# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_exp_2198
_database_code_depnum_ccdc_archive 'CCDC 2036456'
loop_
_audit_author_name
_audit_author_address
'Firas Awwadi'
;The University of Jordan
Jordan
;
_audit_update_record             
;
2020-10-10 deposited with the CCDC.	2021-03-01 downloaded from the CCDC.
;

_audit_creation_method           'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H8 Br2 Cu I2 N2'
_chemical_formula_weight         633.34

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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 1 2/c 1'

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

_cell_length_a                   15.5605(10)
_cell_length_b                   7.9626(4)
_cell_length_c                   12.9489(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.162(7)
_cell_angle_gamma                90.00
_cell_volume                     1524.46(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1246
_cell_measurement_theta_min      3.6100
_cell_measurement_theta_max      29.0240

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.760
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1148
_exptl_absorpt_coefficient_mu    10.705
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.47314
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0534
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3023
_diffrn_reflns_av_R_equivalents  0.0223
_diffrn_reflns_av_sigmaI/netI    0.0358
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.31
_diffrn_reflns_theta_max         26.30
_reflns_number_total             1538
_reflns_number_gt                1314
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'shelxtl, Bruker,2002'
_computing_structure_refinement  'shelxtl, Bruker,2002'
_computing_molecular_graphics    'shelxtl, Bruker,2002'
_computing_publication_material  'shelxtl, Bruker,2002'

_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)+(0.0370P)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    constra
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1538
_refine_ls_number_parameters     79
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0320
_refine_ls_wR_factor_ref         0.0745
_refine_ls_wR_factor_gt          0.0706
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_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
I1 I 0.14259(3) 0.80733(5) 0.69013(3) 0.04124(15) Uani 1 1 d . . .
Cu1 Cu 0.2500 0.7500 0.5000 0.0245(2) Uani 1 2 d S . .
Br1 Br 0.12243(3) 0.85448(7) 0.35677(4) 0.03650(17) Uani 1 1 d . . .
N1 N 0.1739(2) 0.5694(5) 0.5299(3) 0.0258(9) Uani 1 1 d . . .
C5 C 0.1653(3) 0.4250(7) 0.4732(4) 0.0348(12) Uani 1 1 d . . .
H5A H 0.1923 0.4176 0.4187 0.042 Uiso 1 1 calc R . .
C1 C 0.1332(3) 0.5791(6) 0.6066(4) 0.0285(11) Uani 1 1 d . . .
C3 C 0.0789(3) 0.2999(6) 0.5723(5) 0.0406(14) Uani 1 1 d . . .
H3A H 0.0480 0.2081 0.5878 0.049 Uiso 1 1 calc R . .
C4 C 0.1188(4) 0.2894(7) 0.4918(5) 0.0418(14) Uani 1 1 d . . .
H4A H 0.1143 0.1919 0.4509 0.050 Uiso 1 1 calc R . .
C2 C 0.0848(3) 0.4465(7) 0.6299(4) 0.0392(13) Uani 1 1 d . . .
H2A H 0.0568 0.4566 0.6834 0.047 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
I1 0.0547(3) 0.0377(2) 0.0355(2) -0.00672(17) 0.02011(19) 0.00020(16)
Cu1 0.0290(4) 0.0223(4) 0.0244(4) -0.0004(4) 0.0114(3) -0.0059(3)
Br1 0.0352(3) 0.0372(3) 0.0336(3) 0.0069(2) 0.0056(2) -0.0030(2)
N1 0.028(2) 0.026(2) 0.024(2) 0.0038(18) 0.0090(17) -0.0047(17)
C5 0.041(3) 0.032(3) 0.035(3) -0.004(3) 0.017(2) -0.003(2)
C1 0.032(3) 0.028(3) 0.025(2) 0.001(2) 0.008(2) -0.002(2)
C3 0.034(3) 0.026(3) 0.060(4) 0.014(3) 0.012(3) -0.007(2)
C4 0.040(3) 0.027(3) 0.055(4) -0.007(3) 0.010(3) -0.008(2)
C2 0.039(3) 0.042(3) 0.042(3) 0.010(3) 0.020(2) -0.001(3)

_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 C1 2.097(5) . ?
Cu1 N1 1.976(4) 7_566 ?
Cu1 N1 1.976(4) . ?
Cu1 Br1 2.4036(5) 7_566 ?
Cu1 Br1 2.4036(5) . ?
N1 C1 1.336(5) . ?
N1 C5 1.349(6) . ?
C5 C4 1.361(7) . ?
C5 H5A 0.9300 . ?
C1 C2 1.384(7) . ?
C3 C2 1.373(8) . ?
C3 C4 1.374(7) . ?
C3 H3A 0.9300 . ?
C4 H4A 0.9300 . ?
C2 H2A 0.9300 . ?

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
N1 Cu1 N1 180.0 7_566 . ?
N1 Cu1 Br1 90.10(11) 7_566 7_566 ?
N1 Cu1 Br1 89.91(11) . 7_566 ?
N1 Cu1 Br1 89.90(11) 7_566 . ?
N1 Cu1 Br1 90.09(11) . . ?
Br1 Cu1 Br1 180.0 7_566 . ?
C1 N1 C5 117.7(4) . . ?
C1 N1 Cu1 123.7(3) . . ?
C5 N1 Cu1 118.5(3) . . ?
N1 C5 C4 123.2(5) . . ?
N1 C5 H5A 118.4 . . ?
C4 C5 H5A 118.4 . . ?
N1 C1 C2 122.3(5) . . ?
N1 C1 I1 117.4(3) . . ?
C2 C1 I1 120.2(4) . . ?
C2 C3 C4 119.6(5) . . ?
C2 C3 H3A 120.2 . . ?
C4 C3 H3A 120.2 . . ?
C5 C4 C3 118.5(5) . . ?
C5 C4 H4A 120.8 . . ?
C3 C4 H4A 120.8 . . ?
C3 C2 C1 118.6(5) . . ?
C3 C2 H2A 120.7 . . ?
C1 C2 H2A 120.7 . . ?

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 Cu1 N1 C1 -112(100) 7_566 . . . ?
Br1 Cu1 N1 C1 84.2(4) 7_566 . . . ?
Br1 Cu1 N1 C1 -95.8(4) . . . . ?
N1 Cu1 N1 C5 71(100) 7_566 . . . ?
Br1 Cu1 N1 C5 -92.9(3) 7_566 . . . ?
Br1 Cu1 N1 C5 87.1(3) . . . . ?
C1 N1 C5 C4 -1.2(7) . . . . ?
Cu1 N1 C5 C4 176.1(4) . . . . ?
C5 N1 C1 C2 1.0(7) . . . . ?
Cu1 N1 C1 C2 -176.1(4) . . . . ?
C5 N1 C1 I1 -177.6(3) . . . . ?
Cu1 N1 C1 I1 5.3(5) . . . . ?
N1 C5 C4 C3 -0.1(8) . . . . ?
C2 C3 C4 C5 1.5(8) . . . . ?
C4 C3 C2 C1 -1.7(8) . . . . ?
N1 C1 C2 C3 0.4(8) . . . . ?
I1 C1 C2 C3 179.0(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.30
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.559
_refine_diff_density_min         -0.944
_refine_diff_density_rms         0.186
_exptl_crystal_preparation       'Magnetic properties'
####################################################################### 
# 
# 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_Cu(2ip)2Cl2_150K
_database_code_depnum_ccdc_archive 'CCDC 2063249'
loop_
_audit_author_name
_audit_author_address
'Brendan Twamley'
;TCD
Republic of Ireland
;
_audit_update_record             
;
2021-02-16 deposited with the CCDC.	2021-03-01 downloaded from the CCDC.
;

