#------------------------------------------------------------------------------
#$Date: 2019-10-11 09:36:12 +0300 (Fri, 11 Oct 2019) $
#$Revision: 219272 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/18/4121881.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_4121881
loop_
_publ_author_name
'Baidya, Mahiuddin'
'Yamamoto, Hisashi'
_publ_section_title
;
 Metal Nitrite: A Powerful Oxidizing Reagent
;
_journal_coden_ASTM              JACSAT
_journal_issue                   35
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              13880
_journal_page_last               13882
_journal_paper_doi               10.1021/ja206736q
_journal_volume                  133
_journal_year                    2011
_chemical_formula_sum            'C5 H8 N O2.5'
_chemical_formula_weight         122.12
_space_group_IT_number           14
_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                 112.505(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   8.588(2)
_cell_length_b                   10.497(3)
_cell_length_c                   13.784(3)
_cell_measurement_temperature    293(2)
_cell_volume                     1148.0(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.962
_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  0.0305
_diffrn_reflns_av_sigmaI/netI    0.0482
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7778
_diffrn_reflns_theta_full        28.31
_diffrn_reflns_theta_max         28.31
_diffrn_reflns_theta_min         2.51
_exptl_absorpt_coefficient_mu    0.114
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             520
_refine_diff_density_max         0.330
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.977
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2750
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.977
_refine_ls_R_factor_all          0.0603
_refine_ls_R_factor_gt           0.0440
_refine_ls_shift/su_max          0.486
_refine_ls_shift/su_mean         0.044
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0515P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1000
_refine_ls_wR_factor_ref         0.1045
_reflns_number_gt                2033
_reflns_number_total             2750
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             4106737
_cod_data_source_file            ja206736q_si_002.cif
_cod_data_source_block           baid07s
_cod_depositor_comments
;
 Updated bibliographic information.

 Antanas Vaitkus,
 2019-10-11

 Marked entry as a duplicate of entry 4106737.

