# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1011328'
_audit_update_record             
;
2014-06-30 deposited with the CCDC.
2015-10-15 downloaded from the CCDC.
;
_audit_creation_date             2014-06-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_chemical_name_common            1,3,6,8-Tetramethylthiopyrene
_chemical_name_systematic        'Pyrene, 1,3,6,8-tetrakis(methylthio)-'
_chemical_formula_moiety         'C44 H34 S4'
_chemical_formula_sum            'C44 H34 S4'
_chemical_formula_weight         690.95
_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'
S S 0.1246 0.1234 '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 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   16.4099(17)
_cell_length_b                   6.9907(7)
_cell_length_c                   16.3466(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 114.8800(10)
_cell_angle_gamma                90.00
_cell_volume                     1701.2(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2791
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      26.37
_cell_measurement_theta_min      4.15
_exptl_absorpt_coefficient_mu    0.312
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6607
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0588 before and 0.0483 after correction.
The Ratio of minimum to maximum transmission is 0.8855.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             724
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_av_unetI/netI     0.0558
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            19655
_diffrn_reflns_theta_full        30.59
_diffrn_reflns_theta_max         30.59
_diffrn_reflns_theta_min         4.15
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_reflns_number_gt                3095
_reflns_number_total             5209
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         0.416
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         5209
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1097
_refine_ls_R_factor_gt           0.0576
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0683P)²+0.5663P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1360
_refine_ls_wR_factor_ref         0.1630
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C8(H8), C10(H10), C11(H11), C13(H13), C14(H14), C17(H17),
 C18(H18), C20(H20), C21(H21)
2.b Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
S1 S 0.73699(5) -0.51691(9) 0.34980(6) 0.0623(2) Uani 1 1 d . . .
S2 S 1.04258(4) 0.74341(12) 0.91717(5) 0.0687(3) Uani 1 1 d . . .
C1 C 0.60086(14) 0.6739(3) 0.64324(14) 0.0372(5) Uani 1 1 d . . .
H1 H 0.6473 0.7132 0.6970 0.045 Uiso 1 1 calc . . R
C2 C 0.61641(13) 0.5224(3) 0.59353(13) 0.0316(4) Uani 1 1 d . . .
C3 C 0.70162(13) 0.4346(3) 0.62023(14) 0.0330(4) Uani 1 1 d . . .
C4 C 0.70892(13) 0.2709(3) 0.57559(14) 0.0363(5) Uani 1 1 d . . .
H4 H 0.7644 0.2099 0.5962 0.044 Uiso 1 1 calc . . R
C5 C 0.63756(13) 0.1934(3) 0.50159(14) 0.0329(4) Uani 1 1 d . . .
C6 C 0.55377(13) 0.2889(3) 0.46862(14) 0.0320(4) Uani 1 1 d . . .
C7 C 0.54245(12) 0.4514(3) 0.51570(13) 0.0295(4) Uani 1 1 d . . .
C8 C 0.47959(14) 0.2378(3) 0.38564(15) 0.0380(5) Uani 1 1 d . . .
H8 H 0.4872 0.1407 0.3506 0.046 Uiso 1 1 calc . . R
C9 C 0.65545(13) 0.0187(3) 0.45902(14) 0.0332(4) Uani 1 1 d . . .
C10 C 0.73754(14) 0.0019(3) 0.45155(16) 0.0395(5) Uani 1 1 d . . .
H10 H 0.7781 0.1031 0.4703 0.047 Uiso 1 1 calc . . R
C11 C 0.75958(15) -0.1600(3) 0.41727(16) 0.0429(5) Uani 1 1 d . . .
H11 H 0.8148 -0.1678 0.4142 0.052 Uiso 1 1 calc . . R
C12 C 0.69886(16) -0.3131(3) 0.38700(15) 0.0399(5) Uani 1 1 d . . .
C13 C 0.61684(16) -0.2956(3) 0.39142(16) 0.0415(5) Uani 1 1 d . . .
H13 H 0.5748 -0.3935 0.3694 0.050 Uiso 1 1 calc . . R
C14 C 0.59647(15) -0.1341(3) 0.42821(15) 0.0394(5) Uani 1 1 d . . .
H14 H 0.5417 -0.1280 0.4324 0.047 Uiso 1 1 calc . . R
C15 C 0.6392(2) -0.6497(4) 0.28426(19) 0.0617(7) Uani 1 1 d . . .
H15A H 0.6040 -0.6680 0.3180 0.093 Uiso 1 1 calc . . GR
H15B H 0.6562 -0.7719 0.2695 0.093 Uiso 1 1 calc . . GR
H15C H 0.6044 -0.5812 0.2297 0.093 Uiso 1 1 calc . . GR
C16 C 0.78413(13) 0.5143(3) 0.69352(14) 0.0341(4) Uani 1 1 d . . .
C17 C 0.84220(14) 0.4001(3) 0.76223(15) 0.0411(5) Uani 1 1 d . . .
H17 H 0.8287 0.2713 0.7639 0.049 Uiso 1 1 calc . . R
C18 C 0.92041(15) 0.4743(3) 0.82890(16) 0.0465(6) Uani 1 1 d . . .
H18 H 0.9583 0.3951 0.8749 0.056 Uiso 1 1 calc . . R
C19 C 0.94268(14) 0.6658(3) 0.82757(15) 0.0410(5) Uani 1 1 d . . .
C20 C 0.88630(15) 0.7809(3) 0.75760(16) 0.0434(5) Uani 1 1 d . . .
H20 H 0.9011 0.9083 0.7546 0.052 Uiso 1 1 calc . . R
C21 C 0.80750(14) 0.7055(3) 0.69191(16) 0.0406(5) Uani 1 1 d . . .
H21 H 0.7695 0.7845 0.6459 0.049 Uiso 1 1 calc . . R
C22 C 1.0430(2) 0.9941(4) 0.9029(2) 0.0755(9) Uani 1 1 d . . .
H22A H 1.0958 1.0477 0.9499 0.113 Uiso 1 1 calc . . GR
H22B H 0.9905 1.0486 0.9056 0.113 Uiso 1 1 calc . . GR
H22C H 1.0430 1.0221 0.8453 0.113 Uiso 1 1 calc . . GR


_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
S1 C12 1.764(2) . ?
S1 C15 1.772(3) . ?
S2 C19 1.762(2) . ?
S2 C22 1.768(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.422(3) . ?
C1 C8 1.350(3) 3_666 ?
C2 C3 1.417(3) . ?
C2 C7 1.428(3) . ?
C3 C4 1.390(3) . ?
C3 C16 1.488(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.392(3) . ?
C5 C6 1.416(3) . ?
C5 C9 1.495(3) . ?
C6 C7 1.427(3) . ?
C6 C8 1.435(3) . ?
C7 C7 1.437(4) 3_666 ?
C8 C1 1.350(3) 3_666 ?
C8 H8 0.9300 . ?
C9 C10 1.408(3) . ?
C9 C14 1.386(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.377(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.403(3) . ?
C12 C13 1.383(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.385(3) . ?
C14 H14 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.381(3) . ?
C16 C21 1.394(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.388(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.391(3) . ?
C19 C20 1.386(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.391(3) . ?
C21 H21 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 S1 C15 105.62(12) . . ?
C19 S2 C22 104.43(14) . . ?
C2 C1 H1 119.2 . . ?
C8 C1 H1 119.2 3_666 . ?
C8 C1 C2 121.66(19) 3_666 . ?
C1 C2 C7 118.58(17) . . ?
C3 C2 C1 122.51(18) . . ?
C3 C2 C7 118.86(17) . . ?
C2 C3 C16 122.12(18) . . ?
C4 C3 C2 119.12(18) . . ?
C4 C3 C16 118.75(18) . . ?
C3 C4 H4 118.3 . . ?
C3 C4 C5 123.39(18) . . ?
C5 C4 H4 118.3 . . ?
C4 C5 C6 118.33(18) . . ?
C4 C5 C9 117.68(17) . . ?
C6 C5 C9 123.92(18) . . ?
C5 C6 C7 119.76(18) . . ?
C5 C6 C8 122.95(18) . . ?
C7 C6 C8 117.17(17) . . ?
C2 C7 C7 119.1(2) . 3_666 ?
C6 C7 C2 120.15(17) . . ?
C6 C7 C7 120.7(2) . 3_666 ?
C1 C8 C6 122.18(19) 3_666 . ?
C1 C8 H8 118.9 3_666 . ?
C6 C8 H8 118.9 . . ?
C10 C9 C5 119.41(18) . . ?
C14 C9 C5 123.70(18) . . ?
C14 C9 C10 116.86(18) . . ?
C9 C10 H10 119.0 . . ?
C11 C10 C9 121.9(2) . . ?
C11 C10 H10 119.0 . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.1(2) . . ?
C12 C11 H11 120.0 . . ?
C11 C12 S1 115.82(17) . . ?
C13 C12 S1 125.70(18) . . ?
C13 C12 C11 118.43(19) . . ?
C12 C13 H13 119.6 . . ?
C12 C13 C14 120.9(2) . . ?
C14 C13 H13 119.6 . . ?
C9 C14 H14 119.1 . . ?
C13 C14 C9 121.8(2) . . ?
C13 C14 H14 119.1 . . ?
S1 C15 H15A 109.5 . . ?
S1 C15 H15B 109.5 . . ?
S1 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C3 121.41(19) . . ?
C17 C16 C21 117.95(19) . . ?
C21 C16 C3 120.55(19) . . ?
C16 C17 H17 119.5 . . ?
C16 C17 C18 121.1(2) . . ?
C18 C17 H17 119.5 . . ?
C17 C18 H18 119.7 . . ?
C17 C18 C19 120.7(2) . . ?
C19 C18 H18 119.7 . . ?
C18 C19 S2 116.23(17) . . ?
C20 C19 S2 124.89(18) . . ?
C20 C19 C18 118.9(2) . . ?
C19 C20 H20 120.0 . . ?
C19 C20 C21 119.9(2) . . ?
C21 C20 H20 120.0 . . ?
C16 C21 H21 119.3 . . ?
C20 C21 C16 121.5(2) . . ?
C20 C21 H21 119.3 . . ?
S2 C22 H22A 109.5 . . ?
S2 C22 H22B 109.5 . . ?
S2 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 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
S1 C12 C13 C14 175.04(18) . . . . ?
S2 C19 C20 C21 -177.92(19) . . . . ?
C1 C2 C3 C4 171.2(2) . . . . ?
C1 C2 C3 C16 -10.0(3) . . . . ?
C1 C2 C7 C6 -174.66(19) . . . . ?
C1 C2 C7 C7 7.0(3) . . . 3_666 ?
C2 C3 C4 C5 4.1(3) . . . . ?
C2 C3 C16 C17 131.4(2) . . . . ?
C2 C3 C16 C21 -52.2(3) . . . . ?
C3 C2 C7 C6 3.0(3) . . . . ?
C3 C2 C7 C7 -175.4(2) . . . 3_666 ?
C3 C4 C5 C6 1.7(3) . . . . ?
C3 C4 C5 C9 178.8(2) . . . . ?
C3 C16 C17 C18 178.1(2) . . . . ?
C3 C16 C21 C20 -177.2(2) . . . . ?
C4 C3 C16 C17 -49.8(3) . . . . ?
C4 C3 C16 C21 126.6(2) . . . . ?
C4 C5 C6 C7 -5.0(3) . . . . ?
C4 C5 C6 C8 170.9(2) . . . . ?
C4 C5 C9 C10 -38.2(3) . . . . ?
C4 C5 C9 C14 139.7(2) . . . . ?
C5 C6 C7 C2 2.7(3) . . . . ?
C5 C6 C7 C7 -178.9(2) . . . 3_666 ?
C5 C6 C8 C1 177.6(2) . . . 3_666 ?
C5 C9 C10 C11 176.6(2) . . . . ?
C5 C9 C14 C13 -178.2(2) . . . . ?
C6 C5 C9 C10 138.8(2) . . . . ?
C6 C5 C9 C14 -43.3(3) . . . . ?
C7 C2 C3 C4 -6.3(3) . . . . ?
C7 C2 C3 C16 172.47(19) . . . . ?
C7 C6 C8 C1 -6.3(3) . . . 3_666 ?
C8 C1 C2 C3 176.6(2) 3_666 . . . ?
C8 C1 C2 C7 -5.8(3) 3_666 . . . ?
C8 C6 C7 C2 -173.46(19) . . . . ?
C8 C6 C7 C7 4.9(3) . . . 3_666 ?
C9 C5 C6 C7 178.00(19) . . . . ?
C9 C5 C6 C8 -6.1(3) . . . . ?
C9 C10 C11 C12 1.2(4) . . . . ?
C10 C9 C14 C13 -0.3(3) . . . . ?
C10 C11 C12 S1 -176.97(18) . . . . ?
C10 C11 C12 C13 0.9(3) . . . . ?
C11 C12 C13 C14 -2.6(3) . . . . ?
C12 C13 C14 C9 2.3(4) . . . . ?
C14 C9 C10 C11 -1.5(3) . . . . ?
C15 S1 C12 C11 -161.89(19) . . . . ?
C15 S1 C12 C13 20.4(2) . . . . ?
C16 C3 C4 C5 -174.7(2) . . . . ?
C16 C17 C18 C19 -0.7(4) . . . . ?
C17 C16 C21 C20 -0.6(3) . . . . ?
C17 C18 C19 S2 178.82(19) . . . . ?
C17 C18 C19 C20 -1.2(4) . . . . ?
C18 C19 C20 C21 2.1(4) . . . . ?
C19 C20 C21 C16 -1.2(4) . . . . ?
C21 C16 C17 C18 1.5(3) . . . . ?
C22 S2 C19 C18 -172.8(2) . . . . ?
C22 S2 C19 C20 7.2(3) . . . . ?

