#------------------------------------------------------------------------------
#$Date: 2025-08-21 00:01:10 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301838 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/79/4327973.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_4327973
loop_
_publ_author_name
'Arghya Basu'
'Gopal Das'
_publ_section_title
;
 Neutral Acyclic Anion Receptor with Thiadiazole Spacer: Halide Binding
 Study and Halide-Directed Self-Assembly in the Solid State
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              882
_journal_page_last               889
_journal_paper_doi               10.1021/ic201656y
_journal_volume                  51
_journal_year                    2012
_chemical_formula_sum            'C46 H81 F N8 O4 S'
_chemical_formula_weight         861.26
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   40.264(7)
_cell_length_b                   12.8688(18)
_cell_length_c                   9.7766(16)
_cell_measurement_reflns_used    1547
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      19.35
_cell_measurement_theta_min      2.32
_cell_volume                     5065.7(14)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 'phi and omega scans'
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.1882
_diffrn_reflns_av_sigmaI/netI    0.1496
_diffrn_reflns_limit_h_max       47
_diffrn_reflns_limit_h_min       -47
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            56387
_diffrn_reflns_theta_full        24.92
_diffrn_reflns_theta_max         24.92
_diffrn_reflns_theta_min         1.88
_exptl_absorpt_coefficient_mu    0.115
_exptl_absorpt_correction_T_max  0.967
_exptl_absorpt_correction_T_min  0.954
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1997)'
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    1.131
_exptl_crystal_description       block
_exptl_crystal_F_000             1884
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.29
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_matrix_type           full
_refine_ls_number_parameters     314
_refine_ls_number_reflns         4598
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.2491
_refine_ls_R_factor_gt           0.0667
_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)+(0.0000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0706
_refine_ls_wR_factor_ref         0.0804
_reflns_number_gt                4549
_reflns_number_total             4598
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic201656y_si_002_3.cif
_cod_data_source_block           F-Complex
_cod_original_sg_symbol_H-M      'P n m a '
_cod_database_code               4327973
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, 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
S1 S 0.35992(5) 0.2500 0.9304(2) 0.0833(6) Uani 1 2 d S
C14 C 0.2779(2) 0.2500 1.2744(7) 0.077(2) Uani 1 2 d S
H14 H 0.2865 0.2500 1.3627 0.092 Uiso 1 2 calc SR
C11 C 0.2530(2) 0.2500 1.0148(8) 0.080(2) Uani 1 2 d S
H11 H 0.2439 0.2500 0.9273 0.096 Uiso 1 2 calc SR
C27 C 0.36297(11) -0.0716(3) 0.3475(4) 0.0711(15) Uani 1 1 d .
H27A H 0.3813 -0.1157 0.3191 0.085 Uiso 1 1 calc R
H27B H 0.3458 -0.1166 0.3844 0.085 Uiso 1 1 calc R
C6 C 0.4774(3) 0.2500 0.9169(9) 0.080(3) Uani 1 2 d S
H6 H 0.4700 0.2500 1.0069 0.096 Uiso 1 2 calc SR
C20 C 0.40123(11) -0.0149(3) 0.7044(5) 0.0823(17) Uani 1 1 d .
H20A H 0.3844 0.0311 0.7411 0.099 Uiso 1 1 calc R
H20B H 0.4202 0.0272 0.6786 0.099 Uiso 1 1 calc R
C15 C 0.34775(12) 0.0712(3) 0.5094(4) 0.0766(15) Uani 1 1 d .
H15A H 0.3567 0.1168 0.5793 0.092 Uiso 1 1 calc R
H15B H 0.3411 0.1143 0.4327 0.092 Uiso 1 1 calc R
C19 C 0.38773(11) -0.0692(3) 0.5789(5) 0.0747(15) Uani 1 1 d .
H19A H 0.3696 -0.1137 0.6078 0.090 Uiso 1 1 calc R
H19B H 0.4051 -0.1139 0.5433 0.090 Uiso 1 1 calc R
C9 C 0.3002(2) 0.2500 1.1647(10) 0.067(2) Uani 1 2 d S
C5 C 0.5113(3) 0.2500 0.8871(11) 0.087(3) Uani 1 2 d S
H5 H 0.5266 0.2500 0.9581 0.104 Uiso 1 2 calc SR
C23 C 0.40251(12) 0.0718(3) 0.4119(4) 0.0758(15) Uani 1 1 d .
H23A H 0.3934 0.1153 0.3400 0.091 Uiso 1 1 calc R
H23B H 0.4088 0.1171 0.4869 0.091 Uiso 1 1 calc R
C28 C 0.34918(11) -0.0184(3) 0.2217(4) 0.0825(17) Uani 1 1 d .
H28A H 0.3302 0.0240 0.2468 0.099 Uiso 1 1 calc R
H28B H 0.3660 0.0265 0.1822 0.099 Uiso 1 1 calc R
C16 C 0.31710(12) 0.0184(3) 0.5662(4) 0.0855(16) Uani 1 1 d .
