# Electronic Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2008

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Prof Ashwini Nangia'
_publ_contact_author_email       ASHWINI.NANGIA@GMAIL.COM

_publ_section_title              
;
Molecular networks. Design and serendipity
;
loop_
_publ_author_name
'Ashwini Nangia'
'Balakrishna R. Bhogala'
'Shreekanth K. Chandran'
'L. Sreenivas Reddy'

# Attachment '34PyrU hydrate_2.cif'

data_3,4PyrUhydrate
_database_code_depnum_ccdc_archive 'CCDC 689570'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H10 N4 O, (H2 O)'
_chemical_formula_sum            'C11 H12 N4 O2'
_chemical_formula_weight         232.25

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(1)
_symmetry_space_group_name_Hall  'P 2ac 2ab '

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

_cell_length_a                   7.0172(14)
_cell_length_b                   10.343(2)
_cell_length_c                   15.516(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1126.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    886
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      21.00

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             488
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.984
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_process_details   'Bruker AXS SADABS program'

_exptl_special_details           
;
Sheldrick,G.M.,(2003),University of gottingen,Germany
;

_diffrn_ambient_temperature      100(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_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6456
_diffrn_reflns_av_R_equivalents  0.0630
_diffrn_reflns_av_sigmaI/netI    0.0532
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.37
_diffrn_reflns_theta_max         26.17
_reflns_number_total             1317
_reflns_number_gt                1198
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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)+(0.0443P)²+0.1916P] 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         1317
_refine_ls_number_parameters     170
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0715
_refine_ls_R_factor_gt           0.0639
_refine_ls_wR_factor_ref         0.1227
_refine_ls_wR_factor_gt          0.1207
_refine_ls_goodness_of_fit_ref   1.329
_refine_ls_restrained_S_all      1.329
_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 0.4047(6) 0.7356(4) 0.3654(2) 0.0196(9) Uani 1 1 d . . .
H1 H 0.3569 0.7932 0.4061 0.024 Uiso 1 1 calc R . .
C2 C 0.5841(6) 0.6858(4) 0.3793(2) 0.0189(9) Uani 1 1 d . . .
H2 H 0.6548 0.7095 0.4275 0.023 Uiso 1 1 calc R . .
C3 C 0.6563(5) 0.5991(4) 0.3192(2) 0.0177(9) Uani 1 1 d . . .
C4 C 0.5425(6) 0.5681(4) 0.2480(3) 0.0187(9) Uani 1 1 d . . .
H4 H 0.5857 0.5105 0.2063 0.022 Uiso 1 1 calc R . .
C5 C 0.3667(6) 0.6240(4) 0.2411(2) 0.0187(9) Uani 1 1 d . . .
H5 H 0.2923 0.6027 0.1936 0.022 Uiso 1 1 calc R . .
C6 C 0.9527(5) 0.5389(4) 0.3949(2) 0.0190(9) Uani 1 1 d . . .
C7 C 1.2574(5) 0.4379(4) 0.4350(2) 0.0143(8) Uani 1 1 d . . .
C8 C 1.2831(6) 0.4990(4) 0.5140(2) 0.0197(9) Uani 1 1 d . . .
H8 H 1.1869 0.5530 0.5341 0.024 Uiso 1 1 calc R . .
C9 C 1.5739(6) 0.4062(4) 0.5334(3) 0.0260(10) Uani 1 1 d . . .
H9 H 1.6834 0.3959 0.5664 0.031 Uiso 1 1 calc R . .
C10 C 1.5607(6) 0.3392(4) 0.4565(3) 0.0244(10) Uani 1 1 d . . .
H10 H 1.6579 0.2841 0.4389 0.029 Uiso 1 1 calc R . .
C11 C 1.4013(6) 0.3560(4) 0.4068(2) 0.0190(9) Uani 1 1 d . . .
H11 H 1.3895 0.3129 0.3545 0.023 Uiso 1 1 calc R . .
H1A H 0.925(10) 0.309(7) 0.206(4) 0.09(2) Uiso 1 1 d . . .
H1B H 1.039(6) 0.401(4) 0.163(3) 0.018(11) Uiso 1 1 d . . .
H2N H 0.867(5) 0.492(3) 0.280(2) 0.004(9) Uiso 1 1 d . . .
H3N H 1.102(5) 0.415(4) 0.331(2) 0.009(10) Uiso 1 1 d . . .
N1 N 0.2950(5) 0.7075(3) 0.2983(2) 0.0180(8) Uani 1 1 d . . .
N2 N 0.8300(5) 0.5378(3) 0.3253(2) 0.0185(8) Uani 1 1 d . . .
N3 N 1.0977(5) 0.4531(3) 0.3828(2) 0.0171(7) Uani 1 1 d . . .
N4 N 1.4386(5) 0.4844(3) 0.5624(2) 0.0217(8) Uani 1 1 d . . .
O1 O 1.0227(4) 0.3629(3) 0.2132(2) 0.0221(7) Uani 1 1 d . . .
O2 O 0.9318(4) 0.6051(3) 0.45827(17) 0.0271(7) Uani 1 1 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 N1 1.327(5) . ?
C1 C2 1.377(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.390(6) . ?
C2 H2 0.9300 . ?
C3 N2 1.377(5) . ?
C3 C4 1.401(5) . ?
C4 C5 1.367(6) . ?
C4 H4 0.9300 . ?
C5 N1 1.337(5) . ?
C5 H5 0.9300 . ?
C6 O2 1.206(4) . ?
C6 N3 1.364(5) . ?
C6 N2 1.381(5) . ?
C7 C11 1.389(5) . ?
C7 C8 1.390(5) . ?
C7 N3 1.392(5) . ?
C8 N4 1.333(5) . ?
C8 H8 0.9300 . ?
C9 N4 1.326(5) . ?
C9 C10 1.383(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.369(5) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
N2 H2N 0.89(3) . ?
N3 H3N 0.89(4) . ?
O1 H1A 0.89(7) . ?
O1 H1B 0.87(4) . ?

