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###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
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#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
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#                                                                            #
#            Copyright International Union of Crystallography                #
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##############################################################################
                                             
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
6-methoxy-1,3-benzoxazolin-2(3H)-one
;
_chemical_name_common     ?
_chemical_formula_moiety     'C8 H7 N O3'
_chemical_formula_sum     'C8 H7 N O3'
_chemical_formula_iupac     'C8 H7 N O3'
_chemical_formula_weight     165.15
_chemical_melting_point     ?
_symmetry_cell_setting     'Monoclinic'
_symmetry_space_group_name_H-M     'P 21/n'
_symmetry_space_group_name_Hall     '-P 2yn'
loop_
    _symmetry_equiv_pos_as_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'
_cell_length_a     12.4251(12)
_cell_length_b     3.9154(4)
_cell_length_c     16.0231(16)
_cell_angle_alpha     90.00
_cell_angle_beta     108.796(2)
_cell_angle_gamma     90.00
_cell_volume     737.94(13)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     630
_cell_measurement_theta_min     1.82
_cell_measurement_theta_max     25.00
_cell_measurement_temperature     293(2)
_exptl_crystal_description     'Block'
_exptl_crystal_colour     'pale yellow'
_exptl_crystal_size_max     0.23
_exptl_crystal_size_mid     0.23
_exptl_crystal_size_min     0.21
_exptl_crystal_density_diffrn     1.486
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     344
_exptl_absorpt_coefficient_mu     0.116
_exptl_absorpt_correction_type     none
_exptl_absorpt_process_details     ?
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?
_exptl_special_details
;
;
_diffrn_ambient_temperature     293(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type
;
Bruker SMART APEX CCD area-detector
;
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     6554
_diffrn_reflns_av_R_equivalents     0.0199
_diffrn_reflns_av_sigmaI/netI     0.0139
_diffrn_reflns_theta_min     1.82
_diffrn_reflns_theta_max     25.00
_diffrn_reflns_theta_full     25.00
_diffrn_measured_fraction_theta_max     0.999
_diffrn_measured_fraction_theta_full     0.999
_diffrn_reflns_limit_h_min     -14
_diffrn_reflns_limit_h_max     14
_diffrn_reflns_limit_k_min     -4
_diffrn_reflns_limit_k_max     4
_diffrn_reflns_limit_l_min     -19
_diffrn_reflns_limit_l_max     19
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total     1306
_reflns_number_gt     1231
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0337
_refine_ls_R_factor_gt     0.0323
_refine_ls_wR_factor_gt     0.0979
_refine_ls_wR_factor_ref     0.0995
_refine_ls_goodness_of_fit_ref     1.110
_refine_ls_restrained_S_all     1.110
_refine_ls_number_reflns     1306
_refine_ls_number_parameters     114
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0597P)²+0.0945P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.156
_refine_diff_density_min     -0.118
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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'
_computing_data_collection     'SMART (Bruker, 2001)'
_computing_cell_refinement     'SAINT (Bruker, 2001)'
_computing_data_reduction     'SAINT'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'PLATON (Spek, 2003)'
_computing_publication_material     'SHELXL97 and PARST (Nardelli, 1995)'
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    O O2 0.26715(8) 0.2364(3) 0.85196(7) 0.0595(3) Uani d . 1 . .
    O O3 0.85904(8) 0.1419(3) 0.95719(7) 0.0576(3) Uani d . 1 . .
    O O1 0.45600(7) 0.2816(3) 0.92057(6) 0.0471(3) Uani d . 1 . .
    C C2 0.36361(11) 0.1812(4) 0.85208(8) 0.0466(3) Uani d . 1 . .
    N N3 0.40012(9) 0.0265(3) 0.79113(7) 0.0500(3) Uani d . 1 . .
    C C4 0.51898(11) 0.0239(3) 0.81965(8) 0.0422(3) Uani d . 1 . .
    C C5 0.55230(10) 0.1833(3) 0.90037(8) 0.0398(3) Uani d . 1 . .
    C C6 0.66336(10) 0.2357(3) 0.95169(8) 0.0420(3) Uani d . 1 . .
    H H6 0.6829 0.3444 1.0061 0.050 Uiso calc R 1 . .
    C C7 0.74458(10) 0.1133(3) 0.91590(9) 0.0433(3) Uani d . 1 . .
    C C8 0.71291(12) -0.0493(3) 0.83427(9) 0.0484(3) Uani d . 1 . .
