#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:36:54 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179669 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/22/4512286.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_4512286
loop_
_publ_author_name
'Hu, Peng'
'Ma, Lin'
'Tan, Ke Jie'
'Jiang, Hui'
'Wei, Fengxia'
'Yu, Chuhuan'
'Goetz, Katelyn P.'
'Jurchescu, Oana D.'
'McNeil, L. E.'
'Gurzadyan, Gagik G.'
'Kloc, Christian'
_publ_section_title
;
 Solvent-Dependent Stoichiometry in
 Perylene--7,7,8,8-Tetracyanoquinodimethane Charge Transfer Compound
 Single Crystals
;
_journal_issue                   12
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              6376
_journal_paper_doi               10.1021/cg501206f
_journal_volume                  14
_journal_year                    2014
_chemical_formula_sum            'C72 H40 N4'
_chemical_formula_weight         961.1
_chemical_name_common            P3T1
_chemical_name_systematic
;
 Tetracyanoquinodimethane(perylene)2-perylene
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                66.456(1)
_cell_angle_beta                 66.295(3)
_cell_angle_gamma                89.225(4)
_cell_formula_units_Z            1
_cell_length_a                   10.411(3)
_cell_length_b                   10.862(1)
_cell_length_c                   12.574(2)
_cell_measurement_temperature    293
_cell_measurement_theta_max      25.03
_cell_measurement_theta_min      1.96
_cell_volume                     1175.1(4)
_computing_cell_refinement       unknown
_computing_data_collection       unknown
_computing_data_reduction        unknown
_computing_molecular_graphics    unknown
_computing_structure_solution    unknown
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 0.77
_diffrn_measured_fraction_theta_full 0.98
_diffrn_measured_fraction_theta_max 0.98
_diffrn_measurement_device       'four-cycle diffractometer'
_diffrn_measurement_device_type  'Bruker CCD'
_diffrn_measurement_method       'Single crystal XRD'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0225
_diffrn_reflns_av_sigmaI/netI    0.029
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8285
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         1.96
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_correction_T_min  0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
"'R.H. Blessing, Acta Crystallogr., Sect A 1995, 51, 33-38. '"
_exptl_crystal_density_diffrn    1.3577
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_gt    2.63
_refine_ls_goodness_of_fit_ref   2.52
_refine_ls_number_constraints    0
_refine_ls_number_parameters     343
_refine_ls_number_reflns         4090
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0795
_refine_ls_R_factor_gt           0.0496
_refine_ls_shift/su_max          0.0023
_refine_ls_shift/su_mean         0.0004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     w=1/(σ²(I)+0.0004I²)
