 
data_2007src0769
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 Dr P. G. Taylor
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C20 H40 N8 O4, 2(C H4 O)'
_chemical_formula_sum
 'C22 H48 N8 O6'
_chemical_formula_weight          520.68
 
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'
 
_symmetry_cell_setting            Triclinic
_symmetry_space_group_name_H-M    'P -1'
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, -y, -z'
 
_cell_length_a                    8.8971(4)
_cell_length_b                    9.5970(4)
_cell_length_c                    9.8882(3)
_cell_angle_alpha                 64.918(2)
_cell_angle_beta                  81.546(2)
_cell_angle_gamma                 68.435(2)
_cell_volume                      711.13(5)
_cell_formula_units_Z             1
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     10676
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        Block
_exptl_crystal_colour             Colourless
_exptl_crystal_size_max           0.22
_exptl_crystal_size_mid           0.12
_exptl_crystal_size_min           0.06
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.216
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              284
_exptl_absorpt_coefficient_mu     0.089
_exptl_absorpt_correction_type    Multi-scan
_exptl_absorpt_correction_T_min   0.9806
_exptl_absorpt_correction_T_max   0.9947
_exptl_absorpt_process_details    'SADABS 2007/2 (Sheldrick, G.M., 2007)'
 
_exptl_special_details
;
 SADABS was used to perform the Absorption correction
Parameter refinement on 10031 reflections reduced R(int) from 0.0877 to 0.0470
Ratio of minimum to maximum apparent transmission: 0.849863
The given Tmin and Tmax were generated using the SHELX SIZE command.
;
 
_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-Nonius APEX II CCD camera on κ-goniostat'
_diffrn_measurement_method        'φ & ω scans'
_diffrn_detector_area_resol_mean  '4096x4096pixels / 62x62mm'
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             11944
_diffrn_reflns_av_R_equivalents   0.0487
_diffrn_reflns_av_sigmaI/netI     0.0498
_diffrn_reflns_limit_h_min        -11
_diffrn_reflns_limit_h_max        11
_diffrn_reflns_limit_k_min        -12
_diffrn_reflns_limit_k_max        12
_diffrn_reflns_limit_l_min        -12
_diffrn_reflns_limit_l_max        12
_diffrn_reflns_theta_min          2.97
_diffrn_reflns_theta_max          27.48
_reflns_number_total              3234
_reflns_number_gt                 2474
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection        
'COLLECT (Hooft, R.W.W., 1998)'
_computing_cell_refinement        
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
#Although determined using DirAx, the cell is refined in the HKL
#package during data reduction
_computing_data_reduction         
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' 
_computing_structure_solution    
;
Sir2004 (Burla, M.C., Caliandro, R., Camalli, M., Carrozzini, B., 
Cascarano, G., De Caro, L., Giacovazzo, C., Polidori, G. & Spagna, R., 
2004)
;
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     
'PLATON/PLUTON (Spek, A. L., 1998)'
_computing_publication_material   'WinGX (Farrugia, 1999)'

