#------------------------------------------------------------------------------
#$Date: 2022-05-18 04:31:54 +0300 (Wed, 18 May 2022) $
#$Revision: 275501 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/26/2022611.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_2022611
loop_
_publ_author_name
'Schutte-Smith, Marietjie'
'Visser, Hendrik Gideon'
_publ_section_title
;
 Crystal and molecular structures of fac-[Re(Bid)(PPh₃)(CO)₃]
 [Bid is tropolone (TropH) and tribromotropolone (TropBr₃H)]
;
_journal_coeditor_code           OC3014
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S205322962200465X
_journal_volume                  78
_journal_year                    2022
_chemical_formula_iupac          '[Re (C7 H2 Br3 O2) (C18 H15 P) (C O)3]'
_chemical_formula_moiety         'C28 H17 Br3 O5 P Re'
_chemical_formula_sum            'C28 H17 Br3 O5 P Re'
_chemical_formula_weight         890.32
_chemical_name_systematic
fac-Tricarbonyl(3,5,7-tribromotropolonato-κ²O,O')(triphenylphosphane-κP)rhenium(I)
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                102.221(5)
_cell_angle_beta                 93.891(5)
_cell_angle_gamma                109.093(5)
_cell_formula_units_Z            2
_cell_length_a                   8.5413(12)
_cell_length_b                   8.7024(13)
_cell_length_c                   20.376(3)
_cell_measurement_reflns_used    9973
_cell_measurement_temperature    104(2)
_cell_measurement_theta_max      28.29
_cell_measurement_theta_min      2.55
_cell_volume                     1383.3(4)
_computing_cell_refinement
;
SAINT-Plus (Bruker, 2012)
;
_computing_data_collection
;
APEX2 (Bruker, 2012)
;
_computing_data_reduction
;
SAINT-Plus (Bruker, 2012)
;
_computing_molecular_graphics
;
DIAMOND (Brandenburg & Putz, 2019)
;
_computing_publication_material
;
WinGX (Farrugia, 2012) and DIAMOND (Brandenburg & Putz,
2019)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      104(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0675
_diffrn_reflns_av_unetI/netI     0.0479
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            34880
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.331
_diffrn_reflns_theta_min         2.068
_exptl_absorpt_coefficient_mu    8.820
_exptl_absorpt_correction_T_max  0.728
_exptl_absorpt_correction_T_min  0.690
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2012)
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.138
_exptl_crystal_description       stout
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.176
_exptl_crystal_size_mid          0.036
_exptl_crystal_size_min          0.036
_refine_diff_density_max         0.932
_refine_diff_density_min         -1.485
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         6818
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0288
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+2.6793P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0571
_refine_ls_wR_factor_ref         0.0618
_reflns_number_gt                5913
_reflns_number_total             6818
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            oc3014sup1.cif
_cod_data_source_block           2
_cod_original_cell_volume        1383.3(3)
_cod_database_code               2022611
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.306
_shelx_estimated_absorpt_t_max   0.742
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Re Re1 0.34371(2) 0.51462(2) 0.23619(2) 0.01495(5) Uani d 1 . .
Br Br1 0.20138(5) 0.09101(5) 0.37277(2) 0.02757(11) Uani d 1 . .
Br Br3 0.84257(5) 0.83501(6) 0.41990(2) 0.02938(11) Uani d 1 . .
Br Br2 0.78047(5) 0.33967(6) 0.54936(2) 0.03099(11) Uani d 1 . .
P P1 0.54024(11) 0.39220(13) 0.18066(5) 0.0151(2) Uani d 1 . .
O O12 0.3101(3) 0.3526(3) 0.30298(14) 0.0173(6) Uani d 1 . .
O O11 0.5457(3) 0.6347(3) 0.32020(13) 0.0168(6) Uani d 1 . .
O O1 0.4042(4) 0.7481(4) 0.14031(15) 0.0252(7) Uani d 1 . .
O O2 0.0536(3) 0.2717(4) 0.12850(16) 0.0286(7) Uani d 1 . .
O O3 0.1118(4) 0.6938(4) 0.29969(16) 0.0263(7) Uani d 1 . .
C C1 0.3838(4) 0.6630(5) 0.1768(2) 0.0166(8) Uani d 1 . .
