#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/72/2017247.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2017247
loop_
_publ_author_name
'Yanover, Diana'
'Kaftory, Menahem'
_publ_section_title
;
 Structural comparisons between methylated and unmethylated nitrophenyl
 lophines
;
_journal_coeditor_code           GG3195
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o365
_journal_page_last               o370
_journal_paper_doi               10.1107/S0108270109022203
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C21 H15 N3 O2, C H4 O'
_chemical_formula_moiety         'C21 H15 N3 O2, C H4 O'
_chemical_formula_sum            'C22 H19 N3 O3'
_chemical_formula_weight         373.40
_chemical_name_systematic
;
2-(4-nitrophenyl)-4,5-diphenyl-1H-imidazole methanol solvate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 94.62(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   11.728(2)
_cell_length_b                   11.365(2)
_cell_length_c                   29.241(6)
_cell_measurement_reflns_used    22154
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.02
_cell_measurement_theta_min      2.16
_cell_volume                     3884.8(12)
_computing_cell_refinement       'DENZO HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 2000)'
_computing_data_reduction        'DENZO HKL2000 (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'φ- and ω- 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  0.1050
_diffrn_reflns_av_sigmaI/netI    0.1439
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            22154
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         1.92
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1568
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.172
_refine_diff_density_min         -0.184
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.876
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     505
_refine_ls_number_reflns         6747
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.876
_refine_ls_R_factor_all          0.2084
_refine_ls_R_factor_gt           0.0673
_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)+(0.0689P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1269
_refine_ls_wR_factor_ref         0.1564
_reflns_number_gt                2718
_reflns_number_total             6747
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            gg3195.cif
_cod_data_source_block           III
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2017247
_cod_database_fobs_code          2017247
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1a 0.6772(2) 0.5838(3) 0.41409(8) 0.0944(11) Uani d . 1 . .
O O2a 0.8607(2) 0.5836(3) 0.41847(8) 0.0928(10) Uani d . 1 . .
N N1a 0.69010(19) 0.5116(3) 0.17410(9) 0.0442(8) Uani d . 1 . .
H H1a 0.6453 0.4575 0.1828 0.053 Uiso calc R 1 . .
N N2a 0.81539(18) 0.6566(3) 0.17794(9) 0.0438(8) Uani d . 1 . .
N N3a 0.7679(3) 0.5816(3) 0.39644(10) 0.0638(9) Uani d . 1 . .
C C1a 0.7585(2) 0.5805(3) 0.25228(10) 0.0411(9) Uani d . 1 . .
C C2a 0.8460(3) 0.6361(3) 0.27870(11) 0.0543(11) Uani d . 1 . .
H H2a 0.9057 0.6744 0.2637 0.065 Uiso d R 1 . .
C C3a 0.8509(3) 0.6364(3) 0.32602(11) 0.0532(11) Uani d . 1 . .
H H3a 0.9123 0.6758 0.3434 0.064 Uiso d R 1 . .
C C4a 0.7657(3) 0.5798(3) 0.34658(10) 0.0469(10) Uani d . 1 . .
C C5a 0.6775(3) 0.5225(3) 0.32200(11) 0.0506(10) Uani d . 1 . .
H H5a 0.6185 0.4840 0.3373 0.061 Uiso d R 1 . .
C C6a 0.6754(2) 0.5220(3) 0.27496(11) 0.0472(10) Uani d . 1 . .
H H6a 0.6156 0.4815 0.2570 0.057 Uiso d R 1 . .
C C7a 0.7561(2) 0.5826(3) 0.20230(10) 0.0402(9) Uani d . 1 . .
C C8a 0.7060(2) 0.5396(3) 0.12947(11) 0.0438(10) Uani d . 1 . .
C C9a 0.7845(2) 0.6304(3) 0.13254(10) 0.0427(9) Uani d . 1 . .
