#------------------------------------------------------------------------------
#$Date: 2012-01-04 14:20:54 +0200 (Wed, 04 Jan 2012) $
#$Revision: 31987 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/01/2100185.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_2100185
loop_
_publ_author_name
'Platteau, Cyril'
'Lefebvre, Jacques'
'Hemon, Stephanie'
'Baehtz, Carsten'
'Danede, Florence'
'Prevost, Dominique'
_publ_section_title
;
Structure determination of the forms I and II of phenobarbital from powder
  X-ray diffraction.
;
_journal_name_full               'Acta Crystallographica, Section B'
_journal_page_first              80
_journal_page_last               88
_journal_volume                  61
_journal_year                    2005
_chemical_formula_moiety         'C12 H12 N2 O3'
_chemical_formula_structural     '(C3 H2 N2 O3) (C6 H5) (C2 H5)'
_chemical_formula_sum            'C144 H144 N24 O36'
_chemical_formula_weight         2786.83
_chemical_name_common            phenobarbital
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90
_cell_angle_beta                 94.1849(8)
_cell_angle_gamma                90
_cell_formula_units_Z            12
_cell_length_a                   10.6907(2)
_cell_length_b                   47.1248(11)
_cell_length_c                   6.80017(15)
_cell_measurement_temperature    293
_cell_volume                     3416.76(13)
_diffrn_ambient_temperature      293
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               2100185
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x+1/2,y+1/2,-z+1/2
-x,-y,-z
x+1/2,-y+1/2,z+1/2
loop_
_atom_site_label
_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_type_symbol
Na1 0.1857(14) 0.2446(2) 0.641(3) 0.025(2) Uiso 1.00000 N
Ca2 0.2828(15) 0.22915(17) 0.734(4) 0.025(2) Uiso 1.00000 C
Na3 0.3803(12) 0.2452(2) 0.822(3) 0.025(2) Uiso 1.00000 N
Ca4 0.3793(15) 0.27407(18) 0.848(3) 0.025(2) Uiso 1.00000 C
Ca5 0.2697(8) 0.29083(18) 0.7446(12) 0.025(2) Uiso 1.00000 C
Ca6 0.1656(12) 0.27325(18) 0.638(4) 0.025(2) Uiso 1.00000 C
Oa2 0.2945(16) 0.20361(19) 0.718(3) 0.025(2) Uiso 1.00000 O
Oa4 0.4677(12) 0.2842(4) 0.946(2) 0.025(2) Uiso 1.00000 O
Oa6 0.0678(11) 0.2850(3) 0.587(2) 0.025(2) Uiso 1.00000 O
