# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1890754'
_audit_update_record             
;
2019-01-14 deposited with the CCDC.	2020-10-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H4 N2 O17 Y2'
_chemical_formula_weight         674.03

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'
Y Y -2.7962 3.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

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

_cell_length_a                   21.715(3)
_cell_length_b                   9.1945(12)
_cell_length_c                   22.326(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.356(4)
_cell_angle_gamma                90.00
_cell_volume                     4370.2(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.049
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2624
_exptl_absorpt_coefficient_mu    5.378
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            24853
_diffrn_reflns_av_R_equivalents  0.0912
_diffrn_reflns_av_sigmaI/netI    0.0677
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.92
_diffrn_reflns_theta_max         26.00
_reflns_number_total             4259
_reflns_number_gt                3238
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0880P)²+113.2228P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4259
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0947
_refine_ls_R_factor_gt           0.0663
_refine_ls_wR_factor_ref         0.1998
_refine_ls_wR_factor_gt          0.1833
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_restrained_S_all      1.130
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Y1 Y 0.84346(4) 0.39077(9) 0.82345(3) 0.0105(2) Uani 1 1 d . . .
Y2 Y 1.04484(4) 0.30919(9) 0.92346(4) 0.0162(3) Uani 1 1 d . . .
C1 C 1.1807(4) 0.4724(10) 0.9828(4) 0.0182(19) Uani 1 1 d . . .
C2 C 1.2390(4) 0.5375(11) 0.9869(4) 0.023(2) Uani 1 1 d . . .
H2 H 1.2625 0.5649 1.0246 0.028 Uiso 1 1 calc R . .
C3 C 1.2616(4) 0.5611(11) 0.9338(4) 0.022(2) Uani 1 1 d . . .
C4 C 1.2246(4) 0.5199(11) 0.8779(4) 0.023(2) Uani 1 1 d . . .
H4 H 1.2379 0.5383 0.8415 0.027 Uiso 1 1 calc R . .
C5 C 1.1675(4) 0.4507(10) 0.8776(4) 0.020(2) Uani 1 1 d . . .
C6 C 1.1475(4) 0.4512(10) 1.0357(4) 0.0178(19) Uani 1 1 d . . .
C7 C 1.1223(4) 0.4043(11) 0.8211(4) 0.020(2) Uani 1 1 d . . .
C8 C 0.9364(4) 0.6863(9) 0.8538(4) 0.0148(18) Uani 1 1 d . . .
C9 C 0.8559(4) 0.8967(10) 0.8013(4) 0.0192(19) Uani 1 1 d . . .
H9 H 0.8273 0.9664 0.7828 0.023 Uiso 1 1 calc R . .
C10 C 0.8395(4) 0.7524(10) 0.7992(4) 0.0154(18) Uani 1 1 d . . .
C11 C 0.9155(4) 0.9374(10) 0.8311(4) 0.019(2) Uani 1 1 d . . .
C12 C 0.9566(5) 0.8293(11) 0.8586(4) 0.023(2) Uani 1 1 d . . .
H12 H 0.9967 0.8529 0.8797 0.028 Uiso 1 1 calc R . .
C13 C 0.7757(4) 0.6957(10) 0.7711(4) 0.0172(19) Uani 1 1 d . . .
C14 C 0.9742(4) 0.5600(10) 0.8807(4) 0.0156(19) Uani 1 1 d . . .
C15 C 0.9349(4) 0.0955(10) 0.8363(4) 0.019(2) Uani 1 1 d . . .
C16 C 0.8244(5) 0.1337(11) 0.9350(4) 0.023(2) Uani 1 1 d . . .
N1 N 1.1470(3) 0.4278(9) 0.9291(3) 0.0179(17) Uani 1 1 d . . .
N2 N 0.8792(3) 0.6490(8) 0.8246(3) 0.0132(15) Uani 1 1 d . . .
O1 O 1.0945(3) 0.3897(8) 1.0222(3) 0.0237(15) Uani 1 1 d . . .
O2 O 1.0736(3) 0.3402(8) 0.8297(3) 0.0279(16) Uani 1 1 d . . .
O3 O 0.9501(3) 0.4338(6) 0.8696(3) 0.0163(13) Uani 1 1 d . . .
O4 O 1.0277(3) 0.5739(7) 0.9134(3) 0.0213(15) Uani 1 1 d . . .
O5 O 0.7635(3) 0.5671(7) 0.7859(3) 0.0200(14) Uani 1 1 d . . .
O6 O 0.9853(3) 0.1251(7) 0.8733(3) 0.0262(16) Uani 1 1 d . . .
O7 O 0.8994(3) 0.1842(7) 0.8035(3) 0.0307(17) Uani 1 1 d . . .
O10 O 0.8644(3) 0.4345(8) 0.7293(3) 0.0247(16) Uani 1 1 d . . .
O11 O 0.8263(3) 0.5024(9) 0.9135(3) 0.0290(17) Uani 1 1 d . . .
O12 O 0.8274(4) 0.2138(9) 0.8910(4) 0.042(2) Uani 1 1 d . . .
O13 O 0.7607(3) 0.2746(8) 0.7642(4) 0.0341(19) Uani 1 1 d . . .
O14 O 0.8683(4) 0.1079(10) 0.9787(4) 0.046(2) Uani 1 1 d . . .
O8 O 0.9769(3) 0.2519(8) 0.9873(3) 0.0321(17) Uani 1 1 d . . .
H8A H 0.9379 0.2176 0.9634 0.048 Uiso 1 1 d R . .
H8B H 0.9693 0.3369 1.0097 0.048 Uiso 1 1 d R . .
O9 O 1.1153(4) 0.1168(8) 0.9422(3) 0.0349(18) Uani 1 1 d . . .
H9A H 1.1037 0.0535 0.9723 0.052 Uiso 1 1 d R . .
H9B H 1.1519 0.1618 0.9669 0.052 Uiso 1 1 d 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
Y1 O10 2.272(6) . ?
Y1 O13 2.276(7) . ?
Y1 O12 2.292(7) . ?
Y1 O7 2.344(7) . ?
Y1 O11 2.350(7) . ?
Y1 O3 2.374(6) . ?
Y1 O5 2.403(6) . ?
Y1 N2 2.496(7) . ?
Y2 O6 2.285(7) . ?
Y2 O8 2.305(7) . ?
Y2 O2 2.317(7) . ?
Y2 O9 2.323(8) . ?
Y2 O1 2.374(6) . ?
Y2 O3 2.453(6) . ?
Y2 N1 2.454(8) . ?
Y2 O4 2.466(7) . ?
C1 N1 1.340(11) . ?
C1 C2 1.387(13) . ?
C1 C6 1.512(12) . ?
C2 C3 1.387(13) . ?
C3 C4 1.397(13) . ?
C3 C16 1.513(13) 3 ?
C4 C5 1.392(13) . ?
C5 N1 1.330(11) . ?
C5 C7 1.499(13) . ?
C6 O11 1.241(11) 5_767 ?
C6 O1 1.264(11) . ?
C7 O10 1.247(11) 2_756 ?
C7 O2 1.258(12) . ?
C8 N2 1.330(11) . ?
C8 C12 1.384(13) . ?
C8 C14 1.479(12) . ?
C9 C10 1.372(13) . ?
C9 C11 1.385(12) . ?
C10 N2 1.333(11) . ?
C10 C13 1.496(12) . ?
C11 C12 1.395(13) . ?
C11 C15 1.511(13) 1_565 ?
C13 O13 1.237(11) 4_656 ?
C13 O5 1.270(11) . ?
C14 O4 1.251(11) . ?
C14 O3 1.277(11) . ?
C15 O7 1.253(11) . ?
C15 O6 1.266(11) . ?
C15 C11 1.511(13) 1_545 ?
C16 O12 1.239(12) . ?
C16 O14 1.246(12) . ?
C16 C3 1.513(13) 3_445 ?
O10 C7 1.247(11) 2_756 ?
O11 C6 1.241(11) 5_767 ?
O13 C13 1.237(11) 4_646 ?

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
O10 Y1 O13 79.9(3) . . ?
O10 Y1 O12 144.9(3) . . ?
O13 Y1 O12 81.0(3) . . ?
O10 Y1 O7 76.2(3) . . ?
O13 Y1 O7 83.6(3) . . ?
O12 Y1 O7 72.6(3) . . ?
O10 Y1 O11 143.9(3) . . ?
O13 Y1 O11 117.5(3) . . ?
O12 Y1 O11 71.1(3) . . ?
O7 Y1 O11 133.7(3) . . ?
O10 Y1 O3 90.9(2) . . ?
O13 Y1 O3 157.1(2) . . ?
O12 Y1 O3 95.4(3) . . ?
O7 Y1 O3 73.7(2) . . ?
O11 Y1 O3 82.0(2) . . ?
O10 Y1 O5 79.7(2) . . ?
O13 Y1 O5 71.4(2) . . ?
O12 Y1 O5 121.0(3) . . ?
O7 Y1 O5 147.8(2) . . ?
O11 Y1 O5 77.2(2) . . ?
O3 Y1 O5 128.0(2) . . ?
O10 Y1 N2 73.9(2) . . ?
O13 Y1 N2 131.3(2) . . ?
O12 Y1 N2 139.1(3) . . ?
O7 Y1 N2 127.0(2) . . ?
O11 Y1 N2 71.2(2) . . ?
O3 Y1 N2 64.1(2) . . ?
O5 Y1 N2 64.1(2) . . ?
O6 Y2 O8 76.4(3) . . ?
O6 Y2 O2 82.9(3) . . ?
O8 Y2 O2 154.9(3) . . ?
O6 Y2 O9 79.2(3) . . ?
O8 Y2 O9 101.2(3) . . ?
O2 Y2 O9 88.3(3) . . ?
O6 Y2 O1 142.7(2) . . ?
O8 Y2 O1 74.1(2) . . ?
O2 Y2 O1 130.3(2) . . ?
O9 Y2 O1 84.7(3) . . ?
O6 Y2 O3 76.5(2) . . ?
O8 Y2 O3 80.3(2) . . ?
O2 Y2 O3 81.3(2) . . ?
O9 Y2 O3 154.6(2) . . ?
O1 Y2 O3 119.6(2) . . ?
O6 Y2 N1 140.7(3) . . ?
O8 Y2 N1 138.8(3) . . ?
O2 Y2 N1 65.8(2) . . ?
O9 Y2 N1 76.8(3) . . ?
O1 Y2 N1 64.7(2) . . ?
O3 Y2 N1 118.7(2) . . ?
O6 Y2 O4 128.8(2) . . ?
O8 Y2 O4 100.3(2) . . ?
O2 Y2 O4 81.9(3) . . ?
O9 Y2 O4 148.3(2) . . ?
O1 Y2 O4 79.0(2) . . ?
O3 Y2 O4 52.9(2) . . ?
N1 Y2 O4 71.6(2) . . ?
N1 C1 C2 121.4(8) . . ?
N1 C1 C6 113.6(8) . . ?
C2 C1 C6 125.0(8) . . ?
C1 C2 C3 118.9(9) . . ?
C2 C3 C4 118.9(9) . . ?
C2 C3 C16 121.6(9) . 3 ?
C4 C3 C16 119.5(8) . 3 ?
C5 C4 C3 118.9(8) . . ?
N1 C5 C4 121.2(9) . . ?
N1 C5 C7 114.0(8) . . ?
C4 C5 C7 124.7(8) . . ?
O11 C6 O1 127.2(8) 5_767 . ?
O11 C6 C1 117.8(8) 5_767 . ?
O1 C6 C1 115.0(8) . . ?
O10 C7 O2 126.3(9) 2_756 . ?
O10 C7 C5 117.8(8) 2_756 . ?
O2 C7 C5 115.9(8) . . ?
N2 C8 C12 122.3(8) . . ?
N2 C8 C14 112.8(8) . . ?
C12 C8 C14 124.9(8) . . ?
C10 C9 C11 119.3(8) . . ?
N2 C10 C9 122.2(8) . . ?
N2 C10 C13 113.4(8) . . ?
C9 C10 C13 124.4(8) . . ?
C9 C11 C12 118.4(9) . . ?
C9 C11 C15 121.1(8) . 1_565 ?
C12 C11 C15 120.5(8) . 1_565 ?
C8 C12 C11 118.5(9) . . ?
O13 C13 O5 124.8(8) 4_656 . ?
O13 C13 C10 119.1(8) 4_656 . ?
O5 C13 C10 116.1(7) . . ?
O4 C14 O3 120.2(8) . . ?
O4 C14 C8 122.3(8) . . ?
O3 C14 C8 117.5(8) . . ?
O7 C15 O6 126.5(9) . . ?
O7 C15 C11 116.8(8) . 1_545 ?
O6 C15 C11 116.6(8) . 1_545 ?
O12 C16 O14 125.6(9) . . ?
O12 C16 C3 115.8(9) . 3_445 ?
O14 C16 C3 118.6(8) . 3_445 ?
C5 N1 C1 120.6(8) . . ?
C5 N1 Y2 118.7(6) . . ?
C1 N1 Y2 120.7(6) . . ?
C8 N2 C10 119.3(8) . . ?
C8 N2 Y1 120.6(6) . . ?
C10 N2 Y1 120.1(6) . . ?
C6 O1 Y2 125.9(6) . . ?
C7 O2 Y2 125.4(6) . . ?
C14 O3 Y1 124.2(5) . . ?
C14 O3 Y2 93.3(5) . . ?
Y1 O3 Y2 141.9(3) . . ?
C14 O4 Y2 93.4(5) . . ?
C13 O5 Y1 123.0(5) . . ?
C15 O6 Y2 144.3(6) . . ?
C15 O7 Y1 134.3(7) . . ?
C7 O10 Y1 156.9(7) 2_756 . ?
C6 O11 Y1 144.2(6) 5_767 . ?
C16 O12 Y1 169.1(8) . . ?
C13 O13 Y1 168.1(7) 4_646 . ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         4.500
_refine_diff_density_min         -1.084
_refine_diff_density_rms         0.247

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.150 0.250 158 32 ' '
2 0.000 -0.151 0.750 158 32 ' '
3 0.500 0.349 0.750 158 32 ' '
4 0.500 0.650 0.250 158 32 ' '
_platon_squeeze_details          ?
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1968463'
loop_
_audit_author_name
_audit_author_address
'Meijuan Ding'
;Nanjing Tech University
China
;
_audit_update_record             
;
2019-11-27 deposited with the CCDC.	2020-10-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H16 Eu0.79 N2 O18 Y1.21'
_chemical_formula_weight         751.66

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'
Y Y -2.7962 3.5667 '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'

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

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

_cell_length_a                   18.3663(7)
_cell_length_b                   6.8962(3)
_cell_length_c                   18.4474(7)
_cell_angle_alpha                90
_cell_angle_beta                 112.1762(14)
_cell_angle_gamma                90
_cell_volume                     2163.67(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    301(2)
_cell_measurement_reflns_used    9822
_cell_measurement_theta_min      2.95
_cell_measurement_theta_max      27.49

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.307
_exptl_crystal_F_000             1467.4
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    5.598
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      301(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            36684
_diffrn_reflns_av_unetI/netI     0.0139
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.186
_diffrn_reflns_theta_max         27.508
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             4958
_reflns_number_gt                4684
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0111P)²+1.2211P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4915
_refine_ls_number_parameters     409
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0164
_refine_ls_R_factor_gt           0.0149
_refine_ls_wR_factor_ref         0.0330
_refine_ls_wR_factor_gt          0.0326
_refine_ls_goodness_of_fit_ref   1.151
_refine_ls_restrained_S_all      1.151
_refine_ls_shift/su_max          0.004
_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
Y1 Y 0.37351(2) 0.72298(2) 0.87727(2) 0.01059(4) Uani 0.510(2) 1 d . . P . .
Eu1 Eu 0.37351(2) 0.72298(2) 0.87727(2) 0.01059(4) Uani 0.490(2) 1 d . . P . .
Y2 Y 0.37529(2) 0.75244(2) 0.39621(2) 0.01141(5) Uani 0.7046(19) 1 d . . P . .
Eu2 Eu 0.37529(2) 0.75244(2) 0.39621(2) 0.01141(5) Uani 0.2954(19) 1 d . . P .
.
C1 C 0.30306(9) 0.9657(2) 0.71009(9) 0.0169(3) Uani 1 1 d . . . . .
C2 C 0.38354(9) 0.9124(2) 0.71105(9) 0.0155(3) Uani 1 1 d . . . . .
C3 C 0.40682(9) 0.9340(2) 0.64827(9) 0.0166(3) Uani 1 1 d . . . . .
C4 C 0.48198(9) 0.8721(2) 0.65715(9) 0.0154(3) Uani 1 1 d . . . . .
C5 C 0.50806(9) 0.8735(2) 0.58872(9) 0.0155(3) Uani 1 1 d . . . . .
C6 C 0.53278(9) 0.8024(2) 0.72966(9) 0.0159(3) Uani 1 1 d . . . . .
C7 C 0.50371(9) 0.7842(2) 0.78870(9) 0.0153(3) Uani 1 1 d . . . . .
C8 C 0.55071(9) 0.7052(2) 0.86935(9) 0.0167(3) Uani 1 1 d . . . . .
C9 C 0.24697(9) 0.4212(2) 0.27092(9) 0.0171(3) Uani 1 1 d . . . . .
C10 C 0.18053(9) 0.3545(2) 0.29489(9) 0.0160(3) Uani 1 1 d . . . . .
C11 C 0.18274(10) 0.3632(2) 0.37087(10) 0.0190(3) Uani 1 1 d . . . . .
C12 C 0.11647(9) 0.3048(2) 0.38456(9) 0.0171(3) Uani 1 1 d . . . . .
C13 C 0.11636(10) 0.3048(2) 0.46625(9) 0.0180(3) Uani 1 1 d . . . . .
C14 C 0.05110(10) 0.2371(2) 0.32227(10) 0.0169(3) Uani 1 1 d . . . . .
C15 C 0.05514(9) 0.2255(2) 0.24862(9) 0.0151(3) Uani 1 1 d . . . . .
C16 C -0.00944(9) 0.1455(2) 0.17617(9) 0.0159(3) Uani 1 1 d . . . . .
O1 O 0.28613(7) 0.89078(19) 0.76498(7) 0.0238(3) Uani 1 1 d . . . . .
O2 O 0.25953(7) 1.07469(18) 0.65811(7) 0.0210(3) Uani 1 1 d . . . . .
O3 O 0.51002(7) 0.66912(18) 0.91122(7) 0.0215(3) Uani 1 1 d . . . . .
O4 O 0.62175(7) 0.6814(2) 0.89000(8) 0.0306(3) Uani 1 1 d . . . . .
O5 O 0.45966(7) 0.81547(19) 0.52513(7) 0.0240(3) Uani 1 1 d . . . . .
O6 O 0.57789(7) 0.92667(17) 0.60201(7) 0.0204(3) Uani 1 1 d . . . . .
O7 O 0.30665(7) 0.49047(18) 0.32335(7) 0.0239(3) Uani 1 1 d . . . . .
O8 O 0.23713(7) 0.4007(2) 0.20045(7) 0.0249(3) Uani 1 1 d . . . . .
O9 O 0.18096(7) 0.31634(19) 0.52357(7) 0.0235(3) Uani 1 1 d . . . . .
O10 O 0.05269(7) 0.28376(19) 0.47577(7) 0.0243(3) Uani 1 1 d . . . . .
O11 O -0.07144(7) 0.08602(18) 0.18006(7) 0.0230(3) Uani 1 1 d . . . . .
O12 O 0.00624(7) 0.14599(19) 0.11458(7) 0.0218(3) Uani 1 1 d . . . . .
O13 O 0.36659(8) 0.4562(2) 0.78994(8) 0.0244(3) Uani 1 1 d . . . . .
O14 O 0.37852(9) 0.4277(2) 0.95028(8) 0.0262(3) Uani 1 1 d . . . . .
O15 O 0.40728(9) 1.0604(2) 0.89816(9) 0.0298(3) Uani 1 1 d . . . . .
O16 O 0.28330(8) 0.8107(2) 0.45304(8) 0.0299(3) Uani 1 1 d . . . . .
O17 O 0.39573(8) 0.4577(2) 0.47189(8) 0.0268(3) Uani 1 1 d . . . . .
O18 O 0.28744(10) 0.6103(2) 0.57957(9) 0.0399(4) Uani 1 1 d . . . . .
N1 N 0.43001(8) 0.83246(19) 0.77845(8) 0.0152(3) Uani 1 1 d . . . . .
N2 N 0.11843(8) 0.28516(19) 0.23561(8) 0.0149(3) Uani 1 1 d . . . . .
H3 H 0.3714(11) 0.989(3) 0.5980(12) 0.023(5) Uiso 1 1 d . . . . .
H4 H 0.5881(12) 0.758(3) 0.7384(11) 0.017(5) Uiso 1 1 d . . . . .
H11 H 0.2273(11) 0.409(3) 0.4120(11) 0.016(5) Uiso 1 1 d . . . . .
H13A H 0.3165(15) 0.418(4) 0.7635(14) 0.046(7) Uiso 1 1 d . . . . .
H13B H 0.3877(16) 0.447(4) 0.7553(16) 0.059(8) Uiso 1 1 d . . . . .
H14 H 0.0041(12) 0.199(3) 0.3287(11) 0.021(5) Uiso 1 1 d . . . . .
H14A H 0.420(2) 0.402(5) 1.000(2) 0.089(11) Uiso 1 1 d . . . . .
H14B H 0.3401(17) 0.406(4) 0.9557(16) 0.055(9) Uiso 1 1 d . . . . .
H15A H 0.4555(18) 1.103(4) 0.9292(17) 0.067(9) Uiso 1 1 d . . . . .
H15B H 0.381(2) 1.160(6) 0.882(2) 0.095(13) Uiso 1 1 d . . . . .
H16A H 0.2872(18) 0.745(4) 0.4982(19) 0.070(10) Uiso 1 1 d . . . . .
H16B H 0.2379(17) 0.833(4) 0.4274(16) 0.056(8) Uiso 1 1 d . . . . .
H17A H 0.4322(17) 0.444(4) 0.5176(17) 0.061(9) Uiso 1 1 d . . . . .
H17B H 0.3916(15) 0.354(4) 0.4489(16) 0.051(8) Uiso 1 1 d . . . . .
H18A H 0.2552(18) 0.506(5) 0.5607(18) 0.071(9) Uiso 1 1 d . . . . .
H18B H 0.331(2) 0.547(5) 0.608(2) 0.096(13) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Y1 O3 2.3729(11) . ?
Y1 O1 2.3867(12) . ?
Y1 O15 2.4012(14) . ?
Y1 O13 2.4172(13) . ?
Y1 O14 2.4240(13) . ?
Y1 O9 2.4785(12) 2_556 ?
Y1 O2 2.4978(11) 2_546 ?
Y1 N1 2.5296(13) . ?
Y1 O10 2.5667(12) 2_556 ?
Y1 C13 2.8775(16) 2_556 ?
Y2 O7 2.3196(12) . ?
Y2 O16 2.3351(13) . ?
Y2 O5 2.3376(11) . ?
Y2 O6 2.3698(12) 3_676 ?
Y2 O12 2.3748(12) 2 ?
Y2 O8 2.3894(12) 2 ?
Y2 O17 2.4136(13) . ?
Y2 N2 2.4876(13) 2 ?
C1 O2 1.2429(19) . ?
C1 O1 1.275(2) . ?
C1 C2 1.517(2) . ?
C2 N1 1.333(2) . ?
C2 C3 1.386(2) . ?
C3 C4 1.394(2) . ?
C3 H3 0.99(2) . ?
C4 C6 1.396(2) . ?
C4 C5 1.510(2) . ?
C5 O5 1.2407(19) . ?
C5 O6 1.2657(19) . ?
C6 C7 1.388(2) . ?
C6 H4 1.01(2) . ?
C7 N1 1.336(2) . ?
C7 C8 1.512(2) . ?
C8 O4 1.224(2) . ?
C8 O3 1.285(2) . ?
C9 O7 1.2509(19) . ?
C9 O8 1.251(2) . ?
C9 C10 1.518(2) . ?
C10 N2 1.336(2) . ?
C10 C11 1.388(2) . ?
C11 C12 1.393(2) . ?
C11 H11 0.937(19) . ?
C12 C14 1.392(2) . ?
C12 C13 1.508(2) . ?
C13 O10 1.255(2) . ?
C13 O9 1.259(2) . ?
C14 C15 1.391(2) . ?
C14 H14 0.95(2) . ?
C15 N2 1.338(2) . ?
C15 C16 1.517(2) . ?
C16 O11 1.2378(19) . ?
C16 O12 1.2730(19) . ?
O13 H13A 0.90(3) . ?
O13 H13B 0.87(3) . ?
O14 H14A 0.96(4) . ?
O14 H14B 0.76(3) . ?
O15 H15A 0.90(3) . ?
O15 H15B 0.83(4) . ?
O16 H16A 0.93(3) . ?
O16 H16B 0.80(3) . ?
O17 H17A 0.86(3) . ?
O17 H17B 0.82(3) . ?
O18 H18A 0.91(3) . ?
O18 H18B 0.89(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Y1 O1 127.03(4) . . ?
O3 Y1 O15 85.76(5) . . ?
O1 Y1 O15 73.61(5) . . ?
O3 Y1 O13 80.86(4) . . ?
O1 Y1 O13 86.65(5) . . ?
O15 Y1 O13 142.18(5) . . ?
O3 Y1 O14 84.67(5) . . ?
O1 Y1 O14 139.61(5) . . ?
O15 Y1 O14 140.49(5) . . ?
O13 Y1 O14 73.27(5) . . ?
O3 Y1 O9 121.77(4) . 2_556 ?
O1 Y1 O9 100.85(4) . 2_556 ?
O15 Y1 O9 77.39(5) . 2_556 ?
O13 Y1 O9 139.05(5) . 2_556 ?
O14 Y1 O9 75.49(5) . 2_556 ?
O3 Y1 O2 146.81(4) . 2_546 ?
O1 Y1 O2 72.59(4) . 2_546 ?
O15 Y1 O2 127.34(5) . 2_546 ?
O13 Y1 O2 73.38(4) . 2_546 ?
O14 Y1 O2 68.25(5) . 2_546 ?
O9 Y1 O2 70.83(4) 2_556 2_546 ?
O3 Y1 N1 63.70(4) . . ?
O1 Y1 N1 63.52(4) . . ?
O15 Y1 N1 71.04(5) . . ?
O13 Y1 N1 71.31(4) . . ?
O14 Y1 N1 135.34(5) . . ?
O9 Y1 N1 147.57(5) 2_556 . ?
O2 Y1 N1 124.12(4) 2_546 . ?
O3 Y1 O10 70.29(4) . 2_556 ?
O1 Y1 O10 138.73(4) . 2_556 ?
O15 Y1 O10 70.78(5) . 2_556 ?
O13 Y1 O10 134.60(4) . 2_556 ?
O14 Y1 O10 69.89(5) . 2_556 ?
O9 Y1 O10 51.50(4) 2_556 2_556 ?
O2 Y1 O10 114.67(4) 2_546 2_556 ?
N1 Y1 O10 121.05(4) . 2_556 ?
O3 Y1 C13 95.98(4) . 2_556 ?
O1 Y1 C13 122.91(4) . 2_556 ?
O15 Y1 C13 74.58(5) . 2_556 ?
O13 Y1 C13 141.73(5) . 2_556 ?
O14 Y1 C13 68.46(5) . 2_556 ?
O9 Y1 C13 25.84(4) 2_556 2_556 ?
O2 Y1 C13 91.65(4) 2_546 2_556 ?
N1 Y1 C13 140.87(5) . 2_556 ?
O10 Y1 C13 25.85(4) 2_556 2_556 ?
O7 Y2 O16 93.85(5) . . ?
O7 Y2 O5 137.81(4) . . ?
O16 Y2 O5 79.94(5) . . ?
O7 Y2 O6 148.25(4) . 3_676 ?
O16 Y2 O6 98.81(5) . 3_676 ?
O5 Y2 O6 73.41(4) . 3_676 ?
O7 Y2 O12 91.46(4) . 2 ?
O16 Y2 O12 158.74(5) . 2 ?
O5 Y2 O12 82.32(4) . 2 ?
O6 Y2 O12 87.18(4) 3_676 2 ?
O7 Y2 O8 76.90(5) . 2 ?
O16 Y2 O8 72.15(5) . 2 ?
O5 Y2 O8 137.22(5) . 2 ?
O6 Y2 O8 79.49(4) 3_676 2 ?
O12 Y2 O8 129.11(4) 2 2 ?
O7 Y2 O17 67.12(5) . . ?
O16 Y2 O17 82.31(5) . . ?
O5 Y2 O17 70.70(5) . . ?
O6 Y2 O17 143.31(4) 3_676 . ?
O12 Y2 O17 80.84(5) 2 . ?
O8 Y2 O17 133.94(5) 2 . ?
O7 Y2 N2 73.73(4) . 2 ?
O16 Y2 N2 137.02(5) . 2 ?
O5 Y2 N2 136.07(4) . 2 ?
O6 Y2 N2 77.20(4) 3_676 2 ?
O12 Y2 N2 64.16(4) 2 2 ?
O8 Y2 N2 65.01(4) 2 2 ?
O17 Y2 N2 125.97(5) . 2 ?
O2 C1 O1 125.38(15) . . ?
O2 C1 C2 119.72(14) . . ?
O1 C1 C2 114.90(14) . . ?
N1 C2 C3 122.21(14) . . ?
N1 C2 C1 112.90(14) . . ?
C3 C2 C1 124.82(14) . . ?
C2 C3 C4 118.24(14) . . ?
C2 C3 H3 121.6(11) . . ?
C4 C3 H3 120.1(11) . . ?
C3 C4 C6 119.47(15) . . ?
C3 C4 C5 120.82(14) . . ?
C6 C4 C5 119.68(14) . . ?
O5 C5 O6 126.05(15) . . ?
O5 C5 C4 116.63(14) . . ?
O6 C5 C4 117.26(14) . . ?
C7 C6 C4 117.86(14) . . ?
C7 C6 H4 120.4(11) . . ?
C4 C6 H4 121.6(11) . . ?
N1 C7 C6 122.37(14) . . ?
N1 C7 C8 113.62(14) . . ?
C6 C7 C8 124.00(14) . . ?
O4 C8 O3 125.46(15) . . ?
O4 C8 C7 119.99(15) . . ?
O3 C8 C7 114.55(14) . . ?
O7 C9 O8 125.97(15) . . ?
O7 C9 C10 117.17(14) . . ?
O8 C9 C10 116.86(14) . . ?
N2 C10 C11 122.20(15) . . ?
N2 C10 C9 113.70(14) . . ?
C11 C10 C9 124.10(14) . . ?
C10 C11 C12 118.43(15) . . ?
C10 C11 H11 121.0(12) . . ?
C12 C11 H11 120.5(12) . . ?
C14 C12 C11 119.19(15) . . ?
C14 C12 C13 119.92(14) . . ?
C11 C12 C13 120.82(14) . . ?
O10 C13 O9 121.49(15) . . ?
O10 C13 C12 119.53(14) . . ?
O9 C13 C12 118.88(14) . . ?
O10 C13 Y1 63.11(9) . 2_546 ?
O9 C13 Y1 59.09(8) . 2_546 ?
C12 C13 Y1 168.17(11) . 2_546 ?
C15 C14 C12 118.58(15) . . ?
C15 C14 H14 119.4(12) . . ?
C12 C14 H14 122.0(12) . . ?
N2 C15 C14 121.87(14) . . ?
N2 C15 C16 113.41(14) . . ?
C14 C15 C16 124.73(14) . . ?
O11 C16 O12 125.14(15) . . ?
O11 C16 C15 119.99(14) . . ?
O12 C16 C15 114.86(14) . . ?
C1 O1 Y1 126.87(10) . . ?
C1 O2 Y1 136.89(11) . 2_556 ?
C8 O3 Y1 127.38(10) . . ?
C5 O5 Y2 170.12(12) . . ?
C5 O6 Y2 127.51(10) . 3_676 ?
C9 O7 Y2 150.61(12) . . ?
C9 O8 Y2 124.68(10) . 2_545 ?
C13 O9 Y1 95.07(10) . 2_546 ?
C13 O10 Y1 91.05(10) . 2_546 ?
C16 O12 Y2 126.77(10) . 2_545 ?
Y1 O13 H13A 111.8(16) . . ?
Y1 O13 H13B 128.3(19) . . ?
H13A O13 H13B 103(2) . . ?
Y1 O14 H14A 123(2) . . ?
Y1 O14 H14B 113(2) . . ?
H14A O14 H14B 106(3) . . ?
Y1 O15 H15A 123.5(19) . . ?
Y1 O15 H15B 132(3) . . ?
H15A O15 H15B 105(3) . . ?
Y2 O16 H16A 119.8(19) . . ?
Y2 O16 H16B 122(2) . . ?
H16A O16 H16B 109(3) . . ?
Y2 O17 H17A 123.5(19) . . ?
Y2 O17 H17B 118.1(19) . . ?
H17A O17 H17B 107(3) . . ?
H18A O18 H18B 99(3) . . ?
C2 N1 C7 119.53(14) . . ?
C2 N1 Y1 120.21(10) . . ?
C7 N1 Y1 119.52(10) . . ?
C10 N2 C15 119.64(14) . . ?
C10 N2 Y2 119.51(10) . 2_545 ?
C15 N2 Y2 120.77(10) . 2_545 ?

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
O2 C1 C2 N1 165.82(15) . . . . ?
O1 C1 C2 N1 -14.3(2) . . . . ?
O2 C1 C2 C3 -17.1(2) . . . . ?
O1 C1 C2 C3 162.77(16) . . . . ?
N1 C2 C3 C4 -1.0(2) . . . . ?
C1 C2 C3 C4 -177.80(15) . . . . ?
C2 C3 C4 C6 -4.0(2) . . . . ?
C2 C3 C4 C5 174.03(14) . . . . ?
C3 C4 C5 O5 -42.5(2) . . . . ?
C6 C4 C5 O5 135.54(16) . . . . ?
C3 C4 C5 O6 140.07(16) . . . . ?
C6 C4 C5 O6 -41.9(2) . . . . ?
C3 C4 C6 C7 4.8(2) . . . . ?
C5 C4 C6 C7 -173.24(14) . . . . ?
C4 C6 C7 N1 -0.7(2) . . . . ?
C4 C6 C7 C8 178.02(15) . . . . ?
N1 C7 C8 O4 -169.66(16) . . . . ?
C6 C7 C8 O4 11.5(3) . . . . ?
N1 C7 C8 O3 10.0(2) . . . . ?
C6 C7 C8 O3 -168.83(15) . . . . ?
O7 C9 C10 N2 179.03(15) . . . . ?
O8 C9 C10 N2 -1.4(2) . . . . ?
O7 C9 C10 C11 -1.0(2) . . . . ?
O8 C9 C10 C11 178.58(16) . . . . ?
N2 C10 C11 C12 -2.7(3) . . . . ?
C9 C10 C11 C12 177.33(15) . . . . ?
C10 C11 C12 C14 1.0(2) . . . . ?
C10 C11 C12 C13 177.94(15) . . . . ?
C14 C12 C13 O10 -15.1(2) . . . . ?
C11 C12 C13 O10 167.95(16) . . . . ?
C14 C12 C13 O9 161.39(16) . . . . ?
C11 C12 C13 O9 -15.5(2) . . . . ?
C14 C12 C13 Y1 84.6(6) . . . 2_546 ?
C11 C12 C13 Y1 -92.3(6) . . . 2_546 ?
C11 C12 C14 C15 1.7(2) . . . . ?
C13 C12 C14 C15 -175.28(14) . . . . ?
C12 C14 C15 N2 -3.0(2) . . . . ?
C12 C14 C15 C16 176.79(15) . . . . ?
N2 C15 C16 O11 -179.68(15) . . . . ?
C14 C15 C16 O11 0.5(2) . . . . ?
N2 C15 C16 O12 0.4(2) . . . . ?
C14 C15 C16 O12 -179.35(15) . . . . ?
O2 C1 O1 Y1 -169.53(12) . . . . ?
C2 C1 O1 Y1 10.6(2) . . . . ?
O1 C1 O2 Y1 1.5(3) . . . 2_556 ?
C2 C1 O2 Y1 -178.62(10) . . . 2_556 ?
O4 C8 O3 Y1 177.35(13) . . . . ?
C7 C8 O3 Y1 -2.3(2) . . . . ?
O5 C5 O6 Y2 97.42(18) . . . 3_676 ?
C4 C5 O6 Y2 -85.40(16) . . . 3_676 ?
O8 C9 O7 Y2 91.8(3) . . . . ?
C10 C9 O7 Y2 -88.7(2) . . . . ?
O7 C9 O8 Y2 176.66(13) . . . 2_545 ?
C10 C9 O8 Y2 -2.9(2) . . . 2_545 ?
O10 C13 O9 Y1 9.92(17) . . . 2_546 ?
C12 C13 O9 Y1 -166.54(13) . . . 2_546 ?
O9 C13 O10 Y1 -9.54(17) . . . 2_546 ?
C12 C13 O10 Y1 166.90(13) . . . 2_546 ?
O11 C16 O12 Y2 -178.78(12) . . . 2_545 ?
C15 C16 O12 Y2 1.1(2) . . . 2_545 ?
C3 C2 N1 C7 5.1(2) . . . . ?
C1 C2 N1 C7 -177.72(14) . . . . ?
C3 C2 N1 Y1 -164.96(12) . . . . ?
C1 C2 N1 Y1 12.17(18) . . . . ?
C6 C7 N1 C2 -4.3(2) . . . . ?
C8 C7 N1 C2 176.88(14) . . . . ?
C6 C7 N1 Y1 165.92(12) . . . . ?
C8 C7 N1 Y1 -12.93(18) . . . . ?
C11 C10 N2 C15 1.5(2) . . . . ?
C9 C10 N2 C15 -178.53(14) . . . . ?
C11 C10 N2 Y2 -175.30(12) . . . 2_545 ?
C9 C10 N2 Y2 4.69(18) . . . 2_545 ?
C14 C15 N2 C10 1.4(2) . . . . ?
C16 C15 N2 C10 -178.37(14) . . . . ?
C14 C15 N2 Y2 178.16(11) . . . 2_545 ?
C16 C15 N2 Y2 -1.63(18) . . . 2_545 ?

