# 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_a
_database_code_depnum_ccdc_archive 'CCDC 1004478'
_audit_update_record             
;
2014-05-21 deposited with the CCDC.
2015-04-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H16'
_chemical_formula_weight         328.39

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   Cc

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

_cell_length_a                   4.8880(10)
_cell_length_b                   23.378(5)
_cell_length_c                   15.437(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.07(3)
_cell_angle_gamma                90.00
_cell_volume                     1759.6(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2470
_cell_measurement_theta_min      1.3224
_cell_measurement_theta_max      27.4696

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.240
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             688
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5409
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'MM007HF + CCD (Saturn724+)'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9745
_diffrn_reflns_av_R_equivalents  0.0601
_diffrn_reflns_av_sigmaI/netI    0.0319
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.19
_diffrn_reflns_theta_max         27.48
_reflns_number_total             2013
_reflns_number_gt                1786
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    'SHELX-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELX-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
;
 Mercury: visualization and analysis of crystal structures, C. F. Macrae,
 P. R. Edgington, P. McCabe, E. Pidcock, G. P. Shields, R. Taylor,
 M. Towler and J. van de Streek, J. Appl. Cryst., 39, 453-457, 2006.
;
_computing_publication_material  'SHELX-97 (Sheldrick, 2008)'

_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)+(0.0567P)²+0.3394P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -10(10)
_refine_ls_number_reflns         2013
_refine_ls_number_parameters     235
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0748
_refine_ls_R_factor_gt           0.0667
_refine_ls_wR_factor_ref         0.1599
_refine_ls_wR_factor_gt          0.1555
_refine_ls_goodness_of_fit_ref   1.276
_refine_ls_restrained_S_all      1.275
_refine_ls_shift/su_max          0.002
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.2040(8) 0.35643(17) 0.4801(3) 0.0737(11) Uani 1 1 d . . .
H1 H -0.2798 0.3333 0.4356 0.088 Uiso 1 1 calc R . .
C2 C -0.2882(10) 0.3507(2) 0.5612(3) 0.0852(12) Uani 1 1 d . . .
H2 H -0.4204 0.3235 0.5719 0.102 Uiso 1 1 calc R . .
C3 C -0.1776(11) 0.3855(2) 0.6297(3) 0.0901(13) Uani 1 1 d . . .
H3 H -0.2383 0.3812 0.6850 0.108 Uiso 1 1 calc R . .
C4 C 0.0154(8) 0.4248(2) 0.6155(3) 0.0810(12) Uani 1 1 d . . .
H4 H 0.0865 0.4473 0.6614 0.097 Uiso 1 1 calc R . .
C5 C 0.1123(7) 0.43276(16) 0.5318(2) 0.0645(9) Uani 1 1 d . . .
C6 C 0.3097(7) 0.47279(16) 0.5152(3) 0.0671(10) Uani 1 1 d . . .
H6 H 0.3799 0.4959 0.5605 0.081 Uiso 1 1 calc R . .
C7 C 0.4073(6) 0.47989(15) 0.4336(2) 0.0616(9) Uani 1 1 d . . .
C8 C 0.6181(7) 0.52013(16) 0.4169(3) 0.0708(10) Uani 1 1 d . . .
H8 H 0.6937 0.5427 0.4621 0.085 Uiso 1 1 calc R . .
C9 C 0.7089(9) 0.52596(18) 0.3370(3) 0.0784(11) Uani 1 1 d . . .
H9 H 0.8462 0.5523 0.3277 0.094 Uiso 1 1 calc R . .
C10 C 0.5977(8) 0.49240(18) 0.2673(3) 0.0733(10) Uani 1 1 d . . .
H10 H 0.6623 0.4970 0.2125 0.088 Uiso 1 1 calc R . .
C11 C 0.3949(7) 0.45297(16) 0.2791(2) 0.0637(9) Uani 1 1 d . . .
C12 C 0.2934(7) 0.44512(15) 0.3636(2) 0.0585(8) Uani 1 1 d . . .
C13 C 0.0929(7) 0.40529(15) 0.3798(2) 0.0612(9) Uani 1 1 d . . .
