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#$Date: 2025-08-21 03:34:05 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301843 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/50/4515059.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_4515059
loop_
_publ_author_name
'Cai, Li-Zhen'
'Chen, Xiang-Yi'
'Wang, Ming-Sheng'
'Guo, Guo-Cong'
_publ_section_title
;
 Photochromic Lanthanide(III) Materials with Ion Sensing Based on
 Pyridinium Tetrazolate Zwitterion.
;
_journal_issue                   4
_journal_name_full               'ACS omega'
_journal_page_first              7492
_journal_page_last               7497
_journal_paper_doi               10.1021/acsomega.8b03662
_journal_volume                  4
_journal_year                    2019
_chemical_formula_moiety         'H8 N3 O13 Tb, C7 H7 N5'
_chemical_formula_sum            'C7 H15 N8 O13 Tb'
_chemical_formula_weight         578.19
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.105(5)
_cell_angle_beta                 92.035(5)
_cell_angle_gamma                100.717(6)
_cell_formula_units_Z            2
_cell_length_a                   6.5400(4)
_cell_length_b                   10.7434(6)
_cell_length_c                   13.3014(9)
_cell_measurement_reflns_used    7413
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.1400
_cell_measurement_theta_min      2.5830
_cell_volume                     917.67(10)
_computing_cell_refinement
;
CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)
;
_computing_data_collection
;
CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)
;
_computing_data_reduction
;
CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector                 PILT
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.967
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_device_type  'Rigaku Pilatus 200K'
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_measurement_specimen_support Fiber
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0447
_diffrn_reflns_av_unetI/netI     0.0376
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9165
_diffrn_reflns_theta_full        27.10
_diffrn_reflns_theta_max         27.10
_diffrn_reflns_theta_min         2.45
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           80.0
_diffrn_source_power             4.0
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    3.938
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.39117
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.092
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             564
_exptl_crystal_preparation       Fiber
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.718
_refine_diff_density_min         -1.407
_refine_diff_density_rms         0.234
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     287
_refine_ls_number_reflns         4065
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.0300
_refine_ls_R_factor_gt           0.0280
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0560P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0753
_refine_ls_wR_factor_ref         0.0764
_reflns_number_gt                3713
_reflns_number_total             4065
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ao8b03662_si_009.cif
_cod_data_source_block           compound8
_cod_database_code               4515059
_reflns_odcompleteness_completeness 96.73
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.04
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 O17-H17B = O17-H17A = O16-H16A = O16-H16B = O15-H15A = O15-H15B = O14-H14A =
 O14-H14B
 0.85 with sigma of 0.01
3.a Aromatic/amide H refined with riding coordinates:
 C23(H23), C24(H24), C25(H25), C26(H26)
3.b Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C)
;
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-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_calc_flag
_atom_site_refinement_flags_posn
N11 N 0.2280(5) 0.5991(3) 0.3545(2) 0.0358(7) Uani 1 d .
N12 N 0.3470(6) 0.5123(3) 0.1078(3) 0.0431(8) Uani 1 d .
N13 N 0.2712(5) 0.8721(3) 0.0506(2) 0.0372(7) Uani 1 d .
O11A O 0.4204(4) 0.6212(3) 0.3730(2) 0.0433(6) Uani 1 d .
O11B O 0.1654(4) 0.6543(3) 0.27752(19) 0.0354(6) Uani 1 d .
O11C O 0.1065(6) 0.5294(4) 0.4055(3) 0.0677(10) Uani 1 d .
O12A O 0.4640(6) 0.5243(3) 0.1867(3) 0.0552(8) Uani 1 d .
O12B O 0.3100(6) 0.6119(3) 0.0710(2) 0.0585(8) Uani 1 d .
O12C O 0.2780(7) 0.4065(3) 0.0735(3) 0.0740(11) Uani 1 d .
O13A O 0.2136(5) 0.8537(3) 0.1410(2) 0.0422(6) Uani 1 d .
O13B O 0.4507(4) 0.8605(3) 0.0326(2) 0.0448(6) Uani 1 d .
O13C O 0.1474(5) 0.8982(4) -0.0149(3) 0.0656(10) Uani 1 d .
