#------------------------------------------------------------------------------
#$Date: 2025-08-19 15:18:28 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301805 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/72/2227263.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_2227263
loop_
_publ_author_name
'Ou, Guang-Chuan'
'Ng, Seik Weng'
_publ_section_title
;
 (2-Carboxyacetato-κ²O¹,O^1'^)(rac-5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane-κ⁴N,N',N'',N''')nickel(II)
 perchlorate acetonitrile solvate
;
_journal_coeditor_code           BT5383
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1468
_journal_paper_doi               10.1107/S1600536810042637
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Ni (C3 H3 O4) (C16 H36 N4)] Cl O4, C2 H3 N'
_chemical_formula_moiety         'C19 H39 N4 Ni O4 +, Cl O4 -, C2 H3 N'
_chemical_formula_sum            'C21 H42 Cl N5 Ni O8'
_chemical_formula_weight         586.76
_chemical_name_systematic
;
(2-Carboxyacetato-κ²O¹,O^1'^)(rac-5,5,7,12,12,14-
hexamethyl-1,4,8,11-tetraazacyclotetradecane-
κ⁴N,N',N'',N''')nickel(II)
perchlorate acetonitrile solvate
;
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                92.8990(10)
_cell_angle_beta                 107.3880(10)
_cell_angle_gamma                106.5160(10)
_cell_formula_units_Z            2
_cell_length_a                   9.5236(4)
_cell_length_b                   10.1766(4)
_cell_length_c                   15.3372(6)
_cell_measurement_reflns_used    7463
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.0
_cell_measurement_theta_min      2.3
_cell_volume                     1344.99(9)
_computing_cell_refinement       'SAINT (Bruker, 2003)'
_computing_data_collection       'SMART (Bruker, 2003)'
_computing_data_reduction        'SAINT (Bruker, 2003)'
_computing_molecular_graphics    'X-SEED (Barbour, 2001)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'Bruker SMART APEX'
_diffrn_measurement_method       'φ and 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  0.0185
_diffrn_reflns_av_sigmaI/netI    0.0275
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11181
_diffrn_reflns_theta_full        27.03
_diffrn_reflns_theta_max         27.03
_diffrn_reflns_theta_min         1.41
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.873
_exptl_absorpt_correction_T_max  0.8447
_exptl_absorpt_correction_T_min  0.6946
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            Blue
_exptl_crystal_density_diffrn    1.449
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.551
_refine_diff_density_min         -0.544
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     330
_refine_ls_number_reflns         5701
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0386
_refine_ls_R_factor_gt           0.0314
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0459P)²+0.9446P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0841
_refine_ls_wR_factor_ref         0.0902
_reflns_number_gt                4946
_reflns_number_total             5701
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt5383.cif
_cod_data_source_block           I
_cod_database_code               2227263
_cod_database_fobs_code          2227263
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni1 0.44427(3) 0.26403(2) 0.226567(15) 0.01746(8) Uani d . 1 . .
Cl Cl1 0.11013(6) 0.48419(5) 0.33697(4) 0.02939(12) Uani d . 1 . .
O O1 0.53455(15) 0.20193(14) 0.11561(9) 0.0226(3) Uani d . 1 . .
O O2 0.63737(15) 0.19233(14) 0.26257(9) 0.0232(3) Uani d . 1 . .
O O3 0.60045(17) -0.08012(15) 0.05987(10) 0.0296(3) Uani d D 1 . .
H H3O 0.565(3) -0.119(3) 0.0053(9) 0.048(8) Uiso d D 1 . .
O O4 0.75796(18) 0.07704(17) 0.00664(10) 0.0366(4) Uani d . 1 . .
O O5 0.0676(2) 0.4372(3) 0.24039(14) 0.0642(6) Uani d . 1 . .
O O6 -0.0232(2) 0.4920(2) 0.35800(12) 0.0452(4) Uani d . 1 . .
O O7 0.1767(2) 0.3921(2) 0.39064(17) 0.0605(6) Uani d . 1 . .
O O9 0.2239(2) 0.6171(2) 0.35917(14) 0.0593(5) Uani d . 1 . .
N N1 0.26807(18) 0.07075(16) 0.17735(11) 0.0211(3) Uani d . 1 . .
H H1 0.2850 0.0349 0.1295 0.025 Uiso calc R 1 . .
N N2 0.27765(18) 0.34713(17) 0.15032(11) 0.0225(3) Uani d . 1 . .
