# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1526493'
_audit_update_record             
;
2017-01-10 deposited with the CCDC.
2017-02-20 downloaded from the CCDC.
;
_audit_creation_date             2016-12-09
_audit_creation_method           
;
Olex2 1.2-ac21
(compiled 2015.09.16 svn.r134, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H26'
_chemical_formula_sum            'C42 H26'
_chemical_formula_weight         530.63
_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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   17.727(13)
_cell_length_b                   3.932(3)
_cell_length_c                   20.797(15)
_cell_angle_alpha                90
_cell_angle_beta                 111.119(16)
_cell_angle_gamma                90
_cell_volume                     1352.2(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1921
_cell_measurement_temperature    113
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.5
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.988
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.545
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   CrystalClear
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    "'not measured'"
_exptl_crystal_description       Prism
_exptl_crystal_F_000             556
_exptl_crystal_preparation       Fiber
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0889
_diffrn_reflns_av_unetI/netI     0.0741
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            12339
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.534
_diffrn_reflns_theta_min         3.533
_diffrn_ambient_temperature      113
_diffrn_detector                 PILT
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details      
;
scan:
	Number of images: 360
	           Slice: -105.0000 - 75.0000
	     Image width: 0.5000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 0.0000
	             XTD: 45.0799
	          2theta: -15.1064
scan:
	Number of images: 300
	           Slice: -105.0000 - 45.0000
	     Image width: 0.5000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 90.0000
	             XTD: 45.0799
	          2theta: -15.1064
scan:
	Number of images: 200
	           Slice: -105.0000 - -5.0000
	     Image width: 0.5000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 180.0000
	             XTD: 45.0799
	          2theta: -15.1064
;
_diffrn_measurement_device       
;
AFC10: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  'Rigaku Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support Fiber
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      0.017687
_diffrn_orient_matrix_UB_12      0.043640
_diffrn_orient_matrix_UB_13      0.037943
_diffrn_orient_matrix_UB_21      0.242201
_diffrn_orient_matrix_UB_22      -0.071077
_diffrn_orient_matrix_UB_23      -0.031154
_diffrn_orient_matrix_UB_31      0.009613
_diffrn_orient_matrix_UB_32      0.043856
_diffrn_orient_matrix_UB_33      -0.025322
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_voltage           50.0
_diffrn_special_details          
;
 ?
;
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2034
_reflns_number_total             3057
_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-SM Expert 2.1 b42 (Rigaku, 2015)
;
_computing_data_collection       
;
CrystalClear-SM Expert 2.1 b42 (Rigaku, 2015)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.1 b42 (Rigaku, 2015)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.365
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3057
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1023
_refine_ls_R_factor_gt           0.0612
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0697P)²+0.5390P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1384
_refine_ls_wR_factor_ref         0.1630
_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:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C11(H11), C12(H12), C14(H14),
 C17(H17), C18(H18), C19(H19), C20(H20), C21(H21)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.12854(12) 0.2500(6) -0.13451(10) 0.0271(5) Uani 1 1 d . . . . .
H1 H 0.1496 0.1357 -0.1646 0.033 Uiso 1 1 calc R . . . .
C2 C 0.04591(13) 0.3030(6) -0.15471(12) 0.0325(5) Uani 1 1 d . . . . .
H2 H 0.0107 0.2253 -0.1985 0.039 Uiso 1 1 calc R . . . .
C3 C 0.01453(13) 0.4695(6) -0.11105(12) 0.0339(6) Uani 1 1 d . . . . .
H3 H -0.0422 0.5021 -0.1245 0.041 Uiso 1 1 calc R . . . .
C4 C 0.06621(13) 0.5877(6) -0.04798(12) 0.0313(5) Uani 1 1 d . . . . .
H4 H 0.0447 0.7052 -0.0185 0.038 Uiso 1 1 calc R . . . .
C5 C 0.14920(12) 0.5373(6) -0.02701(10) 0.0259(5) Uani 1 1 d . . . . .
H5 H 0.1840 0.6206 0.0164 0.031 Uiso 1 1 calc R . . . .
C6 C 0.18133(11) 0.3637(5) -0.06998(10) 0.0226(5) Uani 1 1 d . . . . .
