# Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2003


data_global
_journal_name_full               Chem.Commun.
_journal_coden_Cambridge         0182

loop_
_publ_author_name
'Arindam Banerjee'
'Arijit Banerjee'
'Apurba Kumar Das'
'Michael G. B. Drew'
'Debasish Haldar'

_publ_contact_author_name        'Dr Arindam Banerjee'
_publ_contact_author_address     
;
Dr Arindam Banerjee
Department of Biological Chemistry
Indian Association for the Cultivation of Science
Jadavpur
Kolkata
700032
INDIA
;

_publ_contact_author_email       BCAB@MAHENDRA.IACS.RES.IN

_publ_section_title              
;
First crystallographic signature of an acyclic
peptide nanorod: molecular mechanism of nanorod formation by a
self-assembled tetrapeptide
;

_publ_section_references         
;
Kabsch, W. (1988), J.Appl.Cryst 21 916-932.

Sheldrick, G.M. (1990) SHELX86, Acta Cryst. A46 467-480.

Sheldrick, G.M. (1993) SHELXL program for crystallography refinement.
University of Gottingen, Germany.

Spek, A.L., (1994) PLATON-94 program, Utrecht University, The Netherlands
;

data_1
_database_code_CSD               205506

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
? 
;
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H40 N4 O7'
_chemical_formula_weight         472.58

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           orthorhombic
_symmetry_space_group_name_H-M   P212121

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x+1/2, -y, z+1/2'

_cell_length_a                   9.167(15)
_cell_length_b                   15.61(2)
_cell_length_c                   19.07(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2729(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       needle
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.150
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?

_exptl_special_details           
; 
? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'Marresearch Image Plate'
_diffrn_measurement_method       
'95 frames at 2^o intervals, counting time 2 min.'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8809
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_av_sigmaI/netI    0.0677
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.58
_diffrn_reflns_theta_max         26.01
_reflns_number_total             4787
_reflns_number_gt                2613
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'XDS (Kabsch, 1991)'
_computing_cell_refinement       XDS
_computing_data_reduction        XDS
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_molecular_graphics    PLATON(Spek,1994)

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      
'calc w=1/[\s^2^(Fo^2^)+(0.1216P)^2^+0.0000P] 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    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.011(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   1(2)
_refine_ls_number_reflns         4787
_refine_ls_number_parameters     309
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1414
_refine_ls_R_factor_gt           0.0662
_refine_ls_wR_factor_ref         0.1974
_refine_ls_wR_factor_gt          0.1659
_refine_ls_goodness_of_fit_ref   0.948
_refine_ls_restrained_S_all      0.948
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.001

