# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_msm-178_-75deg
_database_code_depnum_ccdc_archive 'CCDC 1884306'
loop_
_audit_author_name
_audit_author_address
'Takaki Mashimo'
;Hokkaido University
Japan
;
_audit_update_record             
;
2018-12-11 deposited with the CCDC.	2019-03-06 downloaded from the CCDC.
;
_audit_creation_date             2018-08-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        1_-75C
_chemical_formula_moiety         'C27 H19 Au Cl N'
_chemical_formula_sum            'C27 H19 Au Cl N'
_chemical_formula_weight         589.85
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.5535(3)
_cell_length_b                   11.5464(3)
_cell_length_c                   17.0207(4)
_cell_angle_alpha                90
_cell_angle_beta                 107.922(3)
_cell_angle_gamma                90
_cell_volume                     2160.41(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11744
_cell_measurement_temperature    198
_cell_measurement_theta_max      28.8760
_cell_measurement_theta_min      3.0580
_shelx_estimated_absorpt_T_max   0.723
_shelx_estimated_absorpt_T_min   0.230
_exptl_absorpt_coefficient_mu    6.947
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45137
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.813
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0463
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.887
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            21065
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.887
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.866
_diffrn_reflns_theta_min         2.587
_diffrn_ambient_temperature      198
_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 0.887
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -19.00   6.00   0.50    0.52    --    5.00  45.00 -14.00   50
  2  ω    -32.00  -7.00   0.50    0.52    --   -7.30  45.00 -14.00   50
  3  ω    -13.00  82.00   0.50    0.52    --   -7.30   0.00-120.00  190
  4  ω    -97.00  81.00   0.50    0.52    --   -7.30  43.00 -90.00  356
  5  ω    -71.00 -45.00   0.50    0.52    --   -7.30   0.00-120.00   52
;
_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      0.0634245000
_diffrn_orient_matrix_UB_12      0.0108300000
_diffrn_orient_matrix_UB_13      0.0113971000
_diffrn_orient_matrix_UB_21      -0.0100303000
_diffrn_orient_matrix_UB_22      0.0422523000
_diffrn_orient_matrix_UB_23      -0.0316854000
_diffrn_orient_matrix_UB_31      -0.0061796000
_diffrn_orient_matrix_UB_32      0.0432595000
_diffrn_orient_matrix_UB_33      0.0280053000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4404
_reflns_number_total             5040
_reflns_odcompleteness_completeness 99.29
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (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)'
_refine_diff_density_max         0.921
_refine_diff_density_min         -0.749
_refine_diff_density_rms         0.099
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.903
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         5040
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0313
_refine_ls_R_factor_gt           0.0249
_refine_ls_restrained_S_all      0.903
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0510P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0661
_refine_ls_wR_factor_ref         0.0693
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C009(H009), C00A(H00A), C00B(H00B), C00C(H00C), C00E(H00E), C00F(H00F),
 C00G(H00G), C00H(H00H), C00I(H00I), C00J(H00J), C00L(H00L), C00M(H00M),
 C00N(H00N), C00O(H00O), C00P(H00P), C00R(H00R), C00S(H00S), C00T(H00T),
 C00U(H00U)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Au00 Au 0.45655(2) 0.27647(2) 0.50164(2) 0.03130(6) Uani 1 1 d . . . . .
Cl00 Cl 0.12223(9) 0.09426(9) -0.02861(5) 0.0564(2) Uani 1 1 d . . . . .
N003 N 0.3041(3) 0.2069(2) 0.32313(18) 0.0391(6) Uani 1 1 d . . . . .
C004 C 0.7970(3) 0.3620(2) 0.69474(17) 0.0297(6) Uani 1 1 d . . . . .
C005 C 0.2547(3) 0.1823(3) 0.23863(18) 0.0315(6) Uani 1 1 d . . . . .
C006 C 0.6969(3) 0.3055(2) 0.62799(17) 0.0278(6) Uani 1 1 d . . . . .
C007 C 0.5782(3) 0.3346(2) 0.60856(16) 0.0280(6) Uani 1 1 d . . . . .
