# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_20191104_dy
_database_code_depnum_ccdc_archive 'CCDC 2369418'
loop_
_audit_author_name
_audit_author_address
'Sihuai Chen'
;Wuhan Institute of Technology
China
;
_audit_update_record             
;
2024-07-10 deposited with the CCDC.	2024-09-10 downloaded from the CCDC.
;
_audit_creation_date             2019-11-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.18 svn.r3508 for OlexSys, GUI svn.r5497)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H16 Dy N13 O9, 2(C2 H3 N)'
_chemical_formula_sum            'C28 H22 Dy N15 O9'
_chemical_formula_weight         875.10
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Dy Dy -9.8046 9.8477 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   19.69338(9)
_cell_length_b                   11.64098(5)
_cell_length_c                   16.29945(9)
_cell_angle_alpha                90
_cell_angle_beta                 111.3480(6)
_cell_angle_gamma                90
_cell_volume                     3480.27(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    28932
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      73.6490
_cell_measurement_theta_min      4.5030
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    12.133
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.27206
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear blackish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   blackish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.670
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1732
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_av_unetI/netI     0.0112
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            36711
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.998
_diffrn_reflns_theta_min         4.499
_diffrn_ambient_temperature      273
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     37.00  84.00   0.50    0.50    --    0.00  57.00 150.00   94
  2  ω    -21.00  34.00   0.50    0.50    --    0.00  57.00-120.00  110
  3  ω    -22.00  48.00   0.50    0.50    --    0.00  57.00  60.00  140
  4  ω    -22.00  33.00   0.50    0.50    --    0.00  57.00 150.00  110
  5  ω     54.00  87.00   0.50    0.50    --    0.00  57.00  60.00   66
  6  ω    -15.00  77.00   0.50    0.50    --    0.00  38.00 -30.00  184
  7  ω    -46.00   7.00   0.50    0.50    --    0.00 -77.00 120.00  106
  8  ω     38.00  88.00   0.50    0.50    --    0.00  57.00-180.00  100
  9  ω     39.00  74.00   0.50    0.50    --    0.00  57.00-120.00   70
 10  ω     73.00  98.00   0.50    0.50    --   94.60  54.00  80.31   50
 11  ω    123.00 150.00   0.50    0.50    --   94.60  71.00  34.14   54
 12  ω     68.00  94.00   0.50    0.50    --   94.60  71.00  34.14   52
 13  ω     67.00 131.00   0.50    0.50    --   94.60  72.00 125.60  128
 14  ω     68.00  94.00   0.50    0.50    --   94.60  69.00   2.51   52
 15  ω     73.00 182.00   0.50    0.50    --   94.60  54.00 -87.59  218
 16  ω    154.00 180.00   0.50    0.50    --   94.60  63.00 -35.62   52
 17  ω     69.00 139.00   0.50    0.50    --   94.60  68.00 147.06  140
 18  ω     66.00  91.00   0.50    0.50    --   94.60  74.00-162.85   50
 19  ω     72.00 184.00   0.50    0.50    --   94.60  55.00  -7.48  224
 20  ω     71.00 104.00   0.50    0.50    --   94.60  60.00 101.36   66
 21  ω     68.00  93.00   0.50    0.50    --   94.60  69.00 -81.71   50
 22  ω      8.00 116.00   0.50    0.50    --   94.60 -61.00   0.00  216
 23  ω     75.00 137.00   0.50    0.50    --   94.60  45.00-120.00  124
 24  ω     40.00 124.00   0.50    0.50    --   94.60 -82.00-180.00  168
 25  ω      5.00 126.00   0.50    0.50    --   94.60 -82.00   0.00  242
 26  ω     38.00  76.00   0.50    0.50    --   94.60 -82.00-150.00   76
 27  ω     99.00 124.00   0.50    0.50    --   94.60 -82.00-150.00   50
 28  ω      5.00  44.00   0.50    0.50    --   94.60 -82.00  90.00   78
 29  ω     48.00 126.00   0.50    0.50    --   94.60 -82.00  90.00  156
 30  ω      9.00 109.00   0.50    0.50    --   94.60 -82.00 -90.00  200
 31  ω    130.00 176.00   0.50    0.50    --   94.60  53.00-101.36   92
 32  ω     69.00  96.00   0.50    0.50    --   94.60  66.00-130.06   54
 33  ω    146.00 173.00   0.50    0.50    --   94.60  71.00 109.30   54
 34  ω     69.00  95.00   0.50    0.50    --   94.60  67.00 -48.80   52
 35  ω     71.00  97.00   0.50    0.50    --   94.60  61.00  90.00   52
 36  ω     71.00 183.00   0.50    0.50    --   94.60  61.00  60.00  224
 37  ω     71.00 101.00   0.50    0.50    --   94.60  61.00   0.00   60
 38  ω     71.00 127.00   0.50    0.50    --   94.60  61.00  30.00  112
 39  ω    139.00 164.00   0.50    0.50    --   94.60  61.00  30.00   50
 40  ω     71.00 100.00   0.50    0.50    --   94.60  61.00-180.00   58
 41  ω     73.00 117.00   0.50    0.50    --   94.60  52.00 177.05   88
 42  ω     71.00  96.00   0.50    0.50    --   94.60  61.00 -90.00   50
 43  ω     79.00 118.00   0.50    0.50    --   94.60 -61.00  60.00   78
 44  ω     71.00  96.00   0.50    0.50    --   94.60  61.00-150.00   50
 45  ω     67.00  92.00   0.50    0.50    --   94.60  71.00 109.30   50
 46  ω    102.00 166.00   0.50    0.50    --   94.60  61.00 -60.00  128
 47  ω     71.00  96.00   0.50    0.50    --   94.60  61.00 -60.00   50
 48  ω     76.00 177.00   0.50    0.50    --   94.60  45.00 -30.00  202
 49  ω     73.00 149.00   0.50    0.50    --   94.60  53.00 123.06  152
 50  ω    138.00 183.00   0.50    0.50    --   94.60  54.00  80.31   90
 51  ω     73.00 101.00   0.50    0.50    --   94.60  53.00-101.36   56
 52  ω     70.00  96.00   0.50    0.50    --   94.60  63.00 -35.62   52
 53  ω     72.00 181.00   0.50    0.50    --   94.60  55.00-161.13  218
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0800817000
_diffrn_orient_matrix_UB_12      0.0029244000
_diffrn_orient_matrix_UB_13      0.0635874000
_diffrn_orient_matrix_UB_21      -0.0198947000
_diffrn_orient_matrix_UB_22      0.0886509000
_diffrn_orient_matrix_UB_23      0.0577339000
_diffrn_orient_matrix_UB_31      -0.0155978000
_diffrn_orient_matrix_UB_32      -0.0982359000
_diffrn_orient_matrix_UB_33      0.0540436000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3462
_reflns_number_total             3518
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.544
_refine_diff_density_min         -0.834
_refine_diff_density_rms         0.088
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     242
_refine_ls_number_reflns         3518
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0213
_refine_ls_R_factor_gt           0.0211
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0389P)²+2.3388P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0582
_refine_ls_wR_factor_ref         0.0584
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C3(H3), C2(H2), C9(H9), C10(H10), C12(H12), C11(H11)
2.b Idealised Me refined as rotating group:
 C14(H14a,H14b,H14c)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Dy1 Dy 0.5000 0.58600(2) 0.2500 0.02908(6) Uani 1 2 d S T P . .
O3 O 0.62955(9) 0.58737(13) 0.35538(11) 0.0446(4) Uani 1 1 d . . . . .
O1 O 0.46065(10) 0.39601(14) 0.18357(12) 0.0480(4) Uani 1 1 d . . . . .
N2 N 0.51182(9) 0.68068(15) 0.39468(11) 0.0360(3) Uani 1 1 d . . . . .
N3 N 0.55462(10) 0.76612(16) 0.43469(11) 0.0401(4) Uani 1 1 d . . . . .
O5 O 0.58865(9) 0.73736(14) 0.27618(10) 0.0469(4) Uani 1 1 d . . . . .
N4 N 0.53711(9) 0.79212(16) 0.50480(11) 0.0384(4) Uani 1 1 d . . . . .
N1 N 0.41138(9) 0.51380(15) 0.32889(10) 0.0354(3) Uani 1 1 d . . . . .
N7 N 0.64087(10) 0.68935(19) 0.33740(12) 0.0455(4) Uani 1 1 d . . . . .
