# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_CuIPyzBr_100K
_database_code_depnum_ccdc_archive 'CCDC 2207729'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2022-09-16 deposited with the CCDC.	2022-10-26 downloaded from the CCDC.
;
_audit_creation_date             2022-09-16
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 H3 Br Cu I N2'
_chemical_formula_sum            'C4 H3 Br Cu I N2'
_chemical_formula_weight         349.43
_chemical_absolute_configuration ?
_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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   4.07790(10)
_cell_length_b                   10.5973(2)
_cell_length_c                   17.6896(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     764.45(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5084
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      2.2
_cell_measurement_theta_min      27.3
_shelx_estimated_absorpt_T_max   0.645
_shelx_estimated_absorpt_T_min   0.446
_exptl_absorpt_coefficient_mu    12.033
_exptl_absorpt_correction_T_max  0.74
_exptl_absorpt_correction_T_min  0.44
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    3.036
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_av_unetI/netI     0.0284
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            5084
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.906
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.328
_diffrn_reflns_theta_min         2.240
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.587
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.857
_reflns_number_gt                1509
_reflns_number_total             1566
_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 V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'Bruker Instrument Service v2010.9.0.0'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.495
_refine_diff_density_min         -0.592
_refine_diff_density_rms         0.122
_refine_ls_abs_structure_details 
;
 Flack x determined using 544 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.009(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     82
_refine_ls_number_reflns         1566
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0197
_refine_ls_R_factor_gt           0.0182
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0138P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0352
_refine_ls_wR_factor_ref         0.0358
_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:
 C1(H1), C4(H4), C3(H3)
;
_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 1.12825(8) 1.63866(3) 0.09051(2) 0.00993(9) Uani 1 1 d . . . . .
Br1 Br 1.33038(14) 1.18325(5) -0.10224(3) 0.01912(14) Uani 1 1 d . . . . .
Cu1 Cu 1.13255(17) 1.71923(5) -0.04957(3) 0.01148(14) Uani 1 1 d . . . . .
N1 N 1.1078(11) 1.5605(4) -0.1159(2) 0.0109(9) Uani 1 1 d . . . . .
N2 N 1.0471(11) 1.3436(4) -0.2056(3) 0.0178(11) Uani 1 1 d . . . . .
C1 C 1.2101(11) 1.4475(4) -0.0914(3) 0.0124(11) Uani 1 1 d . . . . .
H1 H 1.304459 1.439801 -0.042504 0.015 Uiso 1 1 calc R U . . .
C2 C 1.1791(12) 1.3415(4) -0.1371(3) 0.0113(11) Uani 1 1 d . . . . .
C4 C 0.9788(12) 1.5649(5) -0.1856(3) 0.0148(12) Uani 1 1 d . . . . .
H4 H 0.907659 1.643773 -0.205130 0.018 Uiso 1 1 calc R U . . .
C3 C 0.9462(13) 1.4579(5) -0.2299(3) 0.0166(13) Uani 1 1 d . . . . .
H3 H 0.850391 1.465149 -0.278672 0.020 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 2.6210(7) . ?
I1 Cu1 2.6227(7) 3_485 ?
I1 Cu1 2.6498(7) 3_585 ?
Br1 C2 1.890(5) . ?
Cu1 Cu1 2.7674(8) 3_585 ?
Cu1 Cu1 2.7674(8) 3_485 ?
Cu1 N1 2.054(4) . ?
N1 C1 1.340(6) . ?
N1 C4 1.341(6) . ?
N2 C2 1.326(7) . ?
N2 C3 1.349(6) . ?
C1 H1 0.9500 . ?
C1 C2 1.390(7) . ?
C4 H4 0.9500 . ?
C4 C3 1.385(7) . ?
C3 H3 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
Cu1 I1 Cu1 63.708(18) . 3_485 ?
Cu1 I1 Cu1 63.339(17) . 3_585 ?
Cu1 I1 Cu1 101.32(2) 3_485 3_585 ?
I1 Cu1 I1 116.95(3) . 3_585 ?
I1 Cu1 I1 115.99(3) . 3_485 ?
I1 Cu1 I1 101.32(2) 3_585 3_485 ?
I1 Cu1 Cu1 58.18(3) . 3_485 ?
I1 Cu1 Cu1 127.66(3) 3_485 3_585 ?
I1 Cu1 Cu1 57.820(15) 3_485 3_485 ?
I1 Cu1 Cu1 58.114(15) 3_585 3_585 ?
I1 Cu1 Cu1 127.41(3) 3_585 3_485 ?
I1 Cu1 Cu1 58.84(2) . 3_585 ?
Cu1 Cu1 Cu1 94.92(4) 3_485 3_585 ?
N1 Cu1 I1 105.75(12) . 3_485 ?
N1 Cu1 I1 105.84(11) . . ?
N1 Cu1 I1 110.52(12) . 3_585 ?
N1 Cu1 Cu1 126.25(13) . 3_585 ?
N1 Cu1 Cu1 121.26(13) . 3_485 ?
C1 N1 Cu1 122.1(3) . . ?
C1 N1 C4 116.8(4) . . ?
C4 N1 Cu1 121.0(3) . . ?
C2 N2 C3 115.5(4) . . ?
N1 C1 H1 119.8 . . ?
N1 C1 C2 120.4(5) . . ?
C2 C1 H1 119.8 . . ?
N2 C2 Br1 116.5(4) . . ?
N2 C2 C1 123.7(4) . . ?
C1 C2 Br1 119.8(4) . . ?
N1 C4 H4 119.0 . . ?
N1 C4 C3 122.0(5) . . ?
C3 C4 H4 119.0 . . ?
N2 C3 C4 121.7(5) . . ?
N2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?

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
_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 C2 177.8(4) . . . . ?
Cu1 N1 C4 C3 -177.0(4) . . . . ?
N1 C1 C2 Br1 179.1(4) . . . . ?
N1 C1 C2 N2 -0.8(8) . . . . ?
N1 C4 C3 N2 -0.9(9) . . . . ?
C1 N1 C4 C3 1.2(8) . . . . ?
C2 N2 C3 C4 -0.2(8) . . . . ?
C4 N1 C1 C2 -0.4(7) . . . . ?
C3 N2 C2 Br1 -178.8(4) . . . . ?
C3 N2 C2 C1 1.1(8) . . . . ?

_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_CuIPyzBr_152GPa
_database_code_depnum_ccdc_archive 'CCDC 2207734'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2022-09-16 deposited with the CCDC.	2022-10-26 downloaded from the CCDC.
;
_audit_creation_date             2021-12-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
jplatas@ull.edu.es
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 H3 Br Cu I N2'
_chemical_formula_sum            'C4 H3 Br Cu I N2'
_chemical_formula_weight         349.43
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C4 H3 N2 Br Cu I'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_diffrn_ambient_pressure         1520000(40000)

