#------------------------------------------------------------------------------
#$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2100186.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_2100186
_journal_name_full  'Acta Crystallographica, Section B'
_journal_year  2005
_journal_volume  61
_journal_page_first  80
_journal_page_last  88
_publ_section_title
;
Structure determination of the forms I and II of phenobarbital from powder
  X-ray diffraction.
;
loop_
_publ_author_name
  'PLATTEAU Cyri'
_chemical_name_common  phenobarbital
_chemical_formula_moiety  'C12 H12 N2 O3'
_chemical_formula_sum  'C144 H144 N24 O36'
_chemical_formula_structural  '(C3 H2 N2 O3) (C6 H5) (C2 H5)'
_chemical_formula_weight  2786.83
_symmetry_cell_setting  Triclinic
_symmetry_space_group_name_H-M  'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
  'x,y,z'
  '-x,-y,-z'
_cell_length_a  10.7313(3)
_cell_length_b  23.5112(7)
_cell_length_c  6.78309(18)
_cell_angle_alpha  90.9687(9)
_cell_angle_beta  94.4757(9)
_cell_angle_gamma  88.1533(12)
_cell_volume  1705.13(8)
_cell_formula_units_Z  6
_cell_measurement_temperature  293
_diffrn_ambient_temperature  293
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 0.1505(12) 0.4872(4) 0.673(3) 0.007(2) Uiso 1.00000 N
  Ca2 0.2453(13) 0.4559(4) 0.768(3) 0.007(2) Uiso 1.00000 C
  Na3 0.3407(14) 0.4890(4) 0.844(3) 0.007(2) Uiso 1.00000 N
  Ca4 0.3567(12) 0.5456(4) 0.822(4) 0.007(2) Uiso 1.00000 C
  Ca5 0.2544(8) 0.5839(4) 0.7249(12) 0.007(2) Uiso 1.00000 C
  Ca6 0.1569(13) 0.5437(4) 0.634(3) 0.007(2) Uiso 1.00000 C
  Oa2 0.2463(15) 0.4045(4) 0.786(2) 0.007(2) Uiso 1.00000 O
  Oa4 0.4541(11) 0.5642(7) 0.895(2) 0.007(2) Uiso 1.00000 O
  Oa6 0.0663(11) 0.5673(7) 0.542(2) 0.007(2) Uiso 1.00000 O
  Ha1 0.0678(12) 0.4676(4) 0.631(3) 0.007(2) Uiso 1.00000 H
  Ha3 0.4097(14) 0.4674(4) 0.929(3) 0.007(2) Uiso 1.00000 H
  Ca9 0.2161(17) 0.6255(7) 0.888(3) 0.007(2) Uiso 1.00000 C
  Ca10 0.2773(14) 0.6749(6) 0.949(3) 0.007(2) Uiso 1.00000 C
  Ca11 0.2216(12) 0.7084(8) 1.090(3) 0.007(2) Uiso 1.00000 C
  Ca12 0.1030(12) 0.6992(6) 1.151(3) 0.007(2) Uiso 1.00000 C
  Ca13 0.0582(17) 0.6451(5) 1.109(3) 0.007(2) Uiso 1.00000 C