####original name tcd1631
_audit_creation_date             2021-02-16
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10 H8 Cl2 Cu I2 N2'
_chemical_formula_sum            'C10 H8 Cl2 Cu I2 N2'
_chemical_formula_weight         544.42
_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'
Cl Cl 0.1484 0.1585 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   15.3782(17)
_cell_length_b                   7.7571(9)
_cell_length_c                   12.6701(14)
_cell_angle_alpha                90
_cell_angle_beta                 109.536(5)
_cell_angle_gamma                90
_cell_volume                     1424.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1979
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.39
_cell_measurement_theta_min      2.98
_shelx_estimated_absorpt_T_max   0.355
_shelx_estimated_absorpt_T_min   0.275
_exptl_absorpt_coefficient_mu    6.222
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6266
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Krause, 2015) was used for absorption correction.
wR2(int) was 0.0703 before and 0.0421 after correction.
The Ratio of minimum to maximum transmission is 0.8404.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    2.539
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1004
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.21
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_av_unetI/netI     0.0104
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15722
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.998
_diffrn_reflns_theta_min         2.978
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CMOS area detector'
_diffrn_detector_area_resol_mean 5.12
_diffrn_detector_type            'Bruker PHOTON 50'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest ECO'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_collimation    '0.5 mm double-pinhole'
_diffrn_radiation_detector       'Bruker PHOTON 50'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           20.0
_diffrn_source_power             1.0
_diffrn_source_type              'Siemens, KFF Mo 2K -90 C'
_diffrn_source_voltage           50.0
_diffrn_standards_number         .
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1655
_reflns_number_total             1724
_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 V8.40A (Bruker, 2019)'
_computing_data_collection       'APEX 3 (Bruker, 2017) '
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL  (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.389
_refine_diff_density_min         -0.330
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       0.00316(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.163
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     80
_refine_ls_number_reflns         1724
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0127
_refine_ls_R_factor_gt           0.0117
_refine_ls_restrained_S_all      1.163
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0093P)²+1.7897P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0259
_refine_ls_wR_factor_ref         0.0262
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5)
;
_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 0.35569(2) 0.81832(2) 0.30505(2) 0.01788(5) Uani 1 1 d . . . . .
Cu1 Cu 0.250000 0.750000 0.500000 0.01126(6) Uani 1 2 d S . P . .
Cl1 Cl 0.12696(3) 0.65027(5) 0.36052(3) 0.01759(8) Uani 1 1 d . . . . .
N1 N 0.32757(9) 0.56605(17) 0.46749(10) 0.0128(2) Uani 1 1 d . . . . .
C1 C 0.36768(10) 0.58121(19) 0.38894(12) 0.0132(3) Uani 1 1 d . . . . .
C2 C 0.41699(11) 0.4476(2) 0.36283(14) 0.0175(3) Uani 1 1 d . . . . .
H2 H 0.444263 0.461535 0.306251 0.021 Uiso 1 1 calc R U . . .
C3 C 0.42566(11) 0.2939(2) 0.42072(15) 0.0198(3) Uani 1 1 d . . . . .
H3 H 0.458930 0.200463 0.404238 0.024 Uiso 1 1 calc R U . . .
C4 C 0.38521(11) 0.2775(2) 0.50328(15) 0.0190(3) Uani 1 1 d . . . . .
H4 H 0.390773 0.173428 0.544565 0.023 Uiso 1 1 calc R U . . .
C5 C 0.33673(11) 0.4160(2) 0.52390(13) 0.0164(3) Uani 1 1 d . . . . .
H5 H 0.308755 0.405102 0.580021 0.020 Uiso 1 1 calc R U . . .

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
I1 0.02334(7) 0.01577(6) 0.01569(6) 0.00253(4) 0.00806(4) -0.00028(4)
Cu1 0.01294(12) 0.01062(12) 0.01108(12) -0.00039(9) 0.00518(9) 0.00235(9)
Cl1 0.01608(17) 0.01884(18) 0.01614(17) -0.00394(14) 0.00311(14) 0.00132(14)
N1 0.0131(6) 0.0125(6) 0.0131(6) -0.0002(5) 0.0045(5) 0.0018(5)
C1 0.0143(7) 0.0134(7) 0.0117(6) -0.0020(5) 0.0043(5) -0.0009(5)
C2 0.0163(7) 0.0191(8) 0.0193(8) -0.0049(6) 0.0087(6) -0.0001(6)
C3 0.0150(7) 0.0158(8) 0.0276(9) -0.0056(6) 0.0060(6) 0.0027(6)
C4 0.0181(7) 0.0126(7) 0.0249(8) 0.0015(6) 0.0052(6) 0.0010(6)
C5 0.0168(7) 0.0158(7) 0.0176(7) 0.0019(6) 0.0071(6) 0.0009(6)

_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 C1 2.1014(15) . ?
Cu1 Cl1 2.2507(4) . ?
Cu1 Cl1 2.2506(4) 7_566 ?
Cu1 N1 1.9893(13) . ?
Cu1 N1 1.9893(13) 7_566 ?
N1 C1 1.3398(19) . ?
N1 C5 1.348(2) . ?
C1 C2 1.388(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.383(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.390(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.382(2) . ?
C5 H5 0.9500 . ?

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
Cl1 Cu1 Cl1 180.000(17) 7_566 . ?
N1 Cu1 Cl1 89.76(4) 7_566 7_566 ?
N1 Cu1 Cl1 89.76(4) . . ?
N1 Cu1 Cl1 90.24(4) . 7_566 ?
N1 Cu1 Cl1 90.24(4) 7_566 . ?
N1 Cu1 N1 180.0 7_566 . ?
C1 N1 Cu1 123.21(11) . . ?
C1 N1 C5 118.49(13) . . ?
C5 N1 Cu1 118.23(10) . . ?
N1 C1 I1 117.92(11) . . ?
N1 C1 C2 122.38(14) . . ?
C2 C1 I1 119.69(11) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 C1 118.73(15) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 H3 120.3 . . ?
C2 C3 C4 119.35(15) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 120.8 . . ?
C5 C4 C3 118.45(16) . . ?
C5 C4 H4 120.8 . . ?
N1 C5 C4 122.58(15) . . ?
N1 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?

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
I1 C1 C2 C3 178.64(11) . . . . ?
Cu1 N1 C1 I1 4.71(16) . . . . ?
Cu1 N1 C1 C2 -176.05(11) . . . . ?
Cu1 N1 C5 C4 176.64(12) . . . . ?
N1 C1 C2 C3 -0.6(2) . . . . ?
C1 N1 C5 C4 -0.4(2) . . . . ?
C1 C2 C3 C4 -0.2(2) . . . . ?
C2 C3 C4 C5 0.6(2) . . . . ?
C3 C4 C5 N1 -0.3(2) . . . . ?
C5 N1 C1 I1 -178.35(11) . . . . ?
C5 N1 C1 C2 0.9(2) . . . . ?

