#------------------------------------------------------------------------------
#$Date: 2019-08-27 11:29:06 +0300 (Tue, 27 Aug 2019) $
#$Revision: 217752 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/34/7233489.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_7233489
loop_
_publ_author_name
'Kaori Fujisawa'
'Naoya Kawakami'
'Yusuke Onishi'
'Yuichi Izumi'
'Sho Tamai'
'Nana Sugimoto'
'Osamu Tsutsumi'
_publ_section_title
;
 Photoluminescent properties of liquid crystalline gold(I) isocyanide
 complexes with a rod-like molecular structure
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              5359
_journal_page_last               5366
_journal_paper_doi               10.1039/C3TC31105H
_journal_volume                  1
_journal_year                    2013
_chemical_formula_moiety         'C21 H30 Au1 N1 O1'
_chemical_formula_sum            'C21 H30 Au N O'
_chemical_formula_weight         509.43
_chemical_name_systematic        1c
_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_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_date             2012-08-17T00:01:28-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90.711(13)
_cell_angle_beta                 90.313(11)
_cell_angle_gamma                97.749(11)
_cell_formula_units_Z            2
_cell_length_a                   7.4166(8)
_cell_length_b                   9.7574(17)
_cell_length_c                   14.4580(17)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296
_cell_measurement_theta_max      15.24
_cell_measurement_theta_min      9.38
_cell_volume                     1036.6(2)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;
MSC/AFC Diffractometer Control Software
(Molecular Structure Corporation, 1992)
;
_computing_data_reduction
;
CrystalStructure (Molecular Structure Corporation & Rigaku, 2001)
;
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      296
_diffrn_measured_fraction_theta_full 0.96
_diffrn_measured_fraction_theta_max 0.96
_diffrn_measurement_device_type  'Rigaku AFC-5R diffractometer'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_av_unetI/netI     0.0153
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            4505
_diffrn_reflns_theta_full        70
_diffrn_reflns_theta_max         70
_diffrn_reflns_theta_min         3.06
_diffrn_standards_decay_%        0.84
_diffrn_standards_interval_count 150
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    13.367
_exptl_absorpt_correction_T_max  0.4144
_exptl_absorpt_correction_T_min  0.0303
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   '(Coppens et al., 1965)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.632
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.87
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.999
_refine_diff_density_min         -1.124
_refine_diff_density_rms         0.155
