#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/73/2217322.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_2217322
loop_
_publ_author_name
'Fanpeng Kong'
'Yunliang Gao'
'Jibang Ling'
'Qingjian Liu'
_publ_section_title
;
 2-(4-Methoxyphenyl)phenanthro[9,10-d]imidazole methanol solvate
;
_journal_coeditor_code           SQ2004
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o156
_journal_page_last               o156
_journal_paper_doi               10.1107/S1600536807062721
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C22 H16 N2 O , C H4 O'
_chemical_formula_moiety         'C22 H16 N2 O , C H4 O'
_chemical_formula_structural     'C23 H20 N2 O2'
_chemical_formula_sum            'C23 H20 N2 O2'
_chemical_formula_weight         356.41
_chemical_melting_point          527
_chemical_name_systematic
;
2-(4-Methoxyphenyl)phenanthro[9,10-d]imidazole methanol solvate
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 107.890(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            16
_cell_length_a                   17.755(3)
_cell_length_b                   17.681(3)
_cell_length_c                   25.131(4)
_cell_measurement_reflns_used    2357
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      20.639
_cell_measurement_theta_min      2.304
_cell_volume                     7508(2)
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2001)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2001)'
_computing_publication_material  'SHELXTL (Sheldrick, 2001)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0501
_diffrn_reflns_av_sigmaI/netI    0.0603
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         1.67
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  0.9871
_exptl_absorpt_correction_T_min  0.9628
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.261
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plan
_exptl_crystal_F_000             3008
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.132
_refine_diff_density_min         -0.135
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.949
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     493
_refine_ls_number_reflns         6972
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.949
_refine_ls_R_factor_all          0.1159
_refine_ls_R_factor_gt           0.0550
_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)+(0.0426P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1127
