#------------------------------------------------------------------------------
#$Date: 2016-03-21 13:52:39 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178705 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/16/4081683.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_4081683
loop_
_publ_author_name
'Teets, Thomas S.'
'Labinger, Jay A.'
'Bercaw, John E.'
_publ_section_title
;
 A Thermodynamic Analysis of Rhenium(I)--Formyl C--H Bond Formation via
 Base-Assisted Heterolytic H2Cleavage in the Secondary Coordination Sphere
;
_journal_issue                   19
_journal_name_full               Organometallics
_journal_page_first              5530
_journal_paper_doi               10.1021/om400810v
_journal_volume                  32
_journal_year                    2013
_chemical_formula_sum            'C25 H25 B F4 N2 O4 P Re'
_chemical_formula_weight         721.45
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                74.641(3)
_cell_angle_beta                 72.146(3)
_cell_angle_gamma                66.792(2)
_cell_formula_units_Z            2
_cell_length_a                   9.8649(6)
_cell_length_b                   11.6543(7)
_cell_length_c                   13.1320(8)
_cell_measurement_reflns_used    9734
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      40.57
_cell_measurement_theta_min      2.31
_cell_volume                     1302.74(14)
_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-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_av_sigmaI/netI    0.0112
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            81996
_diffrn_reflns_theta_full        27.10
_diffrn_reflns_theta_max         27.10
_diffrn_reflns_theta_min         1.65
_exptl_absorpt_coefficient_mu    4.789
_exptl_absorpt_correction_T_max  0.6891
_exptl_absorpt_correction_T_min  0.2182
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.839
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.08
_refine_diff_density_max         5.867
_refine_diff_density_min         -2.420
_refine_diff_density_rms         0.127
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.164
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         5746
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.164
_refine_ls_R_factor_all          0.0258
_refine_ls_R_factor_gt           0.0252
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0124P)²+6.8265P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0600
_refine_ls_wR_factor_ref         0.0606
_reflns_number_gt                5647
_reflns_number_total             5746
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om400810v_si_002.cif
_cod_data_source_block           7
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4081683
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
B1 B 0.2358(5) 0.1931(4) 1.1589(4) 0.0236(9) Uani 1 1 d .
P1 P 0.72812(9) 0.28123(8) 0.74942(7) 0.01197(16) Uani 1 1 d .
Re1 Re 0.638659(16) 0.508352(13) 0.698339(11) 0.01471(5) Uani 1 1 d .
N1 N 0.4303(3) 0.4601(3) 0.7661(2) 0.0165(6) Uani 1 1 d .
N2 N 0.2985(3) 0.3148(3) 0.8186(3) 0.0192(6) Uani 1 1 d .
F1 F 0.2860(4) 0.2281(3) 1.2298(2) 0.0474(8) Uani 1 1 d .
F2 F 0.2581(4) 0.2669(3) 1.0585(2) 0.0455(7) Uani 1 1 d .
F3 F 0.3193(3) 0.0673(2) 1.1496(3) 0.0423(7) Uani 1 1 d .
F4 F 0.0829(3) 0.2089(2) 1.1971(3) 0.0431(7) Uani 1 1 d .
O1 O 0.4712(4) 0.7982(3) 0.6433(3) 0.0335(7) Uani 1 1 d .
O2 O 0.9520(4) 0.5389(3) 0.6257(2) 0.0302(7) Uani 1 1 d .
O3 O 0.6765(3) 0.4799(3) 0.4605(2) 0.0254(6) Uani 1 1 d .
O4 O 0.6295(4) 0.5314(3) 0.9339(2) 0.0296(6) Uani 1 1 d .
C1 C 0.5317(5) 0.6923(4) 0.6645(3) 0.0227(8) Uani 1 1 d .
C2 C 0.8324(5) 0.5311(4) 0.6522(3) 0.0204(7) Uani 1 1 d .
C3 C 0.6586(4) 0.4887(3) 0.5486(3) 0.0178(7) Uani 1 1 d .
C4 C 0.6297(4) 0.5249(3) 0.8500(3) 0.0202(7) Uani 1 1 d .
C11 C 0.7508(4) 0.2218(3) 0.8880(3) 0.0141(6) Uani 1 1 d .
C12 C 0.8879(4) 0.2039(4) 0.9098(3) 0.0270(9) Uani 1 1 d .
