# 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_t
_audit_block_doi                 10.5517/ccdc.csd.cc21c32m
_database_code_depnum_ccdc_archive 'CCDC 1887499'
_audit_update_record             
;
2019-04-02 deposited with the CCDC.	2020-02-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H36 N2 O4, 0.5(C6 H14)'
_chemical_formula_sum            'C47 H43 N2 O4'
_chemical_formula_weight         699.83

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           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/c  '
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.2320(13)
_cell_length_b                   9.8043(10)
_cell_length_c                   32.921(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.063(2)
_cell_angle_gamma                90.00
_cell_volume                     3942.5(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4708
_cell_measurement_theta_min      2.17
_cell_measurement_theta_max      27.47

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.179
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1484.0
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            28313
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_av_sigmaI/netI    0.0618
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         2.17
_diffrn_reflns_theta_max         25.00
_reflns_number_total             6949
_reflns_number_gt                3806
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6949
_refine_ls_number_parameters     468
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1268
_refine_ls_R_factor_gt           0.0633
_refine_ls_wR_factor_ref         0.1941
_refine_ls_wR_factor_gt          0.1722
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_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
O4 O -0.50208(16) -0.6363(2) -0.07078(6) 0.0688(7) Uani 1 1 d . . .
N2 N -0.52652(17) -0.7814(2) -0.15423(6) 0.0449(6) Uani 1 1 d . . .
H2 H -0.5852 -0.7823 -0.1410 0.054 Uiso 1 1 calc R . .
C8 C -0.3404(2) -0.9434(3) -0.27286(7) 0.0420(7) Uani 1 1 d . . .
O3 O -0.27007(16) -0.6726(2) -0.17253(5) 0.0613(6) Uani 1 1 d . . .
C22 C -0.4401(2) -0.8613(3) -0.21383(7) 0.0407(7) Uani 1 1 d . . .
H22 H -0.3760 -0.8176 -0.2046 0.049 Uiso 1 1 calc R . .
O2 O -0.81068(16) -0.9800(2) -0.19910(7) 0.0745(7) Uani 1 1 d . . .
C26 C -0.6296(2) -0.9180(3) -0.20505(7) 0.0397(7) Uani 1 1 d . . .
C27 C -0.5320(2) -0.8533(3) -0.19101(7) 0.0373(7) Uani 1 1 d . . .
C23 C -0.4422(2) -0.9333(3) -0.25008(7) 0.0390(7) Uani 1 1 d . . .
C32 C -0.3331(2) -0.6661(3) -0.14479(7) 0.0436(7) Uani 1 1 d . . .
O1 O -0.73384(16) -0.8572(2) -0.14873(6) 0.0729(7) Uani 1 1 d . . .
C24 C -0.5396(2) -0.9942(3) -0.26443(8) 0.0437(7) Uani 1 1 d . . .
H24 H -0.5428 -1.0405 -0.2891 0.052 Uiso 1 1 calc R . .
C33 C -0.3251(2) -0.6021(3) -0.10521(7) 0.0436(7) Uani 1 1 d . . .
C25 C -0.6308(2) -0.9860(3) -0.24208(8) 0.0439(7) Uani 1 1 d . . .
H25 H -0.6953 -1.0272 -0.2520 0.053 Uiso 1 1 calc R . .
C2 C -0.1387(2) -0.9831(3) -0.27267(7) 0.0405(7) Uani 1 1 d . . .
C9 C -0.2451(2) -1.0527(3) -0.21288(8) 0.0431(7) Uani 1 1 d . . .
C34 C -0.4370(2) -0.6459(3) -0.09775(8) 0.0492(8) Uani 1 1 d . . .
C31 C -0.4433(2) -0.7123(3) -0.13709(7) 0.0419(7) Uani 1 1 d . . .
N1 N -0.10931(19) -0.4040(3) -0.04653(7) 0.0665(8) Uani 1 1 d . . .
C35 C -0.2311(2) -0.5343(3) -0.09037(8) 0.0496(8) Uani 1 1 d . . .
H35 H -0.1736 -0.5368 -0.1077 0.059 Uiso 1 1 calc R . .
C16 C -0.3489(2) -0.8926(3) -0.31541(7) 0.0443(7) Uani 1 1 d . . .
C29 C -0.7268(2) -0.9135(3) -0.18105(9) 0.0512(8) Uani 1 1 d . . .
C1 C -0.2470(2) -0.9902(3) -0.25418(7) 0.0406(7) Uani 1 1 d . . .
C5 C 0.0664(3) -0.9727(4) -0.30501(9) 0.0608(9) Uani 1 1 d . . .
H5 H 0.1351 -0.9693 -0.3158 0.073 Uiso 1 1 calc R . .