_shelx_res_file                  
;
TITL TCD1631 in C2/c
    tcd1631.res
    created by SHELXL-2018/3 at 08:08:43 on 16-Feb-2021
CELL 0.71073 15.3782 7.7571 12.6701 90 109.536 90
ZERR 4 0.0017 0.0009 0.0014 0 0.0049 0
LATT 7
SYMM -X,+Y,0.5-Z
SFAC C H Cl Cu I N
UNIT 40 32 8 4 8 8
EQIV $1 0.5-X,0.5+Y,0.5-Z

L.S. 10
PLAN  2
SIZE 0.21 0.26 0.28
TEMP -123(2)
CONF
RTAB ICl1 I1 Cl1_$1
BOND $H
LIST 4
MORE -1
fmap 2
acta
OMIT 2 0 0
REM <olex2.extras>
REM <HklSrc "%.\\TCD1631.hkl">
REM </olex2.extras>

WGHT    0.009300    1.789700
EXTI    0.003160
FVAR       0.08094
I1    5    0.355692    0.818315    0.305047    11.00000    0.02334    0.01577 =
         0.01569    0.00253    0.00806   -0.00028
CU1   4    0.250000    0.750000    0.500000    10.50000    0.01294    0.01062 =
         0.01108   -0.00039    0.00518    0.00235
CL1   3    0.126957    0.650274    0.360521    11.00000    0.01608    0.01884 =
         0.01614   -0.00394    0.00311    0.00132
N1    6    0.327568    0.566055    0.467488    11.00000    0.01309    0.01250 =
         0.01305   -0.00016    0.00453    0.00178
C1    1    0.367678    0.581207    0.388944    11.00000    0.01433    0.01338 =
         0.01171   -0.00196    0.00429   -0.00086
C2    1    0.416986    0.447636    0.362826    11.00000    0.01631    0.01911 =
         0.01928   -0.00487    0.00873   -0.00012
AFIX  43
H2    2    0.444263    0.461535    0.306251    11.00000   -1.20000
AFIX   0
C3    1    0.425657    0.293921    0.420723    11.00000    0.01504    0.01579 =
         0.02755   -0.00556    0.00597    0.00272
AFIX  43
H3    2    0.458930    0.200463    0.404238    11.00000   -1.20000
AFIX   0
C4    1    0.385209    0.277483    0.503283    11.00000    0.01807    0.01257 =
         0.02486    0.00148    0.00524    0.00097
AFIX  43
H4    2    0.390773    0.173428    0.544565    11.00000   -1.20000
AFIX   0
C5    1    0.336732    0.416001    0.523897    11.00000    0.01679    0.01577 =
         0.01764    0.00188    0.00713    0.00093
AFIX  43
H5    2    0.308755    0.405102    0.580021    11.00000   -1.20000
AFIX   0
HKLF 4




REM  TCD1631 in C2/c
REM wR2 = 0.026179, GooF = S = 1.16251, Restrained GooF = 1.16251 for all data
REM R1 = 0.011662 for 1655 Fo > 4sig(Fo) and 0.012654 for all 1724 data
REM 80 parameters refined using 0 restraints

END

WGHT      0.0093      1.7897

REM Highest difference peak  0.389,  deepest hole -0.330,  1-sigma level  0.067
Q1    1   0.2488  0.6075  0.5010  11.00000  0.05    0.39
Q2    1   0.3968  0.2805  0.4580  11.00000  0.05    0.35
;
_shelx_res_checksum              5025
_olex2_exptl_crystal_mounting_method 'mounted in oil on MITeGen microloop'
_olex2_submission_original_sample_id 'Cu(Ip)2Cl2 150K'
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_Cu(2ip)2Cl2_RT
_database_code_depnum_ccdc_archive 'CCDC 2063248'
loop_
_audit_author_name
_audit_author_address
'Brendan Twamley'
;TCD
Republic of Ireland
;
_audit_update_record             
;
2021-02-16 deposited with the CCDC.	2021-03-01 downloaded from the CCDC.
;

###original name  tcd1628

_audit_creation_date             2021-02-16
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10 H8 Cl2 Cu I2 N2'
_chemical_formula_sum            'C10 H8 Cl2 Cu I2 N2'
_chemical_formula_weight         544.42
_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'
Cl Cl 0.1484 0.1585 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   15.4157(9)
_cell_length_b                   7.7608(4)
_cell_length_c                   12.7242(6)
_cell_angle_alpha                90
_cell_angle_beta                 108.754(3)
_cell_angle_gamma                90
_cell_volume                     1441.48(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9523
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.991
_cell_measurement_theta_min      2.791
_shelx_estimated_absorpt_T_max   0.358
_shelx_estimated_absorpt_T_min   0.278
_exptl_absorpt_coefficient_mu    6.148
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6305
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Krause, 2015) was used for absorption correction.
wR2(int) was 0.0669 before and 0.0444 after correction.
The Ratio of minimum to maximum transmission is 0.8456.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear blue'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    2.509
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             1004
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.21
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_av_unetI/netI     0.0128
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15807
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.986
_diffrn_reflns_theta_min         2.973
_diffrn_ambient_temperature      296(2)
_diffrn_detector                 'CMOS area detector'
_diffrn_detector_area_resol_mean 5.12
_diffrn_detector_type            'Bruker PHOTON 50'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest ECO'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_collimation    '0.5 mm double-pinhole'
_diffrn_radiation_detector       'Bruker PHOTON 50'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           20.0
_diffrn_source_power             1.0
_diffrn_source_type              'Siemens, KFF Mo 2K -90 C'
_diffrn_source_voltage           50.0
_diffrn_standards_number         .
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1603
_reflns_number_total             1747
_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 V8.40A (Bruker, 2019)'
_computing_data_collection       'APEX 3 (Bruker, 2017) '
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_refine_diff_density_max         0.472
_refine_diff_density_min         -0.520
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       0.00453(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     80
_refine_ls_number_reflns         1747
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0196
_refine_ls_R_factor_gt           0.0164
_refine_ls_restrained_S_all      1.097
_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)+(0.0147P)²+2.1365P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0363
_refine_ls_wR_factor_ref         0.0376
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5)
;
_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
Cl1 Cl 0.12846(4) 0.65033(8) 0.36342(5) 0.03830(13) Uani 1 1 d . . . . .
Cu1 Cu 0.250000 0.750000 0.500000 0.02478(9) Uani 1 2 d S . P . .
I1 I 0.35528(2) 0.81752(2) 0.30497(2) 0.03988(7) Uani 1 1 d . . . . .
N1 N 0.32721(11) 0.5664(2) 0.46652(14) 0.0268(3) Uani 1 1 d . . . . .
C1 C 0.36731(14) 0.5819(3) 0.38864(16) 0.0275(4) Uani 1 1 d . . . . .
C2 C 0.41659(15) 0.4487(3) 0.3629(2) 0.0367(5) Uani 1 1 d . . . . .
H2 H 0.443505 0.462083 0.307642 0.044 Uiso 1 1 calc R U . . .
C3 C 0.42510(17) 0.2966(3) 0.4203(2) 0.0411(6) Uani 1 1 d . . . . .
H3 H 0.457820 0.205340 0.404127 0.049 Uiso 1 1 calc R U . . .
C4 C 0.38501(17) 0.2802(3) 0.5015(2) 0.0399(5) Uani 1 1 d . . . . .
H4 H 0.390425 0.178448 0.541684 0.048 Uiso 1 1 calc R U . . .
C5 C 0.33667(15) 0.4174(3) 0.5223(2) 0.0346(5) Uani 1 1 d . . . . .
H5 H 0.309357 0.406430 0.577312 0.042 Uiso 1 1 calc R U . . .

