#------------------------------------------------------------------------------
#$Date: 2021-02-05 00:56:34 +0200 (Fri, 05 Feb 2021) $
#$Revision: 261592 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/14/7241475.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_7241475
loop_
_publ_author_name
'Lago, Ana Belén'
'Pino-Cuevas, Arantxa'
'Carballo, Rosa'
'Vázquez-López, Ezequiel M.'
_publ_section_title
;
 Effect of N-salicylidene hydrazide protonation on the solid state
 structural diversity of its Cu(ii), Ni(ii) and Zn(ii) complexes
;
_journal_issue                   1
_journal_name_full               CrystEngComm
_journal_page_first              153
_journal_page_last               162
_journal_paper_doi               10.1039/D0CE01204A
_journal_volume                  23
_journal_year                    2021
_chemical_formula_sum            'C26 H34 Cu2 N6 O12'
_chemical_formula_weight         749.67
_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
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2018-07-27 deposited with the CCDC.	2020-11-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.6591(6)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.8828(4)
_cell_length_b                   7.2916(2)
_cell_length_c                   17.5807(6)
_cell_measurement_reflns_used    9881
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      68.29
_cell_measurement_theta_min      3.72
_cell_volume                     1521.63(8)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker CCD Smart 6000'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0231
_diffrn_reflns_av_unetI/netI     0.0153
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            17607
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.276
_diffrn_reflns_theta_min         3.724
_exptl_absorpt_coefficient_mu    2.364
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6085
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/2 (Bruker AXS Inc.)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.636
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             772
_exptl_crystal_size_max          0.213
_exptl_crystal_size_mid          0.081
_exptl_crystal_size_min          0.037
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         2766
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0297
_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)+(0.0567P)²+0.5660P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0867
_refine_ls_wR_factor_ref         0.0874
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2701
_reflns_number_total             2766
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ce01204a2.cif
_cod_data_source_block           Cu2a
_cod_depositor_comments
'Adding full bibliography for 7241471--7241476.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7241475
_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   0.633
_shelx_estimated_absorpt_t_max   0.918
_shelxl_version_number           2013-4
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
O6 O 0.83050(19) 0.6798(3) 0.37996(12) 0.0944(7) Uani 1 1 d . . . . .
O5 O 0.71175(16) 0.4586(3) 0.36950(9) 0.0682(5) Uani 1 1 d . . . . .
N4 N 0.76081(14) 0.5784(2) 0.40704(10) 0.0432(4) Uani 1 1 d . . . . .
Cu1 Cu 0.60940(2) 0.41826(3) 0.52834(2) 0.03302(12) Uani 1 1 d . . . . .
O2 O 0.72004(12) 0.41258(17) 0.61726(8) 0.0456(3) Uani 1 1 d . . . . .
O3 O 1.12371(11) 0.31755(19) 0.93565(8) 0.0474(3) Uani 1 1 d . . . . .
H3 H 1.1672 0.2488 0.9594 0.071 Uiso 1 1 calc R U . . .
O1 O 0.51285(9) 0.63116(17) 0.54572(7) 0.0362(3) Uani 1 1 d . . . . .
N1 N 0.67582(11) 0.18053(19) 0.51192(8) 0.0322(3) Uani 1 1 d . . . . .
O4 O 0.73784(14) 0.5983(2) 0.47551(9) 0.0608(4) Uani 1 1 d . . . . .
C5 C 0.55422(15) 0.0781(2) 0.40785(10) 0.0356(4) Uani 1 1 d . . . . .
N2 N 0.76615(12) 0.1480(2) 0.56261(8) 0.0363(3) Uani 1 1 d . . . . .
H2 H 0.8084 0.0527 0.5597 0.044 Uiso 1 1 calc R U . . .
C8 C 0.64851(15) 0.0596(2) 0.46165(10) 0.0368(4) Uani 1 1 d . . . . .
H8 H 0.6921 -0.0461 0.4598 0.044 Uiso 1 1 calc R U . . .
C6 C 0.53851(17) -0.0660(3) 0.35475(12) 0.0474(5) Uani 1 1 d . . . . .
H6A H 0.5893 -0.1631 0.3559 0.057 Uiso 1 1 calc R U . . .
C2 C 0.52288(13) 0.7745(2) 0.59394(9) 0.0318(3) Uani 1 1 d . . . . .
C4 C 0.62552(17) 0.9234(3) 0.69885(11) 0.0450(5) Uani 1 1 d . . . . .
H4 H 0.6859 0.9229 0.7344 0.054 Uiso 1 1 calc R U . . .
C13 C 1.01056(16) 0.2662(3) 0.94903(11) 0.0464(4) Uani 1 1 d . . . . .
H13A H 0.9903 0.3110 0.9985 0.056 Uiso 1 1 calc R U . . .
H13B H 1.0043 0.1336 0.9491 0.056 Uiso 1 1 calc R U . . .
C3 C 0.61348(15) 0.7810(3) 0.64753(10) 0.0409(4) Uani 1 1 d . . . . .
H3A H 0.6667 0.6874 0.6486 0.049 Uiso 1 1 calc R U . . .
C1 C 0.78275(14) 0.2757(2) 0.61629(10) 0.0376(4) Uani 1 1 d . . . . .
C9 C 0.87804(16) 0.2467(3) 0.67327(10) 0.0449(4) Uani 1 1 d . . . . .
H9A H 0.9458 0.2997 0.6537 0.054 Uiso 1 1 calc R U . . .
