##############################################################################
###                                                                        ###
###           Full Paper (Acta Crystallographica Section C)                ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section C. It conforms to the editorial and technical    #
# requirements of Notes for Authors for Section C, 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/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
##############################################################################
data_I-E
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
(E)-3-(benzoxazol-2-yl)prop-2-enoic acid
;
_chemical_name_common     ?
_chemical_formula_moiety     'C10 H7 N O3'
_chemical_formula_sum     'C10 H7 N O3'
_chemical_formula_iupac     'C10 H7 N O3'
_chemical_formula_weight     189.17
_chemical_melting_point     ?
_symmetry_cell_setting     Monoclinic
_symmetry_space_group_name_H-M     'P 21/c'
_symmetry_space_group_name_Hall     '-P 2ybc'
loop_
    _symmetry_equiv_pos_as_xyz
    x,y,z
    -x,1/2+y,1/2-z
    -x,-y,-z
    x,1/2-y,1/2+z
_cell_length_a     5.8820(10)
_cell_length_b     19.6940(10)
_cell_length_c     7.49100(10)
_cell_angle_alpha     90.00
_cell_angle_beta     91.715(10)
_cell_angle_gamma     90.00
_cell_volume     867.37(15)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     24
_cell_measurement_theta_min     10
_cell_measurement_theta_max     11
_cell_measurement_temperature     293(2)
_exptl_crystal_description     block
_exptl_crystal_colour     yellow
_exptl_crystal_size_max     0.50
_exptl_crystal_size_mid     0.50
_exptl_crystal_size_min     0.40
_exptl_crystal_density_diffrn     1.449
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     392
_exptl_absorpt_coefficient_mu     0.109
_exptl_absorpt_correction_type     none
_exptl_absorpt_process_details     none
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?
_exptl_special_details
;
Diffractometer operator           Susana Rojas Lima
scanwidth_degrees                 0.7
low_scanspeed_degrees/min         16.1
high_scanspeed_degrees/min        60
Background measurement : Moving crystal and moving counter at
the beginning and end of scan, each for 25% of total scan area.
Crystal mounted on a glass fiber.
Melting points were measured on a Gallen-Kamp MFB-595
apparatus and are uncorrected. IR spectra were recorded
as KBr discs using a Perkin-Elmer 16F PC IR
spectrophotometer. ¹H and ¹³C NMR spectra were recorded with
a Jeol Eclipse (¹H, 270.17; 13C, 67.94 MHz) instrument in
CDCl₃ solutions, using SiMe₄ as internal reference and
following standard techniques.
;
_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     'Enraf--Nonius CAD-4'
_diffrn_measurement_method     'ω/2θ'
_diffrn_detector_area_resol_mean     3
_diffrn_reflns_number     2082
_diffrn_reflns_av_R_equivalents     0.011
_diffrn_reflns_av_sigmaI/netI     0.020
_diffrn_reflns_theta_min     2.91
_diffrn_reflns_theta_max     27.96