_refine_ls_wR_factor_ref         0.1307
_reflns_number_gt                3852
_reflns_number_total             6972
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sq2004.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2217322
_cod_database_fobs_code          2217322
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
C C1 0.00685(14) 0.41421(11) 0.03594(9) 0.0457(6) Uani d . 1
C C2 -0.05442(14) 0.42635(12) 0.06132(10) 0.0488(6) Uani d . 1
C C3 -0.13452(14) 0.41336(13) 0.03316(11) 0.0612(7) Uani d . 1
H H3B -0.1494 0.3949 -0.0033 0.073 Uiso calc R 1
C C4 -0.19126(16) 0.42739(15) 0.05849(12) 0.0730(8) Uani d . 1
H H4 -0.2443 0.4185 0.0394 0.088 Uiso calc R 1
C C5 -0.16933(17) 0.45483(15) 0.11244(13) 0.0717(8) Uani d . 1
H H5 -0.2078 0.4641 0.1297 0.086 Uiso calc R 1
C C6 -0.09215(16) 0.46835(13) 0.14050(11) 0.0637(7) Uani d . 1
H H6 -0.0789 0.4868 0.1769 0.076 Uiso calc R 1
C C7 -0.03134(15) 0.45537(12) 0.11639(10) 0.0518(6) Uani d . 1
C C8 0.05131(15) 0.47244(12) 0.14516(10) 0.0521(6) Uani d . 1
C C9 0.07707(17) 0.50153(15) 0.19970(11) 0.0696(8) Uani d . 1
H H9 0.0399 0.5095 0.2184 0.084 Uiso calc R 1
C C10 0.15405(19) 0.51847(16) 0.22634(12) 0.0838(9) Uani d . 1
H H10 0.1687 0.5369 0.2628 0.101 Uiso calc R 1
C C11 0.21063(18) 0.50848(17) 0.19957(12) 0.0917(10) Uani d . 1
H H11 0.2633 0.5203 0.2177 0.110 Uiso calc R 1
C C12 0.18846(16) 0.48101(15) 0.14599(11) 0.0729(8) Uani d . 1
H H12 0.2265 0.4751 0.1278 0.087 Uiso calc R 1
C C13 0.11032(15) 0.46176(12) 0.11817(10) 0.0523(6) Uani d . 1
C C14 0.08366(13) 0.43179(11) 0.06299(9) 0.0451(6) Uani d . 1
C C15 0.07191(14) 0.38688(12) -0.02125(10) 0.0475(6) Uani d . 1
C C16 0.09225(14) 0.36201(12) -0.07017(10) 0.0481(6) Uani d . 1
C C17 0.03205(15) 0.34411(13) -0.11865(10) 0.0591(7) Uani d . 1
H H17 -0.0203 0.3476 -0.1189 0.071 Uiso calc R 1
C C18 0.04807(16) 0.32133(13) -0.16623(10) 0.0641(7) Uani d . 1
H H18 0.0067 0.3094 -0.1981 0.077 Uiso calc R 1
C C19 0.12526(17) 0.31611(13) -0.16687(10) 0.0589(7) Uani d . 1
C C20 0.18619(15) 0.33390(13) -0.11954(10) 0.0597(7) Uani d . 1
H H20 0.2384 0.3305 -0.1197 0.072 Uiso calc R 1
C C21 0.16935(15) 0.35687(12) -0.07173(10) 0.0568(7) Uani d . 1
H H21 0.2108 0.3691 -0.0400 0.068 Uiso calc R 1
C C22 0.21299(17) 0.28221(18) -0.21888(12) 0.1021(11) Uani d . 1
H H22A 0.2405 0.3297 -0.2122 0.153 Uiso calc R 1
H H22B 0.2110 0.2637 -0.2552 0.153 Uiso calc R 1
