#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/76/2227615.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_2227615
loop_
_publ_author_name
'Guo, Hang-Ming'
_publ_section_title
;
 Bis{[6-methoxy-2-(4-methylphenyl)iminiomethyl]phenolate-κ²O,O'}tris(nitrato-κ²O,O')europium(III)
;
_journal_coeditor_code           HG2728
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1445
_journal_paper_doi               10.1107/S1600536810042194
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Eu (N O3)3 (C15 H15 N O2)2]'
_chemical_formula_moiety         'C30 H30 Eu N5 O13'
_chemical_formula_sum            'C30 H30 Eu N5 O13'
_chemical_formula_weight         820.55
_chemical_name_systematic
;
Bis{[6-methoxy-2-(4-methylphenyl)iminiomethyl]phenolate-
κ²O,O'}tris(nitrato-κ²O,O')europium(III)
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                98.165(6)
_cell_angle_beta                 101.665(6)
_cell_angle_gamma                106.681(4)
_cell_formula_units_Z            2
_cell_length_a                   9.7603(7)
_cell_length_b                   10.0250(7)
_cell_length_c                   18.4227(16)
_cell_measurement_reflns_used    4647
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.67
_cell_measurement_theta_min      1.16
_cell_volume                     1652.2(2)
_computing_cell_refinement       'SAINT (Bruker, 2006)'
_computing_data_collection       'APEX2 (Bruker, 2006)'
_computing_data_reduction        'SAINT (Bruker, 2006)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker APEXII area-detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0513
_diffrn_reflns_av_sigmaI/netI    0.0579
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            26273
_diffrn_reflns_theta_full        27.67
_diffrn_reflns_theta_max         27.67
_diffrn_reflns_theta_min         1.16
_exptl_absorpt_coefficient_mu    1.971
_exptl_absorpt_correction_T_max  0.892
_exptl_absorpt_correction_T_min  0.801
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.649
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.175
_exptl_crystal_size_mid          0.094
_exptl_crystal_size_min          0.058
_refine_diff_density_max         0.851
_refine_diff_density_min         -0.689
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.991
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     442
_refine_ls_number_reflns         7610
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.991
_refine_ls_R_factor_all          0.0641
_refine_ls_R_factor_gt           0.0399
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0460P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0841
_refine_ls_wR_factor_ref         0.0941
_reflns_number_gt                5570
_reflns_number_total             7610
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            hg2728.cif
_cod_data_source_block           I
_cod_database_code               2227615
_cod_database_fobs_code          2227615
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Eu Eu 0.96447(2) 0.31215(2) 0.252484(12) 0.04432(9) Uani d . 1 . .
N N1 0.5030(4) -0.0343(4) 0.2208(2) 0.0516(9) Uani d . 1 . .
H H1A 0.5916 0.0121 0.2203 0.062 Uiso calc R 1 . .
N N2 1.4594(4) 0.5536(4) 0.27769(19) 0.0507(9) Uani d . 1 . .
H H2A 1.3707 0.5195 0.2821 0.061 Uiso calc R 1 . .
N N3 0.9483(6) 0.5918(5) 0.2364(3) 0.0750(13) Uani d . 1 . .
N N4 0.8421(5) 0.2288(4) 0.0886(2) 0.0586(10) Uani d . 1 . .
N N5 1.1222(4) 0.2644(5) 0.3940(2) 0.0631(10) Uani d . 1 . .
O O1 0.7425(3) 0.1902(3) 0.27686(16) 0.0535(7) Uani d . 1 . .
O O2 0.8756(3) 0.4409(3) 0.36760(17) 0.0578(8) Uani d . 1 . .
O O3 1.2074(3) 0.3557(3) 0.24344(16) 0.0523(7) Uani d . 1 . .
O O4 1.0359(3) 0.0995(3) 0.17308(18) 0.0579(8) Uani d . 1 . .
O O5 0.8301(4) 0.4845(4) 0.2152(2) 0.0757(10) Uani d . 1 . .
O O6 1.0654(4) 0.5683(3) 0.2656(2) 0.0643(9) Uani d . 1 . .
O O7 0.9460(6) 0.7099(5) 0.2303(3) 0.1282(19) Uani d . 1 . .
O O8 0.9612(4) 0.3321(3) 0.11866(17) 0.0602(8) Uani d . 1 . .
O O9 0.7730(3) 0.1730(3) 0.13420(18) 0.0615(8) Uani d . 1 . .
O O10 0.7985(5) 0.1845(4) 0.0214(2) 0.0947(13) Uani d . 1 . .
O O11 1.0396(4) 0.1640(4) 0.3384(2) 0.0691(9) Uani d . 1 . .
O O12 1.1413(4) 0.3890(4) 0.38578(18) 0.0634(8) Uani d . 1 . .
O O13 1.1807(4) 0.2359(4) 0.4530(2) 0.0827(11) Uani d . 1 . .
C C1 0.5234(4) 0.1554(5) 0.3210(2) 0.0496(10) Uani d . 1 . .
C C2 0.6699(4) 0.2369(4) 0.3215(2) 0.0448(10) Uani d . 1 . .
C C3 0.7328(5) 0.3710(5) 0.3714(2) 0.0483(10) Uani d . 1 . .
C C4 0.6600(6) 0.4224(5) 0.4186(3) 0.0622(12) Uani d . 1 . .
