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###                                                                        ###
###           Full Paper (Acta Crystallographica Section C)                ###
###                                                                        ###
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#                                                                            #
# 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 2.0.1.  #
#                                                                            #
# 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_global
_audit_creation_method     ?
_journal_date_recd_electronic     1999-07-01
_journal_date_accepted     1999-12-24
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2000
_journal_volume     56
_journal_issue      4
_journal_page_first     457
_journal_page_last     458
_journal_paper_category     FO
_publ_contact_author_name     'Engin Kendi'
_publ_contact_author_address
;
Hacettepe University
Department of Engineering Physics
Beytepe 06532
Ankara
Turkey
;
_publ_contact_author_email     'kendi@eti.cc.hun.edu.tr'
_publ_contact_author_Fax     '90 312 235 25 50'
_publ_contact_author_phone     '90 312 297 72 34'
_publ_section_title
;
Flavone-3'-sulfonamide
;
_publ_section_title_footnote
;
IUPAC name: 3-(4-oxo-4H-1-benzopyran-2-yl)benzenesulfonamide
;
loop_
    _publ_author_name
    _publ_author_address
    'Kendi, Engin'
;
Hacettepe University
Department of Physics Engineering
Beytepe 06532
Ankara
Turkey
;
    'Özbey, Süheyla'
;
Hacettepe University
Department of Physics Engineering
Beytepe 06532
Ankara
Turkey
;
    'Bozdoğan, Oya'
;
Department of Pharmaceutical Chemistry
Ankara University
Tandoğan 06100
Ankara
Turkey
;
    'Ertan, Rahmiye'
;
Department of Pharmaceutical Chemistry
Ankara University
Tandoğan 06100
Ankara
Turkey
;
data_I
_chemical_formula_moiety     'C15 H11 N O4 S'
_chemical_formula_sum     'C15 H11 N O4 S'
_chemical_formula_iupac     ?
_chemical_formula_weight     301.32
_symmetry_cell_setting     triclinic
_symmetry_space_group_name_H-M     'P -1'
_symmetry_space_group_name_Hall     '-P 1'
loop_
    _symmetry_equiv_pos_as_xyz
    'x,y,z'
    '-x,-y,-z'
_cell_length_a     8.6654(5)
_cell_length_b     8.7898(6)
_cell_length_c     10.0105(6)
_cell_angle_alpha     98.183(7)
_cell_angle_beta     112.991(6)
_cell_angle_gamma     104.673(6)
_cell_volume     653.6(2)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     25
_cell_measurement_theta_min     9.4
_cell_measurement_theta_max     18.2
_cell_measurement_temperature     295
_exptl_crystal_description     'prismatic'
_exptl_crystal_colour     'colourless'
_exptl_crystal_size_max      .56
_exptl_crystal_size_mid      .40
_exptl_crystal_size_min      .20
_exptl_crystal_size_rad     ?
_exptl_crystal_density_diffrn     1.531
_exptl_crystal_density_meas     'not measured'
_exptl_absorpt_coefficient_mu      .263
_exptl_absorpt_correction_type     'empirical'
_exptl_absorpt_process_details     'via ψ scans (North et al., 1968)'
_exptl_absorpt_correction_T_min      .869
_exptl_absorpt_correction_T_max      .951
_diffrn_radiation_type     'MoK\a'
_diffrn_radiation_wavelength      .71069
