Crystallographic characterization of the 9/11-helix: a left-handed helix for 1 : 1 α/β-peptides containing L-α-amino acid residues.
Seo, Nuri; Kim, Yujin; Lee, Jieun; Kim, Jieun; Kang, Philjae; Guzei, Ilia A.; Lee, Ha-Jin; Choi, Soo Hyuk; Organic & biomolecular chemistry 23 (2025) 6133–6137; doi:10.1039/d5ob00621j

data_7160569
_publ_section_title
;
 Crystallographic characterization of the 9/11-helix: a left-handed helix
 for 1&#x2009;:&#x2009;1 &#x3b1;/&#x3b2;-peptides containing
 L-&#x3b1;-amino acid residues.
;
_journal_issue                   25
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              6133
_journal_page_last               6137
_journal_paper_doi               10.1039/d5ob00621j
_journal_volume                  23
_journal_year                    2025
_chemical_formula_moiety
'C36 H61 N5 O8, 0.52(C1 H1 Cl3), 1.04(C H2 Cl2)'
_chemical_formula_sum            'C37.56 H63.58 Cl3.67 N5 O8'
_chemical_formula_weight         843.15
_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   mixed
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc1m99hq
_audit_creation_date             2017-09-26
_audit_creation_method
;
Olex2 1.2-dev
(compiled 2017.07.20 svn.r3457 for OlexSys, GUI svn.r5370)
;
_audit_update_record
;
2017-09-29 deposited with the CCDC.	2025-06-02 downloaded from the CCDC.
;
_cell_angle_alpha                94.77(2)
_cell_angle_beta                 103.893(18)
_cell_angle_gamma                115.491(18)
_cell_formula_units_Z            2
_cell_length_a                   11.974(5)
_cell_length_b                   13.462(5)
_cell_length_c                   16.117(6)
_cell_measurement_reflns_used    5401
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      27.535
_cell_measurement_theta_min      2.197
_cell_volume                     2224.3(16)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      110
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  Gromit
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_av_unetI/netI     0.0640
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            27530
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         28.374
_diffrn_reflns_theta_min         1.332
_exptl_absorpt_coefficient_mu    0.298
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.7068
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0634 before and 0.0364 after correction. The Ratio of minimum to maximum transmission is 0.9478. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             900
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.796
_refine_diff_density_min         -0.755
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     977
_refine_ls_number_reflns         11090
_refine_ls_number_restraints     909
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.1157
_refine_ls_R_factor_gt           0.0742
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0921P)^2^+1.7098P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1936
_refine_ls_wR_factor_ref         0.2189
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6999
_reflns_number_total             11090
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob00621j2.cif
_cod_data_source_block           choi20
