#------------------------------------------------------------------------------
#$Date: 2016-03-25 14:33:24 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179901 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/97/7019714.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_7019714
loop_
_publ_author_name
'Dange, Deepak'
'Choong, Sam L.'
'Schenk, Christian'
'Stasch, Andreas'
'Jones, Cameron'
_publ_section_title
;
 Synthesis and characterisation of anionic and neutral gallium(i)
 N-heterocyclic carbene analogues.
;
_journal_issue                   31
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              9304
_journal_page_last               9315
_journal_paper_doi               10.1039/c2dt30299c
_journal_volume                  41
_journal_year                    2012
_chemical_formula_sum            'C68 H56 N2'
_chemical_formula_weight         901.15
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                99.63(3)
_cell_angle_beta                 103.84(3)
_cell_angle_gamma                99.14(3)
_cell_formula_units_Z            1
_cell_length_a                   9.1640(18)
_cell_length_b                   10.472(2)
_cell_length_c                   13.747(3)
_cell_measurement_temperature    173(2)
_cell_volume                     1235.3(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Oxford Gemini Ultra'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0768
_diffrn_reflns_av_sigmaI/netI    0.1241
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8046
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         3.06
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  0.997
_exptl_absorpt_correction_T_min  0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALE3 ABSPACK'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             478
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.183
_refine_diff_density_min         -0.158
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.971
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         4316
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.971
_refine_ls_R_factor_all          0.1615
_refine_ls_R_factor_gt           0.0597
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0662P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1196
_refine_ls_wR_factor_ref         0.1550
_reflns_number_gt                2062
_reflns_number_total             4316
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2dt30299c.txt
_cod_data_source_block           compound1S
_cod_original_cell_volume        1235.3(4)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7019714
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
N1 N 0.1338(3) 0.5271(2) 0.12013(17) 0.0361(6) Uani 1 1 d .
C1 C 0.0252(4) 0.5438(3) 0.0510(2) 0.0350(7) Uani 1 1 d .
H1 H -0.0251 0.6145 0.0652 0.042 Uiso 1 1 calc R
C2 C 0.1786(3) 0.6155(3) 0.21849(19) 0.0295(7) Uani 1 1 d .
C3 C 0.1469(3) 0.5637(2) 0.3012(2) 0.0287(7) Uani 1 1 d .
C4 C 0.1902(3) 0.6466(3) 0.3973(2) 0.0329(7) Uani 1 1 d .
H4 H 0.1674 0.6127 0.4531 0.040 Uiso 1 1 calc R
C5 C 0.2660(3) 0.7780(3) 0.4151(2) 0.0319(7) Uani 1 1 d .
C6 C 0.3045(3) 0.8227(3) 0.3334(2) 0.0347(8) Uani 1 1 d .
H6 H 0.3632 0.9100 0.3455 0.042 Uiso 1 1 calc R
C7 C 0.2608(3) 0.7453(3) 0.2342(2) 0.0328(7) Uani 1 1 d .
C8 C 0.3114(4) 0.8663(3) 0.5204(2) 0.0450(9) Uani 1 1 d .
H8A H 0.4099 0.9267 0.5308 0.068 Uiso 1 1 calc R
H8B H 0.3215 0.8119 0.5721 0.068 Uiso 1 1 calc R
H8C H 0.2324 0.9178 0.5267 0.068 Uiso 1 1 calc R
C9 C 0.0690(3) 0.4184(2) 0.2830(2) 0.0315(7) Uani 1 1 d .
H9 H 0.0883 0.3730 0.2187 0.038 Uiso 1 1 calc R
C10 C -0.1043(3) 0.3991(3) 0.2620(2) 0.0335(7) Uani 1 1 d .
C11 C -0.1722(4) 0.4590(3) 0.3316(2) 0.0426(8) Uani 1 1 d .
H11 H -0.1089 0.5166 0.3934 0.051 Uiso 1 1 calc R
C12 C -0.3298(4) 0.4372(3) 0.3137(2) 0.0520(9) Uani 1 1 d .
H12 H -0.3741 0.4789 0.3630 0.062 Uiso 1 1 calc R
C13 C -0.4224(4) 0.3550(3) 0.2243(3) 0.0619(11) Uani 1 1 d .
H13 H -0.5309 0.3382 0.2121 0.074 Uiso 1 1 calc R
C14 C -0.3575(4) 0.2972(3) 0.1527(3) 0.0658(11) Uani 1 1 d .
H14 H -0.4215 0.2428 0.0898 0.079 Uiso 1 1 calc R
C15 C -0.2003(4) 0.3179(3) 0.1717(2) 0.0490(9) Uani 1 1 d .
H15 H -0.1568 0.2758 0.1221 0.059 Uiso 1 1 calc R
C16 C 0.1434(3) 0.3524(3) 0.3677(2) 0.0335(7) Uani 1 1 d .
C17 C 0.0624(4) 0.2712(3) 0.4144(2) 0.0451(8) Uani 1 1 d .
H17 H -0.0467 0.2563 0.3953 0.054 Uiso 1 1 calc R
C18 C 0.1368(4) 0.2105(3) 0.4889(2) 0.0530(9) Uani 1 1 d .
