#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/77/2007751.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2007751
loop_
_publ_author_name
'Kuribayashi, Miki'
'Hori, Kayako'
_publ_section_title
;
 4-Cyano-4'-octylbiphenyl
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1475
_journal_page_last               1477
_journal_paper_doi               10.1107/S0108270198005952
_journal_volume                  54
_journal_year                    1998
_chemical_formula_moiety         'C21 H25 N'
_chemical_formula_sum            'C21 H25 N'
_chemical_formula_weight         291.42
_chemical_melting_point          294
_chemical_name_common            8CB
_chemical_name_systematic
;
4'-octyl-4-cyanobiphenyl
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 102.345(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.939(3)
_cell_length_b                   6.078(4)
_cell_length_c                   19.740(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    240
_cell_measurement_theta_max      29
_cell_measurement_theta_min      27
_cell_volume                     1750.9(12)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;
MSC/AFC Diffractometer Control Software (Molecular
Structure Corporation, 1992a)
;
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1992b)'
_computing_molecular_graphics    TEXSAN
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1985)'
_diffrn_ambient_temperature      240
_diffrn_measurement_device       'Rigaku AFC-7R'
_diffrn_measurement_method       2θ-ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus rotating anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.086
_diffrn_reflns_av_sigmaI/netI    0.0120
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            2706
_diffrn_reflns_theta_max         60
_diffrn_reflns_theta_min         3.38
_diffrn_standards_decay_%        -0.22
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.475
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.106
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.192
_refine_diff_density_min         -0.184
_refine_ls_extinction_coef       0.0028(6)
_refine_ls_extinction_method     SHELXL93
_refine_ls_goodness_of_fit_all   1.041
_refine_ls_goodness_of_fit_obs   1.058
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         2595
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_restrained_S_obs      1.058
_refine_ls_R_factor_all          0.057
_refine_ls_R_factor_obs          0.049
_refine_ls_shift/esd_max         0.062
_refine_ls_shift/esd_mean        0.010
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.1034P)²+0.2489P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.153
_refine_ls_wR_factor_obs         0.144
_reflns_number_observed          2224
_reflns_number_total             2595
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            oa1062.cif
_cod_data_source_block           oa1062
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w =
1/[\s^2^(Fo^2^)+(0.1034P)^2^+0.2489P] where P = (Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(Fo^2^)+(0.1034P)^2^+0.2489P] where P = (Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1750.9(11)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2007751
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
N1 0.21275(12) 0.7859(3) 0.26925(8) 0.0677(5) Uani d . 1 . N
C1 0.19788(11) 0.7907(3) 0.20996(9) 0.0501(4) Uani d . 1 . C
C2 0.17610(10) 0.7938(3) 0.13513(7) 0.0426(4) Uani d . 1 . C
C3 0.13930(10) 0.9831(3) 0.10032(8) 0.0450(4) Uani d . 1 . C
H3 0.13266(10) 1.1103(3) 0.12499(8) 0.054 Uiso calc R 1 . H
C4 0.11272(10) 0.9808(3) 0.02888(8) 0.0432(4) Uani d . 1 . C
H4 0.08888(10) 1.1082(3) 0.00577(8) 0.052 Uiso calc R 1 . H
C5 0.12085(9) 0.7914(2) -0.00942(7) 0.0386(4) Uani d . 1 . C
