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#$Date: 2024-09-06 02:13:37 +0300 (Fri, 06 Sep 2024) $
#$Revision: 294424 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/33/7133337.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_7133337
loop_
_publ_author_name
'Balasubramani, Alagesan'
'Sudarshana, K. A.'
'Kushwaha, Roli'
'Chakravarty, Sumana'
'Pabbaraja, Srihari'
'Mehta, Goverdhan'
_publ_section_title
;
 One flask cascade approach to a complex
 pyrano[2,3-c]pyrazole-pyrazolone hybrid heterocyclic system and
 its initiatory neurobiological profiling.
;
_journal_issue                   64
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              8443
_journal_page_last               8446
_journal_paper_doi               10.1039/d4cc02813a
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C37 H28 N4 O2'
_chemical_formula_sum            'C37 H28 N4 O2'
_chemical_formula_weight         560.63
_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   geom
_audit_creation_method           SHELXL-2019/2
_audit_update_record
;
2024-01-10 deposited with the CCDC.	2024-07-11 downloaded from the CCDC.
;
_cell_angle_alpha                103.234(6)
_cell_angle_beta                 103.776(5)
_cell_angle_gamma                97.299(6)
_cell_formula_units_Z            2
_cell_length_a                   9.5486(18)
_cell_length_b                   9.8277(19)
_cell_length_c                   16.757(3)
_cell_measurement_reflns_used    9153
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      29.5595
_cell_measurement_theta_min      2.169
_cell_volume                     1459.0(5)
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            29082
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.503
_diffrn_reflns_theta_min         2.169
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6742
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_description       block
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.160
_refine_diff_density_max         0.159
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     390
_refine_ls_number_reflns         8710
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.0944
_refine_ls_R_factor_gt           0.0464
_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)+(0.0582P)²+0.1742P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1130
_refine_ls_wR_factor_ref         0.1388
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5031
_reflns_number_total             8710
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc02813a3.cif
_cod_data_source_block           KB1294_0m
_cod_depositor_comments
'Adding full bibliography for 7133337--7133339.cif.'
_cod_database_code               7133337
_shelx_shelxl_version_number     2019/2
_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   0.982
_shelx_estimated_absorpt_t_max   0.987
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
C1 C 1.2013(2) 1.1882(2) 0.92756(11) 0.0808(5) Uani 1 1 d . . . . .
H1 H 1.183389 1.154862 0.972522 0.097 Uiso 1 1 calc R U . . .
C2 C 1.2685(3) 1.3279(2) 0.94172(14) 0.1002(7) Uani 1 1 d . . . . .
H2 H 1.296545 1.387978 0.996798 0.120 Uiso 1 1 calc R U . . .
C3 C 1.2947(2) 1.3795(2) 0.87673(14) 0.0833(6) Uani 1 1 d . . . . .
H3 H 1.341037 1.473611 0.887449 0.100 Uiso 1 1 calc R U . . .
C4 C 1.25226(19) 1.2919(2) 0.79585(13) 0.0758(5) Uani 1 1 d . . . . .
H4 H 1.268389 1.326934 0.751076 0.091 Uiso 1 1 calc R U . . .
C5 C 1.18543(17) 1.15138(19) 0.77984(11) 0.0659(4) Uani 1 1 d . . . . .
H5 H 1.156836 1.092345 0.724455 0.079 Uiso 1 1 calc R U . . .
C6 C 1.16108(15) 1.09858(16) 0.84591(9) 0.0524(3) Uani 1 1 d . . . . .
C7 C 1.00823(15) 0.85862(16) 0.75705(8) 0.0503(3) Uani 1 1 d . . . . .
C8 C 0.97058(14) 0.72748(15) 0.78186(8) 0.0461(3) Uani 1 1 d . . . . .
C9 C 1.04438(15) 0.76301(16) 0.87226(8) 0.0505(3) Uani 1 1 d . . . . .
C10 C 1.0571(2) 0.6711(2) 0.93258(10) 0.0728(5) Uani 1 1 d . . . . .