C37 C -0.2808(2) -0.4359(3) -0.01958(8) 0.0534(8) Uani 1 1 d . . .
C10 C -0.1869(2) -0.9923(3) -0.18086(8) 0.0532(8) Uani 1 1 d . . .
H10 H -0.1489 -0.9119 -0.1850 0.064 Uiso 1 1 calc R . .
C14 C -0.2999(3) -1.1725(3) -0.20536(9) 0.0586(9) Uani 1 1 d . . .
H14 H -0.3401 -1.2146 -0.2266 0.070 Uiso 1 1 calc R . .
C7 C -0.0746(3) -1.0983(3) -0.27519(9) 0.0570(8) Uani 1 1 d . . .
H7 H -0.0999 -1.1811 -0.2655 0.068 Uiso 1 1 calc R . .
C36 C -0.2078(2) -0.4642(3) -0.05468(8) 0.0520(8) Uani 1 1 d . . .
C39 C -0.3151(3) -0.5656(4) 0.00082(9) 0.0687(10) Uani 1 1 d . . .
H39A H -0.3576 -0.5436 0.0236 0.103 Uiso 1 1 calc R . .
H39B H -0.2512 -0.6160 0.0101 0.103 Uiso 1 1 calc R . .
H39C H -0.3584 -0.6199 -0.0182 0.103 Uiso 1 1 calc R . .
C3 C -0.0970(2) -0.8615(3) -0.28598(8) 0.0536(8) Uani 1 1 d . . .
H3 H -0.1378 -0.7820 -0.2840 0.064 Uiso 1 1 calc R . .
C11 C -0.1844(3) -1.0499(4) -0.14269(9) 0.0743(11) Uani 1 1 d . . .
H11 H -0.1450 -1.0081 -0.1212 0.089 Uiso 1 1 calc R . .
C41 C -0.1056(3) -0.3387(4) -0.00862(9) 0.0761(11) Uani 1 1 d . . .
C4 C 0.0050(3) -0.8561(4) -0.30227(9) 0.0609(9) Uani 1 1 d . . .
H4 H 0.0319 -0.7735 -0.3114 0.073 Uiso 1 1 calc R . .
C40 C -0.2054(3) -0.3528(4) 0.00824(9) 0.0686(10) Uani 1 1 d . . .
C38 C -0.3816(3) -0.3530(4) -0.03448(10) 0.0710(10) Uani 1 1 d . . .
H38A H -0.3583 -0.2701 -0.0469 0.106 Uiso 1 1 calc R . .
H38B H -0.4248 -0.3316 -0.0118 0.106 Uiso 1 1 calc R . .
H38C H -0.4247 -0.4055 -0.0540 0.106 Uiso 1 1 calc R . .
C21 C -0.4048(3) -0.7733(4) -0.32509(8) 0.0586(9) Uani 1 1 d . . .
H21 H -0.4395 -0.7267 -0.3048 0.070 Uiso 1 1 calc R . .
C6 C 0.0264(3) -1.0925(4) -0.29185(10) 0.0647(9) Uani 1 1 d . . .
H6 H 0.0674 -1.1718 -0.2940 0.078 Uiso 1 1 calc R . .
C17 C -0.3022(3) -0.9611(4) -0.34672(8) 0.0646(9) Uani 1 1 d . . .
H17 H -0.2671 -1.0439 -0.3414 0.078 Uiso 1 1 calc R . .
C18 C -0.3063(3) -0.9101(5) -0.38542(9) 0.0893(13) Uani 1 1 d . . .
H18 H -0.2727 -0.9568 -0.4059 0.107 Uiso 1 1 calc R . .
C30 C -0.9104(3) -0.9828(5) -0.17800(13) 0.1046(16) Uani 1 1 d . . .
H30A H -0.9299 -0.8916 -0.1706 0.157 Uiso 1 1 calc R . .
H30B H -0.9001 -1.0374 -0.1539 0.157 Uiso 1 1 calc R . .
H30C H -0.9679 -1.0213 -0.1954 0.157 Uiso 1 1 calc R . .
C45 C -0.2221(3) -0.2957(4) 0.04565(10) 0.0907(13) Uani 1 1 d . . .
H45 H -0.2893 -0.3041 0.0573 0.109 Uiso 1 1 calc R . .
C13 C -0.2969(3) -1.2307(4) -0.16778(11) 0.0736(10) Uani 1 1 d . . .
H13 H -0.3336 -1.3122 -0.1636 0.088 Uiso 1 1 calc R . .
C12 C -0.2398(3) -1.1688(5) -0.13631(11) 0.0800(12) Uani 1 1 d . . .
