#------------------------------------------------------------------------------
#$Date: 2025-08-22 23:12:46 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301866 $
#$URL: svn://www.crystallography.net/cod/cif/7/23/46/7234685.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_7234685
loop_
_publ_author_name
'Toshiki Mutai'
'Tatsuya Ohkawa'
'Hideaki Shono'
'Koji Araki'
_publ_section_title
;
 The development of aryl-substituted 2-phenylimidazo[1,2-a]pyridines (PIP)
 with various colors of excited-state intramolecular proton transfer
 (ESIPT) luminescence in the solid state
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              3599
_journal_page_last               3606
_journal_paper_doi               10.1039/C6TC00376A
_journal_volume                  4
_journal_year                    2016
_chemical_formula_moiety         'C21 H16 N2 O3'
_chemical_formula_sum            'C21 H16 N2 O3'
_chemical_formula_weight         344.36
_chemical_name_common            '6-p-Methoxycarbonylphenyl HPIP'
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                100.474(2)
_cell_angle_beta                 103.159(2)
_cell_angle_gamma                104.477(2)
_cell_formula_units_Z            4
_cell_length_a                   11.240(1)
_cell_length_b                   12.113(1)
_cell_length_c                   13.506(1)
_cell_measurement_reflns_used    17108
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      73.34
_cell_measurement_theta_min      3.47
_cell_volume                     1677.2(2)
_computing_cell_refinement       Scalepack
_computing_data_collection       'MacScience Xpress'
_computing_data_reduction        'Denzo and Scalepack'
_computing_molecular_graphics    maXus
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.952
_diffrn_measured_fraction_theta_max 0.923
_diffrn_measurement_device_type  'MacScience DIPLabo'
_diffrn_measurement_method       IP
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.046
_diffrn_reflns_av_sigmaI/netI    0.0298
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            17108
_diffrn_reflns_theta_full        69.98
_diffrn_reflns_theta_max         73.34
_diffrn_reflns_theta_min         3.47
_diffrn_standards_decay_%        NONE
_diffrn_standards_interval_count NONE
_diffrn_standards_interval_time  NONE
_diffrn_standards_number         NONE
_exptl_absorpt_coefficient_mu    0.753
_exptl_absorpt_correction_T_max  0.8516
_exptl_absorpt_correction_T_min  0.7834
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'abscor (MacScience Co. Ltd., 2000)'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.172
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     473
_refine_ls_number_reflns         6199
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0805
_refine_ls_R_factor_gt           0.0729
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0783P)²+0.9643P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1879
_refine_ls_wR_factor_ref         0.1948
_reflns_number_gt                5502
_reflns_number_total             6199
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            J-Mater-Chem-C-2016-4-3599.cif
_cod_data_source_block           6MeOCOPh
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7234685
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.3096(2) 0.23240(19) -0.13390(17) 0.0835(6) Uani 1 1 d . . .
H1 H 0.3508 0.2412 -0.0730 0.125 Uiso 1 1 calc R . .
C1 C 0.2660(3) 0.3268(2) -0.1412(2) 0.0619(6) Uani 1 1 d . . .
C2 C 0.1896(3) 0.3242(3) -0.2381(2) 0.0733(8) Uani 1 1 d . . .
H2 H 0.1689 0.2591 -0.2944 0.088 Uiso 1 1 calc R . .
C3 C 0.1437(3) 0.4173(3) -0.2517(3) 0.0756(8) Uani 1 1 d . . .
H3 H 0.0930 0.4153 -0.3172 0.091 Uiso 1 1 calc R . .
C4 C 0.1729(3) 0.5133(3) -0.1683(3) 0.0738(8) Uani 1 1 d . . .
H4 H 0.1414 0.5760 -0.1772 0.089 Uiso 1 1 calc R . .
C5 C 0.2489(3) 0.5162(3) -0.0718(2) 0.0669(7) Uani 1 1 d . . .
H5 H 0.2682 0.5815 -0.0159 0.080 Uiso 1 1 calc R . .
