# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_P21c
_database_code_depnum_ccdc_archive 'CCDC 1858805'
_audit_update_record             
;
2018-07-27 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C4 H11 Cl N), Cl4 Cu'
_chemical_formula_sum            'C8 H22 Cl6 Cu N2'
_chemical_formula_weight         422.53

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   9.1398(18)
_cell_length_b                   11.737(2)
_cell_length_c                   19.444(5)
_cell_angle_alpha                90
_cell_angle_beta                 117.68(2)
_cell_angle_gamma                90
_cell_volume                     1847.1(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    12552
_cell_measurement_theta_min      3.057
_cell_measurement_theta_max      27.485

_exptl_crystal_description       orange
_exptl_crystal_colour            strip
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.519
_exptl_crystal_F_000             860
_exptl_transmission_factor_min   0.620
_exptl_transmission_factor_max   0.816
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    2.034
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku SCXmini diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12552
_diffrn_reflns_av_unetI/netI     0.1499
_diffrn_reflns_av_R_equivalents  0.1334
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.057
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4238
_reflns_number_gt                1883
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 2005)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0534P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4172
_refine_ls_number_parameters     160
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1806
_refine_ls_R_factor_gt           0.0697
_refine_ls_wR_factor_ref         0.1789
_refine_ls_wR_factor_gt          0.1338
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl5 Cl 0.0601(2) 0.90219(18) 0.61651(13) 0.0720(6) Uani 1 1 d . . . . .
N1 N 0.3491(7) 0.8962(4) 0.6082(3) 0.0440(14) Uani 1 1 d . . . . .
C1 C 0.5219(9) 0.9417(7) 0.6451(5) 0.077(3) Uani 1 1 d . . . . .
H1A H 0.5852 0.9019 0.6248 0.116 Uiso 1 1 calc R U . . .
H1B H 0.5716 0.9308 0.7003 0.116 Uiso 1 1 calc R U . . .
H1C H 0.5198 1.0215 0.6339 0.116 Uiso 1 1 calc R U . . .
C2 C 0.2627(9) 0.9281(6) 0.5240(4) 0.069(2) Uani 1 1 d . . . . .
H2A H 0.2584 1.0096 0.5191 0.103 Uiso 1 1 calc R U . . .
H2B H 0.1524 0.8980 0.5004 0.103 Uiso 1 1 calc R U . . .
H2C H 0.3220 0.8971 0.4985 0.103 Uiso 1 1 calc R U . . .
C3 C 0.3537(10) 0.7690(6) 0.6159(5) 0.071(2) Uani 1 1 d . . . . .
H3A H 0.4294 0.7381 0.5994 0.107 Uiso 1 1 calc R U . . .
H3B H 0.2453 0.7385 0.5842 0.107 Uiso 1 1 calc R U . . .
H3C H 0.3892 0.7488 0.6692 0.107 Uiso 1 1 calc R U . . .
C4 C 0.2649(8) 0.9488(6) 0.6516(4) 0.054(2) Uani 1 1 d . . . . .
H4A H 0.2657 1.0311 0.6471 0.065 Uiso 1 1 calc R U . . .