H18 H 0.0781 0.1539 0.5193 0.064 Uiso 1 1 calc R
C19 C 0.2932(5) 0.2318(3) 0.5187(3) 0.0554(9) Uani 1 1 d .
H19 H 0.3441 0.1923 0.5708 0.066 Uiso 1 1 calc R
C20 C 0.3764(4) 0.3116(3) 0.4718(3) 0.0570(9) Uani 1 1 d .
H20 H 0.4854 0.3259 0.4912 0.068 Uiso 1 1 calc R
C21 C 0.3031(4) 0.3706(3) 0.3976(2) 0.0481(9) Uani 1 1 d .
H21 H 0.3624 0.4248 0.3660 0.058 Uiso 1 1 calc R
C22 C 0.3177(3) 0.7981(3) 0.1495(2) 0.0349(7) Uani 1 1 d .
H22 H 0.2731 0.7276 0.0856 0.042 Uiso 1 1 calc R
C23 C 0.2636(3) 0.9225(3) 0.1255(2) 0.0377(8) Uani 1 1 d .
C24 C 0.1651(4) 0.9803(3) 0.1707(2) 0.0460(9) Uani 1 1 d .
H24 H 0.1299 0.9433 0.2216 0.055 Uiso 1 1 calc R
C25 C 0.1154(4) 1.0916(3) 0.1440(2) 0.0557(10) Uani 1 1 d .
H25 H 0.0472 1.1296 0.1766 0.067 Uiso 1 1 calc R
C26 C 0.1643(4) 1.1468(3) 0.0708(2) 0.0525(9) Uani 1 1 d .
H26 H 0.1309 1.2233 0.0529 0.063 Uiso 1 1 calc R
C27 C 0.2622(4) 1.0907(3) 0.0232(2) 0.0511(9) Uani 1 1 d .
H27 H 0.2964 1.1281 -0.0278 0.061 Uiso 1 1 calc R
C28 C 0.3106(4) 0.9792(3) 0.0501(2) 0.0446(8) Uani 1 1 d .
H28 H 0.3772 0.9406 0.0164 0.053 Uiso 1 1 calc R
C29 C 0.4919(4) 0.8102(3) 0.1756(2) 0.0414(8) Uani 1 1 d .
C30 C 0.5474(4) 0.6945(4) 0.1549(3) 0.0603(10) Uani 1 1 d .
H30 H 0.4767 0.6135 0.1217 0.072 Uiso 1 1 calc R
C31 C 0.7009(5) 0.6957(5) 0.1815(3) 0.0747(12) Uani 1 1 d .
H31 H 0.7358 0.6162 0.1651 0.090 Uiso 1 1 calc R
C32 C 0.8044(5) 0.8097(5) 0.2311(3) 0.0707(11) Uani 1 1 d .
H32 H 0.9108 0.8086 0.2517 0.085 Uiso 1 1 calc R
C33 C 0.7556(5) 0.9273(4) 0.2516(2) 0.0665(11) Uani 1 1 d .
H33 H 0.8279 1.0076 0.2844 0.080 Uiso 1 1 calc R
C34 C 0.5964(4) 0.9262(4) 0.2229(2) 0.0498(9) Uani 1 1 d .
H34 H 0.5615 1.0064 0.2366 0.060 Uiso 1 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'
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 N1 C2 119.1(2) . .
N1 C1 C1 121.3(3) . 2_565
N1 C1 H1 119.3 . .
C1 C1 H1 119.3 2_565 .
C7 C2 C3 120.8(2) . .
C7 C2 N1 121.8(2) . .
C3 C2 N1 117.2(2) . .
C4 C3 C2 118.5(2) . .
C4 C3 C9 122.0(2) . .
C2 C3 C9 119.5(2) . .
C3 C4 C5 122.3(2) . .
C3 C4 H4 118.9 . .
C5 C4 H4 118.9 . .
C6 C5 C4 117.5(2) . .
C6 C5 C8 121.2(3) . .
C4 C5 C8 121.2(2) . .
C5 C6 C7 122.9(3) . .
C5 C6 H6 118.5 . .
C7 C6 H6 118.5 . .
C6 C7 C2 117.8(2) . .
C6 C7 C22 119.8(2) . .
C2 C7 C22 122.1(2) . .
C5 C8 H8A 109.5 . .
C5 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C5 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C10 C9 C3 112.3(2) . .
C10 C9 C16 113.8(2) . .
C3 C9 C16 111.8(2) . .
C10 C9 H9 106.1 . .
C3 C9 H9 106.1 . .
C16 C9 H9 106.1 . .
C11 C10 C15 117.7(3) . .
C11 C10 C9 121.9(3) . .
C15 C10 C9 120.5(2) . .
C10 C11 C12 121.6(3) . .
C10 C11 H11 119.2 . .
C12 C11 H11 119.2 . .
C13 C12 C11 119.7(3) . .
C13 C12 H12 120.2 . .
C11 C12 H12 120.2 . .
C14 C13 C12 119.7(3) . .
