# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_D-1
_database_code_depnum_ccdc_archive 'CCDC 2269485'
loop_
_audit_author_name
_audit_author_address
'Xi-Li Li'
;zhengzhou University of Light Industry
China
;
_audit_update_record             
;
2023-08-06 deposited with the CCDC.	2023-08-16 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         'C21 H29 Cu N5 O2, 2(Cl O4)'
_chemical_formula_sum            'C21 H29 Cl2 Cu N5 O10'
_chemical_formula_weight         645.93

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'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.3721(2)
_cell_length_b                   12.2081(3)
_cell_length_c                   21.1481(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2677.85(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2528
_cell_measurement_theta_min      3.2112
_cell_measurement_theta_max      26.3137

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.602
_exptl_crystal_F_000             1332
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.27
_exptl_absorpt_coefficient_mu    1.078
_shelx_estimated_absorpt_T_min   0.97008
_shelx_estimated_absorpt_T_max   1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.693
_exptl_absorpt_correction_T_max  0.747
_exptl_absorpt_process_details   'SADABS; Bruker, 2012'
_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  'PHOTON 100 CMOS detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7278
_diffrn_reflns_av_unetI/netI     0.0598
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.218
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_point_group_measured_fraction_full 0.957
_reflns_number_total             5006
_reflns_number_gt                3938
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.684
_reflns_Friedel_fraction_max     0.890
_reflns_Friedel_fraction_full    0.904

_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       'APEX2 (Bruker, 2013)'
_computing_cell_refinement       APEX2
_computing_data_reduction        APEX2
_computing_structure_solution    'SHELXS (Bruker, 2000)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_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)+(0.0853P)²+0.5419P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1272 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.002(12)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         5006
_refine_ls_number_parameters     365
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0621
_refine_ls_wR_factor_ref         0.1639
_refine_ls_wR_factor_gt          0.1527
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.095
_refine_ls_shift/su_max          0.010
_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 -0.1702(8) -0.3148(7) 0.9452(4) 0.044(2) Uani 1 1 d . . . . .
H1 H -0.1380 -0.3565 0.9119 0.052 Uiso 1 1 calc R U . . .
C2 C -0.2613(8) -0.3591(7) 0.9839(4) 0.0427(19) Uani 1 1 d . . . . .
H2 H -0.2865 -0.4314 0.9777 0.051 Uiso 1 1 calc R U . . .
C3 C -0.2708(7) -0.1999(7) 1.0381(4) 0.0408(19) Uani 1 1 d . . . . .
H3 H -0.3066 -0.1568 1.0699 0.049 Uiso 1 1 calc R U . . .
C4 C -0.1747(7) -0.1554(6) 1.0014(4) 0.0339(17) Uani 1 1 d . . . . .
C5 C -0.1200(6) -0.0467(6) 1.0116(4) 0.0333(17) Uani 1 1 d . . . . .
C6 C -0.1345(8) 0.0150(7) 1.0653(4) 0.044(2) Uani 1 1 d . . . . .
H6 H -0.1898 -0.0083 1.0972 0.053 Uiso 1 1 calc R U . . .
C7 C -0.0657(8) 0.1134(7) 1.0720(4) 0.0432(18) Uani 1 1 d . . . . .
C8 C 0.0069(8) 0.1497(5) 1.0222(3) 0.0373(16) Uani 1 1 d . . . . .
C9 C 0.0168(7) 0.0857(5) 0.9687(3) 0.0331(15) Uani 1 1 d . . . . .
H9 H 0.0666 0.1110 0.9352 0.040 Uiso 1 1 calc R U . . .
C10 C -0.0689(10) 0.1802(8) 1.1329(4) 0.057(2) Uani 1 1 d . . . . .
H10A H -0.1551 0.2085 1.1398 0.069 Uiso 1 1 calc R U . . .
H10B H -0.0464 0.1339 1.1685 0.069 Uiso 1 1 calc R U . . .
C11 C 0.0263(10) 0.2745(8) 1.1278(4) 0.061(3) Uani 1 1 d . . . . .
H11 H 0.0354 0.3186 1.1663 0.073 Uiso 1 1 calc R U . . .
C12 C 0.1555(9) 0.2352(10) 1.0983(5) 0.067(3) Uani 1 1 d . . . . .
