#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:52:38 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301791 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/96/2009631.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_2009631
loop_
_publ_author_name
'Yang, Q.-C.'
'Ni, N.'
'Xu, X.-J.'
'Tang, Y.-Q.'
_publ_section_title
;
 1-Benzyl-3-pyrazolidone hydrochloride
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              648
_journal_page_last               650
_journal_paper_doi               10.1107/S0108270193009485
_journal_volume                  50
_journal_year                    1994
_chemical_formula_sum            'C10 H13 Cl N2 O'
_chemical_formula_weight         212.7
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 116.84(2)
_cell_angle_gamma                90.
_cell_formula_units_Z            8
_cell_length_a                   17.970(4)
_cell_length_b                   7.418(2)
_cell_length_c                   17.634(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296
_cell_measurement_theta_max      13.5
_cell_measurement_theta_min      8.5
_cell_volume                     2097.4(11)
_diffrn_measurement_device       'Siemens R3m/V'
_diffrn_measurement_method       2\q-\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0153
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            2088
_diffrn_reflns_theta_max         25.0
_diffrn_standards_decay_%        4
_diffrn_standards_interval_count 100
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.331
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_description       prismatic
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.22
_refine_diff_density_min         -0.25
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.74
_refine_ls_number_parameters     133
_refine_ls_number_reflns         1429
_refine_ls_R_factor_obs          0.0405
_refine_ls_shift/esd_max         0.540
_refine_ls_structure_factor_coef I
_refine_ls_weighting_details     'w = 1/[\s^2^(F) + 0.0002F^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0464
_reflns_number_observed          1429
_reflns_number_total             1861
_reflns_observed_criterion       F>4.0\s(F)
_cod_data_source_file            li1063.cif
_cod_data_source_block           li1063_structure_1_of_!
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/[\s^2^(F) + 0.0002F^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) +
0.0002F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2097.0(10)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_original_formula_sum        'C10 H13 Cl1 N2 O1'
_cod_database_code               2009631
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
Cl .24460(10) .04110(10) .63220(10) .0490(10)
O .41860(10) -.6195(3) .79200(10) .0550(10)
N(1) .25600(10) -.3663(3) .64330(10) .0290(10)
N(2) .31550(10) -.4125(3) .72840(10) .0340(10)
C(3) .3707(2) -.5406(3) .7286(2) .0350(10)
C(4) .3606(2) -.5587(3) .6395(2) .0360(10)
C(5) .3026(2) -.4065(4) .5916(2) .0350(10)
C(6) .17450(10) -.4659(3) .61700(10) .0320(10)
C(7) .11190(10) -.4223(3) .52720(10) .0280(10)
C(8) .0651(2) -.2660(4) .5088(2) .0390(10)
C(9) .0065(2) -.2307(4) .4254(2) .0460(10)
C(10) -.0047(2) -.3482(4) .3611(2) .0440(10)
C(11) .0413(2) -.5040(4) .3791(2) .0470(10)
C(12) .0995(2) -.5416(4) .4625(2) .0380(10)
H(N1) .2472(19) -.235(5) .644(2) .080
H(N2) .298(2) -.408(5) .769(2) .080
H(4A) .4135 -.5465 .6389 .080
H(4B) .3365 -.6733 .6158 .080
H(5A) .3334 -.3032 .5887 .080
H(5B) .2643 -.4434 .5351 .080
H(6A) .1514 -.4344 .6548 .080
H(6B) .1855 -.5930 .6207 .080
H(8) .0735 -.1817 .5533 .080
H(9) -.0271 -.1239 .4132 .080
H(10) -.0441 -.3210 .3036 .080
H(11) .0334 -.5872 .3344 .080
H(12) .1309 -.6516 .4753 .080
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
N(2) N(1) C(5) 103.2(2) yes
C(5) N(1) C(6) 116.0(2) yes
C(5) N(1) H(N1) 110.(2) yes
N(1) N(2) C(3) 111.4(2) yes
C(3) N(2) H(N2) 122.(2) yes
O C(3) C(4) 128.5(3) yes
C(3) C(4) C(5) 104.2(2) yes
N(1) C(6) C(7) 112.2(2) yes
C(6) C(7) C(12) 119.8(2) yes
C(7) C(8) C(9) 119.7(3) yes
C(9) C(10) C(11) 119.7(2) yes
C(7) C(12) C(11) 120.6(2) yes
N(2) N(1) C(6) 111.4(2) yes
N(2) N(1) H(N1) 105.7(16) yes
C(6) N(1) H(N1) 110.(2) yes
N(1) N(2) H(N2) 117.3(18) yes
O C(3) N(2) 123.3(3) yes
N(2) C(3) C(4) 108.2(2) yes
N(1) C(5) C(4) 103.8(2) yes
C(6) C(7) C(8) 120.9(2) yes
C(8) C(7) C(12) 119.3(2) yes
C(8) C(9) C(10) 120.8(3) yes
C(10) C(11) C(12) 119.9(3) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O C(3) 1.210(3) yes
N(1) C(5) 1.521(4) yes
N(1) H(N1) 0.99(4) yes
N(2) H(N2) 0.90(4) yes
C(4) C(5) 1.510(3) yes
C(7) C(8) 1.383(4) yes
C(8) C(9) 1.393(3) yes
C(10) C(11) 1.371(4) yes
N(1) N(2) 1.436(2) yes
N(1) C(6) 1.514(3) yes
N(2) C(3) 1.373(4) yes
C(3) C(4) 1.504(4) yes
C(6) C(7) 1.506(3) yes
C(7) C(12) 1.380(4) yes
C(9) C(10) 1.372(4) yes
C(11) C(12) 1.395(3) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139057124
