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

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

data_C
_database_code_depnum_ccdc_archive 'CCDC 2207229'
loop_
_audit_author_name
_audit_author_address
'Ruiqing Fan'
;Harbin Institute of Technology
China
;
_audit_update_record             
;
2022-09-14 deposited with the CCDC.	2022-12-13 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            'C19 H12 Eu N2 O7'
_chemical_formula_weight         532.27

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   24.6008(12)
_cell_length_b                   8.2296(4)
_cell_length_c                   19.3862(8)
_cell_angle_alpha                90
_cell_angle_beta                 107.132(2)
_cell_angle_gamma                90
_cell_volume                     3750.7(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3219
_cell_measurement_theta_min      4.15
_cell_measurement_theta_max      22.30

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.885
_exptl_crystal_F_000             2072
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.028
_exptl_crystal_size_mid          0.025
_exptl_crystal_size_min          0.022
_exptl_absorpt_coefficient_mu    3.390
_shelx_estimated_absorpt_T_min   0.911
_shelx_estimated_absorpt_T_max   0.929
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8683
_exptl_absorpt_correction_T_max  0.8926
_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                   ?
_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            19672
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_av_R_equivalents  0.0467
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.622
_diffrn_reflns_theta_max         24.783
_diffrn_reflns_theta_full        24.783
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3210
_reflns_number_gt                2913
_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       'APEX2 (Bruker, 2005)'
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_reduction        SAINT
_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)+(0.0066P)²+62.3158P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3210
_refine_ls_number_parameters     250
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0411
_refine_ls_wR_factor_ref         0.0989
_refine_ls_wR_factor_gt          0.0971
_refine_ls_goodness_of_fit_ref   1.269
_refine_ls_restrained_S_all      1.282
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Eu1 Eu 0.25912(2) -0.26398(4) 0.78102(2) 0.02851(13) Uani 1 1 d . . . . .
O1 O 0.2328(3) -0.5843(6) 0.6212(3) 0.0446(15) Uani 1 1 d . . . . .
O2 O 0.2047(2) -0.3655(6) 0.6672(3) 0.0394(13) Uani 1 1 d . . . . .
O3 O 0.2409(3) -0.5672(6) 0.3699(3) 0.0466(15) Uani 1 1 d . . . . .
O4 O 0.1997(2) -0.3641(7) 0.2992(3) 0.0420(13) Uani 1 1 d . . . . .
O5 O 0.1071(3) -0.0299(8) 0.4529(3) 0.0546(17) Uani 1 1 d . . . . .
O6 O 0.1965(2) -0.0186(6) 0.7310(3) 0.0404(13) Uani 1 1 d . . . . .
O7 O 0.1547(3) -0.2190(7) 0.7698(3) 0.0525(15) Uani 1 1 d . . . . .
N1 N -0.0528(3) 0.5894(10) 0.3790(5) 0.065(2) Uani 1 1 d . . . . .
N2 N -0.1342(3) 0.7256(9) 0.3447(4) 0.0517(18) Uani 1 1 d . . . . .
C1 C 0.2118(3) -0.4450(8) 0.6160(4) 0.0321(17) Uani 1 1 d . . . . .
C2 C 0.1924(3) -0.3715(8) 0.5415(4) 0.0294(15) Uani 1 1 d . . . . .
C3 C 0.2093(3) -0.4408(8) 0.4862(4) 0.0294(15) Uani 1 1 d . . . . .
H3A H 0.2310 -0.5354 0.4943 0.035 Uiso 1 1 calc R U . . .
C4 C 0.1939(3) -0.3681(8) 0.4183(4) 0.0293(15) Uani 1 1 d . . . . .
C5 C 0.2140(4) -0.4388(9) 0.3591(4) 0.0358(18) Uani 1 1 d . . . . .
C6 C 0.1599(3) -0.2291(9) 0.4061(4) 0.0368(17) Uani 1 1 d . . . . .
H6A H 0.1489 -0.1813 0.3606 0.044 Uiso 1 1 calc R U . . .
C7 C 0.1426(3) -0.1629(9) 0.4611(4) 0.0361(17) Uani 1 1 d . . . . .
C8 C 0.1592(3) -0.2328(9) 0.5297(4) 0.0367(17) Uani 1 1 d . . . . .
H8A H 0.1480 -0.1867 0.5672 0.044 Uiso 1 1 calc R U . . .
C9 C 0.1006(6) 0.0630(15) 0.3903(7) 0.085(4) Uani 1 1 d . . . . .
H9A H 0.0869 -0.0050 0.3478 0.102 Uiso 1 1 calc R U . . .
H9B H 0.1369 0.1090 0.3903 0.102 Uiso 1 1 calc R U . . .
C10 C 0.0584(3) 0.1973(8) 0.3891(5) 0.069(3) Uani 1 1 d G . . . .
C11 C 0.0800(2) 0.3537(10) 0.4043(6) 0.118(5) Uani 1 1 d G U . . .
H11A H 0.1190 0.3716 0.4162 0.141 Uiso 1 1 calc R U . . .
