#------------------------------------------------------------------------------
#$Date: 2025-01-07 10:06:24 +0200 (Tue, 07 Jan 2025) $
#$Revision: 297163 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/15/7151524.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_7151524
loop_
_publ_author_name
'Uno, Hidemitsu'
'Inoue, Kentarou'
'Inoue, Takashi'
'Ono, Noboru'
_publ_section_title
;
 Oligocyclization of 2-(hydroxymethyl)pyrroles with electron-withdrawing
 groups at β-positions: formation and structural elucidation of
 porphyrinogens and hexaphyrinogens
;
_journal_coden_ASTM              OBCRAK
_journal_issue                   21
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_page_first              3857
_journal_page_last               3865
_journal_paper_doi               10.1039/b307132d
_journal_volume                  1
_journal_year                    2003
_chemical_formula_moiety         'C56 H32 F20 N4 O8, 2(C3 H7 N O) '
_chemical_formula_sum            'C62 H46 F20 N6 O10'
_chemical_formula_weight         1415.05
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                110.08(1)
_cell_angle_beta                 95.75(1)
_cell_angle_gamma                106.70(1)
_cell_formula_units_Z            1
_cell_length_a                   9.599(1)
_cell_length_b                   11.653(2)
_cell_length_c                   15.605(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298.2
_cell_measurement_theta_max      13.0
_cell_measurement_theta_min      10.9
_cell_volume                     1531.4(4)
_computing_cell_refinement       CRYSTALCLEAR
_computing_data_collection       CRYSTALCLEAR
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_molecular_graphics    'Ortep-3 and Mercury '
_computing_publication_material  'teXsan Ver. 1.11'
_computing_structure_refinement  'teXsan Ver. 1.10'
_computing_structure_solution    SIR97
_diffrn_measured_fraction_theta_full 1.0020
_diffrn_measured_fraction_theta_max 1.0020
_diffrn_measurement_device_type  'Rigaku AFC5R'
_diffrn_measurement_method       w-2q
_diffrn_radiation_type           'Mo Ka'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.039
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            7390
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_standards_decay_%        2.74
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.144
_exptl_absorpt_correction_T_max  0.968
_exptl_absorpt_correction_T_min  0.931
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.534
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.250
_refine_diff_density_max         0.28
_refine_diff_density_min         -0.34
_refine_ls_extinction_coef       0.011(2)
_refine_ls_extinction_method     'Zachariasen(1967) type 2 Gaussian isotropic'
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     467
_refine_ls_number_reflns         7046
_refine_ls_R_factor_gt           0.0605
_refine_ls_shift/su_max          0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[s²(Fo²) + (0.05000(Max(Fo²,0) + 2Fc²)/3)²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1588
_reflns_number_gt                3256
_reflns_number_total             7046
_reflns_threshold_expression     F²>2.0s(F²)
_cod_data_source_file            b307132d.txt
_cod_data_source_block           3d-2DMF
_cod_depositor_comments
;
The following automatic conversions were performed:
data name '_geom_hbond_site_distance_dh' replaced with
'_geom_hbond_distance_DH' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_hbond_site_distance_ha' replaced with
'_geom_hbond_distance_HA' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_hbond_site_distance_da' replaced with
'_geom_hbond_distance_DA' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 5005 2017-03-03 11:38:54Z antanas 
;
_cod_original_cell_volume        1531.5(4)
_cod_original_formula_sum        'C62 H46 F20 N6 O10 '
_cod_database_code               7151524
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F(1) F 0.5840(3) 0.5988(2) 0.2451(1) 0.0702(7) Uani 1.00 d . . .
F(2) F 0.6234(3) 0.6480(2) 0.0924(2) 0.0937(10) Uani 1.00 d . . .
F(3) F 0.7115(4) 0.4905(3) -0.0457(2) 0.117(1) Uani 1.00 d . . .
F(4) F 0.7630(3) 0.2793(3) -0.0288(2) 0.108(1) Uani 1.00 d . . .
F(5) F 0.7300(2) 0.2321(2) 0.1246(1) 0.0639(7) Uani 1.00 d . . .
F(6) F 0.0426(2) 0.0286(2) 0.2317(1) 0.0697(7) Uani 1.00 d . . .
F(7) F -0.0463(3) -0.2156(3) 0.1039(2) 0.1005(9) Uani 1.00 d . . .
F(8) F 0.0510(3) -0.3958(2) 0.1376(2) 0.1167(10) Uani 1.00 d . . .
F(9) F 0.2533(4) -0.3236(2) 0.2979(2) 0.111(1) Uani 1.00 d . . .