H H4A 0.7053 0.5112 0.4513 0.075 Uiso calc R 1 . .
C C5 0.5163(6) 0.3401(6) 0.4177(3) 0.0732(15) Uani d . 1 . .
H H5A 0.4657 0.3751 0.4493 0.088 Uiso calc R 1 . .
C C6 0.4511(5) 0.2102(6) 0.3708(3) 0.0690(14) Uani d . 1 . .
H H6A 0.3566 0.1560 0.3714 0.083 Uiso calc R 1 . .
C C7 0.4493(5) 0.0238(5) 0.2709(3) 0.0531(11) Uani d . 1 . .
H H7A 0.3547 -0.0257 0.2736 0.064 Uiso calc R 1 . .
C C8 0.9493(6) 0.5808(5) 0.4148(3) 0.0651(13) Uani d . 1 . .
H H8A 0.8936 0.5988 0.4502 0.098 Uiso calc R 1 . .
H H8B 0.9572 0.6505 0.3838 0.098 Uiso calc R 1 . .
H H8C 1.0465 0.5867 0.4420 0.098 Uiso calc R 1 . .
C C9 0.4335(5) -0.1648(5) 0.1669(2) 0.0511(11) Uani d . 1 . .
C C10 0.3006(5) -0.2604(5) 0.1683(3) 0.0601(12) Uani d . 1 . .
H H10A 0.2545 -0.2406 0.2061 0.072 Uiso calc R 1 . .
C C11 0.2364(5) -0.3845(5) 0.1140(3) 0.0642(13) Uani d . 1 . .
H H11A 0.1460 -0.4467 0.1153 0.077 Uiso calc R 1 . .
C C12 0.3016(6) -0.4197(5) 0.0579(3) 0.0631(12) Uani d . 1 . .
C C13 0.4352(6) -0.3230(6) 0.0580(3) 0.0758(15) Uani d . 1 . .
H H13A 0.4820 -0.3436 0.0207 0.091 Uiso calc R 1 . .
C C14 0.5010(5) -0.1980(5) 0.1110(3) 0.0680(14) Uani d . 1 . .
H H14A 0.5910 -0.1355 0.1095 0.082 Uiso calc R 1 . .
C C15 0.2269(7) -0.5540(6) -0.0017(3) 0.0884(18) Uani d . 1 . .
H H15A 0.1359 -0.6061 0.0083 0.133 Uiso calc R 1 . .
H H15B 0.2906 -0.6114 -0.0009 0.133 Uiso calc R 1 . .
H H15C 0.2062 -0.5307 -0.0506 0.133 Uiso calc R 1 . .
C C16 1.4000(4) 0.3414(4) 0.1847(2) 0.0459(10) Uani d . 1 . .
C C17 1.2577(4) 0.2845(4) 0.1960(2) 0.0429(9) Uani d . 1 . .
C C18 1.1705(5) 0.1454(4) 0.1551(2) 0.0486(10) Uani d . 1 . .
C C19 1.2195(5) 0.0708(5) 0.1046(3) 0.0569(11) Uani d . 1 . .
H H19A 1.1592 -0.0197 0.0776 0.068 Uiso calc R 1 . .
C C20 1.3599(5) 0.1289(5) 0.0929(3) 0.0610(12) Uani d . 1 . .
H H20A 1.3925 0.0771 0.0580 0.073 Uiso calc R 1 . .
C C21 1.4479(5) 0.2602(5) 0.1323(3) 0.0561(11) Uani d . 1 . .
H H21A 1.5416 0.2977 0.1248 0.067 Uiso calc R 1 . .
C C22 1.4960(5) 0.4756(5) 0.2272(2) 0.0506(10) Uani d . 1 . .
H H22A 1.5895 0.5100 0.2189 0.061 Uiso calc R 1 . .
C C23 0.9464(6) -0.0471(5) 0.1409(4) 0.0907(19) Uani d . 1 . .
H H23A 1.0022 -0.0954 0.1165 0.136 Uiso calc R 1 . .
H H23B 0.8594 -0.0506 0.1043 0.136 Uiso calc R 1 . .
H H23C 0.9179 -0.0929 0.1804 0.136 Uiso calc R 1 . .
C C24 1.5452(5) 0.6864(4) 0.3263(2) 0.0493(10) Uani d . 1 . .
C C25 1.6818(5) 0.7649(5) 0.3177(3) 0.0595(12) Uani d . 1 . .
H H25A 1.7187 0.7318 0.2786 0.071 Uiso calc R 1 . .
C C26 1.7611(6) 0.8923(5) 0.3679(3) 0.0680(14) Uani d . 1 . .
H H26A 1.8524 0.9449 0.3624 0.082 Uiso calc R 1 . .
C C27 1.7085(6) 0.9442(5) 0.4266(3) 0.0659(13) Uani d . 1 . .
C C28 1.5720(6) 0.8642(5) 0.4324(3) 0.0755(15) Uani d . 1 . .
H H28A 1.5337 0.8975 0.4709 0.091 Uiso calc R 1 . .
C C29 1.4908(5) 0.7368(5) 0.3831(3) 0.0654(13) Uani d . 1 . .
H H29A 1.3990 0.6850 0.3884 0.078 Uiso calc R 1 . .
