#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/99/2229993.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_2229993
loop_
_publ_author_name
'Zhao, Pei-Hua'
'Jiang, Shao-Liang'
_publ_section_title
;
 2-Isonicotinoyl-N-phenylhydrazinecarbothioamide
 dimethylformamide hemisolvate
;
_journal_coeditor_code           HB5821
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1081
_journal_paper_doi               10.1107/S1600536811011950
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '2C13 H12 N4 O S, C3 H7 N O'
_chemical_formula_moiety         '2(C13 H12 N4 O S), C3 H7 N O'
_chemical_formula_sum            'C14.5 H15.5 N4.5 O1.5 S'
_chemical_formula_weight         308.87
_chemical_name_systematic
;
2-Isonicotinoyl-N-phenylhydrazinecarbothioamide
dimethylformamide hemisolvate
;
_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
_cell_angle_alpha                99.350(6)
_cell_angle_beta                 91.831(6)
_cell_angle_gamma                96.454(4)
_cell_formula_units_Z            8
_cell_length_a                   9.901(3)
_cell_length_b                   16.583(5)
_cell_length_c                   18.610(5)
_cell_measurement_reflns_used    8688
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.2
_cell_measurement_theta_min      1.3
_cell_volume                     2991.9(15)
_computing_cell_refinement       'CrystalClear (Rigaku/MSC, 2005)'
_computing_data_collection       'CrystalClear (Rigaku/MSC, 2005)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC, 2005)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure  (Rigaku/MSC, 2005)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 14.63
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Rigaku Saturn CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  multilayer
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0532
_diffrn_reflns_av_sigmaI/netI    0.0757
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            28071
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         1.25
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.226
_exptl_absorpt_correction_T_max  0.978
_exptl_absorpt_correction_T_min  0.952
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrystalClear; Rigaku/MSC, 2005)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.802
_refine_diff_density_min         -0.623
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     827
_refine_ls_number_reflns         10511
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.125
_refine_ls_R_factor_all          0.0920
_refine_ls_R_factor_gt           0.0686
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0421P)²+1.5860P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1323
_refine_ls_wR_factor_ref         0.1430
_reflns_number_gt                8262
_reflns_number_total             10511
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb5821.cif
_cod_data_source_block           I
_cod_original_cell_volume        2991.8(15)
_cod_database_code               2229993
_cod_database_fobs_code          2229993
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
S S1 0.42825(8) 0.39646(5) 0.41270(5) 0.0189(2) Uani d . 1 . .
S S2 0.94449(9) 0.63964(5) 0.15999(5) 0.0208(2) Uani d . 1 . .
S S3 0.58024(9) 1.10379(5) 0.08399(5) 0.0197(2) Uani d . 1 . .
S S4 0.10408(8) 0.84954(5) 0.33057(5) 0.0204(2) Uani d . 1 . .
O O1 0.7224(2) 0.65592(15) 0.40063(15) 0.0339(7) Uani d . 1 . .
O O2 1.2090(2) 0.60713(15) 0.37207(12) 0.0284(6) Uani d . 1 . .
O O3 0.2916(2) 0.83621(14) 0.09366(13) 0.0247(6) Uani d . 1 . .
O O4 -0.1961(2) 0.88978(14) 0.13020(12) 0.0223(5) Uani d . 1 . .
N N1 0.4231(3) 0.48085(16) 0.30234(15) 0.0182(6) Uani d D 1 . .
N N2 0.4964(3) 0.55465(16) 0.41441(15) 0.0182(6) Uani d D 1 . .
N N3 0.4948(3) 0.62797(16) 0.38738(15) 0.0166(6) Uani d D 1 . .
N N4 0.5991(3) 0.89327(16) 0.28566(15) 0.0211(7) Uani d . 1 . .
N N5 0.8970(3) 0.52016(16) 0.24289(15) 0.0167(6) Uani d D 1 . .
N N6 0.9946(3) 0.64832(16) 0.29869(15) 0.0181(6) Uani d D 1 . .
N N7 0.9869(3) 0.62694(17) 0.36793(15) 0.0176(6) Uani d D 1 . .
N N8 1.0703(3) 0.56504(16) 0.62297(14) 0.0187(6) Uani d . 1 . .
N N9 0.6011(3) 1.02115(16) 0.19514(15) 0.0171(6) Uani d D 1 . .
N N10 0.5095(3) 0.94706(16) 0.08614(15) 0.0168(6) Uani d D 1 . .
N N11 0.5179(3) 0.87375(16) 0.11220(15) 0.0165(6) Uani d D 1 . .
N N12 0.4464(3) 0.60558(16) 0.20864(15) 0.0215(7) Uani d . 1 . .
N N13 0.1000(3) 0.97489(16) 0.25357(15) 0.0174(6) Uani d D 1 . .
N N14 0.0278(3) 0.84359(16) 0.19434(15) 0.0182(6) Uani d D 1 . .
N N15 0.0258(3) 0.86872(16) 0.12661(15) 0.0167(6) Uani d D 1 . .
N N16 -0.0810(3) 0.93710(16) -0.12310(15) 0.0189(6) Uani d . 1 . .
C C1 0.2354(3) 0.3870(2) 0.23617(18) 0.0238(8) Uani d . 1 . .
H H1 0.1728 0.4217 0.2582 0.029 Uiso calc R 1 . .
C C2 0.1886(4) 0.3164(2) 0.18720(19) 0.0271(9) Uani d . 1 . .
H H2 0.0938 0.3026 0.1756 0.032 Uiso calc R 1 . .
C C3 0.2801(4) 0.2661(2) 0.15526(19) 0.0253(8) Uani d . 1 . .
