#------------------------------------------------------------------------------
#$Date: 2025-12-05 01:45:59 +0100 (Fri 05 de Dec de 2025) $
#$Revision: 304042 $
#$URL: svn://www.crystallography.net/cod/cif/7/71/99/7719977.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7719977
loop_
_publ_author_name
'Kumawat, Manoj Kumar'
'Mathur, Shobhit'
'Rathnam, Sharan Shanmuga Vuppaladadium'
'Jangra, Jitender'
'Roy, Anindya'
'Maji, Somnath'
_publ_section_title
;
 Comprehensive Design, Synthesis of Methyl Substituted Benzimidazole-based
 Mononuclear Copper(II) Complexes and Evaluation of DNA Cleavage and
 ROS-induced Apoptosis
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D5DT02281A
_journal_year                    2026
_chemical_formula_moiety         'C28 H27.8 Cu N7 O0.4, 2(Cl O4), C2 H3 N'
_chemical_formula_sum            'C30 H30.8 Cl2 Cu N8 O8.4'
_chemical_formula_weight         772.26
_chemical_name_systematic        SNM_MKK_EXP30
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2025-11-01
_audit_creation_method
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_audit_update_record
;
2025-11-19 deposited with the CCDC.	2025-12-04 downloaded from the CCDC.
;
_cell_angle_alpha                95.205(3)
_cell_angle_beta                 115.840(3)
_cell_angle_gamma                111.233(3)
_cell_formula_units_Z            2
_cell_length_a                   12.3764(10)
_cell_length_b                   12.7856(12)
_cell_length_c                   13.4518(12)
_cell_measurement_reflns_used    9507
_cell_measurement_temperature    298
_cell_measurement_theta_max      26.80
_cell_measurement_theta_min      2.86
_cell_volume                     1705.5(3)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      298
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0549
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            41144
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.160
_diffrn_reflns_theta_min         1.910
_exptl_absorpt_coefficient_mu    0.860
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.5634
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0956 before and 0.0697 after correction.
The Ratio of minimum to maximum transmission is 0.7557.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light blue'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.504
_exptl_crystal_description       plate
_exptl_crystal_F_000             794
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.485
_refine_diff_density_min         -0.339
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     529
_refine_ls_number_reflns         7551
_refine_ls_number_restraints     144
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0406
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0627P)²+0.7282P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1118
_refine_ls_wR_factor_ref         0.1191
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6334
_reflns_number_total             7551
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5dt02281a2.cif
_cod_data_source_block           mo_snm_mkk_exp32_0m_a
_cod_original_formula_sum        'C30 H30.80 Cl2 Cu N8 O8.40'
_cod_database_code               7719977
_shelx_shelxl_version_number     2019/3
_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.
;
_shelx_estimated_absorpt_t_max   0.950
_shelx_estimated_absorpt_t_min   0.882
_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, All O(H,H) groups
2. Restrained distances
 N9-C1A
 1.14 with sigma of 0.02
 C1A-N9
 1.137 with sigma of 0.01
 C1A-C1B
 1.456 with sigma of 0.01
 C1B-N9
 2.593 with sigma of 0.02