H4B H 0.3267 0.9296 0.7063 0.065 Uiso 1 1 calc R U . . .
Cl6 Cl 0.8379(3) 0.64410(19) 0.73169(14) 0.0894(8) Uani 1 1 d . . . . .
N2 N 0.9029(6) 0.5052(5) 0.6382(3) 0.0471(14) Uani 1 1 d . . . . .
C5 C 0.9958(9) 0.5958(7) 0.6220(5) 0.082(3) Uani 1 1 d . . . . .
H5A H 0.9209 0.6400 0.5782 0.124 Uiso 1 1 calc R U . . .
H5B H 1.0777 0.5617 0.6107 0.124 Uiso 1 1 calc R U . . .
H5C H 1.0490 0.6444 0.6666 0.124 Uiso 1 1 calc R U . . .
C6 C 0.8191(10) 0.4305(7) 0.5670(4) 0.081(3) Uani 1 1 d . . . . .
H6A H 0.7524 0.3745 0.5754 0.122 Uiso 1 1 calc R U . . .
H6B H 0.9012 0.3929 0.5575 0.122 Uiso 1 1 calc R U . . .
H6C H 0.7503 0.4766 0.5229 0.122 Uiso 1 1 calc R U . . .
C7 C 1.0167(9) 0.4339(6) 0.7042(4) 0.070(2) Uani 1 1 d . . . . .
H7A H 1.0740 0.4809 0.7493 0.106 Uiso 1 1 calc R U . . .
H7B H 1.0952 0.3978 0.6915 0.106 Uiso 1 1 calc R U . . .
H7C H 0.9546 0.3767 0.7147 0.106 Uiso 1 1 calc R U . . .
C8 C 0.7662(8) 0.5548(6) 0.6503(4) 0.054(2) Uani 1 1 d . . . . .
H8A H 0.7023 0.4933 0.6566 0.065 Uiso 1 1 calc R U . . .
H8B H 0.6933 0.5978 0.6045 0.065 Uiso 1 1 calc R U . . .
Cu1 Cu 0.60103(10) 0.79721(7) 0.89509(5) 0.0440(3) Uani 1 1 d . . . . .
Cl1 Cl 0.3407(2) 0.74880(16) 0.81050(12) 0.0658(6) Uani 1 1 d . . . . .
Cl2 Cl 0.8527(2) 0.74016(16) 0.91743(13) 0.0645(6) Uani 1 1 d . . . . .
Cl3 Cl 0.6077(2) 0.97599(15) 0.85439(11) 0.0568(5) Uani 1 1 d . . . . .
Cl4 Cl 0.6042(3) 0.72901(17) 1.00439(11) 0.0702(6) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl5 C4 1.755(7) . ?
N1 C1 1.498(8) . ?
N1 C2 1.499(8) . ?
N1 C3 1.500(8) . ?
N1 C4 1.513(8) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
Cl6 C8 1.752(7) . ?
N2 C7 1.479(8) . ?
N2 C5 1.484(8) . ?
N2 C8 1.493(8) . ?
N2 C6 1.512(9) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
Cu1 Cl2 2.236(2) . ?
Cu1 Cl1 2.248(2) . ?
Cu1 Cl3 2.2534(19) . ?
Cu1 Cl4 2.259(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
C1 N1 C2 109.7(6) . . ?
C1 N1 C3 109.4(6) . . ?
C2 N1 C3 109.5(5) . . ?
C1 N1 C4 106.5(5) . . ?
C2 N1 C4 111.2(5) . . ?
C3 N1 C4 110.4(5) . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
N1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N1 C4 Cl5 112.5(4) . . ?
N1 C4 H4A 109.1 . . ?
Cl5 C4 H4A 109.1 . . ?
N1 C4 H4B 109.1 . . ?
Cl5 C4 H4B 109.1 . . ?
H4A C4 H4B 107.8 . . ?
C7 N2 C5 110.4(5) . . ?
C7 N2 C8 112.7(5) . . ?
C5 N2 C8 111.0(6) . . ?
C7 N2 C6 108.6(6) . . ?
C5 N2 C6 108.5(6) . . ?
C8 N2 C6 105.4(5) . . ?
N2 C5 H5A 109.5 . . ?
N2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N2 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N2 C8 Cl6 112.7(5) . . ?
N2 C8 H8A 109.0 . . ?
Cl6 C8 H8A 109.0 . . ?
N2 C8 H8B 109.0 . . ?
Cl6 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
Cl2 Cu1 Cl1 135.25(9) . . ?
Cl2 Cu1 Cl3 98.84(7) . . ?
Cl1 Cu1 Cl3 99.82(7) . . ?
Cl2 Cu1 Cl4 98.56(8) . . ?
Cl1 Cu1 Cl4 98.36(9) . . ?
Cl3 Cu1 Cl4 132.06(8) . . ?