O4 O 0.69750(11) 0.7396(2) 0.37625(16) 0.0784(7) Uani 1 1 d . . . . .
N5 N 0.53511(14) 0.9357(2) 0.60225(15) 0.0557(5) Uani 1 1 d . . . . .
C1 C 0.36429(13) 0.42721(19) 0.29694(16) 0.0421(5) Uani 1 1 d . . . . .
H1 H 0.3590 0.3974 0.2420 0.051 Uiso 1 1 calc R . . . .
C4 C 0.37620(12) 0.5154(2) 0.45535(14) 0.0438(5) Uani 1 1 d . . . . .
H4 H 0.3809 0.5480 0.5092 0.053 Uiso 1 1 calc R . . . .
C7 C 0.48346(12) 0.72424(19) 0.51036(14) 0.0402(4) Uani 1 1 d . . . . .
N6 N 0.5000 0.3383(2) 0.2500 0.0526(7) Uani 1 2 d S T P . .
C5 C 0.41611(11) 0.55775(19) 0.40731(13) 0.0349(4) Uani 1 1 d . . . . .
C6 C 0.46752(10) 0.65238(18) 0.43891(12) 0.0345(4) Uani 1 1 d . . . . .
C3 C 0.32961(14) 0.4245(2) 0.42227(18) 0.0490(6) Uani 1 1 d . . . . .
H3 H 0.3030 0.3938 0.4539 0.059 Uiso 1 1 calc R . . . .
C2 C 0.32309(12) 0.3799(2) 0.34143(16) 0.0465(5) Uani 1 1 d . . . . .
H2 H 0.2916 0.3190 0.3172 0.056 Uiso 1 1 calc R . . . .
C8 C 0.57422(13) 0.8847(2) 0.56183(15) 0.0435(5) Uani 1 1 d . . . . .
C9 C 0.64392(17) 0.9126(2) 0.5697(2) 0.0584(7) Uani 1 1 d . . . . .
H9 H 0.6687 0.8720 0.5402 0.070 Uiso 1 1 calc R . . . .
C10 C 0.67527(18) 1.0046(3) 0.6240(2) 0.0759(9) Uani 1 1 d . . . . .
H10 H 0.7224 1.0279 0.6317 0.091 Uiso 1 1 calc R . . . .
C12 C 0.56794(18) 1.0240(3) 0.65472(19) 0.0690(8) Uani 1 1 d . . . . .
H12 H 0.5425 1.0620 0.6848 0.083 Uiso 1 1 calc R . . . .
C11 C 0.6365(2) 1.0610(3) 0.6663(2) 0.0768(10) Uani 1 1 d . . . . .
H11 H 0.6567 1.1237 0.7024 0.092 Uiso 1 1 calc R . . . .
O2 O 0.5000 0.2348(3) 0.2500 0.1053(14) Uani 1 2 d S T P . .
C14 C 0.3480(4) 0.0842(5) 0.1127(6) 0.147(3) Uani 1 1 d . . . . .
H14A H 0.3402 0.0825 0.0511 0.221 Uiso 1 1 calc GR . . . .
H14B H 0.3372 0.0101 0.1308 0.221 Uiso 1 1 calc GR . . . .
H14C H 0.3979 0.1036 0.1459 0.221 Uiso 1 1 calc GR . . . .
C13 C 0.3030(4) 0.1651(6) 0.1277(6) 0.168(3) Uani 1 1 d . . . . .
N8 N 0.2677(5) 0.2246(8) 0.1472(8) 0.287(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
Dy1 O3 2.5037(17) 2_655 ?
Dy1 O3 2.5038(17) . ?
Dy1 O1 2.4604(16) . ?
Dy1 O1 2.4604(16) 2_655 ?
Dy1 N2 2.5359(16) 2_655 ?
Dy1 N2 2.5358(16) . ?
Dy1 O5 2.4067(15) 2_655 ?
Dy1 O5 2.4066(15) . ?
Dy1 N1 2.6531(16) . ?
Dy1 N1 2.6531(16) 2_655 ?
Dy1 N7 2.8802(18) 2_655 ?
Dy1 N7 2.8802(18) . ?
O3 N7 1.262(3) . ?
O1 N6 1.270(2) . ?
N2 N3 1.313(2) . ?
N2 C6 1.359(2) . ?
N3 N4 1.343(2) . ?
O5 N7 1.272(3) . ?
N4 C7 1.349(3) . ?
N4 C8 1.437(3) . ?
N1 C1 1.340(3) . ?
N1 C5 1.348(3) . ?
N7 O4 1.214(3) . ?
N5 C8 1.323(3) . ?
N5 C12 1.343(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.384(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.386(3) . ?
C4 C3 1.375(3) . ?
C7 C6 1.374(3) . ?
N6 O1 1.270(2) 2_655 ?
N6 O2 1.206(4) . ?
C5 C6 1.457(3) . ?
C3 H3 0.9300 . ?
C3 C2 1.378(4) . ?
C2 H2 0.9300 . ?
C8 C9 1.370(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.382(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.368(5) . ?
C12 H12 0.9300 . ?
C12 C11 1.364(5) . ?
C11 H11 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C14 C13 1.373(9) . ?
C13 N8 1.108(10) . ?

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 Dy1 O3 179.27(7) 2_655 . ?
O3 Dy1 N2 111.15(5) . 2_655 ?
O3 Dy1 N2 68.51(5) 2_655 2_655 ?
O3 Dy1 N2 68.51(5) . . ?
O3 Dy1 N2 111.15(5) 2_655 . ?
O3 Dy1 N1 110.81(5) . . ?
O3 Dy1 N1 69.43(5) 2_655 . ?
O3 Dy1 N1 69.43(5) . 2_655 ?
O3 Dy1 N1 110.81(5) 2_655 2_655 ?
O3 Dy1 N7 153.39(6) 2_655 . ?
O3 Dy1 N7 25.92(5) 2_655 2_655 ?
O3 Dy1 N7 153.39(6) . 2_655 ?
O3 Dy1 N7 25.92(5) . . ?
O1 Dy1 O3 67.96(6) 2_655 . ?
O1 Dy1 O3 112.75(6) . . ?
O1 Dy1 O3 67.97(6) . 2_655 ?
O1 Dy1 O3 112.75(6) 2_655 2_655 ?
O1 Dy1 O1 51.97(9) 2_655 . ?
O1 Dy1 N2 135.04(6) . . ?
O1 Dy1 N2 135.03(6) 2_655 2_655 ?
O1 Dy1 N2 94.23(6) . 2_655 ?
O1 Dy1 N2 94.23(6) 2_655 . ?
O1 Dy1 N1 70.08(6) 2_655 . ?
O1 Dy1 N1 76.77(6) . . ?
O1 Dy1 N1 70.08(6) . 2_655 ?
O1 Dy1 N1 76.77(6) 2_655 2_655 ?
O1 Dy1 N7 133.27(6) . . ?
O1 Dy1 N7 93.75(6) 2_655 . ?
O1 Dy1 N7 93.75(6) . 2_655 ?
O1 Dy1 N7 133.27(6) 2_655 2_655 ?
N2 Dy1 N2 128.48(8) . 2_655 ?
N2 Dy1 N1 62.67(5) 2_655 2_655 ?
N2 Dy1 N1 137.26(5) . 2_655 ?
N2 Dy1 N1 62.67(5) . . ?
N2 Dy1 N1 137.26(5) 2_655 . ?
N2 Dy1 N7 91.39(5) 2_655 . ?
N2 Dy1 N7 91.39(5) . 2_655 ?
N2 Dy1 N7 67.21(5) . . ?
N2 Dy1 N7 67.21(5) 2_655 2_655 ?
O5 Dy1 O3 51.79(5) . . ?
O5 Dy1 O3 127.53(5) 2_655 . ?
O5 Dy1 O3 127.53(5) . 2_655 ?
O5 Dy1 O3 51.79(5) 2_655 2_655 ?
O5 Dy1 O1 119.22(6) 2_655 . ?
O5 Dy1 O1 119.22(6) . 2_655 ?
O5 Dy1 O1 145.90(6) 2_655 2_655 ?
O5 Dy1 O1 145.90(6) . . ?
O5 Dy1 N2 70.23(5) . 2_655 ?
O5 Dy1 N2 72.65(5) 2_655 2_655 ?
O5 Dy1 N2 72.65(5) . . ?
O5 Dy1 N2 70.23(5) 2_655 . ?
O5 Dy1 O5 85.87(8) . 2_655 ?
