#------------------------------------------------------------------------------
#$Date: 2023-11-10 21:21:08 +0200 (Fri, 10 Nov 2023) $
#$Revision: 287519 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/03/83/7038392.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_7038392
loop_
_publ_author_name
'Puentes, Roberto'
'Torres, Julia'
'Kremer, Carlos'
'Cano, Joan'
'Lloret, Francesc'
'Capucci, Davide'
'Bacchi, Alessia'
_publ_section_title
;
 Mononuclear and polynuclear complexes ligated by an iminodiacetic acid
 derivative: synthesis, structure, solution studies and magnetic
 properties.
;
_journal_issue                   12
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5356
_journal_page_last               5373
_journal_paper_doi               10.1039/c5dt05060j
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety         'C33 H39 Eu2 N3 O15'
_chemical_formula_sum            'C33 H39 Eu2 N3 O15'
_chemical_formula_weight         1021.59
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2015-02-18
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2016-01-29 deposited with the CCDC.
2016-02-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.0590(12)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.9299(13)
_cell_length_b                   12.1579(9)
_cell_length_c                   18.5679(14)
_cell_measurement_reflns_used    9971
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      31
_cell_measurement_theta_min      4
_cell_volume                     3774.2(5)
_computing_data_collection       'Brueker software'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0656
_diffrn_reflns_av_unetI/netI     0.0517
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            61848
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.206
_diffrn_reflns_theta_min         1.514
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    3.365
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.55
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'according to BRUKER software'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.798
_exptl_crystal_description       plate
_exptl_crystal_F_000             2016
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.948
_refine_diff_density_min         -0.832
_refine_diff_density_rms         0.153
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     502
_refine_ls_number_reflns         12165
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0327
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0254P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0632
_refine_ls_wR_factor_ref         0.0693
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9427
_reflns_number_total             12165
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5dt05060j2.cif
_cod_data_source_block           smbida1_0m
_cod_depositor_comments
'Adding full bibliography for 7038389--7038395.cif.'
_cod_database_code               7038392
_shelxl_version_number           2013-4
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 H15A-O15 = O15-H15B = O14-H14B = O14-H14A = O13-H13B = O13-H13A
 0.92 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C5(H5A,H5B), C13(H13C,H13D), C14(H14C,H14D),
 C16(H16A,H16B), C24(H24A,H24B), C25(H25A,H25B), C27(H27A,H27B)
3.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C18(H18), C19(H19), C20(H20),
 C21(H21), C22(H22), C29(H29), C30(H30), C31(H31), C32(H32), C33(H33)
;
_olex2_submission_special_instructions 'No special instructions were received'
_olex2_computing_structure_solution_long 'ShelXS (Sheldrick, 2008)'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
Eu1 Eu 0.60090(2) 0.53783(2) 0.06740(2) 0.01647(4) Uani 1 1 d .
Eu2 Eu 0.68509(2) 0.26872(2) 0.16143(2) 0.01755(4) Uani 1 1 d .
N1 N 0.70131(15) 0.5573(2) -0.03881(13) 0.0206(5) Uani 1 1 d .
N2 N 0.61659(14) 0.28199(19) 0.27999(13) 0.0200(5) Uani 1 1 d .
N3 N 0.62559(14) 0.14513(19) 0.04189(13) 0.0197(5) Uani 1 1 d .
O1 O 0.70964(12) 0.39932(16) 0.06496(10) 0.0193(4) Uani 1 1 d .
O2 O 0.83512(15) 0.3576(2) 0.05323(14) 0.0484(7) Uani 1 1 d .
O3 O 0.54580(12) 0.46863(16) -0.05082(11) 0.0209(4) Uani 1 1 d .
O4 O 0.53717(14) 0.4943(2) -0.17053(12) 0.0366(6) Uani 1 1 d .
O5 O 0.63632(13) 0.45338(15) 0.18894(11) 0.0211(4) Uani 1 1 d .
O6 O 0.60657(13) 0.57233(17) 0.27272(11) 0.0248(5) Uani 1 1 d .
O7 O 0.76390(13) 0.20533(18) 0.27325(11) 0.0251(5) Uani 1 1 d .
O8 O 0.77652(13) 0.12929(18) 0.38400(11) 0.0289(5) Uani 1 1 d .
O9 O 0.63973(14) 0.08707(17) 0.18159(12) 0.0303(5) Uani 1 1 d .
O10 O 0.63801(15) -0.09219(18) 0.15674(12) 0.0360(6) Uani 1 1 d .
O11 O 0.56130(12) 0.33491(16) 0.08212(10) 0.0203(4) Uani 1 1 d .
