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#$Date: 2016-03-22 11:57:57 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178926 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/55/4115554.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_4115554
loop_
_publ_author_name
'Yan Li'
'Jie-Sheng Huang'
'Zhong-Yuan Zhou'
'Chi-Ming Che'
_publ_section_title
;
 Isolation and X-ray Crystal Structure of an Unusual Biscarbene Metal
 Complex and Its Reactivity toward Cyclopropanation and Allylic C-H
 Insertion of Unfunctionalized Alkenes
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              4843
_journal_page_last               4844
_journal_paper_doi               10.1021/ja003184q
_journal_volume                  123
_journal_year                    2001
_chemical_formula_sum            'C45 H12 F20 N4 O3 Os'
_chemical_formula_weight         1226.79
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 114.013(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.507(3)
_cell_length_b                   13.088(2)
_cell_length_c                   12.321(3)
_cell_measurement_reflns_used    'Bruker CCD'
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      1
_cell_volume                     2136.9(8)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0525
_diffrn_reflns_av_sigmaI/netI    0.0559
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            13782
_diffrn_reflns_theta_full        27.59
_diffrn_reflns_theta_max         27.59
_diffrn_reflns_theta_min         2.19
_exptl_absorpt_coefficient_mu    3.12
_exptl_absorpt_correction_T_max  0.7882
_exptl_absorpt_correction_T_min  0.5739
_exptl_absorpt_correction_type   SADABS(semi-empirical)
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.907
_exptl_crystal_description       plate
_exptl_crystal_F_000             1180
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.17
_refine_diff_density_min         -0.834
_refine_diff_density_rms         0.151
_refine_ls_extinction_coef       0.00000(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.748
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     349
_refine_ls_number_reflns         4837
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.750
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0366
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0925
_refine_ls_wR_factor_ref         0.1132
_reflns_number_gt                3143
_reflns_number_total             4837
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja003184q_4.cif
_cod_data_source_block           complex_5.MeOH
_cod_original_cell_volume        2137.0(7)
_cod_database_code               4115554
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Os1 Os 0.5000 1.0000 1.0000 0.02398(3) Uani 1 2 d S
O1 O 0.45751(15) 0.90205(14) 1.06362(17) 0.0395(6) Uani 1 1 d .
F1 F 0.81542(14) 0.92040(14) 0.88352(17) 0.0643(6) Uani 1 1 d .
F2 F 0.97061(14) 0.81278(18) 0.87410(18) 0.0762(7) Uani 1 1 d .
F3 F 1.03009(17) 0.63754(19) 0.9974(2) 0.0738(7) Uani 1 1 d .
F4 F 0.93919(15) 0.57113(14) 1.1374(2) 0.0681(7) Uani 1 1 d .
F5 F 0.78334(14) 0.67954(14) 1.14863(16) 0.0551(6) Uani 1 1 d .
F6 F 0.28577(19) 1.00712(11) 0.5099(2) 0.0533(7) Uani 1 1 d .
F7 F 0.18051(17) 0.92479(16) 0.29512(16) 0.0708(7) Uani 1 1 d .
F8 F 0.13491(17) 0.72309(17) 0.27488(17) 0.0736(7) Uani 1 1 d .
F9 F 0.19443(17) 0.60523(14) 0.4723(2) 0.0728(8) Uani 1 1 d .
F10 F 0.29833(16) 0.68684(13) 0.68745(17) 0.0584(6) Uani 1 1 d .
N1 N 0.52579(16) 0.89528(16) 0.89144(19) 0.0314(6) Uani 1 1 d .
N2 N 0.35497(18) 1.01892(16) 0.8756(2) 0.0300(6) Uani 1 1 d .
C1 C 0.70444(19) 0.8593(2) 1.0144(2) 0.0322(7) Uani 1 1 d .
C2 C 0.6166(2) 0.8469(2) 0.9139(2) 0.0363(8) Uani 1 1 d .
C3 C 0.6017(2) 0.7797(3) 0.8145(3) 0.0533(10) Uani 1 1 d .
H3 H 0.6453(19) 0.738(2) 0.807(2) 0.029(7) Uiso 1 1 d .