C008 C 0.7397(3) 0.2181(2) 0.57813(19) 0.0296(7) Uani 1 1 d . . . . .
C009 C 0.2034(3) 0.0745(3) 0.21539(18) 0.0364(7) Uani 1 1 d . . . . .
H009 H 0.198004 0.019454 0.255593 0.044 Uiso 1 1 calc R . . . .
C00A C 0.8818(3) 0.2965(3) 0.7530(2) 0.0396(7) Uani 1 1 d . . . . .
H00A H 0.875068 0.214446 0.751467 0.047 Uiso 1 1 calc R . . . .
C00B C 0.4540(3) 0.5881(3) 0.7498(2) 0.0424(8) Uani 1 1 d . . . . .
H00B H 0.428410 0.645528 0.780892 0.051 Uiso 1 1 calc R . . . .
C00C C 0.2181(3) 0.2387(3) 0.0989(2) 0.0386(7) Uani 1 1 d . . . . .
H00C H 0.221357 0.294474 0.058611 0.046 Uiso 1 1 calc R . . . .
C00D C 0.3525(3) 0.2300(3) 0.3903(2) 0.0380(8) Uani 1 1 d . . . . .
C00E C 0.5221(3) 0.4955(3) 0.78861(19) 0.0381(7) Uani 1 1 d . . . . .
H00E H 0.540931 0.487542 0.846749 0.046 Uiso 1 1 calc R . . . .
C00F C 0.8701(3) 0.1687(3) 0.4966(2) 0.0455(8) Uani 1 1 d . . . . .
H00F H 0.935119 0.189012 0.476082 0.055 Uiso 1 1 calc R . . . .
C00G C 0.5642(3) 0.4130(3) 0.74448(18) 0.0328(6) Uani 1 1 d . . . . .
H00G H 0.613382 0.350892 0.772920 0.039 Uiso 1 1 calc R . . . .
C00H C 0.8112(3) 0.4811(3) 0.6970(2) 0.0366(7) Uani 1 1 d . . . . .
H00H H 0.754662 0.527888 0.657324 0.044 Uiso 1 1 calc R . . . .
C00I C 0.8352(3) 0.2442(3) 0.5478(2) 0.0394(8) Uani 1 1 d . . . . .
H00I H 0.877375 0.315505 0.562579 0.047 Uiso 1 1 calc R . . . .
C00J C 0.2620(3) 0.2643(3) 0.1818(2) 0.0384(8) Uani 1 1 d . . . . .
H00J H 0.297017 0.337946 0.199538 0.046 Uiso 1 1 calc R . . . .
C00K C 0.1692(3) 0.1298(3) 0.07538(18) 0.0354(7) Uani 1 1 d . . . . .
C00L C 0.4226(3) 0.5969(3) 0.6640(2) 0.0416(8) Uani 1 1 d . . . . .
H00L H 0.375122 0.660424 0.636174 0.050 Uiso 1 1 calc R . . . .
C00M C 0.9767(3) 0.3487(4) 0.8138(2) 0.0509(9) Uani 1 1 d . . . . .
H00M H 1.032789 0.302625 0.854228 0.061 Uiso 1 1 calc R . . . .
C00N C 0.6843(3) 0.1097(2) 0.55835(17) 0.0305(6) Uani 1 1 d . . . . .
H00N H 0.621101 0.087944 0.580207 0.037 Uiso 1 1 calc R . . . .
C00O C 0.7201(3) 0.0339(3) 0.50757(17) 0.0382(7) Uani 1 1 d . . . . .
H00O H 0.681502 -0.039403 0.494956 0.046 Uiso 1 1 calc R . . . .
C00P C 0.8119(3) 0.0639(3) 0.47487(19) 0.0429(8) Uani 1 1 d . . . . .
H00P H 0.834373 0.013122 0.438099 0.051 Uiso 1 1 calc R . . . .
C00Q C 0.5347(3) 0.4207(2) 0.65846(17) 0.0296(6) Uani 1 1 d . . . . .
C00R C 0.1602(3) 0.0492(3) 0.13235(19) 0.0395(7) Uani 1 1 d . . . . .
