# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_jce225_rt
_database_code_depnum_ccdc_archive 'CCDC 1919665'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2019-05-30 deposited with the CCDC.	2019-12-01 downloaded from the CCDC.
;
_audit_creation_date             2019-05-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H3 Cl2 Cu I N'
_chemical_formula_sum            'C5 H3 Cl2 Cu I N'
_chemical_formula_weight         338.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C5 H3 N1 Cl2 Cu1 I1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.1164(6)
_cell_length_b                   4.2363(2)
_cell_length_c                   15.1474(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.613(4)
_cell_angle_gamma                90
_cell_volume                     838.94(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1479
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      27.5960
_cell_measurement_theta_min      2.6930
_shelx_estimated_absorpt_T_max   0.832
_shelx_estimated_absorpt_T_min   0.628
_exptl_absorpt_coefficient_mu    6.840
_exptl_absorpt_correction_T_max  0.866
_exptl_absorpt_correction_T_min  0.651
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
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            'light yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.679
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             624
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.0187
0 0 -1 0.0094
0 -5 -1 0.0412
0 5 1 0.0318
-1 0 0 0.0150
1 0 0 0.0150

_exptl_crystal_size_max          0.075
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.028
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
-0.0023 -0.0000 0.9984 0.0003 0.0053 0.0466
0.0023 0.0000 -0.9984 -0.0003 -0.0053 -0.0466
0.0340 -4.9936 -1.0026 0.8117 -0.2032 -0.0303
-0.0340 4.9936 1.0026 -0.8117 0.2032 0.0303
-0.9985 -0.0007 -0.0029 -0.0129 -0.0526 0.0017
0.9985 0.0007 0.0029 0.0129 0.0526 -0.0017

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0189
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.894
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            3723
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.894
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.390
_diffrn_reflns_theta_min         1.558
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1268
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.894
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     70.00 118.00   1.00   60.00    --   28.16 178.00-150.00   48
  2  ω   -119.00 -41.00   1.00   60.00    --  -28.94 178.00-180.00   78
  3  ω    -79.00 -39.00   1.00   60.00    --  -28.94 178.00-120.00   40
  4  ω    -85.00  37.00   1.00   60.00    --  -28.94  19.00 120.00  122
;
_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      0.0130068000
_diffrn_orient_matrix_UB_12      -0.1625405000
_diffrn_orient_matrix_UB_13      0.0003727000
_diffrn_orient_matrix_UB_21      0.0526437000
_diffrn_orient_matrix_UB_22      0.0399609000
_diffrn_orient_matrix_UB_23      0.0053935000
_diffrn_orient_matrix_UB_31      -0.0017983000
_diffrn_orient_matrix_UB_32      -0.0033130000
_diffrn_orient_matrix_UB_33      0.0466692000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1685
_reflns_number_total             2059
_reflns_odcompleteness_completeness 96.45
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.22
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.741
_refine_diff_density_min         -0.738
_refine_diff_density_rms         0.118
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     91
_refine_ls_number_reflns         2059
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0330
_refine_ls_restrained_S_all      1.089
_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)+(0.0192P)²+0.3922P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0550
_refine_ls_wR_factor_ref         0.0596
_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:
 C5(H5), C1(H1), 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 0.44025(2) 0.09497(6) 0.36559(2) 0.03581(10) Uani 1 1 d . . . . .
Cu1 Cu 0.53431(4) 0.58534(13) 0.30561(3) 0.04050(15) Uani 1 1 d . . . . .
Cl2 Cl 0.93384(10) 1.0789(3) 0.32217(8) 0.0547(3) Uani 1 1 d . . . . .
Cl1 Cl 0.82551(11) 0.3931(3) 0.59892(7) 0.0612(4) Uani 1 1 d . . . . .
N1 N 0.6802(3) 0.6270(8) 0.3697(2) 0.0362(8) Uani 1 1 d . . . . .
C5 C 0.7499(3) 0.7992(11) 0.3324(3) 0.0398(10) Uani 1 1 d . . . . .
H5 H 0.733742 0.884190 0.276442 0.048 Uiso 1 1 calc R . . . .
C1 C 0.7042(4) 0.5085(11) 0.4506(3) 0.0387(10) Uani 1 1 d . . . . .
H1 H 0.655743 0.388969 0.477334 0.046 Uiso 1 1 calc R . . . .
C2 C 0.7980(4) 0.5579(11) 0.4955(3) 0.0398(11) Uani 1 1 d . . . . .
C4 C 0.8456(3) 0.8554(10) 0.3746(3) 0.0378(10) Uani 1 1 d . . . . .
C3 C 0.8708(3) 0.7346(11) 0.4577(3) 0.0414(11) Uani 1 1 d . . . . .
H3 H 0.934677 0.771073 0.487162 0.050 Uiso 1 1 calc R . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
I1 0.04767(19) 0.02735(15) 0.03303(14) 0.00207(12) 0.00704(11) 0.00055(15)
Cu1 0.0392(3) 0.0408(3) 0.0404(3) 0.0024(2) -0.0034(2) -0.0028(3)
Cl2 0.0451(7) 0.0610(8) 0.0587(7) -0.0049(6) 0.0078(6) -0.0119(7)
Cl1 0.0622(8) 0.0792(10) 0.0398(6) 0.0094(6) -0.0109(5) 0.0047(8)
N1 0.032(2) 0.040(2) 0.0357(18) -0.0016(16) -0.0003(15) 0.0007(18)
C5 0.037(3) 0.046(3) 0.036(2) 0.000(2) -0.0033(18) -0.002(2)
C1 0.040(3) 0.041(2) 0.035(2) -0.0026(19) 0.0048(19) 0.000(2)
C2 0.043(3) 0.044(3) 0.030(2) -0.0075(19) -0.0066(18) 0.006(2)
C4 0.035(2) 0.035(3) 0.043(2) -0.0088(19) 0.0042(19) -0.003(2)
C3 0.033(2) 0.044(3) 0.046(2) -0.011(2) -0.0034(19) -0.004(2)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Cu1 2.6159(6) . ?
I1 Cu1 2.6415(6) 2_645 ?
I1 Cu1 2.6812(6) 1_545 ?
Cu1 Cu1 2.8092(7) 2_655 ?
Cu1 Cu1 2.8092(7) 2_645 ?
Cu1 N1 2.083(3) . ?
Cl2 C4 1.737(4) . ?
Cl1 C2 1.726(4) . ?
N1 C5 1.330(5) . ?
N1 C1 1.338(5) . ?
C5 C4 1.383(6) . ?
C1 C2 1.373(6) . ?
C2 C3 1.374(6) . ?
C4 C3 1.374(6) . ?

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 64.593(15) . 2_645 ?
Cu1 I1 Cu1 106.20(2) . 1_545 ?
Cu1 I1 Cu1 63.704(15) 2_645 1_545 ?
I1 Cu1 I1 116.97(2) . 2_655 ?
I1 Cu1 I1 106.20(2) . 1_565 ?
I1 Cu1 I1 114.72(2) 2_655 1_565 ?
I1 Cu1 Cu1 58.145(14) . 2_645 ?
I1 Cu1 Cu1 132.05(3) . 2_655 ?
I1 Cu1 Cu1 132.56(3) 1_565 2_645 ?
I1 Cu1 Cu1 57.26(2) 2_655 2_655 ?
I1 Cu1 Cu1 58.84(2) 2_655 2_645 ?
I1 Cu1 Cu1 57.461(14) 1_565 2_655 ?
Cu1 Cu1 Cu1 97.88(3) 2_645 2_655 ?
N1 Cu1 I1 101.79(10) . 1_565 ?
N1 Cu1 I1 110.28(10) . . ?
N1 Cu1 I1 105.82(9) . 2_655 ?
N1 Cu1 Cu1 125.57(10) . 2_645 ?
N1 Cu1 Cu1 116.99(10) . 2_655 ?
C5 N1 Cu1 119.0(3) . . ?
C5 N1 C1 118.5(4) . . ?
C1 N1 Cu1 122.3(3) . . ?
N1 C5 C4 121.8(4) . . ?
N1 C1 C2 122.1(4) . . ?
C1 C2 Cl1 120.1(4) . . ?
C1 C2 C3 120.1(4) . . ?
C3 C2 Cl1 119.8(3) . . ?
C5 C4 Cl2 119.7(3) . . ?
C3 C4 Cl2 120.1(3) . . ?
C3 C4 C5 120.1(4) . . ?
C4 C3 C2 117.4(4) . . ?

_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 1.177
_oxdiff_exptl_absorpt_empirical_full_min 0.867

# start Validation Reply Form
_vrf_PLAT906_jce225_rt           
;
PROBLEM: Large K Value in the Analysis of Variance ...... 4.647 Check
RESPONSE:
Due to low intensity distribution for high resolution data. 
;
_vrf_PLAT911_jce225_rt           
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L= 0.600 2 Report
RESPONSE: 
Probably the reflections are in the limits of the resolution and not measured
during experiment.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_jce227_rt
_database_code_depnum_ccdc_archive 'CCDC 1919667'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2019-05-30 deposited with the CCDC.	2019-12-01 downloaded from the CCDC.
;
_audit_creation_date             2019-05-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H3 Cl2 Cu I N'
_chemical_formula_sum            'C5 H3 Cl2 Cu I N'
_chemical_formula_weight         338.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C5 H3 N1 Cl2 Cu1 I1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.1299(6)
_cell_length_b                   4.2375(2)
_cell_length_c                   15.1619(7)
_cell_angle_alpha                90
_cell_angle_beta                 94.629(4)
_cell_angle_gamma                90
_cell_volume                     840.83(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1294
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      27.3350
_cell_measurement_theta_min      2.6930
_shelx_estimated_absorpt_T_max   0.821
_shelx_estimated_absorpt_T_min   0.471
_exptl_absorpt_coefficient_mu    6.824
_exptl_absorpt_correction_T_max  0.902
_exptl_absorpt_correction_T_min  0.801
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
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            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    2.673
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             624
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 0 0.0187
1 0 0 0.0112
0 -2 -5 0.0524
0 2 5 0.0524
0 0 -1 0.0177
0 0 1 0.0177
1 5 -4 0.0626
-1 -5 4 0.0626

_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.035
_exptl_crystal_size_min          0.03
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
-0.9990 -0.0001 0.0002 -0.0528 0.0116 0.0031
0.9990 0.0001 -0.0002 0.0528 -0.0116 -0.0031
0.0047 -1.9960 -4.9944 0.0073 0.0150 0.4077
-0.0047 1.9960 4.9944 -0.0073 -0.0150 -0.4077
-0.0003 0.0001 -0.9985 -0.0101 -0.0359 0.0284
0.0003 -0.0001 0.9985 0.0101 0.0359 -0.0284
0.9818 4.9923 -3.9900 -0.1330 -0.6407 -0.5537
-0.9818 -4.9923 3.9900 0.1330 0.6407 0.5537

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0179
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.891
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       2
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            2971
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.891
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.367
_diffrn_reflns_theta_min         2.696
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1268
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.891
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -55.00   8.00   1.00   20.00    --  -27.26  37.00  30.00   63
  2  ω    -83.00  33.00   1.00   20.00    --  -27.26 -19.00 150.00  116
  3  ω   -105.00 -40.00   1.00   20.00    --  -27.26 178.00 -60.00   65
;
_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      0.0528655000
_diffrn_orient_matrix_UB_12      -0.0289332000
_diffrn_orient_matrix_UB_13      0.0101429000
_diffrn_orient_matrix_UB_21      -0.0116220000
_diffrn_orient_matrix_UB_22      -0.0973580000
_diffrn_orient_matrix_UB_23      0.0358963000
_diffrn_orient_matrix_UB_31      -0.0030498000
_diffrn_orient_matrix_UB_32      -0.1330599000
_diffrn_orient_matrix_UB_33      -0.0284616000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1546
_reflns_number_total             1882
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.614
_refine_diff_density_min         -0.556
_refine_diff_density_rms         0.113
_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     91
_refine_ls_number_reflns         1882
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0309
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0197P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0535
_refine_ls_wR_factor_ref         0.0583
_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:
 C5(H5), C1(H1), 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 0.55977(2) 0.09477(6) 0.63449(2) 0.03542(10) Uani 1 1 d . . . . .
Cu1 Cu 0.46560(4) 0.58507(13) 0.69439(4) 0.04022(16) Uani 1 1 d . . . . .
Cl2 Cl 0.06613(9) 1.0783(3) 0.67781(9) 0.0541(3) Uani 1 1 d . . . . .
Cl1 Cl 0.17436(11) 0.3934(3) 0.40108(9) 0.0618(4) Uani 1 1 d . . . . .
N1 N 0.3197(3) 0.6270(8) 0.6302(2) 0.0378(9) Uani 1 1 d . . . . .
C5 C 0.2493(3) 0.7998(11) 0.6678(3) 0.0393(11) Uani 1 1 d . . . . .
H5 H 0.265119 0.884447 0.723827 0.047 Uiso 1 1 calc R . . . .
C1 C 0.2964(3) 0.5103(11) 0.5495(3) 0.0376(11) Uani 1 1 d . . . . .
H1 H 0.345206 0.393363 0.522545 0.045 Uiso 1 1 calc R . . . .
C2 C 0.2015(3) 0.5586(11) 0.5046(3) 0.0384(11) Uani 1 1 d . . . . .
C4 C 0.1548(3) 0.8547(10) 0.6255(3) 0.0373(11) Uani 1 1 d . . . . .
C3 C 0.1289(3) 0.7353(11) 0.5424(3) 0.0438(12) Uani 1 1 d . . . . .
H3 H 0.065031 0.772564 0.513112 0.053 Uiso 1 1 calc R . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
I1 0.04538(19) 0.02803(16) 0.03360(16) -0.00226(13) 0.00784(12) -0.00079(15)
Cu1 0.0372(3) 0.0417(3) 0.0408(3) -0.0017(3) -0.0030(2) 0.0033(3)
Cl2 0.0410(7) 0.0636(9) 0.0585(8) 0.0042(7) 0.0083(6) 0.0114(7)
Cl1 0.0620(8) 0.0802(10) 0.0405(7) -0.0091(7) -0.0114(6) -0.0030(8)
N1 0.035(2) 0.044(2) 0.033(2) 0.0052(18) -0.0054(16) -0.0026(18)
C5 0.035(3) 0.043(3) 0.039(3) -0.001(2) -0.001(2) 0.000(2)
C1 0.032(2) 0.042(3) 0.039(3) 0.002(2) 0.005(2) -0.003(2)
C2 0.038(3) 0.044(3) 0.031(2) 0.004(2) -0.006(2) -0.010(2)
C4 0.036(2) 0.035(3) 0.041(3) 0.011(2) 0.004(2) -0.001(2)
C3 0.035(3) 0.049(3) 0.045(3) 0.013(3) -0.007(2) -0.002(3)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Cu1 2.6175(6) . ?
I1 Cu1 2.6427(7) 2_646 ?
I1 Cu1 2.6832(6) 1_545 ?
Cu1 Cu1 2.8113(7) 2_646 ?
Cu1 Cu1 2.8113(7) 2_656 ?
Cu1 N1 2.085(4) . ?
Cl2 C4 1.741(5) . ?
Cl1 C2 1.730(5) . ?
N1 C5 1.341(5) . ?
N1 C1 1.332(5) . ?
C5 C4 1.370(6) . ?
C1 C2 1.387(6) . ?
C2 C3 1.373(6) . ?
C4 C3 1.375(6) . ?

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 64.611(16) . 2_646 ?
Cu1 I1 Cu1 106.14(2) . 1_545 ?
Cu1 I1 Cu1 63.716(16) 2_646 1_545 ?
I1 Cu1 I1 116.97(2) . 2_656 ?
I1 Cu1 I1 106.14(2) . 1_565 ?
I1 Cu1 I1 114.69(2) 2_656 1_565 ?
I1 Cu1 Cu1 131.94(3) . 2_656 ?
I1 Cu1 Cu1 58.128(14) . 2_646 ?
I1 Cu1 Cu1 57.440(15) 1_565 2_656 ?
I1 Cu1 Cu1 58.84(2) 2_656 2_646 ?
I1 Cu1 Cu1 57.26(2) 2_656 2_656 ?
I1 Cu1 Cu1 132.46(3) 1_565 2_646 ?
Cu1 Cu1 Cu1 97.82(3) 2_656 2_646 ?
N1 Cu1 I1 105.84(10) . 2_656 ?
N1 Cu1 I1 101.81(10) . 1_565 ?
N1 Cu1 I1 110.35(10) . . ?
N1 Cu1 Cu1 125.64(10) . 2_646 ?
N1 Cu1 Cu1 117.03(10) . 2_656 ?
C5 N1 Cu1 119.1(3) . . ?
C1 N1 Cu1 122.1(3) . . ?
C1 N1 C5 118.6(4) . . ?
N1 C5 C4 121.6(4) . . ?
N1 C1 C2 121.8(4) . . ?
C1 C2 Cl1 119.8(4) . . ?
C3 C2 Cl1 120.0(3) . . ?
C3 C2 C1 120.2(4) . . ?
C5 C4 Cl2 119.6(4) . . ?
C5 C4 C3 120.9(4) . . ?
C3 C4 Cl2 119.5(4) . . ?
C2 C3 C4 117.0(4) . . ?

