#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/46/2224696.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_2224696
loop_
_publ_author_name
'Ronaldson, Michael'
'Maheux, Chad R.'
'Nyangulu, James M.'
'Cameron, T. Stanley'
'Aquino, Manuel A.S.'
_publ_section_title
;
 12-Ethoxy-2,3,8,9-tetramethoxybenzo[c]phenanthridine
 dichloromethane solvate
;
_journal_coeditor_code           LH2944
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o124
_journal_paper_doi               10.1107/S1600536809050818
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C23 H23 N O5, C H2 Cl2'
_chemical_formula_moiety         'C23 H23 N O5, C H2 Cl2'
_chemical_formula_sum            'C24 H25 Cl2 N O5'
_chemical_formula_weight         478.37
_chemical_name_systematic
;
12-Ethoxy-2,3,8,9-tetramethoxybenzo[c]phenanthridine
dichloromethane solvate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                107.468(9)
_cell_angle_beta                 96.7300(11)
_cell_angle_gamma                103.134(6)
_cell_formula_units_Z            2
_cell_length_a                   7.6176(7)
_cell_length_b                   12.874(3)
_cell_length_c                   13.009(2)
_cell_measurement_reflns_used    2532
_cell_measurement_temperature    297.1
_cell_measurement_theta_max      35.0
_cell_measurement_theta_min      2.8
_cell_volume                     1161.3(4)
_computing_cell_refinement
;
PROCESS (Rigaku/MSC and Rigaku, 2006)
;
_computing_data_collection
;
PROCESS (Rigaku/MSC and Rigaku, 2006)
;
_computing_data_reduction
;
CrystalStructure (Rigaku/MSC and Rigaku, 2006)
;
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
;
CrystalStructure (Rigaku/MSC and Rigaku, 2006)
;
_computing_structure_refinement
;
CRYSTALS (Betteridge et al., 2003)
;
_computing_structure_solution    'SHELXS86 (Sheldrick, 2008)'
_diffrn_ambient_temperature      297
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.780
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.042
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            16719
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         35.74
_exptl_absorpt_coefficient_mu    0.315
_exptl_absorpt_correction_T_max  0.916
_exptl_absorpt_correction_T_min  0.735
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(ABSCOR; Higashi, 1995)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             500.00
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.29
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     299
_refine_ls_number_reflns         3144
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0555
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
    Chebychev polynomial with 3 parameters (Carruthers & Watkin, 1979)
    9.5043    4.1025    7.0826
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0709
_reflns_number_gt                3144
_reflns_number_total             4984
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            lh2944.cif
_cod_data_source_block           I
_cod_original_cell_volume        1161.3(3)
_cod_original_formula_sum        'C24 H25 Cl2 N O5 '
_cod_database_code               2224696
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
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
Cl CL1 0.57834(14) 0.48531(8) 0.12892(8) 0.1030(3) Uani d . 1.00 . .
Cl CL2 0.65852(14) 0.43659(8) 0.33198(9) 0.1048(3) Uani d . 1.00 . .
O O1 0.4347(2) 0.23338(16) -0.29456(13) 0.0659(4) Uani d . 1.00 . .
O O2 0.7420(2) 0.34392(16) -0.31719(13) 0.0656(4) Uani d . 1.00 . .
O O3 0.3983(2) 0.07039(14) 0.19755(12) 0.0597(4) Uani d . 1.00 . .
O O4 0.8982(2) 0.12439(17) 0.51431(14) 0.0720(5) Uani d . 1.00 . .
O O5 1.1964(2) 0.23385(16) 0.48175(13) 0.0674(4) Uani d . 1.00 . .
N N1 1.0471(2) 0.31310(17) 0.12497(15) 0.0568(5) Uani d . 1.00 . .
C C1 0.5648(3) 0.2258(2) -0.11897(17) 0.0538(5) Uani d . 1.00 . .
C C2 0.5768(3) 0.25700(19) -0.21031(17) 0.0533(5) Uani d . 1.00 . .
C C3 0.7499(3) 0.3197(2) -0.22228(17) 0.0539(5) Uani d . 1.00 . .
C C4 0.9017(3) 0.3493(2) -0.14131(18) 0.0551(6) Uani d . 1.00 . .
C C5 1.0462(3) 0.3431(2) 0.03733(18) 0.0582(6) Uani d . 1.00 . .
C C6 0.8815(2) 0.25253(18) 0.13772(16) 0.0486(5) Uani d . 1.00 . .
C C7 0.7164(2) 0.22220(18) 0.06207(17) 0.0492(5) Uani d . 1.00 . .
C C8 0.7207(2) 0.25445(18) -0.03513(16) 0.0485(5) Uani d . 1.00 . .
