#------------------------------------------------------------------------------
#$Date: 2017-10-13 12:31:46 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201979 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/23/12/2231223.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_2231223
loop_
_publ_author_name
'Shukla, Deepak'
'Rajeswaran, Manju'
_publ_section_title
;
 1-Phenylisatin
;
_journal_coeditor_code           LX2190
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2034
_journal_paper_doi               10.1107/S1600536811027334
_journal_volume                  67
_journal_year                    2011
_chemical_formula_moiety         'C14 H9 N O2'
_chemical_formula_sum            'C14 H9 N O2'
_chemical_formula_weight         223.22
_chemical_name_common            1-phenylisatin
_chemical_name_systematic
;
1-phenylindole-2,3-dione
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   3.96770(10)
_cell_length_b                   13.3259(4)
_cell_length_c                   20.3397(7)
_cell_measurement_reflns_used    4093
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      0.998
_cell_volume                     1075.42(6)
_computing_cell_refinement
;
SCALEPACK (Otwinowski & Minor, 1997)
;
_computing_data_collection
;
COLLECT (Nonius, 2000)
;
_computing_data_reduction
;
DENZO and SCALEPACK (Otwinowski & Minor, 1997)
;
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008), Mercury (Allen et al., 2004)
and DIAMOND
(Brandenburg, 1998)'
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXTL (Sheldrick, 2008)
;
_computing_structure_solution
;
SHELXTL (Sheldrick, 2008)
;
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ and ω 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  0.0513
_diffrn_reflns_av_sigmaI/netI    0.0358
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            7556
_diffrn_reflns_theta_full        27.43
_diffrn_reflns_theta_max         27.43
_diffrn_reflns_theta_min         4.29
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Rods
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.162
_refine_diff_density_min         -0.119
_refine_ls_extinction_coef       0.017(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXTL (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         1462
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0622
_refine_ls_R_factor_gt           0.0377
_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)+(0.0318P)²+0.1048P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0729
_refine_ls_wR_factor_ref         0.0806
_reflns_number_gt                1085
_reflns_number_total             1462
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lx2190.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      ' P 21 21 21'
_cod_database_code               2231223
_cod_database_fobs_code          2231223
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
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_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
N N1 0.3503(5) 0.20706(10) 0.76634(7) 0.0522(4) Uani d . 1 2
O O1 0.0729(4) 0.36020(10) 0.75768(7) 0.0685(4) Uani d . 1 2
O O2 0.0940(5) 0.34979(11) 0.90098(7) 0.0861(6) Uani d . 1 2
C C1 0.1973(6) 0.29305(13) 0.78955(9) 0.0544(5) Uani d . 1 2
C C2 0.2117(6) 0.28662(15) 0.86534(9) 0.0589(6) Uani d . 1 2
C C3 0.3830(6) 0.19284(13) 0.87981(9) 0.0550(5) Uani d . 1 2
C C4 0.4654(6) 0.14811(16) 0.93889(10) 0.0670(6) Uani d . 1 2
H H4 0.4099 0.1786 0.9786 0.080 Uiso calc R 1 2