_diffrn_reflns_theta_full     27.96
_diffrn_measured_fraction_theta_max     0.999
_diffrn_measured_fraction_theta_full     0.999
_diffrn_reflns_limit_h_min     -7
_diffrn_reflns_limit_h_max     7
_diffrn_reflns_limit_k_min     0
_diffrn_reflns_limit_k_max     25
_diffrn_reflns_limit_l_min     0
_diffrn_reflns_limit_l_max     9
_diffrn_standards_number     3
_diffrn_standards_interval_count     200
_diffrn_standards_interval_time     60
_diffrn_standards_decay_%     2.5
_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     2082
_reflns_number_gt     1554
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0527
_refine_ls_R_factor_gt     0.0373
_refine_ls_wR_factor_gt     0.118
_refine_ls_wR_factor_ref     0.124
_refine_ls_goodness_of_fit_ref     1.15
_refine_ls_restrained_S_all     1.15
_refine_ls_number_reflns     2082
_refine_ls_number_parameters     128
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
           'calc w=1/[σ²(Fo²)+(0.058P)²+0.105P] 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     0.19
_refine_diff_density_min     -0.18
_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     'CAD-4 Express (Enraf--Nonius, 1992)'
_computing_cell_refinement     'CAD-4 Express'
_computing_data_reduction     'JANA98 (Vaclav, 1998)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'WinGX (Farrugia, 1999)'
_computing_publication_material     'SHELXL97'
loop_
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_thermal_displace_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_type_symbol
    O1' 0.19143(16) 0.07791(5) 0.12194(13) 0.0441(3) Uani . . 1.000 O
    O1A -0.29352(19) 0.26311(5) -0.11302(17) 0.0577(4) Uani . . 1.000 O
    O1B -0.0045(2) 0.32487(6) -0.00237(17) 0.0641(4) Uani . . 1.000 O
    N3' 0.50902(19) 0.12704(6) 0.23255(15) 0.0422(4) Uani . . 1.000 N
    C1 -0.0947(3) 0.27108(7) -0.0281(2) 0.0441(4) Uani . . 1.000 C
    C2 0.0031(3) 0.20497(7) 0.02673(19) 0.0457(4) Uani . . 1.000 C
    C2' 0.3106(2) 0.13587(7) 0.15533(18) 0.0403(4) Uani . . 1.000 C
    C3 0.2083(2) 0.19981(7) 0.10092(19) 0.0439(4) Uani . . 1.000 C
    C4' 0.7046(3) 0.01690(8) 0.3240(2) 0.0499(5) Uani . . 1.000 C
    C5' 0.6701(3) -0.05243(9) 0.3223(2) 0.0565(5) Uani . . 1.000 C
    C6' 0.4693(3) -0.08116(8) 0.2545(2) 0.0576(5) Uani . . 1.000 C
    C7' 0.2940(3) -0.04194(8) 0.1836(2) 0.0523(5) Uani . . 1.000 C
    C8' 0.3332(2) 0.02687(7) 0.18488(17) 0.0411(4) Uani . . 1.000 C
    C9' 0.5296(2) 0.05681(7) 0.25275(18) 0.0401(4) Uani . . 1.000 C
    H1A -0.33657 0.29971 -0.15382 0.0693 Uiso . . 1.000 H
    H2 -0.08278 0.16580 0.00838 0.0548 Uiso . . 1.000 H
    H3 0.29201 0.23937 0.11937 0.0526 Uiso . . 1.000 H
    H4' 0.83836 0.03594 0.37056 0.0599 Uiso . . 1.000 H
    H5' 0.78435 -0.08075 0.36770 0.0677 Uiso . . 1.000 H
    H6' 0.45266 -0.12810 0.25704 0.0691 Uiso . . 1.000 H
    H7' 0.15924 -0.06075 0.13820 0.0627 Uiso . . 1.000 H
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
    O1' 0.0382(5) 0.0384(5) 0.0550(6) -0.0016(4) -0.0122(4) -0.0024(4)
