#------------------------------------------------------------------------------
#$Date: 2025-08-21 13:25:49 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301846 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/00/65/7006583.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_7006583
loop_
_publ_author_name
'Mukherjee, Jhumpa'
'Mukherjee, Rabindranath'
_publ_section_title
;
 Reaction with dioxygen of a Cu(I) complex of
 1-benzyl-[3-(2'-pyridyl)]pyrazole triggers ethyl acetate hydrolysis:
 acetato-/pyrazolato-, dihydroxo- and diacetato-bridged Cu(II)
 complexes.
;
_journal_issue                   13
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1611
_journal_page_last               1621
_journal_paper_doi               10.1039/b512086a
_journal_year                    2006
_chemical_formula_moiety         'C19 H19 N5 Cu +, (ClO4) -'
_chemical_formula_sum            'C19 H19 Cl Cu N5 O4'
_chemical_formula_weight         480.38
_space_group_IT_number           2
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                117.244(5)
_cell_angle_beta                 90.425(5)
_cell_angle_gamma                115.172(5)
_cell_formula_units_Z            2
_cell_length_a                   10.823(5)
_cell_length_b                   10.882(5)
_cell_length_c                   11.290(5)
_cell_measurement_temperature    100(2)
_cell_volume                     1035.6(8)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART APEX'
_computing_data_reduction        'Bruker SAINT PLUS'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97(Altomare, et. al. 1999)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.957
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0168
_diffrn_reflns_av_sigmaI/netI    0.0333
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6951
_diffrn_reflns_theta_full        28.27
_diffrn_reflns_theta_max         28.27
_diffrn_reflns_theta_min         2.24
_exptl_absorpt_coefficient_mu    1.220
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.541
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             492
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.452
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     347
_refine_ls_number_reflns         4924
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.007
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0324
_refine_ls_shift/su_max          0.018
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0558P)²+0.2643P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0866
_refine_ls_wR_factor_ref         0.0886
_reflns_number_gt                4474
_reflns_number_total             4924
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b512086a.txt
_cod_data_source_block           LCu(1)
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Empirical' changed to
'empirical' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      ' P -1 '
_cod_database_code               7006583
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu 0.65810(2) 0.44048(2) 0.54682(2) 0.01809(8) Uani 1 1 d . . .
Cl Cl 1.03946(4) 0.16185(5) 0.86248(4) 0.01747(10) Uani 1 1 d . . .
O3 O 1.05953(15) 0.20050(16) 1.00364(13) 0.0263(3) Uani 1 1 d . . .
O4 O 0.90157(14) 0.13523(17) 0.81357(13) 0.0255(3) Uani 1 1 d . . .
O2 O 1.05067(16) 0.02197(17) 0.77921(15) 0.0335(3) Uani 1 1 d . . .
N3 N 0.86664(14) 0.35806(16) 0.66242(14) 0.0151(3) Uani 1 1 d . . .
O1 O 1.14480(15) 0.29104(17) 0.85213(15) 0.0328(3) Uani 1 1 d . . .
C10 C 0.68212(17) 0.3057(2) 0.78570(16) 0.0163(3) Uani 1 1 d . . .
N1 N 0.71470(15) 0.38971(16) 0.36187(14) 0.0159(3) Uani 1 1 d . . .
N2 N 0.80307(14) 0.37238(16) 0.56987(13) 0.0151(3) Uani 1 1 d . . .
C4 C 0.85093(18) 0.2844(2) 0.22226(17) 0.0192(3) Uani 1 1 d . . .
C8 C 0.95862(18) 0.30492(19) 0.61415(18) 0.0174(3) Uani 1 1 d . . .
C9 C 0.83514(18) 0.4037(2) 0.79706(17) 0.0173(3) Uani 1 1 d . . .
C1 C 0.66597(18) 0.4003(2) 0.25870(18) 0.0198(3) Uani 1 1 d . . .