O5 Dy1 N1 75.83(5) . 2_655 ?
O5 Dy1 N1 75.83(5) 2_655 . ?
O5 Dy1 N1 135.13(5) 2_655 2_655 ?
O5 Dy1 N1 135.13(5) . . ?
O5 Dy1 N7 25.92(6) . . ?
O5 Dy1 N7 25.92(6) 2_655 2_655 ?
O5 Dy1 N7 106.73(6) 2_655 . ?
O5 Dy1 N7 106.73(6) . 2_655 ?
N1 Dy1 N1 143.06(7) . 2_655 ?
N1 Dy1 N7 125.29(5) . . ?
N1 Dy1 N7 71.76(5) . 2_655 ?
N1 Dy1 N7 71.76(5) 2_655 . ?
N1 Dy1 N7 125.29(5) 2_655 2_655 ?
N7 Dy1 N7 130.62(9) 2_655 . ?
N7 O3 Dy1 93.94(12) . . ?
N6 O1 Dy1 95.94(14) . . ?
N3 N2 Dy1 128.03(12) . . ?
N3 N2 C6 109.88(16) . . ?
C6 N2 Dy1 121.91(13) . . ?
N2 N3 N4 106.03(16) . . ?
N7 O5 Dy1 98.31(12) . . ?
N3 N4 C7 112.05(17) . . ?
N3 N4 C8 119.46(18) . . ?
C7 N4 C8 128.48(18) . . ?
C1 N1 Dy1 122.30(14) . . ?
C1 N1 C5 116.94(18) . . ?
C5 N1 Dy1 120.58(13) . . ?
O3 N7 Dy1 60.14(11) . . ?
O3 N7 O5 115.77(17) . . ?
O5 N7 Dy1 55.77(10) . . ?
O4 N7 Dy1 174.96(19) . . ?
O4 N7 O3 122.6(2) . . ?
O4 N7 O5 121.6(2) . . ?
C8 N5 C12 115.4(3) . . ?
N1 C1 H1 118.3 . . ?
N1 C1 C2 123.4(2) . . ?
C2 C1 H1 118.3 . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C3 C4 C5 119.1(2) . . ?
N4 C7 C6 104.03(17) . . ?
O1 N6 Dy1 58.08(13) 2_655 . ?
O1 N6 Dy1 58.08(13) . . ?
O1 N6 O1 116.2(3) . 2_655 ?
O2 N6 Dy1 180.0 . . ?
O2 N6 O1 121.92(13) . . ?
O2 N6 O1 121.92(13) . 2_655 ?
N1 C5 C4 122.9(2) . . ?
N1 C5 C6 114.91(17) . . ?
C4 C5 C6 122.20(19) . . ?
N2 C6 C7 108.02(18) . . ?
N2 C6 C5 119.55(17) . . ?
C7 C6 C5 132.41(18) . . ?
C4 C3 H3 120.6 . . ?
C4 C3 C2 118.8(2) . . ?
C2 C3 H3 120.6 . . ?
C1 C2 H2 120.6 . . ?
C3 C2 C1 118.8(2) . . ?
C3 C2 H2 120.6 . . ?
N5 C8 N4 114.1(2) . . ?
N5 C8 C9 126.3(2) . . ?
C9 C8 N4 119.7(2) . . ?
C8 C9 H9 121.9 . . ?
C8 C9 C10 116.3(3) . . ?
C10 C9 H9 121.9 . . ?
C9 C10 H10 120.2 . . ?
C11 C10 C9 119.5(3) . . ?
C11 C10 H10 120.2 . . ?
N5 C12 H12 118.2 . . ?
N5 C12 C11 123.6(3) . . ?
C11 C12 H12 118.2 . . ?
C10 C11 H11 120.5 . . ?
C12 C11 C10 119.0(3) . . ?
C12 C11 H11 120.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
N8 C13 C14 173.1(13) . . ?

_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 2.562
_oxdiff_exptl_absorpt_empirical_full_min 0.648
####################################################################### 
# 
# 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_20240708_2
_database_code_depnum_ccdc_archive 'CCDC 2369420'
loop_
_audit_author_name
_audit_author_address
'Sihuai Chen'
;Wuhan Institute of Technology
China
;
_audit_update_record             
;
2024-07-10 deposited with the CCDC.	2024-09-10 downloaded from the CCDC.
;
_audit_creation_date             2024-07-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H18 N13 O9 Tb, 2(C2 H3 N)'
_chemical_formula_sum            'C28 H24 N15 O9 Tb'
_chemical_formula_weight         873.54
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Tb Tb -9.1472 9.1891 '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                   19.51990(10)
_cell_length_b                   11.46950(10)
_cell_length_c                   16.21860(10)
_cell_angle_alpha                90
_cell_angle_beta                 111.2860(10)
_cell_angle_gamma                90
_cell_volume                     3383.36(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    33057
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.9820
_cell_measurement_theta_min      2.9150
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    10.943
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.05691
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.715
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1736
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0609
_diffrn_reflns_av_unetI/netI     0.0218
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            36703
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.388
_diffrn_reflns_theta_min         4.558
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -3.00 100.00   0.50    0.50    --   16.00  48.00  77.26  206
  2  ω     65.00 114.00   0.50    0.50    --   36.00  72.00-136.88   98
  3  ω      9.00  41.00   0.50    0.50    --   36.00  72.00-136.88   64
  4  ω    -52.00  -2.00   0.50    0.50    --   36.00 -39.00 108.26  100
  5  ω      3.00  52.00   0.50    0.50    --   36.00 -39.00 108.26   98
  6  ω     78.00 104.00   0.50    0.50    --   40.00  70.00  37.20   52
  7  ω     14.00  68.00   0.50    0.50    --   40.00  70.00  37.20  108
  8  ω     21.00  50.00   0.50    0.50    --   48.00  72.00 102.72   58
  9  ω     31.00  71.00   0.50    0.50    --   56.00  74.00 -35.83   80
 10  ω     32.00  57.00   0.50    0.50    --   56.00  74.00-125.53   50
 11  ω     32.00  63.00   0.50    0.50    --   60.00  75.00  92.58   62
 12  ω    113.00 148.00   0.50    0.50    --   60.00  75.00  92.58   70
 13  ω     33.00  71.00   0.50    0.50    --   60.00  75.00 -80.25   76
 14  ω     36.00  61.00   0.50    0.50    --   64.00  75.00-118.70   50
 15  ω     96.00 153.00   0.50    0.50    --   64.00  75.00-176.08  114
 16  ω     36.00  62.00   0.50    0.50    --   64.00  75.00-176.08   52
 17  ω     41.00  72.00   0.50    0.50    --   68.00  73.00  -7.66   62
 18  ω     40.00  78.00   0.50    0.50    --   68.00  75.00 101.16   76
 19  ω     44.00  73.00   0.50    0.50    --   72.00  74.00 147.91   58
 20  ω     44.00  76.00   0.50    0.50    --   72.00  75.00 121.53   64
 21  ω     46.00  76.00   0.50    0.50    --   72.00  75.00   3.42   60
 22  ω     46.00  73.00   0.50    0.50    --   72.00  74.00-121.46   54
 23  ω    131.00 159.00   0.50    0.50    --   72.00  75.00   3.42   56
 24  ω     48.00  96.00   0.50    0.50    --   76.00  75.00 -99.22   96
 25  ω     49.00  77.00   0.50    0.50    --   76.00  72.00-166.98   56
 26  ω     48.00  74.00   0.50    0.50    --   76.00  75.00 -51.08   52
 27  ω    107.00 169.00   0.50    0.50    --   80.00  75.00  15.21  124
 28  ω     52.00  87.00   0.50    0.50    --   80.00  75.00  15.21   70
 29  ω    116.00 170.00   0.50    0.50    --   84.00  61.00  67.92  108
 30  ω     61.00  87.00   0.50    0.50    --   84.00  61.00  67.92   52
 31  ω     64.00 181.00   0.50    0.50    --   92.00  74.00  26.08  234
 32  ω     46.00  72.00   0.50    0.50    --   95.20 -82.00 -30.00   52
