#------------------------------------------------------------------------------
#$Date: 2016-03-21 10:25:19 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178650 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/61/4076104.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_4076104
loop_
_publ_author_name
'Thewissen, Simone'
'Reijnders, Maike D. M.'
'Smits, Jan M. M.'
'de Bruin, Bas'
_publ_contact_author
;
        Dr. P.H.M. Budzelaar
        Metal-Organic Chemistry
        University of Nijmegen
        Toernooiveld 1
        6525 ED  Nijmegen
        The Netherlands
;
_publ_section_title
;
 Instability of Square Planar N3-Ligand Iridium(I) Ethene Complexes
;
_journal_issue                   24
_journal_name_full               Organometallics
_journal_page_first              5964
_journal_paper_doi               10.1021/om050594k
_journal_volume                  24
_journal_year                    2005
_chemical_formula_sum            'C25 H30 F6 Ir N3 O2 P'
_chemical_formula_weight         741.69
_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_date             2004-06-23
_audit_creation_method           'SHELXL, adapted and expanded'
_cell_angle_alpha                90.00
_cell_angle_beta                 94.045(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.0391(14)
_cell_length_b                   15.756(2)
_cell_length_c                   14.3507(18)
_cell_measurement_reflns_used    31699
_cell_measurement_temperature    208(2)
_cell_measurement_theta_max      25.000
_cell_measurement_theta_min      3.130
_cell_volume                     2715.4(6)
_computing_data_collection
;
Nonius "Collect" program suite (Nonius, 1999)
;
_computing_data_reduction
;
Nonius "EvalCCD" program suite (Duisenberg, 1998)
;
_computing_molecular_graphics
;
PLATON (Spek, 2003)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
;
DIRDIF (Beurskens et al., 1996),
PATTY (Beurskens et al., 1987)
;
_diffrn_ambient_temperature      208(2)
_diffrn_detector_area_resol_mean 18.4
_diffrn_measurement_device       'Nonius KappaCCD'
_diffrn_measurement_method       'area detector φ and ω scan'
_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  0.0679
_diffrn_reflns_av_sigmaI/netI    0.0478
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            31699
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.13
_diffrn_standards_decay_%        0.000
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.045
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  1.000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS multiscan (Sheldrick, 1996)'
_exptl_crystal_colour            'translucent brown-red'
_exptl_crystal_density_diffrn    1.814
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'regular thick platelet'
_exptl_crystal_F_000             1452
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.70
_exptl_crystal_size_min          0.22
_refine_diff_density_max         1.969
_refine_diff_density_min         -2.221
_refine_diff_density_rms         0.292
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.110
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     384
_refine_ls_number_reflns         4656
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.110
_refine_ls_R_factor_all          0.0531
_refine_ls_R_factor_gt           0.0381
_refine_ls_R_factor_obs          0.0381
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
w=1/[σ²(Fo²)+(0.0780P)²+7.9317P] where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1285
_refine_ls_wR_factor_gt          0.1092
_refine_ls_wR_factor_obs         0.1092
_refine_ls_wR_factor_ref         0.1285
_reflns_number_gt                3811
_reflns_number_observed          3811
_reflns_number_total             4656
_reflns_observed_criterion       >2sigma(I)
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om050594ksi20050714_114300.cif
_cod_data_source_block           MAIKE3
_cod_depositor_comments
;
The following automatic conversions were performed:
'_publ_contact_autor' tag replaced with '_publ_contact_author'.

Automatic conversion script
Id: cif_correct_tags 1440 2010-10-19 06:21:57Z saulius 

The following automatic conversions were performed:

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (45
times).

'_geom_angle_publ_flag' value 'Y' changed to 'y' according
to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary
named 'cif_core.dic' version 2.4.1 from 2010-06-29 (84 times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        2715.3(6)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4076104
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.03401(2) 0.017484(16) 0.414892(16) 0.01789(14) Uani 1 d . . .
N1 N 0.0956(5) -0.0998(4) 0.3865(4) 0.0227(13) Uani 1 d . . .
N2 N 0.0095(5) 0.1453(4) 0.4173(4) 0.0258(14) Uani 1 d . . .
N4 N 0.1810(5) 0.0543(4) 0.3600(4) 0.0251(13) Uani 1 d . . .
C11 C 0.2606(7) -0.0153(5) 0.3911(6) 0.0314(19) Uani 1 d . . .
