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

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1909006'
loop_
_audit_author_name
_audit_author_address
qpli
;zhaotong university
China
;
_audit_update_record             
;
2020-03-01 deposited with the CCDC.	2020-03-06 downloaded from the CCDC.
;
_audit_creation_date             2020-02-26
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C72 H66 N8 O32 Tb2)'
_chemical_formula_sum            'C36 H33 N4 O16 Tb'
_chemical_formula_weight         936.58
_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'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   13.846(3)
_cell_length_b                   15.903(4)
_cell_length_c                   15.702(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.968(5)
_cell_angle_gamma                90
_cell_volume                     3438.7(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4929
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.4817
_cell_measurement_theta_min      2.8738
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.144
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9001
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            White
_exptl_crystal_density_diffrn    1.809
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1880
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_transmission_factor_max   0.982
_exptl_transmission_factor_min   0.982
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_av_unetI/netI     0.0154
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            14740
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         2.875
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2925
_reflns_number_total             2986
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Saint+ ver. V8.34A (Bruker AXS)'
_computing_data_collection       'Saint+ ver. V8.34A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. V8.34A (Bruker AXS)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.898
_refine_diff_density_min         -0.449
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     258
_refine_ls_number_reflns         2986
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0215
_refine_ls_R_factor_gt           0.0210
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0270P)²+8.7522P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0513
_refine_ls_wR_factor_ref         0.0517
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All O(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C17-C16
 1.48 with sigma of 0.01
3. Others
 Fixed Sof: H7(0.5)
4.a Riding coordinates:
 C6(H6A,H6B,H6C), O7(H7)
4.b Me refined with riding coordinates:
 C4(H4A,H4B,H4C), C13(H13A,H13B,H13C), C15(H15A,H15B,H15C)
4.c Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C9(H9), C18(H18)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Tb1 Tb 0.000000 0.41973(2) 0.250000 0.01533(7) Uani 1 2 d S T P . .
N1 N -0.34111(15) 0.34215(14) -0.05694(13) 0.0206(5) Uani 1 1 d . . . . .
H1 H -0.396488 0.314720 -0.058735 0.025 Uiso 1 1 calc R . . . .
N2 N 0.22980(16) 0.38742(14) -0.05526(13) 0.0204(5) Uani 1 1 d . . . . .
H2 H 0.228502 0.401361 -0.109605 0.025 Uiso 1 1 calc R . . . .
C1 C -0.13862(19) 0.40986(16) 0.10638(16) 0.0186(5) Uani 1 1 d . . . . .
C2 C -0.20331(18) 0.39618(16) 0.02456(16) 0.0176(5) Uani 1 1 d . . . . .
C3 C -0.29192(18) 0.35375(16) 0.02127(16) 0.0192(5) Uani 1 1 d . . . . .
C4 C -0.3405(2) 0.3224(2) 0.09559(18) 0.0296(6) Uani 1 1 d . . . . .
H4A H -0.299116 0.333826 0.148809 0.044 Uiso 1 1 calc R . . . .
H4B H -0.402979 0.351085 0.097042 0.044 Uiso 1 1 calc R . . . .
H4C H -0.351417 0.261687 0.089741 0.044 Uiso 1 1 calc R . . . .
C5 C -0.31343(18) 0.36861(16) -0.13264(16) 0.0199(5) Uani 1 1 d . . . . .
C6 C -0.3817(2) 0.3471(2) -0.20897(18) 0.0339(7) Uani 1 1 d . . . . .
H6A H -0.347058 0.314700 -0.249246 0.051 Uiso 1 1 d R . . . .
H6B H -0.434748 0.313800 -0.190406 0.051 Uiso 1 1 d R . . . .
H6C H -0.408108 0.398610 -0.237596 0.051 Uiso 1 1 d R . . . .
C7 C -0.22538(18) 0.41282(15) -0.13073(16) 0.0174(5) Uani 1 1 d . . . . .
C8 C -0.18593(19) 0.44460(18) -0.21168(16) 0.0212(5) Uani 1 1 d . . . . .
C9 C -0.17285(19) 0.42522(15) -0.05199(16) 0.0176(5) Uani 1 1 d . . . . .
H9 H -0.113139 0.454947 -0.049953 0.021 Uiso 1 1 calc R . . . .
C10 C 0.06303(18) 0.29198(16) 0.09173(15) 0.0183(5) Uani 1 1 d . . . . .
C11 C 0.15019(18) 0.33040(16) 0.05581(16) 0.0187(5) Uani 1 1 d . . . . .
C12 C 0.14928(18) 0.35013(16) -0.03076(16) 0.0185(5) Uani 1 1 d . . . . .
C13 C 0.0680(2) 0.33725(19) -0.09974(17) 0.0267(6) Uani 1 1 d . . . . .
H13A H 0.013479 0.310011 -0.075629 0.040 Uiso 1 1 calc R . . . .
H13B H 0.047015 0.391767 -0.124189 0.040 Uiso 1 1 calc R . . . .
H13C H 0.090171 0.301506 -0.144685 0.040 Uiso 1 1 calc R . . . .
C14 C 0.31172(19) 0.40526(17) -0.00452(17) 0.0204(5) Uani 1 1 d . . . . .
C15 C 0.3911(2) 0.4450(2) -0.04768(19) 0.0311(7) Uani 1 1 d . . . . .
H15A H 0.447068 0.455340 -0.005515 0.047 Uiso 1 1 calc R . . . .
H15B H 0.410151 0.407265 -0.092378 0.047 Uiso 1 1 calc R . . . .
H15C H 0.368122 0.498369 -0.073536 0.047 Uiso 1 1 calc R . . . .
C16 C 0.31535(18) 0.38467(16) 0.08192(16) 0.0204(5) Uani 1 1 d D . . . .