F(10) F 0.3451(3) -0.0801(2) 0.4258(1) 0.0701(8) Uani 1.00 d . . .
O(1) O 0.4095(3) 0.0401(2) 0.2090(2) 0.0639(8) Uani 1.00 d . . .
O(2) O 0.4115(3) 0.1658(2) 0.1285(1) 0.0546(7) Uani 1.00 d . . .
O(3) O -0.1030(3) 0.1868(2) 0.4789(2) 0.0838(9) Uani 1.00 d . . .
O(4) O -0.0885(2) -0.0050(2) 0.3904(2) 0.0549(7) Uani 1.00 d . . .
O(5) O 0.6561(3) 0.5077(2) 0.6113(2) 0.0607(8) Uani 1.00 d . . .
N(1) N 0.6722(3) 0.4071(2) 0.4232(2) 0.0414(8) Uani 1.00 d . . .
N(2) N 0.3642(3) 0.3081(3) 0.5166(2) 0.0411(8) Uani 1.00 d . . .
N(3) N 0.8492(3) 0.6324(3) 0.7363(2) 0.0565(9) Uani 1.00 d . . .
C(1) C 0.7098(3) 0.4717(3) 0.3656(2) 0.0396(9) Uani 1.00 d . . .
C(2) C 0.6390(3) 0.3862(3) 0.2760(2) 0.0395(9) Uani 1.00 d . . .
C(3) C 0.5550(3) 0.2652(3) 0.2806(2) 0.0375(9) Uani 1.00 d . . .
C(4) C 0.5785(3) 0.2825(3) 0.3735(2) 0.0371(9) Uani 1.00 d . . .
C(5) C 0.5182(4) 0.1951(3) 0.4222(2) 0.0424(10) Uani 1.00 d . . .
C(6) C 0.3724(4) 0.2008(3) 0.4479(2) 0.0379(9) Uani 1.00 d . . .
C(7) C 0.2306(3) 0.1135(3) 0.4097(2) 0.0388(9) Uani 1.00 d . . .
C(8) C 0.1330(4) 0.1730(3) 0.4575(2) 0.0397(9) Uani 1.00 d . . .
C(9) C 0.2215(3) 0.2936(3) 0.5236(2) 0.0393(9) Uani 1.00 d . . .
C(10) C 0.1785(4) 0.3927(3) 0.5954(3) 0.048(1) Uani 1.00 d . . .
C(11) C 0.6567(4) 0.4146(3) 0.1916(2) 0.0427(9) Uani 1.00 d . . .
C(12) C 0.6324(4) 0.5191(3) 0.1796(2) 0.051(1) Uani 1.00 d . . .
C(13) C 0.6518(4) 0.5449(4) 0.1012(3) 0.065(1) Uani 1.00 d . . .
C(14) C 0.6957(5) 0.4648(4) 0.0313(3) 0.072(1) Uani 1.00 d . . .
C(15) C 0.7199(5) 0.3592(4) 0.0395(3) 0.066(1) Uani 1.00 d . . .
C(16) C 0.7019(4) 0.3360(3) 0.1186(2) 0.0468(10) Uani 1.00 d . . .
C(17) C 0.4543(4) 0.1451(3) 0.2051(2) 0.0426(10) Uani 1.00 d . . .
C(18) C 0.3153(5) 0.0511(4) 0.0487(3) 0.072(1) Uani 1.00 d . . .
C(19) C 0.3024(6) 0.0859(5) -0.0319(3) 0.108(2) Uani 1.00 d . . .
C(20) C 0.1895(4) -0.0189(3) 0.3355(2) 0.0409(9) Uani 1.00 d . . .
C(21) C 0.2434(4) -0.1121(3) 0.3476(2) 0.051(1) Uani 1.00 d . . .
C(22) C 0.1988(5) -0.2364(4) 0.2819(3) 0.068(1) Uani 1.00 d . . .
C(23) C 0.0987(5) -0.2729(3) 0.2014(3) 0.070(1) Uani 1.00 d . . .
C(24) C 0.0473(4) -0.1830(4) 0.1850(2) 0.065(1) Uani 1.00 d . . .
C(25) C 0.0931(4) -0.0577(3) 0.2515(2) 0.051(1) Uani 1.00 d . . .
C(26) C -0.0293(4) 0.1223(3) 0.4447(2) 0.049(1) Uani 1.00 d . . .
C(27) C -0.2506(4) -0.0631(3) 0.3671(3) 0.063(1) Uani 1.00 d . . .
