# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_20210427b
_database_code_depnum_ccdc_archive 'CCDC 2150418'
loop_
_audit_author_name
_audit_author_address
'Hongyu Wang'
;Shanghai University
China
;
_audit_update_record             
;
2022-02-07 deposited with the CCDC.	2023-04-11 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H50 I2 N4 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         896.66

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.0173(6)
_cell_length_b                   10.7503(7)
_cell_length_c                   10.7734(7)
_cell_angle_alpha                100.610(2)
_cell_angle_beta                 97.390(2)
_cell_angle_gamma                115.100(2)
_cell_volume                     1004.42(11)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9759
_cell_measurement_theta_min      5.01
_cell_measurement_theta_max      66.70
_cell_measurement_temperature    150.(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.080
_exptl_crystal_density_diffrn    1.482
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             452

_exptl_absorpt_coefficient_mu    12.595
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
;
_exptl_absorpt_correction_T_min  0.24
_exptl_absorpt_correction_T_max  0.43

_exptl_special_details           
;
;

_diffrn_ambient_temperature      150.(2)

_diffrn_source                   'Microfocus sealed tube'
_diffrn_source_type              'Incoatec Ius 3.0'
_diffrn_source_power             ?
_diffrn_source_current           ?
_diffrn_source_voltage           ?

_diffrn_radiation_probe          ?
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Helios MX Multilayer Optic'

_diffrn_measurement_device       ?
_diffrn_measurement_device_type  'Bruker D8 VENTURE DUO PHOTON III'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            21620
_diffrn_reflns_av_R_equivalents  0.0286
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_theta_min         5.01
_diffrn_reflns_theta_max         66.69
_diffrn_reflns_theta_full        66.69
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12

_refine_special_details          
;
;

