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#$Date: 2019-11-23 04:02:38 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232072 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/69/4346934.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_4346934
loop_
_publ_author_name
'He, Xingxiang'
'Liu, Ying'
'Lv, Yun'
'Dong, Yayu'
'Hu, Gonghao'
'Zhou, Shuai'
'Xu, Yan'
_publ_section_title
;
 L- and D-[LnZn(IN)3(C2H4O2)]n (Ln = Eu, Sm, and Gd): Chiral
 Enantiomerically 3D 3d-4f Coordination Polymers Constructed by
 Interesting Butterfly-like Building Units and -[Ln-O-Zn]n- Helices.
;
_journal_issue                   5
_journal_name_full               'Inorganic chemistry'
_journal_page_first              2048
_journal_page_last               2054
_journal_paper_doi               10.1021/acs.inorgchem.5b02372
_journal_volume                  55
_journal_year                    2016
_chemical_formula_sum            'C20 H16 Eu N3 O8 Zn'
_chemical_formula_weight         643.69
_space_group_crystal_system      hexagonal
_space_group_IT_number           178
_space_group_name_Hall           'P 61 2 (0 0 5)'
_space_group_name_H-M_alt        'P 61 2 2'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            6
_cell_length_a                   11.2797(5)
_cell_length_b                   11.2797(5)
_cell_length_c                   27.575(3)
_cell_measurement_reflns_used    2329
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.11
_cell_measurement_theta_min      2.21
_cell_volume                     3038.4(4)
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker Apex2 CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1016
_diffrn_reflns_av_unetI/netI     0.0504
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            15903
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.490
_diffrn_reflns_theta_min         2.085
_exptl_absorpt_coefficient_mu    4.309
_exptl_absorpt_correction_T_max  0.6259
_exptl_absorpt_correction_T_min  0.5838
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            Clolorless
_exptl_crystal_density_diffrn    2.111
_exptl_crystal_description       Block
_exptl_crystal_F_000             1884
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.489
_refine_diff_density_min         -0.793
_refine_diff_density_rms         0.121
_refine_ls_abs_structure_details
;
 Flack x determined using 593 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     152
_refine_ls_number_reflns         1896
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0352
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0435P)²+3.5388P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0786
_refine_ls_wR_factor_ref         0.0807
_reflns_Friedel_coverage         0.583
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                1717
_reflns_number_total             1896
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ic5b02372_si_005.cif
_cod_data_source_block           4
_cod_original_sg_symbol_Hall     'P 61 2 (0 0 -1)'
_cod_database_code               4346934
_shelx_shelxl_version_number     2014/7
_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_min   0.584
_shelx_estimated_absorpt_t_max   0.626
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'-x, -y, z+1/2'
'y, -x+y, z+5/6'
'x-y, x, z+1/6'
'y, x, -z+1/3'
'x-y, -y, -z'
'-x, -x+y, -z+2/3'
'-y, -x, -z+5/6'
'-x+y, y, -z+1/2'
'x, x-y, -z+1/6'
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
Eu1 Eu 0.83182(6) 0.0000 0.0000 0.01034(17) Uani 1 2 d S T P
Zn1 Zn 0.53818(17) -0.23091(8) 0.0833 0.0172(4) Uani 1 2 d S T P
O1 O 0.1394(6) -0.7048(6) -0.0961(2) 0.0183(14) Uani 1 1 d . . .
O2 O -0.0199(7) -0.7854(7) -0.0376(2) 0.0196(15) Uani 1 1 d . . .
O3 O 1.0327(7) 0.0560(7) 0.0463(2) 0.0264(18) Uani 1 1 d . . .
O4 O 0.6045(6) -0.1035(6) 0.0315(2) 0.0127(12) Uani 1 1 d . . .
N1 N 0.3927(8) -0.4056(8) 0.0435(2) 0.0177(17) Uani 1 1 d . . .
N2 N 1.5343(13) 0.2671(7) 0.0833 0.037(3) Uani 1 2 d S T P
C1 C 0.4214(11) -0.4139(11) -0.0020(4) 0.034(3) Uani 1 1 d . . .
H1A H 0.5078 -0.3503 -0.0135 0.041 Uiso 1 1 calc R U .
C2 C 0.3307(12) -0.5115(11) -0.0339(4) 0.036(3) Uani 1 1 d . . .
H2A H 0.3571 -0.5137 -0.0657 0.043 Uiso 1 1 calc R U .
C3 C 0.2007(9) -0.6058(9) -0.0184(3) 0.015(2) Uani 1 1 d . . .