C(28) C -0.3112(5) -0.0588(5) 0.2795(3) 0.091(2) Uani 1.00 d . . .
C(29) C 0.7082(4) 0.5708(3) 0.6952(3) 0.054(1) Uani 1.00 d . . .
C(30) C 0.8975(5) 0.7001(5) 0.8377(3) 0.090(2) Uani 1.00 d . . .
C(31) C 0.9617(5) 0.6308(6) 0.6828(3) 0.110(2) Uani 1.00 d . . .
H(1) H 0.698(3) 0.438(3) 0.481(2) 0.040(9) Uiso 1.00 d . . .
H(2) H 0.437(4) 0.374(3) 0.551(2) 0.049(9) Uiso 1.00 d . . .
H(3) H 0.592(3) 0.217(3) 0.481(2) 0.047(8) Uiso 1.00 d . . .
H(4) H 0.502(3) 0.111(3) 0.383(2) 0.038(8) Uiso 1.00 d . . .
H(5) H 0.084(4) 0.392(3) 0.566(2) 0.042(8) Uiso 1.00 d . . .
H(6) H 0.155(4) 0.368(3) 0.649(2) 0.057(9) Uiso 1.00 d . . .
H(7) H 0.2195 0.0217 0.0613 0.0862 Uiso 1.00 calc . . .
H(8) H 0.3572 -0.0159 0.0366 0.0862 Uiso 1.00 calc . . .
H(9) H 0.2612 0.1534 -0.0193 0.1297 Uiso 1.00 calc . . .
H(10) H 0.2391 0.0119 -0.0847 0.1297 Uiso 1.00 calc . . .
H(11) H 0.3983 0.1150 -0.0443 0.1297 Uiso 1.00 calc . . .
H(12) H -0.2896 -0.0162 0.4156 0.0752 Uiso 1.00 calc . . .
H(13) H -0.2783 -0.1511 0.3610 0.0752 Uiso 1.00 calc . . .
H(14) H -0.4170 -0.0935 0.2663 0.1096 Uiso 1.00 calc . . .
H(15) H -0.2758 -0.1090 0.2303 0.1096 Uiso 1.00 calc . . .
H(16) H -0.2802 0.0288 0.2845 0.1096 Uiso 1.00 calc . . .
H(17) H 0.6388 0.5756 0.7345 0.0642 Uiso 1.00 calc . . .
H(18) H 0.8133 0.6872 0.8652 0.1083 Uiso 1.00 calc . . .
H(19) H 0.9655 0.6667 0.8607 0.1083 Uiso 1.00 calc . . .
H(20) H 0.9450 0.7905 0.8533 0.1083 Uiso 1.00 calc . . .
H(21) H 1.0573 0.6784 0.7235 0.1321 Uiso 1.00 calc . . .
H(22) H 0.9474 0.6694 0.6395 0.1321 Uiso 1.00 calc . . .
H(23) H 0.9551 0.5434 0.6497 0.1321 Uiso 1.00 calc . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
H H 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
F F 0.017 0.010
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
N N 0.006 0.003
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
O O 0.011 0.006
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C(17) O(2) C(18) 115.6(3) . . . yes
C(26) O(4) C(27) 117.0(3) . . . yes
C(1) N(1) C(4) 111.2(3) . . . yes
C(1) N(1) H(1) 126(2) . . . no
C(4) N(1) H(1) 122(2) . . . no
C(6) N(2) C(9) 111.1(3) . . . yes
C(6) N(2) H(2) 125(2) . . . no
C(9) N(2) H(2) 123(2) . . . no
C(29) N(3) C(30) 121.6(3) . . . yes
C(29) N(3) C(31) 120.5(3) . . . yes
C(30) N(3) C(31) 117.8(3) . . . yes
N(1) C(1) C(2) 107.2(3) . . . yes
N(1) C(1) C(10) 120.4(3) . . 2_666 yes
C(2) C(1) C(10) 132.2(3) . . 2_666 yes
C(1) C(2) C(3) 107.3(3) . . . yes
C(1) C(2) C(11) 124.7(3) . . . yes
C(3) C(2) C(11) 127.8(3) . . . yes
C(2) C(3) C(4) 107.2(3) . . . yes
C(2) C(3) C(17) 129.1(3) . . . yes
C(4) C(3) C(17) 123.6(3) . . . yes
N(1) C(4) C(3) 107.0(3) . . . yes
N(1) C(4) C(5) 120.6(3) . . . yes
C(3) C(4) C(5) 132.3(3) . . . yes
C(4) C(5) C(6) 113.6(3) . . . yes
C(4) C(5) H(3) 110(1) . . . no
C(4) C(5) H(4) 108(1) . . . no
C(6) C(5) H(3) 108(1) . . . no
