# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
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data_SPA188
_database_code_depnum_ccdc_archive 'CCDC 1854516'
_audit_update_record             
;
2018-07-09 deposited with the CCDC.
2018-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
N-phenyl-N-(4-(1,4,5-triphenyl-1H-imidazol-2-yl)phenyl)benzenamine
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C39 H29 N3'
_chemical_formula_sum            'C39 H29 N3'
_chemical_formula_weight         539.65

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0019 0.0011 '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 0.0040 0.0024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   17.931(4)
_cell_length_b                   12.546(3)
_cell_length_c                   27.155(5)
_cell_angle_alpha                90
_cell_angle_beta                 107.66(3)
_cell_angle_gamma                90
_cell_volume                     5821(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    78067
_cell_measurement_theta_min      0.350
_cell_measurement_theta_max      33.679

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_F_000             2272
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.095
_exptl_crystal_size_mid          0.084
_exptl_crystal_size_min          0.074
_exptl_absorpt_coefficient_mu    0.054
_shelx_estimated_absorpt_T_min   0.995
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.966
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
'HKL3000sm Scalepack(Otwinowski & Minor, 1997)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.610
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'ADSC Q210 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27101
_diffrn_reflns_av_unetI/netI     0.0329
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         1.728
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        21.469
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             7750
_reflns_number_gt                6214
_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       
'PAL BL2D-SMDC Program(Shin et. al, 2016)'
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2016 (Sheldrick, 2015)'
_computing_molecular_graphics    'DIAMOND 4(Putz & Brandenburg, 2014)'
_computing_publication_material  'enCifer 1.5.1'
_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)+(0.0811P)²+1.4107P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0114(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7750
_refine_ls_number_parameters     380
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0477
_refine_ls_wR_factor_ref         0.1392
_refine_ls_wR_factor_gt          0.1321
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.146
_refine_ls_shift/su_max          0.001
_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
N1 N 0.76417(8) 0.42581(10) 0.68876(5) 0.0483(3) Uani 1 1 d . . . . .
N2 N 0.62190(5) 0.74516(7) 0.48811(3) 0.01901(18) Uani 1 1 d . . . . .
N3 N 0.67820(5) 0.85659(7) 0.55209(3) 0.02078(18) Uani 1 1 d . . . . .
C1 C 0.82388(10) 0.35203(11) 0.68884(5) 0.0474(4) Uani 1 1 d . . . . .
C2 C 0.89227(10) 0.38514(13) 0.67973(6) 0.0548(4) Uani 1 1 d . . . . .
H2 H 0.899365 0.458214 0.673139 0.066 Uiso 1 1 calc R U . . .
C3 C 0.95029(12) 0.31188(17) 0.68020(7) 0.0722(6) Uani 1 1 d . . . . .
H3 H 0.996902 0.333967 0.673423 0.087 Uiso 1 1 calc R U . . .
C4 C 0.93931(18) 0.20526(18) 0.69077(7) 0.0864(8) Uani 1 1 d . U . . .
H4 H 0.978794 0.154431 0.691261 0.104 Uiso 1 1 calc R U . . .
C5 C 0.87202(19) 0.17316(15) 0.70047(7) 0.0867(8) Uani 1 1 d . U . . .
H5 H 0.865460 0.100475 0.708060 0.104 Uiso 1 1 calc R U . . .
C6 C 0.81461(14) 0.24487(12) 0.69927(6) 0.0685(6) Uani 1 1 d . . . . .
H6 H 0.767885 0.221788 0.705591 0.082 Uiso 1 1 calc R U . . .
C7 C 0.71988(10) 0.41064(11) 0.72374(5) 0.0476(4) Uani 1 1 d . . . . .
C8 C 0.75746(12) 0.40607(11) 0.77683(5) 0.0552(4) Uani 1 1 d . . . . .
H8 H 0.812751 0.412973 0.789804 0.066 Uiso 1 1 calc R U . . .
C9 C 0.71364(14) 0.39135(12) 0.81072(5) 0.0663(6) Uani 1 1 d . . . . .
H9 H 0.739180 0.388028 0.846870 0.080 Uiso 1 1 calc R U . . .
C10 C 0.63420(15) 0.38166(13) 0.79232(6) 0.0698(6) Uani 1 1 d . . . . .
H10 H 0.604504 0.372246 0.815628 0.084 Uiso 1 1 calc R U . . .
C11 C 0.59714(14) 0.38555(19) 0.73992(6) 0.0815(8) Uani 1 1 d . . . . .
H11 H 0.541831 0.378688 0.727191 0.098 Uiso 1 1 calc R U . . .
C12 C 0.63982(12) 0.39936(17) 0.70563(5) 0.0697(6) Uani 1 1 d . . . . .
H12 H 0.613804 0.401066 0.669508 0.084 Uiso 1 1 calc R U . . .
C13 C 0.74062(7) 0.50615(10) 0.65085(4) 0.0339(3) Uani 1 1 d . . . . .
C14 C 0.70757(8) 0.59964(10) 0.66212(4) 0.0362(3) Uani 1 1 d . . . . .
H14 H 0.702207 0.609590 0.695564 0.043 Uiso 1 1 calc R U . . .
C15 C 0.68238(7) 0.67841(10) 0.62510(4) 0.0290(2) Uani 1 1 d . . . . .
H15 H 0.659204 0.741343 0.633345 0.035 Uiso 1 1 calc R U . . .
C16 C 0.69050(6) 0.66685(8) 0.57579(4) 0.0214(2) Uani 1 1 d . . . . .
C17 C 0.72426(6) 0.57363(9) 0.56481(4) 0.0243(2) Uani 1 1 d . . . . .
H17 H 0.730635 0.564312 0.531605 0.029 Uiso 1 1 calc R U . . .
C18 C 0.74882(7) 0.49391(10) 0.60170(4) 0.0299(2) Uani 1 1 d . . . . .
H18 H 0.771394 0.430537 0.593380 0.036 Uiso 1 1 calc R U . . .
C19 C 0.66523(5) 0.75557(8) 0.53909(3) 0.0197(2) Uani 1 1 d . . . . .
C20 C 0.60465(6) 0.84746(8) 0.46828(3) 0.01928(19) Uani 1 1 d . . . . .
C21 C 0.64098(6) 0.91547(8) 0.50829(3) 0.0197(2) Uani 1 1 d . . . . .
C22 C 0.58648(6) 0.64997(8) 0.46180(3) 0.0199(2) Uani 1 1 d . . . . .
C23 C 0.51044(6) 0.62564(10) 0.46014(4) 0.0295(2) Uani 1 1 d . . . . .
H23 H 0.482585 0.670729 0.476534 0.035 Uiso 1 1 calc R U . . .
C24 C 0.47544(7) 0.53478(11) 0.43428(5) 0.0365(3) Uani 1 1 d . . . . .
H24 H 0.423310 0.517372 0.432961 0.044 Uiso 1 1 calc R U . . .
C25 C 0.51588(7) 0.46951(10) 0.41047(5) 0.0345(3) Uani 1 1 d . . . . .
H25 H 0.491667 0.407055 0.393005 0.041 Uiso 1 1 calc R U . . .
C26 C 0.59157(7) 0.49467(10) 0.41193(5) 0.0320(2) Uani 1 1 d . . . . .
H26 H 0.619338 0.449339 0.395582 0.038 Uiso 1 1 calc R U . . .
C27 C 0.62713(6) 0.58625(9) 0.43728(4) 0.0250(2) Uani 1 1 d . . . . .
H27 H 0.678714 0.604735 0.437731 0.030 Uiso 1 1 calc R U . . .
C28 C 0.55268(6) 0.86298(8) 0.41508(4) 0.0219(2) Uani 1 1 d . . . . .
C29 C 0.57561(7) 0.83387(9) 0.37243(4) 0.0257(2) Uani 1 1 d . . . . .
H29 H 0.626327 0.805131 0.377186 0.031 Uiso 1 1 calc R U . . .
C30 C 0.52446(8) 0.84675(11) 0.32286(4) 0.0358(3) Uani 1 1 d . . . . .
H30 H 0.540506 0.826746 0.293878 0.043 Uiso 1 1 calc R U . . .
C31 C 0.45083(8) 0.88819(13) 0.31535(5) 0.0460(3) Uani 1 1 d . . . . .
H31 H 0.416391 0.897578 0.281329 0.055 Uiso 1 1 calc R U . . .
C32 C 0.42722(8) 0.91607(15) 0.35754(5) 0.0526(4) Uani 1 1 d . . . . .
H32 H 0.376146 0.943762 0.352574 0.063 Uiso 1 1 calc R U . . .
C33 C 0.47819(7) 0.90363(13) 0.40732(5) 0.0404(3) Uani 1 1 d . . . . .
H33 H 0.461748 0.923180 0.436203 0.048 Uiso 1 1 calc R U . . .
C34 C 0.64798(6) 1.03210(8) 0.50919(4) 0.0215(2) Uani 1 1 d . . . . .
C35 C 0.61371(8) 1.09576(10) 0.46597(4) 0.0342(3) Uani 1 1 d . . . . .
H35 H 0.584846 1.063104 0.434369 0.041 Uiso 1 1 calc R U . . .
C36 C 0.62117(8) 1.20538(10) 0.46849(5) 0.0389(3) Uani 1 1 d . . . . .
H36 H 0.597239 1.247040 0.438663 0.047 Uiso 1 1 calc R U . . .
C37 C 0.66279(8) 1.25500(10) 0.51362(5) 0.0330(3) Uani 1 1 d . . . . .
H37 H 0.667190 1.330463 0.515247 0.040 Uiso 1 1 calc R U . . .
C38 C 0.69816(7) 1.19336(10) 0.55663(5) 0.0335(3) Uani 1 1 d . . . . .
H38 H 0.727391 1.226760 0.587930 0.040 Uiso 1 1 calc R U . . .
C39 C 0.69130(7) 1.08333(9) 0.55443(4) 0.0274(2) Uani 1 1 d . . . . .
H39 H 0.716495 1.042139 0.584178 0.033 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
N1 C13 1.4108(14) . ?
N1 C1 1.415(2) . ?
N1 C7 1.424(2) . ?
N2 C19 1.3729(12) . ?
N2 C20 1.3900(13) . ?
N2 C22 1.4369(13) . ?
N3 C19 1.3172(13) . ?
N3 C21 1.3872(12) . ?
C1 C2 1.386(3) . ?
C1 C6 1.394(2) . ?
C2 C3 1.385(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.395(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.371(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.360(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C12 1.376(2) . ?
C7 C8 1.3953(17) . ?
C8 C9 1.392(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.364(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.377(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.384(2) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.390(2) . ?
C13 C18 1.3947(17) . ?
C14 C15 1.3841(15) . ?
C14 H14 0.9500 . ?
C15 C16 1.3978(14) . ?
C15 H15 0.9500 . ?
C16 C17 1.3901(16) . ?
C16 C19 1.4708(13) . ?
C17 C18 1.3892(14) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C20 C21 1.3797(13) . ?
C20 C28 1.4753(13) . ?
C21 C34 1.4681(15) . ?
C22 C27 1.3813(15) . ?
C22 C23 1.3846(15) . ?
C23 C24 1.3852(17) . ?
C23 H23 0.9500 . ?
C24 C25 1.3778(19) . ?
C24 H24 0.9500 . ?
C25 C26 1.3822(18) . ?
C25 H25 0.9500 . ?
C26 C27 1.3908(16) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 C33 1.3847(16) . ?
C28 C29 1.3903(14) . ?
C29 C30 1.3892(15) . ?
C29 H29 0.9500 . ?
C30 C31 1.3754(19) . ?
C30 H30 0.9500 . ?
C31 C32 1.382(2) . ?
C31 H31 0.9500 . ?
C32 C33 1.3920(17) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 C39 1.3952(14) . ?
C34 C35 1.3984(14) . ?
C35 C36 1.3816(18) . ?
C35 H35 0.9500 . ?
C36 C37 1.3753(18) . ?
C36 H36 0.9500 . ?
C37 C38 1.3838(17) . ?
C37 H37 0.9500 . ?
C38 C39 1.3855(17) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?

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
C13 N1 C1 121.83(12) . . ?
C13 N1 C7 118.57(13) . . ?
C1 N1 C7 119.11(11) . . ?
C19 N2 C20 107.10(8) . . ?
C19 N2 C22 127.60(8) . . ?
C20 N2 C22 124.20(8) . . ?
C19 N3 C21 106.42(8) . . ?
C2 C1 C6 119.45(17) . . ?
C2 C1 N1 120.91(13) . . ?
C6 C1 N1 119.63(17) . . ?
C3 C2 C1 120.14(18) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C2 C3 C4 119.1(2) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C5 C4 C3 120.6(2) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C6 C5 C4 120.3(2) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C1 120.4(2) . . ?
C5 C6 H6 119.8 . . ?
C1 C6 H6 119.8 . . ?
C12 C7 C8 119.31(15) . . ?
C12 C7 N1 120.52(12) . . ?
C8 C7 N1 120.17(15) . . ?
C9 C8 C7 119.74(18) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C10 C9 C8 120.39(13) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C9 C10 C11 119.89(17) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C10 C11 C12 120.5(2) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C7 C12 C11 120.14(15) . . ?
C7 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C18 118.66(10) . . ?
C14 C13 N1 119.71(12) . . ?
C18 C13 N1 121.63(13) . . ?
C15 C14 C13 120.65(11) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C16 121.05(11) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
C17 C16 C15 118.12(9) . . ?
C17 C16 C19 123.79(9) . . ?
C15 C16 C19 118.06(10) . . ?
C18 C17 C16 120.97(10) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C17 C18 C13 120.55(12) . . ?
C17 C18 H18 119.7 . . ?
C13 C18 H18 119.7 . . ?
N3 C19 N2 111.21(8) . . ?
N3 C19 C16 123.61(9) . . ?
N2 C19 C16 125.10(9) . . ?
C21 C20 N2 105.64(8) . . ?
C21 C20 C28 134.16(9) . . ?
N2 C20 C28 120.09(9) . . ?
C20 C21 N3 109.59(9) . . ?
C20 C21 C34 130.32(9) . . ?
N3 C21 C34 120.00(8) . . ?
C27 C22 C23 121.00(10) . . ?
C27 C22 N2 120.16(9) . . ?
C23 C22 N2 118.80(10) . . ?
C22 C23 C24 119.22(11) . . ?
C22 C23 H23 120.4 . . ?
C24 C23 H23 120.4 . . ?
C25 C24 C23 120.33(11) . . ?
C25 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
C24 C25 C26 120.18(11) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C25 C26 C27 120.11(11) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 H26 119.9 . . ?
C22 C27 C26 119.14(10) . . ?
C22 C27 H27 120.4 . . ?
C26 C27 H27 120.4 . . ?
C33 C28 C29 119.03(10) . . ?
C33 C28 C20 119.42(9) . . ?
C29 C28 C20 121.50(9) . . ?
C30 C29 C28 120.10(11) . . ?
C30 C29 H29 119.9 . . ?
C28 C29 H29 119.9 . . ?
C31 C30 C29 120.63(11) . . ?
C31 C30 H30 119.7 . . ?
C29 C30 H30 119.7 . . ?
C30 C31 C32 119.64(11) . . ?
C30 C31 H31 120.2 . . ?
C32 C31 H31 120.2 . . ?
C31 C32 C33 120.05(12) . . ?
C31 C32 H32 120.0 . . ?
C33 C32 H32 120.0 . . ?
C28 C33 C32 120.53(12) . . ?
C28 C33 H33 119.7 . . ?
C32 C33 H33 119.7 . . ?
C39 C34 C35 117.47(10) . . ?
C39 C34 C21 119.72(9) . . ?
C35 C34 C21 122.80(9) . . ?
C36 C35 C34 121.04(11) . . ?
C36 C35 H35 119.5 . . ?
C34 C35 H35 119.5 . . ?
C37 C36 C35 120.86(11) . . ?
C37 C36 H36 119.6 . . ?
C35 C36 H36 119.6 . . ?
C36 C37 C38 119.01(11) . . ?
C36 C37 H37 120.5 . . ?
C38 C37 H37 120.5 . . ?
C37 C38 C39 120.55(11) . . ?
C37 C38 H38 119.7 . . ?
C39 C38 H38 119.7 . . ?
C38 C39 C34 121.03(10) . . ?
C38 C39 H39 119.5 . . ?
C34 C39 H39 119.5 . . ?

