#------------------------------------------------------------------------------
#$Date: 2023-11-05 02:15:07 +0200 (Sun, 05 Nov 2023) $
#$Revision: 287268 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/43/7714393.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_7714393
loop_
_publ_author_name
'Moura, Fagner da Silva'
'Sobrinho, Ygor S.'
'Stellet, Carolina'
'Serna, Jilder D. P.'
'Ligiero, Carolina B. P.'
'Yoguim, Maurício I'
'Cukierman, Daphne S.'
'Diniz, Renata'
'Alves, Odivaldo C.'
'Morgon, Nelson H.'
'de Souza, Aguinaldo R.'
'Rey, Nicolás A'
_publ_section_title
;
 Copper(II) complexes of a furan-containing aroylhydrazonic ligand:
 syntheses, structural studies, solution chemistry and interaction with
 HSA.
;
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_paper_doi               10.1039/d3dt02597g
_journal_year                    2023
_chemical_formula_moiety         'C32 H36 Cu2 N4 O8'
_chemical_formula_sum            'C32 H36 Cu2 N4 O8'
_chemical_formula_weight         731.73
_chemical_name_systematic
{mu-[N-{[2-(hydroxy)-5-methylphenyl]methylidene}furan-2-carbohydrazonato]}-bis(propan-2-ol)-di-copper
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2023-10-08 deposited with the CCDC.	2023-10-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.394(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.2379(5)
_cell_length_b                   14.5843(10)
_cell_length_c                   17.5885(11)
_cell_measurement_reflns_used    4976
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      23.19
_cell_measurement_theta_min      2.71
_cell_volume                     1595.4(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX4'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-4 CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0791
_diffrn_reflns_av_unetI/netI     0.0399
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            25923
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.681
_diffrn_reflns_theta_min         2.710
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    1.390
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6431
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and 
absorption correction
;
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_description       Needle
_exptl_crystal_F_000             756
_exptl_crystal_size_max          0.349
_exptl_crystal_size_mid          0.084
_exptl_crystal_size_min          0.068
_refine_diff_density_max         0.750
_refine_diff_density_min         -0.643
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.205
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     213
_refine_ls_number_reflns         3029
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.205
_refine_ls_R_factor_all          0.0899
_refine_ls_R_factor_gt           0.0521
_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)+(0.0808P)²+1.5980P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1308
_refine_ls_wR_factor_ref         0.1747
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2193
_reflns_number_total             3029
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt02597g2.cif
_cod_data_source_block           CuH2B2_p21_n
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_atom_sites_solution_primary' value 'Dual' was changed to
'dual' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

data item '_atom_sites_solution_secondary' value 'Difmap' was changed
to 'difmap' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7714393
_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_min   0.643
_shelx_estimated_absorpt_t_max   0.911
_exptl_absorpt_special_details
;
Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., 
J. Appl. Cryst. 48 (2015) 3-1
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.83753(9) 0.57074(4) 0.47097(3) 0.0449(2) Uani 1 1 d . . . . .
O1 O 0.9407(5) 0.5106(2) 0.56544(18) 0.0478(8) Uani 1 1 d . . . . .
O2 O 0.7012(5) 0.6233(2) 0.37872(19) 0.0499(8) Uani 1 1 d . . . . .
O3 O 0.1820(6) 0.7216(3) 0.3378(2) 0.0619(10) Uani 1 1 d . . . . .
N1 N 0.5738(6) 0.6093(2) 0.5105(2) 0.0444(9) Uani 1 1 d . . . . .
N2 N 0.4265(6) 0.6494(3) 0.4566(2) 0.0451(9) Uani 1 1 d . . . . .
C1 C 0.8587(7) 0.5229(3) 0.6344(3) 0.0422(10) Uani 1 1 d . . . . .
C2 C 0.9761(8) 0.4950(3) 0.7003(3) 0.0483(11) Uani 1 1 d . . . . .
H2 H 1.112614 0.470421 0.697056 0.058 Uiso 1 1 calc R U . . .
C3 C 0.8948(8) 0.5030(3) 0.7709(3) 0.0522(12) Uani 1 1 d . . . . .
H3 H 0.978782 0.484109 0.814054 0.063 Uiso 1 1 calc R U . . .
C4 C 0.6902(8) 0.5385(3) 0.7793(3) 0.0511(12) Uani 1 1 d . . . . .
C5 C 0.5772(8) 0.5686(3) 0.7134(3) 0.0466(11) Uani 1 1 d . . . . .
H5 H 0.441832 0.594118 0.717361 0.056 Uiso 1 1 calc R U . . .
C6 C 0.6551(7) 0.5630(3) 0.6412(3) 0.0422(10) Uani 1 1 d . . . . .
C7 C 0.5169(7) 0.5979(3) 0.5792(3) 0.0448(10) Uani 1 1 d . . . . .
H7 H 0.377044 0.613531 0.588910 0.054 Uiso 1 1 calc R U . . .
C8 C 0.5118(7) 0.6522(3) 0.3908(3) 0.0435(10) Uani 1 1 d . . . . .
