#------------------------------------------------------------------------------
#$Date: 2025-08-21 13:25:49 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301846 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/00/79/7007924.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_7007924
loop_
_publ_author_name
'Brunner, Jens'
'Pritzkow, Hans'
'Krämer, Roland'
_publ_section_title
;
 Synthesis of a novel dinucleating aminocarboxylate macrocycle and
 structures of its dinuclear complexes with di- and trivalent
 transition and lanthanide metal ions.
;
_journal_issue                   2
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              338
_journal_page_last               343
_journal_paper_doi               10.1039/b412775g
_journal_year                    2005
_chemical_formula_moiety         'C46 H66 N6 O8'
_chemical_formula_sum            'C46 H66 N6 O8'
_chemical_formula_weight         831.05
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   'difmap geom'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                93.933(2)
_cell_angle_beta                 97.753(2)
_cell_angle_gamma                100.204(2)
_cell_formula_units_Z            1
_cell_length_a                   6.2177(7)
_cell_length_b                   11.8051(12)
_cell_length_c                   16.2832(17)
_cell_measurement_temperature    190(2)
_cell_volume                     1160.3(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      190(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ω-scans
_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  0.0384
_diffrn_reflns_av_sigmaI/netI    0.0427
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            19422
_diffrn_reflns_theta_full        30.50
_diffrn_reflns_theta_max         30.50
_diffrn_reflns_theta_min         1.76
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8627
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.189
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.369
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     371
_refine_ls_number_reflns         7041
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0727
_refine_ls_R_factor_gt           0.0461
_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)+(0.0500P)²+0.3290P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1108
_refine_ls_wR_factor_ref         0.1283
_reflns_number_gt                5002
_reflns_number_total             7041
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b412775g.txt
_cod_data_source_block           jb05
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7007924
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.54962(17) 0.70794(8) 0.54419(6) 0.0242(2) Uani 1 1 d . . .
N2 N 0.79668(17) 0.80124(9) 0.38728(6) 0.0235(2) Uani 1 1 d . . .
N3 N 0.89104(17) 0.36955(9) 0.33112(6) 0.0246(2) Uani 1 1 d . . .
C1 C 0.3905(2) 0.72387(10) 0.58940(7) 0.0240(2) Uani 1 1 d . . .
C2 C 0.3664(2) 0.83278(11) 0.62138(8) 0.0280(3) Uani 1 1 d . . .
C3 C 0.5124(3) 0.92899(11) 0.60502(9) 0.0341(3) Uani 1 1 d . . .
C4 C 0.6748(3) 0.91322(11) 0.55721(8) 0.0325(3) Uani 1 1 d . . .
C5 C 0.6886(2) 0.80170(10) 0.52793(7) 0.0245(2) Uani 1 1 d . . .
C6 C 0.8588(2) 0.77936(11) 0.47456(8) 0.0267(2) Uani 1 1 d . . .
C7 C 0.9763(2) 0.78742(11) 0.33945(8) 0.0272(3) Uani 1 1 d . . .
C8 C 1.0304(2) 0.67037(11) 0.33709(8) 0.0261(2) Uani 1 1 d . . .
C9 C 1.0677(2) 0.57448(11) 0.33856(8) 0.0262(2) Uani 1 1 d . . .
C10 C 1.0989(2) 0.45320(11) 0.33901(8) 0.0271(3) Uani 1 1 d . . .
C11 C 0.7672(2) 0.38544(10) 0.39947(8) 0.0257(2) Uani 1 1 d . . .
C12 C 0.5928(2) 0.72150(11) 0.35088(7) 0.0253(2) Uani 1 1 d . . .
C13 C 0.5100(2) 0.74722(11) 0.26366(8) 0.0273(3) Uani 1 1 d . . .
C14 C 0.3719(2) 0.65053(12) 0.12301(7) 0.0283(3) Uani 1 1 d . . .
C15 C 0.3400(4) 0.52357(15) 0.09117(11) 0.0499(4) Uani 1 1 d . . .
C16 C 0.1507(3) 0.6886(2) 0.11549(10) 0.0467(4) Uani 1 1 d . . .
C17 C 0.5382(3) 0.72336(16) 0.07936(9) 0.0411(4) Uani 1 1 d . . .
