#------------------------------------------------------------------------------
#$Date: 2019-11-07 21:29:01 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223521 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/19/7231940.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_7231940
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         'C19 H12 Cl5 N2 O3 Re'
_chemical_formula_sum            'C19 H12 Cl5 N2 O3 Re'
_chemical_formula_weight         679.76
_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-2018/3
_audit_update_record
;
2018-10-04 deposited with the CCDC.
2018-11-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.0240(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.1210(1)
_cell_length_b                   33.7880(7)
_cell_length_c                   9.4780(2)
_cell_measurement_reflns_used    4356
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.98
_cell_measurement_theta_min      3.67
_cell_volume                     2267.86(7)
_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 0.989
_diffrn_measured_fraction_theta_max 0.986
_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  0.0478
_diffrn_reflns_av_unetI/netI     0.0721
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -43
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            13793
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.475
_diffrn_reflns_theta_min         3.238
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    5.971
_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    1.991
_exptl_crystal_description       block
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.020
_refine_diff_density_max         1.282
_refine_diff_density_min         -0.949
_refine_diff_density_rms         0.159
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         5118
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0336
_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)+(0.0104P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0532
_refine_ls_wR_factor_ref         0.0596
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3739
_reflns_number_total             5118
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8ce01860j2.cif
_cod_data_source_block           C6
_cod_depositor_comments
'Adding full bibliography for 7231936--7231944.cif.'
_cod_database_code               7231940
_shelx_shelxl_version_number     2018/3
_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   0.716
_shelx_estimated_absorpt_t_max   0.890
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 0.83712(2) 0.12532(2) 0.37131(2) 0.01929(7) Uani 1 1 d . .
Cl1 Cl 0.68712(13) 0.05996(3) 0.31366(11) 0.0241(3) Uani 1 1 d . .
O1 O 0.8065(4) 0.11989(11) 0.6911(3) 0.0393(9) Uani 1 1 d . .
N1 N 1.1137(4) 0.09655(11) 0.3566(3) 0.0184(8) Uani 1 1 d . .
C1 C 1.1972(5) 0.06266(14) 0.5825(4) 0.0203(10) Uani 1 1 d . .
Cl2 Cl 0.79809(15) 0.00374(4) 0.75986(12) 0.0327(3) Uani 1 1 d . .
C2 C 1.0308(5) 0.04334(13) 0.6042(4) 0.0219(11) Uani 1 1 d . .
H2A H 0.934529 0.040980 0.530358 0.026 Uiso 1 1 calc R U
N2 N 0.8597(4) 0.12465(11) 0.1407(3) 0.0198(8) Uani 1 1 d . .
O2 O 0.4582(4) 0.16882(10) 0.3719(3) 0.0375(9) Uani 1 1 d . .
Cl3 Cl 1.48532(14) 0.05529(4) 0.96969(11) 0.0318(3) Uani 1 1 d . .
C3 C 1.0089(5) 0.02772(14) 0.7350(5) 0.0222(11) Uani 1 1 d . .
O3 O 1.0238(5) 0.20588(11) 0.4277(4) 0.0492(10) Uani 1 1 d . .
Cl4 Cl 0.09550(17) 0.19460(5) -0.11905(18) 0.0695(5) Uani 1 1 d . .
C4 C 1.1465(6) 0.03045(14) 0.8475(5) 0.0246(11) Uani 1 1 d . .
H4A H 1.129171 0.019607 0.935352 0.029 Uiso 1 1 calc R U
Cl5 Cl 0.61742(19) 0.28287(5) 0.19053(15) 0.0534(4) Uani 1 1 d . .
C5 C 1.3129(5) 0.05007(15) 0.8252(5) 0.0254(11) Uani 1 1 d . .
C6 C 1.3413(5) 0.06572(14) 0.6949(4) 0.0223(11) Uani 1 1 d . .
H6A H 1.454639 0.078157 0.681537 0.027 Uiso 1 1 calc R U
C7 C 1.2321(5) 0.07802(14) 0.4444(4) 0.0236(11) Uani 1 1 d . .
H7A H 1.352222 0.074015 0.416843 0.028 Uiso 1 1 calc R U
C8 C 1.1771(5) 0.10437(14) 0.2147(4) 0.0242(11) Uani 1 1 d . .
