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

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

data_dl2_sq
_database_code_depnum_ccdc_archive 'CCDC 2180904'
loop_
_audit_author_name
_audit_author_address
'Zhaopeng Zeng'
;Ningxia University
China
;
_audit_update_record             
;
2023-08-15 deposited with the CCDC.	2023-08-18 downloaded from the CCDC.
;
_audit_creation_date             2023-08-15
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H8 Eu N O8, H2 O, 1.2[H2O]'
_chemical_formula_sum            'C15 H10 Eu N O9'
_chemical_formula_weight         500.20
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Eu Eu -8.9294 11.1857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.4603(3)
_cell_length_b                   13.9922(4)
_cell_length_c                   11.4697(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.428(3)
_cell_angle_gamma                90
_cell_volume                     1827.65(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2619
_cell_measurement_temperature    150.01
_cell_measurement_theta_max      73.3530
_cell_measurement_theta_min      3.8780
_shelx_estimated_absorpt_T_max   0.100
_shelx_estimated_absorpt_T_min   0.087
_exptl_absorpt_coefficient_mu    25.008
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.26567
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.818
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.17
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_av_unetI/netI     0.0544
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            7381
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        66.577
_diffrn_reflns_theta_max         66.577
_diffrn_reflns_theta_min         3.882
_diffrn_ambient_temperature      150.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2695
_reflns_number_total             3204
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         1.030
_refine_diff_density_min         -0.853
_refine_diff_density_rms         0.119
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3204
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0341
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0434P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0812
_refine_ls_wR_factor_ref         0.0858
_refine_special_details          SQUEEZE
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Riding coordinates:
 O1W(H1WA,H1WB)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C3(H3), C4(H4), C6(H6), C9(H9), C10(H10), C11(H11), C12(H12)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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 0.10379(2) 0.66830(2) 0.53783(2) 0.01307(11) Uani 1 1 d . . . . .
O1 O 0.1367(3) 0.5051(3) 0.5417(3) 0.0214(8) Uani 1 1 d . . . . .
O2 O 0.0956(3) 0.3687(3) 0.4452(3) 0.0214(8) Uani 1 1 d . . . . .
O3 O 0.7274(3) 0.3490(3) 0.5782(3) 0.0238(8) Uani 1 1 d . . . . .
O4 O 0.6913(3) 0.3053(3) 0.3941(4) 0.0321(10) Uani 1 1 d . . . . .
O5 O 0.1181(3) 0.6304(2) 0.7448(3) 0.0227(8) Uani 1 1 d . . . . .
O6 O 0.1034(3) 0.6840(2) 0.9271(3) 0.0227(8) Uani 1 1 d . . . . .
O7 O 0.0507(3) 0.7995(3) 0.6562(3) 0.0222(8) Uani 1 1 d . . . . .
O8 O 0.0225(3) 0.8505(3) 0.8353(3) 0.0209(8) Uani 1 1 d . . . . .
N1 N 0.1686(4) 0.4142(3) 0.0377(4) 0.0297(11) Uani 1 1 d . . . . .
H1 H 0.141208 0.423091 -0.036303 0.036 Uiso 1 1 calc R U . . .
C1 C 0.1646(4) 0.4313(4) 0.4902(4) 0.0176(10) Uani 1 1 d . . . . .
C2 C 0.2943(4) 0.4117(3) 0.4854(5) 0.0167(10) Uani 1 1 d . . . . .
C3 C 0.3689(4) 0.4166(4) 0.5902(4) 0.0198(11) Uani 1 1 d . . . . .
H3 H 0.339520 0.437856 0.659994 0.024 Uiso 1 1 calc R U . . .
C4 C 0.4867(4) 0.3903(4) 0.5922(5) 0.0226(11) Uani 1 1 d . . . . .
H4 H 0.537526 0.393431 0.663508 0.027 Uiso 1 1 calc R U . . .
C5 C 0.5294(4) 0.3597(4) 0.4903(5) 0.0208(11) Uani 1 1 d . . . . .
C6 C 0.4540(4) 0.3553(4) 0.3860(5) 0.0219(11) Uani 1 1 d . . . . .
H6 H 0.483457 0.333519 0.316525 0.026 Uiso 1 1 calc R U . . .
C7 C 0.3363(4) 0.3823(4) 0.3816(5) 0.0197(11) Uani 1 1 d . . . . .
C8 C 0.2667(4) 0.3902(4) 0.2650(5) 0.0208(11) Uani 1 1 d . . . . .
C9 C 0.2651(5) 0.3157(4) 0.1844(6) 0.0310(13) Uani 1 1 d . . . . .
H9 H 0.299403 0.255871 0.207623 0.037 Uiso 1 1 calc R U . . .
C10 C 0.2138(5) 0.3287(4) 0.0710(5) 0.0324(14) Uani 1 1 d . . . . .
H10 H 0.210565 0.277341 0.016529 0.039 Uiso 1 1 calc R U . . .
C11 C 0.1638(5) 0.4863(4) 0.1136(5) 0.0293(13) Uani 1 1 d . . . . .
H11 H 0.127309 0.544839 0.088334 0.035 Uiso 1 1 calc R U . . .
C12 C 0.2119(5) 0.4756(4) 0.2281(5) 0.0262(12) Uani 1 1 d . . . . .
H12 H 0.207767 0.526536 0.282223 0.031 Uiso 1 1 calc R U . . .
C13 C 0.6565(4) 0.3359(4) 0.4893(5) 0.0229(12) Uani 1 1 d . . . . .
C14 C 0.0961(4) 0.6925(4) 0.8182(4) 0.0188(11) Uani 1 1 d . . . . .
C15 C 0.0526(4) 0.7902(4) 0.7652(4) 0.0175(10) Uani 1 1 d . . . . .
O1W O 0.1518(3) 0.4438(3) 0.8102(4) 0.0340(9) Uani 1 1 d . . . . .
H1WA H 0.145917 0.502702 0.792018 0.051 Uiso 1 1 d R U . . .
H1WB H 0.092527 0.417722 0.772198 0.051 Uiso 1 1 d R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Eu1 O1 2.314(4) . ?
Eu1 O2 2.372(3) 3_566 ?
Eu1 O3 2.480(3) 3_666 ?
Eu1 O4 2.419(4) 3_666 ?
Eu1 O5 2.420(4) . ?
Eu1 O6 2.426(4) 4_575 ?
Eu1 O7 2.402(4) . ?
Eu1 O8 2.418(3) 4_575 ?
Eu1 C13 2.800(5) 3_666 ?
Eu1 C14 3.178(5) 4_575 ?
Eu1 C15 3.170(5) 4_575 ?
Eu1 C15 3.224(5) . ?
O1 C1 1.249(6) . ?
O2 C1 1.252(6) . ?
O3 C13 1.245(7) . ?
O4 C13 1.277(7) . ?
O5 C14 1.254(6) . ?
O6 C14 1.248(6) . ?
O7 C15 1.255(6) . ?
O8 C15 1.242(6) . ?
N1 H1 0.8800 . ?
N1 C10 1.342(7) . ?
N1 C11 1.337(7) . ?
C1 C2 1.519(6) . ?
C2 C3 1.396(7) . ?
C2 C7 1.395(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.398(7) . ?
C4 H4 0.9500 . ?
C4 C5 1.385(7) . ?
C5 C6 1.396(7) . ?
C5 C13 1.495(7) . ?
C6 H6 0.9500 . ?
C6 C7 1.396(7) . ?
C7 C8 1.482(7) . ?
C8 C9 1.392(8) . ?
C8 C12 1.393(7) . ?
C9 H9 0.9500 . ?
C9 C10 1.379(8) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C11 C12 1.375(8) . ?
C12 H12 0.9500 . ?
C14 C15 1.556(7) . ?
O1W H1WA 0.8509 . ?
O1W H1WB 0.8481 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Eu1 O2 86.51(12) . 3_566 ?
O1 Eu1 O3 77.21(12) . 3_666 ?
O1 Eu1 O4 89.68(13) . 3_666 ?
O1 Eu1 O5 76.84(12) . . ?
O1 Eu1 O6 147.31(12) . 4_575 ?
O1 Eu1 O7 142.61(12) . . ?
O1 Eu1 O8 87.43(12) . 4_575 ?
O1 Eu1 C13 79.74(14) . 3_666 ?
O1 Eu1 C14 127.59(12) . 4_575 ?
O1 Eu1 C15 123.41(13) . . ?
O1 Eu1 C15 102.21(13) . 4_575 ?
O2 Eu1 O3 147.06(12) 3_566 3_666 ?
O2 Eu1 O4 156.38(14) 3_566 3_666 ?
O2 Eu1 O5 80.32(12) 3_566 . ?
O2 Eu1 O6 106.50(13) 3_566 4_575 ?
O2 Eu1 O7 79.23(12) 3_566 . ?
O2 Eu1 O8 77.52(12) 3_566 4_575 ?
O2 Eu1 C13 166.10(14) 3_566 3_666 ?
O2 Eu1 C14 104.92(13) 3_566 4_575 ?
O2 Eu1 C15 77.58(12) 3_566 . ?
O2 Eu1 C15 92.71(12) 3_566 4_575 ?
O3 Eu1 C13 26.39(14) 3_666 3_666 ?
O3 Eu1 C14 65.70(12) 3_666 4_575 ?
O3 Eu1 C15 135.18(12) 3_666 . ?
O3 Eu1 C15 63.76(12) 3_666 4_575 ?
O4 Eu1 O3 53.17(12) 3_666 3_666 ?
O4 Eu1 O5 76.12(13) 3_666 . ?
O4 Eu1 O6 89.05(14) 3_666 4_575 ?
O4 Eu1 C13 27.09(15) 3_666 3_666 ?
