15(6) . . ?
O2 Eu1 O1 51.86(5) . . ?
O3 Eu1 O6 131.35(6) . . ?
O4 Eu1 O6 143.01(5) . . ?
O5 Eu1 O6 51.16(6) . . ?
O2 Eu1 O6 73.42(6) . . ?
O1 Eu1 O6 122.84(6) . . ?
O3 Eu1 N3 151.52(5) . . ?
O4 Eu1 N3 80.02(5) . . ?
O5 Eu1 N3 125.42(6) . . ?
O2 Eu1 N3 81.44(6) . . ?
O1 Eu1 N3 80.88(6) . . ?
O6 Eu1 N3 75.49(6) . . ?
O3 Eu1 N1 73.58(5) . . ?
O4 Eu1 N1 84.66(6) . . ?
O5 Eu1 N1 69.15(6) . . ?
O2 Eu1 N1 142.79(6) . . ?
O1 Eu1 N1 147.34(6) . . ?
O6 Eu1 N1 86.52(6) . . ?
N3 Eu1 N1 124.02(5) . . ?
O3 Eu1 N2 126.36(5) . . ?
O4 Eu1 N2 68.39(5) . . ?
O5 Eu1 N2 107.90(5) . . ?
O2 Eu1 N2 137.21(5) . . ?
O1 Eu1 N2 133.93(5) . . ?
O6 Eu1 N2 75.78(5) . . ?
N3 Eu1 N2 62.45(5) . . ?
N1 Eu1 N2 61.82(5) . . ?
O3 Eu1 C16 83.09(6) . . ?
O4 Eu1 C16 104.90(6) . . ?
O5 Eu1 C16 93.76(6) . . ?
O2 Eu1 C16 26.22(6) . . ?
O1 Eu1 C16 25.92(6) . . ?
O6 Eu1 C16 99.16(6) . . ?
N3 Eu1 C16 82.94(6) . . ?
N1 Eu1 C16 152.89(6) . . ?
N2 Eu1 C16 145.29(5) . . ?
O3 Eu1 C28 105.59(6) . . ?
O4 Eu1 C28 158.69(5) . . ?
O5 Eu1 C28 25.40(6) . . ?
O2 Eu1 C28 70.95(6) . . ?
O1 Eu1 C28 122.13(5) . . ?
O6 Eu1 C28 25.79(6) . . ?
N3 Eu1 C28 100.51(6) . . ?
N1 Eu1 C28 77.39(6) . . ?
N2 Eu1 C28 92.75(5) . . ?
C16 Eu1 C28 96.27(6) . . ?

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
N1 C1 C2 C3 0.5(4) . . . . ?
C1 C2 C3 C4 -0.2(4) . . . . ?
C2 C3 C4 C5 -0.6(4) . . . . ?
C3 C4 C5 N1 1.2(3) . . . . ?
C3 C4 C5 C6 -178.2(2) . . . . ?
N1 C5 C6 N2 13.2(3) . . . . ?
C4 C5 C6 N2 -167.34(19) . . . . ?
N1 C5 C6 C7 -164.0(2) . . . . ?
C4 C5 C6 C7 15.4(3) . . . . ?
N2 C6 C7 C8 -1.9(4) . . . . ?
C5 C6 C7 C8 175.2(2) . . . . ?
C6 C7 C8 C9 2.0(4) . . . . ?
C7 C8 C9 C10 -0.3(4) . . . . ?
C8 C9 C10 N2 -1.7(4) . . . . ?
C8 C9 C10 C11 177.7(2) . . . . ?
N2 C10 C11 N3 -11.6(3) . . . . ?
C9 C10 C11 N3 169.0(2) . . . . ?
N2 C10 C11 C12 166.81(19) . . . . ?
C9 C10 C11 C12 -12.6(3) . . . . ?
N3 C11 C12 C13 -1.3(3) . . . . ?
C10 C11 C12 C13 -179.6(2) . . . . ?
C11 C12 C13 C14 0.5(4) . . . . ?
C12 C13 C14 C15 0.5(4) . . . . ?
C13 C14 C15 N3 -1.0(4) . . . . ?
O1 C16 C17 C18 -3.7(3) . . . . ?
O2 C16 C17 C18 177.2(2) . . . . ?
Eu1 C16 C17 C18 -98.2(8) . . . . ?
O1 C16 C17 C21 173.9(2) . . . . ?
O2 C16 C17 C21 -5.2(3) . . . . ?
Eu1 C16 C17 C21 79.4(9) . . . . ?
C21 C17 C18 C19 0.2(4) . . . . ?
C16 C17 C18 C19 177.9(2) . . . . ?
C17 C18 C19 C20 179.4(2) . . . . ?
C17 C18 C19 C19 -0.6(4) . . . 2_577 ?
C19 C19 C20 C21 -0.9(5) 2_577 . . 2_577 ?
C18 C19 C20 C21 179.0(3) . . . 2_577 ?
C18 C17 C21 C20 0.7(4) . . . 2_577 ?
C16 C17 C21 C20 -176.9(2) . . . 2_577 ?
O3 C22 C23 C24 -14.9(3) . . . . ?
O4 C22 C23 C24 163.72(19) 2_667 . . . ?
O3 C22 C23 C27 163.1(2) . . . . ?
O4 C22 C23 C27 -18.3(3) 2_667 . . . ?
C27 C23 C24 C25 -1.8(3) . . . . ?
C22 C23 C24 C25 176.18(19) . . . . ?
C23 C24 C25 C26 -178.8(2) . . . . ?
C23 C24 C25 C25 -0.1(4) . . . 2_677 ?
C24 C25 C26 C27 179.2(3) . . . 2_677 ?
C25 C25 C26 C27 0.4(4) 2_677 . . 2_677 ?
C24 C23 C27 C26 2.6(4) . . . 2_677 ?
C22 C23 C27 C26 -175.4(2) . . . 2_677 ?
O5 C28 C29 C30 -172.8(2) . . . . ?
O6 C28 C29 C30 8.3(3) . . . . ?
O5 C28 C29 C33 8.0(3) . . . . ?
O6 C28 C29 C33 -170.9(2) . . . . ?
C33 C29 C30 C31 -0.3(4) . . . . ?
C28 C29 C30 C31 -179.5(2) . . . . ?
C29 C30 C31 C32 -179.6(2) . . . . ?
C29 C30 C31 C31 1.3(4) . . . 2_776 ?
C31 C31 C32 C33 0.4(4) 2_776 . . 2_776 ?
C30 C31 C32 C33 -178.6(2) . . . 2_776 ?
C30 C29 C33 C32 -1.1(4) . . . 2_776 ?
C28 C29 C33 C32 178.1(2) . . . 2_776 ?
C4 C5 N1 C1 -0.9(3) . . . . ?
C6 C5 N1 C1 178.5(2) . . . . ?
C4 C5 N1 Eu1 174.94(15) . . . . ?
C6 C5 N1 Eu1 -5.6(2) . . . . ?
C2 C1 N1 C5 0.0(4) . . . . ?
C2 C1 N1 Eu1 -176.0(2) . . . . ?
C9 C10 N2 C6 1.8(3) . . . . ?
C11 C10 N2 C6 -177.56(17) . . . . ?
C9 C10 N2 Eu1 -161.02(18) . . . . ?
C11 C10 N2 Eu1 19.6(2) . . . . ?
C7 C6 N2 C10 0.0(3) . . . . ?
C5 C6 N2 C10 -177.22(17) . . . . ?
C7 C6 N2 Eu1 162.60(17) . . . . ?
C5 C6 N2 Eu1 -14.6(2) . . . . ?
C14 C15 N3 C11 0.2(4) . . . . ?
C14 C15 N3 Eu1 -178.1(2) . . . . ?
C12 C11 N3 C15 0.9(3) . . . . ?
C10 C11 N3 C15 179.3(2) . . . . ?
C12 C11 N3 Eu1 179.24(16) . . . . ?
C10 C11 N3 Eu1 -2.4(2) . . . . ?
O2 C16 O1 Eu1 11.4(2) . . . . ?
C17 C16 O1 Eu1 -167.67(18) . . . . ?
O1 C16 O2 Eu1 -11.4(2) . . . . ?
C17 C16 O2 Eu1 167.68(17) . . . . ?
O4 C22 O3 Eu1 121.1(2) 2_667 . . . ?
C23 C22 O3 Eu1 -60.4(3) . . . . ?
O6 C28 O5 Eu1 -3.8(2) . . . . ?
C29 C28 O5 Eu1 177.28(15) . . . . ?
O5 C28 O6 Eu1 3.6(2) . . . . ?
C29 C28 O6 Eu1 -177.56(18) . . . . ?

