#------------------------------------------------------------------------------
#$Date: 2017-06-23 07:02:58 +0300 (Fri, 23 Jun 2017) $
#$Revision: 198113 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/85/7228535.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_7228535
loop_
_publ_author_name
'Kato, Ken'
'Hagi, Shogo'
'Hinoshita, Masumi'
'Shikoh, Eiji'
'Teki, Yoshio'
_publ_section_title
;
 Photoconductivity and magnetoconductance effects on vacuum vapor
 deposition films of weak charge-transfer complexes
;
_journal_name_full               'Phys. Chem. Chem. Phys.'
_journal_paper_doi               10.1039/C7CP02781H
_journal_year                    2017
_chemical_formula_moiety         'C16 H10, C10 H2 O6'
_chemical_formula_sum            'C26 H12 O6'
_chemical_formula_weight         420.36
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_date             2016-11-17
_audit_creation_method
'generated by ACTA instruction via SHELXL-2014/7'
_audit_update_record
;
2017-04-28 deposited with the CCDC.
2017-06-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.710(11)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.268(6)
_cell_length_b                   9.350(7)
_cell_length_c                   13.757(11)
_cell_measurement_reflns_used    2326
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      27.4623
_cell_measurement_theta_min      2.8059
_cell_volume                     933.8(13)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    SIR97
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 7.111
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details
;
scan:
    Number of images: 360
               Slice: -115.0000 - 65.0000
         Image width: 0.5000
            Exp time: 4.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 0.0000
                 XTD: 54.9328
              2theta: -25.3494
scan:
    Number of images: 360
               Slice: -115.0000 - 65.0000
         Image width: 0.5000
            Exp time: 4.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 90.0000
                 XTD: 54.9328
              2theta: -25.3494
scan:
    Number of images: 360
               Slice: -115.0000 - 65.0000
         Image width: 0.5000
            Exp time: 4.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 180.0000
                 XTD: 54.9328
              2theta: -25.3494

;
_diffrn_measurement_device       'Saturn724+ (4x4 bin mode)'
_diffrn_measurement_device_details 'AFC11 (Right): Eulerian 3 circle'
_diffrn_measurement_device_type  'Rigaku AFC11 with Saturn 724+ CCD'
_diffrn_measurement_method       ω
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.710747
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9337
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.490
_diffrn_reflns_theta_min         2.806
_diffrn_source_current           24.0000
_diffrn_source_power             1.2000
_diffrn_source_voltage           50.0000
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9402
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             432
_exptl_crystal_preparation
'mounted on the CryoLoop with Palaton oil and placed in N2 stream at 200(2) K'
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.090
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.158
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         2132
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.119
_refine_ls_R_factor_all          0.0566
_refine_ls_R_factor_gt           0.0491
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0525P)²+0.2043P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1114
_refine_ls_wR_factor_ref         0.1164
_reflns_number_gt                1899
_reflns_number_total             2132
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7cp02781h2.cif
_cod_data_source_block           Pyr-PMDA
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 
;
_cod_original_cell_volume        933.8(12)
_cod_database_code               7228535
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.986
_shelx_estimated_absorpt_t_max   0.990
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
C1 C 0.93092(17) 0.12462(14) -0.03571(10) 0.0321(3) Uani 1 1 d
C2 C 0.86448(19) 0.27342(16) -0.05156(11) 0.0410(4) Uani 1 1 d
O1 O 0.89686(15) 0.34692(11) 0.03584(8) 0.0468(3) Uani 1 1 d
C3 C 0.97700(19) 0.25693(16) 0.10614(12) 0.0412(4) Uani 1 1 d
C4 C 0.99853(17) 0.11434(14) 0.06022(10) 0.0316(3) Uani 1 1 d
C5 C 0.92940(18) 0.01105(15) -0.10004(10) 0.0342(3) Uani 1 1 d
H5A H 0.885(2) 0.0192(16) -0.1668(12) 0.043(4) Uiso 1 1 d
O2 O 0.79505(17) 0.32988(13) -0.12134(9) 0.0575(4) Uani 1 1 d
O3 O 1.01545(17) 0.29741(13) 0.18643(9) 0.0576(4) Uani 1 1 d
C6 C 0.46718(16) 0.07008(13) -0.01115(9) 0.0298(3) Uani 1 1 d
C7 C 0.47761(19) 0.17779(14) 0.06200(11) 0.0390(4) Uani 1 1 d
C8 C 0.4090(2) 0.31447(17) 0.03830(16) 0.0548(5) Uani 1 1 d
H8A H 0.417(3) 0.385(2) 0.0904(15) 0.068(6) Uiso 1 1 d
C9 C 0.3346(2) 0.34376(18) -0.05265(19) 0.0629(6) Uani 1 1 d
H9A H 0.288(3) 0.438(2) -0.0690(15) 0.078(6) Uiso 1 1 d
C10 C 0.3242(2) 0.2407(2) -0.12447(15) 0.0557(5) Uani 1 1 d
H10A H 0.270(3) 0.258(2) -0.1885(15) 0.067(6) Uiso 1 1 d
C11 C 0.39036(18) 0.10186(16) -0.10540(11) 0.0387(3) Uani 1 1 d
C12 C 0.5572(2) 0.1418(2) 0.15604(12) 0.0489(4) Uani 1 1 d
H12A H 0.568(2) 0.214(2) 0.2053(13) 0.057(5) Uiso 1 1 d
C13 C 0.6197(2) 0.0099(2) 0.17658(11) 0.0485(4) Uani 1 1 d
H13A H 0.676(3) -0.012(2) 0.2403(14) 0.063(5) 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'
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 C1 C4 123.14(13) . .
