#------------------------------------------------------------------------------
#$Date: 2016-02-20 21:30:07 +0100 (Sat 20 de Feb de 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/46/2224613.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_2224613
loop_
_publ_author_name
'Gowda, B. Thimme'
'Tokarčík, Miroslav'
'Kožíšek, Jozef'
'Shakuntala, K.'
'Fuess, Hartmut'
_publ_section_title
;
 N-(3,5-Dichlorophenyl)maleamic acid
;
_journal_coeditor_code           DN2519
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o51
_journal_paper_doi               10.1107/S1600536809051484
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C10 H7 Cl2 N O3'
_chemical_formula_moiety         'C10 H7 Cl2 N O3'
_chemical_formula_sum            'C10 H7 Cl2 N O3'
_chemical_formula_weight         260.07
_chemical_name_systematic
;
N-(3,5-Dichlorophenyl)maleamic acid
;
_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           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                103.4502(17)
_cell_angle_beta                 100.6466(15)
_cell_angle_gamma                99.5964(15)
_cell_formula_units_Z            8
_cell_length_a                   8.13786(12)
_cell_length_b                   16.5293(3)
_cell_length_c                   17.4170(3)
_cell_measurement_reflns_used    29193
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      29.5039
_cell_measurement_theta_min      2.018
_cell_volume                     2184.79(7)
_computing_cell_refinement
;
CrysAlisPro (Oxford Diffraction, 2009)
;
_computing_data_collection
;
CrysAlisPro (Oxford Diffraction, 2009)
;
_computing_data_reduction
;
CrysAlisPro (Oxford Diffraction, 2009)
;
_computing_molecular_graphics
;
ORTEP-3 (Farrugia, 1997) and DIAMOND (Brandenburg, 2002)
;
_computing_publication_material
;
SHELXL97 (Sheldrick, 2008), PLATON (Spek, 2009) and WinGX
(Farrugia, 1999)
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 10.434
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur Ruby Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0173
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            46919
_diffrn_reflns_theta_full        25.60
_diffrn_reflns_theta_max         25.6
_diffrn_reflns_theta_min         2.02
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.583
_exptl_absorpt_correction_T_max  0.887
_exptl_absorpt_correction_T_min  0.728
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   '(CrysAlisPro, Oxford Diffraction, 2009)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.581
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.59
_exptl_crystal_size_mid          0.51
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.446
_refine_diff_density_min         -0.380
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     581
_refine_ls_number_reflns         8204
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.091
_refine_ls_R_factor_all          0.0406
_refine_ls_R_factor_gt           0.0317
_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)+(0.0445P)²+0.4698P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0846
_refine_ls_wR_factor_ref         0.0879
_reflns_number_gt                6694
_reflns_number_total             8204
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            dn2519.cif
_cod_data_source_block           I
_cod_database_code               2224613
_cod_database_fobs_code          2224613
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-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 Cl11 -0.12991(7) -0.13131(3) -0.04861(4) 0.07207(17) Uani d . 1 . .
Cl Cl12 0.08943(6) -0.35296(3) -0.26076(3) 0.05786(14) Uani d . 1 . .
O O11 0.38762(19) 0.06550(8) -0.04674(10) 0.0728(5) Uani d . 1 . .
O O12 0.51265(18) 0.21919(9) 0.01320(10) 0.0688(4) Uani d . 1 . .
H H12A 0.4669 0.1684 -0.0054 0.103 Uiso calc R 1 . .
O O13 0.72670(19) 0.30909(8) 0.00178(9) 0.0716(4) Uani d . 1 . .
N N11 0.42407(17) -0.04601(8) -0.14019(8) 0.0403(3) Uani d . 1 . .
H H11 0.4904 -0.0625 -0.1709 0.048 Uiso calc R 1 . .
C C11 0.4692(2) 0.03579(11) -0.09563(10) 0.0439(4) Uani d . 1 . .
C C12 0.6215(2) 0.08687(11) -0.10927(11) 0.0473(4) Uani d . 1 . .
H H12 0.6767 0.0576 -0.1453 0.057 Uiso calc R 1 . .
