#------------------------------------------------------------------------------
#$Date: 2021-02-05 00:56:34 +0200 (Fri, 05 Feb 2021) $
#$Revision: 261592 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/14/7241473.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_7241473
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 H32 Cu2 F6 N4 O6 Si'
_chemical_formula_weight         765.72
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_Hall           '-C 2y'
_space_group_name_H-M_alt        'C 1 2/m 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                 102.2698(6)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   15.2574(3)
_cell_length_b                   7.15810(10)
_cell_length_c                   13.6618(3)
_cell_measurement_reflns_used    5544
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      66.64
_cell_measurement_theta_min      3.31
_cell_volume                     1457.98(5)
_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      296(2)
_diffrn_measured_fraction_theta_full 0.967
_diffrn_measured_fraction_theta_max 0.989
_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  0.0348
_diffrn_reflns_av_unetI/netI     0.0277
_diffrn_reflns_Laue_measured_fraction_full 0.967
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8288
_diffrn_reflns_point_group_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         66.636
_diffrn_reflns_theta_min         3.310
_exptl_absorpt_coefficient_mu    2.987
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.5624
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.744
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             780
_exptl_crystal_size_max          0.086
_exptl_crystal_size_mid          0.049
_exptl_crystal_size_min          0.043
_refine_diff_density_max         0.449
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     135
_refine_ls_number_reflns         1389
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0357
_refine_ls_R_factor_gt           0.0332
_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)+(0.0533P)²+2.4371P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0931
_refine_ls_wR_factor_ref         0.0961
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1288
_reflns_number_total             1389
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ce01204a2.cif
_cod_data_source_block           Cu2b
_cod_depositor_comments
'Adding full bibliography for 7241471--7241476.cif.'
_cod_original_sg_symbol_H-M      'C 2/m'
_cod_database_code               7241473
_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   0.783
_shelx_estimated_absorpt_t_max   0.882
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'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
O3 O 0.1211(3) 0.0000 0.2716(3) 0.169(4) Uani 1 2 d S T P . .
H3 H 0.0934 0.0745 0.2309 0.253 Uiso 0.5 1 calc R U P . .
C11 C 0.1599(3) 0.0000 0.4472(3) 0.0627(13) Uani 1 2 d S T P . .
H11A H 0.1972 0.1094 0.4461 0.075 Uiso 0.5 1 calc R U P . .
H11B H 0.1972 -0.1094 0.4461 0.075 Uiso 0.5 1 calc R U P . .
C12 C 0.0867(3) 0.0000 0.3544(3) 0.0688(15) Uani 1 2 d S T P . .
H12 H 0.0257 0.0000 0.3542 0.083 Uiso 1 2 calc R U P . .
C13 C 0.3878(3) 0.0000 1.3526(3) 0.0454(9) Uani 1 2 d S T P . .
H13 H 0.3694 0.0000 1.4132 0.054 Uiso 1 2 calc R U P . .
Cu1 Cu 0.40550(3) 0.0000 0.94871(3) 0.0312(2) Uani 1 2 d S T P . .
O1 O 0.47522(14) 0.0000 1.08407(16) 0.0299(5) Uani 1 2 d S T P . .
O2 O 0.32174(15) 0.0000 0.81841(17) 0.0419(6) Uani 1 2 d S T P . .
N1 N 0.29311(17) 0.0000 0.9941(2) 0.0303(6) Uani 1 2 d S T P . .
C7 C 0.2409(2) 0.0000 0.8242(2) 0.0314(7) Uani 1 2 d S T P . .
C6 C 0.2808(2) 0.0000 1.0838(2) 0.0335(7) Uani 1 2 d S T P . .
H1 H 0.2223 0.0000 1.0933 0.040 Uiso 1 2 calc R U P . .
N2 N 0.22030(18) 0.0000 0.9134(2) 0.0354(7) Uani 1 2 d S T P . .
H6 H 0.1658 0.0000 0.9210 0.042 Uiso 1 2 calc R U P . .
C1 C 0.4455(2) 0.0000 1.1692(2) 0.0299(7) Uani 1 2 d S T P . .
C9 C 0.2013(2) 0.0000 0.6366(3) 0.0431(9) Uani 1 2 d S T P . .
