#------------------------------------------------------------------------------
#$Date: 2022-09-28 15:56:03 +0200 (Wed 28 de Sep de 2022) $
#$Revision: 278244 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/10/2101098.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_2101098
loop_
_publ_author_name
'Prout, K.'
'Burns, K.'
'Roe, A. M.'
_publ_section_title
;Structure of the β-blocker/vasodilator agent prizidilol,
 <small>DL</small>-6-{2-[3-(tert-butylamino)-2-hydroxypropoxy]phenyl}-3-pyridazinylhydrazine
 hemisulfate monohydrate
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              68
_journal_page_last               71
_journal_paper_doi               10.1107/S0108768193005117
_journal_volume                  50
_journal_year                    1994
_chemical_formula_moiety         'C17 H25 N5 O2 , 0.5H2 S1 O4 , H2 O'
_chemical_formula_sum            'C17 H28 N5 O5 S'
_chemical_formula_weight         399.47
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.722(2)
_cell_length_b                   11.635(6)
_cell_length_c                   34.105(3)
_cell_volume                     4255(2)
_diffrn_radiation_type           Cu
_diffrn_radiation_wavelength     1.54184
_exptl_absorpt_coefficient_mu    1.1673
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_F_000             1712
_cod_data_source_file            ha0119.cif
_cod_data_source_block           ha0119a
_cod_original_cell_volume        4254.61
_cod_original_formula_sum        'C17 H28 N5 O5 S1'
_cod_database_code               2101098
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,-y,z+1/2
3 x+1/2,-y+1/2,-z+1/2
4 -x,y+1/2,-z
5 -x,-y,-z
6 x+1/2,y,-z+1/2
7 -x+1/2,y+1/2,z+1/2
8 x,-y+1/2,z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
C(1) -.2352(4) .1481(4) .12800(10) .0568
C(2) -.2900(4) .2423(4) .1092(2) .0593
C(3) -.2438(5) .2813(4) .0745(2) .0599
C(4) -.1447(4) .2268(4) .05760(10) .0491
C(5) -.0864(3) .1324(3) .07500(10) .0376
C(6) -.1335(4) .0950(3) .11060(10) .0426
C(7) .0268(3) .0834(3) .05740(10) .0348
C(8) .0504(4) -.0359(3) .05350(10) .0389
C(9) .1577(4) -.0707(3) .03610(10) .0395
C(10) .2416(4) .0138(3) .02370(10) .0407
N(11) .2163(3) .1270(3) .02770(10) .0450
N(12) .1089(3) .1590(3) .04420(10) .0425
N(13) .3529(4) -.0067(3) .0066(2) .0556
N(14) .4019(4) -.1172(3) .00060(10) .0504
O(15) -.0697(3) .0057(2) .12852(8) .0491
C(16) -.0684(5) .0031(5) .17050(10) .0640
C(17) .0435(5) -.0646(4) .18370(10) .0543
O(18) .0233(5) -.1824(3) .17750(10) .0634
O(19) .024(2) -.083(2) .2193(6) .0880
C(20) .1579(4) -.0277(4) .16200(10) .0499
N(21) .2735(3) -.0740(3) .18002(9) .0433
C(22) .3896(5) -.0744(4) .15410(10) .0573
C(23) .3736(7) -.1678(5) .1237(2) .0784
C(24) .4055(7) .0430(5) .1346(2) .0793
C(25) .4971(7) -.1025(8) .1812(2) .0948
O(26) .2309(6) .2065(3) .28510(10) .0918