C C13 0.6907(2) 0.16943(11) -0.07690(11) 0.0499(4) Uani d . 1 . .
H H13 0.7879 0.1886 -0.0941 0.060 Uiso calc R 1 . .
C C14 0.6420(2) 0.23697(11) -0.01833(11) 0.0465(4) Uani d . 1 . .
C C15 0.2796(2) -0.10786(10) -0.14214(9) 0.0369(3) Uani d . 1 . .
C C16 0.1585(2) -0.08976(11) -0.09764(11) 0.0448(4) Uani d . 1 . .
H H16 0.1701 -0.0354 -0.0641 0.054 Uiso calc R 1 . .
C C17 0.0209(2) -0.15445(11) -0.10443(11) 0.0449(4) Uani d . 1 . .
C C18 -0.0017(2) -0.23577(11) -0.15278(10) 0.0424(4) Uani d . 1 . .
H H18 -0.0949 -0.2785 -0.1558 0.051 Uiso calc R 1 . .
C C19 0.1201(2) -0.25142(10) -0.19677(10) 0.0391(4) Uani d . 1 . .
C C20 0.2594(2) -0.18954(10) -0.19278(10) 0.0382(4) Uani d . 1 . .
H H20 0.3390 -0.2019 -0.2233 0.046 Uiso calc R 1 . .
Cl Cl21 0.84361(9) 0.77742(3) 0.13652(4) 0.07855(19) Uani d . 1 . .
Cl Cl22 0.89486(6) 0.54211(3) -0.12381(3) 0.05692(13) Uani d . 1 . .
O O21 0.54916(18) 0.52453(8) 0.20423(8) 0.0567(3) Uani d . 1 . .
O O22 0.4351(2) 0.49126(8) 0.31739(8) 0.0650(4) Uani d . 1 . .
H H22A 0.4712 0.5037 0.2797 0.097 Uiso calc R 1 . .
O O23 0.36320(18) 0.37768(9) 0.35801(8) 0.0615(4) Uani d . 1 . .
N N21 0.63526(17) 0.45503(8) 0.09578(8) 0.0396(3) Uani d . 1 . .
H H21 0.6386 0.4052 0.0680 0.048 Uiso calc R 1 . .
C C21 0.5655(2) 0.45722(10) 0.16001(10) 0.0391(4) Uani d . 1 . .
C C22 0.5086(2) 0.37266(11) 0.17328(10) 0.0420(4) Uani d . 1 . .
H H22 0.5174 0.3261 0.1336 0.050 Uiso calc R 1 . .
C C23 0.4463(2) 0.35426(11) 0.23449(10) 0.0428(4) Uani d . 1 . .
H H23 0.4192 0.2963 0.2306 0.051 Uiso calc R 1 . .
C C24 0.4128(2) 0.40956(12) 0.30745(10) 0.0446(4) Uani d . 1 . .
C C25 0.7041(2) 0.52430(10) 0.06799(10) 0.0381(4) Uani d . 1 . .
C C26 0.7260(2) 0.60907(11) 0.11038(10) 0.0436(4) Uani d . 1 . .
H H26 0.6886 0.6236 0.1581 0.052 Uiso calc R 1 . .
C C27 0.8047(2) 0.67118(11) 0.07996(11) 0.0488(4) Uani d . 1 . .
C C28 0.8582(2) 0.65292(12) 0.00858(11) 0.0491(4) Uani d . 1 . .
H H28 0.9105 0.6959 -0.0108 0.059 Uiso calc R 1 . .
C C29 0.8309(2) 0.56830(12) -0.03288(10) 0.0428(4) Uani d . 1 . .
C C30 0.7562(2) 0.50368(11) -0.00454(10) 0.0407(4) Uani d . 1 . .
H H30 0.7407 0.4470 -0.0335 0.049 Uiso calc R 1 . .
Cl Cl31 0.55958(9) 1.27986(3) 0.76423(5) 0.0959(2) Uani d . 1 . .
Cl Cl32 0.82403(7) 1.05115(3) 0.58042(4) 0.07005(16) Uani d . 1 . .
