#------------------------------------------------------------------------------
#$Date: 2017-10-13 08:09:21 +0200 (vie 13 de oct de 2017) $
#$Revision: 201973 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/97/2209798.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_2209798
loop_
_publ_author_name
'Samuel Robinson Jebas'
'Thailampillai Balasubramanian'
'Mark E. Light'
_publ_section_title
;
 Nicotinium nitrate monohydrate
;
_journal_coeditor_code           CI2097
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3481
_journal_page_last               o3482
_journal_paper_doi               10.1107/S1600536806027474
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C6 H6 N O2 +, N O3 -, H2 O'
_chemical_formula_moiety         'C6 H6 N O2 +, N O3 -, H2 O'
_chemical_formula_sum            'C6 H8 N2 O6'
_chemical_formula_weight         204.14
_chemical_name_systematic
;
Nicotinium nitrate monohydrate
;
_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'
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 100.967(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.6539(7)
_cell_length_b                   12.3682(15)
_cell_length_c                   10.1814(15)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      26.02
_cell_measurement_theta_min      1.00
_cell_volume                     822.59(18)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) and COLLECT'
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_data_reduction        'DENZO and COLLECT'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker--Nonius FR591 rotating anode'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1092
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6153
_diffrn_reflns_theta_full        26.09
_diffrn_reflns_theta_max         26.09
_diffrn_reflns_theta_min         3.29
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.15
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_correction_T_min  0.970
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.641
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.259
_refine_diff_density_min         -0.301
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     135
_refine_ls_number_reflns         1604
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.984
_refine_ls_R_factor_gt           0.0545
_refine_ls_shift/su_max          0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0639P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1366
_reflns_number_gt                894
_reflns_number_total             1604
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ci2097.cif
_cod_data_source_block           I
_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.

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (4
times).

'_geom_hbond_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (8 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

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.

'_geom_bond_publ_flag' value 'Y' changed to 'y'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (4
times).

