#------------------------------------------------------------------------------
#$Date: 2024-03-04 21:54:36 +0200 (Mon, 04 Mar 2024) $
#$Revision: 290103 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/26/7132607.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7132607
loop_
_publ_author_name
'Liang, Qianqian'
'Cai, Yan'
'Jiang, Wenjun'
'Pang, Mengdi'
'Fan, Liming'
'Zhang, Guoying'
_publ_section_title
;
 Palladium-catalyzed allylation and carbonylation: access to
 allylhydrazones and allyl acylhydrazones.
;
_journal_issue                   12
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              1638
_journal_page_last               1641
_journal_paper_doi               10.1039/d3cc05531k
_journal_volume                  60
_journal_year                    2024
_chemical_formula_sum            'C23 H20 N2 O'
_chemical_formula_weight         340.41
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2023-03-20 deposited with the CCDC.	2024-01-10 downloaded from the CCDC.
;
_cell_angle_alpha                98.505(3)
_cell_angle_beta                 92.733(2)
_cell_angle_gamma                110.436(5)
_cell_formula_units_Z            2
_cell_length_a                   7.4394(7)
_cell_length_b                   10.1901(9)
_cell_length_c                   13.5234(12)
_cell_measurement_reflns_used    1583
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.867
_cell_measurement_theta_min      2.424
_cell_volume                     944.63(15)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_av_sigmaI/netI    0.0456
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4785
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.17
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.9854
_exptl_absorpt_correction_T_min  0.9711
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.604
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       0.026(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3278
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.1130
_refine_ls_R_factor_gt           0.0731
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1238P)²+0.0747P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2015
_refine_ls_wR_factor_ref         0.2311
_reflns_number_gt                1925
_reflns_number_total             3278
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d3cc05531k2.cif
_cod_data_source_block           230101a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 7132604--7132610.cif.
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7132607
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.6828(3) 0.2793(2) 0.19623(17) 0.0598(7) Uani 1 1 d . . .
N2 N 0.5083(3) 0.1821(2) 0.21594(17) 0.0576(7) Uani 1 1 d . . .
O1 O 0.9969(3) 0.3931(3) 0.25186(17) 0.0909(8) Uani 1 1 d . . .
C1 C 0.8402(4) 0.3109(3) 0.2664(2) 0.0657(8) Uani 1 1 d . . .
C2 C 0.8080(4) 0.2417(4) 0.3592(2) 0.0701(9) Uani 1 1 d . . .
H2A H 0.7115 0.2671 0.3948 0.084 Uiso 1 1 calc R . .
H2B H 0.7599 0.1391 0.3390 0.084 Uiso 1 1 calc R . .
C3 C 0.9921(5) 0.2881(5) 0.4284(3) 0.0915(12) Uani 1 1 d . . .
H3 H 1.0486 0.3857 0.4511 0.110 Uiso 1 1 calc R . .
C4 C 1.0783(5) 0.2179(5) 0.4590(3) 0.0921(12) Uani 1 1 d . . .
H4 H 1.0178 0.1202 0.4382 0.111 Uiso 1 1 calc R . .
C5 C 1.2639(5) 0.2610(4) 0.5242(2) 0.0735(10) Uani 1 1 d . . .
C6 C 1.3495(6) 0.1631(5) 0.5264(3) 0.0898(11) Uani 1 1 d . . .
H6 H 1.2872 0.0714 0.4907 0.108 Uiso 1 1 calc R . .
C7 C 1.5270(6) 0.1970(5) 0.5806(3) 0.0957(12) Uani 1 1 d . . .
H7 H 1.5828 0.1282 0.5792 0.115 Uiso 1 1 calc R . .
C8 C 1.6216(5) 0.3288(5) 0.6356(3) 0.0863(11) Uani 1 1 d . . .
H8 H 1.7413 0.3502 0.6712 0.104 Uiso 1 1 calc R . .
C9 C 1.5386(6) 0.4294(4) 0.6379(3) 0.0885(11) Uani 1 1 d . . .
H9 H 1.6009 0.5196 0.6760 0.106 Uiso 1 1 calc R . .
C10 C 1.3585(6) 0.3960(4) 0.5827(3) 0.0866(11) Uani 1 1 d . . .
