#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/41/2004157.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_2004157
loop_
_publ_author_name
'Elerman, Y.'
'Elmali, A.'
'Atakol, O.'
'Svoboda, I.'
_publ_section_title
;
 N-(2-Hydroxyphenyl)salicylaldimine
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2344
_journal_page_last               2346
_journal_paper_doi               10.1107/S010827019500388X
_journal_volume                  51
_journal_year                    1995
_chemical_formula_moiety         'C13 H11 N1 O2'
_chemical_formula_sum            'C13 H11 N O2'
_chemical_formula_weight         213.24
_chemical_name_systematic
;
N-(2-hydroxyphenyl)salicylaldimin
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 106.08(3)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   38.480(10)
_cell_length_b                   9.046(2)
_cell_length_c                   12.344(1)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    300
_cell_measurement_theta_max      17.23
_cell_measurement_theta_min      4.25
_cell_volume                     4128.7(16)
_computing_cell_refinement
;
Enraf-Nonius Structure Determination Package
;
_computing_data_collection
;
Enraf-Nonius Structure Determination Package (Frenz, 1985)
;
_computing_data_reduction
;
Enraf-Nonius Structure Determination Package
;
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_structure_refinement  'SHELX76 (Sheldrick, 1976)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1985)'
_diffrn_ambient_temperature      300
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5732
_diffrn_reflns_theta_max         23
_diffrn_reflns_theta_min         1
_diffrn_standards_decay_%        18.8
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_correction_T_min  0.704
_exptl_absorpt_correction_type   'empirical (SDP; Frenz, 1985)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_description       prism
_exptl_crystal_F_000             1792
_exptl_crystal_size_max          1.0
_exptl_crystal_size_mid          0.8
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.315
_refine_diff_density_min         -0.449
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.150
_refine_ls_hydrogen_treatment
;
H atoms were located geometrically (except O---H) which were not refined
;
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     307
_refine_ls_number_reflns         1771
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.0900
_refine_ls_shift/esd_max         '0.276 [U~22~ for O(1A)]'
_refine_ls_shift/esd_mean        0.052
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F)]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0900
_reflns_number_observed          1771
_reflns_number_total             2497
_reflns_observed_criterion       F>4.0\s(F)
_cod_data_source_file            li1119.cif
_cod_data_source_block           LI1119
_cod_depositor_comments
;
The following automatic conversions were performed:

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

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        4129(2)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_original_formula_sum        'C13 H11 N1 O2'
_cod_database_code               2004157
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,y,-z+1/2
-x,-y,-z
x,-y,z+1/2
x+1/2,y+1/2,z
1/2-x,y+1/2,-z+1/2
1/2-x,1/2-y,-z
x+1/2,1/2-y,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
O(1) 0.2252(1) 0.1901(5) 0.1782(3) 0.040(2)
C(2) 0.2046(2) 0.2141(7) 0.0658(4) 0.033(2)
C(3) 0.1761(3) 0.3115(8) 0.0452(6) 0.048(2)
C(4) 0.1561(3) 0.3334(9) -0.0684(5) 0.051(2)
C(5) 0.1639(3) 0.2492(9) -0.1536(7) 0.073(2)
C(6) 0.1920(2) 0.1492(8) -0.1254(6) 0.061(2)
C(7) 0.2124(2) 0.1340(7) -0.0193(5) 0.038(2)
N(8) 0.2410(1) 0.0303(5) 0.0149(3) 0.032(2)
C(9) 0.2575(2) -0.0435(7) -0.0484(5) 0.040(2)
C(10) 0.2856(2) -0.1445(7) -0.0095(5) 0.040(2)
C(11) 0.3009(2) -0.2120(8) -0.0847(5) 0.044(2)
C(12) 0.3301(2) -0.3055(8) -0.0518(6) 0.053(2)
C(13) 0.3437(3) -0.3352(9) 0.0668(6) 0.055(2)
C(14) 0.3282(2) -0.2698(9) 0.1416(8) 0.073(2)
C(15) 0.2989(2) -0.1769(7) 0.1006(5) 0.048(2)
O(16) 0.2845(1) -0.1148(4) 0.1826(3) 0.039(2)
O(1A) 0.0269(3) 0.0668(13) 0.3136(8) 0.104(2)
O(1B) 0.0350(3) 0.1395(11) 0.6841(9) 0.098(2)
C(2A) 0.0510(3) 0.0390(10) 0.4181(6) 0.068(2)
C(3A) 0.0768(3) -0.0644(9) 0.4492(8) 0.069(2)
C(4A) 0.0933(4) -0.0891(10) 0.5569(8) 0.080(2)
C(5A) 0.0823(2) -0.0211(8) 0.6432(6) 0.061(2)
C(6A) 0.0543(2) 0.0793(8) 0.6175(5) 0.058(2)
C(7A) 0.0374(2) 0.1139(8) 0.4993(6) 0.053(2)
N(8A) 0.0084(2) 0.2170(8) 0.4639(6) 0.083(2)
C(9A) -0.0059(2) 0.2816(8) 0.5355(6) 0.060(2)
C(10A) -0.0352(2) 0.3816(8) 0.4976(6) 0.055(2)
C(11A) -0.0522(2) 0.4136(9) 0.3792(5) 0.062(2)
C(12A) -0.0803(3) 0.5115(9) 0.3541(7) 0.074(2)
C(13A) -0.0917(4) 0.5754(11) 0.4391(9) 0.091(2)
C(14A) -0.0750(3) 0.5548(10) 0.5449(7) 0.069(2)
C(15A) -0.0491(3) 0.4543(10) 0.5790(7) 0.074(2)
O(16A) -0.0232(3) 0.4345(13) 0.6825(8) 0.103(2)
O(16B) -0.0312(3) 0.3642(12) 0.3118(9) 0.092(2)
H(1) 0.2829 -0.0240 0.1605 ?
