#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/33/4023301.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_4023301
loop_
_publ_author_name
'Yuan-Yuan Zhu'
'Chuang Li'
'Guang-Yu Li'
'Xi-Kui Jiang'
'Zhan-Ting Li'
_publ_section_title
;
 Hydrogen-Bonded Aryl Amide Macrocycles: Synthesis, Single-Crystal
 Structures, and Stacking Interactions with Fullerenes and Coronene
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1745
_journal_page_last               1751
_journal_paper_doi               10.1021/jo702046f
_journal_volume                  73
_journal_year                    2008
_chemical_formula_sum            'C39 H50 F N5 O7'
_chemical_formula_weight         719.84
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 109.7190(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.9325(7)
_cell_length_b                   41.932(3)
_cell_length_c                   11.1582(8)
_cell_measurement_reflns_used    3623
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      43.031
_cell_measurement_theta_min      4.851
_cell_volume                     3934.3(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1388
_diffrn_reflns_av_sigmaI/netI    0.1182
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       51
_diffrn_reflns_limit_k_min       -49
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            21530
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         1.94
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58262
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.215
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1536
_exptl_crystal_size_max          0.520
_exptl_crystal_size_mid          0.508
_exptl_crystal_size_min          0.302
_refine_diff_density_max         0.467
_refine_diff_density_min         -0.378
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     461
_refine_ls_number_reflns         7708
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.1402
_refine_ls_R_factor_gt           0.0863
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1386P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2344
_refine_ls_wR_factor_ref         0.2674
_reflns_number_gt                4069
_reflns_number_total             7708
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo702046f-File003.cif
_cod_data_source_block           cd25465
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4023301
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.1752(2) 0.00049(4) 0.95464(19) 0.0661(6) Uani 1 1 d . . .
O1 O -0.3361(3) 0.00736(6) 0.6127(3) 0.0841(9) Uani 1 1 d . . .
O2 O 0.4407(3) 0.10399(6) 1.0560(3) 0.0820(8) Uani 1 1 d . . .
O3 O -0.0435(5) -0.14548(9) 0.7780(4) 0.162(2) Uani 1 1 d . . .
O4 O 0.0438(3) -0.10467(6) 0.9037(3) 0.0872(9) Uani 1 1 d . . .
O5 O 0.7887(3) -0.03330(6) 1.3953(3) 0.0848(9) Uani 1 1 d . . .
O6 O 0.5611(3) -0.02971(6) 1.2308(3) 0.0730(7) Uani 1 1 d . . .
O7 O -0.2407(3) 0.11470(6) 0.6878(3) 0.0717(7) Uani 1 1 d . . .
N1 N -0.1008(3) -0.00415(6) 0.7640(3) 0.0582(8) Uani 1 1 d D . .
N2 N 0.3388(3) 0.05359(7) 1.0326(3) 0.0591(8) Uani 1 1 d D . .
N3 N -0.1607(3) -0.06575(7) 0.7393(3) 0.0581(7) Uani 1 1 d . . .
N4 N 0.5829(3) 0.03113(7) 1.2072(3) 0.0545(7) Uani 1 1 d . . .
N5 N -0.0211(3) 0.13383(6) 0.6566(3) 0.0618(8) Uani 1 1 d . . .
C1 C -0.0310(3) 0.02597(8) 0.7948(3) 0.0523(8) Uani 1 1 d . . .
C2 C -0.0944(4) 0.05386(7) 0.7331(3) 0.0542(8) Uani 1 1 d . . .
H2 H -0.1919 0.0534 0.6675 0.065 Uiso 1 1 calc R . .
C3 C -0.0142(3) 0.08248(7) 0.7679(3) 0.0528(8) Uani 1 1 d . . .
C4 C 0.1305(3) 0.08378(8) 0.8690(3) 0.0549(8) Uani 1 1 d . . .
H4 H 0.1828 0.1031 0.8939 0.066 Uiso 1 1 calc R . .
C5 C 0.1942(3) 0.05588(8) 0.9308(3) 0.0524(8) Uani 1 1 d . . .
