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#$Date: 2025-08-22 17:55:42 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301864 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/21/47/7214793.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_7214793
loop_
_publ_author_name
'Stilinović, Vladimir'
'Užarević, Krunoslav'
'Cvrtila, Ivica'
'Kaitner, Branko'
_publ_section_title
;
 Bis(morpholine) hydrogen bond pincer -- a novel series of heteroleptic
 Cu(ii) coordination compounds as receptors for electron rich guests
;
_journal_issue                   21
_journal_name_full               CrystEngComm
_journal_page_first              7493
_journal_paper_doi               10.1039/c2ce25848j
_journal_volume                  14
_journal_year                    2012
_chemical_formula_moiety         'C24 H29 Cu N3 O4 S'
_chemical_formula_sum            'C24 H29 Cu N3 O4 S'
_chemical_formula_weight         519.1
_chemical_name_systematic
;
(1,3-diphenyl-1,3-propanedionato)thiocyanatobis(morpholine)copper(II)
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2011-11-23T18:08:39-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 102.451(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.4957(2)
_cell_length_b                   23.0280(10)
_cell_length_c                   8.5679(3)
_cell_measurement_reflns_used    96
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      52.0
_cell_measurement_theta_min      4.6
_cell_volume                     1251.47(8)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type
;
Oxford Diffraction Xcalibur CCD
diffractometer
;
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_av_unetI/netI     0.0429
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            11965
_diffrn_reflns_theta_full        27
_diffrn_reflns_theta_max         27
_diffrn_reflns_theta_min         3.67
_diffrn_standards_number         27
_exptl_absorpt_coefficient_mu    0.99
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             542
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.24
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.957
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     161
_refine_ls_number_reflns         2758
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      0.957
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0328
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0504P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0889
_refine_ls_wR_factor_ref         0.0918
_reflns_number_gt                1875
_reflns_number_total             2758
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce25848j.txt
_cod_data_source_block           dbm_SCN
_cod_original_sg_symbol_Hall     '-P 2yb '
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_database_code               7214793
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cu1 Cu 0.24490(6) 0.25 0.72231(5) 0.04512(16) Uani 1 2 d S
S2 S 0.92329(14) 0.25 1.13747(11) 0.0578(3) Uani 1 2 d SU
N1 N 0.0957(3) 0.18574(9) 0.8215(2) 0.0446(5) Uani 1 1 d D
O1 O 0.3187(3) 0.19025(7) 0.58338(18) 0.0546(4) Uani 1 1 d .
C13 C 0.6932(6) 0.25 1.0079(4) 0.0474(8) Uani 1 2 d SU
C8 C 0.4436(5) 0.25 0.3999(4) 0.0473(8) Uani 1 2 d S
H8 H 0.5075 0.25 0.3127 0.057 Uiso 1 2 calc SR
C7 C 0.3983(3) 0.19668(10) 0.4616(3) 0.0435(6) Uani 1 1 d .
O2 O -0.0739(3) 0.07056(8) 0.8311(2) 0.0714(5) Uani 1 1 d U
N2 N 0.5380(5) 0.25 0.9176(4) 0.0609(8) Uani 1 2 d S
C1 C 0.4430(4) 0.14142(11) 0.3845(3) 0.0464(6) Uani 1 1 d .
C9 C -0.0976(4) 0.16548(12) 0.7099(3) 0.0566(7) Uani 1 1 d .
H9A H -0.0604 0.1509 0.6134 0.068 Uiso 1 1 calc R
H9B H -0.1926 0.1981 0.6804 0.068 Uiso 1 1 calc R
C11 C 0.1023(4) 0.08838(13) 0.9451(3) 0.0682(8) Uani 1 1 d U
H11A H 0.1923 0.0551 0.9793 0.082 Uiso 1 1 calc R
H11B H 0.0567 0.1035 1.0377 0.082 Uiso 1 1 calc R
C2 C 0.3208(4) 0.09267(12) 0.3979(3) 0.0592(7) Uani 1 1 d .
H2 H 0.2096 0.0958 0.45 0.071 Uiso 1 1 calc R
C12 C 0.2278(4) 0.13461(12) 0.8805(3) 0.0589(7) Uani 1 1 d .
H12A H 0.3455 0.1467 0.9643 0.071 Uiso 1 1 calc R
H12B H 0.2842 0.1184 0.7939 0.071 Uiso 1 1 calc R
C6 C 0.6084(4) 0.13598(12) 0.3073(3) 0.0570(7) Uani 1 1 d .
H6 H 0.6897 0.1683 0.2956 0.068 Uiso 1 1 calc R
C10 C -0.2092(4) 0.11847(13) 0.7812(4) 0.0694(8) Uani 1 1 d .
H10A H -0.258 0.1339 0.8722 0.083 Uiso 1 1 calc R
H10B H -0.3314 0.1056 0.7027 0.083 Uiso 1 1 calc R
C5 C 0.6539(5) 0.08253(15) 0.2471(3) 0.0761(9) Uani 1 1 d .