    O1A 0.0458(6) 0.0433(6) 0.0825(8) -0.0007(5) -0.0233(5) 0.0109(5)
    O1B 0.0646(7) 0.0390(6) 0.0869(8) -0.0044(5) -0.0257(6) -0.0010(5)
    N3' 0.0362(6) 0.0403(6) 0.0495(7) -0.0010(5) -0.0084(5) -0.0012(5)
    C1 0.0426(7) 0.0389(7) 0.0503(8) 0.0006(6) -0.0076(6) 0.0009(5)
    C2 0.0443(7) 0.0372(7) 0.0548(8) -0.0006(6) -0.0106(6) 0.0005(6)
    C2' 0.0367(7) 0.0388(7) 0.0449(7) -0.0019(5) -0.0059(5) -0.0031(5)
    C3 0.0425(7) 0.0374(7) 0.0513(7) -0.0008(5) -0.0070(6) -0.0017(6)
    C4' 0.0416(7) 0.0554(9) 0.0524(8) 0.0069(6) -0.0047(6) 0.0051(7)
    C5' 0.0588(10) 0.0547(9) 0.0560(9) 0.0185(8) 0.0029(7) 0.0098(7)
    C6' 0.0729(11) 0.0396(8) 0.0604(9) 0.0056(7) 0.0057(8) 0.0027(7)
    C7' 0.0559(9) 0.0414(8) 0.0593(9) -0.0047(7) -0.0033(7) -0.0046(6)
    C8' 0.0413(7) 0.0392(7) 0.0425(7) 0.0019(5) -0.0033(5) -0.0021(5)
    C9' 0.0375(7) 0.0420(7) 0.0407(6) 0.0016(5) -0.0025(5) -0.0001(5)
_geom_special_details
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All esds are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_1
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    O1' C2' . . 1.3588(17) yes
    O1' C8' . . 1.3800(16) yes
    O1A C1 . . 1.324(2) yes
    O1B C1 . . 1.1978(19) yes
    O1A H1A . . 0.8200 no
    N3' C2' . . 1.2987(17) yes
    N3' C9' . . 1.3962(18) yes
    C1 C2 . . 1.477(2) no
    C2 C3 . . 1.318(2) no
    C2' C3 . . 1.4489(19) no
    C4' C9' . . 1.389(2) no
    C4' C5' . . 1.380(2) no
    C5' C6' . . 1.392(2) no
    C6' C7' . . 1.382(2) no
    C7' C8' . . 1.375(2) no
    C8' C9' . . 1.3804(18) no
    C2 H2 . . 0.9300 no
    C3 H3 . . 0.9298 no
    C4' H4' . . 0.9300 no
    C5' H5' . . 0.9299 no
    C6' H6' . . 0.9299 no
    C7' H7' . . 0.9301 no
loop_
    _geom_contact_atom_site_label_1
    _geom_contact_atom_site_label_2
    _geom_contact_distance
    _geom_contact_site_symmetry_1
    _geom_contact_site_symmetry_2
    _geom_contact_publ_flag
    O1A C2 3.317(2) . 4_554 no
    O1A N3' 2.6995(16) . 4_454 no
    O1B C3 3.295(2) . 4_554 no
    O1B C2' 3.3004(19) . 4_554 no
    O1B C5' 3.372(2) . 2_655 no
    O1' H2 2.4978 . . no
    O1' H7' 2.8152 . 3_555 no
    O1B H5' 2.4640 . 2_655 no
    O1B H3 2.5717 . . no
    N3' O1A 2.6995(16) . 4_655 no
    N3' H1A 1.8932 . 4_655 no
    C1 C2 3.433(2) . 4_554 no
    C1 C3 3.395(2) . 4_554 no
    C2 O1A 3.317(2) . 4_555 no
    C2 C1 3.433(2) . 4_555 no
    C2' C6' 3.536(2) . 3_655 no
    C2' O1B 3.3004(19) . 4_555 no
    C3 O1B 3.295(2) . 4_555 no
    C3 C1 3.395(2) . 4_555 no
    C4' C5' 3.566(2) . 3_656 no
    C4' C6' 3.579(2) . 3_656 no
    C5' C9' 3.427(2) . 3_656 no
    C5' O1B 3.372(2) . 2_645 no
    C5' C4' 3.566(2) . 3_656 no
    C6' C2' 3.536(2) . 3_655 no
    C6' C4' 3.579(2) . 3_656 no
    C7' C8' 3.589(2) . 3_655 no
    C7' C9' 3.471(2) . 3_655 no
    C8' C7' 3.589(2) . 3_655 no
    C9' C7' 3.471(2) . 3_655 no
    C9' C5' 3.427(2) . 3_656 no
    C2' H1A 2.7898 . 4_655 no
    C7' H2 3.0749 . 3_555 no
    C9' H1A 3.0102 . 4_655 no
    H1A N3' 1.8932 . 4_454 no
    H1A C2' 2.7898 . 4_454 no