C6 C 0.1119(3) 0.02807(7) 0.8934(3) 0.0525(8) Uani 1 1 d . . .
C7 C -0.0997(4) 0.11179(8) 0.7008(3) 0.0545(8) Uani 1 1 d . . .
C8 C -0.2423(4) -0.01190(8) 0.6777(3) 0.0572(9) Uani 1 1 d . . .
C9 C -0.2742(4) -0.04687(8) 0.6655(3) 0.0534(8) Uani 1 1 d . . .
C10 C -0.4134(4) -0.05826(8) 0.5770(3) 0.0601(9) Uani 1 1 d . . .
H10 H -0.4903 -0.0443 0.5271 0.072 Uiso 1 1 calc R . .
C11 C -0.4345(4) -0.09058(9) 0.5653(4) 0.0692(10) Uani 1 1 d . . .
H11 H -0.5271 -0.0990 0.5074 0.083 Uiso 1 1 calc R . .
C12 C -0.3186(4) -0.11039(9) 0.6394(4) 0.0737(11) Uani 1 1 d . . .
H12 H -0.3305 -0.1324 0.6313 0.088 Uiso 1 1 calc R . .
C13 C -0.1831(4) -0.09726(9) 0.7266(4) 0.0656(10) Uani 1 1 d . . .
C14 C -0.0558(5) -0.11839(10) 0.8049(5) 0.0834(12) Uani 1 1 d . . .
C15 C 0.1733(5) -0.12410(12) 0.9879(5) 0.1080(16) Uani 1 1 d . . .
H15A H 0.1302 -0.1432 1.0110 0.162 Uiso 1 1 calc R . .
H15B H 0.2287 -0.1122 1.0633 0.162 Uiso 1 1 calc R . .
H15C H 0.2459 -0.1297 0.9444 0.162 Uiso 1 1 calc R . .
C16 C 0.4495(4) 0.07587(8) 1.0860(3) 0.0585(9) Uani 1 1 d . . .
C17 C 0.5898(3) 0.06210(8) 1.1906(3) 0.0540(8) Uani 1 1 d . . .
C18 C 0.7123(4) 0.08104(9) 1.2635(3) 0.0664(10) Uani 1 1 d . . .
H18 H 0.7131 0.1028 1.2485 0.080 Uiso 1 1 calc R . .
C19 C 0.8341(4) 0.06674(10) 1.3595(4) 0.0722(11) Uani 1 1 d . . .
H19 H 0.9189 0.0788 1.4105 0.087 Uiso 1 1 calc R . .
C20 C 0.8291(4) 0.03495(10) 1.3788(4) 0.0692(10) Uani 1 1 d . . .
H20 H 0.9093 0.0251 1.4442 0.083 Uiso 1 1 calc R . .
C21 C 0.7022(3) 0.01718(9) 1.2993(3) 0.0574(9) Uani 1 1 d . . .
C22 C 0.6911(4) -0.01791(9) 1.3158(3) 0.0623(9) Uani 1 1 d . . .
C23 C 0.5269(5) -0.06312(9) 1.2366(4) 0.0807(12) Uani 1 1 d . . .
H23A H 0.5784 -0.0708 1.3216 0.121 Uiso 1 1 calc R . .
H23B H 0.5655 -0.0747 1.1788 0.121 Uiso 1 1 calc R . .
H23C H 0.4141 -0.0661 1.2132 0.121 Uiso 1 1 calc R . .
C24 C -0.1133(4) 0.16224(8) 0.5968(4) 0.0698(10) Uani 1 1 d . . .
H24A H -0.0409 0.1800 0.6039 0.084 Uiso 1 1 calc R . .
H24B H -0.1846 0.1679 0.6424 0.084 Uiso 1 1 calc R . .
C25 C -0.2107(4) 0.15689(9) 0.4559(4) 0.0774(11) Uani 1 1 d . . .
H25A H -0.1384 0.1547 0.4082 0.093 Uiso 1 1 calc R . .