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 C2 124.9(4) . . ?
N1 C1 H1 117.6 . . ?
C2 C1 H1 117.6 . . ?
C1 C2 C3 118.0(4) . . ?
C1 C2 H2 121.0 . . ?
C3 C2 H2 121.0 . . ?
N2 C3 C2 125.0(4) . . ?
N2 C3 C4 117.0(4) . . ?
C2 C3 C4 118.0(4) . . ?
C5 C4 C3 118.6(4) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
N1 C5 C4 124.1(4) . . ?
N1 C5 H5 117.9 . . ?
C4 C5 H5 117.9 . . ?
O2 C6 N3 124.9(4) . . ?
O2 C6 N2 124.5(4) . . ?
N3 C6 N2 110.6(3) . . ?
C11 C7 C8 117.4(4) . . ?
C11 C7 N3 118.0(3) . . ?
C8 C7 N3 124.5(4) . . ?
N4 C8 C7 123.5(4) . . ?
N4 C8 H8 118.3 . . ?
C7 C8 H8 118.3 . . ?
N4 C9 C10 123.4(4) . . ?
N4 C9 H9 118.3 . . ?
C10 C9 H9 118.3 . . ?
C11 C10 C9 118.5(4) . . ?
C11 C10 H10 120.8 . . ?
C9 C10 H10 120.8 . . ?
C10 C11 C7 119.6(4) . . ?
C10 C11 H11 120.2 . . ?
C7 C11 H11 120.2 . . ?
C1 N1 C5 116.4(3) . . ?
C3 N2 C6 127.0(3) . . ?
C3 N2 H2N 117(2) . . ?
C6 N2 H2N 116(2) . . ?
C6 N3 C7 126.4(3) . . ?
C6 N3 H3N 116(2) . . ?
C7 N3 H3N 116(3) . . ?
C9 N4 C8 117.6(3) . . ?
H1A O1 H1B 106(5) . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        26.17
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.059

# Attachment 'H3CTA.3H-pyr.cif'

data_H3CTA.(3H-pyr)2
_database_code_depnum_ccdc_archive 'CCDC 689571'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
cis,cis-1,3,5-cyclohexanetricarboxylic acid
- [4(3H)-pyrimidone]2
;
_chemical_melting_point          ?
_chemical_formula_moiety         (C9H12O6),2(C4H4N2O)
_chemical_formula_sum            'C17 H20 N4 O8'
_chemical_formula_weight         408.37

