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#$Date: 2022-04-06 12:12:23 +0300 (Wed, 06 Apr 2022) $
#$Revision: 274388 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/50/8105053.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_8105053
loop_
_publ_author_name
'Wei, Xian'
'Li, Ying Fen'
'Xu, You Lin'
'Lv, Meng Lan'
_publ_section_title
;
 Crystal structure of 4-benzyl-1-oxo-N-phenethyl-1H-[1,4]oxazino
 [4,3-b]indazole-3-carboxamide, C26H21N3O3
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              187
_journal_page_last               188
_journal_paper_doi               10.1515/ncrs-2019-0565
_journal_volume                  235
_journal_year                    2019
_chemical_formula_moiety         'C26 H21 N3 O3'
_chemical_formula_sum            'C26 H21 N3 O3'
_chemical_formula_weight         423.46
_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                91.995(9)
_cell_angle_beta                 101.158(8)
_cell_angle_gamma                108.392(8)
_cell_formula_units_Z            2
_cell_length_a                   9.149(4)
_cell_length_b                   9.249(4)
_cell_length_c                   13.508(7)
_cell_measurement_reflns_used    831
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      21.13
_cell_measurement_theta_min      2.40
_cell_volume                     1058.5(9)
_computing_cell_refinement       'SAINT v7.60A (Bruker, 2009)'
_computing_data_reduction        'SAINT v7.60A (Bruker, 2009)'
_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    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_av_unetI/netI     0.0863
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5368
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         2.561
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.9842
_exptl_absorpt_correction_T_min  0.9782
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.925
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         3680
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.925
_refine_ls_R_factor_all          0.1158
_refine_ls_R_factor_gt           0.0628
_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)+(0.0896P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1418
_refine_ls_wR_factor_ref         0.1668
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2080
_reflns_number_total             3680
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2019-0565_suppl.cif
_cod_data_source_block           a
_cod_database_code               8105053
_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   0.984
_shelx_estimated_absorpt_t_min   0.979
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C19(H19A,H19B), C20(H20A,H20B)
2.b Aromatic/amide H refined with riding coordinates:
 N3(H3), C2(H2), C3(H3A), C4(H4), C5(H5), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26)
;
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 0.7213(2) 1.1665(2) 0.49265(14) 0.0591(6) Uani 1 1 d . . . . .
O2 O 0.5939(2) 0.9772(2) 0.37150(13) 0.0473(5) Uani 1 1 d . . . . .
O3 O 0.3970(2) 0.7031(2) 0.16381(14) 0.0608(6) Uani 1 1 d . . . . .
N1 N 1.0060(3) 0.9896(3) 0.30033(17) 0.0474(6) Uani 1 1 d . . . . .
N2 N 0.8646(2) 0.9801(3) 0.31834(15) 0.0412(6) Uani 1 1 d . . . . .
N3 N 0.3222(3) 0.7654(3) 0.30348(17) 0.0522(7) Uani 1 1 d . . . . .
H3 H 0.3525 0.8119 0.3639 0.063 Uiso 1 1 calc R . . . .
C1 C 1.1092(3) 1.1034(3) 0.3709(2) 0.0453(7) Uani 1 1 d . . . . .
C2 C 1.2741(4) 1.1587(4) 0.3855(2) 0.0569(8) Uani 1 1 d . . . . .
H2 H 1.3264 1.1201 0.3441 0.068 Uiso 1 1 calc R . . . .
C3 C 1.3537(4) 1.2698(4) 0.4620(2) 0.0617(9) Uani 1 1 d . . . . .
H3A H 1.4632 1.3079 0.4735 0.074 Uiso 1 1 calc R . . . .
C4 C 1.2764(4) 1.3301(4) 0.5249(2) 0.0613(9) Uani 1 1 d . . . . .
H4 H 1.3361 1.4075 0.5763 0.074 Uiso 1 1 calc R . . . .
C5 C 1.1166(4) 1.2779(4) 0.5123(2) 0.0531(8) Uani 1 1 d . . . . .
H5 H 1.0665 1.3178 0.5546 0.064 Uiso 1 1 calc R . . . .
C6 C 1.0297(3) 1.1619(3) 0.43338(19) 0.0433(7) Uani 1 1 d . . . . .
C7 C 0.8717(3) 1.0801(3) 0.39731(19) 0.0416(7) Uani 1 1 d . . . . .
C8 C 0.7304(3) 1.0815(3) 0.4261(2) 0.0432(7) Uani 1 1 d . . . . .
C9 C 0.5918(3) 0.8763(3) 0.29253(18) 0.0414(7) Uani 1 1 d . . . . .
C10 C 0.7235(3) 0.8739(3) 0.26328(18) 0.0386(7) Uani 1 1 d . . . . .
