#------------------------------------------------------------------------------
#$Date: 2017-10-13 12:31:46 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201979 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/23/51/2235134.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_2235134
loop_
_publ_author_name
'Hloušková, Nikola'
'Rouchal, Michal'
'Nečas, Marek'
'Vícha, Robert'
_publ_section_title
;
 2,6-Dichloro-7-isopropyl-7H-purine
;
_journal_coeditor_code           LH5458
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1585
_journal_paper_doi               10.1107/S160053681201879X
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          'C8 H8 Cl2 N4'
_chemical_formula_moiety         'C8 H8 Cl2 N4'
_chemical_formula_sum            'C8 H8 Cl2 N4'
_chemical_formula_weight         231.08
_chemical_melting_point          426
_chemical_name_systematic
;
2,6-Dichloro-7-isopropyl-7H-purine
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                70.499(7)
_cell_angle_beta                 83.820(6)
_cell_angle_gamma                74.204(6)
_cell_formula_units_Z            2
_cell_length_a                   7.0146(5)
_cell_length_b                   8.2862(6)
_cell_length_c                   8.9686(7)
_cell_measurement_reflns_used    2034
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.6730
_cell_measurement_theta_min      3.0199
_cell_volume                     472.75(7)
_computing_cell_refinement       'CrysAlis CCD (Oxford Diffraction, 2009)'
_computing_data_collection       'CrysAlis CCD (Oxford Diffraction, 2009)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction, 2009)'
_computing_molecular_graphics
'ORTEP-3 (Farrugia, 1997) and Mercury (Macrae et al., 2008)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 8.4353
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur Sapphire2'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0113
_diffrn_reflns_av_sigmaI/netI    0.0261
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            2825
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.50
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.648
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93327
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis RED; Oxford Diffraction, 2009)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.623
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             236
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.258
_refine_diff_density_min         -0.238
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         1656
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0292
_refine_ls_R_factor_gt           0.0233
_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)+(0.0323P)²+0.0416P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0597
_refine_ls_wR_factor_ref         0.0608
_reflns_number_gt                1419
_reflns_number_total             1656
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh5458.cif
_cod_data_source_block           I
_cod_database_code               2235134
_cod_database_fobs_code          2235134
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.22677(6) 0.42378(6) -0.21906(5) 0.02126(13) Uani d . 1 1
Cl Cl2 0.31193(6) 0.39565(5) 0.35468(5) 0.02020(13) Uani d . 1 1
N N1 0.2261(2) 0.71202(18) -0.16073(15) 0.0172(3) Uani d . 1 1