C4 C 0.5055(2) 0.7887(3) 0.7356(3) 0.0499(9) Uani 1 1 d .
H4A H 0.4757 0.7535 0.6641 0.060 Uiso 1 1 calc R
C5 C 0.4569(2) 0.8624(2) 0.7813(2) 0.0364(8) Uani 1 1 d .
C6 C 0.3573(2) 0.8958(2) 0.7256(2) 0.0345(8) Uani 1 1 d .
C7 C 0.3101(2) 0.9683(2) 0.7677(2) 0.0326(7) Uani 1 1 d .
C8 C 0.2062(2) 1.00022(18) 0.7107(3) 0.0372(8) Uani 1 1 d .
H8A H 0.1595 0.9783 0.6370 0.045 Uiso 1 1 calc R
C9 C 0.1887(2) 1.0678(2) 0.7833(3) 0.0374(8) Uani 1 1 d .
H9 H 0.1242(19) 1.0998(18) 0.778(2) 0.024(7) Uiso 1 1 d .
C10 C 0.2812(2) 1.0799(2) 0.8865(2) 0.0331(7) Uani 1 1 d .
C11 C 0.7946(2) 0.8027(2) 1.0167(2) 0.0354(8) Uani 1 1 d .
C12 C 0.8442(2) 0.8346(2) 0.9480(3) 0.0449(9) Uani 1 1 d .
C13 C 0.9241(2) 0.7815(3) 0.9419(3) 0.0483(9) Uani 1 1 d .
C14 C 0.9551(2) 0.6918(3) 1.0058(3) 0.0477(10) Uani 1 1 d .
C15 C 0.9084(2) 0.6593(2) 1.0762(3) 0.0443(9) Uani 1 1 d .
C16 C 0.8281(2) 0.7137(2) 1.0799(3) 0.0402(8) Uani 1 1 d .
C17 C 0.2951(2) 0.8492(2) 0.6054(2) 0.0339(7) Uani 1 1 d .
C18 C 0.2638(2) 0.9072(2) 0.5035(3) 0.0402(8) Uani 1 1 d .
C19 C 0.2099(3) 0.8665(3) 0.3919(3) 0.0496(10) Uani 1 1 d .
C20 C 0.1874(2) 0.7640(3) 0.3826(3) 0.0473(9) Uani 1 1 d .
C21 C 0.2176(2) 0.7042(2) 0.4818(3) 0.0452(9) Uani 1 1 d .
C22 C 0.2701(2) 0.7470(2) 0.5918(2) 0.0396(8) Uani 1 1 d .
O2 O 0.4867(2) 0.8811(3) 0.4643(3) 0.1213(16) Uani 1 1 d D
C23 C 0.4556(4) 0.9672(4) 0.3901(5) 0.127(2) Uani 1 1 d 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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Os Os -1.2165 7.6030 '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
O1 Os1 O1 180.00(8) 3_677 .
O1 Os1 N2 88.97(9) 3_677 3_677
O1 Os1 N2 91.03(9) . 3_677
O1 Os1 N2 91.03(9) 3_677 .
O1 Os1 N2 88.96(9) . .
N2 Os1 N2 180.000(1) 3_677 .
O1 Os1 N1 90.37(10) 3_677 .
O1 Os1 N1 89.63(10) . .
N2 Os1 N1 90.16(9) 3_677 .
N2 Os1 N1 89.84(9) . .
O1 Os1 N1 89.63(10) 3_677 3_677
O1 Os1 N1 90.37(10) . 3_677
N2 Os1 N1 89.84(9) 3_677 3_677
N2 Os1 N1 90.16(9) . 3_677
N1 Os1 N1 180.000(1) . 3_677
C2 N1 C5 107.6(2) . .
C2 N1 Os1 125.87(17) . .
C5 N1 Os1 126.53(18) . .
C10 N2 C7 106.8(2) . .
C10 N2 Os1 126.48(17) . .
C7 N2 Os1 126.6(2) . .
C2 C1 C10 127.2(3) . 3_677
C2 C1 C11 116.2(3) . .
C10 C1 C11 116.5(2) 3_677 .
C1 C2 N1 125.7(3) . .
