# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_PIM-m-PY
_database_code_depnum_ccdc_archive 'CCDC 2006357'
loop_
_audit_author_name
_audit_author_address
'Yunpeng Ge'
;Jilin University
China
;
_audit_update_record             
;
2020-05-28 deposited with the CCDC.	2020-07-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
1,4,5-triphenyl-2-(3-(pyren-1-yl)phenyl)-1H-imidazole
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C43 H28 N2'
_chemical_formula_sum            'C43 H28 N2'
_chemical_formula_weight         572.67

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.8428(4)
_cell_length_b                   13.3440(5)
_cell_length_c                   23.3920(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.265(2)
_cell_angle_gamma                90.00
_cell_volume                     3059.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9988
_cell_measurement_theta_min      2.784
_cell_measurement_theta_max      28.263

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.243
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1200
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9900
_exptl_absorpt_correction_T_max  0.9928
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            52854
_diffrn_reflns_av_R_equivalents  0.0583
_diffrn_reflns_av_sigmaI/netI    0.0342
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.66
_diffrn_reflns_theta_max         28.28
_reflns_number_total             7575
_reflns_number_gt                4254
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker D8 Venture'
_computing_cell_refinement       'Bruker D8 Venture'
_computing_data_reduction        'Bruker D8 Venture'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0703P)²+0.6758P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7575
_refine_ls_number_parameters     406
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1086
_refine_ls_R_factor_gt           0.0500
_refine_ls_wR_factor_ref         0.1592
_refine_ls_wR_factor_gt          0.1188
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_restrained_S_all      0.997
_refine_ls_shift/su_max          0.028
_refine_ls_shift/su_mean         0.003

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.02951(17) 0.46424(13) 0.67445(7) 0.0460(4) Uani 1 1 d . . .
C2 C 0.09538(17) 0.44077(13) 0.72950(7) 0.0457(4) Uani 1 1 d . . .
C3 C 0.1102(2) 0.33590(14) 0.74448(9) 0.0549(5) Uani 1 1 d . . .
H3 H 0.1502 0.3184 0.7807 0.066 Uiso 1 1 calc R . .
C4 C 0.0676(2) 0.26311(15) 0.70741(9) 0.0603(5) Uani 1 1 d . . .
H4 H 0.0779 0.1966 0.7188 0.072 Uiso 1 1 calc R . .
C5 C 0.00723(19) 0.28485(15) 0.65114(9) 0.0580(5) Uani 1 1 d . . .
C6 C -0.01178(18) 0.38638(16) 0.63488(8) 0.0537(5) Uani 1 1 d . . .
C7 C -0.0328(2) 0.20979(19) 0.61087(11) 0.0747(7) Uani 1 1 d . . .
H7 H -0.0207 0.1428 0.6211 0.090 Uiso 1 1 calc R . .
C8 C -0.0895(2) 0.2337(2) 0.55669(12) 0.0866(8) Uani 1 1 d . . .
H8 H -0.1146 0.1829 0.5306 0.104 Uiso 1 1 calc R . .
C9 C -0.1092(2) 0.3324(3) 0.54091(11) 0.0833(8) Uani 1 1 d . . .
H9 H -0.1478 0.3473 0.5041 0.100 Uiso 1 1 calc R . .
C10 C -0.0726(2) 0.41061(19) 0.57899(9) 0.0644(6) Uani 1 1 d . . .
C11 C -0.0933(2) 0.5137(2) 0.56473(10) 0.0756(7) Uani 1 1 d . . .
H11 H -0.1321 0.5303 0.5282 0.091 Uiso 1 1 calc R . .
C12 C -0.0587(2) 0.58750(19) 0.60217(9) 0.0702(6) Uani 1 1 d . . .
H12 H -0.0757 0.6537 0.5913 0.084 Uiso 1 1 calc R . .
C13 C 0.00420(19) 0.56631(15) 0.65864(8) 0.0537(5) Uani 1 1 d . . .
C14 C 0.0413(2) 0.64077(14) 0.69892(9) 0.0583(5) Uani 1 1 d . . .
H14 H 0.0214 0.7074 0.6901 0.070 Uiso 1 1 calc R . .
C15 C 0.1071(2) 0.61679(14) 0.75167(8) 0.0550(5) Uani 1 1 d . . .
H15 H 0.1314 0.6680 0.7775 0.066 Uiso 1 1 calc R . .
C16 C 0.13814(18) 0.51848(13) 0.76747(8) 0.0478(4) Uani 1 1 d . . .
C17 C 0.21831(18) 0.49937(14) 0.82384(8) 0.0485(4) Uani 1 1 d . . .
C18 C 0.3408(2) 0.44565(15) 0.82718(9) 0.0568(5) Uani 1 1 d . . .
H18 H 0.3717 0.4191 0.7940 0.068 Uiso 1 1 calc R . .
C19 C 0.41630(19) 0.43174(15) 0.87942(9) 0.0570(5) Uani 1 1 d . . .
H19 H 0.4969 0.3950 0.8813 0.068 Uiso 1 1 calc R . .
C20 C 0.37201(19) 0.47246(14) 0.92879(8) 0.0512(4) Uani 1 1 d . . .
H20 H 0.4233 0.4631 0.9638 0.061 Uiso 1 1 calc R . .
C21 C 0.25114(18) 0.52745(13) 0.92657(7) 0.0460(4) Uani 1 1 d . . .
C22 C 0.17484(18) 0.53895(14) 0.87383(7) 0.0484(4) Uani 1 1 d . . .
H22 H 0.0929 0.5740 0.8721 0.058 Uiso 1 1 calc R . .
C23 C 0.20901(18) 0.56919(14) 0.98058(8) 0.0482(4) Uani 1 1 d . . .
C24 C 0.18303(18) 0.59029(14) 1.07037(8) 0.0501(4) Uani 1 1 d . . .
C25 C 0.11397(18) 0.66784(14) 1.04236(8) 0.0492(4) Uani 1 1 d . . .
C26 C 0.08737(17) 0.72263(13) 0.93938(8) 0.0459(4) Uani 1 1 d . . .
C27 C 0.18350(19) 0.77461(14) 0.91180(8) 0.0537(5) Uani 1 1 d . . .
H27 H 0.2758 0.7682 0.9239 0.064 Uiso 1 1 calc R . .
C28 C 0.1417(2) 0.83621(15) 0.86620(9) 0.0599(5) Uani 1 1 d . . .
H28 H 0.2060 0.8701 0.8467 0.072 Uiso 1 1 calc R . .
C29 C 0.0054(2) 0.84736(16) 0.84961(9) 0.0644(5) Uani 1 1 d . . .
H29 H -0.0225 0.8886 0.8187 0.077 Uiso 1 1 calc R . .
C30 C -0.0905(2) 0.79792(16) 0.87839(9) 0.0630(5) Uani 1 1 d . . .
H30 H -0.1829 0.8069 0.8673 0.076 Uiso 1 1 calc R . .
C31 C -0.05013(19) 0.73516(15) 0.92365(8) 0.0537(5) Uani 1 1 d . . .
H31 H -0.1146 0.7018 0.9433 0.064 Uiso 1 1 calc R . .
C32 C 0.02877(19) 0.74940(14) 1.06218(8) 0.0492(4) Uani 1 1 d . . .
C33 C 0.0583(3) 0.84937(16) 1.05346(11) 0.0737(6) Uani 1 1 d . . .
H33 H 0.1350 0.8666 1.0352 0.088 Uiso 1 1 calc R . .
C34 C -0.0257(3) 0.92398(18) 1.07177(12) 0.0924(8) Uani 1 1 d . . .
H34 H -0.0052 0.9909 1.0656 0.111 Uiso 1 1 calc R . .
C35 C -0.1388(3) 0.89942(18) 1.09888(11) 0.0834(7) Uani 1 1 d . . .
H35 H -0.1943 0.9496 1.1116 0.100 Uiso 1 1 calc R . .
C36 C -0.1698(2) 0.80143(17) 1.10716(10) 0.0715(6) Uani 1 1 d . . .
H36 H -0.2470 0.7848 1.1253 0.086 Uiso 1 1 calc R . .
C37 C -0.0875(2) 0.72690(15) 1.08888(9) 0.0594(5) Uani 1 1 d . . .
H37 H -0.1102 0.6602 1.0946 0.071 Uiso 1 1 calc R . .
C38 C 0.20459(18) 0.56914(15) 1.13250(8) 0.0516(4) Uani 1 1 d . . .
C39 C 0.2279(2) 0.47174(17) 1.15112(9) 0.0644(5) Uani 1 1 d . . .
H39 H 0.2279 0.4201 1.1244 0.077 Uiso 1 1 calc R . .