C6 C 0.2978(2) 0.4235(2) -0.0556(2) 0.0559(6) Uani 1 1 d . . .
C7 C 0.3792(2) 0.4293(2) 0.0478(2) 0.0534(6) Uani 1 1 d . . .
N1 N 0.4253(2) 0.33691(19) 0.06487(17) 0.0569(5) Uani 1 1 d . . .
C8 C 0.4935(2) 0.3684(2) 0.16472(19) 0.0535(6) Uani 1 1 d . . .
C9 C 0.5630(3) 0.3109(2) 0.2266(2) 0.0587(6) Uani 1 1 d . . .
H6 H 0.5666 0.2366 0.1970 0.070 Uiso 1 1 calc R . .
C10 C 0.6244(3) 0.3638(2) 0.3291(2) 0.0571(6) Uani 1 1 d . . .
H7 H 0.6693 0.3246 0.3695 0.069 Uiso 1 1 calc R . .
C11 C 0.6224(2) 0.4778(2) 0.3771(2) 0.0539(6) Uani 1 1 d . . .
C12 C 0.5569(3) 0.5340(2) 0.3166(2) 0.0567(6) Uani 1 1 d . . .
H8 H 0.5551 0.6091 0.3457 0.068 Uiso 1 1 calc R . .
N2 N 0.4936(2) 0.48027(17) 0.21305(16) 0.0527(5) Uani 1 1 d . . .
C13 C 0.4203(3) 0.5178(2) 0.1381(2) 0.0572(6) Uani 1 1 d . . .
H9 H 0.4022 0.5892 0.1469 0.069 Uiso 1 1 calc R . .
C14 C 0.6864(2) 0.5332(2) 0.4903(2) 0.0545(6) Uani 1 1 d . . .
C15 C 0.7882(3) 0.5021(3) 0.5460(2) 0.0656(7) Uani 1 1 d . . .
H10 H 0.8190 0.4469 0.5110 0.079 Uiso 1 1 calc R . .
C16 C 0.8438(3) 0.5517(3) 0.6518(2) 0.0667(7) Uani 1 1 d . . .
H11 H 0.9110 0.5290 0.6874 0.080 Uiso 1 1 calc R . .
C17 C 0.8011(2) 0.6354(2) 0.7065(2) 0.0576(6) Uani 1 1 d . . .
C18 C 0.7010(3) 0.6676(2) 0.6512(2) 0.0608(6) Uani 1 1 d . . .
H12 H 0.6722 0.7247 0.6859 0.073 Uiso 1 1 calc R . .
C19 C 0.6437(3) 0.6165(2) 0.5461(2) 0.0597(6) Uani 1 1 d . . .
H13 H 0.5749 0.6378 0.5112 0.072 Uiso 1 1 calc R . .
C20 C 0.8586(3) 0.6935(3) 0.8196(2) 0.0629(7) Uani 1 1 d . . .
O2 O 0.9398(2) 0.6424(2) 0.86693(16) 0.0803(6) Uani 1 1 d . . .
C21 C 1.0008(3) 0.6925(4) 0.9768(2) 0.0884(10) Uani 1 1 d . . .
H14 H 1.0521 0.7724 0.9879 0.133 Uiso 1 1 calc R . .
H15 H 1.0544 0.6476 1.0029 0.133 Uiso 1 1 calc R . .
H16 H 0.9367 0.6912 1.0133 0.133 Uiso 1 1 calc R . .
O3 O 0.8355(2) 0.7763(2) 0.86591(16) 0.0808(6) Uani 1 1 d . . .
O4 O 0.1251(2) -0.25966(19) -0.32887(16) 0.0753(6) Uani 1 1 d . . .
H17 H 0.1735 -0.2452 -0.2695 0.113 Uiso 1 1 calc R . .
C22 C 0.0650(3) -0.1753(3) -0.3343(2) 0.0637(7) Uani 1 1 d . . .
C23 C -0.0173(3) -0.1836(3) -0.4306(2) 0.0747(8) Uani 1 1 d . . .
H18 H -0.0295 -0.2451 -0.4880 0.090 Uiso 1 1 calc R . .
