# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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 1873002'
loop_
_audit_author_name
_audit_author_address
'Ruiqing Fan '
;Harbin Institute of Technology
China
;
_audit_update_record             
;
2018-10-12 deposited with the CCDC.	2019-02-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H12 N Nd O10'
_chemical_formula_weight         498.49

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'
Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_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, -y, -z'

_cell_length_a                   6.043(3)
_cell_length_b                   11.817(6)
_cell_length_c                   12.667(7)
_cell_angle_alpha                110.247(5)
_cell_angle_beta                 94.315(6)
_cell_angle_gamma                103.043(5)
_cell_volume                     815.0(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2855
_cell_measurement_theta_min      2.983
_cell_measurement_theta_max      24.997

_exptl_crystal_description       flake
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.031
_exptl_crystal_F_000             486
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    3.242
_shelx_estimated_absorpt_T_min   0.388
_shelx_estimated_absorpt_T_max   0.443
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.402
_exptl_absorpt_correction_T_max  0.423
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Smart APEX CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5573
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_av_R_equivalents  0.0257
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.738
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             2855
_reflns_number_gt                2717
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0639P)²+1.5249P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2855
_refine_ls_number_parameters     277
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_ref         0.1059
_refine_ls_wR_factor_gt          0.0961
_refine_ls_goodness_of_fit_ref   1.167
_refine_ls_restrained_S_all      1.182
_refine_ls_shift/su_max          0.051
_refine_ls_shift/su_mean         0.001

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
Nd Nd 0.62255(5) 0.61403(2) 0.40400(2) 0.02416(15) Uani 1 1 d . . . . .
O1 O 0.2704(14) -0.0532(7) 0.0586(6) 0.042(2) Uani 0.619(8) 1 d . . P A 1
O1A O 0.519(2) -0.1548(10) 0.0930(11) 0.044(4) Uani 0.381(8) 1 d . . P A 2
O1W O 0.2401(7) 0.4892(5) 0.3063(4) 0.0417(11) Uani 1 1 d . . . . .
H1WA H 0.1742 0.4520 0.3471 0.062 Uiso 1 1 d R U . . .
H1WB H 0.2487 0.4348 0.2427 0.062 Uiso 1 1 d R U . . .
O2 O -0.3889(8) -0.4046(5) 0.1968(4) 0.0445(12) Uani 1 1 d . . . . .
O2W O 0.4092(9) 0.7682(5) 0.4003(5) 0.0540(14) Uani 1 1 d . . . . .
H2WA H 0.3969 0.8163 0.4707 0.081 Uiso 1 1 d R U . . .
H2WB H 0.2660 0.7301 0.3613 0.081 Uiso 1 1 d R U . . .
O3 O -0.0651(8) -0.2928(5) 0.3158(4) 0.0437(11) Uani 1 1 d . . . . .
O4 O 0.5665(7) 0.3963(4) 0.4348(3) 0.0304(9) Uani 1 1 d . . . . .
O5 O 0.7498(8) 0.4242(4) 0.2997(4) 0.0343(10) Uani 1 1 d . . . . .
O6 O 1.0352(7) 0.3510(4) 0.4566(4) 0.0351(10) Uani 1 1 d . . . . .
O7 O 1.1395(9) 0.1825(4) 0.4435(5) 0.0477(12) Uani 1 1 d . . . . .
N1 N -0.0854(16) -0.3669(7) -0.0777(6) 0.085(3) Uani 1 1 d . U . . .
C1 C 0.0408(19) -0.2503(11) -0.0601(8) 0.039(3) Uani 0.619(8) 1 d . . P A 1
H1 H 0.0655 -0.2261 -0.1217 0.047 Uiso 0.619(8) 1 calc R U P A 1
C1A C 0.194(3) -0.3054(16) -0.0399(15) 0.040(4) Uani 0.381(8) 1 d . . P A 2
H1A H 0.2901 -0.3213 -0.0944 0.047 Uiso 0.381(8) 1 calc R U P A 2
C2 C 0.1330(16) -0.1668(9) 0.0500(8) 0.029(2) Uani 0.619(8) 1 d . . P A 1
C2A C 0.288(3) -0.2307(14) 0.0714(14) 0.032(4) Uani 0.381(8) 1 d . . P A 2
C3 C 0.0687(18) -0.1973(10) 0.1414(8) 0.028(2) Uani 0.619(8) 1 d . . P A 1
H3 H 0.1258 -0.1404 0.2156 0.034 Uiso 0.619(8) 1 calc R U P A 1
C3A C 0.173(4) -0.2363(16) 0.1588(15) 0.038(4) Uani 0.381(8) 1 d . . P A 2
H3A H 0.2432 -0.1965 0.2350 0.046 Uiso 0.381(8) 1 calc R U P A 2
C4 C -0.0825(13) -0.3139(6) 0.1217(6) 0.0439(17) Uani 1 1 d . . . . .
C5 C -0.1712(14) -0.3866(7) 0.0086(6) 0.052(2) Uani 1 1 d . . . . .
H5 H -0.3000 -0.4540 -0.0076 0.062 Uiso 1 1 calc R U . . .
C6 C 0.4285(16) 0.0182(8) 0.1510(6) 0.060(3) Uani 1 1 d . . . . .
H6 H 0.3023 -0.0294 0.0938 0.073 Uiso 0.381(8) 1 calc R U P A 2
C7 C 0.4507(12) 0.1453(7) 0.2068(6) 0.0428(16) Uani 1 1 d . . . . .
H7 H 0.3421 0.1818 0.1860 0.051 Uiso 1 1 calc R U . . .
C8 C 0.6362(10) 0.2174(5) 0.2938(5) 0.0285(13) Uani 1 1 d . . . . .
C9 C 0.7985(11) 0.1597(5) 0.3218(6) 0.0335(14) Uani 1 1 d . . . . .
C10 C 0.7651(14) 0.0314(6) 0.2638(8) 0.054(2) Uani 1 1 d . . . . .
H10 H 0.8687 -0.0077 0.2846 0.064 Uiso 1 1 calc R U . . .
C11 C 0.5830(17) -0.0386(7) 0.1767(8) 0.061(3) Uani 1 1 d . . . . .
H11 H 0.5667 -0.1233 0.1364 0.073 Uiso 0.619(8) 1 calc R U P A 1
C12 C -0.1863(11) -0.3397(6) 0.2162(5) 0.0316(13) Uani 1 1 d . . . . .
C13 C 0.6580(9) 0.3545(5) 0.3486(5) 0.0256(12) Uani 1 1 d . . . . .
C14 C 1.0034(10) 0.2351(5) 0.4130(5) 0.0287(13) Uani 1 1 d . . . . .
O3W O 0.250(3) 0.9821(12) 0.4601(17) 0.170(6) Uani 1 1 d G . . . .
H3WA H 0.3348 0.9944 0.4127 0.255 Uiso 1 1 d G U . . .
H3WB H 0.2000 1.0459 0.4900 0.255 Uiso 1 1 d G 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
Nd O1W 2.412(4) . ?
Nd O4 2.439(4) 2_666 ?
Nd O2W 2.469(5) . ?
Nd O6 2.475(4) 2_766 ?
Nd O5 2.500(4) . ?
Nd O3 2.501(5) 1_665 ?
Nd O7 2.528(5) 2_766 ?
Nd O2 2.551(5) 1_665 ?
Nd O4 2.685(4) . ?
Nd C14 2.863(6) 2_766 ?
Nd C12 2.884(6) 1_665 ?
Nd C13 2.962(6) . ?
O1 C6 1.334(10) . ?
O1 C2 1.373(12) . ?
O1A C11 1.360(13) . ?
O1A C2A 1.43(2) . ?
O1W H1WA 0.8526 . ?
O1W H1WB 0.8535 . ?
O2 C12 1.244(8) . ?
O2 Nd 2.551(5) 1_445 ?
O2W H2WA 0.8959 . ?
O2W H2WB 0.8955 . ?
O3 C12 1.276(8) . ?
O3 Nd 2.501(5) 1_445 ?
O4 C13 1.258(7) . ?
O4 Nd 2.439(4) 2_666 ?
O5 C13 1.252(7) . ?
O6 C14 1.250(7) . ?
O6 Nd 2.475(4) 2_766 ?
O7 C14 1.250(8) . ?
O7 Nd 2.528(5) 2_766 ?
N1 C5 1.313(10) . ?
N1 C1 1.349(13) . ?
N1 C1A 1.64(2) . ?
C1 C2 1.382(13) . ?
C1 H1 0.9300 . ?
C1A C2A 1.37(2) . ?
C1A H1A 0.9300 . ?
C2 C3 1.383(14) . ?
C2A C3A 1.36(2) . ?
C3 C4 1.398(11) . ?
C3 H3 0.9300 . ?
C3A C4 1.55(2) . ?
C3A H3A 0.9300 . ?
C4 C5 1.380(10) . ?
C4 C12 1.483(9) . ?
C5 H5 0.9300 . ?
C6 C11 1.349(14) . ?
C6 C7 1.390(12) . ?
C6 H6 0.9300 . ?
C7 C8 1.390(9) . ?
C7 H7 0.9300 . ?
C8 C9 1.403(9) . ?
C8 C13 1.495(8) . ?
C9 C10 1.396(9) . ?
C9 C14 1.495(9) . ?
C10 C11 1.373(13) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 Nd 2.884(6) 1_445 ?
C14 Nd 2.863(6) 2_766 ?
O3W H3WA 0.8491 . ?
O3W H3WB 0.8496 . ?

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
O1W Nd O4 79.34(15) . 2_666 ?
O1W Nd O2W 75.41(18) . . ?
O4 Nd O2W 85.31(18) 2_666 . ?
O1W Nd O6 148.55(16) . 2_766 ?
O4 Nd O6 80.73(15) 2_666 2_766 ?
O2W Nd O6 126.75(16) . 2_766 ?
O1W Nd O5 85.64(16) . . ?
O4 Nd O5 114.86(14) 2_666 . ?
O2W Nd O5 149.43(18) . . ?
O6 Nd O5 80.98(15) 2_766 . ?
O1W Nd O3 125.69(16) . 1_665 ?
O4 Nd O3 153.25(15) 2_666 1_665 ?
O2W Nd O3 91.95(19) . 1_665 ?
O6 Nd O3 79.71(16) 2_766 1_665 ?
O5 Nd O3 79.76(16) . 1_665 ?
O1W Nd O7 145.80(17) . 2_766 ?
O4 Nd O7 80.70(17) 2_666 2_766 ?
O2W Nd O7 75.53(17) . 2_766 ?
O6 Nd O7 51.63(14) 2_766 2_766 ?
O5 Nd O7 128.12(16) . 2_766 ?
O3 Nd O7 72.87(18) 1_665 2_766 ?
O1W Nd O2 73.98(15) . 1_665 ?
O4 Nd O2 151.77(15) 2_666 1_665 ?
O2W Nd O2 79.28(19) . 1_665 ?
O6 Nd O2 127.36(16) 2_766 1_665 ?
O5 Nd O2 72.47(16) . 1_665 ?
O3 Nd O2 51.73(14) 1_665 1_665 ?
O7 Nd O2 117.39(17) 2_766 1_665 ?
O1W Nd O4 74.09(15) . . ?
O4 Nd O4 65.21(15) 2_666 . ?
O2W Nd O4 140.71(16) . . ?
O6 Nd O4 75.54(13) 2_766 . ?
O5 Nd O4 49.72(13) . . ?
O3 Nd O4 126.10(15) 1_665 . ?
O7 Nd O4 121.05(15) 2_766 . ?
O2 Nd O4 114.70(14) 1_665 . ?
O1W Nd C14 159.82(17) . 2_766 ?
O4 Nd C14 80.56(16) 2_666 2_766 ?
O2W Nd C14 101.30(18) . 2_766 ?
O6 Nd C14 25.79(15) 2_766 2_766 ?
O5 Nd C14 104.44(16) . 2_766 ?
O3 Nd C14 73.90(17) 1_665 2_766 ?
O7 Nd C14 25.87(16) 2_766 2_766 ?
O2 Nd C14 125.49(16) 1_665 2_766 ?
O4 Nd C14 98.87(15) . 2_766 ?
O1W Nd C12 99.51(17) . 1_665 ?
O4 Nd C12 170.50(16) 2_666 1_665 ?
O2W Nd C12 85.3(2) . 1_665 ?
O6 Nd C12 103.98(17) 2_766 1_665 ?
O5 Nd C12 74.29(16) . 1_665 ?
O3 Nd C12 26.19(17) 1_665 1_665 ?
O7 Nd C12 95.68(19) 2_766 1_665 ?
O2 Nd C12 25.54(16) 1_665 1_665 ?
O4 Nd C12 123.73(16) . 1_665 ?
C14 Nd C12 100.04(18) 2_766 1_665 ?
O1W Nd C13 77.10(16) . . ?
O4 Nd C13 90.35(14) 2_666 . ?
O2W Nd C13 152.50(16) . . ?
O6 Nd C13 78.96(14) 2_766 . ?
O5 Nd C13 24.70(15) . . ?
O3 Nd C13 103.55(16) 1_665 . ?
O7 Nd C13 130.53(15) 2_766 . ?
O2 Nd C13 92.52(16) 1_665 . ?
O4 Nd C13 25.15(14) . . ?
C14 Nd C13 104.74(16) 2_766 . ?
C12 Nd C13 98.60(16) 1_665 . ?
C6 O1 C2 121.2(8) . . ?
C11 O1A C2A 120.0(12) . . ?
Nd O1W H1WA 109.8 . . ?
Nd O1W H1WB 109.5 . . ?
H1WA O1W H1WB 109.3 . . ?
C12 O2 Nd 92.4(4) . 1_445 ?
Nd O2W H2WA 111.7 . . ?
Nd O2W H2WB 111.1 . . ?
H2WA O2W H2WB 107.2 . . ?
C12 O3 Nd 93.9(4) . 1_445 ?
C13 O4 Nd 155.4(4) . 2_666 ?
C13 O4 Nd 89.8(3) . . ?
Nd O4 Nd 114.79(15) 2_666 . ?
C13 O5 Nd 98.8(3) . . ?
C14 O6 Nd 94.7(4) . 2_766 ?
C14 O7 Nd 92.2(4) . 2_766 ?
C5 N1 C1 117.9(7) . . ?
C5 N1 C1A 109.1(9) . . ?
N1 C1 C2 119.7(9) . . ?
N1 C1 H1 120.2 . . ?
C2 C1 H1 120.2 . . ?
C2A C1A N1 120.4(14) . . ?
C2A C1A H1A 119.8 . . ?
N1 C1A H1A 119.8 . . ?
O1 C2 C1 115.2(9) . . ?
O1 C2 C3 125.0(8) . . ?
C1 C2 C3 119.6(9) . . ?
C3A C2A C1A 121.7(16) . . ?
C3A C2A O1A 121.0(15) . . ?
C1A C2A O1A 117.1(15) . . ?
C2 C3 C4 119.8(8) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C2A C3A C4 114.9(14) . . ?
C2A C3A H3A 122.6 . . ?
C4 C3A H3A 122.6 . . ?
C5 C4 C3 115.2(7) . . ?
C5 C4 C12 122.2(6) . . ?
C3 C4 C12 120.5(7) . . ?
C5 C4 C3A 120.9(9) . . ?
C12 C4 C3A 113.0(9) . . ?
N1 C5 C4 124.2(7) . . ?
N1 C5 H5 117.9 . . ?
C4 C5 H5 117.9 . . ?
O1 C6 C11 114.5(8) . . ?
O1 C6 C7 122.5(10) . . ?
C11 C6 C7 122.5(7) . . ?
C11 C6 H6 118.7 . . ?
C7 C6 H6 118.7 . . ?
C8 C7 C6 119.5(8) . . ?
C8 C7 H7 120.3 . . ?
C6 C7 H7 120.3 . . ?
C7 C8 C9 118.8(6) . . ?
C7 C8 C13 117.7(6) . . ?
C9 C8 C13 123.5(5) . . ?
C10 C9 C8 119.1(6) . . ?
C10 C9 C14 120.7(7) . . ?
C8 C9 C14 120.2(5) . . ?
C11 C10 C9 121.7(9) . . ?
C11 C10 H10 119.2 . . ?
C9 C10 H10 119.2 . . ?
C6 C11 O1A 103.9(10) . . ?
C6 C11 C10 118.4(7) . . ?
O1A C11 C10 137.1(11) . . ?
C6 C11 H11 120.8 . . ?
C10 C11 H11 120.8 . . ?
O2 C12 O3 122.0(6) . . ?
O2 C12 C4 119.4(6) . . ?
O3 C12 C4 118.6(6) . . ?
O2 C12 Nd 62.1(3) . 1_445 ?
O3 C12 Nd 59.9(3) . 1_445 ?
C4 C12 Nd 178.5(5) . 1_445 ?
O5 C13 O4 121.0(5) . . ?
O5 C13 C8 117.9(5) . . ?
O4 C13 C8 120.7(5) . . ?
O5 C13 Nd 56.5(3) . . ?
O4 C13 Nd 65.0(3) . . ?
C8 C13 Nd 165.6(4) . . ?
O6 C14 O7 121.3(6) . . ?
O6 C14 C9 118.4(5) . . ?
O7 C14 C9 120.3(5) . . ?
O6 C14 Nd 59.5(3) . 2_766 ?
O7 C14 Nd 61.9(3) . 2_766 ?
C9 C14 Nd 176.6(4) . 2_766 ?
H3WA O3W H3WB 109.5 . . ?

