# Electronic Supplementary Material (ESI) for Nanoscale.
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1950365'
loop_
_audit_author_name
_audit_author_address
'compound a'
;Nankai University
China
;
_audit_update_record             
;
2019-08-30 deposited with the CCDC.	2019-10-29 downloaded from the CCDC.
;
_audit_creation_date             2019-07-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C4 H2 Eu O9, 3(H2 O), C2 H8 N'
_chemical_formula_sum            'C6 H16 Eu N O12'
_chemical_formula_weight         446.16
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.6654(6)
_cell_length_b                   11.7491(6)
_cell_length_c                   12.2886(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.242(5)
_cell_angle_gamma                90.00
_cell_volume                     1377.38(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6558
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.2430
_cell_measurement_theta_min      4.5040
_exptl_absorpt_coefficient_mu    4.614
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59150
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    2.152
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             872
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9130
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         3.40
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1975
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -12.00  76.00   1.00   30.38    --   11.28  77.00-180.00   88
  2  ω    -14.00  13.00   1.00   30.38    --   11.28 -99.00-120.00   27
  3  ω    -78.00  10.00   1.00   30.38    --  -11.90 -57.00 -90.00   88
  4  ω    -39.00  61.00   1.00   30.38    --  -11.90  57.00  60.00  100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0083367000
_diffrn_orient_matrix_UB_12      0.0550241000
_diffrn_orient_matrix_UB_13      0.0218559000
_diffrn_orient_matrix_UB_21      0.0726889000
_diffrn_orient_matrix_UB_22      0.0104020000
_diffrn_orient_matrix_UB_23      0.0022218000
_diffrn_orient_matrix_UB_31      -0.0132436000
_diffrn_orient_matrix_UB_32      0.0226415000
_diffrn_orient_matrix_UB_33      -0.0541560000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2218
_reflns_number_total             2414
_reflns_odcompleteness_completeness 99.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.522
_refine_diff_density_min         -0.580
_refine_diff_density_rms         0.090
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.843
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         2414
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0203
_refine_ls_R_factor_gt           0.0173
_refine_ls_restrained_S_all      0.843
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0336P)²+1.8198P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0442
_refine_ls_wR_factor_ref         0.0473
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Free rotating group:
 O4AA(H4AA,H4AB), O5AA(H5AA,H5AB), O7AA(H7AA,H7AB)
2.b Rotating group:
 O2AA(H2AA,H2AB)
2.c Secondary CH2 refined with riding coordinates:
 N6AA(H6AA,H6AB)
2.d Idealised Me refined as rotating group:
 C0AA(H0AA,H0AB,H0AC), C2(H2A,H2B,H2C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Eu1 Eu 0.213866(15) 0.484417(12) 0.330939(11) 0.01431(7) Uani 1 d . . .
O1 O 0.1400(2) 0.28416(18) 0.34380(17) 0.0231(5) Uani 1 d . . .
O3 O 0.3078(2) 0.35889(17) 0.20536(17) 0.0215(5) Uani 1 d . . .
O4 O 0.1342(2) 0.68042(17) 0.32753(16) 0.0208(4) Uani 1 d . . .
O6 O 0.3153(2) 0.60493(18) 0.19993(17) 0.0250(5) Uani 1 d . . .
C10 C 0.3013(3) 0.7102(2) 0.2057(2) 0.0182(6) Uani 1 d . . .
C12 C 0.1999(3) 0.7544(2) 0.2832(2) 0.0154(6) Uani 1 d . . .
O0AA O -0.0333(2) 0.48565(17) 0.35773(18) 0.0218(5) Uani 1 d . . .
O2 O 0.1816(2) 0.48790(19) 0.52244(18) 0.0262(5) Uani 1 d . . .
O1AA O 0.4161(2) 0.38190(18) 0.43358(17) 0.0245(5) Uani 1 d . . .
O2AA O 0.0457(3) 0.4763(2) 0.15399(18) 0.0293(5) Uani 1 d . . .
H2AA H 0.0816 0.4384 0.1040 0.044 Uiso 1 d . . GR
H2AB H 0.0325 0.5443 0.1254 0.044 Uiso 1 d . . GR
O3AA O 0.6012(2) 0.39112(19) 0.56699(18) 0.0289(5) Uani 1 d . . .
