#------------------------------------------------------------------------------
#$Date: 2020-11-06 13:52:13 +0100 (vie 06 de nov de 2020) $
#$Revision: 258941 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/99/7059914.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_7059914
loop_
_publ_author_name
'Grgurić, Toni'
'Cetina, Mario'
'Petroselli, Manuel'
'Bacchiocchi, Corrado'
'Dzolić, Zoran'
'Cametti, Massimo'
_publ_section_title
;
 Anion binding with biphenyl-bis-urea derivatives: solution and
 solid-state studies
;
_journal_issue                   38
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              16294
_journal_page_last               16301
_journal_paper_doi               10.1039/D0NJ03670F
_journal_volume                  44
_journal_year                    2020
_chemical_formula_moiety         'C26 H22 N4 O2, 2(C16 H36 N), 2(N O3)'
_chemical_formula_sum            'C58 H94 N8 O8'
_chemical_formula_weight         1031.41
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_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     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2020-04-18T17:08:25-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2020-07-09 deposited with the CCDC.	2020-08-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.841(8)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   15.0086(13)
_cell_length_b                   9.8413(5)
_cell_length_c                   20.6682(16)
_cell_measurement_reflns_used    2738
_cell_measurement_temperature    295(1)
_cell_measurement_theta_max      27.0640
_cell_measurement_theta_min      4.4930
_cell_volume                     3007.9(4)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2006)'
_computing_publication_material
'OLEX2 (Dolomanov et al., 2009) & WinGX (Farrugia, 2012)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      295(1)
_diffrn_detector_area_resol_mean 16.3426
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_av_unetI/netI     0.0431
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            15814
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_min         4.216
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_correction_T_min  0.959
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
        CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.139
_exptl_crystal_description       plate
_exptl_crystal_F_000             1124
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: dimethyl sulfoxide'
_exptl_crystal_size_max          0.744
_exptl_crystal_size_mid          0.404
_exptl_crystal_size_min          0.206
_refine_diff_density_max         0.616
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     338
_refine_ls_number_reflns         5886
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.1354
_refine_ls_R_factor_gt           0.0777
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1382P)²+0.6040P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2218
_refine_ls_wR_factor_ref         0.2708
_reflns_Friedel_coverage         0
_reflns_number_gt                3210
_reflns_number_total             5886
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj03670f2.cif
_cod_data_source_block           1-((TBA)NO3)2
_cod_depositor_comments
'Adding full bibliography for 7059910--7059921.cif.'
_cod_database_code               7059914
_shelx_shelxl_version_number     2018/3
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_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 0.66329(19) 0.7906(3) 0.04043(12) 0.1012(9) Uani 1 1 d . . . . .
N1 N 0.63620(19) 0.7749(3) 0.14591(13) 0.0760(8) Uani 1 1 d . . . . .
H1 H 0.654201 0.734365 0.182682 0.091 Uiso 1 1 calc R . . . .
N2 N 0.75434(18) 0.6607(3) 0.11617(12) 0.0690(7) Uani 1 1 d . . . . .
H2 H 0.759855 0.630619 0.155728 0.083 Uiso 1 1 calc R . . . .
C1 C 0.5617(2) 0.8640(3) 0.14344(17) 0.0678(8) Uani 1 1 d . . . . .
C2 C 0.5403(2) 0.9065(3) 0.20291(19) 0.0808(10) Uani 1 1 d . . . . .
H2A H 0.573582 0.874228 0.242006 0.097 Uiso 1 1 calc R . . . .
C3 C 0.4699(3) 0.9966(4) 0.2045(2) 0.0896(11) Uani 1 1 d . . . . .
H3 H 0.455757 1.024145 0.244611 0.108 Uiso 1 1 calc R . . . .
C4 C 0.4212(3) 1.0450(4) 0.1473(3) 0.0941(12) Uani 1 1 d . . . . .
H4 H 0.37485 1.107199 0.148435 0.113 Uiso 1 1 calc R . . . .
C5 C 0.4406(2) 1.0023(4) 0.0890(2) 0.0929(12) Uani 1 1 d . . . . .