H13 H 0.0182 0.3830 0.3341 0.073 Uiso 1 1 calc R . .
C14 C -0.0003(6) 0.39750(15) 0.4622(2) 0.0583(9) Uani 1 1 d . . .
C15 C 0.2833(8) 0.41926(17) 0.2078(2) 0.0678(9) Uani 1 1 d . . .
C16 C 0.1857(8) 0.39149(17) 0.1476(3) 0.0709(9) Uani 1 1 d . . .
C17 C 0.0795(8) 0.35709(15) 0.0765(2) 0.0660(9) Uani 1 1 d . . .
C18 C -0.1317(9) 0.31724(19) 0.0886(3) 0.0856(13) Uani 1 1 d . . .
H18 H -0.2084 0.3147 0.1419 0.103 Uiso 1 1 calc R . .
C19 C -0.2219(12) 0.2828(2) 0.0220(4) 0.0995(15) Uani 1 1 d . . .
H19 H -0.3603 0.2566 0.0310 0.119 Uiso 1 1 calc R . .
C20 C -0.1152(9) 0.28503(17) -0.0599(3) 0.0793(12) Uani 1 1 d . . .
C21 C -0.2007(12) 0.2482(2) -0.1301(4) 0.1076(17) Uani 1 1 d . . .
H21 H -0.3379 0.2214 -0.1227 0.129 Uiso 1 1 calc R . .
C22 C -0.0870(14) 0.2513(3) -0.2069(4) 0.114(2) Uani 1 1 d . . .
H22 H -0.1434 0.2262 -0.2514 0.136 Uiso 1 1 calc R . .
C23 C 0.1143(14) 0.2917(2) -0.2200(3) 0.1076(17) Uani 1 1 d . . .
H23 H 0.1903 0.2938 -0.2734 0.129 Uiso 1 1 calc R . .
C24 C 0.2009(13) 0.3283(2) -0.1554(3) 0.0983(15) Uani 1 1 d . . .
H24 H 0.3349 0.3553 -0.1650 0.118 Uiso 1 1 calc R . .
C25 C 0.0886(8) 0.32550(16) -0.0733(3) 0.0710(10) Uani 1 1 d . . .
C26 C 0.1794(9) 0.36124(18) -0.0034(3) 0.0767(11) Uani 1 1 d . . .
H26 H 0.3125 0.3886 -0.0122 0.092 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
C1 C2 1.352(6) . ?
C1 C14 1.424(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.411(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.347(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.419(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.381(5) . ?
C5 C14 1.433(5) . ?
C6 C7 1.389(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.432(5) . ?
C7 C12 1.433(4) . ?
C8 C9 1.348(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.408(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.375(5) . ?
C10 H10 0.9300 . ?
C11 C15 1.431(5) . ?
C11 C12 1.439(5) . ?
C12 C13 1.388(5) . ?
C13 C14 1.393(5) . ?
C13 H13 0.9300 . ?
C15 C16 1.204(5) . ?
C16 C17 1.428(6) . ?
C17 C26 1.361(5) . ?
C17 C18 1.413(6) . ?
C18 C19 1.354(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.403(7) . ?
C19 H19 0.9300 . ?
C20 C25 1.400(6) . ?
C20 C21 1.423(7) . ?
C21 C22 1.347(8) . ?
C21 H21 0.9300 . ?
C22 C23 1.390(9) . ?
C22 H22 0.9300 . ?
C23 C24 1.358(7) . ?
C23 H23 0.9300 . ?
C24 C25 1.417(7) . ?
C24 H24 0.9300 . ?
C25 C26 1.412(6) . ?
C26 H26 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C14 120.6(4) . . ?
C2 C1 H1 119.7 . . ?
C14 C1 H1 119.7 . . ?
C1 C2 C3 120.7(5) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 H2 119.6 . . ?
C4 C3 C2 120.5(4) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 121.3(4) . . ?
C3 C4 H4 119.3 . . ?
C5 C4 H4 119.3 . . ?
C6 C5 C4 122.6(4) . . ?
C6 C5 C14 119.2(3) . . ?
C4 C5 C14 118.2(4) . . ?
