#------------------------------------------------------------------------------
#$Date: 2023-11-05 02:15:07 +0200 (Sun, 05 Nov 2023) $
#$Revision: 287268 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/43/7714392.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_7714392
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_absolute_configuration unk
_chemical_formula_moiety         'C13 H12 N2 O3, H2 O'
_chemical_formula_sum            'C13 H14 N2 O4'
_chemical_formula_weight         262.26
_chemical_name_systematic        '5-methylsalicylaldehyde 2-furoyl hydrazone'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2023-07-13 deposited with the CCDC.	2023-10-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   4.9316(2)
_cell_length_b                   12.4514(5)
_cell_length_c                   20.7391(9)
_cell_measurement_reflns_used    9720
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.58
_cell_measurement_theta_min      2.56
_cell_volume                     1273.49(9)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_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      293(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.987
_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  0.0428
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            22889
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.368
_diffrn_reflns_theta_min         2.556
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6762
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_description       needle
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.724
_exptl_crystal_size_mid          0.143
_exptl_crystal_size_min          0.123
_refine_diff_density_max         0.147
_refine_diff_density_min         -0.150
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -0.2(19)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.202
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         2577
_refine_ls_number_restraints     238
_refine_ls_restrained_S_all      1.155
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0384
_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)+(0.0538P)²+0.1744P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0980
_refine_ls_wR_factor_ref         0.1127
_reflns_Friedel_coverage         0.687
_reflns_Friedel_fraction_full    0.995
_reflns_Friedel_fraction_max     0.995
_reflns_number_gt                2224
_reflns_number_total             2577
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt02597g2.cif
_cod_data_source_block           h2b2_p212121
_cod_depositor_comments
;
The following automatic conversions were performed:

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_database_code               7714392
_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   0.929
_shelx_estimated_absorpt_t_max   0.987
_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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -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
O1 O -0.2479(5) 0.71848(16) 0.38709(10) 0.0603(6) Uani 1 1 d D . . . .
O2 O 0.3217(4) 0.70371(14) 0.23232(11) 0.0596(6) Uani 1 1 d . . . . .
N1 N -0.0139(4) 0.57702(17) 0.30390(9) 0.0413(5) Uani 1 1 d . . . . .
N2 N 0.1656(5) 0.53745(16) 0.25879(10) 0.0412(5) Uani 1 1 d D . . . .
C1 C -0.3945(5) 0.6327(2) 0.40656(12) 0.0448(6) Uani 1 1 d . . . . .
C2 C -0.5846(6) 0.6472(3) 0.45507(13) 0.0543(7) Uani 1 1 d . . . . .
H2 H -0.608327 0.715016 0.472962 0.065 Uiso 1 1 calc R U . . .
C3 C -0.7386(6) 0.5627(3) 0.47714(13) 0.0556(7) Uani 1 1 d . . . . .
H3 H -0.864698 0.574707 0.509689 0.067 Uiso 1 1 calc R U . . .
C4 C -0.7103(6) 0.4592(2) 0.45185(12) 0.0496(6) Uani 1 1 d . . . . .
C5 C -0.5201(6) 0.4456(2) 0.40344(12) 0.0467(6) Uani 1 1 d . . . . .
H5 H -0.497997 0.377563 0.385642 0.056 Uiso 1 1 calc R U . . .
C6 C -0.3597(5) 0.5298(2) 0.38014(11) 0.0406(5) Uani 1 1 d . . . . .
C7 C -0.1643(5) 0.5052(2) 0.33051(11) 0.0424(5) Uani 1 1 d . . . . .
H14 H -0.146301 0.434204 0.317166 0.051 Uiso 1 1 calc R U . . .
C8 C 0.3279(5) 0.6049(2) 0.22617(11) 0.0413(5) Uani 1 1 d . . . . .
C13 C -0.8781(7) 0.3669(3) 0.47599(17) 0.0678(9) Uani 1 1 d . . . . .
H13A H -0.867775 0.308481 0.445858 0.102 Uiso 1 1 calc R U . . .
H13B H -1.063361 0.389319 0.480431 0.102 Uiso 1 1 calc R U . . .
H13C H -0.810298 0.343795 0.517115 0.102 Uiso 1 1 calc R U . . .
H1 H -0.138(8) 0.700(3) 0.3575(17) 0.102 Uiso 1 1 d D U . . .
H2A H 0.182(9) 0.469(2) 0.254(2) 0.102 Uiso 1 1 d D U . . .
