Porous organic crystals crosslinked by free-radical reactions.
Samanta, Krishanu; Mi, Jiashan; Chen, Albert D.; Li, Fangzhou; Staples, Richard J.; Rossini, Aaron J.; Ke, Chenfeng; Chemical communications (Cambridge, England) 60 (2024) 7311–7314; doi:10.1039/d4cc02454k

data_7133245
_publ_section_title
;
 Porous organic crystals crosslinked by free-radical reactions.
;
_journal_issue                   57
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              7311
_journal_page_last               7314
_journal_paper_doi               10.1039/d4cc02454k
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety
'2(C33 H24 O6), 2(C18 H21 N3 O3), [3(C4 H8 O2),(C9 H12)]'
_chemical_formula_sum            'C102 H90 N6 O18'
_chemical_formula_weight         1687.79
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-08-18
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2024-04-10 deposited with the CCDC.	2024-06-13 downloaded from the CCDC.
;
_cell_angle_alpha                114.6420(10)
_cell_angle_beta                 97.6090(10)
_cell_angle_gamma                108.0790(10)
_cell_formula_units_Z            2
_cell_length_a                   14.3348(2)
_cell_length_b                   21.7619(3)
_cell_length_c                   21.9674(3)
_cell_measurement_reflns_used    29979
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      79.9470
_cell_measurement_theta_min      3.2580
_cell_volume                     5642.86(16)
_computing_cell_refinement       'CrysAlisPro 1.171.42.64a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.64a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.64a (Rigaku OD, 2022)'
_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_temperature      100.15
_diffrn_detector                 'Image Plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'Rigaku IP'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.970
_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   -118.00 -59.00   0.50    0.72    --  -47.37-148.00-108.00  118
  2  \w    -79.00 -23.00   0.50    0.72    --  -47.37 123.00 135.00  112
  3  \w    -82.00 -56.00   0.50    0.72    --  -47.37 148.00 -60.00   52
  4  \w     53.00 109.00   0.50    0.72    --   47.37-148.00-108.00  112
  5  \w     46.00  81.00   0.50    0.72    --   47.37-123.00  55.00   70
  6  \w   -121.00 -78.00   0.50    2.87    --  -91.75-123.00  55.00   86
  7  \w    -76.00 -51.00   0.50    2.87    --  -91.75 123.00 135.00   50
  8  \w   -127.00-102.00   0.50    2.87    --  -91.75-148.00-108.00   50
  9  \w     63.00  88.00   0.50    2.87    --  113.25-148.00-108.00   50
 10  \w    107.00 132.00   0.50    2.87    --  113.25 148.00 -60.00   50
 11  \w    117.00 142.00   0.50    2.87    --  113.25 123.00 135.00   50
 12  \w     52.00  77.00   0.50    2.87    --  113.25-123.00  55.00   50
 13  \w    -27.00  25.00   0.50    0.72    --  -47.37  19.00 150.00  104
 14  \w    -36.00  24.00   0.50    0.72    --  -47.37  37.00 -60.00  120
 15  \w    -43.00   0.00   0.50    0.72    --  -47.37  37.00 -90.00   86
 16  \w    -25.00  25.00   0.50    0.72    --  -47.37  19.00  90.00  100
 17  \w    -26.00  16.00   0.50    0.72    --  -47.37  19.00  60.00   84
 18  \w    -25.00   1.00   0.50    0.72    --   47.37 -19.00 120.00   52
 19  \w    -20.00  23.00   0.50    0.72    --   47.37 -19.00 -90.00   86
 20  \w    -14.00  40.00   0.50    0.72    --   47.37 -37.00-120.00  108
 21  \w   -163.00-123.00   0.50    2.87    --  -91.75 -45.00  60.00   80
 22  \w   -161.00-127.00   0.50    2.87    --  -91.75 -61.00-120.00   68
 23  \w     44.00  69.00   0.50    2.87    --  113.25 -61.00 -60.00   50
 24  \w     77.00 104.00   0.50    2.87    --  113.25 -94.00-150.00   54
 25  \w     45.00  71.00   0.50    2.87    --  113.25 -94.00  60.00   52
 26  \w     78.00 104.00   0.50    2.87    --  113.25 -94.00  60.00   52
 27  \w     71.00 104.00   0.50    2.87    --  113.25 -94.00  90.00   66
 28  \w    124.00 150.00   0.50    2.87    --  113.25 125.00  90.00   52
 29  \w     42.00  69.00   0.50    2.87    --  113.25 -61.00 -90.00   54
 30  \w     80.00 107.00   0.50    2.87    --  113.25-125.00  30.00   54
 31  \w     48.00  73.00   0.50    2.87    --  113.25-125.00  30.00   50
