#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/95/1519525.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_1519525
loop_
_publ_author_name
'Jones, Ray C.F.'
'Coles, Simon J.'
'Hursthouse, Michael B.'
_publ_section_title
;
 C15H13N3O2
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              939
_journal_year                    2002
_chemical_formula_moiety         'C15 H13 N3 O2'
_chemical_formula_sum            'C15 H13 N3 O2'
_chemical_formula_weight         267.28
_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                103.531(2)
_cell_angle_beta                 103.033(3)
_cell_angle_gamma                93.107(3)
_cell_formula_units_Z            2
_cell_length_a                   6.6845(3)
_cell_length_b                   8.8858(5)
_cell_length_c                   11.3118(6)
_cell_measurement_reflns_used    11539
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     632.34(6)
_computing_cell_refinement       'DENZO and COLLECT'
_computing_data_collection
;
'DENZO (Otwinowski and Minor, 1997) & COLLECT (Hooft, 1998) '
;
_computing_data_reduction        'DENZO and COLLECT'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.960
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device_type  'Enraf Nonius KappaCCD area detector'
_diffrn_measurement_method       'ω and φ scans to fill Ewald sphere'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enraf Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0457
_diffrn_reflns_av_sigmaI/netI    0.0522
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8172
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         3.15
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  0.9885
_exptl_absorpt_correction_T_min  0.9829
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SORTAV Blessing (1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             280
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.243
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       0.054(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         2793
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0630
_refine_ls_R_factor_gt           0.0408
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0518P)²+0.0436P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0920
_refine_ls_wR_factor_ref         0.1018
_reflns_number_gt                2079
_reflns_number_total             2793
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-939.cif
_cod_data_source_block           02src008
_cod_depositor_comments
;
Citation :
Jones, Ray C.F. and Coles, Simon J. and Hursthouse, Michael B. (2002) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/939)

More at:
http://ecrystals.chem.soton.ac.uk/939/

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 3271 2015-04-21 07:52:19Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1519525
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
C1 C 0.24945(18) 0.49630(14) 0.49227(12) 0.0167(3) Uani 1 1 d . . .
C2 C 0.18008(19) 0.36442(15) 0.39433(12) 0.0202(3) Uani 1 1 d . . .
H2 H 0.1509 0.3697 0.3093 0.024 Uiso 1 1 calc R . .
C3 C 0.15526(19) 0.22418(15) 0.42637(13) 0.0218(3) Uani 1 1 d . . .
H3 H 0.1077 0.1312 0.3617 0.026 Uiso 1 1 calc R . .
C4 C 0.1981(2) 0.21630(16) 0.55047(13) 0.0227(3) Uani 1 1 d . . .
H4 H 0.1791 0.1185 0.5692 0.027 Uiso 1 1 calc R . .
C5 C 0.26842(19) 0.34950(15) 0.64759(13) 0.0209(3) Uani 1 1 d . . .
H5 H 0.2981 0.3439 0.7325 0.025 Uiso 1 1 calc R . .
C6 C 0.29429(19) 0.49090(15) 0.61771(12) 0.0183(3) Uani 1 1 d . . .
C7 C 0.36035(19) 0.73250(15) 0.62575(12) 0.0181(3) Uani 1 1 d . . .
C8 C 0.5024(2) 0.95559(17) 0.79770(13) 0.0305(4) Uani 1 1 d . . .
H8A H 0.4075 0.9308 0.8468 0.046 Uiso 1 1 calc R . .
H8B H 0.5286 1.0689 0.8129 0.046 Uiso 1 1 calc R . .
H8C H 0.6329 0.9129 0.8227 0.046 Uiso 1 1 calc R . .
C9 C 0.27182(19) 0.72857(15) 0.40026(12) 0.0181(3) Uani 1 1 d . . .
C10 C 0.1620(2) 0.67506(15) 0.17959(12) 0.0206(3) Uani 1 1 d . . .
C11 C 0.2615(2) 0.60683(16) 0.09013(13) 0.0263(3) Uani 1 1 d . . .
H11 H 0.3534 0.5317 0.1051 0.032 Uiso 1 1 calc R . .
C12 C 0.2248(2) 0.65003(18) -0.02218(13) 0.0337(4) Uani 1 1 d . . .
H12 H 0.2938 0.6056 -0.0846 0.040 Uiso 1 1 calc R . .
C13 C 0.0886(3) 0.75722(18) -0.04368(13) 0.0352(4) Uani 1 1 d . . .
H13 H 0.0649 0.7871 -0.1206 0.042 Uiso 1 1 calc R . .
