#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/82/2008211.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_2008211
loop_
_publ_author_name
'Gupta, Sakuntala'
'Bhattacharyya, Kinkini'
'SenGupta, S.P.'
'Paul, Sukla'
'Alajos, Kalman'
'Laszlo, Parkanyi'
_publ_section_title
;
 A mesogenic alkenyl compound
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              403
_journal_page_last               405
_journal_paper_doi               10.1107/S0108270198013791
_journal_volume                  55
_journal_year                    1999
_chemical_formula_sum            'C16 H25 N'
_chemical_formula_weight         231.37
_chemical_melting_point          373.15
_chemical_name_common            1D1CC
_chemical_name_systematic
;
 4'-propen-1-ylbicyclohexyl-4-carbonitrile
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                91.720(10)
_cell_angle_beta                 96.560(10)
_cell_angle_gamma                97.270(10)
_cell_formula_units_Z            2
_cell_length_a                   6.8340(10)
_cell_length_b                   9.6720(10)
_cell_length_c                   11.3170(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      13.91
_cell_measurement_theta_min      12.10
_cell_volume                     736.41(15)
_computing_cell_refinement       'CAD-4 Express'
_computing_data_collection       'CAD-4 Express (Enraf-Nonius, 1994)'
_computing_data_reduction        'XCAD-4 (Harms & Wocaldo, 1996)'
_computing_molecular_graphics    'ZORTEP (Zsolnai & Huttner, 1994)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS93 (Sheldrick, 1993)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Enraf-Nonius CAD4'
_diffrn_measurement_method       ω/θ
_diffrn_radiation_monochromator  Graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0105
_diffrn_reflns_av_sigmaI/netI    0.0237
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_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            7587
_diffrn_reflns_theta_max         28.02
_diffrn_reflns_theta_min         2.73
_diffrn_standards_decay_%        4
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.060
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.914
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.043
_exptl_crystal_density_meas      ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             256
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.14
_refine_diff_density_min         -0.12
_refine_ls_extinction_coef       0.045(8)
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997)'
_refine_ls_goodness_of_fit_all   1.030
_refine_ls_goodness_of_fit_obs   1.307
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         3532
_refine_ls_number_restraints     16
_refine_ls_restrained_S_all      1.028
_refine_ls_restrained_S_obs      1.302
_refine_ls_R_factor_all          0.0882
_refine_ls_R_factor_obs          0.0445
_refine_ls_shift/esd_max         -0.034
_refine_ls_shift/esd_mean        0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0843P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1511
_refine_ls_wR_factor_obs         0.1376
_reflns_number_observed          1885
_reflns_number_total             3532
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            bm1266.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_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_chemical_melting_point' value '100\%' was changed to '373.15' - it
was converted from degrees Celsius(C) to Kelvins(K).

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_chemical_melting_point' value '100\%' was changed to '373.15' - it
was converted from degrees Celsius(C) to Kelvins(K).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0843P)^2^] 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^)+(0.0843P)^2^]
