#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:58:33 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202018 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/22/8102204.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8102204
loop_
_publ_author_name
'Liu, Sheng-Li'
'Liang, En-Xiang'
'Yu, Liang-Cai'
'Huang, Li'
_publ_section_title
;
Crystal structure of N-benzylsalicylamide, C₁₄H₁₃NO₂
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              433
_journal_page_last               434
_journal_volume                  222
_journal_year                    2007
_chemical_formula_sum            'C14 H13 N O2'
_chemical_formula_weight         227.25
_chemical_name_systematic
; 
 N-benzylsalicylamide
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2007-07-01 # Formatted by publCIF
;
_cell_angle_alpha                90.00
_cell_angle_beta                 118.296(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.457(3)
_cell_length_b                   8.351(2)
_cell_length_c                   12.584(3)
_cell_measurement_temperature    293(2)
_cell_volume                     1152.7(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.930
_diffrn_measured_fraction_theta_max 0.930
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD'
_diffrn_measurement_method       omega
_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  0.0470
_diffrn_reflns_av_sigmaI/netI    0.1134
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8686
_diffrn_reflns_theta_full        28.67
_diffrn_reflns_theta_max         28.67
_diffrn_reflns_theta_min         1.89
_exptl_absorpt_coefficient_mu    0.088
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       0.008(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         2762
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.2106
_refine_ls_R_factor_gt           0.0701
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1596P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1670
_refine_ls_wR_factor_ref         0.2410
_reflns_number_gt                1583
_reflns_number_total             2762
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-2131.cff
_cod_data_source_block           N-benzylsalicylamide
_cod_original_cell_volume        1152.6(5)
_cod_original_sg_symbol_H-M      P12(1)/n1
_cod_database_code               8102204
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.20356(18) 0.25838(19) -0.23754(14) 0.0734(6) Uani 1 4 e d . . .
H1A H -0.1510 0.3152 -0.2398 0.110 Uiso 1 4 e calc R . .
O2 O -0.00607(16) 0.39961(16) -0.16460(13) 0.0597(5) Uani 1 4 e d . . .
N1 N 0.14506(17) 0.36626(16) 0.02128(14) 0.0451(5) Uani 1 4 e d . . .
H1B H 0.1688 0.3256 0.0917 0.054 Uiso 1 4 e calc R . .
C1 C -0.0480(2) 0.23916(17) -0.03373(16) 0.0395(5) Uani 1 4 e d . . .
C2 C -0.1636(2) 0.2031(2) -0.12489(18) 0.0466(6) Uani 1 4 e d . . .
C3 C -0.2430(2) 0.1099(2) -0.1025(2) 0.0573(6) Uani 1 4 e d . . .
H3A H -0.3205 0.0869 -0.1647 0.069 Uiso 1 4 e calc R . .
C4 C -0.2072(3) 0.0523(2) 0.0106(2) 0.0605(8) Uani 1 4 e d . . .
H4A H -0.2603 -0.0101 0.0257 0.073 Uiso 1 4 e calc R . .
C5 C -0.0936(2) 0.0862(2) 0.1016(2) 0.0587(7) Uani 1 4 e d . . .
H5A H -0.0694 0.0467 0.1787 0.070 Uiso 1 4 e calc R . .
C6 C -0.0145(2) 0.1785(2) 0.08004(18) 0.0497(6) Uani 1 4 e d . . .
H6A H 0.0628 0.2004 0.1430 0.060 Uiso 1 4 e calc R . .
C7 C 0.0329(2) 0.33988(18) -0.06240(16) 0.0402(5) Uani 1 4 e d . . .
C8 C 0.3044(2) 0.36289(18) -0.04353(18) 0.0462(6) Uani 1 4 e d . . .
C9 C 0.2509(3) 0.3081(2) -0.1593(2) 0.0596(7) Uani 1 4 e d . . .
H9A H 0.1701 0.3340 -0.2114 0.071 Uiso 1 4 e calc R . .
C10 C 0.3150(3) 0.2150(3) -0.2001(2) 0.0724(9) Uani 1 4 e d . . .
H10A H 0.2770 0.1781 -0.2793 0.087 Uiso 1 4 e calc R . .
C11 C 0.4333(3) 0.1768(3) -0.1256(3) 0.0774(9) Uani 1 4 e d . . .