C(6) C(5) H(4) 107(1) . . . no
H(3) C(5) H(4) 108(2) . . . no
N(2) C(6) C(5) 121.7(3) . . . yes
N(2) C(6) C(7) 107.6(3) . . . yes
C(5) C(6) C(7) 130.6(3) . . . yes
C(6) C(7) C(8) 106.9(3) . . . yes
C(6) C(7) C(20) 125.4(3) . . . yes
C(8) C(7) C(20) 127.7(3) . . . yes
C(7) C(8) C(9) 107.1(3) . . . yes
C(7) C(8) C(26) 129.8(3) . . . yes
C(9) C(8) C(26) 123.1(3) . . . yes
N(2) C(9) C(8) 107.3(3) . . . yes
N(2) C(9) C(10) 123.2(3) . . . yes
C(8) C(9) C(10) 129.4(3) . . . yes
C(1) C(10) C(9) 115.1(3) 2_666 . . yes
C(1) C(10) H(5) 110(1) 2_666 . . no
C(1) C(10) H(6) 108(1) 2_666 . . no
C(9) C(10) H(5) 106(1) . . . no
C(9) C(10) H(6) 112(1) . . . no
H(5) C(10) H(6) 103(2) . . . no
C(2) C(11) C(12) 123.4(3) . . . yes
C(2) C(11) C(16) 121.3(3) . . . yes
C(12) C(11) C(16) 115.4(3) . . . yes
F(1) C(12) C(11) 119.8(3) . . . yes
F(1) C(12) C(13) 117.6(3) . . . yes
C(11) C(12) C(13) 122.5(3) . . . yes
F(2) C(13) C(12) 119.9(4) . . . yes
F(2) C(13) C(14) 120.0(4) . . . yes
C(12) C(13) C(14) 120.0(4) . . . yes
F(3) C(14) C(13) 119.1(4) . . . yes
F(3) C(14) C(15) 121.2(4) . . . yes
C(13) C(14) C(15) 119.7(3) . . . yes
F(4) C(15) C(14) 120.3(4) . . . yes
F(4) C(15) C(16) 120.2(4) . . . yes
C(14) C(15) C(16) 119.4(3) . . . yes
F(5) C(16) C(11) 119.6(3) . . . yes
F(5) C(16) C(15) 117.4(3) . . . yes
C(11) C(16) C(15) 123.0(3) . . . yes
O(1) C(17) O(2) 122.2(3) . . . yes
O(1) C(17) C(3) 126.1(3) . . . yes
O(2) C(17) C(3) 111.7(3) . . . yes
O(2) C(18) C(19) 108.3(3) . . . yes
O(2) C(18) H(7) 109.8 . . . no
O(2) C(18) H(8) 109.7 . . . no
C(19) C(18) H(7) 109.8 . . . no
C(19) C(18) H(8) 109.7 . . . no
H(7) C(18) H(8) 109.5 . . . no
C(18) C(19) H(9) 109.5 . . . no
C(18) C(19) H(10) 109.5 . . . no
C(18) C(19) H(11) 109.5 . . . no
H(9) C(19) H(10) 109.4 . . . no
H(9) C(19) H(11) 109.5 . . . no
H(10) C(19) H(11) 109.5 . . . no
C(7) C(20) C(21) 122.1(3) . . . yes
C(7) C(20) C(25) 122.1(3) . . . yes
C(21) C(20) C(25) 115.8(3) . . . yes
F(10) C(21) C(20) 119.7(3) . . . yes
F(10) C(21) C(22) 118.0(3) . . . yes
C(20) C(21) C(22) 122.3(4) . . . yes
F(9) C(22) C(21) 119.7(4) . . . yes
F(9) C(22) C(23) 119.9(4) . . . yes
C(21) C(22) C(23) 120.4(4) . . . yes
F(8) C(23) C(22) 120.8(4) . . . yes
F(8) C(23) C(24) 119.9(4) . . . yes
C(22) C(23) C(24) 119.3(3) . . . yes
F(7) C(24) C(23) 120.3(4) . . . yes
F(7) C(24) C(25) 119.8(4) . . . yes
C(23) C(24) C(25) 119.9(4) . . . yes
F(6) C(25) C(20) 119.7(3) . . . yes
F(6) C(25) C(24) 118.1(3) . . . yes
C(20) C(25) C(24) 122.2(3) . . . yes
O(3) C(26) O(4) 123.1(3) . . . yes
O(3) C(26) C(8) 124.3(3) . . . yes
O(4) C(26) C(8) 112.6(3) . . . yes
O(4) C(27) C(28) 110.2(3) . . . yes
O(4) C(27) H(12) 109.3 . . . no
O(4) C(27) H(13) 109.3 . . . no
C(28) C(27) H(12) 109.3 . . . no
C(28) C(27) H(13) 109.3 . . . no
H(12) C(27) H(13) 109.5 . . . no
C(27) C(28) H(14) 109.5 . . . no
