#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/93/1519360.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_1519360
loop_
_publ_author_name
'Jones, Ray C. F.'
'Horton, Peter N.'
'Hursthouse, Michael B.'
_publ_section_title
;
 C11H10N2O5
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              943
_journal_year                    2002
_chemical_formula_sum            'C11 H10 N2 O5'
_chemical_formula_weight         250.21
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                89.924(4)
_cell_angle_beta                 72.445(4)
_cell_angle_gamma                73.549(6)
_cell_formula_units_Z            2
_cell_length_a                   7.4038(5)
_cell_length_b                   7.5670(6)
_cell_length_c                   10.7531(11)
_cell_measurement_reflns_used    2289
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      0.998
_cell_volume                     548.53(8)
_computing_cell_refinement
' DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)'
_computing_data_collection       ' DENZO (Otwinowski and Minor, 1997)'
_computing_data_reduction
' DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)'
_computing_molecular_graphics    'PLATON (Spek, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997b)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Nonius KappaCCD Area Detector'
_diffrn_measurement_method       'φ and ω scans to fill Ewald Sphere'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1680
_diffrn_reflns_av_sigmaI/netI    0.1235
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9153
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         3.99
_exptl_absorpt_coefficient_mu    0.122
_exptl_absorpt_correction_T_max  0.9976
_exptl_absorpt_correction_T_min  0.9643
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SORTAV Blessing (1997)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.515
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             260
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       0.029(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         2231
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.1517
_refine_ls_R_factor_gt           0.0759
_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)+(0.0421P)²+0.5117P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1387
_refine_ls_wR_factor_ref         0.1693
_reflns_number_gt                1260
_reflns_number_total             2231
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-943.cif
_cod_data_source_block           s92
_cod_depositor_comments
;
Citation :
Jones, Ray C.F. and Horton, Peter N. and Hursthouse, Michael B. (2002) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/943)

More at:
http://ecrystals.chem.soton.ac.uk/943/

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 3105 2015-03-04 15:46:00Z robertas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1519360
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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.3498(4) 0.0834(4) 0.3696(3) 0.0349(8) Uani 1 1 d . . .
O2 O 0.1383(4) 0.0691(4) 0.7448(2) 0.0261(7) Uani 1 1 d . . .
O3 O -0.1814(4) 0.1866(4) 0.8678(3) 0.0321(7) Uani 1 1 d . . .
O4 O 0.1434(4) 0.5028(4) 1.3387(3) 0.0355(8) Uani 1 1 d . . .
O5 O 0.4459(4) 0.4075(4) 1.2087(3) 0.0344(8) Uani 1 1 d . . .
N1 N 0.2362(5) -0.0927(4) 0.5407(3) 0.0257(8) Uani 1 1 d . . .
N2 N 0.2686(5) 0.4226(4) 1.2363(3) 0.0264(8) Uani 1 1 d . . .
C1 C 0.3577(6) -0.0556(6) 0.4266(4) 0.0268(9) Uani 1 1 d . . .
C2 C 0.4924(6) -0.2553(6) 0.4012(4) 0.0290(9) Uani 1 1 d . . .
C3 C 0.3521(6) -0.2878(6) 0.5336(4) 0.0281(9) Uani 1 1 d . . .
C4 C 0.0690(6) 0.0229(6) 0.6393(4) 0.0275(9) Uani 1 1 d . . .
C5 C -0.0061(5) 0.1538(5) 0.8546(4) 0.0228(8) Uani 1 1 d . . .
C6 C 0.0721(5) 0.2082(5) 0.9566(4) 0.0210(8) Uani 1 1 d . . .
C7 C 0.2761(6) 0.1748(5) 0.9347(4) 0.0241(9) Uani 1 1 d . . .
C8 C 0.3417(6) 0.2434(5) 1.0270(4) 0.0247(9) Uani 1 1 d . . .
C9 C 0.2014(5) 0.3408(5) 1.1403(4) 0.0240(9) Uani 1 1 d . . .
C10 C -0.0014(6) 0.3699(6) 1.1666(4) 0.0258(9) Uani 1 1 d . . .
C11 C -0.0653(5) 0.3046(5) 1.0727(4) 0.0242(9) Uani 1 1 d . . .
