 
data_BiAz2_rt_20180921
 
_audit_creation_method            'SHELXL-2014/7'
_shelx_SHELXL_version_number      '2014/7'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C20 H14'
_chemical_formula_sum
 'C20 H14' 
_chemical_formula_weight          254.31

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'
 
_space_group_crystal_system       triclinic
_space_group_IT_number            2
_space_group_name_H-M_alt         'P -1'
_space_group_name_Hall            '-P 1'
 
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x, -y, -z'
 
_cell_length_a                    5.9457(3)
_cell_length_b                    7.8815(5)
_cell_length_c                    14.0822(8)
_cell_angle_alpha                 86.684(5)
_cell_angle_beta                  87.090(5)
_cell_angle_gamma                 88.848(5)
_cell_volume                      657.85(7)
_cell_formula_units_Z             2
_cell_measurement_temperature     296
_cell_measurement_reflns_used     3019
_cell_measurement_theta_min       2.5950
_cell_measurement_theta_max       30.0640
 
_exptl_crystal_description        'Platelet'
_exptl_crystal_colour             'Blue'
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.284          
_exptl_crystal_F_000              268
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.160
_exptl_crystal_size_mid           0.080
_exptl_crystal_size_min           0.030
_exptl_absorpt_coefficient_mu     0.073
_shelx_estimated_absorpt_T_min    0.988
_shelx_estimated_absorpt_T_max    0.998
_exptl_absorpt_correction_type    'multi-scan'
_exptl_absorpt_correction_T_min   0.79727
_exptl_absorpt_correction_T_max   1.00000
_exptl_absorpt_process_details    
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min           0.899
_oxdiff_exptl_absorpt_empirical_full_max           1.693
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;

_diffrn_ambient_temperature       296
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_source                    'Rotating Anode'
_diffrn_measurement_device_type   'Rigaku Saturn 70 CCD area detector'
_diffrn_measurement_method        'ω'
_diffrn_detector_area_resol_mean  28.5714
_diffrn_reflns_number             8859
_diffrn_reflns_av_unetI/netI      0.0662
_diffrn_reflns_av_R_equivalents   0.0551
_diffrn_reflns_limit_h_min        -7
_diffrn_reflns_limit_h_max        7
_diffrn_reflns_limit_k_min        -10
_diffrn_reflns_limit_k_max        10
_diffrn_reflns_limit_l_min        -18
_diffrn_reflns_limit_l_max        18
_diffrn_reflns_theta_min          2.895
_diffrn_reflns_theta_max          27.496
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.989
_diffrn_measured_fraction_theta_full  0.993
_diffrn_reflns_Laue_measured_fraction_max    0.989
_diffrn_reflns_Laue_measured_fraction_full   0.993
_diffrn_reflns_point_group_measured_fraction_max   0.989
_diffrn_reflns_point_group_measured_fraction_full  0.993
_reflns_number_total              2996
_reflns_number_gt                 1753
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .
 
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
 
_computing_data_collection        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_cell_refinement        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction         'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_structure_solution     'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement   'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics     'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material   'Yadokari-XG (Wakita, Nemoto et al., 2009)'
_publ_section_references
;
Wakita, K. (2001). Yadokari-XG. Software for Crystal Structure Analyses.
Release of Software (Yadokari-XG 2009) for Crystal Structure Analyses,
Kabuto, C., Akine, S., Nemoto, T. and Kwon, E. (2009). J. Cryst. Soc. Jpn.,
51, 218-224.
;

_refine_special_details           ?
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0670P)²+0.0136P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          2996
_refine_ls_number_parameters      181
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.1123
_refine_ls_R_factor_gt            0.0583
_refine_ls_wR_factor_ref          0.1522
_refine_ls_wR_factor_gt           0.1269
_refine_ls_goodness_of_fit_ref    1.054
_refine_ls_restrained_S_all       1.054
_refine_ls_shift/su_max           0.000
_refine_ls_shift/su_mean          0.000
 