C11 C 0.7345(3) 0.7688(3) 0.18098(19) 0.0454(7) Uani 1 1 d . . . . .
H11A H 0.6396 0.6799 0.1669 0.054 Uiso 1 1 calc R . . . .
H11B H 0.8230 0.7335 0.2051 0.054 Uiso 1 1 calc R . . . .
C12 C 0.7548(3) 0.8396(3) 0.08279(19) 0.0405(7) Uani 1 1 d . . . . .
C13 C 0.7047(4) 0.9598(4) 0.0557(2) 0.0558(8) Uani 1 1 d . . . . .
H13 H 0.6574 1.0014 0.0990 0.067 Uiso 1 1 calc R . . . .
C14 C 0.7230(4) 1.0207(4) -0.0347(2) 0.0649(9) Uani 1 1 d . . . . .
H14 H 0.6877 1.1022 -0.0520 0.078 Uiso 1 1 calc R . . . .
C15 C 0.7929(4) 0.9614(4) -0.0986(2) 0.0609(9) Uani 1 1 d . . . . .
H15 H 0.8061 1.0027 -0.1593 0.073 Uiso 1 1 calc R . . . .
C16 C 0.8430(4) 0.8420(4) -0.0732(2) 0.0635(9) Uani 1 1 d . . . . .
H16 H 0.8903 0.8010 -0.1168 0.076 Uiso 1 1 calc R . . . .
C17 C 0.8243(4) 0.7808(4) 0.0172(2) 0.0567(8) Uani 1 1 d . . . . .
H17 H 0.8593 0.6988 0.0339 0.068 Uiso 1 1 calc R . . . .
C18 C 0.4291(3) 0.7725(3) 0.2473(2) 0.0442(7) Uani 1 1 d . . . . .
C19 C 0.1570(3) 0.6814(3) 0.2650(2) 0.0502(8) Uani 1 1 d . . . . .
H19A H 0.1296 0.6966 0.1940 0.060 Uiso 1 1 calc R . . . .
H19B H 0.0957 0.7243 0.3010 0.060 Uiso 1 1 calc R . . . .
C20 C 0.1100(4) 0.5115(4) 0.2743(3) 0.0650(9) Uani 1 1 d . . . . .
H20A H 0.1678 0.4660 0.2369 0.078 Uiso 1 1 calc R . . . .
H20B H 0.1362 0.4941 0.3450 0.078 Uiso 1 1 calc R . . . .
C21 C -0.0636(4) 0.4377(3) 0.2334(2) 0.0513(8) Uani 1 1 d . . . . .
C22 C -0.1261(4) 0.4158(4) 0.1306(2) 0.0663(9) Uani 1 1 d . . . . .
H22 H -0.0584 0.4378 0.0858 0.080 Uiso 1 1 calc R . . . .
C23 C -0.2864(5) 0.3622(4) 0.0925(3) 0.0823(12) Uani 1 1 d . . . . .
H23 H -0.3261 0.3486 0.0228 0.099 Uiso 1 1 calc R . . . .
C24 C -0.3870(5) 0.3292(4) 0.1575(4) 0.0883(12) Uani 1 1 d . . . . .
H24 H -0.4955 0.2949 0.1324 0.106 Uiso 1 1 calc R . . . .
C25 C -0.3281(4) 0.3464(4) 0.2581(3) 0.0762(11) Uani 1 1 d . . . . .
H25 H -0.3965 0.3209 0.3023 0.091 Uiso 1 1 calc R . . . .
C26 C -0.1680(4) 0.4015(4) 0.2964(2) 0.0616(9) Uani 1 1 d . . . . .
H26 H -0.1298 0.4144 0.3663 0.074 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
C8 O2 C9 122.5(2) . .
N2 N1 C1 103.9(2) . .
N1 N2 C7 113.7(2) . .
N1 N2 C10 122.9(2) . .
C7 N2 C10 123.4(2) . .
C18 N3 H3 119.3 . .
C18 N3 C19 121.4(2) . .
C19 N3 H3 119.3 . .
N1 C1 C2 127.3(3) . .
N1 C1 C6 111.3(2) . .
C2 C1 C6 121.5(3) . .
C1 C2 H2 121.3 . .
C3 C2 C1 117.3(3) . .
C3 C2 H2 121.3 . .
C2 C3 H3A 119.0 . .
C2 C3 C4 122.1(3) . .
C4 C3 H3A 119.0 . .
C3 C4 H4 119.2 . .
C5 C4 C3 121.6(3) . .
C5 C4 H4 119.2 . .
C4 C5 H5 121.1 . .
C4 C5 C6 117.9(3) . .
C6 C5 H5 121.1 . .
C5 C6 C1 119.7(3) . .
C7 C6 C1 105.0(2) . .
C7 C6 C5 135.4(3) . .
N2 C7 C6 106.2(2) . .