C24 C -0.0810(3) -0.1016(3) -0.4421(3) 0.0804(9) Uani 1 1 d . . .
H19 H -0.1365 -0.1080 -0.5069 0.096 Uiso 1 1 calc R . .
C25 C -0.0628(3) -0.0098(3) -0.3578(3) 0.0796(9) Uani 1 1 d . . .
H20 H -0.1052 0.0463 -0.3657 0.096 Uiso 1 1 calc R . .
C26 C 0.0183(3) -0.0017(3) -0.2622(3) 0.0746(8) Uani 1 1 d . . .
H21 H 0.0300 0.0606 -0.2056 0.090 Uiso 1 1 calc R . .
C27 C 0.0838(3) -0.0838(2) -0.2471(2) 0.0609(6) Uani 1 1 d . . .
C28 C 0.1697(3) -0.0727(2) -0.1438(2) 0.0601(6) Uani 1 1 d . . .
N3 N 0.2471(2) -0.1444(2) -0.13178(18) 0.0631(6) Uani 1 1 d . . .
C29 C 0.3127(3) -0.1123(2) -0.0310(2) 0.0571(6) Uani 1 1 d . . .
C30 C 0.4068(3) -0.1523(2) 0.0272(2) 0.0640(7) Uani 1 1 d . . .
H22 H 0.4326 -0.2125 -0.0062 0.077 Uiso 1 1 calc R . .
C31 C 0.4594(3) -0.1033(2) 0.1310(2) 0.0614(6) Uani 1 1 d . . .
H23 H 0.5221 -0.1298 0.1685 0.074 Uiso 1 1 calc R . .
C32 C 0.4208(2) -0.0116(2) 0.1847(2) 0.0548(6) Uani 1 1 d . . .
C33 C 0.3302(3) 0.0271(2) 0.1285(2) 0.0593(6) Uani 1 1 d . . .
H24 H 0.3041 0.0870 0.1618 0.071 Uiso 1 1 calc R . .
N4 N 0.2776(2) -0.02246(18) 0.02289(16) 0.0569(5) Uani 1 1 d . . .
C34 C 0.1868(3) 0.0020(3) -0.0495(2) 0.0641(7) Uani 1 1 d . . .
H25 H 0.1452 0.0582 -0.0368 0.077 Uiso 1 1 calc R . .
C35 C 0.4792(3) 0.0421(2) 0.2987(2) 0.0552(6) Uani 1 1 d . . .
C36 C 0.6080(3) 0.0608(2) 0.3463(2) 0.0594(6) Uani 1 1 d . . .
H26 H 0.6580 0.0353 0.3064 0.071 Uiso 1 1 calc R . .
C37 C 0.6636(3) 0.1163(2) 0.4517(2) 0.0588(6) Uani 1 1 d . . .
H27 H 0.7502 0.1280 0.4820 0.071 Uiso 1 1 calc R . .
C38 C 0.5902(3) 0.1549(2) 0.5127(2) 0.0567(6) Uani 1 1 d . . .
C39 C 0.4604(3) 0.1337(2) 0.4664(2) 0.0589(6) Uani 1 1 d . . .
H28 H 0.4098 0.1569 0.5068 0.071 Uiso 1 1 calc R . .
C40 C 0.4059(3) 0.0787(2) 0.3613(2) 0.0599(6) Uani 1 1 d . . .
H29 H 0.3189 0.0656 0.3314 0.072 Uiso 1 1 calc R . .
C41 C 0.6445(3) 0.2163(2) 0.6257(2) 0.0631(7) Uani 1 1 d . . .
O5 O 0.7667(2) 0.2225(2) 0.66335(15) 0.0781(6) Uani 1 1 d . . .
C42 C 0.8252(4) 0.2779(4) 0.7735(2) 0.0930(11) Uani 1 1 d . . .
H30 H 0.7775 0.2371 0.8135 0.140 Uiso 1 1 calc R . .
H31 H 0.8254 0.3586 0.7874 0.140 Uiso 1 1 calc R . .
