#------------------------------------------------------------------------------
#$Date: 2017-01-17 16:22:02 +0200 (Tue, 17 Jan 2017) $
#$Revision: 190596 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/38/2003861.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2003861
loop_
_publ_author_name
'Zaitu, S.'
'Miwa, Y.'
'Taga, T.'
_publ_section_title
;
 A 2:1 Molecular Complex of Theophylline and 5-Fluorouracil as the
 Monohydrate
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1857
_journal_page_last               1859
_journal_paper_doi               10.1107/S0108270195003295
_journal_volume                  51
_journal_year                    1995
_chemical_formula_sum            'C18 H21 F N10 O7'
_chemical_formula_weight         508.43
_chemical_name_common            '2:1 theophylline-5FU complex H2O'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 98.28(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.640(1)
_cell_length_b                   8.804(1)
_cell_length_c                   32.126(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295
_cell_measurement_theta_max      25.85
_cell_measurement_theta_min      17.54
_cell_volume                     2138.4(4)
_computing_cell_refinement       MSC/AFC
_computing_data_collection       Rigaku/AFC5
_computing_data_reduction        MSC/AFC
_computing_molecular_graphics    KPPXRAY
_computing_publication_material  EDCIF-J
_computing_structure_refinement  'KPPXRAY ORFLS'
_computing_structure_solution    MULTAN88
_diffrn_ambient_temperature      295.0
_diffrn_measurement_device       'Rigaku AFC-5'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_monochromator  graphaite
_diffrn_radiation_source         rotarix
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.015
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            3533
_diffrn_reflns_reduction_process MSC/AFC
_diffrn_reflns_theta_max         60
_diffrn_reflns_theta_min         1
_diffrn_standards_decay_%        '< 3'
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.901
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.579
_exptl_crystal_density_meas      1.58
_exptl_crystal_description       prism
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.44
_refine_diff_density_min         -0.53
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.19
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     389
_refine_ls_number_reflns         2697
_refine_ls_R_factor_obs          0.059
_refine_ls_shift/esd_max         0.27
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F) + 0.023F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.072
_reflns_number_observed          2697
_reflns_number_total             3269
_reflns_observed_criterion       F>3\s(F)
_cod_data_source_file            as1172.cif
_cod_data_source_block           TH5FU
_cod_depositor_comments
;
 Adding the _atom_site_type_symbol data item.

 Antanas Vaitkus,
 2017-01-17

The following automatic conversions were performed:

