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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/7/21/47/7214791.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_7214791
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         'C20 H37 Cu N3 O4 S'
_chemical_formula_sum            'C20 H37 Cu N3 O4 S'
_chemical_formula_weight         479.13
_chemical_name_systematic
;
(2,2,6,6-tetramethyl-3,5-heptanedionato)thiocyanatobis(morpholine)copper(II)
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2012-01-11T12:40:01-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 108.72(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.458(2)
_cell_length_b                   37.201(6)
_cell_length_c                   7.053(2)
_cell_measurement_reflns_used    102
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      52.0
_cell_measurement_theta_min      4.6
_cell_volume                     2598.8(10)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_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  0.1839
_diffrn_reflns_av_unetI/netI     0.1229
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       47
_diffrn_reflns_limit_k_min       -47
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            19725
_diffrn_reflns_theta_full        27
_diffrn_reflns_theta_max         27
_diffrn_reflns_theta_min         4.1
_diffrn_standards_number         27
_exptl_absorpt_coefficient_mu    0.947
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.225
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1020
_exptl_crystal_size_max          0.98
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_refine_diff_density_max         2.697
_refine_diff_density_min         -2.652
_refine_diff_density_rms         0.191
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.843
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         5629
_refine_ls_number_restraints     27
_refine_ls_restrained_S_all      1.841
_refine_ls_R_factor_all          0.2423
_refine_ls_R_factor_gt           0.2156
_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)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.5189
_refine_ls_wR_factor_ref         0.5347
_reflns_number_gt                4155
_reflns_number_total             5629
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce25848j.txt
_cod_data_source_block           dpm_SCN
_cod_original_cell_volume        2598.9(10)
_cod_original_sg_symbol_Hall     '-P 2ybc '
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7214791
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.7852(19) 0.0890(7) 0.379(4) 0.158(13) Uani 1 1 d D
H1A H 0.789 0.1075 0.4755 0.237 Uiso 1 1 calc R
H1B H 0.7842 0.0997 0.255 0.237 Uiso 1 1 calc R
H1C H 0.863 0.0737 0.4283 0.237 Uiso 1 1 calc R
C2 C 0.673(4) 0.0368(10) 0.220(6) 0.240(19) Uani 1 1 d DU
H2A H 0.5895 0.0238 0.1756 0.36 Uiso 1 1 calc R
H2B H 0.744 0.0211 0.2953 0.36 Uiso 1 1 calc R
H2C H 0.6942 0.0458 0.1057 0.36 Uiso 1 1 calc R
Cu1 Cu 0.41081(16) 0.14950(3) 0.0000(2) 0.0504(6) Uani 1 1 d .
S1 S 0.4171(4) 0.23557(9) 0.5279(5) 0.0660(9) Uani 1 1 d .
C3 C 0.651(3) 0.0554(10) 0.547(3) 0.175(15) Uani 1 1 d D
H3A H 0.5704 0.0415 0.5263 0.262 Uiso 1 1 calc R
H3B H 0.6487 0.0761 0.6265 0.262 Uiso 1 1 calc R
H3C H 0.7284 0.0409 0.6146 0.262 Uiso 1 1 calc R
C16 C 0.6702(11) 0.1906(4) 0.1225(16) 0.056(3) Uani 1 1 d .
H16A H 0.7105 0.17 0.2046 0.068 Uiso 1 1 calc R
H16B H 0.6305 0.2057 0.2004 0.068 Uiso 1 1 calc R
O2 O 0.2666(9) 0.1161(3) -0.0053(16) 0.075(3) Uani 1 1 d .
C15 C 0.1566(12) 0.1928(4) -0.1341(19) 0.059(3) Uani 1 1 d .