#=============================================================================
#                         END of CIF
#=============================================================================
#    It is useful and  STRONGLY RECOMMENDED  to add a line at the end of
#     your CIF such as:-
#    #       END of CIF  
#    so that you and all subsequent readers know that this IS the end of the 
#    CIF and that it has been correctly transmitted in its entirety.
#=============================================================================
#    END of SHELXL97-2004 insert template
#=============================================================================
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
_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_KNH-I-11C
_database_code_depnum_ccdc_archive 'CCDC 1011330'
_audit_update_record             
;
2014-06-30 deposited with the CCDC.
2015-10-15 downloaded from the CCDC.
;
_audit_creation_date             2014-06-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_chemical_formula_moiety         'C40 H22 F4'
_chemical_formula_sum            'C40 H22 F4'
_chemical_formula_weight         578.61
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.277599990368
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x-1/2,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   3.914(3)
_cell_length_b                   11.932(10)
_cell_length_c                   27.87(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.739(12)
_cell_angle_gamma                90
_cell_volume                     1301.6(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    100
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.4997
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.1441 before and 0.0753 after correction. The Ratio of minimum to maximum transmission is 0.6697. The λ/2 correction factor is 0.0015.'
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.4763
_exptl_crystal_description       needle
_exptl_crystal_F_000             596.3492
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_unetI/netI     0.1239
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3961
_diffrn_reflns_theta_full        25.2493
_diffrn_reflns_theta_max         25.25
_diffrn_reflns_theta_min         4.39
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.9911
_diffrn_measured_fraction_theta_max 0.9911
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              4
_reflns_limit_h_min              -4
_reflns_limit_k_max              14
_reflns_limit_k_min              0
_reflns_limit_l_max              33
_reflns_limit_l_min              -3
_reflns_number_gt                1807
_reflns_number_total             2336
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2013)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.5999
_refine_diff_density_min         -0.5095
_refine_diff_density_rms         0.1448
_refine_ls_d_res_high            0.8331
_refine_ls_d_res_low             4.6450
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0639
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    22
_refine_ls_number_parameters     200
_refine_ls_number_reflns         2336
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1332
_refine_ls_R_factor_gt           0.1071
_refine_ls_restrained_S_all      1.0639
_refine_ls_shift/su_max          0.0005
_refine_ls_shift/su_mean         0.0002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1628P)²+7.5855P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2833
_refine_ls_wR_factor_ref         0.3119
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C6(H6), C8(H8), C10(H10), C11(H11), C13(H13), C14(H14), C16(H16),
 C17(H17), C19(H19), C20(H20)
;
_atom_sites_solution_primary     direct
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_refinement_flags_posn
F1 F 0.9106(12) 0.7382(3) 0.27816(13) 0.0331(12) Uani 1.000000 .
F2 F 0.0717(11) -0.1281(3) 0.12107(15) 0.0305(11) Uani 1.000000 .
C1 C 0.7822(16) 0.6455(5) 0.0538(2) 0.0155(14) Uani 1.000000 .
H1 H 0.8874(16) 0.6854(5) 0.0795(2) 0.0186(16) Uiso 1.000000 R
C2 C 0.6264(17) 0.5401(5) 0.0633(2) 0.0168(14) Uani 1.000000 .
C3 C 0.4972(15) 0.4759(5) 0.0238(2) 0.0148(13) Uani 1.000000 .
C4 C 0.3691(16) 0.3660(5) 0.0310(2) 0.0151(13) Uani 1.000000 .
C5 C 0.3851(15) 0.3190(5) 0.0777(2) 0.0151(13) Uani 1.000000 .
C6 C 0.4925(16) 0.3867(5) 0.1156(2) 0.0159(14) Uani 1.000000 .
H6 H 0.4882(16) 0.3563(5) 0.1471(2) 0.0191(16) Uiso 1.000000 R
C7 C 0.6053(16) 0.4958(5) 0.1100(2) 0.0148(13) Uani 1.000000 .
C8 C 0.2149(16) 0.3094(5) -0.0094(2) 0.0164(14) Uani 1.000000 .
H8 H 0.1088(16) 0.2387(5) -0.0047(2) 0.0197(16) Uiso 1.000000 R
C9 C 0.6941(15) 0.5614(5) 0.1542(2) 0.0144(13) Uani 1.000000 .
C10 C 0.5784(17) 0.6705(5) 0.1595(2) 0.0192(14) Uani 1.000000 .
H10 H 0.4454(17) 0.7041(5) 0.1347(2) 0.0231(17) Uiso 1.000000 R
C11 C 0.6556(19) 0.7316(5) 0.2011(2) 0.0229(15) Uani 1.000000 .
H11 H 0.5846(19) 0.8074(5) 0.2042(2) 0.0275(18) Uiso 1.000000 R
C12 C 0.8366(18) 0.6795(6) 0.2374(2) 0.0224(15) Uani 1.000000 .
C13 C 0.9467(17) 0.5702(6) 0.2343(2) 0.0215(15) Uani 1.000000 .
H13 H 1.0679(17) 0.5360(6) 0.2602(2) 0.0258(18) Uiso 1.000000 R
C14 C 0.8759(17) 0.5113(5) 0.1924(2) 0.0182(14) Uani 1.000000 .
H14 H 0.9516(17) 0.4360(5) 0.1895(2) 0.0218(17) Uiso 1.000000 R
C15 C 0.2886(16) 0.2002(5) 0.0877(2) 0.0163(14) Uani 1.000000 .
C16 C 0.4023(17) 0.1123(5) 0.0586(2) 0.0188(14) Uani 1.000000 .
H16 H 0.5306(17) 0.1288(5) 0.0308(2) 0.0226(17) Uiso 1.000000 R
C17 C 0.3297(19) 0.0017(5) 0.0698(2) 0.0213(15) Uani 1.000000 .
H17 H 0.4040(19) -0.0579(5) 0.0499(2) 0.0256(18) Uiso 1.000000 R
C18 C 0.1480(18) -0.0191(5) 0.1105(2) 0.0207(15) Uani 1.000000 .
C19 C 0.0352(17) 0.0641(5) 0.1407(2) 0.0203(14) Uani 1.000000 .
H19 H -0.0887(17) 0.0468(5) 0.1688(2) 0.0243(17) Uiso 1.000000 R
C20 C 0.1087(17) 0.1733(5) 0.1286(2) 0.0181(14) Uani 1.000000 .
H20 H 0.0335(17) 0.2320(5) 0.1489(2) 0.0218(17) Uiso 1.000000 R


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
F1 C12 1.363(7) .
F2 C18 1.367(7) .
C1 C2 1.425(8) .
C1 C8 1.349(8) 3_665
C2 C3 1.430(8) .
C2 C7 1.407(8) .
C3 C3 1.444(12) 3_665
C3 C4 1.419(8) .
C4 C5 1.418(8) .
C4 C8 1.438(9) .
C5 C6 1.391(8) .
C5 C15 1.494(8) .
C6 C7 1.384(8) .
C7 C9 1.498(8) .
C9 C10 1.387(9) .
C9 C14 1.405(8) .
C10 C11 1.400(9) .
C11 C12 1.376(10) .
C12 C13 1.376(10) .
C13 C14 1.388(9) .
C15 C16 1.403(9) .
C15 C20 1.384(9) .
C16 C17 1.387(9) .
C17 C18 1.369(10) .
C18 C19 1.377(9) .
C19 C20 1.377(9) .

