#------------------------------------------------------------------------------
#$Date: 2017-10-13 12:31:46 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201979 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/23/57/2235723.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_2235723
loop_
_publ_author_name
'Zou, Ye-cheng'
'Hu, Zhi-yong'
'Cao, Duan-lin'
_publ_section_title
;
 3-(4,6-Dichloro-1,3,5-triazin-2-yl)-2,2-dimethyl-1,3-oxazolidine
;
_journal_coeditor_code           ZS2206
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2142
_journal_paper_doi               10.1107/S1600536812026578
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          'C8 H10 Cl2 N4 O'
_chemical_formula_moiety         'C8 H10 Cl2 N4 O'
_chemical_formula_sum            'C8 H10 Cl2 N4 O'
_chemical_formula_weight         249.10
_chemical_name_systematic
;
3-(4,6-Dichloro-1,3,5-triazin-2-yl)-2,2-dimethyl-1,3-oxazolidine
;
_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           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 94.383(14)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.1943(10)
_cell_length_b                   11.0948(17)
_cell_length_c                   11.8333(18)
_cell_measurement_reflns_used    4131
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.9
_cell_measurement_theta_min      1.7
_cell_volume                     1072.7(3)
_computing_cell_refinement       'CrystalClear (Rigaku/MSC, 2000)'
_computing_data_collection       'CrystalClear (Rigaku/MSC, 2000)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC, 2000)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure (Rigaku/MSC, 2000)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 14.22
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Rigaku Saturn724 CCD-detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  multilayer
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0579
_diffrn_reflns_av_sigmaI/netI    0.0702
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            13220
_diffrn_reflns_theta_full        27.84
_diffrn_reflns_theta_max         27.84
_diffrn_reflns_theta_min         2.52
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.584
_exptl_absorpt_correction_T_max  0.9658
_exptl_absorpt_correction_T_min  0.8922
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.542
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.397
_refine_diff_density_min         -0.396
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.966
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         2547
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.966
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0381
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0381P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0781
_refine_ls_wR_factor_ref         0.0884
_reflns_number_gt                1592
_reflns_number_total             2547
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            zs2206.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2235723
_cod_database_fobs_code          2235723
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
Cl Cl1 0.76979(6) 0.25777(5) -0.13199(4) 0.02482(15) Uani d . 1 1
Cl Cl2 0.23647(6) 0.16452(5) 0.06027(4) 0.02427(15) Uani d . 1 1
O O1 0.85464(15) -0.10346(12) 0.36264(11) 0.0234(3) Uani d . 1 1
N N1 0.77455(18) 0.01989(14) 0.21633(12) 0.0186(4) Uani d . 1 1
N N2 0.76821(19) 0.12912(14) 0.05072(13) 0.0183(4) Uani d . 1 1
N N3 0.51066(18) 0.20524(14) -0.02873(12) 0.0181(4) Uani d . 1 1
N N4 0.52080(18) 0.09188(15) 0.14388(13) 0.0192(4) Uani d . 1 1
C C1 0.9986(2) -0.04035(19) 0.33452(16) 0.0256(5) Uani d . 1 1
H H1A 1.0933 -0.0957 0.3342 0.031 Uiso calc R 1 1
H H1B 1.0256 0.0256 0.3891 0.031 Uiso calc R 1 1
C C2 0.9532(2) 0.00951(19) 0.21618(16) 0.0244(5) Uani d . 1 1
H H2A 1.0048 0.0889 0.2053 0.029 Uiso calc R 1 1
H H2B 0.9849 -0.0467 0.1567 0.029 Uiso calc R 1 1
C C3 0.7163(2) -0.03406(17) 0.32222(15) 0.0196(4) Uani d . 1 1
