#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/73/2007302.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_2007302
loop_
_publ_author_name
'Mazurek, Jarosław '
'Lis, Tadeusz '
'Rusek, Grzegorz '
'Krajewski, Krzysztof'
_publ_section_title
;
 Nitro Derivatives of 3-Acetamidobenzyl Acetate
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              863
_journal_page_last               867
_journal_paper_doi               10.1107/S0108270197008123
_journal_volume                  54
_journal_year                    1998
_chemical_formula_moiety         'C11 H12 N2 O5.H2O'
_chemical_formula_sum            'C11 H14 N2 O6'
_chemical_formula_weight         270.24
_chemical_name_systematic
'3-Acetamido-6-nitrobenzyl acetate monohydrate'
_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'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.
_cell_angle_beta                 93.84(3)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   7.453(3)
_cell_length_b                   10.939(5)
_cell_length_c                   15.473(9)
_cell_measurement_reflns_used    61
_cell_measurement_temperature    150.0(10)
_cell_measurement_theta_max      13.5
_cell_measurement_theta_min      10
_cell_volume                     1258.7(11)
_computing_cell_refinement       'Kuma KM4 software'
_computing_data_collection       'Kuma KM4 software (Kuma diffraction, 1989)'
_computing_data_reduction        'Kuma KM4 software'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150.0(10)
_diffrn_measurement_device       'Kuma KM4 automatic diffractometer'
_diffrn_measurement_method       'profile data from omega/2theta scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_av_sigmaI/netI    0.0232
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            3800
_diffrn_reflns_theta_max         30
_diffrn_reflns_theta_min         2
_diffrn_standards_decay_%        2
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.117
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.426(2)
_exptl_crystal_density_meas      1.38
_exptl_crystal_density_meas_temp 295(2)
_exptl_crystal_density_method    'flotation in mixture of CHCl~3~/CH~2~Cl~2~'
_exptl_crystal_description       'parallel piped'
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.6
_exptl_crystal_size_min          0.5
_refine_diff_density_max         0.45
_refine_diff_density_min         -0.35
_refine_ls_extinction_coef       0.0033(15)
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.058
_refine_ls_goodness_of_fit_obs   1.095
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         3553
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_restrained_S_obs      1.095
_refine_ls_R_factor_all          0.0746
_refine_ls_R_factor_obs          .0441
_refine_ls_shift/esd_max         -0.063
_refine_ls_shift/esd_mean        0.008
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.081P)²+0.38P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1386
_refine_ls_wR_factor_obs         .1185
_reflns_number_observed          2488
_reflns_number_total             3553
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            bm1149.cif
