#------------------------------------------------------------------------------
#$Date: 2016-03-23 02:46:51 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179204 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/38/4313853.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_4313853
loop_
_publ_author_name
'František Hartl'
'Taasje Mahabiersing'
'Pascal Le Floch'
'Francois Mathey'
'Louis Ricard'
'Patrick Rosa'
'Stanislav Záliš'
_publ_contact_author_address
;
    Labo DCPH,
    Ecole Polytechnique
    Route de Saclay
    91128 Palaiseau
    France
;
_publ_contact_author_email       louis.ricard@polytechnique.fr
_publ_contact_author_fax         01-69-33-39-90
_publ_contact_author_name        'Louis Ricard'
_publ_contact_author_phone       01-69-33-45-72
_publ_section_title
;
 Electronic Properties of 4,4',5,5'-Tetramethyl-2,2'-biphosphinine (tmbp)
 in the Redox Series fac-[Mn(Br)(CO)3(tmbp)], [Mn(CO)3(tmbp)]2, and
 [Mn(CO)3(tmbp)]-: Crystallographic, Spectroelectrochemical, and DFT
 Computational Study
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4442
_journal_page_last               4455
_journal_paper_doi               10.1021/ic0206894
_journal_volume                  42
_journal_year                    2003
_chemical_formula_sum            'C17 H16 Br Mn O3 P2'
_chemical_formula_weight         465.09
_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                 99.591(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.1080(5)
_cell_length_b                   12.5770(6)
_cell_length_c                   10.0060(8)
_cell_measurement_reflns_used    381
_cell_measurement_temperature    150.0(1)
_cell_measurement_theta_max      20.0
_cell_measurement_theta_min      3.0
_cell_volume                     1874.70(19)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150.0(1)
_diffrn_measured_fraction_theta_full .995
_diffrn_measured_fraction_theta_max .995
_diffrn_measurement_device_type  KappaCCD
_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     0.71070
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0467
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5458
_diffrn_reflns_theta_full        30.04
_diffrn_reflns_theta_max         30.04
_diffrn_reflns_theta_min         1.37
_exptl_absorpt_coefficient_mu    3.018
_exptl_absorpt_correction_T_max  0.7523
_exptl_absorpt_correction_T_min  0.5836
_exptl_absorpt_correction_type   'multiple scans'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.648
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_refine_diff_density_max         .505
_refine_diff_density_min         -.628
_refine_diff_density_rms         .094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.216
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         5458
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.216
_refine_ls_R_factor_all          0.0700
_refine_ls_R_factor_gt           0.0540
_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)+(0.0461P)²+5.4527P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1477
_refine_ls_wR_factor_ref         0.1541
_reflns_number_gt                4559
_reflns_number_total             5458
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0206894_1.cif
_cod_data_source_block           mnbip;compound2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      'P 1 21/c 1 '
_cod_database_code               4313853
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
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.20479(4) 0.08760(5) 0.14061(5) 0.02102(15) Uani 1 1 d . . .
P1 P 0.18029(6) -0.08936(8) 0.12222(9) 0.0205(2) Uani 1 1 d . A .
P2 P 0.29116(6) 0.02908(8) 0.33200(9) 0.0197(2) Uani 1 1 d . A .
C1 C 0.1164(2) -0.1759(3) 0.0167(4) 0.0237(7) Uani 1 1 d . . .
H1 H 0.0796 -0.1480 -0.0618 0.028 Uiso 1 1 calc R A .
C2 C 0.1148(2) -0.2848(3) 0.0386(4) 0.0236(7) Uani 1 1 d . A .
C3 C 0.1673(2) -0.3341(3) 0.1512(4) 0.0223(7) Uani 1 1 d . . .
C4 C 0.2239(2) -0.2770(3) 0.2508(4) 0.0213(7) Uani 1 1 d . A .
H4 H 0.2571 -0.3164 0.3232 0.026 Uiso 1 1 calc R . .
C5 C 0.2356(2) -0.1667(3) 0.2527(3) 0.0196(7) Uani 1 1 d . . .
C6 C 0.2916(2) -0.1057(3) 0.3604(3) 0.0191(7) Uani 1 1 d . A .
C7 C 0.3417(2) -0.1484(3) 0.4781(4) 0.0243(7) Uani 1 1 d . . .
