data_2007src0256
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C18 H24 N5 O2 P3'
_chemical_formula_weight          435.33
 
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'
 
_symmetry_cell_setting            Monoclinic
_symmetry_space_group_name_H-M    P2(1)/c
 
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'
 
_cell_length_a                    10.6006(6)
_cell_length_b                    9.5629(4)
_cell_length_c                    19.5682(11)
_cell_angle_alpha                 90.00
_cell_angle_beta                  91.038(2)
_cell_angle_gamma                 90.00
_cell_volume                      1983.35(18)
_cell_formula_units_Z             4
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     56688
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        prism
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.40
_exptl_crystal_size_mid           0.20
_exptl_crystal_size_min           0.20
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.458
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              912
_exptl_absorpt_coefficient_mu     0.326
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.8808
_exptl_absorpt_correction_T_max   0.9377
_exptl_absorpt_process_details    'SADABS V2.10 (Sheldrick, G.M., 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   graphite
_diffrn_measurement_device_type   'Bruker-Nonius KappaCCD Area Detector'
_diffrn_measurement_method        'φ and ω scans'
_diffrn_detector_area_resol_mean  9.091
_diffrn_standards_number          none
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         negligible
_diffrn_reflns_number             30886
_diffrn_reflns_av_R_equivalents   0.0807
_diffrn_reflns_av_sigmaI/netI     0.0570
_diffrn_reflns_limit_h_min        -13
_diffrn_reflns_limit_h_max        13
_diffrn_reflns_limit_k_min        -12
_diffrn_reflns_limit_k_max        12
_diffrn_reflns_limit_l_min        -25
_diffrn_reflns_limit_l_max        25
_diffrn_reflns_theta_min          2.98
_diffrn_reflns_theta_max          27.50
_reflns_number_total              4471
_reflns_number_gt                 3616
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection        ?
_computing_cell_refinement        'DENZO, COLLECT'
_computing_data_reduction         'DENZO, COLLECT'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     'PLATON (Spek, 2003)'
_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)+(0.0615P)²+8.5647P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        ?
_refine_ls_number_reflns          4471
_refine_ls_number_parameters      253
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0947
_refine_ls_R_factor_gt            0.0749
_refine_ls_wR_factor_ref          0.1925
_refine_ls_wR_factor_gt           0.1747
_refine_ls_goodness_of_fit_ref    1.092
_refine_ls_restrained_S_all       1.092
_refine_ls_shift/su_max           0.002
_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
P1 P 0.93457(9) 0.17459(12) 0.08226(5) 0.0206(2) Uani 1 1 d . . .
P2 P 0.85134(9) 0.30942(12) -0.03632(5) 0.0217(3) Uani 1 1 d . . .
P3 P 0.72698(9) 0.35172(12) 0.08496(5) 0.0199(2) Uani 1 1 d . . .
O1 O 1.0687(2) 0.2170(3) 0.11503(14) 0.0269(7) Uani 1 1 d . . .
O2 O 0.7616(3) 0.2176(3) -0.08511(14) 0.0251(6) Uani 1 1 d . . .
N1 N 0.9439(3) 0.2022(4) 0.00218(17) 0.0267(8) Uani 1 1 d . . .
N2 N 0.7696(3) 0.4090(4) 0.01104(16) 0.0240(7) Uani 1 1 d . . .
N3 N 0.8291(3) 0.2555(4) 0.12403(16) 0.0228(7) Uani 1 1 d . . .
N4 N 0.9224(3) 0.0051(4) 0.09532(16) 0.0250(8) Uani 1 1 d . . .
H4 H 0.8976 -0.0530 0.0629 0.030 Uiso 1 1 calc R . .