C5 C6 C7 122.6(3) . . ?
C5 C6 H6 118.7 . . ?
C7 C6 H6 118.7 . . ?
C6 C7 C8 122.6(3) . . ?
C6 C7 C12 118.5(3) . . ?
C8 C7 C12 118.9(3) . . ?
C9 C8 C7 121.3(4) . . ?
C9 C8 H8 119.4 . . ?
C7 C8 H8 119.4 . . ?
C8 C9 C10 120.5(4) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C11 C10 C9 121.0(4) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C10 C11 C15 120.4(4) . . ?
C10 C11 C12 120.3(3) . . ?
C15 C11 C12 119.3(3) . . ?
C13 C12 C7 119.1(3) . . ?
C13 C12 C11 122.9(3) . . ?
C7 C12 C11 118.0(3) . . ?
C12 C13 C14 122.3(3) . . ?
C12 C13 H13 118.9 . . ?
C14 C13 H13 118.9 . . ?
C13 C14 C1 123.0(3) . . ?
C13 C14 C5 118.4(3) . . ?
C1 C14 C5 118.6(3) . . ?
C16 C15 C11 178.9(4) . . ?
C15 C16 C17 177.7(4) . . ?
C26 C17 C18 118.6(4) . . ?
C26 C17 C16 121.5(4) . . ?
C18 C17 C16 119.9(4) . . ?
C19 C18 C17 119.6(5) . . ?
C19 C18 H18 120.2 . . ?
C17 C18 H18 120.2 . . ?
C18 C19 C20 122.7(5) . . ?
C18 C19 H19 118.7 . . ?
C20 C19 H19 118.7 . . ?
C25 C20 C19 118.2(4) . . ?
C25 C20 C21 118.0(5) . . ?
C19 C20 C21 123.8(5) . . ?
C22 C21 C20 121.4(6) . . ?
C22 C21 H21 119.3 . . ?
C20 C21 H21 119.3 . . ?
C21 C22 C23 120.3(5) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C24 C23 C22 120.5(6) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C23 C24 C25 120.5(6) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 H24 119.7 . . ?
C20 C25 C26 118.4(4) . . ?
C20 C25 C24 119.2(4) . . ?
C26 C25 C24 122.4(4) . . ?
C17 C26 C25 122.5(4) . . ?
C17 C26 H26 118.8 . . ?
C25 C26 H26 118.8 . . ?

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
C14 C1 C2 C3 0.4(6) . . . . ?
C1 C2 C3 C4 -0.4(7) . . . . ?
C2 C3 C4 C5 0.3(7) . . . . ?
C3 C4 C5 C6 179.9(4) . . . . ?
C3 C4 C5 C14 -0.1(6) . . . . ?
C4 C5 C6 C7 179.0(3) . . . . ?
C14 C5 C6 C7 -0.9(5) . . . . ?
C5 C6 C7 C8 -178.0(3) . . . . ?
C5 C6 C7 C12 1.5(5) . . . . ?
C6 C7 C8 C9 179.9(3) . . . . ?
C12 C7 C8 C9 0.4(5) . . . . ?
C7 C8 C9 C10 0.1(6) . . . . ?
C8 C9 C10 C11 -0.1(6) . . . . ?
C9 C10 C11 C15 179.9(3) . . . . ?
C9 C10 C11 C12 -0.3(5) . . . . ?
C6 C7 C12 C13 -0.8(4) . . . . ?
C8 C7 C12 C13 178.8(3) . . . . ?
C6 C7 C12 C11 179.7(3) . . . . ?
C8 C7 C12 C11 -0.8(4) . . . . ?
C10 C11 C12 C13 -178.8(3) . . . . ?
C15 C11 C12 C13 1.1(5) . . . . ?
C10 C11 C12 C7 0.7(5) . . . . ?
C15 C11 C12 C7 -179.4(3) . . . . ?
C7 C12 C13 C14 -0.6(4) . . . . ?
C11 C12 C13 C14 178.9(3) . . . . ?
C12 C13 C14 C1 -179.4(3) . . . . ?
C12 C13 C14 C5 1.1(4) . . . . ?
