#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:32:41 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180399 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/68/7206887.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_7206887
loop_
_publ_author_name
'Janikowski, Judith'
'Forsyth, Craig'
'MacFarlane, Douglas R.'
'Pringle, Jennifer M.'
_publ_section_title
;
 Novel ionic liquids and plastic crystals utilizing the cyanate anion
;
_journal_issue                   48
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              19219
_journal_paper_doi               10.1039/c1jm14055h
_journal_volume                  21
_journal_year                    2011
_chemical_formula_moiety         'C6 H11 N2, C N O'
_chemical_formula_sum            'C7 H11 N3 O'
_chemical_formula_weight         153.19
_chemical_name_systematic
;
?
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 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                 107.468(14)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.5540(9)
_cell_length_b                   6.4305(10)
_cell_length_c                   8.6265(11)
_cell_measurement_reflns_used    2753
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      32.1456
_cell_measurement_theta_min      2.4714
_cell_volume                     399.72(10)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET)
(compiled Aug 2 2010,13:00:58)
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET)
(compiled Aug 2 2010,13:00:58)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET)
(compiled Aug 2 2010,13:00:58)
;
_computing_molecular_graphics    X-SEED
_computing_publication_material  CIFTAB
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean 10.3389
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_av_sigmaI/netI    0.0261
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6769
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         32.22
_diffrn_reflns_theta_min         2.48
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91852
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET)
(compiled Aug 2 2010,13:00:58)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             164
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.382
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.163
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     85
_refine_ls_number_reflns         1444
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.163
_refine_ls_R_factor_all          0.0644
_refine_ls_R_factor_gt           0.0527
_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)+(0.0678P)²+0.1334P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1453
_refine_ls_wR_factor_ref         0.1536
_reflns_number_gt                1189
_reflns_number_total             1444
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1jm14055h.txt
_cod_data_source_block           mx63_11
_cod_original_cell_volume        399.72(9)
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_database_code               7206887
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -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
O1 O 0.2924(2) 0.2500 0.69797(17) 0.0369(4) Uani 1 2 d S
N1 N 0.8391(2) 0.2500 0.09025(18) 0.0207(3) Uani 1 2 d S
N2 N 0.8073(2) 0.2500 0.33056(18) 0.0210(3) Uani 1 2 d S
N3 N 0.2901(2) 0.2500 0.9759(2) 0.0274(4) Uani 1 2 d S
C1 C 0.7157(2) 0.2500 0.1729(2) 0.0208(3) Uani 1 2 d S
H1 H 0.5846 0.2500 0.1270 0.025 Uiso 1 2 calc SR
C2 C 1.0145(2) 0.2500 0.1981(2) 0.0253(4) Uani 1 2 d S
H2 H 1.1279 0.2500 0.1717 0.030 Uiso 1 2 calc SR
C3 C 0.9955(2) 0.2500 0.3499(2) 0.0251(4) Uani 1 2 d S
H3 H 1.0927 0.2500 0.4498 0.030 Uiso 1 2 calc SR
C4 C 0.7919(3) 0.2500 -0.0863(2) 0.0274(4) Uani 1 2 d SD
C5 C 0.7258(3) 0.2500 0.4654(2) 0.0263(4) Uani 1 2 d SD
C6 C 0.5169(3) 0.2500 0.4072(3) 0.0316(4) Uani 1 2 d SD
C7 C 0.2898(2) 0.2500 0.8383(2) 0.0219(3) Uani 1 2 d S
H6A H 0.469(3) 0.128(3) 0.338(2) 0.047(6) Uiso 1 1 d D
H4B H 0.900(4) 0.2500 -0.122(4) 0.068(10) Uiso 1 2 d SD
H6B H 0.460(3) 0.2500 0.498(3) 0.035(7) Uiso 1 2 d SD
H4A H 0.721(3) 0.129(3) -0.125(2) 0.060(7) Uiso 1 1 d D
H5 H 0.770(2) 0.127(2) 0.5293(19) 0.033(4) Uiso 1 1 d D
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0404(9) 0.0472(9) 0.0226(7) 0.000 0.0087(6) 0.000
N1 0.0192(7) 0.0225(7) 0.0211(6) 0.000 0.0069(5) 0.000
N2 0.0181(7) 0.0235(7) 0.0216(7) 0.000 0.0060(5) 0.000
N3 0.0236(7) 0.0352(8) 0.0248(7) 0.000 0.0096(6) 0.000
C1 0.0175(7) 0.0224(7) 0.0225(7) 0.000 0.0059(6) 0.000
C2 0.0162(7) 0.0279(8) 0.0311(9) 0.000 0.0061(6) 0.000
C3 0.0162(8) 0.0305(9) 0.0263(8) 0.000 0.0027(6) 0.000
C4 0.0299(10) 0.0339(9) 0.0201(8) 0.000 0.0101(7) 0.000
C5 0.0261(9) 0.0325(9) 0.0225(8) 0.000 0.0105(7) 0.000
C6 0.0261(9) 0.0426(11) 0.0302(9) 0.000 0.0148(7) 0.000
C7 0.0180(7) 0.0222(8) 0.0246(8) 0.000 0.0050(6) 0.000
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
C1 N1 C2 108.99(15)
C1 N1 C4 124.68(15)
C2 N1 C4 126.33(16)
C1 N2 C3 108.98(15)
C1 N2 C5 126.62(15)
C3 N2 C5 124.41(15)
N2 C1 N1 108.35(15)
C3 C2 N1 107.05(16)
C2 C3 N2 106.64(16)
N2 C5 C6 112.48(15)
N3 C7 O1 179.0(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C7 1.217(2)
N1 C1 1.333(2)
N1 C2 1.372(2)
N1 C4 1.457(2)
N2 C1 1.328(2)
N2 C3 1.380(2)
N2 C5 1.471(2)
N3 C7 1.186(2)
C2 C3 1.360(3)
C5 C6 1.505(3)
