#------------------------------------------------------------------------------
#$Date: 2016-02-13 13:50:18 +0100 (Sat 13 de Feb de 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/98/1519807.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_1519807
loop_
_publ_author_name
'Kilic, A.'
'Besli, S.'
'Coles, Simon J.'
'Hursthouse, Michael B.'
_publ_section_title
;
 C9H18Cl4N3O2P3
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              318
_journal_year                    2007
_chemical_formula_sum            'C9 H18 Cl4 N3 O2 P3'
_chemical_formula_weight         434.97
_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                83.3440(10)
_cell_angle_beta                 84.0130(10)
_cell_angle_gamma                72.5300(10)
_cell_formula_units_Z            2
_cell_length_a                   8.20120(10)
_cell_length_b                   9.06650(10)
_cell_length_c                   12.81310(10)
_cell_measurement_reflns_used    28609
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     900.230(17)
_computing_cell_refinement       'DENZO, COLLECT'
_computing_data_reduction        'DENZO, COLLECT'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker-Nonius KappaCCD Area Detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0350
_diffrn_reflns_av_sigmaI/netI    0.0229
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            37334
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.96
_exptl_absorpt_coefficient_mu    0.929
_exptl_absorpt_correction_T_max  0.9550
_exptl_absorpt_correction_T_min  0.8506
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2.10 (Sheldrick, G.M., 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.605
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.327
_refine_diff_density_min         -0.389
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         4131
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0256
_refine_ls_R_factor_gt           0.0235
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0279P)²+0.4764P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0614
_refine_ls_wR_factor_ref         0.0630
_reflns_number_gt                3865
_reflns_number_total             4131
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-318.cif
_cod_data_source_block           2007src0655
_cod_depositor_comments
;
Citation :
Kilic, A. and Besli, S and Coles, Simon J. and Hursthouse, Michael B. 
(2007) University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/318)

More at:
http://ecrystals.chem.soton.ac.uk/318/

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 3392 2015-05-12 13:50:21Z andrius 
;
_cod_original_cell_volume        900.230(16)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1519807
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.66876(17) -0.04768(16) 0.29936(11) 0.0175(3) Uani 1 1 d . . .
H1A H 0.7950 -0.0765 0.2863 0.021 Uiso 1 1 calc R . .
H1B H 0.6399 -0.0184 0.3726 0.021 Uiso 1 1 calc R . .
C2 C 0.58803(16) 0.09356(15) 0.22311(10) 0.0145(2) Uani 1 1 d . . .
C3 C 0.40312(17) 0.18108(15) 0.25831(11) 0.0165(3) Uani 1 1 d . . .
H3A H 0.3975 0.1989 0.3336 0.020 Uiso 1 1 calc R . .
H3B H 0.3706 0.2838 0.2174 0.020 Uiso 1 1 calc R . .
C4 C 0.59629(17) 0.04670(16) 0.11020(10) 0.0166(3) Uani 1 1 d . . .
H4A H 0.5350 -0.0325 0.1118 0.020 Uiso 1 1 calc R . .
H4B H 0.5347 0.1388 0.0653 0.020 Uiso 1 1 calc R . .
C5 C 0.77719(19) -0.01782(18) 0.05927(12) 0.0236(3) Uani 1 1 d . . .
H5A H 0.8374 0.0616 0.0535 0.035 Uiso 1 1 calc R . .
H5B H 0.7705 -0.0470 -0.0111 0.035 Uiso 1 1 calc R . .
H5C H 0.8397 -0.1094 0.1028 0.035 Uiso 1 1 calc R . .
C6 C 0.69633(18) 0.20544(16) 0.23126(11) 0.0183(3) Uani 1 1 d . . .
H6A H 0.6795 0.2350 0.3045 0.022 Uiso 1 1 calc R . .
H6B H 0.8187 0.1473 0.2186 0.022 Uiso 1 1 calc R . .
C7 C 0.65939(19) 0.35426(16) 0.15699(11) 0.0203(3) Uani 1 1 d . . .
H7A H 0.6486 0.3291 0.0853 0.024 Uiso 1 1 calc R . .
H7B H 0.5488 0.4267 0.1810 0.024 Uiso 1 1 calc R . .
C8 C 0.7996(2) 0.4334(2) 0.15256(17) 0.0377(4) Uani 1 1 d . . .
H8A H 0.9103 0.3599 0.1297 0.045 Uiso 1 1 calc R . .
H8B H 0.8093 0.4590 0.2242 0.045 Uiso 1 1 calc R . .
C9 C 0.7675(3) 0.5809(2) 0.07818(16) 0.0393(4) Uani 1 1 d . . .