H00R H 0.124318 -0.024124 0.114595 0.047 Uiso 1 1 calc R . . . .
C00S C 0.9076(3) 0.5332(3) 0.7569(2) 0.0482(8) Uani 1 1 d . . . . .
H00S H 0.916716 0.614958 0.757456 0.058 Uiso 1 1 calc R . . . .
C00T C 0.4609(3) 0.5128(2) 0.61952(18) 0.0335(6) Uani 1 1 d . . . . .
H00T H 0.436394 0.517896 0.560989 0.040 Uiso 1 1 calc R . . . .
C00U C 0.9890(3) 0.4673(4) 0.8150(2) 0.0555(10) Uani 1 1 d . . . . .
H00U H 1.053986 0.503328 0.856052 0.067 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au00 C007 2.041(3) . ?
Au00 C00D 1.981(4) . ?
Cl00 C00K 1.733(3) . ?
N003 C005 1.404(4) . ?
N003 C00D 1.138(4) . ?
C004 C006 1.499(4) . ?
C004 C00A 1.385(4) . ?
C004 C00H 1.385(4) . ?
C005 C009 1.382(4) . ?
C005 C00J 1.375(5) . ?
C006 C007 1.350(4) . ?
C006 C008 1.497(4) . ?
C007 C00Q 1.492(4) . ?
C008 C00I 1.388(5) . ?
C008 C00N 1.399(4) . ?
C009 H009 0.9500 . ?
C009 C00R 1.378(4) . ?
C00A H00A 0.9500 . ?
C00A C00M 1.392(5) . ?
C00B H00B 0.9500 . ?
C00B C00E 1.371(5) . ?
C00B C00L 1.396(5) . ?
C00C H00C 0.9500 . ?
C00C C00J 1.377(5) . ?
C00C C00K 1.386(4) . ?
C00E H00E 0.9500 . ?
C00E C00G 1.390(4) . ?
C00F H00F 0.9500 . ?
C00F C00I 1.378(5) . ?
C00F C00P 1.378(5) . ?
C00G H00G 0.9500 . ?
C00G C00Q 1.400(4) . ?
C00H H00H 0.9500 . ?
C00H C00S 1.394(4) . ?
C00I H00I 0.9500 . ?
C00J H00J 0.9500 . ?
C00K C00R 1.371(4) . ?
C00L H00L 0.9500 . ?
C00L C00T 1.385(4) . ?
C00M H00M 0.9500 . ?
C00M C00U 1.377(6) . ?
C00N H00N 0.9500 . ?
C00N C00O 1.380(4) . ?
C00O H00O 0.9500 . ?
C00O C00P 1.385(5) . ?
C00P H00P 0.9500 . ?
C00Q C00T 1.396(4) . ?
C00R H00R 0.9500 . ?
C00S H00S 0.9500 . ?
C00S C00U 1.366(6) . ?
C00T H00T 0.9500 . ?
C00U H00U 0.9500 . ?

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
_geom_angle_publ_flag
C00D Au00 C007 172.38(13) . . ?
C00D N003 C005 174.4(4) . . ?
C00A C004 C006 121.1(3) . . ?
C00H C004 C006 120.7(3) . . ?
C00H C004 C00A 118.1(3) . . ?
C009 C005 N003 118.6(3) . . ?
C00J C005 N003 119.2(3) . . ?
C00J C005 C009 122.2(3) . . ?
C007 C006 C004 124.5(3) . . ?
C007 C006 C008 121.1(3) . . ?
C008 C006 C004 114.2(3) . . ?
C006 C007 Au00 120.3(2) . . ?
C006 C007 C00Q 121.4(3) . . ?
C00Q C007 Au00 117.8(2) . . ?
C00I C008 C006 120.3(3) . . ?
C00I C008 C00N 117.5(3) . . ?
C00N C008 C006 122.2(3) . . ?
C005 C009 H009 120.9 . . ?
C00R C009 C005 118.2(3) . . ?
C00R C009 H009 120.9 . . ?
C004 C00A H00A 119.4 . . ?
