#------------------------------------------------------------------------------
#$Date: 2023-04-20 07:04:03 +0300 (Thu, 20 Apr 2023) $
#$Revision: 282759 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/31/20/2312091.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2312091
loop_
_publ_author_name
'Bhat, Satish Shantaram'
'Kawade, Vitthal A.'
'Revankar, Vidyanand K.'
'Kumbar, Vijay'
'Bhat, Kishore'
_publ_section_title
;
 Synthesis, crystal structure and biological properties of a
 fluorophore-labelled mixed-ligand copper(II) complex incorporating
 N-hydroxynaphthalene-1,8-dicarboximide.
;
_journal_coeditor_code           EF3037
_journal_issue                   'Pt 12'
_journal_name_full
'Acta crystallographica. Section C, Structural chemistry'
_journal_page_first              755
_journal_page_last               759
_journal_paper_doi               10.1107/S2053229622011147
_journal_volume                  78
_journal_year                    2022
_chemical_formula_iupac
'[Cu (C12 H6 N1 O3) (C12 H8 N2) (H2 O1)] N O3, C H4 O'
_chemical_formula_moiety         'C24 H16 Cu N3 O4 +, N O3 -, C H4 O'
_chemical_formula_sum            'C25 H20 Cu N4 O8'
_chemical_formula_weight         567.99
_chemical_name_systematic
'Aqua[2,4-dioxo-3-azatricyclo[7.3.1.0^5,13^]trideca-1(12),5,7,9(13),10-pentaen-3-olato-κO²,O³](1,10-phenanthroline-κN,N')copper(II) nitrate methanol monosolvate'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     iterative
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_cell_angle_alpha                101.393(3)
_cell_angle_beta                 105.793(3)
_cell_angle_gamma                115.958(2)
_cell_formula_units_Z            2
_cell_length_a                   10.4795(4)
_cell_length_b                   11.1326(4)
_cell_length_c                   12.1768(7)
_cell_measurement_reflns_used    6405
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      27.81
_cell_measurement_theta_min      2.19
_cell_volume                     1143.78(10)
_computing_cell_refinement
;
SAINT (Bruker, 2010)
;
_computing_data_collection
;
APEX2 (Bruker, 2010)
;
_computing_data_reduction
;
SAINT (Bruker, 2010)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015b)
;
_computing_structure_solution
;
olex2.solve (Bourhis et al., 2015)
and SHELXT2018 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_device_type  'Bruker SMART X2S benchtop'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_av_unetI/netI     0.0470
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            27013
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.868
_diffrn_reflns_theta_min         1.868
_diffrn_source_current           30.0
_diffrn_source_power             1.35
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.017
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.6184
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2010)
;
_exptl_crystal_colour            'clear dark blue'
_exptl_crystal_density_diffrn    1.649
_exptl_crystal_description       block
_exptl_crystal_F_000             582
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.508
_refine_diff_density_min         -0.521
_refine_ls_extinction_coef       0.0026(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method
;
SHELXL2018 (Sheldrick, 2015b)
;
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     424
_refine_ls_number_reflns         7598
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0424
_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)+(0.0591P)²+0.0324P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1044
_refine_ls_wR_factor_ref         0.1162
_reflns_number_gt                5312
_reflns_number_total             7598
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ef3037sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        1143.78(9)
_cod_database_code               2312091
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.800
_shelx_estimated_absorpt_t_max   0.822
loop_
_space_group_symop_operation_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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.64849(3) 0.47282(2) 0.09574(2) 0.03270(9) Uani d 1 . .
O O2 0.60399(16) 0.59194(13) 0.20029(13) 0.0378(3) Uani d 1 . .
O O1 0.82505(16) 0.65190(13) 0.12556(13) 0.0378(3) Uani d 1 . .
O O3 1.05760(17) 0.92025(15) 0.20820(14) 0.0444(3) Uani d 1 . .
N N3 0.83009(18) 0.75864(15) 0.20769(14) 0.0300(3) Uani d 1 . .
