#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/52/02/1520271.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_1520271
loop_
_publ_author_name
'Coles, Simon J.'
'Hursthouse, Michael B.'
'Davies, David B.'
'Kilic, Adem'
_publ_section_title
;
 C14H29Cl2N9O7P6
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              413
_journal_year                    2008
_chemical_formula_sum            'C14 H29 Cl2 N9 O7 P6'
_chemical_formula_weight         692.18
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 110.275(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   32.138(2)
_cell_length_b                   8.5084(6)
_cell_length_c                   11.6735(5)
_cell_measurement_reflns_used    12874
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     2994.3(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX2'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  '10cm confocal mirrors'
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1264
_diffrn_reflns_av_sigmaI/netI    0.1554
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15435
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.96
_exptl_absorpt_coefficient_mu    0.588
_exptl_absorpt_correction_T_max  0.9769
_exptl_absorpt_correction_T_min  0.9222
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.535
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1424
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.377
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         3392
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.2595
_refine_ls_R_factor_gt           0.1412
_refine_ls_shift/su_max          0.051
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0256P)²+47.1676P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2154
_refine_ls_wR_factor_ref         0.2590
_reflns_number_gt                1551
_reflns_number_total             3392
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-413.cif
_cod_data_source_block           2008src0008
_cod_depositor_comments
;
Citation :
Coles, Simon J. and Hursthouse, Michael B. and Davies, David B. and 
Kilic, Adem (2008) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/413)

More at:
http://ecrystals.chem.soton.ac.uk/413/

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_cell_volume        2994.2(3)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               1520271
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'
'-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
C1 C 0.0204(3) 0.8727(10) 0.3614(7) 0.051(2) Uani 1 1 d . . .
H1A H -0.0034 0.8116 0.3767 0.061 Uiso 1 1 calc R . .
H1B H 0.0411 0.7977 0.3449 0.061 Uiso 1 1 calc R . .
C2 C 0.0000 0.9791(15) 0.2500 0.053(3) Uani 1 2 d S . .
C3 C 0.0359(3) 1.0790(11) 0.2303(7) 0.059(3) Uani 1 1 d . . .
H3A H 0.0578 1.0102 0.2127 0.071 Uiso 1 1 calc R . .
H3B H 0.0226 1.1487 0.1590 0.071 Uiso 1 1 calc R . .
C4 C 0.1255(6) 1.5643(16) 0.6657(12) 0.136(6) Uani 1 1 d . . .
H4A H 0.0931 1.5624 0.6221 0.163 Uiso 1 1 calc R . .
H4B H 0.1371 1.6637 0.6443 0.163 Uiso 1 1 calc R . .
C5 C 0.1344(5) 1.5620(13) 0.7991(10) 0.101(4) Uani 1 1 d . . .
H5A H 0.1176 1.6479 0.8206 0.121 Uiso 1 1 calc R . .
H5B H 0.1664 1.5799 0.8435 0.121 Uiso 1 1 calc R . .
C6 C 0.1208(6) 1.4059(16) 0.8375(11) 0.133(6) Uani 1 1 d . . .
H6A H 0.1317 1.4017 0.9278 0.160 Uiso 1 1 calc R . .
H6B H 0.0880 1.4017 0.8089 0.160 Uiso 1 1 calc R . .
N1 N 0.0874(2) 1.2117(9) 0.5661(6) 0.058(2) Uani 1 1 d . . .
N2 N 0.1746(3) 1.1613(11) 0.6515(9) 0.097(3) Uani 1 1 d . A .
N3 N 0.1227(3) 0.9920(9) 0.4621(8) 0.078(3) Uani 1 1 d . A .
O3 O 0.1445(3) 1.4398(9) 0.6261(6) 0.090(2) Uani 1 1 d . . .
O1 O 0.0439(2) 0.9660(7) 0.4686(4) 0.0565(16) Uani 1 1 d . . .
O2 O 0.0580(2) 1.1727(8) 0.3371(5) 0.077(2) Uani 1 1 d . . .
N4 N 0.1354(3) 1.2781(9) 0.7963(6) 0.070(3) Uani 1 1 d . . .
H4 H 0.1454 1.1982 0.8461 0.084 Uiso 1 1 calc R . .
P1 P 0.08089(9) 1.0853(3) 0.4636(2) 0.0576(7) Uani 1 1 d . . .
P2 P 0.13511(9) 1.2655(3) 0.6572(2) 0.0596(8) Uani 1 1 d . . .
P3 P 0.17073(11) 1.0319(4) 0.5541(3) 0.0807(10) Uani 1 1 d . . .
