#------------------------------------------------------------------------------
#$Date: 2016-03-23 20:58:01 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179433 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/30/4333038.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_4333038
loop_
_publ_author_name
'Hsu, Fang-Chi'
'Tung, Yung-Liang'
'Chi, Yun'
'Hsu, Cheng-Chih'
'Cheng, Yi-Ming'
'Ho, Mei-Lin'
'Chou, Pi-Tai'
'Peng, Shie-Ming'
'Carty, Arthur J.'
_publ_section_title
;
 En Route to the Formation of High-Efficiency, Osmium(II)-Based
 Phosphorescent Materials
;
_journal_issue                   25
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              10188
_journal_page_last               10196
_journal_paper_doi               10.1021/ic061301y
_journal_volume                  45
_journal_year                    2006
_chemical_formula_sum            'C35 H31 F3 N4 O Os P2'
_chemical_formula_weight         832.78
_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                 90.0610(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.1450(5)
_cell_length_b                   32.2482(14)
_cell_length_c                   9.5374(4)
_cell_measurement_reflns_used    3623
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      20.32
_cell_measurement_theta_min      2.22
_cell_volume                     3427.8(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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      295(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'BRUKER SMART APEXCCD area detector'
_diffrn_measurement_method       '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  0.0631
_diffrn_reflns_av_sigmaI/netI    0.0514
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            27933
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.26
_exptl_absorpt_coefficient_mu    3.863
_exptl_absorpt_correction_T_max  0.8013
_exptl_absorpt_correction_T_min  0.4702
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.614
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1640
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.378
_refine_diff_density_min         -2.394
_refine_diff_density_rms         0.113
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.189
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     448
_refine_ls_number_reflns         6045
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.189
_refine_ls_R_factor_all          0.0703
_refine_ls_R_factor_gt           0.0562
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0403P)²+6.3126P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1035
_refine_ls_wR_factor_ref         0.1083
_reflns_number_gt                5160
_reflns_number_total             6045
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic061301ysup1.cif
_cod_data_source_block           complex_3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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      P2(1)/c
_cod_database_code               4333038
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
Os Os 0.49305(3) 0.147905(9) 0.27090(3) 0.03405(11) Uani 1 1 d .
H1A H 0.457(6) 0.167(2) 0.145(7) 0.041 Uiso 1 1 d .
P1 P 0.63180(18) 0.10804(6) 0.1433(2) 0.0356(5) Uani 1 1 d .
P2 P 0.34807(19) 0.18721(7) 0.3909(2) 0.0399(5) Uani 1 1 d .
O1 O 0.6805(7) 0.2130(2) 0.3211(10) 0.100(3) Uani 1 1 d .
N1 N 0.5214(6) 0.10769(19) 0.4530(6) 0.0366(15) Uani 1 1 d .
N2 N 0.3651(5) 0.09941(18) 0.2489(5) 0.0321(14) Uani 1 1 d .
N3 N 0.2828(6) 0.0887(2) 0.1505(6) 0.0416(16) Uani 1 1 d .
N4 N 0.2873(6) 0.0397(2) 0.3216(7) 0.0445(16) Uani 1 1 d .
C1 C 0.6072(9) 0.1875(3) 0.2999(10) 0.061(3) Uani 1 1 d .
C2 C 0.6056(7) 0.1127(3) 0.5538(8) 0.047(2) Uani 1 1 d .
H2A H 0.6559 0.1356 0.5498 0.056 Uiso 1 1 calc R
C3 C 0.6191(9) 0.0853(3) 0.6604(8) 0.061(3) Uani 1 1 d .
H3A H 0.6775 0.0898 0.7285 0.073 Uiso 1 1 calc R
C4 C 0.5476(9) 0.0514(3) 0.6678(9) 0.062(3) Uani 1 1 d .
H4A H 0.5577 0.0324 0.7402 0.074 Uiso 1 1 calc R
C5 C 0.4611(8) 0.0452(3) 0.5696(8) 0.050(2) Uani 1 1 d .
H5A H 0.4105 0.0223 0.5736 0.060 Uiso 1 1 calc R
C6 C 0.4510(7) 0.0745(2) 0.4623(7) 0.0369(18) Uani 1 1 d .
C7 C 0.3650(7) 0.0703(2) 0.3471(7) 0.0350(17) Uani 1 1 d .
