#------------------------------------------------------------------------------
#$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/30/2013040.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_2013040
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o649
_journal_page_last  o651
_publ_section_title
;
(+-)-6-tert-Butyl-8-hydroxymethyl-2-phenyl-4H-benzo-1,3-dioxine and
2,2,2',2',6,6'-hexamethyl-8,8'-methylenebis(4H-benzo-1,3-dioxine)
;
loop_
_publ_author_name
  'Masci, Bernardo'
  'Levi Mortera, Stefano'
  'Varrone, Maurizio'
  "Thu\'ery, Pierre"
_chemical_formula_moiety  'C23 H28 O4'
_chemical_formula_sum  'C23 H28 O4'
_chemical_formula_weight  368.45
_symmetry_cell_setting  tetragonal
_symmetry_space_group_name_H-M  'I -4'
_symmetry_space_group_name_Hall  I-4
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, z'
  'y, -x, -z'
  '-y, x, -z'
  'x+1/2, y+1/2, z+1/2'
  '-x+1/2, -y+1/2, z+1/2'
  'y+1/2, -x+1/2, -z+1/2'
  '-y+1/2, x+1/2, -z+1/2'
_cell_length_a  20.5349(10)
_cell_length_b  20.5349(10)
_cell_length_c  9.3356(5)
_cell_angle_alpha  90
_cell_angle_beta  90
_cell_angle_gamma  90
_cell_volume  3936.7(3)
_cell_formula_units_Z  8
_cell_measurement_temperature  100(2)
_exptl_crystal_density_diffrn  1.243
_diffrn_ambient_temperature  100(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_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  O1 0.87848(9) 0.14978(9) 0.9082(2) 0.0244(5) Uani d . 1 . . O
  O2 0.80255(9) 0.10588(9) 1.0674(2) 0.0277(5) Uani d . 1 . . O
  O3 0.91780(9) 0.34589(9) 0.5632(2) 0.0245(5) Uani d . 1 . . O
  O4 0.87838(10) 0.38071(10) 0.3405(2) 0.0282(5) Uani d . 1 . . O
  C1 0.84886(13) 0.21060(14) 0.9186(3) 0.0221(6) Uani d . 1 . . C
  C2 0.79052(15) 0.21860(15) 0.9909(3) 0.0245(7) Uani d . 1 . . C
  C3 0.75856(14) 0.16064(14) 1.0605(4) 0.0294(7) Uani d . 1 . . C
  H3A 0.7448 0.1722 1.1566 0.035 Uiso calc R 1 . . H
  H3B 0.7202 0.1485 1.0063 0.035 Uiso calc R 1 . . H
  C4 0.83620(15) 0.09527(14) 0.9364(3) 0.0262(6) Uani d . 1 . . C
  C5 0.88047(15) 0.03801(15) 0.9612(4) 0.0316(7) Uani d . 1 . . C
  H5A 0.9062 0.0455 1.0454 0.047 Uiso calc R 1 . . H
  H5B 0.9087 0.0326 0.8800 0.047 Uiso calc R 1 . . H
  H5C 0.8548 -0.0006 0.9739 0.047 Uiso calc R 1 . . H
  C6 0.79056(16) 0.08497(16) 0.8102(3) 0.0328(8) Uani d . 1 . . C
  H6A 0.7595 0.0517 0.8336 0.049 Uiso calc R 1 . . H
  H6B 0.8153 0.0718 0.7279 0.049 Uiso calc R 1 . . H
  H6C 0.7681 0.1249 0.7895 0.049 Uiso calc R 1 . . H
  C7 0.88165(13) 0.26315(14) 0.8567(3) 0.0218(6) Uani d . 1 . . C
  C8 0.85276(14) 0.32426(14) 0.8692(3) 0.0247(7) Uani d . 1 . . C
  H8 0.8746 0.3601 0.8318 0.030 Uiso calc R 1 . . H