C004 C00A C00M 121.2(3) . . ?
C00M C00A H00A 119.4 . . ?
C00E C00B H00B 120.4 . . ?
C00E C00B C00L 119.1(3) . . ?
C00L C00B H00B 120.4 . . ?
C00J C00C H00C 120.7 . . ?
C00J C00C C00K 118.7(3) . . ?
C00K C00C H00C 120.7 . . ?
N003 C00D Au00 171.8(3) . . ?
C00B C00E H00E 119.4 . . ?
C00B C00E C00G 121.2(3) . . ?
C00G C00E H00E 119.4 . . ?
C00I C00F H00F 119.6 . . ?
C00P C00F H00F 119.6 . . ?
C00P C00F C00I 120.8(3) . . ?
C00E C00G H00G 119.7 . . ?
C00E C00G C00Q 120.6(3) . . ?
C00Q C00G H00G 119.7 . . ?
C004 C00H H00H 119.7 . . ?
C004 C00H C00S 120.6(3) . . ?
C00S C00H H00H 119.7 . . ?
C008 C00I H00I 119.4 . . ?
C00F C00I C008 121.2(3) . . ?
C00F C00I H00I 119.4 . . ?
C005 C00J C00C 119.3(3) . . ?
C005 C00J H00J 120.3 . . ?
C00C C00J H00J 120.3 . . ?
C00C C00K Cl00 118.8(2) . . ?
C00R C00K Cl00 119.6(2) . . ?
C00R C00K C00C 121.6(3) . . ?
C00B C00L H00L 120.1 . . ?
C00T C00L C00B 119.8(3) . . ?
C00T C00L H00L 120.1 . . ?
C00A C00M H00M 120.1 . . ?
C00U C00M C00A 119.7(3) . . ?
C00U C00M H00M 120.1 . . ?
C008 C00N H00N 119.5 . . ?
C00O C00N C008 121.0(3) . . ?
C00O C00N H00N 119.5 . . ?
C00N C00O H00O 119.8 . . ?
C00N C00O C00P 120.5(3) . . ?
C00P C00O H00O 119.8 . . ?
C00F C00P C00O 118.8(3) . . ?
C00F C00P H00P 120.6 . . ?
C00O C00P H00P 120.6 . . ?
C00G C00Q C007 122.5(3) . . ?
C00G C00Q C00T 117.5(3) . . ?
C00T C00Q C007 120.0(3) . . ?
C009 C00R H00R 120.0 . . ?
C00K C00R C009 120.0(3) . . ?
C00K C00R H00R 120.0 . . ?
C00H C00S H00S 119.8 . . ?
C00U C00S C00H 120.4(4) . . ?
C00U C00S H00S 119.8 . . ?
C00L C00T C00Q 121.7(3) . . ?
C00L C00T H00T 119.1 . . ?
C00Q C00T H00T 119.1 . . ?
C00M C00U H00U 120.1 . . ?
C00S C00U C00M 119.9(3) . . ?
C00S C00U H00U 120.1 . . ?

_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 1.588
_oxdiff_exptl_absorpt_empirical_full_min 0.731
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_msm-178_-150deg
_database_code_depnum_ccdc_archive 'CCDC 1884309'
loop_
_audit_author_name
_audit_author_address
'Takaki Mashimo'
;Hokkaido University
Japan
;
_audit_update_record             
;
2018-12-11 deposited with the CCDC.	2019-03-06 downloaded from the CCDC.