H H22C 0.2404 0.2464 -0.1909 0.153 Uiso calc R 1
C C23 0.59455(13) 0.43889(12) 0.05693(9) 0.0468(6) Uani d . 1
C C24 0.58717(13) 0.43623(13) 0.11163(10) 0.0525(6) Uani d . 1
C C25 0.57882(15) 0.36890(15) 0.13888(11) 0.0660(7) Uani d . 1
H H25 0.5761 0.3229 0.1204 0.079 Uiso calc R 1
C C26 0.57471(17) 0.37032(18) 0.19234(12) 0.0803(9) Uani d . 1
H H26 0.5697 0.3255 0.2103 0.096 Uiso calc R 1
C C27 0.57810(17) 0.43864(19) 0.21961(12) 0.0822(9) Uani d . 1
H H27 0.5763 0.4395 0.2562 0.099 Uiso calc R 1
C C28 0.58407(16) 0.50466(17) 0.19342(11) 0.0754(8) Uani d . 1
H H28 0.5845 0.5501 0.2122 0.090 Uiso calc R 1
C C29 0.58955(14) 0.50622(14) 0.13907(10) 0.0554(6) Uani d . 1
C C30 0.59432(13) 0.57775(14) 0.11076(11) 0.0563(6) Uani d . 1
C C31 0.59150(15) 0.64903(16) 0.13541(12) 0.0706(8) Uani d . 1
H H31 0.5885 0.6515 0.1717 0.085 Uiso calc R 1
C C32 0.59311(17) 0.71454(16) 0.10672(15) 0.0826(9) Uani d . 1
H H32 0.5905 0.7608 0.1236 0.099 Uiso calc R 1
C C33 0.59845(17) 0.71294(16) 0.05339(14) 0.0807(9) Uani d . 1
H H33 0.5998 0.7579 0.0345 0.097 Uiso calc R 1
C C34 0.60174(15) 0.64507(14) 0.02809(12) 0.0681(7) Uani d . 1
H H34 0.6051 0.6442 -0.0081 0.082 Uiso calc R 1
C C35 0.60016(13) 0.57697(13) 0.05601(10) 0.0531(6) Uani d . 1
C C36 0.60142(13) 0.50504(12) 0.03021(10) 0.0470(6) Uani d . 1
C C37 0.60503(13) 0.41509(13) -0.02666(9) 0.0472(6) Uani d . 1
C C38 0.60895(13) 0.37375(13) -0.07583(9) 0.0504(6) Uani d . 1
C C39 0.61133(15) 0.29564(14) -0.07878(10) 0.0606(7) Uani d . 1
H H39 0.6117 0.2673 -0.0475 0.073 Uiso calc R 1
C C40 0.61311(15) 0.25848(14) -0.12690(11) 0.0659(7) Uani d . 1
H H40 0.6144 0.2059 -0.1278 0.079 Uiso calc R 1
C C41 0.61303(17) 0.29935(17) -0.17316(11) 0.0722(8) Uani d . 1
C C42 0.61049(19) 0.37649(17) -0.17058(11) 0.0900(10) Uani d . 1
H H42 0.6103 0.4046 -0.2019 0.108 Uiso calc R 1
C C43 0.60826(17) 0.41370(15) -0.12323(11) 0.0749(8) Uani d . 1
H H43 0.6063 0.4663 -0.1230 0.090 Uiso calc R 1
C C44 0.6210(3) 0.1907(2) -0.22710(14) 0.1336(16) Uani d . 1
H H44A 0.6685 0.1726 -0.2001 0.200 Uiso calc R 1
H H44B 0.6219 0.1779 -0.2640 0.200 Uiso calc R 1
H H44C 0.5759 0.1677 -0.2203 0.200 Uiso calc R 1
C C45 0.3353(2) 0.36715(17) 0.10140(14) 0.1058(12) Uani d . 1
H H45A 0.3887 0.3845 0.1178 0.159 Uiso calc R 1
H H45B 0.3358 0.3191 0.0837 0.159 Uiso calc R 1
H H45C 0.3103 0.3618 0.1301 0.159 Uiso calc R 1
C C46 0.67782(19) 0.20684(18) 0.09661(14) 0.1066(11) Uani d . 1