_cell_length_a                   3.951(9)
_cell_length_b                   10.452(2)
_cell_length_c                   16.660(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     688.0(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    333
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.9840
_cell_measurement_theta_min      2.2930
_shelx_estimated_absorpt_T_max   0.617
_shelx_estimated_absorpt_T_min   0.414
_exptl_absorpt_coefficient_mu    13.371
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.25181
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.120a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'orangish yellow'
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    3.374
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_av_unetI/netI     0.0679
_diffrn_reflns_Laue_measured_fraction_full 0.471
_diffrn_reflns_Laue_measured_fraction_max 0.417
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            807
_diffrn_reflns_point_group_measured_fraction_full 0.379
_diffrn_reflns_point_group_measured_fraction_max 0.323
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.961
_diffrn_reflns_theta_min         2.300
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1268
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.471
_diffrn_measured_fraction_theta_max 0.417
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     15.00  45.00   0.50   20.00    --   25.79 -39.00-167.00   60
  2  ω    -51.00   4.00   0.50   20.00    --  -26.57  53.00 162.00  110
  3  ω    -99.00 -69.00   0.50   20.00    --  -26.57-178.00  90.00   60
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dualflex, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1796374000
_diffrn_orient_matrix_UB_12      0.0007319000
_diffrn_orient_matrix_UB_13      -0.0006133000
_diffrn_orient_matrix_UB_21      0.0000023000
_diffrn_orient_matrix_UB_22      0.0573715000
_diffrn_orient_matrix_UB_23      0.0226635000
_diffrn_orient_matrix_UB_31      0.0031318000
_diffrn_orient_matrix_UB_32      0.0361754000
_diffrn_orient_matrix_UB_33      -0.0359684000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.271
_reflns_Friedel_fraction_full    0.229
_reflns_Friedel_fraction_max     0.176
_reflns_number_gt                413
_reflns_number_total             534
_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       'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         1.225
_refine_diff_density_min         -1.131
_refine_diff_density_rms         0.249
_refine_ls_abs_structure_details 
;
 Flack x determined using 72 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     52
_refine_ls_number_reflns         534
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0797
_refine_ls_R_factor_gt           0.0583
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0866P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1398
_refine_ls_wR_factor_ref         0.1539
_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:
 C1(H1), C4(H4), C3(H3)
;
_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 0.6992(15) 0.63464(14) 0.40566(10) 0.036(3) Uani 1 1 d . . . . .
Cu1 Cu 0.711(3) 0.7161(3) 0.55374(19) 0.048(5) Uani 1 1 d . . . . .
Br1 Br 0.823(3) 0.1703(2) 0.59728(17) 0.046(4) Uani 1 1 d . . . . .
N1 N 0.642(19) 0.5526(18) 0.6189(12) 0.029(6) Uiso 1 1 d . . . . .
N2 N 0.497(17) 0.327(2) 0.6994(13) 0.034(7) Uiso 1 1 d . . . . .
C1 C 0.75(3) 0.445(2) 0.5893(15) 0.035(7) Uiso 1 1 d . . . . .
H1 H 0.897346 0.438293 0.545252 0.042 Uiso 1 1 calc R U . . .
C2 C 0.62(2) 0.330(2) 0.6367(16) 0.030(7) Uiso 1 1 d . . . . .
C4 C 0.468(19) 0.555(2) 0.6870(15) 0.025(7) Uiso 1 1 d . . . . .
H4 H 0.421184 0.634840 0.709662 0.030 Uiso 1 1 calc R U . . .
C3 C 0.35(3) 0.448(2) 0.7262(17) 0.041(9) Uiso 1 1 d . . . . .
H3 H 0.191760 0.452312 0.766984 0.050 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 2.573(12) 4_466 ?
I1 Cu1 2.610(3) . ?
I1 Cu1 2.641(12) 4_566 ?
Cu1 N1 2.04(2) . ?
Br1 C2 1.97(4) . ?
N1 C1 1.31(5) . ?
N1 C4 1.33(6) . ?
N2 C2 1.15(5) . ?
N2 C3 1.46(6) . ?
C1 H1 0.9300 . ?
C1 C2 1.53(6) . ?
C4 H4 0.9300 . ?
C4 C3 1.38(6) . ?
C3 H3 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
Cu1 I1 Cu1 64.32(17) 4_466 . ?
Cu1 I1 Cu1 98.54(17) 4_466 4_566 ?
Cu1 I1 Cu1 63.39(19) . 4_566 ?
I1 Cu1 I1 98.54(17) 4_566 4_466 ?
I1 Cu1 I1 114.9(4) . 4_466 ?
I1 Cu1 I1 117.3(4) 4_566 . ?
N1 Cu1 I1 104.9(19) . 4_466 ?
N1 Cu1 I1 117.8(18) . 4_566 ?
N1 Cu1 I1 103.1(6) . . ?
C1 N1 Cu1 119(3) . . ?
C1 N1 C4 121(3) . . ?
C4 N1 Cu1 120(2) . . ?
C2 N2 C3 115(3) . . ?
N1 C1 H1 124.4 . . ?
N1 C1 C2 111(5) . . ?
C2 C1 H1 124.4 . . ?
N2 C2 Br1 117(2) . . ?
N2 C2 C1 130(3) . . ?
C1 C2 Br1 110(4) . . ?
N1 C4 H4 118.0 . . ?
N1 C4 C3 124(3) . . ?
C3 C4 H4 118.0 . . ?
N2 C3 H3 122.3 . . ?
C4 C3 N2 115(6) . . ?
C4 C3 H3 122.3 . . ?

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
_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 C2 -168(5) . . . . ?
Cu1 N1 C4 C3 166(6) . . . . ?
N1 C1 C2 Br1 -175(5) . . . . ?
N1 C1 C2 N2 -17(12) . . . . ?
N1 C4 C3 N2 14(11) . . . . ?
C1 N1 C4 C3 -9(10) . . . . ?
C2 N2 C3 C4 -20(10) . . . . ?
C4 N1 C1 C2 7(9) . . . . ?
C3 N2 C2 Br1 179(6) . . . . ?
C3 N2 C2 C1 23(12) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.930
_oxdiff_exptl_absorpt_empirical_full_min 0.384
####################################################################### 
# 
# 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_CuIPyzBr_110GPa
_database_code_depnum_ccdc_archive 'CCDC 2207731'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2022-09-16 deposited with the CCDC.	2022-10-26 downloaded from the CCDC.
;
_audit_creation_date             2021-12-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
jplatas@ull.edu.es
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 H3 Br Cu I N2'
_chemical_formula_sum            'C4 H3 Br Cu I N2'
_chemical_formula_weight         349.43
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C4 H3 N2 Br Cu I'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_diffrn_ambient_pressure         1100000(40000)

_cell_length_a                   3.984(5)
_cell_length_b                   10.4987(14)
_cell_length_c                   16.901(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     706.9(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    384
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.1080
_cell_measurement_theta_min      3.0890
_shelx_estimated_absorpt_T_max   0.624
_shelx_estimated_absorpt_T_min   0.422
_exptl_absorpt_coefficient_mu    13.014
_exptl_absorpt_correction_T_max  0.01986
_exptl_absorpt_correction_T_min  0.00555
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.120a (Rigaku Oxford Diffraction, 2021)
Spherical absorption correction
using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'orangish yellow'
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    3.284
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_exptl_crystal_size_rad          0.400
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_Laue_measured_fraction_full 0.470
_diffrn_reflns_Laue_measured_fraction_max 0.420
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            998
_diffrn_reflns_point_group_measured_fraction_full 0.364
_diffrn_reflns_point_group_measured_fraction_max 0.317
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.676
_diffrn_reflns_theta_min         2.284
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1268
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.470
_diffrn_measured_fraction_theta_max 0.420
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -10.00  16.00   0.50   17.50    --   25.79  67.00 157.00   52
  2  ω    -87.00 -34.00   0.50   17.50    --  -26.57 134.00 123.00  106
  3  ω    -28.00  -1.00   0.50   17.50    --  -26.57  67.00 157.00   54
  4  ω    -16.00   9.00   0.50   17.50    --  -26.57 -67.00-157.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dualflex, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1782226000
_diffrn_orient_matrix_UB_12      -0.0002842000
_diffrn_orient_matrix_UB_13      0.0010356000
_diffrn_orient_matrix_UB_21      -0.0020105000
_diffrn_orient_matrix_UB_22      -0.0571951000
_diffrn_orient_matrix_UB_23      -0.0222863000
_diffrn_orient_matrix_UB_31      0.0041969000
_diffrn_orient_matrix_UB_32      -0.0358977000
_diffrn_orient_matrix_UB_33      0.0355069000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.236
_reflns_Friedel_fraction_full    0.192
_reflns_Friedel_fraction_max     0.156
_reflns_number_gt                429
_reflns_number_total             524
_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       'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.669
_refine_diff_density_min         -0.550
_refine_diff_density_rms         0.167
_refine_ls_abs_structure_details 
;
 Flack x determined using 77 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.15(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     52
_refine_ls_number_reflns         524
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0640
_refine_ls_R_factor_gt           0.0496
_refine_ls_restrained_S_all      1.127
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0726P)²+0.3804P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1228
_refine_ls_wR_factor_ref         0.1308
_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:
 C1(H1), C4(H4), C3(H3)
;
_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 0.6846(11) 0.63610(12) 0.40642(8) 0.049(2) Uani 1 1 d . . . . .
Cu1 Cu 0.691(2) 0.7163(2) 0.55302(15) 0.049(4) Uani 1 1 d . . . . .
Br1 Br 0.8176(19) 0.17238(19) 0.59815(14) 0.059(3) Uani 1 1 d . . . . .
N1 N 0.637(15) 0.5537(16) 0.6191(10) 0.045(5) Uiso 1 1 d . . . . .
N2 N 0.501(12) 0.3289(16) 0.6996(10) 0.045(5) Uiso 1 1 d . . . . .
C1 C 0.746(19) 0.4417(18) 0.5921(12) 0.045(5) Uiso 1 1 d . . . . .
H1 H 0.868771 0.436718 0.545449 0.053 Uiso 1 1 calc R U . . .
C2 C 0.670(17) 0.3299(17) 0.6362(11) 0.036(5) Uiso 1 1 d . . . . .
C4 C 0.466(18) 0.554(2) 0.6887(13) 0.046(6) Uiso 1 1 d . . . . .
H4 H 0.404699 0.632007 0.710126 0.056 Uiso 1 1 calc R U . . .
C3 C 0.38(2) 0.4492(19) 0.7279(14) 0.055(7) Uiso 1 1 d . . . . .
H3 H 0.248902 0.453890 0.772989 0.066 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 2.596(8) 4_466 ?
I1 Cu1 2.617(3) . ?
I1 Cu1 2.634(9) 4_566 ?
Cu1 N1 2.051(18) . ?
Br1 C2 1.87(3) . ?
N1 C1 1.33(4) . ?
N1 C4 1.36(5) . ?
N2 C2 1.26(5) . ?
N2 C3 1.43(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.42(3) . ?
C4 H4 0.9300 . ?
C4 C3 1.33(4) . ?
C3 H3 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
Cu1 I1 Cu1 64.23(13) 4_466 . ?
Cu1 I1 Cu1 99.21(12) 4_466 4_566 ?
Cu1 I1 Cu1 63.71(14) . 4_566 ?
I1 Cu1 I1 99.21(12) 4_566 4_466 ?
I1 Cu1 I1 115.4(3) . 4_466 ?
I1 Cu1 I1 116.7(3) 4_566 . ?
N1 Cu1 I1 105.6(15) . 4_466 ?
N1 Cu1 I1 115.6(14) . 4_566 ?
N1 Cu1 I1 104.3(5) . . ?
C1 N1 Cu1 121(2) . . ?
C1 N1 C4 117(2) . . ?
C4 N1 Cu1 121.5(19) . . ?
C2 N2 C3 117(2) . . ?
N1 C1 H1 120.7 . . ?
N1 C1 C2 119(3) . . ?
C2 C1 H1 120.7 . . ?
N2 C2 Br1 116.8(16) . . ?
N2 C2 C1 124(3) . . ?
C1 C2 Br1 119(3) . . ?
N1 C4 H4 118.0 . . ?
C3 C4 N1 124(3) . . ?
C3 C4 H4 118.0 . . ?
N2 C3 H3 120.7 . . ?
C4 C3 N2 119(4) . . ?
C4 C3 H3 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
Cu1 N1 C1 C2 -173(4) . . . . ?
Cu1 N1 C4 C3 170(5) . . . . ?
N1 C1 C2 Br1 179(4) . . . . ?
N1 C1 C2 N2 1(8) . . . . ?
N1 C4 C3 N2 6(9) . . . . ?
C1 N1 C4 C3 -5(8) . . . . ?
C2 N2 C3 C4 -3(8) . . . . ?
C4 N1 C1 C2 2(8) . . . . ?
C3 N2 C2 Br1 -179(4) . . . . ?
C3 N2 C2 C1 0(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.789
_oxdiff_exptl_absorpt_empirical_full_min 0.694
####################################################################### 
# 
# 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_CuIPyzBr_074GPa
_database_code_depnum_ccdc_archive 'CCDC 2207733'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2022-09-16 deposited with the CCDC.	2022-10-26 downloaded from the CCDC.
;
_audit_creation_date             2021-12-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
jplatas@ull.edu.es
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 H3 Br Cu I N2'
_chemical_formula_sum            'C4 H3 Br Cu I N2'
_chemical_formula_weight         349.43
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C4 H3 N2 Br Cu I'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_diffrn_ambient_pressure         740000(40000)

