#------------------------------------------------------------------------------
#$Date: 2025-08-22 15:50:14 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301863 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/54/7205417.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_7205417
loop_
_publ_author_name
'Dey, Sandeep Kumar'
'Pramanik, Avijit'
'Das, Gopal'
_publ_section_title
;
 Anion specificity induced conformational changes in cresol-based
 tripodal podands controlled by weak interactions: structural and
 Hirshfeld surface analysis
;
_journal_issue                   5
_journal_name_full               CrystEngComm
_journal_page_first              1664
_journal_paper_doi               10.1039/c0ce00518e
_journal_volume                  13
_journal_year                    2011
_chemical_formula_moiety         'C27 H34 N O3, Cl O4'
_chemical_formula_sum            'C27 H34 Cl N O7'
_chemical_formula_weight         520.00
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                98.5670(12)
_cell_angle_beta                 109.2240(10)
_cell_angle_gamma                97.0280(11)
_cell_formula_units_Z            2
_cell_length_a                   10.5293(2)
_cell_length_b                   10.7210(1)
_cell_length_c                   13.2388(2)
_cell_measurement_reflns_used    5805
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23.96
_cell_measurement_theta_min      2.58
_cell_volume                     1371.67(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SMART'
_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_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.962
_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  0.0205
_diffrn_reflns_av_sigmaI/netI    0.0232
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            19400
_diffrn_reflns_theta_full        28.30
_diffrn_reflns_theta_max         28.30
_diffrn_reflns_theta_min         1.66
_exptl_absorpt_coefficient_mu    0.183
_exptl_absorpt_correction_T_max  0.950
_exptl_absorpt_correction_T_min  0.936
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADAS (Sheldrick, 1997)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.28
_refine_diff_density_max         1.180
_refine_diff_density_min         -0.552
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_matrix_type           full
_refine_ls_number_parameters     333
_refine_ls_number_reflns         6551
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0914
_refine_ls_R_factor_gt           0.0795
_refine_ls_shift/su_max          0.021
_refine_ls_shift/su_mean         0.008
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1810P)²+0.2464P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1937
_refine_ls_wR_factor_ref         0.2108
_reflns_number_gt                6070
_reflns_number_total             6551
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0CE00518E.TXT
_cod_data_source_block           o-CresolClO4
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_cell_volume        1371.66(4)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7205417
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.29265(8) 0.07700(7) 0.22351(6) 0.0682(3) Uani 1 1 d . . .
N1 N 0.8041(3) 0.8868(2) 0.1640(2) 0.0676(7) Uani 1 1 d . . .
C2 C 1.0183(3) 0.9604(3) 0.3249(3) 0.0713(8) Uani 1 1 d . . .
H2A H 1.0679 0.9185 0.2839 0.086 Uiso 1 1 calc R . .
H2B H 1.0793 1.0351 0.3763 0.086 Uiso 1 1 calc R . .
C1 C 0.8960(4) 0.9986(3) 0.2498(3) 0.0738(8) Uani 1 1 d . . .
H1A H 0.9258 1.0637 0.2146 0.089 Uiso 1 1 calc R . .
H1B H 0.8450 1.0359 0.2918 0.089 Uiso 1 1 calc R . .
C3 C 1.0631(3) 0.8319(3) 0.4620(2) 0.0670(8) Uani 1 1 d . . .
C4 C 1.2026(4) 0.8737(4) 0.4942(3) 0.0836(10) Uani 1 1 d . . .
H4 H 1.2376 0.9335 0.4614 0.100 Uiso 1 1 calc R . .
C8 C 1.0081(4) 0.7428(3) 0.5094(3) 0.0774(9) Uani 1 1 d . . .
C6 C 1.2394(6) 0.7388(6) 0.6249(4) 0.1181(18) Uani 1 1 d . . .
H5 H 1.2984 0.7088 0.6815 0.142 Uiso 1 1 calc R . .
C7 C 1.0984(5) 0.6948(4) 0.5903(3) 0.0984(13) Uani 1 1 d . . .
H6 H 1.0647 0.6327 0.6217 0.118 Uiso 1 1 calc R . .
C9 C 0.8573(5) 0.6954(4) 0.4718(4) 0.0998(12) Uani 1 1 d . . .
H8A H 0.8122 0.7663 0.4820 0.150 Uiso 1 1 calc R . .
H8B H 0.8389 0.6340 0.5135 0.150 Uiso 1 1 calc R . .
H8C H 0.8240 0.6554 0.3958 0.150 Uiso 1 1 calc R . .
C5 C 1.2905(5) 0.8242(5) 0.5770(3) 0.1063(15) Uani 1 1 d . . .
H9 H 1.3846 0.8506 0.5990 0.128 Uiso 1 1 calc R . .