C6 0.16093(10) 0.6063(2) 0.02676(7) 0.0435(4) Uani d . 1 . C
H6 0.16921(10) 0.4801(2) 0.00215(7) 0.052 Uiso calc R 1 . H
C7 0.18850(10) 0.6058(3) 0.09800(8) 0.0448(4) Uani d . 1 . C
H7 0.21517(10) 0.4809(3) 0.12105(8) 0.054 Uiso calc R 1 . H
C8 0.08347(9) 0.7836(2) -0.08537(7) 0.0395(4) Uani d . 1 . C
C9 0.08813(10) 0.9629(3) -0.12832(8) 0.0455(4) Uani d . 1 . C
H9 0.11796(10) 1.0903(3) -0.10956(8) 0.055 Uiso calc R 1 . H
C10 0.04915(11) 0.9548(3) -0.19841(8) 0.0481(4) Uani d . 1 . C
H10 0.05381(11) 1.0770(3) -0.22582(8) 0.058 Uiso calc R 1 . H
C11 0.00319(10) 0.7693(3) -0.22903(8) 0.0440(4) Uani d . 1 . C
C12 -0.00144(11) 0.5903(3) -0.18589(8) 0.0482(4) Uani d . 1 . C
H12 -0.03191(11) 0.4636(3) -0.20463(8) 0.058 Uiso calc R 1 . H
C13 0.03810(10) 0.5962(3) -0.11593(8) 0.0449(4) Uani d . 1 . C
H13 0.03441(10) 0.4731(3) -0.08871(8) 0.054 Uiso calc R 1 . H
C14 -0.04314(12) 0.7668(3) -0.30504(8) 0.0534(4) Uani d . 1 . C
H14A -0.10617(12) 0.8137(3) -0.30934(8) 0.064 Uiso calc R 1 . H
H14B -0.01318(12) 0.8746(3) -0.32887(8) 0.064 Uiso calc R 1 . H
C15 -0.04336(13) 0.5487(3) -0.34177(8) 0.0582(5) Uani d . 1 . C
H15A -0.07226(13) 0.4397(3) -0.31761(8) 0.070 Uiso calc R 1 . H
H15B 0.01960(13) 0.5031(3) -0.33872(8) 0.070 Uiso calc R 1 . H
C16 -0.09214(11) 0.5505(3) -0.41745(8) 0.0533(5) Uani d . 1 . C
H16A -0.15460(11) 0.6004(3) -0.42077(8) 0.064 Uiso calc R 1 . H
H16B -0.06198(11) 0.6555(3) -0.44208(8) 0.064 Uiso calc R 1 . H
C17 -0.09432(12) 0.3286(3) -0.45280(8) 0.0592(5) Uani d . 1 . C
H17A -0.03178(12) 0.2825(3) -0.45132(8) 0.071 Uiso calc R 1 . H
H17B -0.12147(12) 0.2222(3) -0.42655(8) 0.071 Uiso calc R 1 . H
C18 -0.14666(11) 0.3234(3) -0.52734(8) 0.0557(5) Uani d . 1 . C
H18A -0.20957(11) 0.3662(3) -0.52869(8) 0.067 Uiso calc R 1 . H
H18B -0.12045(11) 0.4323(3) -0.55334(8) 0.067 Uiso calc R 1 . H
C19 -0.14705(12) 0.1036(3) -0.56318(9) 0.0574(5) Uani d . 1 . C
H19A -0.08421(12) 0.0625(3) -0.56283(9) 0.069 Uiso calc R 1 . H
H19B -0.17186(12) -0.0060(3) -0.53655(9) 0.069 Uiso calc R 1 . H
C20 -0.20089(14) 0.0968(4) -0.63674(10) 0.0710(6) Uani d . 1 . C
H20A -0.17483(14) 0.2027(4) -0.66382(10) 0.085 Uiso calc R 1 . H
H20B -0.26331(14) 0.1422(4) -0.63738(10) 0.085 Uiso calc R 1 . H
C21 -0.2032(2) -0.1250(4) -0.67113(11) 0.0843(7) Uani d . 1 . C
H21A -0.2387(2) -0.1157(4) -0.71771(11) 0.126 Uiso calc R 1 . H
H21B -0.2305(2) -0.2307(4) -0.64556(11) 0.126 Uiso calc R 1 . H
H21C -0.1419(2) -0.1701(4) -0.67204(11) 0.126 Uiso calc R 1 . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 '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_publ_flag
N1 C1 C2 178.1(2) ?
C7 C2 C3 120.13(14) ?
C7 C2 C1 120.13(14) ?
C3 C2 C1 119.70(14) ?
C4 C3 C2 119.53(14) ?
C3 C4 C5 121.45(14) ?
C4 C5 C6 117.67(14) yes
C4 C5 C8 121.04(13) ?
C6 C5 C8 121.21(13) ?
C7 C6 C5 121.69(14) ?
C6 C7 C2 119.43(14) ?
C9 C8 C13 117.32(14) yes
C9 C8 C5 122.22(13) ?
C13 C8 C5 120.39(13) ?
C10 C9 C8 121.11(14) ?
C9 C10 C11 121.83(14) ?
C10 C11 C12 116.91(14) yes
C10 C11 C14 121.24(14) ?
C12 C11 C14 121.79(14) ?
C13 C12 C11 121.62(14) ?
C12 C13 C8 121.21(14) ?
C15 C14 C11 116.02(14) ?
C14 C15 C16 114.73(15) ?
C17 C16 C15 113.96(14) ?
C18 C17 C16 115.0(2) ?
C19 C18 C17 115.1(2) ?
C20 C19 C18 115.1(2) ?
C19 C20 C21 114.6(2) ?
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 C1 . 1.144(2) yes
C1 C2 . 1.443(2) yes
C2 C7 . 1.391(2) ?
C2 C3 . 1.391(2) ?
C3 C4 . 1.381(2) ?
C4 C5 . 1.397(2) ?
C5 C6 . 1.397(2) ?
C5 C8 . 1.485(2) ?
C6 C7 . 1.378(2) ?
C8 C9 . 1.392(2) ?
C8 C13 . 1.395(2) ?
C9 C10 . 1.382(2) ?
C10 C11 . 1.390(2) ?
C11 C12 . 1.393(2) ?
C11 C14 . 1.512(2) ?
C12 C13 . 1.382(2) ?
C14 C15 . 1.510(3) ?
C15 C16 . 1.516(2) ?
C16 C17 . 1.515(3) ?
C17 C18 . 1.512(2) ?
C18 C19 . 1.511(3) ?
C19 C20 . 1.503(2) ?
C20 C21 . 1.506(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 94149