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
C8 C1 C2 122.1(6) 3_665 .
C3 C2 C1 118.5(5) . .
C7 C2 C1 122.3(5) . .
C7 C2 C3 119.2(5) . .
C3 C3 C2 119.0(7) 3_665 .
C4 C3 C2 120.5(5) . .
C5 C4 C3 119.0(5) . .
C8 C4 C3 118.0(5) . .
C8 C4 C5 123.0(5) . .
C6 C5 C4 118.5(5) . .
C15 C5 C4 122.7(5) . .
C15 C5 C6 118.8(5) . .
C7 C6 C5 123.7(6) . .
C6 C7 C2 118.7(5) . .
C9 C7 C2 123.3(5) . .
C9 C7 C6 118.1(5) . .
C4 C8 C1 121.4(6) . 3_665
C10 C9 C7 120.4(5) . .
C14 C9 C7 120.7(6) . .
C14 C9 C10 118.8(6) . .
C11 C10 C9 120.6(6) . .
C12 C11 C10 118.5(6) . .
C11 C12 F1 118.8(6) . .
C13 C12 F1 118.5(6) . .
C13 C12 C11 122.7(6) . .
C14 C13 C12 118.2(6) . .
C13 C14 C9 121.0(6) . .
C16 C15 C5 121.1(6) . .
C20 C15 C5 120.5(5) . .
C20 C15 C16 118.1(6) . .
C17 C16 C15 120.9(6) . .
C18 C17 C16 118.0(6) . .
C17 C18 F2 117.9(6) . .
C19 C18 F2 118.8(6) . .
C19 C18 C17 123.3(6) . .
C20 C19 C18 117.6(6) . .
C19 C20 C15 122.1(6) . .


_chemical_name_systematic        'Pyrene, 1,3,6,8-tetrakis(4-fluorophenyl)-'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
_exptl_crystal_preparation       Luminescent
_refine_special_details          Twin
####################################################################### 
# 
# 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_kmh-i-20e
_database_code_depnum_ccdc_archive 'CCDC 1015949'
_audit_update_record             
;
2014-07-24 deposited with the CCDC.
2015-10-15 downloaded from the CCDC.
;
_audit_creation_date             2014-07-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_chemical_name_common            ?
_chemical_name_systematic        
'Pyrene, 1,3,6,8-tetrakis[3,5-bis(trifluoromethyl)phenyl]-'
_chemical_formula_moiety         'C48 H18 F24'
_chemical_formula_sum            'C48 H18 F24'
_chemical_formula_weight         1050.62
_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'
F F 0.0171 0.0103 '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 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   4.795(5)
_cell_length_b                   14.347(14)
_cell_length_c                   28.88(3)
_cell_angle_alpha                90
_cell_angle_beta                 92.154(14)
_cell_angle_gamma                90
_cell_volume                     1985(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    896
_cell_measurement_temperature    100
_cell_measurement_theta_max      19.14
_cell_measurement_theta_min      4.34
_exptl_absorpt_coefficient_mu    0.181
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6052
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0859 before and 0.0666 after correction.
The Ratio of minimum to maximum transmission is 0.8119.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.7576
_exptl_crystal_density_meas      .
_exptl_crystal_description       needle
_exptl_crystal_F_000             1045.0820
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Thiphene'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.1524
_diffrn_reflns_av_unetI/netI     0.1304
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            16994
_diffrn_reflns_theta_full        26.0000
_diffrn_reflns_theta_max         26.6
_diffrn_reflns_theta_min         4.24
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.9959
_diffrn_measured_fraction_theta_max 0.9959
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              5
_reflns_limit_h_min              -5
_reflns_limit_k_max              17
_reflns_limit_k_min              0
_reflns_limit_l_max              34
_reflns_limit_l_min              -4
_reflns_number_gt                1992
_reflns_number_total             4046
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         0.678
_refine_diff_density_min         -0.433
_refine_diff_density_rms         0.108
_refine_ls_extinction_coef       0.020(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     324
_refine_ls_number_reflns         4046
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.1607
_refine_ls_R_factor_gt           0.0764
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0964P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1668
_refine_ls_wR_factor_ref         0.2068
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 F11-C24 = F11A-C24 = F12-C24 = F10-C24 = F10A-C24 = F12A-C24
 1.34 with sigma of 0.02
 F11A-F12A = F10A-F12 = F10-F11
 2.15 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(F11A) = Uanis(F12A) = Uanis(F10A) = Uanis(F11) = Uanis(F12) = Uanis(F10)
4. Others
 Sof(F11A)=Sof(F12A)=Sof(F10A)=1-FVAR(1)
 Sof(F10)=Sof(F12)=Sof(F11)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C16(H16), C13(H13), C4(H4), C8(H8), C1(H1), C20(H20), C22(H22),
 C18(H18)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
F6 F 0.7074(8) 0.5346(2) 0.69833(11) 0.0526(10) Uani 1 1 d . . .
F5 F 1.0306(7) 0.4383(2) 0.71146(12) 0.0535(10) Uani 1 1 d . . .
F4 F 0.7016(7) 0.4487(2) 0.75788(10) 0.0474(9) Uani 1 1 d . . .
F2 F -0.0250(6) 0.1468(2) 0.70670(12) 0.0465(9) Uani 1 1 d . . .
F1 F 0.3032(8) 0.0707(2) 0.67745(11) 0.0534(11) Uani 1 1 d . . .
F3 F 0.3601(7) 0.1295(2) 0.74420(10) 0.0442(9) Uani 1 1 d . . .
F9 F 0.2893(7) -0.0576(2) 0.47119(11) 0.0432(9) Uani 1 1 d . . .
F8 F -0.0897(6) -0.0288(2) 0.43388(12) 0.0431(9) Uani 1 1 d . . .
F7 F 0.2568(8) -0.0822(2) 0.39849(11) 0.0494(10) Uani 1 1 d . . .
F10 F 0.7720(18) 0.1332(5) 0.3131(3) 0.0380(8) Uani 0.548(11) 1 d A 1 D
F12 F 0.4863(16) 0.2454(6) 0.3033(2) 0.0380(8) Uani 0.548(11) 1 d A 1 D
F11 F 0.8703(16) 0.2691(6) 0.3410(3) 0.0380(8) Uani 0.548(11) 1 d A 1 D
C10 C 0.2794(11) 0.2506(3) 0.63493(16) 0.0244(11) Uani 1 1 d . . .
H10 H 0.1693 0.2067 0.6177 0.029 Uiso 1 1 calc . . R
C9 C 0.3662(10) 0.3321(3) 0.61397(16) 0.0222(11) Uani 1 1 d . . .
C16 C 0.5300(10) 0.3943(3) 0.64028(16) 0.0221(11) Uani 1 1 d . . .
H16 H 0.5961 0.4495 0.6262 0.026 Uiso 1 1 calc . . R
C14 C 0.5979(10) 0.3772(3) 0.68632(16) 0.0244(11) Uani 1 1 d . . .
C13 C 0.5120(10) 0.2959(3) 0.70717(16) 0.0228(11) Uani 1 1 d . . .
H13 H 0.5606 0.2834 0.7388 0.027 Uiso 1 1 calc . . R
C11 C 0.3535(10) 0.2333(3) 0.68095(16) 0.0234(11) Uani 1 1 d . . .
C12 C 0.2499(11) 0.1451(3) 0.70213(16) 0.0259(12) Uani 1 1 d . . .
C15 C 0.7570(10) 0.4487(3) 0.71348(17) 0.0240(11) Uani 1 1 d . . .
C4 C 0.3285(10) 0.2895(3) 0.53059(16) 0.0229(11) Uani 1 1 d . . .
H4 H 0.4124 0.2316 0.5390 0.028 Uiso 1 1 calc . . R
C3 C 0.2610(10) 0.3062(3) 0.48464(16) 0.0206(11) Uani 1 1 d . . .
C2 C 0.1320(10) 0.3902(3) 0.47145(16) 0.0202(11) Uani 1 1 d . . .
C7 C 0.0708(10) 0.4575(3) 0.50640(16) 0.0233(11) Uani 1 1 d . . .
C6 C 0.1489(10) 0.4391(3) 0.55344(16) 0.0206(11) Uani 1 1 d . . .
C5 C 0.2791(10) 0.3537(3) 0.56502(15) 0.0201(11) Uani 1 1 d . . .
C8 C 0.0795(10) 0.5077(3) 0.58688(16) 0.0214(11) Uani 1 1 d . . .
H8 H 0.1255 0.4959 0.6186 0.026 Uiso 1 1 calc . . R
C1 C 0.0483(10) 0.4118(3) 0.42464(15) 0.0217(11) Uani 1 1 d . . .
H1 H 0.0840 0.3679 0.4010 0.026 Uiso 1 1 calc . . R
C20 C 0.4241(10) 0.0956(3) 0.38320(16) 0.0237(11) Uani 1 1 d . . .
H20 H 0.4553 0.0493 0.3605 0.028 Uiso 1 1 calc . . R
C21 C 0.5190(10) 0.1857(3) 0.37763(17) 0.0240(11) Uani 1 1 d A . .
C22 C 0.4741(10) 0.2535(3) 0.41059(16) 0.0235(11) Uani 1 1 d . . .
H22 H 0.5484 0.3143 0.4067 0.028 Uiso 1 1 calc . . R
C17 C 0.3208(10) 0.2334(3) 0.44936(16) 0.0228(11) Uani 1 1 d . . .
C18 C 0.2307(10) 0.1428(3) 0.45539(16) 0.0233(11) Uani 1 1 d . . .
H18 H 0.1322 0.1272 0.4823 0.028 Uiso 1 1 calc . . R
C19 C 0.2812(10) 0.0744(3) 0.42309(16) 0.0228(11) Uani 1 1 d . . .
C23 C 0.1883(11) -0.0229(3) 0.43105(17) 0.0284(12) Uani 1 1 d . . .
C24 C 0.6652(10) 0.2107(3) 0.33488(16) 0.0261(12) Uani 1 1 d . . D
F11A F 0.796(2) 0.2944(6) 0.3373(3) 0.0380(8) Uani 0.452(11) 1 d A 2 D
F12A F 0.4957(19) 0.2140(7) 0.2966(3) 0.0380(8) Uani 0.452(11) 1 d A 2 D
F10A F 0.864(2) 0.1497(6) 0.3249(3) 0.0380(8) Uani 0.452(11) 1 d A 2 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
F6 C15 1.326(6) . ?
F5 C15 1.324(6) . ?
F4 C15 1.319(5) . ?
F2 C12 1.330(6) . ?
F1 C12 1.314(6) . ?
F3 C12 1.325(6) . ?
F9 C23 1.336(6) . ?
F8 C23 1.341(6) . ?
F7 C23 1.319(6) . ?
F10 C24 1.385(8) . ?
F12 C24 1.326(8) . ?
F11 C24 1.298(8) . ?
C10 H10 0.9500 . ?
C10 C9 1.388(7) . ?
C10 C11 1.385(7) . ?
C9 C16 1.395(7) . ?
C9 C5 1.491(7) . ?
C16 H16 0.9500 . ?
C16 C14 1.379(7) . ?
C14 C13 1.382(7) . ?
C14 C15 1.485(7) . ?
C13 H13 0.9500 . ?
C13 C11 1.384(7) . ?
C11 C12 1.499(7) . ?
C4 H4 0.9500 . ?
C4 C3 1.375(6) . ?
C4 C5 1.382(6) . ?
C3 C2 1.400(6) . ?
C3 C17 1.495(6) . ?
C2 C7 1.435(6) . ?
C2 C1 1.430(6) . ?
C7 C7 1.438(9) 3_566 ?
C7 C6 1.420(7) . ?
C6 C5 1.410(6) . ?
C6 C8 1.427(7) . ?
C8 H8 0.9500 . ?
C8 C1 1.344(6) 3_566 ?
C1 C8 1.344(6) 3_566 ?
C1 H1 0.9500 . ?
C20 H20 0.9500 . ?
C20 C21 1.381(7) . ?
C20 C19 1.396(7) . ?
C21 C22 1.384(7) . ?
C21 C24 1.486(7) . ?
C22 H22 0.9500 . ?
C22 C17 1.392(7) . ?
C17 C18 1.383(7) . ?
C18 H18 0.9500 . ?
C18 C19 1.381(7) . ?
C19 C23 1.486(7) . ?
C24 F11A 1.356(9) . ?
C24 F12A 1.348(9) . ?
C24 F10A 1.334(9) . ?

