#------------------------------------------------------------------------------
#$Date: 2025-08-22 11:56:18 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301860 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/81/7128122.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_7128122
loop_
_publ_author_name
'Zhou, Fei'
'Li, Can'
'Li, Meng'
'Jin, Yangbin'
'Jiang, Huanfeng'
'Zhang, Yingjun'
'Wu, Wanqing'
_publ_section_title
;
 Synthesis of 2-isoxazolyl-2,3-dihydrobenzofurans via
 palladium-catalyzed cascade cyclization of alkenyl ethers.
;
_journal_issue                   39
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4799
_journal_page_last               4802
_journal_paper_doi               10.1039/d1cc00709b
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C24 H19 N O2'
_chemical_formula_sum            'C24 H19 N O2'
_chemical_formula_weight         353.40
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-12-18
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-12-29 deposited with the CCDC.	2021-03-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.844(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.8481(5)
_cell_length_b                   20.1032(17)
_cell_length_c                   15.8952(16)
_cell_measurement_reflns_used    1349
_cell_measurement_temperature    298
_cell_measurement_theta_max      20.792
_cell_measurement_theta_min      2.408
_cell_volume                     1841.2(3)
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      298
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1022
_diffrn_reflns_av_unetI/netI     0.1017
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14808
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.348
_diffrn_reflns_theta_min         2.026
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6633
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0926 before and 0.0662 after correction. The Ratio of minimum to maximum transmission is 0.8899. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_description       block
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.164
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         3350
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.1600
_refine_ls_R_factor_gt           0.0633
_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/[σ²(Fo²)+(0.0491P)²+0.0493P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1145
_refine_ls_wR_factor_ref         0.1535
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1675
_reflns_number_total             3350
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc00709b2.cif
_cod_data_source_block           1218zsi_0m
_cod_depositor_comments
'Adding full bibliography for 7128121--7128122.cif.'
_cod_database_code               7128122
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.996
_shelx_estimated_absorpt_t_min   0.990
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9), C7(H7)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C17(H17), C4(H4), C3(H3), C24(H24), C13(H13), C20(H20),
 C16(H16), C15(H15), C14(H14), C23(H23), C21(H21), C22(H22)
2.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.2841(3) 0.54092(10) 0.73741(14) 0.0478(6) Uani 1 1 d . . . . .
O1 O 0.5437(4) 0.73084(11) 0.64061(16) 0.0663(7) Uani 1 1 d . . . . .
N1 N 0.7091(4) 0.72069(12) 0.71530(17) 0.0488(7) Uani 1 1 d . . . . .
C10 C 0.5111(5) 0.62521(14) 0.6810(2) 0.0404(8) Uani 1 1 d . . . . .
C9 C 0.4406(5) 0.55406(14) 0.6768(2) 0.0430(8) Uani 1 1 d . . . . .
H9 H 0.354052 0.545725 0.619308 0.052 Uiso 1 1 calc R . . . .
C7 C 0.6381(5) 0.50188(14) 0.6942(2) 0.0406(8) Uani 1 1 d . . . . .
H7 H 0.771468 0.521695 0.731540 0.049 Uiso 1 1 calc R . . . .
C1 C 0.3310(5) 0.47698(15) 0.7676(2) 0.0429(8) Uani 1 1 d . . . . .
C6 C 0.5284(5) 0.45049(14) 0.7442(2) 0.0414(8) Uani 1 1 d . . . . .
C18 C 0.6854(5) 0.65826(16) 0.7389(2) 0.0454(8) Uani 1 1 d . . . . .
C19 C 0.8322(6) 0.63782(16) 0.8194(2) 0.0464(9) Uani 1 1 d . . . . .
C2 C 0.1989(5) 0.44362(16) 0.8178(2) 0.0490(9) Uani 1 1 d . . . . .
H2 H 0.069249 0.463138 0.834236 0.059 Uiso 1 1 calc R . . . .
C5 C 0.5962(6) 0.38687(15) 0.7703(2) 0.0491(9) Uani 1 1 d . . . . .
H5 H 0.728403 0.367916 0.755122 0.059 Uiso 1 1 calc R . . . .
C11 C 0.4266(6) 0.67358(16) 0.6226(2) 0.0465(8) Uani 1 1 d . . . . .
