#------------------------------------------------------------------------------
#$Date: 2025-08-19 01:52:38 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301791 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/52/2005274.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_2005274
loop_
_publ_author_name
'Ohba, S.'
_publ_section_title
;
 (1R*,2R*)-2-[(S*)-1-Benzyloxyethyl]-1-cyclopropyl
 Methyl Ketone (Z)-2,4-Dinitrophenylhydrazone
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2118
_journal_page_last               2119
_journal_paper_doi               10.1107/S0108270196004283
_journal_volume                  52
_journal_year                    1996
_chemical_formula_moiety         'C20 H22 N4 O5'
_chemical_formula_sum            'C20 H22 N4 O5'
_chemical_formula_weight         398.42
_chemical_name_systematic
;
(1R*,2R*)-2-[(S*)-1-benzyloxyethyl]-1-(1-[(Z)-(2,4-dinitrophenylhydrazono]
ethyl)cyclopropane
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 97.37(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.845(1)
_cell_length_b                   7.773(1)
_cell_length_c                   24.018(1)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    299
_cell_measurement_theta_max      15.0
_cell_measurement_theta_min      12.5
_cell_volume                     2007.9(3)
_diffrn_ambient_temperature      299
_diffrn_measurement_device       'Rigaku AFC-5'
_diffrn_measurement_method       θ-2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         xray_tube
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.015
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            3730
_diffrn_reflns_theta_max         25.0
_diffrn_reflns_theta_min         2.0
_diffrn_standards_decay_%        3
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             840.0
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.18
_refine_diff_density_min         -0.19
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.89
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     350
_refine_ls_number_reflns         1929
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.0566
_refine_ls_shift/esd_max         0.13
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F) + 0.002F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0541
_reflns_number_observed          1929
_reflns_number_total             3529
_reflns_observed_criterion       '|F~o~| > 3\s(|F~o~|)'
_cod_data_source_file            kh1094.cif
_cod_data_source_block           yellow
_cod_depositor_comments
;
 Updating space group information and adding the symmetry operation list.

 Antanas Vaitkus,
 2018-06-15

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(F) +
0.002F^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) + 0.002F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2008.0(3)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2005274
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y+1/2,z+1/2
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
O(1) .1584(2) .0805(3) .1942(1) .061(1) Uij
O(2) -.0358(3) .4174(4) .1262(1) .082(1) Uij
O(3) -0.2320(3) .4592(6) .1139(1) .134(2) Uij
O(4) -0.4770(3) .3910(5) -.0612(1) .106(2) Uij
O(5) -0.3975(3) .2834(4) -0.1319(2) .100(1) Uij
N(6) .1732(3) .2069(4) .0228(1) .056(1) Uij
N(7) .0739(3) .2696(4) .0478(1) .057(1) Uij
N(8) -0.1373(3) .4137(5) .0966(1) .074(1) Uij
N(9) -0.3908(3) .3294(4) -.0825(2) .073(1) Uij
C(10) .0712(4) .1231(7) .2313(2) .069(2) Uij
C(11) -.0572(3) .0724(5) .2065(2) .060(1) Uij
C(12) -0.1578(4) .1251(6) .2323(2) .083(2) Uij
C(13) -0.2776(5) .0751(8) .2104(3) .099(2) Uij
C(14) -0.2969(5) -.0247(8) .1642(3) .102(2) Uij
C(15) -0.1996(5) -.0751(8) .1387(3) .101(3) Uij