  C9 0.79310(14) 0.33410(14) 0.9347(3) 0.0258(7) Uani d . 1 . . C
  C10 0.76234(15) 0.28020(15) 0.9963(3) 0.0252(7) Uani d . 1 . . C
  H10 0.7224 0.2856 1.0417 0.030 Uiso calc R 1 . . H
  C11 0.76223(16) 0.40071(14) 0.9365(4) 0.0317(7) Uani d . 1 . . C
  H11A 0.7898 0.4304 0.9879 0.048 Uiso calc R 1 . . H
  H11B 0.7205 0.3983 0.9827 0.048 Uiso calc R 1 . . H
  H11C 0.7567 0.4159 0.8399 0.048 Uiso calc R 1 . . H
  C12 0.91809(14) 0.28218(14) 0.5157(3) 0.0232(6) Uani d . 1 . . C
  C13 0.90554(14) 0.26667(14) 0.3732(3) 0.0243(7) Uani d . 1 . . C
  C14 0.89157(15) 0.32024(14) 0.2684(3) 0.0297(7) Uani d . 1 . . C
  H14A 0.9287 0.3257 0.2053 0.036 Uiso calc R 1 . . H
  H14B 0.8543 0.3083 0.2102 0.036 Uiso calc R 1 . . H
  C15 0.92227(15) 0.39487(14) 0.4526(3) 0.0259(7) Uani d . 1 . . C
  C16 0.89806(17) 0.45657(15) 0.5218(4) 0.0342(8) Uani d . 1 . . C
  H16A 0.9026 0.4921 0.4558 0.051 Uiso calc R 1 . . H
  H16B 0.9232 0.4654 0.6064 0.051 Uiso calc R 1 . . H
  H16C 0.8530 0.4515 0.5472 0.051 Uiso calc R 1 . . H
  C17 0.99235(14) 0.39905(15) 0.4017(3) 0.0303(7) Uani d . 1 . . C
  H17A 1.0053 0.3579 0.3622 0.045 Uiso calc R 1 . . H
  H17B 1.0201 0.4097 0.4811 0.045 Uiso calc R 1 . . H
  H17C 0.9960 0.4322 0.3296 0.045 Uiso calc R 1 . . H
  C18 0.93054(13) 0.23392(14) 0.6187(3) 0.0218(6) Uani d . 1 . . C
  C19 0.92992(13) 0.16928(14) 0.5728(3) 0.0249(6) Uani d . 1 . . C
  H19 0.9379 0.1366 0.6394 0.030 Uiso calc R 1 . . H
  C20 0.91784(14) 0.15164(14) 0.4307(3) 0.0269(7) Uani d . 1 . . C
  C21 0.90538(14) 0.20123(15) 0.3323(3) 0.0264(7) Uani d . 1 . . C
  H21 0.8968 0.1905 0.2373 0.032 Uiso calc R 1 . . H
  C22 0.91840(16) 0.08130(15) 0.3856(4) 0.0334(8) Uani d . 1 . . C
  H22A 0.8895 0.0754 0.3058 0.050 Uiso calc R 1 . . H
  H22B 0.9043 0.0545 0.4640 0.050 Uiso calc R 1 . . H
  H22C 0.9618 0.0690 0.3581 0.050 Uiso calc R 1 . . H
  C23 0.94418(14) 0.25251(14) 0.7731(3) 0.0240(6) Uani d . 1 . . C
  H23A 0.9694 0.2183 0.8184 0.029 Uiso calc R 1 . . H
  H23B 0.9699 0.2921 0.7751 0.029 Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
  O1 0.0242(10) 0.0217(10) 0.0272(11) 0.0010(8) 0.0019(9) 0.0030(9)
  O2 0.0319(12) 0.0269(11) 0.0244(11) -0.0015(9) 0.0060(10) 0.0019(10)
  O3 0.0319(11) 0.0206(10) 0.0211(10) -0.0025(8) 0.0020(9) 0.0026(9)
  O4 0.0315(12) 0.0272(12) 0.0258(11) 0.0008(9) -0.0032(9) 0.0033(9)
  C1 0.0213(15) 0.0259(15) 0.0192(15) 0.0008(12) 0.0004(12) -0.0006(12)
  C2 0.0267(16) 0.0287(17) 0.0182(15) -0.0026(13) 0.0002(13) 0.0006(12)
  C3 0.0283(17) 0.0305(17) 0.0294(17) -0.0027(13) 0.0032(15) 0.0006(15)
  C4 0.0278(16) 0.0262(16) 0.0246(15) -0.0049(13) 0.0026(14) 0.0011(14)
  C5 0.0360(18) 0.0266(17) 0.0322(19) 0.0012(14) 0.0042(15) 0.0032(14)
