#------------------------------------------------------------------------------
#$Date: 2025-08-21 00:40:30 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301839 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/05/4330531.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_4330531
loop_
_publ_author_name
'Angelos B. Canaj'
'Demetrios I. Tzimopoulos'
'Aggelos Philippidis'
'George E. Kostakis'
'Constantinos J. Milios'
_publ_section_title
;
 Employment of a New Tripodal Ligand for the Synthesis of Cobalt(II/III),
 Nickel(II), and Copper(II) Clusters: Magnetic, Optical, and Thermal
 Properties
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              10461
_journal_page_last               10470
_journal_paper_doi               10.1021/ic301744e
_journal_volume                  51
_journal_year                    2012
_chemical_formula_sum            'C60 H60 Cu4 N4 O12'
_chemical_formula_weight         1283.28
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.943(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.720(2)
_cell_length_b                   14.6735(17)
_cell_length_c                   18.5807(17)
_cell_measurement_reflns_used    5031
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      24.00
_cell_measurement_theta_min      1.73
_cell_volume                     5363.8(10)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      180(2)
_diffrn_detector                 'image plate ( 34 cm diameter )'
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_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  0.1232
_diffrn_reflns_av_sigmaI/netI    0.1516
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            9755
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.64
_diffrn_reflns_theta_min         1.73
_exptl_absorpt_coefficient_mu    1.634
_exptl_absorpt_correction_T_max  0.9526
_exptl_absorpt_correction_T_min  0.8280
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'XPREP in SHELXTL 6.14 (BrukerAXS Inc., 2003)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.589
_exptl_crystal_description       needle
_exptl_crystal_F_000             2640
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.467
_refine_diff_density_min         -0.692
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.949
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         4951
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.949
_refine_ls_R_factor_all          0.1368
_refine_ls_R_factor_gt           0.0685
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0462P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1362
_refine_ls_wR_factor_ref         0.1572
_reflns_number_gt                2472
_reflns_number_total             4951
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic301744e_si_002_4.cif
_cod_data_source_block           at229
_cod_original_cell_volume        5363.7(10)
_cod_database_code               4330531
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
Cu1 Cu 0.91100(4) 0.45914(7) 0.76060(5) 0.0464(3) Uani 1 1 d .
Cu2 Cu 0.97897(4) 0.31534(7) 0.64206(5) 0.0490(3) Uani 1 1 d .
O1 O 0.8466(2) 0.4974(3) 0.6840(3) 0.0498(12) Uani 1 1 d .
O2 O 0.9751(3) 0.4289(3) 0.8397(3) 0.0550(13) Uani 1 1 d .
O3 O 0.8393(3) 0.5906(5) 0.9436(3) 0.0766(18) Uani 1 1 d .
H3B H 0.8270 0.5987 0.9855 0.115 Uiso 1 1 calc R
O4 O 1.0399(2) 0.2778(4) 0.5742(3) 0.0563(14) Uani 1 1 d .
O5 O 0.9206(2) 0.3416(3) 0.7168(3) 0.0525(13) Uani 1 1 d .
O6 O 0.8244(3) 0.3658(4) 0.5839(3) 0.0677(16) Uani 1 1 d .
H6B H 0.8297 0.4018 0.6190 0.102 Uiso 1 1 calc R
C1 C 0.8221(3) 0.5799(5) 0.6714(4) 0.0455(18) Uani 1 1 d .
C2 C 0.7792(4) 0.5901(6) 0.6077(4) 0.056(2) Uani 1 1 d .
H2A H 0.7708 0.5391 0.5769 0.067 Uiso 1 1 calc R
C3 C 0.7496(4) 0.6722(6) 0.5897(4) 0.057(2) Uani 1 1 d .
H3A H 0.7214 0.6771 0.5463 0.069 Uiso 1 1 calc R
C4 C 0.7602(4) 0.7504(5) 0.6345(4) 0.0481(18) Uani 1 1 d .
C5 C 0.7296(4) 0.8351(6) 0.6168(5) 0.060(2) Uani 1 1 d .
H5A H 0.7004 0.8392 0.5740 0.072 Uiso 1 1 calc R
C6 C 0.7395(4) 0.9095(6) 0.6570(5) 0.062(2) Uani 1 1 d .
H6A H 0.7177 0.9653 0.6435 0.074 Uiso 1 1 calc R
C7 C 0.7829(4) 0.9036(6) 0.7198(4) 0.054(2) Uani 1 1 d .
H7A H 0.7907 0.9561 0.7491 0.065 Uiso 1 1 calc R
C8 C 0.8147(4) 0.8223(5) 0.7400(4) 0.0495(18) Uani 1 1 d .