H H46A 0.6914 0.2432 0.1264 0.160 Uiso calc R 1
H H46B 0.7200 0.2035 0.0803 0.160 Uiso calc R 1
H H46C 0.6698 0.1583 0.1111 0.160 Uiso calc R 1
N N1 0.59680(11) 0.38208(10) 0.02006(7) 0.0503(5) Uani d . 1
H H1 0.5936 0.3344 0.0256 0.060 Uiso calc R 1
N N2 0.60849(11) 0.48982(10) -0.02171(8) 0.0515(5) Uani d . 1
N N3 0.12500(11) 0.41427(10) 0.02640(7) 0.0496(5) Uani d . 1
H H3 0.1751 0.4196 0.0324 0.060 Uiso calc R 1
N N4 -0.00083(11) 0.38598(10) -0.01671(7) 0.0498(5) Uani d . 1
O O1 0.61638(14) 0.26985(12) -0.22247(8) 0.1066(8) Uani d . 1
O O2 0.13454(11) 0.29238(10) -0.21638(7) 0.0811(6) Uani d . 1
O O3 0.29293(9) 0.42005(10) 0.06127(7) 0.0671(5) Uani d . 1
H H3A 0.3239 0.4444 0.0497 0.101 Uiso calc R 1
O O4 0.60764(11) 0.22969(9) 0.05543(8) 0.0670(5) Uani d . 1
H H4A 0.5773 0.1936 0.0467 0.100 Uiso calc 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'
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'
loop_
_diffrn_reflns_number
19569
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C14 C1 N4 110.51(19) n
C14 C1 C2 121.6(2) n
N4 C1 C2 127.9(2) n
C3 C2 C7 119.9(2) n
C3 C2 C1 122.8(2) n
C7 C2 C1 117.2(2) n
C4 C3 C2 120.9(2) n
C4 C3 H3B 119.5 n
C2 C3 H3B 119.5 n
C3 C4 C5 119.7(3) n
C3 C4 H4 120.2 n
C5 C4 H4 120.2 n
C6 C5 C4 120.6(3) n
C6 C5 H5 119.7 n
C4 C5 H5 119.7 n
C5 C6 C7 122.2(3) n
C5 C6 H6 118.9 n
C7 C6 H6 118.9 n
C6 C7 C2 116.7(2) n
C6 C7 C8 122.8(2) n
C2 C7 C8 120.4(2) n
C9 C8 C13 116.6(2) n
C9 C8 C7 122.6(2) n
C13 C8 C7 120.9(2) n
C10 C9 C8 122.7(2) n
C10 C9 H9 118.7 n
C8 C9 H9 118.7 n
C9 C10 C11 120.3(3) n
C9 C10 H10 119.9 n
C11 C10 H10 119.9 n
C12 C11 C10 119.4(3) n
C12 C11 H11 120.3 n
C10 C11 H11 120.3 n
C11 C12 C13 121.5(2) n
C11 C12 H12 119.3 n
C13 C12 H12 119.3 n
C12 C13 C14 124.3(2) n
C12 C13 C8 119.6(2) n
C14 C13 C8 116.1(2) n
C1 C14 N3 105.9(2) n
C1 C14 C13 123.7(2) n
N3 C14 C13 130.5(2) n
N4 C15 N3 110.84(19) n
N4 C15 C16 124.7(2) y
N3 C15 C16 124.5(2) y
C21 C16 C17 117.5(2) y
C21 C16 C15 123.3(2) y
C17 C16 C15 119.2(2) y
C18 C17 C16 121.5(2) n
C18 C17 H17 119.3 n
C16 C17 H17 119.3 n
C17 C18 C19 120.2(2) n
C17 C18 H18 119.9 n
C19 C18 H18 119.9 n
O2 C19 C20 125.0(2) y
O2 C19 C18 115.4(2) y
C20 C19 C18 119.7(2) n
C19 C20 C21 119.7(2) n
C19 C20 H20 120.2 n
C21 C20 H20 120.2 n
C16 C21 C20 121.5(2) n
C16 C21 H21 119.2 n
C20 C21 H21 119.2 n
O2 C22 H22A 109.5 n
O2 C22 H22B 109.5 n
H22A C22 H22B 109.5 n
O2 C22 H22C 109.5 n
H22A C22 H22C 109.5 n
H22B C22 H22C 109.5 n