H H3 0.2478 0.2175 0.1219 0.030 Uiso calc R 1 . .
C C4 0.4172(3) 0.2859(2) 0.17148(18) 0.0235(8) Uani d . 1 . .
H H4 0.4796 0.2513 0.1492 0.028 Uiso calc R 1 . .
C C5 0.4646(3) 0.3564(2) 0.22046(18) 0.0213(8) Uani d . 1 . .
H H5 0.5595 0.3702 0.2317 0.026 Uiso calc R 1 . .
C C6 0.3736(3) 0.40670(19) 0.25297(17) 0.0159(7) Uani d . 1 . .
C C7 0.4493(3) 0.48185(19) 0.37278(18) 0.0151(7) Uani d . 1 . .
C C8 0.6117(3) 0.67587(19) 0.38311(18) 0.0175(7) Uani d . 1 . .
C C9 0.6019(3) 0.75378(19) 0.35282(17) 0.0155(7) Uani d . 1 . .
C C10 0.4807(3) 0.78500(19) 0.33940(17) 0.0174(7) Uani d . 1 . .
H H10 0.3966 0.7593 0.3526 0.021 Uiso calc R 1 . .
C C11 0.4849(3) 0.85410(19) 0.30657(18) 0.0201(8) Uani d . 1 . .
H H11 0.4015 0.8752 0.2983 0.024 Uiso calc R 1 . .
C C12 0.7153(3) 0.8633(2) 0.30006(19) 0.0237(8) Uani d . 1 . .
H H12 0.7979 0.8902 0.2863 0.028 Uiso calc R 1 . .
C C13 0.7215(3) 0.7957(2) 0.33373(19) 0.0243(8) Uani d . 1 . .
H H13 0.8069 0.7778 0.3438 0.029 Uiso calc R 1 . .
C C14 0.7726(3) 0.4634(2) 0.12343(19) 0.0227(8) Uani d . 1 . .
H H14 0.7607 0.5169 0.1143 0.027 Uiso calc R 1 . .
C C15 0.7227(3) 0.3944(2) 0.07284(19) 0.0250(8) Uani d . 1 . .
H H15 0.6793 0.4014 0.0284 0.030 Uiso calc R 1 . .
C C16 0.7352(3) 0.3155(2) 0.08605(19) 0.0242(8) Uani d . 1 . .
H H16 0.7021 0.2688 0.0507 0.029 Uiso calc R 1 . .
C C17 0.7966(3) 0.3060(2) 0.15150(18) 0.0225(8) Uani d . 1 . .
H H17 0.8024 0.2523 0.1620 0.027 Uiso calc R 1 . .
C C18 0.8497(3) 0.3741(2) 0.20196(19) 0.0206(8) Uani d . 1 . .
H H18 0.8927 0.3668 0.2464 0.025 Uiso calc R 1 . .
C C19 0.8402(3) 0.45344(19) 0.18772(18) 0.0177(7) Uani d . 1 . .
C C20 0.9432(3) 0.59821(19) 0.23699(17) 0.0153(7) Uani d . 1 . .
C C21 1.1028(3) 0.61355(19) 0.40321(18) 0.0173(7) Uani d . 1 . .
C C22 1.0885(3) 0.60278(19) 0.48151(17) 0.0160(7) Uani d . 1 . .
C C23 0.9716(3) 0.61211(19) 0.51962(18) 0.0196(8) Uani d . 1 . .
H H23 0.8956 0.6312 0.4982 0.023 Uiso calc R 1 . .
C C24 0.9672(3) 0.5933(2) 0.58929(18) 0.0213(8) Uani d . 1 . .
H H24 0.8869 0.6006 0.6149 0.026 Uiso calc R 1 . .
C C25 1.1834(3) 0.5593(2) 0.58668(19) 0.0221(8) Uani d . 1 . .
H H25 1.2590 0.5417 0.6100 0.027 Uiso calc R 1 . .
C C26 1.1978(3) 0.5773(2) 0.51724(18) 0.0216(8) Uani d . 1 . .
H H26 1.2814 0.5724 0.4941 0.026 Uiso calc R 1 . .
C C27 0.8007(3) 1.0963(2) 0.26484(18) 0.0212(8) Uani d . 1 . .
H H27 0.8512 1.0524 0.2473 0.025 Uiso calc R 1 . .
C C28 0.8616(3) 1.1642(2) 0.3137(2) 0.0269(9) Uani d . 1 . .
H H28 0.9548 1.1671 0.3288 0.032 Uiso calc R 1 . .
C C29 0.7879(3) 1.2275(2) 0.34027(19) 0.0242(8) Uani d . 1 . .
H H29 0.8295 1.2729 0.3746 0.029 Uiso calc R 1 . .
C C30 0.6528(3) 1.2244(2) 0.31673(19) 0.0238(8) Uani d . 1 . .
H H30 0.6022 1.2683 0.3344 0.029 Uiso calc R 1 . .
C C31 0.5914(3) 1.1576(2) 0.26745(18) 0.0205(8) Uani d . 1 . .
H H31 0.4991 1.1556 0.2511 0.025 Uiso calc R 1 . .
C C32 0.6658(3) 1.09362(19) 0.24214(17) 0.0157(7) Uani d . 1 . .
C C33 0.5633(3) 1.02003(19) 0.12556(17) 0.0144(7) Uani d . 1 . .
C C34 0.4044(3) 0.82086(19) 0.11223(17) 0.0165(7) Uani d . 1 . .
C C35 0.4240(3) 0.74300(18) 0.14083(17) 0.0139(7) Uani d . 1 . .