N N2 0.26395(19) 0.44137(17) 0.05831(15) 0.0160(3) Uani d . 1 1
N N3 0.27132(19) 0.83054(17) 0.17303(15) 0.0150(3) Uani d . 1 1
N N4 0.2361(2) 0.96725(18) -0.09060(15) 0.0175(3) Uani d . 1 1
C C1 0.2390(2) 0.5421(2) -0.09346(19) 0.0160(4) Uani d . 1 1
C C2 0.2758(2) 0.5246(2) 0.15927(18) 0.0153(4) Uani d . 1 1
C C3 0.2616(2) 0.7041(2) 0.10815(18) 0.0139(3) Uani d . 1 1
C C4 0.2541(2) 0.9822(2) 0.04869(19) 0.0177(4) Uani d . 1 1
H H4 0.2549 1.0914 0.0613 0.021 Uiso calc R 1 1
C C5 0.2397(2) 0.7924(2) -0.05616(18) 0.0153(4) Uani d . 1 1
C C6 0.2741(2) 0.8107(2) 0.34377(18) 0.0165(4) Uani d . 1 1
H H6 0.3683 0.6952 0.3972 0.020 Uiso calc R 1 1
C C7 0.3474(3) 0.9569(2) 0.3651(2) 0.0245(4) Uani d . 1 1
H H7A 0.4765 0.9589 0.3115 0.037 Uiso calc R 1 1
H H7B 0.3608 0.9358 0.4782 0.037 Uiso calc R 1 1
H H7C 0.2525 1.0708 0.3195 0.037 Uiso calc R 1 1
C C8 0.0694(2) 0.8061(2) 0.41748(19) 0.0203(4) Uani d . 1 1
H H8A -0.0253 0.9186 0.3670 0.030 Uiso calc R 1 1
H H8B 0.0733 0.7879 0.5310 0.030 Uiso calc R 1 1
H H8C 0.0282 0.7090 0.4020 0.030 Uiso calc R 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 0.0217(2) 0.0247(2) 0.0217(2) -0.00501(18) -0.00236(17) -0.01289(18)
Cl2 0.0284(3) 0.0158(2) 0.0155(2) -0.00685(18) -0.00177(17) -0.00235(17)
N1 0.0152(7) 0.0196(8) 0.0164(7) -0.0033(6) -0.0005(6) -0.0062(6)
N2 0.0136(7) 0.0170(8) 0.0182(7) -0.0040(6) -0.0006(6) -0.0064(6)
N3 0.0158(7) 0.0140(7) 0.0155(7) -0.0047(6) -0.0004(6) -0.0041(6)
N4 0.0188(8) 0.0152(8) 0.0177(7) -0.0045(6) -0.0003(6) -0.0038(6)
C1 0.0109(8) 0.0211(9) 0.0188(8) -0.0034(7) 0.0003(7) -0.0105(7)
C2 0.0109(8) 0.0182(9) 0.0152(8) -0.0035(7) 0.0004(6) -0.0036(7)
C3 0.0094(8) 0.0166(9) 0.0162(8) -0.0030(7) 0.0005(6) -0.0062(7)
C4 0.0161(9) 0.0137(8) 0.0220(9) -0.0045(7) -0.0003(7) -0.0038(7)
C5 0.0103(8) 0.0184(9) 0.0162(8) -0.0030(7) 0.0005(6) -0.0050(7)
C6 0.0185(9) 0.0166(9) 0.0145(8) -0.0036(7) -0.0017(7) -0.0053(7)
C7 0.0301(11) 0.0255(10) 0.0230(9) -0.0119(8) -0.0007(8) -0.0104(8)
C8 0.0227(10) 0.0233(10) 0.0159(8) -0.0066(8) 0.0016(7) -0.0077(7)
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'
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
C1 N1 C5 112.46(14)
C2 N2 C1 115.85(14)
C4 N3 C3 105.08(13)
C4 N3 C6 127.26(14)
C3 N3 C6 127.25(13)
C4 N4 C5 103.55(13)
N1 C1 N2 130.38(15)
N1 C1 Cl1 116.32(12)
N2 C1 Cl1 113.29(12)
N2 C2 C3 121.08(14)
N2 C2 Cl2 116.30(12)
C3 C2 Cl2 122.62(13)
N3 C3 C2 137.57(15)
N3 C3 C5 105.65(13)
C2 C3 C5 116.70(15)
N4 C4 N3 115.34(15)
N4 C4 H4 122.3
N3 C4 H4 122.3
N1 C5 N4 126.13(14)
N1 C5 C3 123.49(15)
N4 C5 C3 110.38(14)
N3 C6 C7 110.35(13)
N3 C6 C8 109.77(12)
C7 C6 C8 112.12(14)
N3 C6 H6 108.2
C7 C6 H6 108.2
C8 C6 H6 108.2
C6 C7 H7A 109.5
C6 C7 H7B 109.5
H7A C7 H7B 109.5
C6 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
C6 C8 H8A 109.5
C6 C8 H8B 109.5
H8A C8 H8B 109.5
C6 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl1 C1 1.7437(16)
Cl2 C2 1.7249(16)
N1 C1 1.315(2)
N1 C5 1.343(2)
N2 C2 1.3289(19)
N2 C1 1.339(2)
N3 C4 1.360(2)
N3 C3 1.3770(19)
N3 C6 1.486(2)
N4 C4 1.318(2)
N4 C5 1.371(2)
C2 C3 1.381(2)
C3 C5 1.414(2)
C4 H4 0.9500
C6 C7 1.511(2)
C6 C8 1.519(2)
C6 H6 1.0000
C7 H7A 0.9800
C7 H7B 0.9800
C7 H7C 0.9800
C8 H8A 0.9800
C8 H8B 0.9800
C8 H8C 0.9800
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30657790
