#------------------------------------------------------------------------------
#$Date: 2019-11-28 15:39:27 +0200 (Thu, 28 Nov 2019) $
#$Revision: 244051 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/28/7702858.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_7702858
loop_
_publ_author_name
'Baker, Robert J.'
'Farley, Robert D.'
'Jones, Cameron'
'Kloth, Marc'
'Murphy, Damien M.'
_publ_section_title
;
 The reactivity of diazabutadienes toward low oxidation state Group 13
 iodides and the synthesis of a new gallium(i) carbene analogue
;
_journal_issue                   20
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              3844
_journal_paper_doi               10.1039/b206605j
_journal_year                    2002
_chemical_formula_sum            'C64 H102 Ga2 K2 N4 O3'
_chemical_formula_weight         1193.14
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_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                67.45(3)
_cell_angle_beta                 77.15(3)
_cell_angle_gamma                62.55(3)
_cell_formula_units_Z            1
_cell_length_a                   12.559(3)
_cell_length_b                   12.623(3)
_cell_length_c                   12.931(3)
_cell_measurement_temperature    150(2)
_cell_volume                     1677.5(9)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_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  0.0734
_diffrn_reflns_av_sigmaI/netI    0.0544
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            26246
_diffrn_reflns_theta_full        25.34
_diffrn_reflns_theta_max         25.34
_diffrn_reflns_theta_min         2.96
_exptl_absorpt_coefficient_mu    0.970
_exptl_absorpt_correction_T_max  0.84
_exptl_absorpt_correction_T_min  0.72
_exptl_absorpt_correction_type   'Sortav (Blessing)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             638
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.534
_refine_diff_density_min         -0.640
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     359
_refine_ls_number_reflns         6082
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0425
_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/[σ²(Fo²)+(0.0347P)²+1.6322P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0942
_refine_ls_wR_factor_ref         0.1003
_reflns_number_gt                5028
_reflns_number_total             6082
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b206605j.txt
_cod_data_source_block           compound11
_cod_original_cell_volume        1677.5(6)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7702858
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ga1 Ga -0.02989(3) -0.08530(3) 0.59949(3) 0.02401(11) Uani 1 1 d . . .
K1 K 0.17686(5) 0.00683(6) 0.62640(5) 0.02903(16) Uani 1 1 d . . .
O1 O 0.28925(18) -0.06970(19) 0.81576(17) 0.0335(5) Uani 1 1 d . . .
O2 O 0.5000 -0.5000 1.0000 0.0645(11) Uani 1 2 d S . .
N1 N -0.03433(19) -0.22011(19) 0.55691(19) 0.0235(5) Uani 1 1 d . . .
N2 N -0.20869(18) -0.03104(19) 0.61632(19) 0.0225(5) Uani 1 1 d . . .
C1 C -0.1474(2) -0.2234(3) 0.5848(2) 0.0256(6) Uani 1 1 d . . .
H1 H -0.1602 -0.2895 0.5827 0.031 Uiso 1 1 calc R . .
C2 C -0.2373(2) -0.1257(2) 0.6151(2) 0.0250(6) Uani 1 1 d . . .
H2 H -0.3147 -0.1216 0.6343 0.030 Uiso 1 1 calc R . .
C3 C 0.0642(2) -0.3379(2) 0.5548(2) 0.0246(6) Uani 1 1 d . . .
C4 C 0.1194(2) -0.3544(3) 0.4515(2) 0.0270(6) Uani 1 1 d . . .
C5 C 0.2108(3) -0.4725(3) 0.4517(3) 0.0335(7) Uani 1 1 d . . .
H5 H 0.2474 -0.4851 0.3840 0.040 Uiso 1 1 calc R . .
C6 C 0.2476(3) -0.5708(3) 0.5509(3) 0.0354(7) Uani 1 1 d . . .
H6 H 0.3067 -0.6494 0.5494 0.042 Uiso 1 1 calc R . .
C7 C 0.1967(3) -0.5521(3) 0.6515(3) 0.0343(7) Uani 1 1 d . . .
H7 H 0.2237 -0.6179 0.7179 0.041 Uiso 1 1 calc R . .