_diffrn_measurement_device     'Enraf-Nonius CAD-4'
_diffrn_measurement_method     'ω/2θ scans'
_diffrn_reflns_number     2834
_diffrn_reflns_av_R_equivalents      .010
_diffrn_reflns_theta_min     2.4
_diffrn_reflns_theta_max     26.3
_diffrn_reflns_limit_h_min     -10
_diffrn_reflns_limit_h_max     0
_diffrn_reflns_limit_k_min     -10
_diffrn_reflns_limit_k_max     10
_diffrn_reflns_limit_l_min     -11
_diffrn_reflns_limit_l_max     12
_diffrn_standards_number     3
_diffrn_standards_interval_time     120
_diffrn_standards_decay_%     1.5
_reflns_number_total     2649
_reflns_number_gt     2057
_reflns_threshold_expression     'I>2σ(I)'
_refine_ls_structure_factor_coef     F
_refine_ls_R_factor_gt      .037
_refine_ls_wR_factor_ref      .044
_refine_ls_goodness_of_fit_ref      .90
_refine_ls_number_reflns     2057
_refine_ls_number_parameters     192
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     'calc w = 1/[\sF^2^]'
_refine_ls_shift/su_max     <0.001
_refine_diff_density_max      .23
_refine_diff_density_min      -.09
_refine_ls_extinction_method     'none'
_atom_type_scat_source     'Int. Tab. Vol. IV'
_computing_data_collection     'CAD-4 EXPRESS (Enraf-Nonius, 1993)'
_computing_cell_refinement     'CAD-4 EXPRESS'
_computing_data_reduction     'MolEN (Fair, 1990)'
_computing_structure_solution     'MolEN and PARST (Nardelli, 1995)'
_computing_structure_refinement     'MolEN'
_computing_molecular_graphics     'ORTEPII (Johnson, 1976)'
_computing_publication_material     'MolEN'
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_calc_attached_atom
    _atom_site_type_symbol
    S1  .82621(6)  .30717(6)  .67645(5)  .0414(2) Ueq . . S
    O1  .4636(2)  .8412(2)  .72440(10)
                                      .0424(4) Ueq . . O
    O2  .2693(2)  .6172(2)  .9823(2)  .0490(5) Ueq . . O
    O3  .9381(2)  .2958(2)  .6044(2)  .0587(5) Ueq . . O
    O4  .6645(2)  .1769(2)  .6315(2)  .0577(6) Ueq . . O
    N1  .9434(2)  .3320(2)  .8538(2)  .0455(6) Ueq . . N
    C2  .4998(2)  .7079(2)  .7602(2)  .0348(5) Ueq . . C
    C3  .4359(2)  .6304(2)  .8441(2)  .0407(6) Ueq . . C
    C4  .3287(2)  .6884(2)  .9043(2)  .0379(6) Ueq . . C
    C5  .1996(2)  .9128(3)  .9216(2)  .0470(7) Ueq . . C
    C6  .1700(3) 1.0478(3)  .8811(3)  .0544(7) Ueq . . C
    C7  .2352(3) 1.1122(3)  .7871(3)  .0542(8) Ueq . . C
    C8  .3328(3) 1.0418(3)  .7347(2)  .0490(7) Ueq . . C
    C9  .3626(2)  .9044(2)  .7775(2)  .0390(6) Ueq . . C
    C10  .2968(2)  .8352(2)  .8687(2)  .0367(6) Ueq . . C
    C11  .6187(2)  .6659(2)  .6996(2)  .0349(6) Ueq . . C
    C12  .6943(2)  .7709(2)  .6321(2)  .0409(7) Ueq . . C
    C13  .8085(2)  .7332(3)  .5782(2)  .0447(6) Ueq . . C
    C14  .8491(2)  .5918(3)  .5905(2)  .0426(6) Ueq . . C
    C15  .7736(2)  .4878(2)  .6566(2)  .0364(6) Ueq . . C
    C16  .6582(2)  .5234(2)  .7108(2)  .0371(5) Ueq . . C
    H3  .462  .535  .864  .0519 Uiso . . H
    H5  .154  .870  .986  .0596 Uiso . . H
    H6  .104 1.098  .917  .0672 Uiso . . H
    H7  .213 1.206  .759  .0685 Uiso . . H
    H8  .378 1.085  .671  .0621 Uiso . . H
    H12  .667  .868  .623  .0532 Uiso . . H
    H13  .860  .805  .533  .0583 Uiso . . H
    H14  .928  .566  .554  .0545 Uiso . . H
    H16  .606  .450  .755  .0482 Uiso . . H