H12A H 0.2276 0.2842 1.1055 0.081 Uiso 1 1 calc R U . . .
H12B H 0.1778 0.1600 1.1082 0.081 Uiso 1 1 calc R U . . .
C13 C 0.0886(7) 0.2503(7) 1.0333(4) 0.045(2) Uani 1 1 d . . . . .
H13 H 0.1430 0.2746 0.9981 0.053 Uiso 1 1 calc R U . . .
C14 C 0.0058(9) 0.3404(6) 1.0673(4) 0.0470(19) Uani 1 1 d . . . . .
C15 C -0.1322(9) 0.3589(9) 1.0433(6) 0.067(3) Uani 1 1 d . . . . .
H15A H -0.1830 0.2946 1.0513 0.100 Uiso 1 1 calc R U . . .
H15B H -0.1304 0.3733 0.9987 0.100 Uiso 1 1 calc R U . . .
H15C H -0.1695 0.4203 1.0649 0.100 Uiso 1 1 calc R U . . .
C16 C 0.0768(11) 0.4518(8) 1.0665(6) 0.079(3) Uani 1 1 d . . . . .
H16A H 0.0397 0.4993 1.0978 0.118 Uiso 1 1 calc R U . . .
H16B H 0.0683 0.4846 1.0255 0.118 Uiso 1 1 calc R U . . .
H16C H 0.1664 0.4405 1.0758 0.118 Uiso 1 1 calc R U . . .
C17 C 0.0913(8) -0.2908(7) 0.7975(4) 0.044(2) Uani 1 1 d . . . . .
C18 C 0.1498(14) -0.3424(10) 0.7429(5) 0.085(4) Uani 1 1 d . . . . .
H18A H 0.1725 -0.2873 0.7125 0.128 Uiso 1 1 calc R U . . .
H18B H 0.0897 -0.3928 0.7243 0.128 Uiso 1 1 calc R U . . .
H18C H 0.2259 -0.3812 0.7558 0.128 Uiso 1 1 calc R U . . .
C19 C 0.2011(10) -0.0360(12) 0.8235(5) 0.083(4) Uani 1 1 d . . . . .
H19 H 0.2398 -0.1034 0.8312 0.100 Uiso 1 1 calc R U . . .
C20 C 0.3803(12) -0.0104(14) 0.7522(8) 0.120(6) Uani 1 1 d . . . . .
H20A H 0.4014 -0.0834 0.7656 0.180 Uiso 1 1 calc R U . . .
H20B H 0.4503 0.0380 0.7623 0.180 Uiso 1 1 calc R U . . .
H20C H 0.3658 -0.0098 0.7074 0.180 Uiso 1 1 calc R U . . .
C21 C 0.2150(13) 0.1236(12) 0.7686(8) 0.101(4) Uani 1 1 d . . . . .
H21A H 0.1704 0.1178 0.7290 0.151 Uiso 1 1 calc R U . . .
H21B H 0.2823 0.1772 0.7651 0.151 Uiso 1 1 calc R U . . .
H21C H 0.1555 0.1455 0.8010 0.151 Uiso 1 1 calc R U . . .
Cl1 Cl 0.9782(2) 0.90219(19) 0.65244(10) 0.0573(6) Uani 1 1 d . . . . .
Cl2 Cl 0.0071(3) 0.7616(3) 0.15301(15) 0.0950(10) Uani 1 1 d . . . . .
Cu1 Cu -0.00340(9) -0.12657(7) 0.89939(4) 0.0371(3) Uani 1 1 d . . . . .
H22A H -0.151(8) -0.106(7) 0.7918(18) 0.04(2) Uiso 1 1 d D . . . .
H23A H -0.227(8) -0.138(6) 0.838(5) 0.07(3) Uiso 1 1 d D . . . .
N1 N -0.0423(5) -0.0112(5) 0.9631(3) 0.0294(13) Uani 1 1 d . . . . .
N2 N -0.1257(6) -0.2132(5) 0.9535(3) 0.0329(14) Uani 1 1 d . . . . .
N3 N -0.3153(6) -0.3019(6) 1.0305(3) 0.0412(16) Uani 1 1 d . . . . .
N4 N 0.0456(6) -0.2478(6) 0.8393(3) 0.0440(16) Uani 1 1 d . . . . .
