#------------------------------------------------------------------------------
#$Date: 2022-07-23 01:10:19 +0300 (Sat, 23 Jul 2022) $
#$Revision: 276787 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/03/7130348.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_7130348
loop_
_publ_author_name
'Kantarod, Kritchasorn'
'Soorukram, Darunee'
'Kuhakarn, Chutima'
'Surawatanawong, Panida'
'Wattanathana, Worawat'
'Reutrakul, Vichai'
'Leowanawat, Pawaret'
_publ_section_title
;
 Color-tunable emissive heptagon-embedded polycyclic aromatic
 dicarboximides
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC03461A
_journal_year                    2022
_chemical_formula_moiety         'C52 H35 N3 O2'
_chemical_formula_sum            'C52 H35 N3 O2'
_chemical_formula_weight         733.83
_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             2022-06-14
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-06-13 deposited with the CCDC.	2022-07-20 downloaded from the CCDC.
;
_cell_angle_alpha                101.390(4)
_cell_angle_beta                 104.212(4)
_cell_angle_gamma                96.122(5)
_cell_formula_units_Z            2
_cell_length_a                   9.0827(12)
_cell_length_b                   14.2076(18)
_cell_length_c                   15.2875(19)
_cell_measurement_reflns_used    9750
_cell_measurement_temperature    298
_cell_measurement_theta_max      72.18
_cell_measurement_theta_min      4.93
_cell_volume                     1849.6(4)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      298
_diffrn_detector                 'PHOTON 100 CMOS DETECTOR'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_detector_type            'PHOTON 100 CMOS'
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device       'κ-Geometry Diffractometer'
_diffrn_measurement_device_type  'BRUKER D8 VENTURE'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    '0.6 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_reflns_av_R_equivalents  0.0227
_diffrn_reflns_av_unetI/netI     0.0125
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            63100
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.272
_diffrn_reflns_theta_min         3.216
_diffrn_source                   'X-ray tube'
_diffrn_source_current           50.0
_diffrn_source_power             2.5
_diffrn_source_target            Cu
_diffrn_source_type              'Micro focus tube'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.630
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.7089
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0734 before and 0.0396 after correction.
The Ratio of minimum to maximum transmission is 0.9407.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: CH2Cl2 and CH3OH'
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     515
_refine_ls_number_reflns         7167
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0467
_refine_ls_R_factor_gt           0.0426
_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)+(0.0703P)²+0.4442P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1234
_refine_ls_wR_factor_ref         0.1274
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6412
_reflns_number_total             7167
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2cc03461a2.cif
_cod_data_source_block           nap2car_rt_0m_a
_cod_database_code               7130348
_shelx_shelxl_version_number     2018/3
_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_max   0.969
_shelx_estimated_absorpt_t_min   0.969
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C3(H3A,H3B), C2(H2A,H2B)
2.b Aromatic/amide H refined with riding coordinates:
 C25(H25), C24(H24), C28(H28), C11(H11), C15(H15), C10(H10), C27(H27),
 C21(H21), C22(H22), C51(H51), C16(H16), C42(H42), C33(H33), C30(H30), C45(H45),
  C39(H39), C43(H43), C31(H31), C32(H32), C36(H36), C44(H44), C38(H38),
 C37(H37), C48(H48), C50(H50), C49(H49)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_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
O1 O 1.30446(13) 0.14110(9) 0.86977(8) 0.0619(3) Uani 1 1 d . . . . .
N3 N 0.33323(13) 0.05595(8) 0.31501(8) 0.0406(3) Uani 1 1 d . . . . .
O2 O 1.09941(16) 0.38818(9) 1.00520(7) 0.0662(3) Uani 1 1 d . . . . .
N2 N 0.72344(15) 0.50305(8) 0.33558(8) 0.0453(3) Uani 1 1 d . . . . .
N1 N 1.21289(15) 0.27145(10) 0.93589(8) 0.0489(3) Uani 1 1 d . . . . .
C25 C 0.53704(15) 0.18733(9) 0.40799(8) 0.0370(3) Uani 1 1 d . . . . .
H25 H 0.478758 0.230329 0.382687 0.044 Uiso 1 1 calc R U . . .
C19 C 0.67872(15) 0.22463(9) 0.47391(8) 0.0339(3) Uani 1 1 d . . . . .
C20 C 0.76398(15) 0.16086(9) 0.51616(8) 0.0344(3) Uani 1 1 d . . . . .
C17 C 0.80585(15) 0.39092(9) 0.57766(9) 0.0367(3) Uani 1 1 d . . . . .