_refine_diff_density_max         2.583
_refine_diff_density_min         -0.892
_refine_diff_density_rms         0.108


####################################################################### 
# 
# 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_Compound_3
_database_code_depnum_ccdc_archive 'CCDC 2255875'
loop_
_audit_author_name
_audit_author_address
'Robert G. Surbella III'
;Pacific Northwest National Laboratory 
United States of America
;
_audit_update_record             
;
2023-04-13 deposited with the CCDC.	2023-07-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT971_Compound_3          
;
PROBLEM: Check Calcd Resid. Dens.  0.93Ang From Eu1             8.64 eA-3
RESPONSE: There are several alert level A, B, and C that pertain to residual electron density near the Eu metal center and near several of the ligands. Errors in the unit cell or space group assignment were ruled out as was possible twinning. We attribute these to the large to the large crystal sizes, heavy atoms, and truncation errors.
;
_vrf_PLAT971_Compound_3_2        
;
PROBLEM: Check Calcd Resid. Dens.  0.99Ang From Eu1             8.51 eA-3
RESPONSE: There are several alert level A, B, and C that pertain to residual electron density near the Eu metal center and near several of the ligands. Errors in the unit cell or space group assignment were ruled out as was possible twinning. We attribute these to the large to the large crystal sizes, heavy atoms, and truncation errors.
;
_vrf_PLAT097_Compound_3          
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       8.42 eA-3
RESPONSE: There are several alert level A, B, and C that pertain to residual electron density near the Eu metal center and near several of the ligands. Errors in the unit cell or space group assignment were ruled out as was possible twinning. We attribute these to the large to the large crystal sizes, heavy atoms, and truncation errors.
;
_vrf_PLAT260_Compound_3          
;
PROBLEM: Large Average Ueq of Residue Including        O7      0.101 Check
RESPONSE: There are several alert level A, B, and C that pertain to residual electron density near the Eu metal center and near several of the ligands. Errors in the unit cell or space group assignment were ruled out as was possible twinning. We attribute these to the large to the large crystal sizes, heavy atoms, and truncation errors.
;
_vrf_PLAT972_Compound_3          
;
PROBLEM: Check Calcd Resid. Dens.  1.19Ang From C19            -1.72 eA-3
RESPONSE: There are several alert level A, B, and C that pertain to residual electron density near the Eu metal center and near several of the ligands. Errors in the unit cell or space group assignment were ruled out as was possible twinning. We attribute these to the large to the large crystal sizes, heavy atoms, and truncation errors.
;
_vrf_PLAT972_Compound_3_2        
;
PROBLEM: Check Calcd Resid. Dens.  0.72Ang From Eu1            -1.64 eA-3
RESPONSE: There are several alert level A, B, and C that pertain to residual electron density near the Eu metal center and near several of the ligands. Errors in the unit cell or space group assignment were ruled out as was possible twinning. We attribute these to the large to the large crystal sizes, heavy atoms, and truncation errors.
;
_vrf_PLAT972_Compound_3_3        
;
PROBLEM: Check Calcd Resid. Dens.  1.23Ang From C20            -1.61 eA-3
RESPONSE: There are several alert level A, B, and C that pertain to residual electron density near the Eu metal center and near several of the ligands. Errors in the unit cell or space group assignment were ruled out as was possible twinning. We attribute these to the large to the large crystal sizes, heavy atoms, and truncation errors.
;
_vrf_PLAT972_Compound_3_4        
;
PROBLEM: Check Calcd Resid. Dens.  0.69Ang From Eu1            -1.51 eA-3
RESPONSE: There are several alert level A, B, and C that pertain to residual electron density near the Eu metal center and near several of the ligands. Errors in the unit cell or space group assignment were ruled out as was possible twinning. We attribute these to the large to the large crystal sizes, heavy atoms, and truncation errors.
;
_vrf_PLAT975_Compound_3          
;
PROBLEM: Check Calcd Resid. Dens.  0.73Ang From N2      .       0.81 eA-3
RESPONSE: There are several alert level A, B, and C that pertain to residual electron density near the Eu metal center and near several of the ligands. Errors in the unit cell or space group assignment were ruled out as was possible twinning. We attribute these to the large to the large crystal sizes, heavy atoms, and truncation errors.
;
_vrf_PLAT975_Compound_3_2        
;
PROBLEM: Check Calcd Resid. Dens.  0.96Ang From O1      .       0.79 eA-3
RESPONSE: There are several alert level A, B, and C that pertain to residual electron density near the Eu metal center and near several of the ligands. Errors in the unit cell or space group assignment were ruled out as was possible twinning. We attribute these to the large to the large crystal sizes, heavy atoms, and truncation errors.
;
_vrf_PLAT975_Compound_3_3        
;
PROBLEM: Check Calcd Resid. Dens.  0.83Ang From O2      .       0.75 eA-3
RESPONSE: There are several alert level A, B, and C that pertain to residual electron density near the Eu metal center and near several of the ligands. Errors in the unit cell or space group assignment were ruled out as was possible twinning. We attribute these to the large to the large crystal sizes, heavy atoms, and truncation errors.
;
_vrf_PLAT976_Compound_3          
;
PROBLEM: Check Calcd Resid. Dens.  1.04Ang From O7      .      -0.79 eA-3
RESPONSE: There are several alert level A, B, and C that pertain to residual electron density near the Eu metal center and near several of the ligands. Errors in the unit cell or space group assignment were ruled out as was possible twinning. We attribute these to the large to the large crystal sizes, heavy atoms, and truncation errors.
;
# Added during the CSD deposition process: Thursday 13 April 2023 02:03 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         Eu(C12H8N2)(C12H6O4)1.5(C3H7NO)
_chemical_formula_sum            'C66 H48 Eu2 N6 O14'
_chemical_melting_point          ?

_exptl_crystal_description       Rhomboidal
_exptl_crystal_colour            'Clear colorless with faint green hue'
_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         1453.02