N5 N 0.9309(3) 0.4002(4) -0.09298(17) 0.0272(8) Uani 1 1 d . . .
H5 H 1.0136 0.4066 -0.0905 0.033 Uiso 1 1 calc R . .
C1 C 0.9562(4) -0.0434(5) 0.1654(2) 0.0283(9) Uani 1 1 d . . .
H1A H 0.9580 -0.1469 0.1661 0.034 Uiso 1 1 calc R . .
H1B H 0.8906 -0.0122 0.1974 0.034 Uiso 1 1 calc R . .
C2 C 1.0852(4) 0.0130(5) 0.1899(2) 0.0318(10) Uani 1 1 d . . .
H2A H 1.1008 -0.0156 0.2379 0.038 Uiso 1 1 calc R . .
H2B H 1.1523 -0.0286 0.1617 0.038 Uiso 1 1 calc R . .
C3 C 1.0916(4) 0.1707(5) 0.1848(2) 0.0313(10) Uani 1 1 d . . .
H3A H 1.0278 0.2125 0.2149 0.038 Uiso 1 1 calc R . .
H3B H 1.1759 0.2031 0.2006 0.038 Uiso 1 1 calc R . .
C4 C 0.8571(4) 0.4709(5) -0.1483(2) 0.0305(10) Uani 1 1 d . . .
H4A H 0.9154 0.5153 -0.1808 0.037 Uiso 1 1 calc R . .
H4B H 0.8038 0.5451 -0.1285 0.037 Uiso 1 1 calc R . .
C5 C 0.7737(4) 0.3652(5) -0.1861(2) 0.0327(10) Uani 1 1 d . . .
H5A H 0.7222 0.4141 -0.2213 0.039 Uiso 1 1 calc R . .
H5B H 0.8276 0.2961 -0.2094 0.039 Uiso 1 1 calc R . .
C6 C 0.6874(4) 0.2897(5) -0.1373(2) 0.0291(10) Uani 1 1 d . . .
H6A H 0.6306 0.3579 -0.1155 0.035 Uiso 1 1 calc R . .
H6B H 0.6348 0.2213 -0.1630 0.035 Uiso 1 1 calc R . .
C7 C 0.6902(4) 0.5033(5) 0.13599(19) 0.0246(9) Uani 1 1 d . . .
C8 C 0.7210(4) 0.6374(5) 0.1148(2) 0.0270(9) Uani 1 1 d . . .
H8 H 0.7648 0.6505 0.0733 0.032 Uiso 1 1 calc R . .
C9 C 0.6882(4) 0.7522(5) 0.1538(3) 0.0343(10) Uani 1 1 d . . .
H9 H 0.7091 0.8437 0.1389 0.041 Uiso 1 1 calc R . .
C10 C 0.6249(4) 0.7340(6) 0.2148(3) 0.0372(12) Uani 1 1 d . . .
H10 H 0.6023 0.8132 0.2412 0.045 Uiso 1 1 calc R . .
C11 C 0.5946(4) 0.6007(6) 0.2371(2) 0.0369(12) Uani 1 1 d . . .
H11 H 0.5520 0.5885 0.2790 0.044 Uiso 1 1 calc R . .
C12 C 0.6266(4) 0.4846(5) 0.1979(2) 0.0292(10) Uani 1 1 d . . .
H12 H 0.6056 0.3932 0.2129 0.035 Uiso 1 1 calc R . .
C13 C 0.5794(3) 0.2572(5) 0.07863(18) 0.0214(8) Uani 1 1 d . . .
C14 C 0.4658(4) 0.3252(5) 0.0625(2) 0.0250(9) Uani 1 1 d . . .
H14 H 0.4646 0.4238 0.0566 0.030 Uiso 1 1 calc R . .
C15 C 0.3543(4) 0.2486(5) 0.0552(2) 0.0301(10) Uani 1 1 d . . .
H15 H 0.2771 0.2956 0.0454 0.036 Uiso 1 1 calc R . .
C16 C 0.3555(4) 0.1052(5) 0.0621(2) 0.0278(9) Uani 1 1 d . . .
H16 H 0.2795 0.0536 0.0564 0.033 Uiso 1 1 calc R . .
C17 C 0.4681(4) 0.0356(5) 0.0776(2) 0.0303(10) Uani 1 1 d . . .
H17 H 0.4693 -0.0633 0.0822 0.036 Uiso 1 1 calc R . .
C18 C 0.5794(4) 0.1134(5) 0.0862(2) 0.0269(9) Uani 1 1 d . . .
H18 H 0.6561 0.0665 0.0974 0.032 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
P1 N1 1.594(3) . ?
P1 N3 1.597(3) . ?
P1 O1 1.601(3) . ?
P1 N4 1.647(4) . ?
P2 N2 1.596(3) . ?
P2 N1 1.598(4) . ?
P2 O2 1.598(3) . ?
P2 N5 1.652(3) . ?
P3 N3 1.604(3) . ?
P3 N2 1.619(3) . ?
P3 C7 1.807(4) . ?
P3 C13 1.810(4) . ?
O1 C3 1.451(5) . ?
O2 C6 1.452(5) . ?
N4 C1 1.486(5) . ?
N4 H4 0.8800 . ?
N5 C4 1.486(5) . ?
N5 H5 0.8800 . ?
C1 C2 1.539(6) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.513(7) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.524(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.517(6) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.389(6) . ?
C7 C12 1.408(6) . ?
C8 C9 1.385(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.390(7) . ?
C9 H9 0.9500 . ?
C10 C11 1.388(8) . ?
C10 H10 0.9500 . ?
C11 C12 1.394(7) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C18 1.383(6) . ?
C13 C14 1.400(5) . ?
C14 C15 1.395(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.378(7) . ?
C15 H15 0.9500 . ?
C16 C17 1.394(6) . ?
C16 H16 0.9500 . ?
C17 C18 1.403(6) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
 
