data_global

# start Validation Reply Form
_vrf_PLAT112_2008lsh022
;
PROBLEM: ADDSYM Detects Additional (Pseudo) Symm. Elem...          X  
RESPONSE: see comments under _refine_special_details
;
# end Validation Reply Form
 
data_2008lsh022
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
N,N'-bis(4-Methoxyphenyl)urea
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C15 H16 N2 O3'
_chemical_formula_weight          272.30
 
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                    9.2339(3)
_cell_length_b                    11.9540(4)
_cell_length_c                    13.4630(4)
_cell_angle_alpha                 64.502(2)
_cell_angle_beta                  87.652(2)
_cell_angle_gamma                 76.670(2)
_cell_volume                      1302.32(7)
_cell_formula_units_Z             4
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     26360
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        'cut plate'
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.30
_exptl_crystal_size_mid           0.02
_exptl_crystal_size_min           0.01
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.389
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              576
_exptl_absorpt_coefficient_mu     0.098
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9712
_exptl_absorpt_correction_T_max   0.9990
_exptl_absorpt_process_details    
'SADABS 2007/2 (Sheldrick, G.M., 2007)' 
 
_exptl_special_details
;
The Tmin and Tmax values above were generated with the
SIZE command in SHELXL and rely entirely on the crystal 
dimensions given. 
SADABS reports the ratio of minimum to maximum apparent 
transmission as 0.785466. 
;
 
_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             22851
_diffrn_reflns_av_R_equivalents   0.0517
_diffrn_reflns_av_sigmaI/netI     0.0556
_diffrn_reflns_limit_h_min        -11
_diffrn_reflns_limit_h_max        11
_diffrn_reflns_limit_k_min        -15
_diffrn_reflns_limit_k_max        15
_diffrn_reflns_limit_l_min        -17
_diffrn_reflns_limit_l_max        17
_diffrn_reflns_theta_min          3.07
_diffrn_reflns_theta_max          27.50
_reflns_number_total              5928
_reflns_number_gt                 4217
_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     'SHEXLS-97 (Sheldrick, 1997)'
_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.

There are two crystallographically independent molecules in the ASU. 
Pseudotranslation is detected, but the two molecules differ in the
orientation of one of the phenyl rings, hence the unit cell was retained.

The N-H distances were restrained with DFIX 0.88 0.02. 
;
 