H8A H 1.280986 0.087003 0.197987 0.029 Uiso 1 1 calc R U
H8B H 1.218789 0.131581 0.208228 0.029 Uiso 1 1 calc R U
C9 C 1.0081(5) 0.09654(14) 0.1069(5) 0.0258(11) Uani 1 1 d . .
H9A H 1.040857 0.100919 0.011358 0.031 Uiso 1 1 calc R U
H9B H 0.965006 0.069459 0.114332 0.031 Uiso 1 1 calc R U
C10 C 0.7637(5) 0.14043(14) 0.0342(5) 0.0264(11) Uani 1 1 d . .
H10A H 0.782955 0.131069 -0.055380 0.032 Uiso 1 1 calc R U
C11 C 0.6247(6) 0.17238(15) 0.0425(4) 0.0246(11) Uani 1 1 d . .
C12 C 0.4452(6) 0.16817(15) -0.0296(5) 0.0317(12) Uani 1 1 d . .
H12A H 0.410417 0.144997 -0.078536 0.038 Uiso 1 1 calc R U
C13 C 0.3188(6) 0.19966(17) -0.0266(6) 0.0388(14) Uani 1 1 d . .
C14 C 0.3672(6) 0.23461(16) 0.0417(5) 0.0396(14) Uani 1 1 d . .
H14A H 0.280184 0.255079 0.043334 0.047 Uiso 1 1 calc R U
C15 C 0.5491(6) 0.23860(16) 0.1080(5) 0.0333(12) Uani 1 1 d . .
C16 C 0.6764(6) 0.20785(16) 0.1104(5) 0.0313(12) Uani 1 1 d . .
H16A H 0.797006 0.210799 0.157301 0.038 Uiso 1 1 calc R U
C17 C 0.8246(5) 0.12089(14) 0.5705(5) 0.0244(11) Uani 1 1 d . .
C18 C 0.5990(6) 0.15211(14) 0.3674(4) 0.0250(11) Uani 1 1 d . .
C19 C 0.9568(6) 0.17517(17) 0.4069(5) 0.0302(12) 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'
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'
Cl Cl 0.1484 0.1585 '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
C19 Re1 C17 87.73(19)
C19 Re1 C18 87.94(19)
C17 Re1 C18 85.59(17)
C19 Re1 N2 96.14(17)
C17 Re1 N2 174.69(17)
C18 Re1 N2 98.15(15)
C19 Re1 N1 90.87(16)
C17 Re1 N1 99.34(15)
C18 Re1 N1 174.88(15)
N2 Re1 N1 77.02(12)
C19 Re1 Cl1 177.25(14)
C17 Re1 Cl1 94.83(14)
C18 Re1 Cl1 93.24(14)
N2 Re1 Cl1 81.24(10)
N1 Re1 Cl1 87.74(9)
C7 N1 C8 115.6(3)
C7 N1 Re1 134.5(3)
C8 N1 Re1 109.6(2)
C2 C1 C6 119.4(4)
C2 C1 C7 122.1(3)
C6 C1 C7 118.5(4)
C3 C2 C1 119.7(4)
C3 C2 H2A 120.2
C1 C2 H2A 120.2
C10 N2 C9 115.7(4)
C10 N2 Re1 133.7(3)
C9 N2 Re1 110.4(2)
C2 C3 C4 122.5(4)
C2 C3 Cl2 118.8(3)
C4 C3 Cl2 118.7(3)
C3 C4 C5 117.6(4)
C3 C4 H4A 121.2
C5 C4 H4A 121.2
C6 C5 C4 121.7(4)
C6 C5 Cl3 120.4(3)
C4 C5 Cl3 117.9(3)
C5 C6 C1 119.2(4)
C5 C6 H6A 120.4
C1 C6 H6A 120.4
N1 C7 C1 126.5(4)
N1 C7 H7A 116.7
C1 C7 H7A 116.7
N1 C8 C9 106.4(3)
N1 C8 H8A 110.4
C9 C8 H8A 110.4
N1 C8 H8B 110.4
C9 C8 H8B 110.4
