# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1839399'
_audit_update_record             
;
2018-04-25 deposited with the CCDC.
2018-09-28 downloaded from the CCDC.
;
_audit_creation_date             2017-09-22
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cl4 Cu, C12 H20 N2'
_chemical_formula_sum            'C12 H20 Cl4 Cu N2'
_chemical_formula_weight         397.64
_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'
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                   6.9225(6)
_cell_length_b                   7.7077(6)
_cell_length_c                   31.930(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.279(2)
_cell_angle_gamma                90
_cell_volume                     1703.2(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9896
_cell_measurement_temperature    298
_cell_measurement_theta_max      37.050
_cell_measurement_theta_min      2.998
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.898
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             812
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_av_unetI/netI     0.0405
_diffrn_reflns_Laue_measured_fraction_full 0.965
_diffrn_reflns_Laue_measured_fraction_max 0.908
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       49
_diffrn_reflns_limit_l_min       -53
_diffrn_reflns_number            20523
_diffrn_reflns_point_group_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.908
_diffrn_reflns_theta_full        25.243
_diffrn_reflns_theta_max         37.137
_diffrn_reflns_theta_min         3.182
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.908
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71076
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6682
_reflns_number_total             7941
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.668
_refine_diff_density_min         -1.381
_refine_diff_density_rms         0.130
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.259
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         7941
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1004
_refine_ls_R_factor_gt           0.0862
_refine_ls_restrained_S_all      1.259
_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)+(0.0001P)²+7.3651P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1818
_refine_ls_wR_factor_ref         0.1884
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1A)
2.b Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B), C7(H7A,H7B), C6(H6A,H6B), C2(H2C,H2D), C3(H3A,H3B), C5(H5A,H5B),
 C4(H4A,H4B)
2.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C9(H9), C12(H12), C11(H11), C10(H10)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
Cu1 Cu 1.07298(6) 0.05733(6) 0.38531(2) 0.02662(11) Uani 1 1 d . . . . .
Cl4 Cl 0.83098(14) 0.12880(12) 0.34085(3) 0.03253(19) Uani 1 1 d . . . . .
Cl2 Cl 0.93077(16) -0.16747(13) 0.41884(3) 0.0387(2) Uani 1 1 d . . . . .
Cl1 Cl 1.14252(15) 0.32499(14) 0.41008(5) 0.0474(3) Uani 1 1 d . . . . .
Cl3 Cl 1.36928(15) -0.05383(16) 0.38267(5) 0.0484(3) Uani 1 1 d . . . . .
N2 N 0.7643(4) 0.5213(4) 0.36664(9) 0.0244(5) Uani 1 1 d . . . . .
H2A H 0.8047 0.4169 0.3587 0.029 Uiso 1 1 calc R . . . .
H2B H 0.8581 0.5687 0.3823 0.029 Uiso 1 1 calc R . . . .
N1 N 0.6095(5) 0.2283(4) 0.43188(10) 0.0279(6) Uani 1 1 d . . . . .
H1 H 0.5619 0.1814 0.4095 0.033 Uiso 1 1 calc R . . . .
C1 C 0.7332(5) 0.6323(4) 0.32778(11) 0.0263(6) Uani 1 1 d . . . . .
H1A H 0.7005 0.7506 0.3364 0.032 Uiso 1 1 calc R . . . .
C7 C 0.5910(5) 0.4990(6) 0.39288(14) 0.0348(8) Uani 1 1 d . . . . .
H7A H 0.4917 0.4372 0.3770 0.042 Uiso 1 1 calc R . . . .
H7B H 0.5401 0.6120 0.4001 0.042 Uiso 1 1 calc R . . . .
C9 C 0.7146(6) 0.4747(6) 0.46822(14) 0.0387(9) Uani 1 1 d . . . . .
H9 H 0.7365 0.5937 0.4694 0.046 Uiso 1 1 calc R . . . .
C6 C 0.5691(7) 0.5604(6) 0.30075(15) 0.0410(9) Uani 1 1 d . . . . .
H6A H 0.4489 0.5673 0.3157 0.049 Uiso 1 1 calc R . . . .
H6B H 0.5936 0.4395 0.2943 0.049 Uiso 1 1 calc R . . . .
C2 C 0.9244(7) 0.6358(6) 0.30497(13) 0.0382(9) Uani 1 1 d . . . . .
H2C H 1.0228 0.6894 0.3228 0.046 Uiso 1 1 calc R . . . .
H2D H 0.9649 0.5180 0.2991 0.046 Uiso 1 1 calc R . . . .
C8 C 0.6394(5) 0.4004(5) 0.43206(11) 0.0259(6) Uani 1 1 d . . . . .
C12 C 0.6498(7) 0.1264(6) 0.46467(14) 0.0385(9) Uani 1 1 d . . . . .
H12 H 0.6274 0.0077 0.4628 0.046 Uiso 1 1 calc R . . . .
C11 C 0.7235(7) 0.1954(8) 0.50092(14) 0.0460(11) Uani 1 1 d . . . . .
H11 H 0.7505 0.1252 0.5240 0.055 Uiso 1 1 calc R . . . .
C10 C 0.7572(7) 0.3715(8) 0.50261(14) 0.0490(12) Uani 1 1 d . . . . .
H10 H 0.8088 0.4211 0.5269 0.059 Uiso 1 1 calc R . . . .
C3 C 0.9044(9) 0.7365(7) 0.26420(15) 0.0503(12) Uani 1 1 d . . . . .
H3A H 0.8808 0.8578 0.2704 0.060 Uiso 1 1 calc R . . . .
H3B H 1.0244 0.7290 0.2492 0.060 Uiso 1 1 calc R . . . .
C5 C 0.5527(9) 0.6653(8) 0.26023(16) 0.0545(14) Uani 1 1 d . . . . .
H5A H 0.4520 0.6157 0.2423 0.065 Uiso 1 1 calc R . . . .
H5B H 0.5157 0.7834 0.2668 0.065 Uiso 1 1 calc R . . . .
C4 C 0.7414(10) 0.6677(8) 0.23679(15) 0.0570(15) Uani 1 1 d . . . . .
H4A H 0.7722 0.5511 0.2277 0.068 Uiso 1 1 calc R . . . .
H4B H 0.7269 0.7401 0.2121 0.068 Uiso 1 1 calc R . . . .


_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 Cl4 2.2403(10) . ?
Cu1 Cl2 2.2725(11) . ?
Cu1 Cl1 2.2576(11) . ?
