#------------------------------------------------------------------------------
#$Date: 2019-11-28 13:57:44 +0100 (jue 28 de nov de 2019) $
#$Revision: 243995 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/55/7125535.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_7125535
loop_
_publ_author_name
'Ramtohul, Yeeman K.'
'Martin, Nathaniel I.'
'Silkin, Lara'
'James, Michael N. G.'
'Vederas, John C.'
_publ_section_title
;
 Pseudoxazolones, a new class of inhibitors for cysteine proteinases:
 inhibition of hepatitis A virus and human rhinovirus 3C proteinases
;
_journal_issue                   24
_journal_name_full               'Chemical Communications'
_journal_page_first              2740
_journal_paper_doi               10.1039/b109095j
_journal_year                    2001
_chemical_formula_sum            'C10 H7 N O2'
_chemical_formula_weight         173.17
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'manual editing of SHELXL template'
_cell_angle_alpha                83.673(2)
_cell_angle_beta                 83.789(2)
_cell_angle_gamma                80.624(2)
_cell_formula_units_Z            2
_cell_length_a                   5.5390(6)
_cell_length_b                   7.2645(8)
_cell_length_c                   10.4291(11)
_cell_measurement_reflns_used    1870
_cell_measurement_temperature    193(2)
_cell_volume                     409.77(8)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0164
_diffrn_reflns_av_sigmaI/netI    0.0228
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            2179
_diffrn_reflns_theta_full        26.38
_diffrn_reflns_theta_max         26.38
_diffrn_reflns_theta_min         1.97
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_T_max  0.9864
_exptl_absorpt_correction_T_min  0.9646
_exptl_absorpt_correction_type   integration
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             180
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.259
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         1641
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0374
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0580P)²+0.0691P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0978
_refine_ls_wR_factor_ref         0.1037
_reflns_number_gt                1365
_reflns_number_total             1641
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b109095j.txt
_cod_data_source_block           jcv0107
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7125535
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.09146(17) 0.27699(13) -0.17469(8) 0.0339(3) Uani 1 1 d .
O2 O 0.2403(2) 0.30030(16) -0.38642(10) 0.0510(3) Uani 1 1 d .
N N -0.3008(2) 0.42815(16) -0.19719(11) 0.0358(3) Uani 1 1 d .
C1 C -0.1358(2) 0.33837(17) -0.11085(13) 0.0305(3) Uani 1 1 d .
C2 C 0.0721(3) 0.3301(2) -0.30531(13) 0.0379(3) Uani 1 1 d .
C3 C -0.1837(3) 0.4243(2) -0.31085(14) 0.0397(4) Uani 1 1 d .
H3 H -0.2537 0.4759 -0.3886 0.048 Uiso 1 1 calc R
C10 C -0.1891(2) 0.31654(17) 0.01801(13) 0.0311(3) Uani 1 1 d .
H10 H -0.3525 0.3664 0.0475 0.037 Uiso 1 1 calc R
C11 C -0.0364(2) 0.22861(17) 0.12002(13) 0.0292(3) Uani 1 1 d .
C12 C 0.2040(3) 0.13248(18) 0.09854(13) 0.0328(3) Uani 1 1 d .
H12 H 0.2772 0.1221 0.0124 0.039 Uiso 1 1 calc R
C13 C 0.3345(3) 0.05310(19) 0.20162(14) 0.0373(3) Uani 1 1 d .
H13 H 0.4960 -0.0127 0.1856 0.045 Uiso 1 1 calc R
C14 C 0.2332(3) 0.0682(2) 0.32778(14) 0.0398(4) Uani 1 1 d .
H14 H 0.3252 0.0145 0.3981 0.048 Uiso 1 1 calc R
C15 C -0.0037(3) 0.1620(2) 0.35109(14) 0.0407(4) Uani 1 1 d .
H15 H -0.0744 0.1725 0.4376 0.049 Uiso 1 1 calc R
C16 C -0.1374(3) 0.24051(19) 0.24854(13) 0.0351(3) Uani 1 1 d .