C18 C 0.73511(15) 0.32995(9) 0.48977(8) 0.0353(3) Uani 1 1 d . . . . .
C12 C 0.84869(15) 0.35817(9) 0.66570(8) 0.0365(3) Uani 1 1 d . . . . .
C24 C 0.70913(16) 0.36963(9) 0.41178(9) 0.0391(3) Uani 1 1 d . . . . .
H24 H 0.662050 0.328686 0.353761 0.047 Uiso 1 1 calc R U . . .
C14 C 0.90401(15) 0.19092(9) 0.59659(8) 0.0357(3) Uani 1 1 d . . . . .
C13 C 0.91865(14) 0.27305(9) 0.67205(8) 0.0346(3) Uani 1 1 d . . . . .
C26 C 0.48085(15) 0.08874(9) 0.37924(8) 0.0376(3) Uani 1 1 d . . . . .
C8 C 1.01274(15) 0.26993(10) 0.76118(8) 0.0367(3) Uani 1 1 d . . . . .
C28 C 0.70687(16) 0.06078(9) 0.48362(9) 0.0405(3) Uani 1 1 d . . . . .
H28 H 0.763622 0.017102 0.508864 0.049 Uiso 1 1 calc R U . . .
C11 C 0.84541(17) 0.42119(10) 0.74664(9) 0.0431(3) Uani 1 1 d . . . . .
H11 H 0.791602 0.472992 0.742352 0.052 Uiso 1 1 calc R U . . .
C52 C 0.30234(16) -0.00392(10) 0.22614(9) 0.0425(3) Uani 1 1 d . . . . .
C15 C 1.00915(16) 0.12735(10) 0.60766(9) 0.0421(3) Uani 1 1 d . . . . .
H15 H 1.007967 0.078661 0.556813 0.050 Uiso 1 1 calc R U . . .
C10 C 0.91991(17) 0.40972(10) 0.83433(9) 0.0447(3) Uani 1 1 d . . . . .
H10 H 0.909395 0.450303 0.887408 0.054 Uiso 1 1 calc R U . . .
C41 C 0.19888(16) 0.09268(10) 0.32358(10) 0.0409(3) Uani 1 1 d . . . . .
C23 C 0.75098(17) 0.46770(10) 0.41783(9) 0.0411(3) Uani 1 1 d . . . . .
C27 C 0.56945(17) 0.02447(10) 0.41544(9) 0.0423(3) Uani 1 1 d . . . . .
H27 H 0.536956 -0.042338 0.394166 0.051 Uiso 1 1 calc R U . . .
C7 C 1.00873(16) 0.33801(10) 0.84137(9) 0.0409(3) Uani 1 1 d . . . . .
C21 C 0.84513(17) 0.49056(10) 0.58218(9) 0.0437(3) Uani 1 1 d . . . . .
H21 H 0.890250 0.532444 0.639959 0.052 Uiso 1 1 calc R U . . .
C9 C 1.11206(15) 0.19992(10) 0.76932(9) 0.0404(3) Uani 1 1 d . . . . .
C22 C 0.81964(18) 0.52879(10) 0.50468(10) 0.0466(3) Uani 1 1 d . . . . .
H22 H 0.848213 0.595052 0.510503 0.056 Uiso 1 1 calc R U . . .
C46 C 0.08109(17) 0.05431(10) 0.24126(10) 0.0442(3) Uani 1 1 d . . . . .
C6 C 1.10612(18) 0.33545(11) 0.93357(9) 0.0473(3) Uani 1 1 d . . . . .
C29 C 0.64448(17) 0.58051(10) 0.32003(10) 0.0431(3) Uani 1 1 d . . . . .
C51 C 0.4014(2) -0.05040(12) 0.18337(11) 0.0559(4) Uani 1 1 d . . . . .
H51 H 0.504556 -0.046383 0.214209 0.067 Uiso 1 1 calc R U . . .
C16 C 1.11661(17) 0.13358(11) 0.69207(10) 0.0442(3) Uani 1 1 d . . . . .
H16 H 1.190738 0.093060 0.695914 0.053 Uiso 1 1 calc R U . . .
C42 C 0.17348(19) 0.15549(11) 0.39874(11) 0.0502(3) Uani 1 1 d . . . . .
H42 H 0.251305 0.179920 0.453585 0.060 Uiso 1 1 calc R U . . .
C40 C 0.74330(18) 0.45477(10) 0.25092(10) 0.0454(3) Uani 1 1 d . . . . .
C34 C 0.61367(17) 0.58085(11) 0.22505(10) 0.0466(3) Uani 1 1 d . . . . .