O12 O 0.44815(12) 0.30342(16) 0.00457(11) 0.0231(4) Uani 1 1 d .
O13 O 0.79648(14) 0.1777(2) 0.11998(12) 0.0277(5) Uani 1 1 d D
O14 O 0.56650(14) 0.68657(19) 0.14659(12) 0.0277(5) Uani 1 1 d D
O15 O 0.80160(15) 0.3880(2) 0.20333(13) 0.0337(6) Uani 1 1 d D
C1 C 0.77532(18) 0.4167(3) 0.04018(16) 0.0232(6) Uani 1 1 d .
C2 C 0.78062(17) 0.5169(2) -0.00713(16) 0.0223(6) Uani 1 1 d .
H2A H 0.8095 0.5747 0.0220 0.027 Uiso 1 1 calc R
H2B H 0.8104 0.4983 -0.0460 0.027 Uiso 1 1 calc R
C3 C 0.66712(18) 0.4844(2) -0.09947(16) 0.0228(6) Uani 1 1 d .
H3A H 0.6867 0.4102 -0.0894 0.027 Uiso 1 1 calc R
H3B H 0.6848 0.5089 -0.1441 0.027 Uiso 1 1 calc R
C4 C 0.57682(18) 0.4840(2) -0.11014(16) 0.0209(6) Uani 1 1 d .
C5 C 0.7051(2) 0.6747(2) -0.06427(18) 0.0277(7) Uani 1 1 d .
H5A H 0.7176 0.7212 -0.0215 0.033 Uiso 1 1 calc R
H5B H 0.6522 0.6954 -0.0885 0.033 Uiso 1 1 calc R
C6 C 0.7640(2) 0.7002(3) -0.1150(2) 0.0370(9) Uani 1 1 d .
C7 C 0.7414(3) 0.6956(3) -0.1899(2) 0.0578(13) Uani 1 1 d .
H7 H 0.6902 0.6720 -0.2093 0.069 Uiso 1 1 calc R
C8 C 0.7950(5) 0.7262(4) -0.2365(3) 0.097(3) Uani 1 1 d .
H8 H 0.7798 0.7216 -0.2868 0.116 Uiso 1 1 calc R
C9 C 0.8699(5) 0.7629(5) -0.2079(5) 0.113(3) Uani 1 1 d .
H9 H 0.9050 0.7858 -0.2387 0.135 Uiso 1 1 calc R
C10 C 0.8928(4) 0.7658(5) -0.1343(5) 0.099(2) Uani 1 1 d .
H10 H 0.9442 0.7888 -0.1151 0.118 Uiso 1 1 calc R
C11 C 0.8409(3) 0.7351(3) -0.0883(3) 0.0628(14) Uani 1 1 d .
H11 H 0.8576 0.7379 -0.0382 0.075 Uiso 1 1 calc R
C12 C 0.73733(18) 0.1759(2) 0.32922(16) 0.0213(6) Uani 1 1 d .
C13 C 0.64946(18) 0.1953(3) 0.33167(16) 0.0230(6) Uani 1 1 d .
H13C H 0.6201 0.1275 0.3197 0.028 Uiso 1 1 calc R
H13D H 0.6427 0.2166 0.3807 0.028 Uiso 1 1 calc R
C14 C 0.64330(18) 0.3902(2) 0.31044(15) 0.0215(6) Uani 1 1 d .
H14C H 0.7002 0.3874 0.3285 0.026 Uiso 1 1 calc R
H14D H 0.6159 0.4068 0.3513 0.026 Uiso 1 1 calc R
C15 C 0.62678(17) 0.4810(2) 0.25401(15) 0.0187(6) Uani 1 1 d .
C16 C 0.52748(18) 0.2756(3) 0.26247(18) 0.0284(7) Uani 1 1 d .
H16A H 0.5128 0.2035 0.2423 0.034 Uiso 1 1 calc R
H16B H 0.5091 0.3297 0.2252 0.034 Uiso 1 1 calc R
C17 C 0.4847(2) 0.2950(3) 0.3271(2) 0.0349(8) Uani 1 1 d .
C18 C 0.4585(2) 0.3987(4) 0.3426(2) 0.0534(12) Uani 1 1 d .
H18 H 0.4637 0.4563 0.3108 0.064 Uiso 1 1 calc R
C19 C 0.4247(3) 0.4184(5) 0.4046(3) 0.0805(17) Uani 1 1 d .
H19 H 0.4078 0.4888 0.4144 0.097 Uiso 1 1 calc R
C20 C 0.4164(3) 0.3338(5) 0.4513(3) 0.0870(19) Uani 1 1 d .
