# Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2008

data_global

_journal_coden_Cambridge         182
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

loop_
_publ_author_name
'Philip Gale'
'Claudia Caltagirone'
'Jennifer R Hiscock'
'M Hursthouse'
'Mark Light'

_publ_contact_author_name        'Philip Gale'
_publ_contact_author_email       PHILIP.GALE@SOTON.AC.UK

_publ_section_title              
;
1,3-Diindolylureas: high affinity dihydrogen phosphate
receptors
;

# Attachment '2008sot0126.cif'

data_2008sot0126
_database_code_depnum_ccdc_archive 'CCDC 685061'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H63 N5 O3'
_chemical_formula_weight         709.99

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           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                   8.5824(3)
_cell_length_b                   19.9254(9)
_cell_length_c                   24.1820(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.659(3)
_cell_angle_gamma                90.00
_cell_volume                     4115.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    64586
_cell_measurement_theta_min      2.91
_cell_measurement_theta_max      27.48

_exptl_crystal_description       Fragment
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.146
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1544
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9793
_exptl_absorpt_correction_T_max  0.9957
_exptl_absorpt_process_details   
;
SADABS V2.10 (Sheldrick, G.M., 2003)
;

_exptl_special_details           
;
SADABS was used to perform the Absorption correction
Parameter refinement on 21063 reflections reduced R(int) from 0.1764 to 0.0739
Ratio of minimum to maximum apparent transmission: 0.713416
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 CCD camera on \k-goniostat'
_diffrn_measurement_method       '\f & \w scans to fill the asymmetric unit'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            31851
_diffrn_reflns_av_R_equivalents  0.1307
_diffrn_reflns_av_sigmaI/netI    0.1081
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.97
_diffrn_reflns_theta_max         25.03
_reflns_number_total             7193
_reflns_number_gt                4177
_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)'
_computing_data_reduction        
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'CAMERON (Watkin, et al., 1993)'
_computing_publication_material  'WINGX (Farrugia, 1998)'
_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.

Poor crystal quality and weak diffraction resulted in elevated R values
The TBA shows minor disorder leaving a peak ca 1.6A from C31 and resulting
in some thermal parameters deviating from the ideal