N5 N 0.2670(9) 0.0252(9) 0.7838(5) 0.074(3) Uani 1 1 d . . . . .
O1 O -0.1750(7) -0.0869(6) 0.8285(4) 0.0577(17) Uani 1 1 d D . . . .
O2 O 1.0805(18) 0.9158(15) 0.6853(12) 0.306(15) Uani 1 1 d . . . . .
O3 O 0.8811(17) 0.9066(17) 0.6952(7) 0.223(9) Uani 1 1 d . . . . .
O4 O 0.9440(17) 0.9832(10) 0.6150(7) 0.181(6) Uani 1 1 d . . . . .
O5 O 0.9800(16) 0.8026(7) 0.6216(5) 0.143(5) Uani 1 1 d . . . . .
O6 O 0.0723(15) 0.8756(12) 0.1365(8) 0.180(6) Uani 1 1 d . . . . .
O7 O 0.0857(10) 0.7037(11) 0.1949(6) 0.140(4) Uani 1 1 d . . . . .
O8 O -0.0985(10) 0.7916(13) 0.1750(7) 0.169(6) Uani 1 1 d . . . . .
O9 O -0.003(2) 0.7130(12) 0.0967(6) 0.223(9) Uani 1 1 d . . . . .
O10 O 0.1059(6) -0.0244(5) 0.8509(3) 0.0520(15) 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 N2 1.334(10) . ?
C1 C2 1.363(11) . ?
C1 H1 0.9300 . ?
C2 N3 1.331(10) . ?
C2 H2 0.9300 . ?
C3 N3 1.338(10) . ?
C3 C4 1.375(11) . ?
C3 H3 0.9300 . ?
C4 N2 1.335(10) . ?
C4 C5 1.460(11) . ?
C5 C6 1.371(11) . ?
C5 N1 1.374(9) . ?
C6 C7 1.405(12) . ?
C6 H6 0.9300 . ?
C7 C8 1.368(11) . ?
C7 C10 1.524(11) . ?
C8 C9 1.379(9) . ?
C8 C13 1.511(11) . ?
C9 N1 1.339(9) . ?
C9 H9 0.9300 . ?
C10 C11 1.521(13) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C14 1.526(13) . ?
C11 C12 1.554(14) . ?
C11 H11 0.9800 . ?
C12 C13 1.550(12) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.570(11) . ?
C13 H13 0.9800 . ?
C14 C15 1.535(13) . ?
C14 C16 1.547(12) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 N4 1.132(10) . ?
C17 C18 1.449(12) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 O10 1.153(10) . ?
C19 N5 1.314(14) . ?
C19 H19 0.9300 . ?
C20 N5 1.420(15) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 N5 1.356(16) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
Cl1 O2 1.279(13) . ?
Cl1 O4 1.315(11) . ?
Cl1 O3 1.355(12) . ?
Cl1 O5 1.379(9) . ?
Cl2 O8 1.245(10) . ?
Cl2 O9 1.336(12) . ?
Cl2 O7 1.395(10) . ?
Cl2 O6 1.586(14) . ?
Cu1 O10 1.974(6) . ?
Cu1 N1 1.990(6) . ?
Cu1 N2 2.010(6) . ?
Cu1 N4 2.016(7) . ?
Cu1 O1 2.377(7) . ?
O1 H22A 0.848(14) . ?
O1 H23A 0.848(14) . ?

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
N2 C1 C2 121.9(8) . . ?
N2 C1 H1 119.0 . . ?
C2 C1 H1 119.0 . . ?
N3 C2 C1 121.9(8) . . ?
N3 C2 H2 119.0 . . ?
C1 C2 H2 119.0 . . ?
N3 C3 C4 123.3(8) . . ?
N3 C3 H3 118.3 . . ?
C4 C3 H3 118.3 . . ?
N2 C4 C3 119.7(7) . . ?
N2 C4 C5 116.4(7) . . ?
C3 C4 C5 123.9(7) . . ?
C6 C5 N1 120.7(7) . . ?
C6 C5 C4 125.3(7) . . ?
N1 C5 C4 113.8(7) . . ?
C5 C6 C7 119.8(7) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C8 C7 C6 118.6(7) . . ?
