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#$Date: 2016-11-08 22:14:37 +0200 (Tue, 08 Nov 2016) $
#$Revision: 188273 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/57/7055782.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_7055782
loop_
_publ_author_name
'Vrdoljak, Višnja'
'Pavlović, Gordana'
'Maltar-Strmečki, Nadica'
'Cindrić, Marina'
_publ_section_title
;
 Copper(ii) hydrazone complexes with different nuclearities and
 geometries: synthetic methods and ligand substituent effects
;
_journal_issue                   11
_journal_name_full               'New J. Chem.'
_journal_page_first              9263
_journal_paper_doi               10.1039/C6NJ01036A
_journal_volume                  40
_journal_year                    2016
_chemical_formula_sum            'C32 H32 Cu2 N4 O10'
_chemical_formula_weight         759.69
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-03-24 deposited with the CCDC.
2016-09-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.208(6)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.1772(5)
_cell_length_b                   26.5801(15)
_cell_length_c                   8.2529(6)
_cell_measurement_reflns_used    9361
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.5209
_cell_measurement_theta_min      4.0857
_cell_volume                     1561.97(18)
_computing_cell_refinement
'CrysAlisPro, Oxford Diffraction Ltd.,Version 1.171.34.44'
_computing_data_collection
'CrysAlisPro, Oxford Diffraction Ltd.,Version 1.171.34.44'
_computing_data_reduction
'CrysAlisPro, Oxford Diffraction Ltd.,Version 1.171.34.44'
_computing_molecular_graphics    'MERCURY 3.6. (CCDC, 2015)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXLS-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0288
_diffrn_reflns_av_unetI/netI     0.0211
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            20430
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.995
_diffrn_reflns_theta_min         4.094
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.428
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80864
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44.
Empirical absorption correction using 
spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_diffrn    1.615
_exptl_crystal_description       prism
_exptl_crystal_F_000             780
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.295
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     225
_refine_ls_number_reflns         3385
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0367
_refine_ls_R_factor_gt           0.0298
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0331P)²+0.7422P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0709
_refine_ls_wR_factor_ref         0.0734
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3003
_reflns_number_total             3385
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6nj01036a2.cif
_cod_data_source_block           3MeOH
_cod_depositor_comments
'Adding full bibliography for 7055776--7055782.cif.'
_cod_database_code               7055782
_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+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
Cu1 Cu 0.42625(3) 0.05145(2) 0.53910(3) 0.02650(9) Uani 1 1 d . .
N1 N 0.1840(2) 0.08191(6) 0.4922(2) 0.0251(3) Uani 1 1 d . .
N2 N 0.1658(2) 0.12820(6) 0.5684(2) 0.0269(4) Uani 1 1 d . .
O1 O 0.4696(2) 0.11080(5) 0.67693(18) 0.0335(3) Uani 1 1 d . .
O2 O 0.35394(18) -0.00750(5) 0.40352(17) 0.0286(3) Uani 1 1 d . .
O5 O 0.5650(2) 0.10469(7) 0.3349(2) 0.0461(4) Uani 1 1 d D .
H5O H 0.620(4) 0.1261(9) 0.391(3) 0.055 Uiso 1 1 d D U
O4 O -0.0341(2) -0.10656(6) 0.01084(19) 0.0409(4) Uani 1 1 d . .
O3 O 0.3360(2) 0.32426(5) 0.9948(2) 0.0376(4) Uani 1 1 d D .
H3O H 0.445(2) 0.3341(10) 1.015(3) 0.045 Uiso 1 1 d D U
C1 C 0.3225(3) 0.13954(7) 0.6612(2) 0.0264(4) Uani 1 1 d . .
C2 C 0.3295(3) 0.18764(7) 0.7509(2) 0.0269(4) Uani 1 1 d . .
C3 C 0.4978(3) 0.21373(8) 0.7866(3) 0.0310(4) Uani 1 1 d . .
H3 H 0.6075 0.2003 0.7552 0.037 Uiso 1 1 calc R U
C4 C 0.5042(3) 0.25931(8) 0.8682(3) 0.0328(5) Uani 1 1 d . .
H4 H 0.6175 0.2764 0.8908 0.039 Uiso 1 1 calc R U
C5 C 0.3409(3) 0.27946(7) 0.9162(2) 0.0288(4) Uani 1 1 d . .
C6 C 0.1726(3) 0.25347(8) 0.8827(3) 0.0351(5) Uani 1 1 d . .