H12 H -0.2384 -1.2072 -0.1105 0.096 Uiso 1 1 calc R . .
C42 C -0.0201(3) -0.2686(5) 0.01065(12) 0.1170(18) Uani 1 1 d . . .
H42 H 0.0472 -0.2601 -0.0010 0.140 Uiso 1 1 calc R . .
C20 C -0.4103(3) -0.7220(4) -0.36395(10) 0.0813(11) Uani 1 1 d . . .
H20 H -0.4480 -0.6413 -0.3697 0.098 Uiso 1 1 calc R . .
C19 C -0.3606(4) -0.7892(5) -0.39394(10) 0.0975(14) Uani 1 1 d . . .
H19 H -0.3632 -0.7538 -0.4202 0.117 Uiso 1 1 calc R . .
C43 C -0.0385(4) -0.2121(6) 0.04761(13) 0.149(3) Uani 1 1 d . . .
H43 H 0.0173 -0.1628 0.0612 0.179 Uiso 1 1 calc R . .
C44 C -0.1373(4) -0.2261(6) 0.06534(13) 0.134(2) Uani 1 1 d . . .
H44 H -0.1468 -0.1882 0.0908 0.161 Uiso 1 1 calc R . .
C46 C -0.0166(3) -0.4060(5) -0.07234(10) 0.0958(14) Uani 1 1 d . . .
H46A H -0.0392 -0.3733 -0.0990 0.144 Uiso 1 1 calc R . .
H46B H 0.0103 -0.4976 -0.0743 0.144 Uiso 1 1 calc R . .
H46C H 0.0404 -0.3484 -0.0608 0.144 Uiso 1 1 calc R . .
C101 C -0.5638(7) -0.0167(10) -0.0042(3) 0.237(4) Uiso 1 1 d . . .
H10A H -0.6017 0.0603 -0.0170 0.284 Uiso 1 1 calc R . .
H10B H -0.5736 -0.0958 -0.0217 0.284 Uiso 1 1 calc R . .
C99 C -0.7379(8) -0.0486(9) 0.0281(3) 0.239(4) Uiso 1 1 d . . .
H99A H -0.7682 0.0366 0.0364 0.359 Uiso 1 1 calc R . .
H99B H -0.7649 -0.1210 0.0444 0.359 Uiso 1 1 calc R . .
H99C H -0.7589 -0.0651 0.0000 0.359 Uiso 1 1 calc R . .
C100 C -0.6033(11) -0.0424(13) 0.0339(4) 0.336(6) Uiso 1 1 d . . .
H10C H -0.5809 0.0296 0.0528 0.403 Uiso 1 1 calc R . .
H10D H -0.5748 -0.1284 0.0445 0.403 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
O4 C34 1.227(3) . ?
N2 C31 1.323(3) . ?
N2 C27 1.399(3) . ?
C8 C1 1.348(4) . ?
C8 C16 1.485(4) . ?
C8 C23 1.491(4) . ?
O3 C32 1.227(3) . ?
C22 C23 1.385(3) . ?
C22 C27 1.387(3) . ?
O2 C29 1.329(3) . ?
O2 C30 1.436(4) . ?
C26 C25 1.389(3) . ?
C26 C27 1.408(4) . ?
C26 C29 1.463(4) . ?
C23 C24 1.393(4) . ?
C32 C33 1.445(3) . ?
C32 C31 1.458(4) . ?
O1 C29 1.206(3) . ?
C24 C25 1.371(4) . ?
C33 C35 1.394(4) . ?
C33 C34 1.468(4) . ?
C2 C3 1.378(4) . ?
C2 C7 1.380(4) . ?
C2 C1 1.489(4) . ?
C9 C10 1.374(4) . ?
C9 C14 1.381(4) . ?
C9 C1 1.490(4) . ?
C34 C31 1.448(4) . ?
N1 C36 1.355(3) . ?
N1 C41 1.401(4) . ?
N1 C46 1.453(4) . ?
C35 C36 1.378(4) . ?
C16 C21 1.383(4) . ?
C16 C17 1.380(4) . ?
C5 C6 1.352(4) . ?
C5 C4 1.374(4) . ?
C37 C40 1.504(4) . ?
C37 C39 1.509(4) . ?
C37 C36 1.523(4) . ?
C37 C38 1.535(4) . ?
C10 C11 1.376(4) . ?
C14 C13 1.362(4) . ?
C7 C6 1.380(4) . ?
C3 C4 1.384(4) . ?
C11 C12 1.370(5) . ?
C41 C40 1.375(4) . ?
C41 C42 1.377(5) . ?
C40 C45 1.378(4) . ?
C21 C20 1.373(4) . ?
C17 C18 1.367(4) . ?
