#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:39:22 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180348 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/17/7201798.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_7201798
loop_
_publ_author_name
'Barsky, Inna'
'Bernstein, Joel'
_publ_section_title
;
 Crystal structures and characterization of the polymorphs of
 (2-furyl)oxoacetamide
;
_journal_issue                   6
_journal_name_full               CrystEngComm
_journal_page_first              669
_journal_paper_doi               10.1039/b716029a
_journal_volume                  10
_journal_year                    2008
_chemical_formula_sum            'C6 H5 N O3'
_chemical_formula_weight         139.11
_chemical_name_systematic
;
?
;
_space_group_IT_number           43
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'F 2 -2d'
_symmetry_space_group_name_H-M   'F d d 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            48
_cell_length_a                   39.698(16)
_cell_length_b                   48.359(19)
_cell_length_c                   3.8476(16)
_cell_measurement_temperature    298(2)
_cell_volume                     7386(5)
_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      298(2)
_diffrn_measured_fraction_theta_full 0.959
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and 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  0.0577
_diffrn_reflns_av_sigmaI/netI    0.1090
_diffrn_reflns_limit_h_max       46
_diffrn_reflns_limit_h_min       -52
_diffrn_reflns_limit_k_max       63
_diffrn_reflns_limit_k_min       -60
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            10577
_diffrn_reflns_theta_full        28.39
_diffrn_reflns_theta_max         28.39
_diffrn_reflns_theta_min         1.33
_exptl_absorpt_coefficient_mu    0.123
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.501
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             3456
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.146
_refine_diff_density_min         -0.125
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   1.8(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.813
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     331
_refine_ls_number_reflns         3714
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.813
_refine_ls_R_factor_all          0.1111
_refine_ls_R_factor_gt           0.0361
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0181P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0513
_refine_ls_wR_factor_ref         0.0612
_reflns_number_gt                1781
_reflns_number_total             3714
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b716029a.txt
_cod_data_source_block           2ffo11
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      Fdd2
_cod_database_code               7201798
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.13551(7) 0.00796(6) -0.0096(9) 0.0503(9) Uani 1 1 d . . .
C2 C 0.15327(8) 0.02646(6) 0.1705(9) 0.0522(9) Uani 1 1 d . . .
C3 C 0.13323(7) 0.05007(6) 0.1950(9) 0.0457(8) Uani 1 1 d . . .
C4 C 0.10407(6) 0.04473(5) 0.0260(8) 0.0374(7) Uani 1 1 d . . .
C5 C 0.07370(7) 0.06008(5) -0.0572(9) 0.0441(8) Uani 1 1 d . . .
C6 C 0.07129(8) 0.08954(5) 0.0877(9) 0.0502(9) Uani 1 1 d . . .
C7 C 0.20954(7) 0.12375(6) 0.8170(9) 0.0529(9) Uani 1 1 d . . .
C8 C 0.18749(7) 0.10366(6) 0.8720(8) 0.0486(9) Uani 1 1 d . . .
C9 C 0.20269(7) 0.07936(6) 0.7457(8) 0.0427(8) Uani 1 1 d . . .
C10 C 0.23304(6) 0.08623(5) 0.6149(8) 0.0374(7) Uani 1 1 d . . .
C11 C 0.25998(6) 0.07213(5) 0.4357(8) 0.0376(7) Uani 1 1 d . . .
C12 C 0.25676(6) 0.04087(5) 0.3769(8) 0.0372(7) Uani 1 1 d . . .
C13 C 0.47568(8) 0.03898(7) 0.7172(11) 0.0697(11) Uani 1 1 d . . .
C14 C 0.45834(8) 0.01978(7) 0.8860(10) 0.0643(11) Uani 1 1 d . . .
C15 C 0.42539(7) 0.03024(6) 0.9137(8) 0.0493(9) Uani 1 1 d . . .
C16 C 0.42480(6) 0.05508(5) 0.7615(8) 0.0406(7) Uani 1 1 d . . .
C17 C 0.39923(6) 0.07585(5) 0.6954(8) 0.0413(8) Uani 1 1 d . . .
C18 C 0.36427(6) 0.07185(5) 0.8614(7) 0.0407(8) Uani 1 1 d . . .
H1 H 0.1390(5) -0.0111(4) -0.078(7) 0.058(9) Uiso 1 1 d . . .
H2 H 0.1734(5) 0.0241(4) 0.265(7) 0.043(8) Uiso 1 1 d . . .
