#------------------------------------------------------------------------------
#$Date: 2023-11-06 09:22:36 +0200 (Mon, 06 Nov 2023) $
#$Revision: 287334 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/70/7247058.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_7247058
loop_
_publ_author_name
'Saied, Rajaa'
'Alves, Paula C.'
'Rijo, Patrícia'
'André, Vânia'
'Alves, Luis G.'
_publ_section_title
;
 Novel cyclam multicomponent crystal forms: synthesis, characterization
 and antimicrobial activity
;
_journal_issue                   41
_journal_name_full               CrystEngComm
_journal_page_first              5787
_journal_page_last               5795
_journal_paper_doi               10.1039/D3CE00354J
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C26 H36 F6 N4, 2(C14 H9 F3 N O2)'
_chemical_formula_sum            'C54 H54 F12 N6 O4'
_chemical_formula_weight         1079.03
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2023-02-19 deposited with the CCDC.	2023-07-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 115.629(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.785(4)
_cell_length_b                   18.079(4)
_cell_length_c                   16.343(3)
_cell_measurement_reflns_used    4639
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.52
_cell_measurement_theta_min      2.28
_cell_volume                     5270.6(19)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1440
_diffrn_reflns_av_unetI/netI     0.0669
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            49510
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        24.994
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_min         2.253
_exptl_absorpt_coefficient_mu    0.115
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.360
_exptl_crystal_description       block
_exptl_crystal_F_000             2240
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.545
_refine_diff_density_min         -0.408
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         4621
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.1441
_refine_ls_R_factor_gt           0.0887
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1638P)²+1.7400P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2464
_refine_ls_wR_factor_ref         0.2799
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2617
_reflns_number_total             4621
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce00354j2.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Adding full bibliography for 7247058--7247061.cif.'
_cod_original_cell_volume        5270.9(19)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7247058
_shelx_shelxl_version_number     2014/7
_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.
;
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.45075(16) 0.11664(18) 0.6167(2) 0.0736(9) Uani 1 1 d . . . . .
O2 O 0.39135(18) 0.02673(16) 0.5204(2) 0.0725(9) Uani 1 1 d . . . . .
C14 C 0.3147(2) 0.1519(2) 0.6332(3) 0.0543(9) Uani 1 1 d . . . . .
N2 N 0.06932(18) 0.55336(19) 0.5967(2) 0.0566(8) Uani 1 1 d D . . . .
N1 N 0.02550(18) 0.39708(17) 0.5953(2) 0.0571(8) Uani 1 1 d . . . . .
C20 C 0.3936(2) 0.0769(2) 0.5742(3) 0.0547(9) Uani 1 1 d . . . . .
C19 C 0.3260(2) 0.0889(2) 0.5903(2) 0.0488(9) Uani 1 1 d . . . . .
C6 C 0.0861(2) 0.3452(2) 0.6038(3) 0.0606(10) Uani 1 1 d . . . . .
H6A H 0.1302 0.3738 0.6127 0.073 Uiso 1 1 calc R U . . .
H6B H 0.0706 0.3185 0.5470 0.073 Uiso 1 1 calc R U . . .
C7 C 0.1077(2) 0.2891(2) 0.6806(3) 0.0566(10) Uani 1 1 d . . . . .
N3 N 0.3695(2) 0.2046(2) 0.6691(3) 0.0845(14) Uani 1 1 d . . . . .
C18 C 0.2714(2) 0.0335(2) 0.5615(3) 0.0685(11) Uani 1 1 d . . . . .
H18 H 0.2791 -0.0087 0.5341 0.082 Uiso 1 1 calc R U . . .
C21 C 0.3625(2) 0.2770(2) 0.6951(3) 0.0626(11) Uani 1 1 d . . . . .
C1 C 0.0463(3) 0.4457(2) 0.6741(3) 0.0665(11) Uani 1 1 d . . . . .
H1A H 0.0682 0.4162 0.7290 0.080 Uiso 1 1 calc R U . . .
H1B H 0.0015 0.4691 0.6721 0.080 Uiso 1 1 calc R U . . .
C15 C 0.2479(2) 0.1569(2) 0.6429(3) 0.0676(11) Uani 1 1 d . . . . .
H15 H 0.2392 0.1983 0.6707 0.081 Uiso 1 1 calc R U . . .
C16 C 0.1950(3) 0.1017(3) 0.6121(4) 0.0821(14) Uani 1 1 d . . . . .
H16 H 0.1507 0.1067 0.6183 0.099 Uiso 1 1 calc R U . . .
