 
data_BiAz3_rt_20180918
 
_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'   0.0181   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'
 
_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                    6.0870(2)
_cell_length_b                    7.5639(3)
_cell_length_c                    14.4293(5)
_cell_angle_alpha                 97.942(2)
_cell_angle_beta                  95.597(2)
_cell_angle_gamma                 90.921(3)
_cell_volume                      654.54(4)
_cell_formula_units_Z             2
_cell_measurement_temperature     296
_cell_measurement_reflns_used     6858
_cell_measurement_theta_min       3.11
_cell_measurement_theta_max       68.23
 
_exptl_crystal_description        'Platelet'
_exptl_crystal_colour             'Blue'
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.290          
_exptl_crystal_F_000              268
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.150
_exptl_crystal_size_mid           0.090
_exptl_crystal_size_min           0.030
_exptl_absorpt_coefficient_mu     0.552
_shelx_estimated_absorpt_T_min    0.922
_shelx_estimated_absorpt_T_max    0.984
_exptl_absorpt_correction_type    'multi-scan'
_exptl_absorpt_correction_T_min   0.8872
_exptl_absorpt_correction_T_max   1.0000
_exptl_absorpt_process_details    '(ABSCOR; Higashi, 1995)'
_exptl_absorpt_special_details    
; 
 Higashi, T. (1995). Program for Absorption Correction.
 Rigaku Corporation, Tokyo, Japan. 
;   