 32  \w     43.00 103.00   0.50    2.87    --  113.25 -94.00-180.00  120
 33  \w     43.00  69.00   0.50    2.87    --  113.25 -61.00 -30.00   52
 34  \w     42.00  68.00   0.50    2.87    --  113.25 -94.00  90.00   52
 35  \w    134.00 173.00   0.50    2.87    --  113.25  61.00  30.00   78
 36  \w     47.00  72.00   0.50    2.87    --  113.25 -94.00-150.00   50
 37  \w     72.00 102.00   0.50    2.87    --  113.25 -94.00 -90.00   60
 38  \w     42.00  67.00   0.50    2.87    --  113.25 -61.00 120.00   50
 39  \w    102.00 177.00   0.50    2.87    --  113.25  30.00 -30.00  150
 40  \w     50.00  99.00   0.50    2.87    --  113.25 -94.00 -60.00   98
 41  \w     42.00 102.00   0.50    2.87    --  113.25 -94.00  30.00  120
 42  \w     46.00 106.00   0.50    2.87    --  113.25-111.00 159.10  120
 43  \w     42.00  68.00   0.50    2.87    --  113.25 -61.00-150.00   52
 44  \w    127.00 163.00   0.50    2.87    --  113.25  61.00   0.00   72
 45  \w     51.00 103.00   0.50    2.87    --  113.25-102.00 -14.25  104
 46  \w    122.00 173.00   0.50    2.87    --  113.25  45.00 150.00  102
 47  \w    142.00 178.00   0.50    2.87    --  113.25  45.00  60.00   72
 48  \w    100.00 131.00   0.50    2.87    --  113.25  15.00 120.00   62
 49  \w    136.00 161.00   0.50    2.87    --  113.25  61.00-180.00   50
 50  \w    130.00 177.00   0.50    2.87    --  113.25  61.00 -90.00   94
 51  \w     49.00  75.00   0.50    2.87    --  113.25 -94.00 120.00   52
 52  \w    136.00 162.00   0.50    2.87    --  113.25  77.00 -60.00   52
 53  \w     57.00 104.00   0.50    2.87    --  113.25 -94.00-120.00   94
 54  \w    123.00 178.00   0.50    2.87    --  113.25  45.00-150.00  110
 55  \w    105.00 156.00   0.50    2.87    --  113.25  15.00 -90.00  102
 56  \w     67.00 104.00   0.50    2.87    --  113.25 -94.00 150.00   74
 57  \w    104.00 167.00   0.50    2.87    --  113.25  30.00 -60.00  126
 58  \w    108.00 152.00   0.50    2.87    --  113.25  30.00 120.00   88
 59  \w     42.00  67.00   0.50    2.87    --  113.25 -61.00  90.00   50
 60  \w     42.00  67.00   0.50    2.87    --  113.25 -61.00  60.00   50
 61  \w    142.00 172.00   0.50    2.87    --  113.25  77.00 -30.00   60
 62  \w     43.00  69.00   0.50    2.87    --  113.25 -94.00 -90.00   52
 63  \w     42.00  70.00   0.50    2.87    --  113.25 -61.00  30.00   56
 64  \w     79.00 104.00   0.50    2.87    --  113.25 -94.00   0.00   50
 65  \w     48.00  73.00   0.50    2.87    --  113.25-117.00-111.92   50
 66  \w     82.00 107.00   0.50    2.87    --  113.25-117.00-111.92   50
 67  \w    104.00 152.00   0.50    2.87    --  113.25  30.00  60.00   96
 68  \w     45.00  70.00   0.50    2.87    --  113.25 -61.00-120.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku R-AXIS SPIDER IP'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0508
_diffrn_reflns_av_unetI/netI     0.0441
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            91833
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.255
_diffrn_reflns_theta_min         3.287
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_exptl_absorpt_coefficient_mu    0.558
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73361
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.64a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    0.993
_exptl_crystal_description       needle
_exptl_crystal_F_000             1776
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.458
_refine_diff_density_min         -0.376
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1179
_refine_ls_number_reflns         23959
_refine_ls_number_restraints     142
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.1003
_refine_ls_R_factor_gt           0.0937
_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^)+(0.1346P)^2^+9.3436P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2700
_refine_ls_wR_factor_ref         0.2749
_reflns_Friedel_coverage         0.000
_reflns_number_gt                20904
_reflns_number_total             23959
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc02454k2.cif
_cod_data_source_block           ck822a
_cod_depositor_comments
'Adding full bibliography for 7133244--7133247.cif.'