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

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

_cell_length_a                   11.2602(7)
_cell_length_b                   12.0576(7)
_cell_length_c                   12.2932(7)
_cell_angle_alpha                78.341(3)
_cell_angle_beta                 78.639(3)
_cell_angle_gamma                63.154(3)
_cell_volume                     1447.73(15)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9877
_cell_measurement_theta_min      4.993
_cell_measurement_theta_max      52.677
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.667
_exptl_crystal_F_000             724
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    2.222
_shelx_estimated_absorpt_T_min   0.808
_shelx_estimated_absorpt_T_max   0.957
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.6175
_exptl_absorpt_correction_T_max  0.7443
_exptl_absorpt_process_details   'SADABS, Sheldrick, G.M. 2008'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'Bruker Apex II'
_diffrn_measurement_device_type  'Bruker Apex II'
_diffrn_measurement_method       'Phi and Omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            67463
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_av_R_equivalents  0.0697
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.909
_diffrn_reflns_theta_max         26.676
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5976
_reflns_number_gt                5448
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX 4, Bruker Nano'
_computing_cell_refinement       'APEX 4, Bruker Nano'
_computing_data_reduction        'APEX 4, Bruker Nano'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Crystal Maker X'
_computing_publication_material  ?
_refine_special_details          â\/E?There
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0907P)²+20.4604P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5976
_refine_ls_number_parameters     397
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0719
_refine_ls_R_factor_gt           0.0661
_refine_ls_wR_factor_ref         0.1796
_refine_ls_wR_factor_gt          0.1753
_refine_ls_goodness_of_fit_ref   1.147
_refine_ls_restrained_S_all      1.147
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7777(12) 0.0827(11) 0.9759(8) 0.039(2) Uani 1 1 d . . . . .
H1 H 0.745355 0.044228 0.936111 0.047 Uiso 1 1 calc R U . . .
C2 C 0.8735(13) 0.1226(13) 0.9210(10) 0.049(3) Uani 1 1 d . . . . .
H2 H 0.903186 0.113097 0.844169 0.059 Uiso 1 1 calc R U . . .
C3 C 0.9258(12) 0.1743(12) 0.9732(9) 0.044(3) Uani 1 1 d . . . . .
H3 H 0.992821 0.200116 0.934675 0.052 Uiso 1 1 calc R U . . .
C4 C 0.8787(9) 0.1897(9) 1.0880(7) 0.0278(18) Uani 1 1 d . . . . .
C5 C 0.7774(9) 0.1511(8) 1.1392(7) 0.0244(17) Uani 1 1 d . . . . .
C6 C 0.9267(9) 0.2451(9) 1.1523(8) 0.0308(19) Uani 1 1 d . . . . .
H6 H 0.995595 0.270175 1.118004 0.037 Uiso 1 1 calc R U . . .
C7 C 0.8769(10) 0.2624(9) 1.2598(8) 0.0290(19) Uani 1 1 d . . . . .
H7 H 0.912809 0.296546 1.300923 0.035 Uiso 1 1 calc R U . . .
C8 C 0.7698(9) 0.2292(9) 1.3121(8) 0.0279(18) Uani 1 1 d . . . . .
C9 C 0.7223(8) 0.1713(7) 1.2534(7) 0.0221(16) Uani 1 1 d . . . . .
C10 C 0.7114(10) 0.2499(10) 1.4224(8) 0.032(2) Uani 1 1 d . . . . .
H10 H 0.742482 0.287417 1.464445 0.039 Uiso 1 1 calc R U . . .
C11 C 0.6089(10) 0.2159(10) 1.4700(8) 0.034(2) Uani 1 1 d . . . . .
H11 H 0.567044 0.230785 1.543974 0.041 Uiso 1 1 calc R U . . .
C12 C 0.5686(9) 0.1579(8) 1.4043(7) 0.0246(17) Uani 1 1 d . . . . .
H12 H 0.498724 0.133601 1.436924 0.030 Uiso 1 1 calc R U . . .
C13 C 0.7361(9) -0.2163(8) 1.3175(6) 0.0226(17) Uani 1 1 d . . . . .
C14 C 0.8197(9) -0.3310(8) 1.3877(7) 0.0240(17) Uani 1 1 d . . . . .
C15 C 0.7604(10) -0.4068(9) 1.4590(8) 0.033(2) Uani 1 1 d . . . . .
H15 H 0.669035 -0.387290 1.457182 0.039 Uiso 1 1 calc R U . . .
C16 C 0.9535(9) -0.3612(8) 1.3899(7) 0.0276(18) Uani 1 1 d . . . . .
H16 H 0.993933 -0.312689 1.340870 0.033 Uiso 1 1 calc R U . . .
C17 C 1.0309(9) -0.4640(8) 1.4646(7) 0.0269(18) Uani 1 1 d . . . . .
C18 C 1.1648(10) -0.4922(9) 1.4701(9) 0.035(2) Uani 1 1 d . . . . .
H18 H 1.204255 -0.441039 1.424361 0.043 Uiso 1 1 calc R U . . .
C19 C 0.3161(8) 0.0352(7) 1.3096(7) 0.0210(16) Uani 1 1 d . . . . .
C20 C 0.1957(8) 0.0372(8) 1.3894(7) 0.0231(17) Uani 1 1 d . . . . .
C21 C 0.1216(9) -0.0177(8) 1.3698(7) 0.0250(17) Uani 1 1 d . . . . .
H21 H 0.140922 -0.050642 1.301183 0.030 Uiso 1 1 calc R U . . .
C22 C 0.1682(10) 0.0875(10) 1.4912(8) 0.033(2) Uani 1 1 d . . . . .
H22 H 0.220089 0.126329 1.504432 0.040 Uiso 1 1 calc R U . . .
C23 C 0.0674(10) 0.0800(10) 1.5699(8) 0.034(2) Uani 1 1 d . . . . .
H23 H 0.051941 0.110656 1.639124 0.040 Uiso 1 1 calc R U . . .
C24 C -0.0150(9) 0.0270(9) 1.5497(7) 0.0277(19) Uani 1 1 d . . . . .
C25 C 0.6509(8) -0.1940(7) 0.9873(6) 0.0181(15) Uani 1 1 d . . . . .
C26 C 0.7798(8) -0.3105(7) 0.9747(6) 0.0172(15) Uani 1 1 d . . . . .
C27 C 0.8141(8) -0.3700(8) 0.8770(7) 0.0207(16) Uani 1 1 d . . . . .
H27 H 0.756404 -0.336204 0.820103 0.025 Uiso 1 1 calc R U . . .
C28 C 0.8627(8) -0.3596(7) 1.0578(6) 0.0189(15) Uani 1 1 d . . . . .
H28 H 0.838780 -0.318088 1.122084 0.023 Uiso 1 1 calc R U . . .
C29 C 0.9816(8) -0.4697(7) 1.0491(6) 0.0182(15) Uani 1 1 d . . . . .
C30 C 1.0687(8) -0.5235(7) 1.1343(7) 0.0217(16) Uani 1 1 d . . . . .
H30 H 1.045094 -0.484595 1.200212 0.026 Uiso 1 1 calc R U . . .
C32 C 0.413(2) 0.4888(17) 0.1983(18) 0.108(9) Uani 1 1 d . . . . .
H32A H 0.486816 0.423411 0.158009 0.162 Uiso 1 1 calc R U . . .
H32B H 0.389679 0.451665 0.273046 0.162 Uiso 1 1 calc R U . . .
H32C H 0.334958 0.527323 0.156958 0.162 Uiso 1 1 calc R U . . .
N3 N 0.4544(10) 0.5833(9) 0.2083(10) 0.050(2) Uani 1 1 d . . . . .
C31 C 0.3751(18) 0.6804(14) 0.2583(12) 0.065(4) Uani 1 1 d . . . . .
H31 H 0.406843 0.740712 0.260089 0.078 Uiso 1 1 calc R U . . .
O7 O 0.2628(16) 0.6991(11) 0.3029(13) 0.121(7) Uani 1 1 d . . . . .
Eu1 Eu 0.56662(4) 0.00360(3) 1.19317(3) 0.01665(15) Uani 1 1 d . . . . .
N1 N 0.7285(7) 0.0965(7) 1.0837(6) 0.0244(15) Uani 1 1 d . . . . .
N2 N 0.6219(7) 0.1354(6) 1.3004(6) 0.0228(14) Uani 1 1 d . . . . .
O1 O 0.7873(6) -0.1481(5) 1.2532(5) 0.0244(12) Uani 1 1 d . . . . .
O2 O 0.6116(6) -0.1875(6) 1.3243(6) 0.0359(16) Uani 1 1 d . . . . .
O3 O 0.3828(6) 0.0858(6) 1.3334(5) 0.0281(13) Uani 1 1 d . . . . .
O4 O 0.3516(6) -0.0189(6) 1.2230(5) 0.0253(13) Uani 1 1 d . . . . .
O5 O 0.6392(6) -0.1265(5) 1.0570(5) 0.0236(12) Uani 1 1 d . . . . .
O6 O 0.4367(6) 0.1722(5) 1.0734(5) 0.0220(12) Uani 1 1 d . . . . .