H5 H 0.406927 1.035547 0.050226 0.111 Uiso 1 1 calc R . . . .
C6 C 0.5094(2) 0.9104(4) 0.08576(19) 0.0848(10) Uani 1 1 d . . . . .
H6 H 0.520579 0.879924 0.045301 0.102 Uiso 1 1 calc R . . . .
C7 C 0.6826(2) 0.7463(3) 0.09621(16) 0.0712(9) Uani 1 1 d . . . . .
C8 C 0.8197(2) 0.6164(3) 0.07981(14) 0.0588(7) Uani 1 1 d . . . . .
C9 C 0.8766(2) 0.5121(3) 0.10550(15) 0.0711(9) Uani 1 1 d . . . . .
H9 H 0.867818 0.47102 0.144441 0.085 Uiso 1 1 calc R . . . .
C10 C 0.9461(2) 0.4674(3) 0.07497(14) 0.0668(8) Uani 1 1 d . . . . .
H10 H 0.982961 0.397291 0.09422 0.08 Uiso 1 1 calc R . . . .
C11 C 0.9629(2) 0.5233(3) 0.01649(13) 0.0541(7) Uani 1 1 d . . . . .
C12 C 0.9032(2) 0.6256(3) -0.00954(15) 0.0688(8) Uani 1 1 d . . . . .
H12 H 0.910608 0.665032 -0.049169 0.083 Uiso 1 1 calc R . . . .
C13 C 0.8333(2) 0.6716(3) 0.02074(16) 0.0698(9) Uani 1 1 d . . . . .
H13 H 0.795291 0.740117 0.001187 0.084 Uiso 1 1 calc R . . . .
O2 O 0.7389(2) 0.7828(3) 0.28499(16) 0.1114(10) Uani 1 1 d . . . . .
O3 O 0.8406(3) 0.6710(3) 0.34763(15) 0.1361(13) Uani 1 1 d . . . . .
O4 O 0.7831(2) 0.5936(2) 0.25507(12) 0.1014(9) Uani 1 1 d . . . . .
N3 N 0.7882(2) 0.6829(3) 0.29700(15) 0.0735(8) Uani 1 1 d . . . . .
N4 N 0.78456(16) 0.2257(2) 0.34025(12) 0.0601(7) Uani 1 1 d . . . . .
C14 C 0.7251(2) 0.2722(3) 0.27750(16) 0.0701(9) Uani 1 1 d . . . . .
H14A H 0.663506 0.278679 0.285651 0.084 Uiso 1 1 calc R . . . .
H14B H 0.743928 0.363011 0.267493 0.084 Uiso 1 1 calc R . . . .
C15 C 0.7248(3) 0.1850(4) 0.21767(18) 0.0923(11) Uani 1 1 d . . . . .
H15A H 0.705889 0.093346 0.226148 0.111 Uiso 1 1 calc R . . . .
H15B H 0.785101 0.180737 0.206831 0.111 Uiso 1 1 calc R . . . .
C16 C 0.6594(3) 0.2470(6) 0.1607(2) 0.1299(18) Uani 1 1 d D . . . .
H16A H 0.598184 0.225866 0.166718 0.156 Uiso 1 1 calc R . . . .
H16B H 0.666037 0.345001 0.162928 0.156 Uiso 1 1 calc R . . . .
C17 C 0.6708(5) 0.2011(8) 0.0932(2) 0.178(3) Uani 1 1 d D . . . .
H17A H 0.619334 0.229216 0.061878 0.266 Uiso 1 1 calc GR . . . .
H17B H 0.675788 0.103901 0.092574 0.266 Uiso 1 1 calc GR . . . .
H17C H 0.724582 0.240989 0.082093 0.266 Uiso 1 1 calc GR . . . .
C18 C 0.7494(2) 0.0944(3) 0.36572(17) 0.0715(9) Uani 1 1 d D . . . .
H18A H 0.753257 0.023079 0.333947 0.086 Uiso 1 1 calc R . . . .
