#------------------------------------------------------------------------------
#$Date: 2024-02-01 05:03:17 +0200 (Thu, 01 Feb 2024) $
#$Revision: 289254 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/30/2023017.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_2023017
loop_
_publ_author_name
'Yang, Ke'
'Yang, Yuting'
'Yao, Ziqin'
'Cheng, Sisi'
'Cui, Xue'
'Wang, Xingyi'
'Han, Yi'
'Yi, Feiyan'
'Mo, Guang'
_publ_section_title
;
 High-pressure study of a 3d--4f heterometallic CuEu--organic skeleton
;
_journal_coeditor_code           OC3022
_journal_issue                   2
_journal_name_full
'Acta Crystallographica Section C Structural Chemistry'
_journal_page_first              49
_journal_page_last               55
_journal_paper_doi               10.1107/S205322962400010X
_journal_volume                  80
_journal_year                    2024
_chemical_formula_sum            'C66 H44 Cu3 Eu2 N18 O31'
_chemical_formula_weight         2079.73
_space_group_IT_number           167
_space_group_name_Hall           '-R 3 2"c'
_space_group_name_H-M_alt        'R -3 c :H'
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_H-M   'R -3 c :H'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            6
_cell_length_a                   14.0021(3)
_cell_length_b                   14.0021(3)
_cell_length_c                   63.523(3)
_cell_measurement_reflns_used    4858
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.05
_cell_measurement_theta_min      2.91
_cell_volume                     10785.7(6)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement
;
SHELXL97
;
_computing_structure_solution
;
SHELXS97
;
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'CCD 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  0.0472
_diffrn_reflns_av_sigmaI/netI    0.0231
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       65
_diffrn_reflns_limit_l_min       -78
_diffrn_reflns_number            21300
_diffrn_reflns_theta_full        26.07
_diffrn_reflns_theta_max         26.07
_diffrn_reflns_theta_min         1.92
_exptl_absorpt_coefficient_mu    2.697
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6592
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Sheldrick, G. M.. SADABS
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.921
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       brick
_exptl_crystal_F_000             6162
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_refine_diff_density_max         2.149
_refine_diff_density_min         -0.591
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     180
_refine_ls_number_reflns         2373
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0296
_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)+(0.0569P)²+20.0828P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0856
_refine_ls_wR_factor_ref         0.0912
_reflns_number_gt                2002
_reflns_number_total             2373
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            oc3022sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        10785.7(5)
_cod_original_sg_symbol_H-M      R-3c
_cod_database_code               2023017
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z+1/2'
'x-y, -y, -z+1/2'
'-x, -x+y, -z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+5/6'
'x-y+2/3, -y+1/3, -z+5/6'
'-x+2/3, -x+y+1/3, -z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+7/6'
'x-y+1/3, -y+2/3, -z+7/6'
'-x+1/3, -x+y+2/3, -z+7/6'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z-1/2'
'-x+y, y, z-1/2'
'x, x-y, z-1/2'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-y+2/3, -x+1/3, z-1/6'
'-x+y+2/3, y+1/3, z-1/6'
'x+2/3, x-y+1/3, z-1/6'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-y+1/3, -x+2/3, z+1/6'
'-x+y+1/3, y+2/3, z+1/6'
'x+1/3, x-y+2/3, z+1/6'
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_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
Eu Eu1 1.0000 0.0000 0.075327(4) 0.02052(13) Uani d S 1 3 . .
Cu Cu1 1.0000 0.37628(4) 0.2500 0.02130(17) Uani d S 1 2 . .
N N1 0.9450(2) 0.2460(2) 0.22993(4) 0.0241(6) Uani d . 1 1 . .
N N2 0.8518(3) 0.0527(3) 0.22484(5) 0.0469(10) Uani d . 1 1 . .
N N3 0.8745(3) -0.2084(3) 0.05255(6) 0.0338(8) Uani d . 1 1 . .
C C1 1.0971(3) 0.2270(3) 0.11008(5) 0.0216(7) Uani d . 1 1 . .
C C2 1.0514(3) 0.2191(3) 0.13157(5) 0.0221(7) Uani d . 1 1 . .