'_geom_hbond_publ_flag' value 'Y' changed to 'y' according
to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary
named 'cif_core.dic' version 2.4.1 from 2010-06-29 (8 times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2209798
_cod_database_fobs_code          2209798
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
O O1 0.0945(3) 0.36210(16) 0.3701(2) 0.0259(6) Uani d . 1
H H1A 0.0866 0.4279 0.3602 0.039 Uiso calc R 1
O O2 -0.0994(3) 0.36163(16) 0.1648(2) 0.0258(6) Uani d . 1
N N1 0.1318(3) 0.03157(19) 0.3733(3) 0.0205(7) Uani d . 1
H H1 0.2044 -0.001 0.4406 0.025 Uiso calc R 1
C C2 0.1259(4) 0.1401(2) 0.3736(3) 0.0196(7) Uani d . 1
H H2 0.1984 0.1786 0.4458 0.023 Uiso calc R 1
C C3 0.0112(4) 0.1940(2) 0.2659(3) 0.0167(7) Uani d . 1
C C4 -0.0953(4) 0.1334(2) 0.1597(3) 0.0211(8) Uani d . 1
H H4 -0.1732 0.168 0.0861 0.025 Uiso calc R 1
C C5 -0.0851(4) 0.0216(2) 0.1637(3) 0.0219(8) Uani d . 1
H H5 -0.1556 -0.0191 0.0929 0.026 Uiso calc R 1
C C6 0.0292(4) -0.0283(2) 0.2724(3) 0.0209(8) Uani d . 1
H H6 0.0361 -0.1034 0.2764 0.025 Uiso calc R 1
C C7 -0.0042(4) 0.3138(2) 0.2603(3) 0.0181(7) Uani d . 1
N N2 0.3245(4) 0.8028(2) 0.5438(3) 0.0235(7) Uani d . 1
O O3 0.3502(3) 0.90208(16) 0.5744(2) 0.0243(6) Uani d . 1
O O4 0.4266(3) 0.73309(17) 0.6135(2) 0.0342(7) Uani d . 1
O O5 0.1940(3) 0.77703(17) 0.4435(2) 0.0268(6) Uani d . 1
O O6 0.0695(4) 0.56951(18) 0.3383(3) 0.0264(6) Uani d . 1
H H6A 0.124(6) 0.634(4) 0.377(4) 0.067(14) Uiso d . 1
H H6B 0.002(6) 0.584(4) 0.258(5) 0.082(17) 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 0.0344(12) 0.0150(12) 0.0236(14) 0.0002(10) -0.0062(10) -0.0002(10)
O2 0.0352(12) 0.0176(12) 0.0210(13) 0.0032(10) -0.0040(10) 0.0015(10)
N1 0.0219(14) 0.0155(14) 0.0227(16) 0.0005(11) 0.0003(11) 0.0030(12)
C2 0.0169(16) 0.0196(17) 0.0207(18) -0.0013(13) -0.0002(13) -0.0022(14)
C3 0.0182(16) 0.0153(17) 0.0163(18) -0.0003(12) 0.0023(13) -0.0026(13)
C4 0.0198(16) 0.0225(18) 0.0204(19) 0.0011(13) 0.0021(13) 0.0017(15)
C5 0.0252(17) 0.0186(18) 0.0200(18) -0.0050(14) -0.0008(13) -0.0035(14)
C6 0.0237(17) 0.0125(16) 0.0265(19) -0.0012(13) 0.0048(14) 0.0011(14)
C7 0.0187(16) 0.0168(16) 0.0179(18) -0.0021(13) 0.0015(14) 0.0003(14)
N2 0.0266(15) 0.0199(16) 0.0235(17) -0.0015(12) 0.0037(13) 0.0010(13)
O3 0.0339(12) 0.0131(12) 0.0227(13) -0.0011(10) -0.0027(9) 0.0000(10)
O4 0.0420(14) 0.0201(13) 0.0351(16) 0.0088(11) -0.0065(12) 0.0080(11)
O5 0.0318(13) 0.0226(12) 0.0225(14) -0.0040(10) -0.0039(11) -0.0027(10)
O6 0.0303(13) 0.0179(13) 0.0276(15) -0.0025(10) -0.0027(11) 0.0000(11)
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 0 '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 0.006 '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
C7 O1 H1A 109.5
C2 N1 C6 122.9(3)
C2 N1 H1 118.6
C6 N1 H1 118.6
N1 C2 C3 119.4(3)
N1 C2 H2 120.3
C3 C2 H2 120.3
C2 C3 C4 118.6(3)
C2 C3 C7 122.3(3)
C4 C3 C7 119.0(3)
C5 C4 C3 119.9(3)
C5 C4 H4 120
C3 C4 H4 120
C6 C5 C4 119.5(3)
C6 C5 H5 120.2
C4 C5 H5 120.2
N1 C6 C5 119.6(3)
N1 C6 H6 120.2
C5 C6 H6 120.2
O2 C7 O1 123.9(3)
O2 C7 C3 122.7(3)
O1 C7 C3 113.4(2)
O4 N2 O5 120.8(2)
O4 N2 O3 120.0(2)
O5 N2 O3 119.2(2)
H6A O6 H6B 108(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C7 1.326(3) y
O1 H1A 0.82 ?
O2 C7 1.209(3) y
N1 C2 1.342(4) y
N1 C6 1.343(4) y
N1 H1 0.86 ?
C2 C3 1.383(4) y
C2 H2 0.93 ?
C3 C4 1.393(4) y
C3 C7 1.486(4) y
C4 C5 1.384(4) y
C4 H4 0.93 ?
C5 C6 1.365(4) y
C5 H5 0.93 ?
C6 H6 0.93 ?
N2 O4 1.235(3) y
N2 O5 1.249(3) y
N2 O3 1.271(3) y
O6 H6A 0.93(5) ?
O6 H6B 0.88(5) ?
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
_geom_hbond_publ_flag
N1 H1 O3 1_545 0.86 1.93 2.782(3) 170 y
O1 H1A O6 . 0.82 1.77 2.587(3) 180 y
O6 H6A O5 . 0.93(5) 1.92(5) 2.843(3) 171(4) y
O6 H6B O3 4_575 0.88(5) 1.96(5) 2.825(3) 173(5) y
C2 H2 O2 4_666 0.93 2.43 3.173(4) 137 y
C4 H4 O1 4_565 0.93 2.46 3.262(4) 144 y
C6 H6 O5 1_545 0.93 2.35 3.051(4) 132 y
C6 H6 O4 4_565 0.93 2.32 3.013(4) 131 y
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
C6 N1 C2 C3 -0.5(5)
N1 C2 C3 C4 0.0(5)
N1 C2 C3 C7 179.3(3)
C2 C3 C4 C5 0.1(5)
C7 C3 C4 C5 -179.2(3)
C3 C4 C5 C6 0.2(5)
C2 N1 C6 C5 0.8(5)
C4 C5 C6 N1 -0.6(5)
C2 C3 C7 O2 177.8(3)
C4 C3 C7 O2 -2.9(5)
C2 C3 C7 O1 -2.8(4)
C4 C3 C7 O1 176.5(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21127793
