#------------------------------------------------------------------------------
#$Date: 2018-09-23 19:13:03 +0200 (dom 23 de sep de 2018) $
#$Revision: 211129 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/46/4504656.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_4504656
loop_
_publ_author_name
'Hulme, Ashley T.'
'Tocher, Derek A.'
_publ_section_title
;
 The Discovery of New Crystal Forms of 5-Fluorocytosine Consistent with
 the Results of Computational Crystal Structure Prediction
;
_journal_coden_ASTM              CGDEFU
_journal_issue                   2
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              481
_journal_page_last               487
_journal_paper_doi               10.1021/cg050398g
_journal_volume                  6
_journal_year                    2006
_chemical_formula_moiety         'C4 H4 F N3 O'
_chemical_formula_sum            'C4 H4 F N3 O'
_chemical_formula_weight         129.10
_chemical_name_systematic
;
5-fluorocytosine Form I
;
_space_group_IT_number           92
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'P 4abw 2nw'
_symmetry_space_group_name_H-M   'P 41 21 2'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   6.6387(4)
_cell_length_b                   6.6387(4)
_cell_length_c                   23.471(3)
_cell_measurement_reflns_used    4809
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.1835
_cell_measurement_theta_min      3.192
_cell_volume                     1034.42(16)
_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, 1997)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0097
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            820
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.24
_diffrn_reflns_theta_min         3.19
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.148
_exptl_absorpt_correction_T_max  0.9723
_exptl_absorpt_correction_T_min  0.9647
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.658
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.336
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     98
_refine_ls_number_reflns         820
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0340
_refine_ls_R_factor_gt           0.0334
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0479P)²+0.3473P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0854
_refine_ls_wR_factor_ref         0.0860
_reflns_number_gt                805
_reflns_number_total             820
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cg050398gsi20050809_092734.cif
_cod_data_source_block           str0336
_cod_original_cell_volume        1034.41(16)
_cod_original_sg_symbol_H-M      P41212
_cod_database_code               4504656
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+1/4'
'y+1/2, -x+1/2, z+3/4'
'-x+1/2, y+1/2, -z+1/4'
'x+1/2, -y+1/2, -z+3/4'
'y, x, -z'
'-y, -x, -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
F5 F 1.12791(16) 0.03278(17) 0.87079(5) 0.0302(3) Uani 1 1 d
O2 O 0.73437(19) 0.38141(19) 1.04285(4) 0.0244(3) Uani 1 1 d
N4 N 0.7767(2) -0.1335(2) 0.91375(6) 0.0224(3) Uani 1 1 d
H2 H 0.662(3) -0.178(3) 0.9292(7) 0.018(5) Uiso 1 1 d
H3 H 0.825(4) -0.173(3) 0.8846(9) 0.029(5) Uiso 1 1 d
N3 N 0.7523(2) 0.1248(2) 0.97874(5) 0.0185(3) Uani 1 1 d
N1 N 0.9922(2) 0.3853(2) 0.97971(5) 0.0204(3) Uani 1 1 d
H1 H 1.033(3) 0.503(4) 0.9953(8) 0.031(5) Uiso 1 1 d
C6 C 1.0965(3) 0.2980(3) 0.93648(7) 0.0213(3) Uani 1 1 d
H4 H 1.217(3) 0.360(3) 0.9255(7) 0.018(5) Uiso 1 1 d
C5 C 1.0288(3) 0.1262(3) 0.91391(6) 0.0204(3) Uani 1 1 d
C4 C 0.8495(2) 0.0363(2) 0.93540(6) 0.0180(3) Uani 1 1 d
C2 C 0.8208(2) 0.2996(2) 1.00202(7) 0.0184(3) Uani 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
F5 0.0313(6) 0.0272(6) 0.0321(5) -0.0113(4) 0.0151(5) -0.0046(4)
O2 0.0275(6) 0.0248(6) 0.0208(5) -0.0054(5) 0.0076(5) -0.0076(5)
N4 0.0250(7) 0.0207(7) 0.0216(6) -0.0050(5) 0.0044(6) -0.0058(6)
N3 0.0195(6) 0.0184(7) 0.0177(5) -0.0001(5) 0.0013(5) -0.0044(5)
N1 0.0230(7) 0.0183(7) 0.0199(6) -0.0028(5) 0.0048(6) -0.0072(6)
C6 0.0210(8) 0.0212(8) 0.0218(7) 0.0003(6) 0.0053(6) -0.0044(7)
C5 0.0217(8) 0.0206(8) 0.0189(6) -0.0008(6) 0.0045(6) 0.0000(6)
C4 0.0202(8) 0.0176(7) 0.0164(6) 0.0022(6) -0.0008(6) -0.0010(6)
C2 0.0203(7) 0.0191(7) 0.0159(5) 0.0011(6) 0.0008(6) -0.0035(6)
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'
F F 0.0171 0.0103 '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
C4 N4 H2 115.7(13)
C4 N4 H3 117.4(16)
H2 N4 H3 126(2)
C4 N3 C2 121.18(14)
C6 N1 C2 121.98(14)
C6 N1 H1 121.2(14)
C2 N1 H1 116.9(14)
C5 C6 N1 119.26(15)
C5 C6 H4 123.8(12)
N1 C6 H4 116.9(12)
C6 C5 F5 121.51(15)
C6 C5 C4 119.95(14)
F5 C5 C4 118.54(14)
N4 C4 N3 119.16(15)
N4 C4 C5 121.66(14)
N3 C4 C5 119.18(14)
O2 C2 N3 121.92(14)
O2 C2 N1 119.65(14)
N3 C2 N1 118.43(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
F5 C5 1.3574(18)
O2 C2 1.242(2)
N4 C4 1.328(2)
N4 H2 0.89(2)
N4 H3 0.80(2)
N3 C4 1.3401(19)
N3 C2 1.361(2)
N1 C6 1.358(2)
N1 C2 1.3762(19)
N1 H1 0.91(2)
C6 C5 1.336(2)
C6 H4 0.93(2)
C5 C4 1.424(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
N4 H2 O2 0.89(2) 2.06(2) 2.9484(19) 173.7(17) 7_547
N4 H3 O2 0.80(2) 2.22(2) 2.9975(18) 163(2) 4_554
N1 H1 N3 0.91(2) 1.87(2) 2.7681(19) 175.2(18) 7_657