C C31 0.7272(4) 0.5482(5) 0.1641(2) 0.0177(8) Uani d 1 . .
C C12 0.4222(5) 0.3904(5) 0.3542(2) 0.0171(8) Uani d 1 . .
C C16 0.7463(5) 0.5456(5) 0.4653(2) 0.0207(9) Uani d 1 . .
H H16 0.850648 0.611307 0.493127 0.025 Uiso calc 1 . .
C C13 0.4042(5) 0.2776(5) 0.3969(2) 0.0192(8) Uani d 1 . .
C C11 0.5588(4) 0.5511(5) 0.36368(19) 0.0155(7) Uani d 1 . .
C C14 0.5107(5) 0.2750(5) 0.4502(2) 0.0207(8) Uani d 1 . .
H H14 0.473096 0.180912 0.469142 0.025 Uiso calc 1 . .
C C2 0.1619(5) 0.3673(5) 0.1684(2) 0.0196(8) Uani d 1 . .
C C15 0.6653(5) 0.3928(6) 0.4791(2) 0.0216(9) Uani d 1 . .
C C36 0.7773(5) 0.7145(5) 0.1999(2) 0.0195(8) Uani d 1 . .
H H36 0.713497 0.747856 0.232854 0.023 Uiso calc 1 . .
C C3 0.1976(5) 0.6252(5) 0.2784(2) 0.0195(8) Uani d 1 . .
C C41 0.6223(5) 0.2739(5) 0.22865(19) 0.0164(8) Uani d 1 . .
C C17 0.6966(5) 0.6162(5) 0.4167(2) 0.0188(8) Uani d 1 . .
C C21 0.4454(5) 0.2534(5) 0.0969(2) 0.0182(8) Uani d 1 . .
C C35 0.9204(5) 0.8337(6) 0.1882(2) 0.0248(9) Uani d 1 . .
H H35 0.953631 0.948010 0.212415 0.030 Uiso calc 1 . .
C C33 0.9654(5) 0.6163(6) 0.1050(2) 0.0271(10) Uani d 1 . .
H H33 1.030558 0.582921 0.072702 0.033 Uiso calc 1 . .
C C32 0.8217(5) 0.4985(5) 0.1167(2) 0.0212(8) Uani d 1 . .
H H32 0.788150 0.384355 0.092208 0.025 Uiso calc 1 . .
C C42 0.5127(5) 0.1357(5) 0.2467(2) 0.0209(8) Uani d 1 . .
H H42 0.395756 0.099066 0.231562 0.025 Uiso calc 1 . .
C C34 1.0131(5) 0.7830(6) 0.1408(2) 0.0252(10) Uani d 1 . .
H H34 1.110932 0.863403 0.132541 0.030 Uiso calc 1 . .
C C26 0.3990(5) 0.0804(5) 0.0832(2) 0.0254(9) Uani d 1 . .
H H26 0.427315 0.029290 0.116835 0.031 Uiso calc 1 . .
C C22 0.4046(5) 0.3266(5) 0.0467(2) 0.0231(9) Uani d 1 . .
H H22 0.435001 0.445147 0.055876 0.028 Uiso calc 1 . .
C C45 0.8523(6) 0.2426(7) 0.2927(3) 0.0348(11) Uani d 1 . .
H H45 0.968798 0.279725 0.308745 0.042 Uiso calc 1 . .
C C43 0.5751(6) 0.0525(5) 0.2867(2) 0.0261(9) Uani d 1 . .
H H43 0.500716 -0.042640 0.298282 0.031 Uiso calc 1 . .
C C23 0.3206(5) 0.2281(6) -0.0159(2) 0.0290(10) Uani d 1 . .
H H23 0.296538 0.278796 -0.050383 0.035 Uiso calc 1 . .
C C24 0.2706(6) 0.0541(7) -0.0289(2) 0.0345(12) Uani d 1 . .
H H24 0.208942 -0.014516 -0.071564 0.041 Uiso calc 1 . .
C C46 0.7922(5) 0.3259(6) 0.2522(2) 0.0250(9) Uani d 1 . .
H H46 0.868070 0.419631 0.240333 0.030 Uiso calc 1 . .
C C44 0.7445(6) 0.1066(6) 0.3100(2) 0.0305(10) Uani d 1 . .