C9 C 0.3817(8) 0.6903(3) 0.3251(3) 0.0466(11) Uani 1 1 d . . . . .
C10 C 0.4185(9) 0.6983(4) 0.2515(3) 0.0585(13) Uani 1 1 d . . . . .
H10 H 0.542683 0.681962 0.228737 0.070 Uiso 1 1 calc R U . . .
C11 C 0.2253(10) 0.7376(4) 0.2150(4) 0.0675(16) Uani 1 1 d . . . . .
H11 H 0.199466 0.751555 0.163520 0.081 Uiso 1 1 calc R U . . .
C12 C 0.0928(10) 0.7499(4) 0.2687(4) 0.0693(16) Uani 1 1 d . . . . .
H12 H -0.044373 0.774674 0.260570 0.083 Uiso 1 1 calc R U . . .
C13 C 0.5957(11) 0.5457(5) 0.8552(3) 0.0717(16) Uani 1 1 d . . . . .
H13A H 0.541978 0.606668 0.861573 0.107 Uiso 1 1 calc R U . . .
H13B H 0.704694 0.532512 0.895192 0.107 Uiso 1 1 calc R U . . .
H13C H 0.480124 0.502517 0.857159 0.107 Uiso 1 1 calc R U . . .
O4 O 1.0365(6) 0.7068(2) 0.5110(2) 0.0523(9) Uani 1 1 d . . . . .
H4 H 1.138(10) 0.6983(19) 0.495(4) 0.078 Uiso 1 1 calc R U . . .
C14 C 0.8021(9) 0.8254(4) 0.5460(4) 0.0686(15) Uani 1 1 d . . . . .
H14A H 0.747337 0.885204 0.532520 0.103 Uiso 1 1 calc R U . . .
H14B H 0.871314 0.826952 0.596628 0.103 Uiso 1 1 calc R U . . .
H14C H 0.685657 0.782209 0.544068 0.103 Uiso 1 1 calc R U . . .
C15 C 0.9623(8) 0.7968(3) 0.4906(3) 0.0510(12) Uani 1 1 d . . . . .
H15 H 0.889498 0.794732 0.439229 0.061 Uiso 1 1 calc R U . . .
C16 C 1.1478(10) 0.8628(4) 0.4906(4) 0.0751(17) Uani 1 1 d . . . . .
H16A H 1.249323 0.841092 0.456406 0.113 Uiso 1 1 calc R U . . .
H16B H 1.216625 0.867313 0.541178 0.113 Uiso 1 1 calc R U . . .
H16C H 1.095674 0.922069 0.474225 0.113 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'
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'
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
N1 Cu1 O2 81.56(15) . . ?
N1 Cu1 O1 93.42(15) . . ?
O2 Cu1 O1 172.89(14) . . ?
N1 Cu1 O1 159.88(15) . 3_766 ?
O2 Cu1 O1 103.96(13) . 3_766 ?
O1 Cu1 O1 79.11(15) . 3_766 ?
N1 Cu1 O4 95.12(14) . . ?
O2 Cu1 O4 95.86(13) . . ?
O1 Cu1 O4 89.58(13) . . ?
O1 Cu1 O4 103.41(13) 3_766 . ?
N1 Cu1 Cu1 130.61(12) . 3_766 ?
O2 Cu1 Cu1 142.86(10) . 3_766 ?
O1 Cu1 Cu1 39.83(9) . 3_766 ?
O1 Cu1 Cu1 39.28(9) 3_766 3_766 ?
O4 Cu1 Cu1 98.42(8) . 3_766 ?
C1 O1 Cu1 125.3(3) . . ?
C1 O1 Cu1 133.6(3) . 3_766 ?
Cu1 O1 Cu1 100.89(15) . 3_766 ?
C8 O2 Cu1 110.0(3) . . ?
C12 O3 C9 105.8(4) . . ?
C7 N1 N2 118.3(4) . . ?
C7 N1 Cu1 127.1(3) . . ?
N2 N1 Cu1 114.5(3) . . ?
C8 N2 N1 108.8(4) . . ?
O1 C1 C2 119.7(4) . . ?
O1 C1 C6 122.1(4) . . ?
C2 C1 C6 118.2(4) . . ?
C3 C2 C1 121.4(4) . . ?
C3 C2 H2 119.3 . . ?
C1 C2 H2 119.3 . . ?
C2 C3 C4 121.8(5) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 H3 119.1 . . ?
C5 C4 C3 116.2(5) . . ?
C5 C4 C13 120.8(5) . . ?
C3 C4 C13 122.9(5) . . ?
C4 C5 C6 123.6(4) . . ?
C4 C5 H5 118.2 . . ?
C6 C5 H5 118.2 . . ?
C5 C6 C1 118.6(4) . . ?
C5 C6 C7 116.1(4) . . ?
C1 C6 C7 125.2(4) . . ?
N1 C7 C6 124.4(4) . . ?
N1 C7 H7 117.8 . . ?
C6 C7 H7 117.8 . . ?
