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#$Date: 2025-08-21 23:04:39 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301851 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/90/7059036.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_7059036
loop_
_publ_author_name
'Rocha, Mariana'
'Ruiz, María Carolina'
'Echeverría, Gustavo A.'
'Piro, Oscar E.'
'Leon, Ignacio'
'Di Virgilio, Ana Laura'
'Frontera, Antonio'
'Gil, Diego Mauricio'
_publ_section_title
;
 Diethylaminophenyl-based Schiff base Cu(II) and V(IV) complexes:
 experimental and theoretical study and cytotoxicity assays
;
_journal_issue                   47
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              18832
_journal_page_last               18842
_journal_paper_doi               10.1039/C9NJ04975D
_journal_volume                  43
_journal_year                    2019
_chemical_formula_sum            'C24 H34 N4 O2'
_chemical_formula_weight         410.55
_chemical_name_systematic
;
6,6'-((1E,1'E)-(ethane-1,2-diylbis(azaneylylidene))bis(methaneylylidene))bis(3-(diethylamino)phenol) 
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-07-04 deposited with the CCDC.	2019-11-12 downloaded from the CCDC.
;
_cell_angle_alpha                105.570(6)
_cell_angle_beta                 100.446(7)
_cell_angle_gamma                93.766(6)
_cell_formula_units_Z            1
_cell_length_a                   6.0163(5)
_cell_length_b                   7.4951(5)
_cell_length_c                   13.4880(12)
_cell_measurement_reflns_used    1068
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      26.0260
_cell_measurement_theta_min      3.6330
_cell_volume                     571.97(8)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      297(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0604
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.818
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_av_unetI/netI     0.0419
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.818
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            4408
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.818
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.804
_diffrn_reflns_theta_min         3.469
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84590
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.192
_exptl_crystal_description       fragment
_exptl_crystal_F_000             222
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Methanol'
_exptl_crystal_size_max          0.379
_exptl_crystal_size_mid          0.175
_exptl_crystal_size_min          0.129
_refine_diff_density_max         0.103
_refine_diff_density_min         -0.139
_refine_diff_density_rms         0.031
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         2446
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0994
_refine_ls_R_factor_gt           0.0537
_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)+(0.0531P)²+0.0271P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1115
_refine_ls_wR_factor_ref         0.1403
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1408
_reflns_number_total             2446
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9nj04975d2.cif
