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_7129758
_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
_audit_creation_date             2021-04-03
_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                89.431(5)
_cell_angle_beta                 68.393(7)
_cell_angle_gamma                64.454(7)
_cell_formula_units_Z            2
_cell_length_a                   11.3021(8)
_cell_length_b                   11.3449(7)
_cell_length_c                   15.1031(10)
_cell_measurement_reflns_used    3273
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.2410
_cell_measurement_theta_min      3.5770
_cell_volume                     1598.7(2)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2169
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.829
_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    -20.00  53.00   1.00    7.50    --   12.02 -99.00 -30.00   73
  2  \w    -14.00  83.00   1.00    7.50    --   12.02  57.00-150.00   97
  3  \w    -57.00  37.00   1.00    7.50    --   12.02 -57.00  60.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0691514000
_diffrn_orient_matrix_UB_12      0.0339290000
_diffrn_orient_matrix_UB_13      -0.0004121000
_diffrn_orient_matrix_UB_21      -0.0302128000
_diffrn_orient_matrix_UB_22      0.0213931000
_diffrn_orient_matrix_UB_23      0.0507837000
_diffrn_orient_matrix_UB_31      0.0091706000
_diffrn_orient_matrix_UB_32      0.0578728000
_diffrn_orient_matrix_UB_33      -0.0074473000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_av_unetI/netI     0.0506
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.829
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            11798
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.829
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         29.546
_diffrn_reflns_theta_min         3.382
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63723
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.169
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.169
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.033
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     388
_refine_ls_number_reflns         7408
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.1091
_refine_ls_R_factor_gt           0.0625
_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^)+(0.0409P)^2^+0.4198P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1284
_refine_ls_wR_factor_ref         0.1527
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4455
_reflns_number_total             7408
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cc00303a2.cif
_cod_data_source_block           ybk-324-1
_cod_depositor_comments
'Adding full bibliography for 7129758--7129760.cif.'
_cod_database_code               7129758
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         c20h20n3o2
_shelx_estimated_absorpt_t_max   0.993
_shelx_estimated_absorpt_t_min   0.979
_reflns_odcompleteness_completeness 99.13
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C26(H26)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C1(H1A,H1B), C34(H34A,H34B), C15(H15A,H15B), C27(H27A,H27B)
2.c Aromatic/amide H refined with riding coordinates:
 C18(H18), C3(H3), C21(H21), C14(H14), C40(H40), C36(H36), C10(H10), C7(H7),
 C22(H22), C24(H24), C4(H4), C37(H37), C23(H23), C39(H39), C38(H38), C29(H29),
 C6(H6), C5(H5), C13(H13), C12(H12), C11(H11), C33(H33), C30(H30), C31(H31),
 C32(H32)
2.d X=CH2 refined with riding coordinates:
 C19(H19A,H19B)
;
_shelx_res_checksum              55981
_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 1.410
_oxdiff_exptl_absorpt_empirical_full_min 0.612