# 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_a
_database_code_depnum_ccdc_archive 'CCDC 2036273'
loop_
_audit_author_name
_audit_author_address
Li
;Zhejiang University of Technology
China
;
_audit_update_record             
;
2020-10-09 deposited with the CCDC.	2020-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H27 N3 O2'
_chemical_formula_weight         521.60

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P-1   '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.253(6)
_cell_length_b                   13.089(9)
_cell_length_c                   14.030(9)
_cell_angle_alpha                64.434(12)
_cell_angle_beta                 84.217(14)
_cell_angle_gamma                82.210(13)
_cell_volume                     1353.1(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    431
_cell_measurement_theta_min      2.82
_cell_measurement_theta_max      18.32

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             548
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9779
_exptl_absorpt_correction_T_max  0.9826
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6928
_diffrn_reflns_av_R_equivalents  0.0623
_diffrn_reflns_av_sigmaI/netI    0.1541
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.73
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4738
_reflns_number_gt                1811
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0400P)²+1.4200P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4738
_refine_ls_number_parameters     361
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1899
_refine_ls_R_factor_gt           0.0697
_refine_ls_wR_factor_ref         0.2281
_refine_ls_wR_factor_gt          0.1361
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.090
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 1.0732(5) 0.5399(3) 1.0767(4) 0.0711(14) Uani 1 1 d . . .
O2 O 0.8196(6) 0.7770(4) 1.2013(3) 0.0690(13) Uani 1 1 d . . .
N1 N 0.7925(6) 0.9933(4) 0.5579(3) 0.0486(13) Uani 1 1 d . . .
N2 N 0.8498(6) 0.6641(4) 1.0477(3) 0.0458(13) Uani 1 1 d . . .
N3 N 0.6791(6) 0.8222(4) 1.0548(3) 0.0419(12) Uani 1 1 d . . .
C1 C 0.5760(8) 1.1398(5) 0.4656(6) 0.087(3) Uani 1 1 d . . .
H1A H 0.5560 1.2180 0.4160 0.131 Uiso 1 1 calc R . .
H1B H 0.5173 1.1286 0.5315 0.131 Uiso 1 1 calc R . .
H1C H 0.5395 1.0917 0.4381 0.131 Uiso 1 1 calc R . .
C2 C 0.7537(8) 1.1108(5) 0.4831(4) 0.0617(19) Uani 1 1 d . . .
H2A H 0.8126 1.1235 0.4161 0.074 Uiso 1 1 calc R . .
H2B H 0.7905 1.1608 0.5093 0.074 Uiso 1 1 calc R . .
C3 C 0.8288(7) 0.9007(5) 0.5329(4) 0.0497(16) Uani 1 1 d . . .
C4 C 0.8528(8) 0.8983(6) 0.4346(5) 0.0622(19) Uani 1 1 d . . .
H4A H 0.8459 0.9651 0.3726 0.075 Uiso 1 1 calc R . .
C5 C 0.8866(8) 0.7950(7) 0.4320(5) 0.072(2) Uani 1 1 d . . .
H5A H 0.9030 0.7913 0.3669 0.087 Uiso 1 1 calc R . .
C6 C 0.8974(8) 0.6941(6) 0.5247(5) 0.068(2) Uani 1 1 d . . .
H6A H 0.9199 0.6247 0.5201 0.082 Uiso 1 1 calc R . .
C7 C 0.8751(7) 0.6956(5) 0.6233(5) 0.0535(16) Uani 1 1 d . . .
H7A H 0.8825 0.6284 0.6849 0.064 Uiso 1 1 calc R . .
C8 C 0.8414(7) 0.8005(5) 0.6269(4) 0.0437(15) Uani 1 1 d . . .
C9 C 0.8103(6) 0.8341(4) 0.7127(4) 0.0393(14) Uani 1 1 d . . .
C10 C 0.7776(7) 0.9535(5) 0.6670(4) 0.0446(15) Uani 1 1 d . . .
C11 C 0.7409(7) 1.0148(5) 0.7269(4) 0.0507(16) Uani 1 1 d . . .
H11A H 0.7205 1.0938 0.6954 0.061 Uiso 1 1 calc R . .