Cu1 Cl3 2.2262(11) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 C1 1.518(4) . ?
N2 C7 1.489(5) . ?
N1 H1 0.8600 . ?
N1 C8 1.342(5) . ?
N1 C12 1.334(5) . ?
C1 H1A 0.9800 . ?
C1 C6 1.516(6) . ?
C1 C2 1.525(6) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.495(5) . ?
C9 H9 0.9300 . ?
C9 C8 1.380(6) . ?
C9 C10 1.382(7) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C5 1.528(7) . ?
C2 H2C 0.9700 . ?
C2 H2D 0.9700 . ?
C2 C3 1.519(6) . ?
C12 H12 0.9300 . ?
C12 C11 1.362(7) . ?
C11 H11 0.9300 . ?
C11 C10 1.379(8) . ?
C10 H10 0.9300 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.509(9) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C4 1.520(9) . ?
C4 H4A 0.9700 . ?
C4 H4B 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
Cl4 Cu1 Cl2 99.23(4) . . ?
Cl4 Cu1 Cl1 98.51(4) . . ?
Cl1 Cu1 Cl2 128.53(5) . . ?
Cl3 Cu1 Cl4 138.35(5) . . ?
Cl3 Cu1 Cl2 97.68(5) . . ?
Cl3 Cu1 Cl1 100.11(4) . . ?
H2A N2 H2B 107.5 . . ?
C1 N2 H2A 108.5 . . ?
C1 N2 H2B 108.5 . . ?
C7 N2 H2A 108.5 . . ?
C7 N2 H2B 108.5 . . ?
C7 N2 C1 115.1(3) . . ?
C8 N1 H1 118.4 . . ?
C12 N1 H1 118.4 . . ?
C12 N1 C8 123.3(4) . . ?
N2 C1 H1A 109.0 . . ?
N2 C1 C2 106.9(3) . . ?
C6 C1 N2 110.5(3) . . ?
C6 C1 H1A 109.0 . . ?
C6 C1 C2 112.4(3) . . ?
C2 C1 H1A 109.0 . . ?
N2 C7 H7A 109.4 . . ?
N2 C7 H7B 109.4 . . ?
N2 C7 C8 111.2(3) . . ?
H7A C7 H7B 108.0 . . ?
C8 C7 H7A 109.4 . . ?
C8 C7 H7B 109.4 . . ?
C8 C9 H9 120.2 . . ?
C8 C9 C10 119.7(4) . . ?
C10 C9 H9 120.2 . . ?
C1 C6 H6A 109.8 . . ?
C1 C6 H6B 109.8 . . ?
C1 C6 C5 109.2(4) . . ?
H6A C6 H6B 108.3 . . ?
C5 C6 H6A 109.8 . . ?
C5 C6 H6B 109.8 . . ?
C1 C2 H2C 109.5 . . ?
C1 C2 H2D 109.5 . . ?
H2C C2 H2D 108.1 . . ?
C3 C2 C1 110.8(4) . . ?
C3 C2 H2C 109.5 . . ?
C3 C2 H2D 109.5 . . ?
N1 C8 C7 117.8(4) . . ?
N1 C8 C9 118.0(4) . . ?
C9 C8 C7 124.2(4) . . ?
N1 C12 H12 119.8 . . ?
N1 C12 C11 120.3(4) . . ?
C11 C12 H12 119.8 . . ?
C12 C11 H11 120.7 . . ?
C12 C11 C10 118.5(4) . . ?
C10 C11 H11 120.7 . . ?
C9 C10 H10 119.9 . . ?
C11 C10 C9 120.2(4) . . ?
C11 C10 H10 119.9 . . ?
C2 C3 H3A 109.3 . . ?
C2 C3 H3B 109.3 . . ?
H3A C3 H3B 107.9 . . ?
C4 C3 C2 111.7(4) . . ?
C4 C3 H3A 109.3 . . ?
C4 C3 H3B 109.3 . . ?
C6 C5 H5A 109.2 . . ?
C6 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
C4 C5 C6 112.0(4) . . ?
C4 C5 H5A 109.2 . . ?
C4 C5 H5B 109.2 . . ?
C3 C4 C5 111.0(4) . . ?
C3 C4 H4A 109.4 . . ?
C3 C4 H4B 109.4 . . ?
C5 C4 H4A 109.4 . . ?
C5 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?

_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_1CP
_database_code_depnum_ccdc_archive 'CCDC 1839405'
_audit_update_record             
;
2018-04-25 deposited with the CCDC.
2018-09-28 downloaded from the CCDC.
;
_audit_creation_date             2017-10-26
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H18 Cl2 Cu N2'
_chemical_formula_sum            'C12 H18 Cl2 Cu N2'
_chemical_formula_weight         324.72
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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           7
_space_group_name_H-M_alt        'P 1 c 1'
_space_group_name_Hall           'P -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'

_cell_length_a                   21.2189(18)
_cell_length_b                   8.7496(8)
_cell_length_c                   7.2499(7)
_cell_angle_alpha                90
_cell_angle_beta                 94.387(4)
_cell_angle_gamma                90
_cell_volume                     1342.1(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9927
_cell_measurement_temperature    293
_cell_measurement_theta_max      28.348
_cell_measurement_theta_min      3.022
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.004
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5334
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1325 before and 0.0765 after correction.
The Ratio of minimum to maximum transmission is 0.7153.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.607
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             668
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_unetI/netI     0.0451
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            19793
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.243
_diffrn_reflns_theta_max         28.352
_diffrn_reflns_theta_min         3.021
_diffrn_ambient_temperature      298.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_source                   ?
_reflns_Friedel_coverage         0.997
_reflns_Friedel_fraction_full    0.988
_reflns_Friedel_fraction_max     0.989
_reflns_number_gt                6271
_reflns_number_total             6495
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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         5.568
_refine_diff_density_min         -1.633
_refine_diff_density_rms         0.228
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.14(4)
_refine_ls_extinction_coef       0.071(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         6495
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0929
_refine_ls_R_factor_gt           0.0913
_refine_ls_restrained_S_all      1.087
_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)+(0.1341P)²+12.0127P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2411
_refine_ls_wR_factor_ref         0.2424
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.86(4)
 0.14(4)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
3.a Riding coordinates:
 N1(H1), N4(H4)
3.b Ternary CH refined with riding coordinates:
 C1(H1A), C19(H19)
3.c Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B),
 C18(H18A,H18B), C20(H20A,H20B), C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B),
  C24(H24A,H24B)
3.d Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C11(H11), C12(H12), C14(H14), C15(H15), C16(H16), C17(H17)
;
_atom_sites_solution_hydrogens   mixed
_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
Cu02 Cu -0.68900(7) -0.07252(15) -0.80396(18) 0.0238(4) Uani 1 1 d . . . . .