C C10a 0.8308(3) 0.6980(3) 0.09517(10) 0.0454(10) Uani d . 1 . .
C C11a 0.9469(3) 0.7220(4) 0.09614(12) 0.0698(13) Uani d . 1 . .
H H11a 0.9970 0.6940 0.1214 0.084 Uiso d R 1 . .
C C12a 0.9910(3) 0.7856(4) 0.06090(13) 0.0889(16) Uani d . 1 . .
H H12a 1.0714 0.8024 0.0615 0.107 Uiso d R 1 . .
C C13a 0.9190(3) 0.8264(4) 0.02500(12) 0.0737(13) Uani d . 1 . .
H H13a 0.9503 0.8702 0.0009 0.088 Uiso d R 1 . .
C C14a 0.8041(3) 0.8044(4) 0.02371(11) 0.0642(12) Uani d . 1 . .
H H14a 0.7546 0.8333 -0.0016 0.077 Uiso d R 1 . .
C C15a 0.7602(3) 0.7413(4) 0.05872(11) 0.0546(11) Uani d . 1 . .
H H15a 0.6795 0.7262 0.0579 0.065 Uiso d R 1 . .
C C16a 0.6503(3) 0.4757(3) 0.09046(11) 0.0494(10) Uani d . 1 . .
C C17a 0.7065(3) 0.4511(4) 0.05184(12) 0.0612(11) Uani d . 1 . .
H H17a 0.7846 0.4755 0.0508 0.073 Uiso d R 1 . .
C C18a 0.6522(4) 0.3897(4) 0.01599(13) 0.0791(14) Uani d . 1 . .
H H18a 0.6933 0.3723 -0.0103 0.095 Uiso d R 1 . .
C C19a 0.5412(4) 0.3519(4) 0.01767(15) 0.0893(15) Uani d . 1 . .
H H19a 0.5030 0.3109 -0.0079 0.107 Uiso d R 1 . .
C C20a 0.4840(3) 0.3761(4) 0.05563(16) 0.0887(15) Uani d . 1 . .
H H20a 0.4071 0.3477 0.0563 0.106 Uiso d R 1 . .
C C21a 0.5382(3) 0.4384(4) 0.09179(12) 0.0667(12) Uani d . 1 . .
H H21a 0.4979 0.4561 0.1183 0.080 Uiso d R 1 . .
N N1b 0.18791(19) 0.5121(3) 0.24788(9) 0.0446(8) Uani d . 1 . .
H H1b 0.1369 0.4647 0.2566 0.054 Uiso calc R 1 . .
O O1b 0.3684(3) 0.5780(3) 0.49230(9) 0.0974(11) Uani d . 1 . .
O O2b 0.1878(3) 0.6186(3) 0.48783(9) 0.1040(12) Uani d . 1 . .
N N2b 0.33046(19) 0.6392(3) 0.25154(9) 0.0421(8) Uani d . 1 . .
N N3b 0.2759(3) 0.5938(3) 0.47055(11) 0.0730(10) Uani d . 1 . .
C C1b 0.2650(2) 0.5750(3) 0.32610(10) 0.0430(9) Uani d . 1 . .
C C2b 0.3682(3) 0.5957(3) 0.35227(11) 0.0543(10) Uani d . 1 . .
H H2b 0.4367 0.6073 0.3369 0.065 Uiso d R 1 . .
C C3b 0.3718(3) 0.5991(4) 0.39940(11) 0.0563(11) Uani d . 1 . .
H H3b 0.4423 0.6115 0.4178 0.068 Uiso d R 1 . .
C C4b 0.2722(3) 0.5852(3) 0.42034(11) 0.0523(10) Uani d . 1 . .
C C5b 0.1692(3) 0.5639(4) 0.39558(12) 0.0648(12) Uani d . 1 . .
H H5b 0.1018 0.5540 0.4118 0.078 Uiso d R 1 . .
C C6b 0.1669(3) 0.5587(3) 0.34865(11) 0.0551(11) Uani d . 1 . .
