#------------------------------------------------------------------------------
#$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $
#$Revision: 32112 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/52/2005299.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2005299
loop_
_publ_author_name
'Sivaraman, J.'
'Subramanian, K.'
'Vasanth, S.'
_publ_section_title
;
 Leonotinin
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2043
_journal_page_last               2045
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C20 H26 O5'
_chemical_formula_weight         346
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.144(4)
_cell_length_b                   10.962(3)
_cell_length_c                   15.683(3)
_cell_measurement_reflns_used    20
_cell_measurement_temperature    293
_cell_measurement_theta_max      25
_cell_measurement_theta_min      15
_cell_volume                     1743.9(9)
_computing_data_collection       'SDP (Frenz, 1978)'
_computing_structure_refinement  'SHELX76 (Sheldrick, 1976)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1985)'
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.091
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1731
_diffrn_reflns_theta_max         65
_diffrn_standards_decay_%        <2
_diffrn_standards_interval_count 100
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  1.01
_exptl_absorpt_correction_T_min  0.92
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.3168
_exptl_crystal_density_meas      1.362
_exptl_crystal_description       'rectangular blocks'
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.41
_exptl_crystal_size_min          0.36
_refine_diff_density_max         0.308
_refine_diff_density_min         -0.226
_refine_ls_goodness_of_fit_obs   1.08
_refine_ls_number_parameters     306
_refine_ls_number_reflns         1242
_refine_ls_R_factor_obs          0.057
_refine_ls_shift/esd_max         0.076
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      2.8727/[\s^2^(F)+0.000529F^2^]
_refine_ls_wR_factor_obs         0.058
_reflns_number_observed          1242
_reflns_number_total             1621
_reflns_observed_criterion       I>3\s(I)
_[local]_cod_data_source_file    sz1020.cif
_[local]_cod_data_source_block   sz1020a
_cod_original_cell_volume        1744.0(9)
_cod_database_code               2005299
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,-y,1/2+z
-x,1/2+y,1/2-z
1/2+x,1/2-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
C(1) -.0971(4) .1222(4) .4327(4) .055(6)
C(2) -0.2403(5) .0786(4) .4212(4) .047(5)
C(3) -0.2711(3) .0204(5) .3348(5) .037(4)
C(4) -0.2105(5) .0897(4) .2591(5) .037(5)
C(5) -.0523(6) .0847(7) .2715(5) .030(4)
C(6) -.0198(4) .1557(7) .3541(5) .036(4)
O(7) -0.3406(5) .1732(7) .4297(4) .048(3)
C(8) -0.4492(7) .147(1) .3814(7) .071(7)
C(9) -0.4225(5) .0259(9) .3340(6) .052(6)
C(10) -0.4852(2) .0206(7) .2438(4) .090(8)
C(11) -0.4030(5) .0202(5) .1689(5) .165(4)
C(12) -0.2534(9) .0269(9) .1776(5) .050(5)
C(13) -0.4819(3) -.077(1) .3887(7) .090(8)
O(14) -0.5473(5) .2077(9) .3791(5) .072(6)
O(15) .0085(6) .2839(5) .3438(4) .036(4)
C(16) .1166(5) .1991(9) .3730(6) .059(6)
O(17) -.0145(6) -.0374(5) .2946(3) .026(3)
C(18) -0.2470(4) .2283(3) .2503(5) .042(5)
C(19) .0184(8) .1334(7) .1908(5) .039(5)
C(20) .1364(5) .0580(6) .1626(7) .078(8)
C(21) .2061(6) .1091(8) .0861(5) .044(5)
C(22) .2993(4) .0467(4) .0359(6) .058(6)
C(23) .3340(5) .1156(4) -.0307(6) .065(7)
O(24) .2621(7) .2279(3) -.0245(4) .050(5)
C(25) .188(1) .2190(9) .0469(5) .054(6)
H(1)A -0.044 .05 .464 .05
H(1)B -0.1 .202 .473 .05
H(2) -0.25(2) .013(9) .472(8) .0(2)
H(3) -0.24907 -0.0644 .34356 ?