O4 Eu1 C14 95.85(14) 3_666 4_575 ?
O4 Eu1 C15 85.19(12) 3_666 . ?
O4 Eu1 C15 110.87(13) 3_666 4_575 ?
O5 Eu1 O3 122.27(12) . 3_666 ?
O5 Eu1 O6 134.11(12) . 4_575 ?
O5 Eu1 C13 98.33(14) . 3_666 ?
O5 Eu1 C14 154.78(12) . 4_575 ?
O5 Eu1 C15 47.22(12) . . ?
O5 Eu1 C15 173.00(12) . 4_575 ?
O6 Eu1 O3 75.99(12) 4_575 3_666 ?
O6 Eu1 C13 84.48(14) 4_575 3_666 ?
O6 Eu1 C14 20.67(13) 4_575 4_575 ?
O6 Eu1 C15 48.56(12) 4_575 4_575 ?
O6 Eu1 C15 89.02(12) 4_575 . ?
O7 Eu1 O3 129.82(12) . 3_666 ?
O7 Eu1 O4 89.95(13) . 3_666 ?
O7 Eu1 O5 66.83(12) . . ?
O7 Eu1 O6 70.06(12) . 4_575 ?
O7 Eu1 O8 122.11(12) . 4_575 ?
O7 Eu1 C13 113.12(14) . 3_666 ?
O7 Eu1 C14 89.61(12) . 4_575 ?
O7 Eu1 C15 19.60(13) . . ?
O7 Eu1 C15 112.76(13) . 4_575 ?
O8 Eu1 O3 73.36(12) 4_575 3_666 ?
O8 Eu1 O4 125.62(13) 4_575 3_666 ?
O8 Eu1 O5 153.49(12) 4_575 . ?
O8 Eu1 O6 67.18(12) 4_575 4_575 ?
O8 Eu1 C13 99.69(14) 4_575 3_666 ?
O8 Eu1 C14 48.09(12) 4_575 4_575 ?
O8 Eu1 C15 20.55(12) 4_575 4_575 ?
O8 Eu1 C15 138.51(12) 4_575 . ?
C13 Eu1 C14 82.25(14) 3_666 4_575 ?
C13 Eu1 C15 111.75(14) 3_666 . ?
C13 Eu1 C15 88.27(14) 3_666 4_575 ?
C14 Eu1 C15 108.99(13) 4_575 . ?
C15 Eu1 C14 28.37(13) 4_575 4_575 ?
C15 Eu1 C15 132.11(8) 4_575 . ?
C1 O1 Eu1 149.0(3) . . ?
C1 O2 Eu1 133.5(3) . 3_566 ?
C13 O3 Eu1 91.3(3) . 3_666 ?
C13 O4 Eu1 93.3(3) . 3_666 ?
C14 O5 Eu1 120.7(3) . . ?
C14 O6 Eu1 116.0(3) . 4_576 ?
C15 O7 Eu1 120.4(3) . . ?
C15 O8 Eu1 116.3(3) . 4_576 ?
C10 N1 H1 119.0 . . ?
C11 N1 H1 119.0 . . ?
C11 N1 C10 122.0(5) . . ?
O1 C1 O2 126.1(4) . . ?
O1 C1 C2 118.1(4) . . ?
O2 C1 C2 115.8(4) . . ?
C3 C2 C1 117.8(4) . . ?
C7 C2 C1 121.1(4) . . ?
C7 C2 C3 120.9(4) . . ?
C2 C3 H3 120.1 . . ?
C2 C3 C4 119.9(5) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0(5) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 C6 119.6(5) . . ?
C4 C5 C13 120.8(5) . . ?
C6 C5 C13 119.6(5) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 C5 121.5(5) . . ?
C7 C6 H6 119.3 . . ?
C2 C7 C6 118.2(5) . . ?
C2 C7 C8 123.1(4) . . ?
C6 C7 C8 118.2(5) . . ?
C9 C8 C7 120.6(5) . . ?
C9 C8 C12 117.9(5) . . ?
C12 C8 C7 121.1(5) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 C8 120.0(5) . . ?
C10 C9 H9 120.0 . . ?
N1 C10 C9 119.8(5) . . ?
N1 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
N1 C11 H11 120.1 . . ?
N1 C11 C12 119.9(5) . . ?
C12 C11 H11 120.1 . . ?
C8 C12 H12 119.9 . . ?
C11 C12 C8 120.2(5) . . ?
C11 C12 H12 119.9 . . ?
O3 C13 Eu1 62.3(3) . 3_666 ?
O3 C13 O4 120.8(5) . . ?
O3 C13 C5 120.5(5) . . ?
O4 C13 Eu1 59.6(3) . 3_666 ?
O4 C13 C5 118.6(5) . . ?
C5 C13 Eu1 166.9(4) . 3_666 ?
Eu1 C14 Eu1 148.00(17) 4_576 . ?
O5 C14 Eu1 39.9(2) . . ?
O5 C14 Eu1 165.1(4) . 4_576 ?
O5 C14 C15 115.2(4) . . ?
O6 C14 Eu1 167.4(4) . . ?
O6 C14 Eu1 43.3(2) . 4_576 ?
O6 C14 O5 127.6(5) . . ?
O6 C14 C15 117.2(4) . . ?
C15 C14 Eu1 75.4(3) . . ?
C15 C14 Eu1 75.5(3) . 4_576 ?
Eu1 C15 Eu1 149.81(17) 4_576 . ?
O7 C15 Eu1 40.0(2) . . ?
O7 C15 Eu1 160.8(4) . 4_576 ?
O7 C15 C14 116.7(4) . . ?
O8 C15 Eu1 43.1(2) . 4_576 ?
O8 C15 Eu1 166.6(4) . . ?
O8 C15 O7 126.9(5) . . ?
O8 C15 C14 116.4(4) . . ?
C14 C15 Eu1 76.8(3) . . ?
C14 C15 Eu1 76.1(3) . 4_576 ?
H1WA O1W H1WB 104.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Eu1 O1 C1 O2 -101.5(7) . . . . ?
Eu1 O1 C1 C2 81.5(7) . . . . ?
Eu1 O2 C1 O1 -15.4(8) 3_566 . . . ?
Eu1 O2 C1 C2 161.7(3) 3_566 . . . ?
Eu1 O3 C13 O4 11.9(5) 3_666 . . . ?
Eu1 O3 C13 C5 -165.4(4) 3_666 . . . ?
Eu1 O4 C13 O3 -12.2(6) 3_666 . . . ?
Eu1 O4 C13 C5 165.1(4) 3_666 . . . ?
Eu1 O5 C14 Eu1 -130.4(13) . . . 4_576 ?
Eu1 O5 C14 O6 -177.5(4) . . . . ?
Eu1 O5 C14 C15 3.7(6) . . . . ?
Eu1 O6 C14 Eu1 156.8(15) 4_576 . . . ?
Eu1 O6 C14 O5 164.1(4) 4_576 . . . ?
Eu1 O6 C14 C15 -17.2(6) 4_576 . . . ?
Eu1 O7 C15 Eu1 131.7(9) . . . 4_576 ?
Eu1 O7 C15 O8 -176.6(4) . . . . ?
Eu1 O7 C15 C14 2.8(6) . . . . ?
Eu1 O8 C15 Eu1 -167.2(13) 4_576 . . . ?
Eu1 O8 C15 O7 -157.9(4) 4_576 . . . ?
Eu1 O8 C15 C14 22.7(5) 4_576 . . . ?
Eu1 C14 C15 Eu1 -166.56(13) . . . 4_576 ?
Eu1 C14 C15 Eu1 166.56(13) 4_576 . . . ?
Eu1 C14 C15 O7 164.7(4) 4_576 . . . ?
Eu1 C14 C15 O7 -1.8(4) . . . . ?
Eu1 C14 C15 O8 177.6(4) . . . . ?
Eu1 C14 C15 O8 -15.8(4) 4_576 . . . ?
O1 C1 C2 C3 49.9(7) . . . . ?
O1 C1 C2 C7 -135.0(5) . . . . ?
O2 C1 C2 C3 -127.5(5) . . . . ?
O2 C1 C2 C7 47.6(7) . . . . ?
O5 C14 C15 Eu1 -2.4(4) . . . . ?
O5 C14 C15 Eu1 -169.0(4) . . . 4_576 ?
O5 C14 C15 O7 -4.3(7) . . . . ?
O5 C14 C15 O8 175.2(4) . . . . ?
O6 C14 C15 Eu1 178.6(5) . . . . ?
O6 C14 C15 Eu1 12.1(4) . . . 4_576 ?
O6 C14 C15 O7 176.8(5) . . . . ?
O6 C14 C15 O8 -3.7(7) . . . . ?
N1 C11 C12 C8 0.7(8) . . . . ?
C1 C2 C3 C4 173.9(5) . . . . ?
C1 C2 C7 C6 -173.0(5) . . . . ?
C1 C2 C7 C8 15.0(8) . . . . ?
C2 C3 C4 C5 0.2(8) . . . . ?
C2 C7 C8 C9 -137.2(6) . . . . ?
C2 C7 C8 C12 50.0(7) . . . . ?
C3 C2 C7 C6 1.9(8) . . . . ?
C3 C2 C7 C8 -170.0(5) . . . . ?
C3 C4 C5 C6 -0.1(8) . . . . ?
C3 C4 C5 C13 177.0(5) . . . . ?
C4 C5 C6 C7 0.8(8) . . . . ?
C4 C5 C13 Eu1 -103.5(17) . . . 3_666 ?
C4 C5 C13 O3 -4.7(8) . . . . ?
C4 C5 C13 O4 178.0(5) . . . . ?
C5 C6 C7 C2 -1.7(8) . . . . ?