C17 C 0.40413(19) 0.40496(18) 0.14396(17) 0.0242(6) Uani 1 1 d D . . . .
C18 C 0.23306(18) 0.34808(17) 0.11092(16) 0.0203(5) Uani 1 1 d . . . . .
H18 H 0.233672 0.334878 0.169980 0.024 Uiso 1 1 calc R . . . .
O1 O -0.06829(14) 0.45960(12) 0.10460(11) 0.0264(4) Uani 1 1 d . . . . .
O2 O -0.15328(13) 0.36934(13) 0.17273(11) 0.0282(4) Uani 1 1 d . . . . .
O3 O -0.23317(17) 0.42946(18) -0.28071(13) 0.0477(7) Uani 1 1 d . . . . .
O4 O -0.10717(14) 0.48398(13) -0.20116(12) 0.0302(5) Uani 1 1 d . . . . .
O5 O 0.05150(13) 0.31231(12) 0.16708(11) 0.0236(4) Uani 1 1 d . . . . .
O6 O 0.01093(14) 0.24258(14) 0.04594(12) 0.0339(5) Uani 1 1 d . . . . .
O7 O 0.42194(15) 0.35095(14) 0.20358(13) 0.0357(5) Uani 1 1 d . . . . .
H7 H 0.489268 0.359994 0.241750 0.043 Uiso 0.5 1 d R . . . .
O8 O 0.45005(18) 0.46891(16) 0.13398(15) 0.0489(6) 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
Tb1 C1 2.810(3) . ?
Tb1 C1 2.810(3) 2 ?
Tb1 O1 2.4616(18) . ?
Tb1 O1 2.4616(18) 2 ?
Tb1 O2 2.4664(19) . ?
Tb1 O2 2.4664(19) 2 ?
Tb1 O4 2.3176(18) 5_565 ?
Tb1 O4 2.3176(18) 6_566 ?
Tb1 O5 2.3055(18) . ?
Tb1 O5 2.3055(18) 2 ?
N1 H1 0.8800 . ?
N1 C3 1.353(3) . ?
N1 C5 1.353(3) . ?
N2 H2 0.8800 . ?
N2 C12 1.353(3) . ?
N2 C14 1.347(3) . ?
C1 C2 1.504(3) . ?
C1 O1 1.257(3) . ?
C1 O2 1.259(3) . ?
C2 C3 1.397(4) . ?
C2 C9 1.393(4) . ?
C3 C4 1.492(4) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C6 1.487(4) . ?
C5 C7 1.405(4) . ?
C6 H6A 0.9789 . ?
C6 H6B 0.9747 . ?
C6 H6C 0.9864 . ?
C7 C8 1.521(4) . ?
C7 C9 1.382(4) . ?
C8 O3 1.230(3) . ?
C8 O4 1.253(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.513(4) . ?
C10 O5 1.253(3) . ?
C10 O6 1.244(3) . ?
C11 C12 1.394(4) . ?
C11 C18 1.392(4) . ?
C12 C13 1.493(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.490(4) . ?
C14 C16 1.392(4) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.522(3) . ?
C16 C18 1.397(4) . ?
C17 O7 1.275(4) . ?
C17 O8 1.218(4) . ?
C18 H18 0.9500 . ?
O7 H7 1.0643 . ?

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
C1 Tb1 C1 173.59(10) 2 . ?
O1 Tb1 C1 157.41(7) 2 . ?
O1 Tb1 C1 157.41(7) . 2 ?
O1 Tb1 C1 26.55(7) . . ?
O1 Tb1 C1 26.56(7) 2 2 ?
O1 Tb1 O1 150.15(9) . 2 ?
O1 Tb1 O2 140.16(6) 2 . ?
O1 Tb1 O2 53.10(6) 2 2 ?
O1 Tb1 O2 53.10(6) . . ?
O1 Tb1 O2 140.16(6) . 2 ?
O2 Tb1 C1 149.07(7) . 2 ?
O2 Tb1 C1 26.61(7) . . ?
O2 Tb1 C1 149.07(7) 2 . ?
O2 Tb1 C1 26.61(7) 2 2 ?
O2 Tb1 O2 142.08(10) . 2 ?
O4 Tb1 C1 100.30(7) 6_566 2 ?
O4 Tb1 C1 83.97(7) 6_566 . ?
O4 Tb1 C1 100.30(7) 5_565 . ?
O4 Tb1 C1 83.97(7) 5_565 2 ?
O4 Tb1 O1 86.52(7) 6_566 . ?
O4 Tb1 O1 73.76(6) 6_566 2 ?
O4 Tb1 O1 86.52(7) 5_565 2 ?
O4 Tb1 O1 73.76(6) 5_565 . ?
O4 Tb1 O2 80.19(7) 5_565 2 ?
O4 Tb1 O2 126.85(6) 5_565 . ?
O4 Tb1 O2 126.85(6) 6_566 2 ?
O4 Tb1 O2 80.19(7) 6_566 . ?
O4 Tb1 O4 97.29(11) 5_565 6_566 ?
O5 Tb1 C1 74.39(7) . . ?
O5 Tb1 C1 100.74(7) . 2 ?
O5 Tb1 C1 100.73(7) 2 . ?
O5 Tb1 C1 74.39(7) 2 2 ?
O5 Tb1 O1 127.09(6) . 2 ?
O5 Tb1 O1 127.09(6) 2 . ?
O5 Tb1 O1 77.21(7) . . ?
O5 Tb1 O1 77.21(7) 2 2 ?
O5 Tb1 O2 77.43(7) 2 2 ?
O5 Tb1 O2 77.42(7) . . ?
O5 Tb1 O2 74.70(6) . 2 ?
O5 Tb1 O2 74.70(6) 2 . ?