C C36 0.5480(3) 0.71224(19) 0.14675(18) 0.0192(8) Uani d . 1 . .
H H36 0.6272 0.7373 0.1279 0.023 Uiso calc R 1 . .
C C37 0.5537(3) 0.6444(2) 0.18060(18) 0.0223(8) Uani d . 1 . .
H H37 0.6391 0.6239 0.1843 0.027 Uiso calc R 1 . .
C C38 0.3270(3) 0.6345(2) 0.20068(19) 0.0237(8) Uani d . 1 . .
H H38 0.2490 0.6073 0.2189 0.028 Uiso calc R 1 . .
C C39 0.3108(3) 0.7017(2) 0.16744(18) 0.0223(8) Uani d . 1 . .
H H39 0.2235 0.7195 0.1628 0.027 Uiso calc R 1 . .
C C40 0.2161(3) 1.1113(2) 0.29301(19) 0.0211(8) Uani d . 1 . .
H H40 0.2443 1.1103 0.2446 0.025 Uiso calc R 1 . .
C C41 0.2497(3) 1.1818(2) 0.3448(2) 0.0264(8) Uani d . 1 . .
H H41 0.2994 1.2290 0.3315 0.032 Uiso calc R 1 . .
C C42 0.2107(3) 1.1833(2) 0.4158(2) 0.0289(9) Uani d . 1 . .
H H42 0.2341 1.2312 0.4514 0.035 Uiso calc R 1 . .
C C43 0.1369(4) 1.1136(2) 0.4343(2) 0.0283(9) Uani d . 1 . .
H H43 0.1110 1.1142 0.4831 0.034 Uiso calc R 1 . .
C C44 0.1006(3) 1.0434(2) 0.38276(19) 0.0239(8) Uani d . 1 . .
H H44 0.0485 0.9969 0.3960 0.029 Uiso calc R 1 . .
C C45 0.1408(3) 1.04159(19) 0.31175(18) 0.0184(7) Uani d . 1 . .
C C46 0.0769(3) 0.89406(19) 0.25652(18) 0.0162(7) Uani d . 1 . .
C C47 -0.0932(3) 0.88310(18) 0.09519(18) 0.0163(7) Uani d . 1 . .
C C48 -0.0867(3) 0.89707(19) 0.01753(17) 0.0161(7) Uani d . 1 . .
C C49 0.0158(3) 0.87464(19) -0.02876(18) 0.0189(7) Uani d . 1 . .
H H49 0.0854 0.8454 -0.0132 0.023 Uiso calc R 1 . .
C C50 0.0143(3) 0.89576(19) -0.09763(18) 0.0199(8) Uani d . 1 . .
H H50 0.0845 0.8802 -0.1287 0.024 Uiso calc R 1 . .
C C51 -0.1810(3) 0.95574(19) -0.07945(18) 0.0200(8) Uani d . 1 . .
H H51 -0.2511 0.9831 -0.0972 0.024 Uiso calc R 1 . .
C C52 -0.1884(3) 0.93733(19) -0.00912(18) 0.0185(7) Uani d . 1 . .
H H52 -0.2616 0.9520 0.0201 0.022 Uiso calc R 1 . .
O O5 0.2101(3) 0.27365(17) -0.02783(15) 0.0466(8) Uani d . 1 . .
O O6 0.6906(4) 0.2373(2) 0.52286(19) 0.0914(15) Uani d . 1 . .
N N17 0.2070(3) 0.40408(18) 0.03378(16) 0.0263(7) Uani d . 1 . .
N N18 0.6211(4) 0.1077(2) 0.46409(18) 0.0476(10) Uani d . 1 . .
C C53 0.1487(4) 0.3305(3) 0.0022(2) 0.0396(11) Uani d . 1 . .
H H53 0.0524 0.3203 0.0025 0.047 Uiso calc R 1 . .
C C54 0.1290(4) 0.4666(2) 0.0685(2) 0.0432(11) Uani d . 1 . .
H H54A 0.0317 0.4467 0.0612 0.065 Uiso calc R 1 . .
H H54B 0.1481 0.5166 0.0469 0.065 Uiso calc R 1 . .
H H54C 0.1542 0.4790 0.1208 0.065 Uiso calc R 1 . .
C C55 0.3549(4) 0.4229(2) 0.0394(2) 0.0380(10) Uani d . 1 . .
H H55A 0.3965 0.3726 0.0229 0.057 Uiso calc R 1 . .
H H55B 0.3848 0.4445 0.0903 0.057 Uiso calc R 1 . .
H H55C 0.3827 0.4641 0.0089 0.057 Uiso calc R 1 . .
C C56 0.5995(6) 0.1852(4) 0.4859(3) 0.0741(17) Uani d . 1 . .
H H56 0.5145 0.2023 0.4736 0.089 Uiso calc R 1 . .
C C57 0.7430(5) 0.0727(4) 0.4714(3) 0.088(2) Uani d . 1 . .
H H57A 0.8156 0.1157 0.4929 0.133 Uiso calc R 1 . .
H H57B 0.7682 0.0469 0.4233 0.133 Uiso calc R 1 . .
H H57C 0.7300 0.0310 0.5032 0.133 Uiso calc R 1 . .
C C58 0.5119(5) 0.0544(3) 0.4171(3) 0.0615(14) Uani d . 1 . .
H H58A 0.4290 0.0817 0.4186 0.092 Uiso calc R 1 . .
H H58B 0.4937 0.0018 0.4347 0.092 Uiso calc R 1 . .
H H58C 0.5406 0.0443 0.3668 0.092 Uiso calc R 1 . .
H H1A 0.440(3) 0.5255(14) 0.2809(17) 0.034(11) Uiso d D 1 . .