C5 C 1.21666(17) 0.19993(11) 0.86032(10) 0.0458(3) Uani 1 1 d . . . . .
C33 C 0.53382(19) 0.65111(13) 0.19241(12) 0.0573(4) Uani 1 1 d . . . . .
H33 H 0.510840 0.651679 0.129803 0.069 Uiso 1 1 calc R U . . .
C30 C 0.59619(19) 0.64799(11) 0.38131(11) 0.0507(4) Uani 1 1 d . . . . .
H30 H 0.613950 0.646148 0.443455 0.061 Uiso 1 1 calc R U . . .
C45 C -0.06523(19) 0.07998(12) 0.23382(13) 0.0570(4) Uani 1 1 d . . . . .
H45 H -0.144471 0.054789 0.179781 0.068 Uiso 1 1 calc R U . . .
C35 C 0.67715(18) 0.50154(11) 0.18169(10) 0.0477(3) Uani 1 1 d . . . . .
C47 C 0.14665(17) -0.00743(10) 0.17970(10) 0.0460(3) Uani 1 1 d . . . . .
C39 C 0.8200(2) 0.37664(12) 0.23194(11) 0.0550(4) Uani 1 1 d . . . . .
H39 H 0.863744 0.346031 0.278072 0.066 Uiso 1 1 calc R U . . .
C43 C 0.0279(2) 0.18012(12) 0.38860(13) 0.0584(4) Uani 1 1 d . . . . .
H43 H 0.008411 0.222777 0.437425 0.070 Uiso 1 1 calc R U . . .
C31 C 0.5208(2) 0.71807(12) 0.34691(13) 0.0580(4) Uani 1 1 d . . . . .
H31 H 0.490443 0.765292 0.387191 0.070 Uiso 1 1 calc R U . . .
C32 C 0.4893(2) 0.71960(13) 0.25355(14) 0.0628(4) Uani 1 1 d . . . . .
H32 H 0.437694 0.767288 0.232228 0.075 Uiso 1 1 calc R U . . .
C4 C 1.32592(19) 0.27921(13) 1.02607(10) 0.0561(4) Uani 1 1 d . . . . .
H4A H 1.347716 0.346336 1.061042 0.067 Uiso 1 1 calc R U . . .
H4B H 1.421182 0.261662 1.014989 0.067 Uiso 1 1 calc R U . . .
C36 C 0.6867(2) 0.46803(14) 0.09116(11) 0.0592(4) Uani 1 1 d . . . . .
H36 H 0.642241 0.497528 0.044285 0.071 Uiso 1 1 calc R U . . .
C44 C -0.0903(2) 0.14281(13) 0.30731(14) 0.0628(4) Uani 1 1 d . . . . .
H44 H -0.187010 0.160634 0.302805 0.075 Uiso 1 1 calc R U . . .
C38 C 0.8286(2) 0.34636(14) 0.14216(13) 0.0658(5) Uani 1 1 d . . . . .
H38 H 0.879967 0.294660 0.127832 0.079 Uiso 1 1 calc R U . . .
C37 C 0.7624(2) 0.39119(15) 0.07235(12) 0.0695(5) Uani 1 1 d . . . . .
H37 H 0.769573 0.368767 0.012372 0.083 Uiso 1 1 calc R U . . .
C48 C 0.0883(2) -0.06182(13) 0.08875(12) 0.0650(5) Uani 1 1 d . . . . .
H48 H -0.014569 -0.065865 0.057173 0.078 Uiso 1 1 calc R U . . .
C3 C 1.2709(2) 0.21479(14) 1.08366(11) 0.0661(5) Uani 1 1 d . . . . .
H3A H 1.279958 0.147921 1.059186 0.079 Uiso 1 1 calc R U . . .
H3B H 1.163236 0.217575 1.079603 0.079 Uiso 1 1 calc R U . . .
C50 C 0.3400(2) -0.10306(15) 0.09278(13) 0.0771(6) Uani 1 1 d . . . . .
H50 H 0.403260 -0.135066 0.061881 0.093 Uiso 1 1 calc R U . . .
C2 C 1.3651(2) 0.24729(14) 1.18481(11) 0.0672(5) Uani 1 1 d . . . . .
H2A H 1.350616 0.195016 1.215733 0.081 Uiso 1 1 calc R U . . .
H2B H 1.473430 0.260096 1.187534 0.081 Uiso 1 1 calc R U . . .
C49 C 0.1850(3) -0.10920(16) 0.04670(13) 0.0830(7) Uani 1 1 d . . . . .