H18B H 0.788938 0.069387 0.406115 0.086 Uiso 1 1 calc R . . . .
C19 C 0.6535(2) 0.0996(4) 0.3789(2) 0.0933(12) Uani 1 1 d D . . . .
H19A H 0.612072 0.115 0.33811 0.112 Uiso 1 1 calc R . . . .
H19B H 0.647199 0.173981 0.408532 0.112 Uiso 1 1 calc R . . . .
C20 C 0.6309(3) -0.0344(5) 0.4094(3) 0.1207(16) Uani 1 1 d D . . . .
H20A H 0.641578 -0.108468 0.38065 0.145 Uiso 1 1 calc R . . . .
H20B H 0.671142 -0.046752 0.450941 0.145 Uiso 1 1 calc R . . . .
C21 C 0.5346(3) -0.0414(8) 0.4207(4) 0.186(3) Uani 1 1 d D . . . .
H21A H 0.494393 -0.038809 0.37931 0.279 Uiso 1 1 calc GR . . . .
H21B H 0.52247 0.03452 0.447064 0.279 Uiso 1 1 calc GR . . . .
H21C H 0.52553 -0.124451 0.443124 0.279 Uiso 1 1 calc GR . . . .
C22 C 0.8802(2) 0.1975(3) 0.32871(17) 0.0688(9) Uani 1 1 d . . . . .
H22A H 0.916471 0.168246 0.36973 0.083 Uiso 1 1 calc R . . . .
H22B H 0.878384 0.123382 0.297607 0.083 Uiso 1 1 calc R . . . .
C23 C 0.9255(2) 0.3182(4) 0.3030(2) 0.0852(10) Uani 1 1 d D . . . .
H23A H 0.889151 0.348571 0.26221 0.102 Uiso 1 1 calc R . . . .
H23B H 0.928717 0.392056 0.334408 0.102 Uiso 1 1 calc R . . . .
C24 C 1.0192(2) 0.2853(4) 0.2913(3) 0.1164(16) Uani 1 1 d D . . . .
H24A H 1.055206 0.25486 0.332174 0.14 Uiso 1 1 calc R . . . .
H24B H 1.015646 0.210946 0.260124 0.14 Uiso 1 1 calc R . . . .
C25 C 1.0659(3) 0.4034(4) 0.2655(2) 0.1068(14) Uani 1 1 d D . . . .
H25A H 1.041686 0.416727 0.21983 0.16 Uiso 1 1 calc GR . . . .
H25B H 1.12954 0.385027 0.270409 0.16 Uiso 1 1 calc GR . . . .
H25C H 1.056404 0.483843 0.289634 0.16 Uiso 1 1 calc GR . . . .
C26 C 0.7844(2) 0.3401(3) 0.38960(16) 0.0699(9) Uani 1 1 d D . . . .
H26A H 0.803981 0.422631 0.370503 0.084 Uiso 1 1 calc R . . . .
H26B H 0.722653 0.35441 0.396147 0.084 Uiso 1 1 calc R . . . .
C27 C 0.8429(3) 0.3197(4) 0.45610(17) 0.0866(11) Uani 1 1 d D . . . .
H27A H 0.820328 0.243716 0.478447 0.104 Uiso 1 1 calc R . . . .
H27B H 0.904474 0.29968 0.450774 0.104 Uiso 1 1 calc R . . . .
C28 C 0.8410(3) 0.4469(4) 0.4960(2) 0.1130(15) Uani 1 1 d D . . . .
H28A H 0.779348 0.463425 0.502409 0.136 Uiso 1 1 calc R . . . .
H28B H 0.859349 0.522966 0.471557 0.136 Uiso 1 1 calc R . . . .
C29 C 0.9012(5) 0.4411(7) 0.5621(3) 0.166(2) Uani 1 1 d D . . . .
H29A H 0.963251 0.437118 0.55627 0.249 Uiso 1 1 calc GR . . . .
H29B H 0.886937 0.361665 0.585283 0.249 Uiso 1 1 calc GR . . . .