H3 H 0.1379(4) 0.0673(3) 0.291(6) 0.024(6) Uiso 1 1 d . . .
H4 H 0.0383(7) 0.1156(5) 0.066(10) 0.086(15) Uiso 1 1 d . . .
H5 H 0.0276(9) 0.0888(7) -0.116(13) 0.17(2) Uiso 1 1 d . . .
H6 H 0.2097(5) 0.1437(5) 0.858(8) 0.071(9) Uiso 1 1 d . . .
H7 H 0.1667(5) 0.1069(4) 0.970(8) 0.057(9) Uiso 1 1 d . . .
H8 H 0.1936(5) 0.0626(4) 0.750(7) 0.056(9) Uiso 1 1 d . . .
H9 H 0.2834(5) 0.0110(4) 0.150(7) 0.050(9) Uiso 1 1 d . . .
H10 H 0.3008(6) 0.0402(5) 0.187(10) 0.102(13) Uiso 1 1 d . . .
H11 H 0.4978(6) 0.0401(4) 0.638(8) 0.069(10) Uiso 1 1 d . . .
H12 H 0.4666(6) 0.0031(4) 0.958(8) 0.065(10) Uiso 1 1 d . . .
H13 H 0.4094(4) 0.0218(3) 1.012(6) 0.018(7) Uiso 1 1 d . . .
H14 H 0.3267(7) 0.0931(5) 0.927(10) 0.103(15) Uiso 1 1 d . . .
H15 H 0.3531(5) 0.1101(4) 0.728(7) 0.061(9) Uiso 1 1 d . . .
N1 N 0.04207(8) 0.10156(7) -0.0017(9) 0.0775(11) Uani 1 1 d . . .
N2 N 0.28318(6) 0.02968(5) 0.2219(8) 0.0539(8) Uani 1 1 d . . .
N3 N 0.34514(7) 0.09410(5) 0.8389(8) 0.0547(8) Uani 1 1 d . . .
O1 O 0.10510(4) 0.01822(3) -0.1023(5) 0.0492(6) Uani 1 1 d . . .
O2 O 0.05064(4) 0.05069(3) -0.2327(6) 0.0627(7) Uani 1 1 d . . .
O3 O 0.09353(5) 0.10003(4) 0.2596(6) 0.0771(7) Uani 1 1 d . . .
O4 O 0.23784(4) 0.11423(3) 0.6557(5) 0.0531(6) Uani 1 1 d . . .
O5 O 0.28457(4) 0.08448(3) 0.3208(6) 0.0538(6) Uani 1 1 d . . .
O6 O 0.23139(4) 0.02846(3) 0.4700(6) 0.0520(6) Uani 1 1 d . . .
O7 O 0.45650(4) 0.06118(3) 0.6318(6) 0.0609(6) Uani 1 1 d . . .
O8 O 0.40435(4) 0.09623(3) 0.5169(6) 0.0590(6) Uani 1 1 d . . .
O9 O 0.35576(4) 0.05035(3) 1.0025(5) 0.0555(6) Uani 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 0.0033 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 O1 111.3(3) . . ?
C1 C2 C3 106.5(3) . . ?
C4 C3 C2 107.4(3) . . ?
C3 C4 O1 109.0(2) . . ?
C3 C4 C5 136.0(2) . . ?
O1 C4 C5 115.0(2) . . ?
O2 C5 C4 123.6(2) . . ?
O2 C5 C6 119.9(3) . . ?
C4 C5 C6 116.6(3) . . ?
O3 C6 N1 125.9(3) . . ?
O3 C6 C5 122.8(3) . . ?
N1 C6 C5 111.3(3) . . ?
C8 C7 O4 111.7(3) . . ?
C7 C8 C9 105.9(3) . . ?
C10 C9 C8 107.8(3) . . ?
C9 C10 O4 108.9(2) . . ?
C9 C10 C11 136.4(3) . . ?
O4 C10 C11 114.6(2) . . ?
O5 C11 C10 122.1(2) . . ?
O5 C11 C12 119.5(2) . . ?
C10 C11 C12 118.3(2) . . ?
O6 C12 N2 125.7(2) . . ?
O6 C12 C11 120.5(2) . . ?
N2 C12 C11 113.8(2) . . ?
C14 C13 O7 112.4(3) . . ?
C13 C14 C15 105.5(3) . . ?
C16 C15 C14 107.8(3) . . ?
C15 C16 O7 109.5(2) . . ?
C15 C16 C17 135.3(3) . . ?
O7 C16 C17 115.2(2) . . ?
