#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/08/7200863.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_7200863
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         'C8 H8 N4 O2'
_chemical_formula_sum            'C8 H8 N4 O2'
_chemical_formula_weight         192.18
_chemical_name_systematic
;
1-(4-methoxyphenyl)-1,5-dihydro-5H-tetrazolone
;
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 104.7990(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.1689(3)
_cell_length_b                   6.9582(2)
_cell_length_c                   12.1607(4)
_cell_measurement_reflns_used    5255
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      33.12
_cell_measurement_theta_min      2.34
_cell_volume                     831.91(4)
_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 0.987
_diffrn_measured_fraction_theta_max 0.987
_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  0.0167
_diffrn_reflns_av_sigmaI/netI    0.0170
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9747
_diffrn_reflns_theta_full        33.14
_diffrn_reflns_theta_max         33.14
_diffrn_reflns_theta_min         2.34
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.534
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             400
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.557
_refine_diff_density_min         -0.221
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     131
_refine_ls_number_reflns         3139
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0399
_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)+(0.0800P)²+0.1000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1148
_refine_ls_wR_factor_ref         0.1205
_reflns_number_gt                2760
_reflns_number_total             3139
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b823041b.txt
_cod_data_source_block           oa0802m
_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 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7200863
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_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 0.26670(6) 0.62031(9) 0.12803(5) 0.01675(13) Uani 1 1 d . . .
N12 N 0.16018(6) 0.65394(10) 0.03502(5) 0.02099(14) Uani 1 1 d . . .
N13 N 0.20357(7) 0.63548(11) -0.05432(6) 0.02278(15) Uani 1 1 d . . .
N14 N 0.33787(6) 0.59200(10) -0.02148(5) 0.02060(14) Uani 1 1 d . . .
H14 H 0.3858(12) 0.5622(17) -0.0714(10) 0.025 Uiso 1 1 d . . .
C15 C 0.38244(7) 0.57825(10) 0.09385(6) 0.01737(14) Uani 1 1 d . . .
O15 O 0.49690(5) 0.53755(9) 0.15220(5) 0.02222(14) Uani 1 1 d . . .
C21 C 0.24563(7) 0.61735(10) 0.23922(6) 0.01563(14) Uani 1 1 d . . .
C22 C 0.11425(7) 0.58535(11) 0.25065(6) 0.01828(14) Uani 1 1 d . . .
H22 H 0.0413 0.5638 0.1853 0.022 Uiso 1 1 calc R . .
C23 C 0.09123(7) 0.58536(11) 0.35784(6) 0.01951(15) Uani 1 1 d . . .
H23 H 0.0020 0.5643 0.3662 0.023 Uiso 1 1 calc R . .
C24 C 0.19866(7) 0.61628(10) 0.45408(6) 0.01738(14) Uani 1 1 d . . .
O24 O 0.16287(6) 0.61789(10) 0.55476(5) 0.02392(14) Uani 1 1 d . . .
C25 C 0.33011(7) 0.64447(11) 0.44240(6) 0.01798(14) Uani 1 1 d . . .
H25 H 0.4035 0.6629 0.5078 0.022 Uiso 1 1 calc R . .
C26 C 0.35341(7) 0.64556(10) 0.33411(6) 0.01738(14) Uani 1 1 d . . .
H26 H 0.4426 0.6655 0.3254 0.021 Uiso 1 1 calc R . .
C27 C 0.26852(9) 0.64091(15) 0.65631(7) 0.02812(18) Uani 1 1 d . . .
H27A H 0.2294 0.6401 0.7221 0.042 Uiso 1 1 calc R . .
H27B H 0.3152 0.7634 0.6536 0.042 Uiso 1 1 calc R . .
H27C H 0.3337 0.5351 0.6632 0.042 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 110.08(6) . . ?
N12 N11 C21 120.50(6) . . ?
C15 N11 C21 129.22(6) . . ?
N13 N12 N11 108.19(6) . . ?
N12 N13 N14 108.20(6) . . ?
N13 N14 C15 111.35(6) . . ?
N13 N14 H14 122.3(8) . . ?
C15 N14 H14 125.9(8) . . ?
O15 C15 N14 128.77(7) . . ?
O15 C15 N11 129.07(7) . . ?
N14 C15 N11 102.16(6) . . ?
C26 C21 C22 120.83(7) . . ?
C26 C21 N11 120.65(6) . . ?
C22 C21 N11 118.51(6) . . ?
C23 C22 C21 119.40(7) . . ?
C23 C22 H22 120.3 . . ?
C21 C22 H22 120.3 . . ?
C22 C23 C24 120.33(6) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
O24 C24 C25 124.98(7) . . ?
O24 C24 C23 114.97(6) . . ?
C25 C24 C23 120.05(7) . . ?
C24 O24 C27 117.67(6) . . ?
C24 C25 C26 119.68(7) . . ?
C24 C25 H25 120.2 . . ?
C26 C25 H25 120.2 . . ?
C21 C26 C25 119.69(6) . . ?
C21 C26 H26 120.2 . . ?
C25 C26 H26 120.2 . . ?
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 1.3717(8) . ?
N11 C15 1.3761(9) . ?
N11 C21 1.4221(9) . ?
N12 N13 1.2792(9) . ?
N13 N14 1.3556(9) . ?
N14 C15 1.3627(9) . ?
N14 H14 0.895(12) . ?
C15 O15 1.2315(8) . ?
C21 C26 1.3876(10) . ?
C21 C22 1.3959(9) . ?
C22 C23 1.3819(10) . ?
C22 H22 0.9500 . ?
C23 C24 1.3987(10) . ?
C23 H23 0.9500 . ?
C24 O24 1.3635(8) . ?
C24 C25 1.3937(10) . ?
O24 C27 1.4238(10) . ?
C25 C26 1.3963(10) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N14 H14 O15 0.895(12) 1.863(12) 2.7435(8) 167.9(11) 3_665
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 -0.14(9) . . . . ?
C21 N11 N12 N13 -175.42(6) . . . . ?
N11 N12 N13 N14 -0.63(9) . . . . ?
N12 N13 N14 C15 1.21(9) . . . . ?
N13 N14 C15 O15 178.45(8) . . . . ?
N13 N14 C15 N11 -1.21(8) . . . . ?
N12 N11 C15 O15 -178.84(8) . . . . ?
C21 N11 C15 O15 -4.09(13) . . . . ?
N12 N11 C15 N14 0.81(8) . . . . ?
C21 N11 C15 N14 175.57(7) . . . . ?
N12 N11 C21 C26 -159.12(7) . . . . ?
C15 N11 C21 C26 26.60(11) . . . . ?
N12 N11 C21 C22 20.92(9) . . . . ?
C15 N11 C21 C22 -153.36(8) . . . . ?
C26 C21 C22 C23 1.19(11) . . . . ?
N11 C21 C22 C23 -178.85(6) . . . . ?
C21 C22 C23 C24 -0.29(11) . . . . ?
C22 C23 C24 O24 178.41(7) . . . . ?
C22 C23 C24 C25 -0.95(11) . . . . ?
C25 C24 O24 C27 -3.17(11) . . . . ?
C23 C24 O24 C27 177.50(7) . . . . ?
O24 C24 C25 C26 -178.00(7) . . . . ?
C23 C24 C25 C26 1.30(11) . . . . ?
C22 C21 C26 C25 -0.84(10) . . . . ?
N11 C21 C26 C25 179.20(6) . . . . ?
C24 C25 C26 C21 -0.41(11) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 713443
