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

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

data_exp_237
_database_code_depnum_ccdc_archive 'CCDC 2017537'
loop_
_audit_author_name
_audit_author_address
NPA
;Tianjin University
China
;
_audit_update_record             
;
2020-07-20 deposited with the CCDC.	2020-09-01 downloaded from the CCDC.
;
_audit_creation_date             2020-01-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H22'
_chemical_formula_sum            'C34 H22'
_chemical_formula_weight         430.51
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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                   10.5482(2)
_cell_length_b                   14.0880(2)
_cell_length_c                   7.72920(10)
_cell_angle_alpha                90
_cell_angle_beta                 99.621(2)
_cell_angle_gamma                90
_cell_volume                     1132.43(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4441
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      73.0490
_cell_measurement_theta_min      4.2230
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.542
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80127
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             452
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0142
_diffrn_reflns_av_unetI/netI     0.0123
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            7294
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.207
_diffrn_reflns_theta_min         4.251
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1975
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -111.00 -20.00   1.00    1.18    --  -41.12 -57.00-150.00   91
  2  ω    -66.00  28.00   1.00    1.18    --  -41.12  57.00   0.00   94
  3  ω    -89.00 -54.00   1.00    1.18    --  -41.12 125.00  60.00   35
  4  ω    -33.00  61.00   1.00    1.18    --   41.12 -37.00  60.00   94
  5  ω     37.00 128.00   1.00   10.00    --  105.32 -61.00-180.00   91
  6  ω     77.00 120.00   1.00   10.00    --  105.32  61.00  30.00   43
  7  ω     37.00 113.00   1.00   10.00    --  105.32 -77.00 -30.00   76
  8  ω     34.00  60.00   1.00   10.00    --  105.32-125.00   0.00   26
  9  ω     65.00 103.00   1.00   10.00    --  105.32 -94.00  60.00   38
 10  ω     76.00 109.00   1.00   10.00    --  105.32-125.00   0.00   33
 11  ω     35.00 130.00   1.00   10.00    --  105.32 -45.00  60.00   95
 12  ω     24.00  62.00   1.00   10.00    --  105.32 -94.00  90.00   38
 13  ω     93.00 168.00   1.00   10.00    --  105.32  45.00 150.00   75
 14  ω    147.00 173.00   1.00   10.00    --  105.32  61.00  30.00   26
 15  ω     60.00 109.00   1.00   10.00    --  105.32 -94.00-180.00   49
 16  ω     83.00 108.00   1.00   10.00    --  105.32 -94.00  90.00   25
 17  ω     39.00 173.00   1.00   10.00    --  105.32   0.00 -60.00  134
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1481158000
_diffrn_orient_matrix_UB_12      0.0029651000
_diffrn_orient_matrix_UB_13      0.0342620000
_diffrn_orient_matrix_UB_21      -0.0039233000
_diffrn_orient_matrix_UB_22      0.1041046000
_diffrn_orient_matrix_UB_23      0.0598469000
_diffrn_orient_matrix_UB_31      0.0008714000
_diffrn_orient_matrix_UB_32      -0.0333375000
_diffrn_orient_matrix_UB_33      0.1899834000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1970
_reflns_number_total             2234
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.587
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2234
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0751
_refine_ls_R_factor_gt           0.0698
_refine_ls_restrained_S_all      1.123
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1145P)²+0.4981P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2135
_refine_ls_wR_factor_ref         0.2201
_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:
 C003(H003), C004(H004), C005(H005), C007(H007), C00A(H00A), C00B(H00B),
 C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G), C00H(H00H)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C001 C 0.47317(19) 0.41128(13) 0.5701(2) 0.0423(5) Uani 1 1 d . . . . .
C002 C 0.39995(19) 0.56751(13) 0.4632(2) 0.0418(5) Uani 1 1 d . . . . .
C003 C 0.37671(19) 0.47931(13) 0.5334(3) 0.0440(5) Uani 1 1 d . . . . .
H003 H 0.294855 0.465590 0.556266 0.053 Uiso 1 1 calc R . . . .
C004 C 0.3005(2) 0.63646(14) 0.4212(3) 0.0458(5) Uani 1 1 d . . . . .
H004 H 0.218204 0.622170 0.441652 0.055 Uiso 1 1 calc R . . . .
C005 C 0.4527(2) 0.32049(14) 0.6425(3) 0.0491(5) Uani 1 1 d . . . . .
H005 H 0.371543 0.305013 0.665728 0.059 Uiso 1 1 calc R . . . .
C006 C 0.3227(2) 0.72266(14) 0.3521(3) 0.0475(5) Uani 1 1 d . . . . .
C007 C 0.5500(2) 0.25597(14) 0.6782(3) 0.0512(6) Uani 1 1 d . . . . .