C(27) C(28) H(15) 109.5 . . . no
C(27) C(28) H(16) 109.5 . . . no
H(14) C(28) H(15) 109.5 . . . no
H(14) C(28) H(16) 109.5 . . . no
H(15) C(28) H(16) 109.5 . . . no
O(5) C(29) N(3) 126.8(3) . . . yes
O(5) C(29) H(17) 116.6 . . . no
N(3) C(29) H(17) 116.6 . . . no
N(3) C(30) H(18) 109.5 . . . no
N(3) C(30) H(19) 109.5 . . . no
N(3) C(30) H(20) 109.5 . . . no
H(18) C(30) H(19) 109.4 . . . no
H(18) C(30) H(20) 109.5 . . . no
H(19) C(30) H(20) 109.5 . . . no
N(3) C(31) H(21) 109.5 . . . no
N(3) C(31) H(22) 109.5 . . . no
N(3) C(31) H(23) 109.4 . . . no
H(21) C(31) H(22) 109.5 . . . no
H(21) C(31) H(23) 109.5 . . . no
H(22) C(31) H(23) 109.5 . . . no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F(1) C(12) 1.347(4) . . yes
F(2) C(13) 1.353(4) . . yes
F(3) C(14) 1.347(4) . . yes
F(4) C(15) 1.343(4) . . yes
F(5) C(16) 1.344(4) . . yes
F(6) C(25) 1.344(4) . . yes
F(7) C(24) 1.342(4) . . yes
F(8) C(23) 1.344(4) . . yes
F(9) C(22) 1.350(4) . . yes
F(10) C(21) 1.349(4) . . yes
O(1) C(17) 1.199(4) . . yes
O(2) C(17) 1.347(4) . . yes
O(2) C(18) 1.451(4) . . yes
O(3) C(26) 1.207(4) . . yes
O(4) C(26) 1.341(4) . . yes
O(4) C(27) 1.457(4) . . yes
O(5) C(29) 1.225(4) . . yes
N(1) C(1) 1.370(4) . . yes
N(1) C(4) 1.362(4) . . yes
N(1) H(1) 0.83(3) . . no
N(2) C(6) 1.369(4) . . yes
N(2) C(9) 1.351(4) . . yes
N(2) H(2) 0.84(3) . . no
N(3) C(29) 1.308(4) . . yes
N(3) C(30) 1.458(5) . . yes
N(3) C(31) 1.431(5) . . yes
C(1) C(2) 1.368(4) . . yes
C(1) C(10) 1.501(4) . 2_666 yes
C(2) C(3) 1.439(4) . . yes
C(2) C(11) 1.479(4) . . yes
C(3) C(4) 1.378(4) . . yes
C(3) C(17) 1.464(4) . . yes
C(4) C(5) 1.495(4) . . yes
C(5) C(6) 1.506(4) . . yes
C(5) H(3) 1.01(3) . . no
C(5) H(4) 0.92(3) . . no
C(6) C(7) 1.367(4) . . yes
C(7) C(8) 1.441(4) . . yes
C(7) C(20) 1.486(4) . . yes
C(8) C(9) 1.380(4) . . yes
C(8) C(26) 1.464(4) . . yes
C(9) C(10) 1.496(4) . . yes
C(10) H(5) 0.97(3) . . no
C(10) H(6) 1.00(3) . . no
C(11) C(12) 1.372(4) . . yes
C(11) C(16) 1.391(4) . . yes
C(12) C(13) 1.373(5) . . yes
C(13) C(14) 1.364(5) . . yes
C(14) C(15) 1.361(6) . . yes
C(15) C(16) 1.367(5) . . yes
C(18) C(19) 1.452(6) . . yes
C(18) H(7) 0.950 . . no
C(18) H(8) 0.950 . . no
C(19) H(9) 0.950 . . no
C(19) H(10) 0.950 . . no
C(19) H(11) 0.950 . . no
C(20) C(21) 1.388(4) . . yes
C(20) C(25) 1.374(4) . . yes
C(21) C(22) 1.367(5) . . yes
C(22) C(23) 1.355(6) . . yes
C(23) C(24) 1.364(6) . . yes
C(24) C(25) 1.379(5) . . yes
C(27) C(28) 1.454(6) . . yes
C(27) H(12) 0.950 . . no
C(27) H(13) 0.950 . . no
C(28) H(14) 0.950 . . no
C(28) H(15) 0.950 . . no
C(28) H(16) 0.950 . . no
C(29) H(17) 0.950 . . no
C(30) H(18) 0.950 . . no
C(30) H(19) 0.950 . . no
C(30) H(20) 0.950 . . no
C(31) H(21) 0.950 . . no
C(31) H(22) 0.950 . . no
C(31) H(23) 0.950 . . no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
F(1) C(29) 3.353(4) . 2_666 ?