H(10)A -0.549 .099 .238 .05
H(10)B -0.544 -0.062 .241 .05
H(11)A -0.390(4) -.053(4) .187(2) .08(2)
H(11)B -0.454(4) .024(5) .108(9) .09(1)
H(12)A -0.21(1) .08(2) .12(4) .03(3)
H(12)B -0.21(2) -.065(2) .177(4) .02(8)
H(13)A -0.54(1) -0.12(1) .350(8) .07(1)
H(13)B -0.52(1) -.04(1) .424(7) .11(5)
H(13)C -0.42(1) -0.133(9) .404(6) .04(2)
H(16)A .132 .2356 .4364 .09(1)
H(16)B .2007 .1606 .3408 .08(1)
H(17) .027(8) -.095(5) .344(9) .09(2)
H(18)A -0.218 .276 .307 .05
H(18)B -0.352 .237 .241 .05
H(18)C -0.196 .267 .196 .05
H(19)A .0007 .0443 .18 .05
H(19)B .1001 .1489 .2335 .05
H(20)A .103(2) -.033(9) .15(9) .05(5)
H(20)B .21(5) .053(8) .22(1) .04(6)
H(22) .338(7) -.030(6) .039(4) .0(1)
H(23) .395(8) .052(7) -.065(6) .1(1)
H(25) .137(7) .291(7) .061(5) .02(8)
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
C(1] .059(6) .067(7) .038(5) -.008(5) .001(5) -.013(5)
C(2) .042(5) .057(6) .041(5) .002(5) .0(4) -.001(4)
C(3) .035(5) .040(5) .035(4) -.008(4) .006(4) .007(4)
C(4) .031(4) .044(5) .037(4) .004(4) -.002(4) -.003(4)
C(5) .025(4) .030(4) .033(4) .002(4) -.003(3) .002(4)
C(6) .039(5) .033(4) .036(4) .003(4) -.002(4) .002(4)
O(7) .062(5) .050(5) .033(4) .001(4) .018(4) -.018(4)
C(8) .061(7) .092(9) .059(7) -.003(7) .018(6) .001(7)
C(9) .043(5) .054(6) .060(6) -.002(5) .0(5) -.004(5)
C(10) .055(7) .1420(10) .073(7) -.020(8) -.003(6) -.021(9)
C(11) .109(2) .259(3) .129(3) -.023(4) .0170(10) -.094(6)
C(12) .044(5) .065(7) .041(5) .013(5) .010(4) -.018(5)
C(13) .063(7) .095(9) .111(9) -.032(7) .009(7) .029(8)
O(14) .043(4) .096(7) .076(6) .035(5) .013(4) -.016(6)
O(15) .047(4) .021(3) .042(4) .0(4) -.005(3) .004(3)
C(16) .047(5) .049(6) .081(7) -.005(5) .0(5) -.004(6)
O(17) .034(4) .018(3) .025(3) .009(3) .005(3) .002(2)
C(18) .059(6) .026(4) .041(4) .015(4) -.006(4) .0(4)
C(19) .043(5) .037(5) .037(4) .014(4) .014(4) .007(4)
C(20) .093(8) .074(8) .068(7) .006(7) .024(6) -.002(6)
C(21) .045(5) .043(5) .045(5) -.001(4) .015(5) -.003(4)
C(22) .053(6) .056(6) .065(6) .015(5) .021(5) .011(5)
C(23) .060(7) .083(8) .050(6) .005(6) -.003(5) .006(6)
O(24) .051(5) .053(5) .048(4) .001(4) .017(4) .019(4)
C(25) .061(6) .045(5) .056(5) .004(5) .009(5) .001(5)
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
C(2) C(1) C(6) 118.1(4) yes
C(1) C(6) C(5) 116.8(5) yes
C(6) C(5) C(4) 107.2(5) yes
C(5) C(4) C(3) 106.7(5) yes
C(4) C(3) C(2) 113.3(4) yes
C(3) C(2) C(1) 115.2(4) yes
C(9) C(3) C(2) 101.2(5) yes
C(3) C(9) C(8) 101.8(5) yes
C(9) C(8) O(7) 107.1(6) yes
C(8) O(7) C(2) 111.3(7) yes
O(7) C(2) C(3) 103.6(5) yes
C(9) C(3) C(4) 111.9(5) yes
C(3) C(4) C(12) 108.2(5) yes
C(4) C(12) C(11) 112.5(6) yes
C(12) C(11) C(10) 120.2(6) yes
C(11) C(10) C(9) 120.4(3) yes
C(10) C(9) C(3) 114.5(5) yes
