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#$Date: 2021-04-05 18:09:26 +0300 (Mon, 05 Apr 2021) $
#$Revision: 263806 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/03/7060371.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_7060371
loop_
_publ_author_name
'Ganie, Arshid A.'
'Ismail, Thufail M.'
'Sajith, P. K.'
'Dar, Aijaz A.'
_publ_section_title
;
 Validation of the supramolecular synthon preference through DFT and
 physicochemical property investigations of pyridyl salts of
 organo-sulfonates
;
_journal_issue                   10
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              4780
_journal_page_last               4790
_journal_paper_doi               10.1039/D0NJ05485B
_journal_volume                  45
_journal_year                    2021
_chemical_formula_moiety         'C18 H15 Cl0 N O6 S'
_chemical_formula_sum            'C18 H15 Cl0 N O6 S'
_chemical_formula_weight         373.37
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2020-09-18 deposited with the CCDC.	2021-02-01 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 98.129(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.2663(5)
_cell_length_b                   12.7935(5)
_cell_length_c                   11.3030(5)
_cell_measurement_reflns_used    2828
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.0000
_cell_measurement_theta_min      1.8070
_cell_volume                     1612.79(12)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Rigaku Saturn724+'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0666
_diffrn_reflns_av_sigmaI/netI    0.0854
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            4716
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.39
_exptl_absorpt_coefficient_mu    0.239
_exptl_absorpt_correction_T_max  0.9925
_exptl_absorpt_correction_T_min  0.9755
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.538
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.374
_refine_diff_density_min         -0.483
_refine_diff_density_rms         0.102
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         2828
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0734
_refine_ls_R_factor_gt           0.0614
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0890P)²+0.3035P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1560
_refine_ls_wR_factor_ref         0.1765
_reflns_number_gt                2248
_reflns_number_total             2828
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d0nj05485b2.cif
_cod_data_source_block           aag558_mo
_cod_depositor_comments
'Adding full bibliography for 7060371--7060373.cif.'
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               7060371
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.25606(6) 0.72796(6) 0.45254(6) 0.0180(3) Uani 1 1 d . . .
O1 O 0.27426(18) 0.77355(16) 0.57089(18) 0.0218(5) Uani 1 1 d . . .
O3 O 0.24936(19) 0.80728(16) 0.35754(18) 0.0246(5) Uani 1 1 d . . .
O5 O -0.25079(18) 0.58664(17) 0.5894(2) 0.0267(5) Uani 1 1 d . . .
O2 O 0.34024(18) 0.64516(17) 0.43381(19) 0.0260(5) Uani 1 1 d . . .
O6 O -0.11043(19) 0.68631(18) 0.69571(19) 0.0270(6) Uani 1 1 d . . .
H6A H -0.1598 0.6868 0.7425 0.041 Uiso 1 1 calc R . .
O4 O -0.22234(19) 0.53022(18) 0.3752(2) 0.0285(6) Uani 1 1 d . . .
H4A H -0.2582 0.5374 0.4330 0.043 Uiso 1 1 calc R . .
N1 N 0.4375(2) 0.4977(2) 0.2879(2) 0.0246(6) Uani 1 1 d . . .
H1N H 0.3817 0.5169 0.3279 0.029 Uiso 1 1 calc R . .
C11 C -0.1528(3) 0.6317(2) 0.6001(3) 0.0209(7) Uani 1 1 d . . .
C3 C -0.0746(2) 0.6287(2) 0.5064(2) 0.0174(6) Uani 1 1 d . . .
C4 C -0.1149(3) 0.5777(2) 0.3973(3) 0.0193(7) Uani 1 1 d . . .
C1 C 0.1108(2) 0.6702(2) 0.4340(2) 0.0157(6) Uani 1 1 d . . .
C15 C 0.6185(3) 0.4372(2) 0.1630(3) 0.0189(7) Uani 1 1 d . . .
C2 C 0.0402(3) 0.6744(2) 0.5227(3) 0.0177(6) Uani 1 1 d . . .
H2 H 0.0682 0.7076 0.5944 0.021 Uiso 1 1 calc R . .
C6 C 0.0698(3) 0.6213(2) 0.3257(3) 0.0218(7) Uani 1 1 d . . .
H6 H 0.1181 0.6193 0.2655 0.026 Uiso 1 1 calc R . .
C21 C 0.7208(3) 0.4067(2) 0.1012(3) 0.0179(7) Uani 1 1 d . . .
C20 C 0.5719(3) 0.5392(2) 0.1550(3) 0.0235(7) Uani 1 1 d . . .
