data_2203305
loop_
_publ_author_name
'Huilu Wu'
'Yizhi  Li'
'Yici Gao'
_publ_section_title
;
Aqua[tris(1H-benzimidazol-2-ylmethyl)amine]copper(II) diperchlorate
4-picoline N-oxide monohydrate
;
_journal_issue                 3
_journal_name_full             'Acta Crystallographica, Section E'
_journal_page_first            m277
_journal_page_last             m278
_journal_volume                60
_journal_year                  2004
_chemical_formula_iupac
'[Cu (C24 H21 N7) (H2 O)] (Cl O4)2, C6 H7 N O, H2 O'
_chemical_formula_moiety       'C24 H23 Cu N7 O 2+, C6 H7 N O, 2Cl O4 1-, H2 O'
_chemical_formula_sum          'C30 H32 Cl2 Cu N8 O11'
_chemical_formula_weight       815.08
_chemical_melting_point        ?
_chemical_name_common
;
Aqua[tris(1H-benzimidazol-2-ylmethyl)amine]copper(II) diperchlorate
4-picoline N-oxide monohydrate
;
_chemical_name_systematic
;
Aqua[tris(1H-benzimidazol-2-ylmethyl)amine]copper(II) diperchlorate
4-picoline N-oxide monohydrate
;
_symmetry_cell_setting         Triclinic
_symmetry_space_group_name_Hall '-P 1'
_symmetry_space_group_name_H-M 'P -1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary   direct
_atom_sites_solution_secondary difmap
_cell_angle_alpha              62.430(2)
_cell_angle_beta               89.898(2)
_cell_angle_gamma              66.140(2)
_cell_formula_units_Z          2
_cell_length_a                 11.6048(13)
_cell_length_b                 13.8916(15)
_cell_length_c                 14.3273(16)
_cell_measurement_reflns_used  2688
_cell_measurement_temperature  293(2)
_cell_measurement_theta_max    23.1
_cell_measurement_theta_min    2.3
_cell_volume                   1822.8(4)
_computing_cell_refinement     SMART
_computing_data_collection     'SMART (Bruker, 2000)'
_computing_data_reduction      'SAINT (Bruker, 2000)'
_computing_molecular_graphics  'PLATON (Spek, 2004) and SHELXTL'
_computing_publication_material SHELXTL
_computing_structure_refinement SHELXTL
_computing_structure_solution  'SHELXTL (Sheldrick, 1996)'
_diffrn_ambient_temperature    293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type 'Bruker SMART CCD'
_diffrn_measurement_method     '\f and \w'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source       'fine-focus sealed tube'
_diffrn_radiation_type         MoK\a
_diffrn_radiation_wavelength   0.71073
_diffrn_reflns_av_R_equivalents 0.0263
_diffrn_reflns_av_sigmaI/netI  0.0348
_diffrn_reflns_limit_h_max     13
_diffrn_reflns_limit_h_min     -14
_diffrn_reflns_limit_k_max     11
_diffrn_reflns_limit_k_min     -17
_diffrn_reflns_limit_l_max     12
_diffrn_reflns_limit_l_min     -17
_diffrn_reflns_number          9837
_diffrn_reflns_theta_full      26.00
_diffrn_reflns_theta_max       26.00
_diffrn_reflns_theta_min       1.86
_diffrn_standards_decay_%      ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_number       ?
_exptl_absorpt_coefficient_mu  0.814
_exptl_absorpt_correction_T_max 0.85
_exptl_absorpt_correction_T_min 0.82
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details '(SADABS; Bruker, 2000)'
_exptl_crystal_colour          blue-green
_exptl_crystal_density_diffrn  1.485
_exptl_crystal_density_meas    'not measured'
_exptl_crystal_density_method  'not measured'
_exptl_crystal_description     cuboid
_exptl_crystal_F_000           838
_exptl_crystal_size_max        0.3
_exptl_crystal_size_mid        0.2
_exptl_crystal_size_min        0.2
_refine_diff_density_max       0.311
_refine_diff_density_min       -0.331
_refine_ls_extinction_coef     ?