O8 C17 C16 122.8(2) . . ?
O8 C17 C18 119.1(2) . . ?
C16 C17 C18 118.1(2) . . ?
O9 C18 N3 124.4(3) . . ?
O9 C18 C17 122.7(2) . . ?
N3 C18 C17 112.9(3) . . ?
C1 O1 C4 105.9(2) . . ?
C7 O4 C10 105.6(2) . . ?
C13 O7 C16 104.7(2) . . ?
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
C1 C2 1.333(4) . ?
C1 O1 1.353(3) . ?
C2 C3 1.394(3) . ?
C3 C4 1.353(3) . ?
C4 O1 1.374(3) . ?
C4 C5 1.452(3) . ?
C5 O2 1.225(3) . ?
C5 C6 1.533(3) . ?
C6 O3 1.215(3) . ?
C6 N1 1.342(4) . ?
C7 C8 1.325(4) . ?
C7 O4 1.363(3) . ?
C8 C9 1.407(3) . ?
C9 C10 1.347(3) . ?
C10 O4 1.376(3) . ?
C10 C11 1.444(3) . ?
C11 O5 1.227(2) . ?
C11 C12 1.534(3) . ?
C12 O6 1.226(3) . ?
C12 N2 1.322(3) . ?
C13 C14 1.326(4) . ?
C13 O7 1.356(3) . ?
C14 C15 1.407(4) . ?
C15 C16 1.337(3) . ?
C16 O7 1.385(3) . ?
C16 C17 1.451(3) . ?
C17 O8 1.218(3) . ?
C17 C18 1.540(3) . ?
C18 O9 1.220(3) . ?
C18 N3 1.320(3) . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 -0.1(4) . . . . ?
C1 C2 C3 C4 -0.2(4) . . . . ?
C2 C3 C4 O1 0.5(3) . . . . ?
C2 C3 C4 C5 -177.2(3) . . . . ?
C3 C4 C5 O2 176.5(3) . . . . ?
O1 C4 C5 O2 -1.1(4) . . . . ?
C3 C4 C5 C6 -3.6(5) . . . . ?
O1 C4 C5 C6 178.8(2) . . . . ?
O2 C5 C6 O3 -179.1(3) . . . . ?
C4 C5 C6 O3 1.0(4) . . . . ?
O2 C5 C6 N1 0.7(4) . . . . ?
C4 C5 C6 N1 -179.2(3) . . . . ?
O4 C7 C8 C9 1.4(4) . . . . ?
C7 C8 C9 C10 -1.1(4) . . . . ?
C8 C9 C10 O4 0.4(3) . . . . ?
C8 C9 C10 C11 -176.2(3) . . . . ?
C9 C10 C11 O5 174.4(3) . . . . ?
O4 C10 C11 O5 -2.1(4) . . . . ?
C9 C10 C11 C12 -3.3(5) . . . . ?
O4 C10 C11 C12 -179.8(2) . . . . ?
O5 C11 C12 O6 -175.3(3) . . . . ?
C10 C11 C12 O6 2.4(4) . . . . ?
O5 C11 C12 N2 4.6(4) . . . . ?
C10 C11 C12 N2 -177.7(3) . . . . ?
O7 C13 C14 C15 -0.2(4) . . . . ?
C13 C14 C15 C16 -0.2(4) . . . . ?
C14 C15 C16 O7 0.4(4) . . . . ?
C14 C15 C16 C17 178.3(3) . . . . ?
C15 C16 C17 O8 -172.4(3) . . . . ?
O7 C16 C17 O8 5.3(4) . . . . ?
C15 C16 C17 C18 8.0(5) . . . . ?
O7 C16 C17 C18 -174.3(2) . . . . ?
O8 C17 C18 O9 169.6(3) . . . . ?
C16 C17 C18 O9 -10.8(4) . . . . ?
O8 C17 C18 N3 -11.4(4) . . . . ?
C16 C17 C18 N3 168.2(3) . . . . ?
C2 C1 O1 C4 0.4(3) . . . . ?
C3 C4 O1 C1 -0.5(3) . . . . ?
C5 C4 O1 C1 177.7(2) . . . . ?
C8 C7 O4 C10 -1.2(3) . . . . ?
C9 C10 O4 C7 0.4(3) . . . . ?
C11 C10 O4 C7 177.9(2) . . . . ?
C14 C13 O7 C16 0.4(4) . . . . ?
C15 C16 O7 C13 -0.5(3) . . . . ?
C17 C16 O7 C13 -178.8(3) . . . . ?
