data_s92
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 Robert Shaw
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C28 H24 Cl6 N8 O4 P6, C4 H10 N2'
_chemical_formula_sum
 'C32 H34 Cl6 N10 O4 P6'
_chemical_formula_weight          1021.21
 
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            Triclinic
_symmetry_space_group_name_H-M    P-1
_symmetry_space_group_name_hall   '-P 1'
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, -y, -z'
 
_cell_length_a                    6.9951(14)
_cell_length_b                    9.7142(19)
_cell_length_c                    16.255(3)
_cell_angle_alpha                 78.60(3)
_cell_angle_beta                  85.27(3)
_cell_angle_gamma                 82.74(3)
_cell_volume                      1072.2(4)
_cell_formula_units_Z             1
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     13451
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        rod
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.24
_exptl_crystal_size_mid           0.06
_exptl_crystal_size_min           0.04
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.582
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              520
_exptl_absorpt_coefficient_mu     0.676
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.8547
_exptl_absorpt_correction_T_max   0.9735
_exptl_absorpt_process_details    'SORTAV Blessing (1997)'
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       120(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'Enraf Nonius FR591 rotating anode'
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Enraf Nonius KappaCCD area detector'
_diffrn_measurement_method        'ω and φ scans to fill Ewald sphere'
_diffrn_detector_area_resol_mean  '9.091 pixels/mm'
_diffrn_standards_number          'n/a'
_diffrn_standards_interval_count  'n/a'
_diffrn_standards_interval_time   'n/a'
_diffrn_standards_decay_%         'n/a'
_diffrn_reflns_number             15922
_diffrn_reflns_av_R_equivalents   0.1641
_diffrn_reflns_av_sigmaI/netI     0.1660
_diffrn_reflns_limit_h_min        -8
_diffrn_reflns_limit_h_max        9
_diffrn_reflns_limit_k_min        -12
_diffrn_reflns_limit_k_max        12
_diffrn_reflns_limit_l_min        -20
_diffrn_reflns_limit_l_max        20
_diffrn_reflns_theta_min          2.94
_diffrn_reflns_theta_max          27.48
_reflns_number_total              4777
_reflns_number_gt                 2678
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection        
;
'DENZO (Otwinowski and Minor, 1997) & COLLECT (Hooft, 1998) '
;
_computing_cell_refinement        'DENZO and COLLECT'
_computing_data_reduction         'DENZO and COLLECT'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 2008)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 2008)' 
_computing_molecular_graphics     'PLATON (Watkin, Pearce 1995)'
_computing_publication_material   SHELXL-97
 
_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)+(0.0392P)²+0.0000P] 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      SHELXL
_refine_ls_extinction_coef        0
_refine_ls_number_reflns          4777
_refine_ls_number_parameters      263
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.1343
_refine_ls_R_factor_gt            0.0568
_refine_ls_wR_factor_ref          0.1382
_refine_ls_wR_factor_gt           0.1133
_refine_ls_goodness_of_fit_ref    0.974
_refine_ls_restrained_S_all       0.974
_refine_ls_shift/su_max           0.005
_refine_ls_shift/su_mean          0.000
 