_cod_depositor_comments
'Adding full bibliography for 7160569--7160571.cif.'
_cod_original_cell_volume        2224.2(15)
_cod_database_code               7160569
_shelx_shelxl_version_number     2017/1
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C40-Cl6 = C40-Cl7
 1.776 with sigma of 0.003
3. Uiso/Uaniso restraints and constraints
Uanis(N4) \\sim Ueq, Uanis(O4) \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
Uanis(C26) = Uanis(C28) = Uanis(O6) = Uanis(N5)
Uanis(C24A) = Uanis(C25A) = Uanis(O5A) = Uanis(N4A)
Uanis(C40) = Uanis(Cl7) = Uanis(Cl6)
Uanis(C39) = Uanis(Cl4)
Uiso(Cl19) = Uiso(C46) = Uiso(Cl20)
4. Rigid body (RIGU) restrains
 O1, O2, O3, O4, O5, O6, O7, O8, N2, N3, N4, N5, C1, C2, C3, C4, C5, N1A, C7,
 C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18, C19, C20, C21, C22, C23,
 C24, C25, C26, C27, C28, C29, C30, C31, C32, C33, C34, C35, C36, C37, O1A, O2A,
  O3A, O4A, O5A, O6A, O7A, O8A, N2A, N3A, N4A, N5A, C1A, C2A, C3A, C4A, C5A, N1,
  C7A, C8A, C9A, C10A, C11A, C12A, C13A, C14A, C15A, C16A, C17A, C18A, C19A,
 C20A, C21A, C22A, C23A, C24A, C25A, C26A, C27A, C28A, C29A, C30A, C31A, C32A,
 C33A, C34A, C35A, C36A, C37A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C39, Cl4, Cl5
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Cl1, Cl3, C38, Cl2
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
5. Same fragment restrains
{O1A, O2A, O3A, O4A, O5A, O6A, O7A, O8A, N2A, N3A, N4A, N5A, C1A, C2A, C3A,
C4A, C5A, N1, C7A, C8A, C9A, C10A, C11A, C12A, C13A, C14A, C15A, C16A, C17A,
C18A, C19A, C20A, C21A, C22A, C23A, C24A, C25A, C26A, C27A, C28A, C29A, C30A,
C31A, C32A, C33A, C34A, C35A, C36A, C37A} sigma for 1-2: 0.02, 1-3: 0.04
as
{O1, O2, O3, O4, O5, O6, O7, O8, N2, N3, N4, N5, C1, C2, C3, C4, C5, N1A, C7,
C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18, C19, C20, C21, C22, C23,
C24, C25, C26, C27, C28, C29, C30, C31, C32, C33, C34, C35, C36, C37}
6. Others
 Sof(Cl1)=Sof(Cl2)=Sof(Cl3)=Sof(C38)=Sof(H38)=FVAR(1)
 Sof(Cl4)=Sof(Cl5)=Sof(C39)=Sof(H39A)=Sof(H39B)=FVAR(2)
 Sof(Cl6)=Sof(Cl7)=Sof(C40)=Sof(H40A)=Sof(H40B)=FVAR(3)
 Sof(Cl8)=Sof(Cl9)=Sof(C41)=Sof(H41A)=Sof(H41B)=FVAR(4)
 Sof(Cl10)=Sof(Cl11)=Sof(C42)=Sof(H42A)=Sof(H42B)=FVAR(5)
 Sof(Cl12)=Sof(Cl13)=Sof(Cl14)=Sof(C43)=Sof(H43)=FVAR(6)
 Sof(Cl15)=Sof(Cl16)=Sof(C44)=Sof(H44A)=Sof(H44B)=FVAR(7)
 Sof(Cl17)=Sof(Cl18)=Sof(C45)=Sof(H45A)=Sof(H45B)=FVAR(8)
 Sof(Cl21)=Sof(Cl22)=Sof(C47)=Sof(H47A)=Sof(H47B)=0.5*FVAR(10)
 Sof(Cl19)=Sof(Cl20)=Sof(C46)=Sof(H46A)=Sof(H46B)=FVAR(9)
 Fixed Sof: O1(0.5) O2(0.5) O3(0.5) O4(0.5) O5(0.5) O6(0.5) O7(0.5) O8(0.5)
 N2(0.5) H2(0.5) N3(0.5) H3(0.5) N4(0.5) H4(0.5) N5(0.5) H5(0.5) C1(0.5)
 H1A(0.5) H1B(0.5) H1C(0.5) C2(0.5) H2A(0.5) H2B(0.5) H2C(0.5) C3(0.5) H3A(0.5)
 H3B(0.5) H3C(0.5) C4(0.5) C5(0.5) N1A(0.5) H1AA(0.5) C7(0.5) H7(0.5) C8(0.5)
 H8A(0.5) H8B(0.5) C9(0.5) H9(0.5) C10(0.5) H10A(0.5) H10B(0.5) H10C(0.5)
 C11(0.5) H11A(0.5) H11B(0.5) C12(0.5) H12A(0.5) H12B(0.5) C13(0.5) H13(0.5)
 C14(0.5) C15(0.5) H15(0.5) C16(0.5) H16A(0.5) H16B(0.5) H16C(0.5) C17(0.5)
 C18(0.5) H18(0.5) C19(0.5) H19A(0.5) H19B(0.5) C20(0.5) H20(0.5) C21(0.5)
 H21A(0.5) H21B(0.5) H21C(0.5) C22(0.5) H22A(0.5) H22B(0.5) C23(0.5) H23A(0.5)