Cl1 Cl -0.74684(16) 0.1280(4) -0.7113(5) 0.0302(7) Uani 1 1 d . . . . .
Cl2 Cl -0.62159(16) 0.0842(3) -0.9423(5) 0.0286(7) Uani 1 1 d . . . . .
N1 N -0.7464(5) -0.2375(12) -0.6949(14) 0.0207(18) Uani 1 1 d . . . . .
H1 H -0.7278 -0.2525 -0.5683 0.025 Uiso 1 1 d R . . . .
N2 N -0.6374(5) -0.2641(11) -0.8543(16) 0.023(2) Uani 1 1 d . . . . .
C1 C -0.8162(5) -0.2092(13) -0.6711(16) 0.021(2) Uani 1 1 d . . . . .
H1A H -0.8187 -0.1165 -0.5961 0.025 Uiso 1 1 calc R . . . .
C2 C -0.8449(7) -0.3392(16) -0.564(2) 0.033(3) Uani 1 1 d . . . . .
H2A H -0.8189 -0.3590 -0.4504 0.040 Uiso 1 1 calc R . . . .
H2B H -0.8467 -0.4318 -0.6376 0.040 Uiso 1 1 calc R . . . .
C3 C -0.9121(8) -0.292(2) -0.519(3) 0.047(4) Uani 1 1 d . . . . .
H3A H -0.9313 -0.3741 -0.4529 0.057 Uiso 1 1 calc R . . . .
H3B H -0.9097 -0.2025 -0.4392 0.057 Uiso 1 1 calc R . . . .
C4 C -0.9523(8) -0.256(3) -0.695(3) 0.055(5) Uani 1 1 d . . . . .
H4A H -0.9939 -0.2237 -0.6646 0.066 Uiso 1 1 calc R . . . .
H4B H -0.9574 -0.3485 -0.7695 0.066 Uiso 1 1 calc R . . . .
C5 C -0.9228(7) -0.132(2) -0.808(3) 0.046(4) Uani 1 1 d . . . . .
H5A H -0.9210 -0.0369 -0.7386 0.055 Uiso 1 1 calc R . . . .
H5B H -0.9485 -0.1154 -0.9225 0.055 Uiso 1 1 calc R . . . .
C6 C -0.8551(7) -0.1807(19) -0.850(2) 0.031(3) Uani 1 1 d . . . . .
H6A H -0.8570 -0.2729 -0.9249 0.038 Uiso 1 1 calc R . . . .
H6B H -0.8357 -0.1007 -0.9195 0.038 Uiso 1 1 calc R . . . .
C7 C -0.7347(7) -0.3805(16) -0.786(2) 0.030(3) Uani 1 1 d . . . . .
H7A H -0.7603 -0.3857 -0.9028 0.036 Uiso 1 1 calc R . . . .
H7B H -0.7467 -0.4650 -0.7096 0.036 Uiso 1 1 calc R . . . .
C8 C -0.6668(6) -0.3944(16) -0.8212(16) 0.024(2) Uani 1 1 d . . . . .
C9 C -0.6356(6) -0.5328(18) -0.830(2) 0.032(3) Uani 1 1 d . . . . .
H9 H -0.6566 -0.6242 -0.8113 0.038 Uiso 1 1 calc R . . . .
C10 C -0.5728(8) -0.5322(19) -0.867(2) 0.040(3) Uani 1 1 d . . . . .
H10 H -0.5510 -0.6243 -0.8699 0.048 Uiso 1 1 calc R . . . .
C11 C -0.5425(6) -0.4020(17) -0.898(2) 0.033(3) Uani 1 1 d . . . . .
H11 H -0.4999 -0.4016 -0.9194 0.040 Uiso 1 1 calc R . . . .
C12 C -0.5776(6) -0.2648(17) -0.896(2) 0.032(3) Uani 1 1 d . . . . .
H12 H -0.5585 -0.1732 -0.9257 0.038 Uiso 1 1 calc R . . . .
Cu01 Cu -0.31465(7) -0.42648(16) -0.43767(18) 0.0240(4) Uani 1 1 d . . . . .
Cl3 Cl -0.38210(15) -0.5784(3) -0.6149(4) 0.0268(6) Uani 1 1 d . . . . .
Cl4 Cl -0.25570(16) -0.6277(4) -0.3265(5) 0.0310(7) Uani 1 1 d . . . . .
N3 N -0.3655(5) -0.2347(12) -0.5058(15) 0.024(2) Uani 1 1 d . . . . .
N4 N -0.2538(4) -0.2609(11) -0.3065(14) 0.0183(18) Uani 1 1 d . . . . .
H4 H -0.2720 -0.2440 -0.1880 0.022 Uiso 1 1 d R . . . .
C13 C -0.3353(7) -0.1028(16) -0.4732(17) 0.024(2) Uani 1 1 d . . . . .
C14 C -0.3644(7) 0.0388(16) -0.494(2) 0.030(3) Uani 1 1 d . . . . .
H14 H -0.3416 0.1284 -0.4712 0.036 Uiso 1 1 calc R . . . .
C15 C -0.4283(7) 0.0437(18) -0.550(2) 0.032(3) Uani 1 1 d . . . . .
H15 H -0.4498 0.1359 -0.5670 0.039 Uiso 1 1 calc R . . . .
C16 C -0.4584(8) -0.094(2) -0.580(3) 0.041(4) Uani 1 1 d . . . . .
H16 H -0.5015 -0.0940 -0.6162 0.050 Uiso 1 1 calc R . . . .
C17 C -0.4276(7) -0.2307(18) -0.559(2) 0.035(3) Uani 1 1 d . . . . .
H17 H -0.4497 -0.3214 -0.5811 0.042 Uiso 1 1 calc R . . . .
C18 C -0.2667(7) -0.1154(19) -0.407(2) 0.032(3) Uani 1 1 d . . . . .
H18A H -0.2410 -0.1100 -0.5116 0.039 Uiso 1 1 calc R . . . .
H18B H -0.2551 -0.0303 -0.3252 0.039 Uiso 1 1 calc R . . . .
C19 C -0.1867(5) -0.2908(14) -0.2521(15) 0.021(2) Uani 1 1 d . . . . .
H19 H -0.1849 -0.3829 -0.1750 0.025 Uiso 1 1 calc R . . . .