H16A H 0.3239 -0.0318 0.6348 0.103 Uiso 1 1 calc R
H16B H 0.3062 -0.0194 0.4930 0.103 Uiso 1 1 calc R
C1 C 0.4551(3) 0.2500 0.8086(12) 0.078(3) Uani 1 2 d S
C10 C 0.2864(2) 0.2500 1.0316(9) 0.088(3) Uani 1 2 d S
H10 H 0.3003 0.2500 0.9556 0.106 Uiso 1 2 calc SR
C13 C 0.2443(2) 0.2500 1.2588(9) 0.085(3) Uani 1 2 d S
H13 H 0.2301 0.2500 1.3338 0.102 Uiso 1 2 calc SR
C8 C 0.3582(3) 0.2500 1.1107(8) 0.073(2) Uani 1 2 d S
C25 C 0.45945(13) 0.0961(3) 0.3147(5) 0.0985(18) Uani 1 1 d .
H25A H 0.4500 0.1409 0.2451 0.118 Uiso 1 1 calc R
H25B H 0.4649 0.1394 0.3927 0.118 Uiso 1 1 calc R
C24 C 0.43338(12) 0.0190(3) 0.3581(4) 0.0806(15) Uani 1 1 d .
H24A H 0.4425 -0.0257 0.4287 0.097 Uiso 1 1 calc R
H24B H 0.4275 -0.0242 0.2806 0.097 Uiso 1 1 calc R
C29 C 0.33881(12) -0.0988(3) 0.1189(5) 0.0905(17) Uani 1 1 d .
H29A H 0.3222 -0.1436 0.1597 0.109 Uiso 1 1 calc R
H29B H 0.3578 -0.1415 0.0957 0.109 Uiso 1 1 calc R
C21 C 0.41159(12) -0.0917(3) 0.8135(4) 0.0877(17) Uani 1 1 d .
H21A H 0.4283 -0.1381 0.7762 0.105 Uiso 1 1 calc R
H21B H 0.3925 -0.1333 0.8396 0.105 Uiso 1 1 calc R
C7 C 0.4027(2) 0.2500 0.9498(10) 0.072(3) Uani 1 2 d S
C18 C 0.26173(13) 0.0464(4) 0.6934(5) 0.141(2) Uani 1 1 d .
H18A H 0.2489 0.0128 0.6236 0.212 Uiso 1 1 calc R
H18B H 0.2486 0.0997 0.7358 0.212 Uiso 1 1 calc R
H18C H 0.2682 -0.0037 0.7610 0.212 Uiso 1 1 calc R
C17 C 0.29202(13) 0.0939(3) 0.6308(5) 0.1029(18) Uani 1 1 d .
H17A H 0.3034 0.1335 0.7009 0.123 Uiso 1 1 calc R
H17B H 0.2849 0.1425 0.5609 0.123 Uiso 1 1 calc R
C22 C 0.42552(12) -0.0385(3) 0.9396(4) 0.1155(19) Uani 1 1 d .
H22A H 0.4450 0.0004 0.9150 0.173 Uiso 1 1 calc R
H22B H 0.4313 -0.0900 1.0066 0.173 Uiso 1 1 calc R
H22C H 0.4091 0.0076 0.9769 0.173 Uiso 1 1 calc R
C30 C 0.32486(12) -0.0515(3) -0.0104(4) 0.1139(19) Uani 1 1 d .
H30A H 0.3059 -0.0093 0.0118 0.171 Uiso 1 1 calc R
H30B H 0.3182 -0.1058 -0.0719 0.171 Uiso 1 1 calc R
H30C H 0.3415 -0.0093 -0.0533 0.171 Uiso 1 1 calc R
C26 C 0.49042(13) 0.0512(3) 0.2607(4) 0.128(2) Uani 1 1 d .
H26A H 0.5016 0.0141 0.3322 0.192 Uiso 1 1 calc R
H26B H 0.5045 0.1059 0.2275 0.192 Uiso 1 1 calc R
H26C H 0.4853 0.0044 0.1872 0.192 Uiso 1 1 calc R
N7 N 0.37524(10) -0.0017(3) 0.4620(4) 0.0668(11) Uani 1 1 d .
