#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:30:31 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180397 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/66/7206676.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_7206676
loop_
_publ_author_name
'Xu, Hao-Ran'
'Zhang, Qian-Chong'
'Ren, Yan-Ping'
'Zhao, Hai-Xia'
'Long, La-Sheng'
'Huang, Rong-Bin'
'Zheng, Lan-Sun'
_publ_section_title
;
 The influence of water on dielectric property in cocrystal compound of
 [orotic acid][melamine]·H2O
;
_journal_issue                   21
_journal_name_full               CrystEngComm
_journal_page_first              6361
_journal_paper_doi               10.1039/c1ce05623a
_journal_volume                  13
_journal_year                    2011
_chemical_formula_sum            'C8 H12 N8 O5'
_chemical_formula_weight         300.26
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                113.304(8)
_cell_angle_beta                 97.788(7)
_cell_angle_gamma                99.804(7)
_cell_formula_units_Z            2
_cell_length_a                   8.2133(6)
_cell_length_b                   8.3969(7)
_cell_length_c                   9.8069(8)
_cell_measurement_reflns_used    2457
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.7506
_cell_measurement_theta_min      3.0547
_cell_volume                     596.52(10)
_computing_cell_refinement       'CrysAlis RED'
_computing_data_collection       'CrysAlis CCD'
_computing_data_reduction        'CrysAlis RED'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CrysAlis CCD, Oxford Diffraction Ltd.'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0159
_diffrn_reflns_av_sigmaI/netI    0.0297
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            4270
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.06
_exptl_absorpt_coefficient_mu    0.140
_exptl_absorpt_correction_T_max  0.9725
_exptl_absorpt_correction_T_min  0.9331
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis RED'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.672
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             312
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.577
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     234
_refine_ls_number_reflns         2338
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0490
_refine_ls_R_factor_gt           0.0382
_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)+(0.0700P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1074
_refine_ls_wR_factor_ref         0.1114
_reflns_number_gt                1856
_reflns_number_total             2338
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1ce05623a.txt
_cod_data_source_block           1-298k
_cod_original_cell_volume        596.52(8)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7206676
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
C1 C 0.7665(2) 1.5447(2) 0.55574(19) 0.0248(4) Uani 1 1 d .
C2 C 0.9321(2) 1.8053(2) 0.76367(19) 0.0252(4) Uani 1 1 d .
C3 C 0.7136(2) 1.6237(2) 0.79045(19) 0.0259(4) Uani 1 1 d .
N1 N 0.67308(19) 1.50561(19) 0.64270(17) 0.0301(4) Uani 1 1 d .
N2 N 0.84113(18) 1.77550(18) 0.85669(16) 0.0271(3) Uani 1 1 d .
N3 N 0.89601(18) 1.69471(19) 0.61294(16) 0.0284(3) Uani 1 1 d .
N4 N 0.7405(2) 1.4396(2) 0.40961(18) 0.0339(4) Uani 1 1 d .
N5 N 1.0617(2) 1.9451(2) 0.8126(2) 0.0351(4) Uani 1 1 d .
N6 N 0.6197(2) 1.5883(2) 0.8790(2) 0.0344(4) Uani 1 1 d .
O1 O 0.22088(18) 0.95184(17) 0.55778(14) 0.0424(4) Uani 1 1 d .
O2 O 0.01779(16) 0.72276(17) 0.38524(14) 0.0390(3) Uani 1 1 d .
H2A H -0.0158 0.7192 0.4625 0.047 Uiso 1 1 d R
O3 O 0.53414(16) 1.10438(16) 0.19044(14) 0.0360(3) Uani 1 1 d .
O4 O 0.14272(16) 0.58265(15) -0.09719(13) 0.0337(3) Uani 1 1 d .
C4 C 0.4193(2) 0.9872(2) 0.18711(19) 0.0261(4) Uani 1 1 d .
C5 C 0.2065(2) 0.7058(2) 0.02791(19) 0.0249(4) Uani 1 1 d .
C6 C 0.3583(2) 0.9860(2) 0.3174(2) 0.0274(4) Uani 1 1 d .
C7 C 0.2276(2) 0.8535(2) 0.29762(18) 0.0246(4) Uani 1 1 d .
C8 C 0.1495(2) 0.8436(2) 0.42591(19) 0.0276(4) Uani 1 1 d .
N7 N 0.15318(19) 0.71816(19) 0.15698(16) 0.0263(3) Uani 1 1 d .
