# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_x
_database_code_depnum_ccdc_archive 'CCDC 2233990'
loop_
_audit_author_name
_audit_author_address
'Liang-Jin Xu'
;Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2023-01-03 deposited with the CCDC.	2023-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C3 H6.50 Cu0.50 I N0.50 O0.75'
_chemical_formula_weight         220.26

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   ' c_m'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z'

_cell_length_a                   7.3770(7)
_cell_length_b                   22.997(2)
_cell_length_c                   7.4158(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.315(3)
_cell_angle_gamma                90.00
_cell_volume                     1213.4(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    301(2)
_cell_measurement_reflns_used    7735
_cell_measurement_theta_min      3.35
_cell_measurement_theta_max      25.41

_exptl_crystal_description       sheet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.411
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             812
_exptl_absorpt_coefficient_mu    6.852
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  3.33
_exptl_absorpt_correction_T_max  27.12
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      301(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_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10551
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_av_sigmaI/netI    0.0439
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.00
_diffrn_reflns_theta_max         25.41
_reflns_number_total             2243
_reflns_number_gt                2198
_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, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.11(5)
_refine_ls_number_reflns         2243
_refine_ls_number_parameters     112
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0339
_refine_ls_R_factor_gt           0.0292
_refine_ls_wR_factor_ref         0.1114
_refine_ls_wR_factor_gt          0.0889
_refine_ls_goodness_of_fit_ref   0.951
_refine_ls_restrained_S_all      0.951
_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
I3 I 0.66481(11) 0.5000 0.14732(12) 0.0429(2) Uani 1 2 d S . .
I2 I 0.16242(6) 0.401691(17) 0.12007(6) 0.03882(18) Uani 1 1 d . . .
I1 I 0.17549(11) 0.5000 0.62270(9) 0.0406(2) Uani 1 2 d S . .
Cu2 Cu 0.2862(3) 0.5000 0.0142(3) 0.0584(4) Uani 1 2 d S . .
Cu1 Cu 0.0481(3) 0.5000 0.2419(3) 0.0569(4) Uani 1 2 d S . .
O2 O 0.7284(12) 0.5000 0.7024(13) 0.0475(18) Uani 1 2 d S . .
C4 C 0.8282(12) 0.3420(4) 0.6038(15) 0.053(2) Uani 1 1 d . . .
H4A H 0.9023 0.3748 0.6684 0.064 Uiso 1 1 calc R . .
O1 O 0.7709(9) 0.3061(2) 0.7364(10) 0.0440(13) Uani 1 1 d . . .
C3 C 0.6551(15) 0.3645(4) 0.4609(14) 0.057(2) Uani 1 1 d . . .
H3A H 0.6933 0.3901 0.3738 0.068 Uiso 1 1 calc R . .
H3B H 0.5870 0.3321 0.3906 0.068 Uiso 1 1 calc R . .
C1 C 0.6632(12) 0.3396(4) 0.8390(14) 0.051(2) Uani 1 1 d . . .
H1A H 0.7373 0.3723 0.9047 0.061 Uiso 1 1 calc R . .
C5 C 0.945(2) 0.3059(5) 0.513(2) 0.086(4) Uani 1 1 d . . .
H5A H 1.0540 0.2923 0.6058 0.129 Uiso 1 1 calc R . .
H5B H 0.9845 0.3288 0.4218 0.129 Uiso 1 1 calc R . .
H5C H 0.8735 0.2732 0.4528 0.129 Uiso 1 1 calc R . .
N1 N 0.5316(12) 0.3961(3) 0.5533(15) 0.060(2) Uani 1 1 d . . .
H1B H 0.4900 0.4307 0.5238 0.072 Uiso 1 1 calc R . .
C6 C 0.6128(19) 0.2978(6) 0.9765(15) 0.074(4) Uani 1 1 d . . .
H6A H 0.7258 0.2833 1.0609 0.111 Uiso 1 1 calc R . .
H6B H 0.5419 0.2659 0.9094 0.111 Uiso 1 1 calc R . .
H6C H 0.5389 0.3177 1.0460 0.111 Uiso 1 1 calc R . .
C2 C 0.4876(13) 0.3607(4) 0.7050(15) 0.058(2) Uani 1 1 d . . .
H2A H 0.4165 0.3840 0.7712 0.069 Uiso 1 1 calc R . .
H2B H 0.4108 0.3276 0.6504 0.069 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
I3 0.0245(3) 0.0599(4) 0.0420(4) 0.000 0.0046(3) 0.000
I2 0.0328(3) 0.0451(3) 0.0367(3) -0.00156(19) 0.0060(2) -0.0036(2)
I1 0.0342(4) 0.0584(4) 0.0278(4) 0.000 0.0057(3) 0.000
Cu2 0.0499(9) 0.0560(9) 0.0734(11) 0.000 0.0231(8) 0.000
Cu1 0.0535(10) 0.0637(10) 0.0558(10) 0.000 0.0185(8) 0.000
O2 0.034(4) 0.058(4) 0.053(5) 0.000 0.016(4) 0.000
C4 0.042(5) 0.051(5) 0.067(6) 0.013(4) 0.015(4) -0.001(4)
O1 0.040(3) 0.038(2) 0.054(4) 0.008(2) 0.011(3) 0.004(2)
C3 0.062(6) 0.057(5) 0.046(5) 0.005(4) 0.005(4) 0.005(4)
C1 0.041(5) 0.061(5) 0.048(4) -0.013(4) 0.005(4) 0.001(4)
C5 0.073(9) 0.094(9) 0.107(10) 0.049(7) 0.053(8) 0.027(6)
N1 0.039(4) 0.053(4) 0.074(6) -0.004(4) -0.009(4) 0.021(3)
C6 0.078(10) 0.115(10) 0.030(5) 0.004(5) 0.016(5) 0.008(6)
C2 0.044(5) 0.057(5) 0.066(6) -0.016(4) 0.003(4) 0.007(4)

