#------------------------------------------------------------------------------
#$Date: 2021-02-05 01:20:51 +0200 (Fri, 05 Feb 2021) $
#$Revision: 261701 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/60/7706049.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_7706049
loop_
_publ_author_name
'Schrage, Briana R.'
'Frisinger, Baylee R.'
'Schmidtke Sobeck, Sarah J.'
'Ziegler, Christopher J.'
_publ_section_title
;
 Lipophilic Re(CO)₃pyca complexes for Mid-IR imaging
 applications.
;
_journal_issue                   3
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1069
_journal_page_last               1075
_journal_paper_doi               10.1039/d0dt03743e
_journal_volume                  50
_journal_year                    2021
_chemical_formula_sum            'C23 H34 Br N2 O3 Re'
_chemical_formula_weight         652.63
_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   mixed
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2020-10-22 deposited with the CCDC.	2020-12-10 downloaded from the CCDC.
;
_cell_angle_alpha                96.463(3)
_cell_angle_beta                 94.773(3)
_cell_angle_gamma                103.929(2)
_cell_formula_units_Z            2
_cell_length_a                   6.5604(5)
_cell_length_b                   8.0273(5)
_cell_length_c                   24.7618(19)
_cell_measurement_reflns_used    9875
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.32
_cell_measurement_theta_min      2.50
_cell_volume                     1249.37(16)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0471
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_Laue_measured_fraction_full 1.000
_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       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            61344
_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         28.342
_diffrn_reflns_theta_min         1.666
_exptl_absorpt_coefficient_mu    6.487
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.4365
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.735
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.876
_exptl_crystal_size_mid          0.124
_exptl_crystal_size_min          0.098
_refine_diff_density_max         0.685
_refine_diff_density_min         -0.748
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         6226
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0170
_refine_ls_R_factor_gt           0.0155
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0158P)²+0.8930P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0373
_refine_ls_wR_factor_ref         0.0377
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5944
_reflns_number_total             6226
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt03743e2.cif
_cod_data_source_block           5b
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7706043--7706049.cif.
;
_cod_database_code               7706049
_shelx_shelxl_version_number     2016/6
_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. 
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
Br1 Br 1.13591(3) 0.81128(2) 0.05042(2) 0.01281(4) Uani 1 1 d . . . . .
C1 C 1.6043(3) 0.9835(3) 0.12513(9) 0.0174(4) Uani 1 1 d . . . . .
C2 C 1.5142(3) 0.8188(3) 0.21273(9) 0.0177(4) Uani 1 1 d . . . . .
C3 C 1.2605(3) 1.0120(3) 0.17508(8) 0.0167(4) Uani 1 1 d . . . . .
C4 C 1.0980(3) 0.4612(2) 0.13230(8) 0.0145(4) Uani 1 1 d . . . . .
H4 H 0.983324 0.364762 0.134370 0.017 Uiso 1 1 calc R U . . .
C5 C 1.2713(3) 0.4410(2) 0.10133(8) 0.0133(4) Uani 1 1 d . . . . .
C6 C 1.2798(3) 0.2845(3) 0.07276(8) 0.0171(4) Uani 1 1 d . . . . .
H6 H 1.166251 0.184301 0.071093 0.021 Uiso 1 1 calc R U . . .
C7 C 1.4565(3) 0.2765(3) 0.04673(9) 0.0191(4) Uani 1 1 d . . . . .
H7 H 1.466078 0.170762 0.026937 0.023 Uiso 1 1 calc R U . . .
C8 C 1.6190(3) 0.4249(3) 0.04995(8) 0.0179(4) Uani 1 1 d . . . . .
H8 H 1.743352 0.421626 0.033172 0.022 Uiso 1 1 calc R U . . .
C9 C 1.5982(3) 0.5787(3) 0.07799(8) 0.0145(4) Uani 1 1 d . . . . .
H9 H 1.708435 0.680860 0.079098 0.017 Uiso 1 1 calc R U . . .
C10 C 0.9395(3) 0.6319(3) 0.19207(8) 0.0166(4) Uani 1 1 d . . . . .