C(16) -.0807(4) -.0251(7) .1591(2) .079(2) Uij
C(17) .3522(5) .0595(9) .2582(2) .085(2) Uij
C(18) .2792(3) .1536(5) .2098(2) .056(1) Uij
C(19) .3425(3) .1477(5) .1584(2) .052(1) Uij
C(20) .4290(4) .2857(6) .1448(2) .066(2) Uij
C(21) .3016(3) .2727(5) .1115(2) .053(1) Uij
C(22) .2790(3) .2096(5) .0536(2) .053(1) Uij
C(23) .3848(4) .1356(8) .0262(2) .078(2) Uij
C(24) -.0395(3) .2844(4) .0175(1) .051(1) Uij
C(25) -0.1445(3) .3515(5) .0394(1) .053(1) Uij
C(26) -0.2577(3) .3652(5) .0067(2) .061(1) Uij
C(27) -0.2705(3) .3147(5) -.0476(2) .058(1) Uij
C(28) -0.1704(4) .2469(5) -.0708(2) .065(2) Uij
C(29) -.0577(4) .2330(6) -.0392(2) .062(1) Uij
H(7) .076(3) .295(4) .082(1) .05 Uiso
H(10A) .097(3) .070(5) .267(2) .07 Uiso
H(10B) .073(3) .248(6) .237(2) .09 Uiso
H(12) -0.139(4) .178(5) .268(2) .09 Uiso
H(13) -0.333(4) .110(6) .231(2) .12 Uiso
H(14) -0.378(4) -.058(6) .148(2) .12 Uiso
H(15) -0.210(4) -0.132(6) .104(2) .11 Uiso
H(16) -.012(4) -.056(6) .141(2) .11 Uiso
H(17A) .365(4) -.064(6) .249(2) .09 Uiso
H(17B) .431(4) .120(6) .269(2) .11 Uiso
H(17C) .311(4) .061(6) .289(2) .11 Uiso
H(18) .270(3) .272(4) .219(1) .05 Uiso
H(19) .361(3) .040(4) .145(1) .05 Uiso
H(20A) .497(3) .255(5) .127(1) .07 Uiso
H(20B) .437(3) .380(4) .170(1) .06 Uiso
H(21) .248(3) .354(4) .121(1) .05 Uiso
H(23A) .433(4) .045(6) .053(2) .12 Uiso
H(23B) .446(4) .218(6) .025(2) .12 Uiso
H(23C) .360(4) .088(7) -.007(2) .12 Uiso
H(26) -0.325(3) .409(5) .024(1) .08 Uiso
H(28) -0.178(3) .215(5) -0.108(2) .07 Uiso
H(29) .010(3) .191(4) -.053(1) .05 Uiso
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
C(10) O(1) C(18) 113.8(3) yes
N(7) N(6) C(22) 115.7(3) yes
N(6) N(7) C(24) 120.1(3) yes
O(2) N(8) O(3) 122.0(4) no
O(2) N(8) C(25) 119.4(4) no
O(3) N(8) C(25) 118.5(4) no
O(4) N(9) O(5) 124.3(4) no
O(4) N(9) C(27) 117.8(4) no
O(5) N(9) C(27) 117.8(4) no
O(1) C(10) C(11) 110.4(4) yes
C(10) C(11) C(12) 119.3(4) no
C(10) C(11) C(16) 123.0(4) no
C(12) C(11) C(16) 117.7(4) no
C(11) C(12) C(13) 119.8(5) no
C(12) C(13) C(14) 120.8(6) no
C(13) C(14) C(15) 119.6(6) no
C(14) C(15) C(16) 120.7(6) no
C(11) C(16) C(15) 121.3(5) no
O(1) C(18) C(17) 112.4(4) yes
O(1) C(18) C(19) 105.9(3) yes
C(17) C(18) C(19) 111.9(4) yes
C(18) C(19) C(20) 122.0(4) yes
C(18) C(19) C(21) 118.4(4) yes
C(20) C(19) C(21) 60.4(3) yes
C(19) C(20) C(21) 60.5(3) yes
C(19) C(21) C(20) 59.1(3) yes
C(19) C(21) C(22) 119.3(4) yes
C(20) C(21) C(22) 123.7(4) yes
N(6) C(22) C(21) 125.4(4) yes
N(6) C(22) C(23) 114.7(4) yes
C(21) C(22) C(23) 119.9(4) yes
N(7) C(24) C(25) 123.5(4) no
N(7) C(24) C(29) 120.1(4) no
C(25) C(24) C(29) 116.4(4) no
N(8) C(25) C(24) 121.8(4) no
N(8) C(25) C(26) 116.9(4) no
C(24) C(25) C(26) 121.3(4) no
C(25) C(26) C(27) 120.2(4) no
N(9) C(27) C(26) 120.2(4) no
N(9) C(27) C(28) 119.1(4) no
C(26) C(27) C(28) 120.6(4) no
C(27) C(28) C(29) 120.1(4) no
C(24) C(29) C(28) 121.5(4) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(10) 1.419(5) yes
O(1) C(18) 1.434(5) yes
O(2) N(8) 1.232(5) no
O(3) N(8) 1.210(6) no
O(4) N(9) 1.219(5) no
O(5) N(9) 1.231(6) no
N(6) N(7) 1.385(5) yes
N(6) C(22) 1.283(5) yes
N(7) C(24) 1.351(5) yes
N(8) C(25) 1.450(5) yes
N(9) C(27) 1.462(6) yes
C(10) C(11) 1.496(6) yes
C(11) C(12) 1.385(7) no
C(11) C(16) 1.364(7) no
C(12) C(13) 1.393(8) no
C(13) C(14) 1.347(10) no
C(14) C(15) 1.345(9) no
C(15) C(16) 1.375(7) no
C(17) C(18) 1.509(8) yes
C(18) C(19) 1.487(6) yes
C(19) C(20) 1.489(6) yes
C(19) C(21) 1.510(6) yes
C(20) C(21) 1.509(6) yes
C(21) C(22) 1.466(6) yes
C(22) C(23) 1.507(7) yes
C(24) C(25) 1.415(5) no
C(24) C(29) 1.408(6) no
C(25) C(26) 1.374(6) no
C(26) C(27) 1.351(6) no
C(27) C(28) 1.387(6) no
C(28) C(29) 1.358(6) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139055106