;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.1864P)^2^+38.2296P] where P=(Fo^2^+2Fc^2^)/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         7193
_refine_ls_number_parameters     477
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2215
_refine_ls_R_factor_gt           0.1469
_refine_ls_wR_factor_ref         0.4147
_refine_ls_wR_factor_gt          0.3562
_refine_ls_goodness_of_fit_ref   0.924
_refine_ls_restrained_S_all      0.924
_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
O1 O 0.1938(6) 0.0795(2) 0.06124(19) 0.0345(12) Uani 1 1 d . . .
N1 N 0.1345(7) 0.2658(3) -0.0851(2) 0.0311(14) Uani 1 1 d . . .
H1 H 0.1899 0.2868 -0.0578 0.037 Uiso 1 1 calc R . .
N2 N 0.1549(6) 0.1784(3) 0.0132(2) 0.0267(13) Uani 1 1 d . . .
H2 H 0.1772 0.2214 0.0156 0.032 Uiso 1 1 calc R . .
N3 N 0.2378(6) 0.1808(3) 0.1056(2) 0.0282(13) Uani 1 1 d . . .
H3 H 0.2118 0.2235 0.1026 0.034 Uiso 1 1 calc R . .
N4 N 0.2946(7) 0.2765(3) 0.1997(2) 0.0322(14) Uani 1 1 d . . .
H4 H 0.2398 0.2977 0.1724 0.039 Uiso 1 1 calc R . .
C1 C 0.1419(11) 0.3620(4) -0.1518(4) 0.052(2) Uani 1 1 d . . .
H1A H 0.0515 0.3921 -0.1519 0.078 Uiso 1 1 calc R . .
H1B H 0.1801 0.3619 -0.1887 0.078 Uiso 1 1 calc R . .
H1C H 0.2252 0.3775 -0.1241 0.078 Uiso 1 1 calc R . .
C2 C 0.0934(10) 0.2913(4) -0.1373(3) 0.0416(19) Uani 1 1 d . . .
C3 C 0.0077(9) 0.2454(4) -0.1690(3) 0.0371(18) Uani 1 1 d . . .
C4 C -0.0610(11) 0.2532(5) -0.2281(3) 0.051(2) Uani 1 1 d . . .
H4A H -0.1742 0.2454 -0.2305 0.077 Uiso 1 1 calc R . .
H4B H -0.0128 0.2206 -0.2515 0.077 Uiso 1 1 calc R . .
H4C H -0.0410 0.2988 -0.2409 0.077 Uiso 1 1 calc R . .
C5 C -0.0052(8) 0.1865(4) -0.1354(3) 0.0309(16) Uani 1 1 d . . .
C6 C -0.0760(9) 0.1237(4) -0.1431(3) 0.0353(18) Uani 1 1 d . . .
H6 H -0.1310 0.1124 -0.1779 0.042 Uiso 1 1 calc R . .
C7 C -0.0656(8) 0.0785(4) -0.1002(3) 0.0339(17) Uani 1 1 d . . .
H7 H -0.1123 0.0355 -0.1060 0.041 Uiso 1 1 calc R . .
C8 C 0.0124(7) 0.0940(3) -0.0476(3) 0.0286(16) Uani 1 1 d . . .
H8 H 0.0172 0.0616 -0.0186 0.034 Uiso 1 1 calc R . .
C9 C 0.0817(8) 0.1561(4) -0.0382(3) 0.0271(15) Uani 1 1 d . . .
C10 C 0.0737(8) 0.2013(3) -0.0826(3) 0.0285(16) Uani 1 1 d . . .
C11 C 0.1948(7) 0.1412(4) 0.0593(3) 0.0268(15) Uani 1 1 d . . .
C12 C 0.3167(8) 0.1615(4) 0.1561(3) 0.0297(16) Uani 1 1 d . . .
C13 C 0.3751(8) 0.0978(4) 0.1685(3) 0.0326(17) Uani 1 1 d . . .
H13 H 0.3565 0.0628 0.1421 0.039 Uiso 1 1 calc R . .
C14 C 0.4624(10) 0.0845(4) 0.2202(3) 0.044(2) Uani 1 1 d . . .
H14 H 0.5015 0.0404 0.2275 0.053 Uiso 1 1 calc R . .
C15 C 0.4919(10) 0.1328(4) 0.2596(3) 0.043(2) Uani 1 1 d . . .