H49 H 0.146660 -0.146267 -0.013822 0.100 Uiso 1 1 calc R U . . .
C1 C 1.3208(3) 0.33742(18) 1.23553(15) 0.0881(7) Uani 1 1 d . . . . .
H1A H 1.335069 0.389447 1.205256 0.132 Uiso 1 1 calc R U . . .
H1B H 1.384287 0.355842 1.298417 0.132 Uiso 1 1 calc R U . . .
H1C H 1.214712 0.324346 1.235209 0.132 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C52 N3 C26 125.96(12) . . ?
C52 N3 C41 108.15(11) . . ?
C41 N3 C26 124.93(11) . . ?
C29 N2 C23 125.58(12) . . ?
C40 N2 C23 125.03(12) . . ?
C40 N2 C29 108.30(11) . . ?
C6 N1 C4 117.11(13) . . ?
C5 N1 C6 124.47(11) . . ?
C5 N1 C4 118.39(13) . . ?
C19 C25 H25 118.9 . . ?
C26 C25 H25 118.9 . . ?
C26 C25 C19 122.21(12) . . ?
C25 C19 C20 119.39(11) . . ?
C25 C19 C18 116.84(11) . . ?
C20 C19 C18 123.62(11) . . ?
C19 C20 C14 125.31(11) . . ?
C19 C20 C28 117.18(11) . . ?
C28 C20 C14 117.38(11) . . ?
C18 C17 C12 125.30(11) . . ?
C18 C17 C21 117.23(12) . . ?
C21 C17 C12 117.42(11) . . ?
C17 C18 C19 123.81(11) . . ?
C24 C18 C19 116.72(11) . . ?
C24 C18 C17 119.42(12) . . ?
C13 C12 C17 122.14(11) . . ?
C11 C12 C17 117.98(12) . . ?
C11 C12 C13 118.90(11) . . ?
C18 C24 H24 118.9 . . ?
C23 C24 C18 122.29(12) . . ?
C23 C24 H24 118.9 . . ?
C13 C14 C20 122.14(11) . . ?
C15 C14 C20 118.32(11) . . ?
C15 C14 C13 118.34(11) . . ?
C12 C13 C14 125.80(11) . . ?
C8 C13 C12 117.12(11) . . ?
C8 C13 C14 117.08(11) . . ?
C25 C26 N3 119.37(12) . . ?
C25 C26 C27 118.86(12) . . ?
C27 C26 N3 121.76(12) . . ?
C7 C8 C13 120.04(12) . . ?
C7 C8 C9 119.72(12) . . ?
C9 C8 C13 120.24(11) . . ?
C20 C28 H28 118.6 . . ?
C27 C28 C20 122.72(12) . . ?
C27 C28 H28 118.6 . . ?
C12 C11 H11 118.8 . . ?
C12 C11 C10 122.37(13) . . ?
C10 C11 H11 118.8 . . ?
N3 C52 C47 108.38(12) . . ?
C51 C52 N3 129.36(13) . . ?
C51 C52 C47 122.18(13) . . ?
C14 C15 H15 118.7 . . ?
C14 C15 C16 122.55(12) . . ?
C16 C15 H15 118.7 . . ?
C11 C10 H10 120.4 . . ?
C7 C10 C11 119.24(12) . . ?
C7 C10 H10 120.4 . . ?
N3 C41 C46 109.17(12) . . ?
C42 C41 N3 129.31(13) . . ?
C42 C41 C46 121.51(14) . . ?
C24 C23 N2 119.42(12) . . ?
C24 C23 C22 118.70(12) . . ?
C22 C23 N2 121.88(12) . . ?
C26 C27 H27 120.3 . . ?
C28 C27 C26 119.37(12) . . ?
C28 C27 H27 120.3 . . ?
C8 C7 C6 120.31(13) . . ?
C10 C7 C8 120.58(12) . . ?
C10 C7 C6 119.05(12) . . ?
C17 C21 H21 118.6 . . ?
C22 C21 C17 122.82(12) . . ?
C22 C21 H21 118.6 . . ?
C8 C9 C5 120.63(12) . . ?
C16 C9 C8 120.16(12) . . ?
C16 C9 C5 119.17(13) . . ?
C23 C22 H22 120.2 . . ?
C21 C22 C23 119.53(12) . . ?
C21 C22 H22 120.2 . . ?
C41 C46 C47 106.62(12) . . ?
C45 C46 C41 119.56(14) . . ?
C45 C46 C47 133.82(14) . . ?
O2 C6 N1 120.12(13) . . ?