O(27) .4205(7) .2196(6) .2500 .1027
O(28) .3035(5) .0452(3) .2500 .0503
S(29) .2927(2) .17090(10) .2500 .0521
O(30) .939(2) .1720(10) .2500 .1261
O(31) .7530(10) .358(2) .2500 .1617
O(32) .6700(10) .0780(10) .2500 .1772
H(1) -.270(4) .126(4) .1560(10) .0785
H(2) -.372(4) .270(4) .1170(10) .0691
H(3) -.293(5) .341(4) .061(2) .1056
H(4) -.113(4) .248(4) .0320(10) .0546
H(5) -.018(3) -.086(3) .0630(10) .0468
H(6) .184(5) -.148(4) .029(2) .0969
H(7) .425(5) .049(5) .005(2) .1210
H(8) .394(6) -.148(5) .0260(10) .1001
H(9) .350(6) -.148(6) -.024(2) .1416
H(10) -.145(4) -.026(4) .1800(10) .0816
H(11) -.060(5) .081(4) .181(2) .0960
H(12) .166(7) .056(4) .158(2) .1427
H(13) .154(4) -.052(4) .1340(10) .0622
H(14) .283(4) -.035(4) .2050(10) .0634
H(15) .437(5) -.152(6) .101(2) .1247
H(16) .316(5) -.231(5) .132(2) .1234
H(17) .298(4) -.151(5) .105(2) .0976
H(18) .484(4) .045(4) .1160(10) .0820
H(19) .408(6) .096(5) .157(2) .1237
H(20) .333(4) .047(5) .1150(10) .0896
H(21) .568(4) -.105(5) .1630(10) .0911
H(22) .493(8) -.039(6) .203(2) .1907
H(23) .479(7) -.158(6) .205(2) .1652
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C(6) C(1) C(2) 118.9(4)
C(3) C(2) C(1) 120.4(4)
C(4) C(3) C(2) 119.8(4)
C(5) C(4) C(3) 122.3(4)
C(6) C(5) C(4) 117.1(4)
C(7) C(5) C(6) 122.5(3)
C(5) C(6) C(1) 121.4(4)
O(15) C(6) C(1) 122.3(4)
O(15) C(6) C(5) 116.2(3)
C(8) C(7) C(5) 124.5(3)
N(12) C(7) C(5) 115.4(3)
N(12) C(7) C(8) 120.1(3)
C(9) C(8) C(7) 119.0(3)
C(10) C(9) C(8) 117.9(3)
N(11) C(10) C(9) 121.7(4)
N(13) C(10) C(9) 125.1(3)
N(13) C(10) N(11) 113.2(3)
N(12) N(11) C(10) 119.2(3)
N(11) N(12) C(7) 122.1(3)
N(14) N(13) C(10) 123.8(3)
C(16) O(15) C(6) 117.5(3)
C(17) C(16) O(15) 108.6(4)
O(18) C(17) C(16) 110.0(5)
O(19) C(17) C(16) 104.3(10)
O(19) C(17) O(18) 87.5(12)
C(20) C(17) C(16) 110.8(4)
C(20) C(17) O(18) 109.4(4)
C(20) C(17) O(19) 131.7(13)
N(21) C(20) C(17) 112.1(3)
C(22) N(21) C(20) 116.3(3)
C(23) C(22) N(21) 107.9(4)
C(24) C(22) N(21) 109.8(4)
C(24) C(22) C(23) 110.9(5)
C(25) C(22) N(21) 105.6(4)
C(25) C(22) C(23) 110.5(5)
C(25) C(22) C(24) 111.9(5)
O(26) S(29) O(26) 113.8(5)
O(27) S(29) O(26) 108.5(3)
O(28) S(29) O(26) 108.9(2)
O(28) S(29) O(27) 107.9(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C(1) C(2) 1.399(6)
C(1) C(6) 1.386(6)
C(2) C(3) 1.359(7)
C(3) C(4) 1.365(6)
C(4) C(5) 1.396(5)
C(5) C(6) 1.386(5)
C(5) C(7) 1.470(5)
C(6) O(15) 1.386(5)
C(7) C(8) 1.417(5)
C(7) N(12) 1.323(5)
C(8) C(9) 1.355(6)
C(9) C(10) 1.398(5)
C(10) N(11) 1.351(4)
C(10) N(13) 1.349(5)
N(11) N(12) 1.334(4)
N(13) N(14) 1.405(5)
O(15) C(16) 1.431(6)
C(16) C(17) 1.505(7)
C(17) O(18) 1.404(6)
C(17) O(19) 1.25(2)
C(17) C(20) 1.495(6)
C(20) N(21) 1.484(6)
N(21) C(22) 1.526(6)
C(22) C(23) 1.512(7)
C(22) C(24) 1.529(7)
C(22) C(25) 1.513(8)
O(26) S(29) 1.430(4)
O(27) S(29) 1.483(7)
O(28) S(29) 1.468(4)