C20 C -0.1470(7) -0.323(2) -0.417(2) 0.034(3) Uani 1 1 d . . . . .
H20A H -0.1667 -0.4034 -0.4932 0.041 Uiso 1 1 calc R . . . .
H20B H -0.1446 -0.2319 -0.4918 0.041 Uiso 1 1 calc R . . . .
C21 C -0.0805(7) -0.373(2) -0.343(3) 0.044(4) Uani 1 1 d . . . . .
H21A H -0.0554 -0.3948 -0.4461 0.053 Uiso 1 1 calc R . . . .
H21B H -0.0831 -0.4649 -0.2701 0.053 Uiso 1 1 calc R . . . .
C22 C -0.0478(8) -0.245(3) -0.222(3) 0.055(5) Uani 1 1 d . . . . .
H22A H -0.0425 -0.1542 -0.2960 0.066 Uiso 1 1 calc R . . . .
H22B H -0.0064 -0.2789 -0.1726 0.066 Uiso 1 1 calc R . . . .
C23 C -0.0895(7) -0.207(2) -0.061(3) 0.045(4) Uani 1 1 d . . . . .
H23A H -0.0917 -0.2960 0.0189 0.053 Uiso 1 1 calc R . . . .
H23B H -0.0704 -0.1243 0.0126 0.053 Uiso 1 1 calc R . . . .
C24 C -0.1560(7) -0.1619(17) -0.134(2) 0.034(3) Uani 1 1 d . . . . .
H24A H -0.1541 -0.0700 -0.2085 0.041 Uiso 1 1 calc R . . . .
H24B H -0.1813 -0.1401 -0.0316 0.041 Uiso 1 1 calc R . . . .


_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
Cu02 Cl1 2.272(3) . ?
Cu02 Cl2 2.270(3) . ?
Cu02 N1 2.084(10) . ?
Cu02 N2 2.049(10) . ?
N1 H1 0.9799 . ?
N1 C1 1.523(15) . ?
N1 C7 1.447(17) . ?
N2 C8 1.330(17) . ?
N2 C12 1.328(16) . ?
C1 H1A 0.9800 . ?
C1 C2 1.530(17) . ?
C1 C6 1.506(18) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.54(2) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.52(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.52(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.55(2) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.49(2) . ?
C8 C9 1.38(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.38(2) . ?
C10 H10 0.9300 . ?
C10 C11 1.33(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.413(19) . ?
C12 H12 0.9300 . ?
Cu01 Cl3 2.277(3) . ?
Cu01 Cl4 2.272(3) . ?
Cu01 N3 2.035(11) . ?
Cu01 N4 2.118(9) . ?
N3 C13 1.332(18) . ?
N3 C17 1.345(17) . ?
N4 H4 0.9800 . ?
N4 C18 1.481(18) . ?
N4 C19 1.471(14) . ?
C13 C14 1.388(18) . ?
C13 C18 1.504(19) . ?
C14 H14 0.9300 . ?
C14 C15 1.39(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.37(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.37(2) . ?
C17 H17 0.9300 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19 0.9800 . ?
C19 C20 1.538(18) . ?
C19 C24 1.530(16) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.53(2) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.55(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.55(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.52(2) . ?
C24 H24A 0.9700 . ?
C24 H24B 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
Cl2 Cu02 Cl1 92.13(13) . . ?
N1 Cu02 Cl1 94.5(3) . . ?
N1 Cu02 Cl2 173.2(3) . . ?
N2 Cu02 Cl1 172.7(3) . . ?
N2 Cu02 Cl2 93.0(3) . . ?
N2 Cu02 N1 80.6(4) . . ?
Cu02 N1 H1 104.0 . . ?
C1 N1 Cu02 122.1(7) . . ?
C1 N1 H1 104.0 . . ?
C7 N1 Cu02 107.4(8) . . ?
C7 N1 H1 104.0 . . ?
C7 N1 C1 113.3(10) . . ?
C8 N2 Cu02 113.9(9) . . ?
C12 N2 Cu02 125.3(9) . . ?
C12 N2 C8 120.4(12) . . ?
N1 C1 H1A 107.0 . . ?
N1 C1 C2 111.4(10) . . ?
C2 C1 H1A 107.0 . . ?
C6 C1 N1 113.7(10) . . ?
C6 C1 H1A 107.0 . . ?
C6 C1 C2 110.4(11) . . ?
C1 C2 H2A 110.0 . . ?
C1 C2 H2B 110.0 . . ?
C1 C2 C3 108.6(12) . . ?
H2A C2 H2B 108.4 . . ?
C3 C2 H2A 110.0 . . ?
C3 C2 H2B 110.0 . . ?
C2 C3 H3A 109.6 . . ?
C2 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
C4 C3 C2 110.2(15) . . ?
C4 C3 H3A 109.6 . . ?
C4 C3 H3B 109.6 . . ?
C3 C4 H4A 109.3 . . ?
C3 C4 H4B 109.3 . . ?
C3 C4 C5 111.8(15) . . ?
H4A C4 H4B 107.9 . . ?
C5 C4 H4A 109.3 . . ?
C5 C4 H4B 109.3 . . ?
C4 C5 H5A 109.8 . . ?
C4 C5 H5B 109.8 . . ?
C4 C5 C6 109.5(15) . . ?
H5A C5 H5B 108.2 . . ?
C6 C5 H5A 109.8 . . ?
C6 C5 H5B 109.8 . . ?
C1 C6 C5 109.1(12) . . ?
C1 C6 H6A 109.9 . . ?
C1 C6 H6B 109.9 . . ?
C5 C6 H6A 109.9 . . ?
C5 C6 H6B 109.9 . . ?
H6A C6 H6B 108.3 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
N1 C7 C8 110.6(11) . . ?
H7A C7 H7B 108.1 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
N2 C8 C7 115.7(12) . . ?
N2 C8 C9 120.7(12) . . ?
C9 C8 C7 123.5(13) . . ?
C8 C9 H9 120.7 . . ?
C10 C9 C8 118.5(14) . . ?
C10 C9 H9 120.7 . . ?
C9 C10 H10 119.3 . . ?
C11 C10 C9 121.3(15) . . ?
C11 C10 H10 119.3 . . ?
C10 C11 H11 121.2 . . ?
C10 C11 C12 117.6(13) . . ?
C12 C11 H11 121.2 . . ?
N2 C12 C11 121.3(13) . . ?
N2 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
Cl4 Cu01 Cl3 93.04(13) . . ?