O2 C6 C7 122.77(14) . . ?
N1 C6 C7 117.08(12) . . ?
N2 C29 C34 108.51(13) . . ?
C30 C29 N2 130.02(13) . . ?
C30 C29 C34 121.46(14) . . ?
C52 C51 H51 121.5 . . ?
C50 C51 C52 117.01(15) . . ?
C50 C51 H51 121.5 . . ?
C15 C16 H16 120.3 . . ?
C9 C16 C15 119.43(13) . . ?
C9 C16 H16 120.3 . . ?
C41 C42 H42 121.3 . . ?
C43 C42 C41 117.38(15) . . ?
C43 C42 H42 121.3 . . ?
N2 C40 C35 108.68(13) . . ?
C39 C40 N2 129.63(14) . . ?
C39 C40 C35 121.61(14) . . ?
C29 C34 C35 107.16(13) . . ?
C33 C34 C29 119.10(15) . . ?
C33 C34 C35 133.75(14) . . ?
O1 C5 N1 120.57(13) . . ?
O1 C5 C9 122.38(13) . . ?
N1 C5 C9 117.04(12) . . ?
C34 C33 H33 120.3 . . ?
C32 C33 C34 119.49(15) . . ?
C32 C33 H33 120.3 . . ?
C29 C30 H30 121.1 . . ?
C31 C30 C29 117.81(15) . . ?
C31 C30 H30 121.1 . . ?
C46 C45 H45 120.4 . . ?
C44 C45 C46 119.14(16) . . ?
C44 C45 H45 120.4 . . ?
C40 C35 C34 107.35(13) . . ?
C36 C35 C40 119.25(15) . . ?
C36 C35 C34 133.38(15) . . ?
C52 C47 C46 107.64(12) . . ?
C48 C47 C52 119.28(14) . . ?
C48 C47 C46 133.02(14) . . ?
C40 C39 H39 121.3 . . ?
C38 C39 C40 117.49(16) . . ?
C38 C39 H39 121.3 . . ?
C42 C43 H43 119.1 . . ?
C42 C43 C44 121.86(15) . . ?
C44 C43 H43 119.1 . . ?
C30 C31 H31 119.2 . . ?
C30 C31 C32 121.56(16) . . ?
C32 C31 H31 119.2 . . ?
C33 C32 C31 120.54(15) . . ?
C33 C32 H32 119.7 . . ?
C31 C32 H32 119.7 . . ?
N1 C4 H4A 108.9 . . ?
N1 C4 H4B 108.9 . . ?
N1 C4 C3 113.19(14) . . ?
H4A C4 H4B 107.8 . . ?
C3 C4 H4A 108.9 . . ?
C3 C4 H4B 108.9 . . ?
C35 C36 H36 120.4 . . ?
C37 C36 C35 119.23(17) . . ?
C37 C36 H36 120.4 . . ?
C45 C44 C43 120.55(16) . . ?
C45 C44 H44 119.7 . . ?
C43 C44 H44 119.7 . . ?
C39 C38 H38 119.1 . . ?
C39 C38 C37 121.73(18) . . ?
C37 C38 H38 119.1 . . ?
C36 C37 C38 120.68(16) . . ?
C36 C37 H37 119.7 . . ?
C38 C37 H37 119.7 . . ?
C47 C48 H48 120.6 . . ?
C49 C48 C47 118.75(16) . . ?
C49 C48 H48 120.6 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C4 C3 C2 110.87(15) . . ?
H3A C3 H3B 108.1 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C51 C50 H50 119.3 . . ?
C51 C50 C49 121.41(17) . . ?
C49 C50 H50 119.3 . . ?
C3 C2 H2A 109.1 . . ?
C3 C2 H2B 109.1 . . ?
H2A C2 H2B 107.9 . . ?
C1 C2 C3 112.42(16) . . ?
C1 C2 H2A 109.1 . . ?
C1 C2 H2B 109.1 . . ?
C48 C49 C50 121.34(16) . . ?
C48 C49 H49 119.3 . . ?
C50 C49 H49 119.3 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 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
O1 C5 1.2201(18) . ?
N3 C26 1.4208(17) . ?
N3 C52 1.3976(17) . ?
N3 C41 1.4021(18) . ?
O2 C6 1.2175(17) . ?
N2 C23 1.4204(17) . ?
N2 C29 1.4035(18) . ?
N2 C40 1.4030(18) . ?
N1 C6 1.397(2) . ?
N1 C5 1.3898(19) . ?
N1 C4 1.4791(18) . ?
C25 H25 0.9300 . ?