C12 C 0.0697(3) 0.2226(2) 0.6680(3) 0.0674(11) Uani 1 1 d . . . . .
H12 H 0.0320 0.2111 0.6110 0.081 Uiso 1 1 calc R U . . .
C3 C 0.1203(2) 0.6139(3) 0.5993(3) 0.0726(12) Uani 1 1 d . . . . .
H3A H 0.1632 0.5933 0.5934 0.087 Uiso 1 1 calc R U . . .
H3B H 0.1385 0.6386 0.6577 0.087 Uiso 1 1 calc R U . . .
C2 C 0.1013(3) 0.5046(3) 0.6779(3) 0.0696(12) Uani 1 1 d . . . . .
H2A H 0.1145 0.5341 0.7322 0.084 Uiso 1 1 calc R U . . .
H2B H 0.1466 0.4814 0.6812 0.084 Uiso 1 1 calc R U . . .
C9 C 0.1818(3) 0.2545(3) 0.8364(3) 0.0783(13) Uani 1 1 d . . . . .
H9 H 0.2201 0.2654 0.8932 0.094 Uiso 1 1 calc R U . . .
C8 C 0.1638(3) 0.3037(2) 0.7652(3) 0.0716(12) Uani 1 1 d . . . . .
H8 H 0.1903 0.3478 0.7749 0.086 Uiso 1 1 calc R U . . .
C10 C 0.1425(3) 0.1893(3) 0.8225(3) 0.0722(12) Uani 1 1 d . . . . .
C5 C -0.0467(2) 0.3601(2) 0.5724(3) 0.0679(11) Uani 1 1 d . . . . .
H5A H -0.0810 0.3950 0.5794 0.081 Uiso 1 1 calc R U . . .
H5B H -0.0391 0.3198 0.6147 0.081 Uiso 1 1 calc R U . . .
C4 C 0.0821(3) 0.6704(3) 0.5242(3) 0.0788(13) Uani 1 1 d . . . . .
H4A H 0.1189 0.7075 0.5282 0.095 Uiso 1 1 calc R U . . .
H4B H 0.0434 0.6952 0.5354 0.095 Uiso 1 1 calc R U . . .
C26 C 0.4182(2) 0.3046(3) 0.7756(3) 0.0674(11) Uani 1 1 d . . . . .
H26 H 0.4579 0.2744 0.8122 0.081 Uiso 1 1 calc R U . . .
C22 C 0.3031(3) 0.3225(3) 0.6438(3) 0.0744(12) Uani 1 1 d . . . . .
H22 H 0.2648 0.3042 0.5909 0.089 Uiso 1 1 calc R U . . .
C23 C 0.2994(3) 0.3939(3) 0.6693(4) 0.0811(13) Uani 1 1 d . . . . .
H23 H 0.2598 0.4241 0.6327 0.097 Uiso 1 1 calc R U . . .
C24 C 0.3542(3) 0.4210(3) 0.7491(4) 0.0897(16) Uani 1 1 d . . . . .
H24 H 0.3509 0.4688 0.7679 0.108 Uiso 1 1 calc R U . . .
C11 C 0.0869(3) 0.1730(2) 0.7383(3) 0.0706(12) Uani 1 1 d . . . . .
H11 H 0.0608 0.1286 0.7287 0.085 Uiso 1 1 calc R U . . .
C17 C 0.2068(3) 0.0396(3) 0.5726(4) 0.0887(16) Uani 1 1 d . . . . .
H17 H 0.1714 0.0018 0.5534 0.106 Uiso 1 1 calc R U . . .
C13 C 0.1600(4) 0.1356(3) 0.8981(4) 0.0943(16) Uani 1 1 d . . . . .
C25 C 0.4145(3) 0.3763(3) 0.8010(3) 0.0790(14) Uani 1 1 d . . . . .
C27 C 0.4773(6) 0.3982(6) 0.8915(7) 0.163(4) Uani 1 1 d . . . . .
F4 F 0.4845(7) 0.4703(5) 0.8903(5) 0.341(8) Uani 1 1 d . . . . .
F5 F 0.4657(4) 0.3995(6) 0.9544(4) 0.276(5) Uani 1 1 d . . . . .
F6 F 0.5360(3) 0.3823(9) 0.9048(7) 0.383(9) Uani 1 1 d . . . . .