 N8-C1C
 1.14 with sigma of 0.02
 C1C-N8
 1.137 with sigma of 0.01
 C1C-C1D
 1.456 with sigma of 0.01
 C1D-N8
 2.593 with sigma of 0.02
 N9-C1B
 2.59 with sigma of 0.04
 N8-C1D
 2.59 with sigma of 0.04
 Cl1-O4 \\sim Cl1A-O4A
 with sigma of 0.02
 Cl1-O3 \\sim Cl1A-O3A
 with sigma of 0.02
 Cl1-O1 \\sim Cl1A-O1A
 with sigma of 0.04
 Cl1-O2 \\sim Cl1A-O2A
 with sigma of 0.04
 O1-O4 \\sim O1A-O4A
 with sigma of 0.04
 O1-O3 \\sim O1A-O3A
 with sigma of 0.04
 O1-O2 \\sim O1A-O2A
 with sigma of 0.04
 O4-O3 \\sim O4A-O3A
 with sigma of 0.04
 O4-O2 \\sim O4A-O2A
 with sigma of 0.04
 O3-O2 \\sim O3A-O2A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
N9 \\sim C1A \\sim C1B: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
N8 \\sim C1C \\sim C1D: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
Uanis(Cl1A) \\sim Ueq, Uanis(Cl1) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(N9) \\sim Ueq, Uanis(C1A) \\sim Ueq, Uanis(C1B) \\sim Ueq: with sigma of
0.005 and sigma for terminal atoms of 0.01
4. Rigid body (RIGU) restrains
 Cl1, O1, O4, O3, O2
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
 Cl1A, O3A, O1A, O4A, O2A
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
 N8, C1C, C1D
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N9, C1A, C1B
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C1D, N8, C1C
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Others
 Sof(O3A)=Sof(Cl1A)=Sof(O1A)=Sof(O4A)=Sof(O2A)=1-FVAR(1)
 Sof(Cl1)=Sof(O1)=Sof(O4)=Sof(O3)=Sof(O2)=FVAR(1)
 Fixed Sof: O8(0.4) H8A(0.4) H8B(0.4) N9(0.6) C1A(0.6) C1B(0.6) H1BA(0.6)
 H1BB(0.6) H1BC(0.6) N8(0.4) C1C(0.4) C1D(0.4) H1DA(0.4) H1DB(0.4) H1DC(0.4)
6.a Rotating group:
 O8(H8A,H8B)
6.b Ternary CH refined with riding coordinates:
 N1(H1)
6.c Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C9(H9A,H9B)
6.d Aromatic/amide H refined with riding coordinates:
 C7(H7), C25(H25), C28(H28), C26(H26), C22(H22), C27(H27), C19(H19), C15(H15),
 C5(H5), C4(H4), C21(H21), C12(H12), C20(H20), C6(H6), C13(H13), C14(H14)
6.e Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C1B(H1BA,H1BB,H1BC), C1D(H1DA,H1DB,
 H1DC)
;
_olex2_submission_original_sample_id SNM_MKK_EXP30
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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 0.51112(2) 0.23027(2) 0.67545(2) 0.03854(10) Uani 1 1 d . . . . .
Cl2 Cl 0.76868(6) 0.45579(5) 1.20058(5) 0.04902(15) Uani 1 1 d . . . . .
Cl1 Cl 0.7734(6) 0.6861(6) 0.7783(5) 0.0719(13) Uani 0.548(10) 1 d D U P A 1
N5 N 0.70556(17) 0.28619(16) 0.79369(15) 0.0405(4) Uani 1 1 d . . . . .
N2 N 0.32065(17) 0.18110(16) 0.55345(15) 0.0412(4) Uani 1 1 d . . . . .
N3 N 0.44695(17) 0.19088(16) 0.78595(16) 0.0410(4) Uani 1 1 d . . . . .
N4 N 0.59157(18) 0.27193(16) 0.57467(15) 0.0412(4) Uani 1 1 d . . . . .
N1 N 0.48538(19) 0.39687(16) 0.72086(17) 0.0465(4) Uani 1 1 d . . . . .
H1 H 0.565705 0.467843 0.739821 0.056 Uiso 1 1 calc R U . . .
N6 N 0.14495(19) 0.21779(19) 0.47175(17) 0.0498(5) Uani 1 1 d . . . . .
N7 N 0.3796(2) 0.2353(2) 0.90410(17) 0.0533(5) Uani 1 1 d . . . . .
C23 C 0.7266(2) 0.31761(19) 0.63022(19) 0.0419(5) Uani 1 1 d . . . . .
O5 O 0.6535(2) 0.3963(2) 1.2102(2) 0.0833(7) Uani 1 1 d . . . . .
C24 C 0.7904(2) 0.32285(19) 0.75335(19) 0.0405(4) Uani 1 1 d . . . . .
C2 C 0.2778(2) 0.2625(2) 0.54635(19) 0.0429(5) Uani 1 1 d . . . . .
C8 C 0.2084(2) 0.0751(2) 0.48091(18) 0.0427(5) Uani 1 1 d . . . . .
C10 C 0.4312(2) 0.2723(2) 0.83658(18) 0.0440(5) Uani 1 1 d . . . . .
C16 C 0.4015(2) 0.0918(2) 0.8202(2) 0.0484(5) Uani 1 1 d . . . . .
O9 O 0.8377(3) 0.5733(2) 1.2703(3) 0.1163(11) Uani 1 1 d . . . . .