H6 H 0.0634 0.2666 0.9160 0.042 Uiso 1 1 calc R U
C7 C 0.1670(3) 0.20833(8) 0.8002(3) 0.0334(5) Uani 1 1 d . .
H7 H 0.0533 0.1914 0.7770 0.040 Uiso 1 1 calc R U
C8 C 0.0395(3) 0.06426(7) 0.4036(2) 0.0264(4) Uani 1 1 d . .
H8 H -0.0711 0.0827 0.3979 0.032 Uiso 1 1 calc R U
C9 C 0.0350(3) 0.01832(7) 0.3129(2) 0.0253(4) Uani 1 1 d . .
C10 C 0.1879(3) -0.01532(7) 0.3106(2) 0.0243(4) Uani 1 1 d . .
C11 C 0.1654(3) -0.05739(7) 0.2096(2) 0.0285(4) Uani 1 1 d . .
H11 H 0.2655 -0.0794 0.2058 0.034 Uiso 1 1 calc R U
C12 C -0.0037(3) -0.06686(8) 0.1150(2) 0.0296(4) Uani 1 1 d . .
C13 C -0.1582(3) -0.03536(8) 0.1213(2) 0.0320(5) Uani 1 1 d . .
H13 H -0.2732 -0.0426 0.0608 0.038 Uiso 1 1 calc R U
C14 C -0.1364(3) 0.00634(8) 0.2184(2) 0.0289(4) Uani 1 1 d . .
H14 H -0.2386 0.0276 0.2223 0.035 Uiso 1 1 calc R U
C15 C 0.1235(4) -0.13535(10) -0.0226(3) 0.0479(6) Uani 1 1 d . .
H15A H 0.1795 -0.1514 0.0759 0.072 Uiso 1 1 calc R U
H15B H 0.2139 -0.1136 -0.0632 0.072 Uiso 1 1 calc R U
H15C H 0.0836 -0.1605 -0.1030 0.072 Uiso 1 1 calc R U
C16 C 0.4384(4) 0.12970(13) 0.2159(4) 0.0643(8) Uani 1 1 d . .
H16A H 0.3478 0.1480 0.2688 0.096 Uiso 1 1 calc R U
H16B H 0.3750 0.1054 0.1425 0.096 Uiso 1 1 calc R U
H16C H 0.5067 0.1527 0.1556 0.096 Uiso 1 1 calc R U
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'
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
N1 Cu1 O1 81.37(6) . .
N1 Cu1 O2 93.10(6) . .
O1 Cu1 O2 173.81(6) . .
N1 Cu1 O2 168.11(6) . 3_656
O1 Cu1 O2 105.98(5) . 3_656
O2 Cu1 O2 79.03(6) . 3_656
N1 Cu1 Cu1 132.19(5) . 3_656
O1 Cu1 Cu1 145.18(4) . 3_656
O2 Cu1 Cu1 39.70(4) . 3_656
O2 Cu1 Cu1 39.33(4) 3_656 3_656
C8 N1 N2 117.74(16) . .
C8 N1 Cu1 127.65(14) . .
N2 N1 Cu1 114.59(11) . .
C1 N2 N1 110.07(15) . .
C1 O1 Cu1 110.50(12) . .
C10 O2 Cu1 126.86(12) . .
C10 O2 Cu1 131.90(12) . 3_656
Cu1 O2 Cu1 100.97(6) . 3_656
C16 O5 H5O 107(2) . .
C12 O4 C15 118.15(17) . .
C5 O3 H3O 107.0(19) . .
O1 C1 N2 123.39(17) . .
O1 C1 C2 118.95(17) . .
N2 C1 C2 117.66(17) . .
C3 C2 C7 118.49(18) . .
C3 C2 C1 120.80(18) . .
C7 C2 C1 120.71(18) . .
C4 C3 C2 120.93(19) . .
C4 C3 H3 119.5 . .
C2 C3 H3 119.5 . .
C3 C4 C5 119.88(18) . .
C3 C4 H4 120.1 . .
C5 C4 H4 120.1 . .
O3 C5 C6 117.19(18) . .
O3 C5 C4 123.16(18) . .
C6 C5 C4 119.65(18) . .
C7 C6 C5 120.15(19) . .
C7 C6 H6 119.9 . .
C5 C6 H6 119.9 . .
C6 C7 C2 120.90(19) . .
C6 C7 H7 119.6 . .
C2 C7 H7 119.6 . .
N1 C8 C9 125.11(18) . .
N1 C8 H8 117.4 . .
C9 C8 H8 117.4 . .
C14 C9 C10 118.32(18) . .
C14 C9 C8 116.35(17) . .
