# Electronic Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2009

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350

_publ_contact_author_name        'Xuefang Shi'
_publ_contact_author_email       XUEFANGSHI@126.COM

_publ_section_title              
;
Observation of a quasi-one dimensional tube-like water
aggregate in a supramolecular organic host
;
loop_
_publ_author_name
'Xuefang Shi'
'Lei He'
'Hai-Bin Song'
'Wenqin Zhang'

# Attachment '10-31-Shis.cif'

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

data_Shi
_database_code_depnum_ccdc_archive 'CCDC 290854'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            bis(3-pyrazinylcarbonylaminopropyl)amine
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H22 N7 O2, H7 O4, 4(H2 O)'
_chemical_formula_sum            'C16 H37 N7 O10'
_chemical_formula_weight         487.53
_chemical_absolute_configuration unk

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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2
_symmetry_space_group_name_Hall  'P2 2ab'

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

_cell_length_a                   11.016(2)
_cell_length_b                   25.860(5)
_cell_length_c                   4.5170(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1286.7(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    2936
_cell_measurement_theta_min      2.0
_cell_measurement_theta_max      27.9

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             524
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.970
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_process_details   crystalclear

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'Rigaku Saturn'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            9363
_diffrn_reflns_av_R_equivalents  0.0771
_diffrn_reflns_av_sigmaI/netI    0.0517
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_theta_min         1.57
_diffrn_reflns_theta_max         27.86
_reflns_number_total             1810
_reflns_number_gt                1480
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       Crystalclear
_computing_cell_refinement       Crystalclear
_computing_data_reduction        Crystalclear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0705P)²+0.0000P] 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_abs_structure_details 'None, Friedel Pairs merged'
_refine_ls_abs_structure_Flack   ?
_refine_ls_number_reflns         1810
_refine_ls_number_parameters     186
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.0602
_refine_ls_R_factor_gt           0.0469
_refine_ls_wR_factor_ref         0.1168
_refine_ls_wR_factor_gt          0.1105
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.007
_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
O1 O 0.34020(17) 0.31481(8) 1.0022(4) 0.0315(5) Uani 1 1 d . . .
N1 N 0.3897(2) 0.19824(8) 0.3855(5) 0.0274(5) Uani 1 1 d . . .
N2 N 0.15992(19) 0.23883(8) 0.5139(5) 0.0256(5) Uani 1 1 d . . .
N3 N 0.1380(2) 0.31961(8) 0.8959(4) 0.0216(5) Uani 1 1 d . . .
H3 H 0.074(3) 0.3081(11) 0.786(7) 0.026 Uiso 1 1 d . . .
N4 N 0.0000 0.5000 0.9334(7) 0.0248(7) Uani 1 2 d SD . .
H4A H -0.069(2) 0.4908(12) 0.842(6) 0.030 Uiso 1 1 d D . .
C1 C 0.2896(2) 0.18039(10) 0.2570(6) 0.0261(6) Uani 1 1 d . . .
H1 H 0.2962 0.1532 0.1163 0.031 Uiso 1 1 calc R . .
C2 C 0.1759(3) 0.20027(10) 0.3224(6) 0.0290(6) Uani 1 1 d . . .
H2 H 0.1069 0.1859 0.2271 0.035 Uiso 1 1 calc R . .
C3 C 0.2606(2) 0.25666(9) 0.6450(5) 0.0209(5) Uani 1 1 d . . .
C4 C 0.3736(2) 0.23647(10) 0.5836(6) 0.0255(5) Uani 1 1 d . . .
H4 H 0.4423 0.2500 0.6845 0.031 Uiso 1 1 calc R . .
C5 C 0.2491(2) 0.30005(9) 0.8656(5) 0.0210(5) Uani 1 1 d . . .
C6 C 0.1090(2) 0.36279(9) 1.0919(5) 0.0225(5) Uani 1 1 d . . .
H6A H 0.1796 0.3702 1.2208 0.027 Uiso 1 1 calc R . .
H6B H 0.0397 0.3532 1.2202 0.027 Uiso 1 1 calc R . .
C7 C 0.0769(2) 0.41103(10) 0.9155(5) 0.0232(5) Uani 1 1 d . . .
H7A H 0.1482 0.4217 0.7970 0.028 Uiso 1 1 calc R . .
H7B H 0.0102 0.4028 0.7766 0.028 Uiso 1 1 calc R . .
C8 C 0.0384(2) 0.45553(9) 1.1137(6) 0.0224(5) Uani 1 1 d . . .
H8A H -0.0296 0.4444 1.2421 0.027 Uiso 1 1 calc R . .
H8B H 0.1070 0.4658 1.2425 0.027 Uiso 1 1 calc R . .
O2 O 0.22876(19) 0.53588(8) 0.7059(5) 0.0320(5) Uani 1 1 d D . .
H2A H 0.279(3) 0.5104(11) 0.673(8) 0.048 Uiso 1 1 d D . .
H2B H 0.247(3) 0.5527(12) 0.860(7) 0.048 Uiso 1 1 d D . .
O3 O 0.2955(2) 0.59027(9) 0.2025(5) 0.0372(5) Uani 1 1 d D . .
H3A H 0.371(2) 0.5930(14) 0.194(10) 0.056 Uiso 1 1 d D . .
H3B H 0.266(3) 0.5768(15) 0.351(7) 0.056 Uiso 1 1 d D . .
O4 O 0.4497(2) 0.40449(9) 0.1741(5) 0.0377(5) Uani 1 1 d D . .
H4B H 0.408(3) 0.3758(11) 0.160(9) 0.057 Uiso 1 1 d D . .
H4C H 0.437(8) 0.423(3) 0.020(12) 0.057 Uiso 0.50 1 d PD . .
H4D H 0.425(7) 0.420(3) 0.328(12) 0.057 Uiso 0.50 1 d PD . .
O5 O 0.4098(2) 0.46264(8) 0.6728(5) 0.0351(5) Uani 1 1 d D . .
H5A H 0.412(8) 0.441(2) 0.530(12) 0.053 Uiso 0.50 1 d PD . .
H5B H 0.425(7) 0.444(3) 0.826(12) 0.053 Uiso 0.50 1 d PD . .
H5C H 0.468(5) 0.485(2) 0.663(16) 0.053 Uiso 0.50 1 d PD . .