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
C5 N1 C1 C2 19.1(18) . . . . ?
C5 N1 C1A C2A -30.6(19) . . . . ?
C6 O1 C2 C1 -157.2(11) . . . . ?
C6 O1 C2 C3 28.4(17) . . . . ?
N1 C1 C2 O1 176.1(11) . . . . ?
N1 C1 C2 C3 -9.1(18) . . . . ?
N1 C1A C2A C3A 22(3) . . . . ?
N1 C1A C2A O1A -164.0(13) . . . . ?
C11 O1A C2A C3A -41(2) . . . . ?
C11 O1A C2A C1A 144.3(16) . . . . ?
O1 C2 C3 C4 176.5(10) . . . . ?
C1 C2 C3 C4 2.3(17) . . . . ?
C1A C2A C3A C4 -11(3) . . . . ?
O1A C2A C3A C4 175.2(14) . . . . ?
C2 C3 C4 C5 -5.1(15) . . . . ?
C2 C3 C4 C12 -168.9(9) . . . . ?
C2A C3A C4 C5 10(2) . . . . ?
C2A C3A C4 C12 168.0(14) . . . . ?
C1 N1 C5 C4 -23.5(17) . . . . ?
C1A N1 C5 C4 31.3(14) . . . . ?
C3 C4 C5 N1 16.2(15) . . . . ?
C12 C4 C5 N1 179.7(9) . . . . ?
C3A C4 C5 N1 -24.0(17) . . . . ?
C2 O1 C6 C11 56.3(12) . . . . ?
C2 O1 C6 C7 -132.0(9) . . . . ?
O1 C6 C7 C8 -172.2(7) . . . . ?
C11 C6 C7 C8 -1.1(11) . . . . ?
C6 C7 C8 C9 0.9(9) . . . . ?
C6 C7 C8 C13 177.8(6) . . . . ?
C7 C8 C9 C10 -1.9(9) . . . . ?
C13 C8 C9 C10 -178.5(6) . . . . ?
C7 C8 C9 C14 178.5(6) . . . . ?
C13 C8 C9 C14 1.8(9) . . . . ?
C8 C9 C10 C11 3.0(12) . . . . ?
C14 C9 C10 C11 -177.4(7) . . . . ?
C7 C6 C11 O1A -171.0(8) . . . . ?
O1 C6 C11 C10 173.8(8) . . . . ?
C7 C6 C11 C10 2.1(12) . . . . ?
C2A O1A C11 C6 -53.8(16) . . . . ?
C2A O1A C11 C10 135.2(14) . . . . ?
C9 C10 C11 C6 -3.0(13) . . . . ?
C9 C10 C11 O1A 167.0(12) . . . . ?
Nd O2 C12 O3 -0.9(7) 1_445 . . . ?
Nd O2 C12 C4 -180.0(6) 1_445 . . . ?
Nd O3 C12 O2 1.0(7) 1_445 . . . ?
Nd O3 C12 C4 180.0(5) 1_445 . . . ?
C5 C4 C12 O2 -19.7(11) . . . . ?
C3 C4 C12 O2 142.9(9) . . . . ?
C3A C4 C12 O2 -177.7(10) . . . . ?
C5 C4 C12 O3 161.2(8) . . . . ?
C3 C4 C12 O3 -36.2(12) . . . . ?
C3A C4 C12 O3 3.2(13) . . . . ?
Nd O5 C13 O4 -8.6(6) . . . . ?
Nd O5 C13 C8 164.5(4) . . . . ?
Nd O4 C13 O5 -174.5(6) 2_666 . . . ?
Nd O4 C13 O5 7.9(6) . . . . ?
Nd O4 C13 C8 12.5(12) 2_666 . . . ?
Nd O4 C13 C8 -165.0(5) . . . . ?
Nd O4 C13 Nd 177.5(9) 2_666 . . . ?
C7 C8 C13 O5 -82.5(7) . . . . ?
C9 C8 C13 O5 94.2(7) . . . . ?
C7 C8 C13 O4 90.7(7) . . . . ?
C9 C8 C13 O4 -92.7(7) . . . . ?
C7 C8 C13 Nd -18.8(18) . . . . ?
C9 C8 C13 Nd 157.9(13) . . . . ?
Nd O6 C14 O7 -3.8(7) 2_766 . . . ?
Nd O6 C14 C9 176.9(5) 2_766 . . . ?
Nd O7 C14 O6 3.7(6) 2_766 . . . ?
Nd O7 C14 C9 -177.0(5) 2_766 . . . ?
C10 C9 C14 O6 174.8(6) . . . . ?
C8 C9 C14 O6 -5.6(9) . . . . ?
C10 C9 C14 O7 -4.6(10) . . . . ?
C8 C9 C14 O7 175.0(6) . . . . ?

_refine_diff_density_max         1.495
_refine_diff_density_min         -1.291
_refine_diff_density_rms         0.244



####################################################################### 
# 
# 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_s
_database_code_depnum_ccdc_archive 'CCDC 1873004'
loop_
_audit_author_name
_audit_author_address
'Ruiqing Fan '
;Harbin Institute of Technology
China
;
_audit_update_record             
;
2018-10-12 deposited with the CCDC.	2019-02-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H12 Eu N O10'
_chemical_formula_weight         506.21

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

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

_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, -y, -z'

_cell_length_a                   5.9995(8)
_cell_length_b                   11.7780(15)
_cell_length_c                   12.5839(16)
_cell_angle_alpha                110.0910(10)
_cell_angle_beta                 94.3350(10)
_cell_angle_gamma                103.1810(10)
_cell_volume                     801.49(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2801
_cell_measurement_theta_min      2.983
_cell_measurement_theta_max      24.997

_exptl_crystal_description       flake
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.098
_exptl_crystal_F_000             492
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.260
_exptl_absorpt_coefficient_mu    3.971
_shelx_estimated_absorpt_T_min   0.382
_shelx_estimated_absorpt_T_max   0.425
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.397
_exptl_absorpt_correction_T_max  0.408
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Smart APEX CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5560
_diffrn_reflns_av_unetI/netI     0.0307
_diffrn_reflns_av_R_equivalents  0.0199
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.748
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2801
_reflns_number_gt                2564
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2801
_refine_ls_number_parameters     277
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0350
_refine_ls_R_factor_gt           0.0282
_refine_ls_wR_factor_ref         0.1042
_refine_ls_wR_factor_gt          0.0820
_refine_ls_goodness_of_fit_ref   0.890
_refine_ls_restrained_S_all      0.893
_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_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 0.37734(4) -0.11414(2) 0.09560(2) 0.02727(15) Uani 1 1 d . . . . .
O2 O 1.3918(8) 0.9041(5) 0.3012(4) 0.0496(12) Uani 1 1 d . . . . .
O3 O 1.0658(8) 0.7922(5) 0.1813(4) 0.0472(12) Uani 1 1 d . . . . .
O4 O 0.2534(8) 0.0727(4) 0.1986(4) 0.0387(10) Uani 1 1 d . . . . .
O5 O 0.4357(7) 0.1035(4) 0.0626(4) 0.0349(10) Uani 1 1 d . . . . .
O6 O -0.0382(7) 0.1471(4) 0.0418(4) 0.0345(9) Uani 1 1 d . . . . .
O7 O -0.1425(8) 0.3160(4) 0.0561(5) 0.0509(12) Uani 1 1 d . . . . .
N1 N 1.0797(17) 0.8693(8) 0.5771(6) 0.098(3) Uani 1 1 d . U . . .
O1 O 0.7349(15) 0.5518(8) 0.4405(6) 0.042(2) Uani 0.565(7) 1 d . . P A 1
C1 C 0.961(2) 0.7511(13) 0.5611(10) 0.041(3) Uani 0.565(7) 1 d . . P A 1
H1 H 0.9394 0.7270 0.6234 0.049 Uiso 0.565(7) 1 calc R U P A 1
C2 C 0.8719(17) 0.6667(10) 0.4506(9) 0.029(2) Uani 0.565(7) 1 d . U P A 1
C3 C 0.937(2) 0.6988(11) 0.3601(9) 0.031(2) Uani 0.565(7) 1 d . . P A 1
H3 H 0.8814 0.6408 0.2856 0.037 Uiso 0.565(7) 1 calc R U P A 1
O1A O 0.4821(19) 0.6551(10) 0.4052(10) 0.049(3) Uani 0.435(7) 1 d . . P A 2
C1A C 0.814(4) 0.8005(17) 0.5394(13) 0.057(5) Uani 0.435(7) 1 d . . P A 2
H1A H 0.7227 0.8072 0.5967 0.069 Uiso 0.435(7) 1 calc R U P A 2
C2A C 0.705(3) 0.7310(14) 0.4280(14) 0.042(4) Uani 0.435(7) 1 d . . P A 2
C3A C 0.832(3) 0.7373(17) 0.3417(14) 0.046(4) Uani 0.435(7) 1 d . . P A 2
H3A H 0.7651 0.6954 0.2647 0.055 Uiso 0.435(7) 1 calc R U P A 2
C4 C 1.0805(14) 0.8145(7) 0.3770(6) 0.0506(19) Uani 1 1 d . . . . .
C5 C 1.1696(13) 0.8888(7) 0.4906(6) 0.054(2) Uani 1 1 d . . . . .
H5 H 1.2999 0.9563 0.5068 0.065 Uiso 1 1 calc R U . . .
C6 C 0.5769(16) 0.4784(8) 0.3500(7) 0.058(2) Uani 1 1 d . . . . .
H6 H 0.7050 0.5252 0.4073 0.070 Uiso 0.435(7) 1 calc R U P A 2
C7 C 0.5501(13) 0.3533(7) 0.2937(6) 0.0472(17) Uani 1 1 d . . . . .
H7 H 0.6576 0.3158 0.3146 0.057 Uiso 1 1 calc R U . . .
C8 C 0.3660(10) 0.2819(6) 0.2065(5) 0.0317(13) Uani 1 1 d . . . . .
C9 C 0.2015(11) 0.3383(6) 0.1775(5) 0.0357(14) Uani 1 1 d . . . . .
C10 C 0.2317(15) 0.4672(7) 0.2361(8) 0.057(2) Uani 1 1 d . . . . .
H10 H 0.1256 0.5060 0.2161 0.069 Uiso 1 1 calc R U . . .
C11 C 0.4192(18) 0.5372(7) 0.3239(8) 0.067(3) Uani 1 1 d . . . . .
H11 H 0.4376 0.6222 0.3644 0.080 Uiso 0.565(7) 1 calc R U P A 1
C12 C 1.1875(11) 0.8397(6) 0.2821(5) 0.0371(15) Uani 1 1 d . . . . .
C13 C 0.3434(9) 0.1440(5) 0.1497(5) 0.0287(12) Uani 1 1 d . . . . .
C14 C -0.0048(11) 0.2631(6) 0.0864(5) 0.0321(13) Uani 1 1 d . . . . .
O1W O 0.7557(7) 0.0114(4) 0.1921(4) 0.0428(11) Uani 1 1 d . . . . .
H1WA H 0.8446 0.0148 0.1432 0.064 Uiso 1 1 d R U . . .
H1WB H 0.8080 -0.0211 0.2359 0.064 Uiso 1 1 d R U . . .
O2W O 0.5866(9) -0.2660(5) 0.0986(5) 0.0594(15) Uani 1 1 d . . . . .
H2WA H 0.5029 -0.3237 0.1176 0.089 Uiso 1 1 d R U . . .
H2WB H 0.7138 -0.2297 0.1477 0.089 Uiso 1 1 d R U . . .
O3W O 0.262(2) 0.4837(11) 0.9591(18) 0.189(6) Uani 1 1 d G . . . .
H3WA H 0.1511 0.4166 0.9343 0.284 Uiso 1 1 d G U . . .
H3WB H 0.2066 0.5468 0.9745 0.284 Uiso 1 1 d G 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 O1W 2.373(4) . ?
Eu1 O5 2.384(4) 2_655 ?
Eu1 O2W 2.417(5) . ?
Eu1 O6 2.435(4) 2 ?
Eu1 O4 2.451(4) . ?
Eu1 O3 2.460(4) 1_445 ?
Eu1 O7 2.496(5) 2 ?
Eu1 O2 2.515(5) 1_445 ?
Eu1 O5 2.684(4) . ?
Eu1 C14 2.828(6) 2 ?
Eu1 C12 2.846(6) 1_445 ?
Eu1 C13 2.937(6) . ?
Eu1 H1WA 2.7754 . ?
Eu1 H1WB 2.7723 . ?
O2 C12 1.242(8) . ?
O2 Eu1 2.515(5) 1_665 ?
O3 C12 1.282(8) . ?
O3 Eu1 2.460(4) 1_665 ?
O4 C13 1.254(7) . ?
O5 C13 1.260(7) . ?
O5 Eu1 2.384(4) 2_655 ?
O6 C14 1.246(7) . ?
O6 Eu1 2.435(4) 2 ?
O7 C14 1.251(8) . ?
O7 Eu1 2.496(5) 2 ?
N1 C5 1.317(10) . ?
N1 C1 1.349(15) . ?
N1 C1A 1.57(2) . ?
O1 C6 1.316(11) . ?
O1 C2 1.372(13) . ?
C1 C2 1.379(15) . ?
C1 H1 0.9300 . ?
C2 C3 1.373(15) . ?
C3 C4 1.373(13) . ?
C3 H3 0.9300 . ?
O1A C11 1.358(13) . ?
O1A C2A 1.377(19) . ?
C1A C2A 1.37(2) . ?
C1A H1A 0.9300 . ?
C2A C3A 1.38(2) . ?
C3A C4 1.502(18) . ?
C3A H3A 0.9300 . ?
C4 C5 1.380(10) . ?
C4 C12 1.482(9) . ?
C5 H5 0.9300 . ?
C6 C7 1.362(12) . ?
C6 C11 1.375(14) . ?
C6 H6 0.9300 . ?
C7 C8 1.375(10) . ?
C7 H7 0.9300 . ?
C8 C9 1.400(9) . ?
C8 C13 1.501(8) . ?
C9 C10 1.402(9) . ?
C9 C14 1.489(9) . ?
C10 C11 1.389(14) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 Eu1 2.847(6) 1_665 ?
C14 Eu1 2.828(6) 2 ?
O1W H1WA 0.8503 . ?
O1W H1WB 0.8497 . ?
O2W H2WA 0.8634 . ?
O2W H2WB 0.8635 . ?
O3W H3WA 0.8499 . ?
O3W H3WB 0.8502 . ?