C33 C 0.5869(18) 0.5697(19) 0.162(3) 0.160(15) Uani 1 1 d . . . . .
H33A H 0.634676 0.492260 0.126730 0.240 Uiso 1 1 calc R U . . .
H33B H 0.580743 0.641503 0.104908 0.240 Uiso 1 1 calc R U . . .
H33C H 0.635687 0.565940 0.220947 0.240 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.345(12) . ?
C1 C2 1.378(15) . ?
C1 H1 0.9500 . ?
C2 C3 1.338(16) . ?
C2 H2 0.9500 . ?
C3 C4 1.424(14) . ?
C3 H3 0.9500 . ?
C4 C5 1.412(12) . ?
C4 C6 1.439(13) . ?
C5 N1 1.362(11) . ?
C5 C9 1.440(12) . ?
C6 C7 1.349(14) . ?
C6 H6 0.9500 . ?
C7 C8 1.434(13) . ?
C7 H7 0.9500 . ?
C8 C10 1.405(13) . ?
C8 C9 1.409(12) . ?
C9 N2 1.372(11) . ?
C10 C11 1.381(14) . ?
C10 H10 0.9500 . ?
C11 C12 1.416(13) . ?
C11 H11 0.9500 . ?
C12 N2 1.326(11) . ?
C12 H12 0.9500 . ?
C13 O1 1.272(11) . ?
C13 O2 1.273(11) . ?
C13 C14 1.485(11) . ?
C13 Eu1 2.820(8) . ?
C14 C16 1.385(13) . ?
C14 C15 1.431(13) . ?
C15 C18 1.373(13) 2_748 ?
C15 H15 0.9500 . ?
C16 C17 1.421(13) . ?
C16 H16 0.9500 . ?
C17 C18 1.401(14) . ?
C17 C17 1.413(18) 2_748 ?
C18 H18 0.9500 . ?
C19 O3 1.263(10) . ?
C19 O4 1.264(10) . ?
C19 C20 1.502(11) . ?
C19 Eu1 2.795(8) . ?
C20 C21 1.354(12) . ?
C20 C22 1.419(12) . ?
C21 C24 1.429(12) 2_558 ?
C21 H21 0.9500 . ?
C22 C23 1.363(13) . ?
C22 H22 0.9500 . ?
C23 C24 1.422(13) . ?
C23 H23 0.9500 . ?
C24 C24 1.410(16) 2_558 ?
C25 O5 1.247(10) . ?
C25 O6 1.255(10) 2_657 ?
C25 C26 1.504(10) . ?
C26 C28 1.377(11) . ?
C26 C27 1.422(11) . ?
C27 C30 1.371(11) 2_747 ?
C27 H27 0.9500 . ?
C28 C29 1.401(11) . ?
C28 H28 0.9500 . ?
C29 C30 1.427(11) . ?
C29 C29 1.431(15) 2_747 ?
C30 H30 0.9500 . ?
C32 N3 1.444(18) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
N3 C31 1.294(18) . ?
N3 C33 1.436(19) . ?
C31 O7 1.21(2) . ?
C31 H31 0.9500 . ?
Eu1 O5 2.301(6) . ?
Eu1 O6 2.322(5) . ?
Eu1 O3 2.381(6) . ?
Eu1 O2 2.436(6) . ?
Eu1 O1 2.477(6) . ?
Eu1 O4 2.505(6) . ?
Eu1 N1 2.580(7) . ?
Eu1 N2 2.591(7) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 122.3(9) . . ?
N1 C1 H1 118.9 . . ?
C2 C1 H1 118.9 . . ?
C3 C2 C1 121.7(10) . . ?
C3 C2 H2 119.1 . . ?
C1 C2 H2 119.1 . . ?
C2 C3 C4 118.4(9) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 H3 120.8 . . ?
C5 C4 C3 117.6(9) . . ?
C5 C4 C6 119.1(8) . . ?
C3 C4 C6 123.3(9) . . ?
N1 C5 C4 122.2(8) . . ?
N1 C5 C9 118.7(8) . . ?
C4 C5 C9 119.1(8) . . ?
C7 C6 C4 122.0(9) . . ?
C7 C6 H6 119.0 . . ?
C4 C6 H6 119.0 . . ?
C6 C7 C8 119.9(8) . . ?
C6 C7 H7 120.1 . . ?
C8 C7 H7 120.1 . . ?
C10 C8 C9 118.1(8) . . ?
C10 C8 C7 121.9(8) . . ?
C9 C8 C7 120.0(8) . . ?
N2 C9 C8 122.3(8) . . ?
N2 C9 C5 117.9(8) . . ?
C8 C9 C5 119.8(8) . . ?
C11 C10 C8 120.1(9) . . ?
C11 C10 H10 119.9 . . ?
C8 C10 H10 119.9 . . ?
C10 C11 C12 117.5(9) . . ?
C10 C11 H11 121.3 . . ?
C12 C11 H11 121.3 . . ?
N2 C12 C11 124.3(8) . . ?
N2 C12 H12 117.8 . . ?
C11 C12 H12 117.8 . . ?
O1 C13 O2 120.9(7) . . ?
O1 C13 C14 121.0(8) . . ?
O2 C13 C14 118.1(8) . . ?
O1 C13 Eu1 61.4(4) . . ?
O2 C13 Eu1 59.6(4) . . ?
C14 C13 Eu1 177.1(6) . . ?
C16 C14 C15 119.5(8) . . ?
C16 C14 C13 120.3(8) . . ?
C15 C14 C13 120.1(8) . . ?
C18 C15 C14 120.2(9) 2_748 . ?
C18 C15 H15 119.9 2_748 . ?
C14 C15 H15 119.9 . . ?
C14 C16 C17 120.7(9) . . ?
C14 C16 H16 119.7 . . ?
C17 C16 H16 119.7 . . ?
C18 C17 C17 120.4(11) . 2_748 ?
C18 C17 C16 121.0(9) . . ?
C17 C17 C16 118.7(11) 2_748 . ?
C15 C18 C17 120.5(9) 2_748 . ?
C15 C18 H18 119.7 2_748 . ?
C17 C18 H18 119.7 . . ?
O3 C19 O4 121.1(7) . . ?
O3 C19 C20 118.1(7) . . ?
O4 C19 C20 120.8(7) . . ?
O3 C19 Eu1 58.0(4) . . ?
O4 C19 Eu1 63.7(4) . . ?
C20 C19 Eu1 169.6(6) . . ?
C21 C20 C22 120.3(8) . . ?
C21 C20 C19 120.9(8) . . ?
C22 C20 C19 118.5(8) . . ?
C20 C21 C24 121.3(8) . 2_558 ?
C20 C21 H21 119.3 . . ?
C24 C21 H21 119.3 2_558 . ?
C23 C22 C20 119.9(8) . . ?
C23 C22 H22 120.0 . . ?
C20 C22 H22 120.0 . . ?
C22 C23 C24 120.9(9) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 H23 119.6 . . ?
C24 C24 C23 119.2(10) 2_558 . ?
C24 C24 C21 118.2(10) 2_558 2_558 ?
C23 C24 C21 122.4(8) . 2_558 ?
O5 C25 O6 125.0(7) . 2_657 ?
O5 C25 C26 117.6(7) . . ?
O6 C25 C26 117.3(7) 2_657 . ?
C28 C26 C27 120.5(7) . . ?
C28 C26 C25 120.1(7) . . ?
C27 C26 C25 119.4(7) . . ?
C30 C27 C26 119.4(7) 2_747 . ?
C30 C27 H27 120.3 2_747 . ?
C26 C27 H27 120.3 . . ?
C26 C28 C29 121.2(7) . . ?
C26 C28 H28 119.4 . . ?
C29 C28 H28 119.4 . . ?
C28 C29 C30 122.4(7) . . ?
C28 C29 C29 119.1(9) . 2_747 ?
C30 C29 C29 118.5(9) . 2_747 ?
C27 C30 C29 121.3(7) 2_747 . ?
C27 C30 H30 119.3 2_747 . ?
C29 C30 H30 119.3 . . ?
N3 C32 H32A 109.5 . . ?
N3 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
N3 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C31 N3 C33 118.9(15) . . ?
C31 N3 C32 121.8(12) . . ?
C33 N3 C32 119.3(15) . . ?
O7 C31 N3 124.1(13) . . ?
O7 C31 H31 118.0 . . ?
N3 C31 H31 118.0 . . ?
O5 Eu1 O6 91.2(2) . . ?
O5 Eu1 O3 140.4(2) . . ?
O6 Eu1 O3 85.2(2) . . ?
O5 Eu1 O2 85.1(2) . . ?
O6 Eu1 O2 153.8(2) . . ?
O3 Eu1 O2 81.4(2) . . ?
O5 Eu1 O1 80.8(2) . . ?
O6 Eu1 O1 151.1(2) . . ?
O3 Eu1 O1 118.4(2) . . ?
O2 Eu1 O1 53.6(2) . . ?
O5 Eu1 O4 87.2(2) . . ?
O6 Eu1 O4 77.7(2) . . ?
O3 Eu1 O4 53.5(2) . . ?
O2 Eu1 O4 76.2(2) . . ?
O1 Eu1 O4 129.0(2) . . ?
O5 Eu1 N1 86.7(2) . . ?
O6 Eu1 N1 75.5(2) . . ?
O3 Eu1 N1 129.7(2) . . ?
O2 Eu1 N1 129.9(2) . . ?
O1 Eu1 N1 76.3(2) . . ?
O4 Eu1 N1 152.4(2) . . ?
O5 Eu1 N2 146.9(2) . . ?
O6 Eu1 N2 95.7(2) . . ?
O3 Eu1 N2 72.6(2) . . ?
O2 Eu1 N2 101.6(2) . . ?
O1 Eu1 N2 77.7(2) . . ?
O4 Eu1 N2 125.9(2) . . ?
N1 Eu1 N2 63.9(2) . . ?
O5 Eu1 C19 113.7(2) . . ?
O6 Eu1 C19 82.6(2) . . ?
O3 Eu1 C19 26.7(2) . . ?
O2 Eu1 C19 75.3(2) . . ?
O1 Eu1 C19 126.0(2) . . ?
O4 Eu1 C19 26.9(2) . . ?
N1 Eu1 C19 150.5(2) . . ?
N2 Eu1 C19 99.4(2) . . ?
O5 Eu1 C13 82.4(2) . . ?
O6 Eu1 C13 173.5(2) . . ?
O3 Eu1 C13 100.3(2) . . ?
O2 Eu1 C13 26.8(2) . . ?
O1 Eu1 C13 26.8(2) . . ?
O4 Eu1 C13 102.7(2) . . ?
N1 Eu1 C13 103.1(2) . . ?
N2 Eu1 C13 89.3(2) . . ?
C19 Eu1 C13 100.7(2) . . ?
C1 N1 C5 117.8(8) . . ?
C1 N1 Eu1 122.7(6) . . ?
C5 N1 Eu1 119.2(6) . . ?
C12 N2 C9 117.7(8) . . ?
C12 N2 Eu1 123.0(6) . . ?
C9 N2 Eu1 118.9(6) . . ?
C13 O1 Eu1 91.8(5) . . ?
C13 O2 Eu1 93.7(5) . . ?
C19 O3 Eu1 95.2(5) . . ?
C19 O4 Eu1 89.4(5) . . ?
C25 O5 Eu1 166.5(6) . . ?
C25 O6 Eu1 136.5(5) 2_657 . ?
N3 C33 H33A 109.5 . . ?
N3 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N3 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C1 H1 O4 0.95 2.55 3.444(12) 157.3 2_657 yes
C11 H11 O2 0.95 2.50 3.259(12) 136.6 2_658 yes
C12 H12 O3 0.95 2.30 2.926(11) 122.9 . yes
C31 H31 O4 0.95 2.63 3.456(14) 145.0 1_564 yes

