A Nanosized Janus Bis-N-heterocyclic Carbene Ligand Based on a Quinoxalinophenanthrophenazine Core, and Its Coordination to Iridium
Valdés, Hugo; Poyatos, Macarena; Peris, Eduardo; Organometallics 34 (2015) 1725–; doi:10.1021/acs.organomet.5b00208

data_4087514
_publ_section_title
;
 A Nanosized Janus Bis-N-heterocyclic Carbene Ligand Based on a
 Quinoxalinophenanthrophenazine Core, and Its Coordination to Iridium
;
_journal_issue                   9
_journal_name_full               Organometallics
_journal_page_first              1725
_journal_paper_doi               10.1021/acs.organomet.5b00208
_journal_volume                  34
_journal_year                    2015
_chemical_formula_moiety         'C70 H86 I2 Ir2 N8'
_chemical_formula_sum            'C70 H86 I2 Ir2 N8'
_chemical_formula_weight         1677.66
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2015-02-09
_audit_creation_method
;
  Olex2 1.2
  (compiled Apr 23 2013 17:59:47, GUI svn.r4466)
;
_cell_angle_alpha                82.666(4)
_cell_angle_beta                 86.835(3)
_cell_angle_gamma                62.527(5)
_cell_formula_units_Z            2
_cell_length_a                   14.4466(5)
_cell_length_b                   14.9597(9)
_cell_length_c                   20.8650(7)
_cell_measurement_temperature    293(2)
_cell_volume                     3968.0(4)
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
'SUPERFLIP, J. Appl. Cryst. (2007) 40, 786-790'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.877
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0559
_diffrn_reflns_av_unetI/netI     0.0632
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.877
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            70673
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.877
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.484
_diffrn_reflns_theta_min         2.802
_exptl_absorpt_coefficient_mu    4.167
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56849
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear reddish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_description       prism
_exptl_crystal_F_000             1644
_exptl_crystal_size_max          0.217
_exptl_crystal_size_mid          0.164
_exptl_crystal_size_min          0.095
_refine_diff_density_max         4.457
_refine_diff_density_min         -2.495
_refine_diff_density_rms         0.197
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     767
_refine_ls_number_reflns         19354
_refine_ls_number_restraints     309
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.1207
_refine_ls_R_factor_gt           0.0697
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1152P)^2^+26.0168P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1923
_refine_ls_wR_factor_ref         0.2332
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11553
_reflns_number_total             19354
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om5b00208_si_003.cif
_cod_data_source_block           str1735_sq
_cod_original_cell_volume        3968.0(3)
_cod_database_code               4087514
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H65(0.073) H58(0.078) H57(0.075) H43(0.056) H69(0.064)
 H50A(0.069) H50B(0.069) H70(0.065) H34(0.05) H61(0.092) H66(0.071) H33(0.054)
 H20(0.069) H46A(0.064) H46B(0.064) H13(0.063) H12(0.067) H42(0.056) H8A(0.099)
 H8B(0.099) H6A(0.067) H6B(0.067) H2A(0.083) H2B(0.083) H64A(0.08) H64B(0.08)
 H48A(0.11) H48B(0.11) H18(0.071) H62(0.088) H59A(0.106) H59B(0.106)
 H47A(0.077) H47B(0.077) H9A(0.165) H9B(0.165) H9C(0.165) H7A(0.078) H7B(0.078)
 H56A(0.11) H56B(0.11) H51A(0.11) H51B(0.11) H3A(0.097) H3B(0.097) H60A(0.161)
 H60B(0.161) H37A(0.149) H37B(0.149) H37C(0.149) H38A(0.223) H38B(0.223)
 H38C(0.223) H39A(0.255) H39B(0.255) H39C(0.255) H4A(0.158) H4B(0.158)
 H49A(0.158) H49B(0.158) H49C(0.158) H55A(0.155) H55B(0.155) H63A(0.081)
 H63B(0.081) H68A(0.084) H68B(0.084) H67A(0.089) H67B(0.089) H5A(0.24)
 H5B(0.24) H5C(0.24) H26A(0.258) H26B(0.258) H26C(0.258) H24A(0.206)