C C30 1.7989(7) 1.0827(5) 0.4829(3) 0.0893(18) Uani d . 1 . .
H H30A 1.7454 1.1012 0.5194 0.134 Uiso calc R 1 . .
H H30B 1.8170 1.1593 0.4564 0.134 Uiso calc R 1 . .
H H30C 1.8915 1.0752 0.5084 0.134 Uiso calc R 1 . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Eu O3 . . 156.86(11) ?
O1 Eu O6 . . 126.05(10) ?
O3 Eu O6 . . 74.56(11) ?
O1 Eu O11 . . 77.22(11) ?
O3 Eu O11 . . 81.19(11) ?
O6 Eu O11 . . 128.28(12) ?
O1 Eu O9 . . 67.89(10) ?
O3 Eu O9 . . 114.59(10) ?
O6 Eu O9 . . 117.74(12) ?
O11 Eu O9 . . 113.83(11) ?
O1 Eu O8 . . 117.54(10) ?
O3 Eu O8 . . 73.74(10) ?
O6 Eu O8 . . 78.23(11) ?
O11 Eu O8 . . 136.58(11) ?
O9 Eu O8 . . 51.36(10) ?
O1 Eu O5 . . 83.97(12) ?
O3 Eu O5 . . 119.17(12) ?
O6 Eu O5 . . 51.38(12) ?
O11 Eu O5 . . 152.48(12) ?
O9 Eu O5 . . 76.25(12) ?
O8 Eu O5 . . 70.27(11) ?
O1 Eu O12 . . 101.56(11) ?
O3 Eu O12 . . 70.19(10) ?
O6 Eu O12 . . 78.08(12) ?
O11 Eu O12 . . 50.66(11) ?
O9 Eu O12 . . 164.00(11) ?
O8 Eu O12 . . 140.88(11) ?
O5 Eu O12 . . 115.65(12) ?
O1 Eu O2 . . 61.53(9) ?
O3 Eu O2 . . 126.07(9) ?
O6 Eu O2 . . 72.06(10) ?
O11 Eu O2 . . 87.61(11) ?
O9 Eu O2 . . 118.15(10) ?
O8 Eu O2 . . 135.78(10) ?
O5 Eu O2 . . 65.64(11) ?
O12 Eu O2 . . 62.36(10) ?
O1 Eu O4 . . 103.23(9) ?
O3 Eu O4 . . 61.07(9) ?
O6 Eu O4 . . 128.88(10) ?
O11 Eu O4 . . 70.39(11) ?
O9 Eu O4 . . 65.81(10) ?
O8 Eu O4 . . 66.53(10) ?
O5 Eu O4 . . 134.37(11) ?
O12 Eu O4 . . 106.99(10) ?
O2 Eu O4 . . 156.14(10) ?
O1 Eu N3 . . 106.12(13) ?
O3 Eu N3 . . 96.52(13) ?
O6 Eu N3 . . 25.40(13) ?
O11 Eu N3 . . 147.00(13) ?
O9 Eu N3 . . 97.17(13) ?
O8 Eu N3 . . 71.99(11) ?
O5 Eu N3 . . 25.98(12) ?
O12 Eu N3 . . 97.38(13) ?
O2 Eu N3 . . 67.05(10) ?
O4 Eu N3 . . 136.81(10) ?
O1 Eu N4 . . 93.14(11) ?
O3 Eu N4 . . 93.38(11) ?
O6 Eu N4 . . 99.32(12) ?
O11 Eu N4 . . 127.44(11) ?
O9 Eu N4 . . 25.74(10) ?
O8 Eu N4 . . 25.71(10) ?
O5 Eu N4 . . 72.97(11) ?
O12 Eu N4 . . 163.52(11) ?
O2 Eu N4 . . 132.72(10) ?
O4 Eu N4 . . 61.78(10) ?
N3 Eu N4 . . 85.49(12) ?
C7 N1 C9 . . 128.0(4) ?
C7 N1 H1A . . 116.0 ?
C9 N1 H1A . . 116.0 ?
C22 N2 C24 . . 128.9(4) ?
C22 N2 H2A . . 115.5 ?
C24 N2 H2A . . 115.5 ?
O7 N3 O6 . . 122.5(6) ?
O7 N3 O5 . . 121.1(6) ?
O6 N3 O5 . . 116.4(4) ?
O7 N3 Eu . . 178.1(5) ?
O6 N3 Eu . . 55.6(2) ?
O5 N3 Eu . . 60.8(2) ?
O10 N4 O8 . . 122.2(4) ?
O10 N4 O9 . . 121.7(4) ?
O8 N4 O9 . . 116.2(4) ?
O10 N4 Eu . . 173.5(3) ?
O8 N4 Eu . . 58.5(2) ?
O9 N4 Eu . . 58.0(2) ?
O13 N5 O12 . . 122.7(5) ?
O13 N5 O11 . . 119.7(5) ?
O12 N5 O11 . . 117.6(4) ?
O13 N5 Eu . . 175.6(4) ?
O12 N5 Eu . . 61.1(2) ?
O11 N5 Eu . . 56.5(2) ?
C2 O1 Eu . . 128.8(3) ?
C3 O2 C8 . . 117.2(3) ?
C3 O2 Eu . . 114.8(2) ?
C8 O2 Eu . . 127.1(3) ?