_refine_ls_extinction_method   none
_refine_ls_goodness_of_fit_ref 1.072
_refine_ls_hydrogen_treatment  mixed
_refine_ls_matrix_type         full
_refine_ls_number_parameters   485
_refine_ls_number_reflns       6971
_refine_ls_number_restraints   1
_refine_ls_restrained_S_all    1.072
_refine_ls_R_factor_all        0.0628
_refine_ls_R_factor_gt         0.0541
_refine_ls_shift/su_max        0.000
_refine_ls_shift/su_mean       0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[\s^2^(Fo^2^)+(0.1057P)^2^+0.3685P] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme    calc
_refine_ls_wR_factor_gt        0.1686
_refine_ls_wR_factor_ref       0.1706
_reflns_number_gt              4936
_reflns_number_total           6971
_reflns_threshold_expression   I>2\s(I)
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Cu1 0.50078(4) 0.34966(4) 0.34048(4) 0.04824(17) Uani d . 1 . . Cu
C1 0.7636(4) 0.2685(3) 0.3031(3) 0.0510(9) Uani d . 1 . . C
H1A 0.7781 0.2049 0.2865 0.061 Uiso calc R 1 . . H
H1B 0.8463 0.2660 0.3192 0.061 Uiso calc R 1 . . H
C2 0.6735(4) 0.3903(3) 0.2095(3) 0.0495(8) Uani d . 1 . . C
C3 0.5965(4) 0.5610(4) 0.0552(3) 0.0514(9) Uani d . 1 . . C
C4 0.5718(4) 0.6631(4) -0.0423(3) 0.0524(9) Uani d . 1 . . C
H4 0.6385 0.6738 -0.0749 0.063 Uiso calc R 1 . . H
C5 0.4449(4) 0.7489(4) -0.0898(3) 0.0545(9) Uani d . 1 . . C
H5 0.4253 0.8184 -0.1565 0.065 Uiso calc R 1 . . H
C6 0.3493(4) 0.7350(4) -0.0427(3) 0.0493(8) Uani d . 1 . . C
H6 0.2649 0.7963 -0.0769 0.059 Uiso calc R 1 . . H
C7 0.3704(4) 0.6328(3) 0.0552(3) 0.0495(8) Uani d . 1 . . C
H7 0.3021 0.6238 0.0857 0.059 Uiso calc R 1 . . H
C8 0.4964(4) 0.5453(3) 0.1053(3) 0.0492(8) Uani d . 1 . . C
C9 0.7385(4) 0.2975(4) 0.4601(3) 0.0486(8) Uani d . 1 . . C
H9A 0.8219 0.2379 0.5100 0.058 Uiso calc R 1 . . H
H9B 0.7437 0.3721 0.4123 0.058 Uiso calc R 1 . . H
C10 0.6371(4) 0.3211(3) 0.5199(3) 0.0487(8) Uani d . 1 . . C
C11 0.5289(4) 0.3407(3) 0.6404(3) 0.0491(8) Uani d . 1 . . C
C12 0.4912(4) 0.3410(3) 0.7314(3) 0.0485(8) Uani d . 1 . . C
H12 0.5489 0.3230 0.7889 0.058 Uiso calc R 1 . . H
C13 0.3643(4) 0.3692(3) 0.7325(3) 0.0506(9) Uani d . 1 . . C
H13 0.3357 0.3669 0.7938 0.061 Uiso calc R 1 . . H
C14 0.2765(4) 0.4011(3) 0.6454(3) 0.0517(9) Uani d . 1 . . C
H14 0.1900 0.4227 0.6478 0.062 Uiso calc R 1 . . H
C15 0.3177(4) 0.4009(3) 0.5541(3) 0.0481(8) Uani d . 1 . . C
H15 0.2592 0.4224 0.4953 0.058 Uiso calc R 1 . . H