 33  ω     49.00 124.00   0.50    0.50    --   95.20 -82.00 -90.00  150
 34  ω      7.00  33.00   0.50    0.50    --   95.20 -82.00 -30.00   52
 35  ω     73.00 100.00   0.50    0.50    --   95.20  61.00 120.00   54
 36  ω    111.00 185.00   0.50    0.50    --   95.20  74.00-117.11  148
 37  ω    118.00 153.00   0.50    0.50    --   95.20  56.00  -5.74   70
 38  ω     69.00 102.00   0.50    0.50    --   95.20  74.00-117.11   66
 39  ω     69.00 181.00   0.50    0.50    --   95.20  69.00 -47.50  224
 40  ω     73.00 113.00   0.50    0.50    --   95.20  56.00  -5.74   80
 41  ω     72.00 184.00   0.50    0.50    --   95.20  61.00  90.00  224
 42  ω     70.00 174.00   0.50    0.50    --   95.20  68.00-155.17  208
 43  ω    147.00 182.00   0.50    0.50    --   95.20  56.00 -15.23   70
 44  ω    101.00 144.00   0.50    0.50    --   95.20  56.00 -15.23   86
 45  ω    137.00 163.00   0.50    0.50    --   95.20  71.00 153.48   52
 46  ω     76.00 171.00   0.50    0.50    --   95.20  61.00 -90.00  190
 47  ω     68.00 128.00   0.50    0.50    --   95.20  71.00 153.48  120
 48  ω    154.00 184.00   0.50    0.50    --   95.20  67.00  60.78   60
 49  ω     82.00 118.00   0.50    0.50    --   95.20 -82.00  60.00   72
 50  ω     52.00 123.00   0.50    0.50    --   95.20 -82.00  30.00  142
 51  ω     70.00 110.00   0.50    0.50    --   95.20  67.00  60.78   80
 52  ω     85.00 129.00   0.50    0.50    --   95.20  45.00-150.00   88
 53  ω     73.00 111.00   0.50    0.50    --   95.20  61.00 -60.00   76
 54  ω    154.00 182.00   0.50    0.50    --   95.20  61.00 -60.00   56
 55  ω      6.00  72.00   0.50    0.50    --   95.20 -82.00  60.00  132
 56  ω    128.00 183.00   0.50    0.50    --   95.20  61.00 120.00  110
 57  ω     39.00 107.00   0.50    0.50    --   95.20 -82.00-150.00  136
 58  ω    130.00 184.00   0.50    0.50    --   95.20  66.00 146.23  108
 59  ω     92.00 120.00   0.50    0.50    --   95.20 -82.00 -30.00   56
 60  ω     59.00 124.00   0.50    0.50    --   95.20 -82.00 120.00  130
 61  ω     70.00 120.00   0.50    0.50    --   95.20  66.00 146.23  100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0819367000
_diffrn_orient_matrix_UB_12      0.0339131000
_diffrn_orient_matrix_UB_13      -0.0373455000
_diffrn_orient_matrix_UB_21      0.0023841000
_diffrn_orient_matrix_UB_22      0.0232507000
_diffrn_orient_matrix_UB_23      0.0945532000
_diffrn_orient_matrix_UB_31      0.0212741000
_diffrn_orient_matrix_UB_32      0.1278941000
_diffrn_orient_matrix_UB_33      -0.0073092000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3372
_reflns_number_total             3415
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.824
_refine_diff_density_min         -2.050
_refine_diff_density_rms         0.110
_refine_ls_extinction_coef       0.00065(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     243
_refine_ls_number_reflns         3415
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0311
_refine_ls_restrained_S_all      1.052
_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)+(0.0562P)²+10.0921P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0817
_refine_ls_wR_factor_ref         0.0821
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C12(H12), C11(H11), C6(H6), C10(H10), C4(H4), C3(H3), C2(H2), C1(H1)
2.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Tb1 Tb 0.5000 0.41676(2) 0.7500 0.00709(11) Uani 1 2 d S T P . .
O1 O 0.54060(11) 0.61073(18) 0.81660(13) 0.0154(4) Uani 1 1 d . . . . .
O3 O 0.36936(12) 0.41803(15) 0.64414(15) 0.0132(4) Uani 1 1 d . . . . .
O5 O 0.30038(11) 0.2624(2) 0.61852(15) 0.0216(5) Uani 1 1 d . . . . .
O4 O 0.40901(10) 0.26343(16) 0.72297(12) 0.0133(4) Uani 1 1 d . . . . .
N3 N 0.44382(12) 0.2293(2) 0.56544(15) 0.0114(4) Uani 1 1 d . . . . .
N2 N 0.46087(12) 0.2020(2) 0.49456(14) 0.0111(4) Uani 1 1 d . . . . .
N4 N 0.48732(12) 0.3157(2) 0.60514(14) 0.0107(4) Uani 1 1 d . . . . .
N7 N 0.35726(12) 0.3131(2) 0.66021(15) 0.0118(4) Uani 1 1 d . . . . .
N5 N 0.58772(12) 0.48725(19) 0.66901(14) 0.0105(4) Uani 1 1 d . . . . .
N1 N 0.46168(14) 0.0567(2) 0.39578(17) 0.0169(5) Uani 1 1 d . . . . .
C9 C 0.62313(14) 0.4829(2) 0.54128(17) 0.0129(5) Uani 1 1 d . . . . .
H9 H 0.6183 0.4487 0.4875 0.015 Uiso 1 1 calc R U . . .
N6 N 0.5000 0.6699(3) 0.7500 0.0171(7) Uani 1 2 d S T P . .
C12 C 0.63456(16) 0.5767(2) 0.6997(2) 0.0125(6) Uani 1 1 d . . . . .
H12 H 0.6395 0.6086 0.7543 0.015 Uiso 1 1 calc R U . . .
O2 O 0.5000 0.7753(3) 0.7500 0.0379(9) Uani 1 2 d S T P . .
C11 C 0.67584(14) 0.6241(3) 0.65416(18) 0.0135(5) Uani 1 1 d . . . . .
H11 H 0.7070 0.6869 0.6775 0.016 Uiso 1 1 calc R U . . .
C6 C 0.51503(14) 0.2707(2) 0.48828(17) 0.0123(5) Uani 1 1 d . . . . .
H6 H 0.5363 0.2686 0.4454 0.015 Uiso 1 1 calc R U . . .
C7 C 0.53152(14) 0.3444(2) 0.55982(17) 0.0102(5) Uani 1 1 d . . . . .
C8 C 0.58328(15) 0.4407(2) 0.59075(18) 0.0108(5) Uani 1 1 d . . . . .
C10 C 0.66994(17) 0.5762(2) 0.5730(2) 0.0151(6) Uani 1 1 d . . . . .
H10 H 0.6969 0.6064 0.5409 0.018 Uiso 1 1 calc R U . . .
C4 C 0.35187(18) 0.0820(2) 0.4298(2) 0.0169(6) Uani 1 1 d . . . . .
H4 H 0.3273 0.1245 0.4594 0.020 Uiso 1 1 calc R U . . .
C5 C 0.42288(16) 0.1087(3) 0.43737(18) 0.0131(5) Uani 1 1 d . . . . .
C3 C 0.31902(17) -0.0115(3) 0.3755(2) 0.0234(6) Uani 1 1 d . . . . .
H3 H 0.2715 -0.0343 0.3685 0.028 Uiso 1 1 calc R U . . .
C2 C 0.35784(19) -0.0705(3) 0.3319(2) 0.0243(7) Uani 1 1 d . . . . .
H2 H 0.3372 -0.1343 0.2960 0.029 Uiso 1 1 calc R U . . .
C1 C 0.42792(17) -0.0325(3) 0.3428(2) 0.0204(6) Uani 1 1 d . . . . .
H1 H 0.4530 -0.0708 0.3118 0.024 Uiso 1 1 calc R U . . .
C13 C 0.6482(3) 0.9296(4) 0.8807(4) 0.0490(12) Uani 1 1 d . . . . .
H13A H 0.5976 0.9089 0.8505 0.074 Uiso 1 1 calc R U . . .
H13B H 0.6559 1.0086 0.8665 0.074 Uiso 1 1 calc R U . . .
H13C H 0.6604 0.9225 0.9434 0.074 Uiso 1 1 calc R U . . .
N8 N 0.7291(3) 0.7938(5) 0.8288(4) 0.0906(19) Uani 1 1 d . . . . .
C14 C 0.6936(3) 0.8538(4) 0.8537(4) 0.0573(13) 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 O1 2.474(2) . ?
Tb1 O1 2.474(2) 2_656 ?
Tb1 O3 2.504(2) . ?
Tb1 O3 2.504(2) 2_656 ?
Tb1 O4 2.4237(19) . ?
Tb1 O4 2.4237(19) 2_656 ?