H10A H 0.963583 0.647179 0.942865 0.109 Uiso 1 1 calc R U . . .
H10B H 1.128489 0.721687 0.985474 0.109 Uiso 1 1 calc R U . . .
H10C H 1.087537 0.585466 0.908080 0.109 Uiso 1 1 calc R U . . .
C11 C 0.87997(14) 0.60261(15) 0.72753(8) 0.0443(3) Uani 1 1 d . . . . .
C12 C 0.83079(14) 0.48649(15) 0.76425(8) 0.0462(3) Uani 1 1 d . . . . .
C13 C 0.73003(16) 0.50157(16) 0.81162(9) 0.0535(3) Uani 1 1 d . . . . .
H13 H 0.697334 0.587180 0.823609 0.064 Uiso 1 1 calc R U . . .
C14 C 0.67775(19) 0.39069(18) 0.84116(10) 0.0646(4) Uani 1 1 d . . . . .
H14 H 0.608503 0.401202 0.871736 0.077 Uiso 1 1 calc R U . . .
C15 C 0.7279(2) 0.26478(19) 0.82543(11) 0.0710(5) Uani 1 1 d . . . . .
H15 H 0.693436 0.190603 0.845908 0.085 Uiso 1 1 calc R U . . .
C16 C 0.8292(2) 0.2487(2) 0.77937(12) 0.0728(5) Uani 1 1 d . . . . .
H16 H 0.863404 0.163644 0.769022 0.087 Uiso 1 1 calc R U . . .
C17 C 0.88016(17) 0.35829(18) 0.74843(10) 0.0604(4) Uani 1 1 d . . . . .
H17 H 0.947847 0.346355 0.716869 0.072 Uiso 1 1 calc R U . . .
C18 C 0.83582(14) 0.58356(15) 0.63764(8) 0.0469(3) Uani 1 1 d . . . . .
H18 H 0.885901 0.651125 0.618374 0.056 Uiso 1 1 calc R U . . .
C19 C 0.72965(13) 0.47973(14) 0.57459(8) 0.0417(3) Uani 1 1 d . . . . .
C20 C 0.62296(13) 0.37431(14) 0.58713(8) 0.0434(3) Uani 1 1 d . . . . .
H20 H 0.622672 0.377306 0.642962 0.052 Uiso 1 1 calc R U . . .
C21 C 0.52373(13) 0.27187(14) 0.52409(7) 0.0413(3) Uani 1 1 d . . . . .
C22 C 0.60667(13) 0.36122(14) 0.42502(8) 0.0416(3) Uani 1 1 d . . . . .
C23 C 0.71279(13) 0.46749(14) 0.48510(8) 0.0416(3) Uani 1 1 d . . . . .
C24 C 0.78548(14) 0.53338(15) 0.43448(8) 0.0470(3) Uani 1 1 d . . . . .
C25 C 0.91227(16) 0.65553(17) 0.46110(10) 0.0598(4) Uani 1 1 d . . . . .
H25A H 0.932496 0.676755 0.411363 0.090 Uiso 1 1 calc R U . . .
H25B H 0.997288 0.630773 0.494078 0.090 Uiso 1 1 calc R U . . .
H25C H 0.888470 0.737519 0.494973 0.090 Uiso 1 1 calc R U . . .
C26 C 0.41988(13) 0.15804(14) 0.53433(8) 0.0430(3) Uani 1 1 d . . . . .
C27 C 0.44354(16) 0.12176(16) 0.61121(9) 0.0549(4) Uani 1 1 d . . . . .
H27 H 0.525936 0.169613 0.655886 0.066 Uiso 1 1 calc R U . . .
C28 C 0.34664(18) 0.01592(18) 0.62216(10) 0.0631(4) Uani 1 1 d . . . . .
H28 H 0.363543 -0.006844 0.674092 0.076 Uiso 1 1 calc R U . . .
C29 C 0.22476(18) -0.05626(18) 0.55633(12) 0.0670(4) Uani 1 1 d . . . . .