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
Cl1 0.0347(3) 0.0412(3) 0.0356(3) -0.0089(2) 0.0065(2) 0.0032(2)
Cu1 0.02877(18) 0.02350(17) 0.02417(17) -0.00039(13) 0.01146(13) 0.00496(13)
I1 0.05170(11) 0.03603(10) 0.03483(10) 0.00565(6) 0.01799(7) -0.00079(6)
N1 0.0285(8) 0.0255(8) 0.0276(8) -0.0007(7) 0.0107(7) 0.0037(7)
C1 0.0298(10) 0.0286(10) 0.0250(9) -0.0047(8) 0.0101(8) -0.0019(8)
C2 0.0348(11) 0.0397(12) 0.0416(12) -0.0097(10) 0.0205(10) 0.0005(9)
C3 0.0352(12) 0.0309(12) 0.0574(15) -0.0116(11) 0.0150(11) 0.0065(9)
C4 0.0391(12) 0.0257(11) 0.0534(14) 0.0047(10) 0.0127(11) 0.0050(9)
C5 0.0363(11) 0.0321(11) 0.0387(11) 0.0051(9) 0.0164(9) 0.0046(9)

_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
Cl1 Cu1 2.2440(5) . ?
Cu1 N1 1.9888(17) 7_566 ?
Cu1 N1 1.9889(17) . ?
I1 C1 2.094(2) . ?
N1 C1 1.331(3) . ?
N1 C5 1.339(3) . ?
C1 C2 1.383(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.372(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.370(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.373(3) . ?
C5 H5 0.9300 . ?

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
Cl1 Cu1 Cl1 180.0 7_566 . ?
N1 Cu1 Cl1 89.73(5) 7_566 7_566 ?
N1 Cu1 Cl1 89.73(5) . . ?
N1 Cu1 Cl1 90.27(5) . 7_566 ?
N1 Cu1 Cl1 90.27(5) 7_566 . ?
N1 Cu1 N1 180.0 7_566 . ?
C1 N1 Cu1 123.19(14) . . ?
C1 N1 C5 118.35(18) . . ?
C5 N1 Cu1 118.41(14) . . ?
N1 C1 I1 118.12(15) . . ?
N1 C1 C2 122.0(2) . . ?
C2 C1 I1 119.86(16) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 C1 118.9(2) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 H3 120.3 . . ?
C4 C3 C2 119.5(2) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 120.7 . . ?
C3 C4 C5 118.5(2) . . ?
C5 C4 H4 120.7 . . ?
N1 C5 C4 122.7(2) . . ?
N1 C5 H5 118.6 . . ?
C4 C5 H5 118.6 . . ?

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
Cu1 N1 C1 I1 4.1(2) . . . . ?
Cu1 N1 C1 C2 -176.44(16) . . . . ?
Cu1 N1 C5 C4 176.93(19) . . . . ?
I1 C1 C2 C3 178.74(17) . . . . ?
N1 C1 C2 C3 -0.7(3) . . . . ?
C1 N1 C5 C4 -0.7(3) . . . . ?
C1 C2 C3 C4 -0.2(4) . . . . ?
C2 C3 C4 C5 0.5(4) . . . . ?
C3 C4 C5 N1 -0.1(4) . . . . ?
C5 N1 C1 I1 -178.32(16) . . . . ?
C5 N1 C1 C2 1.1(3) . . . . ?

_shelx_res_file                  
;
TITL tcd1628_a.res in C2/c
    tcd1628.res
    created by SHELXL-2018/3 at 08:05:13 on 16-Feb-2021
REM Old TITL TCD1628 in C2/c
REM SHELXT solution in C2/c
REM R1 0.098, Rweak 0.003, Alpha 0.015, Orientation as input
REM Formula found by SHELXT: C10 N2 Cl2 Cu I2
CELL 0.71073 15.4157 7.7608 12.7242 90 108.754 90
ZERR 4 0.0009 0.0004 0.0006 0 0.003 0
LATT 7
SYMM -X,+Y,0.5-Z
SFAC C H Cl Cu I N
UNIT 40 32 8 4 8 8
EQIV $1 0.5-X,0.5+Y,0.5-Z

L.S. 10
PLAN  2
SIZE 0.21 0.26 0.28
TEMP 23(2)
CONF
RTAB ICl1 I1 Cl1_$1
BOND $H
LIST 4
MORE -1
fmap 2
acta
OMIT 2 0 0
REM <olex2.extras>
REM <HklSrc "%.\\TCD1628.hkl">
REM </olex2.extras>

WGHT    0.014700    2.136500
EXTI    0.004533
FVAR       0.27685
CL1   3    0.128456    0.650335    0.363415    11.00000    0.03468    0.04120 =
         0.03556   -0.00890    0.00649    0.00324
CU1   4    0.250000    0.750000    0.500000    10.50000    0.02877    0.02350 =
         0.02417   -0.00039    0.01146    0.00496
I1    5    0.355281    0.817520    0.304972    11.00000    0.05170    0.03603 =
         0.03483    0.00565    0.01799   -0.00079
N1    6    0.327209    0.566351    0.466518    11.00000    0.02849    0.02552 =
         0.02762   -0.00070    0.01065    0.00373
C1    1    0.367314    0.581926    0.388637    11.00000    0.02976    0.02858 =
         0.02498   -0.00472    0.01006   -0.00191
C2    1    0.416589    0.448744    0.362902    11.00000    0.03484    0.03972 =
         0.04155   -0.00968    0.02047    0.00047
AFIX  43
H2    2    0.443505    0.462083    0.307642    11.00000   -1.20000
AFIX   0
C3    1    0.425101    0.296616    0.420258    11.00000    0.03523    0.03085 =
         0.05739   -0.01155    0.01505    0.00646
AFIX  43
H3    2    0.457820    0.205340    0.404127    11.00000   -1.20000
AFIX   0
C4    1    0.385010    0.280227    0.501499    11.00000    0.03908    0.02568 =
         0.05343    0.00471    0.01268    0.00495
AFIX  43
H4    2    0.390425    0.178448    0.541684    11.00000   -1.20000
AFIX   0
C5    1    0.336671    0.417392    0.522258    11.00000    0.03627    0.03215 =
         0.03865    0.00508    0.01643    0.00457
AFIX  43
H5    2    0.309357    0.406430    0.577312    11.00000   -1.20000
AFIX   0
HKLF 4




REM  tcd1628_a.res in C2/c
REM wR2 = 0.037639, GooF = S = 1.09749, Restrained GooF = 1.09749 for all data
REM R1 = 0.016364 for 1603 Fo > 4sig(Fo) and 0.019643 for all 1747 data
REM 80 parameters refined using 0 restraints

END

WGHT      0.0147      2.1365

REM Highest difference peak  0.472,  deepest hole -0.520,  1-sigma level  0.074
Q1    1   0.2513  0.6102  0.4995  11.00000  0.05    0.47
Q2    1   0.3565  0.8539  0.2817  11.00000  0.05    0.38
;
_shelx_res_checksum              29245
_olex2_exptl_crystal_mounting_method 'mounted in oil on a MiTeGen microloop'
_olex2_submission_original_sample_id 'Cu(Ip)2Cl2 RT'
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_exp_1012
_database_code_depnum_ccdc_archive 'CCDC 2036457'
loop_
_audit_author_name
_audit_author_address
'Firas Awwadi'
;The University of Jordan
Jordan
;
_audit_update_record             
;
2020-10-10 deposited with the CCDC.	2021-03-01 downloaded from the CCDC.
;

_audit_creation_method           
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;

_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H8 Cl2 Cu I2 N2'
_chemical_formula_weight         544.42

