#------------------------------------------------------------------------------
#$Date: 2016-06-30 10:02:35 +0300 (Thu, 30 Jun 2016) $
#$Revision: 184074 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/57/7225769.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_7225769
loop_
_publ_author_name
'Wu, Chun-Ku'
'Yang, Ding-Yah'
_publ_section_title
;
 Visible-Light-Mediated Reaction: Synthesis of Quinazolinones from
 1,2-Dihydroquinazoline 3-Oxides
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C6RA13972H
_journal_year                    2016
_chemical_formula_moiety         'C16 H16 N2 O'
_chemical_formula_sum            'C16 H16 N2 O'
_chemical_formula_weight         252.31
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_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
;
2016-04-30 deposited with the CCDC.
2016-06-28 downloaded from the CCDC.
;
_cell_angle_alpha                88.828(7)
_cell_angle_beta                 73.814(8)
_cell_angle_gamma                64.126(9)
_cell_formula_units_Z            2
_cell_length_a                   8.5162(8)
_cell_length_b                   8.7051(8)
_cell_length_c                   9.9918(9)
_cell_measurement_reflns_used    1951
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      29.1503
_cell_measurement_theta_min      2.7810
_cell_volume                     635.66(12)
_computing_cell_refinement
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_data_collection
; 
CrysAlis CCD, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_data_reduction
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
;
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.847
_diffrn_measurement_device_type  'CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0215
_diffrn_reflns_av_sigmaI/netI    0.0380
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5683
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         29.21
_diffrn_reflns_theta_min         2.79
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.99544
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             268
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.480
_refine_diff_density_min         -0.408
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2928
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0678
_refine_ls_R_factor_gt           0.0544
_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)+(0.0707P)²+0.3892P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1418
_refine_ls_wR_factor_ref         0.1521
_reflns_number_gt                2359
_reflns_number_total             2928
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6ra13972h2.cif
_cod_data_source_block           ck135
_cod_original_cell_volume        635.66(10)
_cod_database_code               7225769
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
O O 0.23100(19) 0.66290(17) 0.11699(13) 0.0286(3) Uani 1 1 d .
N1 N 0.51725(19) 0.33950(19) 0.27363(15) 0.0206(3) Uani 1 1 d .
N2 N 0.2684(2) 0.57000(18) 0.21851(15) 0.0197(3) Uani 1 1 d .
C1 C 0.4169(2) 0.3657(2) 0.41326(17) 0.0189(4) Uani 1 1 d .
C2 C 0.4849(3) 0.2660(2) 0.51454(19) 0.0256(4) Uani 1 1 d .
H2A H 0.6048 0.1733 0.4881 0.031 Uiso 1 1 calc R
C3 C 0.3769(3) 0.3029(3) 0.65349(19) 0.0286(4) Uani 1 1 d .
H3A H 0.4239 0.2350 0.7217 0.034 Uiso 1 1 calc R
C4 C 0.2015(3) 0.4373(3) 0.69435(19) 0.0270(4) Uani 1 1 d .
H4A H 0.1280 0.4597 0.7895 0.032 Uiso 1 1 calc R
C5 C 0.1340(2) 0.5385(2) 0.59584(18) 0.0215(4) Uani 1 1 d .
H5A H 0.0144 0.6315 0.6243 0.026 Uiso 1 1 calc R
C6 C 0.2395(2) 0.5060(2) 0.45462(17) 0.0184(4) Uani 1 1 d .
C7 C 0.1778(2) 0.6202(2) 0.35232(18) 0.0195(4) Uani 1 1 d .
C8 C 0.4181(2) 0.3905(2) 0.17196(17) 0.0191(4) Uani 1 1 d .
H8A H 0.5045 0.3918 0.0812 0.023 Uiso 1 1 calc R
C9 C 0.3350(2) 0.2744(2) 0.14411(17) 0.0182(4) Uani 1 1 d .
C10 C 0.2352(2) 0.3151(2) 0.04760(18) 0.0222(4) Uani 1 1 d .
H10A H 0.2204 0.4136 -0.0002 0.027 Uiso 1 1 calc R
C11 C 0.1576(3) 0.2121(2) 0.02127(19) 0.0256(4) Uani 1 1 d .
H11A H 0.0878 0.2418 -0.0429 0.031 Uiso 1 1 calc R
C12 C 0.1817(2) 0.0667(2) 0.08837(19) 0.0245(4) Uani 1 1 d .