H29 H 0.158695 -0.127023 0.563920 0.080 Uiso 1 1 calc R U . . .
C30 C 0.20107(17) -0.02350(19) 0.47953(11) 0.0684(5) Uani 1 1 d . . . . .
H30 H 0.119171 -0.072913 0.434934 0.082 Uiso 1 1 calc R U . . .
C31 C 0.29806(15) 0.08252(16) 0.46784(9) 0.0555(4) Uani 1 1 d . . . . .
H31 H 0.281616 0.103247 0.415326 0.067 Uiso 1 1 calc R U . . .
C32 C 0.53824(15) 0.26584(15) 0.26531(8) 0.0459(3) Uani 1 1 d . . . . .
C33 C 0.39584(15) 0.19542(15) 0.25045(8) 0.0498(3) Uani 1 1 d . . . . .
H33 H 0.348378 0.210089 0.293266 0.060 Uiso 1 1 calc R U . . .
C34 C 0.32449(16) 0.10257(16) 0.17090(9) 0.0551(4) Uani 1 1 d . . . . .
H34 H 0.228459 0.055224 0.160265 0.066 Uiso 1 1 calc R U . . .
C35 C 0.39461(19) 0.08019(19) 0.10792(10) 0.0693(5) Uani 1 1 d . . . . .
H35 H 0.346301 0.017732 0.054766 0.083 Uiso 1 1 calc R U . . .
C36 C 0.5368(2) 0.1504(2) 0.12348(10) 0.0827(6) Uani 1 1 d . . . . .
H36 H 0.584286 0.134774 0.080726 0.099 Uiso 1 1 calc R U . . .
C37 C 0.60953(18) 0.2441(2) 0.20239(9) 0.0669(5) Uani 1 1 d . . . . .
H37 H 0.705368 0.291677 0.212721 0.080 Uiso 1 1 calc R U . . .
N1 N 1.09462(13) 0.95466(13) 0.83214(7) 0.0526(3) Uani 1 1 d . . . . .
N2 N 1.11602(13) 0.89425(14) 0.90089(7) 0.0563(3) Uani 1 1 d . . . . .
N3 N 0.61420(12) 0.36266(12) 0.34623(7) 0.0477(3) Uani 1 1 d . . . . .
N4 N 0.72733(13) 0.47107(13) 0.35193(7) 0.0529(3) Uani 1 1 d . . . . .
O1 O 0.97112(13) 0.88661(12) 0.68787(6) 0.0709(3) Uani 1 1 d . . . . .
O2 O 0.51041(9) 0.26285(10) 0.43864(5) 0.0459(2) Uani 1 1 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'
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
C2 C1 C6 119.30(18) . . ?
C2 C1 H1 120.4 . . ?
C6 C1 H1 120.4 . . ?
C3 C2 C1 121.41(19) . . ?
C3 C2 H2 119.3 . . ?
C1 C2 H2 119.3 . . ?
C2 C3 C4 119.31(19) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C5 120.53(18) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C6 C5 C4 120.09(16) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C1 119.32(16) . . ?
C5 C6 N1 121.70(13) . . ?
C1 C6 N1 118.97(15) . . ?
O1 C7 N1 124.71(14) . . ?
O1 C7 C8 130.89(12) . . ?
N1 C7 C8 104.34(11) . . ?
C11 C8 C9 130.48(13) . . ?
C11 C8 C7 125.06(12) . . ?
C9 C8 C7 104.44(11) . . ?
N2 C9 C8 111.77(13) . . ?
N2 C9 C10 118.02(12) . . ?
C8 C9 C10 130.06(14) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 C18 120.90(12) . . ?
C8 C11 C12 119.13(11) . . ?
C18 C11 C12 119.97(11) . . ?
C13 C12 C17 118.64(14) . . ?
C13 C12 C11 120.72(13) . . ?
C17 C12 C11 120.58(13) . . ?
