#------------------------------------------------------------------------------
#$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $
#$Revision: 301798 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/03/2010369.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_2010369
loop_
_publ_author_name
'Fawcett, J.'
'Kemmitt, R. D. W.'
'Russell, D. R.'
'Serindag, O.'
'Guzel, B.'
'Serin, S.'
_publ_section_title
2-[5-(Diethylaminosulfonyl)-2-methoxyphenylhydrazono]-3-oxo-<i>N</i>-phenylbutyramide
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              139
_journal_page_last               141
_journal_paper_doi               10.1107/S0108270194004981
_journal_volume                  51
_journal_year                    1995
_chemical_formula_moiety         'C21 H26 N4 O5 S1'
_chemical_formula_sum            'C21 H26 N4 O5 S'
_chemical_formula_weight         446.53
_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_type_scat_source           IntTabIV
_cell_angle_alpha                117.10(10)
_cell_angle_beta                 88.79(2)
_cell_angle_gamma                97.880(10)
_cell_formula_units_Z            2
_cell_length_a                   12.30(2)
_cell_length_b                   9.020(11)
_cell_length_c                   11.482(4)
_cell_measurement_reflns_used    244
_cell_measurement_temperature    293
_cell_measurement_theta_max      15
_cell_measurement_theta_min      7
_cell_volume                     1122(3)
_diffrn_measurement_device       'Stoe STADI-2'
_diffrn_measurement_method       \w
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.011
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3606
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        <4
_diffrn_standards_interval_count 50
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    0.172
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.32
_exptl_crystal_description       'irregular plate'
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.24
_refine_diff_density_min         -0.41
_refine_ls_extinction_method     none
_refine_ls_number_parameters     284
_refine_ls_number_reflns         2769
_refine_ls_R_factor_obs          0.054
_refine_ls_shift/esd_max         0.078
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(F) + 0.0008F^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.058
_reflns_number_observed          2621
_reflns_number_total             3594
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            ha1098.cif
_cod_data_source_block           ha1098_structure_1_of_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(F) + 0.0008F^2^]'
was changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w = 1/[\s^2^(F) +
0.0008F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_formula_sum        'C21 H26 N4 O5 S1'
_cod_database_code               2010369
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
S .47526(7) -.01879(11) .25533(9) .0490(4)
N(1) -.0783(2) .3004(3) -.0512(3) .0465(13)
N(2) .1352(2) .1351(3) .0528(3) .0429(12)
N(3) .1201(2) .1888(4) .1810(3) .0464(13)
N(4) .5671(2) .1495(3) .3010(3) .0487(13)
O(1) -.0363(2) .3364(3) .1572(2) .0625(13)
O(2) .0467(2) .1219(3) -.2433(2) .0586(12)
O(3) .06178(19) .2682(3) .4216(2) .0588(12)
O(4) .4732(2) -.1072(3) .1132(2) .0600(12)
O(5) .4997(2) -.1013(3) .3330(2) .0600(12)
C(1) -.0187(3) .2772(4) .0369(3) .0434(15)
C(2) .0714(2) .1723(4) -.0192(3) .0400(14)
C(3) .0986(3) .1002(4) -.1613(3) .0469(16)
C(4) .1899(3) -.0053(5) -.2063(4) .064(2)
C(5) .0172(4) .3040(8) .5474(4) .097(3)
C(6) .5177(4) .3707(6) .2399(6) .091(3)
C(7) .5833(3) .2299(5) .2113(4) .061(2)
C(8) .6969(4) .3567(7) .4841(6) .106(3)
C(9) .5829(3) .2617(5) .4450(4) .0632(19)
C(11) .34584(14) .0494(3) .30305(19) .0454(15)
C(12) .28301(14) .0812(3) .21938(19) .0445(15)
C(13) .18703(14) .1526(3) .26220(19) .0420(14)