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
C13 N1 C1 C2 43.35(19) . . . . ?
C7 N1 C1 C2 -144.73(14) . . . . ?
C13 N1 C1 C6 -137.98(14) . . . . ?
C7 N1 C1 C6 33.94(19) . . . . ?
C6 C1 C2 C3 1.0(2) . . . . ?
N1 C1 C2 C3 179.68(13) . . . . ?
C1 C2 C3 C4 -1.0(2) . . . . ?
C2 C3 C4 C5 0.1(3) . . . . ?
C3 C4 C5 C6 0.8(3) . . . . ?
C4 C5 C6 C1 -0.8(3) . . . . ?
C2 C1 C6 C5 -0.1(2) . . . . ?
N1 C1 C6 C5 -178.77(14) . . . . ?
C13 N1 C7 C12 50.7(2) . . . . ?
C1 N1 C7 C12 -121.48(17) . . . . ?
C13 N1 C7 C8 -129.89(15) . . . . ?
C1 N1 C7 C8 57.92(19) . . . . ?
C12 C7 C8 C9 -0.7(2) . . . . ?
N1 C7 C8 C9 179.92(13) . . . . ?
C7 C8 C9 C10 -0.2(2) . . . . ?
C8 C9 C10 C11 0.5(3) . . . . ?
C9 C10 C11 C12 -0.1(3) . . . . ?
C8 C7 C12 C11 1.1(3) . . . . ?
N1 C7 C12 C11 -179.46(18) . . . . ?
C10 C11 C12 C7 -0.8(3) . . . . ?
C1 N1 C13 C14 -154.07(13) . . . . ?
C7 N1 C13 C14 33.96(18) . . . . ?
C1 N1 C13 C18 26.64(19) . . . . ?
C7 N1 C13 C18 -145.33(13) . . . . ?
C18 C13 C14 C15 0.83(18) . . . . ?
N1 C13 C14 C15 -178.48(11) . . . . ?
C13 C14 C15 C16 -0.95(18) . . . . ?
C14 C15 C16 C17 0.33(16) . . . . ?
C14 C15 C16 C19 -177.65(10) . . . . ?
C15 C16 C17 C18 0.39(15) . . . . ?
C19 C16 C17 C18 178.24(9) . . . . ?
C16 C17 C18 C13 -0.49(16) . . . . ?
C14 C13 C18 C17 -0.12(17) . . . . ?
N1 C13 C18 C17 179.18(11) . . . . ?
C21 N3 C19 N2 0.97(11) . . . . ?
C21 N3 C19 C16 -175.74(9) . . . . ?
C20 N2 C19 N3 -1.84(11) . . . . ?
C22 N2 C19 N3 -170.10(9) . . . . ?
C20 N2 C19 C16 174.81(9) . . . . ?
C22 N2 C19 C16 6.56(16) . . . . ?
C17 C16 C19 N3 -136.99(11) . . . . ?
C15 C16 C19 N3 40.87(14) . . . . ?
C17 C16 C19 N2 46.76(14) . . . . ?
C15 C16 C19 N2 -135.39(11) . . . . ?
C19 N2 C20 C21 1.90(10) . . . . ?
C22 N2 C20 C21 170.66(9) . . . . ?
C19 N2 C20 C28 -174.83(8) . . . . ?
C22 N2 C20 C28 -6.07(14) . . . . ?
N2 C20 C21 N3 -1.37(10) . . . . ?
C28 C20 C21 N3 174.69(10) . . . . ?
N2 C20 C21 C34 175.13(9) . . . . ?
C28 C20 C21 C34 -8.82(18) . . . . ?
C19 N3 C21 C20 0.28(11) . . . . ?
C19 N3 C21 C34 -176.64(9) . . . . ?
C19 N2 C22 C27 -91.22(13) . . . . ?
C20 N2 C22 C27 102.38(12) . . . . ?
C19 N2 C22 C23 90.86(13) . . . . ?
C20 N2 C22 C23 -75.54(13) . . . . ?
C27 C22 C23 C24 1.27(16) . . . . ?
N2 C22 C23 C24 179.17(10) . . . . ?
C22 C23 C24 C25 -0.07(18) . . . . ?
C23 C24 C25 C26 -0.43(19) . . . . ?
C24 C25 C26 C27 -0.25(19) . . . . ?
C23 C22 C27 C26 -1.93(16) . . . . ?
N2 C22 C27 C26 -179.80(9) . . . . ?
C25 C26 C27 C22 1.41(17) . . . . ?
C21 C20 C28 C33 -66.73(17) . . . . ?
N2 C20 C28 C33 108.87(13) . . . . ?
C21 C20 C28 C29 115.80(13) . . . . ?
N2 C20 C28 C29 -68.60(13) . . . . ?
C33 C28 C29 C30 0.70(18) . . . . ?
C20 C28 C29 C30 178.18(11) . . . . ?
C28 C29 C30 C31 -0.04(19) . . . . ?
C29 C30 C31 C32 -0.8(2) . . . . ?
C30 C31 C32 C33 0.9(3) . . . . ?
C29 C28 C33 C32 -0.6(2) . . . . ?
C20 C28 C33 C32 -178.09(14) . . . . ?
C31 C32 C33 C28 -0.2(3) . . . . ?
C20 C21 C34 C39 -177.02(10) . . . . ?
N3 C21 C34 C39 -0.83(14) . . . . ?
C20 C21 C34 C35 2.01(17) . . . . ?
N3 C21 C34 C35 178.20(10) . . . . ?
C39 C34 C35 C36 -1.43(18) . . . . ?
C21 C34 C35 C36 179.52(11) . . . . ?
C34 C35 C36 C37 0.2(2) . . . . ?
C35 C36 C37 C38 0.8(2) . . . . ?
C36 C37 C38 C39 -0.48(19) . . . . ?
C37 C38 C39 C34 -0.78(18) . . . . ?
C35 C34 C39 C38 1.71(16) . . . . ?
C21 C34 C39 C38 -179.21(10) . . . . ?

_refine_diff_density_max         0.310
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.047

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_SPA231
_database_code_depnum_ccdc_archive 'CCDC 1854518'
_audit_update_record             
;
2018-07-09 deposited with the CCDC.
2018-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        
N-phenyl-N-(4-(1,4,5-triphenyl-1H-imidazol-2-yl)phenyl)benzenamine
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C39 H29 N3'
_chemical_formula_sum            'C39 H29 N3'
_chemical_formula_weight         539.65

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0018 0.0011 '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 0.0038 0.0023 '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                   9.4670(19)
_cell_length_b                   10.183(2)
_cell_length_c                   15.829(3)
_cell_angle_alpha                84.16(3)
_cell_angle_beta                 76.29(3)
_cell_angle_gamma                75.31(3)
_cell_volume                     1432.6(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    86894
_cell_measurement_theta_min      0.344
_cell_measurement_theta_max      33.749

_exptl_crystal_description       plate
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_F_000             568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.144
_exptl_crystal_size_min          0.025
_exptl_absorpt_coefficient_mu    0.053
_shelx_estimated_absorpt_T_min   0.992
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.908
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
'HKL3000sm Scalepack(Otwinowski & Minor, 1997)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.600
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'ADSC Q210 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16739
_diffrn_reflns_av_unetI/netI     0.0425
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.747
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        21.100
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8394
_reflns_number_gt                6241
_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       
'PAL BL2D-SMDC Program(Shin et. al, 2016)'
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2017 (Sheldrick, 2015)'
_computing_molecular_graphics    'DIAMOND 4(Putz & Brandenburg, 2014)'
_computing_publication_material  'enCifer 1.6'
_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)+(0.0783P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_extinction_coef       0.059(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         8394
_refine_ls_number_parameters     380
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0634
_refine_ls_R_factor_gt           0.0458
_refine_ls_wR_factor_ref         0.1306
_refine_ls_wR_factor_gt          0.1233
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.001
_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
N1 N 0.30568(11) 0.75291(11) 0.49454(6) 0.0253(2) Uani 1 1 d . . . . .
N2 N 0.55923(9) 0.68407(9) 0.85903(6) 0.01704(18) Uani 1 1 d . . . . .
N3 N 0.32920(10) 0.81497(9) 0.89214(6) 0.02003(19) Uani 1 1 d . . . . .
C1 C 0.41677(12) 0.77783(11) 0.42001(7) 0.0200(2) Uani 1 1 d . . . . .
C2 C 0.46345(13) 0.89788(12) 0.40973(8) 0.0256(2) Uani 1 1 d . . . . .
H2 H 0.420516 0.965244 0.451804 0.031 Uiso 1 1 calc R U . . .
C3 C 0.57273(15) 0.91961(14) 0.33809(9) 0.0348(3) Uani 1 1 d . . . . .
H3 H 0.605253 1.001734 0.331471 0.042 Uiso 1 1 calc R U . . .
C4 C 0.63466(15) 0.82332(18) 0.27641(9) 0.0421(4) Uani 1 1 d . . . . .
H4 H 0.709818 0.838773 0.227433 0.051 Uiso 1 1 calc R U . . .
C5 C 0.58750(16) 0.70483(18) 0.28585(9) 0.0448(4) Uani 1 1 d . . . . .
H5 H 0.629520 0.638752 0.242890 0.054 Uiso 1 1 calc R U . . .
C6 C 0.47842(15) 0.68060(14) 0.35796(9) 0.0327(3) Uani 1 1 d . . . . .
H6 H 0.446648 0.598111 0.364498 0.039 Uiso 1 1 calc R U . . .
C7 C 0.15905(12) 0.76024(11) 0.48298(7) 0.0206(2) Uani 1 1 d . . . . .
C8 C 0.09267(13) 0.86221(12) 0.42959(8) 0.0259(2) Uani 1 1 d . . . . .
H8 H 0.146071 0.926482 0.399328 0.031 Uiso 1 1 calc R U . . .
C9 C -0.05135(14) 0.87036(13) 0.42038(9) 0.0310(3) Uani 1 1 d . . . . .
H9 H -0.095502 0.939315 0.382946 0.037 Uiso 1 1 calc R U . . .
C10 C -0.13119(13) 0.77898(13) 0.46521(8) 0.0310(3) Uani 1 1 d . . . . .
H10 H -0.230917 0.786555 0.460039 0.037 Uiso 1 1 calc R U . . .
C11 C -0.06496(14) 0.67649(14) 0.51763(8) 0.0304(3) Uani 1 1 d . . . . .
H11 H -0.119243 0.613180 0.548406 0.036 Uiso 1 1 calc R U . . .
C12 C 0.08041(13) 0.66564(12) 0.52550(8) 0.0263(2) Uani 1 1 d . . . . .
H12 H 0.126424 0.593175 0.560136 0.032 Uiso 1 1 calc R U . . .
C13 C 0.33664(12) 0.74426(11) 0.57753(7) 0.0197(2) Uani 1 1 d . . . . .
C14 C 0.48495(12) 0.70945(12) 0.58740(7) 0.0238(2) Uani 1 1 d . . . . .
H14 H 0.564246 0.687880 0.537692 0.029 Uiso 1 1 calc R U . . .
C15 C 0.51799(12) 0.70593(12) 0.66848(7) 0.0232(2) Uani 1 1 d . . . . .
H15 H 0.619656 0.683643 0.673117 0.028 Uiso 1 1 calc R U . . .
C16 C 0.40475(11) 0.73453(10) 0.74361(6) 0.0180(2) Uani 1 1 d . . . . .
C17 C 0.25660(12) 0.76614(10) 0.73353(7) 0.0184(2) Uani 1 1 d . . . . .
H17 H 0.177245 0.783933 0.783561 0.022 Uiso 1 1 calc R U . . .
C18 C 0.22281(12) 0.77213(11) 0.65261(7) 0.0199(2) Uani 1 1 d . . . . .
H18 H 0.121138 0.795439 0.647939 0.024 Uiso 1 1 calc R U . . .
C19 C 0.42998(11) 0.74322(10) 0.83067(7) 0.0180(2) Uani 1 1 d . . . . .
C20 C 0.53803(11) 0.72312(10) 0.94370(7) 0.0169(2) Uani 1 1 d . . . . .
C21 C 0.39476(12) 0.80354(10) 0.96281(7) 0.0180(2) Uani 1 1 d . . . . .
C22 C 0.69129(11) 0.59287(10) 0.81392(7) 0.0170(2) Uani 1 1 d . . . . .
C23 C 0.68521(13) 0.46292(11) 0.79918(8) 0.0259(2) Uani 1 1 d . . . . .
H23 H 0.594955 0.433601 0.819564 0.031 Uiso 1 1 calc R U . . .
C24 C 0.81271(16) 0.37613(13) 0.75426(9) 0.0347(3) Uani 1 1 d . . . . .
H24 H 0.809514 0.287199 0.742958 0.042 Uiso 1 1 calc R U . . .
C25 C 0.94430(14) 0.41847(14) 0.72589(8) 0.0334(3) Uani 1 1 d . . . . .
H25 H 1.031348 0.358730 0.695085 0.040 Uiso 1 1 calc R U . . .
C26 C 0.94936(13) 0.54737(14) 0.74225(8) 0.0298(3) Uani 1 1 d . . . . .
H26 H 1.040397 0.575735 0.723204 0.036 Uiso 1 1 calc R U . . .
C27 C 0.82263(12) 0.63596(12) 0.78627(7) 0.0228(2) Uani 1 1 d . . . . .
H27 H 0.826018 0.724976 0.797275 0.027 Uiso 1 1 calc R U . . .
C28 C 0.65652(11) 0.67449(10) 0.99332(6) 0.0167(2) Uani 1 1 d . . . . .
C29 C 0.74136(13) 0.76139(13) 1.00539(8) 0.0267(2) Uani 1 1 d . . . . .
H29 H 0.722392 0.852303 0.982124 0.032 Uiso 1 1 calc R U . . .
C30 C 0.85365(15) 0.71552(16) 1.05133(9) 0.0375(3) Uani 1 1 d . . . . .
H30 H 0.910545 0.775563 1.060051 0.045 Uiso 1 1 calc R U . . .
C31 C 0.88313(14) 0.58368(17) 1.08435(8) 0.0400(3) Uani 1 1 d . . . . .
H31 H 0.960737 0.552721 1.115383 0.048 Uiso 1 1 calc R U . . .
C32 C 0.80020(14) 0.49630(14) 1.07247(8) 0.0344(3) Uani 1 1 d . . . . .
H32 H 0.820573 0.405275 1.095434 0.041 Uiso 1 1 calc R U . . .
C33 C 0.68692(12) 0.54128(12) 1.02696(7) 0.0235(2) Uani 1 1 d . . . . .
H33 H 0.630031 0.480874 1.018785 0.028 Uiso 1 1 calc R U . . .
C34 C 0.30786(12) 0.86930(10) 1.04404(7) 0.0187(2) Uani 1 1 d . . . . .
C35 C 0.37359(13) 0.89442(12) 1.10931(8) 0.0269(3) Uani 1 1 d . . . . .
H35 H 0.479146 0.866706 1.102669 0.032 Uiso 1 1 calc R U . . .
C36 C 0.28618(15) 0.95935(13) 1.18355(8) 0.0306(3) Uani 1 1 d . . . . .
H36 H 0.332309 0.975884 1.227282 0.037 Uiso 1 1 calc R U . . .
C37 C 0.13221(14) 1.00024(12) 1.19440(8) 0.0275(2) Uani 1 1 d . . . . .
H37 H 0.072847 1.044862 1.245333 0.033 Uiso 1 1 calc R U . . .
C38 C 0.06480(13) 0.97575(12) 1.13047(8) 0.0272(2) Uani 1 1 d . . . . .
H38 H -0.040865 1.003250 1.137674 0.033 Uiso 1 1 calc R U . . .
C39 C 0.15227(12) 0.91104(11) 1.05610(7) 0.0229(2) Uani 1 1 d . . . . .
H39 H 0.105525 0.894807 1.012580 0.027 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
N1 C13 1.4017(13) . ?
N1 C7 1.4252(14) . ?
N1 C1 1.4314(14) . ?
N2 C19 1.3758(13) . ?
N2 C20 1.3911(13) . ?
N2 C22 1.4347(14) . ?
N3 C19 1.3198(14) . ?
N3 C21 1.3842(13) . ?
C1 C2 1.3840(16) . ?
C1 C6 1.3852(17) . ?
C2 C3 1.3836(18) . ?
C2 H2 0.9500 . ?
C3 C4 1.375(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.372(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.394(2) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.3891(16) . ?
C7 C12 1.3891(16) . ?
C8 C9 1.3862(16) . ?
C8 H8 0.9500 . ?
C9 C10 1.3817(19) . ?
C9 H9 0.9500 . ?
C10 C11 1.3816(19) . ?
C10 H10 0.9500 . ?
C11 C12 1.3867(16) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C18 1.4003(16) . ?
C13 C14 1.4006(15) . ?
C14 C15 1.3862(15) . ?
C14 H14 0.9500 . ?
C15 C16 1.3986(16) . ?
C15 H15 0.9500 . ?
C16 C17 1.4010(14) . ?
C16 C19 1.4682(14) . ?
C17 C18 1.3839(14) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C20 C21 1.3763(15) . ?
C20 C28 1.4756(14) . ?
C21 C34 1.4741(15) . ?
C22 C27 1.3820(15) . ?
C22 C23 1.3844(15) . ?
C23 C24 1.3870(18) . ?
C23 H23 0.9500 . ?
C24 C25 1.381(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.3781(19) . ?
C25 H25 0.9500 . ?
C26 C27 1.3862(17) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 C29 1.3900(15) . ?
C28 C33 1.3906(15) . ?
C29 C30 1.3866(18) . ?
C29 H29 0.9500 . ?
C30 C31 1.375(2) . ?
C30 H30 0.9500 . ?
C31 C32 1.379(2) . ?
C31 H31 0.9500 . ?
C32 C33 1.3887(16) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 C39 1.3972(15) . ?
C34 C35 1.3997(15) . ?
C35 C36 1.3867(17) . ?
C35 H35 0.9500 . ?
C36 C37 1.3841(18) . ?
C36 H36 0.9500 . ?
C37 C38 1.3898(17) . ?
C37 H37 0.9500 . ?
C38 C39 1.3874(17) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?