C3 C 0.5053(3) 0.4346(3) 0.5004(2) 0.0201(7) Uani 1 d . . .
C1 C -0.0625(3) 0.4993(2) 0.4522(3) 0.0170(6) Uani 1 d . . .
O4AA O 0.3287(5) 0.5050(3) -0.0082(3) 0.0679(11) Uani 1 d . . .
H4AA H 0.3444 0.5301 0.0574 0.102 Uiso 1 d . . G
H4AB H 0.3653 0.4390 -0.0041 0.102 Uiso 1 d . . G
O5AA O -0.0806(4) 0.6573(2) 0.0342(3) 0.0563(8) Uani 1 d . . .
H5AA H -0.0580 0.7273 0.0362 0.084 Uiso 1 d . . G
H5AB H -0.1696 0.6577 0.0267 0.084 Uiso 1 d . . G
N6AA N 0.2311(3) 0.6299(3) -0.1953(2) 0.0376(7) Uani 1 d . . .
H6AA H 0.1563 0.5966 -0.2360 0.045 Uiso 1 calc . . R
H6AB H 0.2524 0.5897 -0.1325 0.045 Uiso 1 calc . . R
O7AA O 0.4133(4) 0.2812(3) -0.0328(3) 0.0671(10) Uani 1 d . . .
H7AA H 0.4886 0.2706 -0.0589 0.101 Uiso 1 d . . G
H7AB H 0.4273 0.2481 0.0295 0.101 Uiso 1 d . . G
C0AA C 0.3500(5) 0.6238(5) -0.2561(4) 0.0720(16) Uani 1 d . . .
H0AA H 0.3245 0.6588 -0.3270 0.108 Uiso 1 calc . . GR
H0AB H 0.3743 0.5456 -0.2654 0.108 Uiso 1 calc . . GR
H0AC H 0.4289 0.6631 -0.2154 0.108 Uiso 1 calc . . GR
C2 C 0.1926(6) 0.7456(5) -0.1679(4) 0.0752(16) Uani 1 d . . .
H2A H 0.1673 0.7887 -0.2344 0.113 Uiso 1 calc . . GR
H2B H 0.2708 0.7812 -0.1225 0.113 Uiso 1 calc . . GR
H2C H 0.1145 0.7427 -0.1286 0.113 Uiso 1 calc . . GR

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Eu1 0.01693(11) 0.01114(10) 0.01557(10) -0.00018(5) 0.00475(7) -0.00010(5)
O1 0.0293(12) 0.0156(11) 0.0284(12) -0.0044(9) 0.0169(9) -0.0017(9)
O3 0.0295(12) 0.0147(12) 0.0230(11) 0.0013(9) 0.0121(9) -0.0005(9)
O4 0.0228(11) 0.0151(11) 0.0267(11) 0.0036(8) 0.0105(9) 0.0015(9)
O6 0.0382(13) 0.0130(12) 0.0276(11) 0.0007(9) 0.0172(9) 0.0033(9)
C10 0.0204(16) 0.0163(17) 0.0174(14) 0.0008(12) 0.0015(11) 0.0015(12)
C12 0.0138(14) 0.0165(16) 0.0154(14) 0.0018(11) 0.0003(11) 0.0019(12)
O0AA 0.0209(12) 0.0290(13) 0.0163(12) -0.0021(8) 0.0053(9) -0.0011(9)
O2 0.0180(12) 0.0404(14) 0.0205(12) -0.0009(9) 0.0046(9) 0.0020(9)
O1AA 0.0255(12) 0.0171(11) 0.0293(12) -0.0040(9) -0.0005(9) 0.0004(9)
O2AA 0.0354(14) 0.0323(14) 0.0195(12) -0.0002(9) 0.0019(10) 0.0051(10)
O3AA 0.0234(12) 0.0196(12) 0.0398(13) 0.0059(10) -0.0063(10) 0.0006(9)
C3 0.0193(16) 0.0194(17) 0.0232(17) 0.0013(12) 0.0082(13) 0.0002(12)
C1 0.0197(17) 0.0120(15) 0.0200(17) 0.0001(11) 0.0053(13) -0.0022(11)
O4AA 0.104(3) 0.068(2) 0.0344(19) 0.0059(14) 0.020(2) 0.027(2)
O5AA 0.081(2) 0.0262(15) 0.0637(18) 0.0082(14) 0.0165(18) 0.0016(14)
N6AA 0.0317(17) 0.052(2) 0.0295(15) -0.0065(14) 0.0050(12) -0.0124(14)
O7AA 0.098(3) 0.049(2) 0.064(2) 0.0142(16) 0.0427(19) 0.0187(18)
C0AA 0.045(3) 0.118(5) 0.057(3) -0.017(3) 0.021(2) -0.024(3)
C2 0.083(4) 0.054(3) 0.085(4) -0.018(3) 0.002(3) 0.004(3)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Eu1 O1 2.471(2) . ?
