#------------------------------------------------------------------------------
#$Date: 2016-03-26 20:17:49 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180472 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/41/7214123.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_7214123
loop_
_publ_author_name
'Hernández, José G.'
'Macdonald, Neil A. J.'
'Mottillo, Cristina'
'Butler, Ian S.'
'Friščić, Tomislav'
_publ_section_title
;
 A mechanochemical strategy for oxidative addition: remarkable yields and
 stereoselectivity in the halogenation of organometallic Re(i) complexes
;
_journal_issue                   3
_journal_name_full               'Green Chemistry'
_journal_page_first              1087
_journal_paper_doi               10.1039/c3gc42104j
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C7 H5 Br2 O2 Re'
_chemical_formula_sum            'C7 H5 Br2 O2 Re'
_chemical_formula_weight         467.13
_chemical_name_common            lat-2
_chemical_name_systematic
;
 lat-cyclopentadienyldibromodicarbonyl Re(III)
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 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                 109.161(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.3400(11)
_cell_length_b                   12.504(2)
_cell_length_c                   6.4937(11)
_cell_measurement_temperature    296(2)
_cell_volume                     486.27(14)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0548
_diffrn_reflns_av_sigmaI/netI    0.0525
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            3371
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         3.26
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    20.667
_exptl_absorpt_correction_T_max  0.2317
_exptl_absorpt_correction_T_min  0.0283
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Blessing, 1995)'
_exptl_crystal_colour            Red
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plates
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         2.184
_refine_diff_density_min         -1.219
_refine_diff_density_rms         0.283
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     58
_refine_ls_number_reflns         903
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0441
_refine_ls_R_factor_gt           0.0391
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0591P)²+3.4820P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1058
_refine_ls_wR_factor_ref         0.1087
_reflns_number_gt                821
_reflns_number_total             903
_reflns_threshold_expression     >2sigma(I)
_iucr_refine_instructions_details
;
TITL CM22_0m in P2(1)            New: P21/m
CELL  0.71073   6.3400  12.5040   6.4937   90.000  109.161   90.000
ZERR     2.00   0.0011   0.0020   0.0011    0.000    0.002    0.000
LATT   1
SYMM  - X, 1/2 + Y, - Z
SFAC  C H BR O RE
UNIT  14 10 4 4 2
MERG   2
FMAP   2
PLAN   1
ACTA
BOND   $H
CONF
L.S.   5
WGHT    0.059100    3.482000
FVAR       0.15208
RE1   5    0.479032    0.250000    0.524501    10.50000    0.03386    0.03370 =
         0.02950    0.00000    0.00853    0.00000
BR1   3    0.407297    0.114695    0.796062    11.00000    0.06761    0.04086 =
         0.04383    0.00568    0.02187   -0.00265
O1    4    0.142076    0.094267    0.222340    11.00000    0.05895    0.06942 =
         0.05389   -0.01690    0.00178   -0.01838
C1    1    0.271687    0.150732    0.337955    11.00000    0.03049    0.04746 =
         0.04471    0.00365    0.01296    0.00507
C2    1    0.706832    0.250000    0.331242    10.50000    0.04228    0.05869 =
         0.05205    0.00000    0.01740    0.00000
AFIX  43
H2    2    0.649472    0.250000    0.179772    10.50000   -1.20000
AFIX   0
C3    1    0.756745    0.158322    0.463045    11.00000    0.06136    0.04186 =
         0.07504   -0.01065    0.02765    0.00454
AFIX  43
H3    2    0.733218    0.087751    0.415827    11.00000   -1.20000
AFIX   0
C4    1    0.849810    0.193585    0.681781    11.00000    0.03861    0.07557 =
         0.05467    0.01775    0.01024    0.01144
AFIX  43
H4    2    0.901817    0.149931    0.804014    11.00000   -1.20000
HKLF    4
 
REM  CM22_0m in P2(1)            New: P21/m
REM R1 =  0.0391 for    821 Fo > 4sig(Fo)  and  0.0441 for all    903 data
REM     58 parameters refined using      0 restraints
 
END
 
WGHT      0.0575      2.3002
REM Highest difference peak  2.184,  deepest hole -1.219,  1-sigma level  0.283
Q1    1   0.1491  0.2500  0.5020  10.50000  0.05    2.18
;
_cod_data_source_file            c3gc42104j.txt
_cod_data_source_block           lat-2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/current/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' according to
/usr/data/users/saulius/automatic-downloads/current/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      P21/m
_cod_database_code               7214123
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'
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
_atom_site_refinement_flags
Re1 Re 0.47903(10) 0.2500 0.52450(9) 0.0328(3) Uani 1 2 d S
Br1 Br 0.4073(2) 0.11470(9) 0.79606(19) 0.0499(4) Uani 1 1 d .