 H24B(0.206) H24C(0.206) H25A(0.203) H25B(0.203) H25C(0.203) H52A(0.186)
 H52B(0.186) H53A(0.309) H53B(0.309) H53C(0.309) H24D(0.159) H24E(0.159)
 H24F(0.159) H25D(0.151) H25E(0.151) H25F(0.151) H26D(0.156) H26E(0.156)
 H26F(0.156)
 Fixed X: H65(-0.1363) H58(0.9435) H57(0.9894) H43(0.6018) H69(0.1577)
 H50A(0.7215) H50B(0.705) H70(0.1983) H34(0.5034) H61(0.6222) H66(-0.1772)
 H33(0.3825) H20(0.6402) H46A(0.815) H46B(0.803) H13(0.2237) H12(0.3113)
 H42(0.6887) H8A(-0.0884) H8B(0.0099) H6A(0.1371) H6B(0.0508) H2A(0.2524)
 H2B(0.1422) H64A(-0.0243) H64B(-0.0383) H48A(0.7765) H48B(0.7505) H18(0.5186)
 H62(0.6647) H59A(0.8014) H59B(0.825) H47A(0.6275) H47B(0.6452) H9A(-0.1666)
 H9B(-0.0676) H9C(-0.135) H7A(-0.0512) H7B(0.0362) H56A(0.8605) H56B(0.9193)
 H51A(0.5246) H51B(0.5375) H3A(0.1682) H3B(0.0639) H60A(0.6835) H60B(0.6515)
 H37A(0.3151) H37B(0.3634) H37C(0.4307) H38A(0.346) H38B(0.3071) H38C(0.2651)
 H39A(0.5639) H39B(0.4866) H39C(0.5169) H4A(0.2408) H4B(0.1343) H49A(0.6484)
 H49B(0.5713) H49C(0.5971) H55A(0.7805) H55B(0.7226) H63A(0.1146) H63B(0.1383)
 H68A(0.0614) H68B(0.0729) H67A(-0.0845) H67B(-0.1033) H5A(0.0482) H5B(0.1381)
 H5C(0.1544) H26A(0.626) H26B(0.6967) H26C(0.7357) H24A(0.5265) H24B(0.5768)
 H24C(0.4857) H25A(0.7701) H25B(0.7459) H25C(0.6926) H52A(0.4798) H52B(0.5882)
 H53A(0.671) H53B(0.5895) H53C(0.5625) H24D(0.6437) H24E(0.6391) H24F(0.5364)
 H25D(0.7703) H25E(0.7769) H25F(0.7798) H26D(0.5161) H26E(0.6121) H26F(0.6212)
 Fixed Y: H65(0.9766) H58(0.1192) H57(0.2418) H43(0.2631) H69(0.6407)
 H50A(0.176) H50B(0.1539) H70(0.7674) H34(0.2599) H61(0.3434) H66(0.8503)
 H33(0.3403) H20(0.6301) H46A(0.493) H46B(0.469) H13(0.508) H12(0.7793)
 H42(0.5339) H8A(0.5518) H8B(0.4612) H6A(0.5221) H6B(0.6114) H2A(0.8582)
 H2B(0.9002) H64A(0.8873) H64B(0.9907) H48A(0.6657) H48B(0.6457) H18(0.7081)
 H62(0.4665) H59A(0.1195) H59B(0.1822) H47A(0.5953) H47B(0.622) H9A(0.5886)
 H9B(0.5002) H9C(0.4758) H7A(0.6701) H7B(0.5854) H56A(0.3272) H56B(0.3784)
 H51A(0.2555) H51B(0.2897) H3A(0.9226) H3B(0.9766) H60A(0.3087) H60B(0.2376)
 H37A(0.2372) H37B(0.1207) H37C(0.1648) H38A(0.2294) H38B(0.1646) H38C(0.2804)
 H39A(0.0862) H39B(0.047) H39C(0.1153) H4A(1.016) H4B(1.0723) H49A(0.827)
 H49B(0.781) H49C(0.8009) H55A(0.4901) H55B(0.4581) H63A(0.9237) H63B(0.8462)
 H68A(0.719) H68B(0.6175) H67A(0.6881) H67B(0.7571) H5A(1.1486) H5B(1.1779)
 H5C(1.0925) H26A(0.7927) H26B(0.827) H26C(0.7118) H24A(0.8509) H24B(0.9077)
 H24C(0.8919) H25A(0.6565) H25B(0.7677) H25C(0.713) H52A(0.1568) H52B(0.0815)
 H53A(0.0953) H53B(0.0565) H53C(0.1702) H24D(0.7514) H24E(0.8522) H24F(0.8414)
 H25D(0.6677) H25E(0.7539) H25F(0.6589) H26D(0.8553) H26E(0.8774) H26F(0.7845)
 Fixed Z: H65(-0.3588) H58(0.7539) H57(0.7436) H43(0.4548) H69(-0.3307)
 H50A(0.6278) H50B(0.5588) H70(-0.3379) H34(0.2725) H61(0.7083) H66(-0.3382)
 H33(0.0943) H20(0.2289) H46A(0.5248) H46B(0.5993) H13(-0.0724) H12(-0.101)
 H42(0.4249) H8A(-0.1771) H8B(-0.1429) H6A(-0.1832) H6B(-0.2271) H2A(-0.2257)
 H2B(-0.2572) H64A(-0.4626) H64B(-0.4433) H48A(0.5487) H48B(0.6218) H18(0.0505)
 H62(0.6911) H59A(0.8053) H59B(0.8506) H47A(0.5916) H47B(0.5182) H9A(-0.0801)
 H9B(-0.0449) H9C(-0.0893) H7A(-0.1372) H7B(-0.0916) H56A(0.8374) H56B(0.7945)
 H51A(0.5654) H51B(0.6309) H3A(-0.1319) H3B(-0.172) H60A(0.8294) H60B(0.7978)
 H37A(0.1174) H37B(0.1406) H37C(0.1) H38A(0.2817) H38B(0.2484) H38C(0.2248)
 H39A(0.1974) H39B(0.2293) H39C(0.2656) H4A(-0.2053) H4B(-0.2433) H49A(0.5851)
 H49B(0.6037) H49C(0.5309) H55A(0.7477) H55B(0.8044) H63A(-0.3998) H63B(-
 0.4498) H68A(-0.4467) H68B(-0.4076) H67A(-0.3688) H67B(-0.4347) H5A(-0.1486)
 H5B(-0.1675) H5C(-0.1107) H26A(0.2187) H26B(0.1732) H26C(0.1976) H24A(0.0492)
 H24B(0.081) H24C(0.1159) H25A(0.0944) H25B(0.0672) H25C(0.0362) H52A(0.6463)
 H52B(0.62) H53A(0.7087) H53B(0.7321) H53C(0.735) H24D(0.0243) H24E(0.0418)
 H24F(0.0402) H25D(0.1725) H25E(0.1242) H25F(0.0981) H26D(0.1781) H26E(0.1667)
 H26F(0.2151)
;
_shelx_fab_checksum              58787
_shelxl_version_number           2013-4