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
O15 H15B O14 0.83(4) 2.25(4) 2.829(2) 127(3) 1_565
O15 H15B O13 0.83(4) 2.60(4) 3.297(2) 142(3) 1_565
O18 H18B O11 0.89(4) 2.00(4) 2.891(2) 174(3) 4_666
O16 H16B O4 0.80(3) 1.98(3) 2.7483(18) 160(3) 4_575
O16 H16A O18 0.93(3) 1.77(3) 2.689(2) 175(3) .
O17 H17B O6 0.82(3) 2.31(3) 3.1013(19) 162(2) 3_666
O14 H14A O4 0.96(4) 2.49(3) 3.0429(19) 117(2) 3_667
O14 H14A O3 0.96(4) 1.73(4) 2.6863(18) 174(3) 3_667
O18 H18A O9 0.91(3) 1.83(3) 2.734(2) 173(3) .
O17 H17A O12 0.86(3) 1.90(3) 2.7435(17) 167(3) 4_666
O15 H15A O10 0.90(3) 1.84(3) 2.730(2) 169(3) 4_676
O13 H13B O11 0.87(3) 1.82(3) 2.6889(18) 176(3) 4_666
O13 H13A O1 0.90(3) 1.76(3) 2.6367(17) 161(2) 2_546
C14 H14 O13 0.95(2) 2.58(2) 3.477(2) 156.6(16) 4_565
O15 H15B O14 0.83(4) 2.25(4) 2.829(2) 127(3) 1_565
O15 H15B O13 0.83(4) 2.60(4) 3.297(2) 142(3) 1_565
O18 H18B O11 0.89(4) 2.00(4) 2.891(2) 174(3) 4_666
O16 H16B O4 0.80(3) 1.98(3) 2.7483(18) 160(3) 4_575
O16 H16A O18 0.93(3) 1.77(3) 2.689(2) 175(3) .
O17 H17B O6 0.82(3) 2.31(3) 3.1013(19) 162(2) 3_666
O14 H14A O4 0.96(4) 2.49(3) 3.0429(19) 117(2) 3_667
O14 H14A O3 0.96(4) 1.73(4) 2.6863(18) 174(3) 3_667
O18 H18A O9 0.91(3) 1.83(3) 2.734(2) 173(3) .
O17 H17A O12 0.86(3) 1.90(3) 2.7435(17) 167(3) 4_666
O15 H15A O10 0.90(3) 1.84(3) 2.730(2) 169(3) 4_676
O13 H13B O11 0.87(3) 1.82(3) 2.6889(18) 176(3) 4_666
O13 H13A O1 0.90(3) 1.76(3) 2.6367(17) 161(2) 2_546
C14 H14 O13 0.95(2) 2.58(2) 3.477(2) 156.6(16) 4_565
C14 H14 O13 0.95(2) 2.58(2) 3.477(2) 156.6(16) 4_565
O13 H13A O1 0.90(3) 1.76(3) 2.6367(17) 161(2) 2_546
O13 H13B O11 0.87(3) 1.82(3) 2.6889(18) 176(3) 4_666
O15 H15A O10 0.90(3) 1.84(3) 2.730(2) 169(3) 4_676
O17 H17A O12 0.86(3) 1.90(3) 2.7435(17) 167(3) 4_666
O18 H18A O9 0.91(3) 1.83(3) 2.734(2) 173(3) .
O14 H14A O3 0.96(4) 1.73(4) 2.6863(18) 174(3) 3_667
O14 H14A O4 0.96(4) 2.49(3) 3.0429(19) 117(2) 3_667
O17 H17B O6 0.82(3) 2.31(3) 3.1013(19) 162(2) 3_666
O16 H16A O18 0.93(3) 1.77(3) 2.689(2) 175(3) .
O16 H16B O4 0.80(3) 1.98(3) 2.7483(18) 160(3) 4_575
O18 H18B O11 0.89(4) 2.00(4) 2.891(2) 174(3) 4_666
O15 H15B O13 0.83(4) 2.60(4) 3.297(2) 142(3) 1_565
O15 H15B O14 0.83(4) 2.25(4) 2.829(2) 127(3) 1_565

_refine_diff_density_max         0.396
_refine_diff_density_min         -0.632
_refine_diff_density_rms         0.062

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1968440'
loop_
_audit_author_name
_audit_author_address
'Meijuan Ding'
;Nanjing Tech University
China
;
_audit_update_record             
;
2020-06-27 deposited with the CCDC.	2020-10-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H16 Eu0.03 N2 O18 Y1.97'
_chemical_formula_weight         703.77

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'
Y Y -2.7962 3.5667 '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'

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

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

_cell_length_a                   18.3118(5)
_cell_length_b                   6.87590(10)
_cell_length_c                   18.3669(4)
_cell_angle_alpha                90
_cell_angle_beta                 112.2217(9)
_cell_angle_gamma                90
_cell_volume                     2140.82(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7631
_cell_measurement_theta_min      3.25
_cell_measurement_theta_max      27.45

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.184
_exptl_crystal_F_000             1394
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    5.502
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28249
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_av_R_equivalents  0.0531
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.196
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4895
_reflns_number_gt                4127
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0314P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4895
_refine_ls_number_parameters     407
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0284
_refine_ls_wR_factor_ref         0.0613
_refine_ls_wR_factor_gt          0.0583
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_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
Y1 Y 0.37357(2) 0.72295(3) 0.87671(2) 0.00954(6) Uani 0.987 1 d . . P . .
Eu1 Eu 0.37357(2) 0.72295(3) 0.87671(2) 0.00954(6) Uani 0.013 1 d . . P . .
Y2 Y 0.37551(2) 0.75318(3) 0.39574(2) 0.01048(6) Uani 0.987 1 d . . P . .
Eu2 Eu 0.37551(2) 0.75318(3) 0.39574(2) 0.01048(6) Uani 0.013 1 d . . P . .
C1 C 0.30270(15) 0.9657(3) 0.71025(14) 0.0129(5) Uani 1 1 d . . . . .
C2 C 0.38295(15) 0.9128(3) 0.71126(14) 0.0115(5) Uani 1 1 d . . . . .
C3 C 0.40692(15) 0.9348(3) 0.64856(14) 0.0127(5) Uani 1 1 d . . . . .
C4 C 0.48182(15) 0.8724(3) 0.65729(14) 0.0122(5) Uani 1 1 d . . . . .
C5 C 0.50814(15) 0.8740(3) 0.58857(14) 0.0116(5) Uani 1 1 d . . . . .
C6 C 0.53269(15) 0.8021(3) 0.73007(14) 0.0119(5) Uani 1 1 d . . . . .
C7 C 0.50354(14) 0.7839(3) 0.78928(14) 0.0118(5) Uani 1 1 d . . . . .
C8 C 0.55018(15) 0.7041(3) 0.87031(14) 0.0125(5) Uani 1 1 d . . . . .
C9 C 0.24706(15) 0.4235(3) 0.27114(14) 0.0140(5) Uani 1 1 d . . . . .
C10 C 0.18087(15) 0.3561(3) 0.29519(14) 0.0122(5) Uani 1 1 d . . . . .
C11 C 0.18282(16) 0.3643(4) 0.37162(14) 0.0146(5) Uani 1 1 d . . . . .
C12 C 0.11660(15) 0.3063(3) 0.38517(14) 0.0127(5) Uani 1 1 d . . . . .
C13 C 0.11609(15) 0.3049(3) 0.46696(14) 0.0134(5) Uani 1 1 d . . . . .
C14 C 0.05117(15) 0.2374(3) 0.32248(14) 0.0135(5) Uani 1 1 d . . . . .
C15 C 0.05540(15) 0.2255(3) 0.24896(14) 0.0116(5) Uani 1 1 d . . . . .
C16 C -0.00944(15) 0.1453(3) 0.17587(14) 0.0115(5) Uani 1 1 d . . . . .
O1 O 0.28584(11) 0.8906(3) 0.76574(10) 0.0194(4) Uani 1 1 d . . . . .
O2 O 0.25862(11) 1.0751(2) 0.65832(10) 0.0167(4) Uani 1 1 d . . . . .
O3 O 0.50882(11) 0.6675(3) 0.91161(10) 0.0167(4) Uani 1 1 d . . . . .
O4 O 0.62145(11) 0.6803(3) 0.89177(11) 0.0261(5) Uani 1 1 d . . . . .
O5 O 0.45976(11) 0.8157(3) 0.52476(10) 0.0193(4) Uani 1 1 d . . . . .
O6 O 0.57799(11) 0.9273(2) 0.60190(10) 0.0158(4) Uani 1 1 d . . . . .
O7 O 0.30675(11) 0.4932(3) 0.32311(10) 0.0195(4) Uani 1 1 d . . . . .
O8 O 0.23691(11) 0.4017(3) 0.20002(10) 0.0205(4) Uani 1 1 d . . . . .
O9 O 0.18080(11) 0.3150(3) 0.52513(10) 0.0184(4) Uani 1 1 d . . . . .
O10 O 0.05238(11) 0.2856(3) 0.47639(10) 0.0199(4) Uani 1 1 d . . . . .
O11 O -0.07167(11) 0.0855(3) 0.17934(10) 0.0186(4) Uani 1 1 d . . . . .
O12 O 0.00670(11) 0.1461(3) 0.11428(10) 0.0175(4) Uani 1 1 d . . . . .
O13 O 0.36644(13) 0.4604(3) 0.78989(12) 0.0196(4) Uani 1 1 d . . . . .
O14 O 0.37969(15) 0.4305(3) 0.94935(12) 0.0203(4) Uani 1 1 d . . . . .
O15 O 0.40670(16) 1.0573(3) 0.89819(14) 0.0247(5) Uani 1 1 d . . . . .
O16 O 0.28427(13) 0.8116(3) 0.45254(13) 0.0237(5) Uani 1 1 d . . . . .
O17 O 0.39580(14) 0.4603(3) 0.47130(12) 0.0225(4) Uani 1 1 d . . . . .
O18 O 0.28699(16) 0.6116(3) 0.57908(14) 0.0331(6) Uani 1 1 d . . . . .
N1 N 0.42985(12) 0.8330(3) 0.77898(12) 0.0113(4) Uani 1 1 d . . . . .
N2 N 0.11846(12) 0.2863(3) 0.23567(11) 0.0115(4) Uani 1 1 d . . . . .
H3 H 0.3729(18) 0.988(4) 0.6009(17) 0.024(8) Uiso 1 1 d . . . . .
H6 H 0.5833(18) 0.762(3) 0.7368(15) 0.011(7) Uiso 1 1 d . . . . .
H11 H 0.2263(19) 0.410(4) 0.4123(17) 0.023(8) Uiso 1 1 d . . . . .
H13A H 0.3865(19) 0.447(4) 0.7625(17) 0.017(9) Uiso 1 1 d . . . . .
H13B H 0.312(2) 0.422(5) 0.765(2) 0.049(11) Uiso 1 1 d . . . . .
H14 H 0.0092(17) 0.200(4) 0.3304(16) 0.012(7) Uiso 1 1 d . . . . .
H14A H 0.342(2) 0.420(5) 0.951(2) 0.038(13) Uiso 1 1 d . . . . .
H14B H 0.418(3) 0.412(6) 0.997(3) 0.062(13) Uiso 1 1 d . . . . .
H15A H 0.453(3) 1.098(5) 0.927(2) 0.050(12) Uiso 1 1 d . . . . .
H15B H 0.385(3) 1.134(6) 0.888(2) 0.054(16) Uiso 1 1 d . . . . .
H16A H 0.245(3) 0.812(6) 0.429(2) 0.052(14) Uiso 1 1 d . . . . .
H16B H 0.283(3) 0.744(6) 0.498(3) 0.070(14) Uiso 1 1 d . . . . .
H17A H 0.434(3) 0.444(5) 0.510(2) 0.055(13) Uiso 1 1 d . . . . .
H17B H 0.390(2) 0.361(5) 0.448(2) 0.044(12) Uiso 1 1 d . . . . .
H18A H 0.250(3) 0.510(6) 0.559(2) 0.064(13) Uiso 1 1 d . . . . .
H18B H 0.327(3) 0.573(6) 0.600(2) 0.048(14) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Y1 O3 2.3429(18) . ?
Y1 O1 2.3637(17) . ?
Y1 O15 2.372(2) . ?
Y1 O13 2.3792(19) . ?
Y1 O14 2.3923(19) . ?
Y1 O9 2.4495(18) 2_556 ?
Y1 O2 2.4756(18) 2_546 ?
Y1 N1 2.501(2) . ?
Y1 O10 2.5568(17) 2_556 ?
Y1 C13 2.861(2) 2_556 ?
Y2 O7 2.2998(17) . ?
Y2 O16 2.315(2) . ?
Y2 O5 2.3270(17) . ?
Y2 O6 2.3504(17) 3_676 ?
Y2 O12 2.3514(18) 2 ?
Y2 O8 2.3741(18) 2 ?
Y2 O17 2.3939(19) . ?
Y2 N2 2.468(2) 2 ?
C1 O2 1.243(3) . ?
C1 O1 1.280(3) . ?
C1 C2 1.507(3) . ?
C2 N1 1.333(3) . ?
C2 C3 1.387(3) . ?
C3 C4 1.388(4) . ?
C4 C6 1.395(3) . ?
C4 C5 1.512(3) . ?
C5 O5 1.238(3) . ?
C5 O6 1.262(3) . ?
C6 C7 1.386(3) . ?
C7 N1 1.333(3) . ?
C7 C8 1.511(3) . ?
C8 O4 1.223(3) . ?
C8 O3 1.283(3) . ?
C9 O7 1.244(3) . ?
C9 O8 1.257(3) . ?
C9 C10 1.511(3) . ?
C10 N2 1.337(3) . ?
C10 C11 1.392(3) . ?
C11 C12 1.385(4) . ?
C12 C14 1.394(3) . ?
C12 C13 1.506(3) . ?
C13 O10 1.249(3) . ?
C13 O9 1.262(3) . ?
C14 C15 1.384(3) . ?
C15 N2 1.334(3) . ?
C15 C16 1.520(3) . ?
C16 O11 1.235(3) . ?
C16 O12 1.273(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Y1 O1 128.23(6) . . ?
O3 Y1 O15 86.27(8) . . ?
O1 Y1 O15 73.65(8) . . ?
O3 Y1 O13 81.04(7) . . ?
O1 Y1 O13 86.84(7) . . ?
O15 Y1 O13 142.41(8) . . ?
O3 Y1 O14 83.61(7) . . ?
O1 Y1 O14 139.82(8) . . ?
O15 Y1 O14 140.06(8) . . ?
O13 Y1 O14 73.46(7) . . ?
O3 Y1 O9 121.50(6) . 2_556 ?
O1 Y1 O9 100.12(6) . 2_556 ?
O15 Y1 O9 77.10(7) . 2_556 ?
O13 Y1 O9 139.01(7) . 2_556 ?
O14 Y1 O9 75.70(7) . 2_556 ?
O3 Y1 O2 146.38(6) . 2_546 ?
O1 Y1 O2 72.38(6) . 2_546 ?
O15 Y1 O2 127.19(8) . 2_546 ?
O13 Y1 O2 73.38(7) . 2_546 ?
O14 Y1 O2 68.58(7) . 2_546 ?
O9 Y1 O2 70.59(6) 2_556 2_546 ?
O3 Y1 N1 64.27(6) . . ?
O1 Y1 N1 64.14(7) . . ?
O15 Y1 N1 71.17(7) . . ?
O13 Y1 N1 71.43(7) . . ?
O14 Y1 N1 135.19(7) . . ?
O9 Y1 N1 147.41(7) 2_556 . ?
O2 Y1 N1 124.44(6) 2_546 . ?
O3 Y1 O10 69.81(6) . 2_556 ?
O1 Y1 O10 138.07(6) . 2_556 ?
O15 Y1 O10 70.18(7) . 2_556 ?
O13 Y1 O10 135.07(7) . 2_556 ?
O14 Y1 O10 70.05(7) . 2_556 ?
O9 Y1 O10 51.73(6) 2_556 2_556 ?
O2 Y1 O10 114.81(6) 2_546 2_556 ?
N1 Y1 O10 120.55(6) . 2_556 ?
O3 Y1 C13 95.48(7) . 2_556 ?
O1 Y1 C13 122.32(7) . 2_556 ?
O15 Y1 C13 74.12(7) . 2_556 ?
O13 Y1 C13 142.01(7) . 2_556 ?
O14 Y1 C13 68.57(7) . 2_556 ?
O9 Y1 C13 26.04(7) 2_556 2_556 ?
O2 Y1 C13 91.65(7) 2_546 2_556 ?
N1 Y1 C13 140.51(7) . 2_556 ?
O10 Y1 C13 25.89(6) 2_556 2_556 ?
O7 Y2 O16 93.79(8) . . ?
O7 Y2 O5 137.81(6) . . ?
O16 Y2 O5 79.78(7) . . ?
O7 Y2 O6 148.44(6) . 3_676 ?
O16 Y2 O6 98.50(7) . 3_676 ?
O5 Y2 O6 73.30(6) . 3_676 ?
O7 Y2 O12 91.62(7) . 2 ?
O16 Y2 O12 158.33(7) . 2 ?
O5 Y2 O12 82.13(6) . 2 ?
O6 Y2 O12 87.56(6) 3_676 2 ?
O7 Y2 O8 76.91(7) . 2 ?
O16 Y2 O8 71.81(7) . 2 ?
O5 Y2 O8 136.91(6) . 2 ?
O6 Y2 O8 79.52(6) 3_676 2 ?
O12 Y2 O8 129.85(6) 2 2 ?
O7 Y2 O17 67.25(7) . . ?
O16 Y2 O17 82.24(8) . . ?
O5 Y2 O17 70.56(7) . . ?
O6 Y2 O17 143.12(7) 3_676 . ?
O12 Y2 O17 80.56(7) 2 . ?
O8 Y2 O17 133.83(7) 2 . ?
O7 Y2 N2 73.84(6) . 2 ?
O16 Y2 N2 137.02(7) . 2 ?
O5 Y2 N2 136.15(7) . 2 ?
O6 Y2 N2 77.40(6) 3_676 2 ?
O12 Y2 N2 64.58(6) 2 2 ?
O8 Y2 N2 65.34(6) 2 2 ?
O17 Y2 N2 126.16(7) . 2 ?
O2 C1 O1 125.0(2) . . ?
O2 C1 C2 120.2(2) . . ?
O1 C1 C2 114.9(2) . . ?
N1 C2 C3 121.7(2) . . ?
N1 C2 C1 113.1(2) . . ?
C3 C2 C1 125.2(2) . . ?
C2 C3 C4 118.7(2) . . ?
C3 C4 C6 119.4(2) . . ?
C3 C4 C5 121.0(2) . . ?
C6 C4 C5 119.6(2) . . ?
O5 C5 O6 126.0(2) . . ?
O5 C5 C4 116.6(2) . . ?
O6 C5 C4 117.4(2) . . ?
C7 C6 C4 117.8(2) . . ?
N1 C7 C6 122.4(2) . . ?
N1 C7 C8 113.4(2) . . ?
C6 C7 C8 124.3(2) . . ?
O4 C8 O3 125.4(2) . . ?
O4 C8 C7 120.2(2) . . ?
O3 C8 C7 114.4(2) . . ?
O7 C9 O8 125.8(2) . . ?
O7 C9 C10 117.6(2) . . ?
O8 C9 C10 116.6(2) . . ?
N2 C10 C11 121.8(2) . . ?
N2 C10 C9 113.8(2) . . ?
C11 C10 C9 124.4(2) . . ?
C12 C11 C10 118.6(2) . . ?
C11 C12 C14 119.1(2) . . ?
C11 C12 C13 121.1(2) . . ?
C14 C12 C13 119.6(2) . . ?
O10 C13 O9 121.0(2) . . ?
O10 C13 C12 119.8(2) . . ?
O9 C13 C12 119.1(2) . . ?
O10 C13 Y1 63.32(12) . 2_546 ?
O9 C13 Y1 58.45(12) . 2_546 ?
C12 C13 Y1 168.32(16) . 2_546 ?
C15 C14 C12 118.6(2) . . ?
N2 C15 C14 122.1(2) . . ?
N2 C15 C16 113.1(2) . . ?
C14 C15 C16 124.7(2) . . ?
O11 C16 O12 125.2(2) . . ?
O11 C16 C15 120.2(2) . . ?
O12 C16 C15 114.6(2) . . ?
C1 O1 Y1 126.39(16) . . ?
C1 O2 Y1 137.33(17) . 2_556 ?
C8 O3 Y1 127.26(15) . . ?
C5 O5 Y2 170.05(17) . . ?
C5 O6 Y2 127.50(15) . 3_676 ?
C9 O7 Y2 150.96(17) . . ?
C9 O8 Y2 124.56(17) . 2_545 ?
C13 O9 Y1 95.51(15) . 2_546 ?
C13 O10 Y1 90.79(14) . 2_546 ?
C16 O12 Y2 126.81(16) . 2_545 ?
C7 N1 C2 119.8(2) . . ?
C7 N1 Y1 119.42(15) . . ?
C2 N1 Y1 119.94(16) . . ?
C15 N2 C10 119.6(2) . . ?
C15 N2 Y2 120.79(15) . 2_545 ?
C10 N2 Y2 119.49(16) . 2_545 ?

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
O2 C1 C2 N1 165.6(2) . . . . ?
O1 C1 C2 N1 -14.2(3) . . . . ?
O2 C1 C2 C3 -17.0(4) . . . . ?
O1 C1 C2 C3 163.3(2) . . . . ?
N1 C2 C3 C4 -0.3(4) . . . . ?
C1 C2 C3 C4 -177.5(2) . . . . ?
C2 C3 C4 C6 -4.4(3) . . . . ?
C2 C3 C4 C5 173.8(2) . . . . ?
C3 C4 C5 O5 -42.9(3) . . . . ?
C6 C4 C5 O5 135.3(2) . . . . ?
C3 C4 C5 O6 139.7(2) . . . . ?
C6 C4 C5 O6 -42.1(3) . . . . ?
C3 C4 C6 C7 4.9(3) . . . . ?
C5 C4 C6 C7 -173.4(2) . . . . ?
C4 C6 C7 N1 -0.8(4) . . . . ?
C4 C6 C7 C8 177.9(2) . . . . ?
N1 C7 C8 O4 -169.2(2) . . . . ?
C6 C7 C8 O4 12.0(4) . . . . ?
N1 C7 C8 O3 10.5(3) . . . . ?
C6 C7 C8 O3 -168.3(2) . . . . ?
O7 C9 C10 N2 178.9(2) . . . . ?
O8 C9 C10 N2 -1.8(3) . . . . ?
O7 C9 C10 C11 -1.0(4) . . . . ?
O8 C9 C10 C11 178.3(2) . . . . ?
N2 C10 C11 C12 -2.9(4) . . . . ?
C9 C10 C11 C12 176.9(2) . . . . ?
C10 C11 C12 C14 1.6(4) . . . . ?
C10 C11 C12 C13 177.8(2) . . . . ?
C11 C12 C13 O10 167.4(2) . . . . ?
C14 C12 C13 O10 -16.4(3) . . . . ?
C11 C12 C13 O9 -15.6(4) . . . . ?
C14 C12 C13 O9 160.6(2) . . . . ?
C11 C12 C13 Y1 -90.1(9) . . . 2_546 ?
C14 C12 C13 Y1 86.1(9) . . . 2_546 ?
C11 C12 C14 C15 1.4(4) . . . . ?
C13 C12 C14 C15 -174.9(2) . . . . ?
C12 C14 C15 N2 -3.2(4) . . . . ?
C12 C14 C15 C16 177.1(2) . . . . ?
N2 C15 C16 O11 -179.3(2) . . . . ?
C14 C15 C16 O11 0.4(4) . . . . ?
N2 C15 C16 O12 0.9(3) . . . . ?
C14 C15 C16 O12 -179.4(2) . . . . ?
O2 C1 O1 Y1 -169.76(17) . . . . ?
C2 C1 O1 Y1 10.0(3) . . . . ?
O1 C1 O2 Y1 1.3(4) . . . 2_556 ?
C2 C1 O2 Y1 -178.41(15) . . . 2_556 ?
O4 C8 O3 Y1 176.90(19) . . . . ?
C7 C8 O3 Y1 -2.8(3) . . . . ?
O5 C5 O6 Y2 97.8(3) . . . 3_676 ?
C4 C5 O6 Y2 -85.0(2) . . . 3_676 ?
O8 C9 O7 Y2 92.5(4) . . . . ?
C10 C9 O7 Y2 -88.3(4) . . . . ?
O7 C9 O8 Y2 176.76(18) . . . 2_545 ?
C10 C9 O8 Y2 -2.4(3) . . . 2_545 ?
O10 C13 O9 Y1 10.1(2) . . . 2_546 ?
C12 C13 O9 Y1 -166.76(18) . . . 2_546 ?
O9 C13 O10 Y1 -9.7(2) . . . 2_546 ?
C12 C13 O10 Y1 167.21(19) . . . 2_546 ?
O11 C16 O12 Y2 -178.99(17) . . . 2_545 ?
C15 C16 O12 Y2 0.8(3) . . . 2_545 ?
C6 C7 N1 C2 -3.9(3) . . . . ?
C8 C7 N1 C2 177.29(19) . . . . ?
C6 C7 N1 Y1 165.59(18) . . . . ?
C8 C7 N1 Y1 -13.2(3) . . . . ?
C3 C2 N1 C7 4.4(3) . . . . ?
C1 C2 N1 C7 -178.1(2) . . . . ?
C3 C2 N1 Y1 -165.01(18) . . . . ?
C1 C2 N1 Y1 12.5(3) . . . . ?
C14 C15 N2 C10 1.9(4) . . . . ?
C16 C15 N2 C10 -178.38(19) . . . . ?
C14 C15 N2 Y2 178.24(17) . . . 2_545 ?
C16 C15 N2 Y2 -2.1(3) . . . 2_545 ?
C11 C10 N2 C15 1.2(4) . . . . ?
C9 C10 N2 C15 -178.7(2) . . . . ?
C11 C10 N2 Y2 -175.14(18) . . . 2_545 ?
C9 C10 N2 Y2 4.9(3) . . . 2_545 ?

_refine_diff_density_max         0.411
_refine_diff_density_min         -1.375
_refine_diff_density_rms         0.101

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1968480'
loop_
_audit_author_name
_audit_author_address
'Meijuan Ding'
;Nanjing Tech University
China
;
_audit_update_record             
;
2019-11-27 deposited with the CCDC.	2020-10-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H16 Eu0.39 N2 O18 Y1.61'
_chemical_formula_weight         726.72

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'
Y Y -2.7962 3.5667 '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'

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

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

_cell_length_a                   18.3456(16)
_cell_length_b                   6.8867(6)
_cell_length_c                   18.3909(16)
_cell_angle_alpha                90
_cell_angle_beta                 112.165(3)
_cell_angle_gamma                90
_cell_volume                     2151.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9941
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      27.51

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.243
_exptl_crystal_F_000             1429
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    5.548
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21265
_diffrn_reflns_av_unetI/netI     0.0310
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.987
_diffrn_reflns_theta_max         27.551
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4950
_reflns_number_gt                4351
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0247P)²+0.1548P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4899
_refine_ls_number_parameters     409
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0297
_refine_ls_R_factor_gt           0.0231
_refine_ls_wR_factor_ref         0.0510
_refine_ls_wR_factor_gt          0.0494
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.083
_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
Y1 Y 0.37353(2) 0.72306(2) 0.87704(2) 0.00913(6) Uani 0.732(2) 1 d . . P . .
Eu1 Eu 0.37353(2) 0.72306(2) 0.87704(2) 0.00913(6) Uani 0.268(2) 1 d . . P . .
Y2 Y 0.37538(2) 0.75284(2) 0.39600(2) 0.00976(7) Uani 0.878(2) 1 d . . P . .
Eu2 Eu 0.37538(2) 0.75284(2) 0.39600(2) 0.00976(7) Uani 0.122(2) 1 d . . P . .
C1 C 0.30308(12) 0.9658(3) 0.71031(12) 0.0163(5) Uani 1 1 d . . . . .
C2 C 0.38340(12) 0.9126(3) 0.71118(12) 0.0132(4) Uani 1 1 d . . . . .
C3 C 0.40674(12) 0.9345(3) 0.64843(12) 0.0146(5) Uani 1 1 d . . . . .
C4 C 0.48195(12) 0.8725(3) 0.65728(12) 0.0135(4) Uani 1 1 d . . . . .
C5 C 0.50806(12) 0.8738(3) 0.58863(12) 0.0142(5) Uani 1 1 d . . . . .
C6 C 0.53251(13) 0.8027(3) 0.72977(12) 0.0144(4) Uani 1 1 d . . . . .
C7 C 0.50400(12) 0.7842(3) 0.78899(13) 0.0138(4) Uani 1 1 d . . . . .
C8 C 0.55056(13) 0.7049(3) 0.86972(13) 0.0156(5) Uani 1 1 d . . . . .
C9 C 0.24705(12) 0.4221(3) 0.27083(12) 0.0161(5) Uani 1 1 d . . . . .
C10 C 0.18042(12) 0.3554(3) 0.29510(12) 0.0139(4) Uani 1 1 d . . . . .
C11 C 0.18278(13) 0.3638(3) 0.37113(13) 0.0178(5) Uani 1 1 d . . . . .
C12 C 0.11646(12) 0.3052(3) 0.38487(12) 0.0150(5) Uani 1 1 d . . . . .
C13 C 0.11627(13) 0.3054(3) 0.46649(13) 0.0158(5) Uani 1 1 d . . . . .
C14 C 0.05104(14) 0.2377(3) 0.32220(13) 0.0154(5) Uani 1 1 d . . . . .
C15 C 0.05512(13) 0.2258(3) 0.24891(13) 0.0139(5) Uani 1 1 d . . . . .
C16 C -0.00943(12) 0.1456(3) 0.17604(12) 0.0145(5) Uani 1 1 d . . . . .
O1 O 0.28620(9) 0.8909(2) 0.76535(9) 0.0226(4) Uani 1 1 d . . . . .
O2 O 0.25903(8) 1.0745(2) 0.65813(8) 0.0199(4) Uani 1 1 d . . . . .
O3 O 0.50955(8) 0.6684(2) 0.91140(9) 0.0199(4) Uani 1 1 d . . . . .
O4 O 0.62198(8) 0.6806(3) 0.89089(9) 0.0284(4) Uani 1 1 d . . . . .
O5 O 0.45961(9) 0.8154(2) 0.52491(9) 0.0227(4) Uani 1 1 d . . . . .
O6 O 0.57798(8) 0.9271(2) 0.60187(8) 0.0183(3) Uani 1 1 d . . . . .
O7 O 0.30665(8) 0.4923(2) 0.32330(8) 0.0223(4) Uani 1 1 d . . . . .
O8 O 0.23692(9) 0.4009(2) 0.20020(8) 0.0237(4) Uani 1 1 d . . . . .
O9 O 0.18102(9) 0.3156(2) 0.52436(9) 0.0215(4) Uani 1 1 d . . . . .
O10 O 0.05252(9) 0.2845(2) 0.47592(9) 0.0228(4) Uani 1 1 d . . . . .
O11 O -0.07157(8) 0.0853(2) 0.17971(9) 0.0211(4) Uani 1 1 d . . . . .
O12 O 0.00638(8) 0.1463(2) 0.11432(8) 0.0206(4) Uani 1 1 d . . . . .
O13 O 0.36678(11) 0.4576(2) 0.78989(10) 0.0237(4) Uani 1 1 d . . . . .
O14 O 0.37885(12) 0.4289(2) 0.94974(10) 0.0247(4) Uani 1 1 d . . . . .
O15 O 0.40701(12) 1.0592(2) 0.89823(11) 0.0284(4) Uani 1 1 d . . . . .
O16 O 0.28369(11) 0.8111(3) 0.45273(11) 0.0277(4) Uani 1 1 d . . . . .
O17 O 0.39568(10) 0.4592(2) 0.47181(11) 0.0253(4) Uani 1 1 d . . . . .
O18 O 0.28736(13) 0.6105(3) 0.57924(12) 0.0381(5) Uani 1 1 d . . . . .
N1 N 0.42992(10) 0.8328(2) 0.77870(10) 0.0138(4) Uani 1 1 d . . . . .
N2 N 0.11844(10) 0.2857(2) 0.23576(10) 0.0137(4) Uani 1 1 d . . . . .
H3 H 0.3698(12) 0.987(3) 0.5975(12) 0.012(5) Uiso 1 1 d . . . . .
H6 H 0.5872(12) 0.758(3) 0.7388(12) 0.008(5) Uiso 1 1 d . . . . .
H11 H 0.2289(12) 0.409(3) 0.4131(12) 0.013(5) Uiso 1 1 d . . . . .
H13A H 0.3148(17) 0.427(4) 0.7633(15) 0.036(8) Uiso 1 1 d . . . . .
H13B H 0.386(2) 0.451(5) 0.758(2) 0.084(14) Uiso 1 1 d . . . . .
H14 H 0.0067(15) 0.197(4) 0.3317(15) 0.038(8) Uiso 1 1 d . . . . .
H14A H 0.3391(19) 0.416(5) 0.9546(19) 0.060(12) Uiso 1 1 d . . . . .
H14B H 0.422(2) 0.406(5) 1.000(2) 0.103(14) Uiso 1 1 d . . . . .
H15A H 0.457(2) 1.102(5) 0.927(2) 0.088(13) Uiso 1 1 d . . . . .
H15B H 0.383(2) 1.157(6) 0.885(2) 0.089(14) Uiso 1 1 d . . . . .
H16A H 0.287(2) 0.760(5) 0.495(2) 0.094(15) Uiso 1 1 d . . . . .
H16B H 0.234(2) 0.835(5) 0.421(2) 0.081(12) Uiso 1 1 d . . . . .
H17A H 0.4342(16) 0.439(4) 0.5211(18) 0.049(9) Uiso 1 1 d . . . . .
H17B H 0.3890(17) 0.357(4) 0.4481(18) 0.053(10) Uiso 1 1 d . . . . .
H18A H 0.2560(19) 0.510(5) 0.5614(19) 0.071(11) Uiso 1 1 d . . . . .
H18B H 0.334(3) 0.549(6) 0.604(2) 0.119(17) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Y1 O3 2.3616(15) . ?
Y1 O1 2.3747(15) . ?
Y1 O15 2.3890(17) . ?
Y1 O13 2.4032(17) . ?
Y1 O14 2.4089(17) . ?
Y1 O9 2.4629(15) 2_556 ?
Y1 O2 2.4886(14) 2_546 ?
Y1 N1 2.5146(17) . ?
Y1 O10 2.5620(16) 2_556 ?
Y1 C13 2.869(2) 2_556 ?
Y2 O7 2.3074(14) . ?
Y2 O16 2.3245(17) . ?
Y2 O5 2.3301(15) . ?
Y2 O6 2.3591(14) 3_676 ?
Y2 O12 2.3643(15) 2 ?
Y2 O8 2.3798(15) 2 ?
Y2 O17 2.4041(16) . ?
Y2 N2 2.4786(18) 2 ?
C1 O2 1.244(2) . ?
C1 O1 1.274(3) . ?
C1 C2 1.513(3) . ?
C2 N1 1.331(3) . ?
C2 C3 1.382(3) . ?
C3 C4 1.394(3) . ?
C3 H3 0.99(2) . ?
C4 C6 1.391(3) . ?
C4 C5 1.510(3) . ?
C5 O5 1.240(2) . ?
C5 O6 1.267(2) . ?
C6 C7 1.381(3) . ?
C6 H6 1.00(2) . ?
C7 N1 1.342(3) . ?
C7 C8 1.508(3) . ?
C8 O4 1.229(2) . ?
C8 O3 1.285(3) . ?
C9 O8 1.249(2) . ?
C9 O7 1.251(2) . ?
C9 C10 1.522(3) . ?
C10 N2 1.333(3) . ?
C10 C11 1.384(3) . ?
C11 C12 1.393(3) . ?
C11 H11 0.96(2) . ?
C12 C14 1.393(3) . ?
C12 C13 1.502(3) . ?
C13 O10 1.254(3) . ?
C13 O9 1.263(2) . ?
C14 C15 1.380(3) . ?
C14 H14 0.94(3) . ?
C15 N2 1.338(3) . ?
C15 C16 1.519(3) . ?
C16 O11 1.239(2) . ?
C16 O12 1.273(2) . ?
O13 H13A 0.92(3) . ?
O13 H13B 0.78(4) . ?
O14 H14A 0.77(3) . ?
O14 H14B 0.98(4) . ?
O15 H15A 0.91(4) . ?
O15 H15B 0.80(4) . ?
O16 H16A 0.84(4) . ?
O16 H16B 0.89(4) . ?
O17 H17A 0.93(3) . ?
O17 H17B 0.81(3) . ?
O18 H18A 0.88(3) . ?
O18 H18B 0.91(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Y1 O1 127.51(5) . . ?
O3 Y1 O15 85.99(6) . . ?
O1 Y1 O15 73.58(6) . . ?
O3 Y1 O13 80.84(6) . . ?
O1 Y1 O13 86.86(6) . . ?
O15 Y1 O13 142.30(6) . . ?
O3 Y1 O14 84.27(6) . . ?
O1 Y1 O14 139.67(6) . . ?
O15 Y1 O14 140.38(6) . . ?
O13 Y1 O14 73.24(6) . . ?
O3 Y1 O9 121.74(5) . 2_556 ?
O1 Y1 O9 100.48(5) . 2_556 ?
O15 Y1 O9 77.28(6) . 2_556 ?
O13 Y1 O9 139.02(6) . 2_556 ?
O14 Y1 O9 75.62(6) . 2_556 ?
O3 Y1 O2 146.55(5) . 2_546 ?
O1 Y1 O2 72.61(5) . 2_546 ?
O15 Y1 O2 127.35(6) . 2_546 ?
O13 Y1 O2 73.41(6) . 2_546 ?
O14 Y1 O2 68.25(6) . 2_546 ?
O9 Y1 O2 70.67(5) 2_556 2_546 ?
O3 Y1 N1 63.93(5) . . ?
O1 Y1 N1 63.77(5) . . ?
O15 Y1 N1 71.09(6) . . ?
O13 Y1 N1 71.37(6) . . ?
O14 Y1 N1 135.27(6) . . ?
O9 Y1 N1 147.50(6) 2_556 . ?
O2 Y1 N1 124.30(5) 2_546 . ?
O3 Y1 O10 70.04(5) . 2_556 ?
O1 Y1 O10 138.45(5) . 2_556 ?
O15 Y1 O10 70.52(6) . 2_556 ?
O13 Y1 O10 134.68(5) . 2_556 ?
O14 Y1 O10 70.04(6) . 2_556 ?
O9 Y1 O10 51.72(5) 2_556 2_556 ?
O2 Y1 O10 114.75(5) 2_546 2_556 ?
N1 Y1 O10 120.78(5) . 2_556 ?
O3 Y1 C13 95.77(6) . 2_556 ?
O1 Y1 C13 122.60(6) . 2_556 ?
O15 Y1 C13 74.30(6) . 2_556 ?
O13 Y1 C13 141.88(6) . 2_556 ?
O14 Y1 C13 68.64(6) . 2_556 ?
O9 Y1 C13 25.99(5) 2_556 2_556 ?
O2 Y1 C13 91.68(5) 2_546 2_556 ?
N1 Y1 C13 140.64(6) . 2_556 ?
O10 Y1 C13 25.91(5) 2_556 2_556 ?
O7 Y2 O16 93.69(6) . . ?
O7 Y2 O5 137.81(5) . . ?
O16 Y2 O5 79.97(6) . . ?
O7 Y2 O6 148.37(5) . 3_676 ?
O16 Y2 O6 98.67(6) . 3_676 ?
O5 Y2 O6 73.34(5) . 3_676 ?
O7 Y2 O12 91.69(5) . 2 ?
O16 Y2 O12 158.56(6) . 2 ?
O5 Y2 O12 82.12(5) . 2 ?
O6 Y2 O12 87.32(5) 3_676 2 ?
O7 Y2 O8 76.80(5) . 2 ?
O16 Y2 O8 71.92(6) . 2 ?
O5 Y2 O8 137.14(5) . 2 ?
O6 Y2 O8 79.57(5) 3_676 2 ?
O12 Y2 O8 129.52(5) 2 2 ?
O7 Y2 O17 67.25(6) . . ?
O16 Y2 O17 82.23(6) . . ?
O5 Y2 O17 70.57(6) . . ?
O6 Y2 O17 143.16(6) 3_676 . ?
O12 Y2 O17 80.76(6) 2 . ?
O8 Y2 O17 133.84(6) 2 . ?
O7 Y2 N2 73.80(5) . 2 ?
O16 Y2 N2 136.95(6) . 2 ?
O5 Y2 N2 136.10(6) . 2 ?
O6 Y2 N2 77.34(5) 3_676 2 ?
O12 Y2 N2 64.41(5) 2 2 ?
O8 Y2 N2 65.17(5) 2 2 ?
O17 Y2 N2 126.13(6) . 2 ?
O2 C1 O1 125.1(2) . . ?
O2 C1 C2 120.02(19) . . ?
O1 C1 C2 114.91(18) . . ?
N1 C2 C3 122.14(19) . . ?
N1 C2 C1 112.89(18) . . ?
C3 C2 C1 124.90(18) . . ?
C2 C3 C4 118.29(19) . . ?
C2 C3 H3 120.7(12) . . ?
C4 C3 H3 120.9(12) . . ?
C6 C4 C3 119.37(19) . . ?
C6 C4 C5 119.75(18) . . ?
C3 C4 C5 120.85(19) . . ?
O5 C5 O6 126.0(2) . . ?
O5 C5 C4 116.60(18) . . ?
O6 C5 C4 117.30(18) . . ?
C7 C6 C4 118.28(19) . . ?
C7 C6 H6 119.7(12) . . ?
C4 C6 H6 122.0(12) . . ?
N1 C7 C6 122.1(2) . . ?
N1 C7 C8 113.35(18) . . ?
C6 C7 C8 124.58(19) . . ?
O4 C8 O3 125.3(2) . . ?
O4 C8 C7 120.1(2) . . ?
O3 C8 C7 114.60(18) . . ?
O8 C9 O7 126.2(2) . . ?
O8 C9 C10 116.66(18) . . ?
O7 C9 C10 117.10(18) . . ?
N2 C10 C11 122.3(2) . . ?
N2 C10 C9 113.57(18) . . ?
C11 C10 C9 124.14(19) . . ?
C10 C11 C12 118.3(2) . . ?
C10 C11 H11 120.6(13) . . ?
C12 C11 H11 121.0(13) . . ?
C11 C12 C14 119.0(2) . . ?
C11 C12 C13 120.83(19) . . ?
C14 C12 C13 120.06(19) . . ?
O10 C13 O9 121.3(2) . . ?
O10 C13 C12 119.48(19) . . ?
O9 C13 C12 119.08(19) . . ?
O10 C13 Y1 63.24(11) . 2_546 ?
O9 C13 Y1 58.74(11) . 2_546 ?
C12 C13 Y1 167.98(15) . 2_546 ?
C15 C14 C12 118.7(2) . . ?
C15 C14 H14 122.3(16) . . ?
C12 C14 H14 118.9(16) . . ?
N2 C15 C14 121.9(2) . . ?
N2 C15 C16 113.19(19) . . ?
C14 C15 C16 124.9(2) . . ?
O11 C16 O12 125.02(19) . . ?
O11 C16 C15 120.06(19) . . ?
O12 C16 C15 114.92(18) . . ?
C1 O1 Y1 126.69(13) . . ?
C1 O2 Y1 137.24(14) . 2_556 ?
C8 O3 Y1 127.33(13) . . ?
C5 O5 Y2 169.99(15) . . ?
C5 O6 Y2 127.52(12) . 3_676 ?
C9 O7 Y2 151.08(14) . . ?
C9 O8 Y2 124.79(14) . 2_545 ?
C13 O9 Y1 95.26(13) . 2_546 ?
C13 O10 Y1 90.85(13) . 2_546 ?
C16 O12 Y2 126.68(13) . 2_545 ?
Y1 O13 H13A 108.0(16) . . ?
Y1 O13 H13B 128(3) . . ?
H13A O13 H13B 105(3) . . ?
Y1 O14 H14A 109(2) . . ?
Y1 O14 H14B 121(2) . . ?
H14A O14 H14B 110(3) . . ?
Y1 O15 H15A 123(2) . . ?
Y1 O15 H15B 134(3) . . ?
H15A O15 H15B 103(3) . . ?
Y2 O16 H16A 122(3) . . ?
Y2 O16 H16B 119(2) . . ?
H16A O16 H16B 113(3) . . ?
Y2 O17 H17A 126.1(17) . . ?
Y2 O17 H17B 117(2) . . ?
H17A O17 H17B 107(3) . . ?
H18A O18 H18B 101(3) . . ?
C2 N1 C7 119.55(18) . . ?
C2 N1 Y1 120.13(13) . . ?
C7 N1 Y1 119.55(13) . . ?
C10 N2 C15 119.58(19) . . ?
C10 N2 Y2 119.58(13) . 2_545 ?
C15 N2 Y2 120.77(14) . 2_545 ?