H10A H 0.822752 0.525079 0.185865 0.020 Uiso 1 1 calc R U . . .
H10B H 0.881155 0.728994 0.182517 0.020 Uiso 1 1 calc R U . . .
C11 C 1.0294(3) 0.6677(3) 0.25207(8) 0.0178(4) Uani 1 1 d . . . . .
H11A H 0.920525 0.696391 0.274233 0.021 Uiso 1 1 calc R U . . .
H11B H 1.151504 0.770504 0.257316 0.021 Uiso 1 1 calc R U . . .
C12 C 1.1010(3) 0.5167(3) 0.27353(9) 0.0196(4) Uani 1 1 d . . . . .
H12A H 1.201987 0.482465 0.249658 0.023 Uiso 1 1 calc R U . . .
H12B H 1.177422 0.557478 0.310653 0.023 Uiso 1 1 calc R U . . .
C13 C 0.9221(3) 0.3573(3) 0.27619(9) 0.0199(4) Uani 1 1 d . . . . .
H13A H 0.844952 0.317148 0.239123 0.024 Uiso 1 1 calc R U . . .
H13B H 0.984472 0.263545 0.286993 0.024 Uiso 1 1 calc R U . . .
C14 C 0.7640(3) 0.3864(3) 0.31588(9) 0.0196(4) Uani 1 1 d . . . . .
H14A H 0.840075 0.426994 0.353048 0.024 Uiso 1 1 calc R U . . .
H14B H 0.698763 0.478333 0.304905 0.024 Uiso 1 1 calc R U . . .
C15 C 0.5913(3) 0.2234(3) 0.31741(9) 0.0200(4) Uani 1 1 d . . . . .
C16 C 0.4332(3) 0.2430(3) 0.35777(9) 0.0196(4) Uani 1 1 d . . . . .
H16A H 0.370037 0.339008 0.349759 0.023 Uiso 1 1 calc R U . . .
H16B H 0.508219 0.273530 0.395295 0.023 Uiso 1 1 calc R U . . .
C17 C 0.2574(3) 0.0776(3) 0.35513(9) 0.0207(4) Uani 1 1 d . . . . .
H17A H 0.182842 0.048423 0.317548 0.025 Uiso 1 1 calc R U . . .
H17B H 0.322240 -0.018263 0.362302 0.025 Uiso 1 1 calc R U . . .
C18 C 0.0961(3) 0.0879(3) 0.39506(9) 0.0198(4) Uani 1 1 d . . . . .
H18A H 0.029482 0.182836 0.387899 0.024 Uiso 1 1 calc R U . . .
H18B H 0.169378 0.116459 0.432775 0.024 Uiso 1 1 calc R U . . .
C19 C -0.0762(3) -0.0808(3) 0.39088(9) 0.0212(4) Uani 1 1 d . . . . .
H19A H -0.148072 -0.109388 0.353021 0.025 Uiso 1 1 calc R U . . .
H19B H -0.008870 -0.175264 0.398089 0.025 Uiso 1 1 calc R U . . .
C20 C -0.2411(3) -0.0742(3) 0.43025(9) 0.0210(4) Uani 1 1 d . . . . .
H20A H -0.309550 0.019464 0.422883 0.025 Uiso 1 1 calc R U . . .
H20B H -0.169428 -0.045049 0.468137 0.025 Uiso 1 1 calc R U . . .
C21 C -0.4113(3) -0.2442(3) 0.42588(10) 0.0239(5) Uani 1 1 d . . . . .
H21A H -0.481849 -0.274140 0.387893 0.029 Uiso 1 1 calc R U . . .
H21B H -0.343119 -0.337602 0.433742 0.029 Uiso 1 1 calc R U . . .
C22 C -0.5764(4) -0.2362(3) 0.46461(10) 0.0279(5) Uani 1 1 d . . . . .
H22A H -0.505094 -0.204570 0.502511 0.033 Uiso 1 1 calc R U . . .
H22B H -0.645018 -0.143312 0.456453 0.033 Uiso 1 1 calc R U . . .