H H6b 0.0962 0.5436 0.3307 0.066 Uiso d R 1 . .
C C7b 0.2625(2) 0.5757(3) 0.27591(11) 0.0428(9) Uani d . 1 . .
C C8b 0.2079(2) 0.5366(3) 0.20302(11) 0.0415(9) Uani d . 1 . .
C C9b 0.2965(2) 0.6173(3) 0.20595(11) 0.0426(9) Uani d . 1 . .
C C10b 0.3505(3) 0.6807(3) 0.16992(10) 0.0439(9) Uani d . 1 . .
C C11b 0.4659(3) 0.7104(3) 0.17592(11) 0.0521(10) Uani d . 1 . .
H H11b 0.5094 0.6855 0.2035 0.063 Uiso d R 1 . .
C C12b 0.5186(3) 0.7756(4) 0.14338(13) 0.0591(11) Uani d . 1 . .
H H12b 0.5981 0.7959 0.1484 0.071 Uiso d R 1 . .
C C13b 0.4555(3) 0.8105(4) 0.10364(12) 0.0618(11) Uani d . 1 . .
H H13b 0.4921 0.8550 0.0811 0.074 Uiso d R 1 . .
C C14b 0.3417(3) 0.7820(3) 0.09691(11) 0.0568(11) Uani d . 1 . .
H H14b 0.2978 0.8063 0.0694 0.068 Uiso d R 1 . .
C C15b 0.2905(3) 0.7192(3) 0.12961(11) 0.0508(10) Uani d . 1 . .
H H15b 0.2106 0.7007 0.1245 0.061 Uiso d R 1 . .
C C16b 0.1429(3) 0.4759(3) 0.16525(11) 0.0467(10) Uani d . 1 . .
C C17b 0.1915(3) 0.4505(3) 0.12422(12) 0.0570(11) Uani d . 1 . .
H H17b 0.2692 0.4736 0.1211 0.068 Uiso d R 1 . .
C C18b 0.1285(3) 0.3928(4) 0.08869(13) 0.0724(13) Uani d . 1 . .
H H18b 0.1633 0.3762 0.0608 0.087 Uiso d R 1 . .
C C19b 0.0174(4) 0.3599(4) 0.09315(15) 0.0763(13) Uani d . 1 . .
H H19b -0.0260 0.3201 0.0686 0.092 Uiso d R 1 . .
C C20b -0.0317(3) 0.3831(4) 0.13311(15) 0.0655(12) Uani d . 1 . .
H H20b -0.1090 0.3584 0.1359 0.079 Uiso d R 1 . .
C C21b 0.0300(3) 0.4413(3) 0.16882(12) 0.0552(11) Uani d . 1 . .
H H21b -0.0059 0.4587 0.1964 0.066 Uiso d R 1 . .
O O3a 0.55378(17) 0.3298(2) 0.20625(7) 0.0594(7) Uani d . 1 . .
H H3Oa 0.5805 0.2705 0.2190 0.089 Uiso calc R 1 . .
C C22a 0.4354(3) 0.3277(4) 0.20601(14) 0.0981(16) Uani d . 1 . .
H H22a 0.4137 0.3167 0.2367 0.118 Uiso d R 1 . .
H H22b 0.4056 0.2643 0.1869 0.118 Uiso d R 1 . .
H H22C 0.4050 0.4010 0.1941 0.118 Uiso d R 1 . .
O O3b 0.94845(17) 0.8441(2) 0.21350(7) 0.0573(7) Uani d . 1 . .
H H3Ob 0.9105 0.7930 0.1996 0.086 Uiso calc R 1 . .
C C22b 1.0643(3) 0.8157(4) 0.21422(15) 0.0982(16) Uani d . 1 . .
H H22D 1.1064 0.8615 0.2374 0.118 Uiso d R 1 . .