_refine_ls_extinction_coef       0.0121(5)
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.145
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         3768
_refine_ls_number_restraints     88
_refine_ls_restrained_S_all      1.137
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0368
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0496P)²+1.9676P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0994
_reflns_number_gt                3648
_reflns_number_total             3768
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            1000003.cif
_cod_data_source_block           PCOD1000003
_cod_original_formula_sum        'C21 H30 Au1 N1 O1'
_cod_database_code               7233489
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
C14 0.4708(11) 1.8328(8) -0.2197(7) 0.091(2) Uani d . 1 . . C
H14A 0.4947 1.9204 -0.188 0.109 Uiso calc R 1 . . H
H14B 0.3588 1.8282 -0.2539 0.109 Uiso calc R 1 . . H
H14C 0.5685 1.8227 -0.2614 0.109 Uiso calc R 1 . . H
C13 0.4555(9) 1.7180(7) -0.1501(5) 0.0745(16) Uani d . 1 . . C
H13A 0.5682 1.7247 -0.1149 0.089 Uiso calc R 1 . . H
H13B 0.3587 1.7304 -0.1073 0.089 Uiso calc R 1 . . H
C12 0.4175(8) 1.5756(7) -0.1933(4) 0.0664(14) Uani d . 1 . . C
H12A 0.5164 1.5621 -0.2346 0.08 Uiso calc R 1 . . H
H12B 0.3071 1.57 -0.2302 0.08 Uiso calc R 1 . . H
C11 0.3961(8) 1.4604(7) -0.1239(4) 0.0666(14) Uani d . 1 . . C
H11A 0.506 1.4651 -0.0867 0.08 Uiso calc R 1 . . H
H11B 0.296 1.4721 -0.083 0.08 Uiso calc R 1 . . H
C10 0.3604(11) 1.3223(7) -0.1708(5) 0.0771(17) Uani d . 1 . . C
H10A 0.2578 1.3218 -0.2127 0.092 Uiso calc R 1 . . H
H10B 0.4656 1.3083 -0.2075 0.092 Uiso calc R 1 . . H
C9 0.2885(9) 1.1213(7) -0.0582(5) 0.0699(15) Uani d . 1 . . C
C8 0.1681(10) 0.7826(8) 0.0897(5) 0.0751(16) Uani d U 1 . . C
C7 0.1402(8) 0.6745(7) 0.1286(5) 0.0660(14) Uani d U 1 . . C
C1 0.1086(7) 0.5433(6) 0.1744(4) 0.0611(13) Uani d . 1 . . C
C2 0.0752(8) 0.4198(7) 0.1246(4) 0.0647(14) Uani d . 1 . . C
H2 0.0703 0.4224 0.0604 0.078 Uiso calc R 1 . . H
C3 0.0491(8) 0.2939(6) 0.1677(4) 0.0602(13) Uani d . 1 . . C
H3 0.0278 0.2127 0.1326 0.072 Uiso calc R 1 . . H
C4 0.0547(7) 0.2879(6) 0.2632(4) 0.0573(12) Uani d . 1 . . C
C5 0.0873(8) 0.4114(6) 0.3147(4) 0.0624(13) Uani d . 1 . . C
H5 0.0913 0.4087 0.3789 0.075 Uiso calc R 1 . . H
C6 0.1133(8) 0.5353(6) 0.2710(4) 0.0618(13) Uani d . 1 . . C
H6 0.1346 0.6164 0.3061 0.074 Uiso calc R 1 . . H
C15 0.0144(10) 0.0403(6) 0.2633(5) 0.0722(15) Uani d U 1 . . C
H15A 0.1223 0.0351 0.2265 0.087 Uiso calc R 1 . . H
H15B -0.0902 0.0324 0.2221 0.087 Uiso calc R 1 . . H
C16 -0.0080(10) -0.0734(7) 0.3312(6) 0.0813(18) Uani d U 1 . . C
H16A 0.0893 -0.0572 0.3768 0.098 Uiso calc R 1 . . H
H16B 0.0034 -0.1598 0.2993 0.098 Uiso calc R 1 . . H
C17 -0.1923(11) -0.0876(8) 0.3815(6) 0.0892(19) Uani d U 1 A . C
H17A -0.2005 -0.0036 0.417 0.107 Uiso calc R 1 . . H
H17B -0.2899 -0.0979 0.336 0.107 Uiso calc R 1 . . H