 
_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)+(0.0219P)²+0.8263P] 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          3234
_refine_ls_number_parameters      165
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0870
_refine_ls_R_factor_gt            0.0618
_refine_ls_wR_factor_ref          0.1332
_refine_ls_wR_factor_gt           0.1183
_refine_ls_goodness_of_fit_ref    1.076
_refine_ls_restrained_S_all       1.076
_refine_ls_shift/su_max           0.000
_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 0.6852(2) 1.1448(3) 0.5653(2) 0.0224(4) Uani 1 1 d . . .
H1A H 0.7783 1.0457 0.6158 0.027 Uiso 1 1 calc R . .
H1B H 0.7065 1.2399 0.5632 0.027 Uiso 1 1 calc R . .
C2 C 0.5403(2) 0.9601(2) 0.7174(2) 0.0222(4) Uani 1 1 d . . .
H2A H 0.6064 0.8966 0.8102 0.027 Uiso 1 1 calc R . .
H2B H 0.5912 0.9096 0.6456 0.027 Uiso 1 1 calc R . .
C3 C 0.3706(2) 0.9509(3) 0.7523(2) 0.0221(4) Uani 1 1 d . . .
H3A H 0.3772 0.8400 0.8267 0.026 Uiso 1 1 calc R . .
H3B H 0.3068 1.0304 0.7959 0.026 Uiso 1 1 calc R . .
C4 C 0.3253(2) 0.8349(2) 0.5944(2) 0.0217(4) Uani 1 1 d . . .
H4A H 0.2497 0.7788 0.6558 0.026 Uiso 1 1 calc R . .
H4B H 0.4359 0.7622 0.6331 0.026 Uiso 1 1 calc R . .
C5 C 0.5284(3) 1.1841(2) 0.7757(2) 0.0219(4) Uani 1 1 d . . .
H5A H 0.6370 1.1404 0.8210 0.026 Uiso 1 1 calc R . .
H5B H 0.4560 1.1386 0.8541 0.026 Uiso 1 1 calc R . .
C6 C 0.4647(3) 1.3708(3) 0.7205(2) 0.0231(4) Uani 1 1 d . . .
H6A H 0.5249 1.4183 0.6306 0.028 Uiso 1 1 calc R . .
H6B H 0.3492 1.4135 0.6923 0.028 Uiso 1 1 calc R . .
C7 C 0.4835(3) 1.4220(2) 0.8405(2) 0.0208(4) Uani 1 1 d . . .
C8 C 0.1138(2) 1.0652(2) 0.6212(2) 0.0218(4) Uani 1 1 d . . .
H8A H 0.0737 1.0029 0.7186 0.026 Uiso 1 1 calc R . .
H8B H 0.0616 1.0609 0.5419 0.026 Uiso 1 1 calc R . .
C9 C 0.0653(3) 1.2425(3) 0.6006(2) 0.0233(4) Uani 1 1 d . . .
H9A H -0.0519 1.2844 0.6191 0.028 Uiso 1 1 calc R . .
H9B H 0.1241 1.2482 0.6747 0.028 Uiso 1 1 calc R . .
C10 C 0.1023(2) 1.3492(2) 0.4452(2) 0.0223(4) Uani 1 1 d . . .
N1 N 0.5387(2) 1.1304(2) 0.65392(19) 0.0193(4) Uani 1 1 d . . .
N2 N 0.2889(2) 0.9872(2) 0.61580(19) 0.0193(4) Uani 1 1 d . . .
N3 N 0.3682(2) 1.4249(2) 0.94112(19) 0.0239(4) Uani 1 1 d . . .
H3C H 0.3756 1.4514 1.0143 0.029 Uiso 1 1 calc R . .
H3D H 0.2841 1.4004 0.9350 0.029 Uiso 1 1 calc R . .
N4 N 0.2446(2) 1.3708(2) 0.4270(2) 0.0246(4) Uani 1 1 d . . .
H4C H 0.2716 1.4324 0.3387 0.030 Uiso 1 1 calc R . .
H4D H 0.3118 1.3233 0.5033 0.030 Uiso 1 1 calc R . .
O1 O 0.60507(18) 1.45551(19) 0.84362(16) 0.0265(4) Uani 1 1 d . . .
O2 O 0.0022(2) 1.4119(2) 0.34329(19) 0.0361(4) Uani 1 1 d . . .
C101 C 0.9846(3) 0.7473(4) 0.9877(3) 0.0528(8) Uani 1 1 d . . .
H11A H 1.0792 0.7350 1.0372 0.079 Uiso 1 1 calc R . .
H11B H 0.9261 0.8638 0.9315 0.079 Uiso 1 1 calc R . .
H11C H 1.0199 0.6919 0.9192 0.079 Uiso 1 1 calc R . .
O101 O 0.8823(2) 0.6773(2) 1.09562(18) 0.0357(4) Uani 1 1 d . . .
H101 H 0.9381 0.5890 1.1614 0.054 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 N1 1.477(2) . ?
C1 C4 1.519(3) 2_676 ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 N1 1.477(3) . ?
C2 C3 1.525(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N2 1.475(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 N2 1.476(3) . ?
C4 C1 1.519(3) 2_676 ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N1 1.478(3) . ?
C5 C6 1.531(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.513(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 O1 1.244(2) . ?
C7 N3 1.321(3) . ?
C8 N2 1.464(3) . ?
C8 C9 1.522(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.511(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 O2 1.235(3) . ?
C10 N4 1.332(3) . ?
N3 H3C 0.8800 . ?
N3 H3D 0.8800 . ?
N4 H4C 0.8800 . ?
N4 H4D 0.8800 . ?
C101 O101 1.406(3) . ?
C101 H11A 0.9800 . ?
C101 H11B 0.9800 . ?
C101 H11C 0.9800 . ?
O101 H101 0.8400 . ?
 