H H2A 0.516(3) 0.562(2) 0.4626(6) 0.023(10) Uiso d D 1 . .
H H3A 0.416(2) 0.649(2) 0.388(2) 0.046(12) Uiso d D 1 . .
H H5A 0.914(3) 0.5047(19) 0.2861(10) 0.026(10) Uiso d D 1 . .
H H6A 1.027(3) 0.7011(9) 0.2992(19) 0.032(11) Uiso d D 1 . .
H H7A 0.912(2) 0.636(2) 0.3921(18) 0.043(12) Uiso d D 1 . .
H H9A 0.593(3) 0.9749(12) 0.2148(17) 0.025(10) Uiso d D 1 . .
H H10A 0.488(4) 0.939(2) 0.0379(7) 0.048(13) Uiso d D 1 . .
H H11A 0.6012(18) 0.858(2) 0.117(2) 0.047(13) Uiso d D 1 . .
H H13A 0.087(3) 0.9906(19) 0.2101(10) 0.022(10) Uiso d D 1 . .
H H14A -0.001(3) 0.7901(8) 0.193(2) 0.037(11) Uiso d D 1 . .
H H15A 0.099(2) 0.862(2) 0.1003(17) 0.046(12) Uiso d D 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'
S S 0.1246 0.1234 '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
C7 N1 C6 . . 122.5(3) yes
C7 N1 H1A . . 123(2) ?
C6 N1 H1A . . 114(2) ?
C7 N2 N3 . . 120.9(3) yes
C7 N2 H2A . . 125(2) ?
N3 N2 H2A . . 114(2) ?
C8 N3 N2 . . 119.9(3) ?
C8 N3 H3A . . 120(2) ?
N2 N3 H3A . . 116(3) ?
C12 N4 C11 . . 116.4(3) yes
C20 N5 C19 . . 129.6(3) ?
C20 N5 H5A . . 117(2) ?
C19 N5 H5A . . 113(2) ?
C20 N6 N7 . . 123.8(3) ?
C20 N6 H6A . . 122(2) ?
N7 N6 H6A . . 114(2) ?
C21 N7 N6 . . 119.0(3) ?
C21 N7 H7A . . 121(2) ?
N6 N7 H7A . . 118(2) ?
C25 N8 C24 . . 116.2(3) ?
C33 N9 C32 . . 123.2(3) ?
C33 N9 H9A . . 121(2) ?
C32 N9 H9A . . 115(2) ?
C33 N10 N11 . . 121.1(3) ?
C33 N10 H10A . . 124(3) ?
N11 N10 H10A . . 113(3) ?
C34 N11 N10 . . 119.2(3) ?
C34 N11 H11A . . 122(2) ?
N10 N11 H11A . . 117(3) ?
C38 N12 C37 . . 116.4(3) ?
C46 N13 C45 . . 128.4(3) ?
C46 N13 H13A . . 118(2) ?
C45 N13 H13A . . 114(2) ?
C46 N14 N15 . . 123.1(3) ?
C46 N14 H14A . . 123(2) ?
N15 N14 H14A . . 114(2) ?
C47 N15 N14 . . 120.4(3) ?
C47 N15 H15A . . 121(2) ?
N14 N15 H15A . . 117(2) ?
C51 N16 C50 . . 117.0(3) ?
C6 C1 C2 . . 119.8(3) ?
C6 C1 H1 . . 120.1 ?
C2 C1 H1 . . 120.1 ?
C3 C2 C1 . . 119.9(3) ?
C3 C2 H2 . . 120.0 ?
C1 C2 H2 . . 120.0 ?
C4 C3 C2 . . 120.3(3) ?
C4 C3 H3 . . 119.8 ?
C2 C3 H3 . . 119.8 ?
C3 C4 C5 . . 120.0(3) ?
C3 C4 H4 . . 120.0 ?
C5 C4 H4 . . 120.0 ?
C6 C5 C4 . . 120.0(3) ?
C6 C5 H5 . . 120.0 ?
C4 C5 H5 . . 120.0 ?
C5 C6 C1 . . 120.0(3) ?
C5 C6 N1 . . 119.9(3) ?
C1 C6 N1 . . 120.0(3) ?
N1 C7 N2 . . 117.8(3) yes
N1 C7 S1 . . 123.4(2) yes
N2 C7 S1 . . 118.7(2) yes
O1 C8 N3 . . 121.9(3) ?
O1 C8 C9 . . 121.3(3) ?
N3 C8 C9 . . 116.8(3) ?
C13 C9 C10 . . 117.5(3) ?
C13 C9 C8 . . 117.9(3) ?
C10 C9 C8 . . 124.5(3) ?
C11 C10 C9 . . 118.7(3) ?
C11 C10 H10 . . 120.6 ?
C9 C10 H10 . . 120.6 ?
N4 C11 C10 . . 124.2(3) ?
N4 C11 H11 . . 117.9 ?
C10 C11 H11 . . 117.9 ?
N4 C12 C13 . . 123.6(3) ?
N4 C12 H12 . . 118.2 ?
C13 C12 H12 . . 118.2 ?
C12 C13 C9 . . 119.5(3) ?
C12 C13 H13 . . 120.2 ?
C9 C13 H13 . . 120.2 ?
C15 C14 C19 . . 119.5(3) ?
C15 C14 H14 . . 120.2 ?
C19 C14 H14 . . 120.2 ?
C16 C15 C14 . . 121.2(3) ?
C16 C15 H15 . . 119.4 ?
C14 C15 H15 . . 119.4 ?
C17 C16 C15 . . 118.9(3) ?