H15 H 0.5529 0.1230 0.2936 0.051 Uiso 1 1 calc R . .
C16 C 0.4308(8) 0.1971(4) 0.2492(3) 0.0323(17) Uani 1 1 d . . .
C17 C 0.3448(8) 0.2111(4) 0.1983(3) 0.0289(16) Uani 1 1 d . . .
C18 C 0.5063(12) 0.2657(5) 0.3402(3) 0.059(3) Uani 1 1 d . . .
H18A H 0.4832 0.3106 0.3537 0.089 Uiso 1 1 calc R . .
H18B H 0.6198 0.2602 0.3406 0.089 Uiso 1 1 calc R . .
H18C H 0.4651 0.2319 0.3643 0.089 Uiso 1 1 calc R . .
C19 C 0.4305(9) 0.2573(4) 0.2817(3) 0.0385(18) Uani 1 1 d . . .
C20 C 0.3441(9) 0.3032(4) 0.2507(3) 0.0401(19) Uani 1 1 d . . .
C21 C 0.3034(11) 0.3737(4) 0.2638(4) 0.052(2) Uani 1 1 d . . .
H21A H 0.1933 0.3822 0.2508 0.078 Uiso 1 1 calc R . .
H21B H 0.3701 0.4045 0.2451 0.078 Uiso 1 1 calc R . .
H21C H 0.3199 0.3809 0.3040 0.078 Uiso 1 1 calc R . .
O2 O 0.1375(6) 0.3177(3) 0.0933(2) 0.0384(13) Uani 1 1 d . . .
O3 O 0.2725(6) 0.3152(3) 0.0188(2) 0.0388(13) Uani 1 1 d . . .
C22 C 0.2262(10) 0.3424(4) 0.0610(4) 0.0409(19) Uani 1 1 d . . .
C23 C 0.3046(10) 0.4083(4) 0.0803(3) 0.043(2) Uani 1 1 d . . .
C24 C 0.2611(11) 0.4426(5) 0.1262(4) 0.053(2) Uani 1 1 d . . .
H24 H 0.1748 0.4268 0.1443 0.064 Uiso 1 1 calc R . .
C25 C 0.3407(13) 0.4996(5) 0.1464(4) 0.066(3) Uani 1 1 d . . .
H25 H 0.3081 0.5226 0.1777 0.080 Uiso 1 1 calc R . .
C26 C 0.4670(13) 0.5227(5) 0.1210(4) 0.069(3) Uani 1 1 d . . .
H26 H 0.5237 0.5610 0.1351 0.083 Uiso 1 1 calc R . .
C27 C 0.5105(13) 0.4892(5) 0.0743(4) 0.067(3) Uani 1 1 d . . .
H27 H 0.5967 0.5052 0.0563 0.080 Uiso 1 1 calc R . .
C28 C 0.4291(11) 0.4325(5) 0.0538(4) 0.058(2) Uani 1 1 d . . .
H28 H 0.4589 0.4105 0.0216 0.070 Uiso 1 1 calc R . .
N5 N 0.7070(6) 0.2825(3) 0.5612(2) 0.0302(14) Uani 1 1 d . . .
C29 C 0.7864(8) 0.2439(4) 0.5180(3) 0.0333(17) Uani 1 1 d . . .
H29A H 0.8337 0.2765 0.4937 0.040 Uiso 1 1 calc R . .
H29B H 0.8729 0.2173 0.5373 0.040 Uiso 1 1 calc R . .
C30 C 0.6828(10) 0.1970(5) 0.4818(3) 0.049(2) Uani 1 1 d . . .
H30A H 0.6002 0.2235 0.4602 0.058 Uiso 1 1 calc R . .
H30B H 0.6307 0.1655 0.5057 0.058 Uiso 1 1 calc R . .
C31 C 0.7730(11) 0.1569(5) 0.4416(3) 0.052(2) Uani 1 1 d . . .
H31A H 0.6991 0.1372 0.4120 0.062 Uiso 1 1 calc R . .
H31B H 0.8459 0.1868 0.4240 0.062 Uiso 1 1 calc R . .
C32 C 0.8638(18) 0.1016(7) 0.4732(6) 0.109(5) Uani 1 1 d . . .
H32A H 0.9350 0.1213 0.5031 0.164 Uiso 1 1 calc R . .
H32B H 0.9246 0.0766 0.4479 0.164 Uiso 1 1 calc R . .
H32C H 0.7908 0.0711 0.4893 0.164 Uiso 1 1 calc R . .
C33 C 0.6363(8) 0.2347(4) 0.6019(3) 0.0308(16) Uani 1 1 d . . .
H33A H 0.5941 0.2617 0.6314 0.037 Uiso 1 1 calc R . .
H33B H 0.5474 0.2105 0.5817 0.037 Uiso 1 1 calc R . .