O O31 0.12442(17) 1.02362(8) 0.74663(8) 0.0571(3) Uani d . 1 . .
O O32 -0.15047(18) 0.99017(9) 0.78660(10) 0.0684(4) Uani d . 1 . .
H H32A -0.0581 1.0026 0.7750 0.103 Uiso calc R 1 . .
O O33 -0.36446(17) 0.87993(9) 0.75591(9) 0.0645(4) Uani d . 1 . .
N N31 0.25893(18) 0.96191(9) 0.65386(9) 0.0436(3) Uani d . 1 . .
H H31 0.2552 0.9152 0.6185 0.052 Uiso calc R 1 . .
C C31 0.1331(2) 0.96077(10) 0.69387(10) 0.0411(4) Uani d . 1 . .
C C32 0.0088(2) 0.87797(11) 0.67137(10) 0.0433(4) Uani d . 1 . .
H H32 0.0355 0.8333 0.6359 0.052 Uiso calc R 1 . .
C C33 -0.1363(2) 0.85857(11) 0.69501(11) 0.0450(4) Uani d . 1 . .
H H33 -0.1929 0.8016 0.6743 0.054 Uiso calc R 1 . .
C C34 -0.2235(2) 0.91137(12) 0.74824(11) 0.0485(4) Uani d . 1 . .
C C35 0.3974(2) 1.03050(10) 0.66258(10) 0.0412(4) Uani d . 1 . .
C C36 0.4083(2) 1.11348(11) 0.70717(11) 0.0496(4) Uani d . 1 . .
H H36 0.3236 1.1269 0.7340 0.060 Uiso calc R 1 . .
C C37 0.5476(3) 1.17524(11) 0.71059(12) 0.0547(5) Uani d . 1 . .
C C38 0.6779(2) 1.15837(12) 0.67291(12) 0.0549(5) Uani d . 1 . .
H H38 0.7719 1.2011 0.6770 0.066 Uiso calc R 1 . .
C C39 0.6626(2) 1.07548(11) 0.62901(12) 0.0487(4) Uani d . 1 . .
C C40 0.5251(2) 1.01120(11) 0.62243(11) 0.0461(4) Uani d . 1 . .
H H40 0.5174 0.9559 0.5918 0.055 Uiso calc R 1 . .
Cl Cl41 -0.02282(7) 0.37735(4) 0.72019(3) 0.06395(15) Uani d . 1 . .
Cl Cl42 0.24811(9) 0.16293(3) 0.52385(4) 0.07410(17) Uani d . 1 . .
O O41 0.1923(2) 0.57709(8) 0.57929(9) 0.0737(5) Uani d . 1 . .
O O42 0.2233(2) 0.73192(9) 0.59737(10) 0.0750(5) Uani d . 1 . .
H H42A 0.2170 0.6815 0.5957 0.112 Uiso calc R 1 . .
O O43 0.3060(2) 0.81990(8) 0.53013(9) 0.0711(4) Uani d . 1 . .
N N41 0.24994(17) 0.46304(8) 0.49887(8) 0.0410(3) Uani d . 1 . .
H H41 0.2850 0.4450 0.4557 0.049 Uiso calc R 1 . .
C C41 0.2470(2) 0.54591(10) 0.52001(10) 0.0425(4) Uani d . 1 . .
C C42 0.3126(2) 0.59666(11) 0.46873(10) 0.0432(4) Uani d . 1 . .
H H42 0.3481 0.5668 0.4248 0.052 Uiso calc R 1 . .
C C43 0.3275(2) 0.67973(11) 0.47709(11) 0.0439(4) Uani d . 1 . .
H H43 0.3736 0.6988 0.4377 0.053 Uiso calc R 1 . .
C C44 0.2847(2) 0.74820(11) 0.53737(11) 0.0469(4) Uani d . 1 . .
C C45 0.2013(2) 0.40192(10) 0.54029(10) 0.0385(4) Uani d . 1 . .
C C46 0.1217(2) 0.41867(11) 0.60458(10) 0.0442(4) Uani d . 1 . .
