#------------------------------------------------------------------------------
#$Date: 2024-06-28 12:32:51 +0300 (Fri, 28 Jun 2024) $
#$Revision: 292638 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/22/7132264.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_7132264
loop_
_publ_author_name
'Reddy, Mokilla Ramachandra'
'Eerappa , Rajakumara'
'Gedu, Satyanarayana'
_publ_section_title
;
 Transition Metal-Free and Temperature Dependent One-Pot Access to
 Phenanthrene-Fused Heterocycles via 1,3-Dipolar Cycloaddition Pathway
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D3CC04473D
_journal_year                    2023
_chemical_formula_moiety         'C18 H14 N2 O2'
_chemical_formula_sum            'C18 H14 N2 O2'
_chemical_formula_weight         290.31
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2023-08-08
_audit_creation_method
;
Olex2 1.5-alpha
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6804)
;
_audit_update_record
;
2023-09-08 deposited with the CCDC.	2023-10-25 downloaded from the CCDC.
;
_cell_angle_alpha                94.848(2)
_cell_angle_beta                 105.5620(10)
_cell_angle_gamma                90.870(2)
_cell_formula_units_Z            4
_cell_length_a                   8.8096(4)
_cell_length_b                   10.4907(5)
_cell_length_c                   16.2330(7)
_cell_measurement_reflns_used    7446
_cell_measurement_temperature    297.00
_cell_measurement_theta_max      23.44
_cell_measurement_theta_min      2.40
_cell_volume                     1438.95(11)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      297.00
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-III Photon II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0786
_diffrn_reflns_av_unetI/netI     0.0475
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            46378
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.170
_diffrn_reflns_theta_min         1.950
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.5892
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1040 before and 0.0740 after correction.
The Ratio of minimum to maximum transmission is 0.7903.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'metallic light colourless'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_description       block
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.056
_exptl_crystal_size_mid          0.045
_exptl_crystal_size_min          0.023
_refine_diff_density_max         0.546
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       0.018(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     402
_refine_ls_number_reflns         6389
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.1215
_refine_ls_R_factor_gt           0.0675
_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)+(0.0873P)²+0.5454P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1766
_refine_ls_wR_factor_ref         0.2103
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3640
_reflns_number_total             6389
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc04473d2.cif
_cod_data_source_block           mo_gs_rc_1_mi_2_0m
_cod_depositor_comments
;

2024-06-28
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C36 H28 N4 O4'
_cod_original_formula_weight         580.62
_cod_original_formula_moiety         '2(C18 H14 N2 O2)'
_cod_original_formula_units_Z            2
_cod_database_code               7132264
_shelx_shelxl_version_number     2019/1
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C36(H36), C35(H35), C29(H29), C11(H11), C34(H34), C31(H31), C32(H32),
 C30(H30), C33(H33), C18(H18), C15(H15), C17(H17), C12(H12), C16(H16), C14(H14),
  C13(H13)
2.b Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C19(H19A,H19B,H19C), C3(H3A,H3B,H3C), C1(H1A,H1B,H1C)
;
_olex2_exptl_crystal_mounting_method 'Nylon loop'
_olex2_submission_special_instructions 'No special instructions were received'
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
N3 N 0.2701(3) 0.4555(2) 0.91385(14) 0.0619(6) Uani 1 1 d . . . . .
O2 O 0.2444(3) 0.3274(2) 1.05244(13) 0.0854(6) Uani 1 1 d . . . . .
N4 N 0.3140(3) 0.5131(2) 0.85291(14) 0.0648(6) Uani 1 1 d . . . . .
N2 N -0.2985(3) -0.1657(2) 0.49155(15) 0.0766(7) Uani 1 1 d . . . . .
N1 N -0.1925(3) -0.1999(2) 0.56235(16) 0.0759(7) Uani 1 1 d . . . . .
O1 O 0.3764(4) 0.1697(3) 1.0130(2) 0.1284(11) Uani 1 1 d . . . . .
O3 O -0.4682(3) -0.0516(3) 0.34751(16) 0.1086(8) Uani 1 1 d . . . . .
C28 C 0.6192(3) 0.2794(2) 0.89815(15) 0.0544(6) Uani 1 1 d . . . . .
C25 C 0.5268(3) 0.4807(2) 0.78251(16) 0.0583(6) Uani 1 1 d . . . . .
C22 C 0.3650(3) 0.3579(2) 0.94349(16) 0.0566(6) Uani 1 1 d . . . . .