H20 H 0.3945 0.3469 0.4934 0.104 Uiso 1 1 calc R
C21 C 0.4402(3) 0.2296(5) 0.4361(3) 0.0750(17) Uani 1 1 d .
H21 H 0.4333 0.1720 0.4674 0.090 Uiso 1 1 calc R
C22 C 0.4741(2) 0.2100(4) 0.3750(2) 0.0486(11) Uani 1 1 d .
H22 H 0.4903 0.1391 0.3654 0.058 Uiso 1 1 calc R
C23 C 0.64078(19) 0.0058(3) 0.13891(17) 0.0258(7) Uani 1 1 d .
C24 C 0.6497(2) 0.0318(2) 0.06077(17) 0.0245(7) Uani 1 1 d .
H24A H 0.7050 0.0213 0.0544 0.029 Uiso 1 1 calc R
H24B H 0.6169 -0.0184 0.0282 0.029 Uiso 1 1 calc R
C25 C 0.53807(17) 0.1548(2) 0.03429(16) 0.0231(6) Uani 1 1 d .
H25A H 0.5190 0.1122 0.0723 0.028 Uiso 1 1 calc R
H25B H 0.5139 0.1250 -0.0125 0.028 Uiso 1 1 calc R
C26 C 0.51284(17) 0.2743(2) 0.03971(15) 0.0181(6) Uani 1 1 d .
C27 C 0.65461(19) 0.1840(3) -0.02581(16) 0.0248(7) Uani 1 1 d .
H27A H 0.7113 0.2000 -0.0137 0.030 Uiso 1 1 calc R
H27B H 0.6276 0.2525 -0.0409 0.030 Uiso 1 1 calc R
C28 C 0.6428(2) 0.1061(3) -0.08994(16) 0.0267(7) Uani 1 1 d .
C29 C 0.7052(2) 0.0388(3) -0.1025(2) 0.0372(8) Uani 1 1 d .
H29 H 0.7533 0.0409 -0.0706 0.045 Uiso 1 1 calc R
C30 C 0.6970(3) -0.0311(3) -0.1616(2) 0.0514(11) Uani 1 1 d .
H30 H 0.7399 -0.0743 -0.1703 0.062 Uiso 1 1 calc R
C31 C 0.6256(3) -0.0368(4) -0.2076(2) 0.0578(12) Uani 1 1 d .
H31 H 0.6194 -0.0861 -0.2463 0.069 Uiso 1 1 calc R
C32 C 0.5634(3) 0.0292(4) -0.1971(2) 0.0572(12) Uani 1 1 d .
H32 H 0.5154 0.0261 -0.2291 0.069 Uiso 1 1 calc R
C33 C 0.5719(2) 0.1014(3) -0.13817(19) 0.0394(9) Uani 1 1 d .
H33 H 0.5295 0.1468 -0.1313 0.047 Uiso 1 1 calc R
H14A H 0.596(2) 0.747(2) 0.146(2) 0.058(14) Uiso 1 1 d D
H13A H 0.8343(18) 0.146(3) 0.1529(17) 0.050(12) Uiso 1 1 d D
H13B H 0.821(2) 0.229(3) 0.099(2) 0.052(13) Uiso 1 1 d D
H14B H 0.568(3) 0.664(4) 0.1933(14) 0.11(2) Uiso 1 1 d D
H15A H 0.823(2) 0.389(3) 0.2505(11) 0.063(14) Uiso 1 1 d D
H15B H 0.800(3) 0.455(2) 0.186(3) 0.089(18) Uiso 1 1 d D
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
Eu2 Eu1 Eu1 107.725(6) . 3_665
N1 Eu1 Eu1 97.55(5) . 3_665
N1 Eu1 Eu2 99.64(5) . .
N1 Eu1 C4 150.06(7) . 3_665
O1 Eu1 Eu1 113.04(4) . 3_665
O1 Eu1 Eu2 38.70(4) . .
O1 Eu1 N1 61.02(7) . .
O1 Eu1 O11 64.07(6) . .
O1 Eu1 C4 131.60(7) . 3_665
O3 Eu1 Eu1 34.73(5) . 3_665
O3 Eu1 Eu1 33.81(5) 3_665 3_665
O3 Eu1 Eu2 108.83(5) 3_665 .
O3 Eu1 Eu2 100.30(5) . .
O3 Eu1 N1 128.81(7) 3_665 .
O3 Eu1 N1 65.05(7) . .
O3 Eu1 O1 135.17(6) 3_665 .