C C9 0.8894(3) 0.31686(18) -0.04683(17) 0.0516(5) Uani d . 1.00 . .
C C10 0.5508(2) 0.16038(19) 0.08156(17) 0.0526(5) Uani d . 1.00 . .
C C11 0.5507(2) 0.12897(18) 0.17248(17) 0.0504(5) Uani d . 1.00 . .
C C12 0.7184(3) 0.1245(2) 0.34684(18) 0.0543(5) Uani d . 1.00 . .
C C13 0.8790(3) 0.1520(2) 0.42088(17) 0.0562(6) Uani d . 1.00 . .
C C14 1.0466(3) 0.2147(2) 0.40409(17) 0.0535(5) Uani d . 1.00 . .
C C15 1.0454(3) 0.24772(19) 0.31279(18) 0.0536(5) Uani d . 1.00 . .
C C16 0.8821(3) 0.21968(18) 0.23475(16) 0.0494(5) Uani d . 1.00 . .
C C17 0.7176(2) 0.15731(18) 0.25179(16) 0.0495(5) Uani d . 1.00 . .
C C18 0.2535(3) 0.1832(2) -0.2814(2) 0.0682(7) Uani d . 1.00 . .
C C19 0.9107(3) 0.4051(2) -0.3347(2) 0.0717(7) Uani d . 1.00 . .
C C20 0.2253(3) 0.0407(2) 0.12298(18) 0.0566(6) Uani d . 1.00 . .
C C21 0.0823(3) -0.0271(2) 0.1655(2) 0.0653(7) Uani d . 1.00 . .
C C22 0.7374(4) 0.0634(2) 0.5381(2) 0.0810(8) Uani d . 1.00 . .
C C23 1.3707(3) 0.2858(2) 0.4631(2) 0.0709(7) Uani d . 1.00 . .
C C24 0.5047(5) 0.4727(4) 0.2476(3) 0.1141(15) Uani d . 1.00 . .
H H1 0.4493 0.1844 -0.1119 0.066 Uiso c R 1.00 . .
H H2 1.0164 0.3915 -0.1485 0.091 Uiso c R 1.00 . .
H H3 1.1598 0.3859 0.0292 0.076 Uiso c R 1.00 . .
H H4 0.4388 0.1406 0.0303 0.063 Uiso c R 1.00 . .
H H5 0.6073 0.0834 0.3590 0.068 Uiso c R 1.00 . .
H H6 1.1569 0.2901 0.3021 0.060 Uiso c R 1.00 . .
H H7 0.2534 0.1169 -0.2633 0.097 Uiso c R 1.00 . .
H H8 0.1678 0.1631 -0.3484 0.088 Uiso c R 1.00 . .
H H9 0.2196 0.2357 -0.2245 0.070 Uiso c R 1.00 . .
H H10 0.9948 0.3601 -0.3420 0.088 Uiso c R 1.00 . .
H H11 0.9624 0.4733 -0.2740 0.088 Uiso c R 1.00 . .
H H12 0.8881 0.4229 -0.4001 0.088 Uiso c R 1.00 . .
H H13 0.1944 0.1075 0.1204 0.068 Uiso c R 1.00 . .
H H14 0.2328 -0.0034 0.0516 0.068 Uiso c R 1.00 . .
H H15 1.3747 0.3604 0.4643 0.085 Uiso c R 1.00 . .
H H16 1.3874 0.2426 0.3935 0.085 Uiso c R 1.00 . .
H H17 1.4659 0.2889 0.5191 0.085 Uiso c R 1.00 . .
H H18 -0.0328 -0.0504 0.1162 0.078 Uiso c R 1.00 . .
H H19 0.0722 0.0184 0.2359 0.078 Uiso c R 1.00 . .
H H20 0.1167 -0.0919 0.1712 0.078 Uiso c R 1.00 . .
H H21 0.6854 -0.0066 0.4797 0.099 Uiso c R 1.00 . .
H H22 0.7681 0.0493 0.6046 0.099 Uiso c R 1.00 . .
H H23 0.6508 0.1066 0.5457 0.099 Uiso c R 1.00 . .
H H24 0.4886 0.5435 0.2886 0.228 Uiso c R 1.00 . .
H H25 0.3920 0.4160 0.2264 0.232 Uiso c R 1.00 . .