C8 C 0.1050(2) -0.4361(3) 0.6563(2) 0.0285(6) Uani 1 1 d . . .
C9 C 0.0762(3) -0.2485(3) 0.3420(2) 0.0306(7) Uani 1 1 d . . .
H9 H 0.0482 -0.1685 0.3561 0.037 Uiso 1 1 calc R . .
C10 C -0.0315(3) -0.2505(3) 0.3072(3) 0.0395(8) Uani 1 1 d . . .
H10A H -0.0057 -0.3257 0.2885 0.059 Uiso 1 1 calc R . .
H10B H -0.0649 -0.1778 0.2432 0.059 Uiso 1 1 calc R . .
H10C H -0.0913 -0.2495 0.3682 0.059 Uiso 1 1 calc R . .
C11 C 0.1726(3) -0.2509(3) 0.2458(3) 0.0412(8) Uani 1 1 d . . .
H11A H 0.2422 -0.2560 0.2702 0.062 Uiso 1 1 calc R . .
H11B H 0.1418 -0.1753 0.1833 0.062 Uiso 1 1 calc R . .
H11C H 0.1944 -0.3230 0.2236 0.062 Uiso 1 1 calc R . .
C12 C 0.0542(3) -0.4182(3) 0.7689(3) 0.0349(7) Uani 1 1 d . . .
H12 H -0.0069 -0.3312 0.7546 0.042 Uiso 1 1 calc R . .
C13 C -0.0077(3) -0.5047(4) 0.8380(3) 0.0526(9) Uani 1 1 d . . .
H13A H -0.0697 -0.4910 0.7961 0.079 Uiso 1 1 calc R . .
H13B H -0.0425 -0.4866 0.9066 0.079 Uiso 1 1 calc R . .
H13C H 0.0502 -0.5911 0.8548 0.079 Uiso 1 1 calc R . .
C14 C 0.1509(3) -0.4340(3) 0.8344(3) 0.0497(9) Uani 1 1 d . . .
H14A H 0.2116 -0.5191 0.8513 0.075 Uiso 1 1 calc R . .
H14B H 0.1152 -0.4161 0.9030 0.075 Uiso 1 1 calc R . .
H14C H 0.1867 -0.3766 0.7901 0.075 Uiso 1 1 calc R . .
C15 C -0.2947(2) 0.0529(2) 0.6743(2) 0.0233(6) Uani 1 1 d . . .
C16 C -0.3639(2) 0.1799(2) 0.6131(2) 0.0242(6) Uani 1 1 d . . .
C17 C -0.4482(2) 0.2595(3) 0.6708(3) 0.0280(6) Uani 1 1 d . . .
H17 H -0.4936 0.3431 0.6309 0.034 Uiso 1 1 calc R . .
C18 C -0.4662(2) 0.2174(3) 0.7861(3) 0.0316(7) Uani 1 1 d . . .
H18 H -0.5239 0.2717 0.8232 0.038 Uiso 1 1 calc R . .
C19 C -0.3972(3) 0.0933(3) 0.8458(3) 0.0313(7) Uani 1 1 d . . .
H19 H -0.4091 0.0648 0.9234 0.038 Uiso 1 1 calc R . .
C20 C -0.3104(2) 0.0102(3) 0.7919(2) 0.0283(6) Uani 1 1 d . . .
C21 C -0.3514(2) 0.2251(2) 0.4857(2) 0.0269(6) Uani 1 1 d . . .
H21 H -0.2666 0.1829 0.4634 0.032 Uiso 1 1 calc R . .
C22 C -0.4239(2) 0.1856(3) 0.4381(3) 0.0319(7) Uani 1 1 d . . .
H22A H -0.4020 0.0966 0.4729 0.048 Uiso 1 1 calc R . .
H22B H -0.4068 0.2041 0.3586 0.048 Uiso 1 1 calc R . .
H22C H -0.5082 0.2312 0.4530 0.048 Uiso 1 1 calc R . .
C23 C -0.3893(3) 0.3681(3) 0.4318(3) 0.0366(7) Uani 1 1 d . . .
H23A H -0.4742 0.4118 0.4458 0.055 Uiso 1 1 calc R . .