O3 Eu1 O1 85.90(6) . .
O3 Eu1 O3 68.53(8) . 3_665
O3 Eu1 O5 134.04(7) . .
O3 Eu1 O5 101.35(7) 3_665 .
O3 Eu1 O8 134.02(7) . 2_655
O3 Eu1 O11 73.05(6) 3_665 .
O3 Eu1 O11 72.04(6) . .
O3 Eu1 O12 73.98(7) . 3_665
O3 Eu1 O14 76.60(7) 3_665 .
O3 Eu1 O14 135.32(7) . .
O3 Eu1 C4 87.32(7) . 3_665
O3 Eu1 C4 21.31(7) 3_665 3_665
O5 Eu1 Eu1 122.42(5) . 3_665
O5 Eu1 Eu2 38.42(4) . .
O5 Eu1 N1 126.22(7) . .
O5 Eu1 O1 70.28(6) . .
O5 Eu1 O11 62.30(6) . .
O5 Eu1 C4 80.98(7) . 3_665
O8 Eu1 Eu1 160.27(5) 2_655 3_665
O8 Eu1 Eu2 89.24(6) 2_655 .
O8 Eu1 N1 69.02(7) 2_655 .
O8 Eu1 O1 73.95(7) 2_655 .
O8 Eu1 O3 149.22(7) 2_655 3_665
O8 Eu1 O5 77.15(7) 2_655 .
O8 Eu1 O11 128.75(7) 2_655 .
O8 Eu1 O12 92.25(7) 2_655 3_665
O8 Eu1 O14 72.95(8) 2_655 .
O8 Eu1 C4 136.59(7) 2_655 3_665
O11 Eu1 Eu1 68.73(4) . 3_665
O11 Eu1 Eu2 39.51(4) . .
O11 Eu1 N1 110.54(7) . .
O11 Eu1 C4 68.26(7) . 3_665
O12 Eu1 Eu1 69.74(5) 3_665 3_665
O12 Eu1 Eu2 173.24(5) 3_665 .
O12 Eu1 N1 74.80(7) 3_665 .
O12 Eu1 O1 135.81(7) 3_665 .
O12 Eu1 O3 72.77(7) 3_665 3_665
O12 Eu1 O5 148.28(7) 3_665 .
O12 Eu1 O11 138.46(6) 3_665 .
O12 Eu1 O14 69.53(7) 3_665 .
O12 Eu1 C4 87.09(7) 3_665 3_665
O14 Eu1 Eu1 106.45(5) . 3_665
O14 Eu1 Eu2 117.18(5) . .
O14 Eu1 N1 125.76(8) . .
O14 Eu1 O1 138.66(7) . .
O14 Eu1 O5 78.77(7) . .
O14 Eu1 O11 123.35(7) . .
O14 Eu1 C4 66.24(8) . 3_665
C4 Eu1 Eu1 53.25(5) 3_665 3_665
C4 Eu1 Eu2 96.35(5) 3_665 .
Eu1 Eu2 H13B 103.3(6) . .
N2 Eu2 Eu1 98.33(5) . .
N2 Eu2 N3 123.62(7) . .
N2 Eu2 H13B 148.9(8) . .
N3 Eu2 Eu1 92.05(5) . .
N3 Eu2 H13B 78.0(8) . .
O1 Eu2 Eu1 39.14(5) . .
O1 Eu2 N2 134.99(7) . .
O1 Eu2 N3 81.24(7) . .
O1 Eu2 O11 65.66(6) . .
O1 Eu2 H13B 64.3(6) . .
O5 Eu2 Eu1 38.29(5) . .
O5 Eu2 N2 64.47(7) . .
O5 Eu2 N3 125.00(7) . .
O5 Eu2 O1 70.55(6) . .
O5 Eu2 O11 63.43(6) . .
O5 Eu2 O15 71.24(8) . .
O5 Eu2 H13B 124.7(6) . .
O7 Eu2 Eu1 140.60(5) . .
O7 Eu2 N2 63.85(7) . .
O7 Eu2 N3 127.29(7) . .
O7 Eu2 O1 133.99(7) . .
O7 Eu2 O5 105.65(7) . .
O7 Eu2 O11 155.52(7) . .
O7 Eu2 O13 76.93(7) . .
O7 Eu2 O15 67.09(8) . .
O7 Eu2 H13B 85.4(8) . .
O9 Eu2 Eu1 138.38(6) . .
O9 Eu2 N2 74.47(7) . .
O9 Eu2 N3 62.16(7) . .
O9 Eu2 O1 143.24(7) . .
O9 Eu2 O5 132.95(8) . .