O O4 0.7782(2) 0.4286(2) 0.25361(19) 0.0527(4) Uani d 1 . .
N N1 0.67338(18) 0.35070(16) -0.02946(14) 0.0313(3) Uani d 1 . .
N N2 0.44867(18) 0.29220(16) 0.04833(14) 0.0314(3) Uani d 1 . .
N N4 1.1322(2) 0.4470(2) 0.26569(18) 0.0502(5) Uani d 1 . .
O O6 1.2572(2) 0.4545(2) 0.2942(2) 0.0767(6) Uani d 1 . .
C C13 0.7114(2) 0.72106(19) 0.24422(16) 0.0296(4) Uani d 1 . .
C C11 0.4391(2) 0.17856(18) -0.02764(15) 0.0292(4) Uani d 1 . .
O O7 1.1117(3) 0.5264(2) 0.33672(19) 0.0781(6) Uani d 1 . .
C C12 0.5604(2) 0.21025(18) -0.06963(16) 0.0295(4) Uani d 1 . .
C C24 0.8370(2) 0.97461(19) 0.37522(16) 0.0301(4) Uani d 1 . .
C C14 0.7135(2) 0.83134(19) 0.33304(16) 0.0302(4) Uani d 1 . .
C C4 0.5598(2) 0.1002(2) -0.14860(16) 0.0335(4) Uani d 1 . .
C C22 0.9561(2) 1.01076(19) 0.33264(16) 0.0311(4) Uani d 1 . .
O O5 1.0225(3) 0.3588(2) 0.16730(19) 0.0938(8) Uani d 1 . .
C C23 0.9582(2) 0.89902(19) 0.24617(17) 0.0310(4) Uani d 1 . .
C C7 0.3184(2) 0.03686(19) -0.06388(17) 0.0342(4) Uani d 1 . .
C C10 0.3371(2) 0.2677(2) 0.08843(18) 0.0378(4) Uani d 1 . .
C C18 0.8392(2) 1.0827(2) 0.46117(17) 0.0370(4) Uani d 1 . .
C C1 0.7878(2) 0.3845(2) -0.06660(19) 0.0394(4) Uani d 1 . .
C C15 0.5978(3) 0.7963(2) 0.37510(19) 0.0380(4) Uani d 1 . .
C C3 0.6844(3) 0.1400(2) -0.18313(19) 0.0419(5) Uani d 1 . .
C C21 1.0734(3) 1.1519(2) 0.3729(2) 0.0409(5) Uani d 1 . .
C C19 0.9624(3) 1.2259(2) 0.5010(2) 0.0465(5) Uani d 1 . .
C C5 0.4337(3) -0.0446(2) -0.18556(19) 0.0413(5) Uani d 1 . .
C C6 0.3202(3) -0.0743(2) -0.14541(19) 0.0406(5) Uani d 1 . .
C C8 0.2061(2) 0.0145(2) -0.0164(2) 0.0423(5) Uani d 1 . .
C C9 0.2157(3) 0.1295(2) 0.0591(2) 0.0450(5) Uani d 1 . .
C C17 0.7203(3) 1.0430(2) 0.5032(2) 0.0443(5) Uani d 1 . .
C C2 0.7980(3) 0.2812(2) -0.1430(2) 0.0446(5) Uani d 1 . .
C C16 0.6031(3) 0.9044(3) 0.4617(2) 0.0456(5) Uani d 1 . .
C C20 1.0754(3) 1.2593(2) 0.4568(2) 0.0488(6) Uani d 1 . .
O O8 0.6589(3) 0.3415(2) 0.42340(19) 0.0636(5) Uani d 1 . .
C C25 0.5354(4) 0.3651(4) 0.4039(3) 0.0671(7) Uani d 1 . .
H H9 0.146(3) 0.119(2) 0.094(2) 0.039(6) Uiso d 1 . .
H H1 0.863(2) 0.483(2) -0.0347(18) 0.035(5) Uiso d 1 . .