_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)+(0.0185P)²+1.9275P] 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          5928
_refine_ls_number_parameters      381
_refine_ls_number_restraints      4
_refine_ls_R_factor_all           0.1118
_refine_ls_R_factor_gt            0.0731
_refine_ls_wR_factor_ref          0.1485
_refine_ls_wR_factor_gt           0.1284
_refine_ls_goodness_of_fit_ref    1.103
_refine_ls_restrained_S_all       1.103
_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 0.2574(3) 0.3337(2) 0.1626(2) 0.0229(5) Uani 1 1 d . . .
C2 C 0.1692(3) 0.3926(2) 0.0656(2) 0.0257(6) Uani 1 1 d . . .
H2 H 0.1383 0.4830 0.0306 0.031 Uiso 1 1 calc R . .
C3 C 0.1243(3) 0.3220(2) 0.0177(2) 0.0254(5) Uani 1 1 d . . .
H3 H 0.0627 0.3639 -0.0490 0.030 Uiso 1 1 calc R . .
C4 C 0.1709(3) 0.1900(3) 0.0685(2) 0.0258(6) Uani 1 1 d . . .
C5 C 0.2644(3) 0.1308(3) 0.1640(2) 0.0301(6) Uani 1 1 d . . .
H5 H 0.2997 0.0407 0.1973 0.036 Uiso 1 1 calc R . .
C6 C 0.3069(3) 0.2018(3) 0.2114(2) 0.0286(6) Uani 1 1 d . . .
H6 H 0.3701 0.1601 0.2772 0.034 Uiso 1 1 calc R . .
C7 C 0.1990(3) 0.4863(2) 0.2429(2) 0.0210(5) Uani 1 1 d . . .
C8 C 0.1792(3) 0.6409(2) 0.3229(2) 0.0212(5) Uani 1 1 d . . .
C9 C 0.0549(3) 0.6196(2) 0.3830(2) 0.0229(5) Uani 1 1 d . . .
H9 H 0.0154 0.5495 0.3916 0.028 Uiso 1 1 calc R . .
C10 C -0.0129(3) 0.6994(2) 0.4310(2) 0.0241(5) Uani 1 1 d . . .
H10 H -0.0989 0.6843 0.4711 0.029 Uiso 1 1 calc R . .
C11 C 0.0452(3) 0.8007(2) 0.4203(2) 0.0252(5) Uani 1 1 d . . .
C12 C 0.1706(3) 0.8217(3) 0.3608(2) 0.0304(6) Uani 1 1 d . . .
H12 H 0.2115 0.8907 0.3534 0.036 Uiso 1 1 calc R . .
C13 C 0.2361(3) 0.7437(3) 0.3124(2) 0.0281(6) Uani 1 1 d . . .
H13 H 0.3212 0.7599 0.2714 0.034 Uiso 1 1 calc R . .
C14 C 0.0263(3) 0.1687(3) -0.0631(2) 0.0332(6) Uani 1 1 d . . .
H14A H -0.0663 0.2128 -0.0445 0.050 Uiso 1 1 calc R . .
H14B H 0.0062 0.1025 -0.0813 0.050 Uiso 1 1 calc R . .
H14C H 0.0657 0.2301 -0.1267 0.050 Uiso 1 1 calc R . .
C15 C -0.1263(3) 0.8559(3) 0.5385(2) 0.0331(6) Uani 1 1 d . . .
H15A H -0.2156 0.8617 0.4980 0.050 Uiso 1 1 calc R . .
H15B H -0.1495 0.9172 0.5706 0.050 Uiso 1 1 calc R . .
H15C H -0.0936 0.7694 0.5976 0.050 Uiso 1 1 calc R . .
N1 N 0.3010(2) 0.4083(2) 0.21042(18) 0.0234(5) Uani 1 1 d D . .
N2 N 0.2572(2) 0.5602(2) 0.27607(17) 0.0221(4) Uani 1 1 d D . .
O1 O 0.06466(18) 0.48790(17) 0.24199(15) 0.0260(4) Uani 1 1 d . . .
O2 O 0.1337(2) 0.11126(18) 0.02934(16) 0.0357(5) Uani 1 1 d . . .
O3 O -0.0108(2) 0.88410(18) 0.46539(16) 0.0326(5) Uani 1 1 d . . .
H1N H 0.393(2) 0.410(3) 0.212(2) 0.025(7) Uiso 1 1 d D . .
H2N H 0.352(2) 0.556(3) 0.269(2) 0.030(8) Uiso 1 1 d D . .
C21 C 0.7634(3) 0.3212(2) 0.1857(2) 0.0233(5) Uani 1 1 d . . .
C22 C 0.6573(3) 0.3674(3) 0.0997(2) 0.0271(6) Uani 1 1 d . . .
H22 H 0.6064 0.4549 0.0687 0.033 Uiso 1 1 calc R . .
C23 C 0.6233(3) 0.2882(3) 0.0575(2) 0.0269(6) Uani 1 1 d . . .
H23 H 0.5485 0.3208 -0.0008 0.032 Uiso 1 1 calc R . .
C24 C 0.6999(3) 0.1608(3) 0.1014(2) 0.0265(6) Uani 1 1 d . . .
C25 C 0.8072(3) 0.1129(3) 0.1883(2) 0.0290(6) Uani 1 1 d . . .
H25 H 0.8591 0.0257 0.2187 0.035 Uiso 1 1 calc R . .
C26 C 0.8382(3) 0.1928(3) 0.2304(2) 0.0278(6) Uani 1 1 d . . .
H26 H 0.9109 0.1598 0.2902 0.033 Uiso 1 1 calc R . .
C27 C 0.6989(3) 0.4882(2) 0.2501(2) 0.0227(5) Uani 1 1 d . . .
C28 C 0.6765(3) 0.6520(2) 0.3175(2) 0.0215(5) Uani 1 1 d . . .
C29 C 0.6261(3) 0.5996(2) 0.4222(2) 0.0240(5) Uani 1 1 d . . .
H29 H 0.6406 0.5097 0.4612 0.029 Uiso 1 1 calc R . .
C30 C 0.5543(3) 0.6772(2) 0.4711(2) 0.0252(5) Uani 1 1 d . . .
H30 H 0.5186 0.6406 0.5425 0.030 Uiso 1 1 calc R . .
C31 C 0.5352(3) 0.8087(2) 0.4147(2) 0.0239(5) Uani 1 1 d . . .
C32 C 0.5868(3) 0.8615(2) 0.3098(2) 0.0249(5) Uani 1 1 d . . .
H32 H 0.5747 0.9513 0.2716 0.030 Uiso 1 1 calc R . .
C33 C 0.6558(3) 0.7839(2) 0.2610(2) 0.0250(5) Uani 1 1 d . . .
H33 H 0.6890 0.8206 0.1888 0.030 Uiso 1 1 calc R . .
C34 C 0.5853(4) 0.1282(3) -0.0353(2) 0.0381(7) Uani 1 1 d . . .
H34A H 0.4826 0.1610 -0.0218 0.057 Uiso 1 1 calc R . .
H34B H 0.5874 0.0616 -0.0597 0.057 Uiso 1 1 calc R . .
H34C H 0.6221 0.1979 -0.0926 0.057 Uiso 1 1 calc R . .
C35 C 0.4066(3) 0.8429(3) 0.5605(2) 0.0342(6) Uani 1 1 d . . .
H35A H 0.3247 0.8054 0.5560 0.051 Uiso 1 1 calc R . .
H35B H 0.3693 0.9111 0.5837 0.051 Uiso 1 1 calc R . .
H35C H 0.4851 0.7769 0.6144 0.051 Uiso 1 1 calc R . .
N3 N 0.8013(2) 0.4032(2) 0.22603(19) 0.0253(5) Uani 1 1 d D . .
N4 N 0.7561(2) 0.5722(2) 0.26969(19) 0.0246(5) Uani 1 1 d D . .
O4 O 0.56435(19) 0.48852(19) 0.25389(16) 0.0314(4) Uani 1 1 d . . .
O5 O 0.6774(2) 0.07630(18) 0.06356(15) 0.0331(5) Uani 1 1 d . . .
O6 O 0.4662(2) 0.89439(17) 0.45470(15) 0.0292(4) Uani 1 1 d . . .
H3N H 0.895(2) 0.403(3) 0.229(2) 0.030(8) Uiso 1 1 d D . .
H4N H 0.851(2) 0.568(3) 0.262(2) 0.030(8) Uiso 1 1 d D . .
 