C7 C 0.26668(12) 0.2917(5) -0.04724(9) 0.0231(5) Uani 1 1 d . . . . .
C8 C 0.33689(12) 0.2170(5) -0.02890(10) 0.0221(5) Uani 1 1 d . . . . .
C9 C 0.41936(11) 0.1122(5) -0.01339(9) 0.0202(4) Uani 1 1 d . . . . .
C10 C 0.48041(11) 0.1801(5) 0.05134(10) 0.0209(4) Uani 1 1 d . . . . .
C11 C 0.46451(12) 0.3611(5) 0.10472(10) 0.0226(5) Uani 1 1 d . . . . .
H11 H 0.4111 0.4359 0.0974 0.027 Uiso 1 1 calc R . . . .
C12 C 0.52510(12) 0.4280(5) 0.16613(10) 0.0235(5) Uani 1 1 d . . . . .
H12 H 0.5127 0.5463 0.2009 0.028 Uiso 1 1 calc R . . . .
C13 C 0.60666(11) 0.3251(5) 0.17957(10) 0.0214(4) Uani 1 1 d . . . . .
C14 C 0.62267(11) 0.1459(5) 0.12945(10) 0.0217(5) Uani 1 1 d . . . . .
H14 H 0.6763 0.0700 0.1382 0.026 Uiso 1 1 calc R . . . .
C15 C 0.56155(11) 0.0695(5) 0.06466(9) 0.0202(4) Uani 1 1 d . . . . .
C16 C 0.67418(12) 0.4147(5) 0.24457(10) 0.0222(5) Uani 1 1 d . . . . .
C17 C 0.75276(12) 0.4601(6) 0.24479(10) 0.0255(5) Uani 1 1 d . . . . .
H17 H 0.7622 0.4355 0.2029 0.031 Uiso 1 1 calc R . . . .
C18 C 0.81700(12) 0.5397(6) 0.30450(11) 0.0290(5) Uani 1 1 d . . . . .
H18 H 0.8698 0.5660 0.3033 0.035 Uiso 1 1 calc R . . . .
C19 C 0.80414(13) 0.5811(6) 0.36611(11) 0.0306(5) Uani 1 1 d . . . . .
H19 H 0.8479 0.6344 0.4073 0.037 Uiso 1 1 calc R . . . .
C20 C 0.72664(13) 0.5437(6) 0.36667(11) 0.0296(5) Uani 1 1 d . . . . .
H20 H 0.7174 0.5753 0.4085 0.036 Uiso 1 1 calc R . . . .
C21 C 0.66245(12) 0.4605(6) 0.30699(10) 0.0261(5) Uani 1 1 d . . . . .
H21 H 0.6099 0.4344 0.3085 0.031 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1 0.9500 . ?
C1 C2 1.386(3) . ?
C1 C6 1.404(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.388(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.382(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.390(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.399(3) . ?
C6 C7 1.441(3) . ?
C7 C8 1.199(3) . ?
C8 C9 1.439(3) . ?
C9 C10 1.416(3) . ?
C9 C15 1.422(3) 3_655 ?
C10 C11 1.430(3) . ?
C10 C15 1.431(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.366(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.429(3) . ?
C13 C14 1.370(3) . ?
C13 C16 1.489(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.424(3) . ?
C15 C9 1.422(3) 3_655 ?
C16 C17 1.403(3) . ?
C16 C21 1.398(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.385(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.389(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.386(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.387(3) . ?
C21 H21 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 H1 119.7 . . ?
C2 C1 C6 120.6(2) . . ?
C6 C1 H1 119.7 . . ?
C1 C2 H2 119.9 . . ?
C1 C2 C3 120.1(2) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.7(2) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 121.0(2) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 H5 120.1 . . ?
C4 C5 C6 119.9(2) . . ?
C6 C5 H5 120.1 . . ?
C1 C6 C7 120.69(18) . . ?
C5 C6 C1 118.79(19) . . ?
C5 C6 C7 120.48(18) . . ?
C8 C7 C6 177.1(2) . . ?
C7 C8 C9 174.4(2) . . ?
C10 C9 C8 121.73(17) . . ?
C10 C9 C15 120.05(18) . 3_655 ?
