#------------------------------------------------------------------------------
#$Date: 2019-11-23 06:33:50 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232337 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/74/4347477.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_4347477
loop_
_publ_author_name
'Li, Gao-Peng'
'Liu, Ge'
'Li, Yong-Zhi'
'Hou, Lei'
'Wang, Yao-Yu'
'Zhu, Zhonghua'
_publ_section_title
;
 Uncommon Pyrazoyl-Carboxyl Bifunctional Ligand-Based Microporous
 Lanthanide Systems: Sorption and Luminescent Sensing Properties.
;
_journal_issue                   8
_journal_name_full               'Inorganic chemistry'
_journal_page_first              3952
_journal_page_last               3959
_journal_paper_doi               10.1021/acs.inorgchem.6b00217
_journal_volume                  55
_journal_year                    2016
_chemical_formula_sum            'C20 H16 Eu N5 O8'
_chemical_formula_weight         606.34
_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_H-M   'C 1 2/c 1'
_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                 113.308(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.974(14)
_cell_length_b                   13.135(10)
_cell_length_c                   9.901(7)
_cell_measurement_reflns_used    1735
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      23.36
_cell_measurement_theta_min      2.21
_cell_volume                     2386(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_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  0.0523
_diffrn_reflns_av_sigmaI/netI    0.0644
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6129
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         2.22
_exptl_absorpt_coefficient_mu    2.682
_exptl_absorpt_correction_T_max  0.7752
_exptl_absorpt_correction_T_min  0.6735
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.688
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.872
_refine_diff_density_min         -0.580
_refine_diff_density_rms         0.125
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     160
_refine_ls_number_reflns         2311
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0421
_refine_ls_R_factor_gt           0.0350
_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)+(0.0382P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0802
_refine_ls_wR_factor_ref         0.0846
_reflns_number_gt                2024
_reflns_number_total             2311
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic6b00217_si_002.cif
_cod_data_source_block           Eu
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4347477
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
Eu1 Eu 0.0000 0.05855(2) 0.2500 0.02299(13) Uani 1 2 d S
O1 O 0.08380(19) 0.0845(3) 0.1487(4) 0.0413(9) Uani 1 1 d .
O1W O 0.0240(13) 0.463(3) 0.987(5) 0.276(19) Uani 0.50 1 d P
O2 O 0.08962(18) -0.0059(3) -0.0341(4) 0.0373(8) Uani 1 1 d .
O3 O -0.04008(18) -0.1175(3) 0.2964(4) 0.0416(9) Uani 1 1 d .
O4 O 0.0000 -0.2574(5) 0.2500 0.107(4) Uani 1 2 d S
N1 N 0.4310(2) 0.2817(3) 0.6137(5) 0.0370(10) Uani 1 1 d .
N2 N 0.3979(2) 0.2652(3) 0.4685(4) 0.0353(10) Uani 1 1 d .
H2 H 0.4091 0.2968 0.4042 0.042 Uiso 1 1 calc R
N3 N 0.0000 -0.1687(5) 0.2500 0.0486(17) Uani 1 2 d S
C1 C 0.1157(3) 0.0532(4) 0.0713(5) 0.0289(10) Uani 1 1 d .
C2 C 0.1921(2) 0.0901(4) 0.1093(5) 0.0287(10) Uani 1 1 d .
C3 C 0.2322(2) 0.1270(4) 0.2469(5) 0.0336(11) Uani 1 1 d .
H3 H 0.2117 0.1296 0.3164 0.040 Uiso 1 1 calc R
C4 C 0.3031(2) 0.1607(4) 0.2836(5) 0.0365(12) Uani 1 1 d .
C5 C 0.3312(3) 0.1599(5) 0.1770(6) 0.0487(15) Uani 1 1 d .
H5 H 0.3782 0.1838 0.1993 0.058 Uiso 1 1 calc R
C6 C 0.2904(3) 0.1241(5) 0.0381(6) 0.0527(16) Uani 1 1 d .
H6 H 0.3099 0.1244 -0.0331 0.063 Uiso 1 1 calc R
C7 C 0.2214(3) 0.0880(4) 0.0040(6) 0.0415(13) Uani 1 1 d .
H7 H 0.1943 0.0622 -0.0893 0.050 Uiso 1 1 calc R
C8 C 0.3456(3) 0.1942(4) 0.4342(5) 0.0371(12) Uani 1 1 d .
C9 C 0.3437(3) 0.1624(5) 0.5641(6) 0.0490(15) Uani 1 1 d .
H9 H 0.3131 0.1137 0.5774 0.059 Uiso 1 1 calc R
C10 C 0.3976(3) 0.2185(4) 0.6717(6) 0.0480(14) Uani 1 1 d .
H10 H 0.4089 0.2125 0.7720 0.058 Uiso 1 1 calc 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
O2 Eu1 O2 144.76(19) 5 6_556
O2 Eu1 O1 94.20(14) 5 .
O2 Eu1 O1 90.97(14) 6_556 .
O2 Eu1 O1 90.97(14) 5 2
O2 Eu1 O1 94.20(14) 6_556 2
O1 Eu1 O1 162.9(2) . 2
O2 Eu1 O3 73.04(13) 5 .