C5 C6 C7 C8 170.6(5) . . . . ?
C6 C5 C13 Eu1 73.6(18) . . . 3_666 ?
C6 C5 C13 O3 172.3(5) . . . . ?
C6 C5 C13 O4 -5.0(8) . . . . ?
C6 C7 C8 C9 50.9(7) . . . . ?
C6 C7 C8 C12 -121.9(6) . . . . ?
C7 C2 C3 C4 -1.2(8) . . . . ?
C7 C8 C9 C10 -170.9(5) . . . . ?
C7 C8 C12 C11 169.6(5) . . . . ?
C8 C9 C10 N1 1.9(9) . . . . ?
C9 C8 C12 C11 -3.4(8) . . . . ?
C10 N1 C11 C12 3.5(9) . . . . ?
C11 N1 C10 C9 -4.9(9) . . . . ?
C12 C8 C9 C10 2.1(9) . . . . ?
C13 C5 C6 C7 -176.2(5) . . . . ?

_platon_squeeze_details          ?
_platon_squeeze_special_details  ?
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 0.500 0.500 1.000 172 25 '2.4 H2O'
2 0.500 1.000 0.500 172 25 '2.4 H2O'

_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_3017_sq
_database_code_depnum_ccdc_archive 'CCDC 2180910'
loop_
_audit_author_name
_audit_author_address
'Zhaopeng Zeng'
;Ningxia University
China
;
_audit_update_record             
;
2023-08-15 deposited with the CCDC.	2023-08-18 downloaded from the CCDC.
;
_audit_creation_date             2023-08-15
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H8 Gd N O8, H2 O, 1.7[H2O]'
_chemical_formula_sum            'C15 H10 Gd N O9'
_chemical_formula_weight         505.49
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Gd Gd -8.8380 11.9157 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.4466(3)
_cell_length_b                   13.9709(4)
_cell_length_c                   11.4477(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.931(3)
_cell_angle_gamma                90
_cell_volume                     1820.91(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1821
_cell_measurement_temperature    150.01
_cell_measurement_theta_max      73.4040
_cell_measurement_theta_min      3.8810
_shelx_estimated_absorpt_T_max   0.106
_shelx_estimated_absorpt_T_min   0.092
_exptl_absorpt_coefficient_mu    24.002
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.21017
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.844
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             972
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.17
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_av_unetI/netI     0.0591
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6015
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        66.540
_diffrn_reflns_theta_max         66.540
_diffrn_reflns_theta_min         3.883
_diffrn_ambient_temperature      150.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2695
_reflns_number_total             3193
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         1.222
_refine_diff_density_min         -1.039
_refine_diff_density_rms         0.136
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3193
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0370
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0494P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0906
_refine_ls_wR_factor_ref         0.0975
_refine_special_details          SQUEEZE
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Riding coordinates:
 O1W(H1Wa,H1Wb)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C3(H3), C4(H4), C6(H6), C9(H9), C10(H10), C11(H11), C12(H12)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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
Gd1 Gd 0.10352(2) 0.66850(2) 0.53684(2) 0.01493(12) Uani 1 1 d . . . . .
O1 O 0.1361(3) 0.5064(3) 0.5408(3) 0.0202(8) Uani 1 1 d . . . . .
O2 O 0.0954(3) 0.3677(3) 0.4470(4) 0.0219(8) Uani 1 1 d . . . . .
O3 O 0.7271(3) 0.3491(3) 0.5788(4) 0.0231(9) Uani 1 1 d . . . . .
O4 O 0.6933(3) 0.3057(4) 0.3945(4) 0.0316(11) Uani 1 1 d . . . . .
O5 O 0.1160(4) 0.6291(3) 0.7437(3) 0.0244(9) Uani 1 1 d . . . . .
O6 O 0.1042(4) 0.6847(3) 0.9255(3) 0.0218(9) Uani 1 1 d . . . . .
O7 O 0.0515(4) 0.7992(3) 0.6543(3) 0.0229(9) Uani 1 1 d . . . . .
O8 O 0.0248(3) 0.8516(3) 0.8358(3) 0.0225(9) Uani 1 1 d . . . . .
N1 N 0.1681(5) 0.4139(4) 0.0371(5) 0.0333(13) Uani 1 1 d . . . . .
H1 H 0.139464 0.422464 -0.036540 0.040 Uiso 1 1 calc R U . . .
C1 C 0.1637(5) 0.4310(4) 0.4907(5) 0.0202(12) Uani 1 1 d . . . . .
C2 C 0.2940(5) 0.4119(4) 0.4857(5) 0.0180(11) Uani 1 1 d . . . . .
C3 C 0.3683(5) 0.4163(4) 0.5906(5) 0.0221(12) Uani 1 1 d . . . . .
H3 H 0.338630 0.437731 0.660552 0.027 Uiso 1 1 calc R U . . .
C4 C 0.4859(5) 0.3895(4) 0.5928(6) 0.0250(13) Uani 1 1 d . . . . .
H4 H 0.536186 0.392308 0.664080 0.030 Uiso 1 1 calc R U . . .
C5 C 0.5289(5) 0.3588(4) 0.4904(5) 0.0230(13) Uani 1 1 d . . . . .
C6 C 0.4552(5) 0.3547(4) 0.3846(5) 0.0226(12) Uani 1 1 d . . . . .
H6 H 0.485561 0.333165 0.315056 0.027 Uiso 1 1 calc R U . . .
C7 C 0.3378(5) 0.3818(4) 0.3808(5) 0.0196(11) Uani 1 1 d . . . . .
C8 C 0.2677(5) 0.3902(5) 0.2641(5) 0.0235(12) Uani 1 1 d . . . . .
C9 C 0.2653(6) 0.3157(5) 0.1837(6) 0.0340(16) Uani 1 1 d . . . . .
H9 H 0.298788 0.255534 0.206960 0.041 Uiso 1 1 calc R U . . .
C10 C 0.2146(6) 0.3286(5) 0.0705(6) 0.0349(16) Uani 1 1 d . . . . .
H10 H 0.212445 0.277266 0.015939 0.042 Uiso 1 1 calc R U . . .
C11 C 0.1645(6) 0.4862(5) 0.1136(6) 0.0322(14) Uani 1 1 d . . . . .
H11 H 0.128424 0.545013 0.088689 0.039 Uiso 1 1 calc R U . . .
C12 C 0.2131(5) 0.4756(5) 0.2285(6) 0.0297(14) Uani 1 1 d . . . . .
H12 H 0.209092 0.526534 0.282925 0.036 Uiso 1 1 calc R U . . .
C13 C 0.6572(5) 0.3351(4) 0.4891(5) 0.0223(12) Uani 1 1 d . . . . .
C14 C 0.0959(5) 0.6918(4) 0.8169(5) 0.0209(12) Uani 1 1 d . . . . .
C15 C 0.0544(5) 0.7896(4) 0.7638(5) 0.0178(11) Uani 1 1 d . . . . .
O1W O 0.1524(4) 0.4439(3) -0.1908(4) 0.0347(11) Uani 1 1 d . . . . .
H1WA H 0.146462 0.502836 -0.208984 0.052 Uiso 1 1 d R U . . .
H1WB H 0.093072 0.417836 -0.228804 0.052 Uiso 1 1 d R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Gd1 O1 2.295(4) . ?
Gd1 O2 2.358(4) 3_566 ?
Gd1 O3 2.470(4) 3_666 ?
Gd1 O4 2.404(4) 3_666 ?
Gd1 O5 2.421(4) . ?
Gd1 O6 2.415(4) 4_575 ?
Gd1 O7 2.380(4) . ?
Gd1 O8 2.400(4) 4_575 ?
Gd1 C13 2.786(6) 3_666 ?
O1 C1 1.255(7) . ?
O2 C1 1.251(7) . ?
O3 C13 1.251(7) . ?
O4 C13 1.267(8) . ?
O5 C14 1.249(8) . ?
O6 C14 1.241(7) . ?
O7 C15 1.257(7) . ?
O8 C15 1.265(7) . ?
N1 H1 0.8800 . ?
N1 C10 1.345(9) . ?
N1 C11 1.340(9) . ?
C1 C2 1.521(7) . ?
C2 C3 1.400(8) . ?
C2 C7 1.413(8) . ?
C3 H3 0.9500 . ?
C3 C4 1.394(8) . ?
C4 H4 0.9500 . ?
C4 C5 1.386(9) . ?
C5 C6 1.404(8) . ?
C5 C13 1.506(8) . ?
C6 H6 0.9500 . ?
C6 C7 1.392(8) . ?
C7 C8 1.490(8) . ?
C8 C9 1.388(9) . ?
C8 C12 1.388(9) . ?
C9 H9 0.9500 . ?
C9 C10 1.377(9) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C11 C12 1.383(9) . ?
C12 H12 0.9500 . ?
C14 C15 1.551(8) . ?
O1W H1WA 0.8500 . ?
O1W H1WB 0.8500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Gd1 O2 86.74(14) . 3_566 ?
O1 Gd1 O3 77.13(14) . 3_666 ?
O1 Gd1 O4 89.50(16) . 3_666 ?
O1 Gd1 O5 76.31(14) . . ?
O1 Gd1 O6 147.05(13) . 4_575 ?
O1 Gd1 O7 142.71(14) . . ?
O1 Gd1 O8 87.02(14) . 4_575 ?
O1 Gd1 C13 79.88(16) . 3_666 ?
O2 Gd1 O3 146.95(14) 3_566 3_666 ?
O2 Gd1 O4 156.33(15) 3_566 3_666 ?
O2 Gd1 O5 80.48(14) 3_566 . ?
O2 Gd1 O6 106.22(14) 3_566 4_575 ?
