#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/41/2004148.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_2004148
loop_
_publ_author_name
'Bocelli, G.'
'Cantoni, A.'
'Cozzini, P.'
_publ_section_title
;
 N-(p-Tolyl)phthalimide
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2372
_journal_page_last               2374
_journal_paper_doi               10.1107/S0108270195007177
_journal_volume                  51
_journal_year                    1995
_chemical_formula_sum            'C15 H11 N O2'
_chemical_formula_weight         237.25
_chemical_name_common            N-(p-tolyl)phthalimide
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.625(3)
_cell_length_b                   11.262(2)
_cell_length_c                   13.883(2)
_cell_measurement_reflns_used    26
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      41.3
_cell_measurement_theta_min      11.9
_cell_volume                     1192.2(5)
_computing_cell_refinement       'Belletti, Cantoni & Pasquinelli (1992)'
_computing_data_collection       'Belletti, Cantoni & Pasquinelli (1992)'
_computing_data_reduction        'Belletti, Cantoni & Pasquinelli (1992)'
_computing_molecular_graphics    'ORTEP (Johnson, 1965)'
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Siemens AED'
_diffrn_measurement_method       'Lehman & Larsen (1974)'
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0078
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1350
_diffrn_reflns_theta_max         70.07
_diffrn_reflns_theta_min         5.06
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count 100
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    0.717
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_description       prism
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.64
_exptl_crystal_size_mid          0.52
_exptl_crystal_size_min          0.33
_refine_diff_density_max         0.100
_refine_diff_density_min         -0.090
_refine_ls_abs_structure_details 'Flack (1983) parameter = -0.17(33)'
_refine_ls_abs_structure_Flack   -0.2(3)
_refine_ls_extinction_coef       0.025(2)
_refine_ls_extinction_method     'SHELXL93 (Sheldrick, 1993)'
_refine_ls_goodness_of_fit_all   1.027
_refine_ls_goodness_of_fit_obs   1.031
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     207
_refine_ls_number_reflns         1182
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_restrained_S_obs      1.031
_refine_ls_R_factor_all          0.0334
_refine_ls_R_factor_obs          0.0304
_refine_ls_shift/esd_max         -0.544
_refine_ls_shift/esd_mean        0.045
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
;
calc w = 1/[\s^2^(F~o~^2^) + (0.0562P)^2^ + 0.0750P]
where P = (F~o~^2^ + 2F~c~^2^)/3
;
_refine_ls_wR_factor_all         0.0806
_refine_ls_wR_factor_obs         0.0781
_reflns_number_observed          1129
_reflns_number_total             1185
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ka1133.cif
_cod_data_source_block           structure
_cod_database_code               2004148
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
loop_
_atom_site_label