C C3 0.9584(3) 0.1229(3) 0.13794(5) 0.0286(8) Uani d . 1 1 . .
H H3A 0.9197 0.0670 0.1282 0.034 Uiso calc R 1 1 . .
C C4 0.9224(3) 0.1088(3) 0.15859(6) 0.0294(8) Uani d . 1 1 . .
H H4A 0.8604 0.0432 0.1626 0.035 Uiso calc R 1 1 . .
C C5 0.9774(3) 0.1907(3) 0.17335(5) 0.0229(7) Uani d . 1 1 . .
C C6 1.0691(3) 0.2882(3) 0.16693(6) 0.0348(9) Uani d . 1 1 . .
H H6A 1.1062 0.3448 0.1766 0.042 Uiso calc R 1 1 . .
C C7 1.1062(3) 0.3027(3) 0.14626(5) 0.0306(8) Uani d . 1 1 . .
H H7A 1.1678 0.3686 0.1422 0.037 Uiso calc R 1 1 . .
C C8 0.9432(3) 0.1740(3) 0.19581(5) 0.0248(7) Uani d . 1 1 . .
C C9 0.8809(4) 0.0704(3) 0.20466(6) 0.0412(11) Uani d . 1 1 . .
H H9A 0.8579 0.0094 0.1960 0.049 Uiso calc R 1 1 . .
C C10 0.8846(4) 0.1413(3) 0.23663(6) 0.0357(10) Uani d . 1 1 . .
H H10A 0.8642 0.1304 0.2507 0.043 Uiso calc R 1 1 . .
C C11 0.9723(3) 0.2605(3) 0.20960(5) 0.0245(7) Uani d . 1 1 . .
H H11A 1.0127 0.3321 0.2045 0.029 Uiso calc R 1 1 . .
O O1 1.0467(2) 0.1468(2) 0.09779(4) 0.0377(7) Uani d . 1 1 . .
O O2 1.1875(2) 0.3124(2) 0.10583(4) 0.0259(5) Uani d . 1 1 . .
O O3 0.9371(2) -0.1995(2) 0.06795(4) 0.0350(6) Uani d . 1 1 . .
O O4 0.8741(2) -0.1208(2) 0.04757(4) 0.0383(7) Uani d . 1 1 . .
O O5 0.8196(3) -0.2949(3) 0.04348(6) 0.0617(10) Uani d . 1 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'
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'
Cu Cu 0.3201 1.2651 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Eu1 O1 3_765 2_645 85.90(11) ?
O1 Eu1 O1 3_765 . 85.90(11) ?
O1 Eu1 O1 2_645 . 85.90(11) ?
O1 Eu1 O4 3_765 3_765 146.86(10) ?
O1 Eu1 O4 2_645 3_765 124.99(9) ?
O1 Eu1 O4 . 3_765 84.92(10) ?
O1 Eu1 O4 3_765 2_645 84.92(10) ?
O1 Eu1 O4 2_645 2_645 146.86(10) ?
O1 Eu1 O4 . 2_645 124.99(9) ?
O4 Eu1 O4 3_765 2_645 74.64(11) ?
O1 Eu1 O4 3_765 . 125.00(9) ?
O1 Eu1 O4 2_645 . 84.92(11) ?
O1 Eu1 O4 . . 146.86(10) ?
O4 Eu1 O4 3_765 . 74.64(11) ?
O4 Eu1 O4 2_645 . 74.64(11) ?
O1 Eu1 O3 3_765 . 74.13(9) ?
O1 Eu1 O3 2_645 . 74.35(10) ?
O1 Eu1 O3 . . 152.61(10) ?
O4 Eu1 O3 3_765 . 121.91(10) ?
O4 Eu1 O3 2_645 . 72.51(9) ?
O4 Eu1 O3 . . 51.18(9) ?
O1 Eu1 O3 3_765 2_645 74.35(10) ?
O1 Eu1 O3 2_645 2_645 152.62(10) ?
O1 Eu1 O3 . 2_645 74.13(9) ?
O4 Eu1 O3 3_765 2_645 72.51(9) ?
O4 Eu1 O3 2_645 2_645 51.18(9) ?