_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 1.082
_oxdiff_exptl_absorpt_empirical_full_min 0.891

# start Validation Reply Form
_vrf_PLAT906_jce227_rt           
;
PROBLEM: Large K Value in the Analysis of Variance ...... 4.355 Check
RESPONSE: 
Due to low intensity distribution for high resolution data. 
;
# end Validation Reply Form
####################################################################### 
# 
# 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_CuI_Cl2Py_000GPa
_database_code_depnum_ccdc_archive 'CCDC 1919668'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2019-05-30 deposited with the CCDC.	2019-12-01 downloaded from the CCDC.
;
_audit_creation_date             2018-07-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H3 Cl2 Cu I N'
_chemical_formula_sum            'C5 H3 Cl2 Cu I N'
_chemical_formula_weight         338.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C5 H3 N1 Cl2 Cu1 I1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_diffrn_ambient_pressure         0.000(1)

_cell_length_a                   13.1301(6)
_cell_length_b                   4.2377(2)
_cell_length_c                   15.1614(7)
_cell_angle_alpha                90
_cell_angle_beta                 94.623(4)
_cell_angle_gamma                90
_cell_volume                     840.86(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1294
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      27.3370
_cell_measurement_theta_min      2.6920
_shelx_estimated_absorpt_T_max   0.821
_shelx_estimated_absorpt_T_min   0.502
_exptl_absorpt_coefficient_mu    6.824
_exptl_absorpt_correction_T_max  0.900
_exptl_absorpt_correction_T_min  0.785
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
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    2.673
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             624
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
18 0 -3 0.0112
-18 0 3 0.0187
0 0 -1 0.0161
0 0 1 0.0161
0 -5 -1 0.0509
-1 5 -1 0.0636

_exptl_crystal_size_max          0.117
_exptl_crystal_size_mid          0.032
_exptl_crystal_size_min          0.03
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
18.4731 0.2239 -2.7027 0.9427 -0.3335 -0.0092
-18.4731 -0.2239 2.7027 -0.9427 0.3335 0.0092
-0.0003 -0.0000 -0.9986 -0.0101 -0.0358 0.0284
0.0003 0.0000 0.9986 0.0101 0.0358 -0.0284
0.0071 -4.9944 -1.0003 0.1347 0.4503 0.6930
-1.0067 4.9942 -0.9967 -0.2078 -0.5103 -0.6331

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0160
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       2
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            2141
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        23.251
_diffrn_reflns_theta_max         23.251
_diffrn_reflns_theta_min         2.696
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1268
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -55.00   8.00   1.00   20.00    --  -27.26  37.00  30.00   63
  2  ω    -83.00  33.00   1.00   20.00    --  -27.26 -19.00 150.00  116
  3  ω   -105.00 -40.00   1.00   20.00    --  -27.26 178.00 -60.00   65
;
_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      0.0528650000
_diffrn_orient_matrix_UB_12      -0.0289286000
_diffrn_orient_matrix_UB_13      0.0101420000
_diffrn_orient_matrix_UB_21      -0.0116230000
_diffrn_orient_matrix_UB_22      -0.0973600000
_diffrn_orient_matrix_UB_23      0.0358961000
_diffrn_orient_matrix_UB_31      -0.0030500000
_diffrn_orient_matrix_UB_32      -0.1330565000
_diffrn_orient_matrix_UB_33      -0.0284616000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1064
_reflns_number_total             1211
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     23.21
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.543
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.085
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     91
_refine_ls_number_reflns         1211
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0291
_refine_ls_R_factor_gt           0.0223
_refine_ls_restrained_S_all      1.079
_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)+(0.0178P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0425
_refine_ls_wR_factor_ref         0.0454
_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:
 C5(H5), C1(H1), 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 0.44023(2) 0.90525(6) 0.36549(2) 0.03575(12) Uani 1 1 d . . . . .
Cu1 Cu 0.53441(4) 0.41498(14) 0.30563(4) 0.04068(18) Uani 1 1 d . . . . .
Cl2 Cl 0.93380(10) -0.0782(3) 0.32221(9) 0.0545(4) Uani 1 1 d . . . . .
Cl1 Cl 0.82568(11) 0.6065(3) 0.59893(9) 0.0620(4) Uani 1 1 d . . . . .
N1 N 0.6802(3) 0.3731(8) 0.3697(2) 0.0373(10) Uani 1 1 d . . . . .
C5 C 0.7507(3) 0.2005(11) 0.3322(3) 0.0399(12) Uani 1 1 d . . . . .
H5 H 0.735086 0.116425 0.276107 0.048 Uiso 1 1 calc R . . . .
C1 C 0.7039(3) 0.4895(11) 0.4505(3) 0.0374(12) Uani 1 1 d . . . . .
H1 H 0.655268 0.606875 0.477483 0.045 Uiso 1 1 calc R . . . .
C2 C 0.7984(4) 0.4412(11) 0.4953(3) 0.0385(12) Uani 1 1 d . . . . .
C4 C 0.8452(3) 0.1449(10) 0.3745(3) 0.0373(12) Uani 1 1 d . . . . .
C3 C 0.8709(4) 0.2650(11) 0.4576(3) 0.0440(13) Uani 1 1 d . . . . .
H3 H 0.934756 0.228240 0.486906 0.053 Uiso 1 1 calc R . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
I1 0.0458(2) 0.02835(19) 0.0338(2) -0.00220(15) 0.00757(14) -0.00060(16)
Cu1 0.0374(4) 0.0420(4) 0.0416(4) -0.0017(3) -0.0033(3) 0.0033(3)
Cl2 0.0416(8) 0.0636(9) 0.0590(9) 0.0043(7) 0.0081(6) 0.0115(7)
Cl1 0.0625(9) 0.0802(11) 0.0406(8) -0.0092(7) -0.0117(7) -0.0029(8)
N1 0.036(2) 0.042(2) 0.032(2) 0.003(2) -0.0053(18) -0.003(2)
C5 0.038(3) 0.043(3) 0.038(3) -0.002(2) -0.001(2) 0.000(3)
C1 0.032(3) 0.040(3) 0.041(3) 0.003(2) 0.006(2) -0.002(2)
C2 0.037(3) 0.045(3) 0.033(3) 0.006(2) -0.006(2) -0.009(3)
C4 0.036(3) 0.035(3) 0.041(3) 0.010(2) 0.003(2) 0.001(2)
C3 0.035(3) 0.050(3) 0.045(3) 0.015(3) -0.008(2) -0.002(3)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Cu1 2.6173(6) . ?
I1 Cu1 2.6427(7) 2_655 ?
I1 Cu1 2.6832(6) 1_565 ?
Cu1 Cu1 2.8118(8) 2_655 ?
Cu1 Cu1 2.8118(8) 2_645 ?
Cu1 N1 2.083(4) . ?
Cl2 C4 1.739(5) . ?
Cl1 C2 1.731(5) . ?
N1 C5 1.342(5) . ?
N1 C1 1.333(6) . ?
C5 C4 1.370(6) . ?
C1 C2 1.381(6) . ?
C2 C3 1.371(6) . ?
C4 C3 1.375(6) . ?

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 64.627(17) . 2_655 ?
Cu1 I1 Cu1 106.16(2) . 1_565 ?
Cu1 I1 Cu1 63.729(17) 2_655 1_565 ?
I1 Cu1 I1 116.95(2) . 2_645 ?
I1 Cu1 I1 106.16(2) . 1_545 ?
I1 Cu1 I1 114.68(2) 2_645 1_545 ?
I1 Cu1 Cu1 131.93(3) . 2_645 ?
I1 Cu1 Cu1 132.46(3) 1_545 2_655 ?
I1 Cu1 Cu1 58.84(2) 2_645 2_655 ?
I1 Cu1 Cu1 57.25(2) 2_645 2_645 ?
I1 Cu1 Cu1 57.435(15) 1_545 2_645 ?
I1 Cu1 Cu1 58.123(15) . 2_655 ?
Cu1 Cu1 Cu1 97.80(4) 2_645 2_655 ?
N1 Cu1 I1 101.82(10) . 1_545 ?
N1 Cu1 I1 110.36(11) . . ?
N1 Cu1 I1 105.84(11) . 2_645 ?
N1 Cu1 Cu1 125.64(10) . 2_655 ?
N1 Cu1 Cu1 117.03(11) . 2_645 ?
C5 N1 Cu1 119.2(3) . . ?
C1 N1 Cu1 122.3(3) . . ?
C1 N1 C5 118.2(4) . . ?
N1 C5 C4 121.7(5) . . ?
N1 C1 C2 122.1(4) . . ?
C1 C2 Cl1 119.9(4) . . ?
C3 C2 Cl1 120.0(4) . . ?
C3 C2 C1 120.1(5) . . ?
C5 C4 Cl2 119.6(4) . . ?
C5 C4 C3 120.7(4) . . ?
C3 C4 Cl2 119.7(4) . . ?
C2 C3 C4 117.2(4) . . ?

_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 1.069
_oxdiff_exptl_absorpt_empirical_full_min 0.918
####################################################################### 
# 
# 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_CuI_Cl2Py_129GPa
_database_code_depnum_ccdc_archive 'CCDC 1919669'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2019-05-30 deposited with the CCDC.	2019-12-01 downloaded from the CCDC.
;
_audit_creation_date             2018-07-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H3 Cl2 Cu I N'
_chemical_formula_sum            'C5 H3 Cl2 Cu I N'
_chemical_formula_weight         338.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C5 H3 N1 Cl2 Cu1 I1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_diffrn_ambient_pressure         1290000(40000)

_cell_length_a                   12.579(8)
_cell_length_b                   4.1634(3)
_cell_length_c                   14.5767(9)
_cell_angle_alpha                90
_cell_angle_beta                 92.982(13)
_cell_angle_gamma                90
_cell_volume                     762.4(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    491
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      23.1230
_cell_measurement_theta_min      2.7830
_shelx_estimated_absorpt_T_max   0.806
_shelx_estimated_absorpt_T_min   0.473
_exptl_absorpt_coefficient_mu    7.527
_exptl_absorpt_correction_T_max  0.453
_exptl_absorpt_correction_T_min  0.341
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.949
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             624
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 6 0 0.0533
1 -1 -20 0.0095
-1 0 21 0.0118
18 0 1 0.0150
-18 0 -1 0.0150
0 -6 0 0.0568

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.117
_exptl_crystal_size_mid          0.032
_exptl_crystal_size_min          0.03
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are: 
         range of dac transmission factors (min-max)      0.498     0.562
         range of gasket transmission (min-max)           0.880     1.000
         range of P media transmission (min-max)          1.000     1.000

 thickness of diamond anvil 1: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 1:  0.000 mm, mu =  0.0000 mm-1

 thickness of diamond anvil 2: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 2:  0.000 mm, mu =  0.0000 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness =  75.0 microns, radius =  80.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF 
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Non-absorbing pressure medium
;
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
-0.0179 5.8688 0.4965 -0.0027 0.3076 0.9515
1.2649 -0.5873 -20.4408 0.0089 -0.9823 0.1872
-1.2725 -0.1418 20.5378 -0.0086 0.9515 -0.3076
17.6773 0.0045 0.5756 -1.0000 0.0000 0.0000
-17.6773 -0.0045 -0.5756 1.0000 0.0000 0.0000
0.0254 -5.9987 0.0067 0.0003 -0.2905 -0.9797

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_av_unetI/netI     0.0512
_diffrn_reflns_Laue_measured_fraction_full 0.389
_diffrn_reflns_Laue_measured_fraction_max 0.389
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            1106
_diffrn_reflns_point_group_measured_fraction_full 0.389
_diffrn_reflns_point_group_measured_fraction_max 0.389
_diffrn_reflns_theta_full        23.180
_diffrn_reflns_theta_max         23.180
_diffrn_reflns_theta_min         2.799
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2536
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.389
_diffrn_measured_fraction_theta_max 0.389
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -14.00  13.00   0.50   40.00    --   24.95 -39.00-167.00   54
  2  ω     -8.00  33.00   0.50   40.00    --   24.95 -53.00-162.00   82
  3  ω    -10.00  16.00   0.50   40.00    --   24.95  67.00 157.00   52
  4  ω    -47.00  23.00   0.50   40.00    --  -25.65  26.00  -7.00  140
  5  ω    -32.00  -5.00   0.50   40.00    --  -25.65  67.00 -23.00   54
  6  ω   -104.00 -84.00   0.50   40.00    --  -25.65-134.00-123.00   40
  7  ω    -74.00 -29.00   0.50   40.00    --  -25.65 134.00 123.00   90
;
_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      -0.0564422000
_diffrn_orient_matrix_UB_12      -0.0002926000
_diffrn_orient_matrix_UB_13      -0.0039179000
_diffrn_orient_matrix_UB_21      -0.0015287000
_diffrn_orient_matrix_UB_22      0.0484689000
_diffrn_orient_matrix_UB_23      0.0465677000
_diffrn_orient_matrix_UB_31      0.0004082000
_diffrn_orient_matrix_UB_32      0.1633002000
_diffrn_orient_matrix_UB_33      -0.0138256000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                339
_reflns_number_total             424
_reflns_odcompleteness_completeness 37.18
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     23.21
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.661
_refine_diff_density_min         -0.676
_refine_diff_density_rms         0.175
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.165
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     39
_refine_ls_number_reflns         424
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0665
_refine_ls_R_factor_gt           0.0492
_refine_ls_restrained_S_all      1.165
_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)+(0.0721P)²+4.1431P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1268
_refine_ls_wR_factor_ref         0.1399
_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), C5(H5)
2.b Fitted hexagon refined as free rotating group:
 C1(C2,C3,C4,C5,N1)
;
_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 0.4330(3) 0.9052(3) 0.37012(8) 0.033(2) Uani 1 1 d . . . . .
Cu1 Cu 0.5316(5) 0.4141(6) 0.30609(15) 0.034(5) Uani 1 1 d . . . . .
Cl2 Cl 0.9386(11) -0.1173(12) 0.3222(3) 0.0339(15) Uiso 1 1 d . . . . .
Cl1 Cl 0.8315(11) 0.6269(12) 0.6045(3) 0.0362(16) Uiso 1 1 d . . . . .
C1 C 0.7044(17) 0.511(3) 0.4536(8) 0.024(5) Uiso 1 1 d . . . . .
H1 H 0.654563 0.641904 0.480297 0.029 Uiso 1 1 calc R . . . .
C2 C 0.8023(17) 0.454(3) 0.4992(6) 0.029(5) Uiso 1 1 d G . . . .
C3 C 0.8768(16) 0.259(3) 0.4593(8) 0.037(6) Uiso 1 1 d G . . . .
H3 H 0.942287 0.220266 0.489854 0.045 Uiso 1 1 calc R . . . .
C4 C 0.8532(18) 0.121(3) 0.3738(8) 0.018(5) Uiso 1 1 d G . . . .
C5 C 0.7553(19) 0.178(3) 0.3282(6) 0.038(6) Uiso 1 1 d G . . . .
H5 H 0.739564 0.086076 0.270980 0.045 Uiso 1 1 calc R . . . .
N1 N 0.6809(17) 0.373(3) 0.3681(8) 0.032(5) Uiso 1 1 d G . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
I1 0.050(7) 0.0223(9) 0.0272(8) -0.0020(5) 0.0076(12) 0.0006(13)
Cu1 0.034(15) 0.0328(16) 0.0348(15) -0.0023(10) -0.003(3) 0.004(3)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Cu1 2.591(4) . ?
I1 Cu1 2.630(3) 2_655 ?
I1 Cu1 2.650(4) 1_565 ?
Cu1 Cu1 2.740(5) 2_655 ?
Cu1 Cu1 2.740(5) 2_645 ?
Cu1 N1 2.05(2) . ?
Cl2 C4 1.669(18) . ?
Cl1 C2 1.718(10) . ?
C1 C2 1.3900 . ?
C1 N1 1.3900 . ?
C2 C3 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?
C5 N1 1.3900 . ?

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 63.30(10) . 2_655 ?
Cu1 I1 Cu1 105.2(2) . 1_565 ?
Cu1 I1 Cu1 62.52(10) 2_655 1_565 ?
I1 Cu1 I1 118.14(12) . 2_645 ?
I1 Cu1 I1 105.2(2) . 1_545 ?
I1 Cu1 I1 116.03(12) 2_645 1_545 ?
I1 Cu1 Cu1 133.2(4) . 2_645 ?
I1 Cu1 Cu1 59.04(12) . 2_655 ?
I1 Cu1 Cu1 58.38(12) 1_545 2_645 ?
I1 Cu1 Cu1 59.10(10) 2_645 2_655 ?
I1 Cu1 Cu1 57.65(10) 2_645 2_645 ?
I1 Cu1 Cu1 133.7(4) 1_545 2_655 ?
Cu1 Cu1 Cu1 98.9(2) 2_645 2_655 ?
N1 Cu1 I1 102.4(4) . 1_545 ?
N1 Cu1 I1 110.6(4) . . ?
N1 Cu1 I1 103.4(5) . 2_645 ?
N1 Cu1 Cu1 115.6(5) . 2_645 ?
N1 Cu1 Cu1 123.9(5) . 2_655 ?
C2 C1 N1 120.0 . . ?
C1 C2 Cl1 119.9(10) . . ?
C1 C2 C3 120.0 . . ?
C3 C2 Cl1 120.1(10) . . ?
C4 C3 C2 120.0 . . ?
C3 C4 Cl2 122.5(10) . . ?
C3 C4 C5 120.0 . . ?
C5 C4 Cl2 117.5(10) . . ?
N1 C5 C4 120.0 . . ?
C1 N1 Cu1 120.6(7) . . ?
C5 N1 Cu1 119.1(7) . . ?
C5 N1 C1 120.0 . . ?