_cod_data_source_block           shelx
_cod_database_code               7059036
_shelx_shelxl_version_number     2014/7
_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   0.971
_shelx_estimated_absorpt_t_max   0.990
_oxdiff_exptl_absorpt_empirical_full_min 0.888
_oxdiff_exptl_absorpt_empirical_full_max 1.159
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
C1 C 0.4907(3) 0.5603(2) 0.85155(13) 0.0462(4) Uani 1 1 d
C2 C 0.3377(3) 0.6393(2) 0.78931(14) 0.0463(4) Uani 1 1 d
C3 C 0.1272(3) 0.5454(2) 0.73607(15) 0.0475(5) Uani 1 1 d
C4 C 0.0556(3) 0.3689(2) 0.74340(13) 0.0454(4) Uani 1 1 d
C5 C 0.2105(3) 0.2876(3) 0.80418(15) 0.0541(5) Uani 1 1 d
C6 C 0.4201(3) 0.3822(2) 0.85602(15) 0.0547(5) Uani 1 1 d
C7 C 0.7133(3) 0.6560(3) 0.90660(15) 0.0526(5) Uani 1 1 d
C8 C 1.0082(3) 0.9073(3) 0.96258(18) 0.0615(6) Uani 1 1 d
C9 C -0.3114(3) 0.3596(3) 0.62467(16) 0.0561(5) Uani 1 1 d
C10 C -0.2359(4) 0.0967(3) 0.7013(2) 0.0646(6) Uani 1 1 d
C11 C -0.2587(5) 0.3271(4) 0.5164(2) 0.0780(7) Uani 1 1 d
C12 C -0.1585(6) -0.0617(3) 0.6262(3) 0.0911(9) Uani 1 1 d
N1 N 0.7814(3) 0.8195(2) 0.90406(12) 0.0578(4) Uani 1 1 d
N2 N -0.1594(2) 0.28059(18) 0.69448(12) 0.0523(4) Uani 1 1 d
O O 0.3938(3) 0.81154(17) 0.77955(12) 0.0661(4) Uani 1 1 d
H1 H 0.540(4) 0.853(3) 0.824(2) 0.104(8) Uiso 1 1 d
H3 H 0.032(3) 0.610(2) 0.6923(13) 0.056(5) Uiso 1 1 d
H5 H 0.179(3) 0.166(3) 0.8077(14) 0.065(6) Uiso 1 1 d
H6 H 0.526(3) 0.325(2) 0.9003(15) 0.062(5) Uiso 1 1 d
H7 H 0.817(3) 0.588(3) 0.9517(16) 0.072(6) Uiso 1 1 d
H8A H 1.079(3) 0.826(2) 1.0022(15) 0.062(6) Uiso 1 1 d
H8B H 1.108(4) 0.918(3) 0.9098(16) 0.076(6) Uiso 1 1 d
H9A H -0.474(3) 0.303(2) 0.6184(14) 0.062(5) Uiso 1 1 d
H9B H -0.300(3) 0.501(3) 0.6596(15) 0.066(5) Uiso 1 1 d
H10A H -0.172(3) 0.096(2) 0.7765(17) 0.065(6) Uiso 1 1 d
H10B H -0.411(4) 0.087(3) 0.6872(16) 0.084(7) Uiso 1 1 d
H11A H -0.088(5) 0.364(3) 0.5231(19) 0.101(8) Uiso 1 1 d
H11B H -0.346(4) 0.398(3) 0.473(2) 0.115(9) Uiso 1 1 d
H11C H -0.292(4) 0.189(3) 0.4763(19) 0.105(8) Uiso 1 1 d
H12A H 0.014(6) -0.054(4) 0.639(2) 0.136(11) Uiso 1 1 d
H12B H -0.219(5) -0.063(4) 0.552(3) 0.133(12) Uiso 1 1 d
H12C H -0.222(4) -0.175(4) 0.6361(19) 0.104(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'
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_3
C6 C1 C2 116.75(16) .
C6 C1 C7 121.34(16) .
C2 C1 C7 121.89(16) .
O C2 C3 118.10(15) .
O C2 C1 120.62(15) .
C3 C2 C1 121.28(15) .
C2 C3 C4 121.48(16) .
N2 C4 C3 121.02(15) .
N2 C4 C5 121.57(15) .
C3 C4 C5 117.40(16) .
C6 C5 C4 120.39(17) .
C5 C6 C1 122.66(17) .
N1 C7 C1 122.47(18) .
N1 C8 C8 109.9(2) 2_777
N2 C9 C11 113.99(18) .
N2 C10 C12 114.3(2) .
C7 N1 C8 119.11(17) .
C4 N2 C10 121.58(15) .
C4 N2 C9 120.88(15) .
C10 N2 C9 117.24(16) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C6 1.394(2) .
C1 C2 1.401(2) .
C1 C7 1.445(2) .
C2 O 1.3592(19) .
C2 C3 1.377(2) .
C3 C4 1.399(2) .
C4 N2 1.375(2) .
C4 C5 1.406(2) .
C5 C6 1.371(3) .
C7 N1 1.277(2) .
C8 N1 1.460(2) .
C8 C8 1.503(4) 2_777
C9 N2 1.460(2) .
C9 C11 1.510(3) .
C10 N2 1.456(2) .
C10 C12 1.501(4) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O H1 N1 0.95(3) 1.72(3) 2.602(2) 153(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 369987