H9B H 0.8907 0.1160 0.6794 0.054 Uiso 1 1 calc R U . . .
C7 C 0.45046(18) -0.0667(3) 0.30158(12) 0.0509(5) Uani 1 1 d . . . . .
H7 H 0.4420 -0.1618 0.2665 0.061 Uiso 1 1 calc R U . . .
C11 C 0.94977(15) 0.2704(3) 0.80921(10) 0.0404(4) Uani 1 1 d . . . . .
H11A H 0.9517 0.1375 0.8114 0.048 Uiso 1 1 calc R U . . .
H11B H 1.0223 0.3122 0.7929 0.048 Uiso 1 1 calc R U . . .
C10 C 0.85848(15) 0.3300(3) 0.75071(10) 0.0413(4) Uani 1 1 d . . . . .
H10A H 0.7854 0.2918 0.7674 0.050 Uiso 1 1 calc R U . . .
H10B H 0.8583 0.4627 0.7467 0.050 Uiso 1 1 calc R U . . .
C12 C 0.93119(15) 0.3449(3) 0.88817(10) 0.0431(4) Uani 1 1 d . . . . .
H12A H 0.9401 0.4771 0.8874 0.052 Uiso 1 1 calc R U . . .
H12B H 0.8544 0.3187 0.9011 0.052 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 '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
O6 N4 O5 122.34(19) . . ?
O6 N4 O4 118.99(18) . . ?
O5 N4 O4 118.66(17) . . ?
N1 Cu1 O1 91.80(5) . 3_666 ?
N1 Cu1 O1 168.18(6) . . ?
O1 Cu1 O1 80.00(5) 3_666 . ?
N1 Cu1 O2 80.77(5) . . ?
O1 Cu1 O2 165.43(6) 3_666 . ?
O1 Cu1 O2 105.25(5) . . ?
N1 Cu1 O4 99.92(6) . . ?
O1 Cu1 O4 109.46(6) 3_666 . ?
O1 Cu1 O4 90.89(6) . . ?
O2 Cu1 O4 84.29(7) . . ?
N1 Cu1 Cu1 131.54(4) . 3_666 ?
O1 Cu1 Cu1 40.29(3) 3_666 3_666 ?
O1 Cu1 Cu1 39.71(3) . 3_666 ?
O2 Cu1 Cu1 143.19(4) . 3_666 ?
O4 Cu1 Cu1 103.08(5) . 3_666 ?
C1 O2 Cu1 112.24(11) . . ?
C2 O1 Cu1 127.46(10) . 3_666 ?
C2 O1 Cu1 132.54(10) . . ?
Cu1 O1 Cu1 100.00(5) 3_666 . ?
C8 N1 N2 119.43(14) . . ?
C8 N1 Cu1 128.99(12) . . ?
N2 N1 Cu1 111.57(10) . . ?
N4 O4 Cu1 120.74(11) . . ?
C6 C5 C2 119.09(16) . 3_666 ?
C6 C5 C8 116.12(16) . . ?
C2 C5 C8 124.78(15) 3_666 . ?
C1 N2 N1 114.91(13) . . ?
N1 C8 C5 123.70(15) . . ?
C7 C6 C5 121.80(17) . . ?
O1 C2 C3 119.55(15) . . ?
O1 C2 C5 122.56(14) . 3_666 ?
C3 C2 C5 117.89(15) . 3_666 ?
C3 C4 C7 121.23(18) . 3_666 ?
O3 C13 C12 110.30(15) . . ?
C4 C3 C2 121.32(17) . . ?
O2 C1 N2 119.99(15) . . ?
O2 C1 C9 122.68(16) . . ?
N2 C1 C9 117.34(15) . . ?
C1 C9 C10 113.74(15) . . ?
C6 C7 C4 118.64(17) . 3_666 ?
C12 C11 C10 112.73(15) . . ?
C9 C10 C11 110.94(15) . . ?
C13 C12 C11 113.62(16) . . ?
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
O6 N4 1.223(2) . ?
O5 N4 1.225(2) . ?
N4 O4 1.255(2) . ?
Cu1 N1 1.9319(14) . ?
Cu1 O1 1.9390(11) 3_666 ?
Cu1 O1 1.9627(12) . ?
Cu1 O2 1.9959(13) . ?
Cu1 O4 2.2465(15) . ?
Cu1 Cu1 2.9889(4) 3_666 ?
O2 C1 1.246(2) . ?
O3 C13 1.426(2) . ?
O1 C2 1.3475(19) . ?
O1 Cu1 1.9391(11) 3_666 ?
N1 C8 1.279(2) . ?
N1 N2 1.3835(19) . ?
C5 C6 1.412(2) . ?
C5 C2 1.412(2) 3_666 ?
C5 C8 1.439(2) . ?
N2 C1 1.334(2) . ?
C6 C7 1.370(3) . ?
C2 C3 1.398(2) . ?
C2 C5 1.412(2) 3_666 ?
C4 C3 1.379(3) . ?
C4 C7 1.381(3) 3_666 ?
C13 C12 1.507(3) . ?
C1 C9 1.492(2) . ?
C9 C10 1.518(2) . ?
C7 C4 1.381(3) 3_666 ?
C11 C12 1.517(2) . ?
C11 C10 1.523(2) . ?
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
_geom_hbond_site_symmetry_A
O3 H3 O4 0.82 1.92 2.732(2) 173.8 2_746
N2 H2 O3 0.86 1.90 2.7416(19) 167.7 2_746
C3 H3A O2 0.93 2.18 3.027(2) 151.0 .
