# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_alpha-CBP
_audit_creation_date             2014-06-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.05.21 svn.r2940 for OlexSys, GUI svn.r4846)
;
_shelxl_version_number           2013-4

_chemical_name_common            ?
_chemical_name_systematic        4,4'-bis(9-carbazolyl)biphenyl
_chemical_formula_moiety         'C36 H24 N2'
_chemical_formula_sum            'C36 H24 N2'
_chemical_formula_weight         484.57
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.9745(18)
_cell_length_b                   16.072(4)
_cell_length_c                   10.223(3)
_cell_angle_alpha                90
_cell_angle_beta                 110.051(7)
_cell_angle_gamma                90
_cell_volume                     1230.9(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4201
_cell_measurement_temperature    90
_cell_measurement_theta_max      29.99
_cell_measurement_theta_min      2.47
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.5472
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1043 before and 0.0611 after correction.
The Ratio of minimum to maximum transmission is 0.7335.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'light colourless'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             508
_exptl_crystal_preparation       
"The powdered form of 4,4'-bis(9-carbazolyl)biphenyl 97% pure was obtained from Sigma Aldrich and used without further purification."
_exptl_crystal_recrystallization_method 
'The sample was crystallized from 3mL of benzene over a 3 day period.'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0794
_diffrn_reflns_av_unetI/netI     0.0776
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13290
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.105
_diffrn_reflns_theta_min         2.471
_diffrn_ambient_temperature      90
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2481
_reflns_number_total             3595
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.377
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         3595
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0866
_refine_ls_R_factor_gt           0.0496
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0573P)²+0.0538P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1147
_refine_ls_wR_factor_ref         0.1268
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C14(H14),
 C15(H15), C16(H16), C17(H17)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
N1 N 0.14553(14) 0.73086(6) 0.20672(11) 0.0135(2) Uani 1 1 d . . . . .
C1 C 0.15553(17) 0.81560(7) 0.24126(13) 0.0139(3) Uani 1 1 d . . . . .
C2 C 0.28263(18) 0.85779(8) 0.34958(13) 0.0161(3) Uani 1 1 d . . . . .
H2 H 0.3780 0.8291 0.4165 0.019 Uiso 1 1 calc R . . . .
C3 C 0.26388(19) 0.94367(8) 0.35551(14) 0.0191(3) Uani 1 1 d . . . . .
H3 H 0.3478 0.9740 0.4288 0.023 Uiso 1 1 calc R . . . .
C4 C 0.12462(19) 0.98685(8) 0.25629(14) 0.0207(3) Uani 1 1 d . . . . .
H4 H 0.1154 1.0455 0.2634 0.025 Uiso 1 1 calc R . . . .
C5 C 0.00100(19) 0.94439(8) 0.14837(14) 0.0194(3) Uani 1 1 d . . . . .
H5 H -0.0929 0.9735 0.0808 0.023 Uiso 1 1 calc R . . . .
C6 C 0.01560(18) 0.85805(8) 0.13975(13) 0.0153(3) Uani 1 1 d . . . . .
C7 C -0.08324(18) 0.79668(8) 0.03920(13) 0.0157(3) Uani 1 1 d . . . . .
C8 C -0.22825(19) 0.80174(9) -0.08497(14) 0.0216(3) Uani 1 1 d . . . . .
H8 H -0.2851 0.8536 -0.1161 0.026 Uiso 1 1 calc R . . . .
C9 C -0.2879(2) 0.73034(9) -0.16193(15) 0.0243(3) Uani 1 1 d . . . . .
H9 H -0.3856 0.7333 -0.2471 0.029 Uiso 1 1 calc R . . . .
C10 C -0.20555(19) 0.65335(9) -0.11550(15) 0.0220(3) Uani 1 1 d . . . . .
H10 H -0.2496 0.6050 -0.1698 0.026 Uiso 1 1 calc R . . . .
C11 C -0.06189(18) 0.64621(8) 0.00725(13) 0.0177(3) Uani 1 1 d . . . . .
H11 H -0.0074 0.5939 0.0385 0.021 Uiso 1 1 calc R . . . .
C12 C 0.00007(17) 0.71908(8) 0.08356(13) 0.0149(3) Uani 1 1 d . . . . .
C13 C 0.25131(17) 0.66657(7) 0.29114(12) 0.0132(3) Uani 1 1 d . . . . .
C14 C 0.32790(17) 0.60551(7) 0.23243(13) 0.0147(3) Uani 1 1 d . . . . .
H14 H 0.3139 0.6081 0.1364 0.018 Uiso 1 1 calc R . . . .
C15 C 0.27766(17) 0.66324(8) 0.43292(13) 0.0150(3) Uani 1 1 d . . . . .
H15 H 0.2284 0.7052 0.4743 0.018 Uiso 1 1 calc R . . . .
C16 C 0.42440(17) 0.54098(7) 0.31406(12) 0.0131(3) Uani 1 1 d . . . . .
H16 H 0.4748 0.4996 0.2724 0.016 Uiso 1 1 calc R . . . .
C17 C 0.37556(17) 0.59882(8) 0.51389(13) 0.0146(3) Uani 1 1 d . . . . .
H17 H 0.3929 0.5977 0.6106 0.018 Uiso 1 1 calc R . . . .
C18 C 0.44966(16) 0.53522(7) 0.45674(12) 0.0117(3) Uani 1 1 d . . . . .


_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
N1 C1 1.4024(16) . ?
N1 C12 1.4019(17) . ?
N1 C13 1.4230(15) . ?
C1 C2 1.3942(18) . ?
C1 C6 1.4119(18) . ?
C2 C3 1.3920(18) . ?
C3 C4 1.4040(19) . ?
C4 C5 1.382(2) . ?
C5 C6 1.3978(18) . ?
C6 C7 1.4475(19) . ?
C7 C8 1.396(2) . ?
C7 C12 1.4129(18) . ?
C8 C9 1.380(2) . ?
C9 C10 1.405(2) . ?
C10 C11 1.384(2) . ?
C11 C12 1.3999(18) . ?
C13 C14 1.3956(17) . ?
C13 C15 1.3924(17) . ?
C14 C16 1.3870(16) . ?
C15 C17 1.3871(17) . ?
C16 C18 1.4054(16) . ?
C17 C18 1.4043(16) . ?
C18 C18 1.491(2) 3_666 ?

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
C1 N1 C13 125.58(10) . . ?
C12 N1 C1 108.39(10) . . ?
C12 N1 C13 125.62(10) . . ?
N1 C1 C6 108.78(11) . . ?
C2 C1 N1 129.45(12) . . ?
C2 C1 C6 121.66(12) . . ?