  C6 0.0334(18) 0.0342(19) 0.0306(18) -0.0050(15) -0.0011(14) -0.0027(14)
  C7 0.0223(15) 0.0279(16) 0.0152(15) -0.0023(12) -0.0011(12) -0.0007(13)
  C8 0.0288(16) 0.0248(16) 0.0206(15) -0.0021(12) -0.0013(13) 0.0002(13)
  C9 0.0296(16) 0.0270(16) 0.0206(14) 0.0027(13) -0.0027(13) -0.0024(14)
  C10 0.0238(16) 0.0320(17) 0.0198(15) 0.0004(13) 0.0002(13) -0.0052(13)
  C11 0.0383(18) 0.0274(17) 0.0294(17) 0.0042(14) 0.0007(15) -0.0034(15)
  C12 0.0251(16) 0.0236(16) 0.0207(15) -0.0011(13) 0.0012(12) -0.0005(12)
  C13 0.0248(16) 0.0254(16) 0.0226(16) -0.0017(12) 0.0005(13) 0.0021(13)
  C14 0.0362(18) 0.0294(17) 0.0235(16) -0.0018(14) -0.0021(14) 0.0007(14)
  C15 0.0290(16) 0.0254(16) 0.0232(16) -0.0012(13) -0.0025(14) 0.0049(13)
  C16 0.040(2) 0.0257(17) 0.037(2) -0.0003(14) 0.0012(15) 0.0015(15)
  C17 0.0298(17) 0.0289(17) 0.0320(19) -0.0036(13) 0.0016(14) 0.0074(14)
  C18 0.0169(14) 0.0246(15) 0.0238(15) -0.0023(12) 0.0019(12) 0.0018(13)
  C19 0.0212(15) 0.0271(16) 0.0263(16) -0.0011(12) 0.0020(13) 0.0025(13)
  C20 0.0230(15) 0.0289(16) 0.0289(16) -0.0024(13) 0.0031(14) -0.0022(14)
  C21 0.0259(16) 0.0323(17) 0.0211(15) -0.0020(14) -0.0018(13) -0.0029(13)
  C22 0.0355(18) 0.0301(18) 0.0347(19) -0.0025(14) 0.0016(15) -0.0046(15)
  C23 0.0240(15) 0.0273(16) 0.0207(15) -0.0013(13) -0.0019(13) 0.0022(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  O1 C1 . 1.393(3) ?
  O1 C4 . 1.441(3) ?
  O2 C4 . 1.422(4) ?
  O2 C3 . 1.444(3) ?
  O3 C12 . 1.381(3) ?
  O3 C15 . 1.444(3) ?
  O4 C15 . 1.412(4) ?
  O4 C14 . 1.438(4) ?
  C1 C2 . 1.385(4) ?
  C1 C7 . 1.397(4) ?
  C2 C10 . 1.392(4) ?
  C2 C3 . 1.507(4) ?
  C3 H3A . 0.9700 ?
  C3 H3B . 0.9700 ?
  C4 C5 . 1.504(4) ?
  C4 C6 . 1.520(4) ?
  C5 H5A . 0.9600 ?
  C5 H5B . 0.9600 ?
  C5 H5C . 0.9600 ?
  C6 H6A . 0.9600 ?
  C6 H6B . 0.9600 ?
  C6 H6C . 0.9600 ?
  C7 C8 . 1.393(4) ?
  C7 C23 . 1.519(4) ?
  C8 C9 . 1.384(4) ?
  C8 H8 . 0.9300 ?
  C9 C10 . 1.398(4) ?
  C9 C11 . 1.508(4) ?
  C10 H10 . 0.9300 ?
  C11 H11A . 0.9600 ?
  C11 H11B . 0.9600 ?
  C11 H11C . 0.9600 ?
  C12 C13 . 1.392(4) ?
  C12 C18 . 1.404(4) ?
  C13 C21 . 1.397(4) ?
  C13 C14 . 1.500(4) ?
  C14 H14A . 0.9700 ?
  C14 H14B . 0.9700 ?
  C15 C16 . 1.506(4) ?
  C15 C17 . 1.518(4) ?
  C16 H16A . 0.9600 ?
  C16 H16B . 0.9600 ?
  C16 H16C . 0.9600 ?
  C17 H17A . 0.9600 ?
  C17 H17B . 0.9600 ?
  C17 H17C . 0.9600 ?
  C18 C19 . 1.395(4) ?
  C18 C23 . 1.516(4) ?
  C19 C20 . 1.397(4) ?
  C19 H19 . 0.9300 ?
  C20 C21 . 1.396(4) ?
  C20 C22 . 1.505(4) ?
  C21 H21 . 0.9300 ?
  C22 H22A . 0.9600 ?
  C22 H22B . 0.9600 ?
  C22 H22C . 0.9600 ?
  C23 H23A . 0.9700 ?
  C23 H23B . 0.9700 ?
_cod_database_code 2013040