C12 C 0.7360(7) 0.9547(4) 0.8344(4) 0.0456(15) Uani 1 1 d . . .
H12A H 0.7093 0.9938 0.8766 0.055 Uiso 1 1 calc R . .
C13 C 0.7697(7) 0.8358(4) 0.8832(4) 0.0379(14) Uani 1 1 d . . .
C14 C 0.8065(7) 0.7757(4) 0.8218(4) 0.0402(14) Uani 1 1 d . . .
H14A H 0.8285 0.6968 0.8536 0.048 Uiso 1 1 calc R . .
C15 C 0.7638(7) 0.7788(4) 0.9985(4) 0.0424(15) Uani 1 1 d . . .
C16 C 0.6905(8) 0.7770(5) 1.1644(5) 0.0458(15) Uani 1 1 d . . .
C17 C 0.5431(8) 0.7389(4) 1.2297(4) 0.0476(16) Uani 1 1 d . . .
C18 C 0.3954(8) 0.7493(5) 1.1866(5) 0.0591(18) Uani 1 1 d . . .
H18A H 0.3861 0.7852 1.1136 0.071 Uiso 1 1 calc R . .
C19 C 0.2632(9) 0.7067(6) 1.2514(7) 0.080(2) Uani 1 1 d . . .
H19A H 0.1638 0.7128 1.2225 0.096 Uiso 1 1 calc R . .
C20 C 0.2763(12) 0.6551(6) 1.3584(7) 0.087(3) Uani 1 1 d . . .
H20A H 0.1852 0.6257 1.4017 0.105 Uiso 1 1 calc R . .
C21 C 0.4149(12) 0.6458(6) 1.4021(6) 0.085(3) Uani 1 1 d . . .
H21A H 0.4202 0.6114 1.4753 0.102 Uiso 1 1 calc R . .
C22 C 0.5523(10) 0.6870(5) 1.3393(5) 0.071(2) Uani 1 1 d . . .
H22A H 0.6503 0.6802 1.3700 0.085 Uiso 1 1 calc R . .
C23 C 0.7420(8) 0.5777(4) 1.1173(4) 0.0407(14) Uani 1 1 d . . .
C24 C 0.6005(8) 0.5736(5) 1.0803(5) 0.0485(16) Uani 1 1 d . . .
H24A H 0.5783 0.6188 1.0097 0.058 Uiso 1 1 calc R . .
C25 C 0.4870(8) 0.5022(5) 1.1466(6) 0.0628(19) Uani 1 1 d . . .
H25A H 0.3863 0.5017 1.1226 0.075 Uiso 1 1 calc R . .
C26 C 0.5276(10) 0.4327(5) 1.2484(6) 0.072(2) Uani 1 1 d . . .
H26A H 0.4542 0.3831 1.2936 0.087 Uiso 1 1 calc R . .
C27 C 0.6730(9) 0.4348(5) 1.2847(5) 0.066(2) Uani 1 1 d . . .
H27A H 0.6982 0.3870 1.3542 0.080 Uiso 1 1 calc R . .
C28 C 0.7822(8) 0.5069(5) 1.2193(5) 0.0579(18) Uani 1 1 d . . .
H28A H 0.8824 0.5081 1.2435 0.069 Uiso 1 1 calc R . .
C29 C 1.0140(8) 0.6383(5) 1.0344(5) 0.0492(16) Uani 1 1 d . . .
C30 C 1.1096(7) 0.7357(5) 0.9719(4) 0.0449(15) Uani 1 1 d . . .
C31 C 1.0971(8) 0.8343(5) 0.9860(5) 0.0563(17) Uani 1 1 d . . .
H31A H 1.0196 0.8457 1.0343 0.068 Uiso 1 1 calc R . .
C32 C 1.2020(10) 0.9164(6) 0.9268(6) 0.079(2) Uani 1 1 d . . .
H32A H 1.1945 0.9824 0.9372 0.095 Uiso 1 1 calc R . .
C33 C 1.3154(9) 0.9036(7) 0.8542(6) 0.082(2) Uani 1 1 d . . .
H33A H 1.3827 0.9605 0.8146 0.099 Uiso 1 1 calc R . .
C34 C 1.3281(9) 0.8059(7) 0.8407(5) 0.077(2) Uani 1 1 d . . .