O9 Eu2 O7 73.58(7) . .
O9 Eu2 O11 97.46(7) . .
O9 Eu2 O13 84.99(8) . .
O9 Eu2 O15 138.91(8) . .
O9 Eu2 H13B 102.3(6) . .
O11 Eu2 Eu1 41.14(5) . .
O11 Eu2 N2 91.94(7) . .
O11 Eu2 N3 62.05(7) . .
O11 Eu2 H13B 119.0(8) . .
O13 Eu2 Eu1 119.60(6) . .
O13 Eu2 N2 139.35(7) . .
O13 Eu2 N3 72.31(7) . .
O13 Eu2 O1 80.50(7) . .
O13 Eu2 O5 141.71(8) . .
O13 Eu2 O11 125.79(7) . .
O13 Eu2 O15 75.22(8) . .
O13 Eu2 H13B 17.7(5) . .
O15 Eu2 Eu1 82.25(6) . .
O15 Eu2 N2 97.74(8) . .
O15 Eu2 N3 138.62(8) . .
O15 Eu2 O1 68.61(7) . .
O15 Eu2 O11 123.38(7) . .
O15 Eu2 H13B 63.8(8) . .
C2 N1 Eu1 107.92(17) . .
C2 N1 C3 109.2(2) . .
C2 N1 C5 111.3(2) . .
C3 N1 Eu1 106.06(16) . .
C3 N1 C5 111.1(2) . .
C5 N1 Eu1 111.11(17) . .
C13 N2 Eu2 109.12(17) . .
C13 N2 C14 109.1(2) . .
C13 N2 C16 111.7(2) . .
C14 N2 Eu2 103.00(16) . .
C14 N2 C16 111.6(2) . .
C16 N2 Eu2 112.02(18) . .
C24 N3 Eu2 105.63(17) . .
C24 N3 C25 109.7(2) . .
C24 N3 C27 112.5(2) . .
C25 N3 Eu2 105.70(16) . .
C25 N3 C27 110.7(2) . .
C27 N3 Eu2 112.34(17) . .
Eu2 O1 Eu1 102.16(7) . .
C1 O1 Eu1 125.19(18) . .
C1 O1 Eu2 128.10(18) . .
Eu1 O3 Eu1 111.47(8) . 3_665
C4 O3 Eu1 124.88(18) . .
C4 O3 Eu1 115.59(17) . 3_665
Eu1 O5 Eu2 103.29(7) . .
C15 O5 Eu1 134.53(18) . .
C15 O5 Eu2 121.72(17) . .
C12 O7 Eu2 125.84(19) . .
C12 O8 Eu1 145.8(2) . 2_645
C23 O9 Eu2 125.9(2) . .
Eu2 O11 Eu1 99.35(7) . .
C26 O11 Eu1 129.64(17) . .
C26 O11 Eu2 125.12(18) . .
C26 O12 Eu1 136.00(19) . 3_665
Eu2 O13 H13A 119(2) . .
Eu2 O13 H13B 105(3) . .
H13A O13 H13B 105(4) . .
Eu1 O14 H14A 114(3) . .
Eu1 O14 H14B 112(3) . .
H14A O14 H14B 110(4) . .
Eu2 O15 H15A 119(3) . .
Eu2 O15 H15B 117(3) . .
H15A O15 H15B 110(4) . .
O1 C1 C2 118.3(3) . .
O2 C1 O1 124.3(3) . .
O2 C1 C2 117.4(3) . .
N1 C2 C1 111.7(2) . .
N1 C2 H2A 109.3 . .
N1 C2 H2B 109.3 . .
C1 C2 H2A 109.3 . .
C1 C2 H2B 109.3 . .
H2A C2 H2B 107.9 . .
N1 C3 H3A 109.3 . .
N1 C3 H3B 109.3 . .
N1 C3 C4 111.7(2) . .
H3A C3 H3B 107.9 . .
C4 C3 H3A 109.3 . .
C4 C3 H3B 109.3 . .
O3 C4 Eu1 43.10(13) . 3_665
O3 C4 C3 115.0(2) . .
O4 C4 Eu1 80.55(19) . 3_665
O4 C4 O3 123.7(3) . .
O4 C4 C3 121.3(3) . .
C3 C4 Eu1 158.08(19) . 3_665
N1 C5 H5A 108.0 . .
N1 C5 H5B 108.0 . .
N1 C5 C6 117.1(3) . .
H5A C5 H5B 107.3 . .
C6 C5 H5A 108.0 . .
C6 C5 H5B 108.0 . .
C7 C6 C5 120.9(4) . .
