#------------------------------------------------------------------------------
#$Date: 2019-11-08 01:17:58 +0200 (Fri, 08 Nov 2019) $
#$Revision: 224464 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/94/7049453.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_7049453
loop_
_publ_author_name
'Seki, Tomohiro'
'Kashiyama, Kentaro'
'Ito, Hajime'
_publ_section_title
;
 Luminescent mechanochromism of gold N-heterocyclic carbene complexes with
 hypso- and bathochromic spectral shifts.
;
_journal_issue                   21
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7105
_journal_page_last               7109
_journal_paper_doi               10.1039/c9dt00566h
_journal_volume                  48
_journal_year                    2019
_chemical_formula_moiety         'C25 H25 Au N2, 0.5(C H2 Cl2)'
_chemical_formula_sum            'C25.5 H25 Au Cl N2'
_chemical_formula_weight         591.89
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-11-20
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-02-04 deposited with the CCDC.    2019-03-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.537(2)
_cell_length_b                   10.2462(6)
_cell_length_c                   11.5862(10)
_cell_measurement_reflns_used    4866
_cell_measurement_temperature    93
_cell_measurement_theta_max      28.6710
_cell_measurement_theta_min      2.6670
_cell_volume                     2438.0(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.11a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.11a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.11a (Rigaku OD, 2018)'
_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      93
_diffrn_detector                 'PLATUS 200K area detector'
_diffrn_detector_area_resol_mean 5.811
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.877
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -32.00  -7.00   0.50    2.53    --   -7.30  17.00 107.00   50
  2  ω      7.00  80.00   0.50    2.53    --   -7.30  57.00 150.00  146
  3  ω    -96.00 -18.00   0.50    2.53    --   -7.30  57.00 150.00  156
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0045181000
_diffrn_orient_matrix_UB_12      -0.0189233000
_diffrn_orient_matrix_UB_13      -0.0584373000
_diffrn_orient_matrix_UB_21      -0.0341692000
_diffrn_orient_matrix_UB_22      -0.0058084000
_diffrn_orient_matrix_UB_23      -0.0068003000
_diffrn_orient_matrix_UB_31      -0.0017904000
_diffrn_orient_matrix_UB_32      0.0662388000
_diffrn_orient_matrix_UB_33      -0.0173630000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0824
_diffrn_reflns_av_unetI/netI     0.0548
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.877
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            12004
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.877
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.214
_diffrn_reflns_theta_min         1.983
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_exptl_absorpt_coefficient_mu    6.157
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.13621
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.11a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.613
_exptl_crystal_description       plate
_exptl_crystal_F_000             1152
_exptl_crystal_size_max          0.369
_exptl_crystal_size_mid          0.194
_exptl_crystal_size_min          0.072
_refine_diff_density_max         2.393
_refine_diff_density_min         -3.009
_refine_diff_density_rms         0.253
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     198
_refine_ls_number_reflns         3049
_refine_ls_number_restraints     100
_refine_ls_restrained_S_all      1.101
_refine_ls_R_factor_all          0.1040
_refine_ls_R_factor_gt           0.0848
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0914P)²+48.8596P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2233
_refine_ls_wR_factor_ref         0.2402
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2340
_reflns_number_total             3049
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9dt00566h2.cif
_cod_data_source_block           ksy-325-1_twin1_hklf4
_cod_depositor_comments          'Adding full bibliography for 7049453.cif.'
_cod_original_formula_sum        'C25.50 H25 Au Cl N2'
_cod_database_code               7049453
_shelx_shelxl_version_number     2018/1
_chemical_oxdiff_formula         'C H Au N'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.666
_shelx_estimated_absorpt_t_min   0.210
_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. Restrained distances
 C19-C12
 2.42 with sigma of 0.04
 C18-C17
 2.42 with sigma of 0.04
 C12-C16
 2.42 with sigma of 0.04
 C16-C19
 2.42 with sigma of 0.04
 C15-C18
 2.42 with sigma of 0.04
 C17-C15
 2.42 with sigma of 0.04
3. Restrained planarity
 C15, C17, C18, C16, C19, C12
 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
C20 \\sim Cl1 \\sim Cl2: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08
C15 \\sim C16 \\sim C17 \\sim C12 \\sim C18 \\sim C19: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
5. Rigid body (RIGU) restrains
 C20, Cl1, Cl2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C18, C12, C17, C16, C15, C19
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Fixed Sof: C17(0.25) H17(0.25) C16(0.25) H16(0.25) H15(0.25) H15A(0.25)
 C19(0.25) H19(0.25) C18(0.25) H18(0.25) C13(0.5) H13(0.5) C14(0.5) H14(0.5)
 Cl1(0.25) Cl2(0.25) C20(0.25) H20A(0.25) H20B(0.25)
7.a Free rotating group:
 Cl1(Cl2,C20)
7.b Ternary CH refined with riding coordinates:
 C7(H7)
7.c Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B)
7.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C17(H17), C16(H16), C15(H15), C15(H15A), C19(H19),
 C18(H18), C13(H13), C14(H14)
7.e Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C8(H8A,H8B,H8C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.129
_oxdiff_exptl_absorpt_empirical_full_min 0.387
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
_twin_special_details
;
Component 2 rotated by -179.8861° 
 around [1.00 -0.04 -0.01] (reciprocal) or [0.99 -0.17 -0.04] (direct)
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.67251(4) 0.750000 0.55019(7) 0.0520(3) Uani 1 2 d S T P . .