where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               2008211
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
C1 0.2562(2) 1.1287(2) 1.00248(12) 0.0874(5) Uani d . 1 . C
H1A 0.3753(8) 1.1917(9) 1.0265(3) 0.131 Uiso calc R 1 . H
H1B 0.2563(16) 1.0473(2) 1.04898(15) 0.131 Uiso calc R 1 . H
H1C 0.1426(8) 1.1740(10) 1.0147(2) 0.131 Uiso calc R 1 . H
C2 0.2477(2) 1.08684(14) 0.87404(11) 0.0700(4) Uani d . 1 . C
H2 0.2513(2) 1.16072(14) 0.81923(11) 0.084 Uiso d R 1 . H
C3 0.2393(2) 0.96140(15) 0.82860(12) 0.0735(4) Uani d . 1 . C
H3 0.2351(2) 0.88774(15) 0.88362(12) 0.088 Uiso d R 1 . H
C4 0.2337(2) 0.91792(13) 0.70019(11) 0.0649(3) Uani d U 1 . C
H4 0.2493(2) 1.00178(13) 0.65703(11) 0.078 Uiso d R 1 . H
C5 0.0349(2) 0.83352(15) 0.64992(12) 0.0754(4) Uani d U 1 . C
H5A -0.0711(2) 0.88761(15) 0.65954(12) 0.090 Uiso d R 1 . H
H5B 0.0143(2) 0.75123(15) 0.69464(12) 0.090 Uiso d R 1 . H
C6 0.0303(2) 0.79037(14) 0.51964(12) 0.0715(4) Uani d U 1 . C
H6A -0.0947(2) 0.73543(14) 0.49256(12) 0.086 Uiso d R 1 . H
H6B 0.0404(2) 0.87277(14) 0.47433(12) 0.086 Uiso d R 1 . H
C7 0.1987(2) 0.70767(12) 0.49704(10) 0.0606(3) Uani d U 1 . C
H7 0.1828(2) 0.62463(12) 0.54124(10) 0.073 Uiso d R 1 . H
C8 0.3975(2) 0.79119(14) 0.54878(11) 0.0696(4) Uani d . 1 . C
H8A 0.4196(2) 0.87333(14) 0.50403(11) 0.084 Uiso d R 1 . H
H8B 0.5029(2) 0.73637(14) 0.53943(11) 0.084 Uiso d R 1 . H
C9 0.4015(2) 0.83470(14) 0.67898(11) 0.0734(4) Uani d . 1 . C
H9A 0.3918(2) 0.75271(14) 0.72481(11) 0.088 Uiso d R 1 . H
H9B 0.5262(2) 0.89025(14) 0.70579(11) 0.088 Uiso d R 1 . H
C10 0.1869(2) 0.66032(11) 0.36544(10) 0.0591(3) Uani d U 1 . C
H10 0.0510(2) 0.62318(11) 0.34043(10) 0.071 Uiso d R 1 . H
C11 0.2393(2) 0.77836(12) 0.28305(11) 0.0683(4) Uani d U 1 . C
H11A 0.3764(2) 0.81561(12) 0.30353(11) 0.082 Uiso d R 1 . H
H11B 0.1604(2) 0.85186(12) 0.29488(11) 0.082 Uiso d R 1 . H
C12 0.2069(2) 0.72801(14) 0.15325(11) 0.0749(4) Uani d U 1 . C
H12A 0.2456(2) 0.80394(14) 0.10454(11) 0.090 Uiso d R 1 . H
H12B 0.0682(2) 0.69691(14) 0.13096(11) 0.090 Uiso d R 1 . H
C13 0.3246(2) 0.60845(13) 0.13161(11) 0.0658(4) Uani d U 1 . C
H13 0.4633(2) 0.64324(13) 0.14842(11) 0.079 Uiso d R 1 . H
C14 0.2785(2) 0.48996(12) 0.21439(11) 0.0711(4) Uani d U 1 . C
H14A 0.1427(2) 0.44915(12) 0.19477(11) 0.085 Uiso d R 1 . H
H14B 0.3618(2) 0.41898(12) 0.20327(11) 0.085 Uiso d R 1 . H
C15 0.3101(2) 0.54413(13) 0.34318(11) 0.0707(4) Uani d U 1 . C
H15A 0.2765(2) 0.46883(13) 0.39364(11) 0.085 Uiso d R 1 . H
H15B 0.4480(2) 0.57886(13) 0.36409(11) 0.085 Uiso d R 1 . H
C16 0.2865(2) 0.55988(15) 0.00636(14) 0.0725(4) Uani d U 1 . C
N17 0.2546(2) 0.52404(15) -0.09174(11) 0.0925(4) Uani d . 1 . N
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'
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
C2 C1 H1A 109.47(7) ?
C2 C1 H1B 109.47(8) ?
H1A C1 H1B 109.5 ?
C2 C1 H1C 109.47(7) ?
H1A C1 H1C 109.5 ?
H1B C1 H1C 109.5 ?
C3 C2 C1 126.86(13) yes
C3 C2 H2 116.48(9) ?
C1 C2 H2 116.64(8) ?
C2 C3 C4 127.51(13) yes
C2 C3 H3 116.27(9) ?
C4 C3 H3 116.22(7) ?
C3 C4 C9 112.04(10) ?
C3 C4 C5 112.42(10) ?
C9 C4 C5 109.22(10) ?
C3 C4 H4 106.97(7) ?
C9 C4 H4 108.37(7) ?
C5 C4 H4 107.62(7) ?
C6 C5 C4 112.07(10) ?
C6 C5 H5A 109.65(7) ?
C4 C5 H5A 109.53(7) ?
C6 C5 H5B 108.89(7) ?
C4 C5 H5B 108.63(7) ?
H5A C5 H5B 108.0 ?
C5 C6 C7 112.59(11) ?
C5 C6 H6A 109.30(7) ?
C7 C6 H6A 109.38(7) ?
C5 C6 H6B 108.71(7) ?
C7 C6 H6B 108.88(7) ?
H6A C6 H6B 107.9 ?
C6 C7 C10 111.79(10) ?
C6 C7 C8 109.27(10) ?
C10 C7 C8 114.69(9) ?
C6 C7 H7 107.20(7) ?
C10 C7 H7 106.79(6) ?
C8 C7 H7 106.69(7) ?
C9 C8 C7 112.52(10) ?
C9 C8 H8A 108.88(7) ?
C7 C8 H8A 108.40(7) ?
C9 C8 H8B 109.75(6) ?
C7 C8 H8B 109.26(6) ?
H8A C8 H8B 107.9 ?
C8 C9 C4 112.28(10) ?
C8 C9 H9A 108.96(7) ?
C4 C9 H9A 109.37(7) ?
C8 C9 H9B 109.14(7) ?
C4 C9 H9B 109.02(7) ?
H9A C9 H9B 108.0 ?
C15 C10 C11 108.62(10) ?