C12 C 0.0432(3) 0.4834(7) 0.4015(6) 0.128(6) Uani 1 1 d G U . . .
H12A H 0.0576 0.5881 0.4116 0.154 Uiso 1 1 calc R U . . .
C13 C -0.0151(3) 0.4567(7) 0.3836(5) 0.063(3) Uani 1 1 d G U . . .
C14 C -0.0366(2) 0.3003(9) 0.3685(6) 0.121(6) Uani 1 1 d G . . . .
H14A H -0.0756 0.2824 0.3565 0.145 Uiso 1 1 calc R U . . .
C15 C 0.0001(3) 0.1706(7) 0.3712(6) 0.115(6) Uani 1 1 d G . . . .
H15A H -0.0143 0.0659 0.3611 0.138 Uiso 1 1 calc R U . . .
C16 C -0.0480(6) 0.7208(16) 0.4234(8) 0.120(7) Uani 1 1 d . . . . .
H16A H -0.0165 0.7501 0.4614 0.144 Uiso 1 1 calc R U . . .
C17 C -0.0984(6) 0.7997(15) 0.4009(7) 0.102(5) Uani 1 1 d . . . . .
H17A H -0.1069 0.8940 0.4220 0.122 Uiso 1 1 calc R U . . .
C18 C -0.1049(4) 0.5975(11) 0.3324(5) 0.053(2) Uani 1 1 d . . . . .
H18A H -0.1192 0.5226 0.2956 0.064 Uiso 1 1 calc R U . . .
C19 C 0.1536(4) -0.0806(11) 0.7432(5) 0.045(2) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Eu1 O4 2.342(5) 7_546 ?
Eu1 O3 2.358(5) 6_546 ?
Eu1 O1 2.365(5) 4_556 ?
Eu1 O2 2.370(5) . ?
Eu1 O6 2.406(5) 4_546 ?
Eu1 O7 2.541(6) . ?
Eu1 O6 2.551(5) . ?
Eu1 N2 2.569(7) 8_556 ?
Eu1 C19 2.905(9) . ?
Eu1 C5 3.240(8) 6_546 ?
Eu1 C1 3.247(7) 4_556 ?
Eu1 Eu1 4.2733(3) 4_546 ?
O1 C1 1.249(9) . ?
O1 Eu1 2.365(5) 4_546 ?
O2 C1 1.244(9) . ?
O3 C5 1.232(9) . ?
O3 Eu1 2.358(5) 6_545 ?
O4 C5 1.268(9) . ?
O4 Eu1 2.343(5) 7_546 ?
O5 C7 1.381(9) . ?
O5 C9 1.403(11) . ?
O6 C19 1.257(10) . ?
O6 Eu1 2.406(5) 4_556 ?
O7 C19 1.247(11) . ?
N1 C18 1.334(11) . ?
N1 C16 1.365(14) . ?
N1 C13 1.419(9) . ?
N2 C17 1.330(13) . ?
N2 C18 1.338(11) . ?
N2 Eu1 2.568(7) 8_455 ?
C1 C2 1.508(10) . ?
C1 Eu1 3.247(7) 4_546 ?
C2 C3 1.382(10) . ?
C2 C8 1.383(10) . ?
C3 C4 1.393(10) . ?
C3 H3A 0.9300 . ?
C4 C6 1.396(10) . ?
C4 C5 1.496(10) . ?
C5 Eu1 3.240(8) 6_545 ?
C6 C7 1.370(11) . ?
C6 H6A 0.9300 . ?
C7 C8 1.397(10) . ?
C8 H8A 0.9300 . ?
C9 C10 1.512(11) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.3900 . ?
C10 C15 1.3900 . ?
C11 C12 1.3900 . ?
C11 H11A 0.9300 . ?
C12 C13 1.3900 . ?
C12 H12A 0.9300 . ?
C13 C14 1.3900 . ?
C14 C15 1.3900 . ?
C14 H14A 0.9300 . ?
C15 H15A 0.9300 . ?
C16 C17 1.354(16) . ?
C16 H16A 0.9300 . ?
C17 H17A 0.9300 . ?
C18 H18A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Eu1 O3 164.5(2) 7_546 6_546 ?
O4 Eu1 O1 107.5(2) 7_546 4_556 ?
O3 Eu1 O1 76.81(18) 6_546 4_556 ?
O4 Eu1 O2 77.11(19) 7_546 . ?
O3 Eu1 O2 107.2(2) 6_546 . ?
O1 Eu1 O2 149.0(2) 4_556 . ?
O4 Eu1 O6 91.72(19) 7_546 4_546 ?
O3 Eu1 O6 75.35(19) 6_546 4_546 ?
O1 Eu1 O6 133.54(19) 4_556 4_546 ?
O2 Eu1 O6 75.56(18) . 4_546 ?
O4 Eu1 O7 120.1(2) 7_546 . ?
O3 Eu1 O7 75.1(2) 6_546 . ?
O1 Eu1 O7 79.7(2) 4_556 . ?
O2 Eu1 O7 72.04(19) . . ?
O6 Eu1 O7 126.5(2) 4_546 . ?