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
N1 P1 N3 118.63(18) . . ?
N1 P1 O1 106.35(17) . . ?
N3 P1 O1 107.28(17) . . ?
N1 P1 N4 108.79(19) . . ?
N3 P1 N4 109.89(19) . . ?
O1 P1 N4 105.00(17) . . ?
N2 P2 N1 116.38(18) . . ?
N2 P2 O2 110.56(17) . . ?
N1 P2 O2 106.42(18) . . ?
N2 P2 N5 111.42(19) . . ?
N1 P2 N5 109.73(18) . . ?
O2 P2 N5 101.14(16) . . ?
N3 P3 N2 115.05(17) . . ?
N3 P3 C7 110.32(18) . . ?
N2 P3 C7 106.8(2) . . ?
N3 P3 C13 108.74(19) . . ?
N2 P3 C13 111.27(17) . . ?
C7 P3 C13 104.11(18) . . ?
C3 O1 P1 115.5(3) . . ?
C6 O2 P2 117.9(3) . . ?
P1 N1 P2 121.4(2) . . ?
P2 N2 P3 118.7(2) . . ?
P1 N3 P3 120.4(2) . . ?
C1 N4 P1 115.6(3) . . ?
C1 N4 H4 122.2 . . ?
P1 N4 H4 122.2 . . ?
C4 N5 P2 117.4(3) . . ?
C4 N5 H5 121.3 . . ?
P2 N5 H5 121.3 . . ?
N4 C1 C2 112.0(3) . . ?
N4 C1 H1A 109.2 . . ?
C2 C1 H1A 109.2 . . ?
N4 C1 H1B 109.2 . . ?
C2 C1 H1B 109.2 . . ?
H1A C1 H1B 107.9 . . ?
C3 C2 C1 111.7(4) . . ?
C3 C2 H2A 109.3 . . ?
C1 C2 H2A 109.3 . . ?
C3 C2 H2B 109.3 . . ?
C1 C2 H2B 109.3 . . ?
H2A C2 H2B 107.9 . . ?
O1 C3 C2 111.1(4) . . ?
O1 C3 H3A 109.4 . . ?
C2 C3 H3A 109.4 . . ?
O1 C3 H3B 109.4 . . ?
C2 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
N5 C4 C5 110.1(4) . . ?
N5 C4 H4A 109.6 . . ?
C5 C4 H4A 109.6 . . ?
N5 C4 H4B 109.6 . . ?
C5 C4 H4B 109.6 . . ?
H4A C4 H4B 108.1 . . ?
C6 C5 C4 111.2(3) . . ?
C6 C5 H5A 109.4 . . ?
C4 C5 H5A 109.4 . . ?
C6 C5 H5B 109.4 . . ?
C4 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
O2 C6 C5 110.1(3) . . ?
O2 C6 H6A 109.6 . . ?
C5 C6 H6A 109.6 . . ?
O2 C6 H6B 109.6 . . ?
C5 C6 H6B 109.6 . . ?
H6A C6 H6B 108.2 . . ?
C8 C7 C12 119.5(4) . . ?
C8 C7 P3 121.4(3) . . ?
C12 C7 P3 119.0(4) . . ?
C9 C8 C7 120.3(4) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C10 120.2(5) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C11 C10 C9 120.2(4) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C10 C11 C12 119.9(4) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C11 C12 C7 119.8(5) . . ?
C11 C12 H12 120.1 . . ?
C7 C12 H12 120.1 . . ?
C18 C13 C14 119.0(4) . . ?
C18 C13 P3 119.4(3) . . ?
C14 C13 P3 121.5(3) . . ?
C15 C14 C13 120.2(4) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C16 C15 C14 120.4(4) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C15 C16 C17 120.2(4) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C16 C17 C18 119.2(4) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C13 C18 C17 121.0(4) . . ?
C13 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
 
_diffrn_measured_fraction_theta_max    0.978
_diffrn_reflns_theta_full              27.50
_diffrn_measured_fraction_theta_full   0.978
_refine_diff_density_max    0.755
_refine_diff_density_min   -0.755
_refine_diff_density_rms    0.115