C C4 0.5752(2) -0.12112(18) 0.30178(17) 0.0250(5) Uani d . 1 1
H H4A 0.6003 -0.1792 0.2432 0.037 Uiso calc R 1 1
H H4B 0.4758 -0.0764 0.2767 0.037 Uiso calc R 1 1
H H4C 0.5579 -0.1642 0.3722 0.037 Uiso calc R 1 1
C C5 0.6822(2) 0.06585(18) 0.40536(16) 0.0273(5) Uani d . 1 1
H H5A 0.6539 0.0302 0.4771 0.041 Uiso calc R 1 1
H H5B 0.5907 0.1153 0.3737 0.041 Uiso calc R 1 1
H H5C 0.7798 0.1163 0.4189 0.041 Uiso calc R 1 1
C C6 0.6855(2) 0.08098(17) 0.13663(15) 0.0181(4) Uani d . 1 1
C C7 0.6724(2) 0.18873(17) -0.02348(16) 0.0184(4) Uani d . 1 1
C C8 0.4475(2) 0.15203(17) 0.05908(16) 0.0182(4) Uani d . 1 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
Cl1 0.0252(3) 0.0285(3) 0.0215(3) -0.0004(2) 0.0066(2) 0.0066(2)
Cl2 0.0191(3) 0.0262(3) 0.0279(3) 0.0008(2) 0.0043(2) 0.0039(2)
O1 0.0207(8) 0.0221(8) 0.0271(8) 0.0000(6) 0.0000(6) 0.0085(6)
N1 0.0181(9) 0.0191(9) 0.0188(9) 0.0009(7) 0.0032(7) 0.0050(7)
N2 0.0205(9) 0.0181(9) 0.0167(9) -0.0003(7) 0.0034(7) 0.0010(7)
N3 0.0209(9) 0.0167(9) 0.0168(9) 0.0000(7) 0.0017(7) -0.0003(7)
N4 0.0184(9) 0.0188(9) 0.0206(9) 0.0011(7) 0.0024(7) 0.0023(7)
C1 0.0209(11) 0.0289(12) 0.0268(12) 0.0012(9) 0.0008(9) 0.0063(10)
C2 0.0207(12) 0.0276(12) 0.0254(12) 0.0030(9) 0.0046(9) 0.0053(9)
C3 0.0207(11) 0.0206(11) 0.0174(10) 0.0003(8) 0.0012(8) 0.0040(9)
C4 0.0267(12) 0.0257(12) 0.0222(11) -0.0075(9) 0.0000(9) 0.0054(9)
C5 0.0307(12) 0.0289(12) 0.0229(11) 0.0010(10) 0.0047(9) -0.0022(10)
C6 0.0229(11) 0.0140(10) 0.0177(10) -0.0018(8) 0.0029(8) -0.0011(8)
C7 0.0244(12) 0.0156(10) 0.0156(10) -0.0022(8) 0.0037(8) -0.0031(8)
C8 0.0195(11) 0.0158(10) 0.0194(11) -0.0016(8) 0.0027(8) -0.0053(8)
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'
Cl Cl 0.1484 0.1585 '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
C3 O1 C1 107.84(14)
C6 N1 C2 122.07(16)
C6 N1 C3 127.05(16)
C2 N1 C3 110.53(14)
C7 N2 C6 112.84(16)
C8 N3 C7 110.25(16)
C8 N4 C6 113.21(16)
O1 C1 C2 104.09(15)
O1 C1 H1A 110.9
C2 C1 H1A 110.9
O1 C1 H1B 110.9
C2 C1 H1B 110.9
H1A C1 H1B 109.0
N1 C2 C1 101.55(15)
N1 C2 H2A 111.5
C1 C2 H2A 111.5
N1 C2 H2B 111.5
C1 C2 H2B 111.5
H2A C2 H2B 109.3
O1 C3 N1 101.59(14)
O1 C3 C4 106.75(16)
N1 C3 C4 114.19(15)
O1 C3 C5 110.98(15)
N1 C3 C5 109.60(15)
C4 C3 C5 113.10(16)
C3 C4 H4A 109.5
C3 C4 H4B 109.5
H4A C4 H4B 109.5
C3 C4 H4C 109.5
H4A C4 H4C 109.5
H4B C4 H4C 109.5
C3 C5 H5A 109.5
C3 C5 H5B 109.5
H5A C5 H5B 109.5
C3 C5 H5C 109.5
H5A C5 H5C 109.5
H5B C5 H5C 109.5
N1 C6 N4 119.43(17)
N1 C6 N2 116.57(17)
N4 C6 N2 124.00(17)
N2 C7 N3 129.93(18)
N2 C7 Cl1 115.56(14)
N3 C7 Cl1 114.51(14)
N4 C8 N3 129.73(18)
N4 C8 Cl2 115.62(14)
N3 C8 Cl2 114.65(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl1 C7 1.7402(19)
Cl2 C8 1.7360(19)
O1 C3 1.422(2)
O1 C1 1.432(2)
N1 C6 1.333(2)
N1 C2 1.469(2)
N1 C3 1.499(2)
N2 C7 1.311(2)
N2 C6 1.372(2)
N3 C8 1.333(2)
N3 C7 1.335(2)
N4 C8 1.312(2)
N4 C6 1.364(2)
C1 C2 1.525(2)
C1 H1A 0.9900
C1 H1B 0.9900
C2 H2A 0.9900
C2 H2B 0.9900
C3 C4 1.512(2)
C3 C5 1.522(2)
C4 H4A 0.9800
C4 H4B 0.9800
C4 H4C 0.9800
C5 H5A 0.9800
C5 H5B 0.9800
C5 H5C 0.9800
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
C2 H2A Cl2 1_655 0.99 2.78 3.522(2) 132 yes
C4 H4B N4 . 0.98 2.49 3.025(3) 114 no
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
C3 O1 C1 C2 -39.6(2)
C6 N1 C2 C1 167.26(17)
C3 N1 C2 C1 -6.4(2)
O1 C1 C2 N1 26.7(2)
C1 O1 C3 N1 34.21(18)
C1 O1 C3 C4 154.11(15)
C1 O1 C3 C5 -82.24(18)
C6 N1 C3 O1 170.59(17)
C2 N1 C3 O1 -16.15(19)
C6 N1 C3 C4 56.1(3)
C2 N1 C3 C4 -130.64(18)
C6 N1 C3 C5 -72.0(2)
C2 N1 C3 C5 101.30(18)
C2 N1 C6 N4 -177.19(17)
C3 N1 C6 N4 -4.7(3)
C2 N1 C6 N2 3.1(3)
C3 N1 C6 N2 175.65(16)
C8 N4 C6 N1 -178.75(17)
C8 N4 C6 N2 0.9(3)
C7 N2 C6 N1 -179.35(17)
C7 N2 C6 N4 1.0(3)
C6 N2 C7 N3 -2.3(3)
C6 N2 C7 Cl1 177.47(13)
C8 N3 C7 N2 1.4(3)
C8 N3 C7 Cl1 -178.37(13)
C6 N4 C8 N3 -2.1(3)
C6 N4 C8 Cl2 177.73(14)
C7 N3 C8 N4 1.1(3)
C7 N3 C8 Cl2 -178.75(13)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30657934