    H1N 1.053  .418  .890  .0609 Uiso . . H
    H2N  .864  .336  .896  .0761 Uiso . . H
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
    S1 O3 . . 1.431(2) yes
    S1 O4 . . 1.423(2) yes
    S1 N1 . . 1.613(2) yes
    S1 C15 . . 1.776(2) yes
    O1 C2 . . 1.348(3) yes
    O1 C9 . . 1.373(3) yes
    O2 C4 . . 1.247(3) yes
    N1 H1N . .  .946 no
    N1 H2N . .  .942 no
    C2 C3 . . 1.346(3) y
    C2 C11 . . 1.478(3) yes
    C3 C4 . . 1.440(3) no
    C3 H3 . .  .950 no
    C4 C10 . . 1.451(3) no
    C5 C6 . . 1.360(4) no
    C5 C10 . . 1.411(3) no
    C5 H5 . .  .950 no
    C6 C7 . . 1.389(4) no
    C6 H6 . .  .950 no
    C7 C8 . . 1.376(4) no
    C7 H7 . .  .950 no
    C8 C9 . . 1.388(3) no
    C8 H8 . .  .950 no
    C9 C10 . . 1.385(3) no
    C11 C12 . . 1.397(3) no
    C11 C16 . . 1.388(3) no
    C12 C13 . . 1.383(4) no
    C12 H12 . .  .950 no
    C13 C14 . . 1.384(3) no
    C13 H13 . .  .950 no
    C14 C15 . . 1.381(3) no
    C14 H14 . .  .950 no
    C15 C16 . . 1.388(3) no
    C16 H16 . .  .950 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
    O3 S1 O4 . . . 120.10(10)
                            yes
    O3 S1 N1 . . . 107.3(9) yes
    O3 S1 C15 . . . 107.20(10)
                             yes
    O4 S1 N1 . . . 106.30(10)
                            no
    O4 S1 C15 . . . 107.90(10)
                             no
    N1 S1 C15 . . . 107.30(10)
                             no
    C2 O1 C9 . . . 119.9(2) no
    S1 N1 H1N . . . 110.0 no
    S1 N1 H2N . . . 104.4 no
    H1N N1 H2N . . . 120.5 no
    O1 C2 C3 . . . 122.1(2) no
    O1 C2 C11 . . . 111.2(2) no
    C3 C2 C11 . . . 126.7(2) no
    C2 C3 C4 . . . 121.7(2) no
    C2 C3 H3 . . . 119.2 no
    C4 C3 H3 . . . 119.1 no
    O2 C4 C3 . . . 121.9(2) no
    O2 C4 C10 . . . 122.8(2) no
    C3 C4 C10 . . . 115.2(2) yes
    C6 C5 C10 . . . 120.7(2) no
    C6 C5 H5 . . . 119.7 no
    C10 C5 H5 . . . 119.7 no
    C12 C13 H13 . . . 119.8 no
    C14 C13 H13 . . . 119.8 no
    C13 C14 C15 . . . 119.4(2) no
    C13 C14 H14 . . . 120.5 no
    C15 C14 H14 . . . 120.1 no
    S1 C15 C14 . . . 120.2(2) no
    C5 C6 C7 . . . 120.6(3) no
    C5 C6 H6 . . . 119.7 no
    C7 C6 H6 . . . 119.7 no
    C6 C7 C8 . . . 120.6(2) no
    C6 C7 H7 . . . 119.5 no
    C8 C7 H7 . . . 119.8 no
    C7 C8 C9 . . . 118.1(2) no
    C7 C8 H8 . . . 121.1 no
    C9 C8 H8 . . . 120.8 no
    O1 C9 C8 . . . 115.6(2) no
    O1 C9 C10 . . . 121.6(2) yes
    C8 C9 C10 . . . 122.8(2) no
    C4 C10 C5 . . . 123.4(2) no
    C4 C10 C9 . . . 119.4(2) no
    C5 C10 C9 . . . 117.2(2) no
    C2 C11 C12 . . . 120.1(2) no
    C2 C11 C16 . . . 120.4(2) no
    C12 C11 C16 . . . 119.5(2) no
    C11 C12 C13 . . . 120.1(2) no
    C11 C12 H12 . . . 119.8 no
    C13 C12 H12 . . . 120.1 no
    C12 C13 C14 . . . 120.5(2) no
    S1 C15 C16 . . . 118.8(2) no
    C14 C15 C16 . . . 121.0(2) no
    C11 C16 C15 . . . 119.7(2) no
    C11 C16 H16 . . . 120.2 no
    C15 C16 H16 . . . 120.1 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
    O3 S1 N1 H1N . . . . 50.63 no
    O3 S1 N1 H2N . . . . -178.79 no
    O4 S1 N1 H1N . . . . -179.63 no
    O4 S1 N1 H2N . . . . -49.05 no
    C15 S1 N1 H1N . . . . -64.31 no
    C15 S1 N1 H2N . . . . 66.27 no
    O3 S1 C15 C14 . . . . -4.27(18) no
