#------------------------------------------------------------------------------
#$Date: 2021-03-05 03:55:29 +0200 (Fri, 05 Mar 2021) $
#$Revision: 262605 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/65/7706588.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_7706588
loop_
_publ_author_name
'Schlachter, Adrien'
'Juvenal, Frank'
'Kinghat Tangou, Rodolphe'
'Khatyr, Abderrahim'
'Guyon, Fabrice'
'Karsenti, Paul-Ludovic'
'Strohmann, Carsten'
'Kubicki, Marek M.'
'Rousselin, Yoann'
'Harvey, Pierre D.'
'Knorr, Michael'
_publ_section_title
;
 2-Azabutadiene complexes of rhenium(I): S,N-chelated
 species with photophysical properties heavily governed by the ligand
 hidden traits.
;
_journal_issue                   8
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2945
_journal_page_last               2963
_journal_paper_doi               10.1039/d0dt04183a
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         'C24 H25 Br N O3 Re S2'
_chemical_formula_sum            'C24 H25 Br N O3 Re S2'
_chemical_formula_weight         705.68
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2020-06-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-06-10 deposited with the CCDC.	2021-02-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   13.812(3)
_cell_length_b                   18.927(3)
_cell_length_c                   19.852(3)
_cell_measurement_reflns_used    99
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      24.6
_cell_measurement_theta_min      2.8
_cell_volume                     5189.7(16)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      173.15
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            42398
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.998
_diffrn_reflns_theta_min         2.094
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_exptl_absorpt_coefficient_mu    6.409
_exptl_absorpt_correction_T_max  0.616219
_exptl_absorpt_correction_T_min  0.3605
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS v.2.10 (Bruker,2003) was used for absorption correction. R(int) was 0.0849 before and 0.0300 after correction. The Ratio of minimum to maximum transmission is 0.6162. The λ/2 correction factor is 0.0015.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.806
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2736
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.754
_refine_diff_density_min         -0.565
_refine_diff_density_rms         0.089
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         5654
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0237
_refine_ls_R_factor_gt           0.0188
_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)+(0.0219P)²+3.3361P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0430
_refine_ls_wR_factor_ref         0.0445
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5003
_reflns_number_total             5654
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt04183a2.cif
_cod_data_source_block           mk2m
_cod_depositor_comments
'Adding full bibliography for 7706579--7706589.cif.'
_cod_original_cell_volume        5189.5(15)
_cod_database_code               7706588
_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_max   0.361
_shelx_estimated_absorpt_t_min   0.249
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C21(H21), C24(H24)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C12(H12), C13(H13), C14(H14),
 C15(H15), C16(H16), C19(H19)
2.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C25(H25A,H25B,H25C), C26(H26A,H26B,
 H26C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, 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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br 0.22792(2) 0.21449(2) 0.55055(2) 0.02781(6) Uani 1 1 d . . . . .
C1 C 0.43328(18) 0.13344(13) 0.71064(13) 0.0244(5) Uani 1 1 d . . . . .
C2 C 0.3672(2) 0.26122(14) 0.67498(14) 0.0297(6) Uani 1 1 d . . . . .
C3 C 0.24723(19) 0.15620(13) 0.70455(13) 0.0247(5) Uani 1 1 d . . . . .
C4 C 0.26386(17) 0.02109(12) 0.59199(12) 0.0195(5) Uani 1 1 d . . . . .
C5 C 0.24212(18) 0.00157(13) 0.66270(12) 0.0220(5) Uani 1 1 d . . . . .
C6 C 0.3179(2) -0.01227(14) 0.70623(14) 0.0302(6) Uani 1 1 d . . . . .
H6 H 0.3828 -0.0080 0.6909 0.036 Uiso 1 1 calc R . . . .
C7 C 0.2997(3) -0.03230(16) 0.77211(15) 0.0436(8) Uani 1 1 d . . . . .
H7 H 0.3520 -0.0424 0.8017 0.052 Uiso 1 1 calc R . . . .
C8 C 0.2057(3) -0.03756(15) 0.79470(15) 0.0461(9) Uani 1 1 d . . . . .
H8 H 0.1933 -0.0502 0.8402 0.055 Uiso 1 1 calc R . . . .
C9 C 0.1298(3) -0.02464(16) 0.75181(16) 0.0415(8) Uani 1 1 d . . . . .
H9 H 0.0652 -0.0284 0.7678 0.050 Uiso 1 1 calc R . . . .
C10 C 0.14704(19) -0.00607(14) 0.68527(16) 0.0321(6) Uani 1 1 d . . . . .