C34 C 0.7505(9) 0.1833(4) 0.6292(3) 0.0376(18) Uani 1 1 d . . .
H34A H 0.8436 0.2065 0.6476 0.045 Uiso 1 1 calc R . .
H34B H 0.7857 0.1528 0.6007 0.045 Uiso 1 1 calc R . .
C35 C 0.6697(10) 0.1426(5) 0.6725(3) 0.046(2) Uani 1 1 d . . .
H35A H 0.6470 0.1724 0.7035 0.055 Uiso 1 1 calc R . .
H35B H 0.5690 0.1247 0.6551 0.055 Uiso 1 1 calc R . .
C36 C 0.7734(12) 0.0843(5) 0.6954(4) 0.064(3) Uani 1 1 d . . .
H36A H 0.7939 0.0542 0.6649 0.096 Uiso 1 1 calc R . .
H36B H 0.7198 0.0594 0.7229 0.096 Uiso 1 1 calc R . .
H36C H 0.8727 0.1020 0.7130 0.096 Uiso 1 1 calc R . .
C37 C 0.8330(8) 0.3261(4) 0.5911(3) 0.0305(16) Uani 1 1 d . . .
H37A H 0.8745 0.3561 0.5634 0.037 Uiso 1 1 calc R . .
H37B H 0.9200 0.2967 0.6061 0.037 Uiso 1 1 calc R . .
C38 C 0.7846(8) 0.3694(4) 0.6385(3) 0.0367(18) Uani 1 1 d . . .
H38A H 0.7010 0.4010 0.6243 0.044 Uiso 1 1 calc R . .
H38B H 0.7431 0.3406 0.6670 0.044 Uiso 1 1 calc R . .
C39 C 0.9250(10) 0.4083(4) 0.6641(3) 0.044(2) Uani 1 1 d . . .
H39A H 0.9681 0.4353 0.6348 0.052 Uiso 1 1 calc R . .
H39B H 1.0069 0.3761 0.6787 0.052 Uiso 1 1 calc R . .
C40 C 0.8873(10) 0.4547(4) 0.7110(4) 0.050(2) Uani 1 1 d . . .
H40A H 0.8240 0.4925 0.6955 0.076 Uiso 1 1 calc R . .
H40B H 0.9849 0.4717 0.7305 0.076 Uiso 1 1 calc R . .
H40C H 0.8287 0.4299 0.7371 0.076 Uiso 1 1 calc R . .
C41 C 0.5720(8) 0.3242(4) 0.5342(3) 0.0333(17) Uani 1 1 d . . .
H41A H 0.4924 0.2934 0.5159 0.040 Uiso 1 1 calc R . .
H41B H 0.5229 0.3483 0.5638 0.040 Uiso 1 1 calc R . .
C42 C 0.6150(9) 0.3753(4) 0.4915(3) 0.0406(19) Uani 1 1 d . . .
H42A H 0.6789 0.3536 0.4646 0.049 Uiso 1 1 calc R . .
H42B H 0.6772 0.4120 0.5102 0.049 Uiso 1 1 calc R . .
C43 C 0.4638(8) 0.4035(4) 0.4610(3) 0.0329(17) Uani 1 1 d . . .
H43A H 0.4017 0.3661 0.4432 0.040 Uiso 1 1 calc R . .
H43B H 0.4008 0.4247 0.4884 0.040 Uiso 1 1 calc R . .
C44 C 0.4956(10) 0.4546(4) 0.4172(3) 0.046(2) Uani 1 1 d . . .
H44A H 0.5497 0.4935 0.4350 0.068 Uiso 1 1 calc R . .
H44B H 0.3962 0.4692 0.3974 0.068 Uiso 1 1 calc R . .
H44C H 0.5614 0.4344 0.3908 0.068 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.043(3) 0.026(3) 0.035(3) 0.002(2) 0.005(2) -0.002(2)
N1 0.031(3) 0.039(4) 0.023(3) -0.002(3) -0.001(2) 0.000(3)
N2 0.033(3) 0.023(3) 0.024(3) 0.000(2) 0.001(2) -0.002(3)
N3 0.025(3) 0.024(3) 0.035(3) 0.002(3) -0.001(2) 0.003(2)
N4 0.035(3) 0.033(3) 0.029(3) -0.003(3) 0.004(3) 0.001(3)
C1 0.062(6) 0.047(5) 0.049(5) 0.013(4) 0.014(4) -0.014(4)
C2 0.049(5) 0.047(5) 0.030(4) 0.009(4) 0.007(4) 0.004(4)
C3 0.042(4) 0.044(5) 0.027(4) -0.002(3) 0.008(3) -0.002(4)