C7 C 0.1935(3) -0.0389(2) 0.4599(2) 0.0561(6) Uani 1 1 d . . . . .
H7 H 0.266461 -0.055281 0.494699 0.067 Uiso 1 1 calc R U . . .
C3 C 0.0978(2) 0.0984(2) 0.4284(2) 0.0506(6) Uani 1 1 d . . . . .
C11 C 0.3605(2) 0.1214(3) 0.8955(2) 0.0575(7) Uani 1 1 d . . . . .
C25 C 0.9266(2) 0.3612(2) 0.8238(2) 0.0561(6) Uani 1 1 d . . . . .
H25 H 0.984031 0.385438 0.794394 0.067 Uiso 1 1 calc R U . . .
C1 C 0.3689(3) 0.3879(2) 0.6161(2) 0.0538(6) Uani 1 1 d . . . . .
H1A H 0.399057 0.431601 0.570409 0.065 Uiso 1 1 calc R U . . .
H1B H 0.320694 0.421814 0.637553 0.065 Uiso 1 1 calc R U . . .
C28 C 0.7555(2) 0.2894(2) 0.9054(2) 0.0514(6) Uani 1 1 d . . . . .
H28 H 0.696756 0.264955 0.933485 0.062 Uiso 1 1 calc R U . . .
C26 C 0.9766(3) 0.3631(3) 0.9379(2) 0.0630(7) Uani 1 1 d . . . . .
H26 H 1.068098 0.388225 0.986161 0.076 Uiso 1 1 calc R U . . .
C9 C 0.4698(3) 0.3929(2) 0.8218(2) 0.0555(6) Uani 1 1 d . . . . .
H9A H 0.401333 0.416969 0.814024 0.067 Uiso 1 1 calc R U . . .
H9B H 0.553589 0.447970 0.890353 0.067 Uiso 1 1 calc R U . . .
C22 C 0.7974(3) 0.3561(3) 0.5743(2) 0.0596(7) Uani 1 1 d . . . . .
H22 H 0.890609 0.388700 0.614148 0.072 Uiso 1 1 calc R U . . .
O6 O 0.7296(4) 0.4578(4) 1.0867(2) 0.1328(13) Uani 1 1 d . . . . .
C27 C 0.8905(3) 0.3276(3) 0.9800(2) 0.0597(6) Uani 1 1 d . . . . .
H27 H 0.922633 0.329327 1.057100 0.072 Uiso 1 1 calc R U . . .
C19 C 0.5256(3) 0.2631(3) 0.4622(2) 0.0557(6) Uani 1 1 d . . . . .
H19 H 0.432450 0.231516 0.423570 0.067 Uiso 1 1 calc R U . . .
O7 O 0.8553(3) 0.4043(3) 1.2358(4) 0.1384(15) Uani 1 1 d . . . . .
C15 C 0.3915(3) -0.0187(2) 0.7896(3) 0.0682(8) Uani 1 1 d . . . . .
H15 H 0.420058 -0.037818 0.740149 0.082 Uiso 1 1 calc R U . . .
C5 C -0.0437(3) -0.1021(3) 0.3333(3) 0.0784(9) Uani 1 1 d . . . . .
H5 H -0.128591 -0.163832 0.283406 0.094 Uiso 1 1 calc R U . . .
C4 C -0.0305(3) 0.0093(3) 0.3530(2) 0.0694(8) Uani 1 1 d . . . . .
H4 H -0.103936 0.024993 0.317584 0.083 Uiso 1 1 calc R U . . .
C21 C 0.7269(3) 0.3454(3) 0.4578(3) 0.0717(8) Uani 1 1 d . . . . .
H21 H 0.772203 0.369570 0.417962 0.086 Uiso 1 1 calc R U . . .
C12 C 0.3073(3) 0.0391(4) 0.9434(3) 0.0900(12) Uani 1 1 d . . . . .
H12 H 0.281085 0.058248 0.994775 0.108 Uiso 1 1 calc R U . . .
C17 C 0.0653(3) 0.2830(3) 0.4378(3) 0.0734(8) Uani 1 1 d . . . . .
H17A H 0.079126 0.330490 0.505701 0.110 Uiso 1 1 calc R U . . .
H17B H -0.028076 0.228636 0.390071 0.110 Uiso 1 1 calc R U . . .