C17 C16 H16 . . 120.6 ?
C15 C16 H16 . . 120.6 ?
C16 C17 C18 . . 120.7(3) ?
C16 C17 H17 . . 119.7 ?
C18 C17 H17 . . 119.7 ?
C17 C18 C19 . . 120.3(3) ?
C17 C18 H18 . . 119.9 ?
C19 C18 H18 . . 119.9 ?
C14 C19 C18 . . 119.3(3) ?
C14 C19 N5 . . 124.1(3) ?
C18 C19 N5 . . 116.6(3) ?
N5 C20 N6 . . 116.9(3) ?
N5 C20 S2 . . 126.5(2) ?
N6 C20 S2 . . 116.6(2) ?
O2 C21 N7 . . 121.9(3) ?
O2 C21 C22 . . 122.8(3) ?
N7 C21 C22 . . 115.3(3) ?
C23 C22 C26 . . 117.4(3) ?
C23 C22 C21 . . 124.7(3) ?
C26 C22 C21 . . 117.8(3) ?
C24 C23 C22 . . 119.2(3) ?
C24 C23 H23 . . 120.4 ?
C22 C23 H23 . . 120.4 ?
N8 C24 C23 . . 123.8(3) ?
N8 C24 H24 . . 118.1 ?
C23 C24 H24 . . 118.1 ?
N8 C25 C26 . . 124.1(3) ?
N8 C25 H25 . . 118.0 ?
C26 C25 H25 . . 118.0 ?
C25 C26 C22 . . 119.3(3) ?
C25 C26 H26 . . 120.4 ?
C22 C26 H26 . . 120.4 ?
C32 C27 C28 . . 119.1(3) ?
C32 C27 H27 . . 120.4 ?
C28 C27 H27 . . 120.4 ?
C29 C28 C27 . . 120.6(3) ?
C29 C28 H28 . . 119.7 ?
C27 C28 H28 . . 119.7 ?
C28 C29 C30 . . 119.7(3) ?
C28 C29 H29 . . 120.1 ?
C30 C29 H29 . . 120.1 ?
C31 C30 C29 . . 120.1(3) ?
C31 C30 H30 . . 119.9 ?
C29 C30 H30 . . 119.9 ?
C30 C31 C32 . . 119.6(3) ?
C30 C31 H31 . . 120.2 ?
C32 C31 H31 . . 120.2 ?
C27 C32 C31 . . 120.7(3) ?
C27 C32 N9 . . 118.9(3) ?
C31 C32 N9 . . 120.3(3) ?
N9 C33 N10 . . 117.5(3) ?
N9 C33 S3 . . 124.0(2) ?
N10 C33 S3 . . 118.5(2) ?
O3 C34 N11 . . 122.8(3) ?
O3 C34 C35 . . 121.8(3) ?
N11 C34 C35 . . 115.3(3) ?
C36 C35 C39 . . 117.8(3) ?
C36 C35 C34 . . 124.8(3) ?
C39 C35 C34 . . 117.3(3) ?
C37 C36 C35 . . 118.6(3) ?
C37 C36 H36 . . 120.7 ?
C35 C36 H36 . . 120.7 ?
N12 C37 C36 . . 124.2(3) ?
N12 C37 H37 . . 117.9 ?
C36 C37 H37 . . 117.9 ?
N12 C38 C39 . . 123.6(3) ?
N12 C38 H38 . . 118.2 ?
C39 C38 H38 . . 118.2 ?
C38 C39 C35 . . 119.2(3) ?
C38 C39 H39 . . 120.4 ?
C35 C39 H39 . . 120.4 ?
C41 C40 C45 . . 120.5(3) ?
C41 C40 H40 . . 119.8 ?
C45 C40 H40 . . 119.8 ?
C42 C41 C40 . . 120.1(3) ?
C42 C41 H41 . . 119.9 ?
C40 C41 H41 . . 119.9 ?
C41 C42 C43 . . 119.2(3) ?
C41 C42 H42 . . 120.4 ?
C43 C42 H42 . . 120.4 ?
C44 C43 C42 . . 121.2(3) ?
C44 C43 H43 . . 119.4 ?
C42 C43 H43 . . 119.4 ?
C43 C44 C45 . . 119.6(3) ?
C43 C44 H44 . . 120.2 ?
C45 C44 H44 . . 120.2 ?
C44 C45 C40 . . 119.4(3) ?
C44 C45 N13 . . 123.9(3) ?
C40 C45 N13 . . 116.5(3) ?
N13 C46 N14 . . 116.9(3) ?
N13 C46 S4 . . 126.1(3) ?
N14 C46 S4 . . 117.0(2) ?
O4 C47 N15 . . 121.6(3) ?
O4 C47 C48 . . 122.8(3) ?
N15 C47 C48 . . 115.4(3) ?
C52 C48 C49 . . 117.9(3) ?
C52 C48 C47 . . 117.3(3) ?
C49 C48 C47 . . 124.7(3) ?
C50 C49 C48 . . 118.9(3) ?
C50 C49 H49 . . 120.6 ?
C48 C49 H49 . . 120.6 ?
N16 C50 C49 . . 123.7(3) ?
N16 C50 H50 . . 118.2 ?
C49 C50 H50 . . 118.2 ?
N16 C51 C52 . . 123.6(3) ?
N16 C51 H51 . . 118.2 ?
C52 C51 H51 . . 118.2 ?
C48 C52 C51 . . 118.8(3) ?
C48 C52 H52 . . 120.6 ?
C51 C52 H52 . . 120.6 ?
C53 N17 C54 . . 122.0(3) ?
C53 N17 C55 . . 120.7(3) ?
