#------------------------------------------------------------------------------
#$Date: 2025-08-21 14:03:24 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301848 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/63/7026318.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_7026318
loop_
_publ_author_name
'Li, Feng'
'Carvalho, Sílvia'
'Delgado, Rita'
'Drew, Michael G. B.'
'Félix, Vítor'
_publ_section_title
;
 Dimetallic complexes of macrocycles with two rigid dibenzofuran units as
 receptors for detection of anionic substrates.
;
_journal_issue                   40
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              9579
_journal_page_last               9587
_journal_paper_doi               10.1039/c0dt00340a
_journal_volume                  39
_journal_year                    2010
_chemical_formula_sum            'C53 H54 Cu2 N6 O11'
_chemical_formula_weight         1078.10
_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_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 112.356(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   12.9418(14)
_cell_length_b                   12.9883(12)
_cell_length_c                   15.6222(14)
_cell_measurement_reflns_used    16327
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30.00
_cell_measurement_theta_min      2.68
_cell_volume                     2428.6(4)
_computing_cell_refinement       'Crysalis, Oxford Diffraction'
_computing_data_collection       'Crysalis, Oxford Diffraction'
_computing_data_reduction        'Crysalis, Oxford Diffraction'
_computing_molecular_graphics    PLATON(Spek,2004)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.950
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_device_type  'Oxford Diffaction X-Calibur System'
_diffrn_measurement_method       '321 frames, counting time 10 s'
_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  0.0966
_diffrn_reflns_av_sigmaI/netI    0.1578
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            16327
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.68
_diffrn_standards_decay_%        n/a
_diffrn_standards_interval_count n/a
_diffrn_standards_interval_time  n/a
_diffrn_standards_number         n/a
_exptl_absorpt_coefficient_mu    0.945
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.90
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'ABSPACK, Oxford Diffraction Ltd'
_exptl_crystal_colour            Blue
_exptl_crystal_density_diffrn    1.474
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Parallelepiped
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.086
_refine_diff_density_min         -0.618
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     335
_refine_ls_number_reflns         7002
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.1861
_refine_ls_R_factor_gt           0.0978
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0822P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1788
_refine_ls_wR_factor_ref         0.2072
_reflns_number_gt                3861
_reflns_number_total             7002
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0dt00340a.txt
_cod_data_source_block           compound_cu
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Empirical' changed to
'empirical' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0822P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0822P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7026318
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_calc_flag
_atom_site_refinement_flags
Cu Cu 0.45973(5) 0.35717(5) 0.60988(4) 0.02183(18) Uani 1 d .
N1 N 0.5040(4) 0.3193(3) 0.7429(3) 0.0264(10) Uani 1 d .
H1 H 0.4663 0.2594 0.7461 0.032 Uiso 1 calc R
C2 C 0.4661(4) 0.4023(4) 0.7871(3) 0.0267(12) Uani 1 d .
H2A H 0.5164 0.4625 0.7978 0.032 Uiso 1 calc R
H2B H 0.4663 0.3789 0.8475 0.032 Uiso 1 calc R
C3 C 0.3490(4) 0.4312(4) 0.7232(3) 0.0264(12) Uani 1 d .
H3A H 0.2972 0.3734 0.7181 0.032 Uiso 1 calc R
H3B H 0.3232 0.4918 0.7480 0.032 Uiso 1 calc R
N4 N 0.3503(3) 0.4553(3) 0.6318(3) 0.0209(9) Uani 1 d .
H4 H 0.3822 0.5203 0.6373 0.025 Uiso 1 calc R
C5 C 0.2377(4) 0.4639(4) 0.5574(4) 0.0273(12) Uani 1 d .
H5A H 0.1970 0.3986 0.5544 0.033 Uiso 1 calc R
H5B H 0.2463 0.4726 0.4975 0.033 Uiso 1 calc R
C6 C 0.1679(4) 0.5517(4) 0.5695(4) 0.0270(12) Uani 1 d .
C7 C 0.0863(4) 0.5408(5) 0.6066(4) 0.0339(13) Uani 1 d .
H7 H 0.0746 0.4749 0.6278 0.041 Uiso 1 calc R
C8 C 0.0217(5) 0.6226(5) 0.6135(4) 0.0377(15) Uani 1 d .
H8 H -0.0324 0.6115 0.6399 0.045 Uiso 1 calc R
C9 C 0.0331(5) 0.7178(5) 0.5837(4) 0.0386(15) Uani 1 d .