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
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C11 C10 C9 119.9(5) . . ?
C10 C9 C16 118.2(4) . . ?
C10 C9 C5 120.7(4) . . ?
C16 C9 C5 121.0(4) . . ?
C9 C16 H16 119.4 . . ?
C14 C16 C9 121.3(4) . . ?
C14 C16 H16 119.4 . . ?
C16 C14 C13 120.4(4) . . ?
C16 C14 C15 119.0(4) . . ?
C13 C14 C15 120.5(4) . . ?
C14 C13 H13 120.8 . . ?
C14 C13 C11 118.4(4) . . ?
C11 C13 H13 120.8 . . ?
C10 C11 C12 117.7(4) . . ?
C13 C11 C10 121.7(4) . . ?
C13 C11 C12 120.6(4) . . ?
F2 C12 C11 111.7(4) . . ?
F1 C12 F2 106.4(4) . . ?
F1 C12 F3 106.4(4) . . ?
F1 C12 C11 113.0(4) . . ?
F3 C12 F2 105.9(4) . . ?
F3 C12 C11 112.9(4) . . ?
F6 C15 C14 112.7(4) . . ?
F5 C15 F6 104.8(4) . . ?
F5 C15 C14 112.9(4) . . ?
F4 C15 F6 106.3(4) . . ?
F4 C15 F5 106.2(4) . . ?
F4 C15 C14 113.3(4) . . ?
C3 C4 H4 118.7 . . ?
C3 C4 C5 122.5(4) . . ?
C5 C4 H4 118.7 . . ?
C4 C3 C2 119.9(4) . . ?
C4 C3 C17 119.5(4) . . ?
C2 C3 C17 120.7(4) . . ?
C3 C2 C7 119.2(4) . . ?
C3 C2 C1 123.3(4) . . ?
C1 C2 C7 117.5(4) . . ?
C2 C7 C7 119.8(5) . 3_566 ?
C6 C7 C2 119.6(4) . . ?
C6 C7 C7 120.6(5) . 3_566 ?
C7 C6 C8 117.3(4) . . ?
C5 C6 C7 119.1(4) . . ?
C5 C6 C8 123.5(4) . . ?
C4 C5 C9 119.6(4) . . ?
C4 C5 C6 119.7(4) . . ?
C6 C5 C9 120.7(4) . . ?
C6 C8 H8 118.6 . . ?
C1 C8 C6 122.8(4) 3_566 . ?
C1 C8 H8 118.6 3_566 . ?
C2 C1 H1 119.0 . . ?
C8 C1 C2 122.0(4) 3_566 . ?
C8 C1 H1 119.0 3_566 . ?
C21 C20 H20 120.8 . . ?
C21 C20 C19 118.3(4) . . ?
C19 C20 H20 120.8 . . ?
C20 C21 C22 121.2(5) . . ?
C20 C21 C24 119.4(4) . . ?
C22 C21 C24 119.5(4) . . ?
C21 C22 H22 119.7 . . ?
C21 C22 C17 120.5(5) . . ?
C17 C22 H22 119.7 . . ?
C22 C17 C3 121.6(4) . . ?
C18 C17 C3 120.2(4) . . ?
C18 C17 C22 118.2(4) . . ?
C17 C18 H18 119.4 . . ?
C19 C18 C17 121.3(5) . . ?
C19 C18 H18 119.4 . . ?
C20 C19 C23 119.5(4) . . ?
C18 C19 C20 120.4(4) . . ?
C18 C19 C23 120.1(4) . . ?
F9 C23 F8 104.6(4) . . ?
F9 C23 C19 112.6(4) . . ?
F8 C23 C19 111.9(4) . . ?
F7 C23 F9 106.6(4) . . ?
F7 C23 F8 106.1(4) . . ?
F7 C23 C19 114.3(4) . . ?
F10 C24 C21 112.2(5) . . ?
F12 C24 F10 103.2(5) . . ?
F12 C24 C21 110.5(5) . . ?
F12 C24 F11A 89.4(5) . . ?
F12 C24 F12A 21.2(4) . . ?
F12 C24 F10A 123.2(6) . . ?
F11 C24 F10 106.7(5) . . ?
F11 C24 F12 108.6(5) . . ?
F11 C24 C21 114.9(5) . . ?
F11 C24 F11A 22.3(4) . . ?
F11 C24 F12A 121.3(6) . . ?
F11 C24 F10A 84.8(5) . . ?
F11A C24 F10 123.7(6) . . ?
F11A C24 C21 113.8(5) . . ?
F12A C24 F10 82.9(5) . . ?
F12A C24 C21 113.7(6) . . ?
F12A C24 F11A 106.0(6) . . ?
F10A C24 F10 25.3(4) . . ?
F10A C24 C21 112.5(5) . . ?
F10A C24 F11A 105.0(6) . . ?
F10A C24 F12A 105.1(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
C10 C9 C16 C14 -1.9(7) . . . . ?
C10 C9 C5 C4 -54.2(7) . . . . ?
C10 C9 C5 C6 126.3(5) . . . . ?
C10 C11 C12 F2 -68.6(6) . . . . ?
C10 C11 C12 F1 51.3(6) . . . . ?
C10 C11 C12 F3 172.1(4) . . . . ?
C9 C10 C11 C13 0.5(7) . . . . ?
C9 C10 C11 C12 178.9(4) . . . . ?
C9 C16 C14 C13 2.1(7) . . . . ?
C9 C16 C14 C15 -176.0(4) . . . . ?
C16 C9 C5 C4 127.7(5) . . . . ?
C16 C9 C5 C6 -51.9(7) . . . . ?
C16 C14 C13 C11 -1.0(7) . . . . ?
C16 C14 C15 F6 29.4(6) . . . . ?
C16 C14 C15 F5 -89.1(6) . . . . ?
C16 C14 C15 F4 150.2(4) . . . . ?
C14 C13 C11 C10 -0.3(7) . . . . ?
C14 C13 C11 C12 -178.7(4) . . . . ?
C13 C14 C15 F6 -148.7(5) . . . . ?
C13 C14 C15 F5 92.8(6) . . . . ?
C13 C14 C15 F4 -28.0(7) . . . . ?
C13 C11 C12 F2 109.8(5) . . . . ?
C13 C11 C12 F1 -130.2(5) . . . . ?
C13 C11 C12 F3 -9.4(7) . . . . ?
C11 C10 C9 C16 0.7(7) . . . . ?
C11 C10 C9 C5 -177.6(4) . . . . ?
C15 C14 C13 C11 177.1(4) . . . . ?
C4 C3 C2 C7 -0.4(7) . . . . ?
C4 C3 C2 C1 -178.2(5) . . . . ?
C4 C3 C17 C22 -126.6(5) . . . . ?
C4 C3 C17 C18 51.5(7) . . . . ?
C3 C4 C5 C9 -178.1(4) . . . . ?
C3 C4 C5 C6 1.5(7) . . . . ?
C3 C2 C7 C7 -177.7(5) . . . 3_566 ?
C3 C2 C7 C6 1.8(7) . . . . ?
C3 C2 C1 C8 178.8(5) . . . 3_566 ?
C3 C17 C18 C19 179.4(4) . . . . ?
C2 C3 C17 C22 54.7(7) . . . . ?
C2 C3 C17 C18 -127.2(5) . . . . ?
C2 C7 C6 C5 -1.6(7) . . . . ?
C2 C7 C6 C8 -179.1(4) . . . . ?
C7 C2 C1 C8 1.0(7) . . . 3_566 ?
C7 C7 C6 C5 177.9(5) 3_566 . . . ?
C7 C7 C6 C8 0.4(8) 3_566 . . . ?
C7 C6 C5 C9 179.5(4) . . . . ?
C7 C6 C5 C4 0.0(7) . . . . ?
C7 C6 C8 C1 -1.7(7) . . . 3_566 ?
C5 C9 C16 C14 176.3(4) . . . . ?
C5 C4 C3 C2 -1.3(7) . . . . ?
C5 C4 C3 C17 180.0(5) . . . . ?
C5 C6 C8 C1 -179.0(5) . . . 3_566 ?
C8 C6 C5 C9 -3.1(7) . . . . ?
C8 C6 C5 C4 177.3(5) . . . . ?
C1 C2 C7 C7 0.2(8) . . . 3_566 ?
C1 C2 C7 C6 179.8(4) . . . . ?
C20 C21 C22 C17 -2.8(7) . . . . ?
C20 C21 C24 F10 -20.9(7) . . . . ?
C20 C21 C24 F12 93.7(6) . . . . ?
C20 C21 C24 F11 -143.1(6) . . . . ?
C20 C21 C24 F11A -167.6(6) . . . . ?
C20 C21 C24 F12A 71.0(7) . . . . ?
C20 C21 C24 F10A -48.3(8) . . . . ?
C20 C19 C23 F9 122.8(5) . . . . ?
C20 C19 C23 F8 -119.7(5) . . . . ?
C20 C19 C23 F7 1.0(7) . . . . ?
C21 C20 C19 C18 1.6(7) . . . . ?
C21 C20 C19 C23 -177.2(5) . . . . ?
C21 C22 C17 C3 -177.9(5) . . . . ?
C21 C22 C17 C18 4.0(7) . . . . ?
C22 C21 C24 F10 160.7(6) . . . . ?
C22 C21 C24 F12 -84.7(7) . . . . ?
C22 C21 C24 F11 38.6(8) . . . . ?
C22 C21 C24 F11A 14.1(8) . . . . ?
C22 C21 C24 F12A -107.3(7) . . . . ?
C22 C21 C24 F10A 133.4(7) . . . . ?
C22 C17 C18 C19 -2.5(7) . . . . ?
C17 C3 C2 C7 178.3(4) . . . . ?
C17 C3 C2 C1 0.5(7) . . . . ?
C17 C18 C19 C20 -0.4(8) . . . . ?
C17 C18 C19 C23 178.4(5) . . . . ?
C18 C19 C23 F9 -56.0(7) . . . . ?
C18 C19 C23 F8 61.5(6) . . . . ?
C18 C19 C23 F7 -177.9(5) . . . . ?
C19 C20 C21 C22 -0.1(7) . . . . ?
C19 C20 C21 C24 -178.4(5) . . . . ?
C24 C21 C22 C17 175.5(5) . . . . ?


