#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/68/2206819.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_2206819
loop_
_publ_author_name
'Yin, Guo-Dong'
'Zhou, Bao-Han'
'Wu, An-Xin'
_publ_section_title
;Diethyl
 4,8-dioxo-2,6-di-p-chlorophenyl-1,3,5,7-tetrahydro-2,3a,4a,6,7a,8a-hexaazacyclopenta[def]fluorene-8b,8c-dicarboxylate
;
_journal_coeditor_code           WW6416
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2787
_journal_page_last               o2788
_journal_paper_doi               10.1107/S1600536805024116
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          'C26 H26 Cl2 N6 O6'
_chemical_formula_moiety         'C26 H26 Cl2 N6 O6'
_chemical_formula_sum            'C26 H26 Cl2 N6 O6'
_chemical_formula_weight         589.43
_chemical_name_systematic
;
Diethyl 4,8-dioxo-2,6-di-p-chlorophenyl-1,3,5,7-tetrahydro-2,3a,4a,6,7a,8a-
hexaazacyclopenta[def]fluorene-8b,8c-dicarboxylate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                103.836(17)
_cell_angle_beta                 103.21(2)
_cell_angle_gamma                105.087(19)
_cell_formula_units_Z            2
_cell_length_a                   8.300(2)
_cell_length_b                   12.698(3)
_cell_length_c                   14.428(4)
_cell_measurement_reflns_used    4340
_cell_measurement_temperature    292(2)
_cell_measurement_theta_max      25.85
_cell_measurement_theta_min      2.26
_cell_volume                     1355.3(7)
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 2001)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      292(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_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  0.0515
_diffrn_reflns_av_sigmaI/netI    0.0469
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10962
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.75
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.293
_exptl_absorpt_correction_T_max  0.9438
_exptl_absorpt_correction_T_min  0.9173
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1997)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             612
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.217
_refine_diff_density_min         -0.278
_refine_ls_extinction_coef       0.0066(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     375
_refine_ls_number_reflns         4737
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.091
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0414
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0603P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1059
_refine_ls_wR_factor_ref         0.1125
_reflns_number_gt                3709
_reflns_number_total             4737
_reflns_threshold_expression     I>2σ
_cod_data_source_file            ww6416.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1355.2(6)
_cod_database_code               2206819
_cod_database_fobs_code          2206819
