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_7133247
_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         '3(C33 H24 O6), 3(C15 H21 N3 O3)'
_chemical_formula_sum            'C144 H135 N9 O27'
_chemical_formula_weight         2423.60
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-08-29
_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                90
_cell_angle_beta                 103.440(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   38.1160(9)
_cell_length_b                   21.9306(4)
_cell_length_c                   42.5599(12)
_cell_measurement_reflns_used    41529
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      79.5410
_cell_measurement_theta_min      2.6580
_cell_volume                     34601.8(14)
_computing_cell_refinement       'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.67a (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_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Image Plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'Rigaku IP'
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.947
_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    -66.00   5.00   0.50   13.00    --  -47.19 103.00  -3.00  142
  2  \w     21.00  81.00   0.50   13.00    --   47.19-103.00-106.00  120
  3  \w   -148.00-123.00   0.50   52.00    --  -91.75-103.00-106.00   50
  4  \w    -74.00 -49.00   0.50   52.00    --  -91.75 103.00  -3.00   50
  5  \w     49.00  74.00   0.50   52.00    --  113.25-103.00-106.00   50
  6  \w    109.00 144.00   0.50   52.00    --  113.25 103.00  -3.00   70
  7  \w    -27.00  -2.00   0.50   13.00    --  -47.19  19.00  90.00   50
  8  \w    -82.00 -31.00   0.50   13.00    --  -47.19 125.00-120.00  102
  9  \w    -25.00  27.00   0.50   13.00    --  -47.19  19.00-180.00  104
 10  \w    -50.00 -25.00   0.50   52.00    --  -91.75  45.00-180.00   50
 11  \w   -153.00-127.00   0.50   52.00    --  -91.75 -61.00-180.00   52
 12  \w    -52.00 -26.00   0.50   52.00    --  -91.75  45.00 150.00   52
 13  \w   -163.00-138.00   0.50   52.00    --  -91.75 -45.00   0.00   50
 14  \w    130.00 156.00   0.50   52.00    --  113.25  61.00-150.00   52
 15  \w    137.00 178.00   0.50   52.00    --  113.25  45.00  60.00   82
 16  \w     43.00  69.00   0.50   52.00    --  113.25 -61.00  30.00   52
 17  \w     42.00  67.00   0.50   52.00    --  113.25 -61.00  60.00   50
 18  \w    128.00 156.00   0.50   52.00    --  113.25  61.00 -30.00   56
 19  \w     46.00 101.00   0.50   52.00    --  113.25-125.00-180.00  110
 20  \w     42.00  67.00   0.50   52.00    --  113.25 -61.00-180.00   50
 21  \w     42.00  67.00   0.50   52.00    --  113.25 -61.00 -90.00   50
 22  \w     42.00  68.00   0.50   52.00    --  113.25 -61.00-120.00   52
 23  \w     42.00  69.00   0.50   52.00    --  113.25 -61.00 150.00   54
 24  \w    131.00 167.00   0.50   52.00    --  113.25  61.00 -60.00   72
 25  \w    135.00 177.00   0.50   52.00    --  113.25  77.00 150.00   84
 26  \w    131.00 175.00   0.50   52.00    --  113.25  61.00  30.00   88
 27  \w     42.00  81.00   0.50   52.00    --  113.25 -77.00  30.00   78
 28  \w    126.00 166.00   0.50   52.00    --  113.25  45.00 150.00   80
 29  \w    127.00 178.00   0.50   52.00    --  113.25  61.00   0.00  102
 30  \w    130.00 171.00   0.50   52.00    --  113.25  61.00-120.00   82
 31  \w     72.00  98.00   0.50   52.00    --  113.25-125.00   0.00   52
 32  \w     42.00  67.00   0.50   52.00    --  113.25 -61.00 120.00   50
 33  \w     53.00  99.00   0.50   52.00    --  113.25 -94.00 -90.00   92
 34  \w    117.00 146.00   0.50   52.00    --  113.25 125.00   0.00   58
 35  \w     42.00  70.00   0.50   52.00    --  113.25 -61.00  90.00   56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku R-AXIS SPIDER IP'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0146211000
_diffrn_orient_matrix_UB_12      -0.0533341000
_diffrn_orient_matrix_UB_13      0.0166543000
_diffrn_orient_matrix_UB_21      -0.0217450000
_diffrn_orient_matrix_UB_22      -0.0229338000
_diffrn_orient_matrix_UB_23      -0.0330705000
_diffrn_orient_matrix_UB_31      0.0322531000
_diffrn_orient_matrix_UB_32      -0.0395442000
_diffrn_orient_matrix_UB_33      -0.0036682000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0640
_diffrn_reflns_av_unetI/netI     0.0497
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.947
_diffrn_reflns_limit_h_max       47
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       51
_diffrn_reflns_limit_l_min       -54
_diffrn_reflns_number            138822
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.947
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         81.036
_diffrn_reflns_theta_min         2.455
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.527
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.513
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.67a (Rigaku Oxford Diffraction, 2022)
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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    0.930
_exptl_crystal_description       prism
_exptl_crystal_F_000             10224
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.161
_refine_diff_density_min         -0.561
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1669
_refine_ls_number_reflns         36110
_refine_ls_number_restraints     46
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.1106
_refine_ls_R_factor_gt           0.0996
_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^)+(0.1628P)^2^+76.9557P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2932
_refine_ls_wR_factor_ref         0.3023
_reflns_Friedel_coverage         0.000
_reflns_number_gt                28770
_reflns_number_total             36110
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc02454k2.cif
_cod_data_source_block           ck922a
_cod_depositor_comments
'Adding full bibliography for 7133244--7133247.cif.'