C3 C2 C1 117.20(12) . . ?
C2 C3 C4 121.93(13) . . ?
C5 C4 C3 120.25(12) . . ?
C4 C5 C6 119.25(13) . . ?
C1 C6 C7 107.06(11) . . ?
C5 C6 C1 119.69(12) . . ?
C5 C6 C7 133.19(13) . . ?
C8 C7 C6 133.29(12) . . ?
C8 C7 C12 119.68(12) . . ?
C12 C7 C6 106.98(11) . . ?
C9 C8 C7 119.08(13) . . ?
C8 C9 C10 120.65(13) . . ?
C11 C10 C9 121.68(13) . . ?
C10 C11 C12 117.40(12) . . ?
N1 C12 C7 108.80(11) . . ?
C11 C12 N1 129.70(12) . . ?
C11 C12 C7 121.49(12) . . ?
C14 C13 N1 120.37(11) . . ?
C15 C13 N1 120.38(11) . . ?
C15 C13 C14 119.24(11) . . ?
C16 C14 C13 120.09(11) . . ?
C17 C15 C13 120.21(11) . . ?
C14 C16 C18 121.75(11) . . ?
C15 C17 C18 121.74(11) . . ?
C16 C18 C18 121.49(13) . 3_666 ?
C17 C18 C16 116.92(11) . . ?
C17 C18 C18 121.59(13) . 3_666 ?

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
N1 C1 C2 C3 177.06(12) . . . . ?
N1 C1 C6 C5 -177.62(11) . . . . ?
N1 C1 C6 C7 -0.15(14) . . . . ?
N1 C13 C14 C16 -177.21(11) . . . . ?
N1 C13 C15 C17 177.71(11) . . . . ?
C1 N1 C12 C7 0.01(13) . . . . ?
C1 N1 C12 C11 178.82(12) . . . . ?
C1 N1 C13 C14 -135.62(13) . . . . ?
C1 N1 C13 C15 45.21(17) . . . . ?
C1 C2 C3 C4 -0.73(18) . . . . ?
C1 C6 C7 C8 -176.97(14) . . . . ?
C1 C6 C7 C12 0.15(14) . . . . ?
C2 C1 C6 C5 -1.13(18) . . . . ?
C2 C1 C6 C7 176.35(11) . . . . ?
C2 C3 C4 C5 -0.15(19) . . . . ?
C3 C4 C5 C6 0.41(19) . . . . ?
C4 C5 C6 C1 0.21(19) . . . . ?
C4 C5 C6 C7 -176.49(13) . . . . ?
C5 C6 C7 C8 0.0(2) . . . . ?
C5 C6 C7 C12 177.14(13) . . . . ?
C6 C1 C2 C3 1.36(18) . . . . ?
C6 C7 C8 C9 177.07(14) . . . . ?
C6 C7 C12 N1 -0.10(14) . . . . ?
C6 C7 C12 C11 -179.02(11) . . . . ?
C7 C8 C9 C10 0.7(2) . . . . ?
C8 C7 C12 N1 177.49(11) . . . . ?
C8 C7 C12 C11 -1.44(19) . . . . ?
C8 C9 C10 C11 -0.6(2) . . . . ?
C9 C10 C11 C12 -0.6(2) . . . . ?
C10 C11 C12 N1 -177.11(12) . . . . ?
C10 C11 C12 C7 1.57(19) . . . . ?
C12 N1 C1 C2 -176.05(12) . . . . ?
C12 N1 C1 C6 0.09(14) . . . . ?
C12 N1 C13 C14 52.55(17) . . . . ?
C12 N1 C13 C15 -126.62(13) . . . . ?
C12 C7 C8 C9 0.25(19) . . . . ?
C13 N1 C1 C2 10.9(2) . . . . ?
C13 N1 C1 C6 -172.92(11) . . . . ?
C13 N1 C12 C7 173.01(11) . . . . ?
C13 N1 C12 C11 -8.2(2) . . . . ?
C13 C14 C16 C18 -0.61(19) . . . . ?
C13 C15 C17 C18 -0.4(2) . . . . ?
C14 C13 C15 C17 -1.47(19) . . . . ?
C14 C16 C18 C17 -1.21(18) . . . . ?
C14 C16 C18 C18 178.72(13) . . . 3_666 ?
C15 C13 C14 C16 1.97(19) . . . . ?
C15 C17 C18 C16 1.73(19) . . . . ?
C15 C17 C18 C18 -178.21(14) . . . 3_666 ?

_olex2_exptl_crystal_mounting_method 'In oil'
_olex2_submission_special_instructions 'No special instructions were received'
_database_code_depnum_ccdc_archive 'CCDC 1004416'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_beta-CBP
_audit_creation_date             2014-06-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.05.21 svn.r2940 for OlexSys, GUI svn.r4846)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        4,4'--bis(9-carbazolyl)biphenyl
_chemical_formula_moiety         'C36 H24 N2'
_chemical_formula_sum            'C36 H24 N2'
_chemical_formula_weight         484.57
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           41
_space_group_name_H-M_alt        'A e a 2'
_space_group_name_Hall           'A 2 -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y, z+1/2'
'x+1/2, -y, z+1/2'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z+1'
'x+1/2, -y+1/2, z+1'

_cell_length_a                   26.9518(17)
_cell_length_b                   12.3277(8)
_cell_length_c                   15.2781(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5076.2(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9810
_cell_measurement_temperature    90
_cell_measurement_theta_max      27.073
_cell_measurement_theta_min      2.253
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6800
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1051 before and 0.0502 after correction.
The Ratio of minimum to maximum transmission is 0.9121.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'light colourless'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2032
_exptl_crystal_preparation       
"The powdered form of 4,4'-bis(9-carbazolyl)biphenyl 97% pure was obtained from Sigma Aldrich and used without further purification."
_exptl_crystal_recrystallization_method 
'Sample was crystallized by slow diffusion of acetone layered over a solution of CBP in dichloromethane for three days.'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_av_unetI/netI     0.0257
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            45931
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.138
_diffrn_reflns_theta_min         1.511
_diffrn_ambient_temperature      90
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.925
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                5183
_reflns_number_total             5621
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.146
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details 
;
 Flack x determined using 2367 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         5621
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0372
_refine_ls_R_factor_gt           0.0318
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0308P)²+2.3644P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0714
_refine_ls_wR_factor_ref         0.0737
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C14(H14),
 C15(H15), C16(H16), C17(H17), C20(H20), C21(H21), C22(H22), C23(H23), C26(H26),
  C27(H27), C28(H28), C29(H29), C32(H32), C33(H33), C34(H34), C35(H35)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
N1 N 0.45296(6) 0.19928(13) 0.27118(11) 0.0170(3) Uani 1 1 d . . . . .
