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#$Date: 2016-08-07 12:06:00 +0300 (Sun, 07 Aug 2016) $
#$Revision: 185434 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/03/91/7039129.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_7039129
loop_
_publ_author_name
'Bulsink, Philip'
'Al-Ghamdi, Ahlam'
'Joshi, Prajesh'
'Korobkov, Ilia'
'Woo, Tom'
'Richeson, Darrin'
_publ_section_title
;
 Capturing Re(i) in an neutral N,N,N pincer Scaffold and resulting
 enhanced absorption of visible light.
;
_journal_issue                   21
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              8885
_journal_page_last               8896
_journal_paper_doi               10.1039/c6dt00661b
_journal_volume                  45
_journal_year                    2016
_chemical_formula_sum            'C24 H19 Br N3 O3 Re'
_chemical_formula_weight         663.53
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-04-18 deposited with the CCDC.
2016-04-28 downloaded from the CCDC.
;
_cell_angle_alpha                67.1220(10)
_cell_angle_beta                 85.8827(11)
_cell_angle_gamma                79.6549(11)
_cell_formula_units_Z            2
_cell_length_a                   8.2910(2)
_cell_length_b                   12.2983(3)
_cell_length_c                   12.6178(3)
_cell_measurement_reflns_used    9885
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      28.33
_cell_measurement_theta_min      2.94
_cell_volume                     1166.10(5)
_computing_cell_refinement       'APEX II, Bruker (2012)'
_computing_data_collection       'APEX II, Bruker (2012)'
_computing_data_reduction        'XPREP, Bruker (2012)'
_computing_molecular_graphics    'SHELXTL, Bruker (2015)'
_computing_publication_material  'SHELXTL, Bruker (2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.992
_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  0.0349
_diffrn_reflns_av_unetI/netI     0.0366
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16544
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.353
_diffrn_reflns_theta_min         1.752
_diffrn_source                   'sealed X-ray tube'
_exptl_absorpt_coefficient_mu    6.954
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.3824
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.890
_exptl_crystal_description       plate
_exptl_crystal_F_000             636
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.060
_refine_diff_density_max         1.476
_refine_diff_density_min         -0.960
_refine_diff_density_rms         0.109
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         5784
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0228
_refine_ls_R_factor_gt           0.0213
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0226P)²+0.6641P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0543
_refine_ls_wR_factor_ref         0.0554
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5502
_reflns_number_total             5784
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6dt00661b2.cif
_cod_data_source_block           dr108
_cod_depositor_comments
'Adding full bibliography for 7039128--7039138.cif.'
_cod_database_code               7039129
_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   0.229
_shelx_estimated_absorpt_t_max   0.680
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
Re1 Re 0.29840(2) 0.43847(2) 0.34275(2) 0.02166(4) Uani 1 1 d . .
Br1 Br 0.42987(3) 0.33406(3) 0.20320(2) 0.03090(7) Uani 1 1 d . .
O1 O 0.5657(3) 0.2917(3) 0.5203(2) 0.0563(7) Uani 1 1 d . .
O2 O 0.1560(3) 0.5557(2) 0.5090(2) 0.0473(6) Uani 1 1 d . .
O3 O 0.5239(3) 0.6286(2) 0.2501(3) 0.0527(6) Uani 1 1 d . .
N1 N 0.1465(3) 0.3021(2) 0.40089(19) 0.0244(4) Uani 1 1 d . .
N2 N 0.0880(3) 0.5037(2) 0.22212(19) 0.0244(4) Uani 1 1 d . .
N3 N 0.1174(3) 0.7731(2) 0.1603(2) 0.0332(5) Uani 1 1 d . .
C1 C -0.0897(4) 0.2200(3) 0.3735(3) 0.0453(8) Uani 1 1 d . .
H1A H -0.1781 0.2479 0.3168 0.068 Uiso 1 1 calc R U
H1B H -0.0259 0.1448 0.3734 0.068 Uiso 1 1 calc R U
H1C H -0.1369 0.2069 0.4501 0.068 Uiso 1 1 calc R U
C2 C 0.0197(3) 0.3123(3) 0.3432(2) 0.0284(5) Uani 1 1 d . .
C3 C -0.0164(3) 0.4250(2) 0.2414(2) 0.0272(5) Uani 1 1 d . .
C4 C -0.1504(4) 0.4474(3) 0.1711(3) 0.0361(6) Uani 1 1 d . .
H4A H -0.2214 0.3902 0.1873 0.043 Uiso 1 1 calc R U
C5 C -0.1781(4) 0.5550(3) 0.0768(3) 0.0438(8) Uani 1 1 d . .
H5A H -0.2682 0.5729 0.0270 0.053 Uiso 1 1 calc R U
C6 C -0.0733(4) 0.6346(3) 0.0572(3) 0.0398(7) Uani 1 1 d . .