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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 1.1837(7) 0.2733(3) 0.1053(3) 0.0765(16) Uani 1 d . . .
O1 O 1.2912(5) 0.3286(3) 0.1208(2) 0.0986(13) Uani 1 d . . .
C1 C 1.3401(11) 0.3290(6) 0.1919(4) 0.146(3) Uani 1 d . . .
H1A H 1.4062 0.3759 0.1989 0.175 Uiso 1 calc R . .
H1B H 1.3891 0.2761 0.2020 0.175 Uiso 1 calc R . .
H1C H 1.2578 0.3353 0.2227 0.175 Uiso 1 calc R . .
O2 O 1.1344(5) 0.2245(2) 0.1474(2) 0.1134(15) Uani 1 d . . .
C3 C 1.1369(8) 0.2831(3) 0.0304(3) 0.0926(18) Uani 1 d . . .
H3A H 1.0383 0.2614 0.0255 0.111 Uiso 1 calc R . .
H3B H 1.1999 0.2484 0.0011 0.111 Uiso 1 calc R . .
C4 C 1.1411(8) 0.3756(3) 0.0039(3) 0.0851(17) Uani 1 d . . .
H4A H 1.2383 0.3986 0.0108 0.102 Uiso 1 calc R . .
H4B H 1.1206 0.3761 -0.0460 0.102 Uiso 1 calc R . .
N5 N 1.0365(6) 0.4299(2) 0.0397(2) 0.0694(11) Uani 1 d . . .
H5 H 1.0651 0.4622 0.0736 0.083 Uiso 1 calc R . .
C6 C 0.8957(8) 0.4302(3) 0.0205(2) 0.0725(15) Uani 1 d . . .
O6 O 0.8507(6) 0.3868(2) -0.0302(2) 0.1043(14) Uani 1 d . . .
C7 C 0.7889(6) 0.4901(3) 0.0585(2) 0.0686(14) Uani 1 d . . .
C71 C 0.6381(7) 0.4480(4) 0.0619(3) 0.0972(18) Uani 1 d . . .
H71A H 0.6088 0.4308 0.0157 0.117 Uiso 1 calc R . .
H71B H 0.5687 0.4882 0.0803 0.117 Uiso 1 calc R . .
H71C H 0.6423 0.3987 0.0919 0.117 Uiso 1 calc R . .
C72 C 0.7782(8) 0.5713(3) 0.0137(3) 0.0890(18) Uani 1 d . . .
H72A H 0.7464 0.5565 -0.0327 0.107 Uiso 1 calc R . .
H72B H 0.8721 0.5983 0.0112 0.107 Uiso 1 calc R . .
H72C H 0.7093 0.6101 0.0345 0.107 Uiso 1 calc R . .
N8 N 0.8413(4) 0.5167(2) 0.12867(16) 0.0555(9) Uani 1 d . . .
H8 H 0.8625 0.5698 0.1347 0.067 Uiso 1 calc R . .
C9 C 0.8582(5) 0.4637(2) 0.1836(2) 0.0542(11) Uani 1 d . . .
O9 O 0.8439(4) 0.38477(16) 0.17902(14) 0.0674(9) Uani 1 d . . .
C10 C 0.8931(5) 0.5049(2) 0.2545(2) 0.0472(10) Uani 1 d . . .
H10 H 0.9563 0.4650 0.2800 0.057 Uiso 1 calc R . .
N11 N 0.9714(4) 0.58511(19) 0.24882(18) 0.0511(9) Uani 1 d . . .
H11 H 0.9341 0.6305 0.2670 0.061 Uiso 1 calc R . .
C100 C 0.7543(5) 0.5179(3) 0.2996(2) 0.0575(12) Uani 1 d . . .
H100 H 0.7850 0.5460 0.3432 0.069 Uiso 1 calc R . .
C12 C 1.1008(5) 0.5907(3) 0.2159(2) 0.0542(11) Uani 1 d . . .
O12 O 1.1585(4) 0.52879(17) 0.18643(16) 0.0662(9) Uani 1 d . . .
C13 C 1.1801(5) 0.6768(2) 0.2214(2) 0.0536(11) Uani 1 d . . .
C131 C 1.2457(6) 0.6814(3) 0.2958(3) 0.0744(15) Uani 1 d . . .
H13A H 1.3088 0.6332 0.3032 0.089 Uiso 1 calc R . .
H13B H 1.1685 0.6804 0.3298 0.089 Uiso 1 calc R . .
H13C H 1.3005 0.7334 0.3007 0.089 Uiso 1 calc R . .
C132 C 1.2981(6) 0.6834(3) 0.1649(3) 0.0771(15) Uani 1 d . . .
H13D H 1.3615 0.6346 0.1679 0.093 Uiso 1 calc R . .
H13E H 1.3538 0.7348 0.1720 0.093 Uiso 1 calc R . .
H13F H 1.2532 0.6850 0.1195 0.093 Uiso 1 calc R . .
N14 N 1.0749(4) 0.74749(19) 0.21500(18) 0.0521(9) Uani 1 d . . .
H14 H 1.0709 0.7855 0.2476 0.063 Uiso 1 calc R . .
C15 C 0.9844(5) 0.7546(2) 0.1595(2) 0.0529(11) Uani 1 d . . .
O15 O 0.9658(4) 0.69914(18) 0.11542(15) 0.0677(9) Uani 1 d . . .
O16 O 0.9173(4) 0.83300(17) 0.15963(14) 0.0616(9) Uani 1 d . . .
C17 C 0.8097(6) 0.8558(3) 0.1049(2) 0.0641(13) Uani 1 d . . .
C171 C 0.7693(8) 0.9490(3) 0.1252(3) 0.098(2) Uani 1 d . . .
H17A H 0.6885 0.9680 0.0972 0.117 Uiso 1 calc R . .
H17B H 0.8516 0.9858 0.1171 0.117 Uiso 1 calc R . .
H17C H 0.7430 0.9511 0.1739 0.117 Uiso 1 calc R . .
C172 C 0.8786(9) 0.8522(5) 0.0323(3) 0.114(2) Uani 1 d . . .
H17D H 0.8154 0.8796 -0.0010 0.137 Uiso 1 calc R . .
H17E H 0.8929 0.7935 0.0189 0.137 Uiso 1 calc R . .
H17F H 0.9710 0.8811 0.0331 0.137 Uiso 1 calc R . .
C173 C 0.6766(6) 0.7974(3) 0.1099(3) 0.0888(16) Uani 1 d . . .
H17G H 0.7059 0.7391 0.1022 0.107 Uiso 1 calc R . .
H17H H 0.6064 0.8137 0.0750 0.107 Uiso 1 calc R . .
H17I H 0.6338 0.8026 0.1556 0.107 Uiso 1 calc R . .
C101 C 0.6433(6) 0.5779(4) 0.2638(3) 0.0893(17) Uani 1 d . . .
H1A' H 0.6918 0.6294 0.2490 0.107 Uiso 1 calc R . .
H1B' H 0.5671 0.5921 0.2963 0.107 Uiso 1 calc R . .
H1C' H 0.6020 0.5496 0.2237 0.107 Uiso 1 calc R . .
C102 C 0.6851(7) 0.4325(3) 0.3202(3) 0.0801(15) Uani 1 d . . .
H2A H 0.6045 0.4427 0.3513 0.096 Uiso 1 calc R . .
H2B H 0.7563 0.3975 0.3435 0.096 Uiso 1 calc R . .
H2C H 0.6511 0.4036 0.2789 0.096 Uiso 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
C2 0.085(4) 0.045(3) 0.099(4) 0.012(2) 0.021(3) 0.015(3)
O1 0.123(4) 0.100(3) 0.073(2) 0.0172(19) 0.006(2) -0.017(3)
C1 0.155(8) 0.175(8) 0.107(6) 0.028(5) -0.020(6) -0.015(7)
O2 0.122(4) 0.081(3) 0.137(3) 0.047(2) 0.044(3) 0.011(2)
C3 0.125(5) 0.059(3) 0.094(4) -0.008(2) 0.010(4) 0.020(3)
C4 0.119(5) 0.063(3) 0.073(3) 0.009(2) 0.025(3) 0.016(3)
N5 0.087(3) 0.053(2) 0.069(3) -0.0050(16) -0.005(2) -0.003(2)
C6 0.108(5) 0.045(3) 0.065(3) -0.0054(19) -0.004(3) -0.005(3)
O6 0.146(4) 0.084(2) 0.083(2) -0.0348(18) -0.024(3) -0.002(3)
C7 0.092(4) 0.046(3) 0.069(3) -0.0079(19) -0.023(3) -0.003(2)
C71 0.096(5) 0.100(4) 0.095(4) -0.019(3) -0.021(4) -0.004(4)
C72 0.134(5) 0.071(3) 0.062(3) -0.007(2) -0.033(3) 0.016(3)
N8 0.075(3) 0.0377(17) 0.0539(19) -0.0003(14) -0.0049(19) 0.0015(16)
C9 0.066(3) 0.035(2) 0.062(3) -0.0051(16) 0.003(2) -0.0048(18)
O9 0.100(3) 0.0375(18) 0.0647(18) -0.0058(11) -0.0035(18) -0.0061(15)
C10 0.052(3) 0.041(2) 0.048(2) -0.0012(15) -0.003(2) 0.0027(17)
N11 0.060(3) 0.0346(17) 0.059(2) -0.0050(13) 0.0013(19) 0.0018(15)
C100 0.057(3) 0.054(3) 0.062(3) -0.0057(19) 0.004(2) -0.001(2)
C12 0.059(3) 0.046(2) 0.057(2) -0.0087(17) -0.004(2) 0.008(2)
O12 0.066(2) 0.0432(16) 0.090(2) -0.0104(13) 0.0113(18) 0.0083(14)
C13 0.049(3) 0.037(2) 0.075(3) -0.0005(16) 0.000(2) 0.0066(18)
C131 0.073(4) 0.053(3) 0.097(4) -0.007(2) -0.024(3) 0.010(2)
C132 0.066(3) 0.055(3) 0.111(4) -0.001(2) 0.028(3) 0.006(2)
N14 0.055(3) 0.0379(18) 0.063(2) -0.0068(14) -0.0065(19) 0.0065(14)
C15 0.061(3) 0.036(2) 0.062(3) 0.0001(18) 0.001(2) 0.0010(19)
O15 0.089(2) 0.0476(16) 0.067(2) -0.0125(13) -0.0119(18) 0.0046(15)
O16 0.075(2) 0.0456(17) 0.0638(18) -0.0015(12) -0.0154(16) 0.0106(14)
C17 0.070(4) 0.056(3) 0.066(3) 0.0054(19) -0.020(3) 0.004(2)
C171 0.118(5) 0.053(3) 0.122(5) 0.007(3) -0.035(4) 0.024(3)
C172 0.125(6) 0.143(6) 0.073(4) 0.035(3) -0.002(4) 0.007(5)
C173 0.077(4) 0.076(3) 0.114(4) -0.009(3) -0.014(4) -0.002(3)
C101 0.059(4) 0.096(4) 0.113(4) 0.003(3) -0.006(3) 0.016(3)
C102 0.085(4) 0.074(3) 0.081(3) -0.003(2) 0.011(3) -0.009(3)

