#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/52/1505215.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_1505215
loop_
_publ_author_name
'Briseno, Alejandro L.'
'Mannsfeld, Stefan C. B.'
'Reese, Colin'
'Hancock, Jessica M.'
'Xiong, Yujie'
'Jenekhe, Samson A.'
'Bao, Zhenan'
'Xia, Younan'
_publ_section_title
;
 Perylenediimide nanowires and their use in fabricating field-effect
 transistors and complementary inverters.
;
_journal_issue                   9
_journal_name_full               'Nano letters'
_journal_page_first              2847
_journal_page_last               2853
_journal_paper_doi               10.1021/nl071495u
_journal_volume                  7
_journal_year                    2007
_chemical_formula_moiety         'C40 H42 N2 O4'
_chemical_formula_sum            'C40 H42 N2 O4'
_chemical_formula_weight         614.76
_chemical_name_common            Alexf002
_chemical_name_systematic        Alex002
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                85.993(9)
_cell_angle_beta                 88.432(8)
_cell_angle_gamma                82.788(13)
_cell_formula_units_Z            1
_cell_length_a                   4.6757(9)
_cell_length_b                   8.5020(16)
_cell_length_c                   19.718(5)
_cell_measurement_reflns_used    151
_cell_measurement_temperature    130(2)
_cell_volume                     775.6(3)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       KappaCCD
_computing_data_reduction        'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'maXus, Zortep'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      130(2)
_diffrn_measured_fraction_theta_full 0.884
_diffrn_measured_fraction_theta_max 0.813
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.1651
_diffrn_reflns_av_sigmaI/netI    0.2997
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            3838
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_min         2.07
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.9941
_exptl_absorpt_correction_T_min  0.9518
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   HKL2000
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.59
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.013
_refine_diff_density_min         -0.007
_refine_diff_density_rms         0.002
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.930
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         2497
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.930
_refine_ls_R_factor_all          0.3145
_refine_ls_R_factor_gt           0.0910
_refine_ls_shift/su_max          0.040
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0300P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1549
_refine_ls_wR_factor_ref         0.2247
_reflns_number_gt                604
_reflns_number_total             2497
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            nl071495usi20070622_090901.cif
_cod_data_source_block           shelxl
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               1505215
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
O1 O 0.5021(8) 0.5234(5) 0.1050(2) 0.124(3) Uani 1 1 d .
O2 O 0.1718(10) 0.8704(6) 0.2632(3) 0.141(3) Uani 1 1 d .
N1 N 0.3417(10) 0.6991(7) 0.1826(4) 0.118(3) Uani 1 1 d .
C1 C 0.1587(15) 0.8278(9) 0.2057(4) 0.120(3) Uani 1 1 d .
C2 C 0.3360(15) 0.6422(8) 0.1194(5) 0.116(3) Uani 1 1 d .
C3 C 0.1182(13) 0.7223(7) 0.0713(4) 0.108(3) Uani 1 1 d .
C4 C -0.0731(14) 0.8476(7) 0.0920(4) 0.111(3) Uani 1 1 d .
C5 C -0.0567(13) 0.9032(7) 0.1564(5) 0.113(3) Uani 1 1 d .
C6 C -0.2459(13) 1.0303(7) 0.1762(3) 0.115(3) Uani 1 1 d .
H6 H -0.2330 1.0676 0.2202 0.138 Uiso 1 1 calc R
C7 C -0.4570(13) 1.1045(7) 0.1315(4) 0.114(3) Uani 1 1 d .
H7 H -0.5874 1.1907 0.1463 0.137 Uiso 1 1 calc R
C8 C -0.4822(12) 1.0568(7) 0.0668(4) 0.102(3) Uani 1 1 d .
C9 C -0.2854(14) 0.9247(7) 0.0470(4) 0.104(3) Uani 1 1 d .
C10 C -0.2931(12) 0.8698(7) -0.0199(4) 0.105(3) Uani 1 1 d .
C11 C -0.0984(13) 0.7420(7) -0.0372(4) 0.115(3) Uani 1 1 d .
H11 H -0.1066 0.7027 -0.0809 0.138 Uiso 1 1 calc R
C12 C 0.1090(13) 0.6698(7) 0.0079(4) 0.111(3) Uani 1 1 d .
H12 H 0.2440 0.5839 -0.0054 0.133 Uiso 1 1 calc R
C13 C 0.5530(13) 0.6143(8) 0.2320(4) 0.130(3) Uani 1 1 d .
H13A H 0.6052 0.6887 0.2647 0.156 Uiso 1 1 calc R
H13B H 0.7306 0.5715 0.2076 0.156 Uiso 1 1 calc R
C14 C 0.4153(14) 0.4780(8) 0.2699(3) 0.131(3) Uani 1 1 d .
H14A H 0.3259 0.4182 0.2366 0.157 Uiso 1 1 calc R
H14B H 0.2608 0.5230 0.3009 0.157 Uiso 1 1 calc R
C15 C 0.6382(14) 0.3620(8) 0.3119(4) 0.136(3) Uani 1 1 d .