Eu1 O3 2.415(2) . ?
Eu1 O4 2.426(2) . ?
Eu1 O6 2.463(2) . ?
Eu1 C12 3.216(3) 2_545 ?
Eu1 C12 3.224(3) . ?
Eu1 O0AA 2.464(2) . ?
Eu1 O2 2.423(2) . ?
Eu1 O1AA 2.464(2) . ?
Eu1 O2AA 2.499(2) . ?
Eu1 O3AA 2.487(2) 3_666 ?
Eu1 C1 3.245(3) 3_566 ?
O1 C10 1.249(4) 2_545 ?
O3 C12 1.240(3) 2_545 ?
O4 C12 1.252(3) . ?
O6 C10 1.248(4) . ?
C10 Eu1 3.253(3) 2 ?
C10 O1 1.249(4) 2 ?
C10 C12 1.560(4) . ?
C12 Eu1 3.216(3) 2 ?
C12 O3 1.240(3) 2 ?
O0AA C1 1.248(4) . ?
O2 C1 1.249(4) 3_566 ?
O1AA C3 1.254(3) . ?
O3AA Eu1 2.487(2) 3_666 ?
O3AA C3 1.244(3) . ?
C3 C3 1.540(6) 3_666 ?
C1 Eu1 3.245(3) 3_566 ?
C1 O2 1.249(4) 3_566 ?
C1 C1 1.544(6) 3_566 ?
N6AA C0AA 1.469(5) . ?
N6AA C2 1.463(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Eu1 C12 160.75(7) . . ?
O1 Eu1 C12 47.58(7) . 2_545 ?
O1 Eu1 O2AA 82.23(7) . . ?
O1 Eu1 O3AA 135.99(7) . 3_666 ?
O1 Eu1 C1 80.23(7) . 3_566 ?
O3 Eu1 O1 66.52(7) . . ?
O3 Eu1 O4 136.01(7) . . ?
O3 Eu1 O6 72.75(7) . . ?
O3 Eu1 C12 19.55(7) . 2_545 ?
O3 Eu1 C12 119.57(7) . . ?
O3 Eu1 O0AA 124.13(7) . . ?
O3 Eu1 O2 138.69(7) . . ?
O3 Eu1 O1AA 71.33(7) . . ?
O3 Eu1 O2AA 71.29(7) . . ?
O3 Eu1 O3AA 111.59(7) . 3_666 ?
O3 Eu1 C1 145.69(7) . 3_566 ?
O4 Eu1 O1 144.15(7) . . ?
O4 Eu1 O6 66.51(7) . . ?
O4 Eu1 C12 19.85(7) . . ?
O4 Eu1 C12 153.37(7) . 2_545 ?
O4 Eu1 O0AA 71.64(7) . . ?
O4 Eu1 O1AA 134.12(7) . . ?
O4 Eu1 O2AA 82.02(7) . . ?
O4 Eu1 O3AA 69.57(7) . 3_666 ?
O4 Eu1 C1 76.98(7) . 3_566 ?
O6 Eu1 O1 137.62(7) . . ?
O6 Eu1 C12 47.53(7) . . ?
O6 Eu1 C12 92.29(7) . 2_545 ?
O6 Eu1 O0AA 125.48(7) . . ?
O6 Eu1 O1AA 104.44(7) . . ?
O6 Eu1 O2AA 74.02(8) . . ?
O6 Eu1 O3AA 70.27(7) . 3_666 ?
O6 Eu1 C1 141.48(7) . 3_566 ?
C12 Eu1 C12 138.90(2) 2_545 . ?
C12 Eu1 C1 126.16(7) 2_545 3_566 ?
C12 Eu1 C1 94.62(7) . 3_566 ?
O0AA Eu1 O1 72.57(7) . . ?
O0AA Eu1 C12 112.83(7) . 2_545 ?