C4 0.059(6) 0.063(6) 0.029(4) 0.013(4) -0.002(4) -0.005(5)
C5 0.025(4) 0.045(5) 0.024(4) 0.002(3) 0.007(3) 0.003(3)
C6 0.034(4) 0.036(4) 0.036(4) -0.016(3) 0.004(3) -0.007(3)
C7 0.031(4) 0.028(4) 0.044(4) -0.016(3) 0.009(3) -0.002(3)
C8 0.022(3) 0.028(4) 0.037(4) 0.002(3) 0.005(3) 0.003(3)
C9 0.021(3) 0.036(4) 0.025(4) -0.008(3) 0.006(3) 0.003(3)
C10 0.024(4) 0.028(4) 0.035(4) -0.001(3) 0.011(3) -0.001(3)
C11 0.017(3) 0.033(4) 0.030(4) -0.003(3) 0.002(3) -0.004(3)
C12 0.019(3) 0.044(5) 0.026(4) 0.001(3) 0.003(3) -0.003(3)
C13 0.031(4) 0.025(4) 0.041(4) 0.002(3) 0.002(3) 0.005(3)
C14 0.051(5) 0.045(5) 0.035(4) 0.013(4) 0.004(4) 0.005(4)
C15 0.047(5) 0.061(6) 0.020(4) 0.005(4) 0.003(3) -0.002(4)
C16 0.032(4) 0.038(4) 0.026(4) 0.004(3) 0.003(3) -0.001(3)
C17 0.025(4) 0.038(4) 0.024(3) 0.004(3) 0.007(3) -0.006(3)
C18 0.078(7) 0.070(7) 0.029(4) -0.011(4) -0.001(4) 0.005(5)
C19 0.041(4) 0.048(5) 0.028(4) -0.002(3) 0.006(3) -0.002(4)
C20 0.041(5) 0.051(5) 0.028(4) -0.002(4) 0.006(3) -0.002(4)
C21 0.063(6) 0.049(5) 0.041(5) -0.016(4) -0.006(4) 0.000(4)
O2 0.039(3) 0.036(3) 0.039(3) -0.001(2) -0.003(2) -0.001(2)
O3 0.045(3) 0.034(3) 0.036(3) -0.002(2) -0.004(2) 0.003(2)
C22 0.051(5) 0.015(4) 0.057(5) -0.002(4) 0.009(4) 0.000(3)
C23 0.045(5) 0.036(5) 0.048(5) 0.002(4) 0.003(4) 0.007(4)
C24 0.053(5) 0.049(5) 0.057(6) -0.011(4) 0.005(4) -0.006(4)
C25 0.077(7) 0.059(6) 0.064(6) -0.015(5) 0.012(5) -0.019(6)
C26 0.072(7) 0.063(7) 0.075(7) -0.012(6) 0.021(6) -0.011(5)
C27 0.069(7) 0.056(6) 0.079(7) -0.003(5) 0.025(6) -0.004(5)
C28 0.062(6) 0.048(6) 0.066(6) -0.010(5) 0.012(5) -0.008(5)
N5 0.021(3) 0.047(4) 0.023(3) 0.007(3) 0.003(2) -0.002(3)
C29 0.025(4) 0.050(5) 0.026(4) 0.007(3) 0.007(3) -0.002(3)
C30 0.039(5) 0.081(7) 0.026(4) 0.002(4) 0.006(3) -0.017(4)
C31 0.054(5) 0.065(6) 0.038(5) -0.005(4) 0.010(4) -0.003(5)
C32 0.126(12) 0.088(10) 0.116(11) -0.041(9) 0.022(10) -0.016(9)
C33 0.027(4) 0.041(4) 0.025(4) 0.006(3) 0.005(3) -0.005(3)
C34 0.036(4) 0.048(5) 0.027(4) 0.011(3) -0.003(3) -0.001(4)
C35 0.045(5) 0.064(6) 0.027(4) 0.013(4) 0.001(3) -0.006(4)
C36 0.070(7) 0.068(7) 0.051(5) 0.027(5) -0.008(5) -0.001(5)
C37 0.022(4) 0.044(4) 0.026(4) 0.004(3) 0.007(3) -0.003(3)
C38 0.030(4) 0.039(4) 0.041(4) 0.001(3) 0.001(3) 0.011(3)
C39 0.046(5) 0.040(5) 0.047(5) -0.001(4) 0.016(4) -0.007(4)
C40 0.049(5) 0.048(5) 0.054(5) -0.014(4) 0.005(4) -0.001(4)
C41 0.021(4) 0.049(5) 0.030(4) 0.016(3) 0.001(3) 0.000(3)
C42 0.036(4) 0.051(5) 0.035(4) 0.015(4) 0.006(3) -0.002(4)
C43 0.031(4) 0.040(4) 0.028(4) 0.010(3) 0.003(3) 0.004(3)
C44 0.052(5) 0.052(5) 0.032(4) 0.010(4) 0.002(4) 0.002(4)