H2A H 0.632(8) -0.261(7) 0.398(5) 0.052(14) Uiso 1 1 d . . .
H2B H 0.499(7) -0.345(7) 0.323(5) 0.053(14) Uiso 1 1 d . . .
H3A H 0.398(7) -0.309(6) 0.618(5) 0.043(12) Uiso 1 1 d . . .
H3B H 0.277(5) -0.378(5) 0.526(4) 0.022(10) Uiso 1 1 d . . .
H4A H 0.006(7) 0.139(7) 0.603(5) 0.043(12) Uiso 1 1 d . . .
H4B H -0.027(6) -0.049(5) 0.676(4) 0.021(10) Uiso 1 1 d . . .
H7 H 0.368(6) 0.120(5) 0.856(4) 0.022(10) Uiso 1 1 d . . .
H8 H 0.475(7) 0.222(7) 1.013(5) 0.046(13) Uiso 1 1 d . . .
H10 H -0.088(6) 0.442(6) 1.245(4) 0.027(10) Uiso 1 1 d . . .
H11 H -0.207(7) 0.327(6) 1.087(4) 0.044(13) Uiso 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
C5 O2 C4 114.8(3) . .
C1 N1 C4 132.0(4) . .
C1 N1 C3 95.5(3) . .
C4 N1 C3 132.1(3) . .
O5 N2 O4 123.9(3) . .
O5 N2 C9 118.1(3) . .
O4 N2 C9 118.0(3) . .
O1 C1 N1 132.1(4) . .
O1 C1 C2 136.2(4) . .
N1 C1 C2 91.7(3) . .
C1 C2 C3 86.0(3) . .
C1 C2 H2A 111(3) . .
C3 C2 H2A 117(3) . .
C1 C2 H2B 121(3) . .
C3 C2 H2B 112(3) . .
H2A C2 H2B 109(4) . .
N1 C3 C2 86.8(3) . .
N1 C3 H3A 109(3) . .
C2 C3 H3A 122(2) . .
N1 C3 H3B 114(2) . .
C2 C3 H3B 115(2) . .
H3A C3 H3B 110(3) . .
N1 C4 O2 107.4(3) . .
N1 C4 H4A 111(3) . .
O2 C4 H4A 110(3) . .
N1 C4 H4B 109(2) . .
O2 C4 H4B 108(2) . .
H4A C4 H4B 112(3) . .
O3 C5 O2 123.4(3) . .
O3 C5 C6 123.8(3) . .
O2 C5 C6 112.8(3) . .
C11 C6 C7 120.4(3) . .
C11 C6 C5 117.7(3) . .
C7 C6 C5 121.8(3) . .
C8 C7 C6 120.0(4) . .
C8 C7 H7 118(2) . .
C6 C7 H7 122(2) . .
C9 C8 C7 118.1(4) . .
C9 C8 H8 122(3) . .
C7 C8 H8 120(3) . .
C8 C9 C10 123.0(4) . .
C8 C9 N2 118.6(3) . .
C10 C9 N2 118.3(3) . .
C11 C10 C9 118.3(4) . .
C11 C10 H10 124(2) . .
C9 C10 H10 117(2) . .
C10 C11 C6 120.1(3) . .
C10 C11 H11 120(3) . .
C6 C11 H11 119(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.213(5) .
O2 C5 1.342(5) .
O2 C4 1.458(4) .
O3 C5 1.214(4) .
O4 N2 1.227(4) .
O5 N2 1.226(4) .
N1 C1 1.367(5) .
N1 C4 1.421(5) .
N1 C3 1.472(5) .
N2 C9 1.478(5) .
C1 C2 1.528(6) .
C2 C3 1.555(6) .
C2 H2A 1.01(5) .
C2 H2B 1.06(5) .
C3 H3A 1.06(5) .
C3 H3B 1.02(4) .
C4 H4A 1.01(5) .
C4 H4B 1.00(4) .
C5 C6 1.492(5) .
C6 C11 1.394(5) .
C6 C7 1.404(5) .
C7 C8 1.388(6) .
C7 H7 0.92(4) .
C8 C9 1.383(6) .
C8 H8 0.92(5) .
C9 C10 1.393(5) .
C10 C11 1.382(6) .
C10 H10 0.95(5) .
C11 H11 0.98(5) .