H11A H 0.3284 -0.0115 0.3573 0.038 Uiso 1 calc R . .
H11B H 0.2814 -0.0100 0.4581 0.038 Uiso 1 calc R . .
C12 C 0.2038(7) -0.0986(5) 0.3711(5) 0.0295(18) Uani 1 d . . .
C13 C 0.2562(8) -0.1689(5) 0.3393(5) 0.039(2) Uani 1 d . . .
H13 H 0.3325 -0.1669 0.3292 0.046 Uiso 1 calc R . .
C14 C 0.1968(8) -0.2421(5) 0.3220(5) 0.042(2) Uani 1 d . . .
H14 H 0.2320 -0.2911 0.3011 0.050 Uiso 1 calc R . .
C15 C 0.0861(9) -0.2428(5) 0.3356(5) 0.041(2) Uani 1 d . . .
H15 H 0.0435 -0.2921 0.3236 0.049 Uiso 1 calc R . .
C16 C 0.0374(7) -0.1704(4) 0.3673(5) 0.0309(18) Uani 1 d . . .
H16 H -0.0393 -0.1706 0.3756 0.037 Uiso 1 calc R . .
C21 C 0.2077(7) 0.1365(5) 0.4073(6) 0.0322(18) Uani 1 d . . .
H21A H 0.2346 0.1266 0.4724 0.039 Uiso 1 calc R . .
H21B H 0.2663 0.1660 0.3758 0.039 Uiso 1 calc R . .
C22 C 0.1049(7) 0.1890(5) 0.4034(5) 0.0273(17) Uani 1 d . . .
C23 C 0.1008(8) 0.2743(5) 0.3881(6) 0.040(2) Uani 1 d . . .
H23 H 0.1662 0.3042 0.3772 0.048 Uiso 1 calc R . .
C24 C 0.0004(9) 0.3170(5) 0.3886(6) 0.046(2) Uani 1 d . . .
H24 H -0.0025 0.3760 0.3794 0.056 Uiso 1 calc R . .
C25 C -0.0938(8) 0.2729(5) 0.4024(5) 0.036(2) Uani 1 d . . .
H25 H -0.1626 0.3011 0.4029 0.043 Uiso 1 calc R . .
C26 C -0.0878(7) 0.1870(5) 0.4156(5) 0.0272(17) Uani 1 d . . .
H26 H -0.1535 0.1565 0.4237 0.033 Uiso 1 calc R . .
C31 C 0.1704(6) 0.0612(5) 0.2554(5) 0.0289(18) Uani 1 d . . .
H31A H 0.1946 0.1178 0.2369 0.035 Uiso 1 calc R . .
H31B H 0.2191 0.0193 0.2286 0.035 Uiso 1 calc R . .
C32 C 0.0538(6) 0.0468(4) 0.2180(5) 0.0214(15) Uani 1 d . . .
C33 C 0.0240(7) 0.0555(5) 0.1235(5) 0.0296(18) Uani 1 d . . .
H33 H 0.0773 0.0712 0.0818 0.035 Uiso 1 calc R . .
C34 C -0.0839(9) 0.0410(5) 0.0919(5) 0.037(2) Uani 1 d . . .
H34 H -0.1052 0.0475 0.0280 0.045 Uiso 1 calc R . .
C35 C -0.1617(8) 0.0171(5) 0.1521(6) 0.035(2) Uani 1 d . . .
H35 H -0.2355 0.0064 0.1295 0.041 Uiso 1 calc R . .
C36 C -0.1308(8) 0.0087(5) 0.2467(6) 0.0320(19) Uani 1 d . . .
H36 H -0.1842 -0.0070 0.2882 0.038 Uiso 1 calc R . .
C37 C -0.0227(7) 0.0232(4) 0.2803(5) 0.0207(16) Uani 1 d . . .
P1 P 0.5504(2) 0.13227(18) 0.34491(19) 0.0489(6) Uani 1 d . . .
F1 F 0.4409(7) 0.1145(8) 0.2841(6) 0.134(4) Uani 1 d . . .
F2 F 0.6554(9) 0.1398(15) 0.4091(10) 0.219(8) Uani 1 d . . .