H H22E 1.0916 0.8328 0.1848 0.118 Uiso d R 1 . .
H H22F 1.0746 0.7335 0.2209 0.118 Uiso d R 1 . .
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'
O O 0.0106 0.0060 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C7a N1a C8a . . 109.1(3) ?
C7a N1a H1a . . 125.5 ?
C8a N1a H1a . . 125.5 ?
C7a N2a C9a . . 105.7(3) ?
O2a N3a O1a . . 123.2(3) ?
O2a N3a C4a . . 118.2(3) ?
O1a N3a C4a . . 118.5(3) ?
C2a C1a C6a . . 117.9(3) ?
C2a C1a C7a . . 120.3(3) ?
C6a C1a C7a . . 121.8(3) ?
C3a C2a C1a . . 121.9(3) ?
C3a C2a H2a . . 118.9 ?
C1a C2a H2a . . 119.2 ?
C4a C3a C2a . . 117.8(3) ?
C4a C3a H3a . . 122.0 ?
C2a C3a H3a . . 120.1 ?
C3a C4a C5a . . 122.6(3) ?
C3a C4a N3a . . 118.6(3) ?
C5a C4a N3a . . 118.8(3) ?
C6a C5a C4a . . 118.5(3) ?
C6a C5a H5a . . 120.7 ?
C4a C5a H5a . . 120.8 ?
C5a C6a C1a . . 121.2(3) ?
C5a C6a H6a . . 120.2 ?
C1a C6a H6a . . 118.5 ?
N2a C7a N1a . . 110.4(3) ?
N2a C7a C1a . . 125.2(3) ?
N1a C7a C1a . . 124.4(3) ?
N1a C8a C9a . . 104.6(3) ?
N1a C8a C16a . . 122.8(3) ?
C9a C8a C16a . . 132.5(3) ?
N2a C9a C8a . . 110.2(3) ?
N2a C9a C10a . . 121.1(3) ?
C8a C9a C10a . . 128.6(3) ?
C15a C10a C11a . . 118.0(3) ?
C15a C10a C9a . . 121.5(3) ?
C11a C10a C9a . . 120.5(3) ?
C10a C11a C12a . . 120.7(3) ?
C10a C11a H11a . . 119.3 ?
C12a C11a H11a . . 120.0 ?
C13a C12a C11a . . 119.9(4) ?
C13a C12a H12a . . 119.3 ?
C11a C12a H12a . . 120.8 ?
C14a C13a C12a . . 120.2(4) ?
C14a C13a H13a . . 120.5 ?
C12a C13a H13a . . 119.3 ?
C13a C14a C15a . . 119.9(3) ?
C13a C14a H14a . . 119.5 ?
C15a C14a H14a . . 120.6 ?
C14a C15a C10a . . 121.2(3) ?
C14a C15a H15a . . 120.0 ?
C10a C15a H15a . . 118.8 ?
C17a C16a C21a . . 118.5(3) ?
C17a C16a C8a . . 121.8(3) ?
C21a C16a C8a . . 119.7(3) ?
C18a C17a C16a . . 120.3(4) ?
C18a C17a H17a . . 120.6 ?
C16a C17a H17a . . 119.1 ?
C17a C18a C19a . . 120.9(4) ?
C17a C18a H18a . . 118.9 ?
C19a C18a H18a . . 120.1 ?
C20a C19a C18a . . 119.5(4) ?
C20a C19a H19a . . 120.0 ?
C18a C19a H19a . . 120.5 ?
C19a C20a C21a . . 119.9(4) ?
C19a C20a H20a . . 118.1 ?
C21a C20a H20a . . 122.0 ?
C20a C21a C16a . . 120.9(4) ?
C20a C21a H21a . . 119.9 ?
C16a C21a H21a . . 119.3 ?
C7b N1b C8b . . 108.4(3) ?
C7b N1b H1b . . 125.8 ?
C8b N1b H1b . . 125.8 ?
