#------------------------------------------------------------------------------
#$Date: 2025-08-23 00:12:46 +0300 (Sat, 23 Aug 2025) $
#$Revision: 301866 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/49/7234989.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_7234989
loop_
_publ_author_name
'Chatterjee, Sourav'
'Bhattacharjee, Pinaki'
'Butterfoss, Glenn L.'
'Achari, Anushree'
'Jaisankar, Parasuraman'
_publ_section_title
;
 Establishment of atropisomerism in 3-indolyl furanoids: a synthetic,
 experimental and theoretical perspective
;
_journal_issue                   39
_journal_name_full               'RSC Advances'
_journal_page_first              22384
_journal_paper_doi               10.1039/C9RA05350F
_journal_volume                  9
_journal_year                    2019
_chemical_formula_moiety         'C36 H24 N2 O3'
_chemical_formula_sum            'C36 H24 N2 O3'
_chemical_formula_weight         532.57
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-04-01
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5324)
;
_audit_update_record
;
2018-06-28 deposited with the CCDC.	2019-07-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.124(7)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   24.204(3)
_cell_length_b                   12.6309(13)
_cell_length_c                   18.083(2)
_cell_measurement_reflns_used    8605
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.27
_cell_measurement_theta_min      2.33
_cell_volume                     5528.3(11)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1316
_diffrn_reflns_av_unetI/netI     0.0806
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            119377
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         0.841
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6692
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1337 before and 0.0682 after correction. The Ratio of minimum to maximum transmission is 0.8975. The λ/2 correction factor is 0.00150.'
_exptl_crystal_colour            'clear yellowish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_description       needle
_exptl_crystal_F_000             2224
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.237
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       0.0037(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     740
_refine_ls_number_reflns         9638
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.1247
_refine_ls_R_factor_gt           0.0536
_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)+(0.0663P)²+0.6518P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1182
_refine_ls_wR_factor_ref         0.1562
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5127
_reflns_number_total             9638
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ra05350f2.cif
_cod_data_source_block           a086-176_a
_cod_original_cell_volume        5528.3(10)
_cod_database_code               7234989
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N3(H3), C38(H38), C39(H39), C40(H40), C41(H41), C46(H46), C47(H47), C48(H48),
 C49(H49), C50(H50), C54(H54), C55(H55), C56(H56), C58(H58), C61(H61), C62(H62),
  C63(H63), C64(H64), C65(H65), C68(H68), C69(H69), C70(H70), C71(H71),
 C72(H72), N1(H1), C2(H2), C3(H3A), C4(H4), C5(H5), C10(H10), C11(H11),
 C12(H12), C13(H13), C14(H14), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22),
  C25(H25), C26(H26), C27(H27), C28(H28), C29(H29), C32(H32), C33(H33),
 C34(H34), C36(H36)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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
O1 O 0.78351(6) 0.65029(13) 0.28053(9) 0.0456(5) Uani 1 1 d .
O2 O 0.54804(9) 0.8406(2) 0.20352(13) 0.0911(8) Uani 1 1 d .
O3 O 0.57100(9) 0.9932(2) 0.15961(14) 0.0886(8) Uani 1 1 d .
N3 N 0.55200(9) 0.53853(19) 0.34004(12) 0.0558(6) Uani 1 1 d .
H3 H 0.5210 0.5100 0.3278 0.067 Uiso 1 1 calc R
N4 N 0.58270(11) 0.9061(3) 0.18386(14) 0.0660(7) Uani 1 1 d .
C37 C 0.56110(11) 0.5984(2) 0.40280(15) 0.0512(7) Uani 1 1 d .
C38 C 0.52480(13) 0.6288(3) 0.45807(17) 0.0652(8) Uani 1 1 d .
H38 H 0.4879 0.6086 0.4571 0.078 Uiso 1 1 calc R
C39 C 0.54573(16) 0.6902(3) 0.51437(18) 0.0768(10) Uani 1 1 d .
H39 H 0.5224 0.7129 0.5520 0.092 Uiso 1 1 calc R
C40 C 0.60162(16) 0.7192(3) 0.51599(17) 0.0741(10) Uani 1 1 d .
H40 H 0.6148 0.7603 0.5549 0.089 Uiso 1 1 calc R
C41 C 0.63747(13) 0.6878(2) 0.46097(16) 0.0583(8) Uani 1 1 d .