C8 C7 C10 119.3(8) . . ?
C6 C7 C10 122.1(7) . . ?
C7 C8 C9 119.3(7) . . ?
C7 C8 C13 116.9(7) . . ?
C9 C8 C13 123.1(7) . . ?
N1 C9 C8 122.7(6) . . ?
N1 C9 H9 118.6 . . ?
C8 C9 H9 118.6 . . ?
C11 C10 C7 109.4(7) . . ?
C11 C10 H10A 109.8 . . ?
C7 C10 H10A 109.8 . . ?
C11 C10 H10B 109.8 . . ?
C7 C10 H10B 109.8 . . ?
H10A C10 H10B 108.2 . . ?
C10 C11 C14 111.5(8) . . ?
C10 C11 C12 110.7(8) . . ?
C14 C11 C12 86.9(7) . . ?
C10 C11 H11 114.9 . . ?
C14 C11 H11 114.9 . . ?
C12 C11 H11 114.9 . . ?
C13 C12 C11 86.3(6) . . ?
C13 C12 H12A 114.3 . . ?
C11 C12 H12A 114.3 . . ?
C13 C12 H12B 114.3 . . ?
C11 C12 H12B 114.3 . . ?
H12A C12 H12B 111.4 . . ?
C8 C13 C12 106.9(8) . . ?
C8 C13 C14 109.5(6) . . ?
C12 C13 C14 85.5(6) . . ?
C8 C13 H13 116.8 . . ?
C12 C13 H13 116.8 . . ?
C14 C13 H13 116.8 . . ?
C11 C14 C15 119.0(8) . . ?
C11 C14 C16 113.9(8) . . ?
C15 C14 C16 108.1(8) . . ?
C11 C14 C13 86.5(7) . . ?
C15 C14 C13 117.5(7) . . ?
C16 C14 C13 110.5(7) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N4 C17 C18 178.1(10) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O10 C19 N5 134.1(15) . . ?
O10 C19 H19 113.0 . . ?
N5 C19 H19 113.0 . . ?
N5 C20 H20A 109.5 . . ?
N5 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N5 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N5 C21 H21A 109.5 . . ?
N5 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N5 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O2 Cl1 O4 116.9(13) . . ?
O2 Cl1 O3 104.4(14) . . ?
O4 Cl1 O3 99.9(12) . . ?
O2 Cl1 O5 111.1(10) . . ?
O4 Cl1 O5 112.5(8) . . ?
O3 Cl1 O5 111.2(10) . . ?
O8 Cl2 O9 113.1(12) . . ?
O8 Cl2 O7 115.2(9) . . ?
O9 Cl2 O7 112.9(9) . . ?
O8 Cl2 O6 101.5(10) . . ?
O9 Cl2 O6 103.1(10) . . ?
O7 Cl2 O6 109.6(8) . . ?
O10 Cu1 N1 91.2(2) . . ?
O10 Cu1 N2 172.6(3) . . ?
N1 Cu1 N2 81.9(2) . . ?
O10 Cu1 N4 89.5(3) . . ?
N1 Cu1 N4 175.8(3) . . ?
N2 Cu1 N4 97.6(3) . . ?
O10 Cu1 O1 88.5(3) . . ?
N1 Cu1 O1 97.5(2) . . ?
N2 Cu1 O1 89.7(2) . . ?
N4 Cu1 O1 86.6(3) . . ?
C9 N1 C5 118.7(6) . . ?
C9 N1 Cu1 126.4(5) . . ?
C5 N1 Cu1 113.7(5) . . ?
C4 N2 C1 117.4(7) . . ?
C4 N2 Cu1 113.2(5) . . ?
C1 N2 Cu1 129.2(6) . . ?
C2 N3 C3 115.6(7) . . ?
C17 N4 Cu1 159.8(7) . . ?
C19 N5 C21 116.6(11) . . ?
C19 N5 C20 123.9(12) . . ?
C21 N5 C20 119.2(12) . . ?
Cu1 O1 H22A 107(6) . . ?
Cu1 O1 H23A 100(7) . . ?
H22A O1 H23A 102(10) . . ?
C19 O10 Cu1 132.5(9) . . ?