N2 N 0.20895(6) 0.53449(14) -0.13169(11) 0.0173(4) Uani 1 1 d . . . . .
C1 C 0.44053(8) 0.19262(15) 0.36002(13) 0.0184(4) Uani 1 1 d . . . . .
C2 C 0.39531(8) 0.21360(17) 0.40004(14) 0.0219(4) Uani 1 1 d . . . . .
H2 H 0.3680 0.2418 0.3679 0.026 Uiso 1 1 calc R . . . .
C3 C 0.39157(10) 0.19178(18) 0.48884(15) 0.0267(5) Uani 1 1 d . . . . .
H3 H 0.3608 0.2035 0.5178 0.032 Uiso 1 1 calc R . . . .
C4 C 0.43207(9) 0.15287(18) 0.53658(14) 0.0266(5) Uani 1 1 d . . . . .
H4 H 0.4286 0.1403 0.5976 0.032 Uiso 1 1 calc R . . . .
C5 C 0.47695(9) 0.13242(17) 0.49654(14) 0.0229(5) Uani 1 1 d . . . . .
H5 H 0.5045 0.1069 0.5295 0.028 Uiso 1 1 calc R . . . .
C6 C 0.48119(8) 0.14998(16) 0.40632(13) 0.0186(4) Uani 1 1 d . . . . .
C7 C 0.51942(8) 0.12649(15) 0.34273(14) 0.0175(4) Uani 1 1 d . . . . .
C8 C 0.56658(8) 0.08032(16) 0.34809(15) 0.0204(4) Uani 1 1 d . . . . .
H8 H 0.5799 0.0596 0.4032 0.024 Uiso 1 1 calc R . . . .
C9 C 0.59357(8) 0.06510(17) 0.27216(15) 0.0226(4) Uani 1 1 d . . . . .
H9 H 0.6256 0.0333 0.2751 0.027 Uiso 1 1 calc R . . . .
C10 C 0.57420(8) 0.09608(16) 0.19103(14) 0.0215(5) Uani 1 1 d . . . . .
H10 H 0.5935 0.0849 0.1398 0.026 Uiso 1 1 calc R . . . .
C11 C 0.52756(8) 0.14262(16) 0.18312(13) 0.0181(4) Uani 1 1 d . . . . .
H11 H 0.5147 0.1641 0.1278 0.022 Uiso 1 1 calc R . . . .
C12 C 0.50033(7) 0.15647(15) 0.25991(13) 0.0167(4) Uani 1 1 d . . . . .
C13 C 0.42359(7) 0.25126(16) 0.20619(13) 0.0165(4) Uani 1 1 d . . . . .
C14 C 0.40642(8) 0.35614(16) 0.22131(14) 0.0190(4) Uani 1 1 d . . . . .
H14 H 0.4160 0.3940 0.2727 0.023 Uiso 1 1 calc R . . . .
C15 C 0.41152(7) 0.19887(16) 0.12837(13) 0.0172(4) Uani 1 1 d . . . . .
H15 H 0.4244 0.1287 0.1165 0.021 Uiso 1 1 calc R . . . .
C16 C 0.37518(8) 0.40495(16) 0.16090(14) 0.0184(4) Uani 1 1 d . . . . .
H16 H 0.3635 0.4764 0.1717 0.022 Uiso 1 1 calc R . . . .
C17 C 0.38072(7) 0.24902(16) 0.06820(13) 0.0166(4) Uani 1 1 d . . . . .
H17 H 0.3732 0.2131 0.0148 0.020 Uiso 1 1 calc R . . . .
C18 C 0.36042(7) 0.35148(16) 0.08438(13) 0.0157(4) Uani 1 1 d . . . . .
C19 C 0.32136(8) 0.39917(16) 0.02708(13) 0.0160(4) Uani 1 1 d . . . . .
C20 C 0.28849(8) 0.47686(17) 0.06007(14) 0.0204(4) Uani 1 1 d . . . . .
H20 H 0.2918 0.5003 0.1190 0.024 Uiso 1 1 calc R . . . .
C21 C 0.31459(7) 0.36432(16) -0.05925(14) 0.0182(4) Uani 1 1 d . . . . .
H21 H 0.3363 0.3112 -0.0830 0.022 Uiso 1 1 calc R . . . .
C22 C 0.25118(9) 0.52035(16) 0.00861(14) 0.0208(4) Uani 1 1 d . . . . .
H22 H 0.2296 0.5741 0.0318 0.025 Uiso 1 1 calc R . . . .
C23 C 0.27680(7) 0.40589(17) -0.11079(13) 0.0191(4) Uani 1 1 d . . . . .
H23 H 0.2723 0.3804 -0.1689 0.023 Uiso 1 1 calc R . . . .
C24 C 0.24549(7) 0.48488(16) -0.07706(13) 0.0169(4) Uani 1 1 d . . . . .
C25 C 0.15819(7) 0.54095(16) -0.11593(13) 0.0156(4) Uani 1 1 d . . . . .
C26 C 0.12971(8) 0.48669(16) -0.05359(14) 0.0184(4) Uani 1 1 d . . . . .
H26 H 0.1443 0.4377 -0.0131 0.022 Uiso 1 1 calc R . . . .
C27 C 0.07913(8) 0.50732(17) -0.05311(14) 0.0199(4) Uani 1 1 d . . . . .
H27 H 0.0587 0.4710 -0.0118 0.024 Uiso 1 1 calc R . . . .
C28 C 0.05744(8) 0.58029(17) -0.11199(14) 0.0202(4) Uani 1 1 d . . . . .
H28 H 0.0228 0.5940 -0.1091 0.024 Uiso 1 1 calc R . . . .
C29 C 0.08582(7) 0.63258(16) -0.17423(14) 0.0177(4) Uani 1 1 d . . . . .
H29 H 0.0709 0.6812 -0.2147 0.021 Uiso 1 1 calc R . . . .
C30 C 0.13678(7) 0.61296(15) -0.17686(13) 0.0152(4) Uani 1 1 d . . . . .
C31 C 0.17671(7) 0.65319(16) -0.23129(13) 0.0167(4) Uani 1 1 d . . . . .
C32 C 0.17927(8) 0.72605(16) -0.30075(13) 0.0190(4) Uani 1 1 d . . . . .
H32 H 0.1500 0.7587 -0.3231 0.023 Uiso 1 1 calc R . . . .
C33 C 0.22500(9) 0.75029(18) -0.33678(15) 0.0235(5) Uani 1 1 d . . . . .
H33 H 0.2271 0.7997 -0.3844 0.028 Uiso 1 1 calc R . . . .