H25B H -0.2691 0.1370 0.4476 0.093 Uiso 1 1 calc R . .
C26 C -0.3250(5) 0.18315(11) 0.3993(5) 0.1053(16) Uani 1 1 d . . .
H26A H -0.2659 0.2028 0.4058 0.126 Uiso 1 1 calc R . .
H26B H -0.3947 0.1857 0.4490 0.126 Uiso 1 1 calc R . .
C27 C -0.4261(6) 0.17807(12) 0.2616(5) 0.1156(18) Uani 1 1 d . . .
H27A H -0.3570 0.1781 0.2106 0.139 Uiso 1 1 calc R . .
H27B H -0.4749 0.1572 0.2536 0.139 Uiso 1 1 calc R . .
C28 C -0.5532(9) 0.20208(18) 0.2082(7) 0.180(3) Uani 1 1 d . . .
H28A H -0.5038 0.2223 0.2015 0.216 Uiso 1 1 calc R . .
H28B H -0.6102 0.2050 0.2675 0.216 Uiso 1 1 calc R . .
C29 C -0.6701(8) 0.19401(18) 0.0811(7) 0.163(3) Uani 1 1 d . . .
H29A H -0.7228 0.1741 0.0867 0.196 Uiso 1 1 calc R . .
H29B H -0.6149 0.1911 0.0205 0.196 Uiso 1 1 calc R . .
C30 C -0.7967(11) 0.2210(2) 0.0336(10) 0.230(4) Uiso 1 1 d D . .
H30A H -0.8453 0.2257 0.0974 0.276 Uiso 1 1 calc R . .
H30B H -0.7476 0.2403 0.0166 0.276 Uiso 1 1 calc R . .
C31 C -0.9161(11) 0.2093(3) -0.0831(11) 0.229(5) Uiso 1 1 d D . .
H31A H -0.8728 0.2095 -0.1510 0.288 Uiso 1 1 calc R . .
H31B H -1.0082 0.2228 -0.1049 0.288 Uiso 1 1 calc R . .
H31C H -0.9456 0.1879 -0.0700 0.288 Uiso 1 1 calc R . .
C32 C 0.1339(4) 0.12998(8) 0.6431(4) 0.0672(10) Uani 1 1 d . . .
H32A H 0.1243 0.1343 0.5554 0.081 Uiso 1 1 calc R . .
H32B H 0.1673 0.1080 0.6613 0.081 Uiso 1 1 calc R . .
C33 C 0.2620(4) 0.15161(9) 0.7298(4) 0.0774(11) Uani 1 1 d . . .
H33A H 0.2199 0.1731 0.7236 0.093 Uiso 1 1 calc R . .
H33B H 0.2854 0.1446 0.8170 0.093 Uiso 1 1 calc R . .
C34 C 0.4120(5) 0.15255(9) 0.7016(5) 0.0933(15) Uani 1 1 d . . .
H34A H 0.3889 0.1598 0.6147 0.112 Uiso 1 1 calc R . .
H34B H 0.4538 0.1310 0.7072 0.112 Uiso 1 1 calc R . .
C35 C 0.5382(5) 0.17368(10) 0.7881(6) 0.1050(17) Uani 1 1 d . . .
H35A H 0.5544 0.1677 0.8755 0.126 Uiso 1 1 calc R . .
H35B H 0.6371 0.1698 0.7725 0.126 Uiso 1 1 calc R . .
C36 C 0.5022(6) 0.20844(12) 0.7732(7) 0.131(2) Uani 1 1 d . . .
H36A H 0.4006 0.2122 0.7844 0.158 Uiso 1 1 calc R . .
H36B H 0.4920 0.2148 0.6872 0.158 Uiso 1 1 calc R . .
C37 C 0.6270(8) 0.22922(16) 0.8662(9) 0.184(3) Uani 1 1 d D . .
H37A H 0.7263 0.2282 0.8490 0.221 Uiso 1 1 calc R . .
H37B H 0.6460 0.2222 0.9529 0.221 Uiso 1 1 calc R . .
