#------------------------------------------------------------------------------
#$Date: 2018-08-16 18:56:10 +0300 (Thu, 16 Aug 2018) $
#$Revision: 209813 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/06/09/4060961.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_4060961
loop_
_publ_author_name
'Ionkin, Alex S.'
'Marshall, William J.'
'Fish, Brian M.'
_publ_section_title
;
 Synthesis and Structural Characterization of a Series of Novel
 Polyaromatic Ligands Containing Pyrene and Related Biscyclometalated
 Iridium(III) Complexes
;
_journal_coden_ASTM              ORGND7
_journal_issue                   6
_journal_name_full               Organometallics
_journal_page_first              1461
_journal_page_last               1471
_journal_paper_doi               10.1021/om0510775
_journal_volume                  25
_journal_year                    2006
_chemical_formula_sum            'C62 H44 Cl4 F6 Ir N2 O P'
_chemical_formula_weight         1311.96
_space_group_IT_number           13
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yc'
_symmetry_space_group_name_H-M   'P 1 2/c 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 112.026(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   20.4653(19)
_cell_length_b                   12.1974(11)
_cell_length_c                   22.708(2)
_cell_measurement_temperature    293(2)
_cell_volume                     5254.8(8)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.658
_cod_duplicate_entry             4074986
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 2/c'
_cod_database_code               4060961
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, 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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.202142(8) 0.286443(11) 0.460098(6) 0.01690(5) Uani 1 1 d . . .
P1 P 0.20208(5) 0.14985(8) 0.53395(4) 0.0192(2) Uani 1 1 d . . .
F1 F -0.00277(13) 0.3196(2) 0.48333(12) 0.0336(6) Uani 1 1 d . . .
F2 F -0.03738(13) 0.1539(2) 0.48521(12) 0.0366(6) Uani 1 1 d . . .
F3 F -0.06015(13) 0.2361(2) 0.39586(11) 0.0347(6) Uani 1 1 d . . .
F4 F 0.10300(14) 0.0271(2) 0.41256(12) 0.0349(6) Uani 1 1 d . . .
F5 F -0.00200(15) 0.0142(2) 0.41280(13) 0.0420(7) Uani 1 1 d . . .
F6 F 0.01785(15) 0.1169(2) 0.34431(11) 0.0408(7) Uani 1 1 d . . .
O1 O 0.08931(14) 0.2686(2) 0.43067(12) 0.0203(6) Uani 1 1 d . . .
N17 N 0.19642(17) 0.1965(3) 0.38102(15) 0.0201(7) Uani 1 1 d . . .
N40 N 0.20938(16) 0.3960(2) 0.52988(14) 0.0178(6) Uani 1 1 d . . .
C1 C 0.1075(2) 0.1430(3) 0.52018(17) 0.0230(8) Uani 1 1 d . . .
H1A H 0.0951 0.0681 0.5258 0.028 Uiso 1 1 calc R . .
H1B H 0.0982 0.1883 0.5513 0.028 Uiso 1 1 calc R . .
C2 C 0.0610(2) 0.1829(3) 0.45193(18) 0.0208(8) Uani 1 1 d . . .
C3 C -0.0099(2) 0.2228(3) 0.45403(18) 0.0244(8) Uani 1 1 d . . .
C4 C 0.0447(2) 0.0855(3) 0.40477(19) 0.0279(9) Uani 1 1 d . . .
C5 C 0.2458(2) 0.1884(3) 0.61812(18) 0.0224(8) Uani 1 1 d . . .
C6 C 0.2120(2) 0.2358(4) 0.6544(2) 0.0301(10) Uani 1 1 d . . .
H6A H 0.1634 0.2459 0.6369 0.036 Uiso 1 1 calc R . .
C7 C 0.2500(3) 0.2686(4) 0.7168(2) 0.0391(11) Uani 1 1 d . . .
H7A H 0.2267 0.2998 0.7408 0.047 Uiso 1 1 calc R . .
C8 C 0.3218(3) 0.2552(4) 0.7429(2) 0.0416(12) Uani 1 1 d . . .
H8A H 0.3471 0.2759 0.7848 0.050 Uiso 1 1 calc R . .
C9 C 0.3561(3) 0.2108(5) 0.7068(2) 0.0485(14) Uani 1 1 d . . .
H9A H 0.4048 0.2030 0.7239 0.058 Uiso 1 1 calc R . .
C10 C 0.3183(3) 0.1775(4) 0.6449(2) 0.0389(11) Uani 1 1 d . . .
H10A H 0.3421 0.1475 0.6209 0.047 Uiso 1 1 calc R . .
C11 C 0.2342(2) 0.0089(3) 0.53524(18) 0.0233(8) Uani 1 1 d . . .