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_gt          0.1154
_refine_ls_wR_factor_ref         0.1441
_reflns_number_gt                2548
_reflns_number_total             4090
_reflns_threshold_expression     I>3σ(I)
_cod_data_source_file            cg501206f_si_002.cif
_cod_data_source_block           (I)
_cod_depositor_comments
'Adding full bibliography for 4512285--4512286.cif.'
_cod_database_code               4512286
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -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_adp_type
_atom_site_U_iso_or_equiv
_atom_site_symmetry_multiplicity
_atom_site_occupancy
_atom_site_calc_flag
N1 N 0.0369(2) 0.8634(2) 0.0977(2) Uani 0.0706(14) 2 1 d
N2 N 0.1665(2) 0.9596(2) -0.3085(2) Uani 0.0711(13) 2 1 d
C36 C 0.5021(3) 0.6433(2) 0.4691(2) Uani 0.0489(12) 2 1 d
C1 C 0.3304(2) 0.7129(3) 0.1927(3) Uani 0.0665(17) 2 1 d
C2 C 0.0518(3) 0.8281(2) 0.0194(2) Uani 0.0487(13) 2 1 d
C3 C 0.1138(3) 0.5216(3) 0.5827(2) Uani 0.0634(15) 2 1 d
C4 C 0.4975(3) 0.7792(2) 0.4400(2) Uani 0.0650(15) 2 1 d
C5 C 0.2965(2) 0.5159(2) 0.1561(2) Uani 0.0435(12) 2 1 d
C6 C 0.3744(2) 0.7980(3) 0.0663(3) Uani 0.0606(16) 2 1 d
C7 C 0.3434(2) 0.6031(2) 0.0230(2) Uani 0.0405(12) 2 1 d
C8 C 0.1112(3) 0.3868(3) 0.6144(2) Uani 0.0672(16) 2 1 d
C9 C 0.2644(2) 0.3167(2) 0.1124(2) Uani 0.0459(13) 2 1 d
C10 C 0.2821(2) 0.2058(3) -0.0578(3) Uani 0.0656(18) 2 1 d
C11 C 0.2920(2) 0.5725(3) 0.2382(2) Uani 0.0578(15) 2 1 d
C12 C 0.6335(3) 0.5867(2) 0.4489(2) Uani 0.0473(12) 2 1 d
C13 C 0.3139(2) 0.4035(2) -0.0208(2) Uani 0.0434(12) 2 1 d
C14 C 0.2547(2) 0.3689(2) 0.2018(2) Uani 0.0462(12) 2 1 d
C15 C 0.3528(2) 0.5507(2) -0.0666(2) Uani 0.0421(12) 2 1 d
C16 C 0.2061(2) 0.2783(2) 0.3293(2) Uani 0.0609(15) 2 1 d
C17 C 0.2238(2) 0.1740(3) 0.1582(3) Uani 0.0565(15) 2 1 d
C18 C 0.3709(2) 0.5554(2) 0.5167(2) Uani 0.0460(12) 2 1 d
C19 C 0.0349(2) 0.6415(2) -0.0386(2) Uani 0.0400(12) 2 1 d
C20 C 0.4354(2) 0.7801(2) -0.2374(2) Uani 0.0599(15) 2 1 d
C21 C 0.3216(2) 0.3453(2) -0.1031(2) Uani 0.0556(15) 2 1 d
C22 C 0.2466(3) 0.7482(2) 0.5063(2) Uani 0.0667(16) 2 1 d
C23 C 0.0683(2) 0.7784(2) -0.0742(2) Uani 0.0429(12) 2 1 d
C24 C 0.1222(2) 0.8785(2) -0.2048(3) Uani 0.0505(14) 2 1 d
C25 C 0.3816(2) 0.7463(2) -0.0219(2) Uani 0.0486(13) 2 1 d
C26 C 0.1743(2) 0.0871(3) 0.2898(3) Uani 0.0736(18) 2 1 d
C27 C 0.3991(2) 0.6408(2) -0.1940(2) Uani 0.0535(14) 2 1 d
C28 C 0.2331(2) 0.1223(3) 0.0702(3) Uani 0.0661(18) 2 1 d
C29 C 0.2430(3) 0.6094(3) 0.5362(2) Uani 0.0539(13) 2 1 d
C30 C 0.1656(2) 0.1386(3) 0.3739(3) Uani 0.0752(17) 2 1 d
C31 C 0.0505(2) 0.5892(2) -0.1301(2) Uani 0.0435(12) 2 1 d
C32 C 0.0174(2) 0.4548(2) -0.0936(2) Uani 0.0439(12) 2 1 d
C33 C 0.4272(2) 0.8330(2) -0.1532(2) Uani 0.0583(15) 2 1 d
C34 C 0.7643(2) 0.6680(2) 0.4012(2) Uani 0.0572(14) 2 1 d
C35 C 0.3722(3) 0.8320(3) 0.4613(2) Uani 0.0716(17) 2 1 d
