# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_1_02222
_database_code_depnum_ccdc_archive 'CCDC 1993975'
loop_
_audit_author_name
_audit_author_address
'Josefina Perles'
;Universidad Autonoma de Madrid
Spain
;
_audit_update_record             
;
2020-03-31 deposited with the CCDC.	2020-07-15 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            CuIPyTBA_110K
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H12 Cu I N2 O S'
_chemical_formula_iupac          ?
_chemical_formula_weight         386.71

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.4680(2)
_cell_length_b                   15.0583(4)
_cell_length_c                   11.4401(3)
_cell_angle_alpha                90
_cell_angle_beta                 102.2930(10)
_cell_angle_gamma                90
_cell_volume                     1257.00(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9991
_cell_measurement_theta_min      2.2691
_cell_measurement_theta_max      26.3940
_cell_measurement_temperature    110.(2)

_exptl_crystal_description       prismatic
_exptl_crystal_colour            'clear intense red'
_exptl_crystal_size_max          0.265
_exptl_crystal_size_mid          0.187
_exptl_crystal_size_min          0.113
_exptl_crystal_density_diffrn    2.043
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             744

_exptl_absorpt_coefficient_mu    4.336
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_correction_T_min  0.39
_exptl_absorpt_correction_T_max  0.64

_exptl_special_details           
;
;

_diffrn_ambient_temperature      110.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            23186
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_av_unetI/netI     0.0172
_diffrn_reflns_theta_min         2.71
_diffrn_reflns_theta_max         25.34
_diffrn_reflns_theta_full        25.34
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13

_refine_special_details          
;
;

_reflns_number_total             2290
_reflns_number_gt                2187
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0160
_refine_ls_R_factor_gt           0.0149
_refine_ls_wR_factor_gt          0.0500
_refine_ls_wR_factor_ref         0.0506
_refine_ls_goodness_of_fit_ref   1.290
_refine_ls_restrained_S_all      1.290
_refine_ls_number_reflns         2290
_refine_ls_number_parameters     138
_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)+(0.0252P)²+0.2914P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.462
_refine_diff_density_min         -0.333
_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 0.0033 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'
S S 0.1246 0.1234 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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
C C1 0.1874(4) 0.23706(17) 0.6683(2) 0.0172(6) Uani d . . . 1 . .
H H1 0.0623 0.2444 0.6719 0.021 Uiso calc U . R 1 . .
C C2 0.3160(3) 0.29133(17) 0.7384(2) 0.0170(6) Uani d . . . 1 . .
H H2 0.2794 0.3355 0.7878 0.02 Uiso calc U . R 1 . .
C C3 0.4997(3) 0.28042(16) 0.7355(2) 0.0133(5) Uani d . . . 1 . .
C C4 0.5456(3) 0.21506(17) 0.6618(2) 0.0163(6) Uani d . . . 1 . .
H H4 0.6701 0.2049 0.6587 0.02 Uiso calc U . R 1 . .
C C5 0.4077(3) 0.16491(16) 0.5928(2) 0.0158(5) Uani d . . . 1 . .
H H5 0.4404 0.1214 0.5409 0.019 Uiso calc U . R 1 . .
C C6 0.6437(3) 0.33602(16) 0.8118(2) 0.0128(5) Uani d . . . 1 . .
C C7 0.1917(4) 0.5662(2) 0.4512(3) 0.0322(7) Uani d . . . 1 . .
H H7A 0.1878 0.6078 0.5164 0.048 Uiso calc U . R 1 . .
H H7B 0.0666 0.5539 0.407 0.048 Uiso calc U . R 1 . .
H H7C 0.2626 0.5923 0.397 0.048 Uiso calc U . R 1 . .
C C8 0.2804(4) 0.48125(19) 0.5019(3) 0.0221(6) Uani d . . . 1 . .
C C9 0.2612(5) 0.4022(2) 0.4209(3) 0.0331(7) Uani d . . . 1 . .
H H9A 0.3251 0.3514 0.4646 0.05 Uiso calc U . R 1 . .
H H9B 0.3148 0.4156 0.3519 0.05 Uiso calc U . R 1 . .
H H9C 0.1311 0.3877 0.3933 0.05 Uiso calc U . R 1 . .
Cu Cu1 0.02190(4) 0.10525(2) 0.48798(3) 0.01536(9) Uani d . . . 1 . .
I I1 0.14939(2) -0.01749(2) 0.36521(2) 0.01465(8) Uani d . . . 1 . .
N N1 0.2303(3) 0.17437(13) 0.59536(18) 0.0138(4) Uani d . . . 1 . .
N N2 0.6042(3) 0.42001(14) 0.82410(19) 0.0184(5) Uani d . . . 1 . .
H H2A 0.4967 0.4411 0.788 0.022 Uiso calc U . R 1 . .
H H2B 0.6853 0.4553 0.8684 0.022 Uiso calc U . R 1 . .
O O1 0.3669(3) 0.47766(15) 0.6041(2) 0.0340(6) Uani d . . . 1 . .
S S1 0.84379(9) 0.28970(4) 0.87807(6) 0.01704(15) Uani d . . . 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
C1 N1 . 1.343(3) ?
C1 C2 . 1.380(4) ?
C1 H1 . 0.95 ?
C2 C3 . 1.389(3) ?
C2 H2 . 0.95 ?
C3 C4 . 1.386(3) ?
C3 C6 . 1.490(3) ?
C4 C5 . 1.381(3) ?
C4 H4 . 0.95 ?
C5 N1 . 1.339(3) ?
C5 H5 . 0.95 ?
C6 N2 . 1.313(3) ?
C6 S1 . 1.677(3) ?
C7 C8 . 1.499(4) ?
C7 H7A . 0.98 ?
C7 H7B . 0.98 ?
C7 H7C . 0.98 ?
C8 O1 . 1.210(3) ?
C8 C9 . 1.497(4) ?
C9 H9A . 0.98 ?
C9 H9B . 0.98 ?
C9 H9C . 0.98 ?
Cu1 N1 . 2.050(2) ?
Cu1 S1 4_465 2.2673(7) ?
Cu1 I1 . 2.6201(3) ?
Cu1 I1 3_556 2.6680(3) ?
I1 Cu1 3_556 2.6680(3) ?
N2 H2A . 0.88 ?
N2 H2B . 0.88 ?
S1 Cu1 4_666 2.2673(7) ?