O0AA Eu1 C12 90.32(7) . . ?
O0AA Eu1 O1AA 129.88(7) . . ?
O0AA Eu1 O2AA 66.87(8) . . ?
O0AA Eu1 O3AA 124.26(7) . 3_666 ?
O0AA Eu1 C1 46.78(7) . 3_566 ?
O2 Eu1 O1 82.55(7) . . ?
O2 Eu1 O4 84.88(7) . . ?
O2 Eu1 O6 138.76(7) . . ?
O2 Eu1 C12 121.36(7) . 2_545 ?
O2 Eu1 C12 98.75(7) . . ?
O2 Eu1 O0AA 65.88(7) . . ?
O2 Eu1 O1AA 74.12(7) . . ?
O2 Eu1 O2AA 132.73(8) . . ?
O2 Eu1 O3AA 72.21(8) . 3_666 ?
O2 Eu1 C1 19.31(8) . 3_566 ?
O1AA Eu1 O1 73.48(7) . . ?
O1AA Eu1 C12 64.69(7) . 2_545 ?
O1AA Eu1 C12 125.49(7) . . ?
O1AA Eu1 O2AA 141.12(7) . . ?
O1AA Eu1 O3AA 65.32(7) . 3_666 ?
O1AA Eu1 C1 91.93(7) . 3_566 ?
O2AA Eu1 C12 76.48(7) . 2_545 ?
O2AA Eu1 C12 82.93(7) . . ?
O2AA Eu1 C1 113.63(8) . 3_566 ?
O3AA Eu1 C12 119.90(7) 3_666 2_545 ?
O3AA Eu1 C12 61.26(7) 3_666 . ?
O3AA Eu1 O2AA 140.87(7) 3_666 . ?
O3AA Eu1 C1 86.19(8) 3_666 3_566 ?
C10 O1 Eu1 118.20(18) 2_545 . ?
C12 O3 Eu1 119.79(18) 2_545 . ?
C12 O4 Eu1 118.99(18) . . ?
C10 O6 Eu1 118.34(18) . . ?
Eu1 C10 Eu1 149.96(10) . 2 ?
O1 C10 Eu1 42.03(14) 2 2 ?
O1 C10 Eu1 166.7(2) 2 . ?
O1 C10 C12 116.4(3) 2 . ?
O6 C10 Eu1 41.89(14) . . ?
O6 C10 Eu1 167.7(2) . 2 ?
O6 C10 O1 126.9(3) . 2 ?
O6 C10 C12 116.7(3) . . ?
C12 C10 Eu1 75.28(16) . . ?
C12 C10 Eu1 74.71(16) . 2 ?
Eu1 C12 Eu1 154.16(10) 2 . ?
O3 C12 Eu1 162.8(2) 2 . ?
O3 C12 Eu1 40.67(13) 2 2 ?
O3 C12 O4 126.5(3) 2 . ?
O3 C12 C10 117.0(3) 2 . ?
O4 C12 Eu1 41.16(13) . . ?
O4 C12 Eu1 163.4(2) . 2 ?
O4 C12 C10 116.6(3) . . ?
C10 C12 Eu1 76.82(16) . . ?
C10 C12 Eu1 77.38(16) . 2 ?
C1 O0AA Eu1 119.59(19) . . ?
C1 O2 Eu1 120.8(2) 3_566 . ?
C3 O1AA Eu1 119.94(19) . . ?
C3 O3AA Eu1 119.3(2) . 3_666 ?
O1AA C3 C3 116.8(3) . 3_666 ?
O3AA C3 O1AA 126.1(3) . . ?
O3AA C3 C3 117.1(3) . 3_666 ?
Eu1 C1 Eu1 152.56(11) 3_566 . ?
O0AA C1 Eu1 41.00(15) . . ?
O0AA C1 Eu1 166.0(2) . 3_566 ?
O0AA C1 O2 127.0(3) . 3_566 ?
O0AA C1 C1 116.3(3) . 3_566 ?
O2 C1 Eu1 39.90(15) 3_566 3_566 ?
O2 C1 Eu1 167.0(2) 3_566 . ?
O2 C1 C1 116.7(3) 3_566 3_566 ?
C1 C1 Eu1 77.0(2) 3_566 3_566 ?
C1 C1 Eu1 75.6(2) 3_566 . ?