H7 H 0.3401 -0.2234 0.4887 0.029 Uiso 1 1 calc R A .
C8 C 0.3938(2) -0.0905(4) 0.5816(4) 0.0263(8) Uani 1 1 d . A .
C9 C 0.4021(2) 0.0213(3) 0.5772(4) 0.0255(8) Uani 1 1 d . . .
C10 C 0.3589(2) 0.0818(3) 0.4692(4) 0.0250(7) Uani 1 1 d . A .
H10 H 0.3678 0.1567 0.4721 0.030 Uiso 1 1 calc R . .
C11 C 0.0532(3) -0.3524(4) -0.0631(4) 0.0312(9) Uani 1 1 d . . .
H11A H 0.0036 -0.3793 -0.0211 0.047 Uiso 1 1 calc R A .
H11B H 0.0871 -0.4123 -0.0916 0.047 Uiso 1 1 calc R . .
H11C H 0.0292 -0.3090 -0.1423 0.047 Uiso 1 1 calc R . .
C12 C 0.1647(3) -0.4532(3) 0.1663(5) 0.0312(9) Uani 1 1 d . A .
H12A H 0.1033 -0.4757 0.1714 0.047 Uiso 1 1 calc R . .
H12B H 0.2048 -0.4744 0.2493 0.047 Uiso 1 1 calc R . .
H12C H 0.1844 -0.4869 0.0879 0.047 Uiso 1 1 calc R . .
C13 C 0.4410(3) -0.1511(4) 0.7044(5) 0.0386(11) Uani 1 1 d . . .
H13A H 0.4243 -0.2264 0.6956 0.058 Uiso 1 1 calc R A .
H13B H 0.4231 -0.1220 0.7867 0.058 Uiso 1 1 calc R . .
H13C H 0.5061 -0.1441 0.7100 0.058 Uiso 1 1 calc R . .
C14 C 0.4587(3) 0.0793(4) 0.6932(4) 0.0353(10) Uani 1 1 d . A .
H14A H 0.4629 0.1545 0.6697 0.053 Uiso 1 1 calc R . .
H14B H 0.5189 0.0481 0.7105 0.053 Uiso 1 1 calc R . .
H14C H 0.4309 0.0728 0.7746 0.053 Uiso 1 1 calc R . .
C15 C 0.2378(3) 0.2277(3) 0.1757(4) 0.0297(8) Uani 1 1 d . A .
C16 C 0.1327(3) 0.1184(3) -0.0261(4) 0.0291(8) Uani 1 1 d . A .
O1 O 0.2575(3) 0.3122(3) 0.1975(4) 0.0514(9) Uani 1 1 d . . .
O2 O 0.0901(3) 0.1357(3) -0.1218(4) 0.0513(10) Uani 1 1 d . . .
Br1 Br 0.33710(6) 0.06487(7) 0.02175(7) 0.0401(3) Uani 0.753(3) 1 d P A 1
C17 C 0.1095(6) 0.1050(6) 0.2250(8) 0.0243(14) Uani 0.753(3) 1 d P A 1
O3 O 0.0457(5) 0.1179(6) 0.2784(7) 0.0373(16) Uani 0.753(3) 1 d P A 1
Br2 Br 0.0815(2) 0.10948(19) 0.2637(3) 0.0311(8) Uani 0.247(3) 1 d P A 2
C17 C 0.3038(16) 0.0775(15) 0.046(2) 0.029(4) Uiso 0.247(3) 1 d P A 2
O3 O 0.3693(18) 0.0685(18) 0.003(2) 0.060(7) Uiso 0.247(3) 1 d P A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Mn Mn .3368 .7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P .1023 .0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0060 '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
_geom_angle_publ_flag
C17 Mn1 C15 90.4(3) . . ?
C17 Mn1 C16 90.1(3) . . ?
C15 Mn1 C16 94.05(19) . . ?
C17 Mn1 C17 176.4(6) . . ?
C15 Mn1 C17 87.1(6) . . ?
C16 Mn1 C17 87.6(6) . . ?
C17 Mn1 P2 92.1(2) . . ?
C15 Mn1 P2 92.87(13) . . ?
C16 Mn1 P2 172.74(13) . . ?
C17 Mn1 P2 90.6(6) . . ?
C17 Mn1 P1 91.4(2) . . ?
C15 Mn1 P1 171.85(14) . . ?
