#------------------------------------------------------------------------------
#$Date: 2015-06-16 13:11:33 +0300 (Tue, 16 Jun 2015) $
#$Revision: 275 $
#$URL: svn://localhost/tcod/cif/20/00/01/20000172.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_20000172
loop_
_publ_author_name
'van de Streek, Jacco'
'Rantanen, Jukka'
'Bond, Andrew D.'
_publ_section_title
;
 Structures of cefradine dihydrate and cefaclor dihydrate from DFT-D
 calculations
;
_journal_coeditor_code           FM3001
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1229
_journal_page_last               1233
_journal_paper_doi               10.1107/S0108270113026863
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          'C15 H14 Cl N3 O4 S , 2H2 O'
_chemical_formula_moiety         'C15 H14 Cl N3 O4 S, 2(H2 O)'
_chemical_formula_sum            'C15 H18 Cl N3 O6 S'
_chemical_formula_weight         403.85
_chemical_name_common            'cefaclor dihydrate'
_chemical_name_systematic        'Cefaclor dihydrate'
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_cell_angle_alpha                90
_cell_angle_beta                 105.0(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.626(3)
_cell_length_b                   7.1288(9)
_cell_length_c                   12.455(3)
_cell_measurement_temperature    298
_cell_volume                     911.3(9)
_computing_structure_solution    'energy-minimized DFT-D calculation'
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_F_000             420.0
_[local]_cod_data_source_file    fm3001.cif
_[local]_cod_data_source_block   II
_[local]_cod_cif_authors_sg_H-M  'P 21'
_tcod_database_code              20000172
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,y+1/2,-z
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_symmetry_multiplicity
Cl Cl1 0.29840 0.52390 0.94750 1.00 2
S S1 0.66450 0.63120 0.86690 1.00 2
O O1 0.19370 0.33700 0.66410 1.00 2
O O2 0.18070 0.64900 0.66450 1.00 2
O O3 0.40110 0.64600 0.52510 1.00 2
O O4 0.85130 0.57470 0.56010 1.00 2
N N1 0.47090 0.49700 0.70170 1.00 2
N N2 0.70420 0.71800 0.63340 1.00 2
N N3 0.98390 0.87300 0.53650 1.00 2
C C1 0.41710 0.52600 0.87300 1.00 2
C C2 0.55500 0.54400 0.94300 1.00 2
C C3 0.61000 0.47700 0.74880 1.00 2
C C4 0.37600 0.50800 0.76140 1.00 2
C C5 0.23590 0.49700 0.69180 1.00 2
C C6 0.48060 0.58000 0.60270 1.00 2
C C7 0.63000 0.55000 0.63650 1.00 2
C C8 0.81030 0.72100 0.59380 1.00 2
C C9 0.87610 0.90300 0.59370 1.00 2
C C10 0.92880 0.99600 0.70600 1.00 2
C C11 0.89990 1.18200 0.71990 1.00 2
C C12 0.95500 1.26800 0.82100 1.00 2
C C13 1.03100 1.17200 0.90800 1.00 2
C C14 1.06060 0.98100 0.89560 1.00 2
C C15 1.00930 0.89200 0.79330 1.00 2
H H2 0.66746 0.84066 0.66099 1.00 2
H H2A 0.55943 0.64556 1.01040 1.00 2
H H2B 0.58984 0.40972 0.98422 1.00 2
H H3 0.63861 0.33049 0.76918 1.00 2
H H3A 0.93706 0.83660 0.45265 1.00 2
H H3B 1.04971 0.76904 0.57833 1.00 2
H H3C 1.03735 0.99355 0.53092 1.00 2
H H7 0.66238 0.43886 0.58872 1.00 2
H H9 0.80656 1.00001 0.54005 1.00 2
H H11 0.83915 1.26154 0.65096 1.00 2