H H44 0.786296 0.049770 0.337883 0.037 Uiso calc 1 . .
C C25 0.3114(6) -0.0175(6) 0.0206(2) 0.0363(12) Uani d 1 . .
H H25 0.278750 -0.136146 0.011676 0.044 Uiso calc 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'
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'
P P 0.1023 0.0942 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 Re1 C1 . . 86.27(16) ?
C2 Re1 C3 . . 90.47(17) ?
C1 Re1 C3 . . 88.72(17) ?
C2 Re1 O12 . . 95.53(14) ?
C1 Re1 O12 . . 177.62(13) ?
C3 Re1 O12 . . 92.81(14) ?
C2 Re1 O11 . . 167.93(14) ?
C1 Re1 O11 . . 105.04(13) ?
C3 Re1 O11 . . 93.90(13) ?
O12 Re1 O11 . . 73.05(10) y
C2 Re1 P1 . . 91.16(13) ?
C1 Re1 P1 . . 87.84(12) ?
C3 Re1 P1 . . 176.09(11) y
O12 Re1 P1 . . 90.57(8) ?
O11 Re1 P1 . . 85.20(8) ?
C41 P1 C21 . . 107.08(19) ?
C41 P1 C31 . . 104.34(17) ?
C21 P1 C31 . . 103.82(18) ?
C41 P1 Re1 . . 114.79(13) ?
C21 P1 Re1 . . 112.03(14) ?
C31 P1 Re1 . . 113.84(15) ?
C12 O12 Re1 . . 118.7(2) y
C11 O11 Re1 . . 117.4(2) y
O1 C1 Re1 . . 178.2(3) ?
C36 C31 C32 . . 119.8(4) ?
C36 C31 P1 . . 120.4(3) ?
C32 C31 P1 . . 119.8(3) ?
O12 C12 C13 . . 118.8(3) ?
O12 C12 C11 . . 115.3(3) ?
C13 C12 C11 . . 126.0(3) ?
C15 C16 C17 . . 128.9(4) ?
C15 C16 H16 . . 115.5 ?
C17 C16 H16 . . 115.5 ?
C14 C13 C12 . . 131.7(3) ?
C14 C13 Br1 . . 114.4(3) ?
C12 C13 Br1 . . 113.8(3) ?
O11 C11 C17 . . 120.4(3) ?
O11 C11 C12 . . 115.1(3) ?
C17 C11 C12 . . 124.5(3) ?
C13 C14 C15 . . 127.6(4) ?
C13 C14 H14 . . 116.2 ?
C15 C14 H14 . . 116.2 ?
O2 C2 Re1 . . 176.5(4) ?
C14 C15 C16 . . 129.0(4) ?
C14 C15 Br2 . . 115.3(3) ?
C16 C15 Br2 . . 115.7(3) ?
C31 C36 C35 . . 120.8(4) ?
C31 C36 H36 . . 119.6 ?
C35 C36 H36 . . 119.6 ?
O3 C3 Re1 . . 175.8(3) ?
C46 C41 C42 . . 118.8(4) ?
C46 C41 P1 . . 120.9(3) ?
C42 C41 P1 . . 120.1(3) ?
C16 C17 C11 . . 131.3(4) ?
C16 C17 Br3 . . 114.1(3) ?
C11 C17 Br3 . . 114.6(3) ?
C26 C21 C22 . . 119.4(4) ?
C26 C21 P1 . . 123.2(3) ?
C22 C21 P1 . . 117.1(3) ?
C34 C35 C36 . . 119.0(4) ?
C34 C35 H35 . . 120.5 ?
C36 C35 H35 . . 120.5 ?
C34 C33 C32 . . 119.7(4) ?
C34 C33 H33 . . 120.2 ?
C32 C33 H33 . . 120.2 ?
C31 C32 C33 . . 119.9(4) ?
C31 C32 H32 . . 120.1 ?
C33 C32 H32 . . 120.1 ?
C43 C42 C41 . . 119.8(4) ?
C43 C42 H42 . . 120.1 ?
C41 C42 H42 . . 120.1 ?
C35 C34 C33 . . 121.0(4) ?
C35 C34 H34 . . 119.5 ?
C33 C34 H34 . . 119.5 ?
C25 C26 C21 . . 119.8(4) ?