_cell_length_a                   4.029(5)
_cell_length_b                   10.5166(13)
_cell_length_c                   17.078(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     723.7(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    335
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.5610
_cell_measurement_theta_min      2.2590
_shelx_estimated_absorpt_T_max   0.630
_shelx_estimated_absorpt_T_min   0.430
_exptl_absorpt_coefficient_mu    12.712
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.120a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    3.207
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_unetI/netI     0.0488
_diffrn_reflns_Laue_measured_fraction_full 0.463
_diffrn_reflns_Laue_measured_fraction_max 0.402
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            813
_diffrn_reflns_point_group_measured_fraction_full 0.349
_diffrn_reflns_point_group_measured_fraction_max 0.293
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.929
_diffrn_reflns_theta_min         2.274
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1268
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.463
_diffrn_measured_fraction_theta_max 0.402
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -11.00  20.00   0.50   30.00    --   25.79  39.00 -12.00   62
  2  ω    -53.00  -2.00   0.50   30.00    --  -26.57  67.00 157.00  102
  3  ω    -97.00 -70.00   0.50   30.00    --  -26.57-178.00  90.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dualflex, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1767100000
_diffrn_orient_matrix_UB_12      0.0005039000
_diffrn_orient_matrix_UB_13      -0.0010714000
_diffrn_orient_matrix_UB_21      -0.0012918000
_diffrn_orient_matrix_UB_22      0.0570254000
_diffrn_orient_matrix_UB_23      0.0220438000
_diffrn_orient_matrix_UB_31      0.0041876000
_diffrn_orient_matrix_UB_32      0.0358034000
_diffrn_orient_matrix_UB_33      -0.0350635000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.198
_reflns_Friedel_fraction_full    0.165
_reflns_Friedel_fraction_max     0.123
_reflns_number_gt                409
_reflns_number_total             509
_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       'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.803
_refine_diff_density_min         -0.871
_refine_diff_density_rms         0.227
_refine_ls_abs_structure_details 
;
 Flack x determined using 69 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.183
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     52
_refine_ls_number_reflns         509
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0377
_refine_ls_restrained_S_all      1.183
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0112P)²+7.0151P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0619
_refine_ls_wR_factor_ref         0.0747
_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:
 C1(H1), C4(H4), C3(H3)
;
_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 0.6700(9) 0.63750(10) 0.40714(7) 0.0224(16) Uani 1 1 d . . . . .
Cu1 Cu 0.677(2) 0.71636(19) 0.55247(13) 0.028(4) Uani 1 1 d . . . . .
Br1 Br 0.8165(17) 0.17461(15) 0.59890(13) 0.036(3) Uani 1 1 d . . . . .
N1 N 0.635(13) 0.5534(12) 0.6185(8) 0.022(4) Uiso 1 1 d . . . . .
N2 N 0.506(10) 0.3336(13) 0.7019(9) 0.030(5) Uiso 1 1 d . . . . .
C1 C 0.736(17) 0.4420(15) 0.5918(11) 0.031(5) Uiso 1 1 d . . . . .
H1 H 0.846640 0.436058 0.544123 0.037 Uiso 1 1 calc R U . . .
C2 C 0.674(16) 0.3332(15) 0.6367(10) 0.026(5) Uiso 1 1 d . . . . .
C4 C 0.464(14) 0.5580(16) 0.6871(10) 0.025(5) Uiso 1 1 d . . . . .
H4 H 0.383233 0.635187 0.705488 0.030 Uiso 1 1 calc R U . . .
C3 C 0.412(14) 0.4487(15) 0.7291(11) 0.028(6) Uiso 1 1 d . . . . .
H3 H 0.308087 0.454009 0.777646 0.034 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 2.606(8) 4_466 ?
I1 Cu1 2.617(3) . ?
I1 Cu1 2.647(8) 4_566 ?
Cu1 N1 2.059(14) . ?
Br1 C2 1.88(3) . ?
N1 C1 1.32(3) . ?
N1 C4 1.36(4) . ?
N2 C2 1.30(4) . ?
N2 C3 1.35(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.40(3) . ?
C4 H4 0.9300 . ?
C4 C3 1.37(3) . ?
C3 H3 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
Cu1 I1 Cu1 64.52(12) 4_466 . ?
Cu1 I1 Cu1 100.19(11) 4_466 4_566 ?
Cu1 I1 Cu1 63.95(13) . 4_566 ?
I1 Cu1 I1 100.19(10) 4_566 4_466 ?
I1 Cu1 I1 115.0(3) . 4_466 ?
I1 Cu1 I1 116.5(3) 4_566 . ?
N1 Cu1 I1 106.1(12) . 4_466 ?
N1 Cu1 I1 114.1(12) . 4_566 ?
N1 Cu1 I1 104.8(4) . . ?
C1 N1 Cu1 121.5(17) . . ?
C1 N1 C4 119(2) . . ?
C4 N1 Cu1 119.0(15) . . ?
C2 N2 C3 116.3(19) . . ?
N1 C1 H1 120.7 . . ?
N1 C1 C2 119(3) . . ?
C2 C1 H1 120.7 . . ?
N2 C2 Br1 117.1(14) . . ?
N2 C2 C1 124(2) . . ?
C1 C2 Br1 119(2) . . ?
N1 C4 H4 120.0 . . ?
N1 C4 C3 120(2) . . ?
C3 C4 H4 120.0 . . ?
N2 C3 C4 122(3) . . ?
N2 C3 H3 119.1 . . ?
C4 C3 H3 119.1 . . ?