C20 C 0.8110(4) 0.7167(3) 0.0177(3) 0.0781(9) Uani 1 1 d . . .
H11A H 0.7125 0.6899 -0.0064 0.094 Uiso 1 1 calc R . .
H11B H 0.8399 0.6984 -0.0445 0.094 Uiso 1 1 calc R . .
C19 C 0.8530(4) 0.8575(4) 0.0701(3) 0.0823(10) Uani 1 1 d . . .
H10A H 0.9519 0.8814 0.0960 0.099 Uiso 1 1 calc R . .
H10B H 0.8149 0.9078 0.0161 0.099 Uiso 1 1 calc R . .
C10 C 0.6566(4) 0.9033(4) 0.1261(4) 0.0934(12) Uani 1 1 d . . .
H12A H 0.6516 0.9925 0.1233 0.112 Uiso 1 1 calc R . .
H12B H 0.6079 0.8520 0.0534 0.112 Uiso 1 1 calc R . .
C11 C 0.5920(4) 0.8618(4) 0.2039(4) 0.1000(13) Uani 1 1 d . . .
H13A H 0.6421 0.9097 0.2776 0.120 Uiso 1 1 calc R . .
H13B H 0.4979 0.8746 0.1827 0.120 Uiso 1 1 calc R . .
C21 C 0.8778(3) 0.5240(3) 0.0766(2) 0.0678(7) Uani 1 1 d . . .
C26 C 0.9608(3) 0.4742(3) 0.1595(2) 0.0715(8) Uani 1 1 d . . .
C22 C 0.7987(4) 0.4475(4) -0.0251(3) 0.0803(9) Uani 1 1 d . . .
H15 H 0.7444 0.4825 -0.0806 0.096 Uiso 1 1 calc R . .
C23 C 0.8034(4) 0.3170(4) -0.0410(3) 0.0913(11) Uani 1 1 d . . .
H16 H 0.7516 0.2643 -0.1083 0.110 Uiso 1 1 calc R . .
C25 C 0.9626(4) 0.3450(4) 0.1411(3) 0.0850(10) Uani 1 1 d . . .
H18 H 1.0176 0.3099 0.1961 0.102 Uiso 1 1 calc R . .
C24 C 0.8820(5) 0.2652(4) 0.0397(4) 0.0965(12) Uani 1 1 d . . .
H17 H 0.8826 0.1776 0.0281 0.116 Uiso 1 1 calc R . .
C27 C 1.0482(5) 0.5620(4) 0.2669(3) 0.0945(11) Uani 1 1 d . . .
H20A H 1.1027 0.6318 0.2536 0.142 Uiso 1 1 calc R . .
H20B H 1.1071 0.5149 0.3122 0.142 Uiso 1 1 calc R . .
H20C H 0.9904 0.5952 0.3032 0.142 Uiso 1 1 calc R . .
C17 C 0.5319(3) 0.5290(3) 0.2348(3) 0.0746(8) Uani 1 1 d . . .
C12 C 0.5351(3) 0.6611(4) 0.2545(3) 0.0810(9) Uani 1 1 d . . .
C16 C 0.4701(4) 0.4565(5) 0.2877(4) 0.0973(12) Uani 1 1 d . . .
H25 H 0.4637 0.3679 0.2729 0.117 Uiso 1 1 calc R . .
C13 C 0.4813(5) 0.7168(5) 0.3281(4) 0.1129(15) Uani 1 1 d . . .
H22 H 0.4849 0.8050 0.3422 0.135 Uiso 1 1 calc R . .
C14 C 0.4209(6) 0.6371(7) 0.3811(5) 0.1304(19) Uani 1 1 d . . .
H26 H 0.3829 0.6730 0.4302 0.156 Uiso 1 1 calc R . .
C15 C 0.4171(5) 0.5100(7) 0.3623(5) 0.1252(17) Uani 1 1 d . . .
H23 H 0.3788 0.4585 0.3994 0.150 Uiso 1 1 calc R . .
C18 C 0.5922(4) 0.4703(4) 0.1562(3) 0.0898(10) Uani 1 1 d . . .
H27A H 0.5427 0.4828 0.0844 0.135 Uiso 1 1 calc R . .
H27B H 0.5862 0.3801 0.1556 0.135 Uiso 1 1 calc R . .
H27C H 0.6864 0.5103 0.1780 0.135 Uiso 1 1 calc R . .
O5 O 0.3840(3) 0.1108(4) 0.1713(3) 0.1187(11) Uani 1 1 d . . .
O7 O 0.3174(6) -0.0219(6) 0.2720(6) 0.227(3) Uani 1 1 d . . .