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 0.0246(10) 0.0307(10) 0.0393(10) -0.0094(9) -0.0063(9) 0.0000(8)
N1 0.0260(12) 0.0249(11) 0.0312(10) -0.0038(9) 0.0034(10) 0.0051(10)
N2 0.0231(11) 0.0236(11) 0.0301(10) -0.0033(9) -0.0041(9) 0.0009(9)
N3 0.0231(11) 0.0188(10) 0.0229(9) -0.0028(8) -0.0028(9) 0.0029(9)
N4 0.0340(18) 0.0178(15) 0.0225(14) 0.000 0.000 0.0040(14)
C1 0.0313(14) 0.0214(12) 0.0257(12) -0.0033(10) 0.0016(11) 0.0035(12)
C2 0.0301(15) 0.0245(13) 0.0325(13) -0.0059(11) -0.0064(12) -0.0004(11)
C3 0.0201(12) 0.0199(12) 0.0228(11) 0.0008(9) -0.0024(10) -0.0011(10)
C4 0.0203(12) 0.0253(12) 0.0310(12) -0.0038(10) -0.0011(11) 0.0004(11)
C5 0.0235(13) 0.0164(11) 0.0230(11) 0.0009(9) -0.0012(10) 0.0011(10)
C6 0.0273(13) 0.0201(11) 0.0200(10) -0.0017(9) 0.0001(10) 0.0039(11)
C7 0.0281(13) 0.0212(11) 0.0204(10) 0.0004(9) 0.0019(11) 0.0020(11)
C8 0.0282(13) 0.0179(11) 0.0212(10) 0.0019(9) -0.0003(10) 0.0057(10)
O2 0.0308(11) 0.0350(12) 0.0303(9) -0.0009(9) 0.0009(9) 0.0008(9)
O3 0.0412(12) 0.0400(12) 0.0303(10) 0.0051(9) -0.0016(10) 0.0008(11)
O4 0.0474(13) 0.0316(12) 0.0341(10) -0.0058(9) 0.0014(10) -0.0117(10)
O5 0.0362(12) 0.0333(12) 0.0359(10) -0.0035(9) 0.0012(11) -0.0024(10)

_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.
H atoms of O4, O5 are disordered due to symmetry in different places.
H atom of O4 is disordered over different places,
one of them (H4b) is of occupancy 1,
two others are of occupancy 0.5 each.
The O5 shows a disorder of H2O and OHC,
while the H5A, H5B and H5C of O5 are of occupancy 0.5, respectively.

;

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 C5 1.238(3) . ?
N1 C1 1.329(3) . ?
N1 C4 1.345(3) . ?
N2 C2 1.332(3) . ?
N2 C3 1.340(3) . ?
N3 C5 1.331(3) . ?
N3 C6 1.460(3) . ?
N3 H3 0.91(3) . ?
N4 C8 1.471(3) 2_565 ?
N4 C8 1.471(3) . ?
N4 H4A 0.90(2) . ?
C1 C2 1.386(4) . ?
C1 H1 0.9500 . ?
C2 H2 0.9500 . ?
C3 C4 1.377(4) . ?
C3 C5 1.506(3) . ?
C4 H4 0.9500 . ?
C6 C7 1.522(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.519(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
O2 H2A 0.87(2) . ?
O2 H2B 0.84(2) . ?
O3 H3A 0.83(2) . ?
O3 H3B 0.82(3) . ?
O4 H4B 0.88(2) . ?
O4 H4C 0.85(3) . ?
O4 H4D 0.85(3) . ?
O5 H5A 0.85(3) . ?
O5 H5B 0.85(3) . ?
O5 H5C 0.85(3) . ?

