#------------------------------------------------------------------------------
#$Date: 2016-02-13 13:50:18 +0100 (Sat 13 de Feb de 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/98/1519822.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_1519822
loop_
_publ_author_name
'Kilic, A.'
'Besli, S.'
'Coles, Simon J.'
'Hursthouse, Michael B.'
_publ_section_title
;
 C11H22Cl4N3O2P3
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              324
_journal_year                    2007
_chemical_formula_sum            'C11 H22 Cl4 N3 O2 P3'
_chemical_formula_weight         463.03
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 101.5850(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.6315(2)
_cell_length_b                   12.0869(2)
_cell_length_c                   15.6257(3)
_cell_measurement_reflns_used    35534
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     1967.03(6)
_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 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0403
_diffrn_reflns_av_sigmaI/netI    0.0306
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            25240
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.97
_exptl_absorpt_coefficient_mu    0.855
_exptl_absorpt_correction_T_max  0.8824
_exptl_absorpt_correction_T_min  0.6279
_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    1.564
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.361
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         4512
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0284
_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)+(0.0269P)²+1.5946P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0667
_refine_ls_wR_factor_ref         0.0705
_reflns_number_gt                3904
_reflns_number_total             4512
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-324.cif
_cod_data_source_block           2007src0657
_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/324)

More at:
http://ecrystals.chem.soton.ac.uk/324/

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_sg_symbol_H-M      P2(1)/c
_cod_database_code               1519822
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
C1 C 0.10804(16) 1.00681(14) -0.14930(11) 0.0167(3) Uani 1 1 d . . .
H1A H 0.0408 1.0266 -0.1164 0.020 Uiso 1 1 calc R . .
H1B H 0.1002 1.0581 -0.1995 0.020 Uiso 1 1 calc R . .
C2 C 0.24075(16) 1.02216(14) -0.08961(11) 0.0154(3) Uani 1 1 d . . .
C3 C 0.24637(16) 0.97777(14) 0.00345(11) 0.0165(3) Uani 1 1 d . . .
H3A H 0.3196 1.0129 0.0433 0.020 Uiso 1 1 calc R . .
H3B H 0.1669 0.9998 0.0228 0.020 Uiso 1 1 calc R . .
C4 C 0.34693(16) 0.96850(15) -0.12946(11) 0.0172(3) Uani 1 1 d . . .
H4A H 0.4306 0.9832 -0.0902 0.021 Uiso 1 1 calc R . .
H4B H 0.3336 0.8874 -0.1310 0.021 Uiso 1 1 calc R . .
C5 C 0.35492(18) 1.00722(17) -0.22147(12) 0.0250(4) Uani 1 1 d . . .
H5A H 0.3596 1.0890 -0.2221 0.030 Uiso 1 1 calc R . .
H5B H 0.2759 0.9846 -0.2628 0.030 Uiso 1 1 calc R . .
C6 C 0.47188(18) 0.95936(18) -0.25210(13) 0.0274(4) Uani 1 1 d . . .
H6A H 0.4780 0.9942 -0.3085 0.033 Uiso 1 1 calc R . .
H6B H 0.5502 0.9795 -0.2091 0.033 Uiso 1 1 calc R . .
C7 C 0.4689(2) 0.8347(2) -0.26365(16) 0.0375(5) Uani 1 1 d . . .
H7A H 0.4686 0.7991 -0.2074 0.056 Uiso 1 1 calc R . .
H7B H 0.5449 0.8109 -0.2854 0.056 Uiso 1 1 calc R . .
H7C H 0.3913 0.8135 -0.3057 0.056 Uiso 1 1 calc R . .
C8 C 0.25559(17) 1.15020(14) -0.07934(12) 0.0193(4) Uani 1 1 d . . .
H8A H 0.2297 1.1840 -0.1380 0.023 Uiso 1 1 calc R . .
H8B H 0.1944 1.1763 -0.0437 0.023 Uiso 1 1 calc R . .
C9 C 0.38915(19) 1.19415(16) -0.03793(14) 0.0276(4) Uani 1 1 d . . .
H9A H 0.4503 1.1740 -0.0755 0.033 Uiso 1 1 calc R . .
H9B H 0.4184 1.1583 0.0196 0.033 Uiso 1 1 calc R . .
C10 C 0.3906(2) 1.32014(16) -0.02565(15) 0.0329(5) Uani 1 1 d . . .
H10A H 0.4808 1.3460 -0.0135 0.039 Uiso 1 1 calc R . .
H10B H 0.3465 1.3550 -0.0809 0.039 Uiso 1 1 calc R . .
C11 C 0.3268(3) 1.35868(19) 0.04763(15) 0.0451(6) Uani 1 1 d . . .