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 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.006 0.003
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.011 0.006
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.148 0.159
;
International Tables for Crystallography
(1992, 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_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 O1 C18 . . . 117.3(2) no
C3 O2 C19 . . . 116.52(18) no
C11 O3 C20 . . . 117.65(18) no
C13 O4 C22 . . . 117.39(19) no
C14 O5 C23 . . . 117.0(2) no
C5 N1 C6 . . . 117.22(18) n
C2 C1 C8 . . . 121.2(2) no
O1 C2 C1 . . . 125.2(2) no
O1 C2 C3 . . . 114.7(2) no
C1 C2 C3 . . . 120.10(19) no
O2 C3 C2 . . . 113.76(18) no
O2 C3 C4 . . . 126.8(2) no
C2 C3 C4 . . . 119.5(2) no
C3 C4 C9 . . . 120.5(2) no
N1 C5 C9 . . . 125.4(2) n
N1 C6 C7 . . . 123.3(2) n
N1 C6 C16 . . . 117.29(18) no
C7 C6 C16 . . . 119.40(19) no
C6 C7 C8 . . . 118.13(19) n
C6 C7 C10 . . . 119.9(2) no
C8 C7 C10 . . . 121.93(18) no
C1 C8 C7 . . . 123.47(19) no
C1 C8 C9 . . . 118.4(2) no
C7 C8 C9 . . . 118.11(18) n
C4 C9 C5 . . . 121.8(2) no
C4 C9 C8 . . . 120.37(19) no
C5 C9 C8 . . . 117.8(2) n
C7 C10 C11 . . . 120.88(19) no
O3 C11 C10 . . . 124.55(18) no
O3 C11 C17 . . . 114.4(2) no
C10 C11 C17 . . . 121.05(19) no
C13 C12 C17 . . . 120.2(2) no
O4 C13 C12 . . . 125.8(2) no
O4 C13 C14 . . . 113.77(19) no
C12 C13 C14 . . . 120.4(2) no
O5 C14 C13 . . . 114.6(2) no
O5 C14 C15 . . . 126.0(2) no
C13 C14 C15 . . . 119.38(19) no
C14 C15 C16 . . . 121.4(2) no
C6 C16 C15 . . . 121.4(2) no
C6 C16 C17 . . . 119.81(18) no
C15 C16 C17 . . . 118.8(2) no
C11 C17 C12 . . . 121.28(19) no
C11 C17 C16 . . . 118.9(2) no
C12 C17 C16 . . . 119.81(18) no
O3 C20 C21 . . . 107.5(2) no
CL1 C24 CL2 . . . 113.8(2) no
C2 C1 H1 . . . 119.3 no
C8 C1 H1 . . . 119.5 no
C3 C4 H2 . . . 119.8 no
C9 C4 H2 . . . 119.8 no
N1 C5 H3 . . . 117.2 no
C9 C5 H3 . . . 117.4 no
C7 C10 H4 . . . 119.6 no
C11 C10 H4 . . . 119.5 no
C13 C12 H5 . . . 119.8 no
C17 C12 H5 . . . 119.9 no
C14 C15 H6 . . . 119.3 no
C16 C15 H6 . . . 119.3 no
O1 C18 H7 . . . 109.3 no
O1 C18 H8 . . . 109.5 no
O1 C18 H9 . . . 109.5 no
H7 C18 H8 . . . 109.2 no
H7 C18 H9 . . . 109.7 no
H8 C18 H9 . . . 109.5 no
O2 C19 H10 . . . 109.6 no
O2 C19 H11 . . . 109.6 no
O2 C19 H12 . . . 109.6 no
H10 C19 H11 . . . 109.3 no
H10 C19 H12 . . . 109.3 no
H11 C19 H12 . . . 109.4 no
O3 C20 H13 . . . 109.9 no
O3 C20 H14 . . . 110.1 no
C21 C20 H13 . . . 109.9 no
C21 C20 H14 . . . 109.8 no
H13 C20 H14 . . . 109.7 no
C20 C21 H18 . . . 109.4 no
C20 C21 H19 . . . 109.4 no
C20 C21 H20 . . . 109.6 no
H18 C21 H19 . . . 109.5 no
H18 C21 H20 . . . 109.5 no
H19 C21 H20 . . . 109.5 no
O4 C22 H21 . . . 109.4 no
O4 C22 H22 . . . 109.6 no
O4 C22 H23 . . . 109.5 no
H21 C22 H22 . . . 109.5 no
H21 C22 H23 . . . 109.5 no
H22 C22 H23 . . . 109.5 no