C40 C 0.2513(3) 0.4504(2) 1.20902(10) 0.0762(7) Uani 1 1 d . . .
H40 H 0.2664 0.3845 1.2209 0.091 Uiso 1 1 calc R . .
C41 C 0.2525(2) 0.5252(2) 1.24902(10) 0.0749(7) Uani 1 1 d . . .
H41 H 0.2674 0.5104 1.2880 0.090 Uiso 1 1 calc R . .
C42 C 0.2315(2) 0.6218(2) 1.23103(9) 0.0773(7) Uani 1 1 d . . .
H42 H 0.2337 0.6731 1.2580 0.093 Uiso 1 1 calc R . .
C43 C 0.2071(2) 0.64441(18) 1.17353(9) 0.0675(6) Uani 1 1 d . . .
H43 H 0.1921 0.7106 1.1621 0.081 Uiso 1 1 calc R . .
N1 N 0.13181(15) 0.65439(11) 0.98458(6) 0.0475(4) Uani 1 1 d . . .
N2 N 0.24085(16) 0.52891(12) 1.03143(6) 0.0524(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
C1 C2 1.422(2) . ?
C1 C6 1.426(3) . ?
C1 C13 1.427(3) . ?
C2 C16 1.405(2) . ?
C2 C3 1.447(3) . ?
C3 C4 1.343(3) . ?
C4 C5 1.424(3) . ?
C5 C7 1.406(3) . ?
C5 C6 1.415(3) . ?
C6 C10 1.424(3) . ?
C7 C8 1.375(4) . ?
C8 C9 1.377(4) . ?
C9 C10 1.398(3) . ?
C10 C11 1.425(3) . ?
C11 C12 1.341(3) . ?
C12 C13 1.434(3) . ?
C13 C14 1.395(3) . ?
C14 C15 1.377(3) . ?
C15 C16 1.389(3) . ?
C16 C17 1.495(2) . ?
C17 C22 1.386(2) . ?
C17 C18 1.399(3) . ?
C18 C19 1.383(3) . ?
C19 C20 1.383(3) . ?
C20 C21 1.395(2) . ?
C21 C22 1.393(2) . ?
C21 C23 1.474(2) . ?
C23 N2 1.317(2) . ?
C23 N1 1.376(2) . ?
C24 C25 1.371(3) . ?
C24 N2 1.386(2) . ?
C24 C38 1.477(3) . ?
C25 N1 1.391(2) . ?
C25 C32 1.474(2) . ?
C26 C31 1.380(2) . ?
C26 C27 1.380(3) . ?
C26 N1 1.433(2) . ?
C27 C28 1.379(3) . ?
C28 C29 1.370(3) . ?
C29 C30 1.377(3) . ?
C30 C31 1.380(3) . ?
C32 C33 1.384(3) . ?
C32 C37 1.386(3) . ?
C33 C34 1.387(3) . ?
C34 C35 1.371(4) . ?
C35 C36 1.360(3) . ?
C36 C37 1.376(3) . ?
C38 C39 1.383(3) . ?
C38 C43 1.388(3) . ?
C39 C40 1.382(3) . ?
C40 C41 1.367(3) . ?
C41 C42 1.366(4) . ?
C42 C43 1.378(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 120.43(17) . . ?
C2 C1 C13 119.93(16) . . ?
C6 C1 C13 119.64(17) . . ?
C16 C2 C1 119.68(16) . . ?
C16 C2 C3 122.90(17) . . ?
C1 C2 C3 117.37(16) . . ?
C4 C3 C2 121.63(19) . . ?
C3 C4 C5 121.92(19) . . ?
C7 C5 C6 118.7(2) . . ?
C7 C5 C4 122.8(2) . . ?
C6 C5 C4 118.51(18) . . ?
C5 C6 C1 120.03(18) . . ?
C5 C6 C10 119.88(19) . . ?
C1 C6 C10 120.1(2) . . ?
C8 C7 C5 121.2(3) . . ?
C7 C8 C9 120.3(2) . . ?
C8 C9 C10 121.4(2) . . ?
C9 C10 C11 123.3(2) . . ?
C9 C10 C6 118.5(2) . . ?
C11 C10 C6 118.2(2) . . ?
C12 C11 C10 122.3(2) . . ?
C11 C12 C13 121.3(2) . . ?
C14 C13 C1 118.43(17) . . ?
C14 C13 C12 123.08(19) . . ?
C1 C13 C12 118.49(19) . . ?
C15 C14 C13 120.80(18) . . ?
C14 C15 C16 122.11(18) . . ?
C15 C16 C2 118.88(17) . . ?
C15 C16 C17 118.76(16) . . ?
C2 C16 C17 122.35(16) . . ?
C22 C17 C18 118.64(17) . . ?
C22 C17 C16 120.02(16) . . ?
C18 C17 C16 121.28(16) . . ?
C19 C18 C17 120.58(17) . . ?
C18 C19 C20 120.00(17) . . ?
C19 C20 C21 120.60(17) . . ?
C22 C21 C20 118.67(16) . . ?
C22 C21 C23 123.10(16) . . ?
C20 C21 C23 118.22(16) . . ?
C17 C22 C21 121.48(17) . . ?
N2 C23 N1 111.29(15) . . ?
N2 C23 C21 123.88(16) . . ?
N1 C23 C21 124.83(16) . . ?
C25 C24 N2 110.33(16) . . ?
C25 C24 C38 129.39(17) . . ?
N2 C24 C38 120.23(16) . . ?
C24 C25 N1 105.41(15) . . ?
C24 C25 C32 132.70(17) . . ?
N1 C25 C32 121.81(16) . . ?
C31 C26 C27 120.81(17) . . ?
C31 C26 N1 119.95(16) . . ?
C27 C26 N1 119.24(16) . . ?
C28 C27 C26 119.52(18) . . ?
C29 C28 C27 119.89(19) . . ?
C28 C29 C30 120.5(2) . . ?
C29 C30 C31 120.25(19) . . ?
C26 C31 C30 119.00(19) . . ?
C33 C32 C37 117.93(18) . . ?
C33 C32 C25 122.13(18) . . ?
C37 C32 C25 119.91(17) . . ?
C32 C33 C34 120.5(2) . . ?
C35 C34 C33 120.3(2) . . ?
C36 C35 C34 119.9(2) . . ?
C35 C36 C37 120.3(2) . . ?
C36 C37 C32 121.18(19) . . ?
C39 C38 C43 118.05(18) . . ?
C39 C38 C24 119.62(18) . . ?
C43 C38 C24 122.29(19) . . ?
C40 C39 C38 120.7(2) . . ?
C41 C40 C39 120.7(2) . . ?
C42 C41 C40 119.1(2) . . ?
C41 C42 C43 121.0(2) . . ?
C42 C43 C38 120.5(2) . . ?
C23 N1 C25 107.02(15) . . ?
C23 N1 C26 127.45(15) . . ?
C25 N1 C26 125.31(15) . . ?
C23 N2 C24 105.94(15) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        28.28
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.189
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.039
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: tetrahydrofuran and methanol'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_MZ-PY-crystal-G
_database_code_depnum_ccdc_archive 'CCDC 2006358'
loop_
_audit_author_name
_audit_author_address
'Yunpeng Ge'
;Jilin University
China
;
_audit_update_record             
;
2020-05-28 deposited with the CCDC.	2020-07-17 downloaded from the CCDC.
;
_audit_creation_date             2019-08-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        1,4,5-triphenyl-2-(pyren-1-yl)-1H-imidazole
_chemical_formula_moiety         'C37 H24 N2'
_chemical_formula_sum            'C37 H24 N2'
_chemical_formula_weight         496.58
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.828(4)
_cell_length_b                   10.231(2)
_cell_length_c                   17.210(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.574(8)
_cell_angle_gamma                90
_cell_volume                     2598.6(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6242
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.78
_cell_measurement_theta_min      3.10
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0774
_diffrn_reflns_av_unetI/netI     0.0465
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            34907
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.650
_diffrn_reflns_theta_min         3.102
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3421
_reflns_number_total             5456
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.150
_refine_diff_density_min         -0.174
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         5456
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0966
_refine_ls_R_factor_gt           0.0513
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0564P)²+0.3536P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1114
_refine_ls_wR_factor_ref         0.1330
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00C(H00C), C00D(H00D), C00E(H00E), C00H(H00H), C00I(H00I), C00J(H00J),
 C00K(H00K), C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P),
 C00R(H00R), C00T(H00T), C00U(H00U), C00V(H00V), C00W(H00W), C00X(H00X),
 C00Y(H00Y), C00Z(H00Z), C010(H010), C011(H011), C012(H012), C013(H013)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N001 N 0.22280(10) 0.47141(14) 0.54652(8) 0.0381(4) Uani 1 1 d . . . . .
