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#$Date: 2025-08-22 17:55:42 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301864 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/21/58/7215831.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_7215831
loop_
_publ_author_name
'Näther, Christian'
'Jess, Inke'
'Bahrenburg, Julia'
'Bank, Dennis'
'Temps, Friedrich'
_publ_section_title
;
 Trimorphism of N-(3-pyridyl)-benzamide
;
_journal_issue                   25
_journal_name_full               CrystEngComm
_journal_page_first              5633
_journal_paper_doi               10.1039/c4ce00495g
_journal_volume                  16
_journal_year                    2014
_chemical_formula_sum            'C12 H10 N2 O'
_chemical_formula_weight         198.22
_chemical_name_common            N-(3-Pyridyl)-Benzamide
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 109.382(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   24.078(2)
_cell_length_b                   5.2381(2)
_cell_length_c                   15.9279(13)
_cell_measurement_reflns_used    7777
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      26.8
_cell_measurement_theta_min      2.5
_cell_volume                     1895.0(3)
_computing_cell_refinement       'X-Area (STOE & CIE)'
_computing_data_collection       'X-Area (STOE & CIE)'
_computing_data_reduction        'X-Area (STOE & CIE)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'STOE IPDS-1'
_diffrn_measurement_method       'Phi scans'
_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  0.0596
_diffrn_reflns_av_sigmaI/netI    0.0369
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            8132
_diffrn_reflns_theta_full        26.85
_diffrn_reflns_theta_max         26.85
_diffrn_reflns_theta_min         2.71
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.265
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       0.014(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   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         2042
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0644
_refine_ls_R_factor_gt           0.0465
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0770P)²+0.3003P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1109
_refine_ls_wR_factor_ref         0.1214
_reflns_number_gt                1568
_reflns_number_total             2042
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ce00495g2.cif
_cod_data_source_block           temps4
_cod_depositor_comments
'Adding full bibliography for 7215828--7215832.cif.'
_cod_original_cell_volume        1895.0(2)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7215831
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_calc_flag
_atom_site_refinement_flags
C1 C 0.52255(6) 0.4050(3) 0.63491(9) 0.0232(3) Uani 1 1 d .
O1 O 0.50703(5) 0.6271(2) 0.63864(8) 0.0353(3) Uani 1 1 d .
N1 N 0.48626(5) 0.2022(2) 0.63022(8) 0.0233(3) Uani 1 1 d .
H1 H 0.5012 0.0486 0.6308 0.028 Uiso 1 1 calc R
C2 C 0.42650(6) 0.2192(3) 0.62450(9) 0.0211(3) Uani 1 1 d .
C3 C 0.40278(6) 0.0233(3) 0.66088(10) 0.0250(3) Uani 1 1 d .
H3 H 0.4282 -0.1105 0.6912 0.030 Uiso 1 1 calc R
N2 N 0.34623(5) 0.0129(2) 0.65553(9) 0.0297(3) Uani 1 1 d .
C4 C 0.31180(6) 0.2058(3) 0.61397(10) 0.0282(3) Uani 1 1 d .
H4 H 0.2716 0.2031 0.6102 0.034 Uiso 1 1 calc R
C5 C 0.33135(6) 0.4088(3) 0.57617(10) 0.0262(3) Uani 1 1 d .
H5 H 0.3051 0.5417 0.5474 0.031 Uiso 1 1 calc R
C6 C 0.38987(6) 0.4166(3) 0.58062(9) 0.0240(3) Uani 1 1 d .
H6 H 0.4044 0.5528 0.5544 0.029 Uiso 1 1 calc R
C7 C 0.58305(6) 0.3413(3) 0.63514(9) 0.0210(3) Uani 1 1 d .
C8 C 0.62849(6) 0.5080(3) 0.67894(10) 0.0244(3) Uani 1 1 d .
H8 H 0.6206 0.6527 0.7092 0.029 Uiso 1 1 calc R
C9 C 0.68497(6) 0.4635(3) 0.67856(10) 0.0281(3) Uani 1 1 d .