H H46 0.0955 0.4716 0.6220 0.053 Uiso calc R 1 . .
C C47 0.0823(2) 0.35548(12) 0.64202(10) 0.0455(4) Uani d . 1 . .
C C48 0.1202(2) 0.27686(12) 0.61936(11) 0.0501(4) Uani d . 1 . .
H H48 0.0949 0.2355 0.6462 0.060 Uiso calc R 1 . .
C C49 0.1980(2) 0.26185(11) 0.55458(11) 0.0474(4) Uani d . 1 . .
C C50 0.2381(2) 0.32229(11) 0.51464(10) 0.0429(4) Uani d . 1 . .
H H50 0.2892 0.3100 0.4710 0.051 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 0 '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 0.006 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C14 O12 H12A . . 109.5 ?
C11 N11 C15 . . 127.15(13) ?
C11 N11 H11 . . 116.4 ?
C15 N11 H11 . . 116.4 ?
O11 C11 N11 . . 122.01(15) ?
O11 C11 C12 . . 122.74(15) ?
N11 C11 C12 . . 115.25(13) ?
C13 C12 C11 . . 128.48(15) ?
C13 C12 H12 . . 115.8 ?
C11 C12 H12 . . 115.8 ?
C12 C13 C14 . . 132.18(16) ?
C12 C13 H13 . . 113.9 ?
C14 C13 H13 . . 113.9 ?
O13 C14 O12 . . 119.44(16) ?
O13 C14 C13 . . 119.61(16) ?
O12 C14 C13 . . 120.92(15) ?
C16 C15 C20 . . 120.07(15) ?
C16 C15 N11 . . 122.84(14) ?
C20 C15 N11 . . 117.07(13) ?
C17 C16 C15 . . 118.37(15) ?
C17 C16 H16 . . 120.8 ?
C15 C16 H16 . . 120.8 ?
C18 C17 C16 . . 123.10(15) ?
C18 C17 Cl11 . . 118.80(13) ?
C16 C17 Cl11 . . 118.10(13) ?
C17 C18 C19 . . 117.05(15) ?
C17 C18 H18 . . 121.5 ?
C19 C18 H18 . . 121.5 ?
C20 C19 C18 . . 122.50(15) ?
C20 C19 Cl12 . . 119.90(12) ?
C18 C19 Cl12 . . 117.58(12) ?
C19 C20 C15 . . 118.89(14) ?
C19 C20 H20 . . 120.6 ?
C15 C20 H20 . . 120.6 ?
C24 O22 H22A . . 109.5 ?
C21 N21 C25 . . 128.20(14) ?
C21 N21 H21 . . 115.9 ?
C25 N21 H21 . . 115.9 ?
O21 C21 N21 . . 122.61(15) ?
O21 C21 C22 . . 122.90(14) ?
N21 C21 C22 . . 114.48(13) ?
C23 C22 C21 . . 128.81(15) ?
C23 C22 H22 . . 115.6 ?
C21 C22 H22 . . 115.6 ?
C22 C23 C24 . . 131.60(16) ?
C22 C23 H23 . . 114.2 ?
C24 C23 H23 . . 114.2 ?
O23 C24 O22 . . 120.20(16) ?
O23 C24 C23 . . 119.55(17) ?
O22 C24 C23 . . 120.24(15) ?
C26 C25 C30 . . 120.11(15) ?
C26 C25 N21 . . 123.43(14) ?
C30 C25 N21 . . 116.42(14) ?
C27 C26 C25 . . 118.29(15) ?
C27 C26 H26 . . 120.9 ?
C25 C26 H26 . . 120.9 ?
C28 C27 C26 . . 123.00(16) ?
C28 C27 Cl21 . . 118.79(14) ?
C26 C27 Cl21 . . 118.18(13) ?
C29 C28 C27 . . 117.17(16) ?
C29 C28 H28 . . 121.4 ?
C27 C28 H28 . . 121.4 ?
C30 C29 C28 . . 122.29(15) ?
C30 C29 Cl22 . . 118.87(13) ?