_diffrn_ambient_temperature       296
_diffrn_radiation_wavelength      1.54187
_diffrn_radiation_type            CuK\a
_diffrn_source                    'rotating anode'
_diffrn_measurement_device_type   'Rigaku RAXIS-RAPID'
_diffrn_measurement_method        ω
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             11019
_diffrn_reflns_av_unetI/netI      0.0268
_diffrn_reflns_av_R_equivalents   0.0362
_diffrn_reflns_limit_h_min        -7
_diffrn_reflns_limit_h_max        7
_diffrn_reflns_limit_k_min        -9
_diffrn_reflns_limit_k_max        9
_diffrn_reflns_limit_l_min        -17
_diffrn_reflns_limit_l_max        16
_diffrn_reflns_theta_min          6.282
_diffrn_reflns_theta_max          67.497
_diffrn_reflns_theta_full         67.497
_diffrn_measured_fraction_theta_max   0.983
_diffrn_measured_fraction_theta_full  0.983
_diffrn_reflns_Laue_measured_fraction_max    0.983
_diffrn_reflns_Laue_measured_fraction_full   0.983
_diffrn_reflns_point_group_measured_fraction_max   0.983
_diffrn_reflns_point_group_measured_fraction_full  0.983
_reflns_number_total              2321
_reflns_number_gt                 1910
_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        'PROCESS-AUTO (Rigaku, 1998)'
_computing_cell_refinement        'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction         'CrystalStructure (Rigaku/MSC, 2003)'
_computing_structure_solution     'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement   'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics     'PLATON (Spek, 2009)'
_computing_publication_material   'Yadokari-XG 2009 (Wakita, 2001, Kabuto 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)+(0.0622P)²+0.1253P] 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          2321
_refine_ls_number_parameters      181
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0602
_refine_ls_R_factor_gt            0.0492
_refine_ls_wR_factor_ref          0.1286
_refine_ls_wR_factor_gt           0.1129
_refine_ls_goodness_of_fit_ref    1.157
_refine_ls_restrained_S_all       1.157
_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 0.8620(3) 0.6640(2) 0.37244(11) 0.0413(4) Uani 1 1 d . . . . .
H1 H 0.9898 0.6223 0.4018 0.050 Uiso 1 1 calc R U . . .
C2 C 0.8491(3) 0.6429(2) 0.27512(11) 0.0428(4) Uani 1 1 d . . . . .
H2 H 0.9689 0.5883 0.2490 0.051 Uiso 1 1 calc R U . . .
C3 C 0.6843(3) 0.6910(2) 0.21091(11) 0.0422(4) Uani 1 1 d . . . . .
C4 C 0.6824(3) 0.6658(3) 0.11310(12) 0.0545(5) Uani 1 1 d . . . . .
H4 H 0.7916 0.6113 0.0794 0.065 Uiso 1 1 calc R U . . .
C5 C 0.4903(4) 0.7358(3) 0.07443(13) 0.0620(5) Uani 1 1 d . . . . .
H5 H 0.4513 0.7358 0.0105 0.074 Uiso 1 1 calc R U . . .
C6 C 0.3649(3) 0.8060(3) 0.14590(12) 0.0550(5) Uani 1 1 d . . . . .
H6 H 0.2296 0.8600 0.1376 0.066 Uiso 1 1 calc R U . . .
C7 C 0.4766(3) 0.7814(2) 0.23201(11) 0.0421(4) Uani 1 1 d . . . . .
C8 C 0.4053(3) 0.8305(2) 0.31967(11) 0.0414(4) Uani 1 1 d . . . . .
H8 H 0.2693 0.8848 0.3196 0.050 Uiso 1 1 calc R U . . .
C9 C 0.5068(2) 0.8104(2) 0.40763(11) 0.0394(4) Uani 1 1 d . . . . .
H9 H 0.4266 0.8510 0.4576 0.047 Uiso 1 1 calc R U . . .
C10 C 0.7115(2) 0.73867(19) 0.43350(11) 0.0367(4) Uani 1 1 d . . . . .
C11 C 0.7742(2) 0.74425(19) 0.53692(11) 0.0367(4) Uani 1 1 d . . . . .
C12 C 0.9851(3) 0.8170(2) 0.57209(11) 0.0403(4) Uani 1 1 d . . . . .
H12 H 1.0708 0.8492 0.5268 0.048 Uiso 1 1 calc R U . . .
C13 C 1.0852(3) 0.8483(2) 0.66338(12) 0.0426(4) Uani 1 1 d . . . . .
H13 H 1.2248 0.9030 0.6704 0.051 Uiso 1 1 calc R U . . .
C14 C 1.0081(3) 0.8101(2) 0.74571(11) 0.0415(4) Uani 1 1 d . . . . .
C15 C 1.1186(3) 0.8438(3) 0.83618(13) 0.0549(5) Uani 1 1 d . . . . .
H15 H 1.2576 0.8987 0.8520 0.066 Uiso 1 1 calc R U . . .
C16 C 0.9855(3) 0.7813(3) 0.89855(13) 0.0600(5) Uani 1 1 d . . . . .
H16 H 1.0222 0.7884 0.9631 0.072 Uiso 1 1 calc R U . . .
C17 C 0.7904(3) 0.7069(3) 0.85044(12) 0.0533(5) Uani 1 1 d . . . . .
H17 H 0.6766 0.6554 0.8772 0.064 Uiso 1 1 calc R U . . .
C18 C 0.7928(3) 0.7220(2) 0.75528(11) 0.0413(4) Uani 1 1 d . . . . .
C19 C 0.6258(3) 0.6686(2) 0.68482(11) 0.0420(4) Uani 1 1 d . . . . .
H19 H 0.5015 0.6167 0.7041 0.050 Uiso 1 1 calc R U . . .
C20 C 0.6158(3) 0.6810(2) 0.58932(11) 0.0402(4) Uani 1 1 d . . . . .
H20 H 0.4830 0.6409 0.5548 0.048 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 C2 1.386(2) . ?
C1 C10 1.404(2) . ?
C1 H1 0.9300 . ?
C2 C3 1.386(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.397(2) . ?
C3 C7 1.485(2) . ?
C4 C5 1.391(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.394(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.394(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.381(2) . ?
C8 C9 1.385(2) . ?
C8 H8 0.9300 . ?
C9 C10 1.405(2) . ?
C9 H9 0.9300 . ?
C10 C11 1.498(2) . ?
C11 C20 1.399(2) . ?
C11 C12 1.408(2) . ?
C12 C13 1.384(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.383(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.397(2) . ?
C14 C18 1.488(2) . ?
C15 C16 1.392(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.385(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.395(2) . ?
C17 H17 0.9300 . ?
C18 C19 1.379(2) . ?
C19 C20 1.390(2) . ?
C19 H19 0.9300 . ?
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
C2 C1 C10 129.86(15) . . ?
C2 C1 H1 115.1 . . ?
C10 C1 H1 115.1 . . ?
C3 C2 C1 129.67(14) . . ?
C3 C2 H2 115.2 . . ?
C1 C2 H2 115.2 . . ?
C2 C3 C4 126.64(15) . . ?
C2 C3 C7 127.09(14) . . ?
C4 C3 C7 106.26(14) . . ?
C5 C4 C3 108.74(16) . . ?
C5 C4 H4 125.6 . . ?
C3 C4 H4 125.6 . . ?
C4 C5 C6 109.79(16) . . ?
C4 C5 H5 125.1 . . ?
C6 C5 H5 125.1 . . ?
C5 C6 C7 108.45(16) . . ?
C5 C6 H6 125.8 . . ?
C7 C6 H6 125.8 . . ?
C8 C7 C6 126.29(16) . . ?
C8 C7 C3 126.96(15) . . ?
C6 C7 C3 106.75(14) . . ?
C7 C8 C9 129.42(15) . . ?
C7 C8 H8 115.3 . . ?
C9 C8 H8 115.3 . . ?
C8 C9 C10 130.40(14) . . ?
C8 C9 H9 114.8 . . ?
C10 C9 H9 114.8 . . ?
C1 C10 C9 126.57(15) . . ?
C1 C10 C11 117.31(13) . . ?
C9 C10 C11 116.12(13) . . ?
C20 C11 C12 126.44(15) . . ?
C20 C11 C10 116.96(14) . . ?
C12 C11 C10 116.59(13) . . ?
C13 C12 C11 130.25(15) . . ?
C13 C12 H12 114.9 . . ?
C11 C12 H12 114.9 . . ?
C14 C13 C12 129.55(16) . . ?
C14 C13 H13 115.2 . . ?
C12 C13 H13 115.2 . . ?
C13 C14 C15 126.84(17) . . ?
C13 C14 C18 126.80(15) . . ?
C15 C14 C18 106.35(15) . . ?
C16 C15 C14 108.45(17) . . ?
C16 C15 H15 125.8 . . ?
C14 C15 H15 125.8 . . ?
C17 C16 C15 110.07(17) . . ?
C17 C16 H16 125.0 . . ?
C15 C16 H16 125.0 . . ?
C16 C17 C18 108.69(17) . . ?
C16 C17 H17 125.7 . . ?
C18 C17 H17 125.7 . . ?
C19 C18 C17 126.39(17) . . ?
C19 C18 C14 127.16(15) . . ?
C17 C18 C14 106.44(15) . . ?
C18 C19 C20 129.54(15) . . ?
C18 C19 H19 115.2 . . ?
C20 C19 H19 115.2 . . ?
C19 C20 C11 130.12(15) . . ?
C19 C20 H20 114.9 . . ?
C11 C20 H20 114.9 . . ?
 