C18 -0.2173(11) -0.2094(10) 0.4453(7) 0.112(3) Uani d DU 1 . . C
H18A -0.1459 -0.1927 0.5018 0.135 Uiso calc PR 0.278(12) A 1 H
H18B -0.1916 -0.2941 0.4154 0.135 Uiso calc PR 0.278(12) A 1 H
H18C -0.115 -0.201 0.4881 0.135 Uiso d PR 0.722(12) A 2 H
H18D -0.2195 -0.2947 0.41 0.135 Uiso d PR 0.722(12) A 2 H
C20 -0.506(3) -0.344(3) 0.507(2) 0.106(3) Uani d PDU 0.278(12) A 1 C
H20A -0.4313 -0.3618 0.5598 0.127 Uiso calc PR 0.278(12) A 1 H
H20B -0.5066 -0.4196 0.4632 0.127 Uiso calc PR 0.278(12) A 1 H
C21 -0.701(3) -0.334(5) 0.539(3) 0.107(5) Uani d PDU 0.278(12) A 1 C
H21A -0.7509 -0.4191 0.5669 0.129 Uiso calc PR 0.278(12) A 1 H
H21B -0.7744 -0.316 0.4869 0.129 Uiso calc PR 0.278(12) A 1 H
H21C -0.6994 -0.2596 0.5836 0.129 Uiso calc PR 0.278(12) A 1 H
C19 -0.424(2) -0.208(3) 0.462(3) 0.105(4) Uani d PDU 0.278(12) A 1 C
H19A -0.4422 -0.1304 0.5015 0.126 Uiso calc PR 0.278(12) A 1 H
H19B -0.4853 -0.1979 0.4033 0.126 Uiso calc PR 0.278(12) A 1 H
C19A -0.3831(12) -0.2272(15) 0.5080(7) 0.104(3) Uani d PDU 0.722(12) A 2 C
H19C -0.395 -0.1403 0.5391 0.125 Uiso calc PR 0.722(12) A 2 H
H19D -0.3689 -0.2956 0.5546 0.125 Uiso calc PR 0.722(12) A 2 H
C20A -0.5532(11) -0.2740(15) 0.4494(7) 0.105(3) Uani d PDU 0.722(12) A 2 C
H20C -0.5317 -0.3507 0.4096 0.126 Uiso calc PR 0.722(12) A 2 H
H20D -0.5791 -0.1987 0.4105 0.126 Uiso calc PR 0.722(12) A 2 H
C21A -0.7169(14) -0.319(2) 0.5115(10) 0.110(3) Uani d PDU 0.722(12) A 2 C
H21D -0.8219 -0.349 0.4737 0.132 Uiso calc PR 0.722(12) A 2 H
H21E -0.7403 -0.2418 0.5496 0.132 Uiso calc PR 0.722(12) A 2 H
H21F -0.6911 -0.3931 0.5501 0.132 Uiso calc PR 0.722(12) A 2 H
N1 0.3221(7) 1.2080(6) -0.1073(4) 0.0722(13) Uani d . 1 . . N
O1 0.0313(6) 0.1698(4) 0.3132(3) 0.0687(10) Uani d . 1 . . O
Au1 0.22475(3) 0.95505(2) 0.018157(17) 0.06737(18) Uani d . 1 . . Au
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -4.4197 7.298 '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
C13 C14 H14A 109.5 . .
C13 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C13 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C12 C13 C14 113.5(6) . .
C12 C13 H13A 108.9 . .
C14 C13 H13A 108.9 . .
C12 C13 H13B 108.9 . .
C14 C13 H13B 108.9 . .
H13A C13 H13B 107.7 . .
C13 C12 C11 113.8(6) . .
C13 C12 H12A 108.8 . .
C11 C12 H12A 108.8 . .
C13 C12 H12B 108.8 . .
C11 C12 H12B 108.8 . .
H12A C12 H12B 107.7 . .
C10 C11 C12 111.3(5) . .
C10 C11 H11A 109.4 . .
C12 C11 H11A 109.4 . .
C10 C11 H11B 109.4 . .
C12 C11 H11B 109.4 . .
H11A C11 H11B 108 . .
N1 C10 C11 113.7(6) . .
N1 C10 H10A 108.8 . .
C11 C10 H10A 108.8 . .
N1 C10 H10B 108.8 . .
C11 C10 H10B 108.8 . .
H10A C10 H10B 107.7 . .
N1 C9 Au1 174.3(6) . .
C7 C8 Au1 175.7(6) . .
C8 C7 C1 179.0(7) . .
C2 C1 C6 117.4(6) . .
C2 C1 C7 121.4(6) . .
C6 C1 C7 121.2(6) . .
C3 C2 C1 121.8(6) . .
C3 C2 H2 119.1 . .
C1 C2 H2 119.1 . .
C2 C3 C4 120.0(5) . .
C2 C3 H3 120 . .