C15 C9 C8 118.21(17) 3_655 . ?
C9 C10 C11 122.34(18) . . ?
C9 C10 C15 119.83(18) . . ?
C11 C10 C15 117.82(18) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 C10 120.88(19) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 H12 119.1 . . ?
C11 C12 C13 121.87(18) . . ?
C13 C12 H12 119.1 . . ?
C12 C13 C16 122.44(18) . . ?
C14 C13 C12 117.98(18) . . ?
C14 C13 C16 119.55(18) . . ?
C13 C14 H14 118.9 . . ?
C13 C14 C15 122.20(19) . . ?
C15 C14 H14 118.9 . . ?
C9 C15 C10 120.12(17) 3_655 . ?
C9 C15 C14 120.67(18) 3_655 . ?
C14 C15 C10 119.22(18) . . ?
C17 C16 C13 120.37(17) . . ?
C21 C16 C13 122.23(18) . . ?
C21 C16 C17 117.40(18) . . ?
C16 C17 H17 119.1 . . ?
C18 C17 C16 121.77(19) . . ?
C18 C17 H17 119.1 . . ?
C17 C18 H18 120.1 . . ?
C17 C18 C19 119.9(2) . . ?
C19 C18 H18 120.1 . . ?
C18 C19 H19 120.4 . . ?
C20 C19 C18 119.20(19) . . ?
C20 C19 H19 120.4 . . ?
C19 C20 H20 119.6 . . ?
C19 C20 C21 120.90(19) . . ?
C21 C20 H20 119.6 . . ?
C16 C21 H21 119.6 . . ?
C20 C21 C16 120.84(19) . . ?
C20 C21 H21 119.6 . . ?

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 1.2(3) . . . . ?
C2 C1 C6 C5 -1.2(3) . . . . ?
C2 C1 C6 C7 176.4(2) . . . . ?
C2 C3 C4 C5 -1.1(3) . . . . ?
C3 C4 C5 C6 -0.2(3) . . . . ?
C4 C5 C6 C1 1.4(3) . . . . ?
C4 C5 C6 C7 -176.28(19) . . . . ?
C6 C1 C2 C3 -0.1(3) . . . . ?
C8 C9 C10 C11 -1.1(3) . . . . ?
C8 C9 C10 C15 179.65(19) . . . . ?
C9 C10 C11 C12 -178.75(19) . . . . ?
C9 C10 C15 C9 -0.9(3) . . . 3_655 ?
C9 C10 C15 C14 178.67(18) . . . . ?
C10 C11 C12 C13 0.8(3) . . . . ?
C11 C10 C15 C9 179.86(18) . . . 3_655 ?
C11 C10 C15 C14 -0.6(3) . . . . ?
C11 C12 C13 C14 -1.9(3) . . . . ?
C11 C12 C13 C16 176.15(19) . . . . ?
C12 C13 C14 C15 1.8(3) . . . . ?
C12 C13 C16 C17 -149.5(2) . . . . ?
C12 C13 C16 C21 29.8(3) . . . . ?
C13 C14 C15 C9 178.94(19) . . . 3_655 ?
C13 C14 C15 C10 -0.6(3) . . . . ?
C13 C16 C17 C18 -179.3(2) . . . . ?
C13 C16 C21 C20 179.9(2) . . . . ?
C14 C13 C16 C17 28.6(3) . . . . ?
C14 C13 C16 C21 -152.1(2) . . . . ?
C15 C9 C10 C11 -179.90(19) 3_655 . . . ?
C15 C9 C10 C15 0.9(3) 3_655 . . . ?
C15 C10 C11 C12 0.5(3) . . . . ?
C16 C13 C14 C15 -176.31(18) . . . . ?
C16 C17 C18 C19 -0.9(3) . . . . ?
C17 C16 C21 C20 -0.7(3) . . . . ?
C17 C18 C19 C20 -0.4(3) . . . . ?
C18 C19 C20 C21 1.0(3) . . . . ?
C19 C20 C21 C16 -0.4(3) . . . . ?
C21 C16 C17 C18 1.4(3) . . . . ?

_shelx_SHELXL_version_number     2014/8
_olex2_submission_special_instructions 'No special instructions were received'
