#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/64/2006494.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_2006494
loop_
_publ_author_name
'Abboud, Khalil A.'
'Ortiz, Carlos G.'
'Palenik, Ruth C.'
'Palenik, Gus J.'
_publ_section_title
;
 2-[1-(Salicyloylhydrazono)ethyl]pyridinium Chloride Dihydrate at 173K
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1322
_journal_page_last               1323
_journal_paper_doi               10.1107/S0108270197004745
_journal_volume                  53
_journal_year                    1997
_chemical_formula_moiety         'C14 H14 Cl N3 O2,2(H2 O)'
_chemical_formula_sum            'C14 H18 Cl N3 O4'
_chemical_formula_weight         327.76
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           SHELXTL5
_cell_angle_alpha                99.0420(10)
_cell_angle_beta                 93.042(2)
_cell_angle_gamma                92.225(2)
_cell_formula_units_Z            2
_cell_length_a                   7.6381(2)
_cell_length_b                   8.08440(10)
_cell_length_c                   12.5955(4)
_cell_measurement_reflns_used    2788
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.34
_cell_measurement_theta_min      1.64
_cell_volume                     766.14(3)
_computing_cell_refinement       'SMART and SAINT (Siemens, 1995)'
_computing_data_collection       'SMART (Siemens, 1995)'
_computing_data_reduction        'SHELXTL5, (Sheldrick, 1995)'
_computing_molecular_graphics    SHELXTL5
_computing_publication_material  SHELXTL5
_computing_structure_refinement  SHELXTL5
_computing_structure_solution    SHELXTL5
_diffrn_ambient_temperature      173(2)
_diffrn_measurement_device       'SMART platform'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.032
_diffrn_reflns_av_sigmaI/netI    0.034
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3874
_diffrn_reflns_theta_max         26.34
_diffrn_reflns_theta_min         1.64
_diffrn_standards_decay_%        '< 1'
_exptl_absorpt_coefficient_mu    0.27
_exptl_absorpt_correction_T_max  0.973
_exptl_absorpt_correction_T_min  0.848
_exptl_absorpt_correction_type   'empirical (SHELXTL5; Sheldrick, 1995)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_description       Needles
_exptl_crystal_F_000             344
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.22
_refine_diff_density_min         -0.20
_refine_ls_extinction_coef       0.018(3)
_refine_ls_extinction_method     SHELXTL5
_refine_ls_goodness_of_fit_all   1.094
_refine_ls_goodness_of_fit_obs   1.092
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         2646
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.230
_refine_ls_restrained_S_obs      1.092
_refine_ls_R_factor_all          0.043
_refine_ls_R_factor_obs          .036
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0398P)²+0.3882P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.108
_refine_ls_wR_factor_obs         .090
_reflns_number_observed          2377
_reflns_number_total             2677
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            fr1045.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               2006494
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
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
Cl1 .22297(6) .84988(6) .42511(4) .0306(2) Uani d . 1 . Cl
O1 .1924(2) 1.2588(2) -.02893(10) .0323(3) Uani d . 1 . O
O2 .1263(2) .9702(2) .21545(11) .0311(3) Uani d . 1 . O
H2' .144(4) .940(4) .281(3) .073(9) Uiso d . 1 . H
O3 .3634(2) 1.1750(2) -.22474(13) .0307(3) Uani d . 1 . O
H3A .304(3) 1.187(3) -.175(2) .039(7) Uiso d . 1 . H
H3B .307(4) 1.189(4) -.281(3) .059(8) Uiso d . 1 . H
O4 .1960(2) 1.2004(2) .58022(12) .0364(4) Uani d . 1 . O
H4A .215(4) 1.111(4) .541(3) .065(9) Uiso d . 1 . H
H4B .082(4) 1.201(4) .578(2) .063(9) Uiso d . 1 . H
N1 .4495(2) .8505(2) -.25027(12) .0219(3) Uani d . 1 . N
H1' .415(3) .958(3) -.2312(19) .043(6) Uiso d . 1 . H
N2 .3078(2) .9472(2) -.06694(11) .0210(3) Uani d . 1 . N
N3 .2338(2) 1.0083(2) .02669(12) .0223(3) Uani d . 1 . N
H3' .222(3) .952(3) .0784(19) .040(6) Uiso d . 1 . H
C1 .5157(2) .8139(2) -.34692(15) .0263(4) Uani d . 1 . C
H1 .523(3) .902(3) -.3844(18) .034(6) Uiso d . 1 . H
C2 .5706(2) .6554(3) -.3822(2) .0299(4) Uani d . 1 . C
H2 .619(3) .632(3) -.450(2) .041(6) Uiso d . 1 . H
C3 .5532(2) .5345(2) -.3162(2) .0307(4) Uani d . 1 . C
H3 .596(3) .422(3) -.3418(19) .047(7) Uiso d . 1 . H
C4 .4822(2) .5752(2) -.2168(2) .0259(4) Uani d . 1 . C
H4 .469(3) .492(3) -.1702(18) .038(6) Uiso d . 1 . H
C5 .4295(2) .7363(2) -.18302(14) .0204(4) Uani d . 1 . C
C6 .3517(2) .7934(2) -.07924(14) .0215(4) Uani d . 1 . C
C6' .3293(3) .6783(3) .0017(2) .0315(4) Uani d . 1 . C
H6'A .411(4) .708(4) .061(3) .070(9) Uiso d . 1 . H
H6'B .327(3) .565(4) -.028(2) .052(7) Uiso d . 1 . H
H6'C .214(4) .687(3) .029(2) .052(7) Uiso d . 1 . H
C7 .1783(2) 1.1686(2) .04036(14) .0227(4) Uani d . 1 . C
C8 .1003(2) 1.2276(2) .14529(13) .0222(4) Uani d . 1 . C
C9 .0756(2) 1.1319(2) .22763(14) .0247(4) Uani d . 1 . C
C10 -.0016(2) 1.2027(3) .3215(2) .0300(4) Uani d . 1 . C
H10 -.018(3) 1.136(3) .377(2) .044(6) Uiso d . 1 . H
C11 -.0492(2) 1.3668(3) .3352(2) .0325(5) Uani d . 1 . C
H11 -.101(3) 1.408(3) .401(2) .051(7) Uiso d . 1 . H
C12 -.0236(3) 1.4640(3) .2551(2) .0324(4) Uani d . 1 . C
H12 -.054(3) 1.577(3) .265(2) .047(7) Uiso d . 1 . H
C13 .0487(2) 1.3939(2) .1611(2) .0272(4) Uani d . 1 . C
H13 .064(3) 1.456(3) .1042(18) .034(6) Uiso d . 1 . 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'
Cl Cl 0.1484 0.1585 '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
C9 O2 H2' 109.(2) ?
