#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:05:27 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180286 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/00/7150046.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_7150046
loop_
_publ_author_name
'Fitchett, Christopher M.'
'Richardson, Chris'
'Steel, Peter J.'
_publ_section_title
;
 Solid state conformations of symmetrical aromatic biheterocycles: an
 X-ray crystallographic investigation.
;
_journal_issue                   3
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              498
_journal_page_last               502
_journal_paper_doi               10.1039/b416553e
_journal_volume                  3
_journal_year                    2005
_chemical_formula_moiety         'C18 H12 N2'
_chemical_formula_sum            'C18 H12 N2'
_chemical_formula_weight         256.30
_chemical_name_common            3,3'-Biquinoline
_chemical_name_systematic
;
3,3'-Biquinoline
;
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 107.109(18)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.964(6)
_cell_length_b                   6.265(4)
_cell_length_c                   11.241(8)
_cell_measurement_temperature    163(2)
_cell_volume                     603.4(7)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      163(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0683
_diffrn_reflns_av_sigmaI/netI    0.0798
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6814
_diffrn_reflns_theta_full        25.05
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         2.57
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7019
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Blessing Acta Cryst. 1995(A51) 33-38'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.411
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             268
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       0.043(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.843
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     92
_refine_ls_number_reflns         1070
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.843
_refine_ls_R_factor_all          0.1043
_refine_ls_R_factor_gt           0.0433
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0529P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0907
_refine_ls_wR_factor_ref         0.1035
_reflns_number_gt                532
_reflns_number_total             1070
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b416553e.txt
_cod_data_source_block           3cfla
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/adriana/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 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_cell_volume        603.3(7)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7150046
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_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
N1 N 1.0826(2) 0.3186(3) 0.71406(18) 0.0307(6) Uani 1 1 d . . .
C2 C 1.0934(3) 0.1518(4) 0.6477(2) 0.0292(6) Uani 1 1 d . . .
H2A H 1.1809 0.0609 0.6792 0.035 Uiso 1 1 calc R . .
C3 C 0.9862(3) 0.0957(3) 0.5334(2) 0.0231(6) Uani 1 1 d . . .
C4 C 0.8610(3) 0.2247(3) 0.4907(2) 0.0264(6) Uani 1 1 d . . .
H4A H 0.7844 0.1923 0.4144 0.032 Uiso 1 1 calc R . .
C4A C 0.8439(3) 0.4047(3) 0.5580(2) 0.0244(6) Uani 1 1 d . . .
C5 C 0.7164(3) 0.5428(4) 0.5182(2) 0.0324(7) Uani 1 1 d . . .
H5A H 0.6367 0.5141 0.4429 0.039 Uiso 1 1 calc R . .
C6 C 0.7059(3) 0.7176(4) 0.5864(2) 0.0346(7) Uani 1 1 d . . .
H6A H 0.6183 0.8098 0.5593 0.042 Uiso 1 1 calc R . .
C7 C 0.8223(3) 0.7624(4) 0.6954(2) 0.0320(7) Uani 1 1 d . . .
H7A H 0.8149 0.8868 0.7417 0.038 Uiso 1 1 calc R . .
C8 C 0.9459(3) 0.6313(3) 0.7365(2) 0.0313(7) Uani 1 1 d . . .
H8A H 1.0249 0.6631 0.8116 0.038 Uiso 1 1 calc R . .
C8A C 0.9577(3) 0.4482(3) 0.6685(2) 0.0242(6) Uani 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0306(13) 0.0264(12) 0.0324(14) -0.0043(11) 0.0053(11) 0.0022(10)
C2 0.0293(15) 0.0247(14) 0.0306(16) -0.0055(12) 0.0045(12) 0.0026(12)
C3 0.0234(13) 0.0199(13) 0.0249(15) 0.0025(10) 0.0056(12) -0.0022(11)
C4 0.0309(15) 0.0190(13) 0.0269(15) -0.0019(11) 0.0049(12) -0.0019(12)
C4A 0.0289(15) 0.0198(13) 0.0244(15) 0.0039(11) 0.0079(13) 0.0018(11)
C5 0.0367(16) 0.0267(15) 0.0314(15) 0.0000(12) 0.0062(13) 0.0037(12)
C6 0.0392(18) 0.0249(14) 0.0409(18) 0.0017(13) 0.0136(15) 0.0076(12)
C7 0.0418(17) 0.0184(13) 0.0412(18) -0.0020(12) 0.0206(15) 0.0000(12)
C8 0.0330(16) 0.0269(14) 0.0349(17) -0.0039(12) 0.0116(13) -0.0052(12)
C8A 0.0280(14) 0.0185(13) 0.0275(15) -0.0011(12) 0.0101(12) -0.0023(12)
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C8A 117.1(2) . . ?
