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#$Date: 2022-01-20 12:03:50 +0200 (Thu, 20 Jan 2022) $
#$Revision: 272156 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/60/1566064.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_1566064
loop_
_publ_author_name
'Wan, Xiaoyu'
'Zhang, Yifan'
'Wang, Huaiwei'
'Lu, Jing'
'Li, Dacheng'
'Dou, Jianmin'
'Li, Yunwu'
'Wang, Suna'
_publ_section_title
;
 One amino-functionalized luminescence sensor demonstrating high
 sensitivity and selectivity for detecting Al3+ and Cu2+ as well as its
 luminescent mixed matrix membranes and test papers
;
_journal_name_full               'Journal of Solid State Chemistry'
_journal_page_first              122705
_journal_paper_doi               10.1016/j.jssc.2021.122705
_journal_volume                  305
_journal_year                    2022
_chemical_formula_sum            'C20 H18 N2 O5 Zn'
_chemical_formula_weight         431.73
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                97.041(2)
_cell_angle_beta                 109.067(4)
_cell_angle_gamma                102.585(3)
_cell_formula_units_Z            2
_cell_length_a                   8.4412(7)
_cell_length_b                   10.0314(9)
_cell_length_c                   12.6984(11)
_cell_measurement_reflns_used    2533
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.5875
_cell_measurement_theta_min      2.447
_cell_volume                     969.73(15)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_unetI/netI     0.0441
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4719
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.015
_diffrn_reflns_theta_max         25.015
_diffrn_reflns_theta_min         2.447
_exptl_absorpt_coefficient_mu    1.300
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.479
_exptl_crystal_description       block
_exptl_crystal_F_000             444
_refine_diff_density_max         0.435
_refine_diff_density_min         -0.700
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         3347
_refine_ls_number_restraints     39
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.0498
_refine_ls_R_factor_gt           0.0419
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0592P)²+0.5120P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1081
_refine_ls_wR_factor_ref         0.1126
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2899
_reflns_number_total             3347
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            JSSC-2022-305-122705.cif
_cod_data_source_block           210705f
_cod_database_code               1566064
_shelx_shelxl_version_number     2018/3
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.42589(5) 0.13995(4) 0.77343(3) 0.03196(15) Uani 1 1 d . U . . .
O1 O 0.6162(3) 0.1290(3) 0.9178(2) 0.0519(7) Uani 1 1 d . . . . .
O2 O 0.6541(3) 0.0561(3) 0.7630(2) 0.0614(8) Uani 1 1 d . U . . .
O3 O 0.5832(4) 0.3653(3) 0.7606(2) 0.0569(7) Uani 1 1 d . . . . .
O4 O 0.3800(3) 0.2035(3) 0.6242(2) 0.0451(6) Uani 1 1 d . . . . .
O5 O 0.7635(6) 0.0380(5) 0.5770(3) 0.1237(18) Uani 1 1 d . . . . .
H5D H 0.769393 0.023592 0.642552 0.148 Uiso 1 1 d R U . . .
H5A H 0.859473 0.093772 0.583730 0.148 Uiso 1 1 d R U . . .
N1 N 0.2656(4) -0.0623(3) 0.7153(2) 0.0384(6) Uani 1 1 d . . . . .
N2 N 0.2863(4) 0.2405(3) 0.8435(2) 0.0363(6) Uani 1 1 d . . . . .
C1 C 0.7003(5) 0.0769(4) 0.8676(3) 0.0464(9) Uani 1 1 d . . . . .
C2 C 0.8560(4) 0.0371(4) 0.9366(3) 0.0441(9) Uani 1 1 d . . . . .
C3 C 0.9149(5) 0.0688(4) 1.0529(3) 0.0527(10) Uani 1 1 d . . . . .
H3 H 0.857188 0.115546 1.089388 0.063 Uiso 1 1 calc R U . . .
C4 C 0.9409(5) -0.0321(5) 0.8835(3) 0.0530(10) Uani 1 1 d . . . . .
H4 H 0.901190 -0.054440 0.804331 0.064 Uiso 1 1 calc R U . . .
C5 C 0.4886(5) 0.3227(4) 0.6602(3) 0.0401(8) Uani 1 1 d . . . . .
C6 C 0.4957(4) 0.4136(4) 0.5762(3) 0.0400(8) Uani 1 1 d . . . . .
C7 C 0.5666(5) 0.5555(4) 0.6138(3) 0.0501(9) Uani 1 1 d . . . . .
H7 H 0.612092 0.593636 0.691588 0.060 Uiso 1 1 calc R U . . .
C8 C 0.5714(5) 0.6412(4) 0.5391(3) 0.0480(9) Uani 1 1 d . . . . .
H8 H 0.620103 0.737034 0.565970 0.058 Uiso 1 1 calc R U . . .
C9 C 0.3171(5) -0.1680(4) 0.7555(4) 0.0548(10) Uani 1 1 d . . . . .
H9 H 0.419598 -0.148555 0.818698 0.066 Uiso 1 1 calc R U . . .
