#------------------------------------------------------------------------------
#$Date: 2016-03-21 11:01:58 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178677 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/88/4078898.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_4078898
loop_
_publ_author_name
'Rahaman, S. M. Wahidur'
'Dinda, Shrabani'
'Ghatak, Tapas'
'Bera, Jitendra K.'
_publ_section_title
;
 Carbon Monoxide Induced Double Cyclometalation at the Iridium Center
;
_journal_issue                   15
_journal_name_full               Organometallics
_journal_page_first              5533
_journal_paper_doi               10.1021/om300506v
_journal_volume                  31
_journal_year                    2012
_chemical_formula_moiety         'C38 H24 Ir N4 O2, B F4'
_chemical_formula_sum            'C38 H24 B F4 Ir N4 O2'
_chemical_formula_weight         847.62
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 107.1240(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.5710(16)
_cell_length_b                   20.5555(19)
_cell_length_c                   9.1403(8)
_cell_measurement_reflns_used    3956
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.97
_cell_measurement_theta_min      2.30
_cell_volume                     3334.5(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    ORTEP
_computing_publication_material  ciftab
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker SMART APEX'
_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  0.0351
_diffrn_reflns_av_sigmaI/netI    0.0442
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            9524
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.48
_exptl_absorpt_coefficient_mu    4.068
_exptl_absorpt_correction_T_max  0.4821
_exptl_absorpt_correction_T_min  0.3653
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.688
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1656
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.21
_refine_diff_density_max         1.989
_refine_diff_density_min         -1.181
_refine_diff_density_rms         0.163
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         3401
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0383
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0620P)²+6.0662P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0936
_refine_ls_wR_factor_ref         0.0963
_reflns_number_gt                3107
_reflns_number_total             3401
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om300506v_si_003.cif
_cod_data_source_block           compound2
_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      C2/c
_cod_database_code               4078898
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.0000 0.179909(13) 0.2500 0.02122(11) Uani 1 2 d S . .
O1 O -0.1182(2) 0.0784(2) 0.1368(5) 0.0433(11) Uani 1 1 d . . .
N1 N 0.0763(2) 0.2552(2) 0.3435(5) 0.0219(9) Uani 1 1 d . . .
N2 N 0.1622(2) 0.2145(2) 0.2284(4) 0.0221(9) Uani 1 1 d . . .
C1 C -0.0721(3) 0.1169(3) 0.1808(6) 0.0288(12) Uani 1 1 d . . .
C21 C 0.3292(3) 0.1060(2) -0.0084(5) 0.0243(11) Uani 1 1 d . . .
C11 C 0.0576(3) 0.2992(3) 0.4324(6) 0.0260(11) Uani 1 1 d . . .
H4 H 0.0102 0.2950 0.4514 0.031 Uiso 1 1 calc R . .
C26 C 0.2691(3) 0.0664(2) -0.0932(5) 0.0258(11) Uani 1 1 d . . .
C16 C 0.2642(3) 0.3154(2) 0.3447(6) 0.0227(11) Uani 1 1 d . . .
H7 H 0.2990 0.3496 0.3837 0.027 Uiso 1 1 calc R . .
C20 C 0.3147(3) 0.1551(3) 0.0875(5) 0.0222(10) Uani 1 1 d . . .
H8 H 0.3549 0.1820 0.1441 0.027 Uiso 1 1 calc R . .
C18 C 0.2277(3) 0.2178(2) 0.1988(5) 0.0201(10) Uani 1 1 d . . .
C12 C 0.1043(3) 0.3519(3) 0.5000(6) 0.0282(11) Uani 1 1 d . . .
H12 H 0.0886 0.3817 0.5639 0.034 Uiso 1 1 calc R . .
C13 C 0.1723(3) 0.3597(2) 0.4730(5) 0.0242(11) Uani 1 1 d . . .
H13 H 0.2040 0.3954 0.5158 0.029 Uiso 1 1 calc R . .
C14 C 0.1945(3) 0.3135(2) 0.3797(6) 0.0207(10) Uani 1 1 d . . .
C15 C 0.1458(3) 0.2613(2) 0.3161(5) 0.0211(10) Uani 1 1 d . . .
C17 C 0.2808(3) 0.2684(2) 0.2555(5) 0.0218(10) Uani 1 1 d . . .
H17 H 0.3271 0.2693 0.2314 0.026 Uiso 1 1 calc R . .
C19 C 0.2433(3) 0.1648(2) 0.1004(5) 0.0210(10) Uani 1 1 d . . .
C22 C 0.4028(3) 0.0967(3) -0.0225(6) 0.0268(11) Uani 1 1 d . . .
H22 H 0.4434 0.1229 0.0352 0.032 Uiso 1 1 calc R . .
C23 C 0.4152(3) 0.0502(3) -0.1190(6) 0.0321(12) Uani 1 1 d . . .