H8A C8 H8B 108.6
N2 C9 C8 106.1(3)
N2 C9 H9A 110.5
C8 C9 H9A 110.5
N2 C9 H9B 110.5
C8 C9 H9B 110.5
H9A C9 H9B 108.7
N2 C10 C11 124.9(4)
N2 C10 H10A 117.5
C11 C10 H10A 117.5
C16 C11 C12 120.0(4)
C16 C11 C10 120.6(4)
C12 C11 C10 119.1(4)
C11 C12 C13 118.2(5)
C11 C12 H12A 120.9
C13 C12 H12A 120.9
C14 C13 C12 122.3(4)
C14 C13 Cl4 119.5(4)
C12 C13 Cl4 118.1(4)
C13 C14 C15 118.3(5)
C13 C14 H14A 120.8
C15 C14 H14A 120.8
C16 C15 C14 121.1(5)
C16 C15 Cl5 119.4(4)
C14 C15 Cl5 119.6(4)
C15 C16 C11 120.0(4)
C15 C16 H16A 120.0
C11 C16 H16A 120.0
O1 C17 Re1 175.4(4)
O2 C18 Re1 176.6(4)
O3 C19 Re1 177.9(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Re1 C19 1.902(6)
Re1 C17 1.905(5)
Re1 C18 1.919(5)
Re1 N2 2.209(3)
Re1 N1 2.214(3)
Re1 Cl1 2.4890(11)
O1 C17 1.164(5)
N1 C7 1.284(5)
N1 C8 1.487(5)
C1 C2 1.387(6)
C1 C6 1.403(5)
C1 C7 1.454(6)
Cl2 C3 1.744(4)
C2 C3 1.371(6)
C2 H2A 0.9300
N2 C10 1.274(5)
N2 C9 1.481(5)
O2 C18 1.156(5)
Cl3 C5 1.750(4)
C3 C4 1.373(5)
O3 C19 1.150(6)
Cl4 C13 1.741(5)
C4 C5 1.393(6)
C4 H4A 0.9300
Cl5 C15 1.734(5)
C5 C6 1.378(6)
C6 H6A 0.9300
C7 H7A 0.9300
C8 C9 1.517(5)
C8 H8A 0.9700
C8 H8B 0.9700
C9 H9A 0.9700
C9 H9B 0.9700
C10 C11 1.472(6)
C10 H10A 0.9300
C11 C16 1.391(6)
C11 C12 1.392(5)
C12 C13 1.396(6)
C12 H12A 0.9300
C13 C14 1.373(7)
C14 C15 1.386(6)
C14 H14A 0.9300
C15 C16 1.377(6)
C16 H16A 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
C6 C1 C2 C3 0.4(7)
C7 C1 C2 C3 176.8(4)
C1 C2 C3 C4 0.1(7)
C1 C2 C3 Cl2 179.7(3)
C2 C3 C4 C5 0.2(7)
Cl2 C3 C4 C5 -179.4(3)
C3 C4 C5 C6 -1.0(7)
C3 C4 C5 Cl3 177.7(4)
C4 C5 C6 C1 1.5(7)
Cl3 C5 C6 C1 -177.1(3)
C2 C1 C6 C5 -1.2(7)
C7 C1 C6 C5 -177.7(4)
C8 N1 C7 C1 -172.2(4)
Re1 N1 C7 C1 14.4(7)
C2 C1 C7 N1 42.3(7)
C6 C1 C7 N1 -141.2(5)
C7 N1 C8 C9 138.6(4)
Re1 N1 C8 C9 -46.3(4)
C10 N2 C9 C8 139.8(4)
Re1 N2 C9 C8 -45.7(4)
N1 C8 C9 N2 60.7(4)
C9 N2 C10 C11 -172.7(4)
Re1 N2 C10 C11 14.4(7)
N2 C10 C11 C16 56.4(7)
N2 C10 C11 C12 -129.5(5)
C16 C11 C12 C13 -2.5(7)
C10 C11 C12 C13 -176.7(4)
C11 C12 C13 C14 1.6(7)
C11 C12 C13 Cl4 179.1(3)
C12 C13 C14 C15 0.8(8)
Cl4 C13 C14 C15 -176.6(4)
C13 C14 C15 C16 -2.4(7)
C13 C14 C15 Cl5 178.0(4)
C14 C15 C16 C11 1.5(7)
Cl5 C15 C16 C11 -178.9(4)
C12 C11 C16 C15 1.0(7)
C10 C11 C16 C15 175.0(4)