'_refine_ls_matrix_type' value 'FULL' changed to 'full' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(F) +
0.023F^2^]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 1/[\s^2^(F) + 0.023F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2138.4
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C18 H21 F1 N10 O7'
_cod_database_code               2003861
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
loop_
_atom_site_aniso_label
N(1)
C(2)
N(3)
C(4)
C(5)
C(6)
N(7)
C(8)
N(9)
C(10)
O(11)
C(12)
O(13)
N(14)
C(15)
N(16)
C(17)
C(18)
C(19)
N(20)
C(21)
N(22)
C(23)
O(24)
C(25)
O(26)
N(27)
C(28)
N(29)
C(30)
C(31)
C(32)
O(33)
O(34)
F(35)
O(36)
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_B_iso_or_equiv
_atom_site_thermal_displace_type
N(1) N 0.5909(4) 0.0416(4) -0.1740(1) 3.2(2) bij
C(2) C 0.6050(5) -0.1007(5) -0.1928(1) 3.4(2) bij
N(3) N 0.5526(5) -0.2248(4) -0.1717(1) 3.4(2) bij
C(4) C 0.4839(5) -0.2043(4) -0.1348(1) 3.0(2) bij
C(5) C 0.4701(5) -0.0638(4) -0.1177(1) 2.7(2) bij
C(6) C 0.5255(5) 0.0713(5) -0.1359(1) 3.1(2) bij
N(7) N 0.3973(4) -0.0891(4) -0.0816(1) 3.0(2) bij
C(8) C 0.3709(6) -0.2392(5) -0.0797(1) 3.5(2) bij
N(9) N 0.4223(5) -0.3152(4) -0.1113(1) 3.6(2) bij
C(10) C 0.6478(7) 0.1739(6) -0.1963(2) 4.4(2) bij
O(11) O 0.6618(4) -0.1134(4) -0.22623(9) 4.7(2) bij
C(12) C 0.5770(8) -0.3769(6) -0.1878(2) 4.9(2) bij
O(13) O 0.5215(4) 0.1999(3) -0.12208(9) 4.2(2) bij
N(14) N 0.1710(4) 0.4364(3) 0.05166(9) 2.7(2) bij
C(15) C 0.2310(5) 0.4580(4) 0.0131(1) 2.9(2) bij
N(16) N 0.2691(4) 0.3308(3) -0.00869(9) 2.8(2) bij
C(17) C 0.2393(5) 0.1898(4) 0.0073(1) 2.6(2) bij
C(18) C 0.1707(5) 0.1730(4) 0.0437(1) 2.6(2) bij
C(19) C 0.1343(5) 0.2966(4) 0.0692(1) 2.9(2) bij
N(20) N 0.1598(4) 0.0188(4) 0.0495(1) 3.0(2) bij
C(21) C 0.2215(6) -0.0462(5) 0.0172(1) 3.2(2) bij
N(22) N 0.2736(4) 0.0539(3) -0.0098(1) 2.9(2) bij
C(23) C 0.1447(7) 0.5748(5) 0.0755(1) 3.7(2) bij
O(24) O 0.2503(4) 0.5861(3) -0.00026(8) 3.7(2) bij
C(25) C 0.3357(7) 0.3442(6) -0.0490(1) 3.8(2) bij
O(26) O 0.0805(4) 0.2906(3) 0.10337(8) 4.0(2) bij
N(27) N -0.1092(5) -0.1668(4) 0.1725(1) 3.1(2) bij
C(28) C -0.0496(5) -0.0706(4) 0.1450(1) 2.9(2) bij
N(29) N -0.0350(4) 0.0785(4) 0.1577(1) 3.0(2) bij
C(30) C -0.0740(5) 0.1373(5) 0.1953(1) 3.2(2) bij
C(31) C -0.1310(6) 0.0227(5) 0.2221(1) 3.3(2) bij
C(32) C -0.1492(6) -0.1223(5) 0.2109(1) 3.2(2) bij
O(33) O -0.0091(4) -0.1130(3) 0.11126(8) 3.8(2) bij
O(34) O -0.0612(4) 0.2726(3) 0.20315(9) 4.3(2) bij
F(35) F -0.1661(4) 0.0704(3) 0.25983(8) 5.7(2) bij
O(36) O -0.1613(5) -0.4648(4) 0.1548(1) 5.3(2) bij
HN7 H 0.368(5) -0.027(4) -0.062(1) 3.2 Biso
HC8 H 0.302(5) -0.286(4) -0.058(1) 3.6 Biso
HC10A H 0.696(6) 0.245(5) -0.175(1) 4.4 Biso
HC10B H 0.566(6) 0.213(5) -0.212(1) 4.4 Biso
HC10C H 0.756(5) 0.146(5) -0.208(1) 4.4 Biso
HC12A H 0.557(6) -0.457(5) -0.169(1) 5.2 Biso
HC12B H 0.696(6) -0.383(5) -0.194(1) 5.2 Biso
HC12C H 0.479(6) -0.402(5) -0.212(1) 5.2 Biso
HN20 H 0.117(5) -0.030(4) 0.071(1) 3.0 Biso
HC21 H 0.225(5) -0.154(4) 0.015(1) 3.2 Biso