C12 C 0.2399(6) 0.67370(15) 0.5483(2) 0.0453(8) Uani 1 1 d . . . . .
C17 C 0.0334(6) 0.64088(16) 0.5526(2) 0.0541(9) Uani 1 1 d . . . . .
H17 H 0.014806 0.619059 0.602583 0.065 Uiso 1 1 calc R . . . .
C4 C 0.4626(6) 0.35175(16) 0.8196(2) 0.0541(9) Uani 1 1 d . . . . .
H4 H 0.505652 0.308759 0.837236 0.065 Uiso 1 1 calc R . . . .
C3 C 0.2679(6) 0.37961(16) 0.8427(2) 0.0537(9) Uani 1 1 d . . . . .
H3 H 0.180939 0.355117 0.875566 0.064 Uiso 1 1 calc R . . . .
C24 C 0.7475(6) 0.59470(17) 0.8747(2) 0.0545(9) Uani 1 1 d . . . . .
H24 H 0.599991 0.576545 0.859403 0.065 Uiso 1 1 calc R . . . .
C13 C 0.2619(6) 0.70736(16) 0.4738(2) 0.0555(10) Uani 1 1 d . . . . .
H13 H 0.396865 0.730978 0.470575 0.067 Uiso 1 1 calc R . . . .
C8 C 0.7163(6) 0.47652(17) 0.6132(2) 0.0606(10) Uani 1 1 d . . . . .
H8A H 0.586697 0.456859 0.576349 0.091 Uiso 1 1 calc GR . . . .
H8B H 0.835931 0.443793 0.627962 0.091 Uiso 1 1 calc GR . . . .
H8C H 0.775330 0.512968 0.584272 0.091 Uiso 1 1 calc GR . . . .
C20 C 1.0527(6) 0.66423(18) 0.8435(3) 0.0634(11) Uani 1 1 d . . . . .
H20 H 1.112366 0.693154 0.807021 0.076 Uiso 1 1 calc R . . . .
C16 C -0.1434(6) 0.64036(18) 0.4837(3) 0.0649(11) Uani 1 1 d . . . . .
H16 H -0.281388 0.618340 0.487120 0.078 Uiso 1 1 calc R . . . .
C15 C -0.1168(7) 0.67252(19) 0.4092(3) 0.0660(11) Uani 1 1 d . . . . .
H15 H -0.235650 0.671495 0.362141 0.079 Uiso 1 1 calc R . . . .
C14 C 0.0847(7) 0.70589(18) 0.4046(3) 0.0656(11) Uani 1 1 d . . . . .
H14 H 0.101917 0.727695 0.354445 0.079 Uiso 1 1 calc R . . . .
C23 C 0.8803(7) 0.57846(19) 0.9524(2) 0.0689(11) Uani 1 1 d . . . . .
H23 H 0.822016 0.549692 0.989362 0.083 Uiso 1 1 calc R . . . .
C21 C 1.1839(6) 0.6478(2) 0.9212(3) 0.0718(12) Uani 1 1 d . . . . .
H21 H 1.331083 0.666029 0.937089 0.086 Uiso 1 1 calc R . . . .
C22 C 1.0989(8) 0.6049(2) 0.9749(3) 0.0764(12) Uani 1 1 d . . . . .
H22 H 1.189193 0.593548 1.026916 0.092 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 O2 C9 106.7(2) . . ?
C11 O1 N1 107.8(2) . . ?
C18 N1 O1 106.6(2) . . ?
C18 C10 C9 130.1(3) . . ?
C11 C10 C9 125.7(3) . . ?
C11 C10 C18 104.0(3) . . ?
O2 C9 C10 110.1(2) . . ?
O2 C9 H9 107.6 . . ?
O2 C9 C7 106.9(2) . . ?
C10 C9 H9 107.6 . . ?
C10 C9 C7 116.8(2) . . ?
C7 C9 H9 107.6 . . ?
C9 C7 H7 108.9 . . ?
C6 C7 C9 100.7(2) . . ?
C6 C7 H7 108.9 . . ?
C6 C7 C8 115.5(3) . . ?
C8 C7 C9 113.4(3) . . ?
C8 C7 H7 108.9 . . ?
C6 C1 O2 113.0(3) . . ?