####################################################################### 
# 
# 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_KMH-I-12B
_database_code_depnum_ccdc_archive 'CCDC 1015953'
_audit_update_record             
;
2014-07-24 deposited with the CCDC.
2015-10-15 downloaded from the CCDC.
;
_audit_creation_date             2014-07-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_chemical_formula_moiety         'C64 H42 O4'
_chemical_formula_sum            'C64 H42 O4'
_chemical_formula_weight         875.04
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   15.87(3)
_cell_length_b                   7.203(12)
_cell_length_c                   19.66(3)
_cell_angle_alpha                90
_cell_angle_beta                 106.884(17)
_cell_angle_gamma                90
_cell_volume                     2151(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    620
_cell_measurement_temperature    100
_cell_measurement_theta_max      18.05
_cell_measurement_theta_min      4.22
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.7443
_exptl_absorpt_correction_T_min  0.5685
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.0815 before and 0.0631 after correction. The Ratio of minimum to maximum transmission is 0.7638. The λ/2 correction factor is 0.0015.'
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.3509
_exptl_crystal_density_meas      .
_exptl_crystal_description       needle
_exptl_crystal_F_000             916.4253
_exptl_crystal_preparation       Luminescent
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.1045
_diffrn_reflns_av_unetI/netI     0.0722
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8092
_diffrn_reflns_theta_full        19.1772
_diffrn_reflns_theta_max         19.18
_diffrn_reflns_theta_min         4.22
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.9797
_diffrn_measured_fraction_theta_max 0.9747
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              13
_reflns_limit_h_min              -14
_reflns_limit_k_max              6
_reflns_limit_k_min              0
_reflns_limit_l_max              18
_reflns_limit_l_min              0
_reflns_number_gt                1143
_reflns_number_total             1736
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2013)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.4110
_refine_diff_density_min         -0.3211
_refine_diff_density_rms         0.0696
_refine_ls_d_res_high            1.0818
_refine_ls_d_res_low             4.8261
_refine_ls_goodness_of_fit_ref   1.0903
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    62
_refine_ls_number_parameters     304
_refine_ls_number_reflns         1736
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0979
_refine_ls_R_factor_gt           0.0557
_refine_ls_restrained_S_all      1.0900
_refine_ls_shift/su_max          0.0081
_refine_ls_shift/su_mean         0.0008
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0495P)²+1.0998P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1159
_refine_ls_wR_factor_ref         0.1365
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 O2A-C33a
 2 with sigma of 0.001
3. Uiso/Uaniso restraints and constraints
Uanis(O2) = Uanis(O2A)
Uanis(C27) = Uanis(C30)
Uanis(C28) = Uanis(C29)
Uanis(C29) = Uanis(C28)
Uanis(C30) = Uanis(C35a)
Uanis(C31a) = Uanis(C32a)
Uanis(C2) = Uanis(C33a)
4. Others
 Sof(O2A)=Sof(C30a)=Sof(C29a)=Sof(H29a)=Sof(C34a)=Sof(H34a)=Sof(C35a)=
 Sof(H35a)=Sof(C32a)=Sof(H32a)=Sof(C33a)=Sof(H33a)=1-FVAR(1)
 Sof(O2)=Sof(C27)=Sof(C28)=Sof(H28)=Sof(C29)=Sof(H29)=Sof(C30)=Sof(H30)=
 Sof(C31a)=Sof(H31a)=Sof(C2)=Sof(H2)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C46(H46), C40(H40), C45(H45), C52(H52), C51(H51), C49(H49), C48(H48),
 C54(H54), C58(H58), C57(H57), C56(H56), C55(H55), C35(H35), C34(H34), C38(H38),
  C37(H37), C28(H28), C29(H29), C30(H30), C31a(H31a), C2(H2), C29a(H29a),
 C34a(H34a), C35a(H35a), C32a(H32a), C33a(H33a)
5.b Fitted hexagon refined as free rotating group:
 C27(C28,C29,C30,C31a,C2), C30a(C29a,C34a,C35a,C32a,C33a)
;
_atom_sites_solution_primary     direct
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_refinement_flags_posn
_atom_site_disorder_group
O1 O 0.1112(3) 0.1562(6) 0.4332(2) 0.0632(12) Uani 1.000000 . .
C46 C 0.3763(3) 0.8314(8) 0.4099(3) 0.0456(16) Uani 1.000000 . .
H46 H 0.3336(3) 0.7449(8) 0.3843(3) 0.0548(19) Uiso 1.000000 R .
C42 C 0.4200(4) 0.7972(8) 0.4831(3) 0.0411(15) Uani 1.000000 . .
C43 C 0.4900(4) 0.9201(7) 0.5179(3) 0.0427(15) Uani 1.000000 . .
C44 C 0.5409(4) 0.8849(8) 0.5889(3) 0.0433(15) Uani 1.000000 . .
C39 C 0.5249(4) 0.7230(9) 0.6228(3) 0.0454(15) Uani 1.000000 . .
C40 C 0.4547(4) 0.6107(8) 0.5886(4) 0.0490(16) Uani 1.000000 . .
H40 H 0.4432(4) 0.5043(8) 0.6130(4) 0.0588(19) Uiso 1.000000 R .
C41 C 0.4005(4) 0.6446(8) 0.5210(3) 0.0436(15) Uani 1.000000 . .
C45 C 0.6061(4) 1.0155(9) 0.6245(3) 0.0474(16) Uani 1.000000 . .
H45 H 0.6378(4) 0.9958(9) 0.6729(3) 0.0569(19) Uiso 1.000000 R .
C47 C 0.3260(4) 0.5171(9) 0.4918(3) 0.0461(16) Uani 1.000000 . .
C52 C 0.2416(5) 0.5790(8) 0.4561(3) 0.0491(16) Uani 1.000000 . .
H52 H 0.2319(5) 0.7079(8) 0.4469(3) 0.0589(19) Uiso 1.000000 R .
C51 C 0.1711(4) 0.4566(10) 0.4336(3) 0.0514(17) Uani 1.000000 . .
H51 H 0.1143(4) 0.5003(10) 0.4081(3) 0.062(2) Uiso 1.000000 R .
C50 C 0.1855(5) 0.2713(10) 0.4492(3) 0.0511(16) Uani 1.000000 . .
C49 C 0.2672(5) 0.2051(8) 0.4834(3) 0.0479(16) Uani 1.000000 . .
H49 H 0.2761(5) 0.0760(8) 0.4924(3) 0.0575(19) Uiso 1.000000 R .
C48 C 0.3365(4) 0.3266(9) 0.5046(3) 0.0502(16) Uani 1.000000 . .
H48 H 0.3932(4) 0.2797(9) 0.5288(3) 0.0602(19) Uiso 1.000000 R .
C53 C 0.1004(4) 0.0256(9) 0.3792(3) 0.0505(16) Uani 1.000000 . .
C54 C 0.1519(4) 0.0210(9) 0.3335(3) 0.0560(17) Uani 1.000000 . .
H54 H 0.1985(4) 0.1073(9) 0.3381(3) 0.067(2) Uiso 1.000000 R .
C58 C 0.1337(4) -0.1134(10) 0.2805(3) 0.0545(17) Uani 1.000000 . .
H58 H 0.1704(4) -0.1242(10) 0.2502(3) 0.065(2) Uiso 1.000000 R .
C57 C 0.0636(5) -0.2298(10) 0.2718(3) 0.0671(19) Uani 1.000000 . .
H57 H 0.0499(5) -0.3173(10) 0.2340(3) 0.080(2) Uiso 1.000000 R .
C56 C 0.0122(4) -0.2210(10) 0.3177(4) 0.0642(19) Uani 1.000000 . .
H56 H -0.0362(4) -0.3034(10) 0.3116(4) 0.077(2) Uiso 1.000000 R .
C55 C 0.0305(4) -0.0955(9) 0.3713(3) 0.0488(16) Uani 1.000000 . .
H55 H -0.0043(4) -0.0908(9) 0.4033(3) 0.0586(19) Uiso 1.000000 R .
C36 C 0.5830(4) 0.6628(8) 0.6928(3) 0.0498(16) Uani 1.000000 . .
C35 C 0.5530(4) 0.6472(8) 0.7522(4) 0.0598(18) Uani 1.000000 . .
H35 H 0.4947(4) 0.6851(8) 0.7493(4) 0.072(2) Uiso 1.000000 R .
C34 C 0.6061(7) 0.5781(10) 0.8148(4) 0.079(2) Uani 1.000000 . .
H34 H 0.5854(7) 0.5695(10) 0.8554(4) 0.095(3) Uiso 1.000000 R .
C38 C 0.7238(5) 0.5390(11) 0.7611(5) 0.096(3) Uani 1.000000 . .
H38 H 0.7826(5) 0.5035(11) 0.7650(5) 0.115(3) Uiso 1.000000 R .
C37 C 0.6698(5) 0.6085(8) 0.6997(3) 0.0643(18) Uani 1.000000 . .
H37 H 0.6918(5) 0.6208(8) 0.6598(3) 0.077(2) Uiso 1.000000 R .
C33 C 0.6889(8) 0.5221(10) 0.8180(4) 0.098(3) Uani 1.000000 . .
O2 O 0.7172(9) 0.4281(17) 0.8903(6) 0.080(3) Uani 0.490(5) . 1
C27 C 0.7889(8) 0.2865(11) 0.8775(7) 0.050(3) Uani 0.490(5) . 1
C28 C 0.7269(6) 0.1541(14) 0.8440(6) 0.065413 Uani 0.490(5) G 1
H28 H 0.6690(6) 0.1913(14) 0.8184(6) 0.078496 Uiso 0.490(5) R 1
C29 C 0.7498(6) -0.0327(13) 0.8482(5) 0.0654134707219 Uani 0.490(5) G 1
H29 H 0.7075(6) -0.1232(13) 0.8254(5) 0.078496 Uiso 0.490(5) R 1
C30 C 0.8345(7) -0.0872(12) 0.8858(6) 0.050(3) Uani 0.490(5) G 1
H30 H 0.8502(7) -0.2149(12) 0.8886(6) 0.061(3) Uiso 0.490(5) R 1
C31a C 0.8965(6) 0.0453(16) 0.9192(7) 0.089(5) Uani 0.490(5) G 1
H31a H 0.9544(6) 0.0081(16) 0.9449(7) 0.106(6) Uiso 0.490(5) R 1
C2 C 0.8736(7) 0.2321(14) 0.9150(7) 0.063(4) Uani 0.490(5) G 1
H2 H 0.9159(7) 0.3226(14) 0.9379(7) 0.076(5) Uiso 0.490(5) R 1
O2A O 0.7636(7) 0.4870(15) 0.8763(5) 0.080(3) Uani 0.510(5) D 2
C30a C 0.7784(6) 0.3072(17) 0.8956(6) 0.077(6) Uani 0.510(5) . 2
C29a C 0.7509(5) 0.1317(19) 0.8687(5) 0.080(5) Uani 0.510(5) G 2
H29a H 0.6910(5) 0.1110(19) 0.8430(5) 0.096(6) Uiso 0.510(5) R 2
C34a C 0.8110(8) -0.0134(14) 0.8794(5) 0.073(5) Uani 0.510(5) G 2
H34a H 0.7923(8) -0.1333(14) 0.8611(5) 0.088(6) Uiso 0.510(5) R 2
C35a C 0.8987(7) 0.0169(12) 0.9170(6) 0.050(3) Uani 0.510(5) G 2
H35a H 0.9398(7) -0.0823(12) 0.9243(6) 0.061(3) Uiso 0.510(5) R 2
C32a C 0.9262(5) 0.1923(13) 0.9438(6) 0.089(5) Uani 0.510(5) G 2
H32a H 0.9861(5) 0.2130(13) 0.9695(6) 0.106(6) Uiso 0.510(5) R 2
C33a C 0.8661(7) 0.3375(12) 0.9331(6) 0.063(4) Uani 0.510(5) DG 2
H33a H 0.8849(7) 0.4573(12) 0.9515(6) 0.076(5) Uiso 0.510(5) R 2