C25 C19 1.3997(18) . ?
C25 C26 1.3820(18) . ?
C19 C20 1.4046(17) . ?
C19 C18 1.4807(17) . ?
C20 C14 1.4902(17) . ?
C20 C28 1.4053(18) . ?
C17 C18 1.4023(17) . ?
C17 C12 1.4859(17) . ?
C17 C21 1.4063(18) . ?
C18 C24 1.3966(18) . ?
C12 C13 1.4338(18) . ?
C12 C11 1.3855(18) . ?
C24 H24 0.9300 . ?
C24 C23 1.3832(18) . ?
C14 C13 1.4388(17) . ?
C14 C15 1.3860(18) . ?
C13 C8 1.4314(17) . ?
C26 C27 1.3876(19) . ?
C8 C7 1.4145(18) . ?
C8 C9 1.4156(19) . ?
C28 H28 0.9300 . ?
C28 C27 1.3863(19) . ?
C11 H11 0.9300 . ?
C11 C10 1.3949(19) . ?
C52 C51 1.385(2) . ?
C52 C47 1.409(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.3942(19) . ?
C10 H10 0.9300 . ?
C10 C7 1.370(2) . ?
C41 C46 1.4032(19) . ?
C41 C42 1.392(2) . ?
C23 C22 1.3885(19) . ?
C27 H27 0.9300 . ?
C7 C6 1.4783(18) . ?
C21 H21 0.9300 . ?
C21 C22 1.378(2) . ?
C9 C16 1.3700(19) . ?
C9 C5 1.4795(18) . ?
C22 H22 0.9300 . ?
C46 C45 1.399(2) . ?
C46 C47 1.439(2) . ?
C29 C34 1.411(2) . ?
C29 C30 1.388(2) . ?
C51 H51 0.9300 . ?
C51 C50 1.382(2) . ?
C16 H16 0.9300 . ?
C42 H42 0.9300 . ?
C42 C43 1.384(2) . ?
C40 C35 1.405(2) . ?
C40 C39 1.392(2) . ?
C34 C33 1.395(2) . ?
C34 C35 1.440(2) . ?
C33 H33 0.9300 . ?
C33 C32 1.376(3) . ?
C30 H30 0.9300 . ?
C30 C31 1.383(2) . ?
C45 H45 0.9300 . ?
C45 C44 1.372(2) . ?
C35 C36 1.399(2) . ?
C47 C48 1.392(2) . ?
C39 H39 0.9300 . ?
C39 C38 1.379(2) . ?
C43 H43 0.9300 . ?
C43 C44 1.393(3) . ?
C31 H31 0.9300 . ?
C31 C32 1.390(3) . ?
C32 H32 0.9300 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C3 1.516(2) . ?
C36 H36 0.9300 . ?
C36 C37 1.371(3) . ?
C44 H44 0.9300 . ?
C38 H38 0.9300 . ?
C38 C37 1.393(3) . ?
C37 H37 0.9300 . ?
C48 H48 0.9300 . ?
C48 C49 1.367(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C2 1.523(2) . ?
C50 H50 0.9300 . ?
C50 C49 1.396(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C1 1.508(3) . ?
C49 H49 0.9300 . ?
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 C26 C27 C28 -174.66(12) . . . . ?
N3 C52 C51 C50 -177.82(17) . . . . ?
N3 C52 C47 C46 1.51(16) . . . . ?
N3 C52 C47 C48 179.10(15) . . . . ?
N3 C41 C46 C45 179.35(13) . . . . ?
N3 C41 C46 C47 -0.63(16) . . . . ?
N3 C41 C42 C43 -179.77(14) . . . . ?
N2 C23 C22 C21 -179.35(14) . . . . ?
N2 C29 C34 C33 179.22(13) . . . . ?
N2 C29 C34 C35 -0.51(16) . . . . ?
N2 C29 C30 C31 179.46(15) . . . . ?
N2 C40 C35 C34 -0.35(16) . . . . ?
N2 C40 C35 C36 178.09(14) . . . . ?
N2 C40 C39 C38 -176.72(16) . . . . ?
N1 C4 C3 C2 -162.53(16) . . . . ?
C25 C19 C20 C14 -170.59(12) . . . . ?
C25 C19 C20 C28 5.15(18) . . . . ?
C25 C19 C18 C17 138.82(13) . . . . ?
C25 C19 C18 C24 -38.48(17) . . . . ?
C25 C26 C27 C28 4.1(2) . . . . ?
C19 C25 C26 N3 177.35(12) . . . . ?
C19 C25 C26 C27 -1.5(2) . . . . ?