C2 N6AA C0AA 114.2(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.451
_oxdiff_exptl_absorpt_empirical_full_min 0.855
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_70
_database_code_depnum_ccdc_archive 'CCDC 1950368'
loop_
_audit_author_name
_audit_author_address
'compound b'
;Nankai University
China
;
_audit_update_record             
;
2019-08-30 deposited with the CCDC.	2019-10-29 downloaded from the CCDC.
;
_audit_creation_date             2019-08-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '0.67(C4.5 Eu1.5 O9)'
_chemical_formula_sum            'C3 Eu O6'
_chemical_formula_weight         284.00
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 O1 Eu1'
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'
Eu Eu -0.1578 3.6682 '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      trigonal
_space_group_IT_number           166
_space_group_name_H-M_alt        'R -3 m'
_space_group_name_Hall           '-R 3 2"'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-y, x-y, z'
3 '-x+y, -x, z'
4 'x-y, -y, -z'
5 '-x, -x+y, -z'
6 'y, x, -z'
7 'x+2/3, y+1/3, z+1/3'
8 '-y+2/3, x-y+1/3, z+1/3'
9 '-x+y+2/3, -x+1/3, z+1/3'
10 'x-y+2/3, -y+1/3, -z+1/3'
11 '-x+2/3, -x+y+1/3, -z+1/3'
12 'y+2/3, x+1/3, -z+1/3'
13 'x+1/3, y+2/3, z+2/3'
14 '-y+1/3, x-y+2/3, z+2/3'
15 '-x+y+1/3, -x+2/3, z+2/3'
16 'x-y+1/3, -y+2/3, -z+2/3'
17 '-x+1/3, -x+y+2/3, -z+2/3'
18 'y+1/3, x+2/3, -z+2/3'
19 '-x, -y, -z'
20 'y, -x+y, -z'
21 'x-y, x, -z'
22 '-x+y, y, z'
23 'x, x-y, z'
24 '-y, -x, z'
25 '-x+2/3, -y+1/3, -z+1/3'
26 'y+2/3, -x+y+1/3, -z+1/3'
27 'x-y+2/3, x+1/3, -z+1/3'
28 '-x+y+2/3, y+1/3, z+1/3'
29 'x+2/3, x-y+1/3, z+1/3'
30 '-y+2/3, -x+1/3, z+1/3'
31 '-x+1/3, -y+2/3, -z+2/3'
32 'y+1/3, -x+y+2/3, -z+2/3'
33 'x-y+1/3, x+2/3, -z+2/3'
34 '-x+y+1/3, y+2/3, z+2/3'
35 'x+1/3, x-y+2/3, z+2/3'
36 '-y+1/3, -x+2/3, z+2/3'

_cell_length_a                   10.5054(7)
_cell_length_b                   10.5054(7)
_cell_length_c                   4.0045(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     382.74(5)
_cell_formula_units_Z            2.99988
_cell_measurement_reflns_used    712
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.8800
_cell_measurement_theta_min      5.5620
_exptl_absorpt_coefficient_mu    12.251
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.20369
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    3.696
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             387
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0605
_diffrn_reflns_av_unetI/netI     0.0345
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            776
_diffrn_reflns_theta_full        29.35
_diffrn_reflns_theta_max         29.35
_diffrn_reflns_theta_min         3.88
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1975
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.951
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -54.00  34.00   1.00   10.00    --   10.97 -57.00  90.00   88
  2  ω    -18.00  52.00   1.00   10.00    --   10.97 -99.00   0.00   70
  3  ω    -15.00  81.00   1.00   10.00    --   10.97  57.00-120.00   96
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0748007000
_diffrn_orient_matrix_UB_12      0.0225742000
_diffrn_orient_matrix_UB_13      -0.0314746000
_diffrn_orient_matrix_UB_21      -0.0206420000