C14 C13 C12 120.66(15) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C15 C14 C13 120.12(16) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 119.95(16) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 C17 120.25(17) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C16 C17 C12 120.37(16) . . ?
C16 C17 H17 119.8 . . ?
C12 C17 H17 119.8 . . ?
C19 C18 C11 129.84(13) . . ?
C19 C18 H18 115.1 . . ?
C11 C18 H18 115.1 . . ?
C18 C19 C23 121.73(12) . . ?
C18 C19 C20 126.66(12) . . ?
C23 C19 C20 111.61(10) . . ?
C21 C20 C19 125.07(12) . . ?
C21 C20 H20 117.5 . . ?
C19 C20 H20 117.5 . . ?
C20 C21 O2 121.86(11) . . ?
C20 C21 C26 126.65(12) . . ?
O2 C21 C26 111.49(10) . . ?
N3 C22 O2 122.01(11) . . ?
N3 C22 C23 110.24(11) . . ?
O2 C22 C23 127.69(11) . . ?
C22 C23 C24 102.99(11) . . ?
C22 C23 C19 119.36(11) . . ?
C24 C23 C19 137.50(11) . . ?
N4 C24 C23 111.51(11) . . ?
N4 C24 C25 118.49(12) . . ?
C23 C24 C25 129.99(12) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C31 C26 C27 118.47(13) . . ?
C31 C26 C21 121.42(12) . . ?
C27 C26 C21 120.10(11) . . ?
C28 C27 C26 120.89(13) . . ?
C28 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
C29 C28 C27 120.09(15) . . ?
C29 C28 H28 120.0 . . ?
C27 C28 H28 120.0 . . ?
C30 C29 C28 119.79(14) . . ?
C30 C29 H29 120.1 . . ?
C28 C29 H29 120.1 . . ?
C29 C30 C31 120.55(14) . . ?
C29 C30 H30 119.7 . . ?
C31 C30 H30 119.7 . . ?
C30 C31 C26 120.19(14) . . ?
C30 C31 H31 119.9 . . ?
C26 C31 H31 119.9 . . ?
C37 C32 C33 120.72(13) . . ?
C37 C32 N3 118.71(12) . . ?
C33 C32 N3 120.57(12) . . ?
C32 C33 C34 119.23(13) . . ?
C32 C33 H33 120.4 . . ?
C34 C33 H33 120.4 . . ?
C35 C34 C33 120.45(14) . . ?
C35 C34 H34 119.8 . . ?
C33 C34 H34 119.8 . . ?
C34 C35 C36 119.88(14) . . ?
C34 C35 H35 120.1 . . ?
C36 C35 H35 120.1 . . ?
C35 C36 C37 120.50(16) . . ?
C35 C36 H36 119.8 . . ?
C37 C36 H36 119.8 . . ?
C32 C37 C36 119.22(15) . . ?
C32 C37 H37 120.4 . . ?
C36 C37 H37 120.4 . . ?
C7 N1 N2 112.15(12) . . ?
C7 N1 C6 128.86(12) . . ?
N2 N1 C6 118.98(11) . . ?
C9 N2 N1 107.28(11) . . ?
C22 N3 N4 109.28(10) . . ?
C22 N3 C32 130.61(11) . . ?
N4 N3 C32 119.73(11) . . ?
C24 N4 N3 105.97(11) . . ?
C22 O2 C21 114.34(9) . . ?
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
C1 C2 1.381(3) . ?
C1 C6 1.381(2) . ?
C1 H1 0.9300 . ?
C2 C3 1.363(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.363(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.383(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.380(2) . ?
C5 H5 0.9300 . ?
C6 N1 1.4174(18) . ?
C7 O1 1.2331(16) . ?
C7 N1 1.3851(16) . ?
C7 C8 1.470(2) . ?
C8 C11 1.3882(18) . ?
C8 C9 1.4492(17) . ?
C9 N2 1.3030(18) . ?
C9 C10 1.497(2) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C18 1.4247(17) . ?
C11 C12 1.4914(19) . ?