_refine_diff_density_max         8.416
_refine_diff_density_min         -1.712
_refine_diff_density_rms         0.247



#===End
####################################################################### 
# 
# 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_Compound_2
_database_code_depnum_ccdc_archive 'CCDC 2255874'
loop_
_audit_author_name
_audit_author_address
'Robert G. Surbella III'
;Pacific Northwest National Laboratory 
United States of America
;
_audit_update_record             
;
2023-04-13 deposited with the CCDC.	2023-07-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT430_Compound_2          
;
PROBLEM: Short Inter D...A Contact  O3       ..O8       .       2.84 Ang.
RESPONSE: Two of the 1,4-ndc ligands are terminal and each feature one non-coordinated O atom of the carboxylate group. The carboxylate groups face one another and form head-on O-H---O hydrogen bonds with one another. The H hydrogen atom site is likely partially occupied but is modeled only on one of the O atoms. This non-covalent interaction results in a short O-H---O bond distance (an Checkcif Alert B). We have ruled out common modeling errors and are confident in the connectivity.
;
# Added during the CSD deposition process: Thursday 13 April 2023 02:03 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         Eu(C12H6O4)(C12H7O4)(C15H11N3)
_chemical_formula_sum            'C39 H24 Eu N3 O8'
_chemical_melting_point          ?

_exptl_crystal_description       Blade
_exptl_crystal_colour            'Clear colorless with faint green hue'
_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         814.57

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 -8.9294 11.1857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'
_chemical_absolute_configuration ?