C28 C29 Cl22 . . 118.84(13) ?
C29 C30 C25 . . 119.10(15) ?
C29 C30 H30 . . 120.4 ?
C25 C30 H30 . . 120.4 ?
C34 O32 H32A . . 109.5 ?
C31 N31 C35 . . 128.06(14) ?
C31 N31 H31 . . 116.0 ?
C35 N31 H31 . . 116.0 ?
O31 C31 N31 . . 122.38(16) ?
O31 C31 C32 . . 122.95(15) ?
N31 C31 C32 . . 114.65(14) ?
C33 C32 C31 . . 128.94(15) ?
C33 C32 H32 . . 115.5 ?
C31 C32 H32 . . 115.5 ?
C32 C33 C34 . . 131.68(17) ?
C32 C33 H33 . . 114.2 ?
C34 C33 H33 . . 114.2 ?
O33 C34 O32 . . 120.35(16) ?
O33 C34 C33 . . 119.38(17) ?
O32 C34 C33 . . 120.27(15) ?
C36 C35 C40 . . 120.31(16) ?
C36 C35 N31 . . 123.30(15) ?
C40 C35 N31 . . 116.38(15) ?
C37 C36 C35 . . 118.29(16) ?
C37 C36 H36 . . 120.9 ?
C35 C36 H36 . . 120.9 ?
C36 C37 C38 . . 123.09(17) ?
C36 C37 Cl31 . . 118.59(14) ?
C38 C37 Cl31 . . 118.31(14) ?
C39 C38 C37 . . 117.04(17) ?
C39 C38 H38 . . 121.5 ?
C37 C38 H38 . . 121.5 ?
C40 C39 C38 . . 122.49(16) ?
C40 C39 Cl32 . . 118.83(14) ?
C38 C39 Cl32 . . 118.68(14) ?
C39 C40 C35 . . 118.75(16) ?
C39 C40 H40 . . 120.6 ?
C35 C40 H40 . . 120.6 ?
C44 O42 H42A . . 109.5 ?
C41 N41 C45 . . 126.76(13) ?
C41 N41 H41 . . 116.6 ?
C45 N41 H41 . . 116.6 ?
O41 C41 N41 . . 121.40(16) ?
O41 C41 C42 . . 122.65(15) ?
N41 C41 C42 . . 115.95(13) ?
C43 C42 C41 . . 128.27(15) ?
C43 C42 H42 . . 115.9 ?
C41 C42 H42 . . 115.9 ?
C42 C43 C44 . . 132.34(16) ?
C42 C43 H43 . . 113.8 ?
C44 C43 H43 . . 113.8 ?
O43 C44 O42 . . 119.42(16) ?
O43 C44 C43 . . 119.52(17) ?
O42 C44 C43 . . 121.06(16) ?
C50 C45 C46 . . 119.75(15) ?
C50 C45 N41 . . 117.07(14) ?
C46 C45 N41 . . 123.17(15) ?
C47 C46 C45 . . 118.83(16) ?
C47 C46 H46 . . 120.6 ?
C45 C46 H46 . . 120.6 ?
C48 C47 C46 . . 122.88(16) ?
C48 C47 Cl41 . . 119.41(14) ?
C46 C47 Cl41 . . 117.70(14) ?
C47 C48 C49 . . 116.89(16) ?
C47 C48 H48 . . 121.6 ?
C49 C48 H48 . . 121.6 ?
C50 C49 C48 . . 122.50(16) ?
C50 C49 Cl42 . . 119.14(14) ?
C48 C49 Cl42 . . 118.36(14) ?
C49 C50 C45 . . 119.13(15) ?
C49 C50 H50 . . 120.4 ?
C45 C50 H50 . . 120.4 ?
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
Cl11 C17 . 1.7383(15) ?
Cl12 C19 . 1.7347(16) ?
O11 C11 . 1.2370(19) ?
O12 C14 . 1.297(2) ?
O12 H12A . 0.8200 ?
O13 C14 . 1.209(2) ?
N11 C11 . 1.344(2) ?
N11 C15 . 1.413(2) ?