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'
Cl Cl 0.1484 0.1585 '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 1 2/c 1'

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

_cell_length_a                   15.4392(5)
_cell_length_b                   7.7706(2)
_cell_length_c                   12.7308(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.731(3)
_cell_angle_gamma                90.00
_cell_volume                     1446.44(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1792
_cell_measurement_theta_min      2.9626
_cell_measurement_theta_max      29.2969

_exptl_crystal_description       parralelepiped
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.500
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1004
_exptl_absorpt_coefficient_mu    6.127
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.72754
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0534
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3141
_diffrn_reflns_av_R_equivalents  0.0218
_diffrn_reflns_av_sigmaI/netI    0.0312
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.97
_diffrn_reflns_theta_max         26.29
_reflns_number_total             1473
_reflns_number_gt                1292
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;

_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;

_computing_structure_solution    'shelxtl, Bruker,2002'
_computing_structure_refinement  'shelxtl, Bruker,2002'
_computing_molecular_graphics    'shelxtl, Bruker,2002'
_computing_publication_material  'shelxtl, Bruker,2002'

_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)+(0.0193P)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    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00273(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1473
_refine_ls_number_parameters     80
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0290
_refine_ls_R_factor_gt           0.0237
_refine_ls_wR_factor_ref         0.0491
_refine_ls_wR_factor_gt          0.0474
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.144719(17) 0.18252(3) 0.694977(17) 0.04103(12) Uani 1 1 d . . .
Cu1 Cu 0.2500 0.2500 0.5000 0.02641(15) Uani 1 2 d S . .
Cl1 Cl 0.12846(6) 0.15037(12) 0.36337(7) 0.0394(2) Uani 1 1 d . . .
C1 C 0.1325(2) 0.4181(4) 0.6113(2) 0.0278(7) Uani 1 1 d . . .
N1 N 0.17267(17) 0.4339(3) 0.53359(19) 0.0270(6) Uani 1 1 d . . .
C2 C 0.0833(2) 0.5511(5) 0.6368(3) 0.0384(8) Uani 1 1 d . . .
H2A H 0.0562 0.5375 0.6919 0.046 Uiso 1 1 calc R . .
C3 C 0.0747(3) 0.7033(5) 0.5798(3) 0.0427(9) Uani 1 1 d . . .
H3A H 0.0421 0.7946 0.5959 0.051 Uiso 1 1 calc R . .
C4 C 0.1151(3) 0.7185(5) 0.4988(3) 0.0414(9) Uani 1 1 d . . .
H4A H 0.1094 0.8199 0.4584 0.050 Uiso 1 1 calc R . .
C5 C 0.1638(2) 0.5826(4) 0.4780(3) 0.0336(8) Uani 1 1 d . . .
H5A H 0.1916 0.5940 0.4235 0.040 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
I1 0.05174(19) 0.03847(17) 0.03609(16) 0.00576(10) 0.01857(12) -0.00076(12)
Cu1 0.0292(3) 0.0265(3) 0.0256(3) -0.0005(2) 0.0117(2) 0.0050(3)
Cl1 0.0344(5) 0.0432(5) 0.0374(4) -0.0088(4) 0.0070(4) 0.0028(4)
C1 0.0313(18) 0.0247(17) 0.0285(15) -0.0038(14) 0.0113(14) -0.0004(15)
N1 0.0258(14) 0.0273(15) 0.0296(13) -0.0023(12) 0.0114(11) 0.0045(12)
C2 0.036(2) 0.046(2) 0.0387(18) -0.0090(17) 0.0184(16) -0.0010(18)
C3 0.038(2) 0.032(2) 0.058(2) -0.0140(18) 0.0146(18) 0.0044(17)
C4 0.041(2) 0.0278(19) 0.052(2) 0.0051(17) 0.0103(17) 0.0025(17)
C5 0.036(2) 0.0308(19) 0.0385(17) 0.0036(16) 0.0176(15) 0.0046(16)

_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 C1 2.096(3) . ?
Cu1 N1 1.995(3) 7_556 ?
Cu1 N1 1.995(3) . ?
Cu1 Cl1 2.2472(8) . ?
Cu1 Cl1 2.2472(8) 7_556 ?
C1 N1 1.331(4) . ?
C1 C2 1.382(4) . ?
N1 C5 1.339(4) . ?
C2 C3 1.372(5) . ?
C2 H2A 0.9300 . ?
C3 C4 1.371(5) . ?
C3 H3A 0.9300 . ?
C4 C5 1.371(5) . ?
C4 H4A 0.9300 . ?
C5 H5A 0.9300 . ?

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
N1 Cu1 N1 180.00(13) 7_556 . ?
N1 Cu1 Cl1 89.76(7) 7_556 . ?
N1 Cu1 Cl1 90.24(7) . . ?
N1 Cu1 Cl1 90.24(7) 7_556 7_556 ?
N1 Cu1 Cl1 89.76(7) . 7_556 ?
Cl1 Cu1 Cl1 180.0 . 7_556 ?
N1 C1 C2 121.9(3) . . ?
N1 C1 I1 118.1(2) . . ?
C2 C1 I1 120.0(2) . . ?
C1 N1 C5 118.7(3) . . ?
C1 N1 Cu1 123.2(2) . . ?
C5 N1 Cu1 118.1(2) . . ?
C3 C2 C1 119.2(3) . . ?
C3 C2 H2A 120.4 . . ?
C1 C2 H2A 120.4 . . ?
C4 C3 C2 118.8(3) . . ?
C4 C3 H3A 120.6 . . ?
C2 C3 H3A 120.6 . . ?
C5 C4 C3 119.3(3) . . ?
C5 C4 H4A 120.3 . . ?
C3 C4 H4A 120.3 . . ?
N1 C5 C4 122.1(3) . . ?
N1 C5 H5A 118.9 . . ?
C4 C5 H5A 118.9 . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C1 N1 C5 -0.8(4) . . . . ?
I1 C1 N1 C5 178.6(2) . . . . ?
C2 C1 N1 Cu1 176.5(2) . . . . ?
I1 C1 N1 Cu1 -4.0(3) . . . . ?
N1 Cu1 N1 C1 34(100) 7_556 . . . ?
Cl1 Cu1 N1 C1 94.7(2) . . . . ?
Cl1 Cu1 N1 C1 -85.3(2) 7_556 . . . ?
N1 Cu1 N1 C5 -149(100) 7_556 . . . ?
Cl1 Cu1 N1 C5 -87.9(2) . . . . ?
Cl1 Cu1 N1 C5 92.1(2) 7_556 . . . ?
N1 C1 C2 C3 0.6(5) . . . . ?
I1 C1 C2 C3 -178.9(2) . . . . ?
C1 C2 C3 C4 0.3(5) . . . . ?
C2 C3 C4 C5 -0.9(5) . . . . ?
C1 N1 C5 C4 0.2(5) . . . . ?
Cu1 N1 C5 C4 -177.3(3) . . . . ?
C3 C4 C5 N1 0.7(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.29
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.505
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.095
_exptl_crystal_preparation       'Magnetic properties'
####################################################################### 
# 
# 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_Cu(2ip)2Br2_RT
_database_code_depnum_ccdc_archive 'CCDC 2063250'
loop_
_audit_author_name
_audit_author_address
'Brendan Twamley'
;TCD
Republic of Ireland
;
_audit_update_record             
;
2021-02-16 deposited with the CCDC.	2021-03-01 downloaded from the CCDC.
;