C25 C26 H26 . . 120.1 ?
C21 C26 H26 . . 120.1 ?
C23 C22 C21 . . 120.3(4) ?
C23 C22 H22 . . 119.9 ?
C21 C22 H22 . . 119.9 ?
C44 C45 C46 . . 120.3(4) ?
C44 C45 H45 . . 119.8 ?
C46 C45 H45 . . 119.8 ?
C44 C43 C42 . . 120.5(4) ?
C44 C43 H43 . . 119.7 ?
C42 C43 H43 . . 119.7 ?
C22 C23 C24 . . 120.2(4) ?
C22 C23 H23 . . 119.9 ?
C24 C23 H23 . . 119.9 ?
C25 C24 C23 . . 119.3(4) ?
C25 C24 H24 . . 120.3 ?
C23 C24 H24 . . 120.3 ?
C45 C46 C41 . . 120.6(4) ?
C45 C46 H46 . . 119.7 ?
C41 C46 H46 . . 119.7 ?
C45 C44 C43 . . 119.9(4) ?
C45 C44 H44 . . 120.1 ?
C43 C44 H44 . . 120.1 ?
C24 C25 C26 . . 121.0(5) ?
C24 C25 H25 . . 119.5 ?
C26 C25 H25 . . 119.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Re1 C2 . 1.903(4) y
Re1 C1 . 1.917(4) y
Re1 C3 . 1.950(5) y
Re1 O12 . 2.127(3) y
Re1 O11 . 2.159(2) y
Re1 P1 . 2.4799(11) y
Br1 C13 . 1.893(4) ?
Br3 C17 . 1.889(4) ?
Br2 C15 . 1.902(4) ?
P1 C41 . 1.820(4) ?
P1 C21 . 1.824(4) ?
P1 C31 . 1.831(4) ?
O12 C12 . 1.276(4) ?
O11 C11 . 1.280(4) ?
O1 C1 . 1.139(5) ?
O2 C2 . 1.148(5) ?
O3 C3 . 1.140(5) ?
C31 C36 . 1.384(6) ?
C31 C32 . 1.390(6) ?
C12 C13 . 1.423(5) ?
C12 C11 . 1.464(5) ?
C16 C15 . 1.381(6) ?
C16 C17 . 1.383(5) ?
C16 H16 . 0.9500 ?
C13 C14 . 1.376(5) ?
C11 C17 . 1.415(5) ?
C14 C15 . 1.377(6) ?
C14 H14 . 0.9500 ?
C36 C35 . 1.393(5) ?
C36 H36 . 0.9500 ?
C41 C46 . 1.388(5) ?
C41 C42 . 1.399(5) ?
C21 C26 . 1.384(6) ?
C21 C22 . 1.395(6) ?
C35 C34 . 1.380(7) ?
C35 H35 . 0.9500 ?
C33 C34 . 1.388(7) ?
C33 C32 . 1.390(5) ?
C33 H33 . 0.9500 ?
C32 H32 . 0.9500 ?
C42 C43 . 1.385(6) ?
C42 H42 . 0.9500 ?
C34 H34 . 0.9500 ?
C26 C25 . 1.381(6) ?
C26 H26 . 0.9500 ?
C22 C23 . 1.374(6) ?
C22 H22 . 0.9500 ?
C45 C44 . 1.370(6) ?
C45 C46 . 1.382(6) ?
C45 H45 . 0.9500 ?
C43 C44 . 1.381(6) ?
C43 H43 . 0.9500 ?
C23 C24 . 1.392(7) ?
C23 H23 . 0.9500 ?
C24 C25 . 1.374(7) ?
C24 H24 . 0.9500 ?
C46 H46 . 0.9500 ?
C44 H44 . 0.9500 ?
C25 H25 . 0.9500 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C24 H24 O2 2 0.95 2.58 3.390(5) 143.5 yes
C26 H26 O1 1_545 0.95 2.54 3.350(5) 143.3 yes
C36 H36 O11 . 0.95 2.52 3.299(5) 139.2 yes
C44 H44 Br3 1_545 0.95 2.88 3.819(4) 168.3 yes
C46 H46 O3 1_655 0.95 2.58 3.354(5) 138.4 yes

_cod_database_fobs_code 2022611
