#------------------------------------------------------------------------------
#$Date: 2019-11-07 21:29:01 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223521 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/19/7231943.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_7231943
loop_
_publ_author_name
'Kia, Reza'
'Mahmoudi, Soheil'
'Raithby, Paul R.'
_publ_section_title
;
 New rhenium-tricarbonyl complexes bearing halogen-substituted bidentate
 ligands: structural, computational and Hirshfeld surfaces studies
;
_journal_issue                   1
_journal_name_full               CrystEngComm
_journal_page_first              77
_journal_paper_doi               10.1039/C8CE01860J
_journal_volume                  21
_journal_year                    2019
_chemical_formula_moiety         'C21 H12 Br Cl2 F6 N2 O3 Re'
_chemical_formula_sum            'C21 H12 Br Cl2 F6 N2 O3 Re'
_chemical_formula_weight         791.34
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-10-04 deposited with the CCDC.
2018-11-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.127(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.2547(4)
_cell_length_b                   26.9040(16)
_cell_length_c                   12.6293(7)
_cell_measurement_reflns_used    2563
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.58
_cell_measurement_theta_min      2.45
_cell_volume                     2461.3(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43'
_computing_data_collection       'CrysAlisPro 1.171.38.43'
_computing_data_reduction        'CrysAlisPro 1.171.38.43'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_structure_solution    OLEX2
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 8.1150
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_av_unetI/netI     0.0420
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            21636
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_min         3.404
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    6.850
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38414
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            pale-yellow
_exptl_crystal_density_diffrn    2.136
_exptl_crystal_description       block
_exptl_crystal_F_000             1496
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.880
_refine_diff_density_min         -0.858
_refine_diff_density_rms         0.124
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         4820
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0331
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0144P)²+3.5384P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0542
_refine_ls_wR_factor_ref         0.0571
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4144
_reflns_number_total             4820
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8ce01860j2.cif
_cod_data_source_block           C9
_cod_depositor_comments
'Adding full bibliography for 7231936--7231944.cif.'
_cod_database_code               7231943
_shelx_shelxl_version_number     2014/7
_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   0.494
_shelx_estimated_absorpt_t_max   0.726
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Re1 Re 0.97526(3) 0.63219(2) 0.22675(2) 0.01739(6) Uani 1 1 d . .
Br1 Br 0.83714(7) 0.60554(2) 0.03859(4) 0.02715(13) Uani 1 1 d . .
Cl2 Cl 1.26316(19) 0.76688(5) 0.34393(11) 0.0361(3) Uani 1 1 d . .
Cl1 Cl 1.3150(2) 0.50293(6) 0.42558(12) 0.0484(4) Uani 1 1 d . .
N1 N 1.2071(5) 0.58256(14) 0.1974(3) 0.0197(9) Uani 1 1 d . .
C12 C 0.8839(7) 0.77746(18) 0.1053(4) 0.0240(11) Uani 1 1 d . .
H12 H 0.8630 0.7641 0.0378 0.029 Uiso 1 1 calc R U
C6 C 1.1247(7) 0.4818(2) 0.3498(4) 0.0320(13) Uani 1 1 d . .
O1 O 0.7169(5) 0.56009(13) 0.3346(3) 0.0323(9) Uani 1 1 d . .
C5 C 1.0079(8) 0.4474(2) 0.3915(5) 0.0367(14) Uani 1 1 d . .
H5 H 1.0326 0.4347 0.4593 0.044 Uiso 1 1 calc R U
C19 C 1.0815(7) 0.64888(17) 0.3648(4) 0.0221(11) Uani 1 1 d . .
C15 C 0.9464(7) 0.81869(19) 0.3061(4) 0.0304(13) Uani 1 1 d . .
H15 H 0.9681 0.8324 0.3732 0.036 Uiso 1 1 calc R U
C14 C 0.7929(7) 0.83234(19) 0.2439(4) 0.0308(13) Uani 1 1 d . .
H14 H 0.7099 0.8552 0.2695 0.037 Uiso 1 1 calc R U
C9 C 1.3005(6) 0.65047(18) 0.0871(4) 0.0248(12) Uani 1 1 d . .
H9A H 1.4020 0.6715 0.0680 0.030 Uiso 1 1 calc R U
H9B H 1.2467 0.6352 0.0230 0.030 Uiso 1 1 calc R U
O2 O 0.6602(5) 0.70618(13) 0.2575(3) 0.0416(11) Uani 1 1 d . .
N2 N 1.1608(5) 0.68014(14) 0.1387(3) 0.0185(9) Uani 1 1 d . .
C17 C 0.8167(6) 0.58614(18) 0.2939(4) 0.0223(11) Uani 1 1 d . .
C8 C 1.3688(6) 0.61104(18) 0.1642(4) 0.0253(12) Uani 1 1 d . .
H8A H 1.4544 0.5891 0.1308 0.030 Uiso 1 1 calc R U
H8B H 1.4325 0.6263 0.2254 0.030 Uiso 1 1 calc R U
C1 C 1.0931(7) 0.50099(17) 0.2487(4) 0.0232(11) Uani 1 1 d . .