;
_audit_creation_date             2018-08-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        1_-150C
_chemical_formula_moiety         'C27 H19 Au Cl N'
_chemical_formula_sum            'C27 H19 Au Cl N'
_chemical_formula_weight         589.85
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.4311(3)
_cell_length_b                   11.5318(3)
_cell_length_c                   16.9629(4)
_cell_angle_alpha                90
_cell_angle_beta                 107.683(3)
_cell_angle_gamma                90
_cell_volume                     2130.44(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13618
_cell_measurement_temperature    123
_cell_measurement_theta_max      29.0440
_cell_measurement_theta_min      3.0670
_shelx_estimated_absorpt_T_max   0.720
_shelx_estimated_absorpt_T_min   0.226
_exptl_absorpt_coefficient_mu    7.045
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43105
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.839
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.868
_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       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            20687
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.868
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.073
_diffrn_reflns_theta_min         3.078
_diffrn_ambient_temperature      123
_diffrn_detector                 'PLATUS 200K area detector'
_diffrn_detector_area_resol_mean 5.811
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.868
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -19.00   6.00   0.50    0.50    --    5.00  45.00 -16.00   50
  2  ω    -32.00  -7.00   0.50    0.50    --   -7.30  45.00 -16.00   50
  3  ω     -7.00  82.00   0.50    0.50    --   -7.30  14.00  60.00  178
  4  ω    -97.00  -3.00   0.50    0.50    --   -7.30  29.00 -90.00  188
  5  ω      9.00  63.00   0.50    0.50    --   -7.30  29.00 -90.00  108
  6  ω    -89.00 -26.00   0.50    0.50    --   -7.30  14.00  60.00  126
;
_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      0.0636711000
_diffrn_orient_matrix_UB_12      0.0129513000
_diffrn_orient_matrix_UB_13      0.0125344000
_diffrn_orient_matrix_UB_21      -0.0101495000
_diffrn_orient_matrix_UB_22      0.0419349000
_diffrn_orient_matrix_UB_23      -0.0320189000
_diffrn_orient_matrix_UB_31      -0.0092806000
_diffrn_orient_matrix_UB_32      0.0430574000
_diffrn_orient_matrix_UB_33      0.0272974000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4546
_reflns_number_total             4950
_reflns_odcompleteness_completeness 99.09
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (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)'
_refine_diff_density_max         1.031
_refine_diff_density_min         -0.770
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.919
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4950
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0223
_refine_ls_R_factor_gt           0.0189
_refine_ls_restrained_S_all      0.919
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0244P)²+2.0545P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0441
_refine_ls_wR_factor_ref         0.0451
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C005(H005), C006(H006), C008(H008), C00C(H00C), C00F(H00F), C00G(H00G),
 C00H(H00H), C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M),
 C00N(H00N), C00O(H00O), C00P(H00P), C00R(H00R), C00S(H00S), C00T(H00T),
 C00U(H00U)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Au00 Au 0.45451(2) 0.27738(2) 0.50123(2) 0.01783(4) Uani 1 1 d . . . . .
Cl3 Cl 0.12184(7) 0.09173(6) -0.03027(4) 0.03367(16) Uani 1 1 d . . . . .
C003 C 0.5762(2) 0.3354(2) 0.60861(14) 0.0176(5) Uani 1 1 d . . . . .
N004 N 0.3029(2) 0.20828(18) 0.32172(13) 0.0229(5) Uani 1 1 d . . . . .
C005 C 0.4531(2) 0.5922(2) 0.74937(16) 0.0250(5) Uani 1 1 d . . . . .
H005 H 0.427617 0.650359 0.780288 0.030 Uiso 1 1 calc R . . . .
C006 C 0.5628(2) 0.4151(2) 0.74461(14) 0.0201(5) Uani 1 1 d . . . . .
H006 H 0.611466 0.352413 0.773129 0.024 Uiso 1 1 calc R . . . .
C007 C 0.5335(2) 0.4222(2) 0.65854(14) 0.0166(5) Uani 1 1 d . . . . .
C008 C 0.5215(2) 0.4986(2) 0.78899(15) 0.0232(5) Uani 1 1 d . . . . .
H008 H 0.540625 0.491220 0.847309 0.028 Uiso 1 1 calc R . . . .
C009 C 0.3506(2) 0.2309(2) 0.38959(17) 0.0230(5) Uani 1 1 d . . . . .
C00A C 0.6959(2) 0.3052(2) 0.62806(14) 0.0171(5) Uani 1 1 d . . . . .
C00B C 0.7976(2) 0.3611(2) 0.69489(14) 0.0179(5) Uani 1 1 d . . . . .
C00C C 0.4593(2) 0.5148(2) 0.61886(15) 0.0203(5) Uani 1 1 d . . . . .
