#------------------------------------------------------------------------------
#$Date: 2016-02-21 01:03:34 +0100 (dom 21 de feb de 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/66/2236678.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_2236678
loop_
_publ_author_name
'Apostolidis, Christos'
'Ahlmann, Martin'
'Walter, Olaf'
_publ_section_title
;
 fac-Bromidotricarbonyl[2-(diisopropylphosphanyl)benzaldehyde-κ²O,P]rhenium(I)
;
_journal_coeditor_code           VN2046
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1201
_journal_paper_doi               10.1107/S1600536812035957
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          '[Re Br (C13 H19 O P) (CO)3]'
_chemical_formula_moiety         'C16 H19 Br O4 P Re'
_chemical_formula_sum            'C16 H19 Br O4 P Re'
_chemical_formula_weight         572.39
_chemical_name_systematic
;
fac-Bromidotricarbonyl[2-(diisopropylphosphanyl)benzaldehyde-
κ²O,P]rhenium(I)
;
_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           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 125.29(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.750(2)
_cell_length_b                   15.194(3)
_cell_length_c                   13.699(3)
_cell_measurement_reflns_used    165
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      28.30
_cell_measurement_theta_min      2.26
_cell_volume                     1826.4(9)
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        'SAINT (Bruker, 1997)'
_computing_molecular_graphics
;
XPMA (Zsolnai, 1996), ORTEP (Farrugia, 1997)
;
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Siemens SMART 1000 CCD'
_diffrn_measurement_method       ω
_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  0.0269
_diffrn_reflns_av_sigmaI/netI    0.0184
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            18487
_diffrn_reflns_theta_full        28.30
_diffrn_reflns_theta_max         28.30
_diffrn_reflns_theta_min         2.26
_exptl_absorpt_coefficient_mu    8.944
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.630585
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS (Bruker, 1997)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.082
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cube
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.31
_refine_diff_density_max         0.511
_refine_diff_density_min         -1.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         4436
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.110
_refine_ls_R_factor_all          0.0212
_refine_ls_R_factor_gt           0.0184
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0228P)²+0.9870P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0445
_refine_ls_wR_factor_ref         0.0453
_reflns_number_gt                4095
_reflns_number_total             4436
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            vn2046.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               2236678
_cod_database_fobs_code          2236678
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
Re Re1 0.096757(10) 0.651316(6) 0.822326(9) 0.01984(4) Uani d . 1 1
Br Br1 0.09257(4) 0.70831(2) 1.00026(3) 0.03331(7) Uani d . 1 1
P P1 -0.17759(7) 0.68270(4) 0.68063(6) 0.01901(13) Uani d . 1 1
O O1 0.0136(2) 0.53062(12) 0.85118(17) 0.0246(4) Uani d . 1 1
O O2 0.2119(2) 0.83034(14) 0.8052(2) 0.0381(5) Uani d . 1 1
O O3 0.4316(2) 0.59455(16) 1.0029(2) 0.0446(6) Uani d . 1 1
O O4 0.1170(3) 0.57547(15) 0.6249(2) 0.0387(5) Uani d . 1 1
C C1 -0.2889(3) 0.63407(17) 0.7300(2) 0.0217(5) Uani d . 1 1
C C2 -0.4274(3) 0.6705(2) 0.6956(3) 0.0294(6) Uani d . 1 1
H H2 -0.4596 0.7228 0.6525 0.035(4) Uiso calc R 1 1
C C3 -0.5192(3) 0.6307(2) 0.7243(3) 0.0343(7) Uani d . 1 1
H H3 -0.6104 0.6571 0.7013 0.035(4) Uiso calc R 1 1
C C4 -0.4759(3) 0.5528(2) 0.7861(3) 0.0320(6) Uani d . 1 1
H H4 -0.5383 0.5258 0.8038 0.035(4) Uiso calc R 1 1
C C5 -0.3387(3) 0.51476(19) 0.8221(2) 0.0275(6) Uani d . 1 1
H H5 -0.3092 0.4618 0.8638 0.035(4) Uiso calc R 1 1