H32 H 0.9118 0.2750 0.7930 0.140 Uiso 1 1 calc R . .
O6 O 0.5847(2) 0.2562(2) 0.67918(16) 0.0805(6) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
O O 0.0492 0.0322 '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'
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
C1 O1 H1 109.5 . .
O1 C1 C2 117.3(3) . .
O1 C1 C6 122.0(2) . .
C2 C1 C6 120.7(3) . .
C3 C2 C1 120.4(3) . .
C3 C2 H2 119.8 . .
C1 C2 H2 119.8 . .
C4 C3 C2 120.0(3) . .
C4 C3 H3 120.0 . .
C2 C3 H3 120.0 . .
C5 C4 C3 119.7(3) . .
C5 C4 H4 120.1 . .
C3 C4 H4 120.1 . .
C4 C5 C6 121.6(3) . .
C4 C5 H5 119.2 . .
C6 C5 H5 119.2 . .
C1 C6 C5 117.5(2) . .
C1 C6 C7 122.0(2) . .
C5 C6 C7 120.5(2) . .
C13 C7 N1 110.3(2) . .
C13 C7 C6 129.0(2) . .
N1 C7 C6 120.7(2) . .
C8 N1 C7 106.0(2) . .
N1 C8 N2 110.6(2) . .
N1 C8 C9 132.0(2) . .
N2 C8 C9 117.4(2) . .
C10 C9 C8 119.8(2) . .
C10 C9 H6 120.1 . .
C8 C9 H6 120.1 . .
C9 C10 C11 121.8(2) . .
C9 C10 H7 119.1 . .
C11 C10 H7 119.1 . .
C12 C11 C10 118.2(2) . .
C12 C11 C14 120.5(2) . .
C10 C11 C14 121.3(2) . .
C11 C12 N2 120.2(2) . .
C11 C12 H8 119.9 . .
N2 C12 H8 119.9 . .
C12 N2 C13 130.6(2) . .
C12 N2 C8 122.6(2) . .
C13 N2 C8 106.7(2) . .
C7 C13 N2 106.3(2) . .
C7 C13 H9 126.8 . .
N2 C13 H9 126.8 . .
C15 C14 C19 117.4(2) . .
C15 C14 C11 121.9(2) . .
C19 C14 C11 120.7(2) . .
C16 C15 C14 121.0(3) . .
C16 C15 H10 119.5 . .
C14 C15 H10 119.5 . .
C15 C16 C17 121.1(3) . .
C15 C16 H11 119.5 . .
C17 C16 H11 119.5 . .
C18 C17 C16 118.1(2) . .
C18 C17 C20 118.3(2) . .
C16 C17 C20 123.6(2) . .
C19 C18 C17 120.9(2) . .
C19 C18 H12 119.6 . .
C17 C18 H12 119.6 . .
C18 C19 C14 121.5(2) . .
C18 C19 H13 119.3 . .
C14 C19 H13 119.3 . .
O3 C20 O2 122.6(3) . .
O3 C20 C17 125.1(3) . .
O2 C20 C17 112.3(2) . .
C20 O2 C21 116.6(2) . .
O2 C21 H14 109.5 . .
O2 C21 H15 109.5 . .
H14 C21 H15 109.5 . .
O2 C21 H16 109.5 . .
H14 C21 H16 109.5 . .
H15 C21 H16 109.5 . .
C22 O4 H17 109.5 . .
O4 C22 C23 117.2(3) . .
O4 C22 C27 122.2(2) . .
C23 C22 C27 120.5(3) . .
C24 C23 C22 120.5(3) . .
C24 C23 H18 119.8 . .
C22 C23 H18 119.8 . .
C23 C24 C25 120.2(3) . .
C23 C24 H19 119.9 . .
C25 C24 H19 119.9 . .
C26 C25 C24 119.5(3) . .
C26 C25 H20 120.2 . .
C24 C25 H20 120.2 . .
C25 C26 C27 122.1(3) . .
C25 C26 H21 119.0 . .
C27 C26 H21 119.0 . .