_refine_diff_density_max         0.779
_refine_diff_density_min         -0.572
_refine_diff_density_rms         0.089

####################################################################### 
# 
# 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_L-1
_database_code_depnum_ccdc_archive 'CCDC 2269487'
loop_
_audit_author_name
_audit_author_address
'Xi-Li Li'
;zhengzhou University of Light Industry
China
;
_audit_update_record             
;
2023-08-06 deposited with the CCDC.	2023-08-16 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         'C21 H29 Cu N5 O2, 2(Cl O4)'
_chemical_formula_sum            'C21 H29 Cl2 Cu N5 O10'
_chemical_formula_weight         645.93

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'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.4203(3)
_cell_length_b                   12.3268(3)
_cell_length_c                   21.0653(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2705.82(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2544
_cell_measurement_theta_min      3.8220
_cell_measurement_theta_max      26.6290

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.586
_exptl_crystal_F_000             1332
_exptl_transmission_factor_min   0.718
_exptl_transmission_factor_max   0.766
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.25
_exptl_absorpt_coefficient_mu    1.067
_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   'SADABS; Bruker, 2012'
_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  'PHOTON 100 CMOS detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7908
_diffrn_reflns_av_unetI/netI     0.0687
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.208
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.924
_diffrn_reflns_point_group_measured_fraction_full 0.926
_reflns_number_total             4905
_reflns_number_gt                3592
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.638
_reflns_Friedel_fraction_max     0.828
_reflns_Friedel_fraction_full    0.833

_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       'APEX2 (Bruker, 2013)'
_computing_cell_refinement       APEX2
_computing_data_reduction        APEX2
_computing_structure_solution    'SHELXS (Bruker, 2000)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_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)+(0.0607P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1040 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.001(13)
_chemical_absolute_configuration ramd
_refine_ls_number_reflns         4905
_refine_ls_number_parameters     362
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0820
_refine_ls_R_factor_gt           0.0528
_refine_ls_wR_factor_ref         0.1219
_refine_ls_wR_factor_gt          0.1113
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_restrained_S_all      0.996
_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 1.00385(8) 0.37263(6) 0.90011(3) 0.0359(2) Uani 1 1 d . . . . .
O10 O 0.8966(4) 0.4747(4) 0.8526(2) 0.0427(12) Uani 1 1 d . . . . .
N2 N 1.1262(5) 0.2866(4) 0.9543(2) 0.0314(12) Uani 1 1 d . . . . .
C8 C 0.9996(7) 0.6467(4) 1.0225(2) 0.0339(13) Uani 1 1 d . . . . .
N4 N 0.9554(5) 0.2532(5) 0.8396(2) 0.0418(14) Uani 1 1 d . . . . .
C5 C 1.1249(6) 0.4537(5) 1.0106(3) 0.0289(14) Uani 1 1 d . . . . .
N5 N 0.7357(6) 0.5182(5) 0.7876(3) 0.0441(14) Uani 1 1 d . . . . .
C19 C 0.7935(7) 0.4539(6) 0.8261(3) 0.0435(18) Uani 1 1 d . . . . .
H19 H 0.7554 0.3873 0.8347 0.052 Uiso 1 1 calc R U . . .
N3 N 1.3157(5) 0.1993(5) 1.0316(3) 0.0379(14) Uani 1 1 d . . . . .
N1 N 1.0457(5) 0.4866(4) 0.9638(2) 0.0299(12) Uani 1 1 d . . . . .
C4 C 1.1779(6) 0.3457(5) 1.0010(3) 0.0335(15) Uani 1 1 d . . . . .
C14 C 0.9985(8) 0.8368(5) 1.0669(3) 0.0454(16) Uani 1 1 d . . . . .
C2 C 1.2585(7) 0.1434(6) 0.9858(3) 0.0423(17) Uani 1 1 d . . . . .
H2 H 1.2829 0.0716 0.9797 0.051 Uiso 1 1 calc R U . . .
C11 C 0.9807(8) 0.7691(6) 1.1281(3) 0.053(2) Uani 1 1 d . . . . .
H11 H 0.9723 0.8119 1.1671 0.063 Uiso 1 1 calc R U . . .
C9 C 0.9875(7) 0.5834(4) 0.9689(3) 0.0339(14) Uani 1 1 d . . . . .
H9 H 0.9376 0.6084 0.9354 0.041 Uiso 1 1 calc R U . . .