F2 F 0.2304(4) 0.1419(4) 0.9639(4) 0.157(2) Uani 0.8 1 d . . P A 2
F3 F 0.1573(9) 0.0688(3) 0.8772(4) 0.236(6) Uani 0.8 1 d . . P A 2
F1 F 0.1233(7) 0.1480(6) 0.9440(8) 0.231(5) Uani 0.8 1 d . . P A 2
F1A F 0.1015(8) 0.0900(10) 0.8808(11) 0.072(4) Uiso 0.2 1 d . . P A 1
F3A F 0.2053(9) 0.0896(11) 0.8943(13) 0.083(5) Uiso 0.2 1 d . . P A 1
F2A F 0.1764(13) 0.1608(10) 0.9735(13) 0.090(5) Uiso 0.2 1 d . . P A 1
H2N H 0.0258(15) 0.573(2) 0.596(3) 0.068(12) Uiso 1 1 d D . . . .
H3N H 0.406(2) 0.193(2) 0.668(3) 0.060(13) Uiso 1 1 d . . . . .
H1N H 0.060(2) 0.530(2) 0.5437(18) 0.068(12) Uiso 1 1 d 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'
F F 0.0171 0.0103 '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
N3 C14 C15 121.2(4) . . ?
N3 C14 C19 120.7(3) . . ?
C15 C14 C19 118.0(4) . . ?
C3 N2 C2 113.1(3) . . ?
C3 N2 H2N 110(3) . . ?
C2 N2 H2N 105(3) . . ?
C3 N2 H1N 103(3) . . ?
C2 N2 H1N 114(3) . . ?
H2N N2 H1N 111(4) . . ?
C1 N1 C5 111.7(3) . . ?
C1 N1 C6 112.9(3) . . ?
C5 N1 C6 113.1(3) . . ?
O2 C20 O1 123.4(3) . . ?
O2 C20 C19 118.0(4) . . ?
O1 C20 C19 118.6(3) . . ?
C18 C19 C14 118.9(3) . . ?
C18 C19 C20 117.3(3) . . ?
C14 C19 C20 123.8(4) . . ?
N1 C6 C7 115.2(3) . . ?
N1 C6 H6A 108.5 . . ?
C7 C6 H6A 108.5 . . ?
N1 C6 H6B 108.5 . . ?
C7 C6 H6B 108.5 . . ?
H6A C6 H6B 107.5 . . ?
C8 C7 C12 117.8(4) . . ?
C8 C7 C6 121.2(4) . . ?
C12 C7 C6 121.0(4) . . ?
C14 N3 C21 128.0(4) . . ?
C14 N3 H3N 112(3) . . ?
C21 N3 H3N 119(3) . . ?
C17 C18 C19 121.8(4) . . ?
C17 C18 H18 119.1 . . ?
C19 C18 H18 119.1 . . ?
C22 C21 C26 118.6(4) . . ?
C22 C21 N3 122.8(4) . . ?
C26 C21 N3 118.6(4) . . ?
N1 C1 C2 112.6(3) . . ?
N1 C1 H1A 109.1 . . ?
C2 C1 H1A 109.1 . . ?
N1 C1 H1B 109.1 . . ?
C2 C1 H1B 109.1 . . ?
H1A C1 H1B 107.8 . . ?
C16 C15 C14 121.2(4) . . ?
C16 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
C17 C16 C15 120.9(4) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C11 C12 C7 121.2(4) . . ?
C11 C12 H12 119.4 . . ?
C7 C12 H12 119.4 . . ?
N2 C3 C4 112.3(4) . . ?
N2 C3 H3A 109.1 . . ?
C4 C3 H3A 109.1 . . ?
N2 C3 H3B 109.1 . . ?
C4 C3 H3B 109.1 . . ?
H3A C3 H3B 107.9 . . ?
N2 C2 C1 111.2(3) . . ?
N2 C2 H2A 109.4 . . ?
C1 C2 H2A 109.4 . . ?
N2 C2 H2B 109.4 . . ?
C1 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
C10 C9 C8 119.3(5) . . ?
C10 C9 H9 120.3 . . ?
C8 C9 H9 120.3 . . ?
C7 C8 C9 121.7(4) . . ?
C7 C8 H8 119.1 . . ?
C9 C8 H8 119.1 . . ?
C11 C10 C9 120.1(4) . . ?
C11 C10 C13 119.3(5) . . ?
C9 C10 C13 120.6(5) . . ?
N1 C5 C4 112.8(3) . 5_566 ?
N1 C5 H5A 109.0 . . ?
C4 C5 H5A 109.0 5_566 . ?
N1 C5 H5B 109.0 . . ?
C4 C5 H5B 109.0 5_566 . ?
H5A C5 H5B 107.8 . . ?
C3 C4 C5 115.9(4) . 5_566 ?
C3 C4 H4A 108.3 . . ?
