#------------------------------------------------------------------------------
#$Date: 2025-11-28 22:56:13 +0100 (Fri 28 de Nov de 2025) $
#$Revision: 303477 $
#$URL: svn://www.crystallography.net/cod/cif/7/16/08/7160892.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_7160892
loop_
_publ_author_name
'Gapare, Rosinah Liandrah'
'Diaz-Rodriguez, Roberto M'
'Williams, Victoria A.'
'Atwood, Mark'
'Cotnam, Michael J.'
'Hilborn, James W.'
'Johnson, Erin R.'
'Robertson, Katherine N.'
'Thompson, Alison'
_publ_section_title
;
 Reactivity of an aza-dipyrrin and an aza-BODIPY motif bearing two
 2-pyridyl units: an emissive NNN binding pocket.
;
_journal_issue                   45
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              10391
_journal_page_last               10397
_journal_paper_doi               10.1039/d5ob01628b
_journal_volume                  23
_journal_year                    2025
_chemical_formula_moiety         'C30 H23 N5, 2(Cl O4)'
_chemical_formula_sum            'C30 H23 Cl2 N5 O8'
_chemical_formula_weight         652.43
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2025-09-08 deposited with the CCDC.	2025-10-27 downloaded from the CCDC.
;
_cell_angle_alpha                109.4969(16)
_cell_angle_beta                 101.7973(17)
_cell_angle_gamma                94.2487(18)
_cell_formula_units_Z            2
_cell_length_a                   7.2115(3)
_cell_length_b                   12.6602(6)
_cell_length_c                   16.8614(8)
_cell_measurement_reflns_used    9659
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30.5093
_cell_measurement_theta_min      2.6426
_cell_volume                     1403.51(11)
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_collection       'Bruker Instrument Service v8.5.0.11 RC8'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2015)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 '100 \\times 140 mm^2^ CMOS sensor'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'κ--geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            101865
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.522
_diffrn_reflns_theta_min         2.522
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'Incoatec I\mS 3.0'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.295
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7093
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015)
J. Appl. Cryst. 48, 3-10
;
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_diffrn    1.544
_exptl_crystal_description       'flat rod'
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.258
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.024
_refine_diff_density_max         0.375
_refine_diff_density_min         -0.604
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     461
_refine_ls_number_reflns         8574
_refine_ls_number_restraints     127
_refine_ls_restrained_S_all      1.130
_refine_ls_R_factor_all          0.0633
_refine_ls_R_factor_gt           0.0444
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0468P)²+1.1318P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1068
_refine_ls_wR_factor_ref         0.1291
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6913
_reflns_number_total             8574
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5ob01628b2.cif
_cod_data_source_block           cmpd6b_AT036
_cod_database_code               7160892
_shelx_shelxl_version_number     2019/3
_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   0.928
_shelx_estimated_absorpt_t_max   0.993
_diffrn_source_source            'microfocus sealed tube'
loop_
_space_group_symop_operation_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_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
Cl1 Cl 0.58075(6) 0.14261(3) 0.35224(2) 0.02737(9) Uani 1 1 d . . . . .
O1 O 0.5955(2) 0.02881(11) 0.34912(9) 0.0389(3) Uani 1 1 d . . . . .
O2 O 0.4891(2) 0.19753(12) 0.42040(9) 0.0391(3) Uani 1 1 d . . . . .
O3 O 0.7699(2) 0.20465(13) 0.37143(10) 0.0426(3) Uani 1 1 d . . . . .
O4 O 0.4700(2) 0.14030(14) 0.27017(9) 0.0459(4) Uani 1 1 d . . . . .