O5 C23 H15 . . . 109.4 no
O5 C23 H16 . . . 109.4 no
O5 C23 H17 . . . 109.6 no
H15 C23 H16 . . . 109.5 no
H15 C23 H17 . . . 109.5 no
H16 C23 H17 . . . 109.5 no
CL1 C24 H24 . . . 108.2 no
CL1 C24 H25 . . . 108.2 no
CL2 C24 H24 . . . 108.3 no
CL2 C24 H25 . . . 108.3 no
H24 C24 H25 . . . 110.2 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
CL1 C24 . . 1.743(5) no
CL2 C24 . . 1.746(5) no
O1 C2 . . 1.355(2) no
O1 C18 . . 1.439(3) no
O2 C3 . . 1.359(3) no
O2 C19 . . 1.429(3) no
O3 C11 . . 1.365(2) no
O3 C20 . . 1.439(2) no
O4 C13 . . 1.366(3) no
O4 C22 . . 1.418(3) no
O5 C14 . . 1.355(2) no
O5 C23 . . 1.427(3) no
N1 C5 . . 1.309(3) n
N1 C6 . . 1.381(2) n
C1 C2 . . 1.370(3) no
C1 C8 . . 1.412(2) no
C2 C3 . . 1.434(3) no
C3 C4 . . 1.366(3) no
C4 C9 . . 1.418(3) no
C5 C9 . . 1.424(3) n
C6 C7 . . 1.400(2) n
C6 C16 . . 1.446(3) no
C7 C8 . . 1.446(3) n
C7 C10 . . 1.424(3) no
C8 C9 . . 1.403(3) n
C10 C11 . . 1.360(3) no
C11 C17 . . 1.439(2) no
C12 C13 . . 1.368(3) no
C12 C17 . . 1.422(3) no
C13 C14 . . 1.425(3) no
C14 C15 . . 1.376(3) no
C15 C16 . . 1.410(3) no
C16 C17 . . 1.407(3) no
C20 C21 . . 1.501(3) no
C1 H1 . . 0.949 no
C4 H2 . . 0.950 no
C5 H3 . . 0.950 no
C10 H4 . . 0.950 no
C12 H5 . . 0.948 no
C15 H6 . . 0.950 no
C18 H7 . . 0.951 no
C18 H8 . . 0.953 no
C18 H9 . . 0.946 no
C19 H10 . . 0.951 no
C19 H11 . . 0.950 no
C19 H12 . . 0.951 no
C20 H13 . . 0.950 no
C20 H14 . . 0.947 no
C21 H18 . . 0.950 no
C21 H19 . . 0.950 no
C21 H20 . . 0.950 no
C22 H21 . . 0.950 no
C22 H22 . . 0.950 no
C22 H23 . . 0.950 no
C23 H15 . . 0.950 no
C23 H16 . . 0.950 no
C23 H17 . . 0.950 no
C24 H24 . . 0.951 no
C24 H25 . . 0.941 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
CL1 CL1 3.5843(15) . 2_665 ?
CL1 C8 3.573(2) . . ?
CL2 C16 3.584(2) . . ?
CL2 C17 3.579(2) . . ?
CL2 C19 3.436(2) . 2_765 ?
CL2 C23 3.524(3) . 1_455 ?
O1 O5 3.247(2) . 1_454 ?
O1 C23 3.420(3) . 1_454 ?
O1 C24 3.557(5) . 2_665 ?
O2 O4 3.554(2) . 1_554 ?
O2 C22 3.526(3) . 1_554 ?
O2 C23 3.547(3) . 1_454 ?
O2 C24 3.325(5) . 2_665 ?
O4 O2 3.554(2) . 1_556 ?
O4 C18 3.338(2) . 1_656 ?
O4 C19 3.531(3) . 1_556 ?
O5 O1 3.247(2) . 1_656 ?
O5 C18 3.337(3) . 1_656 ?
N1 C24 3.520(3) . 1_655 ?
C8 CL1 3.573(2) . . ?
C15 C21 3.574(3) . 1_655 ?
C16 CL2 3.584(2) . . ?
C17 CL2 3.579(2) . . ?
C18 O4 3.338(2) . 1_454 ?
C18 O5 3.337(3) . 1_454 ?
C19 CL2 3.436(2) . 2_765 ?
C19 O4 3.531(3) . 1_554 ?
C21 C15 3.574(3) . 1_455 ?
C22 O2 3.526(3) . 1_556 ?
C22 C22 3.498(3) . 2_656 ?
C23 CL2 3.524(3) . 1_655 ?
C23 O1 3.420(3) . 1_656 ?
C23 O2 3.547(3) . 1_656 ?
C24 O1 3.557(5) . 2_665 ?
C24 O2 3.325(5) . 2_665 ?
C24 N1 3.520(3) . 1_455 ?
CL1 H2 3.075 . 2_765 ?
CL1 H3 3.109 . 1_455 ?
CL1 H3 3.531 . 2_765 ?
CL1 H9 3.343 . 2_665 ?
CL2 H10 3.227 . 2_765 ?
CL2 H11 3.125 . 2_765 ?
CL2 H12 3.386 . 2_765 ?
CL2 H15 3.086 . 1_455 ?
CL2 H15 3.196 . 2_766 ?