_diffrn_orient_matrix_UB_22      -0.0723041000
_diffrn_orient_matrix_UB_23      -0.0522452000
_diffrn_orient_matrix_UB_31      -0.0076864000
_diffrn_orient_matrix_UB_32      0.0184259000
_diffrn_orient_matrix_UB_33      -0.1662876000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                135
_reflns_number_total             135
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         4.067
_refine_diff_density_min         -3.282
_refine_diff_density_rms         0.563
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.546
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     21
_refine_ls_number_reflns         135
_refine_ls_number_restraints     32
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0501
_refine_ls_restrained_S_all      1.449
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0743P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1180
_refine_ls_wR_factor_ref         0.1180
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Restrained distances
 C1-C1_$1
 1.6 with sigma of 0.02
 O1_$2-O1
 1.88 with sigma of 0.02
2. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 3.8A with sigma of 0.01 and sigma
for terminal atoms of 0.02
3. Others
 Fixed Sof: O1(0.25) O0AA(0.25) C1(0.25)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Eu1 Eu 1.0000 1.0000 0.0000 0.00430(14) Uani 1 d . . 12 S TU P
O1 O 1.1299(3) 1.2599(6) -0.0061(16) 0.0135(13) Uani 0.50 d . . 2 DS TU P
O0AA O 1.2482(5) 1.4964(11) 0.157(3) 0.0142(15) Uani 0.50 d . . 2 S TU P
C1 C 1.1870(5) 1.3739(9) 0.1634(14) 0.0152(15) Uani 0.50 d . . 2 DS TU P

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Eu1 0.00414(17) 0.00414(17) 0.0046(3) 0.000 0.000 0.00207(8)
O1 0.017(2) 0.008(2) 0.012(2) -0.007(2) -0.0034(10) 0.0040(11)
O0AA 0.015(2) 0.009(2) 0.017(3) -0.004(2) -0.0020(12) 0.0044(12)
C1 0.016(2) 0.010(2) 0.018(3) -0.008(2) -0.0040(12) 0.0048(12)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Eu1 O1 2.365(6) 20_565 ?
Eu1 O1 2.365(6) 21_655 ?
Eu1 O1 2.365(6) 19_775 ?
Eu1 O1 2.365(6) 2_765 ?
Eu1 O1 2.365(6) . ?
Eu1 O1 2.365(6) 3_675 ?
Eu1 O0AA 2.501(10) 32_454 ?
Eu1 O0AA 2.501(10) 9_575 ?
Eu1 O0AA 2.501(10) 33_644 ?
Eu1 O0AA 2.501(10) 8_765 ?
Eu1 O0AA 2.501(10) 31_774 ?
Eu1 O0AA 2.501(10) 7_445 ?
O1 C1 1.240(11) . ?
O0AA Eu1 2.501(10) 13_554 ?
O0AA Eu1 2.562(10) 13 ?
O0AA O0AA 1.551(10) 27_655 ?
O0AA O0AA 1.551(10) 26_465 ?
O0AA C1 1.115(13) . ?
C1 C1 1.549(12) 16_675 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Eu1 O1 180.0(3) 20_565 2_765 ?
O1 Eu1 O1 60.011(7) . 21_655 ?
O1 Eu1 O1 119.989(10) . 3_675 ?
O1 Eu1 O1 60.011(7) 20_565 . ?
O1 Eu1 O1 60.011(7) 20_565 3_675 ?
O1 Eu1 O1 119.989(7) 2_765 . ?
O1 Eu1 O1 60.011(7) 2_765 21_655 ?
O1 Eu1 O1 119.989(7) 20_565 19_775 ?
O1 Eu1 O1 119.989(9) 19_775 21_655 ?
O1 Eu1 O1 60.011(7) 2_765 19_775 ?
O1 Eu1 O1 119.989(7) 2_765 3_675 ?
O1 Eu1 O1 180.0 . 19_775 ?
O1 Eu1 O1 60.011(7) 19_775 3_675 ?
O1 Eu1 O1 119.989(7) 20_565 21_655 ?
O1 Eu1 O1 180.0 21_655 3_675 ?
O1 Eu1 O0AA 128.9(3) 19_775 31_774 ?
O1 Eu1 O0AA 72.45(16) . 9_575 ?
O1 Eu1 O0AA 72.45(16) 20_565 31_774 ?
O1 Eu1 O0AA 107.55(16) 3_675 31_774 ?
O1 Eu1 O0AA 107.55(16) 21_655 8_765 ?
O1 Eu1 O0AA 72.45(16) 2_765 7_445 ?
O1 Eu1 O0AA 51.1(3) . 31_774 ?
O1 Eu1 O0AA 107.55(16) 21_655 7_445 ?
O1 Eu1 O0AA 51.1(3) 21_655 9_575 ?
O1 Eu1 O0AA 72.45(16) 20_565 33_644 ?