HC23A H 0.094(5) 0.547(5) 0.098(1) 3.9 Biso
HC23B H 0.065(5) 0.649(5) 0.056(1) 3.9 Biso
HC23C H 0.266(5) 0.630(5) 0.087(1) 3.9 Biso
HC25A H 0.362(5) 0.251(5) -0.062(1) 4.0 Biso
HC25B H 0.434(5) 0.401(5) -0.047(1) 4.0 Biso
HC25C H 0.254(5) 0.393(5) -0.066(1) 4.0 Biso
HN27 H -0.126(5) -0.262(5) 0.165(1) 3.0 Biso
HN29 H 0.010(5) 0.140(4) 0.140(1) 3.1 Biso
HC32 H -0.189(5) -0.198(4) 0.228(1) 3.3 Biso
HO36A H -0.124(6) -0.535(5) 0.172(2) 5.3 Biso
HO36B H -0.246(6) -0.510(6) 0.144(2) 5.3 Biso
loop_
_atom_type_symbol
_atom_type_scat_source
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
C International_Tables_Vol_IV_Table_2.2B 0.017 0.009
H International_Tables_Vol_IV_Table_2.2B 0.000 0.000
O International_Tables_Vol_IV_Table_2.2B 0.047 0.032
N International_Tables_Vol_IV_Table_2.2B 0.029 0.018
F International_Tables_Vol_IV_Table_2.2B 0.069 0.053
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(2) N(1) C(6) 126.7(3) yes
C(2) N(1) C(10) 116.9(4) yes
C(6) N(1) C(10) 116.3(4) yes
N(1) C(2) N(3) 116.9(3) yes
N(1) C(2) O(11) 121.4(4) yes
N(3) C(2) O(11) 121.8(4) yes
C(2) N(3) C(4) 119.7(3) yes
C(2) N(3) C(12) 119.6(4) yes
C(4) N(3) C(12) 120.7(4) yes
N(3) C(4) C(5) 121.8(3) yes
N(3) C(4) N(9) 126.2(3) yes
C(5) C(4) N(9) 112.0(3) yes
C(4) C(5) C(6) 123.4(3) yes
C(4) C(5) N(7) 104.9(3) yes
C(6) C(5) N(7) 131.7(3) yes
N(1) C(6) C(5) 111.5(3) yes
N(1) C(6) O(13) 121.3(4) yes
C(5) C(6) O(13) 127.2(3) yes
C(5) N(7) C(8) 106.3(3) yes
N(7) C(8) N(9) 113.6(4) yes
C(4) N(9) C(8) 103.2(3) yes
C(15) N(14) C(19) 126.1(3) yes
C(15) N(14) C(23) 115.9(3) yes
C(19) N(14) C(23) 118.0(3) yes
N(14) C(15) N(16) 117.5(3) yes
N(14) C(15) O(24) 120.6(3) yes
N(16) C(15) O(24) 121.8(3) yes
C(15) N(16) C(17) 119.1(3) yes
C(15) N(16) C(25) 120.8(3) yes
C(17) N(16) C(25) 120.1(3) yes
N(16) C(17) C(18) 121.7(3) yes
N(16) C(17) N(22) 126.3(3) yes
C(18) C(17) N(22) 111.9(3) yes
C(17) C(18) C(19) 123.2(3) yes
C(17) C(18) N(20) 105.2(3) yes
C(19) C(18) N(20) 131.4(3) yes
N(14) C(19) C(18) 112.1(3) yes
N(14) C(19) O(26) 120.7(3) yes
C(18) C(19) O(26) 127.2(3) yes
C(18) N(20) C(21) 106.5(3) yes
N(20) C(21) N(22) 113.3(4) yes
C(17) N(22) C(21) 103.0(3) yes
C(28) N(27) C(32) 123.4(3) yes
N(27) C(28) N(29) 115.2(3) yes
N(27) C(28) O(33) 122.6(3) yes
N(29) C(28) O(33) 122.2(3) yes
C(28) N(29) C(30) 126.7(3) yes
N(29) C(30) C(31) 112.5(4) yes
N(29) C(30) O(34) 121.7(4) yes
C(31) C(30) O(34) 125.9(3) yes
C(30) C(31) C(32) 122.9(3) yes
C(30) C(31) F(35) 116.0(4) yes
C(32) C(31) F(35) 121.1(4) yes
N(27) C(32) C(31) 119.4(4) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N(1) C(2) 1.402(5) yes
N(1) C(6) 1.412(5) yes
N(1) C(10) 1.466(7) yes
C(2) N(3) 1.375(5) yes
C(2) O(11) 1.220(5) yes
N(3) C(4) 1.376(5) yes
N(3) C(12) 1.457(7) yes
C(4) C(5) 1.364(5) yes
C(4) N(9) 1.359(5) yes
C(5) C(6) 1.417(6) yes
C(5) N(7) 1.375(5) yes
C(6) O(13) 1.218(5) yes
N(7) C(8) 1.339(6) yes
C(8) N(9) 1.322(5) yes
N(14) C(15) 1.394(5) yes
N(14) C(19) 1.399(4) yes
N(14) C(23) 1.468(5) yes
C(15) N(16) 1.374(5) yes