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
N1 C1 C2 . . 123.2(2) ?
N1 C1 H1 . . 118.4 ?
C2 C1 H1 . . 118.4 ?
C1 C2 C3 . . 119.0(2) ?
C1 C2 H2 . . 120.5 ?
C3 C2 H2 . . 120.5 ?
C4 C3 C2 . . 118.2(2) ?
C4 C3 C6 . . 121.0(2) ?
C2 C3 C6 . . 120.8(2) ?
C5 C4 C3 . . 119.0(2) ?
C5 C4 H4 . . 120.5 ?
C3 C4 H4 . . 120.5 ?
N1 C5 C4 . . 123.4(2) ?
N1 C5 H5 . . 118.3 ?
C4 C5 H5 . . 118.3 ?
N2 C6 C3 . . 117.0(2) ?
N2 C6 S1 . . 123.5(2) ?
C3 C6 S1 . . 119.58(18) ?
C8 C7 H7A . . 109.5 ?
C8 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
C8 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
O1 C8 C9 . . 121.6(3) ?
O1 C8 C7 . . 120.9(3) ?
C9 C8 C7 . . 117.6(3) ?
C8 C9 H9A . . 109.5 ?
C8 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C8 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
N1 Cu1 S1 . 4_465 105.01(6) ?
N1 Cu1 I1 . . 111.30(6) ?
S1 Cu1 I1 4_465 . 115.60(2) ?
N1 Cu1 I1 . 3_556 106.20(6) ?
S1 Cu1 I1 4_465 3_556 113.04(2) ?
I1 Cu1 I1 . 3_556 105.409(11) ?
Cu1 I1 Cu1 . 3_556 74.590(11) ?
C5 N1 C1 . . 117.2(2) ?
C5 N1 Cu1 . . 124.16(17) ?
C1 N1 Cu1 . . 118.56(17) ?
C6 N2 H2A . . 120.0 ?
C6 N2 H2B . . 120.0 ?
H2A N2 H2B . . 120.0 ?
C6 S1 Cu1 . 4_666 108.75(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
N1 C1 C2 C3 . . . . -1.0(4) ?
C1 C2 C3 C4 . . . . 0.0(4) ?
C1 C2 C3 C6 . . . . -178.5(2) ?
C2 C3 C4 C5 . . . . 1.3(4) ?
C6 C3 C4 C5 . . . . 179.8(2) ?
C3 C4 C5 N1 . . . . -1.8(4) ?
C4 C3 C6 N2 . . . . 142.5(3) ?
C2 C3 C6 N2 . . . . -39.1(3) ?
C4 C3 C6 S1 . . . . -38.1(3) ?
C2 C3 C6 S1 . . . . 140.4(2) ?
C4 C5 N1 C1 . . . . 0.9(4) ?
C4 C5 N1 Cu1 . . . . 176.80(19) ?
C2 C1 N1 C5 . . . . 0.6(4) ?
C2 C1 N1 Cu1 . . . . -175.6(2) ?
N2 C6 S1 Cu1 . . . 4_666 0.4(2) ?
C3 C6 S1 Cu1 . . . 4_666 -178.98(17) ?

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
C2 H2 I1 4_566 0.95 3.10 4.003(3) 159.5 ?
C4 H4 I1 3_656 0.95 3.16 3.799(3) 125.8 ?
C7 H7A S1 2_656 0.98 3.02 3.929(3) 154.4 ?
N2 H2A I1 4_566 0.88 3.13 3.820(2) 136.7 ?
N2 H2A O1 . 0.88 2.19 2.886(3) 135.6 ?
N2 H2B I1 2_656 0.88 3.06 3.758(2) 137.4 ?

####################################################################### 
# 
# 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_1RT
_database_code_depnum_ccdc_archive 'CCDC 1995328'
loop_
_audit_author_name
_audit_author_address
'Josefina Perles'
;Universidad Autonoma de Madrid
Spain
;
_audit_update_record             
;
2020-04-07 deposited with the CCDC.	2020-07-15 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            CuIPyTBA
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H12 Cu I N2 O S'
_chemical_formula_iupac          ?
_chemical_formula_weight         386.71

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.51830(10)
_cell_length_b                   15.1179(2)
_cell_length_c                   11.7005(2)
_cell_angle_alpha                90
_cell_angle_beta                 103.6610(10)
_cell_angle_gamma                90
_cell_volume                     1292.27(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9456
_cell_measurement_theta_min      2.2413
_cell_measurement_theta_max      26.3293
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       prismatic
_exptl_crystal_colour            'clear intense red'
_exptl_crystal_size_max          0.265
_exptl_crystal_size_mid          0.187
_exptl_crystal_size_min          0.113
_exptl_crystal_density_diffrn    1.988
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             744

_exptl_absorpt_coefficient_mu    4.217
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_correction_T_min  0.52
_exptl_absorpt_correction_T_max  0.65

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            23993
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_av_unetI/netI     0.0174
_diffrn_reflns_theta_min         2.24
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14

_refine_special_details          
;
;