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
O1W Eu1 O5 79.14(15) . 2_655 ?
O1W Eu1 O2W 76.29(18) . . ?
O5 Eu1 O2W 85.12(18) 2_655 . ?
O1W Eu1 O6 147.69(16) . 2 ?
O5 Eu1 O6 80.90(15) 2_655 2 ?
O2W Eu1 O6 126.87(17) . 2 ?
O1W Eu1 O4 84.87(16) . . ?
O5 Eu1 O4 114.82(14) 2_655 . ?
O2W Eu1 O4 149.56(19) . . ?
O6 Eu1 O4 80.80(15) 2 . ?
O1W Eu1 O3 126.37(15) . 1_445 ?
O5 Eu1 O3 152.85(16) 2_655 1_445 ?
O2W Eu1 O3 91.9(2) . 1_445 ?
O6 Eu1 O3 79.41(15) 2 1_445 ?
O4 Eu1 O3 80.16(16) . 1_445 ?
O1W Eu1 O7 145.96(17) . 2 ?
O5 Eu1 O7 80.55(16) 2_655 2 ?
O2W Eu1 O7 75.01(17) . 2 ?
O6 Eu1 O7 52.25(15) 2 2 ?
O4 Eu1 O7 128.65(16) . 2 ?
O3 Eu1 O7 72.63(17) 1_445 2 ?
O1W Eu1 O2 73.82(15) . 1_445 ?
O5 Eu1 O2 151.24(15) 2_655 1_445 ?
O2W Eu1 O2 79.2(2) . 1_445 ?
O6 Eu1 O2 127.70(15) 2 1_445 ?
O4 Eu1 O2 72.63(16) . 1_445 ?
O3 Eu1 O2 52.55(14) 1_445 1_445 ?
O7 Eu1 O2 117.67(17) 2 1_445 ?
O1W Eu1 O5 73.45(15) . . ?
O5 Eu1 O5 64.72(16) 2_655 . ?
O2W Eu1 O5 140.44(17) . . ?
O6 Eu1 O5 75.13(13) 2 . ?
O4 Eu1 O5 50.16(13) . . ?
O3 Eu1 O5 126.64(16) 1_445 . ?
O7 Eu1 O5 120.82(15) 2 . ?
O2 Eu1 O5 115.18(15) 1_445 . ?
O1W Eu1 C14 159.70(17) . 2 ?
O5 Eu1 C14 80.58(16) 2_655 2 ?
O2W Eu1 C14 101.17(18) . 2 ?
O6 Eu1 C14 26.03(16) 2 2 ?
O4 Eu1 C14 104.54(17) . 2 ?
O3 Eu1 C14 73.52(16) 1_445 2 ?
O7 Eu1 C14 26.25(16) 2 2 ?
O2 Eu1 C14 125.94(15) 1_445 2 ?
O5 Eu1 C14 98.52(15) . 2 ?
O1W Eu1 C12 99.67(17) . 1_445 ?
O5 Eu1 C12 170.44(17) 2_655 1_445 ?
O2W Eu1 C12 85.4(2) . 1_445 ?
O6 Eu1 C12 104.03(17) 2 1_445 ?
O4 Eu1 C12 74.34(17) . 1_445 ?
O3 Eu1 C12 26.70(17) 1_445 1_445 ?
O7 Eu1 C12 95.89(19) 2 1_445 ?
O2 Eu1 C12 25.85(17) 1_445 1_445 ?
O5 Eu1 C12 124.24(17) . 1_445 ?
C14 Eu1 C12 100.19(18) 2 1_445 ?
O1W Eu1 C13 76.38(16) . . ?
O5 Eu1 C13 90.11(15) 2_655 . ?
O2W Eu1 C13 152.67(17) . . ?
O6 Eu1 C13 78.53(14) 2 . ?
O4 Eu1 C13 24.88(15) . . ?
O3 Eu1 C13 104.01(17) 1_445 . ?
O7 Eu1 C13 130.70(15) 2 . ?
O2 Eu1 C13 92.87(17) 1_445 . ?
O5 Eu1 C13 25.40(14) . . ?
C14 Eu1 C13 104.56(17) 2 . ?
C12 Eu1 C13 98.87(17) 1_445 . ?
O1W Eu1 H1WA 16.8 . . ?
O5 Eu1 H1WA 62.5 2_655 . ?
O2W Eu1 H1WA 74.3 . . ?
O6 Eu1 H1WA 136.9 2 . ?
O4 Eu1 H1WA 94.1 . . ?
O3 Eu1 H1WA 142.2 1_445 . ?
O7 Eu1 H1WA 133.2 2 . ?
O2 Eu1 H1WA 90.0 1_445 . ?
O5 Eu1 H1WA 69.3 . . ?
C14 Eu1 H1WA 142.9 2 . ?
C12 Eu1 H1WA 115.7 1_445 . ?
C13 Eu1 H1WA 79.6 . . ?
O1W Eu1 H1WB 16.8 . . ?
O5 Eu1 H1WB 89.3 2_655 . ?
O2W Eu1 H1WB 63.5 . . ?
O6 Eu1 H1WB 164.5 2 . ?
O4 Eu1 H1WB 92.6 . . ?
O3 Eu1 H1WB 113.5 1_445 . ?
O7 Eu1 H1WB 138.0 2 . ?
O2 Eu1 H1WB 62.1 1_445 . ?
O5 Eu1 H1WB 89.9 . . ?
C14 Eu1 H1WB 162.5 2 . ?
C12 Eu1 H1WB 87.4 1_445 . ?
C13 Eu1 H1WB 89.6 . . ?
H1WA Eu1 H1WB 29.0 . . ?
C12 O2 Eu1 92.1(4) . 1_665 ?
C12 O3 Eu1 93.7(4) . 1_665 ?
C13 O4 Eu1 99.8(4) . . ?
C13 O5 Eu1 156.1(4) . 2_655 ?
C13 O5 Eu1 88.6(3) . . ?
Eu1 O5 Eu1 115.28(16) 2_655 . ?
C14 O6 Eu1 94.9(4) . 2 ?
C14 O7 Eu1 91.8(4) . 2 ?
C5 N1 C1 118.0(8) . . ?
C5 N1 C1A 110.5(9) . . ?
C6 O1 C2 123.3(8) . . ?
N1 C1 C2 118.8(10) . . ?
N1 C1 H1 120.6 . . ?
C2 C1 H1 120.6 . . ?
O1 C2 C3 124.8(9) . . ?
O1 C2 C1 116.0(10) . . ?
C3 C2 C1 119.1(10) . . ?
C2 C3 C4 121.6(9) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C11 O1A C2A 121.5(11) . . ?
C2A C1A N1 124.9(14) . . ?
C2A C1A H1A 117.6 . . ?
N1 C1A H1A 117.6 . . ?
C1A C2A O1A 120.3(15) . . ?
C1A C2A C3A 117.5(15) . . ?
O1A C2A C3A 122.1(14) . . ?
C2A C3A C4 117.5(13) . . ?
C2A C3A H3A 121.3 . . ?
C4 C3A H3A 121.3 . . ?
C3 C4 C5 114.5(7) . . ?
C3 C4 C12 121.1(7) . . ?
C5 C4 C12 121.7(6) . . ?
C5 C4 C3A 120.8(8) . . ?
C12 C4 C3A 113.9(9) . . ?
N1 C5 C4 123.4(7) . . ?
N1 C5 H5 118.3 . . ?
C4 C5 H5 118.3 . . ?
O1 C6 C7 125.1(10) . . ?
O1 C6 C11 112.9(8) . . ?
C7 C6 C11 121.6(8) . . ?
C7 C6 H6 119.2 . . ?
C11 C6 H6 119.2 . . ?
C6 C7 C8 120.8(8) . . ?
C6 C7 H7 119.6 . . ?
C8 C7 H7 119.6 . . ?
C7 C8 C9 119.3(6) . . ?
C7 C8 C13 118.2(6) . . ?
C9 C8 C13 122.4(5) . . ?
C8 C9 C10 119.2(7) . . ?
C8 C9 C14 120.9(5) . . ?
C10 C9 C14 120.0(7) . . ?
C11 C10 C9 120.4(9) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
O1A C11 C6 105.7(10) . . ?
O1A C11 C10 135.2(12) . . ?
C6 C11 C10 118.7(7) . . ?
C6 C11 H11 120.6 . . ?
C10 C11 H11 120.6 . . ?
O2 C12 O3 121.6(6) . . ?
O2 C12 C4 119.9(6) . . ?
O3 C12 C4 118.6(6) . . ?
O2 C12 Eu1 62.0(3) . 1_665 ?
O3 C12 Eu1 59.6(3) . 1_665 ?
C4 C12 Eu1 178.0(5) . 1_665 ?
O4 C13 O5 120.9(5) . . ?
O4 C13 C8 118.0(5) . . ?
O5 C13 C8 120.6(5) . . ?
O4 C13 Eu1 55.3(3) . . ?
O5 C13 Eu1 66.0(3) . . ?
C8 C13 Eu1 164.8(4) . . ?
O6 C14 O7 120.9(6) . . ?
O6 C14 C9 118.9(6) . . ?
O7 C14 C9 120.2(6) . . ?
O6 C14 Eu1 59.1(3) . 2 ?
O7 C14 Eu1 61.9(3) . 2 ?
C9 C14 Eu1 176.4(4) . 2 ?
Eu1 O1W H1WA 109.5 . . ?
Eu1 O1W H1WB 109.3 . . ?
H1WA O1W H1WB 109.4 . . ?
Eu1 O2W H2WA 110.1 . . ?
Eu1 O2W H2WB 110.1 . . ?
H2WA O2W H2WB 108.8 . . ?
H3WA O3W H3WB 109.5 . . ?

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
C5 N1 C1 C2 -21.4(19) . . . . ?
C6 O1 C2 C3 -28.4(18) . . . . ?
C6 O1 C2 C1 156.0(11) . . . . ?
N1 C1 C2 O1 -174.2(11) . . . . ?
N1 C1 C2 C3 10.0(19) . . . . ?
O1 C2 C3 C4 -177.9(11) . . . . ?
C1 C2 C3 C4 -2.5(19) . . . . ?
C5 N1 C1A C2A 22(2) . . . . ?
N1 C1A C2A O1A 167.7(15) . . . . ?
N1 C1A C2A C3A -10(3) . . . . ?
C11 O1A C2A C1A -136.8(17) . . . . ?
C11 O1A C2A C3A 41(2) . . . . ?
C1A C2A C3A C4 3(3) . . . . ?
O1A C2A C3A C4 -174.8(15) . . . . ?
C2 C3 C4 C5 5.8(16) . . . . ?
C2 C3 C4 C12 167.5(9) . . . . ?
C2A C3A C4 C5 -8(2) . . . . ?
C2A C3A C4 C12 -167.2(14) . . . . ?
C1 N1 C5 C4 26.6(17) . . . . ?
C1A N1 C5 C4 -26.9(16) . . . . ?
C3 C4 C5 N1 -18.3(15) . . . . ?
C12 C4 C5 N1 -179.8(9) . . . . ?
C3A C4 C5 N1 22.8(18) . . . . ?
C2 O1 C6 C7 132.4(10) . . . . ?
C2 O1 C6 C11 -54.9(13) . . . . ?
O1 C6 C7 C8 173.8(8) . . . . ?
C11 C6 C7 C8 1.7(11) . . . . ?
C6 C7 C8 C9 -1.7(10) . . . . ?
C6 C7 C8 C13 -178.7(6) . . . . ?
C7 C8 C9 C10 1.7(9) . . . . ?
C13 C8 C9 C10 178.5(6) . . . . ?
C7 C8 C9 C14 -177.8(6) . . . . ?
C13 C8 C9 C14 -0.9(9) . . . . ?
C8 C9 C10 C11 -1.7(11) . . . . ?
C14 C9 C10 C11 177.7(7) . . . . ?
C2A O1A C11 C6 52.6(16) . . . . ?
C2A O1A C11 C10 -135.1(14) . . . . ?
C7 C6 C11 O1A 172.1(8) . . . . ?
O1 C6 C11 C10 -174.6(8) . . . . ?
C7 C6 C11 C10 -1.6(12) . . . . ?
C9 C10 C11 O1A -169.8(11) . . . . ?
C9 C10 C11 C6 1.7(13) . . . . ?
Eu1 O2 C12 O3 1.7(7) 1_665 . . . ?
Eu1 O2 C12 C4 -179.2(6) 1_665 . . . ?
Eu1 O3 C12 O2 -1.8(7) 1_665 . . . ?
Eu1 O3 C12 C4 179.2(6) 1_665 . . . ?
C3 C4 C12 O2 -140.2(10) . . . . ?
C5 C4 C12 O2 20.2(12) . . . . ?
C3A C4 C12 O2 179.0(11) . . . . ?
C3 C4 C12 O3 38.9(13) . . . . ?
C5 C4 C12 O3 -160.8(8) . . . . ?
C3A C4 C12 O3 -2.0(14) . . . . ?
Eu1 O4 C13 O5 8.2(6) . . . . ?
Eu1 O4 C13 C8 -163.9(4) . . . . ?
Eu1 O5 C13 O4 175.7(6) 2_655 . . . ?
Eu1 O5 C13 O4 -7.4(6) . . . . ?
Eu1 O5 C13 C8 -12.4(13) 2_655 . . . ?
Eu1 O5 C13 C8 164.5(5) . . . . ?
Eu1 O5 C13 Eu1 -176.9(10) 2_655 . . . ?
C7 C8 C13 O4 81.3(7) . . . . ?
C9 C8 C13 O4 -95.6(7) . . . . ?
C7 C8 C13 O5 -90.9(7) . . . . ?
C9 C8 C13 O5 92.2(7) . . . . ?
C7 C8 C13 Eu1 21.1(17) . . . . ?
C9 C8 C13 Eu1 -155.8(12) . . . . ?
Eu1 O6 C14 O7 3.9(6) 2 . . . ?
Eu1 O6 C14 C9 -176.6(5) 2 . . . ?
Eu1 O7 C14 O6 -3.7(6) 2 . . . ?
Eu1 O7 C14 C9 176.7(5) 2 . . . ?
C8 C9 C14 O6 5.1(9) . . . . ?
C10 C9 C14 O6 -174.3(6) . . . . ?
C8 C9 C14 O7 -175.3(6) . . . . ?
C10 C9 C14 O7 5.2(9) . . . . ?

_refine_diff_density_max         0.805
_refine_diff_density_min         -1.152
_refine_diff_density_rms         0.319



####################################################################### 
# 
# 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_S
_database_code_depnum_ccdc_archive 'CCDC 1873003'
loop_
_audit_author_name
_audit_author_address
'Ruiqing Fan '
;Harbin Institute of Technology
China
;
_audit_update_record             
;
2018-10-12 deposited with the CCDC.	2019-02-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H12 N O10 Sm'
_chemical_formula_weight         504.60

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'
Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_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, -y, -z'

_cell_length_a                   6.006(3)
_cell_length_b                   11.758(7)
_cell_length_c                   12.603(7)
_cell_angle_alpha                110.141(6)
_cell_angle_beta                 94.201(7)
_cell_angle_gamma                102.980(6)
_cell_volume                     803.1(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2807
_cell_measurement_theta_min      2.983
_cell_measurement_theta_max      24.997

_exptl_crystal_description       flake
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.087
_exptl_crystal_F_000             490
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.280
_exptl_absorpt_coefficient_mu    3.714
_shelx_estimated_absorpt_T_min   0.383
_shelx_estimated_absorpt_T_max   0.423
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.397
_exptl_absorpt_correction_T_max  0.414
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Smart APEX CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5566
_diffrn_reflns_av_unetI/netI     0.0388
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.745
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_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             2807
_reflns_number_gt                2606
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0618P)²+0.2065P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2807
_refine_ls_number_parameters     276
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0297
_refine_ls_wR_factor_ref         0.1088
_refine_ls_wR_factor_gt          0.0820
_refine_ls_goodness_of_fit_ref   1.295
_refine_ls_restrained_S_all      1.295
_refine_ls_shift/su_max          0.054
_refine_ls_shift/su_mean         0.002