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C50 1.400(7) .
O1 C53 1.391(6) .
C46 C42 1.427(7) .
C46 C45 1.364(7) 3_676
C42 C43 1.430(7) .
C42 C41 1.411(7) .
C43 C43 1.431(10) 3_676
C43 C44 1.418(7) .
C44 C39 1.403(7) .
C44 C45 1.423(7) .
C39 C40 1.382(7) .
C39 C36 1.483(8) .
C40 C41 1.379(7) .
C41 C47 1.475(7) .
C47 C52 1.393(7) .
C47 C48 1.397(7) .
C52 C51 1.392(7) .
C51 C50 1.373(8) .
C50 C49 1.362(7) .
C49 C48 1.372(7) .
C53 C54 1.380(7) .
C53 C55 1.384(7) .
C54 C58 1.390(7) .
C58 C57 1.365(8) .
C57 C56 1.383(8) .
C56 C55 1.355(7) .
C36 C35 1.388(8) .
C36 C37 1.400(8) .
C35 C34 1.368(9) .
C34 C33 1.359(10) .
C38 C37 1.357(8) .
C38 C33 1.390(11) .
C33 O2 1.520(13) .
C33 O2A 1.412(12) .
O2 C27 1.601(16) .
C27 C28 1.3900 .
C27 C2 1.3900 .
C28 C29 1.3900 .
C29 C30 1.3900 .
C30 C31a 1.3900 .
C31a C2 1.3900 .
O2A C30a 1.351(14) .
C30a C29a 1.3900 .
C30a C33a 1.3900 .
C29a C34a 1.3900 .
C34a C35a 1.3900 .
C35a C32a 1.3900 .
C32a C33a 1.3900 .

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
C53 O1 C50 118.8(4) . .
C45 C46 C42 122.0(5) 3_676 .
C43 C42 C46 117.2(5) . .
C41 C42 C46 123.4(6) . .
C41 C42 C43 119.3(5) . .
C43 C43 C42 121.1(7) 3_676 .
C44 C43 C42 120.1(5) . .
C39 C44 C43 119.1(5) . .
C45 C44 C43 119.4(6) . .
C45 C44 C39 121.5(6) . .
C40 C39 C44 119.1(5) . .
C36 C39 C44 122.3(6) . .
C36 C39 C40 118.5(6) . .
C41 C40 C39 123.7(5) . .
C40 C41 C42 118.4(6) . .
C47 C41 C42 123.6(6) . .
C47 C41 C40 118.1(6) . .
C44 C45 C46 121.0(5) . 3_676
C52 C47 C41 122.8(6) . .
C48 C47 C41 120.1(6) . .
C48 C47 C52 116.9(6) . .
C51 C52 C47 121.6(5) . .
C50 C51 C52 118.6(6) . .
C51 C50 O1 116.8(6) . .
C49 C50 O1 121.5(6) . .
C49 C50 C51 121.5(6) . .
C48 C49 C50 119.5(6) . .
C49 C48 C47 121.9(6) . .
C54 C53 O1 123.2(6) . .
C55 C53 O1 115.4(6) . .
C55 C53 C54 121.3(6) . .
C58 C54 C53 118.1(6) . .
C57 C58 C54 120.5(5) . .
C56 C57 C58 120.2(6) . .
C55 C56 C57 120.3(6) . .
C56 C55 C53 119.4(5) . .
C35 C36 C39 122.1(6) . .
C37 C36 C39 120.0(6) . .
C37 C36 C35 117.7(6) . .
C34 C35 C36 120.9(6) . .
C33 C34 C35 119.0(7) . .
C33 C38 C37 116.9(7) . .
C38 C37 C36 122.5(6) . .
C38 C33 C34 122.8(6) . .
C28 C27 O2 94.3 . .
C2 C27 O2 135.9 . .
C2 C27 C28 120.0 . .
C29 C28 C27 120.0 . .
C30 C29 C28 120.0 . .
C31a C30 C29 120.0 . .
C2 C31a C30 120.0 . .
C31a C2 C27 120.0 . .
C29a C30a O2A 139.0 . .
C33a C30a O2A 93.7 . .
C33a C30a C29a 120.0 . .
C34a C29a C30a 120.0 . .
C35a C34a C29a 120.0 . .
C32a C35a C34a 120.0 . .
C33a C32a C35a 120.0 . .
C32a C33a C30a 120.0 . .


loop_
_restr_distance_atom_site_label_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
_restr_distance_diff
O2A C33a 1 2.0000 0.0010 0.0004