O1 Eu1 O0AA 72.45(16) 3_675 8_765 ?
O1 Eu1 O0AA 107.55(16) . 33_644 ?
O1 Eu1 O0AA 107.55(16) 2_765 31_774 ?
O1 Eu1 O0AA 128.9(3) 21_655 33_644 ?
O1 Eu1 O0AA 107.55(16) 20_565 9_575 ?
O1 Eu1 O0AA 72.45(16) 21_655 31_774 ?
O1 Eu1 O0AA 128.9(3) 20_565 32_454 ?
O1 Eu1 O0AA 107.55(16) 20_565 7_445 ?
O1 Eu1 O0AA 51.1(3) 2_765 32_454 ?
O1 Eu1 O0AA 128.9(3) . 7_445 ?
O1 Eu1 O0AA 107.55(16) . 32_454 ?
O1 Eu1 O0AA 72.45(16) 3_675 7_445 ?
O1 Eu1 O0AA 72.45(16) 19_775 32_454 ?
O1 Eu1 O0AA 107.55(16) 2_765 33_644 ?
O1 Eu1 O0AA 72.45(16) 21_655 32_454 ?
O1 Eu1 O0AA 72.45(16) 19_775 33_644 ?
O1 Eu1 O0AA 107.55(16) 3_675 32_454 ?
O1 Eu1 O0AA 51.1(3) 3_675 33_644 ?
O1 Eu1 O0AA 51.1(3) 20_565 8_765 ?
O1 Eu1 O0AA 72.45(16) 2_765 9_575 ?
O1 Eu1 O0AA 128.9(3) 2_765 8_765 ?
O1 Eu1 O0AA 107.55(16) 19_775 9_575 ?
O1 Eu1 O0AA 72.45(16) . 8_765 ?
O1 Eu1 O0AA 128.9(3) 3_675 9_575 ?
O1 Eu1 O0AA 107.55(16) 19_775 8_765 ?
O1 Eu1 O0AA 51.1(3) 19_775 7_445 ?
O0AA Eu1 O0AA 64.9(4) 32_454 33_644 ?
O0AA Eu1 O0AA 115.1(4) 32_454 7_445 ?
O0AA Eu1 O0AA 64.9(4) 7_445 9_575 ?
O0AA Eu1 O0AA 115.1(4) 8_765 33_644 ?
O0AA Eu1 O0AA 64.9(4) 8_765 9_575 ?
O0AA Eu1 O0AA 64.9(4) 31_774 33_644 ?
O0AA Eu1 O0AA 64.9(4) 32_454 31_774 ?
O0AA Eu1 O0AA 115.1(4) 7_445 33_644 ?
O0AA Eu1 O0AA 115.1(4) 32_454 9_575 ?
O0AA Eu1 O0AA 180.000(1) 31_774 7_445 ?
O0AA Eu1 O0AA 115.1(4) 31_774 9_575 ?
O0AA Eu1 O0AA 115.1(4) 8_765 31_774 ?
O0AA Eu1 O0AA 64.9(4) 8_765 7_445 ?
O0AA Eu1 O0AA 180.0(3) 32_454 8_765 ?
O0AA Eu1 O0AA 180.000(1) 33_644 9_575 ?
C1 O1 Eu1 146.2(5) . . ?
Eu1 O0AA Eu1 104.5(4) 13_554 13 ?
O0AA O0AA Eu1 70.0(6) 26_465 13 ?
O0AA O0AA Eu1 74.3(6) 27_655 13_554 ?
O0AA O0AA Eu1 70.0(6) 27_655 13 ?
O0AA O0AA Eu1 74.3(6) 26_465 13_554 ?
O0AA O0AA O0AA 119.75(14) 27_655 26_465 ?
C1 O0AA Eu1 125.9(7) . 13 ?
C1 O0AA Eu1 129.6(8) . 13_554 ?
C1 O0AA O0AA 119.87(10) . 26_465 ?
C1 O0AA O0AA 119.87(9) . 27_655 ?
O1 C1 C1 94.7(8) . 16_675 ?
O0AA C1 O1 145.5(8) . . ?
O0AA C1 C1 119.8(10) . 16_675 ?

_olex2_date_sample_data_collection 2019-04-25
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.335
_oxdiff_exptl_absorpt_empirical_full_min 0.578