 
_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(4) . ?
C1 C6 1.388(4) . ?
C1 N1 1.433(3) . ?
C2 C3 1.397(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.387(4) . ?
C3 H3 0.9500 . ?
C4 O2 1.370(3) . ?
C4 C5 1.388(4) . ?
C5 C6 1.385(4) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 O1 1.237(3) . ?
C7 N2 1.359(3) . ?
C7 N1 1.364(3) . ?
C8 C9 1.385(3) . ?
C8 C13 1.396(3) . ?
C8 N2 1.418(3) . ?
C9 C10 1.393(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.385(4) . ?
C10 H10 0.9500 . ?
C11 O3 1.374(3) . ?
C11 C12 1.390(4) . ?
C12 C13 1.374(4) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 O2 1.433(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 O3 1.419(3) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
N1 H1N 0.851(17) . ?
N2 H2N 0.868(17) . ?
C21 C22 1.378(4) . ?
C21 C26 1.395(4) . ?
C21 N3 1.417(3) . ?
C22 C23 1.390(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.389(4) . ?
C23 H23 0.9500 . ?
C24 O5 1.369(3) . ?
C24 C25 1.391(4) . ?
C25 C26 1.385(4) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 O4 1.241(3) . ?
C27 N4 1.357(3) . ?
C27 N3 1.359(3) . ?
C28 C29 1.385(4) . ?
C28 C33 1.393(4) . ?
C28 N4 1.425(3) . ?
C29 C30 1.392(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.390(4) . ?
C30 H30 0.9500 . ?
C31 O6 1.376(3) . ?
C31 C32 1.391(4) . ?
C32 C33 1.385(4) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 O5 1.421(3) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 O6 1.431(3) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
N3 H3N 0.865(17) . ?
N4 H4N 0.867(17) . ?
 