C18 C 0.7563(2) 0.36783(11) 0.25057(8) 0.0280(3) Uani 1 1 d . . .
C19 C 0.8319(2) 0.30210(11) 0.17989(8) 0.0286(3) Uani 1 1 d . . .
C20 C 0.9739(3) 0.12578(13) 0.14656(9) 0.0404(3) Uani 1 1 d . . .
C21 C 1.1690(3) 0.18555(17) 0.10909(14) 0.0598(5) Uani 1 1 d . . .
H21A H 1.1203 0.2403 0.0714 0.096(3) Uiso 1 1 calc R . .
H21B H 1.2298 0.1277 0.0780 0.096(3) Uiso 1 1 calc R . .
H21C H 1.2830 0.2273 0.1537 0.096(3) Uiso 1 1 calc R . .
C22 C 0.7809(3) 0.07330(16) 0.08012(13) 0.0623(5) Uani 1 1 d . . .
H22A H 0.6515 0.0450 0.1065 0.096(3) Uiso 1 1 calc R . .
H22B H 0.8191 0.0088 0.0476 0.096(3) Uiso 1 1 calc R . .
H22C H 0.7470 0.1321 0.0433 0.096(3) Uiso 1 1 calc R . .
C23 C 1.0323(6) 0.0363(2) 0.20253(14) 0.0892(9) Uani 1 1 d . . .
H23A H 1.1581 0.0713 0.2449 0.096(3) Uiso 1 1 calc R . .
H23B H 1.0717 -0.0274 0.1695 0.096(3) Uiso 1 1 calc R . .
H23C H 0.9052 0.0066 0.2297 0.096(3) Uiso 1 1 calc R . .
O1 O 0.4869(2) 0.84173(9) 0.24479(6) 0.0475(3) Uani 1 1 d . . .
O2 O 0.46375(15) 0.65051(7) 0.21197(5) 0.02618(19) Uani 1 1 d . . .
O3 O 0.8170(2) 0.33062(10) 0.11027(6) 0.0454(3) Uani 1 1 d . . .
O4 O 0.9051(2) 0.20936(9) 0.20476(6) 0.0405(3) Uani 1 1 d . . .
H2 H 0.251(3) 0.8405(13) 0.6538(9) 0.029(4) Uiso 1 1 d . . .
H3 H 0.498(3) 1.0044(16) 0.6268(11) 0.045(5) Uiso 1 1 d . . .
H4 H 0.786(3) 0.9780(16) 0.5424(11) 0.047(5) Uiso 1 1 d . . .
H6A H 0.878(3) 0.6946(14) 0.4785(10) 0.036(4) Uiso 1 1 d . . .
H6B H 1.004(3) 0.8325(14) 0.4959(10) 0.038(4) Uiso 1 1 d . . .
H7A H 0.936(2) 0.8074(13) 0.2822(10) 0.030(4) Uiso 1 1 d . . .
H7B H 1.109(3) 0.8404(14) 0.3651(10) 0.037(4) Uiso 1 1 d . . .
H10A H 1.177(3) 0.4328(14) 0.2928(10) 0.034(4) Uiso 1 1 d . . .
H10B H 1.192(3) 0.4421(13) 0.3902(10) 0.035(4) Uiso 1 1 d . . .
H11A H 0.878(2) 0.4064(13) 0.4518(9) 0.028(4) Uiso 1 1 d . . .
H11B H 0.678(3) 0.4491(14) 0.3934(10) 0.036(4) Uiso 1 1 d . . .
H12A H 0.482(2) 0.7317(12) 0.3851(9) 0.026(4) Uiso 1 1 d . . .
H12B H 0.609(2) 0.6397(14) 0.3508(9) 0.030(4) Uiso 1 1 d . . .
H15A H 0.281(3) 0.5127(16) 0.0310(12) 0.053(5) Uiso 1 1 d . . .
H15B H 0.496(4) 0.500(2) 0.0975(14) 0.076(7) Uiso 1 1 d . . .
H15C H 0.231(4) 0.479(2) 0.1228(14) 0.076(7) Uiso 1 1 d . . .
H16A H 0.083(3) 0.6768(16) 0.0552(12) 0.052(5) Uiso 1 1 d . . .