O5 Tb1 O4 93.24(7) 2 6_566 ?
O5 Tb1 O4 93.24(7) . 5_565 ?
O5 Tb1 O4 157.33(7) . 6_566 ?
O5 Tb1 O4 157.33(7) 2 5_565 ?
O5 Tb1 O5 84.37(9) 2 . ?
C3 N1 H1 116.8 . . ?
C3 N1 C5 126.3(2) . . ?
C5 N1 H1 116.8 . . ?
C12 N2 H2 116.8 . . ?
C14 N2 H2 116.8 . . ?
C14 N2 C12 126.3(2) . . ?
C2 C1 Tb1 172.06(18) . . ?
O1 C1 Tb1 61.09(13) . . ?
O1 C1 C2 117.8(2) . . ?
O1 C1 O2 122.2(2) . . ?
O2 C1 Tb1 61.31(13) . . ?
O2 C1 C2 120.0(2) . . ?
C3 C2 C1 123.0(2) . . ?
C9 C2 C1 118.8(2) . . ?
C9 C2 C3 118.1(2) . . ?
N1 C3 C2 117.2(2) . . ?
N1 C3 C4 116.0(2) . . ?
C2 C3 C4 126.8(2) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C6 115.0(2) . . ?
N1 C5 C7 117.5(2) . . ?
C7 C5 C6 127.6(2) . . ?
C5 C6 H6A 109.2 . . ?
C5 C6 H6B 108.6 . . ?
C5 C6 H6C 110.5 . . ?
H6A C6 H6B 110.0 . . ?
H6A C6 H6C 109.0 . . ?
H6B C6 H6C 109.4 . . ?
C5 C7 C8 122.3(2) . . ?
C9 C7 C5 117.7(2) . . ?
C9 C7 C8 119.9(2) . . ?
O3 C8 C7 117.8(2) . . ?
O3 C8 O4 126.1(3) . . ?
O4 C8 C7 116.0(2) . . ?
C2 C9 H9 118.4 . . ?
C7 C9 C2 123.1(2) . . ?
C7 C9 H9 118.4 . . ?
O5 C10 C11 115.6(2) . . ?
O6 C10 C11 118.5(2) . . ?
O6 C10 O5 125.9(2) . . ?
C12 C11 C10 121.9(2) . . ?
C18 C11 C10 119.2(2) . . ?
C18 C11 C12 119.0(2) . . ?
N2 C12 C11 116.9(2) . . ?
N2 C12 C13 115.8(2) . . ?
C11 C12 C13 127.3(2) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N2 C14 C15 115.8(2) . . ?
N2 C14 C16 118.0(2) . . ?
C16 C14 C15 126.1(2) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 C17 121.3(2) . . ?
C14 C16 C18 117.9(2) . . ?
C18 C16 C17 120.8(2) . . ?
O7 C17 C16 114.1(2) . . ?
O8 C17 C16 119.5(3) . . ?
O8 C17 O7 126.4(3) . . ?
C11 C18 C16 121.9(2) . . ?
C11 C18 H18 119.0 . . ?
C16 C18 H18 119.0 . . ?
C1 O1 Tb1 92.35(15) . . ?
C1 O2 Tb1 92.08(15) . . ?
C8 O4 Tb1 149.85(18) . 5_565 ?
C10 O5 Tb1 143.31(17) . . ?
C17 O7 H7 114.4 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1909008'
loop_
_audit_author_name
_audit_author_address
'Qipeng Li'
;Zhaotong University
China
;
_audit_update_record             
;
2020-03-01 deposited with the CCDC.	2020-03-06 downloaded from the CCDC.
;
_audit_creation_date             2020-02-26
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C72 H66 Gd2 N8 O32)'
_chemical_formula_sum            'C36 H33 Gd N4 O16'
_chemical_formula_weight         934.91
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Gd Gd -0.1653 3.9035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   13.860(4)
_cell_length_b                   15.922(4)
_cell_length_c                   15.717(7)
_cell_angle_alpha                90
_cell_angle_beta                 95.973(5)
_cell_angle_gamma                90
_cell_volume                     3450(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5125
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.5050
_cell_measurement_theta_min      2.5586
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.010
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9435
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            White
_exptl_crystal_density_diffrn    1.800
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1876
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            19443
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.486
_diffrn_reflns_theta_min         2.558
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3768
_reflns_number_total             3885
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Saint+ ver. V8.34A (Bruker AXS)'
_computing_data_collection       'Saint+ ver. V8.34A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. V8.34A (Bruker AXS)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'Olex2 (Dolomanov et al., 2009)'
_refine_diff_density_max         1.184
_refine_diff_density_min         -0.535
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     258
_refine_ls_number_reflns         3885
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0245
_refine_ls_R_factor_gt           0.0235
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0245P)²+8.9403P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0548
_refine_ls_wR_factor_ref         0.0555
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Riding coordinates:
 C6(H6A,H6B,H6C), O8(H8)
2.b Me refined with riding coordinates:
 C7(H7A,H7B,H7C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C12(H12), N1(H1), N2(H2)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Gd1 Gd 0.500000 0.07958(2) 0.250000 0.01561(6) Uani 1 2 d S T P . .
C1 C 0.20778(16) 0.14630(14) 0.02119(14) 0.0196(4) Uani 1 1 d . . . . .
C2 C 0.29611(16) 0.10434(14) 0.02394(14) 0.0180(4) Uani 1 1 d . . . . .
C3 C 0.32701(16) 0.07517(14) -0.05207(14) 0.0175(4) Uani 1 1 d . . . . .
H3 H 0.386529 0.045288 -0.050036 0.021 Uiso 1 1 calc R . . . .
