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#$Date: 2022-09-20 11:32:02 +0300 (Tue, 20 Sep 2022) $
#$Revision: 277994 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/39/1563980.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_1563980
loop_
_publ_author_name
'Pandith, Anup'
'Choi, Jun-Hyeak'
'Jung, Ok-Sang'
'Kim, Hong-Seok'
_publ_section_title
;
 A simple and robust PET-based anthracene-appended O-N-O chelate for
 sequential recognition of Fe3+/CN-- ions in aqueous media and its
 multimodal applications
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              669
_journal_page_last               680
_journal_paper_doi               10.1016/j.ica.2018.07.007
_journal_volume                  482
_journal_year                    2018
_chemical_formula_sum            'C24 H33.33333 N2 O4.66667'
_chemical_formula_weight         424.52
_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
_cell_angle_alpha                98.121(12)
_cell_angle_beta                 95.497(14)
_cell_angle_gamma                105.590(13)
_cell_formula_units_Z            3
_cell_length_a                   9.933(2)
_cell_length_b                   10.945(2)
_cell_length_c                   15.989(3)
_cell_measurement_reflns_used    4447
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.11
_cell_measurement_theta_min      2.46
_cell_volume                     1641.1(6)
_computing_cell_refinement       'Bruker APEX2'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker APEX2'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker Breeze CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0500
_diffrn_reflns_av_unetI/netI     0.0563
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            26033
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_min         1.299
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6698
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             686
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.300
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         7124
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0974
_refine_ls_R_factor_gt           0.0565
_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)+(0.0842P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1355
_refine_ls_wR_factor_ref         0.1611
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4536
_reflns_number_total             7124
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ICA-2018-482-669.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'MULTI-SCAN' was
changed to 'multi-scan' in accordance with the built-in table derived
from the CIF Core dictionary named 'cif_core.dic' version 2.4.5 last
updated on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 8369 2020-08-20 11:38:08Z andrius 

2022-09-18
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C72 H100 N6 O14'
_cod_original_formula_weight         1273.57
_cod_original_formula_units_Z            1
_cod_original_cell_volume        1641.2(6)
_cod_database_code               1563980
_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   0.967
_shelx_estimated_absorpt_t_max   0.996
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
O6 O -0.02680(15) 0.24437(14) 0.27114(10) 0.0355(4) Uani 1 1 d . . . . .
H6 H 0.0296 0.3027 0.2523 0.043 Uiso 1 1 calc R U . . .
O5 O 0.56092(15) 0.42809(14) 0.29588(10) 0.0385(4) Uani 1 1 d . . . . .
H5 H 0.6232 0.3912 0.3058 0.046 Uiso 1 1 calc R U . . .
N3 N 0.22007(17) 0.18012(15) 0.21248(10) 0.0258(4) Uani 1 1 d . . . . .
C29 C 0.1159(2) 0.05071(19) 0.06720(12) 0.0249(4) Uani 1 1 d . . . . .
C28 C 0.0629(2) 0.13406(18) 0.02320(13) 0.0255(4) Uani 1 1 d . . . . .
C30 C 0.0533(2) -0.08350(18) 0.04544(12) 0.0250(4) Uani 1 1 d . . . . .
C27 C 0.1225(2) 0.27081(19) 0.04372(13) 0.0299(5) Uani 1 1 d . . . . .
H27 H 0.1967 0.3061 0.0901 0.036 Uiso 1 1 calc R U . . .
C35 C 0.3532(2) 0.24229(19) 0.27012(13) 0.0304(5) Uani 1 1 d . . . . .
H35A H 0.4010 0.1763 0.2810 0.037 Uiso 1 1 calc R U . . .
H35B H 0.3322 0.2808 0.3254 0.037 Uiso 1 1 calc R U . . .
C33 C 0.1178(2) 0.09789(19) 0.25596(13) 0.0288(5) Uani 1 1 d . . . . .
H33A H 0.1661 0.0478 0.2888 0.035 Uiso 1 1 calc R U . . .
H33B H 0.0435 0.0361 0.2128 0.035 Uiso 1 1 calc R U . . .
C25 C -0.0334(2) 0.3016(2) -0.07025(14) 0.0334(5) Uani 1 1 d . . . . .
H25 H -0.0633 0.3587 -0.1023 0.040 Uiso 1 1 calc R U . . .
C34 C 0.0503(2) 0.1749(2) 0.31549(13) 0.0302(5) Uani 1 1 d . . . . .
H34A H -0.0143 0.1161 0.3455 0.036 Uiso 1 1 calc R U . . .