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

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

_cell_length_a                   9.75580(10)
_cell_length_b                   18.23070(10)
_cell_length_c                   18.76160(10)
_cell_angle_alpha                90
_cell_angle_beta                 101.1880(10)
_cell_angle_gamma                90
_cell_volume                     3273.43(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6710
_cell_measurement_theta_min      0.794157
_cell_measurement_theta_max      18.405087
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.653
_exptl_crystal_F_000             1624
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.177
_exptl_crystal_size_mid          0.048
_exptl_crystal_size_min          0.031
_exptl_absorpt_coefficient_mu    14.233
_shelx_estimated_absorpt_T_min   0.187
_shelx_estimated_absorpt_T_max   0.667
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.766
_exptl_absorpt_correction_T_max  1.302
_exptl_absorpt_process_details   'Rigaku XraLab'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'Rigaku XtaLAB Synergy'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy'
_diffrn_measurement_method       'Phi and Omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            100479
_diffrn_reflns_av_unetI/netI     0.0218
_diffrn_reflns_av_R_equivalents  0.0623
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.412
_diffrn_reflns_theta_max         76.107
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6708
_reflns_number_gt                5666
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro Software'
_computing_cell_refinement       'Olex2 (Dolomanov, 2009/2015)'
_computing_data_reduction        'Olex2 (Dolomanov, 2009/2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Crystal Maker X'
_computing_publication_material  ?
_refine_special_details          â\/E?Two
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0502P)²+2.6265P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6708
_refine_ls_number_parameters     464
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0312
_refine_ls_R_factor_gt           0.0299
_refine_ls_wR_factor_ref         0.0790
_refine_ls_wR_factor_gt          0.0779
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4625(3) 0.85167(14) 0.45489(14) 0.0217(5) Uani 1 1 d . . . . .
C2 C 0.3094(3) 0.86270(14) 0.45547(14) 0.0201(5) Uani 1 1 d . . . . .
C3 C 0.2463(3) 0.80651(15) 0.48603(15) 0.0237(5) Uani 1 1 d . . . . .
H3 H 0.299182 0.764177 0.503401 0.028 Uiso 1 1 calc R U . . .
C4 C 0.1063(3) 0.81054(15) 0.49197(15) 0.0244(5) Uani 1 1 d . . . . .
H4 H 0.066058 0.771078 0.513815 0.029 Uiso 1 1 calc R U . . .
C5 C 0.0252(2) 0.87024(13) 0.46698(14) 0.0194(5) Uani 1 1 d . . . . .
C6 C 0.0851(3) 0.93011(13) 0.43417(13) 0.0186(5) Uani 1 1 d . . . . .
C7 C 0.2302(3) 0.92688(13) 0.42929(13) 0.0188(5) Uani 1 1 d . . . . .
C8 C 0.2886(3) 0.98748(15) 0.39766(15) 0.0240(5) Uani 1 1 d . . . . .
H8 H 0.384595 0.986285 0.394413 0.029 Uiso 1 1 calc R U . . .
C9 C 0.2102(3) 1.04712(15) 0.37194(15) 0.0262(6) Uani 1 1 d . . . . .
H9 H 0.251963 1.087152 0.351697 0.031 Uiso 1 1 calc R U . . .
C10 C 0.0676(3) 1.04943(15) 0.37536(15) 0.0255(6) Uani 1 1 d . . . . .
H10 H 0.012626 1.090440 0.356037 0.031 Uiso 1 1 calc R U . . .
C11 C 0.0076(3) 0.99327(14) 0.40620(14) 0.0224(5) Uani 1 1 d . . . . .
H11 H -0.088336 0.996433 0.409069 0.027 Uiso 1 1 calc R U . . .
C12 C -0.1256(3) 0.86374(13) 0.47391(14) 0.0192(5) Uani 1 1 d . . . . .
C13 C 0.8121(3) 0.71481(13) 0.37262(15) 0.0208(5) Uani 1 1 d . . . . .
C14 C 0.8770(3) 0.72650(15) 0.30709(14) 0.0225(5) Uani 1 1 d . . . . .
C15 C 0.9284(4) 0.79438(14) 0.29497(17) 0.0316(7) Uani 1 1 d . . . . .
H15 H 0.922158 0.833368 0.327785 0.038 Uiso 1 1 calc R U . . .
C16 C 0.9901(3) 0.80666(16) 0.23436(16) 0.0296(6) Uani 1 1 d . . . . .
H16 H 1.024366 0.854158 0.226529 0.036 Uiso 1 1 calc R U . . .
C17 C 1.0019(3) 0.75147(14) 0.18622(14) 0.0219(5) Uani 1 1 d . . . . .
C18 C 0.9441(3) 0.68063(14) 0.19557(14) 0.0204(5) Uani 1 1 d . . . . .
C19 C 0.8791(3) 0.66859(14) 0.25644(14) 0.0197(5) Uani 1 1 d . . . . .
C20 C 0.8093(3) 0.60142(15) 0.26205(15) 0.0243(5) Uani 1 1 d . . . . .
H20 H 0.766073 0.593022 0.302519 0.029 Uiso 1 1 calc R U . . .
C21 C 0.8034(3) 0.54841(15) 0.20997(16) 0.0286(6) Uani 1 1 d . . . . .
H21 H 0.753130 0.504356 0.213435 0.034 Uiso 1 1 calc R U . . .
C22 C 0.8716(3) 0.55897(15) 0.15139(15) 0.0279(6) Uani 1 1 d . . . . .
H22 H 0.869298 0.521341 0.116147 0.033 Uiso 1 1 calc R U . . .
C23 C 0.9411(3) 0.62267(14) 0.14455(14) 0.0240(5) Uani 1 1 d . . . . .
H23 H 0.988195 0.628437 0.105100 0.029 Uiso 1 1 calc R U . . .
C24 C 1.0754(3) 0.76757(15) 0.12486(14) 0.0215(5) Uani 1 1 d . . . . .
C25 C 0.9547(3) 0.72448(18) 0.65156(17) 0.0338(7) Uani 1 1 d . . . . .
H25 H 0.940079 0.774607 0.638446 0.041 Uiso 1 1 calc R U . . .
C26 C 1.0353(4) 0.70818(19) 0.7183(2) 0.0452(9) Uani 1 1 d . . . . .
H26 H 1.076768 0.746120 0.750053 0.054 Uiso 1 1 calc R U . . .
C27 C 1.0545(5) 0.6358(2) 0.7381(2) 0.0587(11) Uani 1 1 d . . . . .
H27 H 1.107298 0.622803 0.784392 0.070 Uiso 1 1 calc R U . . .
C28 C 0.9957(4) 0.5819(2) 0.6894(2) 0.0527(10) Uani 1 1 d . . . . .
H28 H 1.007879 0.531539 0.702092 0.063 Uiso 1 1 calc R U . . .
C29 C 0.9189(3) 0.60206(16) 0.62210(16) 0.0303(6) Uani 1 1 d . . . . .
C30 C 0.8527(3) 0.54668(16) 0.56799(16) 0.0280(6) Uani 1 1 d . . . . .
C31 C 0.8997(3) 0.47468(17) 0.56974(19) 0.0377(7) Uani 1 1 d . . . . .
H31 H 0.979173 0.459933 0.604477 0.045 Uiso 1 1 calc R U . . .
C32 C 0.8300(4) 0.42504(17) 0.5207(2) 0.0424(8) Uani 1 1 d . . . . .
H32 H 0.861001 0.375630 0.520983 0.051 Uiso 1 1 calc R U . . .
C33 C 0.7138(4) 0.44781(16) 0.47090(19) 0.0359(7) Uani 1 1 d . . . . .
H33 H 0.661710 0.413879 0.437893 0.043 Uiso 1 1 calc R U . . .
C34 C 0.6749(3) 0.52140(15) 0.47005(15) 0.0253(5) Uani 1 1 d . . . . .
C35 C 0.5538(3) 0.55005(15) 0.41641(14) 0.0247(5) Uani 1 1 d . . . . .
C36 C 0.4655(4) 0.50389(17) 0.36922(16) 0.0349(7) Uani 1 1 d . . . . .
H36 H 0.478903 0.452270 0.371615 0.042 Uiso 1 1 calc R U . . .
C37 C 0.3578(4) 0.53409(19) 0.31878(18) 0.0439(8) Uani 1 1 d . . . . .
H37 H 0.296958 0.503414 0.285953 0.053 Uiso 1 1 calc R U . . .
C38 C 0.3397(4) 0.60897(19) 0.31666(18) 0.0417(8) Uani 1 1 d . . . . .
H38 H 0.267045 0.630906 0.282229 0.050 Uiso 1 1 calc R U . . .
C39 C 0.4299(3) 0.65154(17) 0.36583(16) 0.0327(6) Uani 1 1 d . . . . .
H39 H 0.416902 0.703199 0.364704 0.039 Uiso 1 1 calc R U . . .
Eu1 Eu 0.69712(2) 0.70999(2) 0.50054(2) 0.01454(6) Uani 1 1 d . . . . .
N1 N 0.8954(2) 0.67294(12) 0.60373(12) 0.0260(5) Uani 1 1 d . . . . .
N2 N 0.7431(2) 0.57015(12) 0.51774(11) 0.0217(4) Uani 1 1 d . . . . .
N3 N 0.5349(2) 0.62328(12) 0.41506(12) 0.0248(5) Uani 1 1 d . . . . .
O1 O 0.5062(2) 0.78719(10) 0.46242(12) 0.0265(4) Uani 1 1 d . . . . .
O2 O 0.5388(2) 0.90628(12) 0.44962(14) 0.0402(6) Uani 1 1 d . . . . .
O3 O -0.15780(18) 0.81367(10) 0.51257(10) 0.0208(4) Uani 1 1 d D . . . .
O4 O -0.21513(19) 0.90810(11) 0.43867(12) 0.0306(4) Uani 1 1 d D . . . .
O5 O 0.7050(2) 0.75158(11) 0.37677(10) 0.0254(4) Uani 1 1 d . . . . .
O6 O 0.8661(2) 0.67055(11) 0.42215(10) 0.0259(4) Uani 1 1 d . . . . .
O7 O 1.0504(2) 0.82724(10) 0.08980(10) 0.0258(4) Uani 1 1 d . . . . .
O8 O 1.1620(2) 0.72192(11) 0.10967(11) 0.0274(4) Uani 1 1 d . . . . .
H1 H -0.314(3) 0.908(3) 0.442(4) 0.17(3) Uiso 1 1 d D . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.249(3) . ?
C1 O2 1.259(3) . ?
C1 C2 1.509(3) . ?
C2 C3 1.376(4) . ?
C2 C7 1.435(3) . ?
C3 C4 1.393(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.373(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.432(3) . ?
C5 C12 1.507(3) . ?
C6 C11 1.421(3) . ?
C6 C7 1.438(3) . ?
C7 C8 1.424(3) . ?
C8 C9 1.363(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.406(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.362(4) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 O3 1.244(3) . ?
C12 O4 1.277(3) . ?
C13 O5 1.256(3) . ?
C13 O6 1.266(3) . ?
C13 C14 1.504(4) . ?
C13 Eu1 2.841(3) . ?
C14 C15 1.370(4) . ?
C14 C19 1.423(4) . ?
C15 C16 1.404(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.372(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.433(4) . ?
C17 C24 1.499(4) . ?
C18 C23 1.422(4) . ?
C18 C19 1.427(4) . ?
C19 C20 1.415(4) . ?
C20 C21 1.368(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.404(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.363(4) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 O8 1.257(3) . ?
C24 O7 1.270(3) . ?
C24 Eu1 2.845(3) 4_675 ?
C25 N1 1.350(4) . ?
C25 C26 1.376(5) . ?
C25 H25 0.9500 . ?
C26 C27 1.374(5) . ?
C26 H26 0.9500 . ?
C27 C28 1.388(5) . ?
C27 H27 0.9500 . ?
C28 C29 1.387(4) . ?
C28 H28 0.9500 . ?
C29 N1 1.346(4) . ?
C29 C30 1.488(4) . ?
C30 N2 1.351(4) . ?
C30 C31 1.388(4) . ?
C31 C32 1.373(5) . ?
C31 H31 0.9500 . ?
C32 C33 1.385(5) . ?
C32 H32 0.9500 . ?
C33 C34 1.394(4) . ?
C33 H33 0.9500 . ?
C34 N2 1.342(4) . ?
C34 C35 1.490(4) . ?
C35 N3 1.347(4) . ?
C35 C36 1.393(4) . ?
C36 C37 1.384(5) . ?
C36 H36 0.9500 . ?
C37 C38 1.376(5) . ?
C37 H37 0.9500 . ?
C38 C39 1.383(4) . ?
C38 H38 0.9500 . ?
C39 N3 1.342(4) . ?
C39 H39 0.9500 . ?
Eu1 O1 2.3336(19) . ?
Eu1 O3 2.3458(18) 1_655 ?
Eu1 O5 2.4581(18) . ?
Eu1 O8 2.4744(19) 4_576 ?
Eu1 O7 2.4990(18) 4_576 ?
Eu1 O6 2.5179(18) . ?
Eu1 N1 2.548(2) . ?
Eu1 N3 2.567(2) . ?
Eu1 N2 2.598(2) . ?
O4 H1 0.98(2) . ?