C54 N17 C55 . . 117.2(3) ?
C56 N18 C57 . . 127.7(5) ?
C56 N18 C58 . . 116.5(5) ?
C57 N18 C58 . . 115.1(4) ?
O5 C53 N17 . . 125.2(4) ?
O5 C53 H53 . . 117.4 ?
N17 C53 H53 . . 117.4 ?
N17 C54 H54A . . 109.5 ?
N17 C54 H54B . . 109.5 ?
H54A C54 H54B . . 109.5 ?
N17 C54 H54C . . 109.5 ?
H54A C54 H54C . . 109.5 ?
H54B C54 H54C . . 109.5 ?
N17 C55 H55A . . 109.5 ?
N17 C55 H55B . . 109.5 ?
H55A C55 H55B . . 109.5 ?
N17 C55 H55C . . 109.5 ?
H55A C55 H55C . . 109.5 ?
H55B C55 H55C . . 109.5 ?
O6 C56 N18 . . 121.4(6) ?
O6 C56 H56 . . 119.3 ?
N18 C56 H56 . . 119.3 ?
N18 C57 H57A . . 109.5 ?
N18 C57 H57B . . 109.5 ?
H57A C57 H57B . . 109.5 ?
N18 C57 H57C . . 109.5 ?
H57A C57 H57C . . 109.5 ?
H57B C57 H57C . . 109.5 ?
N18 C58 H58A . . 109.5 ?
N18 C58 H58B . . 109.5 ?
H58A C58 H58B . . 109.5 ?
N18 C58 H58C . . 109.5 ?
H58A C58 H58C . . 109.5 ?
H58B C58 H58C . . 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
S1 C7 . 1.699(3) yes
S2 C20 . 1.686(3) ?
S3 C33 . 1.691(3) ?
S4 C46 . 1.694(3) ?
O1 C8 . 1.229(4) ?
O2 C21 . 1.223(4) ?
O3 C34 . 1.224(4) ?
O4 C47 . 1.232(4) ?
N1 C7 . 1.325(4) yes
N1 C6 . 1.437(4) yes
N1 H1A . 0.898(10) ?
N2 C7 . 1.349(4) yes
N2 N3 . 1.391(4) yes
N2 H2A . 0.897(10) ?
N3 C8 . 1.341(4) ?
N3 H3A . 0.895(10) ?
N4 C12 . 1.339(4) ?
N4 C11 . 1.340(4) ?
N5 C20 . 1.346(4) ?
N5 C19 . 1.431(4) ?
N5 H5A . 0.899(10) ?
N6 C20 . 1.351(4) ?
N6 N7 . 1.393(4) ?
N6 H6A . 0.896(10) ?
N7 C21 . 1.361(4) ?
N7 H7A . 0.895(10) ?
N8 C25 . 1.331(4) ?
N8 C24 . 1.347(4) ?
N9 C33 . 1.333(4) ?
N9 C32 . 1.439(4) ?
N9 H9A . 0.898(10) ?
N10 C33 . 1.352(4) ?
N10 N11 . 1.390(3) ?
N10 H10A . 0.901(10) ?
N11 C34 . 1.346(4) ?
N11 H11A . 0.897(10) ?
N12 C38 . 1.337(4) ?
N12 C37 . 1.345(4) ?
N13 C46 . 1.344(4) ?
N13 C45 . 1.429(4) ?
N13 H13A . 0.899(10) ?
N14 C46 . 1.354(4) ?
N14 N15 . 1.391(4) ?
N14 H14A . 0.897(10) ?
N15 C47 . 1.360(4) ?
N15 H15A . 0.895(10) ?
N16 C51 . 1.332(4) ?
N16 C50 . 1.344(4) ?
C1 C6 . 1.385(4) ?
C1 C2 . 1.385(5) ?
C1 H1 . 0.9500 ?
C2 C3 . 1.383(5) ?
C2 H2 . 0.9500 ?
C3 C4 . 1.372(5) ?
C3 H3 . 0.9500 ?
C4 C5 . 1.386(4) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.382(4) ?
C5 H5 . 0.9500 ?
C8 C9 . 1.503(4) ?
C9 C13 . 1.390(4) ?
C9 C10 . 1.390(4) ?
C10 C11 . 1.381(4) ?
C10 H10 . 0.9500 ?
C11 H11 . 0.9500 ?
C12 C13 . 1.377(4) ?
C12 H12 . 0.9500 ?
C13 H13 . 0.9500 ?
C14 C15 . 1.390(4) ?
C14 C19 . 1.395(4) ?
C14 H14 . 0.9500 ?
C15 C16 . 1.388(5) ?
C15 H15 . 0.9500 ?
C16 C17 . 1.384(5) ?
C16 H16 . 0.9500 ?
C17 C18 . 1.387(4) ?
C17 H17 . 0.9500 ?
C18 C19 . 1.396(4) ?
C18 H18 . 0.9500 ?
C21 C22 . 1.506(4) ?
C22 C23 . 1.387(4) ?
C22 C26 . 1.393(4) ?
C23 C24 . 1.383(4) ?
C23 H23 . 0.9500 ?
C24 H24 . 0.9500 ?
C25 C26 . 1.381(5) ?
C25 H25 . 0.9500 ?
C26 H26 . 0.9500 ?
C27 C32 . 1.381(4) ?
C27 C28 . 1.392(4) ?
C27 H27 . 0.9500 ?
C28 C29 . 1.380(5) ?
C28 H28 . 0.9500 ?
C29 C30 . 1.387(5) ?
C29 H29 . 0.9500 ?
C30 C31 . 1.386(4) ?
C30 H30 . 0.9500 ?