C27 C 0.7071(3) 0.3085(2) 0.83990(16) 0.0559(6) Uani 1 1 d . . . . .
C24 C 0.4420(3) 0.4517(2) 0.84357(16) 0.0557(6) Uani 1 1 d . . . . .
C23 C 0.4807(3) 0.3536(2) 0.89818(15) 0.0537(6) Uani 1 1 d . . . . .
C20 C 0.3338(3) 0.2769(3) 1.00713(19) 0.0679(7) Uani 1 1 d . . . . .
C26 C 0.6586(3) 0.4086(2) 0.78046(16) 0.0586(6) Uani 1 1 d . . . . .
C10 C -0.0827(3) 0.1393(2) 0.57892(17) 0.0607(7) Uani 1 1 d . . . . .
C36 C 0.6719(3) 0.1839(3) 0.95245(17) 0.0670(7) Uani 1 1 d . . . . .
H36 H 0.614229 0.163065 0.990116 0.080 Uiso 1 1 calc R U . . .
C8 C 0.0902(3) 0.0398(3) 0.70422(17) 0.0632(7) Uani 1 1 d . . . . .
C35 C 0.8057(4) 0.1198(3) 0.9521(2) 0.0771(8) Uani 1 1 d . . . . .
H35 H 0.838244 0.056928 0.989455 0.092 Uiso 1 1 calc R U . . .
C6 C -0.1103(3) -0.0908(3) 0.59689(17) 0.0623(7) Uani 1 1 d . . . . .
C9 C 0.0414(3) 0.1503(3) 0.65583(18) 0.0630(7) Uani 1 1 d . . . . .
C5 C -0.1628(3) 0.0141(3) 0.55038(16) 0.0600(6) Uani 1 1 d . . . . .
O4 O -0.4197(4) 0.1349(3) 0.4190(2) 0.1479(13) Uani 1 1 d . . . . .
C7 C 0.0160(3) -0.0814(3) 0.67491(17) 0.0627(7) Uani 1 1 d . . . . .
C29 C 0.4806(4) 0.5764(3) 0.72680(19) 0.0725(8) Uani 1 1 d . . . . .
H29 H 0.393122 0.623795 0.728906 0.087 Uiso 1 1 calc R U . . .
C4 C -0.2867(3) -0.0380(3) 0.48152(17) 0.0676(7) Uani 1 1 d . . . . .
C11 C -0.1205(4) 0.2484(3) 0.5344(2) 0.0773(8) Uani 1 1 d . . . . .
H11 H -0.200842 0.242954 0.483467 0.093 Uiso 1 1 calc R U . . .
C2 C -0.3963(4) 0.0253(3) 0.4130(2) 0.0776(8) Uani 1 1 d . . . . .
C34 C 0.8921(3) 0.1480(3) 0.8966(2) 0.0762(8) Uani 1 1 d . . . . .
H34 H 0.983388 0.104681 0.896476 0.091 Uiso 1 1 calc R U . . .
C31 C 0.6925(4) 0.5298(3) 0.6663(2) 0.0840(9) Uani 1 1 d . . . . .
H31 H 0.748767 0.546369 0.627127 0.101 Uiso 1 1 calc R U . . .
C32 C 0.7395(4) 0.4356(3) 0.71995(19) 0.0741(8) Uani 1 1 d . . . . .
H32 H 0.826485 0.388669 0.716260 0.089 Uiso 1 1 calc R U . . .
C30 C 0.5638(4) 0.6004(3) 0.6691(2) 0.0832(9) Uani 1 1 d . . . . .
H30 H 0.533175 0.664032 0.632157 0.100 Uiso 1 1 calc R U . . .
C33 C 0.8435(3) 0.2400(3) 0.84151(19) 0.0687(7) Uani 1 1 d . . . . .
H33 H 0.902487 0.257727 0.803887 0.082 Uiso 1 1 calc R U . . .
C18 C 0.0659(4) -0.1864(3) 0.7217(2) 0.0830(9) Uani 1 1 d . . . . .
H18 H 0.016945 -0.266587 0.701996 0.100 Uiso 1 1 calc R U . . .
C15 C 0.2130(4) 0.0487(3) 0.7817(2) 0.0803(8) Uani 1 1 d . . . . .
H15 H 0.264198 0.127656 0.802986 0.096 Uiso 1 1 calc R U . . .
C17 C 0.1861(5) -0.1728(4) 0.7961(2) 0.0937(10) Uani 1 1 d . . . . .