F(1) C(27) 3.509(4) . 1_665 ?
F(2) F(3) 3.035(4) . 2_665 ?
F(2) F(7) 3.067(4) . 1_665 ?
F(2) C(14) 3.097(5) . 2_665 ?
F(2) C(13) 3.388(5) . 2_665 ?
F(2) C(19) 3.448(5) . 2_665 ?
F(2) C(28) 3.484(6) . 1_665 ?
F(2) F(2) 3.596(5) . 2_665 ?
F(3) F(8) 3.080(4) . 2_655 ?
F(3) C(13) 3.376(5) . 2_665 ?
F(3) F(7) 3.381(4) . 1_665 ?
F(4) F(8) 2.951(4) . 2_655 ?
F(4) C(23) 3.108(4) . 2_655 ?
F(4) F(7) 3.243(4) . 2_655 ?
F(4) C(24) 3.271(4) . 2_655 ?
F(4) O(1) 3.583(3) . 2_655 ?
F(4) C(18) 3.600(5) . 2_655 ?
F(5) C(18) 3.348(4) . 2_655 ?
F(5) C(30) 3.375(5) . 2_766 ?
F(5) C(19) 3.390(5) . 2_655 ?
F(5) C(31) 3.542(5) . 2_766 ?
F(6) C(30) 3.595(6) . 2_666 ?
F(7) C(13) 3.382(5) . 1_445 ?
F(7) C(19) 3.513(6) . 2_555 ?
F(7) C(14) 3.540(5) . 1_445 ?
F(8) C(14) 3.295(5) . 1_445 ?
F(8) C(15) 3.377(5) . 1_445 ?
F(9) C(29) 3.044(4) . 2_656 ?
F(9) O(5) 3.206(4) . 2_656 ?
F(9) H(3) 3.26(3) . 2_656 ?
F(9) N(3) 3.278(4) . 2_656 ?
F(10) H(3) 2.65(3) . 2_656 ?
F(10) O(3) 3.077(4) . 2_556 ?
F(10) F(10) 3.187(5) . 2_656 ?
F(10) H(4) 3.37(3) . 2_656 ?
F(10) C(5) 3.422(4) . 2_656 ?
F(10) C(27) 3.436(4) . 2_556 ?
O(1) C(28) 3.433(5) . 1_655 ?
O(3) H(3) 3.05(3) . 1_455 ?
O(3) C(21) 3.405(5) . 2_556 ?
O(4) C(26) 3.533(4) . 2_556 ?
O(4) C(8) 3.544(4) . 2_556 ?
O(5) H(3) 3.13(3) . . ?
O(5) N(2) 3.426(4) . 2_666 ?
O(5) H(2) 3.44(3) . 2_666 ?
O(5) C(5) 3.576(4) . . ?
O(5) C(4) 3.585(4) . . ?
C(2) C(29) 3.558(5) . 2_666 ?
C(3) C(29) 3.556(4) . 2_666 ?
C(27) H(4) 3.51(3) . 1_455 ?
C(28) H(4) 3.18(3) . 1_455 ?
C(29) H(2) 2.99(3) . . ?
C(29) H(1) 3.14(3) . . ?
C(31) H(5) 3.36(3) . 1_655 ?