C17 O3 Eu . . 128.5(2) ?
C18 O4 C23 . . 116.4(4) ?
C18 O4 Eu . . 114.2(2) ?
C23 O4 Eu . . 128.9(3) ?
N3 O5 Eu . . 93.3(3) ?
N3 O6 Eu . . 99.0(3) ?
N4 O8 Eu . . 95.8(2) ?
N4 O9 Eu . . 96.3(2) ?
N5 O11 Eu . . 97.9(3) ?
N5 O12 Eu . . 93.7(3) ?
C7 C1 C6 . . 119.5(4) ?
C7 C1 C2 . . 121.2(4) ?
C6 C1 C2 . . 119.3(4) ?
O1 C2 C3 . . 121.2(4) ?
O1 C2 C1 . . 121.7(4) ?
C3 C2 C1 . . 117.1(4) ?
C4 C3 O2 . . 125.1(4) ?
C4 C3 C2 . . 122.5(4) ?
O2 C3 C2 . . 112.4(4) ?
C3 C4 C5 . . 119.5(4) ?
C3 C4 H4A . . 120.2 ?
C5 C4 H4A . . 120.2 ?
C6 C5 C4 . . 120.2(5) ?
C6 C5 H5A . . 119.9 ?
C4 C5 H5A . . 119.9 ?
C5 C6 C1 . . 121.3(4) ?
C5 C6 H6A . . 119.3 ?
C1 C6 H6A . . 119.3 ?
N1 C7 C1 . . 124.8(4) ?
N1 C7 H7A . . 117.6 ?
C1 C7 H7A . . 117.6 ?
O2 C8 H8A . . 109.5 ?
O2 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
O2 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
C14 C9 C10 . . 118.7(4) ?
C14 C9 N1 . . 118.9(4) ?
C10 C9 N1 . . 122.3(4) ?
C11 C10 C9 . . 120.2(5) ?
C11 C10 H10A . . 119.9 ?
C9 C10 H10A . . 119.9 ?
C10 C11 C12 . . 122.1(5) ?
C10 C11 H11A . . 119.0 ?
C12 C11 H11A . . 119.0 ?
C11 C12 C13 . . 116.8(5) ?
C11 C12 C15 . . 120.8(5) ?
C13 C12 C15 . . 122.4(5) ?
C14 C13 C12 . . 122.3(5) ?
C14 C13 H13A . . 118.8 ?
C12 C13 H13A . . 118.8 ?
C13 C14 C9 . . 119.9(5) ?
C13 C14 H14A . . 120.0 ?
C9 C14 H14A . . 120.0 ?
C12 C15 H15A . . 109.5 ?
C12 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C12 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C22 C16 C21 . . 119.9(4) ?
C22 C16 C17 . . 120.6(4) ?
C21 C16 C17 . . 119.5(4) ?
O3 C17 C16 . . 121.9(4) ?
O3 C17 C18 . . 120.3(4) ?
C16 C17 C18 . . 117.7(4) ?
C19 C18 O4 . . 126.4(4) ?
C19 C18 C17 . . 121.3(4) ?
O4 C18 C17 . . 112.3(4) ?
C18 C19 C20 . . 120.6(4) ?
C18 C19 H19A . . 119.7 ?
C20 C19 H19A . . 119.7 ?
C21 C20 C19 . . 119.8(4) ?
C21 C20 H20A . . 120.1 ?
C19 C20 H20A . . 120.1 ?
C20 C21 C16 . . 121.1(4) ?
C20 C21 H21A . . 119.5 ?
C16 C21 H21A . . 119.5 ?
N2 C22 C16 . . 122.7(4) ?
N2 C22 H22A . . 118.7 ?
C16 C22 H22A . . 118.7 ?
O4 C23 H23A . . 109.5 ?
O4 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
O4 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C29 C24 C25 . . 120.2(4) ?
C29 C24 N2 . . 117.9(4) ?
C25 C24 N2 . . 121.9(4) ?
C26 C25 C24 . . 118.9(5) ?
C26 C25 H25A . . 120.5 ?
C24 C25 H25A . . 120.5 ?
C25 C26 C27 . . 121.7(5) ?
C25 C26 H26A . . 119.1 ?
C27 C26 H26A . . 119.1 ?
C28 C27 C26 . . 117.5(5) ?
C28 C27 C30 . . 121.3(5) ?
C26 C27 C30 . . 121.2(5) ?
C29 C28 C27 . . 122.0(5) ?
C29 C28 H28A . . 119.0 ?
C27 C28 H28A . . 119.0 ?
C24 C29 C28 . . 119.8(5) ?
C24 C29 H29A . . 120.1 ?
C28 C29 H29A . . 120.1 ?
C27 C30 H30A . . 109.5 ?
C27 C30 H30B . . 109.5 ?
H30A C30 H30B . . 109.5 ?
C27 C30 H30C . . 109.5 ?
H30A C30 H30C . . 109.5 ?
H30B C30 H30C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Eu O1 . 2.328(3) ?
Eu O3 . 2.329(3) ?
Eu O6 . 2.429(3) ?
Eu O11 . 2.464(3) ?
Eu O9 . 2.486(3) ?
Eu O8 . 2.496(3) ?
Eu O5 . 2.540(3) ?
Eu O12 . 2.567(3) ?
Eu O2 . 2.743(3) ?
