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_7160441
_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             2021-07-07
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2025-02-24 deposited with the CCDC.	2025-03-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.4570(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.56410(10)
_cell_length_b                   38.6957(4)
_cell_length_c                   12.34340(10)
_cell_measurement_reflns_used    25567
_cell_measurement_temperature    103(6)
_cell_measurement_theta_max      78.6570
_cell_measurement_theta_min      3.8530
_cell_volume                     5348.54(9)
_computing_cell_refinement       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (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      103(6)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.935
_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     85.00 111.00   0.50    0.80    --  111.50 169.00 100.00   52
  2  \w     96.00 133.00   0.50    0.80    --  111.50 125.00  30.00   74
  3  \w    151.00 178.00   0.50    0.80    --  111.50 125.00  30.00   54
  4  \w     95.00 156.00   0.50    0.80    --  111.50 125.00 -30.00  122
  5  \w    103.00 143.00   0.50    0.80    --  111.50 115.00 -43.00   80
  6  \w    109.00 173.00   0.50    0.80    --  111.50  57.00 120.00  128
  7  \w    -25.00  24.00   0.50    0.20    --  -49.04  19.00 -30.00   98
  8  \w    -25.00  25.00   0.50    0.20    --  -49.04  19.00 -90.00  100
  9  \w     -9.00  22.00   0.50    0.20    --  -49.04  38.00  90.00   62
 10  \w    -65.00 -29.00   0.50    0.80    --  -90.00  57.00 150.00   72
 11  \w    -63.00 -23.00   0.50    0.80    --  -90.00  57.00  90.00   80
 12  \w    -45.00 -10.00   0.50    0.20    --  -49.04 115.00 -43.00   70
 13  \w   -100.00 -75.00   0.50    0.80    --  -90.00 169.00 100.00   50
 14  \w    -83.00 -55.00   0.50    0.80    --  -90.00 115.00 -43.00   56
 15  \w   -156.00 -77.00   0.50    0.80    --  -90.00 -57.00 -90.00  158
 16  \w   -121.00 -85.00   0.50    0.80    --  -90.00-115.00-132.00   72
 17  \w    -98.00 -73.00   0.50    0.80    --  -90.00-125.00 -90.00   50
 18  \w   -161.00-104.00   0.50    0.80    --  -90.00-125.00 -90.00  114
 19  \w   -120.00 -47.00   0.50    0.20    --  -49.04-169.00  83.00  146
 20  \w   -114.00 -88.00   0.50    0.80    --  -90.00 -38.00  60.00   52
 21  \w     65.00  90.00   0.50    0.20    --   49.04-169.00  83.00   50
 22  \w    117.00 142.00   0.50    0.80    --  111.50-169.00  83.00   50
 23  \w     40.00 106.00   0.50    0.80    --  111.50 -99.00 -30.00  132
 24  \w     35.00  60.00   0.50    0.20    --   49.04-115.00-132.00   50
 25  \w     68.00 108.00   0.50    0.80    --  111.50-115.00-132.00   80
 26  \w     43.00  76.00   0.50    0.80    --  111.50 -77.00-120.00   66
 27  \w     41.00  91.00   0.50    0.80    --  111.50 -77.00-150.00  100
 28  \w     40.00  65.00   0.50    0.80    --  111.50 -57.00 -90.00   50
 29  \w    -23.00   7.00   0.50    0.20    --   49.04 -19.00 -60.00   60
 30  \w    -22.00  21.00   0.50    0.20    --   49.04 -19.00 120.00   86
 31  \w     41.00  66.00   0.50    0.80    --  111.50 -57.00   0.00   50
;
_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      -0.0202451000
_diffrn_orient_matrix_UB_12      0.0000923000
_diffrn_orient_matrix_UB_13      -0.1282087000
_diffrn_orient_matrix_UB_21      0.0308820000
_diffrn_orient_matrix_UB_22      -0.0387790000
_diffrn_orient_matrix_UB_23      0.0028098000
_diffrn_orient_matrix_UB_31      -0.1324859000
_diffrn_orient_matrix_UB_32      -0.0090455000
_diffrn_orient_matrix_UB_33      -0.0132083000
_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  0.0287
_diffrn_reflns_av_unetI/netI     0.0246
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.935
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       48
_diffrn_reflns_limit_k_min       -46
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            39445
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.501
_diffrn_reflns_theta_min         3.871
_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  0.527
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.105a (Rigaku Oxford Diffraction, 2021)
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    1.380
_exptl_crystal_description       block
_exptl_crystal_F_000             2320
_exptl_crystal_size_max          0.313
_exptl_crystal_size_mid          0.217
_exptl_crystal_size_min          0.168
_refine_diff_density_max         1.339
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     805
_refine_ls_number_reflns         10243
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.110
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_gt           0.0469
_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^)+(0.0581P)^2^+3.9271P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1200
_refine_ls_wR_factor_ref         0.1369
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9045
_reflns_number_total             10243
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob00342c2.cif
_cod_data_source_block           SP031_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7160437--7160444.cif.'
_cod_database_code               7160441
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C30 H30 N5 O5'
_reflns_odcompleteness_completeness 98.35
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 N1-H1A = N1-H1B
 0.86 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11), C12(H12),
 C15(H15), C16(H16), C17(H17), C22(H22), C23(H23), C24(H24), C25(H25), C28(H28),
  C29(H29), C30(H30), C31(H31), C103(H103), C104(H104), C105(H105), C106(H106),
 C109(H109), C110(H110), C111(H111), C112(H112), C115(H115), C116(H116),
 C117(H117), C122(H122), C123(H123), C124(H124), C125(H125), C128(H128),
 C129(H129), C130(H130), C131(H131)
;
_shelx_res_checksum              50205
_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 3.211
_oxdiff_exptl_absorpt_empirical_full_min 0.815