O2 Gd1 O7 79.65(14) 3_566 . ?
O2 Gd1 O8 77.31(14) 3_566 4_575 ?
O2 Gd1 C13 166.48(16) 3_566 3_666 ?
O3 Gd1 C13 26.67(17) 3_666 3_666 ?
O4 Gd1 O3 53.40(14) 3_666 3_666 ?
O4 Gd1 O5 75.93(15) 3_666 . ?
O4 Gd1 O6 89.40(16) 3_666 4_575 ?
O4 Gd1 C13 26.99(16) 3_666 3_666 ?
O5 Gd1 O3 122.10(14) . 3_666 ?
O5 Gd1 C13 98.09(16) . 3_666 ?
O6 Gd1 O3 75.89(14) 4_575 3_666 ?
O6 Gd1 O5 134.91(13) 4_575 . ?
O6 Gd1 C13 84.40(16) 4_575 3_666 ?
O7 Gd1 O3 129.45(15) . 3_666 ?
O7 Gd1 O4 89.45(15) . 3_666 ?
O7 Gd1 O5 67.31(13) . . ?
O7 Gd1 O6 70.20(13) . 4_575 ?
O7 Gd1 O8 122.73(14) . 4_575 ?
O7 Gd1 C13 112.36(16) . 3_666 ?
O8 Gd1 O3 73.26(13) 4_575 3_666 ?
O8 Gd1 O4 125.85(15) 4_575 3_666 ?
O8 Gd1 O5 152.88(14) 4_575 . ?
O8 Gd1 O6 67.33(13) 4_575 4_575 ?
O8 Gd1 C13 99.87(16) 4_575 3_666 ?
C1 O1 Gd1 150.1(4) . . ?
C1 O2 Gd1 133.6(4) . 3_566 ?
C13 O3 Gd1 90.9(3) . 3_666 ?
C13 O4 Gd1 93.6(3) . 3_666 ?
C14 O5 Gd1 120.0(4) . . ?
C14 O6 Gd1 117.2(4) . 4_576 ?
C15 O7 Gd1 120.0(4) . . ?
C15 O8 Gd1 116.5(3) . 4_576 ?
C10 N1 H1 119.3 . . ?
C11 N1 H1 119.3 . . ?
C11 N1 C10 121.3(6) . . ?
O1 C1 C2 117.3(5) . . ?
O2 C1 O1 126.8(5) . . ?
O2 C1 C2 115.8(5) . . ?
C3 C2 C1 118.1(5) . . ?
C3 C2 C7 120.3(5) . . ?
C7 C2 C1 121.3(5) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.2(6) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.7(6) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 C6 120.5(5) . . ?
C4 C5 C13 120.6(5) . . ?
C6 C5 C13 118.9(6) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 C5 120.5(6) . . ?
C7 C6 H6 119.7 . . ?
C2 C7 C8 122.2(5) . . ?
C6 C7 C2 118.7(5) . . ?
C6 C7 C8 118.5(5) . . ?
C9 C8 C7 120.5(6) . . ?
C9 C8 C12 118.2(6) . . ?
C12 C8 C7 121.0(6) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.2(6) . . ?
C10 C9 H9 119.9 . . ?
N1 C10 C9 120.0(6) . . ?
N1 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
N1 C11 H11 119.8 . . ?
N1 C11 C12 120.3(6) . . ?
C12 C11 H11 119.8 . . ?
C8 C12 H12 120.1 . . ?
C11 C12 C8 119.7(6) . . ?
C11 C12 H12 120.1 . . ?
O3 C13 Gd1 62.4(3) . 3_666 ?
O3 C13 O4 121.0(5) . . ?
O3 C13 C5 120.0(5) . . ?
O4 C13 Gd1 59.5(3) . 3_666 ?
O4 C13 C5 118.9(5) . . ?
C5 C13 Gd1 167.1(4) . 3_666 ?
O5 C14 C15 115.2(5) . . ?
O6 C14 O5 128.0(6) . . ?
O6 C14 C15 116.8(5) . . ?
O7 C15 O8 126.5(5) . . ?
O7 C15 C14 117.4(5) . . ?
O8 C15 C14 116.1(5) . . ?
H1WA O1W H1WB 104.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Gd1 O1 C1 O2 -101.1(8) . . . . ?
Gd1 O1 C1 C2 81.4(8) . . . . ?
Gd1 O2 C1 O1 -14.8(9) 3_566 . . . ?
Gd1 O2 C1 C2 162.7(4) 3_566 . . . ?
Gd1 O3 C13 O4 10.8(6) 3_666 . . . ?
Gd1 O3 C13 C5 -165.6(5) 3_666 . . . ?
Gd1 O4 C13 O3 -11.1(6) 3_666 . . . ?
Gd1 O4 C13 C5 165.3(5) 3_666 . . . ?
Gd1 O5 C14 O6 -176.0(5) . . . . ?
Gd1 O5 C14 C15 4.6(6) . . . . ?
Gd1 O6 C14 O5 165.4(5) 4_576 . . . ?
Gd1 O6 C14 C15 -15.2(6) 4_576 . . . ?
Gd1 O7 C15 O8 -177.1(4) . . . . ?
Gd1 O7 C15 C14 1.7(6) . . . . ?
Gd1 O8 C15 O7 -159.0(5) 4_576 . . . ?
Gd1 O8 C15 C14 22.2(6) 4_576 . . . ?
O1 C1 C2 C3 51.6(7) . . . . ?
O1 C1 C2 C7 -134.1(6) . . . . ?
O2 C1 C2 C3 -126.2(6) . . . . ?
O2 C1 C2 C7 48.1(8) . . . . ?
O5 C14 C15 O7 -4.2(7) . . . . ?
O5 C14 C15 O8 174.7(5) . . . . ?
O6 C14 C15 O7 176.4(5) . . . . ?
O6 C14 C15 O8 -4.7(7) . . . . ?
N1 C11 C12 C8 1.2(11) . . . . ?
C1 C2 C3 C4 173.2(5) . . . . ?
C1 C2 C7 C6 -172.6(5) . . . . ?
C1 C2 C7 C8 15.5(9) . . . . ?
C2 C3 C4 C5 0.3(9) . . . . ?
C2 C7 C8 C9 -136.8(7) . . . . ?
C2 C7 C8 C12 49.7(9) . . . . ?
C3 C2 C7 C6 1.6(9) . . . . ?
C3 C2 C7 C8 -170.3(6) . . . . ?
C3 C4 C5 C6 0.1(10) . . . . ?
C3 C4 C5 C13 176.3(6) . . . . ?
C4 C5 C6 C7 0.4(10) . . . . ?
C4 C5 C13 Gd1 -102.0(19) . . . 3_666 ?
C4 C5 C13 O3 -4.7(9) . . . . ?
C4 C5 C13 O4 178.8(6) . . . . ?
C5 C6 C7 C2 -1.2(9) . . . . ?
C5 C6 C7 C8 171.0(6) . . . . ?
C6 C5 C13 Gd1 74(2) . . . 3_666 ?
C6 C5 C13 O3 171.6(6) . . . . ?
C6 C5 C13 O4 -4.9(9) . . . . ?
C6 C7 C8 C9 51.3(9) . . . . ?
C6 C7 C8 C12 -122.2(7) . . . . ?
C7 C2 C3 C4 -1.2(9) . . . . ?
C7 C8 C9 C10 -170.7(7) . . . . ?
C7 C8 C12 C11 169.8(6) . . . . ?
C8 C9 C10 N1 0.6(12) . . . . ?
C9 C8 C12 C11 -3.9(10) . . . . ?
C10 N1 C11 C12 2.5(11) . . . . ?
C11 N1 C10 C9 -3.4(11) . . . . ?
C12 C8 C9 C10 3.0(11) . . . . ?
C13 C5 C6 C7 -175.9(5) . . . . ?

_platon_squeeze_details          ?
_platon_squeeze_special_details  
;
A solvent mask was calculated and 68 electrons were
found in a volume of 340Å^3 in 1 void per unit cell.
This is consistent with the presence of 
1.7[H2O] per Asymmetric Unit 
which account for 68 electrons 
per unit cell.
;
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 0.500 0.500 1.000 170 34 '3.4 H2O'
2 0.500 1.000 0.500 170 34 '3.4 H2O'

_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_lxy190626a
_database_code_depnum_ccdc_archive 'CCDC 2180912'
loop_
_audit_author_name
_audit_author_address
WL
;Ningxia University
China
;
_audit_update_record             
;
2022-06-21 deposited with the CCDC.	2023-08-18 downloaded from the CCDC.
;
_audit_creation_date             2019-06-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H11 Gd N O8, 2(H2 O)'
_chemical_formula_sum            'C14 H15 Gd N O10'
_chemical_formula_weight         514.52
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Gd Gd -0.1653 3.9035 '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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.4519(5)
_cell_length_b                   10.4464(8)
_cell_length_c                   11.1686(6)
_cell_angle_alpha                64.867(6)
_cell_angle_beta                 87.068(5)
_cell_angle_gamma                67.318(6)
_cell_volume                     816.17(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3761
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.1050
_cell_measurement_theta_min      2.3580
_shelx_estimated_absorpt_T_max   0.683
_shelx_estimated_absorpt_T_min   0.596
_exptl_absorpt_coefficient_mu    4.120
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.87705
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.094
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0436
_diffrn_reflns_av_unetI/netI     0.0776
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.833
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6986
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.833
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.517
_diffrn_reflns_theta_min         2.033
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.833
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3388
_reflns_number_total             3799
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.030
_refine_diff_density_min         -1.092
_refine_diff_density_rms         0.200
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     243
_refine_ls_number_reflns         3799
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0342
_refine_ls_restrained_S_all      0.996
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0025P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0564
_refine_ls_wR_factor_ref         0.0608
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O9(H9A,H9B), O10(H10A,H10B)
2.b Rotating group:
 O7(H7A,H7B), O8(H8A,H8B)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C7(H7), C10(H10), C11(H11), C12(H12), C13(H13)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Gd01 Gd 0.60360(3) 0.16518(2) 0.99572(2) 0.00627(7) Uani 1 1 d . . . . .