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 0.5(3) . . . . ?
C1 C2 C3 C4 179.85(18) . . . . ?
C1 C2 C3 C7 0.8(3) . . . . ?
C2 C3 C4 C5 -178.73(18) . . . . ?
C7 C3 C4 C5 0.5(2) . . . . ?
C3 C4 C5 C6 -0.3(2) . . . . ?
C4 C5 C6 C7 0.0(2) . . . . ?
C5 C6 C7 C8 -179.04(18) . . . . ?
C5 C6 C7 C3 0.3(2) . . . . ?
C2 C3 C7 C8 -1.9(3) . . . . ?
C4 C3 C7 C8 178.85(17) . . . . ?
C2 C3 C7 C6 178.73(17) . . . . ?
C4 C3 C7 C6 -0.5(2) . . . . ?
C6 C7 C8 C9 180.00(18) . . . . ?
C3 C7 C8 C9 0.8(3) . . . . ?
C7 C8 C9 C10 1.5(3) . . . . ?
C2 C1 C10 C9 0.2(3) . . . . ?
C2 C1 C10 C11 -179.37(16) . . . . ?
C8 C9 C10 C1 -1.8(3) . . . . ?
C8 C9 C10 C11 177.75(15) . . . . ?
C1 C10 C11 C20 -131.05(15) . . . . ?
C9 C10 C11 C20 49.32(19) . . . . ?
C1 C10 C11 C12 50.50(19) . . . . ?
C9 C10 C11 C12 -129.13(15) . . . . ?
C20 C11 C12 C13 -1.8(3) . . . . ?
C10 C11 C12 C13 176.45(15) . . . . ?
C11 C12 C13 C14 2.8(3) . . . . ?
C12 C13 C14 C15 179.38(16) . . . . ?
C12 C13 C14 C18 0.6(3) . . . . ?
C13 C14 C15 C16 -178.62(16) . . . . ?
C18 C14 C15 C16 0.34(19) . . . . ?
C14 C15 C16 C17 0.2(2) . . . . ?
C15 C16 C17 C18 -0.7(2) . . . . ?
C16 C17 C18 C19 -177.92(16) . . . . ?
C16 C17 C18 C14 0.85(19) . . . . ?
C13 C14 C18 C19 -3.0(3) . . . . ?
C15 C14 C18 C19 178.02(16) . . . . ?
C13 C14 C18 C17 178.23(15) . . . . ?
C15 C14 C18 C17 -0.73(18) . . . . ?
C17 C18 C19 C20 179.28(16) . . . . ?
C14 C18 C19 C20 0.8(3) . . . . ?
C18 C19 C20 C11 2.8(3) . . . . ?
C12 C11 C20 C19 -2.0(3) . . . . ?
C10 C11 C20 C19 179.68(15) . . . . ?
 
_refine_diff_density_max    0.220
_refine_diff_density_min   -0.344
_refine_diff_density_rms    0.101