H00C H 0.434084 0.519149 0.560168 0.024 Uiso 1 1 calc R . . . .
C00D C 0.2537(2) 0.1827(2) 0.23723(14) 0.0195(5) Uani 1 1 d . . . . .
C00E C 0.7396(2) 0.21726(19) 0.57844(14) 0.0179(5) Uani 1 1 d . . . . .
C00F C 0.4221(2) 0.6003(2) 0.66363(16) 0.0247(5) Uani 1 1 d . . . . .
H00F H 0.375415 0.664439 0.635704 0.030 Uiso 1 1 calc R . . . .
C00G C 0.2055(2) 0.0731(2) 0.21437(15) 0.0211(5) Uani 1 1 d . . . . .
H00G H 0.202410 0.017595 0.255091 0.025 Uiso 1 1 calc R . . . .
C00H C 0.2151(2) 0.2383(2) 0.09644(16) 0.0230(5) Uani 1 1 d . . . . .
H00H H 0.217163 0.293955 0.055599 0.028 Uiso 1 1 calc R . . . .
C00I C 0.8831(2) 0.2946(2) 0.75307(16) 0.0235(5) Uani 1 1 d . . . . .
H00I H 0.875787 0.212497 0.751469 0.028 Uiso 1 1 calc R . . . .
C00J C 0.1621(2) 0.0462(2) 0.13148(15) 0.0231(5) Uani 1 1 d . . . . .
H00J H 0.128212 -0.028105 0.114160 0.028 Uiso 1 1 calc R . . . .
C00K C 0.2588(2) 0.2656(2) 0.17993(17) 0.0230(5) Uani 1 1 d . . . . .
H00K H 0.291744 0.340319 0.197292 0.028 Uiso 1 1 calc R . . . .
C00L C 0.8720(2) 0.1681(2) 0.49598(16) 0.0274(5) Uani 1 1 d . . . . .
H00L H 0.937203 0.188518 0.474835 0.033 Uiso 1 1 calc R . . . .
C00M C 0.8127(2) 0.4811(2) 0.69780(16) 0.0222(5) Uani 1 1 d . . . . .
H00M H 0.756099 0.528216 0.658148 0.027 Uiso 1 1 calc R . . . .
C00N C 0.7189(2) 0.0334(2) 0.50661(15) 0.0226(5) Uani 1 1 d . . . . .
H00N H 0.679501 -0.039724 0.493570 0.027 Uiso 1 1 calc R . . . .
C00O C 0.8377(2) 0.2435(2) 0.54830(16) 0.0234(5) Uani 1 1 d . . . . .
H00O H 0.881363 0.314098 0.564061 0.028 Uiso 1 1 calc R . . . .
C00P C 0.8121(2) 0.0632(2) 0.47407(15) 0.0259(5) Uani 1 1 d . . . . .
H00P H 0.834789 0.012263 0.437165 0.031 Uiso 1 1 calc R . . . .
C C 0.1685(2) 0.1284(2) 0.07384(14) 0.0212(5) Uani 1 1 d . . . . .
C00R C 0.6824(2) 0.1092(2) 0.55800(14) 0.0198(5) Uani 1 1 d . . . . .
H00R H 0.617936 0.087748 0.579589 0.024 Uiso 1 1 calc R . . . .
C00S C 0.9793(2) 0.3464(3) 0.81358(15) 0.0305(6) Uani 1 1 d . . . . .
H00S H 1.036398 0.299875 0.853377 0.037 Uiso 1 1 calc R . . . .
C00T C 0.9093(2) 0.5328(2) 0.75780(17) 0.0300(6) Uani 1 1 d . . . . .
H00T H 0.918581 0.614682 0.758776 0.036 Uiso 1 1 calc R . . . .
C00U C 0.9917(2) 0.4656(3) 0.81580(17) 0.0336(7) Uani 1 1 d . . . . .
H00U H 1.057032 0.501170 0.857337 0.040 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au00 C003 2.040(2) . ?
Au00 C009 1.979(3) . ?
Cl3 C 1.735(2) . ?