C4 C 0.27392(16) 0.08818(14) -0.13088(14) 0.0175(4) Uani 1 1 d . . . . .
C5 C 0.18624(17) 0.13196(15) -0.13240(14) 0.0199(4) Uani 1 1 d . . . . .
C6 C 0.1179(2) 0.15364(19) -0.20869(16) 0.0342(6) Uani 1 1 d . . . . .
H6A H 0.094078 0.101858 -0.236934 0.051 Uiso 1 1 d R . . . .
H6B H 0.062658 0.185898 -0.191254 0.051 Uiso 1 1 d R . . . .
H6C H 0.151968 0.187438 -0.248114 0.051 Uiso 1 1 d R . . . .
C7 C 0.15903(19) 0.17767(19) 0.09562(16) 0.0304(6) Uani 1 1 d . . . . .
H7A H 0.200298 0.166108 0.148813 0.046 Uiso 1 1 calc R . . . .
H7B H 0.148304 0.238331 0.089866 0.046 Uiso 1 1 calc R . . . .
H7C H 0.096568 0.149112 0.096934 0.046 Uiso 1 1 calc R . . . .
C8 C 0.36095(17) 0.09002(14) 0.10608(14) 0.0194(4) Uani 1 1 d . . . . .
C9 C 0.31371(17) 0.05688(16) -0.21163(15) 0.0223(5) Uani 1 1 d . . . . .
C10 C 0.64976(16) 0.14990(14) -0.03050(14) 0.0191(4) Uani 1 1 d . . . . .
C11 C 0.65055(16) 0.16984(14) 0.05569(14) 0.0184(4) Uani 1 1 d . . . . .
C12 C 0.73346(17) 0.15149(15) 0.11075(14) 0.0209(5) Uani 1 1 d . . . . .
H12 H 0.733946 0.164255 0.169839 0.025 Uiso 1 1 calc R . . . .
C13 C 0.81533(16) 0.11517(15) 0.08209(14) 0.0199(4) Uani 1 1 d . . . . .
C14 C 0.81190(17) 0.09481(15) -0.00441(15) 0.0204(5) Uani 1 1 d . . . . .
C15 C 0.89130(19) 0.05517(19) -0.04761(17) 0.0310(6) Uani 1 1 d . . . . .
H15A H 0.947155 0.044561 -0.005437 0.046 Uiso 1 1 calc R . . . .
H15B H 0.868330 0.001954 -0.073705 0.046 Uiso 1 1 calc R . . . .
H15C H 0.910567 0.092969 -0.092059 0.046 Uiso 1 1 calc R . . . .
C16 C 0.56792(18) 0.16307(17) -0.09952(15) 0.0269(5) Uani 1 1 d . . . . .
H16A H 0.513513 0.190073 -0.075153 0.040 Uiso 1 1 calc R . . . .
H16B H 0.589858 0.199019 -0.144318 0.040 Uiso 1 1 calc R . . . .
H16C H 0.546945 0.108704 -0.124173 0.040 Uiso 1 1 calc R . . . .
C17 C 0.56331(16) 0.20785(14) 0.09160(14) 0.0189(4) Uani 1 1 d . . . . .
C18 C 0.90437(18) 0.09439(16) 0.14384(15) 0.0239(5) Uani 1 1 d . . . . .
N1 N 0.15851(14) 0.15820(12) -0.05705(12) 0.0203(4) Uani 1 1 d . . . . .
H1 H 0.103219 0.185634 -0.058826 0.024 Uiso 1 1 calc R . . . .
N2 N 0.72986(14) 0.11306(13) -0.05515(12) 0.0203(4) Uani 1 1 d . . . . .
H2 H 0.728599 0.099590 -0.109557 0.024 Uiso 1 1 calc R . . . .
O1 O 0.34599(13) 0.13020(13) 0.17216(10) 0.0296(4) Uani 1 1 d . . . . .
O2 O 0.43052(13) 0.03994(11) 0.10387(10) 0.0267(4) Uani 1 1 d . . . . .
O3 O 0.39230(13) 0.01723(13) -0.20122(11) 0.0313(4) Uani 1 1 d . . . . .
O4 O 0.26661(16) 0.07263(17) -0.28066(12) 0.0496(7) Uani 1 1 d . . . . .
O5 O 0.51141(14) 0.25724(13) 0.04574(11) 0.0346(4) Uani 1 1 d . . . . .
O6 O 0.55181(12) 0.18744(11) 0.16663(10) 0.0242(4) Uani 1 1 d . . . . .
O7 O 0.94998(17) 0.03076(16) 0.13351(14) 0.0503(6) Uani 1 1 d . . . . .
O8 O 0.92207(14) 0.14840(13) 0.20357(12) 0.0367(5) Uani 1 1 d . . . . .
H8 H 0.999994 0.136492 0.249996 0.055 Uiso 1 2 d RS T P . .


_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 C8 2.820(2) 2_655 ?
Gd1 C8 2.820(2) . ?
Gd1 O1 2.4818(18) 2_655 ?
Gd1 O1 2.4817(18) . ?
Gd1 O2 2.4779(19) 2_655 ?
Gd1 O2 2.4779(18) . ?
Gd1 O3 2.3304(17) 6_556 ?
Gd1 O3 2.3304(17) 5_655 ?
Gd1 O6 2.3189(17) 2_655 ?
Gd1 O6 2.3189(17) . ?
C1 C2 1.391(3) . ?
C1 C7 1.496(3) . ?
C1 N1 1.356(3) . ?
C2 C3 1.390(3) . ?
C2 C8 1.512(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.389(3) . ?
C4 C5 1.399(3) . ?
C4 C9 1.519(3) . ?
C5 C6 1.489(3) . ?
C5 N1 1.349(3) . ?
C6 H6A 0.9773 . ?