O1 O 0.4384(4) 0.1188(3) 0.8665(3) 0.0102(7) Uani 1 1 d . . . . .
O2 O 0.3154(4) 0.0288(3) 0.7701(3) 0.0120(7) Uani 1 1 d . . . . .
O3 O 0.2946(4) 0.7488(3) 0.2281(3) 0.0133(7) Uani 1 1 d . . . . .
O4 O 0.4618(4) 0.5689(3) 0.1697(3) 0.0105(7) Uani 1 1 d . . . . .
O5 O 0.8858(4) 0.1509(3) 1.0426(3) 0.0109(7) Uani 1 1 d . . . . .
O6 O 1.1667(4) 0.0529(3) 1.0177(3) 0.0108(7) Uani 1 1 d . . . . .
O7 O 0.5957(4) 0.3064(3) 1.1240(3) 0.0131(7) Uani 1 1 d . . . . .
H7A H 0.551648 0.394057 1.126994 0.020 Uiso 1 1 d GR . . . .
H7B H 0.676066 0.249226 1.191145 0.020 Uiso 1 1 d GR . . . .
O8 O 0.3228(4) 0.2305(3) 1.0546(3) 0.0127(7) Uani 1 1 d . . . . .
H8A H 0.265708 0.199254 1.020358 0.019 Uiso 1 1 d GR . . . .
H8B H 0.243909 0.292511 1.079411 0.019 Uiso 1 1 d GR . . . .
N1 N -0.0901(5) 0.5977(5) 0.8417(3) 0.0152(9) Uani 1 1 d . . . . .
C1 C 0.3656(5) 0.1292(5) 0.7643(4) 0.0106(9) Uani 1 1 d . . . . .
C2 C 0.3460(5) 0.2629(5) 0.6299(4) 0.0082(9) Uani 1 1 d . . . . .
C3 C 0.2573(5) 0.4191(5) 0.6001(4) 0.0080(9) Uani 1 1 d . . . . .
C4 C 0.2672(5) 0.5284(5) 0.4766(4) 0.0097(9) Uani 1 1 d . . . . .
H4 H 0.208123 0.635015 0.454813 0.012 Uiso 1 1 calc R . . . .
C5 C 0.3618(5) 0.4851(5) 0.3843(4) 0.0099(9) Uani 1 1 d . . . . .
C6 C 0.4427(6) 0.3301(5) 0.4125(4) 0.0150(10) Uani 1 1 d . . . . .
H6 H 0.503598 0.299713 0.348719 0.018 Uiso 1 1 calc R . . . .
C7 C 0.4335(6) 0.2202(5) 0.5349(4) 0.0117(10) Uani 1 1 d . . . . .
H7 H 0.487770 0.113951 0.554400 0.014 Uiso 1 1 calc R . . . .
C8 C 0.3727(5) 0.6075(5) 0.2542(4) 0.0088(9) Uani 1 1 d . . . . .
C9 C 0.1445(6) 0.4744(5) 0.6904(4) 0.0101(9) Uani 1 1 d . . . . .
C10 C 0.0443(5) 0.3993(5) 0.7679(4) 0.0111(10) Uani 1 1 d . . . . .
H10 H 0.052560 0.305001 0.770131 0.013 Uiso 1 1 calc R . . . .
C11 C -0.0680(6) 0.4636(5) 0.8418(4) 0.0133(10) Uani 1 1 d . . . . .
H11 H -0.132928 0.409195 0.895537 0.016 Uiso 1 1 calc R . . . .
C12 C 0.0085(6) 0.6683(6) 0.7691(5) 0.0214(11) Uani 1 1 d . . . . .
H12 H -0.002516 0.762269 0.769185 0.026 Uiso 1 1 calc R . . . .
C13 C 0.1255(6) 0.6122(5) 0.6940(4) 0.0152(10) Uani 1 1 d . . . . .
H13 H 0.192826 0.666836 0.644870 0.018 Uiso 1 1 calc R . . . .
C14 C 1.0154(5) 0.0587(5) 1.0180(4) 0.0070(9) Uani 1 1 d . . . . .
O9 O -0.1633(5) 0.0668(5) 0.6219(4) 0.0355(10) Uani 1 1 d . . . . .
H9A H -0.054038 0.025725 0.642478 0.053 Uiso 1 1 d G . . . .
H9B H -0.199267 0.129407 0.656768 0.053 Uiso 1 1 d G . . . .
O10 O 0.1904(5) -0.0761(4) 0.6289(3) 0.0246(8) Uani 1 1 d . . . . .
H10A H 0.229531 -0.022396 0.648248 0.037 Uiso 1 1 d G . . . .
H10B H 0.203746 -0.053462 0.547543 0.037 Uiso 1 1 d G . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Gd01 O1 2.365(3) . ?
Gd01 O1 2.859(3) 2_657 ?
Gd01 O2 2.455(3) 2_657 ?
Gd01 O3 2.503(3) 2_666 ?
Gd01 O4 2.449(3) 2_666 ?
Gd01 O5 2.402(3) . ?
Gd01 O6 2.415(3) 2_757 ?
Gd01 O7 2.437(3) . ?
Gd01 O8 2.346(3) . ?
Gd01 C1 3.027(4) 2_657 ?
Gd01 C8 2.855(4) 2_666 ?
O1 C1 1.267(4) . ?
O2 C1 1.252(5) . ?
O3 C8 1.265(5) . ?
O4 C8 1.279(5) . ?
O5 C14 1.258(5) . ?
O6 C14 1.257(5) . ?
O7 H7A 0.8607 . ?
O7 H7B 0.8601 . ?
O8 H8A 0.8557 . ?
O8 H8B 0.8608 . ?
N1 C11 1.340(6) . ?
N1 C12 1.339(6) . ?
C1 C2 1.515(6) . ?
C2 C3 1.398(6) . ?
C2 C7 1.392(6) . ?
C3 C4 1.392(6) . ?
C3 C9 1.495(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.393(6) . ?
C5 C6 1.386(6) . ?
C5 C8 1.501(6) . ?
C6 H6 0.9500 . ?
C6 C7 1.385(6) . ?
C7 H7 0.9500 . ?
C9 C10 1.393(6) . ?
C9 C13 1.404(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.390(6) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C12 C13 1.382(6) . ?
C13 H13 0.9500 . ?
C14 C14 1.553(8) 2_757 ?
O9 H9A 0.8500 . ?
O9 H9B 0.8498 . ?
O10 H10A 0.8505 . ?
O10 H10B 0.8498 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Gd01 O1 65.60(10) . 2_657 ?
O1 Gd01 O2 113.55(10) . 2_657 ?
O1 Gd01 O3 76.27(10) . 2_666 ?
O1 Gd01 O4 94.44(9) . 2_666 ?
O1 Gd01 O5 144.23(10) . . ?
O1 Gd01 O6 82.26(9) . 2_757 ?
O1 Gd01 O7 145.82(10) . . ?
O1 Gd01 C1 24.65(9) 2_657 2_657 ?
O1 Gd01 C1 90.09(10) . 2_657 ?
O1 Gd01 C8 85.01(10) . 2_666 ?
O2 Gd01 O1 48.23(8) 2_657 2_657 ?
O2 Gd01 O3 144.92(10) 2_657 2_666 ?
O2 Gd01 C1 23.58(10) 2_657 2_657 ?
O2 Gd01 C8 158.85(11) 2_657 2_666 ?
O3 Gd01 O1 124.74(9) 2_666 2_657 ?
O3 Gd01 C1 139.93(11) 2_666 2_657 ?
O3 Gd01 C8 26.28(10) 2_666 2_666 ?
O4 Gd01 O1 158.25(8) 2_666 2_657 ?
O4 Gd01 O2 148.73(9) 2_666 2_657 ?
O4 Gd01 O3 52.79(9) 2_666 2_666 ?
O4 Gd01 C1 167.28(10) 2_666 2_657 ?
O4 Gd01 C8 26.52(10) 2_666 2_666 ?
O5 Gd01 O1 114.83(9) . 2_657 ?
O5 Gd01 O2 79.02(10) . 2_657 ?
O5 Gd01 O3 75.93(9) . 2_666 ?
O5 Gd01 O4 86.30(10) . 2_666 ?
O5 Gd01 O6 67.49(9) . 2_757 ?
O5 Gd01 O7 68.55(10) . . ?
O5 Gd01 C1 96.94(11) . 2_657 ?
O5 Gd01 C8 79.90(11) . 2_666 ?
O6 Gd01 O1 66.21(9) 2_757 2_657 ?
O6 Gd01 O2 77.46(9) 2_757 2_657 ?
O6 Gd01 O3 70.47(10) 2_757 2_666 ?
O6 Gd01 O4 121.93(10) 2_757 2_666 ?
O6 Gd01 O7 131.24(9) 2_757 . ?
O6 Gd01 C1 70.44(11) 2_757 2_657 ?
O6 Gd01 C8 96.08(11) 2_757 2_666 ?
O7 Gd01 O1 116.82(9) . 2_657 ?
O7 Gd01 O2 74.49(9) . 2_657 ?
O7 Gd01 O3 117.24(10) . 2_666 ?
O7 Gd01 O4 74.46(9) . 2_666 ?
O7 Gd01 C1 95.22(10) . 2_657 ?
O7 Gd01 C8 96.07(11) . 2_666 ?
