#------------------------------------------------------------------------------
#$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: svn://www.crystallography.net/cod/cif/2/2000797.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_2000797
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1992
_journal_volume 48
_journal_page_first  1348
_journal_page_last  1350
_publ_section_title
;
A 9,15-Cyclogibberellin Formed from a Bromogibberellin-16-one Derivative
;
loop_
_publ_author_name
 'Furber, Mark'
 'Mander, Lewis N.'
 'Patrick, Graham L.'
 'Willis, Anthony C.'
_chemical_name_systematic
;
ent-3\a,11b-Diacetoxy-2\b-hydroxy-16-oxo-17,20-dinor-9\a,15\a- cyclogibberell-
1(10)-ene-7,19-dioic Acid 7-Methyl Ester 19,2-Lactone
;
_chemical_name_common  ?
_chemical_formula_moiety  'C23 H24 O9'
_chemical_formula_sum  'C23 H24 O9'
_chemical_formula_structural  ?
_chemical_formula_analytical  ?
_chemical_formula_weight  444.44
_chemical_melting_point  ?
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P 21 21 21'
_symmetry_space_group_name_Hall  P_2ac_2ab
loop_
_symmetry_equiv_pos_as_xyz
 +x,+y,+z
 1/2-x,-y,1/2+z
 1/2+x,1/2-y,-z
 -x,1/2+y,1/2-z
_cell_length_a  7.8250(10)
_cell_length_b  14.2540(10)
_cell_length_c  18.910(2)
_cell_angle_alpha  90.00000
_cell_angle_beta  90.00000
_cell_angle_gamma  90.00000
_cell_volume  2109.2(4)
_cell_formula_units_Z  4
_cell_measurement_reflns_used  25
_cell_measurement_theta_min  18
_cell_measurement_theta_max  20
_cell_measurement_temperature  293
_exptl_crystal_description  ?
_exptl_crystal_colour  Colourless
_exptl_crystal_size_max  0.28
_exptl_crystal_size_mid  0.25
_exptl_crystal_size_min  0.20
_exptl_crystal_density_diffrn  1.400
_exptl_crystal_density_meas  ?
_exptl_crystal_density_method  ?
_exptl_crystal_F_000  935.9
_exptl_absorpt_correction_type  none
_exptl_absorpt_process_details  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_diffrn_ambient_temperature  293
_diffrn_radiation_type  'MoK\a radiation'
_diffrn_radiation_wavelength  .71069
_diffrn_radiation_source  xray_tube
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device  'Philips PW1100/20'
_diffrn_measurement_method  '\q/2\q'
_diffrn_reflns_number  1923
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_sigmaI/netI  .015
_diffrn_reflns_theta_min  2.58
_diffrn_reflns_theta_max  24.05
_diffrn_reflns_limit_h_min  0
_diffrn_reflns_limit_h_max  8
_diffrn_reflns_limit_k_min  0
_diffrn_reflns_limit_k_max  16
_diffrn_reflns_limit_l_min  0
_diffrn_reflns_limit_l_max  21
_diffrn_reflns_reduction_process  perpendicular_monochr_Lp
_diffrn_standards_number  3
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time  90
_diffrn_standards_decay_%  0
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
 ? ? ?
_reflns_number_total  1923
_reflns_number_observed  1386
_reflns_observed_criterion  'refl observed if Inet > 3.00\s(Inet)'
_refine_ls_structure_factor_coef  F
_refine_ls_matrix_type  full
_refine_ls_R_factor_all  .059
_refine_ls_R_factor_obs  .040
_refine_ls_wR_factor_all  .056
_refine_ls_wR_factor_obs  .048
_refine_ls_goodness_of_fit_all  1.352
_refine_ls_goodness_of_fit_obs  1.419
_refine_ls_number_reflns  1386
_refine_ls_number_parameters  296
_refine_ls_number_restraints  0
_refine_ls_number_constraints  0
_refine_ls_hydrogen_treatment
;
H atoms at calculated positions, disordered on C34 and C114 (see below)
;
_refine_ls_weighting_scheme  'calc w=1/[\s^2^(F)+0.0006F^2^]'
_refine_ls_shift/esd_max  .003
_refine_ls_shift/esd_mean  .001
_refine_diff_density_max  .212
_refine_diff_density_min  -.179
_refine_ls_extinction_method  none
_refine_ls_extinction_coef  ?
_refine_ls_abs_structure_details
;
The absolute configuration was assigned to conform with the known chirality of
the compound's precursors.