H6A H -0.0894 0.7083 -0.0075 0.048 Uiso 1 1 calc R U
C7 C 0.0569(4) 0.6084(3) 0.1313(2) 0.0298(6) Uani 1 1 d . .
C8 C 0.1633(4) 0.7014(3) 0.1098(2) 0.0325(6) Uani 1 1 d . .
C9 C 0.3015(5) 0.7009(3) 0.0265(3) 0.0484(8) Uani 1 1 d . .
H9A H 0.3047 0.6334 0.0030 0.073 Uiso 1 1 calc R U
H9B H 0.2848 0.7759 -0.0414 0.073 Uiso 1 1 calc R U
H9C H 0.4055 0.6930 0.0633 0.073 Uiso 1 1 calc R U
C10 C 0.1908(3) 0.1957(2) 0.5027(2) 0.0275(5) Uani 1 1 d . .
C11 C 0.2750(4) 0.0929(3) 0.4922(3) 0.0386(7) Uani 1 1 d . .
H11A H 0.3015 0.0913 0.4183 0.046 Uiso 1 1 calc R U
C12 C 0.3202(4) -0.0077(3) 0.5900(3) 0.0442(8) Uani 1 1 d . .
H12A H 0.3780 -0.0788 0.5833 0.053 Uiso 1 1 calc R U
C13 C 0.2822(4) -0.0052(3) 0.6968(3) 0.0486(9) Uani 1 1 d . .
H13A H 0.3132 -0.0746 0.7640 0.058 Uiso 1 1 calc R U
C14 C 0.1991(6) 0.0978(4) 0.7066(3) 0.0555(10) Uani 1 1 d . .
H14A H 0.1723 0.0989 0.7807 0.067 Uiso 1 1 calc R U
C15 C 0.1541(5) 0.2001(3) 0.6092(3) 0.0422(7) Uani 1 1 d . .
H15A H 0.0989 0.2718 0.6160 0.051 Uiso 1 1 calc R U
C16 C 0.1970(4) 0.8716(3) 0.1419(3) 0.0353(6) Uani 1 1 d . .
C17 C 0.2137(5) 0.9599(3) 0.0341(3) 0.0482(8) Uani 1 1 d . .
H17A H 0.1762 0.9536 -0.0324 0.058 Uiso 1 1 calc R U
C18 C 0.2853(6) 1.0577(3) 0.0234(4) 0.0616(11) Uani 1 1 d . .
H18A H 0.2967 1.1181 -0.0504 0.074 Uiso 1 1 calc R U
C19 C 0.3394(6) 1.0673(4) 0.1187(5) 0.0638(12) Uani 1 1 d . .
H19A H 0.3877 1.1344 0.1113 0.077 Uiso 1 1 calc R U
C20 C 0.3236(6) 0.9797(5) 0.2251(4) 0.0646(12) Uani 1 1 d . .
H20A H 0.3634 0.9859 0.2910 0.077 Uiso 1 1 calc R U
C21 C 0.2506(5) 0.8827(4) 0.2382(3) 0.0494(8) Uani 1 1 d . .
H21A H 0.2374 0.8240 0.3127 0.059 Uiso 1 1 calc R U
C22 C 0.4667(4) 0.3489(3) 0.4535(3) 0.0343(6) Uani 1 1 d . .
C23 C 0.2056(3) 0.5128(3) 0.4447(3) 0.0311(6) Uani 1 1 d . .