O8 Gd01 O1 73.81(9) . 2_657 ?
O8 Gd01 O1 72.32(9) . . ?
O8 Gd01 O2 83.57(10) . 2_657 ?
O8 Gd01 O3 130.45(9) . 2_666 ?
O8 Gd01 O4 92.49(10) . 2_666 ?
O8 Gd01 O5 143.44(9) . . ?
O8 Gd01 O6 138.78(10) . 2_757 ?
O8 Gd01 O7 75.92(10) . . ?
O8 Gd01 C1 77.56(11) . 2_657 ?
O8 Gd01 C8 112.94(11) . 2_666 ?
C8 Gd01 O1 146.82(9) 2_666 2_657 ?
C8 Gd01 C1 166.20(12) 2_666 2_657 ?
Gd01 O1 Gd01 114.40(10) . 2_657 ?
C1 O1 Gd01 85.1(3) . 2_657 ?
C1 O1 Gd01 159.4(3) . . ?
C1 O2 Gd01 104.8(2) . 2_657 ?
C8 O3 Gd01 92.6(2) . 2_666 ?
C8 O4 Gd01 94.8(2) . 2_666 ?
C14 O5 Gd01 119.0(2) . . ?
C14 O6 Gd01 118.5(3) . 2_757 ?
Gd01 O7 H7A 146.0 . . ?
Gd01 O7 H7B 109.6 . . ?
H7A O7 H7B 103.9 . . ?
Gd01 O8 H8A 109.5 . . ?
Gd01 O8 H8B 144.5 . . ?
H8A O8 H8B 103.3 . . ?
C12 N1 C11 116.5(4) . . ?
O1 C1 Gd01 70.2(2) . 2_657 ?
O1 C1 C2 119.3(4) . . ?
O2 C1 Gd01 51.7(2) . 2_657 ?
O2 C1 O1 121.9(4) . . ?
O2 C1 C2 118.8(3) . . ?
C2 C1 Gd01 169.9(3) . 2_657 ?
C3 C2 C1 125.1(4) . . ?
C7 C2 C1 114.7(4) . . ?
C7 C2 C3 120.1(4) . . ?
C2 C3 C9 123.3(4) . . ?
C4 C3 C2 118.1(4) . . ?
C4 C3 C9 118.4(4) . . ?
C3 C4 H4 119.2 . . ?
C3 C4 C5 121.5(4) . . ?
C5 C4 H4 119.2 . . ?
C4 C5 C8 119.4(4) . . ?
C6 C5 C4 119.8(4) . . ?
C6 C5 C8 120.8(4) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 C5 119.2(4) . . ?
C7 C6 H6 120.4 . . ?
C2 C7 H7 119.5 . . ?
C6 C7 C2 121.1(4) . . ?
C6 C7 H7 119.5 . . ?
O3 C8 Gd01 61.1(2) . 2_666 ?
O3 C8 O4 119.9(4) . . ?
O3 C8 C5 120.2(4) . . ?
O4 C8 Gd01 58.7(2) . 2_666 ?
O4 C8 C5 119.9(4) . . ?
C5 C8 Gd01 178.6(3) . 2_666 ?
C10 C9 C3 122.5(4) . . ?
C10 C9 C13 116.5(4) . . ?
C13 C9 C3 120.9(4) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 C9 119.5(4) . . ?
C11 C10 H10 120.3 . . ?
N1 C11 C10 124.0(4) . . ?
N1 C11 H11 118.0 . . ?
C10 C11 H11 118.0 . . ?
N1 C12 H12 118.1 . . ?
N1 C12 C13 123.7(4) . . ?
C13 C12 H12 118.1 . . ?
C9 C13 H13 120.1 . . ?
C12 C13 C9 119.8(5) . . ?
C12 C13 H13 120.1 . . ?
O5 C14 C14 116.6(5) . 2_757 ?
O6 C14 O5 127.0(4) . . ?
O6 C14 C14 116.5(5) . 2_757 ?
H9A O9 H9B 104.5 . . ?
H10A O10 H10B 104.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O7 H7A O4 0.86 1.94 2.793(4) 169.3 1_556 yes
O7 H7B O10 0.86 2.04 2.862(4) 160.1 2_657 yes
O8 H8A O6 0.86 2.02 2.818(4) 155.8 1_455 yes
O8 H8B N1 0.86 1.84 2.690(5) 171.3 2_567 yes
O9 H9A O10 0.85 1.96 2.767(5) 158.7 . yes
O10 H10A O2 0.85 1.92 2.708(4) 153.7 . yes
O10 H10B O9 0.85 2.01 2.780(5) 150.0 2_556 yes

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
Gd01 O1 C1 Gd01 161.7(8) . . . 2_657 ?
Gd01 O1 C1 O2 162.5(5) . . . . ?
Gd01 O1 C1 O2 0.8(4) 2_657 . . . ?
Gd01 O1 C1 C2 -176.2(4) 2_657 . . . ?
Gd01 O1 C1 C2 -14.6(10) . . . . ?
Gd01 O2 C1 O1 -1.0(5) 2_657 . . . ?
Gd01 O2 C1 C2 176.1(3) 2_657 . . . ?
Gd01 O3 C8 O4 0.7(4) 2_666 . . . ?
Gd01 O3 C8 C5 -179.5(3) 2_666 . . . ?
Gd01 O4 C8 O3 -0.7(4) 2_666 . . . ?
Gd01 O4 C8 C5 179.5(3) 2_666 . . . ?
Gd01 O5 C14 O6 168.7(3) . . . . ?
Gd01 O5 C14 C14 -10.3(6) . . . 2_757 ?
Gd01 O6 C14 O5 169.5(3) 2_757 . . . ?
Gd01 O6 C14 C14 -11.6(5) 2_757 . . 2_757 ?
Gd01 C1 C2 C3 141.4(15) 2_657 . . . ?
Gd01 C1 C2 C7 -42.2(18) 2_657 . . . ?
O1 C1 C2 C3 -59.2(6) . . . . ?
O1 C1 C2 C7 117.2(4) . . . . ?
O2 C1 C2 C3 123.7(5) . . . . ?
O2 C1 C2 C7 -59.9(6) . . . . ?
N1 C12 C13 C9 0.5(7) . . . . ?
C1 C2 C3 C4 172.9(4) . . . . ?
C1 C2 C3 C9 -10.8(6) . . . . ?
C1 C2 C7 C6 -173.0(4) . . . . ?
C2 C3 C4 C5 0.2(6) . . . . ?
C2 C3 C9 C10 -35.2(6) . . . . ?
C2 C3 C9 C13 149.3(4) . . . . ?
C3 C2 C7 C6 3.6(7) . . . . ?
C3 C4 C5 C6 2.7(6) . . . . ?
C3 C4 C5 C8 -178.2(4) . . . . ?
C3 C9 C10 C11 -175.0(4) . . . . ?
C3 C9 C13 C12 174.1(4) . . . . ?
C4 C3 C9 C10 141.1(4) . . . . ?
C4 C3 C9 C13 -34.4(6) . . . . ?
C4 C5 C6 C7 -2.5(6) . . . . ?
C4 C5 C8 O3 -1.0(6) . . . . ?
C4 C5 C8 O4 178.7(4) . . . . ?
C5 C6 C7 C2 -0.6(7) . . . . ?
C6 C5 C8 O3 178.1(4) . . . . ?
C6 C5 C8 O4 -2.1(6) . . . . ?
C7 C2 C3 C4 -3.3(6) . . . . ?
C7 C2 C3 C9 173.0(4) . . . . ?
C8 C5 C6 C7 178.4(4) . . . . ?
C9 C3 C4 C5 -176.3(4) . . . . ?
C9 C10 C11 N1 1.5(6) . . . . ?
C10 C9 C13 C12 -1.6(6) . . . . ?
C11 N1 C12 C13 1.6(7) . . . . ?
C12 N1 C11 C10 -2.6(6) . . . . ?
C13 C9 C10 C11 0.6(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_lxy190626c
_database_code_depnum_ccdc_archive 'CCDC 2180911'
loop_
_audit_author_name
_audit_author_address
WL
;Ningxia University
China
;
_audit_update_record             
;
2022-06-21 deposited with the CCDC.	2023-08-18 downloaded from the CCDC.
;
_audit_creation_date             2019-06-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H11 Eu N O8, 2(H2 O)'
_chemical_formula_sum            'C14 H15 Eu N O10'
_chemical_formula_weight         509.23
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.4877(7)
_cell_length_b                   10.4777(12)
_cell_length_c                   11.1966(10)
_cell_angle_alpha                64.866(10)
_cell_angle_beta                 87.056(7)
_cell_angle_gamma                67.138(9)
_cell_volume                     822.89(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3671
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      28.8650
_cell_measurement_theta_min      2.7440
_shelx_estimated_absorpt_T_max   0.722
_shelx_estimated_absorpt_T_min   0.654
_exptl_absorpt_coefficient_mu    3.868
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75293
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.055
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             498
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0369
_diffrn_reflns_av_unetI/netI     0.0686
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.838
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6915
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.838
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.420
_diffrn_reflns_theta_min         2.028
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.838
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3438
_reflns_number_total             3815
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.837
_refine_diff_density_min         -0.810
_refine_diff_density_rms         0.192
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     243
_refine_ls_number_reflns         3815
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0345
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0151P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0604
_refine_ls_wR_factor_ref         0.0632
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C1) \\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C14) \\sim Ueq: with sigma of
0.001 and sigma for terminal atoms of 0.002
3.a Free rotating group:
 O9(H9A,H9B), O10(H10A,H10B)
3.b Rotating group:
 O7(H7A,H7B), O8(H8A,H8B)
3.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C7(H7), C10(H10), C11(H11), C12(H12), C13(H13)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.60262(3) 0.16447(2) 0.99574(2) 0.00573(7) Uani 1 1 d . . . . .
