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#$Date: 2022-09-01 01:55:39 +0300 (Thu, 01 Sep 2022) $
#$Revision: 277512 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/10/7711094.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_7711094
loop_
_publ_author_name
'Thangavel, Muthu Kumar'
'Harrowfield, Jack'
'Bailly, Corinne'
'Karmazin, Lydia'
'Stadler, Adrian-Mihail'
_publ_section_title
;
 Modulation of the structural information in shape-defined heterocyclic
 strands: the case of a (pyridine-hydrazone)2pyrazine ligand
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT01684B
_journal_year                    2022
_chemical_formula_moiety         'C18 H18 Ag N8, C F3 O3 S'
_chemical_formula_sum            'C19 H18 Ag F3 N8 O3 S'
_chemical_formula_weight         603.34
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2022-05-11 deposited with the CCDC.	2022-08-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.048(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.1904(3)
_cell_length_b                   13.6729(4)
_cell_length_c                   12.2821(4)
_cell_measurement_reflns_used    9909
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      30.10
_cell_measurement_theta_min      2.23
_cell_volume                     2211.96(11)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  triumph
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0605
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            59931
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.102
_diffrn_reflns_theta_min         1.546
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    1.072
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6347
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.812
_exptl_crystal_description       prism
_exptl_crystal_F_000             1208
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.100
_refine_diff_density_max         2.662
_refine_diff_density_min         -1.077
_refine_diff_density_rms         0.112
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         6519
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0721
_refine_ls_R_factor_gt           0.0467
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0541P)²+4.9319P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1080
_refine_ls_wR_factor_ref         0.1240
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4769
_reflns_number_total             6519
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt01684b1.cif
_cod_data_source_block           AgLOTf
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7711094
_shelx_shelxl_version_number     2014/7
_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   0.791
_shelx_estimated_absorpt_t_max   0.900
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_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
C1 C 0.6054(2) 1.0851(2) 1.1808(3) 0.0267(6) Uani 1 1 d . . . . .
H1 H 0.6520 1.1375 1.1743 0.032 Uiso 1 1 calc R U . . .
C2 C 0.5345(3) 1.0910(3) 1.2599(3) 0.0319(7) Uani 1 1 d . . . . .
H2 H 0.5334 1.1459 1.3072 0.038 Uiso 1 1 calc R U . . .
C3 C 0.4656(3) 1.0158(3) 1.2690(3) 0.0309(7) Uani 1 1 d . . . . .
H3 H 0.4170 1.0177 1.3234 0.037 Uiso 1 1 calc R U . . .
C4 C 0.4684(2) 0.9376(2) 1.1976(2) 0.0250(6) Uani 1 1 d . . . . .
H4 H 0.4202 0.8861 1.2006 0.030 Uiso 1 1 calc R U . . .
C5 C 0.5432(2) 0.9355(2) 1.1212(2) 0.0202(5) Uani 1 1 d . . . . .
C6 C 0.5491(2) 0.8480(2) 1.0530(2) 0.0220(6) Uani 1 1 d . . . . .
H6 H 0.5038 0.7953 1.0636 0.026 Uiso 1 1 calc R U . . .
C7 C 0.5677(3) 0.6680(2) 0.9612(3) 0.0318(7) Uani 1 1 d . . . . .
H7A H 0.5859 0.6563 1.0386 0.048 Uiso 1 1 calc R U . . .
H7B H 0.5878 0.6114 0.9184 0.048 Uiso 1 1 calc R U . . .
H7C H 0.4942 0.6778 0.9512 0.048 Uiso 1 1 calc R U . . .
C8 C 0.6851(2) 0.7505(2) 0.8392(2) 0.0189(5) Uani 1 1 d . . . . .
C9 C 0.7706(2) 0.6570(2) 0.7200(2) 0.0224(6) Uani 1 1 d . . . . .
H9 H 0.7901 0.5947 0.6940 0.027 Uiso 1 1 calc R U . . .
C10 C 0.8059(2) 0.7407(2) 0.6706(2) 0.0199(5) Uani 1 1 d . . . . .
C11 C 0.7220(2) 0.8345(2) 0.7909(2) 0.0221(6) Uani 1 1 d . . . . .
H11 H 0.7038 0.8968 0.8180 0.026 Uiso 1 1 calc R U . . .
