#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/63/2226336.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2226336
loop_
_publ_author_name
'Liu, Wen-Jing'
'Li, Zhao-Yang'
'Wei, Zhi-Qiang'
'Yue, Shan-Tang'
_publ_section_title
;
 Tetra-μ-acetato-κ⁴O:O';κ³O,O':O';κ³O:O,O'-bis[(acetato-κ²O,O')(1,10-phenanthroline-κ²N,N')europium(III)]
;
_journal_coeditor_code           XU2753
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m606
_journal_paper_doi               10.1107/S1600536810015680
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Eu2 (C2 H3 O2)6 (C12 H8 N2)2]'
_chemical_formula_moiety         'C36 H34 Eu2 N4 O12'
_chemical_formula_sum            'C36 H34 Eu2 N4 O12'
_chemical_formula_weight         1018.61
_chemical_name_systematic
;
Tetra-μ-acetato-κ⁴O:O';κ³O,O':O';
κ³O:O,O'-bis[(acetato-κ²O,O')(1,10-
phenanthroline-κ²N,N')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                103.631(2)
_cell_angle_beta                 109.254(2)
_cell_angle_gamma                98.300(3)
_cell_formula_units_Z            1
_cell_length_a                   8.7671(19)
_cell_length_b                   8.9265(19)
_cell_length_c                   12.992(3)
_cell_measurement_reflns_used    2079
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.193
_cell_measurement_theta_min      0.662
_cell_volume                     905.1(3)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2001)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       'ω 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  0.0210
_diffrn_reflns_av_sigmaI/netI    0.0465
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5010
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.74
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.503
_exptl_absorpt_correction_T_max  0.571
_exptl_absorpt_correction_T_min  0.541
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.869
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.795
_refine_diff_density_min         -0.644
_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     247
_refine_ls_number_reflns         3474
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0295
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0250P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0588
_refine_ls_wR_factor_ref         0.0617
_reflns_number_gt                3062
_reflns_number_total             3474
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            xu2753.cif
_cod_data_source_block           I
_cod_database_code               2226336
_cod_database_fobs_code          2226336
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 Eu1 0.47430(3) 0.84412(3) 0.356229(17) 0.02341(8) Uani d . 1 . .
O O3 0.5788(4) 1.1409(4) 0.4756(2) 0.0312(7) Uani d . 1 . .
O O4 0.6208(4) 1.0735(4) 0.3157(2) 0.0336(7) Uani d . 1 . .
O O2 0.2565(4) 0.5955(4) 0.2687(3) 0.0419(8) Uani d . 1 . .
O O1 0.5000(4) 0.5829(4) 0.3834(3) 0.0373(8) Uani d . 1 . .
O O5 0.7449(4) 0.8969(4) 0.4988(2) 0.0310(7) Uani d . 1 . .
N N1 0.6375(4) 0.7194(4) 0.2384(3) 0.0277(8) Uani d . 1 . .
C C1 0.7671(6) 0.6658(5) 0.2863(4) 0.0362(11) Uani d . 1 . .
H H1 0.7915 0.6637 0.3612 0.043 Uiso calc R 1 . .
C C2 0.8702(6) 0.6116(6) 0.2307(4) 0.0423(12) Uani d . 1 . .
H H2 0.9609 0.5753 0.2678 0.051 Uiso calc R 1 . .
C C3 0.8341(6) 0.6134(6) 0.1215(4) 0.0450(13) Uani d . 1 . .
H H3 0.9007 0.5782 0.0829 0.054 Uiso calc R 1 . .
C C4 0.6972(6) 0.6680(6) 0.0664(4) 0.0368(11) Uani d . 1 . .
C C7 0.4176(6) 0.7809(6) -0.0387(4) 0.0421(13) Uani d . 1 . .
C C6 0.4559(6) 0.7750(5) 0.0747(3) 0.0294(10) Uani d . 1 . .
N N2 0.3612(5) 0.8179(4) 0.1353(3) 0.0323(9) Uani d . 1 . .
C C12 0.2280(6) 0.8637(6) 0.0849(4) 0.0437(13) Uani d . 1 . .
H H8 0.1601 0.8895 0.1249 0.052 Uiso calc R 1 . .
C C11 0.1825(7) 0.8757(7) -0.0271(4) 0.0565(16) Uani d . 1 . .
H H7 0.0883 0.9110 -0.0592 0.068 Uiso calc R 1 . .