C12 C13 1.387(2) . ?
C12 C17 1.392(2) . ?
C13 C14 1.381(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.375(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.376(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.382(2) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19 1.3852(17) . ?
C18 H18 0.9300 . ?
C19 C23 1.4445(17) . ?
C19 C20 1.4452(18) . ?
C20 C21 1.3495(17) . ?
C20 H20 0.9300 . ?
C21 O2 1.3882(14) . ?
C21 C26 1.4666(18) . ?
C22 N3 1.3424(16) . ?
C22 O2 1.3441(15) . ?
C22 C23 1.3766(17) . ?
C23 C24 1.4277(18) . ?
C24 N4 1.3254(17) . ?
C24 C25 1.4947(18) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 C31 1.3893(18) . ?
C26 C27 1.3894(19) . ?
C27 C28 1.377(2) . ?
C27 H27 0.9300 . ?
C28 C29 1.377(2) . ?
C28 H28 0.9300 . ?
C29 C30 1.371(2) . ?
C29 H29 0.9300 . ?
C30 C31 1.384(2) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C32 C37 1.377(2) . ?
C32 C33 1.3823(19) . ?
C32 N3 1.4268(16) . ?
C33 C34 1.3880(18) . ?
C33 H33 0.9300 . ?
C34 C35 1.371(2) . ?
C34 H34 0.9300 . ?
C35 C36 1.377(2) . ?
C35 H35 0.9300 . ?
C36 C37 1.386(2) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
N1 N2 1.3977(16) . ?
N3 N4 1.3867(15) . ?
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
C6 C1 C2 C3 0.6(4) . . . . ?
C1 C2 C3 C4 0.7(4) . . . . ?
C2 C3 C4 C5 -1.0(3) . . . . ?
C3 C4 C5 C6 0.0(3) . . . . ?
C4 C5 C6 C1 1.3(3) . . . . ?
C4 C5 C6 N1 -179.17(15) . . . . ?
C2 C1 C6 C5 -1.6(3) . . . . ?
C2 C1 C6 N1 178.85(18) . . . . ?
O1 C7 C8 C11 0.1(3) . . . . ?
N1 C7 C8 C11 177.44(13) . . . . ?
O1 C7 C8 C9 -178.17(16) . . . . ?
N1 C7 C8 C9 -0.86(14) . . . . ?
C11 C8 C9 N2 -177.74(14) . . . . ?
C7 C8 C9 N2 0.44(16) . . . . ?
C11 C8 C9 C10 6.8(3) . . . . ?
C7 C8 C9 C10 -175.02(16) . . . . ?
C9 C8 C11 C18 -170.79(13) . . . . ?
C7 C8 C11 C18 11.4(2) . . . . ?
C9 C8 C11 C12 8.2(2) . . . . ?
C7 C8 C11 C12 -169.65(13) . . . . ?
C8 C11 C12 C13 70.79(17) . . . . ?
C18 C11 C12 C13 -110.22(15) . . . . ?
C8 C11 C12 C17 -112.10(15) . . . . ?
C18 C11 C12 C17 66.89(17) . . . . ?
C17 C12 C13 C14 -1.2(2) . . . . ?
C11 C12 C13 C14 176.00(12) . . . . ?
C12 C13 C14 C15 1.5(2) . . . . ?
C13 C14 C15 C16 -0.7(3) . . . . ?
C14 C15 C16 C17 -0.3(3) . . . . ?
C15 C16 C17 C12 0.6(2) . . . . ?
C13 C12 C17 C16 0.1(2) . . . . ?
C11 C12 C17 C16 -177.06(13) . . . . ?
C8 C11 C18 C19 -168.52(14) . . . . ?
C12 C11 C18 C19 12.5(2) . . . . ?
C11 C18 C19 C23 -172.12(14) . . . . ?
C11 C18 C19 C20 8.9(2) . . . . ?
C18 C19 C20 C21 -177.93(14) . . . . ?
C23 C19 C20 C21 3.04(19) . . . . ?