N8 N 0.33849(18) 0.84402(19) 0.05065(17) 0.0275(3) Uani 1 1 d .
O1W O 0.32240(19) 1.2871(2) 0.78985(17) 0.0403(4) Uani 1 1 d .
H6 H 0.404(2) 1.073(2) 0.411(2) 0.031(5) Uiso 1 1 d .
H8 H 0.370(3) 0.841(3) -0.031(3) 0.043(6) Uiso 1 1 d .
H7 H 0.070(3) 0.635(3) 0.145(2) 0.038(6) Uiso 1 1 d .
H4A H 0.806(3) 1.471(3) 0.343(3) 0.046(6) Uiso 1 1 d .
H4B H 0.661(3) 1.337(3) 0.370(2) 0.043(6) Uiso 1 1 d .
H5A H 1.086(3) 2.015(3) 0.905(3) 0.041(6) Uiso 1 1 d .
H5B H 1.115(3) 1.962(3) 0.752(3) 0.045(6) Uiso 1 1 d .
H6A H 0.533(3) 1.482(3) 0.833(3) 0.050(6) Uiso 1 1 d .
H6B H 0.650(3) 1.650(3) 0.971(3) 0.050(7) Uiso 1 1 d .
H1WA H 0.244(4) 1.336(4) 0.774(4) 0.091(10) Uiso 1 1 d .
H1WB H 0.312(4) 1.182(4) 0.711(4) 0.085(10) Uiso 1 1 d .
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
N4 C1 N1 121.58(16)
N4 C1 N3 116.69(15)
N1 C1 N3 121.73(15)
N5 C2 N2 121.70(16)
N5 C2 N3 116.35(16)
N2 C2 N3 121.94(15)
N6 C3 N1 116.59(16)
N6 C3 N2 117.12(16)
N1 C3 N2 126.30(15)
C1 N1 C3 115.66(14)
C2 N2 C3 115.00(14)
C2 N3 C1 119.33(14)
O3 C4 N8 119.73(15)
O3 C4 C6 125.03(16)
N8 C4 C6 115.24(15)
O4 C5 N7 123.26(15)
O4 C5 N8 122.49(15)
N7 C5 N8 114.24(15)
C7 C6 C4 119.18(16)
C6 C7 N7 121.45(15)
C6 C7 C8 123.36(15)
N7 C7 C8 115.17(14)
O1 C8 O2 126.74(15)
O1 C8 C7 118.35(15)
O2 C8 C7 114.90(15)
C7 N7 C5 123.22(14)
C5 N8 C4 126.62(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N4 1.315(2)
C1 N1 1.318(2)
C1 N3 1.362(2)
C2 N5 1.316(2)
C2 N2 1.325(2)
C2 N3 1.355(2)
C3 N6 1.320(2)
C3 N1 1.347(2)
C3 N2 1.360(2)
O1 C8 1.235(2)
O2 C8 1.244(2)
O3 C4 1.229(2)
O4 C5 1.219(2)
C4 N8 1.375(2)
C4 C6 1.437(2)
C5 N7 1.366(2)
C5 N8 1.369(2)
C6 C7 1.339(2)
C7 N7 1.365(2)
C7 C8 1.511(2)
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
O2 H2A N3 0.85 1.80 2.6427(18) 174.4 1_445
O2 H2A N4 0.85 2.63 3.106(2) 116.3 1_445
N8 H8 O3 0.87(2) 2.01(2) 2.8633(19) 166.4(19) 2_675
N7 H7 O4 0.85(2) 2.15(2) 2.9969(19) 175(2) 2_565
N4 H4A O2 0.98(2) 2.35(2) 3.106(2) 133.2(17) 1_665
N4 H4A O4 0.98(2) 2.39(2) 3.2782(19) 150.9(17) 2_675
N4 H4B O3 0.89(2) 2.02(2) 2.832(2) 150(2) .
N5 H5A N2 0.83(2) 2.22(2) 3.050(2) 173.9(18) 2_797
N5 H5B O1 0.83(2) 2.17(2) 2.988(2) 168(2) 1_665
N6 H6A O1W 0.94(2) 2.03(2) 2.949(2) 163(2) .
N6 H6B O1W 0.82(2) 2.16(3) 2.931(2) 158(2) 2_687
O1W H1WA O2 0.85(3) 2.33(3) 3.045(2) 142(3) 2_576
O1W H1WA O4 0.85(3) 2.32(3) 3.013(2) 139(3) 1_566
O1W H1WB O1 0.90(3) 1.86(3) 2.724(2) 162(3) .
