Solvatomorphism of a 2,6-pyridyldicarboxamide-based foldamer.
Ozturk, Sena; Davis, Alexander R.; Seaton, Colin C.; Male, Louise; Pike, Sarah J.; Organic & biomolecular chemistry 23 (2025) 5590–5599; doi:10.1039/d5ob00342c

data_7160440
_publ_section_title
;
 Solvatomorphism of a 2,6-pyridyldicarboxamide-based foldamer.
;
_journal_issue                   23
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              5590
_journal_page_last               5599
_journal_paper_doi               10.1039/d5ob00342c
_journal_volume                  23
_journal_year                    2025
_chemical_formula_moiety         'C31 H25 N9 O2'
_chemical_formula_sum            'C31 H25 N9 O2'
_chemical_formula_weight         555.60
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2025-01-27
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-02-25 deposited with the CCDC.	2025-03-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.5710(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   17.58120(10)
_cell_length_b                   42.4637(2)
_cell_length_c                   7.06860(5)
_cell_measurement_reflns_used    31317
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      34.23635575487595
_cell_measurement_theta_min      0.9229657190453352
_cell_volume                     5252.23(5)
_computing_cell_refinement
;
aimless (Evans, P. R. and Murshudov, G. N., 2013)
ccp4 (Winn, M. D. et al., 2011)
DIALS 3.18.1-gafd9b17f2-release (Winter, G. et al., 2018)
pointless (Evans, P., 2006)
XIA2 3.18.0 (Winter, G., 2010)
;
_computing_data_collection       'GDA - generic data acquisition software'
_computing_data_reduction
;
aimless (Evans, P. R. and Murshudov, G. N., 2013)
ccp4 (Winn, M. D. et al., 2011)
DIALS 3.18.1-gafd9b17f2-release (Winter, G. et al., 2018)
pointless (Evans, P., 2006)
XIA2 3.18.0 (Winter, G., 2010)
;
_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      100.15
_diffrn_detector                 'Photon counting pixel array'
_diffrn_detector_type            'Dectris PILATUS 2M'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measurement_device       'Fixed \c 3-circle diffractometer'
_diffrn_measurement_device_type  'Fluid Film Devices'
_diffrn_measurement_method       'shutterless scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMount'
_diffrn_radiation_monochromator  'Silicon 111'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.6889
_diffrn_reflns_av_R_equivalents  0.0610
_diffrn_reflns_av_unetI/netI     0.0791
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       69
_diffrn_reflns_limit_k_min       -71
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            115588
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_theta_full        24.415
_diffrn_reflns_theta_max         36.114
_diffrn_reflns_theta_min         1.128
_diffrn_source                   Synchrotron
_diffrn_source_details           'Allan et al. (2017)'
_diffrn_source_type              'Diamond Light Source Beamline I19-1'
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.9888206656212878
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
CCP4 8.0.018: AIMLESS, version 0.7.15 : 02/11/23
Scaling & analysis of unmerged intensities, absorption correction using spherical harmonics
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_description       plate
_exptl_crystal_F_000             2320
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.012
_exptl_crystal_size_min          0.0097
_refine_diff_density_max         0.528
_refine_diff_density_min         -0.443
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     997
_refine_ls_number_reflns         25728
_refine_ls_number_restraints     1687
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.1041
_refine_ls_R_factor_gt           0.0580
_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/[\s^2^(Fo^2^)+(0.0752P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1483
_refine_ls_wR_factor_ref         0.1615
_reflns_Friedel_coverage         0.000
_reflns_number_gt                15417
_reflns_number_total             25728
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob00342c2.cif
_cod_data_source_block           1B
_cod_depositor_comments
'Adding full bibliography for 7160437--7160444.cif.'
_cod_database_code               7160440
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.999
_shelx_estimated_absorpt_t_min   0.987
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2. Restrained distances
 C13-C14 \\sim C13A-C14A
 with sigma of 0.02
 C13-C18 \\sim C13A-C18A