O4 Eu1 O6 73.89(19) 7_546 . ?
O3 Eu1 O6 121.4(2) 6_546 . ?
O1 Eu1 O6 73.05(18) 4_556 . ?
O2 Eu1 O6 79.22(17) . . ?
O6 Eu1 O6 153.24(5) 4_546 . ?
O7 Eu1 O6 50.96(19) . . ?
O4 Eu1 N2 71.5(2) 7_546 8_556 ?
O3 Eu1 N2 96.2(2) 6_546 8_556 ?
O1 Eu1 N2 72.8(2) 4_556 8_556 ?
O2 Eu1 N2 135.1(2) . 8_556 ?
O6 Eu1 N2 74.1(2) 4_546 8_556 ?
O7 Eu1 N2 152.5(2) . 8_556 ?
O6 Eu1 N2 120.1(2) . 8_556 ?
O4 Eu1 C19 97.4(2) 7_546 . ?
O3 Eu1 C19 98.2(2) 6_546 . ?
O1 Eu1 C19 74.7(2) 4_556 . ?
O2 Eu1 C19 74.3(2) . . ?
O6 Eu1 C19 145.6(2) 4_546 . ?
O7 Eu1 C19 25.4(2) . . ?
O6 Eu1 C19 25.6(2) . . ?
N2 Eu1 C19 140.2(2) 8_556 . ?
O4 Eu1 C5 157.63(19) 7_546 6_546 ?
O3 Eu1 C5 17.90(19) 6_546 6_546 ?
O1 Eu1 C5 93.29(18) 4_556 6_546 ?
O2 Eu1 C5 89.49(19) . 6_546 ?
O6 Eu1 C5 67.37(19) 4_546 6_546 ?
O7 Eu1 C5 70.9(2) . 6_546 ?
O6 Eu1 C5 121.56(19) . 6_546 ?
N2 Eu1 C5 108.1(2) 8_556 6_546 ?
C19 Eu1 C5 96.1(2) . 6_546 ?
O4 Eu1 C1 89.11(19) 7_546 4_556 ?
O3 Eu1 C1 94.69(18) 6_546 4_556 ?
O1 Eu1 C1 18.36(19) 4_556 4_556 ?
O2 Eu1 C1 144.96(18) . 4_556 ?
O6 Eu1 C1 137.73(19) 4_546 4_556 ?
O7 Eu1 C1 88.22(19) . 4_556 ?
O6 Eu1 C1 65.96(18) . 4_556 ?
N2 Eu1 C1 66.2(2) 8_556 4_556 ?
C19 Eu1 C1 75.7(2) . 4_556 ?
C5 Eu1 C1 111.53(18) 6_546 4_556 ?
O4 Eu1 Eu1 106.05(14) 7_546 4_546 ?
O3 Eu1 Eu1 67.14(13) 6_546 4_546 ?
O1 Eu1 Eu1 143.56(13) 4_556 4_546 ?
O2 Eu1 Eu1 54.19(13) . 4_546 ?
O6 Eu1 Eu1 31.45(14) 4_546 4_546 ?
O7 Eu1 Eu1 95.53(14) . 4_546 ?
O6 Eu1 Eu1 130.81(12) . 4_546 ?
N2 Eu1 Eu1 105.15(17) 8_556 4_546 ?
C19 Eu1 Eu1 114.66(17) . 4_546 ?
C5 Eu1 Eu1 51.86(13) 6_546 4_546 ?
C1 Eu1 Eu1 159.59(13) 4_556 4_546 ?
C1 O1 Eu1 125.0(5) . 4_546 ?
C1 O2 Eu1 139.0(5) . . ?
C5 O3 Eu1 126.1(5) . 6_545 ?
C5 O4 Eu1 140.2(5) . 7_546 ?
C7 O5 C9 115.9(7) . . ?
C19 O6 Eu1 143.3(5) . 4_556 ?
C19 O6 Eu1 93.1(5) . . ?
Eu1 O6 Eu1 119.1(2) 4_556 . ?
C19 O7 Eu1 93.9(5) . . ?
C18 N1 C16 106.0(8) . . ?
C18 N1 C13 124.1(8) . . ?
C16 N1 C13 129.5(8) . . ?
C17 N2 C18 104.2(8) . . ?
C17 N2 Eu1 132.4(7) . 8_455 ?
C18 N2 Eu1 122.6(6) . 8_455 ?
O2 C1 O1 124.8(7) . . ?
O2 C1 C2 118.3(6) . . ?
O1 C1 C2 116.9(6) . . ?
O2 C1 Eu1 89.5(4) . 4_546 ?
O1 C1 Eu1 36.6(3) . 4_546 ?
C2 C1 Eu1 149.7(5) . 4_546 ?
C3 C2 C8 120.7(7) . . ?
C3 C2 C1 119.6(6) . . ?
C8 C2 C1 119.6(6) . . ?
C2 C3 C4 119.7(7) . . ?
C2 C3 H3A 120.2 . . ?
C4 C3 H3A 120.2 . . ?
C3 C4 C6 119.7(7) . . ?