H29C H 0.891854 0.520776 0.586866 0.249 Uiso 1 1 calc GR . . . .
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 0 '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 0.006 '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 H1 116.5 . . ?
C7 N1 H1 116.5 . . ?
C7 N1 C1 127.0(3) . . ?
C7 N2 H2 116.1 . . ?
C7 N2 C8 127.8(3) . . ?
C8 N2 H2 116.1 . . ?
C2 C1 N1 117.1(3) . . ?
C2 C1 C6 118.7(3) . . ?
C6 C1 N1 124.2(3) . . ?
C1 C2 H2A 119.8 . . ?
C3 C2 C1 120.5(4) . . ?
C3 C2 H2A 119.8 . . ?
C2 C3 H3 120 . . ?
C4 C3 C2 120.0(4) . . ?
C4 C3 H3 120 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.9(4) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.3 . . ?
C4 C5 C6 121.4(4) . . ?
C6 C5 H5 119.3 . . ?
C1 C6 H6 120.3 . . ?
C5 C6 C1 119.4(4) . . ?
C5 C6 H6 120.3 . . ?
O1 C7 N1 124.6(3) . . ?
O1 C7 N2 123.4(3) . . ?
N1 C7 N2 112.0(3) . . ?
C9 C8 N2 117.9(3) . . ?
C9 C8 C13 117.1(3) . . ?
C13 C8 N2 125.0(3) . . ?
C8 C9 H9 119.1 . . ?
C10 C9 C8 121.8(3) . . ?
C10 C9 H9 119.1 . . ?
C9 C10 H10 118.8 . . ?
C9 C10 C11 122.3(3) . . ?
C11 C10 H10 118.8 . . ?
C10 C11 C11 122.9(3) . 3_765 ?
C10 C11 C12 114.9(3) . . ?
C12 C11 C11 122.2(3) . 3_765 ?
C11 C12 H12 118.4 . . ?
C13 C12 C11 123.2(3) . . ?
C13 C12 H12 118.4 . . ?
C8 C13 C12 120.5(3) . . ?
C8 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
O3 N3 O2 122.3(3) . . ?
O3 N3 O4 119.8(3) . . ?
O4 N3 O2 117.8(3) . . ?
C14 N4 C18 111.3(2) . . ?
C14 N4 C22 110.8(2) . . ?
C14 N4 C26 106.4(2) . . ?
C22 N4 C18 107.0(2) . . ?
C26 N4 C18 110.9(2) . . ?
C26 N4 C22 110.5(2) . . ?
N4 C14 H14A 108.1 . . ?
N4 C14 H14B 108.1 . . ?
H14A C14 H14B 107.3 . . ?
C15 C14 N4 116.8(3) . . ?
C15 C14 H14A 108.1 . . ?
C15 C14 H14B 108.1 . . ?
C14 C15 H15A 110 . . ?
C14 C15 H15B 110 . . ?
C14 C15 C16 108.5(3) . . ?
H15A C15 H15B 108.4 . . ?
C16 C15 H15A 110 . . ?
C16 C15 H15B 110 . . ?
C15 C16 H16A 108.3 . . ?
C15 C16 H16B 108.3 . . ?
H16A C16 H16B 107.4 . . ?
C17 C16 C15 115.8(5) . . ?
C17 C16 H16A 108.3 . . ?
C17 C16 H16B 108.3 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N4 C18 H18A 108.4 . . ?
N4 C18 H18B 108.4 . . ?
H18A C18 H18B 107.5 . . ?
C19 C18 N4 115.5(2) . . ?
C19 C18 H18A 108.4 . . ?
C19 C18 H18B 108.4 . . ?
C18 C19 H19A 109.8 . . ?
C18 C19 H19B 109.8 . . ?
C18 C19 C20 109.4(3) . . ?
H19A C19 H19B 108.2 . . ?
C20 C19 H19A 109.8 . . ?
C20 C19 H19B 109.8 . . ?
C19 C20 H20A 109 . . ?
C19 C20 H20B 109 . . ?
H20A C20 H20B 107.8 . . ?