H9 H 0.7159 0.5764 0.7093 0.034 Uiso 1 1 calc R
C10 C 0.69671(6) 0.2551(3) 0.63358(9) 0.0272(4) Uani 1 1 d .
H10 H 0.7355 0.2264 0.6327 0.033 Uiso 1 1 calc R
C11 C 0.65157(6) 0.0886(3) 0.58986(10) 0.0278(4) Uani 1 1 d .
H11 H 0.6595 -0.0546 0.5590 0.033 Uiso 1 1 calc R
C12 C 0.59512(6) 0.1301(3) 0.59103(9) 0.0245(3) Uani 1 1 d .
H12 H 0.5645 0.0142 0.5616 0.029 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0251(7) 0.0187(7) 0.0264(7) -0.0004(5) 0.0093(5) 0.0000(5)
O1 0.0286(6) 0.0164(6) 0.0633(8) -0.0045(5) 0.0183(5) -0.0002(4)
N1 0.0220(6) 0.0165(6) 0.0328(6) 0.0008(5) 0.0108(5) 0.0006(4)
C2 0.0218(7) 0.0197(7) 0.0217(6) -0.0037(5) 0.0070(5) -0.0021(5)
C3 0.0274(7) 0.0196(7) 0.0281(7) 0.0004(5) 0.0095(6) -0.0002(5)
N2 0.0300(7) 0.0248(7) 0.0386(7) -0.0011(5) 0.0169(6) -0.0034(5)
C4 0.0238(7) 0.0279(8) 0.0351(8) -0.0054(6) 0.0128(6) -0.0019(6)
C5 0.0237(7) 0.0249(8) 0.0285(7) -0.0019(6) 0.0067(6) 0.0021(6)
C6 0.0256(7) 0.0212(7) 0.0254(7) 0.0005(5) 0.0089(6) -0.0024(5)
C7 0.0226(7) 0.0186(7) 0.0222(6) 0.0037(5) 0.0079(5) 0.0007(5)
C8 0.0285(7) 0.0208(7) 0.0252(7) -0.0028(5) 0.0105(6) -0.0017(5)
C9 0.0246(7) 0.0308(8) 0.0273(7) -0.0002(6) 0.0065(6) -0.0060(6)
C10 0.0223(7) 0.0320(8) 0.0282(7) 0.0073(6) 0.0097(6) 0.0047(6)
C11 0.0316(8) 0.0235(8) 0.0308(8) -0.0002(6) 0.0137(6) 0.0045(6)
C12 0.0268(7) 0.0203(7) 0.0255(7) -0.0018(5) 0.0075(5) -0.0023(5)
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
O1 C1 N1 122.75(13)
O1 C1 C7 121.56(12)
N1 C1 C7 115.69(12)
C1 N1 C2 125.11(12)
C6 C2 C3 118.64(13)
C6 C2 N1 122.85(12)
C3 C2 N1 118.45(12)
N2 C3 C2 123.63(13)
C4 N2 C3 116.91(12)
N2 C4 C5 123.65(13)
C4 C5 C6 119.20(13)
C5 C6 C2 117.95(13)
C12 C7 C8 119.36(13)
C12 C7 C1 122.90(12)
C8 C7 C1 117.69(12)
C9 C8 C7 120.18(13)
C8 C9 C10 120.34(13)
C9 C10 C11 119.66(13)
C12 C11 C10 120.27(14)
C11 C12 C7 120.18(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O1 1.2291(17)
C1 N1 1.3618(18)
C1 C7 1.4931(18)
N1 C2 1.4141(17)
C2 C6 1.3878(19)
C2 C3 1.3910(19)
C3 N2 1.3368(18)
N2 C4 1.335(2)
C4 C5 1.380(2)
C5 C6 1.3877(19)
C7 C12 1.392(2)
C7 C8 1.393(2)
C8 C9 1.382(2)
C9 C10 1.385(2)
C10 C11 1.388(2)
C11 C12 1.383(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 293813