C10 C 0.2253(6) -0.3044(4) 0.7076(4) 0.0612(11) Uani 1 1 d . . . . .
H10 H 0.265071 -0.375751 0.738229 0.073 Uiso 1 1 calc R U . . .
C11 C 0.0746(5) -0.3354(4) 0.6142(3) 0.0494(9) Uani 1 1 d . . . . .
C12 C 0.0198(5) -0.2249(4) 0.5767(4) 0.0548(10) Uani 1 1 d . . . . .
H12 H -0.084501 -0.240824 0.515573 0.066 Uiso 1 1 calc R U . . .
C13 C 0.1181(5) -0.0922(4) 0.6289(3) 0.0463(9) Uani 1 1 d . . . . .
H13 H 0.078426 -0.018836 0.601901 0.056 Uiso 1 1 calc R U . . .
C14 C -0.0210(6) -0.4823(4) 0.5528(4) 0.0617(11) Uani 1 1 d . . . . .
H14A H -0.145425 -0.494597 0.531181 0.074 Uiso 1 1 calc R U . . .
H14B H 0.011645 -0.545314 0.602991 0.074 Uiso 1 1 calc R U . . .
C15 C 0.1311(5) 0.2529(4) 0.7827(3) 0.0462(9) Uani 1 1 d . . . . .
H15 H 0.080001 0.206854 0.706587 0.055 Uiso 1 1 calc R U . . .
C16 C 0.0425(6) 0.3288(5) 0.8254(4) 0.0687(13) Uani 1 1 d . . . . .
H16 H -0.076985 0.312815 0.788551 0.082 Uiso 1 1 calc R U . A 1
C17 C 0.1297(10) 0.4277(7) 0.9217(7) 0.0455(13) Uani 0.497(5) 1 d D U P B 1
C18 C 0.2881(16) 0.4152(12) 0.9862(10) 0.063(2) Uani 0.497(5) 1 d . U P B 1
H18 H 0.344744 0.468748 1.059813 0.076 Uiso 0.497(5) 1 calc R U P B 1
C19 C 0.364(3) 0.3272(16) 0.946(2) 0.053(3) Uani 0.497(5) 1 d . U P B 1
H19 H 0.475968 0.326503 0.990778 0.063 Uiso 0.497(5) 1 calc R U P B 1
C20 C 0.0488(13) 0.5285(9) 0.9643(9) 0.0618(16) Uani 0.497(5) 1 d D U P B 1
H20A H -0.030675 0.553058 0.899934 0.074 Uiso 0.497(5) 1 calc R U P B 1
H20B H 0.138973 0.613123 1.009153 0.074 Uiso 0.497(5) 1 calc R U P B 1
C17' C 0.0960(10) 0.3617(8) 0.9509(7) 0.0455(13) Uani 0.503(5) 1 d D . P B 2
C18' C 0.2577(16) 0.3489(11) 1.0104(10) 0.063(2) Uani 0.503(5) 1 d . . P B 2
H18' H 0.309779 0.386196 1.088253 0.076 Uiso 0.503(5) 1 calc R U P B 2
C19' C 0.343(3) 0.2816(16) 0.956(2) 0.053(3) Uani 0.503(5) 1 d . . P B 2
H19' H 0.445448 0.263783 0.999835 0.063 Uiso 0.503(5) 1 calc R U P B 2
C20' C -0.0054(12) 0.4268(9) 1.0069(9) 0.0618(16) Uani 0.503(5) 1 d D . P B 2
H20C H 0.038203 0.425692 1.087442 0.074 Uiso 0.503(5) 1 calc R U P B 2
H20D H -0.126457 0.372098 0.974566 0.074 Uiso 0.503(5) 1 calc R U P B 2
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'
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 Zn1 O1 144.32(11) . .
O4 Zn1 N2 101.04(11) . .
O1 Zn1 N2 100.07(11) . .
O4 Zn1 N1 99.64(10) . .
O1 Zn1 N1 103.49(11) . .
N2 Zn1 N1 102.44(11) . .
O4 Zn1 O2 94.69(10) . .
O1 Zn1 O2 59.37(10) . .
N2 Zn1 O2 158.71(11) . .
N1 Zn1 O2 88.83(11) . .
O4 Zn1 O3 57.99(9) . .
O1 Zn1 O3 94.58(10) . .
N2 Zn1 O3 87.85(11) . .
N1 Zn1 O3 157.12(10) . .
O2 Zn1 O3 88.42(11) . .
O4 Zn1 C1 121.10(12) . .
O1 Zn1 C1 29.93(12) . .
N2 Zn1 C1 129.88(13) . .
N1 Zn1 C1 96.34(12) . .
O2 Zn1 C1 29.45(11) . .
O3 Zn1 C1 92.35(11) . .
O4 Zn1 C5 29.49(10) . .
O1 Zn1 C5 120.33(11) . .
N2 Zn1 C5 94.73(11) . .
N1 Zn1 C5 129.01(11) . .
O2 Zn1 C5 91.93(11) . .
O3 Zn1 C5 28.50(10) . .