C24 C 0.4373(4) 0.5599(3) 0.2821(3) 0.0344(6) 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'
Br Br -0.2901 2.4595 '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
C23 Re1 C22 88.48(13)
C23 Re1 C24 88.46(12)
C22 Re1 C24 86.63(13)
C23 Re1 N1 94.64(10)
C22 Re1 N1 94.69(11)
C24 Re1 N1 176.66(10)
C23 Re1 N2 96.77(10)
C22 Re1 N2 167.46(11)
C24 Re1 N2 104.83(11)
N1 Re1 N2 73.59(9)
C23 Re1 Br1 179.32(9)
C22 Re1 Br1 90.83(9)
C24 Re1 Br1 91.48(9)
N1 Re1 Br1 85.43(6)
N2 Re1 Br1 83.90(5)
C2 N1 C10 119.6(2)
C2 N1 Re1 120.33(19)
C10 N1 Re1 120.01(17)
C7 N2 C3 117.3(2)
C7 N2 Re1 127.95(19)
C3 N2 Re1 114.67(17)
C8 N3 C16 121.8(3)
N1 C2 C3 115.4(2)
N1 C2 C1 124.5(3)
C3 C2 C1 120.1(3)
N2 C3 C4 123.0(3)
N2 C3 C2 115.7(2)
C4 C3 C2 121.3(3)
C5 C4 C3 118.6(3)
C6 C5 C4 118.7(3)
C5 C6 C7 120.3(3)
N2 C7 C6 122.2(3)
N2 C7 C8 119.5(2)
C6 C7 C8 118.3(3)
N3 C8 C7 114.8(3)
N3 C8 C9 129.5(3)
C7 C8 C9 115.5(3)
C15 C10 C11 121.0(3)
C15 C10 N1 119.2(2)
C11 C10 N1 119.8(2)
C10 C11 C12 119.4(3)
C13 C12 C11 120.2(3)
C12 C13 C14 119.9(3)
C13 C14 C15 120.6(3)
C10 C15 C14 118.8(3)
C21 C16 C17 119.3(3)
C21 C16 N3 117.3(3)
C17 C16 N3 123.2(3)
C16 C17 C18 120.0(3)
C19 C18 C17 120.3(4)
C18 C19 C20 119.7(4)
C19 C20 C21 121.1(4)
C20 C21 C16 119.5(4)
O1 C22 Re1 177.6(3)
O2 C23 Re1 176.9(3)
O3 C24 Re1 177.0(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Re1 C23 1.898(3)
Re1 C22 1.909(3)
Re1 C24 1.935(3)
Re1 N1 2.147(2)
Re1 N2 2.221(2)
Re1 Br1 2.6300(3)
O1 C22 1.145(4)
O2 C23 1.146(4)
O3 C24 1.142(4)
N1 C2 1.281(4)
N1 C10 1.445(3)
N2 C7 1.346(4)
N2 C3 1.354(4)
N3 C8 1.268(4)
N3 C16 1.415(4)
C1 C2 1.497(4)
C2 C3 1.477(4)
C3 C4 1.393(4)
C4 C5 1.388(5)
C5 C6 1.364(5)
C6 C7 1.389(4)
C7 C8 1.500(4)
C8 C9 1.500(4)
C10 C15 1.376(4)
C10 C11 1.380(4)
C11 C12 1.380(5)
C12 C13 1.373(5)
C13 C14 1.374(6)
C14 C15 1.388(5)
C16 C21 1.387(4)
C16 C17 1.389(5)
C17 C18 1.392(5)
C18 C19 1.366(6)
C19 C20 1.372(7)
C20 C21 1.382(6)
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
C10 N1 C2 C3 179.3(2)
Re1 N1 C2 C3 -3.5(3)
C10 N1 C2 C1 -0.1(4)
Re1 N1 C2 C1 177.2(2)
C7 N2 C3 C4 1.0(4)
Re1 N2 C3 C4 -176.5(2)
C7 N2 C3 C2 -178.7(2)
Re1 N2 C3 C2 3.8(3)
N1 C2 C3 N2 -0.4(3)
C1 C2 C3 N2 178.9(3)
N1 C2 C3 C4 179.9(3)
C1 C2 C3 C4 -0.8(4)
N2 C3 C4 C5 0.2(4)
C2 C3 C4 C5 179.9(3)
C3 C4 C5 C6 -0.2(5)
C4 C5 C6 C7 -0.9(5)
C3 N2 C7 C6 -2.1(4)
Re1 N2 C7 C6 175.0(2)
C3 N2 C7 C8 176.7(2)
Re1 N2 C7 C8 -6.1(4)
C5 C6 C7 N2 2.1(5)
C5 C6 C7 C8 -176.7(3)
C16 N3 C8 C7 -175.0(2)
C16 N3 C8 C9 0.7(5)
N2 C7 C8 N3 -88.6(3)
C6 C7 C8 N3 90.3(3)
N2 C7 C8 C9 95.0(3)
C6 C7 C8 C9 -86.1(4)
C2 N1 C10 C15 -102.0(3)
Re1 N1 C10 C15 80.7(3)
C2 N1 C10 C11 80.6(3)
Re1 N1 C10 C11 -96.7(3)
C15 C10 C11 C12 1.2(5)
N1 C10 C11 C12 178.5(3)
C10 C11 C12 C13 -0.1(5)
C11 C12 C13 C14 -0.2(6)
C12 C13 C14 C15 -0.5(6)
C11 C10 C15 C14 -1.8(5)
N1 C10 C15 C14 -179.2(3)
C13 C14 C15 C10 1.5(6)
C8 N3 C16 C21 -127.0(3)
C8 N3 C16 C17 57.3(4)
C21 C16 C17 C18 0.7(6)
N3 C16 C17 C18 176.4(4)
C16 C17 C18 C19 0.0(7)
C17 C18 C19 C20 0.3(7)
C18 C19 C20 C21 -1.3(7)
C19 C20 C21 C16 2.0(6)
C17 C16 C21 C20 -1.7(6)
N3 C16 C21 C20 -177.6(3)