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
Sm1 Sm 1.87723(5) 0.88638(3) 0.59608(3) 0.02420(15) Uani 1 1 d . . . . .
O1W O 2.0897(10) 0.7347(5) 0.6018(6) 0.0554(16) Uani 1 1 d . . . . .
H1WA H 1.9891 0.6513 0.5650 0.083 Uiso 1 1 d R U . . .
H1WB H 2.2192 0.7442 0.5623 0.083 Uiso 1 1 d R U . . .
O2 O 0.1100(9) 0.0943(5) 0.1973(4) 0.0448(13) Uani 1 1 d . . . . .
O2W O 2.2554(8) 1.0122(5) 0.6926(4) 0.0392(12) Uani 1 1 d . . . . .
H2WA H 2.3560 0.9862 0.6532 0.059 Uiso 1 1 d R U . . .
H2WB H 2.2792 1.0068 0.7580 0.059 Uiso 1 1 d R U . . .
O3 O 0.4353(9) 0.2062(5) 0.3166(4) 0.0427(13) Uani 1 1 d . . . . .
O4 O 1.6430(10) 0.6825(5) 0.4454(5) 0.0487(14) Uani 1 1 d . . . . .
O5 O 1.5387(8) 0.8516(4) 0.4579(4) 0.0323(10) Uani 1 1 d . . . . .
O6 O 1.0664(8) 0.8960(4) 0.4375(4) 0.0311(11) Uani 1 1 d . . . . .
O7 O 1.2484(9) 0.9251(4) 0.3006(4) 0.0355(11) Uani 1 1 d . . . . .
N1 N 0.4161(19) 0.1328(8) -0.0774(6) 0.095(4) Uani 1 1 d . . . . .
O1 O 1.021(2) 0.3439(11) 0.0938(12) 0.049(4) Uani 0.399(8) 1 d . . P A 1
C1 C 0.691(4) 0.1960(18) -0.0381(17) 0.048(6) Uani 0.399(8) 1 d . . P A 1
H1 H 0.7872 0.1832 -0.0934 0.058 Uiso 0.399(8) 1 calc R U P A 1
C2 C 0.791(3) 0.2686(17) 0.0749(17) 0.041(5) Uani 0.399(8) 1 d . . P A 1
C3 C 0.669(4) 0.2638(18) 0.1582(17) 0.039(5) Uani 0.399(8) 1 d . . P A 1
H3 H 0.7350 0.3054 0.2351 0.046 Uiso 0.399(8) 1 calc R U P A 1
O1A O 0.7689(15) 0.4468(8) 0.0592(6) 0.037(2) Uani 0.601(8) 1 d . . P A 2
C1A C 0.542(2) 0.2494(12) -0.0597(10) 0.037(3) Uani 0.601(8) 1 d . . P A 2
H1A H 0.5670 0.2738 -0.1216 0.044 Uiso 0.601(8) 1 calc R U P A 2
C2A C 0.6335(19) 0.3326(10) 0.0499(9) 0.027(3) Uani 0.601(8) 1 d . . P A 2
C3A C 0.566(2) 0.3003(11) 0.1398(9) 0.024(2) Uani 0.601(8) 1 d . . P A 2
H3A H 0.6226 0.3568 0.2145 0.029 Uiso 0.601(8) 1 calc R U P A 2
C4 C 0.4159(15) 0.1865(7) 0.1212(7) 0.046(2) Uani 1 1 d . . . . .
C5 C 0.3293(15) 0.1127(7) 0.0095(7) 0.050(2) Uani 1 1 d . . . . .
H5 H 0.2017 0.0442 -0.0063 0.059 Uiso 1 1 calc R U . . .
C6 C 1.0886(19) 0.4607(8) 0.1789(9) 0.063(3) Uani 1 1 d . . . . .
H6 H 1.0725 0.3755 0.1397 0.075 Uiso 0.601(8) 1 calc R U P A 2
C7 C 1.2702(16) 0.5320(8) 0.2655(9) 0.054(2) Uani 1 1 d . . . . .
H7 H 1.3762 0.4936 0.2863 0.064 Uiso 1 1 calc R U . . .
C8 C 1.3014(12) 0.6592(6) 0.3229(6) 0.0335(16) Uani 1 1 d . . . . .
C9 C 1.1372(11) 0.7163(6) 0.2938(6) 0.0288(15) Uani 1 1 d . . . . .
C10 C 0.9532(14) 0.6453(7) 0.2083(6) 0.0421(18) Uani 1 1 d . . . . .
H10 H 0.8437 0.6825 0.1885 0.050 Uiso 1 1 calc R U . . .
C11 C 0.9296(18) 0.5191(9) 0.1514(7) 0.059(3) Uani 1 1 d . . . . .
H11 H 0.8040 0.4720 0.0932 0.070 Uiso 0.399(8) 1 calc R U P A 1
C12 C 0.3118(12) 0.1587(7) 0.2163(6) 0.0332(16) Uani 1 1 d . . . . .
C13 C 1.5053(12) 0.7364(6) 0.4140(6) 0.0292(15) Uani 1 1 d . . . . .
C14 C 1.1585(11) 0.8550(6) 0.3503(6) 0.0266(14) Uani 1 1 d . . . . .
O3W O 0.758(4) 0.4834(13) 0.4620(17) 0.171(6) Uani 1 1 d G . . . .
H3WA H 0.8362 0.4882 0.4095 0.257 Uiso 1 1 d G U . . .
H3WB H 0.6848 0.5398 0.4771 0.257 Uiso 1 1 d G 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
Sm1 O2W 2.382(5) . ?
Sm1 O6 2.394(4) 1_655 ?
Sm1 O1W 2.431(5) . ?
Sm1 O5 2.440(5) . ?
Sm1 O7 2.467(5) 2_876 ?
Sm1 O3 2.476(5) 2_766 ?
Sm1 O4 2.509(6) . ?
Sm1 O2 2.529(5) 2_766 ?
Sm1 O6 2.687(5) 2_876 ?
Sm1 C13 2.839(7) . ?
Sm1 C12 2.855(7) 2_766 ?
Sm1 C14 2.941(7) 2_876 ?
O1W H1WA 0.9600 . ?
O1W H1WB 0.9600 . ?
O2 C12 1.233(9) . ?
O2 Sm1 2.529(5) 2_766 ?
O2W H2WA 0.8530 . ?
O2W H2WB 0.8522 . ?
O3 C12 1.285(9) . ?
O3 Sm1 2.476(5) 2_766 ?
O4 C13 1.266(9) . ?
O5 C13 1.236(8) . ?
O6 C14 1.261(7) . ?
O6 Sm1 2.394(4) 1_455 ?
O6 Sm1 2.687(5) 2_876 ?
O7 C14 1.252(8) . ?
O7 Sm1 2.467(5) 2_876 ?
N1 C5 1.317(10) . ?
N1 C1A 1.342(14) . ?
N1 C1 1.61(2) . ?
O1 C6 1.368(14) . ?
O1 C2 1.42(2) . ?
C1 C2 1.39(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.33(3) . ?
C3 C4 1.53(2) . ?
C3 H3 0.9300 . ?
O1A C11 1.338(12) . ?
O1A C2A 1.366(13) . ?
C1A C2A 1.373(16) . ?
C1A H1A 0.9300 . ?
C2A C3A 1.374(15) . ?
C3A C4 1.366(13) . ?
C3A H3A 0.9300 . ?
C4 C5 1.362(11) . ?
C4 C12 1.491(9) . ?
C5 H5 0.9300 . ?
C6 C7 1.367(14) . ?
C6 C11 1.383(15) . ?
C6 H6 0.9300 . ?
C7 C8 1.380(11) . ?
C7 H7 0.9300 . ?
C8 C9 1.404(10) . ?
C8 C13 1.490(11) . ?
C9 C10 1.368(10) . ?
C9 C14 1.508(9) . ?
C10 C11 1.377(12) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 Sm1 2.854(7) 2_766 ?
C14 Sm1 2.941(7) 2_876 ?
O3W H3WA 0.8500 . ?
O3W H3WB 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
O2W Sm1 O6 79.05(17) . 1_655 ?
O2W Sm1 O1W 75.8(2) . . ?
O6 Sm1 O1W 85.29(19) 1_655 . ?
O2W Sm1 O5 148.00(17) . . ?
O6 Sm1 O5 80.99(17) 1_655 . ?
O1W Sm1 O5 127.05(19) . . ?
O2W Sm1 O7 84.84(18) . 2_876 ?
O6 Sm1 O7 115.05(15) 1_655 2_876 ?
O1W Sm1 O7 148.8(2) . 2_876 ?
O5 Sm1 O7 81.28(17) . 2_876 ?
O2W Sm1 O3 126.12(17) . 2_766 ?
O6 Sm1 O3 153.17(18) 1_655 2_766 ?
O1W Sm1 O3 91.9(2) . 2_766 ?
O5 Sm1 O3 79.49(17) . 2_766 ?
O7 Sm1 O3 79.88(17) 2_876 2_766 ?
O2W Sm1 O4 145.91(18) . . ?
O6 Sm1 O4 80.88(18) 1_655 . ?
O1W Sm1 O4 75.32(19) . . ?
O5 Sm1 O4 52.13(16) . . ?
O7 Sm1 O4 128.82(18) 2_876 . ?
O3 Sm1 O4 72.6(2) 2_766 . ?
O2W Sm1 O2 73.86(16) . 2_766 ?
O6 Sm1 O2 151.17(17) 1_655 2_766 ?
O1W Sm1 O2 78.8(2) . 2_766 ?
O5 Sm1 O2 127.70(16) . 2_766 ?
O7 Sm1 O2 72.43(17) 2_876 2_766 ?
O3 Sm1 O2 52.26(16) 2_766 2_766 ?
O4 Sm1 O2 117.29(18) . 2_766 ?
O2W Sm1 O6 73.61(16) . 2_876 ?
O6 Sm1 O6 64.98(16) 1_655 2_876 ?
O1W Sm1 O6 140.56(18) . 2_876 ?
O5 Sm1 O6 75.35(15) . 2_876 ?
O7 Sm1 O6 50.11(14) 2_876 2_876 ?
O3 Sm1 O6 126.31(16) 2_766 2_876 ?
O4 Sm1 O6 121.18(17) . 2_876 ?
O2 Sm1 O6 115.08(16) 2_766 2_876 ?
O2W Sm1 C13 159.76(18) . . ?
O6 Sm1 C13 80.73(18) 1_655 . ?
O1W Sm1 C13 101.7(2) . . ?
O5 Sm1 C13 25.68(17) . . ?
O7 Sm1 C13 104.65(18) 2_876 . ?
O3 Sm1 C13 73.71(18) 2_766 . ?
O4 Sm1 C13 26.47(18) . . ?
O2 Sm1 C13 125.83(17) 2_766 . ?
O6 Sm1 C13 98.51(17) 2_876 . ?
O2W Sm1 C12 99.43(19) . 2_766 ?
O6 Sm1 C12 170.16(18) 1_655 2_766 ?
O1W Sm1 C12 84.9(2) . 2_766 ?
O5 Sm1 C12 104.28(19) . 2_766 ?
O7 Sm1 C12 74.28(18) 2_876 2_766 ?
O3 Sm1 C12 26.70(19) 2_766 2_766 ?
O4 Sm1 C12 95.7(2) . 2_766 ?
O2 Sm1 C12 25.56(19) 2_766 2_766 ?
O6 Sm1 C12 124.13(18) 2_876 2_766 ?
C13 Sm1 C12 100.4(2) . 2_766 ?
O2W Sm1 C14 76.45(18) . 2_876 ?
O6 Sm1 C14 90.35(16) 1_655 2_876 ?
O1W Sm1 C14 152.3(2) . 2_876 ?
O5 Sm1 C14 78.93(16) . 2_876 ?
O7 Sm1 C14 24.85(16) 2_876 2_876 ?
O3 Sm1 C14 103.69(18) 2_766 2_876 ?
O4 Sm1 C14 131.01(18) . 2_876 ?
O2 Sm1 C14 92.70(18) 2_766 2_876 ?
O6 Sm1 C14 25.38(15) 2_876 2_876 ?
C13 Sm1 C14 104.61(18) . 2_876 ?
C12 Sm1 C14 98.77(18) 2_766 2_876 ?
Sm1 O1W H1WA 109.3 . . ?
Sm1 O1W H1WB 109.3 . . ?
H1WA O1W H1WB 109.5 . . ?
C12 O2 Sm1 92.1(4) . 2_766 ?
Sm1 O2W H2WA 109.6 . . ?
Sm1 O2W H2WB 109.4 . . ?
H2WA O2W H2WB 109.3 . . ?
C12 O3 Sm1 93.3(4) . 2_766 ?
C13 O4 Sm1 91.5(4) . . ?
C13 O5 Sm1 95.5(4) . . ?
C14 O6 Sm1 156.3(4) . 1_455 ?
C14 O6 Sm1 88.6(4) . 2_876 ?
Sm1 O6 Sm1 115.02(16) 1_455 2_876 ?
C14 O7 Sm1 99.3(4) . 2_876 ?
C5 N1 C1A 117.8(8) . . ?
C5 N1 C1 108.5(10) . . ?
C6 O1 C2 120.2(13) . . ?
C2 C1 N1 122.5(16) . . ?
C2 C1 H1 118.7 . . ?
N1 C1 H1 118.7 . . ?
C3 C2 C1 119.5(18) . . ?
C3 C2 O1 124.0(18) . . ?
C1 C2 O1 116.5(17) . . ?
C2 C3 C4 116.7(16) . . ?
C2 C3 H3 121.7 . . ?
C4 C3 H3 121.7 . . ?
C11 O1A C2A 122.0(8) . . ?
N1 C1A C2A 119.8(10) . . ?
N1 C1A H1A 120.1 . . ?
C2A C1A H1A 120.1 . . ?
O1A C2A C1A 115.7(10) . . ?
O1A C2A C3A 125.4(10) . . ?
C1A C2A C3A 118.5(10) . . ?
C4 C3A C2A 121.1(10) . . ?
C4 C3A H3A 119.5 . . ?
C2A C3A H3A 119.5 . . ?
C5 C4 C3A 115.7(8) . . ?
C5 C4 C12 121.4(7) . . ?
C3A C4 C12 121.3(8) . . ?
C5 C4 C3 121.2(9) . . ?
C12 C4 C3 112.8(9) . . ?
N1 C5 C4 123.7(7) . . ?
N1 C5 H5 118.2 . . ?
C4 C5 H5 118.2 . . ?
C7 C6 O1 139.0(13) . . ?
C7 C6 C11 117.9(8) . . ?
O1 C6 C11 102.4(11) . . ?
C7 C6 H6 121.0 . . ?
C11 C6 H6 121.0 . . ?
C6 C7 C8 122.1(9) . . ?
C6 C7 H7 118.9 . . ?
C8 C7 H7 118.9 . . ?
C7 C8 C9 118.9(7) . . ?
C7 C8 C13 121.4(7) . . ?
C9 C8 C13 119.8(6) . . ?
C10 C9 C8 119.4(7) . . ?
C10 C9 C14 117.9(7) . . ?
C8 C9 C14 122.7(6) . . ?
C9 C10 C11 120.2(9) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
O1A C11 C10 123.5(11) . . ?
O1A C11 C6 114.7(9) . . ?
C10 C11 C6 121.4(9) . . ?
C10 C11 H11 119.3 . . ?
C6 C11 H11 119.3 . . ?
O2 C12 O3 122.3(6) . . ?
O2 C12 C4 119.5(7) . . ?
O3 C12 C4 118.2(6) . . ?
O2 C12 Sm1 62.3(4) . 2_766 ?
O3 C12 Sm1 60.0(3) . 2_766 ?
C4 C12 Sm1 178.0(5) . 2_766 ?
O5 C13 O4 120.8(7) . . ?
O5 C13 C8 120.0(6) . . ?
O4 C13 C8 119.2(6) . . ?
O5 C13 Sm1 58.8(4) . . ?
O4 C13 Sm1 62.1(4) . . ?
C8 C13 Sm1 176.9(5) . . ?
O7 C14 O6 121.4(6) . . ?
O7 C14 C9 117.5(6) . . ?
O6 C14 C9 120.7(5) . . ?
O7 C14 Sm1 55.9(3) . 2_876 ?
O6 C14 Sm1 66.0(3) . 2_876 ?
C9 C14 Sm1 164.9(5) . 2_876 ?
H3WA O3W H3WB 109.5 . . ?

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
C5 N1 C1 C2 -28(2) . . . . ?
N1 C1 C2 C3 16(3) . . . . ?
N1 C1 C2 O1 -164.4(16) . . . . ?
C6 O1 C2 C3 -37(3) . . . . ?
C6 O1 C2 C1 143.4(19) . . . . ?
C1 C2 C3 C4 -6(3) . . . . ?
O1 C2 C3 C4 174.6(17) . . . . ?
C5 N1 C1A C2A 19(2) . . . . ?
C11 O1A C2A C1A -156.5(12) . . . . ?
C11 O1A C2A C3A 30.1(18) . . . . ?
N1 C1A C2A O1A 176.7(12) . . . . ?
N1 C1A C2A C3A -9(2) . . . . ?
O1A C2A C3A C4 175.2(11) . . . . ?
C1A C2A C3A C4 1.9(19) . . . . ?
C2A C3A C4 C5 -4.0(17) . . . . ?
C2A C3A C4 C12 -170.0(10) . . . . ?
C2 C3 C4 C5 9(3) . . . . ?
C2 C3 C4 C12 165.1(16) . . . . ?
C1A N1 C5 C4 -22.3(19) . . . . ?
C1 N1 C5 C4 31.3(16) . . . . ?
C3A C4 C5 N1 14.6(16) . . . . ?
C12 C4 C5 N1 -179.5(10) . . . . ?
C3 C4 C5 N1 -25.2(19) . . . . ?
C2 O1 C6 C7 134.3(17) . . . . ?
C2 O1 C6 C11 -55.9(18) . . . . ?
O1 C6 C7 C8 167.0(13) . . . . ?
C11 C6 C7 C8 -1.7(14) . . . . ?
C6 C7 C8 C9 2.0(12) . . . . ?
C6 C7 C8 C13 -177.6(8) . . . . ?
C7 C8 C9 C10 -1.0(10) . . . . ?
C13 C8 C9 C10 178.6(6) . . . . ?
C7 C8 C9 C14 -178.9(7) . . . . ?
C13 C8 C9 C14 0.7(9) . . . . ?
C8 C9 C10 C11 0.0(10) . . . . ?
C14 C9 C10 C11 178.0(6) . . . . ?
C2A O1A C11 C10 -132.2(10) . . . . ?
C2A O1A C11 C6 54.5(13) . . . . ?
C9 C10 C11 O1A -172.6(7) . . . . ?
C9 C10 C11 C6 0.3(12) . . . . ?
C7 C6 C11 O1A 174.1(8) . . . . ?
C7 C6 C11 C10 0.6(13) . . . . ?
O1 C6 C11 C10 -171.8(9) . . . . ?
Sm1 O2 C12 O3 -0.9(8) 2_766 . . . ?
Sm1 O2 C12 C4 -178.9(6) 2_766 . . . ?
Sm1 O3 C12 O2 0.9(8) 2_766 . . . ?
Sm1 O3 C12 C4 178.9(6) 2_766 . . . ?
C5 C4 C12 O2 -21.9(13) . . . . ?
C3A C4 C12 O2 143.2(10) . . . . ?
C3 C4 C12 O2 -178.2(11) . . . . ?
C5 C4 C12 O3 160.0(8) . . . . ?
C3A C4 C12 O3 -34.9(13) . . . . ?
C3 C4 C12 O3 3.7(14) . . . . ?
Sm1 O5 C13 O4 -3.5(7) . . . . ?
Sm1 O5 C13 C8 176.7(5) . . . . ?
Sm1 O4 C13 O5 3.4(7) . . . . ?
Sm1 O4 C13 C8 -176.8(5) . . . . ?
C7 C8 C13 O5 174.3(7) . . . . ?
C9 C8 C13 O5 -5.2(10) . . . . ?
C7 C8 C13 O4 -5.5(11) . . . . ?
C9 C8 C13 O4 174.9(6) . . . . ?
Sm1 O7 C14 O6 -8.3(7) 2_876 . . . ?
Sm1 O7 C14 C9 164.1(5) 2_876 . . . ?
Sm1 O6 C14 O7 -176.5(7) 1_455 . . . ?
Sm1 O6 C14 O7 7.5(6) 2_876 . . . ?
Sm1 O6 C14 C9 11.3(15) 1_455 . . . ?
Sm1 O6 C14 C9 -164.7(6) 2_876 . . . ?
Sm1 O6 C14 Sm1 176.0(11) 1_455 . . 2_876 ?
C10 C9 C14 O7 -82.1(8) . . . . ?
C8 C9 C14 O7 95.8(8) . . . . ?
C10 C9 C14 O6 90.4(8) . . . . ?
C8 C9 C14 O6 -91.7(8) . . . . ?
C10 C9 C14 Sm1 -22.0(19) . . . 2_876 ?
C8 C9 C14 Sm1 156.0(13) . . . 2_876 ?