H16B H 0.178(3) 0.7716(18) 0.1322(12) 0.053(5) Uiso 1 1 d . . .
H16C H 0.053(4) 0.644(2) 0.1502(15) 0.077(7) Uiso 1 1 d . . .
H17A H 0.483(3) 0.7124(14) 0.0200(11) 0.041(4) Uiso 1 1 d . . .
H17B H 0.557(3) 0.8053(18) 0.1000(12) 0.054(5) Uiso 1 1 d . . .
H17C H 0.680(3) 0.6976(17) 0.0890(12) 0.057(5) Uiso 1 1 d . . .
H18A H 0.604(3) 0.3268(13) 0.2543(9) 0.032(4) Uiso 1 1 d . . .
H18B H 0.738(3) 0.4442(15) 0.2342(11) 0.043(5) Uiso 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'
O O 0.0106 0.0060 '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'
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
C1 N1 C5 118.15(10) . . ?
C12 N2 C7 110.44(10) . . ?
C12 N2 C6 109.69(10) . . ?
C7 N2 C6 110.05(10) . . ?
C18 N3 C11 111.76(10) . . ?
C18 N3 C10 111.69(10) . . ?
C11 N3 C10 112.98(10) . . ?
N1 C1 C2 122.91(11) . . ?
N1 C1 C11 114.79(10) . 2_666 ?
C2 C1 C11 122.26(11) . 2_666 ?
C3 C2 C1 118.50(12) . . ?
C3 C2 H2 121.1(9) . . ?
C1 C2 H2 120.4(9) . . ?
C4 C3 C2 118.85(12) . . ?
C4 C3 H3 121.8(11) . . ?
C2 C3 H3 119.3(11) . . ?
C3 C4 C5 119.16(12) . . ?
C3 C4 H4 123.7(10) . . ?
C5 C4 H4 117.1(10) . . ?
N1 C5 C4 122.41(12) . . ?
N1 C5 C6 116.01(11) . . ?
C4 C5 C6 121.56(12) . . ?
N2 C6 C5 112.27(10) . . ?
N2 C6 H6A 110.9(9) . . ?
C5 C6 H6A 107.9(9) . . ?
N2 C6 H6B 107.0(9) . . ?
C5 C6 H6B 109.7(9) . . ?
H6A C6 H6B 109.1(13) . . ?
N2 C7 C8 113.92(10) . . ?
N2 C7 H7A 108.8(9) . . ?
C8 C7 H7A 109.9(9) . . ?
N2 C7 H7B 108.7(10) . . ?
C8 C7 H7B 106.7(10) . . ?
H7A C7 H7B 108.7(13) . . ?
C9 C8 C7 176.50(13) . . ?
C8 C9 C10 176.43(13) . . ?
N3 C10 C9 113.41(10) . . ?
N3 C10 H10A 107.7(9) . . ?
C9 C10 H10A 110.5(9) . . ?
N3 C10 H10B 108.1(9) . . ?
C9 C10 H10B 110.9(9) . . ?
H10A C10 H10B 106.0(13) . . ?
N3 C11 C1 112.22(10) . 2_666 ?
N3 C11 H11A 107.0(9) . . ?
C1 C11 H11A 108.1(9) 2_666 . ?
N3 C11 H11B 113.9(9) . . ?
C1 C11 H11B 107.3(9) 2_666 . ?
H11A C11 H11B 108.2(12) . . ?
N2 C12 C13 111.94(10) . . ?
N2 C12 H12A 107.6(9) . . ?
C13 C12 H12A 107.7(9) . . ?
N2 C12 H12B 112.5(9) . . ?
C13 C12 H12B 110.0(9) . . ?
H12A C12 H12B 106.9(12) . . ?
O1 C13 O2 125.52(12) . . ?
O1 C13 C12 124.18(11) . . ?
O2 C13 C12 110.29(10) . . ?
O2 C14 C17 109.80(11) . . ?
O2 C14 C16 110.19(11) . . ?
C17 C14 C16 113.38(14) . . ?
O2 C14 C15 102.39(11) . . ?
C17 C14 C15 110.63(14) . . ?
C16 C14 C15 109.90(15) . . ?