Cl2A Cl 0.7637(3) 0.69235(17) 0.36012(11) 0.0255(2) Uani 0.708(4) 1 d D . P A 1
O5A O 0.8859(3) 0.6772(2) 0.30160(17) 0.0472(7) Uani 0.708(4) 1 d D U P A 1
O6A O 0.8754(4) 0.75348(19) 0.44674(15) 0.0511(7) Uani 0.708(4) 1 d D U P A 1
O7A O 0.6767(5) 0.5863(4) 0.3564(3) 0.0500(9) Uani 0.708(4) 1 d D U P A 1
O8A O 0.6210(4) 0.7582(3) 0.3376(2) 0.0499(7) Uani 0.708(4) 1 d D U P A 1
Cl2B Cl 0.7419(8) 0.6705(5) 0.3389(3) 0.0352(9) Uani 0.292(4) 1 d D . P A 2
O5B O 0.9252(7) 0.7414(5) 0.3753(6) 0.064(2) Uani 0.292(4) 1 d D U P A 2
O6B O 0.6999(11) 0.6254(6) 0.2463(4) 0.065(2) Uani 0.292(4) 1 d D U P A 2
O7B O 0.7440(12) 0.5749(8) 0.3661(7) 0.0364(16) Uani 0.292(4) 1 d D U P A 2
O8B O 0.5946(10) 0.7335(8) 0.3678(6) 0.063(2) Uani 0.292(4) 1 d D U P A 2
N1 N 0.17767(19) 0.65585(11) 0.07680(8) 0.0224(2) Uani 1 1 d D . . . .
H1N H 0.197(3) 0.5855(14) 0.0466(14) 0.034 Uiso 1 1 d D U . . .
N2 N 0.21904(18) 0.62094(11) 0.21202(8) 0.0213(2) Uani 1 1 d . . . . .
N3 N 0.27641(19) 0.46335(11) 0.09596(8) 0.0232(2) Uani 1 1 d . . . . .
N4 N 0.28431(18) 0.84899(11) 0.34686(8) 0.0222(2) Uani 1 1 d D . . . .
H4N H 0.359(3) 0.7982(16) 0.3338(14) 0.033 Uiso 1 1 d D U . . .
N5 N 0.2115(2) 0.56267(11) 0.35955(9) 0.0246(3) Uani 1 1 d D . . . .
H5N H 0.181(3) 0.6097(18) 0.3296(14) 0.037 Uiso 1 1 d D U . . .
C1 C 0.1467(2) 0.74468(13) 0.04987(10) 0.0223(3) Uani 1 1 d . . . . .
C2 C 0.1344(2) 0.83690(13) 0.12164(10) 0.0230(3) Uani 1 1 d . . . . .
H2 H 0.111024 0.909760 0.121630 0.028 Uiso 1 1 calc R U . . .
C3 C 0.1629(2) 0.80279(12) 0.19371(9) 0.0211(3) Uani 1 1 d . . . . .
C4 C 0.1901(2) 0.68782(13) 0.16411(9) 0.0213(3) Uani 1 1 d . . . . .
C5 C 0.2566(2) 0.51763(12) 0.17966(9) 0.0210(3) Uani 1 1 d . . . . .
C6 C 0.2853(2) 0.44137(12) 0.22903(9) 0.0204(3) Uani 1 1 d . . . . .
C7 C 0.3246(2) 0.34448(13) 0.17420(10) 0.0224(3) Uani 1 1 d . . . . .
H7 H 0.351822 0.278620 0.186671 0.027 Uiso 1 1 calc R U . . .
C8 C 0.3165(2) 0.36169(13) 0.09193(10) 0.0215(3) Uani 1 1 d . . . . .
C9 C 0.1418(2) 0.73598(14) -0.03913(10) 0.0243(3) Uani 1 1 d . . . . .
C10 C 0.1828(2) 0.63896(16) -0.09851(11) 0.0294(3) Uani 1 1 d . . . . .
H10 H 0.207348 0.575725 -0.081814 0.035 Uiso 1 1 calc R U . . .
C11 C 0.1882(3) 0.63367(19) -0.18162(12) 0.0373(4) Uani 1 1 d . . . . .
H11 H 0.217450 0.567393 -0.221113 0.045 Uiso 1 1 calc R U . . .
C12 C 0.1511(3) 0.7248(2) -0.20687(12) 0.0439(5) Uani 1 1 d . . . . .
H12 H 0.156530 0.721741 -0.263407 0.053 Uiso 1 1 calc R U . . .
C13 C 0.1060(3) 0.82051(19) -0.14944(13) 0.0435(5) Uani 1 1 d . . . . .