_reflns_number_total             2363
_reflns_number_gt                2154
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0225
_refine_ls_R_factor_gt           0.0174
_refine_ls_wR_factor_gt          0.0501
_refine_ls_wR_factor_ref         0.0708
_refine_ls_goodness_of_fit_ref   1.120
_refine_ls_restrained_S_all      1.120
_refine_ls_number_reflns         2363
_refine_ls_number_parameters     138
_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)+(0.0418P)²+0.7100P] 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         0.661
_refine_diff_density_min         -0.860
_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 0.0033 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'
S S 0.1246 0.1234 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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
C C1 0.1883(5) 0.2347(2) 0.6702(3) 0.0410(8) Uani d . . . 1 . .
H H1 0.0666 0.2411 0.6734 0.049 Uiso calc U . R 1 . .
C C2 0.3152(5) 0.2891(2) 0.7391(3) 0.0390(8) Uani d . . . 1 . .
H H2 0.2795 0.332 0.7861 0.047 Uiso calc U . R 1 . .
C C3 0.4981(4) 0.2791(2) 0.7376(3) 0.0307(7) Uani d . . . 1 . .
C C4 0.5428(4) 0.2149(2) 0.6662(3) 0.0397(8) Uani d . . . 1 . .
H H4 0.6642 0.2056 0.6641 0.048 Uiso calc U . R 1 . .
C C5 0.4053(4) 0.1642(2) 0.5974(3) 0.0390(8) Uani d . . . 1 . .
H H5 0.4372 0.122 0.548 0.047 Uiso calc U . R 1 . .
C C6 0.6419(4) 0.3359(2) 0.8128(3) 0.0307(7) Uani d . . . 1 . .
C C7 0.1976(8) 0.5679(4) 0.4502(5) 0.0820(15) Uani d . . . 1 . .
H H7A 0.201 0.6104 0.5116 0.123 Uiso calc U . R 1 . .
H H7B 0.073 0.5586 0.408 0.123 Uiso calc U . R 1 . .
H H7C 0.2674 0.5896 0.3972 0.123 Uiso calc U . R 1 . .
C C8 0.2765(6) 0.4833(3) 0.5023(4) 0.0571(11) Uani d . . . 1 . .
C C9 0.2527(8) 0.4053(4) 0.4240(5) 0.0873(17) Uani d . . . 1 . .
H H9A 0.3262 0.3574 0.4633 0.131 Uiso calc U . R 1 . .
H H9B 0.29 0.4199 0.3533 0.131 Uiso calc U . R 1 . .
H H9C 0.1263 0.388 0.4046 0.131 Uiso calc U . R 1 . .
Cu Cu1 0.02074(5) 0.10375(3) 0.48971(4) 0.03871(13) Uani d . . . 1 . .
I I1 0.15138(3) -0.01601(2) 0.36946(2) 0.03708(11) Uani d . . . 1 . .
N N1 0.2291(4) 0.17287(17) 0.5984(2) 0.0336(6) Uani d . . . 1 . .
N N2 0.6012(4) 0.41883(19) 0.8223(3) 0.0471(8) Uani d . . . 1 . .
H H2A 0.4956 0.4385 0.7861 0.057 Uiso calc U . R 1 . .
H H2B 0.68 0.4539 0.8647 0.057 Uiso calc U . R 1 . .
O O1 0.3588(5) 0.4789(3) 0.6018(3) 0.0868(12) Uani d . . . 1 . .
S S1 0.84192(12) 0.29095(6) 0.88027(9) 0.0431(2) Uani d . . . 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
C1 N1 . 1.340(4) ?
C1 C2 . 1.368(5) ?
C1 H1 . 0.93 ?
C2 C3 . 1.388(4) ?
C2 H2 . 0.93 ?
C3 C4 . 1.373(4) ?
C3 C6 . 1.494(4) ?
C4 C5 . 1.382(4) ?
C4 H4 . 0.93 ?
C5 N1 . 1.334(4) ?
C5 H5 . 0.93 ?
C6 N2 . 1.302(4) ?
C6 S1 . 1.669(3) ?
C7 C8 . 1.479(7) ?
C7 H7A . 0.96 ?
C7 H7B . 0.96 ?
C7 H7C . 0.96 ?
C8 O1 . 1.185(5) ?
C8 C9 . 1.478(7) ?
C9 H9A . 0.96 ?
C9 H9B . 0.96 ?
C9 H9C . 0.96 ?
Cu1 N1 . 2.055(3) ?
Cu1 S1 4_465 2.2733(9) ?
Cu1 I1 . 2.6221(5) ?
Cu1 I1 3_556 2.6752(5) ?
I1 Cu1 3_556 2.6753(5) ?
N2 H2A . 0.86 ?
N2 H2B . 0.86 ?
S1 Cu1 4_666 2.2734(9) ?

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
N1 C1 C2 . . 123.9(3) ?
N1 C1 H1 . . 118.0 ?
C2 C1 H1 . . 118.0 ?
C1 C2 C3 . . 118.8(3) ?
C1 C2 H2 . . 120.6 ?
C3 C2 H2 . . 120.6 ?
C4 C3 C2 . . 118.1(3) ?
C4 C3 C6 . . 121.2(3) ?
C2 C3 C6 . . 120.8(3) ?
C3 C4 C5 . . 119.3(3) ?
C3 C4 H4 . . 120.3 ?
C5 C4 H4 . . 120.3 ?
N1 C5 C4 . . 123.2(3) ?
N1 C5 H5 . . 118.4 ?
C4 C5 H5 . . 118.4 ?
N2 C6 C3 . . 116.9(3) ?
N2 C6 S1 . . 123.7(2) ?
C3 C6 S1 . . 119.4(2) ?
C8 C7 H7A . . 109.5 ?
C8 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
C8 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
O1 C8 C9 . . 121.6(5) ?
O1 C8 C7 . . 121.3(5) ?
C9 C8 C7 . . 117.2(4) ?
C8 C9 H9A . . 109.5 ?
C8 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C8 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
N1 Cu1 S1 . 4_465 104.80(8) ?
N1 Cu1 I1 . . 110.85(8) ?
S1 Cu1 I1 4_465 . 115.34(3) ?
N1 Cu1 I1 . 3_556 106.25(8) ?
S1 Cu1 I1 4_465 3_556 112.73(3) ?
I1 Cu1 I1 . 3_556 106.566(16) ?
Cu1 I1 Cu1 . 3_556 73.433(16) ?
C5 N1 C1 . . 116.7(3) ?
C5 N1 Cu1 . . 123.9(2) ?
C1 N1 Cu1 . . 119.3(2) ?
C6 N2 H2A . . 120.0 ?
C6 N2 H2B . . 120.0 ?
H2A N2 H2B . . 120.0 ?
C6 S1 Cu1 . 4_666 109.18(11) ?