H11A H 0.4766 0.1142 -0.1534 0.093 Uiso 1 4 e calc R . .
C12 C 0.4874(4) 0.2304(3) -0.0109(3) 0.0910(10) Uani 1 4 e d . . .
H12A H 0.5684 0.2048 0.0406 0.109 Uiso 1 4 e calc R . .
C13 C 0.4226(3) 0.3239(3) 0.0310(3) 0.0748(8) Uani 1 4 e d . . .
H13A H 0.4606 0.3598 0.1105 0.090 Uiso 1 4 e calc R . .
C14 C 0.2316(2) 0.46146(19) 0.00054(19) 0.0512(6) Uani 1 4 e d . . .
H14A H 0.2873 0.5144 0.0752 0.061 Uiso 1 4 e calc R . .
H14B H 0.1874 0.5438 -0.0586 0.061 Uiso 1 4 e calc R . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 H1A 109.5 . . ?
C7 N1 C14 123.02(15) . . ?
C7 N1 H1B 118.5 . . ?
C14 N1 H1B 118.5 . . ?
C6 C1 C2 117.60(17) . . ?
C6 C1 C7 123.6(2) . . ?
C2 C1 C7 118.83(16) . . ?
O1 C2 C1 121.31(17) . . ?
O1 C2 C3 117.6(2) . . ?
C1 C2 C3 121.04(18) . . ?
C4 C3 C2 119.9(2) . . ?
C4 C3 H3A 120.1 . . ?
C2 C3 H3A 120.1 . . ?
C3 C4 C5 120.00(19) . . ?
C3 C4 H4A 120.0 . . ?
C5 C4 H4A 120.0 . . ?
C4 C5 C6 120.4(2) . . ?
C4 C5 H5A 119.8 . . ?
C6 C5 H5A 119.8 . . ?
C5 C6 C1 121.1(2) . . ?
C5 C6 H6A 119.5 . . ?
C1 C6 H6A 119.5 . . ?
O2 C7 N1 120.58(16) . . ?
O2 C7 C1 120.13(19) . . ?
N1 C7 C1 119.28(15) . . ?
C13 C8 C9 118.60(18) . . ?
C13 C8 C14 121.33(19) . . ?
C9 C8 C14 120.1(2) . . ?
C8 C9 C10 120.8(3) . . ?
C8 C9 H9A 119.6 . . ?
C10 C9 H9A 119.6 . . ?
C11 C10 C9 120.5(2) . . ?
C11 C10 H10A 119.8 . . ?
C9 C10 H10A 119.8 . . ?
C12 C11 C10 119.3(2) . . ?
C12 C11 H11A 120.4 . . ?
C10 C11 H11A 120.4 . . ?
C11 C12 C13 120.4(3) . . ?
C11 C12 H12A 119.8 . . ?
C13 C12 H12A 119.8 . . ?
C8 C13 C12 120.4(3) . . ?
C8 C13 H13A 119.8 . . ?
C12 C13 H13A 119.8 . . ?
N1 C14 C8 113.06(12) . . ?
N1 C14 H14A 109.0 . . ?
C8 C14 H14A 109.0 . . ?
N1 C14 H14B 109.0 . . ?
C8 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.342(2) . ?
O1 H1A 0.8200 . ?
O2 C7 1.244(2) . ?
N1 C7 1.309(3) . ?
N1 C14 1.459(2) . ?
N1 H1B 0.8600 . ?
C1 C6 1.383(2) . ?
C1 C2 1.384(3) . ?
C1 C7 1.483(2) . ?
C2 C3 1.388(3) . ?
C3 C4 1.361(3) . ?
C3 H3A 0.9300 . ?
C4 C5 1.363(4) . ?
C4 H4A 0.9300 . ?
C5 C6 1.375(3) . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9300 . ?
C8 C13 1.358(4) . ?
C8 C9 1.362(3) . ?
C8 C14 1.512(2) . ?
C9 C10 1.376(3) . ?
C9 H9A 0.9300 . ?
C10 C11 1.358(4) . ?
C10 H10A 0.9300 . ?
C11 C12 1.347(4) . ?
C11 H11A 0.9300 . ?
C12 C13 1.394(3) . ?
C12 H12A 0.9300 . ?
C13 H13A 0.9300 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 487881