N1 C2 C3 125.3(2) . . ?
N1 C2 H2A 117.3 . . ?
C3 C2 H2A 117.3 . . ?
C4 C3 C2 116.6(2) . . ?
C4 C3 C3 123.5(3) . 3_756 ?
C2 C3 C3 119.9(3) . 3_756 ?
C3 C4 C4A 120.3(2) . . ?
C3 C4 H4A 119.8 . . ?
C4A C4 H4A 119.8 . . ?
C8A C4A C4 118.5(2) . . ?
C8A C4A C5 118.9(2) . . ?
C4 C4A C5 122.6(2) . . ?
C6 C5 C4A 120.3(2) . . ?
C6 C5 H5A 119.8 . . ?
C4A C5 H5A 119.8 . . ?
C5 C6 C7 120.3(2) . . ?
C5 C6 H6A 119.8 . . ?
C7 C6 H6A 119.8 . . ?
C8 C7 C6 120.6(2) . . ?
C8 C7 H7A 119.7 . . ?
C6 C7 H7A 119.7 . . ?
C7 C8 C8A 119.9(2) . . ?
C7 C8 H8A 120.0 . . ?
C8A C8 H8A 120.0 . . ?
N1 C8A C4A 122.0(2) . . ?
N1 C8A C8 118.1(2) . . ?
C4A C8A C8 119.9(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.304(3) . ?
N1 C8A 1.356(3) . ?
C2 C3 1.404(3) . ?
C2 H2A 0.9500 . ?
C3 C4 1.351(3) . ?
C3 C3 1.473(4) 3_756 ?
C4 C4A 1.391(3) . ?
C4 H4A 0.9500 . ?
C4A C8A 1.383(3) . ?
C4A C5 1.397(3) . ?
C5 C6 1.356(3) . ?
C5 H5A 0.9500 . ?
C6 C7 1.384(3) . ?
C6 H6A 0.9500 . ?
C7 C8 1.347(3) . ?
C7 H7A 0.9500 . ?
C8 C8A 1.400(3) . ?
C8 H8A 0.9500 . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8A N1 C2 C3 -0.2(3) . . . . ?
N1 C2 C3 C4 -1.0(3) . . . . ?
N1 C2 C3 C3 179.0(3) . . . 3_756 ?
C2 C3 C4 C4A 0.9(3) . . . . ?
C3 C3 C4 C4A -179.1(2) 3_756 . . . ?
C3 C4 C4A C8A 0.3(3) . . . . ?
C3 C4 C4A C5 -179.8(2) . . . . ?
C8A C4A C5 C6 0.7(3) . . . . ?
C4 C4A C5 C6 -179.2(2) . . . . ?
C4A C5 C6 C7 0.8(4) . . . . ?
C5 C6 C7 C8 -1.3(4) . . . . ?
C6 C7 C8 C8A 0.2(3) . . . . ?
C2 N1 C8A C4A 1.5(3) . . . . ?
C2 N1 C8A C8 -178.3(2) . . . . ?
C4 C4A C8A N1 -1.6(3) . . . . ?
C5 C4A C8A N1 178.5(2) . . . . ?
C4 C4A C8A C8 178.2(2) . . . . ?
C5 C4A C8A C8 -1.7(3) . . . . ?
C7 C8 C8A N1 -179.0(2) . . . . ?
C7 C8 C8A C4A 1.2(3) . . . . ?