H H16 0.535(3) 0.881(2) 0.489(2) 0.035(6) Uiso d 1 . .
H H21 1.147(3) 1.171(2) 0.3417(19) 0.035(6) Uiso d 1 . .
H H3 0.691(3) 0.076(3) -0.229(2) 0.052(7) Uiso d 1 . .
H H2 0.885(3) 0.309(2) -0.165(2) 0.051(7) Uiso d 1 . .
H H10 0.347(3) 0.345(2) 0.141(2) 0.041(6) Uiso d 1 . .
H H17 0.713(3) 1.106(3) 0.558(2) 0.054(7) Uiso d 1 . .
H H8 0.131(3) -0.073(3) -0.035(3) 0.069(8) Uiso d 1 . .
H H15 0.513(3) 0.705(3) 0.346(2) 0.048(7) Uiso d 1 . .
H H25A 0.554(4) 0.439(4) 0.366(3) 0.097(11) Uiso d 1 . .
H H6 0.242(3) -0.168(3) -0.163(2) 0.053(7) Uiso d 1 . .
H H20 1.147(4) 1.358(3) 0.480(3) 0.081(9) Uiso d 1 . .
H H5 0.437(3) -0.117(3) -0.240(2) 0.059(7) Uiso d 1 . .
H H19 0.959(3) 1.284(3) 0.556(2) 0.061(8) Uiso d 1 . .
H H25B 0.436(4) 0.283(4) 0.345(3) 0.098(11) Uiso d 1 . .
H H25C 0.513(4) 0.385(4) 0.475(3) 0.095(11) Uiso d 1 . .
H H8A 0.712(3) 0.372(3) 0.492(3) 0.068(10) Uiso d 1 . .
H H4A 0.769(3) 0.410(3) 0.308(2) 0.041(7) Uiso d 1 . .
H H4B 0.845(3) 0.443(3) 0.257(3) 0.042(9) Uiso d 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'
Cu Cu 0.3201 1.2651 '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'
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
O2 Cu1 O4 . . 94.28(7) ?
O2 Cu1 N1 . . 172.42(6) ?
O2 Cu1 N2 . . 94.60(6) ?
O1 Cu1 O2 . . 84.06(5) ?
O1 Cu1 O4 . . 94.95(7) ?
O1 Cu1 N1 . . 97.09(6) ?
O1 Cu1 N2 . . 172.46(6) ?
N1 Cu1 O4 . . 93.08(7) ?
N1 Cu1 N2 . . 83.28(6) ?
N2 Cu1 O4 . . 92.55(7) ?
C13 O2 Cu1 . . 111.09(12) ?
N3 O1 Cu1 . . 108.65(10) ?
O1 N3 C23 . . 116.88(14) ?
C13 N3 O1 . . 117.31(14) ?
C13 N3 C23 . . 125.81(14) ?
Cu1 O4 H4A . . 138(2) ?
Cu1 O4 H4B . . 113(3) ?
H4A O4 H4B . . 109(3) ?
C12 N1 Cu1 . . 111.23(12) ?
C1 N1 Cu1 . . 129.78(13) ?
C1 N1 C12 . . 118.58(16) ?
C11 N2 Cu1 . . 111.38(12) ?
C10 N2 Cu1 . . 129.86(13) ?
C10 N2 C11 . . 118.40(16) ?
O6 N4 O7 . . 120.5(2) ?
O6 N4 O5 . . 121.1(2) ?
O5 N4 O7 . . 118.4(2) ?
O2 C13 N3 . . 118.53(15) ?
O2 C13 C14 . . 122.44(17) ?
N3 C13 C14 . . 119.03(16) ?
N2 C11 C12 . . 116.43(15) ?
N2 C11 C7 . . 122.90(17) ?
C7 C11 C12 . . 120.67(16) ?
N1 C12 C11 . . 116.76(15) ?
N1 C12 C4 . . 122.81(17) ?
C4 C12 C11 . . 120.43(16) ?
C14 C24 C18 . . 118.88(18) ?
