#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/17/7051700.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_7051700
loop_
_publ_author_name
'Oms, Olivier'
'Norel, Lucie'
'Chamoreau, Lise-Marie'
'Rousselière, Hélène'
'Train, Cyrille'
_publ_section_title
;
 Conformation and crystal packing sensitivity to substitution of
 thioxo- and oxo-tetrazane derivatives
;
_journal_issue                   8
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1663
_journal_paper_doi               10.1039/b902225b
_journal_volume                  33
_journal_year                    2009
_chemical_formula_moiety         'C10 H14 N4 O2'
_chemical_formula_sum            'C10 H14 N4 O2'
_chemical_formula_weight         222.25
_chemical_name_systematic
;
?
;
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      9
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 103.276(13)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.3123(8)
_cell_length_b                   23.048(3)
_cell_length_c                   9.1244(14)
_cell_measurement_reflns_used    46
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      19.5
_cell_measurement_theta_min      4.9
_cell_volume                     1087.3(3)
_computing_cell_refinement
'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 1999)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1993)'
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_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  0.0479
_diffrn_reflns_av_sigmaI/netI    0.0578
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5680
_diffrn_reflns_theta_full        29.99
_diffrn_reflns_theta_max         29.99
_diffrn_reflns_theta_min         3.54
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_correction_T_min  0.755
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.358
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate-like
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         1584
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0871
_refine_ls_R_factor_gt           0.0459
_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)+(0.0586P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0932
_refine_ls_wR_factor_ref         0.1086
_reflns_number_gt                1096
_reflns_number_total             1584
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b902225b.txt
_cod_data_source_block           ln505b
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               7051700
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, 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
O1 O 0.3010(3) 0.30311(8) 0.3413(2) 0.0317(4) Uani 1 1 d . . .
O2 O 0.5382(4) 0.32746(10) -0.1693(2) 0.0482(6) Uani 1 1 d . . .
H2B H 0.6355 0.3138 -0.1087 0.058 Uiso 1 1 d R . .
N1 N 0.7801(4) 0.30489(9) 0.1210(2) 0.0295(5) Uani 1 1 d . . .
H1A H 0.9513 0.2884 0.1714 0.035 Uiso 1 1 d R . .
N2 N 0.5769(4) 0.28433(9) 0.1889(2) 0.0265(5) Uani 1 1 d . . .
N3 N 0.6548(4) 0.36146(9) 0.3620(2) 0.0279(5) Uani 1 1 d . . .
N4 N 0.8458(4) 0.38728(10) 0.2915(3) 0.0341(5) Uani 1 1 d . . .
H4A H 1.0076 0.3711 0.3334 0.041 Uiso 1 1 d R . .
C1 C 0.5017(4) 0.31615(11) 0.2988(3) 0.0236(5) Uani 1 1 d . . .
C2 C 0.7964(5) 0.36870(12) 0.1340(3) 0.0318(6) Uani 1 1 d . . .
H2A H 0.9519 0.3792 0.1012 0.038 Uiso 1 1 d R . .
C3 C 0.5531(5) 0.39689(12) 0.0371(3) 0.0318(6) Uani 1 1 d . . .
C4 C 0.4377(5) 0.44564(12) 0.0856(4) 0.0348(6) Uani 1 1 d . . .
H4 H 0.5098 0.4610 0.1801 0.042 Uiso 1 1 calc R . .
C5 C 0.2182(6) 0.47191(13) -0.0029(4) 0.0393(7) Uani 1 1 d . . .
H5 H 0.1460 0.5043 0.0323 0.047 Uiso 1 1 calc R . .
C6 C 0.1090(6) 0.44915(14) -0.1439(4) 0.0458(8) Uani 1 1 d . . .
H6 H -0.0384 0.4661 -0.2035 0.055 Uiso 1 1 calc R . .
C7 C 0.2203(6) 0.40094(15) -0.1961(4) 0.0449(7) Uani 1 1 d . . .
H7 H 0.1470 0.3862 -0.2913 0.054 Uiso 1 1 calc R . .
C8 C 0.4397(5) 0.37428(13) -0.1084(3) 0.0357(7) Uani 1 1 d . . .
C9 C 0.4062(6) 0.24120(14) 0.1018(3) 0.0395(7) Uani 1 1 d . . .
H9A H 0.3293 0.2184 0.1680 0.059 Uiso 1 1 calc R . .
H9B H 0.5037 0.2164 0.0508 0.059 Uiso 1 1 calc R . .
H9C H 0.2727 0.2603 0.0290 0.059 Uiso 1 1 calc R . .
C10 C 0.5718(6) 0.39842(14) 0.4725(4) 0.0425(8) Uani 1 1 d . . .
H10A H 0.4238 0.4207 0.4233 0.064 Uiso 1 1 calc R . .
H10B H 0.7100 0.4242 0.5176 0.064 Uiso 1 1 calc R . .
H10C H 0.5271 0.3746 0.5491 0.064 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0000 '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
C8 O2 H2B 107.4 . . ?
N2 N1 C2 109.16(19) . . ?
N2 N1 H1A 111.7 . . ?
C2 N1 H1A 108.2 . . ?
C1 N2 N1 120.67(19) . . ?
C1 N2 C9 121.0(2) . . ?
N1 N2 C9 115.1(2) . . ?
C1 N3 N4 122.4(2) . . ?
C1 N3 C10 119.4(2) . . ?
N4 N3 C10 114.8(2) . . ?
N3 N4 C2 109.26(19) . . ?
N3 N4 H4A 109.0 . . ?
C2 N4 H4A 103.0 . . ?
O1 C1 N3 121.2(2) . . ?
O1 C1 N2 120.6(2) . . ?
N3 C1 N2 118.1(2) . . ?
N4 C2 N1 111.4(2) . . ?
N4 C2 C3 112.3(2) . . ?
N1 C2 C3 110.5(2) . . ?
N4 C2 H2A 104.8 . . ?
N1 C2 H2A 105.1 . . ?
C3 C2 H2A 112.4 . . ?
C4 C3 C8 117.8(2) . . ?
C4 C3 C2 122.1(3) . . ?
C8 C3 C2 120.2(2) . . ?
C5 C4 C3 122.3(3) . . ?
C5 C4 H4 118.9 . . ?
C3 C4 H4 118.9 . . ?
C6 C5 C4 119.3(3) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C5 C6 C7 119.9(3) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C6 C7 C8 121.3(3) . . ?
C6 C7 H7 119.4 . . ?
C8 C7 H7 119.4 . . ?
O2 C8 C7 117.4(3) . . ?
O2 C8 C3 123.1(2) . . ?
C7 C8 C3 119.5(3) . . ?
N2 C9 H9A 109.5 . . ?
N2 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N2 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 H10A 109.5 . . ?
N3 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N3 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 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
O1 C1 1.252(3) . ?
O2 C8 1.371(4) . ?
O2 H2B 0.7350 . ?
N1 N2 1.443(3) . ?
N1 C2 1.477(3) . ?
N1 H1A 0.9954 . ?
N2 C1 1.373(3) . ?
N2 C9 1.453(4) . ?
N3 C1 1.368(3) . ?
N3 N4 1.448(3) . ?
N3 C10 1.463(4) . ?
N4 C2 1.465(4) . ?
N4 H4A 0.9345 . ?
C2 C3 1.533(4) . ?
C2 H2A 0.9718 . ?
C3 C4 1.400(4) . ?
C3 C8 1.425(4) . ?
C4 C5 1.395(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.387(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.393(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.396(4) . ?
C7 H7 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30652900
