# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_230512lu_lgpz107062_0m
_database_code_depnum_ccdc_archive 'CCDC 2296667'
loop_
_audit_author_name
_audit_author_address
'Yuxin Zhan'
;CJLU
China
;
_audit_update_record             
;
2023-09-22 deposited with the CCDC.	2023-11-24 downloaded from the CCDC.
;
_audit_creation_date             2023-05-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cu I2, C11 H26 N'
_chemical_formula_sum            'C11 H26 Cu I2 N'
_chemical_formula_weight         489.67
_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'
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'
N N 0.0061 0.0033 '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                   8.7432(4)
_cell_length_b                   13.7442(4)
_cell_length_c                   14.1671(5)
_cell_angle_alpha                90
_cell_angle_beta                 99.9180(10)
_cell_angle_gamma                90
_cell_volume                     1676.99(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7640
_cell_measurement_temperature    193.00
_cell_measurement_theta_max      27.43
_cell_measurement_theta_min      2.92
_shelx_estimated_absorpt_T_max   0.637
_shelx_estimated_absorpt_T_min   0.565
_exptl_absorpt_coefficient_mu    4.962
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.2957
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1467 before and 0.0650 after correction.
The Ratio of minimum to maximum transmission is 0.3966.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.939
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             936
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_av_unetI/netI     0.0375
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15272
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.505
_diffrn_reflns_theta_min         2.919
_diffrn_ambient_temperature      193.00
_diffrn_detector                 CPAD
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON 100'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE TXS PHOTON 100'
_diffrn_measurement_method       'ω and φ shutterless scans'
_diffrn_measurement_specimen_support 'nylon loop'
_diffrn_radiation_monochromator  'Helios Multi-layer Optic'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   TXS
_diffrn_source_current           40.0
_diffrn_source_power             1.8
_diffrn_source_type              'Rotaing Anode'
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3261
_reflns_number_total             3826
_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       'SAINT V8.40B (Bruker, 2019)'
_computing_data_collection       'APEX4 V2022.10-1 (Bruker, 2022)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.362
_refine_diff_density_min         -1.142
_refine_diff_density_rms         0.132
_refine_ls_extinction_coef       0.0218(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     141
_refine_ls_number_reflns         3826
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0430
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0478P)²+4.5610P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1080
_refine_ls_wR_factor_ref         0.1145
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C1(H1A,H1B), C10(H10A,H10B), C5(H5A,H5B), C7(H7A,H7B), C2(H2A,
 H2B), C8(H8A,H8B)
2.b Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C6(H6A,H6B,H6C), C3(H3A,H3B,H3C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_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
I1 I 0.94452(5) 0.40576(3) 0.75298(3) 0.05844(17) Uani 1 1 d . . . . .
I2 I 1.13793(6) 0.61726(3) 0.56367(3) 0.06849(18) Uani 1 1 d . . . . .
Cu1 Cu 0.97855(8) 0.46827(5) 0.59281(5) 0.0524(2) Uani 1 1 d . . . . .
N1 N 0.5921(4) 0.7451(3) 0.3996(3) 0.0403(8) Uani 1 1 d . . . . .
C4 C 0.5161(6) 0.7157(4) 0.2994(4) 0.0510(11) Uani 1 1 d . . . . .
H4A H 0.406700 0.698276 0.301123 0.061 Uiso 1 1 calc R U . . .
H4B H 0.514771 0.773149 0.257138 0.061 Uiso 1 1 calc R U . . .
C1 C 0.5130(7) 0.8356(4) 0.4280(4) 0.0552(13) Uani 1 1 d . . . . .
H1A H 0.570637 0.858339 0.490412 0.066 Uiso 1 1 calc R U . . .
H1B H 0.522038 0.886985 0.380227 0.066 Uiso 1 1 calc R U . . .
C10 C 0.7637(7) 0.7647(5) 0.4043(4) 0.0628(15) Uani 1 1 d . . . . .
H10A H 0.806814 0.785895 0.470358 0.075 Uiso 1 1 calc R U . . .
H10B H 0.814532 0.702392 0.393280 0.075 Uiso 1 1 calc R U . . .
C5 C 0.5891(8) 0.6327(5) 0.2543(4) 0.0644(15) Uani 1 1 d . . . . .
H5A H 0.696880 0.650273 0.248568 0.077 Uiso 1 1 calc R U . . .
H5B H 0.593182 0.574768 0.296187 0.077 Uiso 1 1 calc R U . . .
C7 C 0.5759(8) 0.6611(4) 0.4685(4) 0.0579(13) Uani 1 1 d . . . . .
H7A H 0.464913 0.642775 0.460081 0.069 Uiso 1 1 calc R U . . .
H7B H 0.633108 0.604377 0.449218 0.069 Uiso 1 1 calc R U . . .
C11 C 0.8089(8) 0.8376(6) 0.3372(5) 0.080(2) Uani 1 1 d . . . . .
H11A H 0.771898 0.816638 0.271144 0.120 Uiso 1 1 calc R U . . .
H11B H 0.922234 0.843863 0.348034 0.120 Uiso 1 1 calc R U . . .
H11C H 0.762477 0.900658 0.348138 0.120 Uiso 1 1 calc R U . . .
C6 C 0.5008(8) 0.6087(5) 0.1582(5) 0.0703(18) Uani 1 1 d . . . . .
H6A H 0.502381 0.664637 0.115453 0.105 Uiso 1 1 calc R U . . .
H6B H 0.393210 0.593228 0.163482 0.105 Uiso 1 1 calc R U . . .
H6C H 0.548525 0.552509 0.132194 0.105 Uiso 1 1 calc R U . . .