H8A H 0.8447 0.8205 0.7822 0.059 Uiso 1 1 calc R
C9 C 0.8033(3) 0.7428(5) 0.6991(4) 0.0452(18) Uani 1 1 d .
C10 C 0.8328(3) 0.6542(5) 0.7178(4) 0.0434(17) Uani 1 1 d .
C11 C 0.8695(3) 0.6450(6) 0.7853(4) 0.0486(18) Uani 1 1 d .
H11A H 0.8701 0.6964 0.8165 0.058 Uiso 1 1 calc R
C12 C 0.9419(3) 0.5773(5) 0.8816(4) 0.0475(18) Uani 1 1 d .
C15 C 1.0102(4) 0.6261(7) 0.8675(5) 0.077(3) Uani 1 1 d .
H15A H 1.0009 0.6893 0.8527 0.115 Uiso 1 1 calc R
H15B H 1.0323 0.5941 0.8292 0.115 Uiso 1 1 calc R
H15C H 1.0402 0.6256 0.9118 0.115 Uiso 1 1 calc R
C13 C 0.9559(5) 0.4776(6) 0.9016(4) 0.068(2) Uani 1 1 d .
H13A H 0.9929 0.4741 0.9404 0.081 Uiso 1 1 calc R
H13B H 0.9146 0.4498 0.9197 0.081 Uiso 1 1 calc R
C14 C 0.9076(4) 0.6295(6) 0.9380(5) 0.058(2) Uani 1 1 d .
H14A H 0.9343 0.6247 0.9850 0.069 Uiso 1 1 calc R
H14B H 0.9041 0.6947 0.9245 0.069 Uiso 1 1 calc R
C16 C 1.0314(4) 0.2126(5) 0.5250(5) 0.0514(19) Uani 1 1 d .
C17 C 1.0843(4) 0.2042(6) 0.4766(4) 0.053(2) Uani 1 1 d .
H17A H 1.1240 0.2407 0.4836 0.064 Uiso 1 1 calc R
C18 C 1.0784(4) 0.1451(6) 0.4212(4) 0.054(2) Uani 1 1 d .
H18A H 1.1146 0.1409 0.3901 0.065 Uiso 1 1 calc R
C19 C 1.0206(4) 0.0885(6) 0.4069(4) 0.056(2) Uani 1 1 d .
C20 C 1.0160(4) 0.0264(6) 0.3471(5) 0.063(2) Uani 1 1 d .
H20A H 1.0522 0.0228 0.3160 0.076 Uiso 1 1 calc R
C21 C 0.9600(4) -0.0278(7) 0.3344(5) 0.067(2) Uani 1 1 d .
H21A H 0.9571 -0.0680 0.2943 0.081 Uiso 1 1 calc R
C22 C 0.9069(4) -0.0237(6) 0.3807(5) 0.066(2) Uani 1 1 d .
H22A H 0.8687 -0.0626 0.3724 0.079 Uiso 1 1 calc R
C23 C 0.9093(4) 0.0354(7) 0.4377(5) 0.070(2) Uani 1 1 d .
H23A H 0.8719 0.0378 0.4673 0.084 Uiso 1 1 calc R
C24 C 0.9669(4) 0.0942(6) 0.4542(4) 0.056(2) Uani 1 1 d .
C25 C 0.9739(4) 0.1596(6) 0.5138(4) 0.054(2) Uani 1 1 d .
C26 C 0.9189(4) 0.1642(6) 0.5612(5) 0.056(2) Uani 1 1 d .
H26A H 0.8816 0.1240 0.5514 0.067 Uiso 1 1 calc R
C27 C 0.8525(3) 0.2228(5) 0.6549(4) 0.0476(18) Uani 1 1 d .
C28 C 0.8730(4) 0.2696(6) 0.7267(4) 0.055(2) Uani 1 1 d .
H28A H 0.8321 0.2948 0.7475 0.066 Uiso 1 1 calc R
H28B H 0.8937 0.2243 0.7611 0.066 Uiso 1 1 calc R
C30 C 0.8212(4) 0.1309(5) 0.6695(5) 0.055(2) Uani 1 1 d .
H30A H 0.8536 0.0940 0.6993 0.083 Uiso 1 1 calc R
H30B H 0.8099 0.0995 0.6236 0.083 Uiso 1 1 calc R
H30C H 0.7797 0.1396 0.6949 0.083 Uiso 1 1 calc R
C29 C 0.8006(4) 0.2794(6) 0.6085(4) 0.057(2) Uani 1 1 d .