C34 C 0.26822(8) 0.70269(18) -0.30377(15) 0.0240(5) Uani 1 1 d . . . . .
H34 H 0.2993 0.7215 -0.3288 0.029 Uiso 1 1 calc R . . . .
C35 C 0.26677(8) 0.62884(17) -0.23556(15) 0.0218(4) Uani 1 1 d . . . . .
H35 H 0.2962 0.5963 -0.2135 0.026 Uiso 1 1 calc R . . . .
C36 C 0.22061(8) 0.60440(16) -0.20076(13) 0.0177(4) Uani 1 1 d . . . . .


_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
N1 C1 1.400(3) . ?
N1 C12 1.392(3) . ?
N1 C13 1.422(2) . ?
N2 C24 1.428(3) . ?
N2 C25 1.391(2) . ?
N2 C36 1.398(3) . ?
C1 C2 1.388(3) . ?
C1 C6 1.406(3) . ?
C2 C3 1.387(3) . ?
C3 C4 1.398(3) . ?
C4 C5 1.379(3) . ?
C5 C6 1.400(3) . ?
C6 C7 1.446(3) . ?
C7 C8 1.395(3) . ?
C7 C12 1.415(3) . ?
C8 C9 1.382(3) . ?
C9 C10 1.398(3) . ?
C10 C11 1.387(3) . ?
C11 C12 1.394(3) . ?
C13 C14 1.393(3) . ?
C13 C15 1.392(3) . ?
C14 C16 1.387(3) . ?
C15 C17 1.384(3) . ?
C16 C18 1.400(3) . ?
C17 C18 1.398(3) . ?
C18 C19 1.490(3) . ?
C19 C20 1.399(3) . ?
C19 C21 1.399(3) . ?
C20 C22 1.384(3) . ?
C21 C23 1.386(3) . ?
C22 C24 1.389(3) . ?
C23 C24 1.388(3) . ?
C25 C26 1.394(3) . ?
C25 C30 1.410(3) . ?
C26 C27 1.387(3) . ?
C27 C28 1.400(3) . ?
C28 C29 1.380(3) . ?
C29 C30 1.395(3) . ?
C30 C31 1.447(3) . ?
C31 C32 1.392(3) . ?
C31 C36 1.407(3) . ?
C32 C33 1.383(3) . ?
C33 C34 1.398(3) . ?
C34 C35 1.384(3) . ?
C35 C36 1.386(3) . ?

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
C1 N1 C13 124.75(17) . . ?
C12 N1 C1 108.48(17) . . ?
C12 N1 C13 126.49(17) . . ?
C25 N2 C24 126.97(17) . . ?
C25 N2 C36 108.43(16) . . ?
C36 N2 C24 123.36(17) . . ?
N1 C1 C6 108.85(18) . . ?
C2 C1 N1 128.76(19) . . ?
C2 C1 C6 122.16(19) . . ?
C3 C2 C1 117.3(2) . . ?
C2 C3 C4 121.4(2) . . ?
C5 C4 C3 121.1(2) . . ?
C4 C5 C6 118.7(2) . . ?
C1 C6 C7 106.99(17) . . ?
C5 C6 C1 119.3(2) . . ?
C5 C6 C7 133.5(2) . . ?
C8 C7 C6 133.76(19) . . ?
C8 C7 C12 119.4(2) . . ?
C12 C7 C6 106.83(17) . . ?
C9 C8 C7 119.05(19) . . ?
C8 C9 C10 120.70(19) . . ?
C11 C10 C9 121.9(2) . . ?
C10 C11 C12 117.02(19) . . ?
N1 C12 C7 108.77(18) . . ?
N1 C12 C11 129.28(19) . . ?
C11 C12 C7 121.95(18) . . ?
C14 C13 N1 119.18(18) . . ?
C15 C13 N1 121.17(18) . . ?
C15 C13 C14 119.66(18) . . ?
C16 C14 C13 119.62(19) . . ?
C17 C15 C13 120.02(18) . . ?
C14 C16 C18 121.61(19) . . ?
C15 C17 C18 121.37(18) . . ?
C16 C18 C19 120.38(18) . . ?
C17 C18 C16 117.50(18) . . ?
C17 C18 C19 121.93(18) . . ?
C20 C19 C18 120.39(18) . . ?
C20 C19 C21 117.87(19) . . ?
C21 C19 C18 121.66(18) . . ?
C22 C20 C19 121.37(19) . . ?
C23 C21 C19 121.20(19) . . ?
C20 C22 C24 119.58(19) . . ?
C21 C23 C24 119.70(19) . . ?
C22 C24 N2 119.48(18) . . ?
C23 C24 N2 120.18(18) . . ?
C23 C24 C22 120.25(18) . . ?
N2 C25 C26 129.21(19) . . ?
N2 C25 C30 108.92(17) . . ?
C26 C25 C30 121.85(18) . . ?
C27 C26 C25 117.19(19) . . ?
C26 C27 C28 121.7(2) . . ?
C29 C28 C27 120.76(19) . . ?
C28 C29 C30 118.97(19) . . ?
C25 C30 C31 106.90(17) . . ?
C29 C30 C25 119.55(19) . . ?
C29 C30 C31 133.55(19) . . ?
C32 C31 C30 134.09(19) . . ?
C32 C31 C36 119.14(19) . . ?
C36 C31 C30 106.76(18) . . ?
C33 C32 C31 119.2(2) . . ?
C32 C33 C34 120.6(2) . . ?
C35 C34 C33 121.6(2) . . ?
C34 C35 C36 117.2(2) . . ?
N2 C36 C31 108.95(17) . . ?
C35 C36 N2 128.69(19) . . ?
C35 C36 C31 122.34(19) . . ?

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
N1 C1 C2 C3 174.6(2) . . . . ?
N1 C1 C6 C5 -177.95(18) . . . . ?
N1 C1 C6 C7 -1.8(2) . . . . ?
N1 C13 C14 C16 -175.92(18) . . . . ?
N1 C13 C15 C17 176.57(18) . . . . ?
N2 C25 C26 C27 -179.03(19) . . . . ?
N2 C25 C30 C29 179.83(17) . . . . ?
N2 C25 C30 C31 -0.9(2) . . . . ?
C1 N1 C12 C7 -2.6(2) . . . . ?
C1 N1 C12 C11 177.7(2) . . . . ?
C1 N1 C13 C14 49.7(3) . . . . ?
C1 N1 C13 C15 -129.8(2) . . . . ?
C1 C2 C3 C4 1.6(3) . . . . ?
C1 C6 C7 C8 -177.3(2) . . . . ?