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
C13 N1 C7 121.73(9) . . ?
C13 N1 C1 119.19(9) . . ?
C7 N1 C1 118.25(9) . . ?
C19 N2 C20 107.45(9) . . ?
C19 N2 C22 128.06(9) . . ?
C20 N2 C22 124.43(9) . . ?
C19 N3 C21 106.42(9) . . ?
C2 C1 C6 119.84(11) . . ?
C2 C1 N1 120.52(11) . . ?
C6 C1 N1 119.64(11) . . ?
C3 C2 C1 119.89(12) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C4 C3 C2 120.54(13) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C5 C4 C3 119.75(13) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C5 C6 120.54(13) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C1 C6 C5 119.43(13) . . ?
C1 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
C8 C7 C12 119.19(10) . . ?
C8 C7 N1 120.56(10) . . ?
C12 C7 N1 120.25(10) . . ?
C9 C8 C7 120.12(11) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C10 C9 C8 120.51(12) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C11 C10 C9 119.54(11) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C10 C11 C12 120.29(12) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C11 C12 C7 120.30(11) . . ?
C11 C12 H12 119.9 . . ?
C7 C12 H12 119.9 . . ?
C18 C13 C14 117.73(10) . . ?
C18 C13 N1 121.99(10) . . ?
C14 C13 N1 120.27(10) . . ?
C15 C14 C13 121.12(11) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
C14 C15 C16 121.37(10) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 H15 119.3 . . ?
C15 C16 C17 117.21(9) . . ?
C15 C16 C19 124.76(10) . . ?
C17 C16 C19 117.88(10) . . ?
C18 C17 C16 121.73(10) . . ?
C18 C17 H17 119.1 . . ?
C16 C17 H17 119.1 . . ?
C17 C18 C13 120.81(10) . . ?
C17 C18 H18 119.6 . . ?
C13 C18 H18 119.6 . . ?
N3 C19 N2 110.77(9) . . ?
N3 C19 C16 123.00(9) . . ?
N2 C19 C16 126.20(10) . . ?
C21 C20 N2 105.25(9) . . ?
C21 C20 C28 133.88(10) . . ?
N2 C20 C28 120.84(9) . . ?
C20 C21 N3 110.11(9) . . ?
C20 C21 C34 130.13(10) . . ?
N3 C21 C34 119.72(9) . . ?
C27 C22 C23 121.10(11) . . ?
C27 C22 N2 119.46(10) . . ?
C23 C22 N2 119.44(10) . . ?
C22 C23 C24 119.09(12) . . ?
C22 C23 H23 120.5 . . ?
C24 C23 H23 120.5 . . ?
C25 C24 C23 120.27(12) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C26 C25 C24 120.01(12) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C25 C26 C27 120.51(12) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 H26 119.7 . . ?
C22 C27 C26 119.01(11) . . ?
C22 C27 H27 120.5 . . ?
C26 C27 H27 120.5 . . ?
C29 C28 C33 119.21(10) . . ?
C29 C28 C20 119.99(10) . . ?
C33 C28 C20 120.79(10) . . ?
C30 C29 C28 120.07(12) . . ?
C30 C29 H29 120.0 . . ?
C28 C29 H29 120.0 . . ?
C31 C30 C29 120.39(12) . . ?
C31 C30 H30 119.8 . . ?
C29 C30 H30 119.8 . . ?
C30 C31 C32 120.08(11) . . ?
C30 C31 H31 120.0 . . ?
C32 C31 H31 120.0 . . ?
C31 C32 C33 120.05(12) . . ?
C31 C32 H32 120.0 . . ?
C33 C32 H32 120.0 . . ?
C32 C33 C28 120.19(11) . . ?
C32 C33 H33 119.9 . . ?
C28 C33 H33 119.9 . . ?
C39 C34 C35 118.12(10) . . ?
C39 C34 C21 118.59(10) . . ?
C35 C34 C21 123.27(10) . . ?
C36 C35 C34 120.66(11) . . ?
C36 C35 H35 119.7 . . ?
C34 C35 H35 119.7 . . ?
C37 C36 C35 120.47(11) . . ?
C37 C36 H36 119.8 . . ?
C35 C36 H36 119.8 . . ?
C36 C37 C38 119.72(11) . . ?
C36 C37 H37 120.1 . . ?
C38 C37 H37 120.1 . . ?
C39 C38 C37 119.82(11) . . ?
C39 C38 H38 120.1 . . ?
C37 C38 H38 120.1 . . ?
C38 C39 C34 121.21(11) . . ?
C38 C39 H39 119.4 . . ?
C34 C39 H39 119.4 . . ?

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
C13 N1 C1 C2 -63.06(15) . . . . ?
C7 N1 C1 C2 106.69(13) . . . . ?
C13 N1 C1 C6 116.62(13) . . . . ?
C7 N1 C1 C6 -73.62(15) . . . . ?
C6 C1 C2 C3 -0.77(17) . . . . ?
N1 C1 C2 C3 178.92(10) . . . . ?
C1 C2 C3 C4 0.59(19) . . . . ?
C2 C3 C4 C5 0.1(2) . . . . ?
C3 C4 C5 C6 -0.7(2) . . . . ?
C2 C1 C6 C5 0.22(19) . . . . ?
N1 C1 C6 C5 -179.46(12) . . . . ?
C4 C5 C6 C1 0.5(2) . . . . ?
C13 N1 C7 C8 128.20(12) . . . . ?
C1 N1 C7 C8 -41.28(15) . . . . ?
C13 N1 C7 C12 -51.44(16) . . . . ?
C1 N1 C7 C12 139.08(12) . . . . ?
C12 C7 C8 C9 1.16(18) . . . . ?
N1 C7 C8 C9 -178.48(11) . . . . ?
C7 C8 C9 C10 1.14(19) . . . . ?
C8 C9 C10 C11 -1.9(2) . . . . ?
C9 C10 C11 C12 0.25(19) . . . . ?
C10 C11 C12 C7 2.06(19) . . . . ?
C8 C7 C12 C11 -2.75(18) . . . . ?
N1 C7 C12 C11 176.89(11) . . . . ?
C7 N1 C13 C18 -14.37(17) . . . . ?
C1 N1 C13 C18 155.02(11) . . . . ?
C7 N1 C13 C14 166.89(11) . . . . ?
C1 N1 C13 C14 -23.73(16) . . . . ?
C18 C13 C14 C15 -1.54(17) . . . . ?
N1 C13 C14 C15 177.26(11) . . . . ?
C13 C14 C15 C16 1.18(18) . . . . ?
C14 C15 C16 C17 0.33(17) . . . . ?
C14 C15 C16 C19 -175.10(10) . . . . ?
C15 C16 C17 C18 -1.47(16) . . . . ?
C19 C16 C17 C18 174.29(9) . . . . ?
C16 C17 C18 C13 1.11(16) . . . . ?
C14 C13 C18 C17 0.41(16) . . . . ?
N1 C13 C18 C17 -178.36(10) . . . . ?
C21 N3 C19 N2 0.52(12) . . . . ?
C21 N3 C19 C16 -177.46(10) . . . . ?
C20 N2 C19 N3 -0.77(12) . . . . ?
C22 N2 C19 N3 176.28(9) . . . . ?
C20 N2 C19 C16 177.13(10) . . . . ?
C22 N2 C19 C16 -5.82(17) . . . . ?
C15 C16 C19 N3 154.87(11) . . . . ?
C17 C16 C19 N3 -20.53(15) . . . . ?
C15 C16 C19 N2 -22.79(17) . . . . ?
C17 C16 C19 N2 161.81(10) . . . . ?
C19 N2 C20 C21 0.68(11) . . . . ?
C22 N2 C20 C21 -176.50(9) . . . . ?
C19 N2 C20 C28 179.11(9) . . . . ?
C22 N2 C20 C28 1.93(15) . . . . ?
N2 C20 C21 N3 -0.39(11) . . . . ?
C28 C20 C21 N3 -178.52(11) . . . . ?
N2 C20 C21 C34 177.17(10) . . . . ?
C28 C20 C21 C34 -1.0(2) . . . . ?
C19 N3 C21 C20 -0.07(12) . . . . ?
C19 N3 C21 C34 -177.91(9) . . . . ?
C19 N2 C22 C27 111.74(12) . . . . ?
C20 N2 C22 C27 -71.68(14) . . . . ?
C19 N2 C22 C23 -68.57(15) . . . . ?
C20 N2 C22 C23 108.01(12) . . . . ?
C27 C22 C23 C24 -1.38(17) . . . . ?
N2 C22 C23 C24 178.93(10) . . . . ?
C22 C23 C24 C25 0.97(19) . . . . ?
C23 C24 C25 C26 0.1(2) . . . . ?
C24 C25 C26 C27 -0.72(19) . . . . ?
C23 C22 C27 C26 0.73(16) . . . . ?
N2 C22 C27 C26 -179.58(10) . . . . ?
C25 C26 C27 C22 0.33(17) . . . . ?
C21 C20 C28 C29 -77.54(16) . . . . ?
N2 C20 C28 C29 104.56(12) . . . . ?
C21 C20 C28 C33 103.79(14) . . . . ?
N2 C20 C28 C33 -74.11(14) . . . . ?
C33 C28 C29 C30 -0.73(18) . . . . ?
C20 C28 C29 C30 -179.42(11) . . . . ?
C28 C29 C30 C31 0.8(2) . . . . ?
C29 C30 C31 C32 -0.5(2) . . . . ?
C30 C31 C32 C33 0.1(2) . . . . ?
C31 C32 C33 C28 -0.09(19) . . . . ?
C29 C28 C33 C32 0.39(17) . . . . ?
C20 C28 C33 C32 179.07(11) . . . . ?
C20 C21 C34 C39 -160.94(11) . . . . ?
N3 C21 C34 C39 16.41(15) . . . . ?
C20 C21 C34 C35 20.26(18) . . . . ?
N3 C21 C34 C35 -162.39(10) . . . . ?
C39 C34 C35 C36 -0.21(17) . . . . ?
C21 C34 C35 C36 178.59(11) . . . . ?
C34 C35 C36 C37 0.11(19) . . . . ?
C35 C36 C37 C38 0.13(19) . . . . ?
C36 C37 C38 C39 -0.26(19) . . . . ?
C37 C38 C39 C34 0.16(18) . . . . ?
C35 C34 C39 C38 0.08(17) . . . . ?
C21 C34 C39 C38 -178.78(10) . . . . ?

