#------------------------------------------------------------------------------
#$Date: 2019-11-24 03:22:39 +0200 (Sun, 24 Nov 2019) $
#$Revision: 236471 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/67/7236734.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_7236734
loop_
_publ_author_name
'Yang, Yan'
'Chen, Lian'
'Jiang, Feilong'
'Wan, Xiuyan'
'Yu, Muxin'
'Cao, Zhen'
'Jing, Tan'
'Hong, Maochun'
_publ_section_title
;
 Fabricating a super stable luminescent chemosensor with
 multi-stimuli-response to metal ions and small organic molecules through
 turn-on and turn-off effects
;
_journal_issue                   18
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              4511
_journal_paper_doi               10.1039/C7TC00508C
_journal_volume                  5
_journal_year                    2017
_chemical_formula_sum            'C21 H9 Eu N O9'
_chemical_formula_weight         571.25
_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
_audit_update_record
;
2016-05-23 deposited with the CCDC.
2017-04-10 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 97.166(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   19.6675(3)
_cell_length_b                   11.9457(2)
_cell_length_c                   21.9773(4)
_cell_measurement_reflns_used    5488
_cell_measurement_temperature    100
_cell_measurement_theta_max      73.2110
_cell_measurement_theta_min      4.0210
_cell_volume                     5123.06(15)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 10.5594
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed X-ray tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0396
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5022
_diffrn_reflns_theta_full        73.40
_diffrn_reflns_theta_max         73.40
_diffrn_reflns_theta_min         4.05
_exptl_absorpt_coefficient_mu    17.927
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53368
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.481
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2216
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_platon_squeeze_details
;
;
_refine_diff_density_max         0.846
_refine_diff_density_min         -0.856
_refine_diff_density_rms         0.127
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         5022
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.119
_refine_ls_R_factor_all          0.0345
_refine_ls_R_factor_gt           0.0316
_refine_ls_shift/su_max          0.036
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0410P)²+42.6834P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1011
_refine_ls_wR_factor_ref         0.1023
_reflns_number_gt                4500
_reflns_number_total             5022
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7tc00508c2.cif
_cod_data_source_block           2
_cod_database_code               7236734
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 0.331553(12) 0.32989(2) -0.025682(11) 0.00724(9) Uani 1 1 d .
O8 O 0.30013(17) 0.1561(3) 0.01561(14) 0.0125(6) Uani 1 1 d .
O2 O 0.17794(16) 0.1358(3) -0.08155(14) 0.0119(6) Uani 1 1 d .
O7 O 0.24169(17) 0.0007(3) 0.02346(16) 0.0178(7) Uani 1 1 d .
O1 O 0.26671(16) 0.2331(3) -0.10824(14) 0.0136(7) Uani 1 1 d .
O5 O 0.55136(17) -0.2787(3) -0.02269(16) 0.0175(7) Uani 1 1 d .
O9 O 0.39671(19) 0.5087(3) 0.01344(16) 0.0211(7) Uani 1 1 d .
C4 C 0.1643(3) 0.1732(4) -0.2889(2) 0.0156(9) Uani 1 1 d .
H4 H 0.1514 0.2286 -0.3192 0.019 Uiso 1 1 calc R
O4 O 0.1515(2) -0.0712(3) -0.38567(15) 0.0211(8) Uani 1 1 d .
O6 O 0.58393(19) -0.2151(4) 0.06972(16) 0.0243(8) Uani 1 1 d .
C10 C 0.1883(3) -0.1816(4) -0.1545(2) 0.0197(10) Uani 1 1 d .
H10 H 0.1491 -0.1944 -0.1835 0.024 Uiso 1 1 calc R
O3 O 0.09562(19) 0.0907(3) -0.40171(15) 0.0179(7) Uani 1 1 d .
C1 C 0.2184(2) 0.1665(4) -0.1186(2) 0.0111(9) Uani 1 1 d .
C16 C 0.4761(2) -0.1527(4) 0.0210(2) 0.0133(9) Uani 1 1 d .