H20 H 0.6026 0.5880 0.1063 0.028 Uiso 1 1 calc R . .
C22 C 0.7572(3) 0.4701(2) 0.0120(3) 0.0224(7) Uani 1 1 d . . .
H22 H 0.7137 0.5300 -0.0122 0.027 Uiso 1 1 calc R . .
C16 C 0.5667(3) 0.3679(2) 0.2350(3) 0.0242(7) Uani 1 1 d . . .
H16 H 0.5932 0.2990 0.2408 0.029 Uiso 1 1 calc R . .
C23 C 0.8565(3) 0.4449(2) -0.0405(3) 0.0241(7) Uani 1 1 d . . .
H23 H 0.8802 0.4885 -0.0987 0.029 Uiso 1 1 calc R . .
C26 C 0.7880(3) 0.3161(2) 0.1342(3) 0.0233(7) Uani 1 1 d . . .
H26 H 0.7661 0.2730 0.1937 0.028 Uiso 1 1 calc R . .
C19 C 0.4825(3) 0.5671(2) 0.2175(3) 0.0251(7) Uani 1 1 d . . .
H19 H 0.4524 0.6349 0.2114 0.030 Uiso 1 1 calc R . .
C5 C -0.0429(3) 0.5756(2) 0.3073(3) 0.0225(7) Uani 1 1 d . . .
H5 H -0.0702 0.5436 0.2347 0.027 Uiso 1 1 calc R . .
C17 C 0.4773(3) 0.3989(2) 0.2974(3) 0.0268(7) Uani 1 1 d . . .
H17 H 0.4443 0.3518 0.3462 0.032 Uiso 1 1 calc R . .
C24 C 0.9216(3) 0.3551(3) -0.0072(3) 0.0277(8) Uani 1 1 d . . .
H24 H 0.9887 0.3383 -0.0428 0.033 Uiso 1 1 calc R . .
C25 C 0.8858(3) 0.2905(3) 0.0794(3) 0.0276(8) Uani 1 1 d . . .
H25 H 0.9281 0.2293 0.1009 0.033 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 0.0033 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'
Cl Cl 0.1484 0.1585 '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'
S S 0.1246 0.1234 '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'
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
O1 S1 O2 114.66(12) . . ?
O1 S1 O3 112.49(12) . . ?
O2 S1 O3 111.26(13) . . ?
O1 S1 C1 106.48(13) . . ?
O2 S1 C1 106.71(12) . . ?
O3 S1 C1 104.41(13) . . ?
C11 O6 H6A 109.5 . . ?
C4 O4 H4A 109.5 . . ?
C19 N1 C17 121.5(3) . . ?
C19 N1 H1N 119.2 . . ?
C17 N1 H1N 119.2 . . ?
O5 C11 O6 122.8(3) . . ?
O5 C11 C3 122.4(3) . . ?
O6 C11 C3 114.8(3) . . ?
C2 C3 C4 118.8(3) . . ?
C2 C3 C11 121.9(3) . . ?
C4 C3 C11 119.3(3) . . ?
O4 C4 C5 117.3(3) . . ?
O4 C4 C3 122.7(3) . . ?
C5 C4 C3 119.9(3) . . ?
C2 C1 C6 120.4(3) . . ?
C2 C1 S1 121.2(2) . . ?
C6 C1 S1 118.3(2) . . ?
C16 C15 C20 116.6(3) . . ?
C16 C15 C21 121.9(3) . . ?
C20 C15 C21 121.5(3) . . ?
C1 C2 C3 120.5(3) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C5 C6 C1 120.2(3) . . ?
C5 C6 H6 119.9 . . ?
C1 C6 H6 119.9 . . ?
C22 C21 C26 117.8(3) . . ?
C22 C21 C15 120.9(3) . . ?
C26 C21 C15 121.1(3) . . ?
C19 C20 C15 120.6(3) . . ?
C19 C20 H20 119.7 . . ?
C15 C20 H20 119.7 . . ?
C23 C22 C21 120.9(3) . . ?
C23 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
C17 C16 C15 121.2(3) . . ?
C17 C16 H16 119.4 . . ?
C15 C16 H16 119.4 . . ?
C22 C23 C24 120.5(3) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C25 C26 C21 120.8(3) . . ?
C25 C26 H26 119.6 . . ?
C21 C26 H26 119.6 . . ?
N1 C19 C20 120.4(3) . . ?
N1 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C6 C5 C4 120.0(3) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
N1 C17 C16 119.7(3) . . ?
