#------------------------------------------------------------------------------
#$Date: 2023-08-30 01:50:26 +0300 (Wed, 30 Aug 2023) $
#$Revision: 285896 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/38/7713801.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7713801
loop_
_publ_author_name
'Xu, Chao'
'Liu, Tingting'
'Liu, Qian'
'Yang, Suliang'
'Li, Dingming'
'Tian, Guoxin'
_publ_section_title
;
 Complexation of Am(III) and Eu(III) with DRAPA
 (N,N-dialkyl-6-amide-pyridine-2-carboxylic acid
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT02319B
_journal_year                    2023
_chemical_formula_moiety         'C27 H27 Eu N6 O9'
_chemical_formula_sum            'C27 H27 Eu N6 O9'
_chemical_formula_weight         731.50
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2021-08-18
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-07-02 deposited with the CCDC.	2023-08-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.685(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.7029(8)
_cell_length_b                   20.7207(13)
_cell_length_c                   12.2192(7)
_cell_measurement_reflns_used    5505
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      27.3710
_cell_measurement_theta_min      3.6170
_cell_volume                     3546.7(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3127
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.830
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -14.00  15.00   1.00    2.00    --  -11.20 -99.00 -60.00   29
  2  ω     -5.00  21.00   1.00    2.00    --   12.61  37.00 -90.00   26
  3  ω     -3.00  25.00   1.00    2.00    --   12.61  37.00 -60.00   28
  4  ω     27.00  81.00   1.00    2.00    --   12.61  37.00 -60.00   54
  5  ω    -58.00  21.00   1.00    2.00    --   12.61 -37.00 120.00   79
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0434846000
_diffrn_orient_matrix_UB_12      0.0035346000
_diffrn_orient_matrix_UB_13      0.0131728000
_diffrn_orient_matrix_UB_21      0.0125012000
_diffrn_orient_matrix_UB_22      0.0322639000
_diffrn_orient_matrix_UB_23      0.0177641000
_diffrn_orient_matrix_UB_31      -0.0227100000
_diffrn_orient_matrix_UB_32      0.0109464000
_diffrn_orient_matrix_UB_33      -0.0567473000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0570
_diffrn_reflns_av_unetI/netI     0.0881
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.830
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            19319
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.830
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.799
_diffrn_reflns_theta_min         3.289
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.820
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.25665
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_description       plate
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.908
_refine_diff_density_min         -1.056
_refine_diff_density_rms         0.110
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.979
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     394
_refine_ls_number_reflns         8428
_refine_ls_number_restraints     19
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.0739
_refine_ls_R_factor_gt           0.0488
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0369P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0963
_refine_ls_wR_factor_ref         0.1084
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5842
_reflns_number_total             8428
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt02319b2.cif
_cod_data_source_block           Eu-DMAPA1-3
_cod_database_code               7713801
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         C1H1N1O1Eu1
_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.
;
_shelx_estimated_absorpt_t_max   0.839
_shelx_estimated_absorpt_t_min   0.712
_diffrn_oxdiff_digest_frames
;
01abdf40b1725b575e98f0ba33978a39c9002282ccd
;
_diffrn_oxdiff_digest_hkl
;
0129d883aab71872b8a9c201b12bc283d96f51
;
_reflns_odcompleteness_completeness 99.72
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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. Restrained distances
 H17C-H14
 2.1 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(N4) \\sim Ueq, Uanis(C18) \\sim Ueq, Uanis(C17) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C17) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(N4) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
4.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C12(H12), C13(H13), C14(H14), C21(H21), C22(H22),
 C23(H23)
4.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C),
 C26(H26A,H26B,H26C), C27(H27A,H27B,H27C)
;
_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 2.580
_oxdiff_exptl_absorpt_empirical_full_min 0.645
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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 0.29449(2) 0.42338(2) 0.68668(2) 0.03102(9) Uani 1 1 d . . . . .
O1 O 0.2784(2) 0.44835(16) 0.8727(3) 0.0408(8) Uani 1 1 d . . . . .
O2 O 0.3316(3) 0.43524(17) 1.0631(3) 0.0567(11) Uani 1 1 d . . . . .
O3 O 0.4424(2) 0.40195(15) 0.6400(2) 0.0348(7) Uani 1 1 d . . . . .
O4 O 0.3521(2) 0.52969(16) 0.6747(2) 0.0378(8) Uani 1 1 d . . . . .