H34A H 1.4046 0.7964 0.7910 0.093 Uiso 1 1 calc R . .
C35 C 1.2302(9) 0.7212(5) 0.8992(5) 0.065(2) Uani 1 1 d . . .
H35A H 1.2436 0.6538 0.8907 0.078 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
O1 C29 1.217(6) . ?
O2 C16 1.231(7) . ?
N1 C10 1.386(6) . ?
N1 C3 1.389(7) . ?
N1 C2 1.452(6) . ?
N2 C29 1.365(7) . ?
N2 C15 1.466(6) . ?
N2 C23 1.472(7) . ?
N3 C15 1.267(6) . ?
N3 C16 1.396(7) . ?
C1 C2 1.483(8) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.387(8) . ?
C3 C8 1.403(7) . ?
C4 C5 1.359(9) . ?
C4 H4A 0.9300 . ?
C5 C6 1.397(9) . ?
C5 H5A 0.9300 . ?
C6 C7 1.385(8) . ?
C6 H6A 0.9300 . ?
C7 C8 1.385(7) . ?
C7 H7A 0.9300 . ?
C8 C9 1.440(7) . ?
C9 C14 1.384(7) . ?
C9 C10 1.407(7) . ?
C10 C11 1.382(7) . ?
C11 C12 1.367(7) . ?
C11 H11A 0.9300 . ?
C12 C13 1.403(7) . ?
C12 H12A 0.9300 . ?
C13 C14 1.387(7) . ?
C13 C15 1.459(7) . ?
C14 H14A 0.9300 . ?
C16 C17 1.454(8) . ?
C17 C18 1.380(8) . ?
C17 C22 1.393(8) . ?
C18 C19 1.362(9) . ?
C18 H18A 0.9300 . ?
C19 C20 1.364(10) . ?
C19 H19A 0.9300 . ?
C20 C21 1.318(10) . ?
C20 H20A 0.9300 . ?
C21 C22 1.381(10) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9300 . ?
C23 C24 1.342(7) . ?
C23 C28 1.372(7) . ?
C24 C25 1.388(8) . ?
C24 H24A 0.9300 . ?
C25 C26 1.368(9) . ?
C25 H25A 0.9300 . ?
C26 C27 1.358(9) . ?
C26 H26A 0.9300 . ?
C27 C28 1.364(8) . ?
C27 H27A 0.9300 . ?
C28 H28A 0.9300 . ?
C29 C30 1.478(8) . ?
C30 C31 1.376(8) . ?
C30 C35 1.407(8) . ?
C31 C32 1.390(9) . ?
C31 H31A 0.9300 . ?
C32 C33 1.362(10) . ?
C32 H32A 0.9300 . ?
C33 C34 1.360(10) . ?
C33 H33A 0.9300 . ?
C34 C35 1.371(9) . ?
C34 H34A 0.9300 . ?
C35 H35A 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
C10 N1 C3 108.6(5) . . ?
C10 N1 C2 125.1(5) . . ?
C3 N1 C2 125.8(5) . . ?
C29 N2 C15 124.5(5) . . ?
C29 N2 C23 122.3(5) . . ?
C15 N2 C23 113.2(5) . . ?
C15 N3 C16 122.5(5) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 C1 112.3(5) . . ?
N1 C2 H2A 109.1 . . ?
C1 C2 H2A 109.1 . . ?
N1 C2 H2B 109.1 . . ?
C1 C2 H2B 109.1 . . ?
H2A C2 H2B 107.9 . . ?
C4 C3 N1 129.5(6) . . ?
C4 C3 C8 121.5(6) . . ?
N1 C3 C8 109.0(5) . . ?
C5 C4 C3 117.8(6) . . ?
C5 C4 H4A 121.1 . . ?
C3 C4 H4A 121.1 . . ?
C4 C5 C6 121.6(6) . . ?
C4 C5 H5A 119.2 . . ?
C6 C5 H5A 119.2 . . ?
C7 C6 C5 121.2(6) . . ?
C7 C6 H6A 119.4 . . ?
C5 C6 H6A 119.4 . . ?
C6 C7 C8 117.7(6) . . ?
C6 C7 H7A 121.1 . . ?