H34B H 0.1244 0.2362 0.3589 0.036 Uiso 1 1 calc R U . . .
C32 C 0.2462(2) 0.10742(19) 0.13365(13) 0.0276(5) Uani 1 1 d . . . . .
H32A H 0.2832 0.0367 0.1486 0.033 Uiso 1 1 calc R U . . .
H32B H 0.3198 0.1654 0.1084 0.033 Uiso 1 1 calc R U . . .
C26 C 0.0765(2) 0.3512(2) -0.00089(14) 0.0343(5) Uani 1 1 d . . . . .
H26 H 0.1183 0.4416 0.0144 0.041 Uiso 1 1 calc R U . . .
C31 C 0.0966(2) -0.1732(2) 0.09135(14) 0.0310(5) Uani 1 1 d . . . . .
H31 H 0.1714 -0.1418 0.1376 0.037 Uiso 1 1 calc R U . . .
C36 C 0.4499(3) 0.3445(2) 0.23380(17) 0.0484(7) Uani 1 1 d . . . . .
H36A H 0.4914 0.3033 0.1878 0.058 Uiso 1 1 calc R U . . .
H36B H 0.3946 0.3962 0.2081 0.058 Uiso 1 1 calc R U . . .
O2 O 0.76960(17) 0.32953(16) 0.34525(10) 0.0422(4) Uani 1 1 d . . . . .
H2 H 0.8278 0.3050 0.3172 0.051 Uiso 1 1 calc R U . . .
N1 N 0.87931(19) 0.29684(16) 0.56765(11) 0.0295(4) Uani 1 1 d . . . . .
O1 O 0.86704(19) 0.52573(14) 0.76010(11) 0.0492(5) Uani 1 1 d . . . . .
H1 H 0.8012 0.4891 0.7853 0.059 Uiso 1 1 calc R U . . .
C6 C 0.8578(2) -0.03759(19) 0.51536(13) 0.0278(5) Uani 1 1 d . . . . .
C1 C 0.9161(2) -0.12727(19) 0.46717(13) 0.0272(5) Uani 1 1 d . . . . .
C7 C 0.9428(2) 0.08831(19) 0.54841(13) 0.0273(5) Uani 1 1 d . . . . .
C2 C 0.8281(2) -0.2561(2) 0.43663(14) 0.0334(5) Uani 1 1 d . . . . .
H2A H 0.8663 -0.3163 0.4056 0.040 Uiso 1 1 calc R U . . .
C9 C 0.8196(2) 0.3780(2) 0.62517(14) 0.0345(5) Uani 1 1 d . . . . .
H9A H 0.7258 0.3267 0.6351 0.041 Uiso 1 1 calc R U . . .
H9B H 0.8061 0.4503 0.5977 0.041 Uiso 1 1 calc R U . . .
C8 C 0.8884(3) 0.1822(2) 0.60467(14) 0.0339(5) Uani 1 1 d . . . . .
H8A H 0.7935 0.1366 0.6163 0.041 Uiso 1 1 calc R U . . .
H8B H 0.9514 0.2112 0.6599 0.041 Uiso 1 1 calc R U . . .
C3 C 0.6917(2) -0.2946(2) 0.45074(14) 0.0372(5) Uani 1 1 d . . . . .
H3 H 0.6356 -0.3806 0.4298 0.045 Uiso 1 1 calc R U . . .
C5 C 0.7126(2) -0.0830(2) 0.52736(14) 0.0350(5) Uani 1 1 d . . . . .
H5A H 0.6705 -0.0253 0.5577 0.042 Uiso 1 1 calc R U . . .
C11 C 0.8001(2) 0.2616(2) 0.48156(14) 0.0325(5) Uani 1 1 d . . . . .
H11A H 0.6978 0.2338 0.4856 0.039 Uiso 1 1 calc R U . . .
H11B H 0.8248 0.1878 0.4502 0.039 Uiso 1 1 calc R U . . .
C4 C 0.6338(2) -0.2060(2) 0.49663(15) 0.0403(6) Uani 1 1 d . . . . .
H4 H 0.5381 -0.2329 0.5062 0.048 Uiso 1 1 calc R U . . .
C10 C 0.9136(3) 0.4317(2) 0.71030(15) 0.0403(6) Uani 1 1 d . . . . .
H10A H 0.9142 0.3605 0.7421 0.048 Uiso 1 1 calc R U . . .
H10B H 1.0115 0.4706 0.7001 0.048 Uiso 1 1 calc R U . . .
