#------------------------------------------------------------------------------
#$Date: 2017-10-13 08:09:21 +0200 (vie 13 de oct de 2017) $
#$Revision: 201973 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/00/2200020.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_2200020
loop_
_publ_author_name
'Kumasaki, Mieko'
'Kinbara, Kazushi'
'Wada, Yuji'
'Arai, Mitsuru'
'Tamura, Masamitsu'
_publ_section_title
;
 Azidoacetamide, a neutral small organic azide
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o6
_journal_page_last               o8
_journal_paper_doi               10.1107/S160053680001850X
_journal_volume                  57
_journal_year                    2001
_chemical_formula_moiety         'C2 H4 N4 O1'
_chemical_formula_sum            'C2 H4 N4 O'
_chemical_formula_weight         100.08
_chemical_name_systematic        Azidoacetamide
_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_type_scat_source
;
Waasmaier & Kirfel (1995)
;
_cell_angle_alpha                90.0
_cell_angle_beta                 99.36(2)
_cell_angle_gamma                90.0
_cell_formula_units_Z            4
_cell_length_a                   6.648(4)
_cell_length_b                   5.1190(9)
_cell_length_c                   13.124(5)
_cell_measurement_reflns_used    192
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.4
_cell_measurement_theta_min      1.0
_cell_volume                     440.7(3)
_computing_cell_refinement       'MAC-DENZO (Otwinowski & Minor, 1996)'
_computing_data_collection
'DIP Image Plate Control Software (MacScience, 1992)'
_computing_data_reduction        'maXus (Mackay et al., 1997)'
_computing_molecular_graphics    maXus
_computing_publication_material  maXus
_computing_structure_refinement  maXus
_computing_structure_solution    maXus
_diffrn_measurement_device_type  'DIP Image Plate'
_diffrn_measurement_method       φ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .029
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            1544
_diffrn_reflns_theta_full        26.4
_diffrn_reflns_theta_max         26.4
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    .13
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.509
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_size_max          .2
_exptl_crystal_size_mid          .2
_exptl_crystal_size_min          .2
_refine_diff_density_max         .22
_refine_diff_density_min         -.29
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.14
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     80
_refine_ls_number_reflns         848
_refine_ls_R_factor_gt           .050
_refine_ls_shift/su_max          <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     'w = 1/[σ²(Fo) + 0.03Fo²]'
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_ref         .095
_reflns_number_gt                848
_reflns_number_total             848
_reflns_threshold_expression     I>0
_cod_data_source_file            cf6003.cif
_cod_data_source_block           I
_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:

'_atom_site_adp_type' tag value 'Uij' was replaced with 'Uani' value
7 times.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