_cod_original_cell_volume        5642.85(14)
_cod_database_code               7133245
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.978
_shelx_estimated_absorpt_t_min   0.921
_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 O(H) groups
2. Restrained distances
 C16_4-C17B_4 \\sim C17A_4-C16_4
 with sigma of 0.02
 C17A_4-C16_4 \\sim C16_4-C17B_4
 with sigma of 0.02
 C15B_2-C14B_2 \\sim C15A_2-C14A_2
 with sigma of 0.02
 C18B_4-C17B_4 \\sim C18A_4-C17A_4
 with sigma of 0.02
 C14B_2-C9_2 \\sim C14A_2-C9_2
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C17B_4 \\sim C18B_4 \\sim C17A_4 \\sim C18A_4: within 2A with sigma of 0.04 and
sigma for terminal atoms of 0.08 within 2A
C14B_2 \\sim C15B_2 \\sim C14A_2 \\sim C15A_2: within 2A with sigma of 0.04 and
sigma for terminal atoms of 0.08 within 2A
Uanis(C14A_2) \\sim Ueq, Uanis(C14B_2) \\sim Ueq, Uanis(C15B_2) \\sim Ueq,
Uanis(C15A_2) \\sim Ueq, Uanis(C16_4) \\sim Ueq, Uanis(C17B_4) \\sim Ueq,
Uanis(C18A_4) \\sim Ueq, Uanis(C18B_4) \\sim Ueq, Uanis(C17A_4) \\sim Ueq: with
sigma of 0.02 and sigma for terminal atoms of 0.04
4. Rigid body (RIGU) restrains
 C14B_2, C15B_2, C14A_2, C15A_2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C17B_4, C18B_4, C17A_4, C18A_4
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(C18B)=Sof(H18A)=Sof(H18B)=Sof(C17B)=Sof(H17B)=1-FVAR(1)
 Sof(C17A)=Sof(H17A)=Sof(C18A)=Sof(H18C)=Sof(H18D)=FVAR(1)
 Sof(C14B)=Sof(H14B)=Sof(C15B)=Sof(H15A)=Sof(H15B)=1-FVAR(2)
 Sof(C14A)=Sof(H14A)=Sof(C15A)=Sof(H15C)=Sof(H15D)=FVAR(2)
6.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C12(H12A,H12B), C16(H16A,H16B), C13(H13A,H13B), C10(H10A,H10B),
 C16(H16A,H16B)
6.b Aromatic/amide H refined with riding coordinates:
 C13(H13), N1(H1), C2(H2), C6(H6), C9(H9), C4(H4), N2(H2A), N3(H3), C17(H17),
 C2(H2), C27(H27), C30(H30), C32(H32), C26(H26), C4(H4A), C6(H6), C8(H8),
 C12(H12), C21(H21), C17(H17), C11(H11), C18(H18), C14B(H14B), C14A(H14A),
 C23(H23), C29(H29), C26(H26), C32(H32), C30(H30), C6(H6), C4(H4A), C2(H2),
 C8(H8), C12(H12), C21(H21), C17(H17), C11(H11), C18(H18), C14(H14), C23(H23),
 N2(H2), C6(H6), C4(H4), C14(H14), C2(H2A), N3(H3), N1(H1), C11(H11),
 C17B(H17B), C17A(H17A)
6.c X=CH2 refined with riding coordinates:
 C10(H10A,H10B), C14(H14A,H14B), C18(H18A,H18B), C33(H33A,H33B), C15B(H15A,
 H15B), C15A(H15C,H15D), C24(H24A,H24B), C15(H15A,H15B), C33(H33A,H33B),
 C24(H24A,H24B), C18B(H18A,H18B), C15(H15A,H15B), C12(H12A,H12B), C18A(H18C,
 H18D)
6.d Idealised tetrahedral OH refined as rotating group:
 O4(H4), O2(H2A), O6(H6A), O4(H4), O5(H5), O1(H1)
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 427 electrons were 
found in a volume of 1808\%A^3^ in 1 void per unit cell. 
This is consistent with the presence of 
1[C21O6H36] per Asymmetric Unit 
which account for 420 electrons 
per unit cell.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              51382
_shelx_hkl_checksum              38785
_shelx_fab_checksum              19605
_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
;