H15A H 0.8019 0.3232 0.2820 0.164 Uiso 1 1 calc R
H15B H 0.7142 0.4183 0.3485 0.164 Uiso 1 1 calc R
C16 C 0.4937(13) 0.2214(9) 0.3429(3) 0.140(3) Uani 1 1 d .
H16A H 0.3989 0.1732 0.3066 0.168 Uiso 1 1 calc R
H16B H 0.3430 0.2598 0.3762 0.168 Uiso 1 1 calc R
C17 C 0.7138(14) 0.0942(9) 0.3788(4) 0.139(4) Uani 1 1 d .
H17A H 0.8722 0.0615 0.3464 0.167 Uiso 1 1 calc R
H17B H 0.7980 0.1401 0.4172 0.167 Uiso 1 1 calc R
C18 C 0.5738(14) -0.0506(10) 0.4050(3) 0.145(4) Uani 1 1 d .
H18A H 0.4721 -0.0892 0.3673 0.174 Uiso 1 1 calc R
H18B H 0.4285 -0.0192 0.4406 0.174 Uiso 1 1 calc R
C19 C 0.7898(16) -0.1851(10) 0.4344(4) 0.160(4) Uani 1 1 d .
H19A H 0.8918 -0.1473 0.4722 0.192 Uiso 1 1 calc R
H19B H 0.9349 -0.2176 0.3989 0.192 Uiso 1 1 calc R
C20 C 0.6400(15) -0.3283(10) 0.4603(3) 0.160(4) Uani 1 1 d .
H20A H 0.7850 -0.4156 0.4761 0.192 Uiso 1 1 calc R
H20B H 0.5310 -0.3625 0.4234 0.192 Uiso 1 1 calc R
H20C H 0.5080 -0.2986 0.4981 0.192 Uiso 1 1 calc R
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_3
C2 N1 C1 125.4(7) .
C2 N1 C13 117.8(6) .
C1 N1 C13 116.8(7) .
O2 C1 N1 122.0(7) .
O2 C1 C5 123.0(7) .
N1 C1 C5 115.0(7) .
O1 C2 N1 120.0(7) .
O1 C2 C3 122.1(8) .
N1 C2 C3 117.8(7) .
C12 C3 C4 121.4(7) .
C12 C3 C2 119.2(7) .
C4 C3 C2 119.3(8) .
C3 C4 C5 120.9(7) .
C3 C4 C9 120.1(8) .
C5 C4 C9 118.9(7) .
C6 C5 C4 120.5(7) .
C6 C5 C1 117.9(8) .
C4 C5 C1 121.6(7) .
C5 C6 C7 120.0(7) .
C5 C6 H6 120.0 .
C7 C6 H6 120.0 .
C8 C7 C6 122.3(6) .
C8 C7 H7 118.8 .
C6 C7 H7 118.8 .
C7 C8 C9 117.0(7) .
C7 C8 C10 123.1(7) 2_475
C9 C8 C10 119.8(7) 2_475
C4 C9 C8 121.1(8) .
C4 C9 C10 118.3(6) .
C8 C9 C10 120.6(7) .
C11 C10 C9 118.8(6) .
C11 C10 C8 121.5(8) 2_475
C9 C10 C8 119.6(6) 2_475
C10 C11 C12 121.5(7) .
C10 C11 H11 119.3 .
C12 C11 H11 119.3 .
C3 C12 C11 119.8(6) .
C3 C12 H12 120.1 .
C11 C12 H12 120.1 .
N1 C13 C14 108.6(5) .
N1 C13 H13A 110.0 .
C14 C13 H13A 110.0 .
N1 C13 H13B 110.0 .
C14 C13 H13B 110.0 .
H13A C13 H13B 108.3 .
C13 C14 C15 112.3(6) .
C13 C14 H14A 109.1 .
C15 C14 H14A 109.1 .
C13 C14 H14B 109.1 .
C15 C14 H14B 109.1 .
H14A C14 H14B 107.9 .
C16 C15 C14 109.6(5) .
C16 C15 H15A 109.7 .
C14 C15 H15A 109.7 .
C16 C15 H15B 109.7 .
C14 C15 H15B 109.7 .
H15A C15 H15B 108.2 .
C15 C16 C17 111.5(6) .
C15 C16 H16A 109.3 .
C17 C16 H16A 109.3 .
C15 C16 H16B 109.3 .
C17 C16 H16B 109.3 .
H16A C16 H16B 108.0 .
C18 C17 C16 111.4(6) .
C18 C17 H17A 109.3 .
C16 C17 H17A 109.3 .
C18 C17 H17B 109.3 .
C16 C17 H17B 109.3 .
H17A C17 H17B 108.0 .
C17 C18 C19 112.8(6) .
C17 C18 H18A 109.0 .
C19 C18 H18A 109.0 .