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 0.8615(6) 0.0170(4) 0.3506(3) 0.0184(9) Uani 1 1 d . . .
C2 C 0.7145(6) -0.0229(4) 0.4087(3) 0.0254(10) Uani 1 1 d . . .
H2 H 0.5858 0.0202 0.4016 0.030 Uiso 1 1 calc R . .
C3 C 0.7594(6) -0.1281(4) 0.4782(3) 0.0288(11) Uani 1 1 d . . .
H3 H 0.6610 -0.1572 0.5195 0.035 Uiso 1 1 calc R . .
C4 C 0.9490(6) -0.1906(4) 0.4870(3) 0.0277(11) Uani 1 1 d . . .
H4 H 0.9799 -0.2627 0.5342 0.033 Uiso 1 1 calc R . .
C5 C 1.0909(6) -0.1480(4) 0.4275(3) 0.0244(10) Uani 1 1 d . . .
H5 H 1.2193 -0.1920 0.4345 0.029 Uiso 1 1 calc R . .
C6 C 1.0539(6) -0.0425(4) 0.3572(3) 0.0195(9) Uani 1 1 d . . .
C7 C 1.2034(6) 0.0058(4) 0.2934(3) 0.0215(10) Uani 1 1 d . . .
C8 C 1.3421(6) -0.0895(5) 0.2599(3) 0.0289(11) Uani 1 1 d . . .
H8 H 1.3402 -0.1883 0.2793 0.035 Uiso 1 1 calc R . .
C9 C 1.4802(6) -0.0419(5) 0.1996(3) 0.0353(12) Uani 1 1 d . . .
H9 H 1.5718 -0.1083 0.1777 0.042 Uiso 1 1 calc R . .
C10 C 1.4883(6) 0.1011(5) 0.1702(3) 0.0335(11) Uani 1 1 d . . .
H10 H 1.5852 0.1322 0.1287 0.040 Uiso 1 1 calc R . .
C11 C 1.3559(6) 0.1982(4) 0.2013(3) 0.0261(10) Uani 1 1 d . . .
H11 H 1.3594 0.2967 0.1817 0.031 Uiso 1 1 calc R . .
C12 C 1.2173(6) 0.1485(4) 0.2620(3) 0.0234(10) Uani 1 1 d . . .
C13 C 0.7005(6) 0.4446(4) 0.0027(3) 0.0237(10) Uani 1 1 d . . .
H13A H 0.8024 0.3675 0.0224 0.028 Uiso 1 1 calc R . .
H13B H 0.7632 0.5239 -0.0323 0.028 Uiso 1 1 calc R . .
C14 C 0.5642(5) 0.3926(4) -0.0489(3) 0.0228(10) Uani 1 1 d . . .
H14A H 0.6357 0.3632 -0.0989 0.027 Uiso 1 1 calc R . .
H14B H 0.5070 0.3099 -0.0149 0.027 Uiso 1 1 calc R . .
N1 N 0.7539(5) 0.3470(3) 0.3443(2) 0.0238(8) Uani 1 1 d . . .
N2 N 0.5703(4) 0.5491(3) 0.2276(2) 0.0190(8) Uani 1 1 d . . .
N3 N 0.8479(4) 0.3515(3) 0.1789(2) 0.0204(8) Uani 1 1 d . . .
N4 N 0.5899(4) 0.4921(3) 0.0756(2) 0.0195(8) Uani 1 1 d . . .
O1 O 0.8144(4) 0.1195(2) 0.27850(17) 0.0188(6) Uani 1 1 d . . .
O2 O 1.0867(4) 0.2497(3) 0.29704(18) 0.0229(7) Uani 1 1 d . . .
P1 P 0.86825(15) 0.27522(10) 0.27278(7) 0.0199(3) Uani 1 1 d . . .
P2 P 0.60985(15) 0.48578(10) 0.32252(7) 0.0201(3) Uani 1 1 d . . .
P3 P 0.71243(15) 0.49632(10) 0.15626(7) 0.0186(3) Uani 1 1 d . . .
Cl1 Cl 0.35495(16) 0.45896(12) 0.38448(8) 0.0382(3) Uani 1 1 d . . .
Cl2 Cl 0.69666(17) 0.63447(11) 0.37516(7) 0.0359(3) Uani 1 1 d . . .
Cl3 Cl 0.88892(15) 0.65288(11) 0.11505(7) 0.0325(3) Uani 1 1 d . . .
C01 C 0.0024(7) 0.0451(5) 0.0641(3) 0.0399(13) Uani 1 1 d . . .
H01A H -0.0517 -0.0267 0.1089 0.048 Uiso 1 1 calc R . .
H01B H 0.0520 0.1139 0.0921 0.048 Uiso 1 1 calc R . .
C02 C 0.1632(8) -0.0244(5) 0.0223(4) 0.0576(17) Uani 1 1 d . . .
H02A H 0.2269 0.0505 -0.0166 0.069 Uiso 1 1 calc R . .
H02B H 0.2557 -0.0675 0.0656 0.069 Uiso 1 1 calc R . .
N01 N -0.1449(8) 0.1144(6) 0.0174(4) 0.0878(19) Uani 1 1 d . . .
H01 H -0.2078 0.1991 0.0164 0.105 Uiso 1 1 calc R . .
 
 
_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 C2 1.376(6) . ?
C1 C6 1.400(5) . ?
C1 O1 1.412(5) . ?
C2 C3 1.393(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.393(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.371(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.394(6) . ?
C5 H5 0.9500 . ?
C6 C7 1.463(6) . ?
C7 C12 1.392(6) . ?
C7 C8 1.408(5) . ?
C8 C9 1.373(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.383(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.376(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.385(6) . ?
C11 H11 0.9500 . ?
C12 O2 1.426(5) . ?
C13 N4 1.480(5) . ?
C13 C14 1.512(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 N4 1.478(4) 2_665 ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
N1 P2 1.576(3) . ?
N1 P1 1.582(3) . ?
N2 P2 1.577(3) . ?
N2 P3 1.585(3) . ?
N3 P1 1.569(3) . ?
N3 P3 1.590(3) . ?
N4 C14 1.478(4) 2_665 ?
N4 P3 1.634(3) . ?
O1 P1 1.588(3) . ?
O2 P1 1.587(3) . ?
P2 Cl1 1.9948(17) . ?
P2 Cl2 1.9958(14) . ?
P3 Cl3 2.0546(17) . ?
C01 N01 1.357(6) . ?
C01 H01A 0.9900 . ?
C01 H01B 0.9900 . ?
C02 N01 1.211(6) 2 ?
C02 H02A 0.9900 . ?
C02 H02B 0.9900 . ?
N01 C02 1.211(6) 2 ?
N01 H01 0.8800 . ?
 