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
O2 C1 C2 N1 166.04(18) . . . . ?
O1 C1 C2 N1 -14.3(3) . . . . ?
O2 C1 C2 C3 -16.7(3) . . . . ?
O1 C1 C2 C3 162.9(2) . . . . ?
N1 C2 C3 C4 -0.8(3) . . . . ?
C1 C2 C3 C4 -177.81(18) . . . . ?
C2 C3 C4 C6 -4.0(3) . . . . ?
C2 C3 C4 C5 173.87(18) . . . . ?
C6 C4 C5 O5 135.3(2) . . . . ?
C3 C4 C5 O5 -42.5(3) . . . . ?
C6 C4 C5 O6 -42.1(3) . . . . ?
C3 C4 C5 O6 140.01(19) . . . . ?
C3 C4 C6 C7 4.7(3) . . . . ?
C5 C4 C6 C7 -173.23(18) . . . . ?
C4 C6 C7 N1 -0.6(3) . . . . ?
C4 C6 C7 C8 177.94(19) . . . . ?
N1 C7 C8 O4 -169.68(19) . . . . ?
C6 C7 C8 O4 11.7(3) . . . . ?
N1 C7 C8 O3 10.1(3) . . . . ?
C6 C7 C8 O3 -168.5(2) . . . . ?
O8 C9 C10 N2 -1.3(3) . . . . ?
O7 C9 C10 N2 178.80(18) . . . . ?
O8 C9 C10 C11 178.3(2) . . . . ?
O7 C9 C10 C11 -1.5(3) . . . . ?
N2 C10 C11 C12 -2.9(3) . . . . ?
C9 C10 C11 C12 177.46(19) . . . . ?
C10 C11 C12 C14 1.0(3) . . . . ?
C10 C11 C12 C13 178.17(19) . . . . ?
C11 C12 C13 O10 167.82(19) . . . . ?
C14 C12 C13 O10 -15.0(3) . . . . ?
C11 C12 C13 O9 -16.1(3) . . . . ?
C14 C12 C13 O9 161.00(19) . . . . ?
C11 C12 C13 Y1 -92.3(7) . . . 2_546 ?
C14 C12 C13 Y1 84.8(8) . . . 2_546 ?
C11 C12 C14 C15 1.9(3) . . . . ?
C13 C12 C14 C15 -175.25(19) . . . . ?
C12 C14 C15 N2 -3.3(3) . . . . ?
C12 C14 C15 C16 176.64(19) . . . . ?
N2 C15 C16 O11 -179.78(18) . . . . ?
C14 C15 C16 O11 0.3(3) . . . . ?
N2 C15 C16 O12 0.4(3) . . . . ?
C14 C15 C16 O12 -179.52(19) . . . . ?
O2 C1 O1 Y1 -170.01(15) . . . . ?
C2 C1 O1 Y1 10.3(3) . . . . ?
O1 C1 O2 Y1 2.0(3) . . . 2_556 ?
C2 C1 O2 Y1 -178.34(13) . . . 2_556 ?
O4 C8 O3 Y1 177.27(16) . . . . ?
C7 C8 O3 Y1 -2.5(3) . . . . ?
O6 C5 O5 Y2 -47.2(10) . . . . ?
C4 C5 O5 Y2 135.6(8) . . . . ?
O5 C5 O6 Y2 97.7(2) . . . 3_676 ?
C4 C5 O6 Y2 -85.1(2) . . . 3_676 ?
O8 C9 O7 Y2 91.5(3) . . . . ?
C10 C9 O7 Y2 -88.6(3) . . . . ?
O7 C9 O8 Y2 177.04(15) . . . 2_545 ?
C10 C9 O8 Y2 -2.8(3) . . . 2_545 ?
O10 C13 O9 Y1 9.6(2) . . . 2_546 ?
C12 C13 O9 Y1 -166.32(16) . . . 2_546 ?
O9 C13 O10 Y1 -9.2(2) . . . 2_546 ?
C12 C13 O10 Y1 166.72(17) . . . 2_546 ?
O11 C16 O12 Y2 -178.62(14) . . . 2_545 ?
C15 C16 O12 Y2 1.2(3) . . . 2_545 ?
C3 C2 N1 C7 5.0(3) . . . . ?
C1 C2 N1 C7 -177.73(17) . . . . ?
C3 C2 N1 Y1 -164.93(15) . . . . ?
C1 C2 N1 Y1 12.4(2) . . . . ?
C6 C7 N1 C2 -4.2(3) . . . . ?
C8 C7 N1 C2 177.08(17) . . . . ?
C6 C7 N1 Y1 165.70(15) . . . . ?
C8 C7 N1 Y1 -13.0(2) . . . . ?
C11 C10 N2 C15 1.7(3) . . . . ?
C9 C10 N2 C15 -178.64(17) . . . . ?
C11 C10 N2 Y2 -175.13(16) . . . 2_545 ?
C9 C10 N2 Y2 4.5(2) . . . 2_545 ?
C14 C15 N2 C10 1.5(3) . . . . ?
C16 C15 N2 C10 -178.45(17) . . . . ?
C14 C15 N2 Y2 178.26(15) . . . 2_545 ?
C16 C15 N2 Y2 -1.7(2) . . . 2_545 ?

_refine_diff_density_max         0.384
_refine_diff_density_min         -0.632
_refine_diff_density_rms         0.099

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 1968449'
loop_
_audit_author_name
_audit_author_address
'Meijuan Ding'
;Nanjing Tech University
China
;
_audit_update_record             
;
2019-11-27 deposited with the CCDC.	2020-10-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H16 Eu0.57 N2 O18 Y1.43'
_chemical_formula_weight         737.88

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'
Y Y -2.7962 3.5667 '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'

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

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

_cell_length_a                   18.329(4)
_cell_length_b                   6.8971(18)
_cell_length_c                   18.442(4)
_cell_angle_alpha                90
_cell_angle_beta                 112.200(9)
_cell_angle_gamma                90
_cell_volume                     2158.6(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    301(2)
_cell_measurement_reflns_used    9927
_cell_measurement_theta_min      3.19
_cell_measurement_theta_max      27.43

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.270
_exptl_crystal_F_000             1446.4
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    5.567
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      301(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24062
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.185
_diffrn_reflns_theta_max         27.495
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4942
_reflns_number_gt                4391
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0110P)²+1.5528P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4916
_refine_ls_number_parameters     409
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0294
_refine_ls_R_factor_gt           0.0230
_refine_ls_wR_factor_ref         0.0439
_refine_ls_wR_factor_gt          0.0423
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Y1 Y 0.37352(2) 0.72293(2) 0.87715(2) 0.01040(6) Uani 0.623(2) 1 d . . P . .
Eu1 Eu 0.37352(2) 0.72293(2) 0.87715(2) 0.01040(6) Uani 0.377(2) 1 d . . P . .
Y2 Y 0.37535(2) 0.75271(2) 0.39611(2) 0.01104(7) Uani 0.810(2) 1 d . . P . .
Eu2 Eu 0.37535(2) 0.75271(2) 0.39611(2) 0.01104(7) Uani 0.190(2) 1 d . . P . .
C1 C 0.30307(14) 0.9656(3) 0.71005(14) 0.0172(5) Uani 1 1 d . . . . .
C2 C 0.38340(14) 0.9123(3) 0.71103(14) 0.0154(5) Uani 1 1 d . . . . .
C3 C 0.40696(14) 0.9340(3) 0.64835(14) 0.0161(5) Uani 1 1 d . . . . .
C4 C 0.48221(14) 0.8723(3) 0.65726(14) 0.0162(5) Uani 1 1 d . . . . .
C5 C 0.50813(14) 0.8733(3) 0.58868(14) 0.0156(5) Uani 1 1 d . . . . .
C6 C 0.53280(14) 0.8019(3) 0.72973(14) 0.0162(5) Uani 1 1 d . . . . .
C7 C 0.50388(13) 0.7835(3) 0.78882(13) 0.0154(5) Uani 1 1 d . . . . .
C8 C 0.55044(14) 0.7052(3) 0.86964(14) 0.0168(5) Uani 1 1 d . . . . .
C9 C 0.24707(14) 0.4217(3) 0.27106(14) 0.0173(5) Uani 1 1 d . . . . .
C10 C 0.18049(14) 0.3551(3) 0.29485(14) 0.0160(5) Uani 1 1 d . . . . .
C11 C 0.18264(15) 0.3637(3) 0.37080(14) 0.0181(5) Uani 1 1 d . . . . .
C12 C 0.11654(14) 0.3052(3) 0.38462(14) 0.0174(5) Uani 1 1 d . . . . .
C13 C 0.11622(14) 0.3048(3) 0.46631(14) 0.0179(5) Uani 1 1 d . . . . .
C14 C 0.05108(14) 0.2373(3) 0.32235(14) 0.0175(5) Uani 1 1 d . . . . .
C15 C 0.05492(13) 0.2251(3) 0.24878(13) 0.0152(5) Uani 1 1 d . . . . .
C16 C -0.00938(14) 0.1450(3) 0.17618(14) 0.0161(5) Uani 1 1 d . . . . .
O1 O 0.28608(10) 0.8906(3) 0.76523(10) 0.0238(4) Uani 1 1 d . . . . .
O2 O 0.25929(10) 1.0750(2) 0.65817(10) 0.0213(4) Uani 1 1 d . . . . .
O3 O 0.50983(10) 0.6691(2) 0.91139(10) 0.0213(4) Uani 1 1 d . . . . .
O4 O 0.62187(10) 0.6811(3) 0.89042(11) 0.0307(5) Uani 1 1 d . . . . .
O5 O 0.45965(10) 0.8157(3) 0.52496(10) 0.0245(4) Uani 1 1 d . . . . .
O6 O 0.57783(10) 0.9271(2) 0.60202(10) 0.0203(4) Uani 1 1 d . . . . .
O7 O 0.30644(10) 0.4917(3) 0.32338(10) 0.0239(4) Uani 1 1 d . . . . .
O8 O 0.23709(10) 0.4012(3) 0.20033(10) 0.0250(4) Uani 1 1 d . . . . .
O9 O 0.18089(10) 0.3162(3) 0.52384(10) 0.0234(4) Uani 1 1 d . . . . .
O10 O 0.05263(10) 0.2842(3) 0.47592(10) 0.0245(4) Uani 1 1 d . . . . .
O11 O -0.07146(10) 0.0859(3) 0.17992(10) 0.0237(4) Uani 1 1 d . . . . .
O12 O 0.00635(10) 0.1460(3) 0.11437(10) 0.0219(4) Uani 1 1 d . . . . .
O13 O 0.36654(11) 0.4572(3) 0.78995(11) 0.0246(4) Uani 1 1 d . . . . .
O14 O 0.37852(13) 0.4283(3) 0.95031(11) 0.0257(4) Uani 1 1 d . . . . .
O15 O 0.40720(14) 1.0597(3) 0.89808(13) 0.0299(5) Uani 1 1 d . . . . .
O16 O 0.28355(12) 0.8110(3) 0.45286(12) 0.0297(5) Uani 1 1 d . . . . .
O17 O 0.39562(12) 0.4583(3) 0.47163(12) 0.0267(4) Uani 1 1 d . . . . .
O18 O 0.28764(15) 0.6106(3) 0.57961(13) 0.0396(5) Uani 1 1 d . . . . .
N1 N 0.43015(11) 0.8328(3) 0.77852(11) 0.0154(4) Uani 1 1 d . . . . .
N2 N 0.11863(11) 0.2855(3) 0.23587(11) 0.0151(4) Uani 1 1 d . . . . .
H3 H 0.3725(14) 0.990(3) 0.5995(14) 0.011(6) Uiso 1 1 d . . . . .
H6 H 0.5883(16) 0.756(3) 0.7381(15) 0.020(7) Uiso 1 1 d . . . . .
H11 H 0.2258(15) 0.405(3) 0.4131(14) 0.012(6) Uiso 1 1 d . . . . .
H13A H 0.310(2) 0.415(5) 0.762(2) 0.065(11) Uiso 1 1 d . . . . .
H13B H 0.3866(19) 0.444(4) 0.7567(19) 0.043(10) Uiso 1 1 d . . . . .
H14 H 0.0027(15) 0.194(3) 0.3306(14) 0.016(6) Uiso 1 1 d . . . . .
H14A H 0.334(3) 0.413(6) 0.954(2) 0.088(16) Uiso 1 1 d . . . . .
H14B H 0.421(3) 0.395(6) 1.001(3) 0.099(16) Uiso 1 1 d . . . . .
H15A H 0.455(3) 1.097(7) 0.931(3) 0.095(17) Uiso 1 1 d . . . . .
H15B H 0.383(3) 1.162(8) 0.883(3) 0.104(18) Uiso 1 1 d . . . . .
H16A H 0.284(2) 0.744(5) 0.497(2) 0.068(12) Uiso 1 1 d . . . . .
H16B H 0.235(3) 0.832(6) 0.424(2) 0.077(14) Uiso 1 1 d . . . . .
H17A H 0.433(2) 0.444(5) 0.517(2) 0.062(12) Uiso 1 1 d . . . . .
H17B H 0.392(2) 0.349(6) 0.448(2) 0.073(13) Uiso 1 1 d . . . . .
H18A H 0.258(3) 0.513(6) 0.561(2) 0.074(14) Uiso 1 1 d . . . . .
H18B H 0.338(3) 0.544(8) 0.607(3) 0.13(2) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Y1 O3 2.3636(17) . ?
Y1 O1 2.3803(17) . ?
Y1 O15 2.397(2) . ?
Y1 O13 2.4094(18) . ?
Y1 O14 2.4219(19) . ?
Y1 O9 2.4736(17) 2_556 ?
Y1 O2 2.4884(17) 2_546 ?
Y1 N1 2.5273(19) . ?
Y1 O10 2.5654(18) 2_556 ?
Y1 C13 2.877(2) 2_556 ?
Y2 O7 2.3140(17) . ?
Y2 O16 2.3279(19) . ?
Y2 O5 2.3341(18) . ?
Y2 O6 2.3650(17) 3_676 ?
Y2 O12 2.3659(17) 2 ?
Y2 O8 2.3853(18) 2 ?
Y2 O17 2.4103(19) . ?
Y2 N2 2.4881(19) 2 ?
C1 O2 1.245(3) . ?
C1 O1 1.280(3) . ?
C1 C2 1.511(3) . ?
C2 N1 1.333(3) . ?
C2 C3 1.387(3) . ?
C3 C4 1.392(3) . ?
C3 H3 0.96(2) . ?
C4 C6 1.395(3) . ?
C4 C5 1.510(3) . ?
C5 O5 1.241(3) . ?
C5 O6 1.262(3) . ?
C6 C7 1.386(3) . ?
C6 H6 1.02(3) . ?
C7 N1 1.336(3) . ?
C7 C8 1.510(3) . ?
C8 O4 1.229(3) . ?
C8 O3 1.282(3) . ?
C9 O7 1.247(3) . ?
C9 O8 1.255(3) . ?
C9 C10 1.516(3) . ?
C10 N2 1.329(3) . ?
C10 C11 1.388(3) . ?
C11 C12 1.389(3) . ?
C11 H11 0.92(3) . ?
C12 C14 1.391(3) . ?
C12 C13 1.509(3) . ?
C13 O10 1.252(3) . ?
C13 O9 1.260(3) . ?
C14 C15 1.387(3) . ?
C14 H14 1.00(2) . ?
C15 N2 1.343(3) . ?
C15 C16 1.515(3) . ?
C16 O11 1.235(3) . ?
C16 O12 1.277(3) . ?
O13 H13A 1.00(4) . ?
O13 H13B 0.83(3) . ?
O14 H14A 0.86(4) . ?
O14 H14B 0.99(5) . ?
O15 H15A 0.89(5) . ?
O15 H15B 0.83(5) . ?
O16 H16A 0.92(4) . ?
O16 H16B 0.86(4) . ?
O17 H17A 0.87(4) . ?
O17 H17B 0.86(4) . ?
O18 H18A 0.85(4) . ?
O18 H18B 0.98(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Y1 O1 127.26(6) . . ?
O3 Y1 O15 85.83(7) . . ?
O1 Y1 O15 73.56(8) . . ?
O3 Y1 O13 80.97(6) . . ?
O1 Y1 O13 86.68(7) . . ?
O15 Y1 O13 142.18(7) . . ?
O3 Y1 O14 84.59(7) . . ?
O1 Y1 O14 139.65(7) . . ?
O15 Y1 O14 140.38(7) . . ?
O13 Y1 O14 73.43(7) . . ?
O3 Y1 O9 121.60(6) . 2_556 ?
O1 Y1 O9 100.75(6) . 2_556 ?
O15 Y1 O9 77.30(7) . 2_556 ?
O13 Y1 O9 139.12(6) . 2_556 ?
O14 Y1 O9 75.41(6) . 2_556 ?
O3 Y1 O2 146.75(6) . 2_546 ?
O1 Y1 O2 72.58(6) . 2_546 ?
O15 Y1 O2 127.33(7) . 2_546 ?
O13 Y1 O2 73.36(6) . 2_546 ?
O14 Y1 O2 68.24(7) . 2_546 ?
O9 Y1 O2 70.88(6) 2_556 2_546 ?
O3 Y1 N1 63.85(6) . . ?
O1 Y1 N1 63.60(6) . . ?
O15 Y1 N1 71.00(7) . . ?
O13 Y1 N1 71.36(6) . . ?
O14 Y1 N1 135.50(6) . . ?
O9 Y1 N1 147.46(6) 2_556 . ?
O2 Y1 N1 124.18(6) 2_546 . ?
O3 Y1 O10 70.18(6) . 2_556 ?
O1 Y1 O10 138.55(6) . 2_556 ?
O15 Y1 O10 70.69(7) . 2_556 ?
O13 Y1 O10 134.75(6) . 2_556 ?
O14 Y1 O10 69.88(6) . 2_556 ?
O9 Y1 O10 51.43(6) 2_556 2_556 ?
O2 Y1 O10 114.68(5) 2_546 2_556 ?
N1 Y1 O10 120.96(6) . 2_556 ?
O3 Y1 C13 95.80(6) . 2_556 ?
O1 Y1 C13 122.82(6) . 2_556 ?
O15 Y1 C13 74.52(7) . 2_556 ?
O13 Y1 C13 141.80(7) . 2_556 ?
O14 Y1 C13 68.37(7) . 2_556 ?
O9 Y1 C13 25.85(6) 2_556 2_556 ?
O2 Y1 C13 91.70(6) 2_546 2_556 ?
N1 Y1 C13 140.75(7) . 2_556 ?
O10 Y1 C13 25.78(6) 2_556 2_556 ?
O7 Y2 O16 93.78(7) . . ?
O7 Y2 O5 137.84(6) . . ?
O16 Y2 O5 79.81(7) . . ?
O7 Y2 O6 148.26(6) . 3_676 ?
O16 Y2 O6 98.75(7) . 3_676 ?
O5 Y2 O6 73.41(6) . 3_676 ?
O7 Y2 O12 91.55(6) . 2 ?
O16 Y2 O12 158.58(7) . 2 ?
O5 Y2 O12 82.33(6) . 2 ?
O6 Y2 O12 87.31(6) 3_676 2 ?
O7 Y2 O8 76.89(7) . 2 ?
O16 Y2 O8 72.15(7) . 2 ?
O5 Y2 O8 137.08(6) . 2 ?
O6 Y2 O8 79.42(6) 3_676 2 ?
O12 Y2 O8 129.27(6) 2 2 ?
O7 Y2 O17 67.10(7) . . ?
O16 Y2 O17 82.27(7) . . ?
O5 Y2 O17 70.75(7) . . ?
O6 Y2 O17 143.37(7) 3_676 . ?
O12 Y2 O17 80.75(6) 2 . ?
O8 Y2 O17 133.92(7) 2 . ?
O7 Y2 N2 73.74(6) . 2 ?
O16 Y2 N2 136.96(7) . 2 ?
O5 Y2 N2 136.22(6) . 2 ?
O6 Y2 N2 77.25(6) 3_676 2 ?
O12 Y2 N2 64.38(6) 2 2 ?
O8 Y2 N2 64.96(6) 2 2 ?
O17 Y2 N2 126.00(7) . 2 ?
O2 C1 O1 125.2(2) . . ?
O2 C1 C2 119.9(2) . . ?
O1 C1 C2 114.9(2) . . ?
N1 C2 C3 122.0(2) . . ?
N1 C2 C1 113.01(19) . . ?
C3 C2 C1 124.9(2) . . ?
C2 C3 C4 118.4(2) . . ?
C2 C3 H3 121.4(14) . . ?
C4 C3 H3 120.2(14) . . ?
C3 C4 C6 119.3(2) . . ?
C3 C4 C5 120.7(2) . . ?
C6 C4 C5 119.9(2) . . ?
O5 C5 O6 126.1(2) . . ?
O5 C5 C4 116.9(2) . . ?
O6 C5 C4 117.0(2) . . ?
C7 C6 C4 118.2(2) . . ?
C7 C6 H6 120.6(14) . . ?
C4 C6 H6 121.1(14) . . ?
N1 C7 C6 122.1(2) . . ?
N1 C7 C8 113.30(19) . . ?
C6 C7 C8 124.6(2) . . ?
O4 C8 O3 125.4(2) . . ?
O4 C8 C7 119.6(2) . . ?
O3 C8 C7 115.0(2) . . ?
O7 C9 O8 126.1(2) . . ?
O7 C9 C10 117.1(2) . . ?
O8 C9 C10 116.7(2) . . ?
N2 C10 C11 122.1(2) . . ?
N2 C10 C9 113.8(2) . . ?
C11 C10 C9 124.1(2) . . ?
C10 C11 C12 118.6(2) . . ?
C10 C11 H11 123.8(15) . . ?
C12 C11 H11 117.6(15) . . ?
C11 C12 C14 119.1(2) . . ?
C11 C12 C13 121.1(2) . . ?
C14 C12 C13 119.7(2) . . ?
O10 C13 O9 121.2(2) . . ?
O10 C13 C12 119.8(2) . . ?
O9 C13 C12 118.9(2) . . ?
O10 C13 Y1 63.05(12) . 2_546 ?
O9 C13 Y1 58.88(12) . 2_546 ?
C12 C13 Y1 168.17(16) . 2_546 ?
C15 C14 C12 118.8(2) . . ?
C15 C14 H14 120.4(14) . . ?
C12 C14 H14 120.8(14) . . ?
N2 C15 C14 121.5(2) . . ?
N2 C15 C16 113.25(19) . . ?
C14 C15 C16 125.2(2) . . ?
O11 C16 O12 125.1(2) . . ?
O11 C16 C15 119.8(2) . . ?
O12 C16 C15 115.11(19) . . ?
C1 O1 Y1 126.81(15) . . ?
C1 O2 Y1 137.10(15) . 2_556 ?
C8 O3 Y1 127.18(15) . . ?
C5 O5 Y2 170.25(16) . . ?
C5 O6 Y2 127.75(14) . 3_676 ?
C9 O7 Y2 151.12(17) . . ?
C9 O8 Y2 124.68(15) . 2_545 ?
C13 O9 Y1 95.28(14) . 2_546 ?
C13 O10 Y1 91.17(14) . 2_546 ?
C16 O12 Y2 126.69(15) . 2_545 ?
Y1 O13 H13A 110(2) . . ?
Y1 O13 H13B 131(2) . . ?
H13A O13 H13B 105(3) . . ?
Y1 O14 H14A 108(3) . . ?
Y1 O14 H14B 125(3) . . ?
H14A O14 H14B 109(4) . . ?
Y1 O15 H15A 121(3) . . ?
Y1 O15 H15B 134(3) . . ?
H15A O15 H15B 104(4) . . ?
Y2 O16 H16A 122(2) . . ?
Y2 O16 H16B 120(3) . . ?
H16A O16 H16B 108(3) . . ?
Y2 O17 H17A 123(2) . . ?
Y2 O17 H17B 119(3) . . ?
H17A O17 H17B 106(3) . . ?
H18A O18 H18B 100(4) . . ?
C2 N1 C7 119.76(19) . . ?
C2 N1 Y1 120.08(15) . . ?
C7 N1 Y1 119.34(15) . . ?
C10 N2 C15 119.80(19) . . ?
C10 N2 Y2 119.60(14) . 2_545 ?
C15 N2 Y2 120.53(15) . 2_545 ?

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
O2 C1 C2 N1 165.5(2) . . . . ?
O1 C1 C2 N1 -14.4(3) . . . . ?
O2 C1 C2 C3 -17.1(4) . . . . ?
O1 C1 C2 C3 163.0(2) . . . . ?
N1 C2 C3 C4 -0.7(3) . . . . ?
C1 C2 C3 C4 -177.9(2) . . . . ?
C2 C3 C4 C6 -3.8(3) . . . . ?
C2 C3 C4 C5 173.7(2) . . . . ?
C3 C4 C5 O5 -42.2(3) . . . . ?
C6 C4 C5 O5 135.3(2) . . . . ?
C3 C4 C5 O6 139.9(2) . . . . ?
C6 C4 C5 O6 -42.6(3) . . . . ?
C3 C4 C6 C7 4.5(3) . . . . ?
C5 C4 C6 C7 -173.0(2) . . . . ?
C4 C6 C7 N1 -0.8(3) . . . . ?
C4 C6 C7 C8 178.4(2) . . . . ?
N1 C7 C8 O4 -169.5(2) . . . . ?
C6 C7 C8 O4 11.2(4) . . . . ?
N1 C7 C8 O3 10.5(3) . . . . ?
C6 C7 C8 O3 -168.7(2) . . . . ?
O7 C9 C10 N2 178.8(2) . . . . ?
O8 C9 C10 N2 -1.1(3) . . . . ?
O7 C9 C10 C11 -1.5(4) . . . . ?
O8 C9 C10 C11 178.6(2) . . . . ?
N2 C10 C11 C12 -2.8(4) . . . . ?
C9 C10 C11 C12 177.5(2) . . . . ?
C10 C11 C12 C14 1.0(3) . . . . ?
C10 C11 C12 C13 178.0(2) . . . . ?
C11 C12 C13 O10 167.7(2) . . . . ?
C14 C12 C13 O10 -15.4(3) . . . . ?
C11 C12 C13 O9 -15.6(3) . . . . ?
C14 C12 C13 O9 161.3(2) . . . . ?
C11 C12 C13 Y1 -91.6(8) . . . 2_546 ?
C14 C12 C13 Y1 85.4(8) . . . 2_546 ?
C11 C12 C14 C15 1.9(3) . . . . ?
C13 C12 C14 C15 -175.1(2) . . . . ?
C12 C14 C15 N2 -3.2(3) . . . . ?
C12 C14 C15 C16 176.7(2) . . . . ?
N2 C15 C16 O11 -179.4(2) . . . . ?
C14 C15 C16 O11 0.7(4) . . . . ?
N2 C15 C16 O12 0.3(3) . . . . ?
C14 C15 C16 O12 -179.6(2) . . . . ?
O2 C1 O1 Y1 -169.45(18) . . . . ?
C2 C1 O1 Y1 10.4(3) . . . . ?
O1 C1 O2 Y1 1.2(4) . . . 2_556 ?
C2 C1 O2 Y1 -178.70(15) . . . 2_556 ?
O4 C8 O3 Y1 177.49(18) . . . . ?
C7 C8 O3 Y1 -2.5(3) . . . . ?
O5 C5 O6 Y2 97.1(3) . . . 3_676 ?
C4 C5 O6 Y2 -85.2(2) . . . 3_676 ?
O8 C9 O7 Y2 91.0(4) . . . . ?
C10 C9 O7 Y2 -88.8(4) . . . . ?
O7 C9 O8 Y2 177.04(18) . . . 2_545 ?
C10 C9 O8 Y2 -3.1(3) . . . 2_545 ?
O10 C13 O9 Y1 10.1(2) . . . 2_546 ?
C12 C13 O9 Y1 -166.57(18) . . . 2_546 ?
O9 C13 O10 Y1 -9.7(2) . . . 2_546 ?
C12 C13 O10 Y1 166.94(19) . . . 2_546 ?
O11 C16 O12 Y2 -179.00(17) . . . 2_545 ?
C15 C16 O12 Y2 1.3(3) . . . 2_545 ?
C3 C2 N1 C7 4.5(3) . . . . ?
C1 C2 N1 C7 -178.0(2) . . . . ?
C3 C2 N1 Y1 -165.00(17) . . . . ?
C1 C2 N1 Y1 12.5(3) . . . . ?
C6 C7 N1 C2 -3.7(3) . . . . ?
C8 C7 N1 C2 177.0(2) . . . . ?
C6 C7 N1 Y1 165.85(17) . . . . ?
C8 C7 N1 Y1 -13.4(3) . . . . ?
C11 C10 N2 C15 1.6(3) . . . . ?
C9 C10 N2 C15 -178.71(19) . . . . ?
C11 C10 N2 Y2 -175.28(17) . . . 2_545 ?
C9 C10 N2 Y2 4.4(3) . . . 2_545 ?
C14 C15 N2 C10 1.5(3) . . . . ?
C16 C15 N2 C10 -178.4(2) . . . . ?
C14 C15 N2 Y2 178.32(16) . . . 2_545 ?
C16 C15 N2 Y2 -1.6(2) . . . 2_545 ?

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
O18 H18B O11 0.98(6) 1.92(6) 2.884(3) 167(4) 4_666
O15 H15B O14 0.83(5) 2.24(5) 2.837(3) 129(4) 1_565
O15 H15B O13 0.83(5) 2.60(5) 3.305(3) 144(4) 1_565
O16 H16A O18 0.92(4) 1.77(4) 2.692(3) 178(4) .
O13 H13B O11 0.83(3) 1.86(3) 2.691(2) 178(3) 4_666
O16 H16B O4 0.86(4) 1.93(4) 2.745(3) 157(4) 4_575
O17 H17B O6 0.86(4) 2.27(4) 3.106(3) 163(4) 3_666
O14 H14B O4 0.99(5) 2.47(4) 3.035(3) 116(3) 3_667
O14 H14B O3 0.99(5) 1.69(5) 2.683(3) 177(4) 3_667
O15 H15A O10 0.89(5) 1.86(5) 2.726(3) 165(4) 4_676
O13 H13A O1 1.00(4) 1.65(4) 2.631(3) 164(3) 2_546
O18 H18A O9 0.85(4) 1.89(4) 2.736(3) 172(4) .
O17 H17A O12 0.87(4) 1.89(4) 2.744(3) 167(4) 4_666
C14 H14 O13 1.00(2) 2.54(3) 3.474(3) 154.9(19) 4_565

_refine_diff_density_max         0.429
_refine_diff_density_min         -0.715
_refine_diff_density_rms         0.087

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_CCDC5
_database_code_depnum_ccdc_archive 'CCDC 1968435'
loop_
_audit_author_name
_audit_author_address
'Meijuan Ding'
; Nanjing Tech University
China
;
_audit_update_record             
;
2019-11-27 deposited with the CCDC.	2020-10-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H16 Eu2 N2 O18'
_chemical_formula_weight         828.25

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

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

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

_cell_length_a                   18.426(4)
_cell_length_b                   6.8920(16)
_cell_length_c                   18.538(4)
_cell_angle_alpha                90
_cell_angle_beta                 111.999(9)
_cell_angle_gamma                90
_cell_volume                     2182.7(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    303(2)
_cell_measurement_reflns_used    9116
_cell_measurement_theta_min      3.18
_cell_measurement_theta_max      27.54