####original name tcd1625
_audit_creation_date             2021-02-16
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10 H8 Br2 Cu I2 N2'
_chemical_formula_sum            'C10 H8 Br2 Cu I2 N2'
_chemical_formula_weight         633.34
_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'
Br Br -0.2901 2.4595 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   15.5405(17)
_cell_length_b                   7.9511(9)
_cell_length_c                   12.9193(14)
_cell_angle_alpha                90
_cell_angle_beta                 108.214(4)
_cell_angle_gamma                90
_cell_volume                     1516.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3161
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.951
_cell_measurement_theta_min      2.760
_shelx_estimated_absorpt_T_max   0.564
_shelx_estimated_absorpt_T_min   0.278
_exptl_absorpt_coefficient_mu    10.762
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.4778
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Krause, 2015) was used for absorption correction.
wR2(int) was 0.1246 before and 0.0669 after correction.
The Ratio of minimum to maximum transmission is 0.6409.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    2.774
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             1148
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0676
_diffrn_reflns_av_unetI/netI     0.0446
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9674
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.130
_diffrn_reflns_theta_min         2.910
_diffrn_ambient_temperature      296(2)
_diffrn_detector                 'CMOS area detector'
_diffrn_detector_area_resol_mean 5.12
_diffrn_detector_type            'Bruker PHOTON 50'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest ECO'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_collimation    '0.5 mm double-pinhole'
_diffrn_radiation_detector       'Bruker PHOTON 50'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           20.0
_diffrn_source_power             1.0
_diffrn_source_type              'Siemens, KFF Mo 2K -90 C'
_diffrn_source_voltage           50.0
_diffrn_standards_number         .
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1160
_reflns_number_total             1681
_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 V8.40A (Bruker, 2019)'
_computing_data_collection       'APEX 3 (Bruker, 2017) '
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL  (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.782
_refine_diff_density_min         -0.837
_refine_diff_density_rms         0.164
_refine_ls_extinction_coef       0.00049(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     80
_refine_ls_number_reflns         1681
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0656
_refine_ls_R_factor_gt           0.0353
_refine_ls_restrained_S_all      1.024
_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)+18.8779P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0652
_refine_ls_wR_factor_ref         0.0756
_refine_special_details          'RT data'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5)
;
_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 0.35742(4) 0.80736(7) 0.30990(4) 0.05144(19) Uani 1 1 d . . . . .
Br1 Br 0.12254(5) 0.64581(9) 0.35685(6) 0.0464(2) Uani 1 1 d . . . . .
Cu1 Cu 0.250000 0.750000 0.500000 0.0341(3) Uani 1 2 d S . P . .
N1 N 0.3261(4) 0.5691(7) 0.4708(4) 0.0348(12) Uani 1 1 d . . . . .
C1 C 0.3666(5) 0.5792(8) 0.3938(5) 0.0384(15) Uani 1 1 d . . . . .
C2 C 0.4146(5) 0.4481(9) 0.3700(6) 0.0491(19) Uani 1 1 d . . . . .
H2 H 0.442546 0.458894 0.316251 0.059 Uiso 1 1 calc R U . . .
C3 C 0.4205(5) 0.3012(9) 0.4269(6) 0.052(2) Uani 1 1 d . . . . .
H3 H 0.451346 0.209413 0.411027 0.063 Uiso 1 1 calc R U . . .
C4 C 0.3803(5) 0.2902(9) 0.5084(6) 0.0504(19) Uani 1 1 d . . . . .
H4 H 0.384753 0.192287 0.549088 0.060 Uiso 1 1 calc R U . . .
C5 C 0.3341(5) 0.4255(8) 0.5275(6) 0.0439(17) Uani 1 1 d . . . . .
H5 H 0.306842 0.418212 0.581987 0.053 Uiso 1 1 calc R U . . .

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
I1 0.0679(4) 0.0486(3) 0.0421(3) 0.0066(2) 0.0233(2) -0.0005(2)
Br1 0.0479(4) 0.0483(4) 0.0395(4) -0.0068(3) 0.0084(3) 0.0038(3)
Cu1 0.0415(7) 0.0327(6) 0.0293(6) -0.0001(5) 0.0128(5) 0.0055(5)
N1 0.039(3) 0.035(3) 0.031(3) 0.002(2) 0.012(2) 0.001(2)
C1 0.048(4) 0.034(4) 0.033(4) -0.003(3) 0.012(3) 0.001(3)
C2 0.052(5) 0.051(5) 0.048(4) -0.009(4) 0.021(4) 0.008(4)
C3 0.056(5) 0.037(4) 0.066(5) -0.016(4) 0.023(4) 0.005(4)
C4 0.050(5) 0.037(4) 0.061(5) 0.004(4) 0.014(4) 0.005(3)
C5 0.054(4) 0.036(4) 0.045(4) 0.001(3) 0.020(4) 0.005(3)

_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 C1 2.095(7) . ?
Br1 Cu1 2.3959(7) . ?
Cu1 N1 1.972(5) 7_566 ?
Cu1 N1 1.972(5) . ?
N1 C1 1.335(8) . ?
N1 C5 1.341(8) . ?
C1 C2 1.372(9) . ?
C2 H2 0.9300 . ?
C2 C3 1.368(11) . ?
C3 H3 0.9300 . ?
C3 C4 1.385(10) . ?
C4 H4 0.9300 . ?
C4 C5 1.358(10) . ?
C5 H5 0.9300 . ?

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
Br1 Cu1 Br1 180.0 7_566 . ?
N1 Cu1 Br1 89.96(15) . 7_566 ?
N1 Cu1 Br1 89.96(15) 7_566 . ?
N1 Cu1 Br1 90.04(15) 7_566 7_566 ?
N1 Cu1 Br1 90.04(15) . . ?
N1 Cu1 N1 180.0 . 7_566 ?
C1 N1 Cu1 123.3(4) . . ?
C1 N1 C5 118.3(6) . . ?
C5 N1 Cu1 118.4(4) . . ?
N1 C1 I1 117.8(5) . . ?
N1 C1 C2 122.5(7) . . ?
C2 C1 I1 119.7(5) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 C1 118.5(7) . . ?
C3 C2 H2 120.7 . . ?
C2 C3 H3 120.3 . . ?
C2 C3 C4 119.5(7) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 120.7 . . ?
C5 C4 C3 118.6(7) . . ?
C5 C4 H4 120.7 . . ?
N1 C5 C4 122.6(7) . . ?
N1 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?

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
I1 C1 C2 C3 179.2(5) . . . . ?
Cu1 N1 C1 I1 5.4(7) . . . . ?
Cu1 N1 C1 C2 -175.8(5) . . . . ?
Cu1 N1 C5 C4 175.8(6) . . . . ?
N1 C1 C2 C3 0.4(11) . . . . ?
C1 N1 C5 C4 -1.1(10) . . . . ?
C1 C2 C3 C4 -1.7(11) . . . . ?
C2 C3 C4 C5 1.5(11) . . . . ?
C3 C4 C5 N1 -0.2(11) . . . . ?
C5 N1 C1 I1 -177.9(5) . . . . ?
C5 N1 C1 C2 0.9(10) . . . . ?