_atom_site_occupancy
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_type_symbol
N1 1 0.7501(2) 0.12066(13) 0.1047 0.0470(4) Uani d N
C2 1 0.8198(3) 0.0273(2) 0.0498(2) 0.0501(5) Uani d C
C3 1 0.8165(2) 0.0693(2) -0.0520(2) 0.0502(5) Uani d C
C4 1 0.8669(3) 0.0120(2) -0.1360(2) 0.0618(6) Uani d C
C5 1 0.8417(4) 0.0734(3) -0.2222(2) 0.0730(7) Uani d C
C6 1 0.7692(4) 0.1856(3) -0.2241(2) 0.0711(7) Uani d C
C7 1 0.7196(3) 0.2430(2) -0.1388(2) 0.0616(6) Uani d C
C8 1 0.7459(2) 0.1825(2) -0.0539(2) 0.0499(5) Uani d C
C9 1 0.7058(3) 0.2187(2) 0.0469(2) 0.0487(5) Uani d C
O10 1 0.8679(2) -0.06734(13) 0.0813(2) 0.0680(5) Uani d O
O11 1 0.6453(2) 0.31108(14) 0.0756(2) 0.0677(5) Uani d O
C12 1 0.7293(3) 0.1184(2) 0.2071(2) 0.0454(4) Uani d C
C13 1 0.6327(3) 0.0286(2) 0.2498(2) 0.0545(5) Uani d C
C14 1 0.6110(3) 0.0271(2) 0.3484(2) 0.0592(5) Uani d C
C15 1 0.6835(3) 0.1149(2) 0.4067(2) 0.0549(5) Uani d C
C16 1 0.7780(3) 0.2047(2) 0.3621(2) 0.0576(5) Uani d C
C17 1 0.8021(3) 0.2071(2) 0.2635(2) 0.0533(5) Uani d C
C18 1 0.6605(5) 0.1129(4) 0.5151(2) 0.0842(9) Uani d C
H4 1 0.9170(38) -0.0725(23) -0.1297(22) 0.072(7) Uiso d H
H5 1 0.8659(46) 0.0386(29) -0.2775(26) 0.089(10) Uiso d H
H6 1 0.7625(42) 0.2265(29) -0.2799(24) 0.086(9) Uiso d H
H7 1 0.6694(39) 0.3247(27) -0.1426(26) 0.084(8) Uiso d H
H13 1 0.5730(42) -0.0352(24) 0.2111(21) 0.075(8) Uiso d H
H14 1 0.5469(41) -0.0341(24) 0.3783(22) 0.079(9) Uiso d H
H16 1 0.8330(39) 0.2727(25) 0.3998(22) 0.077(8) Uiso d H
H17 1 0.8671(34) 0.2689(23) 0.2353(20) 0.063(7) Uiso d H
H18A 1 0.7351(77) 0.1625(52) 0.5567(46) 0.169(21) Uiso d H
H18B 1 0.6584(76) 0.0373(45) 0.5393(44) 0.169(22) Uiso d H
H18C 1 0.5228(97) 0.1198(43) 0.5390(49) 0.204(24) Uiso d H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0492 0.0322 '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'
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'
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
C2 N1 C9 111.6(2) yes
C2 N1 C12 124.7(2) yes
C9 N1 C12 123.7(2) yes
O10 C2 N1 125.4(2) yes
O10 C2 C3 128.9(2) yes
N1 C2 C3 105.7(2) yes
C8 C3 C4 121.4(2) yes
C8 C3 C2 108.5(2) yes
C4 C3 C2 130.2(2) yes
C3 C4 C5 116.9(2) yes
C6 C5 C4 121.7(2) yes
C5 C6 C7 120.9(3) yes
C8 C7 C6 117.2(2) yes
C7 C8 C3 121.9(2) yes
C7 C8 C9 129.8(2) yes
C3 C8 C9 108.3(2) yes
O11 C9 N1 125.5(2) yes
O11 C9 C8 128.7(2) yes
N1 C9 C8 105.8(2) yes
C13 C12 C17 119.9(2) yes
C13 C12 N1 119.9(2) yes
C17 C12 N1 120.2(2) yes
C14 C13 C12 119.9(2) yes
C13 C14 C15 121.4(2) yes
C16 C15 C14 117.6(2) yes
C16 C15 C18 120.9(3) yes
C14 C15 C18 121.4(3) yes
C17 C16 C15 121.7(2) yes
C12 C17 C16 119.5(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C2 1.404(3) yes
N1 C9 1.406(3) yes
N1 C12 1.431(2) yes
C2 O10 1.209(3) yes
C2 C3 1.490(3) yes
C3 C8 1.385(3) yes
C3 C4 1.387(3) yes
C4 C5 1.395(4) yes
C5 C6 1.379(5) yes
C6 C7 1.402(4) yes
C7 C8 1.376(3) yes
C8 C9 1.489(3) yes
C9 O11 1.206(3) yes
C12 C13 1.384(3) yes
C12 C17 1.385(3) yes
C13 C14 1.378(3) yes
C14 C15 1.392(3) yes
C15 C16 1.388(3) yes
C15 C18 1.514(3) yes
C16 C17 1.382(3) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 536221
