#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/08/7200865.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7200865
loop_
_publ_author_name
'Rayat, Sundeep'
'Alawode, Olajide'
'Desper, John'
_publ_section_title
;
 Intermolecular interactions in the crystal structures of substituted
 tetrazolones
;
_journal_issue                   9
_journal_name_full               CrystEngComm
_journal_page_first              1892
_journal_paper_doi               10.1039/b823041b
_journal_volume                  11
_journal_year                    2009
_chemical_formula_moiety         'C9 H10 N4 O2'
_chemical_formula_sum            'C9 H10 N4 O2'
_chemical_formula_weight         206.21
_chemical_name_systematic
;
1-(4-methoxyphenyl)-4-methyl-1,5-dihydro-5H-tetrazolone
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   3.8317(3)
_cell_length_b                   13.8861(13)
_cell_length_c                   17.7714(16)
_cell_measurement_reflns_used    3490
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      32.63
_cell_measurement_theta_min      2.72
_cell_volume                     945.57(14)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0295
_diffrn_reflns_av_sigmaI/netI    0.0267
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            7843
_diffrn_reflns_theta_full        32.56
_diffrn_reflns_theta_max         32.56
_diffrn_reflns_theta_min         2.29
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.449
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             432
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.397
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         2031
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0378
_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/[σ²(Fo²)+(0.0750P)²+0.0400P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1030
_refine_ls_wR_factor_ref         0.1078
_reflns_number_gt                1830
_reflns_number_total             2031
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b823041b.txt
_cod_data_source_block           oa0801m
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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 
;
_cod_original_sg_symbol_H-M      P2(1)2(1)2(1)
_cod_database_code               7200865
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_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
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N11 N 0.4515(3) 0.51022(8) 0.49670(5) 0.0188(2) Uani 1 1 d . . .
N12 N 0.3553(4) 0.53620(9) 0.56787(6) 0.0252(3) Uani 1 1 d . . .
N13 N 0.4437(4) 0.46835(9) 0.61256(6) 0.0267(3) Uani 1 1 d . . .
N14 N 0.5974(3) 0.39757(8) 0.57173(6) 0.0207(2) Uani 1 1 d . . .
C15 C 0.6113(4) 0.42094(10) 0.49677(7) 0.0190(2) Uani 1 1 d . . .
O15 O 0.7347(3) 0.37537(7) 0.44478(5) 0.0266(2) Uani 1 1 d . . .
C16 C 0.7378(5) 0.31118(11) 0.60642(8) 0.0272(3) Uani 1 1 d . . .
H16A H 0.8924 0.2784 0.5707 0.041 Uiso 1 1 calc R . .
H16B H 0.5458 0.2681 0.6203 0.041 Uiso 1 1 calc R . .
H16C H 0.8700 0.3288 0.6516 0.041 Uiso 1 1 calc R . .
C21 C 0.4094(3) 0.57385(9) 0.43480(6) 0.0171(2) Uani 1 1 d . . .
C22 C 0.5237(4) 0.66786(9) 0.44163(7) 0.0189(2) Uani 1 1 d . . .
H22 H 0.6296 0.6888 0.4871 0.023 Uiso 1 1 calc R . .
C23 C 0.4838(4) 0.73183(10) 0.38194(7) 0.0190(2) Uani 1 1 d . . .
H23 H 0.5591 0.7968 0.3865 0.023 Uiso 1 1 calc R . .
C24 C 0.3319(4) 0.69930(9) 0.31557(6) 0.0186(2) Uani 1 1 d . . .
O24 O 0.2758(3) 0.75562(7) 0.25375(5) 0.0242(2) Uani 1 1 d . . .
C25 C 0.2224(4) 0.60349(10) 0.30865(7) 0.0202(2) Uani 1 1 d . . .
H25 H 0.1236 0.5816 0.2627 0.024 Uiso 1 1 calc R . .
C26 C 0.2578(4) 0.54083(9) 0.36854(6) 0.0191(2) Uani 1 1 d . . .
H26 H 0.1796 0.4761 0.3645 0.023 Uiso 1 1 calc R . .
C27 C 0.4063(5) 0.85185(11) 0.25550(9) 0.0275(3) Uani 1 1 d . . .
H27A H 0.3597 0.8832 0.2071 0.041 Uiso 1 1 calc R . .