H15A H 0.197 0.208 -0.0187 0.07 Uiso 1 1 calc R
H15B H 0.1131 0.1728 -0.0909 0.07 Uiso 1 1 calc R
N2 N 0.5618(8) 0.1777(3) -0.0569(13) 0.049(2) Uani 1 1 d U
H2 H 0.5238 0.1974 -0.13 0.059 Uiso 1 1 calc R
O1 O 0.5465(9) 0.1147(3) 0.1379(15) 0.071(2) Uani 1 1 d .
N1 N 0.2645(9) 0.1787(3) -0.2069(14) 0.052(2) Uani 1 1 d .
H1 H 0.3062 0.198 -0.2403 0.063 Uiso 1 1 calc R
N3 N 0.4111(13) 0.1785(4) 0.2691(16) 0.070(3) Uani 1 1 d .
C20 C 0.4117(13) 0.2026(4) 0.3769(15) 0.057(3) Uani 1 1 d .
O4 O 0.8400(10) 0.1890(3) -0.0328(18) 0.084(3) Uani 1 1 d U
C19 C 0.6275(15) 0.1564(5) -0.179(2) 0.078(4) Uani 1 1 d U
H19A H 0.5604 0.15 -0.3056 0.094 Uiso 1 1 calc R
H19B H 0.6631 0.1343 -0.1093 0.094 Uiso 1 1 calc R
O3 O -0.0117(10) 0.1910(4) -0.4635(16) 0.090(3) Uani 1 1 d U
C17 C 0.7790(15) 0.2112(5) 0.075(2) 0.077(4) Uani 1 1 d .
H17A H 0.7407 0.2323 -0.004 0.092 Uiso 1 1 calc R
H17B H 0.846 0.2192 0.1979 0.092 Uiso 1 1 calc R
C12 C 0.1989(15) 0.1587(5) -0.3935(18) 0.070(4) Uani 1 1 d .
H12A H 0.1586 0.137 -0.3618 0.084 Uiso 1 1 calc R
H12B H 0.2667 0.1517 -0.4531 0.084 Uiso 1 1 calc R
C14 C 0.0521(14) 0.2139(6) -0.288(2) 0.084(4) Uani 1 1 d U
H14A H -0.0158 0.2225 -0.2322 0.101 Uiso 1 1 calc R
H14B H 0.0936 0.2346 -0.3284 0.101 Uiso 1 1 calc R
C5 C 0.5295(18) 0.0857(4) 0.222(2) 0.074(4) Uani 1 1 d .
C6 C 0.4019(17) 0.0742(4) 0.217(2) 0.079(4) Uani 1 1 d .
H6 H 0.3977 0.0558 0.3042 0.095 Uiso 1 1 calc R
C7 C 0.2784(16) 0.0881(4) 0.091(2) 0.075(4) Uani 1 1 d .
C8 C 0.1456(18) 0.0689(5) 0.088(3) 0.096(4) Uani 1 1 d DU
C4 C 0.6603(19) 0.0672(6) 0.347(4) 0.133(8) Uani 1 1 d DU
C13 C 0.0898(16) 0.1808(5) -0.5452(19) 0.081(4) Uani 1 1 d U
H13A H 0.13 0.2021 -0.5818 0.097 Uiso 1 1 calc R
H13B H 0.05 0.1666 -0.6653 0.097 Uiso 1 1 calc R
C18 C 0.7401(19) 0.1768(7) -0.219(3) 0.103(6) Uani 1 1 d U
H18A H 0.7839 0.1615 -0.2913 0.124 Uiso 1 1 calc R
H18B H 0.7031 0.1974 -0.3034 0.124 Uiso 1 1 calc R
C11 C 0.031(2) 0.0945(6) 0.033(5) 0.149(10) Uani 1 1 d U
H11A H 0.0338 0.1086 -0.0797 0.223 Uiso 1 1 calc R
H11B H 0.0378 0.11 0.1443 0.223 Uiso 1 1 calc R
H11C H -0.0523 0.0814 -0.0017 0.223 Uiso 1 1 calc R