O5 O 0.3341(3) 0.63581(18) 0.6482(4) 0.0697(12) Uani 1 1 d . . . . .
O6 O 0.1299(2) 0.39156(17) 0.6602(3) 0.0476(9) Uani 1 1 d . . . . .
O7 O 0.2347(2) 0.43235(15) 0.4795(3) 0.0375(8) Uani 1 1 d . . . . .
O8 O 0.1797(2) 0.38885(18) 0.3037(2) 0.0457(9) Uani 1 1 d . . . . .
O9 O 0.3268(2) 0.32242(15) 0.7984(2) 0.0340(7) Uani 1 1 d . . . . .
N1 N 0.4486(3) 0.42963(17) 0.8506(3) 0.0322(9) Uani 1 1 d . . . . .
N2 N 0.5902(3) 0.44095(19) 0.6646(3) 0.0392(10) Uani 1 1 d . . . . .
N3 N 0.1721(3) 0.5136(2) 0.6593(3) 0.0406(10) Uani 1 1 d . . . . .
N4 N -0.0111(4) 0.4083(3) 0.6862(6) 0.0912(18) Uani 1 1 d . U . . .
N5 N 0.2663(2) 0.31669(18) 0.5758(3) 0.0287(8) Uani 1 1 d . . . . .
N6 N 0.3879(2) 0.22196(18) 0.8178(3) 0.0329(9) Uani 1 1 d . . . . .
C1 C 0.3433(4) 0.4371(2) 0.9666(4) 0.0461(13) Uani 1 1 d . . . . .
C2 C 0.4425(4) 0.4273(2) 0.9578(4) 0.0366(11) Uani 1 1 d . . . . .
C3 C 0.5209(4) 0.4145(2) 1.0517(4) 0.0454(14) Uani 1 1 d . . . . .
H3 H 0.5158 0.4135 1.1257 0.054 Uiso 1 1 calc R . . . .
C4 C 0.6070(4) 0.4035(3) 1.0317(4) 0.0531(15) Uani 1 1 d . . . . .
H4 H 0.6610 0.3942 1.0928 0.064 Uiso 1 1 calc R . . . .
C5 C 0.6135(4) 0.4064(2) 0.9207(4) 0.0476(13) Uani 1 1 d . . . . .
H5 H 0.6712 0.3983 0.9066 0.057 Uiso 1 1 calc R . . . .
C6 C 0.5330(3) 0.4213(2) 0.8323(4) 0.0325(10) Uani 1 1 d . . . . .
C7 C 0.5209(3) 0.4221(2) 0.7050(4) 0.0321(10) Uani 1 1 d . . . . .
C8 C 0.5797(4) 0.4335(3) 0.5419(5) 0.0584(15) Uani 1 1 d . . . . .
H8A H 0.5150 0.4219 0.5013 0.088 Uiso 1 1 calc GR . . . .
H8B H 0.6220 0.4002 0.5320 0.088 Uiso 1 1 calc GR . . . .
H8C H 0.5954 0.4735 0.5121 0.088 Uiso 1 1 calc GR . . . .
C9 C 0.6810(3) 0.4704(3) 0.7338(5) 0.0556(15) Uani 1 1 d . . . . .
H9A H 0.6730 0.4887 0.8024 0.083 Uiso 1 1 calc GR . . . .
H9B H 0.6992 0.5037 0.6899 0.083 Uiso 1 1 calc GR . . . .
H9C H 0.7299 0.4379 0.7540 0.083 Uiso 1 1 calc GR . . . .
C10 C 0.3040(4) 0.5808(3) 0.6566(4) 0.0445(13) Uani 1 1 d . . . . .
C11 C 0.1983(4) 0.5731(3) 0.6461(4) 0.0456(13) Uani 1 1 d . . . . .
C12 C 0.1344(4) 0.6243(3) 0.6198(6) 0.0745(19) Uani 1 1 d . . . . .
H12 H 0.1549 0.6661 0.6125 0.089 Uiso 1 1 calc R . . . .
C13 C 0.0400(5) 0.6110(3) 0.6049(7) 0.089(2) Uani 1 1 d . . . . .
H13 H -0.0051 0.6438 0.5834 0.107 Uiso 1 1 calc R . . . .
C14 C 0.0121(4) 0.5501(3) 0.6213(7) 0.083(2) Uani 1 1 d . . . . .