_cod_data_source_block           III
_cod_depositor_comments
;
The following automatic conversions were performed:

Tag '_exptl_crystal_density_meas' value '1.38 (at room temperature)'
was modified to '1.38'. New tag '_exptl_crystal_density_meas_temp'
was created. The value of new tag set to - '295(2)'.

Automatic conversion script
Id: cif_fix_values 3130 2015-03-20 13:55:49Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.081P)^2^+0.38P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(Fo^2^)+(0.081P)^2^+0.38P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2007302
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 .0467(8) .0332(6) .0242(6) .0017(6) -.0111(5) .0040(5)
O2 .0516(8) .0216(6) .0350(6) .0018(5) -.0033(5) .0103(5)
O3 .0274(6) .0197(5) .0221(5) -.0022(4) .0009(4) -.0032(4)
O4 .0326(7) .0304(6) .0335(6) -.0065(5) .0044(5) .0004(5)
O5 .0411(7) .0187(5) .0258(5) -.0027(5) -.0093(5) -.0017(4)
O6 .0405(7) .0240(6) .0336(6) -.0093(5) -.0119(5) .0085(5)
N1 .0285(7) .0160(5) .0190(5) -.0015(5) -.0046(5) .0007(4)
N2 .0266(7) .0239(6) .0206(6) .0019(5) .0024(5) .0059(5)
C1 .0197(7) .0181(6) .0176(6) -.0024(5) .0021(5) .0005(5)
C2 .0226(7) .0153(6) .0195(6) -.0015(5) .0001(5) .0009(5)
C3 .0210(7) .0172(6) .0181(6) -.0018(5) -.0002(5) .0011(5)
C4 .0259(7) .0168(6) .0218(6) -.0005(5) -.0008(5) -.0018(5)
C5 .0257(7) .0161(6) .0242(6) -.0006(5) .0022(5) .0007(5)
C6 .0206(7) .0196(6) .0180(6) -.0002(5) .0011(5) .0048(5)
C7 .0279(8) .0205(6) .0188(6) -.0017(5) -.0022(5) -.0005(5)
C8 .0316(8) .0220(6) .0175(6) -.0047(6) -.0012(5) -.0035(5)
C9 .0477(11) .0216(7) .0312(8) .0019(7) .0006(7) .0005(6)
C10 .0232(7) .0198(6) .0181(6) -.0004(5) -.0014(5) -.0002(5)
C11 .0291(8) .0217(7) .0216(7) -.0001(6) -.0051(6) .0026(5)
loop_
_atom_site_label
_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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
O1 -.0019(2) .51060(11) .29169(7) .0353(3) Uani d . 1 . O
O2 .0843(2) .68245(10) .34759(8) .0363(3) Uani d . 1 . O
O3 .20254(14) .17800(9) .35644(6) .0231(3) Uani d . 1 . O
O4 -.0521(2) .10862(11) .40782(7) .0321(3) Uani d . 1 . O
O5 .5340(2) .48127(9) .71981(7) .0290(3) Uani d . 1 . O
O6 .3262(2) .07366(10) .62524(8) .0333(3) Uani d . 1 . O
N1 .4027(2) .32919(10) .63833(7) .0214(3) Uani d . 1 . N
N2 .0772(2) .57077(11) .34892(8) .0237(3) Uani d . 1 . N
C1 .1855(2) .37862(12) .42148(8) .0184(3) Uani d . 1 . C
C2 .2671(2) .32647(12) .49542(8) .0192(3) Uani d . 1 . C
C3 .3268(2) .39552(12) .56764(8) .0188(3) Uani d . 1 . C
C4 .3075(2) .52230(12) .56614(9) .0216(3) Uani d . 1 . C
C5 .2267(2) .57660(12) .49292(9) .0220(3) Uani d . 1 . C
C6 .1660(2) .50638(12) .42234(8) .0194(3) Uani d . 1 . C
C7 .1267(3) .29835(13) .34530(9) .0225(3) Uani d . 1 . C
C8 .0981(2) .08994(13) .38702(8) .0239(3) Uani d . 1 . C
C9 .1943(3) -.02928(15) .39278(11) .0336(4) Uani d . 1 . C
C10 .5010(2) .37237(12) .70885(8) .0205(3) Uani d . 1 . C
C11 .5728(3) .27716(14) .77134(9) .0244(3) Uani d . 1 . C
H1 .384(3) .249(2) .633(2) .032(5) Uiso d . 1 . H
H2 .288(3) .244(2) .497(2) .030(5) Uiso d . 1 . H
H4 .343(3) .574(2) .613(2) .043(6) Uiso d . 1 . H
H5 .213(3) .665(2) .491(2) .035(6) Uiso d . 1 . H