N002 N 0.28101(11) 0.40234(16) 0.43926(9) 0.0453(4) Uani 1 1 d . . . . .
C003 C 0.17747(12) 0.54060(17) 0.48409(10) 0.0359(4) Uani 1 1 d . . . . .
C004 C 0.20569(13) 0.47360(19) 0.62760(10) 0.0395(4) Uani 1 1 d . . . . .
C005 C 0.10652(12) 0.63956(17) 0.49260(10) 0.0358(4) Uani 1 1 d . . . . .
C006 C 0.35041(13) 0.30808(19) 0.56377(10) 0.0402(4) Uani 1 1 d . . . . .
C007 C 0.21437(13) 0.49407(18) 0.41848(10) 0.0384(4) Uani 1 1 d . . . . .
C008 C 0.35720(12) 0.17262(18) 0.54873(10) 0.0375(4) Uani 1 1 d . . . . .
C009 C 0.42701(12) 0.09944(19) 0.59168(10) 0.0396(4) Uani 1 1 d . . . . .
C00A C 0.28429(13) 0.39028(18) 0.51564(10) 0.0410(4) Uani 1 1 d . . . . .
C00B C 0.19312(13) 0.52259(18) 0.33412(10) 0.0401(4) Uani 1 1 d . . . . .
C00C C 0.04097(13) 0.62704(19) 0.54499(11) 0.0416(4) Uani 1 1 d . . . . .
H00C H 0.043255 0.556090 0.578899 0.050 Uiso 1 1 calc R . . . .
C00D C 0.10133(14) 0.74839(18) 0.44334(11) 0.0458(5) Uani 1 1 d . . . . .
H00D H 0.145050 0.760516 0.408756 0.055 Uiso 1 1 calc R . . . .
C00E C 0.40930(14) 0.3657(2) 0.62185(11) 0.0480(5) Uani 1 1 d . . . . .
H00E H 0.402747 0.453874 0.633045 0.058 Uiso 1 1 calc R . . . .
C00F C 0.43645(14) -0.03709(19) 0.57706(12) 0.0456(5) Uani 1 1 d . . . . .
C00G C 0.48799(13) 0.1616(2) 0.64903(11) 0.0467(5) Uani 1 1 d . . . . .
C00H C 0.29633(13) 0.1045(2) 0.49284(12) 0.0474(5) Uani 1 1 d . . . . .
H00H H 0.250198 0.150753 0.464475 0.057 Uiso 1 1 calc R . . . .
C00I C -0.02771(14) 0.7189(2) 0.54732(12) 0.0511(5) Uani 1 1 d . . . . .
H00I H -0.070671 0.709199 0.582833 0.061 Uiso 1 1 calc R . . . .
C00J C 0.10586(14) 0.5474(2) 0.29987(11) 0.0492(5) Uani 1 1 d . . . . .
H00J H 0.057860 0.549123 0.330857 0.059 Uiso 1 1 calc R . . . .
C00K C 0.47727(14) 0.2947(2) 0.66325(11) 0.0523(5) Uani 1 1 d . . . . .
H00K H 0.516330 0.336208 0.701015 0.063 Uiso 1 1 calc R . . . .
C00L C 0.21579(15) 0.5882(2) 0.66985(12) 0.0523(5) Uani 1 1 d . . . . .
H00L H 0.235085 0.664039 0.646735 0.063 Uiso 1 1 calc R . . . .
C00M C 0.17946(14) 0.3595(2) 0.66183(12) 0.0518(5) Uani 1 1 d . . . . .
H00M H 0.173120 0.282570 0.633013 0.062 Uiso 1 1 calc R . . . .
C00N C -0.03252(15) 0.8241(2) 0.49746(14) 0.0589(6) Uani 1 1 d . . . . .
H00N H -0.078818 0.885145 0.498817 0.071 Uiso 1 1 calc R . . . .
C00O C 0.03184(16) 0.8385(2) 0.44537(13) 0.0575(6) Uani 1 1 d . . . . .
H00O H 0.028570 0.909256 0.411313 0.069 Uiso 1 1 calc R . . . .
C00P C 0.26265(16) 0.5180(2) 0.28522(12) 0.0608(6) Uani 1 1 d . . . . .
H00P H 0.321625 0.501007 0.306274 0.073 Uiso 1 1 calc R . . . .
C00Q C 0.37465(15) -0.1010(2) 0.52144(13) 0.0533(6) Uani 1 1 d . . . . .
C00R C 0.08944(16) 0.5694(2) 0.22044(12) 0.0600(6) Uani 1 1 d . . . . .
H00R H 0.030837 0.587742 0.198915 0.072 Uiso 1 1 calc R . . . .
C00S C 0.50814(16) -0.1092(2) 0.61800(14) 0.0586(6) Uani 1 1 d . . . . .
C00T C 0.30434(16) -0.0246(2) 0.48046(14) 0.0577(6) Uani 1 1 d . . . . .
H00T H 0.263023 -0.065507 0.444227 0.069 Uiso 1 1 calc R . . . .
C00U C 0.55925(15) 0.0848(3) 0.68917(13) 0.0640(7) Uani 1 1 d . . . . .
H00U H 0.599259 0.124451 0.726961 0.077 Uiso 1 1 calc R . . . .
C00V C 0.19690(17) 0.5888(3) 0.74687(13) 0.0673(7) Uani 1 1 d . . . . .
H00V H 0.201973 0.666085 0.775426 0.081 Uiso 1 1 calc R . . . .
C00W C 0.15867(19) 0.5646(2) 0.17302(12) 0.0664(7) Uani 1 1 d . . . . .
H00W H 0.147265 0.578838 0.119599 0.080 Uiso 1 1 calc R . . . .
C00X C 0.16270(17) 0.3609(3) 0.73968(13) 0.0690(7) Uani 1 1 d . . . . .
H00X H 0.146107 0.284337 0.763657 0.083 Uiso 1 1 calc R . . . .
C00Y C 0.56955(17) -0.0423(3) 0.67362(15) 0.0719(8) Uani 1 1 d . . . . .
H00Y H 0.617669 -0.088040 0.699542 0.086 Uiso 1 1 calc R . . . .
C00Z C 0.17062(17) 0.4757(3) 0.78152(13) 0.0724(8) Uani 1 1 d . . . . .
H00Z H 0.158140 0.476809 0.833439 0.087 Uiso 1 1 calc R . . . .
C010 C 0.24501(19) 0.5385(3) 0.20567(13) 0.0720(7) Uani 1 1 d . . . . .
H010 H 0.292247 0.534582 0.173926 0.086 Uiso 1 1 calc R . . . .
C011 C 0.5165(2) -0.2426(3) 0.60102(19) 0.0816(9) Uani 1 1 d . . . . .
H011 H 0.563521 -0.290593 0.626881 0.098 Uiso 1 1 calc R . . . .
C012 C 0.4562(2) -0.3037(3) 0.5466(2) 0.0887(10) Uani 1 1 d . . . . .
H012 H 0.463266 -0.392090 0.536180 0.106 Uiso 1 1 calc R . . . .
C013 C 0.38589(19) -0.2353(2) 0.50774(17) 0.0745(8) Uani 1 1 d . . . . .
H013 H 0.345239 -0.278377 0.471933 0.089 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N001 C003 1.402(2) . ?
N001 C004 1.442(2) . ?
N001 C00A 1.377(2) . ?
N002 C007 1.384(2) . ?
N002 C00A 1.317(2) . ?
C003 C005 1.478(2) . ?
C003 C007 1.386(2) . ?
C004 C00L 1.380(3) . ?
C004 C00M 1.381(3) . ?
C005 C00C 1.395(2) . ?
C005 C00D 1.397(3) . ?
C006 C008 1.415(3) . ?
C006 C00A 1.482(2) . ?
C006 C00E 1.393(3) . ?
C007 C00B 1.484(2) . ?
C008 C009 1.425(3) . ?
C008 C00H 1.434(3) . ?
C009 C00F 1.429(3) . ?
C009 C00G 1.422(3) . ?
C00B C00J 1.392(3) . ?
C00B C00P 1.393(3) . ?
C00C C00I 1.389(3) . ?
C00D C00O 1.385(3) . ?
C00E C00K 1.382(3) . ?
C00F C00Q 1.419(3) . ?
C00F C00S 1.423(3) . ?
C00G C00K 1.396(3) . ?
C00G C00U 1.438(3) . ?
C00H C00T 1.346(3) . ?
C00I C00N 1.374(3) . ?
C00J C00R 1.384(3) . ?
C00L C00V 1.381(3) . ?
C00M C00X 1.386(3) . ?
C00N C00O 1.379(3) . ?