C2 C1 O2 123.8(3) . . ?
C2 C1 C6 123.1(3) . . ?
C1 C6 C7 109.1(3) . . ?
C1 C6 C5 119.2(3) . . ?
C5 C6 C7 131.6(3) . . ?
N1 C18 C10 111.1(3) . . ?
N1 C18 C19 115.9(3) . . ?
C10 C18 C19 133.0(3) . . ?
C24 C19 C18 120.5(3) . . ?
C24 C19 C20 118.8(3) . . ?
C20 C19 C18 120.6(3) . . ?
C1 C2 H2 121.5 . . ?
C1 C2 C3 116.9(3) . . ?
C3 C2 H2 121.5 . . ?
C6 C5 H5 120.7 . . ?
C6 C5 C4 118.6(3) . . ?
C4 C5 H5 120.7 . . ?
O1 C11 C10 110.5(3) . . ?
O1 C11 C12 116.9(3) . . ?
C10 C11 C12 132.6(3) . . ?
C17 C12 C11 119.7(3) . . ?
C17 C12 C13 118.8(3) . . ?
C13 C12 C11 121.5(3) . . ?
C12 C17 H17 119.7 . . ?
C16 C17 C12 120.5(3) . . ?
C16 C17 H17 119.7 . . ?
C5 C4 H4 119.5 . . ?
C3 C4 C5 121.0(3) . . ?
C3 C4 H4 119.5 . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 121.1(3) . . ?
C4 C3 H3 119.5 . . ?
C19 C24 H24 119.7 . . ?
C23 C24 C19 120.5(3) . . ?
C23 C24 H24 119.7 . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.3(3) . . ?
C14 C13 H13 119.9 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C19 C20 H20 119.9 . . ?
C21 C20 C19 120.3(4) . . ?
C21 C20 H20 119.9 . . ?
C17 C16 H16 120.0 . . ?
C17 C16 C15 120.1(4) . . ?
C15 C16 H16 120.0 . . ?
C16 C15 H15 120.0 . . ?
C14 C15 C16 120.0(4) . . ?
C14 C15 H15 120.0 . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.4(4) . . ?
C15 C14 H14 119.8 . . ?
C24 C23 H23 120.1 . . ?
C22 C23 C24 119.9(4) . . ?
C22 C23 H23 120.1 . . ?
C20 C21 H21 119.8 . . ?
C22 C21 C20 120.4(4) . . ?
C22 C21 H21 119.8 . . ?
C23 C22 H22 119.9 . . ?
C21 C22 C23 120.2(4) . . ?
C21 C22 H22 119.9 . . ?
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
O2 C9 1.462(3) . ?
O2 C1 1.383(3) . ?
O1 N1 1.412(3) . ?
O1 C11 1.345(4) . ?
N1 C18 1.324(4) . ?
C10 C9 1.487(4) . ?
C10 C18 1.416(4) . ?
C10 C11 1.377(4) . ?
C9 H9 0.9800 . ?
C9 C7 1.550(4) . ?
C7 H7 0.9800 . ?
C7 C6 1.512(4) . ?
C7 C8 1.526(4) . ?
C1 C6 1.378(4) . ?
C1 C2 1.377(4) . ?
C6 C5 1.381(4) . ?
C18 C19 1.473(4) . ?
C19 C24 1.385(4) . ?
C19 C20 1.387(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.386(4) . ?
C5 H5 0.9300 . ?
C5 C4 1.390(4) . ?
C11 C12 1.464(4) . ?
C12 C17 1.388(4) . ?
C12 C13 1.390(4) . ?
C17 H17 0.9300 . ?
C17 C16 1.372(4) . ?
C4 H4 0.9300 . ?
C4 C3 1.374(4) . ?
C3 H3 0.9300 . ?
C24 H24 0.9300 . ?
C24 C23 1.381(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.376(5) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C20 H20 0.9300 . ?
C20 C21 1.378(5) . ?
C16 H16 0.9300 . ?
C16 C15 1.381(5) . ?
C15 H15 0.9300 . ?
C15 C14 1.368(5) . ?
C14 H14 0.9300 . ?
C23 H23 0.9300 . ?
C23 C22 1.374(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.366(5) . ?
C22 H22 0.9300 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168352641