H11A H 0.2381 1.3316 0.0372 0.068 Uiso 1 1 calc R . .
H11B H 0.3268 1.4397 0.0496 0.068 Uiso 1 1 calc R . .
H11C H 0.3741 1.3296 0.1034 0.068 Uiso 1 1 calc R . .
N1 N 0.01281(13) 0.83235(12) -0.03924(9) 0.0142(3) Uani 1 1 d . . .
N2 N 0.17756(14) 0.65826(12) -0.00851(9) 0.0171(3) Uani 1 1 d . . .
N3 N 0.02951(14) 0.69010(12) -0.17147(9) 0.0184(3) Uani 1 1 d . . .
O1 O 0.08572(11) 0.89321(10) -0.18222(7) 0.0164(2) Uani 1 1 d . . .
O2 O 0.26032(11) 0.85713(9) 0.01101(8) 0.0155(2) Uani 1 1 d . . .
P1 P -0.00058(4) 0.81129(4) -0.14145(3) 0.01399(10) Uani 1 1 d . . .
P2 P 0.14228(4) 0.78057(3) 0.01584(3) 0.01284(10) Uani 1 1 d . . .
P3 P 0.12835(4) 0.61674(4) -0.10552(3) 0.01548(10) Uani 1 1 d . . .
Cl1 Cl -0.18119(4) 0.84842(4) -0.19758(3) 0.02218(10) Uani 1 1 d . . .
Cl2 Cl 0.12622(4) 0.78054(3) 0.14060(3) 0.01803(10) Uani 1 1 d . . .
Cl3 Cl 0.28286(4) 0.58760(4) -0.15813(3) 0.02384(11) Uani 1 1 d . . .
Cl4 Cl 0.05334(5) 0.46594(4) -0.10465(3) 0.02502(11) 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 112.90(13) . .
C4 C2 C1 111.23(14) . .
C4 C2 C3 110.06(13) . .
C1 C2 C3 112.80(14) . .
C4 C2 C8 113.12(14) . .
C1 C2 C8 104.09(13) . .
C3 C2 C8 105.33(14) . .
O2 C3 C2 113.96(13) . .
C5 C4 C2 115.79(14) . .
C4 C5 C6 112.30(15) . .
C7 C6 C5 114.41(17) . .
C9 C8 C2 116.95(14) . .
C8 C9 C10 112.46(16) . .
C11 C10 C9 113.85(18) . .
P1 N1 P2 111.77(8) . .
P3 N2 P2 118.39(9) . .
P3 N3 P1 118.00(9) . .
C1 O1 P1 120.94(10) . .
C3 O2 P2 121.30(10) . .
O1 P1 N3 107.02(7) . .
O1 P1 N1 111.34(7) . .
N3 P1 N1 117.36(8) . .
O1 P1 Cl1 105.61(5) . .
N3 P1 Cl1 108.08(6) . .
N1 P1 Cl1 106.79(5) . .
O1 P1 P2 101.10(5) . .
N3 P1 P2 91.88(6) . .
N1 P1 P2 34.14(5) . .
Cl1 P1 P2 139.73(2) . .
O2 P2 N2 107.86(7) . .
O2 P2 N1 110.67(7) . .
N2 P2 N1 117.04(8) . .
O2 P2 Cl2 105.85(5) . .
N2 P2 Cl2 107.75(6) . .
N1 P2 Cl2 107.07(5) . .
O2 P2 P1 100.82(5) . .
N2 P2 P1 91.56(5) . .
N1 P2 P1 34.09(5) . .
Cl2 P2 P1 139.85(2) . .
N2 P3 N3 119.56(8) . .
N2 P3 Cl4 109.86(6) . .
N3 P3 Cl4 107.59(6) . .
N2 P3 Cl3 107.89(6) . .
N3 P3 Cl3 108.74(6) . .
Cl4 P3 Cl3 101.76(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.469(2) .
C1 C2 1.538(2) .
C2 C4 1.538(2) .
C2 C3 1.540(2) .
C2 C8 1.561(2) .
C3 O2 1.468(2) .
C4 C5 1.530(2) .
C5 C6 1.533(3) .
C6 C7 1.517(3) .
C8 C9 1.532(3) .
C9 C10 1.535(3) .
C10 C11 1.517(3) .
N1 P1 1.5952(14) .
N1 P2 1.5973(14) .
N2 P3 1.5827(15) .
N2 P2 1.5900(14) .
N3 P3 1.5867(15) .
N3 P1 1.5901(15) .
O1 P1 1.5694(12) .
O2 P2 1.5732(12) .
P1 Cl1 1.9953(6) .
P1 P2 2.6431(6) .
P2 Cl2 1.9909(6) .
P3 Cl4 1.9907(6) .
P3 Cl3 2.0102(6) .