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_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
_atom_site_type_symbol
C1 0.8063(3) 0.06973(17) 0.61830(14) 0.0462(5) Uani d . 1 . . C
C2 0.9462(3) 0.04562(19) 0.66929(15) 0.0527(5) Uani d . 1 . . C
H2 1.0315 0.0338 0.6399 0.063 Uiso calc R 1 . . H
C3 0.9586(3) 0.03923(17) 0.76472(15) 0.0467(5) Uani d . 1 . . C
H3 1.0527 0.0223 0.7992 0.056 Uiso calc R 1 . . H
C4 0.8343(2) 0.05750(14) 0.81016(13) 0.0364(4) Uani d . 1 . . C
C5 0.6918(3) 0.0773(2) 0.75518(15) 0.0531(6) Uani d . 1 . . C
H5 0.6035 0.0860 0.7830 0.064 Uiso calc R 1 . . H
C6 0.6780(3) 0.0843(2) 0.66008(15) 0.0577(6) Uani d . 1 . . C
H6 0.5823 0.0989 0.6245 0.069 Uiso calc R 1 . . H
C7 1.0066(2) 0.15084(15) 0.98744(14) 0.0388(4) Uani d . 1 . . C
H7A 1.1025 0.1719 0.9603 0.047 Uiso calc R 1 . . H
H7B 1.0488 0.1276 1.0451 0.047 Uiso calc R 1 . . H
C8 0.7119(2) 0.02522(15) 0.94754(14) 0.0383(4) Uani d . 1 . . C
H8A 0.7400 -0.0079 1.0006 0.046 Uiso calc R 1 . . H
H8B 0.6135 -0.0326 0.8932 0.046 Uiso calc R 1 . . H
C9 0.9446(2) 0.32215(14) 0.95928(12) 0.0335(4) Uani d . 1 . . C
C10 0.5160(2) 0.14587(16) 0.93547(13) 0.0350(4) Uani d . 1 . . C
C11 0.7985(2) 0.23093(14) 1.05315(12) 0.0330(4) Uani d . 1 . . C
C12 0.8408(3) 0.22491(16) 1.16100(14) 0.0410(5) Uani d . 1 . . C
C13 0.7173(3) 0.2126(2) 1.29285(15) 0.0619(6) Uani d . 1 . . C
H13A 0.8318 0.2616 1.3393 0.074 Uiso calc R 1 . . H
H13B 0.7035 0.1337 1.2907 0.074 Uiso calc R 1 . . H
C14 0.5773(4) 0.2478(3) 1.3261(2) 0.0898(9) Uani d . 1 . . C
H14A 0.5966 0.3274 1.3322 0.135 Uiso calc R 1 . . H
H14B 0.5796 0.2370 1.3900 0.135 Uiso calc R 1 . . H
H14C 0.4651 0.2017 1.2777 0.135 Uiso calc R 1 . . H
C15 0.7198(2) 0.32605(15) 1.03390(12) 0.0346(4) Uani d . 1 . . C
C16 0.7308(3) 0.42253(16) 1.12609(14) 0.0441(5) Uani d . 1 . . C
C17 0.9204(4) 0.5619(2) 1.27973(17) 0.0824(9) Uani d D 1 . . C
H17A 0.9341 0.6297 1.2584 0.099 Uiso calc PR 0.58(2) A 2 H
H17B 0.8184 0.5499 1.3031 0.099 Uiso calc PR 0.58(2) A 2 H
H17C 0.9936 0.6297 1.2739 0.099 Uiso d PR 0.42(2) A 1 H
H17D 0.8075 0.5719 1.2818 0.099 Uiso d PR 0.42(2) A 1 H
C18' 1.0621(18) 0.5815(15) 1.3562(11) 0.099(5) Uani d PDU 0.42(2) A 2 C
H18E 1.0647 0.6392 1.4139 0.148 Uiso calc PR 0.42(2) A 2 H
H18D 1.1659 0.6076 1.3378 0.148 Uiso calc PR 0.42(2) A 2 H
H18F 1.0575 0.5116 1.3719 0.148 Uiso calc PR 0.42(2) A 2 H
C18 0.991(2) 0.5421(9) 1.3711(4) 0.087(3) Uani d PDU 0.58(2) A 1 C
H18A 1.0850 0.5125 1.3663 0.131 Uiso calc PR 0.58(2) A 1 H
H18B 0.9007 0.4873 1.3833 0.131 Uiso calc PR 0.58(2) A 1 H
H18C 1.0346 0.6131 1.4255 0.131 Uiso calc PR 0.58(2) A 1 H
C19 0.7422(2) 0.42393(15) 0.90402(13) 0.0378(4) Uani d . 1 . . C
H19A 0.7259 0.4942 0.9382 0.045 Uiso calc R 1 . . H
H19B 0.8158 0.4416 0.8626 0.045 Uiso calc R 1 . . H
C20 0.4588(2) 0.31339(17) 0.90325(14) 0.0411(4) Uani d . 1 . . C
H20A 0.4455 0.3839 0.9396 0.049 Uiso calc R 1 . . H
