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#$Date: 2021-06-09 10:36:19 +0300 (Wed, 09 Jun 2021) $
#$Revision: 266290 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/32/1563239.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_1563239
loop_
_publ_author_name
'Yin, Xia'
'Fan, Jun'
'Wang, Zhi Hong'
'Zheng, Sheng Run'
'Tan, Jing Bo'
'Zhang, Wei Guang'
_publ_section_title
;
 Luminescent lanthanide complexes with 4-acetamidobenzoate: Synthesis,
 supramolecular assembly via hydrogen bonds, crystal structures and
 photoluminescence
;
_journal_issue                   7
_journal_name_full               'Journal of Solid State Chemistry'
_journal_page_first              1850
_journal_page_last               1857
_journal_paper_doi               10.1016/j.jssc.2011.05.018
_journal_volume                  184
_journal_year                    2011
_chemical_formula_moiety         'C22 H28 Eu N3 O11'
_chemical_formula_sum            'C22 H28 Eu N3 O11'
_chemical_formula_weight         662.43
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 99.821(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   26.800(5)
_cell_length_b                   10.2651(19)
_cell_length_c                   9.6873(17)
_cell_measurement_reflns_used    3033
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.66
_cell_measurement_theta_min      2.13
_cell_volume                     2626.0(8)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'APEX-II (Bruker, 2004)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL-XP (Bruker, 2004)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker Smart Apex II CCD area detector'
_diffrn_measurement_method       'φ and ω scan'
_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  0.0659
_diffrn_reflns_av_sigmaI/netI    0.0802
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6615
_diffrn_reflns_theta_full        25.25
_diffrn_reflns_theta_max         25.25
_diffrn_reflns_theta_min         2.13
_exptl_absorpt_coefficient_mu    2.450
_exptl_absorpt_correction_T_max  0.7254
_exptl_absorpt_correction_T_min  0.5908
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            light-red
_exptl_crystal_density_diffrn    1.676
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.832
_refine_diff_density_min         -0.864
_refine_diff_density_rms         0.136
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     171
_refine_ls_number_reflns         2375
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0642
_refine_ls_R_factor_gt           0.0456
_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)+(0.0305P)²+0.0600P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0784
_refine_ls_wR_factor_ref         0.0848
_reflns_number_gt                1891
_reflns_number_total             2375
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            JSSC-2011-184-1850.cif
_cod_data_source_block           a
_cod_original_sg_symbol_Hall     '-c 2yc'
_cod_original_sg_symbol_H-M      'c 2/c'
_cod_database_code               1563239
loop_
_symmetry_equiv_pos_as_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'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0817(2) 0.0956(6) 0.0202(7) 0.0393(16) Uani 1 1 d . . .
C2 C 0.1241(2) 0.1841(6) 0.0027(6) 0.0319(14) Uani 1 1 d . . .
C3 C 0.1496(2) 0.2527(6) 0.1158(6) 0.0406(16) Uani 1 1 d . . .
H3 H 0.1403 0.2405 0.2032 0.049 Uiso 1 1 calc R . .
C4 C 0.1879(2) 0.3382(6) 0.1042(7) 0.0399(16) Uani 1 1 d . . .
H4 H 0.2049 0.3812 0.1828 0.048 Uiso 1 1 calc R . .
C5 C 0.2009(2) 0.3597(6) -0.0253(7) 0.0331(15) Uani 1 1 d . . .
C6 C 0.1768(2) 0.2905(6) -0.1393(7) 0.0414(16) Uani 1 1 d . . .
H6 H 0.1864 0.3025 -0.2262 0.050 Uiso 1 1 calc R . .
C7 C 0.1387(2) 0.2040(6) -0.1263(7) 0.0424(17) Uani 1 1 d . . .
H7 H 0.1226 0.1587 -0.2045 0.051 Uiso 1 1 calc R . .
C8 C 0.2646(2) 0.5359(6) 0.0391(7) 0.0399(16) Uani 1 1 d . . .
C9 C 0.3034(2) 0.6142(6) -0.0185(7) 0.053(2) Uani 1 1 d . . .
H9A H 0.2939 0.7045 -0.0215 0.080 Uiso 1 1 calc R . .
H9B H 0.3054 0.5847 -0.1114 0.080 Uiso 1 1 calc R . .
H9C H 0.3358 0.6038 0.0404 0.080 Uiso 1 1 calc R . .
C10 C 0.0554(5) 0.3534(11) 0.3833(11) 0.143(5) Uani 1 1 d . . .
H10A H 0.0296 0.4130 0.3385 0.172 Uiso 1 1 calc R . .
H10B H 0.0768 0.3360 0.3142 0.172 Uiso 1 1 calc R . .
C11 C 0.0844(5) 0.4260(10) 0.4801(12) 0.153(5) Uani 1 1 d . . .