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 119.2(2) . . ?
C2 C1 N1 120.2(2) . . ?
C6 C1 N1 120.6(2) . . ?
C1 C2 C3 121.3(2) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 H2 119.3 . . ?
C4 C3 C2 119.1(2) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
O2 C4 C3 124.3(2) . . ?
O2 C4 C5 116.2(2) . . ?
C3 C4 C5 119.6(2) . . ?
C6 C5 C4 120.7(2) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C1 120.1(2) . . ?
C5 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
O1 C7 N2 123.6(2) . . ?
O1 C7 N1 121.7(2) . . ?
N2 C7 N1 114.7(2) . . ?
C9 C8 C13 118.4(2) . . ?
C9 C8 N2 123.7(2) . . ?
C13 C8 N2 117.8(2) . . ?
C8 C9 C10 121.0(2) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
C11 C10 C9 120.0(2) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
O3 C11 C10 125.0(2) . . ?
O3 C11 C12 115.8(2) . . ?
C10 C11 C12 119.1(2) . . ?
C13 C12 C11 120.7(2) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C13 C8 120.8(2) . . ?
C12 C13 H13 119.6 . . ?
C8 C13 H13 119.6 . . ?
O2 C14 H14A 109.5 . . ?
O2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O3 C15 H15A 109.5 . . ?
O3 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O3 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C7 N1 C1 122.0(2) . . ?
C7 N1 H1N 119.2(19) . . ?
C1 N1 H1N 118.5(19) . . ?
C7 N2 C8 126.4(2) . . ?
C7 N2 H2N 117(2) . . ?
C8 N2 H2N 117(2) . . ?
C4 O2 C14 117.3(2) . . ?
C11 O3 C15 117.4(2) . . ?
C22 C21 C26 119.1(2) . . ?
C22 C21 N3 121.0(2) . . ?
C26 C21 N3 119.9(2) . . ?
C21 C22 C23 121.1(2) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 H22 119.4 . . ?
C24 C23 C22 119.4(2) . . ?
C24 C23 H23 120.3 . . ?
C22 C23 H23 120.3 . . ?
O5 C24 C23 123.7(2) . . ?
O5 C24 C25 116.2(2) . . ?
C23 C24 C25 120.1(2) . . ?
C26 C25 C24 119.8(2) . . ?
C26 C25 H25 120.1 . . ?
C24 C25 H25 120.1 . . ?
C25 C26 C21 120.5(2) . . ?
C25 C26 H26 119.7 . . ?
C21 C26 H26 119.7 . . ?
O4 C27 N4 122.9(2) . . ?
O4 C27 N3 122.6(2) . . ?
N4 C27 N3 114.5(2) . . ?
C29 C28 C33 119.4(2) . . ?
C29 C28 N4 120.6(2) . . ?
C33 C28 N4 119.9(2) . . ?
C28 C29 C30 120.7(2) . . ?
C28 C29 H29 119.6 . . ?
C30 C29 H29 119.6 . . ?
C31 C30 C29 119.6(2) . . ?
C31 C30 H30 120.2 . . ?
C29 C30 H30 120.2 . . ?
O6 C31 C30 124.6(2) . . ?
O6 C31 C32 115.6(2) . . ?
C30 C31 C32 119.8(2) . . ?
C33 C32 C31 120.3(2) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C32 C33 C28 120.2(2) . . ?
C32 C33 H33 119.9 . . ?
C28 C33 H33 119.9 . . ?
O5 C34 H34A 109.5 . . ?
O5 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
O5 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
O6 C35 H35A 109.5 . . ?
O6 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
O6 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C27 N3 C21 123.6(2) . . ?
C27 N3 H3N 119.5(19) . . ?
C21 N3 H3N 116.6(19) . . ?
C27 N4 C28 124.0(2) . . ?
C27 N4 H4N 117(2) . . ?
C28 N4 H4N 118(2) . . ?
C24 O5 C34 116.5(2) . . ?
C31 O6 C35 116.7(2) . . ?
 
_diffrn_measured_fraction_theta_max    0.991
_diffrn_reflns_theta_full              27.50
_diffrn_measured_fraction_theta_full   0.991
_refine_diff_density_max    0.262
_refine_diff_density_min   -0.282
_refine_diff_density_rms    0.059
