#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/18/2201869.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_2201869
loop_
_publ_author_name
'Zou, Wuxin'
'Gao, Yu'
'Sugiyama, Teruki'
'Matsuura, Teruo'
'Meng, Jiben'
_publ_section_title
;
 Succinimido 2-acetoxybenzoate
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o80
_journal_page_last               o82
_journal_paper_doi               10.1107/S1600536802022237
_journal_volume                  59
_journal_year                    2003
_chemical_formula_iupac          'C13 H11 N O6'
_chemical_formula_moiety         'C13 H11 N O6'
_chemical_formula_sum            'C13 H11 N O6'
_chemical_formula_weight         277.23
_chemical_name_systematic
;
Succinimido 2-acetoxybenzoate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.64(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.930(3)
_cell_length_b                   9.647(6)
_cell_length_c                   22.331(9)
_cell_measurement_reflns_used    438
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.5
_cell_measurement_theta_min      2.3
_cell_volume                     1277.4(11)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Sheldrick, 1998)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0835
_diffrn_reflns_av_sigmaI/netI    0.0863
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            5185
_diffrn_reflns_theta_full        25.46
_diffrn_reflns_theta_max         25.46
_diffrn_reflns_theta_min         1.82
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9246
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.442
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.223
_refine_diff_density_min         -0.406
_refine_ls_extinction_coef       0.052(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXTL
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         2352
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.112
_refine_ls_R_factor_all          0.1215
_refine_ls_R_factor_gt           0.0689
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0509P)²+1.2437P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1580
_refine_ls_wR_factor_ref         0.1867
_reflns_number_gt                1428
_reflns_number_total             2352
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ci6183.cif
_cod_data_source_block           3
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2201869
_cod_database_fobs_code          2201869
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
N1 0.0941(5) 0.0810(4) 0.18393(14) 0.0518(9) Uani d . 1 . . N
O1 0.1122(6) 0.2980(3) 0.22042(15) 0.0756(10) Uani d . 1 . . O
O2 0.0027(6) -0.1385(4) 0.15973(15) 0.0854(11) Uani d . 1 . . O
O3 0.1812(4) 0.1152(3) 0.12741(11) 0.0575(8) Uani d . 1 . . O
O4 0.5246(5) 0.0962(4) 0.16843(12) 0.0749(10) Uani d . 1 . . O
O5 0.1794(4) 0.3149(3) 0.04471(12) 0.0513(7) Uani d . 1 . . O
O6 0.3693(6) 0.4527(3) 0.10617(14) 0.0672(9) Uani d . 1 . . O
C1 0.0564(7) 0.1812(5) 0.22595(18) 0.0541(10) Uani d . 1 . . C
C2 -0.0632(8) 0.1107(4) 0.27604(18) 0.0622(12) Uani d . 1 . . C
H2A -0.2066 0.1555 0.2836 0.075 Uiso calc R 1 . . H
H2B 0.0274 0.1133 0.3125 0.075 Uiso calc R 1 . . H
C3 -0.0985(7) -0.0355(4) 0.25577(17) 0.0572(11) Uani d . 1 . . C
H3A -0.2581 -0.0575 0.2543 0.069 Uiso calc R 1 . . H
H3B -0.0239 -0.0995 0.2830 0.069 Uiso calc R 1 . . H
C4 0.0029(7) -0.0454(5) 0.19346(19) 0.0534(11) Uani d . 1 . . C
C5 0.4124(6) 0.1221(4) 0.12646(16) 0.0458(9) Uani d . 1 . . C
C6 0.4904(6) 0.1611(4) 0.06587(15) 0.0398(9) Uani d . 1 . . C
C7 0.6890(6) 0.1026(4) 0.04634(17) 0.0467(9) Uani d . 1 . . C
H7 0.7691 0.0433 0.0716 0.056 Uiso calc R 1 . . H
C8 0.7709(7) 0.1308(4) -0.01013(18) 0.0529(11) Uani d . 1 . . C
H8 0.9045 0.0901 -0.0227 0.063 Uiso calc R 1 . . H
C9 0.6569(8) 0.2172(4) -0.0468(2) 0.0610(12) Uani d . 1 . . C
H9 0.7104 0.2352 -0.0850 0.073 Uiso calc R 1 . . H
C10 0.4612(7) 0.2788(4) -0.02782(19) 0.0585(11) Uani d . 1 . . C
H10 0.3839 0.3397 -0.0530 0.070 Uiso calc R 1 . . H
C11 0.3794(6) 0.2507(4) 0.02833(16) 0.0421(9) Uani d . 1 . . C
C12 0.1955(8) 0.4177(4) 0.08515(19) 0.0520(10) Uani d . 1 . . C
C13 -0.0314(8) 0.4751(5) 0.0983(2) 0.0850(16) Uani d . 1 . . C
H13A -0.1255 0.4030 0.1139 0.127 Uiso calc R 1 . . H
H13B -0.0980 0.5112 0.0622 0.127 Uiso calc R 1 . . H
H13C -0.0171 0.5481 0.1273 0.127 Uiso calc R 1 . . H
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
_geom_angle_publ_flag
C4 N1 C1 117.5(3) yes
C4 N1 O3 120.3(3) yes
C1 N1 O3 120.9(3) yes
C5 O3 N1 113.7(3) ?
C12 O5 C11 116.8(3) ?
O1 C1 N1 123.7(4) ?
O1 C1 C2 130.4(4) ?
N1 C1 C2 105.9(4) ?