O1 O 1.1759(5) 0.4107(6) 0.8278(3) 0.0591(15) Uani 1 1 d D . . . .
H1A H 1.1508 0.4022 0.7913 0.089 Uiso 1 1 calc DR U . . .
C7 C 1.0742(6) 0.6112(5) 1.0718(3) 0.0378(16) Uani 1 1 d . . . . .
C1 C 1.1664(6) 0.1850(5) 0.9474(3) 0.0345(16) Uani 1 1 d . . . . .
H1 H 1.1309 0.1419 0.9158 0.041 Uiso 1 1 calc R U . . .
C6 C 1.1419(7) 0.5149(5) 1.0644(3) 0.0395(16) Uani 1 1 d . . . . .
H6 H 1.1984 0.4920 1.0958 0.047 Uiso 1 1 calc R U . . .
C10 C 1.0770(8) 0.6765(6) 1.1319(3) 0.052(2) Uani 1 1 d . . . . .
H10A H 1.1624 0.7056 1.1385 0.063 Uiso 1 1 calc R U . . .
H10B H 1.0562 0.6302 1.1677 0.063 Uiso 1 1 calc R U . . .
C13 C 0.9179(7) 0.7468(6) 1.0339(3) 0.0424(17) Uani 1 1 d . . . . .
H13 H 0.8611 0.7696 0.9993 0.051 Uiso 1 1 calc R U . . .
C15 C 1.1330(8) 0.8571(7) 1.0418(5) 0.070(2) Uani 1 1 d . . . . .
H15A H 1.1280 0.8905 1.0007 0.104 Uiso 1 1 calc R U . . .
H15B H 1.1780 0.7894 1.0385 0.104 Uiso 1 1 calc R U . . .
H15C H 1.1781 0.9043 1.0704 0.104 Uiso 1 1 calc R U . . .
C20 C 0.6189(8) 0.4867(8) 0.7545(4) 0.070(3) Uani 1 1 d . . . . .
H20A H 0.5932 0.4156 0.7682 0.106 Uiso 1 1 calc R U . . .
H20B H 0.6345 0.4858 0.7096 0.106 Uiso 1 1 calc R U . . .
H20C H 0.5520 0.5377 0.7639 0.106 Uiso 1 1 calc R U . . .
C18 C 0.8526(9) 0.1536(7) 0.7441(4) 0.069(3) Uani 1 1 d . . . . .
H18A H 0.8890 0.1813 0.7055 0.103 Uiso 1 1 calc R U . . .
H18B H 0.7616 0.1661 0.7441 0.103 Uiso 1 1 calc R U . . .
H18C H 0.8691 0.0772 0.7471 0.103 Uiso 1 1 calc R U . . .
C17 C 0.9100(8) 0.2087(5) 0.7979(3) 0.0434(18) Uani 1 1 d . . . . .
C12 C 0.8556(7) 0.7303(8) 1.1003(4) 0.061(2) Uani 1 1 d . . . . .
H12A H 0.7833 0.7777 1.1088 0.073 Uiso 1 1 calc R U . . .
H12B H 0.8351 0.6554 1.1102 0.073 Uiso 1 1 calc R U . . .
C21 C 0.7896(8) 0.6210(7) 0.7699(4) 0.065(2) Uani 1 1 d . . . . .
H21A H 0.8599 0.6380 0.7977 0.098 Uiso 1 1 calc R U . . .
H21B H 0.7250 0.6763 0.7734 0.098 Uiso 1 1 calc R U . . .
H21C H 0.8199 0.6176 0.7269 0.098 Uiso 1 1 calc R U . . .
C16 C 0.9277(9) 0.9456(7) 1.0670(4) 0.076(3) Uani 1 1 d . . . . .
H16A H 0.9701 0.9947 1.0955 0.114 Uiso 1 1 calc R U . . .
H16B H 0.8408 0.9347 1.0808 0.114 Uiso 1 1 calc R U . . .
H16C H 0.9278 0.9755 1.0250 0.114 Uiso 1 1 calc R U . . .
Cl2 Cl 0.9836(2) 0.90270(14) 0.84746(8) 0.0533(5) Uani 1 1 d . . . . .
O9 O 1.0887(12) 0.9122(11) 0.8146(8) 0.252(8) Uani 1 1 d . . . . .