H10 H 1.3017 0.4643 0.5850 0.104 Uiso 1 1 calc R . .
C11 C 0.7021(4) 0.3430(3) 0.1060(2) 0.0567(7) Uani 1 1 d . . .
C12 C 0.7014(5) 0.2630(4) 0.0141(2) 0.0727(9) Uani 1 1 d . . .
H12 H 0.6857 0.1676 0.0094 0.087 Uiso 1 1 calc R . .
C13 C 0.7242(5) 0.3258(5) -0.0715(2) 0.0824(11) Uani 1 1 d . . .
H13 H 0.7212 0.2716 -0.1337 0.099 Uiso 1 1 calc R . .
C14 C 0.7510(5) 0.4674(4) -0.0644(3) 0.0792(10) Uani 1 1 d . . .
H14 H 0.7687 0.5096 -0.1214 0.095 Uiso 1 1 calc R . .
C15 C 0.7517(5) 0.5464(4) 0.0274(3) 0.0800(10) Uani 1 1 d . . .
H15 H 0.7690 0.6421 0.0322 0.096 Uiso 1 1 calc R . .
C16 C 0.7266(5) 0.4840(3) 0.1130(2) 0.0686(9) Uani 1 1 d . . .
H16 H 0.7265 0.5378 0.1749 0.082 Uiso 1 1 calc R . .
C17 C 0.3539(4) 0.1633(3) 0.1609(2) 0.0583(7) Uani 1 1 d . . .
H17 H 0.3584 0.2149 0.1092 0.070 Uiso 1 1 calc R . .
C18 C 0.1682(4) 0.0595(3) 0.1795(2) 0.0575(7) Uani 1 1 d . . .
C19 C 0.1611(5) -0.0378(3) 0.2429(2) 0.0680(9) Uani 1 1 d . . .
H19 H 0.2749 -0.0386 0.2738 0.082 Uiso 1 1 calc R . .
C20 C -0.0150(6) -0.1335(4) 0.2600(3) 0.0822(10) Uani 1 1 d . . .
H20 H -0.0188 -0.1975 0.3030 0.099 Uiso 1 1 calc R . .
C21 C -0.1838(5) -0.1339(4) 0.2136(3) 0.0841(11) Uani 1 1 d . . .
H21 H -0.3015 -0.1985 0.2251 0.101 Uiso 1 1 calc R . .
C22 C -0.1790(5) -0.0392(4) 0.1504(3) 0.0832(11) Uani 1 1 d . . .
H22 H -0.2936 -0.0393 0.1198 0.100 Uiso 1 1 calc R . .
C23 C -0.0023(4) 0.0575(3) 0.1317(3) 0.0731(9) Uani 1 1 d . . .
H23 H 0.0007 0.1199 0.0876 0.088 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 N2 116.6(2) . . ?
C1 N1 C11 120.9(2) . . ?
N2 N1 C11 122.5(2) . . ?
C17 N2 N1 119.0(2) . . ?
O1 C1 N1 119.3(2) . . ?
O1 C1 C2 122.9(2) . . ?
N1 C1 C2 117.8(2) . . ?
C3 C2 C1 111.2(3) . . ?
C3 C2 H2A 109.4 . . ?
C1 C2 H2A 109.4 . . ?
C3 C2 H2B 109.4 . . ?
C1 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
C4 C3 C2 130.0(4) . . ?
C4 C3 H3 115.0 . . ?
C2 C3 H3 115.0 . . ?
C3 C4 C5 131.2(4) . . ?
C3 C4 H4 114.4 . . ?
C5 C4 H4 114.4 . . ?
C6 C5 C10 117.3(3) . . ?
C6 C5 C4 117.9(3) . . ?
C10 C5 C4 124.8(4) . . ?
C5 C6 C7 121.5(4) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C8 C7 C6 121.4(4) . . ?
C8 C7 H7 119.3 . . ?
C6 C7 H7 119.3 . . ?
C7 C8 C9 119.1(3) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?
C8 C9 C10 119.8(4) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
C5 C10 C9 120.8(4) . . ?
C5 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C16 C11 C12 120.1(3) . . ?
C16 C11 N1 119.7(3) . . ?
C12 C11 N1 120.1(3) . . ?
