#------------------------------------------------------------------------------
#$Date: 2025-08-19 21:55:00 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301808 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/30/06/2300660.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_2300660
loop_
_publ_author_name
'Goel, Sahil'
'Yadav, Harsh'
'Sinha, Nidhi'
'Singh, Budhendra'
'Bdikin, Igor'
'Rao, Devarapalli Chenna'
'Gopalaiah, Kovuru'
'Kumar, Binay'
_publ_section_title
;
 An insight into the synthesis, crystal structure, geometrical modelling
 of crystal morphology, Hirshfeld surface analysis and characterization
 ofN-(4-methylbenzyl)benzamide single crystals
;
_journal_coeditor_code           EI5022
_journal_issue                   5
_journal_name_full               'Journal of Applied Crystallography'
_journal_page_first              1498
_journal_paper_doi               10.1107/S1600576717012316
_journal_volume                  50
_journal_year                    2017
_chemical_formula_moiety         'C15 H15 N O'
_chemical_formula_sum            'C15 H15 N O'
_chemical_formula_weight         225.28
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.5277(8)
_cell_length_b                   11.1555(11)
_cell_length_c                   11.7848(10)
_cell_measurement_reflns_used    1346
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18.8780
_cell_measurement_theta_min      3.2700
_cell_volume                     1252.56(19)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1078
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16911
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.482
_diffrn_reflns_theta_min         3.301
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71343
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.195
_exptl_crystal_description       Block
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.5
_refine_diff_density_max         0.124
_refine_diff_density_min         -0.123
_refine_ls_abs_structure_details
;
 Flack x determined using 401 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -1.9(10)
_refine_ls_extinction_coef       0.0122(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         3189
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.972
_refine_ls_R_factor_all          0.1902
_refine_ls_R_factor_gt           0.0633
_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)+(0.0150P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0763
_refine_ls_wR_factor_ref         0.1079
_reflns_number_gt                1322
_reflns_number_total             3189
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ei5022sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        1252.6(2)
_cod_database_code               2300660
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'
loop_
_atom_site_type_symbol
_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_occupancy
O O1 -0.0275(3) -0.6733(3) -0.3283(3) 0.0677(10) Uani d 1
C C6 0.1316(5) -0.6668(4) -0.1749(4) 0.0493(12) Uani d 1
C C14 0.3313(5) -0.7751(4) -0.6445(4) 0.0600(13) Uani d 1
H H14 0.314021 -0.856900 -0.650694 0.072 Uiso calc 1
C C9 0.2651(5) -0.7104(5) -0.5608(4) 0.0537(12) Uani d 1
N N1 0.1902(4) -0.7411(4) -0.3621(3) 0.0627(12) Uani d 1
H H1 0.272632 -0.752847 -0.334489 0.075 Uiso calc 1
C C13 0.4235(5) -0.7207(5) -0.7201(4) 0.0645(15) Uani d 1
H H13 0.466828 -0.766568 -0.775959 0.077 Uiso calc 1
C C7 0.0919(5) -0.6947(4) -0.2950(4) 0.0544(13) Uani d 1
C C5 0.2463(5) -0.7184(4) -0.1217(4) 0.0679(15) Uani d 1
H H5 0.303957 -0.770560 -0.161953 0.081 Uiso calc 1
C C1 0.0506(5) -0.5895(4) -0.1140(5) 0.0654(14) Uani d 1
H H1A -0.026841 -0.554057 -0.148366 0.079 Uiso calc 1
C C8 0.1647(5) -0.7730(5) -0.4807(4) 0.0661(15) Uani d 1
H H8A 0.069162 -0.751564 -0.500657 0.079 Uiso calc 1
H H8B 0.174434 -0.859003 -0.489598 0.079 Uiso calc 1
C C10 0.2939(5) -0.5903(5) -0.5534(5) 0.0679(14) Uani d 1
H H10 0.251583 -0.544295 -0.497188 0.082 Uiso calc 1
C C12 0.4511(5) -0.6005(6) -0.7134(4) 0.0666(15) Uani d 1
C C11 0.3858(6) -0.5373(5) -0.6292(5) 0.0767(17) Uani d 1
H H11 0.403762 -0.455626 -0.622637 0.092 Uiso calc 1
C C3 0.1947(6) -0.6146(5) 0.0502(5) 0.0813(18) Uani d 1
H H3 0.216023 -0.596478 0.125256 0.098 Uiso calc 1
C C2 0.0811(6) -0.5627(5) -0.0019(5) 0.0768(17) Uani d 1
H H2 0.024611 -0.509477 0.038140 0.092 Uiso calc 1
C C15 0.5490(6) -0.5395(6) -0.7953(5) 0.102(2) Uani d 1
H H15A 0.591896 -0.598406 -0.843504 0.152 Uiso calc 1
H H15B 0.620461 -0.497520 -0.753825 0.152 Uiso calc 1
H H15C 0.497103 -0.483577 -0.840860 0.152 Uiso calc 1
C C4 0.2758(6) -0.6931(5) -0.0095(5) 0.0846(19) Uani d 1
H H4 0.351754 -0.729915 0.025656 0.102 Uiso calc 1
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
C5 C6 C7 122.7(5)
C1 C6 C7 119.1(5)
C1 C6 C5 118.2(5)
C9 C14 C13 121.3(5)
C14 C9 C8 119.6(5)
C10 C9 C14 117.8(5)
C10 C9 C8 122.5(5)
C7 N1 C8 123.1(4)
C12 C13 C14 120.8(5)
O1 C7 C6 119.7(5)
O1 C7 N1 122.6(5)
N1 C7 C6 117.7(4)
C4 C5 C6 120.6(5)
C6 C1 C2 121.3(5)
N1 C8 C9 112.2(4)
C9 C10 C11 120.3(5)
C13 C12 C15 121.7(5)
C11 C12 C13 117.4(5)
C11 C12 C15 120.9(6)
C12 C11 C10 122.4(5)
C4 C3 C2 119.2(5)
C3 C2 C1 120.1(5)
C3 C4 C5 120.7(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C7 1.227(5)
C6 C7 1.498(6)
C6 C5 1.385(6)
C6 C1 1.361(6)
C14 C9 1.376(6)
C14 C13 1.390(6)
C9 C8 1.515(6)
C9 C10 1.370(6)
N1 C7 1.331(5)
N1 C8 1.462(5)
C13 C12 1.369(6)
C5 C4 1.381(6)
C1 C2 1.386(6)
C10 C11 1.383(6)
C12 C11 1.367(6)
C12 C15 1.506(6)
C3 C2 1.371(6)
C3 C4 1.364(6)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 2671699