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
C1 N1 C4 115.9(2) . . ?
C2 N2 C3 115.8(2) . . ?
C5 N3 C6 123.6(2) . . ?
C5 N3 H3 122.0(17) . . ?
C6 N3 H3 114.3(18) . . ?
C8 N4 C8 112.8(3) 2_565 . ?
C8 N4 H4A 102(2) 2_565 . ?
C8 N4 H4A 106.9(19) . . ?
N1 C1 C2 121.9(2) . . ?
N1 C1 H1 119.1 . . ?
C2 C1 H1 119.1 . . ?
N2 C2 C1 122.4(2) . . ?
N2 C2 H2 118.8 . . ?
C1 C2 H2 118.8 . . ?
N2 C3 C4 121.9(2) . . ?
N2 C3 C5 118.6(2) . . ?
C4 C3 C5 119.5(2) . . ?
N1 C4 C3 122.1(2) . . ?
N1 C4 H4 118.9 . . ?
C3 C4 H4 118.9 . . ?
O1 C5 N3 125.2(2) . . ?
O1 C5 C3 119.4(2) . . ?
N3 C5 C3 115.4(2) . . ?
N3 C6 C7 111.10(19) . . ?
N3 C6 H6A 109.4 . . ?
C7 C6 H6A 109.4 . . ?
N3 C6 H6B 109.4 . . ?
C7 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
C8 C7 C6 112.17(19) . . ?
C8 C7 H7A 109.2 . . ?
C6 C7 H7A 109.2 . . ?
C8 C7 H7B 109.2 . . ?
C6 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
N4 C8 C7 110.3(2) . . ?
N4 C8 H8A 109.6 . . ?
C7 C8 H8A 109.6 . . ?
N4 C8 H8B 109.6 . . ?
C7 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
H2A O2 H2B 113(3) . . ?
H3A O3 H3B 118(4) . . ?
H4B O4 H4C 109(6) . . ?
H4B O4 H4D 107(6) . . ?
H4C O4 H4D 111(7) . . ?
H5A O5 H5B 104(7) . . ?
H5A O5 H5C 112(7) . . ?
H5B O5 H5C 105(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 N1 C1 C2 0.4(4) . . . . ?
C3 N2 C2 C1 -1.3(4) . . . . ?
N1 C1 C2 N2 1.0(4) . . . . ?
C2 N2 C3 C4 0.4(4) . . . . ?
C2 N2 C3 C5 -179.6(2) . . . . ?
C1 N1 C4 C3 -1.3(4) . . . . ?
N2 C3 C4 N1 1.0(4) . . . . ?
C5 C3 C4 N1 -179.0(2) . . . . ?
C6 N3 C5 O1 1.7(4) . . . . ?
C6 N3 C5 C3 -178.1(2) . . . . ?
N2 C3 C5 O1 175.6(2) . . . . ?
C4 C3 C5 O1 -4.4(3) . . . . ?
N2 C3 C5 N3 -4.5(3) . . . . ?
C4 C3 C5 N3 175.5(2) . . . . ?
C5 N3 C6 C7 110.5(3) . . . . ?
N3 C6 C7 C8 176.2(2) . . . . ?
C8 N4 C8 C7 -179.9(2) 2_565 . . . ?
C6 C7 C8 N4 -175.97(19) . . . . ?

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
O5 H5C O5 0.85(3) 1.92(3) 2.772(4) 175(7) 2_665
O5 H5B O4 0.85(3) 1.90(3) 2.753(3) 176(8) 1_556
O5 H5A O4 0.85(3) 1.91(4) 2.744(3) 165(8) .
O4 H4D O5 0.85(3) 1.91(4) 2.744(3) 166(8) .
O4 H4C O5 0.85(3) 1.90(3) 2.753(3) 179(9) 1_554
O4 H4B O1 0.88(2) 1.88(3) 2.727(3) 161(4) 1_554
O3 H3B O2 0.82(3) 1.96(3) 2.773(3) 167(4) .
O3 H3A O4 0.83(2) 1.98(3) 2.812(3) 177(4) 2_665
O2 H2B O3 0.84(2) 1.91(3) 2.748(3) 177(4) 1_556
O2 H2A O5 0.87(2) 1.90(2) 2.754(3) 166(3) .
N4 H4A O2 0.90(2) 1.98(2) 2.875(2) 170(3) 2_565
N3 H3 N1 0.91(3) 2.18(3) 3.051(3) 160(2) 4_456

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        27.86
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.226
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.050