_chemical_name_systematic        'Pyrene, 1,3,6,8-tetrakis(4-phenoxyphenyl)-'
####################################################################### 
# 
# 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_kmh-i-15b
_database_code_depnum_ccdc_archive 'CCDC 1039264'
_audit_update_record             
;
2014-12-14 deposited with the CCDC.
2015-10-15 downloaded from the CCDC.
;
_audit_creation_date             2014-12-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4862)
;
_chemical_name_common            ?
_chemical_name_systematic        
"Thiophene, 2,2',2'',2'''-(1,3,6,8-pyrenetetrayl)tetrakis-"
_chemical_formula_moiety         'C32 H18 S4'
_chemical_formula_sum            'C32 H18 S4'
_chemical_formula_weight         530.70
_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'
S S 0.1246 0.1234 '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 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   13.688(3)
_cell_length_b                   8.4634(16)
_cell_length_c                   10.987(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 111.999(3)
_cell_angle_gamma                90.00
_cell_volume                     1180.2(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7652
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      30.58
_cell_measurement_theta_min      2.89
_exptl_absorpt_coefficient_mu    0.425
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7058
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0508 before and 0.0369 after correction.
The Ratio of minimum to maximum transmission is 0.9460.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.493
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             548
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Vapor diffusion of chlorobenze in dichloromethane'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.11
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0236
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15254
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.89
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_number_gt                3026
_reflns_number_total             3434
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.569
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3434
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0335
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0516P)²+0.3889P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0891
_refine_ls_wR_factor_ref         0.0931
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C5B-C1
 1.38 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C14) = Uanis(C5) = Uanis(C5B)
Uanis(C17) = Uanis(C1A)
4. Others
 Sof(C5)=Sof(C1A)=Sof(H1A)=Sof(C2B)=Sof(H2B)=Sof(C3B)=Sof(H3B)=Sof(S2B)=1-
 FVAR(1)
 Sof(S1)=Sof(C1)=Sof(H1)=Sof(C5B)=Sof(C3)=Sof(H3)=Sof(C2)=Sof(H2)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C10(H10), C13(H13), C15(H15), C16(H16), C17(H17), C3(H3), C2(H2),
 C11(H11), C1A(H1A), C2B(H2B), C3B(H3B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
S2 S 0.21028(3) 0.68049(4) 0.23366(3) 0.01958(10) Uani 1 d . . .
S1 S 0.12268(6) 0.41057(7) -0.35186(6) 0.01929(16) Uani 0.752(2) d A 1 .
C1 C 0.1161(7) 0.1943(11) -0.1915(10) 0.033(2) Uani 0.752(2) d A 1 D
H1 H 0.1310 0.1327 -0.1143 0.039 Uiso 0.752(2) calc A 1 R
C8 C 0.44948(9) 0.48874(13) 0.00491(11) 0.0117(2) Uani 1 d . . .
C9 C 0.43364(9) 0.53750(13) 0.12031(11) 0.0122(2) Uani 1 d A . .
C7 C 0.36537(9) 0.41850(13) -0.10140(11) 0.0125(2) Uani 1 d . . .
C10 C 0.51820(9) 0.61689(14) 0.22143(11) 0.0143(2) Uani 1 d . . .
H10 H 0.5070 0.6567 0.2960 0.017 Uiso 1 calc . . R
C5B C 0.1740(4) 0.3258(5) -0.1973(5) 0.01331(19) Uani 0.752(2) d A 1 D
C6 C 0.26620(9) 0.39845(13) -0.09091(11) 0.0132(2) Uani 1 d . . .
C14 C 0.31482(9) 0.55816(14) 0.24844(11) 0.01331(19) Uani 1 d A . .
C13 C 0.25328(9) 0.44259(14) 0.02465(11) 0.0138(2) Uani 1 d A . .
H13 H 0.1870 0.4256 0.0318 0.017 Uiso 1 calc . . R
C15 C 0.36874(9) 0.51861(14) 0.37713(12) 0.0157(2) Uani 1 d . . .
H15 H 0.4289 0.4518 0.4057 0.019 Uiso 1 calc . . R
C16 C 0.32537(10) 0.58778(15) 0.46351(12) 0.0181(2) Uani 1 d . . .
H16 H 0.3535 0.5726 0.5559 0.022 Uiso 1 calc . . R
C17 C 0.23914(11) 0.67820(15) 0.39928(13) 0.0204(3) Uani 1 d . . .
H17 H 0.1999 0.7332 0.4412 0.024 Uiso 1 calc . . R
C12 C 0.33482(9) 0.51099(13) 0.13001(11) 0.0126(2) Uani 1 d . . .
C3 C 0.0281(7) 0.2693(12) -0.4063(9) 0.0219(12) Uani 0.752(2) d A 1 .
H3 H -0.0229 0.2654 -0.4933 0.026 Uiso 0.752(2) calc A 1 R
C2 C 0.0335(7) 0.1604(11) -0.3099(7) 0.0212(10) Uani 0.752(2) d A 1 .
H2 H -0.0132 0.0735 -0.3228 0.025 Uiso 0.752(2) calc A 1 R
C11 C 0.61394(9) 0.63628(14) 0.21268(11) 0.0143(2) Uani 1 d . . .
H11 H 0.6685 0.6875 0.2822 0.017 Uiso 1 calc . . R
C5 C 0.1766(13) 0.3377(16) -0.2028(16) 0.01331(19) Uani 0.248(2) d A 2 .
C1A C 0.1304(9) 0.3803(13) -0.3349(11) 0.0204(3) Uani 0.248(2) d A 2 .
H1A H 0.1564 0.4624 -0.3736 0.024 Uiso 0.248(2) calc A 2 R
C2B C 0.039(2) 0.287(4) -0.406(3) 0.035(6) Uani 0.248(2) d A 2 .
H2B H -0.0030 0.3028 -0.4962 0.041 Uiso 0.248(2) calc A 2 R
C3B C 0.022(2) 0.183(3) -0.338(2) 0.022(3) Uani 0.248(2) d A 2 .
H3B H -0.0350 0.1103 -0.3717 0.026 Uiso 0.248(2) calc A 2 R
S2B S 0.1066(6) 0.1816(8) -0.1778(7) 0.0222(8) Uani 0.248(2) d A 2 .


_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
S2 C14 1.7238(12) . ?
S2 C17 1.7116(14) . ?
S1 C5B 1.732(5) . ?
S1 C3 1.698(8) . ?
C1 C5B 1.382(9) . ?
C1 C2 1.397(13) . ?
C8 C8 1.440(2) 3_665 ?
C8 C9 1.4251(15) . ?
C8 C7 1.4268(15) . ?
C9 C10 1.4360(16) . ?
C9 C12 1.4139(16) . ?
C7 C6 1.4149(16) . ?
C7 C11 1.4317(16) 3_665 ?
C10 C11 1.3594(16) . ?
C5B C6 1.494(6) . ?
C6 C13 1.3968(16) . ?
C6 C5 1.466(17) . ?
C14 C15 1.3691(16) . ?
C14 C12 1.4814(16) . ?
C13 C12 1.3975(16) . ?
C15 C16 1.4206(17) . ?
C16 C17 1.3611(18) . ?
C3 C2 1.385(11) . ?
C11 C7 1.4317(16) 3_665 ?
C5 C1A 1.396(19) . ?
C5 S2B 1.714(14) . ?
C1A C2B 1.44(3) . ?
C2B C3B 1.23(4) . ?
C3B S2B 1.71(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
C17 S2 C14 92.30(6) . . ?
C3 S1 C5B 91.7(4) . . ?
C5B C1 C2 113.6(8) . . ?
C9 C8 C8 119.93(13) . 3_665 ?
C9 C8 C7 120.26(10) . . ?
C7 C8 C8 119.80(13) . 3_665 ?
C8 C9 C10 118.47(10) . . ?
C12 C9 C8 119.33(10) . . ?
C12 C9 C10 122.17(10) . . ?
C8 C7 C11 118.49(10) . 3_665 ?
C6 C7 C8 119.20(10) . . ?
C6 C7 C11 122.24(10) . 3_665 ?
C11 C10 C9 121.38(11) . . ?
C1 C5B S1 110.5(6) . . ?
C1 C5B C6 128.8(5) . . ?
C6 C5B S1 120.7(2) . . ?
C7 C6 C5B 122.7(2) . . ?
C7 C6 C5 120.0(6) . . ?
C13 C6 C7 119.60(10) . . ?
C13 C6 C5B 117.6(2) . . ?
C13 C6 C5 120.3(6) . . ?
C5 C6 C5B 4.9(6) . . ?
C15 C14 S2 110.58(9) . . ?
C15 C14 C12 129.48(11) . . ?
C12 C14 S2 119.94(8) . . ?
C6 C13 C12 122.00(11) . . ?
C14 C15 C16 113.00(11) . . ?
C17 C16 C15 112.55(11) . . ?
C16 C17 S2 111.56(9) . . ?
C9 C12 C14 121.35(10) . . ?
C13 C12 C9 119.54(10) . . ?
C13 C12 C14 119.09(10) . . ?
C2 C3 S1 112.6(7) . . ?
C3 C2 C1 111.6(8) . . ?
C10 C11 C7 121.71(11) . 3_665 ?
C6 C5 S2B 118.6(9) . . ?
C1A C5 C6 133.8(10) . . ?
C1A C5 S2B 107.6(11) . . ?
C5 C1A C2B 112.7(14) . . ?
C3B C2B C1A 113(2) . . ?
C2B C3B S2B 115(2) . . ?
C3B S2B C5 92.0(11) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_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_the-ii-35g
_database_code_depnum_ccdc_archive 'CCDC 1044326'
_audit_update_record             
;
2015-01-20 deposited with the CCDC.
2015-10-15 downloaded from the CCDC.
;
_audit_creation_date             2015-01-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4862)
;
_chemical_name_common            ?
_chemical_name_systematic        
'Pyrene, 1,3,6,8-tetrakis[4-(1,1-dimethylethyl)phenyl]-'
_chemical_formula_moiety         'C56 H58'
_chemical_formula_sum            'C56 H58'
_chemical_formula_weight         731.02
_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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P c a b'
_space_group_name_Hall           '-P 2bc 2ac'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y+1/2, z+1/2'
3 'x+1/2, -y, -z+1/2'
4 '-x+1/2, y+1/2, -z'
5 '-x, -y, -z'
6 'x, y-1/2, -z-1/2'
7 '-x-1/2, y, z-1/2'
8 'x-1/2, -y-1/2, z'