H17C H 0.092787 0.332447 0.395292 0.110 Uiso 1 1 calc R U . . .
C20 C 0.5904(3) 0.2990(3) 0.4022(3) 0.0702(8) Uani 1 1 d . . . . .
H20 H 0.541694 0.291785 0.324147 0.084 Uiso 1 1 calc R U . . .
C6 C 0.0651(3) -0.1271(3) 0.3850(3) 0.0707(8) Uani 1 1 d . . . . .
H6 H 0.051239 -0.204600 0.368802 0.085 Uiso 1 1 calc R U . . .
C18 C 0.3493(3) 0.3021(4) 0.9740(3) 0.0796(10) Uani 1 1 d . . . . .
H18A H 0.396960 0.303945 1.053227 0.119 Uiso 1 1 calc R U . . .
H18B H 0.254540 0.265326 0.945865 0.119 Uiso 1 1 calc R U . . .
H18C H 0.376637 0.380938 0.968724 0.119 Uiso 1 1 calc R U . . .
O1 O 0.7555(6) 0.5995(7) 0.8331(6) 0.136(5) Uani 0.548(10) 1 d D . P A 1
C13 C 0.2953(4) -0.0707(4) 0.9113(4) 0.1104(17) Uani 1 1 d . . . . .
H13 H 0.258279 -0.127868 0.940476 0.133 Uiso 1 1 calc R U . . .
O4 O 0.6991(14) 0.6474(18) 0.6594(8) 0.228(9) Uani 0.548(10) 1 d D . P A 1
O3 O 0.9049(5) 0.7438(9) 0.8160(8) 0.146(4) Uani 0.548(10) 1 d D . P A 1
C14 C 0.3365(4) -0.0999(3) 0.8369(4) 0.0976(13) Uani 1 1 d . . . . .
H14 H 0.327059 -0.175678 0.818061 0.117 Uiso 1 1 calc R U . . .
O2 O 0.7213(9) 0.7587(9) 0.7996(8) 0.161(4) Uani 0.548(10) 1 d D . P A 1
O3A O 0.8354(17) 0.5983(14) 0.7727(9) 0.209(8) Uani 0.452(10) 1 d D . P A 2
Cl1A Cl 0.7683(6) 0.6609(7) 0.7573(6) 0.0623(11) Uani 0.452(10) 1 d D U P A 2
O1A O 0.7161(14) 0.6554(13) 0.8289(11) 0.207(8) Uani 0.452(10) 1 d D . P A 2
O4A O 0.6706(13) 0.5961(10) 0.6486(8) 0.123(4) Uani 0.452(10) 1 d D . P A 2
O2A O 0.842(2) 0.7680(7) 0.7596(16) 0.262(11) Uani 0.452(10) 1 d D . P A 2
O8 O 0.5061(6) 0.0316(5) 0.6057(6) 0.0759(15) Uani 0.4 1 d . . P B 1
H8A H 0.503608 0.025837 0.541145 0.114 Uiso 0.4 1 d R U P B 1
H8B H 0.433035 -0.024802 0.590845 0.114 Uiso 0.4 1 d R U P B 1
N9 N 0.5882(9) 0.0183(6) 0.6540(8) 0.123(2) Uani 0.6 1 d D U P C 2
C1A C 0.6839(10) 0.0220(8) 0.7227(8) 0.104(2) Uani 0.6 1 d D U P C 2
C1B C 0.8071(14) 0.0255(19) 0.8101(13) 0.128(4) Uani 0.6 1 d D U P C 2
H1BA H 0.881188 0.077770 0.804299 0.192 Uiso 0.6 1 calc R U P C 2
H1BB H 0.801577 -0.051916 0.798881 0.192 Uiso 0.6 1 calc R U P C 2
H1BC H 0.820496 0.052948 0.885349 0.192 Uiso 0.6 1 calc R U P C 2
N8 N 0.7271(10) 0.0126(11) 0.7823(9) 0.104(3) Uani 0.4 1 d D U P D 1
C1C C 0.8344(13) 0.027(2) 0.8386(16) 0.096(4) Uani 0.4 1 d D U P D 1
C1D C 0.9661(10) 0.0412(13) 0.9140(11) 0.135(5) Uani 0.4 1 d D U P D 1
H1DA H 1.023947 0.078060 0.884968 0.202 Uiso 0.4 1 calc R U P D 1
H1DB H 0.963028 -0.034315 0.918170 0.202 Uiso 0.4 1 calc R U P D 1
H1DC H 0.999977 0.089465 0.989824 0.202 Uiso 0.4 1 calc R U P D 1
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
N5 Cu1 N1 99.98(7) . . y
N5 Cu1 O8 87.51(15) . . y
N2 Cu1 N5 176.84(7) . . y
N2 Cu1 N4 96.48(7) . . y
N2 Cu1 N1 78.80(7) . . y
N2 Cu1 O8 93.75(15) . . y
N3 Cu1 N5 94.22(7) . . y
N3 Cu1 N2 88.46(7) . . y
N3 Cu1 N4 175.01(7) . . y
N3 Cu1 N1 80.07(7) . . y
N3 Cu1 O8 98.84(16) . . y
N4 Cu1 N5 80.87(7) . . y
N4 Cu1 N1 101.55(7) . . y
N4 Cu1 O8 80.17(16) . . y
N1 Cu1 O8 172.47(15) . . y
O9 Cl2 O5 108.83(16) . . ?