N3 Cu01 Cl3 92.6(3) . . ?
N3 Cu01 Cl4 173.0(3) . . ?
N3 Cu01 N4 80.7(4) . . ?
N4 Cu01 Cl3 171.2(3) . . ?
N4 Cu01 Cl4 94.0(3) . . ?
C13 N3 Cu01 115.6(9) . . ?
C13 N3 C17 118.3(12) . . ?
C17 N3 Cu01 125.5(10) . . ?
Cu01 N4 H4 103.3 . . ?
C18 N4 Cu01 106.5(8) . . ?
C18 N4 H4 103.3 . . ?
C19 N4 Cu01 122.9(7) . . ?
C19 N4 H4 103.3 . . ?
C19 N4 C18 115.0(10) . . ?
N3 C13 C14 123.4(13) . . ?
N3 C13 C18 115.7(12) . . ?
C14 C13 C18 120.8(13) . . ?
C13 C14 H14 120.8 . . ?
C15 C14 C13 118.5(14) . . ?
C15 C14 H14 120.8 . . ?
C14 C15 H15 121.5 . . ?
C16 C15 C14 116.9(14) . . ?
C16 C15 H15 121.5 . . ?
C15 C16 H16 118.8 . . ?
C17 C16 C15 122.5(15) . . ?
C17 C16 H16 118.8 . . ?
N3 C17 C16 120.3(14) . . ?
N3 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
N4 C18 C13 111.0(12) . . ?
N4 C18 H18A 109.4 . . ?
N4 C18 H18B 109.4 . . ?
C13 C18 H18A 109.4 . . ?
C13 C18 H18B 109.4 . . ?
H18A C18 H18B 108.0 . . ?
N4 C19 H19 107.0 . . ?
N4 C19 C20 113.6(9) . . ?
N4 C19 C24 112.4(10) . . ?
C20 C19 H19 107.0 . . ?
C24 C19 H19 107.0 . . ?
C24 C19 C20 109.5(11) . . ?
C19 C20 H20A 109.9 . . ?
C19 C20 H20B 109.9 . . ?
H20A C20 H20B 108.3 . . ?
C21 C20 C19 109.0(12) . . ?
C21 C20 H20A 109.9 . . ?
C21 C20 H20B 109.9 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 C22 110.7(15) . . ?
H21A C21 H21B 108.1 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
C21 C22 H22A 109.9 . . ?
C21 C22 H22B 109.9 . . ?
C21 C22 C23 108.9(13) . . ?
H22A C22 H22B 108.3 . . ?
C23 C22 H22A 109.9 . . ?
C23 C22 H22B 109.9 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 108.0 . . ?
C24 C23 C22 110.9(15) . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
C19 C24 H24A 109.6 . . ?
C19 C24 H24B 109.6 . . ?
C23 C24 C19 110.3(12) . . ?
C23 C24 H24A 109.6 . . ?
C23 C24 H24B 109.6 . . ?
H24A C24 H24B 108.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu02 N1 C1 C2 -172.0(9) . . . . ?
Cu02 N1 C1 C6 62.5(13) . . . . ?
Cu02 N1 C7 C8 36.8(13) . . . . ?
Cu02 N2 C8 C7 10.3(14) . . . . ?
Cu02 N2 C8 C9 -173.2(10) . . . . ?
Cu02 N2 C12 C11 169.0(11) . . . . ?
N1 C1 C2 C3 171.3(12) . . . . ?
N1 C1 C6 C5 -172.4(12) . . . . ?
N1 C7 C8 N2 -32.4(16) . . . . ?
N1 C7 C8 C9 151.1(13) . . . . ?
N2 C8 C9 C10 2(2) . . . . ?
C1 N1 C7 C8 174.6(10) . . . . ?
C1 C2 C3 C4 58(2) . . . . ?
C2 C1 C6 C5 61.5(16) . . . . ?
C2 C3 C4 C5 -57(2) . . . . ?
C3 C4 C5 C6 57(2) . . . . ?
C4 C5 C6 C1 -58.2(19) . . . . ?
C6 C1 C2 C3 -61.3(16) . . . . ?
C7 N1 C1 C2 57.1(14) . . . . ?
C7 N1 C1 C6 -68.4(14) . . . . ?
C7 C8 C9 C10 178.7(14) . . . . ?
C8 N2 C12 C11 -3(2) . . . . ?
C8 C9 C10 C11 -2(3) . . . . ?
C9 C10 C11 C12 -2(3) . . . . ?
C10 C11 C12 N2 4(2) . . . . ?
C12 N2 C8 C7 -176.5(12) . . . . ?
C12 N2 C8 C9 0.1(19) . . . . ?
Cu01 N3 C13 C14 -173.6(11) . . . . ?
Cu01 N3 C13 C18 5.1(15) . . . . ?
Cu01 N3 C17 C16 172.2(12) . . . . ?
Cu01 N4 C18 C13 34.3(13) . . . . ?
Cu01 N4 C19 C20 63.7(13) . . . . ?
Cu01 N4 C19 C24 -171.3(9) . . . . ?
N3 C13 C14 C15 1(2) . . . . ?
N3 C13 C18 N4 -27.6(17) . . . . ?
N4 C19 C20 C21 -172.8(12) . . . . ?
N4 C19 C24 C23 172.5(12) . . . . ?
C13 N3 C17 C16 1(2) . . . . ?
C13 C14 C15 C16 0(2) . . . . ?
C14 C13 C18 N4 151.1(13) . . . . ?
C14 C15 C16 C17 -1(3) . . . . ?
C15 C16 C17 N3 0(3) . . . . ?
C17 N3 C13 C14 -1(2) . . . . ?
C17 N3 C13 C18 177.5(13) . . . . ?
C18 N4 C19 C20 -68.8(14) . . . . ?
C18 N4 C19 C24 56.2(14) . . . . ?
C18 C13 C14 C15 -178.0(13) . . . . ?
C19 N4 C18 C13 174.2(10) . . . . ?
C19 C20 C21 C22 -60.1(19) . . . . ?
C20 C19 C24 C23 -60.2(16) . . . . ?
C20 C21 C22 C23 58(2) . . . . ?
C21 C22 C23 C24 -56(2) . . . . ?
C22 C23 C24 C19 58.5(19) . . . . ?
C24 C19 C20 C21 60.6(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.86(4)
2 0.14(4)

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

data_1ppMeCN
_database_code_depnum_ccdc_archive 'CCDC 1839407'
_audit_update_record             
;
2018-04-25 deposited with the CCDC.
