 
data_2008src0008
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C14 H29 Cl2 N9 O7 P6'
_chemical_formula_weight          692.18
 
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'
 
_symmetry_cell_setting            Monoclinic
_symmetry_space_group_name_H-M    C2/c
 
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'
 
_cell_length_a                    32.138(2)
_cell_length_b                    8.5084(6)
_cell_length_c                    11.6735(5)
_cell_angle_alpha                 90.00
_cell_angle_beta                  110.275(4)
_cell_angle_gamma                 90.00
_cell_volume                      2994.2(3)
_cell_formula_units_Z             4
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     12874
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        plate
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.14
_exptl_crystal_size_mid           0.04
_exptl_crystal_size_min           0.04
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.535
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              1424
_exptl_absorpt_coefficient_mu     0.588
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9222
_exptl_absorpt_correction_T_max   0.9769
_exptl_absorpt_process_details    'SADABS (Sheldrick, 2003)'
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       120(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_monochromator   '10cm confocal mirrors'
_diffrn_measurement_device_type   'Bruker APEX2'
_diffrn_measurement_method        'φ & ω scans'
_diffrn_detector_area_resol_mean  ?
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             15435
_diffrn_reflns_av_R_equivalents   0.1264
_diffrn_reflns_av_sigmaI/netI     0.1554
_diffrn_reflns_limit_h_min        -38
_diffrn_reflns_limit_h_max        41
_diffrn_reflns_limit_k_min        -11
_diffrn_reflns_limit_k_max        10
_diffrn_reflns_limit_l_min        -15
_diffrn_reflns_limit_l_max        14
_diffrn_reflns_theta_min          2.96
_diffrn_reflns_theta_max          27.50
_reflns_number_total              3392
_reflns_number_gt                 1551
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection        ?
_computing_cell_refinement        ?
_computing_data_reduction         ?
_computing_structure_solution     ?
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
 
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
 
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
 'calc w=1/[σ²(Fo²)+(0.0256P)²+47.1676P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        ?
_refine_ls_number_reflns          3392
_refine_ls_number_parameters      204
_refine_ls_number_restraints      24
_refine_ls_R_factor_all           0.2595
_refine_ls_R_factor_gt            0.1412
_refine_ls_wR_factor_ref          0.2590
_refine_ls_wR_factor_gt           0.2154
_refine_ls_goodness_of_fit_ref    1.053
_refine_ls_restrained_S_all       1.050
_refine_ls_shift/su_max           0.051
_refine_ls_shift/su_mean          0.003
 
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
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
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) . ?
 
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
 _geom_angle_publ_flag
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) . . ?
 
_diffrn_measured_fraction_theta_max    0.987
_diffrn_reflns_theta_full              27.50
_diffrn_measured_fraction_theta_full   0.987
_refine_diff_density_max    0.377
_refine_diff_density_min   -0.354
_refine_diff_density_rms    0.088