C7b N2b C9b . . 106.3(3) ?
O2b N3b O1b . . 124.3(3) ?
O2b N3b C4b . . 118.1(4) ?
O1b N3b C4b . . 117.6(3) ?
C6b C1b C2b . . 118.5(3) ?
C6b C1b C7b . . 121.9(3) ?
C2b C1b C7b . . 119.6(3) ?
C3b C2b C1b . . 120.5(3) ?
C3b C2b H2b . . 120.3 ?
C1b C2b H2b . . 119.2 ?
C4b C3b C2b . . 119.0(3) ?
C4b C3b H3b . . 119.5 ?
C2b C3b H3b . . 121.5 ?
C3b C4b C5b . . 121.8(3) ?
C3b C4b N3b . . 118.7(3) ?
C5b C4b N3b . . 119.4(3) ?
C6b C5b C4b . . 118.6(3) ?
C6b C5b H5b . . 122.5 ?
C4b C5b H5b . . 118.9 ?
C5b C6b C1b . . 121.4(3) ?
C5b C6b H6b . . 120.1 ?
C1b C6b H6b . . 118.5 ?
N2b C7b N1b . . 110.6(3) ?
N2b C7b C1b . . 125.3(3) ?
N1b C7b C1b . . 124.1(3) ?
N1b C8b C9b . . 105.0(3) ?
N1b C8b C16b . . 120.3(3) ?
C9b C8b C16b . . 134.6(3) ?
C8b C9b N2b . . 109.6(3) ?
C8b C9b C10b . . 130.5(3) ?
N2b C9b C10b . . 119.9(3) ?
C11b C10b C15b . . 116.8(3) ?
C11b C10b C9b . . 120.1(3) ?
C15b C10b C9b . . 123.0(3) ?
C12b C11b C10b . . 121.6(3) ?
C12b C11b H11b . . 119.8 ?
C10b C11b H11b . . 118.7 ?
C13b C12b C11b . . 119.4(3) ?
C13b C12b H12b . . 120.3 ?
C11b C12b H12b . . 120.2 ?
C14b C13b C12b . . 120.0(3) ?
C14b C13b H13b . . 120.6 ?
C12b C13b H13b . . 119.4 ?
C15b C14b C13b . . 120.0(3) ?
C15b C14b H14b . . 119.9 ?
C13b C14b H14b . . 120.1 ?
C14b C15b C10b . . 122.2(3) ?
C14b C15b H15b . . 118.8 ?
C10b C15b H15b . . 118.9 ?
C21b C16b C17b . . 117.5(3) ?
C21b C16b C8b . . 121.1(3) ?
C17b C16b C8b . . 121.4(3) ?
C18b C17b C16b . . 120.7(3) ?
C18b C17b H17b . . 120.5 ?
C16b C17b H17b . . 118.8 ?
C19b C18b C17b . . 120.6(4) ?
C19b C18b H18b . . 119.9 ?
C17b C18b H18b . . 119.5 ?
C20b C19b C18b . . 119.7(4) ?
C20b C19b H19b . . 119.7 ?
C18b C19b H19b . . 120.6 ?
C19b C20b C21b . . 120.3(4) ?
C19b C20b H20b . . 118.8 ?
C21b C20b H20b . . 120.9 ?
C20b C21b C16b . . 121.2(4) ?
C20b C21b H21b . . 119.5 ?
C16b C21b H21b . . 119.3 ?
C22a O3a H3Oa . . 109.5 ?
O3a C22a H22a . . 109.7 ?
O3a C22a H22b . . 109.5 ?
H22a C22a H22b . . 109.5 ?
O3a C22a H22C . . 109.2 ?
H22a C22a H22C . . 109.5 ?
H22b C22a H22C . . 109.5 ?
C22b O3b H3Ob . . 109.5 ?
O3b C22b H22D . . 109.3 ?
O3b C22b H22E . . 109.5 ?