C1 C2 C3 105.6(3) ?
C1 C2 H2A 110.6 ?
C3 C2 H2A 110.6 ?
C1 C2 H2B 110.6 ?
C3 C2 H2B 110.6 ?
H2A C2 H2B 108.8 ?
C2 C3 C4 106.3(3) ?
C2 C3 H3A 110.5 ?
C4 C3 H3A 110.5 ?
C2 C3 H3B 110.5 ?
C4 C3 H3B 110.5 ?
H3A C3 H3B 108.7 ?
O2 C4 N1 126.0(4) ?
O2 C4 C3 129.6(4) ?
N1 C4 C3 104.4(4) ?
O4 C5 O3 122.4(4) ?
O4 C5 C6 127.2(4) yes
O3 C5 C6 110.4(3) yes
C11 C6 C7 118.1(3) ?
C11 C6 C5 124.5(3) yes
C7 C6 C5 117.4(3) yes
C6 C7 C8 121.2(4) ?
C6 C7 H7 119.4 ?
C8 C7 H7 119.4 ?
C9 C8 C7 119.8(4) ?
C9 C8 H8 120.1 ?
C7 C8 H8 120.1 ?
C8 C9 C10 120.0(4) ?
C8 C9 H9 120.0 ?
C10 C9 H9 120.0 ?
C9 C10 C11 120.2(4) ?
C9 C10 H10 119.9 ?
C11 C10 H10 119.9 ?
C6 C11 C10 120.7(3) ?
C6 C11 O5 121.8(3) ?
C10 C11 O5 117.5(3) ?
O6 C12 O5 122.3(4) ?
O6 C12 C13 127.2(4) yes
O5 C12 C13 110.5(4) yes
C12 C13 H13A 109.5 ?
C12 C13 H13B 109.5 ?
H13A C13 H13B 109.5 ?
C12 C13 H13C 109.5 ?
H13A C13 H13C 109.5 ?
H13B C13 H13C 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C4 . 1.352(5) yes
N1 C1 . 1.367(5) yes
N1 O3 . 1.408(4) yes
O1 C1 . 1.181(5) yes
O2 C4 . 1.172(5) yes
O3 C5 . 1.373(4) yes
O4 C5 . 1.170(4) yes
O5 C12 . 1.344(5) yes
O5 C11 . 1.391(4) yes
O6 C12 . 1.177(5) yes
C1 C2 . 1.495(6) ?
C2 C3 . 1.495(6) ?
C2 H2A . 0.97 ?
C2 H2B . 0.97 ?
C3 C4 . 1.525(5) ?
C3 H3A . 0.97 ?
C3 H3B . 0.97 ?
C5 C6 . 1.483(5) ?
C6 C11 . 1.368(5) ?
C6 C7 . 1.381(5) ?
C7 C8 . 1.383(5) ?
C7 H7 . 0.93 ?
C8 C9 . 1.346(6) ?
C8 H8 . 0.93 ?
C9 C10 . 1.375(6) ?
C9 H9 . 0.93 ?
C10 C11 . 1.377(5) ?
C10 H10 . 0.93 ?
C12 C13 . 1.487(6) ?
C13 H13A . 0.96 ?
C13 H13B . 0.96 ?
C13 H13C . 0.96 ?
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
_geom_hbond_publ_flag
C9 H9 O2 3_655 0.93 2.57 3.335(6) 140 yes
C2 H2B O6 2_545 0.97 2.46 3.240(6) 137 yes
C3 H3A O1 2_445 0.97 2.59 3.490(6) 155 yes
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
_geom_torsion_publ_flag
C4 N1 O3 C5 -108.0(4) ?
C1 N1 O3 C5 85.7(4) yes
C4 N1 C1 O1 -174.0(4) ?
O3 N1 C1 O1 -7.3(6) yes
C4 N1 C1 C2 5.9(5) ?
O3 N1 C1 C2 172.6(3) ?
O1 C1 C2 C3 176.8(5) ?
N1 C1 C2 C3 -3.1(5) ?
C1 C2 C3 C4 -0.1(5) ?
C1 N1 C4 O2 173.1(4) ?
O3 N1 C4 O2 6.3(6) ?
C1 N1 C4 C3 -5.9(5) ?
O3 N1 C4 C3 -172.7(3) ?
C2 C3 C4 O2 -175.6(5) ?
C2 C3 C4 N1 3.3(4) ?
N1 O3 C5 O4 2.9(6) ?
N1 O3 C5 C6 -178.9(3) yes
O4 C5 C6 C11 -146.7(5) ?
O3 C5 C6 C11 35.2(5) yes
O4 C5 C6 C7 33.2(6) yes
O3 C5 C6 C7 -144.9(3) ?
C11 C6 C7 C8 -1.7(5) ?
C5 C6 C7 C8 178.4(3) ?
C6 C7 C8 C9 0.4(6) ?
C7 C8 C9 C10 0.9(6) ?
C8 C9 C10 C11 -1.1(7) ?
C7 C6 C11 C10 1.5(5) ?
C5 C6 C11 C10 -178.5(3) ?
C7 C6 C11 O5 -179.4(3) ?
C5 C6 C11 O5 0.5(6) ?
C9 C10 C11 C6 -0.2(6) ?
C9 C10 C11 O5 -179.3(4) ?
C12 O5 C11 C6 73.7(4) yes
C12 O5 C11 C10 -107.3(4) ?
C11 O5 C12 O6 -0.1(5) yes
C11 O5 C12 C13 -179.6(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 4417278