_refine_diff_density_max         0.929
_refine_diff_density_min         -1.081
_refine_diff_density_rms         0.312



####################################################################### 
# 
# 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_S_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1873005'
loop_
_audit_author_name
_audit_author_address
'Ruiqing Fan '
;Harbin Institute of Technology
China
;
_audit_update_record             
;
2018-10-12 deposited with the CCDC.	2019-02-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H12 Gd N O10'
_chemical_formula_weight         511.50

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'

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

_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, -y, -z'

_cell_length_a                   5.9791(9)
_cell_length_b                   11.7581(18)
_cell_length_c                   12.574(2)
_cell_angle_alpha                110.206(2)
_cell_angle_beta                 94.086(2)
_cell_angle_gamma                103.083(2)
_cell_volume                     797.2(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2776
_cell_measurement_theta_min      2.983
_cell_measurement_theta_max      24.997

_exptl_crystal_description       flake
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.131
_exptl_crystal_F_000             494
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.240
_exptl_absorpt_coefficient_mu    4.218
_shelx_estimated_absorpt_T_min   0.364
_shelx_estimated_absorpt_T_max   0.431
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.389
_exptl_absorpt_correction_T_max  0.411
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Smart APEX CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5439
_diffrn_reflns_av_unetI/netI     0.0442
_diffrn_reflns_av_R_equivalents  0.0264
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.038
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             2776
_reflns_number_gt                2472
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0628P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2776
_refine_ls_number_parameters     276
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0302
_refine_ls_wR_factor_ref         0.0787
_refine_ls_wR_factor_gt          0.0760
_refine_ls_goodness_of_fit_ref   0.883
_refine_ls_restrained_S_all      0.883
_refine_ls_shift/su_max          0.078
_refine_ls_shift/su_mean         0.002

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.87690(4) 0.88686(2) 0.09630(2) 0.02331(12) Uani 1 1 d . . . . .
O1W O 1.2531(7) 1.0124(4) 0.1910(4) 0.0386(10) Uani 1 1 d . . . . .
H1WA H 1.3527 0.9986 0.1450 0.058 Uiso 1 1 d R U . . .
H1WB H 1.2919 0.9946 0.2496 0.058 Uiso 1 1 d R U . . .
O2 O 0.8914(7) 0.9066(4) 0.3013(4) 0.0429(11) Uani 1 1 d . . . . .
O2W O 1.0859(8) 0.7366(4) 0.1028(5) 0.0523(13) Uani 1 1 d . . . . .
H2WA H 0.9840 0.6532 0.0665 0.078 Uiso 1 1 d R U . . .
H2WB H 1.2156 0.7452 0.0627 0.078 Uiso 1 1 d R U . . .
O3 O 0.5652(7) 0.7951(4) 0.1822(4) 0.0395(10) Uani 1 1 d . . . . .
O4 O -0.6457(8) 0.3159(4) 0.0536(4) 0.0456(11) Uani 1 1 d . . . . .
O5 O -0.5397(6) 0.1475(3) 0.0409(3) 0.0286(9) Uani 1 1 d . . . . .
O6 O -0.0659(6) 0.1041(3) 0.0608(3) 0.0312(9) Uani 1 1 d . . . . .
O7 O -0.2460(7) 0.0736(3) 0.1981(3) 0.0326(9) Uani 1 1 d . . . . .
N1 N 0.5864(15) 0.8666(6) 0.5792(5) 0.095(3) Uani 1 1 d . . . . .
O1 O 0.2306(12) 0.5529(6) 0.4412(5) 0.039(2) Uani 0.615(7) 1 d . . P A 1
C1 C 0.4575(18) 0.7500(10) 0.5611(8) 0.037(3) Uani 0.615(7) 1 d . . P A 1
H1 H 0.4303 0.7252 0.6228 0.045 Uiso 0.615(7) 1 calc R U P A 1
C2 C 0.3672(15) 0.6683(8) 0.4513(7) 0.027(2) Uani 0.615(7) 1 d . . P A 1
C3 C 0.4330(17) 0.6987(9) 0.3591(8) 0.025(2) Uani 0.615(7) 1 d . . P A 1
H3 H 0.3762 0.6415 0.2844 0.029 Uiso 0.615(7) 1 calc R U P A 1
O1A O -0.0216(19) 0.6555(9) 0.4082(10) 0.045(3) Uani 0.385(7) 1 d . . P A 2
C1A C 0.307(3) 0.8021(14) 0.5422(14) 0.045(5) Uani 0.385(7) 1 d . . P A 2
H1A H 0.2118 0.8129 0.5983 0.053 Uiso 0.385(7) 1 calc R U P A 2
C2A C 0.209(3) 0.7316(14) 0.4287(14) 0.035(4) Uani 0.385(7) 1 d . . P A 2
C3A C 0.328(4) 0.7385(16) 0.3430(15) 0.042(5) Uani 0.385(7) 1 d . . P A 2
H3A H 0.2586 0.6991 0.2662 0.051 Uiso 0.385(7) 1 calc R U P A 2
C4 C 0.5838(11) 0.8147(5) 0.3786(5) 0.0414(16) Uani 1 1 d . . . . .
C5 C 0.6711(13) 0.8879(6) 0.4912(6) 0.0518(19) Uani 1 1 d . . . . .
H5 H 0.7981 0.9571 0.5072 0.062 Uiso 1 1 calc R U . . .
C6 C -0.0890(14) 0.5379(6) 0.3213(7) 0.058(2) Uani 1 1 d . . . . .
H6 H -0.0723 0.6231 0.3607 0.070 Uiso 0.615(7) 1 calc R U P A 1
C7 C -0.2714(12) 0.4666(6) 0.2350(7) 0.052(2) Uani 1 1 d . . . . .
H7 H -0.3790 0.5048 0.2152 0.062 Uiso 1 1 calc R U . . .
C8 C -0.3021(10) 0.3390(5) 0.1759(5) 0.0295(13) Uani 1 1 d . . . . .
C9 C -0.1373(9) 0.2819(5) 0.2047(5) 0.0271(13) Uani 1 1 d . . . . .
C10 C 0.0493(11) 0.3536(6) 0.2916(5) 0.0387(15) Uani 1 1 d . . . . .
H10 H 0.1599 0.3169 0.3115 0.046 Uiso 1 1 calc R U . . .
C11 C 0.0700(14) 0.4792(7) 0.3481(6) 0.055(2) Uani 1 1 d . . . . .
H11 H 0.1957 0.5265 0.4066 0.066 Uiso 0.385(7) 1 calc R U P A 2
C12 C 0.6863(10) 0.8416(5) 0.2825(5) 0.0315(13) Uani 1 1 d . . . . .
C13 C -0.5068(9) 0.2627(5) 0.0849(5) 0.0288(13) Uani 1 1 d . . . . .
C14 C -0.1574(9) 0.1444(5) 0.1491(4) 0.0234(11) Uani 1 1 d . . . . .
O3W O 0.243(3) 0.5181(10) 0.0414(15) 0.178(5) Uani 1 1 d G . . . .
H3WA H 0.1435 0.5093 0.0848 0.267 Uiso 1 1 d G U . . .
H3WB H 0.2950 0.4535 0.0196 0.267 Uiso 1 1 d G 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 O1W 2.358(4) . ?
Gd1 O6 2.366(4) 2_665 ?
Gd1 O2W 2.403(4) . ?
Gd1 O5 2.421(4) 2_565 ?
Gd1 O7 2.434(4) 1_665 ?
Gd1 O3 2.447(4) . ?
Gd1 O4 2.486(4) 2_565 ?
Gd1 O2 2.501(4) . ?
Gd1 O6 2.694(4) 1_665 ?
Gd1 C13 2.816(6) 2_565 ?
Gd1 C12 2.834(6) . ?
Gd1 C14 2.927(5) 1_665 ?
O1W H1WA 0.8629 . ?
O1W H1WB 0.8626 . ?
O2 C12 1.247(7) . ?
O2W H2WA 0.9600 . ?
O2W H2WB 0.9600 . ?
O3 C12 1.275(7) . ?
O4 C13 1.263(7) . ?
O4 Gd1 2.486(4) 2_565 ?
O5 C13 1.235(6) . ?
O5 Gd1 2.421(4) 2_565 ?
O6 C14 1.264(6) . ?
O6 Gd1 2.366(4) 2_665 ?
O6 Gd1 2.694(4) 1_445 ?
O7 C14 1.247(6) . ?
O7 Gd1 2.434(4) 1_445 ?
N1 C5 1.326(9) . ?
N1 C1 1.345(11) . ?
N1 C1A 1.63(2) . ?
O1 C11 1.344(9) . ?
O1 C2 1.374(11) . ?
C1 C2 1.365(13) . ?
C1 H1 0.9300 . ?
C2 C3 1.384(13) . ?
C3 C4 1.383(11) . ?
C3 H3 0.9300 . ?
O1A C6 1.382(11) . ?
O1A C2A 1.413(19) . ?
C1A C2A 1.38(2) . ?
C1A H1A 0.9300 . ?
C2A C3A 1.35(2) . ?
C3A C4 1.53(2) . ?
C3A H3A 0.9300 . ?
C4 C5 1.366(9) . ?
C4 C12 1.490(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.363(11) . ?
C6 C11 1.380(11) . ?
C6 H6 0.9300 . ?
C7 C8 1.386(8) . ?
C7 H7 0.9300 . ?
C8 C9 1.404(8) . ?
C8 C13 1.485(8) . ?
C9 C10 1.383(8) . ?
C9 C14 1.495(7) . ?
C10 C11 1.372(9) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C13 Gd1 2.816(6) 2_565 ?
C14 Gd1 2.927(5) 1_445 ?
O3W H3WA 0.8499 . ?
O3W H3WB 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
O1W Gd1 O6 78.64(14) . 2_665 ?
O1W Gd1 O2W 76.24(15) . . ?
O6 Gd1 O2W 85.50(16) 2_665 . ?
O1W Gd1 O5 147.50(14) . 2_565 ?
O6 Gd1 O5 81.13(13) 2_665 2_565 ?
O2W Gd1 O5 127.18(14) . 2_565 ?
O1W Gd1 O7 84.58(14) . 1_665 ?
O6 Gd1 O7 114.90(12) 2_665 1_665 ?
O2W Gd1 O7 148.74(17) . 1_665 ?
O5 Gd1 O7 81.19(13) 2_565 1_665 ?
O1W Gd1 O3 126.70(14) . . ?
O6 Gd1 O3 153.01(14) 2_665 . ?
O2W Gd1 O3 91.65(16) . . ?
O5 Gd1 O3 79.31(14) 2_565 . ?
O7 Gd1 O3 80.20(13) 1_665 . ?
O1W Gd1 O4 145.63(14) . 2_565 ?
O6 Gd1 O4 80.70(14) 2_665 2_565 ?
O2W Gd1 O4 75.01(15) . 2_565 ?
O5 Gd1 O4 52.50(13) 2_565 2_565 ?
O7 Gd1 O4 129.27(14) 1_665 2_565 ?
O3 Gd1 O4 72.67(15) . 2_565 ?
O1W Gd1 O2 73.94(13) . . ?
O6 Gd1 O2 150.75(14) 2_665 . ?
O2W Gd1 O2 78.34(17) . . ?
O5 Gd1 O2 127.98(13) 2_565 . ?
O7 Gd1 O2 72.70(14) 1_665 . ?
O3 Gd1 O2 52.76(13) . . ?
O4 Gd1 O2 117.53(15) 2_565 . ?
O1W Gd1 O6 73.41(13) . 1_665 ?
O6 Gd1 O6 64.72(13) 2_665 1_665 ?
O2W Gd1 O6 140.78(14) . 1_665 ?
O5 Gd1 O6 75.02(12) 2_565 1_665 ?
O7 Gd1 O6 50.20(11) 1_665 1_665 ?
O3 Gd1 O6 126.51(13) . 1_665 ?
O4 Gd1 O6 120.91(14) 2_565 1_665 ?
O2 Gd1 O6 115.46(13) . 1_665 ?
O1W Gd1 C13 159.38(15) . 2_565 ?
O6 Gd1 C13 80.75(14) 2_665 2_565 ?
O2W Gd1 C13 101.57(16) . 2_565 ?
O5 Gd1 C13 25.89(14) 2_565 2_565 ?
O7 Gd1 C13 104.83(15) 1_665 2_565 ?
O3 Gd1 C13 73.54(15) . 2_565 ?
O4 Gd1 C13 26.63(14) 2_565 2_565 ?
O2 Gd1 C13 126.14(14) . 2_565 ?
O6 Gd1 C13 98.27(14) 1_665 2_565 ?
O1W Gd1 C12 100.02(16) . . ?
O6 Gd1 C12 170.02(14) 2_665 . ?
O2W Gd1 C12 84.58(18) . . ?
O5 Gd1 C12 104.09(15) 2_565 . ?
O7 Gd1 C12 74.61(15) 1_665 . ?
O3 Gd1 C12 26.69(15) . . ?
O4 Gd1 C12 95.63(17) 2_565 . ?
O2 Gd1 C12 26.08(15) . . ?
O6 Gd1 C12 124.61(14) 1_665 . ?
C13 Gd1 C12 100.17(16) 2_565 . ?
O1W Gd1 C14 76.13(14) . 1_665 ?
O6 Gd1 C14 90.25(13) 2_665 1_665 ?
O2W Gd1 C14 152.35(15) . 1_665 ?
O5 Gd1 C14 78.79(13) 2_565 1_665 ?
O7 Gd1 C14 24.79(13) 1_665 1_665 ?
O3 Gd1 C14 103.91(14) . 1_665 ?
O4 Gd1 C14 131.22(15) 2_565 1_665 ?
O2 Gd1 C14 92.90(15) . 1_665 ?
O6 Gd1 C14 25.55(12) 1_665 1_665 ?
C13 Gd1 C14 104.68(15) 2_565 1_665 ?
C12 Gd1 C14 99.07(15) . 1_665 ?
Gd1 O1W H1WA 110.1 . . ?
Gd1 O1W H1WB 109.9 . . ?
H1WA O1W H1WB 108.8 . . ?
C12 O2 Gd1 92.0(4) . . ?
Gd1 O2W H2WA 109.3 . . ?
Gd1 O2W H2WB 109.2 . . ?
H2WA O2W H2WB 109.5 . . ?
C12 O3 Gd1 93.8(3) . . ?
C13 O4 Gd1 91.4(3) . 2_565 ?
C13 O5 Gd1 95.3(3) . 2_565 ?
C14 O6 Gd1 157.0(4) . 2_665 ?
C14 O6 Gd1 87.6(3) . 1_445 ?
Gd1 O6 Gd1 115.28(13) 2_665 1_445 ?
C14 O7 Gd1 100.3(3) . 1_445 ?
C5 N1 C1 118.1(7) . . ?
C5 N1 C1A 109.0(9) . . ?
C11 O1 C2 122.4(7) . . ?
N1 C1 C2 119.3(9) . . ?
N1 C1 H1 120.4 . . ?
C2 C1 H1 120.4 . . ?
C1 C2 O1 115.3(8) . . ?
C1 C2 C3 120.4(8) . . ?
O1 C2 C3 124.0(8) . . ?
C4 C3 C2 119.6(8) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C6 O1A C2A 120.3(10) . . ?
C2A C1A N1 121.1(13) . . ?
C2A C1A H1A 119.5 . . ?
N1 C1A H1A 119.5 . . ?
C3A C2A C1A 120.8(15) . . ?
C3A C2A O1A 122.5(15) . . ?
C1A C2A O1A 116.6(14) . . ?
C2A C3A C4 116.5(15) . . ?
C2A C3A H3A 121.7 . . ?
C4 C3A H3A 121.8 . . ?
C5 C4 C3 115.6(7) . . ?
C5 C4 C12 122.3(5) . . ?
C3 C4 C12 120.4(6) . . ?
C5 C4 C3A 120.4(8) . . ?
C12 C4 C3A 112.7(8) . . ?
N1 C5 C4 124.2(6) . . ?
N1 C5 H5 117.9 . . ?
C4 C5 H5 117.9 . . ?
C7 C6 C11 117.7(6) . . ?
C7 C6 O1A 138.7(9) . . ?
C11 C6 O1A 102.8(8) . . ?
C7 C6 H6 121.2 . . ?
C11 C6 H6 121.2 . . ?
C6 C7 C8 122.3(7) . . ?
C6 C7 H7 118.8 . . ?
C8 C7 H7 118.8 . . ?
C7 C8 C9 118.7(6) . . ?
C7 C8 C13 121.2(6) . . ?
C9 C8 C13 120.1(5) . . ?
C10 C9 C8 119.4(5) . . ?
C10 C9 C14 117.4(5) . . ?
C8 C9 C14 123.2(5) . . ?
C11 C10 C9 119.4(7) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
O1 C11 C10 123.5(9) . . ?
O1 C11 C6 113.8(7) . . ?
C10 C11 C6 122.4(7) . . ?
C10 C11 H11 118.8 . . ?
C6 C11 H11 118.8 . . ?
O2 C12 O3 121.4(5) . . ?
O2 C12 C4 119.0(6) . . ?
O3 C12 C4 119.6(5) . . ?
O2 C12 Gd1 61.9(3) . . ?
O3 C12 Gd1 59.5(3) . . ?
C4 C12 Gd1 178.7(4) . . ?
O5 C13 O4 120.7(5) . . ?
O5 C13 C8 119.5(5) . . ?
O4 C13 C8 119.8(5) . . ?
O5 C13 Gd1 58.9(3) . 2_565 ?
O4 C13 Gd1 61.9(3) . 2_565 ?
C8 C13 Gd1 176.7(4) . 2_565 ?
O7 C14 O6 121.2(5) . . ?
O7 C14 C9 118.3(4) . . ?
O6 C14 C9 120.1(5) . . ?
O7 C14 Gd1 54.9(3) . 1_445 ?
O6 C14 Gd1 66.8(3) . 1_445 ?
C9 C14 Gd1 165.1(4) . 1_445 ?
H3WA O3W H3WB 109.5 . . ?

