Silver-catalyzed chemodivergent assembly of aminomethylated isochromenes and naphthols.
Yu, Bangkui; Huang, Renbin; Li, Renren; Zhang, Haocheng; Huang, Hanmin; Chemical communications (Cambridge, England) 58 (2022) 3969–3972; doi:10.1039/d2cc00303a

data_7129759
_publ_section_title
;
 Silver-catalyzed chemodivergent assembly of aminomethylated isochromenes
 and naphthols.
;
_journal_issue                   24
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              3969
_journal_page_last               3972
_journal_paper_doi               10.1039/d2cc00303a
_journal_volume                  58
_journal_year                    2022
_chemical_formula_moiety         'C40 H38 N2 O'
_chemical_formula_sum            'C40 H38 N2 O'
_chemical_formula_weight         562.72
_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             2021-08-26
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2022-01-04 deposited with the CCDC.	2022-02-25 downloaded from the CCDC.
;
_cell_angle_alpha                96.455(3)
_cell_angle_beta                 115.408(3)
_cell_angle_gamma                109.434(3)
_cell_formula_units_Z            2
_cell_length_a                   12.1191(4)
_cell_length_b                   12.6465(4)
_cell_length_c                   12.9053(4)
_cell_measurement_reflns_used    6038
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      72.7790
_cell_measurement_theta_min      4.6250
_cell_volume                     1607.44(12)
_computing_cell_refinement       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 5.2169
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.968
_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    -56.00  32.00   1.00    2.00    --  -41.76  38.00  30.00   88
  2  \w    -81.00  32.00   1.00    2.00    --  -41.76  19.00 -30.00  113
  3  \w     47.00  73.00   1.00    2.00    --   41.76-125.00  60.00   26
  4  \w     29.00  95.00   1.00    2.00    --   41.76-125.00 -90.00   66
  5  \w      6.00  32.00   1.00    2.00    --   41.76 -99.00 120.00   26
  6  \w      6.00  55.00   1.00    2.00    --   41.76 -99.00 150.00   49
  7  \w    101.00 156.00   1.00    8.00    --  106.05 125.00 -30.00   55
  8  \w    118.00 149.00   1.00    8.00    --  106.05  77.00 -90.00   31
  9  \w     77.00 178.00   1.00    8.00    --  106.05  61.00 150.00  101
 10  \w     73.00 112.00   1.00    8.00    --  106.05-125.00 -30.00   39
 11  \w     86.00 112.00   1.00    8.00    --  106.05-125.00  90.00   26
 12  \w     60.00  87.00   1.00    8.00    --  106.05-125.00  60.00   27
 13  \w     97.00 177.00   1.00    8.00    --  106.05 125.00  90.00   80
 14  \w    110.00 136.00   1.00    8.00    --  106.05  77.00   0.00   26
 15  \w     49.00 126.00   1.00    8.00    --  106.05 -45.00-180.00   77
 16  \w    103.00 145.00   1.00    8.00    --  106.05  77.00-120.00   42
 17  \w     44.00 107.00   1.00    8.00    --  106.05 -94.00-180.00   63
 18  \w     97.00 168.00   1.00    8.00    --  106.05 125.00-180.00   71
 19  \w     25.00 102.00   1.00    8.00    --  106.05 -94.00 120.00   77
 20  \w    107.00 145.00   1.00    8.00    --  106.05  77.00  30.00   38
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0185
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11050
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.046
_diffrn_reflns_theta_min         3.885
_exptl_absorpt_coefficient_mu    0.531
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71394
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.110a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.163
_exptl_crystal_description       block
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.739
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     389
_refine_ls_number_reflns         6212
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.996
_refine_ls_R_factor_all          0.0956
_refine_ls_R_factor_gt           0.0882
_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^)+(0.1946P)^2^+0.7790P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2846
_refine_ls_wR_factor_ref         0.2960
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5291
_reflns_number_total             6212
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cc00303a2.cif
_cod_data_source_block           zsc-x210723-ybk_auto
_cod_depositor_comments
'Adding full bibliography for 7129758--7129760.cif.'
_cod_original_cell_volume        1607.44(10)
_cod_database_code               7129759
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.944
_shelx_estimated_absorpt_t_min   0.897
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Rigid bond restraints
 C39, C40
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.01
3.a Secondary CH2 refined with riding coordinates:
 C12(H12a,H12b), C11(H11a,H11b), C19(H19a,H19b), C26(H26a,H26b), C27(H27a,
 H27b), C34(H34a,H34b)
3.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C21(H21), C25(H25), C7(H7), C4(H4), C33(H33), C5(H5), C22(H22),
 C23(H23), C24(H24), C6(H6), C18(H18), C16(H16), C29(H29), C36(H36), C14(H14),
 C32(H32), C17(H17), C39(H39), C30(H30), C40(H40), C31(H31), C15(H15), C38(H38),
  C37(H37)
3.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_shelx_res_checksum              72531
_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
;