#------------------------------------------------------------------------------
#$Date: 2023-11-06 09:27:38 +0200 (Mon, 06 Nov 2023) $
#$Revision: 287343 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/73/7247314.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_7247314
loop_
_publ_author_name
'Dutta, Dipjyoti'
'Gogoi, Anamika'
'Dutta, Rupjyoti'
'Harmalkar, Sarvesh S.'
'Lama, Prem'
'Dey, Sandeep Kumar'
_publ_section_title
;
 C--H hydrogen bond and halogen bond directed self-assembly of ethereal
 podands and C--X⋯F−/HF2− halogen bonding in solution
;
_journal_issue                   40
_journal_name_full               CrystEngComm
_journal_page_first              5650
_journal_page_last               5659
_journal_paper_doi               10.1039/D3CE00599B
_journal_volume                  25
_journal_year                    2023
_chemical_formula_sum            'C30 H27 Cl3 O3'
_chemical_formula_weight         541.87
_chemical_melting_point          543
_chemical_name_systematic        1,3,5-tris(4-chloro-phenoxymethyl)mesitylene
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-06-09 deposited with the CCDC.	2023-09-04 downloaded from the CCDC.
;
_cell_angle_alpha                75.714(3)
_cell_angle_beta                 89.665(3)
_cell_angle_gamma                77.614(3)
_cell_formula_units_Z            2
_cell_length_a                   9.4393(10)
_cell_length_b                   11.7938(12)
_cell_length_c                   12.8424(12)
_cell_measurement_reflns_used    9950
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.79
_cell_measurement_theta_min      2.54
_cell_volume                     1351.5(2)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0522
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            56924
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.316
_diffrn_reflns_theta_min         2.540
_exptl_absorpt_coefficient_mu    0.369
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_description       block
_exptl_crystal_F_000             564
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: acetone ethanol'
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   0.7457
_exptl_transmission_factor_min   0.7027
_refine_diff_density_max         0.448
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     328
_refine_ls_number_reflns         6718
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.1039
_refine_ls_R_factor_gt           0.0731
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0601P)²+1.2764P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1590
_refine_ls_wR_factor_ref         0.1749
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4863
_reflns_number_total             6718
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce00599b2.cif
_cod_data_source_block           POD_Cl
_cod_depositor_comments
'Adding full bibliography for 7247314--7247317.cif.'
_cod_database_code               7247314
_shelx_shelxl_version_number     2018/3
_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.
;
loop_
_space_group_symop_operation_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_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
Cl1 Cl 0.57973(11) -0.05793(8) 1.22356(7) 0.0649(3) Uani 1 1 d . . . . .
Cl2 Cl 1.14257(10) 0.97054(9) 0.65707(10) 0.0763(3) Uani 1 1 d . . . . .
Cl3 Cl 0.01403(13) 0.70831(14) -0.09245(8) 0.1000(5) Uani 1 1 d . . . . .
O1 O 0.4538(2) 0.34915(19) 0.84356(16) 0.0510(5) Uani 1 1 d . . . . .
O2 O 0.6705(2) 0.72958(18) 0.6165(2) 0.0540(6) Uani 1 1 d . . . . .
O3 O 0.1634(2) 0.65714(19) 0.36253(16) 0.0471(5) Uani 1 1 d . . . . .
C1 C 0.5381(4) 0.0657(3) 1.1117(2) 0.0450(7) Uani 1 1 d . . . . .
C8 C 0.3325(3) 0.5207(2) 0.7168(2) 0.0354(6) Uani 1 1 d . . . . .
C9 C 0.4079(3) 0.6094(2) 0.7211(2) 0.0363(6) Uani 1 1 d . . . . .
C10 C 0.4580(4) 0.6208(3) 0.8298(3) 0.0608(9) Uani 1 1 d . . . . .
H10A H 0.544426 0.652125 0.822032 0.091 Uiso 1 1 calc R U . . .
H10B H 0.478152 0.543358 0.879909 0.091 Uiso 1 1 calc R U . . .
H10C H 0.383042 0.674230 0.856058 0.091 Uiso 1 1 calc R U . . .
C11 C 0.4374(3) 0.6857(2) 0.6258(2) 0.0362(6) Uani 1 1 d . . . . .
C12 C 0.5210(3) 0.7815(2) 0.6286(3) 0.0442(7) Uani 1 1 d . . . . .
H12A H 0.486085 0.852329 0.570532 0.053 Uiso 1 1 calc R U . . .
H12B H 0.509719 0.803946 0.696450 0.053 Uiso 1 1 calc R U . . .
C13 C 0.7729(3) 0.7943(2) 0.6235(2) 0.0398(6) Uani 1 1 d . . . . .
