#------------------------------------------------------------------------------
#$Date: 2016-02-14 15:26:36 +0100 (dom 14 de feb de 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/33/2003306.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_2003306
loop_
_publ_author_name
'Miao, F.-M.'
'Wang, J.-L.'
'Miao, X.-S.'
_publ_section_title
;
 N-Hydroxyphthalimide
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              712
_journal_page_last               713
_journal_paper_doi               10.1107/S0108270194007638
_journal_volume                  51
_journal_year                    1995
_chemical_compound_source        'from water solution'
_chemical_formula_moiety         'C8 H5 N1 O3'
_chemical_formula_sum            'C8 H5 N O3'
_chemical_formula_weight         163.13
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.00(3)
_cell_angle_beta                 104.94(3)
_cell_angle_gamma                90.00(2)
_cell_formula_units_Z            4
_cell_length_a                   11.549(3)
_cell_length_b                   3.756(1)
_cell_length_c                   16.442(8)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298
_cell_measurement_theta_max      9.50
_cell_measurement_theta_min      5.42
_cell_volume                     689.1(4)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.032
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1309
_diffrn_reflns_theta_max         24
_diffrn_standards_decay_%        -0.5
_diffrn_standards_interval_time  150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.1151
_exptl_absorpt_correction_T_max  0.9992
_exptl_absorpt_correction_T_min  0.8358
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.572
_exptl_crystal_density_meas      1.58
_exptl_crystal_description       prism
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.169
_refine_diff_density_min         -0.189
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   0.685
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_parameters     125
_refine_ls_number_reflns         535
_refine_ls_R_factor_obs          0.041
_refine_ls_shift/esd_max         0.01
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme
; If F < 61 then w = 1, if F >= 61 then w = (61/F)^2^, if F^2^ < 3\sF^2^
then w = 0
;
_refine_ls_wR_factor_obs         0.045
_reflns_number_observed          536
_reflns_number_total             1262
_reflns_observed_criterion       F~o~>3\sF~o~
_cod_data_source_file            as1104.cif
_cod_data_source_block           as1104a
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C8 H5 N1 O3'
_cod_database_code               2003306
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x,1/2-y,1/2+z
-x,-y,-z
-x,1/2+y,1/2-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_B_iso_or_equiv
O(10) .8854(3) .195(1) .2014(2) 3.83(8)
O(1) .9829(3) .102(1) .3745(1) 3.49(8)
O(2) .6619(3) .557(1) .1790(2) 4.66(9)
N(1) .8393(3) .336(1) .2635(3) 3.02(9)
C(1) .8895(4) .262(1) .3477(3) 2.7(1)
C(2) .7250(4) .486(1) .2480(3) 2.8(1)
C(11) .8037(4) .403(1) .3915(3) 2.5(1)
C(12) .7038(4) .535(1) .3317(3) 2.7(1)
C(13) .6074(4) .673(2) .3556(3) 3.5(1)
C(14) .6132(4) .677(2) .4403(3) 4.1(1)
C(15) .7122(5) .549(2) .5002(3) 4.0(1)
C(16) .8084(4) .409(1) .4758(3) 3.4(1)
H(13) .536(3) .77(1) .311(2) 4.0
H(14) .545(3) .75(1) .459(2) 4.0
H(15) .699(4) .56(1) .563(2) 4.0
H(16) .874(3) .31(1) .507(2) 4.0
H(10) .936(3) .37(1) .180(2) 4.0
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
O(10) N(1) C(1) 121.5(4) yes
O(10) N(1) C(2) 123.3(4) yes
C(1) N(1) C(2) 113.4(4) yes
O(1) C(1) N(1) 124.6(5) yes
O(1) C(1) C(11) 130.6(4) yes
N(1) C(1) C(11) 104.8(4) yes
O(2) C(2) N(1) 124.9(4) yes
O(2) C(2) C(12) 130.2(5) yes
N(1) C(2) C(12) 104.8(4) yes
C(11) C(16) C(15) 118.3(5) yes
C(1) C(11) C(12) 108.8(4) yes
C(1) C(11) C(16) 130.2(5) yes
C(12) C(11) C(16) 121.0(5) yes
C(2) C(12) C(11) 108.0(4) yes
C(2) C(12) C(13) 131.0(5) yes
C(11) C(12) C(13) 121.0(5) yes
C(12) C(13) C(14) 117.5(5) yes
C(13) C(14) C(15) 122.0(6) yes
C(14) C(15) C(16) 120.2(5) yes
N(1) O(10) H(10) 112.(3) no
C(12) C(13) H(13) 120.(3) no
C(14) C(13) H(13) 123.(3) no
C(13) C(14) H(14) 120.(3) no
C(15) C(14) H(14) 117.(3) no
C(14) C(15) H(15) 112.(3) no
C(16) C(15) H(15) 128.(3) no
C(11) C(16) H(16) 113.(3) no
C(15) C(16) H(16) 129.(3) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(10) N(1) 1.374(5) yes
O(1) C(1) 1.213(5) yes
O(2) C(2) 1.209(5) yes
N(1) C(1) 1.384(6) yes
N(1) C(2) 1.397(8) yes
C(1) C(11) 1.467(6) yes
C(2) C(12) 1.470(7) yes
C(11) C(12) 1.399(6) yes
C(11) C(16) 1.372(7) yes
C(12) C(13) 1.374(7) yes
C(13) C(14) 1.377(8) yes
C(14) C(15) 1.388(8) yes
C(15) C(16) 1.379(8) yes
O(10) H(10) 1.02(5) no
C(13) H(13) 1.01(5) no
C(14) H(14) 0.95(5) no
C(15) H(15) 1.09(5) no
C(16) H(16) 0.89(5) no