C26 C27 C22 117.3(3) . .
C26 C27 C28 120.7(3) . .
C22 C27 C28 122.0(3) . .
C34 C28 N3 110.3(2) . .
C34 C28 C27 129.0(3) . .
N3 C28 C27 120.7(2) . .
C29 N3 C28 106.1(2) . .
N3 C29 N4 110.3(2) . .
N3 C29 C30 132.2(2) . .
N4 C29 C30 117.5(2) . .
C31 C30 C29 120.1(2) . .
C31 C30 H22 120.0 . .
C29 C30 H22 120.0 . .
C30 C31 C32 121.2(2) . .
C30 C31 H23 119.4 . .
C32 C31 H23 119.4 . .
C33 C32 C31 118.7(2) . .
C33 C32 C35 120.3(2) . .
C31 C32 C35 121.1(2) . .
C32 C33 N4 119.9(2) . .
C32 C33 H24 120.1 . .
N4 C33 H24 120.1 . .
C33 N4 C34 130.4(2) . .
C33 N4 C29 122.6(2) . .
C34 N4 C29 106.9(2) . .
C28 C34 N4 106.3(2) . .
C28 C34 H25 126.9 . .
N4 C34 H25 126.9 . .
C36 C35 C40 117.9(2) . .
C36 C35 C32 121.5(2) . .
C40 C35 C32 120.5(2) . .
C37 C36 C35 121.4(2) . .
C37 C36 H26 119.3 . .
C35 C36 H26 119.3 . .
C36 C37 C38 120.2(3) . .
C36 C37 H27 119.9 . .
C38 C37 H27 119.9 . .
C39 C38 C37 118.9(2) . .
C39 C38 C41 118.3(2) . .
C37 C38 C41 122.7(3) . .
C40 C39 C38 120.5(2) . .
C40 C39 H28 119.8 . .
C38 C39 H28 119.8 . .
C39 C40 C35 121.1(3) . .
C39 C40 H29 119.4 . .
C35 C40 H29 119.4 . .
O6 C41 O5 123.0(3) . .
O6 C41 C38 124.1(3) . .
O5 C41 C38 112.9(2) . .
C41 O5 C42 116.2(2) . .
O5 C42 H30 109.5 . .
O5 C42 H31 109.5 . .
H30 C42 H31 109.5 . .
O5 C42 H32 109.5 . .
H30 C42 H32 109.5 . .
H31 C42 H32 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.363(3) .
O1 H1 0.8200 .
C1 C2 1.382(4) .
C1 C6 1.395(4) .
C2 C3 1.376(4) .
C2 H2 0.9300 .
C3 C4 1.376(5) .
C3 H3 0.9300 .
C4 C5 1.375(4) .
C4 H4 0.9300 .
C5 C6 1.398(4) .
C5 H5 0.9300 .
C6 C7 1.465(4) .
C7 C13 1.367(4) .
C7 N1 1.379(3) .
N1 C8 1.322(3) .
C8 N2 1.392(3) .
C8 C9 1.408(3) .
C9 C10 1.351(4) .
C9 H6 0.9300 .
C10 C11 1.423(3) .
C10 H7 0.9300 .
C11 C12 1.361(3) .
C11 C14 1.479(3) .
C12 N2 1.367(3) .
C12 H8 0.9300 .
N2 C13 1.373(3) .
C13 H9 0.9300 .
C14 C15 1.394(4) .
C14 C19 1.396(4) .
C15 C16 1.374(4) .
C15 H10 0.9300 .
C16 C17 1.391(4) .
C16 H11 0.9300 .
C17 C18 1.386(4) .
C17 C20 1.475(4) .
C18 C19 1.370(4) .
C18 H12 0.9300 .
C19 H13 0.9300 .
C20 O3 1.200(3) .
C20 O2 1.336(3) .
O2 C21 1.429(3) .
C21 H14 0.9600 .
C21 H15 0.9600 .
C21 H16 0.9600 .
O4 C22 1.363(3) .
O4 H17 0.8200 .
C22 C23 1.384(4) .