_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
C2 O2 1.195(6) . ?
C2 O1 1.343(7) . ?
C2 C3 1.499(8) . ?
O1 C1 1.428(8) . ?
C3 C4 1.529(7) . ?
C4 N5 1.450(7) . ?
N5 C6 1.342(7) . ?
C6 O6 1.249(6) . ?
C6 C7 1.535(8) . ?
C7 N8 1.482(6) . ?
C7 C72 1.532(7) . ?
C7 C71 1.531(8) . ?
N8 C9 1.343(5) . ?
C9 O9 1.242(5) . ?
C9 C10 1.532(6) . ?
C10 N11 1.447(5) . ?
C10 C100 1.550(6) . ?
N11 C12 1.345(6) . ?
C100 C102 1.528(7) . ?
C100 C101 1.543(7) . ?
C12 O12 1.236(5) . ?
C12 C13 1.531(6) . ?
C13 N14 1.471(5) . ?
C13 C132 1.530(7) . ?
C13 C131 1.542(7) . ?
N14 C15 1.349(5) . ?
C15 O15 1.218(5) . ?
C15 O16 1.370(5) . ?
O16 C17 1.480(5) . ?
C17 C172 1.522(8) . ?
C17 C173 1.526(8) . ?
C17 C171 1.551(7) . ?