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.520
_exptl_crystal_F_000             1584
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    5.794
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      303(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35981
_diffrn_reflns_av_unetI/netI     0.0161
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.185
_diffrn_reflns_theta_max         27.559
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             5019
_reflns_number_gt                4760
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0119P)²+2.7876P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4949
_refine_ls_number_parameters     407
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0170
_refine_ls_R_factor_gt           0.0159
_refine_ls_wR_factor_ref         0.0373
_refine_ls_wR_factor_gt          0.0370
_refine_ls_goodness_of_fit_ref   1.161
_refine_ls_restrained_S_all      1.161
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Eu1 Eu 0.37336(2) 0.72299(2) 0.87781(2) 0.01065(4) Uani 1 1 d . . . . .
Eu2 Eu 0.37507(2) 0.75078(2) 0.39649(2) 0.01138(4) Uani 1 1 d . . . . .
C1 C 0.30309(13) 0.9649(3) 0.70998(13) 0.0146(4) Uani 1 1 d . . . . .
C2 C 0.38339(12) 0.9115(3) 0.71127(13) 0.0126(4) Uani 1 1 d . . . . .
C3 C 0.40694(13) 0.9330(3) 0.64870(13) 0.0138(4) Uani 1 1 d . . . . .
C4 C 0.48195(13) 0.8718(3) 0.65775(13) 0.0127(4) Uani 1 1 d . . . . .
C5 C 0.50790(13) 0.8727(3) 0.58946(13) 0.0134(4) Uani 1 1 d . . . . .
C6 C 0.53223(13) 0.8028(3) 0.72970(13) 0.0136(4) Uani 1 1 d . . . . .
C7 C 0.50352(13) 0.7845(3) 0.78858(13) 0.0126(4) Uani 1 1 d . . . . .
C8 C 0.55044(13) 0.7070(3) 0.86877(13) 0.0143(4) Uani 1 1 d . . . . .
C9 C 0.24748(13) 0.4162(3) 0.27165(13) 0.0153(4) Uani 1 1 d . . . . .
C10 C 0.18067(13) 0.3509(3) 0.29513(13) 0.0138(4) Uani 1 1 d . . . . .
C11 C 0.18269(14) 0.3599(3) 0.37064(14) 0.0167(4) Uani 1 1 d . . . . .
C12 C 0.11677(13) 0.3031(3) 0.38424(13) 0.0153(4) Uani 1 1 d . . . . .
C13 C 0.11660(14) 0.3047(3) 0.46556(13) 0.0153(4) Uani 1 1 d . . . . .
C14 C 0.05140(14) 0.2364(3) 0.32244(14) 0.0149(4) Uani 1 1 d . . . . .
C15 C 0.05542(13) 0.2244(3) 0.24932(13) 0.0131(4) Uani 1 1 d . . . . .
C16 C -0.00967(13) 0.1458(3) 0.17721(13) 0.0133(4) Uani 1 1 d . . . . .
O1 O 0.28624(9) 0.8916(3) 0.76456(10) 0.0205(4) Uani 1 1 d . . . . .
O2 O 0.26014(9) 1.0727(2) 0.65805(10) 0.0184(3) Uani 1 1 d . . . . .
O3 O 0.51051(9) 0.6707(3) 0.91072(10) 0.0189(3) Uani 1 1 d . . . . .
O4 O 0.62132(10) 0.6841(3) 0.88871(11) 0.0282(4) Uani 1 1 d . . . . .
O5 O 0.45950(10) 0.8162(3) 0.52649(10) 0.0216(4) Uani 1 1 d . . . . .
O6 O 0.57757(9) 0.9242(2) 0.60255(10) 0.0173(3) Uani 1 1 d . . . . .
O7 O 0.30691(10) 0.4836(3) 0.32397(10) 0.0218(4) Uani 1 1 d . . . . .
O8 O 0.23804(10) 0.3964(3) 0.20162(10) 0.0231(4) Uani 1 1 d . . . . .
O9 O 0.18107(10) 0.3170(3) 0.52232(10) 0.0208(4) Uani 1 1 d . . . . .
O10 O 0.05313(10) 0.2837(3) 0.47535(10) 0.0217(4) Uani 1 1 d . . . . .
O11 O -0.07118(10) 0.0875(3) 0.18162(10) 0.0204(4) Uani 1 1 d . . . . .
O12 O 0.00552(9) 0.1463(3) 0.11561(10) 0.0201(4) Uani 1 1 d . . . . .
O13 O 0.36670(11) 0.4523(3) 0.79071(11) 0.0220(4) Uani 1 1 d . . . . .
O14 O 0.37761(14) 0.4259(3) 0.95143(12) 0.0237(4) Uani 1 1 d . . . . .
O15 O 0.40783(14) 1.0627(3) 0.89805(13) 0.0273(4) Uani 1 1 d . . . . .
O16 O 0.28151(11) 0.8100(3) 0.45433(12) 0.0279(4) Uani 1 1 d . . . . .
O17 O 0.39564(12) 0.4525(3) 0.47308(12) 0.0246(4) Uani 1 1 d . . . . .
O18 O 0.28779(15) 0.6081(3) 0.58075(14) 0.0378(5) Uani 1 1 d . . . . .
N1 N 0.42988(11) 0.8323(3) 0.77837(11) 0.0130(4) Uani 1 1 d . . . . .
N2 N 0.11851(11) 0.2828(3) 0.23612(11) 0.0129(4) Uani 1 1 d . . . . .
H3 H 0.3761(16) 0.988(4) 0.6043(17) 0.022(7) Uiso 1 1 d . . . . .
H6 H 0.5820(17) 0.763(4) 0.7375(17) 0.015(7) Uiso 1 1 d . . . . .
H11 H 0.2262(16) 0.406(4) 0.4097(17) 0.016(7) Uiso 1 1 d . . . . .
H13A H 0.389(2) 0.449(6) 0.763(2) 0.051(12) Uiso 1 1 d . . . . .
H13B H 0.321(2) 0.427(5) 0.767(2) 0.046(11) Uiso 1 1 d . . . . .
H14 H 0.0079(17) 0.191(4) 0.3302(17) 0.019(7) Uiso 1 1 d . . . . .
H14A H 0.410(2) 0.404(6) 0.993(3) 0.053(12) Uiso 1 1 d . . . . .
H14B H 0.344(2) 0.410(6) 0.955(2) 0.043(14) Uiso 1 1 d . . . . .
H15A H 0.382(3) 1.156(8) 0.880(3) 0.070(15) Uiso 1 1 d . . . . .
H15B H 0.445(3) 1.092(7) 0.925(3) 0.074(17) Uiso 1 1 d . . . . .
H16A H 0.238(2) 0.820(6) 0.431(2) 0.049(12) Uiso 1 1 d . . . . .
H16B H 0.283(3) 0.745(6) 0.499(3) 0.061(13) Uiso 1 1 d . . . . .
H17A H 0.426(2) 0.438(5) 0.511(2) 0.037(10) Uiso 1 1 d . . . . .
H17B H 0.392(2) 0.360(6) 0.450(2) 0.040(11) Uiso 1 1 d . . . . .
H18A H 0.259(2) 0.512(6) 0.562(2) 0.051(11) Uiso 1 1 d . . . . .
H18B H 0.326(3) 0.558(7) 0.607(3) 0.073(17) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Eu1 O3 2.3945(17) . ?
Eu1 O1 2.4102(17) . ?
Eu1 O15 2.418(2) . ?
Eu1 O13 2.4403(19) . ?
Eu1 O14 2.446(2) . ?
Eu1 O9 2.4988(17) 2_556 ?
Eu1 O2 2.5179(16) 2_546 ?
Eu1 N1 2.5473(19) . ?
Eu1 O10 2.5802(18) 2_556 ?
Eu1 C13 2.895(2) 2_556 ?
Eu1 H13B 2.80(4) . ?
Eu1 H14B 2.75(4) . ?
Eu2 O7 2.3472(17) . ?
Eu2 O5 2.3713(17) . ?
Eu2 O16 2.3818(19) . ?
Eu2 O6 2.4014(17) 3_676 ?
Eu2 O12 2.4040(17) 2 ?
Eu2 O8 2.4125(17) 2 ?
Eu2 O17 2.4461(19) . ?
Eu2 N2 2.515(2) 2 ?
C1 O2 1.239(3) . ?
C1 O1 1.269(3) . ?
C1 C2 1.516(3) . ?
C2 N1 1.334(3) . ?
C2 C3 1.390(3) . ?
C3 C4 1.394(3) . ?
C3 H3 0.89(3) . ?
C4 C6 1.392(3) . ?
C4 C5 1.512(3) . ?
C5 O5 1.237(3) . ?
C5 O6 1.265(3) . ?
C6 C7 1.385(3) . ?
C6 H6 0.92(3) . ?
C7 N1 1.339(3) . ?
C7 C8 1.510(3) . ?
C8 O4 1.227(3) . ?
C8 O3 1.280(3) . ?
C9 O7 1.249(3) . ?
C9 O8 1.251(3) . ?
C9 C10 1.519(3) . ?
C10 N2 1.338(3) . ?
C10 C11 1.388(3) . ?
C11 C12 1.386(3) . ?
C11 H11 0.91(3) . ?
C12 C14 1.393(3) . ?
C12 C13 1.509(3) . ?
C13 O10 1.257(3) . ?
C13 O9 1.261(3) . ?
C14 C15 1.387(3) . ?
C14 H14 0.92(3) . ?
C15 N2 1.337(3) . ?
C15 C16 1.522(3) . ?
C16 O11 1.234(3) . ?
C16 O12 1.274(3) . ?
O13 H13A 0.76(4) . ?
O13 H13B 0.82(4) . ?
O14 H14A 0.79(4) . ?
O14 H14B 0.65(4) . ?
O15 H15A 0.80(5) . ?
O15 H15B 0.72(5) . ?
O16 H16A 0.76(4) . ?
O16 H16B 0.93(5) . ?
O17 H17A 0.72(4) . ?
O17 H17B 0.76(4) . ?
O18 H18A 0.84(4) . ?
O18 H18B 0.77(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Eu1 O1 126.13(6) . . ?
O3 Eu1 O15 85.15(7) . . ?
O1 Eu1 O15 73.68(7) . . ?
O3 Eu1 O13 80.80(6) . . ?
O1 Eu1 O13 86.58(7) . . ?
O15 Eu1 O13 142.01(7) . . ?
O3 Eu1 O14 85.50(7) . . ?
O1 Eu1 O14 139.58(7) . . ?
O15 Eu1 O14 140.57(8) . . ?
O13 Eu1 O14 73.28(7) . . ?
O3 Eu1 O9 121.90(6) . 2_556 ?
O1 Eu1 O9 101.49(6) . 2_556 ?
O15 Eu1 O9 77.82(7) . 2_556 ?
O13 Eu1 O9 138.92(7) . 2_556 ?
O14 Eu1 O9 75.01(7) . 2_556 ?
O3 Eu1 O2 147.01(6) . 2_546 ?
O1 Eu1 O2 72.68(6) . 2_546 ?
O15 Eu1 O2 127.81(7) . 2_546 ?
O13 Eu1 O2 73.08(6) . 2_546 ?
O14 Eu1 O2 68.10(7) . 2_546 ?
O9 Eu1 O2 71.26(6) 2_556 2_546 ?
O3 Eu1 N1 63.28(6) . . ?
O1 Eu1 N1 63.03(6) . . ?
O15 Eu1 N1 70.79(7) . . ?
O13 Eu1 N1 71.35(6) . . ?
O14 Eu1 N1 135.66(7) . . ?
O9 Eu1 N1 147.76(6) 2_556 . ?
O2 Eu1 N1 123.67(6) 2_546 . ?
O3 Eu1 O10 70.65(6) . 2_556 ?
O1 Eu1 O10 139.11(6) . 2_556 ?
O15 Eu1 O10 71.08(7) . 2_556 ?
O13 Eu1 O10 134.30(6) . 2_556 ?
O14 Eu1 O10 69.67(7) . 2_556 ?
O9 Eu1 O10 51.25(6) 2_556 2_556 ?
O2 Eu1 O10 114.84(6) 2_546 2_556 ?
N1 Eu1 O10 121.34(6) . 2_556 ?
O3 Eu1 C13 96.25(6) . 2_556 ?
O1 Eu1 C13 123.46(6) . 2_556 ?
O15 Eu1 C13 75.02(7) . 2_556 ?
O13 Eu1 C13 141.35(7) . 2_556 ?
O14 Eu1 C13 68.07(7) . 2_556 ?
O9 Eu1 C13 25.71(6) 2_556 2_556 ?
O2 Eu1 C13 91.94(6) 2_546 2_556 ?
N1 Eu1 C13 141.12(6) . 2_556 ?
O10 Eu1 C13 25.73(6) 2_556 2_556 ?
O3 Eu1 H13B 96.9(8) . . ?
O1 Eu1 H13B 77.1(8) . . ?
O15 Eu1 H13B 144.9(8) . . ?
O13 Eu1 H13B 16.1(8) . . ?
O14 Eu1 H13B 74.4(8) . . ?
O9 Eu1 H13B 127.5(8) 2_556 . ?
O2 Eu1 H13B 58.1(8) 2_546 . ?
N1 Eu1 H13B 78.8(8) . . ?
O10 Eu1 H13B 142.6(8) 2_556 . ?
C13 Eu1 H13B 138.9(8) 2_556 . ?
O3 Eu1 H14B 98.2(8) . . ?
O1 Eu1 H14B 129.4(9) . . ?
O15 Eu1 H14B 140.4(9) . . ?
O13 Eu1 H14B 76.8(9) . . ?
O14 Eu1 H14B 12.7(8) . . ?
O9 Eu1 H14B 66.9(8) 2_556 . ?
O2 Eu1 H14B 56.8(9) 2_546 . ?
N1 Eu1 H14B 145.1(8) . . ?
O10 Eu1 H14B 72.9(9) 2_556 . ?
C13 Eu1 H14B 65.4(9) 2_556 . ?
H13B Eu1 H14B 74.3(12) . . ?
O7 Eu2 O5 137.55(6) . . ?
O7 Eu2 O16 94.02(7) . . ?
O5 Eu2 O16 79.62(7) . . ?
O7 Eu2 O6 148.31(6) . 3_676 ?
O5 Eu2 O6 73.54(6) . 3_676 ?
O16 Eu2 O6 99.15(7) . 3_676 ?
O7 Eu2 O12 91.35(6) . 2 ?
O5 Eu2 O12 82.93(6) . 2 ?
O16 Eu2 O12 159.28(7) . 2 ?
O6 Eu2 O12 86.41(6) 3_676 2 ?
O7 Eu2 O8 76.64(7) . 2 ?
O5 Eu2 O8 137.70(6) . 2 ?
O16 Eu2 O8 72.64(7) . 2 ?
O6 Eu2 O8 80.00(6) 3_676 2 ?
O12 Eu2 O8 128.08(6) 2 2 ?
O7 Eu2 O17 66.82(7) . . ?
O5 Eu2 O17 70.73(7) . . ?
O16 Eu2 O17 82.16(8) . . ?
O6 Eu2 O17 143.39(7) 3_676 . ?
O12 Eu2 O17 81.61(7) 2 . ?
O8 Eu2 O17 133.60(7) 2 . ?
O7 Eu2 N2 73.74(6) . 2 ?
O5 Eu2 N2 136.36(6) . 2 ?
O16 Eu2 N2 137.06(7) . 2 ?
O6 Eu2 N2 77.02(6) 3_676 2 ?
O12 Eu2 N2 63.60(6) 2 2 ?
O8 Eu2 N2 64.54(6) 2 2 ?
O17 Eu2 N2 125.97(7) . 2 ?
O2 C1 O1 125.6(2) . . ?
O2 C1 C2 119.6(2) . . ?
O1 C1 C2 114.80(19) . . ?
N1 C2 C3 122.0(2) . . ?
N1 C2 C1 113.32(19) . . ?
C3 C2 C1 124.7(2) . . ?
C2 C3 C4 118.2(2) . . ?
C2 C3 H3 121.7(18) . . ?
C4 C3 H3 120.1(18) . . ?
C6 C4 C3 119.5(2) . . ?
C6 C4 C5 119.9(2) . . ?
C3 C4 C5 120.6(2) . . ?
O5 C5 O6 126.2(2) . . ?
O5 C5 C4 116.5(2) . . ?
O6 C5 C4 117.21(19) . . ?
C7 C6 C4 118.2(2) . . ?
C7 C6 H6 120.2(18) . . ?
C4 C6 H6 121.5(18) . . ?
N1 C7 C6 122.1(2) . . ?
N1 C7 C8 113.73(19) . . ?
C6 C7 C8 124.1(2) . . ?
O4 C8 O3 125.5(2) . . ?
O4 C8 C7 119.6(2) . . ?
O3 C8 C7 114.85(19) . . ?
O7 C9 O8 125.9(2) . . ?
O7 C9 C10 117.2(2) . . ?
O8 C9 C10 116.9(2) . . ?
N2 C10 C11 122.1(2) . . ?
N2 C10 C9 114.00(19) . . ?
C11 C10 C9 123.9(2) . . ?
C12 C11 C10 118.5(2) . . ?
C12 C11 H11 121.6(18) . . ?
C10 C11 H11 119.9(18) . . ?
C11 C12 C14 119.3(2) . . ?
C11 C12 C13 120.6(2) . . ?
C14 C12 C13 120.0(2) . . ?
O10 C13 O9 121.6(2) . . ?
O10 C13 C12 119.6(2) . . ?
O9 C13 C12 118.7(2) . . ?
O10 C13 Eu1 63.01(12) . 2_546 ?
O9 C13 Eu1 59.31(12) . 2_546 ?
C12 C13 Eu1 167.82(16) . 2_546 ?
C15 C14 C12 118.5(2) . . ?
C15 C14 H14 120.0(18) . . ?
C12 C14 H14 121.3(18) . . ?
N2 C15 C14 122.0(2) . . ?
N2 C15 C16 113.5(2) . . ?
C14 C15 C16 124.5(2) . . ?
O11 C16 O12 125.2(2) . . ?
O11 C16 C15 119.9(2) . . ?
O12 C16 C15 114.90(19) . . ?
C1 O1 Eu1 127.17(14) . . ?
C1 O2 Eu1 136.76(15) . 2_556 ?
C8 O3 Eu1 127.42(14) . . ?
C5 O5 Eu2 170.32(16) . . ?
C5 O6 Eu2 127.11(14) . 3_676 ?
C9 O7 Eu2 149.54(17) . . ?
C9 O8 Eu2 124.93(15) . 2_545 ?
C13 O9 Eu1 94.98(13) . 2_546 ?
C13 O10 Eu1 91.26(14) . 2_546 ?
C16 O12 Eu2 126.92(14) . 2_545 ?
Eu1 O13 H13A 124(3) . . ?
Eu1 O13 H13B 108(3) . . ?
H13A O13 H13B 110(4) . . ?
Eu1 O14 H14A 124(3) . . ?
Eu1 O14 H14B 111(4) . . ?
H14A O14 H14B 106(4) . . ?
Eu1 O15 H15A 129(3) . . ?
Eu1 O15 H15B 121(4) . . ?
H15A O15 H15B 110(5) . . ?
Eu2 O16 H16A 123(3) . . ?
Eu2 O16 H16B 122(3) . . ?
H16A O16 H16B 103(4) . . ?
Eu2 O17 H17A 125(3) . . ?
Eu2 O17 H17B 115(3) . . ?
H17A O17 H17B 107(4) . . ?
H18A O18 H18B 101(4) . . ?
C2 N1 C7 119.67(19) . . ?
C2 N1 Eu1 120.13(14) . . ?
C7 N1 Eu1 119.49(14) . . ?
C15 N2 C10 119.5(2) . . ?
C15 N2 Eu2 121.01(15) . 2_545 ?
C10 N2 Eu2 119.39(15) . 2_545 ?

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
O2 C1 C2 N1 165.9(2) . . . . ?
O1 C1 C2 N1 -14.0(3) . . . . ?
O2 C1 C2 C3 -16.9(3) . . . . ?
O1 C1 C2 C3 163.3(2) . . . . ?
N1 C2 C3 C4 -1.0(3) . . . . ?
C1 C2 C3 C4 -178.0(2) . . . . ?
C2 C3 C4 C6 -3.9(3) . . . . ?
C2 C3 C4 C5 173.81(19) . . . . ?
C6 C4 C5 O5 136.2(2) . . . . ?
C3 C4 C5 O5 -41.4(3) . . . . ?
C6 C4 C5 O6 -41.3(3) . . . . ?
C3 C4 C5 O6 141.0(2) . . . . ?
C3 C4 C6 C7 4.6(3) . . . . ?
C5 C4 C6 C7 -173.1(2) . . . . ?
C4 C6 C7 N1 -0.6(3) . . . . ?
C4 C6 C7 C8 178.3(2) . . . . ?
N1 C7 C8 O4 -169.8(2) . . . . ?
C6 C7 C8 O4 11.2(3) . . . . ?
N1 C7 C8 O3 10.1(3) . . . . ?
C6 C7 C8 O3 -168.8(2) . . . . ?
O7 C9 C10 N2 179.1(2) . . . . ?
O8 C9 C10 N2 -1.2(3) . . . . ?
O7 C9 C10 C11 -0.9(3) . . . . ?
O8 C9 C10 C11 178.8(2) . . . . ?
N2 C10 C11 C12 -2.5(3) . . . . ?
C9 C10 C11 C12 177.5(2) . . . . ?
C10 C11 C12 C14 1.0(3) . . . . ?
C10 C11 C12 C13 178.3(2) . . . . ?
C11 C12 C13 O10 168.5(2) . . . . ?
C14 C12 C13 O10 -14.3(3) . . . . ?
C11 C12 C13 O9 -15.3(3) . . . . ?
C14 C12 C13 O9 162.0(2) . . . . ?
C11 C12 C13 Eu1 -92.6(8) . . . 2_546 ?
C14 C12 C13 Eu1 84.7(8) . . . 2_546 ?
C11 C12 C14 C15 1.7(3) . . . . ?
C13 C12 C14 C15 -175.7(2) . . . . ?
C12 C14 C15 N2 -3.0(3) . . . . ?
C12 C14 C15 C16 177.1(2) . . . . ?
N2 C15 C16 O11 -179.8(2) . . . . ?
C14 C15 C16 O11 0.1(3) . . . . ?
N2 C15 C16 O12 0.3(3) . . . . ?
C14 C15 C16 O12 -179.7(2) . . . . ?
O2 C1 O1 Eu1 -169.70(17) . . . . ?
C2 C1 O1 Eu1 10.2(3) . . . . ?
O1 C1 O2 Eu1 1.6(4) . . . 2_556 ?
C2 C1 O2 Eu1 -178.30(14) . . . 2_556 ?
O4 C8 O3 Eu1 177.45(19) . . . . ?
C7 C8 O3 Eu1 -2.5(3) . . . . ?
O5 C5 O6 Eu2 96.8(3) . . . 3_676 ?
C4 C5 O6 Eu2 -85.9(2) . . . 3_676 ?
O8 C9 O7 Eu2 91.4(4) . . . . ?
C10 C9 O7 Eu2 -88.9(3) . . . . ?
O7 C9 O8 Eu2 176.79(18) . . . 2_545 ?
C10 C9 O8 Eu2 -2.8(3) . . . 2_545 ?
O10 C13 O9 Eu1 10.0(2) . . . 2_546 ?
C12 C13 O9 Eu1 -166.16(18) . . . 2_546 ?
O9 C13 O10 Eu1 -9.7(2) . . . 2_546 ?
C12 C13 O10 Eu1 166.48(19) . . . 2_546 ?
O11 C16 O12 Eu2 -178.53(17) . . . 2_545 ?
C15 C16 O12 Eu2 1.3(3) . . . 2_545 ?
C3 C2 N1 C7 5.0(3) . . . . ?
C1 C2 N1 C7 -177.62(19) . . . . ?
C3 C2 N1 Eu1 -165.25(16) . . . . ?
C1 C2 N1 Eu1 12.1(2) . . . . ?
C6 C7 N1 C2 -4.2(3) . . . . ?
C8 C7 N1 C2 176.75(19) . . . . ?
C6 C7 N1 Eu1 166.08(16) . . . . ?
C8 C7 N1 Eu1 -12.9(2) . . . . ?
C14 C15 N2 C10 1.6(3) . . . . ?
C16 C15 N2 C10 -178.50(19) . . . . ?
C14 C15 N2 Eu2 178.43(16) . . . 2_545 ?
C16 C15 N2 Eu2 -1.7(2) . . . 2_545 ?
C11 C10 N2 C15 1.3(3) . . . . ?
C9 C10 N2 C15 -178.74(19) . . . . ?
C11 C10 N2 Eu2 -175.63(17) . . . 2_545 ?
C9 C10 N2 Eu2 4.4(2) . . . 2_545 ?

_refine_diff_density_max         0.767
_refine_diff_density_min         -1.027
_refine_diff_density_rms         0.088

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_CCDC6
_database_code_depnum_ccdc_archive 'CCDC 1968448'
loop_
_audit_author_name
_audit_author_address
'Meijuan Ding'
;Nanjing Tech University
China
;
_audit_update_record             
;
2019-11-27 deposited with the CCDC.	2020-10-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H16 Eu0.18 N2 O18 Y1.82'
_chemical_formula_weight         713.35

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'
Y Y -2.7962 3.5667 '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'

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

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

_cell_length_a                   18.3352(9)
_cell_length_b                   6.8838(4)
_cell_length_c                   18.3844(9)
_cell_angle_alpha                90
_cell_angle_beta                 112.22
_cell_angle_gamma                90
_cell_volume                     2148.16(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    301(2)
_cell_measurement_reflns_used    9836
_cell_measurement_theta_min      3.19
_cell_measurement_theta_max      27.48

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.206
_exptl_crystal_F_000             1409
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    5.515
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      301(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            36723
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.192
_diffrn_reflns_theta_max         27.504
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             4869
_reflns_number_gt                4449
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0161P)²+1.5920P] 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         4869
_refine_ls_number_parameters     367
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0240
_refine_ls_R_factor_gt           0.0197
_refine_ls_wR_factor_ref         0.0446
_refine_ls_wR_factor_gt          0.0433
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Y1 Y 0.37353(2) 0.72295(2) 0.87688(2) 0.01032(6) Uani 0.863(2) 1 d . . P . .
Eu1 Eu 0.37353(2) 0.72295(2) 0.87688(2) 0.01032(6) Uani 0.137(2) 1 d . . P . .
Y2 Y 0.37547(2) 0.75307(2) 0.39588(2) 0.01079(6) Uani 0.9591(19) 1 d . . P . .
Eu2 Eu 0.37547(2) 0.75307(2) 0.39588(2) 0.01079(6) Uani 0.0409(19) 1 d . . P .
.
C1 C 0.30258(11) 0.9661(3) 0.71027(10) 0.0162(4) Uani 1 1 d . . . . .
C2 C 0.38305(11) 0.9133(3) 0.71115(10) 0.0148(4) Uani 1 1 d . . . . .
C3 C 0.40689(11) 0.9347(3) 0.64830(10) 0.0156(4) Uani 1 1 d . . . . .
H3 H 0.373381 0.989604 0.601317 0.019 Uiso 1 1 calc R U . . .
C4 C 0.48185(11) 0.8724(3) 0.65711(10) 0.0145(4) Uani 1 1 d . . . . .
C5 C 0.50819(11) 0.8740(3) 0.58856(10) 0.0141(4) Uani 1 1 d . . . . .
C6 C 0.53274(11) 0.8021(3) 0.72978(10) 0.0152(4) Uani 1 1 d . . . . .
H6 H 0.584421 0.768462 0.738159 0.018 Uiso 1 1 calc R U . . .
C7 C 0.50378(10) 0.7838(3) 0.78921(10) 0.0143(3) Uani 1 1 d . . . . .
C8 C 0.55031(11) 0.7044(3) 0.86999(10) 0.0156(4) Uani 1 1 d . . . . .
C9 C 0.24695(11) 0.4227(3) 0.27091(11) 0.0160(4) Uani 1 1 d . . . . .
C10 C 0.18045(11) 0.3554(3) 0.29494(10) 0.0150(4) Uani 1 1 d . . . . .
C11 C 0.18279(11) 0.3642(3) 0.37133(11) 0.0176(4) Uani 1 1 d . . . . .
H11 H 0.227520 0.408322 0.412287 0.021 Uiso 1 1 calc R U . . .
C12 C 0.11666(11) 0.3054(3) 0.38486(10) 0.0165(4) Uani 1 1 d . . . . .
C13 C 0.11620(11) 0.3052(3) 0.46689(10) 0.0168(4) Uani 1 1 d . . . . .
C14 C 0.05090(11) 0.2375(3) 0.32241(11) 0.0164(4) Uani 1 1 d . . . . .
H14 H 0.005430 0.201050 0.329959 0.020 Uiso 1 1 calc R U . . .
C15 C 0.05498(11) 0.2258(3) 0.24859(10) 0.0139(3) Uani 1 1 d . . . . .
C16 C -0.00947(11) 0.1452(3) 0.17576(10) 0.0149(4) Uani 1 1 d . . . . .
O1 O 0.28607(8) 0.8908(2) 0.76554(8) 0.0225(3) Uani 1 1 d . . . . .
O2 O 0.25881(8) 1.0752(2) 0.65824(8) 0.0199(3) Uani 1 1 d . . . . .
O3 O 0.50918(8) 0.6675(2) 0.91146(8) 0.0200(3) Uani 1 1 d . . . . .
O4 O 0.62170(8) 0.6803(2) 0.89114(8) 0.0287(3) Uani 1 1 d . . . . .
O5 O 0.45965(8) 0.8156(2) 0.52464(8) 0.0227(3) Uani 1 1 d . . . . .
O6 O 0.57805(8) 0.92729(19) 0.60203(8) 0.0191(3) Uani 1 1 d . . . . .
O7 O 0.30662(8) 0.4928(2) 0.32322(8) 0.0226(3) Uani 1 1 d . . . . .
O8 O 0.23692(8) 0.4014(2) 0.20004(8) 0.0234(3) Uani 1 1 d . . . . .
O9 O 0.18095(8) 0.3152(2) 0.52465(8) 0.0219(3) Uani 1 1 d . . . . .
O10 O 0.05231(8) 0.2848(2) 0.47614(8) 0.0233(3) Uani 1 1 d . . . . .
O11 O -0.07160(8) 0.0852(2) 0.17948(8) 0.0218(3) Uani 1 1 d . . . . .
O12 O 0.00653(8) 0.1462(2) 0.11425(7) 0.0211(3) Uani 1 1 d . . . . .
O13 O 0.36663(8) 0.4583(2) 0.78984(8) 0.0228(3) Uani 1 1 d . . . . .
H13A H 0.387159 0.488399 0.753529 0.034 Uiso 1 1 d R U . . .
H13B H 0.316450 0.427131 0.759286 0.034 Uiso 1 1 d R U . . .
O15 O 0.40643(9) 1.0587(2) 0.89869(9) 0.0279(3) Uani 1 1 d . . . . .
H15A H 0.393241 1.125539 0.853588 0.042 Uiso 1 1 d R U . . .
H15B H 0.458573 1.075474 0.920010 0.042 Uiso 1 1 d R U . . .
O16 O 0.28397(8) 0.8121(2) 0.45259(8) 0.0274(3) Uani 1 1 d . . . . .
H6A H 0.287938 0.727137 0.490603 0.041 Uiso 1 1 d R U . . .
H6B H 0.235252 0.791796 0.418305 0.041 Uiso 1 1 d R U . . .
O18 O 0.28726(10) 0.6116(2) 0.57926(10) 0.0381(4) Uani 1 1 d G . . . .
H18A H 0.331245 0.559901 0.605395 0.057 Uiso 1 1 d G U . . .
H18B H 0.256451 0.516439 0.561409 0.057 Uiso 1 1 d G U . . .
N1 N 0.42993(9) 0.8327(2) 0.77877(9) 0.0142(3) Uani 1 1 d . . . . .
N2 N 0.11839(9) 0.2857(2) 0.23566(9) 0.0142(3) Uani 1 1 d . . . . .
O14 O 0.37913(10) 0.4295(2) 0.94940(9) 0.0234(3) Uani 1 1 d . . . . .
H14B H 0.338(2) 0.413(5) 0.9550(18) 0.057(10) Uiso 1 1 d . . . . .
H14A H 0.418(2) 0.404(5) 0.995(2) 0.075(11) Uiso 1 1 d . . . . .
H17A H 0.3902(17) 0.352(5) 0.4491(18) 0.050(9) Uiso 1 1 d . . . . .
O17 O 0.39566(10) 0.4596(2) 0.47135(9) 0.0253(3) Uani 1 1 d . . . . .
H17B H 0.4332(19) 0.438(5) 0.5158(19) 0.059(10) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Y1 O3 2.3537(13) . ?
Y1 O1 2.3695(13) . ?
Y1 O15 2.3842(14) . ?
Y1 O13 2.3961(14) . ?
Y1 O14 2.4008(15) . ?
Y1 O9 2.4590(13) 2_556 ?
Y1 O2 2.4808(13) 2_546 ?
Y1 N1 2.5109(15) . ?
Y1 O10 2.5600(14) 2_556 ?
Y1 C13 2.8629(18) 2_556 ?
Y2 O7 2.3048(13) . ?
Y2 O16 2.3216(14) . ?
Y2 O5 2.3256(13) . ?
Y2 O6 2.3547(13) 3_676 ?
Y2 O12 2.3583(13) 2 ?
Y2 O8 2.3772(14) 2 ?
Y2 O17 2.3988(15) . ?
Y2 N2 2.4733(15) 2 ?
C1 O2 1.242(2) . ?
C1 O1 1.275(2) . ?
C1 C2 1.514(3) . ?
C2 N1 1.336(2) . ?
C2 C3 1.389(2) . ?
C3 C4 1.390(3) . ?
C3 H3 0.9300 . ?
C4 C6 1.395(2) . ?
C4 C5 1.510(2) . ?
C5 O5 1.243(2) . ?
C5 O6 1.264(2) . ?
C6 C7 1.389(2) . ?
C6 H6 0.9300 . ?
C7 N1 1.337(2) . ?
C7 C8 1.508(2) . ?
C8 O4 1.228(2) . ?
C8 O3 1.284(2) . ?
C9 O7 1.249(2) . ?
C9 O8 1.254(2) . ?
C9 C10 1.518(2) . ?
C10 N2 1.332(2) . ?
C10 C11 1.390(2) . ?
C11 C12 1.387(3) . ?
C11 H11 0.9300 . ?
C12 C14 1.394(3) . ?
C12 C13 1.511(2) . ?
C13 O10 1.254(2) . ?
C13 O9 1.260(2) . ?
C14 C15 1.389(3) . ?
C14 H14 0.9300 . ?
C15 N2 1.337(2) . ?
C15 C16 1.517(2) . ?
C16 O11 1.238(2) . ?
C16 O12 1.271(2) . ?
O13 H13A 0.9056 . ?
O13 H13B 0.9041 . ?
O15 H15A 0.8978 . ?
O15 H15B 0.8931 . ?
O16 H6A 0.8930 . ?
O16 H6B 0.8883 . ?
O18 H18A 0.8455 . ?
O18 H18B 0.8459 . ?
O14 H14B 0.80(3) . ?
O14 H14A 0.88(4) . ?
O17 H17A 0.84(3) . ?
O17 H17B 0.86(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Y1 O1 127.83(5) . . ?
O3 Y1 O15 86.42(5) . . ?
O1 Y1 O15 73.62(5) . . ?
O3 Y1 O13 80.83(5) . . ?
O1 Y1 O13 86.92(5) . . ?
O15 Y1 O13 142.69(5) . . ?
O3 Y1 O14 83.95(5) . . ?
O1 Y1 O14 139.72(6) . . ?
O15 Y1 O14 140.11(5) . . ?
O13 Y1 O14 73.24(5) . . ?
O3 Y1 O9 121.67(5) . 2_556 ?
O1 Y1 O9 100.33(5) . 2_556 ?
O15 Y1 O9 76.89(5) . 2_556 ?
O13 Y1 O9 138.98(5) . 2_556 ?
O14 Y1 O9 75.67(5) . 2_556 ?
O3 Y1 O2 146.45(5) . 2_546 ?
O1 Y1 O2 72.50(5) . 2_546 ?
O15 Y1 O2 126.99(5) . 2_546 ?
O13 Y1 O2 73.44(5) . 2_546 ?
O14 Y1 O2 68.40(5) . 2_546 ?
O9 Y1 O2 70.61(5) 2_556 2_546 ?
O3 Y1 N1 64.07(5) . . ?
O1 Y1 N1 63.94(5) . . ?
O15 Y1 N1 71.48(5) . . ?
O13 Y1 N1 71.40(5) . . ?
O14 Y1 N1 135.18(5) . . ?
O9 Y1 N1 147.51(5) 2_556 . ?
O2 Y1 N1 124.36(5) 2_546 . ?
O3 Y1 O10 69.92(4) . 2_556 ?
O1 Y1 O10 138.29(5) . 2_556 ?
O15 Y1 O10 70.22(5) . 2_556 ?
O13 Y1 O10 134.77(5) . 2_556 ?
O14 Y1 O10 70.10(5) . 2_556 ?
O9 Y1 O10 51.78(4) 2_556 2_556 ?
O2 Y1 O10 114.82(4) 2_546 2_556 ?
N1 Y1 O10 120.64(5) . 2_556 ?
O3 Y1 C13 95.69(5) . 2_556 ?
O1 Y1 C13 122.45(5) . 2_556 ?
O15 Y1 C13 73.93(5) . 2_556 ?
O13 Y1 C13 141.92(5) . 2_556 ?
O14 Y1 C13 68.68(5) . 2_556 ?
O9 Y1 C13 26.00(5) 2_556 2_556 ?
O2 Y1 C13 91.66(5) 2_546 2_556 ?
N1 Y1 C13 140.58(5) . 2_556 ?
O10 Y1 C13 25.96(5) 2_556 2_556 ?
O7 Y2 O16 93.78(5) . . ?
O7 Y2 O5 137.83(5) . . ?
O16 Y2 O5 79.90(5) . . ?
O7 Y2 O6 148.35(5) . 3_676 ?
O16 Y2 O6 98.49(5) . 3_676 ?
O5 Y2 O6 73.36(5) . 3_676 ?
O7 Y2 O12 91.70(5) . 2 ?
O16 Y2 O12 158.51(5) . 2 ?
O5 Y2 O12 82.10(5) . 2 ?
O6 Y2 O12 87.45(5) 3_676 2 ?
O7 Y2 O8 76.85(5) . 2 ?
O16 Y2 O8 71.76(5) . 2 ?
O5 Y2 O8 136.99(5) . 2 ?
O6 Y2 O8 79.50(5) 3_676 2 ?
O12 Y2 O8 129.73(4) 2 2 ?
O7 Y2 O17 67.15(5) . . ?
O16 Y2 O17 82.38(5) . . ?
O5 Y2 O17 70.69(5) . . ?
O6 Y2 O17 143.29(5) 3_676 . ?
O12 Y2 O17 80.65(5) 2 . ?
O8 Y2 O17 133.76(5) 2 . ?
O7 Y2 N2 73.82(5) . 2 ?
O16 Y2 N2 136.97(5) . 2 ?
O5 Y2 N2 136.09(5) . 2 ?
O6 Y2 N2 77.35(5) 3_676 2 ?
O12 Y2 N2 64.46(5) 2 2 ?
O8 Y2 N2 65.34(5) 2 2 ?
O17 Y2 N2 126.01(5) . 2 ?
O2 C1 O1 125.49(17) . . ?
O2 C1 C2 119.80(16) . . ?
O1 C1 C2 114.72(16) . . ?
N1 C2 C3 121.61(17) . . ?
N1 C2 C1 113.04(15) . . ?
C3 C2 C1 125.28(16) . . ?
C2 C3 C4 118.60(16) . . ?
C2 C3 H3 120.7 . . ?
C4 C3 H3 120.7 . . ?
C3 C4 C6 119.51(16) . . ?
C3 C4 C5 120.97(16) . . ?
C6 C4 C5 119.49(16) . . ?
O5 C5 O6 126.14(17) . . ?
O5 C5 C4 116.49(16) . . ?
O6 C5 C4 117.31(15) . . ?
C7 C6 C4 117.93(17) . . ?
C7 C6 H6 121.0 . . ?
C4 C6 H6 121.0 . . ?
N1 C7 C6 122.12(16) . . ?
N1 C7 C8 113.45(15) . . ?
C6 C7 C8 124.41(16) . . ?
O4 C8 O3 125.47(17) . . ?
O4 C8 C7 119.96(17) . . ?
O3 C8 C7 114.56(16) . . ?
O7 C9 O8 125.95(17) . . ?
O7 C9 C10 117.39(16) . . ?
O8 C9 C10 116.65(16) . . ?
N2 C10 C11 122.19(17) . . ?
N2 C10 C9 113.79(15) . . ?
C11 C10 C9 124.02(16) . . ?
C12 C11 C10 118.25(17) . . ?
C12 C11 H11 120.9 . . ?
C10 C11 H11 120.9 . . ?
C11 C12 C14 119.50(17) . . ?
C11 C12 C13 120.95(16) . . ?
C14 C12 C13 119.48(16) . . ?
O10 C13 O9 121.52(17) . . ?
O10 C13 C12 119.57(16) . . ?
O9 C13 C12 118.80(17) . . ?
O10 C13 Y1 63.40(10) . 2_546 ?
O9 C13 Y1 58.80(9) . 2_546 ?
C12 C13 Y1 168.02(13) . 2_546 ?
C15 C14 C12 118.34(17) . . ?
C15 C14 H14 120.8 . . ?
C12 C14 H14 120.8 . . ?
N2 C15 C14 121.84(16) . . ?
N2 C15 C16 113.29(15) . . ?
C14 C15 C16 124.87(16) . . ?
O11 C16 O12 125.30(17) . . ?
O11 C16 C15 119.96(16) . . ?
O12 C16 C15 114.74(16) . . ?
C1 O1 Y1 126.85(12) . . ?
C1 O2 Y1 137.07(12) . 2_556 ?
C8 O3 Y1 127.25(12) . . ?
C5 O5 Y2 170.06(13) . . ?
C5 O6 Y2 127.46(12) . 3_676 ?
C9 O7 Y2 151.09(13) . . ?
C9 O8 Y2 124.51(12) . 2_545 ?
C13 O9 Y1 95.20(11) . 2_546 ?
C13 O10 Y1 90.64(11) . 2_546 ?
C16 O12 Y2 126.81(12) . 2_545 ?
Y1 O13 H13A 112.8 . . ?
Y1 O13 H13B 112.3 . . ?
H13A O13 H13B 101.8 . . ?
Y1 O15 H15A 112.3 . . ?
Y1 O15 H15B 111.1 . . ?
H15A O15 H15B 102.1 . . ?
Y2 O16 H6A 112.2 . . ?
Y2 O16 H6B 110.9 . . ?
H6A O16 H6B 102.4 . . ?
H18A O18 H18B 104.4 . . ?
C2 N1 C7 119.92(16) . . ?
C2 N1 Y1 119.91(12) . . ?
C7 N1 Y1 119.40(12) . . ?
C10 N2 C15 119.79(16) . . ?
C10 N2 Y2 119.47(12) . 2_545 ?
C15 N2 Y2 120.67(12) . 2_545 ?
Y1 O14 H14B 110(2) . . ?
Y1 O14 H14A 123(2) . . ?
H14B O14 H14A 108(3) . . ?
Y2 O17 H17A 120(2) . . ?
Y2 O17 H17B 126(2) . . ?
H17A O17 H17B 102(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C1 C2 N1 165.90(17) . . . . ?
O1 C1 C2 N1 -14.0(2) . . . . ?
O2 C1 C2 C3 -17.2(3) . . . . ?
O1 C1 C2 C3 162.93(18) . . . . ?
N1 C2 C3 C4 -0.8(3) . . . . ?
C1 C2 C3 C4 -177.48(17) . . . . ?
C2 C3 C4 C6 -4.1(3) . . . . ?
C2 C3 C4 C5 174.06(16) . . . . ?
C3 C4 C5 O5 -42.8(2) . . . . ?
C6 C4 C5 O5 135.34(18) . . . . ?
C3 C4 C5 O6 139.80(18) . . . . ?
C6 C4 C5 O6 -42.1(2) . . . . ?
C3 C4 C6 C7 4.7(3) . . . . ?
C5 C4 C6 C7 -173.44(16) . . . . ?
C4 C6 C7 N1 -0.6(3) . . . . ?
C4 C6 C7 C8 177.98(17) . . . . ?
N1 C7 C8 O4 -169.53(18) . . . . ?
C6 C7 C8 O4 11.8(3) . . . . ?
N1 C7 C8 O3 10.4(2) . . . . ?
C6 C7 C8 O3 -168.25(17) . . . . ?
O7 C9 C10 N2 178.84(17) . . . . ?
O8 C9 C10 N2 -1.6(2) . . . . ?
O7 C9 C10 C11 -1.2(3) . . . . ?
O8 C9 C10 C11 178.39(18) . . . . ?
N2 C10 C11 C12 -2.7(3) . . . . ?
C9 C10 C11 C12 177.36(17) . . . . ?
C10 C11 C12 C14 0.8(3) . . . . ?
C10 C11 C12 C13 178.04(17) . . . . ?
C11 C12 C13 O10 167.49(18) . . . . ?
C14 C12 C13 O10 -15.3(3) . . . . ?
C11 C12 C13 O9 -16.2(3) . . . . ?
C14 C12 C13 O9 160.96(18) . . . . ?
C11 C12 C13 Y1 -91.3(6) . . . 2_546 ?
C14 C12 C13 Y1 85.9(7) . . . 2_546 ?
C11 C12 C14 C15 1.9(3) . . . . ?
C13 C12 C14 C15 -175.33(17) . . . . ?
C12 C14 C15 N2 -3.1(3) . . . . ?
C12 C14 C15 C16 176.52(17) . . . . ?
N2 C15 C16 O11 -179.74(17) . . . . ?
C14 C15 C16 O11 0.6(3) . . . . ?
N2 C15 C16 O12 0.2(2) . . . . ?
C14 C15 C16 O12 -179.41(17) . . . . ?
O2 C1 O1 Y1 -169.78(14) . . . . ?
C2 C1 O1 Y1 10.1(2) . . . . ?
O1 C1 O2 Y1 1.4(3) . . . 2_556 ?
C2 C1 O2 Y1 -178.44(12) . . . 2_556 ?
O4 C8 O3 Y1 177.08(15) . . . . ?
C7 C8 O3 Y1 -2.9(2) . . . . ?
O5 C5 O6 Y2 97.6(2) . . . 3_676 ?
C4 C5 O6 Y2 -85.29(18) . . . 3_676 ?
O8 C9 O7 Y2 91.8(3) . . . . ?
C10 C9 O7 Y2 -88.6(3) . . . . ?
O7 C9 O8 Y2 176.97(14) . . . 2_545 ?
C10 C9 O8 Y2 -2.6(2) . . . 2_545 ?
O10 C13 O9 Y1 9.8(2) . . . 2_546 ?
C12 C13 O9 Y1 -166.43(14) . . . 2_546 ?
O9 C13 O10 Y1 -9.32(19) . . . 2_546 ?
C12 C13 O10 Y1 166.83(15) . . . 2_546 ?
O11 C16 O12 Y2 -178.79(14) . . . 2_545 ?
C15 C16 O12 Y2 1.2(2) . . . 2_545 ?
C3 C2 N1 C7 5.0(3) . . . . ?
C1 C2 N1 C7 -177.93(16) . . . . ?
C3 C2 N1 Y1 -164.90(13) . . . . ?
C1 C2 N1 Y1 12.2(2) . . . . ?
C6 C7 N1 C2 -4.3(3) . . . . ?
C8 C7 N1 C2 176.98(16) . . . . ?
C6 C7 N1 Y1 165.65(13) . . . . ?
C8 C7 N1 Y1 -13.0(2) . . . . ?
C11 C10 N2 C15 1.6(3) . . . . ?
C9 C10 N2 C15 -178.42(16) . . . . ?
C11 C10 N2 Y2 -175.27(14) . . . 2_545 ?
C9 C10 N2 Y2 4.7(2) . . . 2_545 ?
C14 C15 N2 C10 1.3(3) . . . . ?
C16 C15 N2 C10 -178.31(15) . . . . ?
C14 C15 N2 Y2 178.20(13) . . . 2_545 ?
C16 C15 N2 Y2 -1.5(2) . . . 2_545 ?