Eu O4 . 2.748(3) ?
Eu N3 . 2.906(5) ?
Eu N4 . 2.914(4) ?
N1 C7 . 1.297(5) ?
N1 C9 . 1.416(5) ?
N1 H1A . 0.8600 ?
N2 C22 . 1.300(5) ?
N2 C24 . 1.412(5) ?
N2 H2A . 0.8600 ?
N3 O7 . 1.210(5) ?
N3 O6 . 1.262(6) ?
N3 O5 . 1.275(6) ?
N4 O10 . 1.197(5) ?
N4 O8 . 1.271(5) ?
N4 O9 . 1.273(5) ?
N5 O13 . 1.232(5) ?
N5 O12 . 1.245(5) ?
N5 O11 . 1.273(5) ?
O1 C2 . 1.310(5) ?
O2 C3 . 1.390(5) ?
O2 C8 . 1.436(5) ?
O3 C17 . 1.308(5) ?
O4 C18 . 1.385(5) ?
O4 C23 . 1.443(6) ?
C1 C7 . 1.397(6) ?
C1 C6 . 1.407(6) ?
C1 C2 . 1.427(5) ?
C2 C3 . 1.405(6) ?
C3 C4 . 1.365(6) ?
C4 C5 . 1.403(7) ?
C4 H4A . 0.9300 ?
C5 C6 . 1.353(7) ?
C5 H5A . 0.9300 ?
C6 H6A . 0.9300 ?
C7 H7A . 0.9300 ?
C8 H8A . 0.9600 ?
C8 H8B . 0.9600 ?
C8 H8C . 0.9600 ?
C9 C14 . 1.381(6) ?
C9 C10 . 1.381(6) ?
C10 C11 . 1.373(6) ?
C10 H10A . 0.9300 ?
C11 C12 . 1.374(7) ?
C11 H11A . 0.9300 ?
C12 C13 . 1.384(7) ?
C12 C15 . 1.498(7) ?
C13 C14 . 1.369(7) ?
C13 H13A . 0.9300 ?
C14 H14A . 0.9300 ?
C15 H15A . 0.9600 ?
C15 H15B . 0.9600 ?
C15 H15C . 0.9600 ?
C16 C22 . 1.408(6) ?
C16 C21 . 1.411(6) ?
C16 C17 . 1.413(5) ?
C17 C18 . 1.413(6) ?
C18 C19 . 1.356(6) ?
C19 C20 . 1.401(7) ?
C19 H19A . 0.9300 ?
C20 C21 . 1.351(6) ?
C20 H20A . 0.9300 ?
C21 H21A . 0.9300 ?
C22 H22A . 0.9300 ?
C23 H23A . 0.9600 ?
C23 H23B . 0.9600 ?
C23 H23C . 0.9600 ?
C24 C29 . 1.364(6) ?
C24 C25 . 1.392(6) ?
C25 C26 . 1.376(7) ?
C25 H25A . 0.9300 ?
C26 C27 . 1.386(7) ?
C26 H26A . 0.9300 ?
C27 C28 . 1.378(7) ?
C27 C30 . 1.516(7) ?
C28 C29 . 1.372(7) ?
C28 H28A . 0.9300 ?
C29 H29A . 0.9300 ?
C30 H30A . 0.9600 ?
C30 H30B . 0.9600 ?
C30 H30C . 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1A O1 . 0.86 1.95 2.634(4) 136.3
N2 H2A O3 . 0.86 1.86 2.569(4) 138.9
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 Eu N3 O6 . . . . 145.0(3) ?
O3 Eu N3 O6 . . . . -30.1(3) ?
O11 Eu N3 O6 . . . . 53.7(4) ?
O9 Eu N3 O6 . . . . -146.0(3) ?
O8 Eu N3 O6 . . . . -100.6(3) ?
O5 Eu N3 O6 . . . . 177.6(4) ?
O12 Eu N3 O6 . . . . 40.7(3) ?
O2 Eu N3 O6 . . . . 96.4(3) ?
O4 Eu N3 O6 . . . . -84.0(3) ?
N4 Eu N3 O6 . . . . -123.0(3) ?
O1 Eu N3 O5 . . . . -32.6(3) ?
O3 Eu N3 O5 . . . . 152.3(3) ?
O6 Eu N3 O5 . . . . -177.6(4) ?
O11 Eu N3 O5 . . . . -123.8(3) ?
O9 Eu N3 O5 . . . . 36.4(3) ?
O8 Eu N3 O5 . . . . 81.8(3) ?
O12 Eu N3 O5 . . . . -136.9(3) ?
O2 Eu N3 O5 . . . . -81.2(3) ?
O4 Eu N3 O5 . . . . 98.4(3) ?
N4 Eu N3 O5 . . . . 59.4(3) ?
O1 Eu N4 O8 . . . . 162.5(2) ?
O3 Eu N4 O8 . . . . -39.7(2) ?
O6 Eu N4 O8 . . . . 35.2(3) ?
O11 Eu N4 O8 . . . . -121.2(2) ?
O9 Eu N4 O8 . . . . 173.4(4) ?
O5 Eu N4 O8 . . . . 79.8(2) ?
O12 Eu N4 O8 . . . . -44.3(5) ?
O2 Eu N4 O8 . . . . 109.3(3) ?