C3 C4 C5 119.9(7) . . ?
C6 C4 C5 120.4(6) . . ?
O3 C5 O4 124.2(7) . . ?
O3 C5 C4 119.0(7) . . ?
O4 C5 C4 116.7(7) . . ?
O3 C5 Eu1 36.0(4) . 6_545 ?
O4 C5 Eu1 88.8(4) . 6_545 ?
C4 C5 Eu1 152.7(5) . 6_545 ?
C7 C6 C4 120.1(7) . . ?
C7 C6 H6A 119.9 . . ?
C4 C6 H6A 119.9 . . ?
C6 C7 O5 123.9(7) . . ?
C6 C7 C8 120.5(7) . . ?
O5 C7 C8 115.6(7) . . ?
C2 C8 C7 119.3(7) . . ?
C2 C8 H8A 120.3 . . ?
C7 C8 H8A 120.3 . . ?
O5 C9 C10 108.2(8) . . ?
O5 C9 H9A 110.1 . . ?
C10 C9 H9A 110.1 . . ?
O5 C9 H9B 110.0 . . ?
C10 C9 H9B 110.1 . . ?
H9A C9 H9B 108.4 . . ?
C11 C10 C15 120.0 . . ?
C11 C10 C9 117.2(8) . . ?
C15 C10 C9 122.8(8) . . ?
C10 C11 C12 120.0 . . ?
C10 C11 H11A 120.0 . . ?
C12 C11 H11A 120.0 . . ?
C13 C12 C11 120.0 . . ?
C13 C12 H12A 120.0 . . ?
C11 C12 H12A 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 N1 119.9(6) . . ?
C12 C13 N1 120.1(6) . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14A 120.0 . . ?
C13 C14 H14A 120.0 . . ?
C14 C15 C10 120.0 . . ?
C14 C15 H15A 120.0 . . ?
C10 C15 H15A 120.0 . . ?
C17 C16 N1 105.9(10) . . ?
C17 C16 H16A 127.0 . . ?
N1 C16 H16A 127.0 . . ?
N2 C17 C16 111.6(10) . . ?
N2 C17 H17A 124.2 . . ?
C16 C17 H17A 124.2 . . ?
N1 C18 N2 112.3(8) . . ?
N1 C18 H18A 123.9 . . ?
N2 C18 H18A 123.9 . . ?
O7 C19 O6 122.0(8) . . ?
O7 C19 Eu1 60.8(5) . . ?
O6 C19 Eu1 61.3(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Eu1 O2 C1 O1 57.7(12) . . . . ?
Eu1 O2 C1 C2 -124.3(7) . . . . ?
Eu1 O2 C1 Eu1 68.3(7) . . . 4_546 ?
Eu1 O1 C1 O2 18.0(11) 4_546 . . . ?
Eu1 O1 C1 C2 -160.1(5) 4_546 . . . ?
O2 C1 C2 C3 167.5(7) . . . . ?
O1 C1 C2 C3 -14.3(11) . . . . ?
Eu1 C1 C2 C3 -38.0(14) 4_546 . . . ?
O2 C1 C2 C8 -10.7(11) . . . . ?
O1 C1 C2 C8 167.6(7) . . . . ?
Eu1 C1 C2 C8 143.8(8) 4_546 . . . ?
C8 C2 C3 C4 1.4(11) . . . . ?
C1 C2 C3 C4 -176.7(7) . . . . ?
C2 C3 C4 C6 -2.0(11) . . . . ?
C2 C3 C4 C5 177.6(7) . . . . ?
Eu1 O3 C5 O4 -11.9(12) 6_545 . . . ?
Eu1 O3 C5 C4 164.8(5) 6_545 . . . ?
Eu1 O4 C5 O3 -62.0(12) 7_546 . . . ?
Eu1 O4 C5 C4 121.2(8) 7_546 . . . ?
Eu1 O4 C5 Eu1 -69.0(7) 7_546 . . 6_545 ?
C3 C4 C5 O3 4.9(11) . . . . ?
C6 C4 C5 O3 -175.4(7) . . . . ?
C3 C4 C5 O4 -178.1(7) . . . . ?
C6 C4 C5 O4 1.6(11) . . . . ?
C3 C4 C5 Eu1 24.5(15) . . . 6_545 ?
C6 C4 C5 Eu1 -155.9(9) . . . 6_545 ?
C3 C4 C6 C7 1.1(11) . . . . ?
C5 C4 C6 C7 -178.5(7) . . . . ?
C4 C6 C7 O5 -177.1(7) . . . . ?
C4 C6 C7 C8 0.5(12) . . . . ?
C9 O5 C7 C6 -16.2(13) . . . . ?
C9 O5 C7 C8 166.0(9) . . . . ?
C3 C2 C8 C7 0.2(11) . . . . ?
C1 C2 C8 C7 178.3(7) . . . . ?
C6 C7 C8 C2 -1.1(12) . . . . ?
O5 C7 C8 C2 176.7(7) . . . . ?
C7 O5 C9 C10 177.4(8) . . . . ?
O5 C9 C10 C11 106.5(10) . . . . ?