C(14) .15385(14) .1921(3) .38872(19) .0469(15)
C(15) .21669(14) .1603(3) .47237(19) .0552(17)
C(16) .31268(14) .0889(3) .42954(19) .0539(17)
C(21) -.16794(16) .3928(3) -.0269(2) .0441(15)
C(22) -.20334(16) .4915(3) .0977(2) .0546(17)
C(23) -.29151(16) .5796(3) .1118(2) .0593(18)
C(24) -.34430(16) .5691(3) .0014(2) .065(2)
C(25) -.30890(16) .4705(3) -.1232(2) .073(2)
C(26) -.22073(16) .3824(3) -.1373(2) .0594(18)
H(1) -.052(3) .240(4) -.141(4) .066(11)
H(3) .067(3) .249(4) .217(3) .055(11)
H(12) .30561(14) .0543(3) .13323(19) .056(6)
H(15) .19410(14) .1872(3) .55853(19) .056(6)
H(16) .35547(14) .0673(3) .48653(19) .056(6)
H(22) -.16738(16) .4986(3) .1728(2) .077(6)
H(23) -.31561(16) .6467(3) .1966(2) .077(6)
H(24) -.40436(16) .6291(3) .0110(2) .077(6)
H(25) -.34485(16) .4633(3) -.1983(2) .077(6)
H(26) -.19662(16) .3152(3) -.2221(2) .077(6)
H(4)a .2543(3) .0439(5) -.1502(4) .106(9)
H(4)b .2067(3) -.0193(5) -.2916(4) .106(9)
H(4)c .1638(3) -.1118(5) -.2105(4) .106(9)
H(5)a -.0487(4) .3505(8) .5529(4) .138(12)
H(5)b .0670(4) .3808(8) .6178(4) .138(12)
H(5)c .0010(4) .2011(8) .5524(4) .138(12)
H(6)a .5306(4) .4134(6) .1781(6) .121(11)
H(6)b .5397(4) .4578(6) .3253(6) .121(11)
H(6)c .4417(4) .3310(6) .2369(6) .121(11)
H(7)a .6590(3) .2735(5) .2172(4) .082(9)
H(7)b .5637(3) .1450(5) .1244(4) .082(9)
H(8)a .7056(4) .4321(7) .5751(6) .141(13)
H(8)b .7190(4) .4162(7) .4353(6) .141(13)
H(8)c .7410(4) .2702(7) .4637(6) .141(13)
H(9)a .5321(3) .3403(5) .4702(4) .085(9)
H(9)b .5688(3) .1947(5) .4894(4) .085(9)
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
O(4) S N(4) 106.7(2) yes
O(5) S N(4) 106.70(10) yes
O(5) S O(4) 120.70(10) yes
C(11) S N(4) 107.50(10) yes
C(11) S O(4) 108.30(10) yes
C(11) S O(5) 106.40(10) yes
C(21) N(1) C(1) 127.9(3) yes
C(2) N(2) N(3) 120.7(3) yes
C(13) N(3) N(2) 122.6(2) yes
C(7) N(4) S 117.8(2) yes
C(9) N(4) S 116.2(2) yes
C(9) N(4) C(7) 117.8(3) yes
C(14) O(3) C(5) 118.7(3) yes
O(1) C(1) N(1) 124.3(3) yes
C(2) C(1) N(1) 115.3(3) yes
C(2) C(1) O(1) 120.5(3) yes
C(1) C(2) N(2) 122.7(3) yes
C(3) C(2) N(2) 113.8(3) yes
C(3) C(2) C(1) 123.5(3) yes
C(2) C(3) O(2) 122.5(3) yes
C(4) C(3) O(2) 119.0(3) yes
C(4) C(3) C(2) 118.5(3) yes
C(6) C(7) N(4) 115.5(3) yes
C(8) C(9) N(4) 112.6(3) yes
C(12) C(11) S 119.80(10) yes
C(16) C(11) S 119.80(10) yes
C(12) C(13) N(3) 122.30(10) yes
C(14) C(13) N(3) 117.70(10) yes
C(13) C(14) O(3) 114.70(10) yes
C(15) C(14) O(3) 125.20(10) yes
C(22) C(21) N(1) 124.20(10) yes
C(26) C(21) N(1) 115.80(10) yes
C(1) N(1) H(1) 111.(2) no
C(21) N(1) H(1) 121.(2) no
H(3) N(3) N(2) 120.(2) no
C(13) N(3) H(3) 118.(2) no
H(4)a C(4) C(3) 113.1(2) no
H(4)b C(4) C(3) 107.3(2) no
H(4)c C(4) C(3) 108.0(2) no
H(5)c C(5) O(3) 108.1(3) no
C(7) C(6) H(6)a 110.9(2) no
C(7) C(6) H(6)b 108.0(3) no
C(7) C(6) H(6)c 109.6(2) no
H(7)a C(7) N(4) 107.9(2) no
H(7)a C(7) C(6) 107.9(2) no
H(7)b C(7) N(4) 107.9(2) no
H(7)b C(7) C(6) 107.9(3) no
C(9) C(8) H(8)a 112.4(3) no
C(9) C(8) H(8)b 112.7(3) no
C(9) C(8) H(8)c 103.1(3) no
H(9)a C(9) N(4) 108.7(2) no
H(9)a C(9) C(8) 108.7(3) no
H(9)b C(9) N(4) 108.7(2) no
H(9)b C(9) C(8) 108.7(3) 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
N(4) S . . 1.639(3) yes
O(4) S . . 1.452(2) yes
O(5) S . . 1.454(2) yes
C(11) S . . 1.771(2) yes
C(1) N(1) . . 1.368(4) yes
C(21) N(1) . . 1.420(3) yes
N(3) N(2) . . 1.341(4) yes
C(2) N(2) . . 1.330(4) yes
C(13) N(3) . . 1.427(3) yes
C(7) N(4) . . 1.503(4) yes
C(9) N(4) . . 1.494(4) yes
C(1) O(1) . . 1.259(4) yes
C(3) O(2) . . 1.248(4) yes
C(5) O(3) . . 1.443(5) yes
C(14) O(3) . . 1.362(2) yes
C(2) C(1) . . 1.497(4) yes
C(3) C(2) . . 1.506(5) yes
C(4) C(3) . . 1.501(4) yes
C(7) C(6) . . 1.504(5) yes
C(9) C(8) . . 1.500(6) yes
H(1) N(1) . . 1.00(4) no
H(3) N(3) . . 0.88(3) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139057465