#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2000646.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_2000646
_journal_name_full  'Acta Cryst.'
_journal_year  1992
_journal_volume  C48
_journal_page_first  1722
_journal_page_last  1727
_publ_section_title
;
  Enantiomerically Pure \a-Haloketals:
Structure and Conformation of (2'S,4R,5R)-
Dimethyl 2'-halo-1',2',3',4'-tetrahydro-
spiro[1,3-dioxolane-2,1'-naphthalene]-4,5-
dicarboxylates (Halo = Cl, Br, I)
;
loop_
_publ_author_name
 'Sandra Ianelli'
 'Mario Nardelli *'
 'Claudio Giordano'
 'Laura Coppi'
 'Angelo Restelli'
_chemical_name_systematic
;
  2'-S-Chloro-3',4'-dihydro-spiro[1,3-dioxolane-2,1'-
  (2'H)-naphthalene]-4,5-R,R-dicarboxylic Acid Dimethyl Ester
;
_chemical_formula_moiety  ' C16 H17 Cl O6 '
_chemical_formula_sum  ' C16 H17 Cl O6 '
_chemical_formula_structural  ?
_chemical_formula_analytical  ' C16 H17 Cl O6 '
_chemical_formula_weight  340.76
loop_
_chemical_melting_point
 107
 108
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P 21 21 21'
_symmetry_space_group_name_Hall  ?
_cell_length_a  14.932(3)
_cell_length_b  14.850(2)
_cell_length_c  7.173(2)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  1590.5(0.6)
_cell_formula_units_Z  4
_cell_measurement_reflns_used  25
_cell_measurement_theta_min  12
_cell_measurement_theta_max  17
_cell_measurement_temperature  293(2)
_exptl_crystal_description
;
 Prismatic crystals
;
_exptl_crystal_colour  'colourless'
_exptl_crystal_size_max  0.53
_exptl_crystal_size_mid  0.32
_exptl_crystal_size_min  0.28
_exptl_crystal_density_diffrn  1.423
_exptl_crystal_density_meas  ?
_exptl_crystal_density_method  ?
_exptl_crystal_F_000  712.0
_exptl_absorpt_coefficient_mu  0.2639
_exptl_absorpt_correction_type  'not applied'
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_diffrn_ambient_temperature  293(2)
_diffrn_radiation_type  'Mo-K\a~1~'
_diffrn_radiation_wavelength  0.709300
_diffrn_radiation_source  'standard Mo anode'
_diffrn_radiation_monochromator  'graphite'
_diffrn_measurement_device  'Nonius CAD-4 diffractometer'
_diffrn_measurement_method  '\q--2\q'
_diffrn_reflns_number  1637
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_theta_min  3
_diffrn_reflns_theta_max  25
_diffrn_reflns_limit_h_min  0
_diffrn_reflns_limit_h_max  17
_diffrn_reflns_limit_k_min  0
_diffrn_reflns_limit_k_max  17
_diffrn_reflns_limit_l_min  0
_diffrn_reflns_limit_l_max  8
_diffrn_reflns_reduction_process
;
 Standard. Lp correction.
;
_diffrn_standards_number  1
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time  160
_diffrn_standards_decay_%  0
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
 6 5 2
_reflns_observed_criterion  'I>2\s(I)'
_refine_ls_structure_factor_coef  'F'
_refine_ls_matrix_type  'full'
_refine_ls_R_factor_all  ?
_refine_ls_R_factor_obs  0.0318
_refine_ls_wR_factor_obs  0.0407
_refine_ls_goodness_of_fit_obs  0.4548
_refine_ls_number_reflns  1027
_refine_ls_number_parameters  208
_refine_ls_number_restraints  0
_refine_ls_number_constraints  0
_refine_ls_hydrogen_treatment  'noref'
_refine_ls_weighting_scheme  'w=1/[\s^2^(F~o~)+0.005F~o~^2^]'
_refine_ls_shift/esd_max  0.032
_refine_ls_shift/esd_mean  ?