O7 O 0.9797(12) 0.8052(5) 0.8793(3) 0.132(3) Uani 1 1 d . . . . .
O6 O 0.8876(14) 0.9033(11) 0.8028(4) 0.202(6) Uani 1 1 d . . . . .
O8 O 0.9569(13) 0.9883(7) 0.8830(4) 0.165(5) Uani 1 1 d . . . . .
Cl1 Cl 0.4877(2) 0.23434(16) 0.85263(9) 0.0569(5) Uani 1 1 d . . . . .
O2 O 0.4285(8) 0.1342(6) 0.8702(3) 0.109(3) Uani 1 1 d . . . . .
O5 O 0.4120(7) 0.2925(7) 0.8091(3) 0.108(3) Uani 1 1 d . . . . .
O3 O 0.5087(11) 0.2958(6) 0.9068(4) 0.155(4) Uani 1 1 d . . . . .
O4 O 0.6042(7) 0.2108(8) 0.8269(4) 0.127(3) Uani 1 1 d . . . . .
C3 C 1.2744(6) 0.3008(6) 1.0380(3) 0.0368(16) Uani 1 1 d . . . . .
H3 H 1.3123 0.3440 1.0689 0.044 Uiso 1 1 calc R U . . .
H1B H 1.251(3) 0.408(7) 0.842(3) 0.05(2) Uiso 1 1 d 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
Cu1 O10 1.958(4) . ?
Cu1 N1 1.990(5) . ?
Cu1 N4 2.012(6) . ?
Cu1 N2 2.014(5) . ?
Cu1 O1 2.398(5) . ?
O10 C19 1.237(8) . ?
N2 C1 1.328(8) . ?
N2 C4 1.337(8) . ?
C8 C7 1.368(9) . ?
C8 C9 1.379(7) . ?
C8 C13 1.518(9) . ?
N4 C17 1.139(8) . ?
C5 N1 1.348(7) . ?
C5 C6 1.374(8) . ?
C5 C4 1.455(9) . ?
N5 C19 1.285(8) . ?
N5 C21 1.435(10) . ?
N5 C20 1.455(9) . ?
C19 H19 0.9300 . ?
N3 C2 1.327(9) . ?
N3 C3 1.330(9) . ?
N1 C9 1.343(7) . ?
C4 C3 1.388(9) . ?
C14 C15 1.519(12) . ?
C14 C16 1.530(10) . ?
C14 C11 1.548(10) . ?
C14 C13 1.555(9) . ?
C2 C1 1.356(9) . ?
C2 H2 0.9300 . ?
C11 C12 1.507(11) . ?
C11 C10 1.521(10) . ?
C11 H11 0.9800 . ?
C9 H9 0.9300 . ?
O1 H1A 0.8200 . ?
O1 H1B 0.844(14) . ?
C7 C6 1.389(9) . ?
C7 C10 1.502(9) . ?
C1 H1 0.9300 . ?
C6 H6 0.9300 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C13 C12 1.557(9) . ?
C13 H13 0.9800 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C18 C17 1.450(10) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
Cl2 O9 1.300(10) . ?
Cl2 O8 1.324(8) . ?
Cl2 O6 1.374(10) . ?
Cl2 O7 1.377(6) . ?
Cl1 O4 1.360(7) . ?
Cl1 O3 1.387(7) . ?
Cl1 O5 1.406(7) . ?
Cl1 O2 1.429(8) . ?
C3 H3 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O10 Cu1 N1 90.9(2) . . ?
O10 Cu1 N4 90.1(2) . . ?
N1 Cu1 N4 176.7(2) . . ?
O10 Cu1 N2 171.8(2) . . ?
N1 Cu1 N2 81.4(2) . . ?
N4 Cu1 N2 97.6(2) . . ?
O10 Cu1 O1 88.6(2) . . ?
N1 Cu1 O1 97.2(2) . . ?
N4 Cu1 O1 85.9(2) . . ?
N2 Cu1 O1 89.4(2) . . ?
C19 O10 Cu1 126.4(5) . . ?
C1 N2 C4 117.9(6) . . ?
C1 N2 Cu1 129.3(5) . . ?
C4 N2 Cu1 112.6(4) . . ?