C22 C24 C14 . . 120.95(16) ?
C22 C24 C18 . . 120.16(17) ?
C24 C14 C13 . . 118.60(17) ?
C15 C14 C13 . . 120.57(17) ?
C15 C14 C24 . . 120.83(17) ?
C12 C4 C5 . . 117.93(18) ?
C3 C4 C12 . . 116.77(17) ?
C3 C4 C5 . . 125.29(17) ?
C24 C22 C23 . . 120.86(16) ?
C21 C22 C24 . . 119.87(17) ?
C21 C22 C23 . . 119.26(18) ?
O3 C23 N3 . . 120.30(16) ?
O3 C23 C22 . . 125.03(17) ?
N3 C23 C22 . . 114.67(16) ?
C11 C7 C6 . . 117.80(19) ?
C8 C7 C11 . . 117.16(18) ?
C8 C7 C6 . . 125.03(17) ?
N2 C10 C9 . . 122.01(19) ?
N2 C10 H10 . . 116.8(14) ?
C9 C10 H10 . . 121.1(14) ?
C19 C18 C24 . . 118.1(2) ?
C17 C18 C24 . . 118.80(19) ?
C17 C18 C19 . . 123.07(18) ?
N1 C1 C2 . . 122.31(19) ?
N1 C1 H1 . . 114.7(13) ?
C2 C1 H1 . . 123.0(13) ?
C14 C15 C16 . . 119.5(2) ?
C14 C15 H15 . . 122.9(15) ?
C16 C15 H15 . . 117.5(16) ?
C4 C3 H3 . . 120.0(17) ?
C2 C3 C4 . . 120.54(18) ?
C2 C3 H3 . . 119.4(17) ?
C22 C21 C20 . . 120.3(2) ?
C22 C21 H21 . . 117.0(13) ?
C20 C21 H21 . . 122.7(14) ?
C18 C19 H19 . . 112.9(19) ?
C20 C19 C18 . . 120.86(19) ?
C20 C19 H19 . . 126.1(19) ?
C4 C5 H5 . . 115.3(16) ?
C6 C5 C4 . . 121.54(18) ?
C6 C5 H5 . . 123.1(16) ?
C7 C6 H6 . . 115.5(16) ?
C5 C6 C7 . . 121.63(18) ?
C5 C6 H6 . . 122.7(16) ?
C7 C8 H8 . . 119.9(19) ?
C9 C8 C7 . . 119.58(19) ?
C9 C8 H8 . . 120.5(19) ?
C10 C9 H9 . . 117.7(14) ?
C8 C9 C10 . . 119.9(2) ?
C8 C9 H9 . . 122.4(14) ?
C18 C17 H17 . . 124.5(17) ?
C16 C17 C18 . . 121.25(19) ?
C16 C17 H17 . . 114.3(17) ?
C1 C2 H2 . . 120.1(14) ?
C3 C2 C1 . . 119.0(2) ?
C3 C2 H2 . . 121.0(14) ?
C15 C16 H16 . . 118.4(15) ?
C17 C16 C15 . . 120.7(2) ?
C17 C16 H16 . . 120.8(15) ?
C21 C20 H20 . . 123(2) ?
C19 C20 C21 . . 120.7(2) ?
C19 C20 H20 . . 115.9(19) ?
C25 O8 H8A . . 111(2) ?
O8 C25 H25A . . 108(2) ?
O8 C25 H25B . . 114(2) ?
O8 C25 H25C . . 115(2) ?
H25A C25 H25B . . 104(3) ?
H25A C25 H25C . . 114(3) ?
H25B C25 H25C . . 101(3) ?
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
Cu1 O2 . 1.9480(13) ?
Cu1 O1 . 1.9102(14) ?
Cu1 O4 . 2.307(2) ?
Cu1 N1 . 1.9870(15) ?
Cu1 N2 . 1.9897(15) ?
O2 C13 . 1.254(2) ?
O1 N3 . 1.3645(18) ?
O3 C23 . 1.202(2) ?