  Ca14 0.1099(15) 0.6087(7) 0.973(3) 0.007(2) Uiso 1.00000 C
  Ha10 0.3584(14) 0.6867(6) 0.898(3) 0.007(2) Uiso 1.00000 H
  Ha11 0.2683(12) 0.7411(8) 1.156(3) 0.007(2) Uiso 1.00000 H
  Ha12 0.0498(12) 0.7294(6) 1.215(3) 0.007(2) Uiso 1.00000 H
  Ha13 -0.0101(17) 0.6295(5) 1.185(3) 0.007(2) Uiso 1.00000 H
  Ha14 0.0707(15) 0.5717(7) 0.928(3) 0.007(2) Uiso 1.00000 H
  Ca7 0.3200(18) 0.6127(5) 0.5581(19) 0.007(2) Uiso 1.00000 C
  Ca8 0.3648(17) 0.5715(8) 0.404(2) 0.007(2) Uiso 1.00000 C
  Ha7a 0.3921(18) 0.6350(5) 0.6208(19) 0.007(2) Uiso 1.00000 H
  Ha7b 0.2576(18) 0.6406(5) 0.4908(19) 0.007(2) Uiso 1.00000 H
  Ha8a 0.3219(17) 0.5341(8) 0.412(2) 0.007(2) Uiso 1.00000 H
  Ha8b 0.4582(17) 0.5663(8) 0.433(2) 0.007(2) Uiso 1.00000 H
  Ha8c 0.3447(17) 0.5893(8) 0.270(2) 0.007(2) Uiso 1.00000 H
  Nb1 0.3322(10) 0.0097(6) 0.387(3) 0.020(3) Uiso 1.00000 N
  Cb2 0.2113(11) 0.0309(7) 0.372(3) 0.020(3) Uiso 1.00000 C
  Nb3 0.1369(14) 0.0125(6) 0.209(2) 0.020(3) Uiso 1.00000 N
  Cb4 0.1682(15) -0.0369(6) 0.112(3) 0.020(3) Uiso 1.00000 C
  Cb5 0.2764(8) -0.0754(4) 0.1982(12) 0.020(3) Uiso 1.00000 C
  Cb6 0.3770(9) -0.0398(7) 0.309(4) 0.020(3) Uiso 1.00000 C
  Ob2 0.1765(14) 0.0766(5) 0.440(2) 0.020(3) Uiso 1.00000 O
  Ob4 0.0942(13) -0.0589(8) -0.010(2) 0.020(3) Uiso 1.00000 O
  Ob6 0.4860(9) -0.0579(8) 0.331(3) 0.020(3) Uiso 1.00000 O
  Hb1 0.3965(10) 0.0339(6) 0.469(3) 0.020(3) Uiso 1.00000 H
  Hb3 0.0577(14) 0.0357(6) 0.160(2) 0.020(3) Uiso 1.00000 H
  Cb9 0.2248(12) -0.1184(7) 0.339(3) 0.020(3) Uiso 1.00000 C
  Cb10 0.1113(12) -0.1196(7) 0.426(3) 0.020(3) Uiso 1.00000 C
  Cb11 0.0808(11) -0.1635(7) 0.548(3) 0.020(3) Uiso 1.00000 C
  Cb12 0.1779(10) -0.2002(8) 0.620(3) 0.020(3) Uiso 1.00000 C
  Cb13 0.2923(12) -0.1994(9) 0.536(3) 0.020(3) Uiso 1.00000 C
  Cb14 0.3131(14) -0.1620(7) 0.387(3) 0.020(3) Uiso 1.00000 C
  Hb10 0.0477(12) -0.0877(7) 0.398(3) 0.020(3) Uiso 1.00000 H
  Hb11 -0.0067(11) -0.1686(7) 0.589(3) 0.020(3) Uiso 1.00000 H
  Hb12 0.1678(10) -0.2273(8) 0.731(3) 0.020(3) Uiso 1.00000 H
  Hb13 0.3616(12) -0.2272(9) 0.583(3) 0.020(3) Uiso 1.00000 H
  Hb14 0.3918(14) -0.1646(7) 0.314(3) 0.020(3) Uiso 1.00000 H