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
O17 H17B O12 0.86(3) 1.89(3) 2.744(2) 171(3) 4_666
O17 H17A O6 0.84(3) 2.31(3) 3.104(2) 160(3) 3_666
O14 H14A O4 0.88(4) 2.53(3) 3.033(2) 117(3) 3_667
O14 H14A O3 0.88(4) 1.81(4) 2.687(2) 174(3) 3_667
O16 H6B O4 0.89 1.96 2.7548(19) 148.5 4_575
O16 H6A O18 0.89 1.82 2.688(2) 164.2 .
O15 H15B O10 0.89 1.90 2.732(2) 154.6 4_676
O15 H15A O13 0.90 2.54 3.317(2) 145.8 1_565
O13 H13B O1 0.90 1.78 2.6337(19) 157.3 2_546
O13 H13A O11 0.91 1.86 2.6883(18) 151.0 4_666
C14 H14 O13 0.93 2.61 3.473(2) 154.8 4_565
O17 H17B O12 0.86(3) 1.89(3) 2.744(2) 171(3) 4_666
O17 H17A O6 0.84(3) 2.31(3) 3.104(2) 160(3) 3_666
O14 H14A O4 0.88(4) 2.53(3) 3.033(2) 117(3) 3_667
O14 H14A O3 0.88(4) 1.81(4) 2.687(2) 174(3) 3_667
O16 H6B O4 0.89 1.96 2.7548(19) 148.5 4_575
O16 H6A O18 0.89 1.82 2.688(2) 164.2 .
O15 H15B O10 0.89 1.90 2.732(2) 154.6 4_676
O15 H15A O13 0.90 2.54 3.317(2) 145.8 1_565
O13 H13B O1 0.90 1.78 2.6337(19) 157.3 2_546
O13 H13A O11 0.91 1.86 2.6883(18) 151.0 4_666
C14 H14 O13 0.93 2.61 3.473(2) 154.8 4_565
O16 H6B O4 0.89 1.96 2.7548(19) 148.5 4_575
O16 H6A O18 0.89 1.82 2.688(2) 164.2 .
O15 H15B O10 0.89 1.90 2.732(2) 154.6 4_676
O15 H15A O13 0.90 2.54 3.317(2) 145.8 1_565
O13 H13B O1 0.90 1.78 2.6337(19) 157.3 2_546
O13 H13A O11 0.91 1.86 2.6883(18) 151.0 4_666
C14 H14 O13 0.93 2.61 3.473(2) 154.8 4_565
O14 H14A O4 0.88(4) 2.53(3) 3.033(2) 117(3) 3_667
O14 H14A O3 0.88(4) 1.81(4) 2.687(2) 174(3) 3_667
O16 H6B O4 0.89 1.96 2.7548(19) 148.5 4_575
O16 H6A O18 0.89 1.82 2.688(2) 164.2 .
O15 H15B O10 0.89 1.90 2.732(2) 154.6 4_676
O15 H15A O13 0.90 2.54 3.317(2) 145.8 1_565
O13 H13B O1 0.90 1.78 2.6337(19) 157.3 2_546
O13 H13A O11 0.91 1.86 2.6883(18) 151.0 4_666
C14 H14 O13 0.93 2.61 3.473(2) 154.8 4_565
C14 H14 O13 0.93 2.61 3.473(2) 154.8 4_565
O13 H13A O11 0.91 1.86 2.6883(18) 151.0 4_666
O13 H13B O1 0.90 1.78 2.6337(19) 157.3 2_546
O15 H15A O13 0.90 2.54 3.317(2) 145.8 1_565
O15 H15B O10 0.89 1.90 2.732(2) 154.6 4_676
O16 H6A O18 0.89 1.82 2.688(2) 164.2 .
O16 H6B O4 0.89 1.96 2.7548(19) 148.5 4_575
C14 H14 O13 0.93 2.61 3.473(2) 154.8 4_565
O13 H13A O11 0.91 1.86 2.6883(18) 151.0 4_666
O13 H13B O1 0.90 1.78 2.6337(19) 157.3 2_546
O15 H15A O13 0.90 2.54 3.317(2) 145.8 1_565
O15 H15B O10 0.89 1.90 2.732(2) 154.6 4_676
O16 H6A O18 0.89 1.82 2.688(2) 164.2 .
O16 H6B O4 0.89 1.96 2.7548(19) 148.5 4_575
O14 H14A O3 0.88(4) 1.81(4) 2.687(2) 174(3) 3_667
O14 H14A O4 0.88(4) 2.53(3) 3.033(2) 117(3) 3_667
O17 H17A O6 0.84(3) 2.31(3) 3.104(2) 160(3) 3_666
O17 H17B O12 0.86(3) 1.89(3) 2.744(2) 171(3) 4_666

_refine_diff_density_max         0.383
_refine_diff_density_min         -0.582
_refine_diff_density_rms         0.066

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_CCDC7
_database_code_depnum_ccdc_archive 'CCDC 1968473'
loop_
_audit_author_name
_audit_author_address
'Meijuan Ding'
;Nanjing Tech University
China
;
_audit_update_record             
;
2019-11-27 deposited with the CCDC.	2020-10-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H16 Eu0.98 N2 O18 Y1.02'
_chemical_formula_weight         763.93

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'
Y Y -2.7962 3.5667 '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'

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

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

_cell_length_a                   18.3578(7)
_cell_length_b                   6.9013(3)
_cell_length_c                   18.4646(8)
_cell_angle_alpha                90
_cell_angle_beta                 112.1571(11)
_cell_angle_gamma                90
_cell_volume                     2166.58(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9950
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      27.56

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.342
_exptl_crystal_F_000             1486
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    5.630
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22849
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.982
_diffrn_reflns_theta_max         27.562
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4984
_reflns_number_gt                4544
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0173P)²+1.6562P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4939
_refine_ls_number_parameters     409
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0246
_refine_ls_R_factor_gt           0.0208
_refine_ls_wR_factor_ref         0.0442
_refine_ls_wR_factor_gt          0.0431
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Y1 Y 0.37349(2) 0.72307(2) 0.87740(2) 0.00879(5) Uani 0.405(3) 1 d . . P . .
Eu1 Eu 0.37349(2) 0.72307(2) 0.87740(2) 0.00879(5) Uani 0.595(3) 1 d . . P . .
Y2 Y 0.37525(2) 0.75220(2) 0.39630(2) 0.00959(6) Uani 0.615(3) 1 d . . P . .
Eu2 Eu 0.37525(2) 0.75220(2) 0.39630(2) 0.00959(6) Uani 0.385(3) 1 d . . P . .
C1 C 0.30318(12) 0.9653(3) 0.71009(13) 0.0159(5) Uani 1 1 d . . . . .
C2 C 0.38364(12) 0.9121(3) 0.71101(13) 0.0142(4) Uani 1 1 d . . . . .
C3 C 0.40709(13) 0.9334(3) 0.64846(13) 0.0152(5) Uani 1 1 d . . . . .
C4 C 0.48199(12) 0.8720(3) 0.65730(12) 0.0138(4) Uani 1 1 d . . . . .
C5 C 0.50802(12) 0.8730(3) 0.58889(13) 0.0133(4) Uani 1 1 d . . . . .
C6 C 0.53267(13) 0.8026(3) 0.72957(13) 0.0146(4) Uani 1 1 d . . . . .
C7 C 0.50402(12) 0.7843(3) 0.78873(13) 0.0137(4) Uani 1 1 d . . . . .
C8 C 0.55070(12) 0.7057(3) 0.86919(13) 0.0149(4) Uani 1 1 d . . . . .
C9 C 0.24692(13) 0.4204(3) 0.27090(13) 0.0163(5) Uani 1 1 d . . . . .
C10 C 0.18064(12) 0.3542(3) 0.29508(12) 0.0141(4) Uani 1 1 d . . . . .
C11 C 0.18251(13) 0.3628(3) 0.37058(13) 0.0171(5) Uani 1 1 d . . . . .
C12 C 0.11646(13) 0.3042(3) 0.38453(13) 0.0157(5) Uani 1 1 d . . . . .
C13 C 0.11618(13) 0.3045(3) 0.46610(13) 0.0163(5) Uani 1 1 d . . . . .
C14 C 0.05124(14) 0.2373(3) 0.32218(14) 0.0156(5) Uani 1 1 d . . . . .
C15 C 0.05523(13) 0.2254(3) 0.24884(13) 0.0137(5) Uani 1 1 d . . . . .
C16 C -0.00951(12) 0.1455(3) 0.17633(13) 0.0143(4) Uani 1 1 d . . . . .
O1 O 0.28628(9) 0.8908(2) 0.76478(9) 0.0218(4) Uani 1 1 d . . . . .
O2 O 0.25968(9) 1.0742(2) 0.65804(9) 0.0203(4) Uani 1 1 d . . . . .
O3 O 0.51019(9) 0.6698(2) 0.91113(9) 0.0199(4) Uani 1 1 d . . . . .
O4 O 0.62182(9) 0.6818(3) 0.88961(10) 0.0286(4) Uani 1 1 d . . . . .
O5 O 0.45977(9) 0.8158(2) 0.52539(9) 0.0225(4) Uani 1 1 d . . . . .
O6 O 0.57792(9) 0.9260(2) 0.60219(9) 0.0188(4) Uani 1 1 d . . . . .
O7 O 0.30657(9) 0.4897(2) 0.32342(9) 0.0223(4) Uani 1 1 d . . . . .
O8 O 0.23727(9) 0.3998(3) 0.20058(9) 0.0235(4) Uani 1 1 d . . . . .
O9 O 0.18098(9) 0.3165(2) 0.52332(9) 0.0214(4) Uani 1 1 d . . . . .
O10 O 0.05278(10) 0.2838(2) 0.47567(10) 0.0226(4) Uani 1 1 d . . . . .
O11 O -0.07151(9) 0.0859(2) 0.18031(9) 0.0216(4) Uani 1 1 d . . . . .
O12 O 0.00630(9) 0.1460(2) 0.11498(9) 0.0204(4) Uani 1 1 d . . . . .
O13 O 0.36668(10) 0.4554(3) 0.79024(10) 0.0230(4) Uani 1 1 d . . . . .
O14 O 0.37795(12) 0.4275(3) 0.95061(10) 0.0244(4) Uani 1 1 d . . . . .
O15 O 0.40737(12) 1.0608(3) 0.89799(12) 0.0284(4) Uani 1 1 d . . . . .
O16 O 0.28309(11) 0.8110(3) 0.45321(12) 0.0285(4) Uani 1 1 d . . . . .
O17 O 0.39590(11) 0.4569(3) 0.47211(11) 0.0257(4) Uani 1 1 d . . . . .
O18 O 0.28764(14) 0.6099(3) 0.57979(13) 0.0376(5) Uani 1 1 d . . . . .
N1 N 0.42996(10) 0.8325(3) 0.77844(11) 0.0141(4) Uani 1 1 d . . . . .
N2 N 0.11860(10) 0.2847(3) 0.23585(11) 0.0139(4) Uani 1 1 d . . . . .
H14 H 0.0056(15) 0.201(4) 0.3299(15) 0.021(7) Uiso 1 1 d . . . . .
H6 H 0.5882(14) 0.761(3) 0.7391(15) 0.016(6) Uiso 1 1 d . . . . .
H3 H 0.3712(14) 0.989(4) 0.5987(15) 0.023(7) Uiso 1 1 d . . . . .
H11 H 0.2286(14) 0.403(3) 0.4132(15) 0.018(6) Uiso 1 1 d . . . . .
H17A H 0.432(2) 0.444(5) 0.523(2) 0.075(12) Uiso 1 1 d . . . . .
H14A H 0.421(3) 0.393(6) 0.999(3) 0.103(15) Uiso 1 1 d . . . . .
H16A H 0.285(3) 0.744(6) 0.496(3) 0.093(16) Uiso 1 1 d . . . . .
H18A H 0.256(2) 0.507(5) 0.561(2) 0.057(11) Uiso 1 1 d . . . . .
H13A H 0.316(2) 0.416(5) 0.7641(19) 0.051(10) Uiso 1 1 d . . . . .
H13B H 0.388(2) 0.451(5) 0.757(2) 0.057(11) Uiso 1 1 d . . . . .
H15A H 0.457(3) 1.104(6) 0.927(3) 0.093(15) Uiso 1 1 d . . . . .
H17B H 0.391(2) 0.350(6) 0.450(2) 0.071(13) Uiso 1 1 d . . . . .
H16B H 0.236(2) 0.833(6) 0.425(2) 0.071(13) Uiso 1 1 d . . . . .
H15B H 0.386(3) 1.175(7) 0.886(3) 0.101(16) Uiso 1 1 d . . . . .
H18B H 0.332(3) 0.554(7) 0.608(3) 0.109(18) Uiso 1 1 d . . . . .
H14B H 0.339(2) 0.401(5) 0.956(2) 0.057(12) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Y1 O3 2.3753(15) . ?
Y1 O1 2.3908(15) . ?
Y1 O15 2.4055(18) . ?
Y1 O13 2.4221(17) . ?
Y1 O14 2.4315(18) . ?
Y1 O9 2.4818(16) 2_556 ?
Y1 O2 2.5007(15) 2_546 ?
Y1 N1 2.5323(18) . ?
Y1 O10 2.5687(17) 2_556 ?
Y1 C13 2.879(2) 2_556 ?
Y2 O7 2.3242(15) . ?
Y2 O16 2.3392(18) . ?
Y2 O5 2.3434(16) . ?
Y2 O12 2.3772(15) 2 ?
Y2 O6 2.3777(16) 3_676 ?
Y2 O8 2.3912(15) 2 ?
Y2 O17 2.4197(18) . ?
Y2 N2 2.4949(18) 2 ?
C1 O2 1.244(3) . ?
C1 O1 1.272(3) . ?
C1 C2 1.516(3) . ?
C2 N1 1.333(3) . ?
C2 C3 1.384(3) . ?
C3 C4 1.388(3) . ?
C3 H3 0.98(3) . ?
C4 C6 1.393(3) . ?
C4 C5 1.510(3) . ?
C5 O5 1.238(3) . ?
C5 O6 1.266(3) . ?
C6 C7 1.385(3) . ?
C6 H6 1.01(2) . ?
C7 N1 1.342(3) . ?
C7 C8 1.509(3) . ?
C8 O4 1.226(3) . ?
C8 O3 1.284(3) . ?
C9 O8 1.251(3) . ?
C9 O7 1.252(3) . ?
C9 C10 1.516(3) . ?
C10 N2 1.336(3) . ?
C10 C11 1.383(3) . ?
C11 C12 1.391(3) . ?
C11 H11 0.95(2) . ?
C12 C14 1.390(3) . ?
C12 C13 1.508(3) . ?
C13 O10 1.250(3) . ?
C13 O9 1.261(3) . ?
C14 C15 1.386(3) . ?
C14 H14 0.93(2) . ?
C15 N2 1.338(3) . ?
C15 C16 1.520(3) . ?
C16 O11 1.238(2) . ?
C16 O12 1.271(3) . ?
O13 H13A 0.92(3) . ?
O13 H13B 0.84(4) . ?
O14 H14A 0.97(5) . ?
O14 H14B 0.79(4) . ?
O15 H15A 0.91(5) . ?
O15 H15B 0.87(5) . ?
O16 H16A 0.90(5) . ?
O16 H16B 0.84(4) . ?
O17 H17A 0.92(4) . ?
O17 H17B 0.83(4) . ?
O18 H18A 0.90(4) . ?
O18 H18B 0.87(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Y1 O1 126.71(5) . . ?
O3 Y1 O15 85.64(7) . . ?
O1 Y1 O15 73.54(7) . . ?
O3 Y1 O13 80.84(6) . . ?
O1 Y1 O13 86.65(6) . . ?
O15 Y1 O13 142.15(6) . . ?
O3 Y1 O14 85.05(6) . . ?
O1 Y1 O14 139.54(6) . . ?
O15 Y1 O14 140.59(6) . . ?
O13 Y1 O14 73.26(6) . . ?
O3 Y1 O9 121.79(5) . 2_556 ?
O1 Y1 O9 101.09(5) . 2_556 ?
O15 Y1 O9 77.50(6) . 2_556 ?
O13 Y1 O9 139.01(6) . 2_556 ?
O14 Y1 O9 75.28(6) . 2_556 ?
O3 Y1 O2 146.82(5) . 2_546 ?
O1 Y1 O2 72.75(5) . 2_546 ?
O15 Y1 O2 127.47(6) . 2_546 ?
O13 Y1 O2 73.29(6) . 2_546 ?
O14 Y1 O2 68.00(6) . 2_546 ?
O9 Y1 O2 70.95(5) 2_556 2_546 ?
O3 Y1 N1 63.63(5) . . ?
O1 Y1 N1 63.27(5) . . ?
O15 Y1 N1 70.93(6) . . ?
O13 Y1 N1 71.37(6) . . ?
O14 Y1 N1 135.58(6) . . ?
O9 Y1 N1 147.58(6) 2_556 . ?
O2 Y1 N1 124.02(5) 2_546 . ?
O3 Y1 O10 70.40(5) . 2_556 ?
O1 Y1 O10 138.84(6) . 2_556 ?
O15 Y1 O10 70.92(6) . 2_556 ?
O13 Y1 O10 134.49(6) . 2_556 ?
O14 Y1 O10 69.87(6) . 2_556 ?
O9 Y1 O10 51.40(5) 2_556 2_556 ?
O2 Y1 O10 114.65(5) 2_546 2_556 ?
N1 Y1 O10 121.16(6) . 2_556 ?
O3 Y1 C13 95.97(6) . 2_556 ?
O1 Y1 C13 123.19(6) . 2_556 ?
O15 Y1 C13 74.74(6) . 2_556 ?
O13 Y1 C13 141.56(6) . 2_556 ?
O14 Y1 C13 68.30(6) . 2_556 ?
O9 Y1 C13 25.88(6) 2_556 2_556 ?
O2 Y1 C13 91.76(6) 2_546 2_556 ?
N1 Y1 C13 140.90(6) . 2_556 ?
O10 Y1 C13 25.72(6) 2_556 2_556 ?
O7 Y2 O16 93.95(6) . . ?
O7 Y2 O5 137.85(6) . . ?
O16 Y2 O5 79.87(6) . . ?
O7 Y2 O12 91.34(6) . 2 ?
O16 Y2 O12 158.96(6) . 2 ?
O5 Y2 O12 82.55(5) . 2 ?
O7 Y2 O6 148.15(6) . 3_676 ?
O16 Y2 O6 98.76(6) . 3_676 ?
O5 Y2 O6 73.47(6) . 3_676 ?
O12 Y2 O6 87.16(5) 2 3_676 ?
O7 Y2 O8 76.81(6) . 2 ?
O16 Y2 O8 72.24(6) . 2 ?
O5 Y2 O8 137.30(6) . 2 ?
O12 Y2 O8 128.79(5) 2 2 ?
O6 Y2 O8 79.48(6) 3_676 2 ?
O7 Y2 O17 67.11(6) . . ?
O16 Y2 O17 82.44(7) . . ?
O5 Y2 O17 70.74(6) . . ?
O12 Y2 O17 80.91(6) 2 . ?
O6 Y2 O17 143.39(6) 3_676 . ?
O8 Y2 O17 133.96(6) 2 . ?
O7 Y2 N2 73.65(6) . 2 ?
O16 Y2 N2 136.95(7) . 2 ?
O5 Y2 N2 136.15(6) . 2 ?
O12 Y2 N2 64.01(5) 2 2 ?
O6 Y2 N2 77.17(6) 3_676 2 ?
O8 Y2 N2 64.85(6) 2 2 ?
O17 Y2 N2 125.91(6) . 2 ?
O2 C1 O1 125.5(2) . . ?
O2 C1 C2 119.61(19) . . ?
O1 C1 C2 114.94(19) . . ?
N1 C2 C3 122.25(19) . . ?
N1 C2 C1 112.71(18) . . ?
C3 C2 C1 124.98(19) . . ?
C2 C3 C4 118.4(2) . . ?
C2 C3 H3 120.7(14) . . ?
C4 C3 H3 120.9(14) . . ?
C3 C4 C6 119.5(2) . . ?
C3 C4 C5 120.81(19) . . ?
C6 C4 C5 119.70(19) . . ?
O5 C5 O6 125.9(2) . . ?
O5 C5 C4 116.86(19) . . ?
O6 C5 C4 117.16(19) . . ?
C7 C6 C4 118.2(2) . . ?
C7 C6 H6 119.7(15) . . ?
C4 C6 H6 122.1(15) . . ?
N1 C7 C6 122.1(2) . . ?
N1 C7 C8 113.42(19) . . ?
C6 C7 C8 124.46(19) . . ?
O4 C8 O3 125.5(2) . . ?
O4 C8 C7 119.6(2) . . ?
O3 C8 C7 114.86(18) . . ?
O8 C9 O7 126.0(2) . . ?
O8 C9 C10 117.16(19) . . ?
O7 C9 C10 116.85(19) . . ?
N2 C10 C11 122.0(2) . . ?
N2 C10 C9 113.47(18) . . ?
C11 C10 C9 124.51(19) . . ?
C10 C11 C12 118.8(2) . . ?
C10 C11 H11 121.4(14) . . ?
C12 C11 H11 119.7(14) . . ?
C14 C12 C11 118.8(2) . . ?
C14 C12 C13 120.09(19) . . ?
C11 C12 C13 121.06(19) . . ?
O10 C13 O9 121.6(2) . . ?
O10 C13 C12 119.7(2) . . ?
O9 C13 C12 118.65(19) . . ?
O10 C13 Y1 63.13(12) . 2_546 ?
O9 C13 Y1 59.18(11) . 2_546 ?
C12 C13 Y1 168.06(16) . 2_546 ?
C15 C14 C12 118.8(2) . . ?
C15 C14 H14 120.9(16) . . ?
C12 C14 H14 120.3(16) . . ?
N2 C15 C14 121.8(2) . . ?
N2 C15 C16 113.40(19) . . ?
C14 C15 C16 124.8(2) . . ?
O11 C16 O12 125.3(2) . . ?
O11 C16 C15 119.94(19) . . ?
O12 C16 C15 114.76(18) . . ?
C1 O1 Y1 127.06(14) . . ?
C1 O2 Y1 136.87(14) . 2_556 ?
C8 O3 Y1 127.37(14) . . ?
C5 O5 Y2 170.41(15) . . ?
C5 O6 Y2 127.42(13) . 3_676 ?
C9 O7 Y2 150.63(16) . . ?
C9 O8 Y2 124.70(14) . 2_545 ?
C13 O9 Y1 94.95(13) . 2_546 ?
C13 O10 Y1 91.16(13) . 2_546 ?
C16 O12 Y2 127.07(14) . 2_545 ?
Y1 O13 H13A 111.1(19) . . ?
Y1 O13 H13B 126(2) . . ?
H13A O13 H13B 105(3) . . ?
Y1 O14 H14A 124(3) . . ?
Y1 O14 H14B 115(3) . . ?
H14A O14 H14B 106(3) . . ?
Y1 O15 H15A 123(3) . . ?
Y1 O15 H15B 140(3) . . ?
H15A O15 H15B 96(4) . . ?
Y2 O16 H16A 120(3) . . ?
Y2 O16 H16B 120(3) . . ?
H16A O16 H16B 109(4) . . ?
Y2 O17 H17A 124(2) . . ?
Y2 O17 H17B 120(3) . . ?
H17A O17 H17B 108(3) . . ?
H18A O18 H18B 102(4) . . ?
C2 N1 C7 119.33(19) . . ?
C2 N1 Y1 120.42(13) . . ?
C7 N1 Y1 119.51(14) . . ?
C10 N2 C15 119.60(19) . . ?
C10 N2 Y2 119.60(14) . 2_545 ?
C15 N2 Y2 120.74(14) . 2_545 ?

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
O2 C1 C2 N1 165.8(2) . . . . ?
O1 C1 C2 N1 -14.3(3) . . . . ?
O2 C1 C2 C3 -17.1(3) . . . . ?
O1 C1 C2 C3 162.8(2) . . . . ?
N1 C2 C3 C4 -1.0(3) . . . . ?
C1 C2 C3 C4 -177.9(2) . . . . ?
C2 C3 C4 C6 -3.9(3) . . . . ?
C2 C3 C4 C5 173.9(2) . . . . ?
C3 C4 C5 O5 -42.1(3) . . . . ?
C6 C4 C5 O5 135.7(2) . . . . ?
C3 C4 C5 O6 140.2(2) . . . . ?
C6 C4 C5 O6 -42.0(3) . . . . ?
C3 C4 C6 C7 4.6(3) . . . . ?
C5 C4 C6 C7 -173.2(2) . . . . ?
C4 C6 C7 N1 -0.5(3) . . . . ?
C4 C6 C7 C8 178.0(2) . . . . ?
N1 C7 C8 O4 -169.9(2) . . . . ?
C6 C7 C8 O4 11.5(3) . . . . ?
N1 C7 C8 O3 9.9(3) . . . . ?
C6 C7 C8 O3 -168.8(2) . . . . ?
O8 C9 C10 N2 -1.3(3) . . . . ?
O7 C9 C10 N2 179.0(2) . . . . ?
O8 C9 C10 C11 178.5(2) . . . . ?
O7 C9 C10 C11 -1.1(3) . . . . ?
N2 C10 C11 C12 -2.6(3) . . . . ?
C9 C10 C11 C12 177.6(2) . . . . ?
C10 C11 C12 C14 0.7(3) . . . . ?
C10 C11 C12 C13 178.1(2) . . . . ?
C14 C12 C13 O10 -14.9(3) . . . . ?
C11 C12 C13 O10 167.7(2) . . . . ?
C14 C12 C13 O9 161.7(2) . . . . ?
C11 C12 C13 O9 -15.6(3) . . . . ?
C14 C12 C13 Y1 85.5(8) . . . 2_546 ?
C11 C12 C13 Y1 -91.9(8) . . . 2_546 ?
C11 C12 C14 C15 2.1(3) . . . . ?
C13 C12 C14 C15 -175.4(2) . . . . ?
C12 C14 C15 N2 -3.1(3) . . . . ?
C12 C14 C15 C16 176.7(2) . . . . ?
N2 C15 C16 O11 -179.86(19) . . . . ?
C14 C15 C16 O11 0.3(3) . . . . ?
N2 C15 C16 O12 0.4(3) . . . . ?
C14 C15 C16 O12 -179.4(2) . . . . ?
O2 C1 O1 Y1 -169.50(17) . . . . ?
C2 C1 O1 Y1 10.6(3) . . . . ?
O1 C1 O2 Y1 1.6(4) . . . 2_556 ?
C2 C1 O2 Y1 -178.53(14) . . . 2_556 ?
O4 C8 O3 Y1 177.55(17) . . . . ?
C7 C8 O3 Y1 -2.2(3) . . . . ?
O5 C5 O6 Y2 97.0(2) . . . 3_676 ?
C4 C5 O6 Y2 -85.5(2) . . . 3_676 ?
O8 C9 O7 Y2 91.6(4) . . . . ?
C10 C9 O7 Y2 -88.8(3) . . . . ?
O7 C9 O8 Y2 176.87(17) . . . 2_545 ?
C10 C9 O8 Y2 -2.7(3) . . . 2_545 ?
O10 C13 O9 Y1 10.1(2) . . . 2_546 ?
C12 C13 O9 Y1 -166.46(18) . . . 2_546 ?
O9 C13 O10 Y1 -9.7(2) . . . 2_546 ?
C12 C13 O10 Y1 166.81(18) . . . 2_546 ?
O11 C16 O12 Y2 -178.71(16) . . . 2_545 ?
C15 C16 O12 Y2 1.0(3) . . . 2_545 ?
C3 C2 N1 C7 5.2(3) . . . . ?
C1 C2 N1 C7 -177.62(19) . . . . ?
C3 C2 N1 Y1 -164.98(16) . . . . ?
C1 C2 N1 Y1 12.2(2) . . . . ?
C6 C7 N1 C2 -4.4(3) . . . . ?
C8 C7 N1 C2 176.96(19) . . . . ?
C6 C7 N1 Y1 165.85(17) . . . . ?
C8 C7 N1 Y1 -12.8(2) . . . . ?
C11 C10 N2 C15 1.6(3) . . . . ?
C9 C10 N2 C15 -178.50(18) . . . . ?
C11 C10 N2 Y2 -175.43(16) . . . 2_545 ?
C9 C10 N2 Y2 4.4(2) . . . 2_545 ?
C14 C15 N2 C10 1.3(3) . . . . ?
C16 C15 N2 C10 -178.54(19) . . . . ?
C14 C15 N2 Y2 178.31(15) . . . 2_545 ?
C16 C15 N2 Y2 -1.5(2) . . . 2_545 ?

_refine_diff_density_max         0.447
_refine_diff_density_min         -0.948
_refine_diff_density_rms         0.117

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_CCDC8
_database_code_depnum_ccdc_archive 'CCDC 1968487'
loop_
_audit_author_name
_audit_author_address
'Meijuan Ding'
;Nanjing Tech University
China
;
_audit_update_record             
;
2019-11-27 deposited with the CCDC.	2020-10-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H16 Eu1.10 N2 O18 Y0.90'
_chemical_formula_weight         771.30

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'
Y Y -2.7962 3.5667 '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'

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

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

_cell_length_a                   18.356(3)
_cell_length_b                   6.8895(13)
_cell_length_c                   18.502(3)
_cell_angle_alpha                90
_cell_angle_beta                 112.176(7)
_cell_angle_gamma                90
_cell_volume                     2166.8(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    301(2)
_cell_measurement_reflns_used    8044
_cell_measurement_theta_min      3.19
_cell_measurement_theta_max      27.93