H23B H -0.3706 0.3880 0.3524 0.055 Uiso 1 1 calc R . .
H23C H -0.3467 0.3939 0.4636 0.055 Uiso 1 1 calc R . .
C24 C -0.2315(3) -0.1230(3) 0.8625(3) 0.0354(7) Uani 1 1 d . . .
H24 H -0.1832 -0.1702 0.8108 0.042 Uiso 1 1 calc R . .
C25 C -0.3029(3) -0.1934(3) 0.9424(4) 0.0650(12) Uani 1 1 d . . .
H25A H -0.2489 -0.2772 0.9823 0.098 Uiso 1 1 calc R . .
H25B H -0.3545 -0.1978 0.9008 0.098 Uiso 1 1 calc R . .
H25C H -0.3508 -0.1498 0.9947 0.098 Uiso 1 1 calc R . .
C26 C -0.1458(4) -0.1206(4) 0.9258(4) 0.0744(14) Uani 1 1 d . . .
H26A H -0.1903 -0.0794 0.9805 0.112 Uiso 1 1 calc R . .
H26B H -0.1011 -0.0753 0.8743 0.112 Uiso 1 1 calc R . .
H26C H -0.0913 -0.2054 0.9628 0.112 Uiso 1 1 calc R . .
C27 C 0.3912(3) 0.0598(3) 0.7023(3) 0.0488(9) Uani 1 1 d . . .
H27A H 0.4030 0.0311 0.6401 0.073 Uiso 1 1 calc R . .
H27B H 0.4568 0.0791 0.7021 0.073 Uiso 1 1 calc R . .
H27C H 0.3173 0.1341 0.6960 0.073 Uiso 1 1 calc R . .
C28 C 0.3861(4) -0.0390(5) 0.8070(3) 0.0673(12) Uani 1 1 d . . .
H28A H 0.4606 -0.1142 0.8122 0.081 Uiso 1 1 calc R . .
H28B H 0.3792 -0.0113 0.8695 0.081 Uiso 1 1 calc R . .
C29 C 0.2765(4) -0.1605(4) 0.9178(3) 0.0607(11) Uani 1 1 d . . .
H29A H 0.2718 -0.1328 0.9797 0.073 Uiso 1 1 calc R . .
H29B H 0.3470 -0.2398 0.9257 0.073 Uiso 1 1 calc R . .
C30 C 0.1708(5) -0.1803(5) 0.9237(4) 0.0855(17) Uani 1 1 d . . .
H30A H 0.1004 -0.1037 0.9221 0.128 Uiso 1 1 calc R . .
H30B H 0.1681 -0.2461 0.9920 0.128 Uiso 1 1 calc R . .
H30C H 0.1735 -0.2043 0.8608 0.128 Uiso 1 1 calc R . .
C31 C 0.3749(6) -0.5701(5) 1.1479(5) 0.106(2) Uani 1 1 d . . .
H31A H 0.3188 -0.6080 1.1703 0.160 Uiso 1 1 calc R A 1
H31B H 0.3367 -0.4884 1.1571 0.160 Uiso 1 1 calc R A 1
H31C H 0.4430 -0.6226 1.1937 0.160 Uiso 1 1 calc R A 1
C32 C 0.4161(8) -0.5568(9) 1.0267(8) 0.074(3) Uani 0.50 1 d P B 1
H32A H 0.4549 -0.6387 1.0160 0.088 Uiso 0.50 1 calc PR B 1
H32B H 0.3484 -0.5034 0.9791 0.088 Uiso 0.50 1 calc PR B 1
C32A C 0.4575(8) -0.5118(9) 1.1212(8) 0.073(3) Uani 0.50 1 d P B 2
H32C H 0.5247 -0.5638 1.1693 0.087 Uiso 0.50 1 calc PR B 2
H32D H 0.4174 -0.4293 1.1308 0.087 Uiso 0.50 1 calc PR B 2
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 '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
N1 Ga1 N2 81.88(9) . .