O4 Eu N4 O8 . . . . -94.2(3) ?
N3 Eu N4 O8 . . . . 56.5(3) ?
O1 Eu N4 O9 . . . . -10.9(2) ?
O3 Eu N4 O9 . . . . 146.9(2) ?
O6 Eu N4 O9 . . . . -138.2(2) ?
O11 Eu N4 O9 . . . . 65.4(3) ?
O8 Eu N4 O9 . . . . -173.4(4) ?
O5 Eu N4 O9 . . . . -93.6(3) ?
O12 Eu N4 O9 . . . . 142.3(4) ?
O2 Eu N4 O9 . . . . -64.1(3) ?
O4 Eu N4 O9 . . . . 92.4(2) ?
N3 Eu N4 O9 . . . . -116.9(3) ?
O1 Eu N5 O12 . . . . -121.2(3) ?
O3 Eu N5 O12 . . . . 75.4(2) ?
O6 Eu N5 O12 . . . . 5.6(3) ?
O11 Eu N5 O12 . . . . 176.6(4) ?
O9 Eu N5 O12 . . . . -174.3(2) ?
O8 Eu N5 O12 . . . . 94.1(3) ?
O5 Eu N5 O12 . . . . -41.3(3) ?
O2 Eu N5 O12 . . . . -60.7(2) ?
O4 Eu N5 O12 . . . . 135.5(2) ?
N3 Eu N5 O12 . . . . -13.0(3) ?
N4 Eu N5 O12 . . . . 144.6(3) ?
O1 Eu N5 O11 . . . . 62.2(3) ?
O3 Eu N5 O11 . . . . -101.2(3) ?
O6 Eu N5 O11 . . . . -171.0(2) ?
O9 Eu N5 O11 . . . . 9.1(3) ?
O8 Eu N5 O11 . . . . -82.5(3) ?
O5 Eu N5 O11 . . . . 142.1(3) ?
O12 Eu N5 O11 . . . . -176.6(4) ?
O2 Eu N5 O11 . . . . 122.7(3) ?
O4 Eu N5 O11 . . . . -41.1(3) ?
N3 Eu N5 O11 . . . . 170.4(2) ?
N4 Eu N5 O11 . . . . -32.0(4) ?
O3 Eu O1 C2 . . . . 125.4(3) ?
O6 Eu O1 C2 . . . . -24.5(4) ?
O11 Eu O1 C2 . . . . 103.9(3) ?
O9 Eu O1 C2 . . . . -133.5(4) ?
O8 Eu O1 C2 . . . . -119.9(3) ?
O5 Eu O1 C2 . . . . -55.9(3) ?
O12 Eu O1 C2 . . . . 59.1(3) ?
O2 Eu O1 C2 . . . . 9.6(3) ?
O4 Eu O1 C2 . . . . 169.9(3) ?
N3 Eu O1 C2 . . . . -42.2(4) ?
N4 Eu O1 C2 . . . . -128.4(3) ?
O1 Eu O2 C3 . . . . -9.0(3) ?
O3 Eu O2 C3 . . . . -163.0(2) ?
O6 Eu O2 C3 . . . . 142.6(3) ?
O11 Eu O2 C3 . . . . -85.8(3) ?
O9 Eu O2 C3 . . . . 30.1(3) ?
O8 Eu O2 C3 . . . . 92.4(3) ?
O5 Eu O2 C3 . . . . 87.6(3) ?
O12 Eu O2 C3 . . . . -131.8(3) ?
O4 Eu O2 C3 . . . . -63.4(4) ?
N3 Eu O2 C3 . . . . 115.9(3) ?
N4 Eu O2 C3 . . . . 56.4(3) ?
O1 Eu O2 C8 . . . . -177.9(4) ?
O3 Eu O2 C8 . . . . 28.1(4) ?
O6 Eu O2 C8 . . . . -26.3(3) ?
O11 Eu O2 C8 . . . . 105.4(4) ?
O9 Eu O2 C8 . . . . -138.8(3) ?
O8 Eu O2 C8 . . . . -76.5(4) ?
O5 Eu O2 C8 . . . . -81.3(4) ?
O12 Eu O2 C8 . . . . 59.3(3) ?
O4 Eu O2 C8 . . . . 127.7(3) ?
N3 Eu O2 C8 . . . . -52.9(4) ?
N4 Eu O2 C8 . . . . -112.5(3) ?
O1 Eu O3 C17 . . . . 67.9(4) ?
O6 Eu O3 C17 . . . . -137.0(3) ?
O11 Eu O3 C17 . . . . 89.1(3) ?
O9 Eu O3 C17 . . . . -23.1(4) ?
O8 Eu O3 C17 . . . . -55.0(3) ?
O5 Eu O3 C17 . . . . -110.6(3) ?
O12 Eu O3 C17 . . . . 140.4(3) ?
O2 Eu O3 C17 . . . . 169.6(3) ?
O4 Eu O3 C17 . . . . 16.7(3) ?
N3 Eu O3 C17 . . . . -124.1(3) ?
N4 Eu O3 C17 . . . . -38.2(3) ?
O1 Eu O4 C18 . . . . -176.7(3) ?
O3 Eu O4 C18 . . . . -15.1(2) ?
O6 Eu O4 C18 . . . . 18.2(3) ?