C14 C 0.9147(3) 0.7368(3) 0.6148(3) 0.0588(9) Uani 1 1 d . . . . .
H14 H 0.933996 0.660455 0.602836 0.071 Uiso 1 1 calc R U . . .
C15 C 1.0276(3) 0.7913(3) 0.6237(3) 0.0557(8) Uani 1 1 d . . . . .
H15 H 1.122829 0.751926 0.618325 0.067 Uiso 1 1 calc R U . . .
C16 C 0.9987(3) 0.9039(3) 0.6406(3) 0.0461(7) Uani 1 1 d . . . . .
C17 C 0.8590(3) 0.9623(3) 0.6485(3) 0.0554(8) Uani 1 1 d . . . . .
H17 H 0.840543 1.038722 0.660184 0.066 Uiso 1 1 calc R U . . .
C18 C 0.7445(3) 0.9080(2) 0.6393(3) 0.0457(7) Uani 1 1 d . . . . .
H18 H 0.649363 0.948261 0.643795 0.055 Uiso 1 1 calc R U . . .
C19 C 0.3967(3) 0.6710(2) 0.5255(2) 0.0346(6) Uani 1 1 d . . . . .
C20 C 0.4350(3) 0.7487(3) 0.4219(3) 0.0513(8) Uani 1 1 d . . . . .
H20A H 0.349698 0.806670 0.388628 0.077 Uiso 1 1 calc R U . . .
H20B H 0.472326 0.699488 0.374190 0.077 Uiso 1 1 calc R U . . .
H20C H 0.507298 0.789418 0.436910 0.077 Uiso 1 1 calc R U . . .
C21 C 0.3198(3) 0.5820(2) 0.5226(2) 0.0336(5) Uani 1 1 d . . . . .
C22 C 0.2836(3) 0.5629(2) 0.4148(2) 0.0404(6) Uani 1 1 d . . . . .
H22A H 0.367210 0.563752 0.370616 0.048 Uiso 1 1 calc R U . . .
H22B H 0.258115 0.485663 0.424573 0.048 Uiso 1 1 calc R U . . .
C23 C 0.1306(3) 0.6622(3) 0.2579(2) 0.0412(6) Uani 1 1 d . . . . .
C24 C 0.0385(3) 0.7666(3) 0.1997(3) 0.0524(8) Uani 1 1 d . . . . .
H24 H 0.001513 0.827846 0.232737 0.063 Uiso 1 1 calc R U . . .
C25 C 0.0016(4) 0.7798(3) 0.0926(3) 0.0606(9) Uani 1 1 d . . . . .
H25 H -0.059718 0.850079 0.053646 0.073 Uiso 1 1 calc R U . . .
C26 C 0.0551(4) 0.6898(4) 0.0442(3) 0.0595(9) Uani 1 1 d . . . . .
C27 C 0.1427(4) 0.5851(4) 0.1014(3) 0.0610(9) Uani 1 1 d . . . . .
H27 H 0.176721 0.523358 0.068230 0.073 Uiso 1 1 calc R U . . .
C28 C 0.1809(3) 0.5708(3) 0.2088(2) 0.0507(7) Uani 1 1 d . . . . .
H28 H 0.240391 0.499466 0.247686 0.061 Uiso 1 1 calc R U . . .
C29 C 0.2833(3) 0.5089(2) 0.6176(2) 0.0342(5) Uani 1 1 d . . . . .
C30 C 0.1916(4) 0.4193(3) 0.6139(3) 0.0539(8) Uani 1 1 d . . . . .
H30A H 0.133037 0.445333 0.547981 0.081 Uiso 1 1 calc R U . . .
H30B H 0.129898 0.413264 0.673804 0.081 Uiso 1 1 calc R U . . .
H30C H 0.253768 0.342245 0.617618 0.081 Uiso 1 1 calc R U . . .
C2 C 0.6476(4) 0.0963(3) 1.0469(3) 0.0542(8) Uani 1 1 d . . . . .
H2 H 0.742688 0.052702 1.063091 0.065 Uiso 1 1 calc R U . . .
C3 C 0.6150(3) 0.1914(3) 0.9584(3) 0.0514(8) Uani 1 1 d . . . . .
H3 H 0.688386 0.211775 0.913739 0.062 Uiso 1 1 calc R U . . .
C4 C 0.4742(3) 0.2576(3) 0.9347(2) 0.0405(6) Uani 1 1 d . . . . .
C5 C 0.3645(3) 0.2281(3) 1.0013(2) 0.0458(7) Uani 1 1 d . . . . .
H5 H 0.269823 0.273086 0.986899 0.055 Uiso 1 1 calc R U . . .
C6 C 0.3987(4) 0.1299(3) 1.0903(2) 0.0509(8) Uani 1 1 d . . . . .