_refine_diff_density_max         0.387
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.052

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_SPA179
_database_code_depnum_ccdc_archive 'CCDC 1854520'
_audit_update_record             
;
2018-07-09 deposited with the CCDC.
2018-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
N-(4-(1-(4-(9H-carbazol-9-yl)phenyl)-4,5-diphenyl-1H-imidazol-2-yl)phenyl)-N-phenylbenze-namine
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C51 H36 N4'
_chemical_formula_sum            'C51 H36 N4'
_chemical_formula_weight         704.84

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0019 0.0011 '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 0.0040 0.0024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.552(3)
_cell_length_b                   14.684(3)
_cell_length_c                   17.328(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.92(3)
_cell_angle_gamma                90
_cell_volume                     3700.6(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    108280
_cell_measurement_theta_min      0.350
_cell_measurement_theta_max      33.679

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_F_000             1480
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.078
_exptl_crystal_size_mid          0.075
_exptl_crystal_size_min          0.065
_exptl_absorpt_coefficient_mu    0.055
_shelx_estimated_absorpt_T_min   0.996
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.937
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
'HKL3000sm Scalepack(Otwinowski & Minor, 1997)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.610
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'ADSC Q210 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            36888
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.560
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        21.469
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             10201
_reflns_number_gt                7706
_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       
'PAL BL2D-SMDC Program(Shin et. al, 2016)'
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2016 (Sheldrick, 2015)'
_computing_molecular_graphics    'DIAMOND 4(Putz & Brandenburg, 2014)'
_computing_publication_material  'enCifer 1.5.1'
_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)+(0.0793P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10201
_refine_ls_number_parameters     496
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0621
_refine_ls_R_factor_gt           0.0449
_refine_ls_wR_factor_ref         0.1234
_refine_ls_wR_factor_gt          0.1162
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.001
_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
N1 N 0.18028(7) 0.53765(7) 0.76571(5) 0.0217(2) Uani 1 1 d . . . . .
N2 N 0.57607(6) 0.56237(6) 0.60894(6) 0.01712(19) Uani 1 1 d . . . . .
N3 N 0.57250(6) 0.41079(6) 0.61068(5) 0.01430(18) Uani 1 1 d . . . . .
N4 N 0.40542(6) 0.06823(6) 0.64172(6) 0.01662(18) Uani 1 1 d . . . . .
C1 C 0.17153(7) 0.51356(7) 0.84473(6) 0.0176(2) Uani 1 1 d . . . . .
C2 C 0.24215(8) 0.52929(8) 0.89883(7) 0.0223(2) Uani 1 1 d . . . . .
H2 H 0.297813 0.556437 0.883261 0.027 Uiso 1 1 calc R U . . .
C3 C 0.23191(9) 0.50552(8) 0.97579(7) 0.0264(3) Uani 1 1 d . . . . .
H3 H 0.281214 0.514936 1.012241 0.032 Uiso 1 1 calc R U . . .
C4 C 0.15068(10) 0.46845(8) 0.99932(7) 0.0283(3) Uani 1 1 d . . . . .
H4 H 0.143320 0.453308 1.052056 0.034 Uiso 1 1 calc R U . . .
C5 C 0.07976(9) 0.45336(8) 0.94563(8) 0.0283(3) Uani 1 1 d . . . . .
H5 H 0.023641 0.427724 0.961813 0.034 Uiso 1 1 calc R U . . .
C6 C 0.08963(8) 0.47523(8) 0.86843(7) 0.0229(2) Uani 1 1 d . . . . .
H6 H 0.040747 0.464105 0.831932 0.028 Uiso 1 1 calc R U . . .
C7 C 0.11650(8) 0.60389(8) 0.73550(7) 0.0207(2) Uani 1 1 d . . . . .
C8 C 0.10050(9) 0.68319(9) 0.77586(8) 0.0290(3) Uani 1 1 d . . . . .
H8 H 0.132101 0.694189 0.823819 0.035 Uiso 1 1 calc R U . . .
C9 C 0.03809(10) 0.74682(9) 0.74613(10) 0.0364(3) Uani 1 1 d . . . . .
H9 H 0.027352 0.801466 0.773764 0.044 Uiso 1 1 calc R U . . .
C10 C -0.00837(9) 0.73101(10) 0.67665(9) 0.0351(3) Uani 1 1 d . . . . .
H10 H -0.050910 0.774717 0.656503 0.042 Uiso 1 1 calc R U . . .
C11 C 0.00699(9) 0.65204(11) 0.63674(8) 0.0342(3) Uani 1 1 d . . . . .
H11 H -0.025213 0.641156 0.589039 0.041 Uiso 1 1 calc R U . . .
C12 C 0.06937(9) 0.58785(10) 0.66564(7) 0.0286(3) Uani 1 1 d . . . . .
H12 H 0.079773 0.533279 0.637816 0.034 Uiso 1 1 calc R U . . .
C13 C 0.26465(7) 0.52456(7) 0.72964(6) 0.0160(2) Uani 1 1 d . . . . .
C14 C 0.31931(8) 0.44877(7) 0.74867(6) 0.0180(2) Uani 1 1 d . . . . .
H14 H 0.297863 0.405329 0.784488 0.022 Uiso 1 1 calc R U . . .
C15 C 0.40383(7) 0.43606(7) 0.71630(6) 0.0167(2) Uani 1 1 d . . . . .
H15 H 0.440443 0.385129 0.731415 0.020 Uiso 1 1 calc R U . . .
C16 C 0.43621(7) 0.49715(7) 0.66160(6) 0.0143(2) Uani 1 1 d . . . . .
C17 C 0.38040(7) 0.57139(7) 0.64114(6) 0.0160(2) Uani 1 1 d . . . . .
H17 H 0.400615 0.613104 0.603394 0.019 Uiso 1 1 calc R U . . .
C18 C 0.29647(7) 0.58573(7) 0.67443(6) 0.0168(2) Uani 1 1 d . . . . .
H18 H 0.260315 0.637170 0.659822 0.020 Uiso 1 1 calc R U . . .
C19 C 0.52691(7) 0.49039(7) 0.62742(6) 0.0149(2) Uani 1 1 d . . . . .
C20 C 0.65620(7) 0.52912(7) 0.57889(6) 0.0155(2) Uani 1 1 d . . . . .
C21 C 0.65640(7) 0.43527(7) 0.57989(6) 0.0148(2) Uani 1 1 d . . . . .
C22 C 0.72279(7) 0.59419(7) 0.54780(6) 0.0160(2) Uani 1 1 d . . . . .
C23 C 0.76970(8) 0.57623(8) 0.48055(7) 0.0211(2) Uani 1 1 d . . . . .
H23 H 0.763033 0.518677 0.455944 0.025 Uiso 1 1 calc R U . . .
C24 C 0.82616(8) 0.64217(8) 0.44935(7) 0.0254(3) Uani 1 1 d . . . . .
H24 H 0.857631 0.629582 0.403396 0.031 Uiso 1 1 calc R U . . .
C25 C 0.83670(8) 0.72624(8) 0.48507(8) 0.0250(3) Uani 1 1 d . . . . .
H25 H 0.875481 0.771088 0.463754 0.030 Uiso 1 1 calc R U . . .
C26 C 0.79058(8) 0.74457(7) 0.55182(7) 0.0225(2) Uani 1 1 d . . . . .
H26 H 0.797759 0.802120 0.576339 0.027 Uiso 1 1 calc R U . . .
C27 C 0.73380(8) 0.67918(7) 0.58315(7) 0.0187(2) Uani 1 1 d . . . . .
H27 H 0.702232 0.692341 0.628948 0.022 Uiso 1 1 calc R U . . .
C28 C 0.72725(7) 0.37004(7) 0.55645(6) 0.0161(2) Uani 1 1 d . . . . .
C29 C 0.81926(8) 0.38850(8) 0.57564(7) 0.0234(2) Uani 1 1 d . . . . .
H29 H 0.834709 0.440672 0.605788 0.028 Uiso 1 1 calc R U . . .
C30 C 0.88820(9) 0.33158(10) 0.55118(8) 0.0327(3) Uani 1 1 d . . . . .
H30 H 0.950618 0.345083 0.564361 0.039 Uiso 1 1 calc R U . . .
C31 C 0.86665(10) 0.25485(9) 0.50750(9) 0.0351(3) Uani 1 1 d . . . . .
H31 H 0.914102 0.215809 0.490800 0.042 Uiso 1 1 calc R U . . .
C32 C 0.77587(10) 0.23555(8) 0.48843(8) 0.0288(3) Uani 1 1 d . . . . .
H32 H 0.760958 0.183016 0.458560 0.035 Uiso 1 1 calc R U . . .
C33 C 0.70620(8) 0.29236(7) 0.51259(6) 0.0198(2) Uani 1 1 d . . . . .
H33 H 0.643924 0.278412 0.499275 0.024 Uiso 1 1 calc R U . . .
C34 C 0.53386(7) 0.32126(7) 0.61648(6) 0.01332(19) Uani 1 1 d . . . . .
C35 C 0.45025(7) 0.30417(7) 0.57844(6) 0.0165(2) Uani 1 1 d . . . . .
H35 H 0.422399 0.349670 0.546474 0.020 Uiso 1 1 calc R U . . .
C36 C 0.40736(7) 0.22075(7) 0.58707(6) 0.0164(2) Uani 1 1 d . . . . .
H36 H 0.349436 0.209380 0.562008 0.020 Uiso 1 1 calc R U . . .
C37 C 0.44945(7) 0.15375(7) 0.63255(6) 0.0144(2) Uani 1 1 d . . . . .
C38 C 0.53442(7) 0.17024(7) 0.66938(6) 0.0157(2) Uani 1 1 d . . . . .
H38 H 0.563359 0.124032 0.699900 0.019 Uiso 1 1 calc R U . . .
C39 C 0.57682(7) 0.25451(7) 0.66140(6) 0.0152(2) Uani 1 1 d . . . . .
H39 H 0.634660 0.266229 0.686478 0.018 Uiso 1 1 calc R U . . .
C40 C 0.32030(7) 0.05372(7) 0.67436(6) 0.0177(2) Uani 1 1 d . . . . .
C41 C 0.25557(8) 0.11725(9) 0.69699(7) 0.0253(3) Uani 1 1 d . . . . .
H41 H 0.266275 0.180814 0.692434 0.030 Uiso 1 1 calc R U . . .
C42 C 0.17468(9) 0.08385(10) 0.72650(8) 0.0317(3) Uani 1 1 d . . . . .
H42 H 0.128946 0.125461 0.742215 0.038 Uiso 1 1 calc R U . . .
C43 C 0.15911(9) -0.00940(10) 0.73358(8) 0.0319(3) Uani 1 1 d . . . . .
H43 H 0.102850 -0.030062 0.753657 0.038 Uiso 1 1 calc R U . . .
C44 C 0.22399(8) -0.07236(9) 0.71193(7) 0.0261(3) Uani 1 1 d . . . . .
H44 H 0.213008 -0.135787 0.717291 0.031 Uiso 1 1 calc R U . . .
C45 C 0.30611(7) -0.04073(8) 0.68198(6) 0.0183(2) Uani 1 1 d . . . . .
C46 C 0.38655(7) -0.08560(7) 0.65349(6) 0.0164(2) Uani 1 1 d . . . . .
C47 C 0.41360(8) -0.17652(7) 0.64639(7) 0.0216(2) Uani 1 1 d . . . . .
H47 H 0.374980 -0.224144 0.663369 0.026 Uiso 1 1 calc R U . . .
C48 C 0.49715(9) -0.19653(8) 0.61440(7) 0.0249(3) Uani 1 1 d . . . . .
H48 H 0.516870 -0.258014 0.610824 0.030 Uiso 1 1 calc R U . . .
C49 C 0.55275(8) -0.12619(8) 0.58725(7) 0.0220(2) Uani 1 1 d . . . . .
H49 H 0.609264 -0.141065 0.564409 0.026 Uiso 1 1 calc R U . . .
C50 C 0.52738(7) -0.03584(7) 0.59290(6) 0.0177(2) Uani 1 1 d . . . . .
H50 H 0.564777 0.011301 0.573359 0.021 Uiso 1 1 calc R U . . .
C51 C 0.44538(7) -0.01626(7) 0.62811(6) 0.0144(2) 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 C13 1.4093(14) . ?
N1 C1 1.4239(14) . ?
N1 C7 1.4315(14) . ?
N2 C19 1.3217(13) . ?
N2 C20 1.3820(14) . ?
N3 C19 1.3797(13) . ?
N3 C21 1.3958(13) . ?
N3 C34 1.4346(13) . ?
N4 C51 1.3937(13) . ?
N4 C40 1.3950(14) . ?
N4 C37 1.4212(13) . ?
C1 C2 1.3871(16) . ?
C1 C6 1.3923(16) . ?
C2 C3 1.3913(17) . ?
C2 H2 0.9500 . ?
C3 C4 1.3755(19) . ?
C3 H3 0.9500 . ?
C4 C5 1.384(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.3879(18) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.3821(18) . ?
C7 C12 1.3911(17) . ?
C8 C9 1.3899(18) . ?
C8 H8 0.9500 . ?
C9 C10 1.381(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.372(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.3902(18) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.4009(15) . ?
C13 C18 1.4022(15) . ?
C14 C15 1.3815(15) . ?
C14 H14 0.9500 . ?
C15 C16 1.3982(15) . ?
C15 H15 0.9500 . ?
C16 C17 1.3980(14) . ?
C16 C19 1.4680(15) . ?
C17 C18 1.3842(15) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C20 C21 1.3782(15) . ?
C20 C22 1.4756(15) . ?
C21 C28 1.4743(14) . ?
C22 C23 1.3953(16) . ?
C22 C27 1.3970(15) . ?
C23 C24 1.3910(16) . ?
C23 H23 0.9500 . ?
C24 C25 1.3872(18) . ?
C24 H24 0.9500 . ?
C25 C26 1.3829(19) . ?
C25 H25 0.9500 . ?
C26 C27 1.3892(15) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 C29 1.3953(16) . ?
C28 C33 1.3988(15) . ?
C29 C30 1.3832(17) . ?
C29 H29 0.9500 . ?
C30 C31 1.387(2) . ?
C30 H30 0.9500 . ?
C31 C32 1.380(2) . ?
C31 H31 0.9500 . ?
C32 C33 1.3884(16) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 C35 1.3870(15) . ?
C34 C39 1.3874(14) . ?
C35 C36 1.3851(15) . ?
C35 H35 0.9500 . ?
C36 C37 1.3898(15) . ?
C36 H36 0.9500 . ?
C37 C38 1.3936(15) . ?
C38 C39 1.3917(14) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C40 C41 1.3915(16) . ?
C40 C45 1.4091(16) . ?
C41 C42 1.3886(18) . ?
C41 H41 0.9500 . ?
C42 C43 1.394(2) . ?
C42 H42 0.9500 . ?
C43 C44 1.3822(19) . ?
C43 H43 0.9500 . ?
C44 C45 1.3981(16) . ?
C44 H44 0.9500 . ?
C45 C46 1.4446(15) . ?
C46 C47 1.3985(15) . ?
C46 C51 1.4100(14) . ?
C47 C48 1.3846(18) . ?
C47 H47 0.9500 . ?
C48 C49 1.4029(17) . ?
C48 H48 0.9500 . ?
C49 C50 1.3815(16) . ?
C49 H49 0.9500 . ?
C50 C51 1.3883(15) . ?
C50 H50 0.9500 . ?