C8 C 0.2389(7) 0.0533(3) 0.2009(8) 0.0441(19) Uani 1 1 d .
C9 C 0.1453(10) 0.0289(3) 0.1230(12) 0.064(3) Uani 1 1 d .
C10 C 0.5671(7) 0.0635(2) 0.0524(9) 0.049(2) Uani 1 1 d .
H10A H 0.6302 0.0473 0.0115 0.074 Uiso 1 1 calc R
H10B H 0.5140 0.0731 -0.0201 0.074 Uiso 1 1 calc R
H10C H 0.5231 0.0468 0.1179 0.074 Uiso 1 1 calc R
C11 C 0.7464(7) 0.0858(3) 0.2576(8) 0.045(2) Uani 1 1 d .
C12 C 0.7433(8) 0.0447(3) 0.3029(10) 0.062(3) Uani 1 1 d .
H12A H 0.6871 0.0267 0.2646 0.074 Uiso 1 1 calc R
C13 C 0.8205(10) 0.0305(4) 0.4016(12) 0.085(4) Uani 1 1 d .
H13A H 0.8157 0.0031 0.4307 0.102 Uiso 1 1 calc R
C14 C 0.9042(11) 0.0557(5) 0.4585(13) 0.098(4) Uani 1 1 d .
H14A H 0.9562 0.0454 0.5265 0.118 Uiso 1 1 calc R
C15 C 0.9132(9) 0.0964(4) 0.4165(12) 0.086(4) Uani 1 1 d .
H15A H 0.9728 0.1134 0.4532 0.104 Uiso 1 1 calc R
C16 C 0.8315(8) 0.1119(3) 0.3180(10) 0.061(3) Uani 1 1 d .
H16A H 0.8342 0.1397 0.2927 0.073 Uiso 1 1 calc R
C17 C 0.7197(7) 0.1329(3) 0.0050(8) 0.043(2) Uani 1 1 d .
C18 C 0.8241(7) 0.1133(3) -0.0420(8) 0.053(2) Uani 1 1 d .
H18A H 0.8495 0.0889 0.0004 0.064 Uiso 1 1 calc R
C19 C 0.8896(9) 0.1300(4) -0.1507(10) 0.068(3) Uani 1 1 d .
H19A H 0.9595 0.1170 -0.1811 0.082 Uiso 1 1 calc R
C20 C 0.8510(11) 0.1659(4) -0.2140(11) 0.077(3) Uani 1 1 d .
H20A H 0.8936 0.1769 -0.2891 0.092 Uiso 1 1 calc R
C21 C 0.7515(11) 0.1851(3) -0.1675(10) 0.077(3) Uani 1 1 d .
H21A H 0.7274 0.2098 -0.2095 0.092 Uiso 1 1 calc R
C22 C 0.6839(9) 0.1689(3) -0.0577(9) 0.057(2) Uani 1 1 d .
H22A H 0.6150 0.1824 -0.0274 0.068 Uiso 1 1 calc R
C23 C 0.3966(9) 0.2390(3) 0.4425(10) 0.066(3) Uani 1 1 d .
H23A H 0.3338 0.2523 0.4945 0.099 Uiso 1 1 calc R
H23B H 0.4145 0.2550 0.3603 0.099 Uiso 1 1 calc R
H23C H 0.4671 0.2369 0.5000 0.099 Uiso 1 1 calc R
C24 C 0.2045(8) 0.1964(3) 0.3066(8) 0.048(2) Uani 1 1 d .
C25 C 0.1824(8) 0.1851(3) 0.1698(9) 0.052(2) Uani 1 1 d .
H25A H 0.2428 0.1723 0.1182 0.063 Uiso 1 1 calc R
C26 C 0.0721(9) 0.1925(3) 0.1072(11) 0.070(3) Uani 1 1 d .
H26A H 0.0587 0.1846 0.0147 0.084 Uiso 1 1 calc R
C27 C -0.0164(9) 0.2112(3) 0.1820(13) 0.074(3) Uani 1 1 d .
H27A H -0.0905 0.2159 0.1400 0.089 Uiso 1 1 calc R
C28 C 0.0014(10) 0.2234(4) 0.3172(14) 0.088(4) Uani 1 1 d .
H28A H -0.0595 0.2366 0.3664 0.105 Uiso 1 1 calc R
C29 C 0.1109(9) 0.2159(3) 0.3807(10) 0.071(3) Uani 1 1 d .
