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_7129760
_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         'C44 H40 N2 O'
_chemical_formula_sum            'C44 H40 N2 O'
_chemical_formula_weight         612.821
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_Int_Tables_number      14
_atom_sites_solution_primary     dual
_audit_creation_date             2021-09-06
_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                90
_cell_angle_beta                 91.832(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.8246(2)
_cell_length_b                   16.0677(3)
_cell_length_c                   21.9664(5)
_cell_measurement_reflns_used    5470
_cell_measurement_temperature    293
_cell_measurement_theta_max      72.4610
_cell_measurement_theta_min      4.8630
_cell_volume                     3465.82(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  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2169
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.9992
_diffrn_measured_fraction_theta_max 0.9736
_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    -37.00  -6.00   1.00    6.00    --  -41.76 125.00 -30.00   31
  2  \w   -110.00 -17.00   1.00    6.00    --  -41.76 -38.00  30.00   93
  3  \w    -44.00  34.00   1.00    6.00    --  -41.76  77.00 150.00   78
  4  \w    -21.00  23.00   1.00    6.00    --   41.76 -77.00 -60.00   44
  5  \w    153.00 178.00   1.00    8.00    --  106.05  95.00-171.00   25
  6  \w     81.00 174.00   1.00    8.00    --  106.05  45.00  60.00   93
  7  \w     34.00  72.00   1.00    8.00    --  106.05 -61.00 -90.00   38
  8  \w     81.00 147.00   1.00    8.00    --  106.05  30.00   0.00   66
  9  \w     36.00  98.00   1.00    8.00    --  106.05-125.00-180.00   62
 10  \w     70.00 102.00   1.00    8.00    --  106.05-125.00  30.00   32
 11  \w    110.00 135.00   1.00    8.00    --  106.05 -61.00 -90.00   25
 12  \w     39.00 126.00   1.00    8.00    --  106.05 -61.00 150.00   87
;
_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      -0.1122681000
_diffrn_orient_matrix_UB_12      -0.0311617000
_diffrn_orient_matrix_UB_13      -0.0449581000
_diffrn_orient_matrix_UB_21      -0.1082943000
_diffrn_orient_matrix_UB_22      0.0187973000
_diffrn_orient_matrix_UB_23      0.0472771000
_diffrn_orient_matrix_UB_31      -0.0165614000
_diffrn_orient_matrix_UB_32      0.0887395000
_diffrn_orient_matrix_UB_33      -0.0257966000
_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  0.0207
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_Laue_measured_fraction_full 0.9992
_diffrn_reflns_Laue_measured_fraction_max 0.9736
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            13959
_diffrn_reflns_point_group_measured_fraction_full 0.9992
_diffrn_reflns_point_group_measured_fraction_max 0.9736
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         73.02
_diffrn_reflns_theta_min         4.03
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.535
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86389
_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_colour            'clear light white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_description       needle
_exptl_crystal_F_000             1307.655
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.1645
_refine_diff_density_min         -0.2079
_refine_diff_density_rms         0.0414
_refine_ls_d_res_high            0.8061
_refine_ls_d_res_low             10.9776
_refine_ls_goodness_of_fit_ref   1.0507
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    75
_refine_ls_number_parameters     424
_refine_ls_number_reflns         6743
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0507
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_gt           0.0474
_refine_ls_shift/su_max          0.0003
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0639P)^2^+0.3555P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1190
_refine_ls_wR_factor_ref         0.1331
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -12
_reflns_limit_k_max              19
_reflns_limit_k_min              0
_reflns_limit_l_max              27
_reflns_limit_l_min              -10
_reflns_number_gt                5182
_reflns_number_total             6743
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d2cc00303a2.cif
_cod_data_source_block           YBK-0817_auto
_cod_depositor_comments
'Adding full bibliography for 7129758--7129760.cif.'
_cod_original_sg_symbol_Hall     '-P 2ybc (x-z,y,z)'
_cod_database_code               7129760
_chemical_oxdiff_formula         C20H26O1N1
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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:
 C30(H30)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7a,H7b), C14(H14a,H14b), C15(H15a,H15b), C31(H31a,H31b), C38(H38a,H38b)
2.c Aromatic/amide H refined with riding coordinates:
 C23(H23), C22(H22), C21(H21), C20(H20), C19(H19), C28(H28), C27(H27),
 C26(H26), C25(H25), C37(H37), C36(H36), C35(H35), C34(H34), C33(H33), C44(H44),
  C43(H43), C42(H42), C41(H41), C40(H40), C5(H5), C6(H6), C1(H1), C2(H2),
 C3(H3), C12(H12), C13(H13), C8(H8), C9(H9), C10(H10)
;
_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 1.359
_oxdiff_exptl_absorpt_empirical_full_min 0.652