C16 0.4456(4) 0.3685(3) 0.5524(3) 0.0508(9) Uani d . 1 . . C
C17 0.7363(4) 0.1203(3) 0.4671(3) 0.0497(9) Uani d . 1 . . C
H17A 0.7289 0.1028 0.5401 0.060 Uiso calc R 1 . . H
H17B 0.8245 0.0693 0.4695 0.060 Uiso calc R 1 . . H
C18 0.6443(4) 0.0969(3) 0.4202(3) 0.0484(8) Uani d . 1 . . C
C19 0.5604(4) 0.0028(3) 0.3768(3) 0.0520(9) Uani d . 1 . . C
C20 0.5327(4) -0.0745(4) 0.3580(3) 0.0532(9) Uani d . 1 . . C
H20 0.5942 -0.1547 0.3838 0.064 Uiso calc R 1 . . H
C21 0.4122(4) -0.0298(4) 0.3005(3) 0.0531(9) Uani d . 1 . . C
H21 0.3917 -0.0804 0.2858 0.064 Uiso calc R 1 . . H
C22 0.3192(4) 0.0894(4) 0.2630(3) 0.0504(9) Uani d . 1 . . C
H22 0.2375 0.1163 0.2246 0.060 Uiso calc R 1 . . H
C23 0.3444(4) 0.1683(3) 0.2809(3) 0.0489(8) Uani d . 1 . . C
H23 0.2821 0.2481 0.2558 0.059 Uiso calc R 1 . . H
C24 0.4676(4) 0.1232(3) 0.3385(3) 0.0480(8) Uani d . 1 . . C
N1 0.7024(3) 0.2504(3) 0.3965(3) 0.0476(7) Uani d . 1 . . N
N2 0.7076(3) 0.4596(3) 0.1247(3) 0.0485(7) Uani d . 1 . . N
H2A 0.7851 0.4435 0.1155 0.058 Uiso calc R 1 . . H
N3 0.5506(3) 0.4380(3) 0.2032(3) 0.0497(7) Uani d . 1 . . N
N4 0.6504(3) 0.3132(3) 0.6147(3) 0.0488(7) Uani d . 1 . . N
H4A 0.7205 0.2947 0.6536 0.059 Uiso calc R 1 . . H
N5 0.5154(3) 0.3546(3) 0.4786(3) 0.0490(7) Uani d . 1 . . N
N6 0.6696(3) -0.0113(3) 0.4293(3) 0.0498(7) Uani d . 1 . . N
H6A 0.7415 -0.0772 0.4621 0.060 Uiso calc R 1 . . H
N7 0.5253(3) 0.1800(3) 0.3674(3) 0.0493(7) Uani d . 1 . . N
O1 0.3126(3) 0.4458(2) 0.2873(2) 0.0487(6) Uani d D 1 . . O
H1C 0.279(4) 0.513(3) 0.280(4) 0.058 Uiso d D 1 . . H
H1D 0.266(4) 0.418(4) 0.320(3) 0.058 Uiso d D 1 . . H
C25 0.9607(4) 0.1920(4) 0.8957(3) 0.0532(9) Uani d . 1 . . C
H25A 0.8965 0.1920 0.9346 0.064 Uiso calc R 1 . . H
C26 1.0882(4) 0.1155(4) 0.9495(3) 0.0543(9) Uani d . 1 . . C
H26A 1.1082 0.0629 1.0238 0.065 Uiso calc R 1 . . H
C27 1.1840(4) 0.1149(4) 0.8981(3) 0.0526(9) Uani d . 1 . . C
C28 1.1477(4) 0.1899(4) 0.7901(3) 0.0533(9) Uani d . 1 . . C
H28A 1.2114 0.1925 0.7508 0.064 Uiso calc R 1 . . H
C29 1.0202(4) 0.2625(4) 0.7358(3) 0.0534(9) Uani d . 1 . . C
H29A 0.9981 0.3103 0.6607 0.064 Uiso calc R 1 . . H
C30 1.3312(4) 0.0401(4) 0.9505(3) 0.0528(9) Uani d . 1 . . C
H30A 1.3510 -0.0429 1.0015 0.079 Uiso calc R 1 . . H
H30B 1.3548 0.0746 0.9871 0.079 Uiso calc R 1 . . H
H30C 1.3788 0.0422 0.8953 0.079 Uiso calc R 1 . . H