H12A H 0.1283 -0.0034 0.0706 0.029 Uiso 1 1 calc R
C13 C 0.2837(2) 0.0232(2) 0.1813(2) 0.0255(4) Uani 1 1 d .
H13A H 0.3022 -0.0781 0.2260 0.031 Uiso 1 1 calc R
C14 C 0.3594(2) 0.1272(2) 0.20984(19) 0.0218(4) Uani 1 1 d .
H14A H 0.4282 0.0972 0.2747 0.026 Uiso 1 1 calc R
C15 C 0.7090(2) 0.2157(3) 0.2235(2) 0.0264(4) Uani 1 1 d .
H15A H 0.7604 0.1914 0.3023 0.040 Uiso 1 1 calc R
H15B H 0.7757 0.2630 0.1528 0.040 Uiso 1 1 calc R
H15C H 0.7202 0.1091 0.1817 0.040 Uiso 1 1 calc R
C16 C 0.0191(3) 0.7951(2) 0.3927(2) 0.0263(4) Uani 1 1 d .
H16A H 0.0008 0.8497 0.3079 0.040 Uiso 1 1 calc R
H16B H 0.0439 0.8653 0.4516 0.040 Uiso 1 1 calc R
H16C H -0.0913 0.7851 0.4450 0.040 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
C1 N1 C8 117.62(14)
C1 N1 C15 121.70(15)
C8 N1 C15 117.39(14)
O N2 C7 124.72(15)
O N2 C8 114.95(13)
C7 N2 C8 120.19(14)
N1 C1 C2 123.36(16)
N1 C1 C6 117.09(16)
C2 C1 C6 119.48(16)
C3 C2 C1 119.90(17)
C3 C2 H2A 120.0
C1 C2 H2A 120.0
C4 C3 C2 121.02(18)
C4 C3 H3A 119.5
C2 C3 H3A 119.5
C5 C4 C3 119.63(17)
C5 C4 H4A 120.2
C3 C4 H4A 120.2
C4 C5 C6 121.02(16)
C4 C5 H5A 119.5
C6 C5 H5A 119.5
C1 C6 C5 118.91(16)
C1 C6 C7 119.16(15)
C5 C6 C7 121.74(16)
N2 C7 C6 118.80(15)
N2 C7 C16 118.30(16)
C6 C7 C16 122.87(15)
N1 C8 N2 108.88(13)
N1 C8 C9 115.56(14)
N2 C8 C9 108.77(13)
N1 C8 H8A 107.8
N2 C8 H8A 107.8
C9 C8 H8A 107.8
C14 C9 C10 118.90(16)
C14 C9 C8 121.70(15)
C10 C9 C8 119.39(15)
C9 C10 C11 120.39(17)
C9 C10 H10A 119.8
C11 C10 H10A 119.8
C12 C11 C10 120.08(17)
C12 C11 H11A 120.0
C10 C11 H11A 120.0
C11 C12 C13 119.96(17)
C11 C12 H12A 120.0
C13 C12 H12A 120.0
C12 C13 C14 120.24(17)
C12 C13 H13A 119.9
C14 C13 H13A 119.9
C9 C14 C13 120.40(16)
C9 C14 H14A 119.8
C13 C14 H14A 119.8
N1 C15 H15A 109.5
N1 C15 H15B 109.5
H15A C15 H15B 109.5
N1 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
C7 C16 H16A 109.5
C7 C16 H16B 109.5
H16A C16 H16B 109.5
C7 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O N2 1.3061(19)
N1 C1 1.381(2)
N1 C8 1.441(2)
N1 C15 1.452(2)
N2 C7 1.315(2)
N2 C8 1.498(2)
C1 C2 1.402(3)
C1 C6 1.416(2)
C2 C3 1.388(3)
C2 H2A 0.9500
C3 C4 1.386(3)
C3 H3A 0.9500
C4 C5 1.383(3)
C4 H4A 0.9500
C5 C6 1.402(2)
C5 H5A 0.9500
C6 C7 1.453(2)
C7 C16 1.494(2)
C8 C9 1.531(2)
C8 H8A 1.0000
C9 C14 1.388(2)
C9 C10 1.399(2)
C10 C11 1.390(2)
C10 H10A 0.9500
C11 C12 1.382(3)
C11 H11A 0.9500
C12 C13 1.381(3)
C12 H12A 0.9500
C13 C14 1.393(2)
C13 H13A 0.9500
C14 H14A 0.9500
C15 H15A 0.9800
C15 H15B 0.9800
C15 H15C 0.9800
C16 H16A 0.9800
C16 H16B 0.9800
C16 H16C 0.9800