C C10 0.2789(7) 0.8348(7) -0.0871(4) 0.0524(15) Uani d . 1 . .
H H6 0.2516 0.8431 -0.1607 0.063 Uiso calc R 1 . .
C C5 0.6006(6) 0.7203(5) 0.1290(4) 0.0299(10) Uani d . 1 . .
C C15 0.6463(5) 1.1743(5) 0.4079(4) 0.0284(10) Uani d . 1 . .
C C13 0.3479(6) 0.5207(5) 0.3230(4) 0.0327(11) Uani d . 1 . .
C C8 0.5223(7) 0.7281(7) -0.0976(4) 0.0534(15) Uani d . 1 . .
H H5 0.4986 0.7328 -0.1718 0.064 Uiso calc R 1 . .
O O6 0.7627(4) 1.0478(4) 0.6690(2) 0.0336(7) Uani d . 1 . .
C C14 0.2753(7) 0.3534(6) 0.3168(5) 0.0506(14) Uani d . 1 . .
H H9A 0.1575 0.3255 0.2737 0.076 Uiso calc R 1 . .
H H9B 0.2959 0.3470 0.3927 0.076 Uiso calc R 1 . .
H H9C 0.3264 0.2814 0.2800 0.076 Uiso calc R 1 . .
C C16 0.7559(6) 1.3374(6) 0.4417(4) 0.0422(12) Uani d . 1 . .
H H10A 0.8097 1.3412 0.3886 0.063 Uiso calc R 1 . .
H H10B 0.8385 1.3612 0.5172 0.063 Uiso calc R 1 . .
H H10C 0.6894 1.4140 0.4409 0.063 Uiso calc R 1 . .
C C9 0.6513(7) 0.6730(7) -0.0494(4) 0.0539(15) Uani d . 1 . .
H H4 0.7136 0.6367 -0.0914 0.065 Uiso calc R 1 . .
C C18 0.9975(5) 0.9554(6) 0.6560(4) 0.0395(12) Uani d . 1 . .
H H11A 1.0003 0.8457 0.6445 0.059 Uiso calc R 1 . .
H H11B 1.0414 1.0106 0.7365 0.059 Uiso calc R 1 . .
H H11C 1.0636 1.0025 0.6206 0.059 Uiso calc R 1 . .
C C17 0.8220(5) 0.9669(5) 0.6038(4) 0.0277(10) Uani d . 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
O3 Eu1 O6 2_676 2_676 75.03(10) ?
O3 Eu1 O5 2_676 . 76.96(10) ?
O6 Eu1 O5 2_676 . 137.07(10) ?
O3 Eu1 O2 2_676 . 86.29(10) ?
O6 Eu1 O2 2_676 . 81.08(11) ?
O5 Eu1 O2 . . 128.67(11) ?
O3 Eu1 O1 2_676 . 77.36(10) ?
O6 Eu1 O1 2_676 . 127.36(11) ?
O5 Eu1 O1 . . 75.84(10) ?
O2 Eu1 O1 . . 53.10(11) ?
O3 Eu1 O4 2_676 . 125.07(10) ?
O6 Eu1 O4 2_676 . 90.28(11) ?
O5 Eu1 O4 . . 79.96(10) ?
O2 Eu1 O4 . . 144.17(10) ?
O1 Eu1 O4 . . 141.79(10) ?
O3 Eu1 O3 2_676 . 74.40(11) ?
O6 Eu1 O3 2_676 . 72.72(10) ?
O5 Eu1 O3 . . 68.79(10) ?
O2 Eu1 O3 . . 150.59(10) ?
O1 Eu1 O3 . . 138.62(10) ?
O4 Eu1 O3 . . 50.80(9) ?
O3 Eu1 N1 2_676 . 143.33(11) ?
O6 Eu1 N1 2_676 . 139.90(10) ?
O5 Eu1 N1 . . 77.84(10) ?
O2 Eu1 N1 . . 89.07(11) ?
O1 Eu1 N1 . . 70.92(11) ?
O4 Eu1 N1 . . 75.40(10) ?
O3 Eu1 N1 . . 119.64(10) ?
O3 Eu1 N2 2_676 . 149.00(11) ?
O6 Eu1 N2 2_676 . 77.11(11) ?
O5 Eu1 N2 . . 133.80(10) ?
O2 Eu1 N2 . . 76.19(11) ?
O1 Eu1 N2 . . 110.07(11) ?
O4 Eu1 N2 . . 67.99(10) ?