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 C1 C4 114.28(16) . 2_676 ?
N1 C1 H1A 108.7 . . ?
C4 C1 H1A 108.7 2_676 . ?
N1 C1 H1B 108.7 . . ?
C4 C1 H1B 108.7 2_676 . ?
H1A C1 H1B 107.6 . . ?
N1 C2 C3 112.04(16) . . ?
N1 C2 H2A 109.2 . . ?
C3 C2 H2A 109.2 . . ?
N1 C2 H2B 109.2 . . ?
C3 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
N2 C3 C2 110.72(17) . . ?
N2 C3 H3A 109.5 . . ?
C2 C3 H3A 109.5 . . ?
N2 C3 H3B 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 108.1 . . ?
N2 C4 C1 115.92(17) . 2_676 ?
N2 C4 H4A 108.3 . . ?
C1 C4 H4A 108.3 2_676 . ?
N2 C4 H4B 108.3 . . ?
C1 C4 H4B 108.3 2_676 . ?
H4A C4 H4B 107.4 . . ?
N1 C5 C6 112.14(16) . . ?
N1 C5 H5A 109.2 . . ?
C6 C5 H5A 109.2 . . ?
N1 C5 H5B 109.2 . . ?
C6 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
C7 C6 C5 110.72(17) . . ?
C7 C6 H6A 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C7 C6 H6B 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?
O1 C7 N3 122.76(19) . . ?
O1 C7 C6 120.26(18) . . ?
N3 C7 C6 116.96(18) . . ?
N2 C8 C9 112.70(16) . . ?
N2 C8 H8A 109.1 . . ?
C9 C8 H8A 109.1 . . ?
N2 C8 H8B 109.1 . . ?
C9 C8 H8B 109.1 . . ?
H8A C8 H8B 107.8 . . ?
C10 C9 C8 111.61(17) . . ?
C10 C9 H9A 109.3 . . ?
C8 C9 H9A 109.3 . . ?
C10 C9 H9B 109.3 . . ?
C8 C9 H9B 109.3 . . ?
H9A C9 H9B 108.0 . . ?
O2 C10 N4 123.5(2) . . ?
O2 C10 C9 119.97(19) . . ?
N4 C10 C9 116.52(18) . . ?
C1 N1 C2 110.88(16) . . ?
C1 N1 C5 109.83(15) . . ?
C2 N1 C5 109.65(16) . . ?
C8 N2 C3 111.87(16) . . ?
C8 N2 C4 109.84(15) . . ?
C3 N2 C4 109.77(16) . . ?
C7 N3 H3C 120.0 . . ?
C7 N3 H3D 120.0 . . ?
H3C N3 H3D 120.0 . . ?
C10 N4 H4C 120.0 . . ?
C10 N4 H4D 120.0 . . ?
H4C N4 H4D 120.0 . . ?
O101 C101 H11A 109.5 . . ?
O101 C101 H11B 109.5 . . ?
H11A C101 H11B 109.5 . . ?
O101 C101 H11C 109.5 . . ?
H11A C101 H11C 109.5 . . ?
H11B C101 H11C 109.5 . . ?
C101 O101 H101 109.5 . . ?
 
loop_
 _geom_hbond_atom_site_label_D
 _geom_hbond_atom_site_label_H
 _geom_hbond_atom_site_label_A
 _geom_hbond_distance_DH
 _geom_hbond_distance_HA
 _geom_hbond_distance_DA
 _geom_hbond_angle_DHA
 _geom_hbond_site_symmetry_A
N3 H3C O1  0.88 2.01 2.885(2) 171.1 2_687
N3 H3D O101  0.88 1.99 2.865(2) 170.7 2_677
N4 H4C O1  0.88 2.06 2.921(2) 164.9 2_686
N4 H4D N1  0.88 2.35 3.178(2) 157.0 .
O101 H101 O2  0.84 1.86 2.666(2) 161.2 1_646
 
_diffrn_measured_fraction_theta_max    0.990
_diffrn_reflns_theta_full              27.48
_diffrn_measured_fraction_theta_full   0.990
_refine_diff_density_max    0.319
_refine_diff_density_min   -0.258
_refine_diff_density_rms    0.056