_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 2.218
_oxdiff_exptl_absorpt_empirical_full_min 0.497
####################################################################### 
# 
# 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_jce225_lt
_database_code_depnum_ccdc_archive 'CCDC 1919666'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2019-05-30 deposited with the CCDC.	2019-12-01 downloaded from the CCDC.
;
_audit_creation_date             2019-05-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            JCE215_110K
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H3 Cl2 Cu I N'
_chemical_formula_sum            'C5 H3 Cl2 Cu I N'
_chemical_formula_weight         338.42
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.9613(16)
_cell_length_b                   4.2177(5)
_cell_length_c                   15.0083(15)
_cell_angle_alpha                90
_cell_angle_beta                 94.247(5)
_cell_angle_gamma                90
_cell_volume                     818.20(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6387
_cell_measurement_temperature    110.(2)
_cell_measurement_theta_max      26.3947
_cell_measurement_theta_min      2.7218
_shelx_estimated_absorpt_T_max   0.817
_shelx_estimated_absorpt_T_min   0.440
_exptl_absorpt_coefficient_mu    7.013
_exptl_absorpt_correction_T_max  0.82
_exptl_absorpt_correction_T_min  0.59
_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    2.747
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.035
_exptl_crystal_size_min          0.03
_exptl_special_details           
;

;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_av_unetI/netI     0.0185
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12658
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.349
_diffrn_reflns_theta_min         2.722
_diffrn_ambient_temperature      110.0
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1362
_reflns_number_total             1494
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.330
_refine_diff_density_min         -0.316
_refine_diff_density_rms         0.085
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     91
_refine_ls_number_reflns         1494
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0172
_refine_ls_R_factor_gt           0.0142
_refine_ls_restrained_S_all      1.042
_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)+(0.0133P)²+0.2772P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0298
_refine_ls_wR_factor_ref         0.0306
_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), C5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.70358(19) 0.5060(6) 0.45028(15) 0.0130(5) Uani 1 1 d . . . . .
H1 H 0.653554 0.381583 0.477539 0.016 Uiso 1 1 calc R . . . .
C2 C 0.79979(19) 0.5562(6) 0.49544(14) 0.0131(5) Uani 1 1 d . . . . .
C3 C 0.87331(19) 0.7365(6) 0.45760(14) 0.0148(5) Uani 1 1 d . . . . .
H3 H 0.939356 0.772260 0.487718 0.018 Uiso 1 1 calc R . . . .
C4 C 0.84745(19) 0.8641(5) 0.37395(15) 0.0132(5) Uani 1 1 d . . . . .
C5 C 0.75090(19) 0.8068(6) 0.33118(14) 0.0120(5) Uani 1 1 d . . . . .
H5 H 0.734366 0.895019 0.273641 0.014 Uiso 1 1 calc R . . . .
Cl1 Cl 0.82805(5) 0.38555(15) 0.59955(4) 0.02010(15) Uani 1 1 d . . . . .
Cl2 Cl 0.93661(5) 1.09272(14) 0.32165(4) 0.01750(14) Uani 1 1 d . . . . .
Cu1 Cu 0.53276(2) 0.58957(7) 0.30480(2) 0.01297(8) Uani 1 1 d . . . . .
I1 I 0.43810(2) 0.09821(3) 0.36710(2) 0.01153(6) Uani 1 1 d . . . . .
N1 N 0.68008(16) 0.6296(4) 0.36914(12) 0.0133(4) Uani 1 1 d . . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0127(13) 0.0106(12) 0.0160(11) -0.0022(9) 0.0026(10) 0.0022(11)
C2 0.0151(14) 0.0119(13) 0.0122(11) -0.0023(9) -0.0008(10) 0.0045(11)
C3 0.0118(13) 0.0148(13) 0.0170(11) -0.0051(10) -0.0030(10) 0.0026(12)
C4 0.0130(14) 0.0105(13) 0.0169(11) -0.0044(9) 0.0051(10) 0.0002(11)
C5 0.0131(14) 0.0115(13) 0.0114(10) -0.0013(9) 0.0002(10) 0.0023(11)
Cl1 0.0194(4) 0.0264(4) 0.0138(3) 0.0038(2) -0.0035(2) 0.0008(3)
Cl2 0.0141(3) 0.0193(3) 0.0193(3) -0.0012(2) 0.0026(2) -0.0041(3)
Cu1 0.01164(17) 0.01339(17) 0.01361(14) 0.00084(11) -0.00073(12) -0.00106(13)
I1 0.01446(10) 0.00912(9) 0.01131(8) 0.00068(6) 0.00285(6) 0.00019(7)
N1 0.0121(11) 0.0139(11) 0.0136(9) -0.0026(8) -0.0008(8) 0.0014(9)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1 0.9500 . ?
C1 C2 1.391(3) . ?
C1 N1 1.339(3) . ?
C2 C3 1.374(4) . ?
C2 Cl1 1.735(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.384(3) . ?
C4 C5 1.385(3) . ?
C4 Cl2 1.737(2) . ?
C5 H5 0.9500 . ?
C5 N1 1.343(3) . ?
Cu1 Cu1 2.7691(4) 2_655 ?
Cu1 Cu1 2.7691(4) 2_645 ?
Cu1 I1 2.6742(4) 1_565 ?
Cu1 I1 2.6162(4) . ?
Cu1 I1 2.6353(4) 2_655 ?
Cu1 N1 2.082(2) . ?

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 119.4 . . ?
N1 C1 H1 119.4 . . ?
N1 C1 C2 121.3(2) . . ?
C1 C2 Cl1 119.85(19) . . ?
C3 C2 C1 120.5(2) . . ?
C3 C2 Cl1 119.68(18) . . ?
C2 C3 H3 121.3 . . ?
C2 C3 C4 117.5(2) . . ?
C4 C3 H3 121.3 . . ?
C3 C4 C5 120.2(2) . . ?
C3 C4 Cl2 120.08(19) . . ?
C5 C4 Cl2 119.75(18) . . ?
C4 C5 H5 119.2 . . ?
N1 C5 C4 121.5(2) . . ?
N1 C5 H5 119.2 . . ?
Cu1 Cu1 Cu1 99.207(19) 2_655 2_645 ?
I1 Cu1 Cu1 133.645(18) 1_565 2_645 ?
I1 Cu1 Cu1 133.180(18) . 2_655 ?
I1 Cu1 Cu1 57.841(12) 2_655 2_655 ?
I1 Cu1 Cu1 59.256(12) 2_655 2_645 ?
I1 Cu1 Cu1 57.879(10) 1_565 2_655 ?
I1 Cu1 Cu1 58.515(10) . 2_645 ?
I1 Cu1 I1 115.716(12) 2_655 1_565 ?
I1 Cu1 I1 117.766(12) . 2_655 ?
I1 Cu1 I1 105.729(14) . 1_565 ?
N1 Cu1 Cu1 116.37(5) . 2_655 ?
N1 Cu1 Cu1 124.59(5) . 2_645 ?
N1 Cu1 I1 109.68(5) . . ?
N1 Cu1 I1 101.63(5) . 1_565 ?
N1 Cu1 I1 105.07(6) . 2_655 ?
Cu1 I1 Cu1 105.728(14) . 1_545 ?
Cu1 I1 Cu1 62.864(9) 2_645 1_545 ?
Cu1 I1 Cu1 63.644(9) . 2_645 ?
C1 N1 C5 119.1(2) . . ?
C1 N1 Cu1 121.96(17) . . ?
C5 N1 Cu1 118.73(15) . . ?

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
C5 H5 I1 0.95 3.21 3.815(2) 123.0 2_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
C1 C2 C3 C4 0.1(3) . . . . ?
C2 C1 N1 C5 -0.4(3) . . . . ?
C2 C1 N1 Cu1 -174.79(17) . . . . ?
C2 C3 C4 C5 -0.4(3) . . . . ?
C2 C3 C4 Cl2 -179.65(18) . . . . ?
C3 C4 C5 N1 0.3(3) . . . . ?
C4 C5 N1 C1 0.1(3) . . . . ?
C4 C5 N1 Cu1 174.67(17) . . . . ?
Cl1 C2 C3 C4 179.17(17) . . . . ?
Cl2 C4 C5 N1 179.56(17) . . . . ?
N1 C1 C2 C3 0.3(4) . . . . ?
N1 C1 C2 Cl1 -178.75(17) . . . . ?

_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_CuI_Cl2Py_292GPa
_database_code_depnum_ccdc_archive 'CCDC 1919670'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2019-05-30 deposited with the CCDC.	2019-12-01 downloaded from the CCDC.
;
_audit_creation_date             2018-07-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H3 Cl2 Cu I N'
_chemical_formula_sum            'C5 H3 Cl2 Cu I N'
_chemical_formula_weight         338.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C5 H3 N1 Cl2 Cu1 I1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_diffrn_ambient_pressure         2920000(40000)

_cell_length_a                   12.264(13)
_cell_length_b                   4.0956(4)
_cell_length_c                   14.2232(14)
_cell_angle_alpha                90
_cell_angle_beta                 92.458(20)
_cell_angle_gamma                90
_cell_volume                     713.8(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    464
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      23.1570
_cell_measurement_theta_min      2.8680
_shelx_estimated_absorpt_T_max   0.794
_shelx_estimated_absorpt_T_min   0.453
_exptl_absorpt_coefficient_mu    8.039
_exptl_absorpt_correction_T_max  0.449
_exptl_absorpt_correction_T_min  0.357
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    3.149
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             624
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.0118
0 0 -1 0.0118
0 5 1 0.0540
0 -5 -1 0.0540
-17 0 -1 0.0150
17 0 1 0.0150

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.117
_exptl_crystal_size_mid          0.032
_exptl_crystal_size_min          0.03
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are: 
         range of dac transmission factors (min-max)      0.497     0.562
         range of gasket transmission (min-max)           0.904     1.000
         range of P media transmission (min-max)          1.000     1.000

 thickness of diamond anvil 1: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 1:  0.000 mm, mu =  0.0000 mm-1

 thickness of diamond anvil 2: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 2:  0.000 mm, mu =  0.0000 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness =  75.0 microns, radius =  75.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF 
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Non-absorbing pressure medium
;
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 0.0000 1.0000 0.0035 -0.0478 0.0143
-0.0000 -0.0000 -1.0000 -0.0035 0.0478 -0.0143
0.0000 5.0000 1.0000 0.0024 0.2009 0.8445
-0.0000 -5.0000 -1.0000 -0.0024 -0.2009 -0.8445
-17.2866 0.0128 -0.5198 -1.0000 0.0000 0.0000
17.2866 -0.0128 0.5198 1.0000 0.0000 0.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_av_unetI/netI     0.0373
_diffrn_reflns_Laue_measured_fraction_full 0.390
_diffrn_reflns_Laue_measured_fraction_max 0.390
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            969
_diffrn_reflns_point_group_measured_fraction_full 0.390
_diffrn_reflns_point_group_measured_fraction_max 0.390
_diffrn_reflns_theta_full        23.212
_diffrn_reflns_theta_max         23.212
_diffrn_reflns_theta_min         2.867
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2536
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.390
_diffrn_measured_fraction_theta_max 0.390
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -27.00   6.00   0.50   45.00    --   19.95  13.00  -3.00   66
  2  ω    -44.00  12.00   0.50   45.00    --  -20.57  13.00  -3.00  112
  3  ω    -47.00  -6.00   0.50   45.00    --  -20.57  97.00 143.00   82
  4  ω    -18.00   7.00   0.50   45.00    --  -20.57  67.00 157.00   50
  5  ω     -3.00  22.00   0.50   45.00    --  -20.57  26.00  -7.00   50
  6  ω    -22.00  15.00   0.50   45.00    --  -20.57 -53.00  17.00   74
;
_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      0.0577432000
_diffrn_orient_matrix_UB_12      -0.0002257000
_diffrn_orient_matrix_UB_13      0.0034923000
_diffrn_orient_matrix_UB_21      0.0014734000
_diffrn_orient_matrix_UB_22      0.0497310000
_diffrn_orient_matrix_UB_23      -0.0477731000
_diffrn_orient_matrix_UB_31      -0.0003060000
_diffrn_orient_matrix_UB_32      0.1660541000
_diffrn_orient_matrix_UB_33      0.0142693000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                335
_reflns_number_total             402
_reflns_odcompleteness_completeness 36.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     23.21
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.676
_refine_diff_density_min         -0.699
_refine_diff_density_rms         0.206
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.164
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     34
_refine_ls_number_reflns         402
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0635
_refine_ls_R_factor_gt           0.0516
_refine_ls_restrained_S_all      1.164
_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)+(0.0829P)²+11.0775P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1433
_refine_ls_wR_factor_ref         0.1541
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uiso(N1) = Uiso(C1) = Uiso(C2) = Uiso(C3) = Uiso(C4) = Uiso(C5)
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C5(H5)
3.b Fitted hexagon refined as free rotating group:
 C1(C2,C3,C4,C5,N1)
;
_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 0.4285(3) 0.8993(3) 0.37320(9) 0.028(3) Uani 1 1 d . . . . .
Cu1 Cu 0.5296(6) 0.4098(6) 0.30594(17) 0.034(5) Uani 1 1 d . . . . .
Cl2 Cl 0.9471(12) -0.1347(12) 0.3225(3) 0.0259(15) Uiso 1 1 d . . . . .
Cl1 Cl 0.8335(13) 0.6393(12) 0.6068(4) 0.0288(16) Uiso 1 1 d . . . . .
C1 C 0.7036(19) 0.520(3) 0.4546(8) 0.023(2) Uiso 1 1 d . . . . .
H1 H 0.652955 0.656348 0.481356 0.027 Uiso 1 1 calc R . . . .
C2 C 0.8040(19) 0.463(3) 0.5007(7) 0.023(2) Uiso 1 1 d G . . . .
C3 C 0.8797(18) 0.259(3) 0.4607(9) 0.023(2) Uiso 1 1 d G . . . .
H3 H 0.946861 0.221070 0.491611 0.027 Uiso 1 1 calc R . . . .
C4 C 0.855(2) 0.110(3) 0.3745(8) 0.023(2) Uiso 1 1 d G . . . .
C5 C 0.754(2) 0.167(3) 0.3283(7) 0.023(2) Uiso 1 1 d G . . . .
H5 H 0.737898 0.067547 0.270677 0.027 Uiso 1 1 calc R . . . .
N1 N 0.6788(19) 0.371(3) 0.3684(8) 0.023(2) Uiso 1 1 d G . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
I1 0.042(9) 0.0193(9) 0.0224(9) -0.0014(5) 0.0069(13) -0.0009(13)
Cu1 0.051(16) 0.0226(16) 0.0272(15) -0.0007(10) 0.000(3) 0.002(3)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Cu1 2.564(5) . ?
I1 Cu1 2.621(3) 2_655 ?
I1 Cu1 2.632(5) 1_565 ?
Cu1 Cu1 2.675(5) 2_645 ?
Cu1 Cu1 2.675(5) 2_655 ?
Cu1 N1 2.01(2) . ?
Cl2 C4 1.705(19) . ?
Cl1 C2 1.697(11) . ?
C1 C2 1.3900 . ?
C1 N1 1.3900 . ?
C2 C3 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?
C5 N1 1.3900 . ?

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 62.09(11) . 2_655 ?
Cu1 I1 Cu1 104.0(2) . 1_565 ?
Cu1 I1 Cu1 61.22(11) 2_655 1_565 ?
I1 Cu1 I1 119.58(13) . 2_645 ?
I1 Cu1 I1 104.0(2) . 1_545 ?
I1 Cu1 I1 117.09(13) 2_645 1_545 ?
I1 Cu1 Cu1 60.01(14) . 2_655 ?
I1 Cu1 Cu1 59.20(14) 1_545 2_645 ?
I1 Cu1 Cu1 57.90(12) 2_645 2_645 ?
I1 Cu1 Cu1 59.59(12) 2_645 2_655 ?
I1 Cu1 Cu1 134.8(5) 1_545 2_655 ?
I1 Cu1 Cu1 134.2(5) . 2_645 ?
Cu1 Cu1 Cu1 99.9(3) 2_655 2_645 ?
N1 Cu1 I1 102.5(5) . 2_645 ?
N1 Cu1 I1 110.1(4) . . ?
N1 Cu1 I1 102.2(4) . 1_545 ?
N1 Cu1 Cu1 115.0(5) . 2_645 ?
N1 Cu1 Cu1 122.9(6) . 2_655 ?
C2 C1 N1 120.0 . . ?
C1 C2 Cl1 120.0(11) . . ?
C3 C2 Cl1 120.0(11) . . ?
C3 C2 C1 120.0 . . ?
C4 C3 C2 120.0 . . ?
C3 C4 Cl2 121.1(10) . . ?
C3 C4 C5 120.0 . . ?
C5 C4 Cl2 118.9(10) . . ?
N1 C5 C4 120.0 . . ?
C1 N1 Cu1 121.1(7) . . ?
C5 N1 Cu1 118.6(7) . . ?
C5 N1 C1 120.0 . . ?

_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 1.814
_oxdiff_exptl_absorpt_empirical_full_min 0.442
####################################################################### 
# 
# 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_CuI_Cl2Py_010GPa
_database_code_depnum_ccdc_archive 'CCDC 1919671'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2019-05-30 deposited with the CCDC.	2019-12-01 downloaded from the CCDC.
;
_audit_creation_date             2018-07-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H3 Cl2 Cu I N'
_chemical_formula_sum            'C5 H3 Cl2 Cu I N'
_chemical_formula_weight         338.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C5 H3 N1 Cl2 Cu1 I1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_diffrn_ambient_pressure         100000(40000)

_cell_length_a                   13.07(3)
_cell_length_b                   4.2314(11)
_cell_length_c                   15.086(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.19(5)
_cell_angle_gamma                90
_cell_volume                     832.1(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    382
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      23.0390
_cell_measurement_theta_min      2.6930
_shelx_estimated_absorpt_T_max   0.820
_shelx_estimated_absorpt_T_min   0.499
_exptl_absorpt_coefficient_mu    6.896
_exptl_absorpt_correction_T_max  0.461
_exptl_absorpt_correction_T_min  0.363
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.701
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             624
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 6 2 0.0563
2 0 -21 0.0118
0 -6 -2 0.0553
-2 0 21 0.0118
18 0 1 0.0150
-18 0 -1 0.0150