C12 C 0.9286(3) 0.8191(3) 0.5506(3) 0.0374(8) Uani 1 1 d . . . . .
H12A H 1.0010 0.8043 0.5637 0.056 Uiso 1 1 calc R U . . .
H12B H 0.9111 0.8765 0.5935 0.056 Uiso 1 1 calc R U . . .
H12C H 0.9145 0.8327 0.4729 0.056 Uiso 1 1 calc R U . . .
C13 C 0.9352(2) 0.6385(2) 0.4544(2) 0.0221(6) Uani 1 1 d . . . . .
H13 H 0.9834 0.6884 0.4422 0.026 Uiso 1 1 calc R U . . .
C14 C 0.9346(2) 0.5491(2) 0.3886(2) 0.0204(5) Uani 1 1 d . . . . .
C15 C 1.0085(2) 0.5388(3) 0.3124(2) 0.0256(6) Uani 1 1 d . . . . .
H15 H 1.0601 0.5868 0.3070 0.031 Uiso 1 1 calc R U . . .
C16 C 1.0059(3) 0.4579(3) 0.2448(3) 0.0302(7) Uani 1 1 d . . . . .
H16 H 1.0543 0.4508 0.1907 0.036 Uiso 1 1 calc R U . . .
C17 C 0.9324(3) 0.3876(3) 0.2568(3) 0.0298(7) Uani 1 1 d . . . . .
H17 H 0.9300 0.3308 0.2122 0.036 Uiso 1 1 calc R U . . .
C18 C 0.8620(2) 0.4015(2) 0.3353(3) 0.0266(6) Uani 1 1 d . . . . .
H18 H 0.8119 0.3527 0.3443 0.032 Uiso 1 1 calc R U . . .
C19 C 0.7778(3) 0.4008(3) -0.0363(4) 0.0457(10) Uani 1 1 d . . . . .
N1 N 0.61107(19) 1.00826(18) 1.1128(2) 0.0211(5) Uani 1 1 d . . . . .
N2 N 0.61437(19) 0.84108(18) 0.9789(2) 0.0203(5) Uani 1 1 d . . . . .
N3 N 0.6200(2) 0.75451(18) 0.9252(2) 0.0232(5) Uani 1 1 d . . . . .
N4 N 0.7097(2) 0.66208(19) 0.8033(2) 0.0237(5) Uani 1 1 d . . . . .
N5 N 0.7826(2) 0.82932(19) 0.7070(2) 0.0236(5) Uani 1 1 d . . . . .
N6 N 0.8688(2) 0.73612(19) 0.5825(2) 0.0238(5) Uani 1 1 d . . . . .
N7 N 0.87069(19) 0.64971(18) 0.5288(2) 0.0209(5) Uani 1 1 d . . . . .
N8 N 0.86173(19) 0.48151(19) 0.3994(2) 0.0222(5) Uani 1 1 d . . . . .
O1 O 0.6962(2) 0.3236(2) 0.1284(2) 0.0472(7) Uani 1 1 d . . . . .
O2 O 0.6755(2) 0.2420(2) -0.0476(2) 0.0442(7) Uani 1 1 d . . . . .
O3 O 0.8384(2) 0.2400(2) 0.0542(2) 0.0413(6) Uani 1 1 d . . . . .
F1 F 0.6985(3) 0.4599(2) -0.0483(3) 0.0845(11) Uani 1 1 d . . . . .
F2 F 0.8530(2) 0.4479(2) 0.0186(3) 0.0710(9) Uani 1 1 d . . . . .
F3 F 0.8103(2) 0.3821(3) -0.1347(2) 0.0768(10) Uani 1 1 d . . . . .
S1 S 0.74283(6) 0.28903(6) 0.03291(7) 0.02807(17) Uani 1 1 d . . . . .
Ag1 Ag 0.73642(2) 0.99481(2) 1.00511(2) 0.03075(9) Uani 1 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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ag Ag -0.8971 1.1015 '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
_geom_angle_publ_flag
N1 C1 C2 122.8(3) . . ?
N1 C1 H1 118.6 . . ?
C2 C1 H1 118.6 . . ?
C3 C2 C1 119.0(3) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 119.0(3) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C3 C4 C5 119.0(3) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
N1 C5 C4 122.1(3) . . ?
