#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/54/2005447.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_2005447
loop_
_publ_author_name
'Blake, A. J.'
'McNab, H.'
_publ_section_title
;
 Four Simple Pyridazin-3(2H)-ones
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2622
_journal_page_last               2627
_journal_paper_doi               10.1107/S0108270196005355
_journal_volume                  52
_journal_year                    1996
_chemical_formula_moiety         'C5 H6 N2 O, H2 O'
_chemical_formula_sum            'C5 H8 N2 O2'
_chemical_formula_weight         128.13
_chemical_melting_point          425.0(10)
_chemical_name_common            'Compound 6.H₂O'
_chemical_name_systematic
;
 5-methylpyridazin-3(2H)-one monohydrate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 92.12(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.903(2)
_cell_length_b                   6.302(2)
_cell_length_c                   14.406(3)
_cell_measurement_reflns_used    '42 (at +-\w)'
_cell_measurement_temperature    150.0(2)
_cell_measurement_theta_max      18
_cell_measurement_theta_min      14
_cell_volume                     626.3(3)
_computing_cell_refinement       DIF4
_computing_data_collection       'DIF4 (Stoe & Cie, 1990)'
_computing_data_reduction        'X-RED (Stoe & Cie, 1995)'
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1995)'
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150.0(2)
_diffrn_measurement_device
;
Stoe Stadi-4 four-circle diffractometer equipped with Oxford Cryosystems
low-temperature device (Cosier & Glazer, 1986)
;
_diffrn_measurement_method
'ω-2θ scans with on-line profile fitting (Clegg, 1981)'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0138
_diffrn_reflns_av_sigmaI/netI    0.0205
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1649
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.83
_diffrn_standards_decay_%        <2
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.106
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_density_meas      ?
_exptl_crystal_description       tablet
_exptl_crystal_F_000             272
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.43
_exptl_crystal_size_min          0.27
_refine_diff_density_max         0.17
_refine_diff_density_min         -0.18
_refine_ls_extinction_coef       0.022(5)
_refine_ls_extinction_method     'SHELXL93 (Sheldrick, 1993)'
_refine_ls_goodness_of_fit_all   1.061
_refine_ls_goodness_of_fit_obs   1.099
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     115
_refine_ls_number_reflns         1099
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_restrained_S_obs      1.099
_refine_ls_R_factor_all          0.0533
_refine_ls_R_factor_obs          0.0412
_refine_ls_shift/esd_max         0.010
_refine_ls_shift/esd_mean        0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.061P)²+0.228P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1162
_refine_ls_wR_factor_obs         0.1054
_reflns_number_observed          881
_reflns_number_total             1102
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ab1367.cif
_cod_data_source_block           6
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_chemical_melting_point' value '424-426K' was changed to '425.0(10)'
- the average value was taken and precision was
estimated.

'_symmetry_cell_setting' value 'Monoclinic' changed to
'monoclinic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'None' changed to
'none' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

'_geom_bond_publ_flag'
value 'No' changed to 'no' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (8
times).

'_geom_angle_publ_flag' value 'No' changed to 'no' according
to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary
named 'cif_core.dic' version 2.4.1 from 2010-06-29 (10
times).

'_geom_torsion_publ_flag' value 'No' changed to 'no'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (10
times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.061P)^2^+0.228P] where P=(Fo^2^+2Fc^2^)/3' 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^(Fo^2^)+(0.061P)^2^+0.228P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2005447
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
N1 0.0341(9) 0.0250(8) 0.0294(9) 0.0010(7) -0.0011(7) 0.0055(7)
N2 0.0316(9) 0.0212(8) 0.0242(8) -0.0006(6) -0.0021(6) -0.0002(7)
C3 0.0290(10) 0.0213(9) 0.0244(9) 0.0000(7) -0.0009(7) 0.0010(7)
O3 0.0562(9) 0.0245(7) 0.0263(8) -0.0012(6) -0.0127(6) 0.0026(6)
C4 0.0312(10) 0.0213(9) 0.0280(10) 0.0002(7) -0.0020(7) -0.0024(7)
C5 0.0239(9) 0.0314(10) 0.0245(10) -0.0007(7) 0.0004(7) -0.0022(8)
C5m 0.0404(12) 0.0452(14) 0.0256(11) -0.0028(10) -0.0040(9) -0.0065(9)
C6 0.0313(10) 0.0325(11) 0.0241(10) 0.0019(8) -0.0024(8) 0.0062(8)
O1w 0.0464(9) 0.0224(8) 0.0308(8) 0.0013(6) -0.0121(6) -0.0012(6)
loop_
_atom_site_label
_atom_site_occupancy
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_type_symbol
N1 1 0.7407(2) 0.5709(3) -0.01673(11) 0.0296(4) Uani d N
N2 1 0.8020(2) 0.4691(2) 0.06166(11) 0.0257(4) Uani d N
H2 1 0.8371(32) 0.5556(38) 0.1069(16) 0.037(6) Uiso d H
C3 1 0.8172(2) 0.2557(3) 0.07282(12) 0.0250(4) Uani d C
O3 1 0.8803(2) 0.1834(2) 0.14900(9) 0.0360(4) Uani d O
C4 1 0.7547(3) 0.1309(3) -0.00545(13) 0.0269(5) Uani d C
H4 1 0.7577(28) -0.0226(38) -0.0015(13) 0.034(6) Uiso d H
C5 1 0.6893(2) 0.2246(3) -0.08465(12) 0.0266(5) Uani d C
C5m 1 0.6177(3) 0.1028(4) -0.1680(2) 0.0372(5) Uani d C
H5m1 1 0.4753(46) 0.1241(50) -0.1802(20) 0.076(9) Uiso d H
H5m2 1 0.6761(45) 0.1501(52) -0.2205(22) 0.082(10) Uiso d H
H5m3 1 0.6387(41) -0.0499(48) -0.1600(19) 0.064(8) Uiso d H
C6 1 0.6880(3) 0.4514(3) -0.08675(13) 0.0294(5) Uani d C
H6 1 0.6485(33) 0.5228(36) -0.1421(17) 0.041(6) Uiso d H
O1w 1 1.1247(2) 0.2657(2) 0.30062(10) 0.0335(4) Uani d O
H1w 1 1.0508(36) 0.2612(40) 0.2556(20) 0.045(7) Uiso d H
H2w 1 1.1214(45) 0.3961(61) 0.3183(21) 0.078(10) Uiso d H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C6 N1 N2 116.3(2) no
N1 N2 C3 126.1(2) no
O3 C3 N2 119.2(2) no
O3 C3 C4 125.2(2) no
N2 C3 C4 115.6(2) no
C5 C4 C3 120.6(2) no
C4 C5 C6 117.2(2) no
C4 C5 C5m 123.1(2) no
C6 C5 C5m 119.7(2) no
N1 C6 C5 124.2(2) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C6 1.300(2) no
N1 N2 1.353(2) no
N2 C3 1.358(2) no
C3 O3 1.252(2) no
C3 C4 1.428(3) no
C4 C5 1.348(3) no
C5 C6 1.430(3) no
C5 C5m 1.494(3) no
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
C6 N1 N2 C3 1.5(3) no
N1 N2 C3 O3 178.5(2) no
N1 N2 C3 C4 -2.5(3) no
O3 C3 C4 C5 -179.9(2) no
N2 C3 C4 C5 1.2(3) no
C3 C4 C5 C6 0.8(3) no
C3 C4 C5 C5m -178.5(2) no
N2 N1 C6 C5 0.8(3) no
C4 C5 C6 N1 -1.9(3) no
C5m C5 C6 N1 177.4(2) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21138117