C C5 0.6316(7) 0.05730(16) 0.93787(11) 0.0714(7) Uani d . 1 2
H H5 0.6891 0.0258 0.9771 0.086 Uiso calc R 1 2
C C6 0.7124(7) 0.01328(16) 0.87866(11) 0.0672(6) Uani d . 1 2
H H6 0.8264 -0.0477 0.8789 0.081 Uiso calc R 1 2
C C7 0.6296(6) 0.05666(13) 0.81841(10) 0.0572(5) Uani d . 1 2
H H7 0.6849 0.0258 0.7788 0.069 Uiso calc R 1 2
C C8 0.4628(5) 0.14699(13) 0.82012(8) 0.0497(5) Uani d . 1 2
C C9 0.3944(5) 0.18304(13) 0.69803(8) 0.0502(5) Uani d . 1 2
C C10 0.2965(6) 0.09053(14) 0.67389(10) 0.0591(6) Uani d . 1 2
H H10 0.2021 0.0428 0.7017 0.071 Uiso calc R 1 2
C C11 0.3406(7) 0.06987(17) 0.60815(10) 0.0697(6) Uani d . 1 2
H H11 0.2796 0.0074 0.5916 0.084 Uiso calc R 1 2
C C12 0.4738(7) 0.14081(19) 0.56704(11) 0.0746(7) Uani d . 1 2
H H12 0.5012 0.1264 0.5226 0.090 Uiso calc R 1 2
C C13 0.5670(7) 0.23267(17) 0.59071(10) 0.0706(7) Uani d . 1 2
H H13 0.6557 0.2806 0.5623 0.085 Uiso calc R 1 2
C C14 0.5300(6) 0.25464(15) 0.65666(10) 0.0580(6) Uani d . 1 2
H H14 0.5956 0.3168 0.6730 0.070 Uiso calc R 1 2
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
C1 N1 C8 109.94(15)
C1 N1 C9 124.71(15)
C8 N1 C9 125.34(15)
O1 C1 N1 127.60(18)
O1 C1 C2 126.19(18)
N1 C1 C2 106.20(16)
O2 C2 C3 131.34(19)
O2 C2 C1 123.17(19)
C3 C2 C1 105.49(16)
C4 C3 C8 120.96(19)
C4 C3 C2 131.19(19)
C8 C3 C2 107.85(16)
C5 C4 C3 118.6(2)
C5 C4 H4 120.7
C3 C4 H4 120.7
C6 C5 C4 119.9(2)
C6 C5 H5 120.1
C4 C5 H5 120.1
C5 C6 C7 122.5(2)
C5 C6 H6 118.8
C7 C6 H6 118.8
C8 C7 C6 117.03(19)
C8 C7 H7 121.5
C6 C7 H7 121.5
C7 C8 C3 120.98(17)
C7 C8 N1 128.50(16)
C3 C8 N1 110.52(16)
C14 C9 C10 120.60(17)
C14 C9 N1 118.86(16)
C10 C9 N1 120.53(17)
C11 C10 C9 119.18(19)
C11 C10 H10 120.4
C9 C10 H10 120.4
C12 C11 C10 120.3(2)
C12 C11 H11 119.8
C10 C11 H11 119.8
C13 C12 C11 120.5(2)
C13 C12 H12 119.7
C11 C12 H12 119.7
C12 C13 C14 120.2(2)
C12 C13 H13 119.9
C14 C13 H13 119.9
C13 C14 C9 119.12(19)
C13 C14 H14 120.4
C9 C14 H14 120.4
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C1 1.380(2)
N1 C8 1.427(2)
N1 C9 1.436(2)
O1 C1 1.210(2)
O2 C2 1.205(2)
C1 C2 1.545(3)
C2 C3 1.453(3)
C3 C4 1.381(3)
C3 C8 1.395(3)
C4 C5 1.378(3)
C4 H4 0.9300
C5 C6 1.377(3)
C5 H5 0.9300
C6 C7 1.394(3)
C6 H6 0.9300
C7 C8 1.374(3)
C7 H7 0.9300
C9 C14 1.381(3)
C9 C10 1.383(3)
C10 C11 1.376(3)
C10 H10 0.9300
C11 C12 1.368(3)
C11 H11 0.9300
C12 C13 1.366(3)
C12 H12 0.9300
C13 C14 1.381(3)
C13 H13 0.9300
C14 H14 0.9300
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C4 H4 O2 3_557 0.93 2.58 3.297(3) 133.8
C7 H7 O1 4_646 0.93 2.52 3.262(2) 137.1
C11 H11 O2 4_546 0.93 2.58 3.407(3) 149.2
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C8 N1 C1 O1 -179.8(2)
C9 N1 C1 O1 1.2(3)
C8 N1 C1 C2 -0.4(2)
C9 N1 C1 C2 -179.38(19)
O1 C1 C2 O2 0.6(4)
N1 C1 C2 O2 -178.8(2)
O1 C1 C2 C3 179.8(2)
N1 C1 C2 C3 0.4(2)
O2 C2 C3 C4 -0.6(4)
C1 C2 C3 C4 -179.8(2)
O2 C2 C3 C8 178.9(3)
C1 C2 C3 C8 -0.3(2)
C8 C3 C4 C5 0.6(3)
C2 C3 C4 C5 -179.9(2)
C3 C4 C5 C6 0.1(4)
C4 C5 C6 C7 -0.6(4)
C5 C6 C7 C8 0.3(4)
C6 C7 C8 C3 0.4(3)
C6 C7 C8 N1 179.8(2)
C4 C3 C8 C7 -0.9(3)
C2 C3 C8 C7 179.5(2)
C4 C3 C8 N1 179.6(2)
C2 C3 C8 N1 0.0(2)
C1 N1 C8 C7 -179.2(2)
C9 N1 C8 C7 -0.3(3)
C1 N1 C8 C3 0.3(2)
C9 N1 C8 C3 179.23(19)
C1 N1 C9 C14 49.4(3)
C8 N1 C9 C14 -129.4(2)
C1 N1 C9 C10 -129.4(2)
C8 N1 C9 C10 51.9(3)
C14 C9 C10 C11 1.0(3)
N1 C9 C10 C11 179.7(2)
C9 C10 C11 C12 -1.2(4)
C10 C11 C12 C13 0.5(4)
C11 C12 C13 C14 0.5(4)
C12 C13 C14 C9 -0.7(4)
C10 C9 C14 C13 0.0(3)
N1 C9 C14 C13 -178.8(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 12351