C1 Zn1 C5 108.51(11) . .
C1 O1 Zn1 95.6(2) . .
C1 O2 Zn1 84.0(2) . .
C5 O3 Zn1 81.3(2) . .
C5 O4 Zn1 98.6(2) . .
C13 N1 C9 117.6(3) . .
C13 N1 Zn1 120.7(2) . .
C9 N1 Zn1 121.3(3) . .
C15 N2 C19' 117.9(11) . .
C15 N2 C19 114.8(11) . .
C15 N2 Zn1 122.8(2) . .
C19' N2 Zn1 118.8(11) . .
C19 N2 Zn1 120.4(11) . .
O2 C1 O1 121.0(3) . .
O2 C1 C2 120.4(3) . .
O1 C1 C2 118.7(3) . .
O2 C1 Zn1 66.51(19) . .
O1 C1 Zn1 54.50(17) . .
C2 C1 Zn1 172.4(3) . .
C3 C2 C4 119.5(3) . .
C3 C2 C1 120.6(3) . .
C4 C2 C1 120.0(3) . .
C2 C3 C4 120.4(4) . 2_757
C2 C4 C3 120.1(4) . 2_757
O3 C5 O4 122.0(3) . .
O3 C5 C6 120.3(3) . .
O4 C5 C6 117.7(3) . .
O3 C5 Zn1 70.2(2) . .
O4 C5 Zn1 51.88(16) . .
C6 C5 Zn1 169.4(3) . .
C7 C6 C8 118.8(3) . 2_666
C7 C6 C5 119.8(3) . .
C8 C6 C5 121.4(3) 2_666 .
C8 C7 C6 121.1(3) . .
C7 C8 C6 120.1(4) . 2_666
N1 C9 C10 122.5(4) . .
C9 C10 C11 119.7(4) . .
C10 C11 C12 116.9(3) . .
C10 C11 C14 121.5(4) . .
C12 C11 C14 121.5(4) . .
C13 C12 C11 119.9(4) . .
N1 C13 C12 123.3(3) . .
C11 C14 C14 110.6(4) . 2_546
N2 C15 C16 123.7(4) . .
C17 C16 C15 119.3(4) . .
C15 C16 C17' 116.4(4) . .
C16 C17 C18 115.1(7) . .
C16 C17 C20 122.5(7) . .
C18 C17 C20 121.6(8) . .
C19 C18 C17 121.6(13) . .
N2 C19 C18 122.6(19) . .
C17 C20 C20 112.4(9) . 2_567
C18' C17' C16 115.3(6) . .
C18' C17' C20' 122.4(8) . .
C16 C17' C20' 121.5(7) . .
C17' C18' C19' 120.5(13) . .
N2 C19' C18' 122.9(18) . .
C17' C20' C20' 112.3(9) . 2_567
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O4 2.018(2) .
Zn1 O1 2.038(3) .
Zn1 N2 2.045(3) .
Zn1 N1 2.068(3) .
Zn1 O2 2.298(3) .
Zn1 O3 2.413(3) .
Zn1 C1 2.492(3) .
Zn1 C5 2.536(3) .
O1 C1 1.249(5) .
O2 C1 1.232(5) .
O3 C5 1.224(4) .
O4 C5 1.263(4) .
N1 C13 1.307(5) .
N1 C9 1.328(5) .
N2 C15 1.327(4) .
N2 C19' 1.33(2) .
N2 C19 1.34(2) .
C1 C2 1.488(5) .
C2 C3 1.366(5) .
C2 C4 1.367(5) .
C3 C4 1.377(5) 2_757
C5 C6 1.493(5) .
C6 C7 1.375(5) .
C6 C8 1.375(5) 2_666
C7 C8 1.361(5) .
C9 C10 1.367(5) .
C10 C11 1.368(6) .
C11 C12 1.370(6) .
C11 C14 1.490(5) .
C12 C13 1.358(5) .
C14 C14 1.517(8) 2_546
C15 C16 1.358(5) .
C16 C17 1.348(9) .
C16 C17' 1.479(9) .
C17 C18 1.363(14) .
C17 C20 1.4802(10) .
C18 C19 1.35(3) .
C20 C20 1.496(19) 2_567
C17' C18' 1.370(14) .
C17' C20' 1.4802(10) .
C18' C19' 1.37(3) .
C20' C20' 1.487(18) 2_567
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C19'^b H19'^b O1 0.93 2.54 3.16(3) 123.8 . yes
C18^a H18^a O3 0.93 2.46 3.363(12) 163.0 2_667 yes
C15 H15 O5 0.93 2.68 3.393(6) 133.9 1_455 yes
O5 H5D O2 0.85 2.09 2.804(5) 140.8 . yes
O5 H5D O2 0.85 2.09 2.804(5) 140.8 . yes
C15 H15 O5 0.93 2.68 3.393(6) 133.9 1_455 yes
C18^a H18^a O3 0.93 2.46 3.363(12) 163.0 2_667 yes
C19'^b H19'^b O1 0.93 2.54 3.16(3) 123.8 . yes