O1 O 0.4373(3) 0.1170(3) 0.8664(2) 0.0081(6) Uani 1 1 d . . . . .
O2 O 0.3141(4) 0.0289(3) 0.7687(2) 0.0108(6) Uani 1 1 d . . . . .
O3 O 0.4618(4) 0.5687(3) 0.1703(3) 0.0107(6) Uani 1 1 d . . . . .
O4 O 0.2966(4) 0.7488(3) 0.2292(3) 0.0115(6) Uani 1 1 d . . . . .
O5 O 0.8864(3) 0.1505(3) 1.0419(2) 0.0089(6) Uani 1 1 d . . . . .
O6 O 1.1651(3) 0.0539(3) 1.0176(2) 0.0086(6) Uani 1 1 d . . . . .
O7 O 0.5934(4) 0.3074(3) 1.1235(3) 0.0126(6) Uani 1 1 d . . . . .
H7A H 0.547925 0.395306 1.126639 0.019 Uiso 1 1 d GR . . . .
H7B H 0.658258 0.253580 1.192958 0.019 Uiso 1 1 d GR . . . .
O8 O 0.3198(4) 0.2324(3) 1.0540(3) 0.0121(6) Uani 1 1 d . . . . .
H8A H 0.269190 0.188091 1.031991 0.018 Uiso 1 1 d GR . . . .
H8B H 0.244565 0.285091 1.087082 0.018 Uiso 1 1 d GR . . . .
N1 N -0.0893(5) 0.5958(4) 0.8422(3) 0.0131(8) Uani 1 1 d . . . . .
C1 C 0.3636(5) 0.1297(4) 0.7638(4) 0.0081(8) Uani 1 1 d . U . . .
C2 C 0.3476(5) 0.2612(4) 0.6303(4) 0.0082(9) Uani 1 1 d . . . . .
C3 C 0.2565(5) 0.4197(4) 0.6009(4) 0.0088(9) Uani 1 1 d . . . . .
C4 C 0.2678(5) 0.5279(4) 0.4772(4) 0.0093(9) Uani 1 1 d . . . . .
H4 H 0.209010 0.634375 0.455680 0.011 Uiso 1 1 calc R . . . .
C5 C 0.3605(5) 0.4871(4) 0.3849(4) 0.0087(9) Uani 1 1 d . . . . .
C6 C 0.4413(5) 0.3310(4) 0.4124(4) 0.0122(9) Uani 1 1 d . . . . .
H6 H 0.501284 0.300776 0.348407 0.015 Uiso 1 1 calc R . . . .
C7 C 0.4320(5) 0.2207(4) 0.5353(4) 0.0110(9) Uani 1 1 d . . . . .
H7 H 0.485293 0.114772 0.554010 0.013 Uiso 1 1 calc R . . . .
C8 C 0.3739(5) 0.6076(4) 0.2544(4) 0.0070(8) Uani 1 1 d . U . . .
C9 C 0.1446(5) 0.4742(4) 0.6900(4) 0.0105(9) Uani 1 1 d . . . . .
C10 C 0.1263(6) 0.6106(5) 0.6956(4) 0.0175(10) Uani 1 1 d . . . . .
H10 H 0.194044 0.664559 0.647595 0.021 Uiso 1 1 calc R . . . .
C11 C 0.0107(6) 0.6660(5) 0.7702(4) 0.0168(10) Uani 1 1 d . . . . .
H11 H 0.000456 0.759094 0.771198 0.020 Uiso 1 1 calc R . . . .
C12 C -0.0685(5) 0.4631(4) 0.8406(4) 0.0095(9) Uani 1 1 d . . . . .
H12 H -0.133754 0.409051 0.893366 0.011 Uiso 1 1 calc R . . . .
C13 C 0.0428(5) 0.4002(4) 0.7665(4) 0.0091(9) Uani 1 1 d . . . . .
H13 H 0.050204 0.306939 0.767520 0.011 Uiso 1 1 calc R . . . .
C14 C 1.0153(5) 0.0589(4) 1.0174(4) 0.0062(8) Uani 1 1 d . U . . .
O9 O 0.1899(5) -0.0774(4) 0.6295(3) 0.0236(8) Uani 1 1 d . . . . .
H9A H 0.230600 -0.021112 0.642286 0.035 Uiso 1 1 d G . . . .
H9B H 0.201831 -0.061482 0.549172 0.035 Uiso 1 1 d G . . . .
O10 O -0.1649(5) 0.0659(4) 0.6221(3) 0.0305(9) Uani 1 1 d . . . . .
H10A H -0.203267 0.116247 0.667730 0.046 Uiso 1 1 d G . . . .
H10B H -0.055971 0.035017 0.635393 0.046 Uiso 1 1 d G . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Eu1 O1 2.382(3) . ?
Eu1 O1 2.837(3) 2_657 ?
Eu1 O2 2.470(2) 2_657 ?
Eu1 O3 2.464(2) 2_666 ?
Eu1 O4 2.518(3) 2_666 ?
Eu1 O5 2.425(3) . ?
Eu1 O6 2.429(3) 2_757 ?
Eu1 O7 2.452(3) . ?
Eu1 O8 2.367(3) . ?
Eu1 H8A 2.7674 . ?
Eu1 C1 3.029(4) 2_657 ?
Eu1 C8 2.866(4) 2_666 ?
Eu1 C14 3.219(4) 2_757 ?
O1 C1 1.268(5) . ?
O2 C1 1.261(5) . ?
O3 C8 1.275(5) . ?
O4 C8 1.269(4) . ?
O5 C14 1.254(4) . ?
O6 C14 1.252(5) . ?
O7 H7A 0.8651 . ?
O7 H7B 0.8099 . ?
O8 H8A 0.8510 . ?
O8 H8B 0.8512 . ?
N1 C11 1.350(5) . ?
N1 C12 1.340(5) . ?
C1 C2 1.509(5) . ?
C2 C3 1.424(5) . ?
C2 C7 1.375(5) . ?
C3 C4 1.397(5) . ?
C3 C9 1.479(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.378(5) . ?
C5 C6 1.401(5) . ?
C5 C8 1.507(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.395(5) . ?
C7 H7 0.9500 . ?
C9 C10 1.404(6) . ?
C9 C13 1.400(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.372(6) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C12 C13 1.384(5) . ?
C13 H13 0.9500 . ?
C14 C14 1.551(8) 2_757 ?
O9 H9A 0.8503 . ?
O9 H9B 0.8501 . ?
O10 H10A 0.8500 . ?
O10 H10B 0.8501 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Eu1 O1 65.69(9) . 2_657 ?
O1 Eu1 O2 113.96(9) . 2_657 ?
O1 Eu1 O3 94.91(9) . 2_666 ?
O1 Eu1 O4 76.24(9) . 2_666 ?
O1 Eu1 O5 144.06(9) . . ?
O1 Eu1 O6 82.48(9) . 2_757 ?
O1 Eu1 O7 145.76(9) . . ?
O1 Eu1 H8A 56.7 . . ?
O1 Eu1 H8A 63.6 2_657 . ?
O1 Eu1 C1 90.25(10) . 2_657 ?
O1 Eu1 C1 24.69(10) 2_657 2_657 ?
O1 Eu1 C8 147.23(10) 2_657 2_666 ?
O1 Eu1 C8 85.32(10) . 2_666 ?
O1 Eu1 C14 83.24(8) 2_657 2_757 ?
O1 Eu1 C14 99.64(9) . 2_757 ?
O2 Eu1 O1 48.53(9) 2_657 2_657 ?
O2 Eu1 O4 145.00(9) 2_657 2_666 ?
O2 Eu1 H8A 86.4 2_657 . ?
O2 Eu1 C1 23.84(10) 2_657 2_657 ?
O2 Eu1 C8 158.21(11) 2_657 2_666 ?
O2 Eu1 C14 79.95(9) 2_657 2_757 ?
O3 Eu1 O1 158.84(9) 2_666 2_657 ?
O3 Eu1 O2 148.06(10) 2_666 2_657 ?
O3 Eu1 O4 52.56(9) 2_666 2_666 ?
O3 Eu1 H8A 99.3 2_666 . ?
O3 Eu1 C1 167.43(10) 2_666 2_657 ?
O3 Eu1 C8 26.31(10) 2_666 2_666 ?
O3 Eu1 C14 109.54(9) 2_666 2_757 ?
O4 Eu1 O1 124.97(8) 2_666 2_657 ?
O4 Eu1 H8A 123.6 2_666 . ?
O4 Eu1 C1 140.00(10) 2_666 2_657 ?
O4 Eu1 C8 26.26(10) 2_666 2_666 ?
O4 Eu1 C14 65.15(8) 2_666 2_757 ?
O5 Eu1 O1 114.83(8) . 2_657 ?
O5 Eu1 O2 78.80(9) . 2_657 ?
O5 Eu1 O3 85.72(9) . 2_666 ?
O5 Eu1 O4 75.85(9) . 2_666 ?
O5 Eu1 O6 67.08(9) . 2_757 ?
O5 Eu1 O7 68.75(9) . . ?
O5 Eu1 H8A 158.6 . . ?
O5 Eu1 C1 96.80(10) . 2_657 ?
O5 Eu1 C8 79.53(10) . 2_666 ?
O5 Eu1 C14 47.57(10) . 2_757 ?
O6 Eu1 O1 66.61(8) 2_757 2_657 ?
O6 Eu1 O2 77.68(9) 2_757 2_657 ?
O6 Eu1 O3 121.45(9) 2_757 2_666 ?