C C6 -0.2436(3) 0.55548(17) 0.7962(2) 0.0220(5) Uani d . 1 1
C C7 -0.1008(3) 0.50735(17) 0.8444(2) 0.0231(5) Uani d . 1 1
C C8 -0.2409(3) 0.79816(17) 0.6455(3) 0.0273(6) Uani d . 1 1
H H8 -0.3526 0.7981 0.5939 0.038(9) Uiso calc R 1 1
C C9 -0.1909(4) 0.8520(2) 0.7555(3) 0.0427(8) Uani d . 1 1
H H9A -0.0820 0.8576 0.8046 0.049(4) Uiso calc R 1 1
H H9B -0.2227 0.8231 0.8000 0.049(4) Uiso calc R 1 1
H H9C -0.2365 0.9093 0.7316 0.049(4) Uiso calc R 1 1
C C10 -0.1865(4) 0.8395(2) 0.5746(3) 0.0390(8) Uani d . 1 1
H H10A -0.2189 0.8998 0.5572 0.049(4) Uiso calc R 1 1
H H10B -0.2292 0.8077 0.5011 0.049(4) Uiso calc R 1 1
H H10C -0.0773 0.8368 0.6209 0.049(4) Uiso calc R 1 1
C C11 -0.2622(3) 0.6290(2) 0.5325(3) 0.0288(6) Uani d . 1 1
H H11 -0.2026 0.6485 0.5029 0.030(9) Uiso calc R 1 1
C C12 -0.4282(4) 0.6553(2) 0.4382(3) 0.0429(8) Uani d . 1 1
H H12A -0.4655 0.6244 0.3650 0.048(4) Uiso calc R 1 1
H H12B -0.4338 0.7176 0.4242 0.048(4) Uiso calc R 1 1
H H12C -0.4892 0.6404 0.4663 0.048(4) Uiso calc R 1 1
C C13 -0.2484(4) 0.5296(2) 0.5436(3) 0.0357(7) Uani d . 1 1
H H13A -0.3162 0.5073 0.5620 0.048(4) Uiso calc R 1 1
H H13B -0.1455 0.5138 0.6063 0.048(4) Uiso calc R 1 1
H H13C -0.2749 0.5047 0.4694 0.048(4) Uiso calc R 1 1
C C14 0.1677(3) 0.76221(19) 0.8091(2) 0.0262(6) Uani d . 1 1
C C15 0.3070(3) 0.6152(2) 0.9370(3) 0.0296(6) Uani d . 1 1
C C16 0.1055(3) 0.60419(18) 0.6968(3) 0.0256(6) Uani d . 1 1
H H7 -0.101(3) 0.4472(19) 0.876(2) 0.015(7) Uiso d . 1 1
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'
P P 0.1023 0.0942 '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'
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
C14 Re1 C16 90.87(12)
C14 Re1 C15 89.06(12)
C16 Re1 C15 89.00(12)
C14 Re1 O1 174.15(10)
C16 Re1 O1 94.97(9)
C15 Re1 O1 91.35(10)
C14 Re1 P1 96.71(8)
C16 Re1 P1 91.28(8)
C15 Re1 P1 174.22(8)
O1 Re1 P1 82.87(5)
C14 Re1 Br1 91.10(9)
C16 Re1 Br1 177.00(8)
C15 Re1 Br1 88.77(10)
O1 Re1 Br1 83.07(5)
P1 Re1 Br1 90.74(3)
C1 P1 C8 104.98(12)
C1 P1 C11 102.31(13)
C8 P1 C11 104.94(14)
C1 P1 Re1 111.71(9)
C8 P1 Re1 118.89(9)
C11 P1 Re1 112.42(10)
C7 O1 Re1 136.60(18)
C2 C1 C6 117.4(2)
C2 C1 P1 120.9(2)
C6 C1 P1 121.56(19)
C1 C2 C3 121.7(3)
C1 C2 H2 119.1
C3 C2 H2 119.1
C4 C3 C2 120.4(3)
C4 C3 H3 119.8
C2 C3 H3 119.8
C3 C4 C5 119.6(3)
C3 C4 H4 120.2
C5 C4 H4 120.2
C4 C5 C6 120.5(3)
C4 C5 H5 119.7
C6 C5 H5 119.7
C5 C6 C1 120.4(2)
C5 C6 C7 113.0(2)
C1 C6 C7 126.6(2)
O1 C7 C6 129.1(2)
O1 C7 H7 118.4(15)
C6 C7 H7 112.5(15)
C9 C8 C10 111.4(3)
C9 C8 P1 112.9(2)
C10 C8 P1 109.7(2)
C9 C8 H8 107.5
C10 C8 H8 107.5
P1 C8 H8 107.5
C8 C9 H9A 109.5
C8 C9 H9B 109.5
H9A C9 H9B 109.5
C8 C9 H9C 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
C8 C10 H10A 109.5
C8 C10 H10B 109.5
H10A C10 H10B 109.5
C8 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
C13 C11 C12 110.0(3)
C13 C11 P1 111.6(2)
C12 C11 P1 113.6(2)
C13 C11 H11 107.1
C12 C11 H11 107.1
P1 C11 H11 107.1
C11 C12 H12A 109.5
C11 C12 H12B 109.5
H12A C12 H12B 109.5
C11 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C11 C13 H13A 109.5
C11 C13 H13B 109.5
H13A C13 H13B 109.5
C11 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
O2 C14 Re1 177.4(3)
O3 C15 Re1 178.6(3)
O4 C16 Re1 177.2(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Re1 C14 1.901(3) yes
Re1 C15 1.943(3) yes
Re1 C16 1.915(3) yes
Re1 O1 2.1739(18) yes
Re1 P1 2.4655(13) yes
Re1 Br1 2.6116(6) yes
P1 C1 1.835(3) ?
P1 C8 1.842(3) ?
P1 C11 1.865(3) ?
O1 C7 1.231(3) ?
O2 C14 1.153(3) ?
O3 C15 1.144(3) ?
O4 C16 1.148(3) ?
C1 C2 1.392(4) ?
C1 C6 1.406(4) ?
C2 C3 1.393(4) ?
C2 H2 0.9300 ?
C3 C4 1.371(5) ?
C3 H3 0.9300 ?
C4 C5 1.383(4) ?
C4 H4 0.9300 ?
C5 C6 1.405(3) ?
C5 H5 0.9300 ?
C6 C7 1.468(4) ?
C7 H7 1.01(3) ?
C8 C9 1.514(5) ?
C8 C10 1.528(4) ?
C8 H8 0.9800 ?
C9 H9A 0.9600 ?
C9 H9B 0.9600 ?
C9 H9C 0.9600 ?
C10 H10A 0.9600 ?
C10 H10B 0.9600 ?
C10 H10C 0.9600 ?
C11 C13 1.517(4) ?
C11 C12 1.533(4) ?
C11 H11 0.9800 ?
C12 H12A 0.9600 ?
C12 H12B 0.9600 ?
C12 H12C 0.9600 ?
C13 H13A 0.9600 ?
C13 H13B 0.9600 ?
C13 H13C 0.9600 ?