C(16) O(15) C(6) 60.7(4) yes
O(15) C(16) C(6) 57.5(4) yes
C(16) C(6) O(15) 61.8(4) yes
C(5) C(19) C(20) 114.5(6) yes
C(19) C(20) C(21) 113.6(6) yes
C(22) C(23) O(24) 107.3(6) yes
C(23) O(24) C(25) 106.0(5) yes
O(24) C(25) C(21) 111.4(8) yes
C(25) C(21) C(22) 105.4(6) yes
C(21) C(22) C(23) 109.8(5) yes
C(1) C(2) H(2) 99(9) no
O(7) C(2) H(2) 112(9) no
C(3) C(2) H(2) 112(5) no
C(10) C(11) H(11)B 116.00 no
C(12) C(11) H(11)B 123.0(10) no
C(11) C(12) H(12)B 109(2) no
C(11) C(12) H(12)A 109(8) no
C(4) C(12) H(12)B 109(3) no
C(4) C(12) H(12)A 109(8) no
C(9) C(13) H(13)C 112(6) no
C(9) C(13) H(13)B 101(9) no
C(9) C(13) H(13)A 103(8) no
C(5) O(17) H(17) 146(4) no
C(19) C(20) H(20)B 108(7) no
C(19) C(20) H(20)A 108.0(10) no
C(21) C(20) H(20)B 108(3) no
C(21) C(20) H(20)A 108(6) no
C(21) C(22) H(22) 134(4) no
C(23) C(22) H(22) 116(4) no
C(22) C(23) H(23) 101(4) no
O(24) C(23) H(23) 151(5) no
O(24) C(25) H(25) 116(4) no
C(21) C(25) H(25) 133(4) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C(1) C(2) 1.540(6) yes
C(2) C(3) 1.530(9) yes
C(3) C(4) 1.538(9) yes
C(4) C(5) 1.617(8) yes
C(5) C(6) 1.547(11) yes
C(6) C(16) 1.493(8) yes
C(6) O(15) 1.443(9) yes
C(16) O(15) 1.509(9) yes
C(5) O(17) 1.439(9) yes
C(5) C(19) 1.550(11) yes
C(19) C(20) 1.520(16) yes
C(20) C(21) 1.501(12) yes
C(21) C(25) 1.364(13) yes
C(25) O(24) 1.350(11) yes
O(24) C(23) 1.434(6) yes
C(23) C(22) 1.336(11) yes
C(22) C(21) 1.408(10) yes
C(4) C(18) 1.570(6) yes
C(4) C(12) 1.516(11) yes
C(12) C(11) 1.525(10) yes
C(11) C(10) 1.440(9) yes
C(10) C(9) 1.552(11) yes
C(9) C(3) 1.537(6) yes
C(9) C(13) 1.536(11) yes
C(9) C(8) 1.548(15) yes
C(8) O(14) 1.196(11) yes
C(8) O(7) 1.367(10) yes
O(7) C(2) 1.459(8) yes
C(2) H(2) 1.08(12) no
C(3) H(3) 0.97 no
C(11) H(11)A 0.86(5) no
C(11) H(11)B 1.08(12) no
C(12) H(12)A 1.1(5) no
C(12) H(12)B 1.08(8) no
C(13) H(13)A 0.95(13) no
C(13) H(13)B 0.82(12) no
C(13) H(13)C 0.91(10) no
C(16) H(16)A 1.08 no
C(16) H(16)B 1.08 no
O(17) H(17) 1.07(11) no
C(19) H(19)A 1.01 no
C(19) H(19)B 1.08 no
C(20) H(20)A 1.08 no
C(20) H(20)B 1.07 no
C(22) H(22) 0.93(7) no
C(23) H(23) 1.08(8) no
C(25) H(25) 0.97(8) no
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
C(1) C(2) C(3) C(4) -42.9(6) yes
C(2) C(3) C(4) C(5) 62.3(6) yes
C(3) C(4) C(5) C(6) -64.3(6) yes
C(4) C(5) C(6) C(1) 50.4(7) yes
C(5) C(6) C(1) C(2) -31.9(8) yes
C(6) C(1) C(2) C(3) 26.0(7) yes
C(4) C(3) C(9) C(10) 36.7(8) yes
C(3) C(9) C(10) C(11) -4.5(9) yes
C(9) C(10) C(11) C(12) -0.9(9) yes
C(10) C(11) C(12) C(4) -26.4(9) yes
C(11) C(12) C(4) C(3) 57.5(8) yes
C(12) C(4) C(3) C(9) -63.5(7) yes
C(9) C(3) C(2) O(7) -36.2(6) yes
C(3) C(2) O(7) C(8) 23.9(8) yes
C(2) O(7) C(8) C(9) -0.9(9) yes
O(7) C(8) C(9) C(3) -22.1(9) yes
C(8) C(9) C(3) C(2) 34.3(7) yes