C4 C3 H3 120 . .
O1 C4 C3 125.2(5) . .
O1 C4 C5 115.8(5) . .
C3 C4 C5 119.1(5) . .
C6 C5 C4 120.3(6) . .
C6 C5 H5 119.9 . .
C4 C5 H5 119.9 . .
C5 C6 C1 121.4(6) . .
C5 C6 H6 119.3 . .
C1 C6 H6 119.3 . .
O1 C15 C16 108.4(6) . .
O1 C15 H15A 110 . .
C16 C15 H15A 110 . .
O1 C15 H15B 110 . .
C16 C15 H15B 110 . .
H15A C15 H15B 108.4 . .
C15 C16 C17 113.3(6) . .
C15 C16 H16A 108.9 . .
C17 C16 H16A 108.9 . .
C15 C16 H16B 108.9 . .
C17 C16 H16B 108.9 . .
H16A C16 H16B 107.7 . .
C18 C17 C16 112.4(7) . .
C18 C17 H17A 109.1 . .
C16 C17 H17A 109.1 . .
C18 C17 H17B 109.1 . .
C16 C17 H17B 109.1 . .
H17A C17 H17B 107.9 . .
C17 C18 C19A 118.4(9) . .
C17 C18 C19 96.3(9) . .
C19A C18 C19 28.9(11) . .
C17 C18 H18A 112.5 . .
C19A C18 H18A 86 . .
C19 C18 H18A 112.5 . .
C17 C18 H18B 112.5 . .
C19A C18 H18B 114.4 . .
C19 C18 H18B 112.5 . .
H18A C18 H18B 110 . .
C17 C18 H18C 108.4 . .
C19A C18 H18C 103.9 . .
C19 C18 H18C 131.3 . .
H18A C18 H18C 19.1 . .
H18B C18 H18C 96.1 . .
C17 C18 H18D 110 . .
C19A C18 H18D 107 . .
C19 C18 H18D 100.7 . .
H18A C18 H18D 121.4 . .
H18B C18 H18D 13 . .
H18C C18 H18D 108.7 . .
C19 C20 C21 110.2(10) . .
C19 C20 H20A 109.6 . .
C21 C20 H20A 109.6 . .
C19 C20 H20B 109.6 . .
C21 C20 H20B 109.6 . .
H20A C20 H20B 108.1 . .
C20 C21 H21A 109.5 . .
C20 C21 H21B 109.5 . .
H21A C21 H21B 109.5 . .
C20 C21 H21C 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
C20 C19 C18 109.7(9) . .
C20 C19 H19A 109.7 . .
C18 C19 H19A 109.7 . .
C20 C19 H19B 109.7 . .
C18 C19 H19B 109.7 . .
H19A C19 H19B 108.2 . .
C18 C19A C20A 109.1(7) . .
C18 C19A H19C 109.9 . .
C20A C19A H19C 109.9 . .
C18 C19A H19D 109.9 . .
C20A C19A H19D 109.9 . .
H19C C19A H19D 108.3 . .
C19A C20A C21A 110.6(7) . .
C19A C20A H20C 109.5 . .
C21A C20A H20C 109.5 . .
C19A C20A H20D 109.5 . .
C21A C20A H20D 109.5 . .
H20C C20A H20D 108.1 . .
C20A C21A H21D 109.5 . .
C20A C21A H21E 109.5 . .
H21D C21A H21E 109.5 . .
C20A C21A H21F 109.5 . .
H21D C21A H21F 109.5 . .
H21E C21A H21F 109.5 . .
C9 N1 C10 178.2(7) . .
C4 O1 C15 117.7(5) . .