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.364
_exptl_crystal_F_000             1497.49
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    5.654
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      301(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23507
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.187
_diffrn_reflns_theta_max         27.554
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measured_fraction_theta_full 0.964
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_Laue_measured_fraction_full 0.964
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_point_group_measured_fraction_full 0.964
_reflns_number_total             4729
_reflns_number_gt                4361
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+2.2118P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4729
_refine_ls_number_parameters     409
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0254
_refine_ls_R_factor_gt           0.0216
_refine_ls_wR_factor_ref         0.0418
_refine_ls_wR_factor_gt          0.0410
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_restrained_S_all      1.130
_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
Y1 Y 0.37349(2) 0.72299(2) 0.87747(2) 0.01008(6) Uani 0.354(3) 1 d . . P . .
Eu1 Eu 0.37349(2) 0.72299(2) 0.87747(2) 0.01008(6) Uani 0.646(3) 1 d . . P . .
Y2 Y 0.37523(2) 0.75203(2) 0.39636(2) 0.01085(6) Uani 0.549(3) 1 d . . P . .
Eu2 Eu 0.37523(2) 0.75203(2) 0.39636(2) 0.01085(6) Uani 0.451(3) 1 d . . P . .
C1 C 0.30323(16) 0.9655(4) 0.71014(15) 0.0174(5) Uani 1 1 d . . . . .
C2 C 0.38346(15) 0.9122(3) 0.71109(15) 0.0153(5) Uani 1 1 d . . . . .
C3 C 0.40704(16) 0.9337(4) 0.64843(16) 0.0167(5) Uani 1 1 d . . . . .
C4 C 0.48181(15) 0.8721(3) 0.65722(15) 0.0154(5) Uani 1 1 d . . . . .
C5 C 0.50797(15) 0.8735(3) 0.58899(15) 0.0153(5) Uani 1 1 d . . . . .
C6 C 0.53250(15) 0.8031(4) 0.72949(15) 0.0161(5) Uani 1 1 d . . . . .
C7 C 0.50360(15) 0.7839(3) 0.78868(15) 0.0157(5) Uani 1 1 d . . . . .
C8 C 0.55068(15) 0.7063(4) 0.86907(15) 0.0171(5) Uani 1 1 d . . . . .
C9 C 0.24716(16) 0.4200(4) 0.27122(16) 0.0182(6) Uani 1 1 d . . . . .
C10 C 0.18060(16) 0.3532(3) 0.29489(15) 0.0161(5) Uani 1 1 d . . . . .
C11 C 0.18262(17) 0.3623(4) 0.37056(16) 0.0187(6) Uani 1 1 d . . . . .
C12 C 0.11652(15) 0.3044(4) 0.38443(15) 0.0170(5) Uani 1 1 d . . . . .
C13 C 0.11631(16) 0.3047(4) 0.46583(16) 0.0184(5) Uani 1 1 d . . . . .
C14 C 0.05102(16) 0.2373(3) 0.32203(16) 0.0176(5) Uani 1 1 d . . . . .
C15 C 0.05519(15) 0.2251(3) 0.24897(15) 0.0154(5) Uani 1 1 d . . . . .
C16 C -0.00943(15) 0.1456(3) 0.17662(15) 0.0155(5) Uani 1 1 d . . . . .
O1 O 0.28624(11) 0.8908(3) 0.76460(12) 0.0240(4) Uani 1 1 d . . . . .
O2 O 0.25986(11) 1.0741(3) 0.65805(11) 0.0215(4) Uani 1 1 d . . . . .
O3 O 0.51031(11) 0.6697(3) 0.91114(11) 0.0219(4) Uani 1 1 d . . . . .
O4 O 0.62183(12) 0.6820(3) 0.88935(12) 0.0308(5) Uani 1 1 d . . . . .
O5 O 0.45968(12) 0.8158(3) 0.52548(11) 0.0248(4) Uani 1 1 d . . . . .
O6 O 0.57768(11) 0.9257(3) 0.60209(11) 0.0206(4) Uani 1 1 d . . . . .
O7 O 0.30678(12) 0.4887(3) 0.32360(11) 0.0242(4) Uani 1 1 d . . . . .
O8 O 0.23738(12) 0.3996(3) 0.20067(11) 0.0257(5) Uani 1 1 d . . . . .
O9 O 0.18105(12) 0.3169(3) 0.52296(11) 0.0237(4) Uani 1 1 d . . . . .
O10 O 0.05296(12) 0.2837(3) 0.47556(11) 0.0248(4) Uani 1 1 d . . . . .
O11 O -0.07140(11) 0.0864(3) 0.18042(11) 0.0234(4) Uani 1 1 d . . . . .
O12 O 0.00613(11) 0.1460(3) 0.11492(11) 0.0222(4) Uani 1 1 d . . . . .
O13 O 0.36676(13) 0.4543(3) 0.79013(12) 0.0247(5) Uani 1 1 d . . . . .
O14 O 0.37794(15) 0.4267(3) 0.95084(13) 0.0263(5) Uani 1 1 d . . . . .
O15 O 0.40747(16) 1.0619(3) 0.89792(14) 0.0304(5) Uani 1 1 d . . . . .
O16 O 0.28299(14) 0.8104(4) 0.45346(14) 0.0311(5) Uani 1 1 d . . . . .
O17 O 0.39562(13) 0.4561(3) 0.47220(13) 0.0275(5) Uani 1 1 d . . . . .
O18 O 0.28771(17) 0.6096(4) 0.57995(15) 0.0407(6) Uani 1 1 d . . . . .
N1 N 0.43003(13) 0.8325(3) 0.77836(13) 0.0154(4) Uani 1 1 d . . . . .
N2 N 0.11844(13) 0.2847(3) 0.23571(12) 0.0153(4) Uani 1 1 d . . . . .
H3 H 0.3724(18) 0.989(4) 0.5993(18) 0.026(8) Uiso 1 1 d . . . . .
H6 H 0.5855(17) 0.760(3) 0.7379(15) 0.010(6) Uiso 1 1 d . . . . .
H11 H 0.2265(19) 0.405(4) 0.4125(18) 0.022(8) Uiso 1 1 d . . . . .
H13A H 0.314(3) 0.420(6) 0.763(2) 0.063(13) Uiso 1 1 d . . . . .
H13B H 0.388(2) 0.449(5) 0.754(2) 0.054(12) Uiso 1 1 d . . . . .
H14 H 0.0062(18) 0.193(4) 0.3295(17) 0.019(7) Uiso 1 1 d . . . . .
H14A H 0.335(3) 0.405(8) 0.956(3) 0.10(2) Uiso 1 1 d . . . . .
H14B H 0.417(3) 0.392(6) 0.999(3) 0.061(13) Uiso 1 1 d . . . . .
H15A H 0.453(3) 1.103(7) 0.928(3) 0.076(16) Uiso 1 1 d . . . . .
H15B H 0.377(4) 1.172(12) 0.880(4) 0.16(3) Uiso 1 1 d . . . . .
H16A H 0.240(3) 0.832(6) 0.429(3) 0.052(13) Uiso 1 1 d . . . . .
H16B H 0.288(3) 0.743(6) 0.498(3) 0.065(14) Uiso 1 1 d . . . . .
H17A H 0.432(3) 0.443(6) 0.522(3) 0.056(12) Uiso 1 1 d . . . . .
H17B H 0.389(3) 0.347(7) 0.446(3) 0.072(14) Uiso 1 1 d . . . . .
H18A H 0.255(3) 0.507(6) 0.561(3) 0.064(13) Uiso 1 1 d . . . . .
H18B H 0.334(5) 0.543(10) 0.611(4) 0.15(3) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Y1 O3 2.3769(19) . ?
Y1 O1 2.3952(19) . ?
Y1 O15 2.410(2) . ?
Y1 O13 2.430(2) . ?
Y1 O14 2.435(2) . ?
Y1 O9 2.4914(19) 2_556 ?
Y1 O2 2.5022(19) 2_546 ?
Y1 N1 2.539(2) . ?
Y1 O10 2.573(2) 2_556 ?
Y1 C13 2.889(3) 2_556 ?
Y2 O7 2.3248(18) . ?
Y2 O16 2.344(2) . ?
Y2 O5 2.3469(19) . ?
Y2 O6 2.3786(18) 3_676 ?
Y2 O12 2.3798(19) 2 ?
Y2 O8 2.3931(19) 2 ?
Y2 O17 2.423(2) . ?
Y2 N2 2.500(2) 2 ?
C1 O2 1.242(3) . ?
C1 O1 1.271(3) . ?
C1 C2 1.511(4) . ?
C2 N1 1.334(3) . ?
C2 C3 1.390(4) . ?
C3 C4 1.386(4) . ?
C3 H3 0.97(3) . ?
C4 C6 1.393(4) . ?
C4 C5 1.511(4) . ?
C5 O5 1.240(3) . ?
C5 O6 1.262(3) . ?
C6 C7 1.392(4) . ?
C6 H6 0.97(3) . ?
C7 N1 1.333(3) . ?
C7 C8 1.508(4) . ?
C8 O4 1.227(3) . ?
C8 O3 1.286(3) . ?
C9 O7 1.249(3) . ?
C9 O8 1.256(3) . ?
C9 C10 1.517(4) . ?
C10 N2 1.334(3) . ?
C10 C11 1.388(4) . ?
C11 C12 1.390(4) . ?
C11 H11 0.93(3) . ?
C12 C14 1.394(4) . ?
C12 C13 1.508(4) . ?
C13 O10 1.250(3) . ?
C13 O9 1.260(3) . ?
C14 C15 1.385(4) . ?
C14 H14 0.93(3) . ?
C15 N2 1.339(3) . ?
C15 C16 1.517(4) . ?
C16 O11 1.235(3) . ?
C16 O12 1.277(3) . ?
O13 H13A 0.94(5) . ?
O13 H13B 0.90(4) . ?
O14 H14A 0.84(6) . ?
O14 H14B 0.93(5) . ?
O15 H15A 0.86(5) . ?
O15 H15B 0.92(8) . ?
O16 H16A 0.76(5) . ?
O16 H16B 0.92(5) . ?
O17 H17A 0.91(4) . ?
O17 H17B 0.88(5) . ?
O18 H18A 0.90(5) . ?
O18 H18B 0.94(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Y1 O1 126.56(6) . . ?
O3 Y1 O15 85.59(8) . . ?
O1 Y1 O15 73.59(8) . . ?
O3 Y1 O13 80.80(7) . . ?
O1 Y1 O13 86.47(7) . . ?
O15 Y1 O13 142.00(8) . . ?
O3 Y1 O14 85.11(7) . . ?
O1 Y1 O14 139.56(8) . . ?
O15 Y1 O14 140.56(8) . . ?
O13 Y1 O14 73.43(8) . . ?
O3 Y1 O9 121.74(7) . 2_556 ?
O1 Y1 O9 101.32(6) . 2_556 ?
O15 Y1 O9 77.57(7) . 2_556 ?
O13 Y1 O9 139.10(7) . 2_556 ?
O14 Y1 O9 75.15(7) . 2_556 ?
O3 Y1 O2 146.90(6) . 2_546 ?
O1 Y1 O2 72.72(7) . 2_546 ?
O15 Y1 O2 127.44(8) . 2_546 ?
O13 Y1 O2 73.38(7) . 2_546 ?
O14 Y1 O2 68.07(8) . 2_546 ?
O9 Y1 O2 70.99(6) 2_556 2_546 ?
O3 Y1 N1 63.61(7) . . ?
O1 Y1 N1 63.13(7) . . ?
O15 Y1 N1 70.94(7) . . ?
O13 Y1 N1 71.22(7) . . ?
O14 Y1 N1 135.62(7) . . ?
O9 Y1 N1 147.67(7) 2_556 . ?
O2 Y1 N1 123.93(7) 2_546 . ?
O3 Y1 O10 70.55(6) . 2_556 ?
O1 Y1 O10 138.98(7) . 2_556 ?
O15 Y1 O10 71.04(7) . 2_556 ?
O13 Y1 O10 134.54(7) . 2_556 ?
O14 Y1 O10 69.72(7) . 2_556 ?
O9 Y1 O10 51.20(6) 2_556 2_556 ?
O2 Y1 O10 114.54(6) 2_546 2_556 ?
N1 Y1 O10 121.37(7) . 2_556 ?
O3 Y1 C13 96.04(7) . 2_556 ?
O1 Y1 C13 123.34(7) . 2_556 ?
O15 Y1 C13 74.85(8) . 2_556 ?
O13 Y1 C13 141.60(7) . 2_556 ?
O14 Y1 C13 68.17(7) . 2_556 ?
O9 Y1 C13 25.75(7) 2_556 2_556 ?
O2 Y1 C13 91.71(7) 2_546 2_556 ?
N1 Y1 C13 141.04(7) . 2_556 ?
O10 Y1 C13 25.64(7) 2_556 2_556 ?
O7 Y2 O16 94.03(8) . . ?
O7 Y2 O5 137.78(7) . . ?
O16 Y2 O5 79.69(8) . . ?
O7 Y2 O6 148.18(7) . 3_676 ?
O16 Y2 O6 98.95(8) . 3_676 ?
O5 Y2 O6 73.47(7) . 3_676 ?
O7 Y2 O12 91.27(7) . 2 ?
O16 Y2 O12 158.87(8) . 2 ?
O5 Y2 O12 82.64(7) . 2 ?
O6 Y2 O12 86.97(7) 3_676 2 ?
O7 Y2 O8 76.82(7) . 2 ?
O16 Y2 O8 72.48(8) . 2 ?
O5 Y2 O8 137.37(7) . 2 ?
O6 Y2 O8 79.61(7) 3_676 2 ?
O12 Y2 O8 128.65(6) 2 2 ?
O7 Y2 O17 67.06(7) . . ?
O16 Y2 O17 82.14(8) . . ?
O5 Y2 O17 70.72(7) . . ?
O6 Y2 O17 143.37(7) 3_676 . ?
O12 Y2 O17 81.13(7) 2 . ?
O8 Y2 O17 133.85(8) 2 . ?
O7 Y2 N2 73.65(7) . 2 ?
O16 Y2 N2 137.15(8) . 2 ?
O5 Y2 N2 136.18(7) . 2 ?
O6 Y2 N2 77.11(6) 3_676 2 ?
O12 Y2 N2 63.91(7) 2 2 ?
O8 Y2 N2 64.80(7) 2 2 ?
O17 Y2 N2 126.00(7) . 2 ?
O2 C1 O1 125.6(3) . . ?
O2 C1 C2 119.5(2) . . ?
O1 C1 C2 114.9(2) . . ?
N1 C2 C3 122.0(2) . . ?
N1 C2 C1 112.9(2) . . ?
C3 C2 C1 125.0(2) . . ?
C4 C3 C2 118.4(2) . . ?
C4 C3 H3 120.0(18) . . ?
C2 C3 H3 121.5(18) . . ?
C3 C4 C6 119.3(2) . . ?
C3 C4 C5 120.9(2) . . ?
C6 C4 C5 119.8(2) . . ?
O5 C5 O6 125.7(2) . . ?
O5 C5 C4 116.8(2) . . ?
O6 C5 C4 117.4(2) . . ?
C7 C6 C4 118.2(2) . . ?
C7 C6 H6 120.1(15) . . ?
C4 C6 H6 121.6(16) . . ?
N1 C7 C6 122.0(2) . . ?
N1 C7 C8 113.7(2) . . ?
C6 C7 C8 124.3(2) . . ?
O4 C8 O3 125.3(2) . . ?
O4 C8 C7 119.8(2) . . ?
O3 C8 C7 114.8(2) . . ?
O7 C9 O8 126.0(2) . . ?
O7 C9 C10 117.1(2) . . ?
O8 C9 C10 116.8(2) . . ?
N2 C10 C11 122.2(2) . . ?
N2 C10 C9 113.8(2) . . ?
C11 C10 C9 124.1(2) . . ?
C12 C11 C10 118.7(3) . . ?
C12 C11 H11 118.6(19) . . ?
C10 C11 H11 122.7(19) . . ?
C11 C12 C14 118.8(2) . . ?
C11 C12 C13 121.0(2) . . ?
C14 C12 C13 120.1(2) . . ?
O10 C13 O9 121.4(2) . . ?
O10 C13 C12 119.8(2) . . ?
O9 C13 C12 118.7(2) . . ?
O10 C13 Y1 62.91(14) . 2_546 ?
O9 C13 Y1 59.20(14) . 2_546 ?
C12 C13 Y1 168.10(17) . 2_546 ?
C15 C14 C12 118.7(2) . . ?
C15 C14 H14 120.0(18) . . ?
C12 C14 H14 121.1(18) . . ?
N2 C15 C14 122.1(2) . . ?
N2 C15 C16 113.1(2) . . ?
C14 C15 C16 124.8(2) . . ?
O11 C16 O12 125.0(2) . . ?
O11 C16 C15 120.0(2) . . ?
O12 C16 C15 115.1(2) . . ?
C1 O1 Y1 127.12(17) . . ?
C1 O2 Y1 136.68(17) . 2_556 ?
C8 O3 Y1 127.18(16) . . ?
C5 O5 Y2 170.31(18) . . ?
C5 O6 Y2 127.32(16) . 3_676 ?
C9 O7 Y2 150.32(18) . . ?
C9 O8 Y2 124.83(17) . 2_545 ?
C13 O9 Y1 95.04(16) . 2_546 ?
C13 O10 Y1 91.45(16) . 2_546 ?
C16 O12 Y2 126.85(17) . 2_545 ?
Y1 O13 H13A 109(2) . . ?
Y1 O13 H13B 127(3) . . ?
H13A O13 H13B 104(3) . . ?
Y1 O14 H14A 112(4) . . ?
Y1 O14 H14B 127(3) . . ?
H14A O14 H14B 105(4) . . ?
Y1 O15 H15A 124(3) . . ?
Y1 O15 H15B 131(5) . . ?
H15A O15 H15B 106(5) . . ?
Y2 O16 H16A 122(3) . . ?
Y2 O16 H16B 118(3) . . ?
H16A O16 H16B 111(4) . . ?
Y2 O17 H17A 124(2) . . ?
Y2 O17 H17B 116(3) . . ?
H17A O17 H17B 112(4) . . ?
H18A O18 H18B 99(5) . . ?
C7 N1 C2 119.7(2) . . ?
C7 N1 Y1 119.36(16) . . ?
C2 N1 Y1 120.25(17) . . ?
C10 N2 C15 119.4(2) . . ?
C10 N2 Y2 119.54(17) . 2_545 ?
C15 N2 Y2 121.01(16) . 2_545 ?

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
O2 C1 C2 N1 165.9(2) . . . . ?
O1 C1 C2 N1 -14.5(3) . . . . ?
O2 C1 C2 C3 -16.9(4) . . . . ?
O1 C1 C2 C3 162.7(2) . . . . ?
N1 C2 C3 C4 -0.9(4) . . . . ?
C1 C2 C3 C4 -177.9(2) . . . . ?
C2 C3 C4 C6 -4.2(4) . . . . ?
C2 C3 C4 C5 174.0(2) . . . . ?
C3 C4 C5 O5 -42.4(3) . . . . ?
C6 C4 C5 O5 135.8(3) . . . . ?
C3 C4 C5 O6 140.3(2) . . . . ?
C6 C4 C5 O6 -41.5(3) . . . . ?
C3 C4 C6 C7 5.1(4) . . . . ?
C5 C4 C6 C7 -173.1(2) . . . . ?
C4 C6 C7 N1 -1.1(4) . . . . ?
C4 C6 C7 C8 178.3(2) . . . . ?
N1 C7 C8 O4 -169.9(2) . . . . ?
C6 C7 C8 O4 10.6(4) . . . . ?
N1 C7 C8 O3 10.4(3) . . . . ?
C6 C7 C8 O3 -169.0(2) . . . . ?
O7 C9 C10 N2 178.9(2) . . . . ?
O8 C9 C10 N2 -1.6(3) . . . . ?
O7 C9 C10 C11 -0.7(4) . . . . ?
O8 C9 C10 C11 178.8(2) . . . . ?
N2 C10 C11 C12 -2.3(4) . . . . ?
C9 C10 C11 C12 177.3(2) . . . . ?
C10 C11 C12 C14 0.7(4) . . . . ?
C10 C11 C12 C13 177.9(2) . . . . ?
C11 C12 C13 O10 168.1(2) . . . . ?
C14 C12 C13 O10 -14.7(4) . . . . ?
C11 C12 C13 O9 -15.4(4) . . . . ?
C14 C12 C13 O9 161.8(2) . . . . ?
C11 C12 C13 Y1 -92.0(9) . . . 2_546 ?
C14 C12 C13 Y1 85.1(9) . . . 2_546 ?
C11 C12 C14 C15 2.0(4) . . . . ?
C13 C12 C14 C15 -175.2(2) . . . . ?
C12 C14 C15 N2 -3.4(4) . . . . ?
C12 C14 C15 C16 176.7(2) . . . . ?
N2 C15 C16 O11 -179.6(2) . . . . ?
C14 C15 C16 O11 0.3(4) . . . . ?
N2 C15 C16 O12 0.5(3) . . . . ?
C14 C15 C16 O12 -179.6(2) . . . . ?
O2 C1 O1 Y1 -169.5(2) . . . . ?
C2 C1 O1 Y1 10.9(3) . . . . ?
O1 C1 O2 Y1 1.9(4) . . . 2_556 ?
C2 C1 O2 Y1 -178.59(16) . . . 2_556 ?
O4 C8 O3 Y1 177.8(2) . . . . ?
C7 C8 O3 Y1 -2.6(3) . . . . ?
O5 C5 O6 Y2 97.4(3) . . . 3_676 ?
C4 C5 O6 Y2 -85.6(3) . . . 3_676 ?
O8 C9 O7 Y2 91.7(4) . . . . ?
C10 C9 O7 Y2 -88.9(4) . . . . ?
O7 C9 O8 Y2 176.7(2) . . . 2_545 ?
C10 C9 O8 Y2 -2.7(3) . . . 2_545 ?
O10 C13 O9 Y1 10.0(3) . . . 2_546 ?
C12 C13 O9 Y1 -166.50(19) . . . 2_546 ?
O9 C13 O10 Y1 -9.6(3) . . . 2_546 ?
C12 C13 O10 Y1 166.8(2) . . . 2_546 ?
O11 C16 O12 Y2 -178.80(18) . . . 2_545 ?
C15 C16 O12 Y2 1.1(3) . . . 2_545 ?
C6 C7 N1 C2 -3.9(4) . . . . ?
C8 C7 N1 C2 176.6(2) . . . . ?
C6 C7 N1 Y1 166.24(18) . . . . ?
C8 C7 N1 Y1 -13.2(3) . . . . ?
C3 C2 N1 C7 5.0(4) . . . . ?
C1 C2 N1 C7 -177.7(2) . . . . ?
C3 C2 N1 Y1 -165.11(18) . . . . ?
C1 C2 N1 Y1 12.2(3) . . . . ?
C11 C10 N2 C15 1.0(4) . . . . ?
C9 C10 N2 C15 -178.6(2) . . . . ?
C11 C10 N2 Y2 -175.54(18) . . . 2_545 ?
C9 C10 N2 Y2 4.9(3) . . . 2_545 ?
C14 C15 N2 C10 1.9(4) . . . . ?
C16 C15 N2 C10 -178.2(2) . . . . ?
C14 C15 N2 Y2 178.40(17) . . . 2_545 ?
C16 C15 N2 Y2 -1.7(3) . . . 2_545 ?

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
O18 H18B O11 0.94(8) 1.95(8) 2.888(3) 176(6) 4_666
O18 H18A O9 0.90(5) 1.83(5) 2.730(3) 174(4) .
O17 H17B O6 0.88(5) 2.26(5) 3.092(3) 158(4) 3_666
O17 H17A O12 0.91(4) 1.86(4) 2.746(3) 166(4) 4_666
O16 H16B O18 0.92(5) 1.77(5) 2.691(3) 175(4) .
O16 H16A O4 0.76(5) 2.01(5) 2.741(3) 160(4) 4_575
O15 H15B O14 0.92(8) 2.19(8) 2.823(3) 125(6) 1_565
O15 H15B O13 0.92(8) 2.52(8) 3.274(3) 138(5) 1_565
O15 H15A O10 0.86(5) 1.88(5) 2.726(3) 169(5) 4_676
O14 H14B O4 0.93(5) 2.48(4) 3.049(3) 119(3) 3_667
O14 H14B O3 0.93(5) 1.75(5) 2.686(3) 179(4) 3_667
C14 H14 O13 0.93(3) 2.59(3) 3.467(3) 157(2) 4_565
O13 H13B O11 0.90(4) 1.80(4) 2.688(3) 174(4) 4_666
O13 H13A O1 0.94(5) 1.72(5) 2.638(3) 164(4) 2_546
O17 H17B O6 0.88(5) 2.26(5) 3.092(3) 158(4) 3_666
O15 H15B O14 0.92(8) 2.19(8) 2.823(3) 125(6) 1_565
O15 H15B O13 0.92(8) 2.52(8) 3.274(3) 138(5) 1_565
O18 H18B O11 0.94(8) 1.95(8) 2.888(3) 176(6) 4_666
O15 H15A O10 0.86(5) 1.88(5) 2.726(3) 169(5) 4_676
O14 H14B O4 0.93(5) 2.48(4) 3.049(3) 119(3) 3_667
O14 H14B O3 0.93(5) 1.75(5) 2.686(3) 179(4) 3_667
O16 H16B O18 0.92(5) 1.77(5) 2.691(3) 175(4) .
O17 H17A O12 0.91(4) 1.86(4) 2.746(3) 166(4) 4_666
O18 H18A O9 0.90(5) 1.83(5) 2.730(3) 174(4) .
O16 H16A O4 0.76(5) 2.01(5) 2.741(3) 160(4) 4_575
O13 H13A O1 0.94(5) 1.72(5) 2.638(3) 164(4) 2_546
O13 H13B O11 0.90(4) 1.80(4) 2.688(3) 174(4) 4_666
C14 H14 O13 0.93(3) 2.59(3) 3.467(3) 157(2) 4_565
O15 H15B O14 0.92(8) 2.19(8) 2.823(3) 125(6) 1_565
O15 H15B O13 0.92(8) 2.52(8) 3.274(3) 138(5) 1_565
O18 H18B O11 0.94(8) 1.95(8) 2.888(3) 176(6) 4_666
O15 H15A O10 0.86(5) 1.88(5) 2.726(3) 169(5) 4_676
O14 H14B O4 0.93(5) 2.48(4) 3.049(3) 119(3) 3_667
O14 H14B O3 0.93(5) 1.75(5) 2.686(3) 179(4) 3_667
O16 H16B O18 0.92(5) 1.77(5) 2.691(3) 175(4) .
O17 H17A O12 0.91(4) 1.86(4) 2.746(3) 166(4) 4_666
O18 H18A O9 0.90(5) 1.83(5) 2.730(3) 174(4) .
O16 H16A O4 0.76(5) 2.01(5) 2.741(3) 160(4) 4_575
O13 H13A O1 0.94(5) 1.72(5) 2.638(3) 164(4) 2_546
O13 H13B O11 0.90(4) 1.80(4) 2.688(3) 174(4) 4_666
C14 H14 O13 0.93(3) 2.59(3) 3.467(3) 157(2) 4_565
O14 H14B O4 0.93(5) 2.48(4) 3.049(3) 119(3) 3_667
O14 H14B O3 0.93(5) 1.75(5) 2.686(3) 179(4) 3_667
O15 H15A O10 0.86(5) 1.88(5) 2.726(3) 169(5) 4_676
O16 H16B O18 0.92(5) 1.77(5) 2.691(3) 175(4) .
O17 H17A O12 0.91(4) 1.86(4) 2.746(3) 166(4) 4_666
O18 H18A O9 0.90(5) 1.83(5) 2.730(3) 174(4) .
O16 H16A O4 0.76(5) 2.01(5) 2.741(3) 160(4) 4_575
O13 H13A O1 0.94(5) 1.72(5) 2.638(3) 164(4) 2_546
O13 H13B O11 0.90(4) 1.80(4) 2.688(3) 174(4) 4_666
C14 H14 O13 0.93(3) 2.59(3) 3.467(3) 157(2) 4_565
O16 H16B O18 0.92(5) 1.77(5) 2.691(3) 175(4) .
O17 H17A O12 0.91(4) 1.86(4) 2.746(3) 166(4) 4_666
O18 H18A O9 0.90(5) 1.83(5) 2.730(3) 174(4) .
O16 H16A O4 0.76(5) 2.01(5) 2.741(3) 160(4) 4_575
O13 H13A O1 0.94(5) 1.72(5) 2.638(3) 164(4) 2_546
O13 H13B O11 0.90(4) 1.80(4) 2.688(3) 174(4) 4_666
C14 H14 O13 0.93(3) 2.59(3) 3.467(3) 157(2) 4_565
O16 H16B O18 0.92(5) 1.77(5) 2.691(3) 175(4) .
O17 H17A O12 0.91(4) 1.86(4) 2.746(3) 166(4) 4_666
O18 H18A O9 0.90(5) 1.83(5) 2.730(3) 174(4) .
O13 H13A O1 0.94(5) 1.72(5) 2.638(3) 164(4) 2_546
C14 H14 O13 0.93(3) 2.59(3) 3.467(3) 157(2) 4_565
C6 H6 O6 0.97(3) 2.71(3) 2.904(3) 91.4(16) .
O13 H13A O1 0.94(5) 1.72(5) 2.638(3) 164(4) 2_546
O17 H17A O12 0.91(4) 1.86(4) 2.746(3) 166(4) 4_666
C14 H14 O13 0.93(3) 2.59(3) 3.467(3) 157(2) 4_565
O13 H13B O11 0.90(4) 1.80(4) 2.688(3) 174(4) 4_666
O13 H13A O1 0.94(5) 1.72(5) 2.638(3) 164(4) 2_546
O16 H16A O4 0.76(5) 2.01(5) 2.741(3) 160(4) 4_575
O18 H18A O9 0.90(5) 1.83(5) 2.730(3) 174(4) .
O17 H17A O12 0.91(4) 1.86(4) 2.746(3) 166(4) 4_666
O16 H16B O18 0.92(5) 1.77(5) 2.691(3) 175(4) .
O14 H14B O3 0.93(5) 1.75(5) 2.686(3) 179(4) 3_667
O14 H14B O4 0.93(5) 2.48(4) 3.049(3) 119(3) 3_667
C14 H14 O13 0.93(3) 2.59(3) 3.467(3) 157(2) 4_565
O13 H13B O11 0.90(4) 1.80(4) 2.688(3) 174(4) 4_666
O13 H13A O1 0.94(5) 1.72(5) 2.638(3) 164(4) 2_546
O16 H16A O4 0.76(5) 2.01(5) 2.741(3) 160(4) 4_575
O18 H18A O9 0.90(5) 1.83(5) 2.730(3) 174(4) .
O17 H17A O12 0.91(4) 1.86(4) 2.746(3) 166(4) 4_666
O16 H16B O18 0.92(5) 1.77(5) 2.691(3) 175(4) .
O14 H14B O3 0.93(5) 1.75(5) 2.686(3) 179(4) 3_667
O14 H14B O4 0.93(5) 2.48(4) 3.049(3) 119(3) 3_667
C14 H14 O13 0.93(3) 2.59(3) 3.467(3) 157(2) 4_565
O13 H13B O11 0.90(4) 1.80(4) 2.688(3) 174(4) 4_666
O13 H13A O1 0.94(5) 1.72(5) 2.638(3) 164(4) 2_546
O16 H16A O4 0.76(5) 2.01(5) 2.741(3) 160(4) 4_575
O18 H18A O9 0.90(5) 1.83(5) 2.730(3) 174(4) .
O17 H17A O12 0.91(4) 1.86(4) 2.746(3) 166(4) 4_666
O16 H16B O18 0.92(5) 1.77(5) 2.691(3) 175(4) .
O14 H14B O3 0.93(5) 1.75(5) 2.686(3) 179(4) 3_667
O14 H14B O4 0.93(5) 2.48(4) 3.049(3) 119(3) 3_667
O15 H15A O10 0.86(5) 1.88(5) 2.726(3) 169(5) 4_676
O18 H18B O11 0.94(8) 1.95(8) 2.888(3) 176(6) 4_666
O15 H15B O13 0.92(8) 2.52(8) 3.274(3) 138(5) 1_565
O15 H15B O14 0.92(8) 2.19(8) 2.823(3) 125(6) 1_565
O17 H17B O6 0.88(5) 2.26(5) 3.092(3) 158(4) 3_666
C14 H14 O13 0.93(3) 2.59(3) 3.467(3) 157(2) 4_565
O13 H13B O11 0.90(4) 1.80(4) 2.688(3) 174(4) 4_666
O13 H13A O1 0.94(5) 1.72(5) 2.638(3) 164(4) 2_546
O16 H16A O4 0.76(5) 2.01(5) 2.741(3) 160(4) 4_575
O18 H18A O9 0.90(5) 1.83(5) 2.730(3) 174(4) .
O17 H17A O12 0.91(4) 1.86(4) 2.746(3) 166(4) 4_666
O16 H16B O18 0.92(5) 1.77(5) 2.691(3) 175(4) .
O14 H14B O3 0.93(5) 1.75(5) 2.686(3) 179(4) 3_667
O14 H14B O4 0.93(5) 2.48(4) 3.049(3) 119(3) 3_667
O15 H15A O10 0.86(5) 1.88(5) 2.726(3) 169(5) 4_676
O18 H18B O11 0.94(8) 1.95(8) 2.888(3) 176(6) 4_666
O15 H15B O13 0.92(8) 2.52(8) 3.274(3) 138(5) 1_565
O15 H15B O14 0.92(8) 2.19(8) 2.823(3) 125(6) 1_565
O17 H17B O6 0.88(5) 2.26(5) 3.092(3) 158(4) 3_666
O13 H13A O1 0.94(5) 1.72(5) 2.638(3) 164(4) 2_546
O13 H13B O11 0.90(4) 1.80(4) 2.688(3) 174(4) 4_666
C14 H14 O13 0.93(3) 2.59(3) 3.467(3) 157(2) 4_565
O14 H14B O3 0.93(5) 1.75(5) 2.686(3) 179(4) 3_667
O14 H14B O4 0.93(5) 2.48(4) 3.049(3) 119(3) 3_667
O15 H15A O10 0.86(5) 1.88(5) 2.726(3) 169(5) 4_676
O15 H15B O13 0.92(8) 2.52(8) 3.274(3) 138(5) 1_565
O15 H15B O14 0.92(8) 2.19(8) 2.823(3) 125(6) 1_565
O16 H16A O4 0.76(5) 2.01(5) 2.741(3) 160(4) 4_575
O16 H16B O18 0.92(5) 1.77(5) 2.691(3) 175(4) .
O17 H17A O12 0.91(4) 1.86(4) 2.746(3) 166(4) 4_666
O17 H17B O6 0.88(5) 2.26(5) 3.092(3) 158(4) 3_666
O18 H18A O9 0.90(5) 1.83(5) 2.730(3) 174(4) .
O18 H18B O11 0.94(8) 1.95(8) 2.888(3) 176(6) 4_666

_refine_diff_density_max         0.619
_refine_diff_density_min         -0.855
_refine_diff_density_rms         0.101

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_CCDC9
_database_code_depnum_ccdc_archive 'CCDC 1968493'
loop_
_audit_author_name
_audit_author_address
'Meijuan Ding'
;Nanjing Tech University
China
;
_audit_update_record             
;
2019-11-27 deposited with the CCDC.	2020-10-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H16 Eu1.32 N2 O18 Y0.68'
_chemical_formula_weight         785.43

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'
Y Y -2.7962 3.5667 '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'

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

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

_cell_length_a                   18.3854(4)
_cell_length_b                   6.9070(2)
_cell_length_c                   18.5103(5)
_cell_angle_alpha                90
_cell_angle_beta                 112.0906(8)
_cell_angle_gamma                90
_cell_volume                     2178.03(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    303(2)
_cell_measurement_reflns_used    9152
_cell_measurement_theta_min      2.95
_cell_measurement_theta_max      27.48

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.395
_exptl_crystal_F_000             1518.8
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    5.670
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      303(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24499
_diffrn_reflns_av_unetI/netI     0.0184
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.180
_diffrn_reflns_theta_max         27.480
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             4975
_reflns_number_gt                4708
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0015P)²+1.5988P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4909
_refine_ls_number_parameters     409
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0162
_refine_ls_R_factor_gt           0.0150
_refine_ls_wR_factor_ref         0.0319
_refine_ls_wR_factor_gt          0.0316
_refine_ls_goodness_of_fit_ref   1.158
_refine_ls_restrained_S_all      1.158
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Y1 Y 0.37346(2) 0.72300(2) 0.87758(2) 0.01058(4) Uani 0.261(3) 1 d . . P . .
Eu1 Eu 0.37346(2) 0.72300(2) 0.87758(2) 0.01058(4) Uani 0.739(3) 1 d . . P . .
Y2 Y 0.37517(2) 0.75170(2) 0.39642(2) 0.01139(4) Uani 0.418(3) 1 d . . P . .
Eu2 Eu 0.37517(2) 0.75170(2) 0.39642(2) 0.01139(4) Uani 0.582(3) 1 d . . P . .
C1 C 0.30303(11) 0.9653(3) 0.70993(11) 0.0170(4) Uani 1 1 d . . . . .
C2 C 0.38360(10) 0.9119(2) 0.71107(11) 0.0155(4) Uani 1 1 d . . . . .
C3 C 0.40692(11) 0.9335(3) 0.64847(11) 0.0168(4) Uani 1 1 d . . . . .
C4 C 0.48204(11) 0.8720(2) 0.65742(11) 0.0157(4) Uani 1 1 d . . . . .
C5 C 0.50798(10) 0.8729(2) 0.58900(10) 0.0155(4) Uani 1 1 d . . . . .
C6 C 0.53249(11) 0.8025(3) 0.72964(11) 0.0166(4) Uani 1 1 d . . . . .
C7 C 0.50374(10) 0.7842(2) 0.78852(11) 0.0152(3) Uani 1 1 d . . . . .
C8 C 0.55054(11) 0.7062(3) 0.86900(11) 0.0169(4) Uani 1 1 d . . . . .
C9 C 0.24711(11) 0.4186(3) 0.27127(11) 0.0176(4) Uani 1 1 d . . . . .
C10 C 0.18066(11) 0.3529(3) 0.29500(11) 0.0167(4) Uani 1 1 d . . . . .
C11 C 0.18280(12) 0.3618(3) 0.37051(11) 0.0193(4) Uani 1 1 d . . . . .
C12 C 0.11655(11) 0.3041(3) 0.38419(10) 0.0170(4) Uani 1 1 d . . . . .
C13 C 0.11651(11) 0.3044(3) 0.46580(11) 0.0181(4) Uani 1 1 d . . . . .
C14 C 0.05115(11) 0.2368(2) 0.32232(11) 0.0171(4) Uani 1 1 d . . . . .
C15 C 0.05519(11) 0.2250(2) 0.24896(11) 0.0153(3) Uani 1 1 d . . . . .
C16 C -0.00941(10) 0.1458(2) 0.17671(11) 0.0158(3) Uani 1 1 d . . . . .
O1 O 0.28625(8) 0.8911(2) 0.76464(8) 0.0238(3) Uani 1 1 d . . . . .
O2 O 0.25992(8) 1.07387(19) 0.65807(8) 0.0215(3) Uani 1 1 d . . . . .
O3 O 0.51052(8) 0.6699(2) 0.91106(8) 0.0217(3) Uani 1 1 d . . . . .
O4 O 0.62165(8) 0.6827(2) 0.88907(9) 0.0309(3) Uani 1 1 d . . . . .
O5 O 0.45971(8) 0.8156(2) 0.52572(8) 0.0249(3) Uani 1 1 d . . . . .
O6 O 0.57771(8) 0.92522(19) 0.60218(8) 0.0207(3) Uani 1 1 d . . . . .
O7 O 0.30674(8) 0.4875(2) 0.32361(8) 0.0239(3) Uani 1 1 d . . . . .
O8 O 0.23751(8) 0.3988(2) 0.20095(8) 0.0260(3) Uani 1 1 d . . . . .
O9 O 0.18103(8) 0.3166(2) 0.52287(8) 0.0236(3) Uani 1 1 d . . . . .
O10 O 0.05296(8) 0.2838(2) 0.47549(8) 0.0246(3) Uani 1 1 d . . . . .
O11 O -0.07127(8) 0.0867(2) 0.18079(8) 0.0233(3) Uani 1 1 d . . . . .
O12 O 0.00590(8) 0.1461(2) 0.11513(8) 0.0224(3) Uani 1 1 d . . . . .
O13 O 0.36662(9) 0.4536(2) 0.79033(9) 0.0247(3) Uani 1 1 d . . . . .
O14 O 0.37777(11) 0.4265(2) 0.95095(9) 0.0261(3) Uani 1 1 d . . . . .
O15 O 0.40774(11) 1.0615(2) 0.89822(11) 0.0307(4) Uani 1 1 d . . . . .
O16 O 0.28256(10) 0.8105(3) 0.45377(10) 0.0308(4) Uani 1 1 d . . . . .
O17 O 0.39566(10) 0.4553(2) 0.47241(9) 0.0270(3) Uani 1 1 d . . . . .
O18 O 0.28780(12) 0.6088(3) 0.58017(11) 0.0407(4) Uani 1 1 d . . . . .
N1 N 0.42998(9) 0.8324(2) 0.77838(9) 0.0154(3) Uani 1 1 d . . . . .
N2 N 0.11842(9) 0.2840(2) 0.23587(9) 0.0156(3) Uani 1 1 d . . . . .
H3 H 0.3742(13) 0.989(3) 0.6006(14) 0.027(6) Uiso 1 1 d . . . . .
H6 H 0.5877(13) 0.757(3) 0.7382(13) 0.017(5) Uiso 1 1 d . . . . .
H11 H 0.2279(14) 0.406(3) 0.4108(14) 0.024(6) Uiso 1 1 d . . . . .
H13A H 0.3874(18) 0.449(4) 0.7569(18) 0.050(9) Uiso 1 1 d . . . . .
H13B H 0.3140(19) 0.421(4) 0.7629(18) 0.056(9) Uiso 1 1 d . . . . .
H14 H 0.0059(14) 0.196(3) 0.3297(14) 0.028(6) Uiso 1 1 d . . . . .
H14A H 0.341(2) 0.405(5) 0.957(2) 0.070(12) Uiso 1 1 d . . . . .
H14B H 0.415(2) 0.402(5) 0.999(2) 0.087(13) Uiso 1 1 d . . . . .
H15A H 0.378(2) 1.153(7) 0.880(2) 0.089(14) Uiso 1 1 d . . . . .
H15B H 0.455(2) 1.101(5) 0.928(2) 0.082(12) Uiso 1 1 d . . . . .
H16A H 0.241(2) 0.819(5) 0.428(2) 0.069(12) Uiso 1 1 d . . . . .
H16B H 0.282(2) 0.744(4) 0.497(2) 0.062(10) Uiso 1 1 d . . . . .
H17A H 0.3914(18) 0.349(5) 0.4497(19) 0.053(9) Uiso 1 1 d . . . . .
H17B H 0.431(2) 0.444(5) 0.519(2) 0.064(10) Uiso 1 1 d . . . . .
H18A H 0.253(2) 0.510(5) 0.561(2) 0.069(10) Uiso 1 1 d . . . . .
H18B H 0.330(3) 0.549(7) 0.610(3) 0.116(17) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Y1 O3 2.3861(13) . ?
Y1 O1 2.4018(13) . ?
Y1 O15 2.4142(15) . ?
Y1 O13 2.4360(14) . ?
Y1 O14 2.4422(15) . ?
Y1 O9 2.4912(14) 2_556 ?
Y1 O2 2.5085(13) 2_546 ?
Y1 N1 2.5410(15) . ?
Y1 O10 2.5760(14) 2_556 ?
Y1 C13 2.8901(18) 2_556 ?
Y2 O7 2.3352(13) . ?
Y2 O5 2.3541(14) . ?
Y2 O16 2.3560(15) . ?
Y2 O12 2.3896(13) 2 ?
Y2 O6 2.3904(13) 3_676 ?
Y2 O8 2.4008(14) 2 ?
Y2 O17 2.4316(15) . ?
Y2 N2 2.5054(15) 2 ?
C1 O2 1.241(2) . ?
C1 O1 1.272(2) . ?
C1 C2 1.519(2) . ?
C2 N1 1.335(2) . ?
C2 C3 1.386(3) . ?
C3 C4 1.394(3) . ?
C3 H3 0.94(2) . ?
C4 C6 1.395(3) . ?
C4 C5 1.512(2) . ?
C5 O5 1.238(2) . ?
C5 O6 1.264(2) . ?
C6 C7 1.385(3) . ?
C6 H6 1.02(2) . ?
C7 N1 1.339(2) . ?
C7 C8 1.512(2) . ?
C8 O4 1.228(2) . ?
C8 O3 1.281(2) . ?
C9 O7 1.252(2) . ?
C9 O8 1.254(2) . ?
C9 C10 1.515(3) . ?
C10 N2 1.339(2) . ?
C10 C11 1.385(3) . ?
C11 C12 1.392(3) . ?
C11 H11 0.93(2) . ?
C12 C14 1.392(3) . ?
C12 C13 1.511(2) . ?
C13 O10 1.255(2) . ?
C13 O9 1.260(2) . ?
C14 C15 1.390(3) . ?
C14 H14 0.94(2) . ?
C15 N2 1.337(2) . ?
C15 C16 1.518(2) . ?
C16 O11 1.237(2) . ?
C16 O12 1.273(2) . ?
O13 H13A 0.84(3) . ?
O13 H13B 0.93(3) . ?
O14 H14A 0.74(4) . ?
O14 H14B 0.91(4) . ?
O15 H15A 0.82(4) . ?
O15 H15B 0.88(4) . ?
O16 H16A 0.74(4) . ?
O16 H16B 0.93(4) . ?
O17 H17A 0.84(3) . ?
O17 H17B 0.87(4) . ?
O18 H18A 0.91(4) . ?
O18 H18B 0.87(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Y1 O1 126.48(4) . . ?
O3 Y1 O15 85.43(6) . . ?
O1 Y1 O15 73.66(6) . . ?
O3 Y1 O13 80.85(5) . . ?
O1 Y1 O13 86.62(5) . . ?
O15 Y1 O13 142.19(6) . . ?
O3 Y1 O14 85.21(5) . . ?
O1 Y1 O14 139.54(6) . . ?
O15 Y1 O14 140.55(6) . . ?
O13 Y1 O14 73.19(5) . . ?
O3 Y1 O9 121.80(5) . 2_556 ?
O1 Y1 O9 101.29(5) . 2_556 ?
O15 Y1 O9 77.60(5) . 2_556 ?
O13 Y1 O9 138.92(5) . 2_556 ?
O14 Y1 O9 75.18(5) . 2_556 ?
O3 Y1 O2 146.89(5) . 2_546 ?
O1 Y1 O2 72.72(5) . 2_546 ?
O15 Y1 O2 127.62(5) . 2_546 ?
O13 Y1 O2 73.16(5) . 2_546 ?
O14 Y1 O2 68.04(5) . 2_546 ?
O9 Y1 O2 71.09(5) 2_556 2_546 ?
O3 Y1 N1 63.55(5) . . ?
O1 Y1 N1 63.12(5) . . ?
O15 Y1 N1 70.92(5) . . ?
O13 Y1 N1 71.41(5) . . ?
O14 Y1 N1 135.61(5) . . ?
O9 Y1 N1 147.66(5) 2_556 . ?
O2 Y1 N1 123.84(5) 2_546 . ?
O3 Y1 O10 70.53(5) . 2_556 ?
O1 Y1 O10 138.93(5) . 2_556 ?
O15 Y1 O10 70.91(5) . 2_556 ?
O13 Y1 O10 134.44(5) . 2_556 ?
O14 Y1 O10 69.83(5) . 2_556 ?
O9 Y1 O10 51.27(4) 2_556 2_556 ?
O2 Y1 O10 114.71(4) 2_546 2_556 ?
N1 Y1 O10 121.29(5) . 2_556 ?
O3 Y1 C13 96.12(5) . 2_556 ?
O1 Y1 C13 123.30(5) . 2_556 ?
O15 Y1 C13 74.84(6) . 2_556 ?
O13 Y1 C13 141.40(5) . 2_556 ?
O14 Y1 C13 68.21(5) . 2_556 ?
O9 Y1 C13 25.74(5) 2_556 2_556 ?
O2 Y1 C13 91.78(5) 2_546 2_556 ?
N1 Y1 C13 141.07(5) . 2_556 ?
O10 Y1 C13 25.73(5) 2_556 2_556 ?
O7 Y2 O5 137.71(5) . . ?
O7 Y2 O16 94.07(6) . . ?
O5 Y2 O16 79.76(6) . . ?
O7 Y2 O12 91.29(5) . 2 ?
O5 Y2 O12 82.63(5) . 2 ?
O16 Y2 O12 159.00(5) . 2 ?
O7 Y2 O6 148.22(5) . 3_676 ?
O5 Y2 O6 73.49(5) . 3_676 ?
O16 Y2 O6 98.89(5) . 3_676 ?
O12 Y2 O6 86.90(5) 2 3_676 ?
O7 Y2 O8 76.81(5) . 2 ?
O5 Y2 O8 137.50(5) . 2 ?
O16 Y2 O8 72.51(5) . 2 ?
O12 Y2 O8 128.49(5) 2 2 ?
O6 Y2 O8 79.63(5) 3_676 2 ?
O7 Y2 O17 66.96(5) . . ?
O5 Y2 O17 70.75(5) . . ?
O16 Y2 O17 82.27(6) . . ?
O12 Y2 O17 81.19(5) 2 . ?
O6 Y2 O17 143.42(5) 3_676 . ?
O8 Y2 O17 133.84(5) 2 . ?
O7 Y2 N2 73.67(5) . 2 ?
O5 Y2 N2 136.16(5) . 2 ?
O16 Y2 N2 137.11(6) . 2 ?
O12 Y2 N2 63.82(5) 2 2 ?
O6 Y2 N2 77.14(5) 3_676 2 ?
O8 Y2 N2 64.73(5) 2 2 ?
O17 Y2 N2 125.90(5) . 2 ?
O2 C1 O1 125.72(17) . . ?
O2 C1 C2 119.57(16) . . ?
O1 C1 C2 114.71(15) . . ?
N1 C2 C3 122.33(16) . . ?
N1 C2 C1 112.96(16) . . ?
C3 C2 C1 124.65(16) . . ?
C2 C3 C4 118.14(17) . . ?
C2 C3 H3 122.7(14) . . ?
C4 C3 H3 119.2(14) . . ?
C3 C4 C6 119.40(17) . . ?
C3 C4 C5 120.65(16) . . ?
C6 C4 C5 119.91(16) . . ?
O5 C5 O6 126.01(17) . . ?
O5 C5 C4 116.83(16) . . ?
O6 C5 C4 117.11(16) . . ?
C7 C6 C4 118.21(17) . . ?
C7 C6 H6 120.2(13) . . ?
C4 C6 H6 121.4(13) . . ?
N1 C7 C6 122.23(17) . . ?
N1 C7 C8 113.43(15) . . ?
C6 C7 C8 124.33(16) . . ?
O4 C8 O3 125.43(18) . . ?
O4 C8 C7 119.46(17) . . ?
O3 C8 C7 115.11(15) . . ?
O7 C9 O8 125.83(18) . . ?
O7 C9 C10 117.15(17) . . ?
O8 C9 C10 117.02(16) . . ?
N2 C10 C11 122.15(17) . . ?
N2 C10 C9 113.83(16) . . ?
C11 C10 C9 124.01(17) . . ?
C10 C11 C12 118.43(18) . . ?
C10 C11 H11 120.1(14) . . ?
C12 C11 H11 121.5(14) . . ?
C14 C12 C11 119.35(17) . . ?
C14 C12 C13 119.86(16) . . ?
C11 C12 C13 120.72(17) . . ?
O10 C13 O9 121.41(17) . . ?
O10 C13 C12 119.56(17) . . ?
O9 C13 C12 118.95(16) . . ?
O10 C13 Y1 63.01(10) . 2_546 ?
O9 C13 Y1 59.15(9) . 2_546 ?
C12 C13 Y1 168.18(12) . 2_546 ?
C15 C14 C12 118.44(17) . . ?
C15 C14 H14 120.1(15) . . ?
C12 C14 H14 121.4(15) . . ?
N2 C15 C14 121.92(17) . . ?
N2 C15 C16 113.32(16) . . ?
C14 C15 C16 124.76(16) . . ?
O11 C16 O12 124.99(17) . . ?
O11 C16 C15 119.86(16) . . ?
O12 C16 C15 115.16(15) . . ?
C1 O1 Y1 127.26(12) . . ?
C1 O2 Y1 136.76(12) . 2_556 ?
C8 O3 Y1 127.15(12) . . ?
C5 O5 Y2 170.31(13) . . ?
C5 O6 Y2 127.31(11) . 3_676 ?
C9 O7 Y2 150.26(13) . . ?
C9 O8 Y2 124.79(12) . 2_545 ?
C13 O9 Y1 95.11(11) . 2_546 ?
C13 O10 Y1 91.26(11) . 2_546 ?
C16 O12 Y2 126.77(11) . 2_545 ?
Y1 O13 H13A 126(2) . . ?
Y1 O13 H13B 109.1(18) . . ?
H13A O13 H13B 105(3) . . ?
Y1 O14 H14A 114(3) . . ?
Y1 O14 H14B 123(2) . . ?
H14A O14 H14B 103(3) . . ?
Y1 O15 H15A 126(3) . . ?
Y1 O15 H15B 122(2) . . ?
H15A O15 H15B 111(4) . . ?
Y2 O16 H16A 118(3) . . ?
Y2 O16 H16B 123(2) . . ?
H16A O16 H16B 105(3) . . ?
Y2 O17 H17A 119(2) . . ?
Y2 O17 H17B 124(2) . . ?
H17A O17 H17B 108(3) . . ?
H18A O18 H18B 103(3) . . ?
C2 N1 C7 119.38(16) . . ?
C2 N1 Y1 120.37(11) . . ?
C7 N1 Y1 119.51(12) . . ?
C15 N2 C10 119.63(16) . . ?
C15 N2 Y2 120.90(12) . 2_545 ?
C10 N2 Y2 119.40(12) . 2_545 ?