O3A O 0.684(2) 0.6182(7) 0.1487(5) 0.0525(18) Uani 0.677(13) 1 d D U P A 1
C9A C 0.519(8) 0.5522(19) 0.1835(18) 0.040(3) Uani 0.677(13) 1 d D U P A 1
C10A C 0.570(3) 0.4484(9) 0.1635(4) 0.0568(19) Uani 0.677(13) 1 d D U P A 1
H10A H 0.479473 0.386897 0.176913 0.068 Uiso 0.677(13) 1 calc R U P A 1
C11A C 0.7884(16) 0.4527(6) 0.1184(4) 0.0560(19) Uani 0.677(13) 1 d D U P A 1
H11A H 0.873730 0.394798 0.098597 0.067 Uiso 0.677(13) 1 calc R U P A 1
C12A C 0.8451(18) 0.5564(8) 0.1104(4) 0.0570(17) Uani 0.677(13) 1 d D U P A 1
H12A H 0.976679 0.583027 0.082504 0.068 Uiso 0.677(13) 1 calc R U P A 1
O3B O 0.548(3) 0.4479(12) 0.1868(6) 0.061(3) Uani 0.323(13) 1 d D U P A 2
C9B C 0.513(18) 0.555(4) 0.178(4) 0.045(7) Uani 0.323(13) 1 d D U P A 2
C10B C 0.689(9) 0.602(3) 0.1350(16) 0.061(5) Uani 0.323(13) 1 d D U P A 2
H10B H 0.712844 0.673432 0.123858 0.073 Uiso 0.323(13) 1 calc R U P A 2
C11B C 0.824(4) 0.5065(18) 0.1118(9) 0.067(5) Uani 0.323(13) 1 d D U P A 2
H11B H 0.963505 0.506180 0.081563 0.080 Uiso 0.323(13) 1 calc R U P A 2
C12B C 0.724(4) 0.4205(14) 0.1393(8) 0.064(4) Uani 0.323(13) 1 d D U P A 2
H12B H 0.767677 0.350406 0.127868 0.077 Uiso 0.323(13) 1 calc R U P A 2
O4 O 0.1700(5) 0.31371(15) 0.26038(14) 0.0693(7) Uani 1 1 d D . . . .
H4A H 0.308(7) 0.277(3) 0.268(2) 0.104 Uiso 1 1 d D U . . .
H4B H 0.025(7) 0.274(3) 0.258(2) 0.104 Uiso 1 1 d D 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'
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
C7 N1 N2 114.4(2) . . ?
C8 N2 N1 120.1(2) . . ?
O1 C1 C2 118.4(2) . . ?
O1 C1 C6 122.6(2) . . ?
C2 C1 C6 118.9(2) . . ?
C3 C2 C1 121.0(3) . . ?
C2 C3 C4 121.7(3) . . ?
C5 C4 C3 116.9(3) . . ?
C5 C4 C13 121.4(3) . . ?
C3 C4 C13 121.7(3) . . ?
C4 C5 C6 122.8(2) . . ?
C5 C6 C1 118.7(2) . . ?
C5 C6 C7 117.7(2) . . ?
C1 C6 C7 123.6(2) . . ?
N1 C7 C6 122.9(2) . . ?
O2 C8 N2 123.7(2) . . ?
O2 C8 C9A 121.9(11) . . ?
N2 C8 C9A 114.4(10) . . ?
O2 C8 C9B 120(2) . . ?
N2 C8 C9B 116(2) . . ?
C12A O3A C9A 108.5(12) . . ?
O3A C9A C10A 107.2(14) . . ?
O3A C9A C8 116.0(17) . . ?
C10A C9A C8 137(2) . . ?
C9A C10A C11A 107.5(12) . . ?
C12A C11A C10A 106.0(7) . . ?
C11A C12A O3A 110.6(8) . . ?
C9B O3B C12B 104(2) . . ?
O3B C9B C10B 115(3) . . ?
O3B C9B C8 114(3) . . ?
C10B C9B C8 130(4) . . ?
C9B C10B C11B 99(3) . . ?
C12B C11B C10B 111(2) . . ?
C11B C12B O3B 110.6(14) . . ?
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
O1 C1 1.351(3) . ?
O2 C8 1.237(3) . ?
N1 C7 1.287(3) . ?
N1 N2 1.379(3) . ?
N2 C8 1.343(3) . ?
C1 C2 1.387(4) . ?
C1 C6 1.405(4) . ?
C2 C3 1.376(4) . ?
C3 C4 1.398(4) . ?
C4 C5 1.385(4) . ?
C4 C13 1.502(4) . ?
C5 C6 1.399(4) . ?
C6 C7 1.443(3) . ?
C8 C9A 1.450(19) . ?
C8 C9B 1.48(4) . ?
O3A C12A 1.362(8) . ?
O3A C9A 1.36(2) . ?
C9A C10A 1.38(2) . ?
C10A C11A 1.425(10) . ?
C11A C12A 1.332(9) . ?
O3B C9B 1.35(4) . ?
O3B C12B 1.357(14) . ?
C9B C10B 1.38(4) . ?
C10B C11B 1.44(2) . ?
C11B C12B 1.309(18) . ?