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   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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                   13.3218(14)
_cell_length_b                   5.7554(6)
_cell_length_c                   24.093(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.508(2)
_cell_angle_gamma                90.00
_cell_volume                     1847.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1644
_cell_measurement_theta_min      3.06
_cell_measurement_theta_max      22.25

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.468
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             856
_exptl_absorpt_coefficient_mu    0.118
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9676
_exptl_absorpt_correction_T_max  0.9859
_exptl_absorpt_process_details   
'SADABS - Bruker Nonius area detector scaling and absorption correction - V2.10'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      298(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_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9509
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_av_sigmaI/netI    0.0514
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.53
_diffrn_reflns_theta_max         26.00
_reflns_number_total             3603
_reflns_number_gt                2305
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_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.
;

_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)+(0.0755P)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_number_reflns         3603
_refine_ls_number_parameters     282
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0892
_refine_ls_R_factor_gt           0.0533
_refine_ls_wR_factor_ref         0.1394
_refine_ls_wR_factor_gt          0.1216
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_restrained_S_all      0.969
_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
O11 O 0.38604(13) -0.1179(3) 0.20120(7) 0.0560(5) Uani 1 1 d . . .
O12 O 0.11401(13) 0.4020(3) 0.31813(7) 0.0485(5) Uani 1 1 d . . .
O10 O 0.33007(14) -0.2311(3) 0.11873(7) 0.0525(5) Uani 1 1 d . . .
O14 O 0.02529(14) 0.5769(3) 0.06643(7) 0.0556(5) Uani 1 1 d . . .
O15 O 0.05560(14) 0.2431(3) 0.02429(7) 0.0583(5) Uani 1 1 d . . .
C6 C 0.19604(17) 0.1484(4) 0.11322(9) 0.0368(6) Uani 1 1 d . . .
H6A H 0.1922 0.0308 0.0844 0.044 Uiso 1 1 calc R . .
H6B H 0.2447 0.2644 0.1021 0.044 Uiso 1 1 calc R . .
N25 N 0.25702(16) 0.4323(4) 0.90593(8) 0.0436(5) Uani 1 1 d . . .
C1 C 0.22921(17) 0.0374(4) 0.16784(9) 0.0378(6) Uani 1 1 d . . .
H1 H 0.1760 -0.0730 0.1772 0.045 Uiso 1 1 calc R . .
C8 C 0.13335(18) 0.4930(4) 0.26930(9) 0.0400(6) Uani 1 1 d . . .
C7 C 0.32428(17) -0.1062(4) 0.16432(9) 0.0378(6) Uani 1 1 d . . .
N23 N 0.16768(15) 0.7790(4) 0.89825(8) 0.0446(5) Uani 1 1 d . . .
C9 C 0.05674(17) 0.3733(5) 0.06726(9) 0.0385(6) Uani 1 1 d . . .
C2 C 0.23217(17) 0.2097(4) 0.21507(9) 0.0380(6) Uani 1 1 d . . .
H2A H 0.2811 0.3299 0.2073 0.046 Uiso 1 1 calc R . .