H9A H 0.2386 -0.1095 0.6356 0.052 Uiso 0.5 1 calc R U P . .
H9B H 0.2386 0.1095 0.6356 0.052 Uiso 0.5 1 calc R U P . .
C5 C 0.5063(2) 0.0000 1.2609(3) 0.0466(10) Uani 1 2 d S T P . .
H5 H 0.5674 0.0000 1.2619 0.056 Uiso 1 2 calc R U P . .
C8 C 0.1668(2) 0.0000 0.7327(3) 0.0366(8) Uani 1 2 d S T P . .
H8A H 0.1296 0.1095 0.7339 0.044 Uiso 0.5 1 calc R U P . .
H8B H 0.1296 -0.1095 0.7339 0.044 Uiso 0.5 1 calc R U P . .
C3 C 0.3265(2) 0.0000 1.2637(3) 0.0397(8) Uani 1 2 d S T P . .
H3A H 0.2657 0.0000 1.2645 0.048 Uiso 1 2 calc R U P . .
C4 C 0.4783(3) 0.0000 1.3503(3) 0.0504(10) Uani 1 2 d S T P . .
H4 H 0.5207 0.0000 1.4102 0.061 Uiso 1 2 calc R U P . .
C2 C 0.3528(2) 0.0000 1.1705(2) 0.0322(7) Uani 1 2 d S T P . .
C10 C 0.1268(2) 0.0000 0.5434(3) 0.0439(9) Uani 1 2 d S T P . .
H10A H 0.0895 -0.1094 0.5447 0.053 Uiso 0.5 1 calc R U P . .
H10B H 0.0895 0.1094 0.5447 0.053 Uiso 0.5 1 calc R U P . .
Si1 Si 0.5000 0.5000 1.0000 0.0284(3) Uani 1 4 d S T P . .
F1 F 0.42220(9) 0.3362(2) 0.95606(11) 0.0437(4) Uani 1 1 d . . . . .
F2 F 0.53407(14) 0.5000 0.89096(15) 0.0537(6) Uani 1 2 d S T P . .
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'
Si Si 0.2541 0.3302 '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'
F F 0.0727 0.0534 '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
C12 C11 C10 114.2(4) . . ?
O3 C12 C11 110.9(4) . . ?
C3 C13 C4 118.5(3) . . ?
O1 Cu1 N1 92.21(10) . . ?
O1 Cu1 O2 173.02(9) . . ?
N1 Cu1 O2 80.81(10) . . ?
O1 Cu1 O1 82.50(9) . 5_657 ?
N1 Cu1 O1 174.71(10) . 5_657 ?
O2 Cu1 O1 104.47(9) . 5_657 ?
O1 Cu1 Cu1 41.73(6) . 5_657 ?
N1 Cu1 Cu1 133.94(8) . 5_657 ?
O2 Cu1 Cu1 145.25(7) . 5_657 ?
O1 Cu1 Cu1 40.77(6) 5_657 5_657 ?
C1 O1 Cu1 128.0(2) . . ?
C1 O1 Cu1 134.5(2) . 5_657 ?
Cu1 O1 Cu1 97.50(9) . 5_657 ?
C7 O2 Cu1 113.8(2) . . ?
C6 N1 N2 120.3(3) . . ?
C6 N1 Cu1 128.7(2) . . ?
N2 N1 Cu1 111.0(2) . . ?
O2 C7 N2 119.2(3) . . ?
O2 C7 C8 121.8(3) . . ?
N2 C7 C8 119.0(3) . . ?
N1 C6 C2 123.3(3) . . ?
C7 N2 N1 115.2(3) . . ?
O1 C1 C5 120.0(3) . . ?
O1 C1 C2 122.4(3) . . ?
C5 C1 C2 117.6(3) . . ?
C8 C9 C10 113.0(3) . . ?
C4 C5 C1 121.7(3) . . ?
C7 C8 C9 112.5(3) . . ?
C13 C3 C2 121.8(3) . . ?
C5 C4 C13 121.2(3) . . ?
C3 C2 C1 119.1(3) . . ?
C3 C2 C6 115.4(3) . . ?
C1 C2 C6 125.4(3) . . ?
C11 C10 C9 113.7(3) . . ?