H5 H 0.7673 0.0789 0.1975 0.091 Uiso 1 1 calc R
C3 C 0.3616(5) 0.04016(13) 0.3357(4) 0.0758(9) Uani 1 1 d .
H3 H 0.2769 0.0082 0.3433 0.091 Uiso 1 1 calc R
C4 C 0.5312(6) 0.03511(14) 0.2610(3) 0.0822(10) Uani 1 1 d .
H4 H 0.5614 -0.0006 0.2203 0.099 Uiso 1 1 calc R
H1N H 0.069(4) 0.2020(10) 0.9116(16) 0.054(7) Uiso 1 1 d 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 0 '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 0.006 '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'
S S 0.1246 0.1234 '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
O1 Cu1 O1 90.01(9) 4_565 .
O1 Cu1 N1 86.79(7) 4_565 4_565
O1 Cu1 N1 164.67(8) . 4_565
O1 Cu1 N1 164.67(8) 4_565 .
O1 Cu1 N1 86.79(7) . .
N1 Cu1 N1 92.36(11) 4_565 .
O1 Cu1 N2 100.06(7) 4_565 .
O1 Cu1 N2 100.06(7) . .
N1 Cu1 N2 95.26(7) 4_565 .
N1 Cu1 N2 95.26(7) . .
C9 N1 C12 108.6(2) . .
C9 N1 Cu1 111.76(14) . .
C12 N1 Cu1 115.11(14) . .
C9 N1 H1N 112.8(15) . .
C12 N1 H1N 104.0(15) . .
Cu1 N1 H1N 104.4(16) . .
C7 O1 Cu1 128.19(15) . .
N2 C13 S2 178.9(3) . .
C7 C8 C7 123.6(3) . 4_565
C7 C8 H8 118.2 . .
C7 C8 H8 118.2 4_565 .
O1 C7 C8 124.9(2) . .
O1 C7 C1 114.7(2) . .
C8 C7 C1 120.5(2) . .
C11 O2 C10 110.1(2) . .
C13 N2 Cu1 175.3(3) . .
C6 C1 C2 118.8(2) . .
C6 C1 C7 122.3(2) . .
C2 C1 C7 118.8(2) . .
N1 C9 C10 112.4(2) . .
N1 C9 H9A 109.1 . .
C10 C9 H9A 109.1 . .
N1 C9 H9B 109.1 . .
C10 C9 H9B 109.1 . .
H9A C9 H9B 107.9 . .
O2 C11 C12 112.0(2) . .
O2 C11 H11A 109.2 . .
C12 C11 H11A 109.2 . .
O2 C11 H11B 109.2 . .
C12 C11 H11B 109.2 . .
H11A C11 H11B 107.9 . .
C3 C2 C1 121.1(3) . .
C3 C2 H2 119.4 . .
C1 C2 H2 119.4 . .
N1 C12 C11 111.4(2) . .
N1 C12 H12A 109.3 . .
C11 C12 H12A 109.3 . .
N1 C12 H12B 109.3 . .
C11 C12 H12B 109.3 . .
H12A C12 H12B 108 . .
C1 C6 C5 120.4(3) . .
C1 C6 H6 119.8 . .
C5 C6 H6 119.8 . .
O2 C10 C9 111.2(2) . .
O2 C10 H10A 109.4 . .
C9 C10 H10A 109.4 . .
O2 C10 H10B 109.4 . .
C9 C10 H10B 109.4 . .
H10A C10 H10B 108 . .
C4 C5 C6 119.9(3) . .
C4 C5 H5 120 . .
C6 C5 H5 120 . .
C2 C3 C4 119.4(3) . .
C2 C3 H3 120.3 . .
C4 C3 H3 120.3 . .
C5 C4 C3 120.3(3) . .
C5 C4 H4 119.8 . .
C3 C4 H4 119.8 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.9456(16) 4_565
Cu1 O1 1.9456(16) .
Cu1 N1 2.0510(19) 4_565
Cu1 N1 2.0510(19) .
Cu1 N2 2.247(3) .
S2 C13 1.659(4) .
N1 C9 1.480(3) .
N1 C12 1.480(3) .
N1 H1N 0.909(2) .
O1 C7 1.269(2) .
C13 N2 1.131(4) .
C8 C7 1.393(3) .
C8 C7 1.393(3) 4_565
C8 H8 0.93 .
C7 C1 1.491(3) .
O2 C11 1.396(3) .
O2 C10 1.418(3) .
C1 C6 1.384(3) .
C1 C2 1.394(3) .
C9 C10 1.504(3) .
C9 H9A 0.97 .
C9 H9B 0.97 .
C11 C12 1.516(4) .
C11 H11A 0.97 .
C11 H11B 0.97 .
C2 C3 1.370(4) .
C2 H2 0.93 .
C12 H12A 0.97 .
C12 H12B 0.97 .
C6 C5 1.391(4) .
C6 H6 0.93 .
C10 H10A 0.97 .
C10 H10B 0.97 .
C5 C4 1.372(4) .
C5 H5 0.93 .
C3 C4 1.394(4) .
C3 H3 0.93 .
C4 H4 0.93 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139198259