C18 C19 1.381(5) . ?
C45 C44 1.375(5) . ?
C13 C12 1.361(5) . ?
C42 C43 1.367(5) . ?
C20 C19 1.357(5) . ?
C43 C44 1.377(5) . ?
C101 C100 1.391(14) . ?
C101 C101 1.605(16) 3_455 ?
C99 C100 1.649(13) . ?

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
C31 N2 C27 128.8(2) . . ?
C1 C8 C16 124.0(2) . . ?
C1 C8 C23 120.2(2) . . ?
C16 C8 C23 115.7(2) . . ?
C23 C22 C27 121.2(2) . . ?
C29 O2 C30 116.7(2) . . ?
C25 C26 C27 118.3(2) . . ?
C25 C26 C29 121.2(2) . . ?
C27 C26 C29 120.6(2) . . ?
C22 C27 N2 119.7(2) . . ?
C22 C27 C26 119.6(2) . . ?
N2 C27 C26 120.7(2) . . ?
C22 C23 C24 119.1(2) . . ?
C22 C23 C8 119.3(2) . . ?
C24 C23 C8 121.5(2) . . ?
O3 C32 C33 132.7(3) . . ?
O3 C32 C31 137.4(2) . . ?
C33 C32 C31 89.8(2) . . ?
C25 C24 C23 119.9(2) . . ?
C35 C33 C32 122.6(2) . . ?
C35 C33 C34 147.1(2) . . ?
C32 C33 C34 90.3(2) . . ?
C24 C25 C26 121.9(2) . . ?
C3 C2 C7 117.9(3) . . ?
C3 C2 C1 121.6(3) . . ?
C7 C2 C1 120.4(3) . . ?
C10 C9 C14 117.7(3) . . ?
C10 C9 C1 120.3(3) . . ?
C14 C9 C1 122.0(3) . . ?
O4 C34 C31 132.5(3) . . ?
O4 C34 C33 138.2(2) . . ?
C31 C34 C33 89.3(2) . . ?
N2 C31 C34 127.9(2) . . ?
N2 C31 C32 141.5(2) . . ?
C34 C31 C32 90.6(2) . . ?
C36 N1 C41 111.2(2) . . ?
C36 N1 C46 126.3(2) . . ?
C41 N1 C46 122.5(3) . . ?
C36 C35 C33 131.8(3) . . ?
C21 C16 C17 117.3(3) . . ?
C21 C16 C8 120.7(2) . . ?
C17 C16 C8 122.0(3) . . ?
O1 C29 O2 121.9(3) . . ?
O1 C29 C26 126.1(3) . . ?
O2 C29 C26 112.0(2) . . ?
C8 C1 C2 123.2(2) . . ?
C8 C1 C9 121.8(2) . . ?
C2 C1 C9 114.9(2) . . ?
C6 C5 C4 119.5(3) . . ?
C40 C37 C39 111.2(3) . . ?
C40 C37 C36 101.3(2) . . ?
C39 C37 C36 111.9(3) . . ?
C40 C37 C38 111.3(3) . . ?
C39 C37 C38 110.5(3) . . ?
C36 C37 C38 110.3(2) . . ?
C9 C10 C11 120.6(3) . . ?
C13 C14 C9 122.0(3) . . ?
C6 C7 C2 120.9(3) . . ?
N1 C36 C35 121.8(3) . . ?
N1 C36 C37 108.7(2) . . ?
C35 C36 C37 129.4(3) . . ?
C2 C3 C4 120.8(3) . . ?
C12 C11 C10 120.1(3) . . ?
C40 C41 C42 122.2(3) . . ?
C40 C41 N1 109.0(3) . . ?
C42 C41 N1 128.8(3) . . ?
C5 C4 C3 120.1(3) . . ?
C41 C40 C45 119.8(3) . . ?
C41 C40 C37 109.7(3) . . ?
C45 C40 C37 130.4(3) . . ?
C20 C21 C16 121.6(3) . . ?
C5 C6 C7 120.7(3) . . ?
C18 C17 C16 121.4(3) . . ?
C17 C18 C19 119.8(3) . . ?
C44 C45 C40 118.6(3) . . ?
C14 C13 C12 119.5(3) . . ?
C13 C12 C11 120.1(3) . . ?
C43 C42 C41 117.1(4) . . ?
C19 C20 C21 119.9(4) . . ?
C20 C19 C18 119.9(3) . . ?
C42 C43 C44 121.8(4) . . ?
C45 C44 C43 120.4(3) . . ?
C100 C101 C101 105.3(11) . 3_455 ?
C101 C100 C99 107.1(10) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.463
_refine_diff_density_min         -0.360
_refine_diff_density_rms         0.047