N11 H11 . 0.8600 ?
C11 C12 . 1.469(2) ?
C12 C13 . 1.329(2) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.487(2) ?
C13 H13 . 0.9300 ?
C15 C16 . 1.390(2) ?
C15 C20 . 1.395(2) ?
C16 C17 . 1.380(2) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.372(2) ?
C18 C19 . 1.382(2) ?
C18 H18 . 0.9300 ?
C19 C20 . 1.374(2) ?
C20 H20 . 0.9300 ?
Cl21 C27 . 1.7462(18) ?
Cl22 C29 . 1.7400(16) ?
O21 C21 . 1.2399(19) ?
O22 C24 . 1.298(2) ?
O22 H22A . 0.8200 ?
O23 C24 . 1.222(2) ?
N21 C21 . 1.341(2) ?
N21 C25 . 1.415(2) ?
N21 H21 . 0.8600 ?
C21 C22 . 1.482(2) ?
C22 C23 . 1.336(2) ?
C22 H22 . 0.9300 ?
C23 C24 . 1.482(2) ?
C23 H23 . 0.9300 ?
C25 C26 . 1.388(2) ?
C25 C30 . 1.392(2) ?
C26 C27 . 1.380(2) ?
C26 H26 . 0.9300 ?
C27 C28 . 1.377(2) ?
C28 C29 . 1.376(2) ?
C28 H28 . 0.9300 ?
C29 C30 . 1.376(2) ?
C30 H30 . 0.9300 ?
Cl31 C37 . 1.7410(18) ?
Cl32 C39 . 1.7412(18) ?
O31 C31 . 1.2383(19) ?
O32 C34 . 1.299(2) ?
O32 H32A . 0.8200 ?
O33 C34 . 1.222(2) ?
N31 C31 . 1.341(2) ?
N31 C35 . 1.417(2) ?
N31 H31 . 0.8600 ?
C31 C32 . 1.481(2) ?
C32 C33 . 1.335(2) ?
C32 H32 . 0.9300 ?
C33 C34 . 1.483(2) ?
C33 H33 . 0.9300 ?
C35 C36 . 1.390(2) ?
C35 C40 . 1.395(2) ?
C36 C37 . 1.375(3) ?
C36 H36 . 0.9300 ?
C37 C38 . 1.380(3) ?
C38 C39 . 1.378(3) ?
C38 H38 . 0.9300 ?
C39 C40 . 1.376(2) ?
C40 H40 . 0.9300 ?
Cl41 C47 . 1.7382(17) ?
Cl42 C49 . 1.7383(18) ?
O41 C41 . 1.236(2) ?
O42 C44 . 1.301(2) ?
O42 H42A . 0.8200 ?
O43 C44 . 1.208(2) ?
N41 C41 . 1.339(2) ?
N41 C45 . 1.417(2) ?
N41 H41 . 0.8600 ?
C41 C42 . 1.470(2) ?
C42 C43 . 1.329(2) ?
C42 H42 . 0.9300 ?
C43 C44 . 1.490(2) ?
C43 H43 . 0.9300 ?
C45 C50 . 1.389(2) ?
C45 C46 . 1.391(2) ?
C46 C47 . 1.379(2) ?
C46 H46 . 0.9300 ?
C47 C48 . 1.371(3) ?
C48 C49 . 1.386(3) ?
C48 H48 . 0.9300 ?
C49 C50 . 1.374(2) ?
C50 H50 . 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
N11 H11 O33 1_644 0.86 2.07 2.9254(17) 171.6
N21 H21 O13 . 0.86 2.05 2.8748(18) 160.5
N31 H31 O43 . 0.86 2.09 2.9244(19) 165.0
N41 H41 O23 . 0.86 2.07 2.9186(18) 168.0
O12 H12A O11 . 0.82 1.65 2.4680(18) 175.3
O22 H22A O21 . 0.82 1.64 2.4613(17) 177.0
O32 H32A O31 . 0.82 1.66 2.4772(17) 176.8
O42 H42A O41 . 0.82 1.65 2.4684(18) 172.4