H11A H 0.0650 0.4523 0.5501 0.230 Uiso 1 1 calc R . .
H11B H 0.0958 0.5018 0.4365 0.230 Uiso 1 1 calc R . .
H11C H 0.1131 0.3760 0.5233 0.230 Uiso 1 1 calc R . .
Eu1 Eu 0.0000 0.05333(4) 0.2500 0.03015(16) Uani 1 2 d S . .
N1 N 0.23934(17) 0.4472(5) -0.0488(5) 0.0402(12) Uani 1 1 d . . .
H1 H 0.2478 0.4432 -0.1305 0.048 Uiso 1 1 calc R . .
N2 N 0.0000 -0.2370(9) 0.2500 0.063(3) Uani 1 2 d S . .
O1 O 0.06421(17) 0.0998(4) 0.1303(5) 0.0561(13) Uani 1 1 d . . .
O2 O 0.06543(17) 0.0177(4) -0.0796(5) 0.0514(12) Uani 1 1 d . . .
O3 O 0.25622(18) 0.5560(5) 0.1571(5) 0.0599(13) Uani 1 1 d . . .
O4 O -0.02274(17) -0.1701(5) 0.3322(5) 0.0527(12) Uani 1 1 d . . .
O5 O 0.0000 -0.3538(8) 0.2500 0.126(4) Uani 1 2 d S . .
O6 O 0.0312(2) 0.2439(4) 0.3925(5) 0.0724(17) Uani 1 1 d . . .
H6A H 0.0261 0.2342 0.4607 0.109 Uiso 1 1 d R . .
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
O1 C1 O2 123.0(6) . .
O1 C1 C2 119.1(6) . .
O2 C1 C2 117.9(6) . .
C3 C2 C7 117.6(5) . .
C3 C2 C1 120.3(6) . .
C7 C2 C1 122.1(6) . .
C4 C3 C2 122.5(6) . .
C4 C3 H3 118.7 . .
C2 C3 H3 118.7 . .
C3 C4 C5 119.2(6) . .
C3 C4 H4 120.4 . .
C5 C4 H4 120.4 . .
C4 C5 C6 119.4(6) . .
C4 C5 N1 123.6(6) . .
C6 C5 N1 116.9(6) . .
C7 C6 C5 120.9(6) . .
C7 C6 H6 119.6 . .
C5 C6 H6 119.6 . .
C6 C7 C2 120.4(6) . .
C6 C7 H7 119.8 . .
C2 C7 H7 119.8 . .
O3 C8 N1 123.6(6) . .
O3 C8 C9 120.7(6) . .
N1 C8 C9 115.7(6) . .
C8 C9 H9A 109.5 . .
C8 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C8 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
O6 C10 C11 131.8(10) . .
O6 C10 H10A 104.3 . .
C11 C10 H10A 104.3 . .
O6 C10 H10B 104.3 . .
C11 C10 H10B 104.3 . .
H10A C10 H10B 105.6 . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
O1 Eu1 O1 155.9(2) . 2
O1 Eu1 O2 104.40(16) . 5
O1 Eu1 O2 83.27(17) 2 5
O1 Eu1 O2 83.27(17) . 6_556
O1 Eu1 O2 104.41(16) 2 6_556
O2 Eu1 O2 143.2(2) 5 6_556
O1 Eu1 O6 84.56(17) . .
O1 Eu1 O6 76.26(17) 2 .
O2 Eu1 O6 142.79(17) 5 .
O2 Eu1 O6 72.88(16) 6_556 .
O1 Eu1 O6 76.26(17) . 2
O1 Eu1 O6 84.56(17) 2 2
O2 Eu1 O6 72.88(16) 5 2
O2 Eu1 O6 142.79(17) 6_556 2
O6 Eu1 O6 74.5(2) . 2
O1 Eu1 O4 126.20(16) . .
O1 Eu1 O4 77.70(16) 2 .
O2 Eu1 O4 75.25(15) 5 .
O2 Eu1 O4 71.59(15) 6_556 .
O6 Eu1 O4 128.34(15) . .
O6 Eu1 O4 145.01(17) 2 .
O1 Eu1 O4 77.70(16) . 2
O1 Eu1 O4 126.20(16) 2 2
O2 Eu1 O4 71.59(15) 5 2
O2 Eu1 O4 75.25(15) 6_556 2
O6 Eu1 O4 145.01(17) . 2
O6 Eu1 O4 128.34(15) 2 2
O4 Eu1 O4 50.5(2) . 2
O1 Eu1 H6A 96.7 . .
O1 Eu1 H6A 66.6 2 .
O2 Eu1 H6A 143.7 5 .
O2 Eu1 H6A 67.6 6_556 .
O6 Eu1 H6A 14.0 . .
O6 Eu1 H6A 84.2 2 .
O4 Eu1 H6A 114.9 . .
O4 Eu1 H6A 142.8 2 .