H2B H 0.2525 0.1315 0.2490 0.046 Uiso 1 1 calc R . .
C24 C 0.20131(18) 0.5866(4) 0.87785(10) 0.0428(6) Uani 1 1 d . . .
H24 H 0.1856 0.5531 0.8410 0.051 Uiso 1 1 calc R . .
O13 O 0.1548(2) 0.6928(3) 0.26378(7) 0.0839(8) Uani 1 1 d . . .
C4 C 0.09209(18) 0.4312(4) 0.16891(9) 0.0406(6) Uani 1 1 d . . .
H4A H 0.0244 0.4890 0.1739 0.049 Uiso 1 1 calc R . .
H4B H 0.1348 0.5627 0.1604 0.049 Uiso 1 1 calc R . .
C5 C 0.09285(17) 0.2625(4) 0.12043(9) 0.0385(6) Uani 1 1 d . . .
H5 H 0.0454 0.1380 0.1292 0.046 Uiso 1 1 calc R . .
C3 C 0.12834(18) 0.3201(4) 0.22269(9) 0.0398(6) Uani 1 1 d . . .
H3 H 0.0809 0.1974 0.2328 0.048 Uiso 1 1 calc R . .
C26 C 0.2865(2) 0.4644(5) 0.96065(10) 0.0494(7) Uani 1 1 d . . .
O29 O 0.33992(16) 0.3200(4) 0.98382(8) 0.0764(7) Uani 1 1 d . . .
C28 C 0.1930(2) 0.8199(5) 0.95243(10) 0.0489(7) Uani 1 1 d . . .
H28 H 0.1707 0.9568 0.9687 0.059 Uiso 1 1 calc R . .
C27 C 0.2481(2) 0.6741(5) 0.98347(10) 0.0544(7) Uani 1 1 d . . .
H27 H 0.2615 0.7103 1.0204 0.065 Uiso 1 1 calc R . .
O22 O 0.34486(13) 0.4042(3) 0.33598(7) 0.0539(5) Uani 1 1 d . . .
C19 C 0.39915(17) 0.5668(4) 0.35020(10) 0.0396(6) Uani 1 1 d . . .
N16 N 0.52507(15) 0.9498(4) 0.37231(8) 0.0491(6) Uani 1 1 d . . .
N18 N 0.41502(15) 0.7513(4) 0.31412(8) 0.0435(5) Uani 1 1 d . . .
C20 C 0.45050(18) 0.5942(4) 0.40175(10) 0.0446(6) Uani 1 1 d . . .
H20 H 0.4424 0.4841 0.4296 0.054 Uiso 1 1 calc R . .
C21 C 0.51068(19) 0.7781(5) 0.41053(10) 0.0497(7) Uani 1 1 d . . .
H21 H 0.5443 0.7891 0.4444 0.060 Uiso 1 1 calc R . .
C17 C 0.47661(18) 0.9290(5) 0.32582(10) 0.0461(6) Uani 1 1 d . . .
H17 H 0.4850 1.0437 0.2991 0.055 Uiso 1 1 calc R . .
H18 H 0.3853(17) 0.742(4) 0.2787(10) 0.042(6) Uiso 1 1 d . . .
H25 H 0.2840(19) 0.304(5) 0.8868(11) 0.055(8) Uiso 1 1 d . . .
H12 H 0.135(2) 0.514(5) 0.3464(13) 0.084(10) Uiso 1 1 d . . .
H10 H 0.385(2) -0.341(6) 0.1231(12) 0.084(10) Uiso 1 1 d . . .
H15 H 0.018(3) 0.338(7) -0.0198(17) 0.134(13) Uiso 1 1 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
O11 C7 1.207(2) . ?
O12 C8 1.315(3) . ?
O12 H12 0.98(3) . ?
O10 C7 1.316(3) . ?
O10 H10 0.98(3) . ?
O14 C9 1.245(3) . ?
O15 C9 1.278(3) . ?
O15 H15 1.29(4) . ?
C6 C1 1.525(3) . ?
C6 C5 1.535(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
N25 C24 1.337(3) . ?
N25 C26 1.385(3) . ?
N25 H25 0.94(3) . ?
C1 C2 1.510(3) . ?
C1 C7 1.515(3) . ?
C1 H1 0.9800 . ?
C8 O13 1.193(3) . ?
C8 C3 1.502(3) . ?
N23 C24 1.293(3) . ?
N23 C28 1.366(3) . ?
C9 C5 1.506(3) . ?
C2 C3 1.535(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C24 H24 0.9300 . ?
C4 C5 1.519(3) . ?
C4 C3 1.520(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 H5 0.9800 . ?
C3 H3 0.9800 . ?
C26 O29 1.225(3) . ?
C26 C27 1.423(4) . ?
C28 C27 1.339(4) . ?
C28 H28 0.9300 . ?
C27 H27 0.9300 . ?
O22 C19 1.229(3) . ?
C19 N18 1.390(3) . ?
C19 C20 1.421(3) . ?
N16 C17 1.293(3) . ?
N16 C21 1.365(3) . ?
N18 C17 1.340(3) . ?
N18 H18 0.94(2) . ?
C20 C21 1.343(3) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C17 H17 0.9300 . ?