O5 C9 C10 C15 -75.9(12) . . . . ?
C15 C10 C11 C12 0.0 . . . . ?
C9 C10 C11 C12 177.7(8) . . . . ?
C10 C11 C12 C13 0.0 . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C11 C12 C13 N1 -178.5(9) . . . . ?
C18 N1 C13 C14 -32.4(14) . . . . ?
C16 N1 C13 C14 139.2(14) . . . . ?
C18 N1 C13 C12 146.0(9) . . . . ?
C16 N1 C13 C12 -42.3(18) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
N1 C13 C14 C15 178.5(9) . . . . ?
C13 C14 C15 C10 0.0 . . . . ?
C11 C10 C15 C14 0.0 . . . . ?
C9 C10 C15 C14 -177.5(9) . . . . ?
C18 N1 C16 C17 0.7(18) . . . . ?
C13 N1 C16 C17 -172.2(12) . . . . ?
C18 N2 C17 C16 -0.1(17) . . . . ?
Eu1 N2 C17 C16 169.4(11) 8_455 . . . ?
N1 C16 C17 N2 0(2) . . . . ?
C16 N1 C18 N2 -0.7(14) . . . . ?
C13 N1 C18 N2 172.6(9) . . . . ?
C17 N2 C18 N1 0.5(13) . . . . ?
Eu1 N2 C18 N1 -170.3(7) 8_455 . . . ?
Eu1 O7 C19 O6 1.2(9) . . . . ?
Eu1 O6 C19 O7 -153.9(6) 4_556 . . . ?
Eu1 O6 C19 O7 -1.2(8) . . . . ?
Eu1 O6 C19 Eu1 -152.7(9) 4_556 . . . ?

_refine_diff_density_max         1.154
_refine_diff_density_min         -1.630
_refine_diff_density_rms         0.128



####################################################################### 
# 
# 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_J
_database_code_depnum_ccdc_archive 'CCDC 2207231'
loop_
_audit_author_name
_audit_author_address
'Ruiqing Fan'
;Harbin Institute of Technology
China
;
_audit_update_record             
;
2022-09-14 deposited with the CCDC.	2022-12-13 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            'C19 H12 N2 O7 Sm'
_chemical_formula_weight         530.66

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   24.5539(16)
_cell_length_b                   8.2544(5)
_cell_length_c                   19.4085(11)
_cell_angle_alpha                90
_cell_angle_beta                 107.351(2)
_cell_angle_gamma                90
_cell_volume                     3754.7(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3315
_cell_measurement_theta_min      4.15
_cell_measurement_theta_max      22.30

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.878
_exptl_crystal_F_000             2064
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.029
_exptl_crystal_size_mid          0.026
_exptl_crystal_size_min          0.023
_exptl_absorpt_coefficient_mu    3.173
_shelx_estimated_absorpt_T_min   0.914
_shelx_estimated_absorpt_T_max   0.931
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.913
_exptl_absorpt_correction_T_max  0.930
_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                   ?
_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            20104
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.616
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             3239
_reflns_number_gt                2965
_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       'APEX2 (Bruker, 2005)'
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_reduction        SAINT
_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)+(0.0233P)²+153.8805P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3239
_refine_ls_number_parameters     250
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0546
_refine_ls_wR_factor_ref         0.1338
_refine_ls_wR_factor_gt          0.1320
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_restrained_S_all      1.156
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sm1 Sm 0.24069(2) -0.26495(5) 0.71888(2) 0.02840(18) Uani 1 1 d . U . . .
O1 O 0.2319(3) -0.0849(8) 0.6206(4) 0.0396(18) Uani 1 1 d . . . . .
O2 O 0.2040(3) 0.1323(9) 0.6671(3) 0.0386(17) Uani 1 1 d . . . . .
O3 O 0.1995(3) 0.1345(10) 0.2993(3) 0.0438(19) Uani 1 1 d . . . . .
O4 O 0.2413(3) -0.0673(8) 0.3708(4) 0.0397(18) Uani 1 1 d . . . . .
O5 O 0.1073(4) 0.4700(10) 0.4532(4) 0.056(2) Uani 1 1 d . . . . .
O6 O 0.3460(4) -0.2195(10) 0.7304(4) 0.055(2) Uani 1 1 d . . . . .
O7 O 0.3035(3) -0.0194(9) 0.7691(4) 0.0426(18) Uani 1 1 d . . . . .
N1 N -0.0516(5) 1.0910(13) 0.3788(6) 0.062(3) Uani 1 1 d . . . . .
N2 N -0.1331(4) 1.2276(12) 0.3448(5) 0.054(3) Uani 1 1 d . . . . .
C1 C 0.2115(5) 0.0532(11) 0.6155(5) 0.034(2) Uani 1 1 d . . . . .
C2 C 0.1925(4) 0.1282(11) 0.5419(5) 0.029(2) Uani 1 1 d . . . . .
C3 C 0.2099(4) 0.0589(11) 0.4866(5) 0.0259(19) Uani 1 1 d . . . . .
H3A H 0.2320 -0.0347 0.4949 0.031 Uiso 1 1 calc R U . . .