C8 N1 C5 129.0(5) . .
C8 N1 H1 115.5 . .
C5 N1 H1 115.5 . .
O5 N2 O4 122.4(4) . .
O5 N2 O4 122.4(4) . 2
O4 N2 O4 115.3(8) . 2
C1 O1 Eu1 149.4(5) . .
C1 O2 Eu1 149.4(4) . 5
N2 O4 Eu1 97.1(4) . .
C10 O6 Eu1 140.4(6) . .
C10 O6 H6A 111.3 . .
Eu1 O6 H6A 108.3 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.237(7) .
C1 O2 1.273(7) .
C1 C2 1.486(8) .
C2 C3 1.381(8) .
C2 C7 1.387(8) .
C3 C4 1.370(8) .
C3 H3 0.9300 .
C4 C5 1.375(8) .
C4 H4 0.9300 .
C5 C6 1.377(8) .
C5 N1 1.414(7) .
C6 C7 1.375(8) .
C6 H6 0.9300 .
C7 H7 0.9300 .
C8 O3 1.220(7) .
C8 N1 1.348(7) .
C8 C9 1.495(8) .
C9 H9A 0.9600 .
C9 H9B 0.9600 .
C9 H9C 0.9600 .
C10 O6 1.309(9) .
C10 C11 1.337(11) .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
Eu1 O1 2.284(5) .
Eu1 O1 2.284(5) 2
Eu1 O2 2.311(5) 5
Eu1 O2 2.311(5) 6_556
Eu1 O6 2.457(4) .
Eu1 O6 2.457(4) 2
Eu1 O4 2.536(5) .
Eu1 O4 2.536(5) 2
Eu1 H6A 2.7598 .
N1 H1 0.8600 .
N2 O5 1.199(10) .
N2 O4 1.282(6) .
N2 O4 1.282(6) 2
O2 Eu1 2.311(5) 5
O6 H6A 0.7037 .
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
O1 C1 C2 C3 11.6(9) . . . .
O2 C1 C2 C3 -167.9(6) . . . .
O1 C1 C2 C7 -166.6(6) . . . .
O2 C1 C2 C7 14.0(9) . . . .
C7 C2 C3 C4 0.1(9) . . . .
C1 C2 C3 C4 -178.1(6) . . . .
C2 C3 C4 C5 1.8(10) . . . .
C3 C4 C5 C6 -3.0(9) . . . .
C3 C4 C5 N1 179.2(6) . . . .
C4 C5 C6 C7 2.5(10) . . . .
N1 C5 C6 C7 -179.6(6) . . . .
C5 C6 C7 C2 -0.6(10) . . . .
C3 C2 C7 C6 -0.7(9) . . . .
C1 C2 C7 C6 177.5(6) . . . .
O3 C8 N1 C5 -2.0(10) . . . .
C9 C8 N1 C5 -179.8(6) . . . .
C4 C5 N1 C8 -10.2(10) . . . .
C6 C5 N1 C8 172.0(6) . . . .
O2 C1 O1 Eu1 -18.7(13) . . . .
C2 C1 O1 Eu1 161.9(6) . . . .
O1 Eu1 O1 C1 -115.5(9) 2 . . .
O2 Eu1 O1 C1 -9.3(9) 5 . . .
O2 Eu1 O1 C1 134.1(9) 6_556 . . .
O6 Eu1 O1 C1 -152.6(9) . . . .
O6 Eu1 O1 C1 -77.2(9) 2 . . .
O4 Eu1 O1 C1 72.8(9) . . . .
O4 Eu1 O1 C1 57.7(8) 2 . . .
O1 C1 O2 Eu1 62.7(11) . . . 5
C2 C1 O2 Eu1 -117.9(7) . . . 5
O5 N2 O4 Eu1 180.0 . . . .
O4 N2 O4 Eu1 0.0 2 . . .
O1 Eu1 O4 N2 -19.2(3) . . . .
O1 Eu1 O4 N2 164.3(3) 2 . . .
O2 Eu1 O4 N2 78.1(2) 5 . . .
O2 Eu1 O4 N2 -85.8(2) 6_556 . . .
O6 Eu1 O4 N2 -134.6(2) . . . .
O6 Eu1 O4 N2 103.0(3) 2 . . .
O4 Eu1 O4 N2 0.0 2 . . .
C11 C10 O6 Eu1 -153.6(11) . . . .
O1 Eu1 O6 C10 26.8(11) . . . .
O1 Eu1 O6 C10 -138.6(12) 2 . . .
O2 Eu1 O6 C10 -80.0(12) 5 . . .
O2 Eu1 O6 C10 111.4(12) 6_556 . . .
O6 Eu1 O6 C10 -50.5(11) 2 . . .
O4 Eu1 O6 C10 159.7(11) . . . .
O4 Eu1 O6 C10 86.1(12) 2 . . .