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.117
_exptl_crystal_size_mid          0.032
_exptl_crystal_size_min          0.03
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are: 
         range of dac transmission factors (min-max)      0.489     0.562
         range of gasket transmission (min-max)           0.900     1.000
         range of P media transmission (min-max)          1.000     1.000

 thickness of diamond anvil 1: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 1:  0.000 mm, mu =  0.0000 mm-1

 thickness of diamond anvil 2: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 2:  0.000 mm, mu =  0.0000 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness =  75.0 microns, radius =  80.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF 
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Non-absorbing pressure medium
;
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
-0.1691 5.9527 1.5576 -0.0031 0.3572 0.9340
1.6405 0.1291 -21.2798 0.0086 -0.9515 0.3076
0.2406 -5.9275 -2.4874 0.0035 -0.3978 -0.9175
-1.6405 -0.1291 21.2798 -0.0086 0.9515 -0.3076
18.3137 0.0330 0.5065 -1.0000 0.0000 0.0000
-18.3137 -0.0330 -0.5065 1.0000 0.0000 0.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0628
_diffrn_reflns_av_unetI/netI     0.0955
_diffrn_reflns_Laue_measured_fraction_full 0.388
_diffrn_reflns_Laue_measured_fraction_max 0.388
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -2
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            1111
_diffrn_reflns_point_group_measured_fraction_full 0.388
_diffrn_reflns_point_group_measured_fraction_max 0.388
_diffrn_reflns_theta_full        23.243
_diffrn_reflns_theta_max         23.243
_diffrn_reflns_theta_min         2.708
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1268
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.388
_diffrn_measured_fraction_theta_max 0.388
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -32.00  39.00   0.50   30.00    --   19.95   0.00   0.00  142
  2  ω     -6.00  25.00   0.50   30.00    --   19.95 -39.00  12.00   62
  3  ω    -27.00  17.00   0.50   30.00    --  -20.57  53.00 -17.00   88
  4  ω    -93.00 -27.00   0.50   30.00    --  -20.57 134.00 -57.00  132
;
_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      -0.0544750000
_diffrn_orient_matrix_UB_12      -0.0008628000
_diffrn_orient_matrix_UB_13      -0.0046091000
_diffrn_orient_matrix_UB_21      -0.0013288000
_diffrn_orient_matrix_UB_22      0.0482179000
_diffrn_orient_matrix_UB_23      0.0449026000
_diffrn_orient_matrix_UB_31      0.0000836000
_diffrn_orient_matrix_UB_32      0.1604365000
_diffrn_orient_matrix_UB_33      -0.0134760000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                318
_reflns_number_total             466
_reflns_odcompleteness_completeness 37.04
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     23.21
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.634
_refine_diff_density_min         -0.841
_refine_diff_density_rms         0.191
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.141
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     39
_refine_ls_number_reflns         466
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1092
_refine_ls_R_factor_gt           0.0670
_refine_ls_restrained_S_all      1.141
_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)+(0.0857P)²+8.9569P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1669
_refine_ls_wR_factor_ref         0.1900
_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), C5(H5)
2.b Fitted hexagon refined as free rotating group:
 C1(C2,C3,C4,C5,N1)
;
_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 0.4395(4) 0.9067(5) 0.36602(12) 0.033(3) Uani 1 1 d . . . . .
Cu1 Cu 0.5335(8) 0.4175(10) 0.3057(2) 0.041(7) Uani 1 1 d . . . . .
Cl2 Cl 0.9346(18) -0.082(2) 0.3218(6) 0.060(3) Uiso 1 1 d . . . . .
Cl1 Cl 0.8268(18) 0.6102(19) 0.5987(5) 0.053(3) Uiso 1 1 d . . . . .
C1 C 0.706(2) 0.498(4) 0.4521(11) 0.053(10) Uiso 1 1 d . . . . .
H1 H 0.656790 0.619030 0.478327 0.063 Uiso 1 1 calc R . . . .
C2 C 0.801(2) 0.448(4) 0.4964(9) 0.037(8) Uiso 1 1 d G . . . .
C3 C 0.874(2) 0.266(4) 0.4572(11) 0.037(8) Uiso 1 1 d G . . . .
H3 H 0.938208 0.232853 0.486876 0.044 Uiso 1 1 calc R . . . .
C4 C 0.852(2) 0.135(4) 0.3737(12) 0.033(8) Uiso 1 1 d G . . . .
C5 C 0.756(3) 0.185(4) 0.3293(9) 0.036(9) Uiso 1 1 d G . . . .
H5 H 0.740810 0.096519 0.273403 0.043 Uiso 1 1 calc R . . . .
N1 N 0.683(2) 0.366(4) 0.3685(11) 0.027(6) Uiso 1 1 d G . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
I1 0.036(11) 0.0291(13) 0.0354(11) -0.0034(9) 0.0028(19) 0.000(2)
Cu1 0.04(2) 0.041(3) 0.043(2) -0.0043(19) -0.007(4) -0.001(4)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Cu1 2.605(6) . ?
I1 Cu1 2.640(4) 2_655 ?
I1 Cu1 2.678(6) 1_565 ?
Cu1 Cu1 2.802(8) 2_655 ?
Cu1 Cu1 2.802(8) 2_645 ?
Cu1 N1 2.12(3) . ?
Cl2 C4 1.66(3) . ?
Cl1 C2 1.700(16) . ?
C1 C2 1.3900 . ?
C1 N1 1.3900 . ?
C2 C3 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?
C5 N1 1.3900 . ?

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 64.58(16) . 2_655 ?
Cu1 I1 Cu1 106.4(3) . 1_565 ?
Cu1 I1 Cu1 63.58(16) 2_655 1_565 ?
I1 Cu1 I1 117.2(2) . 2_645 ?
I1 Cu1 I1 106.4(3) . 1_545 ?
I1 Cu1 I1 114.65(19) 2_645 1_545 ?
I1 Cu1 Cu1 132.4(6) . 2_645 ?
I1 Cu1 Cu1 58.31(18) . 2_655 ?
I1 Cu1 Cu1 57.54(17) 1_545 2_645 ?
I1 Cu1 Cu1 58.87(16) 2_645 2_655 ?
I1 Cu1 Cu1 57.11(15) 2_645 2_645 ?
I1 Cu1 Cu1 133.0(6) 1_545 2_655 ?
Cu1 Cu1 Cu1 98.1(4) 2_645 2_655 ?
N1 Cu1 I1 101.3(6) . 1_545 ?
N1 Cu1 I1 111.6(5) . . ?
N1 Cu1 I1 104.6(6) . 2_645 ?
N1 Cu1 Cu1 115.4(6) . 2_645 ?
N1 Cu1 Cu1 125.7(7) . 2_655 ?
C2 C1 N1 120.0 . . ?
C1 C2 Cl1 119.0(16) . . ?
C1 C2 C3 120.0 . . ?
C3 C2 Cl1 120.9(16) . . ?
C4 C3 C2 120.0 . . ?
C3 C4 Cl2 123.0(15) . . ?
C5 C4 Cl2 117.0(15) . . ?
C5 C4 C3 120.0 . . ?
C4 C5 N1 120.0 . . ?
C1 N1 Cu1 119.5(10) . . ?
C5 N1 Cu1 120.3(10) . . ?
C5 N1 C1 120.0 . . ?

_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 1.938
_oxdiff_exptl_absorpt_empirical_full_min 0.441
####################################################################### 
# 
# 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_CuI_Cl2Py_442GPa
_database_code_depnum_ccdc_archive 'CCDC 1919672'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2019-05-30 deposited with the CCDC.	2019-12-01 downloaded from the CCDC.
;
_audit_creation_date             2018-07-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H3 Cl2 Cu I N'
_chemical_formula_sum            'C5 H3 Cl2 Cu I N'
_chemical_formula_weight         338.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C5 H3 N1 Cl2 Cu1 I1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_diffrn_ambient_pressure         4420000(40000)

_cell_length_a                   12.075(17)
_cell_length_b                   4.0659(5)
_cell_length_c                   13.973(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.98(3)
_cell_angle_gamma                90
_cell_volume                     685.6(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    290
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      22.9700
_cell_measurement_theta_min      2.9180
_shelx_estimated_absorpt_T_max   0.787
_shelx_estimated_absorpt_T_min   0.441
_exptl_absorpt_coefficient_mu    8.370
_exptl_absorpt_correction_T_max  0.444
_exptl_absorpt_correction_T_min  0.363
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    3.279
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             624
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.0118
-17 0 -1 0.0150
17 0 1 0.0150
0 -5 -1 0.0563
0 5 1 0.0563
0 0 -1 0.0118

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.117
_exptl_crystal_size_mid          0.032
_exptl_crystal_size_min          0.03
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are: 
         range of dac transmission factors (min-max)      0.493     0.562
         range of gasket transmission (min-max)           0.939     1.000
         range of P media transmission (min-max)          1.000     1.000

 thickness of diamond anvil 1: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 1:  0.000 mm, mu =  0.0000 mm-1

 thickness of diamond anvil 2: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 2:  0.000 mm, mu =  0.0000 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness =  75.0 microns, radius =  75.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF 
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Non-absorbing pressure medium
;
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 -0.0000 1.0000 0.0032 -0.0485 0.0147
-16.9933 -0.0524 -0.5366 -1.0000 0.0000 0.0000
16.9933 0.0524 0.5366 1.0000 0.0000 0.0000
0.0000 -5.0000 -1.0000 -0.0105 -0.2061 -0.8492
-0.0000 5.0000 1.0000 0.0105 0.2061 0.8492
-0.0000 0.0000 -1.0000 -0.0032 0.0485 -0.0147

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0442
_diffrn_reflns_av_unetI/netI     0.0585
_diffrn_reflns_Laue_measured_fraction_full 0.394
_diffrn_reflns_Laue_measured_fraction_max 0.394
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -3
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            812
_diffrn_reflns_point_group_measured_fraction_full 0.394
_diffrn_reflns_point_group_measured_fraction_max 0.394
_diffrn_reflns_theta_full        23.206
_diffrn_reflns_theta_max         23.206
_diffrn_reflns_theta_min         2.917
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2536
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.394
_diffrn_measured_fraction_theta_max 0.394
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00   9.00   0.50   75.00    --   20.03  13.00 176.00   70
  2  ω    -44.00  30.00   0.50   75.00    --  -20.65  13.00 176.00  148
  3  ω    -14.00  11.00   0.50   75.00    --  -20.65  13.00  -3.00   50
  4  ω    -63.00  -6.00   0.50   75.00    --  -20.65  97.00 143.00  114
;
_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      0.0587421000
_diffrn_orient_matrix_UB_12      0.0014704000
_diffrn_orient_matrix_UB_13      0.0031675000
_diffrn_orient_matrix_UB_21      0.0013751000
_diffrn_orient_matrix_UB_22      0.0509171000
_diffrn_orient_matrix_UB_23      -0.0485190000
_diffrn_orient_matrix_UB_31      -0.0009781000
_diffrn_orient_matrix_UB_32      0.1669016000
_diffrn_orient_matrix_UB_33      0.0146803000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                290
_reflns_number_total             387
_reflns_odcompleteness_completeness 37.16
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     23.21
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.168
_refine_diff_density_min         -1.148
_refine_diff_density_rms         0.312
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.294
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     34
_refine_ls_number_reflns         387
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0957
_refine_ls_R_factor_gt           0.0700
_refine_ls_restrained_S_all      1.294
_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)+(0.1476P)²+1.9357P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2294
_refine_ls_wR_factor_ref         0.2597
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uiso(N1) = Uiso(C1) = Uiso(C2) = Uiso(C3) = Uiso(C4) = Uiso(C5)
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C5(H5)
3.b Fitted hexagon refined as free rotating group:
 C1(C2,C3,C4,C5,N1)
;
_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 0.4259(4) 0.8935(5) 0.37546(12) 0.030(5) Uani 1 1 d . . . . .
Cu1 Cu 0.5270(9) 0.4031(9) 0.3061(2) 0.044(8) Uani 1 1 d . . . . .
Cl2 Cl 0.9466(17) -0.1507(18) 0.3225(5) 0.031(2) Uiso 1 1 d . . . . .
Cl1 Cl 0.8372(18) 0.6520(17) 0.6084(5) 0.033(2) Uiso 1 1 d . . . . .
C1 C 0.708(3) 0.526(4) 0.4547(12) 0.026(3) Uiso 1 1 d . . . . .
H1 H 0.657687 0.670384 0.481542 0.031 Uiso 1 1 calc R . . . .
C2 C 0.809(3) 0.465(5) 0.5013(11) 0.026(3) Uiso 1 1 d G . . . .
C3 C 0.884(3) 0.249(5) 0.4612(12) 0.026(3) Uiso 1 1 d G . . . .
H3 H 0.951992 0.208120 0.492422 0.031 Uiso 1 1 calc R . . . .
C4 C 0.858(3) 0.096(4) 0.3746(12) 0.026(3) Uiso 1 1 d G . . . .
C5 C 0.756(3) 0.158(4) 0.3280(10) 0.026(3) Uiso 1 1 d G . . . .
H5 H 0.738332 0.054843 0.270005 0.031 Uiso 1 1 calc R . . . .
N1 N 0.681(3) 0.373(4) 0.3681(11) 0.026(3) Uiso 1 1 d G . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
I1 0.036(14) 0.0290(16) 0.0242(15) -0.0021(7) 0.004(2) 0.0003(18)
Cu1 0.07(2) 0.029(3) 0.028(2) -0.0019(14) -0.003(4) 0.006(4)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Cu1 2.547(7) . ?
I1 Cu1 2.609(7) 1_565 ?
I1 Cu1 2.619(4) 2_655 ?
Cu1 Cu1 2.635(7) 2_655 ?
Cu1 Cu1 2.635(7) 2_645 ?
Cu1 N1 2.03(3) . ?
Cl2 C4 1.66(3) . ?
Cl1 C2 1.703(15) . ?
C1 C2 1.3900 . ?
C1 N1 1.3900 . ?
C2 C3 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?
C5 N1 1.3900 . ?

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 104.1(4) . 1_565 ?
Cu1 I1 Cu1 61.31(14) . 2_655 ?
Cu1 I1 Cu1 60.53(14) 1_565 2_655 ?
I1 Cu1 I1 104.1(4) . 1_545 ?
I1 Cu1 I1 120.23(18) . 2_645 ?
I1 Cu1 I1 117.92(17) 1_545 2_645 ?
I1 Cu1 Cu1 135.9(7) . 2_645 ?
I1 Cu1 Cu1 59.55(18) 2_645 2_655 ?
I1 Cu1 Cu1 136.4(7) 1_545 2_655 ?
I1 Cu1 Cu1 59.9(2) 1_545 2_645 ?
I1 Cu1 Cu1 58.01(18) 2_645 2_645 ?
I1 Cu1 Cu1 60.7(2) . 2_655 ?
Cu1 Cu1 Cu1 101.0(4) 2_645 2_655 ?
N1 Cu1 I1 109.2(6) . . ?
N1 Cu1 I1 103.1(6) . 1_545 ?
N1 Cu1 I1 100.7(7) . 2_645 ?
N1 Cu1 Cu1 114.3(7) . 2_645 ?
N1 Cu1 Cu1 120.3(8) . 2_655 ?
C2 C1 N1 120.0 . . ?
C1 C2 Cl1 118.4(15) . . ?
C1 C2 C3 120.0 . . ?
C3 C2 Cl1 121.6(15) . . ?
C2 C3 C4 120.0 . . ?
C3 C4 Cl2 121.4(15) . . ?
C5 C4 Cl2 118.6(14) . . ?
C5 C4 C3 120.0 . . ?
N1 C5 C4 120.0 . . ?
C1 N1 Cu1 121.7(10) . . ?
C5 N1 Cu1 117.8(10) . . ?
C5 N1 C1 120.0 . . ?

_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 2.223
_oxdiff_exptl_absorpt_empirical_full_min 0.522
####################################################################### 
# 
# 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_CuI_Cl2Py_620GPa
_database_code_depnum_ccdc_archive 'CCDC 1919674'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2019-05-30 deposited with the CCDC.	2019-12-01 downloaded from the CCDC.
;
_audit_creation_date             2018-07-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H3 Cl2 Cu I N'
_chemical_formula_sum            'C5 H3 Cl2 Cu I N'
_chemical_formula_weight         338.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C5 H3 N1 Cl2 Cu1 I1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_diffrn_ambient_pressure         6200000(40000)

_cell_length_a                   11.721(19)
_cell_length_b                   4.0722(8)
_cell_length_c                   13.588(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.10(4)
_cell_angle_gamma                90
_cell_volume                     646.9(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    282
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      23.1630
_cell_measurement_theta_min      3.3810
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    8.870
_exptl_absorpt_correction_T_max  0.437
_exptl_absorpt_correction_T_min  0.372
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    3.475
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             624
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.0118
0 0 -1 0.0118
0 -5 -2 0.0511
0 5 2 0.0511
16 0 0 0.0150
-16 0 0 0.0150

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.106
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.024
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are: 
         range of dac transmission factors (min-max)      0.498     0.563
         range of gasket transmission (min-max)           0.955     1.000
         range of P media transmission (min-max)          1.000     1.000

 thickness of diamond anvil 1: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 1:  0.000 mm, mu =  0.0000 mm-1

 thickness of diamond anvil 2: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 2:  0.000 mm, mu =  0.0000 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness =  75.0 microns, radius =  83.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF 
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Non-absorbing pressure medium
;
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
-0.0041 0.0002 1.0005 -0.0021 -0.0499 0.0152
0.0041 -0.0002 -1.0005 0.0021 0.0499 -0.0152
-0.0288 -5.0005 -1.9940 0.0155 0.3531 0.8011
0.0288 5.0005 1.9940 -0.0155 -0.3531 -0.8011
16.4360 0.0382 -0.4761 -1.0000 0.0000 0.0000
-16.4360 -0.0382 0.4761 1.0000 0.0000 0.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0683
_diffrn_reflns_av_unetI/netI     0.1019
_diffrn_reflns_Laue_measured_fraction_full 0.385
_diffrn_reflns_Laue_measured_fraction_max 0.385
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            825
_diffrn_reflns_point_group_measured_fraction_full 0.385
_diffrn_reflns_point_group_measured_fraction_max 0.385
_diffrn_reflns_theta_full        23.237
_diffrn_reflns_theta_max         23.237
_diffrn_reflns_theta_min         3.006
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2536
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.385
_diffrn_measured_fraction_theta_max 0.385
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -29.00  25.00   0.50  100.00    --   21.43   0.00   0.00  108
  2  ω    -24.00  30.00   0.50  100.00    --  -22.21   0.00   0.00  108
  3  ω    -27.00  -2.00   0.50  100.00    --  -22.21 -39.00-167.00   50
  4  ω    -51.00 -26.00   0.50  100.00    --  -22.21 134.00 123.00   50
  5  ω    -66.00  -6.00   0.50  100.00    --  -22.21  97.00 143.00  120
;
_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      -0.0609072000
_diffrn_orient_matrix_UB_12      -0.0017908000
_diffrn_orient_matrix_UB_13      -0.0023875000
_diffrn_orient_matrix_UB_21      -0.0013268000
_diffrn_orient_matrix_UB_22      -0.0507156000
_diffrn_orient_matrix_UB_23      -0.0498794000
_diffrn_orient_matrix_UB_31      0.0008278000
_diffrn_orient_matrix_UB_32      -0.1662882000
_diffrn_orient_matrix_UB_33      0.0152213000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                239
_reflns_number_total             360
_reflns_odcompleteness_completeness 36.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     23.21
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         2.205
_refine_diff_density_min         -2.011
_refine_diff_density_rms         0.563
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.534
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     34
_refine_ls_number_reflns         360
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2010
_refine_ls_R_factor_gt           0.1482
_refine_ls_restrained_S_all      1.534
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3652
_refine_ls_wR_factor_ref         0.4154
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uiso(C3) = Uiso(C2) = Uiso(C4) = Uiso(C5) = Uiso(N1) = Uiso(C1)
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C5(H5)
3.b Fitted hexagon refined as free rotating group:
 N1(C1,C2,C3,C4,C5)
;
_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 0.4131(9) 0.9652(10) 0.6203(2) 0.023(8) Uani 1 1 d . . . . .
Cu1 Cu 0.5268(18) 0.4806(17) 0.6888(5) 0.042(15) Uani 1 1 d . . . . .
Cl2 Cl 0.903(3) -0.355(4) 0.7376(8) 0.031(4) Uiso 1 1 d . . . . .
Cl1 Cl 0.870(4) 0.451(4) 0.4229(10) 0.034(5) Uiso 1 1 d . . . . .
N1 N 0.673(6) 0.312(8) 0.640(2) 0.027(6) Uiso 1 1 d . . . . .
C1 C 0.723(6) 0.438(7) 0.558(2) 0.027(6) Uiso 1 1 d G . . . .
H1 H 0.687082 0.605796 0.521140 0.032 Uiso 1 1 calc R . . . .
C2 C 0.827(6) 0.315(9) 0.531(2) 0.027(6) Uiso 1 1 d G . . . .
C3 C 0.881(5) 0.065(9) 0.586(2) 0.027(6) Uiso 1 1 d G . . . .
H3 H 0.951010 -0.017762 0.568463 0.032 Uiso 1 1 calc R . . . .
C4 C 0.832(6) -0.062(7) 0.668(2) 0.027(6) Uiso 1 1 d G . . . .
C5 C 0.728(6) 0.061(8) 0.6946(19) 0.027(6) Uiso 1 1 d G . . . .
H5 H 0.694300 -0.023622 0.749257 0.032 Uiso 1 1 calc R . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
I1 0.01(3) 0.025(3) 0.033(3) 0.0025(13) 0.007(4) 0.001(4)
Cu1 0.07(5) 0.020(5) 0.036(4) 0.003(3) 0.017(8) 0.021(7)

_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 2.522(13) . ?
I1 Cu1 2.621(13) 1_565 ?
I1 Cu1 2.639(8) 2_656 ?
Cu1 Cu1 2.730(14) 2_656 ?
Cu1 Cu1 2.730(14) 2_646 ?
Cu1 N1 2.01(6) . ?
Cl2 C4 1.70(4) . ?
Cl1 C2 1.68(4) . ?
N1 C1 1.3900 . ?
N1 C5 1.3900 . ?
C1 C2 1.3900 . ?
C2 C3 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?