C6 H6B 0.9841 . ?
C6 H6C 0.9786 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 O1 1.255(3) . ?
C8 O2 1.254(3) . ?
C9 O3 1.255(3) . ?
C9 O4 1.232(3) . ?
C10 C11 1.390(3) . ?
C10 C16 1.500(3) . ?
C10 N2 1.348(3) . ?
C11 C12 1.396(3) . ?
C11 C17 1.513(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.390(3) . ?
C13 C14 1.394(3) . ?
C13 C18 1.525(3) . ?
C14 C15 1.492(3) . ?
C14 N2 1.351(3) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 O5 1.244(3) . ?
C17 O6 1.249(3) . ?
C18 O7 1.214(3) . ?
C18 O8 1.278(3) . ?
N1 H1 0.8800 . ?
N2 H2 0.8800 . ?
O8 H8 1.2533 . ?

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
C8 Gd1 C8 173.24(9) . 2_655 ?
O1 Gd1 C8 26.41(6) 2_655 2_655 ?
O1 Gd1 C8 149.02(6) . 2_655 ?
O1 Gd1 C8 26.42(6) . . ?
O1 Gd1 C8 149.02(6) 2_655 . ?
O1 Gd1 O1 142.10(9) . 2_655 ?
O2 Gd1 C8 157.78(6) 2_655 . ?
O2 Gd1 C8 26.39(6) 2_655 2_655 ?
O2 Gd1 C8 157.78(6) . 2_655 ?
O2 Gd1 C8 26.40(6) . . ?
O2 Gd1 O1 140.45(6) . 2_655 ?
O2 Gd1 O1 140.45(6) 2_655 . ?
O2 Gd1 O1 52.73(6) . . ?
O2 Gd1 O1 52.73(6) 2_655 2_655 ?
O2 Gd1 O2 150.49(9) 2_655 . ?
O3 Gd1 C8 83.98(7) 5_655 2_655 ?
O3 Gd1 C8 83.98(7) 6_556 . ?
O3 Gd1 C8 100.53(7) 6_556 2_655 ?
O3 Gd1 C8 100.53(7) 5_655 . ?
O3 Gd1 O1 126.88(6) 6_556 2_655 ?
O3 Gd1 O1 80.18(7) 6_556 . ?
O3 Gd1 O1 80.18(7) 5_655 2_655 ?
O3 Gd1 O1 126.88(6) 5_655 . ?
O3 Gd1 O2 86.33(7) 6_556 . ?
O3 Gd1 O2 74.16(6) 6_556 2_655 ?
O3 Gd1 O2 74.16(6) 5_655 . ?
O3 Gd1 O2 86.33(7) 5_655 2_655 ?
O3 Gd1 O3 97.17(11) 6_556 5_655 ?
O6 Gd1 C8 74.28(7) 2_655 2_655 ?
O6 Gd1 C8 100.58(7) . 2_655 ?
O6 Gd1 C8 100.58(7) 2_655 . ?
O6 Gd1 C8 74.28(7) . . ?
O6 Gd1 O1 74.75(6) . 2_655 ?
O6 Gd1 O1 74.75(6) 2_655 . ?
O6 Gd1 O1 77.41(7) . . ?
O6 Gd1 O1 77.41(7) 2_655 2_655 ?
O6 Gd1 O2 126.80(6) . 2_655 ?
O6 Gd1 O2 77.19(7) 2_655 2_655 ?
O6 Gd1 O2 126.80(6) 2_655 . ?
O6 Gd1 O2 77.19(7) . . ?
O6 Gd1 O3 93.29(7) . 5_655 ?
O6 Gd1 O3 157.28(6) . 6_556 ?
O6 Gd1 O3 93.29(7) 2_655 6_556 ?
O6 Gd1 O3 157.28(6) 2_655 5_655 ?
O6 Gd1 O6 84.45(9) 2_655 . ?
C2 C1 C7 127.1(2) . . ?
N1 C1 C2 117.0(2) . . ?
N1 C1 C7 115.9(2) . . ?
C1 C2 C8 122.8(2) . . ?
C3 C2 C1 118.8(2) . . ?
C3 C2 C8 118.3(2) . . ?
C2 C3 H3 118.8 . . ?
C4 C3 C2 122.3(2) . . ?
C4 C3 H3 118.8 . . ?
C3 C4 C5 117.9(2) . . ?
C3 C4 C9 119.4(2) . . ?
C5 C4 C9 122.6(2) . . ?
C4 C5 C6 127.4(2) . . ?
N1 C5 C4 117.8(2) . . ?
N1 C5 C6 114.8(2) . . ?
C5 C6 H6A 109.1 . . ?
C5 C6 H6B 110.2 . . ?
C5 C6 H6C 109.2 . . ?
H6A C6 H6B 109.3 . . ?
H6A C6 H6C 109.8 . . ?
H6B C6 H6C 109.3 . . ?
C1 C7 H7A 109.5 . . ?
C1 C7 H7B 109.5 . . ?
C1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C2 C8 Gd1 171.88(16) . . ?
O1 C8 Gd1 61.59(12) . . ?
O1 C8 C2 119.7(2) . . ?
O2 C8 Gd1 61.42(12) . . ?
O2 C8 C2 117.6(2) . . ?
O2 C8 O1 122.7(2) . . ?
O3 C9 C4 116.2(2) . . ?
O4 C9 C4 117.6(2) . . ?
O4 C9 O3 126.2(2) . . ?
C11 C10 C16 127.0(2) . . ?
N2 C10 C11 117.1(2) . . ?
N2 C10 C16 115.9(2) . . ?
C10 C11 C12 118.6(2) . . ?
C10 C11 C17 122.0(2) . . ?
C12 C11 C17 119.4(2) . . ?