C14 C13 H13 120.1 . .
C12 C13 H13 120.1 . .
C13 C14 C15 120.3(3) . .
C13 C14 H14 119.9 . .
C15 C14 H14 119.9 . .
C14 C15 C10 121.0(3) . .
C14 C15 H15 119.5 . .
C10 C15 H15 119.5 . .
C17 C16 C21 117.3(3) . .
C17 C16 C9 124.1(3) . .
C21 C16 C9 118.6(3) . .
C16 C17 C18 121.4(3) . .
C16 C17 H17 119.3 . .
C18 C17 H17 119.3 . .
C19 C18 C17 120.5(3) . .
C19 C18 H18 119.8 . .
C17 C18 H18 119.8 . .
C18 C19 C20 118.9(3) . .
C18 C19 H19 120.5 . .
C20 C19 H19 120.5 . .
C21 C20 C19 120.7(3) . .
C21 C20 H20 119.7 . .
C19 C20 H20 119.7 . .
C20 C21 C16 121.2(3) . .
C20 C21 H21 119.4 . .
C16 C21 H21 119.4 . .
C23 C22 C29 114.6(2) . .
C23 C22 C7 114.5(2) . .
C29 C22 C7 108.0(2) . .
C23 C22 H22 106.4 . .
C29 C22 H22 106.4 . .
C7 C22 H22 106.4 . .
C24 C23 C28 117.1(3) . .
C24 C23 C22 123.9(3) . .
C28 C23 C22 118.9(3) . .
C23 C24 C25 121.8(3) . .
C23 C24 H24 119.1 . .
C25 C24 H24 119.1 . .
C26 C25 C24 120.2(3) . .
C26 C25 H25 119.9 . .
C24 C25 H25 119.9 . .
C25 C26 C27 119.6(3) . .
C25 C26 H26 120.2 . .
C27 C26 H26 120.2 . .
C26 C27 C28 119.8(3) . .
C26 C27 H27 120.1 . .
C28 C27 H27 120.1 . .
C27 C28 C23 121.5(3) . .
C27 C28 H28 119.2 . .
C23 C28 H28 119.2 . .
C34 C29 C30 118.2(3) . .
C34 C29 C22 123.9(3) . .
C30 C29 C22 117.8(3) . .
C31 C30 C29 121.3(4) . .
C31 C30 H30 119.3 . .
C29 C30 H30 119.3 . .
C32 C31 C30 120.6(4) . .
C32 C31 H31 119.7 . .
C30 C31 H31 119.7 . .
C31 C32 C33 120.3(4) . .
C31 C32 H32 119.9 . .
C33 C32 H32 119.9 . .
C32 C33 C34 119.0(4) . .
C32 C33 H33 120.5 . .
C34 C33 H33 120.5 . .
C29 C34 C33 120.5(3) . .
C29 C34 H34 119.8 . .
C33 C34 H34 119.8 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.258(3) .
N1 C2 1.432(3) .
C1 C1 1.464(5) 2_565
C1 H1 0.9500 .
C2 C7 1.400(4) .
C2 C3 1.409(3) .
C3 C4 1.382(3) .
C3 C9 1.527(3) .
C4 C5 1.392(4) .
C4 H4 0.9500 .
C5 C6 1.385(4) .
C5 C8 1.505(4) .
C6 C7 1.393(3) .
C6 H6 0.9500 .
C7 C22 1.532(4) .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 C10 1.518(4) .
C9 C16 1.529(4) .
C9 H9 1.0000 .
C10 C11 1.380(4) .
C10 C15 1.387(4) .
C11 C12 1.381(4) .
C11 H11 0.9500 .
C12 C13 1.373(4) .
C12 H12 0.9500 .
C13 C14 1.372(4) .
C13 H13 0.9500 .
C14 C15 1.376(4) .
C14 H14 0.9500 .
C15 H15 0.9500 .
C16 C17 1.376(4) .
C16 C21 1.395(4) .
C17 C18 1.393(4) .
C17 H17 0.9500 .
C18 C19 1.363(4) .
C18 H18 0.9500 .
C19 C20 1.382(4) .
C19 H19 0.9500 .
C20 C21 1.375(4) .
C20 H20 0.9500 .
C21 H21 0.9500 .
C22 C23 1.524(4) .
C22 C29 1.530(4) .
C22 H22 1.0000 .
C23 C24 1.372(4) .
C23 C28 1.397(4) .
C24 C25 1.391(4) .
C24 H24 0.9500 .
C25 C26 1.369(4) .
C25 H25 0.9500 .
C26 C27 1.378(4) .
C26 H26 0.9500 .
C27 C28 1.388(4) .
C27 H27 0.9500 .
C28 H28 0.9500 .
C29 C34 1.373(4) .
C29 C30 1.399(4) .
C30 C31 1.363(5) .
C30 H30 0.9500 .
C31 C32 1.359(5) .
C31 H31 0.9500 .
C32 C33 1.384(5) .
C32 H32 0.9500 .
C33 C34 1.415(5) .
C33 H33 0.9500 .
C34 H34 0.9500 .