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 104.7(7) . 1_565 ?
Cu1 I1 Cu1 63.8(3) . 2_656 ?
Cu1 I1 Cu1 62.5(3) 1_565 2_656 ?
I1 Cu1 I1 104.7(7) . 1_545 ?
I1 Cu1 I1 118.6(4) . 2_646 ?
I1 Cu1 I1 115.0(4) 1_545 2_646 ?
I1 Cu1 Cu1 132.0(13) . 2_646 ?
I1 Cu1 Cu1 58.4(3) 2_646 2_656 ?
I1 Cu1 Cu1 132.8(12) 1_545 2_656 ?
I1 Cu1 Cu1 59.0(4) 1_545 2_646 ?
I1 Cu1 Cu1 56.0(3) 2_646 2_646 ?
I1 Cu1 Cu1 60.2(4) . 2_656 ?
Cu1 Cu1 Cu1 96.4(7) 2_646 2_656 ?
N1 Cu1 I1 126.0(10) . . ?
N1 Cu1 I1 91.9(12) . 1_545 ?
N1 Cu1 I1 98.3(12) . 2_646 ?
N1 Cu1 Cu1 100.8(12) . 2_646 ?
N1 Cu1 Cu1 134.2(17) . 2_656 ?
C1 N1 Cu1 123.8(19) . . ?
C1 N1 C5 120.0 . . ?
C5 N1 Cu1 116.1(19) . . ?
C2 C1 N1 120.0 . . ?
C1 C2 Cl1 116(3) . . ?
C1 C2 C3 120.0 . . ?
C3 C2 Cl1 124(3) . . ?
C4 C3 C2 120.0 . . ?
C3 C4 Cl2 119(3) . . ?
C3 C4 C5 120.0 . . ?
C5 C4 Cl2 121(3) . . ?
C4 C5 N1 120.0 . . ?

_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 2.594
_oxdiff_exptl_absorpt_empirical_full_min 0.509
####################################################################### 
# 
# 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_CuI_Cl2Py_676GPa
_database_code_depnum_ccdc_archive 'CCDC 1919675'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2019-05-30 deposited with the CCDC.	2019-12-01 downloaded from the CCDC.
;
_audit_creation_date             2018-07-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H3 Cl2 Cu I N'
_chemical_formula_sum            'C5 H3 Cl2 Cu I N'
_chemical_formula_weight         338.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C5 H3 N1 Cl2 Cu1 I1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_diffrn_ambient_pressure         6760000(40000)

_cell_length_a                   11.64(3)
_cell_length_b                   4.0694(9)
_cell_length_c                   13.521(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.01(5)
_cell_angle_gamma                90
_cell_volume                     638.7(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    229
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      22.9600
_cell_measurement_theta_min      2.9840
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    8.984
_exptl_absorpt_correction_T_max  0.435
_exptl_absorpt_correction_T_min  0.379
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    3.519
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             624
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.0136
0 0 1 0.0136
0 -5 -1 0.0518
0 5 1 0.0518
-16 0 1 0.0150
16 0 -1 0.0150

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.105
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.027
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are: 
         range of dac transmission factors (min-max)      0.500     0.563
         range of gasket transmission (min-max)           0.956     1.000
         range of P media transmission (min-max)          1.000     1.000

 thickness of diamond anvil 1: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 1:  0.000 mm, mu =  0.0000 mm-1

 thickness of diamond anvil 2: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 2:  0.000 mm, mu =  0.0000 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness =  75.0 microns, radius =  84.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF 
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Non-absorbing pressure medium
;
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
0.0005 0.0000 -1.0002 -0.0021 -0.0502 0.0151
-0.0005 -0.0000 1.0002 0.0021 0.0502 -0.0151
0.0259 -4.9997 -0.9937 0.0044 0.1999 0.8495
-0.0259 4.9997 0.9937 -0.0044 -0.1999 -0.8495
-16.3419 -0.0064 0.5494 -1.0000 0.0000 0.0000
16.3419 0.0064 -0.5494 1.0000 0.0000 0.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0551
_diffrn_reflns_av_unetI/netI     0.0860
_diffrn_reflns_Laue_measured_fraction_full 0.380
_diffrn_reflns_Laue_measured_fraction_max 0.380
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            671
_diffrn_reflns_point_group_measured_fraction_full 0.380
_diffrn_reflns_point_group_measured_fraction_max 0.380
_diffrn_reflns_theta_full        23.145
_diffrn_reflns_theta_max         23.145
_diffrn_reflns_theta_min         3.021
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2536
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.380
_diffrn_measured_fraction_theta_max 0.380
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -20.00   5.00   0.50  120.00    --   20.50 -53.00-162.00   50
  2  ω     -7.00  42.00   0.50  120.00    --   20.50 -67.00-157.00   98
  3  ω    -34.00  30.00   0.50  120.00    --  -21.12   0.00   0.00  128
  4  ω    -61.00  -1.00   0.50  120.00    --  -21.12  81.00 151.00  120
;
_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      0.0612642000
_diffrn_orient_matrix_UB_12      -0.0009832000
_diffrn_orient_matrix_UB_13      0.0021279000
_diffrn_orient_matrix_UB_21      0.0017068000
_diffrn_orient_matrix_UB_22      -0.0499424000
_diffrn_orient_matrix_UB_23      0.0501914000
_diffrn_orient_matrix_UB_31      -0.0004408000
_diffrn_orient_matrix_UB_32      -0.1669280000
_diffrn_orient_matrix_UB_33      -0.0150561000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                232
_reflns_number_total             347
_reflns_odcompleteness_completeness 35.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     23.21
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.876
_refine_diff_density_min         -1.600
_refine_diff_density_rms         0.415
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     34
_refine_ls_number_reflns         347
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1389
_refine_ls_R_factor_gt           0.0981
_refine_ls_restrained_S_all      1.105
_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+67.8138P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2634
_refine_ls_wR_factor_ref         0.3102
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uiso(N1) = Uiso(C5) = Uiso(C4) = Uiso(C3) = Uiso(C2) = Uiso(C1)
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C5(H5)
3.b Fitted hexagon refined as free rotating group:
 N1(C1,C2,C3,C4,C5)
;
_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 0.4116(8) 0.9667(8) 0.6200(2) 0.028(6) Uani 1 1 d . . . . .
Cu1 Cu 0.5272(15) 0.4814(14) 0.6888(5) 0.047(12) Uani 1 1 d . . . . .
Cl2 Cl 0.904(3) -0.353(3) 0.7388(8) 0.031(4) Uiso 1 1 d . . . . .
Cl1 Cl 0.872(3) 0.456(3) 0.4237(9) 0.030(4) Uiso 1 1 d . . . . .
N1 N 0.681(5) 0.302(7) 0.640(2) 0.028(6) Uiso 1 1 d . . . . .
C1 C 0.729(5) 0.418(7) 0.5551(19) 0.028(6) Uiso 1 1 d G . . . .
H1 H 0.691244 0.579959 0.516691 0.034 Uiso 1 1 calc R . . . .
C2 C 0.833(5) 0.291(8) 0.5276(19) 0.028(6) Uiso 1 1 d G . . . .
C3 C 0.889(5) 0.048(8) 0.585(2) 0.028(6) Uiso 1 1 d G . . . .
H3 H 0.958703 -0.036765 0.566577 0.034 Uiso 1 1 calc R . . . .
C4 C 0.841(5) -0.067(7) 0.670(2) 0.028(6) Uiso 1 1 d G . . . .
C5 C 0.737(6) 0.060(7) 0.6972(19) 0.028(6) Uiso 1 1 d G . . . .
H5 H 0.705479 -0.017319 0.753898 0.034 Uiso 1 1 calc R . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
I1 0.031(19) 0.022(2) 0.034(2) 0.0023(13) 0.011(3) 0.003(3)
Cu1 0.09(4) 0.014(3) 0.039(4) 0.000(2) 0.013(7) 0.010(6)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Cu1 2.529(11) . ?
I1 Cu1 2.624(11) 1_565 ?
I1 Cu1 2.634(9) 2_656 ?
Cu1 Cu1 2.726(11) 2_656 ?
Cu1 Cu1 2.726(11) 2_646 ?
Cu1 N1 2.08(6) . ?
Cl2 C4 1.63(4) . ?
Cl1 C2 1.65(3) . ?
N1 C1 1.3900 . ?
N1 C5 1.3900 . ?
C1 C2 1.3900 . ?
C2 C3 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?

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 104.3(6) . 1_565 ?
Cu1 I1 Cu1 63.7(3) . 2_656 ?
Cu1 I1 Cu1 62.5(2) 1_565 2_656 ?
I1 Cu1 I1 104.3(6) . 1_545 ?
I1 Cu1 I1 118.6(3) . 2_646 ?
I1 Cu1 I1 115.2(3) 1_545 2_646 ?
I1 Cu1 Cu1 131.8(10) . 2_646 ?
I1 Cu1 Cu1 60.0(4) . 2_656 ?
I1 Cu1 Cu1 56.3(3) 2_646 2_646 ?
I1 Cu1 Cu1 132.5(10) 1_545 2_656 ?
I1 Cu1 Cu1 58.9(4) 1_545 2_646 ?
I1 Cu1 Cu1 58.6(3) 2_646 2_656 ?
Cu1 Cu1 Cu1 96.6(5) 2_646 2_656 ?
N1 Cu1 I1 97.1(11) . 2_646 ?
N1 Cu1 I1 127.1(9) . . ?
N1 Cu1 I1 92.2(11) . 1_545 ?
N1 Cu1 Cu1 100.0(10) . 2_646 ?
N1 Cu1 Cu1 134.0(15) . 2_656 ?
C1 N1 Cu1 123.1(17) . . ?
C1 N1 C5 120.0 . . ?
C5 N1 Cu1 116.9(17) . . ?
N1 C1 C2 120.0 . . ?
C1 C2 Cl1 112(3) . . ?
C3 C2 Cl1 128(3) . . ?
C3 C2 C1 120.0 . . ?
C4 C3 C2 120.0 . . ?
C3 C4 Cl2 122(3) . . ?
C3 C4 C5 120.0 . . ?
C5 C4 Cl2 118(3) . . ?
C4 C5 N1 120.0 . . ?

_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 2.313
_oxdiff_exptl_absorpt_empirical_full_min 0.537
####################################################################### 
# 
# 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_CuI_Cl2Py_343GPa
_database_code_depnum_ccdc_archive 'CCDC 1919673'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2019-05-30 deposited with the CCDC.	2019-12-01 downloaded from the CCDC.
;
_audit_creation_date             2018-07-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H3 Cl2 Cu I N'
_chemical_formula_sum            'C5 H3 Cl2 Cu I N'
_chemical_formula_weight         338.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C5 H3 N1 Cl2 Cu1 I1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_diffrn_ambient_pressure         3430000(40000)


_cell_length_a                   12.224(11)
_cell_length_b                   4.0771(4)
_cell_length_c                   14.1168(10)
_cell_angle_alpha                90
_cell_angle_beta                 92.280(16)
_cell_angle_gamma                90
_cell_volume                     703.0(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    386
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      23.1880
_cell_measurement_theta_min      3.2660
_shelx_estimated_absorpt_T_max   0.792
_shelx_estimated_absorpt_T_min   0.449
_exptl_absorpt_coefficient_mu    8.162
_exptl_absorpt_correction_T_max  0.448
_exptl_absorpt_correction_T_min  0.375
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    3.197
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             624
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.0118
0 0 1 0.0118
0 5 -1 0.0522
0 -5 1 0.0522
17 0 1 0.0150
-17 0 -1 0.0150

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.117
_exptl_crystal_size_mid          0.032
_exptl_crystal_size_min          0.03
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are: 
         range of dac transmission factors (min-max)      0.496     0.562
         range of gasket transmission (min-max)           0.931     1.000
         range of P media transmission (min-max)          1.000     1.000

 thickness of diamond anvil 1: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 1:  0.000 mm, mu =  0.0000 mm-1

 thickness of diamond anvil 2: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 2:  0.000 mm, mu =  0.0000 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness =  75.0 microns, radius =  75.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF 
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Non-absorbing pressure medium
;
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 -0.0000 -1.0000 0.0035 -0.0481 0.0142
0.0000 0.0000 1.0000 -0.0035 0.0481 -0.0142
-0.0000 5.0000 -1.0000 0.0071 0.1991 0.8475
0.0000 -5.0000 1.0000 -0.0071 -0.1991 -0.8475
17.1786 -0.0264 0.5857 -1.0000 0.0000 0.0000
-17.1786 0.0264 -0.5857 1.0000 0.0000 0.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0550
_diffrn_reflns_av_unetI/netI     0.0563
_diffrn_reflns_Laue_measured_fraction_full 0.388
_diffrn_reflns_Laue_measured_fraction_max 0.388
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            1120
_diffrn_reflns_point_group_measured_fraction_full 0.388
_diffrn_reflns_point_group_measured_fraction_max 0.388
_diffrn_reflns_theta_full        23.228
_diffrn_reflns_theta_max         23.228
_diffrn_reflns_theta_min         2.888
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2536
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.388
_diffrn_measured_fraction_theta_max 0.388
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -17.00  11.00   0.50   45.00    --   23.23 -26.00-172.00   56
  2  ω    -60.00  -5.00   0.50   45.00    --  -23.86  97.00 143.00  110
  3  ω    -34.00  38.00   0.50   45.00    --  -23.86 -13.00-176.00  144
  4  ω    -31.00   8.00   0.50   45.00    --  -23.86 -26.00   7.00   78
  5  ω    -27.00  -2.00   0.50   45.00    --  -23.86 -39.00  12.00   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      -0.0580915000
_diffrn_orient_matrix_UB_12      0.0007196000
_diffrn_orient_matrix_UB_13      -0.0034983000
_diffrn_orient_matrix_UB_21      -0.0015641000
_diffrn_orient_matrix_UB_22      0.0494470000
_diffrn_orient_matrix_UB_23      0.0481048000
_diffrn_orient_matrix_UB_31      0.0007411000
_diffrn_orient_matrix_UB_32      0.1666462000
_diffrn_orient_matrix_UB_33      -0.0142245000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                307
_reflns_number_total             393
_reflns_odcompleteness_completeness 36.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     23.21
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.029
_refine_diff_density_min         -1.143
_refine_diff_density_rms         0.289
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.278
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     39
_refine_ls_number_reflns         393
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0843
_refine_ls_R_factor_gt           0.0616
_refine_ls_restrained_S_all      1.278
_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)+(0.1143P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1812
_refine_ls_wR_factor_ref         0.2015
_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), C5(H5)
2.b Fitted hexagon refined as free rotating group:
 C1(C2,C3,C4,C5,N1)
;
_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 0.4276(4) 0.8967(3) 0.37418(9) 0.036(4) Uani 1 1 d . . . . .
Cu1 Cu 0.5295(8) 0.4062(7) 0.30578(19) 0.045(7) Uani 1 1 d . . . . .
Cl2 Cl 0.9473(14) -0.1405(14) 0.3227(4) 0.0261(18) Uiso 1 1 d . . . . .
Cl1 Cl 0.8349(16) 0.6430(13) 0.6078(4) 0.0304(19) Uiso 1 1 d . . . . .
C1 C 0.704(2) 0.520(3) 0.4556(8) 0.018(6) Uiso 1 1 d . . . . .
H1 H 0.653132 0.658323 0.482526 0.022 Uiso 1 1 calc R . . . .
C2 C 0.804(2) 0.461(4) 0.5024(8) 0.021(6) Uiso 1 1 d G . . . .
C3 C 0.880(2) 0.254(4) 0.4622(10) 0.024(6) Uiso 1 1 d G . . . .
H3 H 0.946902 0.214727 0.493519 0.029 Uiso 1 1 calc R . . . .
C4 C 0.855(2) 0.107(3) 0.3750(9) 0.024(7) Uiso 1 1 d G . . . .
C5 C 0.755(3) 0.167(3) 0.3282(8) 0.023(6) Uiso 1 1 d G . . . .
H5 H 0.738929 0.068314 0.269892 0.028 Uiso 1 1 calc R . . . .
N1 N 0.679(2) 0.373(3) 0.3685(8) 0.020(5) Uiso 1 1 d G . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
I1 0.066(12) 0.0213(13) 0.0216(11) -0.0019(6) 0.0042(16) 0.0007(15)
Cu1 0.08(2) 0.026(2) 0.0240(18) -0.0022(11) -0.003(3) 0.004(3)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Cu1 2.565(6) . ?
I1 Cu1 2.615(3) 2_655 ?
I1 Cu1 2.626(6) 1_565 ?
Cu1 Cu1 2.658(6) 2_645 ?
Cu1 Cu1 2.658(6) 2_655 ?
Cu1 N1 2.01(3) . ?
Cl2 C4 1.70(2) . ?
Cl1 C2 1.691(13) . ?
C1 C2 1.3900 . ?
C1 N1 1.3900 . ?
C2 C3 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?
C5 N1 1.3900 . ?