C11 C12 H12 118.9 . . ?
C13 C12 C11 122.2(2) . . ?
C13 C12 H12 118.9 . . ?
C12 C13 C14 117.8(2) . . ?
C12 C13 C18 121.2(2) . . ?
C14 C13 C18 120.9(2) . . ?
C13 C14 C15 126.2(2) . . ?
N2 C14 C13 117.8(2) . . ?
N2 C14 C15 116.0(2) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C10 C16 H16A 109.5 . . ?
C10 C16 H16B 109.5 . . ?
C10 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O5 C17 C11 118.2(2) . . ?
O5 C17 O6 126.1(2) . . ?
O6 C17 C11 115.7(2) . . ?
O7 C18 C13 119.6(2) . . ?
O7 C18 O8 126.7(2) . . ?
O8 C18 C13 113.7(2) . . ?
C1 N1 H1 116.9 . . ?
C5 N1 C1 126.2(2) . . ?
C5 N1 H1 116.9 . . ?
C10 N2 C14 126.3(2) . . ?
C10 N2 H2 116.9 . . ?
C14 N2 H2 116.9 . . ?
C8 O1 Gd1 91.99(14) . . ?
C8 O2 Gd1 92.19(13) . . ?
C9 O3 Gd1 150.10(16) . 5_655 ?
C17 O6 Gd1 143.46(16) . . ?
C18 O8 H8 114.4 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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 1909007'
loop_
_audit_author_name
_audit_author_address
'Qipeng Li'
;Zhaotong University
China
;
_audit_update_record             
;
2020-03-01 deposited with the CCDC.	2020-03-06 downloaded from the CCDC.
;
_audit_creation_date             2020-02-26
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C72 H64 Eu2 N8 O32)'
_chemical_formula_sum            'C36 H32 Eu N4 O16'
_chemical_formula_weight         928.61
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   13.874(3)
_cell_length_b                   15.916(4)
_cell_length_c                   15.760(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.095(4)
_cell_angle_gamma                90
_cell_volume                     3460.4(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5047
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.4934
_cell_measurement_theta_min      2.2571
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.899
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8933
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            White
_exptl_crystal_density_diffrn    1.782
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1868
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0157
_diffrn_reflns_av_unetI/netI     0.0145
_diffrn_reflns_Laue_measured_fraction_full 0.952
_diffrn_reflns_Laue_measured_fraction_max 0.952
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10616
_diffrn_reflns_point_group_measured_fraction_full 0.952
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         2.258
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.952
_diffrn_measured_fraction_theta_max 0.952
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2833
_reflns_number_total             2915
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Saint+ ver. V8.34A (Bruker AXS)'
_computing_data_collection       'Saint+ ver. V8.34A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. V8.34A (Bruker AXS)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'Olex2 (Dolomanov et al., 2009)'
_refine_diff_density_max         0.966
_refine_diff_density_min         -0.523
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     258
_refine_ls_number_reflns         2915
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0208
_refine_ls_R_factor_gt           0.0201
_refine_ls_restrained_S_all      1.119
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0273P)²+6.1667P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0501
_refine_ls_wR_factor_ref         0.0506
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C8-C7
 1.48 with sigma of 0.01
3. Others
 Fixed Sof: H2(0.5)
4.a Riding coordinates:
 O3(H3), C13(H13A,H13B,H13C), C6(H6A,H6B,H6C)
4.b Me refined with riding coordinates:
 C4(H4A,H4B,H4C), C15(H15A,H15B,H15C)
4.c Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C18(H18), C9(H9)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Eu1 Eu 0.500000 0.07908(2) 0.250000 0.01492(7) Uani 1 2 d S T P . .
O1 O 0.55244(13) 0.18728(11) 0.16633(11) 0.0235(4) Uani 1 1 d . . . . .
O2 O 0.51167(14) 0.25700(13) 0.04563(12) 0.0338(5) Uani 1 1 d . . . . .
O4 O 0.94978(17) 0.03049(15) 0.13350(14) 0.0489(6) Uani 1 1 d . . . . .
O3 O 0.92228(14) 0.14792(13) 0.20337(13) 0.0357(5) Uani 1 1 d . . . A -1
H3 H 0.999749 0.137493 0.249914 0.054 Uiso 0.5 1 d RS T P A -1
O6 O 0.39159(14) -0.01825(12) 0.29875(11) 0.0307(4) Uani 1 1 d . . . . .
O5 O 0.26639(17) -0.07369(17) 0.21944(13) 0.0472(6) Uani 1 1 d . . . . .
O8 O 0.43004(13) -0.03954(12) 0.60345(11) 0.0260(4) Uani 1 1 d . . . . .
O7 O 0.34569(13) -0.12992(12) 0.67170(11) 0.0284(4) Uani 1 1 d . . . . .
N1 N 0.72973(15) 0.11313(13) -0.05523(13) 0.0194(4) Uani 1 1 d . . . . .
H1 H 0.728350 0.099674 -0.109499 0.023 Uiso 1 1 calc R . . . .
N2 N 0.15763(15) -0.15845(13) 0.44293(13) 0.0195(4) Uani 1 1 d . . . . .
H2 H 0.102133 -0.185499 0.441129 0.023 Uiso 0.5 1 calc R . . . .
C18 C 0.32625(17) -0.07549(14) 0.44773(15) 0.0161(5) Uani 1 1 d . . . . .
H18 H 0.385598 -0.045411 0.449766 0.019 Uiso 1 1 calc R . . . .
C17 C 0.36043(18) -0.09004(15) 0.60579(16) 0.0191(5) Uani 1 1 d . . . . .
C11 C 0.27354(18) -0.08879(14) 0.36901(16) 0.0175(5) Uani 1 1 d . . . . .
