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#$Date: 2023-02-09 10:30:24 +0200 (Thu, 09 Feb 2023) $
#$Revision: 280833 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/67/8106730.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_8106730
loop_
_publ_author_name
'Li, Jing'
'Jia, Hao-Ran'
'Sun, Yin-Xia'
_publ_section_title
;
 Crystal structure of
 8-((E)-((4-((E)-1-((benzyloxy)imino)ethyl)phenyl)imino)methyl)-7-hydroxy-4-methyl-2H-chromen-2-one,
 C26H22N2O4
;
_journal_issue                   6
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              943
_journal_page_last               945
_journal_paper_doi               10.1515/ncrs-2017-0093
_journal_volume                  232
_journal_year                    2017
_chemical_formula_sum            'C26 H22 N2 O4'
_chemical_formula_weight         426.45
_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
_cell_angle_alpha                83.831(10)
_cell_angle_beta                 78.214(10)
_cell_angle_gamma                81.470(10)
_cell_formula_units_Z            2
_cell_length_a                   8.035(3)
_cell_length_b                   10.387(4)
_cell_length_c                   13.126(5)
_cell_measurement_reflns_used    2234
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.44
_cell_measurement_theta_min      2.45
_cell_volume                     1057.2(7)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0469
_diffrn_reflns_av_unetI/netI     0.0797
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7085
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.010
_diffrn_reflns_theta_max         25.010
_diffrn_reflns_theta_min         2.445
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  0.980
_exptl_absorpt_correction_T_min  0.975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker)'
_exptl_crystal_colour            dark-orange
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_description       block
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.220
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_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     292
_refine_ls_number_reflns         3716
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.996
_refine_ls_R_factor_all          0.1048
_refine_ls_R_factor_gt           0.0663
_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/[σ²(Fo²)+(0.0909P)²+0.5526P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1616
_refine_ls_wR_factor_ref         0.1830
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2503
_reflns_number_total             3716
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2017-0093_suppl.cif
_cod_data_source_block           2
_cod_original_cell_volume        1057.3(7)
_cod_database_code               8106730
_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_min   0.975
_shelx_estimated_absorpt_t_max   0.980
loop_
_space_group_symop_operation_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_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
O1 O 1.0137(3) 0.76485(19) -0.01835(15) 0.0281(5) Uani 1 1 d . . . . .
O2 O 0.0775(3) 0.6731(2) 0.61349(17) 0.0314(6) Uani 1 1 d . . . . .
H2 H 0.1445 0.6816 0.5577 0.047 Uiso 1 1 calc R U . . .
O3 O 0.2072(3) 0.23086(19) 0.52936(15) 0.0263(5) Uani 1 1 d . . . . .
O4 O 0.2673(3) 0.0300(2) 0.4800(2) 0.0503(7) Uani 1 1 d . . . . .
N1 N 0.8913(3) 0.7097(2) 0.06110(18) 0.0234(6) Uani 1 1 d . . . . .
N2 N 0.3055(3) 0.6047(2) 0.45654(18) 0.0225(6) Uani 1 1 d . . . . .
C1 C 1.2998(4) 0.7611(3) -0.2260(2) 0.0281(7) Uani 1 1 d . . . . .
H1 H 1.2049 0.7616 -0.2565 0.034 Uiso 1 1 calc R U . . .
C2 C 1.4455(4) 0.8097(3) -0.2847(2) 0.0307(8) Uani 1 1 d . . . . .
H2A H 1.4476 0.8428 -0.3536 0.037 Uiso 1 1 calc R U . . .
C3 C 1.5872(4) 0.8082(3) -0.2394(3) 0.0353(8) Uani 1 1 d . . . . .
H3 H 1.6852 0.8401 -0.2780 0.042 Uiso 1 1 calc R U . . .
C4 C 1.5830(4) 0.7592(3) -0.1366(3) 0.0377(9) Uani 1 1 d . . . . .
H4 H 1.6784 0.7581 -0.1064 0.045 Uiso 1 1 calc R U . . .
C5 C 1.4376(4) 0.7118(3) -0.0787(2) 0.0319(8) Uani 1 1 d . . . . .
H5 H 1.4361 0.6797 -0.0096 0.038 Uiso 1 1 calc R U . . .
C6 C 1.2935(4) 0.7115(3) -0.1220(2) 0.0243(7) Uani 1 1 d . . . . .
C7 C 1.1371(4) 0.6577(3) -0.0605(3) 0.0343(8) Uani 1 1 d . . . . .
H7A H 1.0875 0.6118 -0.1051 0.041 Uiso 1 1 calc R U . . .
H7B H 1.1676 0.5964 -0.0041 0.041 Uiso 1 1 calc R U . . .