C22 C27 1.399(4) .
C23 C24 1.372(5) .
C23 H18 0.9300 .
C24 C25 1.376(5) .
C24 H19 0.9300 .
C25 C26 1.372(4) .
C25 H20 0.9300 .
C26 C27 1.395(4) .
C26 H21 0.9300 .
C27 C28 1.467(4) .
C28 C34 1.363(4) .
C28 N3 1.379(3) .
N3 C29 1.325(3) .
C29 N4 1.389(3) .
C29 C30 1.409(4) .
C30 C31 1.347(4) .
C30 H22 0.9300 .
C31 C32 1.428(4) .
C31 H23 0.9300 .
C32 C33 1.359(4) .
C32 C35 1.479(4) .
C33 N4 1.369(3) .
C33 H24 0.9300 .
N4 C34 1.374(3) .
C34 H25 0.9300 .
C35 C36 1.386(4) .
C35 C40 1.397(4) .
C36 C37 1.380(4) .
C36 H26 0.9300 .
C37 C38 1.393(4) .
C37 H27 0.9300 .
C38 C39 1.387(4) .
C38 C41 1.481(4) .
C39 C40 1.375(4) .
C39 H28 0.9300 .
C40 H29 0.9300 .
C41 O6 1.210(3) .
C41 O5 1.329(3) .
O5 C42 1.437(4) .
C42 H30 0.9600 .
C42 H31 0.9600 .
C42 H32 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
O1 C1 C2 C3 -179.0(3) . . . .
C6 C1 C2 C3 0.2(5) . . . .
C1 C2 C3 C4 -0.6(5) . . . .
C2 C3 C4 C5 0.6(5) . . . .
C3 C4 C5 C6 0.0(5) . . . .
O1 C1 C6 C5 179.4(3) . . . .
C2 C1 C6 C5 0.3(4) . . . .
O1 C1 C6 C7 -0.5(4) . . . .
C2 C1 C6 C7 -179.6(3) . . . .
C4 C5 C6 C1 -0.4(4) . . . .
C4 C5 C6 C7 179.5(3) . . . .
C1 C6 C7 C13 178.8(3) . . . .
C5 C6 C7 C13 -1.1(4) . . . .
C1 C6 C7 N1 -1.6(4) . . . .
C5 C6 C7 N1 178.5(2) . . . .
C13 C7 N1 C8 0.3(3) . . . .
C6 C7 N1 C8 -179.4(2) . . . .
C7 N1 C8 N2 -0.5(3) . . . .
C7 N1 C8 C9 180.0(3) . . . .
N1 C8 C9 C10 -179.4(3) . . . .
N2 C8 C9 C10 1.1(4) . . . .
C8 C9 C10 C11 -0.7(4) . . . .
C9 C10 C11 C12 -0.4(4) . . . .
C9 C10 C11 C14 177.9(2) . . . .
C10 C11 C12 N2 1.0(4) . . . .
C14 C11 C12 N2 -177.4(2) . . . .
C11 C12 N2 C13 178.6(3) . . . .
C11 C12 N2 C8 -0.5(4) . . . .
N1 C8 N2 C12 179.9(2) . . . .
C9 C8 N2 C12 -0.5(4) . . . .
N1 C8 N2 C13 0.5(3) . . . .
C9 C8 N2 C13 -179.9(2) . . . .
N1 C7 C13 N2 0.1(3) . . . .
C6 C7 C13 N2 179.7(2) . . . .
C12 N2 C13 C7 -179.6(2) . . . .
C8 N2 C13 C7 -0.3(3) . . . .
C12 C11 C14 C15 -157.1(3) . . . .
C10 C11 C14 C15 24.5(4) . . . .
C12 C11 C14 C19 24.9(4) . . . .
C10 C11 C14 C19 -153.4(3) . . . .
C19 C14 C15 C16 0.1(4) . . . .
C11 C14 C15 C16 -177.9(3) . . . .
C14 C15 C16 C17 -0.6(5) . . . .
C15 C16 C17 C18 -0.1(4) . . . .