O6 Eu1 O4 70.43(8) 2_757 2_666 ?
O6 Eu1 O7 131.13(9) 2_757 . ?
O6 Eu1 H8A 124.9 2_757 . ?
O6 Eu1 C1 70.57(9) 2_757 2_657 ?
O6 Eu1 C8 95.90(10) 2_757 2_666 ?
O6 Eu1 C14 20.01(10) 2_757 2_757 ?
O7 Eu1 O1 116.75(8) . 2_657 ?
O7 Eu1 O2 74.24(9) . 2_657 ?
O7 Eu1 O3 74.14(9) . 2_666 ?
O7 Eu1 O4 117.13(9) . 2_666 ?
O7 Eu1 H8A 92.4 . . ?
O7 Eu1 C1 95.23(10) . 2_657 ?
O7 Eu1 C8 95.75(10) . 2_666 ?
O7 Eu1 C14 114.60(10) . 2_757 ?
O8 Eu1 O1 72.45(10) . . ?
O8 Eu1 O1 74.23(8) . 2_657 ?
O8 Eu1 O2 84.10(9) . 2_657 ?
O8 Eu1 O3 92.41(9) . 2_666 ?
O8 Eu1 O4 130.00(9) . 2_666 ?
O8 Eu1 O5 143.49(10) . . ?
O8 Eu1 O6 139.57(9) . 2_757 ?
O8 Eu1 O7 75.66(10) . . ?
O8 Eu1 H8A 16.9 . . ?
O8 Eu1 C1 78.21(10) . 2_657 ?
O8 Eu1 C8 112.62(10) . 2_666 ?
O8 Eu1 C14 157.43(9) . 2_757 ?
C1 Eu1 H8A 74.1 2_657 . ?
C1 Eu1 C14 80.76(10) 2_657 2_757 ?
C8 Eu1 H8A 113.7 2_666 . ?
C8 Eu1 C1 166.23(11) 2_666 2_657 ?
C8 Eu1 C14 87.13(10) 2_666 2_757 ?
C14 Eu1 H8A 144.6 2_757 . ?
Eu1 O1 Eu1 114.31(9) . 2_657 ?
C1 O1 Eu1 158.6(3) . . ?
C1 O1 Eu1 86.1(2) . 2_657 ?
C1 O2 Eu1 103.8(2) . 2_657 ?
C8 O3 Eu1 94.7(2) . 2_666 ?
C8 O4 Eu1 92.4(2) . 2_666 ?
C14 O5 Eu1 119.0(3) . . ?
C14 O6 Eu1 118.4(2) . 2_757 ?
Eu1 O7 H7A 146.1 . . ?
Eu1 O7 H7B 112.2 . . ?
H7A O7 H7B 101.7 . . ?
Eu1 O8 H8A 109.3 . . ?
Eu1 O8 H8B 146.2 . . ?
H8A O8 H8B 104.5 . . ?
C12 N1 C11 116.4(4) . . ?
O1 C1 Eu1 69.16(19) . 2_657 ?
O1 C1 C2 119.5(4) . . ?
O2 C1 Eu1 52.35(18) . 2_657 ?
O2 C1 O1 121.5(3) . . ?
O2 C1 C2 118.8(4) . . ?
C2 C1 Eu1 170.1(3) . 2_657 ?
C3 C2 C1 123.9(4) . . ?
C7 C2 C1 116.1(3) . . ?
C7 C2 C3 120.0(3) . . ?
C2 C3 C9 123.8(3) . . ?
C4 C3 C2 117.0(4) . . ?
C4 C3 C9 119.1(3) . . ?
C3 C4 H4 118.6 . . ?
C5 C4 C3 122.9(4) . . ?
C5 C4 H4 118.6 . . ?
C4 C5 C6 119.3(3) . . ?
C4 C5 C8 121.1(3) . . ?
C6 C5 C8 119.6(4) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 C5 118.8(4) . . ?
C7 C6 H6 120.6 . . ?
C2 C7 C6 121.8(4) . . ?
C2 C7 H7 119.1 . . ?
C6 C7 H7 119.1 . . ?
O3 C8 Eu1 58.96(18) . 2_666 ?
O3 C8 C5 120.7(3) . . ?
O4 C8 Eu1 61.35(19) . 2_666 ?
O4 C8 O3 120.3(3) . . ?
O4 C8 C5 119.0(4) . . ?
C5 C8 Eu1 179.3(3) . 2_666 ?
C10 C9 C3 121.1(4) . . ?
C13 C9 C3 122.7(4) . . ?
C13 C9 C10 116.0(4) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 C9 120.2(4) . . ?
C11 C10 H10 119.9 . . ?
N1 C11 C10 123.7(4) . . ?
N1 C11 H11 118.1 . . ?
C10 C11 H11 118.1 . . ?
N1 C12 H12 118.2 . . ?
N1 C12 C13 123.7(4) . . ?
C13 C12 H12 118.2 . . ?
C9 C13 H13 120.0 . . ?
C12 C13 C9 120.0(4) . . ?
C12 C13 H13 120.0 . . ?
Eu1 C14 Eu1 152.14(14) 2_757 . ?
O5 C14 Eu1 165.7(3) . 2_757 ?
O5 C14 Eu1 41.13(19) . . ?
O5 C14 C14 116.4(4) . 2_757 ?
O6 C14 Eu1 165.2(3) . . ?
O6 C14 Eu1 41.58(18) . 2_757 ?
O6 C14 O5 126.4(4) . . ?
O6 C14 C14 117.2(4) . 2_757 ?
C14 C14 Eu1 75.9(3) 2_757 . ?
C14 C14 Eu1 76.3(3) 2_757 2_757 ?
H9A O9 H9B 104.5 . . ?
H10A O10 H10B 104.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O7 H7A O3 0.87 1.94 2.793(4) 168.9 1_556 yes
O7 H7B O9 0.81 2.08 2.874(4) 167.2 2_657 yes
O8 H8A O6 0.85 1.99 2.829(4) 168.8 1_455 yes
O8 H8B N1 0.85 1.84 2.687(4) 177.0 2_567 yes
O9 H9A O2 0.85 1.95 2.708(5) 148.0 . yes
O9 H9B O10 0.85 1.98 2.784(5) 156.8 2_556 yes
O10 H10A O4 0.85 2.09 2.942(4) 176.7 2_566 yes
O10 H10B O9 0.85 1.97 2.782(5) 158.8 . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Eu1 O1 C1 Eu1 163.8(7) . . . 2_657 ?
Eu1 O1 C1 O2 163.9(5) . . . . ?
Eu1 O1 C1 O2 0.1(4) 2_657 . . . ?
Eu1 O1 C1 C2 -174.7(3) 2_657 . . . ?
Eu1 O1 C1 C2 -10.9(9) . . . . ?
Eu1 O2 C1 O1 -0.1(4) 2_657 . . . ?
Eu1 O2 C1 C2 174.7(3) 2_657 . . . ?
Eu1 O3 C8 O4 -0.9(4) 2_666 . . . ?
Eu1 O3 C8 C5 179.3(3) 2_666 . . . ?
Eu1 O4 C8 O3 0.9(4) 2_666 . . . ?
Eu1 O4 C8 C5 -179.3(3) 2_666 . . . ?
Eu1 O5 C14 Eu1 -161.5(9) . . . 2_757 ?
Eu1 O5 C14 O6 169.1(3) . . . . ?
Eu1 O5 C14 C14 -10.5(5) . . . 2_757 ?
Eu1 O6 C14 Eu1 -161.5(9) 2_757 . . . ?
Eu1 O6 C14 O5 169.5(3) 2_757 . . . ?
Eu1 O6 C14 C14 -10.9(5) 2_757 . . 2_757 ?
O1 C1 C2 C3 -61.2(5) . . . . ?
O1 C1 C2 C7 116.9(4) . . . . ?
O2 C1 C2 C3 123.9(4) . . . . ?
O2 C1 C2 C7 -58.0(5) . . . . ?
N1 C12 C13 C9 1.6(6) . . . . ?
C1 C2 C3 C4 173.8(4) . . . . ?
C1 C2 C3 C9 -9.8(6) . . . . ?
C1 C2 C7 C6 -173.8(4) . . . . ?
C2 C3 C4 C5 0.6(6) . . . . ?
C2 C3 C9 C10 148.4(4) . . . . ?
C2 C3 C9 C13 -35.8(6) . . . . ?
C3 C2 C7 C6 4.4(6) . . . . ?
C3 C4 C5 C6 3.0(6) . . . . ?
C3 C4 C5 C8 -178.0(4) . . . . ?
C3 C9 C10 C11 174.4(4) . . . . ?
C3 C9 C13 C12 -175.4(3) . . . . ?
C4 C3 C9 C10 -35.2(6) . . . . ?
C4 C3 C9 C13 140.5(4) . . . . ?
C4 C5 C6 C7 -2.9(6) . . . . ?
C4 C5 C8 O3 179.1(4) . . . . ?
C4 C5 C8 O4 -0.7(6) . . . . ?
C5 C6 C7 C2 -0.8(6) . . . . ?
C6 C5 C8 O3 -1.9(6) . . . . ?
C6 C5 C8 O4 178.2(4) . . . . ?
C7 C2 C3 C4 -4.3(6) . . . . ?
C7 C2 C3 C9 172.1(4) . . . . ?
C8 C5 C6 C7 178.1(4) . . . . ?
C9 C3 C4 C5 -176.0(4) . . . . ?
C9 C10 C11 N1 0.6(7) . . . . ?
C10 C9 C13 C12 0.6(6) . . . . ?
C11 N1 C12 C13 -2.6(6) . . . . ?
C12 N1 C11 C10 1.4(6) . . . . ?
C13 C9 C10 C11 -1.6(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