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 C2 -174(4) . . . . ?
Cu1 N1 C4 C3 175(4) . . . . ?
N1 C1 C2 Br1 180(4) . . . . ?
N1 C1 C2 N2 4(7) . . . . ?
N1 C4 C3 N2 -4(7) . . . . ?
C1 N1 C4 C3 3(7) . . . . ?
C2 N2 C3 C4 6(7) . . . . ?
C4 N1 C1 C2 -2(7) . . . . ?
C3 N2 C2 Br1 179(3) . . . . ?
C3 N2 C2 C1 -5(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.384
_oxdiff_exptl_absorpt_empirical_full_min 0.857
####################################################################### 
# 
# 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_CuIPyzBr_250K
_database_code_depnum_ccdc_archive 'CCDC 2207730'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2022-09-16 deposited with the CCDC.	2022-10-26 downloaded from the CCDC.
;
_audit_creation_date             2022-09-16
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 H3 Br Cu I N2'
_chemical_formula_sum            'C4 H3 Br Cu I N2'
_chemical_formula_weight         349.43
_chemical_absolute_configuration ?
_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'
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'

_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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   4.10580(10)
_cell_length_b                   10.5968(3)
_cell_length_c                   17.8843(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     778.12(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3153
_cell_measurement_temperature    250(2)
_cell_measurement_theta_max      25.5036
_cell_measurement_theta_min      2.9807
_shelx_estimated_absorpt_T_max   0.756
_shelx_estimated_absorpt_T_min   0.189
_exptl_absorpt_coefficient_mu    11.822
_exptl_absorpt_correction_T_max  0.76
_exptl_absorpt_correction_T_min  0.40
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.983
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.211
_exptl_crystal_size_mid          0.026
_exptl_crystal_size_min          0.025
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0472
_diffrn_reflns_av_unetI/netI     0.0277
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            9935
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.331
_diffrn_reflns_theta_min         4.011
_diffrn_ambient_temperature      250(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.629
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                1342
_reflns_number_total             1406
_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 V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'Bruker Instrument Service v2010.9.0.0'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.410
_refine_diff_density_min         -0.523
_refine_diff_density_rms         0.124
_refine_ls_abs_structure_details 
;
 Flack x determined using 505 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.013(13)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     82
_refine_ls_number_reflns         1406
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0208
_refine_ls_R_factor_gt           0.0193
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0210P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0440
_refine_ls_wR_factor_ref         0.0446
_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:
 C1(H1), C3(H3), C4(H4)
;
_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
Br1 Br 0.8267(2) 0.18654(7) 0.39606(5) 0.0545(3) Uani 1 1 d . . . . .
C1 C 0.6959(16) 0.4494(6) 0.4077(4) 0.0335(15) Uani 1 1 d . . . . .
H1 H 0.778814 0.440970 0.456434 0.040 Uiso 1 1 calc R U . . .
C2 C 0.6771(18) 0.3451(6) 0.3615(4) 0.0369(17) Uani 1 1 d . . . . .
C3 C 0.4596(18) 0.4611(6) 0.2692(4) 0.043(2) Uani 1 1 d . . . . .
H3 H 0.374122 0.468738 0.220689 0.052 Uiso 1 1 calc R U . . .
C4 C 0.4787(17) 0.5671(7) 0.3143(4) 0.0361(18) Uani 1 1 d . . . . .
H4 H 0.406028 0.645005 0.295555 0.043 Uiso 1 1 calc R U . . .
Cu1 Cu 0.6107(2) 0.71905(6) 0.45017(4) 0.0313(2) Uani 1 1 d . . . . .
I1 I 0.60823(10) 0.63932(3) 0.58898(2) 0.02697(13) Uani 1 1 d . . . . .
N1 N 0.5970(15) 0.5615(5) 0.3834(3) 0.0290(11) Uani 1 1 d . . . . .
N2 N 0.5604(16) 0.3479(5) 0.2933(3) 0.0443(16) Uani 1 1 d . . . . .


_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
Br1 C2 1.893(6) . ?
C1 H1 0.9400 . ?
C1 C2 1.382(9) . ?
C1 N1 1.328(8) . ?
C2 N2 1.311(9) . ?
C3 H3 0.9400 . ?
C3 C4 1.385(10) . ?
C3 N2 1.339(9) . ?
C4 H4 0.9400 . ?
C4 N1 1.330(8) . ?
Cu1 Cu1 2.7967(10) 4_466 ?
Cu1 Cu1 2.7967(10) 4_566 ?
Cu1 I1 2.6453(9) 4_466 ?
Cu1 I1 2.6298(10) 4_566 ?
Cu1 I1 2.6223(8) . ?
Cu1 N1 2.053(5) . ?

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
C2 C1 H1 119.9 . . ?
N1 C1 H1 119.9 . . ?
N1 C1 C2 120.2(6) . . ?
C1 C2 Br1 119.8(5) . . ?
N2 C2 Br1 116.3(5) . . ?
N2 C2 C1 124.0(6) . . ?
C4 C3 H3 119.3 . . ?
N2 C3 H3 119.3 . . ?
N2 C3 C4 121.4(7) . . ?
C3 C4 H4 119.1 . . ?
N1 C4 C3 121.7(6) . . ?
N1 C4 H4 119.1 . . ?
Cu1 Cu1 Cu1 94.45(5) 4_466 4_566 ?
I1 Cu1 Cu1 127.30(4) 4_566 4_466 ?
I1 Cu1 Cu1 127.45(4) 4_466 4_566 ?
I1 Cu1 Cu1 57.535(19) 4_466 4_466 ?
I1 Cu1 Cu1 57.698(19) 4_566 4_566 ?
I1 Cu1 Cu1 57.96(3) . 4_466 ?
I1 Cu1 Cu1 58.33(3) . 4_566 ?
I1 Cu1 I1 116.03(3) . 4_566 ?
I1 Cu1 I1 102.21(3) 4_566 4_466 ?
I1 Cu1 I1 115.49(4) . 4_466 ?
N1 Cu1 Cu1 122.76(17) . 4_466 ?
N1 Cu1 Cu1 125.54(17) . 4_566 ?
N1 Cu1 I1 106.75(14) . . ?
N1 Cu1 I1 106.63(17) . 4_466 ?
N1 Cu1 I1 109.30(17) . 4_566 ?
Cu1 I1 Cu1 64.13(2) . 4_566 ?
Cu1 I1 Cu1 64.35(2) . 4_466 ?
Cu1 I1 Cu1 102.22(3) 4_466 4_566 ?
C1 N1 C4 117.1(6) . . ?
C1 N1 Cu1 122.0(4) . . ?
C4 N1 Cu1 121.0(4) . . ?
C2 N2 C3 115.6(6) . . ?

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
C1 H1 I1 0.94 3.24 3.833(7) 122.5 . yes
C3 H3 I1 0.94 3.28 4.118(7) 149.1 2_564 yes
C4 H4 N2 0.94 2.68 3.548(9) 154.3 3_655 yes

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
Br1 C2 N2 C3 -179.1(5) . . . . ?
C1 C2 N2 C3 0.7(12) . . . . ?
C2 C1 N1 C4 0.7(10) . . . . ?
C2 C1 N1 Cu1 178.8(5) . . . . ?
C3 C4 N1 C1 -0.2(11) . . . . ?
C3 C4 N1 Cu1 -178.3(5) . . . . ?
C4 C3 N2 C2 -0.1(12) . . . . ?
N1 C1 C2 Br1 178.8(5) . . . . ?
N1 C1 C2 N2 -1.1(11) . . . . ?
N2 C3 C4 N1 -0.1(12) . . . . ?