H12 H 0.9663 0.2187 0.8532 0.032 Uiso 1 1 calc R
C13 C 0.9088(5) 0.1641(5) 1.0148(3) 0.0314(10) Uani 1 1 d .
H13 H 1.0008 0.1524 1.0287 0.038 Uiso 1 1 calc R
C14 C 0.7929(5) 0.1421(4) 1.0986(3) 0.0236(8) Uani 1 1 d .
H14 H 0.8070 0.1145 1.1690 0.028 Uiso 1 1 calc R
C15 C 0.6554(4) 0.1610(4) 1.0783(3) 0.0210(7) Uani 1 1 d .
H15 H 0.5773 0.1464 1.1353 0.025 Uiso 1 1 calc R
C16 C 0.6334(4) 0.2015(3) 0.9735(3) 0.0176(7) Uani 1 1 d .
H16 H 0.5403 0.2151 0.9603 0.021 Uiso 1 1 calc R
C21 C 0.8964(4) 0.1835(3) 0.6679(3) 0.0150(7) Uani 1 1 d .
C22 C 0.9452(4) 0.0521(3) 0.6997(3) 0.0187(7) Uani 1 1 d .
H22 H 0.8932 0.0156 0.7634 0.022 Uiso 1 1 calc R
C23 C 1.0716(4) -0.0233(4) 0.6355(3) 0.0237(8) Uani 1 1 d .
H23 H 1.1043 -0.1108 0.6561 0.028 Uiso 1 1 calc R
C24 C 1.1491(4) 0.0311(4) 0.5412(4) 0.0271(9) Uani 1 1 d .
H24 H 1.2345 -0.0202 0.4991 0.033 Uiso 1 1 calc R
C25 C 1.1015(5) 0.1604(4) 0.5086(3) 0.0265(8) Uani 1 1 d .
H25 H 1.1539 0.1963 0.4447 0.032 Uiso 1 1 calc R
C26 C 0.9744(4) 0.2370(4) 0.5723(3) 0.0196(7) Uani 1 1 d .
H26 H 0.9416 0.3243 0.5508 0.024 Uiso 1 1 calc R
C31 C 0.2858(4) 0.5642(4) 0.7956(3) 0.0229(8) Uani 1 1 d .
H31A H 0.2464 0.6071 0.7311 0.028 Uiso 1 1 calc R
H31B H 0.3055 0.6252 0.8218 0.028 Uiso 1 1 calc R
C32 C 0.1688(4) 0.5189(4) 0.8805(3) 0.0215(8) Uani 1 1 d .
H32A H 0.0731 0.5883 0.8901 0.026 Uiso 1 1 calc R
H32B H 0.1995 0.4895 0.9490 0.026 Uiso 1 1 calc R
C33 C 0.1493(4) 0.4121(4) 0.8475(3) 0.0251(8) Uani 1 1 d .
H33A H 0.0839 0.3754 0.9070 0.030 Uiso 1 1 calc R
H33B H 0.1023 0.4446 0.7859 0.030 Uiso 1 1 calc R
C34 C 0.2992(4) 0.1872(4) 0.8211(3) 0.0218(8) Uani 1 1 d .
H34A H 0.2026 0.1799 0.8638 0.026 Uiso 1 1 calc R
H34B H 0.3775 0.1248 0.8565 0.026 Uiso 1 1 calc R
C35 C 0.3268(4) 0.1583(4) 0.7082(3) 0.0236(8) Uani 1 1 d .
H35A H 0.2890 0.0908 0.7149 0.028 Uiso 1 1 calc R
H35B H 0.2690 0.2328 0.6654 0.028 Uiso 1 1 calc R
C36 C 0.4927(4) 0.1196(4) 0.6475(3) 0.0191(7) Uani 1 1 d .
H36A H 0.4989 0.1074 0.5758 0.023 Uiso 1 1 calc R
H36B H 0.5475 0.0387 0.6853 0.023 Uiso 1 1 calc R
C37 C 0.5723(4) 0.2138(3) 0.6353(3) 0.0166(7) Uani 1 1 d .
H37A H 0.5235 0.2931 0.5926 0.020 Uiso 1 1 calc R
H37B H 0.6770 0.1806 0.5965 0.020 Uiso 1 1 calc R
C38 C 0.5680(4) 0.2385(3) 0.7466(3) 0.0129(6) Uani 1 1 d .