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 C1 O2 124.0(2) . . ?
O1 C1 C2 116.2(2) . . ?
O2 C1 C2 119.8(2) . . ?
C3 C2 C7 119.7(2) . . ?
C3 C2 C1 115.3(2) . . ?
C7 C2 C1 125.0(2) . . ?
C2 C3 C4 121.2(2) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C5 C4 C3 121.5(2) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C4 C5 C6 119.7(2) . . ?
C4 C5 C12 114.6(2) . . ?
C6 C5 C12 125.7(2) . . ?
C11 C6 C5 123.0(2) . . ?
C11 C6 C7 118.0(2) . . ?
C5 C6 C7 119.0(2) . . ?
C8 C7 C2 122.9(2) . . ?
C8 C7 C6 118.3(2) . . ?
C2 C7 C6 118.9(2) . . ?
C9 C8 C7 121.6(2) . . ?
C9 C8 H8 119.2 . . ?
C7 C8 H8 119.2 . . ?
C8 C9 C10 120.0(2) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C11 C10 C9 120.5(2) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C10 C11 C6 121.6(2) . . ?
C10 C11 H11 119.2 . . ?
C6 C11 H11 119.2 . . ?
O3 C12 O4 122.8(2) . . ?
O3 C12 C5 118.0(2) . . ?
O4 C12 C5 119.1(2) . . ?
O5 C13 O6 121.8(2) . . ?
O5 C13 C14 117.6(2) . . ?
O6 C13 C14 120.6(2) . . ?
O5 C13 Eu1 59.65(13) . . ?
O6 C13 Eu1 62.40(14) . . ?
C14 C13 Eu1 173.36(18) . . ?
C15 C14 C19 120.4(2) . . ?
C15 C14 C13 119.3(2) . . ?
C19 C14 C13 120.2(2) . . ?
C14 C15 C16 120.4(3) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C17 C16 C15 121.3(3) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C16 C17 C18 119.7(2) . . ?
C16 C17 C24 118.4(2) . . ?
C18 C17 C24 121.9(2) . . ?
C23 C18 C19 118.0(2) . . ?
C23 C18 C17 123.0(2) . . ?
C19 C18 C17 118.9(2) . . ?
C20 C19 C14 121.5(2) . . ?
C20 C19 C18 119.2(2) . . ?
C14 C19 C18 119.1(2) . . ?
C21 C20 C19 120.8(3) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C20 C21 C22 120.1(3) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C23 C22 C21 120.7(3) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C22 C23 C18 121.0(3) . . ?
C22 C23 H23 119.5 . . ?
C18 C23 H23 119.5 . . ?
O8 C24 O7 121.3(2) . . ?
O8 C24 C17 119.2(2) . . ?
O7 C24 C17 119.5(2) . . ?
O8 C24 Eu1 60.25(13) . 4_675 ?
O7 C24 Eu1 61.39(13) . 4_675 ?
C17 C24 Eu1 174.89(19) . 4_675 ?
N1 C25 C26 123.4(3) . . ?
N1 C25 H25 118.3 . . ?
C26 C25 H25 118.3 . . ?
C27 C26 C25 118.5(3) . . ?
C27 C26 H26 120.8 . . ?
C25 C26 H26 120.8 . . ?
C26 C27 C28 119.0(3) . . ?
C26 C27 H27 120.5 . . ?
C28 C27 H27 120.5 . . ?
C29 C28 C27 119.5(3) . . ?
C29 C28 H28 120.2 . . ?
C27 C28 H28 120.2 . . ?
N1 C29 C28 121.5(3) . . ?
N1 C29 C30 116.6(2) . . ?
C28 C29 C30 121.8(3) . . ?
N2 C30 C31 121.9(3) . . ?
N2 C30 C29 116.2(2) . . ?
C31 C30 C29 121.9(3) . . ?
C32 C31 C30 119.3(3) . . ?
C32 C31 H31 120.4 . . ?
C30 C31 H31 120.4 . . ?
C31 C32 C33 119.2(3) . . ?
C31 C32 H32 120.4 . . ?
C33 C32 H32 120.4 . . ?
C32 C33 C34 118.8(3) . . ?
C32 C33 H33 120.6 . . ?
C34 C33 H33 120.6 . . ?
N2 C34 C33 122.1(3) . . ?
N2 C34 C35 116.3(2) . . ?
C33 C34 C35 121.6(3) . . ?
N3 C35 C36 121.4(3) . . ?
N3 C35 C34 116.6(2) . . ?
C36 C35 C34 122.0(3) . . ?
C37 C36 C35 119.2(3) . . ?
C37 C36 H36 120.4 . . ?
C35 C36 H36 120.4 . . ?
C38 C37 C36 119.4(3) . . ?
C38 C37 H37 120.3 . . ?
C36 C37 H37 120.3 . . ?
C37 C38 C39 118.4(3) . . ?
C37 C38 H38 120.8 . . ?
C39 C38 H38 120.8 . . ?
N3 C39 C38 123.1(3) . . ?
N3 C39 H39 118.5 . . ?
C38 C39 H39 118.5 . . ?
O1 Eu1 O3 88.53(6) . 1_655 ?
O1 Eu1 O5 72.17(7) . . ?
O3 Eu1 O5 73.35(6) 1_655 . ?
O1 Eu1 O8 73.78(7) . 4_576 ?
O3 Eu1 O8 72.18(6) 1_655 4_576 ?
O5 Eu1 O8 131.43(6) . 4_576 ?
O1 Eu1 O7 80.92(7) . 4_576 ?
O3 Eu1 O7 124.59(6) 1_655 4_576 ?
O5 Eu1 O7 147.54(7) . 4_576 ?
O8 Eu1 O7 52.59(6) 4_576 4_576 ?
O1 Eu1 O6 124.58(7) . . ?
O3 Eu1 O6 80.50(6) 1_655 . ?
O5 Eu1 O6 52.58(6) . . ?
O8 Eu1 O6 146.93(7) 4_576 . ?
O7 Eu1 O6 147.05(7) 4_576 . ?
O1 Eu1 N1 146.71(7) . . ?
O3 Eu1 N1 77.62(7) 1_655 . ?
O5 Eu1 N1 129.89(7) . . ?
O8 Eu1 N1 73.19(7) 4_576 . ?
O7 Eu1 N1 82.41(7) 4_576 . ?
O6 Eu1 N1 83.19(7) . . ?
O1 Eu1 N3 79.70(7) . . ?
O3 Eu1 N3 147.52(7) 1_655 . ?
O5 Eu1 N3 74.23(7) . . ?
O8 Eu1 N3 131.18(7) 4_576 . ?
O7 Eu1 N3 83.55(7) 4_576 . ?
O6 Eu1 N3 81.57(7) . . ?
N1 Eu1 N3 126.62(7) . . ?
O1 Eu1 N2 137.58(7) . . ?
O3 Eu1 N2 133.82(7) 1_655 . ?
O5 Eu1 N2 112.57(6) . . ?
O8 Eu1 N2 115.96(7) 4_576 . ?
O7 Eu1 N2 75.98(6) 4_576 . ?
O6 Eu1 N2 71.07(6) . . ?
N1 Eu1 N2 63.78(7) . . ?
N3 Eu1 N2 62.87(7) . . ?
O1 Eu1 C13 98.33(8) . . ?
O3 Eu1 C13 74.13(7) 1_655 . ?
O5 Eu1 C13 26.17(7) . . ?
O8 Eu1 C13 145.51(7) 4_576 . ?
O7 Eu1 C13 161.08(7) 4_576 . ?
O6 Eu1 C13 26.46(7) . . ?
N1 Eu1 C13 106.51(8) . . ?
N3 Eu1 C13 77.75(7) . . ?
N2 Eu1 C13 92.78(7) . . ?
O1 Eu1 C24 74.29(8) . 4_576 ?
O3 Eu1 C24 98.35(7) 1_655 4_576 ?
O5 Eu1 C24 145.56(7) . 4_576 ?
O8 Eu1 C24 26.17(7) 4_576 4_576 ?
O7 Eu1 C24 26.50(7) 4_576 4_576 ?
O6 Eu1 C24 160.87(7) . 4_576 ?
N1 Eu1 C24 77.94(8) . 4_576 ?
N3 Eu1 C24 107.23(8) . 4_576 ?
N2 Eu1 C24 97.39(7) . 4_576 ?
C13 Eu1 C24 169.82(8) . 4_576 ?
C29 N1 C25 117.9(2) . . ?
C29 N1 Eu1 121.06(18) . . ?
C25 N1 Eu1 119.02(19) . . ?
C34 N2 C30 118.6(2) . . ?
C34 N2 Eu1 121.04(17) . . ?
C30 N2 Eu1 119.46(18) . . ?
C39 N3 C35 118.5(2) . . ?
C39 N3 Eu1 119.30(18) . . ?
C35 N3 Eu1 122.21(18) . . ?
C1 O1 Eu1 146.82(18) . . ?
C12 O3 Eu1 138.70(17) . 1_455 ?
C12 O4 H1 123(3) . . ?
C13 O5 Eu1 94.17(15) . . ?
C13 O6 Eu1 91.14(16) . . ?
C24 O7 Eu1 92.11(15) . 4_675 ?
C24 O8 Eu1 93.58(16) . 4_675 ?