C11 C12 C13 119.7(3) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C14 C13 C12 120.2(3) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C13 C14 C15 119.7(3) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
C14 C15 C16 120.4(3) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C11 C16 C15 119.8(3) . . ?
C11 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
N2 C17 C18 119.9(2) . . ?
N2 C17 H17 120.1 . . ?
C18 C17 H17 120.1 . . ?
C23 C18 C19 119.4(3) . . ?
C23 C18 C17 119.3(3) . . ?
C19 C18 C17 121.3(3) . . ?
C20 C19 C18 120.3(3) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C21 C20 C19 120.2(3) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C22 C21 C20 120.2(3) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C23 120.4(3) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C18 C23 C22 119.5(3) . . ?
C18 C23 H23 120.2 . . ?
C22 C23 H23 120.2 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.383(4) . ?
N1 N2 1.396(3) . ?
N1 C11 1.456(3) . ?
N2 C17 1.278(3) . ?
O1 C1 1.220(3) . ?
C1 C2 1.518(4) . ?
C2 C3 1.506(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.216(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.491(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.361(5) . ?
C5 C10 1.400(5) . ?
C6 C7 1.384(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.359(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.367(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.407(5) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C16 1.372(4) . ?
C11 C12 1.380(4) . ?
C12 C13 1.394(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.374(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.374(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.391(4) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.477(4) . ?
C17 H17 0.9300 . ?
C18 C23 1.388(4) . ?
C18 C19 1.392(4) . ?
C19 C20 1.387(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.375(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.373(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.401(4) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 N2 C17 170.9(3) . . . . ?
C11 N1 N2 C17 -10.3(4) . . . . ?
N2 N1 C1 O1 178.6(3) . . . . ?
C11 N1 C1 O1 -0.2(5) . . . . ?
N2 N1 C1 C2 -1.9(4) . . . . ?
C11 N1 C1 C2 179.2(3) . . . . ?
O1 C1 C2 C3 0.1(5) . . . . ?
N1 C1 C2 C3 -179.3(3) . . . . ?
C1 C2 C3 C4 -121.3(4) . . . . ?
C2 C3 C4 C5 177.4(4) . . . . ?
C3 C4 C5 C6 -164.1(4) . . . . ?
C3 C4 C5 C10 15.1(6) . . . . ?
C10 C5 C6 C7 -2.8(5) . . . . ?
C4 C5 C6 C7 176.4(3) . . . . ?
C5 C6 C7 C8 1.4(6) . . . . ?
C6 C7 C8 C9 0.5(6) . . . . ?
C7 C8 C9 C10 -0.8(6) . . . . ?
C6 C5 C10 C9 2.5(5) . . . . ?
C4 C5 C10 C9 -176.7(3) . . . . ?
C8 C9 C10 C5 -0.7(5) . . . . ?
C1 N1 C11 C16 -72.6(4) . . . . ?
N2 N1 C11 C16 108.6(3) . . . . ?
C1 N1 C11 C12 105.5(3) . . . . ?
N2 N1 C11 C12 -73.3(4) . . . . ?
C16 C11 C12 C13 -0.5(5) . . . . ?
N1 C11 C12 C13 -178.6(3) . . . . ?
C11 C12 C13 C14 1.3(5) . . . . ?
C12 C13 C14 C15 -1.2(5) . . . . ?
C13 C14 C15 C16 0.4(5) . . . . ?
C12 C11 C16 C15 -0.3(5) . . . . ?
N1 C11 C16 C15 177.8(3) . . . . ?
C14 C15 C16 C11 0.4(5) . . . . ?
N1 N2 C17 C18 179.1(2) . . . . ?
N2 C17 C18 C23 168.8(3) . . . . ?
N2 C17 C18 C19 -12.2(4) . . . . ?
C23 C18 C19 C20 -1.6(5) . . . . ?
C17 C18 C19 C20 179.4(3) . . . . ?
C18 C19 C20 C21 0.7(5) . . . . ?
C19 C20 C21 C22 -0.2(6) . . . . ?
C20 C21 C22 C23 0.7(6) . . . . ?
C19 C18 C23 C22 2.0(5) . . . . ?
C17 C18 C23 C22 -179.0(3) . . . . ?
C21 C22 C23 C18 -1.6(5) . . . . ?