H41 H 0.6746 0.7066 0.4627 0.070 Uiso 1 1 calc R
C42 C 0.61686(11) 0.6275(2) 0.40279(15) 0.0483(7) Uani 1 1 d .
C43 C 0.64146(10) 0.5850(2) 0.33645(14) 0.0457(7) Uani 1 1 d .
C44 C 0.60058(10) 0.5317(2) 0.29983(15) 0.0476(7) Uani 1 1 d .
C45 C 0.60043(10) 0.4714(2) 0.23000(15) 0.0495(7) Uani 1 1 d .
C46 C 0.57630(12) 0.3716(3) 0.22715(18) 0.0658(8) Uani 1 1 d .
H46 H 0.5618 0.3418 0.2699 0.079 Uiso 1 1 calc R
C47 C 0.57362(15) 0.3165(3) 0.1613(2) 0.0834(11) Uani 1 1 d .
H47 H 0.5580 0.2492 0.1603 0.100 Uiso 1 1 calc R
C48 C 0.59371(15) 0.3601(4) 0.0977(2) 0.0896(12) Uani 1 1 d .
H48 H 0.5911 0.3232 0.0533 0.108 Uiso 1 1 calc R
C49 C 0.61769(13) 0.4581(4) 0.09932(19) 0.0820(11) Uani 1 1 d .
H49 H 0.6317 0.4875 0.0561 0.098 Uiso 1 1 calc R
C50 C 0.62126(12) 0.5139(3) 0.16508(17) 0.0661(9) Uani 1 1 d .
H50 H 0.6378 0.5803 0.1657 0.079 Uiso 1 1 calc R
C51 C 0.70082(10) 0.5927(2) 0.31912(14) 0.0429(6) Uani 1 1 d .
C52 C 0.72738(10) 0.6653(2) 0.27629(13) 0.0425(7) Uani 1 1 d .
C53 C 0.71060(10) 0.7574(2) 0.23325(13) 0.0422(6) Uani 1 1 d .
C54 C 0.74996(11) 0.8221(2) 0.19939(14) 0.0497(7) Uani 1 1 d .
H54 H 0.7872 0.8047 0.2031 0.060 Uiso 1 1 calc R
C55 C 0.73455(11) 0.9109(2) 0.16083(16) 0.0593(8) Uani 1 1 d .
H55 H 0.7615 0.9521 0.1381 0.071 Uiso 1 1 calc R
C56 C 0.67973(12) 0.9401(2) 0.15530(15) 0.0571(8) Uani 1 1 d .
H56 H 0.6692 1.0006 0.1296 0.069 Uiso 1 1 calc R
C57 C 0.64146(10) 0.8766(2) 0.18901(14) 0.0466(7) Uani 1 1 d .
C58 C 0.65508(10) 0.7863(2) 0.22731(14) 0.0481(7) Uani 1 1 d .
H58 H 0.6277 0.7450 0.2490 0.058 Uiso 1 1 calc R
C59 C 0.79325(10) 0.5679(2) 0.32886(14) 0.0426(6) Uani 1 1 d .
C60 C 0.85176(10) 0.5462(2) 0.34180(14) 0.0437(7) Uani 1 1 d .
C61 C 0.89121(11) 0.6211(2) 0.32274(16) 0.0573(8) Uani 1 1 d .
H61 H 0.8801 0.6835 0.2998 0.069 Uiso 1 1 calc R
C62 C 0.94659(12) 0.6047(3) 0.33714(19) 0.0709(9) Uani 1 1 d .
H62 H 0.9724 0.6561 0.3243 0.085 Uiso 1 1 calc R
C63 C 0.96362(13) 0.5128(3) 0.37027(19) 0.0756(10) Uani 1 1 d .
H63 H 1.0008 0.5020 0.3808 0.091 Uiso 1 1 calc R
C64 C 0.92522(13) 0.4364(3) 0.38792(18) 0.0710(9) Uani 1 1 d .
H64 H 0.9368 0.3733 0.4094 0.085 Uiso 1 1 calc R
C65 C 0.87003(11) 0.4524(2) 0.37413(15) 0.0561(8) Uani 1 1 d .
