#------------------------------------------------------------------------------
#$Date: 2017-10-13 12:31:46 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201979 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/23/42/2234214.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_2234214
loop_
_publ_author_name
'Wang, Ying-Chun'
'Jie, Xu'
_publ_section_title
;
 Diisopropylammonium nitrite
;
_journal_coeditor_code           HB6657
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o986
_journal_paper_doi               10.1107/S1600536812008574
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          'C6 H16 N +, N O2 -'
_chemical_formula_moiety         'C6 H16 N +, N O2 -'
_chemical_formula_sum            'C6 H16 N2 O2'
_chemical_formula_weight         148.21
_chemical_name_systematic
;
Diisopropylammonium nitrite
;
_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                 94.16(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.2314(16)
_cell_length_b                   7.7466(15)
_cell_length_c                   14.583(3)
_cell_measurement_reflns_used    2127
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.62
_cell_volume                     927.4(3)
_computing_cell_refinement       'CrystalClear (Rigaku, 2005)'
_computing_data_collection       'CrystalClear (Rigaku, 2005)'
_computing_data_reduction        'CrystalClear (Rigaku, 2005)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 13.6612
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Rigaku Mercury2 CCD'
_diffrn_measurement_method       'CCD profile fitting'
_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  0.0745
_diffrn_reflns_av_sigmaI/netI    0.0673
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9189
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.62
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.910
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrystalClear; Rigaku, 2005)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.061
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.501
_refine_diff_density_min         -0.317
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     95
_refine_ls_number_reflns         2127
_refine_ls_number_restraints     15
_refine_ls_restrained_S_all      1.199
_refine_ls_R_factor_all          0.1382
_refine_ls_R_factor_gt           0.0843
_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)+(0.1379P)²+0.0979P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2450
_refine_ls_wR_factor_ref         0.2848
_reflns_number_gt                1130
_reflns_number_total             2127
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb6657.cif
_cod_data_source_block           I
_cod_original_cell_volume        927.5(3)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2234214
_cod_database_fobs_code          2234214
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_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
_atom_site_symmetry_multiplicity
N N1 0.6713(3) 0.1958(3) 0.35567(15) 0.0543(7) Uani d . 1 1
H H1D 0.6950 0.0825 0.3543 0.065 Uiso calc R 1 1
H H1E 0.6890 0.2393 0.3000 0.065 Uiso calc R 1 1
C C2 0.4930(4) 0.2132(4) 0.3690(2) 0.0624(9) Uani d . 1 1
H H2A 0.4733 0.1702 0.4304 0.075 Uiso calc R 1 1
O O1 0.7263(3) 0.3533(3) 0.18791(17) 0.0931(9) Uani d U 1 1
C C5 0.7889(4) 0.2792(4) 0.4247(2) 0.0686(9) Uani d . 1 1
H H5A 0.7676 0.4037 0.4255 0.082 Uiso calc R 1 1
N N2 0.7438(4) 0.2425(4) 0.1320(2) 0.0925(9) Uani d U 1 1
O O2 0.8050(4) 0.2847(5) 0.0648(2) 0.1177(10) Uani d U 1 1
C C6 0.7724(5) 0.2066(6) 0.5196(2) 0.0918(12) Uani d . 1 1
H H6A 0.6642 0.2277 0.5376 0.138 Uiso calc R 1 1
H H6B 0.8500 0.2614 0.5626 0.138 Uiso calc R 1 1
H H6C 0.7925 0.0846 0.5192 0.138 Uiso calc R 1 1
C C3 0.3999(4) 0.1012(6) 0.2986(3) 0.0909(12) Uani d . 1 1
H H3A 0.4409 -0.0148 0.3032 0.136 Uiso calc R 1 1
H H3B 0.4133 0.1453 0.2381 0.136 Uiso calc R 1 1
H H3C 0.2865 0.1017 0.3099 0.136 Uiso calc R 1 1
C C4 0.9579(5) 0.2488(7) 0.3938(3) 0.1037(14) Uani d . 1 1
H H4A 0.9700 0.3099 0.3374 0.156 Uiso calc R 1 1
H H4B 0.9736 0.1275 0.3841 0.156 Uiso calc R 1 1
H H4C 1.0374 0.2895 0.4402 0.156 Uiso calc R 1 1
C C1 0.4425(5) 0.3998(5) 0.3631(3) 0.0941(13) Uani d . 1 1
H H1A 0.5025 0.4643 0.4104 0.141 Uiso calc R 1 1
H H1B 0.3280 0.4089 0.3710 0.141 Uiso calc R 1 1
H H1C 0.4646 0.4452 0.3040 0.141 Uiso calc R 1 1
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
C5 N1 C2 117.8(2)
C5 N1 H1D 107.9
C2 N1 H1D 107.9
C5 N1 H1E 107.9
C2 N1 H1E 107.9
H1D N1 H1E 107.2
N1 C2 C1 110.4(3)
N1 C2 C3 108.2(2)
C1 C2 C3 112.9(3)
N1 C2 H2A 108.4
C1 C2 H2A 108.4
C3 C2 H2A 108.4
N1 C5 C6 111.1(3)
N1 C5 C4 107.3(3)
C6 C5 C4 111.2(3)
N1 C5 H5A 109.1
C6 C5 H5A 109.1
C4 C5 H5A 109.1
O2 N2 O1 116.4(4)
C5 C6 H6A 109.5
C5 C6 H6B 109.5
H6A C6 H6B 109.5
C5 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
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
C5 C4 H4A 109.5
C5 C4 H4B 109.5
H4A C4 H4B 109.5
C5 C4 H4C 109.5
H4A C4 H4C 109.5
H4B C4 H4C 109.5
C2 C1 H1A 109.5
C2 C1 H1B 109.5
H1A C1 H1B 109.5
C2 C1 H1C 109.5
H1A C1 H1C 109.5
H1B C1 H1C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C5 1.492(4)
N1 C2 1.500(4)
N1 H1D 0.9000
N1 H1E 0.9000
C2 C1 1.505(5)
C2 C3 1.509(5)
C2 H2A 0.9800
O1 N2 1.200(4)
C5 C6 1.510(5)
C5 C4 1.512(5)
C5 H5A 0.9800
N2 O2 1.181(4)
C6 H6A 0.9600
C6 H6B 0.9600
C6 H6C 0.9600
C3 H3A 0.9600
C3 H3B 0.9600
C3 H3C 0.9600
C4 H4A 0.9600
C4 H4B 0.9600
C4 H4C 0.9600
C1 H1A 0.9600
C1 H1B 0.9600
C1 H1C 0.9600
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
N1 H1E O1 . 0.90 1.90 2.800(3) 174
N1 H1D O1 2_645 0.90 2.00 2.869(3) 161
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 N1 C2 C1 63.0(3)
C5 N1 C2 C3 -173.0(3)
C2 N1 C5 C6 60.4(3)
C2 N1 C5 C4 -177.8(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 106115
