#------------------------------------------------------------------------------
#$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2222930.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_2222930
loop_
_publ_author_name
'He, Chun-Lin'
'Du, Zhi-Ming'
'Tang, Zheng-Qiang'
'Cong, Xiao-Min'
'Meng, Ling-Qiao'
_publ_section_title
;
N-(1-Diacetylamino-1H-tetrazol-5-yl)acetamide
;
_journal_coeditor_code XU2550
_journal_issue 8
_journal_name_full 'Acta Crystallographica Section E'
_journal_page_first o1902
_journal_volume 65
_journal_year 2009
_chemical_formula_iupac 'C7 H10 N6 O3'
_chemical_formula_moiety 'C7 H10 N6 O3'
_chemical_formula_sum 'C7 H10 N6 O3'
_chemical_formula_weight 226.21
_chemical_name_systematic
;
N-(1-Diacetylamino-1H-tetrazol-5-yl)acetamide
;
_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_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 106.987(4)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 6.973(2)
_cell_length_b 16.678(5)
_cell_length_c 8.871(3)
_cell_measurement_reflns_used 3214
_cell_measurement_temperature 93(2)
_cell_measurement_theta_max 27.47
_cell_measurement_theta_min 3.05
_cell_volume 986.6(5)
_computing_cell_refinement 'CrystalClear (Rigaku, 2008)'
_computing_data_collection 'CrystalClear (Rigaku, 2008)'
_computing_data_reduction 'CrystalClear (Rigaku, 2008)'
_computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material 'WinGX (Farrugia, 1999)'
_computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 93(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type 'Rigaku Saturn724+'
_diffrn_measurement_method Multi-scan
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'Rotating Anode'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0284
_diffrn_reflns_av_sigmaI/netI 0.0331
_diffrn_reflns_limit_h_max 8
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_k_max 20
_diffrn_reflns_limit_k_min -21
_diffrn_reflns_limit_l_max 11
_diffrn_reflns_limit_l_min -11
_diffrn_reflns_number 7848
_diffrn_reflns_theta_full 27.47
_diffrn_reflns_theta_max 27.47
_diffrn_reflns_theta_min 3.05
_diffrn_standards_decay_% 0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time 0
_diffrn_standards_number 0
_exptl_absorpt_coefficient_mu 0.122
_exptl_absorpt_correction_type none
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.523
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 472
_exptl_crystal_size_max 0.60
_exptl_crystal_size_mid 0.25
_exptl_crystal_size_min 0.18
_refine_diff_density_max 0.271
_refine_diff_density_min -0.308
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 0.998
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 152