N8 0.9282(3) 0.2639(3) 0.7918(3) 0.0507(7) Uani d . 1 . . N
O2 0.8054(3) 0.3350(2) 0.7388(2) 0.0507(6) Uani d . 1 . . O
Cl1 0.93211(9) -0.33414(9) 0.58944(8) 0.0520(2) Uani d . 1 . . Cl
O11 0.9749(3) -0.3961(3) 0.5335(2) 0.0565(7) Uani d . 1 . . O
O12 0.7999(3) -0.2967(2) 0.5804(2) 0.0545(6) Uani d . 1 . . O
O13 0.9352(3) -0.2232(2) 0.5465(2) 0.0565(7) Uani d . 1 . . O
O14 0.9982(3) -0.4192(2) 0.6935(2) 0.0558(7) Uani d . 1 . . O
Cl2 1.00301(9) 0.01759(8) 0.25849(8) 0.0516(2) Uani d . 1 . . Cl
O21 0.9869(3) 0.1253(2) 0.1735(2) 0.0568(7) Uani d . 1 . . O
O22 0.8882(3) 0.0115(2) 0.2578(2) 0.0558(7) Uani d . 1 . . O
O23 1.1131(3) -0.0801(2) 0.2731(2) 0.0572(7) Uani d . 1 . . O
O24 1.0190(3) 0.0226(3) 0.3470(2) 0.0576(7) Uani d . 1 . . O
O1W 0.9644(5) 0.3613(5) 0.0978(4) 0.0526(12) Uani d P 0.50 . . O
H1WB 0.9707 0.2906 0.1206 0.063 Uiso d PR 0.50 . . H
H1WA 0.9527 0.3981 0.0293 0.063 Uiso d PR 0.50 . . H
O2W 0.9988(6) -0.4987(5) 0.8495(5) 0.0586(14) Uani d P 0.50 . . O
H2WC 0.9400 -0.5168 0.8761 0.070 Uiso d PR 0.50 . . H
H2WD 1.0716 -0.5620 0.8782 0.070 Uiso d PR 0.50 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Cu1 0.0465(3) 0.0480(3) 0.0494(3) -0.0213(2) 0.0101(2) -0.0241(2)
C1 0.048(2) 0.049(2) 0.058(2) -0.0229(16) 0.0080(17) -0.0272(19)
C2 0.053(2) 0.0471(19) 0.046(2) -0.0234(17) 0.0112(17) -0.0210(17)
C3 0.056(2) 0.052(2) 0.052(2) -0.0270(18) 0.0150(18) -0.0291(19)
C4 0.052(2) 0.054(2) 0.050(2) -0.0250(17) 0.0110(17) -0.0243(19)
C5 0.058(2) 0.047(2) 0.051(2) -0.0213(17) 0.0116(18) -0.0203(18)
C6 0.049(2) 0.052(2) 0.046(2) -0.0213(17) 0.0076(16) -0.0251(18)
C7 0.052(2) 0.049(2) 0.047(2) -0.0225(17) 0.0092(16) -0.0246(17)
C8 0.048(2) 0.051(2) 0.051(2) -0.0234(16) 0.0119(16) -0.0261(18)
C9 0.0464(19) 0.0476(19) 0.050(2) -0.0202(16) 0.0109(16) -0.0241(17)
C10 0.048(2) 0.050(2) 0.050(2) -0.0241(16) 0.0107(16) -0.0245(18)
C11 0.051(2) 0.048(2) 0.048(2) -0.0205(17) 0.0107(17) -0.0262(18)
C12 0.052(2) 0.050(2) 0.046(2) -0.0236(17) 0.0093(16) -0.0262(18)
C13 0.052(2) 0.051(2) 0.054(2) -0.0242(17) 0.0115(17) -0.0296(19)
C14 0.051(2) 0.046(2) 0.055(2) -0.0190(17) 0.0136(18) -0.0251(18)
C15 0.050(2) 0.0456(19) 0.047(2) -0.0215(16) 0.0102(16) -0.0229(17)
C16 0.054(2) 0.0452(19) 0.050(2) -0.0213(17) 0.0107(18) -0.0227(17)
C17 0.048(2) 0.0444(19) 0.051(2) -0.0190(16) 0.0121(17) -0.0219(17)
C18 0.048(2) 0.0434(19) 0.049(2) -0.0189(16) 0.0098(16) -0.0209(17)