H17 H 0.218543 -0.243361 0.826465 0.112 Uiso 1 1 calc R U . . .
C12 C -0.0393(4) 0.3644(3) 0.5655(2) 0.0864(10) Uani 1 1 d . . . . .
H12 H -0.065502 0.435596 0.534861 0.104 Uiso 1 1 calc R U . . .
C21 C 0.1289(3) 0.5020(3) 0.9354(2) 0.0796(8) Uani 1 1 d . . . . .
H21A H 0.158028 0.546754 0.991806 0.119 Uiso 1 1 calc R U . . .
H21B H 0.058515 0.430708 0.934343 0.119 Uiso 1 1 calc R U . . .
H21C H 0.077355 0.558954 0.894357 0.119 Uiso 1 1 calc R U . . .
C19 C 0.2043(4) 0.2507(3) 1.1143(2) 0.0933(10) Uani 1 1 d . . . . .
H19A H 0.114183 0.195381 1.086093 0.140 Uiso 1 1 calc R U . . .
H19B H 0.180081 0.305828 1.158943 0.140 Uiso 1 1 calc R U . . .
H19C H 0.291915 0.199896 1.138777 0.140 Uiso 1 1 calc R U . . .
C16 C 0.2578(4) -0.0550(4) 0.8256(2) 0.0946(10) Uani 1 1 d . . . . .
H16 H 0.338520 -0.045907 0.876417 0.113 Uiso 1 1 calc R U . . .
C14 C 0.1186(4) 0.2707(3) 0.6840(2) 0.0799(8) Uani 1 1 d . . . . .
H14 H 0.200115 0.278997 0.734463 0.096 Uiso 1 1 calc R U . . .
C13 C 0.0784(4) 0.3755(3) 0.6403(3) 0.0923(10) Uani 1 1 d . . . . .
H13 H 0.130711 0.454082 0.661162 0.111 Uiso 1 1 calc R U . . .
C3 C -0.4107(4) -0.2653(3) 0.4422(2) 0.1006(11) Uani 1 1 d . . . . .
H3A H -0.382748 -0.346109 0.464606 0.151 Uiso 1 1 calc R U . . .
H3B H -0.408853 -0.270140 0.383136 0.151 Uiso 1 1 calc R U . . .
H3C H -0.514686 -0.245541 0.446174 0.151 Uiso 1 1 calc R U . . .
C1 C -0.5805(5) 0.0105(4) 0.2802(2) 0.1213(14) Uani 1 1 d . . . . .
H1A H -0.599616 -0.041743 0.226697 0.182 Uiso 1 1 calc R U . . .
H1B H -0.537367 0.092807 0.274459 0.182 Uiso 1 1 calc R U . . .
H1C H -0.677809 0.020969 0.295512 0.182 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'
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
N4 N3 C22 112.9(2) . . ?
N4 N3 C21 116.4(2) . . ?
C22 N3 C21 130.7(2) . . ?
C20 O2 C19 117.4(2) . . ?
N3 N4 C24 104.8(2) . . ?
N1 N2 C4 112.8(2) . . ?
N1 N2 C3 116.5(3) . . ?
C4 N2 C3 130.6(3) . . ?
C6 N1 N2 104.0(2) . . ?
C2 O3 C1 114.1(3) . . ?
C27 C28 C23 117.6(2) . . ?
C36 C28 C27 118.3(2) . . ?
C36 C28 C23 124.1(2) . . ?
C26 C25 C24 117.3(2) . . ?
C29 C25 C24 122.0(2) . . ?
C29 C25 C26 120.7(2) . . ?
N3 C22 C23 106.1(2) . . ?
N3 C22 C20 122.2(2) . . ?
C23 C22 C20 131.7(2) . . ?
C28 C27 C26 121.4(2) . . ?
C33 C27 C28 117.8(2) . . ?
C33 C27 C26 120.9(2) . . ?
N4 C24 C25 123.9(2) . . ?
N4 C24 C23 112.3(2) . . ?
C23 C24 C25 123.8(2) . . ?
C22 C23 C28 136.4(2) . . ?
C24 C23 C28 119.6(2) . . ?
C24 C23 C22 104.0(2) . . ?
O2 C20 C22 114.6(2) . . ?
O1 C20 O2 122.1(3) . . ?
O1 C20 C22 123.1(3) . . ?
C25 C26 C27 120.3(2) . . ?
C25 C26 C32 117.2(2) . . ?