Tb1 N4 2.550(2) 2_656 ?
Tb1 N4 2.550(2) . ?
Tb1 N7 2.890(2) . ?
Tb1 N7 2.890(2) 2_656 ?
Tb1 N5 2.635(2) 2_656 ?
Tb1 N5 2.635(2) . ?
O1 N6 1.278(3) . ?
O3 N7 1.272(3) . ?
O5 N7 1.217(3) . ?
O4 N7 1.278(3) . ?
N3 N2 1.344(3) . ?
N3 N4 1.312(3) . ?
N2 C6 1.351(4) . ?
N2 C5 1.434(4) . ?
N4 C7 1.361(3) . ?
N5 C12 1.344(4) . ?
N5 C8 1.350(4) . ?
N1 C5 1.325(4) . ?
N1 C1 1.344(4) . ?
C9 H9 0.9300 . ?
C9 C8 1.391(4) . ?
C9 C10 1.379(4) . ?
N6 O1 1.278(3) 2_656 ?
N6 O2 1.209(5) . ?
C12 H12 0.9300 . ?
C12 C11 1.386(4) . ?
C11 H11 0.9300 . ?
C11 C10 1.392(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.376(4) . ?
C7 C8 1.458(4) . ?
C10 H10 0.9300 . ?
C4 H4 0.9300 . ?
C4 C5 1.381(4) . ?
C4 C3 1.388(4) . ?
C3 H3 0.9300 . ?
C3 C2 1.387(5) . ?
C2 H2 0.9300 . ?
C2 C1 1.384(5) . ?
C1 H1 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C13 C14 1.420(7) . ?
N8 C14 1.148(7) . ?

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 Tb1 O1 51.92(10) . 2_656 ?
O1 Tb1 O3 112.28(6) 2_656 2_656 ?
O1 Tb1 O3 67.07(6) 2_656 . ?
O1 Tb1 O3 67.07(6) . 2_656 ?
O1 Tb1 O3 112.28(6) . . ?
O1 Tb1 N4 136.00(7) . . ?
O1 Tb1 N4 136.00(7) 2_656 2_656 ?
O1 Tb1 N4 95.61(7) 2_656 . ?
O1 Tb1 N4 95.61(7) . 2_656 ?
O1 Tb1 N7 93.02(7) 2_656 . ?
O1 Tb1 N7 133.43(7) . . ?
O1 Tb1 N7 133.43(7) 2_656 2_656 ?
O1 Tb1 N7 93.02(7) . 2_656 ?
O1 Tb1 N5 70.71(7) . 2_656 ?
O1 Tb1 N5 70.71(7) 2_656 . ?
O1 Tb1 N5 77.21(7) 2_656 2_656 ?
O1 Tb1 N5 77.21(7) . . ?
O3 Tb1 O3 179.33(8) 2_656 . ?
O3 Tb1 N4 68.71(7) 2_656 2_656 ?
O3 Tb1 N4 68.71(7) . . ?
O3 Tb1 N4 111.62(7) 2_656 . ?
O3 Tb1 N4 111.62(7) . 2_656 ?
O3 Tb1 N7 26.04(6) 2_656 2_656 ?
O3 Tb1 N7 154.60(6) 2_656 . ?
O3 Tb1 N7 154.60(6) . 2_656 ?
O3 Tb1 N7 26.04(6) . . ?
O3 Tb1 N5 69.87(7) . 2_656 ?
O3 Tb1 N5 109.92(7) 2_656 2_656 ?
O3 Tb1 N5 69.87(7) 2_656 . ?
O3 Tb1 N5 109.92(7) . . ?
O4 Tb1 O1 118.41(7) . 2_656 ?
O4 Tb1 O1 145.99(7) 2_656 2_656 ?
O4 Tb1 O1 145.99(7) . . ?
O4 Tb1 O1 118.41(7) 2_656 . ?
O4 Tb1 O3 128.70(6) . 2_656 ?
O4 Tb1 O3 51.92(6) . . ?
O4 Tb1 O3 128.70(6) 2_656 . ?
O4 Tb1 O3 51.92(6) 2_656 2_656 ?
O4 Tb1 O4 86.96(9) 2_656 . ?
O4 Tb1 N4 71.58(7) . . ?
O4 Tb1 N4 69.92(7) 2_656 . ?
O4 Tb1 N4 71.57(7) 2_656 2_656 ?
O4 Tb1 N4 69.91(7) . 2_656 ?
O4 Tb1 N7 25.99(6) 2_656 2_656 ?
O4 Tb1 N7 25.99(6) . . ?
O4 Tb1 N7 107.56(6) . 2_656 ?
O4 Tb1 N7 107.56(7) 2_656 . ?
O4 Tb1 N5 134.31(7) . . ?
O4 Tb1 N5 134.31(7) 2_656 2_656 ?
O4 Tb1 N5 75.33(7) . 2_656 ?
O4 Tb1 N5 75.33(7) 2_656 . ?
N4 Tb1 N4 125.94(10) . 2_656 ?
N4 Tb1 N7 91.75(7) . 2_656 ?
N4 Tb1 N7 66.13(6) 2_656 2_656 ?
N4 Tb1 N7 66.13(6) . . ?
N4 Tb1 N7 91.75(7) 2_656 . ?
N4 Tb1 N5 62.83(7) . . ?
N4 Tb1 N5 137.35(7) . 2_656 ?
N4 Tb1 N5 62.83(7) 2_656 2_656 ?
N4 Tb1 N5 137.35(7) 2_656 . ?
N7 Tb1 N7 131.40(9) 2_656 . ?
N5 Tb1 N7 72.27(6) 2_656 . ?
N5 Tb1 N7 72.27(6) . 2_656 ?
N5 Tb1 N7 123.86(6) . . ?
N5 Tb1 N7 123.86(6) 2_656 2_656 ?
N5 Tb1 N5 144.27(10) . 2_656 ?
N6 O1 Tb1 96.10(16) . . ?
N7 O3 Tb1 94.16(15) . . ?
N7 O4 Tb1 97.83(14) . . ?
N4 N3 N2 106.2(2) . . ?
N3 N2 C6 111.9(2) . . ?
N3 N2 C5 119.7(2) . . ?
C6 N2 C5 128.4(2) . . ?
N3 N4 Tb1 128.65(16) . . ?
N3 N4 C7 110.0(2) . . ?
C7 N4 Tb1 121.28(17) . . ?
O3 N7 Tb1 59.80(13) . . ?
O3 N7 O4 115.6(2) . . ?
O5 N7 Tb1 173.82(18) . . ?
O5 N7 O3 122.5(2) . . ?
O5 N7 O4 121.8(2) . . ?
O4 N7 Tb1 56.18(12) . . ?
C12 N5 Tb1 121.84(18) . . ?
C12 N5 C8 116.9(2) . . ?
C8 N5 Tb1 121.05(17) . . ?
C5 N1 C1 115.5(3) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 H9 120.4 . . ?
C10 C9 C8 119.2(3) . . ?
O1 N6 Tb1 57.94(16) . . ?
O1 N6 Tb1 57.94(16) 2_656 . ?
O1 N6 O1 115.9(3) 2_656 . ?
O2 N6 Tb1 180.0 . . ?
O2 N6 O1 122.06(16) . 2_656 ?
O2 N6 O1 122.06(16) . . ?
N5 C12 H12 118.3 . . ?
N5 C12 C11 123.4(3) . . ?
C11 C12 H12 118.3 . . ?
C12 C11 H11 120.5 . . ?
C12 C11 C10 119.0(3) . . ?
C10 C11 H11 120.5 . . ?
N2 C6 H6 127.9 . . ?
N2 C6 C7 104.1(2) . . ?
C7 C6 H6 127.9 . . ?
N4 C7 C6 107.9(2) . . ?
N4 C7 C8 119.6(2) . . ?
C6 C7 C8 132.6(2) . . ?
N5 C8 C9 123.1(3) . . ?
N5 C8 C7 115.0(2) . . ?
C9 C8 C7 121.9(2) . . ?
C9 C10 C11 118.4(3) . . ?
C9 C10 H10 120.8 . . ?
C11 C10 H10 120.8 . . ?
C5 C4 H4 121.8 . . ?
C5 C4 C3 116.5(3) . . ?
C3 C4 H4 121.8 . . ?
N1 C5 N2 114.1(2) . . ?
N1 C5 C4 126.5(3) . . ?
C4 C5 N2 119.3(3) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 C4 119.2(3) . . ?