CL2 H16 3.222 . 1_455 ?
O1 H17 2.746 . 1_454 ?
O1 H21 3.034 . 2_655 ?
O1 H23 3.111 . 1_554 ?
O1 H24 2.773 . 2_665 ?
O2 H17 2.613 . 1_454 ?
O2 H23 2.911 . 1_554 ?
O2 H24 2.512 . 2_665 ?
O2 H25 3.393 . 2_665 ?
O3 H16 2.857 . 1_455 ?
O3 H22 3.587 . 2_656 ?
O4 H8 2.408 . 1_656 ?
O4 H8 3.566 . 2_655 ?
O4 H10 2.916 . 1_556 ?
O5 H8 2.644 . 1_656 ?
O5 H10 3.159 . 1_556 ?
O5 H19 3.404 . 1_655 ?
O5 H21 3.404 . 2_756 ?
O5 H22 3.561 . 2_756 ?
O5 H24 3.598 . 2_766 ?
N1 H11 2.872 . 2_765 ?
N1 H13 3.089 . 1_655 ?
N1 H25 2.637 . 1_655 ?
C1 H20 3.303 . 2_655 ?
C2 H20 3.586 . 2_655 ?
C2 H23 3.372 . 1_554 ?
C2 H24 3.149 . 2_665 ?
C3 H20 3.528 . 2_655 ?
C3 H22 3.577 . 1_554 ?
C3 H23 3.281 . 1_554 ?
C3 H24 3.024 . 2_665 ?
C4 H3 3.445 . 2_765 ?
C4 H9 3.232 . 1_655 ?
C4 H20 3.187 . 2_655 ?
C5 H2 3.453 . 2_765 ?
C5 H11 3.289 . 2_765 ?
C5 H20 3.388 . 2_655 ?
C5 H25 3.137 . 1_655 ?
C6 H11 3.295 . 2_765 ?
C6 H13 3.334 . 1_655 ?
C6 H14 3.256 . 2_655 ?
C7 H14 2.899 . 2_655 ?
C7 H20 3.529 . 2_655 ?
C8 H14 3.277 . 2_655 ?
C8 H20 2.918 . 2_655 ?
C9 H20 2.849 . 2_655 ?
C10 H14 3.145 . 2_655 ?
C11 H16 3.331 . 1_455 ?
C12 H7 3.035 . 2_655 ?
C12 H16 3.254 . 1_455 ?
C12 H19 3.551 . 1_655 ?
C13 H7 3.297 . 2_655 ?
C13 H8 3.453 . 1_656 ?
C13 H10 3.286 . 1_556 ?
C13 H12 3.545 . 1_556 ?
C13 H19 3.227 . 1_655 ?
C14 H8 3.540 . 1_656 ?
C14 H10 3.391 . 1_556 ?
C14 H19 2.867 . 1_655 ?
C15 H13 3.114 . 1_655 ?
C15 H19 2.882 . 1_655 ?
C15 H25 3.533 . 1_655 ?
C16 H13 3.325 . 1_655 ?
C16 H18 3.596 . 1_655 ?
C16 H19 3.246 . 1_655 ?
C17 H16 3.473 . 1_455 ?
C17 H19 3.555 . 1_655 ?
C18 H10 3.528 . 1_455 ?
C18 H18 3.479 . 2_555 ?
C18 H19 3.403 . 2_555 ?
C18 H20 3.441 . 2_555 ?
C18 H21 3.046 . 2_655 ?
C19 H17 3.437 . 1_454 ?
C19 H24 3.340 . 2_665 ?
C20 H6 3.545 . 1_455 ?
C20 H16 3.564 . 1_455 ?
C20 H18 3.332 . 2_555 ?
C21 H7 3.130 . 2_555 ?
C21 H9 3.454 . 2_555 ?
C21 H22 3.193 . 2_656 ?
C22 H5 3.514 . 2_656 ?
C22 H8 3.224 . 1_656 ?
C22 H8 3.488 . 2_655 ?
C22 H21 3.101 . 2_656 ?
C22 H23 3.097 . 2_656 ?
C23 H5 3.530 . 1_655 ?
C23 H24 3.204 . 2_766 ?
C24 H3 3.351 . 1_455 ?
C24 H6 3.414 . 1_455 ?
C24 H17 3.552 . 2_766 ?
H1 H18 3.234 . 2_555 ?
H2 CL1 3.075 . 2_765 ?
H2 C5 3.453 . 2_765 ?
H2 H3 3.462 . 2_765 ?
H2 H9 2.824 . 1_655 ?
H3 CL1 3.109 . 1_655 ?
H3 CL1 3.531 . 2_765 ?
H3 C4 3.445 . 2_765 ?