N1 C5 C6 120.3(2) . . ?
C4 C5 C6 117.5(3) . . ?
N2 C6 C5 121.5(3) . . ?
N2 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
N3 C7 H7A 109.5 . . ?
N3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N4 C8 C11 120.7(3) . . ?
N4 C8 N3 117.1(3) . . ?
C11 C8 N3 122.2(3) . . ?
N4 C9 C10 121.4(3) . . ?
N4 C9 H9 119.3 . . ?
C10 C9 H9 119.3 . . ?
N5 C10 C9 120.9(3) . . ?
N5 C10 N6 117.2(3) . . ?
C9 C10 N6 121.8(3) . . ?
N5 C11 C8 121.3(3) . . ?
N5 C11 H11 119.3 . . ?
C8 C11 H11 119.3 . . ?
N6 C12 H12A 109.5 . . ?
N6 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N6 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N7 C13 C14 120.3(3) . . ?
N7 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
N8 C14 C15 121.7(3) . . ?
N8 C14 C13 120.2(2) . . ?
C15 C14 C13 118.1(3) . . ?
C16 C15 C14 119.2(3) . . ?
C16 C15 H15 120.4 . . ?
C14 C15 H15 120.4 . . ?
C17 C16 C15 119.2(3) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C16 C17 C18 118.7(3) . . ?
C16 C17 H17 120.7 . . ?
C18 C17 H17 120.7 . . ?
N8 C18 C17 122.6(3) . . ?
N8 C18 H18 118.7 . . ?
C17 C18 H18 118.7 . . ?
F1 C19 F3 107.9(4) . . ?
F1 C19 F2 108.9(4) . . ?
F3 C19 F2 106.6(4) . . ?
F1 C19 S1 110.3(3) . . ?
F3 C19 S1 111.4(3) . . ?
F2 C19 S1 111.6(3) . . ?
C5 N1 C1 118.1(3) . . ?
C5 N1 Ag1 120.85(19) . . ?
C1 N1 Ag1 120.7(2) . . ?
C6 N2 N3 117.6(3) . . ?
N2 N3 C8 116.9(2) . . ?
N2 N3 C7 121.5(2) . . ?
C8 N3 C7 121.3(2) . . ?
C8 N4 C9 117.9(3) . . ?
C10 N5 C11 117.7(3) . . ?
N7 N6 C10 116.3(2) . . ?
N7 N6 C12 121.8(2) . . ?
C10 N6 C12 121.9(2) . . ?
C13 N7 N6 118.6(3) . . ?
C14 N8 C18 118.5(3) . . ?
C14 N8 Ag1 121.67(19) . 4_575 ?
C18 N8 Ag1 119.6(2) . 4_575 ?
O1 S1 O3 114.51(18) . . ?
O1 S1 O2 115.57(17) . . ?
O3 S1 O2 114.71(18) . . ?
O1 S1 C19 103.6(2) . . ?
O3 S1 C19 103.58(19) . . ?
O2 S1 C19 102.47(19) . . ?
N1 Ag1 N8 166.61(10) . 4_576 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.347(4) . ?
C1 C2 1.386(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.380(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.385(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.398(4) . ?
C4 H4 0.9500 . ?
C5 N1 1.346(4) . ?
C5 C6 1.464(4) . ?
C6 N2 1.290(4) . ?
C6 H6 0.9500 . ?
C7 N3 1.450(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 N4 1.332(4) . ?
C8 C11 1.393(4) . ?
C8 N3 1.397(3) . ?
C9 N4 1.336(4) . ?
C9 C10 1.388(4) . ?
C9 H9 0.9500 . ?
C10 N5 1.333(4) . ?
C10 N6 1.399(4) . ?
C11 N5 1.339(4) . ?
C11 H11 0.9500 . ?
C12 N6 1.449(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 N7 1.291(4) . ?
C13 C14 1.465(4) . ?
C13 H13 0.9500 . ?
C14 N8 1.344(4) . ?
C14 C15 1.395(4) . ?
C15 C16 1.382(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.379(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.387(4) . ?
C17 H17 0.9500 . ?
C18 N8 1.347(4) . ?
C18 H18 0.9500 . ?
C19 F1 1.324(5) . ?
C19 F3 1.328(6) . ?
