#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/88/2008820.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_2008820
loop_
_publ_author_name
'Govindasamy, L.'
'Velmurugan, D.'
'Rajendran, T.M.'
_publ_section_title
;
 An N···H---O intramolecular strong hydrogen bond
 in N-(2-aminophenyl)naphthaldimine
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1368
_journal_page_last               1369
_journal_paper_doi               10.1107/S0108270199004527
_journal_volume                  55
_journal_year                    1999
_chemical_formula_sum            'C17 H14 N2 O'
_chemical_formula_weight         262.30
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 99.10(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.2030(10)
_cell_length_b                   7.670(2)
_cell_length_c                   12.197(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      3.67
_cell_volume                     665.4(2)
_computing_cell_refinement       SDP
_computing_data_collection       'SDP (Frenz, 1985)'
_computing_data_reduction        SDP
_computing_molecular_graphics    'ZORTEP (Zsolnai, 1997)'
_computing_publication_material  'SHELXL97 and PARST (Nardelli, 1995)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Nonius CAD4 diffractometer'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0519
_diffrn_reflns_av_sigmaI/netI    0.0172
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            1465
_diffrn_reflns_theta_full        69.89
_diffrn_reflns_theta_max         69.89
_diffrn_reflns_theta_min         3.67
_diffrn_standards_decay_%        <1.5
_diffrn_standards_interval_count 100
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.658
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             276
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.161
_refine_diff_density_min         -0.094
_refine_ls_abs_structure_details 'Flack (1983)'
_refine_ls_abs_structure_Flack   0.1(4)
_refine_ls_extinction_coef       0.024(4)
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997)'
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         1355
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0344
_refine_ls_R_factor_gt           0.0318
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0950P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1067
_reflns_number_gt                1273
_reflns_number_total             1355
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            os1054.cif
_cod_data_source_block           final1
_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:

'_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_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0950P)^2^] 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^)+(0.0950P)^2^]
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'
_cod_database_code               2008820
_cod_database_fobs_code          2008820
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -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_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
N1 0.3483(2) 0.4789(3) 0.43901(15) 0.0638(6) Uani d . 1 . . N
H1A 0.3198 0.4216 0.4946 0.077 Uiso calc R 1 . . H
H1B 0.2630 0.5024 0.3833 0.077 Uiso calc R 1 . . H
N2 0.4290(2) 0.6669(2) 0.26160(12) 0.0461(4) Uani d . 1 . . N
O1 0.1029(2) 0.7914(3) 0.19846(12) 0.0652(5) Uani d . 1 . . O
H1 0.207(4) 0.748(6) 0.2480(18) 0.098 Uiso calc R 1 . . H
C1 0.5767(2) 0.6291(3) 0.34908(13) 0.0426(4) Uani d . 1 . . C
C2 0.7600(3) 0.6880(3) 0.35026(16) 0.0520(5) Uani d . 1 . . C
H2 0.7896 0.7532 0.2911 0.062 Uiso calc R 1 . . H
C3 0.8981(3) 0.6497(4) 0.43941(19) 0.0627(6) Uani d . 1 . . C
H3 1.0209 0.6876 0.4398 0.075 Uiso calc R 1 . . H
C4 0.8525(3) 0.5549(3) 0.52785(18) 0.0631(6) Uani d . 1 . . C
H4 0.9451 0.5298 0.5880 0.076 Uiso calc R 1 . . H
C5 0.6720(3) 0.4974(3) 0.52768(16) 0.0558(5) Uani d . 1 . . C
H5 0.6438 0.4336 0.5878 0.067 Uiso calc R 1 . . H
C6 0.5309(2) 0.5331(3) 0.43917(14) 0.0454(4) Uani d . 1 . . C
C7 0.4551(3) 0.6661(3) 0.15934(15) 0.0441(4) Uani d . 1 . . C
H7 0.5712 0.6309 0.1429 0.053 Uiso calc R 1 . . H
C8 0.3100(2) 0.7181(3) 0.06964(14) 0.0440(4) Uani d . 1 . . C
C9 0.1387(3) 0.7826(3) 0.09458(16) 0.0519(5) Uani d . 1 . . C
C10 -0.0029(4) 0.8412(4) 0.0087(2) 0.0665(6) Uani d . 1 . . C
H10 -0.1152 0.8852 0.0260 0.080 Uiso calc R 1 . . H
C11 0.0246(3) 0.8334(4) -0.09881(19) 0.0698(7) Uani d . 1 . . C
H11 -0.0698 0.8730 -0.1541 0.084 Uiso calc R 1 . . H
C12 0.1926(3) 0.7670(3) -0.12925(17) 0.0555(5) Uani d . 1 . . C
C13 0.2193(4) 0.7561(3) -0.24198(17) 0.0693(7) Uani d . 1 . . C
H13 0.1241 0.7945 -0.2972 0.083 Uiso calc R 1 . . H
C14 0.3784(4) 0.6919(4) -0.27126(17) 0.0725(7) Uani d . 1 . . C
H14 0.3915 0.6841 -0.3457 0.087 Uiso calc R 1 . . H
C15 0.5230(4) 0.6373(4) -0.18908(19) 0.0694(7) Uani d . 1 . . C
H15 0.6337 0.5943 -0.2090 0.083 Uiso calc R 1 . . H
C16 0.5044(3) 0.6461(3) -0.07868(16) 0.0570(5) Uani d . 1 . . C
H16 0.6033 0.6095 -0.0252 0.068 Uiso calc R 1 . . H
C17 0.3379(3) 0.7096(3) -0.04473(14) 0.0471(4) Uani d . 1 . . C
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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 H1A 120.0 ?