H9 H -0.0132 0.7727 0.5880 0.046 Uiso 1 calc R
C10 C 0.1140(4) 0.7340(4) 0.5467(4) 0.0282(12) Uani 1 d .
C11 C 0.1796(4) 0.6515(4) 0.5419(3) 0.0273(12) Uani 1 d .
O12 O 0.2584(3) 0.6799(3) 0.5063(2) 0.0255(8) Uani 1 d .
C13 C 0.7559(5) 0.2156(4) 0.5107(4) 0.0269(12) Uani 1 d .
C14 C 0.1561(4) 0.8223(4) 0.5108(4) 0.0272(12) Uani 1 d .
C15 C 0.1341(5) 0.9278(5) 0.5013(4) 0.0405(15) Uani 1 d .
H15 H 0.0747 0.9561 0.5153 0.049 Uiso 1 calc R
C16 C 0.8012(6) 0.0100(4) 0.5284(4) 0.0407(16) Uani 1 d .
H16 H 0.8181 -0.0612 0.5380 0.049 Uiso 1 calc R
C17 C 0.7105(5) 0.0501(4) 0.5448(4) 0.0343(14) Uani 1 d .
H17 H 0.6646 0.0048 0.5626 0.041 Uiso 1 calc R
C18 C 0.6849(5) 0.1564(4) 0.5356(4) 0.0308(13) Uani 1 d .
C19 C 0.5804(5) 0.2011(4) 0.5414(4) 0.0287(12) Uani 1 d .
H19A H 0.5382 0.2366 0.4823 0.034 Uiso 1 calc R
H19B H 0.5334 0.1435 0.5473 0.034 Uiso 1 calc R
N20 N 0.5962(3) 0.2733(3) 0.6170(3) 0.0244(10) Uani 1 d .
H20 H 0.6482 0.3211 0.6140 0.029 Uiso 1 calc R
C21 C 0.6459(5) 0.2267(4) 0.7100(4) 0.0332(13) Uani 1 d .
H21A H 0.7274 0.2178 0.7275 0.040 Uiso 1 calc R
H21B H 0.6125 0.1582 0.7099 0.040 Uiso 1 calc R
C22 C 0.6241(5) 0.2973(5) 0.7800(4) 0.0330(14) Uani 1 d .
H22A H 0.6465 0.2627 0.8408 0.040 Uiso 1 calc R
H22B H 0.6673 0.3619 0.7879 0.040 Uiso 1 calc R
C31 C 0.3029(4) 0.3557(4) 0.2837(3) 0.0250(11) Uani 1 d .
C32 C 0.2494(5) 0.3536(5) 0.1874(4) 0.0395(14) Uani 1 d .
H32 H 0.2821 0.3884 0.1504 0.047 Uiso 1 calc R
C33 C 0.1507(5) 0.3023(5) 0.1456(4) 0.0423(16) Uani 1 d .
H33 H 0.1131 0.3046 0.0802 0.051 Uiso 1 calc R
C34 C 0.1053(5) 0.2461(5) 0.1996(4) 0.0384(15) Uani 1 d .
H34 H 0.0358 0.2117 0.1712 0.046 Uiso 1 calc R
C35 C 0.1616(4) 0.2410(4) 0.2936(4) 0.0310(13) Uani 1 d .
H35 H 0.1338 0.1984 0.3294 0.037 Uiso 1 calc R
C36 C 0.2596(4) 0.2980(4) 0.3375(3) 0.0222(11) Uani 1 d .
C37 C 0.5895(4) 0.5814(4) 0.6768(3) 0.0259(12) Uani 1 d .
O371 O 0.5992(3) 0.4883(3) 0.6596(3) 0.0322(9) Uani 1 d .
O372 O 0.5018(3) 0.6252(3) 0.6733(3) 0.0318(9) Uani 1 d .
C48 C 0.3160(5) 0.2936(4) 0.4416(4) 0.0296(13) Uani 1 d .
O481 O 0.3941(3) 0.3589(3) 0.4767(2) 0.0265(8) Uani 1 d .
O482 O 0.2850(4) 0.2314(3) 0.4857(3) 0.0500(12) Uani 1 d .