O14 O 0.7808(4) 0.7189(3) 0.1091(2) 0.0517(8) Uani 1 d D
H14B H 0.766(9) 0.676(5) 0.054(3) 0.077 Uiso 1 d DR
H14A H 0.893(5) 0.763(5) 0.090(4) 0.077 Uiso 1 d DR
O15 O 0.7227(5) 0.9591(3) 0.1884(2) 0.0425(6) Uani 1 d D
H15B H 0.732(8) 0.999(4) 0.133(2) 0.064 Uiso 1 d DR
H15A H 0.794(7) 1.003(4) 0.235(3) 0.064 Uiso 1 d DR
O16 O 0.8022(4) 0.7453(3) 0.3148(2) 0.0458(7) Uani 1 d D
H16A H 0.835(8) 0.772(5) 0.3744(17) 0.069 Uiso 1 d DR
H16B H 0.906(6) 0.717(5) 0.294(4) 0.069 Uiso 1 d DR
O17 O 0.4445(4) 0.8921(2) 0.3459(2) 0.0388(6) Uani 1 d D
H17B H 0.347(5) 0.883(5) 0.387(3) 0.058 Uiso 1 d DR
H17A H 0.530(7) 0.958(3) 0.365(4) 0.058 Uiso 1 d DR
Tb1 Tb 0.50527(2) 0.757349(12) 0.213015(10) 0.02463(8) Uani 1 d .
C21 C 0.9090(5) 0.8319(3) 0.6042(3) 0.0269(7) Uani 1 d .
C22 C 0.7129(5) 0.7850(3) 0.6524(3) 0.0285(7) Uani 1 d .
C23 C 0.6777(6) 0.8281(4) 0.7481(3) 0.0374(8) Uani 1 d .
H23 H 0.7770 0.8895 0.7807 0.045 Uiso 1 calc R
C24 C 0.4964(6) 0.7795(4) 0.7938(3) 0.0404(9) Uani 1 d .
H24 H 0.4740 0.8081 0.8578 0.048 Uiso 1 calc R
C25 C 0.3778(6) 0.6485(4) 0.6553(3) 0.0386(8) Uani 1 d .
H25 H 0.2748 0.5881 0.6241 0.046 Uiso 1 calc R
C26 C 0.5581(6) 0.6941(3) 0.6065(3) 0.0343(8) Uani 1 d .
H26 H 0.5767 0.6640 0.5425 0.041 Uiso 1 calc R
C27 C 0.1606(7) 0.6378(5) 0.8026(4) 0.0518(11) Uani 1 d .
H27A H 0.0862 0.5642 0.7672 0.078 Uiso 1 calc GR
H27B H 0.0731 0.7000 0.8067 0.078 Uiso 1 calc GR
H27C H 0.1994 0.6143 0.8692 0.078 Uiso 1 calc GR
N21 N 0.9479(5) 0.8101(3) 0.5085(2) 0.0335(6) Uani 1 d .
N22 N 1.1438(5) 0.8676(3) 0.4970(2) 0.0355(7) Uani 1 d .
N23 N 1.2207(5) 0.9223(3) 0.5823(3) 0.0374(7) Uani 1 d .
N24 N 1.0761(5) 0.9015(3) 0.6513(2) 0.0334(6) Uani 1 d .
N25 N 0.3502(5) 0.6913(3) 0.7481(3) 0.0360(7) Uani 1 d .
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'
Tb Tb -0.1723 4.1537 '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
O11A N11 O11B 115.8(3)
O11C N11 O11A 122.9(3)
O11C N11 O11B 121.3(3)
O12B N12 O12A 116.0(3)
O12C N12 O12A 119.6(4)
O12C N12 O12B 124.4(4)
O13B N13 O13A 117.3(3)
O13B N13 O13C 122.8(3)
O13C N13 O13A 119.9(3)
N11 O11A Tb1 94.3(2)
N11 O11B Tb1 99.77(19)
N12 O12A Tb1 99.3(2)
N12 O12B Tb1 95.1(2)
N13 O13A Tb1 100.3(2)
N13 O13B Tb1 92.4(2)
H14B O14 H14A 91(5)
Tb1 O14 H14B 126(4)
Tb1 O14 H14A 135(4)
H15B O15 H15A 111(5)
Tb1 O15 H15B 125(4)
Tb1 O15 H15A 124(4)
H16A O16 H16B 106(5)
Tb1 O16 H16A 130(4)
Tb1 O16 H16B 123(4)
H17B O17 H17A 106(5)
Tb1 O17 H17B 130(3)
Tb1 O17 H17A 124(4)
O11A Tb1 O13B 159.50(10)
O11B Tb1 O11A 49.87(8)
O11B Tb1 O12A 71.42(11)