O1 O 0.1421(17) 0.0943(8) 0.2223(15) 0.065(3) Uani 1 1 d .
C1 C 0.2717(19) 0.1507(10) 0.3380(18) 0.041(3) Uani 1 1 d .
C2 C 0.707(3) 0.2500 0.331(3) 0.051(4) Uani 1 2 d S
H2 H 0.6495 0.2500 0.1798 0.061 Uiso 1 2 calc SR
C3 C 0.757(2) 0.1583(11) 0.463(2) 0.058(3) Uani 1 1 d .
H3 H 0.7332 0.0878 0.4158 0.070 Uiso 1 1 calc R
C4 C 0.850(2) 0.1936(11) 0.682(2) 0.058(3) Uani 1 1 d .
H4 H 0.9018 0.1499 0.8040 0.069 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Re1 0.0339(4) 0.0337(4) 0.0295(4) 0.000 0.0085(3) 0.000
Br1 0.0676(9) 0.0409(7) 0.0438(7) 0.0057(5) 0.0219(6) -0.0026(6)
O1 0.059(6) 0.069(6) 0.054(5) -0.017(5) 0.002(5) -0.018(5)
C1 0.030(6) 0.047(6) 0.045(6) 0.004(5) 0.013(5) 0.005(5)
C2 0.042(11) 0.059(11) 0.052(10) 0.000 0.017(8) 0.000
C3 0.061(9) 0.042(7) 0.075(9) -0.011(6) 0.028(7) 0.005(6)
C4 0.039(8) 0.076(9) 0.055(7) 0.018(7) 0.010(6) 0.011(6)
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'
Br Br -0.2901 2.4595 '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'
Re Re -1.0185 7.2310 '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
C1 Re1 C1 80.5(7) . 4_565
C1 Re1 C2 94.7(5) . .
C1 Re1 C2 94.7(5) 4_565 .
C1 Re1 C3 129.2(5) . 4_565
C1 Re1 C3 88.4(5) 4_565 4_565
C2 Re1 C3 36.8(4) . 4_565
C1 Re1 C3 88.4(5) . .
C1 Re1 C3 129.2(5) 4_565 .
C2 Re1 C3 36.8(4) . .
C3 Re1 C3 61.4(7) 4_565 .
C1 Re1 C4 148.2(5) . 4_565
C1 Re1 C4 117.5(5) 4_565 4_565
C2 Re1 C4 59.8(6) . 4_565
C3 Re1 C4 35.9(5) 4_565 4_565
C3 Re1 C4 59.9(5) . 4_565
C1 Re1 C4 117.5(5) . .
C1 Re1 C4 148.2(5) 4_565 .
C2 Re1 C4 59.8(6) . .
C3 Re1 C4 59.9(5) 4_565 .
C3 Re1 C4 35.9(5) . .
C4 Re1 C4 35.0(7) 4_565 .
C1 Re1 Br1 127.9(3) . 4_565
C1 Re1 Br1 76.7(3) 4_565 4_565
C2 Re1 Br1 133.1(2) . 4_565
C3 Re1 Br1 96.4(4) 4_565 4_565
C3 Re1 Br1 141.1(4) . 4_565
C4 Re1 Br1 83.2(3) 4_565 4_565
C4 Re1 Br1 106.0(3) . 4_565
C1 Re1 Br1 76.7(3) . .
C1 Re1 Br1 127.9(3) 4_565 .
C2 Re1 Br1 133.1(2) . .
C3 Re1 Br1 141.1(4) 4_565 .
C3 Re1 Br1 96.4(4) . .
C4 Re1 Br1 106.0(3) 4_565 .
C4 Re1 Br1 83.2(3) . .
Br1 Re1 Br1 81.59(6) 4_565 .
O1 C1 Re1 177.4(10) . .
C3 C2 C3 109.6(17) 4_565 .
C3 C2 Re1 73.2(9) 4_565 .
C3 C2 Re1 73.2(9) . .
C3 C2 H2 125.2 4_565 .
C3 C2 H2 125.2 . .