    H H8 0.7693 -0.1290 0.8126 0.058 Uiso calc R 1 . .
    C C9 0.60008(12) -0.0959(4) 0.78432(9) 0.0492(3) Uani d . 1 . .
    H H9 0.5796 -0.2027 0.7296 0.059 Uiso calc R 1 . .
    C C10 0.89656(12) 0.2868(4) 1.04317(10) 0.0584(4) Uani d . 1 . .
    H H10A 0.8714 0.5196 1.0404 0.088 Uiso calc R 1 . .
    H H10B 0.9781 0.2798 1.0660 0.088 Uiso calc R 1 . .
    H H10C 0.8656 0.1589 1.0812 0.088 Uiso calc R 1 . .
    H H3 0.3494(13) -0.070(4) 0.7401(11) 0.063(4) Uiso d . 1 . .
loop_
    _atom_site_aniso_label
    _atom_site_aniso_U_11
    _atom_site_aniso_U_22
    _atom_site_aniso_U_33
    _atom_site_aniso_U_12
    _atom_site_aniso_U_13
    _atom_site_aniso_U_23
    O2 0.0357(5) 0.0897(8) 0.0506(6) 0.0075(5) 0.0105(4) 0.0097(5)
    O3 0.0373(5) 0.0713(7) 0.0659(7) 0.0023(4) 0.0189(5) -0.0059(5)
    O1 0.0353(5) 0.0644(6) 0.0413(5) 0.0048(4) 0.0120(4) -0.0022(4)
    C2 0.0376(7) 0.0593(8) 0.0402(7) 0.0028(6) 0.0088(5) 0.0089(6)
    N3 0.0425(6) 0.0637(7) 0.0397(6) -0.0027(5) 0.0076(5) -0.0028(5)
    C4 0.0430(7) 0.0436(7) 0.0395(6) -0.0005(5) 0.0125(5) 0.0037(5)
    C5 0.0379(7) 0.0428(7) 0.0408(7) 0.0036(5) 0.0157(5) 0.0047(5)
    C6 0.0392(7) 0.0457(7) 0.0412(7) 0.0016(5) 0.0131(5) 0.0005(5)
    C7 0.0386(7) 0.0420(7) 0.0515(7) 0.0027(5) 0.0178(5) 0.0059(6)
    C8 0.0510(8) 0.0479(7) 0.0541(8) 0.0049(6) 0.0280(6) 0.0019(6)
    C9 0.0568(8) 0.0504(7) 0.0439(7) 0.0004(6) 0.0210(6) -0.0026(6)
    C10 0.0401(7) 0.0639(9) 0.0671(10) -0.0009(6) 0.0115(7) -0.0046(7)
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    O2 C2 . 1.217(2) y
    O3 C7 . 1.366(2) y
    O3 C10 . 1.422(2) y
    O1 C2 . 1.366(2) y
    O1 C5 . 1.3910(10)
                     y
    C2 N3 . 1.346(2) y
    N3 C4 . 1.398(2) y
    N3 H3 . 0.936(17) ?
    C4 C5 . 1.375(2) y
    C4 C9 . 1.387(2) y
    C5 C6 . 1.375(2) y
    C6 C7 . 1.396(2) y
    C6 H6 . 0.93 ?
    C7 C8 . 1.393(2) y
    C8 C9 . 1.384(2) y
    C8 H8 . 0.93 ?
    C9 H9 . 0.93 ?
    C10 H10A . 0.96 ?
    C10 H10B . 0.96 ?
    C10 H10C . 0.96 ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C7 O3 C10 . . 117.80(10)
                           y
    C2 O1 C5 . . 107.30(10)
                          y
    O2 C2 N3 . . 129.84(13) ?
    O2 C2 O1 . . 121.49(13) ?
    N3 C2 O1 . . 108.67(11) ?
    C2 N3 C4 . . 109.50(10)
                          y
    C2 N3 H3 . . 121.7(10) ?
    C4 N3 H3 . . 128.7(10) ?
    C5 C4 C9 . . 119.97(12) ?
    C5 C4 N3 . . 105.69(11) ?
    C9 C4 N3 . . 134.34(12) ?
    C6 C5 C4 . . 124.77(12) ?
    C6 C5 O1 . . 126.34(11) ?
    C4 C5 O1 . . 108.89(11) ?