C15 C10 C7 113.96(10) ?
C11 C10 C7 114.13(9) ?
C15 C10 H10 106.43(7) ?
C11 C10 H10 106.45(7) ?
C7 C10 H10 106.67(6) ?
C12 C11 C10 111.82(10) ?
C12 C11 H11A 108.95(7) ?
C10 C11 H11A 108.72(7) ?
C12 C11 H11B 109.71(7) ?
C10 C11 H11B 109.60(6) ?
H11A C11 H11B 108.0 ?
C11 C12 C13 111.30(10) ?
C11 C12 H12A 109.47(7) ?
C13 C12 H12A 109.77(7) ?
C11 C12 H12B 109.14(7) ?
C13 C12 H12B 109.02(8) ?
H12A C12 H12B 108.1 ?
C16 C13 C12 110.01(11) yes
C16 C13 C14 111.60(10) yes
C12 C13 C14 111.29(10) ?
C16 C13 H13 107.86(7) ?
C12 C13 H13 107.93(8) ?
C14 C13 H13 107.99(7) ?
C15 C14 C13 110.59(10) ?
C15 C14 H14A 109.15(7) ?
C13 C14 H14A 109.17(7) ?
C15 C14 H14B 110.05(6) ?
C13 C14 H14B 109.70(7) ?
H14A C14 H14B 108.1 ?
C14 C15 C10 112.48(10) ?
C14 C15 H15A 109.39(6) ?
C10 C15 H15A 109.19(7) ?
C14 C15 H15B 108.90(7) ?
C10 C15 H15B 108.78(7) ?
H15A C15 H15B 108.0 ?
N17 C16 C13 178.68(14) 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
C1 C2 . 1.490(2) ?
C1 H1A . 0.96 ?
C1 H1B . 0.96 ?
C1 H1C . 0.96 ?
C2 C3 . 1.295(2) yes
C2 H2 . 0.96 ?
C3 C4 . 1.495(2) ?
C3 H3 . 0.96 ?
C4 C9 . 1.518(2) ?
C4 C5 . 1.533(2) ?
C4 H4 . 0.96 ?
C5 C6 . 1.516(2) ?
C5 H5A . 0.96 ?
C5 H5B . 0.96 ?
C6 C7 . 1.522(2) ?
C6 H6A . 0.96 ?
C6 H6B . 0.96 ?
C7 C10 . 1.535(2) ?
C7 C8 . 1.534(2) ?
C7 H7 . 0.96 ?
C8 C9 . 1.517(2) ?
C8 H8A . 0.96 ?
C8 H8B . 0.96 ?
C9 H9A . 0.96 ?
C9 H9B . 0.96 ?
C10 C15 . 1.518(2) ?
C10 C11 . 1.529(2) ?
C10 H10 . 0.96 ?
C11 C12 . 1.516(2) ?
C11 H11A . 0.96 ?
C11 H11B . 0.96 ?
C12 C13 . 1.519(2) ?
C12 H12A . 0.96 ?
C12 H12B . 0.96 ?
C13 C16 . 1.464(2) yes
C13 C14 . 1.527(2) ?
C13 H13 . 0.96 ?
C14 C15 . 1.516(2) ?
C14 H14A . 0.96 ?
C14 H14B . 0.96 ?
C15 H15A . 0.96 ?
C15 H15B . 0.96 ?
C16 N17 . 1.141(2) yes
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_publ_flag
C1 C2 C3 C4 -178.98(13) ?
C2 C3 C4 C9 123.6(2) yes
C2 C3 C4 C5 -113.0(2) yes
C3 C4 C5 C6 179.78(10) ?
C9 C4 C5 C6 -55.21(15) ?
C4 C5 C6 C7 56.40(15) ?
C5 C6 C7 C10 177.87(10) ?
C5 C6 C7 C8 -54.08(14) ?
C6 C7 C8 C9 53.88(13) ?
C10 C7 C8 C9 -179.72(9) ?
C7 C8 C9 C4 -56.21(14) ?
C3 C4 C9 C8 -179.60(10) ?
C5 C4 C9 C8 55.17(14) ?
C6 C7 C10 C15 -162.95(10) ?
C8 C7 C10 C15 71.96(13) ?
C6 C7 C10 C11 71.46(13) ?
C8 C7 C10 C11 -53.63(13) ?
C15 C10 C11 C12 56.88(14) ?
C7 C10 C11 C12 -174.76(10) ?
C10 C11 C12 C13 -56.45(15) ?
C11 C12 C13 C16 178.57(10) yes
C11 C12 C13 C14 54.35(15) ?
C16 C13 C14 C15 -177.40(10) yes
C12 C13 C14 C15 -54.08(14) ?
C13 C14 C15 C10 56.75(14) ?
C11 C10 C15 C14 -57.41(14) ?
C7 C10 C15 C14 174.13(9) ?
C12 C13 C16 N17 5.(6) ?
C14 C13 C16 N17 129.(6) ?