C15 C16 C17 C20 -178.7(3) . . . .
C16 C17 C18 C19 1.5(4) . . . .
C20 C17 C18 C19 -179.9(3) . . . .
C17 C18 C19 C14 -2.0(4) . . . .
C15 C14 C19 C18 1.2(4) . . . .
C11 C14 C19 C18 179.2(2) . . . .
C18 C17 C20 O3 -8.7(4) . . . .
C16 C17 C20 O3 169.9(3) . . . .
C18 C17 C20 O2 170.3(2) . . . .
C16 C17 C20 O2 -11.1(4) . . . .
O3 C20 O2 C21 -1.1(4) . . . .
C17 C20 O2 C21 179.9(3) . . . .
O4 C22 C23 C24 -179.8(3) . . . .
C27 C22 C23 C24 0.4(5) . . . .
C22 C23 C24 C25 0.4(5) . . . .
C23 C24 C25 C26 -0.7(5) . . . .
C24 C25 C26 C27 0.1(5) . . . .
C25 C26 C27 C22 0.8(5) . . . .
C25 C26 C27 C28 -179.9(3) . . . .
O4 C22 C27 C26 179.3(3) . . . .
C23 C22 C27 C26 -1.0(4) . . . .
O4 C22 C27 C28 -0.1(4) . . . .
C23 C22 C27 C28 179.7(3) . . . .
C26 C27 C28 C34 9.2(5) . . . .
C22 C27 C28 C34 -171.5(3) . . . .
C26 C27 C28 N3 -171.5(3) . . . .
C22 C27 C28 N3 7.8(4) . . . .
C34 C28 N3 C29 -1.0(3) . . . .
C27 C28 N3 C29 179.5(2) . . . .
C28 N3 C29 N4 1.0(3) . . . .
C28 N3 C29 C30 -179.1(3) . . . .
N3 C29 C30 C31 179.9(3) . . . .
N4 C29 C30 C31 -0.2(4) . . . .
C29 C30 C31 C32 0.7(4) . . . .
C30 C31 C32 C33 -0.8(4) . . . .
C30 C31 C32 C35 -179.8(3) . . . .
C31 C32 C33 N4 0.4(4) . . . .
C35 C32 C33 N4 179.4(2) . . . .
C32 C33 N4 C34 -179.4(3) . . . .
C32 C33 N4 C29 0.1(4) . . . .
N3 C29 N4 C33 179.7(2) . . . .
C30 C29 N4 C33 -0.2(4) . . . .
N3 C29 N4 C34 -0.7(3) . . . .
C30 C29 N4 C34 179.4(3) . . . .
N3 C28 C34 N4 0.6(3) . . . .
C27 C28 C34 N4 -180.0(3) . . . .
C33 N4 C34 C28 179.6(3) . . . .
C29 N4 C34 C28 0.0(3) . . . .
C33 C32 C35 C36 -142.3(3) . . . .
C31 C32 C35 C36 36.8(4) . . . .
C33 C32 C35 C40 36.0(4) . . . .
C31 C32 C35 C40 -145.0(3) . . . .
C40 C35 C36 C37 -1.6(4) . . . .
C32 C35 C36 C37 176.7(2) . . . .
C35 C36 C37 C38 0.1(4) . . . .
C36 C37 C38 C39 1.7(4) . . . .
C36 C37 C38 C41 -179.2(2) . . . .
C37 C38 C39 C40 -2.0(4) . . . .
C41 C38 C39 C40 178.9(2) . . . .
C38 C39 C40 C35 0.4(4) . . . .
C36 C35 C40 C39 1.4(4) . . . .
C32 C35 C40 C39 -176.9(2) . . . .
C39 C38 C41 O6 -5.0(4) . . . .
C37 C38 C41 O6 175.9(3) . . . .
C39 C38 C41 O5 174.5(2) . . . .
C37 C38 C41 O5 -4.6(4) . . . .
O6 C41 O5 C42 1.3(4) . . . .
C38 C41 O5 C42 -178.2(3) . . . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168339040