O2 C8 N2 125.2(4) . . ?
O2 C8 C9 116.9(4) . . ?
N2 C8 C9 118.0(4) . . ?
C10 C9 O3 110.9(4) . . ?
C10 C9 C8 132.0(5) . . ?
O3 C9 C8 117.1(4) . . ?
C9 C10 C11 105.5(5) . . ?
C9 C10 H10 127.3 . . ?
C11 C10 H10 127.3 . . ?
C12 C11 C10 106.5(5) . . ?
C12 C11 H11 126.7 . . ?
C10 C11 H11 126.7 . . ?
C11 C12 O3 111.3(5) . . ?
C11 C12 H12 124.3 . . ?
O3 C12 H12 124.3 . . ?
C4 C13 H13A 109.5 . . ?
C4 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C4 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 O4 Cu1 122.2(3) . . ?
C15 O4 H4 109.5 . . ?
Cu1 O4 H4 100.8 . . ?
C15 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C15 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O4 C15 C16 110.7(4) . . ?
O4 C15 C14 108.1(4) . . ?
C16 C15 C14 111.8(5) . . ?
O4 C15 H15 108.7 . . ?
C16 C15 H15 108.7 . . ?
C14 C15 H15 108.7 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 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
_geom_bond_publ_flag
Cu1 N1 1.919(4) . ?
Cu1 O2 1.932(3) . ?
Cu1 O1 1.944(3) . ?
Cu1 O1 1.967(3) 3_766 ?
Cu1 O4 2.416(4) . ?
Cu1 Cu1 3.0153(10) 3_766 ?
O1 C1 1.364(5) . ?
O2 C8 1.288(5) . ?
O3 C12 1.361(7) . ?
O3 C9 1.361(6) . ?
N1 C7 1.297(6) . ?
N1 N2 1.397(5) . ?
N2 C8 1.309(6) . ?
C1 C2 1.385(6) . ?
C1 C6 1.411(6) . ?
C2 C3 1.381(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.396(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.381(7) . ?
C4 C13 1.503(7) . ?
C5 C6 1.397(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.430(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.469(6) . ?
C9 C10 1.337(7) . ?
C10 C11 1.440(8) . ?
C10 H10 0.9300 . ?
C11 C12 1.315(9) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
O4 C15 1.428(6) . ?
O4 H4 0.73(6) . ?
C14 C15 1.507(7) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.505(7) . ?
C15 H15 0.9800 . ?
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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 N1 N2 C8 -178.1(4) . . . . ?
Cu1 N1 N2 C8 -1.4(4) . . . . ?
Cu1 O1 C1 C2 -164.0(3) . . . . ?
Cu1 O1 C1 C2 20.9(6) 3_766 . . . ?
Cu1 O1 C1 C6 16.6(6) . . . . ?
Cu1 O1 C1 C6 -158.6(3) 3_766 . . . ?
O1 C1 C2 C3 -177.3(4) . . . . ?
C6 C1 C2 C3 2.1(7) . . . . ?
C1 C2 C3 C4 0.7(7) . . . . ?
C2 C3 C4 C5 -2.5(7) . . . . ?
C2 C3 C4 C13 178.4(5) . . . . ?
C3 C4 C5 C6 1.6(7) . . . . ?
C13 C4 C5 C6 -179.3(5) . . . . ?
C4 C5 C6 C1 1.1(7) . . . . ?
C4 C5 C6 C7 -179.7(4) . . . . ?
O1 C1 C6 C5 176.5(4) . . . . ?
C2 C1 C6 C5 -3.0(6) . . . . ?
O1 C1 C6 C7 -2.6(7) . . . . ?
C2 C1 C6 C7 177.9(4) . . . . ?
N2 N1 C7 C6 -176.1(4) . . . . ?
Cu1 N1 C7 C6 7.6(7) . . . . ?
C5 C6 C7 N1 170.5(4) . . . . ?
C1 C6 C7 N1 -10.4(7) . . . . ?
Cu1 O2 C8 N2 2.1(6) . . . . ?
Cu1 O2 C8 C9 -177.1(3) . . . . ?
N1 N2 C8 O2 -0.5(6) . . . . ?
N1 N2 C8 C9 178.8(4) . . . . ?
C12 O3 C9 C10 0.1(6) . . . . ?
C12 O3 C9 C8 -177.9(4) . . . . ?
O2 C8 C9 C10 3.0(8) . . . . ?
N2 C8 C9 C10 -176.3(5) . . . . ?
O2 C8 C9 O3 -179.5(4) . . . . ?
N2 C8 C9 O3 1.1(6) . . . . ?
O3 C9 C10 C11 -0.2(6) . . . . ?
C8 C9 C10 C11 177.4(5) . . . . ?
C9 C10 C11 C12 0.3(6) . . . . ?
C10 C11 C12 O3 -0.2(7) . . . . ?
C9 O3 C12 C11 0.1(6) . . . . ?
Cu1 O4 C15 C16 -154.5(4) . . . . ?
Cu1 O4 C15 C14 82.8(5) . . . . ?