C12 C 0.1968(2) -0.0829(3) 0.5417(2) 0.0295(9) Uani 1 1 d . . .
H12A H 0.1537 -0.0739 0.5461 0.035 Uiso 1 1 calc R . .
C13 C 0.2234(3) -0.1877(4) 0.5417(2) 0.0408(12) Uani 1 1 d . . .
H13A H 0.1975 -0.2483 0.5451 0.049 Uiso 1 1 calc R . .
C14 C 0.2880(3) -0.2024(4) 0.5367(2) 0.0432(13) Uani 1 1 d . . .
H14A H 0.3056 -0.2727 0.5368 0.052 Uiso 1 1 calc R . .
C15 C 0.3263(3) -0.1119(4) 0.5314(2) 0.0399(12) Uani 1 1 d . . .
H15A H 0.3701 -0.1215 0.5286 0.048 Uiso 1 1 calc R . .
C16 C 0.2997(2) -0.0072(4) 0.53032(19) 0.0297(9) Uani 1 1 d . . .
H16A H 0.3256 0.0530 0.5263 0.036 Uiso 1 1 calc R . .
C18 C 0.2230(2) 0.0963(3) 0.38136(19) 0.0259(9) Uani 1 1 d . . .
H18A H 0.2433 0.0603 0.4201 0.031 Uiso 1 1 calc R . .
C19 C 0.2218(2) 0.0435(3) 0.3274(2) 0.0283(9) Uani 1 1 d . . .
H19A H 0.2412 -0.0261 0.3302 0.034 Uiso 1 1 calc R . .
C20 C 0.1913(2) 0.0955(3) 0.26843(19) 0.0255(9) Uani 1 1 d . . .
C21 C 0.1632(2) 0.1991(3) 0.26828(19) 0.0237(8) Uani 1 1 d . . .
H21A H 0.1420 0.2355 0.2298 0.028 Uiso 1 1 calc R . .
C22 C 0.1659(2) 0.2505(3) 0.32430(18) 0.0190(8) Uani 1 1 d . . .
C23 C 0.1899(3) 0.0420(4) 0.2083(2) 0.0365(11) Uani 1 1 d . . .
H23A H 0.1480 0.0638 0.1736 0.055 Uiso 1 1 calc R . .
H23B H 0.1902 -0.0362 0.2130 0.055 Uiso 1 1 calc R . .
H23C H 0.2306 0.0643 0.2000 0.055 Uiso 1 1 calc R . .
C24 C 0.1484(2) 0.3655(3) 0.33017(17) 0.0193(8) Uani 1 1 d . . .
C25 C 0.1780(2) 0.4069(3) 0.39309(17) 0.0184(7) Uani 1 1 d . . .
C26 C 0.1787(2) 0.5200(3) 0.40224(18) 0.0200(8) Uani 1 1 d . . .
H26A H 0.1970 0.5476 0.4434 0.024 Uiso 1 1 calc R . .
C27 C 0.1526(2) 0.5934(3) 0.35122(18) 0.0211(8) Uani 1 1 d . . .
C28 C 0.1154(2) 0.5506(3) 0.28934(18) 0.0203(8) Uani 1 1 d . . .
C29 C 0.1102(2) 0.4350(3) 0.27852(18) 0.0213(8) Uani 1 1 d . . .
C30 C 0.1588(2) 0.7102(3) 0.3596(2) 0.0273(9) Uani 1 1 d . . .
H30A H 0.1847 0.7389 0.3995 0.033 Uiso 1 1 calc R . .
C31 C 0.1274(2) 0.7791(3) 0.3102(2) 0.0303(9) Uani 1 1 d . . .
H31A H 0.1325 0.8544 0.3170 0.036 Uiso 1 1 calc R . .
C32 C 0.0870(2) 0.7398(4) 0.2482(2) 0.0294(9) Uani 1 1 d . . .
C33 C 0.0808(2) 0.6244(3) 0.23786(19) 0.0245(9) Uani 1 1 d . . .
C34 C 0.0518(3) 0.8098(4) 0.1970(2) 0.0354(11) Uani 1 1 d . . .
H34A H 0.0556 0.8853 0.2030 0.043 Uiso 1 1 calc R . .
C35 C 0.0117(3) 0.7684(4) 0.1381(2) 0.0361(11) Uani 1 1 d . . .
H35A H -0.0106 0.8163 0.1048 0.043 Uiso 1 1 calc R . .
C36 C 0.0041(2) 0.6561(4) 0.1279(2) 0.0342(10) Uani 1 1 d . . .
H36A H -0.0239 0.6297 0.0879 0.041 Uiso 1 1 calc R . .