C00P C010 1.385(3) . ?
C00Q C00T 1.432(3) . ?
C00Q C013 1.407(3) . ?
C00R C00W 1.373(3) . ?
C00S C00Y 1.430(4) . ?
C00S C011 1.403(4) . ?
C00U C00Y 1.339(4) . ?
C00V C00Z 1.375(4) . ?
C00W C010 1.373(3) . ?
C00X C00Z 1.377(4) . ?
C011 C012 1.380(4) . ?
C012 C013 1.375(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C003 N001 C004 128.10(15) . . ?
C00A N001 C003 107.13(14) . . ?
C00A N001 C004 124.60(15) . . ?
C00A N002 C007 106.12(15) . . ?
N001 C003 C005 124.25(15) . . ?
C007 C003 N001 104.66(15) . . ?
C007 C003 C005 131.09(16) . . ?
C00L C004 N001 120.18(17) . . ?
C00M C004 N001 118.88(17) . . ?
C00M C004 C00L 120.94(18) . . ?
C00C C005 C003 123.28(16) . . ?
C00C C005 C00D 117.69(17) . . ?
C00D C005 C003 118.94(16) . . ?
C008 C006 C00A 120.56(17) . . ?
C00E C006 C008 119.65(17) . . ?
C00E C006 C00A 119.72(18) . . ?
N002 C007 C003 110.54(16) . . ?
N002 C007 C00B 117.66(15) . . ?
C003 C007 C00B 131.78(17) . . ?
C006 C008 C009 118.73(17) . . ?
C006 C008 C00H 123.17(17) . . ?
C009 C008 C00H 118.09(18) . . ?
C008 C009 C00F 120.08(18) . . ?
C00G C009 C008 120.41(18) . . ?
C00G C009 C00F 119.51(18) . . ?
N001 C00A C006 123.57(15) . . ?
N002 C00A N001 111.54(16) . . ?
N002 C00A C006 124.72(16) . . ?
C00J C00B C007 123.38(17) . . ?
C00J C00B C00P 117.53(18) . . ?
C00P C00B C007 119.01(18) . . ?
C00I C00C C005 121.02(19) . . ?
C00O C00D C005 120.81(19) . . ?
C00K C00E C006 121.53(19) . . ?
C00Q C00F C009 120.09(19) . . ?
C00Q C00F C00S 119.8(2) . . ?
C00S C00F C009 120.1(2) . . ?
C009 C00G C00U 118.5(2) . . ?
C00K C00G C009 118.83(18) . . ?
C00K C00G C00U 122.7(2) . . ?
C00T C00H C008 121.6(2) . . ?
C00N C00I C00C 120.4(2) . . ?
C00R C00J C00B 121.00(19) . . ?
C00E C00K C00G 120.78(19) . . ?
C00V C00L C004 119.2(2) . . ?
C004 C00M C00X 119.2(2) . . ?
C00I C00N C00O 119.5(2) . . ?
C00N C00O C00D 120.6(2) . . ?
C010 C00P C00B 120.8(2) . . ?
C00F C00Q C00T 118.20(19) . . ?
C013 C00Q C00F 118.9(2) . . ?
C013 C00Q C00T 122.9(2) . . ?
C00W C00R C00J 120.8(2) . . ?
C00F C00S C00Y 118.7(2) . . ?
C011 C00S C00F 118.6(3) . . ?
C011 C00S C00Y 122.8(3) . . ?
C00H C00T C00Q 121.9(2) . . ?
C00Y C00U C00G 121.8(2) . . ?
C00Z C00V C00L 120.3(2) . . ?
C00R C00W C010 119.0(2) . . ?
C00Z C00X C00M 120.0(2) . . ?
C00U C00Y C00S 121.4(2) . . ?
C00V C00Z C00X 120.3(2) . . ?
C00W C010 C00P 120.9(2) . . ?
C012 C011 C00S 121.2(3) . . ?
C013 C012 C011 120.7(3) . . ?
C012 C013 C00Q 120.8(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: tetrahydrofuran and methanol'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_MZ-PY-crystal-B
_database_code_depnum_ccdc_archive 'CCDC 2006359'
loop_
_audit_author_name
_audit_author_address
'Yunpeng Ge'
;Jilin University
China
;
_audit_update_record             
;
2020-05-28 deposited with the CCDC.	2020-07-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        1,4,5-triphenyl-2-(pyren-1-yl)-1H-imidazole
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C37 H24 N2, C H2 Cl2'
_chemical_formula_sum            'C38 H26 Cl2 N2'
_chemical_formula_weight         581.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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                   10.2848(10)
_cell_length_b                   12.5366(11)
_cell_length_c                   12.8773(12)
_cell_angle_alpha                73.277(3)
_cell_angle_beta                 72.333(4)
_cell_angle_gamma                73.811(4)
_cell_volume                     1481.4(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2473
_cell_measurement_theta_min      3.01
_cell_measurement_theta_max      28.27

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_F_000             604
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.250
_shelx_estimated_absorpt_T_min   0.968
_shelx_estimated_absorpt_T_max   0.975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.968
_exptl_absorpt_correction_T_max  0.975
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'D8 VENTURE PHOTON II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4181
_diffrn_reflns_av_unetI/netI     0.0380
_diffrn_reflns_av_R_equivalents  0.0452
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.013
_diffrn_reflns_theta_max         23.253
_diffrn_reflns_theta_full        23.253
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             4181
_reflns_number_gt                3035
_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       'Bruker D8 Venture'
_computing_cell_refinement       'Bruker D8 Venture'
_computing_data_reduction        'Bruker D8 Venture'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0688P)²+1.6744P] 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         4181
_refine_ls_number_parameters     379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1083
_refine_ls_R_factor_gt           0.0741
_refine_ls_wR_factor_ref         0.1680
_refine_ls_wR_factor_gt          0.1532
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9050(3) 0.6318(3) 0.7529(3) 0.0380(8) Uani 1 1 d . . . . .
C2 C 0.9689(4) 0.5181(3) 0.7856(3) 0.0458(9) Uani 1 1 d . . . . .
H2 H 1.0647 0.4991 0.7787 0.055 Uiso 1 1 calc R U . . .
C3 C 0.8941(4) 0.4333(3) 0.8278(3) 0.0503(9) Uani 1 1 d . . . . .
H3 H 0.9404 0.3583 0.8485 0.060 Uiso 1 1 calc R U . . .
C4 C 0.7506(4) 0.4572(3) 0.8401(3) 0.0429(8) Uani 1 1 d . . . . .
C5 C 0.6810(3) 0.5728(3) 0.8123(2) 0.0371(8) Uani 1 1 d . . . . .
C6 C 0.7581(3) 0.6611(3) 0.7689(2) 0.0360(8) Uani 1 1 d . . . . .
C7 C 0.6710(4) 0.3700(3) 0.8803(3) 0.0570(10) Uani 1 1 d . . . . .
H7 H 0.7168 0.2942 0.8965 0.068 Uiso 1 1 calc R U . . .
C8 C 0.5332(5) 0.3948(3) 0.8950(3) 0.0604(11) Uani 1 1 d . . . . .
H8 H 0.4850 0.3359 0.9213 0.072 Uiso 1 1 calc R U . . .
C9 C 0.4571(4) 0.5102(3) 0.8714(3) 0.0503(9) Uani 1 1 d . . . . .
C10 C 0.5329(3) 0.5994(3) 0.8287(3) 0.0418(8) Uani 1 1 d . . . . .
C11 C 0.3125(4) 0.5387(4) 0.8897(3) 0.0638(11) Uani 1 1 d . . . . .
H11 H 0.2618 0.4813 0.9180 0.077 Uiso 1 1 calc R U . . .
C12 C 0.2431(4) 0.6508(4) 0.8664(3) 0.0681(12) Uani 1 1 d . . . . .
H12 H 0.1464 0.6680 0.8791 0.082 Uiso 1 1 calc R U . . .
C13 C 0.3153(4) 0.7373(4) 0.8247(3) 0.0619(11) Uani 1 1 d . . . . .
H13 H 0.2667 0.8124 0.8098 0.074 Uiso 1 1 calc R U . . .
C14 C 0.4611(4) 0.7140(3) 0.8042(3) 0.0468(9) Uani 1 1 d . . . . .
C15 C 0.5412(4) 0.7997(3) 0.7592(3) 0.0491(9) Uani 1 1 d . . . . .
H15 H 0.4950 0.8753 0.7414 0.059 Uiso 1 1 calc R U . . .
C16 C 0.6808(3) 0.7763(3) 0.7411(3) 0.0415(8) Uani 1 1 d . . . . .
H16 H 0.7286 0.8355 0.7102 0.050 Uiso 1 1 calc R U . . .