O4 Eu1 O3 . 2_645 121.90(10) ?
O3 Eu1 O3 . 2_645 116.62(4) ?
O1 Eu1 O3 3_765 3_765 152.62(10) ?
O1 Eu1 O3 2_645 3_765 74.13(9) ?
O1 Eu1 O3 . 3_765 74.35(10) ?
O4 Eu1 O3 3_765 3_765 51.18(9) ?
O4 Eu1 O3 2_645 3_765 121.91(10) ?
O4 Eu1 O3 . 3_765 72.51(9) ?
O3 Eu1 O3 . 3_765 116.62(4) ?
O3 Eu1 O3 2_645 3_765 116.61(4) ?
O1 Eu1 N3 3_765 3_765 162.42(10) ?
O1 Eu1 N3 2_645 3_765 99.78(10) ?
O1 Eu1 N3 . 3_765 78.00(11) ?
O4 Eu1 N3 3_765 3_765 25.45(9) ?
O4 Eu1 N3 2_645 3_765 98.49(10) ?
O4 Eu1 N3 . 3_765 72.33(9) ?
O3 Eu1 N3 . 3_765 123.38(9) ?
O3 Eu1 N3 2_645 3_765 94.27(10) ?
O3 Eu1 N3 3_765 3_765 25.74(9) ?
O1 Eu1 N3 3_765 . 99.78(10) ?
O1 Eu1 N3 2_645 . 78.00(11) ?
O1 Eu1 N3 . . 162.42(10) ?
O4 Eu1 N3 3_765 . 98.49(10) ?
O4 Eu1 N3 2_645 . 72.33(9) ?
O4 Eu1 N3 . . 25.45(9) ?
O3 Eu1 N3 . . 25.74(9) ?
O3 Eu1 N3 2_645 . 123.38(9) ?
O3 Eu1 N3 3_765 . 94.27(10) ?
N3 Eu1 N3 3_765 . 97.68(9) ?
O1 Eu1 N3 3_765 2_645 77.99(11) ?
O1 Eu1 N3 2_645 2_645 162.42(10) ?
O1 Eu1 N3 . 2_645 99.78(10) ?
O4 Eu1 N3 3_765 2_645 72.33(9) ?
O4 Eu1 N3 2_645 2_645 25.45(9) ?
O4 Eu1 N3 . 2_645 98.49(10) ?
O3 Eu1 N3 . 2_645 94.28(10) ?
O3 Eu1 N3 2_645 2_645 25.74(9) ?
O3 Eu1 N3 3_765 2_645 123.38(9) ?
N3 Eu1 N3 3_765 2_645 97.68(9) ?
N3 Eu1 N3 . 2_645 97.68(9) ?
O2 Cu1 O2 34_665 26_565 96.56(15) ?
O2 Cu1 N1 34_665 . 166.84(11) ?
O2 Cu1 N1 26_565 . 88.14(11) ?
O2 Cu1 N1 34_665 6_765 88.14(11) ?
O2 Cu1 N1 26_565 6_765 166.84(11) ?
N1 Cu1 N1 . 6_765 89.98(16) ?
O2 Cu1 O3 34_665 35_755 100.65(10) ?
O2 Cu1 O3 26_565 35_755 82.50(10) ?
N1 Cu1 O3 . 35_755 92.13(10) ?
N1 Cu1 O3 6_765 35_755 84.56(10) ?
O2 Cu1 O3 34_665 27_445 82.50(10) ?
O2 Cu1 O3 26_565 27_445 100.65(10) ?
N1 Cu1 O3 . 27_445 84.56(10) ?
N1 Cu1 O3 6_765 27_445 92.13(10) ?
O3 Cu1 O3 35_755 27_445 175.33(13) ?
C11 N1 C10 . . 116.7(3) ?
C11 N1 Cu1 . . 121.3(2) ?
C10 N1 Cu1 . . 122.0(2) ?
C10 N2 C9 . . 116.2(3) ?
O5 N3 O4 . . 122.8(4) ?
O5 N3 O3 . . 121.6(4) ?
O4 N3 O3 . . 115.6(3) ?