C31 C32 . 1.387(4) ?
C31 H31 . 0.9500 ?
C34 C35 . 1.504(4) ?
C35 C36 . 1.389(4) ?
C35 C39 . 1.395(4) ?
C36 C37 . 1.381(4) ?
C36 H36 . 0.9500 ?
C37 H37 . 0.9500 ?
C38 C39 . 1.381(4) ?
C38 H38 . 0.9500 ?
C39 H39 . 0.9500 ?
C40 C41 . 1.390(4) ?
C40 C45 . 1.402(4) ?
C40 H40 . 0.9500 ?
C41 C42 . 1.385(5) ?
C41 H41 . 0.9500 ?
C42 C43 . 1.394(5) ?
C42 H42 . 0.9500 ?
C43 C44 . 1.387(5) ?
C43 H43 . 0.9500 ?
C44 C45 . 1.389(5) ?
C44 H44 . 0.9500 ?
C47 C48 . 1.503(4) ?
C48 C52 . 1.390(4) ?
C48 C49 . 1.395(4) ?
C49 C50 . 1.383(4) ?
C49 H49 . 0.9500 ?
C50 H50 . 0.9500 ?
C51 C52 . 1.394(4) ?
C51 H51 . 0.9500 ?
C52 H52 . 0.9500 ?
O5 C53 . 1.245(5) ?
O6 C56 . 1.275(6) ?
N17 C53 . 1.324(5) ?
N17 C54 . 1.444(5) ?
N17 C55 . 1.459(4) ?
N18 C56 . 1.327(6) ?
N18 C57 . 1.409(6) ?
N18 C58 . 1.479(5) ?
C53 H53 . 0.9500 ?
C54 H54A . 0.9800 ?
C54 H54B . 0.9800 ?
C54 H54C . 0.9800 ?
C55 H55A . 0.9800 ?
C55 H55B . 0.9800 ?
C55 H55C . 0.9800 ?
C56 H56 . 0.9500 ?
C57 H57A . 0.9800 ?
C57 H57B . 0.9800 ?
C57 H57C . 0.9800 ?
C58 H58A . 0.9800 ?
C58 H58B . 0.9800 ?
C58 H58C . 0.9800 ?
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
N3 H3A O6 2_666 0.895(10) 2.63(3) 3.325(5) 135(3)
N2 H2A S1 2_666 0.897(10) 2.341(12) 3.229(3) 171(3)
N3 H3A O2 1_455 0.895(10) 2.08(3) 2.812(4) 138(3)
N14 H14A S2 1_455 0.897(10) 2.464(14) 3.341(3) 166(3)
N5 H5A N8 2_766 0.899(10) 2.210(13) 3.087(4) 165(3)
N6 H6A S4 1_655 0.896(10) 2.463(13) 3.341(3) 167(3)
N11 H11A O4 1_655 0.897(10) 2.01(2) 2.818(3) 149(3)
N10 H10A S3 2_675 0.901(10) 2.319(12) 3.211(3) 170(3)
N13 H13A N16 2_575 0.899(10) 2.168(14) 3.041(4) 163(3)
N1 H1A N12 . 0.898(10) 2.036(14) 2.909(4) 164(3)
N7 H7A O1 . 0.895(10) 1.948(18) 2.784(4) 155(3)
N9 H9A N4 . 0.898(10) 2.042(14) 2.914(4) 163(3)
N15 H15A O3 . 0.895(10) 2.00(2) 2.813(4) 150(3)
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
C7 N2 N3 C8 . . . . -119.5(3) ?
C20 N6 N7 C21 . . . . 110.2(3) ?
C33 N10 N11 C34 . . . . 129.5(3) ?
C46 N14 N15 C47 . . . . -105.5(3) ?
C6 C1 C2 C3 . . . . -0.1(5) ?
C1 C2 C3 C4 . . . . -0.4(5) ?
C2 C3 C4 C5 . . . . 0.4(5) ?
C3 C4 C5 C6 . . . . 0.1(5) ?
C4 C5 C6 C1 . . . . -0.5(5) ?
C4 C5 C6 N1 . . . . -178.5(3) ?
C2 C1 C6 C5 . . . . 0.5(5) ?
C2 C1 C6 N1 . . . . 178.5(3) ?
C7 N1 C6 C5 . . . . -86.3(4) ?
C7 N1 C6 C1 . . . . 95.8(4) ?
C6 N1 C7 N2 . . . . 179.5(3) ?
C6 N1 C7 S1 . . . . 0.2(4) ?
N3 N2 C7 N1 . . . . 11.0(4) ?
N3 N2 C7 S1 . . . . -169.6(2) ?
N2 N3 C8 O1 . . . . 2.1(5) ?
N2 N3 C8 C9 . . . . 179.6(3) ?
O1 C8 C9 C13 . . . . 10.5(5) ?
N3 C8 C9 C13 . . . . -167.0(3) ?
O1 C8 C9 C10 . . . . -172.5(3) ?
N3 C8 C9 C10 . . . . 9.9(5) ?
C13 C9 C10 C11 . . . . 1.5(5) ?
C8 C9 C10 C11 . . . . -175.4(3) ?
C12 N4 C11 C10 . . . . -1.9(5) ?
C9 C10 C11 N4 . . . . 0.8(5) ?
C11 N4 C12 C13 . . . . 0.6(5) ?
N4 C12 C13 C9 . . . . 1.7(5) ?
C10 C9 C13 C12 . . . . -2.7(5) ?
C8 C9 C13 C12 . . . . 174.5(3) ?
C19 C14 C15 C16 . . . . 2.0(5) ?