C8 C 0.7762(4) 0.7980(3) 0.1048(2) 0.0208(7) Uani 1 1 d . . . . .
C9 C 0.7670(4) 0.9420(3) 0.0755(3) 0.0316(8) Uani 1 1 d . . . . .
H9A H 0.8181 0.9819 0.1220 0.047 Uiso 1 1 calc R U . . .
H9B H 0.6493 0.9794 0.0804 0.047 Uiso 1 1 calc R U . . .
H9C H 0.8277 0.9570 0.0051 0.047 Uiso 1 1 calc R U . . .
C10 C 0.6507(3) 0.7464(3) 0.1945(2) 0.0203(7) Uani 1 1 d . . . . .
C11 C 0.5702(4) 0.8238(3) 0.2758(2) 0.0230(7) Uani 1 1 d . . . . .
H11 H 0.5911 0.9100 0.2725 0.028 Uiso 1 1 calc R U . . .
C12 C 0.4600(4) 0.7742(3) 0.3610(2) 0.0240(7) Uani 1 1 d . . . . .
H12 H 0.4095 0.8268 0.4150 0.029 Uiso 1 1 calc R U . . .
C13 C 0.4235(3) 0.6457(3) 0.3669(2) 0.0217(7) Uani 1 1 d . . . . .
C14 C 0.5006(4) 0.5684(3) 0.2849(2) 0.0236(7) Uani 1 1 d . . . . .
H14 H 0.4768 0.4831 0.2873 0.028 Uiso 1 1 calc R U . . .
C15 C 0.6118(4) 0.6177(3) 0.2003(2) 0.0248(7) Uani 1 1 d . . . . .
C16 C 0.2777(4) 0.4843(3) 0.4792(2) 0.0217(7) Uani 1 1 d . . . . .
H16 H 0.3386 0.4198 0.4371 0.026 Uiso 1 1 calc R U . . .
C17 C 0.1514(4) 0.4501(3) 0.5706(2) 0.0214(7) Uani 1 1 d . . . . .
H17 H 0.6620 0.5652 0.1463 0.030 Uiso 1 1 calc R U . . .
C18 C 0.0557(4) 0.5475(3) 0.6357(2) 0.0261(7) Uani 1 1 d . . . . .
C19 C -0.0637(4) 0.5121(3) 0.7233(2) 0.0320(8) Uani 1 1 d . . . . .
H19 H -0.1261 0.5757 0.7657 0.038 Uiso 1 1 calc R U . . .
C20 C -0.0899(4) 0.3834(3) 0.7474(2) 0.0315(8) Uani 1 1 d . . . . .
H20 H -0.1680 0.3618 0.8073 0.038 Uiso 1 1 calc R U . . .
C21 C -0.0022(4) 0.2827(3) 0.6844(2) 0.0256(7) Uani 1 1 d . . . . .
C22 C 0.1161(4) 0.3203(3) 0.5963(2) 0.0233(7) Uani 1 1 d . . . . .
C23 C 0.1825(4) 0.0998(3) 0.5444(3) 0.0328(8) Uani 1 1 d . . . . .
C24 C 0.0611(4) 0.0616(3) 0.6361(3) 0.0378(8) Uani 1 1 d . . . . .
H24 H 0.0432 -0.0256 0.6485 0.045 Uiso 1 1 calc R U . . .
C25 C -0.0269(4) 0.1467(3) 0.7041(2) 0.0327(8) Uani 1 1 d . . . . .
C26 C -0.1493(4) 0.1023(4) 0.8005(3) 0.0430(9) Uani 1 1 d . . . . .
H26A H -0.1423 0.0089 0.8059 0.065 Uiso 1 1 calc R U . . .
H26B H -0.2641 0.1403 0.7958 0.065 Uiso 1 1 calc R U . . .
H26C H -0.1191 0.1297 0.8612 0.065 Uiso 1 1 calc R U . . .
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
C22 O3 C23 121.6(2) . .
N1 O1 C7 107.1(2) . .
C18 O2 H2 109.5 . .
C16 N2 C13 122.9(3) . .
C8 N1 O1 111.9(2) . .
N1 C8 C10 114.3(2) . .
N1 C8 C9 125.4(3) . .
C10 C8 C9 120.2(2) . .
N2 C16 C17 119.9(3) . .
N2 C16 H16 120.1 . .
C17 C16 H16 120.1 . .
C11 C10 C15 118.1(3) . .
C11 C10 C8 121.0(3) . .
C15 C10 C8 121.0(3) . .
C22 C17 C18 117.7(3) . .
C22 C17 C16 121.3(3) . .
C18 C17 C16 121.0(3) . .
C5 C6 C1 118.0(3) . .