C12 C 0.8297(3) 0.3707(2) 0.43251(14) 0.0438(6) Uani 1 1 d . . . . .
H12A H 0.7906 0.4390 0.4584 0.053 Uiso 1 1 calc R U . . .
H12B H 0.9330 0.4079 0.4362 0.053 Uiso 1 1 calc R U . . .
N2 N 0.64797(18) 0.89130(15) 0.19234(11) 0.0267(4) Uani 1 1 d . . . . .
C18 C 0.4898(2) 0.87076(19) 0.00683(12) 0.0273(5) Uani 1 1 d . . . . .
C19 C 0.6015(2) 0.97000(19) 0.05734(13) 0.0259(4) Uani 1 1 d . . . . .
C14 C 0.2758(2) 0.7942(2) -0.09924(14) 0.0335(5) Uani 1 1 d . . . . .
H14 H 0.2053 0.8118 -0.1362 0.040 Uiso 1 1 calc R U . . .
C23 C 0.7447(2) 0.8352(2) 0.23834(14) 0.0320(5) Uani 1 1 d . . . . .
H23A H 0.7253 0.8378 0.2981 0.038 Uiso 1 1 calc R U . . .
H23B H 0.8427 0.8890 0.2396 0.038 Uiso 1 1 calc R U . . .
C13 C 0.3869(2) 0.89989(19) -0.05005(13) 0.0272(5) Uani 1 1 d . . . . .
C21 C 0.6217(2) 0.9976(2) 0.24854(14) 0.0335(5) Uani 1 1 d . . . . .
H21A H 0.5845 1.0517 0.2132 0.040 Uiso 1 1 calc R U . . .
H21B H 0.7123 1.0517 0.2821 0.040 Uiso 1 1 calc R U . . .
O3 O 0.37987(18) 0.89541(18) 0.26677(13) 0.0546(5) Uani 1 1 d . . . . .
H3A H 0.3760 0.8255 0.2358 0.066 Uiso 1 1 calc R U . . .
C17 C 0.4772(2) 0.7381(2) 0.00945(14) 0.0336(5) Uani 1 1 d . . . . .
H17 H 0.5443 0.7169 0.0469 0.040 Uiso 1 1 calc R U . . .
O4 O 0.59830(18) 0.61543(16) 0.20055(14) 0.0592(6) Uani 1 1 d . . . . .
H4A H 0.6004 0.5751 0.2414 0.071 Uiso 1 1 calc R U . . .
C20 C 0.7066(2) 0.9350(2) 0.11682(13) 0.0300(5) Uani 1 1 d . . . . .
H20A H 0.7387 0.8658 0.0854 0.036 Uiso 1 1 calc R U . . .
H20B H 0.7900 1.0110 0.1359 0.036 Uiso 1 1 calc R U . . .
C15 C 0.2688(2) 0.6701(2) -0.09432(14) 0.0384(6) Uani 1 1 d . . . . .
H15 H 0.1940 0.6022 -0.1276 0.046 Uiso 1 1 calc R U . . .
C16 C 0.3723(3) 0.6414(2) -0.04001(14) 0.0384(6) Uani 1 1 d . . . . .
H16 H 0.3685 0.5542 -0.0380 0.046 Uiso 1 1 calc R U . . .
C22 C 0.5190(3) 0.9533(2) 0.30884(16) 0.0442(6) Uani 1 1 d . . . . .
H22A H 0.5499 0.8906 0.3393 0.053 Uiso 1 1 calc R U . . .
H22B H 0.5198 1.0280 0.3519 0.053 Uiso 1 1 calc R U . . .
C24 C 0.7335(2) 0.6992(2) 0.20016(17) 0.0408(6) Uani 1 1 d . . . . .
H24A H 0.7544 0.6961 0.1407 0.049 Uiso 1 1 calc R U . . .
H24B H 0.8049 0.6695 0.2328 0.049 Uiso 1 1 calc R U . . .
O7 O 0.66319(17) 0.36031(16) 0.82969(11) 0.0501(5) Uani 1 1 d . . . . .
H7A H 0.6705 0.3437 0.8870 0.060 Uiso 1 1 d R U . . .
H7B H 0.5749 0.3781 0.8168 0.060 Uiso 1 1 d 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'
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
C33 N3 C35 110.57(16) . .
C33 N3 C32 111.72(15) . .
C35 N3 C32 110.54(16) . .
C28 C29 C30 119.76(17) . .
C28 C29 C32 118.77(17) . .
C30 C29 C32 121.35(18) . .