    H1A C9' 3.0102 . 4_454 no
    H2 O1' 2.4978 . . no
    H2 C7' 3.0749 . 3_555 no
    H2 H7' 2.3788 . 3_555 no
    H3 O1B 2.5717 . . no
    H5' O1B 2.4640 . 2_645 no
    H7' O1' 2.8152 . 3_555 no
    H7' H2 2.3788 . 3_555 no
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_2
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C2' O1' C8' . . . 104.23(10) yes
    C1 O1A H1A . . . 109.47 no
    C2' N3' C9' . . . 104.76(11) yes
    O1A C1 C2 . . . 111.12(12) yes
    O1B C1 C2 . . . 124.61(16) yes
    O1A C1 O1B . . . 124.25(14) yes
    C1 C2 C3 . . . 121.98(14) no
    O1' C2' C3 . . . 118.08(11) yes
    N3' C2' C3 . . . 127.00(12) yes
    O1' C2' N3' . . . 114.92(12) yes
    C2 C3 C2' . . . 123.59(13) no
    C5' C4' C9' . . . 116.69(15) no
    C4' C5' C6' . . . 121.90(16) no
    C5' C6' C7' . . . 121.90(15) no
    C6' C7' C8' . . . 115.17(15) no
    O1' C8' C9' . . . 107.77(12) yes
    C7' C8' C9' . . . 124.20(13) no
    O1' C8' C7' . . . 128.04(12) no
    N3' C9' C8' . . . 108.32(11) yes
    C4' C9' C8' . . . 120.15(13) no
    N3' C9' C4' . . . 131.53(12) yes
    C1 C2 H2 . . . 119.00 no
    C3 C2 H2 . . . 119.01 no
    C2 C3 H3 . . . 118.19 no
    C2' C3 H3 . . . 118.22 no
    C5' C4' H4' . . . 121.65 no
    C9' C4' H4' . . . 121.66 no
    C4' C5' H5' . . . 119.04 no
    C6' C5' H5' . . . 119.06 no
    C5' C6' H6' . . . 119.04 no
    C7' C6' H6' . . . 119.07 no
    C6' C7' H7' . . . 122.41 no
    C8' C7' H7' . . . 122.42 no
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
    C8' O1' C2' N3' . . . . -0.41(15) no
    C2' O1' C8' C7' . . . . 180.00(17) no
    C2' O1' C8' C9' . . . . 0.04(14) no
    C8' O1' C2' C3 . . . . 178.85(11) no
    C9' N3' C2' O1' . . . . 0.59(15) no
    C2' N3' C9' C4' . . . . 179.06(15) no
    C2' N3' C9' C8' . . . . -0.52(15) no
    C9' N3' C2' C3 . . . . -178.60(13) no
    O1A C1 C2 C3 . . . . 174.58(14) no
    O1B C1 C2 C3 . . . . -4.1(3) no
    C1 C2 C3 C2' . . . . -179.56(13) no
    O1' C2' C3 C2 . . . . 2.5(2) yes
    N3' C2' C3 C2 . . . . -178.33(14) yes
    C5' C4' C9' N3' . . . . -179.50(14) no
    C5' C4' C9' C8' . . . . 0.0(2) no
    C9' C4' C5' C6' . . . . -0.7(2) no
    C4' C5' C6' C7' . . . . 0.6(2) no
    C5' C6' C7' C8' . . . . 0.1(2) no
    C6' C7' C8' C9' . . . . -0.8(2) no
    C6' C7' C8' O1' . . . . 179.29(13) no
    O1' C8' C9' C4' . . . . -179.35(12) no
    C7' C8' C9' N3' . . . . -179.64(13) no
    C7' C8' C9' C4' . . . . 0.7(2) no
    O1' C8' C9' N3' . . . . 0.29(14) no
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
    _geom_hbond_publ_flag
    O1A H1A N3' 4_454 0.82 1.89 2.6995(16) 167 yes
    C2 H2 O1' . 0.93 2.50 2.8196(18) 100 yes
    C5' H5' O1B 2_645 0.93 2.46 3.372(2) 165 yes
data_I-Z
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
(E)-3-(benzoxazol-2-yl)prop-2-enoic acid
;
_chemical_name_common     ?
_chemical_formula_moiety     'C10 H7 N O3'
_chemical_formula_sum     'C10 H7 N O3'
_chemical_formula_iupac     'C10 H7 N O3'
_chemical_formula_weight     189.17
_chemical_melting_point     ?
