#------------------------------------------------------------------------------
#$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2001837.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_2001837
loop_
_publ_author_name
'Trotter, J.'
'Yee, V. C.'
_publ_section_title
;
 Structure of dimethyl
 9-chloro-9,10-dihydro-9,10-ethenoanthracene-11,12-dicarboxylate
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              846
_journal_page_last               848
_journal_volume                  49
_journal_year                    1993
_chemical_formula_moiety         'C20 H15 Cl O4'
_chemical_formula_sum            'C20 H15 Cl O4'
_chemical_formula_weight         354.79
_chemical_name_systematic
;
Dimethyl 9-chloro-9,10-dihydro-9,10-ethenoanthracene-11,12-
dicarboxylate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_cell_angle_alpha                90.0
_cell_angle_beta                 104.250(10)
_cell_angle_gamma                90.0
_cell_formula_units_Z            4
_cell_length_a                   11.8650(10)
_cell_length_b                   13.8000(10)
_cell_length_c                   10.5680(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    294
_cell_measurement_theta_max      46
_cell_measurement_theta_min      31
_cell_volume                     1677.10(10)
_computing_cell_refinement       CAD4
_computing_data_collection       CAD4
_computing_data_reduction        'local programs'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_structure_refinement  'ORFLS (Busing, Martin & Levy, 1962)'
_computing_structure_solution    'Patterson and Fourier'
_diffrn_ambient_temperature      294
_diffrn_measurement_device       'Nonius CAD4-F'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         xray_tube
_diffrn_radiation_type           'Copper K\a'
_diffrn_radiation_wavelength     1.54056
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            3438
_diffrn_reflns_theta_max         75
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.22
_exptl_absorpt_correction_T_max  0.79
_exptl_absorpt_correction_T_min  0.49
_exptl_absorpt_correction_type   analytical
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_density_meas      1.400
_exptl_crystal_density_method    flotation
_exptl_crystal_description       prism
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         .28
_refine_diff_density_min         -.23
_refine_ls_extinction_coef       108.E2(4)
_refine_ls_extinction_method     Coppens
_refine_ls_goodness_of_fit_obs   2.2
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     287
_refine_ls_number_reflns         2291
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          .078
_refine_ls_R_factor_obs          .046
_refine_ls_shift/esd_max         '0.31 (H parameter)'
_refine_ls_shift/esd_mean        .02
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      1/\s^2^(F)
_refine_ls_wR_factor_all         .058
_refine_ls_wR_factor_obs         .058
_reflns_number_observed          2291
_reflns_number_total             3438
_reflns_observed_criterion       I>3\s(I)
_[local]_cod_data_source_file    br1019.cif
_[local]_cod_data_source_block   9-Cl
_[local]_cod_cif_authors_sg_H-M  'P 21/a '
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
1/2+x,1/2-y,z
1/2-x,1/2+y,-z
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C ? .017 .009 'International Tables Vol IV Table 2.3.1'
H ? 0 0 'International Tables Vol IV Table 2.3.1'
O ? .047 .032 'International Tables Vol IV Table 2.3.1'
Cl ? .348 .702 'International Tables Vol IV Table 2.3.1'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
C1 .7172(3) .2652(3) .4032(3) .050
C2 .7971(3) .2980(3) .3359(4) .055
C3 .8798(3) .3658(3) .3915(4) .053
C4 .8845(3) .4029(2) .5153(3) .046
C4a .8059(3) .3708(2) .5821(3) .040
C5 .6386(3) .5316(3) .7278(3) .052
C6 .5197(4) .5525(3) .7008(4) .064
C7 .4385(3) .4845(4) .6474(4) .065
C8 .4717(3) .3918(3) .6189(4) .057
C8a .5899(3) .3693(2) .6450(3) .045
C9 .6425(3) .2758(2) .6137(3) .046
C9a .7218(3) .3020(2) .5262(3) .041
C10 .7959(2) .4013(2) .7180(3) .040
C10a .6720(3) .4396(2) .7001(3) .042
C11 .7245(3) .2414(2) .7406(3) .043
C12 .8045(3) .3065(2) .7973(3) .040
C13 .7163(3) .1383(2) .7785(3) .047
C14 .7883(8) .0155(3) .9288(6) .084
C15 .8929(3) .2950(2) .9235(3) .042
C16 1.0831(4) .2454(6) 1.0227(5) .078
O1 .7857(3) .1167(2) .8929(2) .064
O2 .6558(2) .0815(2) .7087(3) .074
O3 .9916(2) .2603(2) .9054(2) .053
O4 .8764(2) .3170(2) 1.0267(2) .064
Cl .90330(10) .48710(10) .79410(10) .053
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 1.393(5) no
C1 C9a 1.385(5) no
C2 C3 1.378(5) no
C3 C4 1.393(5) no
C4 C4a 1.374(4) no
C4a C9a 1.399(4) no
C4a C10 1.528(4) no
C5 C6 1.398(5) no
C5 C10a 1.383(5) no
C6 C7 1.364(6) no
C7 C8 1.393(6) no
C8 C8a 1.396(5) no
C8a C9 1.505(5) no
C8a C10a 1.397(4) no
C9 C9a 1.516(4) no
C9 C11 1.525(4) no
C10 C10a 1.529(4) no
C10 C12 1.543(4) no
C10 Cl 1.780(3) no
C11 C12 1.338(4) no
C11 C13 1.487(4) no
C12 C15 1.489(4) no
C13 O1 1.319(4) no
C13 O2 1.189(4) no
C14 O1 1.446(5) no
C15 O3 1.322(4) no
C15 O4 1.193(4) no
C16 O3 1.447(5) no
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
C2 C1 C9a 119.1(3) no
C1 C2 C3 120.3(3) no
C2 C3 C4 120.7(3) no
C3 C4 C4a 119.3(3) no
C4 C4a C9a 120.4(3) no
C4 C4a C10 127.9(3) no
C9a C4a C10 111.8(3) no
C6 C5 C10a 118.2(4) no
C5 C6 C7 121.2(4) no
C6 C7 C8 120.8(4) no
C7 C8 C8a 119.1(4) no
C8 C8a C9 126.8(3) no
C8 C8a C10a 119.5(3) no
C9 C8a C10a 113.7(3) no
C8a C9 C9a 106.5(3) no
C8a C9 C11 106.4(3) no
C9a C9 C11 104.7(2) no
C1 C9a C4a 120.3(3) no
C1 C9a C9 126.8(3) no
C4a C9a C9 112.9(3) no
C4a C10 C10a 105.9(2) no
C4a C10 C12 105.5(2) no
C4a C10 Cl 113.3(2) no
C10a C10 C12 107.0(2) no
C10a C10 Cl 112.7(2) no
C12 C10 Cl 111.9(2) no
C5 C10a C8a 121.3(3) no
C5 C10a C10 127.5(3) no
C8a C10a C10 111.2(3) no
C9 C11 C12 114.4(3) no
C9 C11 C13 117.7(3) no
C12 C11 C13 127.4(3) no
C10 C12 C11 112.4(3) no
C10 C12 C15 121.0(3) no
C11 C12 C15 126.6(3) no
C11 C13 O1 113.3(3) no
C11 C13 O2 122.2(3) no
O1 C13 O2 124.4(3) no
C12 C15 O3 111.3(3) no
C12 C15 O4 123.6(3) no
O3 C15 O4 125.1(3) no
C13 O1 C14 115.3(4) no
C15 O3 C16 115.6(3) no
_cod_database_code 2001837