H3A O3 H3B 111.(3) ?
H4A O4 H4B 103.(3) ?
C1 N1 C5 123.0(2) ?
C1 N1 H1' 116.6(15) ?
C5 N1 H1' 120.4(15) ?
C6 N2 N3 117.20(10) yes
N2 N3 C7 118.8(2) yes
N2 N3 H3' 123.5(16) ?
C7 N3 H3' 117.7(16) ?
N1 C1 C2 120.5(2) ?
N1 C1 H1 114.5(14) ?
C2 C1 H1 125.0(14) ?
C1 C2 C3 118.6(2) ?
C1 C2 H2 119.5(14) ?
C3 C2 H2 121.9(14) ?
C2 C3 C4 119.8(2) ?
C2 C3 H3 117.6(14) ?
C4 C3 H3 122.6(14) ?
C5 C4 C3 120.3(2) ?
C5 C4 H4 119.0(14) ?
C3 C4 H4 120.7(13) ?
N1 C5 C4 117.8(2) ?
N1 C5 C6 117.24(15) ?
C4 C5 C6 125.0(2) ?
N2 C6 C5 113.9(2) yes
N2 C6 C6' 124.9(2) yes
C5 C6 C6' 121.2(2) yes
C6 C6' H6'A 111.0(18) ?
C6 C6' H6'B 113.5(16) ?
H6'A C6' H6'B 114.(2) ?
C6 C6' H6'C 110.2(15) ?
H6'A C6' H6'C 107.(2) ?
H6'B C6' H6'C 101.(2) ?
O1 C7 N3 122.1(2) yes
O1 C7 C8 122.1(2) yes
N3 C7 C8 115.8(2) yes
C13 C8 C9 118.3(2) ?
C13 C8 C7 116.0(2) ?
C9 C8 C7 125.8(2) ?
O2 C9 C10 120.5(2) ?
O2 C9 C8 119.8(2) ?
C10 C9 C8 119.7(2) ?
C11 C10 C9 120.7(2) ?
C11 C10 H10 120.4(14) ?
C9 C10 H10 118.9(14) ?
C10 C11 C12 120.3(2) ?
C10 C11 H11 116.8(16) ?
C12 C11 H11 122.9(16) ?
C13 C12 C11 119.4(2) ?
C13 C12 H12 119.9(15) ?
C11 C12 H12 120.7(15) ?
C12 C13 C8 121.6(2) ?
C12 C13 H13 121.1(13) ?
C8 C13 H13 117.3(13) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C7 . 1.228(2) yes
O2 C9 . 1.366(2) ?
O2 H2' . .90(3) ?
O3 H3A . .79(3) ?
O3 H3B . .83(3) ?
O4 H4A . .83(3) ?
O4 H4B . .87(3) ?
N1 C1 . 1.338(2) ?
N1 C5 . 1.357(2) ?
N1 H1' . .92(2) ?
N2 C6 . 1.288(2) yes
N2 N3 . 1.365(2) yes
N3 C7 . 1.367(2) yes
N3 H3' . .86(2) ?
C1 C2 . 1.378(3) ?
C1 H1 . .92(2) ?
C2 C3 . 1.386(3) ?
C2 H2 . .94(2) ?
C3 C4 . 1.388(3) ?
C3 H3 . .99(3) ?
C4 C5 . 1.388(2) ?
C4 H4 . .96(2) ?
C5 C6 . 1.479(2) yes
C6 C6' . 1.496(3) yes
C6' H6'A . .94(3) ?
C6' H6'B . .93(3) ?
C6' H6'C . .96(3) ?
C7 C8 . 1.496(2) yes
C8 C13 . 1.402(3) ?
C8 C9 . 1.405(3) ?
C9 C10 . 1.400(3) ?
C10 C11 . 1.376(3) ?
C10 H10 . .96(2) ?
C11 C12 . 1.390(3) ?
C11 H11 . .95(3) ?
C12 C13 . 1.382(3) ?
C12 H12 . .94(3) ?
C13 H13 . .95(2) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21186300