 with sigma of 0.02
 C13-N4 \\sim C13A-N4
 with sigma of 0.02
 C14-C15 \\sim C14A-C15A
 with sigma of 0.02
 C14-N5 \\sim C14A-N5A
 with sigma of 0.02
 C15-C16 \\sim C15A-C16A
 with sigma of 0.02
 C16-C17 \\sim C16A-C17A
 with sigma of 0.02
 C17-C18 \\sim C17A-C18A
 with sigma of 0.02
 C13-C15 \\sim C13A-C15A
 with sigma of 0.04
 C13-C17 \\sim C13A-C17A
 with sigma of 0.04
 C13-N5 \\sim C13A-N5A
 with sigma of 0.04
 C14-C16 \\sim C14A-C16A
 with sigma of 0.04
 C14-C18 \\sim C14A-C18A
 with sigma of 0.04
 C14-N4 \\sim C14A-N4
 with sigma of 0.04
 C15-C17 \\sim C15A-C17A
 with sigma of 0.04
 C15-N5 \\sim C15A-N5A
 with sigma of 0.04
 C16-C18 \\sim C16A-C18A
 with sigma of 0.04
 C18-N4 \\sim C18A-N4
 with sigma of 0.04
 C26-C27 \\sim C26A-C27A
 with sigma of 0.02
 C26-C31 \\sim C26A-C31A
 with sigma of 0.02
 C26-N8 \\sim C26A-N8
 with sigma of 0.01
 C26-C31A \\sim C26A-C31A
 with sigma of 0.02
 C26-C27A \\sim C26A-C27A
 with sigma of 0.02
 C27-C28 \\sim C27A-C28A
 with sigma of 0.02
 C28-C29 \\sim C28A-C29A
 with sigma of 0.02
 C29-C30 \\sim C29A-C30A
 with sigma of 0.02
 C30-C31 \\sim C30A-C31A
 with sigma of 0.02
 C27-C29 \\sim C27A-C29A
 with sigma of 0.04
 C27-C31 \\sim C27A-C31A
 with sigma of 0.04
 C27-N8 \\sim C27A-N8
 with sigma of 0.04
 C28-C30 \\sim C28A-C30A
 with sigma of 0.04
 C29-C31 \\sim C29A-C31A
 with sigma of 0.04
 C31-N8 \\sim C31A-N8
 with sigma of 0.04
 C126-C127 \\sim C26B-C27B
 with sigma of 0.01
 C126-C131 \\sim C26B-C31B
 with sigma of 0.01
 C126-N108 \\sim C26B-N108
 with sigma of 0.02
 C127-C128 \\sim C27B-C28B
 with sigma of 0.02
 C127-N109 \\sim C27B-N9B
 with sigma of 0.02
 C128-C129 \\sim C28B-C29B
 with sigma of 0.02
 C129-C130 \\sim C29B-C30B
 with sigma of 0.02
 C130-C131 \\sim C30B-C31B
 with sigma of 0.02
 C126-C128 \\sim C26B-C28B
 with sigma of 0.04
 C126-C130 \\sim C26B-C30B
 with sigma of 0.04
 C126-N109 \\sim C26B-N9B
 with sigma of 0.04
 C127-C129 \\sim C27B-C29B
 with sigma of 0.04
 C127-C131 \\sim C27B-C31B
 with sigma of 0.04
 C127-N108 \\sim C27B-N108
 with sigma of 0.04
 C128-C130 \\sim C28B-C30B
 with sigma of 0.04
 C128-N109 \\sim C28B-N9B
 with sigma of 0.04
 C129-C131 \\sim C29B-C31B
 with sigma of 0.04
 C131-N108 \\sim C31B-N108
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17 \\sim C18 \\sim C13A \\sim C14A
\\sim C15A \\sim C16A \\sim C17A \\sim C18A \\sim N5 \\sim N5A: within 6A with
sigma of 0.02 and sigma for terminal atoms of 0.04 within 6A
C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30 \\sim C31 \\sim C26A \\sim C27A
\\sim C28A \\sim C29A \\sim C30A \\sim C31A \\sim N9 \\sim N9A: within 6A with
sigma of 0.005 and sigma for terminal atoms of 0.02 within 6A
C126 \\sim C127 \\sim C128 \\sim C129 \\sim C130 \\sim C131 \\sim C26B \\sim
C27B \\sim C28B \\sim C29B \\sim C30B \\sim C31B \\sim N109 \\sim N9B: within
6A with sigma of 0.01 and sigma for terminal atoms of 0.02 within 6A
4. Others
 Sof(C13A)=Sof(C14A)=Sof(C15A)=Sof(H15A)=Sof(C16A)=Sof(H16A)=Sof(C17A)=
 Sof(H17A)=Sof(C18A)=Sof(H18A)=Sof(N5A)=Sof(H5AA)=Sof(H5AB)=1-FVAR(1)
 Sof(C13)=Sof(C14)=Sof(C15)=Sof(H15)=Sof(C16)=Sof(H16)=Sof(C17)=Sof(H17)=
 Sof(C18)=Sof(H18)=Sof(N5)=Sof(H5A)=Sof(H5B)=FVAR(1)
 Sof(C26A)=Sof(C27A)=Sof(C28A)=Sof(H28A)=Sof(C29A)=Sof(H29A)=Sof(C30A)=
 Sof(H30A)=Sof(C31A)=Sof(H31A)=Sof(N9A)=Sof(H9AA)=Sof(H9AB)=1-FVAR(2)
 Sof(C26)=Sof(C27)=Sof(C28)=Sof(H28)=Sof(C29)=Sof(H29)=Sof(C30)=Sof(H30)=
 Sof(C31)=Sof(H31)=Sof(N9)=Sof(H9A)=Sof(H9B)=FVAR(2)
 Sof(C26B)=Sof(C27B)=Sof(C28B)=Sof(H28B)=Sof(C29B)=Sof(H29B)=Sof(C30B)=
 Sof(H30B)=Sof(C31B)=Sof(H31B)=Sof(N9B)=Sof(H9BA)=Sof(H9BB)=1-FVAR(3)
 Sof(C126)=Sof(C127)=Sof(C128)=Sof(H128)=Sof(C129)=Sof(H129)=Sof(C130)=
 Sof(H130)=Sof(C131)=Sof(H131)=Sof(N109)=Sof(H10D)=Sof(H10E)=FVAR(3)
5.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C9(H9), C10(H10), C11(H11), C12(H12), C15(H15),
 C16(H16), C17(H17), C18(H18), C15A(H15A), C16A(H16A), C17A(H17A), C18A(H18A),
 C22(H22), C23(H23), C24(H24), C25(H25), C28(H28), C29(H29), C30(H30), C31(H31),
  C28A(H28A), C29A(H29A), C30A(H30A), C31A(H31A), C102(H102), C103(H103),
 C104(H104), C109(H109), C110(H110), C111(H111), C112(H112), C115(H115),
 C116(H116), C117(H117), C118(H118), C122(H122), C123(H123), C124(H124),
 C125(H125), C128(H128), C129(H129), C130(H130), C131(H131), C28B(H28B),
 C29B(H29B), C30B(H30B), C31B(H31B)
5.b X=CH2 refined with riding coordinates:
 N5A(H5AA,H5AB), N9A(H9AA,H9AB), N9B(H9BA,H9BB)
;
_shelx_res_checksum              95656
_olex2_submission_special_instructions 'No special instructions were received'