H6 H 0.326065 0.108183 1.135126 0.061 Uiso 1 1 calc R U . . .
C7 C 0.3150(3) 0.4309(3) 0.8197(2) 0.0442(7) Uani 1 1 d . . . . .
H7A H 0.289419 0.470285 0.877234 0.053 Uiso 1 1 calc R U . . .
H7B H 0.240060 0.389058 0.809850 0.053 Uiso 1 1 calc R U . . .
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'
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
C4 O1 C7 119.3(2) . . ?
C13 O2 C12 118.7(2) . . ?
C23 O3 C22 116.1(2) . . ?
C6 C1 C2 121.1(3) . . ?
C6 C1 Cl1 119.8(2) . . ?
C2 C1 Cl1 119.1(3) . . ?
C9 C8 C29 120.9(2) . . ?
C9 C8 C7 118.9(2) . . ?
C29 C8 C7 120.0(2) . . ?
C11 C9 C8 119.6(2) . . ?
C11 C9 C10 120.8(3) . . ?
C8 C9 C10 119.6(3) . . ?
C9 C11 C19 120.5(2) . . ?
C9 C11 C12 120.5(3) . . ?
C19 C11 C12 118.9(2) . . ?
O2 C12 C11 106.1(2) . . ?
O2 C13 C18 125.2(2) . . ?
O2 C13 C14 115.3(2) . . ?
C18 C13 C14 119.5(3) . . ?
C15 C14 C13 120.7(3) . . ?
C16 C15 C14 119.5(3) . . ?
C17 C16 C15 120.5(3) . . ?
C17 C16 Cl2 120.1(2) . . ?
C15 C16 Cl2 119.4(2) . . ?
C16 C17 C18 120.4(3) . . ?
C13 C18 C17 119.4(3) . . ?
C21 C19 C11 119.1(2) . . ?
C21 C19 C20 119.9(3) . . ?
C11 C19 C20 121.0(2) . . ?
C29 C21 C19 120.9(2) . . ?
C29 C21 C22 120.5(2) . . ?
C19 C21 C22 118.6(2) . . ?
O3 C22 C21 109.1(2) . . ?
O3 C23 C28 124.2(3) . . ?
O3 C23 C24 116.4(3) . . ?
C28 C23 C24 119.3(3) . . ?
C25 C24 C23 120.1(3) . . ?
C26 C25 C24 120.0(3) . . ?
C25 C26 C27 120.5(3) . . ?
C25 C26 Cl3 120.1(3) . . ?
C27 C26 Cl3 119.4(3) . . ?
C26 C27 C28 120.1(3) . . ?
C23 C28 C27 119.9(3) . . ?
C21 C29 C8 118.9(2) . . ?
C21 C29 C30 120.6(2) . . ?
C8 C29 C30 120.6(2) . . ?
C3 C2 C1 119.3(3) . . ?
C2 C3 C4 120.7(3) . . ?
O1 C4 C3 115.7(2) . . ?
O1 C4 C5 124.4(3) . . ?
C3 C4 C5 119.9(3) . . ?
C4 C5 C6 118.9(3) . . ?
C1 C6 C5 120.2(3) . . ?
O1 C7 C8 105.1(2) . . ?
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 C1 1.752(3) . ?
Cl2 C16 1.746(3) . ?
Cl3 C26 1.749(3) . ?
O1 C4 1.365(3) . ?
O1 C7 1.434(3) . ?
O2 C13 1.370(3) . ?
O2 C12 1.437(3) . ?
O3 C23 1.365(3) . ?
O3 C22 1.439(3) . ?
C1 C6 1.362(4) . ?
C1 C2 1.376(4) . ?
C8 C9 1.397(4) . ?
C8 C29 1.407(4) . ?
C8 C7 1.509(4) . ?
C9 C11 1.395(4) . ?
C9 C10 1.523(4) . ?
C11 C19 1.409(4) . ?
C11 C12 1.517(4) . ?
C13 C18 1.375(4) . ?
C13 C14 1.382(4) . ?
C14 C15 1.377(4) . ?
C15 C16 1.367(4) . ?
C16 C17 1.366(4) . ?
C17 C18 1.388(4) . ?
C19 C21 1.406(4) . ?
C19 C20 1.508(4) . ?
C21 C29 1.399(4) . ?
C21 C22 1.508(4) . ?
C23 C28 1.378(4) . ?
C23 C24 1.387(4) . ?
C24 C25 1.383(5) . ?
C25 C26 1.365(5) . ?
C26 C27 1.367(5) . ?
C27 C28 1.389(4) . ?
C29 C30 1.511(4) . ?
C2 C3 1.368(4) . ?
C3 C4 1.382(4) . ?
C4 C5 1.386(4) . ?
C5 C6 1.393(4) . ?