H1c3 H 0.027601 0.558201 0.591611 Uani 0.076 2 1 d
H1c4 H 0.585276 0.840375 0.403139 Uani 0.078 2 1 d
H1c8 H 0.022538 0.328294 0.648144 Uani 0.0806 2 1 d
H1c22 H 0.160411 0.785366 0.517314 Uani 0.08 2 1 d
H1c34 H 0.768632 0.763893 0.378686 Uani 0.0687 2 1 d
H1c35 H 0.373329 0.926342 0.444662 Uani 0.0859 2 1 d
H1c26 H 0.146497 -0.009046 0.320152 Uani 0.0884 2 1 d
H1c30 H 0.131602 0.079216 0.463805 Uani 0.0902 2 1 d
H1c16 H 0.199855 0.312915 0.390219 Uani 0.073 2 1 d
H1c1 H 0.325615 0.749872 0.251666 Uani 0.0798 2 1 d
H1c11 H 0.262065 0.514369 0.327918 Uani 0.0694 2 1 d
H1c6 H 0.400774 0.894229 0.036782 Uani 0.0727 2 1 d
H1c31 H 0.085213 0.651204 -0.219404 Uani 0.0522 2 1 d
H1c32 H 0.029222 0.422867 -0.157445 Uani 0.0527 2 1 d
H1c10 H 0.28938 0.168019 -0.116837 Uani 0.0787 2 1 d
H1c21 H 0.355004 0.402915 -0.193316 Uani 0.0668 2 1 d
H1c27 H 0.406451 0.605849 -0.254934 Uani 0.0642 2 1 d
H1c20 H 0.466383 0.839716 -0.326869 Uani 0.0719 2 1 d
H1c33 H 0.452746 0.929609 -0.183834 Uani 0.07 2 1 d
H1c28 H 0.204394 0.026314 0.100509 Uani 0.0793 2 1 d
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.003 0.002 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
N 0.006 0.003 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
H 0.000 0.000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C4 C36 C12 . . 123.4(2) yes
C4 C36 C18 . . 117.4(2) yes
C12 C36 C18 . . 119.1(2) yes
C6 C1 C11 . . 121.0(3) yes
C6 C1 H1c1 . . 119.00 yes
C11 C1 H1c1 . . 120.00 yes
N1 C2 C23 . . 177.6(2) yes
C8 C3 C29 . . 120.6(2) yes
C8 C3 H1c3 . . 120.00 yes
C29 C3 H1c3 . . 120.00 yes
C36 C4 C35 . . 123.2(2) yes
C36 C4 H1c4 . . 118.00 yes
C35 C4 H1c4 . . 118.00 yes
C7 C5 C11 . . 118.9(2) yes
C7 C5 C14 . . 118.9(3) yes
C11 C5 C14 . . 122.2(2) yes
C1 C6 C25 . . 120.5(3) yes
C1 C6 H1c6 . . 120.00 yes
C25 C6 H1c6 . . 120.00 yes
C5 C7 C15 . . 121.6(2) yes
C5 C7 C25 . . 119.4(3) yes
C15 C7 C25 . . 119.1(2) yes
C3 C8 C34 . 2_666 120.7(2) yes
C3 C8 H1c8 . . 120.00 yes
C34 C8 H1c8 2_666 . 119.6(3) yes
C13 C9 C14 . . 121.5(2) yes
C13 C9 C17 . . 119.7(3) yes
C14 C9 C17 . . 118.7(2) yes
C21 C10 C28 . . 120.1(3) yes
C21 C10 H1c10 . . 120.00 yes
C28 C10 H1c10 . . 120.00 yes
C1 C11 C5 . . 121.0(2) yes
C1 C11 H1c11 . . 119.00 yes
C5 C11 H1c11 . . 120.00 yes
C36 C12 C18 . 2_666 120.1(2) yes
C36 C12 C34 . . 121.5(2) yes
C18 C12 C34 2_666 . 118.4(2) yes
C9 C13 C15 . . 119.2(3) yes
C9 C13 C21 . . 118.5(2) yes
C15 C13 C21 . . 122.3(2) yes
C5 C14 C9 . . 119.5(2) yes
C5 C14 C16 . . 122.4(3) yes
C9 C14 C16 . . 118.1(2) yes
C7 C15 C13 . . 119.2(2) yes
C7 C15 C27 . . 118.5(2) yes
C13 C15 C27 . . 122.2(3) yes
C14 C16 C30 . . 122.9(3) yes
C14 C16 H1c16 . . 119.00 yes
C30 C16 H1c16 . . 119.00 yes
C9 C17 C26 . . 120.3(3) yes
C9 C17 C28 . . 118.8(2) yes
C26 C17 C28 . . 120.9(3) yes
C36 C18 C12 . 2_666 120.7(2) yes
C36 C18 C29 . . 119.6(2) yes
C12 C18 C29 2_666 . 119.6(2) yes
C23 C19 C31 . . 122.1(2) yes