C1 C6 C7 C12 0.2(2) . . . . ?
C2 C1 C6 C5 -2.9(3) . . . . ?
C2 C1 C6 C7 173.19(19) . . . . ?
C2 C3 C4 C5 -1.5(3) . . . . ?
C3 C4 C5 C6 -0.9(3) . . . . ?
C4 C5 C6 C1 3.0(3) . . . . ?
C4 C5 C6 C7 -171.9(2) . . . . ?
C5 C6 C7 C8 -1.9(4) . . . . ?
C5 C6 C7 C12 175.6(2) . . . . ?
C6 C1 C2 C3 0.6(3) . . . . ?
C6 C7 C8 C9 177.3(2) . . . . ?
C6 C7 C12 N1 1.5(2) . . . . ?
C6 C7 C12 C11 -178.82(19) . . . . ?
C7 C8 C9 C10 0.4(3) . . . . ?
C8 C7 C12 N1 179.39(17) . . . . ?
C8 C7 C12 C11 -0.9(3) . . . . ?
C8 C9 C10 C11 -0.2(3) . . . . ?
C9 C10 C11 C12 -0.6(3) . . . . ?
C10 C11 C12 N1 -179.22(19) . . . . ?
C10 C11 C12 C7 1.1(3) . . . . ?
C12 N1 C1 C2 -171.8(2) . . . . ?
C12 N1 C1 C6 2.8(2) . . . . ?
C12 N1 C13 C14 -123.5(2) . . . . ?
C12 N1 C13 C15 57.0(3) . . . . ?
C12 C7 C8 C9 0.1(3) . . . . ?
C13 N1 C1 C2 13.9(3) . . . . ?
C13 N1 C1 C6 -171.50(17) . . . . ?
C13 N1 C12 C7 171.52(17) . . . . ?
C13 N1 C12 C11 -8.2(3) . . . . ?
C13 C14 C16 C18 -0.2(3) . . . . ?
C13 C15 C17 C18 -1.2(3) . . . . ?
C14 C13 C15 C17 -3.0(3) . . . . ?
C14 C16 C18 C17 -3.8(3) . . . . ?
C14 C16 C18 C19 171.26(19) . . . . ?
C15 C13 C14 C16 3.6(3) . . . . ?
C15 C17 C18 C16 4.4(3) . . . . ?
C15 C17 C18 C19 -170.50(19) . . . . ?
C16 C18 C19 C20 -20.0(3) . . . . ?
C16 C18 C19 C21 163.36(19) . . . . ?
C17 C18 C19 C20 154.79(19) . . . . ?
C17 C18 C19 C21 -21.8(3) . . . . ?
C18 C19 C20 C22 -178.45(19) . . . . ?
C18 C19 C21 C23 177.20(18) . . . . ?
C19 C20 C22 C24 1.3(3) . . . . ?
C19 C21 C23 C24 1.1(3) . . . . ?
C20 C19 C21 C23 0.5(3) . . . . ?
C20 C22 C24 N2 -176.22(19) . . . . ?
C20 C22 C24 C23 0.4(3) . . . . ?
C21 C19 C20 C22 -1.7(3) . . . . ?
C21 C23 C24 N2 175.02(19) . . . . ?
C21 C23 C24 C22 -1.5(3) . . . . ?
C24 N2 C25 C26 -12.3(3) . . . . ?
C24 N2 C25 C30 169.25(18) . . . . ?
C24 N2 C36 C31 -170.02(18) . . . . ?
C24 N2 C36 C35 8.1(3) . . . . ?
C25 N2 C24 C22 -58.0(3) . . . . ?
C25 N2 C24 C23 125.4(2) . . . . ?
C25 N2 C36 C31 -2.0(2) . . . . ?
C25 N2 C36 C35 176.1(2) . . . . ?
C25 C26 C27 C28 -0.6(3) . . . . ?
C25 C30 C31 C32 -179.1(2) . . . . ?
C25 C30 C31 C36 -0.3(2) . . . . ?
C26 C25 C30 C29 1.2(3) . . . . ?
C26 C25 C30 C31 -179.48(18) . . . . ?
C26 C27 C28 C29 1.5(3) . . . . ?
C27 C28 C29 C30 -1.0(3) . . . . ?
C28 C29 C30 C25 -0.3(3) . . . . ?
C28 C29 C30 C31 -179.4(2) . . . . ?
C29 C30 C31 C32 0.1(4) . . . . ?
C29 C30 C31 C36 178.8(2) . . . . ?
C30 C25 C26 C27 -0.7(3) . . . . ?
C30 C31 C32 C33 177.3(2) . . . . ?
C30 C31 C36 N2 1.4(2) . . . . ?
C30 C31 C36 C35 -176.84(19) . . . . ?
C31 C32 C33 C34 -0.3(3) . . . . ?
C32 C31 C36 N2 -179.66(17) . . . . ?
C32 C31 C36 C35 2.1(3) . . . . ?
C32 C33 C34 C35 1.2(3) . . . . ?
C33 C34 C35 C36 -0.4(3) . . . . ?
C34 C35 C36 N2 -179.08(19) . . . . ?
C34 C35 C36 C31 -1.2(3) . . . . ?
C36 N2 C24 C22 107.8(2) . . . . ?
C36 N2 C24 C23 -68.8(3) . . . . ?
C36 N2 C25 C26 -179.8(2) . . . . ?
C36 N2 C25 C30 1.7(2) . . . . ?
C36 C31 C32 C33 -1.3(3) . . . . ?

_olex2_exptl_crystal_mounting_method 'In oil'
_olex2_submission_special_instructions 'No special instructions were received'
_database_code_depnum_ccdc_archive 'CCDC 1004417'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_gamma-CBP
_audit_creation_date             2014-06-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.05.21 svn.r2940 for OlexSys, GUI svn.r4846)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        4,4'-bis(9-carbazolyl)biphenyl
_chemical_formula_moiety         'C36 H24 N2'
_chemical_formula_sum            'C36 H24 N2'
_chemical_formula_weight         484.57
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.0076(10)
_cell_length_b                   7.3919(4)
_cell_length_c                   36.337(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4836.9(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9941
_cell_measurement_temperature    90
_cell_measurement_theta_max      27.808
_cell_measurement_theta_min      2.242
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6211
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.1822 before and 0.0902 after correction. The Ratio of minimum to maximum transmission is 0.8330. The λ/2 correction factor is 0.0015.'
_exptl_crystal_colour            'light colourless'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             2032
_exptl_crystal_preparation       
"The powdered form of 4,4'-bis(9-carbazolyl)biphenyl 97% pure was obtained from Sigma Aldrich and used without further purification."