O11 Eu O4 C18 . . . . -105.7(3) ?
O9 Eu O4 C18 . . . . 125.2(3) ?
O8 Eu O4 C18 . . . . 68.7(3) ?
O5 Eu O4 C18 . . . . 88.7(3) ?
O12 Eu O4 C18 . . . . -70.1(3) ?
O2 Eu O4 C18 . . . . -129.5(3) ?
N3 Eu O4 C18 . . . . 51.4(3) ?
N4 Eu O4 C18 . . . . 96.8(3) ?
O1 Eu O4 C23 . . . . 10.9(4) ?
O3 Eu O4 C23 . . . . 172.6(4) ?
O6 Eu O4 C23 . . . . -154.1(4) ?
O11 Eu O4 C23 . . . . 82.0(4) ?
O9 Eu O4 C23 . . . . -47.1(4) ?
O8 Eu O4 C23 . . . . -103.6(4) ?
O5 Eu O4 C23 . . . . -83.6(4) ?
O12 Eu O4 C23 . . . . 117.6(4) ?
O2 Eu O4 C23 . . . . 58.2(5) ?
N3 Eu O4 C23 . . . . -120.9(4) ?
N4 Eu O4 C23 . . . . -75.5(4) ?
O7 N3 O5 Eu . . . . 179.7(4) ?
O6 N3 O5 Eu . . . . -2.2(4) ?
O1 Eu O5 N3 . . . . 148.7(3) ?
O3 Eu O5 N3 . . . . -31.9(3) ?
O6 Eu O5 N3 . . . . 1.3(2) ?
O11 Eu O5 N3 . . . . 101.8(3) ?
O9 Eu O5 N3 . . . . -142.7(3) ?
O8 Eu O5 N3 . . . . -89.2(3) ?
O12 Eu O5 N3 . . . . 48.7(3) ?
O2 Eu O5 N3 . . . . 87.2(3) ?
O4 Eu O5 N3 . . . . -108.7(3) ?
N4 Eu O5 N3 . . . . -116.2(3) ?
O7 N3 O6 Eu . . . . -179.6(4) ?
O5 N3 O6 Eu . . . . 2.3(4) ?
O1 Eu O6 N3 . . . . -42.9(3) ?
O3 Eu O6 N3 . . . . 148.9(3) ?
O11 Eu O6 N3 . . . . -146.0(3) ?
O9 Eu O6 N3 . . . . 38.8(3) ?
O8 Eu O6 N3 . . . . 72.7(3) ?
O5 Eu O6 N3 . . . . -1.3(2) ?
O12 Eu O6 N3 . . . . -138.6(3) ?
O2 Eu O6 N3 . . . . -74.1(3) ?
O4 Eu O6 N3 . . . . 119.0(3) ?
N4 Eu O6 N3 . . . . 57.9(3) ?
O10 N4 O8 Eu . . . . -172.4(4) ?
O9 N4 O8 Eu . . . . 6.2(4) ?
O1 Eu O8 N4 . . . . -19.8(3) ?
O3 Eu O8 N4 . . . . 138.3(3) ?
O6 Eu O8 N4 . . . . -144.5(3) ?
O11 Eu O8 N4 . . . . 81.0(3) ?
O9 Eu O8 N4 . . . . -3.7(2) ?
O5 Eu O8 N4 . . . . -91.6(3) ?
O12 Eu O8 N4 . . . . 161.7(2) ?
O2 Eu O8 N4 . . . . -96.2(3) ?
O4 Eu O8 N4 . . . . 73.4(2) ?
N3 Eu O8 N4 . . . . -119.0(3) ?
O10 N4 O9 Eu . . . . 172.4(4) ?
O8 N4 O9 Eu . . . . -6.3(4) ?
O1 Eu O9 N4 . . . . 168.2(3) ?
O3 Eu O9 N4 . . . . -36.9(3) ?
O6 Eu O9 N4 . . . . 48.0(3) ?
O11 Eu O9 N4 . . . . -127.9(2) ?
O8 Eu O9 N4 . . . . 3.7(2) ?
O5 Eu O9 N4 . . . . 79.2(2) ?
O12 Eu O9 N4 . . . . -141.0(4) ?
O2 Eu O9 N4 . . . . 131.5(2) ?
O4 Eu O9 N4 . . . . -74.8(2) ?
N3 Eu O9 N4 . . . . 63.7(3) ?
O13 N5 O11 Eu . . . . 177.2(3) ?
O12 N5 O11 Eu . . . . -3.4(4) ?
O1 Eu O11 N5 . . . . -115.0(3) ?
O3 Eu O11 N5 . . . . 73.4(2) ?
O6 Eu O11 N5 . . . . 11.2(3) ?
O9 Eu O11 N5 . . . . -173.5(2) ?
O8 Eu O11 N5 . . . . 128.3(2) ?
O5 Eu O11 N5 . . . . -66.9(4) ?
O12 Eu O11 N5 . . . . 1.9(2) ?
O2 Eu O11 N5 . . . . -53.7(2) ?
O4 Eu O11 N5 . . . . 135.7(3) ?
N3 Eu O11 N5 . . . . -15.0(4) ?
N4 Eu O11 N5 . . . . 160.9(2) ?
O13 N5 O12 Eu . . . . -177.4(4) ?
O11 N5 O12 Eu . . . . 3.2(4) ?