H13 H 0.078112 0.882561 -0.167167 0.052 Uiso 1 1 calc R U . . .
C14 C 0.1012(3) 0.82663(16) -0.06591(12) 0.0330(4) Uani 1 1 d . . . . .
H14 H 0.070189 0.892758 -0.026992 0.040 Uiso 1 1 calc R U . . .
C15 C 0.1697(2) 0.87225(12) 0.28259(10) 0.0210(3) Uani 1 1 d . . . . .
C16 C 0.0676(2) 0.96192(14) 0.30638(11) 0.0262(3) Uani 1 1 d . . . . .
H16 H -0.014987 0.980534 0.263014 0.031 Uiso 1 1 calc R U . . .
C17 C 0.0860(2) 1.02420(14) 0.39333(11) 0.0292(3) Uani 1 1 d . . . . .
H17 H 0.018723 1.086679 0.409438 0.035 Uiso 1 1 calc R U . . .
C18 C 0.2031(2) 0.99534(14) 0.45713(11) 0.0278(3) Uani 1 1 d . . . . .
H18 H 0.214152 1.036296 0.516875 0.033 Uiso 1 1 calc R U . . .
C19 C 0.3021(2) 0.90657(14) 0.43179(10) 0.0258(3) Uani 1 1 d . . . . .
H19 H 0.383321 0.885640 0.474189 0.031 Uiso 1 1 calc R U . . .
C20 C 0.2680(2) 0.46384(12) 0.31723(9) 0.0213(3) Uani 1 1 d . . . . .
C21 C 0.3017(2) 0.38838(14) 0.35992(10) 0.0270(3) Uani 1 1 d . . . . .
H21 H 0.339441 0.317923 0.331631 0.032 Uiso 1 1 calc R U . . .
C22 C 0.2804(3) 0.41548(16) 0.44406(11) 0.0309(3) Uani 1 1 d . . . . .
H22 H 0.301085 0.362956 0.472931 0.037 Uiso 1 1 calc R U . . .
C23 C 0.2289(2) 0.51938(16) 0.48602(11) 0.0302(3) Uani 1 1 d . . . . .
H23 H 0.218374 0.539844 0.544313 0.036 Uiso 1 1 calc R U . . .
C24 C 0.1935(2) 0.59204(15) 0.44166(11) 0.0286(3) Uani 1 1 d . . . . .
H24 H 0.156329 0.663065 0.469000 0.034 Uiso 1 1 calc R U . . .
C25 C 0.3427(2) 0.27793(13) 0.01296(10) 0.0233(3) Uani 1 1 d . . . . .
C26 C 0.3726(2) 0.16890(14) 0.01022(11) 0.0290(3) Uani 1 1 d . . . . .
H26 H 0.377379 0.149378 0.060251 0.035 Uiso 1 1 calc R U . . .
C27 C 0.3953(3) 0.08913(16) -0.06580(13) 0.0353(4) Uani 1 1 d . . . . .
H27 H 0.415818 0.015233 -0.067479 0.042 Uiso 1 1 calc R U . . .
C28 C 0.3882(3) 0.11695(18) -0.13910(12) 0.0389(4) Uani 1 1 d . . . . .
H28 H 0.403756 0.062137 -0.190823 0.047 Uiso 1 1 calc R U . . .
C29 C 0.3583(3) 0.22466(19) -0.13704(11) 0.0369(4) Uani 1 1 d . . . . .
H29 H 0.352850 0.243433 -0.187430 0.044 Uiso 1 1 calc R U . . .
C30 C 0.3363(2) 0.30515(16) -0.06142(11) 0.0301(3) Uani 1 1 d . . . . .
H30 H 0.316887 0.379046 -0.060142 0.036 Uiso 1 1 calc R U . . .
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'
Cl Cl 0.1484 0.1585 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cl1 O4 109.78(9) . . ?
O1 Cl1 O3 109.39(9) . . ?
O4 Cl1 O3 109.92(10) . . ?
O1 Cl1 O2 109.01(9) . . ?
O4 Cl1 O2 109.98(9) . . ?