H10 H 0.0944 0.0014 0.6553 0.038 Uiso 1 1 calc R . . . .
C11 C 0.20699(17) -0.01465(13) 0.53843(12) 0.0216(5) Uani 1 1 d . . . . .
C12 C 0.16177(18) 0.02581(15) 0.48905(14) 0.0278(6) Uani 1 1 d . . . . .
H12 H 0.1723 0.0754 0.4873 0.033 Uiso 1 1 calc R . . . .
C13 C 0.1012(2) -0.00633(16) 0.44235(14) 0.0361(7) Uani 1 1 d . . . . .
H13 H 0.0693 0.0214 0.4093 0.043 Uiso 1 1 calc R . . . .
C14 C 0.0873(2) -0.07900(17) 0.44393(15) 0.0405(7) Uani 1 1 d . . . . .
H14 H 0.0464 -0.1009 0.4117 0.049 Uiso 1 1 calc R . . . .
C15 C 0.1327(2) -0.11921(16) 0.49214(16) 0.0397(7) Uani 1 1 d . . . . .
H15 H 0.1241 -0.1690 0.4924 0.048 Uiso 1 1 calc R . . . .
C16 C 0.1911(2) -0.08755(14) 0.54049(14) 0.0298(6) Uani 1 1 d . . . . .
H16 H 0.2202 -0.1154 0.5748 0.036 Uiso 1 1 calc R . . . .
N N 0.33066(14) 0.06867(10) 0.58003(10) 0.0180(4) Uani 1 1 d . . . . .
C19 C 0.37294(16) 0.06936(12) 0.51522(12) 0.0188(5) Uani 1 1 d . . . . .
H19 H 0.3520 0.0352 0.4833 0.023 Uiso 1 1 calc R . . . .
C20 C 0.44089(17) 0.11568(12) 0.49659(11) 0.0191(5) Uani 1 1 d . . . . .
C21 C 0.50157(18) 0.19295(13) 0.38337(13) 0.0246(5) Uani 1 1 d . . . . .
H21 H 0.5319 0.2276 0.4150 0.029 Uiso 1 1 calc R . . . .
C22 C 0.3977(2) 0.21543(15) 0.36988(14) 0.0329(6) Uani 1 1 d . . . . .
H22A H 0.3971 0.2635 0.3516 0.049 Uiso 1 1 calc GR . . . .
H22B H 0.3609 0.2143 0.4121 0.049 Uiso 1 1 calc GR . . . .
H22C H 0.3682 0.1830 0.3373 0.049 Uiso 1 1 calc GR . . . .
C23 C 0.5625(2) 0.18923(16) 0.31950(14) 0.0359(7) Uani 1 1 d . . . . .
H23A H 0.5330 0.1558 0.2879 0.054 Uiso 1 1 calc GR . . . .
H23B H 0.6280 0.1733 0.3308 0.054 Uiso 1 1 calc GR . . . .
H23C H 0.5657 0.2361 0.2987 0.054 Uiso 1 1 calc GR . . . .
C24 C 0.59625(18) 0.17531(14) 0.56982(13) 0.0258(6) Uani 1 1 d . . . . .
H24 H 0.6339 0.1794 0.5270 0.031 Uiso 1 1 calc R . . . .
C25 C 0.6175(2) 0.10327(15) 0.60004(14) 0.0315(6) Uani 1 1 d . . . . .
H25A H 0.6877 0.0961 0.6023 0.047 Uiso 1 1 calc GR . . . .
H25B H 0.5883 0.0665 0.5718 0.047 Uiso 1 1 calc GR . . . .
H25C H 0.5901 0.1007 0.6455 0.047 Uiso 1 1 calc GR . . . .
C26 C 0.6257(2) 0.23655(17) 0.61518(15) 0.0372(7) Uani 1 1 d . . . . .
H26A H 0.5879 0.2348 0.6570 0.056 Uiso 1 1 calc GR . . . .
H26B H 0.6132 0.2813 0.5920 0.056 Uiso 1 1 calc GR . . . .
H26C H 0.6948 0.2329 0.6258 0.056 Uiso 1 1 calc GR . . . .
O1 O 0.47691(14) 0.11425(12) 0.75681(10) 0.0387(5) Uani 1 1 d . . . . .
O2 O 0.3773(2) 0.31809(11) 0.69332(12) 0.0521(6) Uani 1 1 d . . . . .