O3 Eu1 N2 . . 109.76(10) ?
N1 Eu1 N2 . . 62.79(11) ?
O3 Eu1 C13 2_676 . 79.18(11) ?
O6 Eu1 C13 2_676 . 103.79(13) ?
O5 Eu1 C13 . . 102.11(13) ?
O2 Eu1 C13 . . 26.59(12) ?
O1 Eu1 C13 . . 26.61(12) ?
O4 Eu1 C13 . . 154.90(11) ?
O3 Eu1 C13 . . 153.35(11) ?
N1 Eu1 C13 . . 80.57(12) ?
N2 Eu1 C13 . . 94.65(12) ?
O3 Eu1 C15 2_676 . 99.99(11) ?
O6 Eu1 C15 2_676 . 82.87(11) ?
O5 Eu1 C15 . . 70.72(11) ?
O2 Eu1 C15 . . 160.62(12) ?
O1 Eu1 C15 . . 146.09(11) ?
O4 Eu1 C15 . . 25.08(10) ?
O3 Eu1 C15 . . 25.89(10) ?
N1 Eu1 C15 . . 96.31(11) ?
N2 Eu1 C15 . . 89.71(11) ?
C13 Eu1 C15 . . 172.71(13) ?
O3 Eu1 Eu1 2_676 2_676 39.20(7) ?
O6 Eu1 Eu1 2_676 2_676 69.54(7) ?
O5 Eu1 Eu1 . 2_676 68.14(7) ?
O2 Eu1 Eu1 . 2_676 122.20(8) ?
O1 Eu1 Eu1 . 2_676 111.19(7) ?
O4 Eu1 Eu1 . 2_676 85.93(7) ?
O3 Eu1 Eu1 . 2_676 35.19(6) ?
N1 Eu1 Eu1 . 2_676 143.56(8) ?
N2 Eu1 Eu1 . 2_676 137.30(8) ?
C13 Eu1 Eu1 . 2_676 118.30(9) ?
C15 Eu1 Eu1 . 2_676 60.89(9) ?
C15 O3 Eu1 . 2_676 160.5(3) ?
C15 O3 Eu1 . . 91.8(3) ?
Eu1 O3 Eu1 2_676 . 105.60(10) ?
C15 O4 Eu1 . . 96.1(2) ?
C13 O2 Eu1 . . 92.9(3) ?
C13 O1 Eu1 . . 92.1(3) ?
C17 O5 Eu1 . . 139.2(3) ?
C1 N1 C5 . . 118.2(4) ?
C1 N1 Eu1 . . 120.9(3) ?
C5 N1 Eu1 . . 120.7(3) ?
N1 C1 C2 . . 123.7(4) ?
N1 C1 H1 . . 118.2 ?
C2 C1 H1 . . 118.2 ?
C3 C2 C1 . . 118.2(5) ?
C3 C2 H2 . . 120.9 ?
C1 C2 H2 . . 120.9 ?
C2 C3 C4 . . 120.5(4) ?
C2 C3 H3 . . 119.8 ?
C4 C3 H3 . . 119.8 ?
C3 C4 C5 . . 117.4(4) ?
C3 C4 C9 . . 123.4(5) ?
C5 C4 C9 . . 119.2(5) ?
C10 C7 C6 . . 117.6(5) ?
C10 C7 C8 . . 123.9(5) ?
C6 C7 C8 . . 118.5(5) ?
N2 C6 C7 . . 122.5(4) ?
N2 C6 C5 . . 118.0(4) ?
C7 C6 C5 . . 119.5(4) ?
C12 N2 C6 . . 117.9(4) ?
C12 N2 Eu1 . . 122.8(3) ?
C6 N2 Eu1 . . 118.7(3) ?
N2 C12 C11 . . 123.2(5) ?
N2 C12 H8 . . 118.4 ?
C11 C12 H8 . . 118.4 ?
C10 C11 C12 . . 118.8(5) ?
C10 C11 H7 . . 120.6 ?
C12 C11 H7 . . 120.6 ?
C11 C10 C7 . . 120.0(5) ?
C11 C10 H6 . . 120.0 ?
C7 C10 H6 . . 120.0 ?
N1 C5 C4 . . 122.1(4) ?
N1 C5 C6 . . 118.6(4) ?
C4 C5 C6 . . 119.3(4) ?
O4 C15 O3 . . 120.4(4) ?
O4 C15 C16 . . 121.0(4) ?
O3 C15 C16 . . 118.5(4) ?