O4 O 0.3039(9) 0.1695(6) 0.3074(6) 0.278(4) Uani 1 1 d . . .
O1 O 0.9683(2) 0.8746(2) 0.38099(16) 0.0698(6) Uani 1 1 d . . .
O3 O 0.8788(2) 0.6537(2) 0.10176(16) 0.0757(6) Uani 1 1 d . . .
O2 O 0.5981(3) 0.7305(2) 0.1971(2) 0.0880(7) Uani 1 1 d . . .
O6 O 0.1590(4) 0.0634(7) 0.1574(4) 0.195(3) Uani 1 1 d . . .
H1N H 0.811(3) 0.819(3) 0.192(2) 0.052(7) Uiso 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'
Cl Cl 0.1484 0.1585 '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
O7 Cl1 O4 101.8(5) . . ?
O7 Cl1 O6 112.8(4) . . ?
O4 Cl1 O6 102.9(5) . . ?
O7 Cl1 O5 113.8(3) . . ?
O4 Cl1 O5 112.0(3) . . ?
O6 Cl1 O5 112.5(2) . . ?
C1 N1 C19 112.1(3) . . ?
C1 N1 C10 112.2(3) . . ?
C19 N1 C10 111.9(3) . . ?
O1 C2 C1 106.3(3) . . ?
C2 C1 N1 112.0(3) . . ?
O1 C3 C4 123.2(3) . . ?
O1 C3 C8 115.0(3) . . ?
C4 C3 C8 121.9(3) . . ?
C3 C4 C5 118.8(4) . . ?
C3 C8 C7 117.7(4) . . ?
C3 C8 C9 121.5(3) . . ?
C7 C8 C9 120.8(4) . . ?
C5 C6 C7 120.5(4) . . ?
C8 C7 C6 120.7(4) . . ?
C6 C5 C4 120.4(5) . . ?
O3 C20 C19 104.4(3) . . ?
N1 C19 C20 110.9(3) . . ?
C11 C10 N1 109.2(3) . . ?
O2 C11 C10 105.0(3) . . ?
O3 C21 C26 115.3(3) . . ?
O3 C21 C22 122.7(3) . . ?
C26 C21 C22 121.9(3) . . ?
C25 C26 C21 118.5(3) . . ?
C25 C26 C27 121.6(3) . . ?
C21 C26 C27 119.9(3) . . ?
C23 C22 C21 117.9(4) . . ?
C24 C23 C22 121.4(3) . . ?
C26 C25 C24 120.7(4) . . ?
C23 C24 C25 119.5(4) . . ?
C16 C17 C12 118.1(4) . . ?
C16 C17 C18 121.7(4) . . ?
C12 C17 C18 120.2(3) . . ?
C13 C12 C17 120.7(4) . . ?
C13 C12 O2 123.6(4) . . ?
C17 C12 O2 115.7(3) . . ?
C17 C16 C15 122.2(5) . . ?
C12 C13 C14 118.4(5) . . ?
C15 C14 C13 121.1(5) . . ?
C14 C15 C16 119.4(5) . . ?
C3 O1 C2 117.8(2) . . ?
C21 O3 C20 119.3(2) . . ?
C12 O2 C11 118.6(3) . . ?
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
Cl1 O7 1.329(4) . ?
Cl1 O4 1.337(5) . ?
Cl1 O6 1.367(4) . ?
Cl1 O5 1.400(3) . ?
N1 C1 1.500(4) . ?
N1 C19 1.502(4) . ?
N1 C10 1.508(5) . ?
C2 O1 1.420(4) . ?
C2 C1 1.491(5) . ?
C3 O1 1.382(4) . ?
C3 C4 1.382(5) . ?
C3 C8 1.387(5) . ?
C4 C5 1.402(5) . ?
C8 C7 1.389(5) . ?
C8 C9 1.494(6) . ?
C6 C5 1.344(7) . ?
C6 C7 1.398(7) . ?
C20 O3 1.422(4) . ?
C20 C19 1.510(5) . ?
C10 C11 1.498(6) . ?
C11 O2 1.408(4) . ?
C21 O3 1.379(4) . ?
C21 C26 1.382(5) . ?
C21 C22 1.394(4) . ?
C26 C25 1.373(5) . ?
C26 C27 1.511(5) . ?
C22 C23 1.392(5) . ?
C23 C24 1.357(6) . ?
C25 C24 1.408(6) . ?
C17 C16 1.361(5) . ?
C17 C12 1.396(5) . ?
C17 C18 1.490(5) . ?
C12 C13 1.379(6) . ?
C12 O2 1.396(4) . ?
C16 C15 1.374(7) . ?
C13 C14 1.403(7) . ?
C14 C15 1.342(8) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653730
2 PubChem 139195660