C2 C3 H3 120.4 . . ?
C3 C2 H2 120.7 . . ?
C1 C2 C3 118.6(3) . . ?
C1 C2 H2 120.7 . . ?
N1 C1 C2 123.7(3) . . ?
N1 C1 H1 118.2 . . ?
C2 C1 H1 118.2 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C14 C13 H13A 109.5 . . ?
C14 C13 H13B 109.5 . . ?
C14 C13 H13C 109.5 . . ?
N8 C14 C13 177.6(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Tb1 O1 N6 O1 0.005(2) . . . 2_656 ?
Tb1 O1 N6 O2 180.000(1) . . . . ?
Tb1 O3 N7 O5 -173.3(2) . . . . ?
Tb1 O3 N7 O4 6.4(2) . . . . ?
Tb1 O4 N7 O3 -6.6(2) . . . . ?
Tb1 O4 N7 O5 173.0(2) . . . . ?
Tb1 N4 C7 C6 176.16(16) . . . . ?
Tb1 N4 C7 C8 -4.8(3) . . . . ?
Tb1 N5 C12 C11 -173.0(2) . . . . ?
Tb1 N5 C8 C9 173.4(2) . . . . ?
Tb1 N5 C8 C7 -4.8(3) . . . . ?
N3 N2 C6 C7 -0.2(3) . . . . ?
N3 N2 C5 N1 -152.3(3) . . . . ?
N3 N2 C5 C4 28.2(4) . . . . ?
N3 N4 C7 C6 -0.6(3) . . . . ?
N3 N4 C7 C8 178.4(2) . . . . ?
N2 N3 N4 Tb1 -176.02(16) . . . . ?
N2 N3 N4 C7 0.5(3) . . . . ?
N2 C6 C7 N4 0.5(3) . . . . ?
N2 C6 C7 C8 -178.3(3) . . . . ?
N4 N3 N2 C6 -0.1(3) . . . . ?
N4 N3 N2 C5 179.3(2) . . . . ?
N4 C7 C8 N5 6.2(4) . . . . ?
N4 C7 C8 C9 -171.9(2) . . . . ?
N5 C12 C11 C10 -1.1(4) . . . . ?
C12 N5 C8 C9 -1.5(4) . . . . ?
C12 N5 C8 C7 -179.7(2) . . . . ?
C12 C11 C10 C9 -0.2(4) . . . . ?
C6 N2 C5 N1 27.1(4) . . . . ?
C6 N2 C5 C4 -152.5(3) . . . . ?
C6 C7 C8 N5 -175.0(3) . . . . ?
C6 C7 C8 C9 6.8(5) . . . . ?
C8 N5 C12 C11 1.9(4) . . . . ?
C8 C9 C10 C11 0.5(4) . . . . ?
C10 C9 C8 N5 0.4(4) . . . . ?
C10 C9 C8 C7 178.4(3) . . . . ?
C4 C3 C2 C1 -1.1(5) . . . . ?
C5 N2 C6 C7 -179.7(2) . . . . ?
C5 N1 C1 C2 -0.8(5) . . . . ?
C5 C4 C3 C2 -1.0(5) . . . . ?
C3 C4 C5 N2 -178.1(3) . . . . ?
C3 C4 C5 N1 2.5(5) . . . . ?
C3 C2 C1 N1 2.1(5) . . . . ?
C1 N1 C5 N2 178.9(2) . . . . ?
C1 N1 C5 C4 -1.6(5) . . . . ?

_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 20.347
_oxdiff_exptl_absorpt_empirical_full_min 0.411
####################################################################### 
# 
# 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_20240708_1
_database_code_depnum_ccdc_archive 'CCDC 2369419'
loop_
_audit_author_name
_audit_author_address
'Sihuai Chen'
;Wuhan Institute of Technology
China
;
_audit_update_record             
;
2024-07-10 deposited with the CCDC.	2024-09-10 downloaded from the CCDC.
;
_audit_creation_date             2024-07-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H18 Eu N13 O9, 2(C2 H3 N)'
_chemical_formula_sum            'C28 H24 Eu N15 O9'
_chemical_formula_weight         866.58
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Eu Eu -8.9294 11.1857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   19.5223(2)
_cell_length_b                   11.44550(10)
_cell_length_c                   16.28700(10)
_cell_angle_alpha                90
_cell_angle_beta                 111.3820(10)
_cell_angle_gamma                90
_cell_volume                     3388.72(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16691
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.9350
_cell_measurement_theta_min      4.5620
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    13.912
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.28331
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.699
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1728
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0637
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            20050
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.189
_diffrn_reflns_theta_min         4.565
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -42.00 -16.00   0.50    0.50    --    0.00 -41.00 148.00   52
  2  ω     85.00 136.00   0.50    0.80    --   95.20  41.00 -58.00  102
  3  ω    144.00 185.00   0.50    0.80    --   95.20  41.00 -58.00   82
  4  ω     32.00 113.00   0.50    0.80    --   95.20 -41.00 148.00  162
  5  ω      1.00  27.00   0.50    0.50    --    0.00  19.00-180.00   52
  6  ω    -10.00  15.00   0.50    0.50    --    0.00  38.00-150.00   50
  7  ω    -17.00  13.00   0.50    0.50    --    0.00  38.00-180.00   60
  8  ω     54.00  89.00   0.50    0.50    --    0.00  19.00-180.00   70
  9  ω     -2.00  37.00   0.50    0.50    --    0.00  41.00 -58.00   78
 10  ω     32.00  89.00   0.50    0.50    --    0.00  38.00-150.00  114
 11  ω    -39.00  29.00   0.50    0.50    --    0.00 -77.00  90.00  136
 12  ω    160.00 185.00   0.50    0.80    --   95.20  45.00  30.00   50
 13  ω     76.00 102.00   0.50    0.80    --   95.20  45.00  30.00   52
 14  ω     72.00  97.00   0.50    0.80    --   95.20  15.00  30.00   50
 15  ω     17.00 116.00   0.50    0.80    --   95.20 -61.00 150.00  198
 16  ω     72.00 114.00   0.50    0.80    --   95.20  64.00  51.24   84
 17  ω      6.00  89.00   0.50    0.80    --   95.20 -61.00   0.00  166
 18  ω     76.00 103.00   0.50    0.80    --   95.20  45.00   0.00   54
 19  ω    145.00 171.00   0.50    0.80    --   95.20  67.00  74.23   52
 20  ω     72.00  98.00   0.50    0.80    --   95.20  67.00  74.23   52
 21  ω     79.00 119.00   0.50    0.80    --   95.20 -15.00 -30.00   80
 22  ω     74.00 101.00   0.50    0.80    --   95.20  52.00  52.08   54
 23  ω     72.00  98.00   0.50    0.80    --   95.20  61.00   0.00   52
 24  ω     76.00 173.00   0.50    0.80    --   95.20  45.00  90.00  194
 25  ω     70.00  96.00   0.50    0.80    --   95.20  68.00  40.35   52
 26  ω     30.00 112.00   0.50    0.80    --   95.20 -30.00   0.00  164
 27  ω     80.00 149.00   0.50    0.80    --   95.20  30.00  30.00  138
 28  ω     84.00 180.00   0.50    0.80    --   95.20  61.00  90.00  192
 29  ω     72.00  98.00   0.50    0.80    --   95.20  61.00  30.00   52
 30  ω     10.00  36.00   0.50    0.80    --   95.20 -15.00 -30.00   52
 31  ω     79.00 185.00   0.50    0.80    --   95.20  30.00  60.00  212
 32  ω     24.00 115.00   0.50    0.80    --   95.20 -45.00   0.00  182
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0766064000
_diffrn_orient_matrix_UB_12      0.0495171000
_diffrn_orient_matrix_UB_13      -0.0132247000
_diffrn_orient_matrix_UB_21      0.0298899000
_diffrn_orient_matrix_UB_22      0.0489034000
_diffrn_orient_matrix_UB_23      0.0945799000
_diffrn_orient_matrix_UB_31      0.0203381000
_diffrn_orient_matrix_UB_32      0.1153156000
_diffrn_orient_matrix_UB_33      -0.0345602000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3303
_reflns_number_total             3397
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.814
_refine_diff_density_min         -1.582
_refine_diff_density_rms         0.125
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     242
_refine_ls_number_reflns         3397
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0324
_refine_ls_R_factor_gt           0.0319
_refine_ls_restrained_S_all      1.050
_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)+(0.0628P)²+2.8006P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0804
_refine_ls_wR_factor_ref         0.0809
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C12(H12), C9(H9), C10(H10), C4(H4), C11(H11), C3(H3), C2(H2), C1(H1)
2.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Eu1 Eu 0.5000 0.41737(2) 0.7500 0.00836(9) Uani 1 2 d S T P . .