C11 C 0.6202(2) 0.1428(2) 0.7206(2) 0.0236(4) Uani 1 1 d . . .
C5 C 0.80679(17) 0.33284(18) 0.34347(16) 0.0151(3) Uani 1 1 d . . .
C14 C 0.4602(2) 0.2885(3) 0.83472(19) 0.0266(4) Uani 1 1 d . . .
N5 N 0.70100(16) 0.64846(18) 0.69541(15) 0.0216(3) Uani 1 1 d . . .
C7 C 0.95447(18) 0.2822(2) 0.48340(18) 0.0184(3) Uani 1 1 d . . .
C15 C 0.60087(19) 0.3784(2) 0.84252(17) 0.0204(3) Uani 1 1 d . . .
C19 C 0.7191(2) 0.8923(2) 0.9144(2) 0.0269(4) Uani 1 1 d . . .
N4 N 0.46069(16) 0.29258(18) 0.51955(15) 0.0199(3) Uani 1 1 d . . .
C2 C 0.7056(2) 0.3553(2) 0.13559(18) 0.0225(4) Uani 1 1 d . . .
C18 C 0.71114(19) 0.7568(2) 0.79156(18) 0.0206(3) Uani 1 1 d . . .
C6 C 0.85646(17) 0.32646(18) 0.46035(16) 0.0148(3) Uani 1 1 d . . .
C17 C 0.2042(2) 0.1291(2) 0.5227(2) 0.0244(4) Uani 1 1 d . . .
C3 C 0.7997(2) 0.2964(2) 0.11747(18) 0.0221(4) Uani 1 1 d . . .
C13 C 0.3997(2) 0.1259(3) 0.7694(2) 0.0290(4) Uani 1 1 d . . .
C16 C 0.34780(19) 0.2196(2) 0.51967(16) 0.0186(3) Uani 1 1 d . . .
C12 C 0.4793(2) 0.0527(3) 0.7114(2) 0.0300(4) Uani 1 1 d . . .
H7 H 1.006(2) 0.245(3) 0.424(2) 0.027(6) Uiso 1 1 d . . .
H2 H 0.670(2) 0.368(2) 0.068(2) 0.023(5) Uiso 1 1 d . . .
H1 H 0.606(2) 0.442(2) 0.274(2) 0.021(5) Uiso 1 1 d . . .
H9B H 0.895(2) 0.391(2) 0.847(2) 0.018(5) Uiso 1 1 d . . .
H8 H 1.004(2) 0.290(2) 0.664(2) 0.017(5) Uiso 1 1 d . . .
H9A H 0.862(2) 0.513(2) 0.841(2) 0.015(5) Uiso 1 1 d . . .
H15 H 0.644(2) 0.488(3) 0.885(2) 0.020(5) Uiso 1 1 d . . .
H17B H 0.189(3) 0.184(3) 0.607(3) 0.033(6) Uiso 1 1 d . . .
H3 H 0.827(3) 0.263(3) 0.036(2) 0.032(6) Uiso 1 1 d . . .
H4 H 0.916(2) 0.246(2) 0.216(2) 0.021(5) Uiso 1 1 d . . .
H17C H 0.136(3) 0.101(3) 0.449(3) 0.040(7) Uiso 1 1 d . . .
H11 H 0.673(3) 0.098(3) 0.680(2) 0.035(6) Uiso 1 1 d . . .
H13 H 0.308(3) 0.067(3) 0.764(2) 0.034(6) Uiso 1 1 d . . .
H12 H 0.441(3) -0.052(3) 0.668(3) 0.036(6) Uiso 1 1 d . . .
H17A H 0.192(3) 0.034(3) 0.508(3) 0.047(8) Uiso 1 1 d . . .
H19C H 0.687(3) 0.942(3) 0.889(3) 0.044(7) Uiso 1 1 d . . .
H19A H 0.815(3) 0.959(3) 0.975(2) 0.032(6) Uiso 1 1 d . . .