C15 C 0.4201(3) -0.1750(4) -0.0230(2) 0.0143(9) Uani 1 1 d .
H15 H 0.4223 -0.2349 -0.0511 0.017 Uiso 1 1 calc R
N1 N 0.2768(2) -0.0549(3) -0.11077(18) 0.0128(8) Uani 1 1 d .
C13 C 0.2998(2) -0.1363(4) -0.0716(2) 0.0130(9) Uani 1 1 d .
C6 C 0.1344(2) 0.0244(4) -0.3692(2) 0.0131(9) Uani 1 1 d .
C20 C 0.3591(2) -0.0186(4) 0.0139(2) 0.0128(9) Uani 1 1 d .
C2 C 0.2035(2) 0.1239(4) -0.1837(2) 0.0127(9) Uani 1 1 d .
C19 C 0.4163(3) 0.0044(4) 0.0570(2) 0.0161(9) Uani 1 1 d .
H19 H 0.4158 0.0675 0.0833 0.019 Uiso 1 1 calc R
C17 C 0.5403(3) -0.2204(4) 0.0227(2) 0.0151(9) Uani 1 1 d .
C8 C 0.2011(2) 0.0105(4) -0.1988(2) 0.0121(9) Uani 1 1 d .
C9 C 0.2225(3) -0.0786(4) -0.1526(2) 0.0150(9) Uani 1 1 d .
C7 C 0.1801(2) -0.0203(4) -0.2598(2) 0.0140(9) Uani 1 1 d .
H7 H 0.1794 -0.0972 -0.2709 0.017 Uiso 1 1 calc R
C18 C 0.4736(3) -0.0646(4) 0.0616(2) 0.0163(10) Uani 1 1 d .
H18 H 0.5111 -0.0512 0.0924 0.020 Uiso 1 1 calc R
C3 C 0.1872(3) 0.2049(4) -0.2293(2) 0.0144(9) Uani 1 1 d .
H3 H 0.1920 0.2821 -0.2193 0.017 Uiso 1 1 calc R
C21 C 0.2967(2) 0.0495(4) 0.0170(2) 0.0121(9) Uani 1 1 d .
C14 C 0.3605(2) -0.1091(4) -0.0258(2) 0.0132(9) Uani 1 1 d .
C11 C 0.2128(2) -0.2644(4) -0.1135(2) 0.0172(10) Uani 1 1 d .
H11 H 0.1907 -0.3351 -0.1138 0.021 Uiso 1 1 calc R
C5 C 0.1602(2) 0.0603(4) -0.3045(2) 0.0137(9) Uani 1 1 d .
C12 C 0.2700(3) -0.2424(4) -0.0719(2) 0.0171(10) Uani 1 1 d .
H12 H 0.2888 -0.2986 -0.0441 0.021 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Eu Eu -8.9294 11.1857 '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
O4 Eu1 O8 146.11(12) 4_554 .
O4 Eu1 O1 74.27(12) 4_554 .
O8 Eu1 O1 74.16(11) . .
O4 Eu1 O2 139.60(12) 4_554 7
O8 Eu1 O2 73.82(11) . 7
O1 Eu1 O2 136.40(11) . 7
O4 Eu1 O6 77.24(14) 4_554 5_655
O8 Eu1 O6 83.30(13) . 5_655
O1 Eu1 O6 75.66(12) . 5_655
O2 Eu1 O6 128.22(11) 7 5_655
O4 Eu1 O7 75.42(13) 4_554 7
O8 Eu1 O7 121.59(11) . 7
O1 Eu1 O7 98.83(11) . 7
O2 Eu1 O7 74.22(11) 7 7
O6 Eu1 O7 152.57(12) 5_655 7
O4 Eu1 O5 105.05(13) 4_554 5_655
O8 Eu1 O5 83.87(12) . 5_655
O1 Eu1 O5 125.79(11) . 5_655
O2 Eu1 O5 78.78(11) 7 5_655
O6 Eu1 O5 52.64(11) 5_655 5_655
O7 Eu1 O5 134.30(11) 7 5_655
O4 Eu1 O9 75.11(11) 4_554 .