H29A H 0.7851 0.2428 0.5657 0.068 Uiso 1 1 calc R
H29B H 0.7606 0.2904 0.6367 0.068 Uiso 1 1 calc R
N1 N 0.9026(3) 0.5735(4) 0.8090(3) 0.0411(14) Uani 1 1 d .
N2 N 0.9161(3) 0.2183(4) 0.6158(4) 0.0537(17) Uani 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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
N1 Cu1 O5 177.0(2) . .
N1 Cu1 O1 91.0(2) . .
O5 Cu1 O1 91.6(2) . .
N1 Cu1 O2 85.2(2) . .
O5 Cu1 O2 92.2(2) . .
O1 Cu1 O2 176.2(2) . .
O4 Cu2 O5 173.6(2) . .
O4 Cu2 O2 93.3(2) . 2_756
O5 Cu2 O2 89.8(2) . 2_756
O4 Cu2 N2 92.4(2) . .
O5 Cu2 N2 85.7(2) . .
O2 Cu2 N2 167.1(3) 2_756 .
C1 O1 Cu1 128.0(5) . .
C13 O2 Cu2 116.2(5) . 2_756
C13 O2 Cu1 107.7(4) . .
Cu2 O2 Cu1 127.9(3) 2_756 .
C14 O3 H3B 109.5 . .
C16 O4 Cu2 128.2(4) . .
C28 O5 Cu2 112.2(4) . .
C28 O5 Cu1 121.5(4) . .
Cu2 O5 Cu1 125.0(3) . .
C29 O6 H6B 109.5 . .
O1 C1 C10 124.6(7) . .
O1 C1 C2 115.9(7) . .
C10 C1 C2 119.3(7) . .
C3 C2 C1 121.2(8) . .
C3 C2 H2A 119.4 . .
C1 C2 H2A 119.4 . .
C2 C3 C4 121.5(8) . .
C2 C3 H3A 119.3 . .
C4 C3 H3A 119.3 . .
C5 C4 C3 122.0(7) . .
C5 C4 C9 119.1(8) . .
C3 C4 C9 118.9(7) . .
C6 C5 C4 123.2(8) . .
C6 C5 H5A 118.4 . .
C4 C5 H5A 118.4 . .
C5 C6 C7 118.3(8) . .
C5 C6 H6A 120.8 . .
C7 C6 H6A 120.8 . .
C8 C7 C6 121.1(8) . .
C8 C7 H7A 119.4 . .
C6 C7 H7A 119.4 . .
C7 C8 C9 121.1(7) . .
C7 C8 H8A 119.5 . .
C9 C8 H8A 119.5 . .
C8 C9 C4 117.1(7) . .
C8 C9 C10 124.5(6) . .
C4 C9 C10 118.4(7) . .
C1 C10 C11 121.4(7) . .
C1 C10 C9 120.5(6) . .
C11 C10 C9 118.0(7) . .
N1 C11 C10 126.5(7) . .
N1 C11 H11A 116.8 . .
C10 C11 H11A 116.8 . .
C14 C12 N1 114.6(6) . .
C14 C12 C13 113.6(7) . .
N1 C12 C13 104.8(6) . .
C14 C12 C15 108.6(7) . .
N1 C12 C15 105.3(6) . .
C13 C12 C15 109.6(7) . .
C12 C15 H15A 109.5 . .
C12 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C12 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
O2 C13 C12 109.6(6) . .
O2 C13 H13A 109.7 . .
C12 C13 H13A 109.7 . .
O2 C13 H13B 109.7 . .
C12 C13 H13B 109.7 . .
H13A C13 H13B 108.2 . .
O3 C14 C12 108.0(6) . .
O3 C14 H14A 110.1 . .
C12 C14 H14A 110.1 . .
O3 C14 H14B 110.1 . .
C12 C14 H14B 110.1 . .
H14A C14 H14B 108.4 . .
O4 C16 C25 125.0(7) . .
O4 C16 C17 115.7(7) . .
C25 C16 C17 119.0(8) . .
C18 C17 C16 120.6(7) . .
C18 C17 H17A 119.7 . .
C16 C17 H17A 119.7 . .
C17 C18 C19 123.0(7) . .
C17 C18 H18A 118.5 . .
C19 C18 H18A 118.5 . .
C18 C19 C24 118.2(8) . .
C18 C19 C20 121.5(7) . .
C24 C19 C20 120.3(8) . .
C21 C20 C19 120.6(8) . .
C21 C20 H20A 119.7 . .
C19 C20 H20A 119.7 . .
C20 C21 C22 119.8(9) . .
C20 C21 H21A 120.1 . .
C22 C21 H21A 120.1 . .