C19 0.056(2) 0.048(2) 0.053(2) -0.0232(17) 0.0140(18) -0.0270(19)
C20 0.058(2) 0.047(2) 0.053(2) -0.0249(18) 0.0145(18) -0.0234(19)
C21 0.055(2) 0.052(2) 0.054(2) -0.0239(18) 0.0141(18) -0.0288(19)
C22 0.049(2) 0.055(2) 0.051(2) -0.0258(17) 0.0141(17) -0.0282(18)
C23 0.054(2) 0.0454(19) 0.050(2) -0.0228(16) 0.0132(17) -0.0252(17)
C24 0.048(2) 0.0465(19) 0.051(2) -0.0206(16) 0.0141(17) -0.0262(18)
N1 0.0454(16) 0.0447(16) 0.0486(17) -0.0189(13) 0.0103(13) -0.0221(14)
N2 0.0463(17) 0.0521(17) 0.0520(18) -0.0233(14) 0.0127(14) -0.0292(15)
N3 0.0520(18) 0.0479(17) 0.0489(17) -0.0240(14) 0.0127(14) -0.0233(15)
N4 0.0468(17) 0.0491(17) 0.0542(19) -0.0223(14) 0.0090(14) -0.0284(16)
N5 0.0484(17) 0.0518(17) 0.0484(17) -0.0232(14) 0.0097(14) -0.0260(15)
N6 0.0511(18) 0.0463(16) 0.0544(19) -0.0229(14) 0.0119(15) -0.0265(15)
N7 0.0496(17) 0.0492(17) 0.0492(17) -0.0231(14) 0.0101(14) -0.0244(15)
O1 0.0497(15) 0.0485(14) 0.0486(15) -0.0223(12) 0.0124(12) -0.0251(13)
C25 0.053(2) 0.056(2) 0.052(2) -0.0234(18) 0.0105(18) -0.028(2)
C26 0.053(2) 0.054(2) 0.049(2) -0.0198(18) 0.0103(17) -0.0246(19)
C27 0.048(2) 0.052(2) 0.053(2) -0.0218(17) 0.0089(17) -0.0240(19)
C28 0.054(2) 0.051(2) 0.059(2) -0.0260(18) 0.0152(18) -0.029(2)
C29 0.055(2) 0.056(2) 0.051(2) -0.0273(18) 0.0137(18) -0.0257(19)
C30 0.052(2) 0.052(2) 0.051(2) -0.0220(17) 0.0105(17) -0.0244(18)
N8 0.0478(18) 0.0479(17) 0.0490(18) -0.0170(14) 0.0080(15) -0.0232(15)
O2 0.0510(15) 0.0479(14) 0.0501(14) -0.0211(12) 0.0059(12) -0.0236(12)
Cl1 0.0501(5) 0.0527(5) 0.0541(5) -0.0238(4) 0.0124(4) -0.0273(5)
O11 0.0577(16) 0.0565(16) 0.0567(16) -0.0264(13) 0.0144(13) -0.0293(14)
O12 0.0516(15) 0.0542(15) 0.0548(16) -0.0236(12) 0.0118(12) -0.0259(13)
O13 0.0574(16) 0.0521(15) 0.0574(17) -0.0228(13) 0.0135(13) -0.0277(14)
O14 0.0541(15) 0.0539(15) 0.0532(16) -0.0217(13) 0.0099(13) -0.0250(14)
Cl2 0.0502(5) 0.0504(5) 0.0528(5) -0.0208(4) 0.0107(4) -0.0267(4)
O21 0.0580(16) 0.0551(15) 0.0555(16) -0.0271(13) 0.0148(13) -0.0254(14)
O22 0.0553(16) 0.0536(15) 0.0559(16) -0.0248(13) 0.0109(13) -0.0257(13)
O23 0.0571(16) 0.0496(15) 0.0587(17) -0.0203(13) 0.0132(13) -0.0263(14)
O24 0.0578(16) 0.0576(16) 0.0533(16) -0.0241(13) 0.0135(13) -0.0267(14)
O1W 0.056(3) 0.050(3) 0.049(3) -0.025(2) 0.015(2) -0.023(3)
O2W 0.059(3) 0.055(3) 0.057(3) -0.023(3) 0.017(3) -0.028(3)
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Cu1 N3 . . 97.85(12) ?