C36 C23 N1 105.50(19) n
C36 C23 C24 123.4(2) n
N1 C23 C24 131.1(2) n
C25 C24 C29 119.8(2) n
C25 C24 C23 123.7(2) n
C29 C24 C23 116.5(2) n
C26 C25 C24 120.6(3) n
C26 C25 H25 119.7 n
C24 C25 H25 119.7 n
C25 C26 C27 119.8(3) n
C25 C26 H26 120.1 n
C27 C26 H26 120.1 n
C28 C27 C26 120.6(3) n
C28 C27 H27 119.7 n
C26 C27 H27 119.7 n
C27 C28 C29 121.9(3) n
C27 C28 H28 119.0 n
C29 C28 H28 119.0 n
C28 C29 C24 117.3(2) n
C28 C29 C30 121.5(2) n
C24 C29 C30 121.1(2) n
C35 C30 C31 117.4(2) n
C35 C30 C29 119.8(2) n
C31 C30 C29 122.8(2) n
C32 C31 C30 121.0(3) n
C32 C31 H31 119.5 n
C30 C31 H31 119.5 n
C31 C32 C33 121.0(3) n
C31 C32 H32 119.5 n
C33 C32 H32 119.5 n
C34 C33 C32 119.8(3) n
C34 C33 H33 120.1 n
C32 C33 H33 120.1 n
C33 C34 C35 120.8(3) n
C33 C34 H34 119.6 n
C35 C34 H34 119.6 n
C34 C35 C30 120.0(2) n
C34 C35 C36 122.2(2) n
C30 C35 C36 117.8(2) n
C23 C36 N2 110.2(2) n
C23 C36 C35 121.3(2) n
N2 C36 C35 128.5(2) n
N2 C37 N1 111.16(19) n
N2 C37 C38 124.52(19) y
N1 C37 C38 124.3(2) y
C43 C38 C39 117.1(2) n
C43 C38 C37 119.0(2) y
C39 C38 C37 123.8(2) y
C38 C39 C40 121.9(2) n
C38 C39 H39 119.0 n
C40 C39 H39 119.0 n
C41 C40 C39 119.8(2) n
C41 C40 H40 120.1 n
C39 C40 H40 120.1 n
O1 C41 C42 115.9(2) y
O1 C41 C40 125.6(3) y
C42 C41 C40 118.6(2) n
C41 C42 C43 122.0(2) n
C41 C42 H42 119.0 n
C43 C42 H42 119.0 n
C42 C43 C38 120.5(2) n
C42 C43 H43 119.7 n
C38 C43 H43 119.7 n
O1 C44 H44A 109.5 n
O1 C44 H44B 109.5 n
H44A C44 H44B 109.5 n
O1 C44 H44C 109.5 n
H44A C44 H44C 109.5 n
H44B C44 H44C 109.5 n
O3 C45 H45A 109.5 n
O3 C45 H45B 109.5 n
H45A C45 H45B 109.5 n
O3 C45 H45C 109.5 n
H45A C45 H45C 109.5 n
H45B C45 H45C 109.5 n
O4 C46 H46A 109.5 n
O4 C46 H46B 109.5 n
H46A C46 H46B 109.5 n
O4 C46 H46C 109.5 n
H46A C46 H46C 109.5 n
H46B C46 H46C 109.5 n
C37 N1 C23 107.56(18) n
C37 N1 H1 126.2 n
C23 N1 H1 126.2 n
C37 N2 C36 105.59(17) n
C15 N3 C14 107.44(18) n
C15 N3 H3 126.3 n
C14 N3 H3 126.3 n
C15 N4 C1 105.36(19) n
C41 O1 C44 118.4(2) n
C19 O2 C22 118.1(2) y
C45 O3 H3A 109.5 n
C46 O4 H4A 109.5 n
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C14 1.360(3) n
C1 N4 1.381(3) y
C1 C2 1.436(3) y
C2 C3 1.399(3) n
C2 C7 1.414(3) n
C3 C4 1.370(3) n
C3 H3B 0.9300 n
C4 C5 1.379(3) n
C4 H4 0.9300 n
C5 C6 1.356(3) n
C5 H5 0.9300 n
C6 C7 1.410(3) n
C6 H6 0.9300 n
C7 C8 1.454(3) y
C8 C9 1.403(3) y
C8 C13 1.425(3) n
C9 C10 1.358(4) y
C9 H9 0.9300 n
C10 C11 1.382(3) n
C10 H10 0.9300 n
C11 C12 1.371(3) y
C11 H11 0.9300 n