C38 C 0.5579(11) 0.2653(2) 0.8467(11) 0.219(4) Uiso 1 1 d D . .
H38A H 0.5552 0.2739 0.7652 0.263 Uiso 1 1 calc R . .
H38B H 0.4515 0.2661 0.8514 0.263 Uiso 1 1 calc R . .
C39 C 0.6699(13) 0.2831(3) 0.9518(12) 0.227(6) Uiso 1 1 d D . .
H39A H 0.7767 0.2774 0.9590 0.291 Uiso 1 1 calc R . .
H39B H 0.6520 0.2779 1.0297 0.291 Uiso 1 1 calc R . .
H39C H 0.6545 0.3055 0.9358 0.291 Uiso 1 1 calc R . .
H1 H -0.039(3) -0.0184(6) 0.799(3) 0.064(11) Uiso 1 1 d D . .
H2A H 0.371(3) 0.0348(5) 1.063(3) 0.060(10) Uiso 1 1 d 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'
F F 0.0171 0.0103 '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
C14 O4 C15 117.7(3) . . ?
C22 O6 C23 118.7(3) . . ?
C8 N1 C1 128.8(3) . . ?
C8 N1 H1 119(2) . . ?
C1 N1 H1 112(2) . . ?
C16 N2 C5 130.4(3) . . ?
C16 N2 H2A 111(2) . . ?
C5 N2 H2A 118(2) . . ?
C9 N3 C13 117.8(3) . . ?
C17 N4 C21 118.4(3) . . ?
C7 N5 C32 126.4(3) . . ?
C7 N5 C24 116.0(3) . . ?
C32 N5 C24 116.7(3) . . ?
C6 C1 C2 117.3(3) . . ?
C6 C1 N1 118.0(3) . . ?
C2 C1 N1 124.7(3) . . ?
C1 C2 C3 120.6(3) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C2 C3 C4 120.6(3) . . ?
C2 C3 C7 116.1(3) . . ?
C4 C3 C7 122.9(3) . . ?
C5 C4 C3 118.8(3) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
C6 C5 C4 118.8(3) . . ?
C6 C5 N2 116.2(3) . . ?
C4 C5 N2 125.0(3) . . ?
F1 C6 C5 118.7(3) . . ?
F1 C6 C1 117.5(3) . . ?
C5 C6 C1 123.8(3) . . ?
O7 C7 N5 122.0(3) . . ?
O7 C7 C3 118.0(3) . . ?
N5 C7 C3 120.1(3) . . ?
O1 C8 N1 124.0(3) . . ?
O1 C8 C9 121.9(3) . . ?
N1 C8 C9 114.0(3) . . ?
N3 C9 C10 123.3(3) . . ?
N3 C9 C8 116.5(3) . . ?
C10 C9 C8 120.1(3) . . ?
C11 C10 C9 118.1(3) . . ?
C11 C10 H10 121.0 . . ?
C9 C10 H10 121.0 . . ?
C12 C11 C10 119.5(3) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C11 C12 C13 119.2(4) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 H12 120.4 . . ?
N3 C13 C12 122.1(3) . . ?
N3 C13 C14 118.3(3) . . ?
C12 C13 C14 119.6(4) . . ?
O3 C14 O4 123.0(4) . . ?
O3 C14 C13 122.9(4) . . ?
O4 C14 C13 114.1(4) . . ?
O4 C15 H15A 109.5 . . ?
O4 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O4 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O2 C16 N2 125.5(3) . . ?
O2 C16 C17 122.8(3) . . ?
N2 C16 C17 111.8(3) . . ?
N4 C17 C18 123.6(3) . . ?
N4 C17 C16 114.8(3) . . ?
C18 C17 C16 121.6(3) . . ?
C17 C18 C19 118.0(3) . . ?
C17 C18 H18 121.0 . . ?
C19 C18 H18 121.0 . . ?
C20 C19 C18 119.5(3) . . ?
C20 C19 H19 120.3 . . ?
C18 C19 H19 120.3 . . ?
C19 C20 C21 119.2(3) . . ?
