#------------------------------------------------------------------------------
#$Date: 2015-01-27 21:58:39 +0200 (Tue, 27 Jan 2015) $
#$Revision: 130149 $
#$URL: svn://www.crystallography.net/cod/cif/4/00/04/4000471.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_4000471
loop_
_publ_author_name
'Salem Wakim'
'Jimmy Bouchard'
'Michel Simard'
'Nicolas Drolet'
'Ye Tao'
'Mario Leclerc'
_publ_section_title
;
Organic Micro-Electronics : Design, Synthesis, and Characterizaton of Ladder
Oligo(para-aniline)s
;
_journal_name_full               'Chemistry of Materials'
_journal_paper_doi               10.1021/cm049786g
_journal_year                    2004
_chemical_formula_moiety         'C36 H48 N2'
_chemical_formula_sum            'C36 H48 N2'
_chemical_formula_weight         508.76
_chemical_melting_point          151
_chemical_name_systematic
;
 5,11-dioctyl-6,12-dimethylindolo[3,2-b]carbazole
;
_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                96.841(4)
_cell_angle_beta                 92.152(4)
_cell_angle_gamma                102.594(4)
_cell_formula_units_Z            1
_cell_length_a                   5.3266(4)
_cell_length_b                   9.5576(6)
_cell_length_c                   15.3294(9)
_cell_measurement_reflns_used    4839
_cell_measurement_temperature    220(2)
_cell_measurement_theta_max      127.6
_cell_measurement_theta_min      5.8
_cell_volume                     754.59(9)
_diffrn_ambient_temperature      220(2)
_diffrn_detector_area_resol_mean 5.5
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_device_type  'Bruker AXS SMART 2K/Platform'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0717
_diffrn_reflns_av_sigmaI/netI    0.0449
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9563
_diffrn_reflns_theta_full        63.96
_diffrn_reflns_theta_max         63.96
_diffrn_reflns_theta_min         2.91
_diffrn_standards_decay_%        0.06
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  'see text'
_diffrn_standards_number         47
_exptl_absorpt_coefficient_mu    0.479
_exptl_absorpt_correction_T_max  0.9929
_exptl_absorpt_correction_T_min  0.7460
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.120
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       plate
_exptl_crystal_F_000             278
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.02
_refine_ls_extinction_coef       'not refined'
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.936
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2412
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.936
_refine_ls_R_factor_all          0.1160
_refine_ls_R_factor_gt           0.0871
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1616P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2037
_refine_ls_wR_factor_ref         0.2251
_reflns_number_gt                1469
_reflns_number_total             2412
_reflns_threshold_expression     >2sigma(I)
_cod_database_code               4000471
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
N N 0.3099(4) 0.4078(3) 0.37463(13) 0.0768(7) Uani 1 1 d . . .
C1 C 0.2972(6) 0.1567(4) 0.3064(2) 0.0933(10) Uani 1 1 d . . .
H1 H 0.4401 0.1830 0.2729 0.112 Uiso 1 1 calc R . .
C2 C 0.1682(7) 0.0146(4) 0.3023(2) 0.1047(10) Uani 1 1 d . . .
H2 H 0.2235 -0.0575 0.2658 0.126 Uiso 1 1 calc R . .
C3 C -0.0452(7) -0.0232(4) 0.3522(2) 0.1032(10) Uani 1 1 d . . .
H3 H -0.1337 -0.1205 0.3481 0.124 Uiso 1 1 calc R . .
C4 C -0.1265(6) 0.0796(4) 0.4066(2) 0.0905(9) Uani 1 1 d . . .
H4 H -0.2715 0.0525 0.4391 0.109 Uiso 1 1 calc R . .
C5 C 0.0036(5) 0.2242(3) 0.41447(17) 0.0759(8) Uani 1 1 d . . .
C6 C 0.2116(5) 0.2601(4) 0.36108(17) 0.0779(8) Uani 1 1 d . . .
C7 C 0.1693(4) 0.4710(3) 0.43747(15) 0.0704(8) Uani 1 1 d . . .
C8 C -0.0217(5) 0.3567(3) 0.46486(16) 0.0713(8) Uani 1 1 d . . .
C9 C -0.1918(4) 0.3846(3) 0.52971(16) 0.0716(8) Uani 1 1 d . . .
C10 C -0.3740(5) 0.2580(3) 0.56051(18) 0.0878(9) Uani 1 1 d . . .
H10A H -0.4215 0.2861 0.6194 0.132 Uiso 1 1 calc R . .
H10B H -0.2898 0.1778 0.5610 0.132 Uiso 1 1 calc R . .
H10C H -0.5277 0.2289 0.5208 0.132 Uiso 1 1 calc R . .
C11 C 0.5496(5) 0.4727(3) 0.33651(16) 0.0794(8) Uani 1 1 d . . .
H11A H 0.6612 0.4034 0.3326 0.095 Uiso 1 1 calc R . .
H11B H 0.6392 0.5584 0.3763 0.095 Uiso 1 1 calc R . .
C12 C 0.5106(5) 0.5163(3) 0.24578(16) 0.0793(8) Uani 1 1 d . . .
H12A H 0.4107 0.5914 0.2499 0.095 Uiso 1 1 calc R . .
H12B H 0.4116 0.4325 0.2064 0.095 Uiso 1 1 calc R . .
C13 C 0.7657(5) 0.5730(3) 0.20705(16) 0.0764(8) Uani 1 1 d . . .
H13A H 0.8697 0.6508 0.2494 0.092 Uiso 1 1 calc R . .
H13B H 0.8586 0.4949 0.1993 0.092 Uiso 1 1 calc R . .
C14 C 0.7427(5) 0.6298(3) 0.11965(16) 0.0815(8) Uani 1 1 d . . .
H14A H 0.6406 0.5517 0.0770 0.098 Uiso 1 1 calc R . .
H14B H 0.6481 0.7072 0.1272 0.098 Uiso 1 1 calc R . .
C15 C 0.9955(5) 0.6872(3) 0.08221(16) 0.0789(8) Uani 1 1 d . . .
H15A H 1.0894 0.6096 0.0746 0.095 Uiso 1 1 calc R . .
H15B H 1.0978 0.7647 0.1252 0.095 Uiso 1 1 calc R . .
C16 C 0.9761(5) 0.7452(3) -0.00494(18) 0.0807(8) Uani 1 1 d . . .
H16A H 0.8853 0.6659 -0.0491 0.097 Uiso 1 1 calc R . .
H16B H 0.8715 0.8180 0.0014 0.097 Uiso 1 1 calc R . .
C17 C 1.2297(6) 0.8119(4) -0.0384(2) 0.0998(10) Uani 1 1 d . . .
H17A H 1.3318 0.7381 -0.0468 0.120 Uiso 1 1 calc R . .
H17B H 1.3234 0.8887 0.0068 0.120 Uiso 1 1 calc R . .
C18 C 1.2101(7) 0.8743(4) -0.1231(2) 0.1175(12) Uani 1 1 d . . .
H18A H 1.1314 0.7976 -0.1697 0.176 Uiso 1 1 calc R . .
H18B H 1.3811 0.9201 -0.1382 0.176 Uiso 1 1 calc R . .
H18C H 1.1051 0.9455 -0.1162 0.176 Uiso 1 1 calc R . .