C17 C 0.9911(3) 0.7189(3) 0.7004(3) 0.0370(8) Uani 1 1 d . . . . .
C18 C 1.0688(3) 0.8739(3) 0.6535(3) 0.0364(8) Uani 1 1 d . . . . .
C19 C 1.0763(3) 0.9877(3) 0.6592(3) 0.0368(8) Uani 1 1 d . . . . .
C20 C 1.0411(4) 1.0159(3) 0.7618(3) 0.0516(9) Uani 1 1 d . . . . .
H20 H 1.0091 0.9642 0.8265 0.062 Uiso 1 1 calc R U . . .
C21 C 1.0531(4) 1.1207(3) 0.7689(4) 0.0638(11) Uani 1 1 d . . . . .
H21 H 1.0293 1.1390 0.8383 0.077 Uiso 1 1 calc R U . . .
C22 C 1.1001(4) 1.1980(3) 0.6738(4) 0.0607(11) Uani 1 1 d . . . . .
H22 H 1.1096 1.2679 0.6788 0.073 Uiso 1 1 calc R U . . .
C23 C 1.1328(4) 1.1712(3) 0.5718(3) 0.0517(9) Uani 1 1 d . . . . .
H23 H 1.1643 1.2234 0.5073 0.062 Uiso 1 1 calc R U . . .
C24 C 1.1195(3) 1.0681(3) 0.5640(3) 0.0424(8) Uani 1 1 d . . . . .
H24 H 1.1396 1.0520 0.4940 0.051 Uiso 1 1 calc R U . . .
C25 C 1.1579(3) 0.8061(3) 0.5836(3) 0.0347(7) Uani 1 1 d . . . . .
C26 C 1.2802(3) 0.8264(3) 0.4901(3) 0.0379(8) Uani 1 1 d . . . . .
C27 C 1.3890(3) 0.8592(3) 0.5066(3) 0.0463(9) Uani 1 1 d . . . . .
H27 H 1.3861 0.8656 0.5775 0.056 Uiso 1 1 calc R U . . .
C28 C 1.5015(4) 0.8825(3) 0.4195(4) 0.0622(11) Uani 1 1 d . . . . .
H28 H 1.5739 0.9042 0.4319 0.075 Uiso 1 1 calc R U . . .
C29 C 1.5070(5) 0.8738(3) 0.3153(4) 0.0711(13) Uani 1 1 d . . . . .
H29 H 1.5833 0.8894 0.2566 0.085 Uiso 1 1 calc R U . . .
C30 C 1.4001(5) 0.8418(4) 0.2967(3) 0.0719(12) Uani 1 1 d . . . . .
H30 H 1.4043 0.8358 0.2254 0.086 Uiso 1 1 calc R U . . .
C31 C 1.2860(4) 0.8186(3) 0.3837(3) 0.0548(10) Uani 1 1 d . . . . .
H31 H 1.2134 0.7978 0.3705 0.066 Uiso 1 1 calc R U . . .
C32 C 1.1803(3) 0.6057(3) 0.5715(3) 0.0366(8) Uani 1 1 d . . . . .
C33 C 1.2977(4) 0.5397(3) 0.6059(3) 0.0514(9) Uani 1 1 d . . . . .
H33 H 1.3309 0.5606 0.6552 0.062 Uiso 1 1 calc R U . . .
C34 C 1.3658(4) 0.4421(3) 0.5662(4) 0.0640(11) Uani 1 1 d . . . . .
H34 H 1.4437 0.3957 0.5904 0.077 Uiso 1 1 calc R U . . .
C35 C 1.3181(4) 0.4138(3) 0.4911(4) 0.0640(12) Uani 1 1 d . . . . .
H35 H 1.3652 0.3492 0.4631 0.077 Uiso 1 1 calc R U . . .
C36 C 1.2027(4) 0.4797(3) 0.4575(3) 0.0589(10) Uani 1 1 d . . . . .
H36 H 1.1707 0.4595 0.4071 0.071 Uiso 1 1 calc R U . . .
C37 C 1.1324(4) 0.5764(3) 0.4972(3) 0.0481(9) Uani 1 1 d . . . . .
H37 H 1.0533 0.6213 0.4739 0.058 Uiso 1 1 calc R U . . .
N1 N 0.9655(3) 0.8190(2) 0.7259(2) 0.0387(7) Uani 1 1 d . . . . .
N2 N 1.1083(3) 0.7064(2) 0.6143(2) 0.0359(6) Uani 1 1 d . . . . .
C38 C 0.7183(6) 0.8973(6) 0.9502(5) 0.118(2) Uani 1 1 d . . . . .
H38A H 0.6277 0.8921 0.9462 0.142 Uiso 1 1 calc R U . . .
H38B H 0.7785 0.9048 0.8752 0.142 Uiso 1 1 calc R U . . .
Cl1 Cl 0.7001(2) 1.01868(17) 0.99963(15) 0.1389(7) Uani 1 1 d . . . . .
Cl2 Cl 0.7882(3) 0.77342(18) 1.03549(19) 0.1608(8) 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
C1 C2 1.393(4) . ?
C1 C6 1.416(4) . ?
C1 C17 1.478(4) . ?
C2 C3 1.374(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.389(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.421(4) . ?
C4 C7 1.431(5) . ?
C5 C6 1.426(4) . ?
C5 C10 1.427(4) . ?
C6 C16 1.443(4) . ?
C7 C8 1.328(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.435(5) . ?
C8 H8 0.9300 . ?
C9 C11 1.392(5) . ?
C9 C10 1.426(5) . ?
C10 C14 1.413(5) . ?
C11 C12 1.379(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.374(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.401(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.420(5) . ?
C15 C16 1.343(5) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 N1 1.324(4) . ?
C17 N2 1.374(4) . ?
C18 C25 1.370(4) . ?
C18 N1 1.381(4) . ?
C18 C19 1.473(4) . ?
C19 C20 1.382(5) . ?
C19 C24 1.388(5) . ?
C20 C21 1.384(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.375(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.369(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.372(5) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 N2 1.388(4) . ?
C25 C26 1.477(4) . ?
C26 C31 1.384(5) . ?
C26 C27 1.385(4) . ?
C27 C28 1.376(5) . ?
C27 H27 0.9300 . ?
C28 C29 1.360(6) . ?
C28 H28 0.9300 . ?
C29 C30 1.374(6) . ?
C29 H29 0.9300 . ?
C30 C31 1.386(5) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C32 C37 1.372(5) . ?
C32 C33 1.377(5) . ?
C32 N2 1.442(4) . ?
C33 C34 1.383(5) . ?
C33 H33 0.9300 . ?
C34 C35 1.373(6) . ?
C34 H34 0.9300 . ?
C35 C36 1.355(6) . ?
C35 H35 0.9300 . ?
C36 C37 1.377(5) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
C38 Cl2 1.735(7) . ?
C38 Cl1 1.756(6) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 118.9(3) . . ?
C2 C1 C17 119.8(3) . . ?
C6 C1 C17 121.3(3) . . ?
C3 C2 C1 121.8(3) . . ?
C3 C2 H2 119.1 . . ?
C1 C2 H2 119.1 . . ?
C2 C3 C4 121.4(3) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C3 C4 C5 118.4(3) . . ?
C3 C4 C7 122.5(3) . . ?
C5 C4 C7 119.1(3) . . ?
C4 C5 C6 120.3(3) . . ?
C4 C5 C10 119.2(3) . . ?
C6 C5 C10 120.4(3) . . ?
C1 C6 C5 119.1(3) . . ?
C1 C6 C16 123.6(3) . . ?
C5 C6 C16 117.3(3) . . ?
C8 C7 C4 121.6(4) . . ?
C8 C7 H7 119.2 . . ?
C4 C7 H7 119.2 . . ?
C7 C8 C9 121.6(3) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 H8 119.2 . . ?
C11 C9 C10 118.7(4) . . ?
C11 C9 C8 122.7(4) . . ?
C10 C9 C8 118.5(3) . . ?
C14 C10 C9 120.0(3) . . ?
C14 C10 C5 120.2(3) . . ?
C9 C10 C5 119.8(3) . . ?
C12 C11 C9 120.9(4) . . ?
C12 C11 H11 119.5 . . ?
C9 C11 H11 119.5 . . ?
C13 C12 C11 120.8(4) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C12 C13 C14 120.9(4) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C13 C14 C10 118.7(3) . . ?
C13 C14 C15 123.3(3) . . ?
C10 C14 C15 118.0(3) . . ?
C16 C15 C14 122.7(3) . . ?
C16 C15 H15 118.6 . . ?
C14 C15 H15 118.6 . . ?
C15 C16 C6 121.3(3) . . ?
