#------------------------------------------------------------------------------
#$Date: 2023-04-04 13:09:41 +0300 (Tue, 04 Apr 2023) $
#$Revision: 282319 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/62/7246264.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_7246264
loop_
_publ_author_name
'Xu, Jing'
'Wang, Qi'
'Ge, Wei-Wei'
'Wu, Dong'
'Redshaw, Carl'
'Chen, Kai'
_publ_section_title
;
 Sulfonate ligand-induced formation of alkali metal--cucurbit[5]uril-based
 assemblies
;
_journal_issue                   10
_journal_name_full               CrystEngComm
_journal_page_first              1529
_journal_page_last               1540
_journal_paper_doi               10.1039/D2CE01568D
_journal_volume                  25
_journal_year                    2023
_chemical_formula_sum            'C30 H61 Cl3 N20 O24'
_chemical_formula_weight         1192.28
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_Hall           '-C 2y'
_space_group_name_H-M_alt        'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-01-24 deposited with the CCDC.	2023-02-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.766(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   25.081(3)
_cell_length_b                   14.4962(14)
_cell_length_c                   14.7769(14)
_cell_measurement_reflns_used    4431
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.39
_cell_measurement_theta_min      2.26
_cell_volume                     5259.7(10)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0389
_diffrn_reflns_av_unetI/netI     0.0327
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            19874
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.631
_exptl_absorpt_coefficient_mu    0.254
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_description       block
_exptl_crystal_F_000             2148
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.952
_refine_diff_density_min         -0.819
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     330
_refine_ls_number_reflns         4817
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0799
_refine_ls_R_factor_gt           0.0648
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1242P)²+9.9931P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1898
_refine_ls_wR_factor_ref         0.2096
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3653
_reflns_number_total             4817
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce01568d2.cif
_cod_data_source_block           ck434_sq
_cod_depositor_comments
'Adding full bibliography for 7246264--7246269.cif.'
_cod_original_cell_volume        5259.8(9)
_cod_original_sg_symbol_H-M      'C 2/m'
_cod_database_code               7246264
_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'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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
O1 O 0.78948(9) 0.60900(15) 0.97217(13) 0.0394(5) Uani 1 1 d . . . . .
O2 O 0.66611(9) 0.68014(15) 0.92971(13) 0.0388(5) Uani 1 1 d . . . . .
O3 O 0.59395(13) 0.500000 0.89720(19) 0.0439(8) Uani 1 2 d S T P . .
O4 O 0.79248(9) 0.61003(15) 0.56065(13) 0.0424(5) Uani 1 1 d . . . . .
O5 O 0.66955(9) 0.67396(15) 0.51876(13) 0.0401(5) Uani 1 1 d . . . . .
O6 O 0.59054(13) 0.500000 0.4851(2) 0.0441(8) Uani 1 2 d S T P . .
Cl1 Cl 0.78587(8) 0.000000 0.76209(8) 0.0691(5) Uani 1 2 d S T P . .
Cl2 Cl 0.96635(9) 0.67518(17) 0.64820(16) 0.1500(9) Uani 1 1 d . . . . .
O1W O 0.70502(17) 0.500000 0.4591(2) 0.0624(10) Uani 1 2 d S T P . .
O2W O 0.70107(15) 0.500000 0.0112(2) 0.0566(9) Uani 1 2 d S T P . .
O3W O 1.000000 0.6852(4) 0.000000 0.0993(16) Uani 1 2 d S T P . .
O4W O 0.59169(16) 0.6842(4) 0.0519(2) 0.1227(17) Uani 1 1 d . . . . .
O5W O 0.60287(18) 0.6664(4) 0.3356(2) 0.1231(17) Uani 1 1 d . . . . .
C1 C 0.87115(18) 0.500000 0.9122(3) 0.0375(10) Uani 1 2 d S T P . .
H1A H 0.869167 0.500000 0.977051 0.045 Uiso 1 2 calc R U P . .
H1B H 0.909358 0.499999 0.908699 0.045 Uiso 1 2 calc R U P . .