F2 Si1 F2 180.00(13) . 5_667 ?
F2 Si1 F1 90.66(7) . . ?
F2 Si1 F1 89.34(7) 5_667 . ?
F2 Si1 F1 89.34(7) . 5_667 ?
F2 Si1 F1 90.66(7) 5_667 5_667 ?
F1 Si1 F1 180.0 . 5_667 ?
F2 Si1 F1 89.34(7) . 2_657 ?
F2 Si1 F1 90.66(7) 5_667 2_657 ?
F1 Si1 F1 91.86(9) . 2_657 ?
F1 Si1 F1 88.13(9) 5_667 2_657 ?
F2 Si1 F1 90.66(7) . 6_565 ?
F2 Si1 F1 89.34(7) 5_667 6_565 ?
F1 Si1 F1 88.14(9) . 6_565 ?
F1 Si1 F1 91.87(9) 5_667 6_565 ?
F1 Si1 F1 180.0 2_657 6_565 ?
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
O3 C12 1.345(6) . ?
C11 C12 1.501(5) . ?
C11 C10 1.505(5) . ?
C13 C3 1.367(5) . ?
C13 C4 1.386(6) . ?
Cu1 O1 1.927(2) . ?
Cu1 N1 1.943(3) . ?
Cu1 O2 1.958(2) . ?
Cu1 O1 1.964(2) 5_657 ?
Cu1 Cu1 2.9261(8) 5_657 ?
O1 C1 1.335(4) . ?
O1 Cu1 1.964(2) 5_657 ?
O2 C7 1.253(4) . ?
N1 C6 1.278(4) . ?
N1 N2 1.389(4) . ?
C7 N2 1.321(4) . ?
C7 C8 1.497(4) . ?
C6 C2 1.435(5) . ?
C1 C5 1.391(5) . ?
C1 C2 1.419(5) . ?
C9 C8 1.515(5) . ?
C9 C10 1.517(5) . ?
C5 C4 1.377(5) . ?
C3 C2 1.414(5) . ?
Si1 F2 1.679(2) . ?
Si1 F2 1.679(2) 5_667 ?
Si1 F1 1.6854(14) . ?
Si1 F1 1.6855(14) 5_667 ?
Si1 F1 1.6855(13) 2_657 ?
Si1 F1 1.6855(13) 6_565 ?
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
C6 H1 F1 0.93 2.46 3.248(3) 142.5 4_547
C6 H1 F1 0.93 2.46 3.248(3) 142.5 7_557
C5 H5 O2 0.93 2.20 3.044(4) 150.1 5_657
N2 H6 F2 0.86 1.96 2.792(3) 161.5 3_445
N2 H6 F1 0.86 2.64 3.306(3) 135.5 4_547
N2 H6 F1 0.86 2.64 3.306(3) 135.5 7_557
O3 H3 F2 0.82 2.34 2.882(4) 124.5 7_556
O3 H3 F1 0.82 2.59 3.258(4) 139.0 7_556
C6 H1 F1 0.93 2.46 3.248(3) 142.5 4_547
C6 H1 F1 0.93 2.46 3.248(3) 142.5 7_557
C5 H5 O2 0.93 2.20 3.044(4) 150.1 5_657
N2 H6 F2 0.86 1.96 2.792(3) 161.5 3_445
N2 H6 F1 0.86 2.64 3.306(3) 135.5 4_547
N2 H6 F1 0.86 2.64 3.306(3) 135.5 7_557
O3 H3 F2 0.82 2.34 2.882(4) 124.5 7_556
O3 H3 F1 0.82 2.59 3.258(4) 139.0 7_556
C6 H1 F1 0.93 2.46 3.248(3) 142.5 4_547
C6 H1 F1 0.93 2.46 3.248(3) 142.5 7_557
C5 H5 O2 0.93 2.20 3.044(4) 150.1 5_657
N2 H6 F2 0.86 1.96 2.792(3) 161.5 3_445
N2 H6 F1 0.86 2.64 3.306(3) 135.5 4_547
N2 H6 F1 0.86 2.64 3.306(3) 135.5 7_557
O3 H3 F2 0.82 2.34 2.882(4) 124.5 7_556
O3 H3 F1 0.82 2.59 3.258(4) 139.0 7_556