C21 C20 C19 113.1(4) . . ?
C21 C20 H20A 109 . . ?
C21 C20 H20B 109 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N4 C22 H22A 108.8 . . ?
N4 C22 H22B 108.8 . . ?
H22A C22 H22B 107.7 . . ?
C23 C22 N4 114.0(2) . . ?
C23 C22 H22A 108.8 . . ?
C23 C22 H22B 108.8 . . ?
C22 C23 H23A 109.2 . . ?
C22 C23 H23B 109.2 . . ?
H23A C23 H23B 107.9 . . ?
C24 C23 C22 112.2(3) . . ?
C24 C23 H23A 109.2 . . ?
C24 C23 H23B 109.2 . . ?
C23 C24 H24A 108.9 . . ?
C23 C24 H24B 108.9 . . ?
H24A C24 H24B 107.7 . . ?
C25 C24 C23 113.4(3) . . ?
C25 C24 H24A 108.9 . . ?
C25 C24 H24B 108.9 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N4 C26 H26A 108.2 . . ?
N4 C26 H26B 108.2 . . ?
H26A C26 H26B 107.3 . . ?
C27 C26 N4 116.4(2) . . ?
C27 C26 H26A 108.2 . . ?
C27 C26 H26B 108.2 . . ?
C26 C27 H27A 109.9 . . ?
C26 C27 H27B 109.9 . . ?
H27A C27 H27B 108.3 . . ?
C28 C27 C26 109.1(3) . . ?
C28 C27 H27A 109.9 . . ?
C28 C27 H27B 109.9 . . ?
C27 C28 H28A 108.8 . . ?
C27 C28 H28B 108.8 . . ?
C27 C28 C29 113.7(4) . . ?
H28A C28 H28B 107.7 . . ?
C29 C28 H28A 108.8 . . ?
C29 C28 H28B 108.8 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
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 C7 1.220(4) . ?
N1 H1 0.86 . ?
N1 C1 1.416(4) . ?
N1 C7 1.365(4) . ?
N2 H2 0.86 . ?
N2 C7 1.374(4) . ?
N2 C8 1.403(4) . ?
C1 C2 1.387(5) . ?
C1 C6 1.387(5) . ?
C2 H2A 0.93 . ?
C2 C3 1.384(5) . ?
C3 H3 0.93 . ?
C3 C4 1.365(6) . ?
C4 H4 0.93 . ?
C4 C5 1.356(6) . ?
C5 H5 0.93 . ?
C5 C6 1.383(5) . ?
C6 H6 0.93 . ?
C8 C9 1.381(4) . ?
C8 C13 1.383(4) . ?
C9 H9 0.93 . ?
C9 C10 1.380(4) . ?
C10 H10 0.93 . ?
C10 C11 1.390(4) . ?
C11 C11 1.475(6) 3_765 ?
C11 C12 1.394(4) . ?
C12 H12 0.93 . ?
C12 C13 1.386(4) . ?
C13 H13 0.93 . ?
O2 N3 1.230(4) . ?
O3 N3 1.202(4) . ?
O4 N3 1.228(3) . ?
N4 C14 1.514(4) . ?
N4 C18 1.523(4) . ?
N4 C22 1.520(4) . ?
N4 C26 1.519(4) . ?
C14 H14A 0.97 . ?
C14 H14B 0.97 . ?
C14 C15 1.505(5) . ?
C15 H15A 0.97 . ?
C15 H15B 0.97 . ?
C15 C16 1.525(6) . ?
C16 H16A 0.97 . ?
C16 H16B 0.97 . ?
C16 C17 1.504(3) . ?
C17 H17A 0.96 . ?
C17 H17B 0.96 . ?
C17 H17C 0.96 . ?
C18 H18A 0.97 . ?
C18 H18B 0.97 . ?
C18 C19 1.509(4) . ?
C19 H19A 0.97 . ?
C19 H19B 0.97 . ?
C19 C20 1.525(5) . ?
C20 H20A 0.97 . ?
C20 H20B 0.97 . ?
C20 C21 1.505(2) . ?