C(31) H(1) 3.41(3) . . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N(1) H(1) N(2) . . . 0.83(3) 3.32(3) 3.501(4) 95(2) no
N(2) H(2) N(1) . . . 0.84(2) 3.19(3) 3.501(4) 105(2) no
N(2) H(2) F(1) . . 2_666 0.84(2) 3.12(3) 3.435(3) 105(2) no
N(2) H(2) N(1) . . 2_666 0.84(2) 2.95(4) 3.257(4) 103(3) no
N(1) H(1) O(5) . . 1_555 0.83(3) 2.04(3) 2.802(3) 152(3) no
N(2) H(2) O(5) . . 1_555 0.84(2) 2.11(2) 2.917(3) 162(3) no
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
F(1) C(12) C(11) C(2) -2.8(5) . . . . yes
F(1) C(12) C(11) C(16) 178.0(3) . . . . yes
F(1) C(12) C(13) F(2) 0.5(5) . . . . yes
F(1) C(12) C(13) C(14) -177.8(4) . . . . yes
F(2) C(13) C(12) C(11) 178.7(3) . . . . yes
F(2) C(13) C(14) F(3) 0.6(6) . . . . yes
F(2) C(13) C(14) C(15) -178.2(4) . . . . yes
F(3) C(14) C(13) C(12) 178.8(4) . . . . yes
F(3) C(14) C(15) F(4) 1.2(6) . . . . yes
F(3) C(14) C(15) C(16) -179.7(4) . . . . yes
F(4) C(15) C(14) C(13) 179.9(4) . . . . yes
F(4) C(15) C(16) F(5) 0.5(5) . . . . yes
F(4) C(15) C(16) C(11) -179.6(3) . . . . yes
F(5) C(16) C(11) C(2) 0.1(5) . . . . yes
F(5) C(16) C(11) C(12) 179.3(3) . . . . yes
F(5) C(16) C(15) C(14) -178.7(3) . . . . yes
F(6) C(25) C(20) C(7) 5.3(5) . . . . yes
F(6) C(25) C(20) C(21) -176.0(3) . . . . yes
F(6) C(25) C(24) F(7) -0.7(5) . . . . yes
F(6) C(25) C(24) C(23) 178.5(3) . . . . yes
F(7) C(24) C(23) F(8) -2.5(6) . . . . yes
F(7) C(24) C(23) C(22) 176.8(4) . . . . yes
F(7) C(24) C(25) C(20) -179.6(3) . . . . yes
F(8) C(23) C(22) F(9) 1.0(6) . . . . yes
F(8) C(23) C(22) C(21) -178.2(3) . . . . yes
F(8) C(23) C(24) C(25) 178.3(3) . . . . yes
F(9) C(22) C(21) F(10) 1.9(5) . . . . yes
F(9) C(22) C(21) C(20) -179.0(3) . . . . yes
F(9) C(22) C(23) C(24) -178.3(4) . . . . yes
F(10) C(21) C(20) C(7) -5.0(5) . . . . yes
F(10) C(21) C(20) C(25) 176.3(3) . . . . yes
F(10) C(21) C(22) C(23) -179.0(3) . . . . yes
O(1) C(17) O(2) C(18) -3.9(5) . . . . yes
O(1) C(17) C(3) C(2) 164.8(3) . . . . yes
O(1) C(17) C(3) C(4) -19.2(5) . . . . yes
O(2) C(17) C(3) C(2) -17.1(4) . . . . yes
O(2) C(17) C(3) C(4) 158.8(3) . . . . yes
O(3) C(26) O(4) C(27) 4.7(5) . . . . yes
O(3) C(26) C(8) C(7) -168.8(4) . . . . yes
O(3) C(26) C(8) C(9) 12.6(5) . . . . yes
O(4) C(26) C(8) C(7) 11.1(5) . . . . yes
O(4) C(26) C(8) C(9) -167.5(3) . . . . yes
O(5) C(29) N(3) C(30) -177.4(4) . . . . yes
O(5) C(29) N(3) C(31) 0.1(6) . . . . yes
N(1) C(1) C(2) C(3) 0.1(3) . . . . yes
N(1) C(1) C(2) C(11) -176.2(3) . . . . yes
N(1) C(1) C(10) C(9) -61.4(4) . . 2_666 2_666 yes
N(1) C(4) C(3) C(2) -0.2(3) . . . . yes
N(1) C(4) C(3) C(17) -177.0(3) . . . . yes
N(1) C(4) C(5) C(6) 90.4(4) . . . . yes
N(2) C(6) C(5) C(4) -70.2(4) . . . . yes
N(2) C(6) C(7) C(8) 0.9(3) . . . . yes
N(2) C(6) C(7) C(20) -177.1(3) . . . . yes