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
C13 N1 C1 119.99(9) . . ?
C13 N1 C7 119.62(9) . . ?
C1 N1 C7 116.27(9) . . ?
C19 N2 C20 106.21(9) . . ?
C19 N3 C21 107.17(8) . . ?
C19 N3 C34 124.69(9) . . ?
C21 N3 C34 127.79(9) . . ?
C51 N4 C40 108.29(9) . . ?
C51 N4 C37 125.13(9) . . ?
C40 N4 C37 126.16(9) . . ?
C2 C1 C6 119.34(11) . . ?
C2 C1 N1 121.36(10) . . ?
C6 C1 N1 119.28(11) . . ?
C1 C2 C3 120.35(11) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 H2 119.8 . . ?
C4 C3 C2 120.28(12) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 119.54(11) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C4 C5 C6 120.79(12) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C5 C6 C1 119.68(12) . . ?
C5 C6 H6 120.2 . . ?
C1 C6 H6 120.2 . . ?
C8 C7 C12 119.77(11) . . ?
C8 C7 N1 120.37(11) . . ?
C12 C7 N1 119.86(11) . . ?
C7 C8 C9 119.86(13) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 H8 120.1 . . ?
C10 C9 C8 120.33(13) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C11 C10 C9 119.88(12) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C10 C11 C12 120.45(13) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C11 C12 C7 119.71(13) . . ?
C11 C12 H12 120.1 . . ?
C7 C12 H12 120.1 . . ?
C14 C13 C18 118.14(10) . . ?
C14 C13 N1 120.01(10) . . ?
C18 C13 N1 121.86(10) . . ?
C15 C14 C13 121.20(10) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
C14 C15 C16 120.89(10) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C17 C16 C15 117.78(10) . . ?
C17 C16 C19 118.22(9) . . ?
C15 C16 C19 123.93(9) . . ?
C18 C17 C16 121.75(10) . . ?
C18 C17 H17 119.1 . . ?
C16 C17 H17 119.1 . . ?
C17 C18 C13 120.20(10) . . ?
C17 C18 H18 119.9 . . ?
C13 C18 H18 119.9 . . ?
N2 C19 N3 111.01(9) . . ?
N2 C19 C16 123.02(9) . . ?
N3 C19 C16 125.97(9) . . ?
C21 C20 N2 110.49(9) . . ?
C21 C20 C22 130.61(10) . . ?
N2 C20 C22 118.79(9) . . ?
C20 C21 N3 105.12(9) . . ?
C20 C21 C28 130.35(10) . . ?
N3 C21 C28 124.52(9) . . ?
C23 C22 C27 118.88(10) . . ?
C23 C22 C20 121.88(10) . . ?
C27 C22 C20 119.04(10) . . ?
C24 C23 C22 120.32(11) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C25 C24 C23 120.27(12) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C26 C25 C24 119.79(11) . . ?
C26 C25 H25 120.1 . . ?
C24 C25 H25 120.1 . . ?
C25 C26 C27 120.27(11) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 H26 119.9 . . ?
C26 C27 C22 120.47(11) . . ?
C26 C27 H27 119.8 . . ?
C22 C27 H27 119.8 . . ?
C29 C28 C33 118.61(10) . . ?
C29 C28 C21 118.85(10) . . ?
C33 C28 C21 122.48(10) . . ?
C30 C29 C28 120.64(12) . . ?
C30 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?
C29 C30 C31 120.32(13) . . ?
C29 C30 H30 119.8 . . ?
C31 C30 H30 119.8 . . ?
C32 C31 C30 119.63(12) . . ?
C32 C31 H31 120.2 . . ?
C30 C31 H31 120.2 . . ?
C31 C32 C33 120.47(12) . . ?
C31 C32 H32 119.8 . . ?
C33 C32 H32 119.8 . . ?
C32 C33 C28 120.33(12) . . ?
C32 C33 H33 119.8 . . ?
C28 C33 H33 119.8 . . ?
C35 C34 C39 120.68(9) . . ?
C35 C34 N3 118.18(9) . . ?
C39 C34 N3 121.08(9) . . ?
C36 C35 C34 120.00(9) . . ?
C36 C35 H35 120.0 . . ?
C34 C35 H35 120.0 . . ?
C35 C36 C37 119.71(10) . . ?
C35 C36 H36 120.1 . . ?
C37 C36 H36 120.1 . . ?
C36 C37 C38 120.27(10) . . ?
C36 C37 N4 119.81(9) . . ?
C38 C37 N4 119.92(9) . . ?
C39 C38 C37 119.90(9) . . ?
C39 C38 H38 120.1 . . ?
C37 C38 H38 120.1 . . ?
C34 C39 C38 119.41(10) . . ?
C34 C39 H39 120.3 . . ?
C38 C39 H39 120.3 . . ?
C41 C40 N4 129.08(10) . . ?
C41 C40 C45 122.05(10) . . ?
N4 C40 C45 108.86(9) . . ?
C42 C41 C40 117.21(12) . . ?
C42 C41 H41 121.4 . . ?
C40 C41 H41 121.4 . . ?
C41 C42 C43 121.44(12) . . ?
C41 C42 H42 119.3 . . ?
C43 C42 H42 119.3 . . ?
C44 C43 C42 121.24(12) . . ?
C44 C43 H43 119.4 . . ?
C42 C43 H43 119.4 . . ?
C43 C44 C45 118.59(12) . . ?
C43 C44 H44 120.7 . . ?
C45 C44 H44 120.7 . . ?
C44 C45 C40 119.45(11) . . ?
C44 C45 C46 133.46(11) . . ?
C40 C45 C46 107.08(9) . . ?
C47 C46 C51 119.10(10) . . ?
C47 C46 C45 134.35(10) . . ?
C51 C46 C45 106.54(9) . . ?
C48 C47 C46 119.43(11) . . ?
C48 C47 H47 120.3 . . ?
C46 C47 H47 120.3 . . ?
C47 C48 C49 120.14(11) . . ?
C47 C48 H48 119.9 . . ?
C49 C48 H48 119.9 . . ?
C50 C49 C48 121.65(11) . . ?
C50 C49 H49 119.2 . . ?
C48 C49 H49 119.2 . . ?
C49 C50 C51 117.76(10) . . ?
C49 C50 H50 121.1 . . ?
C51 C50 H50 121.1 . . ?
C50 C51 N4 128.94(10) . . ?
C50 C51 C46 121.82(10) . . ?
N4 C51 C46 109.20(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
C13 N1 C1 C2 39.05(16) . . . . ?
C7 N1 C1 C2 -118.08(12) . . . . ?
C13 N1 C1 C6 -142.36(11) . . . . ?
C7 N1 C1 C6 60.52(15) . . . . ?
C6 C1 C2 C3 1.14(17) . . . . ?
N1 C1 C2 C3 179.73(10) . . . . ?
C1 C2 C3 C4 -1.76(18) . . . . ?
C2 C3 C4 C5 1.20(18) . . . . ?
C3 C4 C5 C6 -0.04(18) . . . . ?
C4 C5 C6 C1 -0.57(18) . . . . ?
C2 C1 C6 C5 0.02(17) . . . . ?
N1 C1 C6 C5 -178.61(10) . . . . ?
C13 N1 C7 C8 -109.75(13) . . . . ?
C1 N1 C7 C8 47.47(15) . . . . ?
C13 N1 C7 C12 71.14(15) . . . . ?
C1 N1 C7 C12 -131.65(12) . . . . ?
C12 C7 C8 C9 -0.58(19) . . . . ?
N1 C7 C8 C9 -179.69(12) . . . . ?
C7 C8 C9 C10 0.3(2) . . . . ?
C8 C9 C10 C11 0.1(2) . . . . ?
C9 C10 C11 C12 -0.2(2) . . . . ?
C10 C11 C12 C7 0.0(2) . . . . ?
C8 C7 C12 C11 0.43(19) . . . . ?
N1 C7 C12 C11 179.54(11) . . . . ?
C1 N1 C13 C14 36.19(16) . . . . ?
C7 N1 C13 C14 -167.45(11) . . . . ?
C1 N1 C13 C18 -143.79(11) . . . . ?
C7 N1 C13 C18 12.57(16) . . . . ?
C18 C13 C14 C15 2.38(16) . . . . ?
N1 C13 C14 C15 -177.60(10) . . . . ?
C13 C14 C15 C16 -2.01(17) . . . . ?
C14 C15 C16 C17 0.23(16) . . . . ?
C14 C15 C16 C19 177.09(10) . . . . ?
C15 C16 C17 C18 1.12(15) . . . . ?
C19 C16 C17 C18 -175.92(10) . . . . ?
C16 C17 C18 C13 -0.72(16) . . . . ?
C14 C13 C18 C17 -1.02(16) . . . . ?
N1 C13 C18 C17 178.96(10) . . . . ?
C20 N2 C19 N3 0.24(12) . . . . ?
C20 N2 C19 C16 179.89(10) . . . . ?
C21 N3 C19 N2 0.31(12) . . . . ?
C34 N3 C19 N2 -173.28(10) . . . . ?
C21 N3 C19 C16 -179.33(10) . . . . ?
C34 N3 C19 C16 7.08(16) . . . . ?
C17 C16 C19 N2 31.75(15) . . . . ?
C15 C16 C19 N2 -145.09(11) . . . . ?
C17 C16 C19 N3 -148.65(10) . . . . ?
C15 C16 C19 N3 34.51(17) . . . . ?
C19 N2 C20 C21 -0.72(13) . . . . ?
C19 N2 C20 C22 175.79(9) . . . . ?
N2 C20 C21 N3 0.90(12) . . . . ?
C22 C20 C21 N3 -175.08(11) . . . . ?
N2 C20 C21 C28 -177.83(10) . . . . ?
C22 C20 C21 C28 6.2(2) . . . . ?
C19 N3 C21 C20 -0.72(11) . . . . ?
C34 N3 C21 C20 172.61(10) . . . . ?
C19 N3 C21 C28 178.10(10) . . . . ?
C34 N3 C21 C28 -8.56(17) . . . . ?
C21 C20 C22 C23 35.74(18) . . . . ?
N2 C20 C22 C23 -139.95(11) . . . . ?
C21 C20 C22 C27 -149.45(12) . . . . ?
N2 C20 C22 C27 34.86(15) . . . . ?
C27 C22 C23 C24 -0.19(17) . . . . ?
C20 C22 C23 C24 174.63(11) . . . . ?
C22 C23 C24 C25 0.33(18) . . . . ?
C23 C24 C25 C26 -0.23(18) . . . . ?
C24 C25 C26 C27 -0.01(18) . . . . ?
C25 C26 C27 C22 0.16(17) . . . . ?
C23 C22 C27 C26 -0.05(16) . . . . ?
C20 C22 C27 C26 -175.02(10) . . . . ?
C20 C21 C28 C29 41.23(17) . . . . ?
N3 C21 C28 C29 -137.28(11) . . . . ?
C20 C21 C28 C33 -135.75(12) . . . . ?
N3 C21 C28 C33 45.74(16) . . . . ?
C33 C28 C29 C30 0.57(17) . . . . ?
C21 C28 C29 C30 -176.53(11) . . . . ?
C28 C29 C30 C31 -0.4(2) . . . . ?
C29 C30 C31 C32 0.1(2) . . . . ?
C30 C31 C32 C33 0.1(2) . . . . ?
C31 C32 C33 C28 0.15(18) . . . . ?
C29 C28 C33 C32 -0.46(16) . . . . ?
C21 C28 C33 C32 176.53(10) . . . . ?
C19 N3 C34 C35 53.02(14) . . . . ?
C21 N3 C34 C35 -119.23(12) . . . . ?
C19 N3 C34 C39 -124.38(11) . . . . ?
C21 N3 C34 C39 63.37(15) . . . . ?
C39 C34 C35 C36 2.06(16) . . . . ?
N3 C34 C35 C36 -175.35(10) . . . . ?
C34 C35 C36 C37 -1.42(16) . . . . ?
C35 C36 C37 C38 0.00(16) . . . . ?
C35 C36 C37 N4 179.76(10) . . . . ?
C51 N4 C37 C36 126.95(12) . . . . ?
C40 N4 C37 C36 -61.37(15) . . . . ?
C51 N4 C37 C38 -53.29(15) . . . . ?
C40 N4 C37 C38 118.40(12) . . . . ?
C36 C37 C38 C39 0.80(16) . . . . ?
N4 C37 C38 C39 -178.96(10) . . . . ?
C35 C34 C39 C38 -1.25(16) . . . . ?
N3 C34 C39 C38 176.08(9) . . . . ?
C37 C38 C39 C34 -0.18(16) . . . . ?
C51 N4 C40 C41 -179.35(12) . . . . ?
C37 N4 C40 C41 7.81(19) . . . . ?
C51 N4 C40 C45 0.31(12) . . . . ?
C37 N4 C40 C45 -172.54(10) . . . . ?
N4 C40 C41 C42 178.50(12) . . . . ?
C45 C40 C41 C42 -1.11(18) . . . . ?
C40 C41 C42 C43 0.3(2) . . . . ?
C41 C42 C43 C44 0.4(2) . . . . ?
C42 C43 C44 C45 -0.5(2) . . . . ?
C43 C44 C45 C40 -0.30(18) . . . . ?
C43 C44 C45 C46 -179.23(12) . . . . ?
C41 C40 C45 C44 1.11(17) . . . . ?
N4 C40 C45 C44 -178.57(10) . . . . ?
C41 C40 C45 C46 -179.70(11) . . . . ?
N4 C40 C45 C46 0.62(12) . . . . ?
C44 C45 C46 C47 -1.5(2) . . . . ?
C40 C45 C46 C47 179.50(12) . . . . ?
C44 C45 C46 C51 177.73(12) . . . . ?
C40 C45 C46 C51 -1.29(12) . . . . ?
C51 C46 C47 C48 -0.26(16) . . . . ?
C45 C46 C47 C48 178.87(12) . . . . ?
C46 C47 C48 C49 -1.92(17) . . . . ?
C47 C48 C49 C50 1.38(18) . . . . ?
C48 C49 C50 C51 1.39(17) . . . . ?
C49 C50 C51 N4 179.11(11) . . . . ?
C49 C50 C51 C46 -3.65(16) . . . . ?
C40 N4 C51 C50 176.36(11) . . . . ?
C37 N4 C51 C50 -10.70(18) . . . . ?
C40 N4 C51 C46 -1.15(12) . . . . ?
C37 N4 C51 C46 171.79(10) . . . . ?
C47 C46 C51 C50 3.14(16) . . . . ?
C45 C46 C51 C50 -176.21(10) . . . . ?
C47 C46 C51 N4 -179.14(10) . . . . ?
C45 C46 C51 N4 1.51(12) . . . . ?

