#------------------------------------------------------------------------------
#$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $
#$Revision: 301798 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/02/2010201.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_2010201
loop_
_publ_author_name
'Cousson, A.'
'Nectoux, F.'
'Bachet, B.'
'Kokel, B.'
'Hubert-Habart, M.'
_publ_section_title
;
 5-Acetyl-4-methyl-2-pyrimidinylhydrazine and
 5-(1-hydrazonoethyl)-4-methyl-2-pyrimidinylhydrazine, C~7~H~10~N~4~O
 and C~7~H~12~N~6~
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1753
_journal_page_last               1756
_journal_paper_doi               10.1107/S0108270194002106
_journal_volume                  50
_journal_year                    1994
_chemical_formula_sum            'C7 H12 N6'
_chemical_formula_weight         180.21
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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                87.11(2)
_cell_angle_beta                 93.65(3)
_cell_angle_gamma                111.58(2)
_cell_formula_units_Z            2
_cell_length_a                   7.944(5)
_cell_length_b                   8.485(6)
_cell_length_c                   6.829(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      28.7
_cell_measurement_theta_min      17.5
_cell_volume                     427.0(4)
_diffrn_measurement_device       'Philips PW1100'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1444
_diffrn_reflns_theta_max         67
_diffrn_standards_decay_%        <0.02
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.746
_exptl_absorpt_correction_T_max  0.950
_exptl_absorpt_correction_T_min  0.754
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_description       prism
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.2
_refine_diff_density_min         -0.2
_refine_ls_extinction_coef       8.2(9)
_refine_ls_extinction_method     'Larson (1970)'
_refine_ls_goodness_of_fit_obs   2.2
_refine_ls_hydrogen_treatment    refU
_refine_ls_number_parameters     120
_refine_ls_number_reflns         1158
_refine_ls_R_factor_obs          0.057
_refine_ls_shift/esd_max         0.02
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      unit
_refine_ls_wR_factor_obs         0.058
_reflns_number_observed          1158
_reflns_number_total             1444
_reflns_observed_criterion       I>=3\s(I)
_cod_data_source_file            ka1062.cif
_cod_data_source_block           ka1062_structure_2_of_2
_cod_original_cell_volume        427.0(10)
_cod_database_code               2010201
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -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
C(1) .7559(4) .7053(4) 1.1558(5) .0295
C(2) .7444(6) .6990(5) 1.3757(5) .0439
C(3) .7203(4) .8379(4) 1.0322(4) .0271
C(4) .7904(4) 1.0112(4) 1.0718(5) .0265
C(5) .9074(5) 1.0835(4) 1.2512(5) .0378
C(6) .6661(4) 1.0713(4) .7808(5) .0284
C(7) .6186(4) .7965(4) .8553(5) .0318
N(1) .8383(4) .4739(4) 1.1802(5) .0425
N(2) .7933(4) .5946(3) 1.0657(4) .0342
N(3) .7621(4) 1.1268(3) .9492(4) .0294
N(4) .6444(4) 1.1863(4) .6489(4) .0394
N(5) .7256(5) 1.3625(4) .6728(5) .0475
N(6) .5883(4) .9079(4) .7296(4) .0329
H(4) .5437 1.1325 .5295 .083(4)
H(7) .5645 .6729 .8209 .083(4)
H(11) .7883 .4432 1.3090 .083(4)
H(12) .8162 .3746 1.0995 .083(4)
H(21) .8796 .6979 1.4320 .083(4)
H(22) .6367 .5714 1.4055 .083(4)
H(23) .7029 .7896 1.4160 .083(4)
H(51) .9692 .9982 1.3055 .083(4)
H(52) 1.0029 1.2057 1.2095 .083(4)
H(53) .8146 1.0893 1.3670 .083(4)
H(501) .6708 1.3900 .7910 .083(4)
H(502) .8621 1.4007 .7145 .083(4)
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(3) C(1) C(2) 121.5(3) yes
N(2) C(1) C(2) 122.2(3) yes
N(2) C(1) C(3) 116.2(3) yes
C(4) C(3) C(1) 124.9(3) yes
C(7) C(3) C(1) 120.2(3) yes
C(7) C(3) C(4) 114.9(3) yes
C(5) C(4) C(3) 123.6(3) yes
N(3) C(4) C(3) 122.3(3) yes
N(3) C(4) C(5) 114.1(3) yes
N(4) C(6) N(3) 118.4(3) yes
N(6) C(6) N(3) 125.7(3) yes
N(6) C(6) N(4) 115.9(3) yes
N(6) C(7) C(3) 124.5(3) yes
N(1) N(2) C(1) 117.3(3) yes
C(6) N(3) C(4) 117.1(3) yes
N(5) N(4) C(6) 123.4(3) yes
C(7) N(6) C(6) 115.4(3) yes
H(21) C(2) C(1) 103.6(3) no
H(22) C(2) C(1) 103.3(3) no
H(22) C(2 H(21) 109.5(3) no
H(23) C(2) C(1) 109.9(3) no
H(23) C(2) H(21) 119.8(4) no
H(23) C(2) H(22) 109.4(4) no
H(51) C(5) C(4) 108.8(3) no
H(52) C(5) C(4) 107.3(3) no
H(52) C(5) H(51) 113.3(3) no
H(53) C(5) C(4) 107.2(3) no
H(53) C(5) H(51) 106.8(3) no
H(53) C(5) H(52) 113.2(3) no
H(7) C(7) C(3) 117.7(3) no
H(7) C(7) N(6) 117.8(3) no
H(11) N(1) N(2) 118.3(3) no
H(12) N(1) N(2) 108.3(3) no
H(12) N(1) H(11) 112.7(3) no
H(4) N(4) C(6) 114.5(3) no
H(4) N(4) N(5) 121.6(3) no
H(501) N(5) N(4) 107.0(3) no
H(502) N(5) N(4) 112.5(3) no
H(502) N(5) H(501) 103.1(3) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C(1) C(2) 1.508(5) yes
C(1) C(3) 1.472(4) yes
C(1) N(2) 1.279(4) yes
C(3) C(4) 1.402(4) yes
C(3) C(7) 1.394(4) yes
C(4) C(5) 1.501(4) yes
C(4) N(3) 1.330(4) yes
C(6) N(3) 1.344(4) yes
C(6) N(4) 1.345(4) yes
C(6) N(6) 1.348(4) yes
C(7) N(6) 1.323(4) yes
N(1) N(2) 1.392(4) yes
N(4) N(5) 1.407(4) yes
C(2) H(21) 1.120(4) no
C(2) H(22) 1.124(4) no
C(2) H(23) 0.998(4) no
C(5) H(51) 1.055(4) no
C(5) H(52) 1.073(4) no
C(5) H(53) 1.130(4) no
C(7) H(7) 1.010(3) no
N(1) H(11) 0.972(3) no
N(1) H(12) 0.985(3) no
N(4) H(4) 1.094(3) no
N(5) H(501) 1.016(4) no
N(5) H(502) 1.036(3) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 9555594