C19 C20 H20 120.4 . . ?
C21 C20 H20 120.4 . . ?
N4 C21 C20 121.3(3) . . ?
N4 C21 C22 117.2(3) . . ?
C20 C21 C22 121.4(3) . . ?
O5 C22 O6 124.9(4) . . ?
O5 C22 C21 124.1(3) . . ?
O6 C22 C21 111.1(3) . . ?
O6 C23 H23A 109.5 . . ?
O6 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O6 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N5 C24 C25 112.5(3) . . ?
N5 C24 H24A 109.1 . . ?
C25 C24 H24A 109.1 . . ?
N5 C24 H24B 109.1 . . ?
C25 C24 H24B 109.1 . . ?
H24A C24 H24B 107.8 . . ?
C26 C25 C24 113.4(4) . . ?
C26 C25 H25A 108.9 . . ?
C24 C25 H25A 108.9 . . ?
C26 C25 H25B 108.9 . . ?
C24 C25 H25B 108.9 . . ?
H25A C25 H25B 107.7 . . ?
C25 C26 C27 114.6(4) . . ?
C25 C26 H26A 108.6 . . ?
C27 C26 H26A 108.6 . . ?
C25 C26 H26B 108.6 . . ?
C27 C26 H26B 108.6 . . ?
H26A C26 H26B 107.6 . . ?
C28 C27 C26 115.2(5) . . ?
C28 C27 H27A 108.5 . . ?
C26 C27 H27A 108.5 . . ?
C28 C27 H27B 108.5 . . ?
C26 C27 H27B 108.5 . . ?
H27A C27 H27B 107.5 . . ?
C27 C28 C29 115.1(6) . . ?
C27 C28 H28A 108.5 . . ?
C29 C28 H28A 108.5 . . ?
C27 C28 H28B 108.5 . . ?
C29 C28 H28B 108.5 . . ?
H28A C28 H28B 107.5 . . ?
C28 C29 C30 110.7(7) . . ?
C28 C29 H29A 109.5 . . ?
C30 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C30 C29 H29B 109.5 . . ?
H29A C29 H29B 108.1 . . ?
C31 C30 C29 106.6(8) . . ?
C31 C30 H30A 110.4 . . ?
C29 C30 H30A 110.4 . . ?
C31 C30 H30B 110.4 . . ?
C29 C30 H30B 110.4 . . ?
H30A C30 H30B 108.6 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
N5 C32 C33 114.0(3) . . ?
N5 C32 H32A 108.8 . . ?
C33 C32 H32A 108.8 . . ?
N5 C32 H32B 108.8 . . ?
C33 C32 H32B 108.8 . . ?
H32A C32 H32B 107.7 . . ?
C34 C33 C32 115.0(4) . . ?
C34 C33 H33A 108.5 . . ?
C32 C33 H33A 108.5 . . ?
C34 C33 H33B 108.5 . . ?
C32 C33 H33B 108.5 . . ?
H33A C33 H33B 107.5 . . ?
C33 C34 C35 114.7(4) . . ?
C33 C34 H34A 108.6 . . ?
C35 C34 H34A 108.6 . . ?
C33 C34 H34B 108.6 . . ?
C35 C34 H34B 108.6 . . ?
H34A C34 H34B 107.6 . . ?
C36 C35 C34 114.8(4) . . ?
C36 C35 H35A 108.6 . . ?
C34 C35 H35A 108.6 . . ?
C36 C35 H35B 108.6 . . ?
C34 C35 H35B 108.6 . . ?
H35A C35 H35B 107.5 . . ?
C35 C36 C37 113.9(5) . . ?
C35 C36 H36A 108.8 . . ?
C37 C36 H36A 108.8 . . ?
C35 C36 H36B 108.8 . . ?
C37 C36 H36B 108.8 . . ?
H36A C36 H36B 107.7 . . ?
C36 C37 C38 106.6(6) . . ?
C36 C37 H37A 110.4 . . ?
C38 C37 H37A 110.4 . . ?