N1 N 0.7564(6) 0.6440(11) 0.3623(10) 0.057(3) Uani 1 1 d . . . . .
C4 C 0.8760(6) 0.6814(13) 0.1150(13) 0.054(3) Uani 1 1 d . . . . .
C10 C 0.6127(11) 0.750000 0.6822(18) 0.056(5) Uani 1 2 d S T P . .
C3 C 0.8390(6) 0.6108(13) 0.1960(14) 0.056(4) Uani 1 1 d . . . . .
H3 H 0.840073 0.518162 0.197778 0.067 Uiso 1 1 calc R . . . .
C2 C 0.8013(7) 0.6803(12) 0.2725(12) 0.051(3) Uani 1 1 d . . . . .
C11 C 0.5741(12) 0.750000 0.7605(18) 0.060(5) Uani 1 2 d S T P A .
C5 C 0.9170(7) 0.6145(16) 0.0366(16) 0.072(5) Uani 1 1 d . . . . .
H5 H 0.918472 0.521843 0.037181 0.086 Uiso 1 1 calc R . . . .
C6 C 0.9540(8) 0.6820(19) -0.0391(19) 0.090(6) Uani 1 1 d . . . . .
H6 H 0.980391 0.636231 -0.092947 0.108 Uiso 1 1 calc R . . . .
C12 C 0.5236(15) 0.750000 0.847(2) 0.086(7) Uani 1 2 d DS TU P . .
C17 C 0.451(3) 0.799(4) 0.814(4) 0.108(14) Uani 0.25 1 d D U . A -2
H17 H 0.443972 0.826551 0.736542 0.130 Uiso 0.25 1 calc R . . A -2
C16 C 0.409(2) 0.802(4) 0.876(6) 0.126(15) Uani 0.25 1 d D U . A -2
H16 H 0.366887 0.830499 0.854579 0.151 Uiso 0.25 1 calc R . . A -2
C15 C 0.4271(19) 0.750000 1.011(3) 0.125(11) Uani 1 2 d DS TU P . .
H15 H 0.392954 0.750829 1.066407 0.150 Uiso 0.25 1 calc R . . A -2
H15A H 0.397468 0.750002 1.074068 0.150 Uiso 0.5 2 calc RS T P A 1
C19 C 0.470(3) 0.719(3) 1.037(4) 0.115(14) Uani 0.25 1 d D U . A -2
H19 H 0.475666 0.692071 1.114975 0.137 Uiso 0.25 1 calc R . . A -2
C18 C 0.534(2) 0.714(3) 0.947(4) 0.095(13) Uani 0.25 1 d D U . A -2
H18 H 0.575291 0.684144 0.971539 0.114 Uiso 0.25 1 calc R . . A -2
C1 C 0.7331(10) 0.750000 0.4139(16) 0.045(4) Uani 1 2 d S T P . .
C7 C 0.7396(11) 0.5103(15) 0.3965(18) 0.090(7) Uani 1 1 d . . . . .
H7 H 0.705549 0.518375 0.457712 0.108 Uiso 1 1 calc R . . . .
C9 C 0.7986(15) 0.445(2) 0.454(2) 0.119(10) Uani 1 1 d . . . . .
H9A H 0.830935 0.422664 0.395475 0.179 Uiso 1 1 calc GR . . . .
H9B H 0.784481 0.365939 0.494379 0.179 Uiso 1 1 calc GR . . . .
H9C H 0.817959 0.505855 0.510091 0.179 Uiso 1 1 calc GR . . . .