C37 C 0.0381(2) 0.5822(4) 0.17704(19) 0.0267(9) Uani 1 1 d . . .
C38 C 0.0279(2) 0.4667(4) 0.16959(19) 0.0286(9) Uani 1 1 d . . .
H38A H -0.0029 0.4388 0.1311 0.034 Uiso 1 1 calc R . .
C39 C 0.0623(2) 0.3968(3) 0.21766(18) 0.0241(8) Uani 1 1 d . . .
H39A H 0.0547 0.3219 0.2111 0.029 Uiso 1 1 calc R . .
C41 C 0.1523(2) 0.4375(3) 0.53787(19) 0.0240(8) Uani 1 1 d . . .
H41A H 0.1078 0.4155 0.5105 0.029 Uiso 1 1 calc R . .
C42 C 0.1577(2) 0.5112(3) 0.58505(19) 0.0261(9) Uani 1 1 d . . .
H42A H 0.1174 0.5358 0.5907 0.031 Uiso 1 1 calc R . .
C43 C 0.2242(2) 0.5490(3) 0.62455(19) 0.0273(9) Uani 1 1 d . . .
C44 C 0.2817(2) 0.5102(3) 0.61357(19) 0.0257(9) Uani 1 1 d . . .
H44A H 0.3260 0.5381 0.6375 0.031 Uiso 1 1 calc R . .
C45 C 0.2759(2) 0.4301(3) 0.56751(18) 0.0204(8) Uani 1 1 d . . .
C46 C 0.2321(3) 0.6296(4) 0.6768(2) 0.0419(12) Uani 1 1 d . . .
H46A H 0.2810 0.6473 0.6984 0.063 Uiso 1 1 calc R . .
H46B H 0.2141 0.5980 0.7064 0.063 Uiso 1 1 calc R . .
H46C H 0.2062 0.6952 0.6590 0.063 Uiso 1 1 calc R . .
C47 C 0.3318(2) 0.3828(3) 0.54915(17) 0.0204(8) Uani 1 1 d . . .
C48 C 0.3060(2) 0.3197(3) 0.49265(18) 0.0194(8) Uani 1 1 d . . .
C49 C 0.3534(2) 0.2898(3) 0.46427(18) 0.0224(8) Uani 1 1 d . . .
H49A H 0.3373 0.2477 0.4274 0.027 Uiso 1 1 calc R . .
C50 C 0.4239(2) 0.3208(3) 0.48941(19) 0.0232(8) Uani 1 1 d . . .
C51 C 0.4511(2) 0.3743(3) 0.54926(18) 0.0237(8) Uani 1 1 d . . .
C52 C 0.4052(2) 0.4017(3) 0.58114(18) 0.0238(8) Uani 1 1 d . . .
C53 C 0.4711(2) 0.3012(3) 0.4561(2) 0.0287(9) Uani 1 1 d . . .
H53A H 0.4541 0.2663 0.4168 0.034 Uiso 1 1 calc R . .
C54 C 0.5394(2) 0.3327(4) 0.4813(2) 0.0322(10) Uani 1 1 d . . .
H54A H 0.5680 0.3205 0.4583 0.039 Uiso 1 1 calc R . .
C55 C 0.5693(2) 0.3844(3) 0.5426(2) 0.0268(9) Uani 1 1 d . . .
C56 C 0.5243(2) 0.4037(3) 0.57630(19) 0.0243(8) Uani 1 1 d . . .
C57 C 0.6393(2) 0.4181(4) 0.5694(2) 0.0330(10) Uani 1 1 d . . .
H57A H 0.6688 0.4054 0.5474 0.040 Uiso 1 1 calc R . .
C58 C 0.6658(2) 0.4694(4) 0.6272(2) 0.0368(11) Uani 1 1 d . . .
H58A H 0.7126 0.4921 0.6436 0.044 Uiso 1 1 calc R . .
C59 C 0.6232(2) 0.4877(4) 0.6614(2) 0.0344(10) Uani 1 1 d . . .
H59A H 0.6415 0.5218 0.7009 0.041 Uiso 1 1 calc R . .
C60 C 0.5525(2) 0.4546(4) 0.6364(2) 0.0292(9) Uani 1 1 d . . .
C61 C 0.5074(2) 0.4678(4) 0.6710(2) 0.0329(10) Uani 1 1 d . . .
H61A H 0.5261 0.4950 0.7122 0.039 Uiso 1 1 calc R . .
C62 C 0.4376(2) 0.4415(4) 0.6450(2) 0.0319(10) Uani 1 1 d . . .
H62A H 0.4102 0.4497 0.6694 0.038 Uiso 1 1 calc R . .
Cl71 Cl 0.41689(14) 0.0045(2) 0.42151(12) 0.1090(8) Uani 1 1 d . . .