C21 H21A 0.96 . ?
C21 H21B 0.96 . ?
C21 H21C 0.96 . ?
C22 H22A 0.97 . ?
C22 H22B 0.97 . ?
C22 C23 1.509(5) . ?
C23 H23A 0.97 . ?
C23 H23B 0.97 . ?
C23 C24 1.5024(19) . ?
C24 H24A 0.97 . ?
C24 H24B 0.97 . ?
C24 C25 1.502(3) . ?
C25 H25A 0.96 . ?
C25 H25B 0.96 . ?
C25 H25C 0.96 . ?
C26 H26A 0.97 . ?
C26 H26B 0.97 . ?
C26 C27 1.512(4) . ?
C27 H27A 0.97 . ?
C27 H27B 0.97 . ?
C27 C28 1.502(5) . ?
C28 H28A 0.97 . ?
C28 H28B 0.97 . ?
C28 C29 1.504(5) . ?
C29 H29A 0.96 . ?
C29 H29B 0.96 . ?
C29 H29C 0.96 . ?
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
N1 C1 C2 C3 178.2(3) . . . . ?
N1 C1 C6 C5 -177.0(3) . . . . ?
N2 C8 C9 C10 -176.2(3) . . . . ?
N2 C8 C13 C12 176.3(3) . . . . ?
C1 N1 C7 O1 -3.3(6) . . . . ?
C1 N1 C7 N2 176.9(3) . . . . ?
C1 C2 C3 C4 -0.4(5) . . . . ?
C2 C1 C6 C5 3.1(5) . . . . ?
C2 C3 C4 C5 1.5(6) . . . . ?
C3 C4 C5 C6 -0.3(6) . . . . ?
C4 C5 C6 C1 -2.1(6) . . . . ?
C6 C1 C2 C3 -1.9(5) . . . . ?
C7 N1 C1 C2 -163.0(3) . . . . ?
C7 N1 C1 C6 17.2(5) . . . . ?
C7 N2 C8 C9 -169.0(3) . . . . ?
C7 N2 C8 C13 12.9(5) . . . . ?
C8 N2 C7 O1 4.3(5) . . . . ?
C8 N2 C7 N1 -175.9(3) . . . . ?
C8 C9 C10 C11 -0.4(5) . . . . ?
C9 C8 C13 C12 -1.9(5) . . . . ?
C9 C10 C11 C11 179.7(3) . . . 3_765 ?
C9 C10 C11 C12 -1.3(4) . . . . ?
C10 C11 C12 C13 1.4(5) . . . . ?
C11 C11 C12 C13 -179.6(3) 3_765 . . . ?
C11 C12 C13 C8 0.1(5) . . . . ?
C13 C8 C9 C10 2.0(5) . . . . ?
N4 C14 C15 C16 178.6(3) . . . . ?
N4 C18 C19 C20 -175.3(3) . . . . ?
N4 C22 C23 C24 -179.1(4) . . . . ?
N4 C26 C27 C28 175.0(3) . . . . ?
C14 N4 C18 C19 -57.4(4) . . . . ?
C14 N4 C22 C23 58.4(4) . . . . ?
C14 N4 C26 C27 -177.6(3) . . . . ?
C14 C15 C16 C17 161.7(5) . . . . ?
C18 N4 C14 C15 -67.6(4) . . . . ?
C18 N4 C22 C23 179.9(3) . . . . ?
C18 N4 C26 C27 61.2(4) . . . . ?
C18 C19 C20 C21 -176.8(4) . . . . ?
C22 N4 C14 C15 51.3(4) . . . . ?
C22 N4 C18 C19 -178.5(3) . . . . ?
C22 N4 C26 C27 -57.3(4) . . . . ?
C22 C23 C24 C25 179.8(4) . . . . ?
C26 N4 C14 C15 171.4(3) . . . . ?
C26 N4 C18 C19 60.9(4) . . . . ?
C26 N4 C22 C23 -59.3(4) . . . . ?
C26 C27 C28 C29 -176.7(4) . . . . ?