H23 H 0.4644 0.0441 -0.1277 0.038 Uiso 1 1 calc R . .
C24 C 0.3549(4) 0.0110(3) -0.2065(6) 0.0363(14) Uani 1 1 d . . .
H24 H 0.3641 -0.0206 -0.2747 0.044 Uiso 1 1 calc R . .
C25 C 0.2844(3) 0.0182(3) -0.1936(6) 0.0318(13) Uani 1 1 d . . .
H25 H 0.2448 -0.0090 -0.2517 0.038 Uiso 1 1 calc R . .
C27 C 0.1965(3) 0.0765(3) -0.0764(6) 0.0285(12) Uani 1 1 d . . .
H27 H 0.1559 0.0497 -0.1315 0.034 Uiso 1 1 calc R . .
C28 C 0.1835(3) 0.1240(2) 0.0170(6) 0.0250(11) Uani 1 1 d . . .
H28 H 0.1343 0.1299 0.0263 0.030 Uiso 1 1 calc R . .
F2 F 0.0599(4) 0.2350(3) 0.8982(8) 0.081(2) Uani 0.75 1 d PD A 2
B1 B 0.0000 0.2318(6) 0.7500 0.075(4) Uani 1 2 d SD . .
F1 F 0.0000 0.3017(5) 0.7500 0.103(3) Uani 1 2 d SD A 1
F3 F 0.0462(3) 0.1952(4) 0.6860(9) 0.088(2) Uani 0.75 1 d PD A 3
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'
B B 0.0013 0.0007 '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'
Ir Ir -1.4442 7.9887 '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'
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
C1 Ir1 C1 90.3(3) . 2
C1 Ir1 N1 174.31(19) . .
C1 Ir1 N1 92.5(2) 2 .
C1 Ir1 N1 92.5(2) . 2
C1 Ir1 N1 174.3(2) 2 2
N1 Ir1 N1 85.2(2) . 2
C11 N1 C15 118.2(4) . .
C11 N1 Ir1 118.9(4) . .
C15 N1 Ir1 122.9(3) . .
C18 N2 C15 118.0(4) . .
O1 C1 Ir1 178.8(5) . .
C20 C21 C26 119.2(5) . .
C20 C21 C22 121.0(5) . .
C26 C21 C22 119.8(5) . .
N1 C11 C12 123.5(5) . .
N1 C11 H4 118.2 . .
C12 C11 H4 118.2 . .
C21 C26 C27 118.6(5) . .
C21 C26 C25 118.3(5) . .
C27 C26 C25 123.1(5) . .
C17 C16 C14 119.8(5) . .
C17 C16 H7 120.1 . .
C14 C16 H7 120.1 . .
C19 C20 C21 121.2(5) . .
C19 C20 H8 119.4 . .
C21 C20 H8 119.4 . .
N2 C18 C17 122.9(4) . .
N2 C18 C19 115.9(4) . .
C17 C18 C19 121.2(4) . .
C13 C12 C11 119.6(5) . .
C13 C12 H12 120.2 . .
C11 C12 H12 120.2 . .
C12 C13 C14 118.6(5) . .
C12 C13 H13 120.7 . .
C14 C13 H13 120.7 . .
C15 C14 C13 119.5(5) . .
C15 C14 C16 116.3(4) . .
C13 C14 C16 124.1(5) . .
N2 C15 N1 115.4(4) . .
N2 C15 C14 124.0(5) . .
N1 C15 C14 120.6(4) . .
C16 C17 C18 119.0(5) . .
C16 C17 H17 120.5 . .
C18 C17 H17 120.5 . .
C20 C19 C28 119.2(5) . .
C20 C19 C18 121.1(4) . .
C28 C19 C18 119.7(5) . .
C23 C22 C21 120.1(5) . .
C23 C22 H22 120.0 . .
C21 C22 H22 120.0 . .
C22 C23 C24 120.5(6) . .
C22 C23 H23 119.7 . .
C24 C23 H23 119.7 . .
C25 C24 C23 120.7(5) . .
C25 C24 H24 119.7 . .
C23 C24 H24 119.7 . .
C24 C25 C26 120.6(5) . .
C24 C25 H25 119.7 . .
C26 C25 H25 119.7 . .
C28 C27 C26 121.5(5) . .
C28 C27 H27 119.3 . .
C26 C27 H27 119.3 . .
C27 C28 C19 120.3(5) . .
C27 C28 H28 119.9 . .
C19 C28 H28 119.9 . .
F3 B1 F3 114.7(10) 2_556 .
F3 B1 F1 122.7(5) 2_556 .
F3 B1 F1 122.7(5) . .
F3 B1 F2 91.7(5) 2_556 .
F3 B1 F2 91.1(5) . .
F1 B1 F2 87.4(5) . .