C23 C19 C32 . 2_565 120.6(3) yes
C31 C19 C32 . 2_565 117.4(2) yes
C27 C20 C33 . . 120.3(2) yes
C27 C20 H1c20 . . 120.00 yes
C33 C20 H1c20 . . 120.00 yes
C10 C21 C13 . . 121.6(2) yes
C10 C21 H1c21 . . 119.00 yes
C13 C21 H1c21 . . 119.00 yes
C29 C22 C35 . . 120.6(3) yes
C29 C22 H1c22 . . 120.00 yes
C35 C22 H1c22 . . 120.00 yes
C2 C23 C19 . . 121.0(2) yes
C2 C23 C24 . . 116.3(2) yes
C19 C23 C24 . . 122.8(3) yes
N2 C24 C23 . . 178.9(4) yes
C6 C25 C7 . . 119.1(2) yes
C6 C25 C33 . . 121.2(2) yes
C7 C25 C33 . . 119.7(3) yes
C17 C26 C30 . . 120.2(3) yes
C17 C26 H1c26 . . 120.00 yes
C30 C26 H1c26 . . 120.00 yes
C15 C27 C20 . . 122.3(3) yes
C15 C27 H1c27 . . 119.00 yes
C20 C27 H1c27 . . 119.00 yes
C10 C28 C17 . . 121.3(3) yes
C10 C28 H1c28 . . 119.00 yes
C17 C28 H1c28 . . 119.00 yes
C3 C29 C18 . . 119.1(2) yes
C3 C29 C22 . . 121.2(3) yes
C18 C29 C22 . . 119.7(2) yes
C16 C30 C26 . . 119.7(2) yes
C16 C30 H1c30 . . 120.00 yes
C26 C30 H1c30 . . 120.00 yes
C19 C31 C32 . . 121.36(19) yes
C19 C31 H1c31 . . 119.00 yes
C32 C31 H1c31 . . 119.00 yes
C19 C32 C31 2_565 . 121.3(3) yes
C19 C32 H1c32 2_565 . 119.00 yes
C31 C32 H1c32 . . 119.00 yes
C20 C33 C25 . . 120.1(2) yes
C20 C33 H1c33 . . 120.00 yes
C25 C33 H1c33 . . 120.00 yes
C8 C34 C12 2_666 . 121.4(2) yes
C8 C34 H1c34 2_666 . 119.3(2) yes
C12 C34 H1c34 . . 119.00 yes
C4 C35 C22 . . 119.5(3) yes
C4 C35 H1c35 . . 120.00 yes
C22 C35 H1c35 . . 120.00 yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C2 . 1.148(5) yes
N2 C24 . 1.139(3) yes
C36 C4 . 1.377(4) yes
C36 C12 . 1.463(4) yes
C36 C18 . 1.435(4) yes
C1 C6 . 1.358(4) yes
C1 C11 . 1.395(4) yes
C1 H1c1 . 0.9600 yes
C2 C23 . 1.431(5) yes
C3 C8 . 1.352(4) yes
C3 C29 . 1.420(4) yes
C3 H1c3 . 0.9600 yes
C4 C35 . 1.387(4) yes
C4 H1c4 . 0.9600 yes
C5 C7 . 1.423(3) yes
C5 C11 . 1.383(5) yes
C5 C14 . 1.468(4) yes
C6 C25 . 1.407(5) yes
C6 H1c6 . 0.9600 yes
C7 C15 . 1.422(4) yes
C7 C25 . 1.425(3) yes
C8 C34 2_666 1.394(4) yes
C8 H1c8 . 0.9600 yes
C9 C13 . 1.420(3) yes
C9 C14 . 1.418(5) yes
C9 C17 . 1.422(4) yes
C10 C21 . 1.389(4) yes
C10 C28 . 1.364(4) yes
C10 H1c10 . 0.9600 yes
C11 H1c11 . 0.9600 yes
C12 C18 2_666 1.422(4) yes
C12 C34 . 1.396(4) yes
C13 C15 . 1.466(3) yes
C13 C21 . 1.388(5) yes
C14 C16 . 1.377(3) yes
C15 C27 . 1.377(3) yes
C16 C30 . 1.393(4) yes
C16 H1c16 . 0.9600 yes
C17 C26 . 1.405(4) yes
C17 C28 . 1.399(5) yes
C18 C29 . 1.417(4) yes
C19 C23 . 1.375(3) yes
C19 C31 . 1.429(4) yes
C19 C32 2_565 1.432(3) yes
C20 C27 . 1.386(3) yes
C20 C33 . 1.367(5) yes
C20 H1c20 . 0.9600 yes
C21 H1c21 . 0.9600 yes
C22 C29 . 1.398(4) yes
C22 C35 . 1.373(4) yes
C22 H1c22 . 0.9600 yes
C23 C24 . 1.429(3) yes
C25 C33 . 1.407(3) yes
C26 C30 . 1.355(5) yes
C26 H1c26 . 0.9600 yes
C27 H1c27 . 0.9600 yes
C28 H1c28 . 0.9600 yes
C30 H1c30 . 0.9600 yes
C31 C32 . 1.346(3) yes
C31 H1c31 . 0.96000 yes
C32 H1c32 . 0.9600 yes
C33 H1c33 . 0.9600 yes
C34 H1c34 . 0.9600 yes
C35 H1c35 . 0.9600 yes