_refine_diff_density_max  0.09
_refine_diff_density_min  -0.10
_refine_ls_extinction_coef  ?
_refine_ls_abs_structure_Flack  ?
_refine_ls_abs_structure_Rogers  ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
 Cl Chlorine .132 .159 'IT.4  Tab.2.2A 2.3.1'
 O Oxygen .008 .006 'IT.4  Tab.2.2A 2.3.1'
 C Carbon .002 .002 'IT.4  Tab.2.2A 2.3.1'
 H Hydrogen .000 .000 'IT.4  Tab.2.2C   '
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_type_symbol
 Cl .15000(10)
    .54810(10)
       .2148(3) .0623(6) Uani . . Cl
 O1 .1362(3) .7486(2) .1490(6) .0438(13) Uani . . O
 O2 .0342(3) .7742(2) .3807(5) .0380(12) Uani . . O
 O3 -.0093(3) .7097(3) -.0811(7) .0614(17) Uani . . O
 O4 -.0312(3) .8566(3) -.1230(6) .0568(16) Uani . . O
 O5 .0783(3) .9342(3) .5368(7) .0549(17) Uani . . O
 O6 .1204(4) .9879(3) .2605(8) .073(2)   Uani . . O
 C1 .1840(4) .7290(4) .4702(9) .038(2)   Uani . . C
 C2 .2431(4) .8016(4) .4522(11) .054(3)   Uani . . C
 C3 .3043(4) .8204(4) .5919(14) .066(3)   Uani . . C
 C4 .3060(5) .7664(6) .7490(12) .071(3)   Uani . . C
 C5 .2492(5) .6930(5) .7669(12) .066(3)   Uani . . C
 C6 .1880(4) .6737(4) .6221(9) .043(2)   Uani . . C
 C7 .1292(4) .5923(4) .6425(10) .053(2)   Uani . . C
 C8 .0482(4) .5929(4) .5185(10) .046(2)   Uani . . C
 C9 .0697(4) .6233(3) .3210(9) .0393(19) Uani . . C
 C10 .1093(4) .7179(3) .3292(8) .0346(19) Uani . . C
 C11 .0790(4) .8186(3) .0879(9) .0390(19) Uani . . C
 C12 .0348(4) .8519(3) .2670(8) .0358(19) Uani . . C
 C13 .0087(4) .7856(4) -.0503(9) .045(2)   Uani . . C
 C14 -.1027(5) .8398(5) -.2554(11) .073(3)   Uani . . C
 C15 .0841(4) .9322(4) .3531(10) .043(2)   Uani . . C
 C16 .1247(5) 1.0060(4) .6266(12) .073(3)   Uani . . C
 H2 .24200 .83620 .30660 .0500 iso calc C2 H
 H3 .34070 .87790 .59260 .0500 iso calc C3 H
 H4 .35710 .77960 .84940 .0500 iso calc C4 H
 H5 .24870 .64190 .89970 .0500 iso calc C5 H
 H9 .01720 .62080 .20650 .0500 iso calc C9 H
 H11 .12350 .86550 .02690 .0500 iso calc C11 H
 H12 -.03900 .86930 .24450 .0500 iso calc C12 H
 H71 .16830 .53600 .60760 .0500 iso calc C7 H
 H72 .13300 .57870 .75630 .0500 iso calc C7 H
 H81 .00120 .63700 .57650 .0500 iso calc C8 H
 H82 .02170 .53720 .51350 .0500 iso calc C8 H
 H141 -.08680 .78700 -.35390 .0500 iso calc C14 H
 H142 -.13550 .81500 -.17550 .0500 iso calc C14 H
 H143 -.09270 .87790 -.37380 .0500 iso calc C14 H
 H161 .20100 .99390 .62590 .0500 iso calc C16 H
 H162 .11480 1.01910 .75030 .0500 iso calc C16 H
 H163 .10900 1.06470 .60530 .0500 iso calc C16 H