H20B 0.3435 0.2608 0.8606 0.049 Uiso calc R 1 . . H
C21 0.4969(2) 0.33709(15) 0.74372(13) 0.0362(4) Uani d . 1 . . C
C22 0.3614(3) 0.23915(17) 0.67875(15) 0.0510(5) Uani d . 1 . . C
H22 0.3237 0.1769 0.7011 0.061 Uiso calc R 1 . . H
C23 0.2818(3) 0.23257(19) 0.58165(15) 0.0563(6) Uani d . 1 . . C
H23 0.1897 0.1669 0.5392 0.068 Uiso calc R 1 . . H
C24 0.3388(3) 0.3231(2) 0.54804(15) 0.0526(5) Uani d . 1 . . C
C25 0.4749(3) 0.4190(2) 0.60980(15) 0.0573(6) Uani d . 1 . . C
H25 0.5151 0.4794 0.5858 0.069 Uiso calc R 1 . . H
C26 0.5539(3) 0.42740(17) 0.70819(14) 0.0463(5) Uani d . 1 . . C
H26 0.6451 0.4937 0.7503 0.056 Uiso calc R 1 . . H
Cl1 0.79146(8) 0.08225(6) 0.49868(4) 0.0698(2) Uani d . 1 . . Cl
Cl2 0.23358(8) 0.31287(7) 0.42512(4) 0.0812(2) Uani d . 1 . . Cl
N1 0.86218(19) 0.05393(12) 0.91132(11) 0.0367(4) Uani d . 1 . . N
N2 0.95227(18) 0.25191(12) 1.02010(10) 0.0340(3) Uani d . 1 . . N
N3 0.65955(18) 0.12559(12) 0.98615(10) 0.0330(3) Uani d . 1 . . N
N4 0.82452(18) 0.37649(12) 0.97706(10) 0.0332(3) Uani d . 1 . . N
N5 0.53782(18) 0.26178(12) 0.97390(10) 0.0358(4) Uani d . 1 . . N
N6 0.57312(19) 0.33804(13) 0.84208(11) 0.0386(4) Uani d . 1 . . N
O1 1.03338(16) 0.33722(10) 0.90506(9) 0.0427(3) Uani d . 1 . . O
O2 0.38815(16) 0.07435(11) 0.86966(10) 0.0457(3) Uani d . 1 . . O
O3 0.9754(2) 0.21921(15) 1.20585(10) 0.0674(5) Uani d . 1 . . O
O4 0.70245(18) 0.22322(12) 1.19276(9) 0.0489(4) Uani d . 1 . . O
O5 0.6117(2) 0.45700(14) 1.13104(11) 0.0693(5) Uani d . 1 . . O
O6 0.88834(19) 0.46204(11) 1.19285(9) 0.0533(4) Uani d . 1 A . O
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C6 C1 C2 120.71(19) ?
C6 C1 Cl1 119.47(16) ?
C2 C1 Cl1 119.82(16) ?
C1 C2 C3 119.10(18) ?
C1 C2 H2 120.4 ?
C3 C2 H2 120.4 ?
C2 C3 C4 121.46(18) ?
C2 C3 H3 119.3 ?
C4 C3 H3 119.3 ?
C3 C4 C5 117.83(17) ?
C3 C4 N1 117.47(16) ?
C5 C4 N1 124.69(16) ?
C6 C5 C4 121.28(18) ?
C6 C5 H5 119.4 ?
C4 C5 H5 119.4 ?
C1 C6 C5 119.52(19) ?
C1 C6 H6 120.2 ?
C5 C6 H6 120.2 ?
N1 C7 N2 111.98(13) ?
N1 C7 H7A 109.2 ?
N2 C7 H7A 109.2 ?
N1 C7 H7B 109.2 ?
N2 C7 H7B 109.2 ?
H7A C7 H7B 107.9 ?
N1 C8 N3 113.05(14) ?
N1 C8 H8A 109.0 ?
N3 C8 H8A 109.0 ?
N1 C8 H8B 109.0 ?
N3 C8 H8B 109.0 ?
H8A C8 H8B 107.8 ?
O1 C9 N4 126.28(16) ?
O1 C9 N2 125.85(16) ?
N4 C9 N2 107.76(15) ?
O2 C10 N3 126.02(16) ?
O2 C10 N5 125.35(16) ?
N3 C10 N5 108.60(15) ?
N2 C11 N3 111.66(13) yes
N2 C11 C12 112.05(14) ?
N3 C11 C12 109.27(15) ?
N2 C11 C15 104.59(14) ?
N3 C11 C15 102.31(13) ?
C12 C11 C15 116.56(13) ?
O3 C12 O4 126.48(18) ?
O3 C12 C11 124.12(18) ?
O4 C12 C11 109.36(15) ?
O4 C13 C14 107.84(19) ?
O4 C13 H13A 110.1 ?
C14 C13 H13A 110.1 ?
O4 C13 H13B 110.1 ?
C14 C13 H13B 110.1 ?
H13A C13 H13B 108.5 ?
C13 C14 H14A 109.5 ?
C13 C14 H14B 109.5 ?
H14A C14 H14B 109.5 ?
C13 C14 H14C 109.5 ?
H14A C14 H14C 109.5 ?
H14B C14 H14C 109.5 ?
N5 C15 N4 112.95(13) yes
N5 C15 C16 110.77(14) ?
N4 C15 C16 108.91(14) ?
N5 C15 C11 103.91(13) ?
N4 C15 C11 102.19(13) ?
