Mutually antagonistic molecular clips: symmetry-breaking non-covalent bonds at the chiral-nonchiral interface.
Bae, Sungryul; Jeong, Younjae; Lee, Dongwhan; Chemical science 16 (2025) 3459–3469; doi:10.1039/d4sc07655a

data_1573596
_publ_section_title
;
 Mutually antagonistic molecular clips: symmetry-breaking non-covalent
 bonds at the chiral-nonchiral interface.
;
_journal_issue                   8
_journal_name_full               'Chemical science'
_journal_page_first              3459
_journal_page_last               3469
_journal_paper_doi               10.1039/d4sc07655a
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         'C44 H36 N4 O3, C12 H6 N2 O2'
_chemical_formula_sum            'C56 H42 N6 O5'
_chemical_formula_weight         878.95
_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_date             2024-07-10
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-07-10 deposited with the CCDC.	2025-01-07 downloaded from the CCDC.
;
_cell_angle_alpha                91.42(3)
_cell_angle_beta                 92.29(3)
_cell_angle_gamma                106.79(3)
_cell_formula_units_Z            4
_cell_length_a                   8.4180(17)
_cell_length_b                   12.809(3)
_cell_length_c                   40.083(8)
_cell_measurement_reflns_used    87571
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      30.000
_cell_measurement_theta_min      0.401
_cell_volume                     4131.5(17)
_computing_cell_refinement       'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_data_collection       'PAL BL2D-SMDC Program (Shin et. al, 2016)'
_computing_data_reduction        'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.00
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measurement_device_type  'Rayonix SX165 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.700
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_av_unetI/netI     0.0756
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.942
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       56
_diffrn_reflns_limit_l_min       -56
_diffrn_reflns_number            46476
_diffrn_reflns_point_group_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.942
_diffrn_reflns_theta_full        24.835
_diffrn_reflns_theta_max         29.838
_diffrn_reflns_theta_min         1.503
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.860
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_description       block
_exptl_crystal_F_000             1840
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.693
_refine_diff_density_min         -0.436
_refine_diff_density_rms         0.125
_refine_ls_extinction_coef       0.073(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1294
_refine_ls_number_reflns         23370
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.1474
_refine_ls_R_factor_gt           0.1025
_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^)+(0.1786P)^2^+1.7913P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2804
_refine_ls_wR_factor_ref         0.3123
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13662
_reflns_number_total             23370
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc07655a4.cif
_cod_data_source_block           phdp2
_cod_depositor_comments
'Adding full bibliography for 1573595--1573598.cif.'
_cod_original_cell_volume        4131.5(16)
_cod_database_code               1573596
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1.a Secondary CH2 refined with riding coordinates:
 C01W(H01A,H01C), C022(H02G,H02H), C026(H02A,H02B), C02B(H02J,H02O), C02C(H02P,
 H02Q), C02H(H02C,H02D), C031(H03A,H03B), C038(H03C,H03D), C039(H03M,H03N),
 C03H(H03P,H03Q), C03J(H03E,H03G), C03K(H03R,H03S), C03L(H03H,H03I), C03N(H03U,
 H03V)
1.b Aromatic/amide H refined with riding coordinates:
 N006(H006), N007(H007), C00Z(H00Z), C01B(H01B), C01F(H01F), C01H(H01H),
 C01I(H01I), C01N(H01N), C01P(H01P), C01U(H01U), C01V(H01V), C01Z(H01Z),
 C020(H020), C021(H021), C024(H024), C028(H028), C029(H029), C02A(H02I),
 C02D(H02R), C02E(H02E), C02F(H02F), C02I(H02T), C02J(H02U), C02K(H02K),
 C02L(H02L), C02M(H02M), C02N(H02N), C02O(H02V), C02P(H02Z), C02R(H02W),
 C02S(H02S), C02T(H02X), C02U(H02Y), C02V(H1), C02W(H02), C02Y(H2), C02Z(H3),
 C030(H030), C032(H032), C033(H033), C035(H035), C036(H036), C03A(H03Z),
 C03B(H4), C03D(H03O), C03F(H03F), C03G(H03), C03I(H5), C03M(H03T), C03O(H03W)
1.c Idealised Me refined as rotating group:
 C03P(H03J,H03K,H03L), C03Q(H03X,H03Y,H)
;
_shelx_res_checksum              64986
_olex2_submission_special_instructions 'No special instructions were received'