Unveiling the stereoelectronic properties of a triphenylene-based tris N-heterocyclic carbene
Sergio Gonell; Roberto G. Alabau; Macarena Poyatos; Eduardo Peris; Chem.Commun. 49 (2013) 7126–; doi:10.1039/c3cc44109a

data_7109582
_publ_section_title
;
 Unveiling the stereoelectronic properties of a triphenylene-based tris
 N-heterocyclic carbene
;
_journal_name_full               Chem.Commun.
_journal_page_first              7126
_journal_paper_doi               10.1039/c3cc44109a
_journal_volume                  49
_journal_year                    2013
_chemical_formula_moiety         '2(C69 H96 Cl3 N6 Rh3), 2(C4 H6 N2)'
_chemical_formula_sum            'C146 H204 Cl6 N16 Rh6'
_chemical_formula_weight         3013.41
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_Hall           '-C 2y'
_space_group_name_H-M_alt        'C 1 2/m 1'
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-05-31
_audit_creation_method
;
  Olex2 1.2
  (compiled Apr 23 2013 17:59:47, GUI svn.r4466)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 107.965(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   16.9664(10)
_cell_length_b                   20.9747(7)
_cell_length_c                   21.9872(9)
_cell_measurement_temperature    195.95(10)
_cell_volume                     7443.0(6)
_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
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      199.95(10)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_av_unetI/netI     0.0411
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            34869
_diffrn_reflns_theta_full        73.22
_diffrn_reflns_theta_max         73.22
_diffrn_reflns_theta_min         3.46
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    6.644
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73090
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 . NET)
(complied Oct 27 2011, 15:02:11)
Empirical absortion correction usign spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm
;
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3128
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_refine_diff_density_max         1.887
_refine_diff_density_min         -0.597
_refine_diff_density_rms         0.149
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     416
_refine_ls_number_reflns         7563
_refine_ls_number_restraints     20
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0948
_refine_ls_R_factor_gt           0.0711
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1400P)^2^+23.3300P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2116
_refine_ls_wR_factor_ref         0.2281
_reflns_number_gt                6020
_reflns_number_total             7563
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3cc44109a.txt
_cod_data_source_block           str1368
_cod_database_code               7109582
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C1B-C1A
 1.46 with sigma of 0.02
 N6-C1A
 1.16 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C33 \\sim C34: within 1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08
C33 \\sim C34: within 1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08
Uanis(C33) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(C33) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.2
4. Others