C8 C 0.7070(12) 0.435(2) 0.294(2) 0.116(9) Uani 1 1 d . . . . .
H8A H 0.691221 0.498326 0.236780 0.173 Uiso 1 1 calc GR . . . .
H8B H 0.670240 0.383957 0.323183 0.173 Uiso 1 1 calc GR . . . .
H8C H 0.738912 0.377198 0.258177 0.173 Uiso 1 1 calc GR . . . .
C13 C 0.5022(19) 0.636(3) 0.881(3) 0.082(11) Uani 0.5 1 d . . . A 1
H13 H 0.520558 0.556974 0.851841 0.098 Uiso 0.5 1 calc R . . A 1
C14 C 0.451(2) 0.634(5) 0.961(4) 0.105(16) Uani 0.5 1 d . . . A 1
H14 H 0.431599 0.553107 0.981644 0.127 Uiso 0.5 1 calc R . . A 1
Cl1 Cl 0.6170(11) 0.807(2) 0.184(2) 0.116(8) Uani 0.25 1 d . U . B -1
Cl2 Cl 0.5409(10) 0.578(2) 0.253(3) 0.174(15) Uani 0.25 1 d G U . B -1
C20 C 0.549(2) 0.748(3) 0.262(6) 0.16(2) Uani 0.25 1 d G U . B -1
H20A H 0.553882 0.773421 0.343901 0.188 Uiso 0.25 1 calc R . . B -1
H20B H 0.509354 0.790018 0.231566 0.188 Uiso 0.25 1 calc R . . B -1
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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
C10 Au1 C1 179.5(8) . .
C2 N1 C7 125.9(12) . .
C1 N1 C2 110.2(12) . .
C1 N1 C7 123.9(13) . .
C4 C4 C3 120.9(8) 7_575 .
C4 C4 C5 119.0(9) 7_575 .
C3 C4 C5 120.0(13) . .
C11 C10 Au1 177.6(19) . .
C2 C3 C4 117.9(12) . .
C3 C2 N1 133.8(12) . .
C3 C2 C2 121.2(8) . 7_575
C2 C2 N1 105.0(7) 7_575 .
C10 C11 C12 175(2) . .
C6 C5 C4 120.2(16) . .
C5 C6 C6 120.8(11) . 7_575
C11 C12 C17 119(3) . .
C18 C12 C11 122(3) . .
C18 C12 C17 118(3) . .
C13 C12 C11 116.5(18) 7_575 .
C13 C12 C11 116.5(18) . .
C13 C12 C13 127(4) 7_575 .
C16 C17 C12 124(5) . .
C17 C16 C15 115(4) . .
C19 C15 C16 125(4) . .
C19 C15 C14 95(3) . 7_575
C14 C15 C14 115(4) . 7_575
C15 C19 C18 121(4) . .
C12 C18 C19 116(4) . .
N1 C1 Au1 125.2(9) . .
N1 C1 Au1 125.2(9) 7_575 .
N1 C1 N1 109.6(17) . 7_575
N1 C7 C9 109.7(17) . .
N1 C7 C8 110.7(17) . .
C9 C7 C8 117.2(17) . .
C12 C13 C14 117(3) . .
C13 C14 C15 122(4) . .
Cl2 C20 Cl1 112.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Au1 C10 1.96(2) .
Au1 C1 2.01(2) .
N1 C2 1.439(18) .
N1 C1 1.329(16) .
N1 C7 1.467(19) .
C4 C4 1.41(3) 7_575
C4 C3 1.41(2) .
C4 C5 1.42(2) .
C10 C11 1.20(3) .
C3 C2 1.38(2) .
C2 C2 1.43(2) 7_575
C11 C12 1.45(3) .
C5 C6 1.35(2) .
C6 C6 1.39(4) 7_575
C12 C17 1.61(6) .
C12 C18 1.23(5) .
C12 C13 1.31(4) .
C12 C13 1.31(4) 7_575
C17 C16 1.13(7) .
C16 C15 1.69(7) .
C15 C19 0.99(7) .
C15 C14 1.41(5) .
C15 C14 1.41(5) 7_575
C19 C18 1.67(6) .
C7 C9 1.54(3) .
C7 C8 1.56(3) .
C13 C14 1.41(5) .
Cl1 C20 1.7606 .
Cl2 C20 1.7602 .
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.8286 11612 474 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000 0.0000
1.0000
2 0.1714 11011 474 nmt 0.9984 -0.3336 -0.0864 -0.0832 -0.9881 0.0058 -0.0267
0.0021 -1.0272