C23 C -0.7462(4) -0.4048(4) 0.46139(12) 0.0382(6) Uani 1 1 d . . . . .
H23A H -0.820272 -0.435880 0.424235 0.057 Uiso 1 1 calc R U . . .
H23B H -0.847237 -0.389975 0.487400 0.057 Uiso 1 1 calc R U . . .
H23C H -0.680393 -0.497038 0.470446 0.057 Uiso 1 1 calc R U . . .
N1 N 1.4288(2) 0.5883(2) 0.10349(7) 0.0115(3) Uani 1 1 d . . . . .
N2 N 1.1033(2) 0.6112(2) 0.15664(7) 0.0130(3) Uani 1 1 d . . . . .
O1 O 1.7526(2) 1.0769(2) 0.11410(8) 0.0290(4) Uani 1 1 d . . . . .
O2 O 1.6025(3) 0.8183(2) 0.25462(7) 0.0274(4) Uani 1 1 d . . . . .
O3 O 1.1959(3) 1.1241(2) 0.19332(7) 0.0258(4) Uani 1 1 d . . . . .
Re1 Re 1.36246(2) 0.82122(2) 0.14367(2) 0.01051(3) Uani 1 1 d . . . . .
H15 H 0.658(4) 0.131(3) 0.3267(11) 0.026(7) Uiso 1 1 d . . . . .
H16 H 0.521(5) 0.184(4) 0.2825(13) 0.044(9) Uiso 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'
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 Re1 177.91(18) . . ?
O2 C2 Re1 178.76(19) . . ?
O3 C3 Re1 178.68(19) . . ?
N2 C4 C5 118.53(17) . . ?
N2 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
N1 C5 C6 122.18(18) . . ?
N1 C5 C4 114.56(17) . . ?
C6 C5 C4 123.25(18) . . ?
C7 C6 C5 118.92(19) . . ?
C7 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
C6 C7 C8 119.05(19) . . ?
C6 C7 H7 120.5 . . ?
C8 C7 H7 120.5 . . ?
C7 C8 C9 119.17(19) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?
N1 C9 C8 122.45(19) . . ?
N1 C9 H9 118.8 . . ?
C8 C9 H9 118.8 . . ?
N2 C10 C11 111.02(16) . . ?
N2 C10 H10A 109.4 . . ?
C11 C10 H10A 109.4 . . ?
N2 C10 H10B 109.4 . . ?
C11 C10 H10B 109.4 . . ?
H10A C10 H10B 108.0 . . ?
C10 C11 C12 114.29(17) . . ?
C10 C11 H11A 108.7 . . ?
C12 C11 H11A 108.7 . . ?
C10 C11 H11B 108.7 . . ?
C12 C11 H11B 108.7 . . ?
H11A C11 H11B 107.6 . . ?
C13 C12 C11 114.56(17) . . ?
C13 C12 H12A 108.6 . . ?
C11 C12 H12A 108.6 . . ?
C13 C12 H12B 108.6 . . ?
C11 C12 H12B 108.6 . . ?
H12A C12 H12B 107.6 . . ?
C14 C13 C12 114.63(18) . . ?
C14 C13 H13A 108.6 . . ?
C12 C13 H13A 108.6 . . ?
C14 C13 H13B 108.6 . . ?
C12 C13 H13B 108.6 . . ?
H13A C13 H13B 107.6 . . ?
C15 C14 C13 112.44(18) . . ?
C15 C14 H14A 109.1 . . ?
C13 C14 H14A 109.1 . . ?
C15 C14 H14B 109.1 . . ?
C13 C14 H14B 109.1 . . ?
H14A C14 H14B 107.8 . . ?
C14 C15 C16 114.81(18) . . ?
C14 C15 H15 108.5(15) . . ?
C16 C15 H15 108.7(16) . . ?
C14 C15 H16 109.2(19) . . ?
C16 C15 H16 110.0(19) . . ?
H15 C15 H16 105(2) . . ?
C15 C16 C17 112.16(18) . . ?
C15 C16 H16A 109.2 . . ?
C17 C16 H16A 109.2 . . ?