C4 C 0.1682(11) -0.6016(10) 0.0301(3) 0.019(2) Uani 1 1 d . . .
H4A H 0.0831 -0.6648 0.0427 0.023 Uiso 1 1 calc R U .
C5 C 0.2667(11) -0.5007(9) 0.0586(3) 0.022(3) Uani 1 1 d . . .
H5A H 0.2449 -0.4976 0.0910 0.027 Uiso 1 1 calc R U .
C6 C 0.0993(10) -0.7083(10) -0.0533(3) 0.017(2) Uani 1 1 d . . .
C7 C 1.0879(13) 0.0439(6) 0.0833 0.017(3) Uani 1 2 d S T P
C8 C 1.2448(13) 0.1224(7) 0.0833 0.019(3) Uani 1 2 d S T P
C9 C 1.3185(10) 0.1876(11) 0.0420(4) 0.024(2) Uani 1 1 d . . .
H9A H 1.2732 0.1837 0.0134 0.029 Uiso 1 1 calc R U .
C10 C 1.4600(12) 0.2585(13) 0.0438(4) 0.038(3) Uani 1 1 d . . .
H10A H 1.5072 0.3033 0.0158 0.046 Uiso 1 1 calc R U .
C11 C 0.5295(12) -0.0364(14) 0.0224(4) 0.046(4) Uani 1 1 d . . .
H11A H 0.5452 0.0272 0.0486 0.055 Uiso 1 1 calc R U .
H11B H 0.4326 -0.1036 0.0219 0.055 Uiso 1 1 calc R U .
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'
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'
Zn Zn 0.2839 1.4301 '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'
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
O2 Eu1 O2 157.7(3) 1_665 8_545
O2 Eu1 O4 68.3(2) 1_665 8
O2 Eu1 O4 133.8(2) 8_545 8
O2 Eu1 O4 133.8(2) 1_665 .
O2 Eu1 O4 68.3(2) 8_545 .
O4 Eu1 O4 67.9(3) 8 .
O2 Eu1 O3 79.1(2) 1_665 8
O2 Eu1 O3 82.7(2) 8_545 8
O4 Eu1 O3 125.3(2) 8 8
O4 Eu1 O3 140.6(2) . 8
O2 Eu1 O3 82.7(2) 1_665 .
O2 Eu1 O3 79.1(2) 8_545 .
O4 Eu1 O3 140.6(2) 8 .
O4 Eu1 O3 125.3(2) . .
O3 Eu1 O3 70.9(3) 8 .
O2 Eu1 O1 101.1(2) 1_665 10_554
O2 Eu1 O1 84.8(2) 8_545 10_554
O4 Eu1 O1 74.2(2) 8 10_554
O4 Eu1 O1 80.6(2) . 10_554
O3 Eu1 O1 70.5(2) 8 10_554
O3 Eu1 O1 139.6(2) . 10_554
O2 Eu1 O1 84.8(2) 1_665 6
O2 Eu1 O1 101.1(2) 8_545 6
O4 Eu1 O1 80.6(2) 8 6
O4 Eu1 O1 74.2(2) . 6
O3 Eu1 O1 139.6(2) 8 6
O3 Eu1 O1 70.5(2) . 6
O1 Eu1 O1 149.5(3) 10_554 6
O2 Eu1 Zn1 152.69(16) 1_665 .
O2 Eu1 Zn1 46.89(15) 8_545 .
O4 Eu1 Zn1 91.89(15) 8 .
O4 Eu1 Zn1 24.30(14) . .
O3 Eu1 Zn1 128.20(16) 8 .
O3 Eu1 Zn1 104.14(15) . .
O1 Eu1 Zn1 90.62(14) 10_554 .
O1 Eu1 Zn1 73.20(15) 6 .
O2 Eu1 Zn1 46.88(15) 1_665 5_664
O2 Eu1 Zn1 152.69(16) 8_545 5_664
O4 Eu1 Zn1 24.30(14) 8 5_664
O4 Eu1 Zn1 91.89(15) . 5_664
O3 Eu1 Zn1 104.14(15) 8 5_664
O3 Eu1 Zn1 128.20(16) . 5_664
O1 Eu1 Zn1 73.20(15) 10_554 5_664
O1 Eu1 Zn1 90.62(14) 6 5_664
Zn1 Eu1 Zn1 116.06(3) . 5_664
O4 Zn1 O4 140.0(4) 12_545 .
O4 Zn1 N1 98.2(3) 12_545 12_545
O4 Zn1 N1 108.3(3) . 12_545
O4 Zn1 N1 108.3(3) 12_545 .
