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#$Date: 2016-03-24 02:32:33 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179584 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/49/4504946.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4504946
loop_
_publ_author_name
'Lewis, Thomas C.'
'Tocher, Derek A.'
'Price, Sarah L.'
_publ_section_title
;
 Investigating Unused Hydrogen Bond Acceptors Using Known and Hypothetical
 Crystal Polymorphism
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              983
_journal_paper_doi               10.1021/cg049661o
_journal_volume                  5
_journal_year                    2005
_chemical_formula_sum            'C3 H7 N3 O5'
_chemical_formula_weight         165.12
_chemical_name_common
;
cyanuric acid dihydrate
;
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 115.239(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.278(2)
_cell_length_b                   6.6757(11)
_cell_length_c                   8.6678(14)
_cell_measurement_reflns_used    2031
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.21
_cell_measurement_theta_min      2.60
_cell_volume                     642.63(18)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_device_type  'Bruker SMART APEX diffractometer'
_diffrn_measurement_method       'ω rotation with narrow frames'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_av_sigmaI/netI    0.0215
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2677
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.21
_diffrn_reflns_theta_min         3.56
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.162
_exptl_absorpt_correction_T_max  0.9652
_exptl_absorpt_correction_T_min  0.9234
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.707
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             344
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.41
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.292
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       0.096(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     67
_refine_ls_number_reflns         766
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.110
_refine_ls_R_factor_all          0.0307
_refine_ls_R_factor_gt           0.0300
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0494P)²+0.3019P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0880
_refine_ls_wR_factor_ref         0.0885
_reflns_number_gt                737
_reflns_number_total             766
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cg049661osi20041005_081815.cif
_cod_data_source_block           cyanuricaciddihydrate
_cod_original_cell_volume        642.64(18)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4504946
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
O2 O 0.5000 0.68142(16) 0.2500 0.0345(4) Uani 1 2 d S
O6 O 0.36096(7) 0.09465(10) -0.02590(9) 0.0218(3) Uani 1 1 d .
O1W O 0.19648(7) 0.17254(12) 0.63725(10) 0.0245(3) Uani 1 1 d .
N1 N 0.42857(7) 0.39138(12) 0.10900(10) 0.0163(3) Uani 1 1 d .
N5 N 0.5000 0.09222(16) 0.2500 0.0161(3) Uani 1 2 d S
C2 C 0.5000 0.4993(2) 0.2500 0.0182(3) Uani 1 2 d S
C6 C 0.42545(8) 0.18715(14) 0.10196(12) 0.0152(3) Uani 1 1 d .
H1 H 0.3830(14) 0.458(2) 0.023(2) 0.031(4) Uiso 1 1 d .
H5 H 0.5000 -0.042(3) 0.2500 0.027(5) Uiso 1 2 d S
H6 H 0.1875(15) 0.291(3) 0.592(2) 0.047(5) Uiso 1 1 d .
H7 H 0.2553(17) 0.181(2) 0.733(3) 0.042(4) Uiso 1 1 d .
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
O2 0.0492(8) 0.0112(5) 0.0275(6) 0.000 0.0014(5) 0.000
O6 0.0251(4) 0.0173(4) 0.0150(4) -0.0016(3) 0.0009(3) -0.0027(3)
O1W 0.0279(5) 0.0192(4) 0.0163(4) -0.0016(3) -0.0002(3) -0.0031(3)
N1 0.0181(5) 0.0134(5) 0.0129(5) 0.0021(3) 0.0022(4) 0.0014(3)
N5 0.0208(6) 0.0091(5) 0.0144(6) 0.000 0.0037(5) 0.000
C2 0.0216(6) 0.0127(6) 0.0171(6) 0.000 0.0052(5) 0.000
C6 0.0159(5) 0.0145(5) 0.0134(5) 0.0002(3) 0.0046(4) -0.0006(3)
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'
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
C6 N1 C2 124.18(8) . .
C6 N5 C6 125.01(12) 2_655 .
O2 C2 N1 121.82(6) . .
O2 C2 N1 121.82(6) . 2_655
N1 C2 N1 116.37(12) . 2_655
O6 C6 N1 122.78(8) . .
O6 C6 N5 122.09(9) . .
N1 C6 N5 115.13(9) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O2 C2 1.2156(18) .
O6 C6 1.2199(12) .
N1 C6 1.3646(13) .
N1 C2 1.3668(11) .
N5 C6 1.3727(10) 2_655
N5 C6 1.3727(10) .
C2 N1 1.3668(11) 2_655
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 O1W 0.846(18) 1.940(18) 2.7643(11) 164.4(15) 4
N5 H5 O2 0.90(2) 1.85(2) 2.7424(16) 180.0 1_545
O1W H6 O6 0.870(19) 2.12(2) 2.9646(12) 163.8(16) 4
O1W H7 O6 0.84(2) 2.02(2) 2.8009(11) 155.2(16) 1_556
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_4
C6 N1 C2 O2 179.74(6) . .
C6 N1 C2 N1 -0.26(6) . 2_655
C2 N1 C6 O6 -179.81(7) . .
C2 N1 C6 N5 0.48(11) . .
C6 N5 C6 O6 -179.93(9) 2_655 .
C6 N5 C6 N1 -0.23(5) 2_655 .