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
C5 N1 C1 C2 -17.2(17) . . . . ?
N1 C1 C2 O1 -177.6(10) . . . . ?
N1 C1 C2 C3 8.8(17) . . . . ?
C11 O1 C2 C1 157.3(9) . . . . ?
C11 O1 C2 C3 -29.4(15) . . . . ?
C1 C2 C3 C4 -2.7(16) . . . . ?
O1 C2 C3 C4 -175.7(9) . . . . ?
C5 N1 C1A C2A 27.0(19) . . . . ?
N1 C1A C2A C3A -16(3) . . . . ?
N1 C1A C2A O1A 165.3(13) . . . . ?
C6 O1A C2A C3A 39(2) . . . . ?
C6 O1A C2A C1A -142.5(15) . . . . ?
C1A C2A C3A C4 7(3) . . . . ?
O1A C2A C3A C4 -174.2(13) . . . . ?
C2 C3 C4 C5 4.8(13) . . . . ?
C2 C3 C4 C12 170.2(8) . . . . ?
C2A C3A C4 C5 -11(2) . . . . ?
C2A C3A C4 C12 -167.1(14) . . . . ?
C1 N1 C5 C4 20.8(15) . . . . ?
C1A N1 C5 C4 -31.7(13) . . . . ?
C3 C4 C5 N1 -14.3(13) . . . . ?
C12 C4 C5 N1 -179.4(8) . . . . ?
C3A C4 C5 N1 26.3(15) . . . . ?
C2A O1A C6 C7 -135.6(13) . . . . ?
C2A O1A C6 C11 55.7(15) . . . . ?
C11 C6 C7 C8 0.8(11) . . . . ?
O1A C6 C7 C8 -166.8(10) . . . . ?
C6 C7 C8 C9 -1.0(10) . . . . ?
C6 C7 C8 C13 177.9(6) . . . . ?
C7 C8 C9 C10 0.5(8) . . . . ?
C13 C8 C9 C10 -178.4(5) . . . . ?
C7 C8 C9 C14 178.1(5) . . . . ?
C13 C8 C9 C14 -0.9(8) . . . . ?
C8 C9 C10 C11 0.1(8) . . . . ?
C14 C9 C10 C11 -177.5(5) . . . . ?
C2 O1 C11 C10 131.9(8) . . . . ?
C2 O1 C11 C6 -54.6(11) . . . . ?
C9 C10 C11 O1 172.6(6) . . . . ?
C9 C10 C11 C6 -0.3(10) . . . . ?
C7 C6 C11 O1 -173.7(7) . . . . ?
C7 C6 C11 C10 -0.2(11) . . . . ?
O1A C6 C11 C10 171.5(7) . . . . ?
Gd1 O2 C12 O3 0.9(6) . . . . ?
Gd1 O2 C12 C4 178.9(5) . . . . ?
Gd1 O3 C12 O2 -0.9(6) . . . . ?
Gd1 O3 C12 C4 -179.0(5) . . . . ?
C5 C4 C12 O2 21.6(10) . . . . ?
C3 C4 C12 O2 -142.7(8) . . . . ?
C3A C4 C12 O2 177.7(10) . . . . ?
C5 C4 C12 O3 -160.3(7) . . . . ?
C3 C4 C12 O3 35.4(10) . . . . ?
C3A C4 C12 O3 -4.2(12) . . . . ?
Gd1 O5 C13 O4 3.7(6) 2_565 . . . ?
Gd1 O5 C13 C8 -176.7(4) 2_565 . . . ?
Gd1 O4 C13 O5 -3.6(5) 2_565 . . . ?
Gd1 O4 C13 C8 176.8(5) 2_565 . . . ?
C7 C8 C13 O5 -173.7(5) . . . . ?
C9 C8 C13 O5 5.3(8) . . . . ?
C7 C8 C13 O4 6.0(9) . . . . ?
C9 C8 C13 O4 -175.0(5) . . . . ?
Gd1 O7 C14 O6 8.7(6) 1_445 . . . ?
Gd1 O7 C14 C9 -164.5(4) 1_445 . . . ?
Gd1 O6 C14 O7 178.0(6) 2_665 . . . ?
Gd1 O6 C14 O7 -7.7(5) 1_445 . . . ?
Gd1 O6 C14 C9 -9.0(12) 2_665 . . . ?
Gd1 O6 C14 C9 165.3(5) 1_445 . . . ?
Gd1 O6 C14 Gd1 -174.3(9) 2_665 . . 1_445 ?
C10 C9 C14 O7 81.8(6) . . . . ?
C8 C9 C14 O7 -95.8(7) . . . . ?
C10 C9 C14 O6 -91.5(7) . . . . ?
C8 C9 C14 O6 91.0(6) . . . . ?
C10 C9 C14 Gd1 23.1(16) . . . 1_445 ?
C8 C9 C14 Gd1 -154.5(11) . . . 1_445 ?

_refine_diff_density_max         1.663
_refine_diff_density_min         -0.936
_refine_diff_density_rms         0.126



####################################################################### 
# 
# 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 1873007'
loop_
_audit_author_name
_audit_author_address
'Ruiqing Fan '
;Harbin Institute of Technology
China
;
_audit_update_record             
;
2018-10-12 deposited with the CCDC.	2019-02-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H12 Dy N O10'
_chemical_formula_weight         516.75

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'
Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_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, -y, -z'

_cell_length_a                   5.9552(10)
_cell_length_b                   11.780(2)
_cell_length_c                   12.542(2)
_cell_angle_alpha                110.040(2)
_cell_angle_beta                 94.431(2)
_cell_angle_gamma                103.214(2)
_cell_volume                     793.0(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2755
_cell_measurement_theta_min      2.983
_cell_measurement_theta_max      24.997

_exptl_crystal_description       flake
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.164
_exptl_crystal_F_000             498
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    4.770
_shelx_estimated_absorpt_T_min   0.349
_shelx_estimated_absorpt_T_max   0.420
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.379
_exptl_absorpt_correction_T_max  0.403
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Smart APEX CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5387
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_av_R_equivalents  0.0219
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.754
_diffrn_reflns_theta_max         24.993
_diffrn_reflns_theta_full        24.993
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             2755
_reflns_number_gt                2459
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2755
_refine_ls_number_parameters     277
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0363
_refine_ls_R_factor_gt           0.0277
_refine_ls_wR_factor_ref         0.0994
_refine_ls_wR_factor_gt          0.0799
_refine_ls_goodness_of_fit_ref   0.831
_refine_ls_restrained_S_all      0.831
_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
Dy1 Dy 1.12282(4) 1.11489(2) 0.40418(2) 0.02623(14) Uani 1 1 d . . . . .
O1W O 0.7481(8) 0.9925(5) 0.3103(4) 0.0393(11) Uani 1 1 d . . . . .
H1WA H 0.6662 0.9784 0.3594 0.059 Uiso 1 1 d R U . . .
H1WB H 0.7563 0.9231 0.2617 0.059 Uiso 1 1 d R U . . .
O2 O 0.4341(8) 0.2058(5) 0.3201(4) 0.0426(12) Uani 1 1 d . . . . .
O2W O 0.9177(10) 1.2647(5) 0.3992(6) 0.0569(16) Uani 1 1 d . . . . .
H2WA H 0.9159 1.3170 0.4698 0.085 Uiso 1 1 d R U . . .
H2WB H 0.7695 1.2271 0.3649 0.085 Uiso 1 1 d R U . . .
O3 O 0.1048(8) 0.0947(5) 0.1999(4) 0.0452(12) Uani 1 1 d . . . . .
O4 O 1.0633(8) 0.8959(4) 0.4409(4) 0.0361(11) Uani 1 1 d . . . . .
O5 O 1.2417(9) 0.9297(4) 0.3043(4) 0.0366(11) Uani 1 1 d . . . . .
O6 O 1.5431(8) 0.8543(4) 0.4599(4) 0.0330(10) Uani 1 1 d . . . . .
O7 O 1.6447(9) 0.6844(5) 0.4461(5) 0.0492(13) Uani 1 1 d . . . . .
N16 N 0.4218(18) 0.1298(7) -0.0784(6) 0.095(4) Uani 1 1 d . . . . .
O1 O 0.7625(16) 0.4485(8) 0.0566(7) 0.045(3) Uani 0.569(8) 1 d . . P A 1
C1 C 0.541(2) 0.2468(13) -0.0629(11) 0.045(4) Uani 0.569(8) 1 d . . P A 1
H1 H 0.5632 0.2705 -0.1257 0.054 Uiso 0.569(8) 1 calc R U P A 1
C2 C 0.629(2) 0.3315(11) 0.0475(10) 0.032(3) Uani 0.569(8) 1 d . . P A 1
C3 C 0.560(2) 0.3007(12) 0.1384(10) 0.034(3) Uani 0.569(8) 1 d . . P A 1
H3 H 0.6084 0.3611 0.2125 0.041 Uiso 0.569(8) 1 calc R U P A 1
O1A O 1.0192(19) 0.3465(9) 0.0902(10) 0.039(3) Uani 0.431(8) 1 d . . P A 2
C2A C 0.791(3) 0.2709(13) 0.0694(13) 0.031(4) Uani 0.431(8) 1 d . . P A 2
C1A C 0.688(3) 0.1986(15) -0.0442(14) 0.039(4) Uani 0.431(8) 1 d . . P A 2
H1A H 0.7804 0.1911 -0.1014 0.047 Uiso 0.431(8) 1 calc R U P A 2
C3A C 0.670(3) 0.2632(16) 0.1567(13) 0.034(4) Uani 0.431(8) 1 d . . P A 2
H3A H 0.7397 0.3055 0.2335 0.041 Uiso 0.431(8) 1 calc R U P A 2
C4 C 0.4222(14) 0.1845(7) 0.1240(7) 0.0458(19) Uani 1 1 d . . . . .
C5 C 0.3306(15) 0.1113(7) 0.0090(6) 0.052(2) Uani 1 1 d . . . . .
H5 H 0.1968 0.0451 -0.0075 0.062 Uiso 1 1 calc R U . . .
C6 C 0.9198(17) 0.5227(8) 0.1485(7) 0.058(3) Uani 1 1 d . . . . .
H6 H 0.7895 0.4756 0.0917 0.070 Uiso 0.431(8) 1 calc R U P A 2
C7 C 0.9464(13) 0.6495(7) 0.2064(6) 0.0425(17) Uani 1 1 d . . . . .
H7 H 0.8379 0.6874 0.1862 0.051 Uiso 1 1 calc R U . . .
C8 C 1.1347(11) 0.7200(6) 0.2944(5) 0.0296(14) Uani 1 1 d . . . . .
C9 C 1.2988(11) 0.6631(6) 0.3221(6) 0.0325(15) Uani 1 1 d . . . . .
C10 C 1.2688(16) 0.5342(7) 0.2612(8) 0.054(2) Uani 1 1 d . . . . .
H10 H 1.3762 0.4951 0.2802 0.065 Uiso 1 1 calc R U . . .
C11 C 1.0797(18) 0.4652(8) 0.1727(8) 0.063(3) Uani 1 1 d . . . . .
H11 H 1.0627 0.3807 0.1306 0.075 Uiso 0.569(8) 1 calc R U P A 1
C12 C 0.3130(12) 0.1583(6) 0.2184(6) 0.0328(15) Uani 1 1 d . . . . .
C13 C 1.1522(10) 0.8565(6) 0.3514(5) 0.0257(13) Uani 1 1 d . . . . .
C14 C 1.5092(11) 0.7373(6) 0.4149(6) 0.0321(15) Uani 1 1 d . . . . .
O3W O 0.242(4) 0.5179(14) 0.5400(17) 0.198(7) Uani 1 1 d G . . . .
H3WA H 0.2778 0.4506 0.5047 0.298 Uiso 1 1 d G U . . .
H3WB H 0.2049 0.5174 0.6040 0.298 Uiso 1 1 d G 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
Dy1 O1W 2.325(4) . ?
Dy1 O4 2.336(4) 2_776 ?
Dy1 O2W 2.379(5) . ?
Dy1 O6 2.392(4) 2_876 ?
Dy1 O5 2.408(5) . ?
Dy1 O2 2.422(5) 1_665 ?
Dy1 O7 2.468(5) 2_876 ?
Dy1 O3 2.481(5) 1_665 ?
Dy1 O4 2.723(5) . ?
Dy1 C14 2.786(7) 2_876 ?
Dy1 C12 2.817(6) 1_665 ?
Dy1 C13 2.935(6) . ?
O1W H1WA 0.8507 . ?
O1W H1WB 0.8506 . ?
O2 C12 1.282(8) . ?
O2 Dy1 2.422(5) 1_445 ?
O2W H2WA 0.8908 . ?
O2W H2WB 0.8896 . ?
O3 C12 1.251(8) . ?
O3 Dy1 2.482(5) 1_445 ?
O4 C13 1.266(7) . ?
O4 Dy1 2.336(4) 2_776 ?
O5 C13 1.251(8) . ?
O6 C14 1.258(8) . ?
O6 Dy1 2.392(4) 2_876 ?
O7 C14 1.241(9) . ?
O7 Dy1 2.468(5) 2_876 ?
N16 C5 1.322(10) . ?
N16 C1 1.337(15) . ?
N16 C1A 1.556(18) . ?
O1 C6 1.319(12) . ?
O1 C2 1.387(15) . ?
C1 C2 1.375(17) . ?
C1 H1 0.9300 . ?
C2 C3 1.373(17) . ?
C3 C4 1.368(14) . ?
C3 H3 0.9300 . ?
O1A C11 1.370(12) . ?
O1A C2A 1.394(18) . ?
C2A C3A 1.37(2) . ?
C2A C1A 1.39(2) . ?
C1A H1A 0.9300 . ?
C3A C4 1.490(17) . ?
C3A H3A 0.9300 . ?
C4 C5 1.390(10) . ?
C4 C12 1.483(10) . ?
C5 H5 0.9300 . ?
C6 C11 1.359(15) . ?
C6 C7 1.384(12) . ?
C6 H6 0.9300 . ?
C7 C8 1.386(10) . ?
C7 H7 0.9300 . ?
C8 C9 1.390(10) . ?
C8 C13 1.494(9) . ?
C9 C10 1.407(9) . ?
C9 C14 1.505(10) . ?
C10 C11 1.389(14) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 Dy1 2.817(6) 1_445 ?
C14 Dy1 2.786(7) 2_876 ?
O3W H3WA 0.8498 . ?
O3W H3WB 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
O1W Dy1 O4 78.50(16) . 2_776 ?
O1W Dy1 O2W 76.27(19) . . ?
O4 Dy1 O2W 85.7(2) 2_776 . ?
O1W Dy1 O6 147.05(17) . 2_876 ?
O4 Dy1 O6 80.81(16) 2_776 2_876 ?
O2W Dy1 O6 127.35(18) . 2_876 ?
O1W Dy1 O5 84.78(17) . . ?
O4 Dy1 O5 114.00(16) 2_776 . ?
O2W Dy1 O5 149.5(2) . . ?
O6 Dy1 O5 80.56(16) 2_876 . ?
O1W Dy1 O2 126.96(16) . 1_665 ?
O4 Dy1 O2 153.04(17) 2_776 1_665 ?
O2W Dy1 O2 91.9(2) . 1_665 ?
O6 Dy1 O2 79.45(16) 2_876 1_665 ?
O5 Dy1 O2 80.56(17) . 1_665 ?
O1W Dy1 O7 145.26(18) . 2_876 ?
O4 Dy1 O7 80.89(17) 2_776 2_876 ?
O2W Dy1 O7 74.55(19) . 2_876 ?
O6 Dy1 O7 53.18(16) 2_876 2_876 ?
O5 Dy1 O7 129.39(17) . 2_876 ?
O2 Dy1 O7 72.60(18) 1_665 2_876 ?
O1W Dy1 O3 73.61(16) . 1_665 ?
O4 Dy1 O3 150.54(17) 2_776 1_665 ?
O2W Dy1 O3 78.8(2) . 1_665 ?
O6 Dy1 O3 128.40(16) 2_876 1_665 ?
O5 Dy1 O3 72.98(17) . 1_665 ?
O2 Dy1 O3 53.36(15) 1_665 1_665 ?
O7 Dy1 O3 117.94(18) 2_876 1_665 ?
O1W Dy1 O4 73.77(16) . . ?
O4 Dy1 O4 64.06(17) 2_776 . ?
O2W Dy1 O4 140.77(18) . . ?
O6 Dy1 O4 74.19(14) 2_876 . ?
O5 Dy1 O4 49.97(14) . . ?
O2 Dy1 O4 126.50(16) 1_665 . ?
O7 Dy1 O4 120.67(17) 2_876 . ?
O3 Dy1 O4 115.46(16) 1_665 . ?
O1W Dy1 C14 159.01(18) . 2_876 ?
O4 Dy1 C14 80.55(17) 2_776 2_876 ?
O2W Dy1 C14 100.9(2) . 2_876 ?
O6 Dy1 C14 26.75(17) 2_876 2_876 ?
O5 Dy1 C14 105.09(18) . 2_876 ?
O2 Dy1 C14 73.56(17) 1_665 2_876 ?
O7 Dy1 C14 26.45(18) 2_876 2_876 ?
O3 Dy1 C14 126.73(17) 1_665 2_876 ?
O4 Dy1 C14 98.14(17) . 2_876 ?
O1W Dy1 C12 99.95(18) . 1_665 ?
O4 Dy1 C12 170.88(18) 2_776 1_665 ?
O2W Dy1 C12 85.2(2) . 1_665 ?
O6 Dy1 C12 104.28(19) 2_876 1_665 ?
O5 Dy1 C12 74.60(17) . 1_665 ?
O2 Dy1 C12 27.02(18) 1_665 1_665 ?
O7 Dy1 C12 96.0(2) 2_876 1_665 ?
O3 Dy1 C12 26.35(18) 1_665 1_665 ?
O4 Dy1 C12 124.37(17) . 1_665 ?
C14 Dy1 C12 100.53(19) 2_876 1_665 ?
O1W Dy1 C13 76.19(17) . . ?
O4 Dy1 C13 89.52(16) 2_776 . ?
O2W Dy1 C13 152.46(18) . . ?
O6 Dy1 C13 78.28(15) 2_876 . ?
O5 Dy1 C13 24.65(16) . . ?
O2 Dy1 C13 104.17(17) 1_665 . ?
O7 Dy1 C13 131.36(17) 2_876 . ?
O3 Dy1 C13 92.86(17) 1_665 . ?
O4 Dy1 C13 25.50(15) . . ?
C14 Dy1 C13 105.02(18) 2_876 . ?
C12 Dy1 C13 98.88(17) 1_665 . ?
Dy1 O1W H1WA 109.4 . . ?
Dy1 O1W H1WB 109.3 . . ?
H1WA O1W H1WB 109.4 . . ?
C12 O2 Dy1 93.9(4) . 1_445 ?
Dy1 O2W H2WA 111.7 . . ?
Dy1 O2W H2WB 111.0 . . ?
H2WA O2W H2WB 107.3 . . ?
C12 O3 Dy1 91.9(4) . 1_445 ?
C13 O4 Dy1 157.2(4) . 2_776 ?
C13 O4 Dy1 86.7(4) . . ?
Dy1 O4 Dy1 115.94(17) 2_776 . ?
C13 O5 Dy1 102.0(4) . . ?
C14 O6 Dy1 94.4(4) . 2_876 ?
C14 O7 Dy1 91.2(4) . 2_876 ?
C5 N16 C1 117.7(8) . . ?
C5 N16 C1A 112.2(10) . . ?
C6 O1 C2 122.0(9) . . ?
N16 C1 C2 118.8(12) . . ?
N16 C1 H1 120.6 . . ?
C2 C1 H1 120.6 . . ?
C3 C2 C1 119.1(11) . . ?
C3 C2 O1 125.0(10) . . ?
C1 C2 O1 115.5(11) . . ?
C4 C3 C2 122.5(10) . . ?
C4 C3 H3 118.8 . . ?
C2 C3 H3 118.8 . . ?
C11 O1A C2A 119.5(10) . . ?
C3A C2A C1A 119.8(14) . . ?
C3A C2A O1A 122.5(13) . . ?
C1A C2A O1A 117.7(14) . . ?
C2A C1A N16 121.7(14) . . ?
C2A C1A H1A 119.2 . . ?
N16 C1A H1A 119.2 . . ?
C2A C3A C4 117.7(13) . . ?
C2A C3A H3A 121.2 . . ?
C4 C3A H3A 121.2 . . ?
C3 C4 C5 112.5(8) . . ?
C3 C4 C12 122.2(8) . . ?
C5 C4 C12 121.5(6) . . ?
C5 C4 C3A 119.8(8) . . ?
C12 C4 C3A 115.9(9) . . ?
N16 C5 C4 124.1(7) . . ?
N16 C5 H5 118.0 . . ?
C4 C5 H5 118.0 . . ?
O1 C6 C11 112.1(9) . . ?
O1 C6 C7 125.7(11) . . ?
C11 C6 C7 121.6(8) . . ?
C11 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C6 C7 C8 120.0(8) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C7 C8 C9 119.5(6) . . ?
C7 C8 C13 116.6(6) . . ?
C9 C8 C13 123.8(6) . . ?
C8 C9 C10 119.3(7) . . ?
C8 C9 C14 121.1(5) . . ?
C10 C9 C14 119.6(7) . . ?
C11 C10 C9 120.3(9) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C6 C11 O1A 106.4(10) . . ?
C6 C11 C10 119.2(8) . . ?
O1A C11 C10 134.1(12) . . ?
C6 C11 H11 120.4 . . ?
C10 C11 H11 120.4 . . ?
O3 C12 O2 120.7(6) . . ?
O3 C12 C4 120.7(6) . . ?
O2 C12 C4 118.5(6) . . ?
O3 C12 Dy1 61.7(3) . 1_445 ?
O2 C12 Dy1 59.1(3) . 1_445 ?
C4 C12 Dy1 177.6(5) . 1_445 ?
O5 C13 O4 120.6(6) . . ?
O5 C13 C8 118.5(5) . . ?
O4 C13 C8 120.7(6) . . ?
O5 C13 Dy1 53.4(3) . . ?
O4 C13 Dy1 67.8(3) . . ?
C8 C13 Dy1 165.0(4) . . ?
O7 C14 O6 121.1(6) . . ?
O7 C14 C9 120.9(6) . . ?
O6 C14 C9 118.0(6) . . ?
O7 C14 Dy1 62.3(4) . 2_876 ?
O6 C14 Dy1 58.9(3) . 2_876 ?
C9 C14 Dy1 175.7(4) . 2_876 ?
H3WA O3W H3WB 109.5 . . ?