H14 H 0.410(3) 0.339(3) 0.873(2) 0.033(6) Uiso 1 1 d . . .
H19B H 0.660(3) 0.861(3) 0.959(3) 0.051(8) Uiso 1 1 d . . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N5 Cu N4 108.23(7) . . ?
N5 Cu N2 113.55(6) . . ?
N4 Cu N2 115.54(7) . . ?
N5 Cu N1 125.96(6) . . ?
N4 Cu N1 111.74(6) . . ?
N2 Cu N1 79.60(6) . . ?
O2 Cl O3 109.86(9) . . ?
O2 Cl O1 109.59(10) . . ?
O3 Cl O1 109.66(9) . . ?
O2 Cl O4 109.46(9) . . ?
O3 Cl O4 109.57(8) . . ?
O1 Cl O4 108.69(9) . . ?
N2 N3 C8 111.66(14) . . ?
N2 N3 C9 119.63(13) . . ?
C8 N3 C9 128.67(14) . . ?
C11 C10 C15 118.95(16) . . ?
C11 C10 C9 120.86(15) . . ?
C15 C10 C9 120.18(16) . . ?
C1 N1 C5 117.95(14) . . ?
C1 N1 Cu 127.65(12) . . ?
C5 N1 Cu 114.32(11) . . ?
C6 N2 N3 105.35(13) . . ?
C6 N2 Cu 113.99(11) . . ?
N3 N2 Cu 140.66(11) . . ?
C3 C4 C5 118.79(16) . . ?
N3 C8 C7 107.29(15) . . ?
N3 C9 C10 112.03(13) . . ?
N1 C1 C2 122.97(17) . . ?
C10 C11 C12 120.79(17) . . ?
N1 C5 C4 122.35(15) . . ?
N1 C5 C6 114.92(14) . . ?
C4 C5 C6 122.73(15) . . ?
C13 C14 C15 120.02(17) . . ?
C18 N5 Cu 168.46(15) . . ?
C8 C7 C6 104.83(14) . . ?
C14 C15 C10 120.37(18) . . ?
C16 N4 Cu 171.73(14) . . ?
C1 C2 C3 118.63(16) . . ?
N5 C18 C19 178.0(2) . . ?
N2 C6 C7 110.87(14) . . ?
N2 C6 C5 117.05(14) . . ?
C7 C6 C5 132.08(15) . . ?
C4 C3 C2 119.30(16) . . ?
C14 C13 C12 119.92(18) . . ?
N4 C16 C17 178.80(19) . . ?
C13 C12 C11 119.93(19) . . ?
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
Cu N5 1.9418(17) . ?
Cu N4 1.9651(17) . ?
Cu N2 2.0588(15) . ?
Cu N1 2.0716(16) . ?
Cl O2 1.4367(14) . ?
Cl O3 1.4379(15) . ?
Cl O1 1.4419(15) . ?
Cl O4 1.4456(14) . ?
N3 N2 1.3486(19) . ?
N3 C8 1.353(2) . ?
N3 C9 1.461(2) . ?
C10 C11 1.386(3) . ?
C10 C15 1.395(2) . ?
C10 C9 1.505(2) . ?
N1 C1 1.347(2) . ?
N1 C5 1.353(2) . ?
N2 C6 1.343(2) . ?
C4 C3 1.385(3) . ?
C4 C5 1.394(2) . ?
C8 C7 1.378(2) . ?
C1 C2 1.386(2) . ?
C11 C12 1.388(3) . ?
C5 C6 1.463(2) . ?
C14 C13 1.384(3) . ?
C14 C15 1.391(3) . ?
N5 C18 1.139(2) . ?
C7 C6 1.403(2) . ?
C19 C18 1.457(3) . ?
N4 C16 1.140(2) . ?
C2 C3 1.388(3) . ?
C17 C16 1.455(3) . ?