C15 C16 H16B 109.2 . . ?
C17 C16 H16B 109.2 . . ?
H16A C16 H16B 107.9 . . ?
C18 C17 C16 114.71(18) . . ?
C18 C17 H17A 108.6 . . ?
C16 C17 H17A 108.6 . . ?
C18 C17 H17B 108.6 . . ?
C16 C17 H17B 108.6 . . ?
H17A C17 H17B 107.6 . . ?
C17 C18 C19 112.68(18) . . ?
C17 C18 H18A 109.1 . . ?
C19 C18 H18A 109.1 . . ?
C17 C18 H18B 109.1 . . ?
C19 C18 H18B 109.1 . . ?
H18A C18 H18B 107.8 . . ?
C20 C19 C18 113.93(19) . . ?
C20 C19 H19A 108.8 . . ?
C18 C19 H19A 108.8 . . ?
C20 C19 H19B 108.8 . . ?
C18 C19 H19B 108.8 . . ?
H19A C19 H19B 107.7 . . ?
C19 C20 C21 113.33(19) . . ?
C19 C20 H20A 108.9 . . ?
C21 C20 H20A 108.9 . . ?
C19 C20 H20B 108.9 . . ?
C21 C20 H20B 108.9 . . ?
H20A C20 H20B 107.7 . . ?
C22 C21 C20 113.1(2) . . ?
C22 C21 H21A 109.0 . . ?
C20 C21 H21A 109.0 . . ?
C22 C21 H21B 109.0 . . ?
C20 C21 H21B 109.0 . . ?
H21A C21 H21B 107.8 . . ?
C23 C22 C21 114.0(2) . . ?
C23 C22 H22A 108.8 . . ?
C21 C22 H22A 108.8 . . ?
C23 C22 H22B 108.8 . . ?
C21 C22 H22B 108.8 . . ?
H22A C22 H22B 107.6 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C9 N1 C5 118.19(17) . . ?
C9 N1 Re1 126.74(13) . . ?
C5 N1 Re1 114.88(13) . . ?
C4 N2 C10 119.47(17) . . ?
C4 N2 Re1 116.57(14) . . ?
C10 N2 Re1 123.94(13) . . ?
C2 Re1 C1 89.60(9) . . ?
C2 Re1 C3 89.98(8) . . ?
C1 Re1 C3 89.41(9) . . ?
C2 Re1 N2 92.43(8) . . ?
C1 Re1 N2 171.78(7) . . ?
C3 Re1 N2 98.55(8) . . ?
C2 Re1 N1 95.57(7) . . ?
C1 Re1 N1 97.07(7) . . ?
C3 Re1 N1 171.48(7) . . ?
N2 Re1 N1 74.80(6) . . ?
C2 Re1 Br1 176.71(6) . . ?
C1 Re1 Br1 93.68(6) . . ?
C3 Re1 Br1 90.18(6) . . ?
N2 Re1 Br1 84.30(4) . . ?
N1 Re1 Br1 83.91(4) . . ?
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
Br1 Re1 2.6226(3) . ?
C1 O1 1.150(3) . ?
C1 Re1 1.920(2) . ?
C2 O2 1.146(3) . ?
C2 Re1 1.910(2) . ?
C3 O3 1.148(3) . ?
C3 Re1 1.926(2) . ?
C4 N2 1.276(3) . ?
C4 C5 1.453(3) . ?
C4 H4 0.9500 . ?
C5 N1 1.363(2) . ?
C5 C6 1.387(3) . ?
C6 C7 1.383(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.384(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.389(3) . ?
C8 H8 0.9500 . ?
C9 N1 1.337(3) . ?
C9 H9 0.9500 . ?
C10 N2 1.470(3) . ?
C10 C11 1.521(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.533(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.526(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.527(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.517(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.521(3) . ?
C15 H15 0.99(3) . ?
C15 H16 0.93(3) . ?
C16 C17 1.526(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.517(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.528(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.522(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.527(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.513(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.521(3) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
N1 Re1 2.1726(16) . ?
N2 Re1 2.1609(16) . ?