2018-09-28 downloaded from the CCDC.
;
_audit_creation_date             2017-11-29
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H36 Cl4 Cu2 N4, C2 H3 N'
_chemical_formula_sum            'C26 H38 Cl4 Cu2 N5'
_chemical_formula_weight         689.49
_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'
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                   12.1550(8)
_cell_length_b                   13.1686(9)
_cell_length_c                   20.0070(13)
_cell_angle_alpha                90
_cell_angle_beta                 93.363(2)
_cell_angle_gamma                90
_cell_volume                     3196.9(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9946
_cell_measurement_temperature    298
_cell_measurement_theta_max      28.319
_cell_measurement_theta_min      3.127
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.688
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.4739
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1167 before and 0.0620 after correction.
The Ratio of minimum to maximum transmission is 0.6355.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1420
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            24469
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        25.243
_diffrn_reflns_theta_max         28.319
_diffrn_reflns_theta_min         3.127
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71076
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5594
_reflns_number_total             7693
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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         1.173
_refine_diff_density_min         -0.599
_refine_diff_density_rms         0.101
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.195
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     335
_refine_ls_number_reflns         7693
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0942
_refine_ls_R_factor_gt           0.0684
_refine_ls_restrained_S_all      1.195
_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)+15.7161P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1399
_refine_ls_wR_factor_ref         0.1521
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 N3(H3), N2(H2), C7(H7), C19(H19)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C18(H18A,H18B), C20(H20A,H20B), C24(H24A,H24B), C8(H8A,H8B),
 C12(H12A,H12B), C21(H21A,H21B), C23(H23A,H23B), C9(H9A,H9B), C22(H22A,H22B),
 C11(H11A,H11B), C10(H10A,H10B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C13(H13), C4(H4), C2(H2A), C3(H3A), C14(H14), C16(H16), C15(H15)
2.d Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C)
;
_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
Cu1 Cu 0.78985(5) 0.23354(5) 0.68764(3) 0.03065(15) Uani 1 1 d . . . . .
Cu2 Cu 0.53169(5) 0.27069(5) 0.62549(3) 0.03112(15) Uani 1 1 d . . . . .
Cl2 Cl 0.60496(10) 0.12147(9) 0.66650(6) 0.0360(3) Uani 1 1 d . . . . .
Cl4 Cl 0.72518(11) 0.38589(9) 0.64835(6) 0.0387(3) Uani 1 1 d . . . . .
Cl3 Cl 0.75725(11) 0.27516(11) 0.79492(6) 0.0412(3) Uani 1 1 d . . . . .
Cl1 Cl 0.56063(14) 0.22657(12) 0.51972(6) 0.0548(4) Uani 1 1 d . . . . .
N3 N 0.5009(3) 0.3135(3) 0.72036(19) 0.0298(8) Uani 1 1 d . . . . .
H3 H 0.5706 0.3042 0.7468 0.036 Uiso 1 1 calc R . . . .
N2 N 0.8245(3) 0.1920(3) 0.5924(2) 0.0359(9) Uani 1 1 d . . . . .
H2 H 0.7544 0.1958 0.5658 0.043 Uiso 1 1 calc R . . . .
N4 N 0.4430(3) 0.3950(3) 0.6017(2) 0.0341(9) Uani 1 1 d . . . . .
N1 N 0.8850(3) 0.1135(3) 0.7125(2) 0.0379(10) Uani 1 1 d . . . . .
C5 C 0.4275(4) 0.4561(4) 0.6537(3) 0.0367(11) Uani 1 1 d . . . . .
C6 C 0.4802(5) 0.4234(4) 0.7199(2) 0.0409(12) Uani 1 1 d . . . . .
H6A H 0.5493 0.4594 0.7283 0.049 Uiso 1 1 calc R . . . .
H6B H 0.4322 0.4405 0.7553 0.049 Uiso 1 1 calc R . . . .
C18 C 0.8544(6) 0.0841(5) 0.5947(3) 0.0515(15) Uani 1 1 d . . . . .
H18A H 0.9033 0.0694 0.5593 0.062 Uiso 1 1 calc R . . . .
H18B H 0.7884 0.0433 0.5869 0.062 Uiso 1 1 calc R . . . .
C1 C 0.4017(4) 0.4228(5) 0.5408(3) 0.0439(13) Uani 1 1 d . . . . .
H1 H 0.4116 0.3803 0.5046 0.053 Uiso 1 1 calc R . . . .
C7 C 0.4181(4) 0.2493(5) 0.7539(2) 0.0426(13) Uani 1 1 d . . . . .
H7 H 0.4429 0.1788 0.7508 0.051 Uiso 1 1 calc R . . . .
C17 C 0.9099(5) 0.0560(4) 0.6608(3) 0.0466(13) Uani 1 1 d . . . . .
C13 C 0.9271(5) 0.0900(5) 0.7739(3) 0.0527(15) Uani 1 1 d . . . . .
H13 H 0.9080 0.1293 0.8101 0.063 Uiso 1 1 calc R . . . .
C19 C 0.9020(4) 0.2604(4) 0.5584(2) 0.0415(12) Uani 1 1 d . . . . .
H19 H 0.8678 0.3278 0.5575 0.050 Uiso 1 1 calc R . . . .
C4 C 0.3691(5) 0.5461(4) 0.6465(3) 0.0498(14) Uani 1 1 d . . . . .
H4 H 0.3572 0.5866 0.6835 0.060 Uiso 1 1 calc R . . . .
C20 C 0.9140(5) 0.2319(5) 0.4874(2) 0.0496(14) Uani 1 1 d . . . . .
H20A H 0.8420 0.2296 0.4638 0.060 Uiso 1 1 calc R . . . .
H20B H 0.9469 0.1650 0.4852 0.060 Uiso 1 1 calc R . . . .
C24 C 1.0113(5) 0.2718(5) 0.5978(3) 0.0535(15) Uani 1 1 d . . . . .
H24A H 1.0487 0.2068 0.6004 0.064 Uiso 1 1 calc R . . . .
H24B H 0.9987 0.2935 0.6431 0.064 Uiso 1 1 calc R . . . .
C2 C 0.3451(5) 0.5123(5) 0.5305(3) 0.0572(17) Uani 1 1 d . . . . .
H2A H 0.3179 0.5305 0.4877 0.069 Uiso 1 1 calc R . . . .
C8 C 0.4138(5) 0.2733(6) 0.8282(3) 0.0579(17) Uani 1 1 d . . . . .