O5 N3 Eu1 . . 177.8(3) ?
O4 N3 Eu1 . . 56.68(17) ?
O3 N3 Eu1 . . 58.92(18) ?
O1 C1 O2 . . 124.3(3) ?
O1 C1 C2 . . 118.4(3) ?
O2 C1 C2 . . 117.2(3) ?
C3 C2 C7 . . 118.5(3) ?
C3 C2 C1 . . 120.0(3) ?
C7 C2 C1 . . 121.2(3) ?
C4 C3 C2 . . 120.9(3) ?
C4 C3 H3A . . 119.5 ?
C2 C3 H3A . . 119.5 ?
C5 C4 C3 . . 120.9(3) ?
C5 C4 H4A . . 119.6 ?
C3 C4 H4A . . 119.6 ?
C4 C5 C6 . . 118.4(3) ?
C4 C5 C8 . . 121.3(3) ?
C6 C5 C8 . . 120.2(3) ?
C5 C6 C7 . . 121.0(3) ?
C5 C6 H6A . . 119.5 ?
C7 C6 H6A . . 119.5 ?
C6 C7 C2 . . 120.2(3) ?
C6 C7 H7A . . 119.9 ?
C2 C7 H7A . . 119.9 ?
C11 C8 C9 . . 114.6(3) ?
C11 C8 C5 . . 122.7(3) ?
C9 C8 C5 . . 122.6(3) ?
N2 C9 C8 . . 124.1(4) ?
N2 C9 H9A . . 118.0 ?
C8 C9 H9A . . 118.0 ?
N2 C10 N1 . . 125.4(4) ?
N2 C10 H10A . . 117.3 ?
N1 C10 H10A . . 117.3 ?
N1 C11 C8 . . 123.0(3) ?
N1 C11 H11A . . 118.5 ?
C8 C11 H11A . . 118.5 ?
C1 O1 Eu1 . . 164.0(3) ?
C1 O2 Cu1 . 27_545 128.1(2) ?
N3 O3 Eu1 . . 95.3(2) ?
N3 O4 Eu1 . . 97.9(2) ?
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 O1 3_765 2.312(3) ?
Eu1 O1 2_645 2.312(3) ?
Eu1 O1 . 2.312(3) ?
Eu1 O4 3_765 2.469(3) ?
Eu1 O4 2_645 2.469(3) ?
Eu1 O4 . 2.469(3) ?
Eu1 O3 . 2.518(3) ?
Eu1 O3 2_645 2.518(3) ?
Eu1 O3 3_765 2.518(3) ?
Eu1 N3 3_765 2.927(3) ?
Eu1 N3 . 2.927(3) ?
Eu1 N3 2_645 2.927(3) ?
Cu1 O2 34_665 1.945(2) ?
Cu1 O2 26_565 1.945(2) ?
Cu1 N1 . 2.035(3) ?
Cu1 N1 6_765 2.035(3) ?
Cu1 O3 35_755 2.580(3) ?
Cu1 O3 27_445 2.580(3) ?
N1 C11 . 1.334(4) ?
N1 C10 . 1.343(5) ?
N2 C10 . 1.319(5) ?
N2 C9 . 1.330(5) ?
N3 O5 . 1.208(4) ?
N3 O4 . 1.270(4) ?
N3 O3 . 1.277(4) ?
C1 O1 . 1.256(4) ?
C1 O2 . 1.261(5) ?
C1 C2 . 1.488(5) ?
C2 C3 . 1.386(5) ?
C2 C7 . 1.390(5) ?
C3 C4 . 1.384(5) ?
C3 H3A . 0.9300 ?
C4 C5 . 1.380(5) ?
C4 H4A . 0.9300 ?
C5 C6 . 1.388(5) ?
C5 C8 . 1.486(4) ?
C6 C7 . 1.389(5) ?
C6 H6A . 0.9300 ?
C7 H7A . 0.9300 ?
C8 C11 . 1.380(5) ?
C8 C9 . 1.384(5) ?
C9 H9A . 0.9300 ?
C10 H10A . 0.9300 ?
C11 H11A . 0.9300 ?
O2 Cu1 27_545 1.945(2) ?