C5 C4 H4A 108.3 5_566 . ?
C3 C4 H4B 108.3 . . ?
C5 C4 H4B 108.3 5_566 . ?
H4A C4 H4B 107.4 . . ?
C25 C26 C21 119.9(4) . . ?
C25 C26 H26 120.0 . . ?
C21 C26 H26 120.0 . . ?
C23 C22 C21 121.3(5) . . ?
C23 C22 H22 119.3 . . ?
C21 C22 H22 119.3 . . ?
C22 C23 C24 120.1(5) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C23 C24 C25 119.3(5) . . ?
C23 C24 H24 120.4 . . ?
C25 C24 H24 120.4 . . ?
C10 C11 C12 119.9(4) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C16 C17 C18 119.2(4) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
F2A C13 F3A 114.7(14) . . ?
F3 C13 F1 111.3(10) . . ?
F3 C13 F2 102.0(8) . . ?
F1 C13 F2 99.8(8) . . ?
F2A C13 F1A 105.6(12) . . ?
F3A C13 F1A 98.8(12) . . ?
F2A C13 C10 117.3(10) . . ?
F3A C13 C10 108.0(9) . . ?
F3 C13 C10 115.9(6) . . ?
F1 C13 C10 112.8(5) . . ?
F2 C13 C10 113.4(6) . . ?
F1A C13 C10 110.8(8) . . ?
C26 C25 C24 120.7(5) . . ?
C26 C25 C27 114.4(7) . . ?
C24 C25 C27 124.7(6) . . ?
F6 C27 F5 115.1(14) . . ?
F6 C27 F4 98.5(9) . . ?
F5 C27 F4 93.4(9) . . ?
F6 C27 C25 117.7(6) . . ?
F5 C27 C25 118.8(7) . . ?
F4 C27 C25 107.1(10) . . ?
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
O1 C20 1.264(5) . ?
O2 C20 1.251(5) . ?
C14 N3 1.370(5) . ?
C14 C15 1.400(5) . ?
C14 C19 1.405(5) . ?
N2 C3 1.477(5) . ?
N2 C2 1.487(5) . ?
N2 H2N 0.928(19) . ?
N2 H1N 0.904(19) . ?
N1 C1 1.464(5) . ?
N1 C5 1.472(5) . ?
N1 C6 1.480(5) . ?
C20 C19 1.488(5) . ?
C19 C18 1.397(6) . ?
C6 C7 1.523(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.374(6) . ?
C7 C12 1.386(6) . ?
N3 C21 1.402(5) . ?
N3 H3N 0.76(4) . ?
C18 C17 1.371(6) . ?
C18 H18 0.9300 . ?
C21 C22 1.380(6) . ?
C21 C26 1.394(6) . ?
C1 C2 1.504(6) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C15 C16 1.375(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.364(6) . ?
C16 H16 0.9300 . ?
C12 C11 1.379(6) . ?
C12 H12 0.9300 . ?
C3 C4 1.523(7) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C9 C10 1.375(7) . ?
C9 C8 1.383(6) . ?
C9 H9 0.9300 . ?
C8 H8 0.9300 . ?
C10 C11 1.371(6) . ?
C10 C13 1.490(7) . ?
C5 C4 1.527(6) 5_566 ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C4 C5 1.527(6) 5_566 ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C26 C25 1.372(7) . ?
C26 H26 0.9300 . ?
C22 C23 1.368(6) . ?
C22 H22 0.9300 . ?
C23 C24 1.376(7) . ?
C23 H23 0.9300 . ?
C24 C25 1.386(8) . ?
C24 H24 0.9300 . ?
C11 H11 0.9300 . ?
C17 H17 0.9300 . ?
C13 F2A 1.219(19) . ?
C13 F3A 1.244(19) . ?
C13 F3 1.250(8) . ?
C13 F1 1.271(8) . ?
C13 F2 1.346(8) . ?
C13 F1A 1.348(16) . ?
C25 C27 1.517(10) . ?
C27 F6 1.122(10) . ?
C27 F5 1.147(8) . ?
C27 F4 1.312(12) . ?
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
C5 H5A O2 0.97 2.54 3.226(5) 127.8 3_455
N2 H2N O1 0.928(19) 1.83(2) 2.753(4) 170(4) 3_455
N2 H2N O2 0.928(19) 2.54(3) 3.223(5) 130(3) 3_455
N3 H3N O1 0.76(4) 2.01(4) 2.654(5) 143(4) .