_symmetry_cell_setting     Monoclinic
_symmetry_space_group_name_H-M     'C 2/c'
_symmetry_space_group_name_Hall     '-C 2yc'
loop_
    _symmetry_equiv_pos_as_xyz
    x,y,z
    -x,y,1/2-z
    -x,-y,-z
    x,-y,1/2+z
    1/2+x,1/2+y,z
    1/2-x,1/2+y,1/2-z
    1/2-x,1/2-y,-z
    1/2+x,1/2-y,1/2+z
_cell_length_a     9.8191(19)
_cell_length_b     9.905(2)
_cell_length_c     18.320(4)
_cell_angle_alpha     90.00
_cell_angle_beta     94.037(4)
_cell_angle_gamma     90.00
_cell_volume     1777.4(6)
_cell_formula_units_Z     8
_cell_measurement_reflns_used     1010
_cell_measurement_theta_min     1.64
_cell_measurement_theta_max     32.00
_cell_measurement_temperature     293(2)
_exptl_crystal_description     Block
_exptl_crystal_colour     yellow
_exptl_crystal_size_max     0.36
_exptl_crystal_size_mid     0.21
_exptl_crystal_size_min     0.19
_exptl_crystal_density_diffrn     1.414
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     784
_exptl_absorpt_coefficient_mu     0.106
_exptl_absorpt_correction_type     none
_exptl_absorpt_process_details     none
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?
_exptl_special_details
;
Diffractometer operator           H. Höpfl
scanwidth_degrees                 0.7
low_scanspeed_degrees/min         16.1
high_scanspeed_degrees/min        60
Background measurement : Moving crystal and moving counter at
the beginning and end of scan, each for 25% of total scan area.
Crystal mounted on a glass fiber.
;
_diffrn_ambient_temperature     293(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device     'Bruker SMART area-detector'
_diffrn_measurement_method     'φ and ω scans'
_diffrn_reflns_number     9736
_diffrn_reflns_av_R_equivalents     0.035
_diffrn_reflns_av_sigmaI/netI     0.036
_diffrn_reflns_theta_min     2.23
_diffrn_reflns_theta_max     27.51
_diffrn_reflns_theta_full     27.51
_diffrn_measured_fraction_theta_max     0.990
_diffrn_measured_fraction_theta_full     0.990
_diffrn_reflns_limit_h_min     -12
_diffrn_reflns_limit_h_max     12
_diffrn_reflns_limit_k_min     -12
_diffrn_reflns_limit_k_max     12
_diffrn_reflns_limit_l_min     -23
_diffrn_reflns_limit_l_max     23
_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     2013
_reflns_number_gt     1559
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0709
_refine_ls_R_factor_gt     0.0534
_refine_ls_wR_factor_gt     0.118
_refine_ls_wR_factor_ref     0.127
_refine_ls_goodness_of_fit_ref     1.05
_refine_ls_restrained_S_all     1.05
_refine_ls_number_reflns     2013
_refine_ls_number_parameters     128
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
           'calc w=1/[σ²(Fo²)+(0.045P)²+1.031P] 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     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.23
_refine_diff_density_min     -0.18
_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, 2000)'
_computing_cell_refinement     'SMART'
_computing_data_reduction     'SAINT (Bruker, 2000)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'SHELXTL (Bruker, 2000)'
_computing_publication_material     'SHELXL97 and WinGX-2003 (Farrugia, 1999)'
loop_