O8 Eu1 O9 137.46(11) . .
O1 Eu1 O9 148.33(11) . .
O2 Eu1 O9 68.36(11) 7 .
O6 Eu1 O9 105.18(13) 5_655 .
O7 Eu1 O9 65.49(12) 7 .
O5 Eu1 O9 70.53(12) 5_655 .
O4 Eu1 O8 106.37(12) 4_554 7
O8 Eu1 O8 73.63(12) . 7
O1 Eu1 O8 69.89(10) . 7
O2 Eu1 O8 73.22(10) 7 7
O6 Eu1 O8 142.51(12) 5_655 7
O7 Eu1 O8 50.83(10) 7 7
O5 Eu1 O8 147.92(11) 5_655 7
O9 Eu1 O8 111.84(11) . 7
O4 Eu1 C17 91.93(14) 4_554 5_655
O8 Eu1 C17 82.01(12) . 5_655
O1 Eu1 C17 100.58(13) . 5_655
O2 Eu1 C17 103.42(12) 7 5_655
O6 Eu1 C17 26.32(13) 5_655 5_655
O7 Eu1 C17 152.95(13) 7 5_655
O5 Eu1 C17 26.34(13) 5_655 5_655
O9 Eu1 C17 88.34(13) . 5_655
O8 Eu1 C17 155.42(12) 7 5_655
O4 Eu1 C21 91.08(13) 4_554 7
O8 Eu1 C21 97.90(12) . 7
O1 Eu1 C21 84.53(12) . 7
O2 Eu1 C21 71.48(11) 7 7
O6 Eu1 C21 159.06(12) 5_655 7
O7 Eu1 C21 25.05(13) 7 7
O5 Eu1 C21 148.28(12) 5_655 7
O9 Eu1 C21 88.13(13) . 7
O8 Eu1 C21 25.79(12) 7 7
C17 Eu1 C21 174.62(13) 5_655 7
O4 Eu1 Eu1 132.58(9) 4_554 7
O8 Eu1 Eu1 38.99(8) . 7
O1 Eu1 Eu1 67.22(8) . 7
O2 Eu1 Eu1 69.24(8) 7 7
O6 Eu1 Eu1 116.82(10) 5_655 7
O7 Eu1 Eu1 84.05(8) 7 7
O5 Eu1 Eu1 119.49(9) 5_655 7
O9 Eu1 Eu1 132.88(8) . 7
O8 Eu1 Eu1 34.64(7) 7 7
C17 Eu1 Eu1 120.93(10) 5_655 7
C21 Eu1 Eu1 59.41(9) 7 7
C21 O8 Eu1 153.9(3) . .
C21 O8 Eu1 90.3(3) . 7
Eu1 O8 Eu1 106.37(12) . 7
C1 O2 Eu1 135.2(3) . 7
C21 O7 Eu1 97.7(3) . 7
C1 O1 Eu1 141.0(3) . .
C17 O5 Eu1 92.3(3) . 5_655
C3 C4 C5 120.1(4) . .
C6 O4 Eu1 140.4(3) . 4_544
C17 O6 Eu1 94.3(3) . 5_655
C11 C10 C9 118.7(5) . .
O1 C1 O2 126.8(4) . .
O1 C1 C2 116.4(4) . .
O2 C1 C2 116.7(4) . .
C18 C16 C15 120.1(4) . .
C18 C16 C17 119.5(4) . .
C15 C16 C17 120.3(4) . .
C16 C15 C14 120.2(4) . .
C13 N1 C9 117.4(4) . .
N1 C13 C12 123.3(4) . .
N1 C13 C14 116.8(4) . .
C12 C13 C14 119.9(4) . .
O4 C6 O3 124.9(4) . .
O4 C6 C5 117.3(4) . .