O1 Cu1 N5 . . 98.21(12) ?
N3 Cu1 N5 . . 128.80(13) ?
O1 Cu1 N1 . . 178.71(11) ?
N3 Cu1 N1 . . 81.49(13) ?
N5 Cu1 N1 . . 81.40(13) ?
O1 Cu1 N7 . . 100.65(12) ?
N3 Cu1 N7 . . 111.30(13) ?
N5 Cu1 N7 . . 112.87(13) ?
N1 Cu1 N7 . . 80.62(12) ?
N1 C1 C2 . . 107.2(3) ?
N1 C1 H1A . . 110.3 ?
C2 C1 H1A . . 110.3 ?
N1 C1 H1B . . 110.3 ?
C2 C1 H1B . . 110.3 ?
H1A C1 H1B . . 108.5 ?
N3 C2 N2 . . 113.2(3) ?
N3 C2 C1 . . 121.2(3) ?
N2 C2 C1 . . 125.6(3) ?
N2 C3 C4 . . 133.5(4) ?
N2 C3 C8 . . 105.0(3) ?
C4 C3 C8 . . 121.5(4) ?
C3 C4 C5 . . 117.4(4) ?
C3 C4 H4 . . 121.3 ?
C5 C4 H4 . . 121.3 ?
C6 C5 C4 . . 121.6(4) ?
C6 C5 H5 . . 119.2 ?
C4 C5 H5 . . 119.2 ?
C5 C6 C7 . . 122.7(4) ?
C5 C6 H6 . . 118.7 ?
C7 C6 H6 . . 118.7 ?
C8 C7 C6 . . 117.3(4) ?
C8 C7 H7 . . 121.3 ?
C6 C7 H7 . . 121.3 ?
C7 C8 N3 . . 132.1(4) ?
C7 C8 C3 . . 119.5(4) ?
N3 C8 C3 . . 108.3(3) ?
C10 C9 N1 . . 107.1(3) ?
C10 C9 H9A . . 110.3 ?
N1 C9 H9A . . 110.3 ?
C10 C9 H9B . . 110.3 ?
N1 C9 H9B . . 110.3 ?
H9A C9 H9B . . 108.5 ?
N4 C10 N5 . . 112.2(3) ?
N4 C10 C9 . . 127.5(3) ?
N5 C10 C9 . . 120.3(4) ?
C12 C11 C16 . . 123.7(4) ?
C12 C11 N4 . . 130.7(4) ?
C16 C11 N4 . . 105.6(3) ?
C13 C12 C11 . . 116.2(4) ?
C13 C12 H12 . . 121.9 ?
C11 C12 H12 . . 121.9 ?
C12 C13 C14 . . 122.3(4) ?
C12 C13 H13 . . 118.9 ?
C14 C13 H13 . . 118.9 ?
C13 C14 C15 . . 120.1(4) ?
C13 C14 H14 . . 120.0 ?
C15 C14 H14 . . 120.0 ?
C16 C15 C14 . . 118.9(4) ?
C16 C15 H15 . . 120.5 ?
C14 C15 H15 . . 120.5 ?
N5 C16 C15 . . 132.8(4) ?
N5 C16 C11 . . 108.4(3) ?
C15 C16 C11 . . 118.8(4) ?
N1 C17 C18 . . 106.6(3) ?
N1 C17 H17A . . 110.4 ?
C18 C17 H17A . . 110.4 ?
N1 C17 H17B . . 110.4 ?
C18 C17 H17B . . 110.4 ?
H17A C17 H17B . . 108.6 ?
N7 C18 N6 . . 112.2(3) ?
N7 C18 C17 . . 122.8(3) ?
N6 C18 C17 . . 125.0(3) ?
C20 C19 N6 . . 132.8(4) ?
C20 C19 C24 . . 121.0(4) ?
N6 C19 C24 . . 106.2(3) ?
C21 C20 C19 . . 117.7(4) ?
C21 C20 H20 . . 121.1 ?