Cl74 Cl 0.42497(16) 0.2627(3) 0.18136(14) 0.1284(10) Uani 1 1 d . . .
Cl72 Cl 0.50895(12) -0.0897(3) 0.36341(13) 0.1242(10) Uani 1 1 d . . .
Cl73 Cl 0.37741(19) 0.1514(4) 0.27018(15) 0.1877(18) Uani 1 1 d . . .
C71 C 0.4573(5) -0.1075(6) 0.4061(4) 0.101(3) Uani 1 1 d . . .
H71A H 0.4861 -0.1403 0.4464 0.121 Uiso 1 1 calc R . .
H71B H 0.4211 -0.1604 0.3837 0.121 Uiso 1 1 calc R . .
C73 C 0.3919(6) 0.1343(8) 0.1992(4) 0.121(4) Uani 1 1 d . . .
H73A H 0.3482 0.1146 0.1649 0.145 Uiso 1 1 calc R . .
H73B H 0.4259 0.0762 0.2040 0.145 Uiso 1 1 calc R . .
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
Ir1 C48 2.012(4) . ?
Ir1 N40 2.035(3) . ?
Ir1 C25 2.038(4) . ?
Ir1 N17 2.070(3) . ?
Ir1 O1 2.161(3) . ?
Ir1 P1 2.3643(10) . ?
P1 C11 1.838(4) . ?
P1 C5 1.842(4) . ?
P1 C1 1.843(4) . ?
F1 C3 1.336(5) . ?
F2 C3 1.350(4) . ?
F3 C3 1.346(4) . ?
F4 C4 1.343(5) . ?
F5 C4 1.355(5) . ?
F6 C4 1.330(5) . ?
O1 C2 1.368(4) . ?
N17 C18 1.336(5) . ?
N17 C22 1.371(5) . ?
N40 C41 1.346(5) . ?
N40 C45 1.372(5) . ?
C1 C2 1.562(5) . ?
C2 C3 1.547(6) . ?
C2 C4 1.550(5) . ?
C5 C10 1.383(6) . ?
C5 C6 1.385(6) . ?
C6 C7 1.396(6) . ?
C7 C8 1.372(7) . ?
C8 C9 1.375(8) . ?
C9 C10 1.387(6) . ?
C11 C12 1.395(6) . ?
C11 C16 1.399(6) . ?
C12 C13 1.389(6) . ?
C13 C14 1.379(7) . ?
C14 C15 1.386(7) . ?
C15 C16 1.384(6) . ?
C18 C19 1.376(6) . ?
C19 C20 1.400(6) . ?
C20 C21 1.388(5) . ?
C20 C23 1.503(5) . ?
C21 C22 1.401(5) . ?
C22 C24 1.467(5) . ?
C24 C25 1.419(5) . ?
C24 C29 1.420(5) . ?
C25 C26 1.395(5) . ?
C26 C27 1.402(5) . ?
C27 C28 1.423(5) . ?
C27 C30 1.436(5) . ?
C28 C29 1.428(5) . ?
C28 C33 1.434(5) . ?
C29 C39 1.439(5) . ?
C30 C31 1.356(6) . ?
C31 C32 1.422(6) . ?
C32 C34 1.403(6) . ?
C32 C33 1.426(6) . ?
C33 C37 1.425(6) . ?
C34 C35 1.377(7) . ?
C35 C36 1.388(7) . ?
C36 C37 1.401(6) . ?
C37 C38 1.425(6) . ?
C38 C39 1.356(6) . ?
C41 C42 1.371(6) . ?
C42 C43 1.397(6) . ?
C43 C44 1.375(6) . ?
C43 C46 1.503(6) . ?
C44 C45 1.404(5) . ?
C45 C47 1.474(5) . ?
C47 C48 1.417(5) . ?
C47 C52 1.421(6) . ?
C48 C49 1.401(5) . ?
C49 C50 1.390(6) . ?
C50 C51 1.419(6) . ?
C50 C53 1.454(5) . ?
C51 C52 1.425(5) . ?
C51 C56 1.435(6) . ?
C52 C62 1.434(6) . ?
C53 C54 1.353(6) . ?
C54 C55 1.439(6) . ?
C55 C57 1.392(6) . ?
C55 C56 1.421(5) . ?
C56 C60 1.411(6) . ?
C57 C58 1.371(7) . ?
C58 C59 1.386(6) . ?
C59 C60 1.400(6) . ?
C60 C61 1.427(6) . ?
C61 C62 1.364(6) . ?
Cl71 C71 1.702(8) . ?
Cl74 C73 1.811(10) . ?
Cl72 C71 1.693(9) . ?
Cl73 C73 1.758(9) . ?