H22D C22b H22E . . 109.5 ?
O3b C22b H22F . . 109.6 ?
H22D C22b H22F . . 109.5 ?
H22E C22b H22F . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1a N3a . 1.220(3) ?
O2a N3a . 1.219(3) ?
N1a C7a . 1.352(4) ?
N1a C8a . 1.370(4) ?
N1a H1a . 0.8600 ?
N2a C7a . 1.333(4) ?
N2a C9a . 1.380(4) ?
N3a C4a . 1.456(4) ?
C1a C2a . 1.386(4) ?
C1a C6a . 1.392(4) ?
C1a C7a . 1.460(4) ?
C2a C3a . 1.380(4) ?
C2a H2a . 0.9598 ?
C3a C4a . 1.368(4) ?
C3a H3a . 0.9598 ?
C4a C5a . 1.375(4) ?
C5a C6a . 1.374(4) ?
C5a H5a . 0.9600 ?
C6a H6a . 0.9602 ?
C8a C9a . 1.381(4) ?
C8a C16a . 1.461(4) ?
C9a C10a . 1.474(4) ?
C10a C15a . 1.386(4) ?
C10a C11a . 1.387(4) ?
C11a C12a . 1.392(5) ?
C11a H11a . 0.9602 ?
C12a C13a . 1.374(5) ?
C12a H12a . 0.9601 ?
C13a C14a . 1.368(4) ?
C13a H13a . 0.9601 ?
C14a C15a . 1.383(4) ?
C14a H14a . 0.9597 ?
C15a H15a . 0.9600 ?
C16a C17a . 1.381(4) ?
C16a C21a . 1.385(4) ?
C17a C18a . 1.373(5) ?
C17a H17a . 0.9600 ?
C18a C19a . 1.375(5) ?
C18a H18a . 0.9599 ?
C19a C20a . 1.370(5) ?
C19a H19a . 0.9599 ?
C20a C21a . 1.384(5) ?
C20a H20a . 0.9600 ?
C21a H21a . 0.9598 ?
N1b C7b . 1.358(4) ?
N1b C8b . 1.379(4) ?
N1b H1b . 0.8600 ?
O1b N3b . 1.226(3) ?
O2b N3b . 1.220(4) ?
N2b C7b . 1.325(4) ?
N2b C9b . 1.383(4) ?
N3b C4b . 1.469(4) ?
C1b C6b . 1.383(4) ?
C1b C2b . 1.399(4) ?
C1b C7b . 1.465(4) ?
C2b C3b . 1.376(4) ?
C2b H2b . 0.9599 ?
C3b C4b . 1.371(4) ?
C3b H3b . 0.9599 ?
C4b C5b . 1.378(4) ?
C5b C6b . 1.372(4) ?
C5b H5b . 0.9599 ?
C6b H6b . 0.9600 ?
C8b C9b . 1.383(4) ?
C8b C16b . 1.464(4) ?
C9b C10b . 1.463(4) ?
C10b C11b . 1.392(4) ?
C10b C15b . 1.394(4) ?
C11b C12b . 1.389(5) ?
C11b H11b . 0.9600 ?
C12b C13b . 1.384(4) ?
C12b H12b . 0.9602 ?
C13b C14b . 1.372(4) ?
C13b H13b . 0.9598 ?
C14b C15b . 1.370(4) ?
C14b H14b . 0.9600 ?
C15b H15b . 0.9602 ?
C16b C21b . 1.393(4) ?
C16b C17b . 1.399(4) ?
C17b C18b . 1.389(5) ?
C17b H17b . 0.9600 ?
C18b C19b . 1.372(5) ?
C18b H18b . 0.9596 ?
C19b C20b . 1.369(5) ?
C19b H19b . 0.9596 ?
C20b C21b . 1.389(5) ?
C20b H20b . 0.9600 ?
C21b H21b . 0.9600 ?
O3a C22a . 1.388(4) ?
