#------------------------------------------------------------------------------
#$Date: 2014-07-23 10:49:31 +0100 (Wed, 23 Jul 2014) $
#$Revision: 120677 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/05/4060534.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_4060534
_journal_name_full  'Organometallics'
_journal_year       2005
_chemical_formula_moiety  'C21 H26 Br Ir N2'
_chemical_formula_sum 		'C21 H26 Br Ir N2'
_chemical_formula_weight  578.55
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, -y, -z'
_cell_length_a  8.6482(8)
_cell_length_b  10.7943(10)
_cell_length_c  11.8122(11)
_cell_angle_alpha  64.4420(10)
_cell_angle_beta  75.631(2)
_cell_angle_gamma  88.124(2)
_cell_volume  960.17(15)
_cell_formula_units_Z  2
_cell_measurement_temperature  100(2)
_exptl_crystal_density_diffrn  2.001
_diffrn_ambient_temperature  100(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 0.778325(14) 0.747120(12) 0.706524(12) 0.01255(4) Uani 1 1 d . . .
Br1 Br 1.04840(3) 0.74599(3) 0.54361(3) 0.01678(7) Uani 1 1 d . . .
N1 N 0.5336(3) 0.6041(3) 0.6668(2) 0.0151(6) Uani 1 1 d . . .
N2 N 0.7248(3) 0.4685(2) 0.6904(2) 0.0128(5) Uani 1 1 d . . .
C1 C 0.6832(3) 0.5930(3) 0.6853(3) 0.0145(6) Uani 1 1 d . . .
C2 C 0.5993(3) 0.3998(3) 0.6790(3) 0.0137(6) Uani 1 1 d . . .
C3 C 0.4762(4) 0.4873(3) 0.6644(3) 0.0145(6) Uani 1 1 d . . .
C4 C 0.3317(4) 0.4504(3) 0.6512(3) 0.0195(7) Uani 1 1 d . . .
H4 H 0.2486 0.5108 0.6394 0.023 Uiso 1 1 calc R . .
C5 C 0.3156(4) 0.3212(3) 0.6562(3) 0.0207(7) Uani 1 1 d . . .
H5 H 0.2181 0.2915 0.6487 0.025 Uiso 1 1 calc R . .
C6 C 0.4387(4) 0.2329(3) 0.6722(3) 0.0200(7) Uani 1 1 d . . .
H6 H 0.4226 0.1446 0.6754 0.024 Uiso 1 1 calc R . .
C7 C 0.5828(4) 0.2711(3) 0.6832(3) 0.0169(7) Uani 1 1 d . . .
H7 H 0.6668 0.2115 0.6933 0.020 Uiso 1 1 calc R . .
C8 C 0.4441(4) 0.7190(3) 0.6722(4) 0.0210(7) Uani 1 1 d . . .
H8A H 0.387(4) 0.752(3) 0.603(3) 0.025 Uiso 1 1 d . . .
H8B H 0.371(4) 0.686(3) 0.750(3) 0.025 Uiso 1 1 d . . .
C9 C 0.5613(4) 0.8292(3) 0.6577(3) 0.0192(7) Uani 1 1 d . . .
H9 H 0.519(4) 0.882(3) 0.691(3) 0.021(9) Uiso 1 1 d . . .
C10 C 0.6923(4) 0.8907(4) 0.5481(4) 0.0198(7) Uani 1 1 d . . .
H10A H 0.730(4) 0.977(3) 0.521(3) 0.024(10) Uiso 1 1 d . . .
H10B H 0.703(4) 0.867(3) 0.490(3) 0.015(9) Uiso 1 1 d . . .
C11 C 0.8750(4) 0.4051(3) 0.7111(3) 0.0160(7) Uani 1 1 d . . .
H11A H 0.948(4) 0.478(3) 0.695(3) 0.019 Uiso 1 1 d . . .
H11B H 0.913(4) 0.377(3) 0.646(3) 0.019 Uiso 1 1 d . . .
