#------------------------------------------------------------------------------
#$Date: 2020-10-06 13:06:42 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257744 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/95/7059512.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_7059512
loop_
_publ_author_name
'Yogesh Kumar, Gujjenahalli Ramalingaiah'
'Begum, Noor Shahina'
'Mohammed Imran, Khan'
_publ_section_title
;
 Mn-mediated oxidative radical cyclization of 2-(azidomethyl)phenyl
 isocyanides with carbazate: access to quinazoline-2-carboxylates
;
_journal_issue                   17
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              7001
_journal_page_last               7006
_journal_paper_doi               10.1039/D0NJ00479K
_journal_volume                  44
_journal_year                    2020
_chemical_formula_sum            'C11 H9 F N2 O3'
_chemical_formula_weight         236.20
_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
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2019-09-12 deposited with the CCDC.	2020-03-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.803(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.8098(10)
_cell_length_b                   3.9789(4)
_cell_length_c                   24.250(2)
_cell_measurement_reflns_used    1691
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.3300
_cell_measurement_theta_min      4.0330
_cell_volume                     1041.77(17)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Xcalibur, Eos, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_av_unetI/netI     0.0462
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            7364
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_min         3.365
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.123
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63556
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   CrysAlisPro
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.506
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             488
_refine_diff_density_max         0.179
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2374
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0937
_refine_ls_R_factor_gt           0.0597
_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)+(0.0483P)²+0.2753P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1263
_refine_ls_wR_factor_ref         0.1449
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1575
_reflns_number_total             2374
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj00479k2.cif
_cod_data_source_block           shelx
_cod_depositor_comments
;Adding full bibliography for 7059512.cif.

 Adding full bibliography for 7059512.cif.
;
_cod_original_cell_volume        1041.75(17)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7059512
_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.
;
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
C1 C 1.7534(2) 1.0763(8) 0.16896(11) 0.0665(8) Uani 1 1 d . . . . .
H1A H 1.809003 1.020890 0.140666 0.100 Uiso 1 1 calc R U . . .
H1B H 1.748071 1.316133 0.172451 0.100 Uiso 1 1 calc R U . . .
H1C H 1.783646 0.981448 0.203437 0.100 Uiso 1 1 calc R U . . .
C2 C 1.3542(2) 0.2239(7) -0.02624(9) 0.0613(7) Uani 1 1 d . . . . .
H2A H 1.432043 0.213497 -0.043603 0.092 Uiso 1 1 calc R U . . .
H2B H 1.322311 0.000598 -0.022079 0.092 Uiso 1 1 calc R U . . .
H2C H 1.296520 0.354295 -0.048706 0.092 Uiso 1 1 calc R U . . .
C3 C 1.0729(2) 0.5272(6) 0.12697(10) 0.0470(6) Uani 1 1 d . . . . .
H3 H 1.006180 0.561894 0.149104 0.056 Uiso 1 1 calc R U . . .
C4 C 1.19291(19) 0.6467(6) 0.14234(8) 0.0400(5) Uani 1 1 d . . . . .
C5 C 1.2193(2) 0.8320(6) 0.19104(9) 0.0462(6) Uani 1 1 d . . . . .
H5 H 1.154809 0.879492 0.213820 0.055 Uiso 1 1 calc R U . . .
C6 C 1.42045(19) 0.8648(6) 0.17071(8) 0.0408(5) Uani 1 1 d . . . . .
C7 C 1.06004(19) 0.3613(6) 0.07887(10) 0.0479(6) Uani 1 1 d . . . . .
C8 C 1.29348(18) 0.5894(5) 0.10880(8) 0.0368(5) Uani 1 1 d . . . . .
C9 C 1.2723(2) 0.4145(6) 0.05768(8) 0.0409(5) Uani 1 1 d . . . . .
C10 C 1.1551(2) 0.3014(6) 0.04346(9) 0.0469(6) Uani 1 1 d . . . . .
H10 H 1.139366 0.186066 0.010504 0.056 Uiso 1 1 calc R U . . .
C11 C 1.5459(2) 0.9993(6) 0.18991(9) 0.0476(6) Uani 1 1 d . . . . .
N1 N 1.33000(17) 0.9398(5) 0.20560(7) 0.0476(5) Uani 1 1 d . . . . .
N2 N 1.40958(15) 0.7016(5) 0.12382(7) 0.0398(4) Uani 1 1 d . . . . .
O1 O 1.63190(14) 0.9413(5) 0.15441(6) 0.0554(5) Uani 1 1 d . . . . .
O2 O 1.37175(14) 0.3783(5) 0.02711(6) 0.0527(5) Uani 1 1 d . . . . .
O3 O 1.56409(16) 1.1435(6) 0.23272(8) 0.0844(7) Uani 1 1 d . . . . .
F1 F 0.94618(12) 0.2401(4) 0.06225(6) 0.0718(5) Uani 1 1 d . . . . .
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'
F F 0.0171 0.0103 '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
C7 C3 C4 116.7(2) . . ?
C8 C4 C5 115.99(19) . . ?
C8 C4 C3 121.2(2) . . ?
C5 C4 C3 122.8(2) . . ?
N1 C5 C4 123.0(2) . . ?
N2 C6 N1 127.8(2) . . ?
N2 C6 C11 118.98(19) . . ?
N1 C6 C11 113.17(19) . . ?
C3 C7 F1 119.0(2) . . ?
C3 C7 C10 124.9(2) . . ?
F1 C7 C10 116.1(2) . . ?
N2 C8 C4 121.26(19) . . ?
N2 C8 C9 119.79(18) . . ?
C4 C8 C9 118.94(18) . . ?
O2 C9 C10 125.5(2) . . ?
O2 C9 C8 115.59(18) . . ?
C10 C9 C8 118.9(2) . . ?
C9 C10 C7 119.3(2) . . ?
O3 C11 O1 124.1(2) . . ?
O3 C11 C6 123.1(2) . . ?
O1 C11 C6 112.85(19) . . ?
C5 N1 C6 116.02(19) . . ?
C6 N2 C8 115.87(18) . . ?
C11 O1 C1 115.90(19) . . ?
C9 O2 C2 117.96(17) . . ?
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
C1 O1 1.446(3) . ?
C2 O2 1.436(3) . ?
C3 C7 1.341(3) . ?
C3 C4 1.415(3) . ?
C4 C8 1.408(3) . ?
C4 C5 1.410(3) . ?
C5 N1 1.303(3) . ?
C6 N2 1.310(3) . ?
C6 N1 1.357(3) . ?
C6 C11 1.510(3) . ?
C7 F1 1.364(2) . ?
C7 C10 1.391(3) . ?
C8 N2 1.365(2) . ?
C8 C9 1.430(3) . ?
C9 O2 1.343(2) . ?
C9 C10 1.372(3) . ?
C11 O3 1.194(3) . ?
C11 O1 1.318(3) . ?