_cell_length_a                   12.3292(18)
_cell_length_b                   14.816(2)
_cell_length_c                   23.194(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4236.8(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9855
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      29.31
_cell_measurement_theta_min      2.23
_exptl_absorpt_coefficient_mu    0.064
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.6852
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0534 before and 0.0448 after correction.
The Ratio of minimum to maximum transmission is 0.9187.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.146
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1576
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_av_unetI/netI     0.0225
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            39697
_diffrn_reflns_theta_full        29.00
_diffrn_reflns_theta_max         29.00
_diffrn_reflns_theta_min         1.76
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_reflns_number_gt                4611
_reflns_number_total             5632
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         0.447
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         5632
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0610
_refine_ls_R_factor_gt           0.0485
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0767P)²+1.3845P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1296
_refine_ls_wR_factor_ref         0.1366
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C7(H7), C8(H8), C2(H2), C14(H14), C16(H16), C10(H10), C13(H13),
 C17(H17), C12(H12), C11(H11)
2.b Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C24(H24A,H24B,H24C), C18(H18A,H18B,H18C), C23(H23A,H23B,
 H23C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
C1 C 0.31958(9) 0.00232(7) 0.09272(4) 0.0140(2) Uani 1 d . . .
C1B C 0.46094(9) -0.01861(7) 0.01963(4) 0.0127(2) Uani 1 d . . .
C6 C 0.35562(9) -0.24883(7) 0.06928(4) 0.0139(2) Uani 1 d . . .
C3 C 0.37006(9) -0.14972(7) 0.06190(5) 0.0135(2) Uani 1 d . . .
C3A C 0.44560(9) -0.11386(7) 0.02226(4) 0.0130(2) Uani 1 d . . .
C5 C 0.25150(9) 0.06065(7) 0.13051(5) 0.0145(2) Uani 1 d . . .
C4 C 0.50396(9) -0.16976(7) -0.01778(5) 0.0147(2) Uani 1 d . . .
H4 H 0.4904 -0.2329 -0.0184 0.018 Uiso 1 calc . . R
C7 C 0.18633(9) 0.12942(8) 0.10848(5) 0.0164(2) Uani 1 d . . .
H7 H 0.1833 0.1389 0.0680 0.020 Uiso 1 calc . . R
C15 C 0.32653(10) -0.43519(7) 0.09125(5) 0.0159(2) Uani 1 d . . .
C1A C 0.39880(9) 0.03983(7) 0.05564(4) 0.0132(2) Uani 1 d . . .
C8 C 0.12557(9) 0.18450(8) 0.14500(5) 0.0165(2) Uani 1 d . . .
H8 H 0.0815 0.2306 0.1289 0.020 Uiso 1 calc . . R
C2 C 0.30834(9) -0.09102(8) 0.09548(5) 0.0151(2) Uani 1 d . . .
H2 H 0.2565 -0.1158 0.1213 0.018 Uiso 1 calc . . R
C22 C 0.06581(9) 0.23444(8) 0.24671(5) 0.0188(2) Uani 1 d . . .
C14 C 0.23906(9) -0.37946(8) 0.07808(5) 0.0177(2) Uani 1 d . . .
H14 H 0.1682 -0.4044 0.0765 0.021 Uiso 1 calc . . R
C16 C 0.42967(10) -0.39606(8) 0.09157(5) 0.0182(2) Uani 1 d . . .
H16 H 0.4912 -0.4328 0.0991 0.022 Uiso 1 calc . . R
C10 C 0.42223(9) 0.13444(7) 0.05463(5) 0.0147(2) Uani 1 d . . .
H10 H 0.3851 0.1734 0.0805 0.018 Uiso 1 calc . . R
C9 C 0.12811(9) 0.17328(8) 0.20481(5) 0.0157(2) Uani 1 d . . .
C13 C 0.25348(9) -0.28787(8) 0.06716(5) 0.0167(2) Uani 1 d . . .
H13 H 0.1923 -0.2515 0.0581 0.020 Uiso 1 calc . . R
C17 C 0.44406(9) -0.30484(8) 0.08112(5) 0.0169(2) Uani 1 d . . .
H17 H 0.5151 -0.2800 0.0820 0.020 Uiso 1 calc . . R
C12 C 0.19263(10) 0.10339(8) 0.22632(5) 0.0201(2) Uani 1 d . . .
H12 H 0.1957 0.0937 0.2668 0.024 Uiso 1 calc . . R
C11 C 0.25234(10) 0.04780(8) 0.19018(5) 0.0195(2) Uani 1 d . . .
H11 H 0.2944 0.0003 0.2062 0.023 Uiso 1 calc . . R
C25 C -0.00135(11) 0.17621(9) 0.28857(5) 0.0250(3) Uani 1 d . . .
H25A H -0.0495 0.1365 0.2665 0.037 Uiso 1 calc . . GR
H25B H -0.0448 0.2155 0.3135 0.037 Uiso 1 calc . . GR
H25C H 0.0475 0.1396 0.3123 0.037 Uiso 1 calc . . GR
C19 C 0.31375(11) -0.53560(8) 0.10460(5) 0.0206(3) Uani 1 d . . .
C24 C -0.01151(11) 0.29958(9) 0.21591(6) 0.0253(3) Uani 1 d . . .
H24A H 0.0300 0.3384 0.1898 0.038 Uiso 1 calc . . GR
H24B H -0.0490 0.3370 0.2445 0.038 Uiso 1 calc . . GR
H24C H -0.0650 0.2650 0.1938 0.038 Uiso 1 calc . . GR
C18 C 0.37595(12) -0.55861(9) 0.15996(6) 0.0280(3) Uani 1 d . . .
H18A H 0.4536 -0.5485 0.1538 0.042 Uiso 1 calc . . GR
H18B H 0.3635 -0.6220 0.1700 0.042 Uiso 1 calc . . GR
H18C H 0.3504 -0.5200 0.1915 0.042 Uiso 1 calc . . GR
C23 C 0.14854(11) 0.29056(10) 0.28110(6) 0.0290(3) Uani 1 d . . .
H23A H 0.1968 0.2500 0.3025 0.043 Uiso 1 calc . . GR
H23B H 0.1101 0.3299 0.3082 0.043 Uiso 1 calc . . GR
H23C H 0.1914 0.3275 0.2545 0.043 Uiso 1 calc . . GR
C20 C 0.19532(12) -0.56170(9) 0.11461(7) 0.0313(3) Uani 1 d . . .
H20A H 0.1652 -0.5249 0.1459 0.047 Uiso 1 calc . . GR
H20B H 0.1911 -0.6257 0.1252 0.047 Uiso 1 calc . . GR
H20C H 0.1537 -0.5513 0.0792 0.047 Uiso 1 calc . . GR
C21 C 0.35926(16) -0.59056(9) 0.05380(7) 0.0384(4) Uani 1 d . . .
H21A H 0.3199 -0.5748 0.0185 0.058 Uiso 1 calc . . GR
H21B H 0.3504 -0.6551 0.0617 0.058 Uiso 1 calc . . GR
H21C H 0.4365 -0.5768 0.0489 0.058 Uiso 1 calc . . GR


_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 C5 1.4899(15) . ?
C1 C1A 1.4150(15) . ?
C1 C2 1.3913(15) . ?
C1B C1B 1.436(2) 5_655 ?
C1B C3A 1.4251(14) . ?
C1B C1A 1.4263(15) . ?
C6 C3 1.4891(15) . ?
C6 C13 1.3867(16) . ?
C6 C17 1.3975(16) . ?
C3 C3A 1.4123(15) . ?
C3 C2 1.3935(15) . ?
C3A C4 1.4374(15) . ?
C5 C7 1.3946(16) . ?
C5 C11 1.3971(16) . ?
C4 H4 0.9500 . ?
C4 C10 1.3537(15) 5_655 ?
C7 H7 0.9500 . ?
C7 C8 1.3945(16) . ?
C15 C14 1.3922(16) . ?
C15 C16 1.3975(17) . ?
C15 C19 1.5277(16) . ?
C1A C10 1.4314(15) . ?
C8 H8 0.9500 . ?
C8 C9 1.3973(16) . ?
C2 H2 0.9500 . ?
C22 C9 1.5348(15) . ?
C22 C25 1.5403(17) . ?
C22 C24 1.5331(18) . ?
C22 C23 1.5389(17) . ?
C14 H14 0.9500 . ?
C14 C13 1.3917(16) . ?
C16 H16 0.9500 . ?
C16 C17 1.3844(16) . ?
C10 C4 1.3539(15) 5_655 ?
C10 H10 0.9500 . ?
C9 C12 1.3979(17) . ?
C13 H13 0.9500 . ?
C17 H17 0.9500 . ?
C12 H12 0.9500 . ?
C12 C11 1.3868(16) . ?
C11 H11 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C19 C18 1.5340(18) . ?
C19 C20 1.5282(19) . ?
C19 C21 1.5383(19) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 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
C1A C1 C5 121.23(10) . . ?
C2 C1 C5 119.57(9) . . ?
C2 C1 C1A 119.15(10) . . ?
C3A C1B C1B 119.77(12) . 5_655 ?
C3A C1B C1A 120.31(9) . . ?
C1A C1B C1B 119.91(12) . 5_655 ?
C13 C6 C3 121.05(10) . . ?
C13 C6 C17 117.90(10) . . ?
C17 C6 C3 120.99(10) . . ?
C3A C3 C6 121.64(10) . . ?
C2 C3 C6 119.06(10) . . ?
C2 C3 C3A 119.29(10) . . ?
C1B C3A C4 118.45(9) . . ?
C3 C3A C1B 119.20(10) . . ?
C3 C3A C4 122.27(10) . . ?
C7 C5 C1 122.20(10) . . ?
C7 C5 C11 117.83(10) . . ?
C11 C5 C1 119.97(10) . . ?
C3A C4 H4 119.3 . . ?
C10 C4 C3A 121.44(10) 5_655 . ?
C10 C4 H4 119.3 5_655 . ?
C5 C7 H7 119.5 . . ?
C8 C7 C5 120.96(10) . . ?
C8 C7 H7 119.5 . . ?
C14 C15 C16 117.38(10) . . ?
C14 C15 C19 122.83(11) . . ?
C16 C15 C19 119.79(10) . . ?
C1 C1A C1B 119.23(10) . . ?
C1 C1A C10 122.27(10) . . ?
C1B C1A C10 118.46(9) . . ?
C7 C8 H8 119.3 . . ?
C7 C8 C9 121.43(11) . . ?
C9 C8 H8 119.3 . . ?
C1 C2 C3 122.70(10) . . ?
C1 C2 H2 118.7 . . ?
C3 C2 H2 118.7 . . ?
C9 C22 C25 109.73(10) . . ?
C9 C22 C23 108.40(10) . . ?
C24 C22 C9 112.82(10) . . ?
C24 C22 C25 108.18(10) . . ?
C24 C22 C23 108.27(11) . . ?
C23 C22 C25 109.40(11) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 C15 121.29(11) . . ?
C13 C14 H14 119.4 . . ?
C15 C16 H16 119.3 . . ?
C17 C16 C15 121.38(11) . . ?
C17 C16 H16 119.3 . . ?
C4 C10 C1A 121.64(10) 5_655 . ?
C4 C10 H10 119.2 5_655 . ?
C1A C10 H10 119.2 . . ?
C8 C9 C22 123.17(11) . . ?
C8 C9 C12 117.09(10) . . ?
C12 C9 C22 119.74(10) . . ?
C6 C13 C14 121.08(11) . . ?
C6 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C6 C17 H17 119.5 . . ?
C16 C17 C6 120.93(11) . . ?
C16 C17 H17 119.5 . . ?
C9 C12 H12 119.1 . . ?
C11 C12 C9 121.75(11) . . ?
C11 C12 H12 119.1 . . ?
C5 C11 H11 119.5 . . ?
C12 C11 C5 120.93(11) . . ?
C12 C11 H11 119.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C15 C19 C18 109.54(10) . . ?
C15 C19 C20 112.07(10) . . ?
C15 C19 C21 108.82(10) . . ?
C18 C19 C21 109.95(12) . . ?
C20 C19 C18 107.11(11) . . ?
C20 C19 C21 109.33(12) . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C19 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
C19 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'

_exptl_crystal_preparation       Luminescent