H H12 0.93390 1.41597 0.83113 1.00 2
H H13 1.07239 1.24129 0.98728 1.00 2
H H14 1.12428 0.90547 0.96472 1.00 2
H H15 1.03300 0.74616 0.78086 1.00 2
O O5 0.56990 0.03100 0.69070 1.00 2
H H5A 0.48380 0.01313 0.70865 1.00 2
H H5B 0.55204 0.09325 0.61786 1.00 2
O O6 0.33560 0.00000 0.74760 1.00 2
H H6A 0.28078 0.11104 0.71917 1.00 2
H H6B 0.28200 -0.11230 0.72131 1.00 2
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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_publ_flag
C2 S1 C3 95.99 no
C3 N1 C4 126.11 no
C3 N1 C6 95.66 no
C4 N1 C6 132.30 no
C7 N2 C8 122.74 no
C7 N2 H2 115.53 no
C8 N2 H2 121.68 no
C9 N3 H3A 106.10 no
C9 N3 H3B 110.58 no
C9 N3 H3C 114.02 no
H3A N3 H3B 113.15 no
H3A N3 H3C 105.05 no
H3B N3 H3C 107.94 no
Cl1 C1 C2 114.92 no
Cl1 C1 C4 117.36 no
C2 C1 C4 127.70 no
C1 C2 S1 113.06 no
C1 C2 H2A 109.95 no
C1 C2 H2B 110.78 no
S1 C2 H2A 105.66 no
S1 C2 H2B 111.19 no
H2A C2 H2B 105.83 no
N1 C3 S1 110.36 no
N1 C3 C7 88.03 no
N1 C3 H3 112.28 no
S1 C3 C7 115.99 no
S1 C3 H3 112.26 no
C7 C3 H3 115.53 no
C1 C4 N1 117.76 no
C1 C4 C5 126.90 no
N1 C4 C5 115.34 no
C4 C5 O2 115.89 no
C4 C5 O1 115.87 no
O2 C5 O1 128.09 no
N1 C6 O3 132.76 no
N1 C6 C7 90.36 no
O3 C6 C7 136.89 no
C6 C7 C3 85.51 no
C6 C7 N2 114.07 no
C6 C7 H7 113.28 no
C3 C7 N2 120.32 no
C3 C7 H7 112.35 no
N2 C7 H7 109.57 no
N2 C8 O4 120.74 no
N2 C8 C9 117.25 no
O4 C8 C9 122.00 no
C8 C9 N3 107.05 no
C8 C9 C10 116.46 no
C8 C9 H9 108.00 no
N3 C9 C10 110.61 no
N3 C9 H9 105.89 no
C10 C9 H9 108.31 no
C9 C10 C11 119.57 no
C9 C10 C15 119.15 no
C11 C10 C15 121.25 no
C10 C11 C12 118.86 no
C10 C11 H11 120.39 no
C12 C11 H11 120.67 no
C11 C12 C13 121.75 no
C11 C12 H12 118.73 no
C13 C12 H12 119.49 no
C12 C13 C14 120.09 no
C12 C13 H13 120.80 no
C14 C13 H13 119.09 no
C13 C14 C15 119.33 no
C13 C14 H14 119.96 no
C15 C14 H14 120.70 no
C14 C15 C10 118.65 no
C14 C15 H15 120.74 no
C10 C15 H15 120.59 no
H5A O5 H5B 107.05 no
H6A O6 H6B 107.06 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Cl1 C1 1.7487 no
S1 C2 1.7915 no
S1 C3 1.8073 no
O1 C5 1.2414 no
O2 C5 1.2372 no
O3 C6 1.2027 no
O4 C8 1.2443 no
N1 C3 1.4493 no
N1 C4 1.4014 no
N1 C6 1.3953 no
N2 C7 1.4399 no
N2 C8 1.3426 no
N2 H2 1.0510 no
N3 C9 1.5126 no
N3 H3A 1.0661 no
N3 H3B 1.0588 no
N3 H3C 1.0423 no
C1 C2 1.5041 no
C1 C4 1.3509 no
C2 H2A 1.1003 no
C2 H2B 1.1039 no
C3 C7 1.5576 no
C3 H3 1.0990 no
C4 C5 1.5185 no
C6 C7 1.5483 no
C7 H7 1.0983 no
C8 C9 1.4740 no
C9 C10 1.5179 no
C9 H9 1.1024 no
C10 C11 1.3820 no
C10 C15 1.4079 no
C11 C12 1.3866 no
C11 H11 1.0902 no
C12 C13 1.3571 no
C12 H12 1.0925 no
C13 C14 1.4149 no
C13 H13 1.0898 no
C14 C15 1.4013 no
C14 H14 1.0897 no
C15 H15 1.0902 no
O5 H5A 1.0046 no
O5 H5B 0.9833 no
O6 H6A 0.9922 no
O6 H6B 0.9879 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O5 H5A O6 . 1.00 1.77 2.768 174.9
O5 H5B O3 2_646 0.98 2.00 2.902 150.6
O6 H6A O1 . 0.99 1.90 2.884 173.5
O6 H6B O2 1_545 0.99 2.04 3.026 176.6
N2 H2 O5 1_565 1.05 1.80 2.838 167.2
N3 H3A O1 2_656 1.07 1.73 2.726 153.1
N3 H3B O2 1_655 1.06 1.75 2.782 164.9
N3 H3C O4 2_756 1.04 1.93 2.770 135.6