C15 C16 H16 119.4 . . ?
C6 C16 H16 119.4 . . ?
N1 C17 N2 111.0(3) . . ?
N1 C17 C1 125.9(3) . . ?
N2 C17 C1 123.1(3) . . ?
C25 C18 N1 110.1(3) . . ?
C25 C18 C19 128.3(3) . . ?
N1 C18 C19 121.6(3) . . ?
C20 C19 C24 118.3(3) . . ?
C20 C19 C18 119.8(3) . . ?
C24 C19 C18 121.9(3) . . ?
C19 C20 C21 120.4(4) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
C22 C21 C20 120.4(4) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C23 C22 C21 119.4(3) . . ?
C23 C22 H22 120.3 . . ?
C21 C22 H22 120.3 . . ?
C22 C23 C24 120.6(4) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C23 C24 C19 120.8(3) . . ?
C23 C24 H24 119.6 . . ?
C19 C24 H24 119.6 . . ?
C18 C25 N2 105.8(3) . . ?
C18 C25 C26 131.3(3) . . ?
N2 C25 C26 122.9(3) . . ?
C31 C26 C27 118.6(3) . . ?
C31 C26 C25 121.2(3) . . ?
C27 C26 C25 120.1(3) . . ?
C28 C27 C26 120.8(4) . . ?
C28 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
C29 C28 C27 120.2(4) . . ?
C29 C28 H28 119.9 . . ?
C27 C28 H28 119.9 . . ?
C28 C29 C30 120.0(4) . . ?
C28 C29 H29 120.0 . . ?
C30 C29 H29 120.0 . . ?
C29 C30 C31 120.3(4) . . ?
C29 C30 H30 119.8 . . ?
C31 C30 H30 119.8 . . ?
C26 C31 C30 120.0(4) . . ?
C26 C31 H31 120.0 . . ?
C30 C31 H31 120.0 . . ?
C37 C32 C33 120.6(3) . . ?
C37 C32 N2 120.3(3) . . ?
C33 C32 N2 119.1(3) . . ?
C32 C33 C34 119.2(4) . . ?
C32 C33 H33 120.4 . . ?
C34 C33 H33 120.4 . . ?
C35 C34 C33 119.9(4) . . ?
C35 C34 H34 120.1 . . ?
C33 C34 H34 120.1 . . ?
C36 C35 C34 120.3(4) . . ?
C36 C35 H35 119.8 . . ?
C34 C35 H35 119.8 . . ?
C35 C36 C37 120.7(4) . . ?
C35 C36 H36 119.7 . . ?
C37 C36 H36 119.7 . . ?
C32 C37 C36 119.3(3) . . ?
C32 C37 H37 120.3 . . ?
C36 C37 H37 120.3 . . ?
C17 N1 C18 106.1(3) . . ?
C17 N2 C25 107.0(2) . . ?
C17 N2 C32 128.1(2) . . ?
C25 N2 C32 124.5(2) . . ?
Cl2 C38 Cl1 112.0(3) . . ?
Cl2 C38 H38A 109.2 . . ?
Cl1 C38 H38A 109.2 . . ?
Cl2 C38 H38B 109.2 . . ?
Cl1 C38 H38B 109.2 . . ?
H38A C38 H38B 107.9 . . ?

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
C6 C1 C2 C3 3.2(5) . . . . ?
C17 C1 C2 C3 -175.6(3) . . . . ?
C1 C2 C3 C4 -0.2(5) . . . . ?
C2 C3 C4 C5 -2.5(5) . . . . ?
C2 C3 C4 C7 177.8(3) . . . . ?
C3 C4 C5 C6 2.3(5) . . . . ?
C7 C4 C5 C6 -178.1(3) . . . . ?
C3 C4 C5 C10 -177.4(3) . . . . ?
C7 C4 C5 C10 2.2(5) . . . . ?
C2 C1 C6 C5 -3.4(4) . . . . ?
C17 C1 C6 C5 175.4(3) . . . . ?
C2 C1 C6 C16 178.2(3) . . . . ?
C17 C1 C6 C16 -3.1(5) . . . . ?
C4 C5 C6 C1 0.7(4) . . . . ?
C10 C5 C6 C1 -179.6(3) . . . . ?
C4 C5 C6 C16 179.2(3) . . . . ?
C10 C5 C6 C16 -1.1(4) . . . . ?
C3 C4 C7 C8 177.7(4) . . . . ?
C5 C4 C7 C8 -1.9(5) . . . . ?
C4 C7 C8 C9 0.0(6) . . . . ?
C7 C8 C9 C11 -177.8(4) . . . . ?
C7 C8 C9 C10 1.5(5) . . . . ?
C11 C9 C10 C14 -1.0(5) . . . . ?
C8 C9 C10 C14 179.8(3) . . . . ?
C11 C9 C10 C5 178.2(3) . . . . ?
C8 C9 C10 C5 -1.1(5) . . . . ?
C4 C5 C10 C14 178.4(3) . . . . ?
C6 C5 C10 C14 -1.3(5) . . . . ?
C4 C5 C10 C9 -0.7(4) . . . . ?
C6 C5 C10 C9 179.6(3) . . . . ?
C10 C9 C11 C12 0.4(5) . . . . ?
C8 C9 C11 C12 179.7(4) . . . . ?
C9 C11 C12 C13 -0.1(6) . . . . ?
C11 C12 C13 C14 0.3(6) . . . . ?
C12 C13 C14 C10 -0.8(5) . . . . ?
C12 C13 C14 C15 178.7(4) . . . . ?
C9 C10 C14 C13 1.2(5) . . . . ?
C5 C10 C14 C13 -178.0(3) . . . . ?
C9 C10 C14 C15 -178.4(3) . . . . ?
C5 C10 C14 C15 2.4(5) . . . . ?
C13 C14 C15 C16 179.2(3) . . . . ?
C10 C14 C15 C16 -1.2(5) . . . . ?
C14 C15 C16 C6 -1.2(5) . . . . ?
C1 C6 C16 C15 -179.2(3) . . . . ?
C5 C6 C16 C15 2.3(5) . . . . ?
C2 C1 C17 N1 -134.1(3) . . . . ?
C6 C1 C17 N1 47.1(5) . . . . ?
C2 C1 C17 N2 48.1(4) . . . . ?
C6 C1 C17 N2 -130.7(3) . . . . ?
C25 C18 C19 C20 -141.7(4) . . . . ?
N1 C18 C19 C20 36.3(5) . . . . ?
C25 C18 C19 C24 37.6(5) . . . . ?
N1 C18 C19 C24 -144.4(3) . . . . ?
C24 C19 C20 C21 -2.0(5) . . . . ?
C18 C19 C20 C21 177.3(3) . . . . ?
C19 C20 C21 C22 0.1(6) . . . . ?
C20 C21 C22 C23 1.1(6) . . . . ?
C21 C22 C23 C24 -0.2(6) . . . . ?
C22 C23 C24 C19 -1.8(5) . . . . ?
C20 C19 C24 C23 2.8(5) . . . . ?
C18 C19 C24 C23 -176.5(3) . . . . ?
N1 C18 C25 N2 -0.3(3) . . . . ?
C19 C18 C25 N2 177.8(3) . . . . ?
N1 C18 C25 C26 177.5(3) . . . . ?
C19 C18 C25 C26 -4.3(6) . . . . ?
C18 C25 C26 C31 -122.1(4) . . . . ?
N2 C25 C26 C31 55.4(4) . . . . ?
C18 C25 C26 C27 54.8(5) . . . . ?
N2 C25 C26 C27 -127.7(3) . . . . ?
C31 C26 C27 C28 -0.7(5) . . . . ?
C25 C26 C27 C28 -177.7(3) . . . . ?
C26 C27 C28 C29 0.2(6) . . . . ?
C27 C28 C29 C30 0.1(6) . . . . ?
C28 C29 C30 C31 0.1(6) . . . . ?
C27 C26 C31 C30 0.9(5) . . . . ?
C25 C26 C31 C30 177.9(3) . . . . ?
C29 C30 C31 C26 -0.7(6) . . . . ?
C37 C32 C33 C34 -1.2(5) . . . . ?
N2 C32 C33 C34 179.0(3) . . . . ?
C32 C33 C34 C35 1.8(6) . . . . ?
C33 C34 C35 C36 -1.5(6) . . . . ?
C34 C35 C36 C37 0.6(6) . . . . ?
C33 C32 C37 C36 0.3(5) . . . . ?
N2 C32 C37 C36 -179.9(3) . . . . ?
C35 C36 C37 C32 0.0(6) . . . . ?
N2 C17 N1 C18 0.4(4) . . . . ?
C1 C17 N1 C18 -177.6(3) . . . . ?