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
N1 C1 C2 C3 . . . . -1.6(6) ?
C1 C2 C3 C4 . . . . 0.3(5) ?
C1 C2 C3 C6 . . . . -179.0(3) ?
C2 C3 C4 C5 . . . . 1.2(5) ?
C6 C3 C4 C5 . . . . -179.5(3) ?
C3 C4 C5 N1 . . . . -1.6(6) ?
C4 C3 C6 N2 . . . . 141.2(4) ?
C2 C3 C6 N2 . . . . -39.6(5) ?
C4 C3 C6 S1 . . . . -39.4(4) ?
C2 C3 C6 S1 . . . . 139.9(3) ?
C4 C5 N1 C1 . . . . 0.4(5) ?
C4 C5 N1 Cu1 . . . . 176.1(3) ?
C2 C1 N1 C5 . . . . 1.2(5) ?
C2 C1 N1 Cu1 . . . . -174.7(3) ?
N2 C6 S1 Cu1 . . . 4_666 1.0(4) ?
C3 C6 S1 Cu1 . . . 4_666 -178.4(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
C2 H2 I1 4_566 0.93 3.17 4.062(3) 160.8 ?
C4 H4 I1 3_656 0.93 3.25 3.867(3) 125.9 ?
N2 H2A I1 4_566 0.86 3.20 3.845(3) 134.2 ?
N2 H2A O1 . 0.86 2.24 2.929(5) 136.7 ?
N2 H2B I1 2_656 0.86 3.10 3.778(3) 137.0 ?

####################################################################### 
# 
# 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_3_02271
_database_code_depnum_ccdc_archive 'CCDC 1993978'
loop_
_audit_author_name
_audit_author_address
'Josefina Perles'
;Universidad Autonoma de Madrid
Spain
;
_audit_update_record             
;
2020-04-06 deposited with the CCDC.	2020-07-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H6 Cu I N2 S'
_chemical_formula_weight         328.63

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'
S S 0.1246 0.1234 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'

_cell_length_a                   12.4001(2)
_cell_length_b                   32.1958(8)
_cell_length_c                   9.1787(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3664.42(13)
_cell_formula_units_Z            16
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9912
_cell_measurement_theta_min      2.5305
_cell_measurement_theta_max      25.3521

_exptl_crystal_description       prismatic
_exptl_crystal_colour            'clear intense red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.383
_exptl_crystal_F_000             2464

_exptl_crystal_size_max          0.084
_exptl_crystal_size_mid          0.067
_exptl_crystal_size_min          0.033

_exptl_absorpt_coefficient_mu    5.918
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_correction_T_min  0.76
_exptl_absorpt_correction_T_max  0.83

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            37270
_diffrn_reflns_av_unetI/netI     0.0146
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.833
_diffrn_reflns_theta_max         26.451
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1898
_reflns_number_gt                1848
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.877
_reflns_Friedel_fraction_max     0.996
_reflns_Friedel_fraction_full    1.000

_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.
;

_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    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0243P)²+9.2944P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 847 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.025(8)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         1898
_refine_ls_number_parameters     100
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0183
_refine_ls_R_factor_gt           0.0168
_refine_ls_wR_factor_ref         0.0405
_refine_ls_wR_factor_gt          0.0399
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_refine_ls_shift/su_max          0.001
_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_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 0.66126(3) 0.52485(2) 0.30575(3) 0.03387(10) Uani 1 1 d . . . . .
Cu1 Cu 0.45776(5) 0.54078(2) 0.23760(7) 0.03235(15) Uani 1 1 d . . . . .
S1 S 0.19174(10) 0.67797(4) 0.76340(13) 0.0328(3) Uani 1 1 d . . . . .
N1 N 0.4066(3) 0.58768(13) 0.3761(5) 0.0318(9) Uani 1 1 d . . . . .
C3 C 0.3399(4) 0.65103(14) 0.5631(5) 0.0261(9) Uani 1 1 d . . . . .
N2 N 0.3636(4) 0.71796(14) 0.6676(5) 0.0398(11) Uani 1 1 d . . . . .
H2A H 0.419880 0.719710 0.613290 0.048 Uiso 1 1 calc R U . . .
H2B H 0.346467 0.738225 0.724116 0.048 Uiso 1 1 calc R U . . .
C6 C 0.3038(4) 0.68440(15) 0.6643(5) 0.0280(10) Uani 1 1 d . . . . .
C5 C 0.3651(5) 0.57947(15) 0.5064(6) 0.0350(12) Uani 1 1 d . . . . .
H5 H 0.359485 0.551833 0.534900 0.042 Uiso 1 1 calc R U . . .
C4 C 0.3298(5) 0.60969(16) 0.6019(6) 0.0361(12) Uani 1 1 d . . . . .
H4 H 0.299688 0.602354 0.691088 0.043 Uiso 1 1 calc R U . . .
C1 C 0.4166(5) 0.62784(17) 0.3400(6) 0.0400(13) Uani 1 1 d . . . . .
H1 H 0.446083 0.634256 0.249602 0.048 Uiso 1 1 calc R U . . .
C2 C 0.3859(5) 0.65994(17) 0.4286(6) 0.0384(12) Uani 1 1 d . . . . .
H2 H 0.395760 0.687324 0.399283 0.046 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 2.6499(7) . ?
I1 Cu1 2.6522(7) 2_665 ?
Cu1 N1 2.074(4) . ?
Cu1 S1 2.2991(14) 3_564 ?
Cu1 Cu1 2.8275(12) 2_665 ?
S1 C6 1.673(5) . ?
N1 C5 1.329(7) . ?
N1 C1 1.340(7) . ?
C3 C4 1.383(7) . ?
C3 C2 1.390(7) . ?
C3 C6 1.489(7) . ?
N2 C6 1.311(7) . ?
C5 C4 1.381(7) . ?
C1 C2 1.369(8) . ?