_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_CuIPyzBr_376GPa
_database_code_depnum_ccdc_archive 'CCDC 2207736'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2022-09-16 deposited with the CCDC.	2022-10-26 downloaded from the CCDC.
;
_audit_creation_date             2021-12-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
jplatas@ull.edu.es
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 H3 Br Cu I N2'
_chemical_formula_sum            'C4 H3 Br Cu I N2'
_chemical_formula_weight         349.43
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C4 H3 N2 Br Cu I'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_diffrn_ambient_pressure         3760000(40000)

_cell_length_a                   3.818(4)
_cell_length_b                   10.3361(10)
_cell_length_c                   16.0375(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     632.9(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    342
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.6150
_cell_measurement_theta_min      2.3340
_shelx_estimated_absorpt_T_max   0.594
_shelx_estimated_absorpt_T_min   0.389
_exptl_absorpt_coefficient_mu    14.533
_exptl_absorpt_correction_T_max  0.01563
_exptl_absorpt_correction_T_min  0.00397
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.117a (Rigaku Oxford Diffraction, 2021)
Spherical absorption correction
using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    3.667
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_exptl_crystal_size_rad          0.400
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0187
_diffrn_reflns_av_unetI/netI     0.0492
_diffrn_reflns_Laue_measured_fraction_full 0.457
_diffrn_reflns_Laue_measured_fraction_max 0.452
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            699
_diffrn_reflns_point_group_measured_fraction_full 0.363
_diffrn_reflns_point_group_measured_fraction_max 0.353
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.317
_diffrn_reflns_theta_min         2.344
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2536
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.457
_diffrn_measured_fraction_theta_max 0.452
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     12.00  39.00   0.50   45.00    --   25.79 -26.00   7.00   54
  2  ω    -35.00 -10.00   0.50   45.00    --   25.79 114.00 -45.00   50
  3  ω    -36.00 -10.00   0.50   45.00    --  -26.57   0.00-150.00   52
  4  ω   -103.00 -71.00   0.50   45.00    --  -26.57 178.00  90.00   64
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dualflex, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1852661000
_diffrn_orient_matrix_UB_12      0.0009942000
_diffrn_orient_matrix_UB_13      -0.0005373000
_diffrn_orient_matrix_UB_21      0.0012924000
_diffrn_orient_matrix_UB_22      0.0579324000
_diffrn_orient_matrix_UB_23      0.0237953000
_diffrn_orient_matrix_UB_31      0.0031308000
_diffrn_orient_matrix_UB_32      0.0369046000
_diffrn_orient_matrix_UB_33      -0.0373533000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.265
_reflns_Friedel_fraction_full    0.208
_reflns_Friedel_fraction_max     0.194
_reflns_number_gt                308
_reflns_number_total             454
_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       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.935
_refine_diff_density_min         -0.890
_refine_diff_density_rms         0.227
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.1(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     52
_refine_ls_number_reflns         454
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1103
_refine_ls_R_factor_gt           0.0786
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1658P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2166
_refine_ls_wR_factor_ref         0.2386
_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:
 C1(H1), C4(H4), C3(H3)
;
_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 0.738(3) 0.6286(2) 0.40407(16) 0.059(4) Uani 1 1 d . . . . .
Cu1 Cu 0.761(6) 0.7168(4) 0.5555(3) 0.059(8) Uani 1 1 d . . . . .
Br1 Br 0.824(4) 0.1662(4) 0.5956(3) 0.065(6) Uani 1 1 d . . . . .
N1 N 0.72(5) 0.559(3) 0.6185(19) 0.050(8) Uiso 1 1 d . . . . .
N2 N 0.43(3) 0.326(3) 0.695(2) 0.055(10) Uiso 1 1 d . . . . .
C1 C 0.67(5) 0.443(4) 0.590(3) 0.056(12) Uiso 1 1 d . . . . .
H1 H 0.630443 0.439621 0.533330 0.068 Uiso 1 1 calc R U . . .
C2 C 0.67(4) 0.324(3) 0.627(2) 0.043(9) Uiso 1 1 d . . . . .
C4 C 0.43(3) 0.557(4) 0.687(2) 0.042(10) Uiso 1 1 d . . . . .
H4 H 0.283954 0.625180 0.700457 0.051 Uiso 1 1 calc R U . . .
C3 C 0.44(4) 0.440(4) 0.726(3) 0.057(13) Uiso 1 1 d . . . . .
H3 H 0.449176 0.443557 0.783818 0.068 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 2.508(19) 4_466 ?
I1 Cu1 2.596(6) . ?
I1 Cu1 2.638(19) 4_566 ?
Cu1 N1 1.93(4) . ?
Br1 C2 1.81(6) . ?
N1 C1 1.29(6) . ?
N1 C4 1.55(16) . ?
N2 C2 1.43(13) . ?
N2 C3 1.28(5) . ?
C1 H1 0.9300 . ?
C1 C2 1.36(5) . ?
C4 H4 0.9300 . ?
C4 C3 1.36(5) . ?
C3 H3 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
Cu1 I1 Cu1 63.8(3) 4_466 . ?
Cu1 I1 Cu1 95.78(17) 4_466 4_566 ?
Cu1 I1 Cu1 62.1(3) . 4_566 ?
I1 Cu1 I1 95.78(17) 4_566 4_466 ?
I1 Cu1 I1 114.6(7) . 4_466 ?
I1 Cu1 I1 119.3(7) 4_566 . ?
N1 Cu1 I1 109(4) . 4_466 ?
N1 Cu1 I1 118(4) . 4_566 ?
N1 Cu1 I1 100.9(10) . . ?
C1 N1 Cu1 128(3) . . ?
C1 N1 C4 98(10) . . ?
C4 N1 Cu1 116(6) . . ?
C3 N2 C2 107(7) . . ?
N1 C1 H1 113.4 . . ?
N1 C1 C2 133(5) . . ?
C2 C1 H1 113.4 . . ?
N2 C2 Br1 115(3) . . ?
C1 C2 Br1 134(7) . . ?
C1 C2 N2 109(10) . . ?
N1 C4 H4 125.5 . . ?
C3 C4 N1 109(7) . . ?
C3 C4 H4 125.5 . . ?
N2 C3 C4 130(4) . . ?
N2 C3 H3 114.9 . . ?
C4 C3 H3 114.9 . . ?

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
Cu1 N1 C1 C2 172(17) . . . . ?
Cu1 N1 C4 C3 -180(8) . . . . ?
N1 C1 C2 Br1 -143(15) . . . . ?
N1 C1 C2 N2 54(31) . . . . ?
N1 C4 C3 N2 -51(19) . . . . ?
C1 N1 C4 C3 40(11) . . . . ?
C2 N2 C3 C4 45(20) . . . . ?
C4 N1 C1 C2 -55(29) . . . . ?
C3 N2 C2 Br1 160(9) . . . . ?
C3 N2 C2 C1 -34(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 5.239
_oxdiff_exptl_absorpt_empirical_full_min 0.392
####################################################################### 
# 
# 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_CuIPyzBr_305GPa
_database_code_depnum_ccdc_archive 'CCDC 2207732'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2022-09-16 deposited with the CCDC.	2022-10-26 downloaded from the CCDC.
;
_audit_creation_date             2021-12-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
jplatas@ull.edu.es
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 H3 Br Cu I N2'
_chemical_formula_sum            'C4 H3 Br Cu I N2'
_chemical_formula_weight         349.43
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C4 H3 N2 Br Cu I'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_diffrn_ambient_pressure         3050000(40000)