H H2 0.2373 0.3773 0.1888 0.027 Uiso calc R 1 . .
N N3 0.60664(18) 0.46469(16) 0.27909(11) 0.0211(3) Uani d . 1 . .
H H3 0.6984 0.4527 0.2954 0.025 Uiso calc R 1 . .
N N4 0.41760(19) 0.26668(16) 0.35641(11) 0.0212(3) Uani d . 1 . .
H H4 0.3344 0.2903 0.3533 0.025 Uiso calc R 1 . .
N N5 0.9236(3) 0.0264(3) 0.37545(18) 0.0560(6) Uani d . 1 . .
C C1 0.1245(2) 0.1067(2) 0.13879(15) 0.0292(4) Uani d . 1 . .
H H1A 0.0876 0.1312 0.1894 0.035 Uiso calc R 1 . .
H H1B 0.0427 0.0260 0.0967 0.035 Uiso calc R 1 . .
C C2 0.1553(2) 0.2276(2) 0.08669(14) 0.0282(4) Uani d . 1 . .
H H2A 0.1890 0.2023 0.0349 0.034 Uiso calc R 1 . .
H H2B 0.0593 0.2523 0.0609 0.034 Uiso calc R 1 . .
C C3 0.3327(2) 0.4644(2) 0.10165(13) 0.0255(4) Uani d . 1 . .
H H3A 0.3813 0.4323 0.0588 0.031 Uiso calc R 1 . .
C C4 0.1996(3) 0.5125(3) 0.04463(16) 0.0371(5) Uani d . 1 . .
H H4A 0.1210 0.4342 0.0002 0.056 Uiso calc R 1 . .
H H4B 0.2396 0.5861 0.0113 0.056 Uiso calc R 1 . .
H H4C 0.1532 0.5480 0.0858 0.056 Uiso calc R 1 . .
C C5 0.4547(2) 0.5866(2) 0.17060(14) 0.0276(4) Uani d . 1 . .
H H5A 0.4677 0.6684 0.1380 0.033 Uiso calc R 1 . .
H H5B 0.4118 0.6060 0.2194 0.033 Uiso calc R 1 . .
C C6 0.6159(2) 0.5764(2) 0.21848(13) 0.0249(4) Uani d . 1 . .
C C7 0.6890(2) 0.5397(2) 0.14827(14) 0.0291(4) Uani d . 1 . .
H H7A 0.6248 0.4492 0.1117 0.044 Uiso calc R 1 . .
H H7B 0.7931 0.5362 0.1809 0.044 Uiso calc R 1 . .
H H7C 0.6959 0.6104 0.1072 0.044 Uiso calc R 1 . .
C C8 0.7192(3) 0.7183(2) 0.27434(16) 0.0346(5) Uani d . 1 . .
H H8A 0.8235 0.7139 0.3057 0.052 Uiso calc R 1 . .
H H8B 0.6752 0.7435 0.3204 0.052 Uiso calc R 1 . .
H H8C 0.7251 0.7880 0.2327 0.052 Uiso calc R 1 . .
C C9 0.5823(2) 0.5038(2) 0.36648(13) 0.0269(4) Uani d . 1 . .
H H9A 0.4917 0.5381 0.3531 0.032 Uiso calc R 1 . .
H H9B 0.6745 0.5791 0.4063 0.032 Uiso calc R 1 . .
C C10 0.5551(2) 0.3792(2) 0.41571(13) 0.0268(4) Uani d . 1 . .
H H10A 0.6472 0.3470 0.4308 0.032 Uiso calc R 1 . .
H H10B 0.5389 0.4049 0.4742 0.032 Uiso calc R 1 . .
C C11 0.4025(2) 0.1328(2) 0.39390(13) 0.0256(4) Uani d . 1 . .
H H11 0.4951 0.1043 0.3949 0.031 Uiso calc R 1 . .
C C12 0.3970(3) 0.1463(2) 0.49289(15) 0.0367(5) Uani d . 1 . .
H H12A 0.4898 0.2191 0.5325 0.055 Uiso calc R 1 . .
H H12B 0.3933 0.0580 0.5164 0.055 Uiso calc R 1 . .
H H12C 0.3044 0.1703 0.4930 0.055 Uiso calc R 1 . .
C C13 0.2577(2) 0.0191(2) 0.33284(14) 0.0287(4) Uani d . 1 . .