C23 C22 C21 121.0(9) . .
C23 C22 H22A 119.5 . .
C21 C22 H22A 119.5 . .
C22 C23 C24 121.9(8) . .
C22 C23 H23A 119.0 . .
C24 C23 H23A 119.0 . .
C19 C24 C23 116.2(7) . .
C19 C24 C25 118.0(7) . .
C23 C24 C25 125.8(7) . .
C16 C25 C26 121.8(7) . .
C16 C25 C24 121.1(7) . .
C26 C25 C24 117.1(7) . .
N2 C26 C25 125.5(7) . .
N2 C26 H26A 117.3 . .
C25 C26 H26A 117.3 . .
N2 C27 C30 114.5(6) . .
N2 C27 C28 105.3(6) . .
C30 C27 C28 109.3(6) . .
N2 C27 C29 107.4(6) . .
C30 C27 C29 108.5(6) . .
C28 C27 C29 111.9(6) . .
O5 C28 C27 110.8(6) . .
O5 C28 H28A 109.5 . .
C27 C28 H28A 109.5 . .
O5 C28 H28B 109.5 . .
C27 C28 H28B 109.5 . .
H28A C28 H28B 108.1 . .
C27 C30 H30A 109.5 . .
C27 C30 H30B 109.5 . .
H30A C30 H30B 109.5 . .
C27 C30 H30C 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
O6 C29 C27 115.9(6) . .
O6 C29 H29A 108.3 . .
C27 C29 H29A 108.3 . .
O6 C29 H29B 108.3 . .
C27 C29 H29B 108.3 . .
H29A C29 H29B 107.4 . .
C11 N1 C12 119.3(6) . .
C11 N1 Cu1 127.4(5) . .
C12 N1 Cu1 113.3(5) . .
C26 N2 C27 119.4(6) . .
C26 N2 Cu2 126.3(5) . .
C27 N2 Cu2 113.0(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N1 1.917(6) .
Cu1 O5 1.921(5) .
Cu1 O1 1.924(5) .
Cu1 O2 1.924(5) .
Cu2 O4 1.882(5) .
Cu2 O5 1.903(5) .
Cu2 O2 1.915(5) 2_756
Cu2 N2 1.928(6) .
O1 C1 1.319(8) .
O2 C13 1.427(9) .
O2 Cu2 1.915(5) 2_756
O3 C14 1.473(9) .
O3 H3B 0.8400 .
O4 C16 1.327(9) .
O5 C28 1.433(9) .
O6 C29 1.437(9) .
O6 H6B 0.8400 .
C1 C10 1.397(10) .
C1 C2 1.414(11) .
C2 C3 1.370(11) .
C2 H2A 0.9500 .
C3 C4 1.425(11) .
C3 H3A 0.9500 .
C4 C5 1.412(11) .
C4 C9 1.426(10) .
C5 C6 1.329(12) .
C5 H5A 0.9500 .
C6 C7 1.403(12) .
C6 H6A 0.9500 .
C7 C8 1.386(10) .
C7 H7A 0.9500 .
C8 C9 1.403(10) .
C8 H8A 0.9500 .
C9 C10 1.456(10) .
C10 C11 1.412(10) .
C11 N1 1.296(9) .
C11 H11A 0.9500 .
C12 C14 1.497(11) .
C12 N1 1.509(9) .
C12 C13 1.531(12) .
C12 C15 1.564(11) .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C16 C25 1.379(10) .
C16 C17 1.429(10) .
C17 C18 1.345(11) .
C17 H17A 0.9500 .
C18 C19 1.421(11) .
C18 H18A 0.9500 .
C19 C24 1.423(11) .
C19 C20 1.436(12) .
C20 C21 1.367(11) .
C20 H20A 0.9500 .
C21 C22 1.403(12) .
C21 H21A 0.9500 .
C22 C23 1.366(12) .
C22 H22A 0.9500 .
C23 C24 1.444(11) .
C23 H23A 0.9500 .
C24 C25 1.465(11) .
C25 C26 1.445(11) .
C26 N2 1.293(10) .
C26 H26A 0.9500 .
C27 N2 1.495(9) .
C27 C30 1.516(10) .
C27 C28 1.531(11) .
C27 C29 1.537(11) .
C28 H28A 0.9900 .
C28 H28B 0.9900 .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 0.9800 .
C29 H29A 0.9900 .
C29 H29B 0.9900 .
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 H3B O6 0.84 1.91 2.720(8) 163.2 6_566
O6 H6B O1 0.84 1.87 2.696(7) 169.1 .
O6 H6B O5 0.84 2.62 3.031(8) 111.8 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139137819