C19 C20 H20 . . 121.1 ?
C20 C21 C22 . . 121.6(4) ?
C20 C21 H21 . . 119.2 ?
C22 C21 H21 . . 119.2 ?
C23 C22 C21 . . 121.8(4) ?
C23 C22 H22 . . 119.1 ?
C21 C22 H22 . . 119.1 ?
C22 C23 C24 . . 116.6(4) ?
C22 C23 H23 . . 121.7 ?
C24 C23 H23 . . 121.7 ?
C23 C24 C19 . . 121.4(4) ?
C23 C24 N7 . . 130.9(3) ?
C19 C24 N7 . . 107.8(3) ?
C17 N1 C1 . . 110.7(3) ?
C17 N1 C9 . . 110.1(3) ?
C1 N1 C9 . . 112.1(3) ?
C17 N1 Cu1 . . 108.5(2) ?
C1 N1 Cu1 . . 109.3(2) ?
C9 N1 Cu1 . . 106.0(2) ?
C2 N2 C3 . . 107.3(3) ?
C2 N2 H2A . . 126.3 ?
C3 N2 H2A . . 126.3 ?
C2 N3 C8 . . 106.1(3) ?
C2 N3 Cu1 . . 113.6(3) ?
C8 N3 Cu1 . . 139.6(3) ?
C10 N4 C11 . . 107.2(3) ?
C10 N4 H4A . . 126.4 ?
C11 N4 H4A . . 126.4 ?
C10 N5 C16 . . 106.5(3) ?
C10 N5 Cu1 . . 111.4(3) ?
C16 N5 Cu1 . . 141.6(3) ?
C18 N6 C19 . . 107.7(3) ?
C18 N6 H6A . . 126.1 ?
C19 N6 H6A . . 126.1 ?
C18 N7 C24 . . 106.1(3) ?
C18 N7 Cu1 . . 109.7(2) ?
C24 N7 Cu1 . . 143.4(3) ?
Cu1 O1 H1C . . 118(3) ?
Cu1 O1 H1D . . 119(3) ?
H1C O1 H1D . . 100(5) ?
N8 C25 C26 . . 121.3(4) ?
N8 C25 H25A . . 119.4 ?
C26 C25 H25A . . 119.4 ?
C27 C26 C25 . . 121.7(4) ?
C27 C26 H26A . . 119.2 ?
C25 C26 H26A . . 119.2 ?
C26 C27 C28 . . 115.9(4) ?
C26 C27 C30 . . 126.6(4) ?
C28 C27 C30 . . 117.5(4) ?
C27 C28 C29 . . 122.4(4) ?
C27 C28 H28A . . 118.8 ?
C29 C28 H28A . . 118.8 ?
N8 C29 C28 . . 119.3(4) ?
N8 C29 H29A . . 120.4 ?
C28 C29 H29A . . 120.4 ?
C27 C30 H30A . . 109.5 ?
C27 C30 H30B . . 109.5 ?
H30A C30 H30B . . 109.5 ?
C27 C30 H30C . . 109.5 ?
H30A C30 H30C . . 109.5 ?
H30B C30 H30C . . 109.5 ?
C25 N8 O2 . . 121.7(3) ?
C25 N8 C29 . . 119.4(3) ?
O2 N8 C29 . . 118.8(3) ?
O14 Cl1 O11 . . 104.05(18) ?
O14 Cl1 O13 . . 116.85(18) ?
O11 Cl1 O13 . . 116.09(18) ?
O14 Cl1 O12 . . 110.56(17) ?
O11 Cl1 O12 . . 108.32(18) ?
O13 Cl1 O12 . . 100.81(17) ?
O24 Cl2 O21 . . 107.14(18) ?
O24 Cl2 O23 . . 104.35(19) ?
O21 Cl2 O23 . . 113.65(18) ?
O24 Cl2 O22 . . 101.63(19) ?
O21 Cl2 O22 . . 109.53(18) ?
O23 Cl2 O22 . . 119.01(18) ?
H1WB O1W H1WA . . 109.5 ?
H2WC O2W H2WD . . 109.8 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O1 . 1.959(3) ?
Cu1 N3 . 2.011(3) ?