H38 H 0.5669 0.1619 0.8000 0.015 Uiso 1 1 calc R
C39 C 0.4240(4) 0.3452(3) 0.7810(3) 0.0158(7) 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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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
F2 B1 F1 109.4(4)
F2 B1 F3 109.1(4)
F1 B1 F3 108.6(4)
F2 B1 F4 109.5(4)
F1 B1 F4 110.3(4)
F3 B1 F4 110.0(3)
C21 P1 C11 104.85(16)
C21 P1 C38 107.07(15)
C11 P1 C38 103.90(16)
C21 P1 Re1 120.84(12)
C11 P1 Re1 115.93(11)
C38 P1 Re1 102.67(11)
C2 Re1 C1 91.73(16)
C2 Re1 C3 89.00(15)
C1 Re1 C3 90.63(15)
C2 Re1 C4 88.51(15)
C1 Re1 C4 90.82(15)
C3 Re1 C4 177.15(15)
C2 Re1 N1 172.42(13)
C1 Re1 N1 94.87(14)
C3 Re1 N1 94.63(13)
C4 Re1 N1 87.69(13)
C2 Re1 P1 97.70(11)
C1 Re1 P1 170.56(12)
C3 Re1 P1 89.75(11)
C4 Re1 P1 89.22(11)
N1 Re1 P1 75.70(8)
C39 N1 C31 117.4(3)
C39 N1 Re1 124.8(2)
C31 N1 Re1 117.7(2)
C39 N2 C33 120.8(3)
C39 N2 C34 122.2(3)
C33 N2 C34 116.6(3)
O1 C1 Re1 178.9(4)
O2 C2 Re1 176.9(3)
O3 C3 Re1 176.2(3)
O4 C4 Re1 177.7(4)
C16 C11 C12 119.1(3)
C16 C11 P1 122.4(3)
C12 C11 P1 118.4(3)
C13 C12 C11 120.7(4)
C14 C13 C12 119.7(4)
C13 C14 C15 120.2(4)
C14 C15 C16 120.4(3)
C15 C16 C11 119.8(3)
C26 C21 C22 119.7(3)
C26 C21 P1 120.8(3)
C22 C21 P1 119.4(3)
C23 C22 C21 119.5(4)
C24 C23 C22 120.2(4)
C25 C24 C23 120.8(4)
C24 C25 C26 119.4(4)
C21 C26 C25 120.3(4)
N1 C31 C32 112.8(3)
C31 C32 C33 110.2(3)
N2 C33 C32 109.3(3)
N2 C34 C35 112.8(3)
C36 C35 C34 114.1(3)
C35 C36 C37 115.4(3)
C36 C37 C38 111.8(3)
C39 C38 C37 109.3(3)
C39 C38 P1 107.5(2)
C37 C38 P1 114.9(2)
N1 C39 N2 125.7(3)
N1 C39 C38 118.7(3)
N2 C39 C38 115.5(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
B1 F2 1.377(5)
B1 F1 1.386(5)
B1 F3 1.387(5)
B1 F4 1.388(5)
P1 C21 1.807(4)
P1 C11 1.817(3)
P1 C38 1.847(3)
P1 Re1 2.4117(9)
Re1 C2 1.922(4)
Re1 C1 1.977(4)
Re1 C3 1.980(4)
Re1 C4 2.023(4)
Re1 N1 2.204(3)
N1 C39 1.325(5)
N1 C31 1.483(5)
N2 C39 1.334(5)
N2 C33 1.472(5)
N2 C34 1.476(5)
O1 C1 1.138(5)
O2 C2 1.156(5)
O3 C3 1.142(5)
O4 C4 1.124(5)
C11 C16 1.391(5)
C11 C12 1.392(5)
C12 C13 1.386(6)
C13 C14 1.376(6)
C14 C15 1.384(6)
C15 C16 1.387(5)
C21 C26 1.388(5)
C21 C22 1.398(5)
C22 C23 1.386(5)
C23 C24 1.381(6)
C24 C25 1.378(6)
C25 C26 1.392(5)
C31 C32 1.495(5)
C32 C33 1.516(6)
C34 C35 1.527(5)
C35 C36 1.525(5)
C36 C37 1.535(5)
C37 C38 1.548(5)
C38 C39 1.510(5)