N1 Ga1 Ga1 107.95(7) . 2_556
N2 Ga1 Ga1 109.68(7) . 2_556
N1 Ga1 K1 59.81(7) . 2_556
N2 Ga1 K1 61.26(7) . 2_556
Ga1 Ga1 K1 65.89(3) 2_556 2_556
N1 Ga1 K1 138.96(6) . .
N2 Ga1 K1 139.15(6) . .
Ga1 Ga1 K1 64.30(3) 2_556 .
K1 Ga1 K1 130.19(2) 2_556 .
O1 K1 N1 147.04(7) . 2_556
O1 K1 C1 131.75(7) . 2_556
N1 K1 C1 27.41(7) 2_556 2_556
O1 K1 N2 145.78(6) . 2_556
N1 K1 N2 52.73(6) 2_556 2_556
C1 K1 N2 46.54(7) 2_556 2_556
O1 K1 C2 131.42(7) . 2_556
N1 K1 C2 46.63(7) 2_556 2_556
C1 K1 C2 26.24(7) 2_556 2_556
N2 K1 C2 27.13(7) 2_556 2_556
O1 K1 C9 102.31(8) . 2_556
N1 K1 C9 54.67(7) 2_556 2_556
C1 K1 C9 72.29(8) 2_556 2_556
N2 K1 C9 106.85(8) 2_556 2_556
C2 K1 C9 97.99(8) 2_556 2_556
O1 K1 C21 102.46(7) . 2_556
N1 K1 C21 105.50(7) 2_556 2_556
C1 K1 C21 97.21(8) 2_556 2_556
N2 K1 C21 53.54(7) 2_556 2_556
C2 K1 C21 71.61(8) 2_556 2_556
C9 K1 C21 153.73(7) 2_556 2_556
O1 K1 Ga1 175.82(5) . 2_556
N1 K1 Ga1 36.18(5) 2_556 2_556
C1 K1 Ga1 52.41(6) 2_556 2_556
N2 K1 Ga1 36.15(4) 2_556 2_556
C2 K1 Ga1 52.25(6) 2_556 2_556
C9 K1 Ga1 78.24(6) 2_556 2_556
C21 K1 Ga1 76.42(6) 2_556 2_556
O1 K1 Ga1 126.10(5) . .
N1 K1 Ga1 76.86(5) 2_556 .
C1 K1 Ga1 100.66(6) 2_556 .
N2 K1 Ga1 77.23(5) 2_556 .
C2 K1 Ga1 100.64(6) 2_556 .
C9 K1 Ga1 79.66(6) 2_556 .
C21 K1 Ga1 78.77(5) 2_556 .
Ga1 K1 Ga1 49.81(2) 2_556 .
C28 O1 C29 115.4(3) . .
C28 O1 K1 118.2(2) . .
C29 O1 K1 125.0(2) . .
C32 O2 C32 180.0(6) 2_647 .
C32 O2 C32A 74.1(5) 2_647 2_647
C32 O2 C32A 105.9(5) . 2_647
C32 O2 C32A 105.9(5) 2_647 .
C32 O2 C32A 74.1(5) . .
C32A O2 C32A 180.000(1) 2_647 .
C1 N1 C3 115.0(2) . .
C1 N1 Ga1 111.05(17) . .
C3 N1 Ga1 126.79(17) . .
C1 N1 K1 77.91(15) . 2_556
C3 N1 K1 129.99(17) . 2_556
Ga1 N1 K1 84.01(7) . 2_556
C2 N2 C15 115.9(2) . .
C2 N2 Ga1 110.65(16) . .
C15 N2 Ga1 127.14(17) . .
C2 N2 K1 76.83(15) . 2_556
C15 N2 K1 130.69(16) . 2_556
Ga1 N2 K1 82.60(8) . 2_556
C2 C1 N1 116.8(2) . .
C2 C1 K1 77.71(17) . 2_556
N1 C1 K1 74.68(15) . 2_556
C1 C2 N2 117.3(2) . .
C1 C2 K1 76.05(17) . 2_556
N2 C2 K1 76.04(14) . 2_556
C4 C3 C8 120.5(2) . .
C4 C3 N1 119.7(2) . .
C8 C3 N1 119.8(2) . .
C5 C4 C3 118.4(3) . .
C5 C4 C9 120.9(3) . .