H65 H 0.8446 0.4001 0.3865 0.067 Uiso 1 1 calc R
C66 C 0.74372(10) 0.5302(2) 0.35420(13) 0.0421(7) Uani 1 1 d .
C67 C 0.73332(10) 0.4472(2) 0.40976(14) 0.0417(6) Uani 1 1 d .
C68 C 0.69750(11) 0.3640(2) 0.39565(15) 0.0559(8) Uani 1 1 d .
H68 H 0.6802 0.3594 0.3498 0.067 Uiso 1 1 calc R
C69 C 0.68698(13) 0.2876(2) 0.44850(18) 0.0677(9) Uani 1 1 d .
H69 H 0.6624 0.2329 0.4382 0.081 Uiso 1 1 calc R
C70 C 0.71272(13) 0.2923(2) 0.51628(16) 0.0625(8) Uani 1 1 d .
H70 H 0.7060 0.2404 0.5516 0.075 Uiso 1 1 calc R
C71 C 0.74817(12) 0.3736(2) 0.53147(15) 0.0571(8) Uani 1 1 d .
H71 H 0.7658 0.3768 0.5772 0.069 Uiso 1 1 calc R
C72 C 0.75792(11) 0.4511(2) 0.47919(15) 0.0503(7) Uani 1 1 d .
H72 H 0.7814 0.5070 0.4907 0.060 Uiso 1 1 calc R
O4 O 0.71651(6) 0.15012(13) 0.28035(9) 0.0454(5) Uani 1 1 d .
O5 O 0.95206(9) 0.3405(2) 0.20367(13) 0.0913(8) Uani 1 1 d .
O6 O 0.92909(9) 0.4930(2) 0.15958(14) 0.0892(8) Uani 1 1 d .
N1 N 0.94789(9) 0.03877(19) 0.34015(13) 0.0549(6) Uani 1 1 d .
H1 H 0.9789 0.0105 0.3280 0.066 Uiso 1 1 calc R
N2 N 0.91737(11) 0.4059(3) 0.18414(14) 0.0649(7) Uani 1 1 d .
C1 C 0.93878(11) 0.0984(2) 0.40271(15) 0.0507(7) Uani 1 1 d .
C2 C 0.97505(13) 0.1288(3) 0.45815(17) 0.0654(8) Uani 1 1 d .
H2 H 1.0120 0.1086 0.4574 0.078 Uiso 1 1 calc R
C3 C 0.95409(15) 0.1901(3) 0.51456(18) 0.0756(10) Uani 1 1 d .
H3A H 0.9774 0.2126 0.5523 0.091 Uiso 1 1 calc R
C4 C 0.89836(15) 0.2192(3) 0.51600(17) 0.0725(9) Uani 1 1 d .
H4 H 0.8853 0.2605 0.5548 0.087 Uiso 1 1 calc R
C5 C 0.86258(13) 0.1879(2) 0.46110(16) 0.0595(8) Uani 1 1 d .
H5 H 0.8255 0.2068 0.4629 0.071 Uiso 1 1 calc R
C6 C 0.88280(11) 0.1275(2) 0.40263(15) 0.0472(7) Uani 1 1 d .
C7 C 0.85852(10) 0.0849(2) 0.33622(14) 0.0440(7) Uani 1 1 d .
C8 C 0.89935(10) 0.0315(2) 0.29998(14) 0.0471(7) Uani 1 1 d .
C9 C 0.89958(10) -0.0289(2) 0.23007(15) 0.0493(7) Uani 1 1 d .
C10 C 0.92361(12) -0.1286(3) 0.22713(18) 0.0647(8) Uani 1 1 d .
H10 H 0.9380 -0.1586 0.2700 0.078 Uiso 1 1 calc R
C11 C 0.92631(15) -0.1837(3) 0.1613(2) 0.0835(11) Uani 1 1 d .
H11 H 0.9419 -0.2510 0.1604 0.100 Uiso 1 1 calc R
C12 C 0.90620(14) -0.1401(4) 0.0972(2) 0.0869(12) Uani 1 1 d .
H12 H 0.9089 -0.1766 0.0528 0.104 Uiso 1 1 calc R
C13 C 0.88210(13) -0.0424(4) 0.09938(19) 0.0807(11) Uani 1 1 d .