C2 C 0.87232(18) 0.500000 0.6811(3) 0.0374(10) Uani 1 2 d S T P . .
H2A H 0.910154 0.500002 0.713092 0.045 Uiso 1 2 calc R U P . .
H2B H 0.871617 0.499999 0.615239 0.045 Uiso 1 2 calc R U P . .
C3 C 0.80724(12) 0.6307(2) 0.90430(18) 0.0325(6) Uani 1 1 d . . . . .
C4 C 0.86141(12) 0.6308(2) 0.79250(18) 0.0352(7) Uani 1 1 d . . . . .
H4 H 0.899951 0.648305 0.805913 0.042 Uiso 1 1 calc R U . . .
C5 C 0.80904(12) 0.6307(2) 0.64264(18) 0.0336(6) Uani 1 1 d . . . . .
C6 C 0.82408(12) 0.7162(2) 0.77921(18) 0.0335(7) Uani 1 1 d . . . . .
H6 H 0.845234 0.773542 0.787101 0.040 Uiso 1 1 calc R U . . .
C7 C 0.75365(12) 0.7738(2) 0.86777(18) 0.0324(6) Uani 1 1 d . . . . .
H7A H 0.765578 0.834439 0.852376 0.039 Uiso 1 1 calc R U . . .
H7B H 0.753286 0.773540 0.933286 0.039 Uiso 1 1 calc R U . . .
C8 C 0.75509(13) 0.7734(2) 0.63919(19) 0.0342(7) Uani 1 1 d . . . . .
H8A H 0.766794 0.834230 0.662465 0.041 Uiso 1 1 calc R U . . .
H8B H 0.755369 0.772451 0.573653 0.041 Uiso 1 1 calc R U . . .
C9 C 0.65999(12) 0.71383(19) 0.85196(18) 0.0323(6) Uani 1 1 d . . . . .
C10 C 0.67760(12) 0.7974(2) 0.72603(18) 0.0330(7) Uani 1 1 d . . . . .
H10 H 0.679913 0.864924 0.726930 0.040 Uiso 1 1 calc R U . . .
C11 C 0.66243(12) 0.70952(19) 0.59133(18) 0.0324(6) Uani 1 1 d . . . . .
C12 C 0.61793(12) 0.7640(2) 0.70406(19) 0.0358(7) Uani 1 1 d . . . . .
H12 H 0.592439 0.815938 0.691763 0.043 Uiso 1 1 calc R U . . .
C13 C 0.56353(12) 0.6685(2) 0.7994(2) 0.0378(7) Uani 1 1 d . . . . .
H13A H 0.563432 0.665584 0.864900 0.045 Uiso 1 1 calc R U . . .
H13B H 0.532374 0.705072 0.770094 0.045 Uiso 1 1 calc R U . . .
C14 C 0.56512(12) 0.6696(2) 0.56989(19) 0.0376(7) Uani 1 1 d . . . . .
H14A H 0.566725 0.670912 0.504872 0.045 Uiso 1 1 calc R U . . .
H14B H 0.535175 0.708890 0.578213 0.045 Uiso 1 1 calc R U . . .
C15 C 0.57200(16) 0.500000 0.8153(3) 0.0362(10) Uani 1 2 d S T P . .
C16 C 0.52716(12) 0.5535(2) 0.67010(19) 0.0368(7) Uani 1 1 d . . . . .
H16 H 0.490043 0.578293 0.659129 0.044 Uiso 1 1 calc R U . . .
C17 C 0.56912(16) 0.500000 0.5528(3) 0.0346(9) Uani 1 2 d S T P . .
N1 N 0.84645(10) 0.58328(18) 0.87030(16) 0.0370(6) Uani 1 1 d . . . . .
N2 N 0.84664(10) 0.58294(19) 0.70456(16) 0.0383(6) Uani 1 1 d . . . . .
N3 N 0.79237(10) 0.70591(17) 0.84986(16) 0.0346(6) Uani 1 1 d . . . . .
N4 N 0.79347(10) 0.70625(17) 0.68525(15) 0.0347(6) Uani 1 1 d . . . . .