C32 C26 C27 122.5(2) . . ?
C9 C10 C5 117.7(2) . . ?
C11 C10 C9 118.3(3) . . ?
C11 C10 C5 123.9(3) . . ?
C28 C36 H36 119.0 . . ?
C35 C36 C28 122.0(3) . . ?
C35 C36 H36 119.0 . . ?
C7 C8 C9 120.7(2) . . ?
C7 C8 C15 117.0(3) . . ?
C15 C8 C9 122.3(3) . . ?
C36 C35 H35 120.0 . . ?
C36 C35 C34 120.1(3) . . ?
C34 C35 H35 120.0 . . ?
N1 C6 C5 113.0(2) . . ?
N1 C6 C7 123.6(3) . . ?
C5 C6 C7 123.4(2) . . ?
C10 C9 C8 121.3(2) . . ?
C14 C9 C10 118.1(3) . . ?
C14 C9 C8 120.6(3) . . ?
C6 C5 C10 119.5(2) . . ?
C6 C5 C4 103.9(2) . . ?
C4 C5 C10 136.5(3) . . ?
C8 C7 C6 117.3(2) . . ?
C18 C7 C8 119.7(3) . . ?
C18 C7 C6 123.0(3) . . ?
C25 C29 H29 119.9 . . ?
C30 C29 C25 120.2(3) . . ?
C30 C29 H29 119.9 . . ?
N2 C4 C5 106.3(2) . . ?
N2 C4 C2 123.4(3) . . ?
C5 C4 C2 130.2(3) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 C10 120.7(3) . . ?
C12 C11 H11 119.6 . . ?
O3 C2 C4 113.9(3) . . ?
O4 C2 O3 123.2(3) . . ?
O4 C2 C4 122.9(3) . . ?
C35 C34 H34 120.1 . . ?
C33 C34 C35 119.7(3) . . ?
C33 C34 H34 120.1 . . ?
C32 C31 H31 119.4 . . ?
C32 C31 C30 121.2(3) . . ?
C30 C31 H31 119.4 . . ?
C26 C32 H32 119.4 . . ?
C31 C32 C26 121.1(3) . . ?
C31 C32 H32 119.4 . . ?
C29 C30 C31 119.6(3) . . ?
C29 C30 H30 120.2 . . ?
C31 C30 H30 120.2 . . ?
C27 C33 H33 119.0 . . ?
C34 C33 C27 122.1(3) . . ?
C34 C33 H33 119.0 . . ?
C7 C18 H18 119.5 . . ?
C17 C18 C7 120.9(3) . . ?
C17 C18 H18 119.5 . . ?
C8 C15 H15 119.2 . . ?
C16 C15 C8 121.6(3) . . ?
C16 C15 H15 119.2 . . ?
C18 C17 H17 120.1 . . ?
C16 C17 C18 119.7(3) . . ?
C16 C17 H17 120.1 . . ?
C11 C12 H12 119.5 . . ?
C13 C12 C11 120.9(3) . . ?
C13 C12 H12 119.5 . . ?
N3 C21 H21A 109.5 . . ?
N3 C21 H21B 109.5 . . ?
N3 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O2 C19 H19A 109.5 . . ?
O2 C19 H19B 109.5 . . ?
O2 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C15 C16 C17 120.9(3) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 H16 119.5 . . ?
C9 C14 H14 118.8 . . ?
C13 C14 C9 122.4(3) . . ?
C13 C14 H14 118.8 . . ?
C12 C13 H13 120.3 . . ?
C14 C13 C12 119.4(3) . . ?
C14 C13 H13 120.3 . . ?
N2 C3 H3A 109.5 . . ?
N2 C3 H3B 109.5 . . ?
N2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
O3 C1 H1A 109.5 . . ?
O3 C1 H1B 109.5 . . ?
O3 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 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
N3 N4 1.339(3) . ?
N3 C22 1.368(3) . ?
N3 C21 1.460(3) . ?
O2 C20 1.304(3) . ?
O2 C19 1.449(3) . ?
N4 C24 1.344(3) . ?
N2 N1 1.351(3) . ?
N2 C4 1.369(4) . ?
N2 C3 1.454(4) . ?
N1 C6 1.341(3) . ?
O1 C20 1.194(3) . ?
O3 C2 1.288(4) . ?
O3 C1 1.468(4) . ?
C28 C27 1.422(3) . ?
C28 C23 1.457(3) . ?
C28 C36 1.393(3) . ?