_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
O1 C11 1.231(8) . ?
N1 C2 1.374(9) . ?
N1 C10 1.391(9) . ?
N2 C11 1.355(8) . ?
N2 C9 1.407(8) . ?
N3 C11 1.389(8) . ?
N3 C12 1.391(9) . ?
N4 C20 1.372(9) . ?
N4 C17 1.374(9) . ?
C1 C2 1.519(11) . ?
C2 C3 1.361(11) . ?
C3 C5 1.439(10) . ?
C3 C4 1.501(10) . ?
C5 C6 1.394(10) . ?
C5 C10 1.415(10) . ?
C6 C7 1.372(11) . ?
C7 C8 1.412(10) . ?
C8 C9 1.382(10) . ?
C9 C10 1.399(10) . ?
C12 C13 1.386(10) . ?
C12 C17 1.424(10) . ?
C13 C14 1.417(10) . ?
C14 C15 1.361(11) . ?
C15 C16 1.399(11) . ?
C16 C17 1.400(10) . ?
C16 C19 1.433(11) . ?
C18 C19 1.506(11) . ?
C19 C20 1.356(11) . ?
C20 C21 1.491(11) . ?
O2 C22 1.245(9) . ?
O3 C22 1.253(9) . ?
C22 C23 1.529(11) . ?
C23 C24 1.386(11) . ?
C23 C28 1.386(12) . ?
C24 C25 1.388(13) . ?
C25 C26 1.376(14) . ?
C26 C27 1.394(14) . ?
C27 C28 1.393(13) . ?
N5 C29 1.513(9) . ?
N5 C37 1.515(9) . ?
N5 C41 1.520(9) . ?
N5 C33 1.537(8) . ?
C29 C30 1.508(11) . ?
C30 C31 1.526(11) . ?
C31 C32 1.513(17) . ?
C33 C34 1.522(10) . ?
C34 C35 1.543(10) . ?
C35 C36 1.533(12) . ?
C37 C38 1.526(10) . ?
C38 C39 1.513(11) . ?
C39 C40 1.523(11) . ?
C41 C42 1.520(9) . ?
C42 C43 1.534(10) . ?
C43 C44 1.515(10) . ?