C14 C15 C16 C17 . . . . 1.1(5) ?
C15 C16 C17 C18 . . . . -2.5(5) ?
C16 C17 C18 C19 . . . . 0.9(5) ?
C15 C14 C19 C18 . . . . -3.6(5) ?
C15 C14 C19 N5 . . . . 179.1(3) ?
C17 C18 C19 C14 . . . . 2.3(5) ?
C17 C18 C19 N5 . . . . 179.7(3) ?
C20 N5 C19 C14 . . . . -26.9(5) ?
C20 N5 C19 C18 . . . . 155.8(3) ?
C19 N5 C20 N6 . . . . -178.7(3) ?
C19 N5 C20 S2 . . . . 0.8(5) ?
N7 N6 C20 N5 . . . . -8.2(4) ?
N7 N6 C20 S2 . . . . 172.3(2) ?
N6 N7 C21 O2 . . . . -11.5(5) ?
N6 N7 C21 C22 . . . . 171.6(3) ?
O2 C21 C22 C23 . . . . 177.8(3) ?
N7 C21 C22 C23 . . . . -5.4(5) ?
O2 C21 C22 C26 . . . . -5.8(5) ?
N7 C21 C22 C26 . . . . 171.0(3) ?
C26 C22 C23 C24 . . . . -2.2(5) ?
C21 C22 C23 C24 . . . . 174.2(3) ?
C25 N8 C24 C23 . . . . 3.1(5) ?
C22 C23 C24 N8 . . . . -0.8(5) ?
C24 N8 C25 C26 . . . . -2.5(5) ?
N8 C25 C26 C22 . . . . -0.4(5) ?
C23 C22 C26 C25 . . . . 2.8(5) ?
C21 C22 C26 C25 . . . . -173.9(3) ?
C32 C27 C28 C29 . . . . 1.2(5) ?
C27 C28 C29 C30 . . . . -1.7(5) ?
C28 C29 C30 C31 . . . . 0.9(5) ?
C29 C30 C31 C32 . . . . 0.3(5) ?
C28 C27 C32 C31 . . . . 0.0(5) ?
C28 C27 C32 N9 . . . . -176.3(3) ?
C30 C31 C32 C27 . . . . -0.8(5) ?
C30 C31 C32 N9 . . . . 175.5(3) ?
C33 N9 C32 C27 . . . . -111.0(4) ?
C33 N9 C32 C31 . . . . 72.6(4) ?
C32 N9 C33 N10 . . . . 176.9(3) ?
C32 N9 C33 S3 . . . . -2.5(4) ?
N11 N10 C33 N9 . . . . -12.5(4) ?
N11 N10 C33 S3 . . . . 166.9(2) ?
N10 N11 C34 O3 . . . . -3.8(5) ?
N10 N11 C34 C35 . . . . 179.5(3) ?
O3 C34 C35 C36 . . . . 164.2(3) ?
N11 C34 C35 C36 . . . . -19.1(5) ?
O3 C34 C35 C39 . . . . -20.0(5) ?
N11 C34 C35 C39 . . . . 156.7(3) ?
C39 C35 C36 C37 . . . . -2.1(5) ?
C34 C35 C36 C37 . . . . 173.7(3) ?
C38 N12 C37 C36 . . . . 1.8(5) ?
C35 C36 C37 N12 . . . . 0.0(5) ?
C37 N12 C38 C39 . . . . -1.5(5) ?
N12 C38 C39 C35 . . . . -0.6(5) ?
C36 C35 C39 C38 . . . . 2.4(5) ?
C34 C35 C39 C38 . . . . -173.7(3) ?
C45 C40 C41 C42 . . . . 1.0(5) ?
C40 C41 C42 C43 . . . . -0.5(5) ?
C41 C42 C43 C44 . . . . -0.8(5) ?
C42 C43 C44 C45 . . . . 1.4(5) ?
C43 C44 C45 C40 . . . . -0.9(5) ?
C43 C44 C45 N13 . . . . -175.1(3) ?
C41 C40 C45 C44 . . . . -0.3(5) ?
C41 C40 C45 N13 . . . . 174.3(3) ?
C46 N13 C45 C44 . . . . -34.0(5) ?
C46 N13 C45 C40 . . . . 151.6(3) ?
C45 N13 C46 N14 . . . . 174.6(3) ?
C45 N13 C46 S4 . . . . -5.7(5) ?
N15 N14 C46 N13 . . . . 12.7(4) ?
N15 N14 C46 S4 . . . . -167.0(2) ?
N14 N15 C47 O4 . . . . 14.0(5) ?
N14 N15 C47 C48 . . . . -170.9(3) ?
O4 C47 C48 C52 . . . . 15.4(5) ?
N15 C47 C48 C52 . . . . -159.7(3) ?
O4 C47 C48 C49 . . . . -166.5(3) ?
N15 C47 C48 C49 . . . . 18.4(4) ?
C52 C48 C49 C50 . . . . 2.2(5) ?
C47 C48 C49 C50 . . . . -175.9(3) ?
C51 N16 C50 C49 . . . . -2.3(5) ?
C48 C49 C50 N16 . . . . 0.0(5) ?
C50 N16 C51 C52 . . . . 2.4(5) ?
C49 C48 C52 C51 . . . . -2.1(5) ?
C47 C48 C52 C51 . . . . 176.2(3) ?
N16 C51 C52 C48 . . . . -0.2(5) ?
C54 N17 C53 O5 . . . . -179.1(4) ?
C55 N17 C53 O5 . . . . -3.6(6) ?
C57 N18 C56 O6 . . . . -5.8(7) ?
C58 N18 C56 O6 . . . . -175.8(4) ?
