# Electronic Supplementary Material (ESI) for Nanoscale Advances.
# 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_m
_database_code_depnum_ccdc_archive 'CCDC 1958389'
loop_
_audit_author_name
_audit_author_address
'Vidhi Chaudhary'
;SAIF, IIT Patna
India
;
_audit_update_record             
;
2019-10-09 deposited with the CCDC.	2020-09-22 downloaded from the CCDC.
;
_audit_creation_date             2019-10-01
_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         'C31 H28 N6 O4'
_chemical_formula_sum            'C31 H28 N6 O4'
_chemical_formula_weight         548.59
_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'
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'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   18.836(3)
_cell_length_b                   7.2533(10)
_cell_length_c                   19.682(3)
_cell_angle_alpha                90
_cell_angle_beta                 92.081(4)
_cell_angle_gamma                90
_cell_volume                     2687.3(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.953
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84556
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1152
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0593
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            29871
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.941
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3017
_reflns_number_total             4723
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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         0.163
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     377
_refine_ls_number_reflns         4723
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0943
_refine_ls_R_factor_gt           0.0514
_refine_ls_restrained_S_all      1.033
_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)+(0.0632P)²+0.6576P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1151
_refine_ls_wR_factor_ref         0.1372
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1a)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2a,H2b)
2.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C4(H4), C7(H7), C31(H31), C27(H27), C21(H21), C5(H5), C6(H6),
 C25(H25), C28(H28), C30(H30), C29(H29), C22(H22), C23(H23), C24(H24)
2.d Idealised Me refined as rotating group:
 C19(H19a,H19b,H19c), C13(H13a,H13b,H13c), C14(H14a,H14b,H14c)
;
_atom_sites_solution_hydrogens   mixed
_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
O4 O 0.49547(8) 0.2071(2) 0.82284(8) 0.0541(4) Uani 1 1 d . . . . .
O2 O 0.19127(9) 0.5788(2) 0.66950(8) 0.0576(5) Uani 1 1 d . . . . .
N2 N 0.24975(11) 0.6026(3) 0.78800(9) 0.0481(5) Uani 1 1 d . . . . .
O1 O 0.44042(9) 0.6635(3) 0.68236(9) 0.0775(6) Uani 1 1 d . . . . .
N4 N 0.57548(9) 0.4059(3) 0.88472(9) 0.0511(5) Uani 1 1 d . . . . .
O3 O 0.31972(11) 0.6310(3) 0.48171(8) 0.0829(6) Uani 1 1 d . . . . .
N5 N 0.37860(11) 0.6510(3) 0.58355(9) 0.0568(5) Uani 1 1 d . . . . .
N6 N 0.25607(10) 0.6057(3) 0.57665(9) 0.0535(5) Uani 1 1 d . . . . .
N3 N 0.57397(10) 0.5664(3) 0.92076(10) 0.0579(6) Uani 1 1 d . . . . .
N1 N 0.34262(10) 0.5290(3) 0.91599(10) 0.0611(6) Uani 1 1 d . . . . .
H1 H 0.362729 0.510049 0.955293 0.073 Uiso 1 1 calc R . . . .
C16 C 0.46315(11) 0.4955(3) 0.87975(10) 0.0431(5) Uani 1 1 d . . . . .
C17 C 0.50900(11) 0.3640(3) 0.85950(11) 0.0455(6) Uani 1 1 d . . . . .
C8 C 0.27199(11) 0.5769(3) 0.91456(11) 0.0433(5) Uani 1 1 d . . . . .
C1 C 0.38627(11) 0.5075(3) 0.85758(11) 0.0440(5) Uani 1 1 d . . . . .
H1A H 0.372878 0.392083 0.834659 0.053 Uiso 1 1 calc R . . . .
C9 C 0.22904(11) 0.6122(3) 0.85625(11) 0.0425(5) Uani 1 1 d . . . . .
C26 C 0.52441(11) 0.1931(3) 0.75888(12) 0.0492(6) Uani 1 1 d . . . . .
C10 C 0.31514(12) 0.6274(3) 0.68772(10) 0.0430(5) Uani 1 1 d . . . . .
C2 C 0.37317(12) 0.6663(3) 0.80752(10) 0.0480(6) Uani 1 1 d . . . . .
H2A H 0.364827 0.778560 0.832770 0.058 Uiso 1 1 calc R . . . .
H2B H 0.415346 0.684586 0.781491 0.058 Uiso 1 1 calc R . . . .
C18 C 0.50619(12) 0.6186(3) 0.91852(11) 0.0494(6) Uani 1 1 d . . . . .
C11 C 0.25126(13) 0.6027(3) 0.64648(11) 0.0462(6) Uani 1 1 d . . . . .
C3 C 0.31132(11) 0.6314(3) 0.75988(10) 0.0424(5) Uani 1 1 d . . . . .
C15 C 0.38161(13) 0.6484(3) 0.65461(11) 0.0515(6) Uani 1 1 d . . . . .
C20 C 0.64166(12) 0.3276(4) 0.86678(11) 0.0533(6) Uani 1 1 d . . . . .