N1 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C25 C24 C23 119.4(3) . . ?
C25 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
C26 C25 C24 120.5(3) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
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
S1 O1 1.447(2) . ?
S1 O2 1.457(2) . ?
S1 O3 1.472(2) . ?
S1 C1 1.780(3) . ?
O5 C11 1.236(4) . ?
O6 C11 1.319(3) . ?
O6 H6A 0.8200 . ?
O4 C4 1.346(3) . ?
O4 H4A 0.8200 . ?
N1 C19 1.339(4) . ?
N1 C17 1.340(4) . ?
N1 H1N 0.8600 . ?
C11 C3 1.470(4) . ?
C3 C2 1.407(4) . ?
C3 C4 1.412(4) . ?
C4 C5 1.388(4) . ?
C1 C2 1.366(4) . ?
C1 C6 1.395(4) . ?
C15 C16 1.386(4) . ?
C15 C20 1.404(4) . ?
C15 C21 1.483(4) . ?
C2 H2 0.9300 . ?
C6 C5 1.385(4) . ?
C6 H6 0.9300 . ?
C21 C22 1.400(4) . ?
C21 C26 1.405(4) . ?
C20 C19 1.358(4) . ?
C20 H20 0.9300 . ?
C22 C23 1.376(4) . ?
C22 H22 0.9300 . ?
C16 C17 1.368(5) . ?
C16 H16 0.9300 . ?
C23 C24 1.386(5) . ?
C23 H23 0.9300 . ?
C26 C25 1.377(4) . ?
C26 H26 0.9300 . ?
C19 H19 0.9300 . ?
C5 H5 0.9300 . ?
C17 H17 0.9300 . ?
C24 C25 1.384(5) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
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
O5 C11 C3 C2 -175.7(3) . . . . ?
O6 C11 C3 C2 4.6(4) . . . . ?
O5 C11 C3 C4 3.6(4) . . . . ?
O6 C11 C3 C4 -176.1(2) . . . . ?
C2 C3 C4 O4 178.6(3) . . . . ?
C11 C3 C4 O4 -0.7(4) . . . . ?
C2 C3 C4 C5 -1.6(4) . . . . ?
C11 C3 C4 C5 179.1(3) . . . . ?
O1 S1 C1 C2 0.0(3) . . . . ?
O2 S1 C1 C2 122.9(2) . . . . ?
O3 S1 C1 C2 -119.2(2) . . . . ?
O1 S1 C1 C6 179.2(2) . . . . ?
O2 S1 C1 C6 -57.9(3) . . . . ?
O3 S1 C1 C6 60.0(2) . . . . ?
C6 C1 C2 C3 0.5(4) . . . . ?
S1 C1 C2 C3 179.7(2) . . . . ?
C4 C3 C2 C1 0.6(4) . . . . ?
C11 C3 C2 C1 179.9(3) . . . . ?
C2 C1 C6 C5 -0.5(4) . . . . ?
S1 C1 C6 C5 -179.8(2) . . . . ?
C16 C15 C21 C22 167.8(3) . . . . ?
C20 C15 C21 C22 -14.5(4) . . . . ?
C16 C15 C21 C26 -15.4(4) . . . . ?
C20 C15 C21 C26 162.3(3) . . . . ?
C16 C15 C20 C19 1.5(4) . . . . ?
C21 C15 C20 C19 -176.4(3) . . . . ?
C26 C21 C22 C23 -0.8(4) . . . . ?
C15 C21 C22 C23 176.1(3) . . . . ?
C20 C15 C16 C17 -2.0(5) . . . . ?
C21 C15 C16 C17 175.9(3) . . . . ?
C21 C22 C23 C24 1.1(4) . . . . ?
C22 C21 C26 C25 -0.6(4) . . . . ?
C15 C21 C26 C25 -177.5(3) . . . . ?
C17 N1 C19 C20 -1.1(5) . . . . ?
C15 C20 C19 N1 0.0(5) . . . . ?
C1 C6 C5 C4 -0.5(4) . . . . ?
O4 C4 C5 C6 -178.6(3) . . . . ?
C3 C4 C5 C6 1.6(5) . . . . ?
C19 N1 C17 C16 0.6(5) . . . . ?
C15 C16 C17 N1 1.0(5) . . . . ?
C22 C23 C24 C25 0.0(5) . . . . ?
C21 C26 C25 C24 1.6(5) . . . . ?
C23 C24 C25 C26 -1.4(5) . . . . ?