_cell_length_a                   3.908(10)
_cell_length_b                   10.319(3)
_cell_length_c                   16.106(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     649.5(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    331
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.5560
_cell_measurement_theta_min      2.3000
_shelx_estimated_absorpt_T_max   0.601
_shelx_estimated_absorpt_T_min   0.397
_exptl_absorpt_coefficient_mu    14.162
_exptl_absorpt_correction_T_max  0.01627
_exptl_absorpt_correction_T_min  0.00427
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.120a (Rigaku Oxford Diffraction, 2021)
Spherical absorption correction
using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    3.573
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_exptl_crystal_size_rad          0.400
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0211
_diffrn_reflns_av_unetI/netI     0.0439
_diffrn_reflns_Laue_measured_fraction_full 0.466
_diffrn_reflns_Laue_measured_fraction_max 0.459
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            771
_diffrn_reflns_point_group_measured_fraction_full 0.347
_diffrn_reflns_point_group_measured_fraction_max 0.335
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.348
_diffrn_reflns_theta_min         2.344
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1268
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.466
_diffrn_measured_fraction_theta_max 0.459
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -10.00  16.00   0.50   35.00    --   25.79  67.00 -23.00   52
  2  ω   -104.00 -69.00   0.50   35.00    --  -26.57 178.00  90.00   70
  3  ω    -62.00  -8.00   0.50   35.00    --  -26.57  81.00 151.00  108
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dualflex, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1826856000
_diffrn_orient_matrix_UB_12      0.0016160000
_diffrn_orient_matrix_UB_13      -0.0000265000
_diffrn_orient_matrix_UB_21      0.0036330000
_diffrn_orient_matrix_UB_22      0.0577490000
_diffrn_orient_matrix_UB_23      0.0235994000
_diffrn_orient_matrix_UB_31      0.0016664000
_diffrn_orient_matrix_UB_32      0.0367703000
_diffrn_orient_matrix_UB_33      -0.0370242000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.185
_reflns_Friedel_fraction_full    0.152
_reflns_Friedel_fraction_max     0.136
_reflns_number_gt                326
_reflns_number_total             442
_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       'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         1.054
_refine_diff_density_min         -0.593
_refine_diff_density_rms         0.197
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.35(19)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     52
_refine_ls_number_reflns         442
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0746
_refine_ls_R_factor_gt           0.0578
_refine_ls_restrained_S_all      1.006
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1175P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1548
_refine_ls_wR_factor_ref         0.1651
_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:
 C1(H1), C4(H4), C3(H3)
;
_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 0.7318(19) 0.63042(15) 0.40427(10) 0.064(3) Uani 1 1 d . . . . .
Cu1 Cu 0.742(4) 0.7166(3) 0.55582(19) 0.070(5) Uani 1 1 d . . . . .
Br1 Br 0.820(3) 0.1669(3) 0.59611(16) 0.082(4) Uani 1 1 d . . . . .
N1 N 0.67(2) 0.555(2) 0.6200(12) 0.045(6) Uiso 1 1 d . . . . .
N2 N 0.478(15) 0.328(2) 0.6986(12) 0.036(6) Uiso 1 1 d . . . . .
C1 C 0.77(3) 0.438(3) 0.5910(17) 0.052(7) Uiso 1 1 d . . . . .
H1 H 0.898824 0.430282 0.542971 0.062 Uiso 1 1 calc R U . . .
C2 C 0.67(2) 0.330(2) 0.6341(15) 0.040(6) Uiso 1 1 d . . . . .
C4 C 0.45(2) 0.552(3) 0.6897(17) 0.045(8) Uiso 1 1 d . . . . .
H4 H 0.351765 0.627541 0.709532 0.054 Uiso 1 1 calc R U . . .
C3 C 0.39(3) 0.443(2) 0.7247(17) 0.046(8) Uiso 1 1 d . . . . .
H3 H 0.272395 0.446864 0.774663 0.055 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 2.563(13) 4_466 ?
I1 Cu1 2.598(3) . ?
I1 Cu1 2.623(13) 4_566 ?
Cu1 N1 1.98(3) . ?
Br1 C2 1.88(4) . ?
N1 C1 1.35(5) . ?
N1 C4 1.42(9) . ?
N2 C2 1.27(7) . ?
N2 C3 1.31(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.37(6) . ?
C4 H4 0.9300 . ?
C4 C3 1.27(4) . ?
C3 H3 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
Cu1 I1 Cu1 64.2(2) 4_466 . ?
Cu1 I1 Cu1 97.80(19) 4_466 4_566 ?
Cu1 I1 Cu1 63.40(19) . 4_566 ?
I1 Cu1 I1 97.80(19) 4_566 4_466 ?
I1 Cu1 I1 115.1(5) . 4_466 ?
I1 Cu1 I1 117.2(4) 4_566 . ?
N1 Cu1 I1 106(3) . 4_466 ?
N1 Cu1 I1 119(2) . 4_566 ?
N1 Cu1 I1 101.5(6) . . ?
C1 N1 Cu1 122(3) . . ?
C1 N1 C4 115(4) . . ?
C4 N1 Cu1 121(3) . . ?
C2 N2 C3 113(3) . . ?
N1 C1 H1 120.9 . . ?
N1 C1 C2 118(6) . . ?
C2 C1 H1 120.9 . . ?
N2 C2 Br1 116(2) . . ?
N2 C2 C1 126(4) . . ?
C1 C2 Br1 118(4) . . ?
N1 C4 H4 120.6 . . ?
C3 C4 N1 119(4) . . ?
C3 C4 H4 120.6 . . ?
N2 C3 H3 116.2 . . ?
C4 C3 N2 128(5) . . ?
C4 C3 H3 116.2 . . ?

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
_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 C2 -171(6) . . . . ?
Cu1 N1 C4 C3 174(7) . . . . ?
N1 C1 C2 Br1 -177(7) . . . . ?
N1 C1 C2 N2 3(12) . . . . ?
N1 C4 C3 N2 -9(14) . . . . ?
C1 N1 C4 C3 8(10) . . . . ?
C2 N2 C3 C4 6(13) . . . . ?
C4 N1 C1 C2 -5(11) . . . . ?
C3 N2 C2 Br1 177(5) . . . . ?
C3 N2 C2 C1 -3(10) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 1.459
_oxdiff_exptl_absorpt_empirical_full_min 0.423
####################################################################### 
# 
# 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_CuIPyzBr_000GPa
_database_code_depnum_ccdc_archive 'CCDC 2207735'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2022-09-16 deposited with the CCDC.	2022-10-26 downloaded from the CCDC.
;
_audit_creation_date             2021-12-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
jplatas@ull.edu.es
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 H3 Br Cu I N2'
_chemical_formula_sum            'C4 H3 Br Cu I N2'
_chemical_formula_weight         349.43
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C4 H3 N2 Br Cu I '
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_diffrn_ambient_pressure         0.000(1)

_cell_length_a                   4.1227(2)
_cell_length_b                   10.6144(4)
_cell_length_c                   17.9659(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     786.19(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1000
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.8200
_cell_measurement_theta_min      2.2170
_shelx_estimated_absorpt_T_max   0.652
_shelx_estimated_absorpt_T_min   0.455
_exptl_absorpt_coefficient_mu    11.701
_exptl_absorpt_correction_T_max  0.704
_exptl_absorpt_correction_T_min  0.518
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.120a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.952
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             632
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 5 4 0.0300
0 -5 -4 0.0112
3 5 -5 0.0332
-1 1 5 0.0401
-3 -5 5 0.0409
0 2 -5 0.0318
0 -2 5 0.0318
-1 0 -1 0.0384
5 -1 3 0.0398
0 2 5 0.0265

_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0000 5.0000 4.0000 0.2154 0.2984 0.0335
0.0000 -5.0000 -4.0000 -0.2154 -0.2984 -0.0335
3.0000 5.0000 -5.0000 0.0844 0.1382 0.6252
-1.0000 1.0000 5.0000 0.0707 0.1522 -0.2120
-3.0000 -5.0000 5.0000 -0.0844 -0.1382 -0.6252
-0.0000 2.0000 -5.0000 0.1744 -0.0956 0.1314
0.0000 -2.0000 5.0000 -0.1744 0.0956 -0.1314
-1.0000 -0.0000 -1.0000 0.0972 -0.0769 -0.1257
5.0000 -1.0000 3.0000 -0.5128 0.2857 0.6432
-0.0000 2.0000 5.0000 0.0407 0.2301 -0.0474