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 N1 C4 Cl5 -179.0(5) . . . . ?
C2 N1 C4 Cl5 61.5(6) . . . . ?
C3 N1 C4 Cl5 -60.3(7) . . . . ?
C7 N2 C8 Cl6 61.1(7) . . . . ?
C5 N2 C8 Cl6 -63.3(6) . . . . ?
C6 N2 C8 Cl6 179.4(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C8 H8B Cl4 0.97 2.67 3.575(7) 156.1 4_575
C8 H8A Cl3 0.97 2.75 3.500(7) 134.7 2_646
C7 H7C Cl1 0.96 2.92 3.821(8) 156.1 2_646
C6 H6C Cl3 0.96 2.96 3.822(8) 149.6 4_575
C6 H6B Cl2 0.96 2.74 3.638(8) 156.7 2_746
C5 H5B Cl3 0.96 2.82 3.711(8) 155.7 2_746
C5 H5A Cl4 0.96 2.99 3.829(8) 146.7 4_575
C4 H4B Cl3 0.97 2.88 3.740(7) 147.7 .
C4 H4B Cl1 0.97 2.90 3.680(8) 138.6 .
C4 H4A Cl2 0.97 2.74 3.648(7) 156.2 2_656
C3 H3C Cl1 0.96 2.98 3.847(8) 150.9 .
C3 H3A Cl4 0.96 2.98 3.816(8) 147.0 4_575
C2 H2C Cl4 0.96 2.93 3.793(8) 150.4 4_575
C2 H2B Cl2 0.96 2.94 3.876(8) 165.8 4_475
C1 H1C Cl1 0.96 2.94 3.783(8) 147.4 2_656
C1 H1B Cl3 0.96 2.91 3.791(9) 153.7 .
C1 H1A Cl4 0.96 2.87 3.738(8) 150.7 4_575

_refine_diff_density_max         0.560
_refine_diff_density_min         -0.853
_refine_diff_density_rms         0.123

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1858806'
_audit_update_record             
;
2018-07-27 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'Cl3 Cu, C4 H11 Cl N'
_chemical_formula_sum            'C4 H11 Cl4 Cu N'
_chemical_formula_weight         278.49

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.3887(13)
_cell_length_b                   8.7893(18)
_cell_length_c                   9.6997(19)
_cell_angle_alpha                66.57(3)
_cell_angle_beta                 82.91(3)
_cell_angle_gamma                79.00(3)
_cell_volume                     489.9(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4285
_cell_measurement_theta_min      3.253
_cell_measurement_theta_max      25.248