C17 C18 H18B 109.0 .
C19 C18 H18B 109.0 .
H18A C18 H18B 107.8 .
C18 C19 C20 111.2(7) .
C18 C19 H19A 109.4 .
C20 C19 H19A 109.4 .
C18 C19 H19B 109.4 .
C20 C19 H19B 109.4 .
H19A C19 H19B 108.0 .
C19 C20 H20A 109.5 .
C19 C20 H20B 109.5 .
H20A C20 H20B 109.5 .
C19 C20 H20C 109.5 .
H20A C20 H20C 109.5 .
H20B C20 H20C 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C2 1.239(7) .
O2 C1 1.220(7) .
N1 C2 1.371(8) .
N1 C1 1.396(8) .
N1 C13 1.490(7) .
C1 C5 1.475(9) .
C2 C3 1.479(8) .
C3 C12 1.360(8) .
C3 C4 1.379(8) .
C4 C5 1.392(8) .
C4 C9 1.416(8) .
C5 C6 1.380(7) .
C6 C7 1.401(7) .
C6 H6 0.9500 .
C7 C8 1.377(7) .
C7 H7 0.9500 .
C8 C9 1.429(7) .
C8 C10 1.469(8) 2_475
C9 C10 1.432(7) .
C10 C11 1.383(7) .
C10 C8 1.469(8) 2_475
C11 C12 1.389(7) .
C11 H11 0.9500 .
C12 H12 0.9500 .
C13 C14 1.535(9) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 C15 1.555(8) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 C16 1.529(8) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 C17 1.544(7) .
C16 H16A 0.9900 .
C16 H16B 0.9900 .
C17 C18 1.518(9) .
C17 H17A 0.9900 .
C17 H17B 0.9900 .
C18 C19 1.521(8) .
C18 H18A 0.9900 .
C18 H18B 0.9900 .
C19 C20 1.531(9) .
C19 H19A 0.9900 .
C19 H19B 0.9900 .
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
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
C2 N1 C1 O2 178.5(8) . .
C13 N1 C1 O2 0.7(11) . .
C2 N1 C1 C5 0.8(10) . .
C13 N1 C1 C5 -177.0(6) . .
C1 N1 C2 O1 -177.4(6) . .
C13 N1 C2 O1 0.4(10) . .
C1 N1 C2 C3 -0.3(10) . .
C13 N1 C2 C3 177.5(6) . .
O1 C2 C3 C12 -3.6(10) . .
N1 C2 C3 C12 179.3(6) . .
O1 C2 C3 C4 175.7(6) . .
N1 C2 C3 C4 -1.4(10) . .
C12 C3 C4 C5 -178.2(6) . .
C2 C3 C4 C5 2.4(10) . .
C12 C3 C4 C9 0.0(10) . .
C2 C3 C4 C9 -179.3(5) . .
C3 C4 C5 C6 178.9(6) . .
C9 C4 C5 C6 0.6(9) . .
C3 C4 C5 C1 -1.9(10) . .
C9 C4 C5 C1 179.8(6) . .
O2 C1 C5 C6 1.8(11) . .
N1 C1 C5 C6 179.5(6) . .
O2 C1 C5 C4 -177.4(7) . .
N1 C1 C5 C4 0.3(10) . .
C4 C5 C6 C7 0.1(9) . .
C1 C5 C6 C7 -179.1(6) . .
C5 C6 C7 C8 -1.0(10) . .
C6 C7 C8 C9 1.2(9) . .
C6 C7 C8 C10 178.3(5) . 2_475
C3 C4 C9 C8 -178.7(6) . .
C5 C4 C9 C8 -0.4(9) . .
C3 C4 C9 C10 -0.5(9) . .
C5 C4 C9 C10 177.8(6) . .
C7 C8 C9 C4 -0.5(9) . .
C10 C8 C9 C4 -177.7(5) 2_475 .
C7 C8 C9 C10 -178.6(6) . .
C10 C8 C9 C10 4.2(9) 2_475 .
C4 C9 C10 C11 1.5(8) . .
C8 C9 C10 C11 179.8(5) . .
C4 C9 C10 C8 177.6(5) . 2_475
C8 C9 C10 C8 -4.2(9) . 2_475
C9 C10 C11 C12 -2.2(9) . .
C8 C10 C11 C12 -178.2(5) 2_475 .
C4 C3 C12 C11 -0.6(10) . .
C2 C3 C12 C11 178.7(6) . .
C10 C11 C12 C3 1.7(10) . .
C2 N1 C13 C14 -86.8(8) . .
C1 N1 C13 C14 91.2(7) . .
N1 C13 C14 C15 168.5(5) . .
C13 C14 C15 C16 -174.8(6) . .
C14 C15 C16 C17 174.0(5) . .
C15 C16 C17 C18 -175.8(7) . .
C16 C17 C18 C19 174.3(5) . .
C17 C18 C19 C20 179.9(6) . .