C19 C20 C21 O2 -3.3(2) . . . . ?
C19 C20 C21 C26 176.06(13) . . . . ?
N3 C22 C23 C24 -0.05(15) . . . . ?
O2 C22 C23 C24 177.16(13) . . . . ?
N3 C22 C23 C19 -176.45(12) . . . . ?
O2 C22 C23 C19 0.8(2) . . . . ?
C18 C19 C23 C22 179.20(13) . . . . ?
C20 C19 C23 C22 -1.72(18) . . . . ?
C18 C19 C23 C24 4.4(3) . . . . ?
C20 C19 C23 C24 -176.53(15) . . . . ?
C22 C23 C24 N4 -0.12(16) . . . . ?
C19 C23 C24 N4 175.24(15) . . . . ?
C22 C23 C24 C25 -179.47(15) . . . . ?
C19 C23 C24 C25 -4.1(3) . . . . ?
C20 C21 C26 C31 162.55(14) . . . . ?
O2 C21 C26 C31 -18.06(18) . . . . ?
C20 C21 C26 C27 -18.7(2) . . . . ?
O2 C21 C26 C27 160.74(12) . . . . ?
C31 C26 C27 C28 -1.6(2) . . . . ?
C21 C26 C27 C28 179.52(14) . . . . ?
C26 C27 C28 C29 0.4(3) . . . . ?
C27 C28 C29 C30 0.7(3) . . . . ?
C28 C29 C30 C31 -0.6(3) . . . . ?
C29 C30 C31 C26 -0.7(3) . . . . ?
C27 C26 C31 C30 1.8(2) . . . . ?
C21 C26 C31 C30 -179.39(14) . . . . ?
C37 C32 C33 C34 -0.4(2) . . . . ?
N3 C32 C33 C34 179.59(13) . . . . ?
C32 C33 C34 C35 0.4(2) . . . . ?
C33 C34 C35 C36 -0.1(3) . . . . ?
C34 C35 C36 C37 -0.2(3) . . . . ?
C33 C32 C37 C36 0.0(3) . . . . ?
N3 C32 C37 C36 -179.92(16) . . . . ?
C35 C36 C37 C32 0.3(3) . . . . ?
O1 C7 N1 N2 178.56(14) . . . . ?
C8 C7 N1 N2 1.04(15) . . . . ?
O1 C7 N1 C6 -2.2(2) . . . . ?
C8 C7 N1 C6 -179.67(13) . . . . ?
C5 C6 N1 C7 -20.5(2) . . . . ?
C1 C6 N1 C7 159.05(17) . . . . ?
C5 C6 N1 N2 158.80(14) . . . . ?
C1 C6 N1 N2 -21.7(2) . . . . ?
C8 C9 N2 N1 0.18(16) . . . . ?
C10 C9 N2 N1 176.24(13) . . . . ?
C7 N1 N2 C9 -0.80(17) . . . . ?
C6 N1 N2 C9 179.83(13) . . . . ?
O2 C22 N3 N4 -177.20(12) . . . . ?
C23 C22 N3 N4 0.20(16) . . . . ?
O2 C22 N3 C32 -4.5(2) . . . . ?
C23 C22 N3 C32 172.93(13) . . . . ?
C37 C32 N3 C22 -146.93(16) . . . . ?
C33 C32 N3 C22 33.1(2) . . . . ?
C37 C32 N3 N4 25.2(2) . . . . ?
C33 C32 N3 N4 -154.79(14) . . . . ?
C23 C24 N4 N3 0.23(16) . . . . ?
C25 C24 N4 N3 179.67(13) . . . . ?
C22 N3 N4 C24 -0.26(16) . . . . ?
C32 N3 N4 C24 -173.91(12) . . . . ?
N3 C22 O2 C21 176.25(12) . . . . ?
C23 C22 O2 C21 -0.67(19) . . . . ?
C20 C21 O2 C22 1.83(18) . . . . ?
C26 C21 O2 C22 -177.59(11) . . . . ?