 Fixed Sof: H38A(0.5) H38B(0.5) C37(0.25) C36(0.25) H36A(0.25) H36B(0.25)
 H36C(0.25) N5(0.25) C1A(0.25) C1B(0.25) H1BA(0.25) H1BB(0.25) H1BC(0.25)
 N6(0.25)
 Fixed U12: Rh2(0) Cl2(0) C31(0) N4(0) C38(0) C39(0) C37(0) C36(0) N5(0)
 Fixed U23: Rh2(0) Cl2(0) C31(0) N4(0) C38(0) C39(0) C37(0) C36(0) N5(0)
 Fixed Uiso: H35(0.094) H34A(0.141) H34B(0.141) H33A(0.256) H33B(0.256)
 H32(0.156) H30A(0.314) H30B(0.314) H30C(0.314) H29A(0.372) H29B(0.372)
 H29C(0.372) H28A(0.454) H28B(0.454) H28C(0.454) H25(0.09) H18(0.06) H21(0.062)
 H13A(0.114) H13B(0.114) H13C(0.114) H12A(0.128) H12B(0.128) H12C(0.128)
 H11A(0.121) H11B(0.121) H11C(0.121) H17A(0.118) H17B(0.118) H17C(0.118)
 H16A(0.114) H16B(0.114) H16C(0.114) H15A(0.125) H15B(0.125) H15C(0.125)
 H4(0.077) H9A(0.097) H9B(0.097) H8A(0.103) H8B(0.103) H2(0.088) H3(0.087)
 H7A(0.102) H7B(0.102) H6A(0.099) H6B(0.099) H5(0.08) H38A(0.218) H38B(0.218)
 H38C(0.218) H36A(0.192) H36B(0.192) H36C(0.192)
 Fixed X: H35(-0.270699) H34A(-0.1593) H34B(-0.1141) H33A(-0.0741) H33B(-
 0.0314) H32(-0.089) H30A(-0.238199) H30B(-0.3222) H30C(-0.3024) H29A(-0.1622)
 H29B(-0.1503) H29C(-0.1137) H28A(-0.3663) H28B(-0.3096) H28C(-0.3145) H25(-
 0.1902) H18(-0.1326) H21(-0.1293) H13A(-0.2214) H13B(-0.1844) H13C(-0.1859)
 H12A(-0.035501) H12B(-0.024001) H12C(0.0276) H11A(-0.0269) H11B(-0.085401)
 H11C(-0.1223) H17A(-0.1977) H17B(-0.1994) H17C(-0.2299) H16A(0.018001) H16B(-
 0.0408) H16C(-0.0422) H15A(-0.134899) H15B(-0.0967) H15C(-0.039) H4(0.0842)
 H9A(0.198701) H9B(0.120801) H8A(0.1391) H8B(0.1775) H2(0.021801) H3(0.002399)
 H7A(0.1469) H7B(0.078) H6A(0.199) H6B(0.159101) H5(0.0853) H38A(-0.368699)
 H38B(-0.389999) H38C(-0.4477) H36A(-0.0759) H36B(-0.1131) H36C(-0.1131)
 Fixed Y: Rh2(0) H35(0.051901) Cl2(0) H34A(0.117201) H34B(0.0592) H33A(0.1144)
 H33B(0.0549) H32(0.0524) C31(0) N4(0) H30A(0.121001) H30B(0.0967)
 H30C(0.169801) H29A(0.198101) H29B(0.166801) H29C(0.1336) H28A(0.129801)
 H28B(0.1197) H28C(0.1868) H25(0.111101) H18(0.0488) H21(0.155601) H13A(0.2815)
 H13B(0.317301) H13C(0.242499) H12A(0.223201) H12B(0.2961) H12C(0.2635)
 H11A(0.3495) H11B(0.3768) H11C(0.3555) H17A(0.0985) H17B(0.1351)
 H17C(0.169001) H16A(0.133101) H16B(0.1027) H16C(0.0777) H15A(0.2526)
 H15B(0.21) H15C(0.241) H4(0.2608) H9A(0.3387) H9B(0.366) H8A(0.4428)
 H8B(0.3969) H2(0.439599) H3(0.389) H7A(0.355801) H7B(0.3063) H6A(0.2957)
 H6B(0.2411) H5(0.2126) C38(0) H38A(-0.0304) H38B(0.0417) H38C(0) C39(0)
 C37(0.5) C36(0.5) H36A(0.5) H36B(0.537399) H36C(0.4626) N5(0.5)
 Fixed Z: H35(0.2278) H34A(0.2538) H34B(0.2948) H33A(0.2032) H33B(0.2421)
 H32(0.121001) H30A(0.103701) H30B(0.056399) H30C(0.062) H29A(0.041) H29B(-
 0.020301) H29C(0.046399) H28A(-0.0464) H28B(-0.09) H28C(-0.06) H25(-0.106099)
 H18(-0.348499) H21(-0.162) H13A(-0.238) H13B(-0.172799) H13C(-0.1745) H12A(-
 0.129) H12B(-0.1128) H12C(-0.1523) H11A(-0.2335) H11B(-0.196899) H11C(-0.2684)
 H17A(-0.4283) H17B(-0.4909) H17C(-0.4386) H16A(-0.3934) H16B(-0.4562) H16C(-
 0.389299) H15A(-0.4515) H15B(-0.4938) H15C(-0.4309) H4(-0.2355) H9A(-0.222301)
 H9B(-0.2071) H8A(-0.2698) H8B(-0.309299) H2(-0.345699) H3(-0.4353) H7A(-
 0.4222) H7B(-0.4553) H6A(-0.338399) H6B(-0.386799) H5(-0.3223) H38A(-0.542)
 H38B(-0.5371) H38C(-0.523602) H36A(-0.313601) H36B(-0.2671) H36C(-0.2671)
5.a Idealised Me refined as rotating group:
 C1B(H1BA,H1BB,H1BC)
;