H H13A 0.2388 -0.0589 0.3684 0.034 Uiso calc R 1 . .
H H13B 0.1692 0.0557 0.3227 0.034 Uiso calc R 1 . .
C C14 0.2539(2) -0.0404(2) 0.23828(14) 0.0260(4) Uani d . 1 . .
C C15 0.3865(3) -0.0994(2) 0.24651(15) 0.0309(5) Uani d . 1 . .
H H15A 0.4856 -0.0254 0.2739 0.046 Uiso calc R 1 . .
H H15B 0.3793 -0.1385 0.1850 0.046 Uiso calc R 1 . .
H H15C 0.3801 -0.1722 0.2859 0.046 Uiso calc R 1 . .
C C16 0.1011(3) -0.1599(2) 0.19501(17) 0.0394(5) Uani d . 1 . .
H H16A 0.0967 -0.1994 0.1343 0.059 Uiso calc R 1 . .
H H16B 0.0134 -0.1246 0.1880 0.059 Uiso calc R 1 . .
H H16C 0.0961 -0.2318 0.2352 0.059 Uiso calc R 1 . .
C C17 0.6356(2) 0.17427(19) 0.18083(13) 0.0213(4) Uani d . 1 . .
C C18 0.7602(2) 0.1236(2) 0.16206(14) 0.0287(4) Uani d . 1 . .
H H18A 0.8514 0.2045 0.1679 0.034 Uiso calc R 1 . .
H H18B 0.7930 0.0660 0.2094 0.034 Uiso calc R 1 . .
C C19 0.7075(2) 0.0401(2) 0.06769(14) 0.0249(4) Uani d . 1 . .
C C20 0.9213(3) 0.1114(3) 0.42492(17) 0.0367(5) Uani d . 1 . .
C C21 0.9193(3) 0.2199(3) 0.48808(19) 0.0461(6) Uani d . 1 . .
H H21A 0.9908 0.2222 0.5497 0.069 Uiso calc R 1 . .
H H21B 0.8143 0.2020 0.4909 0.069 Uiso calc R 1 . .
H H21C 0.9517 0.3092 0.4666 0.069 Uiso calc R 1 . .
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N4 Ni1 N2 . . 104.09(6) ?
N4 Ni1 O2 . . 95.69(6) ?
N2 Ni1 O2 . . 159.77(6) ?
N4 Ni1 N1 . . 91.55(6) ?
N2 Ni1 N1 . . 85.19(6) ?
O2 Ni1 N1 . . 98.65(6) ?
N4 Ni1 N3 . . 85.63(6) ?
N2 Ni1 N3 . . 91.43(6) ?
O2 Ni1 N3 . . 85.80(6) ?
N1 Ni1 N3 . . 174.96(6) ?
N4 Ni1 O1 . . 154.65(6) ?
N2 Ni1 O1 . . 100.65(6) ?
O2 Ni1 O1 . . 60.22(5) ?
N1 Ni1 O1 . . 85.06(5) ?
N3 Ni1 O1 . . 99.27(5) ?
N4 Ni1 C17 . . 125.20(6) ?
N2 Ni1 C17 . . 130.70(6) ?
O2 Ni1 C17 . . 29.89(6) ?
N1 Ni1 C17 . . 92.09(6) ?
N3 Ni1 C17 . . 92.95(6) ?
O1 Ni1 C17 . . 30.33(6) ?
O6 Cl1 O9 . . 110.07(13) ?
O6 Cl1 O5 . . 109.36(12) ?
O9 Cl1 O5 . . 108.85(13) ?
O6 Cl1 O7 . . 110.15(12) ?
O9 Cl1 O7 . . 107.90(13) ?
O5 Cl1 O7 . . 110.50(14) ?
C17 O1 Ni1 . . 85.69(11) ?
C17 O2 Ni1 . . 93.34(11) ?
C19 O3 H3O . . 110(2) ?
C1 N1 C14 . . 113.93(15) ?
C1 N1 Ni1 . . 104.51(12) ?
C14 N1 Ni1 . . 120.56(12) ?
C1 N1 H1 . . 105.6 ?
C14 N1 H1 . . 105.6 ?
Ni1 N1 H1 . . 105.6 ?
C2 N2 C3 . . 112.71(15) ?
C2 N2 Ni1 . . 104.89(12) ?
C3 N2 Ni1 . . 116.63(12) ?
C2 N2 H2 . . 107.4 ?
C3 N2 H2 . . 107.4 ?