C29 C28 C27 121.56(18) . .
C29 C28 C30 120.63(17) . 2
C27 C28 C30 117.81(18) . 2
C29 C30 C31 122.49(18) . .
C29 C30 C28 119.60(18) . 2
C31 C30 C28 117.86(18) . 2
C26 C27 C28 121.90(19) . .
N3 C35 C36 111.99(18) . .
N3 C33 C34 112.05(17) . .
C31 C25 C26 120.5(2) 2 .
O6 C34 C33 111.80(17) . .
N3 C32 C29 113.77(16) . .
C27 C26 C25 120.3(2) . .
C25 C31 C30 121.5(2) 2 .
O5 C36 C35 112.9(2) . .
C11 N1 C9 111.93(17) . .
C11 N1 C8 112.05(16) . .
C9 N1 C8 109.73(16) . .
C7 C6 C5 122.96(19) . .
C7 C6 C1 119.88(19) . .
C5 C6 C1 117.16(19) . .
C7 C1 C2 121.30(19) 2_756 .
C7 C1 C6 120.13(18) 2_756 .
C2 C1 C6 118.56(19) . .
C6 C7 C1 119.98(18) . 2_756
C6 C7 C8 121.34(19) . .
C1 C7 C8 118.61(18) 2_756 .
C3 C2 C1 121.9(2) . .
N1 C9 C10 112.10(18) . .
N1 C8 C7 114.16(17) . .
C2 C3 C4 119.6(2) . .
C4 C5 C6 121.8(2) . .
N1 C11 C12 112.52(18) . .
C5 C4 C3 121.0(2) . .
O1 C10 C9 111.71(19) . .
O2 C12 C11 111.67(19) . .
C21 N2 C23 110.59(16) . .
C21 N2 C20 110.96(16) . .
C23 N2 C20 109.85(16) . .
C19 C18 C17 121.25(19) . .
C19 C18 C13 120.92(18) . .
C17 C18 C13 117.82(18) . .
C18 C19 C13 119.30(18) . 2_675
C18 C19 C20 119.13(18) . .
C13 C19 C20 121.56(18) 2_675 .
C15 C14 C13 121.8(2) . .
N2 C23 C24 113.94(18) . .
C19 C13 C18 119.77(18) 2_675 .
C19 C13 C14 122.27(19) 2_675 .
C18 C13 C14 117.95(18) . .
N2 C21 C22 113.27(18) . .
C16 C17 C18 122.0(2) . .
N2 C20 C19 112.76(17) . .
C14 C15 C16 120.2(2) . .
C17 C16 C15 120.1(2) . .
O3 C22 C21 112.6(2) . .
O4 C24 C23 111.9(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O6 C34 1.424(2) .
O5 C36 1.424(3) .
N3 C33 1.465(3) .
N3 C35 1.472(2) .
N3 C32 1.476(2) .
C29 C28 1.405(3) .
C29 C30 1.410(3) .
C29 C32 1.519(3) .
C28 C27 1.430(3) .
C28 C30 1.444(3) 2
C30 C31 1.434(3) .
C30 C28 1.444(3) 2
C27 C26 1.350(3) .
C35 C36 1.492(3) .
C33 C34 1.505(3) .
C25 C31 1.355(3) 2
C25 C26 1.413(3) .
C31 C25 1.354(3) 2
O2 C12 1.423(3) .
N1 C11 1.464(3) .
N1 C9 1.465(3) .
N1 C8 1.482(3) .
O1 C10 1.415(2) .
C6 C7 1.405(3) .
C6 C5 1.435(3) .
C6 C1 1.438(3) .
C1 C7 1.409(3) 2_756
C1 C2 1.432(3) .
C7 C1 1.409(3) 2_756
C7 C8 1.512(3) .
C2 C3 1.358(3) .
C9 C10 1.519(3) .
C3 C4 1.410(3) .
C5 C4 1.356(3) .
C11 C12 1.499(3) .
N2 C21 1.463(3) .
N2 C23 1.466(3) .
N2 C20 1.475(3) .
C18 C19 1.413(3) .
C18 C17 1.431(3) .
C18 C13 1.433(3) .
C19 C13 1.420(3) 2_675
C19 C20 1.506(3) .
C14 C15 1.355(3) .
C14 C13 1.437(3) .
C23 C24 1.498(3) .
C13 C19 1.420(3) 2_675
C21 C22 1.503(3) .
O3 C22 1.412(3) .
C17 C16 1.358(3) .
O4 C24 1.409(3) .
C15 C16 1.410(3) .