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_site_symmetry_order  
 _atom_site_calc_flag
 _atom_site_refinement_flags_posn
 _atom_site_refinement_flags_adp
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
C1 C 0.0034(3) 0.0244(2) 0.54836(13) 0.0479(5) Uani 1 1 d . . . . .
C2 C -0.1616(3) -0.0086(2) 0.62186(14) 0.0518(5) Uani 1 1 d . . . . .
H2 H -0.2955 -0.0648 0.6152 0.062 Uiso 1 1 calc R U . . .
C3 C -0.0960(3) 0.0543(2) 0.70502(14) 0.0474(5) Uani 1 1 d . . . . .
C4 C -0.2094(3) 0.0415(2) 0.79318(15) 0.0546(5) Uani 1 1 d . . . . .
H4 H -0.3477 -0.0119 0.7945 0.066 Uiso 1 1 calc R U . . .
C5 C -0.1490(4) 0.0958(3) 0.87938(15) 0.0627(6) Uani 1 1 d . . . . .
H5 H -0.2499 0.0721 0.9308 0.075 Uiso 1 1 calc R U . . .
C6 C 0.0437(4) 0.1817(3) 0.89942(16) 0.0643(6) Uani 1 1 d . . . . .
H6 H 0.0530 0.2076 0.9627 0.077 Uiso 1 1 calc R U . . .
C7 C 0.2224(4) 0.2339(3) 0.83972(15) 0.0599(6) Uani 1 1 d . . . . .
H7 H 0.3338 0.2916 0.8681 0.072 Uiso 1 1 calc R U . . .
C8 C 0.2594(3) 0.2127(2) 0.74365(15) 0.0544(5) Uani 1 1 d . . . . .
H8 H 0.3928 0.2573 0.7165 0.065 Uiso 1 1 calc R U . . .
C9 C 0.1260(3) 0.1345(2) 0.68191(14) 0.0467(5) Uani 1 1 d . . . . .
C10 C 0.1757(3) 0.1133(2) 0.58680(14) 0.0505(5) Uani 1 1 d . . . . .
H10 H 0.3047 0.1522 0.5530 0.061 Uiso 1 1 calc R U . . .
C11 C 0.5049(3) 0.5244(2) 0.54842(13) 0.0488(5) Uani 1 1 d . . . . .
C12 C 0.3383(3) 0.6180(2) 0.59846(14) 0.0527(5) Uani 1 1 d . . . . .
H12 H 0.2056 0.6612 0.5736 0.063 Uiso 1 1 calc R U . . .
C13 C 0.4024(3) 0.6359(2) 0.69016(14) 0.0473(5) Uani 1 1 d . . . . .
C14 C 0.2777(3) 0.7158(2) 0.76115(15) 0.0559(5) Uani 1 1 d . . . . .
H14 H 0.1422 0.7656 0.7430 0.067 Uiso 1 1 calc R U . . .
C15 C 0.3264(4) 0.7316(3) 0.85461(16) 0.0628(6) Uani 1 1 d . . . . .
H15 H 0.2198 0.7912 0.8908 0.075 Uiso 1 1 calc R U . . .
C16 C 0.5122(4) 0.6710(3) 0.90212(16) 0.0664(6) Uani 1 1 d . . . . .
H16 H 0.5105 0.6931 0.9663 0.080 Uiso 1 1 calc R U . . .
C17 C 0.7004(4) 0.5825(3) 0.86843(16) 0.0645(6) Uani 1 1 d . . . . .
H17 H 0.8074 0.5544 0.9129 0.077 Uiso 1 1 calc R U . . .
C18 C 0.7505(3) 0.5305(2) 0.77808(15) 0.0558(5) Uani 1 1 d . . . . .
H18 H 0.8886 0.4744 0.7697 0.067 Uiso 1 1 calc R U . . .
C19 C 0.6254(3) 0.5495(2) 0.69788(14) 0.0482(5) Uani 1 1 d . . . . .
C20 C 0.6799(3) 0.4861(2) 0.60983(14) 0.0510(5) Uani 1 1 d . . . . .
H20 H 0.8122 0.4271 0.5938 0.061 Uiso 1 1 calc R U . . .
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
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
C1 C10 1.401(2) . ?
C1 C2 1.406(3) . ?
C1 C1 1.439(4) 2_556 ?
C2 C3 1.375(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.382(3) . ?
C3 C9 1.488(2) . ?
C4 C5 1.377(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.391(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.376(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.379(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.384(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.376(3) . ?
C10 H10 0.9300 . ?
C11 C20 1.404(3) . ?
C11 C12 1.408(3) . ?
C11 C11 1.442(4) 2_666 ?
C12 C13 1.381(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.387(3) . ?
C13 C19 1.484(3) . ?
C14 C15 1.375(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.383(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.385(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.376(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.383(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.384(3) . ?
C20 H20 0.9300 . ?
 