C18 C 0.7816(7) 0.67973(17) 0.2444(4) 0.0237(12) Uani 1 1 d . .
C16 C 1.0681(7) 0.78442(18) 0.2675(4) 0.0261(12) Uani 1 1 d . .
C3 C 0.8212(7) 0.45049(18) 0.2301(4) 0.0284(13) Uani 1 1 d . .
C11 C 1.0363(7) 0.76295(17) 0.1680(4) 0.0222(11) Uani 1 1 d . .
C10 C 1.1685(6) 0.72698(17) 0.1264(4) 0.0202(11) Uani 1 1 d . .
H10 H 1.2644 0.7396 0.0884 0.024 Uiso 1 1 calc R U
C7 C 1.2308(7) 0.53615(19) 0.2081(4) 0.0286(13) Uani 1 1 d . .
H7 H 1.3429 0.5231 0.1891 0.034 Uiso 1 1 calc R U
C20 C 0.6503(8) 0.4336(2) 0.1686(5) 0.0344(14) Uani 1 1 d . .
C2 C 0.9394(7) 0.48494(18) 0.1880(4) 0.0273(12) Uani 1 1 d . .
H2 H 0.9158 0.4971 0.1197 0.033 Uiso 1 1 calc R U
C13 C 0.7615(7) 0.81224(19) 0.1435(4) 0.0258(12) Uani 1 1 d . .
C4 C 0.8546(7) 0.4320(2) 0.3315(5) 0.0329(14) Uani 1 1 d . .
H4 H 0.7736 0.4092 0.3591 0.040 Uiso 1 1 calc R U
O3 O 1.1379(5) 0.65617(15) 0.4482(3) 0.0396(10) Uani 1 1 d . .
C21 C 0.5962(8) 0.8279(2) 0.0758(5) 0.0375(14) Uani 1 1 d . .
F5 F 0.6195(6) 0.86812(19) 0.0250(5) 0.139(3) Uani 1 1 d . .
F6 F 0.4466(5) 0.83220(17) 0.1292(3) 0.0703(12) Uani 1 1 d . .
F4 F 0.5451(5) 0.79371(18) 0.0028(3) 0.0820(14) Uani 1 1 d . .
F2 F 0.6494(4) 0.38462(11) 0.1513(3) 0.0423(9) Uani 1 1 d . .
F3 F 0.6284(5) 0.45485(15) 0.0729(3) 0.0684(12) Uani 1 1 d . .
F1 F 0.4964(4) 0.44248(12) 0.2188(3) 0.0525(10) Uani 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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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
C17 Re1 C19 88.3(2)
C17 Re1 C18 85.35(19)
C19 Re1 C18 89.9(2)
C17 Re1 N1 99.49(17)
C19 Re1 N1 91.29(17)
C18 Re1 N1 175.04(17)
C17 Re1 N2 174.95(17)
C19 Re1 N2 95.45(17)
C18 Re1 N2 98.00(16)
N1 Re1 N2 77.10(14)
C17 Re1 Br1 90.86(15)
C19 Re1 Br1 177.48(15)
C18 Re1 Br1 92.39(16)
N1 Re1 Br1 86.50(10)
N2 Re1 Br1 85.24(10)
C7 N1 C8 115.8(4)
C7 N1 Re1 133.0(3)
C8 N1 Re1 111.1(3)
C11 C12 C13 119.8(5)
C11 C12 H12 120.1
C13 C12 H12 120.1
C5 C6 C1 121.9(5)
C5 C6 Cl1 119.8(4)
C1 C6 Cl1 118.3(4)
C4 C5 C6 119.2(5)
C4 C5 H5 120.4
C6 C5 H5 120.4
O3 C19 Re1 175.6(4)
C14 C15 C16 119.3(5)
C14 C15 H15 120.4
C16 C15 H15 120.4
C15 C14 C13 120.3(5)
C15 C14 H14 119.8
C13 C14 H14 119.8
N2 C9 C8 107.8(4)
N2 C9 H9A 110.1
C8 C9 H9A 110.1
N2 C9 H9B 110.1
C8 C9 H9B 110.1
H9A C9 H9B 108.5
C10 N2 C9 116.6(4)
C10 N2 Re1 132.3(3)
C9 N2 Re1 111.1(3)
O1 C17 Re1 177.2(4)
N1 C8 C9 108.0(4)
N1 C8 H8A 110.1
C9 C8 H8A 110.1
N1 C8 H8B 110.1
C9 C8 H8B 110.1
H8A C8 H8B 108.4
C6 C1 C2 118.8(5)
C6 C1 C7 118.3(5)
C2 C1 C7 122.8(5)
O2 C18 Re1 176.3(4)
C15 C16 C11 121.2(5)
C15 C16 Cl2 120.2(4)
C11 C16 Cl2 118.7(4)
C4 C3 C2 121.0(5)
C4 C3 C20 118.0(5)