C12 C13 1.391(3) y
C12 H12 0.9300 n
C13 C14 1.423(3) n
C14 N3 1.377(2) y
C15 N4 1.331(3) y
C15 N3 1.365(3) y
C15 C16 1.452(3) n
C16 C21 1.384(3) n
C16 C17 1.388(3) n
C17 C18 1.372(3) n
C17 H17 0.9300 n
C18 C19 1.379(3) n
C18 H18 0.9300 n
C19 O2 1.370(3) n
C19 C20 1.376(3) n
C20 C21 1.385(3) n
C20 H20 0.9300 n
C21 H21 0.9300 n
C22 O2 1.425(3) n
C22 H22A 0.9600 n
C22 H22B 0.9600 n
C22 H22C 0.9600 n
C23 C36 1.373(3) n
C23 N1 1.375(3) n
C23 C24 1.421(3) n
C24 C25 1.404(3) n
C24 C29 1.411(3) n
C25 C26 1.368(3) n
C25 H25 0.9300 n
C26 C27 1.381(4) n
C26 H26 0.9300 n
C27 C28 1.360(3) n
C27 H27 0.9300 n
C28 C29 1.399(3) n
C28 H28 0.9300 n
C29 C30 1.466(3) n
C30 C35 1.411(3) n
C30 C31 1.412(3) n
C31 C32 1.369(3) n
C31 H31 0.9300 n
C32 C33 1.373(4) n
C32 H32 0.9300 n
C33 C34 1.368(3) n
C33 H33 0.9300 n
C34 C35 1.398(3) n
C34 H34 0.9300 n
C35 C36 1.431(3) n
C36 N2 1.375(3) n
C37 N2 1.327(3) n
C37 N1 1.358(2) n
C37 C38 1.456(3) y
C38 C43 1.382(3) n
C38 C39 1.384(3) n
C39 C40 1.385(3) n
C39 H39 0.9300 n
C40 C41 1.368(3) n
C40 H40 0.9300 n
C41 O1 1.363(3) n
C41 C42 1.367(3) n
C42 C43 1.371(3) n
C42 H42 0.9300 n
C43 H43 0.9300 n
C44 O1 1.408(3) y
C44 H44A 0.9600 n
C44 H44B 0.9600 n
C44 H44C 0.9600 n
C45 O3 1.411(3) y
C45 H45A 0.9600 n
C45 H45B 0.9600 n
C45 H45C 0.9600 n
C46 O4 1.412(3) y
C46 H46A 0.9600 n
C46 H46B 0.9600 n
C46 H46C 0.9600 n
N1 H1 0.8600 n
N3 H3 0.8600 n
O3 H3A 0.8200 n
O4 H4A 0.8200 n
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
O4 H4A N4 7 0.82 1.94 2.755(2) 172.8
O3 H3A N2 5_665 0.82 1.95 2.768(2) 174.8
N3 H3 O3 . 0.86 1.99 2.840(3) 167.9
N1 H1 O4 . 0.86 1.98 2.825(2) 165.8
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_publ_flag
C14 C1 C2 C3 175.8(2) y
N4 C1 C2 C3 -3.1(3) y
C14 C1 C2 C7 -1.8(3) n
N4 C1 C2 C7 179.4(2) n
C7 C2 C3 C4 -0.9(3) n
C1 C2 C3 C4 -178.4(2) y
C2 C3 C4 C5 0.1(4) n
C3 C4 C5 C6 0.3(4) n
C4 C5 C6 C7 0.1(4) n
C5 C6 C7 C2 -0.8(3) n
C5 C6 C7 C8 177.5(2) y
C3 C2 C7 C6 1.2(3) n
C1 C2 C7 C6 178.88(19) y
C3 C2 C7 C8 -177.1(2) y
C1 C2 C7 C8 0.5(3) n
C6 C7 C8 C9 1.5(3) n
C2 C7 C8 C9 179.8(2) n
C6 C7 C8 C13 -177.0(2) y
C2 C7 C8 C13 1.3(3) y
C13 C8 C9 C10 -0.5(4) n
C7 C8 C9 C10 -179.1(3) n
C8 C9 C10 C11 1.1(5) n
C9 C10 C11 C12 -0.3(5) n
C10 C11 C12 C13 -1.0(5) n
C11 C12 C13 C14 -178.9(3) n
C11 C12 C13 C8 1.6(4) n
C9 C8 C13 C12 -0.8(3) n
C7 C8 C13 C12 177.8(2) n
C9 C8 C13 C14 179.6(2) n
C7 C8 C13 C14 -1.8(3) y
N4 C1 C14 N3 0.1(2) n
C2 C1 C14 N3 -178.94(18) n