C36 C37 H37B 110.4 . . ?
C38 C37 H37B 110.4 . . ?
H37A C37 H37B 108.6 . . ?
C39 C38 C37 103.9(8) . . ?
C39 C38 H38A 111.0 . . ?
C37 C38 H38A 111.0 . . ?
C39 C38 H38B 111.0 . . ?
C37 C38 H38B 111.0 . . ?
H38A C38 H38B 109.0 . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 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
F1 C6 1.365(3) . ?
O1 C8 1.212(4) . ?
O2 C16 1.221(4) . ?
O3 C14 1.189(5) . ?
O4 C14 1.295(5) . ?
O4 C15 1.466(5) . ?
O5 C22 1.201(4) . ?
O6 C22 1.323(4) . ?
O6 C23 1.440(4) . ?
O7 C7 1.224(4) . ?
N1 C8 1.345(4) . ?
N1 C1 1.399(4) . ?
N1 H1 0.818(18) . ?
N2 C16 1.344(4) . ?
N2 C5 1.407(4) . ?
N2 H2A 0.866(18) . ?
N3 C9 1.330(4) . ?
N3 C13 1.337(4) . ?
N4 C17 1.316(4) . ?
N4 C21 1.339(4) . ?
N5 C7 1.351(4) . ?
N5 C32 1.451(4) . ?
N5 C24 1.473(4) . ?
C1 C6 1.378(4) . ?
C1 C2 1.378(4) . ?
C2 C3 1.384(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.401(4) . ?
C3 C7 1.506(4) . ?
C4 C5 1.380(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.367(4) . ?
C8 C9 1.491(5) . ?
C9 C10 1.386(4) . ?
C10 C11 1.369(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.366(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.386(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.474(5) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.510(4) . ?
C17 C18 1.375(4) . ?
C18 C19 1.380(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.353(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.396(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.490(5) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.535(5) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.490(5) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C27 1.512(7) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C28 1.484(7) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 C29 1.489(9) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C30 1.562(9) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.461(10) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 C33 1.523(5) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 C34 1.476(5) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 C35 1.500(6) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 C36 1.490(6) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C36 C37 1.516(8) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 C38 1.621(9) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 C39 1.462(10) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
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
N1 H1 N3 0.818(18) 2.25(3) 2.633(4) 109(3) .
N2 H2A N4 0.866(18) 2.04(3) 2.563(3) 118(3) .
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
C8 N1 C1 C6 175.8(4) . . . . ?
C8 N1 C1 C2 -4.6(6) . . . . ?
C6 C1 C2 C3 1.6(5) . . . . ?
N1 C1 C2 C3 -178.0(3) . . . . ?
C1 C2 C3 C4 -1.9(5) . . . . ?
C1 C2 C3 C7 -175.7(3) . . . . ?
C2 C3 C4 C5 1.9(5) . . . . ?
C7 C3 C4 C5 175.2(3) . . . . ?
C3 C4 C5 C6 -1.6(5) . . . . ?
C3 C4 C5 N2 179.4(3) . . . . ?
C16 N2 C5 C6 175.9(4) . . . . ?
C16 N2 C5 C4 -5.1(6) . . . . ?
C4 C5 C6 F1 179.9(3) . . . . ?
N2 C5 C6 F1 -1.0(5) . . . . ?
C4 C5 C6 C1 1.4(6) . . . . ?
N2 C5 C6 C1 -179.5(3) . . . . ?
C2 C1 C6 F1 -179.9(3) . . . . ?
N1 C1 C6 F1 -0.3(5) . . . . ?
C2 C1 C6 C5 -1.3(5) . . . . ?
N1 C1 C6 C5 178.3(3) . . . . ?
C32 N5 C7 O7 -166.5(3) . . . . ?
C24 N5 C7 O7 2.6(5) . . . . ?
C32 N5 C7 C3 13.2(5) . . . . ?
C24 N5 C7 C3 -177.7(3) . . . . ?
C2 C3 C7 O7 44.3(5) . . . . ?