C7 C6 C11 117.8(4) . .
C11 C6 C5 121.1(4) . .
C6 C7 H7 119.8 . .
C6 C7 C8 120.5(6) . .
C8 C7 H7 119.8 . .
C7 C8 H8 120.1 . .
C9 C8 C7 119.8(6) . .
C9 C8 H8 120.1 . .
C8 C9 H9 120.1 . .
C10 C9 C8 119.8(6) . .
C10 C9 H9 120.1 . .
C9 C10 H10 119.7 . .
C9 C10 C11 120.7(7) . .
C11 C10 H10 119.7 . .
C6 C11 H11 119.3 . .
C10 C11 C6 121.3(6) . .
C10 C11 H11 119.3 . .
O7 C12 O8 126.1(3) . .
O7 C12 C13 117.7(3) . .
O8 C12 C13 116.2(3) . .
N2 C13 C12 111.3(2) . .
N2 C13 H13C 109.4 . .
N2 C13 H13D 109.4 . .
C12 C13 H13C 109.4 . .
C12 C13 H13D 109.4 . .
H13C C13 H13D 108.0 . .
N2 C14 H14C 109.2 . .
N2 C14 H14D 109.2 . .
N2 C14 C15 111.9(2) . .
H14C C14 H14D 107.9 . .
C15 C14 H14C 109.2 . .
C15 C14 H14D 109.2 . .
O5 C15 C14 114.9(2) . .
O6 C15 O5 125.6(3) . .
O6 C15 C14 119.4(3) . .
N2 C16 H16A 108.7 . .
N2 C16 H16B 108.7 . .
N2 C16 C17 114.3(3) . .
H16A C16 H16B 107.6 . .
C17 C16 H16A 108.7 . .
C17 C16 H16B 108.7 . .
C18 C17 C16 121.1(3) . .
C18 C17 C22 117.8(4) . .
C22 C17 C16 121.0(3) . .
C17 C18 H18 119.3 . .
C17 C18 C19 121.3(4) . .
C19 C18 H18 119.3 . .
C18 C19 H19 120.2 . .
C20 C19 C18 119.6(5) . .
C20 C19 H19 120.2 . .
C19 C20 H20 120.0 . .
C19 C20 C21 120.1(5) . .
C21 C20 H20 120.0 . .
C20 C21 H21 119.8 . .
C22 C21 C20 120.4(5) . .
C22 C21 H21 119.8 . .
C17 C22 H22 119.6 . .
C21 C22 C17 120.8(4) . .
C21 C22 H22 119.6 . .
O9 C23 C24 116.7(3) . .
O10 C23 O9 125.3(3) . .
O10 C23 C24 118.0(3) . .
N3 C24 C23 111.1(2) . .
N3 C24 H24A 109.4 . .
N3 C24 H24B 109.4 . .
C23 C24 H24A 109.4 . .
C23 C24 H24B 109.4 . .
H24A C24 H24B 108.0 . .
N3 C25 H25A 109.4 . .
N3 C25 H25B 109.4 . .
N3 C25 C26 111.0(2) . .
H25A C25 H25B 108.0 . .
C26 C25 H25A 109.4 . .
C26 C25 H25B 109.4 . .
O11 C26 C25 115.6(2) . .
O12 C26 O11 126.2(3) . .
O12 C26 C25 118.3(3) . .
N3 C27 H27A 108.2 . .
N3 C27 H27B 108.2 . .
N3 C27 C28 116.3(2) . .
H27A C27 H27B 107.4 . .
C28 C27 H27A 108.2 . .
C28 C27 H27B 108.2 . .
C29 C28 C27 119.6(3) . .
C33 C28 C27 122.1(3) . .
C33 C28 C29 118.3(3) . .
C28 C29 H29 119.5 . .
C30 C29 C28 121.0(4) . .
C30 C29 H29 119.5 . .
C29 C30 H30 120.1 . .
C31 C30 C29 119.7(4) . .
C31 C30 H30 120.1 . .
C30 C31 H31 119.7 . .
C32 C31 C30 120.5(4) . .
C32 C31 H31 119.7 . .
C31 C32 H32 120.1 . .
C31 C32 C33 119.9(4) . .
C33 C32 H32 120.1 . .
C28 C33 C32 120.5(4) . .
C28 C33 H33 119.8 . .
C32 C33 H33 119.8 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Eu1 Eu1 4.0111(4) 3_665
Eu1 Eu2 3.8731(3) .
Eu1 N1 2.809(2) .
Eu1 O1 2.501(2) .
Eu1 O3 2.3981(19) .