 H23B(0.5) C24(0.5) H24(0.5) C25(0.5) C26(0.5) H26(0.5) C27(0.5) H27A(0.5)
 H27B(0.5) H27C(0.5) C28(0.5) C29(0.5) H29(0.5) C30(0.5) H30A(0.5) H30B(0.5)
 C31(0.5) H31(0.5) C32(0.5) H32A(0.5) H32B(0.5) H32C(0.5) C33(0.5) H33A(0.5)
 H33B(0.5) C34(0.5) H34A(0.5) H34B(0.5) C35(0.5) H35(0.5) C36(0.5) C37(0.5)
 H37A(0.5) H37B(0.5) H37C(0.5) O1A(0.5) O2A(0.5) O3A(0.5) O4A(0.5) O5A(0.5)
 O6A(0.5) O7A(0.5) O8A(0.5) N2A(0.5) H2AA(0.5) N3A(0.5) H3AA(0.5) N4A(0.5)
 H4A(0.5) N5A(0.5) H5A(0.5) C1A(0.5) H1AB(0.5) H1AC(0.5) H1AD(0.5) C2A(0.5)
 H2AB(0.5) H2AC(0.5) H2AD(0.5) C3A(0.5) H3AB(0.5) H3AC(0.5) H3AD(0.5) C4A(0.5)
 C5A(0.5) N1(0.5) H1(0.5) C7A(0.5) H7A(0.5) C8A(0.5) H8AA(0.5) H8AB(0.5)
 C9A(0.5) H9A(0.5) C10A(0.5) H10D(0.5) H10E(0.5) H10F(0.5) C11A(0.5) H11C(0.5)
 H11D(0.5) C12A(0.5) H12C(0.5) H12D(0.5) C13A(0.5) H13A(0.5) C14A(0.5)
 C15A(0.5) H15A(0.5) C16A(0.5) H16D(0.5) H16E(0.5) H16F(0.5) C17A(0.5)
 C18A(0.5) H18A(0.5) C19A(0.5) H19C(0.5) H19D(0.5) C20A(0.5) H20A(0.5)
 C21A(0.5) H21D(0.5) H21E(0.5) H21F(0.5) C22A(0.5) H22C(0.5) H22D(0.5)
 C23A(0.5) H23C(0.5) H23D(0.5) C24A(0.5) H24A(0.5) C25A(0.5) C26A(0.5)
 H26A(0.5) C27A(0.5) H27D(0.5) H27E(0.5) H27F(0.5) C28A(0.5) C29A(0.5)
 H29A(0.5) C30A(0.5) H30C(0.5) H30D(0.5) C31A(0.5) H31A(0.5) C32A(0.5)
 H32D(0.5) H32E(0.5) H32F(0.5) C33A(0.5) H33C(0.5) H33D(0.5) C34A(0.5)
 H34C(0.5) H34D(0.5) C35A(0.5) H35A(0.5) C36A(0.5) C37A(0.5) H37D(0.5)
 H37E(0.5) H37F(0.5)
 Fixed Uiso: Cl8(0.08) Cl9(0.08) C41(0.08) Cl10(0.08) Cl11(0.08) C42(0.08)
 Cl12(0.08) Cl13(0.08) Cl14(0.08) C43(0.08) Cl15(0.08) Cl16(0.08) C44(0.08)
 Cl17(0.08) Cl18(0.08) C45(0.08) Cl21(0.08) Cl22(0.08) C47(0.08)
7.a Free rotating group:
 Cl1(Cl2,Cl3,C38,H38), Cl4(Cl5,C39,H39A,H39B), Cl6(Cl7,C40), Cl8(Cl9,C41),
 Cl10(Cl11,C42), Cl12(Cl13,Cl14,C43,H43), Cl15(Cl16,C44), Cl17(Cl18,C45),
 Cl19(Cl20,C46), Cl21(Cl22,C47)
7.b Ternary CH refined with riding coordinates:
 C7(H7), C9(H9), C13(H13), C15(H15), C18(H18), C20(H20), C24(H24), C26(H26),
 C29(H29), C31(H31), C35(H35), C7A(H7A), C9A(H9A), C13A(H13A), C15A(H15A),
 C18A(H18A), C20A(H20A), C24A(H24A), C26A(H26A), C29A(H29A), C31A(H31A),
 C35A(H35A)
7.c Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C11(H11A,H11B), C12(H12A,H12B), C19(H19A,H19B), C22(H22A,H22B),
 C23(H23A,H23B), C30(H30A,H30B), C33(H33A,H33B), C34(H34A,H34B), C8A(H8AA,H8AB),
  C11A(H11C,H11D), C12A(H12C,H12D), C19A(H19C,H19D), C22A(H22C,H22D), C23A(H23C,
 H23D), C30A(H30C,H30D), C33A(H33C,H33D), C34A(H34C,H34D), C40(H40A,H40B),
 C41(H41A,H41B), C42(H42A,H42B), C44(H44A,H44B), C45(H45A,H45B), C46(H46A,H46B),
  C47(H47A,H47B)
7.d Aromatic/amide H refined with riding coordinates:
 N2(H2), N3(H3), N4(H4), N5(H5), N1A(H1AA), N2A(H2AA), N3A(H3AA), N4A(H4A),
 N5A(H5A), N1(H1)
7.e Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C10(H10A,H10B,H10C),
 C16(H16A,H16B,H16C), C21(H21A,H21B,H21C), C27(H27A,H27B,H27C), C32(H32A,H32B,
 H32C), C37(H37A,H37B,H37C), C1A(H1AB,H1AC,H1AD), C2A(H2AB,H2AC,H2AD), C3A(H3AB,
 H3AC,H3AD), C10A(H10D,H10E,H10F), C16A(H16D,H16E,H16F), C21A(H21D,H21E,H21F),
 C27A(H27D,H27E,H27F), C32A(H32D,H32E,H32F), C37A(H37D,H37E,H37F)
;
_shelx_res_checksum              56732
_olex2_submission_special_instructions 'No special instructions were received'