O6 Cl2 O5 110.00(19) . . ?
O6 Cl2 O9 107.2(2) . . ?
O7 Cl2 O5 111.90(17) . . ?
O7 Cl2 O9 108.8(2) . . ?
O7 Cl2 O6 110.0(2) . . ?
O4 Cl1 O1 115.5(10) . . ?
O4 Cl1 O2 99.6(8) . . ?
O3 Cl1 O1 107.7(6) . . ?
O3 Cl1 O4 111.3(9) . . ?
O3 Cl1 O2 112.8(8) . . ?
O2 Cl1 O1 110.0(8) . . ?
C24 N5 Cu1 114.67(14) . . ?
C24 N5 C28 118.90(19) . . ?
C28 N5 Cu1 126.43(15) . . ?
C2 N2 Cu1 116.77(15) . . ?
C2 N2 C8 106.44(18) . . ?
C8 N2 Cu1 135.93(15) . . ?
C10 N3 Cu1 116.36(15) . . ?
C10 N3 C16 106.86(19) . . ?
C16 N3 Cu1 136.54(17) . . ?
C23 N4 Cu1 114.61(14) . . ?
C19 N4 Cu1 126.74(16) . . ?
C19 N4 C23 118.6(2) . . ?
Cu1 N1 H1 110.0 . . ?
C1 N1 Cu1 105.60(14) . . ?
C1 N1 H1 110.0 . . ?
C9 N1 Cu1 105.48(14) . . ?
C9 N1 H1 110.0 . . ?
C9 N1 C1 115.5(2) . . ?
C2 N6 C3 107.04(19) . . ?
C2 N6 C17 127.0(2) . . ?
C3 N6 C17 125.9(2) . . ?
C10 N7 C11 106.8(2) . . ?
C10 N7 C18 127.4(3) . . ?
C11 N7 C18 125.8(2) . . ?
N4 C23 C24 114.78(18) . . ?
N4 C23 C22 121.6(2) . . ?
C22 C23 C24 123.6(2) . . ?
N5 C24 C23 115.00(18) . . ?
N5 C24 C25 121.3(2) . . ?
C25 C24 C23 123.7(2) . . ?
N2 C2 N6 112.2(2) . . ?
N2 C2 C1 122.3(2) . . ?
N6 C2 C1 125.5(2) . . ?
N2 C8 C3 107.8(2) . . ?
C7 C8 N2 131.2(2) . . ?
C7 C8 C3 120.9(2) . . ?
N3 C10 N7 112.2(2) . . ?
N3 C10 C9 123.0(2) . . ?
N7 C10 C9 124.9(2) . . ?
C11 C16 N3 107.0(2) . . ?
C15 C16 N3 130.9(2) . . ?
C15 C16 C11 122.1(2) . . ?
C8 C7 H7 121.5 . . ?
C6 C7 C8 116.9(3) . . ?
C6 C7 H7 121.5 . . ?
N6 C3 C8 106.5(2) . . ?
N6 C3 C4 131.7(3) . . ?
C4 C3 C8 121.7(3) . . ?
N7 C11 C16 107.2(2) . . ?
N7 C11 C12 132.0(3) . . ?
C16 C11 C12 120.8(3) . . ?