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0171
_diffrn_reflns_av_unetI/netI     0.0355
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.906
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -2
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            1987
_diffrn_reflns_point_group_measured_fraction_full 0.884
_diffrn_reflns_point_group_measured_fraction_max 0.770
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.166
_diffrn_reflns_theta_min         2.229
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1268
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.906
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     70.00 109.00   1.00   15.00    --   25.79 178.00-120.00   39
  2  ω   -110.00  13.00   1.00   15.00    --  -26.73 -19.00 -60.00  123
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dualflex, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0837886000
_diffrn_orient_matrix_UB_12      0.0537754000
_diffrn_orient_matrix_UB_13      -0.0133717000
_diffrn_orient_matrix_UB_21      0.0443283000
_diffrn_orient_matrix_UB_22      0.0336168000
_diffrn_orient_matrix_UB_23      0.0325741000
_diffrn_orient_matrix_UB_31      0.1435764000
_diffrn_orient_matrix_UB_32      0.0210040000
_diffrn_orient_matrix_UB_33      -0.0178809000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.406
_reflns_Friedel_fraction_full    0.712
_reflns_Friedel_fraction_max     0.562
_reflns_number_gt                1323
_reflns_number_total             1489
_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       'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.575
_refine_diff_density_min         -0.609
_refine_diff_density_rms         0.134
_refine_ls_abs_structure_details 
;
 Flack x determined using 374 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     82
_refine_ls_number_reflns         1489
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0279
_refine_ls_restrained_S_all      1.059
_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)+(0.0211P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0517
_refine_ls_wR_factor_ref         0.0554
_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:
 C1(H1), C4(H4), C3(H3)
;
_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 0.60222(13) 0.63951(5) 0.41142(3) 0.03463(15) Uani 1 1 d . . . . .
Cu1 Cu 0.6042(3) 0.71918(9) 0.54999(6) 0.0396(3) Uani 1 1 d . . . . .
Br1 Br 0.8257(3) 0.18753(9) 0.60437(6) 0.0680(4) Uani 1 1 d . . . . .
N1 N 0.5932(18) 0.5612(6) 0.6162(3) 0.0359(15) Uani 1 1 d . . . . .
N2 N 0.563(2) 0.3484(7) 0.7070(4) 0.057(2) Uani 1 1 d . . . . .
C1 C 0.6943(19) 0.4495(7) 0.5931(5) 0.0381(19) Uani 1 1 d . . . . .
H1 H 0.778232 0.441130 0.545354 0.046 Uiso 1 1 calc R U . . .
C2 C 0.677(2) 0.3456(7) 0.6388(5) 0.043(2) Uani 1 1 d . . . . .
C4 C 0.483(2) 0.5673(8) 0.6857(5) 0.046(3) Uani 1 1 d . . . . .
H4 H 0.414293 0.644431 0.704508 0.056 Uiso 1 1 calc R U . . .
C3 C 0.468(2) 0.4618(8) 0.7307(5) 0.059(3) Uani 1 1 d . . . . .
H3 H 0.389476 0.470064 0.778951 0.071 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 2.6293(11) . ?
I1 Cu1 2.6357(13) 4_466 ?
I1 Cu1 2.6483(12) 4_566 ?
Cu1 N1 2.057(6) . ?
Br1 C2 1.890(8) . ?
N1 C1 1.323(9) . ?
N1 C4 1.330(10) . ?
N2 C2 1.313(11) . ?
N2 C3 1.335(11) . ?
C1 H1 0.9300 . ?
C1 C2 1.376(11) . ?
C4 H4 0.9300 . ?
C4 C3 1.382(12) . ?
C3 H3 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
Cu1 I1 Cu1 64.55(3) . 4_466 ?
Cu1 I1 Cu1 64.37(3) . 4_566 ?
Cu1 I1 Cu1 102.56(4) 4_466 4_566 ?
I1 Cu1 I1 115.32(4) . 4_466 ?
I1 Cu1 I1 102.57(4) 4_566 4_466 ?
I1 Cu1 I1 115.75(5) . 4_566 ?
N1 Cu1 I1 107.0(2) . 4_466 ?
N1 Cu1 I1 106.58(18) . . ?
N1 Cu1 I1 109.2(2) . 4_566 ?
C1 N1 Cu1 122.8(6) . . ?
C1 N1 C4 116.4(7) . . ?
C4 N1 Cu1 120.7(6) . . ?
C2 N2 C3 115.1(8) . . ?
N1 C1 H1 119.5 . . ?
N1 C1 C2 121.0(8) . . ?
C2 C1 H1 119.5 . . ?
N2 C2 Br1 116.2(6) . . ?
N2 C2 C1 123.8(8) . . ?
C1 C2 Br1 120.0(7) . . ?
N1 C4 H4 119.2 . . ?
N1 C4 C3 121.6(8) . . ?
C3 C4 H4 119.2 . . ?
N2 C3 C4 122.1(9) . . ?
N2 C3 H3 119.0 . . ?
C4 C3 H3 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
Cu1 N1 C1 C2 -178.8(6) . . . . ?
Cu1 N1 C4 C3 178.8(7) . . . . ?
N1 C1 C2 Br1 -179.7(7) . . . . ?
N1 C1 C2 N2 0.0(14) . . . . ?
N1 C4 C3 N2 0.0(16) . . . . ?
C1 N1 C4 C3 -1.5(14) . . . . ?
C2 N2 C3 C4 1.5(16) . . . . ?
C4 N1 C1 C2 1.5(12) . . . . ?
C3 N2 C2 Br1 178.2(7) . . . . ?
C3 N2 C2 C1 -1.5(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.503
_oxdiff_exptl_absorpt_empirical_full_min 0.890
####################################################################### 
# 
# 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_CuIPyzBr_264GPa
_database_code_depnum_ccdc_archive 'CCDC 2207738'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2022-09-16 deposited with the CCDC.	2022-10-26 downloaded from the CCDC.
;
_audit_creation_date             2021-12-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
jplatas@ull.edu.es
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 H3 Br Cu I N2'
_chemical_formula_sum            'C4 H3 Br Cu I N2'
_chemical_formula_weight         349.43
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C4 H3 N2 Br Cu I'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_diffrn_ambient_pressure         2640000(40000)

_cell_length_a                   3.903(7)
_cell_length_b                   10.3752(17)
_cell_length_c                   16.263(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     658.6(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    292
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.0710
_cell_measurement_theta_min      2.3200
_shelx_estimated_absorpt_T_max   0.605
_shelx_estimated_absorpt_T_min   0.401
_exptl_absorpt_coefficient_mu    13.967
_exptl_absorpt_correction_T_max  0.01670
_exptl_absorpt_correction_T_min  0.00447
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.120a (Rigaku Oxford Diffraction, 2021)
Spherical absorption correction
using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    3.524
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_exptl_crystal_size_rad          0.400
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_av_unetI/netI     0.0623
_diffrn_reflns_Laue_measured_fraction_full 0.467
_diffrn_reflns_Laue_measured_fraction_max 0.459
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            739
_diffrn_reflns_point_group_measured_fraction_full 0.379
_diffrn_reflns_point_group_measured_fraction_max 0.365
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.328
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1268
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.467
_diffrn_measured_fraction_theta_max 0.459
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -7.00  19.00   0.50   30.00    --   25.87  26.00 172.00   52
  2  ω    -35.00 -10.00   0.50   30.00    --   25.87 114.00 -45.00   50
  3  ω   -104.00 -71.00   0.50   30.00    --  -26.73-178.00  90.00   66
  4  ω    -48.00 -22.00   0.50   30.00    --  -26.73  19.00-150.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dualflex, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1819629000
_diffrn_orient_matrix_UB_12      -0.0016483000
_diffrn_orient_matrix_UB_13      0.0001177000
_diffrn_orient_matrix_UB_21      0.0035975000
_diffrn_orient_matrix_UB_22      -0.0577268000
_diffrn_orient_matrix_UB_23      -0.0233143000
_diffrn_orient_matrix_UB_31      0.0030678000
_diffrn_orient_matrix_UB_32      -0.0365013000
_diffrn_orient_matrix_UB_33      0.0368080000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.286
_reflns_Friedel_fraction_full    0.233
_reflns_Friedel_fraction_max     0.212
_reflns_number_gt                351
_reflns_number_total             485
_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       'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         1.335
_refine_diff_density_min         -1.136
_refine_diff_density_rms         0.290
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.0(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     52
_refine_ls_number_reflns         485
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1080
_refine_ls_R_factor_gt           0.0837
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1586P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2118
_refine_ls_wR_factor_ref         0.2335
_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:
 C1(H1), C4(H4), C3(H3)
;
_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 0.722(2) 0.63153(18) 0.40467(15) 0.078(4) Uani 1 1 d . . . . .
Cu1 Cu 0.733(5) 0.7168(4) 0.5554(3) 0.078(7) Uani 1 1 d . . . . .
Br1 Br 0.823(4) 0.1674(3) 0.5961(3) 0.084(6) Uani 1 1 d . . . . .
N1 N 0.62(3) 0.556(3) 0.6181(18) 0.047(9) Uiso 1 1 d . . . . .
N2 N 0.48(2) 0.328(3) 0.6992(18) 0.043(8) Uiso 1 1 d . . . . .
C1 C 0.71(4) 0.437(4) 0.594(3) 0.065(12) Uiso 1 1 d . . . . .
H1 H 0.848817 0.428297 0.547454 0.078 Uiso 1 1 calc R U . . .
C2 C 0.62(2) 0.330(3) 0.635(2) 0.039(9) Uiso 1 1 d . . . . .
C4 C 0.45(3) 0.556(3) 0.685(2) 0.045(11) Uiso 1 1 d . . . . .
H4 H 0.384369 0.635071 0.707129 0.054 Uiso 1 1 calc R U . . .
C3 C 0.36(3) 0.445(3) 0.725(2) 0.053(11) Uiso 1 1 d . . . . .
H3 H 0.217428 0.449086 0.770607 0.064 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 2.558(14) 4_466 ?
I1 Cu1 2.606(5) . ?
I1 Cu1 2.622(15) 4_566 ?
Cu1 N1 2.01(4) . ?
Br1 C2 1.96(5) . ?
N1 C1 1.35(7) . ?
N1 C4 1.27(8) . ?
N2 C2 1.18(6) . ?
N2 C3 1.37(7) . ?
C1 H1 0.9300 . ?
C1 C2 1.33(8) . ?
C4 H4 0.9300 . ?
C4 C3 1.37(6) . ?
C3 H3 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
Cu1 I1 Cu1 64.2(2) 4_466 . ?
Cu1 I1 Cu1 97.79(18) 4_466 4_566 ?
Cu1 I1 Cu1 63.3(2) . 4_566 ?
I1 Cu1 I1 97.79(18) 4_566 4_466 ?
I1 Cu1 I1 115.1(5) . 4_466 ?
I1 Cu1 I1 117.4(5) 4_566 . ?
N1 Cu1 I1 102(3) . 4_466 ?
N1 Cu1 I1 123(2) . 4_566 ?
N1 Cu1 I1 101.0(9) . . ?
C1 N1 Cu1 124(4) . . ?
C4 N1 Cu1 123(3) . . ?
C4 N1 C1 113(4) . . ?
C2 N2 C3 115(4) . . ?
N1 C1 H1 118.6 . . ?
C2 C1 N1 123(8) . . ?
C2 C1 H1 118.6 . . ?
N2 C2 Br1 117(3) . . ?
N2 C2 C1 125(5) . . ?
C1 C2 Br1 117(6) . . ?
N1 C4 H4 118.9 . . ?
N1 C4 C3 122(5) . . ?
C3 C4 H4 118.9 . . ?
N2 C3 C4 121(7) . . ?
N2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?