N5 N 0.69900(10) 0.75832(18) 0.81640(15) 0.0352(6) Uani 1 1 d . . . . .
N6 N 0.70012(10) 0.75832(17) 0.65117(15) 0.0347(6) Uani 1 1 d . . . . .
N7 N 0.61250(10) 0.71450(19) 0.78714(16) 0.0383(6) Uani 1 1 d . . . . .
N8 N 0.61515(10) 0.70686(18) 0.62278(16) 0.0379(6) Uani 1 1 d . . . . .
N9 N 0.55739(10) 0.57671(19) 0.76200(16) 0.0374(6) Uani 1 1 d . . . . .
N10 N 0.55407(10) 0.57601(18) 0.59525(16) 0.0388(6) 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'
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
N1 C1 N1 114.2(3) . 6_565 ?
N1 C1 H1A 108.7 . . ?
N1 C1 H1A 108.7 6_565 . ?
N1 C1 H1B 108.7 . . ?
N1 C1 H1B 108.7 6_565 . ?
H1A C1 H1B 107.6 . . ?
N2 C2 N2 113.3(3) . 6_565 ?
N2 C2 H2A 108.9 . . ?
N2 C2 H2A 108.9 6_565 . ?
N2 C2 H2B 108.9 . . ?
N2 C2 H2B 108.9 6_565 . ?
H2A C2 H2B 107.7 . . ?
O1 C3 N3 126.2(3) . . ?
O1 C3 N1 125.4(3) . . ?
N3 C3 N1 108.3(2) . . ?
N2 C4 N1 114.9(3) . . ?
N2 C4 C6 103.4(2) . . ?
N1 C4 C6 103.5(2) . . ?
N2 C4 H4 111.5 . . ?
N1 C4 H4 111.5 . . ?
C6 C4 H4 111.5 . . ?
O4 C5 N4 125.4(3) . . ?
O4 C5 N2 125.7(3) . . ?
N4 C5 N2 108.9(2) . . ?
N3 C6 N4 114.8(2) . . ?
N3 C6 C4 103.6(2) . . ?
N4 C6 C4 103.4(2) . . ?
N3 C6 H6 111.5 . . ?
N4 C6 H6 111.5 . . ?
C4 C6 H6 111.5 . . ?
N3 C7 N5 113.5(2) . . ?
N3 C7 H7A 108.9 . . ?
N5 C7 H7A 108.9 . . ?
N3 C7 H7B 108.9 . . ?
N5 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
N6 C8 N4 113.8(2) . . ?
N6 C8 H8A 108.8 . . ?
N4 C8 H8A 108.8 . . ?
N6 C8 H8B 108.8 . . ?
N4 C8 H8B 108.8 . . ?
H8A C8 H8B 107.7 . . ?
O2 C9 N5 125.8(3) . . ?
O2 C9 N7 125.6(3) . . ?
N5 C9 N7 108.5(2) . . ?
N5 C10 N6 114.8(2) . . ?
N5 C10 C12 103.4(2) . . ?
N6 C10 C12 103.2(2) . . ?
N5 C10 H10 111.6 . . ?
N6 C10 H10 111.6 . . ?
C12 C10 H10 111.6 . . ?
O5 C11 N6 125.4(3) . . ?
O5 C11 N8 125.1(3) . . ?
N6 C11 N8 109.4(2) . . ?
N8 C12 N7 114.9(3) . . ?
N8 C12 C10 103.6(2) . . ?
N7 C12 C10 103.4(2) . . ?
N8 C12 H12 111.5 . . ?
N7 C12 H12 111.5 . . ?
C10 C12 H12 111.5 . . ?
N9 C13 N7 114.1(2) . . ?
N9 C13 H13A 108.7 . . ?
N7 C13 H13A 108.7 . . ?
N9 C13 H13B 108.7 . . ?
N7 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
N8 C14 N10 113.7(2) . . ?
N8 C14 H14A 108.8 . . ?
N10 C14 H14A 108.8 . . ?
N8 C14 H14B 108.8 . . ?