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_cell_volume        440.7(5)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_original_formula_sum        'C2 H4 N4 O1'
_cod_database_code               2200020
loop_
_symmetry_equiv_pos_as_xyz
+X,+Y,+Z
'-X,-Y,-Z '
-X+1/2,+Y+1/2,-Z+1/2
+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_occupancy
O1 .73180(10) .04690(10) .13075(4) .0258(3) Uani 1.00
N3 .77440(10) .48390(10) .14557(6) .0169(3) Uani 1.00
N5 .75190(10) .55520(10) -.05640(5) .0231(4) Uani 1.00
N6 .69820(10) .59540(10) -.14931(6) .0206(3) Uani 1.00
N7 .65180(10) .6566(2) -.23253(6) .0368(4) Uani 1.00
C2 .74890(10) .26460(10) .09127(6) .0135(3) Uani 1.00
C4 .7399(2) .28020(10) -.02374(6) .0165(4) Uani 1.00
H3A .772(2) .482(2) .2186(8) .028(3) Uiso 1.00
H3B .777(2) .635(2) .1125(8) .038(3) Uiso 1.00
H4A .610(2) .196(2) -.0601(7) .028(2) Uiso 1.00
H4B .857(2) .181(2) -.0425(8) .036(3) Uiso 1.00
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 .0551(5) .0086(2) .0121(3) .0008(3) .0015(3) .0025(2)
N3 .0321(5) .0089(3) .0088(4) -.0024(3) .0023(3) -.0016(2)
N5 .0421(5) .0162(3) .0099(4) -.0035(3) .0024(3) .0036(3)
N6 .0266(5) .0173(3) .0179(4) .0022(3) .0075(3) .0048(3)
N7 .0508(7) .0381(4) .0203(5) .0041(4) .0039(4) .0149(3)
C2 .0194(5) .0112(3) .0091(4) .0012(3) -.0007(3) -.0005(3)
C4 .0281(5) .0102(3) .0104(4) .0008(3) .0020(3) .0007(3)
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
N6 N5 C4 115.20(10) yes
N5 N6 N7 173.50(10) yes
O1 C2 N3 123.20(10) yes
O1 C2 C4 118.40(10) yes
N3 C2 C4 118.40(10) yes
N5 C4 C2 110.30(10) yes
C2 N3 H3A 120.5(5) no
C2 N3 H3B 119.1(7) no
H3A N3 H3B 119.9(9) no
N5 C4 H4A 110.6(5) no
N5 C4 H4B 109.6(6) no
C2 C4 H4A 110.1(6) no
C2 C4 H4B 108.5(6) no
H4A C4 H4B 107.8(8) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C2 . . 1.2420(10) yes
N3 C2 . . 1.3260(10) yes
N5 N6 . . 1.231(2) yes
N5 C4 . . 1.4780(10) yes
N6 N7 . . 1.130(2) yes
C2 C4 . . 1.503(2) yes
N3 H3A . . .96(2) no
N3 H3B . . .89(2) no
C4 H4A . . 1.010(10) no
C4 H4B . . .99(2) no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
O1 N3 2.8990(10) 1_555 1_545 yes
O1 N3 2.9600(10) 1_555 3_645 yes
O1 H3A 2.010(10) 1_555 3_645 yes
O1 H3B 2.150(10) 1_555 1_545 yes
O1 H4A 2.626(9) 1_555 2_655 yes
N6 N7 2.9910(10) 1_555 3_644 yes
N7 N7 2.9430(10) 1_555 3_644 yes
N7 N7 2.9430(10) 1_555 3_654 yes
N7 H3A 2.940(10) 1_555 2_665 yes
N7 H4B 2.946(9) 1_555 3_654 yes
C2 H3A 2.906(9) 1_555 3_645 yes
H3A H3A 2.720(10) 1_555 3_645 yes
H3A H3A 2.720(10) 1_555 3_655 yes
H3A H3B 2.900(10) 1_555 3_645 yes
H3B H4A 2.700(10) 1_555 2_665 yes
H3B H4B 2.900(10) 1_555 2_765 yes
H4B H4B 2.760(10) 1_555 2_755 yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
N3 H3A O1 3_645 3_645 1_555 .96(2) 2.010(10) 2.9600(10) yes
N3 H3B O1 1_545 1_545 1_555 .89(2) 2.150(10) 2.8990(10) yes
N3 H3B N5 1_555 1_555 1_555 .89(2) 2.230(10) 2.6560(10) 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
N6 N5 C4 C2 -163.60(10) yes
O1 C2 C4 N5 176.90(10) yes
N3 C2 C4 N5 -2.90(10) yes
H3A N3 C2 O1 -4.1(7) no
H3A N3 C2 C4 175.8(7) no
H3B N3 C2 O1 -175.6(8) no
H3B N3 C2 C4 4.3(8) no
N6 N5 C4 H4A -41.6(6) no
N6 N5 C4 H4B 77.1(7) no
O1 C2 C4 H4A 54.7(6) no
O1 C2 C4 H4B -63.0(7) no
N3 C2 C4 H4A -125.2(6) no
N3 C2 C4 H4B 117.1(7) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 2496953
