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_7160444
_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             2023-12-12
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2025-02-25 deposited with the CCDC.	2025-03-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.7550(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.57690(10)
_cell_length_b                   38.7107(2)
_cell_length_c                   12.34610(10)
_cell_measurement_reflns_used    44652
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      78.4200
_cell_measurement_theta_min      3.4130
_cell_volume                     5350.45(7)
_computing_cell_refinement       'CrysAlisPro 1.171.43.93a (Rigaku OD, 2023)'
_computing_data_collection
'CrysAlisPro system (CCD 42.54a 64-bit (release 26-04-2022))'
_computing_data_reduction        'CrysAlisPro 1.171.43.93a (Rigaku OD, 2023)'
_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_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.941
_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    -79.00  23.00   0.50    6.00    --  -49.13  95.00 115.00  204
  2  \w     -9.00  79.00   0.50    6.00    --   49.13 -95.00   5.00  176
  3  \w   -161.00 -83.00   0.50   24.00    --  -90.00 -95.00   5.00  156
  4  \w    -79.00 -18.00   0.50   24.00    --  -90.00  95.00 115.00  122
  5  \w     40.00 105.00   0.50   24.00    --  111.50 -95.00   5.00  130
  6  \w   -120.00 -94.00   0.50    6.00    --  -49.13 -57.00   0.00   52
  7  \w   -120.00 -94.00   0.50    6.00    --  -49.13 -57.00  30.00   52
  8  \w   -120.00 -94.00   0.50    6.00    --  -49.13 -57.00  90.00   52
  9  \w   -120.00 -94.00   0.50    6.00    --  -49.13 -57.00  60.00   52
 10  \w    -24.00  26.00   0.50    6.00    --   49.13 -19.00 -60.00  100
 11  \w     94.00 121.00   0.50    6.00    --   49.13  57.00-180.00   54
 12  \w     94.00 121.00   0.50    6.00    --   49.13  57.00 150.00   54
 13  \w    -48.00 -18.00   0.50   24.00    --  -90.00  38.00 -30.00   60
 14  \w   -161.00-102.00   0.50   24.00    --  -90.00 -99.00 -30.00  118
 15  \w    -48.00 -18.00   0.50   24.00    --  -90.00  38.00  60.00   60
 16  \w   -161.00-102.00   0.50   24.00    --  -90.00 -99.00 -60.00  118
 17  \w    -69.00 -18.00   0.50   24.00    --  -90.00  57.00 -60.00  102
 18  \w    -48.00 -18.00   0.50   24.00    --  -90.00  38.00 -60.00   60
 19  \w    -69.00 -18.00   0.50   24.00    --  -90.00  57.00-150.00  102
 20  \w   -161.00-105.00   0.50   24.00    --  -90.00 -77.00 -90.00  112
 21  \w     40.00  97.00   0.50   24.00    --  111.50 -77.00   0.00  114
 22  \w    102.00 178.00   0.50   24.00    --  111.50  19.00  30.00  152
 23  \w     40.00  97.00   0.50   24.00    --  111.50 -77.00  60.00  114
 24  \w     40.00  97.00   0.50   24.00    --  111.50 -77.00 150.00  114
 25  \w     40.00 106.00   0.50   24.00    --  111.50 -99.00  60.00  132
 26  \w    105.00 178.00   0.50   24.00    --  111.50  95.00 115.00  146
 27  \w   -121.00 -38.00   0.50    6.00    --  -49.13 -38.00-120.00  166
 28  \w   -121.00 -38.00   0.50    6.00    --  -49.13 -38.00 -30.00  166
 29  \w   -121.00 -38.00   0.50    6.00    --  -49.13 -38.00 150.00  166
 30  \w   -121.00 -38.00   0.50    6.00    --  -49.13 -38.00  30.00  166
 31  \w   -121.00 -38.00   0.50    6.00    --  -49.13 -38.00 -90.00  166
 32  \w   -121.00 -90.00   0.50    6.00    --  -49.13 -38.00-180.00   62
 33  \w   -121.00 -38.00   0.50    6.00    --  -49.13 -38.00  90.00  166
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0631731000
_diffrn_orient_matrix_UB_12      -0.0184713000
_diffrn_orient_matrix_UB_13      0.0794720000
_diffrn_orient_matrix_UB_21      0.0782896000
_diffrn_orient_matrix_UB_22      -0.0321744000
_diffrn_orient_matrix_UB_23      -0.0001324000
_diffrn_orient_matrix_UB_31      0.0939245000
_diffrn_orient_matrix_UB_32      0.0144034000
_diffrn_orient_matrix_UB_33      0.1016107000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_av_unetI/netI     0.0161
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       47
_diffrn_reflns_limit_k_min       -46
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            71800
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.619
_diffrn_reflns_theta_min         3.875
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.743
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.794
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.93a (Rigaku Oxford Diffraction, 2023)
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            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_description       block
_exptl_crystal_F_000             2320
_exptl_crystal_size_max          0.148
_exptl_crystal_size_mid          0.078
_exptl_crystal_size_min          0.074
_refine_diff_density_max         0.464
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     805
_refine_ls_number_reflns         10856
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0415
_refine_ls_R_factor_gt           0.0376
_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^)+(0.0496P)^2^+1.7981P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1001
_refine_ls_wR_factor_ref         0.1024
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9720
_reflns_number_total             10856
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob00342c2.cif
_cod_data_source_block           1A_prime
_cod_depositor_comments
'Adding full bibliography for 7160437--7160444.cif.'
_cod_database_code               7160444
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C11 H10 N O'
_shelx_estimated_absorpt_t_max   0.947
_shelx_estimated_absorpt_t_min   0.898
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 N9-H9A = N9-H9B = N105-H10C = N105-H10B
 0.87 with sigma of 0.02
3.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), C22(H22), C23(H23), C24(H24), C25(H25), C28(H28),
  C29(H29), C30(H30), C31(H31), 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)
;
_shelx_res_checksum              39141
_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 1.349
_oxdiff_exptl_absorpt_empirical_full_min 0.771