Eu1 O3 2.455(2) 3_665
Eu1 O5 2.4660(19) .
Eu1 O8 2.402(2) 2_655
Eu1 O11 2.582(2) .
Eu1 O12 2.419(2) 3_665
Eu1 O14 2.458(2) .
Eu1 C4 3.241(3) 3_665
Eu2 N2 2.650(2) .
Eu2 N3 2.738(2) .
Eu2 O1 2.4773(19) .
Eu2 O5 2.4730(19) .
Eu2 O7 2.411(2) .
Eu2 O9 2.387(2) .
Eu2 O11 2.4974(19) .
Eu2 O13 2.415(2) .
Eu2 O15 2.473(2) .
Eu2 H13B 2.77(4) .
N1 C2 1.464(4) .
N1 C3 1.478(4) .
N1 C5 1.508(4) .
N2 C13 1.474(4) .
N2 C14 1.475(4) .
N2 C16 1.494(4) .
N3 C24 1.464(4) .
N3 C25 1.471(4) .
N3 C27 1.497(4) .
O1 C1 1.286(3) .
O2 C1 1.234(4) .
O3 Eu1 2.455(2) 3_665
O3 C4 1.306(3) .
O4 C4 1.219(3) .
O5 C15 1.288(3) .
O6 C15 1.228(3) .
O7 C12 1.248(3) .
O8 Eu1 2.402(2) 2_645
O8 C12 1.258(3) .
O9 C23 1.269(4) .
O10 C23 1.239(4) .
O11 C26 1.278(3) .
O12 Eu1 2.419(2) 3_665
O12 C26 1.235(3) .
O13 H13A 0.897(18) .
O13 H13B 0.873(18) .
O14 H14A 0.898(18) .
O14 H14B 0.906(19) .
O15 H15A 0.892(18) .
O15 H15B 0.881(19) .
C1 C2 1.513(4) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C3 C4 1.510(4) .
C4 Eu1 3.241(3) 3_665
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C5 C6 1.508(5) .
C6 C7 1.384(5) .
C6 C11 1.385(6) .
C7 H7 0.9300 .
C7 C8 1.400(7) .
C8 H8 0.9300 .
C8 C9 1.370(10) .
C9 H9 0.9300 .
C9 C10 1.360(10) .
C10 H10 0.9300 .
C10 C11 1.370(7) .
C11 H11 0.9300 .
C12 C13 1.514(4) .
C13 H13C 0.9700 .
C13 H13D 0.9700 .
C14 H14C 0.9700 .
C14 H14D 0.9700 .
C14 C15 1.517(4) .
C16 H16A 0.9700 .
C16 H16B 0.9700 .
C16 C17 1.515(5) .
C17 C18 1.381(5) .
C17 C22 1.393(5) .
C18 H18 0.9300 .
C18 C19 1.384(6) .
C19 H19 0.9300 .
C19 C20 1.367(7) .
C20 H20 0.9300 .
C20 C21 1.372(7) .
C21 H21 0.9300 .
C21 C22 1.371(6) .
C22 H22 0.9300 .
C23 C24 1.516(4) .
C24 H24A 0.9700 .
C24 H24B 0.9700 .
C25 H25A 0.9700 .
C25 H25B 0.9700 .
C25 C26 1.522(4) .
C27 H27A 0.9700 .
C27 H27B 0.9700 .
C27 C28 1.510(4) .
C28 C29 1.385(5) .
C28 C33 1.381(5) .
C29 H29 0.9300 .
C29 C30 1.378(5) .
C30 H30 0.9300 .
C30 C31 1.368(6) .
C31 H31 0.9300 .
C31 C32 1.362(6) .
C32 H32 0.9300 .
C32 C33 1.392(5) .
C33 H33 0.9300 .
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_4
Eu1 N1 C2 C1 39.0(3) . .
Eu1 N1 C3 C4 36.0(3) . .
Eu1 N1 C5 C6 173.2(2) . .
Eu1 O1 C1 O2 163.5(3) . .
Eu1 O1 C1 C2 -15.5(4) . .
Eu1 O3 C4 Eu1 -145.9(2) . 3_665
Eu1 O3 C4 O4 -146.1(2) . .
Eu1 O3 C4 O4 -0.2(4) 3_665 .
Eu1 O3 C4 C3 35.8(3) . .
Eu1 O3 C4 C3 -178.29(18) 3_665 .
Eu1 O5 C15 O6 -12.9(5) . .
Eu1 O5 C15 C14 167.55(18) . .
Eu1 O8 C12 O7 -12.1(6) 2_645 .
Eu1 O8 C12 C13 166.5(3) 2_645 .