H3 C24 3.351 . 1_655 ?
H3 H2 3.462 . 2_765 ?
H3 H9 3.429 . 1_655 ?
H3 H11 3.506 . 2_765 ?
H3 H25 2.809 . 1_655 ?
H4 H14 3.466 . 2_655 ?
H4 H18 3.194 . 2_555 ?
H5 C22 3.514 . 2_656 ?
H5 C23 3.530 . 1_455 ?
H5 H7 2.991 . 2_655 ?
H5 H16 2.897 . 1_455 ?
H5 H17 3.318 . 1_455 ?
H5 H21 3.419 . 2_656 ?
H5 H22 3.147 . 2_656 ?
H5 H23 3.405 . 2_656 ?
H6 C20 3.545 . 1_655 ?
H6 C24 3.414 . 1_655 ?
H6 H11 3.476 . 2_765 ?
H6 H13 2.885 . 1_655 ?
H6 H19 3.229 . 1_655 ?
H6 H25 2.618 . 1_655 ?
H7 C12 3.035 . 2_655 ?
H7 C13 3.297 . 2_655 ?
H7 C21 3.130 . 2_555 ?
H7 H5 2.991 . 2_655 ?
H7 H18 2.881 . 2_555 ?
H7 H19 2.816 . 2_555 ?
H7 H20 3.178 . 2_555 ?
H7 H21 2.892 . 2_655 ?
H8 O4 2.408 . 1_454 ?
H8 O4 3.566 . 2_655 ?
H8 O5 2.644 . 1_454 ?
H8 C13 3.453 . 1_454 ?
H8 C14 3.540 . 1_454 ?
H8 C22 3.224 . 1_454 ?
H8 C22 3.488 . 2_655 ?
H8 H10 3.098 . 1_455 ?
H8 H17 3.417 . 1_454 ?
H8 H19 3.417 . 2_555 ?
H8 H20 3.520 . 2_555 ?
H8 H21 2.762 . 2_655 ?
H8 H22 2.965 . 1_454 ?
H9 CL1 3.343 . 2_665 ?
H9 C4 3.232 . 1_455 ?
H9 C21 3.454 . 2_555 ?
H9 H2 2.824 . 1_455 ?
H9 H3 3.429 . 1_455 ?
H9 H10 3.153 . 1_455 ?
H9 H18 3.261 . 2_555 ?
H9 H19 3.462 . 2_555 ?
H9 H20 3.082 . 2_555 ?
H9 H24 3.565 . 2_665 ?
H10 CL2 3.227 . 2_765 ?
H10 O4 2.916 . 1_554 ?
H10 O5 3.159 . 1_554 ?
H10 C13 3.286 . 1_554 ?
H10 C14 3.391 . 1_554 ?
H10 C18 3.528 . 1_655 ?
H10 H8 3.098 . 1_655 ?
H10 H9 3.153 . 1_655 ?
H10 H23 3.465 . 1_554 ?
H11 CL2 3.125 . 2_765 ?
H11 N1 2.872 . 2_765 ?
H11 C5 3.289 . 2_765 ?
H11 C6 3.295 . 2_765 ?
H11 H3 3.506 . 2_765 ?
H11 H6 3.476 . 2_765 ?
H11 H24 3.372 . 2_665 ?
H11 H25 3.364 . 2_665 ?
H12 CL2 3.386 . 2_765 ?
H12 C13 3.545 . 1_554 ?
H12 H17 3.166 . 1_454 ?
H12 H24 3.419 . 2_665 ?
H13 N1 3.089 . 1_455 ?
H13 C6 3.334 . 1_455 ?
H13 C15 3.114 . 1_455 ?
H13 C16 3.325 . 1_455 ?
H13 H6 2.885 . 1_455 ?
H13 H14 3.450 . 2_555 ?
H13 H16 3.422 . 1_455 ?
H13 H18 2.979 . 2_555 ?
H14 C6 3.256 . 2_655 ?
H14 C7 2.899 . 2_655 ?
H14 C8 3.277 . 2_655 ?
H14 C10 3.145 . 2_655 ?
H14 H4 3.466 . 2_655 ?
H14 H13 3.450 . 2_555 ?
H14 H18 2.859 . 2_555 ?
H15 CL2 3.086 . 1_655 ?
H15 CL2 3.196 . 2_766 ?
H15 H15 3.447 . 2_866 ?
H15 H24 3.031 . 2_766 ?
H15 H25 3.389 . 1_655 ?
H16 CL2 3.222 . 1_655 ?
H16 O3 2.857 . 1_655 ?
H16 C11 3.331 . 1_655 ?
H16 C12 3.254 . 1_655 ?
H16 C17 3.473 . 1_655 ?