N2 N 0.42006(19) 0.2500 0.8302(7) 0.077(2) Uani 1 2 d S
H2N H 0.4082 0.2500 0.7572 0.093 Uiso 1 2 calc SR
N5 N 0.3323(2) 0.2500 1.1993(6) 0.074(2) Uani 1 2 d S
N4 N 0.3885(2) 0.2500 1.1639(6) 0.084(2) Uani 1 2 d S
N3 N 0.41396(19) 0.2500 1.0685(9) 0.092(2) Uani 1 2 d S
F1 F 0.38677(13) 0.2500 0.6390(5) 0.212(2) Uani 1 2 d S
C12 C 0.2324(2) 0.2500 1.1283(11) 0.064(2) Uani 1 2 d S
C2 C 0.4671(3) 0.2500 0.6718(9) 0.080(2) Uani 1 2 d S
H2 H 0.4523 0.2500 0.5988 0.096 Uiso 1 2 calc SR
C3 C 0.5006(3) 0.2500 0.6484(10) 0.092(3) Uani 1 2 d S
H3 H 0.5086 0.2500 0.5590 0.110 Uiso 1 2 calc SR
C4 C 0.5223(3) 0.2500 0.7539(13) 0.083(3) Uani 1 2 d S
O4 O 0.17806(15) 0.2500 1.2084(6) 0.113(2) Uani 1 2 d S
O3 O 0.18609(13) 0.2500 0.9869(5) 0.099(2) Uani 1 2 d S
N6 N 0.1966(2) 0.2500 1.1069(8) 0.094(3) Uani 1 2 d S
N1 N 0.5572(2) 0.2500 0.7237(9) 0.086(3) Uani 1 2 d S
O2 O 0.56610(14) 0.2500 0.6018(5) 0.105(2) Uani 1 2 d S
O1 O 0.57703(14) 0.2500 0.8204(6) 0.105(2) Uani 1 2 d S
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'
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'
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
C7 S1 C8 85.9(4)
C13 C14 C9 123.4(8)
C10 C11 C12 119.8(8)
C28 C27 N7 116.8(4)
C1 C6 C5 118.3(9)
C19 C20 C21 111.7(4)
C16 C15 N7 115.3(3)
C20 C19 N7 117.7(4)
N5 C9 C14 115.2(10)
N5 C9 C10 127.7(10)
C14 C9 C10 117.1(8)
C4 C5 C6 120.8(10)
C24 C23 N7 115.1(4)
C29 C28 C27 109.6(4)
C15 C16 C17 113.7(4)
C6 C1 C2 119.8(9)
C6 C1 N2 121.8(10)
C2 C1 N2 118.4(12)
C11 C10 C9 120.0(8)
C12 C13 C14 117.0(9)
N4 C8 N5 117.3(8)
N4 C8 S1 110.9(7)
N5 C8 S1 131.8(7)
C26 C25 C24 115.7(4)
C25 C24 C23 112.1(4)
C28 C29 C30 112.7(4)
C20 C21 C22 112.4(4)
N3 C7 N2 127.8(10)
N3 C7 S1 117.6(8)
N2 C7 S1 114.6(8)
C18 C17 C16 116.5(4)
C27 N7 C19 108.9(3)
C27 N7 C15 110.7(4)
C19 N7 C15 111.3(3)
C27 N7 C23 111.3(3)
C19 N7 C23 110.9(4)
C15 N7 C23 103.8(3)
C7 N2 C1 129.4(8)
C9 N5 C8 125.7(8)
C8 N4 N3 114.5(8)
C7 N3 N4 111.0(9)
C13 C12 C11 122.7(8)
C13 C12 N6 118.8(10)
C11 C12 N6 118.5(9)
C3 C2 C1 119.5(9)
C4 C3 C2 120.6(10)
C3 C4 C5 121.1(11)
C3 C4 N1 118.3(12)
C5 C4 N1 120.6(11)
O4 N6 O3 123.1(11)
O4 N6 C12 118.7(9)
O3 N6 C12 118.2(9)
O1 N1 O2 123.0(10)
O1 N1 C4 118.3(10)
O2 N1 C4 118.7(9)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C7 1.734(9)
S1 C8 1.764(8)
C14 C13 1.364(8)
C14 C9 1.397(8)
C11 C10 1.355(8)
C11 C12 1.386(8)
C27 C28 1.513(4)
C27 N7 1.519(4)
C6 C1 1.389(9)
C6 C5 1.394(9)
C20 C19 1.512(4)
C20 C21 1.513(4)
C15 C16 1.514(4)
C15 N7 1.523(4)
C19 N7 1.521(4)
C9 N5 1.336(8)
C9 C10 1.414(8)
C5 C4 1.375(9)
C23 C24 1.511(5)
C23 N7 1.530(4)
C28 C29 1.502(4)
C16 C17 1.537(5)
C1 C2 1.422(8)
C1 N2 1.427(9)
C13 C12 1.362(8)
C8 N4 1.326(8)
C8 N5 1.358(8)
C25 C26 1.472(5)
C25 C24 1.505(5)
C29 C30 1.511(4)
C21 C22 1.517(4)
C7 N3 1.245(8)
C7 N2 1.362(8)
C18 C17 1.495(5)
N4 N3 1.385(7)
C12 N6 1.454(10)
C2 C3 1.367(9)
C3 C4 1.350(10)
C4 N1 1.436(11)
O4 N6 1.243(8)
O3 N6 1.248(7)
N1 O1 1.238(7)
N1 O2 1.244(7)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139136838