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
O2 C2 O1 122.6(6) . . ?
O2 C2 C3 126.6(6) . . ?
O1 C2 C3 110.7(5) . . ?
C2 O1 C1 116.2(5) . . ?
C2 C3 C4 113.8(4) . . ?
N5 C4 C3 112.3(5) . . ?
C6 N5 C4 120.6(4) . . ?
O6 C6 N5 121.8(5) . . ?
O6 C6 C7 119.0(6) . . ?
N5 C6 C7 119.1(4) . . ?
N8 C7 C72 107.0(3) . . ?
N8 C7 C6 112.9(4) . . ?
C72 C7 C6 106.3(4) . . ?
N8 C7 C71 112.0(4) . . ?
C72 C7 C71 108.7(5) . . ?
C6 C7 C71 109.6(4) . . ?
C9 N8 C7 124.7(3) . . ?
O9 C9 N8 123.0(4) . . ?
O9 C9 C10 120.1(4) . . ?
N8 C9 C10 116.9(3) . . ?
N11 C10 C9 113.7(3) . . ?
N11 C10 C100 109.6(3) . . ?
C9 C10 C100 111.9(4) . . ?
C12 N11 C10 121.9(3) . . ?
C102 C100 C101 111.7(4) . . ?
C102 C100 C10 111.7(4) . . ?
C101 C100 C10 112.0(4) . . ?
O12 C12 N11 122.6(4) . . ?
O12 C12 C13 120.9(4) . . ?
N11 C12 C13 116.3(3) . . ?
N14 C13 C132 110.8(3) . . ?
N14 C13 C12 110.0(4) . . ?
C132 C13 C12 110.3(3) . . ?
N14 C13 C131 107.3(3) . . ?
C132 C13 C131 111.6(4) . . ?
C12 C13 C131 106.8(3) . . ?
C15 N14 C13 122.0(3) . . ?
O15 C15 N14 124.7(4) . . ?
O15 C15 O16 125.0(4) . . ?
N14 C15 O16 110.4(3) . . ?
C15 O16 C17 120.8(3) . . ?
O16 C17 C172 110.9(5) . . ?
O16 C17 C173 110.2(4) . . ?
C172 C17 C173 111.5(4) . . ?
O16 C17 C171 102.0(4) . . ?
C172 C17 C171 111.2(4) . . ?
C173 C17 C171 110.8(5) . . ?

_refine_diff_density_max         0.190
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.044