_shelx_res_file                  
;
TITL TCD1625 in C2/c
    tcd1625.res
    created by SHELXL-2018/3 at 08:16:14 on 16-Feb-2021
CELL 0.71073 15.5405 7.9511 12.9193 90 108.2144 90
ZERR 4 0.0017 0.0009 0.0014 0 0.0037 0
LATT 7
SYMM -X,+Y,0.5-Z
SFAC C H Br Cu I N
UNIT 40 32 8 4 8 8
EQIV $1 -X,+Y,0.5-Z
EQIV $2 0.5-X,-0.5+Y,0.5-Z
EQIV $3 0.5-X,0.5+Y,0.5-Z

L.S. 14 0 0
PLAN  4
SIZE 0.06 0.1 0.16
TEMP 23(2)
CONF
RTAB Br1a Br1 Br1_$1
RTAB Br1b Br1 I1_$2
RTAB IBr1 I1 Br1_$3
BOND $H
list 4
MORE -1
fmap 2 53
acta
OMIT 2 0 0
REM <olex2.extras>
REM <HklSrc "%.\\TCD1625.hkl">
REM </olex2.extras>

WGHT    0.000000   18.877899
EXTI    0.000485
FVAR       0.05972
I1    5    0.357417    0.807360    0.309896    11.00000    0.06788    0.04856 =
         0.04211    0.00656    0.02330   -0.00055
BR1   3    0.122540    0.645806    0.356848    11.00000    0.04787    0.04826 =
         0.03950   -0.00681    0.00840    0.00379
CU1   4    0.250000    0.750000    0.500000    10.50000    0.04154    0.03272 =
         0.02926   -0.00011    0.01279    0.00548
N1    6    0.326112    0.569083    0.470789    11.00000    0.03892    0.03487 =
         0.03104    0.00223    0.01177    0.00099
C1    1    0.366644    0.579235    0.393839    11.00000    0.04764    0.03416 =
         0.03280   -0.00322    0.01186    0.00141
C2    1    0.414637    0.448135    0.369953    11.00000    0.05220    0.05093 =
         0.04821   -0.00935    0.02149    0.00774
AFIX  43
H2    2    0.442546    0.458894    0.316251    11.00000   -1.20000
AFIX   0
C3    1    0.420539    0.301175    0.426892    11.00000    0.05624    0.03741 =
         0.06576   -0.01617    0.02321    0.00543
AFIX  43
H3    2    0.451346    0.209413    0.411027    11.00000   -1.20000
AFIX   0
C4    1    0.380253    0.290199    0.508354    11.00000    0.05040    0.03741 =
         0.06104    0.00402    0.01412    0.00476
AFIX  43
H4    2    0.384753    0.192287    0.549088    11.00000   -1.20000
AFIX   0
C5    1    0.334057    0.425452    0.527450    11.00000    0.05356    0.03610 =
         0.04538    0.00148    0.02045    0.00512
AFIX  43
H5    2    0.306842    0.418212    0.581987    11.00000   -1.20000
AFIX   0
HKLF 4




REM  TCD1625 in C2/c
REM wR2 = 0.075594, GooF = S = 1.02407, Restrained GooF = 1.02407 for all data
REM R1 = 0.035261 for 1160 Fo > 4sig(Fo) and 0.065565 for all 1681 data
REM 80 parameters refined using 0 restraints

END

WGHT      0.0000     18.8651

REM Highest difference peak  0.782,  deepest hole -0.837,  1-sigma level  0.164
Q1    1   0.1259  0.7351  0.3541  11.00000  0.05    0.78
Q2    1   0.3223  0.7979  0.2867  11.00000  0.05    0.73
Q3    1   0.1220  0.8582  0.3761  11.00000  0.05    0.69
Q4    1   0.4056  0.2063  0.4731  11.00000  0.05    0.65
;
_shelx_res_checksum              66628
_olex2_exptl_crystal_mounting_method 'mounted in oil on a MiTeGen microloop'
_olex2_submission_original_sample_id 'Cu(2Ip)2Br2 RT'
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_Cu(2ip)2Br2_150K
_database_code_depnum_ccdc_archive 'CCDC 2063251'
loop_
_audit_author_name
_audit_author_address
'Brendan Twamley'
;TCD
Republic of Ireland
;
_audit_update_record             
;
2021-02-16 deposited with the CCDC.	2021-03-01 downloaded from the CCDC.
;

####original name tcd1624

_audit_creation_date             2021-02-16
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10 H8 Br2 Cu I2 N2'
_chemical_formula_sum            'C10 H8 Br2 Cu I2 N2'
_chemical_formula_weight         633.34
_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'
Br Br -0.2901 2.4595 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   15.4484(14)
_cell_length_b                   7.9306(7)
_cell_length_c                   12.8457(11)
_cell_angle_alpha                90
_cell_angle_beta                 108.690(3)
_cell_angle_gamma                90
_cell_volume                     1490.8(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4425
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.176
_cell_measurement_theta_min      2.784
_shelx_estimated_absorpt_T_max   0.560
_shelx_estimated_absorpt_T_min   0.273
_exptl_absorpt_coefficient_mu    10.947
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.4461
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS (Krause, 2015) was used for absorption correction.
wR2(int) was 0.1177 before and 0.0663 after correction.
The Ratio of minimum to maximum transmission is 0.5984.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    2.822
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             1148
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0532
_diffrn_reflns_av_unetI/netI     0.0426
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7123
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.213
_diffrn_reflns_theta_min         2.921
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CMOS area detector'
_diffrn_detector_area_resol_mean 5.12
_diffrn_detector_type            'Bruker PHOTON 50'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest ECO'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_collimation    '0.5 mm double-pinhole'
_diffrn_radiation_detector       'Bruker PHOTON 50'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           20.0
_diffrn_source_power             1.0
_diffrn_source_type              'Siemens, KFF Mo 2K -90 C'
_diffrn_source_voltage           50.0
_diffrn_standards_number         .
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1321
_reflns_number_total             1671
_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 V8.40A (Bruker, 2019)'
_computing_data_collection       'APEX 3 (Bruker, 2017) '
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_refine_diff_density_max         0.952
_refine_diff_density_min         -1.487
_refine_diff_density_rms         0.192
_refine_ls_extinction_coef       0.00040(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     80
_refine_ls_number_reflns         1671
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0472
_refine_ls_R_factor_gt           0.0303
_refine_ls_restrained_S_all      1.071
_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)+(0.0197P)²+10.1040P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0614
_refine_ls_wR_factor_ref         0.0680
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5)
;
_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 0.35802(3) 0.80797(5) 0.30987(3) 0.02600(14) Uani 1 1 d . . . . .
Br1 Br 0.12149(4) 0.64601(7) 0.35417(5) 0.02389(16) Uani 1 1 d . . . . .
Cu1 Cu 0.250000 0.750000 0.500000 0.0180(2) Uani 1 2 d S . P . .
N1 N 0.3263(3) 0.5679(5) 0.4710(4) 0.0196(10) Uani 1 1 d . . . . .
C1 C 0.3674(4) 0.5782(7) 0.3945(4) 0.0198(11) Uani 1 1 d . . . . .
C2 C 0.4152(4) 0.4445(7) 0.3693(5) 0.0249(12) Uani 1 1 d . . . . .
H2 H 0.442419 0.454074 0.312913 0.030 Uiso 1 1 calc R U . . .
C3 C 0.4218(4) 0.2972(7) 0.4287(5) 0.0274(13) Uani 1 1 d . . . . .
H3 H 0.454162 0.203322 0.413751 0.033 Uiso 1 1 calc R U . . .
C4 C 0.3813(4) 0.2871(8) 0.5097(5) 0.0281(13) Uani 1 1 d . . . . .
H4 H 0.385762 0.186662 0.551395 0.034 Uiso 1 1 calc R U . . .
C5 C 0.3345(4) 0.4236(7) 0.5293(5) 0.0258(13) Uani 1 1 d . . . . .
H5 H 0.307035 0.416713 0.585527 0.031 Uiso 1 1 calc R U . . .