O101 O 0.8149(7) 0.4323(6) 0.6732(6) 0.046(2) Uani 0.50 d P
H101 H 0.7571 0.4595 0.6754 0.055 Uiso 0.50 calc PR
C100 C 0.8938(9) 0.4450(9) 0.7482(8) 0.036(3) Uani 0.50 d P
H10A H 0.9024 0.5185 0.7632 0.043 Uiso 0.50 calc PR
H10B H 0.9627 0.4187 0.7439 0.043 Uiso 0.50 calc PR
H10C H 0.8789 0.4077 0.7968 0.043 Uiso 0.50 calc PR
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
O481 Cu N1 164.18(18) . .
O481 Cu N4 97.20(15) . .
N1 Cu N4 85.51(17) . .
O481 Cu N20 94.71(16) . .
N1 Cu N20 84.95(17) . .
N4 Cu N20 166.15(16) . .
O481 Cu O371 108.15(14) . .
N1 Cu O371 87.42(16) . .
N4 Cu O371 89.26(14) . .
N20 Cu O371 80.30(15) . .
C2 N1 C22 116.9(4) . .
C2 N1 Cu 107.2(3) . .
C22 N1 Cu 107.5(3) . .
C2 N1 H1 108.3 . .
C22 N1 H1 108.3 . .
Cu N1 H1 108.3 . .
N1 C2 C3 107.7(4) . .
N1 C2 H2A 110.2 . .
C3 C2 H2A 110.2 . .
N1 C2 H2B 110.2 . .
C3 C2 H2B 110.2 . .
H2A C2 H2B 108.5 . .
N4 C3 C2 108.4(4) . .
N4 C3 H3A 110.0 . .
C2 C3 H3A 110.0 . .
N4 C3 H3B 110.0 . .
C2 C3 H3B 110.0 . .
H3A C3 H3B 108.4 . .
C3 N4 C5 114.0(4) . .
C3 N4 Cu 107.3(3) . .
C5 N4 Cu 117.1(3) . .
C3 N4 H4 105.8 . .
C5 N4 H4 105.8 . .
Cu N4 H4 105.8 . .
N4 C5 C6 114.5(4) . .
N4 C5 H5A 108.6 . .
C6 C5 H5A 108.6 . .
N4 C5 H5B 108.6 . .
C6 C5 H5B 108.6 . .
H5A C5 H5B 107.6 . .
C7 C6 C11 114.4(5) . .
C7 C6 C5 124.1(5) . .
C11 C6 C5 121.5(5) . .
C8 C7 C6 122.1(6) . .
C8 C7 H7 118.9 . .
C6 C7 H7 118.9 . .
C9 C8 C7 122.0(5) . .
C9 C8 H8 119.0 . .
C7 C8 H8 119.0 . .
C8 C9 C10 118.7(5) . .
C8 C9 H9 120.6 . .
C10 C9 H9 120.6 . .
C11 C10 C9 118.6(5) . .
C11 C10 C14 105.0(5) . .
C9 C10 C14 136.4(5) . .
O12 C11 C10 112.0(5) . .
O12 C11 C6 123.8(5) . .
C10 C11 C6 124.2(5) . .
C13 O12 C11 105.9(4) 3_666 .
C18 C13 O12 123.5(5) . 3_666
C18 C13 C14 124.8(5) . 3_666
O12 C13 C14 111.3(5) 3_666 3_666
C13 C14 C15 118.2(5) 3_666 .
C13 C14 C10 105.8(5) 3_666 .
C15 C14 C10 135.8(5) . .
C16 C15 C14 119.3(5) 3_666 .
C16 C15 H15 120.3 3_666 .
C14 C15 H15 120.3 . .
C15 C16 C17 120.7(5) 3_666 .
C15 C16 H16 119.7 3_666 .
C17 C16 H16 119.7 . .
C16 C17 C18 121.8(6) . .
C16 C17 H17 119.1 . .
C18 C17 H17 119.1 . .
C13 C18 C17 114.9(5) . .
C13 C18 C19 121.2(5) . .
C17 C18 C19 123.5(5) . .
N20 C19 C18 116.4(4) . .
N20 C19 H19A 108.2 . .
C18 C19 H19A 108.2 . .
N20 C19 H19B 108.2 . .
C18 C19 H19B 108.2 . .
H19A C19 H19B 107.3 . .
C19 N20 C21 114.0(4) . .
C19 N20 Cu 116.6(3) . .
C21 N20 Cu 108.5(3) . .
C19 N20 H20 105.6 . .
C21 N20 H20 105.6 . .
Cu N20 H20 105.6 . .
N20 C21 C22 109.1(4) . .