N10 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
O3 C15 N9 125.66(17) . 6_565 ?
O3 C15 N9 125.66(17) . . ?
N9 C15 N9 108.7(3) 6_565 . ?
N10 C16 N9 115.3(2) . . ?
N10 C16 C16 103.04(17) . 6_565 ?
N9 C16 C16 103.38(17) . 6_565 ?
N10 C16 H16 111.5 . . ?
N9 C16 H16 111.5 . . ?
C16 C16 H16 111.5 6_565 . ?
O6 C17 N10 125.78(18) . . ?
O6 C17 N10 125.78(18) . 6_565 ?
N10 C17 N10 108.4(4) . 6_565 ?
C3 N1 C1 122.7(3) . . ?
C3 N1 C4 111.8(2) . . ?
C1 N1 C4 125.5(3) . . ?
C5 N2 C2 123.1(3) . . ?
C5 N2 C4 111.9(2) . . ?
C2 N2 C4 124.7(3) . . ?
C3 N3 C6 112.7(2) . . ?
C3 N3 C7 123.4(2) . . ?
C6 N3 C7 123.5(2) . . ?
C5 N4 C8 123.6(2) . . ?
C5 N4 C6 112.2(2) . . ?
C8 N4 C6 123.9(2) . . ?
C9 N5 C10 112.3(2) . . ?
C9 N5 C7 123.4(2) . . ?
C10 N5 C7 123.9(2) . . ?
C11 N6 C8 123.8(2) . . ?
C11 N6 C10 111.9(2) . . ?
C8 N6 C10 124.3(2) . . ?
C9 N7 C13 123.5(2) . . ?
C9 N7 C12 112.2(2) . . ?
C13 N7 C12 124.3(2) . . ?
C11 N8 C14 123.3(2) . . ?
C11 N8 C12 111.7(2) . . ?
C14 N8 C12 123.6(2) . . ?
C15 N9 C13 122.4(2) . . ?
C15 N9 C16 112.2(3) . . ?
C13 N9 C16 124.6(2) . . ?
C17 N10 C16 112.8(3) . . ?
C17 N10 C14 123.6(3) . . ?
C16 N10 C14 123.6(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
O1 C3 1.219(3) . ?
O2 C9 1.229(3) . ?
O3 C15 1.223(5) . ?
O4 C5 1.235(3) . ?
O5 C11 1.235(3) . ?
O6 C17 1.229(5) . ?
C1 N1 1.438(3) . ?
C1 N1 1.438(3) 6_565 ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 N2 1.439(3) . ?
C2 N2 1.439(3) 6_565 ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 N3 1.361(4) . ?
C3 N1 1.376(4) . ?
C4 N2 1.453(4) . ?
C4 N1 1.453(4) . ?
C4 C6 1.541(5) . ?
C4 H4 0.9800 . ?
C5 N4 1.359(4) . ?
C5 N2 1.362(4) . ?
C6 N3 1.444(4) . ?
C6 N4 1.450(3) . ?
C6 H6 0.9800 . ?
C7 N3 1.445(4) . ?
C7 N5 1.443(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 N6 1.442(4) . ?
C8 N4 1.439(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 N5 1.364(4) . ?
C9 N7 1.368(4) . ?
C10 N5 1.449(3) . ?
C10 N6 1.456(4) . ?
C10 C12 1.543(4) . ?
C10 H10 0.9800 . ?
C11 N6 1.355(4) . ?
C11 N8 1.360(4) . ?
C12 N8 1.449(4) . ?
C12 N7 1.452(4) . ?
C12 H12 0.9800 . ?
C13 N9 1.437(4) . ?
C13 N7 1.441(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 N8 1.441(4) . ?
C14 N10 1.450(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 N9 1.369(3) 6_565 ?
C15 N9 1.369(3) . ?
C16 N10 1.446(4) . ?
C16 N9 1.453(4) . ?
C16 C16 1.551(7) 6_565 ?
C16 H16 0.9800 . ?
C17 N10 1.359(4) . ?
C17 N10 1.359(4) 6_565 ?