C5 C6 C7 121.3(3) . .
C1 C6 C7 120.7(3) . .
C11 C12 C13 120.7(3) . .
C11 C12 H12 119.7 . .
C13 C12 H12 119.7 . .
C12 C11 C10 121.0(3) . .
C12 C11 H11 119.5 . .
C10 C11 H11 119.5 . .
C12 C13 C14 118.7(3) . .
C12 C13 N2 116.4(3) . .
C14 C13 N2 124.8(3) . .
C14 C15 C10 121.1(3) . .
C14 C15 H15 119.5 . .
C10 C15 H15 119.5 . .
C22 C21 C20 116.4(3) . .
C22 C21 C25 118.6(3) . .
C20 C21 C25 125.1(3) . .
C15 C14 C13 120.5(3) . .
C15 C14 H14 119.8 . .
C13 C14 H14 119.8 . .
O2 C18 C19 119.2(3) . .
O2 C18 C17 120.9(3) . .
C19 C18 C17 119.9(3) . .
C2 C1 C6 121.2(3) . .
C2 C1 H1 119.4 . .
C6 C1 H1 119.4 . .
C8 C9 H9A 109.5 . .
C8 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C8 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
O3 C22 C21 121.2(3) . .
O3 C22 C17 115.6(2) . .
C21 C22 C17 123.2(3) . .
C19 C20 C21 122.4(3) . .
C19 C20 H20 118.8 . .
C21 C20 H20 118.8 . .
C3 C2 C1 119.4(3) . .
C3 C2 H2A 120.3 . .
C1 C2 H2A 120.3 . .
C4 C5 C6 121.1(3) . .
C4 C5 H5 119.5 . .
C6 C5 H5 119.5 . .
C24 C25 C21 119.0(3) . .
C24 C25 C26 121.2(3) . .
C21 C25 C26 119.8(3) . .
C4 C3 C2 120.0(3) . .
C4 C3 H3 120.0 . .
C2 C3 H3 120.0 . .
O1 C7 C6 108.8(2) . .
O1 C7 H7A 109.9 . .
C6 C7 H7A 109.9 . .
O1 C7 H7B 109.9 . .
C6 C7 H7B 109.9 . .
H7A C7 H7B 108.3 . .
O4 C23 O3 116.1(3) . .
O4 C23 C24 127.0(3) . .
O3 C23 C24 116.8(3) . .
C20 C19 C18 120.3(3) . .
C20 C19 H19 119.8 . .
C18 C19 H19 119.8 . .
C25 C24 C23 122.8(3) . .
C25 C24 H24 118.6 . .
C23 C24 H24 118.6 . .
C3 C4 C5 120.3(3) . .
C3 C4 H4 119.9 . .
C5 C4 H4 119.9 . .
C25 C26 H26A 109.5 . .
C25 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C25 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O3 C22 1.372(3) .
O3 C23 1.392(4) .
O1 N1 1.415(3) .
O1 C7 1.452(3) .
O2 C18 1.336(4) .
O2 H2 0.8200 .
N2 C16 1.295(4) .
N2 C13 1.422(4) .
N1 C8 1.293(4) .
O4 C23 1.206(4) .
C8 C10 1.494(4) .
C8 C9 1.499(4) .
C16 C17 1.454(4) .
C16 H16 0.9300 .
C10 C11 1.397(4) .
C10 C15 1.408(4) .
C17 C22 1.410(4) .
C17 C18 1.425(4) .
C6 C5 1.391(4) .
C6 C1 1.400(4) .
C6 C7 1.497(4) .
C12 C11 1.381(4) .
C12 C13 1.400(4) .
C12 H12 0.9300 .
C11 H11 0.9300 .
C13 C14 1.397(4) .
C15 C14 1.379(4) .
C15 H15 0.9300 .
C21 C22 1.399(4) .
C21 C20 1.415(4) .
C21 C25 1.445(5) .
C14 H14 0.9300 .
C18 C19 1.393(4) .
C1 C2 1.394(4) .
C1 H1 0.9300 .
C9 H9A 0.9600 .
C9 H9B 0.9600 .
C9 H9C 0.9600 .
C20 C19 1.377(5) .
C20 H20 0.9300 .
C2 C3 1.385(5) .
C2 H2A 0.9300 .
C5 C4 1.383(5) .
C5 H5 0.9300 .
C25 C24 1.343(5) .
C25 C26 1.510(4) .
C3 C4 1.386(5) .
C3 H3 0.9300 .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C23 C24 1.446(5) .
C19 H19 0.9300 .
C24 H24 0.9300 .
C4 H4 0.9300 .
C26 H26A 0.9600 .
C26 H26B 0.9600 .
C26 H26C 0.9600 .