Cl1 Cl 0.2091(3) 0.8385(9) 0.6638(5) 0.086(2) Uani 0.50 1 d P A 1
Cl2 Cl 0.2165(3) 1.0785(11) 0.4748(10) 0.091(2) Uani 0.50 1 d P A 1
N5 N 0.1822(5) 0.8695(16) 0.5991(12) 0.040(3) Uani 0.50 1 d PU A 2
H5 H 0.1632 0.7935 0.5951 0.048 Uiso 0.50 1 calc PR A 2
O4 O 0.1964(8) 1.086(4) 0.463(4) 0.155(15) Uani 0.50 1 d P A 2
C7 C 0.2278(11) 0.857(5) 0.648(3) 0.119(16) Uani 0.50 1 d PU A 2
H7A H 0.2355 0.7558 0.6921 0.143 Uiso 0.50 1 calc PR A 2
H7B H 0.2392 0.9421 0.7095 0.143 Uiso 0.50 1 calc PR A 2
C8 C 0.2500(9) 0.867(3) 0.561(2) 0.099(8) Uani 0.50 1 d PU A 2
H8A H 0.2822 0.8489 0.6017 0.119 Uiso 0.50 1 calc PR A 2
H8B H 0.2381 0.7872 0.4965 0.119 Uiso 0.50 1 calc PR A 2
C9 C 0.2423(9) 1.018(3) 0.511(2) 0.075(7) Uani 0.50 1 d PU A 2
H9A H 0.2542 1.0212 0.4438 0.091 Uiso 0.50 1 calc PR A 2
H9B H 0.2606 1.0914 0.5749 0.091 Uiso 0.50 1 calc PR A 2
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 110.5(7) . .
C3 C2 C3 111.7(11) 2 .
C3 C2 C1 109.7(5) 2 2
C3 C2 C1 109.0(4) . 2
C3 C2 C1 109.0(4) 2 .
C3 C2 C1 109.7(5) . .
C1 C2 C1 107.6(10) 2 .
O2 C3 C2 110.5(6) . .
O3 C4 C5 113.3(12) . .
C4 C5 C6 110.6(10) . .
N4 C6 C5 115.7(10) . .
P1 N1 P2 123.2(5) . .
P3 N2 P2 124.8(6) . .
P1 N3 P3 121.5(5) . .
C4 O3 P2 120.2(7) . .
C1 O1 P1 119.5(5) . .
C3 O2 P1 118.4(6) . .
C6 N4 P2 122.1(7) . .
N3 P1 N1 117.9(4) . .
N3 P1 O1 109.6(4) . .
N1 P1 O1 108.4(4) . .
N3 P1 O2 110.5(4) . .
N1 P1 O2 106.5(4) . .
O1 P1 O2 102.9(3) . .
N2 P2 O3 107.4(5) . .
N2 P2 N1 114.4(4) . .
O3 P2 N1 109.3(4) . .
N2 P2 N4 110.9(5) . .
O3 P2 N4 103.4(4) . .
N1 P2 N4 110.8(4) . .
N5 P3 N2 117.0(7) . .
N5 P3 N3 96.0(7) . .
N2 P3 N3 117.4(5) . .
N5 P3 O4 112.3(12) . .
N2 P3 O4 110.3(15) . .
N3 P3 O4 102.4(14) . .
N5 P3 Cl2 102.3(6) . .
N2 P3 Cl2 108.0(5) . .
N3 P3 Cl2 115.0(5) . .
O4 P3 Cl2 14.6(13) . .
N5 P3 Cl1 21.1(5) . .
N2 P3 Cl1 102.7(4) . .
N3 P3 Cl1 117.1(4) . .
O4 P3 Cl1 106.7(11) . .
Cl2 P3 Cl1 93.6(4) . .
N5 P3 C7 34.4(11) . .
N2 P3 C7 104.9(11) . .
N3 P3 C7 127.6(11) . .
O4 P3 C7 89.7(13) . .
Cl2 P3 C7 76.3(9) . .
Cl1 P3 C7 17.6(9) . .
C7 N5 P3 108(2) . .
C9 O4 P3 107(2) . .
N5 C7 C8 115(3) . .
N5 C7 P3 37.2(12) . .
C8 C7 P3 98(2) . .
C9 C8 C7 107(3) . .
C8 C9 O4 121(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.454(9) .
C1 C2 1.533(11) .
C2 C3 1.514(11) 2
C2 C3 1.514(11) .
C2 C1 1.533(11) 2
C3 O2 1.443(9) .
C4 O3 1.379(15) .
C4 C5 1.483(15) .
C5 C6 1.514(16) .
C6 N4 1.338(14) .
N1 P1 1.568(7) .
N1 P2 1.600(8) .
N2 P3 1.557(9) .
N2 P2 1.567(8) .
N3 P1 1.567(9) .
N3 P3 1.581(9) .
O3 P2 1.581(7) .
O1 P1 1.580(6) .
O2 P1 1.588(6) .
N4 P2 1.624(7) .
P3 N5 1.479(14) .
P3 O4 1.62(3) .
P3 Cl2 2.029(10) .
P3 Cl1 2.185(7) .
P3 C7 2.32(4) .
N5 C7 1.38(3) .
O4 C9 1.50(3) .
C7 C8 1.43(3) .
C8 C9 1.40(3) .