Ni1 N2 H2 . . 107.4 ?
C9 N3 C6 . . 114.03(15) ?
C9 N3 Ni1 . . 104.30(11) ?
C6 N3 Ni1 . . 120.41(12) ?
C9 N3 H3 . . 105.7 ?
C6 N3 H3 . . 105.7 ?
Ni1 N3 H3 . . 105.7 ?
C10 N4 C11 . . 112.07(15) ?
C10 N4 Ni1 . . 104.22(12) ?
C11 N4 Ni1 . . 115.03(11) ?
C10 N4 H4 . . 108.4 ?
C11 N4 H4 . . 108.4 ?
Ni1 N4 H4 . . 108.4 ?
N1 C1 C2 . . 109.58(16) ?
N1 C1 H1A . . 109.8 ?
C2 C1 H1A . . 109.8 ?
N1 C1 H1B . . 109.8 ?
C2 C1 H1B . . 109.8 ?
H1A C1 H1B . . 108.2 ?
N2 C2 C1 . . 109.16(16) ?
N2 C2 H2A . . 109.8 ?
C1 C2 H2A . . 109.8 ?
N2 C2 H2B . . 109.8 ?
C1 C2 H2B . . 109.8 ?
H2A C2 H2B . . 108.3 ?
N2 C3 C4 . . 112.02(17) ?
N2 C3 C5 . . 110.60(16) ?
C4 C3 C5 . . 109.25(17) ?
N2 C3 H3A . . 108.3 ?
C4 C3 H3A . . 108.3 ?
C5 C3 H3A . . 108.3 ?
C3 C4 H4A . . 109.5 ?
C3 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
C3 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
C6 C5 C3 . . 119.38(16) ?
C6 C5 H5A . . 107.5 ?
C3 C5 H5A . . 107.5 ?
C6 C5 H5B . . 107.5 ?
C3 C5 H5B . . 107.5 ?
H5A C5 H5B . . 107.0 ?
N3 C6 C5 . . 110.32(16) ?
N3 C6 C7 . . 107.46(16) ?
C5 C6 C7 . . 111.33(16) ?
N3 C6 C8 . . 111.54(16) ?
C5 C6 C8 . . 108.18(17) ?
C7 C6 C8 . . 108.01(17) ?
C6 C7 H7A . . 109.5 ?
C6 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
C6 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
C6 C8 H8A . . 109.5 ?
C6 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C6 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
N3 C9 C10 . . 109.34(16) ?
N3 C9 H9A . . 109.8 ?
C10 C9 H9A . . 109.8 ?
N3 C9 H9B . . 109.8 ?
C10 C9 H9B . . 109.8 ?
H9A C9 H9B . . 108.3 ?
N4 C10 C9 . . 109.92(16) ?
N4 C10 H10A . . 109.7 ?
C9 C10 H10A . . 109.7 ?
N4 C10 H10B . . 109.7 ?
C9 C10 H10B . . 109.7 ?
H10A C10 H10B . . 108.2 ?
N4 C11 C13 . . 111.13(16) ?
N4 C11 C12 . . 111.90(16) ?
C13 C11 C12 . . 109.05(17) ?
N4 C11 H11 . . 108.2 ?
C13 C11 H11 . . 108.2 ?
C12 C11 H11 . . 108.2 ?
C11 C12 H12A . . 109.5 ?
C11 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C11 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C14 C13 C11 . . 119.18(17) ?
C14 C13 H13A . . 107.5 ?
C11 C13 H13A . . 107.5 ?
C14 C13 H13B . . 107.5 ?
C11 C13 H13B . . 107.5 ?
H13A C13 H13B . . 107.0 ?
N1 C14 C15 . . 107.74(16) ?
N1 C14 C13 . . 110.42(16) ?
C15 C14 C13 . . 111.55(17) ?
N1 C14 C16 . . 111.13(17) ?
C15 C14 C16 . . 107.64(18) ?
C13 C14 C16 . . 108.34(17) ?
C14 C15 H15A . . 109.5 ?
C14 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C14 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C14 C16 H16A . . 109.5 ?
C14 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C14 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
O2 C17 O1 . . 120.74(17) ?
O2 C17 C18 . . 118.42(17) ?
O1 C17 C18 . . 120.80(17) ?
O2 C17 Ni1 . . 56.76(9) ?
O1 C17 Ni1 . . 63.98(10) ?