C16 C15 C11 117.91(14) ?
O5 C16 O6 126.64(18) ?
O5 C16 C15 122.39(18) ?
O6 C16 C15 110.91(15) ?
C18' C17 O6 113.8(5) ?
C18 C17 O6 110.8(4) ?
C18' C17 H17A 108.8 ?
C18 C17 H17A 134.2 ?
O6 C17 H17A 108.8 ?
C18' C17 H17B 108.8 ?
C18 C17 H17B 80.3 ?
O6 C17 H17B 108.8 ?
H17A C17 H17B 107.7 ?
C18' C17 H17C 81.9 ?
C18 C17 H17C 112.2 ?
O6 C17 H17C 110.4 ?
H17B C17 H17C 130.2 ?
C18' C17 H17D 128.8 ?
C18 C17 H17D 105.9 ?
O6 C17 H17D 108.9 ?
H17A C17 H17D 81.7 ?
H17C C17 H17D 108.5 ?
C17 C18' H18E 109.5 ?
C17 C18' H18D 109.5 ?
H18E C18' H18D 109.5 ?
C17 C18' H18F 109.5 ?
H18E C18' H18F 109.5 ?
H18D C18' H18F 109.5 ?
C17 C18 H18A 109.5 ?
C17 C18 H18B 109.5 ?
C17 C18 H18C 109.5 ?
N6 C19 N4 107.70(14) ?
N6 C19 H19A 110.2 ?
N4 C19 H19A 110.2 ?
N6 C19 H19B 110.2 ?
N4 C19 H19B 110.2 ?
H19A C19 H19B 108.5 ?
N5 C20 N6 108.46(13) ?
N5 C20 H20A 110.0 ?
N6 C20 H20A 110.0 ?
N5 C20 H20B 110.0 ?
N6 C20 H20B 110.0 ?
H20A C20 H20B 108.4 ?
C26 C21 C22 118.49(17) ?
C26 C21 N6 123.33(17) ?
C22 C21 N6 118.15(17) ?
C23 C22 C21 121.0(2) ?
C23 C22 H22 119.5 ?
C21 C22 H22 119.5 ?
C24 C23 C22 119.7(2) ?
C24 C23 H23 120.2 ?
C22 C23 H23 120.2 ?
C25 C24 C23 120.30(19) ?
C25 C24 Cl2 121.10(18) ?
C23 C24 Cl2 118.60(17) ?
C24 C25 C26 120.5(2) ?
C24 C25 H25 119.8 ?
C26 C25 H25 119.8 ?
C21 C26 C25 119.98(19) ?
C21 C26 H26 120.0 ?
C25 C26 H26 120.0 ?
C4 N1 C8 119.16(14) ?
C4 N1 C7 114.99(15) ?
C8 N1 C7 110.48(14) ?
C9 N2 C11 109.97(13) ?
C9 N2 C7 118.11(14) ?
C11 N2 C7 115.64(14) ?
C10 N3 C11 112.68(14) ?
C10 N3 C8 124.01(14) ?
C11 N3 C8 117.30(13) ?
C9 N4 C15 112.25(13) ?
C9 N4 C19 121.00(14) ?
C15 N4 C19 117.87(13) ?
C10 N5 C15 110.15(13) ?
C10 N5 C20 116.24(15) ?
C15 N5 C20 115.38(14) ?
C21 N6 C19 120.01(15) ?
C21 N6 C20 118.57(14) ?
C19 N6 C20 110.72(14) ?
C12 O4 C13 116.67(15) ?
C16 O6 C17 115.99(17) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C6 1.369(3) ?
C1 C2 1.373(3) ?
C1 Cl1 1.750(2) ?
C2 C3 1.381(3) ?
C2 H2 0.9300 ?
C3 C4 1.382(3) ?
C3 H3 0.9300 ?
C4 C5 1.383(3) ?
C4 N1 1.438(2) ?
C5 C6 1.377(3) ?
C5 H5 0.9300 ?
C6 H6 0.9300 ?
C7 N1 1.463(2) ?
C7 N2 1.477(2) yes
C7 H7A 0.9700 ?
C7 H7B 0.9700 ?
C8 N1 1.454(2) ?
C8 N3 1.478(2) yes
C8 H8A 0.9700 ?
C8 H8B 0.9700 ?