C19 C20 C14 C13 38.22(19) . . . . ?
C19 C20 C14 C15 -154.47(13) . . . . ?
C19 C20 C28 C27 -2.5(2) . . . . ?
C19 C18 C24 C23 177.50(12) . . . . ?
C20 C19 C18 C17 -45.79(19) . . . . ?
C20 C19 C18 C24 136.91(13) . . . . ?
C20 C14 C13 C12 -29.7(2) . . . . ?
C20 C14 C13 C8 150.97(12) . . . . ?
C20 C14 C15 C16 -160.28(14) . . . . ?
C20 C28 C27 C26 -2.1(2) . . . . ?
C17 C18 C24 C23 0.1(2) . . . . ?
C17 C12 C13 C14 -25.4(2) . . . . ?
C17 C12 C13 C8 153.92(12) . . . . ?
C17 C12 C11 C10 -162.91(14) . . . . ?
C17 C21 C22 C23 0.6(2) . . . . ?
C18 C19 C20 C14 14.13(19) . . . . ?
C18 C19 C20 C28 -170.13(12) . . . . ?
C18 C17 C12 C13 42.6(2) . . . . ?
C18 C17 C12 C11 -148.90(14) . . . . ?
C18 C17 C21 C22 -1.3(2) . . . . ?
C18 C24 C23 N2 179.00(13) . . . . ?
C18 C24 C23 C22 -0.7(2) . . . . ?
C12 C17 C18 C19 6.5(2) . . . . ?
C12 C17 C18 C24 -176.29(12) . . . . ?
C12 C17 C21 C22 176.13(14) . . . . ?
C12 C13 C8 C7 12.96(19) . . . . ?
C12 C13 C8 C9 -165.94(12) . . . . ?
C12 C11 C10 C7 4.8(2) . . . . ?
C24 C23 C22 C21 0.4(2) . . . . ?
C14 C20 C28 C27 173.54(12) . . . . ?
C14 C13 C8 C7 -167.68(12) . . . . ?
C14 C13 C8 C9 13.42(19) . . . . ?
C14 C15 C16 C9 5.1(2) . . . . ?
C13 C12 C11 C10 6.0(2) . . . . ?
C13 C14 C15 C16 7.5(2) . . . . ?
C13 C8 C7 C10 -2.6(2) . . . . ?
C13 C8 C7 C6 -179.73(13) . . . . ?
C13 C8 C9 C16 -1.2(2) . . . . ?
C13 C8 C9 C5 176.24(13) . . . . ?
C26 N3 C52 C51 5.6(2) . . . . ?
C26 N3 C52 C47 -171.12(13) . . . . ?
C26 N3 C41 C46 170.93(12) . . . . ?
C26 N3 C41 C42 -10.3(2) . . . . ?
C26 C25 C19 C20 -3.30(19) . . . . ?
C26 C25 C19 C18 172.30(12) . . . . ?
C8 C7 C6 O2 -175.04(15) . . . . ?
C8 C7 C6 N1 7.3(2) . . . . ?
C8 C9 C16 C15 -8.2(2) . . . . ?
C8 C9 C5 O1 -179.51(14) . . . . ?
C8 C9 C5 N1 -0.4(2) . . . . ?
C28 C20 C14 C13 -137.51(13) . . . . ?
C28 C20 C14 C15 29.80(18) . . . . ?
C11 C12 C13 C14 166.19(13) . . . . ?
C11 C12 C13 C8 -14.50(19) . . . . ?
C11 C10 C7 C8 -6.4(2) . . . . ?
C11 C10 C7 C6 170.75(14) . . . . ?
C52 N3 C26 C25 117.88(15) . . . . ?
C52 N3 C26 C27 -63.34(19) . . . . ?
C52 N3 C41 C46 1.57(15) . . . . ?
C52 N3 C41 C42 -179.64(14) . . . . ?
C52 C51 C50 C49 -0.2(3) . . . . ?
C52 C47 C48 C49 -1.0(3) . . . . ?
C15 C14 C13 C12 162.98(13) . . . . ?
C15 C14 C13 C8 -16.33(18) . . . . ?
C10 C7 C6 O2 7.8(2) . . . . ?
C10 C7 C6 N1 -169.93(13) . . . . ?
C41 N3 C26 C25 -49.59(19) . . . . ?
C41 N3 C26 C27 129.18(15) . . . . ?
C41 N3 C52 C51 174.80(16) . . . . ?
C41 N3 C52 C47 -1.90(16) . . . . ?
C41 C46 C45 C44 0.4(2) . . . . ?