H007 H 0.533301 0.196885 0.723194 0.061 Uiso 1 1 calc R . . . .
C008 C 0.2128(2) 0.78986(16) 0.2989(3) 0.0503(6) Uani 1 1 d . . . . .
C009 C 0.2190(2) 0.88569(16) 0.3545(3) 0.0524(6) Uani 1 1 d . . . . .
C00A C 0.1051(2) 0.75737(17) 0.1903(3) 0.0545(6) Uani 1 1 d . . . . .
H00A H 0.102105 0.694371 0.153954 0.065 Uiso 1 1 calc R . . . .
C00B C 0.3252(2) 0.92350(15) 0.4729(3) 0.0538(6) Uani 1 1 d . . . . .
H00B H 0.394768 0.884964 0.516544 0.065 Uiso 1 1 calc R . . . .
C00C C 0.1127(2) 0.94607(19) 0.2943(4) 0.0652(7) Uani 1 1 d . . . . .
C00D C 0.3241(3) 1.01728(18) 0.5222(4) 0.0719(8) Uani 1 1 d . . . . .
H00D H 0.392922 1.040808 0.601642 0.086 Uiso 1 1 calc R . . . .
C00E C -0.0006(3) 0.8165(2) 0.1327(4) 0.0794(9) Uani 1 1 d . . . . .
H00E H -0.072937 0.792426 0.060716 0.095 Uiso 1 1 calc R . . . .
C00F C 0.0035(3) 0.9109(2) 0.1838(5) 0.0815(9) Uani 1 1 d . . . . .
H00F H -0.065723 0.950764 0.145140 0.098 Uiso 1 1 calc R . . . .
C00G C 0.1201(3) 1.0427(2) 0.3455(5) 0.0870(10) Uani 1 1 d . . . . .
H00G H 0.052679 1.083312 0.301940 0.104 Uiso 1 1 calc R . . . .
C00H C 0.2237(4) 1.0780(2) 0.4572(5) 0.0901(10) Uani 1 1 d . . . . .
H00H H 0.226771 1.141663 0.489250 0.108 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
C001 C002 1.436(3) 3_666 ?
C001 C003 1.392(3) . ?
C001 C005 1.427(3) . ?
C002 C003 1.394(3) . ?
C002 C004 1.427(3) . ?
C004 C006 1.363(3) . ?
C005 C007 1.364(3) . ?
C006 C007 1.434(3) 3_666 ?
C006 C008 1.500(3) . ?
C008 C009 1.415(3) . ?
C008 C00A 1.373(3) . ?
C009 C00B 1.426(3) . ?
C009 C00C 1.422(3) . ?
C00A C00E 1.403(3) . ?
C00B C00D 1.376(3) . ?
C00C C00F 1.405(4) . ?
C00C C00G 1.417(4) . ?
C00D C00H 1.388(4) . ?
C00E C00F 1.387(4) . ?
C00G C00H 1.368(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C003 C001 C002 119.45(18) . 3_666 ?
C003 C001 C005 122.95(19) . . ?
C005 C001 C002 117.59(18) . 3_666 ?
C003 C002 C001 119.02(18) . 3_666 ?
C003 C002 C004 121.67(18) . . ?
C004 C002 C001 119.30(18) . 3_666 ?
C001 C003 C002 121.53(19) . . ?
C006 C004 C002 121.87(19) . . ?
C007 C005 C001 121.3(2) . . ?
C004 C006 C007 118.58(19) . 3_666 ?
C004 C006 C008 119.65(19) . . ?
C007 C006 C008 121.65(18) 3_666 . ?
C005 C007 C006 121.35(19) . 3_666 ?
C009 C008 C006 121.7(2) . . ?
C00A C008 C006 118.7(2) . . ?
C00A C008 C009 119.7(2) . . ?
C008 C009 C00B 122.9(2) . . ?
C008 C009 C00C 118.5(2) . . ?
C00C C009 C00B 118.6(2) . . ?
C008 C00A C00E 121.9(2) . . ?
C00D C00B C009 119.7(2) . . ?
C00F C00C C009 120.6(3) . . ?
C00F C00C C00G 120.6(2) . . ?
C00G C00C C009 118.7(3) . . ?
C00B C00D C00H 122.2(3) . . ?
C00F C00E C00A 119.6(3) . . ?
C00E C00F C00C 119.7(2) . . ?
C00H C00G C00C 121.7(3) . . ?
C00G C00H C00D 119.1(3) . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.278 0.181 0.800 7.2 0.1 ?
2 0.278 0.319 0.300 7.2 0.1 ?
3 0.722 0.681 0.700 7.2 0.1 ?
4 0.722 0.819 0.200 7.2 0.1 ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.227
_oxdiff_exptl_absorpt_empirical_full_min 0.745