F3 F 0.6148(18) 0.1002(18) 0.2576(18) 0.118(10) Uani 0.59(3) d P A 1
F4 F 0.590(2) 0.2206(9) 0.3217(18) 0.167(14) Uani 0.59(3) d P A 1
F5 F 0.4954(19) 0.159(2) 0.4315(15) 0.152(14) Uani 0.59(3) d P A 1
F6 F 0.5246(19) 0.0357(11) 0.365(2) 0.127(9) Uani 0.59(3) d P A 1
F3A F 0.582(2) 0.175(5) 0.257(3) 0.21(3) Uani 0.41(3) d P A 2
F4A F 0.4743(17) 0.2133(12) 0.361(3) 0.113(12) Uani 0.41(3) d P A 2
F5A F 0.494(3) 0.091(3) 0.430(2) 0.152(17) Uani 0.41(3) d P A 2
F6A F 0.623(3) 0.058(2) 0.342(4) 0.160(17) Uani 0.41(3) d P A 2
C41 C 0.6283(10) 0.0873(7) 0.9241(7) 0.056(3) Uani 1 d . . .
O42 O 0.7094(9) 0.0592(8) 0.8931(8) 0.124(4) Uani 1 d . . .
C43 C 0.5149(11) 0.0704(9) 0.8787(10) 0.084(4) Uani 1 d . . .
H43A H 0.4875 0.1209 0.8461 0.126 Uiso 1 calc R . .
H43B H 0.4648 0.0552 0.9260 0.126 Uiso 1 calc R . .
H43C H 0.5189 0.0241 0.8345 0.126 Uiso 1 calc R . .
C44 C 0.6331(9) 0.1427(7) 1.0069(7) 0.061(3) Uani 1 d . . .
H44A H 0.7101 0.1567 1.0250 0.092 Uiso 1 calc R . .
H44B H 0.6007 0.1135 1.0579 0.092 Uiso 1 calc R . .
H44C H 0.5917 0.1944 0.9923 0.092 Uiso 1 calc R . .
C51 C 0.3060(9) 0.2385(9) 0.6285(8) 0.069(4) Uani 1 d . . .
O52 O 0.2164(8) 0.2374(8) 0.6531(9) 0.135(5) Uani 1 d . . .
C53 C 0.3888(15) 0.1708(11) 0.6463(11) 0.111(6) Uani 1 d . . .
H53A H 0.3756 0.1425 0.7046 0.167 Uiso 1 calc R . .
H53B H 0.4629 0.1952 0.6506 0.167 Uiso 1 calc R . .
H53C H 0.3825 0.1300 0.5956 0.167 Uiso 1 calc R . .
C54 C 0.3429(12) 0.3088(11) 0.5753(9) 0.100(5) Uani 1 d . . .
H54A H 0.2880 0.3538 0.5747 0.150 Uiso 1 calc R . .
H54B H 0.3524 0.2906 0.5118 0.150 Uiso 1 calc R . .
H54C H 0.4134 0.3295 0.6035 0.150 Uiso 1 calc R . .
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'
Ir Ir -1.4442 7.9887 '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'
F F 0.0171 0.0103 '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'
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_3
_geom_angle_publ_flag
C37 Ir1 N2 86.1(2) . y
C37 Ir1 N1 87.3(2) . y
N2 Ir1 N1 162.4(2) . y
C37 Ir1 N4 82.1(3) . y
N2 Ir1 N4 81.8(2) . y
N1 Ir1 N4 81.1(2) . y
C37 Ir1 Ir1 141.3(2) 3_556 y
N2 Ir1 Ir1 97.68(15) 3_556 y
N1 Ir1 Ir1 97.69(15) 3_556 y
N4 Ir1 Ir1 136.62(17) 3_556 y
C16 N1 C12 118.8(7) . y
C16 N1 Ir1 127.1(5) . y
C12 N1 Ir1 113.0(5) . y
C26 N2 C22 119.5(7) . y
C26 N2 Ir1 127.7(5) . y
C22 N2 Ir1 111.8(5) . y
C21 N4 C31 113.1(6) . y
C21 N4 C11 112.8(6) . y
C31 N4 C11 110.9(6) . y
C21 N4 Ir1 103.5(4) . y
C31 N4 Ir1 112.7(4) . y
C11 N4 Ir1 103.1(4) . y