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
I1 0.0345(2) 0.0241(2) 0.0209(2) 0.00292(15) 0.01086(16) -0.00019(16)
Br1 0.0249(3) 0.0249(3) 0.0195(3) -0.0029(2) 0.0039(2) 0.0017(2)
Cu1 0.0221(5) 0.0172(5) 0.0148(5) 0.0002(3) 0.0062(4) 0.0029(4)
N1 0.023(2) 0.017(2) 0.017(2) 0.0010(18) 0.0027(18) 0.0001(18)
C1 0.023(3) 0.020(3) 0.014(3) -0.001(2) 0.004(2) -0.001(2)
C2 0.028(3) 0.027(3) 0.020(3) -0.006(2) 0.009(2) 0.002(2)
C3 0.029(3) 0.019(3) 0.035(3) -0.008(3) 0.011(3) 0.005(2)
C4 0.023(3) 0.029(3) 0.032(3) 0.001(3) 0.008(3) 0.005(2)
C5 0.033(3) 0.023(3) 0.023(3) -0.001(2) 0.011(3) 0.004(2)

_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 C1 2.103(5) . ?
Br1 Cu1 2.3973(6) . ?
Cu1 N1 1.974(5) 7_566 ?
Cu1 N1 1.974(5) . ?
N1 C1 1.332(7) . ?
N1 C5 1.351(7) . ?
C1 C2 1.388(8) . ?
C2 H2 0.9500 . ?
C2 C3 1.381(8) . ?
C3 H3 0.9500 . ?
C3 C4 1.378(8) . ?
C4 H4 0.9500 . ?
C4 C5 1.369(8) . ?
C5 H5 0.9500 . ?

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
Br1 Cu1 Br1 180.0 7_566 . ?
N1 Cu1 Br1 90.24(13) . 7_566 ?
N1 Cu1 Br1 90.24(13) 7_566 . ?
N1 Cu1 Br1 89.76(13) 7_566 7_566 ?
N1 Cu1 Br1 89.76(13) . . ?
N1 Cu1 N1 180.0 . 7_566 ?
C1 N1 Cu1 123.3(4) . . ?
C1 N1 C5 118.6(5) . . ?
C5 N1 Cu1 118.1(4) . . ?
N1 C1 I1 117.7(4) . . ?
N1 C1 C2 122.7(5) . . ?
C2 C1 I1 119.6(4) . . ?
C1 C2 H2 121.1 . . ?
C3 C2 C1 117.9(5) . . ?
C3 C2 H2 121.1 . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.7(5) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 120.4 . . ?
C5 C4 C3 119.1(6) . . ?
C5 C4 H4 120.4 . . ?
N1 C5 C4 122.0(6) . . ?
N1 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?

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
I1 C1 C2 C3 178.3(4) . . . . ?
Cu1 N1 C1 I1 4.9(6) . . . . ?
Cu1 N1 C1 C2 -175.0(4) . . . . ?
Cu1 N1 C5 C4 175.8(5) . . . . ?
N1 C1 C2 C3 -1.8(8) . . . . ?
C1 N1 C5 C4 -2.0(8) . . . . ?
C1 C2 C3 C4 0.2(9) . . . . ?
C2 C3 C4 C5 0.4(9) . . . . ?
C3 C4 C5 N1 0.5(9) . . . . ?
C5 N1 C1 I1 -177.4(4) . . . . ?
C5 N1 C1 C2 2.7(8) . . . . ?

_shelx_res_file                  
;
TITL TCD1624 in C2/c
    tcd1624.res
    created by SHELXL-2018/3 at 08:20:32 on 16-Feb-2021
CELL 0.71073 15.4484 7.9306 12.8457 90 108.6899 90
ZERR 4 0.0014 0.0007 0.0011 0 0.003 0
LATT 7
SYMM -X,+Y,0.5-Z
SFAC C H Br Cu I N
UNIT 40 32 8 4 8 8
EQIV $1 -X,+Y,0.5-Z
EQIV $2 0.5-X,-0.5+Y,0.5-Z
EQIV $3 0.5-X,0.5+Y,0.5-Z

L.S. 4 0 0
PLAN  2
SIZE 0.06 0.1 0.16
TEMP -123.15
CONF
RTAB Br1a Br1 Br1_$1
RTAB Br1b Br1 I1_$2
RTAB IBr1 I1 Br1_$3
BOND $H
list 4
MORE -1
fmap 2 53
acta
OMIT 2 0 0
REM <olex2.extras>
REM <HklSrc "%.\\TCD1624.hkl">
REM </olex2.extras>

WGHT    0.019700   10.104000
EXTI    0.000398
FVAR       0.05667
I1    5    0.358020    0.807975    0.309873    11.00000    0.03451    0.02405 =
         0.02087    0.00292    0.01086   -0.00019
BR1   3    0.121493    0.646013    0.354169    11.00000    0.02494    0.02495 =
         0.01946   -0.00294    0.00387    0.00171
CU1   4    0.250000    0.750000    0.500000    10.50000    0.02214    0.01721 =
         0.01482    0.00018    0.00624    0.00293
N1    6    0.326301    0.567890    0.470956    11.00000    0.02259    0.01677 =
         0.01675    0.00104    0.00269    0.00008
C1    1    0.367387    0.578241    0.394521    11.00000    0.02328    0.02021 =
         0.01441   -0.00060    0.00375   -0.00150
C2    1    0.415163    0.444532    0.369271    11.00000    0.02849    0.02725 =
         0.01953   -0.00649    0.00862    0.00206
AFIX  43
H2    2    0.442419    0.454074    0.312913    11.00000   -1.20000
AFIX   0
C3    1    0.421808    0.297220    0.428674    11.00000    0.02899    0.01908 =
         0.03492   -0.00768    0.01126    0.00546
AFIX  43
H3    2    0.454162    0.203322    0.413751    11.00000   -1.20000
AFIX   0
C4    1    0.381299    0.287081    0.509677    11.00000    0.02277    0.02940 =
         0.03187    0.00131    0.00828    0.00476
AFIX  43
H4    2    0.385762    0.186662    0.551395    11.00000   -1.20000
AFIX   0
C5    1    0.334526    0.423624    0.529261    11.00000    0.03334    0.02260 =
         0.02259   -0.00102    0.01061    0.00388
AFIX  43
H5    2    0.307035    0.416713    0.585527    11.00000   -1.20000
AFIX   0
HKLF 4




REM  TCD1624 in C2/c
REM wR2 = 0.067970, GooF = S = 1.07069, Restrained GooF = 1.07069 for all data
REM R1 = 0.030300 for 1321 Fo > 4sig(Fo) and 0.047150 for all 1671 data
REM 80 parameters refined using 0 restraints

END

WGHT      0.0197     10.0847

REM Highest difference peak  0.952,  deepest hole -1.487,  1-sigma level  0.192
Q1    1   0.3616  0.5745  0.3134  11.00000  0.05    0.95
Q2    1   0.4609  0.8020  0.3341  11.00000  0.05    0.92
;
_shelx_res_checksum              6787
_olex2_exptl_crystal_mounting_method 'mounted in oil on a MiTeGen microloop'
_olex2_submission_original_sample_id 'Cu(2Ip)2Br 150K'
_olex2_submission_special_instructions 'No special instructions were received'