C12 C 0.8496(4) 0.2872(3) 0.8435(3) 0.0194(7) Uani 1 1 d . . .
H12 H 0.807(4) 0.306(3) 0.911(3) 0.023 Uiso 1 1 d . . .
C13 C 0.8942(5) 0.1635(4) 0.8649(4) 0.0282(9) Uani 1 1 d . . .
H13A H 0.875(4) 0.093(3) 0.956(3) 0.021(9) Uiso 1 1 d . . .
H13B H 0.943(4) 0.141(3) 0.801(3) 0.023(10) Uiso 1 1 d . . .
C14 C 0.6938(4) 0.6255(3) 0.9107(3) 0.0221(8) Uani 1 1 d . . .
H14 H 0.632(4) 0.550(3) 0.928(3) 0.026 Uiso 1 1 d . . .
C15 C 0.8602(4) 0.6166(3) 0.8732(3) 0.0196(7) Uani 1 1 d . . .
H15 H 0.890(3) 0.534(3) 0.874(3) 0.015(8) Uiso 1 1 d . . .
C16 C 0.9846(4) 0.6870(3) 0.9034(3) 0.0234(8) Uani 1 1 d . . .
H16A H 1.0762 0.6295 0.9158 0.028 Uiso 1 1 calc R . .
H16B H 0.9362 0.6930 0.9859 0.028 Uiso 1 1 calc R . .
C17 C 1.0466(4) 0.8321(3) 0.7960(3) 0.0199(7) Uani 1 1 d . . .
H17A H 1.0770 0.8888 0.8356 0.024 Uiso 1 1 calc R . .
H17B H 1.1443 0.8256 0.7347 0.024 Uiso 1 1 calc R . .
C18 C 0.9267(4) 0.9036(3) 0.7215(3) 0.0168(7) Uani 1 1 d . . .
H18 H 0.959(3) 0.966(3) 0.638(3) 0.014(9) Uiso 1 1 d . . .
C19 C 0.7692(4) 0.9099(3) 0.7769(3) 0.0183(7) Uani 1 1 d . . .
H19 H 0.716(4) 0.978(3) 0.726(3) 0.022 Uiso 1 1 d . . .
C20 C 0.6966(4) 0.8533(3) 0.9227(3) 0.0260(8) Uani 1 1 d . . .
H20A H 0.6178 0.9157 0.9400 0.031 Uiso 1 1 calc R . .
H20B H 0.7822 0.8515 0.9654 0.031 Uiso 1 1 calc R . .
C21 C 0.6141(4) 0.7089(4) 0.9816(3) 0.0320(9) Uani 1 1 d . . .
H21A H 0.6160 0.6603 1.0739 0.038 Uiso 1 1 calc R . .