O4 C15 Eu1 . . 58.8(2) ?
O3 C15 Eu1 . . 62.3(2) ?
C16 C15 Eu1 . . 172.3(3) ?
O2 C13 O1 . . 121.4(4) ?
O2 C13 C14 . . 119.9(4) ?
O1 C13 C14 . . 118.8(5) ?
O2 C13 Eu1 . . 60.5(2) ?
O1 C13 Eu1 . . 61.3(2) ?
C14 C13 Eu1 . . 173.6(3) ?
C9 C8 C7 . . 122.1(5) ?
C9 C8 H5 . . 119.0 ?
C7 C8 H5 . . 119.0 ?
C17 O6 Eu1 . 2_676 136.1(3) ?
C13 C14 H9A . . 109.5 ?
C13 C14 H9B . . 109.5 ?
H9A C14 H9B . . 109.5 ?
C13 C14 H9C . . 109.5 ?
H9A C14 H9C . . 109.5 ?
H9B C14 H9C . . 109.5 ?
C15 C16 H10A . . 109.5 ?
C15 C16 H10B . . 109.5 ?
H10A C16 H10B . . 109.5 ?
C15 C16 H10C . . 109.5 ?
H10A C16 H10C . . 109.5 ?
H10B C16 H10C . . 109.5 ?
C8 C9 C4 . . 121.4(5) ?
C8 C9 H4 . . 119.3 ?
C4 C9 H4 . . 119.3 ?
C17 C18 H11A . . 109.5 ?
C17 C18 H11B . . 109.5 ?
H11A C18 H11B . . 109.5 ?
C17 C18 H11C . . 109.5 ?
H11A C18 H11C . . 109.5 ?
H11B C18 H11C . . 109.5 ?
O5 C17 O6 . . 125.1(4) ?
O5 C17 C18 . . 117.4(4) ?
O6 C17 C18 . . 117.5(4) ?
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
Eu1 O3 2_676 2.358(3) ?
Eu1 O6 2_676 2.374(3) ?
Eu1 O5 . 2.377(3) ?
Eu1 O2 . 2.453(3) ?
Eu1 O1 . 2.470(3) ?
Eu1 O4 . 2.513(3) ?
Eu1 O3 . 2.586(3) ?
Eu1 N1 . 2.594(3) ?
Eu1 N2 . 2.649(4) ?
Eu1 C13 . 2.815(5) ?
Eu1 C15 . 2.920(4) ?
Eu1 Eu1 2_676 3.9409(8) ?
O3 C15 . 1.276(5) ?
O3 Eu1 2_676 2.358(3) ?
O4 C15 . 1.245(5) ?
O2 C13 . 1.262(6) ?
O1 C13 . 1.262(5) ?
O5 C17 . 1.256(5) ?
N1 C1 . 1.319(6) ?
N1 C5 . 1.351(5) ?
C1 C2 . 1.402(6) ?
C1 H1 . 0.9300 ?
C2 C3 . 1.352(7) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.399(7) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.410(6) ?
C4 C9 . 1.437(7) ?
C7 C10 . 1.384(7) ?
C7 C6 . 1.415(6) ?
C7 C8 . 1.438(7) ?
C6 N2 . 1.355(5) ?
C6 C5 . 1.448(6) ?
N2 C12 . 1.311(6) ?
C12 C11 . 1.411(7) ?
C12 H8 . 0.9300 ?
C11 C10 . 1.358(7) ?
C11 H7 . 0.9300 ?
C10 H6 . 0.9300 ?
C15 C16 . 1.500(6) ?
C13 C14 . 1.508(6) ?
C8 C9 . 1.324(8) ?
C8 H5 . 0.9300 ?
O6 C17 . 1.273(5) ?
O6 Eu1 2_676 2.374(3) ?
C14 H9A . 0.9600 ?
C14 H9B . 0.9600 ?
C14 H9C . 0.9600 ?
C16 H10A . 0.9600 ?
C16 H10B . 0.9600 ?
C16 H10C . 0.9600 ?
C9 H4 . 0.9300 ?
C18 C17 . 1.492(6) ?
C18 H11A . 0.9600 ?
C18 H11B . 0.9600 ?
C18 H11C . 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
C2 H2 O2 1_655 0.93 2.57 3.287(6) 134.5
C12 H8 O6 2_676 0.93 2.44 3.078(6) 126.3
C16 H10C O1 1_565 0.96 2.45 3.390(6) 164.6