H27B H 0.6584 0.8507 0.2647 0.041 Uiso 1 1 calc R . .
H27C H 0.2903 0.8877 0.2959 0.041 Uiso 1 1 calc R . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N12 N11 C15 110.82(10) . . ?
N12 N11 C21 121.49(11) . . ?
C15 N11 C21 127.51(10) . . ?
N13 N12 N11 108.01(11) . . ?
N12 N13 N14 108.48(10) . . ?
N13 N14 C15 111.40(11) . . ?
N13 N14 C16 122.17(11) . . ?
C15 N14 C16 126.39(12) . . ?
O15 C15 N14 129.04(13) . . ?
O15 C15 N11 129.67(11) . . ?
N14 C15 N11 101.29(10) . . ?
N14 C16 H16A 109.5 . . ?
N14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C22 C21 C26 121.20(11) . . ?
C22 C21 N11 118.92(11) . . ?
C26 C21 N11 119.88(12) . . ?
C21 C22 C23 120.06(11) . . ?
C21 C22 H22 120.0 . . ?
C23 C22 H22 120.0 . . ?
C24 C23 C22 119.01(12) . . ?
C24 C23 H23 120.5 . . ?
C22 C23 H23 120.5 . . ?
O24 C24 C23 124.21(12) . . ?
O24 C24 C25 115.23(11) . . ?
C23 C24 C25 120.56(11) . . ?
C24 O24 C27 117.62(11) . . ?
C26 C25 C24 120.09(11) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C25 C26 C21 119.06(12) . . ?
C25 C26 H26 120.5 . . ?
C21 C26 H26 120.5 . . ?
O24 C27 H27A 109.5 . . ?
O24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O24 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N11 N12 1.3660(14) . ?
N11 C15 1.3826(17) . ?
N11 C21 1.4201(15) . ?
N12 N13 1.2779(17) . ?
N13 N14 1.3562(17) . ?
N14 C15 1.3721(16) . ?
N14 C16 1.4520(18) . ?
C15 O15 1.2157(15) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C21 C22 1.3824(18) . ?
C21 C26 1.3909(16) . ?
C22 C23 1.3920(18) . ?
C22 H22 0.9500 . ?
C23 C24 1.3906(17) . ?
C23 H23 0.9500 . ?
C24 O24 1.3657(15) . ?
C24 C25 1.4004(19) . ?
O24 C27 1.4270(18) . ?
C25 C26 1.3813(18) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C15 N11 N12 N13 -0.31(17) . . . . ?
C21 N11 N12 N13 -175.68(13) . . . . ?
N11 N12 N13 N14 -0.03(18) . . . . ?
N12 N13 N14 C15 0.36(18) . . . . ?
N12 N13 N14 C16 178.05(14) . . . . ?
N13 N14 C15 O15 178.82(15) . . . . ?
C16 N14 C15 O15 1.2(3) . . . . ?
N13 N14 C15 N11 -0.51(15) . . . . ?
C16 N14 C15 N11 -178.09(14) . . . . ?
N12 N11 C15 O15 -178.83(15) . . . . ?
C21 N11 C15 O15 -3.8(2) . . . . ?
N12 N11 C15 N14 0.49(15) . . . . ?
C21 N11 C15 N14 175.52(13) . . . . ?
N12 N11 C21 C22 48.16(19) . . . . ?
C15 N11 C21 C22 -126.39(14) . . . . ?
N12 N11 C21 C26 -132.36(14) . . . . ?
C15 N11 C21 C26 53.1(2) . . . . ?
C26 C21 C22 C23 0.9(2) . . . . ?
N11 C21 C22 C23 -179.64(12) . . . . ?
C21 C22 C23 C24 -0.8(2) . . . . ?
C22 C23 C24 O24 179.22(13) . . . . ?
C22 C23 C24 C25 -0.3(2) . . . . ?
C23 C24 O24 C27 5.1(2) . . . . ?
C25 C24 O24 C27 -175.31(13) . . . . ?
O24 C24 C25 C26 -178.21(13) . . . . ?
C23 C24 C25 C26 1.4(2) . . . . ?
C24 C25 C26 C21 -1.3(2) . . . . ?
C22 C21 C26 C25 0.2(2) . . . . ?
N11 C21 C26 C25 -179.32(12) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 25940881