H21B H 0.5007 0.7155 0.9785 0.038 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ir1 0.01262(6) 0.01184(6) 0.01346(6) -0.00602(5) -0.00299(5) 0.00158(4)
Br1 0.01614(16) 0.01536(16) 0.01666(17) -0.00694(13) -0.00067(13) 0.00110(12)
N1 0.0132(13) 0.0137(13) 0.0197(15) -0.0080(12) -0.0057(11) 0.0033(10)
N2 0.0127(13) 0.0112(13) 0.0154(14) -0.0067(11) -0.0036(11) 0.0024(10)
C1 0.0163(16) 0.0146(16) 0.0114(16) -0.0045(13) -0.0040(13) 0.0025(12)
C2 0.0134(15) 0.0161(16) 0.0099(15) -0.0044(13) -0.0023(12) -0.0010(12)
C3 0.0161(16) 0.0131(16) 0.0132(16) -0.0055(13) -0.0025(13) 0.0007(12)
C4 0.0152(16) 0.0215(18) 0.0216(18) -0.0090(15) -0.0050(14) 0.0015(13)
C5 0.0162(17) 0.0242(18) 0.0219(18) -0.0096(15) -0.0056(14) -0.0022(14)
C6 0.0246(18) 0.0162(17) 0.0225(18) -0.0105(15) -0.0075(15) -0.0009(14)
C7 0.0190(17) 0.0155(16) 0.0170(17) -0.0077(14) -0.0050(14) 0.0024(13)
C8 0.0150(17) 0.0175(18) 0.032(2) -0.0121(16) -0.0061(15) 0.0048(13)
C9 0.0171(17) 0.0147(17) 0.030(2) -0.0126(16) -0.0088(15) 0.0079(13)
C10 0.0232(19) 0.0128(18) 0.027(2) -0.0092(16) -0.0121(16) 0.0048(14)
C11 0.0124(16) 0.0157(17) 0.0223(18) -0.0106(15) -0.0044(14) 0.0040(13)
C12 0.0193(17) 0.0213(18) 0.0203(18) -0.0093(15) -0.0090(14) 0.0008(14)
C13 0.035(2) 0.020(2) 0.032(2) -0.0104(18) -0.0152(19) 0.0028(16)
C14 0.030(2) 0.0195(18) 0.0144(17) -0.0078(15) 0.0002(15) -0.0065(15)
C15 0.030(2) 0.0113(16) 0.0184(18) -0.0065(14) -0.0084(15) 0.0019(14)
C16 0.034(2) 0.0180(18) 0.0219(19) -0.0087(15) -0.0144(16) 0.0033(15)
C17 0.0240(18) 0.0165(17) 0.0219(18) -0.0096(15) -0.0081(15) 0.0006(14)
C18 0.0227(18) 0.0125(16) 0.0175(18) -0.0085(15) -0.0051(14) 0.0008(13)
C19 0.0205(18) 0.0154(17) 0.0239(19) -0.0139(15) -0.0046(14) 0.0020(13)
C20 0.0273(19) 0.029(2) 0.026(2) -0.0196(17) 0.0017(16) -0.0006(15)
C21 0.035(2) 0.033(2) 0.026(2) -0.0177(18) 0.0061(17) -0.0097(17)
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 C1 2.015(3) . ?
Ir1 C14 2.129(3) . ?
Ir1 C10 2.138(3) . ?
Ir1 C15 2.144(3) . ?
Ir1 C9 2.151(3) . ?
Ir1 C19 2.237(3) . ?
Ir1 C18 2.246(3) . ?
Ir1 Br1 2.6355(4) . ?
N1 C1 1.358(4) . ?
N1 C3 1.385(4) . ?
N1 C8 1.456(4) . ?
N2 C1 1.359(4) . ?
N2 C2 1.400(3) . ?
N2 C11 1.473(4) . ?
C2 C7 1.379(4) . ?
C2 C3 1.393(4) . ?
C3 C4 1.387(4) . ?
C4 C5 1.381(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.398(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.379(4) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C9 1.514(4) . ?
C8 H8A 0.99(3) . ?
C8 H8B 0.91(3) . ?
C9 C10 1.407(5) . ?
C9 H9 0.85(3) . ?
C10 H10A 0.89(3) . ?
C10 H10B 0.81(3) . ?
C11 C12 1.498(4) . ?
C11 H11A 0.95(3) . ?
C11 H11B 0.93(3) . ?
C12 C13 1.311(5) . ?
C12 H12 0.89(3) . ?
C13 H13A 0.99(3) . ?
C13 H13B 0.89(3) . ?
C14 C15 1.410(5) . ?
C14 C21 1.520(5) . ?
C14 H14 0.91(3) . ?
C15 C16 1.530(4) . ?
C15 H15 0.92(3) . ?
C16 C17 1.534(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.503(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.371(4) . ?
C18 H18 0.90(3) . ?
C19 C20 1.522(4) . ?
C19 H19 0.92(3) . ?
C20 C21 1.521(4) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
_cod_database_code 4060534
_journal_paper_doi 10.1021/om0500873