C8 C7 H7A 121.1 . . ?
C7 C8 C3 120.2(5) . . ?
C7 C8 C9 133.0(5) . . ?
C3 C8 C9 106.7(5) . . ?
C14 C9 C10 118.9(5) . . ?
C14 C9 C8 134.2(5) . . ?
C10 C9 C8 106.9(5) . . ?
C11 C10 N1 128.7(5) . . ?
C11 C10 C9 122.6(5) . . ?
N1 C10 C9 108.8(5) . . ?
C12 C11 C10 117.2(5) . . ?
C12 C11 H11A 121.4 . . ?
C10 C11 H11A 121.4 . . ?
C11 C12 C13 122.1(5) . . ?
C11 C12 H12A 118.9 . . ?
C13 C12 H12A 118.9 . . ?
C14 C13 C12 119.8(5) . . ?
C14 C13 C15 121.8(5) . . ?
C12 C13 C15 118.4(5) . . ?
C9 C14 C13 119.4(5) . . ?
C9 C14 H14A 120.3 . . ?
C13 C14 H14A 120.3 . . ?
N3 C15 C13 122.0(5) . . ?
N3 C15 N2 120.5(5) . . ?
C13 C15 N2 117.3(5) . . ?
O2 C16 N3 119.6(6) . . ?
O2 C16 C17 122.8(6) . . ?
N3 C16 C17 117.5(6) . . ?
C18 C17 C22 118.9(6) . . ?
C18 C17 C16 122.1(6) . . ?
C22 C17 C16 119.0(6) . . ?
C19 C18 C17 119.7(7) . . ?
C19 C18 H18A 120.2 . . ?
C17 C18 H18A 120.2 . . ?
C18 C19 C20 120.2(8) . . ?
C18 C19 H19A 119.9 . . ?
C20 C19 H19A 119.9 . . ?
C21 C20 C19 121.5(8) . . ?
C21 C20 H20A 119.2 . . ?
C19 C20 H20A 119.2 . . ?
C20 C21 C22 120.2(8) . . ?
C20 C21 H21A 119.9 . . ?
C22 C21 H21A 119.9 . . ?
C21 C22 C17 119.5(7) . . ?
C21 C22 H22A 120.2 . . ?
C17 C22 H22A 120.2 . . ?
C24 C23 C28 121.0(6) . . ?
C24 C23 N2 118.4(5) . . ?
C28 C23 N2 120.5(6) . . ?
C23 C24 C25 120.4(6) . . ?
C23 C24 H24A 119.8 . . ?
C25 C24 H24A 119.8 . . ?
C26 C25 C24 118.1(6) . . ?
C26 C25 H25A 121.0 . . ?
C24 C25 H25A 121.0 . . ?
C27 C26 C25 121.3(7) . . ?
C27 C26 H26A 119.4 . . ?
C25 C26 H26A 119.4 . . ?
C26 C27 C28 120.1(6) . . ?
C26 C27 H27A 120.0 . . ?
C28 C27 H27A 120.0 . . ?
C27 C28 C23 119.1(6) . . ?
C27 C28 H28A 120.4 . . ?
C23 C28 H28A 120.4 . . ?
O1 C29 N2 119.5(6) . . ?
O1 C29 C30 124.2(6) . . ?
N2 C29 C30 116.2(5) . . ?
C31 C30 C35 118.6(6) . . ?
C31 C30 C29 124.6(6) . . ?
C35 C30 C29 116.6(6) . . ?
C30 C31 C32 118.9(7) . . ?
C30 C31 H31A 120.5 . . ?
C32 C31 H31A 120.5 . . ?
C33 C32 C31 122.3(7) . . ?
C33 C32 H32A 118.8 . . ?
C31 C32 H32A 118.8 . . ?
C34 C33 C32 118.6(8) . . ?
C34 C33 H33A 120.7 . . ?
C32 C33 H33A 120.7 . . ?
C33 C34 C35 121.2(7) . . ?
C33 C34 H34A 119.4 . . ?
C35 C34 H34A 119.4 . . ?
C34 C35 C30 120.3(6) . . ?
C34 C35 H35A 119.9 . . ?
C30 C35 H35A 119.9 . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.519
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.141