_reflns_number_total             3494
_reflns_number_gt                3490
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0243
_refine_ls_R_factor_gt           0.0228
_refine_ls_wR_factor_gt          0.0687
_refine_ls_wR_factor_ref         0.0850
_refine_ls_goodness_of_fit_ref   1.323
_refine_ls_restrained_S_all      1.323
_refine_ls_number_reflns         3494
_refine_ls_number_parameters     231
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0453P)²+0.6837P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.906
_refine_diff_density_min         -0.943
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 994)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I I1 0.02671(2) 0.23949(2) 0.02200(2) 0.03234(11) Uani d . . . 1 . .
O O1 0.2896(2) 0.8274(2) 0.4131(2) 0.0262(4) Uani d . . . 1 . .
H H1 0.275065 0.88346 0.468457 0.039 Uiso calc U . R 1 . .
N N1 0.5620(2) 0.8230(2) 0.5487(2) 0.0158(4) Uani d . . . 1 . .
H H1A 0.468009 0.799411 0.511712 0.019 Uiso calc U . R 1 . .
N N2 0.4555(2) 1.0335(2) 0.7105(2) 0.0164(4) Uani d . . . 1 . .
H H2 0.544804 1.082673 0.695403 0.02 Uiso calc U . R 1 . .
C C1 0.6452(3) 0.7950(3) 0.3365(3) 0.0166(5) Uani d . . . 1 . .
C C2 0.6720(3) 0.8267(3) 0.4832(3) 0.0164(5) Uani d . . . 1 . .
C C3 0.8027(3) 0.8707(3) 0.5752(3) 0.0204(5) Uani d . . . 1 . .
H H3 0.89794 0.883524 0.558518 0.024 Uiso calc U . R 1 . .
C C4 0.7706(3) 0.8937(3) 0.6996(3) 0.0205(5) Uani d . . . 1 . .
H H4 0.840388 0.925647 0.780919 0.025 Uiso calc U . R 1 . .
C C5 0.6200(3) 0.8613(3) 0.6806(2) 0.0161(5) Uani d . . . 1 . .
C C6 0.5187(3) 0.8471(3) 0.7754(3) 0.0187(5) Uani d . . . 1 . .
C C7 0.6173(4) 0.9268(4) 0.9145(3) 0.0274(6) Uani d . . . 1 . .
H H7A 0.685904 0.88664 0.935809 0.041 Uiso calc U . R 1 . .
H H7B 0.551742 0.916416 0.976111 0.041 Uiso calc U . R 1 . .
H H7C 0.676675 1.028096 0.919959 0.041 Uiso calc U . R 1 . .
C C8 0.4265(4) 0.6884(3) 0.7693(3) 0.0282(6) Uani d . . . 1 . .
H H8A 0.365208 0.635799 0.68091 0.042 Uiso calc U . R 1 . .
H H8B 0.359849 0.678626 0.829863 0.042 Uiso calc U . R 1 . .
H H8C 0.495876 0.649708 0.793287 0.042 Uiso calc U . R 1 . .
C C9 0.4100(3) 0.9069(3) 0.7441(2) 0.0160(5) Uani d . . . 1 . .
C C10 0.2646(3) 0.8642(3) 0.7584(3) 0.0205(5) Uani d . . . 1 . .
H H10 0.203681 0.779867 0.78092 0.025 Uiso calc U . R 1 . .
C C11 0.2210(3) 0.9685(3) 0.7333(3) 0.0205(5) Uani d . . . 1 . .
H H11 0.125892 0.966715 0.736448 0.025 Uiso calc U . R 1 . .
C C12 0.3406(3) 1.0721(3) 0.7040(2) 0.0163(5) Uani d . . . 1 . .
C C13 0.7692(3) 0.7589(3) 0.2943(3) 0.0236(6) Uani d . . . 1 . .
H H13A 0.753019 0.737873 0.199608 0.035 Uiso calc U . R 1 . .
H H13B 0.764086 0.675622 0.322389 0.035 Uiso calc U . R 1 . .
H H13C 0.869092 0.840373 0.334261 0.035 Uiso calc U . R 1 . .
C C14 0.4924(3) 0.6654(3) 0.2667(3) 0.0168(5) Uani d . . . 1 . .
C C15 0.4339(4) 0.6458(3) 0.1349(3) 0.0252(6) Uani d . . . 1 . .
H H15 0.485425 0.716406 0.092869 0.03 Uiso calc U . R 1 . .
C C16 0.3023(4) 0.5254(3) 0.0655(3) 0.0274(6) Uani d . . . 1 . .