C9 O1 1.206(2) ?
C9 N4 1.387(2) yes
C9 N2 1.396(2) yes
C10 O2 1.216(2) ?
C10 N3 1.368(2) yes
C10 N5 1.390(2) yes
C11 N2 1.446(2) yes
C11 N3 1.457(2) yes
C11 C12 1.540(2) ?
C11 C15 1.565(2) ?
C12 O3 1.185(2) ?
C12 O4 1.327(2) ?
C13 O4 1.463(2) ?
C13 C14 1.485(3) ?
C13 H13A 0.9700 ?
C13 H13B 0.9700 ?
C14 H14A 0.9600 ?
C14 H14B 0.9600 ?
C14 H14C 0.9600 ?
C15 N5 1.456(2) yes
C15 N4 1.458(2) yes
C15 C16 1.544(2) ?
C16 O5 1.191(2) ?
C16 O6 1.319(2) ?
C17 C18' 1.337(9) ?
C17 C18 1.424(6) ?
C17 O6 1.470(2) ?
C17 H17A 0.9700 ?
C17 H17B 0.9700 ?
C17 H17C 0.9509 ?
C17 H17D 0.9840 ?
C18' H18E 0.9600 ?
C18' H18D 0.9600 ?
C18' H18F 0.9600 ?
C18 H18A 0.9600 ?
C18 H18B 0.9600 ?
C18 H18C 0.9600 ?
C19 N6 1.456(2) ?
C19 N4 1.459(2) yes
C19 H19A 0.9700 ?
C19 H19B 0.9700 ?
C20 N5 1.462(2) yes
C20 N6 1.462(2) ?
C20 H20A 0.9700 ?
C20 H20B 0.9700 ?
C21 C26 1.382(3) ?
C21 C22 1.387(3) ?
C21 N6 1.411(2) ?
C22 C23 1.378(3) ?
C22 H22 0.9300 ?
C23 C24 1.367(3) ?
C23 H23 0.9300 ?
C24 C25 1.363(3) ?
C24 Cl2 1.746(2) ?
C25 C26 1.386(3) ?
C25 H25 0.9300 ?
C26 H26 0.9300 ?
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
C5 H5 O2 . 0.93 2.40 3.311(2) 167
C20 H20A O5 2_667 0.97 2.57 3.245(2) 127
C17 H17A O1 2_767 0.97 2.55 3.278(3) 132
C8 H8A O2 2_657 0.97 2.56 3.361(2) 140
C3 H3 O2 1_655 0.93 2.58 3.404(3) 148
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
C6 C1 C2 C3 -1.7(3) ?
Cl1 C1 C2 C3 178.19(16) ?
C1 C2 C3 C4 -0.6(3) ?
C2 C3 C4 C5 2.9(3) ?
C2 C3 C4 N1 -177.39(17) ?
C3 C4 C5 C6 -3.2(3) ?
N1 C4 C5 C6 177.17(19) ?
C2 C1 C6 C5 1.5(3) ?
Cl1 C1 C6 C5 -178.42(17) ?
C4 C5 C6 C1 1.0(3) ?
N2 C11 C12 O3 -11.5(3) ?
N3 C11 C12 O3 112.8(2) ?
C15 C11 C12 O3 -131.9(2) ?
N2 C11 C12 O4 170.56(14) ?
N3 C11 C12 O4 -65.15(18) ?
C15 C11 C12 O4 50.1(2) ?
N2 C11 C15 N5 126.62(14) ?
N3 C11 C15 N5 10.06(16) ?
C12 C11 C15 N5 -109.06(16) ?
N2 C11 C15 N4 8.95(16) ?
N3 C11 C15 N4 -107.61(14) ?
C12 C11 C15 N4 133.26(15) ?
N2 C11 C15 C16 -110.37(17) ?
N3 C11 C15 C16 133.07(16) ?
C12 C11 C15 C16 13.9(2) ?
N5 C15 C16 O5 -18.2(3) ?
N4 C15 C16 O5 106.6(2) ?
C11 C15 C16 O5 -137.71(19) ?
N5 C15 C16 O6 164.55(15) ?
N4 C15 C16 O6 -70.65(18) ?
C11 C15 C16 O6 45.1(2) ?
C26 C21 C22 C23 -1.6(3) ?
N6 C21 C22 C23 -179.82(18) ?