C6 N1 H1B 120.0 ?
H1A N1 H1B 120.0 ?
C7 N2 C1 121.42(14) ?
C9 O1 H1 109.5 ?
C2 C1 C6 120.11(16) ?
C2 C1 N2 122.73(16) ?
C6 C1 N2 117.12(15) yes
C1 C2 C3 120.09(19) ?
C1 C2 H2 120.0 ?
C3 C2 H2 120.0 ?
C2 C3 C4 119.64(18) ?
C2 C3 H3 120.2 ?
C4 C3 H3 120.2 ?
C5 C4 C3 120.62(18) ?
C5 C4 H4 119.7 ?
C3 C4 H4 119.7 ?
C4 C5 C6 120.99(19) ?
C4 C5 H5 119.5 ?
C6 C5 H5 119.5 ?
C5 C6 N1 121.50(17) ?
C5 C6 C1 118.55(16) ?
N1 C6 C1 119.95(16) ?
N2 C7 C8 122.15(16) ?
N2 C7 H7 118.9 ?
C8 C7 H7 118.9 ?
C9 C8 C17 119.09(16) ?
C9 C8 C7 119.18(15) ?
C17 C8 C7 121.72(15) ?
O1 C9 C10 117.47(18) yes
O1 C9 C8 122.11(16) yes
C10 C9 C8 120.43(18) ?
C11 C10 C9 120.1(2) ?
C11 C10 H10 119.9 ?
C9 C10 H10 119.9 ?
C10 C11 C12 122.05(19) ?
C10 C11 H11 119.0 ?
C12 C11 H11 119.0 ?
C13 C12 C11 121.83(19) ?
C13 C12 C17 119.2(2) ?
C11 C12 C17 118.96(19) ?
C14 C13 C12 122.0(2) ?
C14 C13 H13 119.0 ?
C12 C13 H13 119.0 ?
C13 C14 C15 119.39(19) ?
C13 C14 H14 120.3 ?
C15 C14 H14 120.3 ?
C16 C15 C14 120.9(2) ?
C16 C15 H15 119.6 ?
C14 C15 H15 119.6 ?
C15 C16 C17 121.4(2) ?
C15 C16 H16 119.3 ?
C17 C16 H16 119.3 ?
C16 C17 C12 117.14(17) ?
C16 C17 C8 123.53(17) ?
C12 C17 C8 119.33(16) ?
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
N1 C6 . 1.379(2) yes
N1 H1A . 0.8600 ?
N1 H1B . 0.8600 ?
N2 C7 . 1.290(2) yes
N2 C1 . 1.413(2) yes
O1 C9 . 1.334(2) yes
O1 H1 . 0.9478 ?
C1 C2 . 1.393(3) ?
C1 C6 . 1.405(2) ?
C2 C3 . 1.384(3) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.383(3) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.373(3) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.388(3) ?
C5 H5 . 0.9300 ?
C7 C8 . 1.444(3) yes
C7 H7 . 0.9300 ?
C8 C9 . 1.406(3) ?
C8 C17 . 1.442(2) yes
C9 C10 . 1.415(3) ?
C10 C11 . 1.359(4) yes
C10 H10 . 0.9300 ?
C11 C12 . 1.415(4) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.421(3) yes
C12 C17 . 1.418(3) yes
C13 C14 . 1.346(4) yes
C13 H13 . 0.9300 ?
C14 C15 . 1.391(4) yes
C14 H14 . 0.9300 ?
C15 C16 . 1.376(3) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.416(3) ?
C16 H16 . 0.9300 ?
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
C7 N2 C1 C2 39.6(3) yes
C7 N2 C1 C6 -142.72(19) yes
C6 C1 C2 C3 1.1(3) ?
N2 C1 C2 C3 178.70(19) ?
C1 C2 C3 C4 -0.9(3) ?
C2 C3 C4 C5 0.5(4) ?
C3 C4 C5 C6 -0.1(4) ?
C4 C5 C6 N1 -178.7(2) ?
C4 C5 C6 C1 0.3(3) ?
C2 C1 C6 C5 -0.7(3) ?
N2 C1 C6 C5 -178.49(19) ?
C2 C1 C6 N1 178.3(2) ?
N2 C1 C6 N1 0.5(3) ?
C1 N2 C7 C8 -174.87(19) yes
N2 C7 C8 C9 4.3(3) yes
N2 C7 C8 C17 -177.27(19) yes
C17 C8 C9 O1 179.0(2) ?
C7 C8 C9 O1 -2.5(3) ?
C17 C8 C9 C10 -1.1(3) ?
C7 C8 C9 C10 177.4(2) ?
O1 C9 C10 C11 -179.2(2) ?
C8 C9 C10 C11 0.9(4) ?
C9 C10 C11 C12 0.3(4) ?
C10 C11 C12 C13 178.8(3) ?
C10 C11 C12 C17 -1.1(4) ?
C11 C12 C13 C14 -179.5(3) ?
C17 C12 C13 C14 0.4(4) ?
C12 C13 C14 C15 -1.2(4) ?
C13 C14 C15 C16 0.9(4) ?
C14 C15 C16 C17 0.4(4) ?
C15 C16 C17 C12 -1.2(3) ?
C15 C16 C17 C8 178.7(2) ?
C13 C12 C17 C16 0.8(3) ?
C11 C12 C17 C16 -179.2(2) ?
C13 C12 C17 C8 -179.1(2) ?
C11 C12 C17 C8 0.8(3) ?
C9 C8 C17 C16 -179.7(2) ?
C7 C8 C17 C16 1.9(3) ?
C9 C8 C17 C12 0.3(3) ?
C7 C8 C17 C12 -178.19(19) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30652241