_cod_database_code               7133247
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C48H45N3O9
_chemical_oxdiff_usercomment     S1-BTAEt
_shelx_estimated_absorpt_t_max   0.949
_shelx_estimated_absorpt_t_min   0.862
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C15B_3-C14_3 \\sim C15A-C14_3
 with sigma of 0.02
 N2_4-C11B_4 \\sim N2_4-C11A
 with sigma of 0.02
 C12B_4-C11B_4 \\sim C12A-C11A
 with sigma of 0.02
 C12B_4-N2_4 \\sim N2_4-C12A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C11B_4 \\sim C12B_4 \\sim C11A \\sim C12A: within 2A with sigma of 0.04 and
sigma for terminal atoms of 0.08 within 2A
4. Rigid body (RIGU) restrains
 C15B_3, C15A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C11B_4, C12B_4, C11A, C12A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(H14A)=Sof(C15B)=Sof(H15A)=Sof(H15B)=1-FVAR(1)
 Sof(C15A)=Sof(H15A)=Sof(H15B)=Sof(H14)=FVAR(1)
 Sof(H2B)=Sof(C11B)=Sof(H11A)=Sof(H11B)=Sof(C12B)=Sof(H12A)=Sof(H12B)=
 Sof(H12C)=1-FVAR(2)
 Sof(C11A)=Sof(H11A)=Sof(H11B)=Sof(C12A)=Sof(H12A)=Sof(H12B)=Sof(H12C)=
 Sof(H2A)=FVAR(2)
6.a Secondary CH2 refined with riding coordinates:
 C11A(H11A,H11B), C11(H11A,H11B), C8(H8A,H8B), C14(H14A,H14B), C14(H14A,H14B),
 C8(H8A,H8B), C11(H11A,H11B), C14(H14A,H14B), C8(H8A,H8B), C11B(H11A,H11B)
6.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C4(H4), C6(H6), C2(H2A), N3(H3), N2(H2), C4(H4), C6(H6),
 C2(H2A), N1(H1), N3(H3), C20(H20), C21(H21), C17(H17), C22(H22), C6(H6),
 C2(H2), C4(H4), C26(H26), C30(H30), C12(H12), C8(H8), C27(H27), C9(H9),
 C32(H32), C14(H14), C14(H14A), N1(H1), N3(H3), C1(H1A), C5(H5), C3(H3A),
 N2(H2A), N2(H2B), C11(H11), C12(H12), C8(H8), C14(H14), C4(H4), C2(H2A),
 C6(H6), C30(H30), C26(H26), C21(H21), C17(H17), C29(H29), C18(H18), C32(H32),
 C23(H23), C9(H9), C12(H12), C14(H14), C8(H8), C2(H2), C4(H4), C6(H6), C21(H21),
  C17(H17), C30(H30), C26(H26), C20(H20), C27(H27), C22(H22), C31(H31)
6.c X=CH2 refined with riding coordinates:
 C15A(H15A,H15B), C23(H23A,H23B), C33(H33A,H33B), C15B(H15A,H15B), C15(H15A,
 H15B), C33(H33A,H33B), C24(H24A,H24B), C23(H23A,H23B), C15(H15A,H15B),
 C32(H32A,H32B)
6.d Idealised Me refined as rotating group:
 C12A(H12A,H12B,H12C), C12(H12A,H12B,H12C), C9(H9A,H9B,H9C), C15(H15A,H15B,
 H15C), C9(H9A,H9B,H9C), C15(H15A,H15B,H15C), C12(H12A,H12B,H12C), C15(H15A,
 H15B,H15C), C9(H9A,H9B,H9C), C12B(H12A,H12B,H12C)
6.e Idealised tetrahedral OH refined as rotating group:
 O5(H5), O3(H3), O1(H1), O2(H2), O4(H4A), O6(H6A), O1(H1), O5(H5), O3(H3)
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 1566 electrons were 
found in a volume of 13014\%A^3^ in 1 void per unit cell. 
This is consistent with the presence of 
4[C4H8O2] per Asymmetric Unit 
which account for 1536 electrons 
per unit cell.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              50890
_shelx_hkl_checksum              61304
_shelx_fab_checksum              1192
_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 1.604
_oxdiff_exptl_absorpt_empirical_full_min 0.771