O3a H3Oa . 0.8200 ?
C22a H22a . 0.9601 ?
C22a H22b . 0.9599 ?
C22a H22C . 0.9599 ?
O3b C22b . 1.395(4) ?
O3b H3Ob . 0.8200 ?
C22b H22D . 0.9598 ?
C22b H22E . 0.9600 ?
C22b H22F . 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_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
N1a H1a O3 . 0.86 1.96 2.819(4) 175 no
N1b H1b O3b 2_645 0.86 1.95 2.788(4) 166 no
O3a H3Oa N2b 2_645 0.82 1.98 2.791(4) 171 no
O3b H3Ob N2a . 0.82 1.98 2.792(4) 169 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6a C1a C2a C3a . . . . -1.3(5) ?
C7a C1a C2a C3a . . . . 179.7(3) ?
C1a C2a C3a C4a . . . . -0.1(6) ?
C2a C3a C4a C5a . . . . 0.7(6) ?
C2a C3a C4a N3a . . . . -178.6(3) ?
O2a N3a C4a C3a . . . . -32.1(5) ?
O1a N3a C4a C3a . . . . 146.2(4) ?
O2a N3a C4a C5a . . . . 148.6(4) ?
O1a N3a C4a C5a . . . . -33.1(5) ?
C3a C4a C5a C6a . . . . 0.2(6) ?
N3a C4a C5a C6a . . . . 179.5(3) ?
C4a C5a C6a C1a . . . . -1.7(5) ?
C2a C1a C6a C5a . . . . 2.3(5) ?
C7a C1a C6a C5a . . . . -178.8(3) ?
C9a N2a C7a N1a . . . . 0.1(4) ?
C9a N2a C7a C1a . . . . -177.9(3) ?
C8a N1a C7a N2a . . . . -0.1(4) ?
C8a N1a C7a C1a . . . . 177.9(3) ?
C2a C1a C7a N2a . . . . -17.1(5) ?
C6a C1a C7a N2a . . . . 164.0(3) ?
C2a C1a C7a N1a . . . . 165.2(3) ?
C6a C1a C7a N1a . . . . -13.7(5) ?
C7a N1a C8a C9a . . . . 0.0(3) ?
C7a N1a C8a C16a . . . . 177.4(3) ?
C7a N2a C9a C8a . . . . -0.1(4) ?
C7a N2a C9a C10a . . . . 178.0(3) ?
N1a C8a C9a N2a . . . . 0.0(3) ?
C16a C8a C9a N2a . . . . -177.0(3) ?
N1a C8a C9a C10a . . . . -177.9(3) ?
C16a C8a C9a C10a . . . . 5.1(6) ?
N2a C9a C10a C15a . . . . -131.9(3) ?
C8a C9a C10a C15a . . . . 45.8(5) ?
N2a C9a C10a C11a . . . . 46.8(5) ?
C8a C9a C10a C11a . . . . -135.5(4) ?
C15a C10a C11a C12a . . . . -1.4(6) ?
C9a C10a C11a C12a . . . . 179.9(4) ?
C10a C11a C12a C13a . . . . 0.9(7) ?
C11a C12a C13a C14a . . . . -0.2(7) ?
C12a C13a C14a C15a . . . . 0.2(7) ?
C13a C14a C15a C10a . . . . -0.8(6) ?
C11a C10a C15a C14a . . . . 1.4(6) ?
C9a C10a C15a C14a . . . . -179.9(4) ?
N1a C8a C16a C17a . . . . -141.1(3) ?
C9a C8a C16a C17a . . . . 35.5(6) ?
N1a C8a C16a C21a . . . . 38.9(5) ?
C9a C8a C16a C21a . . . . -144.5(4) ?
C21a C16a C17a C18a . . . . -0.8(6) ?
C8a C16a C17a C18a . . . . 179.3(4) ?
C16a C17a C18a C19a . . . . 0.1(6) ?