C(15) O(24) 1.223(4) yes
N(16) C(17) 1.375(4) yes
N(16) C(25) 1.463(5) yes
C(17) C(18) 1.357(5) yes
C(17) N(22) 1.358(5) yes
C(18) C(19) 1.414(5) yes
C(18) N(20) 1.374(5) yes
C(19) O(26) 1.227(4) yes
N(20) C(21) 1.329(5) yes
C(21) N(22) 1.337(5) yes
N(27) C(28) 1.349(5) yes
N(27) C(32) 1.370(5) yes
C(28) N(29) 1.374(5) yes
C(28) O(33) 1.227(4) yes
N(29) C(30) 1.385(5) yes
C(30) C(31) 1.434(6) yes
C(30) O(34) 1.219(5) yes
C(31) C(32) 1.328(6) yes
C(31) F(35) 1.346(5) yes
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_publ_flag
N(1) C(2) N(3) C(4) 2.4(5) no
N(1) C(2) N(3) C(12) -175.1(4) no
C(2) N(1) C(6) C(5) -0.8(5) no
C(2) N(1) C(6) O(13) 178.9(3) no
C(2) N(3) C(4) C(5) -1.7(5) no
C(2) N(3) C(4) N(9) 178.0(4) no
N(3) C(4) C(5) C(6) -0.5(6) no
N(3) C(4) C(5) N(7) -179.8(3) no
N(3) C(4) N(9) C(8) -179.7(4) no
C(4) C(5) C(6) N(1) 1.7(5) no
C(4) C(5) C(6) O(13) -178.1(4) no
C(4) C(5) N(7) C(8) -0.7(4) no
C(5) C(4) N(9) C(8) 0.0(3) no
C(5) N(7) C(8) N(9) 0.8(4) no
C(6) N(1) C(2) N(3) -1.2(5) no
C(6) N(1) C(2) O(11) 179.1(3) no
C(6) C(5) N(7) C(8) -180.0(3) no
N(7) C(5) C(6) N(1) -179.2(3) no
N(7) C(5) C(6) O(13) 1.1(7) no
N(7) C(8) N(9) C(4) -0.5(4) no
N(9) C(4) C(5) C(6) 179.8(3) no
N(9) C(4) C(5) N(7) 0.4(4) no
C(10) N(1) C(2) N(3) 179.6(4) no
C(10) N(1) C(2) O(11) -0.1(5) no
C(10) N(1) C(6) C(5) 178.4(3) no
C(10) N(1) C(6) O(13) -1.8(5) no
O(11) C(2) N(3) C(4) -177.8(3) no
O(11) C(2) N(3) C(12) 4.6(6) no
C(12) N(3) C(4) C(5) 175.8(4) no
C(12) N(3) C(4) N(9) -4.5(6) no
N(14) C(15) N(16) C(17) 2.9(5) no
N(14) C(15) N(16) C(25) -178.9(3) no
C(15) N(14) C(19) C(18) 2.0(5) no
C(15) N(14) C(19) O(26) -179.4(3) no
C(15) N(16) C(17) C(18) 1.0(5) no
C(15) N(16) C(17) N(22) -178.4(3) no
N(16) C(17) C(18) C(19) -3.8(6) no
N(16) C(17) C(18) N(20) 179.9(3) no
N(16) C(17) N(22) C(21) -179.8(4) no
C(17) C(18) C(19) N(14) 2.2(5) no
C(17) C(18) C(19) O(26) -176.2(4) no
C(17) C(18) N(20) C(21) 0.2(4) no
C(18) C(17) N(22) C(21) 0.7(4) no
C(18) N(20) C(21) N(22) 0.2(3) no
C(19) N(14) C(15) N(16) -4.6(5) no
C(19) N(14) C(15) O(24) 176.2(3) no
C(19) C(18) N(20) C(21) -175.6(4) no
N(20) C(18) C(19) N(14) 177.5(3) no
N(20) C(18) C(19) O(26) -1.0(7) no
N(20) C(21) N(22) C(17) -0.6(4) no
N(22) C(17) C(18) C(19) 175.7(3) no
N(22) C(17) C(18) N(20) -0.6(4) no
C(23) N(14) C(15) N(16) 175.5(3) no
C(23) N(14) C(15) O(24) -3.7(5) no
C(23) N(14) C(19) C(18) -178.1(3) no
C(23) N(14) C(19) O(26) 0.5(5) no
O(24) C(15) N(16) C(17) -177.9(3) no
O(24) C(15) N(16) C(25) 0.3(5) no
C(25) N(16) C(17) C(18) -177.2(4) no
C(25) N(16) C(17) N(22) 3.4(5) no
N(27) C(28) N(29) C(30) 0.4(5) no
C(28) N(27) C(32) C(31) 0.7(6) no
C(28) N(29) C(30) C(31) 1.3(5) no
C(28) N(29) C(30) O(34) -177.9(3) no
N(29) C(30) C(31) C(32) -2.1(6) no
N(29) C(30) C(31) F(35) 178.0(3) no
C(30) C(31) C(32) N(27) 1.3(7) no
C(32) N(27) C(28) N(29) -1.5(5) no
C(32) N(27) C(28) O(33) 177.7(4) no
O(33) C(28) N(29) C(30) -178.8(3) no
O(34) C(30) C(31) C(32) 177.1(4) no
O(34) C(30) C(31) F(35) -2.8(6) no
F(35) C(31) C(32) N(27) -178.9(4) no