;
_refine_ls_abs_structure_Flack  ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
 O ? .008 .006 International_Tables_Vol_IV_Table_2.2B
 C ? .002 .002 International_Tables_Vol_IV_Table_2.2B
 H ? 0 0 International_Tables_Vol_IV_Table_2.2B
;
pwredu (McLaughlin, 1983), xtal ADDREF SORTRF (Hall & Stewart, 1988, 1990)
;
;
shelxs86 (Sheldrick, 1985)
;
;
xtal CRYLSQ (Hall & Stewart, 1988, 1990)
;
;
xtal (Hall & Stewart, 1988, 1990)
;
;
xtal BONDLA CIFIO (Hall & Stewart, 1988, 1990)
;
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_calc_attached_atom
_atom_site_occupancy
 C1 .7426(6) .4592(3) .7173(3) .045(3) Uani ? ? 1.00000
 C2 .7551(7) .4957(4) .7910(3) .052(3) Uani ? ? 1.00000
 C3 .6475(7) .4415(3) .8435(3) .048(3) Uani ? ? 1.00000
 C4 .4669(7) .4630(3) .8143(2) .045(3) Uani ? ? 1.00000
 C5 .4495(5) .4028(3) .7461(2) .036(2) Uani ? ? 1.00000
 C6 .2874(6) .4134(3) .6996(2) .037(3) Uani ? ? 1.00000
 C7 .1510(6) .3429(4) .7196(2) .044(3) Uani ? ? 1.00000
 C8 .3513(6) .3972(3) .6244(2) .036(2) Uani ? ? 1.00000
 C9 .5434(6) .4008(3) .6223(2) .035(2) Uani ? ? 1.00000
 C10 .5981(6) .4205(3) .6959(2) .039(3) Uani ? ? 1.00000
 C11 .6285(6) .4480(3) .5609(2) .042(3) Uani ? ? 1.00000
 C12 .5438(7) .4244(3) .4895(2) .051(3) Uani ? ? 1.00000
 C13 .3732(7) .3742(3) .5011(2) .048(3) Uani ? ? 1.00000
 C14 .2633(6) .4251(3) .5563(2) .043(3) Uani ? ? 1.00000
 C15 .4531(6) .3072(3) .6115(2) .040(2) Uani ? ? 1.00000
 C16 .4184(6) .2830(3) .5368(2) .046(3) Uani ? ? 1.00000
 C18 .3270(7) .4524(4) .8675(3) .060(3) Uani ? ? 1.00000
 C19 .4942(7) .5654(3) .7951(3) .050(3) Uani ? ? 1.00000
 O21 .6633(5) .5868(2) .7916(2) .059(2) Uani ? ? 1.00000
 O31 .6752(5) .3418(2) .8433(2) .053(2) Uani ? ? 1.00000
 C32 .8046(7) .3089(4) .8823(2) .049(3) Uani ? ? 1.00000
 O33 .9018(5) .3573(3) .9138(2) .068(2) Uani ? ? 1.00000
 C34 .8058(8) .2033(4) .8803(3) .068(4) Uani ? ? 1.00000
 O71 .1370(10)
    .3018(9) .7751(3) .097(6) Uani ? ? .78(2)
 O71B .074(3) .364(2) .7720(10)
         .066(9) Uiso ? ? .22(2)
 O72 .0584(6) .3157(3) .6667(2) .082(3) Uani ? ? 1.00000
 C73 -.0690(8) .2448(4) .6789(3) .080(4) Uani ? ? 1.00000
 O111 .6122(4) .5479(2) .5748(2) .046(2) Uani ? ? 1.00000
 C112 .7478(7) .6028(4) .5592(3) .052(3) Uani ? ? 1.00000
 O113 .8759(5) .5743(3) .5329(2) .078(3) Uani ? ? 1.00000
 C114 .7106(8) .7021(4) .5782(3) .072(4) Uani ? ? 1.00000
 O161 .4204(5) .2059(2) .5110(2) .064(2) Uani ? ? 1.00000
 O191 .3877(5) .6248(2) .7850(2) .070(2) Uani ? ? 1.00000
 H1 .83732 .46393 .68608 .043(4) Uiso ? ? 1.00000
 H2 .87030 .50173 .80619 .043(4) Uiso ? ? 1.00000
 H3 .66051 .46635 .88977 .043(4) Uiso ? ? 1.00000
 H5 .45566 .33883 .76014 .043(4) Uiso ? ? 1.00000
 H6 .24346 .47527 .70387 .043(4) Uiso ? ? 1.00000
 H11 .74597 .43113 .55953 .043(4) Uiso ? ? 1.00000
 H12A .52451 .48078 .46401 .043(4) Uiso ? ? 1.00000
 H12B .61781 .38476 .46310 .043(4) Uiso ? ? 1.00000
 H13 .31326 .36451 .45801 .043(4) Uiso ? ? 1.00000
 H14A .14824 .40390 .55508 .043(4) Uiso ? ? 1.00000
 H14B .26593 .49115 .54937 .043(4) Uiso ? ? 1.00000
 H15 .45863 .25970 .64659 .043(4) Uiso ? ? 1.00000
 H18A .35648 .48639 .90895 .096(7) Uiso ? ? 1.00000
 H18B .22410 .47697 .84829 .096(7) Uiso ? ? 1.00000
 H18C .31002 .38837 .87948 .096(7) Uiso ? ? 1.00000
 H73A -.01113 .19077 .69661 .096(7) Uiso ? ? 1.00000
 H73B -.14453 .26784 .71416 .096(7) Uiso ? ? 1.00000
 H73C -.13694 .22461 .64019 .096(7) Uiso ? ? 1.00000
 H34A .70101 .18027 .89858 .096(7) Uiso ? ? .50000
 H34B .81922 .18297 .83275 .096(7) Uiso ? ? .50000
 H34C .89782 .18004 .90797 .096(7) Uiso ? ? .50000
 H34D .91569 .18695 .86273 .096(7) Uiso ? ? .50000
 H34E .79640 .18426 .92822 .096(7) Uiso ? ? .50000
 H34F .72808 .16466 .85507 .096(7) Uiso ? ? .50000
 H114A .61375 .72301 .55227 .096(7) Uiso ? ? .50000
 H114B .68724 .70601 .62738 .096(7) Uiso ? ? .50000
 H114C .80591 .74057 .56714 .096(7) Uiso ? ? .50000
 H114D .79919 .71974 .60978 .096(7) Uiso ? ? .50000
 H114E .72189 .73611 .53525 .096(7) Uiso ? ? .50000
 H114F .60831 .72479 .59916 .096(7) Uiso ? ? .50000