H8A H 0.3895 0.3428 0.8339 0.069 Uiso 1 1 calc R . . . .
H8B H 0.4868 0.2664 0.8500 0.069 Uiso 1 1 calc R . . . .
C3 C 0.3294(5) 0.5742(5) 0.5839(4) 0.0600(17) Uani 1 1 d . . . . .
H3A H 0.2918 0.6353 0.5777 0.072 Uiso 1 1 calc R . . . .
C12 C 0.3054(5) 0.2547(6) 0.7179(3) 0.065(2) Uani 1 1 d . . . . .
H12A H 0.3108 0.2368 0.6712 0.078 Uiso 1 1 calc R . . . .
H12B H 0.2770 0.3234 0.7199 0.078 Uiso 1 1 calc R . . . .
C14 C 0.9974(6) 0.0099(6) 0.7850(4) 0.079(2) Uani 1 1 d . . . . .
H14 H 1.0258 -0.0047 0.8281 0.094 Uiso 1 1 calc R . . . .
C21 C 0.9880(6) 0.3109(7) 0.4534(3) 0.076(2) Uani 1 1 d . . . . .
H21A H 1.0009 0.2882 0.4084 0.091 Uiso 1 1 calc R . . . .
H21B H 0.9497 0.3754 0.4501 0.091 Uiso 1 1 calc R . . . .
C16 C 0.9801(7) -0.0259(6) 0.6698(4) 0.074(2) Uani 1 1 d . . . . .
H16 H 0.9967 -0.0660 0.6335 0.089 Uiso 1 1 calc R . . . .
C15 C 1.0254(7) -0.0481(7) 0.7327(5) 0.091(3) Uani 1 1 d . . . . .
H15 H 1.0743 -0.1019 0.7392 0.109 Uiso 1 1 calc R . . . .
C23 C 1.0836(7) 0.3494(7) 0.5647(4) 0.084(3) Uani 1 1 d . . . . .
H23A H 1.0510 0.4163 0.5683 0.101 Uiso 1 1 calc R . . . .
H23B H 1.1556 0.3509 0.5884 0.101 Uiso 1 1 calc R . . . .
C9 C 0.3338(6) 0.2003(7) 0.8603(3) 0.080(2) Uani 1 1 d . . . . .
H9A H 0.3626 0.1316 0.8587 0.095 Uiso 1 1 calc R . . . .
H9B H 0.3278 0.2185 0.9069 0.095 Uiso 1 1 calc R . . . .
C22 C 1.0973(6) 0.3255(8) 0.4920(4) 0.087(3) Uani 1 1 d . . . . .
H22A H 1.1370 0.3805 0.4719 0.105 Uiso 1 1 calc R . . . .
H22B H 1.1409 0.2642 0.4888 0.105 Uiso 1 1 calc R . . . .
C11 C 0.2266(6) 0.1811(9) 0.7507(4) 0.099(3) Uani 1 1 d . . . . .
H11A H 0.1534 0.1873 0.7290 0.118 Uiso 1 1 calc R . . . .
H11B H 0.2515 0.1119 0.7449 0.118 Uiso 1 1 calc R . . . .
C10 C 0.2218(7) 0.2039(9) 0.8246(4) 0.106(4) Uani 1 1 d . . . . .
H10A H 0.1901 0.2707 0.8301 0.127 Uiso 1 1 calc R . . . .
H10B H 0.1742 0.1548 0.8446 0.127 Uiso 1 1 calc R . . . .
C26 C 0.2572(11) 0.0258(9) 0.5688(6) 0.109(4) Uani 1 1 d . . . . .
N5 N 0.1717(10) 0.0518(10) 0.5531(6) 0.160(5) Uani 1 1 d . . . . .
C25 C 0.3627(9) -0.0130(8) 0.5892(6) 0.125(4) Uani 1 1 d . . . . .
H25A H 0.3594 -0.0858 0.5915 0.188 Uiso 1 1 calc GR . . . .
H25B H 0.3853 0.0137 0.6325 0.188 Uiso 1 1 calc GR . . . .
H25C H 0.4149 0.0067 0.5574 0.188 Uiso 1 1 calc GR . . . .


_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 Cl2 2.7010(14) . ?
Cu1 Cl4 2.2778(14) . ?
Cu1 Cl3 2.2724(13) . ?
Cu1 N2 2.049(4) . ?
Cu1 N1 2.004(4) . ?
Cu2 Cl2 2.2896(13) . ?
Cu2 Cl1 2.2419(14) . ?
Cu2 N3 2.036(4) . ?
Cu2 N4 2.002(4) . ?
N3 H3 0.9800 . ?
N3 C6 1.469(6) . ?
N3 C7 1.502(6) . ?
N2 H2 0.9800 . ?
N2 C18 1.467(7) . ?
N2 C19 1.495(7) . ?
N4 C5 1.337(6) . ?
N4 C1 1.341(6) . ?
N1 C17 1.331(7) . ?
N1 C13 1.340(7) . ?
C5 C6 1.500(7) . ?
C5 C4 1.384(7) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C17 1.495(8) . ?
C1 H1 0.9300 . ?
C1 C2 1.374(8) . ?
C7 H7 0.9800 . ?
C7 C8 1.523(7) . ?
C7 C12 1.512(8) . ?
C17 C16 1.380(8) . ?
C13 H13 0.9300 . ?
C13 C14 1.367(9) . ?
C19 H19 0.9800 . ?
C19 C20 1.485(7) . ?
C19 C24 1.513(8) . ?
C4 H4 0.9300 . ?
C4 C3 1.366(9) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.557(9) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C23 1.524(9) . ?
C2 H2A 0.9300 . ?
C2 C3 1.367(9) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.535(10) . ?
C3 H3A 0.9300 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C11 1.537(9) . ?
C14 H14 0.9300 . ?
C14 C15 1.354(12) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.508(10) . ?
C16 H16 0.9300 . ?
C16 C15 1.375(11) . ?
C15 H15 0.9300 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C22 1.508(10) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.501(10) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C10 1.512(11) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C26 N5 1.122(13) . ?
C26 C25 1.418(14) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?

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
Cl4 Cu1 Cl2 99.21(5) . . ?
Cl3 Cu1 Cl2 95.17(5) . . ?
Cl3 Cu1 Cl4 92.17(5) . . ?
N2 Cu1 Cl2 85.60(13) . . ?
N2 Cu1 Cl4 89.99(12) . . ?
N2 Cu1 Cl3 177.56(13) . . ?