C19 F2 1.334(5) . ?
C19 S1 1.820(4) . ?
N1 Ag1 2.180(2) . ?
N2 N3 1.359(3) . ?
N6 N7 1.354(3) . ?
N8 Ag1 2.180(2) 4_575 ?
O1 S1 1.434(3) . ?
O2 S1 1.445(3) . ?
O3 S1 1.439(3) . ?
Ag1 N8 2.180(3) 4_576 ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 -0.9(5) . . . . ?
C1 C2 C3 C4 -1.0(5) . . . . ?
C2 C3 C4 C5 2.2(5) . . . . ?
C3 C4 C5 N1 -1.7(5) . . . . ?
C3 C4 C5 C6 175.2(3) . . . . ?
N1 C5 C6 N2 -4.6(5) . . . . ?
C4 C5 C6 N2 178.5(3) . . . . ?
N4 C9 C10 N5 2.0(5) . . . . ?
N4 C9 C10 N6 -179.3(3) . . . . ?
N4 C8 C11 N5 0.3(5) . . . . ?
N3 C8 C11 N5 -178.5(3) . . . . ?
N7 C13 C14 N8 5.3(4) . . . . ?
N7 C13 C14 C15 -177.4(3) . . . . ?
N8 C14 C15 C16 1.1(5) . . . . ?
C13 C14 C15 C16 -176.2(3) . . . . ?
C14 C15 C16 C17 -2.2(5) . . . . ?
C15 C16 C17 C18 1.3(5) . . . . ?
C16 C17 C18 N8 0.8(5) . . . . ?
C4 C5 N1 C1 -0.2(4) . . . . ?
C6 C5 N1 C1 -176.9(3) . . . . ?
C4 C5 N1 Ag1 173.2(2) . . . . ?
C6 C5 N1 Ag1 -3.6(4) . . . . ?
C2 C1 N1 C5 1.5(5) . . . . ?
C2 C1 N1 Ag1 -171.9(3) . . . . ?
C5 C6 N2 N3 175.0(3) . . . . ?
C6 N2 N3 C8 175.0(3) . . . . ?
C6 N2 N3 C7 -10.2(4) . . . . ?
N4 C8 N3 N2 164.5(3) . . . . ?
C11 C8 N3 N2 -16.6(4) . . . . ?
N4 C8 N3 C7 -10.3(4) . . . . ?
C11 C8 N3 C7 168.6(3) . . . . ?
C11 C8 N4 C9 0.0(4) . . . . ?
N3 C8 N4 C9 178.9(3) . . . . ?
C10 C9 N4 C8 -1.2(5) . . . . ?
C9 C10 N5 C11 -1.6(4) . . . . ?
N6 C10 N5 C11 179.6(3) . . . . ?
C8 C11 N5 C10 0.4(4) . . . . ?
N5 C10 N6 N7 -163.5(3) . . . . ?
C9 C10 N6 N7 17.7(4) . . . . ?
N5 C10 N6 C12 16.6(5) . . . . ?
C9 C10 N6 C12 -162.1(3) . . . . ?
C14 C13 N7 N6 -175.3(3) . . . . ?
C10 N6 N7 C13 -172.9(3) . . . . ?
C12 N6 N7 C13 7.0(5) . . . . ?
C15 C14 N8 C18 0.9(4) . . . . ?
C13 C14 N8 C18 178.2(3) . . . . ?
C15 C14 N8 Ag1 -172.9(2) . . . 4_575 ?
C13 C14 N8 Ag1 4.3(4) . . . 4_575 ?
C17 C18 N8 C14 -1.9(5) . . . . ?
C17 C18 N8 Ag1 172.1(2) . . . 4_575 ?
F1 C19 S1 O1 -51.9(4) . . . . ?
F3 C19 S1 O1 -171.7(3) . . . . ?
F2 C19 S1 O1 69.3(4) . . . . ?
F1 C19 S1 O3 -171.7(3) . . . . ?
F3 C19 S1 O3 68.5(3) . . . . ?
F2 C19 S1 O3 -50.5(4) . . . . ?
F1 C19 S1 O2 68.7(3) . . . . ?
F3 C19 S1 O2 -51.1(3) . . . . ?
F2 C19 S1 O2 -170.1(3) . . . . ?