N3 C13 . 1.356(2) ?
N3 C23 . 1.413(2) ?
O4 H4A . 0.75(3) ?
O4 H4B . 0.63(3) ?
N1 C12 . 1.359(2) ?
N1 C1 . 1.324(3) ?
N2 C11 . 1.358(2) ?
N2 C10 . 1.328(3) ?
N4 O6 . 1.220(3) ?
N4 O7 . 1.242(3) ?
N4 O5 . 1.232(3) ?
C13 C14 . 1.455(2) ?
C11 C12 . 1.426(3) ?
C11 C7 . 1.399(2) ?
C12 C4 . 1.397(2) ?
C24 C14 . 1.411(3) ?
C24 C22 . 1.408(3) ?
C24 C18 . 1.417(2) ?
C14 C15 . 1.374(3) ?
C4 C3 . 1.394(3) ?
C4 C5 . 1.439(3) ?
C22 C23 . 1.475(2) ?
C22 C21 . 1.377(3) ?
C7 C6 . 1.436(3) ?
C7 C8 . 1.397(3) ?
C10 C9 . 1.391(3) ?
C10 H10 . 0.91(2) ?
C18 C19 . 1.412(3) ?
C18 C17 . 1.401(3) ?
C1 C2 . 1.392(3) ?
C1 H1 . 0.94(2) ?
C15 C16 . 1.404(3) ?
C15 H15 . 0.92(2) ?
C3 C2 . 1.367(3) ?
C3 H3 . 0.85(2) ?
C21 C20 . 1.399(3) ?
C21 H21 . 0.92(2) ?
C19 C20 . 1.368(4) ?
C19 H19 . 0.85(3) ?
C5 C6 . 1.341(3) ?
C5 H5 . 0.96(3) ?
C6 H6 . 0.94(3) ?
C8 C9 . 1.367(3) ?
C8 H8 . 0.87(3) ?
C9 H9 . 0.91(2) ?
C17 C16 . 1.356(3) ?
C17 H17 . 0.92(3) ?
C2 H2 . 0.96(3) ?
C16 H16 . 0.83(2) ?
C20 H20 . 0.94(3) ?
O8 C25 . 1.399(4) ?
O8 H8A . 0.77(3) ?
C25 H25A . 0.99(4) ?
C25 H25B . 0.97(4) ?
C25 H25C . 0.97(4) ?
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
O8 H8A O7 2_766 0.77(3) 2.05(3) 2.804(3) 168(3) yes
O4 H4A O8 . 0.75(3) 2.10(3) 2.813(3) 159(3) yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Cu1 O2 C13 N3 . . . . 4.6(2) ?
Cu1 O2 C13 C14 . . . . -175.06(13) ?
Cu1 O1 N3 C13 . . . . -3.82(18) ?
Cu1 O1 N3 C23 . . . . 176.80(12) ?
Cu1 N1 C12 C11 . . . . 6.80(19) ?
Cu1 N1 C12 C4 . . . . -173.48(14) ?
Cu1 N1 C1 C2 . . . . 170.53(15) ?
Cu1 N2 C11 C12 . . . . -6.89(19) ?
Cu1 N2 C11 C7 . . . . 172.88(13) ?
Cu1 N2 C10 C9 . . . . -169.80(15) ?
O2 C13 C14 C24 . . . . -178.36(16) ?
O2 C13 C14 C15 . . . . 1.8(3) ?
O1 N3 C13 O2 . . . . -0.6(2) ?
O1 N3 C13 C14 . . . . 179.13(14) ?
O1 N3 C23 O3 . . . . -1.0(3) ?
O1 N3 C23 C22 . . . . 178.62(14) ?
N3 C13 C14 C24 . . . . 1.9(2) ?
N3 C13 C14 C15 . . . . -177.86(17) ?
N1 C12 C4 C3 . . . . 1.6(3) ?
N1 C12 C4 C5 . . . . -179.70(16) ?
N1 C1 C2 C3 . . . . 1.3(3) ?