O3 C6 C5 117.7(4) . .
C14 C20 C19 119.8(4) . .
C14 C20 C21 122.5(4) . .
C19 C20 C21 117.4(4) . .
C8 C2 C3 120.2(4) . .
C8 C2 C1 123.3(4) . .
C3 C2 C1 116.4(4) . .
C18 C19 C20 120.5(4) . .
O5 C17 O6 120.7(4) . .
O5 C17 C16 120.6(4) . .
O6 C17 C16 118.7(4) . .
O5 C17 Eu1 61.4(2) . 5_655
O6 C17 Eu1 59.4(3) . 5_655
C16 C17 Eu1 174.8(3) . 5_655
C2 C8 C7 118.7(4) . .
C2 C8 C9 122.1(4) . .
C7 C8 C9 119.2(4) . .
N1 C9 C10 122.8(4) . .
N1 C9 C8 116.4(4) . .
C10 C9 C8 120.7(4) . .
C5 C7 C8 121.1(5) . .
C16 C18 C19 119.9(4) . .
C4 C3 C2 120.4(4) . .
O7 C21 O8 121.1(4) . .
O7 C21 C20 118.8(4) . .
O8 C21 C20 120.0(4) . .
O7 C21 Eu1 57.3(2) . 7
O8 C21 Eu1 63.9(2) . 7
C20 C21 Eu1 176.0(3) . 7
C20 C14 C15 119.4(4) . .
C20 C14 C13 120.8(4) . .
C15 C14 C13 119.8(4) . .
C12 C11 C10 118.9(5) . .
C4 C5 C7 119.4(4) . .
C4 C5 C6 120.7(4) . .
C7 C5 C6 119.9(4) . .
C11 C12 C13 118.7(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Eu1 O4 2.338(3) 4_554
Eu1 O8 2.378(3) .
Eu1 O1 2.383(3) .
Eu1 O2 2.422(3) 7
Eu1 O6 2.445(4) 5_655
Eu1 O7 2.488(3) 7
Eu1 O5 2.489(3) 5_655
Eu1 O9 2.583(4) .
Eu1 O8 2.632(3) 7
Eu1 C17 2.833(5) 5_655
Eu1 C21 2.931(5) 7
Eu1 Eu1 4.0139(5) 7
O8 C21 1.275(6) .
O8 Eu1 2.632(3) 7
O2 C1 1.262(6) .
O2 Eu1 2.422(3) 7
O7 C21 1.252(6) .
O7 Eu1 2.488(3) 7
O1 C1 1.238(6) .
O5 C17 1.258(6) .
O5 Eu1 2.489(3) 5_655
C4 C3 1.383(7) .
C4 C5 1.393(7) .
O4 C6 1.256(6) .
O4 Eu1 2.338(3) 4_544
O6 C17 1.260(6) .
O6 Eu1 2.445(4) 5_655
C10 C11 1.385(7) .
C10 C9 1.399(7) .
O3 C6 1.259(6) .
C1 C2 1.511(6) .
C16 C18 1.385(7) .
C16 C15 1.398(7) .
C16 C17 1.495(7) .
C15 C14 1.407(7) .
N1 C13 1.339(6) .
N1 C9 1.349(6) .
C13 C12 1.396(7) .
C13 C14 1.499(7) .
C6 C5 1.509(6) .
C20 C14 1.391(7) .
C20 C19 1.405(7) .
C20 C21 1.481(6) .
C2 C8 1.395(7) .
C2 C3 1.402(7) .
C19 C18 1.390(7) .
C17 Eu1 2.833(5) 5_655
C8 C7 1.402(6) .
C8 C9 1.495(7) .
C7 C5 1.397(7) .
C21 Eu1 2.931(5) 7
C11 C12 1.383(7) .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 -0.032 0.250 443 158 ' '
2 0.000 -0.057 0.750 443 159 ' '
3 0.500 -0.034 0.250 443 158 ' '
4 0.500 0.008 0.750 443 159 ' '