H29A H 0.1228 0.2237 0.4735 0.085 Uiso 1 1 calc R
C30 C 0.3018(7) 0.1624(3) 0.5557(8) 0.044(2) Uani 1 1 d .
C31 C 0.2189(7) 0.1311(3) 0.5552(8) 0.049(2) Uani 1 1 d .
H31A H 0.1789 0.1246 0.4725 0.059 Uiso 1 1 calc R
C32 C 0.1939(9) 0.1094(3) 0.6756(10) 0.066(3) Uani 1 1 d .
H32A H 0.1362 0.0885 0.6737 0.079 Uiso 1 1 calc R
C33 C 0.2525(11) 0.1180(4) 0.7973(11) 0.084(4) Uani 1 1 d .
H33A H 0.2337 0.1035 0.8788 0.101 Uiso 1 1 calc R
C34 C 0.3373(11) 0.1473(4) 0.7993(10) 0.088(4) Uani 1 1 d .
H34A H 0.3791 0.1525 0.8819 0.106 Uiso 1 1 calc R
C35 C 0.3639(9) 0.1701(3) 0.6801(9) 0.068(3) Uani 1 1 d .
H35A H 0.4229 0.1905 0.6830 0.082 Uiso 1 1 calc R
F1 F 0.192(3) 0.0010(16) 0.042(6) 0.15(2) Uani 0.54(6) 1 d P
F2 F 0.076(4) 0.0499(7) 0.043(5) 0.120(16) Uani 0.54(6) 1 d P
F3 F 0.073(3) 0.0090(17) 0.207(3) 0.122(16) Uani 0.54(6) 1 d P
F1' F 0.133(7) -0.0074(12) 0.170(7) 0.15(3) Uani 0.46(6) 1 d P
F2' F 0.175(5) 0.022(2) -0.003(4) 0.13(2) Uani 0.46(6) 1 d P
F3' F 0.051(3) 0.0493(16) 0.114(8) 0.18(3) Uani 0.46(6) 1 d P
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'
P P 0.1023 0.0942 '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
H1A Os C1 91(3)
H1A Os N2 93(3)
C1 Os N2 176.1(3)
H1A Os N1 168(3)
C1 Os N1 101.2(4)
N2 Os N1 74.9(2)
H1A Os P1 89(3)
C1 Os P1 90.1(3)
N2 Os P1 89.31(16)
N1 Os P1 89.56(16)
H1A Os P2 89(3)
C1 Os P2 91.6(3)
N2 Os P2 89.05(17)
N1 Os P2 91.82(16)
P1 Os P2 177.52(7)
C11 P1 C10 104.6(4)
C11 P1 C17 103.1(4)
C10 P1 C17 102.3(4)
C11 P1 Os 111.5(2)
C10 P1 Os 114.6(3)
C17 P1 Os 119.1(3)
C24 P2 C23 103.4(4)
C24 P2 C30 101.7(4)
C23 P2 C30 104.6(4)
C24 P2 Os 118.6(3)
C23 P2 Os 114.9(3)
C30 P2 Os 112.0(3)
C6 N1 C2 117.2(7)
C6 N1 Os 116.4(5)
C2 N1 Os 126.4(5)
C7 N2 N3 107.9(6)
C7 N2 Os 116.9(5)
N3 N2 Os 135.1(5)
C8 N3 N2 102.5(6)
C7 N4 C8 100.0(6)
O1 C1 Os 178.8(10)
N1 C2 C3 122.2(8)
C2 C3 C4 120.0(8)
C3 C4 C5 119.9(9)
C4 C5 C6 117.6(8)
N1 C6 C5 123.1(7)
N1 C6 C7 114.2(6)
C5 C6 C7 122.6(7)
N2 C7 N4 113.3(6)
N2 C7 C6 117.6(7)
N4 C7 C6 129.0(7)
N3 C8 N4 116.2(7)
N3 C8 C9 121.7(8)
N4 C8 C9 122.0(8)
F3' C9 F1' 115(3)
F3' C9 F2' 105(3)
F1' C9 F2' 102(3)
F3' C9 F2 34(3)
F1' C9 F2 130(2)
F2' C9 F2 72(2)
F3' C9 F1 132(2)
F1' C9 F1 67(3)
F2' C9 F1 37(2)
F2 C9 F1 105(2)
F3' C9 F3 77(3)