C5 C1 C2 129.27(14) . .
C4 C1 C2 107.58(12) . .
O2 C2 O1 121.72(15) . .
O2 C2 C1 131.15(15) . .
O1 C2 C1 107.13(13) . .
C3 O1 C2 110.47(12) . .
O3 C3 O1 121.78(15) . .
O3 C3 C4 130.97(15) . .
O1 C3 C4 107.25(13) . .
C5 C4 C1 122.94(12) 3_755 .
C5 C4 C3 129.49(14) 3_755 .
C1 C4 C3 107.57(13) . .
C1 C5 C4 113.92(13) . 3_755
C1 C5 H5A 122.9(9) . .
C4 C5 H5A 123.2(9) 3_755 .
C11 C6 C6 120.22(15) . 3_655
C11 C6 C7 120.23(14) . .
C6 C6 C7 119.54(16) 3_655 .
C8 C7 C6 118.25(16) . .
C8 C7 C12 123.18(15) . .
C6 C7 C12 118.57(14) . .
C9 C8 C7 121.03(16) . .
C9 C8 H8A 123.0(13) . .
C7 C8 H8A 116.0(13) . .
C8 C9 C10 121.40(16) . .
C8 C9 H9A 120.9(13) . .
C10 C9 H9A 117.7(13) . .
C9 C10 C11 120.35(18) . .
C9 C10 H10A 122.9(12) . .
C11 C10 H10A 116.8(12) . .
C10 C11 C6 118.73(15) . .
C10 C11 C13 122.72(16) . 3_655
C6 C11 C13 118.54(14) . 3_655
C13 C12 C7 121.69(14) . .
C13 C12 H12A 119.1(11) . .
C7 C12 H12A 119.2(11) . .
C12 C13 C11 121.43(15) . 3_655
C12 C13 H13A 120.4(11) . .
C11 C13 H13A 118.1(11) 3_655 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C5 1.382(2) .
C1 C4 1.390(2) .
C1 C2 1.485(2) .
C2 O2 1.1871(19) .
C2 O1 1.395(2) .
O1 C3 1.389(2) .
C3 O3 1.188(2) .
C3 C4 1.487(2) .
C4 C5 1.386(2) 3_755
C5 C4 1.386(2) 3_755
C5 H5A 0.961(16) .
C6 C11 1.419(2) .
C6 C6 1.423(3) 3_655
C6 C7 1.423(2) .
C7 C8 1.404(2) .
C7 C12 1.432(3) .
C8 C9 1.367(3) .
C8 H8A 0.97(2) .
C9 C10 1.380(3) .
C9 H9A 0.97(2) .
C10 C11 1.404(2) .
C10 H10A 0.96(2) .
C11 C13 1.431(2) 3_655
C12 C13 1.340(3) .
C12 H12A 0.960(19) .
C13 C11 1.431(2) 3_655
C13 H13A 0.970(19) .
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
C5 C1 C2 O2 0.3(3) . .
C4 C1 C2 O2 -179.20(15) . .
C5 C1 C2 O1 -179.97(13) . .
C4 C1 C2 O1 0.55(14) . .
O2 C2 O1 C3 179.31(14) . .
C1 C2 O1 C3 -0.47(15) . .
C2 O1 C3 O3 -179.58(13) . .
C2 O1 C3 C4 0.22(15) . .
C5 C1 C4 C5 0.0(2) . 3_755
C2 C1 C4 C5 179.50(12) . 3_755
C5 C1 C4 C3 -179.93(12) . .
C2 C1 C4 C3 -0.41(14) . .
O3 C3 C4 C5 0.0(3) . 3_755
O1 C3 C4 C5 -179.78(13) . 3_755
O3 C3 C4 C1 179.92(15) . .
O1 C3 C4 C1 0.13(14) . .
C4 C1 C5 C4 0.0(2) . 3_755
C2 C1 C5 C4 -179.39(12) . 3_755
C11 C6 C7 C8 0.45(19) . .
C6 C6 C7 C8 -178.98(14) 3_655 .
C11 C6 C7 C12 -179.60(12) . .
C6 C6 C7 C12 1.0(2) 3_655 .
C6 C7 C8 C9 -0.2(2) . .
C12 C7 C8 C9 179.87(14) . .
C7 C8 C9 C10 -0.1(2) . .
C8 C9 C10 C11 0.1(2) . .
C9 C10 C11 C6 0.2(2) . .
C9 C10 C11 C13 178.90(14) . 3_655
C6 C6 C11 C10 178.99(14) 3_655 .
C7 C6 C11 C10 -0.43(19) . .
C6 C6 C11 C13 0.2(2) 3_655 3_655
C7 C6 C11 C13 -179.23(12) . 3_655
C8 C7 C12 C13 179.33(14) . .
C6 C7 C12 C13 -0.6(2) . .
C7 C12 C13 C11 -0.2(2) . 3_655