N2 H1N O2 0.904(19) 1.99(3) 2.766(4) 143(4) 7_556
N2 H1N N1 0.904(19) 2.53(4) 3.013(5) 114(3) 5_566
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N3 C14 C19 C18 174.6(4) . . . . ?
C15 C14 C19 C18 -1.7(5) . . . . ?
N3 C14 C19 C20 -4.7(6) . . . . ?
C15 C14 C19 C20 179.1(4) . . . . ?
O2 C20 C19 C18 14.5(5) . . . . ?
O1 C20 C19 C18 -164.1(4) . . . . ?
O2 C20 C19 C14 -166.2(3) . . . . ?
O1 C20 C19 C14 15.1(5) . . . . ?
C1 N1 C6 C7 64.2(4) . . . . ?
C5 N1 C6 C7 -64.0(4) . . . . ?
N1 C6 C7 C8 -91.5(5) . . . . ?
N1 C6 C7 C12 86.5(5) . . . . ?
C15 C14 N3 C21 -19.7(7) . . . . ?
C19 C14 N3 C21 164.2(4) . . . . ?
C14 C19 C18 C17 1.2(6) . . . . ?
C20 C19 C18 C17 -179.5(4) . . . . ?
C14 N3 C21 C22 -42.5(7) . . . . ?
C14 N3 C21 C26 138.1(5) . . . . ?
C5 N1 C1 C2 -158.0(3) . . . . ?
C6 N1 C1 C2 73.2(4) . . . . ?
N3 C14 C15 C16 -175.7(5) . . . . ?
C19 C14 C15 C16 0.5(6) . . . . ?
C14 C15 C16 C17 1.3(8) . . . . ?
C8 C7 C12 C11 0.9(6) . . . . ?
C6 C7 C12 C11 -177.2(3) . . . . ?
C2 N2 C3 C4 -170.5(3) . . . . ?
C3 N2 C2 C1 177.7(3) . . . . ?
N1 C1 C2 N2 61.0(5) . . . . ?
C12 C7 C8 C9 -0.7(6) . . . . ?
C6 C7 C8 C9 177.3(4) . . . . ?
C10 C9 C8 C7 -0.2(7) . . . . ?
C8 C9 C10 C11 1.0(7) . . . . ?
C8 C9 C10 C13 -179.3(4) . . . . ?
C1 N1 C5 C4 161.5(3) . . . 5_566 ?
C6 N1 C5 C4 -69.8(4) . . . 5_566 ?
N2 C3 C4 C5 -55.9(5) . . . 5_566 ?
C22 C21 C26 C25 -2.0(6) . . . . ?
N3 C21 C26 C25 177.4(4) . . . . ?
C26 C21 C22 C23 2.0(7) . . . . ?
N3 C21 C22 C23 -177.4(4) . . . . ?
C21 C22 C23 C24 -2.3(7) . . . . ?
C22 C23 C24 C25 2.7(8) . . . . ?
C9 C10 C11 C12 -0.9(6) . . . . ?
C13 C10 C11 C12 179.5(4) . . . . ?
C7 C12 C11 C10 -0.1(6) . . . . ?
C15 C16 C17 C18 -1.8(8) . . . . ?
C19 C18 C17 C16 0.6(8) . . . . ?
C11 C10 C13 F2A -142.8(14) . . . . ?
C9 C10 C13 F2A 37.5(15) . . . . ?
C11 C10 C13 F3A 85.7(11) . . . . ?
C9 C10 C13 F3A -93.9(11) . . . . ?
C11 C10 C13 F3 38.2(12) . . . . ?
C9 C10 C13 F3 -141.5(10) . . . . ?
C11 C10 C13 F1 -91.9(11) . . . . ?
C9 C10 C13 F1 88.5(11) . . . . ?
C11 C10 C13 F2 155.6(6) . . . . ?
C9 C10 C13 F2 -24.0(8) . . . . ?
C11 C10 C13 F1A -21.5(11) . . . . ?
C9 C10 C13 F1A 158.9(10) . . . . ?
C21 C26 C25 C24 2.5(7) . . . . ?
C21 C26 C25 C27 178.1(4) . . . . ?
C23 C24 C25 C26 -2.8(7) . . . . ?
C23 C24 C25 C27 -177.9(5) . . . . ?
C26 C25 C27 F6 45.8(16) . . . . ?
C24 C25 C27 F6 -138.8(15) . . . . ?
C26 C25 C27 F5 -100.7(13) . . . . ?
C24 C25 C27 F5 74.7(15) . . . . ?
C26 C25 C27 F4 155.5(9) . . . . ?
C24 C25 C27 F4 -29.1(12) . . . . ?