F1' C9 F3 42(3)
F2' C9 F3 131(2)
F2 C9 F3 105(2)
F1 C9 F3 106(2)
F3' C9 C8 110.2(18)
F1' C9 C8 112.8(19)
F2' C9 C8 112.0(19)
F2 C9 C8 115.8(12)
F1 C9 C8 112.5(16)
F3 C9 C8 112.4(16)
C16 C11 C12 117.5(8)
C16 C11 P1 119.2(7)
C12 C11 P1 122.7(7)
C13 C12 C11 121.3(10)
C14 C13 C12 121.0(11)
C13 C14 C15 120.4(11)
C14 C15 C16 119.2(11)
C11 C16 C15 120.4(10)
C22 C17 C18 119.1(8)
C22 C17 P1 122.1(6)
C18 C17 P1 118.7(7)
C19 C18 C17 120.5(9)
C20 C19 C18 119.5(9)
C21 C20 C19 120.1(10)
C20 C21 C22 121.3(10)
C17 C22 C21 119.5(9)
C25 C24 C29 117.5(8)
C25 C24 P2 122.3(7)
C29 C24 P2 120.3(7)
C24 C25 C26 121.4(9)
C27 C26 C25 119.5(10)
C26 C27 C28 121.3(10)
C27 C28 C29 119.4(10)
C28 C29 C24 120.8(10)
C31 C30 C35 118.0(8)
C31 C30 P2 120.5(6)
C35 C30 P2 120.6(7)
C30 C31 C32 120.7(8)
C33 C32 C31 120.8(10)
C34 C33 C32 119.7(10)
C33 C34 C35 121.0(10)
C34 C35 C30 119.7(10)
F2' F1 C9 69(3)
F2' F1 F1' 120(5)
C9 F1 F1' 55.2(18)
F3' F2 C9 71(4)
F3' F2 F2' 123(5)
C9 F2 F2' 53.7(16)
F1' F3 C9 67(3)
F1' F3 F3' 112(5)
C9 F3 F3' 49.8(17)
F3 F1' C9 71(3)
F3 F1' F1 124(5)
C9 F1' F1 58(2)
F1 F2' C9 73(4)
F1 F2' F2 121(5)
C9 F2' F2 54.5(17)
F2 F3' C9 76(4)
F2 F3' F3 118(5)
C9 F3' F3 53(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Os H1A 1.41(7)
Os C1 1.824(10)
Os N2 2.127(6)
Os N1 2.190(6)
Os P1 2.351(2)
Os P2 2.352(2)
P1 C11 1.825(8)
P1 C10 1.825(8)
P1 C17 1.828(8)
P2 C24 1.814(9)
P2 C23 1.823(9)
P2 C30 1.839(8)
O1 C1 1.176(11)
N1 C6 1.329(9)
N1 C2 1.352(9)
N2 C7 1.326(9)
N2 N3 1.356(8)
N3 C8 1.333(10)
N4 C7 1.335(9)
N4 C8 1.345(10)
C2 C3 1.355(12)
C3 C4 1.355(13)
C4 C5 1.358(12)
C5 C6 1.397(10)
C6 C7 1.464(10)
C8 C9 1.503(12)
C9 F3' 1.25(3)
C9 F1' 1.26(3)
C9 F2' 1.26(3)
C9 F2 1.28(2)
C9 F1 1.30(3)
C9 F3 1.30(3)
C11 C16 1.391(12)
C11 C12 1.396(12)
C12 C13 1.354(13)
C13 C14 1.350(17)
C14 C15 1.377(16)
C15 C16 1.399(14)
C17 C22 1.365(11)
C17 C18 1.397(11)
C18 C19 1.378(12)
C19 C20 1.375(15)
C20 C21 1.346(14)
C21 C22 1.393(12)
C24 C25 1.376(11)
C24 C29 1.409(12)
C25 C26 1.386(12)
C26 C27 1.360(14)
C27 C28 1.362(16)
C28 C29 1.383(13)
C30 C31 1.367(12)
C30 C35 1.395(11)
C31 C32 1.374(12)
C32 C33 1.360(15)
C33 C34 1.338(16)
C34 C35 1.387(14)
F1 F2' 0.82(5)
F1 F1' 1.42(5)
F2 F3' 0.73(6)
F2 F2' 1.49(5)
F3 F1' 0.92(6)
F3 F3' 1.59(6)