_exptl_crystal_description       block
_exptl_crystal_colour            'dark brown'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.888
_exptl_crystal_F_000             278
_exptl_transmission_factor_min   0.463
_exptl_transmission_factor_max   0.722
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    3.252
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku SCXmini diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4285
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_av_R_equivalents  0.0206
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.253
_diffrn_reflns_theta_max         25.248
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             1777
_reflns_number_gt                1646
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 2005)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0196P)²+0.2441P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0189(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1777
_refine_ls_number_parameters     95
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0236
_refine_ls_R_factor_gt           0.0211
_refine_ls_wR_factor_ref         0.0511
_refine_ls_wR_factor_gt          0.0502
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3653(4) 0.7520(3) 0.1406(2) 0.0285(5) Uani 1 1 d . . . . .
H1A H 0.4895 0.6796 0.1928 0.034 Uiso 1 1 calc R U . . .
H1B H 0.3237 0.8410 0.1784 0.034 Uiso 1 1 calc R U . . .
C2 C 0.1533(4) 0.5819(3) 0.3428(2) 0.0355(5) Uani 1 1 d . . . . .
H2A H 0.1196 0.6722 0.3777 0.053 Uiso 1 1 calc R U . . .
H2B H 0.2816 0.5107 0.3866 0.053 Uiso 1 1 calc R U . . .
H2C H 0.0379 0.5177 0.3719 0.053 Uiso 1 1 calc R U . . .
C3 C -0.0155(4) 0.7603(3) 0.1071(3) 0.0370(6) Uani 1 1 d . . . . .
H3A H 0.0042 0.8050 -0.0006 0.056 Uiso 1 1 calc R U . . .
H3B H -0.0509 0.8509 0.1416 0.056 Uiso 1 1 calc R U . . .
H3C H -0.1293 0.6945 0.1372 0.056 Uiso 1 1 calc R U . . .
C4 C 0.2417(4) 0.5108(3) 0.1206(3) 0.0341(5) Uani 1 1 d . . . . .
H4A H 0.1317 0.4413 0.1552 0.051 Uiso 1 1 calc R U . . .
H4B H 0.3752 0.4451 0.1595 0.051 Uiso 1 1 calc R U . . .
H4C H 0.2539 0.5556 0.0126 0.051 Uiso 1 1 calc R U . . .
Cl3 Cl 0.73284(9) 0.37152(6) 0.32004(6) 0.03366(15) Uani 1 1 d . . . . .
Cl1 Cl 0.40818(9) 0.13593(7) 0.56615(7) 0.03297(15) Uani 1 1 d . . . . .
Cl2 Cl 0.95187(8) -0.03002(7) 0.68187(6) 0.03017(14) Uani 1 1 d . . . . .
Cl4 Cl 0.43404(11) 0.84094(8) -0.05355(7) 0.04219(17) Uani 1 1 d . . . . .
Cu1 Cu 0.72794(4) 0.09301(3) 0.43288(3) 0.02425(11) Uani 1 1 d . . . . .
N1 N 0.1859(3) 0.6521(2) 0.17441(18) 0.0233(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.501(3) . ?
C1 Cl4 1.763(2) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 N1 1.502(3) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 N1 1.494(3) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 N1 1.497(3) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
Cl3 Cu1 2.2542(9) . ?
Cl1 Cu1 2.3299(9) . ?
Cl1 Cu1 2.3358(8) 2_656 ?
Cl2 Cu1 2.2860(9) 2_756 ?
Cl2 Cu1 2.6897(11) . ?
Cu1 Cl2 2.2860(9) 2_756 ?
Cu1 Cl1 2.3358(8) 2_656 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 Cl4 112.38(14) . . ?
N1 C1 H1A 109.1 . . ?
Cl4 C1 H1A 109.1 . . ?
N1 C1 H1B 109.1 . . ?
Cl4 C1 H1B 109.1 . . ?
H1A C1 H1B 107.9 . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
N1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
Cu1 Cl1 Cu1 96.09(3) . 2_656 ?
Cu1 Cl2 Cu1 95.82(3) 2_756 . ?
Cl3 Cu1 Cl2 92.71(4) . 2_756 ?
Cl3 Cu1 Cl1 91.44(4) . . ?
Cl2 Cu1 Cl1 175.28(2) 2_756 . ?
Cl3 Cu1 Cl1 146.27(3) . 2_656 ?
Cl2 Cu1 Cl1 93.85(3) 2_756 2_656 ?
Cl1 Cu1 Cl1 83.91(3) . 2_656 ?
Cl3 Cu1 Cl2 108.72(4) . . ?
Cl2 Cu1 Cl2 84.18(3) 2_756 . ?
Cl1 Cu1 Cl2 92.36(3) . . ?
Cl1 Cu1 Cl2 104.84(4) 2_656 . ?
C3 N1 C4 109.58(17) . . ?
C3 N1 C1 111.60(17) . . ?
C4 N1 C1 111.71(17) . . ?
C3 N1 C2 109.14(18) . . ?
C4 N1 C2 109.36(17) . . ?
C1 N1 C2 105.33(16) . . ?

