Conformational preferences of diimide-based dicarboxylate species and their coordination polymers
Cao, Winnie; Glascott, Bianca K.; Izgorodina, Ekaterina I.; Turner, David R.; CrystEngComm 28 (2026) 736–747; doi:10.1039/D5CE00993F

data_7251440
_publ_section_title
;
 Conformational preferences of diimide-based dicarboxylate species and
 their coordination polymers
;
_journal_issue                   3
_journal_name_full               CrystEngComm
_journal_page_first              736
_journal_page_last               747
_journal_paper_doi               10.1039/D5CE00993F
_journal_volume                  28
_journal_year                    2026
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C16 H12 N2 O8, H2 O'
_chemical_formula_sum            'C16 H14 N2 O9'
_chemical_formula_weight         378.29
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2025-07-04
_audit_creation_method
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_audit_update_record
;
2025-09-08 deposited with the CCDC.	2025-12-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 118.704(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.7529(5)
_cell_length_b                   5.63890(10)
_cell_length_c                   16.0661(3)
_cell_measurement_reflns_used    11354
_cell_measurement_temperature    122.99(11)
_cell_measurement_theta_max      75.9030
_cell_measurement_theta_min      3.1280
_cell_volume                     1649.07(7)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      122.99(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_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    -58.00  26.00   0.50    0.20    --  -48.53  18.00-109.00  168
  2  \w   -122.00 -39.00   0.50    0.20    --  -48.53 -18.00  81.00  166
  3  \w    -25.00  59.00   0.50    0.20    --   48.53 -18.00  81.00  168
  4  \w     39.00 122.00   0.50    0.20    --   48.53  18.00-109.00  166
  5  \w   -159.00 -73.00   0.50    0.80    --  -84.25 -18.00  81.00  172
  6  \w     95.00 178.00   0.50    0.80    --  105.75  18.00-109.00  166
  7  \w     31.00 117.00   0.50    0.80    --  105.75 -18.00  81.00  172
  8  \w    -58.00  24.00   0.50    0.20    --  -48.53  37.00 -30.00  164
  9  \w   -120.00 -35.00   0.50    0.20    --  -48.53 -57.00 -60.00  170
 10  \w     27.00 120.00   0.50    0.20    --   48.53  77.00 -30.00  186
 11  \w     35.00 120.00   0.50    0.20    --   48.53  57.00  30.00  170
 12  \w     31.00  95.00   0.50    0.20    --   48.53-125.00 -90.00  128
 13  \w     39.00 121.00   0.50    0.20    --   48.53  37.00 -30.00  164
 14  \w     27.00 120.00   0.50    0.20    --   48.53  77.00 -60.00  186
 15  \w   -156.00 -65.00   0.50    0.80    --  -84.25 -70.00 -50.07  182
 16  \w   -156.00 -62.00   0.50    0.80    --  -84.25 -77.00  60.00  188
 17  \w   -142.00 -62.00   0.50    0.80    --  -84.25 -77.00 -30.00  160
 18  \w    -87.00 -60.00   0.50    0.80    --  -84.25 -83.00   6.94   54
 19  \w    -88.00 -61.00   0.50    0.80    --  -84.25 -82.00  -7.47   54
 20  \w   -115.00 -89.00   0.50    0.80    --  -84.25 -61.00 -90.00   52
 21  \w    -91.00 -65.00   0.50    0.80    --  -84.25 -71.00  -2.99   52
 22  \w    -94.00 -63.00   0.50    0.80    --  -84.25 -77.00 -60.00   62
 23  \w    -91.00 -64.00   0.50    0.80    --  -84.25 -72.00 -55.41   54
 24  \w    -97.00 -71.00   0.50    0.80    --  -84.25 -61.00  30.00   52
 25  \w    -77.00 -52.00   0.50    0.80    --  -84.25  18.00-109.00   50
 26  \w    -90.00 -64.00   0.50    0.80    --  -84.25 -77.00  30.00   52
 27  \w    -87.00 -60.00   0.50    0.80    --  -84.25 -82.00  25.40   54
 28  \w     84.00 148.00   0.50    0.80    --  105.75  77.00  30.00  128
 29  \w    129.00 177.00   0.50    0.80    --  105.75  77.00 -60.00   96
 30  \w     34.00  59.00   0.50    0.80    --  105.75 -45.00 -60.00   50
 31  \w     86.00 116.00   0.50    0.80    --  105.75  77.00 -60.00   60
 32  \w     36.00  75.00   0.50    0.80    --  105.75 -45.00 -30.00   78