O3 Cl1 O2 108.73(9) . . ?
O7A Cl2A O5A 110.7(3) . . ?
O7A Cl2A O6A 108.7(3) . . ?
O5A Cl2A O6A 109.1(2) . . ?
O7A Cl2A O8A 110.9(3) . . ?
O5A Cl2A O8A 108.4(2) . . ?
O6A Cl2A O8A 108.9(2) . . ?
O6B Cl2B O7B 106.1(6) . . ?
O6B Cl2B O5B 111.5(7) . . ?
O7B Cl2B O5B 109.4(6) . . ?
O6B Cl2B O8B 110.5(6) . . ?
O7B Cl2B O8B 109.3(7) . . ?
O5B Cl2B O8B 109.9(6) . . ?
C1 N1 C4 110.33(13) . . ?
C1 N1 H1N 129.4(15) . . ?
C4 N1 H1N 120.1(15) . . ?
C5 N2 C4 121.94(13) . . ?
C8 N3 C5 106.22(12) . . ?
C19 N4 C15 123.63(14) . . ?
C19 N4 H4N 116.8(15) . . ?
C15 N4 H4N 119.3(15) . . ?
C24 N5 C20 123.12(14) . . ?
C24 N5 H5N 119.3(15) . . ?
C20 N5 H5N 117.5(15) . . ?
N1 C1 C2 107.73(13) . . ?
N1 C1 C9 121.54(14) . . ?
C2 C1 C9 130.63(14) . . ?
C1 C2 C3 107.82(13) . . ?
C1 C2 H2 126.1 . . ?
C3 C2 H2 126.1 . . ?
C2 C3 C4 107.03(13) . . ?
C2 C3 C15 126.97(14) . . ?
C4 C3 C15 125.98(13) . . ?
N2 C4 N1 126.15(14) . . ?
N2 C4 C3 126.77(14) . . ?
N1 C4 C3 107.07(13) . . ?
N2 C5 N3 126.64(13) . . ?
N2 C5 C6 123.67(13) . . ?
N3 C5 C6 109.69(12) . . ?
C7 C6 C20 127.16(14) . . ?
C7 C6 C5 105.89(13) . . ?
C20 C6 C5 126.91(13) . . ?
C6 C7 C8 106.29(13) . . ?
C6 C7 H7 126.9 . . ?
C8 C7 H7 126.9 . . ?
N3 C8 C25 122.52(14) . . ?
N3 C8 C7 111.90(13) . . ?
C25 C8 C7 125.55(14) . . ?
C14 C9 C10 118.48(15) . . ?
C14 C9 C1 120.26(15) . . ?
C10 C9 C1 121.24(15) . . ?
C11 C10 C9 120.93(18) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C12 C11 C10 120.03(19) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C13 119.72(17) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C12 C13 C14 120.57(19) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C13 C14 C9 120.25(19) . . ?
C13 C14 H14 119.9 . . ?
C9 C14 H14 119.9 . . ?
N4 C15 C16 117.57(14) . . ?
N4 C15 C3 117.89(13) . . ?
C16 C15 C3 124.54(14) . . ?
C17 C16 C15 120.08(15) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C17 C18 120.12(15) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C19 C18 C17 118.53(15) . . ?
C19 C18 H18 120.7 . . ?
C17 C18 H18 120.7 . . ?
N4 C19 C18 120.05(15) . . ?
N4 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
N5 C20 C21 118.01(14) . . ?
N5 C20 C6 118.58(13) . . ?
C21 C20 C6 123.39(14) . . ?
C20 C21 C22 120.06(15) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?
C21 C22 C23 119.97(15) . . ?
C21 C22 H22 120.0 . . ?
C23 C22 H22 120.0 . . ?
C24 C23 C22 118.75(15) . . ?
C24 C23 H23 120.6 . . ?
C22 C23 H23 120.6 . . ?
N5 C24 C23 120.03(15) . . ?
N5 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C26 C25 C30 119.17(15) . . ?
C26 C25 C8 120.43(14) . . ?
C30 C25 C8 120.40(15) . . ?
C27 C26 C25 119.98(17) . . ?