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
C4 H4B Cl3 0.96 2.75 3.638(3) 153.6 .
C4 H4A Cl3 0.96 2.87 3.727(3) 149.2 1_455
C3 H3C Cl3 0.96 2.92 3.767(3) 147.3 1_455
C3 H3B Cl2 0.96 2.93 3.795(3) 150.1 2_666
C3 H3A Cl2 0.96 2.87 3.805(3) 165.7 1_464
C2 H2C Cl3 0.96 2.72 3.612(3) 154.3 1_455
C2 H2A Cl2 0.96 2.92 3.782(3) 150.6 2_666
C1 H1B Cl2 0.97 2.79 3.692(3) 155.2 2_666
C1 H1A Cl3 0.97 2.74 3.621(3) 152.1 .

_refine_diff_density_max         0.253
_refine_diff_density_min         -0.344
_refine_diff_density_rms         0.054

####################################################################### 
# 
# 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_p1
_database_code_depnum_ccdc_archive 'CCDC 1858807'
_audit_update_record             
;
2018-07-27 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'Cl3 Cu, C4 H11 Cl N'
_chemical_formula_sum            'C4 H11 Cl4 Cu N'
_chemical_formula_weight         278.49

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.4110(8)
_cell_length_b                   8.835
_cell_length_c                   9.7295(2)
_cell_angle_alpha                66.616(13)
_cell_angle_beta                 82.87(2)
_cell_angle_gamma                79.14(2)
_cell_volume                     496.05(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    343(2)
_cell_measurement_reflns_used    3133
_cell_measurement_theta_min      3.240
_cell_measurement_theta_max      25.242

_exptl_crystal_description       block
_exptl_crystal_colour            'dark brown'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.865
_exptl_crystal_F_000             278
_exptl_transmission_factor_min   0.467
_exptl_transmission_factor_max   0.725
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    3.211
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      343(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku SCXmini diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3133
_diffrn_reflns_av_unetI/netI     0.0610
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.240
_diffrn_reflns_theta_max         25.242
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measured_fraction_theta_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_point_group_measured_fraction_full 0.962
_reflns_number_total             1802
_reflns_number_gt                1304
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 2005)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0108P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0347(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1802
_refine_ls_number_parameters     95
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0389
_refine_ls_R_factor_gt           0.0291
_refine_ls_wR_factor_ref         0.0587
_refine_ls_wR_factor_gt          0.0561
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_restrained_S_all      0.992
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
Cu1 Cu 0.27199(6) 0.40685(5) 0.56717(5) 0.03139(17) Uani 1 1 d . . . . .
Cl1 Cl 0.59096(13) 0.36491(11) 0.43321(11) 0.0403(3) Uani 1 1 d . . . . .
Cl2 Cl 0.04712(12) 0.53037(12) 0.31826(9) 0.0373(2) Uani 1 1 d . . . . .
Cl3 Cl 0.26775(13) 0.12900(11) 0.68000(10) 0.0421(3) Uani 1 1 d . . . . .
Cl4 Cl 0.43412(15) 0.34032(13) -0.05247(11) 0.0513(3) Uani 1 1 d . . . . .
N1 N 0.1856(4) 0.1520(3) 0.1744(3) 0.0280(7) Uani 1 1 d . . . . .
C2 C -0.0149(5) 0.2595(5) 0.1076(4) 0.0459(10) Uani 1 1 d . . . . .
H2A H -0.0523 0.3475 0.1446 0.069 Uiso 1 1 calc R U . . .
H2B H -0.1275 0.1933 0.1349 0.069 Uiso 1 1 calc R U . . .
H2C H 0.0063 0.3069 0.0004 0.069 Uiso 1 1 calc R U . . .
C4 C 0.2406(5) 0.0109(5) 0.1217(4) 0.0434(10) Uani 1 1 d . . . . .
H4A H 0.2567 0.0547 0.0142 0.065 Uiso 1 1 calc R U . . .
H4B H 0.1290 -0.0565 0.1544 0.065 Uiso 1 1 calc R U . . .
H4C H 0.3714 -0.0560 0.1627 0.065 Uiso 1 1 calc R U . . .
C3 C 0.1517(5) 0.0823(5) 0.3429(3) 0.0445(10) Uani 1 1 d . . . . .
H3A H 0.2796 0.0129 0.3869 0.067 Uiso 1 1 calc R U . . .
H3B H 0.0377 0.0173 0.3717 0.067 Uiso 1 1 calc R U . . .
H3C H 0.1160 0.1724 0.3772 0.067 Uiso 1 1 calc R U . . .
C1 C 0.3647(5) 0.2516(4) 0.1405(3) 0.0335(9) Uani 1 1 d . . . . .
H1A H 0.4882 0.1797 0.1924 0.040 Uiso 1 1 calc R U . . .
H1B H 0.3235 0.3399 0.1784 0.040 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 Cl3 2.2607(10) . ?
Cu1 Cl2 2.2875(9) 2_566 ?
Cu1 Cl1 2.3354(10) . ?
Cu1 Cl1 2.3452(10) 2_666 ?
Cu1 Cl2 2.7037(11) . ?
Cl1 Cu1 2.3452(10) 2_666 ?
Cl2 Cu1 2.2875(9) 2_566 ?
Cl4 C1 1.758(3) . ?
N1 C2 1.495(4) . ?
N1 C4 1.496(4) . ?
N1 C1 1.503(4) . ?
N1 C3 1.508(4) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?