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 I1 Cu1 64.45(2) . 2_665 ?
N1 Cu1 S1 101.77(13) . 3_564 ?
N1 Cu1 I1 106.71(12) . . ?
S1 Cu1 I1 112.23(4) 3_564 . ?
N1 Cu1 I1 105.38(12) . 2_665 ?
S1 Cu1 I1 120.77(4) 3_564 2_665 ?
I1 Cu1 I1 108.66(2) . 2_665 ?
N1 Cu1 Cu1 142.16(12) . 2_665 ?
S1 Cu1 Cu1 116.00(3) 3_564 2_665 ?
I1 Cu1 Cu1 57.81(2) . 2_665 ?
I1 Cu1 Cu1 57.73(2) 2_665 2_665 ?
C6 S1 Cu1 111.15(17) . 11_465 ?
C5 N1 C1 116.8(4) . . ?
C5 N1 Cu1 121.7(3) . . ?
C1 N1 Cu1 121.5(3) . . ?
C4 C3 C2 117.7(5) . . ?
C4 C3 C6 120.4(4) . . ?
C2 C3 C6 121.9(4) . . ?
N2 C6 C3 116.1(4) . . ?
N2 C6 S1 124.0(4) . . ?
C3 C6 S1 120.0(4) . . ?
N1 C5 C4 123.6(5) . . ?
C5 C4 C3 119.1(5) . . ?
N1 C1 C2 123.7(5) . . ?
C1 C2 C3 119.1(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
C4 C3 C6 N2 142.6(5) . . . . ?
C2 C3 C6 N2 -36.4(7) . . . . ?
C4 C3 C6 S1 -38.2(6) . . . . ?
C2 C3 C6 S1 142.7(5) . . . . ?
Cu1 S1 C6 N2 -35.2(5) 11_465 . . . ?
Cu1 S1 C6 C3 145.7(3) 11_465 . . . ?
C1 N1 C5 C4 1.9(8) . . . . ?
Cu1 N1 C5 C4 -179.8(4) . . . . ?
N1 C5 C4 C3 -1.6(9) . . . . ?
C2 C3 C4 C5 -0.2(8) . . . . ?
C6 C3 C4 C5 -179.3(5) . . . . ?
C5 N1 C1 C2 -0.5(8) . . . . ?
Cu1 N1 C1 C2 -178.8(5) . . . . ?
N1 C1 C2 C3 -1.2(9) . . . . ?
C4 C3 C2 C1 1.5(8) . . . . ?
C6 C3 C2 C1 -179.4(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2 H2A I1 0.86 2.80 3.494(5) 139.4 4_655 yes
N2 H2B I1 0.86 3.18 3.619(5) 114.5 11_465 yes
N2 H2B S1 0.86 2.76 3.531(4) 149.5 14_565 yes
C5 H5 I1 0.93 3.25 3.845(5) 123.4 2_665 yes
C4 H4 I1 0.93 3.21 3.915(5) 134.5 9_455 yes
C1 H1 S1 0.93 2.95 3.509(5) 119.8 3_564 yes

_refine_diff_density_max         0.286
_refine_diff_density_min         -0.408
_refine_diff_density_rms         0.066

####################################################################### 
# 
# 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_2RT_02244
_database_code_depnum_ccdc_archive 'CCDC 1993976'
loop_
_audit_author_name
_audit_author_address
'Josefina Perles'
;Universidad Autonoma de Madrid
Spain
;
_audit_update_record             
;
2020-03-31 deposited with the CCDC.	2020-07-15 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            'CuIPYTBA (THF)'
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H6 Cu I N2 O0.33 S'
_chemical_formula_iupac          ?
_chemical_formula_weight         333.96

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.4048(3)
_cell_length_b                   15.1170(4)
_cell_length_c                   11.6390(5)
_cell_angle_alpha                90
_cell_angle_beta                 102.6100(10)
_cell_angle_gamma                90
_cell_volume                     1271.42(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2253
_cell_measurement_theta_min      2.8188
_cell_measurement_theta_max      22.5009
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            'clear intense red-purple'
_exptl_crystal_size_max          0.133
_exptl_crystal_size_mid          0.116
_exptl_crystal_size_min          0.020
_exptl_crystal_density_diffrn    1.745
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             627

_exptl_absorpt_coefficient_mu    4.268
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_correction_T_min  0.60
_exptl_absorpt_correction_T_max  0.92

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            13914
_diffrn_reflns_av_R_equivalents  0.0614
_diffrn_reflns_av_unetI/netI     0.0467
_diffrn_reflns_theta_min         2.24
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13

_refine_special_details          
;
;