C4 C 0.1939(4) 0.1311(11) 0.4188(5) 0.029(2) Uani 1 1 d . . . . .
C5 C 0.2135(5) 0.0618(12) 0.3588(5) 0.035(2) Uani 1 1 d . . . . .
C6 C 0.1601(4) 0.2710(13) 0.4064(5) 0.037(2) Uani 1 1 d . . . . .
H6A H 0.1496 0.3196 0.3611 0.044 Uiso 1 1 calc R U . . .
C7 C 0.1424(4) 0.3362(12) 0.4612(6) 0.036(2) Uani 1 1 d . . . . .
C8 C 0.1591(4) 0.2674(12) 0.5291(5) 0.036(2) Uani 1 1 d . . . . .
H8A H 0.1479 0.3141 0.5663 0.043 Uiso 1 1 calc R U . . .
C9 C 0.0996(8) 0.560(2) 0.3888(8) 0.086(6) Uani 1 1 d . . . . .
H9A H 0.0841 0.4904 0.3472 0.103 Uiso 1 1 calc R U . . .
H9B H 0.1359 0.6022 0.3867 0.103 Uiso 1 1 calc R U . . .
C10 C 0.0589(5) 0.6969(12) 0.3884(7) 0.074(4) Uani 1 1 d G . . . .
C11 C 0.0004(5) 0.6717(9) 0.3706(8) 0.124(9) Uani 1 1 d G . . . .
H11A H -0.0144 0.5678 0.3601 0.148 Uiso 1 1 calc R U . . .
C12 C -0.0361(3) 0.8018(13) 0.3685(8) 0.127(9) Uani 1 1 d G . . . .
H12A H -0.0752 0.7849 0.3566 0.153 Uiso 1 1 calc R U . . .
C13 C -0.0139(4) 0.9571(10) 0.3842(7) 0.067(4) Uani 1 1 d G . . . .
C14 C 0.0446(5) 0.9823(10) 0.4020(9) 0.186(16) Uani 1 1 d G . . . .
H14A H 0.0594 1.0862 0.4125 0.224 Uiso 1 1 calc R U . . .
C15 C 0.0810(4) 0.8522(14) 0.4041(8) 0.134(8) Uani 1 1 d G U . . .
H15A H 0.1202 0.8691 0.4160 0.161 Uiso 1 1 calc R U . . .
C16 C -0.1040(5) 1.0988(15) 0.3326(7) 0.052(3) Uani 1 1 d . . . . .
H16A H -0.1188 1.0235 0.2962 0.063 Uiso 1 1 calc R U . . .
C17 C -0.0966(8) 1.301(2) 0.3998(9) 0.112(8) Uani 1 1 d . . . . .
H17A H -0.1048 1.3959 0.4207 0.134 Uiso 1 1 calc R U . . .
C18 C -0.0455(9) 1.222(2) 0.4224(11) 0.130(10) Uani 1 1 d . . . . .
H18A H -0.0135 1.2524 0.4597 0.156 Uiso 1 1 calc R U . . .
C19 C 0.3466(5) -0.0817(15) 0.7564(6) 0.045(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sm1 O3 2.358(7) 6_556 ?
Sm1 O4 2.367(6) 7_546 ?
Sm1 O1 2.376(6) . ?
Sm1 O2 2.380(6) 4_546 ?
Sm1 O7 2.408(7) 4_546 ?
Sm1 O6 2.555(9) . ?
Sm1 O7 2.558(8) . ?
Sm1 N2 2.580(10) 5_566 ?
Sm1 C19 2.907(12) . ?
O1 C1 1.238(12) . ?
O2 C1 1.254(11) . ?
O2 Sm1 2.380(6) 4_556 ?
O3 C5 1.255(12) . ?
O3 Sm1 2.358(7) 6 ?
O4 C5 1.249(12) . ?
O4 Sm1 2.367(6) 7_546 ?
O5 C7 1.381(12) . ?
O5 C9 1.415(15) . ?
O6 C19 1.242(14) . ?
O7 C19 1.264(14) . ?
O7 Sm1 2.408(7) 4_556 ?
N1 C16 1.334(15) . ?
N1 C18 1.356(19) . ?
N1 C13 1.424(12) . ?
N2 C17 1.319(18) . ?
N2 C16 1.341(15) . ?
N2 Sm1 2.580(10) 5_566 ?
C1 C2 1.498(13) . ?
C2 C8 1.391(13) . ?
C2 C3 1.391(12) . ?
C3 C4 1.390(12) . ?
C3 H3A 0.9300 . ?
C4 C6 1.401(13) . ?
C4 C5 1.501(12) . ?
C6 C7 1.372(14) . ?
C6 H6A 0.9300 . ?
C7 C8 1.380(14) . ?
C8 H8A 0.9300 . ?
C9 C10 1.509(15) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.3900 . ?
C10 C15 1.3900 . ?
C11 C12 1.3900 . ?
C11 H11A 0.9300 . ?
C12 C13 1.3900 . ?
C12 H12A 0.9300 . ?
C13 C14 1.3900 . ?