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
Cl3 Cu1 Cl2 92.95(4) . 2_566 ?
Cl3 Cu1 Cl1 91.40(4) . . ?
Cl2 Cu1 Cl1 175.06(4) 2_566 . ?
Cl3 Cu1 Cl1 145.96(4) . 2_666 ?
Cl2 Cu1 Cl1 93.79(4) 2_566 2_666 ?
Cl1 Cu1 Cl1 83.88(4) . 2_666 ?
Cl3 Cu1 Cl2 109.01(4) . . ?
Cl2 Cu1 Cl2 83.98(3) 2_566 . ?
Cl1 Cu1 Cl2 92.40(3) . . ?
Cl1 Cu1 Cl2 104.87(4) 2_666 . ?
Cu1 Cl1 Cu1 96.12(4) . 2_666 ?
Cu1 Cl2 Cu1 96.02(3) 2_566 . ?
C2 N1 C4 109.8(3) . . ?
C2 N1 C1 111.5(3) . . ?
C4 N1 C1 111.8(2) . . ?
C2 N1 C3 108.8(2) . . ?
C4 N1 C3 109.2(3) . . ?
C1 N1 C3 105.5(2) . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
N1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N1 C1 Cl4 112.7(2) . . ?
N1 C1 H1A 109.0 . . ?
Cl4 C1 H1A 109.0 . . ?
N1 C1 H1B 109.0 . . ?
Cl4 C1 H1B 109.0 . . ?
H1A C1 H1B 107.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 C1 Cl4 -63.4(3) . . . . ?
C4 N1 C1 Cl4 60.0(3) . . . . ?
C3 N1 C1 Cl4 178.5(2) . . . . ?

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
C1 H1B Cl2 0.97 2.81 3.718(4) 155.3 .
C1 H1A Cl3 0.97 2.76 3.645(4) 152.1 2_656
C3 H3C Cl2 0.96 2.94 3.803(4) 150.8 .
C3 H3B Cl3 0.96 2.73 3.624(4) 154.5 2_556
C4 H4C Cl3 0.96 2.76 3.652(4) 154.0 2_656
C4 H4B Cl3 0.96 2.87 3.733(3) 149.7 2_556
C2 H2C Cl2 0.96 2.89 3.823(4) 165.3 2_565
C2 H2B Cl3 0.96 2.94 3.784(4) 147.1 2_556
C2 H2A Cl2 0.96 2.95 3.813(4) 150.4 .

_refine_diff_density_max         0.367
_refine_diff_density_min         -0.378
_refine_diff_density_rms         0.075