C24 C25 H25 120.3 . . ?
C26 C25 C24 119.3(2) . . ?
C26 C25 H25 120.3 . . ?
N1 C1 C2 110.06(19) . . ?
N1 C1 H1A 109.6 . . ?
N1 C1 H1B 109.6 . . ?
C2 C1 H1A 109.6 . . ?
C2 C1 H1B 109.6 . . ?
H1A C1 H1B 108.2 . . ?
N5 C28 H28 118.8 . . ?
N5 C28 C27 122.4(2) . . ?
C27 C28 H28 118.8 . . ?
C25 C26 H26 120.2 . . ?
C27 C26 C25 119.6(2) . . ?
C27 C26 H26 120.2 . . ?
N1 C9 C10 111.89(19) . . ?
N1 C9 H9A 109.2 . . ?
N1 C9 H9B 109.2 . . ?
C10 C9 H9A 109.2 . . ?
C10 C9 H9B 109.2 . . ?
H9A C9 H9B 107.9 . . ?
C23 C22 H22 120.6 . . ?
C23 C22 C21 118.7(2) . . ?
C21 C22 H22 120.6 . . ?
C28 C27 H27 120.8 . . ?
C26 C27 C28 118.5(2) . . ?
C26 C27 H27 120.8 . . ?
N4 C19 H19 118.8 . . ?
N4 C19 C20 122.3(2) . . ?
C20 C19 H19 118.8 . . ?
C16 C15 H15 121.9 . . ?
C16 C15 C14 116.3(3) . . ?
C14 C15 H15 121.9 . . ?
C4 C5 H5 118.8 . . ?
C4 C5 C6 122.4(3) . . ?
C6 C5 H5 118.8 . . ?
C3 C4 H4 121.6 . . ?
C5 C4 C3 116.8(3) . . ?
C5 C4 H4 121.6 . . ?
C22 C21 H21 120.3 . . ?
C20 C21 C22 119.3(2) . . ?
C20 C21 H21 120.3 . . ?
C11 C12 H12 121.5 . . ?
C13 C12 C11 116.9(4) . . ?
C13 C12 H12 121.5 . . ?
N6 C17 H17A 109.5 . . ?
N6 C17 H17B 109.5 . . ?
N6 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C20 H20 120.3 . . ?
C21 C20 C19 119.4(3) . . ?
C21 C20 H20 120.3 . . ?
C7 C6 C5 121.3(3) . . ?
C7 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
N7 C18 H18A 109.5 . . ?
N7 C18 H18B 109.5 . . ?
N7 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C12 C13 H13 118.9 . . ?
C12 C13 C14 122.3(3) . . ?
C14 C13 H13 118.9 . . ?
C15 C14 H14 119.2 . . ?
C13 C14 C15 121.6(4) . . ?
C13 C14 H14 119.2 . . ?
O3A Cl1A O1A 111.7(11) . . ?
O3A Cl1A O4A 96.5(9) . . ?
O3A Cl1A O2A 110.0(12) . . ?
O4A Cl1A O1A 110.2(9) . . ?
O2A Cl1A O1A 116.2(9) . . ?
O2A Cl1A O4A 110.6(11) . . ?
Cu1 O8 H8A 109.4 . . ?
Cu1 O8 H8B 109.7 . . ?
H8A O8 H8B 104.5 . . ?
N9 C1A C1B 179.2(13) . . ?
C1A C1B H1BA 109.5 . . ?
C1A C1B H1BB 109.5 . . ?
C1A C1B H1BC 109.5 . . ?
H1BA C1B H1BB 109.5 . . ?
H1BA C1B H1BC 109.5 . . ?
H1BB C1B H1BC 109.5 . . ?
N8 C1C C1D 176(2) . . ?
C1C C1D H1DA 109.5 . . ?
C1C C1D H1DB 109.5 . . ?
C1C C1D H1DC 109.5 . . ?
H1DA C1D H1DB 109.5 . . ?
H1DA C1D H1DC 109.5 . . ?
H1DB C1D H1DC 109.5 . . ?
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 N5 2.0107(18) . y
Cu1 N2 2.0032(17) . y
Cu1 N3 1.9922(18) . y
Cu1 N4 2.0091(18) . y
Cu1 N1 2.332(2) . y
Cu1 O8 2.596(6) . y
Cl2 O5 1.422(2) . ?