C12 C11 N4 108.0(7) . y
N1 C12 C13 121.4(7) . y
N1 C12 C11 114.7(6) . y
C13 C12 C11 123.9(8) . y
C12 C13 C14 119.6(8) . y
C15 C14 C13 119.0(8) . y
C14 C15 C16 119.0(8) . y
N1 C16 C15 122.1(8) . y
C22 C21 N4 108.4(6) . y
C23 C22 N2 120.0(8) . y
C23 C22 C21 125.2(8) . y
N2 C22 C21 114.9(7) . y
C22 C23 C24 120.0(8) . y
C25 C24 C23 119.5(8) . y
C24 C25 C26 119.4(8) . y
N2 C26 C25 121.6(8) . y
C32 C31 N4 111.2(6) . y
C37 C32 C33 121.6(7) . y
C37 C32 C31 117.7(6) . y
C33 C32 C31 120.7(7) . y
C34 C33 C32 118.8(7) . y
C33 C34 C35 120.9(8) . y
C34 C35 C36 119.6(9) . y
C37 C36 C35 120.6(8) . y
C36 C37 C32 118.5(7) . y
C36 C37 Ir1 125.4(6) . y
C32 C37 Ir1 116.1(6) . y
F1 P1 F2 173.5(9) . y
F1 P1 F3 86.6(9) . y
F1 P1 F4 108.1(14) . y
F1 P1 F5 96.2(10) . y
F1 P1 F6 75.9(10) . y
F1 P1 F3A 82.2(17) . y
F1 P1 F4A 75.8(10) . y
F1 P1 F5A 87.9(11) . y
F1 P1 F6A 108.9(18) . y
F2 P1 F3 94.1(11) . y
F2 P1 F4 78.4(14) . y
F2 P1 F5 82.7(12) . y
F2 P1 F6 97.6(12) . y
F2 P1 F3A 103.1(16) . y
F2 P1 F4A 108.1(14) . y
F2 P1 F5A 87.2(12) . y
F2 P1 F6A 66.8(16) . y
F3 P1 F4 86.6(10) . y
F3 P1 F5 176.0(18) . y
F3 P1 F6 87.1(13) . y
F4 P1 F5 95.2(13) . y
F4 P1 F6 172.2(13) . y
F5 P1 F6 90.9(13) . y
F3A P1 F4A 87(3) . y
F3A P1 F5A 169.2(18) . y
F3A P1 F6A 98(2) . y
F4A P1 F5A 86(2) . y
F4A P1 F6A 173(2) . y
F5A P1 F6A 89(2) . y
O42 C41 C44 122.5(11) . y
O42 C41 C43 121.3(11) . y
C44 C41 C43 116.1(10) . y
O52 C51 C54 120.3(16) . y
O52 C51 C53 124.7(16) . y
C54 C51 C53 114.9(12) . y
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 C37 2.005(7) . y
Ir1 N2 2.036(6) . y
Ir1 N1 2.043(6) . y
Ir1 N4 2.070(6) . y
Ir1 Ir1 2.6877(6) 3_556 y
N1 C16 1.332(9) . y
N1 C12 1.337(10) . y
N2 C26 1.342(10) . y
N2 C22 1.366(10) . y
N4 C21 1.487(9) . y
N4 C31 1.501(9) . y
N4 C11 1.503(10) . y
C11 C12 1.498(11) . y
C12 C13 1.369(11) . y
C13 C14 1.371(13) . y
C14 C15 1.360(13) . y
C15 C16 1.375(11) . y
C21 C22 1.487(11) . y
C22 C23 1.361(12) . y
C23 C24 1.384(13) . y
C24 C25 1.356(13) . y
C25 C26 1.367(11) . y
C31 C32 1.485(10) . y
C32 C37 1.378(10) . y
C32 C33 1.385(10) . y
C33 C34 1.365(13) . y
C34 C35 1.371(13) . y
C35 C36 1.389(12) . y
C36 C37 1.374(12) . y
P1 F6A 1.46(2) . y
P1 F3A 1.50(3) . y
P1 F5 1.508(13) . y
P1 F2 1.515(9) . y
P1 F4 1.517(14) . y
P1 F1 1.554(8) . y
P1 F5A 1.58(2) . y
P1 F6 1.583(15) . y
P1 F4A 1.599(18) . y
P1 F3 1.601(15) . y
C41 O42 1.187(13) . y
C41 C44 1.471(14) . y
C41 C43 1.495(15) . y
C51 O52 1.159(12) . y
C51 C54 1.433(19) . y
C51 C53 1.470(19) . y