C27 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C28 C27 C26 120.33(18) . . ?
C28 C27 H27 119.8 . . ?
C26 C27 H27 119.8 . . ?
C27 C28 C29 120.09(16) . . ?
C27 C28 H28 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C29 C30 120.10(18) . . ?
C28 C29 H29 120.0 . . ?
C30 C29 H29 120.0 . . ?
C29 C30 C25 120.32(18) . . ?
C29 C30 H30 119.8 . . ?
C25 C30 H30 119.8 . . ?
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
Cl1 O1 1.4368(13) . ?
Cl1 O4 1.4393(14) . ?
Cl1 O3 1.4398(15) . ?
Cl1 O2 1.4442(13) . ?
Cl2A O7A 1.416(4) . ?
Cl2A O5A 1.429(3) . ?
Cl2A O6A 1.433(2) . ?
Cl2A O8A 1.441(3) . ?
Cl2B O6B 1.429(7) . ?
Cl2B O7B 1.429(9) . ?
Cl2B O5B 1.433(7) . ?
Cl2B O8B 1.442(8) . ?
N1 C1 1.3631(19) . ?
N1 C4 1.3717(19) . ?
N1 H1N 0.905(15) . ?
N2 C5 1.3107(19) . ?
N2 C4 1.3517(19) . ?
N3 C8 1.3227(19) . ?
N3 C5 1.3908(19) . ?
N4 C19 1.347(2) . ?
N4 C15 1.3518(19) . ?
N4 H4N 0.872(15) . ?
N5 C24 1.345(2) . ?
N5 C20 1.3561(19) . ?
N5 H5N 0.912(16) . ?
C1 C2 1.397(2) . ?
C1 C9 1.460(2) . ?
C2 C3 1.402(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.415(2) . ?
C3 C15 1.451(2) . ?
C5 C6 1.471(2) . ?
C6 C7 1.357(2) . ?
C6 C20 1.452(2) . ?
C7 C8 1.465(2) . ?
C7 H7 0.9500 . ?
C8 C25 1.457(2) . ?
C9 C14 1.396(2) . ?
C9 C10 1.398(2) . ?
C10 C11 1.389(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.383(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.384(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.392(3) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 C16 1.390(2) . ?
C16 C17 1.386(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.393(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.370(2) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 C21 1.383(2) . ?
C21 C22 1.388(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.388(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.374(2) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C26 1.400(2) . ?
C25 C30 1.400(2) . ?
C26 C27 1.391(2) . ?
C26 H26 0.9500 . ?
C27 C28 1.386(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.386(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.389(2) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
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
_geom_hbond_publ_flag
N1 H1N N3 0.905(15) 2.05(2) 2.6906(18) 126.7(19) . yes
N4 H4N O8A^a 0.872(15) 1.983(18) 2.773(3) 150(2) . yes
N4 H4N O8B^b 0.872(15) 2.000(19) 2.788(7) 150(2) . yes
N4 H4N N2 0.872(15) 2.45(2) 2.9505(18) 116.8(17) . yes
N5 H5N O5A^a 0.912(16) 2.37(2) 3.013(3) 127.6(18) 1_455 yes
N5 H5N O5B^b 0.912(16) 2.64(2) 3.157(6) 116.9(17) 1_455 yes
N5 H5N N2 0.912(16) 2.11(2) 2.8302(18) 135.7(19) . 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 N1 C1 C2 -1.28(17) . . . . ?
C4 N1 C1 C9 175.42(13) . . . . ?
N1 C1 C2 C3 1.24(17) . . . . ?
C9 C1 C2 C3 -175.05(15) . . . . ?
C1 C2 C3 C4 -0.74(17) . . . . ?
C1 C2 C3 C15 177.48(14) . . . . ?
C5 N2 C4 N1 6.5(2) . . . . ?
C5 N2 C4 C3 -174.96(15) . . . . ?
C1 N1 C4 N2 179.57(14) . . . . ?
C1 N1 C4 C3 0.81(17) . . . . ?
C2 C3 C4 N2 -178.77(14) . . . . ?
C15 C3 C4 N2 3.0(3) . . . . ?