Cl2 O9 1.408(3) . ?
Cl2 O6 1.397(3) . ?
Cl2 O7 1.390(3) . ?
Cl1 O1 1.389(9) . ?
Cl1 O4 1.376(9) . ?
Cl1 O3 1.339(8) . ?
Cl1 O2 1.381(10) . ?
N5 C24 1.343(3) . ?
N5 C28 1.343(3) . ?
N2 C2 1.322(3) . ?
N2 C8 1.391(3) . ?
N3 C10 1.311(3) . ?
N3 C16 1.396(3) . ?
N4 C23 1.348(3) . ?
N4 C19 1.339(3) . ?
N1 H1 0.9800 . ?
N1 C1 1.469(3) . ?
N1 C9 1.456(3) . ?
N6 C2 1.347(3) . ?
N6 C3 1.381(3) . ?
N6 C17 1.465(3) . ?
N7 C10 1.349(3) . ?
N7 C11 1.373(4) . ?
N7 C18 1.466(4) . ?
C23 C24 1.474(3) . ?
C23 C22 1.380(3) . ?
C24 C25 1.380(3) . ?
C2 C1 1.489(3) . ?
C8 C7 1.387(4) . ?
C8 C3 1.397(3) . ?
C10 C9 1.500(4) . ?
C16 C11 1.394(4) . ?
C16 C15 1.381(4) . ?
C7 H7 0.9300 . ?
C7 C6 1.383(4) . ?
C3 C4 1.387(4) . ?
C11 C12 1.395(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.376(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C28 H28 0.9300 . ?
C28 C27 1.377(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.373(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C22 H22 0.9300 . ?
C22 C21 1.385(4) . ?
C27 H27 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.367(4) . ?
C15 H15 0.9300 . ?
C15 C14 1.389(4) . ?
C5 H5 0.9300 . ?
C5 C4 1.361(5) . ?
C5 C6 1.391(5) . ?
C4 H4 0.9300 . ?
C21 H21 0.9300 . ?
C21 C20 1.363(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.365(7) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C20 H20 0.9300 . ?
C6 H6 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C13 H13 0.9300 . ?
C13 C14 1.384(7) . ?
C14 H14 0.9300 . ?
O3A Cl1A 1.316(10) . ?
Cl1A O1A 1.368(9) . ?
Cl1A O4A 1.341(9) . ?
Cl1A O2A 1.330(11) . ?
O8 H8A 0.8501 . ?
O8 H8B 0.8501 . ?
N9 C1A 1.122(7) . ?
C1A C1B 1.445(8) . ?
C1B H1BA 0.9600 . ?
C1B H1BB 0.9600 . ?
C1B H1BC 0.9600 . ?
N8 C1C 1.137(8) . ?
C1C C1D 1.424(8) . ?
C1D H1DA 0.9600 . ?
C1D H1DB 0.9600 . ?
C1D H1DC 0.9600 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 N5 C24 C23 1.0(2) . . . . ?
Cu1 N5 C24 C25 -178.47(19) . . . . ?
Cu1 N5 C28 C27 179.0(2) . . . . ?
Cu1 N2 C2 N6 -172.52(15) . . . . ?
Cu1 N2 C2 C1 6.4(3) . . . . ?
Cu1 N2 C8 C7 -7.5(4) . . . . ?
Cu1 N2 C8 C3 169.98(17) . . . . ?
Cu1 N3 C10 N7 176.12(14) . . . . ?
Cu1 N3 C10 C9 -5.2(3) . . . . ?
Cu1 N3 C16 C11 -174.90(16) . . . . ?
Cu1 N3 C16 C15 3.7(4) . . . . ?
Cu1 N4 C23 C24 3.2(2) . . . . ?
Cu1 N4 C23 C22 -176.7(2) . . . . ?
Cu1 N4 C19 C20 176.9(2) . . . . ?
Cu1 N1 C1 C2 25.9(2) . . . . ?
Cu1 N1 C9 C10 -18.5(2) . . . . ?
N5 C24 C25 C26 -0.8(4) . . . . ?
N5 C28 C27 C26 -0.3(4) . . . . ?
N2 C2 C1 N1 -24.3(3) . . . . ?
N2 C8 C7 C6 177.4(2) . . . . ?
N2 C8 C3 N6 -1.0(3) . . . . ?