C14 C15 H15A 110.0(11) . . ?
C14 C15 H15B 107.6(13) . . ?
H15A C15 H15B 106.9(17) . . ?
C14 C15 H15C 107.2(13) . . ?
H15A C15 H15C 109.7(17) . . ?
H15B C15 H15C 115.4(18) . . ?
C14 C16 H16A 108.2(11) . . ?
C14 C16 H16B 107.8(12) . . ?
H16A C16 H16B 107.3(16) . . ?
C14 C16 H16C 110.4(14) . . ?
H16A C16 H16C 111.0(17) . . ?
H16B C16 H16C 112.0(17) . . ?
C14 C17 H17A 107.9(10) . . ?
C14 C17 H17B 110.1(11) . . ?
H17A C17 H17B 110.2(15) . . ?
C14 C17 H17C 109.6(12) . . ?
H17A C17 H17C 108.9(15) . . ?
H17B C17 H17C 110.1(16) . . ?
N3 C18 C19 114.07(11) . . ?
N3 C18 H18A 107.9(9) . . ?
C19 C18 H18A 105.9(9) . . ?
N3 C18 H18B 114.5(10) . . ?
C19 C18 H18B 108.8(10) . . ?
H18A C18 H18B 104.9(13) . . ?
O3 C19 O4 125.96(13) . . ?
O3 C19 C18 122.66(12) . . ?
O4 C19 C18 111.33(11) . . ?
O4 C20 C23 102.07(13) . . ?
O4 C20 C22 109.76(14) . . ?
C23 C20 C22 110.38(18) . . ?
O4 C20 C21 109.67(13) . . ?
C23 C20 C21 112.92(18) . . ?
C22 C20 C21 111.62(15) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C13 O2 C14 121.45(10) . . ?
C19 O4 C20 122.22(11) . . ?
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
N1 C1 1.3415(16) . ?
N1 C5 1.3435(16) . ?
N2 C12 1.4635(16) . ?
N2 C7 1.4702(16) . ?
N2 C6 1.4742(15) . ?
N3 C18 1.4547(16) . ?
N3 C11 1.4564(16) . ?
N3 C10 1.4655(16) . ?
C1 C2 1.3942(17) . ?
C1 C11 1.5135(17) 2_666 ?
C2 C3 1.3878(19) . ?
C2 H2 0.958(16) . ?
C3 C4 1.386(2) . ?
C3 H3 0.960(18) . ?
C4 C5 1.3903(18) . ?
C4 H4 1.000(19) . ?
C5 C6 1.5031(18) . ?
C6 H6A 1.035(16) . ?
C6 H6B 1.005(17) . ?
C7 C8 1.4783(18) . ?
C7 H7A 0.988(16) . ?
C7 H7B 0.967(17) . ?
C8 C9 1.1963(17) . ?
C9 C10 1.4789(17) . ?
C10 H10A 0.989(16) . ?
C10 H10B 0.980(16) . ?
C11 C1 1.5135(17) 2_666 ?
C11 H11A 1.008(15) . ?
C11 H11B 1.014(16) . ?
C12 C13 1.5139(17) . ?
C12 H12A 0.963(15) . ?
C12 H12B 0.988(15) . ?
C13 O1 1.2049(16) . ?
C13 O2 1.3346(15) . ?
C14 O2 1.4838(14) . ?
C14 C17 1.510(2) . ?
C14 C16 1.513(2) . ?
C14 C15 1.521(2) . ?
C15 H15A 0.99(2) . ?
C15 H15B 1.05(2) . ?
C15 H15C 1.00(2) . ?
C16 H16A 1.005(19) . ?
C16 H16B 0.98(2) . ?
C16 H16C 1.00(2) . ?
C17 H17A 0.973(17) . ?
C17 H17B 0.98(2) . ?
C17 H17C 0.98(2) . ?
C18 C19 1.5167(18) . ?
C18 H18A 0.997(16) . ?
C18 H18B 0.979(17) . ?
C19 O3 1.2008(16) . ?
C19 O4 1.3257(16) . ?
C20 O4 1.4781(17) . ?
C20 C23 1.502(2) . ?
C20 C22 1.513(3) . ?
C20 C21 1.516(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 12157528