 33  \w     34.00  59.00   0.50    0.80    --  105.75 -45.00 120.00   50
 34  \w     35.00  61.00   0.50    0.80    --  105.75 -94.00-150.00   52
 35  \w     34.00  62.00   0.50    0.80    --  105.75 -30.00-120.00   56
 36  \w     92.00 124.00   0.50    0.80    --  105.75  61.00 -60.00   64
 37  \w     39.00  65.00   0.50    0.80    --  105.75 -30.00  60.00   52
 38  \w    104.00 133.00   0.50    0.80    --  105.75  61.00 -30.00   58
 39  \w    129.00 165.00   0.50    0.80    --  105.75  77.00 -30.00   72
 40  \w     42.00  82.00   0.50    0.80    --  105.75 -94.00 -30.00   80
 41  \w     84.00 120.00   0.50    0.80    --  105.75  77.00 -30.00   72
 42  \w     86.00 174.00   0.50    0.80    --  105.75  77.00   0.00  176
 43  \w     36.00 120.00   0.50    0.80    --  105.75 -61.00 -30.00  168
 44  \w     87.00 140.00   0.50    0.80    --  105.75  70.00 -91.66  106
 45  \w    102.00 129.00   0.50    0.80    --  105.75  61.00 -90.00   54
 46  \w     35.00  68.00   0.50    0.80    --  105.75 -45.00-150.00   66
 47  \w     99.00 148.00   0.50    0.80    --  105.75  61.00   0.00   98
 48  \w     65.00 108.00   0.50    0.80    --  105.75 -94.00-120.00   86
 49  \w     87.00 112.00   0.50    0.80    --  105.75  77.00 -90.00   50
 50  \w    126.00 176.00   0.50    0.80    --  105.75  77.00 -90.00  100
 51  \w     35.00 101.00   0.50    0.80    --  105.75 -94.00  90.00  132
;
_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      0.0799223000
_diffrn_orient_matrix_UB_12      -0.0620649000
_diffrn_orient_matrix_UB_13      0.0669014000
_diffrn_orient_matrix_UB_21      -0.0578989000
_diffrn_orient_matrix_UB_22      0.0156928000
_diffrn_orient_matrix_UB_23      0.0502254000
_diffrn_orient_matrix_UB_31      -0.0221323000
_diffrn_orient_matrix_UB_32      -0.2656259000
_diffrn_orient_matrix_UB_33      -0.0127311000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0817
_diffrn_reflns_av_unetI/netI     0.0427
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            16340
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         77.016
_diffrn_reflns_theta_min         3.136
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.099
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78554
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.451
_exptl_crystal_size_mid          0.092
_exptl_crystal_size_min          0.042
_refine_diff_density_max         0.214
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.060
_refine_ls_abs_structure_details
;
 Flack x determined using 1260 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         3312
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0465
_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^)+(0.0770P)^2^+0.7681P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1268
_refine_ls_wR_factor_ref         0.1286
_reflns_Friedel_coverage         0.747
_reflns_Friedel_fraction_full    0.970
_reflns_Friedel_fraction_max     0.910
_reflns_number_gt                3149
_reflns_number_total             3312
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00993f2.cif
_cod_data_source_block           H2AlaPmDI
_cod_original_cell_volume        1649.07(6)
_cod_database_code               7251440
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.955
_shelx_estimated_absorpt_t_min   0.637
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Restrained distances
 O9-H9B
 0.84 with sigma of 0.01
 O9-H9A
 0.84 with sigma of 0.01
 O1-H1
 0.84 with sigma of 0.01
 O8-H8
 0.84 with sigma of 0.01
 O7A-C16 \\sim O7B-C16
 with sigma of 0.01
3. Others
 Sof(O7A)=1-FVAR(1)
 Sof(O7B)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C2(H2), C14(H14)
4.b Aromatic/amide H refined with riding coordinates:
 C8(H8A), C9(H9)
4.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C15(H15A,H15B,H15C)
;
_shelx_res_checksum              56425
_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 3.005
_oxdiff_exptl_absorpt_empirical_full_min 0.366