H16 C20 3.564 . 1_655 ?
H16 H5 2.897 . 1_655 ?
H16 H13 3.422 . 1_655 ?
H16 H19 3.232 . 1_655 ?
H16 H25 3.550 . 1_655 ?
H17 O1 2.746 . 1_656 ?
H17 O2 2.613 . 1_656 ?
H17 C19 3.437 . 1_656 ?
H17 C24 3.552 . 2_766 ?
H17 H5 3.318 . 1_655 ?
H17 H8 3.417 . 1_656 ?
H17 H12 3.166 . 1_656 ?
H17 H21 3.559 . 2_756 ?
H17 H23 3.081 . 1_655 ?
H17 H24 2.692 . 2_766 ?
H18 C16 3.596 . 1_455 ?
H18 C18 3.479 . 2_555 ?
H18 C20 3.332 . 2_555 ?
H18 H1 3.234 . 2_555 ?
H18 H4 3.194 . 2_555 ?
H18 H7 2.881 . 2_555 ?
H18 H9 3.261 . 2_555 ?
H18 H13 2.979 . 2_555 ?
H18 H14 2.859 . 2_555 ?
H19 O5 3.404 . 1_455 ?
H19 C12 3.551 . 1_455 ?
H19 C13 3.227 . 1_455 ?
H19 C14 2.867 . 1_455 ?
H19 C15 2.882 . 1_455 ?
H19 C16 3.246 . 1_455 ?
H19 C17 3.555 . 1_455 ?
H19 C18 3.403 . 2_555 ?
H19 H6 3.229 . 1_455 ?
H19 H7 2.816 . 2_555 ?
H19 H8 3.417 . 2_555 ?
H19 H9 3.462 . 2_555 ?
H19 H16 3.232 . 1_455 ?
H19 H22 2.743 . 2_656 ?
H20 C1 3.303 . 2_655 ?
H20 C2 3.586 . 2_655 ?
H20 C3 3.528 . 2_655 ?
H20 C4 3.187 . 2_655 ?
H20 C5 3.388 . 2_655 ?
H20 C7 3.529 . 2_655 ?
H20 C8 2.918 . 2_655 ?
H20 C9 2.849 . 2_655 ?
H20 C18 3.441 . 2_555 ?
H20 H7 3.178 . 2_555 ?
H20 H8 3.520 . 2_555 ?
H20 H9 3.082 . 2_555 ?
H20 H22 2.793 . 2_656 ?
H21 O1 3.034 . 2_655 ?
H21 O5 3.404 . 2_756 ?
H21 C18 3.046 . 2_655 ?
H21 C22 3.101 . 2_656 ?
H21 H5 3.419 . 2_656 ?
H21 H7 2.892 . 2_655 ?
H21 H8 2.762 . 2_655 ?
H21 H17 3.559 . 2_756 ?
H21 H21 2.967 . 2_656 ?
H21 H22 3.365 . 2_656 ?
H21 H23 2.525 . 2_656 ?
H22 O3 3.587 . 2_656 ?
H22 O5 3.561 . 2_756 ?
H22 C3 3.577 . 1_556 ?
H22 C21 3.193 . 2_656 ?
H22 H5 3.147 . 2_656 ?
H22 H8 2.965 . 1_656 ?
H22 H19 2.743 . 2_656 ?
H22 H20 2.793 . 2_656 ?
H22 H21 3.365 . 2_656 ?
H22 H23 3.362 . 2_656 ?
H23 O1 3.111 . 1_556 ?
H23 O2 2.911 . 1_556 ?
H23 C2 3.372 . 1_556 ?
H23 C3 3.281 . 1_556 ?
H23 C22 3.097 . 2_656 ?
H23 H5 3.405 . 2_656 ?
H23 H10 3.465 . 1_556 ?
H23 H17 3.081 . 1_455 ?
H23 H21 2.525 . 2_656 ?
H23 H22 3.362 . 2_656 ?
H23 H23 2.960 . 2_656 ?
H24 O1 2.773 . 2_665 ?
H24 O2 2.512 . 2_665 ?
H24 O5 3.598 . 2_766 ?
H24 C2 3.149 . 2_665 ?
H24 C3 3.024 . 2_665 ?
H24 C19 3.340 . 2_665 ?
H24 C23 3.204 . 2_766 ?
H24 H9 3.565 . 2_665 ?
H24 H11 3.372 . 2_665 ?
H24 H12 3.419 . 2_665 ?
H24 H15 3.031 . 2_766 ?
H24 H17 2.692 . 2_766 ?
H25 O2 3.393 . 2_665 ?
H25 N1 2.637 . 1_455 ?
H25 C5 3.137 . 1_455 ?
H25 C15 3.533 . 1_455 ?