C4 C 0.15755(12) 0.6545(3) 0.86331(13) 0.0556(6) Uani 1 1 d . . . . .
H4 H 0.129124 0.673992 0.824347 0.067 Uiso 1 1 calc R . . . .
C12 C 0.31833(15) 0.6292(3) 0.54333(12) 0.0577(7) Uani 1 1 d . . . . .
C7 C 0.23974(13) 0.5940(3) 0.97729(12) 0.0553(6) Uani 1 1 d . . . . .
H7 H 0.267098 0.573780 1.016868 0.066 Uiso 1 1 calc R . . . .
C31 C 0.54655(13) 0.3411(4) 0.72274(12) 0.0615(7) Uani 1 1 d . . . . .
H31 H 0.542576 0.459792 0.740070 0.074 Uiso 1 1 calc R . . . .
C27 C 0.52853(13) 0.0185(4) 0.73345(14) 0.0661(7) Uani 1 1 d . . . . .
H27 H 0.512609 -0.081483 0.758246 0.079 Uiso 1 1 calc R . . . .
C21 C 0.65309(14) 0.1423(4) 0.87204(13) 0.0675(7) Uani 1 1 d . . . . .
H21 H 0.618115 0.065050 0.888226 0.081 Uiso 1 1 calc R . . . .
C5 C 0.12768(14) 0.6683(4) 0.92512(14) 0.0663(7) Uani 1 1 d . . . . .
H5 H 0.079778 0.696839 0.928315 0.080 Uiso 1 1 calc R . . . .
C19 C 0.48590(14) 0.7907(4) 0.95358(14) 0.0686(8) Uani 1 1 d . . . . .
H19A H 0.449245 0.764348 0.984798 0.103 Uiso 1 1 calc GR . . . .
H19B H 0.468722 0.879094 0.920599 0.103 Uiso 1 1 calc GR . . . .
H19C H 0.526604 0.840193 0.978054 0.103 Uiso 1 1 calc GR . . . .
C6 C 0.16977(14) 0.6393(4) 0.98272(14) 0.0636(7) Uani 1 1 d . . . . .
H6 H 0.150579 0.650529 1.025394 0.076 Uiso 1 1 calc R . . . .
C25 C 0.69282(14) 0.4430(5) 0.84327(13) 0.0710(8) Uani 1 1 d . . . . .
H25 H 0.684527 0.569232 0.840410 0.085 Uiso 1 1 calc R . . . .
C28 C 0.55665(16) -0.0075(5) 0.67045(16) 0.0807(9) Uani 1 1 d . . . . .
H28 H 0.559431 -0.125782 0.652540 0.097 Uiso 1 1 calc R . . . .
C30 C 0.57506(15) 0.3121(5) 0.65981(13) 0.0746(8) Uani 1 1 d . . . . .
H30 H 0.590700 0.412050 0.634837 0.090 Uiso 1 1 calc R . . . .
C13 C 0.19115(14) 0.5785(4) 0.53419(13) 0.0718(8) Uani 1 1 d . . . . .
H13A H 0.190270 0.455009 0.516611 0.108 Uiso 1 1 calc GR . . . .
H13B H 0.190441 0.664564 0.497118 0.108 Uiso 1 1 calc GR . . . .
H13C H 0.150320 0.598108 0.561082 0.108 Uiso 1 1 calc GR . . . .
C29 C 0.58041(16) 0.1389(6) 0.63416(15) 0.0824(9) Uani 1 1 d . . . . .
H29 H 0.600174 0.120314 0.592085 0.099 Uiso 1 1 calc R . . . .
C22 C 0.71771(18) 0.0710(5) 0.85287(16) 0.0885(10) Uani 1 1 d . . . . .
H22 H 0.726524 -0.054823 0.856311 0.106 Uiso 1 1 calc R . . . .
C14 C 0.44558(15) 0.6724(5) 0.54914(14) 0.0870(10) Uani 1 1 d . . . . .
H14A H 0.460476 0.798840 0.551642 0.131 Uiso 1 1 calc GR . . . .
H14B H 0.439063 0.636752 0.502352 0.131 Uiso 1 1 calc GR . . . .
H14C H 0.481197 0.595588 0.570824 0.131 Uiso 1 1 calc GR . . . .
C23 C 0.76871(17) 0.1874(7) 0.82874(16) 0.0971(12) Uani 1 1 d . . . . .
H23 H 0.811902 0.139393 0.815647 0.117 Uiso 1 1 calc R . . . .
C24 C 0.75671(16) 0.3708(7) 0.82386(16) 0.0927(11) Uani 1 1 d . . . . .
H24 H 0.791513 0.448225 0.807420 0.111 Uiso 1 1 calc R . . . .
H2 H 0.2145(13) 0.583(3) 0.7586(13) 0.066(8) Uiso 1 1 d . . . . .


_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 C17 1.366(3) . ?
O4 C26 1.393(3) . ?
O2 C11 1.245(3) . ?
N2 C9 1.414(3) . ?