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 61.74(13) . 2_655 ?
Cu1 I1 Cu1 103.5(3) . 1_565 ?
Cu1 I1 Cu1 60.95(12) 2_655 1_565 ?
I1 Cu1 I1 119.78(15) . 2_645 ?
I1 Cu1 I1 103.5(3) . 1_545 ?
I1 Cu1 I1 117.52(15) 2_645 1_545 ?
I1 Cu1 Cu1 60.06(17) . 2_655 ?
I1 Cu1 Cu1 59.32(17) 1_545 2_645 ?
I1 Cu1 Cu1 58.20(14) 2_645 2_645 ?
I1 Cu1 Cu1 59.73(14) 2_645 2_655 ?
I1 Cu1 Cu1 134.7(6) 1_545 2_655 ?
I1 Cu1 Cu1 134.2(6) . 2_645 ?
Cu1 Cu1 Cu1 100.2(3) 2_655 2_645 ?
N1 Cu1 I1 102.2(6) . 2_645 ?
N1 Cu1 I1 109.6(4) . . ?
N1 Cu1 I1 102.9(4) . 1_545 ?
N1 Cu1 Cu1 115.5(5) . 2_645 ?
N1 Cu1 Cu1 122.3(7) . 2_655 ?
C2 C1 N1 120.0 . . ?
C1 C2 Cl1 120.2(12) . . ?
C3 C2 Cl1 119.8(12) . . ?
C3 C2 C1 120.0 . . ?
C2 C3 C4 120.0 . . ?
C3 C4 Cl2 121.3(12) . . ?
C5 C4 Cl2 118.7(12) . . ?
C5 C4 C3 120.0 . . ?
C4 C5 N1 120.0 . . ?
C1 N1 Cu1 121.4(8) . . ?
C5 N1 Cu1 118.2(8) . . ?
C5 N1 C1 120.0 . . ?

_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 2.475
_oxdiff_exptl_absorpt_empirical_full_min 0.517
####################################################################### 
# 
# 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_CuI_Cl2Py_556GPa
_database_code_depnum_ccdc_archive 'CCDC 1919676'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2019-05-30 deposited with the CCDC.	2019-12-01 downloaded from the CCDC.
;
_audit_creation_date             2018-07-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H3 Cl2 Cu I N'
_chemical_formula_sum            'C5 H3 Cl2 Cu I N'
_chemical_formula_weight         338.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C5 H3 N1 Cl2 Cu1 I1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_diffrn_ambient_pressure         5560000(40000)

_cell_length_a                   11.99(2)
_cell_length_b                   4.0399(7)
_cell_length_c                   13.802(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.70(4)
_cell_angle_gamma                90
_cell_volume                     668.1(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    377
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      22.8820
_cell_measurement_theta_min      3.3600
_shelx_estimated_absorpt_T_max   0.783
_shelx_estimated_absorpt_T_min   0.433
_exptl_absorpt_coefficient_mu    8.588
_exptl_absorpt_correction_T_max  0.442
_exptl_absorpt_correction_T_min  0.367
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark yellow'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    3.364
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             624
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.0118
0 0 1 0.0118
0 1 0 0.0527
0 -1 0 0.0527
17 0 0 0.0150
-17 0 0 0.0150

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.117
_exptl_crystal_size_mid          0.032
_exptl_crystal_size_min          0.03
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are: 
         range of dac transmission factors (min-max)      0.498     0.563
         range of gasket transmission (min-max)           0.946     1.000
         range of P media transmission (min-max)          1.000     1.000

 thickness of diamond anvil 1: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 1:  0.000 mm, mu =  0.0000 mm-1

 thickness of diamond anvil 2: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 2:  0.000 mm, mu =  0.0000 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness =  75.0 microns, radius =  80.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF 
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Non-absorbing pressure medium
;
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
-0.0012 0.0002 -1.0003 0.0027 -0.0489 0.0155
0.0012 -0.0002 1.0003 -0.0027 0.0489 -0.0155
-0.0067 0.9993 0.0010 -0.0039 0.0526 0.1672
0.0067 -0.9993 -0.0010 0.0039 -0.0526 -0.1672
16.8372 0.1293 0.4328 -1.0000 0.0000 0.0000
-16.8372 -0.1293 -0.4328 1.0000 0.0000 0.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0819
_diffrn_reflns_av_unetI/netI     0.0962
_diffrn_reflns_Laue_measured_fraction_full 0.391
_diffrn_reflns_Laue_measured_fraction_max 0.391
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -2
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            946
_diffrn_reflns_point_group_measured_fraction_full 0.391
_diffrn_reflns_point_group_measured_fraction_max 0.391
_diffrn_reflns_theta_full        23.168
_diffrn_reflns_theta_max         23.168
_diffrn_reflns_theta_min         2.953
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1268
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.391
_diffrn_measured_fraction_theta_max 0.391
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     17.00  47.00   0.50   75.00    --   23.70-114.00-135.00   60
  2  ω     34.00  67.00   0.50   75.00    --   23.70 -97.00  35.00   66
  3  ω    -28.00  44.00   0.50   75.00    --   23.70 -13.00   3.00  144
  4  ω    -68.00 -22.00   0.50   75.00    --  -24.32 134.00 -57.00   92
  5  ω    -27.00  30.00   0.50   75.00    --  -24.32  13.00  -3.00  114
  6  ω    -43.00   0.00   0.50   75.00    --  -24.32  67.00 -23.00   86
;
_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      -0.0592916000
_diffrn_orient_matrix_UB_12      -0.0042906000
_diffrn_orient_matrix_UB_13      -0.0026309000
_diffrn_orient_matrix_UB_21      -0.0016610000
_diffrn_orient_matrix_UB_22      0.0526271000
_diffrn_orient_matrix_UB_23      0.0488886000
_diffrn_orient_matrix_UB_31      -0.0008880000
_diffrn_orient_matrix_UB_32      0.1673118000
_diffrn_orient_matrix_UB_33      -0.0154514000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                256
_reflns_number_total             371
_reflns_odcompleteness_completeness 36.48
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     23.21
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.727
_refine_diff_density_min         -1.711
_refine_diff_density_rms         0.428
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     34
_refine_ls_number_reflns         371
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1446
_refine_ls_R_factor_gt           0.0966
_refine_ls_restrained_S_all      1.101
_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)+(0.1694P)²+43.4854P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2365
_refine_ls_wR_factor_ref         0.2977
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uiso(N1) = Uiso(C5) = Uiso(C4) = Uiso(C3) = Uiso(C2) = Uiso(C1)
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C5(H5)
3.b Fitted hexagon refined as free rotating group:
 C1(C2,C3,C4,C5,N1)
;
_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 0.4236(7) 0.8892(7) 0.37670(17) 0.067(6) Uani 1 1 d . . . . .
Cu1 Cu 0.5256(13) 0.4000(14) 0.3057(3) 0.080(11) Uani 1 1 d . . . . .
Cl2 Cl 0.952(3) -0.160(3) 0.3229(7) 0.027(3) Uiso 1 1 d . . . . .
Cl1 Cl 0.835(3) 0.659(3) 0.6098(7) 0.027(3) Uiso 1 1 d . . . . .
C1 C 0.707(4) 0.535(6) 0.4545(15) 0.019(4) Uiso 1 1 d . . . . .
H1 H 0.656309 0.679517 0.481449 0.023 Uiso 1 1 calc R . . . .
C2 C 0.809(4) 0.475(6) 0.5015(15) 0.019(4) Uiso 1 1 d G . . . .
C3 C 0.885(4) 0.259(7) 0.4612(17) 0.019(4) Uiso 1 1 d G . . . .
H3 H 0.953582 0.219294 0.492685 0.023 Uiso 1 1 calc R . . . .
C4 C 0.859(4) 0.102(6) 0.3739(17) 0.019(4) Uiso 1 1 d G . . . .
C5 C 0.757(4) 0.161(6) 0.3269(14) 0.019(4) Uiso 1 1 d G . . . .
H5 H 0.739150 0.055881 0.268484 0.023 Uiso 1 1 calc R . . . .
N1 N 0.681(4) 0.378(6) 0.3672(15) 0.019(4) Uiso 1 1 d G . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
I1 0.167(18) 0.0156(19) 0.0195(18) -0.0026(11) 0.009(3) 0.004(3)
Cu1 0.20(3) 0.014(3) 0.023(3) -0.004(2) -0.001(6) 0.002(6)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Cu1 2.537(10) . ?
I1 Cu1 2.605(10) 1_565 ?
I1 Cu1 2.609(7) 2_655 ?
Cu1 Cu1 2.602(9) 2_655 ?
Cu1 Cu1 2.602(9) 2_645 ?
Cu1 N1 2.02(4) . ?
Cl2 C4 1.71(4) . ?
Cl1 C2 1.69(2) . ?
C1 C2 1.3900 . ?
C1 N1 1.3900 . ?
C2 C3 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?
C5 N1 1.3900 . ?

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 103.6(5) . 1_565 ?
Cu1 I1 Cu1 60.7(2) . 2_655 ?
Cu1 I1 Cu1 59.9(2) 1_565 2_655 ?
I1 Cu1 I1 121.0(3) . 2_645 ?
I1 Cu1 I1 103.6(5) . 1_545 ?
I1 Cu1 I1 118.4(3) 1_545 2_645 ?
I1 Cu1 Cu1 136.5(10) . 2_645 ?
I1 Cu1 Cu1 61.0(3) . 2_655 ?
Cu1 Cu1 I1 58.3(3) 2_645 2_645 ?
Cu1 Cu1 I1 60.1(3) 2_645 1_545 ?
Cu1 Cu1 I1 60.0(3) 2_655 2_645 ?
Cu1 Cu1 I1 137.1(10) 2_655 1_545 ?
Cu1 Cu1 Cu1 101.9(5) 2_645 2_655 ?
N1 Cu1 I1 104.1(8) . 1_545 ?
N1 Cu1 I1 108.7(8) . . ?
N1 Cu1 I1 99.5(10) . 2_645 ?
N1 Cu1 Cu1 114.3(10) . 2_645 ?
N1 Cu1 Cu1 118.7(11) . 2_655 ?
C2 C1 N1 120.0 . . ?
C1 C2 Cl1 118(2) . . ?
C3 C2 Cl1 122(2) . . ?
C3 C2 C1 120.0 . . ?
C2 C3 C4 120.0 . . ?
C3 C4 Cl2 120.4(19) . . ?
C5 C4 Cl2 119.6(19) . . ?
C5 C4 C3 120.0 . . ?
N1 C5 C4 120.0 . . ?
C1 N1 Cu1 121.6(14) . . ?
C5 N1 Cu1 117.7(14) . . ?
C5 N1 C1 120.0 . . ?

_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 2.306
_oxdiff_exptl_absorpt_empirical_full_min 0.335
####################################################################### 
# 
# 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_CuI_Cl2Py_723GPa
_database_code_depnum_ccdc_archive 'CCDC 1919677'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2019-05-30 deposited with the CCDC.	2019-12-01 downloaded from the CCDC.
;
_audit_creation_date             2018-07-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H3 Cl2 Cu I N'
_chemical_formula_sum            'C5 H3 Cl2 Cu I N'
_chemical_formula_weight         338.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C5 H3 N1 Cl2 Cu1 I1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_diffrn_ambient_pressure         7230000(40000)

_cell_length_a                   11.52(3)
_cell_length_b                   4.0866(10)
_cell_length_c                   13.525(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.38(6)
_cell_angle_gamma                90
_cell_volume                     634.9(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    239
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      23.0440
_cell_measurement_theta_min      3.0170
_shelx_estimated_absorpt_T_max   0.812
_shelx_estimated_absorpt_T_min   0.459
_exptl_absorpt_coefficient_mu    9.038
_exptl_absorpt_correction_T_max  0.435
_exptl_absorpt_correction_T_min  0.370
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    3.541
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             624
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.0118
0 0 1 0.0118
0 -5 1 0.0497
0 5 -1 0.0497
-16 0 0 0.0150
16 0 0 0.0150

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.102
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.024
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are: 
         range of dac transmission factors (min-max)      0.498     0.562
         range of gasket transmission (min-max)           0.954     1.000
         range of P media transmission (min-max)          1.000     1.000

 thickness of diamond anvil 1: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 1:  0.000 mm, mu =  0.0000 mm-1

 thickness of diamond anvil 2: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 2:  0.000 mm, mu =  0.0000 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness =  75.0 microns, radius =  85.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF 
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Non-absorbing pressure medium
;
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
0.0025 0.0003 -1.0000 -0.0024 -0.0502 0.0153
-0.0025 -0.0003 1.0000 0.0024 0.0502 -0.0153
0.0311 -5.0010 0.9978 0.0144 0.3041 0.8169
-0.0311 5.0010 -0.9978 -0.0144 -0.3041 -0.8169
-16.2586 0.0326 0.4823 -1.0000 0.0000 0.0000
16.2586 -0.0326 -0.4823 1.0000 0.0000 0.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0514
_diffrn_reflns_av_unetI/netI     0.0925
_diffrn_reflns_Laue_measured_fraction_full 0.391
_diffrn_reflns_Laue_measured_fraction_max 0.391
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            706
_diffrn_reflns_point_group_measured_fraction_full 0.391
_diffrn_reflns_point_group_measured_fraction_max 0.391
_diffrn_reflns_theta_full        23.193
_diffrn_reflns_theta_max         23.193
_diffrn_reflns_theta_min         3.021
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2536
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.391
_diffrn_measured_fraction_theta_max 0.391
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -28.00  14.00   0.50  140.00    --   20.18   0.00   0.00   84
  2  ω    -54.00 -27.00   0.50  140.00    --  -20.81 134.00 123.00   54
  3  ω    -66.00  -6.00   0.50  140.00    --  -20.81  97.00 143.00  120
  4  ω    -39.00  28.00   0.50  140.00    --  -20.81   0.00   0.00  134
;
_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      0.0615784000
_diffrn_orient_matrix_UB_12      -0.0019767000
_diffrn_orient_matrix_UB_13      0.0025806000
_diffrn_orient_matrix_UB_21      0.0013879000
_diffrn_orient_matrix_UB_22      -0.0507824000
_diffrn_orient_matrix_UB_23      0.0502228000
_diffrn_orient_matrix_UB_31      -0.0007896000
_diffrn_orient_matrix_UB_32      -0.1664194000
_diffrn_orient_matrix_UB_33      -0.0153716000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                254
_reflns_number_total             356
_reflns_odcompleteness_completeness 37.43
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     23.21
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.263
_refine_diff_density_min         -1.128
_refine_diff_density_rms         0.304
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     34
_refine_ls_number_reflns         356
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1274
_refine_ls_R_factor_gt           0.0923
_refine_ls_restrained_S_all      1.102
_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)+(0.1200P)²+50.2280P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2294
_refine_ls_wR_factor_ref         0.2584
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uiso(N1) = Uiso(C5) = Uiso(C4) = Uiso(C3) = Uiso(C2) = Uiso(C1)
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C5(H5)
3.b Fitted hexagon refined as free rotating group:
 N1(C1,C2,C3,C4,C5)
;
_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 0.4111(6) 0.9683(6) 0.61968(18) 0.034(5) Uani 1 1 d . . . . .
Cu1 Cu 0.5279(12) 0.4829(12) 0.6887(3) 0.048(9) Uani 1 1 d . . . . .
Cl2 Cl 0.905(2) -0.356(3) 0.7394(6) 0.026(3) Uiso 1 1 d . . . . .
Cl1 Cl 0.872(3) 0.453(3) 0.4231(7) 0.029(3) Uiso 1 1 d . . . . .
N1 N 0.678(4) 0.307(6) 0.6403(18) 0.030(5) Uiso 1 1 d . . . . .
C1 C 0.726(5) 0.422(6) 0.5555(16) 0.030(5) Uiso 1 1 d G . . . .
H1 H 0.687618 0.584305 0.517291 0.036 Uiso 1 1 calc R . . . .
C2 C 0.830(5) 0.295(7) 0.5278(16) 0.030(5) Uiso 1 1 d G . . . .
C3 C 0.888(4) 0.053(7) 0.585(2) 0.030(5) Uiso 1 1 d G . . . .
H3 H 0.957499 -0.032586 0.566311 0.036 Uiso 1 1 calc R . . . .
C4 C 0.840(4) -0.062(6) 0.6697(18) 0.030(5) Uiso 1 1 d G . . . .
C5 C 0.735(5) 0.065(6) 0.6974(15) 0.030(5) Uiso 1 1 d G . . . .
H5 H 0.703688 -0.012053 0.754176 0.036 Uiso 1 1 calc R . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
I1 0.052(16) 0.0203(17) 0.0303(18) 0.0018(10) 0.003(2) -0.002(3)
Cu1 0.09(3) 0.019(3) 0.032(3) 0.000(2) 0.008(5) 0.003(5)

_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 2.534(9) . ?
I1 Cu1 2.629(9) 1_565 ?
I1 Cu1 2.633(7) 2_656 ?
Cu1 Cu1 2.738(9) 2_656 ?
Cu1 Cu1 2.738(9) 2_646 ?
Cu1 N1 2.03(5) . ?
Cl2 C4 1.67(3) . ?
Cl1 C2 1.66(3) . ?
N1 C1 1.3900 . ?
N1 C5 1.3900 . ?
C1 C2 1.3900 . ?
C2 C3 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?

