Diverse Coordination Modes of Bidentate COC and Tridentate CNC Ligands Comprising 1,2,3-Triazol-5-ylidenes
Tolley, Lewis C.; Strydom, Ian; Louw, Wynand J.; Fernandes, Manuel A.; Bezuidenhout, Daniela I.; Guisado-Barrios, Gregorio; ACS Omega 4 (2019) 6360–; doi:10.1021/acsomega.9b00514

data_4515035
_publ_section_title
;
 Diverse Coordination Modes of Bidentate COC and Tridentate CNC Ligands
 Comprising 1,2,3-Triazol-5-ylidenes
;
_journal_issue                   4
_journal_name_full               'ACS Omega'
_journal_page_first              6360
_journal_paper_doi               10.1021/acsomega.9b00514
_journal_volume                  4
_journal_year                    2019
_chemical_formula_moiety         'C62 H84 Ir N6 O, F6 P, 3(C H2 Cl2)'
_chemical_formula_sum            'C65 H90 Cl6 F6 Ir N6 O P'
_chemical_formula_weight         1521.29
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-09-16
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                76.729(3)
_cell_angle_beta                 69.064(3)
_cell_angle_gamma                65.711(3)
_cell_formula_units_Z            2
_cell_length_a                   15.0178(9)
_cell_length_b                   15.1067(9)
_cell_length_c                   18.2934(10)
_cell_measurement_reflns_used    7403
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.90
_cell_measurement_theta_min      2.40
_cell_volume                     3516.4(4)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      173.15
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            144803
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.576
_diffrn_reflns_theta_min         1.486
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.209
_exptl_absorpt_correction_T_max  0.7928
_exptl_absorpt_correction_T_min  0.6207
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int)
was 0.0479 before and 0.0448 after correction. The Ratio of minimum to 
maximum transmission is 0.7829. The \l/2 correction factor is Not present.'
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_description       prismic
_exptl_crystal_F_000             1556
_exptl_crystal_size_max          0.313
_exptl_crystal_size_mid          0.259
_exptl_crystal_size_min          0.156
_refine_diff_density_max         1.393
_refine_diff_density_min         -1.025
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     833
_refine_ls_number_reflns         17852
_refine_ls_number_restraints     70
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0264
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0348P)^2^+3.5308P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0658
_refine_ls_wR_factor_ref         0.0687
_reflns_Friedel_coverage         0.000
_reflns_number_gt                16206
_reflns_number_total             17852
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ao9b00514_si_002.cif
_cod_data_source_block           complex_1b_18m_db11_lct124c_0fa
_cod_database_code               4515035
_publcif_datablock.id            {9460744b-3226-4247-9539-587ffa4566ad}
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.724
_shelx_estimated_absorpt_t_min   0.545
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 C64A, Cl4A, Cl3A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 Cl3, C64, Cl4
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(Cl4A) \\sim Ueq, Uanis(C64A) \\sim Ueq, Uanis(Cl3A) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 C64A, Cl3A, Cl4A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C64, Cl3, Cl4
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C65A, Cl5A, Cl6A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C65, C17, Cl6
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Same fragment restrains
{C63, Cl1, Cl2} sigma for 1-2: 0.005, 1-3: 0.04
as
{C64, Cl3, Cl4}
{C63, Cl1, Cl2} sigma for 1-2: 0.005, 1-3: 0.04
as
{C64A, Cl3A, Cl4A}
{C63, Cl1, Cl2} sigma for 1-2: 0.005, 1-3: 0.04
as
{C65, Cl5, Cl6}
{C63, Cl1, Cl2} sigma for 1-2: 0.005, 1-3: 0.04
as
{C65A, Cl5A, Cl6A}
6. Others
 Sof(C65A)=Sof(H65C)=Sof(H65D)=Sof(Cl5A)=Sof(Cl6A)=1-FVAR(1)
 Sof(C65)=Sof(H65A)=Sof(H65B)=Sof(Cl5)=Sof(Cl6)=FVAR(1)
 Sof(C64A)=Sof(H64C)=Sof(H64D)=Sof(Cl3A)=Sof(Cl4A)=1-FVAR(2)
 Sof(C64)=Sof(H64A)=Sof(H64B)=Sof(Cl3)=Sof(Cl4)=FVAR(2)
 Uiso(C65A)=Uiso(Cl5A)=Uiso(Cl6A)=FVAR(3)
7.a Ternary CH refined with riding coordinates:
 C16(H16), C13(H13), C28(H28), C25(H25), C52(H52), C49(H49), C37(H37),
 C40(H40), C55(H55), C56(H56), C59(H59), C60(H60)
7.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C4(H4A,H4B), C57(H57A,H57B), C58(H58A,H58B), C61(H61A,H61B),
 C62(H62A,H62B), C63(H63A,H63B), C64(H64A,H64B), C64A(H64C,H64D), C65(H65A,
 H65B), C65A(H65C,H65D)
7.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C10(H10), C9(H9), C23(H23), C22(H22), C21(H21), C45(H45), C46(H46),
 C47(H47), C33(H33), C34(H34), C35(H35)
7.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C17(H17A,H17B,H17C), C14(H14A,H14B,H14C), C15(H15A,H15B,
 H15C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C26(H26A,H26B,H26C), C27(H27A,
 H27B,H27C), C53(H53A,H53B,H53C), C54(H54A,H54B,H54C), C50(H50A,H50B,H50C),
 C51(H51A,H51B,H51C), C38(H38A,H38B,H38C), C39(H39A,H39B,H39C), C42(H42A,H42B,
 H42C), C41(H41A,H41B,H41C)
;
_shelx_res_checksum              92709
_shelx_hkl_checksum              89677
_olex2_submission_special_instructions 'No special instructions were received'