Cu1 N5 . 2.021(3) ?
Cu1 N1 . 2.096(3) ?
Cu1 N7 . 2.098(3) ?
C1 N1 . 1.480(5) ?
C1 C2 . 1.493(5) ?
C1 H1A . 0.9700 ?
C1 H1B . 0.9700 ?
C2 N3 . 1.289(5) ?
C2 N2 . 1.335(5) ?
C3 N2 . 1.370(5) ?
C3 C4 . 1.373(5) ?
C3 C8 . 1.404(5) ?
C4 C5 . 1.373(6) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.333(6) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.385(5) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.374(5) ?
C7 H7 . 0.9300 ?
C8 N3 . 1.376(5) ?
C9 C10 . 1.473(5) ?
C9 N1 . 1.486(5) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C10 N4 . 1.314(5) ?
C10 N5 . 1.334(5) ?
C11 C12 . 1.376(5) ?
C11 C16 . 1.388(5) ?
C11 N4 . 1.400(5) ?
C12 C13 . 1.365(5) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.385(6) ?
C13 H13 . 0.9300 ?
C14 C15 . 1.392(6) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.370(5) ?
C15 H15 . 0.9300 ?
C16 N5 . 1.368(5) ?
C17 N1 . 1.476(5) ?
C17 C18 . 1.478(5) ?
C17 H17A . 0.9700 ?
C17 H17B . 0.9700 ?
C18 N7 . 1.311(5) ?
C18 N6 . 1.350(5) ?
C19 C20 . 1.369(5) ?
C19 N6 . 1.370(5) ?
C19 C24 . 1.397(5) ?
C20 C21 . 1.360(6) ?
C20 H20 . 0.9300 ?
C21 C22 . 1.389(5) ?
C21 H21 . 0.9300 ?
C22 C23 . 1.370(5) ?
C22 H22 . 0.9300 ?
C23 C24 . 1.384(5) ?
C23 H23 . 0.9300 ?
C24 N7 . 1.405(5) ?
N2 H2A . 0.8600 ?
N4 H4A . 0.8600 ?
N6 H6A . 0.8600 ?
O1 H1C . 0.81(3) ?
O1 H1D . 0.81(3) ?
C25 N8 . 1.295(5) ?
C25 C26 . 1.373(6) ?
C25 H25A . 0.9300 ?
C26 C27 . 1.332(6) ?
C26 H26A . 0.9300 ?
C27 C28 . 1.347(6) ?
C27 C30 . 1.552(5) ?
C28 C29 . 1.372(6) ?
C28 H28A . 0.9300 ?
C29 N8 . 1.334(5) ?
C29 H29A . 0.9300 ?
C30 H30A . 0.9600 ?
C30 H30B . 0.9600 ?
C30 H30C . 0.9600 ?
N8 O2 . 1.324(4) ?
Cl1 O14 . 1.360(3) ?
Cl1 O11 . 1.386(3) ?
Cl1 O13 . 1.386(3) ?
Cl1 O12 . 1.391(3) ?
Cl2 O24 . 1.320(3) ?
Cl2 O21 . 1.358(3) ?
Cl2 O23 . 1.361(3) ?
Cl2 O22 . 1.370(3) ?
O1W H1WB . 0.8498 ?
O1W H1WA . 0.8500 ?
O2W H2WC . 0.8502 ?
O2W H2WD . 0.8500 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N2 H2A O1W . 0.86 2.01 2.844(6) 163
N4 H4A O2 . 0.86 1.96 2.728(4) 147
N4 H4A O23 2_756 0.86 2.48 2.935(4) 114
N6 H6A O13 . 0.86 2.16 3.015(4) 170
N6 H6A O12 . 0.86 2.49 3.148(4) 134
O1 H1C O2 2_666 0.81(3) 1.81(3) 2.620(4) 177(5)
O1 H1D O12 2_656 0.81(3) 2.07(3) 2.852(4) 162(4)
O1W H1WB O21 . 0.85 1.98 2.830(6) 180
O1W H1WA O2W 1_564 0.85 2.48 3.288(8) 158
C14 H14 O11 1_465 0.93 2.52 3.259(5) 136