C2 C1 C14 C13 -179.8(3) . . . . ?
C2 C1 C14 C5 -0.3(5) . . . . ?
C6 C5 C14 C13 -0.4(4) . . . . ?
C4 C5 C14 C13 179.6(3) . . . . ?
C6 C5 C14 C1 -179.9(3) . . . . ?
C4 C5 C14 C1 0.1(5) . . . . ?
C10 C11 C15 C16 -102(24) . . . . ?
C12 C11 C15 C16 79(24) . . . . ?
C11 C15 C16 C17 179(100) . . . . ?
C15 C16 C17 C26 -75(11) . . . . ?
C15 C16 C17 C18 105(11) . . . . ?
C26 C17 C18 C19 2.6(7) . . . . ?
C16 C17 C18 C19 -176.8(4) . . . . ?
C17 C18 C19 C20 -0.4(8) . . . . ?
C18 C19 C20 C25 -1.4(8) . . . . ?
C18 C19 C20 C21 178.1(4) . . . . ?
C25 C20 C21 C22 1.0(7) . . . . ?
C19 C20 C21 C22 -178.5(5) . . . . ?
C20 C21 C22 C23 -1.4(8) . . . . ?
C21 C22 C23 C24 0.7(9) . . . . ?
C22 C23 C24 C25 0.4(9) . . . . ?
C19 C20 C25 C26 1.1(6) . . . . ?
C21 C20 C25 C26 -178.4(4) . . . . ?
C19 C20 C25 C24 179.5(5) . . . . ?
C21 C20 C25 C24 0.0(6) . . . . ?
C23 C24 C25 C20 -0.7(8) . . . . ?
C23 C24 C25 C26 177.7(5) . . . . ?
C18 C17 C26 C25 -2.9(6) . . . . ?
C16 C17 C26 C25 176.4(4) . . . . ?
C20 C25 C26 C17 1.1(6) . . . . ?
C24 C25 C26 C17 -177.3(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.138
_refine_diff_density_min         -0.100
_refine_diff_density_rms         0.032
####################################################################### 
# 
# 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_mx3219
_database_code_depnum_ccdc_archive 'CCDC 1020805'
_audit_update_record             
;
2014-08-22 deposited with the CCDC.
2015-04-27 downloaded from the CCDC.
;
_audit_creation_date             2014-07-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C26 H16'
_chemical_formula_sum            'C26 H16'
_chemical_formula_weight         328.39
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   38.26(3)
_cell_length_b                   5.862(4)
_cell_length_c                   7.489(6)
_cell_angle_alpha                90
_cell_angle_beta                 92.456(9)
_cell_angle_gamma                90
_cell_volume                     1678(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2857
_cell_measurement_temperature    173.1500
_cell_measurement_theta_max      27.4694
_cell_measurement_theta_min      1.0655
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.6993
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.43
_exptl_crystal_size_min          0.03
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0352
_diffrn_reflns_av_unetI/netI     0.0368
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       49
_diffrn_reflns_limit_h_min       -49
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            6239
_diffrn_reflns_point_group_measured_fraction_full 0.937
_diffrn_reflns_point_group_measured_fraction_max 0.921
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.469
_diffrn_reflns_theta_min         1.065
_diffrn_ambient_temperature      173.1500
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device       
;
Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_device_details 
;
AFC10: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  'MM007-HF CCD(Saturn 724+)'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_number_total             2091
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.0250
_diffrn_orient_matrix_UB_12      0.0077
_diffrn_orient_matrix_UB_13      -0.0011
_diffrn_orient_matrix_UB_21      -0.0154
_diffrn_orient_matrix_UB_22      -0.0252
_diffrn_orient_matrix_UB_23      0.1680
_diffrn_orient_matrix_UB_31      0.0326
_diffrn_orient_matrix_UB_32      0.1277
_diffrn_orient_matrix_UB_33      0.0221
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0000
_diffrn_source_power             1.2000
_diffrn_source_voltage           50.0000
_diffrn_special_details          
;
 ?