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 104.6(5) . 1_565 ?
Cu1 I1 Cu1 64.0(2) . 2_656 ?
Cu1 I1 Cu1 62.7(2) 1_565 2_656 ?
I1 Cu1 I1 104.6(5) . 1_545 ?
I1 Cu1 I1 118.3(3) . 2_646 ?
I1 Cu1 I1 115.0(3) 1_545 2_646 ?
I1 Cu1 Cu1 131.7(8) . 2_646 ?
I1 Cu1 Cu1 59.8(3) . 2_656 ?
I1 Cu1 Cu1 56.3(2) 2_646 2_646 ?
I1 Cu1 Cu1 132.4(8) 1_545 2_656 ?
I1 Cu1 Cu1 58.7(3) 1_545 2_646 ?
I1 Cu1 Cu1 58.6(2) 2_646 2_656 ?
Cu1 Cu1 Cu1 96.5(4) 2_646 2_656 ?
N1 Cu1 I1 98.0(9) . 2_646 ?
N1 Cu1 I1 126.9(8) . . ?
N1 Cu1 I1 91.6(9) . 1_545 ?
N1 Cu1 Cu1 100.2(8) . 2_646 ?
N1 Cu1 Cu1 134.8(12) . 2_656 ?
C1 N1 Cu1 123.1(15) . . ?
C1 N1 C5 120.0 . . ?
C5 N1 Cu1 116.9(15) . . ?
C2 C1 N1 120.0 . . ?
C1 C2 Cl1 113(2) . . ?
C1 C2 C3 120.0 . . ?
C3 C2 Cl1 127(2) . . ?
C2 C3 C4 120.0 . . ?
C3 C4 Cl2 122(2) . . ?
C5 C4 Cl2 118(2) . . ?
C5 C4 C3 120.0 . . ?
C4 C5 N1 120.0 . . ?

_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 1.659
_oxdiff_exptl_absorpt_empirical_full_min 0.622
####################################################################### 
# 
# 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_CuI_Cl2Py_510GPa
_database_code_depnum_ccdc_archive 'CCDC 1919680'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2019-05-30 deposited with the CCDC.	2019-12-01 downloaded from the CCDC.
;
_audit_creation_date             2018-07-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H3 Cl2 Cu I N'
_chemical_formula_sum            'C5 H3 Cl2 Cu I N'
_chemical_formula_weight         338.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C5 H3 N1 Cl2 Cu1 I1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_diffrn_ambient_pressure         5100000(40000)

_cell_length_a                   11.976(16)
_cell_length_b                   4.0592(5)
_cell_length_c                   13.8941(17)
_cell_angle_alpha                90
_cell_angle_beta                 91.73(2)
_cell_angle_gamma                90
_cell_volume                     675.1(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    269
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      23.1690
_cell_measurement_theta_min      2.9250
_shelx_estimated_absorpt_T_max   0.785
_shelx_estimated_absorpt_T_min   0.436
_exptl_absorpt_coefficient_mu    8.499
_exptl_absorpt_correction_T_max  0.442
_exptl_absorpt_correction_T_min  0.375
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark yellow'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    3.329
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             624
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.0118
0 0 1 0.0118
0 1 0 0.0509
0 -1 0 0.0509
17 0 1 0.0150
-17 0 -1 0.0150

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.117
_exptl_crystal_size_mid          0.032
_exptl_crystal_size_min          0.03
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are: 
         range of dac transmission factors (min-max)      0.498     0.563
         range of gasket transmission (min-max)           0.941     1.000
         range of P media transmission (min-max)          1.000     1.000

 thickness of diamond anvil 1: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 1:  0.000 mm, mu =  0.0000 mm-1

 thickness of diamond anvil 2: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 2:  0.000 mm, mu =  0.0000 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness =  75.0 microns, radius =  80.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF 
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Non-absorbing pressure medium
;
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
-0.0026 -0.0001 -1.0003 0.0030 -0.0489 0.0147
0.0026 0.0001 1.0003 -0.0030 0.0489 -0.0147
-0.0118 0.9997 0.0018 0.0012 0.0506 0.1676
0.0118 -0.9997 -0.0018 -0.0012 -0.0506 -0.1676
16.9148 -0.0152 0.5028 -1.0000 0.0000 0.0000
-16.9148 0.0152 -0.5028 1.0000 0.0000 0.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0591
_diffrn_reflns_av_unetI/netI     0.0751
_diffrn_reflns_Laue_measured_fraction_full 0.388
_diffrn_reflns_Laue_measured_fraction_max 0.388
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -2
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            744
_diffrn_reflns_point_group_measured_fraction_full 0.388
_diffrn_reflns_point_group_measured_fraction_max 0.388
_diffrn_reflns_theta_full        23.206
_diffrn_reflns_theta_max         23.206
_diffrn_reflns_theta_min         2.933
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2536
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.388
_diffrn_measured_fraction_theta_max 0.388
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -21.00  16.00   0.50   75.00    --   20.03   0.00   0.00   74
  2  ω    -65.00  -6.00   0.50   75.00    --  -20.65  97.00 143.00  118
  3  ω    -51.00  17.00   0.50   75.00    --  -20.65  39.00 -12.00  136
;
_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      -0.0590337000
_diffrn_orient_matrix_UB_12      0.0004940000
_diffrn_orient_matrix_UB_13      -0.0028809000
_diffrn_orient_matrix_UB_21      -0.0014073000
_diffrn_orient_matrix_UB_22      0.0505151000
_diffrn_orient_matrix_UB_23      0.0488730000
_diffrn_orient_matrix_UB_31      0.0005879000
_diffrn_orient_matrix_UB_32      0.1677232000
_diffrn_orient_matrix_UB_33      -0.0147150000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                286
_reflns_number_total             376
_reflns_odcompleteness_completeness 37.13
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     23.21
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.527
_refine_diff_density_min         -1.125
_refine_diff_density_rms         0.322
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.166
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     34
_refine_ls_number_reflns         376
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1029
_refine_ls_R_factor_gt           0.0766
_refine_ls_restrained_S_all      1.166
_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)+(0.1411P)²+2.4006P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2158
_refine_ls_wR_factor_ref         0.2441
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uiso(N1) = Uiso(C1) = Uiso(C2) = Uiso(C3) = Uiso(C4) = Uiso(C5)
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C5(H5)
3.b Fitted hexagon refined as free rotating group:
 C1(C2,C3,C4,C5,N1)
;
_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 0.4248(4) 0.8909(5) 0.37632(13) 0.027(4) Uani 1 1 d . . . . .
Cu1 Cu 0.5265(9) 0.4010(9) 0.3060(3) 0.039(7) Uani 1 1 d . . . . .
Cl2 Cl 0.9488(17) -0.1569(17) 0.3224(5) 0.029(2) Uiso 1 1 d . . . . .
Cl1 Cl 0.8395(19) 0.6556(18) 0.6095(5) 0.031(2) Uiso 1 1 d . . . . .
C1 C 0.705(3) 0.533(4) 0.4531(12) 0.022(3) Uiso 1 1 d . . . . .
H1 H 0.654544 0.678816 0.479674 0.027 Uiso 1 1 calc R . . . .
C2 C 0.808(3) 0.478(5) 0.4991(11) 0.022(3) Uiso 1 1 d G . . . .
C3 C 0.884(3) 0.261(5) 0.4594(12) 0.022(3) Uiso 1 1 d G . . . .
H3 H 0.952748 0.224393 0.490146 0.027 Uiso 1 1 calc R . . . .
C4 C 0.856(3) 0.099(4) 0.3738(12) 0.022(3) Uiso 1 1 d G . . . .
C5 C 0.753(3) 0.154(4) 0.3278(10) 0.022(3) Uiso 1 1 d G . . . .
H5 H 0.735133 0.045661 0.270565 0.027 Uiso 1 1 calc R . . . .
N1 N 0.678(3) 0.371(4) 0.3675(11) 0.022(3) Uiso 1 1 d G . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
I1 0.028(14) 0.0258(15) 0.0270(15) -0.0020(8) 0.005(2) -0.0007(18)
Cu1 0.06(2) 0.028(3) 0.028(2) -0.0029(14) -0.002(4) -0.004(4)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Cu1 2.542(7) . ?
I1 Cu1 2.607(7) 1_565 ?
I1 Cu1 2.617(5) 2_655 ?
Cu1 Cu1 2.624(7) 2_645 ?
Cu1 Cu1 2.624(7) 2_655 ?
Cu1 N1 1.98(3) . ?
Cl2 C4 1.69(3) . ?
Cl1 C2 1.726(15) . ?
C1 C2 1.3900 . ?
C1 N1 1.3900 . ?
C2 C3 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?
C5 N1 1.3900 . ?

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 104.0(3) . 1_565 ?
Cu1 I1 Cu1 61.11(15) . 2_655 ?
Cu1 I1 Cu1 60.29(15) 1_565 2_655 ?
I1 Cu1 I1 104.0(3) . 1_545 ?
I1 Cu1 I1 120.51(19) . 2_645 ?
I1 Cu1 I1 118.07(18) 1_545 2_645 ?
I1 Cu1 Cu1 60.8(2) . 2_655 ?
I1 Cu1 Cu1 136.3(7) . 2_645 ?
I1 Cu1 Cu1 59.67(18) 2_645 2_655 ?
I1 Cu1 Cu1 60.0(2) 1_545 2_645 ?
I1 Cu1 Cu1 136.8(7) 1_545 2_655 ?
I1 Cu1 Cu1 58.04(18) 2_645 2_645 ?
Cu1 Cu1 Cu1 101.4(4) 2_655 2_645 ?
N1 Cu1 I1 100.9(7) . 2_645 ?
N1 Cu1 I1 108.9(5) . . ?
N1 Cu1 I1 102.8(6) . 1_545 ?
N1 Cu1 Cu1 120.3(8) . 2_655 ?
N1 Cu1 Cu1 114.2(7) . 2_645 ?
C2 C1 N1 120.0 . . ?
C1 C2 Cl1 120.5(15) . . ?
C1 C2 C3 120.0 . . ?
C3 C2 Cl1 119.3(15) . . ?
C4 C3 C2 120.0 . . ?
C3 C4 Cl2 120.8(14) . . ?
C5 C4 Cl2 119.2(14) . . ?
C5 C4 C3 120.0 . . ?
C4 C5 N1 120.0 . . ?
C1 N1 Cu1 121.9(10) . . ?
C5 N1 Cu1 117.7(10) . . ?
C5 N1 C1 120.0 . . ?

_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 1.899
_oxdiff_exptl_absorpt_empirical_full_min 0.480
####################################################################### 
# 
# 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_CuI_Cl2Py_805GPa
_database_code_depnum_ccdc_archive 'CCDC 1919678'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2019-05-30 deposited with the CCDC.	2019-12-01 downloaded from the CCDC.
;
_audit_creation_date             2018-07-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H3 Cl2 Cu I N'
_chemical_formula_sum            'C5 H3 Cl2 Cu I N'
_chemical_formula_weight         338.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C5 H3 N1 Cl2 Cu1 I1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_diffrn_ambient_pressure         8050000(40000)

_cell_length_a                   11.442(19)
_cell_length_b                   4.0748(6)
_cell_length_c                   13.461(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.49(3)
_cell_angle_gamma                90
_cell_volume                     625.7(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    294
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      22.3210
_cell_measurement_theta_min      3.0290
_shelx_estimated_absorpt_T_max   0.810
_shelx_estimated_absorpt_T_min   0.455
_exptl_absorpt_coefficient_mu    9.171
_exptl_absorpt_correction_T_max  0.432
_exptl_absorpt_correction_T_min  0.376
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    3.593
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             624
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.0136
0 0 -1 0.0136
0 -5 1 0.0504
0 5 -1 0.0504
16 0 -1 0.0150
-16 0 1 0.0150

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.102
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.024
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are: 
         range of dac transmission factors (min-max)      0.501     0.563
         range of gasket transmission (min-max)           0.966     1.000
         range of P media transmission (min-max)          1.000     1.000

 thickness of diamond anvil 1: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 1:  0.000 mm, mu =  0.0000 mm-1

 thickness of diamond anvil 2: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 2:  0.000 mm, mu =  0.0000 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness =  75.0 microns, radius =  85.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF 
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Non-absorbing pressure medium
;
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 -0.0000 1.0000 -0.0028 -0.0505 0.0157
-0.0000 0.0000 -1.0000 0.0028 0.0505 -0.0157
0.0000 -5.0000 1.0000 -0.0204 0.2086 0.8474
-0.0000 5.0000 -1.0000 0.0204 -0.2086 -0.8474
16.1447 -0.1275 -0.5015 -1.0000 0.0000 0.0000
-16.1447 0.1275 0.5015 1.0000 0.0000 0.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_unetI/netI     0.0613
_diffrn_reflns_Laue_measured_fraction_full 0.402
_diffrn_reflns_Laue_measured_fraction_max 0.402
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            822
_diffrn_reflns_point_group_measured_fraction_full 0.402
_diffrn_reflns_point_group_measured_fraction_max 0.402
_diffrn_reflns_theta_full        23.133
_diffrn_reflns_theta_max         23.133
_diffrn_reflns_theta_min         3.036
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2536
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.402
_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    -16.00  23.00   0.50  150.00    --   21.82 -39.00-167.00   78
  2  ω     -9.00  19.00   0.50  150.00    --   21.82 -39.00  12.00   56
  3  ω     50.00  77.00   0.50  150.00    --   21.82-134.00  57.00   54
  4  ω    -27.00  18.00   0.50  150.00    --  -22.53 -39.00-167.00   90
  5  ω    -34.00  -6.00   0.50  150.00    --  -22.53  97.00 -35.00   56
  6  ω      0.00  28.00   0.50  150.00    --  -22.53   0.00   0.00   56
  7  ω    -22.00   6.00   0.50  150.00    --  -22.53 -53.00  17.00   56
;
_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      -0.0619977000
_diffrn_orient_matrix_UB_12      0.0035204000
_diffrn_orient_matrix_UB_13      -0.0027557000
_diffrn_orient_matrix_UB_21      -0.0019766000
_diffrn_orient_matrix_UB_22      -0.0518037000
_diffrn_orient_matrix_UB_23      -0.0504684000
_diffrn_orient_matrix_UB_31      -0.0008263000
_diffrn_orient_matrix_UB_32      -0.1663541000
_diffrn_orient_matrix_UB_33      0.0156781000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                276
_reflns_number_total             361
_reflns_odcompleteness_completeness 37.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     23.21
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.802
_refine_diff_density_min         -1.267
_refine_diff_density_rms         0.404
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.187
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     34
_refine_ls_number_reflns         361
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1340
_refine_ls_R_factor_gt           0.1099
_refine_ls_restrained_S_all      1.187
_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)+(0.1374P)²+73.7169P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2711
_refine_ls_wR_factor_ref         0.2955
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uiso(N1) = Uiso(C5) = Uiso(C4) = Uiso(C3) = Uiso(C2) = Uiso(C1)
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C5(H5)
3.b Fitted hexagon refined as free rotating group:
 N1(C1,C2,C3,C4,C5)
;
_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 0.4104(7) 0.9697(7) 0.6193(2) 0.053(5) Uani 1 1 d . . . . .
Cu1 Cu 0.5270(14) 0.4849(14) 0.6888(4) 0.052(11) Uani 1 1 d . . . . .
Cl2 Cl 0.908(2) -0.362(3) 0.7402(7) 0.030(3) Uiso 1 1 d . . . . .
Cl1 Cl 0.874(3) 0.455(3) 0.4228(8) 0.029(3) Uiso 1 1 d . . . . .
N1 N 0.676(5) 0.308(7) 0.6414(19) 0.029(5) Uiso 1 1 d . . . . .
C1 C 0.721(5) 0.423(7) 0.5552(18) 0.029(5) Uiso 1 1 d G . . . .
H1 H 0.681266 0.583397 0.516854 0.035 Uiso 1 1 calc R . . . .
C2 C 0.826(5) 0.298(7) 0.5263(18) 0.029(5) Uiso 1 1 d G . . . .
C3 C 0.886(5) 0.058(7) 0.584(2) 0.029(5) Uiso 1 1 d G . . . .
H3 H 0.956247 -0.025424 0.564243 0.035 Uiso 1 1 calc R . . . .
C4 C 0.840(5) -0.056(7) 0.6698(19) 0.029(5) Uiso 1 1 d G . . . .
C5 C 0.735(5) 0.069(7) 0.6988(17) 0.029(5) Uiso 1 1 d G . . . .
H5 H 0.704744 -0.008051 0.756457 0.035 Uiso 1 1 calc R . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
I1 0.116(17) 0.0167(18) 0.0271(19) 0.0016(11) 0.003(3) -0.006(3)
Cu1 0.10(3) 0.019(3) 0.035(4) 0.000(2) 0.006(6) 0.006(5)

_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 2.522(11) . ?
I1 Cu1 2.620(10) 1_565 ?
I1 Cu1 2.627(8) 2_656 ?
Cu1 Cu1 2.722(11) 2_656 ?
Cu1 Cu1 2.722(11) 2_646 ?
Cu1 N1 2.00(5) . ?
Cl2 C4 1.71(3) . ?
Cl1 C2 1.66(3) . ?
N1 C1 1.3900 . ?
N1 C5 1.3900 . ?
C1 C2 1.3900 . ?
C2 C3 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?

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 104.8(5) . 1_565 ?
Cu1 I1 Cu1 63.8(2) . 2_656 ?
Cu1 I1 Cu1 62.5(2) 1_565 2_656 ?
I1 Cu1 I1 104.8(5) . 1_545 ?
I1 Cu1 I1 118.6(3) . 2_646 ?
I1 Cu1 I1 115.1(3) 1_545 2_646 ?
I1 Cu1 Cu1 132.3(10) . 2_646 ?
I1 Cu1 Cu1 60.0(3) . 2_656 ?
I1 Cu1 Cu1 56.2(3) 2_646 2_646 ?
I1 Cu1 Cu1 133.0(9) 1_545 2_656 ?
I1 Cu1 Cu1 58.9(3) 1_545 2_646 ?
I1 Cu1 Cu1 58.6(3) 2_646 2_656 ?
Cu1 Cu1 Cu1 96.9(5) 2_646 2_656 ?
N1 Cu1 I1 97.6(10) . 2_646 ?
N1 Cu1 I1 127.1(9) . . ?
N1 Cu1 I1 91.2(11) . 1_545 ?
N1 Cu1 Cu1 99.4(9) . 2_646 ?
N1 Cu1 Cu1 134.6(14) . 2_656 ?
C1 N1 Cu1 122.0(16) . . ?
C1 N1 C5 120.0 . . ?
C5 N1 Cu1 118.0(16) . . ?
C2 C1 N1 120.0 . . ?
C1 C2 Cl1 116(2) . . ?
C3 C2 Cl1 124(2) . . ?
C3 C2 C1 120.0 . . ?
C2 C3 C4 120.0 . . ?
C3 C4 Cl2 122(2) . . ?
C5 C4 Cl2 118(2) . . ?
C5 C4 C3 120.0 . . ?
C4 C5 N1 120.0 . . ?

