A π-conjugated covalent organic framework enables interlocked nickel/photoredox catalysis for light-harvesting cross-coupling reactions.
Jati, Ayan; Dam, Suranjana; Kumar, Shekhar; Kumar, Kundan; Maji, Biplab; Chemical science 14 (2023) 8624–8634; doi:10.1039/d3sc02440g

data_1569559
_publ_section_title
;
 A &#x3c0;-conjugated covalent organic framework enables interlocked
 nickel/photoredox catalysis for light-harvesting cross-coupling
 reactions.
;
_journal_issue                   32
_journal_name_full               'Chemical science'
_journal_page_first              8624
_journal_page_last               8634
_journal_paper_doi               10.1039/d3sc02440g
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C24 H26 O3'
_chemical_formula_sum            'C24 H26 O3'
_chemical_formula_weight         362.45
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_Hall           'P 2c -2ac'
_space_group_name_H-M_alt        'P c a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-10-29
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_audit_update_record
;
2022-11-01 deposited with the CCDC.	2023-07-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.1315(4)
_cell_length_b                   16.4750(6)
_cell_length_c                   10.7131(4)
_cell_measurement_reflns_used    7817
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      68.0260
_cell_measurement_theta_min      2.6550
_cell_volume                     1964.69(12)
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.965
_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    -84.00  -6.00   0.50    2.00    --  -41.33 116.00 139.00  156
  2  \w    -63.00  26.00   0.50    2.00    --  -41.33  58.00  65.00  178
  3  \w   -109.00 -18.00   0.50    2.00    --  -41.33 -64.00 125.00  182
  4  \w     27.00  86.00   0.50    2.00    --   41.33-116.00  50.00  118
  5  \w     20.00 109.00   0.50    2.00    --   41.33  58.00  65.00  178
  6  \w    -26.00  65.00   0.50    2.00    --   41.33 -64.00 125.00  182
  7  \w     56.00 117.00   0.50    2.00    --   41.33-169.00 -94.00  122
  8  \w    -76.00 -15.00   0.50    9.49    --  -82.50  64.00 -98.00  122
  9  \w    -67.00 -15.00   0.50    9.49    --  -82.50  58.00  65.00  104
 10  \w   -150.00 -59.00   0.50    9.49    --  -82.50 -64.00 125.00  182
 11  \w   -150.00 -61.00   0.50    9.49    --  -82.50 -58.00 -75.00  178
 12  \w     75.00 164.00   0.50    9.49    --   96.67  58.00  65.00  178
 13  \w     74.00 164.00   0.50    9.49    --   96.67  64.00 -98.00  180
 14  \w    100.00 164.00   0.50    9.49    --   96.67 116.00 139.00  128
 15  \w     29.00  76.00   0.50    9.49    --   96.67 -64.00 125.00   94
 16  \w     30.00  67.00   0.50    9.49    --   96.67 -58.00 -75.00   74
 17  \w     56.00 143.00   0.50    9.49    --   96.67-169.00 -94.00  174
 18  \w    -79.00   4.00   0.50    2.00    --  -41.33 104.00 -90.00  166
 19  \w    -64.00  26.00   0.50    2.00    --  -41.33  64.00 -98.00  180
 20  \w   -112.00 -45.00   0.50    2.00    --  -41.33-169.00 -94.00  134
 21  \w    -47.00 -15.00   0.50    9.49    --  -82.50  42.00 150.00   64
 22  \w     30.00  57.00   0.50    9.49    --   96.67 -50.00-120.00   54
 23  \w     44.00 127.00   0.50    9.49    --   96.67-145.00 -30.00  166
 24  \w     29.00  68.00   0.50    9.49    --   96.67 -59.00  60.00   78
 25  \w     99.00 164.00   0.50    9.49    --   96.67 117.00 120.00  130
 26  \w     30.00  57.00   0.50    9.49    --   96.67 -50.00-180.00   54
 27  \w     30.00  57.00   0.50    9.49    --   96.67 -50.00  60.00   54
 28  \w     30.00  57.00   0.50    9.49    --   96.67 -50.00-150.00   54
 29  \w     30.00  57.00   0.50    9.49    --   96.67 -50.00 150.00   54
 30  \w     29.00  83.00   0.50    9.49    --   96.67 -68.00  30.00  108
 31  \w   -108.00 -36.00   0.50    2.00    --  -41.33 -54.00-150.00  144
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0653611000
_diffrn_orient_matrix_UB_12      0.0983287000
_diffrn_orient_matrix_UB_13      -0.0111425000
_diffrn_orient_matrix_UB_21      0.0047496000
_diffrn_orient_matrix_UB_22      0.0222036000
_diffrn_orient_matrix_UB_23      0.1417389000
_diffrn_orient_matrix_UB_31      0.0665821000
_diffrn_orient_matrix_UB_32      0.0949849000
_diffrn_orient_matrix_UB_33      -0.0216351000
_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  0.0695
_diffrn_reflns_av_unetI/netI     0.0444
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            10964
_diffrn_reflns_point_group_measured_fraction_full 0.880
_diffrn_reflns_point_group_measured_fraction_max 0.867
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.654
_diffrn_reflns_theta_min         2.682
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.628
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.44772
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.225
_exptl_crystal_description       plate
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.201
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.056
_refine_ls_abs_structure_details
;
 Flack x determined using 1089 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.07(19)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     249
_refine_ls_number_reflns         3144
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.108
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0482
_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^)+(0.0699P)^2^+1.1360P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1261
_refine_ls_wR_factor_ref         0.1418
_reflns_Friedel_coverage         0.695
_reflns_Friedel_fraction_full    0.771
_reflns_Friedel_fraction_max     0.756
_reflns_number_gt                2863
_reflns_number_total             3144
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc02440g2.cif
_cod_data_source_block           kku-066_auto_1
_cod_depositor_comments
'Adding full bibliography for 1569557--1569560.cif.'
_cod_database_code               1569559
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H O'
_chemical_oxdiff_usercomment     100K
_shelx_estimated_absorpt_t_max   0.994
_shelx_estimated_absorpt_t_min   0.969
_reflns_odcompleteness_completeness 98.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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
2.a Ternary CH refined with riding coordinates:
 C12(H12)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C16(H16), C9(H9), C20(H20), C11(H11), C8(H8), C19(H19),
 C3(H3), C17(H17)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C13(H13A,H13B,H13C), C24(H24A,H24B,H24C), C23(H23A,H23B,
 H23C), C22(H22A,H22B,H22C)
;
_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 2.281
_oxdiff_exptl_absorpt_empirical_full_min 0.639