C41 C46 C47 C52 -0.54(16) . . . . ?
C41 C46 C47 C48 -177.67(18) . . . . ?
C41 C42 C43 C44 1.0(2) . . . . ?
C23 N2 C29 C34 -168.21(13) . . . . ?
C23 N2 C29 C30 10.4(2) . . . . ?
C23 N2 C40 C35 168.62(13) . . . . ?
C23 N2 C40 C39 -14.5(2) . . . . ?
C7 C8 C9 C16 179.91(13) . . . . ?
C7 C8 C9 C5 -2.7(2) . . . . ?
C21 C17 C18 C19 -176.33(12) . . . . ?
C21 C17 C18 C24 0.91(19) . . . . ?
C21 C17 C12 C13 -134.62(14) . . . . ?
C21 C17 C12 C11 33.91(18) . . . . ?
C9 C8 C7 C10 176.32(13) . . . . ?
C9 C8 C7 C6 -0.8(2) . . . . ?
C46 C41 C42 C43 -1.1(2) . . . . ?
C46 C45 C44 C43 -0.5(3) . . . . ?
C46 C47 C48 C49 175.9(2) . . . . ?
C6 N1 C5 O1 -173.31(15) . . . . ?
C6 N1 C5 C9 7.5(2) . . . . ?
C6 N1 C4 C3 90.13(19) . . . . ?
C29 N2 C23 C24 127.10(15) . . . . ?
C29 N2 C23 C22 -53.2(2) . . . . ?
C29 N2 C40 C35 0.04(16) . . . . ?
C29 N2 C40 C39 176.97(15) . . . . ?
C29 C34 C33 C32 1.2(2) . . . . ?
C29 C34 C35 C40 0.53(16) . . . . ?
C29 C34 C35 C36 -177.61(17) . . . . ?
C29 C30 C31 C32 2.1(3) . . . . ?
C51 C52 C47 C46 -175.48(15) . . . . ?
C51 C52 C47 C48 2.1(2) . . . . ?
C51 C50 C49 C48 1.3(4) . . . . ?
C16 C9 C5 O1 -2.1(2) . . . . ?
C16 C9 C5 N1 177.08(13) . . . . ?
C42 C41 C46 C45 0.4(2) . . . . ?
C42 C41 C46 C47 -179.53(13) . . . . ?
C42 C43 C44 C45 -0.2(3) . . . . ?
C40 N2 C23 C24 -39.5(2) . . . . ?
C40 N2 C23 C22 140.20(15) . . . . ?
C40 N2 C29 C34 0.29(16) . . . . ?
C40 N2 C29 C30 178.92(15) . . . . ?
C40 C35 C36 C37 -0.9(2) . . . . ?
C40 C39 C38 C37 -0.5(3) . . . . ?
C34 C29 C30 C31 -2.1(2) . . . . ?
C34 C33 C32 C31 -1.2(3) . . . . ?
C34 C35 C36 C37 177.01(17) . . . . ?
C5 N1 C6 O2 171.33(15) . . . . ?
C5 N1 C6 C7 -10.9(2) . . . . ?
C5 N1 C4 C3 -88.04(19) . . . . ?
C5 C9 C16 C15 174.28(14) . . . . ?
C33 C34 C35 C40 -179.14(17) . . . . ?
C33 C34 C35 C36 2.7(3) . . . . ?
C30 C29 C34 C33 0.5(2) . . . . ?
C30 C29 C34 C35 -179.27(14) . . . . ?
C30 C31 C32 C33 -0.5(3) . . . . ?
C45 C46 C47 C52 179.49(17) . . . . ?
C45 C46 C47 C48 2.4(3) . . . . ?
C35 C40 C39 C38 -0.1(2) . . . . ?
C35 C34 C33 C32 -179.17(16) . . . . ?
C35 C36 C37 C38 0.3(3) . . . . ?
C47 C52 C51 C50 -1.5(3) . . . . ?
C47 C46 C45 C44 -179.68(17) . . . . ?
C47 C48 C49 C50 -0.7(4) . . . . ?
C39 C40 C35 C34 -177.58(14) . . . . ?
C39 C40 C35 C36 0.9(2) . . . . ?
C39 C38 C37 C36 0.4(3) . . . . ?
C4 N1 C6 O2 -6.7(2) . . . . ?
C4 N1 C6 C7 171.06(13) . . . . ?
C4 N1 C5 O1 4.7(2) . . . . ?
C4 N1 C5 C9 -174.44(13) . . . . ?
C4 C3 C2 C1 76.2(2) . . . . ?