C25 C18 N1 C17 -0.1(4) . . . . ?
C19 C18 N1 C17 -178.3(3) . . . . ?
N1 C17 N2 C25 -0.6(3) . . . . ?
C1 C17 N2 C25 177.4(3) . . . . ?
N1 C17 N2 C32 171.7(3) . . . . ?
C1 C17 N2 C32 -10.2(5) . . . . ?
C18 C25 N2 C17 0.6(3) . . . . ?
C26 C25 N2 C17 -177.5(3) . . . . ?
C18 C25 N2 C32 -172.1(3) . . . . ?
C26 C25 N2 C32 9.8(5) . . . . ?
C37 C32 N2 C17 81.6(4) . . . . ?
C33 C32 N2 C17 -98.6(4) . . . . ?
C37 C32 N2 C25 -107.3(4) . . . . ?
C33 C32 N2 C25 72.5(4) . . . . ?

_refine_diff_density_max         0.257
_refine_diff_density_min         -0.418
_refine_diff_density_rms         0.043



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane and methanol'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_PIM-p-PY
_database_code_depnum_ccdc_archive 'CCDC 2006360'
loop_
_audit_author_name
_audit_author_address
'Yunpeng Ge'
;Jilin University
China
;
_audit_update_record             
;
2020-05-28 deposited with the CCDC.	2020-07-17 downloaded from the CCDC.
;
_audit_creation_date             2019-12-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
1,4,5-triphenyl-2-(4-(pyren-1-yl)phenyl)-1H-imidazole
_chemical_formula_moiety         'C43 H28 N2'
_chemical_formula_sum            'C43 H28 N2'
_chemical_formula_weight         572.67
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   16.209(2)
_cell_length_b                   10.2021(13)
_cell_length_c                   19.056(2)
_cell_angle_alpha                90
_cell_angle_beta                 102.800(4)
_cell_angle_gamma                90
_cell_volume                     3073.0(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9798
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.18
_cell_measurement_theta_min      2.73
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0513
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            78849
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.279
_diffrn_reflns_theta_min         2.734
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4907
_reflns_number_total             7607
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.150
_refine_diff_density_min         -0.175
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     406
_refine_ls_number_reflns         7607
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0900
_refine_ls_R_factor_gt           0.0504
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0611P)²+0.9075P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1200
_refine_ls_wR_factor_ref         0.1536
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00F(H00F), C00G(H00G), C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L),
 C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P), C00R(H00R), C00S(H00S),
 C00U(H00U), C00V(H00V), C00W(H00W), C00X(H00X), C00Y(H00Y), C00Z(H00Z),
 C010(H010), C011(H011), C012(H012), C013(H013), C014(H014), C015(H015),
 C016(H016), C017(H017), C018(H018), C019(H019)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N001 N 0.42455(8) 0.26893(14) 0.50078(7) 0.0442(3) Uani 1 1 d . . . . .
N002 N 0.50035(8) 0.30221(15) 0.41857(7) 0.0498(3) Uani 1 1 d . . . . .
C003 C 0.50644(10) 0.22461(16) 0.53079(8) 0.0426(3) Uani 1 1 d . . . . .
C004 C 0.55167(10) 0.24654(16) 0.47885(8) 0.0437(4) Uani 1 1 d . . . . .
C005 C 0.52899(10) 0.16505(17) 0.60321(8) 0.0450(4) Uani 1 1 d . . . . .
C006 C 0.35822(10) 0.28286(17) 0.53936(8) 0.0450(4) Uani 1 1 d . . . . .
C007 C 0.12248(9) 0.66103(16) 0.21804(8) 0.0432(4) Uani 1 1 d . . . . .
C008 C 0.42499(10) 0.31475(17) 0.43311(9) 0.0472(4) Uani 1 1 d . . . . .
C009 C 0.35069(10) 0.36764(18) 0.38189(9) 0.0487(4) Uani 1 1 d . . . . .
C00A C 0.64165(10) 0.22312(16) 0.47945(8) 0.0440(4) Uani 1 1 d . . . . .
C00B C 0.05527(9) 0.70483(17) 0.16131(8) 0.0437(4) Uani 1 1 d . . . . .
C00C C 0.21398(10) 0.47334(17) 0.27957(9) 0.0476(4) Uani 1 1 d . . . . .
C00D C 0.14135(10) 0.52595(17) 0.22495(8) 0.0453(4) Uani 1 1 d . . . . .
C00E C 0.03608(10) 0.84140(17) 0.15303(9) 0.0482(4) Uani 1 1 d . . . . .
C00F C 0.26885(11) 0.32007(19) 0.37574(9) 0.0543(4) Uani 1 1 d . . . . .
H00F H 0.258974 0.252906 0.405849 0.065 Uiso 1 1 calc R . . . .
C00G C 0.20211(10) 0.37189(18) 0.32522(9) 0.0526(4) Uani 1 1 d . . . . .
H00G H 0.148042 0.338156 0.321665 0.063 Uiso 1 1 calc R . . . .
C00H C 0.00670(10) 0.61357(18) 0.11307(9) 0.0502(4) Uani 1 1 d . . . . .
C00I C 0.51290(12) 0.2288(2) 0.66328(9) 0.0562(4) Uani 1 1 d . . . . .
H00I H 0.488061 0.311426 0.658050 0.067 Uiso 1 1 calc R . . . .
C00J C 0.33356(11) 0.40691(19) 0.55519(10) 0.0586(5) Uani 1 1 d . . . . .
H00J H 0.356950 0.480644 0.538451 0.070 Uiso 1 1 calc R . . . .
C00K C 0.36362(11) 0.4660(2) 0.33502(10) 0.0577(5) Uani 1 1 d . . . . .
H00K H 0.418075 0.497084 0.337273 0.069 Uiso 1 1 calc R . . . .
C00L C 0.16719(12) 0.75830(19) 0.26668(9) 0.0556(4) Uani 1 1 d . . . . .
H00L H 0.211688 0.731988 0.303713 0.067 Uiso 1 1 calc R . . . .
C00M C 0.32342(11) 0.1726(2) 0.56327(10) 0.0565(4) Uani 1 1 d . . . . .
H00M H 0.339332 0.089341 0.551377 0.068 Uiso 1 1 calc R . . . .
C00N C 0.29650(11) 0.51830(19) 0.28502(10) 0.0576(5) Uani 1 1 d . . . . .
H00N H 0.306582 0.584619 0.254494 0.069 Uiso 1 1 calc R . . . .
C00O C 0.09074(11) 0.43898(18) 0.17806(10) 0.0537(4) Uani 1 1 d . . . . .
H00O H 0.101444 0.349601 0.183729 0.064 Uiso 1 1 calc R . . . .
C00P C 0.56651(13) 0.0420(2) 0.61260(10) 0.0643(5) Uani 1 1 d . . . . .
H00P H 0.577132 -0.003228 0.573162 0.077 Uiso 1 1 calc R . . . .
C00Q C -0.02876(11) 0.8854(2) 0.09449(11) 0.0600(5) Uani 1 1 d . . . . .
C00R C 0.14651(13) 0.88647(19) 0.26016(11) 0.0614(5) Uani 1 1 d . . . . .
H00R H 0.175994 0.945732 0.293590 0.074 Uiso 1 1 calc R . . . .
C00S C 0.02515(11) 0.48068(19) 0.12338(10) 0.0564(4) Uani 1 1 d . . . . .
H00S H -0.007093 0.419319 0.093069 0.068 Uiso 1 1 calc R . . . .
C00T C 0.08045(12) 0.93342(18) 0.20320(10) 0.0549(4) Uani 1 1 d . . . . .
C00U C 0.53316(14) 0.1715(3) 0.73057(10) 0.0738(6) Uani 1 1 d . . . . .
H00U H 0.520748 0.214560 0.769996 0.089 Uiso 1 1 calc R . . . .
C00V C 0.66677(12) 0.2080(2) 0.41553(10) 0.0675(6) Uani 1 1 d . . . . .
H00V H 0.626310 0.208531 0.372480 0.081 Uiso 1 1 calc R . . . .
C00W C -0.05841(12) 0.6621(2) 0.05496(11) 0.0648(5) Uani 1 1 d . . . . .
H00W H -0.090300 0.602948 0.022924 0.078 Uiso 1 1 calc R . . . .
C00X C 0.27341(13) 0.4201(3) 0.59643(12) 0.0749(6) Uani 1 1 d . . . . .
H00X H 0.255408 0.503058 0.606679 0.090 Uiso 1 1 calc R . . . .
C00Y C 0.81194(12) 0.1887(2) 0.47581(11) 0.0672(5) Uani 1 1 d . . . . .
H00Y H 0.868550 0.177563 0.474574 0.081 Uiso 1 1 calc R . . . .
