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#$Date: 2022-05-05 23:42:48 +0300 (Thu, 05 May 2022) $
#$Revision: 275009 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/14/7061401.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_7061401
loop_
_publ_author_name
'SD, Anwarhussaini'
'Mohitkar, Anuradha'
'Jayanty, Subbalakshmi'
_publ_section_title
;
 Unprecedented transformation from cyclized zwitterionic oxazolidine
 derivatives to corresponding non-zwitterionic aromatic amides via
 Vilsmeier reagent in a one-pot reaction: optical property and
 crystallography
;
_journal_issue                   17
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              8069
_journal_page_last               8078
_journal_paper_doi               10.1039/D2NJ00591C
_journal_volume                  46
_journal_year                    2022
_chemical_compound_source        Synthesis
_chemical_formula_moiety         'C12 H9 N3 O'
_chemical_formula_sum            'C12 H9 N3 O'
_chemical_formula_weight         211.22
_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   mixed
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2019-05-07 deposited with the CCDC.	2022-03-23 downloaded from the CCDC.
;
_cell_angle_alpha                93.971(5)
_cell_angle_beta                 93.665(3)
_cell_angle_gamma                111.132(6)
_cell_formula_units_Z            2
_cell_length_a                   6.3852(3)
_cell_length_b                   7.1557(6)
_cell_length_c                   11.6848(3)
_cell_measurement_reflns_used    4457
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      78.9950
_cell_measurement_theta_min      6.6810
_cell_volume                     494.52(5)
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_pressure         101.3
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0268
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_Laue_measured_fraction_full 0.963
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5568
_diffrn_reflns_point_group_measured_fraction_full 0.963
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_theta_full        68.000
_diffrn_reflns_theta_max         79.544
_diffrn_reflns_theta_min         3.809
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              Rigaku
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.772
_exptl_absorpt_correction_T_max  0.977
_exptl_absorpt_correction_T_min  0.944
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_description       plates
_exptl_crystal_F_000             220
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     149
_refine_ls_number_reflns         2009
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.113
_refine_ls_R_factor_all          0.0565
_refine_ls_R_factor_gt           0.0535
_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)+(0.0607P)²+0.5592P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1450
_refine_ls_wR_factor_ref         0.1463
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1865
_reflns_number_total             2009
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj00591c2.cif
_cod_data_source_block           C:
_cod_depositor_comments
'Adding full bibliography for 7061400--7061402.cif.'
_cod_database_code               7061401
_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   0.941
_shelx_estimated_absorpt_t_max   0.977
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
O001 O 0.0230(2) 0.1005(2) 0.87816(11) 0.0192(3) Uani 1 1 d . . . . .
N002 N -0.0938(3) 0.0977(2) 0.69749(14) 0.0166(4) Uani 1 1 d . . . . .
N003 N 1.1022(3) 0.7782(3) 0.53166(14) 0.0228(4) Uani 1 1 d . . . . .
N004 N 1.2941(3) 0.7372(3) 0.89547(14) 0.0220(4) Uani 1 1 d . . . . .
C005 C 1.0554(3) 0.7105(3) 0.61796(16) 0.0173(4) Uani 1 1 d . . . . .
C006 C 0.0774(3) 0.1573(3) 0.77576(16) 0.0148(4) Uani 1 1 d . . . . .
C007 C 0.9929(3) 0.6310(3) 0.72268(16) 0.0161(4) Uani 1 1 d . . . . .
C008 C 0.4719(3) 0.3338(3) 0.85684(16) 0.0170(4) Uani 1 1 d . . . . .
H008 H 0.429578 0.298518 0.929369 0.020 Uiso 1 1 calc R U . . .
C009 C 0.5993(3) 0.4357(3) 0.63928(16) 0.0169(4) Uani 1 1 d . . . . .
H009 H 0.641799 0.467239 0.566245 0.020 Uiso 1 1 calc R U . . .
C00A C 1.1601(3) 0.6908(3) 0.81718(16) 0.0167(4) Uani 1 1 d . . . . .
C00B C 0.7642(3) 0.5051(3) 0.73546(16) 0.0157(4) Uani 1 1 d . . . . .
C00C C 0.6936(3) 0.4460(3) 0.84415(16) 0.0162(4) Uani 1 1 d . . . . .
H00C H 0.799147 0.483899 0.908281 0.019 Uiso 1 1 calc R U . . .
