#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/64/1506445.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_1506445
loop_
_publ_author_name
'Werz, Daniel B.'
'Schuster, Andreea'
'Gleiter, Rolf'
'Rominger, Frank'
_publ_section_title
;
 Sterically stabilized cyclopropenonophanes and an electronically
 stabilized cyclopropenethionophane: syntheses, structural properties, and
 reactivity.
;
_journal_issue                   5
_journal_name_full               'Organic letters'
_journal_page_first              917
_journal_page_last               920
_journal_paper_doi               10.1021/ol047317e
_journal_volume                  7
_journal_year                    2005
_chemical_formula_sum            'C24 H40 Br4 O2'
_chemical_formula_weight         680.20
_chemical_name_common            19_in_paper?
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 108.9030(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.5953(6)
_cell_length_b                   11.4554(6)
_cell_length_c                   11.5796(7)
_cell_measurement_temperature    200(2)
_cell_volume                     1329.66(13)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.932
_diffrn_measured_fraction_theta_max 0.932
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0227
_diffrn_reflns_av_sigmaI/netI    0.0174
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9712
_diffrn_reflns_theta_full        25.58
_diffrn_reflns_theta_max         25.58
_diffrn_reflns_theta_min         2.03
_exptl_absorpt_coefficient_mu    6.072
_exptl_absorpt_correction_T_max  0.54
_exptl_absorpt_correction_T_min  0.32
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Blessing, Acta Cryst. (1995) A51 33-38.'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.699
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       polyhedron
_exptl_crystal_F_000             680
_exptl_crystal_size_max          .30
_exptl_crystal_size_mid          .20
_exptl_crystal_size_min          .14
_refine_diff_density_max         0.324
_refine_diff_density_min         -0.482
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     216
_refine_ls_number_reflns         2317
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.0266
_refine_ls_R_factor_gt           0.0220
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0248P)²+1.1145P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0525
_refine_ls_wR_factor_ref         0.0552
_reflns_number_gt                2093
_reflns_number_total             2317
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol047317esi20050104_032504.cif
_cod_data_source_block           as8
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               1506445
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
Br4 Br 0.44856(3) 0.97580(2) 0.15225(2) 0.03360(9) Uani 1 1 d
Br6 Br 0.81783(3) 0.91097(2) 0.21331(3) 0.04579(11) Uani 1 1 d
C1 C 0.2435(2) 0.5408(2) -0.0269(3) 0.0268(5) Uani 1 1 d
H1A H 0.194(3) 0.528(2) 0.029(2) 0.031(7) Uiso 1 1 d
H1B H 0.180(3) 0.573(2) -0.102(3) 0.033(7) Uiso 1 1 d
C2 C 0.3595(2) 0.6263(2) 0.0232(2) 0.0216(5) Uani 1 1 d
H2A H 0.424(2) 0.5902(18) 0.085(2) 0.006(5) Uiso 1 1 d
H2B H 0.397(3) 0.640(2) -0.040(2) 0.027(7) Uiso 1 1 d
C3 C 0.3309(2) 0.7454(2) 0.0716(2) 0.0209(5) Uani 1 1 d
C4 C 0.4586(2) 0.81793(19) 0.0866(2) 0.0210(5) Uani 1 1 d
H4 H 0.463(2) 0.836(2) 0.006(2) 0.016(6) Uiso 1 1 d
C5 C 0.5931(2) 0.76925(18) 0.1698(2) 0.0211(5) Uani 1 1 d
O5 O 0.60461(16) 0.72745(14) 0.26830(14) 0.0267(4) Uani 1 1 d
C6 C 0.7117(2) 0.7790(2) 0.1215(2) 0.0245(5) Uani 1 1 d
H6 H 0.687(2) 0.806(2) 0.042(2) 0.017(6) Uiso 1 1 d
C7 C 0.7978(2) 0.6679(2) 0.1272(2) 0.0243(5) Uani 1 1 d
C8 C 0.6990(2) 0.5749(2) 0.0540(2) 0.0253(5) Uani 1 1 d
H8A H 0.648(3) 0.609(2) -0.022(2) 0.026(7) Uiso 1 1 d
H8B H 0.636(3) 0.553(2) 0.103(2) 0.030(7) Uiso 1 1 d
C31 C 0.2125(3) 0.8056(2) -0.0224(2) 0.0283(5) Uani 1 1 d
H31A H 0.224(3) 0.815(3) -0.094(3) 0.035(8) Uiso 1 1 d
H31B H 0.134(3) 0.759(2) -0.034(2) 0.028(7) Uiso 1 1 d
H31C H 0.195(3) 0.883(3) 0.006(3) 0.037(7) Uiso 1 1 d
C32 C 0.2992(3) 0.7309(2) 0.1911(2) 0.0258(5) Uani 1 1 d
H32A H 0.279(3) 0.808(3) 0.215(2) 0.032(7) Uiso 1 1 d
H32B H 0.366(3) 0.693(3) 0.251(3) 0.034(8) Uiso 1 1 d
H32C H 0.223(3) 0.685(3) 0.178(2) 0.031(7) Uiso 1 1 d
C71 C 0.9005(3) 0.6961(3) 0.0637(3) 0.0410(7) Uani 1 1 d
H71A H 0.956(3) 0.751(3) 0.104(3) 0.037(8) Uiso 1 1 d
H71B H 0.952(3) 0.623(3) 0.064(3) 0.048(9) Uiso 1 1 d
H71C H 0.855(3) 0.721(3) -0.021(3) 0.051(9) Uiso 1 1 d
C72 C 0.8679(3) 0.6253(3) 0.2568(3) 0.0337(6) Uani 1 1 d
H72A H 0.922(3) 0.681(3) 0.302(3) 0.037(8) Uiso 1 1 d
H72B H 0.814(3) 0.602(3) 0.296(3) 0.040(9) Uiso 1 1 d
H72C H 0.926(3) 0.566(3) 0.253(3) 0.040(8) Uiso 1 1 d
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C2 C1 C8 107.95(19) . 3_665
C1 C2 C3 118.46(19) . .
C31 C3 C32 108.74(19) . .
C31 C3 C2 110.59(19) . .
C32 C3 C2 110.96(19) . .
C31 C3 C4 108.8(2) . .
C32 C3 C4 113.31(19) . .
C2 C3 C4 104.37(17) . .
C5 C4 C3 118.20(19) . .
C5 C4 Br4 104.15(14) . .
C3 C4 Br4 112.28(15) . .
O5 C5 C6 121.9(2) . .
O5 C5 C4 121.6(2) . .
C6 C5 C4 116.44(19) . .
C5 C6 C7 117.59(19) . .
C5 C6 Br6 104.51(15) . .
C7 C6 Br6 112.27(15) . .
C72 C7 C71 110.2(2) . .
C72 C7 C8 110.3(2) . .
C71 C7 C8 110.1(2) . .
C72 C7 C6 113.4(2) . .
C71 C7 C6 107.8(2) . .
C8 C7 C6 104.93(18) . .
C1 C8 C7 117.82(19) 3_665 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br4 C4 1.978(2) .
Br6 C6 1.976(2) .
C1 C2 1.531(3) .
C1 C8 1.533(3) 3_665
C2 C3 1.541(3) .
C3 C31 1.533(3) .
C3 C32 1.535(3) .
C3 C4 1.549(3) .
C4 C5 1.542(3) .
C5 O5 1.207(3) .
C5 C6 1.536(3) .
C6 C7 1.555(3) .
C7 C72 1.523(4) .
C7 C71 1.531(4) .
C7 C8 1.541(3) .
C8 C1 1.533(3) 3_665