N2 C7 C8 119.9(3) . .
C6 C7 C8 133.9(3) . .
O1 C8 O2 118.1(2) . .
O1 C8 C7 126.0(3) . .
O2 C8 C7 115.9(2) . .
O2 C9 C18 111.8(2) . .
C10 C9 O2 122.7(2) . .
C10 C9 C18 125.5(2) . .
N2 C10 C11 117.4(2) . .
C9 C10 N2 115.6(2) . .
C9 C10 C11 127.0(3) . .
C10 C11 H11A 108.6 . .
C10 C11 H11B 108.6 . .
C10 C11 C12 114.5(2) . .
H11A C11 H11B 107.6 . .
C12 C11 H11A 108.6 . .
C12 C11 H11B 108.6 . .
C13 C12 C11 122.5(2) . .
C13 C12 C17 118.0(3) . .
C17 C12 C11 119.5(3) . .
C12 C13 H13 119.4 . .
C12 C13 C14 121.3(3) . .
C14 C13 H13 119.4 . .
C13 C14 H14 120.0 . .
C15 C14 C13 120.0(3) . .
C15 C14 H14 120.0 . .
C14 C15 H15 120.2 . .
C16 C15 C14 119.7(3) . .
C16 C15 H15 120.2 . .
C15 C16 H16 119.8 . .
C15 C16 C17 120.3(3) . .
C17 C16 H16 119.8 . .
C12 C17 C16 120.8(3) . .
C12 C17 H17 119.6 . .
C16 C17 H17 119.6 . .
O3 C18 N3 123.1(3) . .
O3 C18 C9 121.4(2) . .
N3 C18 C9 115.4(2) . .
N3 C19 H19A 108.5 . .
N3 C19 H19B 108.5 . .
N3 C19 C20 114.9(2) . .
H19A C19 H19B 107.5 . .
C20 C19 H19A 108.5 . .
C20 C19 H19B 108.5 . .
C19 C20 H20A 109.7 . .
C19 C20 H20B 109.7 . .
H20A C20 H20B 108.2 . .
C21 C20 C19 109.9(3) . .
C21 C20 H20A 109.7 . .
C21 C20 H20B 109.7 . .
C22 C21 C20 121.0(3) . .
C26 C21 C20 121.6(3) . .
C26 C21 C22 117.2(3) . .
C21 C22 H22 119.2 . .
C23 C22 C21 121.5(3) . .
C23 C22 H22 119.2 . .
C22 C23 H23 120.1 . .
C24 C23 C22 119.7(4) . .
C24 C23 H23 120.1 . .
C23 C24 H24 120.2 . .
C25 C24 C23 119.6(4) . .
C25 C24 H24 120.2 . .
C24 C25 H25 119.6 . .
C24 C25 C26 120.8(4) . .
C26 C25 H25 119.6 . .
C21 C26 C25 121.2(3) . .
C21 C26 H26 119.4 . .
C25 C26 H26 119.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C8 1.206(3) .
O2 C8 1.367(3) .
O2 C9 1.386(3) .
O3 C18 1.214(3) .
N1 N2 1.339(3) .
N1 C1 1.365(3) .
N2 C7 1.365(3) .
N2 C10 1.401(3) .
N3 H3 0.8600 .
N3 C18 1.337(3) .
N3 C19 1.444(3) .
C1 C2 1.403(4) .
C1 C6 1.410(4) .
C2 H2 0.9300 .
C2 C3 1.348(4) .
C3 H3A 0.9300 .
C3 C4 1.408(4) .
C4 H4 0.9300 .
C4 C5 1.361(4) .
C5 H5 0.9300 .
C5 C6 1.405(4) .
C6 C7 1.383(4) .
C7 C8 1.424(4) .
C9 C10 1.345(4) .
C9 C18 1.488(4) .
C10 C11 1.490(4) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C11 C12 1.517(3) .
C12 C13 1.365(4) .
C12 C17 1.374(4) .
C13 H13 0.9300 .
C13 C14 1.379(4) .
C14 H14 0.9300 .
C14 C15 1.362(4) .
C15 H15 0.9300 .
C15 C16 1.353(4) .
C16 H16 0.9300 .
C16 C17 1.382(4) .
C17 H17 0.9300 .
C19 H19A 0.9700 .
C19 H19B 0.9700 .
C19 C20 1.510(4) .
C20 H20A 0.9700 .
C20 H20B 0.9700 .
C20 C21 1.498(4) .
C21 C22 1.378(4) .
C21 C26 1.371(4) .
C22 H22 0.9300 .
C22 C23 1.375(5) .
C23 H23 0.9300 .
C23 C24 1.365(5) .
C24 H24 0.9300 .
C24 C25 1.345(5) .
C25 H25 0.9300 .
C25 C26 1.375(5) .
C26 H26 0.9300 .