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_thermal_displace_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_type_symbol
    O1' 0.22231(13) 0.47504(12) 0.05292(7) 0.0486(4) Uani . . 1.000 O
    O1A 0.48568(14) 0.57351(13) 0.13708(8) 0.0615(5) Uani . . 1.000 O
    O1B 0.33365(18) 0.71816(15) 0.17534(9) 0.0801(6) Uani . . 1.000 O
    N3' 0.11006(14) 0.28418(15) 0.07418(9) 0.0482(5) Uani . . 1.000 N
    C1 0.3773(2) 0.60559(19) 0.17063(10) 0.0488(6) Uani . . 1.000 C
    C2 0.3145(2) 0.4896(2) 0.20736(10) 0.0538(7) Uani . . 1.000 C
    C2' 0.18735(18) 0.38027(17) 0.10189(10) 0.0455(6) Uani . . 1.000 C
    C3 0.2335(2) 0.39429(19) 0.17792(10) 0.0522(6) Uani . . 1.000 C
    C4' 0.0151(2) 0.2510(2) -0.05751(13) 0.0645(8) Uani . . 1.000 C
    C5' 0.0144(2) 0.3112(3) -0.12498(14) 0.0748(9) Uani . . 1.000 C
    C6' 0.0841(2) 0.4301(3) -0.13600(12) 0.0710(9) Uani . . 1.000 C
    C7' 0.1591(2) 0.4950(2) -0.08002(11) 0.0599(7) Uani . . 1.000 C
    C8' 0.15859(18) 0.43348(19) -0.01291(10) 0.0463(6) Uani . . 1.000 C
    C9' 0.08944(18) 0.31515(19) -0.00027(11) 0.0481(6) Uani . . 1.000 C
    H1A 0.51842 0.64177 0.12002 0.0738 Uiso . . 1.000 H
    H2 0.33476 0.48313 0.25759 0.0645 Uiso . . 1.000 H
    H3 0.20327 0.32945 0.20973 0.0627 Uiso . . 1.000 H
    H4' -0.03199 0.17117 -0.05044 0.0774 Uiso . . 1.000 H
    H5' -0.03436 0.27086 -0.16452 0.0898 Uiso . . 1.000 H
    H6' 0.08024 0.46736 -0.18269 0.0852 Uiso . . 1.000 H
    H7' 0.20654 0.57467 -0.08721 0.0719 Uiso . . 1.000 H
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
    O1' 0.0533(7) 0.0395(7) 0.0540(8) -0.0028(5) 0.0104(6) 0.0039(5)
    O1A 0.0614(9) 0.0454(8) 0.0803(10) -0.0028(7) 0.0232(7) 0.0067(7)
    O1B 0.0997(12) 0.0521(9) 0.0929(12) 0.0068(8) 0.0371(10) -0.0028(8)
    N3' 0.0427(8) 0.0393(8) 0.0640(10) 0.0004(7) 0.0142(7) -0.0005(7)
    C1 0.0562(11) 0.0468(11) 0.0433(10) -0.0030(9) 0.0037(8) -0.0051(8)
    C2 0.0600(12) 0.0590(12) 0.0433(10) 0.0000(10) 0.0105(8) 0.0050(9)
    C2' 0.0442(9) 0.0373(9) 0.0565(11) 0.0019(8) 0.0150(8) 0.0044(8)
    C3 0.0569(11) 0.0472(10) 0.0545(11) -0.0013(9) 0.0173(9) 0.0093(9)
    C4' 0.0487(11) 0.0621(13) 0.0823(16) 0.0029(10) 0.0025(10) -0.0165(12)
    C5' 0.0585(13) 0.0961(19) 0.0682(15) 0.0169(13) -0.0067(11) -0.0203(13)
    C6' 0.0613(14) 0.0942(19) 0.0571(13) 0.0239(13) 0.0019(10) 0.0049(12)
    C7' 0.0568(12) 0.0618(13) 0.0619(12) 0.0130(10) 0.0093(10) 0.0107(10)
    C8' 0.0419(9) 0.0449(10) 0.0527(11) 0.0097(8) 0.0070(8) -0.0013(8)
    C9' 0.0392(9) 0.0466(10) 0.0596(12) 0.0088(8) 0.0105(8) -0.0040(9)
_geom_special_details
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All esds are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_1
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    O1' C2' . . 1.359(2) yes
    O1' C8' . . 1.382(2) yes
    O1A C1 . . 1.305(2) yes
    O1B C1 . . 1.200(2) yes
    O1A H1A . . 0.8199 no
    N3' C2' . . 1.298(2) yes
    N3' C9' . . 1.399(3) yes
    C1 C2 . . 1.487(3) no
    C2 C3 . . 1.324(3) no
    C2' C3 . . 1.441(3) no
    C4' C9' . . 1.389(3) no
    C4' C5' . . 1.372(4) no
    C5' C6' . . 1.384(4) no