C14 C15 1.3900 . ?
C14 H14A 0.9300 . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C18 1.36(2) . ?
C17 H17A 0.9300 . ?
C18 H18A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Sm1 O4 164.8(3) 6_556 7_546 ?
O3 Sm1 O1 107.0(3) 6_556 . ?
O4 Sm1 O1 76.6(2) 7_546 . ?
O3 Sm1 O2 77.6(2) 6_556 4_546 ?
O4 Sm1 O2 107.2(2) 7_546 4_546 ?
O1 Sm1 O2 149.1(3) . 4_546 ?
O3 Sm1 O7 92.2(3) 6_556 4_546 ?
O4 Sm1 O7 75.5(2) 7_546 4_546 ?
O1 Sm1 O7 133.5(3) . 4_546 ?
O2 Sm1 O7 75.4(3) 4_546 4_546 ?
O3 Sm1 O6 119.8(3) 6_556 . ?
O4 Sm1 O6 75.2(3) 7_546 . ?
O1 Sm1 O6 80.0(3) . . ?
O2 Sm1 O6 71.9(3) 4_546 . ?
O7 Sm1 O6 126.4(3) 4_546 . ?
O3 Sm1 O7 73.5(3) 6_556 . ?
O4 Sm1 O7 121.3(3) 7_546 . ?
O1 Sm1 O7 73.1(2) . . ?
O2 Sm1 O7 79.4(2) 4_546 . ?
O7 Sm1 O7 153.21(8) 4_546 . ?
O6 Sm1 O7 51.0(3) . . ?
O3 Sm1 N2 71.5(3) 6_556 5_566 ?
O4 Sm1 N2 96.1(3) 7_546 5_566 ?
O1 Sm1 N2 72.9(3) . 5_566 ?
O2 Sm1 N2 135.0(3) 4_546 5_566 ?
O7 Sm1 N2 74.0(3) 4_546 5_566 ?
O6 Sm1 N2 152.8(3) . 5_566 ?
O7 Sm1 N2 120.2(3) . 5_566 ?
O3 Sm1 C19 97.2(3) 6_556 . ?
O4 Sm1 C19 98.0(3) 7_546 . ?
O1 Sm1 C19 74.7(3) . . ?
O2 Sm1 C19 74.5(3) 4_546 . ?
O7 Sm1 C19 145.6(3) 4_546 . ?
O6 Sm1 C19 25.2(3) . . ?
O7 Sm1 C19 25.7(3) . . ?
N2 Sm1 C19 140.3(3) 5_566 . ?
C1 O1 Sm1 125.3(6) . . ?
C1 O2 Sm1 138.5(7) . 4_556 ?
C5 O3 Sm1 140.7(7) . 6 ?
C5 O4 Sm1 124.9(6) . 7_546 ?
C7 O5 C9 115.6(9) . . ?
C19 O6 Sm1 93.4(7) . . ?
C19 O7 Sm1 143.3(7) . 4_556 ?
C19 O7 Sm1 92.8(7) . . ?
Sm1 O7 Sm1 119.3(3) 4_556 . ?
C16 N1 C18 106.5(12) . . ?
C16 N1 C13 124.2(11) . . ?
C18 N1 C13 128.8(12) . . ?
C17 N2 C16 103.8(11) . . ?
C17 N2 Sm1 133.2(10) . 5_566 ?
C16 N2 Sm1 122.2(8) . 5_566 ?
O1 C1 O2 124.6(9) . . ?
O1 C1 C2 117.4(8) . . ?
O2 C1 C2 118.0(9) . . ?
C8 C2 C3 120.2(9) . . ?
C8 C2 C1 120.7(8) . . ?
C3 C2 C1 119.1(8) . . ?
C4 C3 C2 119.3(8) . . ?
C4 C3 H3A 120.4 . . ?
C2 C3 H3A 120.4 . . ?
C3 C4 C6 120.2(8) . . ?
C3 C4 C5 120.4(9) . . ?
C6 C4 C5 119.5(8) . . ?
O4 C5 O3 124.4(9) . . ?
O4 C5 C4 117.6(8) . . ?
O3 C5 C4 117.9(9) . . ?
C7 C6 C4 119.9(9) . . ?
C7 C6 H6A 120.1 . . ?
C4 C6 H6A 120.1 . . ?
O5 C7 C6 123.9(9) . . ?
O5 C7 C8 115.7(9) . . ?
C6 C7 C8 120.4(9) . . ?
C7 C8 C2 120.1(9) . . ?
C7 C8 H8A 119.9 . . ?
C2 C8 H8A 119.9 . . ?
O5 C9 C10 108.1(11) . . ?
O5 C9 H9A 110.1 . . ?
C10 C9 H9A 110.1 . . ?
O5 C9 H9B 110.1 . . ?
C10 C9 H9B 110.1 . . ?
H9A C9 H9B 108.4 . . ?
C11 C10 C15 120.0 . . ?
C11 C10 C9 121.5(11) . . ?
C15 C10 C9 118.5(11) . . ?
C12 C11 C10 120.0 . . ?