C1 C 0.56365(17) 0.20779(15) 0.09118(15) 0.0179(5) Uani 1 1 d . . . . .
C10 C 0.31309(18) -0.05783(16) 0.28854(16) 0.0210(5) Uani 1 1 d . . . . .
C12 C 0.18598(18) -0.13247(15) 0.36773(15) 0.0195(5) Uani 1 1 d . . . . .
C5 C 0.81191(18) 0.09489(15) -0.00437(16) 0.0197(5) Uani 1 1 d . . . . .
C16 C 0.29574(17) -0.10437(15) 0.52370(15) 0.0172(5) Uani 1 1 d . . . . .
C9 C 0.73380(18) 0.15143(15) 0.11044(15) 0.0197(5) Uani 1 1 d . . . . .
H9 H 0.734561 0.164451 0.169331 0.024 Uiso 1 1 calc R . . . .
C4 C 0.56845(19) 0.16315(18) -0.09959(16) 0.0267(6) Uani 1 1 d . . . . .
H4A H 0.514022 0.190140 -0.075459 0.040 Uiso 1 1 calc R . . . .
H4B H 0.590481 0.199157 -0.144133 0.040 Uiso 1 1 calc R . . . .
H4C H 0.547531 0.108789 -0.124299 0.040 Uiso 1 1 calc R . . . .
C3 C 0.65000(18) 0.14992(15) -0.03055(15) 0.0181(5) Uani 1 1 d . . . . .
C2 C 0.65054(17) 0.16947(14) 0.05548(15) 0.0175(5) Uani 1 1 d . . . . .
C14 C 0.20736(18) -0.14644(15) 0.52110(15) 0.0184(5) Uani 1 1 d . . . . .
C7 C 0.81542(17) 0.11511(15) 0.08185(16) 0.0191(5) Uani 1 1 d D . . . .
C8 C 0.90417(18) 0.09413(16) 0.14368(16) 0.0227(6) Uani 1 1 d D . . . .
C13 C 0.1176(2) -0.1541(2) 0.29134(17) 0.0332(7) Uani 1 1 d . . . . .
H13A H 0.150669 -0.186088 0.248975 0.050 Uiso 1 1 d R . . . .
H13B H 0.065238 -0.188178 0.309655 0.050 Uiso 1 1 d R . . . .
H13C H 0.091908 -0.102088 0.265155 0.050 Uiso 1 1 d R . . . .
C15 C 0.1592(2) -0.17745(19) 0.59546(17) 0.0289(6) Uani 1 1 d . . . . .
H15A H 0.200798 -0.165798 0.648371 0.043 Uiso 1 1 calc R . . . .
H15B H 0.096906 -0.148765 0.596888 0.043 Uiso 1 1 calc R . . . .
H15C H 0.148347 -0.238130 0.589923 0.043 Uiso 1 1 calc R . . . .
C6 C 0.8910(2) 0.05520(19) -0.04768(18) 0.0305(6) Uani 1 1 d . . . . .
H6A H 0.869486 0.047953 -0.108511 0.046 Uiso 1 1 d R . . . .
H6B H 0.906856 0.000263 -0.021821 0.046 Uiso 1 1 d R . . . .
H6C H 0.948566 0.091253 -0.041061 0.046 Uiso 1 1 d R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Eu1 O1 2.3319(18) 2_655 ?
Eu1 O1 2.3319(18) . ?
Eu1 O6 2.3447(18) . ?
Eu1 O6 2.3447(18) 2_655 ?
Eu1 O8 2.4893(17) 6 ?
Eu1 O8 2.4893(17) 5_656 ?
Eu1 O7 2.4900(18) 5_656 ?
Eu1 O7 2.4900(17) 6 ?
Eu1 C17 2.830(2) 6 ?
Eu1 C17 2.830(2) 5_656 ?
O1 C1 1.254(3) . ?
O2 C1 1.240(3) . ?
O4 C8 1.214(3) . ?
O3 H3 1.2463 . ?
O3 C8 1.277(3) . ?
O6 C10 1.254(3) . ?
O5 C10 1.233(3) . ?
O8 C17 1.260(3) . ?
O7 C17 1.253(3) . ?
N1 H1 0.8800 . ?
N1 C5 1.354(3) . ?
N1 C3 1.345(3) . ?
N2 H2 0.8800 . ?
N2 C12 1.353(3) . ?
N2 C14 1.360(3) . ?
C18 H18 0.9500 . ?
C18 C11 1.388(3) . ?
C18 C16 1.390(4) . ?
C17 C16 1.512(3) . ?
C11 C10 1.517(4) . ?
C11 C12 1.398(3) . ?
C1 C2 1.512(4) . ?
C12 C13 1.492(3) . ?
C5 C7 1.392(4) . ?
C5 C6 1.493(4) . ?
C16 C14 1.394(3) . ?
C9 H9 0.9500 . ?
C9 C2 1.398(3) . ?
C9 C7 1.388(4) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C4 C3 1.499(3) . ?
C3 C2 1.390(3) . ?
C14 C15 1.493(4) . ?
C7 C8 1.524(3) . ?
C13 H13A 0.9908 . ?
C13 H13B 0.9744 . ?
C13 H13C 0.9748 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C6 H6A 0.9801 . ?
C6 H6B 0.9799 . ?
C6 H6C 0.9801 . ?

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 84.79(9) 2_655 . ?
O1 Eu1 O6 93.05(7) . 2_655 ?
O1 Eu1 O6 157.33(6) . . ?
O1 Eu1 O6 157.33(6) 2_655 2_655 ?
O1 Eu1 O6 93.05(7) 2_655 . ?
O1 Eu1 O8 77.07(6) . 6 ?
O1 Eu1 O8 126.66(6) . 5_656 ?