    C6' C7' . . 1.379(3) no
    C7' C8' . . 1.373(3) no
    C8' C9' . . 1.382(3) no
    C2 H2 . . 0.9299 no
    C3 H3 . . 0.9298 no
    C4' H4' . . 0.9296 no
    C5' H5' . . 0.9299 no
    C6' H6' . . 0.9299 no
    C7' H7' . . 0.9304 no
loop_
    _geom_contact_atom_site_label_1
    _geom_contact_atom_site_label_2
    _geom_contact_distance
    _geom_contact_site_symmetry_1
    _geom_contact_site_symmetry_2
    _geom_contact_publ_flag
    O1' O1A 3.075(2) . . no
    O1' C1 2.859(2) . . no
    O1' C4' 3.411(2) . 7_555 no
    O1A O1' 3.075(2) . . no
    O1A N3' 2.715(2) . 5_555 no
    O1B C3 3.310(3) . 6_555 no
    O1B C7' 3.338(3) . 7_565 no
    O1A H2 2.6748 . 2_655 no
    O1B H3 2.4264 . 6_555 no
    O1B H7' 2.6237 . 7_565 no
    N3' C7' 3.438(3) . 3_565 no
    N3' O1A 2.715(2) . 5_445 no
    N3' C8' 3.380(2) . 7_555 no
    N3' H1A 1.9003 . 5_445 no
    C1 O1' 2.859(2) . . no
    C2' C6' 3.355(3) . 3_565 no
    C2' C9' 3.548(3) . 7_555 no
    C2' C4' 3.350(3) . 7_555 no
    C2' C5' 3.490(3) . 7_555 no
    C3 O1B 3.310(3) . 6_545 no
    C3 C5' 3.398(3) . 7_555 no
    C4' C2' 3.350(3) . 7_555 no
    C4' O1' 3.411(2) . 7_555 no
    C5' C2' 3.490(3) . 7_555 no
    C5' C3 3.398(3) . 7_555 no
    C6' C2' 3.355(3) . 3_565 no
    C7' O1B 3.338(3) . 7_565 no
    C7' N3' 3.438(3) . 3_565 no
    C7' C9' 3.487(3) . 3_565 no
    C8' C9' 3.503(3) . 3_565 no
    C8' C8' 3.445(3) . 3_565 no
    C8' N3' 3.380(2) . 7_555 no
    C8' C9' 3.487(3) . 7_555 no
    C9' C8' 3.487(3) . 7_555 no
    C9' C7' 3.487(3) . 3_565 no
    C9' C8' 3.503(3) . 3_565 no
    C9' C9' 3.406(3) . 7_555 no
    C9' C2' 3.548(3) . 7_555 no
    C2' H1A 2.9189 . 5_445 no
    C9' H1A 2.9169 . 5_445 no
    H1A N3' 1.9003 . 5_555 no
    H1A C2' 2.9189 . 5_555 no
    H1A C9' 2.9169 . 5_555 no
    H2 O1A 2.6748 . 2_655 no
    H3 O1B 2.4264 . 6_545 no
    H7' O1B 2.6237 . 7_565 no
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_2
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C2' O1' C8' . . . 104.51(13) yes
    C1 O1A H1A . . . 109.47 no
    C2' N3' C9' . . . 105.13(15) yes
    O1A C1 C2 . . . 113.76(16) yes
    O1B C1 C2 . . . 121.59(18) yes
    O1A C1 O1B . . . 124.57(18) yes
    C1 C2 C3 . . . 128.51(17) no
    O1' C2' C3 . . . 119.65(15) yes
    N3' C2' C3 . . . 125.74(17) yes
    O1' C2' N3' . . . 114.59(16) yes
    C2 C3 C2' . . . 126.97(17) no
    C5' C4' C9' . . . 116.8(2) no
    C4' C5' C6' . . . 122.0(2) no
    C5' C6' C7' . . . 122.1(2) no
    C6' C7' C8' . . . 115.08(19) no
    O1' C8' C9' . . . 107.70(16) no
    C7' C8' C9' . . . 124.01(18) no
    O1' C8' C7' . . . 128.29(17) yes
    N3' C9' C8' . . . 108.07(16) no
    C4' C9' C8' . . . 119.99(18) no
    N3' C9' C4' . . . 131.94(18) yes
    C1 C2 H2 . . . 115.75 no
    C3 C2 H2 . . . 115.74 no
    C2 C3 H3 . . . 116.50 no
    C2' C3 H3 . . . 116.54 no
    C5' C4' H4' . . . 121.61 no
    C9' C4' H4' . . . 121.61 no
    C4' C5' H5' . . . 118.99 no
    C6' C5' H5' . . . 119.00 no
    C5' C6' H6' . . . 118.90 no
    C7' C6' H6' . . . 118.96 no
    C6' C7' H7' . . . 122.46 no
    C8' C7' H7' . . . 122.47 no
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