C12 C11 H11A 120.0 . . ?
C10 C11 H11A 120.0 . . ?
C11 C12 C13 120.0 . . ?
C11 C12 H12A 120.0 . . ?
C13 C12 H12A 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 N1 120.1(9) . . ?
C12 C13 N1 119.8(9) . . ?
C13 C14 C15 120.0 . . ?
C13 C14 H14A 120.0 . . ?
C15 C14 H14A 120.0 . . ?
C14 C15 C10 120.0 . . ?
C14 C15 H15A 120.0 . . ?
C10 C15 H15A 120.0 . . ?
N1 C16 N2 112.2(11) . . ?
N1 C16 H16A 123.9 . . ?
N2 C16 H16A 123.9 . . ?
N2 C17 C18 112.2(14) . . ?
N2 C17 H17A 123.9 . . ?
C18 C17 H17A 123.9 . . ?
N1 C18 C17 105.2(14) . . ?
N1 C18 H18A 127.4 . . ?
C17 C18 H18A 127.4 . . ?
O6 C19 O7 122.8(11) . . ?
O6 C19 Sm1 61.3(6) . . ?
O7 C19 Sm1 61.5(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Sm1 O1 C1 O2 16.6(15) . . . . ?
Sm1 O1 C1 C2 -161.2(7) . . . . ?
Sm1 O2 C1 O1 59.5(15) 4_556 . . . ?
Sm1 O2 C1 C2 -122.8(10) 4_556 . . . ?
O1 C1 C2 C8 167.1(10) . . . . ?
O2 C1 C2 C8 -10.9(15) . . . . ?
O1 C1 C2 C3 -14.3(14) . . . . ?
O2 C1 C2 C3 167.7(9) . . . . ?
C8 C2 C3 C4 0.6(14) . . . . ?
C1 C2 C3 C4 -178.0(9) . . . . ?
C2 C3 C4 C6 -0.8(14) . . . . ?
C2 C3 C4 C5 178.2(9) . . . . ?
Sm1 O4 C5 O3 -12.6(15) 7_546 . . . ?
Sm1 O4 C5 C4 165.2(7) 7_546 . . . ?
Sm1 O3 C5 O4 -62.4(16) 6 . . . ?
Sm1 O3 C5 C4 119.7(11) 6 . . . ?
C3 C4 C5 O4 4.4(15) . . . . ?
C6 C4 C5 O4 -176.6(9) . . . . ?
C3 C4 C5 O3 -177.6(9) . . . . ?
C6 C4 C5 O3 1.3(15) . . . . ?
C3 C4 C6 C7 -0.4(15) . . . . ?
C5 C4 C6 C7 -179.4(10) . . . . ?
C9 O5 C7 C6 -12.9(18) . . . . ?
C9 O5 C7 C8 167.8(13) . . . . ?
C4 C6 C7 O5 -177.5(10) . . . . ?
C4 C6 C7 C8 1.8(16) . . . . ?
O5 C7 C8 C2 177.4(9) . . . . ?
C6 C7 C8 C2 -2.0(16) . . . . ?
C3 C2 C8 C7 0.8(15) . . . . ?
C1 C2 C8 C7 179.3(10) . . . . ?
C7 O5 C9 C10 178.2(11) . . . . ?
O5 C9 C10 C11 -78.3(16) . . . . ?
O5 C9 C10 C15 103.8(14) . . . . ?
C15 C10 C11 C12 0.0 . . . . ?
C9 C10 C11 C12 -177.9(12) . . . . ?
C10 C11 C12 C13 0.0 . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C11 C12 C13 N1 177.2(12) . . . . ?
C16 N1 C13 C14 146.7(12) . . . . ?
C18 N1 C13 C14 -42(2) . . . . ?
C16 N1 C13 C12 -30.5(19) . . . . ?
C18 N1 C13 C12 141.0(19) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
N1 C13 C14 C15 -177.2(12) . . . . ?
C13 C14 C15 C10 0.0 . . . . ?
C11 C10 C15 C14 0.0 . . . . ?
C9 C10 C15 C14 177.9(11) . . . . ?
C18 N1 C16 N2 -1(2) . . . . ?
C13 N1 C16 N2 171.9(12) . . . . ?
C17 N2 C16 N1 0.7(18) . . . . ?
Sm1 N2 C16 N1 -170.4(9) 5_566 . . . ?
C16 N2 C17 C18 0(2) . . . . ?
Sm1 N2 C17 C18 169.7(15) 5_566 . . . ?
C16 N1 C18 C17 1(2) . . . . ?
C13 N1 C18 C17 -171.5(17) . . . . ?
N2 C17 C18 N1 -1(3) . . . . ?
Sm1 O6 C19 O7 2.0(11) . . . . ?
Sm1 O7 C19 O6 -154.2(8) 4_556 . . . ?
Sm1 O7 C19 O6 -2.0(11) . . . . ?
Sm1 O7 C19 Sm1 -152.2(12) 4_556 . . . ?

_refine_diff_density_max         2.200
_refine_diff_density_min         -2.828
_refine_diff_density_rms         0.162