N2 C8 C3 C4 -178.3(2) . . . . ?
N3 C10 C9 N1 18.0(3) . . . . ?
N3 C16 C11 N7 0.9(3) . . . . ?
N3 C16 C11 C12 178.8(2) . . . . ?
N3 C16 C15 C14 -177.6(3) . . . . ?
N4 C23 C24 N5 -2.8(3) . . . . ?
N4 C23 C24 C25 176.7(2) . . . . ?
N4 C23 C22 C21 -1.1(4) . . . . ?
N4 C19 C20 C21 0.1(5) . . . . ?
N6 C2 C1 N1 154.5(2) . . . . ?
N6 C3 C4 C5 -175.9(3) . . . . ?
N7 C10 C9 N1 -163.6(2) . . . . ?
N7 C11 C12 C13 176.2(3) . . . . ?
C23 N4 C19 C20 -0.1(4) . . . . ?
C23 C24 C25 C26 179.8(2) . . . . ?
C23 C22 C21 C20 1.0(5) . . . . ?
C24 N5 C28 C27 -0.8(4) . . . . ?
C24 C23 C22 C21 179.0(3) . . . . ?
C24 C25 C26 C27 -0.4(4) . . . . ?
C2 N2 C8 C7 -176.0(2) . . . . ?
C2 N2 C8 C3 1.5(2) . . . . ?
C2 N6 C3 C8 0.1(3) . . . . ?
C2 N6 C3 C4 177.0(3) . . . . ?
C8 N2 C2 N6 -1.5(3) . . . . ?
C8 N2 C2 C1 177.4(2) . . . . ?
C8 C7 C6 C5 0.0(4) . . . . ?
C8 C3 C4 C5 0.5(4) . . . . ?
C10 N3 C16 C11 -1.0(2) . . . . ?
C10 N3 C16 C15 177.6(3) . . . . ?
C10 N7 C11 C16 -0.4(3) . . . . ?
C10 N7 C11 C12 -178.0(3) . . . . ?
C16 N3 C10 N7 0.8(2) . . . . ?
C16 N3 C10 C9 179.5(2) . . . . ?
C16 C11 C12 C13 -1.2(5) . . . . ?
C16 C15 C14 C13 -0.6(5) . . . . ?
C7 C8 C3 N6 176.8(2) . . . . ?
C7 C8 C3 C4 -0.5(4) . . . . ?
C3 N6 C2 N2 0.9(3) . . . . ?
C3 N6 C2 C1 -178.0(2) . . . . ?
C3 C8 C7 C6 0.2(4) . . . . ?
C11 N7 C10 N3 -0.3(3) . . . . ?
C11 N7 C10 C9 -178.9(2) . . . . ?
C11 C16 C15 C14 0.8(4) . . . . ?
C11 C12 C13 C14 1.4(6) . . . . ?
C25 C26 C27 C28 0.9(5) . . . . ?
C1 N1 C9 C10 97.7(2) . . . . ?
C28 N5 C24 C23 -179.2(2) . . . . ?
C28 N5 C24 C25 1.4(3) . . . . ?
C9 N1 C1 C2 -90.2(2) . . . . ?
C22 C23 C24 N5 177.1(2) . . . . ?
C22 C23 C24 C25 -3.5(4) . . . . ?
C22 C21 C20 C19 -0.5(5) . . . . ?
C19 N4 C23 C24 -179.5(2) . . . . ?
C19 N4 C23 C22 0.7(4) . . . . ?
C15 C16 C11 N7 -177.9(2) . . . . ?
C15 C16 C11 C12 0.0(4) . . . . ?
C4 C5 C6 C7 0.1(5) . . . . ?
C12 C13 C14 C15 -0.6(6) . . . . ?
C17 N6 C2 N2 -176.4(2) . . . . ?
C17 N6 C2 C1 4.7(4) . . . . ?
C17 N6 C3 C8 177.4(2) . . . . ?
C17 N6 C3 C4 -5.7(4) . . . . ?
C6 C5 C4 C3 -0.3(5) . . . . ?
C18 N7 C10 N3 179.6(2) . . . . ?
C18 N7 C10 C9 1.0(4) . . . . ?
C18 N7 C11 C16 179.7(2) . . . . ?
C18 N7 C11 C12 2.1(5) . . . . ?