O1 Eu O12 N5 . . . . 60.7(3) ?
O3 Eu O12 N5 . . . . -96.8(3) ?
O6 Eu O12 N5 . . . . -174.4(3) ?
O11 Eu O12 N5 . . . . -1.9(2) ?
O9 Eu O12 N5 . . . . 13.6(5) ?
O8 Eu O12 N5 . . . . -120.6(3) ?
O5 Eu O12 N5 . . . . 149.6(2) ?
O2 Eu O12 N5 . . . . 109.7(3) ?
O4 Eu O12 N5 . . . . -47.1(3) ?
N3 Eu O12 N5 . . . . 168.9(3) ?
N4 Eu O12 N5 . . . . -91.9(5) ?
Eu O1 C2 C3 . . . . -9.3(6) ?
Eu O1 C2 C1 . . . . 169.7(3) ?
C7 C1 C2 O1 . . . . -2.1(6) ?
C6 C1 C2 O1 . . . . 179.4(4) ?
C7 C1 C2 C3 . . . . 177.0(4) ?
C6 C1 C2 C3 . . . . -1.5(6) ?
C8 O2 C3 C4 . . . . -3.0(6) ?
Eu O2 C3 C4 . . . . -173.0(4) ?
C8 O2 C3 C2 . . . . 178.4(4) ?
Eu O2 C3 C2 . . . . 8.4(4) ?
O1 C2 C3 C4 . . . . -179.9(4) ?
C1 C2 C3 C4 . . . . 1.1(6) ?
O1 C2 C3 O2 . . . . -1.2(6) ?
C1 C2 C3 O2 . . . . 179.7(4) ?
O2 C3 C4 C5 . . . . -179.1(4) ?
C2 C3 C4 C5 . . . . -0.7(7) ?
C3 C4 C5 C6 . . . . 0.7(8) ?
C4 C5 C6 C1 . . . . -1.3(8) ?
C7 C1 C6 C5 . . . . -176.8(5) ?
C2 C1 C6 C5 . . . . 1.7(7) ?
C9 N1 C7 C1 . . . . -178.1(4) ?
C6 C1 C7 N1 . . . . 177.3(4) ?
C2 C1 C7 N1 . . . . -1.2(7) ?
C7 N1 C9 C14 . . . . 170.5(5) ?
C7 N1 C9 C10 . . . . -9.7(7) ?
C14 C9 C10 C11 . . . . -1.2(7) ?
N1 C9 C10 C11 . . . . 178.9(4) ?
C9 C10 C11 C12 . . . . 1.2(8) ?
C10 C11 C12 C13 . . . . -0.7(8) ?
C10 C11 C12 C15 . . . . -178.4(5) ?
C11 C12 C13 C14 . . . . 0.1(8) ?
C15 C12 C13 C14 . . . . 177.8(5) ?
C12 C13 C14 C9 . . . . -0.1(8) ?
C10 C9 C14 C13 . . . . 0.7(7) ?
N1 C9 C14 C13 . . . . -179.5(5) ?
Eu O3 C17 C16 . . . . 164.4(3) ?
Eu O3 C17 C18 . . . . -16.8(5) ?
C22 C16 C17 O3 . . . . 2.9(6) ?
C21 C16 C17 O3 . . . . -179.5(4) ?
C22 C16 C17 C18 . . . . -175.9(4) ?
C21 C16 C17 C18 . . . . 1.7(6) ?
C23 O4 C18 C19 . . . . 7.1(6) ?
Eu O4 C18 C19 . . . . -166.2(4) ?
C23 O4 C18 C17 . . . . -173.1(4) ?
Eu O4 C18 C17 . . . . 13.6(4) ?
O3 C17 C18 C19 . . . . 178.7(4) ?
C16 C17 C18 C19 . . . . -2.4(6) ?
O3 C17 C18 O4 . . . . -1.1(5) ?
C16 C17 C18 O4 . . . . 177.8(4) ?
O4 C18 C19 C20 . . . . -178.7(4) ?
C17 C18 C19 C20 . . . . 1.5(7) ?
C18 C19 C20 C21 . . . . 0.2(7) ?
C19 C20 C21 C16 . . . . -0.9(7) ?
C22 C16 C21 C20 . . . . 177.5(4) ?
C17 C16 C21 C20 . . . . -0.1(7) ?
C24 N2 C22 C16 . . . . 177.3(4) ?
C21 C16 C22 N2 . . . . -178.2(4) ?
C17 C16 C22 N2 . . . . -0.6(6) ?
C22 N2 C24 C29 . . . . -169.5(5) ?
C22 N2 C24 C25 . . . . 10.2(7) ?
C29 C24 C25 C26 . . . . 1.0(7) ?
N2 C24 C25 C26 . . . . -178.7(4) ?
C24 C25 C26 C27 . . . . -0.1(7) ?
C25 C26 C27 C28 . . . . -0.8(8) ?
C25 C26 C27 C30 . . . . 178.3(5) ?
C26 C27 C28 C29 . . . . 0.9(8) ?
C30 C27 C28 C29 . . . . -178.2(5) ?
C25 C24 C29 C28 . . . . -0.9(7) ?
N2 C24 C29 C28 . . . . 178.8(5) ?
C27 C28 C29 C24 . . . . 0.0(8) ?