  Cb7 0.3337(19) -0.1064(5) 0.0228(18) 0.020(3) Uiso 1.00000 C
  Cb8 0.380(2) -0.0698(8) -0.140(2) 0.020(3) Uiso 1.00000 C
  Hb7a 0.2672(19) -0.1313(5) -0.0427(18) 0.020(3) Uiso 1.00000 H
  Hb7b 0.4043(19) -0.1319(5) 0.0803(18) 0.020(3) Uiso 1.00000 H
  Hb8a 0.308(2) -0.0577(8) -0.236(2) 0.020(3) Uiso 1.00000 H
  Hb8b 0.442(2) -0.0951(8) -0.209(2) 0.020(3) Uiso 1.00000 H
  Hb8c 0.422(2) -0.0357(8) -0.076(2) 0.020(3) Uiso 1.00000 H
  Nc1 0.1507(14) 0.3514(4) 0.372(3) 0.049(3) Uiso 1.00000 N
  Cc2 0.2420(15) 0.3817(6) 0.289(5) 0.049(3) Uiso 1.00000 C
  Nc3 0.3500(14) 0.3539(5) 0.238(3) 0.049(3) Uiso 1.00000 N
  Cc4 0.3843(12) 0.2979(5) 0.275(4) 0.049(3) Uiso 1.00000 C
  Cc5 0.2830(8) 0.2635(4) 0.3613(12) 0.049(3) Uiso 1.00000 C
  Cc6 0.1599(16) 0.2940(5) 0.413(4) 0.049(3) Uiso 1.00000 C
  Oc2 0.2118(16) 0.4300(5) 0.239(3) 0.049(3) Uiso 1.00000 O
  Oc4 0.4841(12) 0.2738(8) 0.248(3) 0.049(3) Uiso 1.00000 O
  Oc6 0.0820(14) 0.2719(8) 0.506(2) 0.049(3) Uiso 1.00000 O
  Hc1 0.0684(14) 0.3728(4) 0.399(3) 0.049(3) Uiso 1.00000 H
  Hc3 0.4104(14) 0.3768(5) 0.163(3) 0.049(3) Uiso 1.00000 H
  Cc9 0.2487(13) 0.2152(8) 0.211(3) 0.049(3) Uiso 1.00000 C
  Cc10 0.3283(16) 0.1715(8) 0.151(3) 0.049(3) Uiso 1.00000 C
  Cc11 0.2952(12) 0.1362(9) -0.009(3) 0.049(3) Uiso 1.00000 C
  Cc12 0.1763(11) 0.1380(9) -0.113(3) 0.049(3) Uiso 1.00000 C
  Cc13 0.0992(14) 0.1810(9) -0.040(3) 0.049(3) Uiso 1.00000 C
  Cc14 0.1331(14) 0.2217(9) 0.105(3) 0.049(3) Uiso 1.00000 C
  Hc10 0.4173(16) 0.1692(8) 0.211(3) 0.049(3) Uiso 1.00000 H
  Hc11 0.3549(12) 0.1039(9) -0.040(3) 0.049(3) Uiso 1.00000 H
  Hc12 0.1529(11) 0.1149(9) -0.236(3) 0.049(3) Uiso 1.00000 H
  Hc13 0.0064(14) 0.1782(9) -0.075(3) 0.049(3) Uiso 1.00000 H
  Hc14 0.0830(14) 0.2587(9) 0.113(3) 0.049(3) Uiso 1.00000 H
  Cc7 0.329(2) 0.2325(5) 0.5555(17) 0.049(3) Uiso 1.00000 C
  Cc8 0.386(2)  0.2699(9) 0.724(3) 0.049(3) Uiso 1.00000 C
  Hc7a 0.392(2) 0.2020(5) 0.5234(17) 0.049(3) Uiso 1.00000 H
  Hc7b 0.254(2) 0.2132(5) 0.6027(17) 0.049(3) Uiso 1.00000 H
  Hc8a 0.466(2)  0.2501(9) 0.779(3) 0.049(3) Uiso 1.00000 H
  Hc8b 0.324(2)  0.2738(9) 0.827(3) 0.049(3) Uiso 1.00000 H