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
Cu1 N1 C1 C2 -177(9) . . . . ?
Cu1 N1 C4 C3 177(8) . . . . ?
N1 C1 C2 Br1 -175(8) . . . . ?
N1 C1 C2 N2 -9(18) . . . . ?
N1 C4 C3 N2 7(15) . . . . ?
C1 N1 C4 C3 -3(11) . . . . ?
C2 N2 C3 C4 -11(13) . . . . ?
C4 N1 C1 C2 4(14) . . . . ?
C3 N2 C2 Br1 177(7) . . . . ?
C3 N2 C2 C1 11(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 4.226
_oxdiff_exptl_absorpt_empirical_full_min 0.433
####################################################################### 
# 
# 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_CuIPyzBr_036GPa
_database_code_depnum_ccdc_archive 'CCDC 2207737'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2022-09-16 deposited with the CCDC.	2022-10-26 downloaded from the CCDC.
;
_audit_creation_date             2021-12-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
jplatas@ull.edu.es
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 H3 Br Cu I N2'
_chemical_formula_sum            'C4 H3 Br Cu I N2'
_chemical_formula_weight         349.43
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C4 H3 N2 Br Cu I'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_diffrn_ambient_pressure         360000(40000)

_cell_length_a                   4.053(7)
_cell_length_b                   10.611(2)
_cell_length_c                   17.465(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     751.1(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    321
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.8640
_cell_measurement_theta_min      2.2600
_shelx_estimated_absorpt_T_max   0.640
_shelx_estimated_absorpt_T_min   0.441
_exptl_absorpt_coefficient_mu    12.247
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.05377
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.120a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    3.090
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             632
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -9 20 0.0207
0 12 15 0.0151
0 15 -1 0.0135
0 -6 -23 0.0161
0 -15 -6 0.0178

_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.1406 -8.8901 19.7028 -0.0006 0.0815 0.9967
-0.0031 11.6625 15.2960 0.0090 -0.9933 0.1150
-0.0943 14.8974 -0.9721 0.0074 -0.8270 -0.5622
-0.0643 -5.8381 -22.5885 -0.0075 0.8189 -0.5738
0.0635 -14.5286 -5.5158 -0.0085 0.9457 0.3248

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_av_unetI/netI     0.0687
_diffrn_reflns_Laue_measured_fraction_full 0.465
_diffrn_reflns_Laue_measured_fraction_max 0.384
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            814
_diffrn_reflns_point_group_measured_fraction_full 0.358
_diffrn_reflns_point_group_measured_fraction_max 0.287
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.217
_diffrn_reflns_theta_min         2.246
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1268
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.465
_diffrn_measured_fraction_theta_max 0.384
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -12.00  19.00   0.50   10.00    --   25.79  39.00 -12.00   62
  2  ω    -10.00  16.00   0.50   10.00    --   25.79  67.00 157.00   52
  3  ω    -99.00 -68.00   0.50   10.00    --  -26.57-178.00  90.00   62
  4  ω    -34.00  -5.00   0.50   10.00    --  -26.57  81.00 151.00   58
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dualflex, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1738729000
_diffrn_orient_matrix_UB_12      -0.0005437000
_diffrn_orient_matrix_UB_13      0.0009667000
_diffrn_orient_matrix_UB_21      -0.0006836000
_diffrn_orient_matrix_UB_22      -0.0569201000
_diffrn_orient_matrix_UB_23      -0.0215411000
_diffrn_orient_matrix_UB_31      0.0050430000
_diffrn_orient_matrix_UB_32      -0.0354527000
_diffrn_orient_matrix_UB_33      0.0345528000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.230
_reflns_Friedel_fraction_full    0.187
_reflns_Friedel_fraction_max     0.137
_reflns_number_gt                399
_reflns_number_total             534
_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       'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.628
_refine_diff_density_min         -0.573
_refine_diff_density_rms         0.150
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.06(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     52
_refine_ls_number_reflns         534
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0660
_refine_ls_R_factor_gt           0.0386
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0281P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0657
_refine_ls_wR_factor_ref         0.0727
_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:
 C1(H1), C4(H4), C3(H3)
;
_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 0.6479(8) 0.63876(10) 0.40850(6) 0.0385(15) Uani 1 1 d . . . . .
Cu1 Cu 0.6526(19) 0.71722(17) 0.55151(12) 0.045(3) Uani 1 1 d . . . . .
Br1 Br 0.8176(14) 0.17862(14) 0.60035(11) 0.061(3) Uani 1 1 d . . . . .
N1 N 0.616(10) 0.5560(11) 0.6172(7) 0.023(4) Uiso 1 1 d . . . . .
N2 N 0.532(9) 0.3378(12) 0.7043(7) 0.028(4) Uiso 1 1 d . . . . .
C1 C 0.710(12) 0.4434(12) 0.5916(9) 0.027(4) Uiso 1 1 d . . . . .
H1 H 0.798395 0.435562 0.542681 0.033 Uiso 1 1 calc R U . . .
C2 C 0.675(12) 0.3356(13) 0.6386(9) 0.027(5) Uiso 1 1 d . . . . .
C4 C 0.470(13) 0.5624(15) 0.6875(9) 0.032(5) Uiso 1 1 d . . . . .
H4 H 0.389216 0.638410 0.706238 0.038 Uiso 1 1 calc R U . . .
C3 C 0.446(11) 0.4522(14) 0.7307(9) 0.029(5) Uiso 1 1 d . . . . .
H3 H 0.364859 0.458062 0.780453 0.035 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 2.618(7) 4_466 ?
I1 Cu1 2.633(2) . ?
I1 Cu1 2.647(7) 4_566 ?
Cu1 N1 2.065(12) . ?
Br1 C2 1.89(2) . ?
N1 C1 1.33(2) . ?
N1 C4 1.37(3) . ?
N2 C2 1.28(3) . ?
N2 C3 1.35(2) . ?
C1 H1 0.9300 . ?
C1 C2 1.42(2) . ?
C4 H4 0.9300 . ?
C4 C3 1.40(2) . ?
C3 H3 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
Cu1 I1 Cu1 64.40(11) 4_466 . ?
Cu1 I1 Cu1 100.67(12) 4_466 4_566 ?
Cu1 I1 Cu1 64.00(11) . 4_566 ?
I1 Cu1 I1 100.67(12) 4_566 4_466 ?
I1 Cu1 I1 115.3(2) . 4_466 ?
I1 Cu1 I1 116.3(2) 4_566 . ?
N1 Cu1 I1 106.0(10) . 4_466 ?
N1 Cu1 I1 113.0(10) . 4_566 ?
N1 Cu1 I1 105.3(3) . . ?
C1 N1 Cu1 122.4(14) . . ?
C1 N1 C4 118.1(15) . . ?
C4 N1 Cu1 119.4(12) . . ?
C2 N2 C3 116.2(15) . . ?
N1 C1 H1 119.9 . . ?
N1 C1 C2 120.1(19) . . ?
C2 C1 H1 119.9 . . ?
N2 C2 Br1 118.1(11) . . ?
N2 C2 C1 123(2) . . ?
C1 C2 Br1 118.5(16) . . ?
N1 C4 H4 120.8 . . ?
N1 C4 C3 118(2) . . ?
C3 C4 H4 120.8 . . ?
N2 C3 C4 123(2) . . ?
N2 C3 H3 118.3 . . ?
C4 C3 H3 118.3 . . ?

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
_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 C2 -179(3) . . . . ?
Cu1 N1 C4 C3 180(3) . . . . ?
N1 C1 C2 Br1 -179(4) . . . . ?
N1 C1 C2 N2 5(6) . . . . ?
N1 C4 C3 N2 -6(6) . . . . ?
C1 N1 C4 C3 4(6) . . . . ?
C2 N2 C3 C4 7(6) . . . . ?
C4 N1 C1 C2 -4(6) . . . . ?
C3 N2 C2 Br1 178(3) . . . . ?
C3 N2 C2 C1 -7(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 7.541
_oxdiff_exptl_absorpt_empirical_full_min 0.403