Ha1 0.1182(14) 0.2328(2) 0.563(3) 0.025(2) Uiso 1.00000 H
Ha3 0.4604(12) 0.2345(2) 0.872(3) 0.025(2) Uiso 1.00000 H
Ca9 0.3208(16) 0.3115(3) 0.592(3) 0.025(2) Uiso 1.00000 C
Ca10 0.2625(16) 0.3368(3) 0.530(3) 0.025(2) Uiso 1.00000 C
Ca11 0.3065(15) 0.3570(3) 0.403(3) 0.025(2) Uiso 1.00000 C
Ca12 0.4130(15) 0.3482(3) 0.318(3) 0.025(2) Uiso 1.00000 C
Ca13 0.4724(18) 0.3225(3) 0.365(3) 0.025(2) Uiso 1.00000 C
Ca14 0.4293(14) 0.3036(3) 0.501(3) 0.025(2) Uiso 1.00000 C
Ha10 0.1782(16) 0.3407(3) 0.582(3) 0.025(2) Uiso 1.00000 H
Ha11 0.2652(15) 0.3760(3) 0.377(3) 0.025(2) Uiso 1.00000 H
Ha12 0.4493(15) 0.3609(3) 0.217(3) 0.025(2) Uiso 1.00000 H
Ha13 0.5505(18) 0.3176(3) 0.297(3) 0.025(2) Uiso 1.00000 H
Ha14 0.4736(14) 0.2851(3) 0.533(3) 0.025(2) Uiso 1.00000 H
Ca7 0.216(2) 0.3090(2) 0.908(2) 0.025(2) Uiso 1.00000 C
Ca8 0.1644(18) 0.2902(4) 1.064(2) 0.025(2) Uiso 1.00000 C
Ha7a 0.147(2) 0.3216(2) 0.849(2) 0.025(2) Uiso 1.00000 H
Ha7b 0.285(2) 0.3215(2) 0.972(2) 0.025(2) Uiso 1.00000 H
Ha8a 0.1983(18) 0.2704(4) 1.047(2) 0.025(2) Uiso 1.00000 H
Ha8b 0.0699(18) 0.2904(4) 1.043(2) 0.025(2) Uiso 1.00000 H
Ha8c 0.1931(18) 0.2982(4) 1.198(2) 0.025(2) Uiso 1.00000 H
Nb1 0.1362(12) 0.0048(3) 0.218(2) 0.013(2) Uiso 1.00000 N
Cb2 0.2128(12) 0.0174(3) 0.366(3) 0.013(2) Uiso 1.00000 C
Nb3 0.3297(11) 0.0047(3) 0.385(3) 0.013(2) Uiso 1.00000 N
Cb4 0.3719(9) -0.0202(3) 0.311(4) 0.013(2) Uiso 1.00000 C
Cb5 0.2703(8) -0.03730(18) 0.1910(12) 0.013(2) Uiso 1.00000 C
Cb6 0.1623(13) -0.0184(3) 0.104(2) 0.013(2) Uiso 1.00000 C
Ob2 0.1814(14) 0.0402(2) 0.430(2) 0.013(2) Uiso 1.00000 O
Ob4 0.4818(9) -0.0269(4) 0.330(2) 0.013(2) Uiso 1.00000 O
Ob6 0.0840(12) -0.0294(4) -0.007(2) 0.013(2) Uiso 1.00000 O
Hb1 0.0491(12) 0.0139(3) 0.189(2) 0.013(2) Uiso 1.00000 H
Hb3 0.3966(11) 0.0160(3) 0.469(3) 0.013(2) Uiso 1.00000 H
Cb9 0.2250(13) -0.0587(4) 0.343(3) 0.013(2) Uiso 1.00000 C
Cb10 0.1079(12) -0.0586(4) 0.426(3) 0.013(2) Uiso 1.00000 C
Cb11 0.0786(15) -0.0783(4) 0.568(3) 0.013(2) Uiso 1.00000 C
Cb12 0.1604(10) -0.1010(3) 0.615(3) 0.013(2) Uiso 1.00000 C
Cb13 0.2800(11) -0.1002(4) 0.547(3) 0.013(2) Uiso 1.00000 C
Cb14 0.3050(16) -0.0817(4) 0.393(3) 0.013(2) Uiso 1.00000 C
Hb10 0.0438(12) -0.0437(4) 0.382(3) 0.013(2) Uiso 1.00000 H
Hb11 -0.0014(15) -0.0763(4) 0.637(3) 0.013(2) Uiso 1.00000 H