H61 .233(4) .042(3) .607(2) .047(7) Uiso d . 1 . H
H62 .375(4) .046(3) .670(2) .043(6) Uiso d . 1 . H
H71 .173(3) .330(2) .292(2) .031(5) Uiso d . 1 . H
H72 .004(3) .291(2) .337(2) .027(5) Uiso d . 1 . H
H91 .256(5) -.050(4) .334(3) .111(13) Uiso d . 1 . H
H92 .279(4) -.022(3) .435(3) .071(9) Uiso d . 1 . H
H93 .127(4) -.096(3) .405(3) .075(9) Uiso d . 1 . H
H11 .689(5) .271(4) .768(3) .088(11) Uiso d . 1 . H
H12 .506(5) .204(3) .767(2) .071(9) Uiso d . 1 . H
H13 .555(5) .312(4) .828(3) .094(11) Uiso d . 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'
O O 0.0106 0.0060 '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'
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
C8 O3 C7 117.8(2) no
C10 N1 C3 128.0(2) no
O1 N2 O2 123.0(2) no
O1 N2 C6 118.4(2) no
O2 N2 C6 118.6(2) no
C2 C1 C6 116.3(2) no
C2 C1 C7 119.6(2) no
C6 C1 C7 124.1(2) no
C1 C2 C3 122.6(2) no
C4 C3 C2 119.8(2) no
C4 C3 N1 124.4(2) no
C2 C3 N1 115.8(2) no
C5 C4 C3 118.7(2) no
C4 C5 C6 120.6(2) no
C5 C6 C1 122.0(2) no
C5 C6 N2 117.0(2) no
C1 C6 N2 121.0(2) no
O3 C7 C1 110.3(2) no
O4 C8 O3 122.9(2) no
O4 C8 C9 125.9(2) no
O3 C8 C9 111.2(2) no
O5 C10 N1 122.8(2) no
O5 C10 C11 121.9(2) no
N1 C10 C11 115.3(2) no
H61 O6 H62 117(3) no
C10 N1 H1 120(2) no
C3 N1 H1 112(2) no
C1 C2 H2 120(2) no
C3 C2 H2 118(2) no
C5 C4 H4 117(2) no
C3 C4 H4 124(2) no
C4 C5 H5 120(2) no
C6 C5 H5 120(2) no
O3 C7 H71 105(2) no
C1 C7 H71 111(2) no
O3 C7 H72 108(2) no
C1 C7 H72 113(2) no
H71 C7 H72 109(2) no
C8 C9 H91 112(3) no
C8 C9 H92 107(2) no
H91 C9 H92 109(3) no
C8 C9 H93 116(2) no
H91 C9 H93 107(3) no
H92 C9 H93 107(3) no
C10 C11 H11 109(3) no
C10 C11 H12 112(2) no
H11 C11 H12 116(3) no
C10 C11 H13 105(2) no
H11 C11 H13 106(3) no
H12 C11 H13 107(3) no
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
O1 N2 . 1.223(2) no
O2 N2 . 1.223(2) no
O3 C8 . 1.344(2) no
O3 C7 . 1.439(2) no
O4 C8 . 1.202(2) no
O5 C10 . 1.226(2) no
N1 C10 . 1.358(2) no
N1 C3 . 1.400(2) no
N2 C6 . 1.457(2) no
C1 C2 . 1.382(2) no
C1 C6 . 1.405(2) no
C1 C7 . 1.511(2) no
C2 C3 . 1.397(2) no
C3 C4 . 1.394(2) no
C4 C5 . 1.381(2) no
C5 C6 . 1.386(2) no
C8 C9 . 1.488(2) no
C10 C11 . 1.495(2) no
N1 H1 . .90(3) no
C2 H2 . .92(3) no
C4 H4 . .95(3) no
C5 H5 . .97(3) no
O6 H61 . .81(3) no
O6 H62 . .82(3) no
C7 H71 . .98(2) no
C7 H72 . .92(3) no
C9 H91 . 1.07(5) no
C9 H92 . .88(4) no
C9 H93 . .91(4) no
C11 H11 . .88(4) no
C11 H12 . .94(4) no
C11 H13 . .97(4) no
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
O1 N2 C6 C5 -168.9(2) yes
O2 N2 C6 C5 10.6(2) yes
O1 N2 C6 C1 10.0(2) yes
O2 N2 C6 C1 -170.4(2) yes
C2 C1 C7 O3 -12.5(2) yes
C6 C1 C7 O3 166.3(2) yes
C7 O3 C8 O4 -2.5(2) yes
C7 O3 C8 C9 178.6(2) yes
C3 N1 C10 O5 1.3(3) yes
C3 N1 C10 C11 -176.6(2) yes
C8 O3 C7 C1 98.6(2) yes
C10 N1 C3 C4 -14.3(3) yes
C10 N1 C3 C2 166.2(2) yes
C6 C1 C2 C3 0.3(2) no
C7 C1 C2 C3 179.1(2) no
C1 C2 C3 C4 -1.0(3) no
C1 C2 C3 N1 178.5(2) no
C2 C3 C4 C5 0.9(3) no
N1 C3 C4 C5 -178.6(2) no
C3 C4 C5 C6 0.0(3) no
C4 C5 C6 C1 -0.8(3) no
C4 C5 C6 N2 178.1(2) no
C2 C1 C6 C5 0.7(2) no
C7 C1 C6 C5 -178.1(2) no
C2 C1 C6 N2 -178.2(2) no
C7 C1 C6 N2 3.0(3) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21121631