O2 Eu1 O3 75.06(13) 6_556 .
O1 Eu1 O3 123.37(13) . .
O1 Eu1 O3 73.74(13) 2 .
O2 Eu1 O3 75.06(13) 5 2
O2 Eu1 O3 73.04(13) 6_556 2
O1 Eu1 O3 73.74(13) . 2
O1 Eu1 O3 123.37(13) 2 2
O3 Eu1 O3 49.63(16) . 2
O2 Eu1 N1 142.58(13) 5 7_556
O2 Eu1 N1 72.44(14) 6_556 7_556
O1 Eu1 N1 77.06(14) . 7_556
O1 Eu1 N1 88.95(15) 2 7_556
O3 Eu1 N1 141.73(14) . 7_556
O3 Eu1 N1 133.77(12) 2 7_556
O2 Eu1 N1 72.44(13) 5 8_455
O2 Eu1 N1 142.58(13) 6_556 8_455
O1 Eu1 N1 88.95(15) . 8_455
O1 Eu1 N1 77.06(14) 2 8_455
O3 Eu1 N1 133.77(12) . 8_455
O3 Eu1 N1 141.73(14) 2 8_455
N1 Eu1 N1 71.11(19) 7_556 8_455
O2 Eu1 N3 72.38(10) 5 .
O2 Eu1 N3 72.38(10) 6_556 .
O1 Eu1 N3 98.56(10) . .
O1 Eu1 N3 98.56(10) 2 .
O3 Eu1 N3 24.82(8) . .
O3 Eu1 N3 24.82(8) 2 .
N1 Eu1 N3 144.45(9) 7_556 .
N1 Eu1 N3 144.45(9) 8_455 .
C1 O1 Eu1 149.4(3) . .
C1 O2 Eu1 153.0(3) . 5
N3 O3 Eu1 97.3(3) . .
C10 N1 N2 104.1(4) . .
C10 N1 Eu1 122.6(4) . 7_556
N2 N1 Eu1 128.8(3) . 7_556
C8 N2 N1 112.8(4) . .
C8 N2 H2 123.6 . .
N1 N2 H2 123.6 . .
O4 N3 O3 122.2(3) . 2
O4 N3 O3 122.2(3) . .
O3 N3 O3 115.7(6) 2 .
O4 N3 Eu1 180.0 . .
O3 N3 Eu1 57.8(3) 2 .
O3 N3 Eu1 57.8(3) . .
O2 C1 O1 125.4(5) . .
O2 C1 C2 117.4(5) . .
O1 C1 C2 117.2(4) . .
C3 C2 C7 120.2(4) . .
C3 C2 C1 120.0(4) . .
C7 C2 C1 119.8(4) . .
C2 C3 C4 120.6(5) . .
C2 C3 H3 119.7 . .
C4 C3 H3 119.7 . .
C5 C4 C3 118.7(5) . .
C5 C4 C8 122.3(5) . .
C3 C4 C8 119.0(5) . .
C6 C5 C4 120.6(5) . .
C6 C5 H5 119.7 . .
C4 C5 H5 119.7 . .
C7 C6 C5 120.3(5) . .
C7 C6 H6 119.8 . .
C5 C6 H6 119.8 . .
C6 C7 C2 119.5(5) . .
C6 C7 H7 120.2 . .
C2 C7 H7 120.2 . .
N2 C8 C9 106.5(4) . .
N2 C8 C4 123.2(5) . .
C9 C8 C4 130.3(5) . .
C8 C9 C10 104.9(5) . .
C8 C9 H9 127.5 . .
C10 C9 H9 127.5 . .
N1 C10 C9 111.7(5) . .
N1 C10 H10 124.2 . .
C9 C10 H10 124.2 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Eu1 O2 2.286(3) 5
Eu1 O2 2.286(3) 6_556
Eu1 O1 2.291(4) .
Eu1 O1 2.291(4) 2
Eu1 O3 2.548(4) .
Eu1 O3 2.548(4) 2
Eu1 N1 2.578(4) 7_556
Eu1 N1 2.578(4) 8_455
Eu1 N3 2.985(7) .
O1 C1 1.245(6) .
O1W O1W 1.46(6) 5_567
O2 C1 1.239(6) .
O2 Eu1 2.286(3) 5
O3 N3 1.263(5) .
O4 N3 1.165(9) .
N1 C10 1.329(7) .
N1 N2 1.342(6) .
N1 Eu1 2.578(4) 7_556
N2 C8 1.340(6) .
N2 H2 0.8600 .
N3 O3 1.263(5) 2
C1 C2 1.500(6) .
C2 C3 1.367(6) .
C2 C7 1.382(7) .
C3 C4 1.388(6) .
C3 H3 0.9300 .
C4 C5 1.378(8) .
C4 C8 1.462(7) .
C5 C6 1.375(8) .
C5 H5 0.9300 .
C6 C7 1.369(7) .
C6 H6 0.9300 .
C7 H7 0.9300 .
C8 C9 1.366(7) .
C9 C10 1.389(7) .
C9 H9 0.9300 .
C10 H10 0.9300 .