_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 1.920
_oxdiff_exptl_absorpt_empirical_full_min 0.641
####################################################################### 
# 
# 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_CuI_Cl2Py_221GPa
_database_code_depnum_ccdc_archive 'CCDC 1919679'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2019-05-30 deposited with the CCDC.	2019-12-01 downloaded from the CCDC.
;
_audit_creation_date             2018-07-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H3 Cl2 Cu I N'
_chemical_formula_sum            'C5 H3 Cl2 Cu I N'
_chemical_formula_weight         338.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C5 H3 N1 Cl2 Cu1 I1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_diffrn_ambient_pressure         2210000(40000)

_cell_length_a                   12.370(17)
_cell_length_b                   4.1228(6)
_cell_length_c                   14.362(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.50(3)
_cell_angle_gamma                90
_cell_volume                     731.7(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    409
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      23.1640
_cell_measurement_theta_min      2.8260
_shelx_estimated_absorpt_T_max   0.799
_shelx_estimated_absorpt_T_min   0.461
_exptl_absorpt_coefficient_mu    7.842
_exptl_absorpt_correction_T_max  0.449
_exptl_absorpt_correction_T_min  0.358
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    3.072
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             624
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 6 -2 0.0532
1 -1 -20 0.0095
-1 0 20 0.0136
17 0 1 0.0150
-17 0 -1 0.0150
0 -5 -3 0.0519

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.117
_exptl_crystal_size_mid          0.032
_exptl_crystal_size_min          0.03
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are: 
         range of dac transmission factors (min-max)      0.500     0.562
         range of gasket transmission (min-max)           0.870     1.000
         range of P media transmission (min-max)          1.000     1.000

 thickness of diamond anvil 1: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 1:  0.000 mm, mu =  0.0000 mm-1

 thickness of diamond anvil 2: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 2:  0.000 mm, mu =  0.0000 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness =  75.0 microns, radius =  76.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF 
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Non-absorbing pressure medium
;
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
0.4264 5.7649 -2.4415 -0.0014 0.1669 0.9860
1.0542 -0.5783 -20.1143 0.0089 -0.9823 0.1872
-1.0834 0.1094 20.2122 -0.0087 0.9639 -0.2660
17.4340 -0.0726 0.5259 -1.0000 0.0000 0.0000
-17.4340 0.0726 -0.5259 1.0000 0.0000 0.0000
0.0000 -5.0000 -3.0000 -0.0020 -0.3875 -0.7831

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0402
_diffrn_reflns_av_unetI/netI     0.0553
_diffrn_reflns_Laue_measured_fraction_full 0.393
_diffrn_reflns_Laue_measured_fraction_max 0.393
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -3
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            952
_diffrn_reflns_point_group_measured_fraction_full 0.393
_diffrn_reflns_point_group_measured_fraction_max 0.393
_diffrn_reflns_theta_full        23.207
_diffrn_reflns_theta_max         23.207
_diffrn_reflns_theta_min         2.839
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2536
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.393
_diffrn_measured_fraction_theta_max 0.393
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -20.00  12.00   0.50   45.00    --   19.95   0.00   0.00   64
  2  ω     11.00  45.00   0.50   45.00    --   19.95 -97.00-143.00   68
  3  ω     -1.00  41.00   0.50   45.00    --  -20.57 -26.00-172.00   84
  4  ω    -63.00  -6.00   0.50   45.00    --  -20.57  97.00 143.00  114
  5  ω    -21.00  14.00   0.50   45.00    --  -20.57 -53.00-162.00   70
;
_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      -0.0572427000
_diffrn_orient_matrix_UB_12      0.0025060000
_diffrn_orient_matrix_UB_13      -0.0035128000
_diffrn_orient_matrix_UB_21      -0.0012243000
_diffrn_orient_matrix_UB_22      0.0490913000
_diffrn_orient_matrix_UB_23      0.0473594000
_diffrn_orient_matrix_UB_31      0.0011093000
_diffrn_orient_matrix_UB_32      0.1650241000
_diffrn_orient_matrix_UB_33      -0.0139941000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                321
_reflns_number_total             415
_reflns_odcompleteness_completeness 37.17
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     23.21
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.272
_refine_diff_density_min         -0.935
_refine_diff_density_rms         0.311
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     39
_refine_ls_number_reflns         415
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0897
_refine_ls_R_factor_gt           0.0718
_refine_ls_restrained_S_all      1.138
_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)+(0.1373P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1969
_refine_ls_wR_factor_ref         0.2105
_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), C5(H5)
2.b Fitted hexagon refined as free rotating group:
 C1(C2,C3,C4,C5,N1)
;
_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 0.4298(4) 0.9014(4) 0.37223(11) 0.040(3) Uani 1 1 d . . . . .
Cu1 Cu 0.5305(8) 0.4113(8) 0.3057(2) 0.051(7) Uani 1 1 d . . . . .
Cl2 Cl 0.9433(14) -0.1318(14) 0.3229(4) 0.029(2) Uiso 1 1 d . . . . .
Cl1 Cl 0.8329(15) 0.6339(15) 0.6057(4) 0.031(2) Uiso 1 1 d . . . . .
C1 C 0.703(2) 0.517(4) 0.4550(11) 0.035(8) Uiso 1 1 d . . . . .
H1 H 0.652645 0.650366 0.482195 0.042 Uiso 1 1 calc R . . . .
C2 C 0.803(2) 0.462(5) 0.5000(10) 0.029(7) Uiso 1 1 d G . . . .
C3 C 0.878(2) 0.262(5) 0.4593(12) 0.034(8) Uiso 1 1 d G . . . .
H3 H 0.945264 0.225544 0.489432 0.041 Uiso 1 1 calc R . . . .
C4 C 0.853(3) 0.117(4) 0.3737(11) 0.032(8) Uiso 1 1 d G . . . .
C5 C 0.753(3) 0.172(4) 0.3287(9) 0.037(8) Uiso 1 1 d G . . . .
H5 H 0.736677 0.075209 0.271346 0.045 Uiso 1 1 calc R . . . .
N1 N 0.678(2) 0.372(4) 0.3693(10) 0.024(6) Uiso 1 1 d G . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
I1 0.077(11) 0.0203(12) 0.0240(12) -0.0018(6) 0.0074(17) -0.0022(15)
Cu1 0.10(2) 0.024(2) 0.030(2) -0.0002(12) 0.003(4) 0.002(3)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Cu1 2.579(6) . ?
I1 Cu1 2.624(3) 2_655 ?
I1 Cu1 2.643(6) 1_565 ?
Cu1 Cu1 2.697(7) 2_655 ?
Cu1 Cu1 2.697(7) 2_645 ?
Cu1 N1 2.01(3) . ?
Cl2 C4 1.70(2) . ?
Cl1 C2 1.701(14) . ?
C1 C2 1.3900 . ?
C1 N1 1.3900 . ?
C2 C3 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?
C5 N1 1.3900 . ?

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 62.43(14) . 2_655 ?
Cu1 I1 Cu1 104.3(3) . 1_565 ?
Cu1 I1 Cu1 61.59(14) 2_655 1_565 ?
I1 Cu1 I1 119.15(17) . 2_645 ?
I1 Cu1 I1 104.3(3) . 1_545 ?
I1 Cu1 I1 116.81(17) 2_645 1_545 ?
I1 Cu1 Cu1 133.8(6) . 2_645 ?
I1 Cu1 Cu1 59.60(17) . 2_655 ?
I1 Cu1 Cu1 58.85(17) 1_545 2_645 ?
I1 Cu1 Cu1 59.56(14) 2_645 2_655 ?
I1 Cu1 Cu1 57.97(14) 2_645 2_645 ?
I1 Cu1 Cu1 134.3(6) 1_545 2_655 ?
Cu1 Cu1 Cu1 99.7(3) 2_645 2_655 ?
N1 Cu1 I1 101.8(5) . 1_545 ?
N1 Cu1 I1 109.8(5) . . ?
N1 Cu1 I1 103.7(7) . 2_645 ?
N1 Cu1 Cu1 115.6(6) . 2_645 ?
N1 Cu1 Cu1 123.8(7) . 2_655 ?
C2 C1 N1 120.0 . . ?
C1 C2 Cl1 120.1(14) . . ?
C1 C2 C3 120.0 . . ?
C3 C2 Cl1 119.9(14) . . ?
C4 C3 C2 120.0 . . ?
C3 C4 Cl2 121.0(14) . . ?
C5 C4 Cl2 119.0(14) . . ?
C5 C4 C3 120.0 . . ?
C4 C5 N1 120.0 . . ?
C1 N1 Cu1 121.9(10) . . ?
C5 N1 Cu1 117.9(10) . . ?
C5 N1 C1 120.0 . . ?

_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 2.747
_oxdiff_exptl_absorpt_empirical_full_min 0.363
####################################################################### 
# 
# 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_CuI_Cl2Py_868GPa
_database_code_depnum_ccdc_archive 'CCDC 1919681'
loop_
_audit_author_name
_audit_author_address
'Javier Gonzalez-Platas'
;Universidad de La Laguna
Spain
;
_audit_update_record             
;
2019-05-30 deposited with the CCDC.	2019-12-01 downloaded from the CCDC.
;
_audit_creation_date             2018-07-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H3 Cl2 Cu I N'
_chemical_formula_sum            'C5 H3 Cl2 Cu I N'
_chemical_formula_weight         338.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C5 H3 N1 Cl2 Cu1 I1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_diffrn_ambient_pressure         8680000(40000)

_cell_length_a                   11.44(2)
_cell_length_b                   4.0627(7)
_cell_length_c                   13.359(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.50(5)
_cell_angle_gamma                90
_cell_volume                     618.9(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    291
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      23.1330
_cell_measurement_theta_min      3.0470
_shelx_estimated_absorpt_T_max   0.808
_shelx_estimated_absorpt_T_min   0.451
_exptl_absorpt_coefficient_mu    9.271
_exptl_absorpt_correction_T_max  0.430
_exptl_absorpt_correction_T_min  0.365
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    3.632
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             624
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.0160
0 0 1 0.0160
0 -5 1 0.0521
0 5 -1 0.0521
-16 0 1 0.0150
16 0 -1 0.0150

_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.102
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.024
_exptl_oxdiff_absorpt_process_details 
;
Gaussian integration over a grid
of 16 x 16 x 16 points =  4096 total grid points
  Based upon method of Burnham (1966)

 Data corrected for diamond-anvil cell absorption
 Note that exptl_absorpt_correction_tmin and _tmax
 the total correction factors applied to the intensities
 The individual factors are: 
         range of dac transmission factors (min-max)      0.500     0.563
         range of gasket transmission (min-max)           0.957     1.000
         range of P media transmission (min-max)          1.000     1.000

 thickness of diamond anvil 1: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 1:  0.000 mm, mu =  0.0000 mm-1

 thickness of diamond anvil 2: 14.200 mm, mu =  0.0202 mm-1
       thickness of platten 2:  0.000 mm, mu =  0.0000 mm-1

    Gasket shadowing corrections were made based upon
    Gasket thickness =  75.0 microns, radius =  85.0 microns
    Gasket absorption coeff =        21.00 mm-1
    REFLECTION WAS CONSIDERED TOTALLY OBSCURED IF 
 FRACTION CRYSTAL ILLUMINATED WAS LESS THAN 0.00

    Non-absorbing pressure medium
;
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 0.0000 -1.0000 -0.0028 -0.0507 0.0158
-0.0000 -0.0000 1.0000 0.0028 0.0507 -0.0158
-0.0000 -5.0000 1.0000 -0.0102 0.3107 0.8165
0.0000 5.0000 -1.0000 0.0102 -0.3107 -0.8165
-16.0551 -0.0813 0.5243 -1.0000 0.0000 0.0000
16.0551 0.0813 -0.5243 1.0000 0.0000 0.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0713
_diffrn_reflns_av_unetI/netI     0.0934
_diffrn_reflns_Laue_measured_fraction_full 0.400
_diffrn_reflns_Laue_measured_fraction_max 0.400
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       2
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            899
_diffrn_reflns_point_group_measured_fraction_full 0.400
_diffrn_reflns_point_group_measured_fraction_max 0.400
_diffrn_reflns_theta_full        23.219
_diffrn_reflns_theta_max         23.219
_diffrn_reflns_theta_min         3.059
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2536
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.400
_diffrn_measured_fraction_theta_max 0.400
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     17.00  45.00   0.50  160.00    --   20.42 -97.00  35.00   56
  2  ω    -23.00   8.00   0.50  160.00    --   20.42  13.00  -3.00   62
  3  ω     -1.00  46.00   0.50  160.00    --   20.42 -81.00  29.00   94
  4  ω    -31.00  37.00   0.50  160.00    --  -21.04 -26.00-172.00  136
  5  ω    -93.00 -26.00   0.50  160.00    --  -21.04 134.00 -57.00  134
;
_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      0.0623646000
_diffrn_orient_matrix_UB_12      0.0026015000
_diffrn_orient_matrix_UB_13      0.0028287000
_diffrn_orient_matrix_UB_21      0.0019182000
_diffrn_orient_matrix_UB_22      -0.0519999000
_diffrn_orient_matrix_UB_23      0.0506737000
_diffrn_orient_matrix_UB_31      0.0003269000
_diffrn_orient_matrix_UB_32      -0.1664618000
_diffrn_orient_matrix_UB_33      -0.0158008000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                250
_reflns_number_total             359
_reflns_odcompleteness_completeness 37.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     23.21
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         2.566
_refine_diff_density_min         -1.673
_refine_diff_density_rms         0.538
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.243
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     34
_refine_ls_number_reflns         359
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1778
_refine_ls_R_factor_gt           0.1392
_refine_ls_restrained_S_all      1.243
_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)+(0.1790P)²+94.2130P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3438
_refine_ls_wR_factor_ref         0.3853
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uiso(N1) = Uiso(C5) = Uiso(C4) = Uiso(C3) = Uiso(C2) = Uiso(C1)
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C5(H5)
3.b Fitted hexagon refined as free rotating group:
 N1(C1,C2,C3,C4,C5)
;
_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 0.4103(10) 0.9711(9) 0.6191(3) 0.039(8) Uani 1 1 d . . . . .
Cu1 Cu 0.5249(19) 0.4862(18) 0.6891(6) 0.042(14) Uani 1 1 d . . . . .
Cl2 Cl 0.903(3) -0.366(4) 0.7394(9) 0.029(4) Uiso 1 1 d . . . . .
Cl1 Cl 0.875(3) 0.459(4) 0.4218(10) 0.027(4) Uiso 1 1 d . . . . .
N1 N 0.672(7) 0.310(10) 0.642(3) 0.035(7) Uiso 1 1 d . . . . .
C1 C 0.720(7) 0.424(10) 0.556(2) 0.035(7) Uiso 1 1 d G . . . .
H1 H 0.681926 0.588456 0.517433 0.042 Uiso 1 1 calc R . . . .
C2 C 0.825(7) 0.293(10) 0.527(2) 0.035(7) Uiso 1 1 d G . . . .
C3 C 0.882(7) 0.047(11) 0.585(3) 0.035(7) Uiso 1 1 d G . . . .
H3 H 0.951523 -0.040559 0.565936 0.042 Uiso 1 1 calc R . . . .
C4 C 0.834(7) -0.067(10) 0.671(3) 0.035(7) Uiso 1 1 d G . . . .
C5 C 0.729(7) 0.065(10) 0.700(2) 0.035(7) Uiso 1 1 d G . . . .
H5 H 0.697506 -0.011849 0.757165 0.042 Uiso 1 1 calc R . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
I1 0.07(2) 0.017(2) 0.033(3) -0.0007(15) -0.006(4) -0.007(4)
Cu1 0.07(4) 0.016(4) 0.038(5) 0.001(3) -0.006(7) 0.004(7)

_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 2.506(14) . ?
I1 Cu1 2.604(14) 1_565 ?
I1 Cu1 2.611(10) 2_656 ?
Cu1 Cu1 2.691(14) 2_656 ?
Cu1 Cu1 2.691(14) 2_646 ?
Cu1 N1 1.98(7) . ?
Cl2 C4 1.68(5) . ?
Cl1 C2 1.70(4) . ?
N1 C1 1.3900 . ?
N1 C5 1.3900 . ?
C1 C2 1.3900 . ?
C2 C3 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?

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 105.3(7) . 1_565 ?
Cu1 I1 Cu1 63.4(3) . 2_656 ?
Cu1 I1 Cu1 62.1(3) 1_565 2_656 ?
I1 Cu1 I1 105.3(7) . 1_545 ?
I1 Cu1 I1 119.0(4) . 2_646 ?
I1 Cu1 I1 115.4(4) 1_545 2_646 ?
I1 Cu1 Cu1 133.6(13) . 2_646 ?
I1 Cu1 Cu1 60.2(4) . 2_656 ?
I1 Cu1 Cu1 56.4(4) 2_646 2_646 ?
I1 Cu1 Cu1 134.4(13) 1_545 2_656 ?
I1 Cu1 Cu1 59.1(4) 1_545 2_646 ?
I1 Cu1 Cu1 58.8(4) 2_646 2_656 ?
Cu1 Cu1 Cu1 98.0(7) 2_646 2_656 ?
N1 Cu1 I1 96.9(15) . 2_646 ?
N1 Cu1 I1 126.8(12) . . ?
N1 Cu1 I1 90.7(15) . 1_545 ?
N1 Cu1 Cu1 98.3(14) . 2_646 ?
N1 Cu1 Cu1 134(2) . 2_656 ?
C1 N1 Cu1 123(2) . . ?
C1 N1 C5 120.0 . . ?
C5 N1 Cu1 117(2) . . ?
N1 C1 C2 120.0 . . ?
C1 C2 Cl1 115(3) . . ?
C3 C2 Cl1 125(3) . . ?
C3 C2 C1 120.0 . . ?
C4 C3 C2 120.0 . . ?
C3 C4 Cl2 120(3) . . ?
C3 C4 C5 120.0 . . ?
C5 C4 Cl2 120(3) . . ?
C4 C5 N1 120.0 . . ?

_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 2.176
_oxdiff_exptl_absorpt_empirical_full_min 0.422