H H16 0.264104 0.513255 -0.023625 0.033 Uiso calc U . R 1 . .
C C17 0.2266(3) 0.4223(3) 0.1270(3) 0.0220(5) Uani d . . . 1 . .
C C18 0.2814(3) 0.4382(3) 0.2560(3) 0.0214(5) Uani d . . . 1 . .
H H18 0.228498 0.367766 0.297696 0.026 Uiso calc U . R 1 . .
C C19 0.4150(3) 0.5587(3) 0.3245(3) 0.0191(5) Uani d . . . 1 . .
H H19 0.45423 0.568307 0.41275 0.023 Uiso calc U . R 1 . .
C C20 0.0535(4) 0.6193(4) 0.3964(5) 0.0527(10) Uani d . . . 1 . .
H H20A -0.042028 0.549141 0.335341 0.079 Uiso calc U . R 1 . .
H H20B 0.03194 0.670435 0.469999 0.079 Uiso calc U . R 1 . .
H H20C 0.108632 0.57046 0.427976 0.079 Uiso calc U . R 1 . .
C C21 0.1482(3) 0.7234(3) 0.3291(3) 0.0296(6) Uani d . . . 1 . .
H H21A 0.166998 0.671027 0.253219 0.036 Uiso calc U . R 1 . .
H H21B 0.091779 0.77198 0.296768 0.036 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
I1 C17 . 2.100(3) ?
O1 C21 . 1.425(4) ?
O1 H1 . 0.84 ?
N1 C2 . 1.374(3) ?
N1 C5 . 1.377(3) ?
N1 H1A . 0.88 ?
N2 C9 . 1.374(3) ?
N2 C12 . 1.377(3) ?
N2 H2 . 0.88 ?
C1 C2 . 1.516(4) ?
C1 C12 2_676 1.525(4) ?
C1 C14 . 1.536(4) ?
C1 C13 . 1.545(3) ?
C2 C3 . 1.374(4) ?
C3 C4 . 1.420(4) ?
C3 H3 . 0.95 ?
C4 C5 . 1.374(4) ?
C4 H4 . 0.95 ?
C5 C6 . 1.513(4) ?
C6 C9 . 1.514(4) ?
C6 C8 . 1.541(4) ?
C6 C7 . 1.544(4) ?
C7 H7A . 0.98 ?
C7 H7B . 0.98 ?
C7 H7C . 0.98 ?
C8 H8A . 0.98 ?
C8 H8B . 0.98 ?
C8 H8C . 0.98 ?
C9 C10 . 1.369(4) ?
C10 C11 . 1.421(4) ?
C10 H10 . 0.95 ?
C11 C12 . 1.367(4) ?
C11 H11 . 0.95 ?
C13 H13A . 0.98 ?
C13 H13B . 0.98 ?
C13 H13C . 0.98 ?
C14 C19 . 1.392(4) ?
C14 C15 . 1.405(4) ?
C15 C16 . 1.384(4) ?
C15 H15 . 0.95 ?
C16 C17 . 1.389(4) ?
C16 H16 . 0.95 ?
C17 C18 . 1.378(4) ?
C18 C19 . 1.391(4) ?
C18 H18 . 0.95 ?
C19 H19 . 0.95 ?
C20 C21 . 1.502(5) ?
C20 H20A . 0.98 ?
C20 H20B . 0.98 ?
C20 H20C . 0.98 ?
C21 H21A . 0.99 ?
C21 H21B . 0.99 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C21 O1 H1 . . 109.5 ?
C2 N1 C5 . . 110.3(2) ?
C2 N1 H1A . . 124.9 ?
C5 N1 H1A . . 124.9 ?
C9 N2 C12 . . 110.0(2) ?
C9 N2 H2 . . 125.0 ?
C12 N2 H2 . . 125.0 ?
C2 C1 C12 . 2_676 108.9(2) ?
C2 C1 C14 . . 112.9(2) ?
C12 C1 C14 2_676 . 111.4(2) ?
C2 C1 C13 . . 108.6(2) ?
C12 C1 C13 2_676 . 108.3(2) ?
C14 C1 C13 . . 106.6(2) ?
N1 C2 C3 . . 107.0(2) ?
N1 C2 C1 . . 123.1(2) ?
C3 C2 C1 . . 129.8(2) ?
C2 C3 C4 . . 108.0(2) ?
C2 C3 H3 . . 126.0 ?
C4 C3 H3 . . 126.0 ?
C5 C4 C3 . . 107.4(2) ?
C5 C4 H4 . . 126.3 ?
C3 C4 H4 . . 126.3 ?
C4 C5 N1 . . 107.3(2) ?
C4 C5 C6 . . 130.8(2) ?
N1 C5 C6 . . 121.4(2) ?
C5 C6 C9 . . 111.4(2) ?
C5 C6 C8 . . 109.2(2) ?
C9 C6 C8 . . 108.9(2) ?
C5 C6 C7 . . 109.4(2) ?
C9 C6 C7 . . 109.3(2) ?
C8 C6 C7 . . 108.5(2) ?
C6 C7 H7A . . 109.5 ?
C6 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
C6 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
C6 C8 H8A . . 109.5 ?
C6 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C6 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
C10 C9 N2 . . 107.3(2) ?
C10 C9 C6 . . 130.1(2) ?
N2 C9 C6 . . 122.0(2) ?
C9 C10 C11 . . 107.7(2) ?
C9 C10 H10 . . 126.2 ?