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
O2 C1 C2 N1 165.72(17) . . . . ?
O1 C1 C2 N1 -14.2(2) . . . . ?
O2 C1 C2 C3 -17.1(3) . . . . ?
O1 C1 C2 C3 163.03(17) . . . . ?
N1 C2 C3 C4 -1.0(3) . . . . ?
C1 C2 C3 C4 -177.93(16) . . . . ?
C2 C3 C4 C6 -3.9(3) . . . . ?
C2 C3 C4 C5 173.76(16) . . . . ?
C3 C4 C5 O5 -41.9(2) . . . . ?
C6 C4 C5 O5 135.67(18) . . . . ?
C3 C4 C5 O6 140.49(17) . . . . ?
C6 C4 C5 O6 -41.9(2) . . . . ?
C3 C4 C6 C7 4.6(3) . . . . ?
C5 C4 C6 C7 -173.04(16) . . . . ?
C4 C6 C7 N1 -0.6(3) . . . . ?
C4 C6 C7 C8 178.31(16) . . . . ?
N1 C7 C8 O4 -169.84(17) . . . . ?
C6 C7 C8 O4 11.2(3) . . . . ?
N1 C7 C8 O3 10.2(2) . . . . ?
C6 C7 C8 O3 -168.83(17) . . . . ?
O7 C9 C10 N2 178.94(16) . . . . ?
O8 C9 C10 N2 -1.2(2) . . . . ?
O7 C9 C10 C11 -1.1(3) . . . . ?
O8 C9 C10 C11 178.76(18) . . . . ?
N2 C10 C11 C12 -2.6(3) . . . . ?
C9 C10 C11 C12 177.44(17) . . . . ?
C10 C11 C12 C14 1.0(3) . . . . ?
C10 C11 C12 C13 177.95(16) . . . . ?
C14 C12 C13 O10 -15.0(3) . . . . ?
C11 C12 C13 O10 168.02(18) . . . . ?
C14 C12 C13 O9 161.74(17) . . . . ?
C11 C12 C13 O9 -15.2(3) . . . . ?
C14 C12 C13 Y1 84.3(7) . . . 2_546 ?
C11 C12 C13 Y1 -92.6(6) . . . 2_546 ?
C11 C12 C14 C15 1.6(3) . . . . ?
C13 C12 C14 C15 -175.35(16) . . . . ?
C12 C14 C15 N2 -2.9(3) . . . . ?
C12 C14 C15 C16 176.89(16) . . . . ?
N2 C15 C16 O11 -179.80(16) . . . . ?
C14 C15 C16 O11 0.4(3) . . . . ?
N2 C15 C16 O12 0.3(2) . . . . ?
C14 C15 C16 O12 -179.50(17) . . . . ?
O2 C1 O1 Y1 -169.42(14) . . . . ?
C2 C1 O1 Y1 10.5(2) . . . . ?
O1 C1 O2 Y1 1.3(3) . . . 2_556 ?
C2 C1 O2 Y1 -178.55(12) . . . 2_556 ?
O4 C8 O3 Y1 177.58(15) . . . . ?
C7 C8 O3 Y1 -2.4(2) . . . . ?
O5 C5 O6 Y2 97.1(2) . . . 3_676 ?
C4 C5 O6 Y2 -85.57(18) . . . 3_676 ?
O8 C9 O7 Y2 91.6(3) . . . . ?
C10 C9 O7 Y2 -88.5(3) . . . . ?
O7 C9 O8 Y2 176.86(14) . . . 2_545 ?
C10 C9 O8 Y2 -3.0(2) . . . 2_545 ?
O10 C13 O9 Y1 10.20(19) . . . 2_546 ?
C12 C13 O9 Y1 -166.53(14) . . . 2_546 ?
O9 C13 O10 Y1 -9.82(18) . . . 2_546 ?
C12 C13 O10 Y1 166.89(15) . . . 2_546 ?
O11 C16 O12 Y2 -178.66(13) . . . 2_545 ?
C15 C16 O12 Y2 1.2(2) . . . 2_545 ?
C3 C2 N1 C7 5.0(3) . . . . ?
C1 C2 N1 C7 -177.71(15) . . . . ?
C3 C2 N1 Y1 -165.11(13) . . . . ?
C1 C2 N1 Y1 12.17(19) . . . . ?
C6 C7 N1 C2 -4.2(3) . . . . ?
C8 C7 N1 C2 176.79(15) . . . . ?
C6 C7 N1 Y1 166.00(13) . . . . ?
C8 C7 N1 Y1 -13.01(19) . . . . ?
C14 C15 N2 C10 1.4(3) . . . . ?
C16 C15 N2 C10 -178.41(15) . . . . ?
C14 C15 N2 Y2 178.26(12) . . . 2_545 ?
C16 C15 N2 Y2 -1.56(19) . . . 2_545 ?
C11 C10 N2 C15 1.4(3) . . . . ?
C9 C10 N2 C15 -178.62(15) . . . . ?
C11 C10 N2 Y2 -175.48(13) . . . 2_545 ?
C9 C10 N2 Y2 4.5(2) . . . 2_545 ?

_refine_diff_density_max         0.403
_refine_diff_density_min         -0.428
_refine_diff_density_rms         0.067

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_CCDC10
_database_code_depnum_ccdc_archive 'CCDC 1968494'
loop_
_audit_author_name
_audit_author_address
'Meijuan Ding'
;Nanjing Tech University
China
;
_audit_update_record             
;
2019-11-27 deposited with the CCDC.	2020-10-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H16 Eu1.49 N2 O18 Y0.51'
_chemical_formula_weight         796.09

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Y Y -2.7962 3.5667 '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'

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

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

_cell_length_a                   18.3931(12)
_cell_length_b                   6.9087(5)
_cell_length_c                   18.5133(12)
_cell_angle_alpha                90
_cell_angle_beta                 112.056(2)
_cell_angle_gamma                90
_cell_volume                     2180.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    306(2)
_cell_measurement_reflns_used    9905
_cell_measurement_theta_min      3.18
_cell_measurement_theta_max      27.50

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.425
_exptl_crystal_F_000             1535
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    5.698
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      306(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            36200
_diffrn_reflns_av_unetI/netI     0.0187
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.179
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4982
_reflns_number_gt                4592
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0144P)²+1.4981P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4946
_refine_ls_number_parameters     409
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0189
_refine_ls_R_factor_gt           0.0160
_refine_ls_wR_factor_ref         0.0369
_refine_ls_wR_factor_gt          0.0361
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_restrained_S_all      1.104
_refine_ls_shift/su_max          0.006
_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
Y1 Y 0.37343(2) 0.72297(2) 0.87768(2) 0.01067(4) Uani 0.196(3) 1 d . . P . .
Eu1 Eu 0.37343(2) 0.72297(2) 0.87768(2) 0.01067(4) Uani 0.804(3) 1 d . . P . .
Y2 Y 0.37515(2) 0.75140(2) 0.39647(2) 0.01147(5) Uani 0.314(3) 1 d . . P . .
Eu2 Eu 0.37515(2) 0.75140(2) 0.39647(2) 0.01147(5) Uani 0.686(3) 1 d . . P . .
C1 C 0.30324(13) 0.9651(3) 0.70987(13) 0.0177(4) Uani 1 1 d . . . . .
C2 C 0.38357(12) 0.9116(3) 0.71118(12) 0.0155(4) Uani 1 1 d . . . . .
C3 C 0.40690(13) 0.9331(3) 0.64857(13) 0.0169(4) Uani 1 1 d . . . . .
C4 C 0.48178(13) 0.8718(3) 0.65751(12) 0.0154(4) Uani 1 1 d . . . . .
C5 C 0.50782(13) 0.8729(3) 0.58920(12) 0.0155(4) Uani 1 1 d . . . . .
C6 C 0.53242(13) 0.8026(3) 0.72971(13) 0.0167(4) Uani 1 1 d . . . . .
C7 C 0.50373(12) 0.7840(3) 0.78861(13) 0.0158(4) Uani 1 1 d . . . . .
C8 C 0.55064(13) 0.7066(3) 0.86898(13) 0.0175(4) Uani 1 1 d . . . . .
C9 C 0.24718(13) 0.4176(3) 0.27122(13) 0.0178(4) Uani 1 1 d . . . . .
C10 C 0.18066(13) 0.3523(3) 0.29522(13) 0.0169(4) Uani 1 1 d . . . . .
C11 C 0.18269(14) 0.3613(3) 0.37049(13) 0.0193(5) Uani 1 1 d . . . . .
C12 C 0.11661(13) 0.3038(3) 0.38417(12) 0.0174(4) Uani 1 1 d . . . . .
C13 C 0.11665(13) 0.3045(3) 0.46569(13) 0.0182(4) Uani 1 1 d . . . . .
C14 C 0.05109(13) 0.2369(3) 0.32229(13) 0.0169(4) Uani 1 1 d . . . . .
C15 C 0.05532(13) 0.2249(3) 0.24913(13) 0.0160(4) Uani 1 1 d . . . . .
C16 C -0.00974(13) 0.1457(3) 0.17688(13) 0.0161(4) Uani 1 1 d . . . . .
O1 O 0.28628(9) 0.8912(2) 0.76462(10) 0.0244(4) Uani 1 1 d . . . . .
O2 O 0.26003(9) 1.0738(2) 0.65804(9) 0.0217(4) Uani 1 1 d . . . . .
O3 O 0.51056(9) 0.6701(2) 0.91091(9) 0.0223(4) Uani 1 1 d . . . . .
O4 O 0.62157(9) 0.6827(3) 0.88883(10) 0.0316(4) Uani 1 1 d . . . . .
O5 O 0.45952(10) 0.8159(3) 0.52592(9) 0.0247(4) Uani 1 1 d . . . . .
O6 O 0.57767(9) 0.9252(2) 0.60236(9) 0.0212(3) Uani 1 1 d . . . . .
O7 O 0.30682(10) 0.4863(2) 0.32374(9) 0.0245(4) Uani 1 1 d . . . . .
O8 O 0.23770(10) 0.3977(3) 0.20130(9) 0.0258(4) Uani 1 1 d . . . . .
O9 O 0.18104(9) 0.3166(3) 0.52268(9) 0.0237(4) Uani 1 1 d . . . . .
O10 O 0.05315(10) 0.2838(3) 0.47539(10) 0.0253(4) Uani 1 1 d . . . . .
O11 O -0.07135(9) 0.0868(2) 0.18106(10) 0.0235(4) Uani 1 1 d . . . . .
O12 O 0.00583(9) 0.1463(2) 0.11530(9) 0.0221(4) Uani 1 1 d . . . . .
O13 O 0.36662(11) 0.4529(3) 0.79040(10) 0.0250(4) Uani 1 1 d . . . . .
O14 O 0.37781(13) 0.4265(3) 0.95121(11) 0.0263(4) Uani 1 1 d . . . . .
O15 O 0.40799(13) 1.0622(3) 0.89803(12) 0.0300(4) Uani 1 1 d . . . . .
O16 O 0.28243(11) 0.8104(3) 0.45393(12) 0.0311(4) Uani 1 1 d . . . . .
O17 O 0.39573(11) 0.4543(3) 0.47259(11) 0.0280(4) Uani 1 1 d . . . . .
O18 O 0.28776(14) 0.6091(3) 0.58022(13) 0.0416(5) Uani 1 1 d . . . . .
N1 N 0.42988(10) 0.8320(3) 0.77839(10) 0.0160(4) Uani 1 1 d . . . . .
N2 N 0.11854(10) 0.2837(3) 0.23592(10) 0.0154(4) Uani 1 1 d . . . . .
H3 H 0.3739(15) 0.992(4) 0.6008(16) 0.027(7) Uiso 1 1 d . . . . .
H6 H 0.5846(16) 0.757(3) 0.7377(15) 0.018(7) Uiso 1 1 d . . . . .
H11 H 0.2274(15) 0.404(4) 0.4114(15) 0.020(6) Uiso 1 1 d . . . . .
H13A H 0.313(2) 0.414(5) 0.760(2) 0.066(11) Uiso 1 1 d . . . . .
H13B H 0.390(2) 0.449(5) 0.756(2) 0.054(11) Uiso 1 1 d . . . . .
H14 H 0.0048(15) 0.195(4) 0.3286(14) 0.017(6) Uiso 1 1 d . . . . .
H14A H 0.340(2) 0.409(5) 0.956(2) 0.045(11) Uiso 1 1 d . . . . .
H14B H 0.416(2) 0.402(6) 1.003(2) 0.075(13) Uiso 1 1 d . . . . .
H15A H 0.457(3) 1.096(7) 0.931(3) 0.102(17) Uiso 1 1 d . . . . .
H15B H 0.380(3) 1.148(8) 0.886(3) 0.106(19) Uiso 1 1 d . . . . .
H16A H 0.283(2) 0.744(5) 0.497(2) 0.061(12) Uiso 1 1 d . . . . .
H16B H 0.238(2) 0.822(5) 0.428(2) 0.050(11) Uiso 1 1 d . . . . .
H17A H 0.430(2) 0.438(5) 0.519(2) 0.059(11) Uiso 1 1 d . . . . .
H17B H 0.392(2) 0.344(6) 0.452(2) 0.079(14) Uiso 1 1 d . . . . .
H18A H 0.256(2) 0.511(6) 0.564(2) 0.067(12) Uiso 1 1 d . . . . .
H18B H 0.330(3) 0.549(7) 0.608(3) 0.091(16) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Y1 O3 2.3892(16) . ?
Y1 O1 2.4045(16) . ?
Y1 O15 2.4202(18) . ?
Y1 O13 2.4402(17) . ?
Y1 O14 2.4441(18) . ?
Y1 O9 2.4926(16) 2_556 ?
Y1 O2 2.5110(16) 2_546 ?
Y1 N1 2.5413(19) . ?
Y1 O10 2.5771(17) 2_556 ?
Y1 C13 2.892(2) 2_556 ?
Y2 O7 2.3404(16) . ?
Y2 O5 2.3573(16) . ?
Y2 O16 2.3598(19) . ?
Y2 O6 2.3939(16) 3_676 ?
Y2 O12 2.3926(16) 2 ?
Y2 O8 2.4051(16) 2 ?
Y2 O17 2.4376(18) . ?
Y2 N2 2.5070(18) 2 ?
C1 O2 1.242(3) . ?
C1 O1 1.274(3) . ?
C1 C2 1.514(3) . ?
C2 N1 1.334(3) . ?
C2 C3 1.387(3) . ?
C3 C4 1.390(3) . ?
C3 H3 0.96(3) . ?
C4 C6 1.396(3) . ?
C4 C5 1.511(3) . ?
C5 O5 1.239(3) . ?
C5 O6 1.267(3) . ?
C6 C7 1.384(3) . ?
C6 H6 0.97(3) . ?
C7 N1 1.341(3) . ?
C7 C8 1.510(3) . ?
C8 O4 1.227(3) . ?
C8 O3 1.281(3) . ?
C9 O8 1.247(3) . ?
C9 O7 1.254(3) . ?
C9 C10 1.519(3) . ?
C10 N2 1.339(3) . ?
C10 C11 1.381(3) . ?
C11 C12 1.390(3) . ?
C11 H11 0.93(3) . ?
C12 C14 1.393(3) . ?
C12 C13 1.509(3) . ?
C13 O10 1.255(3) . ?
C13 O9 1.259(3) . ?
C14 C15 1.388(3) . ?
C14 H14 0.95(3) . ?
C15 N2 1.338(3) . ?
C15 C16 1.523(3) . ?
C16 O11 1.233(3) . ?
C16 O12 1.275(3) . ?
O13 H13A 0.97(4) . ?
O13 H13B 0.89(4) . ?
O14 H14A 0.75(4) . ?
O14 H14B 0.96(4) . ?
O15 H15A 0.91(5) . ?
O15 H15B 0.76(5) . ?
O16 H16A 0.92(4) . ?
O16 H16B 0.79(4) . ?
O17 H17A 0.86(4) . ?
O17 H17B 0.85(4) . ?
O18 H18A 0.87(4) . ?
O18 H18B 0.86(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Y1 O1 126.32(5) . . ?
O3 Y1 O15 85.28(7) . . ?
O1 Y1 O15 73.61(7) . . ?
O3 Y1 O13 80.81(6) . . ?
O1 Y1 O13 86.65(6) . . ?
O15 Y1 O13 142.04(7) . . ?
O3 Y1 O14 85.27(6) . . ?
O1 Y1 O14 139.62(7) . . ?
O15 Y1 O14 140.62(7) . . ?
O13 Y1 O14 73.19(6) . . ?
O3 Y1 O9 121.86(5) . 2_556 ?
O1 Y1 O9 101.36(5) . 2_556 ?
O15 Y1 O9 77.79(6) . 2_556 ?
O13 Y1 O9 138.90(6) . 2_556 ?
O14 Y1 O9 75.15(6) . 2_556 ?
O3 Y1 O2 146.94(5) . 2_546 ?
O1 Y1 O2 72.72(5) . 2_546 ?
O15 Y1 O2 127.73(7) . 2_546 ?
O13 Y1 O2 73.14(6) . 2_546 ?
O14 Y1 O2 68.12(6) . 2_546 ?
O9 Y1 O2 71.13(5) 2_556 2_546 ?
O3 Y1 N1 63.45(6) . . ?
O1 Y1 N1 63.06(6) . . ?
O15 Y1 N1 70.77(6) . . ?
O13 Y1 N1 71.40(6) . . ?
O14 Y1 N1 135.60(6) . . ?
O9 Y1 N1 147.70(6) 2_556 . ?
O2 Y1 N1 123.76(5) 2_546 . ?
O3 Y1 O10 70.67(5) . 2_556 ?
O1 Y1 O10 138.92(6) . 2_556 ?
O15 Y1 O10 71.02(6) . 2_556 ?
O13 Y1 O10 134.42(6) . 2_556 ?
O14 Y1 O10 69.77(6) . 2_556 ?
O9 Y1 O10 51.20(5) 2_556 2_556 ?
O2 Y1 O10 114.71(5) 2_546 2_556 ?
N1 Y1 O10 121.37(6) . 2_556 ?
O3 Y1 C13 96.23(6) . 2_556 ?
O1 Y1 C13 123.32(6) . 2_556 ?
O15 Y1 C13 75.01(7) . 2_556 ?
O13 Y1 C13 141.36(6) . 2_556 ?
O14 Y1 C13 68.17(6) . 2_556 ?
O9 Y1 C13 25.69(6) 2_556 2_556 ?
O2 Y1 C13 91.80(6) 2_546 2_556 ?
N1 Y1 C13 141.12(6) . 2_556 ?
O10 Y1 C13 25.71(6) 2_556 2_556 ?
O7 Y2 O5 137.65(6) . . ?
O7 Y2 O16 94.11(7) . . ?
O5 Y2 O16 79.65(6) . . ?
O7 Y2 O6 148.23(6) . 3_676 ?
O5 Y2 O6 73.53(6) . 3_676 ?
O16 Y2 O6 98.95(7) . 3_676 ?
O7 Y2 O12 91.27(6) . 2 ?
O5 Y2 O12 82.79(6) . 2 ?
O16 Y2 O12 159.11(6) . 2 ?
O6 Y2 O12 86.74(6) 3_676 2 ?
O7 Y2 O8 76.74(6) . 2 ?
O5 Y2 O8 137.59(6) . 2 ?
O16 Y2 O8 72.61(6) . 2 ?
O6 Y2 O8 79.75(6) 3_676 2 ?
O12 Y2 O8 128.28(5) 2 2 ?
O7 Y2 O17 66.85(6) . . ?
O5 Y2 O17 70.81(6) . . ?
O16 Y2 O17 82.33(7) . . ?
O6 Y2 O17 143.47(6) 3_676 . ?
O12 Y2 O17 81.28(6) 2 . ?
O8 Y2 O17 133.77(6) 2 . ?
O7 Y2 N2 73.69(6) . 2 ?
O5 Y2 N2 136.28(6) . 2 ?
O16 Y2 N2 137.05(6) . 2 ?
O6 Y2 N2 77.06(6) 3_676 2 ?
O12 Y2 N2 63.77(5) 2 2 ?
O8 Y2 N2 64.56(6) 2 2 ?
O17 Y2 N2 125.87(6) . 2 ?
O2 C1 O1 125.4(2) . . ?
O2 C1 C2 119.8(2) . . ?
O1 C1 C2 114.73(19) . . ?
N1 C2 C3 122.3(2) . . ?
N1 C2 C1 113.13(19) . . ?
C3 C2 C1 124.52(19) . . ?
C2 C3 C4 118.1(2) . . ?
C2 C3 H3 122.0(16) . . ?
C4 C3 H3 119.8(16) . . ?
C3 C4 C6 119.6(2) . . ?
C3 C4 C5 120.66(19) . . ?
C6 C4 C5 119.75(19) . . ?
O5 C5 O6 126.0(2) . . ?
O5 C5 C4 116.71(19) . . ?
O6 C5 C4 117.24(19) . . ?
C7 C6 C4 118.2(2) . . ?
C7 C6 H6 120.0(16) . . ?
C4 C6 H6 121.6(16) . . ?
N1 C7 C6 122.1(2) . . ?
N1 C7 C8 113.60(19) . . ?
C6 C7 C8 124.3(2) . . ?
O4 C8 O3 125.6(2) . . ?
O4 C8 C7 119.5(2) . . ?
O3 C8 C7 114.91(19) . . ?
O8 C9 O7 126.0(2) . . ?
O8 C9 C10 117.18(19) . . ?
O7 C9 C10 116.9(2) . . ?
N2 C10 C11 122.3(2) . . ?
N2 C10 C9 113.49(19) . . ?
C11 C10 C9 124.21(19) . . ?
C10 C11 C12 118.5(2) . . ?
C10 C11 H11 121.0(16) . . ?
C12 C11 H11 120.5(16) . . ?
C11 C12 C14 119.4(2) . . ?
C11 C12 C13 120.63(19) . . ?
C14 C12 C13 119.9(2) . . ?
O10 C13 O9 121.4(2) . . ?
O10 C13 C12 119.46(19) . . ?
O9 C13 C12 119.0(2) . . ?
O10 C13 Y1 63.00(12) . 2_546 ?
O9 C13 Y1 59.15(11) . 2_546 ?
C12 C13 Y1 168.10(15) . 2_546 ?
C15 C14 C12 118.3(2) . . ?
C15 C14 H14 119.0(15) . . ?
C12 C14 H14 122.7(15) . . ?
N2 C15 C14 122.1(2) . . ?
N2 C15 C16 113.50(19) . . ?
C14 C15 C16 124.4(2) . . ?
O11 C16 O12 125.3(2) . . ?
O11 C16 C15 120.0(2) . . ?
O12 C16 C15 114.70(19) . . ?
C1 O1 Y1 127.15(14) . . ?
C1 O2 Y1 136.89(15) . 2_556 ?
C8 O3 Y1 127.31(14) . . ?
C5 O5 Y2 170.34(16) . . ?
C5 O6 Y2 127.29(13) . 3_676 ?
C9 O7 Y2 150.06(16) . . ?
C9 O8 Y2 124.92(15) . 2_545 ?
C13 O9 Y1 95.15(13) . 2_546 ?
C13 O10 Y1 91.29(13) . 2_546 ?
C16 O12 Y2 127.06(14) . 2_545 ?
Y1 O13 H13A 112(2) . . ?
Y1 O13 H13B 126(2) . . ?
H13A O13 H13B 104(3) . . ?
Y1 O14 H14A 112(3) . . ?
Y1 O14 H14B 124(2) . . ?
H14A O14 H14B 103(3) . . ?
Y1 O15 H15A 119(3) . . ?
Y1 O15 H15B 127(4) . . ?
H15A O15 H15B 113(5) . . ?
Y2 O16 H16A 122(2) . . ?
Y2 O16 H16B 120(3) . . ?
H16A O16 H16B 105(3) . . ?
Y2 O17 H17A 126(2) . . ?
Y2 O17 H17B 122(3) . . ?
H17A O17 H17B 104(3) . . ?
H18A O18 H18B 100(4) . . ?
C2 N1 C7 119.45(19) . . ?
C2 N1 Y1 120.37(14) . . ?
C7 N1 Y1 119.47(14) . . ?
C10 N2 C15 119.36(19) . . ?
C10 N2 Y2 119.63(14) . 2_545 ?
C15 N2 Y2 120.94(14) . 2_545 ?

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
O2 C1 C2 N1 165.7(2) . . . . ?
O1 C1 C2 N1 -14.1(3) . . . . ?
O2 C1 C2 C3 -17.1(3) . . . . ?
O1 C1 C2 C3 163.1(2) . . . . ?
N1 C2 C3 C4 -1.0(3) . . . . ?
C1 C2 C3 C4 -177.94(19) . . . . ?
C2 C3 C4 C6 -4.0(3) . . . . ?
C2 C3 C4 C5 173.91(19) . . . . ?
C3 C4 C5 O5 -42.0(3) . . . . ?
C6 C4 C5 O5 135.9(2) . . . . ?
C3 C4 C5 O6 140.5(2) . . . . ?
C6 C4 C5 O6 -41.6(3) . . . . ?
C3 C4 C6 C7 4.8(3) . . . . ?
C5 C4 C6 C7 -173.09(19) . . . . ?
C4 C6 C7 N1 -0.8(3) . . . . ?
C4 C6 C7 C8 178.4(2) . . . . ?
N1 C7 C8 O4 -170.1(2) . . . . ?
C6 C7 C8 O4 10.7(3) . . . . ?
N1 C7 C8 O3 10.4(3) . . . . ?
C6 C7 C8 O3 -168.8(2) . . . . ?
O8 C9 C10 N2 -1.2(3) . . . . ?
O7 C9 C10 N2 178.95(19) . . . . ?
O8 C9 C10 C11 178.8(2) . . . . ?
O7 C9 C10 C11 -1.1(3) . . . . ?
N2 C10 C11 C12 -2.5(3) . . . . ?
C9 C10 C11 C12 177.5(2) . . . . ?
C10 C11 C12 C14 0.8(3) . . . . ?
C10 C11 C12 C13 178.0(2) . . . . ?
C11 C12 C13 O10 168.1(2) . . . . ?
C14 C12 C13 O10 -14.8(3) . . . . ?
C11 C12 C13 O9 -15.3(3) . . . . ?
C14 C12 C13 O9 161.9(2) . . . . ?
C11 C12 C13 Y1 -93.2(8) . . . 2_546 ?
C14 C12 C13 Y1 84.0(8) . . . 2_546 ?
C11 C12 C14 C15 1.9(3) . . . . ?
C13 C12 C14 C15 -175.29(19) . . . . ?
C12 C14 C15 N2 -3.2(3) . . . . ?
C12 C14 C15 C16 176.90(19) . . . . ?
N2 C15 C16 O11 -179.87(19) . . . . ?
C14 C15 C16 O11 0.1(3) . . . . ?
N2 C15 C16 O12 0.4(3) . . . . ?
C14 C15 C16 O12 -179.7(2) . . . . ?
O2 C1 O1 Y1 -169.41(16) . . . . ?
C2 C1 O1 Y1 10.4(3) . . . . ?
O1 C1 O2 Y1 1.2(4) . . . 2_556 ?
C2 C1 O2 Y1 -178.58(14) . . . 2_556 ?
O4 C8 O3 Y1 177.77(18) . . . . ?
C7 C8 O3 Y1 -2.7(3) . . . . ?
O5 C5 O6 Y2 97.0(2) . . . 3_676 ?
C4 C5 O6 Y2 -85.8(2) . . . 3_676 ?
O8 C9 O7 Y2 91.5(4) . . . . ?
C10 C9 O7 Y2 -88.7(3) . . . . ?
O7 C9 O8 Y2 176.95(17) . . . 2_545 ?
C10 C9 O8 Y2 -2.8(3) . . . 2_545 ?
O10 C13 O9 Y1 10.2(2) . . . 2_546 ?
C12 C13 O9 Y1 -166.41(17) . . . 2_546 ?
O9 C13 O10 Y1 -9.8(2) . . . 2_546 ?
C12 C13 O10 Y1 166.78(18) . . . 2_546 ?
O11 C16 O12 Y2 -178.54(16) . . . 2_545 ?
C15 C16 O12 Y2 1.2(3) . . . 2_545 ?
C3 C2 N1 C7 5.1(3) . . . . ?
C1 C2 N1 C7 -177.62(18) . . . . ?
C3 C2 N1 Y1 -165.14(16) . . . . ?
C1 C2 N1 Y1 12.1(2) . . . . ?
C6 C7 N1 C2 -4.2(3) . . . . ?
C8 C7 N1 C2 176.56(18) . . . . ?
C6 C7 N1 Y1 166.16(16) . . . . ?
C8 C7 N1 Y1 -13.1(2) . . . . ?
C11 C10 N2 C15 1.3(3) . . . . ?
C9 C10 N2 C15 -178.71(18) . . . . ?
C11 C10 N2 Y2 -175.58(16) . . . 2_545 ?
C9 C10 N2 Y2 4.4(2) . . . 2_545 ?
C14 C15 N2 C10 1.6(3) . . . . ?
C16 C15 N2 C10 -178.47(18) . . . . ?
C14 C15 N2 Y2 178.44(15) . . . 2_545 ?
C16 C15 N2 Y2 -1.6(2) . . . 2_545 ?

_refine_diff_density_max         0.649
_refine_diff_density_min         -0.675
_refine_diff_density_rms         0.083

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_CCDC11
_database_code_depnum_ccdc_archive 'CCDC 1968481'
_audit_update_record             
;
2020-06-25 deposited with the CCDC.	2020-10-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H16 Eu0.12 N2 O18 Y1.88'
_chemical_formula_weight         709.69

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'
Y Y -2.7962 3.5667 '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'

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

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

_cell_length_a                   18.3079(4)
_cell_length_b                   6.8784(2)
_cell_length_c                   18.3684(4)
_cell_angle_alpha                90
_cell_angle_beta                 112.1963(8)
_cell_angle_gamma                90
_cell_volume                     2141.70(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9161
_cell_measurement_theta_min      2.68
_cell_measurement_theta_max      27.45