_refine_diff_density_max         0.327
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.060

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_SPA198
_database_code_depnum_ccdc_archive 'CCDC 1854519'
_audit_update_record             
;
2018-07-09 deposited with the CCDC.
2018-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        
'N-phenyl-N-(4-(1-phenyl-1H-phenanthro[9,10-d]imidazol-2-yl)phenyl)benzen nemine'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C39 H27 N3'
_chemical_formula_sum            'C39 H27 N3'
_chemical_formula_weight         537.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 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 0.0059 0.0032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   17.587(4)
_cell_length_b                   7.7400(15)
_cell_length_c                   21.032(4)
_cell_angle_alpha                90
_cell_angle_beta                 105.94(3)
_cell_angle_gamma                90
_cell_volume                     2752.8(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    56229
_cell_measurement_theta_min      0.401
_cell_measurement_theta_max      33.749

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_F_000             1128
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.010
_exptl_crystal_size_min          0.009
_exptl_absorpt_coefficient_mu    0.073
_shelx_estimated_absorpt_T_min   0.992
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.802
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
'HKL3000sm Scalepack(Otwinowski & Minor, 1997)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'ADSC Q210 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23783
_diffrn_reflns_av_unetI/netI     0.0615
_diffrn_reflns_av_R_equivalents  0.0788
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.012
_diffrn_reflns_theta_max         28.000
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             6767
_reflns_number_gt                4696
_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       
'PAL BL2D-SMDC Program(Shin et. al, 2016)'
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2017 (Sheldrick, 2015)'
_computing_molecular_graphics    'DIAMOND 4(Putz & Brandenburg, 2014)'
_computing_publication_material  'enCifer 1.6'
_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)+(0.1069P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_extinction_coef       0.029(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6767
_refine_ls_number_parameters     380
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0892
_refine_ls_R_factor_gt           0.0628
_refine_ls_wR_factor_ref         0.1795
_refine_ls_wR_factor_gt          0.1646
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_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
N1 N 0.17702(8) 0.73677(18) 0.50406(7) 0.0244(3) Uani 1 1 d . . . . .
N2 N 0.52801(8) 0.73080(18) 0.44564(8) 0.0229(3) Uani 1 1 d . . . . .
N3 N 0.55769(8) 0.77701(19) 0.55512(8) 0.0250(3) Uani 1 1 d . . . . .
C1 C 0.15372(10) 0.7755(2) 0.56203(9) 0.0245(4) Uani 1 1 d . . . . .
C2 C 0.19627(10) 0.7143(2) 0.62412(10) 0.0295(4) Uani 1 1 d . . . . .
H2 H 0.240862 0.641677 0.628038 0.035 Uiso 1 1 calc R U . . .
C3 C 0.17347(12) 0.7595(3) 0.68012(10) 0.0347(5) Uani 1 1 d . . . . .
H3 H 0.203156 0.719187 0.722297 0.042 Uiso 1 1 calc R U . . .
C4 C 0.10754(12) 0.8634(3) 0.67491(10) 0.0375(5) Uani 1 1 d . . . . .
H4 H 0.092650 0.896028 0.713350 0.045 Uiso 1 1 calc R U . . .
C5 C 0.06400(11) 0.9184(3) 0.61329(10) 0.0334(4) Uani 1 1 d . . . . .
H5 H 0.017814 0.985946 0.609282 0.040 Uiso 1 1 calc R U . . .
C6 C 0.08682(10) 0.8764(2) 0.55717(9) 0.0278(4) Uani 1 1 d . . . . .
H6 H 0.056644 0.916675 0.515137 0.033 Uiso 1 1 calc R U . . .
C7 C 0.11630(9) 0.7058(2) 0.44441(9) 0.0240(4) Uani 1 1 d . . . . .
C8 C 0.11568(10) 0.7891(2) 0.38556(9) 0.0275(4) Uani 1 1 d . . . . .
H8 H 0.156463 0.868562 0.384472 0.033 Uiso 1 1 calc R U . . .
C9 C 0.05581(11) 0.7562(2) 0.32874(10) 0.0317(4) Uani 1 1 d . . . . .
H9 H 0.056153 0.812339 0.288649 0.038 Uiso 1 1 calc R U . . .
C10 C -0.00494(10) 0.6419(3) 0.32958(10) 0.0321(4) Uani 1 1 d . . . . .
H10 H -0.045967 0.619800 0.290387 0.039 Uiso 1 1 calc R U . . .
C11 C -0.00484(10) 0.5605(2) 0.38848(10) 0.0306(4) Uani 1 1 d . . . . .
H11 H -0.046319 0.483098 0.389707 0.037 Uiso 1 1 calc R U . . .
C12 C 0.05555(9) 0.5918(2) 0.44552(9) 0.0274(4) Uani 1 1 d . . . . .
H12 H 0.055398 0.534957 0.485529 0.033 Uiso 1 1 calc R U . . .
C13 C 0.25700(9) 0.7395(2) 0.50321(9) 0.0228(4) Uani 1 1 d . . . . .
C14 C 0.31378(9) 0.8339(2) 0.54992(9) 0.0237(4) Uani 1 1 d . . . . .
H14 H 0.298665 0.897819 0.583050 0.028 Uiso 1 1 calc R U . . .
C15 C 0.39166(9) 0.8348(2) 0.54811(9) 0.0233(4) Uani 1 1 d . . . . .
H15 H 0.429675 0.897055 0.580956 0.028 Uiso 1 1 calc R U . . .
C16 C 0.41595(10) 0.7463(2) 0.49906(9) 0.0237(4) Uani 1 1 d . . . . .
C17 C 0.35900(9) 0.6521(2) 0.45273(9) 0.0252(4) Uani 1 1 d . . . . .
H17 H 0.373965 0.589634 0.419192 0.030 Uiso 1 1 calc R U . . .
C18 C 0.28097(10) 0.6482(2) 0.45488(9) 0.0247(4) Uani 1 1 d . . . . .
H18 H 0.243316 0.582435 0.423030 0.030 Uiso 1 1 calc R U . . .
C19 C 0.49990(10) 0.7521(2) 0.50039(9) 0.0228(4) Uani 1 1 d . . . . .
C20 C 0.48228(10) 0.7079(2) 0.37790(10) 0.0274(4) Uani 1 1 d . . . . .
C21 C 0.48201(10) 0.5475(3) 0.34820(10) 0.0319(4) Uani 1 1 d . . . . .
H21 H 0.510963 0.453781 0.372403 0.038 Uiso 1 1 calc R U . . .
C22 C 0.43912(12) 0.5261(3) 0.28301(11) 0.0400(5) Uani 1 1 d . . . . .
H22 H 0.439089 0.417460 0.261988 0.048 Uiso 1 1 calc R U . . .
C23 C 0.39608(12) 0.6628(3) 0.24815(11) 0.0445(5) Uani 1 1 d . . . . .
H23 H 0.366616 0.647248 0.203349 0.053 Uiso 1 1 calc R U . . .
C24 C 0.39584(12) 0.8218(3) 0.27834(11) 0.0422(5) Uani 1 1 d . . . . .
H24 H 0.365948 0.914713 0.254311 0.051 Uiso 1 1 calc R U . . .
C25 C 0.43911(10) 0.8456(3) 0.34349(10) 0.0325(4) Uani 1 1 d . . . . .
H25 H 0.439302 0.954489 0.364386 0.039 Uiso 1 1 calc R U . . .
C26 C 0.60965(10) 0.7433(2) 0.46798(9) 0.0223(4) Uani 1 1 d . . . . .
C27 C 0.67008(10) 0.7389(2) 0.43370(9) 0.0232(4) Uani 1 1 d . . . . .
C28 C 0.65478(11) 0.7348(2) 0.36412(10) 0.0278(4) Uani 1 1 d . . . . .
H28 H 0.601765 0.726893 0.337286 0.033 Uiso 1 1 calc R U . . .
C29 C 0.71579(11) 0.7422(2) 0.33463(10) 0.0295(4) Uani 1 1 d . . . . .
H29 H 0.704533 0.741345 0.287794 0.035 Uiso 1 1 calc R U . . .
C30 C 0.79375(10) 0.7508(2) 0.37340(10) 0.0294(4) Uani 1 1 d . . . . .
H30 H 0.835742 0.754018 0.353065 0.035 Uiso 1 1 calc R U . . .
C31 C 0.81004(10) 0.7548(2) 0.44147(10) 0.0270(4) Uani 1 1 d . . . . .
H31 H 0.863573 0.759902 0.467341 0.032 Uiso 1 1 calc R U . . .
C32 C 0.74968(10) 0.7514(2) 0.47361(9) 0.0233(4) Uani 1 1 d . . . . .
C33 C 0.76786(10) 0.7658(2) 0.54571(9) 0.0238(4) Uani 1 1 d . . . . .
C34 C 0.84583(10) 0.7616(2) 0.58716(10) 0.0275(4) Uani 1 1 d . . . . .
H34 H 0.888583 0.754444 0.567792 0.033 Uiso 1 1 calc R U . . .
C35 C 0.86170(11) 0.7675(3) 0.65474(10) 0.0340(5) Uani 1 1 d . . . . .
H35 H 0.914821 0.760448 0.681415 0.041 Uiso 1 1 calc R U . . .
C36 C 0.79996(11) 0.7838(3) 0.68468(10) 0.0385(5) Uani 1 1 d . . . . .
H36 H 0.811166 0.790079 0.731459 0.046 Uiso 1 1 calc R U . . .
C37 C 0.72304(11) 0.7908(3) 0.64584(10) 0.0335(4) Uani 1 1 d . . . . .
H37 H 0.681172 0.802907 0.666001 0.040 Uiso 1 1 calc R U . . .
C38 C 0.70582(10) 0.7802(2) 0.57671(9) 0.0248(4) Uani 1 1 d . . . . .
C39 C 0.62632(10) 0.7708(2) 0.53520(9) 0.0235(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 C13 1.412(2) . ?
N1 C1 1.421(2) . ?
N1 C7 1.427(2) . ?
N2 C19 1.382(2) . ?
N2 C26 1.386(2) . ?
N2 C20 1.442(3) . ?
N3 C19 1.324(2) . ?
N3 C39 1.383(2) . ?
C1 C6 1.392(2) . ?
C1 C2 1.397(3) . ?
C2 C3 1.389(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.390(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.379(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.386(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C12 1.391(2) . ?
C7 C8 1.393(3) . ?
C8 C9 1.382(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.391(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.389(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.388(3) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C18 1.395(2) . ?
C13 C14 1.399(2) . ?
C14 C15 1.380(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.400(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.396(2) . ?
C16 C19 1.470(2) . ?
C17 C18 1.386(2) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C20 C21 1.389(3) . ?
C20 C25 1.391(3) . ?
C21 C22 1.381(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.387(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.386(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.385(3) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 C39 1.379(3) . ?
C26 C27 1.439(2) . ?
C27 C28 1.414(3) . ?
C27 C32 1.424(2) . ?
C28 C29 1.380(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.391(3) . ?
C29 H29 0.9500 . ?
C30 C31 1.381(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.407(2) . ?
C31 H31 0.9500 . ?
C32 C33 1.466(3) . ?
C33 C34 1.409(2) . ?
C33 C38 1.421(2) . ?
C34 C35 1.372(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.403(3) . ?
C35 H35 0.9500 . ?
C36 C37 1.376(3) . ?
C36 H36 0.9500 . ?
C37 C38 1.404(3) . ?
C37 H37 0.9500 . ?
C38 C39 1.432(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
C13 N1 C1 122.07(15) . . ?
C13 N1 C7 119.94(14) . . ?
C1 N1 C7 117.85(13) . . ?
C19 N2 C26 106.48(15) . . ?
C19 N2 C20 127.42(14) . . ?
C26 N2 C20 126.04(15) . . ?
C19 N3 C39 104.89(15) . . ?
C6 C1 C2 118.93(17) . . ?
C6 C1 N1 119.51(16) . . ?
C2 C1 N1 121.57(16) . . ?
C3 C2 C1 120.11(18) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C2 C3 C4 120.50(19) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 119.25(18) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C4 C5 C6 120.79(18) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C5 C6 C1 120.37(18) . . ?
C5 C6 H6 119.8 . . ?
C1 C6 H6 119.8 . . ?
C12 C7 C8 119.33(17) . . ?
C12 C7 N1 119.00(16) . . ?
C8 C7 N1 121.66(16) . . ?
C9 C8 C7 120.09(17) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C9 C10 120.77(18) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C11 C10 C9 119.12(18) . . ?
C11 C10 H10 120.4 . . ?
C9 C10 H10 120.4 . . ?
C12 C11 C10 120.35(17) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C11 C12 C7 120.33(17) . . ?
C11 C12 H12 119.8 . . ?
C7 C12 H12 119.8 . . ?
C18 C13 C14 118.42(15) . . ?
C18 C13 N1 120.22(15) . . ?
C14 C13 N1 121.35(15) . . ?
C15 C14 C13 120.36(16) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C14 C15 C16 121.59(16) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C17 C16 C15 117.68(15) . . ?
C17 C16 C19 123.63(16) . . ?
C15 C16 C19 118.65(16) . . ?
C18 C17 C16 121.05(16) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C17 C18 C13 120.86(16) . . ?
C17 C18 H18 119.6 . . ?
C13 C18 H18 119.6 . . ?
N3 C19 N2 112.14(15) . . ?
N3 C19 C16 123.25(16) . . ?
N2 C19 C16 124.60(16) . . ?
C21 C20 C25 121.12(19) . . ?
C21 C20 N2 119.09(16) . . ?
C25 C20 N2 119.79(17) . . ?
C22 C21 C20 119.15(19) . . ?
C22 C21 H21 120.4 . . ?
C20 C21 H21 120.4 . . ?
C21 C22 C23 120.2(2) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C24 C23 C22 120.3(2) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C25 C24 C23 120.1(2) . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C24 C25 C20 119.09(19) . . ?
C24 C25 H25 120.5 . . ?
C20 C25 H25 120.5 . . ?
C39 C26 N2 105.48(15) . . ?
C39 C26 C27 122.61(16) . . ?
N2 C26 C27 131.85(17) . . ?
C28 C27 C32 119.25(16) . . ?
C28 C27 C26 124.21(16) . . ?
C32 C27 C26 116.40(16) . . ?
C29 C28 C27 120.91(17) . . ?
C29 C28 H28 119.5 . . ?
C27 C28 H28 119.5 . . ?
C28 C29 C30 120.09(18) . . ?
C28 C29 H29 120.0 . . ?
C30 C29 H29 120.0 . . ?
C31 C30 C29 119.95(17) . . ?
C31 C30 H30 120.0 . . ?
C29 C30 H30 120.0 . . ?
C30 C31 C32 121.91(17) . . ?
C30 C31 H31 119.0 . . ?
C32 C31 H31 119.0 . . ?
C31 C32 C27 117.86(17) . . ?
C31 C32 C33 121.12(16) . . ?
C27 C32 C33 120.99(16) . . ?
C34 C33 C38 117.23(17) . . ?
C34 C33 C32 122.49(16) . . ?
C38 C33 C32 120.27(16) . . ?
C35 C34 C33 121.79(17) . . ?
C35 C34 H34 119.1 . . ?
C33 C34 H34 119.1 . . ?
C34 C35 C36 120.39(18) . . ?
C34 C35 H35 119.8 . . ?
C36 C35 H35 119.8 . . ?
C37 C36 C35 119.54(19) . . ?
C37 C36 H36 120.2 . . ?
C35 C36 H36 120.2 . . ?
C36 C37 C38 120.67(18) . . ?
C36 C37 H37 119.7 . . ?
C38 C37 H37 119.7 . . ?
C37 C38 C33 120.36(17) . . ?
C37 C38 C39 122.07(16) . . ?
C33 C38 C39 117.41(16) . . ?
C26 C39 N3 111.01(16) . . ?
C26 C39 C38 121.98(16) . . ?
N3 C39 C38 126.92(17) . . ?