C9 Au1 C8 176.8(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
C14 C13 . 1.508(12)
C14 H14A . 0.96
C14 H14B . 0.96
C14 H14C . 0.96
C13 C12 . 1.507(9)
C13 H13A . 0.97
C13 H13B . 0.97
C12 C11 . 1.508(9)
C12 H12A . 0.97
C12 H12B . 0.97
C11 C10 . 1.491(10)
C11 H11A . 0.97
C11 H11B . 0.97
C10 N1 . 1.453(9)
C10 H10A . 0.97
C10 H10B . 0.97
C9 N1 . 1.114(9)
C9 Au1 . 1.979(7)
C8 C7 . 1.196(10)
C8 Au1 . 1.984(8)
C7 C1 . 1.440(9)
C1 C2 . 1.388(9)
C1 C6 . 1.400(8)
C2 C3 . 1.375(9)
C2 H2 . 0.93
C3 C4 . 1.384(8)
C3 H3 . 0.93
C4 O1 . 1.360(7)
C4 C5 . 1.400(8)
C5 C6 . 1.362(8)
C5 H5 . 0.93
C6 H6 . 0.93
C15 O1 . 1.437(7)
C15 C16 . 1.483(10)
C15 H15A . 0.97
C15 H15B . 0.97
C16 C17 . 1.542(10)
C16 H16A . 0.97
C16 H16B . 0.97
C17 C18 . 1.506(12)
C17 H17A . 0.97
C17 H17B . 0.97
C18 C19A . 1.523(8)
C18 C19 . 1.556(10)
C18 H18A . 0.97
C18 H18B . 0.97
C18 H18C . 0.97
C18 H18D . 0.97
C20 C19 . 1.533(10)
C20 C21 . 1.537(10)
C20 H20A . 0.97
C20 H20B . 0.97
C21 H21A . 0.96
C21 H21B . 0.96
C21 H21C . 0.96
C19 H19A . 0.97
C19 H19B . 0.97
C19A C20A . 1.530(9)
C19A H19C . 0.97
C19A H19D . 0.97
C20A C21A . 1.532(8)
C20A H20C . 0.97
C20A H20D . 0.97
C21A H21D . 0.96
C21A H21E . 0.96
C21A H21F . 0.96
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C14 C13 C12 C11 -178.1(6) . . . .
C13 C12 C11 C10 -179.5(6) . . . .
C12 C11 C10 N1 -174.7(6) . . . .
Au1 C8 C7 C1 0E1(6) . . . .
C8 C7 C1 C2 -4E1(5) . . . .
C8 C7 C1 C6 14E1(5) . . . .
C6 C1 C2 C3 -0.6(9) . . . .
C7 C1 C2 C3 178.4(6) . . . .
C1 C2 C3 C4 0.4(9) . . . .
C2 C3 C4 O1 -179.9(5) . . . .
C2 C3 C4 C5 -0.1(8) . . . .
O1 C4 C5 C6 179.7(5) . . . .
C3 C4 C5 C6 0.0(8) . . . .
C4 C5 C6 C1 -0.1(9) . . . .
C2 C1 C6 C5 0.4(8) . . . .
C7 C1 C6 C5 -178.6(6) . . . .
O1 C15 C16 C17 69.2(8) . . . .
C15 C16 C17 C18 176.2(8) . . . .
C16 C17 C18 C19A 173.1(8) . . . .
C16 C17 C18 C19 -167.3(16) . . . .
C21 C20 C19 C18 170(3) . . . .
C17 C18 C19 C20 166(3) . . . .
C19A C18 C19 C20 -51(2) . . . .
C17 C18 C19A C20A 72.4(14) . . . .
C19 C18 C19A C20A 29(2) . . . .
C18 C19A C20A C21A 169.6(14) . . . .
Au1 C9 N1 C10 10E1(2) . . . .
C11 C10 N1 C9 7E1(2) . . . .
C3 C4 O1 C15 5.4(8) . . . .
C5 C4 O1 C15 -174.3(5) . . . .
C16 C15 O1 C4 179.5(5) . . . .
N1 C9 Au1 C8 38(9) . . . .
C7 C8 Au1 C9 1(12) . . . .