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.201
_exptl_crystal_F_000             1404
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    5.519
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.277
_exptl_absorpt_correction_T_max  0.576
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28192
_diffrn_reflns_av_unetI/netI     0.0284
_diffrn_reflns_av_R_equivalents  0.0460
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.195
_diffrn_reflns_theta_max         27.502
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4894
_reflns_number_gt                4186
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0265P)²+1.6511P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4894
_refine_ls_number_parameters     407
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0251
_refine_ls_wR_factor_ref         0.0598
_refine_ls_wR_factor_gt          0.0561
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_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
Y1 Y 0.37354(2) 0.72310(3) 0.87679(2) 0.01061(6) Uani 0.94 1 d . . P . .
Eu1 Eu 0.37354(2) 0.72310(3) 0.87679(2) 0.01061(6) Uani 0.06 1 d . . P . .
Y2 Y 0.37551(2) 0.75317(3) 0.39584(2) 0.01327(6) Uani 0.94 1 d . . P . .
Eu2 Eu 0.37551(2) 0.75317(3) 0.39584(2) 0.01327(6) Uani 0.06 1 d . . P . .
C1 C 0.30270(15) 0.9662(4) 0.71026(14) 0.0150(5) Uani 1 1 d . . . . .
C2 C 0.38301(15) 0.9129(3) 0.71116(14) 0.0136(5) Uani 1 1 d . . . . .
C3 C 0.40686(15) 0.9350(3) 0.64841(15) 0.0146(5) Uani 1 1 d . . . . .
C4 C 0.48177(15) 0.8729(3) 0.65737(14) 0.0135(5) Uani 1 1 d . . . . .
C5 C 0.50831(15) 0.8741(3) 0.58860(14) 0.0137(5) Uani 1 1 d . . . . .
C6 C 0.53260(15) 0.8019(4) 0.72976(14) 0.0145(5) Uani 1 1 d . . . . .
C7 C 0.50390(14) 0.7837(3) 0.78929(14) 0.0137(5) Uani 1 1 d . . . . .
C8 C 0.55010(15) 0.7041(4) 0.87007(14) 0.0156(5) Uani 1 1 d . . . . .
C9 C 0.24716(15) 0.4233(4) 0.27097(14) 0.0154(5) Uani 1 1 d . . . . .
C10 C 0.18057(15) 0.3556(3) 0.29514(14) 0.0142(5) Uani 1 1 d . . . . .
C11 C 0.18290(16) 0.3644(4) 0.37157(15) 0.0175(5) Uani 1 1 d . . . . .
C12 C 0.11650(15) 0.3057(3) 0.38517(14) 0.0156(5) Uani 1 1 d . . . . .
C13 C 0.11593(15) 0.3056(3) 0.46680(14) 0.0161(5) Uani 1 1 d . . . . .
C14 C 0.05111(16) 0.2378(3) 0.32237(15) 0.0160(5) Uani 1 1 d . . . . .
C15 C 0.05529(15) 0.2257(3) 0.24884(14) 0.0134(5) Uani 1 1 d . . . . .
C16 C -0.00951(15) 0.1456(3) 0.17584(14) 0.0144(5) Uani 1 1 d . . . . .
O1 O 0.28615(11) 0.8904(3) 0.76564(11) 0.0213(4) Uani 1 1 d . . . . .
O2 O 0.25864(10) 1.0751(3) 0.65819(11) 0.0183(4) Uani 1 1 d . . . . .
O3 O 0.50888(11) 0.6673(3) 0.91156(10) 0.0191(4) Uani 1 1 d . . . . .
O4 O 0.62165(11) 0.6803(3) 0.89153(12) 0.0274(5) Uani 1 1 d . . . . .
O5 O 0.45974(11) 0.8157(3) 0.52476(10) 0.0213(4) Uani 1 1 d . . . . .
O6 O 0.57822(11) 0.9274(3) 0.60220(11) 0.0183(4) Uani 1 1 d . . . . .
O7 O 0.30684(11) 0.4933(3) 0.32324(11) 0.0219(4) Uani 1 1 d . . . . .
O8 O 0.23690(11) 0.4019(3) 0.20016(10) 0.0221(4) Uani 1 1 d . . . . .
O9 O 0.18108(11) 0.3152(3) 0.52498(10) 0.0205(4) Uani 1 1 d . . . . .
O10 O 0.05214(11) 0.2850(3) 0.47622(11) 0.0220(4) Uani 1 1 d . . . . .
O11 O -0.07152(11) 0.0852(3) 0.17948(11) 0.0209(4) Uani 1 1 d . . . . .
O12 O 0.00646(11) 0.1460(3) 0.11410(10) 0.0203(4) Uani 1 1 d . . . . .
O13 O 0.36644(12) 0.4599(3) 0.78987(12) 0.0226(4) Uani 1 1 d . . . . .
O14 O 0.37943(14) 0.4298(3) 0.94939(12) 0.0224(4) Uani 1 1 d . . . . .
O15 O 0.40653(16) 1.0580(3) 0.89810(14) 0.0272(5) Uani 1 1 d . . . . .
O16 O 0.28397(12) 0.8112(3) 0.45251(13) 0.0261(4) Uani 1 1 d . . . . .
O17 O 0.39555(14) 0.4602(3) 0.47137(13) 0.0244(4) Uani 1 1 d . . . . .
O18 O 0.28732(16) 0.6113(4) 0.57932(14) 0.0361(6) Uani 1 1 d . . . . .
N1 N 0.42991(12) 0.8329(3) 0.77897(12) 0.0134(4) Uani 1 1 d . . . . .
N2 N 0.11829(12) 0.2857(3) 0.23572(12) 0.0131(4) Uani 1 1 d . . . . .
H3 H 0.3726(15) 0.989(4) 0.6001(15) 0.009(6) Uiso 1 1 d . . . . .
H6 H 0.5829(19) 0.758(4) 0.7374(17) 0.020(8) Uiso 1 1 d . . . . .
H11 H 0.2266(18) 0.411(4) 0.4145(18) 0.020(8) Uiso 1 1 d . . . . .
H13A H 0.382(3) 0.463(6) 0.756(2) 0.057(14) Uiso 1 1 d . . . . .
H13B H 0.317(2) 0.420(5) 0.767(2) 0.046(11) Uiso 1 1 d . . . . .
H14 H 0.007(2) 0.193(5) 0.3311(19) 0.031(9) Uiso 1 1 d . . . . .
H14A H 0.418(3) 0.406(6) 0.993(3) 0.062(14) Uiso 1 1 d . . . . .
H14B H 0.339(3) 0.413(6) 0.954(2) 0.050(13) Uiso 1 1 d . . . . .
H15A H 0.451(3) 1.081(8) 0.926(3) 0.09(2) Uiso 1 1 d . . . . .
H15B H 0.382(3) 1.145(8) 0.885(3) 0.077(18) Uiso 1 1 d . . . . .
H16A H 0.293(3) 0.755(7) 0.500(3) 0.080(16) Uiso 1 1 d . . . . .
H16B H 0.235(3) 0.823(7) 0.422(3) 0.070(15) Uiso 1 1 d . . . . .
H17A H 0.430(2) 0.449(5) 0.509(2) 0.030(10) Uiso 1 1 d . . . . .
H17B H 0.391(2) 0.359(5) 0.452(2) 0.029(10) Uiso 1 1 d . . . . .
H18A H 0.253(3) 0.522(6) 0.559(2) 0.055(13) Uiso 1 1 d . . . . .
H18B H 0.336(3) 0.557(7) 0.607(3) 0.090(18) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Y1 O3 2.3448(18) . ?
Y1 O1 2.3630(18) . ?
Y1 O15 2.376(2) . ?
Y1 O13 2.385(2) . ?
Y1 O14 2.398(2) . ?
Y1 O9 2.4537(18) 2_556 ?
Y1 O2 2.4761(18) 2_546 ?
Y1 N1 2.503(2) . ?
Y1 O10 2.5587(18) 2_556 ?
Y1 C13 2.863(2) 2_556 ?
Y2 O7 2.2992(18) . ?
Y2 O16 2.317(2) . ?
Y2 O5 2.3264(18) . ?
Y2 O6 2.3502(17) 3_676 ?
Y2 O12 2.3546(18) 2 ?
Y2 O8 2.3769(18) 2 ?
Y2 O17 2.395(2) . ?
Y2 N2 2.472(2) 2 ?
C1 O2 1.242(3) . ?
C1 O1 1.277(3) . ?
C1 C2 1.509(3) . ?
C2 N1 1.335(3) . ?
C2 C3 1.387(3) . ?
C3 C4 1.386(3) . ?
C4 C6 1.392(3) . ?
C4 C5 1.515(3) . ?
C5 O5 1.241(3) . ?
C5 O6 1.262(3) . ?
C6 C7 1.386(3) . ?
C7 N1 1.338(3) . ?
C7 C8 1.506(3) . ?
C8 O4 1.228(3) . ?
C8 O3 1.284(3) . ?
C9 O7 1.247(3) . ?
C9 O8 1.251(3) . ?
C9 C10 1.520(3) . ?
C10 N2 1.335(3) . ?
C10 C11 1.389(3) . ?
C11 C12 1.390(3) . ?
C12 C14 1.392(4) . ?
C12 C13 1.503(3) . ?
C13 O10 1.252(3) . ?
C13 O9 1.267(3) . ?
C14 C15 1.384(3) . ?
C15 N2 1.330(3) . ?
C15 C16 1.519(3) . ?
C16 O11 1.234(3) . ?
C16 O12 1.274(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Y1 O1 128.02(6) . . ?
O3 Y1 O15 86.39(8) . . ?
O1 Y1 O15 73.58(8) . . ?
O3 Y1 O13 80.96(7) . . ?
O1 Y1 O13 86.75(7) . . ?
O15 Y1 O13 142.42(8) . . ?
O3 Y1 O14 83.69(7) . . ?
O1 Y1 O14 139.78(8) . . ?
O15 Y1 O14 140.24(8) . . ?
O13 Y1 O14 73.33(7) . . ?
O3 Y1 O9 121.61(6) . 2_556 ?
O1 Y1 O9 100.29(6) . 2_556 ?
O15 Y1 O9 77.13(7) . 2_556 ?
O13 Y1 O9 138.95(7) . 2_556 ?
O14 Y1 O9 75.73(7) . 2_556 ?
O3 Y1 O2 146.30(6) . 2_546 ?
O1 Y1 O2 72.52(6) . 2_546 ?
O15 Y1 O2 127.16(8) . 2_546 ?
O13 Y1 O2 73.34(7) . 2_546 ?
O14 Y1 O2 68.44(7) . 2_546 ?
O9 Y1 O2 70.56(6) 2_556 2_546 ?
O3 Y1 N1 64.22(6) . . ?
O1 Y1 N1 63.97(6) . . ?
O15 Y1 N1 71.20(7) . . ?
O13 Y1 N1 71.42(7) . . ?
O14 Y1 N1 135.14(7) . . ?
O9 Y1 N1 147.47(7) 2_556 . ?
O2 Y1 N1 124.43(6) 2_546 . ?
O3 Y1 O10 69.75(6) . 2_556 ?
O1 Y1 O10 138.35(7) . 2_556 ?
O15 Y1 O10 70.37(7) . 2_556 ?
O13 Y1 O10 134.88(7) . 2_556 ?
O14 Y1 O10 70.06(7) . 2_556 ?
O9 Y1 O10 51.90(6) 2_556 2_556 ?
O2 Y1 O10 114.85(6) 2_546 2_556 ?
N1 Y1 O10 120.54(6) . 2_556 ?
O3 Y1 C13 95.48(7) . 2_556 ?
O1 Y1 C13 122.51(7) . 2_556 ?
O15 Y1 C13 74.10(7) . 2_556 ?
O13 Y1 C13 142.03(7) . 2_556 ?
O14 Y1 C13 68.71(7) . 2_556 ?
O9 Y1 C13 26.16(7) 2_556 2_556 ?
O2 Y1 C13 91.75(7) 2_546 2_556 ?
N1 Y1 C13 140.44(7) . 2_556 ?
O10 Y1 C13 25.92(6) 2_556 2_556 ?
O7 Y2 O16 93.71(7) . . ?
O7 Y2 O5 137.82(7) . . ?
O16 Y2 O5 79.90(7) . . ?
O7 Y2 O6 148.28(6) . 3_676 ?
O16 Y2 O6 98.61(7) . 3_676 ?
O5 Y2 O6 73.44(6) . 3_676 ?
O7 Y2 O12 91.63(7) . 2 ?
O16 Y2 O12 158.34(7) . 2 ?
O5 Y2 O12 82.07(7) . 2 ?
O6 Y2 O12 87.58(6) 3_676 2 ?
O7 Y2 O8 76.93(7) . 2 ?
O16 Y2 O8 71.86(7) . 2 ?
O5 Y2 O8 136.95(7) . 2 ?
O6 Y2 O8 79.34(7) 3_676 2 ?
O12 Y2 O8 129.79(6) 2 2 ?
O7 Y2 O17 67.20(7) . . ?
O16 Y2 O17 82.13(8) . . ?
O5 Y2 O17 70.63(7) . . ?
O6 Y2 O17 143.35(7) 3_676 . ?
O12 Y2 O17 80.64(7) 2 . ?
O8 Y2 O17 133.81(8) 2 . ?
O7 Y2 N2 73.76(6) . 2 ?
O16 Y2 N2 137.03(7) . 2 ?
O5 Y2 N2 136.13(7) . 2 ?
O6 Y2 N2 77.35(6) 3_676 2 ?
O12 Y2 N2 64.54(6) 2 2 ?
O8 Y2 N2 65.32(6) 2 2 ?
O17 Y2 N2 126.09(7) . 2 ?
O2 C1 O1 125.4(2) . . ?
O2 C1 C2 120.1(2) . . ?
O1 C1 C2 114.5(2) . . ?
N1 C2 C3 121.8(2) . . ?
N1 C2 C1 113.0(2) . . ?
C3 C2 C1 125.1(2) . . ?
C4 C3 C2 118.4(2) . . ?
C3 C4 C6 119.7(2) . . ?
C3 C4 C5 120.9(2) . . ?
C6 C4 C5 119.3(2) . . ?
O5 C5 O6 126.3(2) . . ?
O5 C5 C4 116.4(2) . . ?
O6 C5 C4 117.2(2) . . ?
C7 C6 C4 118.0(2) . . ?
N1 C7 C6 122.0(2) . . ?
N1 C7 C8 113.2(2) . . ?
C6 C7 C8 124.8(2) . . ?
O4 C8 O3 125.3(2) . . ?
O4 C8 C7 119.9(2) . . ?
O3 C8 C7 114.8(2) . . ?
O7 C9 O8 126.2(2) . . ?
O7 C9 C10 117.4(2) . . ?
O8 C9 C10 116.5(2) . . ?
N2 C10 C11 122.2(2) . . ?
N2 C10 C9 113.8(2) . . ?
C11 C10 C9 124.1(2) . . ?
C10 C11 C12 118.3(2) . . ?
C11 C12 C14 119.0(2) . . ?
C11 C12 C13 121.0(2) . . ?
C14 C12 C13 119.9(2) . . ?
O10 C13 O9 121.3(2) . . ?
O10 C13 C12 119.8(2) . . ?
O9 C13 C12 118.8(2) . . ?
O10 C13 Y1 63.35(13) . 2_546 ?
O9 C13 Y1 58.60(12) . 2_546 ?
C12 C13 Y1 167.93(17) . 2_546 ?
C15 C14 C12 118.8(2) . . ?
N2 C15 C14 122.0(2) . . ?
N2 C15 C16 113.2(2) . . ?
C14 C15 C16 124.8(2) . . ?
O11 C16 O12 125.1(2) . . ?
O11 C16 C15 120.1(2) . . ?
O12 C16 C15 114.8(2) . . ?
C1 O1 Y1 126.86(16) . . ?
C1 O2 Y1 137.25(16) . 2_556 ?
C8 O3 Y1 127.13(16) . . ?
C5 O5 Y2 170.00(17) . . ?
C5 O6 Y2 127.39(16) . 3_676 ?
C9 O7 Y2 151.03(18) . . ?
C9 O8 Y2 124.74(16) . 2_545 ?
C13 O9 Y1 95.24(15) . 2_546 ?
C13 O10 Y1 90.73(15) . 2_546 ?
C16 O12 Y2 126.58(16) . 2_545 ?
C2 N1 C7 119.7(2) . . ?
C2 N1 Y1 119.98(16) . . ?
C7 N1 Y1 119.45(16) . . ?
C15 N2 C10 119.7(2) . . ?
C15 N2 Y2 120.82(16) . 2_545 ?
C10 N2 Y2 119.43(16) . 2_545 ?

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
O2 C1 C2 N1 165.8(2) . . . . ?
O1 C1 C2 N1 -14.4(3) . . . . ?
O2 C1 C2 C3 -16.6(4) . . . . ?
O1 C1 C2 C3 163.1(2) . . . . ?
N1 C2 C3 C4 -0.4(4) . . . . ?
C1 C2 C3 C4 -177.8(2) . . . . ?
C2 C3 C4 C6 -4.0(4) . . . . ?
C2 C3 C4 C5 173.7(2) . . . . ?
C3 C4 C5 O5 -42.6(3) . . . . ?
C6 C4 C5 O5 135.1(3) . . . . ?
C3 C4 C5 O6 139.8(2) . . . . ?
C6 C4 C5 O6 -42.5(3) . . . . ?
C3 C4 C6 C7 4.3(4) . . . . ?
C5 C4 C6 C7 -173.4(2) . . . . ?
C4 C6 C7 N1 -0.3(4) . . . . ?
C4 C6 C7 C8 178.1(2) . . . . ?
N1 C7 C8 O4 -169.2(2) . . . . ?
C6 C7 C8 O4 12.2(4) . . . . ?
N1 C7 C8 O3 10.4(3) . . . . ?
C6 C7 C8 O3 -168.1(2) . . . . ?
O7 C9 C10 N2 178.9(2) . . . . ?
O8 C9 C10 N2 -1.6(3) . . . . ?
O7 C9 C10 C11 -1.0(4) . . . . ?
O8 C9 C10 C11 178.5(2) . . . . ?
N2 C10 C11 C12 -2.8(4) . . . . ?
C9 C10 C11 C12 177.2(2) . . . . ?
C10 C11 C12 C14 1.0(4) . . . . ?
C10 C11 C12 C13 178.1(2) . . . . ?
C11 C12 C13 O10 167.7(2) . . . . ?
C14 C12 C13 O10 -15.3(4) . . . . ?
C11 C12 C13 O9 -16.3(4) . . . . ?
C14 C12 C13 O9 160.7(2) . . . . ?
C11 C12 C13 Y1 -90.6(9) . . . 2_546 ?
C14 C12 C13 Y1 86.4(9) . . . 2_546 ?
C11 C12 C14 C15 1.9(4) . . . . ?
C13 C12 C14 C15 -175.2(2) . . . . ?
C12 C14 C15 N2 -3.4(4) . . . . ?
C12 C14 C15 C16 176.9(2) . . . . ?
N2 C15 C16 O11 -179.8(2) . . . . ?
C14 C15 C16 O11 0.0(4) . . . . ?
N2 C15 C16 O12 0.8(3) . . . . ?
C14 C15 C16 O12 -179.5(2) . . . . ?
O2 C1 O1 Y1 -169.85(19) . . . . ?
C2 C1 O1 Y1 10.4(3) . . . . ?
O1 C1 O2 Y1 1.9(4) . . . 2_556 ?
C2 C1 O2 Y1 -178.40(16) . . . 2_556 ?
O4 C8 O3 Y1 176.8(2) . . . . ?
C7 C8 O3 Y1 -2.8(3) . . . . ?
O5 C5 O6 Y2 97.4(3) . . . 3_676 ?
C4 C5 O6 Y2 -85.3(2) . . . 3_676 ?
O8 C9 O7 Y2 91.9(4) . . . . ?
C10 C9 O7 Y2 -88.7(4) . . . . ?
O7 C9 O8 Y2 176.83(19) . . . 2_545 ?
C10 C9 O8 Y2 -2.6(3) . . . 2_545 ?
O10 C13 O9 Y1 9.6(3) . . . 2_546 ?
C12 C13 O9 Y1 -166.36(19) . . . 2_546 ?
O9 C13 O10 Y1 -9.1(2) . . . 2_546 ?
C12 C13 O10 Y1 166.8(2) . . . 2_546 ?
O11 C16 O12 Y2 -178.66(18) . . . 2_545 ?
C15 C16 O12 Y2 0.8(3) . . . 2_545 ?
C3 C2 N1 C7 4.5(4) . . . . ?
C1 C2 N1 C7 -177.9(2) . . . . ?
C3 C2 N1 Y1 -165.05(18) . . . . ?
C1 C2 N1 Y1 12.6(3) . . . . ?
C6 C7 N1 C2 -4.1(4) . . . . ?
C8 C7 N1 C2 177.3(2) . . . . ?
C6 C7 N1 Y1 165.48(18) . . . . ?
C8 C7 N1 Y1 -13.1(3) . . . . ?
C14 C15 N2 C10 1.7(4) . . . . ?
C16 C15 N2 C10 -178.5(2) . . . . ?
C14 C15 N2 Y2 178.39(17) . . . 2_545 ?
C16 C15 N2 Y2 -1.8(3) . . . 2_545 ?
C11 C10 N2 C15 1.4(4) . . . . ?
C9 C10 N2 C15 -178.5(2) . . . . ?
C11 C10 N2 Y2 -175.30(18) . . . 2_545 ?
C9 C10 N2 Y2 4.8(3) . . . 2_545 ?

_refine_diff_density_max         0.414
_refine_diff_density_min         -0.917
_refine_diff_density_rms         0.087

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_CCDC12
_database_code_depnum_ccdc_archive 'CCDC 1968497'
loop_
_audit_author_name
_audit_author_address
'Meijuan Ding'
;Nanjing Tech University
China
;
_audit_update_record             
;
2019-11-27 deposited with the CCDC.	2020-10-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H16 Eu1.64 N2 O18 Y0.36'
_chemical_formula_weight         805.61

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'
Y Y -2.7962 3.5667 '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'

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

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

_cell_length_a                   18.4125(10)
_cell_length_b                   6.9080(3)
_cell_length_c                   18.5353(10)
_cell_angle_alpha                90
_cell_angle_beta                 112.0386(18)
_cell_angle_gamma                90
_cell_volume                     2185.31(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    303(2)
_cell_measurement_reflns_used    9911
_cell_measurement_theta_min      2.95
_cell_measurement_theta_max      27.49

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.449
_exptl_crystal_F_000             1549
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    5.715
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      303(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            36088
_diffrn_reflns_av_unetI/netI     0.0153
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.178
_diffrn_reflns_theta_max         27.489
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             4993
_reflns_number_gt                4761
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0066P)²+2.5914P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4965
_refine_ls_number_parameters     409
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0168
_refine_ls_R_factor_gt           0.0157
_refine_ls_wR_factor_ref         0.0339
_refine_ls_wR_factor_gt          0.0336
_refine_ls_goodness_of_fit_ref   1.178
_refine_ls_restrained_S_all      1.178
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Y1 Y 0.37340(2) 0.72294(2) 0.87775(2) 0.01024(4) Uani 0.149(3) 1 d . . P . .
Eu1 Eu 0.37340(2) 0.72294(2) 0.87775(2) 0.01024(4) Uani 0.851(3) 1 d . . P . .
Y2 Y 0.37509(2) 0.75107(2) 0.39648(2) 0.01098(4) Uani 0.210(3) 1 d . . P . .
Eu2 Eu 0.37509(2) 0.75107(2) 0.39648(2) 0.01098(4) Uani 0.790(3) 1 d . . P . .
C1 C 0.30304(12) 0.9651(3) 0.70982(12) 0.0161(4) Uani 1 1 d . . . . .
C2 C 0.38352(12) 0.9113(3) 0.71120(12) 0.0153(4) Uani 1 1 d . . . . .
C3 C 0.40683(13) 0.9333(3) 0.64859(13) 0.0165(4) Uani 1 1 d . . . . .
C4 C 0.48191(12) 0.8714(3) 0.65757(12) 0.0154(4) Uani 1 1 d . . . . .
C5 C 0.50801(12) 0.8729(3) 0.58930(12) 0.0152(4) Uani 1 1 d . . . . .
C6 C 0.53243(12) 0.8025(3) 0.72975(12) 0.0160(4) Uani 1 1 d . . . . .
C7 C 0.50357(12) 0.7846(3) 0.78851(12) 0.0148(4) Uani 1 1 d . . . . .
C8 C 0.55061(12) 0.7067(3) 0.86874(13) 0.0168(4) Uani 1 1 d . . . . .
C9 C 0.24749(13) 0.4172(3) 0.27142(13) 0.0179(4) Uani 1 1 d . . . . .
C10 C 0.18065(12) 0.3515(3) 0.29495(12) 0.0166(4) Uani 1 1 d . . . . .
C11 C 0.18274(13) 0.3604(3) 0.37053(13) 0.0194(4) Uani 1 1 d . . . . .
C12 C 0.11667(13) 0.3037(3) 0.38415(12) 0.0171(4) Uani 1 1 d . . . . .
C13 C 0.11647(13) 0.3048(3) 0.46556(12) 0.0177(4) Uani 1 1 d . . . . .
C14 C 0.05110(13) 0.2368(3) 0.32224(13) 0.0169(4) Uani 1 1 d . . . . .
C15 C 0.05530(12) 0.2244(3) 0.24908(13) 0.0158(4) Uani 1 1 d . . . . .
C16 C -0.00963(12) 0.1462(3) 0.17710(12) 0.0154(4) Uani 1 1 d . . . . .
O1 O 0.28622(9) 0.8914(3) 0.76455(10) 0.0237(4) Uani 1 1 d . . . . .
O2 O 0.26002(9) 1.0733(2) 0.65815(9) 0.0209(3) Uani 1 1 d . . . . .
O3 O 0.51059(9) 0.6702(2) 0.91092(9) 0.0214(3) Uani 1 1 d . . . . .
O4 O 0.62152(9) 0.6838(3) 0.88882(10) 0.0307(4) Uani 1 1 d . . . . .
O5 O 0.45952(10) 0.8161(3) 0.52615(9) 0.0246(4) Uani 1 1 d . . . . .
O6 O 0.57769(9) 0.9244(2) 0.60244(9) 0.0205(3) Uani 1 1 d . . . . .
O7 O 0.30682(9) 0.4847(3) 0.32376(9) 0.0242(4) Uani 1 1 d . . . . .
O8 O 0.23783(10) 0.3968(3) 0.20137(9) 0.0259(4) Uani 1 1 d . . . . .
O9 O 0.18107(9) 0.3168(3) 0.52251(9) 0.0232(4) Uani 1 1 d . . . . .
O10 O 0.05313(9) 0.2836(3) 0.47536(9) 0.0244(4) Uani 1 1 d . . . . .
O11 O -0.07121(9) 0.0869(3) 0.18142(10) 0.0232(4) Uani 1 1 d . . . . .
O12 O 0.00566(9) 0.1461(3) 0.11548(9) 0.0227(4) Uani 1 1 d . . . . .
O13 O 0.36672(10) 0.4525(3) 0.79070(10) 0.0247(4) Uani 1 1 d . . . . .
O14 O 0.37757(13) 0.4263(3) 0.95150(11) 0.0264(4) Uani 1 1 d . . . . .
O15 O 0.40796(13) 1.0623(3) 0.89838(13) 0.0304(4) Uani 1 1 d . . . . .
O16 O 0.28177(11) 0.8102(3) 0.45413(11) 0.0311(4) Uani 1 1 d . . . . .
O17 O 0.39560(11) 0.4535(3) 0.47278(11) 0.0273(4) Uani 1 1 d . . . . .
O18 O 0.28775(14) 0.6082(3) 0.58056(13) 0.0406(5) Uani 1 1 d . . . . .
N1 N 0.42987(10) 0.8322(3) 0.77836(10) 0.0154(4) Uani 1 1 d . . . . .
N2 N 0.11857(10) 0.2840(3) 0.23604(10) 0.0157(4) Uani 1 1 d . . . . .
H14 H 0.0049(16) 0.195(4) 0.3296(16) 0.026(7) Uiso 1 1 d . . . . .
H6 H 0.5849(16) 0.759(4) 0.7366(15) 0.020(7) Uiso 1 1 d . . . . .
H3 H 0.3737(14) 0.988(4) 0.6022(15) 0.019(7) Uiso 1 1 d . . . . .
H11 H 0.2280(15) 0.402(4) 0.4120(16) 0.019(6) Uiso 1 1 d . . . . .
H13A H 0.316(2) 0.421(5) 0.763(2) 0.048(10) Uiso 1 1 d . . . . .
H17A H 0.429(2) 0.438(5) 0.518(2) 0.045(10) Uiso 1 1 d . . . . .
H16B H 0.234(2) 0.828(6) 0.426(2) 0.061(12) Uiso 1 1 d . . . . .
H13B H 0.387(2) 0.449(5) 0.757(2) 0.048(10) Uiso 1 1 d . . . . .
H16A H 0.282(2) 0.738(6) 0.497(3) 0.069(13) Uiso 1 1 d . . . . .
H17B H 0.391(2) 0.347(6) 0.449(2) 0.052(11) Uiso 1 1 d . . . . .
H14A H 0.416(2) 0.403(6) 0.998(3) 0.068(12) Uiso 1 1 d . . . . .
H18A H 0.256(2) 0.509(6) 0.562(2) 0.067(12) Uiso 1 1 d . . . . .
H18B H 0.333(3) 0.554(7) 0.610(3) 0.097(17) Uiso 1 1 d . . . . .
H15A H 0.457(3) 1.106(7) 0.929(3) 0.107(18) Uiso 1 1 d . . . . .
H14B H 0.340(3) 0.406(7) 0.956(3) 0.084(17) Uiso 1 1 d . . . . .
H15B H 0.380(3) 1.146(8) 0.882(3) 0.095(18) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Y1 O3 2.3928(15) . ?
Y1 O1 2.4094(16) . ?
Y1 O15 2.4216(19) . ?
Y1 O13 2.4413(17) . ?
Y1 O14 2.4486(18) . ?
Y1 O9 2.4972(16) 2_556 ?
Y1 O2 2.5141(15) 2_546 ?
Y1 N1 2.5459(18) . ?
Y1 O10 2.5796(16) 2_556 ?
Y1 C13 2.895(2) 2_556 ?
Y2 O7 2.3478(16) . ?
Y2 O5 2.3644(16) . ?
Y2 O16 2.3746(18) . ?
Y2 O12 2.4002(15) 2 ?
Y2 O6 2.4020(16) 3_676 ?
Y2 O8 2.4075(16) 2 ?
Y2 O17 2.4428(18) . ?
Y2 N2 2.5128(18) 2 ?
C1 O2 1.238(3) . ?
C1 O1 1.273(3) . ?
C1 C2 1.519(3) . ?
C2 N1 1.334(3) . ?
C2 C3 1.389(3) . ?
C3 C4 1.396(3) . ?
C3 H3 0.93(3) . ?
C4 C6 1.396(3) . ?
C4 C5 1.513(3) . ?
C5 O5 1.240(3) . ?
C5 O6 1.264(3) . ?
C6 C7 1.385(3) . ?
C6 H6 0.97(3) . ?
C7 N1 1.339(3) . ?
C7 C8 1.511(3) . ?
C8 O4 1.226(3) . ?
C8 O3 1.285(3) . ?
C9 O7 1.248(3) . ?
C9 O8 1.250(3) . ?
C9 C10 1.521(3) . ?
C10 N2 1.334(3) . ?
C10 C11 1.388(3) . ?
C11 C12 1.388(3) . ?
C11 H11 0.94(3) . ?
C12 C14 1.396(3) . ?
C12 C13 1.510(3) . ?
C13 O10 1.255(3) . ?
C13 O9 1.262(3) . ?
C14 C15 1.390(3) . ?
C14 H14 0.96(3) . ?
C15 N2 1.340(3) . ?
C15 C16 1.518(3) . ?
C16 O11 1.236(3) . ?
C16 O12 1.275(3) . ?
O13 H13A 0.91(4) . ?
O13 H13B 0.85(4) . ?
O14 H14A 0.90(4) . ?
O14 H14B 0.75(5) . ?
O15 H15A 0.92(6) . ?
O15 H15B 0.75(5) . ?
O16 H16B 0.85(4) . ?
O16 H16A 0.94(4) . ?
O17 H17A 0.84(4) . ?
O17 H17B 0.84(4) . ?
O18 H18A 0.88(4) . ?
O18 H18B 0.89(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Y1 O1 126.26(5) . . ?
O3 Y1 O15 85.26(7) . . ?
O1 Y1 O15 73.72(7) . . ?
O3 Y1 O13 80.79(6) . . ?
O1 Y1 O13 86.68(6) . . ?
O15 Y1 O13 142.22(7) . . ?
O3 Y1 O14 85.42(6) . . ?
O1 Y1 O14 139.59(7) . . ?
O15 Y1 O14 140.41(7) . . ?
O13 Y1 O14 73.25(6) . . ?
O3 Y1 O9 121.86(5) . 2_556 ?
O1 Y1 O9 101.42(5) . 2_556 ?
O15 Y1 O9 77.67(6) . 2_556 ?
O13 Y1 O9 138.88(6) . 2_556 ?
O14 Y1 O9 74.99(6) . 2_556 ?
O3 Y1 O2 146.91(6) . 2_546 ?
O1 Y1 O2 72.70(6) . 2_546 ?
O15 Y1 O2 127.78(7) . 2_546 ?
O13 Y1 O2 73.05(6) . 2_546 ?
O14 Y1 O2 68.06(6) . 2_546 ?
O9 Y1 O2 71.25(5) 2_556 2_546 ?
O3 Y1 N1 63.44(5) . . ?
O1 Y1 N1 63.01(5) . . ?
O15 Y1 N1 70.90(6) . . ?
O13 Y1 N1 71.44(6) . . ?
O14 Y1 N1 135.76(6) . . ?
O9 Y1 N1 147.70(6) 2_556 . ?
O2 Y1 N1 123.66(5) 2_546 . ?
O3 Y1 O10 70.64(5) . 2_556 ?
O1 Y1 O10 139.01(6) . 2_556 ?
O15 Y1 O10 70.94(7) . 2_556 ?
O13 Y1 O10 134.29(6) . 2_556 ?
O14 Y1 O10 69.67(6) . 2_556 ?
O9 Y1 O10 51.22(5) 2_556 2_556 ?
O2 Y1 O10 114.80(5) 2_546 2_556 ?
N1 Y1 O10 121.38(6) . 2_556 ?
O3 Y1 C13 96.17(6) . 2_556 ?
O1 Y1 C13 123.38(6) . 2_556 ?
O15 Y1 C13 74.82(7) . 2_556 ?
O13 Y1 C13 141.33(6) . 2_556 ?
O14 Y1 C13 68.08(6) . 2_556 ?
O9 Y1 C13 25.74(6) 2_556 2_556 ?
O2 Y1 C13 91.98(6) 2_546 2_556 ?
N1 Y1 C13 141.06(6) . 2_556 ?
O10 Y1 C13 25.67(6) 2_556 2_556 ?
O7 Y2 O5 137.62(6) . . ?
O7 Y2 O16 94.08(7) . . ?
O5 Y2 O16 79.67(6) . . ?
O7 Y2 O12 91.23(6) . 2 ?
O5 Y2 O12 82.87(6) . 2 ?
O16 Y2 O12 159.22(6) . 2 ?
O7 Y2 O6 148.27(6) . 3_676 ?
O5 Y2 O6 73.52(6) . 3_676 ?
O16 Y2 O6 99.01(7) . 3_676 ?
O12 Y2 O6 86.67(6) 2 3_676 ?
O7 Y2 O8 76.72(6) . 2 ?
O5 Y2 O8 137.64(6) . 2 ?
O16 Y2 O8 72.60(6) . 2 ?
O12 Y2 O8 128.17(5) 2 2 ?
O6 Y2 O8 79.83(6) 3_676 2 ?
O7 Y2 O17 66.80(6) . . ?
O5 Y2 O17 70.82(6) . . ?
O16 Y2 O17 82.24(7) . . ?
O12 Y2 O17 81.44(6) 2 . ?
O6 Y2 O17 143.49(6) 3_676 . ?
O8 Y2 O17 133.65(6) 2 . ?
O7 Y2 N2 73.80(6) . 2 ?
O5 Y2 N2 136.25(6) . 2 ?
O16 Y2 N2 136.98(6) . 2 ?
O12 Y2 N2 63.73(6) 2 2 ?
O6 Y2 N2 76.95(6) 3_676 2 ?
O8 Y2 N2 64.50(6) 2 2 ?
O17 Y2 N2 126.04(6) . 2 ?
O2 C1 O1 125.6(2) . . ?
O2 C1 C2 119.86(19) . . ?
O1 C1 C2 114.59(18) . . ?
N1 C2 C3 122.33(19) . . ?
N1 C2 C1 113.24(18) . . ?
C3 C2 C1 124.38(19) . . ?
C2 C3 C4 118.0(2) . . ?
C2 C3 H3 121.1(16) . . ?
C4 C3 H3 120.9(16) . . ?
C6 C4 C3 119.5(2) . . ?
C6 C4 C5 119.83(19) . . ?
C3 C4 C5 120.62(19) . . ?
O5 C5 O6 126.2(2) . . ?
O5 C5 C4 116.45(19) . . ?
O6 C5 C4 117.30(19) . . ?
C7 C6 C4 118.03(19) . . ?
C7 C6 H6 121.7(16) . . ?
C4 C6 H6 120.1(16) . . ?
N1 C7 C6 122.3(2) . . ?
N1 C7 C8 113.71(18) . . ?
C6 C7 C8 123.93(19) . . ?
O4 C8 O3 125.3(2) . . ?
O4 C8 C7 119.8(2) . . ?
O3 C8 C7 114.89(18) . . ?
O7 C9 O8 126.3(2) . . ?
O7 C9 C10 117.1(2) . . ?
O8 C9 C10 116.68(19) . . ?
N2 C10 C11 122.2(2) . . ?
N2 C10 C9 113.98(19) . . ?
C11 C10 C9 123.85(19) . . ?
C10 C11 C12 118.5(2) . . ?
C10 C11 H11 121.3(16) . . ?
C12 C11 H11 120.2(16) . . ?
C11 C12 C14 119.4(2) . . ?
C11 C12 C13 120.73(19) . . ?
C14 C12 C13 119.84(19) . . ?
O10 C13 O9 121.5(2) . . ?
O10 C13 C12 119.67(19) . . ?
O9 C13 C12 118.75(19) . . ?
O10 C13 Y1 62.96(11) . 2_546 ?
O9 C13 Y1 59.22(11) . 2_546 ?
C12 C13 Y1 167.88(15) . 2_546 ?
C15 C14 C12 118.4(2) . . ?
C15 C14 H14 119.9(17) . . ?
C12 C14 H14 121.7(17) . . ?
N2 C15 C14 121.8(2) . . ?
N2 C15 C16 113.71(18) . . ?
C14 C15 C16 124.46(19) . . ?
O11 C16 O12 125.1(2) . . ?
O11 C16 C15 120.00(19) . . ?
O12 C16 C15 114.94(18) . . ?
C1 O1 Y1 127.26(14) . . ?
C1 O2 Y1 136.95(14) . 2_556 ?
C8 O3 Y1 127.23(14) . . ?
C5 O5 Y2 170.31(16) . . ?
C5 O6 Y2 127.06(14) . 3_676 ?
C9 O7 Y2 149.70(16) . . ?
C9 O8 Y2 125.13(14) . 2_545 ?
C13 O9 Y1 95.04(13) . 2_546 ?
C13 O10 Y1 91.38(13) . 2_546 ?
C16 O12 Y2 126.86(14) . 2_545 ?
Y1 O13 H13A 110(2) . . ?
Y1 O13 H13B 126(2) . . ?
H13A O13 H13B 103(3) . . ?
Y1 O14 H14A 122(3) . . ?
Y1 O14 H14B 113(4) . . ?
H14A O14 H14B 106(4) . . ?
Y1 O15 H15A 124(3) . . ?
Y1 O15 H15B 125(4) . . ?
H15A O15 H15B 111(5) . . ?
Y2 O16 H16B 120(3) . . ?
Y2 O16 H16A 122(2) . . ?
H16B O16 H16A 105(3) . . ?
Y2 O17 H17A 126(2) . . ?
Y2 O17 H17B 118(3) . . ?
H17A O17 H17B 107(3) . . ?
H18A O18 H18B 104(4) . . ?
C2 N1 C7 119.44(18) . . ?
C2 N1 Y1 120.31(13) . . ?
C7 N1 Y1 119.52(14) . . ?
C10 N2 C15 119.70(19) . . ?
C10 N2 Y2 119.48(14) . 2_545 ?
C15 N2 Y2 120.72(14) . 2_545 ?

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
O2 C1 C2 N1 165.6(2) . . . . ?
O1 C1 C2 N1 -14.2(3) . . . . ?
O2 C1 C2 C3 -16.8(3) . . . . ?
O1 C1 C2 C3 163.4(2) . . . . ?
N1 C2 C3 C4 -0.6(3) . . . . ?
C1 C2 C3 C4 -177.9(2) . . . . ?
C2 C3 C4 C6 -4.3(3) . . . . ?
C2 C3 C4 C5 173.88(19) . . . . ?
C6 C4 C5 O5 136.2(2) . . . . ?
C3 C4 C5 O5 -42.0(3) . . . . ?
C6 C4 C5 O6 -41.2(3) . . . . ?
C3 C4 C5 O6 140.6(2) . . . . ?
C3 C4 C6 C7 4.8(3) . . . . ?
C5 C4 C6 C7 -173.38(19) . . . . ?
C4 C6 C7 N1 -0.5(3) . . . . ?
C4 C6 C7 C8 178.2(2) . . . . ?
N1 C7 C8 O4 -169.7(2) . . . . ?
C6 C7 C8 O4 11.5(3) . . . . ?
N1 C7 C8 O3 10.0(3) . . . . ?
C6 C7 C8 O3 -168.7(2) . . . . ?
O7 C9 C10 N2 178.9(2) . . . . ?
O8 C9 C10 N2 -1.6(3) . . . . ?
O7 C9 C10 C11 -0.9(3) . . . . ?
O8 C9 C10 C11 178.6(2) . . . . ?
N2 C10 C11 C12 -2.5(3) . . . . ?
C9 C10 C11 C12 177.3(2) . . . . ?
C10 C11 C12 C14 1.1(3) . . . . ?
C10 C11 C12 C13 178.2(2) . . . . ?
C11 C12 C13 O10 168.6(2) . . . . ?
C14 C12 C13 O10 -14.3(3) . . . . ?
C11 C12 C13 O9 -15.3(3) . . . . ?
C14 C12 C13 O9 161.9(2) . . . . ?
C11 C12 C13 Y1 -92.2(7) . . . 2_546 ?
C14 C12 C13 Y1 84.9(7) . . . 2_546 ?
C11 C12 C14 C15 1.8(3) . . . . ?
C13 C12 C14 C15 -175.4(2) . . . . ?
C12 C14 C15 N2 -3.6(3) . . . . ?
C12 C14 C15 C16 177.1(2) . . . . ?
N2 C15 C16 O11 -179.8(2) . . . . ?
C14 C15 C16 O11 -0.5(3) . . . . ?
N2 C15 C16 O12 0.9(3) . . . . ?
C14 C15 C16 O12 -179.7(2) . . . . ?
O2 C1 O1 Y1 -169.47(17) . . . . ?
C2 C1 O1 Y1 10.3(3) . . . . ?
O1 C1 O2 Y1 1.3(4) . . . 2_556 ?
C2 C1 O2 Y1 -178.53(14) . . . 2_556 ?
O4 C8 O3 Y1 177.34(18) . . . . ?
C7 C8 O3 Y1 -2.4(3) . . . . ?
O5 C5 O6 Y2 96.9(2) . . . 3_676 ?
C4 C5 O6 Y2 -86.0(2) . . . 3_676 ?
O8 C9 O7 Y2 91.5(4) . . . . ?
C10 C9 O7 Y2 -89.1(3) . . . . ?
O7 C9 O8 Y2 176.77(17) . . . 2_545 ?
C10 C9 O8 Y2 -2.7(3) . . . 2_545 ?
O10 C13 O9 Y1 9.9(2) . . . 2_546 ?
C12 C13 O9 Y1 -166.23(17) . . . 2_546 ?
O9 C13 O10 Y1 -9.5(2) . . . 2_546 ?
C12 C13 O10 Y1 166.55(18) . . . 2_546 ?
O11 C16 O12 Y2 -178.33(16) . . . 2_545 ?
C15 C16 O12 Y2 0.9(3) . . . 2_545 ?
C3 C2 N1 C7 4.9(3) . . . . ?
C1 C2 N1 C7 -177.50(19) . . . . ?
C3 C2 N1 Y1 -165.31(16) . . . . ?
C1 C2 N1 Y1 12.3(2) . . . . ?
C6 C7 N1 C2 -4.3(3) . . . . ?
C8 C7 N1 C2 176.86(19) . . . . ?
C6 C7 N1 Y1 165.96(16) . . . . ?
C8 C7 N1 Y1 -12.8(2) . . . . ?
C11 C10 N2 C15 0.8(3) . . . . ?
C9 C10 N2 C15 -178.98(19) . . . . ?
C11 C10 N2 Y2 -175.43(17) . . . 2_545 ?
C9 C10 N2 Y2 4.8(2) . . . 2_545 ?
C14 C15 N2 C10 2.3(3) . . . . ?
C16 C15 N2 C10 -178.34(19) . . . . ?
C14 C15 N2 Y2 178.47(16) . . . 2_545 ?
C16 C15 N2 Y2 -2.2(2) . . . 2_545 ?

_refine_diff_density_max         0.617
_refine_diff_density_min         -0.753
_refine_diff_density_rms         0.078