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
O1 C1 C2 C3 19.4(4) . . . . ?
O2 C1 C2 C3 -158.2(3) . . . . ?
O1 C1 C2 C7 -162.8(2) . . . . ?
O2 C1 C2 C7 19.7(4) . . . . ?
C7 C2 C3 C4 0.2(4) . . . . ?
C1 C2 C3 C4 178.1(3) . . . . ?
C2 C3 C4 C5 0.7(4) . . . . ?
C3 C4 C5 C6 -0.2(4) . . . . ?
C3 C4 C5 C12 176.7(3) . . . . ?
C4 C5 C6 C11 179.2(3) . . . . ?
C12 C5 C6 C11 2.6(4) . . . . ?
C4 C5 C6 C7 -1.1(4) . . . . ?
C12 C5 C6 C7 -177.7(2) . . . . ?
C3 C2 C7 C8 179.4(3) . . . . ?
C1 C2 C7 C8 1.6(4) . . . . ?
C3 C2 C7 C6 -1.4(4) . . . . ?
C1 C2 C7 C6 -179.2(2) . . . . ?
C11 C6 C7 C8 0.8(4) . . . . ?
C5 C6 C7 C8 -178.9(2) . . . . ?
C11 C6 C7 C2 -178.4(2) . . . . ?
C5 C6 C7 C2 1.9(4) . . . . ?
C2 C7 C8 C9 178.7(3) . . . . ?
C6 C7 C8 C9 -0.5(4) . . . . ?
C7 C8 C9 C10 -0.9(4) . . . . ?
C8 C9 C10 C11 1.9(4) . . . . ?
C9 C10 C11 C6 -1.6(4) . . . . ?
C5 C6 C11 C10 179.9(3) . . . . ?
C7 C6 C11 C10 0.2(4) . . . . ?
C4 C5 C12 O3 13.1(4) . . . . ?
C6 C5 C12 O3 -170.2(2) . . . . ?
C4 C5 C12 O4 -165.0(3) . . . . ?
C6 C5 C12 O4 11.7(4) . . . . ?
O5 C13 C14 C15 62.0(4) . . . . ?
O6 C13 C14 C15 -116.5(3) . . . . ?
O5 C13 C14 C19 -115.0(3) . . . . ?
O6 C13 C14 C19 66.5(4) . . . . ?
C19 C14 C15 C16 -3.2(5) . . . . ?
C13 C14 C15 C16 179.7(3) . . . . ?
C14 C15 C16 C17 -0.6(5) . . . . ?
C15 C16 C17 C18 3.2(5) . . . . ?
C15 C16 C17 C24 -176.9(3) . . . . ?
C16 C17 C18 C23 174.3(3) . . . . ?
C24 C17 C18 C23 -5.6(4) . . . . ?
C16 C17 C18 C19 -1.9(4) . . . . ?
C24 C17 C18 C19 178.2(2) . . . . ?
C15 C14 C19 C20 -170.9(3) . . . . ?
C13 C14 C19 C20 6.1(4) . . . . ?
C15 C14 C19 C18 4.4(4) . . . . ?
C13 C14 C19 C18 -178.6(2) . . . . ?
C23 C18 C19 C20 -2.8(4) . . . . ?
C17 C18 C19 C20 173.6(2) . . . . ?
C23 C18 C19 C14 -178.1(2) . . . . ?
C17 C18 C19 C14 -1.8(4) . . . . ?
C14 C19 C20 C21 175.1(3) . . . . ?
C18 C19 C20 C21 -0.2(4) . . . . ?
C19 C20 C21 C22 2.5(4) . . . . ?
C20 C21 C22 C23 -1.8(4) . . . . ?
C21 C22 C23 C18 -1.3(4) . . . . ?
C19 C18 C23 C22 3.5(4) . . . . ?
C17 C18 C23 C22 -172.7(3) . . . . ?
C16 C17 C24 O8 135.6(3) . . . . ?
C18 C17 C24 O8 -44.5(4) . . . . ?
C16 C17 C24 O7 -43.6(4) . . . . ?
C18 C17 C24 O7 136.3(3) . . . . ?
N1 C25 C26 C27 -1.2(6) . . . . ?
C25 C26 C27 C28 1.9(7) . . . . ?
C26 C27 C28 C29 0.0(7) . . . . ?
C27 C28 C29 N1 -2.6(6) . . . . ?
C27 C28 C29 C30 -179.6(4) . . . . ?
N1 C29 C30 N2 -20.2(4) . . . . ?
C28 C29 C30 N2 156.9(3) . . . . ?
N1 C29 C30 C31 160.7(3) . . . . ?
C28 C29 C30 C31 -22.2(5) . . . . ?
N2 C30 C31 C32 -2.4(5) . . . . ?
C29 C30 C31 C32 176.6(3) . . . . ?
C30 C31 C32 C33 -0.4(5) . . . . ?
C31 C32 C33 C34 2.7(5) . . . . ?
C32 C33 C34 N2 -2.6(5) . . . . ?
C32 C33 C34 C35 178.1(3) . . . . ?
N2 C34 C35 N3 7.9(4) . . . . ?
C33 C34 C35 N3 -172.8(3) . . . . ?
N2 C34 C35 C36 -173.0(3) . . . . ?
C33 C34 C35 C36 6.4(4) . . . . ?
N3 C35 C36 C37 1.5(5) . . . . ?
C34 C35 C36 C37 -177.6(3) . . . . ?
C35 C36 C37 C38 -0.5(5) . . . . ?
C36 C37 C38 C39 -0.5(6) . . . . ?
C37 C38 C39 N3 0.6(5) . . . . ?
C28 C29 N1 C25 3.2(5) . . . . ?
C30 C29 N1 C25 -179.6(3) . . . . ?
C28 C29 N1 Eu1 -160.5(3) . . . . ?
C30 C29 N1 Eu1 16.6(4) . . . . ?
C26 C25 N1 C29 -1.3(5) . . . . ?
C26 C25 N1 Eu1 162.8(3) . . . . ?
C33 C34 N2 C30 -0.1(4) . . . . ?
C35 C34 N2 C30 179.3(2) . . . . ?
C33 C34 N2 Eu1 168.9(2) . . . . ?
C35 C34 N2 Eu1 -11.7(3) . . . . ?
C31 C30 N2 C34 2.6(4) . . . . ?
C29 C30 N2 C34 -176.5(2) . . . . ?
C31 C30 N2 Eu1 -166.6(2) . . . . ?
C29 C30 N2 Eu1 14.4(3) . . . . ?
C38 C39 N3 C35 0.3(5) . . . . ?
C38 C39 N3 Eu1 178.5(3) . . . . ?
C36 C35 N3 C39 -1.4(4) . . . . ?
C34 C35 N3 C39 177.8(3) . . . . ?
C36 C35 N3 Eu1 -179.5(2) . . . . ?
C34 C35 N3 Eu1 -0.3(3) . . . . ?
O2 C1 O1 Eu1 23.5(5) . . . . ?
C2 C1 O1 Eu1 -153.9(2) . . . . ?
O4 C12 O3 Eu1 58.9(4) . . . 1_455 ?
C5 C12 O3 Eu1 -119.1(2) . . . 1_455 ?
O6 C13 O5 Eu1 5.4(3) . . . . ?
C14 C13 O5 Eu1 -173.1(2) . . . . ?
O5 C13 O6 Eu1 -5.2(3) . . . . ?
C14 C13 O6 Eu1 173.2(2) . . . . ?
O8 C24 O7 Eu1 6.5(3) . . . 4_675 ?
C17 C24 O7 Eu1 -174.2(2) . . . 4_675 ?
O7 C24 O8 Eu1 -6.6(3) . . . 4_675 ?
C17 C24 O8 Eu1 174.2(2) . . . 4_675 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C25 H25 O3 0.95 2.47 3.088(4) 122.3 1_655 yes
C26 H26 O5 0.95 2.46 3.194(4) 133.8 4_676 yes
C33 H33 O7 0.95 2.57 3.411(4) 147.0 2_645 yes
C36 H36 O7 0.95 2.43 3.322(4) 157.2 2_645 yes
C39 H39 O1 0.95 2.42 3.071(4) 125.7 . yes
C25 H25 O3 0.95 2.47 3.088(4) 122.3 1_655 yes
C26 H26 O5 0.95 2.46 3.194(4) 133.8 4_676 yes
C33 H33 O7 0.95 2.57 3.411(4) 147.0 2_645 yes
C36 H36 O7 0.95 2.43 3.322(4) 157.2 2_645 yes
C39 H39 O1 0.95 2.42 3.071(4) 125.7 . yes
C25 H25 O3 0.95 2.47 3.088(4) 122.3 1_655 yes
C26 H26 O5 0.95 2.46 3.194(4) 133.8 4_676 yes
C33 H33 O7 0.95 2.57 3.411(4) 147.0 2_645 yes
C36 H36 O7 0.95 2.43 3.322(4) 157.2 2_645 yes
C39 H39 O1 0.95 2.42 3.071(4) 125.7 . yes
O4 H1 O2 0.98(2) 1.47(2) 2.449(3) 177(6) 1_455 yes

_refine_diff_density_max         2.013
_refine_diff_density_min         -0.801
_refine_diff_density_rms         0.084