C10 C9 C8 125.33(17) . .
O2 C10 C11 119.44(17) . .
O2 C10 C9 121.69(17) . .
C11 C10 C9 118.87(17) . .
C12 C11 C10 120.82(18) . .
C12 C11 H11 119.6 . .
C10 C11 H11 119.6 . .
O4 C12 C11 123.91(19) . .
O4 C12 C13 115.06(17) . .
C11 C12 C13 121.02(18) . .
C14 C13 C12 118.42(18) . .
C14 C13 H13 120.8 . .
C12 C13 H13 120.8 . .
C13 C14 C9 122.44(19) . .
C13 C14 H14 118.8 . .
C9 C14 H14 118.8 . .
O4 C15 H15A 109.5 . .
O4 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
O4 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
O5 C16 H16A 109.5 . .
O5 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
O5 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N1 1.9127(16) .
Cu1 O1 1.9469(14) .
Cu1 O2 1.9574(13) .
Cu1 O2 1.9724(13) 3_656
Cu1 Cu1 3.0316(5) 3_656
N1 C8 1.281(2) .
N1 N2 1.395(2) .
N2 C1 1.314(2) .
O1 C1 1.296(2) .
O2 C10 1.350(2) .
O2 Cu1 1.9724(13) 3_656
O5 C16 1.417(3) .
O5 H5O 0.802(17) .
O4 C12 1.361(2) .
O4 C15 1.421(3) .
O3 C5 1.359(2) .
O3 H3O 0.820(16) .
C1 C2 1.475(3) .
C2 C3 1.392(3) .
C2 C7 1.396(3) .
C3 C4 1.384(3) .
C3 H3 0.9300 .
C4 C5 1.391(3) .
C4 H4 0.9300 .
C5 C6 1.389(3) .
C6 C7 1.378(3) .
C6 H6 0.9300 .
C7 H7 0.9300 .
C8 C9 1.431(3) .
C8 H8 0.9300 .
C9 C14 1.408(3) .
C9 C10 1.417(3) .
C10 C11 1.392(3) .
C11 C12 1.382(3) .
C11 H11 0.9300 .
C12 C13 1.396(3) .
C13 C14 1.365(3) .
C13 H13 0.9300 .
C14 H14 0.9300 .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 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
C8 N1 N2 C1 176.52(18) .
Cu1 N1 N2 C1 -2.0(2) .
Cu1 O1 C1 N2 2.2(2) .
Cu1 O1 C1 C2 -177.63(14) .
N1 N2 C1 O1 -0.2(3) .
N1 N2 C1 C2 179.61(16) .
O1 C1 C2 C3 30.2(3) .
N2 C1 C2 C3 -149.7(2) .
O1 C1 C2 C7 -150.7(2) .
N2 C1 C2 C7 29.5(3) .
C7 C2 C3 C4 -0.4(3) .
C1 C2 C3 C4 178.79(19) .
C2 C3 C4 C5 0.3(3) .
C3 C4 C5 O3 -179.2(2) .
C3 C4 C5 C6 0.4(3) .
O3 C5 C6 C7 178.6(2) .
C4 C5 C6 C7 -0.9(3) .
C5 C6 C7 C2 0.8(3) .
C3 C2 C7 C6 -0.2(3) .
C1 C2 C7 C6 -179.37(19) .
N2 N1 C8 C9 177.88(17) .
Cu1 N1 C8 C9 -3.9(3) .
N1 C8 C9 C14 -177.88(19) .
N1 C8 C9 C10 1.9(3) .
Cu1 O2 C10 C11 174.12(14) .
Cu1 O2 C10 C11 -13.2(3) 3_656
Cu1 O2 C10 C9 -5.8(3) .
Cu1 O2 C10 C9 166.90(14) 3_656
C14 C9 C10 O2 -177.05(18) .
C8 C9 C10 O2 3.2(3) .
C14 C9 C10 C11 3.0(3) .
C8 C9 C10 C11 -176.69(18) .
O2 C10 C11 C12 178.97(18) .
C9 C10 C11 C12 -1.1(3) .
C15 O4 C12 C11 -10.4(3) .
C15 O4 C12 C13 169.7(2) .
C10 C11 C12 O4 178.41(19) .
C10 C11 C12 C13 -1.8(3) .
O4 C12 C13 C14 -177.56(19) .
C11 C12 C13 C14 2.6(3) .
C12 C13 C14 C9 -0.6(3) .
C10 C9 C14 C13 -2.2(3) .
C8 C9 C14 C13 177.51(19) .