C9 C 0.154(3) 0.0495(11) 0.275(4) 0.210(15) Uani 1 1 d DU
H9A H 0.2323 0.0343 0.3123 0.315 Uiso 1 1 calc R
H9B H 0.0745 0.035 0.2537 0.315 Uiso 1 1 calc R
H9C H 0.1605 0.0665 0.3797 0.315 Uiso 1 1 calc R
C10 C 0.114(3) 0.0474(8) -0.122(5) 0.178(12) Uani 1 1 d U
H10A H 0.1799 0.0288 -0.1085 0.266 Uiso 1 1 calc R
H10B H 0.1173 0.0639 -0.2254 0.266 Uiso 1 1 calc R
H10C H 0.0255 0.0369 -0.1569 0.266 Uiso 1 1 calc R
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'
S S 0.1246 0.1234 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O1 Cu1 O2 91.2(4)
O1 Cu1 N2 87.4(4)
O2 Cu1 N2 165.7(4)
O1 Cu1 N1 165.7(4)
O2 Cu1 N1 85.9(4)
N2 Cu1 N1 92.0(4)
O1 Cu1 N3 95.6(5)
O2 Cu1 N3 96.7(5)
N2 Cu1 N3 97.6(4)
N1 Cu1 N3 98.6(4)
N2 C16 C17 113.7(10)
C7 O2 Cu1 126.3(10)
N1 C15 C14 113.4(10)
C16 N2 C19 107.3(9)
C16 N2 Cu1 115.2(7)
C19 N2 Cu1 111.7(9)
C5 O1 Cu1 127.7(10)
C12 N1 C15 107.5(10)
C12 N1 Cu1 113.2(8)
C15 N1 Cu1 114.8(7)
C20 N3 Cu1 159.9(10)
N3 C20 S1 178.4(12)
C17 O4 C18 110.6(12)
N2 C19 C18 112.0(15)
C13 O3 C14 107.6(11)
O4 C17 C16 109.2(13)
N1 C12 C13 112.5(13)
O3 C14 C15 109.5(14)
O1 C5 C6 121.8(13)
O1 C5 C4 114.6(15)
C6 C5 C4 123.3(14)
C5 C6 C7 125.5(14)
O2 C7 C6 124.6(14)
O2 C7 C8 116.8(14)
C6 C7 C8 118.3(14)
C9 C8 C11 111(2)
C9 C8 C7 114.4(18)
C11 C8 C7 110.5(15)
C9 C8 C10 121(2)
C11 C8 C10 100(2)
C7 C8 C10 99.3(15)
C2 C4 C1 105.2(19)
C2 C4 C3 113(2)
C1 C4 C3 109(2)
C2 C4 C5 103(2)
C1 C4 C5 114.9(16)
C3 C4 C5 110.8(17)
O3 C13 C12 110.4(11)
O4 C18 C19 111.3(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C4 1.491(17)
C2 C4 1.476(18)
Cu1 O1 1.937(9)
Cu1 O2 1.945(9)
Cu1 N2 2.041(9)
Cu1 N1 2.054(9)
Cu1 N3 2.182(11)
S1 C20 1.614(13)
C3 C4 1.51(3)
C16 N2 1.481(12)
C16 C17 1.50(2)
O2 C7 1.229(17)
C15 N1 1.478(14)
C15 C14 1.49(2)
N2 C19 1.492(17)
O1 C5 1.271(17)
N1 C12 1.475(17)
N3 C20 1.174(16)
O4 C17 1.41(2)
O4 C18 1.47(2)
C19 C18 1.50(2)
O3 C13 1.412(19)
O3 C14 1.47(2)
C12 C13 1.53(2)
C5 C6 1.39(2)
C5 C4 1.53(2)
C6 C7 1.41(2)
C7 C8 1.56(2)
C8 C9 1.482(17)
C8 C11 1.48(3)
C8 C10 1.62(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139198258