C21 C22 C23 C24 1.1(3) ?
C22 C23 C24 C25 0.7(3) ?
C22 C23 C24 Cl2 -179.24(16) ?
C23 C24 C25 C26 -1.8(3) ?
Cl2 C24 C25 C26 178.06(16) ?
C22 C21 C26 C25 0.4(3) ?
N6 C21 C26 C25 178.54(17) ?
C24 C25 C26 C21 1.3(3) ?
C3 C4 N1 C8 -154.85(16) ?
C5 C4 N1 C8 24.8(3) ?
C3 C4 N1 C7 70.5(2) ?
C5 C4 N1 C7 -109.8(2) ?
N3 C8 N1 C4 -84.75(18) ?
N3 C8 N1 C7 51.71(19) ?
N2 C7 N1 C4 83.21(18) ?
N2 C7 N1 C8 -55.21(19) ?
O1 C9 N2 C11 -164.87(16) ?
N4 C9 N2 C11 18.65(17) ?
O1 C9 N2 C7 -29.1(2) ?
N4 C9 N2 C7 154.38(14) ?
N3 C11 N2 C9 92.88(16) ?
C12 C11 N2 C9 -144.17(14) ?
C15 C11 N2 C9 -17.02(17) ?
N3 C11 N2 C7 -44.05(19) ?
C12 C11 N2 C7 78.90(18) ?
C15 C11 N2 C7 -153.95(13) ?
N1 C7 N2 C9 -80.35(19) ?
N1 C7 N2 C11 53.0(2) yes
O2 C10 N3 C11 173.98(17) ?
N5 C10 N3 C11 -7.85(19) ?
O2 C10 N3 C8 22.1(3) ?
N5 C10 N3 C8 -159.70(15) ?
N2 C11 N3 C10 -113.12(15) ?
C12 C11 N3 C10 122.36(15) ?
C15 C11 N3 C10 -1.77(18) ?
N2 C11 N3 C8 40.8(2) ?
C12 C11 N3 C8 -83.75(17) ?
C15 C11 N3 C8 152.12(14) ?
N1 C8 N3 C10 104.62(19) ?
N1 C8 N3 C11 -46.0(2) yes
O1 C9 N4 C15 171.08(16) ?
N2 C9 N4 C15 -12.46(18) ?
O1 C9 N4 C19 24.5(2) ?
N2 C9 N4 C19 -159.08(14) ?
N5 C15 N4 C9 -109.19(15) ?
C16 C15 N4 C9 127.29(15) ?
C11 C15 N4 C9 1.82(17) ?
N5 C15 N4 C19 38.57(19) ?
C16 C15 N4 C19 -84.95(17) ?
C11 C15 N4 C19 149.58(13) ?
N6 C19 N4 C9 95.65(18) ?
N6 C19 N4 C15 -49.18(19) yes
O2 C10 N5 C15 -166.85(16) ?
N3 C10 N5 C15 14.96(19) ?
O2 C10 N5 C20 -33.2(2) ?
N3 C10 N5 C20 148.59(15) ?
N4 C15 N5 C10 94.51(16) ?
C16 C15 N5 C10 -143.01(14) ?
C11 C15 N5 C10 -15.44(17) ?
N4 C15 N5 C20 -39.55(18) ?
C16 C15 N5 C20 82.92(18) ?
C11 C15 N5 C20 -149.50(14) ?
N6 C20 N5 C10 -78.85(19) ?
N6 C20 N5 C15 52.37(19) yes
C26 C21 N6 C19 -14.2(3) ?
C22 C21 N6 C19 163.93(16) ?
C26 C21 N6 C20 127.05(19) ?
C22 C21 N6 C20 -54.8(2) ?
N4 C19 N6 C21 -154.36(15) ?
N4 C19 N6 C20 61.65(17) ?
N5 C20 N6 C21 151.23(15) ?
N5 C20 N6 C19 -64.21(18) ?
O3 C12 O4 C13 -0.4(3) ?
C11 C12 O4 C13 177.45(15) ?
C14 C13 O4 C12 163.0(2) ?
O5 C16 O6 C17 -2.7(3) ?
C15 C16 O6 C17 174.34(18) ?
C18' C17 O6 C16 164.5(12) ?
C18 C17 O6 C16 129.5(7) ?