C00D C 0.3781(3) 0.3229(3) 0.65183(16) 0.0174(4) Uani 1 1 d . . . . .
H00D H 0.273169 0.279805 0.587413 0.021 Uiso 1 1 calc R U . . .
C00E C -0.2206(3) -0.0190(3) 0.87002(16) 0.0176(4) Uani 1 1 d . . . . .
H00A H -0.296121 0.043496 0.920847 0.021 Uiso 1 1 calc R U . . .
H00B H -0.247527 -0.154411 0.890264 0.021 Uiso 1 1 calc R U . . .
C00F C 0.3086(3) 0.2719(3) 0.76121(16) 0.0160(4) Uani 1 1 d . . . . .
C00G C -0.3039(3) -0.0225(3) 0.74376(16) 0.0162(4) Uani 1 1 d . . . . .
H00E H -0.366177 -0.158538 0.705885 0.019 Uiso 1 1 calc R U . . .
H00F H -0.415938 0.039422 0.736664 0.019 Uiso 1 1 calc R U . . .
H9 H -0.089(5) 0.129(4) 0.625(3) 0.039(8) Uiso 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C006 O001 C00E 108.75(14) . . ?
C006 N002 C00G 111.94(15) . . ?
C006 N002 H9 125.4(19) . . ?
C00G N002 H9 122.6(19) . . ?
N003 C005 C007 178.1(2) . . ?
N002 C006 O001 113.43(16) . . ?
N002 C006 C00F 127.47(16) . . ?
O001 C006 C00F 119.10(16) . . ?
C005 C007 C00A 117.40(16) . . ?
C005 C007 C00B 121.32(16) . . ?
C00A C007 C00B 121.15(16) . . ?
C00C C008 C00F 120.71(17) . . ?
C00C C008 H008 119.6 . . ?
C00F C008 H008 119.6 . . ?
C00D C009 C00B 121.36(17) . . ?
C00D C009 H009 119.3 . . ?
C00B C009 H009 119.3 . . ?
N004 C00A C007 178.8(2) . . ?
C00C C00B C009 117.25(16) . . ?
C00C C00B C007 121.62(16) . . ?
C009 C00B C007 121.12(16) . . ?
C008 C00C C00B 121.36(17) . . ?
C008 C00C H00C 119.3 . . ?
C00B C00C H00C 119.3 . . ?
C009 C00D C00F 120.70(17) . . ?
C009 C00D H00D 119.6 . . ?
C00F C00D H00D 119.6 . . ?
O001 C00E C00G 104.72(14) . . ?
O001 C00E H00A 110.8 . . ?
C00G C00E H00A 110.8 . . ?
O001 C00E H00B 110.8 . . ?
C00G C00E H00B 110.8 . . ?
H00A C00E H00B 108.9 . . ?
C008 C00F C00D 118.53(17) . . ?
C008 C00F C006 120.21(17) . . ?
C00D C00F C006 121.25(17) . . ?
N002 C00G C00E 101.15(14) . . ?
N002 C00G H00E 111.5 . . ?
C00E C00G H00E 111.5 . . ?
N002 C00G H00F 111.5 . . ?
C00E C00G H00F 111.5 . . ?
H00E C00G H00F 109.4 . . ?
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
O001 C006 1.318(2) . ?
O001 C00E 1.473(2) . ?
N002 C006 1.302(2) . ?
N002 C00G 1.468(2) . ?
N002 H9 0.89(3) . ?
N003 C005 1.159(3) . ?
N004 C00A 1.154(2) . ?
C005 C007 1.406(3) . ?
C006 C00F 1.435(2) . ?
C007 C00A 1.413(2) . ?
C007 C00B 1.436(2) . ?
C008 C00C 1.376(3) . ?
C008 C00F 1.408(3) . ?
C008 H008 0.9300 . ?
C009 C00D 1.375(3) . ?
C009 C00B 1.419(3) . ?
C009 H009 0.9300 . ?
C00B C00C 1.416(3) . ?
C00C H00C 0.9300 . ?
C00D C00F 1.408(3) . ?
C00D H00D 0.9300 . ?
C00E C00G 1.531(3) . ?
C00E H00A 0.9700 . ?
C00E H00B 0.9700 . ?
C00G H00E 0.9700 . ?
C00G H00F 0.9700 . ?