C14 C -0.0137(2) 0.82152(17) 0.04623(14) 0.0306(4) Uani 1 1 d . . .
H14 H -0.1102 0.8932 0.0299 0.037 Uiso 1 1 calc R . .
C15 C 0.0236(2) 0.78199(16) 0.15979(13) 0.0241(3) Uani 1 1 d . . .
H15 H -0.0442 0.8272 0.2226 0.029 Uiso 1 1 calc R . .
N1 N 0.36326(16) 0.63822(12) 0.69904(10) 0.0201(3) Uani 1 1 d . . .
N2 N 0.41058(17) 0.88771(13) 0.66545(11) 0.0211(3) Uani 1 1 d . . .
N3 N 0.29201(15) 0.65607(12) 0.49700(10) 0.0170(3) Uani 1 1 d . . .
O1 O 0.31562(14) 0.86572(10) 0.41305(8) 0.0223(2) Uani 1 1 d . . .
O2 O 0.19657(14) 0.62272(10) 0.28986(8) 0.0211(2) Uani 1 1 d . . .
H2A H 0.436(2) 0.9390(18) 0.6093(14) 0.031(4) 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
C2 C1 C6 122.46(12) . .
C2 C1 N3 133.07(12) . .
C6 C1 N3 104.47(11) . .
C1 C2 C3 116.79(12) . .
C1 C2 H2 121.6 . .
C3 C2 H2 121.6 . .
C4 C3 C2 121.68(13) . .
C4 C3 H3 119.2 . .
C2 C3 H3 119.2 . .
C3 C4 C5 120.83(13) . .
C3 C4 H4 119.6 . .
C5 C4 H4 119.6 . .
C6 C5 C4 118.45(12) . .
C6 C5 H5 120.8 . .
C4 C5 H5 120.8 . .
C5 C6 C1 119.78(12) . .
C5 C6 N1 128.33(12) . .
C1 C6 N1 111.88(11) . .
N1 C7 N2 124.95(12) . .
N1 C7 N3 113.27(11) . .
N2 C7 N3 121.76(11) . .
N2 C8 H8A 109.5 . .
N2 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
N2 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
O1 C9 O2 125.38(12) . .
O1 C9 N3 124.97(12) . .
O2 C9 N3 109.64(11) . .
C11 C10 C15 122.21(13) . .
C11 C10 O2 116.70(12) . .
C15 C10 O2 120.95(12) . .
C10 C11 C12 118.62(14) . .
C10 C11 H11 120.7 . .
C12 C11 H11 120.7 . .
C13 C12 C11 120.20(14) . .
C13 C12 H12 119.9 . .
C11 C12 H12 119.9 . .
C12 C13 C14 120.27(14) . .
C12 C13 H13 119.9 . .
C14 C13 H13 119.9 . .
C13 C14 C15 120.38(14) . .
C13 C14 H14 119.8 . .
C15 C14 H14 119.8 . .
C10 C15 C14 118.30(14) . .
C10 C15 H15 120.9 . .
C14 C15 H15 120.9 . .
C7 N1 C6 104.89(11) . .
C7 N2 C8 118.54(12) . .
C7 N2 H2A 117.8(10) . .
C8 N2 H2A 118.9(10) . .
C9 N3 C7 125.00(10) . .
C9 N3 C1 129.51(11) . .
C7 N3 C1 105.49(10) . .
C9 O2 C10 118.10(10) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.3848(18) .
C1 C6 1.3954(18) .
C1 N3 1.4188(16) .
C2 C3 1.3885(18) .
C2 H2 0.9500 .
C3 C4 1.387(2) .
C3 H3 0.9500 .
C4 C5 1.3882(19) .
C4 H4 0.9500 .
C5 C6 1.3873(18) .
C5 H5 0.9500 .
C6 N1 1.3972(17) .
C7 N1 1.3072(16) .
C7 N2 1.3448(17) .
C7 N3 1.4123(16) .
C8 N2 1.4497(18) .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 O1 1.2048(15) .
C9 O2 1.3464(15) .
C9 N3 1.3797(16) .
C10 C11 1.3762(19) .
C10 C15 1.382(2) .
C10 O2 1.4067(15) .
C11 C12 1.385(2) .
C11 H11 0.9500 .
C12 C13 1.378(2) .
C12 H12 0.9500 .
C13 C14 1.383(2) .
C13 H13 0.9500 .
C14 C15 1.3827(19) .
C14 H14 0.9500 .
C15 H15 0.9500 .
N2 H2A 0.903(16) .