H13 H 0.8678 -0.0131 0.0562 0.097 Uiso 1 1 calc R
C14 C 0.87867(11) 0.0136(3) 0.16507(17) 0.0645(9) Uani 1 1 d .
H14 H 0.8622 0.0802 0.1656 0.077 Uiso 1 1 calc R
C15 C 0.79916(10) 0.0923(2) 0.31921(14) 0.0428(6) Uani 1 1 d .
C16 C 0.75640(10) 0.0298(2) 0.35398(13) 0.0427(7) Uani 1 1 d .
C17 C 0.76644(10) -0.0529(2) 0.40972(14) 0.0423(6) Uani 1 1 d .
C18 C 0.80240(11) -0.1360(2) 0.39541(15) 0.0541(7) Uani 1 1 d .
H18 H 0.8196 -0.1404 0.3496 0.065 Uiso 1 1 calc R
C19 C 0.81288(13) -0.2122(2) 0.44825(17) 0.0668(9) Uani 1 1 d .
H19 H 0.8373 -0.2671 0.4380 0.080 Uiso 1 1 calc R
C20 C 0.78725(13) -0.2074(2) 0.51625(17) 0.0623(8) Uani 1 1 d .
H20 H 0.7941 -0.2594 0.5515 0.075 Uiso 1 1 calc R
C21 C 0.75180(12) -0.1263(2) 0.53164(15) 0.0565(8) Uani 1 1 d .
H21 H 0.7343 -0.1232 0.5773 0.068 Uiso 1 1 calc R
C22 C 0.74193(11) -0.0488(2) 0.47933(14) 0.0492(7) Uani 1 1 d .
H22 H 0.7185 0.0071 0.4908 0.059 Uiso 1 1 calc R
C23 C 0.70697(10) 0.0679(2) 0.32865(14) 0.0423(6) Uani 1 1 d .
C24 C 0.64835(10) 0.0462(2) 0.34169(14) 0.0441(7) Uani 1 1 d .
C25 C 0.63009(11) -0.0475(2) 0.37426(15) 0.0549(8) Uani 1 1 d .
H25 H 0.6555 -0.0998 0.3869 0.066 Uiso 1 1 calc R
C26 C 0.57465(13) -0.0631(3) 0.38785(17) 0.0699(9) Uani 1 1 d .
H26 H 0.5630 -0.1262 0.4093 0.084 Uiso 1 1 calc R
C27 C 0.53635(13) 0.0133(3) 0.37010(19) 0.0751(10) Uani 1 1 d .
H27 H 0.4992 0.0028 0.3806 0.090 Uiso 1 1 calc R
C28 C 0.55346(12) 0.1045(3) 0.33700(19) 0.0704(9) Uani 1 1 d .
H28 H 0.5277 0.1559 0.3239 0.085 Uiso 1 1 calc R
C29 C 0.60884(11) 0.1210(2) 0.32286(16) 0.0577(8) Uani 1 1 d .
H29 H 0.6199 0.1836 0.3002 0.069 Uiso 1 1 calc R
C30 C 0.77249(10) 0.1654(2) 0.27644(14) 0.0436(7) Uani 1 1 d .
C31 C 0.78946(10) 0.2574(2) 0.23321(13) 0.0415(6) Uani 1 1 d .
C32 C 0.75017(11) 0.3220(2) 0.19927(15) 0.0504(7) Uani 1 1 d .
H32 H 0.7129 0.3044 0.2028 0.061 Uiso 1 1 calc R
C33 C 0.76543(12) 0.4109(2) 0.16077(16) 0.0599(8) Uani 1 1 d .
H33 H 0.7385 0.4522 0.1381 0.072 Uiso 1 1 calc R
C34 C 0.82025(12) 0.4398(2) 0.15532(16) 0.0580(8) Uani 1 1 d .
H34 H 0.8307 0.5003 0.1296 0.070 Uiso 1 1 calc R
C35 C 0.85866(10) 0.3766(2) 0.18899(15) 0.0485(7) Uani 1 1 d .
C36 C 0.84494(10) 0.2864(2) 0.22739(14) 0.0485(7) Uani 1 1 d .