O4 Zn1 N1 98.2(3) . .
N1 Zn1 N1 96.5(4) 12_545 .
O4 Zn1 Eu1 31.25(19) 12_545 6_545
O4 Zn1 Eu1 109.77(19) . 6_545
N1 Zn1 Eu1 109.05(19) 12_545 6_545
N1 Zn1 Eu1 132.9(2) . 6_545
O4 Zn1 Eu1 109.77(19) 12_545 .
O4 Zn1 Eu1 31.25(19) . .
N1 Zn1 Eu1 132.9(2) 12_545 .
N1 Zn1 Eu1 109.04(19) . .
Eu1 Zn1 Eu1 81.83(4) 6_545 .
C6 O1 Eu1 127.5(6) . 5_554
C6 O2 Eu1 144.7(6) . 1_445
C7 O3 Eu1 150.7(7) . .
C11 O4 Zn1 115.3(6) . .
C11 O4 Eu1 117.2(6) . .
Zn1 O4 Eu1 124.4(3) . .
C1 N1 C5 116.1(8) . .
C1 N1 Zn1 117.1(7) . .
C5 N1 Zn1 126.4(6) . .
C10 N2 C10 115.0(14) . 12_545
N1 C1 C2 123.7(9) . .
N1 C1 H1A 118.1 . .
C2 C1 H1A 118.1 . .
C3 C2 C1 119.7(9) . .
C3 C2 H2A 120.1 . .
C1 C2 H2A 120.1 . .
C2 C3 C4 117.8(9) . .
C2 C3 C6 120.2(8) . .
C4 C3 C6 122.0(8) . .
C5 C4 C3 117.4(9) . .
C5 C4 H4A 121.3 . .
C3 C4 H4A 121.3 . .
N1 C5 C4 125.2(8) . .
N1 C5 H5A 117.4 . .
C4 C5 H5A 117.4 . .
O1 C6 O2 125.9(9) . .
O1 C6 C3 117.0(8) . .
O2 C6 C3 116.9(8) . .
O3 C7 O3 128.4(12) 12_545 .
O3 C7 C8 115.8(6) 12_545 .
O3 C7 C8 115.8(6) . .
C9 C8 C9 117.4(12) 12_545 .
C9 C8 C7 121.3(6) 12_545 .
C9 C8 C7 121.3(6) . .
C10 C9 C8 119.4(10) . .
C10 C9 H9A 120.3 . .
C8 C9 H9A 120.3 . .
N2 C10 C9 124.4(11) . .
N2 C10 H10A 117.8 . .
C9 C10 H10A 117.8 . .
O4 C11 C11 112.8(7) . 8
O4 C11 H11A 109.0 . .
C11 C11 H11A 109.0 8 .
O4 C11 H11B 109.0 . .
C11 C11 H11B 109.0 8 .
H11A C11 H11B 107.8 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Eu1 O2 2.384(6) 1_665
Eu1 O2 2.384(6) 8_545
Eu1 O4 2.388(6) 8
Eu1 O4 2.388(6) .
Eu1 O3 2.394(6) 8
Eu1 O3 2.394(6) .
Eu1 O1 2.461(6) 10_554
Eu1 O1 2.461(6) 6
Eu1 Zn1 3.7958(13) .
Eu1 Zn1 3.7958(13) 5_664
Zn1 O4 1.894(6) 12_545
Zn1 O4 1.894(6) .
Zn1 N1 2.133(8) 12_545
Zn1 N1 2.133(8) .
Zn1 Eu1 3.7957(13) 6_545
O1 C6 1.257(11) .
O1 Eu1 2.461(6) 5_554
O2 C6 1.258(11) .
O2 Eu1 2.384(6) 1_445
O3 C7 1.239(8) .
O4 C11 1.412(12) .
N1 C1 1.311(11) .
N1 C5 1.349(13) .
N2 C10 1.349(14) .
N2 C10 1.349(14) 12_545
C1 C2 1.381(14) .
C1 H1A 0.9300 .
C2 C3 1.380(14) .
C2 H2A 0.9300 .
C3 C4 1.395(12) .
C3 C6 1.499(12) .
C4 C5 1.372(13) .
C4 H4A 0.9300 .
C5 H5A 0.9300 .
C7 O3 1.239(8) 12_545
C7 C8 1.533(16) .
C8 C9 1.384(11) 12_545
C8 C9 1.384(11) .
C9 C10 1.384(14) .
C9 H9A 0.9300 .
C10 H10A 0.9300 .
C11 C11 1.42(2) 8
C11 H11A 0.9700 .
C11 H11B 0.9700 .