H14 H -0.0518 0.5410 0.6124 0.100 Uiso 1 1 calc DR . . . .
C15 C 0.0809(4) 0.5012(3) 0.6519(5) 0.0537(14) Uani 1 1 d . . . . .
C16 C 0.0667(4) 0.4302(3) 0.6678(5) 0.0584(16) Uani 1 1 d . . . . .
C17 C -0.0836(6) 0.4483(5) 0.7178(10) 0.159(4) Uani 1 1 d . U . . .
H17A H -0.0526 0.4843 0.7637 0.239 Uiso 1 1 calc GR . . . .
H17B H -0.1150 0.4226 0.7609 0.239 Uiso 1 1 calc GR . . . .
H17C H -0.1299 0.4639 0.6493 0.239 Uiso 1 1 calc DGR . . . .
C18 C -0.0266(5) 0.3387(4) 0.6881(8) 0.120(3) Uani 1 1 d . U . . .
H18A H 0.0129 0.3170 0.6500 0.179 Uiso 1 1 calc GR . . . .
H18B H -0.0925 0.3292 0.6494 0.179 Uiso 1 1 calc GR . . . .
H18C H -0.0105 0.3241 0.7663 0.179 Uiso 1 1 calc GR . . . .
C19 C 0.2108(3) 0.3854(3) 0.4093(4) 0.0361(11) Uani 1 1 d . . . . .
C20 C 0.2191(3) 0.3182(2) 0.4628(3) 0.0313(10) Uani 1 1 d . . . . .
C21 C 0.1816(3) 0.2635(3) 0.4020(4) 0.0403(12) Uani 1 1 d . . . . .
H21 H 0.1514 0.2656 0.3233 0.048 Uiso 1 1 calc R . . . .
C22 C 0.1893(3) 0.2057(3) 0.4590(4) 0.0455(13) Uani 1 1 d . . . . .
H22 H 0.1620 0.1686 0.4199 0.055 Uiso 1 1 calc R . . . .
C23 C 0.2385(3) 0.2034(2) 0.5759(4) 0.0407(12) Uani 1 1 d . . . . .
H23 H 0.2441 0.1649 0.6166 0.049 Uiso 1 1 calc R . . . .
C24 C 0.2786(3) 0.2595(2) 0.6294(3) 0.0289(10) Uani 1 1 d . . . . .
C25 C 0.3342(3) 0.2688(2) 0.7574(3) 0.0296(10) Uani 1 1 d . . . . .
C26 C 0.4125(3) 0.1609(2) 0.7744(4) 0.0415(12) Uani 1 1 d . . . . .
H26A H 0.3743 0.1269 0.7910 0.062 Uiso 1 1 calc GR . . . .
H26B H 0.4788 0.1516 0.8107 0.062 Uiso 1 1 calc GR . . . .
H26C H 0.4005 0.1639 0.6928 0.062 Uiso 1 1 calc GR . . . .
C27 C 0.4390(3) 0.2345(2) 0.9392(3) 0.0395(11) Uani 1 1 d . . . . .
H27A H 0.5035 0.2471 0.9469 0.059 Uiso 1 1 calc GR . . . .
H27B H 0.4394 0.1960 0.9832 0.059 Uiso 1 1 calc GR . . . .
H27C H 0.4075 0.2685 0.9670 0.059 Uiso 1 1 calc GR . . . .
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'
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 O3 127.34(10) . . ?
O1 Eu1 O6 78.75(11) . . ?
O1 Eu1 O7 149.37(11) . . ?
O1 Eu1 O9 73.60(10) . . ?
O1 Eu1 N1 64.13(12) . . ?
O1 Eu1 N3 72.43(11) . . ?
O1 Eu1 N5 129.60(11) . . ?
O1 Eu1 C7 109.09(11) . . ?
O3 Eu1 O9 86.56(10) . . ?
O3 Eu1 N1 63.22(11) . . ?
O3 Eu1 N3 138.13(12) . . ?
O3 Eu1 N5 74.51(10) . . ?
O3 Eu1 C7 19.43(10) . . ?
O4 Eu1 O1 89.89(11) . . ?
O4 Eu1 O3 78.22(11) . . ?
O4 Eu1 O6 126.92(11) . . ?
O4 Eu1 O7 83.54(10) . . ?
O4 Eu1 O9 143.86(9) . . ?