_reflns_number_total             2316
_reflns_number_gt                1671
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0756
_refine_ls_R_factor_gt           0.0494
_refine_ls_wR_factor_gt          0.1741
_refine_ls_wR_factor_ref         0.1939
_refine_ls_goodness_of_fit_ref   1.174
_refine_ls_restrained_S_all      1.174
_refine_ls_number_reflns         2316
_refine_ls_number_parameters     109
_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)+(0.0979P)²+3.2133P] 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         2.030
_refine_diff_density_min         -1.044
_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 0.0033 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'
S S 0.1246 0.1234 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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
C C1 0.2017(15) 0.2220(8) 0.6918(11) 0.066(3) Uani d . . . 1 . .
H H1 0.0798 0.2252 0.7002 0.08 Uiso calc U . R 1 . .
C C2 0.3283(15) 0.2755(7) 0.7606(11) 0.065(3) Uani d . . . 1 . .
H H2 0.293 0.3141 0.814 0.078 Uiso calc U . R 1 . .
C C3 0.5103(12) 0.2717(5) 0.7499(8) 0.039(2) Uani d . . . 1 . .
C C4 0.5510(12) 0.2126(6) 0.6736(9) 0.048(3) Uani d . . . 1 . .
H H4 0.6727 0.2061 0.6659 0.058 Uiso calc U . R 1 . .
C C5 0.4133(13) 0.1612(6) 0.6061(9) 0.047(2) Uani d . . . 1 . .
H H5 0.4452 0.1215 0.5528 0.057 Uiso calc U . R 1 . .
C C6 0.6546(13) 0.3300(6) 0.8225(9) 0.046(2) Uani d . . . 1 . .
Cu Cu1 0.02537(16) 0.10387(8) 0.50014(10) 0.0464(4) Uani d . . . 1 . .
I I1 0.14892(10) -0.00871(4) 0.36376(6) 0.0493(3) Uani d . . . 1 . .
N N1 0.2406(10) 0.1659(5) 0.6141(7) 0.0437(19) Uani d . . . 1 . .
N N2 0.6143(14) 0.4127(6) 0.8272(12) 0.117(6) Uani d . . . 1 . .
H H2A 0.5085 0.432 0.7897 0.141 Uiso calc U . R 1 . .
H H2B 0.6932 0.4486 0.8679 0.141 Uiso calc U . R 1 . .
S S1 0.8476(4) 0.28675(16) 0.8986(3) 0.0556(8) Uani d . . . 1 . .
O O1 0.373(4) 0.4709(15) 0.5935(19) 0.071(8) Uani d . P . 0.3333 . .


_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
C1 N1 . 1.316(13) ?
C1 C2 . 1.359(14) ?
C1 H1 . 0.93 ?
C2 C3 . 1.381(14) ?
C2 H2 . 0.93 ?
C3 C4 . 1.340(12) ?
C3 C6 . 1.496(12) ?
C4 C5 . 1.382(12) ?
C4 H4 . 0.93 ?
C5 N1 . 1.305(12) ?
C5 H5 . 0.93 ?
C6 N2 . 1.290(13) ?
C6 S1 . 1.644(9) ?
Cu1 N1 . 2.063(7) ?
Cu1 S1 4_465 2.277(3) ?
Cu1 I1 . 2.6243(14) ?
Cu1 I1 3_556 2.6715(14) ?
I1 Cu1 3_556 2.6715(14) ?
N2 H2A . 0.86 ?
N2 H2B . 0.86 ?
S1 Cu1 4_666 2.277(3) ?

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
N1 C1 C2 . . 124.2(10) ?
N1 C1 H1 . . 117.9 ?
C2 C1 H1 . . 117.9 ?
C1 C2 C3 . . 118.9(10) ?
C1 C2 H2 . . 120.6 ?
C3 C2 H2 . . 120.6 ?
C4 C3 C2 . . 116.9(9) ?
C4 C3 C6 . . 122.1(8) ?
C2 C3 C6 . . 121.0(8) ?
C3 C4 C5 . . 120.4(9) ?
C3 C4 H4 . . 119.8 ?
C5 C4 H4 . . 119.8 ?
N1 C5 C4 . . 122.8(9) ?
N1 C5 H5 . . 118.6 ?
C4 C5 H5 . . 118.6 ?
N2 C6 C3 . . 116.9(8) ?
N2 C6 S1 . . 123.0(8) ?
C3 C6 S1 . . 120.0(7) ?
N1 Cu1 S1 . 4_465 106.3(2) ?
N1 Cu1 I1 . . 111.2(2) ?
S1 Cu1 I1 4_465 . 113.30(9) ?
N1 Cu1 I1 . 3_556 105.6(2) ?
S1 Cu1 I1 4_465 3_556 113.54(9) ?
I1 Cu1 I1 . 3_556 106.66(5) ?
Cu1 I1 Cu1 . 3_556 73.34(5) ?
C5 N1 C1 . . 116.7(8) ?
C5 N1 Cu1 . . 124.1(7) ?
C1 N1 Cu1 . . 118.7(7) ?
C6 N2 H2A . . 120.0 ?
C6 N2 H2B . . 120.0 ?
H2A N2 H2B . . 120.0 ?
C6 S1 Cu1 . 4_666 109.1(3) ?

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
N1 C1 C2 C3 . . . . 0.(2) ?
C1 C2 C3 C4 . . . . -1.9(17) ?
C1 C2 C3 C6 . . . . 179.2(11) ?
C2 C3 C4 C5 . . . . 2.5(15) ?
C6 C3 C4 C5 . . . . -178.6(10) ?
C3 C4 C5 N1 . . . . -1.2(17) ?
C4 C3 C6 N2 . . . . 133.7(13) ?
C2 C3 C6 N2 . . . . -47.5(16) ?
C4 C3 C6 S1 . . . . -50.4(14) ?
C2 C3 C6 S1 . . . . 128.4(10) ?
C4 C5 N1 C1 . . . . -0.9(16) ?
C4 C5 N1 Cu1 . . . . 171.1(8) ?
C2 C1 N1 C5 . . . . 1.6(18) ?
C2 C1 N1 Cu1 . . . . -170.8(10) ?
N2 C6 S1 Cu1 . . . 4_666 -2.8(14) ?
C3 C6 S1 Cu1 . . . 4_666 -178.4(7) ?