N1 Cu1 Cl2 94.04(13) . . ?
N1 Cu1 Cl4 164.34(13) . . ?
N1 Cu1 Cl3 94.94(13) . . ?
N1 Cu1 N2 82.70(17) . . ?
Cl1 Cu2 Cl2 92.09(5) . . ?
N3 Cu2 Cl2 89.56(11) . . ?
N3 Cu2 Cl1 178.08(12) . . ?
N4 Cu2 Cl2 168.41(12) . . ?
N4 Cu2 Cl1 95.73(12) . . ?
N4 Cu2 N3 82.49(16) . . ?
Cu2 Cl2 Cu1 83.67(4) . . ?
Cu2 N3 H3 105.6 . . ?
C6 N3 Cu2 107.9(3) . . ?
C6 N3 H3 105.6 . . ?
C6 N3 C7 116.0(4) . . ?
C7 N3 Cu2 115.2(3) . . ?
C7 N3 H3 105.6 . . ?
Cu1 N2 H2 105.8 . . ?
C18 N2 Cu1 107.1(3) . . ?
C18 N2 H2 105.8 . . ?
C18 N2 C19 115.9(4) . . ?
C19 N2 Cu1 115.6(3) . . ?
C19 N2 H2 105.8 . . ?
C5 N4 Cu2 114.0(3) . . ?
C5 N4 C1 118.7(5) . . ?
C1 N4 Cu2 127.4(4) . . ?
C17 N1 Cu1 114.2(4) . . ?
C17 N1 C13 119.3(5) . . ?
C13 N1 Cu1 126.4(4) . . ?
N4 C5 C6 116.2(4) . . ?
N4 C5 C4 122.0(5) . . ?
C4 C5 C6 121.8(5) . . ?
N3 C6 C5 110.7(4) . . ?
N3 C6 H6A 109.5 . . ?
N3 C6 H6B 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?
N2 C18 H18A 109.3 . . ?
N2 C18 H18B 109.3 . . ?
N2 C18 C17 111.4(5) . . ?
H18A C18 H18B 108.0 . . ?
C17 C18 H18A 109.3 . . ?
C17 C18 H18B 109.3 . . ?
N4 C1 H1 119.0 . . ?
N4 C1 C2 121.9(6) . . ?
C2 C1 H1 119.0 . . ?
N3 C7 H7 106.7 . . ?
N3 C7 C8 112.4(5) . . ?
N3 C7 C12 111.9(4) . . ?
C8 C7 H7 106.7 . . ?
C12 C7 H7 106.7 . . ?
C12 C7 C8 112.0(5) . . ?
N1 C17 C18 115.8(5) . . ?
N1 C17 C16 120.6(6) . . ?
C16 C17 C18 123.5(6) . . ?
N1 C13 H13 119.1 . . ?
N1 C13 C14 121.9(7) . . ?
C14 C13 H13 119.1 . . ?
N2 C19 H19 106.1 . . ?
N2 C19 C24 112.3(4) . . ?
C20 C19 N2 112.6(5) . . ?
C20 C19 H19 106.1 . . ?
C20 C19 C24 113.0(5) . . ?
C24 C19 H19 106.1 . . ?
C5 C4 H4 120.7 . . ?
C3 C4 C5 118.6(6) . . ?
C3 C4 H4 120.7 . . ?
C19 C20 H20A 109.7 . . ?
C19 C20 H20B 109.7 . . ?
C19 C20 C21 109.9(5) . . ?
H20A C20 H20B 108.2 . . ?
C21 C20 H20A 109.7 . . ?
C21 C20 H20B 109.7 . . ?
C19 C24 H24A 109.5 . . ?
C19 C24 H24B 109.5 . . ?
C19 C24 C23 110.6(5) . . ?
H24A C24 H24B 108.1 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C1 C2 H2A 120.5 . . ?
C3 C2 C1 119.0(6) . . ?
C3 C2 H2A 120.5 . . ?
C7 C8 H8A 109.7 . . ?
C7 C8 H8B 109.7 . . ?
C7 C8 C9 109.7(6) . . ?
H8A C8 H8B 108.2 . . ?
C9 C8 H8A 109.7 . . ?
C9 C8 H8B 109.7 . . ?
C4 C3 C2 119.9(6) . . ?
C4 C3 H3A 120.1 . . ?
C2 C3 H3A 120.1 . . ?
C7 C12 H12A 109.7 . . ?
C7 C12 H12B 109.7 . . ?
C7 C12 C11 109.7(6) . . ?
H12A C12 H12B 108.2 . . ?
C11 C12 H12A 109.7 . . ?
C11 C12 H12B 109.7 . . ?
C13 C14 H14 120.3 . . ?
C15 C14 C13 119.5(7) . . ?
C15 C14 H14 120.3 . . ?
C20 C21 H21A 109.2 . . ?
C20 C21 H21B 109.2 . . ?
H21A C21 H21B 107.9 . . ?
C22 C21 C20 112.1(6) . . ?
C22 C21 H21A 109.2 . . ?
C22 C21 H21B 109.2 . . ?
C17 C16 H16 120.1 . . ?
C15 C16 C17 119.8(7) . . ?
C15 C16 H16 120.1 . . ?
C14 C15 C16 118.9(7) . . ?
C14 C15 H15 120.6 . . ?
C16 C15 H15 120.6 . . ?
C24 C23 H23A 109.2 . . ?
C24 C23 H23B 109.2 . . ?
H23A C23 H23B 107.9 . . ?
C22 C23 C24 112.2(7) . . ?
C22 C23 H23A 109.2 . . ?
C22 C23 H23B 109.2 . . ?
C8 C9 H9A 109.4 . . ?
C8 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
C10 C9 C8 111.1(6) . . ?
C10 C9 H9A 109.4 . . ?
C10 C9 H9B 109.4 . . ?
C21 C22 C23 112.1(6) . . ?
C21 C22 H22A 109.2 . . ?
C21 C22 H22B 109.2 . . ?
C23 C22 H22A 109.2 . . ?
C23 C22 H22B 109.2 . . ?
H22A C22 H22B 107.9 . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
C10 C11 C12 110.7(7) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C9 C10 C11 111.9(7) . . ?
C9 C10 H10A 109.2 . . ?
C9 C10 H10B 109.2 . . ?
C11 C10 H10A 109.2 . . ?
C11 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
N5 C26 C25 176.6(16) . . ?
C26 C25 H25A 109.5 . . ?
C26 C25 H25B 109.5 . . ?
C26 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