O4 O 0.54085(11) 0.61403(18) 0.81633(12) 0.0182(4) Uani 1 1 d . . . . .
O1 O 0.40757(10) 0.26238(15) 0.72144(12) 0.0160(4) Uani 1 1 d . . . . .
O3 O 0.36831(12) 0.41841(13) 0.64355(14) 0.0161(4) Uani 1 1 d . . . . .
O2 O 0.29955(11) 0.26271(19) 0.61582(14) 0.0243(4) Uani 1 1 d . . . . .
N4 N 0.48735(11) 0.31458(18) 0.60476(13) 0.0131(4) Uani 1 1 d . . . . .
N3 N 0.44392(12) 0.22760(19) 0.56513(14) 0.0145(4) Uani 1 1 d . . . . .
N2 N 0.46056(11) 0.20087(19) 0.49442(13) 0.0136(4) Uani 1 1 d . . . . .
N5 N 0.58765(11) 0.48770(18) 0.66737(13) 0.0132(4) Uani 1 1 d . . . . .
N6 N 0.35624(11) 0.31331(19) 0.65889(14) 0.0145(4) Uani 1 1 d . . . . .
N1 N 0.46084(13) 0.0554(2) 0.39554(16) 0.0192(5) Uani 1 1 d . . . . .
C6 C 0.51473(13) 0.2698(2) 0.48797(16) 0.0150(5) Uani 1 1 d . . . . .
H6 H 0.5358 0.2678 0.4451 0.018 Uiso 1 1 calc R U . . .
C12 C 0.63441(17) 0.57733(19) 0.6976(2) 0.0154(6) Uani 1 1 d . . . . .
H12 H 0.6393 0.6097 0.7518 0.018 Uiso 1 1 calc R U . . .
C9 C 0.62271(13) 0.4818(2) 0.54027(16) 0.0150(5) Uani 1 1 d . . . . .
H9 H 0.6178 0.4470 0.4868 0.018 Uiso 1 1 calc R U . . .
O5 O 0.5000 0.7791(3) 0.7500 0.0421(9) Uani 1 2 d S T P . .
N7 N 0.5000 0.6736(3) 0.7500 0.0207(7) Uani 1 2 d S T P . .
C8 C 0.58311(14) 0.4400(2) 0.58946(18) 0.0141(5) Uani 1 1 d . . . . .
C10 C 0.66960(17) 0.5757(2) 0.5714(2) 0.0179(6) Uani 1 1 d . . . . .
H10 H 0.6964 0.6057 0.5393 0.021 Uiso 1 1 calc R U . . .
C7 C 0.53141(13) 0.3430(2) 0.55909(16) 0.0121(4) Uani 1 1 d . . . . .
C4 C 0.35135(18) 0.0805(2) 0.4297(2) 0.0197(7) Uani 1 1 d . . . . .
H4 H 0.3269 0.1231 0.4593 0.024 Uiso 1 1 calc R U . . .
C11 C 0.67559(13) 0.6240(2) 0.65233(17) 0.0167(5) Uani 1 1 d . . . . .
H11 H 0.7069 0.6868 0.6755 0.020 Uiso 1 1 calc R U . . .
C5 C 0.42238(15) 0.1075(2) 0.43741(17) 0.0154(5) Uani 1 1 d . . . . .
C3 C 0.31838(16) -0.0130(3) 0.37590(19) 0.0252(6) Uani 1 1 d . . . . .
H3 H 0.2710 -0.0362 0.3692 0.030 Uiso 1 1 calc R U . . .
C2 C 0.3571(2) -0.0716(2) 0.3321(2) 0.0262(7) Uani 1 1 d . . . . .
H2 H 0.3363 -0.1353 0.2962 0.031 Uiso 1 1 calc R U . . .
C1 C 0.42695(15) -0.0340(3) 0.34265(18) 0.0225(6) Uani 1 1 d . . . . .
H1 H 0.4519 -0.0723 0.3116 0.027 Uiso 1 1 calc R U . . .
C14 C 0.6928(3) 0.8563(4) 0.8505(3) 0.0525(11) Uani 1 1 d . . . . .
N8 N 0.7278(3) 0.7970(4) 0.8247(3) 0.0805(14) Uani 1 1 d . . . . .
C13 C 0.6482(3) 0.9331(4) 0.8798(3) 0.0486(11) Uani 1 1 d . . . . .
H13A H 0.5975 0.9110 0.8526 0.073 Uiso 1 1 calc R U . . .
H13B H 0.6544 1.0120 0.8636 0.073 Uiso 1 1 calc R U . . .
H13C H 0.6630 0.9278 0.9427 0.073 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Eu1 O4 2.498(2) . ?
Eu1 O4 2.498(2) 2_656 ?
Eu1 O1 2.4510(18) . ?
Eu1 O1 2.4510(17) 2_656 ?
Eu1 O3 2.523(2) . ?
Eu1 O3 2.523(2) 2_656 ?
Eu1 N4 2.572(2) . ?
Eu1 N4 2.572(2) 2_656 ?
Eu1 N5 2.658(2) . ?
Eu1 N5 2.658(2) 2_656 ?
Eu1 N6 2.909(2) . ?
Eu1 N6 2.909(2) 2_656 ?
O4 N7 1.280(3) . ?
O1 N6 1.280(3) . ?
O3 N6 1.268(3) . ?
O2 N6 1.219(3) . ?
N4 N3 1.314(3) . ?
N4 C7 1.366(3) . ?
N3 N2 1.341(3) . ?
N2 C6 1.354(3) . ?
N2 C5 1.434(3) . ?
N5 C12 1.342(3) . ?
N5 C8 1.354(3) . ?
N1 C5 1.326(4) . ?
N1 C1 1.346(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.370(4) . ?
C12 H12 0.9300 . ?
C12 C11 1.381(4) . ?
C9 H9 0.9300 . ?
C9 C8 1.386(4) . ?
C9 C10 1.383(4) . ?
O5 N7 1.208(4) . ?
N7 O4 1.280(3) 2_656 ?
C8 C7 1.460(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.394(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.381(4) . ?
C4 C3 1.385(4) . ?
C11 H11 0.9300 . ?
C3 H3 0.9300 . ?
C3 C2 1.386(5) . ?
C2 H2 0.9300 . ?
C2 C1 1.381(5) . ?
C1 H1 0.9300 . ?
C14 N8 1.146(6) . ?
C14 C13 1.435(6) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?

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 O4 51.42(9) 2_656 . ?
O4 Eu1 O3 112.18(6) . . ?
O4 Eu1 O3 67.29(6) . 2_656 ?
O4 Eu1 O3 67.29(6) 2_656 . ?
O4 Eu1 O3 112.18(6) 2_656 2_656 ?
O4 Eu1 N4 96.08(6) 2_656 . ?
O4 Eu1 N4 96.08(6) . 2_656 ?
O4 Eu1 N4 135.92(6) . . ?
O4 Eu1 N4 135.92(6) 2_656 2_656 ?
O4 Eu1 N5 77.48(6) . . ?
O4 Eu1 N5 70.80(6) 2_656 . ?
O4 Eu1 N5 70.80(6) . 2_656 ?
O4 Eu1 N5 77.48(6) 2_656 2_656 ?
O4 Eu1 N6 92.97(6) . 2_656 ?
O4 Eu1 N6 92.97(6) 2_656 . ?
O4 Eu1 N6 133.32(6) . . ?
O4 Eu1 N6 133.31(6) 2_656 2_656 ?
O1 Eu1 O4 118.24(6) . 2_656 ?
O1 Eu1 O4 146.21(6) . . ?
O1 Eu1 O4 118.24(6) 2_656 . ?
O1 Eu1 O4 146.20(6) 2_656 2_656 ?
O1 Eu1 O1 87.27(8) 2_656 . ?
O1 Eu1 O3 51.52(6) 2_656 2_656 ?
O1 Eu1 O3 128.98(6) . 2_656 ?
O1 Eu1 O3 128.98(6) 2_656 . ?
O1 Eu1 O3 51.52(6) . . ?
O1 Eu1 N4 71.17(6) 2_656 2_656 ?