N2 C11 C12 N1 . . . . 0.1(2) ?
N2 C11 C12 C4 . . . . -179.67(15) ?
N2 C11 C7 C6 . . . . 179.49(17) ?
N2 C11 C7 C8 . . . . -1.3(3) ?
N2 C10 C9 C8 . . . . -2.2(3) ?
C13 N3 C23 O3 . . . . 179.71(18) ?
C13 N3 C23 C22 . . . . -0.7(3) ?
C13 C14 C15 C16 . . . . 179.38(17) ?
C11 N2 C10 C9 . . . . 2.8(3) ?
C11 C12 C4 C3 . . . . -178.64(17) ?
C11 C12 C4 C5 . . . . 0.0(3) ?
C11 C7 C6 C5 . . . . 0.4(3) ?
C11 C7 C8 C9 . . . . 1.8(3) ?
C12 N1 C1 C2 . . . . -1.4(3) ?
C12 C11 C7 C6 . . . . -0.7(2) ?
C12 C11 C7 C8 . . . . 178.49(17) ?
C12 C4 C3 C2 . . . . -1.7(3) ?
C12 C4 C5 C6 . . . . -0.4(3) ?
C24 C14 C15 C16 . . . . -0.4(3) ?
C24 C22 C23 O3 . . . . -177.80(18) ?
C24 C22 C23 N3 . . . . 2.6(2) ?
C24 C22 C21 C20 . . . . 0.6(3) ?
C24 C18 C19 C20 . . . . 0.7(3) ?
C24 C18 C17 C16 . . . . -1.0(3) ?
C14 C24 C22 C23 . . . . -2.3(3) ?
C14 C24 C22 C21 . . . . 178.44(17) ?
C14 C24 C18 C19 . . . . -179.05(17) ?
C14 C24 C18 C17 . . . . 1.3(3) ?
C14 C15 C16 C17 . . . . 0.7(3) ?
C4 C3 C2 C1 . . . . 0.3(3) ?
C4 C5 C6 C7 . . . . 0.2(3) ?
C22 C24 C14 C13 . . . . 0.0(3) ?
C22 C24 C14 C15 . . . . 179.76(17) ?
C22 C24 C18 C19 . . . . 0.6(3) ?
C22 C24 C18 C17 . . . . -179.06(17) ?
C22 C21 C20 C19 . . . . 0.7(3) ?
C23 N3 C13 O2 . . . . 178.74(16) ?
C23 N3 C13 C14 . . . . -1.6(3) ?
C23 C22 C21 C20 . . . . -178.73(18) ?
C7 C11 C12 N1 . . . . -179.71(15) ?
C7 C11 C12 C4 . . . . 0.6(3) ?
C7 C8 C9 C10 . . . . -0.2(3) ?
C10 N2 C11 C12 . . . . 179.21(16) ?
C10 N2 C11 C7 . . . . -1.0(3) ?
C18 C24 C14 C13 . . . . 179.60(16) ?
C18 C24 C14 C15 . . . . -0.6(3) ?
C18 C24 C22 C23 . . . . 178.07(16) ?
C18 C24 C22 C21 . . . . -1.2(3) ?
C18 C19 C20 C21 . . . . -1.3(3) ?
C18 C17 C16 C15 . . . . 0.0(3) ?
C1 N1 C12 C11 . . . . -179.86(17) ?
C1 N1 C12 C4 . . . . -0.1(3) ?
C3 C4 C5 C6 . . . . 178.1(2) ?
C21 C22 C23 O3 . . . . 1.5(3) ?
C21 C22 C23 N3 . . . . -178.10(17) ?
C19 C18 C17 C16 . . . . 179.4(2) ?
C5 C4 C3 C2 . . . . 179.77(19) ?
C6 C7 C8 C9 . . . . -179.00(19) ?
C8 C7 C6 C5 . . . . -178.8(2) ?
C17 C18 C19 C20 . . . . -179.7(2) ?

_cod_database_fobs_code 2312091