H16 H -0.3002 0.3034 0.2656 0.042 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0319(5) 0.0383(5) 0.0291(5) -0.0024(4) -0.0024(4) 0.0013(4)
O2 0.0484(7) 0.0672(7) 0.0323(6) -0.0073(5) 0.0017(5) 0.0045(5)
N 0.0360(7) 0.0340(6) 0.0365(7) -0.0015(5) -0.0074(5) -0.0015(5)
C1 0.0281(7) 0.0279(6) 0.0349(7) -0.0037(5) -0.0034(5) -0.0020(5)
C2 0.0436(8) 0.0392(7) 0.0302(7) -0.0042(6) -0.0057(6) -0.0024(6)
C3 0.0445(8) 0.0401(7) 0.0342(8) -0.0019(6) -0.0122(6) -0.0011(6)
C10 0.0288(7) 0.0273(6) 0.0362(7) -0.0026(5) -0.0016(5) -0.0022(5)
C11 0.0317(7) 0.0245(6) 0.0313(7) -0.0020(5) -0.0019(5) -0.0056(5)
C12 0.0329(7) 0.0327(7) 0.0314(7) -0.0038(5) -0.0011(5) -0.0014(5)
C13 0.0322(7) 0.0365(7) 0.0415(8) -0.0027(6) -0.0051(6) -0.0002(6)
C14 0.0424(8) 0.0406(8) 0.0359(8) 0.0054(6) -0.0104(6) -0.0068(6)
C15 0.0462(9) 0.0453(8) 0.0291(7) -0.0003(6) 0.0016(6) -0.0080(7)
C16 0.0333(7) 0.0346(7) 0.0358(8) -0.0029(5) 0.0016(6) -0.0038(6)
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 O1 C1 106.55(11)
C3 N C1 106.27(12)
C10 C1 N 124.06(12)
C10 C1 O1 124.56(12)
N C1 O1 111.37(11)
O2 C2 O1 122.88(14)
O2 C2 C3 133.00(14)
O1 C2 C3 104.12(12)
N C3 C2 111.69(12)
C1 C10 C11 130.33(13)
C16 C11 C12 117.89(12)
C16 C11 C10 117.44(12)
C12 C11 C10 124.67(12)
C13 C12 C11 120.52(12)
C12 C13 C14 120.83(13)
C13 C14 C15 119.58(13)
C16 C15 C14 120.14(13)
C15 C16 C11 121.04(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C2 1.3851(17)
O1 C1 1.3884(16)
O2 C2 1.1976(17)
N C3 1.2890(19)
N C1 1.3879(18)
C1 C10 1.3419(19)
C2 C3 1.474(2)
C10 C11 1.4575(19)
C11 C16 1.4017(19)
C11 C12 1.4064(19)
C12 C13 1.381(2)
C13 C14 1.382(2)
C14 C15 1.386(2)
C15 C16 1.385(2)
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
C3 N C1 C10 178.99(13)
C3 N C1 O1 -0.10(15)
C2 O1 C1 C10 -178.63(13)
C2 O1 C1 N 0.45(14)
C1 O1 C2 O2 178.55(14)
C1 O1 C2 C3 -0.58(13)
C1 N C3 C2 -0.29(16)
O2 C2 C3 N -178.44(16)
O1 C2 C3 N 0.56(16)
N C1 C10 C11 -179.18(12)
O1 C1 C10 C11 -0.2(2)
C1 C10 C11 C16 174.81(13)
C1 C10 C11 C12 -5.4(2)
C16 C11 C12 C13 -0.06(19)
C10 C11 C12 C13 -179.83(12)
C11 C12 C13 C14 -0.7(2)
C12 C13 C14 C15 0.9(2)
C13 C14 C15 C16 -0.2(2)
C14 C15 C16 C11 -0.6(2)
C12 C11 C16 C15 0.75(19)
C10 C11 C16 C15 -179.46(12)