C4 C3 C7 O7 -129.3(4) . . . . ?
C2 C3 C7 N5 -135.5(3) . . . . ?
C4 C3 C7 N5 51.0(5) . . . . ?
C1 N1 C8 O1 -1.8(7) . . . . ?
C1 N1 C8 C9 176.8(3) . . . . ?
C13 N3 C9 C10 0.2(5) . . . . ?
C13 N3 C9 C8 -177.3(3) . . . . ?
O1 C8 C9 N3 178.2(4) . . . . ?
N1 C8 C9 N3 -0.4(5) . . . . ?
O1 C8 C9 C10 0.6(6) . . . . ?
N1 C8 C9 C10 -177.9(3) . . . . ?
N3 C9 C10 C11 -0.1(6) . . . . ?
C8 C9 C10 C11 177.3(3) . . . . ?
C9 C10 C11 C12 -0.6(6) . . . . ?
C10 C11 C12 C13 1.2(6) . . . . ?
C9 N3 C13 C12 0.4(6) . . . . ?
C9 N3 C13 C14 178.0(3) . . . . ?
C11 C12 C13 N3 -1.1(6) . . . . ?
C11 C12 C13 C14 -178.7(4) . . . . ?
C15 O4 C14 O3 -2.5(8) . . . . ?
C15 O4 C14 C13 179.3(4) . . . . ?
N3 C13 C14 O3 -159.0(5) . . . . ?
C12 C13 C14 O3 18.7(7) . . . . ?
N3 C13 C14 O4 19.3(6) . . . . ?
C12 C13 C14 O4 -163.1(4) . . . . ?
C5 N2 C16 O2 2.7(7) . . . . ?
C5 N2 C16 C17 -177.7(3) . . . . ?
C21 N4 C17 C18 -0.6(5) . . . . ?
C21 N4 C17 C16 -179.2(3) . . . . ?
O2 C16 C17 N4 -177.5(4) . . . . ?
N2 C16 C17 N4 2.9(5) . . . . ?
O2 C16 C17 C18 3.8(6) . . . . ?
N2 C16 C17 C18 -175.8(3) . . . . ?
N4 C17 C18 C19 -0.3(6) . . . . ?
C16 C17 C18 C19 178.3(3) . . . . ?
C17 C18 C19 C20 -0.1(6) . . . . ?
C18 C19 C20 C21 1.3(6) . . . . ?
C17 N4 C21 C20 1.8(5) . . . . ?
C17 N4 C21 C22 -180.0(3) . . . . ?
C19 C20 C21 N4 -2.2(6) . . . . ?
C19 C20 C21 C22 179.7(3) . . . . ?
C23 O6 C22 O5 3.6(6) . . . . ?
C23 O6 C22 C21 -177.0(3) . . . . ?
N4 C21 C22 O5 -179.2(4) . . . . ?
C20 C21 C22 O5 -1.0(6) . . . . ?
N4 C21 C22 O6 1.4(4) . . . . ?
C20 C21 C22 O6 179.6(3) . . . . ?
C7 N5 C24 C25 -84.6(4) . . . . ?
C32 N5 C24 C25 85.6(4) . . . . ?
N5 C24 C25 C26 170.4(4) . . . . ?
C24 C25 C26 C27 -178.3(4) . . . . ?
C25 C26 C27 C28 173.2(6) . . . . ?
C26 C27 C28 C29 -169.6(6) . . . . ?
C27 C28 C29 C30 -179.3(7) . . . . ?
C28 C29 C30 C31 -173.3(8) . . . . ?
C7 N5 C32 C33 -114.6(4) . . . . ?
C24 N5 C32 C33 76.4(4) . . . . ?
N5 C32 C33 C34 -169.2(3) . . . . ?
C32 C33 C34 C35 -179.5(4) . . . . ?
C33 C34 C35 C36 -68.5(6) . . . . ?
C34 C35 C36 C37 176.9(6) . . . . ?
C35 C36 C37 C38 -173.6(6) . . . . ?
C36 C37 C38 C39 171.0(9) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30658644
