A nitrogen-based chiral catenane for enantioenriching photocatalytic aerobic oxidation
Kazem-Rostami, Masoud; New Journal of Chemistry 46 (2022) 21898–21905; doi:10.1039/D2NJ03732G

data_7062051
_publ_section_title
;
 A nitrogen-based chiral catenane for enantioenriching photocatalytic
 aerobic oxidation
;
_journal_issue                   45
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              21898
_journal_page_last               21905
_journal_paper_doi               10.1039/D2NJ03732G
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C34 H36 N2 O6'
_chemical_formula_sum            'C34 H36 N2 O6'
_chemical_formula_weight         568.65
_chemical_name_common            MR518
_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             2021-06-03
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-07-27 deposited with the CCDC.	2022-10-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.626(2)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   34.8333(8)
_cell_length_b                   9.1764(2)
_cell_length_c                   36.0630(9)
_cell_measurement_reflns_used    31163
_cell_measurement_temperature    99.96(17)
_cell_measurement_theta_max      33.6440
_cell_measurement_theta_min      2.2590
_cell_volume                     11471.8(5)
_computing_cell_refinement       'CrysAlisPro 1.171.41.106a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.106a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.106a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.96(17)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.846
_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    -28.00   5.00   0.50   15.00    --   13.12 -58.00 152.00   66
  2  \w     22.00  53.00   0.50   15.00    --   13.12  58.00 -67.00   62
  3  \w    -85.00   2.00   0.50   15.00    --  -13.59 -58.00 152.00  174
  4  \w    -57.00 -26.00   0.50   10.00    --   13.12 -58.00 152.00   62
  5  \w    -22.00  11.00   0.50   10.00    --   13.12 -99.00  30.00   66
  6  \w     12.00  38.00   0.50   10.00    --   13.12 -99.00 120.00   52
  7  \w      3.00  28.00   0.50   10.00    --   13.12 -58.00 152.00   50
  8  \w     39.00  64.00   0.50   10.00    --   13.12-178.00   0.00   50
  9  \w    -80.00  -1.00   0.50   10.00    --  -13.59 -57.00  30.00  158
 10  \w    -86.00 -60.00   0.50   10.00    --  -13.59 178.00 -30.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0176803000
_diffrn_orient_matrix_UB_12      -0.0205284000
_diffrn_orient_matrix_UB_13      0.0101005000
_diffrn_orient_matrix_UB_21      0.0008929000
_diffrn_orient_matrix_UB_22      0.0684573000
_diffrn_orient_matrix_UB_23      0.0091639000
_diffrn_orient_matrix_UB_31      -0.0102717000
_diffrn_orient_matrix_UB_32      -0.0293425000
_diffrn_orient_matrix_UB_33      0.0143193000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_av_unetI/netI     0.0509
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.846
_diffrn_reflns_limit_h_max       49
_diffrn_reflns_limit_h_min       -49
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       56
_diffrn_reflns_limit_l_min       -54
_diffrn_reflns_number            82245
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.846
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.951
_diffrn_reflns_theta_min         2.270
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94244
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.106a (Rigaku Oxford Diffraction, 2021)
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    1.317
_exptl_crystal_description       block
_exptl_crystal_F_000             4832
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: MeCN / CH2Cl2'
_exptl_crystal_size_max          0.212
_exptl_crystal_size_mid          0.157
_exptl_crystal_size_min          0.076
_refine_diff_density_max         0.765
_refine_diff_density_min         -0.531
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     866
_refine_ls_number_reflns         19738
_refine_ls_number_restraints     252
_refine_ls_restrained_S_all      1.097
_refine_ls_R_factor_all          0.1159
_refine_ls_R_factor_gt           0.0876
_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^)+(0.0428P)^2^+44.7861P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1972
_refine_ls_wR_factor_ref         0.2099
_reflns_Friedel_coverage         0.000
_reflns_number_gt                14393
_reflns_number_total             19738
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2nj03732g2.cif
_cod_data_source_block           MR518
_cod_depositor_comments
'Adding full bibliography for 7062048--7062052.cif.'
_cod_database_code               7062051
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         C34H36N2O6
_diffrn_oxdiff_digest_frames
;
012cee533abea897188929c536765d824a0079231b5
;
_diffrn_oxdiff_digest_hkl
;
01c854fe6600a14f9489e5d3bdb3573ff38668
;
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
2. Rigid body (RIGU) restrains
 O2A, O3A, O3B, O4A, O4B, O5A, C19A, C20A, C21A, C21B, C22A, C22B, C23A, C23B,
 C24A, C24B, C25A, C25B, C26A, C26B, C27A, C27B, C28A, C28B, C29A, C29B, C30A,
 C30B, C31A, C32A, C33A, C18A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Others
 Sof(O3B)=Sof(O4B)=Sof(H20C)=Sof(H20D)=Sof(C21B)=Sof(C22B)=Sof(H22B)=Sof(C23B)=
 Sof(H23B)=Sof(C24B)=Sof(H24B)=Sof(C25B)=Sof(C26B)=Sof(C27B)=Sof(H27B)=
 Sof(C28B)=Sof(H28B)=Sof(C29B)=Sof(H29B)=Sof(C30B)=Sof(H31C)=Sof(H31D)=1-FVAR(1)
 Sof(O3A)=Sof(O4A)=Sof(H20A)=Sof(H20B)=Sof(C21A)=Sof(C22A)=Sof(H22A)=Sof(C23A)=
 Sof(H23A)=Sof(C24A)=Sof(H24A)=Sof(C25A)=Sof(C26A)=Sof(C27A)=Sof(H27A)=
 Sof(C28A)=Sof(H28A)=Sof(C29A)=Sof(H29A)=Sof(C30A)=Sof(H31A)=Sof(H31B)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10C,H10D), C17(H17C,H17D),
 C18(H18C,H18D), C19(H19C,H19D), C20(H20E,H20F), C31(H31E,H31F), C32(H32C,H32D),
  C33(H33C,H33D), C34(H34C,H34D), C7A(H7AA,H7AB), C8A(H8AA,H8AB), C9A(H9AA,
 H9AB), C10A(H10A,H10B), C17A(H17A,H17B), C18A(H18A,H18B), C19A(H19A,H19B),
 C20A(H20A,H20B), C20A(H20C,H20D), C31A(H31A,H31B), C31A(H31C,H31D), C32A(H32A,
 H32B), C33A(H33A,H33B), C34A(H34A,H34B)
4.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C13(H13), C14(H14), C16(H16), C22(H22), C23(H23),
 C24(H24), C27(H27), C28(H28), C29(H29), C2A(H2A), C3A(H3A), C5A(H5A),
 C13A(H13A), C14A(H14A), C16A(H16A), C22A(H22A), C22B(H22B), C23A(H23A),
 C23B(H23B), C24A(H24A), C24B(H24B), C27A(H27A), C27B(H27B), C28A(H28A),
 C28B(H28B), C29A(H29A), C29B(H29B)
;
_shelx_res_checksum              51951
_olex2_date_sample_data_collection 2021-06-02
_olex2_date_sample_submission    2021-06-02
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a MITIGEN holder With Paratone oil'
_olex2_submission_original_sample_id MR518
_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 1.217
_oxdiff_exptl_absorpt_empirical_full_min 0.869