O3 O 0.18717(16) 0.15295(11) 0.74433(11) 0.0418(5) Uani 1 1 d . . . . .
Re Re 0.35126(2) 0.16771(2) 0.64104(2) 0.01734(4) Uani 1 1 d . . . . .
S1 S 0.50695(4) 0.10441(3) 0.42165(3) 0.02325(13) Uani 1 1 d . . . . .
S2 S 0.46754(4) 0.18879(3) 0.54944(3) 0.01911(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'
Br Br -0.2901 2.4595 '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'
S S 0.1246 0.1234 '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
O1 C1 Re 174.1(2) . . ?
O2 C2 Re 177.8(3) . . ?
O3 C3 Re 175.9(2) . . ?
C5 C4 C11 117.2(2) . . ?
N C4 C5 119.0(2) . . ?
N C4 C11 123.8(2) . . ?
C6 C5 C4 119.1(2) . . ?
C6 C5 C10 119.5(3) . . ?
C10 C5 C4 121.4(2) . . ?
C5 C6 C7 120.3(3) . . ?
C8 C7 C6 119.9(3) . . ?
C9 C8 C7 120.3(3) . . ?
C8 C9 C10 120.3(3) . . ?
C9 C10 C5 119.6(3) . . ?
C12 C11 C4 119.4(2) . . ?
C12 C11 C16 119.6(2) . . ?
C16 C11 C4 120.8(2) . . ?
C13 C12 C11 120.0(3) . . ?
C12 C13 C14 120.1(3) . . ?
C15 C14 C13 120.1(3) . . ?
C14 C15 C16 120.5(3) . . ?
C15 C16 C11 119.8(3) . . ?
C4 N C19 117.5(2) . . ?
C4 N Re 124.33(16) . . ?
C19 N Re 115.48(14) . . ?
C20 C19 N 123.2(2) . . ?
C19 C20 S1 121.27(18) . . ?
C19 C20 S2 119.56(18) . . ?
S1 C20 S2 119.15(13) . . ?
C22 C21 C23 112.8(2) . . ?
C22 C21 S1 111.44(18) . . ?
C23 C21 S1 106.20(18) . . ?
C25 C24 C26 113.5(2) . . ?
C25 C24 S2 113.43(18) . . ?
C26 C24 S2 106.38(19) . . ?
C1 Re Br 176.10(7) . . ?
C1 Re C2 89.49(11) . . ?
C1 Re C3 85.99(11) . . ?
C1 Re N 100.51(9) . . ?
C1 Re S2 101.75(8) . . ?
C2 Re Br 90.21(8) . . ?
C2 Re C3 87.69(11) . . ?
C2 Re N 168.05(10) . . ?
C2 Re S2 92.03(8) . . ?
C3 Re Br 90.11(8) . . ?
C3 Re N 99.44(9) . . ?
C3 Re S2 172.25(8) . . ?
N Re Br 80.26(5) . . ?
N Re S2 79.61(5) . . ?
S2 Re Br 82.14(2) . . ?
C20 S1 C21 102.58(11) . . ?
C20 S2 C24 102.83(11) . . ?
C20 S2 Re 100.09(8) . . ?
C24 S2 Re 116.47(8) . . ?
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
Br Re 2.6293(4) . ?
C1 O1 1.155(3) . ?
C1 Re 1.901(3) . ?
C2 O2 1.145(3) . ?
C2 Re 1.906(3) . ?
C3 O3 1.147(3) . ?
C3 Re 1.924(3) . ?
C4 C5 1.482(3) . ?
C4 C11 1.485(3) . ?
C4 N 1.311(3) . ?
C5 C6 1.383(4) . ?
C5 C10 1.395(3) . ?
C6 C7 1.385(4) . ?
C7 C8 1.377(5) . ?
C8 C9 1.372(5) . ?
C9 C10 1.388(4) . ?
C11 C12 1.392(4) . ?
C11 C16 1.398(3) . ?
C12 C13 1.389(4) . ?
C13 C14 1.389(4) . ?
C14 C15 1.374(4) . ?
C15 C16 1.390(4) . ?
N C19 1.413(3) . ?
N Re 2.2498(19) . ?
C19 C20 1.336(3) . ?
C20 S1 1.758(2) . ?
C20 S2 1.775(2) . ?
C21 C22 1.520(4) . ?
C21 C23 1.523(4) . ?
C21 S1 1.842(3) . ?
C24 C25 1.518(4) . ?
C24 C26 1.523(4) . ?
C24 S2 1.841(3) . ?
Re S2 2.4586(7) . ?