C25 C24 1.440(3) . ?
C25 C26 1.402(4) . ?
C25 C29 1.400(4) . ?
C22 C23 1.407(3) . ?
C22 C20 1.469(4) . ?
C27 C26 1.476(3) . ?
C27 C33 1.405(4) . ?
C24 C23 1.402(3) . ?
C26 C32 1.403(4) . ?
C10 C9 1.417(4) . ?
C10 C5 1.460(4) . ?
C10 C11 1.402(4) . ?
C36 H36 0.9300 . ?
C36 C35 1.368(4) . ?
C8 C9 1.461(4) . ?
C8 C7 1.406(4) . ?
C8 C15 1.417(4) . ?
C35 H35 0.9300 . ?
C35 C34 1.373(4) . ?
C6 C5 1.400(4) . ?
C6 C7 1.439(4) . ?
C9 C14 1.406(4) . ?
C5 C4 1.401(4) . ?
O4 C2 1.171(4) . ?
C7 C18 1.401(4) . ?
C29 H29 0.9300 . ?
C29 C30 1.371(4) . ?
C4 C2 1.476(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.386(4) . ?
C34 H34 0.9300 . ?
C34 C33 1.366(4) . ?
C31 H31 0.9300 . ?
C31 C32 1.368(4) . ?
C31 C30 1.372(4) . ?
C32 H32 0.9300 . ?
C30 H30 0.9300 . ?
C33 H33 0.9300 . ?
C18 H18 0.9300 . ?
C18 C17 1.371(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.357(5) . ?
C17 H17 0.9300 . ?
C17 C16 1.367(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.364(5) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C16 H16 0.9300 . ?
C14 H14 0.9300 . ?
C14 C13 1.358(4) . ?
C13 H13 0.9300 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
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 N4 C24 C25 178.5(2) . . . . ?
N3 N4 C24 C23 0.4(3) . . . . ?
N3 C22 C23 C28 177.5(3) . . . . ?
N3 C22 C23 C24 -0.4(3) . . . . ?
N3 C22 C20 O2 -20.8(4) . . . . ?
N3 C22 C20 O1 153.9(3) . . . . ?
N4 N3 C22 C23 0.7(3) . . . . ?
N4 N3 C22 C20 -176.6(2) . . . . ?
N4 C24 C23 C28 -178.3(2) . . . . ?
N4 C24 C23 C22 0.0(3) . . . . ?
N2 N1 C6 C5 0.9(3) . . . . ?
N2 N1 C6 C7 179.4(2) . . . . ?
N2 C4 C2 O3 -22.4(4) . . . . ?
N2 C4 C2 O4 154.9(4) . . . . ?
N1 N2 C4 C5 0.7(3) . . . . ?
N1 N2 C4 C2 -175.4(2) . . . . ?
N1 C6 C5 C10 -178.7(2) . . . . ?
N1 C6 C5 C4 -0.5(3) . . . . ?
N1 C6 C7 C8 -179.1(2) . . . . ?
N1 C6 C7 C18 0.7(4) . . . . ?
C28 C27 C26 C25 2.4(4) . . . . ?
C28 C27 C26 C32 -177.3(2) . . . . ?
C28 C27 C33 C34 0.0(4) . . . . ?
C28 C36 C35 C34 -0.5(5) . . . . ?
C25 C24 C23 C28 3.6(4) . . . . ?
C25 C24 C23 C22 -178.1(2) . . . . ?
C25 C26 C32 C31 0.9(4) . . . . ?
C25 C29 C30 C31 0.1(5) . . . . ?
C22 N3 N4 C24 -0.6(3) . . . . ?
C27 C28 C23 C22 -179.4(3) . . . . ?
C27 C28 C23 C24 -1.8(3) . . . . ?
C27 C28 C36 C35 1.1(4) . . . . ?
C27 C26 C32 C31 -179.4(3) . . . . ?
C24 C25 C26 C27 -0.7(3) . . . . ?
C24 C25 C26 C32 179.0(2) . . . . ?
C24 C25 C29 C30 -179.5(3) . . . . ?
C23 C28 C27 C26 -1.1(3) . . . . ?
C23 C28 C27 C33 178.1(2) . . . . ?
C23 C28 C36 C35 -177.7(3) . . . . ?
C23 C22 C20 O2 162.7(3) . . . . ?
C23 C22 C20 O1 -22.7(5) . . . . ?
C20 C22 C23 C28 -5.6(5) . . . . ?