C13 C12 1.386(3) . ?
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
N5 Cu N1 C1 -68.52(17) . . . . ?
N4 Cu N1 C1 66.35(16) . . . . ?
N2 Cu N1 C1 179.84(15) . . . . ?
N5 Cu N1 C5 114.70(12) . . . . ?
N4 Cu N1 C5 -110.43(12) . . . . ?
N2 Cu N1 C5 3.07(11) . . . . ?
C8 N3 N2 C6 0.18(18) . . . . ?
C9 N3 N2 C6 178.14(13) . . . . ?
C8 N3 N2 Cu -179.38(13) . . . . ?
C9 N3 N2 Cu -1.4(2) . . . . ?
N5 Cu N2 C6 -126.83(12) . . . . ?
N4 Cu N2 C6 107.26(12) . . . . ?
N1 Cu N2 C6 -1.99(11) . . . . ?
N5 Cu N2 N3 52.70(18) . . . . ?
N4 Cu N2 N3 -73.21(18) . . . . ?
N1 Cu N2 N3 177.55(18) . . . . ?
N2 N3 C8 C7 -0.43(19) . . . . ?
C9 N3 C8 C7 -178.16(15) . . . . ?
N2 N3 C9 C10 62.03(19) . . . . ?
C8 N3 C9 C10 -120.40(18) . . . . ?
C11 C10 C9 N3 57.4(2) . . . . ?
C15 C10 C9 N3 -123.41(16) . . . . ?
C5 N1 C1 C2 0.2(3) . . . . ?
Cu N1 C1 C2 -176.48(13) . . . . ?
C15 C10 C11 C12 0.2(3) . . . . ?
C9 C10 C11 C12 179.39(17) . . . . ?
C1 N1 C5 C4 -0.6(2) . . . . ?
Cu N1 C5 C4 176.55(12) . . . . ?
C1 N1 C5 C6 179.32(14) . . . . ?
Cu N1 C5 C6 -3.57(17) . . . . ?
C3 C4 C5 N1 0.6(2) . . . . ?
C3 C4 C5 C6 -179.24(16) . . . . ?
N4 Cu N5 C18 34.6(8) . . . . ?
N2 Cu N5 C18 -95.1(8) . . . . ?
N1 Cu N5 C18 170.7(7) . . . . ?
N3 C8 C7 C6 0.49(18) . . . . ?
C13 C14 C15 C10 -0.5(3) . . . . ?
C11 C10 C15 C14 0.5(2) . . . . ?
C9 C10 C15 C14 -178.68(15) . . . . ?
N5 Cu N4 C16 -22.3(10) . . . . ?
N2 Cu N4 C16 106.3(10) . . . . ?
N1 Cu N4 C16 -165.2(10) . . . . ?
N1 C1 C2 C3 0.1(3) . . . . ?
Cu N5 C18 C19 -35(6) . . . . ?
N3 N2 C6 C7 0.15(18) . . . . ?
Cu N2 C6 C7 179.84(11) . . . . ?
N3 N2 C6 C5 -178.99(13) . . . . ?
Cu N2 C6 C5 0.71(18) . . . . ?
C8 C7 C6 N2 -0.40(19) . . . . ?
C8 C7 C6 C5 178.56(17) . . . . ?
N1 C5 C6 N2 1.9(2) . . . . ?
C4 C5 C6 N2 -178.19(15) . . . . ?
N1 C5 C6 C7 -176.97(17) . . . . ?
C4 C5 C6 C7 2.9(3) . . . . ?
C5 C4 C3 C2 -0.3(3) . . . . ?
C1 C2 C3 C4 0.0(3) . . . . ?
C15 C14 C13 C12 -0.2(3) . . . . ?
Cu N4 C16 C17 4(10) . . . . ?
C14 C13 C12 C11 0.9(3) . . . . ?
C10 C11 C12 C13 -0.9(3) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139152269