    O3 S1 C15 C16 . . . . 176.82(15) yes
    O4 S1 C15 C14 . . . . -135.03(16) yes
    O4 S1 C15 C16 . . . . 46.06(17) no
    N1 S1 C15 C14 . . . . 110.72(16) yes
    N1 S1 C15 C16 . . . . -68.18(17) no
    C9 O1 C2 C3 . . . . 1.8(3) no
    C9 O1 C2 C11 . . . . -176.55(15) no
    C2 O1 C9 C8 . . . . 179.93(19) no
    C2 O1 C9 C10 . . . .  .4(3) no
    O1 C2 C3 C4 . . . . -1.7(3) no
    O1 C2 C3 H3 . . . . 178.07 no
    C11 C2 C3 C4 . . . . 176.36(18) no
    C11 C2 C3 H3 . . . . -3.83 no
    O1 C2 C11 C12 . . . . 7.3(2) no
    O1 C2 C11 C16 . . . . -173.58(16) yes
    C3 C2 C11 C12 . . . . -171.01(19) no
    C3 C2 C11 C16 . . . . 8.2(3) no
    C2 C3 C4 O2 . . . . -179.9(2) no
    C2 C3 C4 C10 . . . .  -.5(3) no
    H3 C3 C4 O2 . . . .  .27 no
    H3 C3 C4 C10 . . . . 179.74 no
    O2 C4 C10 C5 . . . . 1.5(3) no
    O2 C4 C10 C9 . . . . -178.02(18) no
    C3 C4 C10 C5 . . . . -177.97(19) no
    C3 C4 C10 C9 . . . . 2.5(3) no
    C10 C5 C6 C7 . . . .  -.1(3) no
    C10 C5 C6 H6 . . . . 179.67 no
    H5 C5 C6 C7 . . . . -179.96 no
    H5 C5 C6 H6 . . . .  -.17 no
    C6 C5 C10 C4 . . . . -178.2(2) no
    C6 C5 C10 C9 . . . . 1.3(3) no
    H5 C5 C10 C4 . . . . 1.61 no
    H5 C5 C10 C9 . . . . -178.86 no
    C5 C6 C7 C8 . . . .  -.8(4) no
    C5 C6 C7 H7 . . . . 179.58 no
    H6 C6 C7 C8 . . . . 179.39 no
    H6 C6 C7 H7 . . . .  -.21 no
    C6 C7 C8 C9 . . . .  .5(3) no
    C6 C7 C8 H8 . . . . -179.82 no
    H7 C7 C8 C9 . . . . -179.88 no
    H7 C7 C8 H8 . . . .  -.22 no
    C7 C8 C9 O1 . . . . -178.80(19) no
    C7 C8 C9 C10 . . . .  .7(3) no
    H8 C8 C9 O1 . . . . 1.54 no
    H8 C8 C9 C10 . . . . -178.93 no
    O1 C9 C10 C4 . . . . -2.6(3) no
    O1 C9 C10 C5 . . . . 177.88(17) no
    C8 C9 C10 C4 . . . . 177.92(19) no
    C8 C9 C10 C5 . . . . -1.6(3) no
    C2 C11 C12 C13 . . . . 178.69(18) no
    C2 C11 C12 H12 . . . . -1.61 no
    C16 C11 C12 C13 . . . .  -.5(3) no
    C16 C11 C12 H12 . . . . 179.22 no
    C2 C11 C16 C15 . . . . -178.45(17) no
    C2 C11 C16 H16 . . . . 2.03 no
    C12 C11 C16 C15 . . . .  .7(3) no
    C12 C11 C16 H16 . . . . -178.80 no
    C11 C12 C13 C14 . . . .  -.1(3) no
    C11 C12 C13 H13 . . . . -179.65 no
    H12 C12 C13 C14 . . . . -179.78 no
    H12 C12 C13 H13 . . . .  .66 no
    C12 C13 C14 C15 . . . .  .4(3) no
    C12 C13 C14 H14 . . . . -179.62 no
    H13 C13 C14 C15 . . . . 179.95 no
    H13 C13 C14 H14 . . . .  -.06 no
    C13 C14 C15 S1 . . . . -179.03(15) yes
    C13 C14 C15 C16 . . . .  -.1(3) no
    H14 C14 C15 S1 . . . .  .99 no
    H14 C14 C15 C16 . . . . 179.87 no
    S1 C15 C16 C11 . . . . 178.48(14) no
    S1 C15 C16 H16 . . . . -2.00 no
    C14 C15 C16 C11 . . . .  -.4(3) no
    C14 C15 C16 H16 . . . . 179.11 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
    C5 H5 O2 .  .95 2.659 2.906(3) 95.32 n
    C12 H12 O1 .  .95 2.334 2.672(3) 100.28 n
    C14 H14 O3 .  .95 2.513 2.902(3) 104.59 n
    C16 H16 O4 .  .95 2.795 3.056(3) 96.73 n
    C7 H7 O3 1_465  .95 2.67 3.442(3) 139 y
    C6 H6 N1 1_465  .95 2.78 3.526(4) 137 y
    C8 H8 O4 1_565  .95 2.61 3.417(3) 144 y
    C12 H12 O4 1_565  .95 2.71 3.643(3) 168 y
    C12 H12 O4 2_666  .95 2.89 3.391(2) 115 y
    N1 H1N O2 1_655  .95 1.99 2.928(3) 172 y
    N1 H2N O2 2_667  .94 2.05 2.976(3) 169 y