;
_reflns_Friedel_coverage         0.862
_reflns_Friedel_fraction_full    0.883
_reflns_Friedel_fraction_max     0.853
_reflns_number_gt                3232
_reflns_number_total             3537
_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       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2013)'
_computing_structure_solution    
;
'SHELXS (Sheldrick, 2013)'
;
_refine_diff_density_max         0.288
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.057
_refine_ls_abs_structure_details 
;
 Flack x determined using 1248 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -6.4(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.120
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3537
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0648
_refine_ls_R_factor_gt           0.0592
_refine_ls_restrained_S_all      1.120
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0937P)²+0.6507P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1608
_refine_ls_wR_factor_ref         0.1757
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C7(H7), C8(H8), C9(H9), C10(H10), C12(H12), C14(H14),
 C18(H18), C19(H19), C21(H21), C22(H22), C23(H23), C24(H24), C26(H26)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
C1 C 0.31002(7) 0.3560(5) 0.3697(4) 0.0265(7) Uani 1 1 d . . . . .
C2 C 0.31075(8) 0.1368(6) 0.4540(4) 0.0279(7) Uani 1 1 d . . . . .
H2 H 0.2898 0.0645 0.4777 0.033 Uiso 1 1 calc R . . . .
C3 C 0.34175(7) 0.0326(5) 0.5001(4) 0.0259(6) Uani 1 1 d . . . . .
H3 H 0.3416 -0.1095 0.5553 0.031 Uiso 1 1 calc R . . . .
C4 C 0.37452(7) 0.1379(5) 0.4652(4) 0.0194(7) Uani 1 1 d . . . . .
C5 C 0.40677(8) 0.0365(5) 0.5127(4) 0.0234(7) Uani 1 1 d . . . . .
H5 H 0.4071 -0.1043 0.5700 0.028 Uiso 1 1 calc R . . . .
C6 C 0.43854(7) 0.1420(5) 0.4760(4) 0.0208(7) Uani 1 1 d . . . . .
C7 C 0.47155(8) 0.0402(5) 0.5253(4) 0.0297(7) Uani 1 1 d . . . . .
H7 H 0.4723 -0.1002 0.5832 0.036 Uiso 1 1 calc R . . . .
C8 C 0.50213(8) 0.1486(6) 0.4875(4) 0.0328(7) Uani 1 1 d . . . . .
H8 H 0.5235 0.0815 0.5205 0.039 Uiso 1 1 calc R . . . .
C9 C 0.50150(8) 0.3620(6) 0.3988(4) 0.0326(7) Uani 1 1 d . . . . .
H9 H 0.5224 0.4323 0.3724 0.039 Uiso 1 1 calc R . . . .
C10 C 0.47056(7) 0.4655(5) 0.3516(4) 0.0271(7) Uani 1 1 d . . . . .
H10 H 0.4707 0.6066 0.2949 0.033 Uiso 1 1 calc R . . . .
C11 C 0.43793(7) 0.3605(5) 0.3882(4) 0.0223(7) Uani 1 1 d . . . . .
C12 C 0.40562(7) 0.4626(5) 0.3412(4) 0.0210(6) Uani 1 1 d . . . . .
H12 H 0.4053 0.6038 0.2844 0.025 Uiso 1 1 calc R . . . .
C13 C 0.37398(7) 0.3575(5) 0.3775(3) 0.0211(7) Uani 1 1 d . . . . .
C14 C 0.34089(8) 0.4600(5) 0.3325(4) 0.0224(6) Uani 1 1 d . . . . .
H14 H 0.3403 0.6015 0.2762 0.027 Uiso 1 1 calc R . . . .
C15 C 0.27692(8) 0.4633(6) 0.3272(4) 0.0302(7) Uani 1 1 d . . . . .
C16 C 0.24892(8) 0.5504(6) 0.2958(4) 0.0322(7) Uani 1 1 d . . . . .
C17 C 0.21566(7) 0.6557(6) 0.2527(4) 0.0252(7) Uani 1 1 d . . . . .
C18 C 0.21383(8) 0.8731(6) 0.1698(4) 0.0304(8) Uani 1 1 d . . . . .
H18 H 0.2344 0.9502 0.1467 0.036 Uiso 1 1 calc R . . . .