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
C13 N1 C1 C6 138.71(17) . . . . ?
C7 N1 C1 C6 -37.1(2) . . . . ?
C13 N1 C1 C2 -41.5(2) . . . . ?
C7 N1 C1 C2 142.73(17) . . . . ?
C6 C1 C2 C3 -2.4(3) . . . . ?
N1 C1 C2 C3 177.78(16) . . . . ?
C1 C2 C3 C4 1.1(3) . . . . ?
C2 C3 C4 C5 1.2(3) . . . . ?
C3 C4 C5 C6 -2.2(3) . . . . ?
C4 C5 C6 C1 0.9(3) . . . . ?
C2 C1 C6 C5 1.4(3) . . . . ?
N1 C1 C6 C5 -178.75(16) . . . . ?
C13 N1 C7 C12 135.45(16) . . . . ?
C1 N1 C7 C12 -48.7(2) . . . . ?
C13 N1 C7 C8 -45.7(2) . . . . ?
C1 N1 C7 C8 130.21(18) . . . . ?
C12 C7 C8 C9 -1.0(3) . . . . ?
N1 C7 C8 C9 -179.86(16) . . . . ?
C7 C8 C9 C10 0.8(3) . . . . ?
C8 C9 C10 C11 0.0(3) . . . . ?
C9 C10 C11 C12 -0.6(3) . . . . ?
C10 C11 C12 C7 0.5(3) . . . . ?
C8 C7 C12 C11 0.4(3) . . . . ?
N1 C7 C12 C11 179.26(15) . . . . ?
C1 N1 C13 C18 158.47(16) . . . . ?
C7 N1 C13 C18 -25.8(2) . . . . ?
C1 N1 C13 C14 -22.1(2) . . . . ?
C7 N1 C13 C14 153.59(16) . . . . ?
C18 C13 C14 C15 -0.5(2) . . . . ?
N1 C13 C14 C15 -179.94(15) . . . . ?
C13 C14 C15 C16 1.8(3) . . . . ?
C14 C15 C16 C17 -1.8(2) . . . . ?
C14 C15 C16 C19 -179.67(16) . . . . ?
C15 C16 C17 C18 0.7(3) . . . . ?
C19 C16 C17 C18 178.44(16) . . . . ?
C16 C17 C18 C13 0.5(3) . . . . ?
C14 C13 C18 C17 -0.6(3) . . . . ?
N1 C13 C18 C17 178.85(16) . . . . ?
C39 N3 C19 N2 -0.31(19) . . . . ?
C39 N3 C19 C16 179.08(15) . . . . ?
C26 N2 C19 N3 0.03(19) . . . . ?
C20 N2 C19 N3 -177.37(16) . . . . ?
C26 N2 C19 C16 -179.35(15) . . . . ?
C20 N2 C19 C16 3.3(3) . . . . ?
C17 C16 C19 N3 -151.47(18) . . . . ?
C15 C16 C19 N3 26.2(2) . . . . ?
C17 C16 C19 N2 27.8(3) . . . . ?
C15 C16 C19 N2 -154.46(16) . . . . ?
C19 N2 C20 C21 -109.2(2) . . . . ?
C26 N2 C20 C21 73.9(2) . . . . ?
C19 N2 C20 C25 70.6(2) . . . . ?
C26 N2 C20 C25 -106.3(2) . . . . ?
C25 C20 C21 C22 1.1(3) . . . . ?
N2 C20 C21 C22 -179.09(16) . . . . ?
C20 C21 C22 C23 -0.9(3) . . . . ?
C21 C22 C23 C24 0.1(3) . . . . ?
C22 C23 C24 C25 0.5(3) . . . . ?
C23 C24 C25 C20 -0.2(3) . . . . ?
C21 C20 C25 C24 -0.6(3) . . . . ?
N2 C20 C25 C24 179.63(16) . . . . ?
C19 N2 C26 C39 0.27(17) . . . . ?
C20 N2 C26 C39 177.72(16) . . . . ?
C19 N2 C26 C27 -177.10(17) . . . . ?
C20 N2 C26 C27 0.3(3) . . . . ?
C39 C26 C27 C28 -170.97(17) . . . . ?
N2 C26 C27 C28 6.0(3) . . . . ?
C39 C26 C27 C32 4.6(2) . . . . ?
N2 C26 C27 C32 -178.41(16) . . . . ?
C32 C27 C28 C29 0.2(3) . . . . ?
C26 C27 C28 C29 175.68(16) . . . . ?
C27 C28 C29 C30 1.1(3) . . . . ?
C28 C29 C30 C31 -1.0(3) . . . . ?
C29 C30 C31 C32 -0.4(3) . . . . ?
C30 C31 C32 C27 1.7(3) . . . . ?
C30 C31 C32 C33 -176.41(16) . . . . ?
C28 C27 C32 C31 -1.6(2) . . . . ?
C26 C27 C32 C31 -177.38(14) . . . . ?
C28 C27 C32 C33 176.53(15) . . . . ?
C26 C27 C32 C33 0.7(2) . . . . ?
C31 C32 C33 C34 -8.3(3) . . . . ?
C27 C32 C33 C34 173.69(16) . . . . ?
C31 C32 C33 C38 173.43(16) . . . . ?
C27 C32 C33 C38 -4.6(2) . . . . ?
C38 C33 C34 C35 1.3(3) . . . . ?
C32 C33 C34 C35 -177.05(17) . . . . ?
C33 C34 C35 C36 -2.1(3) . . . . ?
C34 C35 C36 C37 1.2(3) . . . . ?
C35 C36 C37 C38 0.5(3) . . . . ?
C36 C37 C38 C33 -1.3(3) . . . . ?
C36 C37 C38 C39 174.03(19) . . . . ?
C34 C33 C38 C37 0.4(2) . . . . ?
C32 C33 C38 C37 178.81(16) . . . . ?
C34 C33 C38 C39 -175.16(15) . . . . ?
C32 C33 C38 C39 3.2(2) . . . . ?
N2 C26 C39 N3 -0.48(19) . . . . ?
C27 C26 C39 N3 177.20(14) . . . . ?
N2 C26 C39 C38 176.18(15) . . . . ?
C27 C26 C39 C38 -6.1(3) . . . . ?
C19 N3 C39 C26 0.49(19) . . . . ?
C19 N3 C39 C38 -175.96(16) . . . . ?
C37 C38 C39 C26 -173.49(17) . . . . ?
C33 C38 C39 C26 2.0(2) . . . . ?
C37 C38 C39 N3 2.6(3) . . . . ?
C33 C38 C39 N3 178.09(16) . . . . ?

_refine_diff_density_max         0.506
_refine_diff_density_min         -0.330
_refine_diff_density_rms         0.066

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_SPA175
_database_code_depnum_ccdc_archive 'CCDC 1854517'
_audit_update_record             
;
2018-07-09 deposited with the CCDC.
2018-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
N-phenyl-N-(4-(1,4,5-triphenyl-1H-imidazol-2-yl)phenyl)benzenamine
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C39 H29 N3, C H4 O'
_chemical_formula_sum            'C40 H33 N3 O'
_chemical_formula_weight         571.69

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0019 0.0011 '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 0.0040 0.0024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0074 0.0043 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.602(2)
_cell_length_b                   16.393(3)
_cell_length_c                   18.032(4)
_cell_angle_alpha                90
_cell_angle_beta                 102.46(3)
_cell_angle_gamma                90
_cell_volume                     3060.1(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    95355
_cell_measurement_theta_min      0.350
_cell_measurement_theta_max      33.679

_exptl_crystal_description       block
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_F_000             1208
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.105
_exptl_crystal_size_mid          0.095
_exptl_crystal_size_min          0.084
_exptl_absorpt_coefficient_mu    0.056
_shelx_estimated_absorpt_T_min   0.994
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.959
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
'HKL3000sm Scalepack(Otwinowski & Minor, 1997)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.610
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'ADSC Q210 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30756
_diffrn_reflns_av_unetI/netI     0.0708
_diffrn_reflns_av_R_equivalents  0.0680
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.457
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        21.469
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8516
_reflns_number_gt                5238
_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       
'PAL BL2D-SMDC Program(Shin et. al, 2016)'
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2016 (Sheldrick, 2015)'
_computing_molecular_graphics    'DIAMOND 4(Putz & Brandenburg, 2014)'
_computing_publication_material  'enCifer 1.5.1'
_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)+(0.0766P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8516
_refine_ls_number_parameters     399
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0901
_refine_ls_R_factor_gt           0.0508
_refine_ls_wR_factor_ref         0.1318
_refine_ls_wR_factor_gt          0.1202
_refine_ls_goodness_of_fit_ref   0.921
_refine_ls_restrained_S_all      0.921
_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
N1 N 0.42553(11) 0.52922(7) 0.60876(7) 0.0250(3) Uani 1 1 d . . . . .
N2 N 0.41417(10) 0.12504(6) 0.60715(6) 0.0190(2) Uani 1 1 d . . . . .
N3 N 0.62158(11) 0.15392(7) 0.65093(7) 0.0209(2) Uani 1 1 d . . . . .
C1 C 0.53169(14) 0.58316(8) 0.63165(8) 0.0228(3) Uani 1 1 d . . . . .
C2 C 0.65694(15) 0.56223(9) 0.62778(9) 0.0291(3) Uani 1 1 d . . . . .
H2 H 0.675221 0.508697 0.612872 0.035 Uiso 1 1 calc R U . . .
C3 C 0.75539(16) 0.61918(10) 0.64558(9) 0.0368(4) Uani 1 1 d . . . . .
H3 H 0.840954 0.604076 0.643253 0.044 Uiso 1 1 calc R U . . .
C4 C 0.73091(17) 0.69749(10) 0.66663(9) 0.0381(4) Uani 1 1 d . . . . .
H4 H 0.798261 0.736792 0.677157 0.046 Uiso 1 1 calc R U . . .
C5 C 0.60725(17) 0.71776(10) 0.67215(10) 0.0395(4) Uani 1 1 d . . . . .
H5 H 0.589440 0.771484 0.686782 0.047 Uiso 1 1 calc R U . . .
C6 C 0.50874(16) 0.66104(9) 0.65670(9) 0.0328(4) Uani 1 1 d . . . . .
H6 H 0.424904 0.675205 0.663192 0.039 Uiso 1 1 calc R U . . .
C7 C 0.30753(13) 0.56310(8) 0.56551(8) 0.0214(3) Uani 1 1 d . . . . .
C8 C 0.30875(15) 0.61011(8) 0.50160(8) 0.0255(3) Uani 1 1 d . . . . .
H8 H 0.387927 0.620547 0.486756 0.031 Uiso 1 1 calc R U . . .
C9 C 0.19367(16) 0.64193(9) 0.45928(9) 0.0328(4) Uani 1 1 d . . . . .
H9 H 0.194301 0.674055 0.415507 0.039 Uiso 1 1 calc R U . . .
C10 C 0.07825(16) 0.62671(9) 0.48106(10) 0.0372(4) Uani 1 1 d . . . . .
H10 H -0.000366 0.648108 0.452118 0.045 Uiso 1 1 calc R U . . .
C11 C 0.07786(15) 0.58040(10) 0.54489(10) 0.0369(4) Uani 1 1 d . . . . .
H11 H -0.001282 0.570186 0.559854 0.044 Uiso 1 1 calc R U . . .
C12 C 0.19203(15) 0.54862(9) 0.58740(9) 0.0298(3) Uani 1 1 d . . . . .
H12 H 0.191059 0.517002 0.631430 0.036 Uiso 1 1 calc R U . . .
C13 C 0.44034(13) 0.44370(8) 0.61277(8) 0.0200(3) Uani 1 1 d . . . . .
C14 C 0.53293(13) 0.40850(8) 0.67100(8) 0.0224(3) Uani 1 1 d . . . . .
H14 H 0.583804 0.442406 0.708641 0.027 Uiso 1 1 calc R U . . .
C15 C 0.55139(13) 0.32514(8) 0.67450(8) 0.0221(3) Uani 1 1 d . . . . .
H15 H 0.615232 0.302542 0.714380 0.027 Uiso 1 1 calc R U . . .
C16 C 0.47770(12) 0.27340(8) 0.62033(8) 0.0195(3) Uani 1 1 d . . . . .
C17 C 0.38348(13) 0.30863(8) 0.56305(8) 0.0221(3) Uani 1 1 d . . . . .
H17 H 0.331680 0.274761 0.525765 0.026 Uiso 1 1 calc R U . . .
C18 C 0.36460(13) 0.39228(8) 0.55992(8) 0.0215(3) Uani 1 1 d . . . . .
H18 H 0.298892 0.414858 0.521067 0.026 Uiso 1 1 calc R U . . .
C19 C 0.50521(13) 0.18536(8) 0.62588(8) 0.0190(3) Uani 1 1 d . . . . .
C20 C 0.60578(13) 0.06980(8) 0.64954(8) 0.0194(3) Uani 1 1 d . . . . .
C21 C 0.47784(13) 0.05050(8) 0.62240(8) 0.0186(3) Uani 1 1 d . . . . .
C22 C 0.27612(13) 0.13489(8) 0.58358(8) 0.0210(3) Uani 1 1 d . . . . .
C23 C 0.21075(14) 0.17142(9) 0.63307(9) 0.0255(3) Uani 1 1 d . . . . .
H23 H 0.256619 0.190173 0.681221 0.031 Uiso 1 1 calc R U . . .
C24 C 0.07785(15) 0.18064(10) 0.61225(10) 0.0326(4) Uani 1 1 d . . . . .
H24 H 0.032285 0.206384 0.645758 0.039 Uiso 1 1 calc R U . . .
C25 C 0.01233(15) 0.15231(11) 0.54280(10) 0.0396(4) Uani 1 1 d . . . . .
H25 H -0.078765 0.158556 0.528338 0.048 Uiso 1 1 calc R U . . .
C26 C 0.07819(16) 0.11487(11) 0.49400(10) 0.0423(4) Uani 1 1 d . . . . .
H26 H 0.032055 0.094851 0.446401 0.051 Uiso 1 1 calc R U . . .
C27 C 0.21100(15) 0.10632(10) 0.51398(9) 0.0323(4) Uani 1 1 d . . . . .
H27 H 0.256619 0.081126 0.480210 0.039 Uiso 1 1 calc R U . . .
C28 C 0.40913(12) -0.02798(8) 0.61001(8) 0.0186(3) Uani 1 1 d . . . . .
C29 C 0.30603(13) -0.04462(8) 0.64454(8) 0.0219(3) Uani 1 1 d . . . . .
H29 H 0.277843 -0.004152 0.675033 0.026 Uiso 1 1 calc R U . . .
C30 C 0.24451(14) -0.11965(9) 0.63469(9) 0.0268(3) Uani 1 1 d . . . . .
H30 H 0.175406 -0.130744 0.659094 0.032 Uiso 1 1 calc R U . . .
C31 C 0.28358(15) -0.17848(9) 0.58936(9) 0.0293(3) Uani 1 1 d . . . . .
H31 H 0.241606 -0.229993 0.582821 0.035 Uiso 1 1 calc R U . . .
C32 C 0.38379(16) -0.16215(9) 0.55363(9) 0.0309(4) Uani 1 1 d . . . . .
H32 H 0.409507 -0.202189 0.521780 0.037 Uiso 1 1 calc R U . . .
C33 C 0.44686(14) -0.08768(9) 0.56405(8) 0.0256(3) Uani 1 1 d . . . . .
H33 H 0.516268 -0.077170 0.539748 0.031 Uiso 1 1 calc R U . . .
C34 C 0.71692(13) 0.01591(8) 0.67786(8) 0.0203(3) Uani 1 1 d . . . . .
C35 C 0.83907(14) 0.03664(9) 0.66732(10) 0.0308(4) Uani 1 1 d . . . . .
H35 H 0.849321 0.083791 0.638557 0.037 Uiso 1 1 calc R U . . .
C36 C 0.94635(15) -0.01066(10) 0.69828(11) 0.0393(4) Uani 1 1 d . . . . .
H36 H 1.029141 0.004499 0.690717 0.047 Uiso 1 1 calc R U . . .
C37 C 0.93317(16) -0.07944(10) 0.73990(10) 0.0362(4) Uani 1 1 d . . . . .
H37 H 1.006645 -0.111468 0.761414 0.043 Uiso 1 1 calc R U . . .
C38 C 0.81262(16) -0.10139(9) 0.75008(9) 0.0306(4) Uani 1 1 d . . . . .
H38 H 0.803034 -0.149028 0.778356 0.037 Uiso 1 1 calc R U . . .
C39 C 0.70479(14) -0.05436(8) 0.71926(8) 0.0238(3) Uani 1 1 d . . . . .
H39 H 0.622141 -0.070291 0.726516 0.029 Uiso 1 1 calc R U . . .
O1M O 0.85256(10) 0.24353(7) 0.71408(7) 0.0378(3) Uani 1 1 d . . . . .
H1M H 0.789023 0.217472 0.689343 0.057 Uiso 1 1 calc R U . . .
C1M C 0.89693(18) 0.20611(11) 0.78449(11) 0.0452(5) Uani 1 1 d . . . . .
H1MA H 0.942889 0.155762 0.777582 0.068 Uiso 1 1 calc R U . . .
H1MB H 0.823339 0.193155 0.807248 0.068 Uiso 1 1 calc R U . . .
H1MC H 0.955690 0.243167 0.818045 0.068 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
N1 C13 1.4108(17) . ?
N1 C1 1.4208(18) . ?
N1 C7 1.4355(17) . ?
N2 C19 1.3721(17) . ?
N2 C21 1.3944(16) . ?
N2 C22 1.4424(17) . ?
N3 C19 1.3234(17) . ?
N3 C20 1.3886(17) . ?
C1 C2 1.388(2) . ?
C1 C6 1.393(2) . ?
C2 C3 1.385(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.379(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.377(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.381(2) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C12 1.386(2) . ?
C7 C8 1.389(2) . ?
C8 C9 1.393(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.386(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.380(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.387(2) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C18 1.3904(19) . ?
C13 C14 1.3979(19) . ?
C14 C15 1.3800(19) . ?
C14 H14 0.9500 . ?
C15 C16 1.3980(19) . ?
C15 H15 0.9500 . ?
C16 C17 1.3974(19) . ?
C16 C19 1.4715(18) . ?
C17 C18 1.3851(18) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C20 C21 1.3759(18) . ?
C20 C34 1.4730(18) . ?
C21 C28 1.4715(18) . ?
C22 C27 1.377(2) . ?
C22 C23 1.379(2) . ?
C23 C24 1.386(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.375(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.380(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.383(2) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 C33 1.3956(19) . ?
C28 C29 1.3967(19) . ?
C29 C30 1.3857(19) . ?
C29 H29 0.9500 . ?
C30 C31 1.384(2) . ?
C30 H30 0.9500 . ?
C31 C32 1.382(2) . ?
C31 H31 0.9500 . ?
C32 C33 1.385(2) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 C35 1.391(2) . ?
C34 C39 1.3937(19) . ?
C35 C36 1.390(2) . ?
C35 H35 0.9500 . ?
C36 C37 1.378(2) . ?
C36 H36 0.9500 . ?
C37 C38 1.378(2) . ?
C37 H37 0.9500 . ?
C38 C39 1.391(2) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
O1M C1M 1.397(2) . ?
O1M H1M 0.8400 . ?
C1M H1MA 0.9800 . ?
C1M H1MB 0.9800 . ?
C1M H1MC 0.9800 . ?