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 N1 C10 108.5(6) . . ?
C11 N2 C9 127.5(6) . . ?
C11 N3 C12 128.1(6) . . ?
C20 N4 C17 108.6(6) . . ?
C3 C2 N1 110.1(7) . . ?
C3 C2 C1 129.6(7) . . ?
N1 C2 C1 120.3(7) . . ?
C2 C3 C5 107.4(6) . . ?
C2 C3 C4 127.3(7) . . ?
C5 C3 C4 125.3(7) . . ?
C6 C5 C10 118.2(7) . . ?
C6 C5 C3 135.5(7) . . ?
C10 C5 C3 106.4(6) . . ?
C7 C6 C5 119.5(7) . . ?
C6 C7 C8 121.9(7) . . ?
C9 C8 C7 120.1(7) . . ?
C8 C9 C10 117.5(6) . . ?
C8 C9 N2 125.1(6) . . ?
C10 C9 N2 117.3(6) . . ?
N1 C10 C9 129.6(6) . . ?
N1 C10 C5 107.6(6) . . ?
C9 C10 C5 122.8(6) . . ?
O1 C11 N2 125.1(6) . . ?
O1 C11 N3 122.7(6) . . ?
N2 C11 N3 112.2(6) . . ?
C13 C12 N3 125.3(7) . . ?
C13 C12 C17 116.6(6) . . ?
N3 C12 C17 118.1(6) . . ?
C12 C13 C14 120.8(7) . . ?
C15 C14 C13 122.0(8) . . ?
C14 C15 C16 118.8(7) . . ?
C15 C16 C17 119.7(7) . . ?
C15 C16 C19 133.5(7) . . ?
C17 C16 C19 106.7(6) . . ?
N4 C17 C16 107.9(6) . . ?
N4 C17 C12 130.1(6) . . ?
C16 C17 C12 122.0(7) . . ?
C20 C19 C16 106.9(7) . . ?
C20 C19 C18 127.3(8) . . ?
C16 C19 C18 125.8(7) . . ?
C19 C20 N4 109.9(7) . . ?
C19 C20 C21 130.2(7) . . ?
N4 C20 C21 119.9(7) . . ?
O2 C22 O3 127.1(7) . . ?
O2 C22 C23 115.2(7) . . ?
O3 C22 C23 117.1(7) . . ?
C24 C23 C28 118.8(8) . . ?
C24 C23 C22 121.6(8) . . ?
C28 C23 C22 119.5(7) . . ?
C23 C24 C25 121.4(9) . . ?
C26 C25 C24 120.0(10) . . ?
C25 C26 C27 119.1(10) . . ?
C28 C27 C26 120.8(10) . . ?
C23 C28 C27 119.9(9) . . ?
C29 N5 C37 105.8(5) . . ?
C29 N5 C41 111.0(5) . . ?
C37 N5 C41 111.6(6) . . ?
C29 N5 C33 111.1(6) . . ?
C37 N5 C33 111.0(5) . . ?
C41 N5 C33 106.4(5) . . ?
C30 C29 N5 115.8(6) . . ?
C29 C30 C31 112.8(7) . . ?
C32 C31 C30 109.2(8) . . ?
C34 C33 N5 114.6(6) . . ?
C33 C34 C35 109.6(6) . . ?
C36 C35 C34 111.1(7) . . ?
N5 C37 C38 116.7(5) . . ?
C39 C38 C37 109.4(6) . . ?
C38 C39 C40 113.3(7) . . ?
C42 C41 N5 115.6(6) . . ?
C41 C42 C43 108.7(6) . . ?
C44 C43 C42 112.4(6) . . ?

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
N1 H1 O3 0.88 2.00 2.846(8) 161.0 .
N2 H2 O3 0.88 2.04 2.907(8) 168.7 .
N3 H3 O2 0.88 1.99 2.866(8) 175.7 .
N4 H4 O2 0.88 2.06 2.902(8) 159.2 .

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.996
_refine_diff_density_min         -0.440
_refine_diff_density_rms         0.109

# start Validation Reply Form

#Publication related alerts are only relavent to acta cryst publication

_vrf_PLAT761_2008sot0126         
;
PROBLEM: CIF Contains no X-H Bonds ...................... ?
RESPONSE: X-H distances were constrained and therefore of secondary importance
;
_vrf_PLAT762_2008sot0126         
;
PROBLEM: CIF Contains no X-Y-H or H-Y-H Angles .......... ?
RESPONSE: X-H distances were constrained and therefore derived angles
are of secondary importance
;
# end Validation Reply Form