C11 C10 H10 . . 126.2 ?
C12 C11 C10 . . 107.8(2) ?
C12 C11 H11 . . 126.1 ?
C10 C11 H11 . . 126.1 ?
C11 C12 N2 . . 107.3(2) ?
C11 C12 C1 . 2_676 130.4(2) ?
N2 C12 C1 . 2_676 122.2(2) ?
C1 C13 H13A . . 109.5 ?
C1 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C1 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C19 C14 C15 . . 117.8(3) ?
C19 C14 C1 . . 122.9(2) ?
C15 C14 C1 . . 119.0(2) ?
C16 C15 C14 . . 121.0(3) ?
C16 C15 H15 . . 119.5 ?
C14 C15 H15 . . 119.5 ?
C15 C16 C17 . . 119.5(3) ?
C15 C16 H16 . . 120.2 ?
C17 C16 H16 . . 120.2 ?
C18 C17 C16 . . 120.8(3) ?
C18 C17 I1 . . 119.6(2) ?
C16 C17 I1 . . 119.7(2) ?
C17 C18 C19 . . 119.3(3) ?
C17 C18 H18 . . 120.4 ?
C19 C18 H18 . . 120.4 ?
C18 C19 C14 . . 121.5(3) ?
C18 C19 H19 . . 119.2 ?
C14 C19 H19 . . 119.2 ?
C21 C20 H20A . . 109.5 ?
C21 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C21 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
O1 C21 C20 . . 112.0(3) ?
O1 C21 H21A . . 109.2 ?
C20 C21 H21A . . 109.2 ?
O1 C21 H21B . . 109.2 ?
C20 C21 H21B . . 109.2 ?
H21A C21 H21B . . 107.9 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C5 N1 C2 C3 . . . . -1.1(3) ?
C5 N1 C2 C1 . . . . -177.8(2) ?
C12 C1 C2 N1 2_676 . . . 81.2(3) ?
C14 C1 C2 N1 . . . . -43.0(3) ?
C13 C1 C2 N1 . . . . -161.0(2) ?
C12 C1 C2 C3 2_676 . . . -94.7(3) ?
C14 C1 C2 C3 . . . . 141.0(3) ?
C13 C1 C2 C3 . . . . 23.1(4) ?
N1 C2 C3 C4 . . . . 0.2(3) ?
C1 C2 C3 C4 . . . . 176.6(3) ?
C2 C3 C4 C5 . . . . 0.8(3) ?
C3 C4 C5 N1 . . . . -1.4(3) ?
C3 C4 C5 C6 . . . . 170.9(3) ?
C2 N1 C5 C4 . . . . 1.6(3) ?
C2 N1 C5 C6 . . . . -171.6(2) ?
C4 C5 C6 C9 . . . . 141.7(3) ?
N1 C5 C6 C9 . . . . -46.9(3) ?
C4 C5 C6 C8 . . . . -98.0(3) ?
N1 C5 C6 C8 . . . . 73.4(3) ?
C4 C5 C6 C7 . . . . 20.6(4) ?
N1 C5 C6 C7 . . . . -168.0(2) ?
C12 N2 C9 C10 . . . . 0.3(3) ?
C12 N2 C9 C6 . . . . -172.1(2) ?
C5 C6 C9 C10 . . . . 146.4(3) ?
C8 C6 C9 C10 . . . . 25.9(4) ?
C7 C6 C9 C10 . . . . -92.4(3) ?
C5 C6 C9 N2 . . . . -43.0(3) ?
C8 C6 C9 N2 . . . . -163.6(2) ?
C7 C6 C9 N2 . . . . 78.1(3) ?
N2 C9 C10 C11 . . . . -0.3(3) ?
C6 C9 C10 C11 . . . . 171.3(3) ?
C9 C10 C11 C12 . . . . 0.2(3) ?
C10 C11 C12 N2 . . . . 0.0(3) ?
C10 C11 C12 C1 . . . 2_676 176.9(3) ?
C9 N2 C12 C11 . . . . -0.2(3) ?
C9 N2 C12 C1 . . . 2_676 -177.4(2) ?
C2 C1 C14 C19 . . . . -22.9(3) ?
C12 C1 C14 C19 2_676 . . . -145.8(2) ?
C13 C1 C14 C19 . . . . 96.2(3) ?
C2 C1 C14 C15 . . . . 163.1(2) ?
C12 C1 C14 C15 2_676 . . . 40.2(3) ?
C13 C1 C14 C15 . . . . -77.7(3) ?
C19 C14 C15 C16 . . . . 0.9(4) ?
C1 C14 C15 C16 . . . . 175.2(3) ?
C14 C15 C16 C17 . . . . 0.2(5) ?
C15 C16 C17 C18 . . . . -0.4(5) ?
C15 C16 C17 I1 . . . . 179.9(2) ?
C16 C17 C18 C19 . . . . -0.6(4) ?
I1 C17 C18 C19 . . . . 179.13(19) ?
C17 C18 C19 C14 . . . . 1.8(4) ?
C15 C14 C19 C18 . . . . -1.9(4) ?
C1 C14 C19 C18 . . . . -176.0(2) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1A O1 . 0.88 2.12 2.949(3) 156.5 ?
N2 H2 O1 2_676 0.88 2.15 2.983(3) 158.6 ?
C10 H10 I1 2_566 0.95 3.30 3.917(3) 124.4 ?