F3 B1 F2 91.1(5) 2_556 2_556
F3 B1 F2 91.7(5) . 2_556
F1 B1 F2 87.4(5) . 2_556
F2 B1 F2 174.9(11) . 2_556
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ir1 C1 1.837(6) .
Ir1 C1 1.837(6) 2
Ir1 N1 2.103(4) .
Ir1 N1 2.103(4) 2
O1 C1 1.148(7) .
N1 C11 1.329(7) .
N1 C15 1.390(6) .
N2 C18 1.323(6) .
N2 C15 1.343(6) .
C21 C20 1.413(7) .
C21 C26 1.416(7) .
C21 C22 1.424(7) .
C11 C12 1.411(8) .
C11 H4 0.9500 .
C26 C27 1.416(8) .
C26 C25 1.435(7) .
C16 C17 1.358(7) .
C16 C14 1.422(8) .
C16 H7 0.9500 .
C20 C19 1.381(7) .
C20 H8 0.9500 .
C18 C17 1.421(7) .
C18 C19 1.495(7) .
C12 C13 1.365(8) .
C12 H12 0.9500 .
C13 C14 1.416(7) .
C13 H13 0.9500 .
C14 C15 1.412(7) .
C17 H17 0.9500 .
C19 C28 1.420(7) .
C22 C23 1.365(7) .
C22 H22 0.9500 .
C23 C24 1.420(9) .
C23 H23 0.9500 .
C24 C25 1.356(8) .
C24 H24 0.9500 .
C25 H25 0.9500 .
C27 C28 1.364(7) .
C27 H27 0.9500 .
C28 H28 0.9500 .
F2 B1 1.479(6) .
B1 F3 1.391(8) 2_556
B1 F3 1.391(8) .
B1 F1 1.437(10) .
B1 F2 1.479(6) 2_556
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
C1 Ir1 N1 C11 -10(2) .
C1 Ir1 N1 C11 -128.5(4) 2
N1 Ir1 N1 C11 56.7(3) 2
C1 Ir1 N1 C15 170.7(18) .
C1 Ir1 N1 C15 51.8(4) 2
N1 Ir1 N1 C15 -123.0(4) 2
C1 Ir1 C1 O1 176(100) 2
N1 Ir1 C1 O1 57(25) .
N1 Ir1 C1 O1 -9(25) 2
C15 N1 C11 C12 0.1(7) .
Ir1 N1 C11 C12 -179.6(4) .
C20 C21 C26 C27 -1.2(7) .
C22 C21 C26 C27 179.8(5) .
C20 C21 C26 C25 178.0(5) .
C22 C21 C26 C25 -1.0(7) .
C26 C21 C20 C19 0.3(7) .
C22 C21 C20 C19 179.4(5) .
C15 N2 C18 C17 0.0(7) .
C15 N2 C18 C19 -179.8(4) .
N1 C11 C12 C13 0.9(8) .
C11 C12 C13 C14 -1.3(7) .
C12 C13 C14 C15 0.7(7) .
C12 C13 C14 C16 -178.9(5) .
C17 C16 C14 C15 -0.4(7) .
C17 C16 C14 C13 179.2(5) .
C18 N2 C15 N1 -179.8(4) .
C18 N2 C15 C14 -0.6(7) .
C11 N1 C15 N2 178.5(4) .
Ir1 N1 C15 N2 -1.8(6) .
C11 N1 C15 C14 -0.8(7) .
Ir1 N1 C15 C14 178.9(3) .
C13 C14 C15 N2 -178.9(4) .
C16 C14 C15 N2 0.8(7) .
C13 C14 C15 N1 0.4(7) .
C16 C14 C15 N1 -180.0(4) .
C14 C16 C17 C18 -0.1(7) .
N2 C18 C17 C16 0.4(7) .
C19 C18 C17 C16 -179.9(4) .
C21 C20 C19 C28 0.7(7) .
C21 C20 C19 C18 -178.4(4) .
N2 C18 C19 C20 -166.5(4) .
C17 C18 C19 C20 13.7(7) .
N2 C18 C19 C28 14.4(6) .
C17 C18 C19 C28 -165.4(4) .
C20 C21 C22 C23 -178.2(5) .
C26 C21 C22 C23 0.8(7) .
C21 C22 C23 C24 0.3(8) .
C22 C23 C24 C25 -1.3(8) .
C23 C24 C25 C26 1.0(8) .
C21 C26 C25 C24 0.1(8) .
C27 C26 C25 C24 179.3(5) .
C21 C26 C27 C28 1.0(8) .
C25 C26 C27 C28 -178.2(5) .
C26 C27 C28 C19 0.0(8) .
C20 C19 C28 C27 -0.9(7) .
C18 C19 C28 C27 178.2(5) .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 -0.034 132 37 ' '
2 0.500 0.500 0.025 132 37 ' '