_refine_ls_number_reflns 2255
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 0.998
_refine_ls_R_factor_all 0.0457
_refine_ls_R_factor_gt 0.0371
_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/[\s^2^(Fo^2^)+(0.046P)^2^+0.18P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0836
_refine_ls_wR_factor_ref 0.0892
_reflns_number_gt 1898
_reflns_number_total 2255
_reflns_threshold_expression I>2\s(I)
_[local]_cod_data_source_file xu2550.cif
_[local]_cod_data_source_block I
_[local]_cod_cif_authors_sg_H-M 'P 21/c'
_cod_database_code 2222930
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_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
O O1 0.98846(13) 0.79462(5) 0.37140(10) 0.0163(2) Uani d . 1
O O2 0.33700(14) 0.66238(7) 0.56926(11) 0.0280(3) Uani d . 1
O O3 0.77881(14) 0.53886(6) 0.89046(10) 0.0199(2) Uani d . 1
N N1 0.71476(16) 0.66802(7) 0.30010(12) 0.0170(2) Uani d . 1
N N2 0.60145(16) 0.59851(7) 0.26310(12) 0.0182(3) Uani d . 1
N N3 0.56513(16) 0.56773(6) 0.38460(12) 0.0170(2) Uani d . 1
N N4 0.65849(16) 0.61680(6) 0.50781(12) 0.0141(2) Uani d . 1
N N5 0.64409(15) 0.60537(6) 0.65826(12) 0.0137(2) Uani d . 1
N N6 0.85854(15) 0.73478(6) 0.55048(12) 0.0147(2) Uani d . 1
C C1 0.74742(18) 0.67770(7) 0.45264(14) 0.0133(3) Uani d . 1
C C2 0.46012(19) 0.63385(8) 0.68129(15) 0.0176(3) Uani d . 1
C C3 0.4357(2) 0.62716(9) 0.84238(15) 0.0216(3) Uani d . 1
H H3A 0.3149 0.6562 0.8459 0.026 Uiso calc R 1
H H3B 0.5531 0.6504 0.9195 0.026 Uiso calc R 1
H H3C 0.4232 0.5705 0.8676 0.026 Uiso calc R 1
C C4 0.79059(19) 0.55442(7) 0.76155(15) 0.0153(3) Uani d . 1
C C5 0.9522(2) 0.52400(8) 0.69584(16) 0.0206(3) Uani d . 1
H H5A 1.0570 0.4978 0.7798 0.025 Uiso calc R 1
H H5B 1.0104 0.5690 0.6532 0.025 Uiso calc R 1
H H5C 0.8949 0.4853 0.6116 0.025 Uiso calc R 1
C C6 0.98590(18) 0.78772(7) 0.50729(14) 0.0132(3) Uani d . 1
C C7 1.1204(2) 0.83460(8) 0.63980(15) 0.0186(3) Uani d . 1
H H7A 1.2488 0.8066 0.6799 0.022 Uiso calc R 1
H H7B 1.0572 0.8401 0.7245 0.022 Uiso calc R 1
H H7C 1.1433 0.8879 0.6019 0.022 Uiso calc R 1
H H6N 0.858(2) 0.7348(10) 0.652(2) 0.034(5) Uiso d . 1
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 0.0204(5) 0.0177(5) 0.0116(4) -0.0020(4) 0.0057(4) 0.0007(4)
O2 0.0230(5) 0.0397(6) 0.0199(5) 0.0122(5) 0.0039(4) 0.0046(4)
O3 0.0220(5) 0.0225(5) 0.0150(5) 0.0013(4) 0.0051(4) 0.0037(4)
N1 0.0176(6) 0.0200(6) 0.0128(5) -0.0040(4) 0.0037(4) -0.0021(4)
N2 0.0191(6) 0.0203(6) 0.0148(5) -0.0039(4) 0.0044(4) -0.0020(4)
N3 0.0186(6) 0.0177(6) 0.0139(5) -0.0034(4) 0.0034(4) -0.0026(4)
N4 0.0172(5) 0.0152(5) 0.0099(5) -0.0029(4) 0.0040(4) -0.0007(4)
N5 0.0151(5) 0.0161(5) 0.0106(5) -0.0005(4) 0.0049(4) 0.0016(4)