C2 C 0.3455(8) 0.8260(5) 0.4364(6) 0.0734(19) Uani 1 1 d . . . . .
H2A H 0.285909 0.805430 0.373696 0.088 Uiso 1 1 calc R U . . .
H2B H 0.334714 0.774524 0.483611 0.088 Uiso 1 1 calc R U . . .
C8 C 0.6310(11) 0.6791(6) 0.5709(5) 0.086(2) Uani 1 1 d . . . . .
H8A H 0.742954 0.695182 0.580179 0.104 Uiso 1 1 calc R U . . .
H8B H 0.575986 0.736685 0.590370 0.104 Uiso 1 1 calc R U . . .
C3 C 0.2778(9) 0.9178(5) 0.4663(5) 0.0733(19) Uani 1 1 d . . . . .
H3A H 0.287546 0.969082 0.419669 0.110 Uiso 1 1 calc R U . . .
H3B H 0.333349 0.937184 0.529549 0.110 Uiso 1 1 calc R U . . .
H3C H 0.167849 0.907544 0.469404 0.110 Uiso 1 1 calc R U . . .
C9 C 0.6094(11) 0.5978(6) 0.6346(6) 0.095(3) Uani 1 1 d . . . . .
H9A H 0.648339 0.537733 0.609954 0.142 Uiso 1 1 calc R U . . .
H9B H 0.498753 0.590564 0.637225 0.142 Uiso 1 1 calc R U . . .
H9C H 0.666813 0.610950 0.699031 0.142 Uiso 1 1 calc R U . . .


_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
I1 Cu1 2.4917(7) . ?
I2 Cu1 2.5503(8) . ?
I2 Cu1 2.5604(8) 3_766 ?
Cu1 Cu1 2.8560(13) 3_766 ?
N1 C4 1.516(6) . ?
N1 C1 1.511(6) . ?
N1 C10 1.514(7) . ?
N1 C7 1.534(7) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.501(8) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.496(9) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.481(9) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.482(9) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.468(9) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.485(8) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.468(10) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?

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
Cu1 I2 Cu1 67.95(3) . 3_766 ?
I1 Cu1 I2 122.56(3) . 3_766 ?
I1 Cu1 I2 125.35(3) . . ?
I1 Cu1 Cu1 177.55(4) . 3_766 ?
I2 Cu1 I2 112.05(3) . 3_766 ?
I2 Cu1 Cu1 56.19(2) . 3_766 ?
I2 Cu1 Cu1 55.86(2) 3_766 3_766 ?
C4 N1 C7 108.8(4) . . ?
C1 N1 C4 108.8(4) . . ?
C1 N1 C10 109.7(4) . . ?
C1 N1 C7 110.7(4) . . ?
C10 N1 C4 111.1(4) . . ?
C10 N1 C7 107.8(4) . . ?
N1 C4 H4A 108.1 . . ?
N1 C4 H4B 108.1 . . ?
H4A C4 H4B 107.3 . . ?
C5 C4 N1 116.8(5) . . ?
C5 C4 H4A 108.1 . . ?
C5 C4 H4B 108.1 . . ?
N1 C1 H1A 108.1 . . ?
N1 C1 H1B 108.1 . . ?
H1A C1 H1B 107.3 . . ?
C2 C1 N1 116.6(5) . . ?
C2 C1 H1A 108.1 . . ?
C2 C1 H1B 108.1 . . ?
N1 C10 H10A 107.9 . . ?
N1 C10 H10B 107.9 . . ?
H10A C10 H10B 107.2 . . ?
C11 C10 N1 117.6(5) . . ?
C11 C10 H10A 107.9 . . ?
C11 C10 H10B 107.9 . . ?
C4 C5 H5A 109.3 . . ?
C4 C5 H5B 109.3 . . ?
H5A C5 H5B 108.0 . . ?
C6 C5 C4 111.5(6) . . ?
C6 C5 H5A 109.3 . . ?
C6 C5 H5B 109.3 . . ?
N1 C7 H7A 108.1 . . ?
N1 C7 H7B 108.1 . . ?
H7A C7 H7B 107.3 . . ?
C8 C7 N1 116.9(5) . . ?
C8 C7 H7A 108.1 . . ?
C8 C7 H7B 108.1 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C1 C2 H2A 109.0 . . ?
C1 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
C3 C2 C1 113.1(6) . . ?
C3 C2 H2A 109.0 . . ?
C3 C2 H2B 109.0 . . ?
C7 C8 H8A 108.5 . . ?
C7 C8 H8B 108.5 . . ?
H8A C8 H8B 107.5 . . ?
C9 C8 C7 115.1(7) . . ?
C9 C8 H8A 108.5 . . ?
C9 C8 H8B 108.5 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C4 C5 C6 177.9(5) . . . . ?
N1 C1 C2 C3 178.9(5) . . . . ?
N1 C7 C8 C9 178.4(6) . . . . ?
C4 N1 C1 C2 64.0(6) . . . . ?
C4 N1 C10 C11 55.7(7) . . . . ?
C4 N1 C7 C8 -174.9(6) . . . . ?
C1 N1 C4 C5 174.0(5) . . . . ?
C1 N1 C10 C11 -64.6(7) . . . . ?
C1 N1 C7 C8 -55.4(7) . . . . ?
C10 N1 C4 C5 53.2(6) . . . . ?
C10 N1 C1 C2 -174.3(5) . . . . ?
C10 N1 C7 C8 64.5(7) . . . . ?
C7 N1 C4 C5 -65.3(6) . . . . ?
C7 N1 C1 C2 -55.5(6) . . . . ?
C7 N1 C10 C11 174.8(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_site                            XU