  Hc8c 0.404(2)  0.3083(9) 0.669(3) 0.049(3) 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 Ca2 . . 1.36(2) yes
  Na1 Ca6 . . 1.364(14) yes
  Na1 Ha1 . . 1.03 no
  Ca2 Na3 . . 1.370(19) yes
  Ca2 Oa2 . . 1.217(13) yes
  Na3 Ca4 . . 1.357(14) yes
  Na3 Ha3 . . 1.03 no
  Ca4 Cai5 . . 1.516(16) yes
  Ca4 Oa4 . . 1.211(19) yes
  Ca5 Ca6 . . 1.519(15) yes
  Ca5 Ca7 . . 1.554(18) yes
  Ca5 Ca9 . . 1.54(2) yes
  Ca6 Oa6 . . 1.234(19) yes
  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
  Ca9 Ca10 . . 1.39(2) yes
  Ca9 Ca14 . . 1.39(3) yes
  Ca10 Ca11 . . 1.39(2) yes
  Ca10 Ha10 . . 1.01 no
  Ca11 Ca12 . . 1.39(2) yes
  Ca11 Ha11 . . 1.01 no
  Ca12 Ca13 . . 1.393(19) yes
  Ca12 Ha12 . . 1.01 no
  Ca13 Ca14 . . 1.39(2) yes
  Ca13 Ha13 . . 1.01 no
  Ca14 Ha14 . . 1.01 no
  Nb1 Cb2 . . 1.372(17) yes
  Nb1 Cb6 . . 1.36(2) yes
  Nb1 Hb1 . . 1.03 no
  Cb2 Nb3 . . 1.38(2) yes
  Cbi2 Ob2 . . 1.22(2) yes
  Nbi3 Cb4 . . 1.37(2) yes
  Nb3 Hb3 . . 1.03 no
  Cb4 Cb5 . . 1.533(17) yes
  Cb4 Ob4 . . 1.22(2) yes
  Cb5 Cb6 . . 1.529(18) yes
  Cb5 Cb7 . . 1.542(17) yes
  Cb5 Cb9 . . 1.55(2) yes
  Cb6 Ob6 . . 1.230(15) yes
  Cb7 Cb8 . . 1.54(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
  Cb9 Cb10 . . 1.39(2) yes
  Cb9 Cb4 . . 1.40(2) yes
  Cb10 Cb11 . . 1.40(3) yes
  Cb10 Hb10 . . 1.01 no
  Cb11 Cb12 . . 1.39(2) yes
  Cb11 Hb11 . . 1.01 no
  Cb12 Cb13 . . 1.39(2) yes
  Cb12 Hb12 . . 1.01 no
  Cb13 Cb14 . . 1.39(3) yes
  Cb13 Hb13 . . 1.01 no
  Cb14 Hb14 . . 1.01 no
  Nc1 Cc2 . . 1.39(3) yes
  Nc1 Cc6 . . 1.381(17) yes
  Nc1 Hc1 . . 1.03 no
  Cc2 Nc3 . . 1.38(2) yes
  Cc2 Oc2 . . 1.217(19) yes
  Nc3 Cc4 . . 1.375(17) yes
  Nc3 Hc3 . . 1.03 no
  Cc4 Cc5 . . 1.53(2) yes
  Cc4 Oc4 . . 1.22(2) yes
  Cc5 Cc6 . . 1.54(2) yes
  Cc5 Cc7 . . 1.554(15) yes
  Cc5 Cc9 . . 1.55(2) yes
  Cc6 Oc6 . . 1.22(3) yes
  Cc7 Cc8 . . 1.53(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
  Cc9 Cc10 . . 1.39(3) yes
  Cc9 Cc14 . . 1.39(2) yes
  Cc10 Cc11 . . 1.38(3) yes
  Cc10 Hc10 . . 1.01 no
  Cc11 Cc12 . . 1.41(2) yes
  Cc11 Hc11 . . 1.01 no
  Cc12 Cc13 . . 1.40(3) yes
  Cc12 Hc12 . . 1.01 no
  Cc13 Cc14 . . 1.40(3) yes
  Cc13 Hc13 . . 1.01 no
  Cc14 Hc14 . . 1.01 no
_cod_database_code 2100186