Hb12 0.1331(10) -0.1175(3) 0.696(3) 0.013(2) Uiso 1.00000 H
Hb13 0.3482(11) -0.1130(4) 0.607(3) 0.013(2) Uiso 1.00000 H
Hb14 0.3819(16) -0.0848(4) 0.318(3) 0.013(2) Uiso 1.00000 H
Cb7 0.3261(19) -0.0532(2) 0.0193(18) 0.013(2) Uiso 1.00000 C
Cb8 0.3651(19) -0.0309(4) -0.127(2) 0.013(2) Uiso 1.00000 C
Hb7a 0.2617(19) -0.0665(2) -0.0464(18) 0.013(2) Uiso 1.00000 H
Hb7b 0.4009(19) -0.0649(2) 0.0695(18) 0.013(2) Uiso 1.00000 H
Hb8a 0.2937(19) -0.0285(4) -0.231(2) 0.013(2) Uiso 1.00000 H
Hb8b 0.4428(19) -0.0381(4) -0.187(2) 0.013(2) Uiso 1.00000 H
Hb8c 0.3827(19) -0.0127(4) -0.052(2) 0.013(2) Uiso 1.00000 H
Nc1 0.1612(12) 0.1747(3) 0.324(3) 0.037(2) Uiso 1.00000 N
Cc2 0.2531(14) 0.1887(3) 0.230(4) 0.037(2) Uiso 1.00000 C
Nc3 0.3661(12) 0.1757(2) 0.209(3) 0.037(2) Uiso 1.00000 N
Cc4 0.4012(11) 0.1485(3) 0.256(4) 0.037(2) Uiso 1.00000 C
Cc5 0.2995(8) 0.13091(18) 0.3466(12) 0.037(2) Uiso 1.00000 C
Cc6 0.1854(14) 0.1481(3) 0.401(4) 0.037(2) Uiso 1.00000 C
Oc2 0.2398(17) 0.2137(2) 0.186(3) 0.037(2) Uiso 1.00000 O
Oc4 0.5066(9) 0.1400(4) 0.234(3) 0.037(2) Uiso 1.00000 O
Oc6 0.1015(13) 0.1365(4) 0.483(2) 0.037(2) Uiso 1.00000 O
Hc1 0.0751(12) 0.1841(3) 0.337(3) 0.037(2) Uiso 1.00000 H
Hc3 0.4334(12) 0.1880(2) 0.150(3) 0.037(2) Uiso 1.00000 H
Cc9 0.2606(14) 0.1081(4) 0.192(3) 0.037(2) Uiso 1.00000 C
Cc10 0.3407(15) 0.0870(4) 0.134(3) 0.037(2) Uiso 1.00000 C
Cc11 0.3196(13) 0.0665(4) -0.013(3) 0.037(2) Uiso 1.00000 C
Cc12 0.2013(11) 0.0682(4) -0.114(3) 0.037(2) Uiso 1.00000 C
Cc13 0.1137(12) 0.0875(4) -0.054(3) 0.037(2) Uiso 1.00000 C
Cc14 0.1511(15) 0.1097(4) 0.069(3) 0.037(2) Uiso 1.00000 C
Hc10 0.4262(15) 0.0865(4) 0.207(3) 0.037(2) Uiso 1.00000 H
Hc11 0.3839(13) 0.0518(4) -0.043(3) 0.037(2) Uiso 1.00000 H
Hc12 0.1798(11) 0.0554(4) -0.231(3) 0.037(2) Uiso 1.00000 H
Hc13 0.0223(12) 0.0852(4) -0.100(3) 0.037(2) Uiso 1.00000 H
Hc14 0.0983(15) 0.1275(4) 0.069(3) 0.037(2) Uiso 1.00000 H
Cc7 0.360(2) 0.1160(3) 0.5349(17) 0.037(2) Uiso 1.00000 C
Cc8 0.4115(18) 0.1342(4) 0.707(2) 0.037(2) Uiso 1.00000 C
Hc7a 0.294(2) 0.1030(3) 0.5858(17) 0.037(2) Uiso 1.00000 H
Hc7b 0.431(2) 0.1038(3) 0.4932(17) 0.037(2) Uiso 1.00000 H
Hc8a 0.4229(18) 0.1541(4) 0.657(2) 0.037(2) Uiso 1.00000 H