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
C2 H2 I1 4_566 0.93 3.22 4.041(10) 147.6 ?
C4 H4 I1 3_656 0.93 3.31 3.879(9) 121.4 ?
N2 H2A I1 4_566 0.86 3.19 3.847(11) 135.0 ?
N2 H2A O1 . 0.86 2.36 3.04(2) 136.4 ?
N2 H2B I1 2_656 0.86 3.15 3.830(12) 137.3 ?

####################################################################### 
# 
# 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_2LT_02244_110K
_database_code_depnum_ccdc_archive 'CCDC 1993977'
loop_
_audit_author_name
_audit_author_address
'Josefina Perles'
;Universidad Autonoma de Madrid
Spain
;
_audit_update_record             
;
2020-03-31 deposited with the CCDC.	2020-07-15 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            'CuIPYTBA (THF)_110K'
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7.33 H6 Cu I N2 O0.33 S'
_chemical_formula_iupac          ?
_chemical_formula_weight         349.95

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.4081(5)
_cell_length_b                   14.9049(12)
_cell_length_c                   11.2422(8)
_cell_angle_alpha                90
_cell_angle_beta                 101.787(4)
_cell_angle_gamma                90
_cell_volume                     1215.15(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2149
_cell_measurement_theta_min      2.3004
_cell_measurement_theta_max      21.5514
_cell_measurement_temperature    110.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            'clear intense red-purple'
_exptl_crystal_size_max          0.133
_exptl_crystal_size_mid          0.116
_exptl_crystal_size_min          0.020
_exptl_crystal_density_diffrn    1.913
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             659

_exptl_absorpt_coefficient_mu    4.470
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_correction_T_min  0.75
_exptl_absorpt_correction_T_max  0.92

_exptl_special_details           
;
;

_diffrn_ambient_temperature      110.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            13632
_diffrn_reflns_av_R_equivalents  0.0682
_diffrn_reflns_av_unetI/netI     0.0602
_diffrn_reflns_theta_min         2.30
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13

_refine_special_details          
;
;

_reflns_number_total             2224
_reflns_number_gt                1632
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0809
_refine_ls_R_factor_gt           0.0515
_refine_ls_wR_factor_gt          0.1388
_refine_ls_wR_factor_ref         0.1548
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.079
_refine_ls_number_reflns         2224
_refine_ls_number_parameters     120
_refine_ls_number_restraints     5
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0739P)²+10.1517P] 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         1.925
_refine_diff_density_min         -1.522
_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 0.0033 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'
S S 0.1246 0.1234 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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
C C1 0.2015(13) 0.2239(8) 0.6910(10) 0.039(3) Uani d . . . 1 . .
H H1 0.0782 0.2269 0.7027 0.047 Uiso calc U . R 1 . .
C C2 0.3305(13) 0.2803(9) 0.7583(10) 0.040(3) Uani d . . . 1 . .
H H2 0.296 0.3215 0.8143 0.048 Uiso calc U . R 1 . .
C C3 0.5124(13) 0.2762(7) 0.7432(9) 0.030(2) Uani d . . . 1 . .
C C4 0.5554(12) 0.2136(7) 0.6631(9) 0.027(2) Uani d . . . 1 . .
H H4 0.6787 0.2071 0.6524 0.033 Uiso calc U . R 1 . .
C C5 0.4163(12) 0.1605(7) 0.5984(9) 0.025(2) Uani d . . . 1 . .
H H5 0.4473 0.1183 0.5426 0.03 Uiso calc U . R 1 . .
C C6 0.6573(13) 0.3347(8) 0.8145(10) 0.032(3) Uani d . . . 1 . .
Cu Cu1 0.02686(14) 0.10216(9) 0.49803(10) 0.0247(3) Uani d . . . 1 . .
I I1 0.14607(9) -0.01172(4) 0.35509(6) 0.0278(3) Uani d . . . 1 . .
N N1 0.2410(10) 0.1654(6) 0.6100(7) 0.029(2) Uani d . . . 1 . .
N N2 0.6218(14) 0.4199(8) 0.8165(12) 0.077(5) Uani d . . . 1 . .
H H2A 0.5154 0.4407 0.7767 0.092 Uiso calc U . R 1 . .
H H2B 0.7042 0.4568 0.8578 0.092 Uiso calc U . R 1 . .
S S1 0.8488(3) 0.28753(18) 0.8943(2) 0.0292(6) Uani d . . . 1 . .
O O1 0.368(2) 0.4746(12) 0.5814(16) 0.023(4) Uiso d . P D 0.333 . .
C C7 0.243(3) 0.425(2) 0.492(2) 0.035(8) Uiso d . P D 0.333 . .
C C8 0.058(4) 0.449(2) 0.497(3) 0.036(8) Uiso d . P D 0.333 . .
C C9 0.085(4) 0.543(2) 0.513(4) 0.053(10) Uiso d . P D 0.333 . .
C C10 0.280(3) 0.5559(16) 0.557(3) 0.028(7) Uiso d . P D 0.3333 . .