H25 H3 2.809 . 1_455 ?
H25 H6 2.618 . 1_455 ?
H25 H11 3.364 . 2_665 ?
H25 H15 3.389 . 1_455 ?
H25 H16 3.550 . 1_455 ?
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
C18 O1 C2 C1 . . . . 7.6(3) ?
C18 O1 C2 C3 . . . . -172.5(2) ?
C19 O2 C3 C2 . . . . -179.2(2) ?
C19 O2 C3 C4 . . . . 1.1(3) ?
C11 O3 C20 C21 . . . . 177.49(19) ?
C20 O3 C11 C10 . . . . -0.5(3) ?
C20 O3 C11 C17 . . . . 178.95(19) ?
C22 O4 C13 C12 . . . . -1.2(3) ?
C22 O4 C13 C14 . . . . 179.1(2) ?
C23 O5 C14 C13 . . . . 173.6(2) ?
C23 O5 C14 C15 . . . . -4.8(3) ?
C5 N1 C6 C7 . . . . 0.3(3) ?
C5 N1 C6 C16 . . . . -179.8(2) ?
C6 N1 C5 C9 . . . . -1.2(3) ?
C2 C1 C8 C7 . . . . -179.0(2) ?
C2 C1 C8 C9 . . . . 0.5(3) ?
C8 C1 C2 O1 . . . . -179.93(18) ?
C8 C1 C2 C3 . . . . 0.1(3) ?
O1 C2 C3 O2 . . . . -0.6(3) ?
O1 C2 C3 C4 . . . . 179.1(2) ?
C1 C2 C3 O2 . . . . 179.4(2) ?
C1 C2 C3 C4 . . . . -0.9(3) ?
O2 C3 C4 C9 . . . . -179.3(2) ?
C2 C3 C4 C9 . . . . 1.0(3) ?
C3 C4 C9 C5 . . . . 177.9(2) ?
C3 C4 C9 C8 . . . . -0.3(3) ?
N1 C5 C9 C4 . . . . -177.7(2) ?
N1 C5 C9 C8 . . . . 0.6(3) ?
N1 C6 C7 C8 . . . . 1.1(3) ?
N1 C6 C7 C10 . . . . -179.5(2) ?
N1 C6 C16 C15 . . . . -0.4(3) ?
N1 C6 C16 C17 . . . . -179.6(2) ?
C7 C6 C16 C15 . . . . 179.6(2) ?
C7 C6 C16 C17 . . . . 0.3(3) ?
C16 C6 C7 C8 . . . . -178.9(2) ?
C16 C6 C7 C10 . . . . 0.5(3) ?
C6 C7 C8 C1 . . . . 178.0(2) ?
C6 C7 C8 C9 . . . . -1.6(3) ?
C6 C7 C10 C11 . . . . -0.8(3) ?
C8 C7 C10 C11 . . . . 178.6(2) ?
C10 C7 C8 C1 . . . . -1.5(3) ?
C10 C7 C8 C9 . . . . 179.0(2) ?
C1 C8 C9 C4 . . . . -0.4(3) ?
C1 C8 C9 C5 . . . . -178.7(2) ?
C7 C8 C9 C4 . . . . 179.1(2) ?
C7 C8 C9 C5 . . . . 0.8(3) ?
C7 C10 C11 O3 . . . . 179.6(2) ?
C7 C10 C11 C17 . . . . 0.1(2) ?
O3 C11 C17 C12 . . . . 0.6(3) ?
O3 C11 C17 C16 . . . . -178.76(19) ?
C10 C11 C17 C12 . . . . -179.9(2) ?
C10 C11 C17 C16 . . . . 0.8(3) ?
C13 C12 C17 C11 . . . . 179.7(2) ?
C13 C12 C17 C16 . . . . -0.9(3) ?
C17 C12 C13 O4 . . . . -179.2(2) ?
C17 C12 C13 C14 . . . . 0.6(3) ?
O4 C13 C14 O5 . . . . 1.5(3) ?
O4 C13 C14 C15 . . . . -179.98(16) ?
C12 C13 C14 O5 . . . . -178.3(2) ?
C12 C13 C14 C15 . . . . 0.2(3) ?
O5 C14 C15 C16 . . . . 177.6(2) ?
C13 C14 C15 C16 . . . . -0.7(3) ?
C14 C15 C16 C6 . . . . -178.8(2) ?
C14 C15 C16 C17 . . . . 0.4(3) ?
C6 C16 C17 C11 . . . . -1.0(3) ?
C6 C16 C17 C12 . . . . 179.6(2) ?
C15 C16 C17 C11 . . . . 179.8(2) ?
C15 C16 C17 C12 . . . . 0.4(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30655976
