#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/54/7105483.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_7105483
loop_
_publ_author_name
'Tang, Qin'
'Liang, Zhixiong'
'Liu, Jing'
'Xu, Jianbin'
'Miao, Qian'
_publ_section_title
;
 N-heteroquinones: quadruple weak hydrogen bonds and n-channel
 transistors.
;
_journal_issue                   17
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              2977
_journal_page_last               2979
_journal_paper_doi               10.1039/c001215g
_journal_volume                  46
_journal_year                    2010
_chemical_formula_sum            'C16 H8 N2 O2'
_chemical_formula_weight         260.24
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_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                 94.5780(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.1301(6)
_cell_length_b                   3.8545(2)
_cell_length_c                   24.3276(12)
_cell_measurement_reflns_used    70
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      15
_cell_volume                     1133.82(10)
_computing_cell_refinement       'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_data_collection       'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_data_reduction        'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_molecular_graphics    'SIEMENS SHELXTL'
_computing_publication_material  'SIEMENS SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_diffrn_measurement_method       'PHI & OMEGA SCAN'
_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  0.0378
_diffrn_reflns_av_sigmaI/netI    0.0236
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -2
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            12534
_diffrn_reflns_theta_full        25.25
_diffrn_reflns_theta_max         25.25
_diffrn_reflns_theta_min         1.68
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6214
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.156
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.172
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2067
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.172
_refine_ls_R_factor_all          0.0564
_refine_ls_R_factor_gt           0.0388
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0594P)²+0.3153P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1119
_refine_ls_wR_factor_ref         0.1315
_reflns_number_gt                1568
_reflns_number_total             2067
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c001215g.txt
_cod_data_source_block           DATQ
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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      P2(1)/c
_cod_database_code               7105483
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, 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
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.13356(11) 0.0851(4) 0.44865(6) 0.0364(4) Uani 1 1 d . . .
N2 N 0.36287(11) 0.2166(4) 0.45118(6) 0.0363(4) Uani 1 1 d . . .
C1 C 0.19255(13) 0.0018(4) 0.40735(7) 0.0325(4) Uani 1 1 d . . .
C2 C 0.13143(13) -0.1536(5) 0.35740(7) 0.0380(4) Uani 1 1 d . . .
C3 C 0.19718(13) -0.2686(4) 0.31183(7) 0.0332(4) Uani 1 1 d . . .
C4 C 0.14307(15) -0.4204(5) 0.26535(8) 0.0405(5) Uani 1 1 d . . .
H4A H 0.0668 -0.4498 0.2634 0.049 Uiso 1 1 calc R . .
C5 C 0.20187(16) -0.5279(5) 0.22205(8) 0.0440(5) Uani 1 1 d . . .
H5A H 0.1650 -0.6255 0.1908 0.053 Uiso 1 1 calc R . .
C6 C 0.31555(16) -0.4903(5) 0.22518(8) 0.0438(5) Uani 1 1 d . . .
H6A H 0.3552 -0.5676 0.1964 0.053 Uiso 1 1 calc R . .
C7 C 0.37025(15) -0.3384(5) 0.27088(7) 0.0396(4) Uani 1 1 d . . .
H7A H 0.4467 -0.3122 0.2725 0.048 Uiso 1 1 calc R . .
C8 C 0.31224(13) -0.2238(4) 0.31457(7) 0.0331(4) Uani 1 1 d . . .
C9 C 0.37319(13) -0.0480(5) 0.36209(7) 0.0356(4) Uani 1 1 d . . .
C10 C 0.30812(13) 0.0624(5) 0.40901(7) 0.0322(4) Uani 1 1 d . . .
C11 C 0.18813(13) 0.2365(5) 0.49308(7) 0.0336(4) Uani 1 1 d . . .
C12 C 0.13001(15) 0.3310(5) 0.53879(7) 0.0404(5) Uani 1 1 d . . .
H12A H 0.0550 0.2819 0.5390 0.048 Uiso 1 1 calc R . .
C13 C 0.18397(16) 0.4936(5) 0.58245(7) 0.0435(5) Uani 1 1 d . . .
H13A H 0.1452 0.5592 0.6122 0.052 Uiso 1 1 calc R . .
C14 C 0.29816(16) 0.5646(5) 0.58327(8) 0.0466(5) Uani 1 1 d . . .
H14A H 0.3335 0.6751 0.6138 0.056 Uiso 1 1 calc R . .
C15 C 0.35739(15) 0.4747(5) 0.54045(7) 0.0435(5) Uani 1 1 d . . .
H15A H 0.4327 0.5228 0.5417 0.052 Uiso 1 1 calc R . .
C16 C 0.30409(14) 0.3080(5) 0.49413(7) 0.0343(4) Uani 1 1 d . . .
O1 O 0.03165(10) -0.1836(5) 0.35431(6) 0.0667(5) Uani 1 1 d . . .
O2 O 0.47159(10) 0.0073(4) 0.36296(6) 0.0570(5) 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
C1 N1 C11 116.92(14) . . ?
C10 N2 C16 116.94(14) . . ?
N1 C1 C10 122.22(16) . . ?
N1 C1 C2 116.88(14) . . ?
C10 C1 C2 120.88(15) . . ?
O1 C2 C3 121.24(16) . . ?
O1 C2 C1 121.06(16) . . ?
C3 C2 C1 117.71(14) . . ?
C4 C3 C8 119.60(16) . . ?
C4 C3 C2 119.09(15) . . ?
C8 C3 C2 121.31(15) . . ?
C5 C4 C3 120.47(17) . . ?
C4 C5 C6 119.99(17) . . ?
C7 C6 C5 120.17(17) . . ?
C6 C7 C8 120.67(17) . . ?
C7 C8 C3 119.08(16) . . ?
C7 C8 C9 119.23(15) . . ?
C3 C8 C9 121.67(15) . . ?
O2 C9 C8 121.52(16) . . ?
O2 C9 C10 120.96(16) . . ?
C8 C9 C10 117.52(14) . . ?
N2 C10 C1 122.12(15) . . ?
N2 C10 C9 117.19(14) . . ?
C1 C10 C9 120.69(15) . . ?
N1 C11 C12 119.81(15) . . ?
N1 C11 C16 120.95(15) . . ?
C12 C11 C16 119.22(16) . . ?
C13 C12 C11 119.76(17) . . ?
C12 C13 C14 120.85(17) . . ?
C15 C14 C13 121.28(18) . . ?
C14 C15 C16 119.56(17) . . ?
N2 C16 C15 119.89(15) . . ?
N2 C16 C11 120.79(15) . . ?
C15 C16 C11 119.32(16) . . ?
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
N1 C1 1.319(2) . ?
N1 C11 1.354(2) . ?
N2 C10 1.318(2) . ?
N2 C16 1.358(2) . ?
C1 C10 1.419(2) . ?
C1 C2 1.497(2) . ?
C2 O1 1.212(2) . ?
C2 C3 1.484(2) . ?
C3 C4 1.391(2) . ?
C3 C8 1.403(2) . ?
C4 C5 1.382(3) . ?
C5 C6 1.383(3) . ?
C6 C7 1.379(3) . ?
C7 C8 1.393(2) . ?
C8 C9 1.485(2) . ?
C9 O2 1.211(2) . ?
C9 C10 1.500(2) . ?
C11 C12 1.411(2) . ?
C11 C16 1.432(2) . ?
C12 C13 1.356(3) . ?
C13 C14 1.411(3) . ?
C14 C15 1.357(3) . ?
C15 C16 1.409(2) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 456394