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
C2 C1 C6 123.7(4) . . ?
C2 C1 O1 118.2(3) . . ?
C6 C1 O1 118.0(4) . . ?
C1 C2 C3 118.3(4) . . ?
C1 C2 H2 120.9 . . ?
C3 C2 H2 120.9 . . ?
C4 C3 C2 119.9(4) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C5 C4 C3 120.0(4) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 C6 122.5(4) . . ?
C4 C5 H5 118.8 . . ?
C6 C5 H5 118.8 . . ?
C5 C6 C1 115.7(4) . . ?
C5 C6 C7 123.4(4) . . ?
C1 C6 C7 120.9(4) . . ?
C12 C7 C8 115.8(4) . . ?
C12 C7 C6 122.2(4) . . ?
C8 C7 C6 121.9(4) . . ?
C9 C8 C7 121.0(4) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C8 C9 C10 121.1(4) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 H9 119.4 . . ?
C11 C10 C9 119.9(5) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C11 C12 118.2(4) . . ?
C10 C11 H11 120.9 . . ?
C12 C11 H11 120.9 . . ?
C11 C12 C7 123.9(4) . . ?
C11 C12 O2 117.9(4) . . ?
C7 C12 O2 118.1(4) . . ?
N4 C13 C14 109.1(3) . . ?
N4 C13 H13A 109.9 . . ?
C14 C13 H13A 109.9 . . ?
N4 C13 H13B 109.9 . . ?
C14 C13 H13B 109.9 . . ?
H13A C13 H13B 108.3 . . ?
N4 C14 C13 108.9(3) 2_665 . ?
N4 C14 H14A 109.9 2_665 . ?
C13 C14 H14A 109.9 . . ?
N4 C14 H14B 109.9 2_665 . ?
C13 C14 H14B 109.9 . . ?
H14A C14 H14B 108.3 . . ?
P2 N1 P1 121.3(2) . . ?
P2 N2 P3 118.94(18) . . ?
P1 N3 P3 120.6(2) . . ?
C14 N4 C13 111.7(3) 2_665 . ?
C14 N4 P3 119.5(2) 2_665 . ?
C13 N4 P3 116.7(2) . . ?
C1 O1 P1 118.6(2) . . ?
C12 O2 P1 119.3(2) . . ?
N3 P1 N1 118.50(16) . . ?
N3 P1 O2 111.68(18) . . ?
N1 P1 O2 105.22(16) . . ?
N3 P1 O1 106.35(16) . . ?
N1 P1 O1 111.07(17) . . ?
O2 P1 O1 103.00(14) . . ?
N2 P2 N1 119.16(17) . . ?
N2 P2 Cl1 107.46(13) . . ?
N1 P2 Cl1 109.97(15) . . ?
N2 P2 Cl2 109.23(13) . . ?
N1 P2 Cl2 108.33(13) . . ?
Cl1 P2 Cl2 101.22(7) . . ?
N2 P3 N3 119.03(18) . . ?
N2 P3 N4 109.33(16) . . ?
N3 P3 N4 109.24(16) . . ?
N2 P3 Cl3 105.73(13) . . ?
N3 P3 Cl3 107.29(14) . . ?
N4 P3 Cl3 105.32(14) . . ?
C02 C01 C02 89.9(4) . 2 ?
N01 C01 H01A 107.8 . . ?
C02 C01 H01A 107.8 . . ?
C02 C01 H01A 95.7 2 . ?
N01 C01 H01B 107.8 . . ?
C02 C01 H01B 107.8 . . ?
C02 C01 H01B 144.5 2 . ?
H01A C01 H01B 107.1 . . ?
C01 C02 C01 90.1(4) . 2 ?
N01 C02 H02A 106.8 2 . ?
C01 C02 H02A 106.8 . . ?
C01 C02 H02A 91.8 2 . ?
N01 C02 H02B 106.8 2 . ?
C01 C02 H02B 106.8 . . ?
C01 C02 H02B 149.6 2 . ?
H02A C02 H02B 106.6 . . ?
C02 N01 C01 98.5(6) 2 . ?
C02 N01 H01 130.7 2 . ?
C01 N01 H01 130.7 . . ?
 
_diffrn_measured_fraction_theta_max    0.970
_diffrn_reflns_theta_full              27.48
_diffrn_measured_fraction_theta_full   0.970
_refine_diff_density_max    0.518
_refine_diff_density_min   -0.803
_refine_diff_density_rms    0.133