 Antanas Vaitkus,
 2019-10-11
;
_cod_database_code               4121881
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_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
C1 C 0.5178(2) 0.71163(15) 0.68216(12) 0.0226(3) Uani 1 1 d .
H1A H 0.6296 0.6788 0.7222 0.027 Uiso 1 1 calc R
H1B H 0.5257 0.8024 0.6716 0.027 Uiso 1 1 calc R
C2 C 0.40100(19) 0.68549(14) 0.73754(11) 0.0198(3) Uani 1 1 d .
C3 C 0.29186(19) 0.57688(14) 0.68335(11) 0.0196(3) Uani 1 1 d .
C4 C 0.3418(2) 0.52886(15) 0.59718(12) 0.0231(4) Uani 1 1 d .
H4A H 0.2437 0.5079 0.5350 0.028 Uiso 1 1 calc R
H4B H 0.4135 0.4543 0.6194 0.028 Uiso 1 1 calc R
C5 C 0.4386(2) 0.64243(15) 0.57666(12) 0.0233(4) Uani 1 1 d .
H5A H 0.5251 0.6130 0.5529 0.028 Uiso 1 1 calc R
H5B H 0.3625 0.6985 0.5237 0.028 Uiso 1 1 calc R
C6 C 0.7072(2) 0.87384(16) 0.52702(12) 0.0270(4) Uani 1 1 d .
H6A H 0.6060 0.8223 0.4994 0.032 Uiso 1 1 calc R
H6B H 0.6894 0.9409 0.5700 0.032 Uiso 1 1 calc R
C7 C 0.7465(2) 0.93018(15) 0.43865(12) 0.0214(3) Uani 1 1 d .
C8 C 0.90491(19) 0.86901(14) 0.44118(11) 0.0194(3) Uani 1 1 d .
C9 C 0.9769(2) 0.78261(15) 0.53297(12) 0.0229(3) Uani 1 1 d .
H9A H 1.0897 0.8094 0.5776 0.028 Uiso 1 1 calc R
H9B H 0.9817 0.6958 0.5101 0.028 Uiso 1 1 calc R
C10 C 0.8574(2) 0.79209(18) 0.59195(13) 0.0325(4) Uani 1 1 d .
H10A H 0.8196 0.7078 0.6019 0.039 Uiso 1 1 calc R
H10B H 0.9155 0.8304 0.6604 0.039 Uiso 1 1 calc R
N1 N 0.16914(16) 0.54435(12) 0.70880(9) 0.0213(3) Uani 1 1 d .
N2 N 0.95600(16) 0.89705(12) 0.36774(9) 0.0208(3) Uani 1 1 d .
O1 O 0.39364(14) 0.74264(10) 0.81284(8) 0.0250(3) Uani 1 1 d .
O2 O 0.08013(14) 0.44360(11) 0.64886(8) 0.0288(3) Uani 1 1 d .
H2 H -0.0117 0.4355 0.6567 0.043 Uiso 1 1 d R
O3 O 0.66468(14) 1.00831(10) 0.37511(8) 0.0266(3) Uani 1 1 d .
O4 O 1.10356(13) 0.83400(10) 0.37885(8) 0.0252(3) Uani 1 1 d .
H4 H 1.1353 0.8571 0.3310 0.038 Uiso 1 1 d R
O5 O 0.20097(13) 0.95819(10) 0.81967(8) 0.0249(3) Uani 1 1 d .
H11 H 0.1717 0.9931 0.7625 0.037 Uiso 1 1 d R
H12 H 0.2593 0.8900 0.8187 0.037 Uiso 1 1 d 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
C2 C1 C5 104.83(12)
O1 C2 C3 125.26(14)
O1 C2 C1 127.22(14)
C3 C2 C1 107.51(12)
N1 C3 C2 119.71(13)
N1 C3 C4 130.17(14)
C2 C3 C4 109.92(13)
C3 C4 C5 102.93(12)
C1 C5 C4 105.51(12)
C7 C6 C10 107.20(13)
O3 C7 C8 125.49(14)
O3 C7 C6 127.21(15)
C8 C7 C6 107.27(13)
N2 C8 C9 131.00(14)
N2 C8 C7 117.84(14)
C9 C8 C7 111.16(12)
C8 C9 C10 105.46(13)
C6 C10 C9 108.20(13)
C3 N1 O2 111.50(12)
C8 N2 O4 112.22(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.500(2)
C1 C5 1.532(2)
C2 O1 1.2212(17)
C2 C3 1.483(2)
C3 N1 1.2781(18)
C3 C4 1.496(2)
C4 C5 1.540(2)
C6 C7 1.504(2)
C6 C10 1.522(2)
C7 O3 1.2093(18)
C7 C8 1.492(2)
C8 N2 1.2821(18)
C8 C9 1.486(2)
C9 C10 1.537(2)
N1 O2 1.3791(16)
N2 O4 1.3852(16)
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
C5 C1 C2 O1 -162.99(15)
C5 C1 C2 C3 16.32(16)
O1 C2 C3 N1 6.6(2)
C1 C2 C3 N1 -172.74(13)
O1 C2 C3 C4 -178.06(14)
C1 C2 C3 C4 2.62(16)
N1 C3 C4 C5 154.54(16)
C2 C3 C4 C5 -20.18(16)
C2 C1 C5 C4 -28.79(16)
C3 C4 C5 C1 29.82(16)
C10 C6 C7 O3 -173.66(15)
C10 C6 C7 C8 7.90(17)
O3 C7 C8 N2 -3.0(2)
C6 C7 C8 N2 175.46(13)
O3 C7 C8 C9 177.08(15)
C6 C7 C8 C9 -4.44(17)
N2 C8 C9 C10 179.28(16)
C7 C8 C9 C10 -0.84(17)
C7 C6 C10 C9 -8.52(18)
C8 C9 C10 C6 5.76(18)
C2 C3 N1 O2 178.78(12)
C4 C3 N1 O2 4.5(2)
C9 C8 N2 O4 0.0(2)
C7 C8 N2 O4 -179.84(12)