C00Z C 0.70375(12) 0.2207(3) 0.54150(10) 0.0788(7) Uani 1 1 d . . . . .
H00Z H 0.689139 0.231806 0.585642 0.095 Uiso 1 1 calc R . . . .
C010 C 0.26444(14) 0.1879(3) 0.60523(12) 0.0754(6) Uani 1 1 d . . . . .
H010 H 0.240958 0.114354 0.622094 0.091 Uiso 1 1 calc R . . . .
C011 C 0.75125(13) 0.1920(3) 0.41419(11) 0.0773(7) Uani 1 1 d . . . . .
H011 H 0.766603 0.183440 0.370195 0.093 Uiso 1 1 calc R . . . .
C012 C -0.07418(13) 0.7905(2) 0.04589(12) 0.0718(6) Uani 1 1 d . . . . .
H012 H -0.115764 0.818512 0.006961 0.086 Uiso 1 1 calc R . . . .
C013 C 0.24042(14) 0.3107(3) 0.62211(13) 0.0808(7) Uani 1 1 d . . . . .
H013 H 0.201584 0.319929 0.651114 0.097 Uiso 1 1 calc R . . . .
C014 C -0.04765(14) 1.0195(2) 0.08910(14) 0.0801(7) Uani 1 1 d . . . . .
H014 H -0.088926 1.049859 0.050571 0.096 Uiso 1 1 calc R . . . .
C015 C 0.05701(14) 1.0658(2) 0.19594(13) 0.0717(6) Uani 1 1 d . . . . .
H015 H 0.084551 1.126401 0.229524 0.086 Uiso 1 1 calc R . . . .
C016 C 0.57163(17) 0.0510(3) 0.73915(12) 0.0882(8) Uani 1 1 d . . . . .
H016 H 0.586444 0.013147 0.784606 0.106 Uiso 1 1 calc R . . . .
C017 C 0.78812(13) 0.2019(3) 0.53940(11) 0.0914(9) Uani 1 1 d . . . . .
H017 H 0.828872 0.198379 0.582229 0.110 Uiso 1 1 calc R . . . .
C018 C 0.58821(17) -0.0136(2) 0.68080(13) 0.0881(8) Uani 1 1 d . . . . .
H018 H 0.614205 -0.095376 0.686853 0.106 Uiso 1 1 calc R . . . .
C019 C -0.00638(15) 1.1070(2) 0.13961(16) 0.0842(7) Uani 1 1 d . . . . .
H019 H -0.021417 1.195096 0.135731 0.101 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N001 C003 1.399(2) . ?
N001 C006 1.438(2) . ?
N001 C008 1.373(2) . ?
N002 C004 1.382(2) . ?
N002 C008 1.317(2) . ?
C003 C004 1.374(2) . ?
C003 C005 1.478(2) . ?
C004 C00A 1.475(2) . ?
C005 C00I 1.391(2) . ?
C005 C00P 1.389(3) . ?
C006 C00J 1.381(2) . ?
C006 C00M 1.380(2) . ?
C007 C00B 1.426(2) . ?
C007 C00D 1.411(2) . ?
C007 C00L 1.439(2) . ?
C008 C009 1.474(2) . ?
C009 C00F 1.393(2) . ?
C009 C00K 1.390(2) . ?
C00A C00V 1.376(2) . ?
C00A C00Z 1.373(2) . ?
C00B C00E 1.429(2) . ?
C00B C00H 1.418(2) . ?
C00C C00D 1.488(2) . ?
C00C C00G 1.392(2) . ?
C00C C00N 1.396(2) . ?
C00D C00O 1.391(2) . ?
C00E C00Q 1.425(2) . ?
C00E C00T 1.417(3) . ?
C00F C00G 1.384(2) . ?
C00H C00S 1.393(3) . ?
C00H C00W 1.438(2) . ?
C00I C00U 1.381(3) . ?
C00J C00X 1.388(3) . ?
C00K C00N 1.385(2) . ?
C00L C00R 1.349(3) . ?
C00M C010 1.384(3) . ?
C00O C00S 1.381(2) . ?
C00P C018 1.390(3) . ?
C00Q C012 1.426(3) . ?
C00Q C014 1.401(3) . ?
C00R C00T 1.428(3) . ?
C00T C015 1.401(3) . ?
C00U C016 1.372(4) . ?
C00V C011 1.385(3) . ?
C00W C012 1.338(3) . ?
C00X C013 1.374(4) . ?
C00Y C011 1.355(3) . ?
C00Y C017 1.358(3) . ?
C00Z C017 1.390(3) . ?
C010 C013 1.371(3) . ?
C014 C019 1.373(4) . ?
C015 C019 1.377(3) . ?
C016 C018 1.369(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C003 N001 C006 124.90(13) . . ?
C008 N001 C003 106.98(13) . . ?
C008 N001 C006 127.35(13) . . ?
C008 N002 C004 106.29(13) . . ?
N001 C003 C005 122.05(13) . . ?
C004 C003 N001 105.20(13) . . ?
C004 C003 C005 132.72(15) . . ?
N002 C004 C00A 119.00(14) . . ?
C003 C004 N002 110.27(14) . . ?
C003 C004 C00A 130.71(14) . . ?
C00I C005 C003 121.58(16) . . ?
C00P C005 C003 120.16(15) . . ?
C00P C005 C00I 118.25(16) . . ?
C00J C006 N001 119.20(15) . . ?
C00M C006 N001 119.66(15) . . ?
C00M C006 C00J 121.05(16) . . ?
C00B C007 C00L 117.60(15) . . ?
C00D C007 C00B 119.34(15) . . ?
C00D C007 C00L 123.05(15) . . ?
N001 C008 C009 124.95(14) . . ?
N002 C008 N001 111.26(14) . . ?
N002 C008 C009 123.77(14) . . ?
C00F C009 C008 123.45(15) . . ?
C00K C009 C008 118.19(15) . . ?
C00K C009 C00F 118.29(15) . . ?
C00V C00A C004 119.82(15) . . ?
C00Z C00A C004 122.98(15) . . ?
C00Z C00A C00V 117.15(16) . . ?
C007 C00B C00E 120.03(15) . . ?
C00H C00B C007 120.46(15) . . ?
C00H C00B C00E 119.51(15) . . ?
C00G C00C C00D 120.51(15) . . ?
C00G C00C C00N 117.41(15) . . ?
C00N C00C C00D 122.01(15) . . ?
C007 C00D C00C 122.61(15) . . ?
C00O C00D C007 118.57(15) . . ?
C00O C00D C00C 118.81(15) . . ?
C00Q C00E C00B 119.88(17) . . ?
C00T C00E C00B 120.40(15) . . ?
C00T C00E C00Q 119.72(17) . . ?
C00G C00F C009 120.56(16) . . ?
C00F C00G C00C 121.58(16) . . ?
C00B C00H C00W 118.71(17) . . ?
C00S C00H C00B 118.46(15) . . ?
C00S C00H C00W 122.82(17) . . ?
C00U C00I C005 121.1(2) . . ?
C006 C00J C00X 119.10(19) . . ?
C00N C00K C009 120.88(16) . . ?
C00R C00L C007 121.99(17) . . ?
C006 C00M C010 118.93(19) . . ?
C00K C00N C00C 121.22(16) . . ?
C00S C00O C00D 122.30(17) . . ?
C005 C00P C018 120.2(2) . . ?
C00E C00Q C012 118.67(18) . . ?
C014 C00Q C00E 118.4(2) . . ?
C014 C00Q C012 122.84(19) . . ?
C00L C00R C00T 121.63(18) . . ?
C00O C00S C00H 120.78(17) . . ?
C00E C00T C00R 118.27(17) . . ?
C015 C00T C00E 119.07(18) . . ?
C015 C00T C00R 122.65(19) . . ?
C016 C00U C00I 119.9(2) . . ?
C00A C00V C011 121.15(18) . . ?
C012 C00W C00H 121.56(19) . . ?
C013 C00X C00J 120.0(2) . . ?
C011 C00Y C017 118.39(18) . . ?
C00A C00Z C017 121.06(18) . . ?
C013 C010 C00M 120.5(2) . . ?
C00Y C011 C00V 121.19(18) . . ?
C00W C012 C00Q 121.59(18) . . ?
C010 C013 C00X 120.4(2) . . ?
C019 C014 C00Q 121.3(2) . . ?
C019 C015 C00T 120.7(2) . . ?
C018 C016 C00U 120.0(2) . . ?
C00Y C017 C00Z 121.03(19) . . ?
C016 C018 C00P 120.5(2) . . ?
C014 C019 C015 120.8(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane and methanol'
_exptl_crystal_preparation       Luminescent