C17a C18a C19a C20a . . . . 0.2(7) ?
C18a C19a C20a C21a . . . . 0.1(7) ?
C19a C20a C21a C16a . . . . -0.8(7) ?
C17a C16a C21a C20a . . . . 1.1(6) ?
C8a C16a C21a C20a . . . . -179.0(4) ?
C6b C1b C2b C3b . . . . 0.3(6) ?
C7b C1b C2b C3b . . . . 177.9(4) ?
C1b C2b C3b C4b . . . . -1.8(6) ?
C2b C3b C4b C5b . . . . 2.2(6) ?
C2b C3b C4b N3b . . . . -177.6(4) ?
O2b N3b C4b C3b . . . . 157.2(4) ?
O1b N3b C4b C3b . . . . -21.2(6) ?
O2b N3b C4b C5b . . . . -22.6(6) ?
O1b N3b C4b C5b . . . . 159.0(4) ?
C3b C4b C5b C6b . . . . -1.2(6) ?
N3b C4b C5b C6b . . . . 178.6(4) ?
C4b C5b C6b C1b . . . . -0.4(6) ?
C2b C1b C6b C5b . . . . 0.8(6) ?
C7b C1b C6b C5b . . . . -176.8(4) ?
C9b N2b C7b N1b . . . . 1.2(4) ?
C9b N2b C7b C1b . . . . -177.7(3) ?
C8b N1b C7b N2b . . . . -0.6(4) ?
C8b N1b C7b C1b . . . . 178.3(3) ?
C6b C1b C7b N2b . . . . 147.3(4) ?
C2b C1b C7b N2b . . . . -30.2(5) ?
C6b C1b C7b N1b . . . . -31.5(6) ?
C2b C1b C7b N1b . . . . 151.0(3) ?
C7b N1b C8b C9b . . . . -0.3(3) ?
C7b N1b C8b C16b . . . . 177.2(3) ?
N1b C8b C9b N2b . . . . 1.1(3) ?
C16b C8b C9b N2b . . . . -175.9(3) ?
N1b C8b C9b C10b . . . . -176.1(3) ?
C16b C8b C9b C10b . . . . 7.0(6) ?
C7b N2b C9b C8b . . . . -1.4(4) ?
C7b N2b C9b C10b . . . . 176.0(3) ?
C8b C9b C10b C11b . . . . -148.4(4) ?
N2b C9b C10b C11b . . . . 34.7(5) ?
C8b C9b C10b C15b . . . . 34.7(6) ?
N2b C9b C10b C15b . . . . -142.1(3) ?
C15b C10b C11b C12b . . . . 0.3(5) ?
C9b C10b C11b C12b . . . . -176.8(3) ?
C10b C11b C12b C13b . . . . -1.1(5) ?
C11b C12b C13b C14b . . . . 0.8(6) ?
C12b C13b C14b C15b . . . . 0.2(6) ?
C13b C14b C15b C10b . . . . -1.0(6) ?
C11b C10b C15b C14b . . . . 0.8(5) ?
C9b C10b C15b C14b . . . . 177.7(3) ?
N1b C8b C16b C21b . . . . 32.4(5) ?
C9b C8b C16b C21b . . . . -151.0(4) ?
N1b C8b C16b C17b . . . . -147.8(3) ?
C9b C8b C16b C17b . . . . 28.8(6) ?
C21b C16b C17b C18b . . . . -0.1(5) ?
C8b C16b C17b C18b . . . . -179.9(3) ?
C16b C17b C18b C19b . . . . 0.2(6) ?
C17b C18b C19b C20b . . . . -0.6(7) ?
C18b C19b C20b C21b . . . . 0.9(6) ?
C19b C20b C21b C16b . . . . -0.9(6) ?
C17b C16b C21b C20b . . . . 0.5(5) ?
C8b C16b C21b C20b . . . . -179.7(3) ?