C16 Mn1 P1 93.90(13) . . ?
C17 Mn1 P1 91.5(6) . . ?
P2 Mn1 P1 79.12(4) . . ?
C17 Mn1 Br2 2.7(2) . . ?
C15 Mn1 Br2 90.04(14) . . ?
C16 Mn1 Br2 92.73(14) . . ?
C17 Mn1 Br2 177.1(6) . . ?
P2 Mn1 Br2 89.45(7) . . ?
P1 Mn1 Br2 91.38(7) . . ?
C17 Mn1 Br1 179.5(2) . . ?
C15 Mn1 Br1 89.31(13) . . ?
C16 Mn1 Br1 89.54(12) . . ?
C17 Mn1 Br1 3.1(6) . . ?
P2 Mn1 Br1 88.36(3) . . ?
P1 Mn1 Br1 88.95(4) . . ?
Br2 Mn1 Br1 177.68(7) . . ?
C1 P1 C5 105.20(18) . . ?
C1 P1 Mn1 138.54(14) . . ?
C5 P1 Mn1 116.18(13) . . ?
C10 P2 C6 105.40(19) . . ?
C10 P2 Mn1 137.93(15) . . ?
C6 P2 Mn1 116.64(12) . . ?
C2 C1 P1 123.8(3) . . ?
C2 C1 H1 118.1 . . ?
P1 C1 H1 118.1 . . ?
C1 C2 C3 122.6(3) . . ?
C1 C2 C11 118.1(3) . . ?
C3 C2 C11 119.3(4) . . ?
C4 C3 C2 122.6(3) . . ?
C4 C3 C12 117.6(3) . . ?
C2 C3 C12 119.8(3) . . ?
C5 C4 C3 125.5(3) . . ?
C5 C4 H4 117.2 . . ?
C3 C4 H4 117.2 . . ?
C4 C5 C6 125.7(3) . . ?
C4 C5 P1 120.3(3) . . ?
C6 C5 P1 114.0(3) . . ?
C7 C6 C5 125.6(3) . . ?
C7 C6 P2 120.3(3) . . ?
C5 C6 P2 114.0(2) . . ?
C6 C7 C8 125.8(4) . . ?
C6 C7 H7 117.1 . . ?
C8 C7 H7 117.1 . . ?
C7 C8 C9 122.5(3) . . ?
C7 C8 C13 118.0(4) . . ?
C9 C8 C13 119.5(4) . . ?
C10 C9 C8 122.4(3) . . ?
C10 C9 C14 117.7(4) . . ?
C8 C9 C14 119.9(4) . . ?
C9 C10 P2 123.6(3) . . ?
C9 C10 H10 118.2 . . ?
P2 C10 H10 118.2 . . ?
C2 C11 H11A 109.5 . . ?
C2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C3 C12 H12A 109.5 . . ?
C3 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C3 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C9 C14 H14A 109.5 . . ?
C9 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C9 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O1 C15 Mn1 179.7(5) . . ?
O2 C16 Mn1 179.0(4) . . ?
O3 C17 Mn1 178.6(8) . . ?
O3 C17 Mn1 172(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 C17 1.800(9) . ?
Mn1 C15 1.848(4) . ?
Mn1 C16 1.875(4) . ?
Mn1 C17 1.90(3) . ?
Mn1 P2 2.2537(10) . ?
Mn1 P1 2.2587(11) . ?
Mn1 Br2 2.413(3) . ?
Mn1 Br1 2.5070(11) . ?
P1 C1 1.701(4) . ?
P1 C5 1.728(4) . ?
P2 C10 1.704(4) . ?
P2 C6 1.719(4) . ?
C1 C2 1.389(6) . ?
C1 H1 0.9500 . ?
C2 C3 1.409(5) . ?
C2 C11 1.519(5) . ?
C3 C4 1.398(5) . ?
C3 C12 1.506(5) . ?
C4 C5 1.398(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.470(5) . ?
C6 C7 1.396(5) . ?
C7 C8 1.397(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.413(6) . ?
C8 C13 1.519(5) . ?
C9 C10 1.392(6) . ?
C9 C14 1.509(5) . ?
C10 H10 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 O1 1.116(5) . ?
C16 O2 1.083(5) . ?
C17 O3 1.188(11) . ?
C17 O3 1.15(4) . ?