    C5 C6 C7 . . 114.97(12) ?
    C5 C6 H6 . . 122.5 ?
    C7 C6 H6 . . 122.5 ?
    O3 C7 C8 . . 115.30(11) ?
    O3 C7 C6 . . 123.38(12) ?
    C8 C7 C6 . . 121.31(12) ?
    C9 C8 C7 . . 122.03(12) ?
    C9 C8 H8 . . 119.0 ?
    C7 C8 H8 . . 119.0 ?
    C8 C9 C4 . . 116.95(12) ?
    C8 C9 H9 . . 121.5 ?
    C4 C9 H9 . . 121.5 ?
    O3 C10 H10A . . 109.5 ?
    O3 C10 H10B . . 109.5 ?
    H10A C10 H10B . . 109.5 ?
    O3 C10 H10C . . 109.5 ?
    H10A C10 H10C . . 109.5 ?
    H10B C10 H10C . . 109.5 ?
loop_
    _geom_torsion_atom_site_label_1
    _geom_torsion_atom_site_label_2
    _geom_torsion_atom_site_label_3
    _geom_torsion_atom_site_label_4
    _geom_torsion_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    C5 O1 C2 O2 . . . . -179.64(12) ?
    C5 O1 C2 N3 . . . . -0.10(15) ?
    O2 C2 N3 C4 . . . . 179.52(14) ?
    O1 C2 N3 C4 . . . . 0.03(16) ?
    C2 N3 C4 C5 . . . . 0.05(15) ?
    C2 N3 C4 C9 . . . . -179.40(15) ?
    C9 C4 C5 C6 . . . . -0.4(2) ?
    N3 C4 C5 C6 . . . . -179.93(12) ?
    C9 C4 C5 O1 . . . . 179.44(11) ?
    N3 C4 C5 O1 . . . . -0.11(14) ?
    C2 O1 C5 C6 . . . . 179.94(12) ?
    C2 O1 C5 C4 . . . . 0.13(14) ?
    C4 C5 C6 C7 . . . . 0.11(19) ?
    O1 C5 C6 C7 . . . . -179.67(11) ?
    C10 O3 C7 C8 . . . . -176.22(12) ?
    C10 O3 C7 C6 . . . . 3.69(19) ?
    C5 C6 C7 O3 . . . . 179.97(11) ?
    C5 C6 C7 C8 . . . . -0.13(18) ?
    O3 C7 C8 C9 . . . . -179.66(12) ?
    C6 C7 C8 C9 . . . . 0.4(2) ?
    C7 C8 C9 C4 . . . . -0.7(2) ?
    C5 C4 C9 C8 . . . . 0.6(2) ?
    N3 C4 C9 C8 . . . . -179.98(13) ?
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    N3 H3 O2 2_546 0.94(2) 1.86(2) 2.792(2) 171(2)
data_global
_journal_date_recd_electronic     2006-11-22
_journal_date_accepted     2006-11-23
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2006
_journal_volume     62
_journal_issue     12
_journal_page_first     o5950
_journal_page_last     o5952
_journal_paper_category     EO
_journal_coeditor_code     CI2236
_publ_contact_author_name     'Prof.D.Velmurugan'
_publ_contact_author_address
;   Department of Crystallography and Biophysics
    University of Madras
    Guindy Campus
    Madras 600 025
    India
;
_publ_contact_author_email     d_velu@yahoo.com
_publ_contact_author_fax     '044 091 2235 2494'
_publ_contact_author_phone     '044 091 2235 1367'
_publ_section_title
;
6-Methoxy-1,3-benzoxazol-2(3H)-one
;
loop_
    _publ_author_name
    _publ_author_address
    'D. Gayathri'
;     Department of Crystallography and Biophysics
      University of Madras
      Guindy Campus
      Chennai 600 025
      India
;
    'M. Jeyam'
;     Centre for Advanced Studies in Botany
      University of Madras
      Guindy Campus
      Chennai 600 025
      India
;
    'N. Raaman'
;     Centre for Advanced Studies in Botany
      University of Madras
      Guindy Campus
      Chennai 600 025
      India
;
    'D. Velmurugan'
;     Department of Crystallography and Biophysics
      University of Madras
      Guindy Campus
      Chennai 600 025
      India
;
    'K. Ravikumar'
;     Laboratory of X-ray Crystallography
      Indian Institute of Chemical Technology
      Hyderabad 500 007
      India
;