C3 C4 C9 120.6(2) . .
C6 C5 C4 121.3(3) . .
C7 C6 C5 119.8(3) . .
C6 C7 C8 121.4(3) . .
C7 C8 C3 118.5(3) . .
C7 C8 C12 119.6(3) . .
C3 C8 C12 121.8(2) . .
C4 C9 C11 114.5(2) . .
C4 C9 C10 109.4(2) . .
C11 C9 C10 110.0(3) . .
C4 C9 K1 113.50(17) . 2_556
C11 C9 K1 128.7(2) . 2_556
C10 C9 K1 68.82(16) . 2_556
C8 C12 C13 112.4(3) . .
C8 C12 C14 111.2(3) . .
C13 C12 C14 111.1(3) . .
C20 C15 C16 119.7(2) . .
C20 C15 N2 120.5(2) . .
C16 C15 N2 119.8(2) . .
C17 C16 C15 118.9(3) . .
C17 C16 C21 120.9(2) . .
C15 C16 C21 120.0(2) . .
C18 C17 C16 121.6(3) . .
C17 C18 C19 119.2(3) . .
C18 C19 C20 121.4(3) . .
C19 C20 C15 119.1(3) . .
C19 C20 C24 119.1(3) . .
C15 C20 C24 121.7(2) . .
C16 C21 C23 114.4(2) . .
C16 C21 C22 110.1(2) . .
C23 C21 C22 109.2(2) . .
C16 C21 K1 114.17(16) . 2_556
C23 C21 K1 128.91(19) . 2_556
C22 C21 K1 66.79(14) . 2_556
C26 C24 C25 110.1(3) . .
C26 C24 C20 110.9(3) . .
C25 C24 C20 113.1(3) . .
O1 C28 C27 113.0(3) . .
O1 C29 C30 112.1(3) . .
C32A C31 C32 74.2(6) . .
O2 C32 C31 106.0(7) . .
C31 C32A O2 105.8(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ga1 N1 2.005(2) .
Ga1 N2 2.009(2) .
Ga1 Ga1 2.8640(13) 2_556
Ga1 K1 3.3784(13) 2_556
Ga1 K1 3.4223(10) .
K1 O1 2.718(2) .
K1 N1 2.936(3) 2_556
K1 C1 2.977(3) 2_556
K1 N2 2.987(2) 2_556
K1 C2 2.997(3) 2_556
K1 C9 3.318(3) 2_556
K1 C21 3.377(3) 2_556
K1 Ga1 3.3784(13) 2_556
O1 C28 1.408(4) .
O1 C29 1.413(4) .
O2 C32 1.445(10) 2_647
O2 C32 1.445(10) .
O2 C32A 1.512(9) 2_647
O2 C32A 1.512(9) .
N1 C1 1.402(3) .
N1 C3 1.436(3) .
N1 K1 2.936(3) 2_556
N2 C2 1.403(3) .
N2 C15 1.430(3) .
N2 K1 2.987(2) 2_556
C1 C2 1.356(4) .
C1 K1 2.977(3) 2_556
C2 K1 2.997(3) 2_556
C3 C4 1.407(4) .
C3 C8 1.409(4) .
C4 C5 1.400(4) .
C4 C9 1.519(4) .
C5 C6 1.382(4) .
C6 C7 1.373(4) .
C7 C8 1.399(4) .
C8 C12 1.512(4) .
C9 C11 1.530(4) .
C9 C10 1.531(4) .
C9 K1 3.318(3) 2_556
C12 C13 1.523(5) .
C12 C14 1.529(5) .
C15 C20 1.407(4) .
C15 C16 1.414(4) .
C16 C17 1.389(4) .
C16 C21 1.520(4) .
C17 C18 1.382(4) .
C18 C19 1.385(4) .
C19 C20 1.393(4) .
C20 C24 1.527(4) .
C21 C23 1.536(4) .
C21 C22 1.537(4) .
C21 K1 3.377(3) 2_556
C24 C26 1.507(5) .
C24 C25 1.510(5) .
C27 C28 1.460(5) .
C29 C30 1.442(6) .
C31 C32A 1.444(11) .
C31 C32 1.507(11) .