C19 C 0.18234(8) 0.9709(6) 0.1233(4) 0.0274(7) Uani 1 1 d . . . . .
H19 H 0.1818 1.1126 0.0674 0.033 Uiso 1 1 calc R . . . .
C20 C 0.15043(8) 0.8593(6) 0.1591(4) 0.0261(8) Uani 1 1 d . . . . .
C21 C 0.11720(8) 0.9551(6) 0.1115(4) 0.0301(8) Uani 1 1 d . . . . .
H21 H 0.1159 1.0960 0.0545 0.036 Uiso 1 1 calc R . . . .
C22 C 0.08696(9) 0.8417(7) 0.1488(4) 0.0373(9) Uani 1 1 d . . . . .
H22 H 0.0654 0.9057 0.1162 0.045 Uiso 1 1 calc R . . . .
C23 C 0.08843(8) 0.6306(7) 0.2355(4) 0.0343(8) Uani 1 1 d . . . . .
H23 H 0.0678 0.5560 0.2608 0.041 Uiso 1 1 calc R . . . .
C24 C 0.11992(8) 0.5324(6) 0.2837(4) 0.0287(7) Uani 1 1 d . . . . .
H24 H 0.1204 0.3923 0.3421 0.034 Uiso 1 1 calc R . . . .
C25 C 0.15188(7) 0.6427(5) 0.2453(4) 0.0219(7) Uani 1 1 d . . . . .
C26 C 0.18488(8) 0.5444(6) 0.2918(4) 0.0253(7) Uani 1 1 d . . . . .
H26 H 0.1859 0.4038 0.3491 0.030 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
C1 C2 1.431(4) . ?
C1 C14 1.368(4) . ?
C1 C15 1.437(4) . ?
C2 C3 1.365(4) . ?
C3 C4 1.432(4) . ?
C4 C5 1.402(4) . ?
C4 C13 1.445(4) . ?
C5 C6 1.401(4) . ?
C6 C7 1.431(4) . ?
C6 C11 1.440(4) . ?
C7 C8 1.372(5) . ?
C8 C9 1.416(5) . ?
C9 C10 1.363(4) . ?
C10 C11 1.429(4) . ?
C11 C12 1.405(4) . ?
C12 C13 1.395(4) . ?
C13 C14 1.429(4) . ?
C15 C16 1.201(4) . ?
C16 C17 1.439(4) . ?
C17 C18 1.418(5) . ?
C17 C26 1.388(5) . ?
C18 C19 1.366(5) . ?
C19 C20 1.421(5) . ?
C20 C21 1.421(4) . ?
C20 C25 1.424(4) . ?
C21 C22 1.374(5) . ?
C22 C23 1.397(6) . ?
C23 C24 1.370(5) . ?
C24 C25 1.424(4) . ?
C25 C26 1.417(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
C2 C1 C15 119.4(3) . . ?
C14 C1 C2 119.3(3) . . ?
C14 C1 C15 121.3(3) . . ?
C3 C2 C1 120.9(3) . . ?
C2 C3 C4 121.3(3) . . ?
C3 C4 C13 118.1(3) . . ?
C5 C4 C3 122.6(3) . . ?
C5 C4 C13 119.3(3) . . ?
C6 C5 C4 121.6(3) . . ?
C5 C6 C7 121.9(3) . . ?
C5 C6 C11 119.0(3) . . ?
C7 C6 C11 119.1(3) . . ?
C8 C7 C6 120.3(3) . . ?
C7 C8 C9 120.6(3) . . ?
C10 C9 C8 120.8(3) . . ?
C9 C10 C11 121.0(3) . . ?
C10 C11 C6 118.3(3) . . ?
C12 C11 C6 119.4(3) . . ?
C12 C11 C10 122.3(3) . . ?
C13 C12 C11 121.6(3) . . ?
C12 C13 C4 119.1(2) . . ?
C12 C13 C14 122.4(3) . . ?
C14 C13 C4 118.5(3) . . ?
C1 C14 C13 121.9(3) . . ?
C16 C15 C1 178.2(3) . . ?
C15 C16 C17 178.2(3) . . ?
C18 C17 C16 120.7(3) . . ?