_exptl_crystal_recrystallization_method 
'The sample was crystallized by slow diffusion of methanol layered upon a saturated solution of dimethylformamide over 20 days.'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0912
_diffrn_reflns_av_unetI/netI     0.0494
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_limit_l_min       -47
_diffrn_reflns_number            55469
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.893
_diffrn_reflns_theta_min         1.592
_diffrn_ambient_temperature      90
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4413
_reflns_number_total             5766
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.245
_refine_diff_density_min         -0.249
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         5766
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0660
_refine_ls_R_factor_gt           0.0460
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0419P)²+3.1477P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1093
_refine_ls_wR_factor_ref         0.1214
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C26(H26), C23(H23), C15(H15), C35(H35), C2(H2), C17(H17), C21(H21),
 C20(H20), C34(H34), C22(H22), C16(H16), C10(H10), C11(H11), C5(H5), C3(H3),
 C8(H8), C9(H9), C4(H4), C29(H29), C33(H33), C27(H27), C32(H32), C28(H28)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
N1 N 0.28608(7) 0.92599(17) 0.21788(3) 0.0153(3) Uani 1 1 d . . . . .
N2 N -0.13066(7) 0.76804(18) 0.03954(3) 0.0171(3) Uani 1 1 d . . . . .
C18 C 0.10953(8) 0.87103(19) 0.14125(4) 0.0142(3) Uani 1 1 d . . . . .
C12 C 0.36087(8) 0.89290(19) 0.21047(4) 0.0163(3) Uani 1 1 d . . . . .
C1 C 0.27930(9) 0.97683(19) 0.25496(4) 0.0170(3) Uani 1 1 d . . . . .
C7 C 0.40252(9) 0.9257(2) 0.24280(4) 0.0183(3) Uani 1 1 d . . . . .
C6 C 0.35035(9) 0.9754(2) 0.27130(4) 0.0195(3) Uani 1 1 d . . . . .
C13 C 0.22657(8) 0.91195(19) 0.19235(4) 0.0141(3) Uani 1 1 d . . . . .
C19 C 0.04762(8) 0.84521(19) 0.11456(4) 0.0149(3) Uani 1 1 d . . . . .
C14 C 0.23335(8) 0.98106(19) 0.15675(4) 0.0145(3) Uani 1 1 d . . . . .
H14 H 0.2773 1.0433 0.1497 0.017 Uiso 1 1 calc R . . . .
C25 C -0.20590(8) 0.7785(2) 0.04840(4) 0.0174(3) Uani 1 1 d . . . . .
C26 C -0.23975(9) 0.8201(2) 0.08192(4) 0.0204(3) Uani 1 1 d . . . . .
H26 H -0.2112 0.8493 0.1031 0.024 Uiso 1 1 calc R . . . .
C24 C -0.07068(8) 0.7940(2) 0.06449(4) 0.0164(3) Uani 1 1 d . . . . .
C36 C -0.12434(9) 0.7147(2) 0.00275(4) 0.0169(3) Uani 1 1 d . . . . .
C31 C -0.19604(9) 0.6984(2) -0.01236(4) 0.0194(3) Uani 1 1 d . . . . .
C23 C -0.07123(9) 0.7098(2) 0.09870(4) 0.0181(3) Uani 1 1 d . . . . .
H23 H -0.1117 0.6341 0.1054 0.022 Uiso 1 1 calc R . . . .
C15 C 0.16071(8) 0.82824(19) 0.20265(4) 0.0151(3) Uani 1 1 d . . . . .
H15 H 0.1550 0.7838 0.2270 0.018 Uiso 1 1 calc R . . . .
C35 C -0.06124(9) 0.6673(2) -0.01725(4) 0.0196(3) Uani 1 1 d . . . . .
H35 H -0.0130 0.6782 -0.0069 0.024 Uiso 1 1 calc R . . . .
C2 C 0.21634(9) 1.0297(2) 0.27458(4) 0.0199(3) Uani 1 1 d . . . . .
H2 H 0.1690 1.0358 0.2631 0.024 Uiso 1 1 calc R . . . .
C17 C 0.10329(8) 0.80931(19) 0.17752(4) 0.0150(3) Uani 1 1 d . . . . .
H17 H 0.0585 0.7529 0.1851 0.018 Uiso 1 1 calc R . . . .
C21 C -0.01317(9) 0.7354(2) 0.12315(4) 0.0180(3) Uani 1 1 d . . . . .
H21 H -0.0147 0.6767 0.1464 0.022 Uiso 1 1 calc R . . . .
C20 C 0.04714(9) 0.9292(2) 0.07990(4) 0.0182(3) Uani 1 1 d . . . . .
H20 H 0.0876 1.0047 0.0731 0.022 Uiso 1 1 calc R . . . .
C34 C -0.07138(10) 0.6037(2) -0.05286(4) 0.0240(4) Uani 1 1 d . . . . .
H34 H -0.0293 0.5683 -0.0669 0.029 Uiso 1 1 calc R . . . .
C22 C -0.01100(9) 0.9046(2) 0.05530(4) 0.0193(3) Uani 1 1 d . . . . .
H22 H -0.0100 0.9637 0.0321 0.023 Uiso 1 1 calc R . . . .
C16 C 0.17592(8) 0.95889(19) 0.13166(4) 0.0153(3) Uani 1 1 d . . . . .
H16 H 0.1817 1.0043 0.1074 0.018 Uiso 1 1 calc R . . . .
C30 C -0.24830(9) 0.7393(2) 0.01674(4) 0.0193(3) Uani 1 1 d . . . . .
C10 C 0.47149(9) 0.8183(2) 0.17799(5) 0.0231(3) Uani 1 1 d . . . . .
H10 H 0.4958 0.7782 0.1563 0.028 Uiso 1 1 calc R . . . .
C11 C 0.39490(9) 0.8353(2) 0.17802(4) 0.0185(3) Uani 1 1 d . . . . .
H11 H 0.3665 0.8086 0.1567 0.022 Uiso 1 1 calc R . . . .
C5 C 0.35783(10) 1.0183(2) 0.30858(4) 0.0251(4) Uani 1 1 d . . . . .
H5 H 0.4052 1.0149 0.3201 0.030 Uiso 1 1 calc R . . . .
C3 C 0.22557(10) 1.0731(2) 0.31146(4) 0.0251(4) Uani 1 1 d . . . . .
H3 H 0.1836 1.1087 0.3255 0.030 Uiso 1 1 calc R . . . .
C8 C 0.48010(9) 0.9116(2) 0.24163(5) 0.0243(4) Uani 1 1 d . . . . .
H8 H 0.5090 0.9378 0.2628 0.029 Uiso 1 1 calc R . . . .