N4 C1 C14 C13 -179.68(19) n
C2 C1 C14 C13 1.3(3) y
C12 C13 C14 C1 -179.0(2) n
C8 C13 C14 C1 0.5(3) n
C12 C13 C14 N3 1.3(4) y
C8 C13 C14 N3 -179.2(2) n
N4 C15 C16 C21 -173.7(2) y
N3 C15 C16 C21 6.2(3) y
N4 C15 C16 C17 8.1(3) y
N3 C15 C16 C17 -172.0(2) y
C21 C16 C17 C18 0.7(3) n
C15 C16 C17 C18 179.1(2) n
C16 C17 C18 C19 -0.4(4) n
C17 C18 C19 O2 179.6(2) n
C17 C18 C19 C20 0.0(4) n
O2 C19 C20 C21 -179.6(2) n
C18 C19 C20 C21 0.0(4) n
C17 C16 C21 C20 -0.8(3) n
C15 C16 C21 C20 -179.1(2) n
C19 C20 C21 C16 0.4(3) n
C36 C23 C24 C25 178.9(2) n
N1 C23 C24 C25 -1.3(4) y
C36 C23 C24 C29 -1.9(3) y
N1 C23 C24 C29 178.0(2) y
C29 C24 C25 C26 -1.5(4) n
C23 C24 C25 C26 177.7(2) n
C24 C25 C26 C27 0.6(4) n
C25 C26 C27 C28 1.2(5) y
C26 C27 C28 C29 -2.1(4) y
C27 C28 C29 C24 1.2(4) y
C27 C28 C29 C30 178.7(2) y
C25 C24 C29 C28 0.6(4) n
C23 C24 C29 C28 -178.7(2) y
C25 C24 C29 C30 -177.0(2) y
C23 C24 C29 C30 3.8(3) y
C28 C29 C30 C35 179.7(2) n
C24 C29 C30 C35 -2.8(3) y
C28 C29 C30 C31 -1.8(4) y
C24 C29 C30 C31 175.7(2) y
C35 C30 C31 C32 1.0(4) n
C29 C30 C31 C32 -177.5(2) y
C30 C31 C32 C33 -0.8(4) n
C31 C32 C33 C34 0.4(4) n
C32 C33 C34 C35 -0.3(4) n
C33 C34 C35 C30 0.6(4) n
C33 C34 C35 C36 178.3(2) y
C31 C30 C35 C34 -0.9(3) n
C29 C30 C35 C34 177.6(2) y
C31 C30 C35 C36 -178.8(2) n
C29 C30 C35 C36 -0.2(3) n
N1 C23 C36 N2 -0.5(2) n
C24 C23 C36 N2 179.3(2) n
N1 C23 C36 C35 179.0(2) n
C24 C23 C36 C35 -1.1(3) y
C34 C35 C36 C23 -175.6(2) y
C30 C35 C36 C23 2.1(3) y
C34 C35 C36 N2 3.8(4) y
C30 C35 C36 N2 -178.4(2) n
N2 C37 C38 C43 -6.9(3) y
N1 C37 C38 C43 172.7(2) y
N2 C37 C38 C39 174.9(2) y
N1 C37 C38 C39 -5.6(4) y
C43 C38 C39 C40 0.1(4) n
C37 C38 C39 C40 178.4(2) n
C38 C39 C40 C41 0.4(4) n
C39 C40 C41 O1 178.5(3) n
C39 C40 C41 C42 -0.6(4) n
O1 C41 C42 C43 -179.0(3) n
C40 C41 C42 C43 0.2(5) n
C41 C42 C43 C38 0.4(5) n
C39 C38 C43 C42 -0.5(4) n
C37 C38 C43 C42 -178.9(3) n
N2 C37 N1 C23 0.2(2) n
C38 C37 N1 C23 -179.4(2) n
C36 C23 N1 C37 0.2(2) n
C24 C23 N1 C37 -179.7(2) n
N1 C37 N2 C36 -0.6(2) n
C38 C37 N2 C36 179.0(2) n
C23 C36 N2 C37 0.7(2) n
C35 C36 N2 C37 -178.8(2) n
N4 C15 N3 C14 -0.1(2) n
C16 C15 N3 C14 179.96(19) n
C1 C14 N3 C15 0.0(2) n
C13 C14 N3 C15 179.8(2) n
N3 C15 N4 C1 0.2(2) n
C16 C15 N4 C1 -179.91(19) n
C14 C1 N4 C15 -0.2(2) n
C2 C1 N4 C15 178.8(2) n
C42 C41 O1 C44 178.5(3) n
C40 C41 O1 C44 -0.6(5) n
C20 C19 O2 C22 2.7(4) y
C18 C19 O2 C22 -176.9(2) y
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 26000964