N6 0.0181(5) 0.0169(6) 0.0099(5) -0.0042(4) 0.0051(4) -0.0015(4)
C1 0.0130(6) 0.0143(6) 0.0130(6) 0.0000(5) 0.0043(5) 0.0011(5)
C2 0.0167(7) 0.0192(7) 0.0170(6) -0.0001(5) 0.0051(5) -0.0007(5)
C3 0.0183(7) 0.0295(8) 0.0187(7) 0.0018(5) 0.0083(6) -0.0004(6)
C4 0.0152(7) 0.0130(6) 0.0160(6) -0.0024(5) 0.0021(5) -0.0005(5)
C5 0.0185(7) 0.0217(7) 0.0228(7) 0.0031(5) 0.0079(6) 0.0018(6)
C6 0.0142(6) 0.0133(6) 0.0125(6) 0.0022(5) 0.0045(5) 0.0016(5)
C7 0.0218(7) 0.0182(7) 0.0154(6) -0.0047(5) 0.0048(5) -0.0027(5)
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 N2 105.16(10)
N3 N2 N1 111.96(10)
N2 N3 N4 105.48(10)
C1 N4 N3 108.73(10)
C1 N4 N5 128.57(10)
N3 N4 N5 122.52(10)
N4 N5 C4 117.38(10)
N4 N5 C2 114.32(10)
C4 N5 C2 127.12(10)
C1 N6 C6 124.02(11)
C1 N6 H6N 117.8(11)
C6 N6 H6N 117.9(11)
N1 C1 N4 108.66(11)
N1 C1 N6 129.41(11)
N4 C1 N6 121.84(11)
O2 C2 N5 117.62(12)
O2 C2 C3 124.49(12)
N5 C2 C3 117.89(11)
C2 C3 H3A 109.5
C2 C3 H3B 109.5
H3A C3 H3B 109.5
C2 C3 H3C 109.5
H3A C3 H3C 109.5
H3B C3 H3C 109.5
O3 C4 N5 120.21(12)
O3 C4 C5 124.47(12)
N5 C4 C5 115.32(11)
C4 C5 H5A 109.5
C4 C5 H5B 109.5
H5A C5 H5B 109.5
C4 C5 H5C 109.5
H5A C5 H5C 109.5
H5B C5 H5C 109.5
O1 C6 N6 122.10(12)
O1 C6 C7 122.90(11)
N6 C6 C7 115.00(11)
C6 C7 H7A 109.5
C6 C7 H7B 109.5
H7A C7 H7B 109.5
C6 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C6 1.2164(15)
O2 C2 1.2052(16)
O3 C4 1.1987(15)
N1 C1 1.3149(16)
N1 N2 1.3871(15)
N2 N3 1.2841(15)
N3 N4 1.3684(15)
N4 C1 1.3538(16)
N4 N5 1.3806(14)
N5 C4 1.4346(16)
N5 C2 1.4374(16)
N6 C1 1.3663(16)
N6 C6 1.3834(16)
N6 H6N 0.900(16)
C2 C3 1.4919(18)
C3 H3A 0.9800
C3 H3B 0.9800
C3 H3C 0.9800
C4 C5 1.5004(18)
C5 H5A 0.9800
C5 H5B 0.9800
C5 H5C 0.9800
C6 C7 1.4927(17)
C7 H7A 0.9800
C7 H7B 0.9800
C7 H7C 0.9800
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
N6 H6N O1 4_576 0.902(17) 1.955(17) 2.7675(16) 149.1(14)
N6 H6N N1 4_576 0.902(17) 2.473(16) 3.1359(18) 130.6(13)
C3 H3A O1 4_476 0.98 2.4900 3.459(2) 169.00
C7 H7C O3 2_756 0.98 2.5700 3.505(2) 159.00
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
C1 N1 N2 N3 0.53(14)
N1 N2 N3 N4 -0.89(14)
N2 N3 N4 C1 0.93(13)
N2 N3 N4 N5 176.44(11)
C1 N4 N5 C4 -96.01(15)
N3 N4 N5 C4 89.42(14)
C1 N4 N5 C2 95.54(15)
N3 N4 N5 C2 -79.02(14)
N2 N1 C1 N4 0.09(14)
N2 N1 C1 N6 176.77(12)
N3 N4 C1 N1 -0.63(14)
N5 N4 C1 N1 -175.79(11)
N3 N4 C1 N6 -177.61(11)
N5 N4 C1 N6 7.2(2)
C6 N6 C1 N1 -10.5(2)
C6 N6 C1 N4 165.81(11)
N4 N5 C2 O2 1.79(17)
C4 N5 C2 O2 -165.32(12)
N4 N5 C2 C3 -177.37(11)
C4 N5 C2 C3 15.51(18)
N4 N5 C4 O3 -175.90(11)
C2 N5 C4 O3 -9.13(19)
N4 N5 C4 C5 4.14(15)
C2 N5 C4 C5 170.91(12)
C1 N6 C6 O1 10.13(19)
C1 N6 C6 C7 -169.21(11)