C9 C 0.51408(9) 0.8591(2) 0.20928(5) 0.0258(4) Uani 1 1 d . . . . .
H9 H 0.5667 0.8505 0.2082 0.031 Uiso 1 1 calc R . . . .
C4 C 0.29540(11) 1.0656(2) 0.32841(4) 0.0275(4) Uani 1 1 d . . . . .
H4 H 0.2998 1.0934 0.3538 0.033 Uiso 1 1 calc R . . . .
C29 C -0.32568(9) 0.7408(2) 0.01858(5) 0.0246(4) Uani 1 1 d . . . . .
H29 H -0.3547 0.7164 -0.0027 0.030 Uiso 1 1 calc R . . . .
C33 C -0.14223(10) 0.5906(2) -0.06861(4) 0.0269(4) Uani 1 1 d . . . . .
H33 H -0.1475 0.5487 -0.0932 0.032 Uiso 1 1 calc R . . . .
C27 C -0.31637(9) 0.8171(2) 0.08314(5) 0.0239(4) Uani 1 1 d . . . . .
H27 H -0.3407 0.8418 0.1058 0.029 Uiso 1 1 calc R . . . .
C32 C -0.20452(10) 0.6383(2) -0.04853(4) 0.0257(4) Uani 1 1 d . . . . .
H32 H -0.2525 0.6302 -0.0592 0.031 Uiso 1 1 calc R . . . .
C28 C -0.35924(9) 0.7787(2) 0.05192(5) 0.0257(4) Uani 1 1 d . . . . .
H28 H -0.4119 0.7787 0.0537 0.031 Uiso 1 1 calc R . . . .


_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
N1 C12 1.395(2) . ?
N1 C1 1.4042(18) . ?
N1 C13 1.4211(18) . ?
N2 C25 1.395(2) . ?
N2 C24 1.4231(18) . ?
N2 C36 1.3987(18) . ?
C18 C19 1.490(2) . ?
C18 C17 1.3992(19) . ?
C18 C16 1.405(2) . ?
C12 C7 1.415(2) . ?
C12 C11 1.395(2) . ?
C1 C6 1.411(2) . ?
C1 C2 1.395(2) . ?
C7 C6 1.446(2) . ?
C7 C8 1.401(2) . ?
C6 C5 1.398(2) . ?
C13 C14 1.3959(19) . ?
C13 C15 1.389(2) . ?
C19 C21 1.398(2) . ?
C19 C20 1.4044(19) . ?
C14 C16 1.388(2) . ?
C25 C26 1.397(2) . ?
C25 C30 1.411(2) . ?
C26 C27 1.381(2) . ?
C24 C23 1.390(2) . ?
C24 C22 1.391(2) . ?
C36 C31 1.408(2) . ?
C36 C35 1.393(2) . ?
C31 C30 1.447(2) . ?
C31 C32 1.396(2) . ?
C23 C21 1.385(2) . ?
C15 C17 1.387(2) . ?
C35 C34 1.389(2) . ?
C2 C3 1.388(2) . ?
C20 C22 1.389(2) . ?
C34 C33 1.402(2) . ?
C30 C29 1.395(2) . ?
C10 C11 1.385(2) . ?
C10 C9 1.404(2) . ?
C5 C4 1.380(3) . ?
C3 C4 1.401(3) . ?
C8 C9 1.381(2) . ?
C29 C28 1.383(2) . ?
C33 C32 1.384(2) . ?
C27 C28 1.401(2) . ?

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
C12 N1 C1 108.42(12) . . ?
C12 N1 C13 126.10(12) . . ?
C1 N1 C13 125.48(12) . . ?
C25 N2 C24 125.65(12) . . ?
C25 N2 C36 108.38(12) . . ?
C36 N2 C24 125.81(13) . . ?
C17 C18 C19 120.74(13) . . ?
C17 C18 C16 116.94(13) . . ?
C16 C18 C19 122.32(13) . . ?
N1 C12 C7 108.76(13) . . ?
N1 C12 C11 129.82(14) . . ?
C11 C12 C7 121.41(14) . . ?
N1 C1 C6 108.84(13) . . ?
C2 C1 N1 129.50(14) . . ?
C2 C1 C6 121.60(14) . . ?
C12 C7 C6 107.09(14) . . ?
C8 C7 C12 119.37(15) . . ?
C8 C7 C6 133.51(14) . . ?
C1 C6 C7 106.85(13) . . ?
C5 C6 C1 119.58(15) . . ?
C5 C6 C7 133.57(15) . . ?
C14 C13 N1 120.81(13) . . ?
C15 C13 N1 120.02(13) . . ?
C15 C13 C14 119.17(13) . . ?
C21 C19 C18 121.00(13) . . ?
C21 C19 C20 116.87(13) . . ?
C20 C19 C18 122.13(13) . . ?
C16 C14 C13 120.02(13) . . ?
N2 C25 C26 129.60(14) . . ?
N2 C25 C30 109.04(13) . . ?
C26 C25 C30 121.36(15) . . ?
C27 C26 C25 117.42(15) . . ?
C23 C24 N2 120.26(13) . . ?
C23 C24 C22 118.91(13) . . ?
C22 C24 N2 120.83(13) . . ?
N2 C36 C31 108.79(13) . . ?
C35 C36 N2 129.48(14) . . ?
C35 C36 C31 121.53(14) . . ?
C36 C31 C30 107.07(13) . . ?
C32 C31 C36 119.64(15) . . ?
C32 C31 C30 133.10(15) . . ?
C21 C23 C24 120.46(14) . . ?
C17 C15 C13 120.27(13) . . ?
C34 C35 C36 117.62(15) . . ?
C3 C2 C1 117.45(15) . . ?
C15 C17 C18 121.83(14) . . ?
C23 C21 C19 121.83(13) . . ?
C22 C20 C19 121.62(14) . . ?
C35 C34 C33 121.57(16) . . ?
C20 C22 C24 120.31(14) . . ?
C14 C16 C18 121.70(13) . . ?
C25 C30 C31 106.67(14) . . ?
C29 C30 C25 119.99(14) . . ?
C29 C30 C31 133.32(14) . . ?
C11 C10 C9 121.59(16) . . ?
C10 C11 C12 117.75(14) . . ?
C4 C5 C6 119.01(16) . . ?
C2 C3 C4 121.51(16) . . ?
C9 C8 C7 119.25(15) . . ?
C8 C9 C10 120.50(15) . . ?
C5 C4 C3 120.76(15) . . ?
C28 C29 C30 118.70(15) . . ?
C32 C33 C34 120.32(15) . . ?
C26 C27 C28 121.87(15) . . ?