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
C5 N16 C1 C2 21(2) . . . . ?
N16 C1 C2 C3 -11(2) . . . . ?
N16 C1 C2 O1 176.1(13) . . . . ?
C6 O1 C2 C3 31(2) . . . . ?
C6 O1 C2 C1 -156.5(12) . . . . ?
C1 C2 C3 C4 6(2) . . . . ?
O1 C2 C3 C4 178.1(12) . . . . ?
C11 O1A C2A C3A -43(2) . . . . ?
C11 O1A C2A C1A 139.4(15) . . . . ?
C3A C2A C1A N16 13(3) . . . . ?
O1A C2A C1A N16 -169.0(13) . . . . ?
C5 N16 C1A C2A -22(2) . . . . ?
C1A C2A C3A C4 -5(3) . . . . ?
O1A C2A C3A C4 176.8(13) . . . . ?
C2 C3 C4 C5 -10.2(18) . . . . ?
C2 C3 C4 C12 -168.7(11) . . . . ?
C2A C3A C4 C5 7(2) . . . . ?
C2A C3A C4 C12 168.5(14) . . . . ?
C1 N16 C5 C4 -28.2(19) . . . . ?
C1A N16 C5 C4 25.0(16) . . . . ?
C3 C4 C5 N16 21.9(16) . . . . ?
C12 C4 C5 N16 -179.4(10) . . . . ?
C3A C4 C5 N16 -19.3(18) . . . . ?
C2 O1 C6 C11 55.5(13) . . . . ?
C2 O1 C6 C7 -133.3(11) . . . . ?
O1 C6 C7 C8 -173.0(8) . . . . ?
C11 C6 C7 C8 -2.5(12) . . . . ?
C6 C7 C8 C9 1.5(10) . . . . ?
C6 C7 C8 C13 179.2(6) . . . . ?
C7 C8 C9 C10 -0.9(10) . . . . ?
C13 C8 C9 C10 -178.5(7) . . . . ?
C7 C8 C9 C14 178.3(6) . . . . ?
C13 C8 C9 C14 0.7(9) . . . . ?
C8 C9 C10 C11 1.3(12) . . . . ?
C14 C9 C10 C11 -177.9(7) . . . . ?
C7 C6 C11 O1A -171.5(8) . . . . ?
O1 C6 C11 C10 174.5(8) . . . . ?
C7 C6 C11 C10 2.9(13) . . . . ?
C2A O1A C11 C6 -52.3(15) . . . . ?
C2A O1A C11 C10 134.5(13) . . . . ?
C9 C10 C11 C6 -2.3(13) . . . . ?
C9 C10 C11 O1A 170.3(10) . . . . ?
Dy1 O3 C12 O2 -2.2(7) 1_445 . . . ?
Dy1 O3 C12 C4 -179.8(6) 1_445 . . . ?
Dy1 O2 C12 O3 2.3(7) 1_445 . . . ?
Dy1 O2 C12 C4 179.9(6) 1_445 . . . ?
C3 C4 C12 O3 136.5(11) . . . . ?
C5 C4 C12 O3 -20.2(12) . . . . ?
C3A C4 C12 O3 178.9(11) . . . . ?
C3 C4 C12 O2 -41.2(14) . . . . ?
C5 C4 C12 O2 162.2(8) . . . . ?
C3A C4 C12 O2 1.3(13) . . . . ?
Dy1 O5 C13 O4 -10.0(7) . . . . ?
Dy1 O5 C13 C8 164.9(5) . . . . ?
Dy1 O4 C13 O5 -178.9(7) 2_776 . . . ?
Dy1 O4 C13 O5 8.7(6) . . . . ?
Dy1 O4 C13 C8 6.3(15) 2_776 . . . ?
Dy1 O4 C13 C8 -166.2(5) . . . . ?
Dy1 O4 C13 Dy1 172.5(11) 2_776 . . . ?
C7 C8 C13 O5 -82.2(8) . . . . ?
C9 C8 C13 O5 95.4(8) . . . . ?
C7 C8 C13 O4 92.7(8) . . . . ?
C9 C8 C13 O4 -89.7(8) . . . . ?
C7 C8 C13 Dy1 -28.7(19) . . . . ?
C9 C8 C13 Dy1 149.0(13) . . . . ?
Dy1 O7 C14 O6 3.2(7) 2_876 . . . ?
Dy1 O7 C14 C9 -176.7(5) 2_876 . . . ?
Dy1 O6 C14 O7 -3.3(7) 2_876 . . . ?
Dy1 O6 C14 C9 176.6(5) 2_876 . . . ?
C8 C9 C14 O7 173.8(6) . . . . ?
C10 C9 C14 O7 -7.0(10) . . . . ?
C8 C9 C14 O6 -6.1(9) . . . . ?
C10 C9 C14 O6 173.2(6) . . . . ?

_refine_diff_density_max         0.947
_refine_diff_density_min         -1.056
_refine_diff_density_rms         0.325



####################################################################### 
# 
# 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_S_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1873006'
loop_
_audit_author_name
_audit_author_address
'Ruiqing Fan '
;Harbin Institute of Technology
China
;
_audit_update_record             
;
2018-10-12 deposited with the CCDC.	2019-02-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H12 N O10 Tb'
_chemical_formula_weight         513.17

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_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, -y, -z'

_cell_length_a                   5.9619(19)
_cell_length_b                   11.757(4)
_cell_length_c                   12.566(4)
_cell_angle_alpha                110.209(4)
_cell_angle_beta                 94.073(4)
_cell_angle_gamma                103.086(3)
_cell_volume                     794.3(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2763
_cell_measurement_theta_min      2.983
_cell_measurement_theta_max      24.997

_exptl_crystal_description       flake
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.146
_exptl_crystal_F_000             496
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.240
_exptl_absorpt_coefficient_mu    4.510
_shelx_estimated_absorpt_T_min   0.365
_shelx_estimated_absorpt_T_max   0.411
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.383
_exptl_absorpt_correction_T_max  0.402
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Smart APEX CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5500
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_av_R_equivalents  0.0173
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.750
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_full        24.995
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             2763
_reflns_number_gt                2548
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0532P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2763
_refine_ls_number_parameters     277
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0310
_refine_ls_R_factor_gt           0.0253
_refine_ls_wR_factor_ref         0.0888
_refine_ls_wR_factor_gt          0.0675
_refine_ls_goodness_of_fit_ref   1.268
_refine_ls_restrained_S_all      1.283
_refine_ls_shift/su_max          0.090
_refine_ls_shift/su_mean         0.002