H36 H 0.8723 0.2452 0.2493 0.058 Uiso 1 1 calc R
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
C52 O1 C59 107.90(18)
C37 N3 H3 125.3
C37 N3 C44 109.3(2)
C44 N3 H3 125.3
O2 N4 C57 118.1(3)
O3 N4 O2 123.6(3)
O3 N4 C57 118.3(3)
N3 C37 C38 130.1(3)
N3 C37 C42 107.2(2)
C38 C37 C42 122.7(3)
C37 C38 H38 121.4
C39 C38 C37 117.2(3)
C39 C38 H38 121.4
C38 C39 H39 119.5
C38 C39 C40 121.1(3)
C40 C39 H39 119.5
C39 C40 H40 119.4
C41 C40 C39 121.2(3)
C41 C40 H40 119.4
C40 C41 H41 120.7
C40 C41 C42 118.5(3)
C42 C41 H41 120.7
C37 C42 C43 107.6(2)
C41 C42 C37 119.2(3)
C41 C42 C43 133.2(3)
C42 C43 C51 123.7(2)
C44 C43 C42 106.6(2)
C44 C43 C51 129.4(2)
N3 C44 C45 118.7(2)
C43 C44 N3 109.2(2)
C43 C44 C45 132.0(2)
C46 C45 C44 120.0(3)
C50 C45 C44 121.7(3)
C50 C45 C46 118.2(3)
C45 C46 H46 119.7
C47 C46 C45 120.6(3)
C47 C46 H46 119.7
C46 C47 H47 119.8
C48 C47 C46 120.4(4)
C48 C47 H47 119.8
C47 C48 H48 120.0
C47 C48 C49 119.9(3)
C49 C48 H48 120.0
C48 C49 H49 119.9
C48 C49 C50 120.3(4)
C50 C49 H49 119.9
C45 C50 H50 119.7
C49 C50 C45 120.6(3)
C49 C50 H50 119.7
C52 C51 C43 128.8(2)
C52 C51 C66 106.1(2)
C66 C51 C43 124.6(2)
O1 C52 C53 114.5(2)
C51 C52 O1 110.1(2)
C51 C52 C53 135.2(2)
C54 C53 C52 120.8(2)
C58 C53 C52 121.1(2)
C58 C53 C54 118.1(2)
C53 C54 H54 119.5
C55 C54 C53 121.1(2)
C55 C54 H54 119.5
C54 C55 H55 119.5
C54 C55 C56 121.0(3)
C56 C55 H55 119.5
C55 C56 H56 121.2
C57 C56 C55 117.6(3)
C57 C56 H56 121.2
C56 C57 N4 118.6(3)
C56 C57 C58 123.3(2)
C58 C57 N4 118.2(3)
C53 C58 H58 120.5
C57 C58 C53 119.0(2)
C57 C58 H58 120.5
O1 C59 C60 114.1(2)
C66 C59 O1 109.0(2)
C66 C59 C60 136.9(2)
C61 C60 C59 120.0(2)
C61 C60 C65 117.8(2)
C65 C60 C59 122.3(2)
C60 C61 H61 119.4
C62 C61 C60 121.3(3)
C62 C61 H61 119.4
C61 C62 H62 120.0
C63 C62 C61 120.1(3)
C63 C62 H62 120.0
C62 C63 H63 120.3
C62 C63 C64 119.5(3)
C64 C63 H63 120.3
C63 C64 H64 119.6
C65 C64 C63 120.8(3)
C65 C64 H64 119.6
C60 C65 H65 119.7
C64 C65 C60 120.6(3)
C64 C65 H65 119.7
C51 C66 C67 124.3(2)
C59 C66 C51 106.9(2)
C59 C66 C67 128.8(2)
C68 C67 C66 121.4(2)
C68 C67 C72 117.4(2)
C72 C67 C66 121.1(2)
C67 C68 H68 119.4
C69 C68 C67 121.2(3)
C69 C68 H68 119.4
C68 C69 H69 119.9
C70 C69 C68 120.2(3)
C70 C69 H69 119.9
C69 C70 H70 120.2
C71 C70 C69 119.7(3)
C71 C70 H70 120.2
C70 C71 H71 119.9
C70 C71 C72 120.2(3)
C72 C71 H71 119.9