O1 Eu1 N4 71.17(6) . . ?
O1 Eu1 N4 70.16(6) 2_656 . ?
O1 Eu1 N4 70.17(6) . 2_656 ?
O1 Eu1 N5 75.52(6) 2_656 . ?
O1 Eu1 N5 133.50(6) 2_656 2_656 ?
O1 Eu1 N5 133.50(6) . . ?
O1 Eu1 N5 75.52(6) . 2_656 ?
O1 Eu1 N6 107.89(6) . 2_656 ?
O1 Eu1 N6 25.86(6) 2_656 2_656 ?
O1 Eu1 N6 107.89(6) 2_656 . ?
O1 Eu1 N6 25.86(6) . . ?
O3 Eu1 O3 179.46(7) . 2_656 ?
O3 Eu1 N4 111.49(7) . 2_656 ?
O3 Eu1 N4 68.78(6) 2_656 2_656 ?
O3 Eu1 N4 111.49(6) 2_656 . ?
O3 Eu1 N4 68.78(6) . . ?
O3 Eu1 N5 70.35(6) . 2_656 ?
O3 Eu1 N5 109.48(7) . . ?
O3 Eu1 N5 70.35(7) 2_656 . ?
O3 Eu1 N5 109.47(6) 2_656 2_656 ?
O3 Eu1 N6 25.76(6) . . ?
O3 Eu1 N6 154.75(6) . 2_656 ?
O3 Eu1 N6 154.75(6) 2_656 . ?
O3 Eu1 N6 25.76(6) 2_656 2_656 ?
N4 Eu1 N4 125.56(9) . 2_656 ?
N4 Eu1 N5 62.39(6) 2_656 2_656 ?
N4 Eu1 N5 137.77(6) . 2_656 ?
N4 Eu1 N5 62.39(6) . . ?
N4 Eu1 N5 137.77(6) 2_656 . ?
N4 Eu1 N6 65.94(6) . . ?
N4 Eu1 N6 65.94(6) 2_656 2_656 ?
N4 Eu1 N6 91.90(6) 2_656 . ?
N4 Eu1 N6 91.90(6) . 2_656 ?
N5 Eu1 N5 144.75(9) 2_656 . ?
N5 Eu1 N6 72.71(6) . 2_656 ?
N5 Eu1 N6 123.04(6) . . ?
N5 Eu1 N6 72.71(6) 2_656 . ?
N5 Eu1 N6 123.04(6) 2_656 2_656 ?
N6 Eu1 N6 131.66(9) . 2_656 ?
N7 O4 Eu1 96.45(15) . . ?
N6 O1 Eu1 97.47(13) . . ?
N6 O3 Eu1 94.37(14) . . ?
N3 N4 Eu1 128.80(15) . . ?
N3 N4 C7 109.6(2) . . ?
C7 N4 Eu1 121.56(16) . . ?
N4 N3 N2 106.24(19) . . ?
N3 N2 C6 112.0(2) . . ?
N3 N2 C5 119.7(2) . . ?
C6 N2 C5 128.3(2) . . ?
C12 N5 Eu1 121.54(18) . . ?
C12 N5 C8 117.1(2) . . ?
C8 N5 Eu1 121.20(16) . . ?
O1 N6 Eu1 56.67(11) . . ?
O3 N6 Eu1 59.87(13) . . ?
O3 N6 O1 116.2(2) . . ?
O2 N6 Eu1 173.09(17) . . ?
O2 N6 O1 121.7(2) . . ?
O2 N6 O3 122.2(2) . . ?
C5 N1 C1 115.6(2) . . ?
N2 C6 H6 128.0 . . ?
N2 C6 C7 104.0(2) . . ?
C7 C6 H6 128.0 . . ?
N5 C12 H12 118.3 . . ?
N5 C12 C11 123.4(3) . . ?
C11 C12 H12 118.3 . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
C10 C9 C8 119.4(3) . . ?
O4 N7 Eu1 57.84(15) 2_656 . ?
O4 N7 Eu1 57.84(15) . . ?
O4 N7 O4 115.7(3) . 2_656 ?
O5 N7 Eu1 180.0 . . ?
O5 N7 O4 122.16(15) . 2_656 ?
O5 N7 O4 122.16(15) . . ?
N5 C8 C9 122.9(2) . . ?
N5 C8 C7 115.1(2) . . ?
C9 C8 C7 121.9(2) . . ?
C9 C10 H10 121.0 . . ?
C9 C10 C11 118.1(3) . . ?
C11 C10 H10 121.0 . . ?
N4 C7 C6 108.2(2) . . ?
N4 C7 C8 119.4(2) . . ?
C6 C7 C8 132.4(2) . . ?
C5 C4 H4 121.6 . . ?
C5 C4 C3 116.7(3) . . ?
C3 C4 H4 121.6 . . ?
C12 C11 C10 119.1(2) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 H11 120.4 . . ?
N1 C5 N2 114.2(2) . . ?
N1 C5 C4 126.2(3) . . ?
C4 C5 N2 119.5(2) . . ?
C4 C3 H3 120.5 . . ?
C4 C3 C2 119.0(3) . . ?
C2 C3 H3 120.5 . . ?
C3 C2 H2 120.5 . . ?
C1 C2 C3 119.0(3) . . ?
C1 C2 H2 120.5 . . ?
N1 C1 C2 123.4(3) . . ?
N1 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
N8 C14 C13 177.8(6) . . ?
C14 C13 H13A 109.5 . . ?
C14 C13 H13B 109.5 . . ?
C14 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Eu1 O4 N7 O4 -0.004(1) . . . 2_656 ?
Eu1 O4 N7 O5 180.000(1) . . . . ?
Eu1 O1 N6 O3 -6.9(2) . . . . ?
Eu1 O1 N6 O2 172.0(2) . . . . ?
Eu1 O3 N6 O1 6.6(2) . . . . ?
Eu1 O3 N6 O2 -172.3(2) . . . . ?
Eu1 N4 N3 N2 -176.57(14) . . . . ?
Eu1 N4 C7 C6 176.64(15) . . . . ?
Eu1 N4 C7 C8 -4.8(3) . . . . ?
Eu1 N5 C12 C11 -173.4(2) . . . . ?
Eu1 N5 C8 C9 173.60(19) . . . . ?
Eu1 N5 C8 C7 -4.5(3) . . . . ?
N4 N3 N2 C6 0.2(3) . . . . ?
N4 N3 N2 C5 179.5(2) . . . . ?
N3 N4 C7 C6 -0.3(3) . . . . ?
N3 N4 C7 C8 178.3(2) . . . . ?
N3 N2 C6 C7 -0.4(3) . . . . ?
N3 N2 C5 N1 -152.2(2) . . . . ?
N3 N2 C5 C4 28.4(4) . . . . ?
N2 C6 C7 N4 0.4(3) . . . . ?
N2 C6 C7 C8 -177.9(3) . . . . ?
N5 C12 C11 C10 -0.8(4) . . . . ?
N5 C8 C7 N4 6.0(3) . . . . ?
N5 C8 C7 C6 -175.8(3) . . . . ?
C6 N2 C5 N1 27.0(4) . . . . ?
C6 N2 C5 C4 -152.4(3) . . . . ?
C12 N5 C8 C9 -1.7(4) . . . . ?
C12 N5 C8 C7 -179.8(2) . . . . ?
C9 C8 C7 N4 -172.1(2) . . . . ?
C9 C8 C7 C6 6.1(4) . . . . ?
C9 C10 C11 C12 -0.5(4) . . . . ?
C8 N5 C12 C11 1.9(4) . . . . ?
C8 C9 C10 C11 0.6(4) . . . . ?
C10 C9 C8 N5 0.5(4) . . . . ?
C10 C9 C8 C7 178.5(2) . . . . ?
C7 N4 N3 N2 0.1(3) . . . . ?
C4 C3 C2 C1 -0.8(5) . . . . ?
C5 N2 C6 C7 -179.6(2) . . . . ?
C5 N1 C1 C2 -0.7(4) . . . . ?
C5 C4 C3 C2 -1.3(4) . . . . ?
C3 C4 C5 N2 -177.9(3) . . . . ?
C3 C4 C5 N1 2.8(5) . . . . ?
C3 C2 C1 N1 1.9(5) . . . . ?
C1 N1 C5 N2 178.9(2) . . . . ?
C1 N1 C5 C4 -1.8(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 9.731
_oxdiff_exptl_absorpt_empirical_full_min 0.401