C2 C3 C4 N1 -0.02(17) . . . . ?
C15 C3 C4 N1 -178.27(14) . . . . ?
C4 N2 C5 N3 1.6(2) . . . . ?
C4 N2 C5 C6 -178.81(14) . . . . ?
C8 N3 C5 N2 179.04(15) . . . . ?
C8 N3 C5 C6 -0.64(16) . . . . ?
N2 C5 C6 C7 -178.73(14) . . . . ?
N3 C5 C6 C7 0.97(17) . . . . ?
N2 C5 C6 C20 3.4(2) . . . . ?
N3 C5 C6 C20 -176.92(14) . . . . ?
C20 C6 C7 C8 177.03(14) . . . . ?
C5 C6 C7 C8 -0.85(16) . . . . ?
C5 N3 C8 C25 178.34(13) . . . . ?
C5 N3 C8 C7 0.10(17) . . . . ?
C6 C7 C8 N3 0.51(18) . . . . ?
C6 C7 C8 C25 -177.66(14) . . . . ?
N1 C1 C9 C14 177.12(15) . . . . ?
C2 C1 C9 C14 -7.0(3) . . . . ?
N1 C1 C9 C10 -4.8(2) . . . . ?
C2 C1 C9 C10 171.06(16) . . . . ?
C14 C9 C10 C11 1.7(2) . . . . ?
C1 C9 C10 C11 -176.44(15) . . . . ?
C9 C10 C11 C12 -0.6(3) . . . . ?
C10 C11 C12 C13 -0.9(3) . . . . ?
C11 C12 C13 C14 1.2(3) . . . . ?
C12 C13 C14 C9 -0.1(3) . . . . ?
C10 C9 C14 C13 -1.4(3) . . . . ?
C1 C9 C14 C13 176.77(16) . . . . ?
C19 N4 C15 C16 1.0(2) . . . . ?
C19 N4 C15 C3 -179.52(14) . . . . ?
C2 C3 C15 N4 -148.07(15) . . . . ?
C4 C3 C15 N4 29.8(2) . . . . ?
C2 C3 C15 C16 31.3(2) . . . . ?
C4 C3 C15 C16 -150.78(16) . . . . ?
N4 C15 C16 C17 0.3(2) . . . . ?
C3 C15 C16 C17 -179.07(15) . . . . ?
C15 C16 C17 C18 -1.6(3) . . . . ?
C16 C17 C18 C19 1.6(3) . . . . ?
C15 N4 C19 C18 -1.1(2) . . . . ?
C17 C18 C19 N4 -0.3(3) . . . . ?
C24 N5 C20 C21 2.4(2) . . . . ?
C24 N5 C20 C6 -179.09(15) . . . . ?
C7 C6 C20 N5 -174.34(15) . . . . ?
C5 C6 C20 N5 3.1(2) . . . . ?
C7 C6 C20 C21 4.1(3) . . . . ?
C5 C6 C20 C21 -178.49(15) . . . . ?
N5 C20 C21 C22 -1.0(2) . . . . ?
C6 C20 C21 C22 -179.41(16) . . . . ?
C20 C21 C22 C23 -1.3(3) . . . . ?
C21 C22 C23 C24 2.2(3) . . . . ?
C20 N5 C24 C23 -1.5(3) . . . . ?
C22 C23 C24 N5 -0.9(3) . . . . ?
N3 C8 C25 C26 -175.81(15) . . . . ?
C7 C8 C25 C26 2.2(2) . . . . ?
N3 C8 C25 C30 3.5(2) . . . . ?
C7 C8 C25 C30 -178.47(15) . . . . ?
C30 C25 C26 C27 -0.1(2) . . . . ?
C8 C25 C26 C27 179.29(15) . . . . ?
C25 C26 C27 C28 -0.1(3) . . . . ?
C26 C27 C28 C29 0.0(3) . . . . ?
C27 C28 C29 C30 0.3(3) . . . . ?
C28 C29 C30 C25 -0.5(3) . . . . ?
C26 C25 C30 C29 0.4(2) . . . . ?
C8 C25 C30 C29 -178.98(15) . . . . ?