C67 C72 H72 119.3
C71 C72 C67 121.3(3)
C71 C72 H72 119.3
C30 O4 C23 107.83(18)
C1 N1 H1 125.3
C1 N1 C8 109.3(2)
C8 N1 H1 125.3
O5 N2 C35 118.2(3)
O6 N2 O5 123.5(3)
O6 N2 C35 118.3(3)
N1 C1 C2 130.1(3)
N1 C1 C6 107.4(2)
C2 C1 C6 122.6(3)
C1 C2 H2 121.4
C3 C2 C1 117.2(3)
C3 C2 H2 121.4
C2 C3 H3A 119.4
C2 C3 C4 121.2(3)
C4 C3 H3A 119.4
C3 C4 H4 119.4
C5 C4 C3 121.2(3)
C5 C4 H4 119.4
C4 C5 H5 120.5
C4 C5 C6 118.9(3)
C6 C5 H5 120.5
C1 C6 C7 107.2(2)
C5 C6 C1 118.9(3)
C5 C6 C7 133.9(3)
C6 C7 C15 123.2(2)
C8 C7 C6 106.9(2)
C8 C7 C15 129.7(2)
N1 C8 C9 118.7(2)
C7 C8 N1 109.3(2)
C7 C8 C9 132.1(2)
C10 C9 C8 120.2(3)
C14 C9 C8 121.6(3)
C14 C9 C10 118.1(3)
C9 C10 H10 119.6
C11 C10 C9 120.7(3)
C11 C10 H10 119.6
C10 C11 H11 119.7
C12 C11 C10 120.5(4)
C12 C11 H11 119.7
C11 C12 H12 120.3
C13 C12 C11 119.4(3)
C13 C12 H12 120.3
C12 C13 H13 119.6
C12 C13 C14 120.8(4)
C14 C13 H13 119.6
C9 C14 H14 119.8
C13 C14 C9 120.4(3)
C13 C14 H14 119.8
C16 C15 C7 125.0(2)
C30 C15 C7 128.4(2)
C30 C15 C16 106.1(2)
C15 C16 C17 124.6(2)
C23 C16 C15 106.8(2)
C23 C16 C17 128.5(2)
C18 C17 C16 120.8(2)
C18 C17 C22 117.7(2)
C22 C17 C16 121.5(2)
C17 C18 H18 119.6
C19 C18 C17 120.9(3)
C19 C18 H18 119.6
C18 C19 H19 119.9
C18 C19 C20 120.3(3)
C20 C19 H19 119.9
C19 C20 H20 120.1
C21 C20 C19 119.9(3)
C21 C20 H20 120.1
C20 C21 H21 120.0
C20 C21 C22 120.0(3)
C22 C21 H21 120.0
C17 C22 H22 119.4
C21 C22 C17 121.3(3)
C21 C22 H22 119.4
O4 C23 C24 114.0(2)
C16 C23 O4 109.3(2)
C16 C23 C24 136.6(2)
C25 C24 C23 122.3(2)
C29 C24 C23 120.0(2)
C29 C24 C25 117.6(2)
C24 C25 H25 119.8
C26 C25 C24 120.4(3)
C26 C25 H25 119.8
C25 C26 H26 119.5
C27 C26 C25 120.9(3)
C27 C26 H26 119.5
C26 C27 H27 120.3
C28 C27 C26 119.4(3)
C28 C27 H27 120.3
C27 C28 H28 119.8
C27 C28 C29 120.3(3)
C29 C28 H28 119.8
C24 C29 H29 119.3
C28 C29 C24 121.4(3)
C28 C29 H29 119.3
O4 C30 C31 114.8(2)
C15 C30 O4 110.0(2)
C15 C30 C31 135.1(2)
C32 C31 C30 120.6(2)
C32 C31 C36 118.0(2)
C36 C31 C30 121.4(2)
C31 C32 H32 119.4
C33 C32 C31 121.2(2)
C33 C32 H32 119.4
C32 C33 H33 119.6
C32 C33 C34 120.9(3)
C34 C33 H33 119.6
C33 C34 H34 121.1
C35 C34 C33 117.8(3)
C35 C34 H34 121.1
C34 C35 N2 118.8(3)
C34 C35 C36 122.9(2)
C36 C35 N2 118.2(3)
C31 C36 H36 120.4
C35 C36 C31 119.3(2)
C35 C36 H36 120.4
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C52 1.374(3)
O1 C59 1.378(3)