O1 Eu1 O8 77.07(6) 2_655 5_656 ?
O1 Eu1 O8 126.66(6) 2_655 6 ?
O1 Eu1 O7 74.74(6) . 5_656 ?
O1 Eu1 O7 77.48(7) . 6 ?
O1 Eu1 O7 74.74(6) 2_655 6 ?
O1 Eu1 O7 77.48(7) 2_655 5_656 ?
O1 Eu1 C17 100.41(7) 2_655 6 ?
O1 Eu1 C17 100.41(7) . 5_656 ?
O1 Eu1 C17 74.23(7) 2_655 5_656 ?
O1 Eu1 C17 74.24(7) . 6 ?
O6 Eu1 O6 97.29(11) 2_655 . ?
O6 Eu1 O8 86.36(7) 2_655 5_656 ?
O6 Eu1 O8 74.30(6) . 5_656 ?
O6 Eu1 O8 86.36(7) . 6 ?
O6 Eu1 O8 74.30(6) 2_655 6 ?
O6 Eu1 O7 80.18(7) 2_655 5_656 ?
O6 Eu1 O7 126.87(6) . 5_656 ?
O6 Eu1 O7 80.18(7) . 6 ?
O6 Eu1 O7 126.87(6) 2_655 6 ?
O6 Eu1 C17 100.70(7) . 5_656 ?
O6 Eu1 C17 84.02(7) . 6 ?
O6 Eu1 C17 100.69(7) 2_655 6 ?
O6 Eu1 C17 84.02(7) 2_655 5_656 ?
O8 Eu1 O8 150.72(9) 6 5_656 ?
O8 Eu1 O7 52.58(6) 5_656 5_656 ?
O8 Eu1 O7 140.53(6) 6 5_656 ?
O8 Eu1 O7 52.58(6) 6 6 ?
O8 Eu1 O7 140.53(6) 5_656 6 ?
O8 Eu1 C17 26.42(7) 5_656 5_656 ?
O8 Eu1 C17 26.42(7) 6 6 ?
O8 Eu1 C17 157.93(7) 5_656 6 ?
O8 Eu1 C17 157.93(7) 6 5_656 ?
O7 Eu1 O7 142.07(9) 5_656 6 ?
O7 Eu1 C17 148.97(6) 6 5_656 ?
O7 Eu1 C17 26.24(7) 5_656 5_656 ?
O7 Eu1 C17 148.96(6) 5_656 6 ?
O7 Eu1 C17 26.24(7) 6 6 ?
C17 Eu1 C17 172.93(10) 5_656 6 ?
C1 O1 Eu1 143.49(16) . . ?
C8 O3 H3 115.7 . . ?
C10 O6 Eu1 150.30(17) . . ?
C17 O8 Eu1 92.07(14) . 5_656 ?
C17 O7 Eu1 92.23(14) . 5_656 ?
C5 N1 H1 117.0 . . ?
C3 N1 H1 117.0 . . ?
C3 N1 C5 126.1(2) . . ?
C12 N2 H2 117.1 . . ?
C12 N2 C14 125.7(2) . . ?
C14 N2 H2 117.1 . . ?
C11 C18 H18 118.7 . . ?
C11 C18 C16 122.7(2) . . ?
C16 C18 H18 118.7 . . ?
O8 C17 Eu1 61.51(12) . 5_656 ?
O8 C17 C16 117.3(2) . . ?
O7 C17 Eu1 61.53(12) . 5_656 ?
O7 C17 O8 122.7(2) . . ?
O7 C17 C16 119.9(2) . . ?
C16 C17 Eu1 171.90(17) . 5_656 ?
C18 C11 C10 119.7(2) . . ?
C18 C11 C12 117.6(2) . . ?
C12 C11 C10 122.7(2) . . ?
O1 C1 C2 115.5(2) . . ?
O2 C1 O1 126.0(2) . . ?
O2 C1 C2 118.5(2) . . ?
O6 C10 C11 116.3(2) . . ?
O5 C10 O6 125.7(3) . . ?
O5 C10 C11 118.0(2) . . ?
N2 C12 C11 118.2(2) . . ?
N2 C12 C13 114.7(2) . . ?
C11 C12 C13 127.1(2) . . ?
N1 C5 C7 117.9(2) . . ?
N1 C5 C6 115.7(2) . . ?
C7 C5 C6 126.4(2) . . ?
C18 C16 C17 118.7(2) . . ?
C18 C16 C14 118.8(2) . . ?
C14 C16 C17 122.6(2) . . ?
C2 C9 H9 118.9 . . ?
C7 C9 H9 118.9 . . ?
C7 C9 C2 122.2(2) . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
N1 C3 C4 115.6(2) . . ?
N1 C3 C2 117.4(2) . . ?
C2 C3 C4 127.0(2) . . ?
C9 C2 C1 119.4(2) . . ?
C3 C2 C1 122.1(2) . . ?
C3 C2 C9 118.5(2) . . ?
N2 C14 C16 117.0(2) . . ?
N2 C14 C15 116.0(2) . . ?
C16 C14 C15 127.0(2) . . ?
C5 C7 C8 121.0(2) . . ?
C9 C7 C5 117.9(2) . . ?
C9 C7 C8 121.0(2) . . ?
O4 C8 O3 126.3(2) . . ?
O4 C8 C7 119.7(2) . . ?
O3 C8 C7 114.0(2) . . ?
C12 C13 H13A 111.2 . . ?
C12 C13 H13B 108.6 . . ?
C12 C13 H13C 108.6 . . ?
H13A C13 H13B 109.0 . . ?
H13A C13 H13C 109.0 . . ?
H13B C13 H13C 110.4 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C5 C6 H6A 109.6 . . ?
C5 C6 H6B 109.3 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_preparation       Luminescent