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
C10 C1 C2 107.29(17) . . ?
C10 C1 C1 126.4(2) . 2_556 ?
C2 C1 C1 126.3(2) . 2_556 ?
C3 C2 C1 110.03(17) . . ?
C3 C2 H2 125.0 . . ?
C1 C2 H2 125.0 . . ?
C2 C3 C4 127.10(18) . . ?
C2 C3 C9 106.21(17) . . ?
C4 C3 C9 126.67(18) . . ?
C5 C4 C3 129.9(2) . . ?
C5 C4 H4 115.1 . . ?
C3 C4 H4 115.1 . . ?
C4 C5 C6 128.4(2) . . ?
C4 C5 H5 115.8 . . ?
C6 C5 H5 115.8 . . ?
C7 C6 C5 129.7(2) . . ?
C7 C6 H6 115.1 . . ?
C5 C6 H6 115.1 . . ?
C6 C7 C8 129.0(2) . . ?
C6 C7 H7 115.5 . . ?
C8 C7 H7 115.5 . . ?
C7 C8 C9 129.22(19) . . ?
C7 C8 H8 115.4 . . ?
C9 C8 H8 115.4 . . ?
C10 C9 C8 126.37(18) . . ?
C10 C9 C3 106.44(16) . . ?
C8 C9 C3 127.19(18) . . ?
C9 C10 C1 110.02(16) . . ?
C9 C10 H10 125.0 . . ?
C1 C10 H10 125.0 . . ?
C20 C11 C12 107.80(18) . . ?
C20 C11 C11 126.4(2) . 2_666 ?
C12 C11 C11 125.8(2) . 2_666 ?
C13 C12 C11 109.50(17) . . ?
C13 C12 H12 125.2 . . ?
C11 C12 H12 125.2 . . ?
C12 C13 C14 125.99(19) . . ?
C12 C13 C19 106.66(17) . . ?
C14 C13 C19 127.33(19) . . ?
C15 C14 C13 129.1(2) . . ?
C15 C14 H14 115.5 . . ?
C13 C14 H14 115.5 . . ?
C14 C15 C16 128.8(2) . . ?
C14 C15 H15 115.6 . . ?
C16 C15 H15 115.6 . . ?
C15 C16 C17 129.7(2) . . ?
C15 C16 H16 115.2 . . ?
C17 C16 H16 115.2 . . ?
C18 C17 C16 128.8(2) . . ?
C18 C17 H17 115.6 . . ?
C16 C17 H17 115.6 . . ?
C17 C18 C19 129.4(2) . . ?
C17 C18 H18 115.3 . . ?
C19 C18 H18 115.3 . . ?
C18 C19 C20 126.67(19) . . ?
C18 C19 C13 126.86(19) . . ?
C20 C19 C13 106.44(16) . . ?
C19 C20 C11 109.59(17) . . ?
C19 C20 H20 125.2 . . ?
C11 C20 H20 125.2 . . ?
 
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
C10 C1 C2 C3 -1.0(2) . . . . ?
C1 C1 C2 C3 178.9(2) 2_556 . . . ?
C1 C2 C3 C4 -177.67(17) . . . . ?
C1 C2 C3 C9 0.6(2) . . . . ?
C2 C3 C4 C5 177.3(2) . . . . ?
C9 C3 C4 C5 -0.6(3) . . . . ?
C3 C4 C5 C6 1.3(4) . . . . ?
C4 C5 C6 C7 -0.2(4) . . . . ?
C5 C6 C7 C8 -1.0(4) . . . . ?
C6 C7 C8 C9 0.5(4) . . . . ?
C7 C8 C9 C10 -178.07(19) . . . . ?
C7 C8 C9 C3 0.8(3) . . . . ?
C2 C3 C9 C10 0.0(2) . . . . ?
C4 C3 C9 C10 178.28(18) . . . . ?
C2 C3 C9 C8 -179.01(18) . . . . ?
C4 C3 C9 C8 -0.7(3) . . . . ?
C8 C9 C10 C1 178.42(17) . . . . ?
C3 C9 C10 C1 -0.6(2) . . . . ?
C2 C1 C10 C9 1.0(2) . . . . ?
C1 C1 C10 C9 -178.9(2) 2_556 . . . ?
C20 C11 C12 C13 -1.4(2) . . . . ?
C11 C11 C12 C13 178.1(2) 2_666 . . . ?
C11 C12 C13 C14 -177.79(17) . . . . ?
C11 C12 C13 C19 0.7(2) . . . . ?
C12 C13 C14 C15 176.85(19) . . . . ?
C19 C13 C14 C15 -1.4(3) . . . . ?
C13 C14 C15 C16 -0.4(4) . . . . ?
C14 C15 C16 C17 1.7(4) . . . . ?
C15 C16 C17 C18 -0.5(4) . . . . ?
C16 C17 C18 C19 -1.5(4) . . . . ?
C17 C18 C19 C20 -176.3(2) . . . . ?
C17 C18 C19 C13 1.2(3) . . . . ?
C12 C13 C19 C18 -177.67(18) . . . . ?
C14 C13 C19 C18 0.8(3) . . . . ?
C12 C13 C19 C20 0.2(2) . . . . ?
C14 C13 C19 C20 178.65(17) . . . . ?
C18 C19 C20 C11 176.84(18) . . . . ?
C13 C19 C20 C11 -1.0(2) . . . . ?
C12 C11 C20 C19 1.5(2) . . . . ?
C11 C11 C20 C19 -178.0(2) 2_666 . . . ?
 
_refine_diff_density_max    0.161
_refine_diff_density_min   -0.152
_refine_diff_density_rms    0.034