O2 N4 1.231(3)
O3 N4 1.218(3)
N3 H3 0.8600
N3 C37 1.381(3)
N3 C44 1.386(3)
N4 C57 1.473(3)
C37 C38 1.386(4)
C37 C42 1.399(4)
C38 H38 0.9300
C38 C39 1.376(4)
C39 H39 0.9300
C39 C40 1.402(5)
C40 H40 0.9300
C40 C41 1.380(4)
C41 H41 0.9300
C41 C42 1.391(4)
C42 C43 1.444(4)
C43 C44 1.367(3)
C43 C51 1.475(3)
C44 C45 1.474(4)
C45 C46 1.390(4)
C45 C50 1.386(4)
C46 H46 0.9300
C46 C47 1.381(4)
C47 H47 0.9300
C47 C48 1.366(5)
C48 H48 0.9300
C48 C49 1.368(5)
C49 H49 0.9300
C49 C50 1.384(4)
C50 H50 0.9300
C51 C52 1.362(3)
C51 C66 1.450(3)
C52 C53 1.457(3)
C53 C54 1.397(3)
C53 C58 1.396(3)
C54 H54 0.9300
C54 C55 1.371(4)
C55 H55 0.9300
C55 C56 1.381(4)
C56 H56 0.9300
C56 C57 1.369(4)
C57 C58 1.375(4)
C58 H58 0.9300
C59 C60 1.461(3)
C59 C66 1.370(3)
C60 C61 1.388(4)
C60 C65 1.393(4)
C61 H61 0.9300
C61 C62 1.381(4)
C62 H62 0.9300
C62 C63 1.370(4)
C63 H63 0.9300
C63 C64 1.377(4)
C64 H64 0.9300
C64 C65 1.373(4)
C65 H65 0.9300
C66 C67 1.474(3)
C67 C68 1.386(4)
C67 C72 1.389(3)
C68 H68 0.9300
C68 C69 1.382(4)
C69 H69 0.9300
C69 C70 1.375(4)
C70 H70 0.9300
C70 C71 1.366(4)
C71 H71 0.9300
C71 C72 1.381(4)
C72 H72 0.9300
O4 C23 1.377(3)
O4 C30 1.371(3)
O5 N2 1.229(3)
O6 N2 1.219(3)
N1 H1 0.8600
N1 C1 1.377(3)
N1 C8 1.383(3)
N2 C35 1.471(3)
C1 C2 1.385(4)
C1 C6 1.404(4)
C2 H2 0.9300
C2 C3 1.379(4)
C3 H3A 0.9300
C3 C4 1.398(4)
C4 H4 0.9300
C4 C5 1.374(4)
C5 H5 0.9300
C5 C6 1.394(4)
C6 C7 1.440(4)
C7 C8 1.365(3)
C7 C15 1.472(3)
C8 C9 1.476(4)
C9 C10 1.388(4)
C9 C14 1.387(4)
C10 H10 0.9300
C10 C11 1.381(4)
C11 H11 0.9300
C11 C12 1.371(5)
C12 H12 0.9300
C12 C13 1.366(5)
C13 H13 0.9300
C13 C14 1.385(4)
C14 H14 0.9300
C15 C16 1.447(3)
C15 C30 1.366(3)
C16 C17 1.471(3)
C16 C23 1.368(3)
C17 C18 1.389(4)
C17 C22 1.394(3)
C18 H18 0.9300
C18 C19 1.379(4)
C19 H19 0.9300
C19 C20 1.380(4)
C20 H20 0.9300
C20 C21 1.366(4)
C21 H21 0.9300
C21 C22 1.381(4)
C22 H22 0.9300
C23 C24 1.465(3)
C24 C25 1.394(4)
C24 C29 1.387(4)
C25 H25 0.9300
C25 C26 1.379(4)
C26 H26 0.9300
C26 C27 1.375(4)
C27 H27 0.9300
C27 C28 1.363(4)
C28 H28 0.9300
C28 C29 1.381(4)
C29 H29 0.9300
C30 C31 1.461(3)
C31 C32 1.394(3)
C31 C36 1.396(3)
C32 H32 0.9300
C32 C33 1.373(4)
C33 H33 0.9300
C33 C34 1.380(4)
C34 H34 0.9300
C34 C35 1.368(4)
C35 C36 1.375(4)
C36 H36 0.9300
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168339134