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
C8 O12 H12 107.5(18) . . ?
C7 O10 H10 108.3(17) . . ?
C9 O15 H15 115.0(17) . . ?
C1 C6 C5 109.55(18) . . ?
C1 C6 H6A 109.8 . . ?
C5 C6 H6A 109.8 . . ?
C1 C6 H6B 109.8 . . ?
C5 C6 H6B 109.8 . . ?
H6A C6 H6B 108.2 . . ?
C24 N25 C26 123.0(2) . . ?
C24 N25 H25 119.0(15) . . ?
C26 N25 H25 117.6(15) . . ?
C2 C1 C7 112.60(18) . . ?
C2 C1 C6 112.37(19) . . ?
C7 C1 C6 114.59(19) . . ?
C2 C1 H1 105.4 . . ?
C7 C1 H1 105.4 . . ?
C6 C1 H1 105.4 . . ?
O13 C8 O12 122.2(2) . . ?
O13 C8 C3 124.4(2) . . ?
O12 C8 C3 113.4(2) . . ?
O11 C7 O10 122.6(2) . . ?
O11 C7 C1 123.6(2) . . ?
O10 C7 C1 113.57(18) . . ?
C24 N23 C28 115.3(2) . . ?
O14 C9 O15 122.5(2) . . ?
O14 C9 C5 121.1(2) . . ?
O15 C9 C5 116.3(2) . . ?
C1 C2 C3 110.16(18) . . ?
C1 C2 H2A 109.6 . . ?
C3 C2 H2A 109.6 . . ?
C1 C2 H2B 109.6 . . ?
C3 C2 H2B 109.6 . . ?
H2A C2 H2B 108.1 . . ?
N23 C24 N25 124.7(2) . . ?
N23 C24 H24 117.7 . . ?
N25 C24 H24 117.7 . . ?
C5 C4 C3 112.47(19) . . ?
C5 C4 H4A 109.1 . . ?
C3 C4 H4A 109.1 . . ?
C5 C4 H4B 109.1 . . ?
C3 C4 H4B 109.1 . . ?
H4A C4 H4B 107.8 . . ?
C9 C5 C4 112.29(19) . . ?
C9 C5 C6 111.38(18) . . ?
C4 C5 C6 111.88(18) . . ?
C9 C5 H5 107.0 . . ?
C4 C5 H5 107.0 . . ?
C6 C5 H5 107.0 . . ?
C8 C3 C4 111.7(2) . . ?
C8 C3 C2 109.25(18) . . ?
C4 C3 C2 110.61(19) . . ?
C8 C3 H3 108.4 . . ?
C4 C3 H3 108.4 . . ?
C2 C3 H3 108.4 . . ?
O29 C26 N25 120.1(3) . . ?
O29 C26 C27 127.5(2) . . ?
N25 C26 C27 112.4(2) . . ?
C27 C28 N23 123.7(2) . . ?
C27 C28 H28 118.1 . . ?
N23 C28 H28 118.1 . . ?
C28 C27 C26 120.8(2) . . ?
C28 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
O22 C19 N18 120.0(2) . . ?
O22 C19 C20 127.3(2) . . ?
N18 C19 C20 112.8(2) . . ?
C17 N16 C21 116.4(2) . . ?
C17 N18 C19 123.2(2) . . ?
C17 N18 H18 119.1(14) . . ?
C19 N18 H18 117.5(14) . . ?
C21 C20 C19 120.5(2) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C20 C21 N16 123.4(2) . . ?
C20 C21 H21 118.3 . . ?
N16 C21 H21 118.3 . . ?
N16 C17 N18 123.6(2) . . ?
N16 C17 H17 118.2 . . ?
N18 C17 H17 118.2 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.245
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.054

_chemical_name_common            
;cis,cis-1,3,5-cyclohexanetricarboxylic acid - (4(3H)-
pyrimidone)2
;