Hc8b 0.3489(18) 0.1338(4) 0.812(2) 0.037(2) Uiso 1.00000 H
Hc8c 0.4944(18) 0.1258(4) 0.759(2) 0.037(2) Uiso 1.00000 H
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Na1 Ca6 . . 1.366(13) yes
Na1 Ca2 . . 1.381(2) yes
Na1 Ha1 . . 1.03 no
Ca2 Oa2 . . 1.216(13) yes
Ca2 Na3 . . 1.39(2) yes
Na3 Ca4 . . 1.370(13) yes
Na3 Ha3 . . 1.03 no
Ca4 Oa4 . . 1.21(2) yes
Ca4 Ca5 . . 1.539(18) yes
Ca5 Ca6 . . 1.527(17) yes
Ca5 Ca7 . . 1.546(17) yes
Ca5 Ca9 . . 1.55(2) yes
Ca6 Oa6 . . 1.210(18) yes
Ca9 Ca10 . . 1.40(2) yes
Ca9 Ca14 . . 1.40(3) yes
Ca10 Ca11 . . 1.39(3) yes
Ca10 Ha10 . . 1.01 no
Ca11 Ca12 . . 1.38(3) yes
Ca11 Ha11 . . 1.01 no
Ca12 Ca13 . . 1.39(2) yes
Ca12 Ha12 . . 1.01 no
Ca13 Ca14 . . 1.390(3) yes
Ca13 Ha13 . . 1.01 no
Ca14 Ha14 . . 1.01 no
Ca7 Ca8 . . 1.51(2) yes
Ca7 Ha7a . . 1.01 no
Ca7 Ha7b . . 1.01 no
Ca8 Ha8a . . 1.01 no
Ca8 Ha8b . . 1.01 no
Ca8 Ha8c . . 1.01 no
Nb1 Cb6 . . 1.38(2) yes
Nb1 Cb2 . . 1.38(2) yes
Nb1 Hb1 . . 1.03 no
Cb2 Ob2 . . 1.22(2) yes
Cb2 Nb3 . . 1.384(18) yes
Nb3 Cb4 . . 1.36(2) yes
Nb3 Hb3 . . 1.03 no
Cb4 Ob4 . . 1.213(14) yes
Cb4 Cb5 . . 1.538(18) yes
Cb5 Cb6 . . 1.540(16) yes
Cb5 Cb7 . . 1.544(16) yes
Cb6 Ob6 . . 1.20(2) yes
Cb9 Cb14 . . 1.40(2) yes
Cb9 Cb10 . . 1.41(2) yes
Cb10 Cb11 . . 1.39(3) yes
Cb10 Hb10 . . 1.01 no
Cb11 Cb12 . . 1.40(2) yes
Cb11 Hb11 . . 1.01 no
Cb12 Cb13 . . 1.391(18) yes
Cb12 Hb12 . . 1.01 no
Cb13 Cb14 . . 1.40(3) yes
Cb13 Hb13 . . 1.01 no
Cb14 Hb14 . . 1.01 no
Cb7 Cb8 . . 1.52(2) yes
Cb7 Hb7a . . 1.01 no
Cb7 Hb7b . . 1.01 no
Cb8 Hb8a . . 1.01 no
Cb8 Hb8b . . 1.01 no
Cb8 Hb8c . . 1.01 no
Nc1 Cc6 . . 1.37(2) yes
Nc1 Cc2 . . 1.38(3) yes
Nc1 Hc1 . . 1.03 no
Cc2 Oc2 . . 1.222(17) yes
Cc2 Nc3 . . 1.37(2) yes
Nc3 Cc4 . . 1.366(18) yes
Nc3 Hc3 . . 1.03 no
Cc4 Oc4 . . 1.215(17) yes
Cc4 Cc5 . . 1.531(18) yes
Cc5 Cc6 . . 1.533(18) yes
Cc5 Cc9 . . 1.54(2) yes
Cc5 Cc7 . . 1.558(16) yes
Cc6 Oc6 . . 1.22(2) yes
Cc9 Cc14 . . 1.39(2) yes
Cc9 Cc10 . . 1.39(3) yes
Cc10 Cc11 . . 1.40(3) yes
Cc10 Hc10 . . 1.01 no
Cc11 Cc12 . . 1.394(19) yes
Cc11 Hc11 . . 1.01 no
Cc12 Cc13 . . 1.39(2) yes
Cc12 Hc12 . . 1.01 no
Cc13 Cc14 . . 1.38(3) yes
Cc13 Hc13 . . 1.01 no
Cc14 Hc14 . . 1.01 no
Cc7 Cc8 . . 1.52(2) yes
Cc7 Hc7a . . 1.01 no
Cc7 Hc7b . . 1.01 no
Cc8 Hc8a . . 1.01 no
Cc8 Hc8b . . 1.01 no
Cc8 Hc8c . . 1.01 no