C18 C17 Ni1 . . 174.93(14) ?
C19 C18 C17 . . 113.04(16) ?
C19 C18 H18A . . 109.0 ?
C17 C18 H18A . . 109.0 ?
C19 C18 H18B . . 109.0 ?
C17 C18 H18B . . 109.0 ?
H18A C18 H18B . . 107.8 ?
O4 C19 O3 . . 123.73(18) ?
O4 C19 C18 . . 124.16(19) ?
O3 C19 C18 . . 112.10(18) ?
N5 C20 C21 . . 179.6(3) ?
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 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 N4 . 2.0813(16) ?
Ni1 N2 . 2.0868(16) ?
Ni1 O2 . 2.1014(13) ?
Ni1 N1 . 2.1144(16) ?
Ni1 N3 . 2.1223(16) ?
Ni1 O1 . 2.2603(13) ?
Ni1 C17 . 2.5082(18) ?
Cl1 O6 . 1.4222(16) ?
Cl1 O9 . 1.4213(19) ?
Cl1 O5 . 1.4306(19) ?
Cl1 O7 . 1.4359(19) ?
O1 C17 . 1.270(2) ?
O2 C17 . 1.252(2) ?
O3 C19 . 1.324(3) ?
O3 H3o . 0.830(10) ?
O4 C19 . 1.204(3) ?
N1 C1 . 1.475(2) ?
N1 C14 . 1.505(2) ?
N1 H1 . 0.8800 ?
N2 C2 . 1.478(3) ?
N2 C3 . 1.491(3) ?
N2 H2 . 0.8800 ?
N3 C9 . 1.481(2) ?
N3 C6 . 1.504(2) ?
N3 H3 . 0.8800 ?
N4 C10 . 1.478(2) ?
N4 C11 . 1.491(2) ?
N4 H4 . 0.8800 ?
N5 C20 . 1.131(3) ?
C1 C2 . 1.508(3) ?
C1 H1A . 0.9900 ?
C1 H1B . 0.9900 ?
C2 H2A . 0.9900 ?
C2 H2B . 0.9900 ?
C3 C4 . 1.531(3) ?
C3 C5 . 1.525(3) ?
C3 H3A . 1.0000 ?
C4 H4A . 0.9800 ?
C4 H4B . 0.9800 ?
C4 H4C . 0.9800 ?
C5 C6 . 1.527(3) ?
C5 H5A . 0.9900 ?
C5 H5B . 0.9900 ?
C6 C7 . 1.529(3) ?
C6 C8 . 1.533(3) ?
C7 H7A . 0.9800 ?
C7 H7B . 0.9800 ?
C7 H7C . 0.9800 ?
C8 H8A . 0.9800 ?
C8 H8B . 0.9800 ?
C8 H8C . 0.9800 ?
C9 C10 . 1.507(3) ?
C9 H9A . 0.9900 ?
C9 H9B . 0.9900 ?
C10 H10A . 0.9900 ?
C10 H10B . 0.9900 ?
C11 C13 . 1.526(3) ?
C11 C12 . 1.535(3) ?
C11 H11 . 1.0000 ?
C12 H12A . 0.9800 ?
C12 H12B . 0.9800 ?
C12 H12C . 0.9800 ?
C13 C14 . 1.529(3) ?
C13 H13A . 0.9900 ?
C13 H13B . 0.9900 ?
C14 C15 . 1.521(3) ?
C14 C16 . 1.540(3) ?
C15 H15A . 0.9800 ?
C15 H15B . 0.9800 ?
C15 H15C . 0.9800 ?
C16 H16A . 0.9800 ?
C16 H16B . 0.9800 ?
C16 H16C . 0.9800 ?
C17 C18 . 1.515(3) ?
C18 C19 . 1.506(3) ?
C18 H18A . 0.9900 ?
C18 H18B . 0.9900 ?
C20 C21 . 1.439(3) ?
C21 H21A . 0.9800 ?
C21 H21B . 0.9800 ?
C21 H21C . 0.9800 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O3 H3o O1 2_655 0.830(10) 1.840(10) 2.669(2) 173(3) yes
N1 H1 O4 2_655 0.88 2.19 3.038(2) 161 yes
N2 H2 O5 . 0.88 2.21 3.052(2) 160 yes
N3 H3 O6 1_655 0.88 2.44 3.291(2) 163 yes
N4 H4 O7 . 0.88 2.24 3.080(2) 161 yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139079530