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
Tb1 Tb 0.87689(4) 0.38632(2) 0.59654(2) 0.02540(13) Uani 1 1 d . . . . .
O1W O 1.2515(7) 0.5118(4) 0.6910(4) 0.0378(10) Uani 1 1 d . . . . .
H1WA H 1.3382 0.5335 0.6424 0.057 Uiso 1 1 d R U . . .
H1WB H 1.3272 0.4716 0.7233 0.057 Uiso 1 1 d R U . . .
O2 O 0.8920(7) 0.4063(5) 0.8008(4) 0.0441(11) Uani 1 1 d . . . . .
O2W O 1.0855(9) 0.2365(5) 0.6010(5) 0.0542(14) Uani 1 1 d . . . . .
H2WA H 1.0109 0.1859 0.6304 0.081 Uiso 1 1 d R U . . .
H2WB H 1.2217 0.2750 0.6423 0.081 Uiso 1 1 d R U . . .
O3 O 0.5657(8) 0.2954(4) 0.6819(4) 0.0430(11) Uani 1 1 d . . . . .
O4 O -0.6469(8) -0.1840(4) 0.5522(5) 0.0480(12) Uani 1 1 d . . . . .
O5 O -0.5419(7) -0.3535(3) 0.5400(4) 0.0323(9) Uani 1 1 d . . . . .
O6 O -0.0654(7) -0.3956(4) 0.5597(4) 0.0340(10) Uani 1 1 d . . . . .
O7 O -0.2447(8) -0.4276(4) 0.6968(4) 0.0349(10) Uani 1 1 d . . . . .
N1 N 0.5836(15) 0.3680(7) 1.0790(6) 0.085(3) Uani 1 1 d . U . . .
O1 O -0.020(2) 0.1550(10) 0.9084(11) 0.042(4) Uani 0.381(7) 1 d . . P A 1
C1 C 0.308(3) 0.3029(15) 1.0431(16) 0.042(5) Uani 0.381(7) 1 d . . P A 1
H1 H 0.2134 0.3146 1.0996 0.051 Uiso 0.381(7) 1 calc R U P A 1
C2 C 0.206(3) 0.2290(14) 0.9288(15) 0.033(4) Uani 0.381(7) 1 d . . P A 1
C3 C 0.328(4) 0.2389(16) 0.8415(16) 0.038(4) Uani 0.381(7) 1 d . . P A 1
H3 H 0.2588 0.2008 0.7647 0.045 Uiso 0.381(7) 1 calc R U P A 1
O1A O 0.2316(13) 0.0528(7) 0.9417(6) 0.042(2) Uani 0.619(7) 1 d . . P A 2
C1A C 0.4568(19) 0.2509(11) 1.0613(9) 0.040(3) Uani 0.619(7) 1 d . . P A 2
H1A H 0.4312 0.2262 1.1231 0.048 Uiso 0.619(7) 1 calc R U P A 2
C2A C 0.3660(16) 0.1685(9) 0.9513(8) 0.029(2) Uani 0.619(7) 1 d . . P A 2
C3A C 0.4331(19) 0.1998(10) 0.8598(8) 0.028(2) Uani 0.619(7) 1 d . . P A 2
H3A H 0.3768 0.1421 0.7851 0.034 Uiso 0.619(7) 1 calc R U P A 2
C4 C 0.5823(13) 0.3152(6) 0.8777(6) 0.0451(18) Uani 1 1 d . . . . .
C5 C 0.6722(13) 0.3889(6) 0.9919(6) 0.053(2) Uani 1 1 d . . . . .
H5 H 0.8021 0.4569 1.0081 0.063 Uiso 1 1 calc R U . . .
C6 C -0.0852(17) 0.0378(7) 0.8244(8) 0.063(3) Uani 1 1 d . . . . .
H6 H -0.0680 0.1228 0.8653 0.075 Uiso 0.619(7) 1 calc R U P A 2
C7 C -0.2720(13) -0.0326(6) 0.7355(8) 0.054(2) Uani 1 1 d . . . . .
H7 H -0.3779 0.0067 0.7154 0.065 Uiso 1 1 calc R U . . .
C8 C -0.3029(10) -0.1607(5) 0.6762(5) 0.0317(14) Uani 1 1 d . . . . .
C9 C -0.1371(10) -0.2181(5) 0.7045(5) 0.0288(13) Uani 1 1 d . . . . .
C10 C 0.0471(12) -0.1454(6) 0.7922(6) 0.0412(16) Uani 1 1 d . . . . .
H10 H 0.1569 -0.1826 0.8122 0.049 Uiso 1 1 calc R U . . .
C11 C 0.0720(16) -0.0209(7) 0.8499(6) 0.059(2) Uani 1 1 d . . . . .
H11 H 0.1990 0.0253 0.9082 0.070 Uiso 0.381(7) 1 calc R U P A 1
C12 C 0.6882(11) 0.3421(6) 0.7826(6) 0.0328(14) Uani 1 1 d . . . . .
C13 C -0.5087(10) -0.2365(5) 0.5849(6) 0.0313(14) Uani 1 1 d . . . . .
C14 C -0.1550(9) -0.3544(5) 0.6484(5) 0.0263(12) Uani 1 1 d . . . . .
O3W O 0.239(3) 0.0172(15) 0.5381(15) 0.183(5) Uani 1 1 d G U . . .
H3WA H 0.1689 -0.0060 0.5868 0.275 Uiso 1 1 d G U . . .
H3WB H 0.3265 -0.0299 0.5112 0.275 Uiso 1 1 d G 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
Tb1 O1W 2.344(4) . ?
Tb1 O6 2.353(4) 2_656 ?
Tb1 O2W 2.388(5) . ?
Tb1 O5 2.406(4) 2_556 ?
Tb1 O7 2.417(4) 1_665 ?
Tb1 O3 2.432(4) . ?
Tb1 O4 2.474(5) 2_556 ?
Tb1 O2 2.488(5) . ?
Tb1 O6 2.711(4) 1_665 ?
Tb1 C13 2.808(6) 2_556 ?
Tb1 C12 2.820(6) . ?
Tb1 C14 2.942(6) 1_665 ?
O1W H1WA 0.8926 . ?
O1W H1WB 0.8921 . ?
O2 C12 1.235(7) . ?
O2W H2WA 0.8626 . ?
O2W H2WB 0.8627 . ?
O3 C12 1.281(8) . ?
O4 C13 1.260(8) . ?
O4 Tb1 2.474(5) 2_556 ?
O5 C13 1.254(7) . ?
O5 Tb1 2.406(4) 2_556 ?
O6 C14 1.261(7) . ?
O6 Tb1 2.353(4) 2_656 ?
O6 Tb1 2.711(4) 1_445 ?
O7 C14 1.263(7) . ?
O7 Tb1 2.417(4) 1_445 ?
N1 C5 1.322(9) . ?
N1 C1A 1.345(12) . ?
N1 C1 1.61(2) . ?
O1 C6 1.363(12) . ?
O1 C2 1.380(19) . ?
C1 C2 1.40(2) . ?
C1 H1 0.9300 . ?
C2 C3 1.38(2) . ?
C3 C4 1.52(2) . ?
C3 H3 0.9300 . ?
O1A C11 1.328(10) . ?
O1A C2A 1.374(12) . ?
C1A C2A 1.369(14) . ?
C1A H1A 0.9300 . ?
C2A C3A 1.381(14) . ?
C3A C4 1.377(12) . ?
C3A H3A 0.9300 . ?
C4 C5 1.385(10) . ?
C4 C12 1.485(9) . ?
C5 H5 0.9300 . ?
C6 C11 1.364(13) . ?
C6 C7 1.393(13) . ?
C6 H6 0.9300 . ?
C7 C8 1.392(9) . ?
C7 H7 0.9300 . ?
C8 C9 1.406(9) . ?
C8 C13 1.488(9) . ?
C9 C10 1.380(9) . ?
C9 C14 1.486(8) . ?
C10 C11 1.358(11) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C13 Tb1 2.808(6) 2_556 ?
C14 Tb1 2.942(6) 1_445 ?
O3W H3WA 0.8503 . ?
O3W H3WB 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
O1W Tb1 O6 78.68(15) . 2_656 ?
O1W Tb1 O2W 76.56(17) . . ?
O6 Tb1 O2W 85.04(17) 2_656 . ?
O1W Tb1 O5 147.02(15) . 2_556 ?
O6 Tb1 O5 80.95(15) 2_656 2_556 ?
O2W Tb1 O5 127.09(16) . 2_556 ?
O1W Tb1 O7 84.30(15) . 1_665 ?
O6 Tb1 O7 114.46(14) 2_656 1_665 ?
O2W Tb1 O7 149.50(19) . 1_665 ?
O5 Tb1 O7 80.88(14) 2_556 1_665 ?
O1W Tb1 O3 126.74(15) . . ?
O6 Tb1 O3 153.05(16) 2_656 . ?
O2W Tb1 O3 92.15(18) . . ?
O5 Tb1 O3 79.48(15) 2_556 . ?
O7 Tb1 O3 80.42(15) 1_665 . ?
O1W Tb1 O4 145.69(16) . 2_556 ?
O6 Tb1 O4 80.86(16) 2_656 2_556 ?
O2W Tb1 O4 74.47(17) . 2_556 ?
O5 Tb1 O4 53.05(14) 2_556 2_556 ?
O7 Tb1 O4 129.48(15) 1_665 2_556 ?
O3 Tb1 O4 72.59(17) . 2_556 ?
O1W Tb1 O2 73.82(14) . . ?
O6 Tb1 O2 150.67(15) 2_656 . ?
O2W Tb1 O2 78.93(19) . . ?
O5 Tb1 O2 128.21(14) 2_556 . ?
O7 Tb1 O2 72.99(16) 1_665 . ?
O3 Tb1 O2 52.92(14) . . ?
O4 Tb1 O2 117.43(16) 2_556 . ?
O1W Tb1 O6 73.35(14) . 1_665 ?
O6 Tb1 O6 64.42(15) 2_656 1_665 ?
O2W Tb1 O6 140.43(16) . 1_665 ?
O5 Tb1 O6 74.53(13) 2_556 1_665 ?
O7 Tb1 O6 50.06(13) 1_665 1_665 ?
O3 Tb1 O6 126.52(15) . 1_665 ?
O4 Tb1 O6 120.95(15) 2_556 1_665 ?
O2 Tb1 O6 115.65(14) . 1_665 ?
O1W Tb1 C13 159.18(17) . 2_556 ?
O6 Tb1 C13 80.52(16) 2_656 2_556 ?
O2W Tb1 C13 101.00(18) . 2_556 ?
O5 Tb1 C13 26.42(15) 2_556 2_556 ?
O7 Tb1 C13 105.10(16) 1_665 2_556 ?
O3 Tb1 C13 73.72(16) . 2_556 ?
O4 Tb1 C13 26.65(16) 2_556 2_556 ?
O2 Tb1 C13 126.45(15) . 2_556 ?
O6 Tb1 C13 98.18(15) 1_665 2_556 ?
O1W Tb1 C12 99.77(17) . . ?
O6 Tb1 C12 170.09(16) 2_656 . ?
O2W Tb1 C12 85.09(19) . . ?
O5 Tb1 C12 104.50(17) 2_556 . ?
O7 Tb1 C12 74.90(16) 1_665 . ?
O3 Tb1 C12 26.97(17) . . ?
O4 Tb1 C12 95.70(18) 2_556 . ?
O2 Tb1 C12 25.95(16) . . ?
O6 Tb1 C12 124.75(16) 1_665 . ?
C13 Tb1 C12 100.61(18) 2_556 . ?
O1W Tb1 C14 75.73(16) . 1_665 ?
O6 Tb1 C14 89.74(15) 2_656 1_665 ?
O2W Tb1 C14 152.30(16) . 1_665 ?
O5 Tb1 C14 78.53(14) 2_556 1_665 ?
O7 Tb1 C14 24.87(15) 1_665 1_665 ?
O3 Tb1 C14 104.23(16) . 1_665 ?
O4 Tb1 C14 131.50(16) 2_556 1_665 ?
O2 Tb1 C14 93.16(16) . 1_665 ?
O6 Tb1 C14 25.36(14) 1_665 1_665 ?
C13 Tb1 C14 104.94(17) 2_556 1_665 ?
C12 Tb1 C14 99.40(16) . 1_665 ?
Tb1 O1W H1WA 111.4 . . ?
Tb1 O1W H1WB 111.5 . . ?
H1WA O1W H1WB 107.3 . . ?
C12 O2 Tb1 92.2(4) . . ?
Tb1 O2W H2WA 110.2 . . ?
Tb1 O2W H2WB 109.8 . . ?
H2WA O2W H2WB 108.8 . . ?
C12 O3 Tb1 93.6(3) . . ?
C13 O4 Tb1 91.6(4) . 2_556 ?
C13 O5 Tb1 95.0(4) . 2_556 ?
C14 O6 Tb1 156.6(4) . 2_656 ?
C14 O6 Tb1 87.6(3) . 1_445 ?
Tb1 O6 Tb1 115.58(15) 2_656 1_445 ?
C14 O7 Tb1 101.5(3) . 1_445 ?
C5 N1 C1A 118.2(7) . . ?
C5 N1 C1 110.4(10) . . ?
C6 O1 C2 120.3(11) . . ?
C2 C1 N1 121.7(14) . . ?
C2 C1 H1 119.2 . . ?
N1 C1 H1 119.2 . . ?
O1 C2 C3 122.8(16) . . ?
O1 C2 C1 117.8(15) . . ?
C3 C2 C1 119.2(15) . . ?
C2 C3 C4 116.5(15) . . ?
C2 C3 H3 121.7 . . ?
C4 C3 H3 121.7 . . ?
C11 O1A C2A 122.4(8) . . ?
N1 C1A C2A 119.3(9) . . ?
N1 C1A H1A 120.4 . . ?
C2A C1A H1A 120.4 . . ?
C1A C2A O1A 115.3(9) . . ?
C1A C2A C3A 119.7(9) . . ?
O1A C2A C3A 124.7(8) . . ?
C4 C3A C2A 120.9(8) . . ?
C4 C3A H3A 119.6 . . ?
C2A C3A H3A 119.6 . . ?
C3A C4 C5 114.7(7) . . ?
C3A C4 C12 121.4(7) . . ?
C5 C4 C12 121.7(6) . . ?
C5 C4 C3 121.0(9) . . ?
C12 C4 C3 113.2(9) . . ?
N1 C5 C4 123.6(7) . . ?
N1 C5 H5 118.2 . . ?
C4 C5 H5 118.2 . . ?
O1 C6 C11 104.3(10) . . ?
O1 C6 C7 136.8(11) . . ?
C11 C6 C7 118.4(7) . . ?
C11 C6 H6 120.8 . . ?
C7 C6 H6 120.8 . . ?
C8 C7 C6 121.1(8) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C7 C8 C9 119.0(6) . . ?
C7 C8 C13 120.8(6) . . ?
C9 C8 C13 120.2(5) . . ?
C10 C9 C8 118.4(6) . . ?
C10 C9 C14 118.0(6) . . ?
C8 C9 C14 123.5(5) . . ?
C11 C10 C9 121.6(8) . . ?
C11 C10 H10 119.2 . . ?
C9 C10 H10 119.2 . . ?
O1A C11 C10 125.2(10) . . ?
O1A C11 C6 113.0(8) . . ?
C10 C11 C6 121.4(8) . . ?
C10 C11 H11 119.3 . . ?
C6 C11 H11 119.3 . . ?
O2 C12 O3 121.3(6) . . ?
O2 C12 C4 120.0(6) . . ?
O3 C12 C4 118.7(6) . . ?
O2 C12 Tb1 61.9(3) . . ?
O3 C12 Tb1 59.4(3) . . ?
C4 C12 Tb1 178.0(5) . . ?
O5 C13 O4 120.3(6) . . ?
O5 C13 C8 119.2(6) . . ?
O4 C13 C8 120.5(5) . . ?
O5 C13 Tb1 58.6(3) . 2_556 ?
O4 C13 Tb1 61.7(3) . 2_556 ?
C8 C13 Tb1 176.2(4) . 2_556 ?
O6 C14 O7 120.0(5) . . ?
O6 C14 C9 121.1(5) . . ?
O7 C14 C9 118.6(5) . . ?
O6 C14 Tb1 67.0(3) . 1_445 ?
O7 C14 Tb1 53.6(3) . 1_445 ?
C9 C14 Tb1 164.9(4) . 1_445 ?
H3WA O3W H3WB 109.5 . . ?

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
C5 N1 C1 C2 27(2) . . . . ?
C6 O1 C2 C3 42(2) . . . . ?
C6 O1 C2 C1 -142.0(16) . . . . ?
N1 C1 C2 O1 166.2(14) . . . . ?
N1 C1 C2 C3 -18(3) . . . . ?
O1 C2 C3 C4 -174.9(14) . . . . ?
C1 C2 C3 C4 9(3) . . . . ?
C5 N1 C1A C2A -19.1(18) . . . . ?
N1 C1A C2A O1A -177.6(10) . . . . ?
N1 C1A C2A C3A 9.5(18) . . . . ?
C11 O1A C2A C1A 157.2(10) . . . . ?
C11 O1A C2A C3A -30.3(16) . . . . ?
C1A C2A C3A C4 -2.9(18) . . . . ?
O1A C2A C3A C4 -175.2(10) . . . . ?
C2A C3A C4 C5 5.7(15) . . . . ?
C2A C3A C4 C12 169.3(9) . . . . ?
C2 C3 C4 C5 -11(2) . . . . ?
C2 C3 C4 C12 -168.9(14) . . . . ?
C1A N1 C5 C4 23.3(16) . . . . ?
C1 N1 C5 C4 -29.7(14) . . . . ?
C3A C4 C5 N1 -16.3(14) . . . . ?
C12 C4 C5 N1 -179.8(8) . . . . ?
C3 C4 C5 N1 24.5(16) . . . . ?
C2 O1 C6 C11 54.2(16) . . . . ?
C2 O1 C6 C7 -134.2(14) . . . . ?
O1 C6 C7 C8 -168.7(11) . . . . ?
C11 C6 C7 C8 2.1(12) . . . . ?
C6 C7 C8 C9 -2.3(11) . . . . ?
C6 C7 C8 C13 177.2(7) . . . . ?
C7 C8 C9 C10 1.6(9) . . . . ?
C13 C8 C9 C10 -177.9(6) . . . . ?
C7 C8 C9 C14 178.8(6) . . . . ?
C13 C8 C9 C14 -0.7(9) . . . . ?
C8 C9 C10 C11 -0.7(9) . . . . ?
C14 C9 C10 C11 -178.1(6) . . . . ?
C2A O1A C11 C10 132.3(9) . . . . ?
C2A O1A C11 C6 -54.1(12) . . . . ?
C9 C10 C11 O1A 173.6(7) . . . . ?
C9 C10 C11 C6 0.5(11) . . . . ?
C7 C6 C11 O1A -175.0(7) . . . . ?
O1 C6 C11 C10 172.4(8) . . . . ?
C7 C6 C11 C10 -1.1(12) . . . . ?
Tb1 O2 C12 O3 0.7(7) . . . . ?
Tb1 O2 C12 C4 179.4(6) . . . . ?
Tb1 O3 C12 O2 -0.7(7) . . . . ?
Tb1 O3 C12 C4 -179.4(5) . . . . ?
C3A C4 C12 O2 -141.9(9) . . . . ?
C5 C4 C12 O2 20.5(11) . . . . ?
C3 C4 C12 O2 178.0(10) . . . . ?
C3A C4 C12 O3 36.8(12) . . . . ?
C5 C4 C12 O3 -160.8(7) . . . . ?
C3 C4 C12 O3 -3.3(13) . . . . ?
Tb1 O5 C13 O4 2.8(6) 2_556 . . . ?
Tb1 O5 C13 C8 -176.5(5) 2_556 . . . ?
Tb1 O4 C13 O5 -2.7(6) 2_556 . . . ?
Tb1 O4 C13 C8 176.6(5) 2_556 . . . ?
C7 C8 C13 O5 -174.0(6) . . . . ?
C9 C8 C13 O5 5.5(9) . . . . ?
C7 C8 C13 O4 6.7(10) . . . . ?
C9 C8 C13 O4 -173.8(6) . . . . ?
Tb1 O6 C14 O7 178.7(7) 2_656 . . . ?
Tb1 O6 C14 O7 -8.3(5) 1_445 . . . ?
Tb1 O6 C14 C9 -7.3(13) 2_656 . . . ?
Tb1 O6 C14 C9 165.7(5) 1_445 . . . ?
Tb1 O6 C14 Tb1 -173.0(10) 2_656 . . 1_445 ?
Tb1 O7 C14 O6 9.5(6) 1_445 . . . ?
Tb1 O7 C14 C9 -164.6(4) 1_445 . . . ?
C10 C9 C14 O6 -92.5(7) . . . . ?
C8 C9 C14 O6 90.3(7) . . . . ?
C10 C9 C14 O7 81.6(7) . . . . ?
C8 C9 C14 O7 -95.6(7) . . . . ?
C10 C9 C14 Tb1 26.7(17) . . . 1_445 ?
C8 C9 C14 Tb1 -150.5(12) . . . 1_445 ?

_refine_diff_density_max         0.812
_refine_diff_density_min         -0.991
_refine_diff_density_rms         0.315