C1 C2 C3 126.5(3) . .
N1 C2 C3 107.8(2) . .
C4 C3 C2 108.2(3) . .
C3 C4 C5 107.8(3) . .
N1 C5 C6 125.0(3) . .
N1 C5 C4 108.6(2) . .
C6 C5 C4 126.4(3) . .
C7 C6 C5 126.9(2) . .
C7 C6 C17 116.9(2) . .
C5 C6 C17 116.2(3) . .
N2 C7 C6 125.1(2) . .
N2 C7 C8 108.5(3) . .
C6 C7 C8 126.4(2) . .
C9 C8 C7 107.9(3) . .
C8 C9 C10 107.4(3) . .
N2 C10 C1 124.5(2) . 3_677
N2 C10 C9 109.3(2) . .
C1 C10 C9 126.2(3) 3_677 .
C16 C11 C12 116.8(3) . .
C16 C11 C1 122.4(3) . .
C12 C11 C1 120.6(3) . .
F1 C12 C13 117.1(3) . .
F1 C12 C11 120.2(3) . .
C13 C12 C11 122.7(3) . .
F2 C13 C12 122.0(3) . .
F2 C13 C14 119.1(3) . .
C12 C13 C14 118.8(3) . .
F3 C14 C15 120.8(3) . .
F3 C14 C13 119.5(3) . .
C15 C14 C13 119.7(3) . .
F4 C15 C14 118.9(3) . .
F4 C15 C16 121.0(3) . .
C14 C15 C16 120.1(3) . .
F5 C16 C11 119.4(3) . .
F5 C16 C15 118.8(3) . .
C11 C16 C15 121.9(3) . .
C18 C17 C22 116.9(2) . .
C18 C17 C6 121.0(3) . .
C22 C17 C6 122.1(2) . .
F6 C18 C17 120.1(3) . .
F6 C18 C19 117.4(3) . .
C17 C18 C19 122.5(3) . .
F7 C19 C20 120.4(3) . .
F7 C19 C18 121.0(3) . .
C20 C19 C18 118.6(3) . .
F8 C20 C21 120.2(3) . .
F8 C20 C19 119.5(3) . .
C21 C20 C19 120.4(3) . .
F9 C21 C20 120.1(3) . .
F9 C21 C22 120.2(3) . .
C20 C21 C22 119.7(3) . .
F10 C22 C21 118.5(3) . .
F10 C22 C17 119.6(2) . .
C21 C22 C17 121.9(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Os1 O1 1.741(2) 3_677
Os1 O1 1.741(2) .
Os1 N2 2.053(2) 3_677
Os1 N2 2.053(2) .
Os1 N1 2.053(2) .
Os1 N1 2.053(2) 3_677
F1 C12 1.340(4) .
F2 C13 1.333(4) .
F3 C14 1.338(4) .
F4 C15 1.351(4) .
F5 C16 1.337(4) .
F6 C18 1.340(3) .
F7 C19 1.332(4) .
F8 C20 1.343(4) .
F9 C21 1.331(4) .
F10 C22 1.335(3) .
N1 C2 1.384(4) .
N1 C5 1.386(3) .
N2 C10 1.385(4) .
N2 C7 1.388(4) .
C1 C2 1.378(3) .
C1 C10 1.400(4) 3_677
C1 C11 1.493(4) .
C2 C3 1.451(4) .
C3 C4 1.342(4) .
C4 C5 1.438(5) .
C5 C6 1.394(4) .
C6 C7 1.388(4) .
C6 C17 1.514(4) .
C7 C8 1.442(4) .
C8 C9 1.354(5) .
C9 C10 1.433(3) .
C10 C1 1.400(4) 3_677
C11 C16 1.374(4) .
C11 C12 1.381(5) .
C12 C13 1.380(5) .
C13 C14 1.383(5) .
C14 C15 1.369(5) .
C15 C16 1.381(5) .
C17 C18 1.377(4) .
C17 C22 1.379(4) .
C18 C19 1.382(4) .
C19 C20 1.374(5) .
C20 C21 1.366(5) .
C21 C22 1.375(4) .
O2 C23 1.406(6) .