N20 C21 H21A 109.9 . .
C22 C21 H21A 109.9 . .
N20 C21 H21B 109.9 . .
C22 C21 H21B 109.9 . .
H21A C21 H21B 108.3 . .
N1 C22 C21 106.9(4) . .
N1 C22 H22A 110.3 . .
C21 C22 H22A 110.3 . .
N1 C22 H22B 110.3 . .
C21 C22 H22B 110.3 . .
H22A C22 H22B 108.6 . .
C36 C31 C32 119.5(5) . .
C36 C31 C37 123.9(5) . 3_666
C32 C31 C37 116.6(5) . 3_666
C33 C32 C31 121.0(5) . .
C33 C32 H32 119.5 . .
C31 C32 H32 119.5 . .
C32 C33 C34 119.7(6) . .
C32 C33 H33 120.2 . .
C34 C33 H33 120.2 . .
C35 C34 C33 119.8(5) . .
C35 C34 H34 120.1 . .
C33 C34 H34 120.1 . .
C34 C35 C36 120.8(5) . .
C34 C35 H35 119.6 . .
C36 C35 H35 119.6 . .
C31 C36 C35 119.0(5) . .
C31 C36 C48 122.0(5) . .
C35 C36 C48 118.9(5) . .
O372 C37 O371 126.3(5) . .
O372 C37 C31 116.5(5) . 3_666
O371 C37 C31 116.8(5) . 3_666
C37 O371 Cu 129.2(3) . .
O482 C48 O481 125.1(5) . .
O482 C48 C36 120.2(5) . .
O481 C48 C36 114.7(5) . .
C48 O481 Cu 114.1(3) . .
C100 O101 H101 109.5 . .
O101 C100 H10A 109.5 . .
O101 C100 H10B 109.5 . .
H10A C100 H10B 109.5 . .
O101 C100 H10C 109.5 . .
H10A C100 H10C 109.5 . .
H10B C100 H10C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu O481 1.925(3) .
Cu N1 1.995(4) .
Cu N4 2.029(4) .
Cu N20 2.041(4) .
Cu O371 2.387(4) .
N1 C2 1.462(6) .
N1 C22 1.465(7) .
N1 H1 0.9300 .
C2 C3 1.511(7) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 N4 1.467(6) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
N4 C5 1.482(6) .
N4 H4 0.9300 .
C5 C6 1.511(7) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C6 C7 1.391(7) .
C6 C11 1.393(8) .
C7 C8 1.382(8) .
C7 H7 0.9500 .
C8 C9 1.348(8) .
C8 H8 0.9500 .
C9 C10 1.391(8) .
C9 H9 0.9500 .
C10 C11 1.387(7) .
C10 C14 1.470(8) .
C11 O12 1.385(6) .
O12 C13 1.382(6) 3_666
C13 C18 1.364(8) .
C13 O12 1.382(6) 3_666
C13 C14 1.393(7) 3_666
C14 C13 1.393(7) 3_666
C14 C15 1.397(8) .
C15 C16 1.365(9) 3_666
C15 H15 0.9500 .
C16 C15 1.365(9) 3_666
C16 C17 1.394(8) .
C16 H16 0.9500 .
C17 C18 1.414(7) .
C17 H17 0.9500 .
C18 C19 1.506(7) .
C19 N20 1.460(6) .
C19 H19A 0.9900 .
C19 H19B 0.9900 .
N20 C21 1.477(6) .
N20 H20 0.9300 .
C21 C22 1.533(7) .
C21 H21A 0.9900 .
C21 H21B 0.9900 .
C22 H22A 0.9900 .
C22 H22B 0.9900 .
C31 C36 1.393(7) .
C31 C32 1.396(7) .
C31 C37 1.529(7) 3_666
C32 C33 1.366(8) .
C32 H32 0.9500 .
C33 C34 1.402(8) .
C33 H33 0.9500 .
C34 C35 1.370(8) .
C34 H34 0.9500 .
C35 C36 1.402(7) .
C35 H35 0.9500 .
C36 C48 1.509(7) .
C37 O372 1.251(6) .
C37 O371 1.256(6) .
C37 C31 1.529(7) 3_666
C48 O482 1.224(6) .
C48 O481 1.273(6) .
O101 C100 1.238(13) .
O101 H101 0.8400 .
C100 H10A 0.9800 .
C100 H10B 0.9800 .
C100 H10C 0.9800 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139162087