Eu1 O11 C26 O12 -39.0(4) . .
Eu1 O11 C26 C25 142.3(2) . .
Eu1 O12 C26 O11 42.6(4) 3_665 .
Eu1 O12 C26 C25 -138.7(2) 3_665 .
Eu2 N2 C13 C12 35.7(3) . .
Eu2 N2 C14 C15 52.1(2) . .
Eu2 N2 C16 C17 -173.8(2) . .
Eu2 N3 C24 C23 40.9(3) . .
Eu2 N3 C25 C26 47.8(2) . .
Eu2 N3 C27 C28 165.1(2) . .
Eu2 O1 C1 O2 11.8(5) . .
Eu2 O1 C1 C2 -167.16(18) . .
Eu2 O5 C15 O6 176.3(2) . .
Eu2 O5 C15 C14 -3.2(3) . .
Eu2 O7 C12 O8 169.9(2) . .
Eu2 O7 C12 C13 -8.7(4) . .
Eu2 O9 C23 O10 159.5(3) . .
Eu2 O9 C23 C24 -17.8(4) . .
Eu2 O11 C26 O12 173.7(2) . .
Eu2 O11 C26 C25 -5.0(3) . .
N1 C3 C4 Eu1 -52.2(6) . 3_665
N1 C3 C4 O3 -49.0(3) . .
N1 C3 C4 O4 132.8(3) . .
N1 C5 C6 C7 91.8(4) . .
N1 C5 C6 C11 -92.0(4) . .
N2 C14 C15 O5 -36.9(3) . .
N2 C14 C15 O6 143.5(3) . .
N2 C16 C17 C18 93.0(4) . .
N2 C16 C17 C22 -83.6(4) . .
N3 C25 C26 O11 -32.9(3) . .
N3 C25 C26 O12 148.3(3) . .
N3 C27 C28 C29 -97.1(4) . .
N3 C27 C28 C33 84.7(4) . .
O1 C1 C2 N1 -20.6(4) . .
O2 C1 C2 N1 160.4(3) . .
O7 C12 C13 N2 -21.4(4) . .
O8 C12 C13 N2 159.8(3) . .
O9 C23 C24 N3 -21.5(4) . .
O10 C23 C24 N3 161.0(3) . .
C2 N1 C3 C4 152.1(2) . .
C2 N1 C5 C6 52.9(4) . .
C3 N1 C2 C1 -75.9(3) . .
C3 N1 C5 C6 -69.0(4) . .
C5 N1 C2 C1 161.1(3) . .
C5 N1 C3 C4 -84.8(3) . .
C5 C6 C7 C8 175.9(4) . .
C5 C6 C11 C10 -175.3(4) . .
C6 C7 C8 C9 -1.2(8) . .
C7 C6 C11 C10 0.9(6) . .
C7 C8 C9 C10 2.3(9) . .
C8 C9 C10 C11 -1.8(10) . .
C9 C10 C11 C6 0.1(8) . .
C11 C6 C7 C8 -0.4(6) . .
C13 N2 C14 C15 167.9(2) . .
C13 N2 C16 C17 63.5(3) . .
C14 N2 C13 C12 -76.1(3) . .
C14 N2 C16 C17 -58.9(3) . .
C16 N2 C13 C12 160.1(3) . .
C16 N2 C14 C15 -68.3(3) . .
C16 C17 C18 C19 -175.1(4) . .
C16 C17 C22 C21 175.5(4) . .
C17 C18 C19 C20 -0.5(8) . .
C18 C17 C22 C21 -1.2(6) . .
C18 C19 C20 C21 -1.1(9) . .
C19 C20 C21 C22 1.5(9) . .
C20 C21 C22 C17 -0.3(8) . .
C22 C17 C18 C19 1.6(7) . .
C24 N3 C25 C26 161.3(2) . .
C24 N3 C27 C28 46.1(4) . .
C25 N3 C24 C23 -72.6(3) . .
C25 N3 C27 C28 -77.0(3) . .
C27 N3 C24 C23 163.8(2) . .
C27 N3 C25 C26 -74.0(3) . .
C27 C28 C29 C30 -178.3(3) . .
C27 C28 C33 C32 179.4(3) . .
C28 C29 C30 C31 -1.9(6) . .
C29 C28 C33 C32 1.2(6) . .
C29 C30 C31 C32 2.6(7) . .
C30 C31 C32 C33 -1.4(7) . .
C31 C32 C33 C28 -0.5(6) . .
C33 C28 C29 C30 0.0(5) . .
_cod_duplicate_entry 7038390