C26 C17 C16 120.1(3) . . ?
C26 C17 C18 119.2(3) . . ?
C19 C18 C17 121.0(3) . . ?
C18 C19 C20 120.9(3) . . ?
C19 C20 C21 122.5(3) . . ?
C19 C20 C25 118.6(3) . . ?
C21 C20 C25 118.9(3) . . ?
C22 C21 C20 120.6(4) . . ?
C21 C22 C23 120.4(3) . . ?
C24 C23 C22 120.8(3) . . ?
C23 C24 C25 120.6(3) . . ?
C24 C25 C20 118.7(3) . . ?
C26 C25 C20 119.4(3) . . ?
C26 C25 C24 122.0(3) . . ?
C17 C26 C25 120.8(3) . . ?

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
C1 C2 C3 C4 -0.3(5) . . . . ?
C2 C1 C14 C13 -0.8(4) . . . . ?
C2 C3 C4 C5 179.3(2) . . . . ?
C2 C3 C4 C13 -0.7(4) . . . . ?
C3 C4 C5 C6 179.5(2) . . . . ?
C3 C4 C13 C12 -179.6(3) . . . . ?
C3 C4 C13 C14 0.9(4) . . . . ?
C4 C5 C6 C7 179.5(2) . . . . ?
C4 C5 C6 C11 0.3(4) . . . . ?
C4 C13 C14 C1 -0.2(4) . . . . ?
C5 C4 C13 C12 0.4(4) . . . . ?
C5 C4 C13 C14 -179.0(3) . . . . ?
C5 C6 C7 C8 -179.9(2) . . . . ?
C5 C6 C11 C10 -180.0(3) . . . . ?
C5 C6 C11 C12 -0.1(4) . . . . ?
C6 C7 C8 C9 -0.2(5) . . . . ?
C6 C11 C12 C13 0.0(4) . . . . ?
C7 C6 C11 C10 0.8(4) . . . . ?
C7 C6 C11 C12 -179.3(3) . . . . ?
C7 C8 C9 C10 1.0(5) . . . . ?
C8 C9 C10 C11 -0.8(5) . . . . ?
C9 C10 C11 C6 -0.1(5) . . . . ?
C9 C10 C11 C12 -180.0(2) . . . . ?
C10 C11 C12 C13 179.9(2) . . . . ?
C11 C6 C7 C8 -0.7(4) . . . . ?
C11 C12 C13 C4 -0.2(4) . . . . ?
C11 C12 C13 C14 179.3(2) . . . . ?
C12 C13 C14 C1 -179.6(2) . . . . ?
C13 C4 C5 C6 -0.5(4) . . . . ?
C14 C1 C2 C3 1.1(4) . . . . ?
C15 C1 C2 C3 -178.4(3) . . . . ?
C15 C1 C14 C13 178.6(2) . . . . ?
C16 C17 C18 C19 177.9(3) . . . . ?
C16 C17 C26 C25 -178.1(3) . . . . ?
C17 C18 C19 C20 1.0(5) . . . . ?
C18 C17 C26 C25 1.8(5) . . . . ?
C18 C19 C20 C21 -179.5(3) . . . . ?
C18 C19 C20 C25 0.2(5) . . . . ?
C19 C20 C21 C22 -179.9(3) . . . . ?
C19 C20 C25 C24 179.0(3) . . . . ?
C19 C20 C25 C26 -0.4(4) . . . . ?
C20 C21 C22 C23 0.5(5) . . . . ?
C20 C25 C26 C17 -0.7(4) . . . . ?
C21 C20 C25 C24 -1.2(4) . . . . ?
C21 C20 C25 C26 179.4(3) . . . . ?
C21 C22 C23 C24 -0.4(5) . . . . ?
C22 C23 C24 C25 -0.5(6) . . . . ?
C23 C24 C25 C20 1.3(5) . . . . ?
C23 C24 C25 C26 -179.4(3) . . . . ?
C24 C25 C26 C17 180.0(3) . . . . ?
C25 C20 C21 C22 0.4(5) . . . . ?
C26 C17 C18 C19 -2.0(5) . . . . ?