    C8' O1' C2' N3' . . . . 0.4(2) no
    C2' O1' C8' C7' . . . . 178.88(19) no
    C2' O1' C8' C9' . . . . -0.49(19) no
    C8' O1' C2' C3 . . . . -178.08(16) no
    C9' N3' C2' O1' . . . . -0.1(2) no
    C2' N3' C9' C4' . . . . -179.3(2) no
    C2' N3' C9' C8' . . . . -0.17(19) no
    C9' N3' C2' C3 . . . . 178.23(17) no
    O1A C1 C2 C3 . . . . -79.5(3) yes
    O1B C1 C2 C3 . . . . 103.7(3) yes
    C1 C2 C3 C2' . . . . 0.4(3) no
    O1' C2' C3 C2 . . . . -3.2(3) yes
    N3' C2' C3 C2 . . . . 178.51(19) yes
    C5' C4' C9' N3' . . . . 178.7(2) no
    C5' C4' C9' C8' . . . . -0.3(3) no
    C9' C4' C5' C6' . . . . 0.0(3) no
    C4' C5' C6' C7' . . . . 0.4(4) no
    C5' C6' C7' C8' . . . . -0.4(3) no
    C6' C7' C8' C9' . . . . 0.1(3) no
    C6' C7' C8' O1' . . . . -179.18(18) no
    O1' C8' C9' C4' . . . . 179.66(16) no
    C7' C8' C9' N3' . . . . -178.98(17) no
    C7' C8' C9' C4' . . . . 0.3(3) no
    O1' C8' C9' N3' . . . . 0.4(2) no
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
    _geom_hbond_publ_flag
    O1A H1A N3' 5_555 0.82 1.90 2.715(2) 172 yes
    C3 H3 O1B 6_545 0.93 2.43 3.310(3) 159 yes
data_global
_journal_date_recd_electronic     2004-06-04
_journal_date_accepted     2004-07-19
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2004
_journal_volume     60
_journal_issue     10
_journal_page_first     o722
_journal_page_last     o725
_journal_paper_category     FO
_publ_contact_author
;
     "Efrén V. García-Báez"
      Unidad Profesional Interdisciplinaria de Biotecnología
      Instituto Politécnico Nacional
      Avenida Acueducto s/n
      Barrio La Laguna Ticomán
      México, DF 07340, México
;
_publ_contact_author_email     vgarcia@acei.upibi.ipn.mx
_publ_contact_author_fax     '015 729 6000 EXT 56325'
_publ_contact_author_phone     '015 729 6000 EXT 56324'
_publ_section_title
;
The E and Z isomers of 3-(benzoxazol-2-yl)prop-2-enoic acid
;
loop_
    _publ_author_name
    _publ_author_address
    "Jose G. Trujillo-Ferrara"
;     Sección de Graduados y Departamento de Bioquímica,
      Escuela Superior de Medicina
      Instituto Politécnico Nacional
      México, DF 11340, México
;
    "Itzia I. Padilla-Martínez"
;     Unidad Profesional Interdisciplinaria de Biotecnología
      Instituto Politécnico Nacional
      Avenida Acueducto s/n
      Barrio La Laguna Ticomán
      México, DF 07340, México
;
    "Francisco J. Martínez-Martínez"
;     Unidad Profesional Interdisciplinaria de Biotecnología
      Instituto Politécnico Nacional
      Avenida Acueducto s/n
      Barrio La Laguna Ticomán
      México, DF 07340, México
;
    'Herbert Höpfl'
;     Centro de Investigaciónes Químicas
      Universidad Autónoma del estado de Morelos
      Cuernava Morelos, México
;
    'Norberto Farfan-García'
;     Centro de Investigación y Estudios Avanzados
      del Instituto Politecnico Nacional
      Avenida IPN 2508
      México, DF 07330, México
;
    "Efrén V. García-Báez"
;     Unidad Profesional Interdisciplinaria de Biotecnología
      Instituto Politécnico Nacional
      Avenida Acueducto s/n
      Barrio La Laguna Ticomán
      México, DF 07340, México
;