_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
C1 N1 . 1.335(13) ?
C1 C2 . 1.378(14) ?
C1 H1 . 0.95 ?
C2 C3 . 1.393(14) ?
C2 H2 . 0.95 ?
C3 C4 . 1.378(14) ?
C3 C6 . 1.484(13) ?
C4 C5 . 1.382(13) ?
C4 H4 . 0.95 ?
C5 N1 . 1.334(12) ?
C5 H5 . 0.95 ?
C6 N2 . 1.298(15) ?
C6 S1 . 1.671(10) ?
Cu1 N1 . 2.043(8) ?
Cu1 S1 4_465 2.275(3) ?
Cu1 I1 . 2.6121(14) ?
Cu1 I1 3_556 2.6550(14) ?
I1 Cu1 3_556 2.6550(14) ?
N2 H2A . 0.88 ?
N2 H2B . 0.88 ?
S1 Cu1 4_666 2.275(3) ?
O1 C10 . 1.378(18) ?
O1 C7 . 1.428(18) ?
C7 C8 . 1.428(19) ?
C8 C9 3_566 1.05(4) ?
C8 C9 . 1.426(19) ?
C8 C8 3_566 1.75(5) ?
C9 C8 3_566 1.05(4) ?
C9 C10 . 1.438(19) ?
C9 C9 3_566 1.79(5) ?

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
N1 C1 C2 . . 123.3(9) ?
N1 C1 H1 . . 118.3 ?
C2 C1 H1 . . 118.3 ?
C1 C2 C3 . . 119.0(10) ?
C1 C2 H2 . . 120.5 ?
C3 C2 H2 . . 120.5 ?
C4 C3 C2 . . 117.9(9) ?
C4 C3 C6 . . 120.8(9) ?
C2 C3 C6 . . 121.2(9) ?
C3 C4 C5 . . 118.9(9) ?
C3 C4 H4 . . 120.5 ?
C5 C4 H4 . . 120.5 ?
N1 C5 C4 . . 123.6(9) ?
N1 C5 H5 . . 118.2 ?
C4 C5 H5 . . 118.2 ?
N2 C6 C3 . . 117.2(9) ?
N2 C6 S1 . . 123.7(8) ?
C3 C6 S1 . . 119.0(8) ?
N1 Cu1 S1 . 4_465 106.2(3) ?
N1 Cu1 I1 . . 111.2(2) ?
S1 Cu1 I1 4_465 . 112.82(9) ?
N1 Cu1 I1 . 3_556 105.3(3) ?
S1 Cu1 I1 4_465 3_556 112.51(8) ?
I1 Cu1 I1 . 3_556 108.63(5) ?
Cu1 I1 Cu1 . 3_556 71.37(5) ?
C5 N1 C1 . . 117.1(8) ?
C5 N1 Cu1 . . 124.3(7) ?
C1 N1 Cu1 . . 118.1(6) ?
C6 N2 H2A . . 120.0 ?
C6 N2 H2B . . 120.0 ?
H2A N2 H2B . . 120.0 ?
C6 S1 Cu1 . 4_666 108.1(4) ?
C10 O1 C7 . . 96.(2) ?
C8 C7 O1 . . 109.(2) ?
C9 C8 C9 3_566 . 91.(3) ?
C9 C8 C7 3_566 . 168.(4) ?
C9 C8 C7 . . 98.(3) ?
C9 C8 C8 3_566 3_566 54.(2) ?
C9 C8 C8 . 3_566 36.7(15) ?
C7 C8 C8 . 3_566 134.(3) ?
C8 C9 C8 3_566 . 89.(3) ?
C8 C9 C10 3_566 . 161.(4) ?
C8 C9 C10 . . 106.(3) ?
C8 C9 C9 3_566 3_566 53.(2) ?
C8 C9 C9 . 3_566 35.9(16) ?
C10 C9 C9 . 3_566 141.(3) ?
O1 C10 C9 . . 111.(2) ?

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
N1 C1 C2 C3 . . . . -1.(2) ?
C1 C2 C3 C4 . . . . -1.6(18) ?
C1 C2 C3 C6 . . . . -179.3(11) ?
C2 C3 C4 C5 . . . . 2.4(16) ?
C6 C3 C4 C5 . . . . -180.0(10) ?
C3 C4 C5 N1 . . . . -0.9(16) ?
C4 C3 C6 N2 . . . . 132.3(13) ?
C2 C3 C6 N2 . . . . -50.1(17) ?
C4 C3 C6 S1 . . . . -51.7(14) ?
C2 C3 C6 S1 . . . . 125.8(11) ?
C4 C5 N1 C1 . . . . -1.5(16) ?
C4 C5 N1 Cu1 . . . . 170.2(8) ?
C2 C1 N1 C5 . . . . 2.2(18) ?
C2 C1 N1 Cu1 . . . . -169.9(10) ?
N2 C6 S1 Cu1 . . . 4_666 -1.2(13) ?
C3 C6 S1 Cu1 . . . 4_666 -176.9(8) ?
C10 O1 C7 C8 . . . . -45.(3) ?
O1 C7 C8 C9 . . . 3_566 -180.(20) ?
O1 C7 C8 C9 . . . . 41.(3) ?
O1 C7 C8 C8 . . . 3_566 47.(5) ?
C9 C8 C9 C8 3_566 . . 3_566 -0.0030(10) ?
C7 C8 C9 C8 . . . 3_566 173.(4) ?
C9 C8 C9 C10 3_566 . . . 168.(5) ?
C7 C8 C9 C10 . . . . -20.(3) ?
C8 C8 C9 C10 3_566 . . . 168.(5) ?
C7 C8 C9 C9 . . . 3_566 173.(4) ?
C8 C8 C9 C9 3_566 . . 3_566 0.0030(10) ?
C7 O1 C10 C9 . . . . 30.(3) ?
C8 C9 C10 O1 3_566 . . . 132.(13) ?
C8 C9 C10 O1 . . . . -7.(4) ?
C9 C9 C10 O1 3_566 . . . 5.(7) ?

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
C2 H2 I1 4_566 0.95 3.11 3.944(12) 146.9 ?
C4 H4 I1 3_656 0.95 3.20 3.765(10) 120.2 ?
N2 H2A I1 4_566 0.88 3.22 3.887(11) 134.4 ?
N2 H2A O1 . 0.88 2.30 3.03(2) 139.9 ?
N2 H2B I1 2_656 0.88 3.23 3.877(11) 132.7 ?