C20 C22 C23 C24 176.5(3) . . . . ?
C26 C25 C24 N4 179.8(2) . . . . ?
C26 C25 C24 C23 -2.2(4) . . . . ?
C26 C25 C29 C30 0.2(4) . . . . ?
C26 C27 C33 C34 179.2(3) . . . . ?
C10 C9 C14 C13 -0.1(4) . . . . ?
C10 C5 C4 N2 177.6(3) . . . . ?
C10 C5 C4 C2 -6.7(5) . . . . ?
C10 C11 C12 C13 -0.4(5) . . . . ?
C36 C28 C27 C26 -180.0(2) . . . . ?
C36 C28 C27 C33 -0.8(3) . . . . ?
C36 C28 C23 C22 -0.5(4) . . . . ?
C36 C28 C23 C24 177.1(2) . . . . ?
C36 C35 C34 C33 -0.3(5) . . . . ?
C8 C9 C14 C13 179.0(3) . . . . ?
C8 C7 C18 C17 0.3(4) . . . . ?
C8 C15 C16 C17 0.3(5) . . . . ?
C35 C34 C33 C27 0.5(5) . . . . ?
C6 C5 C4 N2 -0.1(3) . . . . ?
C6 C5 C4 C2 175.6(3) . . . . ?
C6 C7 C18 C17 -179.5(3) . . . . ?
C9 C10 C5 C6 -3.0(3) . . . . ?
C9 C10 C5 C4 179.6(3) . . . . ?
C9 C10 C11 C12 -0.7(4) . . . . ?
C9 C8 C7 C6 -1.1(4) . . . . ?
C9 C8 C7 C18 179.2(2) . . . . ?
C9 C8 C15 C16 -179.5(3) . . . . ?
C9 C14 C13 C12 -1.0(5) . . . . ?
C5 C10 C9 C8 1.2(3) . . . . ?
C5 C10 C9 C14 -179.7(2) . . . . ?
C5 C10 C11 C12 179.9(3) . . . . ?
C5 C6 C7 C8 -0.8(4) . . . . ?
C5 C6 C7 C18 179.0(3) . . . . ?
C5 C4 C2 O3 162.5(3) . . . . ?
C5 C4 C2 O4 -20.2(5) . . . . ?
C7 C8 C9 C10 0.8(4) . . . . ?
C7 C8 C9 C14 -178.3(2) . . . . ?
C7 C8 C15 C16 0.3(4) . . . . ?
C7 C6 C5 C10 2.9(4) . . . . ?
C7 C6 C5 C4 -178.9(2) . . . . ?
C7 C18 C17 C16 0.4(5) . . . . ?
C29 C25 C24 N4 -0.5(4) . . . . ?
C29 C25 C24 C23 177.5(2) . . . . ?
C29 C25 C26 C27 179.6(2) . . . . ?
C29 C25 C26 C32 -0.7(4) . . . . ?
C4 N2 N1 C6 -1.0(3) . . . . ?
C11 C10 C9 C8 -178.2(2) . . . . ?
C11 C10 C9 C14 0.9(4) . . . . ?
C11 C10 C5 C6 176.4(2) . . . . ?
C11 C10 C5 C4 -1.0(5) . . . . ?
C11 C12 C13 C14 1.3(5) . . . . ?
C32 C31 C30 C29 0.1(5) . . . . ?
C30 C31 C32 C26 -0.6(5) . . . . ?
C33 C27 C26 C25 -176.8(2) . . . . ?
C33 C27 C26 C32 3.6(4) . . . . ?
C18 C17 C16 C15 -0.7(5) . . . . ?
C15 C8 C9 C10 -179.4(2) . . . . ?
C15 C8 C9 C14 1.5(4) . . . . ?
C15 C8 C7 C6 179.2(2) . . . . ?
C15 C8 C7 C18 -0.6(4) . . . . ?
C21 N3 N4 C24 -178.4(2) . . . . ?
C21 N3 C22 C23 178.0(3) . . . . ?
C21 N3 C22 C20 0.7(4) . . . . ?
C19 O2 C20 O1 3.1(5) . . . . ?
C19 O2 C20 C22 177.8(2) . . . . ?
C3 N2 N1 C6 -177.3(2) . . . . ?
C3 N2 C4 C5 176.4(3) . . . . ?
C3 N2 C4 C2 0.3(4) . . . . ?
C1 O3 C2 O4 1.1(5) . . . . ?
C1 O3 C2 C4 178.4(3) . . . . ?