Re1 C2 H2 120.0 . .
C2 C3 C4 107.1(12) . .
C2 C3 Re1 70.0(9) . .
C4 C3 Re1 75.9(8) . .
C2 C3 H3 126.5 . .
C4 C3 H3 126.5 . .
Re1 C3 H3 119.5 . .
C4 C4 C3 108.1(8) 4_565 .
C4 C4 Re1 72.5(3) 4_565 .
C3 C4 Re1 68.2(7) . .
C4 C4 H4 125.9 4_565 .
C3 C4 H4 125.9 . .
Re1 C4 H4 124.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Re1 C1 1.921(12) .
Re1 C1 1.921(12) 4_565
Re1 C2 2.202(19) .
Re1 C3 2.244(13) 4_565
Re1 C3 2.244(13) .
Re1 C4 2.343(13) 4_565
Re1 C4 2.343(13) .
Re1 Br1 2.5895(12) 4_565
Re1 Br1 2.5895(12) .
O1 C1 1.154(14) .
C2 C3 1.403(17) 4_565
C2 C3 1.403(17) .
C2 H2 0.9300 .
C3 C4 1.418(18) .
C3 H3 0.9300 .
C4 C4 1.41(3) 4_565
C4 H4 0.9300 .
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_site_symmetry_1
_geom_torsion_site_symmetry_4
C1 Re1 C2 C3 161.8(9) . 4_565
C1 Re1 C2 C3 81.0(9) 4_565 4_565
C3 Re1 C2 C3 -117.1(16) . 4_565
C4 Re1 C2 C3 -38.2(8) 4_565 4_565
C4 Re1 C2 C3 -79.0(10) . 4_565
Br1 Re1 C2 C3 4.8(11) 4_565 4_565
Br1 Re1 C2 C3 -122.0(6) . 4_565
C1 Re1 C2 C3 -81.0(9) . .
C1 Re1 C2 C3 -161.8(9) 4_565 .
C3 Re1 C2 C3 117.1(16) 4_565 .
C4 Re1 C2 C3 79.0(10) 4_565 .
C4 Re1 C2 C3 38.2(8) . .
Br1 Re1 C2 C3 122.0(6) 4_565 .
Br1 Re1 C2 C3 -4.8(11) . .
C3 C2 C3 C4 -3(2) 4_565 .
Re1 C2 C3 C4 -67.4(10) . .
C3 C2 C3 Re1 64.7(14) 4_565 .
C1 Re1 C3 C2 100.0(9) . .
C1 Re1 C3 C2 23.6(11) 4_565 .
C3 Re1 C3 C2 -37.3(10) 4_565 .
C4 Re1 C3 C2 -78.7(10) 4_565 .
C4 Re1 C3 C2 -114.4(13) . .
Br1 Re1 C3 C2 -99.1(9) 4_565 .
Br1 Re1 C3 C2 176.5(8) . .
C1 Re1 C3 C4 -145.6(8) . .
C1 Re1 C3 C4 138.1(8) 4_565 .
C2 Re1 C3 C4 114.4(13) . .
C3 Re1 C3 C4 77.1(9) 4_565 .
C4 Re1 C3 C4 35.7(8) 4_565 .
Br1 Re1 C3 C4 15.4(11) 4_565 .
Br1 Re1 C3 C4 -69.1(8) . .
C2 C3 C4 C4 1.7(13) . 4_565
Re1 C3 C4 C4 -61.8(4) . 4_565
C2 C3 C4 Re1 63.5(11) . .
C1 Re1 C4 C4 158.1(5) . 4_565
C1 Re1 C4 C4 39.0(8) 4_565 4_565
C2 Re1 C4 C4 79.4(3) . 4_565
C3 Re1 C4 C4 36.6(5) 4_565 4_565
C3 Re1 C4 C4 118.5(8) . 4_565
Br1 Re1 C4 C4 -51.52(10) 4_565 4_565
Br1 Re1 C4 C4 -130.72(9) . 4_565
C1 Re1 C4 C3 39.6(9) . .
C1 Re1 C4 C3 -79.5(13) 4_565 .
C2 Re1 C4 C3 -39.1(8) . .
C3 Re1 C4 C3 -81.9(11) 4_565 .
C4 Re1 C4 C3 -118.5(8) 4_565 .
Br1 Re1 C4 C3 -170.0(7) 4_565 .
Br1 Re1 C4 C3 110.8(8) . .