C2 C3 C20 121.0(5)
C12 C11 C16 119.3(5)
C12 C11 C10 119.7(4)
C16 C11 C10 120.9(5)
N2 C10 C11 124.8(4)
N2 C10 H10 117.6
C11 C10 H10 117.6
N1 C7 C1 125.0(4)
N1 C7 H7 117.5
C1 C7 H7 117.5
F1 C20 F2 104.9(4)
F1 C20 F3 106.9(5)
F2 C20 F3 105.9(5)
F1 C20 C3 113.0(5)
F2 C20 C3 112.4(4)
F3 C20 C3 113.1(5)
C1 C2 C3 119.4(5)
C1 C2 H2 120.3
C3 C2 H2 120.3
C14 C13 C12 120.1(5)
C14 C13 C21 120.0(5)
C12 C13 C21 119.8(5)
C5 C4 C3 119.8(5)
C5 C4 H4 120.1
C3 C4 H4 120.1
F5 C21 F6 108.7(6)
F5 C21 F4 106.0(6)
F6 C21 F4 102.0(5)
F5 C21 C13 113.8(5)
F6 C21 C13 113.0(5)
F4 C21 C13 112.5(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Re1 C17 1.919(5)
Re1 C19 1.921(6)
Re1 C18 1.922(5)
Re1 N1 2.195(4)
Re1 N2 2.208(4)
Re1 Br1 2.6278(6)
Cl2 C16 1.734(5)
Cl1 C6 1.733(6)
N1 C7 1.266(6)
N1 C8 1.481(6)
C12 C11 1.381(7)
C12 C13 1.394(7)
C12 H12 0.9300
C6 C5 1.380(7)
C6 C1 1.384(7)
O1 C17 1.149(5)
C5 C4 1.374(7)
C5 H5 0.9300
C19 O3 1.126(6)
C15 C14 1.377(7)
C15 C16 1.383(7)
C15 H15 0.9300
C14 C13 1.386(7)
C14 H14 0.9300
C9 N2 1.471(6)
C9 C8 1.506(7)
C9 H9A 0.9700
C9 H9B 0.9700
O2 C18 1.151(6)
N2 C10 1.271(6)
C8 H8A 0.9700
C8 H8B 0.9700
C1 C2 1.387(7)
C1 C7 1.487(7)
C16 C11 1.391(7)
C3 C4 1.383(7)
C3 C2 1.388(7)
C3 C20 1.497(7)
C11 C10 1.479(6)
C10 H10 0.9300
C7 H7 0.9300
C20 F1 1.335(6)
C20 F2 1.336(6)
C20 F3 1.339(6)
C2 H2 0.9300
C13 C21 1.495(7)
C4 H4 0.9300
C21 F5 1.273(7)
C21 F6 1.314(6)
C21 F4 1.341(7)
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
C1 C6 C5 C4 -0.8(8)
Cl1 C6 C5 C4 178.2(4)
C16 C15 C14 C13 -0.5(8)
C8 C9 N2 C10 137.3(4)
C8 C9 N2 Re1 -42.1(4)
C7 N1 C8 C9 141.2(5)
Re1 N1 C8 C9 -42.1(5)
N2 C9 C8 N1 55.3(5)
C5 C6 C1 C2 0.0(8)
Cl1 C6 C1 C2 -179.0(4)
C5 C6 C1 C7 -177.1(5)
Cl1 C6 C1 C7 3.9(6)
C14 C15 C16 C11 -1.1(8)
C14 C15 C16 Cl2 179.6(4)
C13 C12 C11 C16 -1.8(7)
C13 C12 C11 C10 -178.5(4)
C15 C16 C11 C12 2.3(7)
Cl2 C16 C11 C12 -178.5(4)
C15 C16 C11 C10 178.9(5)
Cl2 C16 C11 C10 -1.8(6)
C9 N2 C10 C11 177.3(4)
Re1 N2 C10 C11 -3.5(7)
C12 C11 C10 N2 -92.3(6)
C16 C11 C10 N2 91.1(6)
C8 N1 C7 C1 174.9(5)
Re1 N1 C7 C1 -0.9(8)
C6 C1 C7 N1 -106.7(6)
C2 C1 C7 N1 76.2(7)
C4 C3 C20 F1 56.4(6)
C2 C3 C20 F1 -121.5(5)
C4 C3 C20 F2 -62.1(6)
C2 C3 C20 F2 120.1(5)
C4 C3 C20 F3 178.1(5)
C2 C3 C20 F3 0.2(7)
C6 C1 C2 C3 0.4(7)
C7 C1 C2 C3 177.4(4)
C4 C3 C2 C1 0.0(7)
C20 C3 C2 C1 177.8(4)
C15 C14 C13 C12 0.9(8)
C15 C14 C13 C21 -178.9(5)
C11 C12 C13 C14 0.2(7)
C11 C12 C13 C21 -179.9(4)
C6 C5 C4 C3 1.1(8)
C2 C3 C4 C5 -0.8(8)
C20 C3 C4 C5 -178.6(5)
C14 C13 C21 F5 83.4(7)
C12 C13 C21 F5 -96.5(7)
C14 C13 C21 F6 -41.2(7)
C12 C13 C21 F6 138.9(5)
C14 C13 C21 F4 -156.0(5)
C12 C13 C21 F4 24.1(7)