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
C13 N1 C1 122.09(12) . . ?
C13 N1 C7 119.12(11) . . ?
C1 N1 C7 117.38(11) . . ?
C19 N2 C21 107.35(11) . . ?
C19 N2 C22 127.38(11) . . ?
C21 N2 C22 124.99(11) . . ?
C19 N3 C20 106.30(11) . . ?
C2 C1 C6 118.62(14) . . ?
C2 C1 N1 122.55(13) . . ?
C6 C1 N1 118.80(13) . . ?
C3 C2 C1 120.19(14) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C4 C3 C2 120.93(16) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C5 C4 C3 118.90(15) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
C4 C5 C6 120.89(15) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C5 C6 C1 120.33(16) . . ?
C5 C6 H6 119.8 . . ?
C1 C6 H6 119.8 . . ?
C12 C7 C8 119.90(13) . . ?
C12 C7 N1 119.94(13) . . ?
C8 C7 N1 120.16(13) . . ?
C7 C8 C9 119.90(14) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 H8 120.1 . . ?
C10 C9 C8 119.97(15) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C11 C10 C9 119.83(15) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C10 C11 C12 120.55(16) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C7 C12 C11 119.85(15) . . ?
C7 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C18 C13 C14 118.20(12) . . ?
C18 C13 N1 121.73(12) . . ?
C14 C13 N1 120.07(12) . . ?
C15 C14 C13 120.85(13) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C14 C15 C16 121.10(13) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
C17 C16 C15 117.92(12) . . ?
C17 C16 C19 123.72(12) . . ?
C15 C16 C19 118.35(12) . . ?
C18 C17 C16 120.88(13) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C17 C18 C13 121.02(12) . . ?
C17 C18 H18 119.5 . . ?
C13 C18 H18 119.5 . . ?
N3 C19 N2 110.96(11) . . ?
N3 C19 C16 124.18(12) . . ?
N2 C19 C16 124.85(12) . . ?
C21 C20 N3 109.91(11) . . ?
C21 C20 C34 129.71(12) . . ?
N3 C20 C34 120.32(11) . . ?
C20 C21 N2 105.47(11) . . ?
C20 C21 C28 132.28(12) . . ?
N2 C21 C28 122.25(11) . . ?
C27 C22 C23 120.94(13) . . ?
C27 C22 N2 120.51(13) . . ?
C23 C22 N2 118.52(13) . . ?
C22 C23 C24 119.70(14) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
C25 C24 C23 119.61(16) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C24 C25 C26 120.35(15) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C25 C26 C27 120.39(16) . . ?
C25 C26 H26 119.8 . . ?
C27 C26 H26 119.8 . . ?
C22 C27 C26 119.00(15) . . ?
C22 C27 H27 120.5 . . ?
C26 C27 H27 120.5 . . ?
C33 C28 C29 118.68(13) . . ?
C33 C28 C21 120.49(13) . . ?
C29 C28 C21 120.83(12) . . ?
C30 C29 C28 120.55(13) . . ?
C30 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?
C31 C30 C29 120.10(14) . . ?
C31 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
C32 C31 C30 119.90(14) . . ?
C32 C31 H31 120.0 . . ?
C30 C31 H31 120.0 . . ?
C31 C32 C33 120.29(14) . . ?
C31 C32 H32 119.9 . . ?
C33 C32 H32 119.9 . . ?
C32 C33 C28 120.45(14) . . ?
C32 C33 H33 119.8 . . ?
C28 C33 H33 119.8 . . ?
C35 C34 C39 118.13(13) . . ?
C35 C34 C20 120.32(12) . . ?
C39 C34 C20 121.46(12) . . ?
C36 C35 C34 120.93(15) . . ?
C36 C35 H35 119.5 . . ?
C34 C35 H35 119.5 . . ?
C37 C36 C35 120.31(15) . . ?
C37 C36 H36 119.8 . . ?
C35 C36 H36 119.8 . . ?
C38 C37 C36 119.49(14) . . ?
C38 C37 H37 120.3 . . ?
C36 C37 H37 120.3 . . ?
C37 C38 C39 120.53(15) . . ?
C37 C38 H38 119.7 . . ?
C39 C38 H38 119.7 . . ?
C38 C39 C34 120.60(14) . . ?
C38 C39 H39 119.7 . . ?
C34 C39 H39 119.7 . . ?
C1M O1M H1M 109.5 . . ?
O1M C1M H1MA 109.5 . . ?
O1M C1M H1MB 109.5 . . ?
H1MA C1M H1MB 109.5 . . ?
O1M C1M H1MC 109.5 . . ?
H1MA C1M H1MC 109.5 . . ?
H1MB C1M H1MC 109.5 . . ?

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
C13 N1 C1 C2 28.8(2) . . . . ?
C7 N1 C1 C2 -137.53(15) . . . . ?
C13 N1 C1 C6 -153.33(14) . . . . ?
C7 N1 C1 C6 40.39(19) . . . . ?
C6 C1 C2 C3 -2.6(2) . . . . ?
N1 C1 C2 C3 175.29(14) . . . . ?
C1 C2 C3 C4 -0.6(2) . . . . ?
C2 C3 C4 C5 2.1(3) . . . . ?
C3 C4 C5 C6 -0.2(3) . . . . ?
C4 C5 C6 C1 -3.1(3) . . . . ?
C2 C1 C6 C5 4.5(2) . . . . ?
N1 C1 C6 C5 -173.52(15) . . . . ?
C13 N1 C7 C12 63.97(18) . . . . ?
C1 N1 C7 C12 -129.32(14) . . . . ?
C13 N1 C7 C8 -115.79(15) . . . . ?
C1 N1 C7 C8 50.92(18) . . . . ?
C12 C7 C8 C9 -0.6(2) . . . . ?
N1 C7 C8 C9 179.16(13) . . . . ?
C7 C8 C9 C10 0.1(2) . . . . ?
C8 C9 C10 C11 0.3(2) . . . . ?
C9 C10 C11 C12 -0.2(2) . . . . ?
C8 C7 C12 C11 0.7(2) . . . . ?
N1 C7 C12 C11 -179.04(14) . . . . ?
C10 C11 C12 C7 -0.3(2) . . . . ?
C1 N1 C13 C18 -146.55(14) . . . . ?
C7 N1 C13 C18 19.5(2) . . . . ?
C1 N1 C13 C14 33.5(2) . . . . ?
C7 N1 C13 C14 -160.42(13) . . . . ?
C18 C13 C14 C15 2.0(2) . . . . ?
N1 C13 C14 C15 -178.05(13) . . . . ?
C13 C14 C15 C16 -0.4(2) . . . . ?
C14 C15 C16 C17 -0.8(2) . . . . ?
C14 C15 C16 C19 177.99(13) . . . . ?
C15 C16 C17 C18 0.5(2) . . . . ?
C19 C16 C17 C18 -178.32(13) . . . . ?
C16 C17 C18 C13 1.2(2) . . . . ?
C14 C13 C18 C17 -2.4(2) . . . . ?
N1 C13 C18 C17 177.65(13) . . . . ?
C20 N3 C19 N2 -0.85(15) . . . . ?
C20 N3 C19 C16 178.15(13) . . . . ?
C21 N2 C19 N3 0.73(16) . . . . ?
C22 N2 C19 N3 174.77(12) . . . . ?
C21 N2 C19 C16 -178.26(13) . . . . ?
C22 N2 C19 C16 -4.2(2) . . . . ?
C17 C16 C19 N3 145.40(15) . . . . ?
C15 C16 C19 N3 -33.4(2) . . . . ?
C17 C16 C19 N2 -35.7(2) . . . . ?
C15 C16 C19 N2 145.50(14) . . . . ?
C19 N3 C20 C21 0.66(16) . . . . ?
C19 N3 C20 C34 -176.90(12) . . . . ?
N3 C20 C21 N2 -0.22(15) . . . . ?
C34 C20 C21 N2 177.04(13) . . . . ?
N3 C20 C21 C28 -179.48(14) . . . . ?
C34 C20 C21 C28 -2.2(3) . . . . ?
C19 N2 C21 C20 -0.29(15) . . . . ?
C22 N2 C21 C20 -174.51(13) . . . . ?
C19 N2 C21 C28 179.06(12) . . . . ?
C22 N2 C21 C28 4.8(2) . . . . ?
C19 N2 C22 C27 120.62(16) . . . . ?
C21 N2 C22 C27 -66.33(19) . . . . ?
C19 N2 C22 C23 -61.14(19) . . . . ?
C21 N2 C22 C23 111.91(15) . . . . ?
C27 C22 C23 C24 -0.9(2) . . . . ?
N2 C22 C23 C24 -179.14(13) . . . . ?
C22 C23 C24 C25 0.8(2) . . . . ?
C23 C24 C25 C26 0.0(3) . . . . ?
C24 C25 C26 C27 -0.8(3) . . . . ?
C23 C22 C27 C26 0.1(2) . . . . ?
N2 C22 C27 C26 178.32(14) . . . . ?
C25 C26 C27 C22 0.7(3) . . . . ?
C20 C21 C28 C33 -56.1(2) . . . . ?
N2 C21 C28 C33 124.75(14) . . . . ?
C20 C21 C28 C29 123.20(17) . . . . ?
N2 C21 C28 C29 -55.96(18) . . . . ?
C33 C28 C29 C30 1.5(2) . . . . ?
C21 C28 C29 C30 -177.83(12) . . . . ?
C28 C29 C30 C31 -1.1(2) . . . . ?
C29 C30 C31 C32 -0.3(2) . . . . ?
C30 C31 C32 C33 1.2(2) . . . . ?
C31 C32 C33 C28 -0.7(2) . . . . ?
C29 C28 C33 C32 -0.6(2) . . . . ?
C21 C28 C33 C32 178.71(13) . . . . ?
C21 C20 C34 C35 147.57(16) . . . . ?
N3 C20 C34 C35 -35.4(2) . . . . ?
C21 C20 C34 C39 -36.0(2) . . . . ?
N3 C20 C34 C39 141.01(14) . . . . ?
C39 C34 C35 C36 -1.0(2) . . . . ?
C20 C34 C35 C36 175.50(14) . . . . ?
C34 C35 C36 C37 0.3(3) . . . . ?
C35 C36 C37 C38 0.5(3) . . . . ?
C36 C37 C38 C39 -0.5(2) . . . . ?
C37 C38 C39 C34 -0.3(2) . . . . ?
C35 C34 C39 C38 1.0(2) . . . . ?
C20 C34 C39 C38 -175.47(13) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1M H1M N3 0.84 2.05 2.8720(17) 167.6 .

_refine_diff_density_max         0.208
_refine_diff_density_min         -0.316
_refine_diff_density_rms         0.062