H(3) 0.1693(3) 0.3691(8) 0.1132(6) ?
H(4) 0.1349(3) 0.4152(9) -0.0893(5) ?
H(5) 0.1482(3) 0.2621(9) -0.2402(7) ?
H(6) 0.1977(2) 0.0816(8) -0.1906(6) ?
H(9) 0.24884 -0.02489 -0.13487 ?
H(11) 0.2896(2) -0.1904(8) -0.1735(5) ?
H(12) 0.3422(2) -0.3544(8) -0.1123(6) ?
H(13) 0.3662(3) -0.4097(9) 0.0968(6) ?
H(14) 0.3386(2) -0.2903(9) 0.2310(8) ?
H(16) 0.2271 0.1029 0.1974 ?
H(3A) 0.0843(3) -0.1285(9) 0.3854(8) ?
H(4A) 0.1160(4) -0.1643(10) 0.5786(8) ?
H(5A) 0.0958(2) -0.0468(8) 0.7301(6) ?
H(9A) 0.00422 0.25977 0.62120 ?
H(12A) -0.0935(3) 0.5386(9) 0.2673(7) ?
H(13A) -0.1154(4) 0.6451(11) 0.4171(9) ?
H(14A) -0.0826(3) 0.6215(10) 0.6073(7) ?
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.002 0.002 'International Tables Vol IV Table 2.3.1'
H 0 0 'International Tables Vol IV Table 2.3.1'
N 0.004 0.003 'International Tables Vol IV Table 2.3.1'
O 0.008 0.006 'International Tables Vol IV Table 2.3.1'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
5 1 1
-10 2 6
0 2 5
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(7) C(2) O(1) 119.2(5) yes
N(8) C(7) C(2) 115.8(5) yes
N(8) C(7) C(6) 123.9(6) yes
C(9) N(8) C(7) 128.4(5) yes
C(10) C(9) N(8) 125.7(6) yes
C(11) C(10) C(9) 119.7(6) yes
C(15) C(10) C(9) 122.2(6) yes
O(16) C(15) C(10) 121.8(6) yes
C(7A) C(2A) O(1A) 106.6(8) yes
C(7A) C(6A) O(1B) 110.6(8) yes
N(8A) C(7A) C(2A) 120.3(6) yes
N(8A) C(7A) C(6A) 122.8(7) yes
C(9A) N(8A) C(7A) 121.8(8) yes
C(9A) C(10A) C(11A) 123.6(7) yes
C(9A) C(10A) C(15A) 118.8(7) yes
C(10A) C(9A) N(8A) 120.5(8) yes
O(16A) C(15A) C(10A) 105.8(8) yes
O(16B) C(11A) C(10A) 111.3(8) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(2) 1.411(5) yes
C(7) N(8) 1.418(8) yes
N(8) C(9) 1.317(6) yes
C(9) C(10) 1.395(9) yes
O(16) C(15) 1.399(6) yes
O(1A) C(2A) 1.388(8) yes
O(1B) C(6A) 1.363(8) yes
C(7A) N(8A) 1.428(7) yes
N(8A) C(9A) 1.301(7) yes
C(9A) C(10A) 1.419(7) yes
O(16A) C(15A) 1.397(8) yes
O(16B) C(11A) 1.385(8) yes