_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
I3 Cu2 2.705(2) . ?
I3 Cu1 2.7272(19) 1_655 ?
I2 Cu2 2.6344(12) . ?
I2 Cu1 2.6538(11) . ?
I1 Cu1 2.730(2) . ?
I1 Cu2 2.801(3) 1_556 ?
Cu2 I2 2.6344(12) 2_565 ?
Cu2 Cu1 2.740(2) . ?
Cu2 I1 2.801(3) 1_554 ?
Cu1 I2 2.6538(11) 2_565 ?
Cu1 I3 2.7272(19) 1_455 ?
C4 O1 1.429(11) . ?
C4 C5 1.482(17) . ?
C4 C3 1.519(13) . ?
C4 H4A 0.9800 . ?
O1 C1 1.458(12) . ?
C3 N1 1.470(14) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C1 C2 1.490(13) . ?
C1 C6 1.518(15) . ?
C1 H1A 0.9800 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
N1 C2 1.492(15) . ?
N1 H1B 0.8600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?

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
Cu2 I3 Cu1 173.76(7) . 1_655 ?
Cu2 I2 Cu1 62.41(4) . . ?
Cu1 I1 Cu2 176.94(9) . 1_556 ?
I2 Cu2 I2 118.22(8) . 2_565 ?
I2 Cu2 I3 107.28(6) . . ?
I2 Cu2 I3 107.28(6) 2_565 . ?
I2 Cu2 Cu1 59.14(4) . . ?
I2 Cu2 Cu1 59.14(4) 2_565 . ?
I3 Cu2 Cu1 122.91(9) . . ?
I2 Cu2 I1 106.25(6) . 1_554 ?
I2 Cu2 I1 106.25(6) 2_565 1_554 ?
I3 Cu2 I1 111.63(8) . 1_554 ?
Cu1 Cu2 I1 125.46(8) . 1_554 ?
I2 Cu1 I2 116.84(7) . 2_565 ?
I2 Cu1 I3 108.27(5) . 1_455 ?
I2 Cu1 I3 108.27(5) 2_565 1_455 ?
I2 Cu1 I1 107.37(6) . . ?
I2 Cu1 I1 107.37(6) 2_565 . ?
I3 Cu1 I1 108.45(7) 1_455 . ?
I2 Cu1 Cu2 58.45(4) . . ?
I2 Cu1 Cu2 58.45(4) 2_565 . ?
I3 Cu1 Cu2 129.15(8) 1_455 . ?
I1 Cu1 Cu2 122.40(8) . . ?
O1 C4 C5 107.6(8) . . ?
O1 C4 C3 109.3(7) . . ?
C5 C4 C3 110.9(10) . . ?
O1 C4 H4A 109.6 . . ?
C5 C4 H4A 109.6 . . ?
C3 C4 H4A 109.6 . . ?
C4 O1 C1 110.8(7) . . ?
N1 C3 C4 110.7(8) . . ?
N1 C3 H3A 109.5 . . ?
C4 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 108.1 . . ?
O1 C1 C2 108.7(8) . . ?
O1 C1 C6 106.2(8) . . ?
C2 C1 C6 109.3(9) . . ?
O1 C1 H1A 110.8 . . ?
C2 C1 H1A 110.8 . . ?
C6 C1 H1A 110.8 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C3 N1 C2 111.5(7) . . ?
C3 N1 H1B 124.3 . . ?
C2 N1 H1B 124.3 . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C1 C2 N1 110.9(9) . . ?
C1 C2 H2A 109.5 . . ?
N1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
N1 C2 H2B 109.5 . . ?
H2A C2 H2B 108.1 . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.41
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         1.631
_refine_diff_density_min         -1.947
_refine_diff_density_rms         0.494