C7 C8 C9 119.5(6) . . ?
C7 C8 C13 117.3(5) . . ?
C9 C8 C13 122.5(6) . . ?
C17 N4 Cu1 161.1(6) . . ?
N1 C5 C6 121.1(6) . . ?
N1 C5 C4 114.0(5) . . ?
C6 C5 C4 124.6(6) . . ?
C19 N5 C21 121.7(6) . . ?
C19 N5 C20 122.0(7) . . ?
C21 N5 C20 116.1(7) . . ?
O10 C19 N5 124.3(7) . . ?
O10 C19 H19 117.8 . . ?
N5 C19 H19 117.8 . . ?
C2 N3 C3 114.6(6) . . ?
C9 N1 C5 119.0(5) . . ?
C9 N1 Cu1 125.6(4) . . ?
C5 N1 Cu1 114.5(4) . . ?
N2 C4 C3 119.2(6) . . ?
N2 C4 C5 116.6(6) . . ?
C3 C4 C5 124.2(6) . . ?
C15 C14 C16 107.6(7) . . ?
C15 C14 C11 119.2(7) . . ?
C16 C14 C11 114.4(6) . . ?
C15 C14 C13 117.4(6) . . ?
C16 C14 C13 111.5(6) . . ?
C11 C14 C13 85.6(5) . . ?
N3 C2 C1 123.7(7) . . ?
N3 C2 H2 118.2 . . ?
C1 C2 H2 118.2 . . ?
C12 C11 C10 110.7(6) . . ?
C12 C11 C14 87.2(6) . . ?
C10 C11 C14 111.8(6) . . ?
C12 C11 H11 114.7 . . ?
C10 C11 H11 114.7 . . ?
C14 C11 H11 114.7 . . ?
N1 C9 C8 121.8(6) . . ?
N1 C9 H9 119.1 . . ?
C8 C9 H9 119.1 . . ?
Cu1 O1 H1A 109.5 . . ?
Cu1 O1 H1B 118(5) . . ?
H1A O1 H1B 128.8 . . ?
C8 C7 C6 118.5(6) . . ?
C8 C7 C10 118.7(6) . . ?
C6 C7 C10 122.8(6) . . ?
N2 C1 C2 121.0(7) . . ?
N2 C1 H1 119.5 . . ?
C2 C1 H1 119.5 . . ?
C5 C6 C7 119.7(6) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C7 C10 C11 110.1(6) . . ?
C7 C10 H10A 109.6 . . ?
C11 C10 H10A 109.6 . . ?
C7 C10 H10B 109.6 . . ?
C11 C10 H10B 109.6 . . ?
H10A C10 H10B 108.1 . . ?
C8 C13 C14 110.3(5) . . ?
C8 C13 C12 105.6(6) . . ?
C14 C13 C12 85.2(5) . . ?
C8 C13 H13 117.0 . . ?
C14 C13 H13 117.0 . . ?
C12 C13 H13 117.0 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N5 C20 H20A 109.5 . . ?
N5 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N5 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N4 C17 C18 179.0(8) . . ?
C11 C12 C13 86.9(5) . . ?
C11 C12 H12A 114.2 . . ?
C13 C12 H12A 114.2 . . ?
C11 C12 H12B 114.2 . . ?
C13 C12 H12B 114.2 . . ?
H12A C12 H12B 111.3 . . ?
N5 C21 H21A 109.5 . . ?
N5 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N5 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O9 Cl2 O8 114.0(9) . . ?
O9 Cl2 O6 104.4(9) . . ?
O8 Cl2 O6 103.2(8) . . ?
O9 Cl2 O7 111.3(7) . . ?
O8 Cl2 O7 114.4(5) . . ?
O6 Cl2 O7 108.5(7) . . ?
O4 Cl1 O3 107.6(6) . . ?
O4 Cl1 O5 110.5(5) . . ?
O3 Cl1 O5 110.2(5) . . ?
O4 Cl1 O2 107.7(5) . . ?
O3 Cl1 O2 109.1(5) . . ?
O5 Cl1 O2 111.6(5) . . ?
N3 C3 C4 123.6(7) . . ?
N3 C3 H3 118.2 . . ?
C4 C3 H3 118.2 . . ?

_refine_diff_density_max         0.784
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.071