N(2) C(9) C(8) C(7) 0.5(3) . . . . yes
N(2) C(9) C(8) C(26) 179.4(3) . . . . yes
N(2) C(9) C(10) C(1) 22.7(5) . . . 2_666 yes
C(1) N(1) C(4) C(3) 0.3(3) . . . . yes
C(1) N(1) C(4) C(5) -177.7(3) . . . . yes
C(1) C(2) C(3) C(4) 0.1(3) . . . . yes
C(1) C(2) C(3) C(17) 176.6(3) . . . . yes
C(1) C(2) C(11) C(12) -55.3(5) . . . . yes
C(1) C(2) C(11) C(16) 123.8(3) . . . . yes
C(1) C(10) C(9) C(8) 160.7(3) . 2_666 2_666 2_666 yes
C(2) C(1) N(1) C(4) -0.2(3) . . . . yes
C(2) C(1) C(10) C(9) 125.1(4) . . 2_666 2_666 yes
C(2) C(3) C(4) C(5) 177.5(3) . . . . yes
C(2) C(11) C(12) C(13) 178.9(3) . . . . yes
C(2) C(11) C(16) C(15) -179.8(3) . . . . yes
C(3) C(2) C(1) C(10) 174.3(3) . . . 2_666 yes
C(3) C(2) C(11) C(12) 129.2(4) . . . . yes
C(3) C(2) C(11) C(16) -51.7(5) . . . . yes
C(3) C(4) C(5) C(6) -87.1(4) . . . . yes
C(3) C(17) O(2) C(18) 178.0(3) . . . . yes
C(4) N(1) C(1) C(10) -175.3(3) . . . 2_666 yes
C(4) C(3) C(2) C(11) 176.3(3) . . . . yes
C(4) C(5) C(6) C(7) 106.4(4) . . . . yes
C(5) C(4) C(3) C(17) 0.7(5) . . . . yes
C(5) C(6) N(2) C(9) 176.6(3) . . . . yes
C(5) C(6) C(7) C(8) -176.0(3) . . . . yes
C(5) C(6) C(7) C(20) 5.9(5) . . . . yes
C(6) N(2) C(9) C(8) 0.1(4) . . . . yes
C(6) N(2) C(9) C(10) 177.3(3) . . . . yes
C(6) C(7) C(8) C(9) -0.9(4) . . . . yes
C(6) C(7) C(8) C(26) -179.7(3) . . . . yes
C(6) C(7) C(20) C(21) 59.4(5) . . . . yes
C(6) C(7) C(20) C(25) -122.0(4) . . . . yes
C(7) C(6) N(2) C(9) -0.7(4) . . . . yes
C(7) C(8) C(9) C(10) -176.5(3) . . . . yes
C(7) C(20) C(21) C(22) 175.9(3) . . . . yes
C(7) C(20) C(25) C(24) -175.7(3) . . . . yes
C(8) C(7) C(20) C(21) -118.3(4) . . . . yes
C(8) C(7) C(20) C(25) 60.3(5) . . . . yes
C(8) C(26) O(4) C(27) -175.3(3) . . . . yes
C(9) C(8) C(7) C(20) 177.1(3) . . . . yes
C(10) C(1) C(2) C(11) 2.0(6) . 2_666 2_666 2_666 yes
C(10) C(9) C(8) C(26) 2.4(5) . . . . yes
C(11) C(2) C(3) C(17) -7.2(5) . . . . yes
C(11) C(12) C(13) C(14) 0.5(6) . . . . yes
C(11) C(16) C(15) C(14) 1.3(6) . . . . yes
C(12) C(11) C(16) C(15) -0.7(5) . . . . yes
C(12) C(13) C(14) C(15) 0.1(6) . . . . yes
C(13) C(12) C(11) C(16) -0.2(5) . . . . yes
C(13) C(14) C(15) C(16) -0.9(6) . . . . yes
C(17) O(2) C(18) C(19) -169.7(4) . . . . yes
C(20) C(7) C(8) C(26) -1.7(5) . . . . yes
C(20) C(21) C(22) C(23) 0.1(6) . . . . yes
C(20) C(25) C(24) C(23) -0.5(6) . . . . yes
C(21) C(20) C(25) C(24) 3.0(5) . . . . yes
C(21) C(22) C(23) C(24) 2.5(6) . . . . yes
C(22) C(21) C(20) C(25) -2.8(5) . . . . yes
C(22) C(23) C(24) C(25) -2.4(6) . . . . yes
C(26) O(4) C(27) C(28) 92.1(4) . . . . yes
C(26) O(4) C(27) C(28) 92.1(4) . . . . yes
loop_
_cod_changelog_entry_id
_cod_changelog_entry_author
_cod_changelog_entry_date
_cod_changelog_entry_text
1 'Vaitkus, Antanas' 2025-01-07T10:03:17+02:00
'Updated bibliographic information.'