N2 C3 1.320(3) . ?
O1 C15 1.222(3) . ?
N4 N3 1.364(3) . ?
N4 C17 1.364(3) . ?
N4 C20 1.426(3) . ?
O3 C12 1.214(3) . ?
N5 C15 1.398(3) . ?
N5 C12 1.369(3) . ?
N5 C14 1.462(3) . ?
N6 C11 1.381(3) . ?
N6 C12 1.375(3) . ?
N6 C13 1.469(3) . ?
N3 C18 1.331(3) . ?
N1 C8 1.374(3) . ?
N1 C1 1.446(3) . ?
C16 C17 1.356(3) . ?
C16 C1 1.500(3) . ?
C16 C18 1.411(3) . ?
C8 C9 1.403(3) . ?
C8 C7 1.401(3) . ?
C1 C2 1.529(3) . ?
C9 C4 1.393(3) . ?
C26 C31 1.362(3) . ?
C26 C27 1.365(3) . ?
C10 C11 1.438(3) . ?
C10 C3 1.425(3) . ?
C10 C15 1.441(3) . ?
C2 C3 1.490(3) . ?
C18 C19 1.483(3) . ?
C20 C21 1.364(4) . ?
C20 C25 1.370(4) . ?
C4 C5 1.363(3) . ?
C7 C6 1.366(3) . ?
C31 C30 1.384(4) . ?
C27 C28 1.379(4) . ?
C21 C22 1.387(4) . ?
C5 C6 1.376(4) . ?
C25 C24 1.379(4) . ?
C28 C29 1.364(4) . ?
C30 C29 1.359(4) . ?
C22 C23 1.376(5) . ?
C23 C24 1.352(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
C17 O4 C26 117.80(17) . . ?
C3 N2 C9 131.9(2) . . ?
N3 N4 C17 110.06(18) . . ?
N3 N4 C20 120.23(19) . . ?
C17 N4 C20 128.4(2) . . ?
C15 N5 C14 117.4(2) . . ?
C12 N5 C15 125.4(2) . . ?
C12 N5 C14 117.1(2) . . ?
C11 N6 C13 118.7(2) . . ?
C12 N6 C11 124.4(2) . . ?
C12 N6 C13 116.88(19) . . ?
C18 N3 N4 105.30(18) . . ?
C8 N1 C1 126.09(19) . . ?
C17 C16 C1 125.0(2) . . ?
C17 C16 C18 104.15(19) . . ?
C18 C16 C1 130.5(2) . . ?
N4 C17 O4 121.9(2) . . ?
C16 C17 O4 129.2(2) . . ?
C16 C17 N4 108.8(2) . . ?
N1 C8 C9 126.28(19) . . ?
N1 C8 C7 117.0(2) . . ?
C7 C8 C9 116.7(2) . . ?
N1 C1 C16 110.25(18) . . ?
N1 C1 C2 110.37(18) . . ?
C16 C1 C2 111.28(18) . . ?
C8 C9 N2 126.7(2) . . ?
C4 C9 N2 114.0(2) . . ?
C4 C9 C8 119.3(2) . . ?
C31 C26 O4 123.5(2) . . ?
C31 C26 C27 121.1(2) . . ?
C27 C26 O4 115.4(2) . . ?
C11 C10 C15 118.75(19) . . ?
C3 C10 C11 119.6(2) . . ?
C3 C10 C15 121.7(2) . . ?
C3 C2 C1 112.44(18) . . ?
N3 C18 C16 111.7(2) . . ?
N3 C18 C19 119.2(2) . . ?
C16 C18 C19 129.2(2) . . ?
O2 C11 N6 117.2(2) . . ?
O2 C11 C10 124.3(2) . . ?
N6 C11 C10 118.4(2) . . ?
N2 C3 C10 119.46(19) . . ?
N2 C3 C2 116.21(19) . . ?
C10 C3 C2 124.33(19) . . ?
O1 C15 N5 116.7(2) . . ?
O1 C15 C10 126.6(2) . . ?
N5 C15 C10 116.7(2) . . ?
C21 C20 N4 120.7(2) . . ?
C21 C20 C25 121.1(3) . . ?
C25 C20 N4 118.2(3) . . ?
C5 C4 C9 122.5(2) . . ?
O3 C12 N5 121.9(2) . . ?
O3 C12 N6 121.8(2) . . ?
N5 C12 N6 116.2(2) . . ?
C6 C7 C8 122.7(2) . . ?
C26 C31 C30 118.9(3) . . ?
C26 C27 C28 119.0(3) . . ?
C20 C21 C22 118.9(3) . . ?
C4 C5 C6 118.7(2) . . ?
C7 C6 C5 120.1(2) . . ?
C20 C25 C24 119.6(3) . . ?
C29 C28 C27 120.6(3) . . ?
C29 C30 C31 120.6(3) . . ?
C30 C29 C28 119.6(3) . . ?
C23 C22 C21 119.7(3) . . ?
C24 C23 C22 120.7(3) . . ?
C23 C24 C25 119.9(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