C33 C32 C31 119.27(15) . . ?
C29 C28 C27 120.64(16) . . ?

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
N1 C12 C7 C6 1.83(16) . . . . ?
N1 C12 C7 C8 -176.35(13) . . . . ?
N1 C12 C11 C10 178.07(14) . . . . ?
N1 C1 C6 C7 1.33(16) . . . . ?
N1 C1 C6 C5 -178.79(13) . . . . ?
N1 C1 C2 C3 179.94(14) . . . . ?
N1 C13 C14 C16 177.08(13) . . . . ?
N1 C13 C15 C17 -178.06(13) . . . . ?
N2 C25 C26 C27 -178.68(15) . . . . ?
N2 C25 C30 C31 1.56(17) . . . . ?
N2 C25 C30 C29 179.92(14) . . . . ?
N2 C24 C23 C21 -179.65(14) . . . . ?
N2 C24 C22 C20 179.87(14) . . . . ?
N2 C36 C31 C30 -1.45(17) . . . . ?
N2 C36 C31 C32 -177.08(14) . . . . ?
N2 C36 C35 C34 174.43(15) . . . . ?
C18 C19 C21 C23 180.00(14) . . . . ?
C18 C19 C20 C22 -179.78(14) . . . . ?
C12 N1 C1 C6 -0.22(16) . . . . ?
C12 N1 C1 C2 177.20(15) . . . . ?
C12 N1 C13 C14 -43.8(2) . . . . ?
C12 N1 C13 C15 136.01(15) . . . . ?
C12 C7 C6 C1 -1.93(16) . . . . ?
C12 C7 C6 C5 178.21(16) . . . . ?
C12 C7 C8 C9 -2.5(2) . . . . ?
C1 N1 C12 C7 -1.02(16) . . . . ?
C1 N1 C12 C11 178.35(15) . . . . ?
C1 N1 C13 C14 135.81(15) . . . . ?
C1 N1 C13 C15 -44.4(2) . . . . ?
C1 C6 C5 C4 -1.6(2) . . . . ?
C1 C2 C3 C4 0.4(2) . . . . ?
C7 C12 C11 C10 -2.6(2) . . . . ?
C7 C6 C5 C4 178.25(16) . . . . ?
C7 C8 C9 C10 -0.7(2) . . . . ?
C6 C1 C2 C3 -2.9(2) . . . . ?
C6 C7 C8 C9 179.95(16) . . . . ?
C6 C5 C4 C3 -0.8(2) . . . . ?
C13 N1 C12 C7 178.66(13) . . . . ?
C13 N1 C12 C11 -2.0(2) . . . . ?
C13 N1 C1 C6 -179.90(13) . . . . ?
C13 N1 C1 C2 -2.5(2) . . . . ?
C13 C14 C16 C18 1.3(2) . . . . ?
C13 C15 C17 C18 0.7(2) . . . . ?
C19 C18 C17 C15 178.59(13) . . . . ?
C19 C18 C16 C14 -179.61(13) . . . . ?
C19 C20 C22 C24 -0.4(2) . . . . ?
C14 C13 C15 C17 1.8(2) . . . . ?
C25 N2 C24 C23 46.6(2) . . . . ?
C25 N2 C24 C22 -132.83(16) . . . . ?
C25 N2 C36 C31 2.44(16) . . . . ?
C25 N2 C36 C35 -172.34(15) . . . . ?
C25 C26 C27 C28 -1.6(2) . . . . ?
C25 C30 C29 C28 -0.9(2) . . . . ?
C26 C25 C30 C31 -178.57(14) . . . . ?
C26 C25 C30 C29 -0.2(2) . . . . ?
C26 C27 C28 C29 0.5(2) . . . . ?
C24 N2 C25 C26 2.0(2) . . . . ?
C24 N2 C25 C30 -178.16(13) . . . . ?
C24 N2 C36 C31 178.10(13) . . . . ?
C24 N2 C36 C35 3.3(2) . . . . ?
C24 C23 C21 C19 -0.1(2) . . . . ?
C36 N2 C25 C26 177.66(15) . . . . ?
C36 N2 C25 C30 -2.49(16) . . . . ?
C36 N2 C24 C23 -128.30(16) . . . . ?
C36 N2 C24 C22 52.2(2) . . . . ?
C36 C31 C30 C25 -0.07(17) . . . . ?
C36 C31 C30 C29 -178.10(17) . . . . ?
C36 C31 C32 C33 1.9(2) . . . . ?
C36 C35 C34 C33 1.3(2) . . . . ?
C31 C36 C35 C34 0.2(2) . . . . ?
C31 C30 C29 C28 176.88(17) . . . . ?
C23 C24 C22 C20 0.4(2) . . . . ?
C15 C13 C14 C16 -2.8(2) . . . . ?
C35 C36 C31 C30 173.83(14) . . . . ?
C35 C36 C31 C32 -1.8(2) . . . . ?
C35 C34 C33 C32 -1.2(3) . . . . ?
C2 C1 C6 C7 -176.33(14) . . . . ?
C2 C1 C6 C5 3.6(2) . . . . ?
C2 C3 C4 C5 1.4(2) . . . . ?
C17 C18 C19 C21 -9.9(2) . . . . ?
C17 C18 C19 C20 169.94(14) . . . . ?
C17 C18 C16 C14 1.1(2) . . . . ?
C21 C19 C20 C22 0.1(2) . . . . ?
C20 C19 C21 C23 0.1(2) . . . . ?
C34 C33 C32 C31 -0.4(3) . . . . ?
C22 C24 C23 C21 -0.2(2) . . . . ?
C16 C18 C19 C21 170.78(14) . . . . ?
C16 C18 C19 C20 -9.4(2) . . . . ?
C16 C18 C17 C15 -2.1(2) . . . . ?
C30 C25 C26 C27 1.5(2) . . . . ?
C30 C31 C32 C33 -172.39(17) . . . . ?
C30 C29 C28 C27 0.8(2) . . . . ?
C11 C12 C7 C6 -177.61(13) . . . . ?
C11 C12 C7 C8 4.2(2) . . . . ?
C11 C10 C9 C8 2.3(2) . . . . ?
C8 C7 C6 C1 175.89(16) . . . . ?
C8 C7 C6 C5 -4.0(3) . . . . ?
C9 C10 C11 C12 -0.6(2) . . . . ?
C32 C31 C30 C25 174.73(17) . . . . ?
C32 C31 C30 C29 -3.3(3) . . . . ?

_olex2_exptl_crystal_mounting_method 'In oil'
_olex2_submission_special_instructions 'No special instructions were received'
_database_code_depnum_ccdc_archive 'CCDC 1004418'
