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#$Date: 2025-08-18 17:20:24 +0300 (Mon, 18 Aug 2025) $
#$Revision: 301776 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/51/92/1519242.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_1519242
loop_
_publ_author_name
'Coles, Simon J.'
'Threlfall, Terry L.'
'Mayer, Thomas A.'
'Hursthouse, Michael B.'
_publ_section_title
;
 4-Methyl-N-pyridin-2-yl-benzamide
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              201
_journal_year                    2000
_chemical_formula_sum            'C13 H12 N2 O'
_chemical_formula_weight         212.25
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                97.75(3)
_cell_angle_beta                 94.54(3)
_cell_angle_gamma                106.50(3)
_cell_formula_units_Z            2
_cell_length_a                   5.9447(12)
_cell_length_b                   7.7890(16)
_cell_length_c                   12.333(3)
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.36
_cell_measurement_theta_min      2.99
_cell_volume                     538.4(2)
_computing_cell_refinement       'DENZO & COLLECT'
_computing_data_collection
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998)'
_computing_data_reduction        'DENZO & COLLECT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.890
_diffrn_measured_fraction_theta_max 0.890
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0211
_diffrn_reflns_av_sigmaI/netI    0.0514
_diffrn_reflns_limit_h_max       5
_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       -15
_diffrn_reflns_number            3524
_diffrn_reflns_theta_full        27.36
_diffrn_reflns_theta_max         27.36
_diffrn_reflns_theta_min         2.99
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             224
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.148
_refine_diff_density_min         -0.153
_refine_diff_density_rms         0.032
_refine_ls_extinction_coef       0.16(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     194
_refine_ls_number_reflns         2164
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0598
_refine_ls_R_factor_gt           0.0448
_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)+(0.0540P)²+0.0868P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1128
_refine_ls_wR_factor_ref         0.1244
_reflns_number_gt                1685
_reflns_number_total             2164
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-201.cif
_cod_data_source_block           00tam035
_cod_depositor_comments
;
Citation :
Coles, Simon J. and Threlfall, Terry L and Mayer, Thomas A. and 
Hursthouse, Michael B. (2000) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/201)

More at:
http://ecrystals.chem.soton.ac.uk/201/
;
_cod_original_cell_volume        538.39(19)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1519242
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
H13 H 0.960(3) 0.059(2) 0.2473(15) 0.058(5) Uiso 1 1 d . . .
H12 H 0.967(3) -0.093(2) 0.0712(13) 0.052(5) Uiso 1 1 d . . .
H22 H 0.577(3) 0.354(2) 0.5122(15) 0.059(5) Uiso 1 1 d . . .
H17 H 0.844(3) 0.021(2) 0.4249(14) 0.053(5) Uiso 1 1 d . . .
H19 H 1.267(3) 0.358(2) 0.7120(14) 0.057(5) Uiso 1 1 d . . .
H21 H 0.732(3) 0.590(3) 0.6646(15) 0.065(5) Uiso 1 1 d . . .
H16 H 0.252(3) -0.298(3) 0.0315(15) 0.066(5) Uiso 1 1 d . . .
H15 H 0.247(3) -0.145(2) 0.2084(15) 0.062(5) Uiso 1 1 d . . .
H20 H 1.099(3) 0.592(2) 0.7683(15) 0.060(5) Uiso 1 1 d . . .
H10A H 0.586(4) -0.234(4) -0.137(2) 0.105(8) Uiso 1 1 d . . .
H10B H 0.500(5) -0.411(4) -0.104(2) 0.100(8) Uiso 1 1 d . . .
H10C H 0.770(6) -0.325(4) -0.088(2) 0.135(11) Uiso 1 1 d . . .
O11 O 0.4255(2) 0.15140(16) 0.35846(9) 0.0568(4) Uani 1 1 d . . .
N13 N 1.0279(2) 0.22834(16) 0.58649(10) 0.0428(3) Uani 1 1 d . . .
C13 C 0.8133(3) -0.0168(2) 0.20365(12) 0.0424(4) Uani 1 1 d . . .
N12 N 0.7593(2) 0.09912(18) 0.43325(10) 0.0436(4) Uani 1 1 d . . .
C14 C 0.5998(2) -0.02978(19) 0.24456(11) 0.0381(4) Uani 1 1 d . . .
C12 C 0.8168(3) -0.1057(2) 0.09887(12) 0.0454(4) Uani 1 1 d . . .
C17 C 0.5838(3) 0.0803(2) 0.35092(12) 0.0405(4) Uani 1 1 d . . .
C15 C 0.3920(3) -0.1352(2) 0.18000(13) 0.0479(4) Uani 1 1 d . . .
C16 C 0.3981(3) -0.2245(2) 0.07606(14) 0.0521(4) Uani 1 1 d . . .
C18 C 0.8303(3) 0.23226(19) 0.52803(11) 0.0398(4) Uani 1 1 d . . .
C22 C 0.7145(3) 0.3608(2) 0.55616(13) 0.0486(4) Uani 1 1 d . . .
C11 C 0.6101(3) -0.2102(2) 0.03302(12) 0.0468(4) Uani 1 1 d . . .
C20 C 1.0237(3) 0.4983(2) 0.70377(14) 0.0524(4) Uani 1 1 d . . .
C19 C 1.1212(3) 0.3617(2) 0.67247(13) 0.0474(4) Uani 1 1 d . . .
C10 C 0.6177(5) -0.3022(3) -0.08145(15) 0.0640(5) Uani 1 1 d . . .
C21 C 0.8158(3) 0.4961(2) 0.64493(14) 0.0538(4) Uani 1 1 d . . .
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
C18 N13 C19 117.07(13) . .
C14 C13 C12 119.96(14) . .
C17 N12 C18 127.46(12) . .
C13 C14 C15 119.02(14) . .
C13 C14 C17 122.08(13) . .
C15 C14 C17 118.62(13) . .
C13 C12 C11 121.63(15) . .
O11 C17 N12 124.46(14) . .
O11 C17 C14 120.26(13) . .
N12 C17 C14 115.23(12) . .
C16 C15 C14 120.42(15) . .
C15 C16 C11 121.30(15) . .
N13 C18 C22 123.16(14) . .
N13 C18 N12 113.07(12) . .
C22 C18 N12 123.71(13) . .
C21 C22 C18 118.06(15) . .
C16 C11 C12 117.66(14) . .
C16 C11 C10 121.61(16) . .
C12 C11 C10 120.72(16) . .
C19 C20 C21 118.30(16) . .
N13 C19 C20 123.67(15) . .
C22 C21 C20 119.63(15) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O11 C17 1.2235(18) .
N13 C18 1.3390(19) .
N13 C19 1.339(2) .
C13 C14 1.385(2) .
C13 C12 1.386(2) .
N12 C17 1.3588(19) .
N12 C18 1.4024(19) .
C14 C15 1.388(2) .
C14 C17 1.493(2) .
C12 C11 1.388(2) .
C15 C16 1.382(2) .
C16 C11 1.387(2) .
C18 C22 1.390(2) .
C22 C21 1.377(2) .
C11 C10 1.505(2) .
C20 C19 1.376(2) .
C20 C21 1.377(2) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 327120
