Crystal structures of sandwich-type potassium cation complexes formed from benzo-15-crown-5-based ligand containing a chloromaleimide moiety
Hirayama, Yuto; Ito, Akitaka; Ochi, Rika; CrystEngComm 27 (2025) 3214–3218; doi:10.1039/D5CE00252D

data_1574562
_publ_section_title
;
 Crystal structures of sandwich-type potassium cation complexes formed
 from benzo-15-crown-5-based ligand containing a chloromaleimide moiety
;
_journal_issue                   20
_journal_name_full               CrystEngComm
_journal_page_first              3214
_journal_page_last               3218
_journal_paper_doi               10.1039/D5CE00252D
_journal_volume                  27
_journal_year                    2025
_chemical_formula_moiety         'C24 H25 Cl N2 O7'
_chemical_formula_sum            'C24 H25 Cl N2 O7'
_chemical_formula_weight         488.91
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-12-03
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-03-03 deposited with the CCDC.	2025-05-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.105(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.6695(5)
_cell_length_b                   8.4232(2)
_cell_length_c                   19.7536(6)
_cell_measurement_reflns_used    8040
_cell_measurement_temperature    113.15
_cell_measurement_theta_max      30.1010
_cell_measurement_theta_min      2.0880
_cell_volume                     2319.99(13)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      113.15
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -13.00  13.00   0.50   73.91    --   12.72  86.00 -52.00   52
  2  \w    -39.00  42.00   0.50   73.91    --  -13.34  86.00 -52.00  162
  3  \w    -72.00  -4.00   0.50   73.91    --   12.72 -19.00 -30.00  136
  4  \w    -22.00  28.00   0.50   73.91    --  -13.34 -99.00  30.00  100
  5  \w    -10.00  51.00   0.50   73.91    --   12.72 -86.00-171.00  122
  6  \w    -98.00 -57.00   0.50   73.91    --  -13.34-178.00 -30.00   82
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0320928000
_diffrn_orient_matrix_UB_12      -0.0279951000
_diffrn_orient_matrix_UB_13      0.0177791000
_diffrn_orient_matrix_UB_21      -0.0084764000
_diffrn_orient_matrix_UB_22      -0.0694103000
_diffrn_orient_matrix_UB_23      -0.0213903000
_diffrn_orient_matrix_UB_31      0.0385455000
_diffrn_orient_matrix_UB_32      -0.0385409000
_diffrn_orient_matrix_UB_33      0.0255757000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            16615
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         2.169
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.213
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.780
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_description       plate
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.281
_exptl_crystal_size_mid          0.081
_exptl_crystal_size_min          0.021
_refine_diff_density_max         0.645
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4744
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0384
_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/[\s^2^(Fo^2^)+(0.0435P)^2^+1.2624P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0933
_refine_ls_wR_factor_ref         0.1000
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3794
_reflns_number_total             4744
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00252d2.cif
_cod_data_source_block           20241202_b15cr5-nh-aac-ph_1
_cod_depositor_comments
'Adding full bibliography for 1574562--1574564.cif.'
_cod_database_code               1574562
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         'C24 H25 Cl1 N2 O7'
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00N(H00A,H00B), C00O(H00C,H00D), C00P(H00E,H00F), C00Q(H00G,H00I), C00R(H00J,
 H00N), C00S(H00O,H00P), C00T(H00Q,H00R), C00U(H00S,H00T)
2.b Aromatic/amide H refined with riding coordinates:
 N009(H009), C00H(H00H), C00K(H00K), C00L(H00L), C00M(H00M), C00V(H00V),
 C00W(H00W), C00X(H00X), C00Y(H00Y)
;
_shelx_res_checksum              22823
_olex2_date_sample_data_collection 2024-12-02
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.156
_oxdiff_exptl_absorpt_empirical_full_min 0.748