O11B Tb1 O12B 72.52(10)
O11B Tb1 O13A 68.29(9)
O11B Tb1 O13B 110.18(8)
O12A Tb1 O11A 64.82(10)
O12A Tb1 O12B 49.39(11)
O12A Tb1 O13A 114.87(11)
O12A Tb1 O13B 107.30(10)
O12B Tb1 O11A 102.63(10)
O12B Tb1 O13B 61.89(9)
O13A Tb1 O11A 115.41(9)
O13A Tb1 O12B 70.62(10)
O13A Tb1 O13B 48.76(9)
O14 Tb1 O11A 119.24(11)
O14 Tb1 O11B 142.17(10)
O14 Tb1 O12A 71.97(12)
O14 Tb1 O12B 76.69(11)
O14 Tb1 O13A 120.69(11)
O14 Tb1 O13B 72.38(11)
O15 Tb1 O11A 132.08(9)
O15 Tb1 O11B 143.00(10)
O15 Tb1 O12A 145.55(11)
O15 Tb1 O12B 125.17(10)
O15 Tb1 O13A 86.44(10)
O15 Tb1 O13B 65.52(9)
O15 Tb1 O14 73.85(11)
O16 Tb1 O11A 66.98(10)
O16 Tb1 O11B 116.70(10)
O16 Tb1 O12A 87.40(12)
O16 Tb1 O12B 132.38(11)
O16 Tb1 O13A 156.86(11)
O16 Tb1 O13B 133.11(10)
O16 Tb1 O14 70.55(10)
O16 Tb1 O15 77.27(12)
O16 Tb1 O17 81.79(10)
O17 Tb1 O11A 71.40(9)
O17 Tb1 O11B 75.54(9)
O17 Tb1 O12A 135.66(10)
O17 Tb1 O12B 141.32(11)
O17 Tb1 O13A 77.73(10)
O17 Tb1 O13B 111.39(10)
O17 Tb1 O14 140.47(10)
O17 Tb1 O15 72.88(9)
N21 C21 C22 125.0(3)
N21 C21 N24 110.9(3)
N24 C21 C22 124.1(3)
C23 C22 C21 120.4(3)
C26 C22 C21 121.7(3)
C26 C22 C23 117.8(3)
C22 C23 H23 120.2
C24 C23 C22 119.7(4)
C24 C23 H23 120.2
C23 C24 H24 119.4
N25 C24 C23 121.3(4)
N25 C24 H24 119.4
C26 C25 H25 119.9
N25 C25 H25 119.9
N25 C25 C26 120.2(4)
C22 C26 H26 119.8
C25 C26 C22 120.4(3)
C25 C26 H26 119.8
H27A C27 H27B 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
N25 C27 H27A 109.5
N25 C27 H27B 109.5
N25 C27 H27C 109.5
N22 N21 C21 105.1(3)
N23 N22 N21 109.6(3)
N22 N23 N24 109.3(3)
N23 N24 C21 105.1(3)
C24 N25 C25 120.7(3)
C24 N25 C27 119.2(4)
C25 N25 C27 120.1(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N11 O11A 1.252(4)
N11 O11B 1.278(4)
N11 O11C 1.212(4)
N12 O12A 1.268(5)
N12 O12B 1.238(4)
N12 O12C 1.223(4)
N13 O13A 1.277(4)
N13 O13B 1.235(4)
N13 O13C 1.236(4)
O11A Tb1 2.602(3)
O11B Tb1 2.475(2)
O12A Tb1 2.490(3)
O12B Tb1 2.592(3)
O13A Tb1 2.498(3)
O13B Tb1 2.685(3)
O14 H14B 0.851(10)
O14 H14A 0.846(10)
O14 Tb1 2.405(3)
O15 H15B 0.846(10)
O15 H15A 0.850(10)
O15 Tb1 2.391(3)
O16 H16A 0.850(10)
O16 H16B 0.851(10)
O16 Tb1 2.351(3)
O17 H17B 0.848(10)
O17 H17A 0.849(10)
O17 Tb1 2.373(2)
C21 C22 1.459(5)
C21 N21 1.337(4)
C21 N24 1.338(4)
C22 C23 1.396(5)
C22 C26 1.392(5)
C23 H23 0.9300
C23 C24 1.367(6)
C24 H24 0.9300
C24 N25 1.342(5)
C25 H25 0.9300
C25 C26 1.376(5)
C25 N25 1.347(5)
C26 H26 0.9300
C27 H27A 0.9600
C27 H27B 0.9600
C27 H27C 0.9600
C27 N25 1.481(5)
N21 N22 1.329(4)
N22 N23 1.316(5)
N23 N24 1.330(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168345551
