#------------------------------------------------------------------------------
#$Date: 2016-03-26 14:52:34 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180320 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/34/7153432.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_7153432
loop_
_publ_author_name
'McNab, Hamish'
'Montgomery, James'
'Parsons, Simon'
'Tredgett, David G.'
_publ_section_title
;
 Pyrrolizine-1,3-dione.
;
_journal_issue                   19
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              4383
_journal_page_last               4387
_journal_paper_doi               10.1039/c0ob00116c
_journal_volume                  8
_journal_year                    2010
_chemical_formula_sum            'C7 H5 N O2'
_chemical_formula_weight         135.12
_chemical_name_systematic
;
?
;
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_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            4
_cell_length_a                   5.1445(9)
_cell_length_b                   14.134(2)
_cell_length_c                   8.0639(15)
_cell_measurement_reflns_used    46
_cell_measurement_temperature    150
_cell_measurement_theta_max      22
_cell_measurement_theta_min      20
_cell_volume                     586.35(17)
_computing_cell_refinement       DIF4
_computing_data_collection       DIF4
_computing_data_reduction        REDU4
_computing_molecular_graphics    XP
_computing_publication_material  PLATON
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Stoe Stadi-4 Four Circle'
_diffrn_measurement_method       omega-2theta
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_av_sigmaI/netI    0.0191
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            1346
_diffrn_reflns_theta_full        60.05
_diffrn_reflns_theta_max         60.05
_diffrn_reflns_theta_min         8.34
_exptl_absorpt_coefficient_mu    0.964
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.531
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'facetted block'
_exptl_crystal_F_000             280
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.43
_exptl_crystal_size_min          0.31
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       0.045(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     48
_refine_ls_number_reflns         433
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0329
_refine_ls_R_factor_gt           0.0325
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0549P)²+0.1698P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0862
_refine_ls_wR_factor_ref         0.0866
_reflns_number_gt                423
_reflns_number_total             433
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0ob00116c.txt
_cod_data_source_block           ndione_4
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      Pbcn
_cod_database_code               7153432
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y, z-1/2'
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 0.87647(17) 0.15862(7) 0.57933(11) 0.0301(5) Uani 1 1 d .
C1 C 0.6920(2) 0.13626(9) 0.66393(15) 0.0225(5) Uani 1 1 d .
C2 C 0.5000 0.20077(13) 0.7500 0.0260(6) Uani 1 2 d S
H2A H 0.4119 0.2408 0.6700 0.031 Uiso 0.50 1 calc PR
H2B H 0.5881 0.2408 0.8300 0.031 Uiso 0.50 1 calc PR
N4 N 0.6107(2) 0.04206(8) 0.70164(13) 0.0218(5) Uani 0.50 1 d P
C7A C 0.6107(2) 0.04206(8) 0.70164(13) 0.0218(5) Uani 0.50 1 d P
C5 C 0.6814(3) -0.04997(9) 0.67073(17) 0.0272(5) Uani 1 1 d .
H5 H 0.8232 -0.0703 0.6087 0.033 Uiso 1 1 calc R
C6 C 0.5000 -0.10654(14) 0.7500 0.0315(6) Uani 1 2 d S
H6 H 0.5000 -0.1723 0.7500 0.038 Uiso 1 2 calc SR
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 0.0273(7) 0.0373(7) 0.0256(7) 0.0018(4) 0.0026(4) -0.0016(4)
C1 0.0230(8) 0.0273(8) 0.0173(7) 0.0006(5) -0.0048(6) -0.0014(5)
C2 0.0285(11) 0.0226(10) 0.0267(10) 0.000 -0.0002(8) 0.000
N4 0.0211(7) 0.0249(7) 0.0194(7) -0.0006(4) -0.0037(5) -0.0007(4)
C7A 0.0211(7) 0.0249(7) 0.0194(7) -0.0006(4) -0.0037(5) -0.0007(4)
C5 0.0230(8) 0.0297(8) 0.0289(8) -0.0066(5) -0.0068(6) 0.0048(5)
C6 0.0295(11) 0.0228(10) 0.0423(12) 0.000 -0.0147(9) 0.000
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
O1 C1 N4 126.36(12) . .
O1 C1 C2 127.80(12) . .
N4 C1 C2 105.84(11) . .
C1 C2 C1 105.88(15) . 4_656
C5 N4 C7A 108.72(8) . 4_656
C5 N4 N4 108.72(8) . 4_656
C7A N4 N4 0.00(11) 4_656 4_656
C5 N4 C1 140.05(13) . .
C7A N4 C1 111.22(7) 4_656 .
N4 N4 C1 111.22(7) 4_656 .
N4 C5 C6 106.53(13) . .
C5 C6 C5 109.49(17) . 4_656
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.2106(15) .
C1 N4 1.4282(17) .
C1 C2 1.5130(18) .
C2 C1 1.5130(18) 4_656
N4 C5 1.3735(17) .
N4 C7A 1.381(2) 4_656
N4 N4 1.381(2) 4_656
C5 C6 1.3853(19) .
C6 C5 1.3853(19) 4_656
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_4
O1 C1 C2 C1 179.24(14) . 4_656
N4 C1 C2 C1 -0.35(5) . 4_656
O1 C1 N4 C5 0.4(3) . .
C2 C1 N4 C5 -179.98(15) . .
O1 C1 N4 C7A -178.62(12) . 4_656
C2 C1 N4 C7A 0.97(15) . 4_656
O1 C1 N4 N4 -178.62(12) . 4_656
C2 C1 N4 N4 0.97(15) . 4_656
C7A N4 C5 C6 -0.02(16) 4_656 .
N4 N4 C5 C6 -0.02(16) 4_656 .
C1 N4 C5 C6 -179.09(13) . .
N4 C5 C6 C5 0.01(6) . 4_656