H9A H 0.7534 0.5572 0.0075 0.059 Uiso 1 1 calc R . .
H9B H 0.8652 0.6227 0.0754 0.059 Uiso 1 1 calc R . .
H9C H 0.6632 0.6577 0.1037 0.059 Uiso 1 1 calc R . .
N1 N 0.34791(15) -0.07878(13) 0.42078(9) 0.0161(2) Uani 1 1 d . . .
N2 N 0.10819(14) -0.09435(13) 0.29481(9) 0.0176(2) Uani 1 1 d . . .
N3 N 0.39546(14) -0.34075(13) 0.32294(9) 0.0169(2) Uani 1 1 d . . .
O1 O 0.61054(12) -0.18371(11) 0.28873(7) 0.01659(19) Uani 1 1 d . . .
O2 O 0.27836(12) 0.09872(11) 0.24461(7) 0.01601(19) Uani 1 1 d . . .
P1 P 0.47772(4) -0.22930(4) 0.37352(3) 0.01374(8) Uani 1 1 d . . .
P2 P 0.20462(4) 0.00931(4) 0.34174(3) 0.01413(8) Uani 1 1 d . . .
P3 P 0.20943(4) -0.27090(4) 0.28341(3) 0.01443(8) Uani 1 1 d . . .
Cl1 Cl 0.61621(5) -0.35616(4) 0.48882(3) 0.02184(9) Uani 1 1 d . . .
Cl2 Cl 0.03233(4) 0.17297(4) 0.41902(3) 0.02188(9) Uani 1 1 d . . .
Cl3 Cl 0.21956(5) -0.31340(5) 0.13243(3) 0.02788(10) Uani 1 1 d . . .
Cl4 Cl 0.06134(5) -0.40195(4) 0.35040(3) 0.02597(9) Uani 1 1 d . . .
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'
P P 0.1023 0.0942 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 C1 C2 113.12(10) . .
C3 C2 C1 113.46(11) . .
C3 C2 C4 109.91(11) . .
C1 C2 C4 111.26(11) . .
C3 C2 C6 106.02(11) . .
C1 C2 C6 103.34(10) . .
C4 C2 C6 112.63(11) . .
O2 C3 C2 113.55(10) . .
C5 C4 C2 114.92(11) . .
C7 C6 C2 117.08(11) . .
C8 C7 C6 112.08(13) . .
C7 C8 C9 113.30(15) . .
P2 N1 P1 111.32(7) . .
P3 N2 P2 117.57(7) . .
P3 N3 P1 118.51(7) . .
C1 O1 P1 120.04(8) . .
C3 O2 P2 120.59(8) . .
O1 P1 N1 110.90(6) . .
O1 P1 N3 107.76(6) . .
N1 P1 N3 116.85(6) . .
O1 P1 Cl1 105.30(4) . .
N1 P1 Cl1 108.16(4) . .
N3 P1 Cl1 107.21(4) . .
O1 P1 P2 100.58(4) . .
N1 P1 P2 34.32(4) . .
N3 P1 P2 91.42(4) . .
Cl1 P1 P2 141.24(2) . .
O2 P2 N1 111.87(6) . .
O2 P2 N2 106.45(6) . .
N1 P2 N2 116.66(6) . .
O2 P2 Cl2 105.42(4) . .
N1 P2 Cl2 106.95(4) . .
N2 P2 Cl2 108.92(4) . .
O2 P2 P1 99.28(4) . .
N1 P2 P1 34.36(4) . .
N2 P2 P1 92.31(4) . .
Cl2 P2 P1 140.74(2) . .
N3 P3 N2 120.10(6) . .
N3 P3 Cl3 108.14(5) . .
N2 P3 Cl3 108.93(5) . .
N3 P3 Cl4 109.14(5) . .
N2 P3 Cl4 108.51(5) . .
Cl3 P3 Cl4 100.18(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.4743(16) .
C1 C2 1.5391(18) .
C2 C3 1.5331(18) .
C2 C4 1.5438(18) .
C2 C6 1.5535(18) .
C3 O2 1.4703(15) .
C4 C5 1.5279(19) .
C6 C7 1.5282(19) .
C7 C8 1.520(2) .
C8 C9 1.520(2) .
N1 P2 1.5942(12) .
N1 P1 1.5960(12) .
N2 P3 1.5824(12) .
N2 P2 1.5958(12) .
N3 P3 1.5785(11) .
N3 P1 1.5965(12) .
O1 P1 1.5676(10) .
O2 P2 1.5733(10) .
P1 Cl1 1.9918(5) .
P1 P2 2.6342(5) .
P2 Cl2 1.9922(5) .
P3 Cl3 2.0045(5) .
P3 Cl4 2.0089(5) .