O4 Eu1 N1 75.62(10) . . ?
O4 Eu1 N3 64.10(12) . . ?
O4 Eu1 N5 140.37(11) . . ?
O4 Eu1 C7 68.77(11) . . ?
O6 Eu1 O3 146.82(11) . . ?
O6 Eu1 O9 81.95(11) . . ?
O6 Eu1 N1 137.23(12) . . ?
O6 Eu1 N3 63.03(12) . . ?
O6 Eu1 N5 72.58(11) . . ?
O6 Eu1 C7 163.36(11) . . ?
O7 Eu1 O3 80.57(10) . . ?
O7 Eu1 O6 81.46(11) . . ?
O7 Eu1 O9 126.29(10) . . ?
O7 Eu1 N1 140.97(11) . . ?
O7 Eu1 N3 77.82(11) . . ?
O7 Eu1 N5 64.15(10) . . ?
O7 Eu1 C7 96.35(11) . . ?
O9 Eu1 N1 68.25(10) . . ?
O9 Eu1 N3 134.88(11) . . ?
O9 Eu1 N5 62.15(10) . . ?
O9 Eu1 C7 86.23(10) . . ?
N1 Eu1 N3 119.58(12) . . ?
N1 Eu1 N5 115.17(11) . . ?
N1 Eu1 C7 45.42(12) . . ?
N3 Eu1 N5 124.75(11) . . ?
N3 Eu1 C7 132.86(12) . . ?
N5 Eu1 C7 91.55(11) . . ?
C1 O1 Eu1 123.3(3) . . ?
C7 O3 Eu1 120.1(3) . . ?
C10 O4 Eu1 126.9(3) . . ?
C16 O6 Eu1 123.2(3) . . ?
C19 O7 Eu1 125.7(3) . . ?
C25 O9 Eu1 124.3(3) . . ?
C2 N1 Eu1 117.5(3) . . ?
C6 N1 Eu1 120.9(3) . . ?
C6 N1 C2 120.0(4) . . ?
C7 N2 C8 119.9(4) . . ?
C7 N2 C9 125.1(4) . . ?
C8 N2 C9 115.0(4) . . ?
C11 N3 Eu1 118.8(3) . . ?
C11 N3 C15 119.7(4) . . ?
C15 N3 Eu1 121.4(4) . . ?
C16 N4 C17 125.5(7) . . ?
C16 N4 C18 119.5(6) . . ?
C18 N4 C17 114.7(6) . . ?
C20 N5 Eu1 118.3(3) . . ?
C24 N5 Eu1 122.0(2) . . ?
C24 N5 C20 118.2(4) . . ?
C25 N6 C26 127.2(4) . . ?
C25 N6 C27 118.0(4) . . ?
C26 N6 C27 114.4(4) . . ?
O1 C1 C2 116.0(4) . . ?
O2 C1 O1 125.4(6) . . ?
O2 C1 C2 118.6(5) . . ?
N1 C2 C1 114.7(4) . . ?
N1 C2 C3 122.1(5) . . ?
C3 C2 C1 123.2(5) . . ?
C2 C3 H3 121.2 . . ?
C4 C3 C2 117.6(5) . . ?
C4 C3 H3 121.2 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.3(5) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 120.7 . . ?
C6 C5 C4 118.6(5) . . ?
C6 C5 H5 120.7 . . ?
N1 C6 C5 121.3(4) . . ?
N1 C6 C7 110.2(4) . . ?
C5 C6 C7 128.0(5) . . ?
O3 C7 Eu1 40.4(2) . . ?
O3 C7 N2 121.8(4) . . ?
O3 C7 C6 116.4(4) . . ?
N2 C7 Eu1 149.1(3) . . ?
N2 C7 C6 121.7(4) . . ?
C6 C7 Eu1 82.5(3) . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
N2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 H9A 109.5 . . ?
N2 C9 H9B 109.5 . . ?
N2 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O4 C10 C11 115.5(5) . . ?
O5 C10 O4 126.5(5) . . ?
O5 C10 C11 118.0(5) . . ?
N3 C11 C10 114.6(4) . . ?
N3 C11 C12 122.7(5) . . ?
C12 C11 C10 122.6(5) . . ?
C11 C12 H12 121.2 . . ?
C13 C12 C11 117.6(6) . . ?
C13 C12 H12 121.2 . . ?
C12 C13 H13 119.8 . . ?
C14 C13 C12 120.3(6) . . ?
C14 C13 H13 119.8 . . ?
C13 C14 H14 120.5 . . ?
C13 C14 C15 118.9(6) . . ?
C15 C14 H14 120.5 . . ?
N3 C15 C14 120.5(6) . . ?
N3 C15 C16 110.6(4) . . ?
C14 C15 C16 128.6(5) . . ?
O6 C16 N4 119.8(6) . . ?
O6 C16 C15 118.7(5) . . ?
N4 C16 C15 121.4(5) . . ?
N4 C17 H17A 109.5 . . ?
N4 C17 H17B 109.5 . . ?
N4 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N4 C18 H18A 109.5 . . ?
N4 C18 H18B 109.5 . . ?
N4 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O7 C19 C20 116.0(4) . . ?
O8 C19 O7 126.8(5) . . ?
O8 C19 C20 117.1(4) . . ?
N5 C20 C19 114.2(4) . . ?
N5 C20 C21 122.2(4) . . ?
C21 C20 C19 123.6(4) . . ?
C20 C21 H21 120.4 . . ?
C22 C21 C20 119.2(4) . . ?
C22 C21 H21 120.4 . . ?
C21 C22 H22 120.4 . . ?
C21 C22 C23 119.2(4) . . ?
C23 C22 H22 120.4 . . ?
C22 C23 H23 120.9 . . ?
C24 C23 C22 118.2(5) . . ?
C24 C23 H23 120.9 . . ?
N5 C24 C23 122.7(4) . . ?
N5 C24 C25 109.6(4) . . ?
C23 C24 C25 127.4(4) . . ?
O9 C25 N6 122.9(4) . . ?
O9 C25 C24 116.0(4) . . ?
N6 C25 C24 121.0(4) . . ?
N6 C26 H26A 109.5 . . ?
N6 C26 H26B 109.5 . . ?
N6 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N6 C27 H27A 109.5 . . ?
N6 C27 H27B 109.5 . . ?
N6 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
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 2.412(3) . ?
Eu1 O3 2.451(3) . ?
Eu1 O4 2.380(3) . ?
Eu1 O6 2.433(3) . ?
Eu1 O7 2.422(3) . ?
Eu1 O9 2.464(3) . ?
Eu1 N1 2.531(3) . ?
Eu1 N3 2.545(4) . ?
Eu1 N5 2.560(4) . ?
Eu1 C7 3.268(4) . ?
O1 C1 1.271(6) . ?
O2 C1 1.243(6) . ?
O3 C7 1.257(5) . ?
O4 C10 1.256(6) . ?
O5 C10 1.237(6) . ?
O6 C16 1.251(6) . ?
O7 C19 1.273(5) . ?
O8 C19 1.234(5) . ?
O9 C25 1.237(5) . ?
N1 C2 1.341(6) . ?
N1 C6 1.338(6) . ?
N2 C7 1.318(6) . ?
N2 C8 1.469(6) . ?
N2 C9 1.478(6) . ?
N3 C11 1.317(6) . ?
N3 C15 1.340(6) . ?
N4 C16 1.312(7) . ?
N4 C17 1.491(9) . ?
N4 C18 1.462(9) . ?
N5 C20 1.344(5) . ?
N5 C24 1.340(5) . ?
N6 C25 1.325(5) . ?
N6 C26 1.460(6) . ?
N6 C27 1.469(5) . ?
C1 C2 1.508(8) . ?
C2 C3 1.383(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.379(8) . ?
C4 H4 0.9300 . ?
C4 C5 1.389(7) . ?
C5 H5 0.9300 . ?
C5 C6 1.373(6) . ?
C6 C7 1.512(6) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.528(7) . ?
C11 C12 1.388(7) . ?
C12 H12 0.9300 . ?
C12 C13 1.372(8) . ?
C13 H13 0.9300 . ?
C13 C14 1.362(9) . ?
C14 H14 0.9300 . ?
C14 C15 1.399(7) . ?
C15 C16 1.508(8) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.529(7) . ?
C20 C21 1.375(6) . ?
C21 H21 0.9300 . ?
C21 C22 1.371(7) . ?
C22 H22 0.9300 . ?
C22 C23 1.392(6) . ?
C23 H23 0.9300 . ?
C23 C24 1.376(6) . ?
C24 C25 1.541(6) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.126 -0.381 1032.7 208.5 ?