C003 C007 1.486(3) . ?
C003 C00A 1.352(3) . ?
N004 C009 1.144(3) . ?
N004 C00D 1.403(3) . ?
C005 H005 0.9500 . ?
C005 C008 1.382(4) . ?
C005 C00F 1.392(4) . ?
C006 H006 0.9500 . ?
C006 C007 1.398(3) . ?
C006 C008 1.390(3) . ?
C007 C00C 1.402(3) . ?
C008 H008 0.9500 . ?
C00A C00B 1.500(3) . ?
C00A C00E 1.497(3) . ?
C00B C00I 1.390(3) . ?
C00B C00M 1.394(3) . ?
C00C H00C 0.9500 . ?
C00C C00F 1.388(4) . ?
C00D C00G 1.387(4) . ?
C00D C00K 1.378(4) . ?
C00E C00O 1.400(4) . ?
C00E C00R 1.401(3) . ?
C00F H00F 0.9500 . ?
C00G H00G 0.9500 . ?
C00G C00J 1.377(3) . ?
C00H H00H 0.9500 . ?
C00H C00K 1.387(4) . ?
C00H C 1.383(4) . ?
C00I H00I 0.9500 . ?
C00I C00S 1.391(4) . ?
C00J H00J 0.9500 . ?
C00J C 1.379(4) . ?
C00K H00K 0.9500 . ?
C00L H00L 0.9500 . ?
C00L C00O 1.381(4) . ?
C00L C00P 1.384(4) . ?
C00M H00M 0.9500 . ?
C00M C00T 1.389(4) . ?
C00N H00N 0.9500 . ?
C00N C00P 1.385(4) . ?
C00N C00R 1.385(3) . ?
C00O H00O 0.9500 . ?
C00P H00P 0.9500 . ?
C00R H00R 0.9500 . ?
C00S H00S 0.9500 . ?
C00S C00U 1.381(4) . ?
C00T H00T 0.9500 . ?
C00T C00U 1.375(4) . ?
C00U H00U 0.9500 . ?

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
_geom_angle_publ_flag
C009 Au00 C003 172.44(10) . . ?
C007 C003 Au00 118.44(16) . . ?
C00A C003 Au00 119.92(17) . . ?
C00A C003 C007 121.2(2) . . ?
C009 N004 C00D 175.2(3) . . ?
C008 C005 H005 120.4 . . ?
C008 C005 C00F 119.2(2) . . ?
C00F C005 H005 120.4 . . ?
C007 C006 H006 119.6 . . ?
C008 C006 H006 119.6 . . ?
C008 C006 C007 120.8(2) . . ?
C006 C007 C003 122.7(2) . . ?
C006 C007 C00C 117.6(2) . . ?
C00C C007 C003 119.7(2) . . ?
C005 C008 C006 120.9(2) . . ?
C005 C008 H008 119.6 . . ?
C006 C008 H008 119.6 . . ?
N004 C009 Au00 171.3(2) . . ?
C003 C00A C00B 124.6(2) . . ?
C003 C00A C00E 121.5(2) . . ?
C00E C00A C00B 113.7(2) . . ?
C00I C00B C00A 121.1(2) . . ?
C00I C00B C00M 118.0(2) . . ?
C00M C00B C00A 120.8(2) . . ?
C007 C00C H00C 119.3 . . ?
C00F C00C C007 121.3(2) . . ?
C00F C00C H00C 119.3 . . ?
C00G C00D N004 118.7(2) . . ?
C00K C00D N004 119.0(2) . . ?
C00K C00D C00G 122.3(2) . . ?
C00O C00E C00A 120.0(2) . . ?
C00R C00E C00A 122.1(2) . . ?
C00R C00E C00O 117.9(2) . . ?
C005 C00F H00F 120.0 . . ?
C00C C00F C005 120.1(2) . . ?
C00C C00F H00F 120.0 . . ?
C00D C00G H00G 120.7 . . ?
C00J C00G C00D 118.7(2) . . ?
C00J C00G H00G 120.7 . . ?
C00K C00H H00H 120.6 . . ?
C C00H H00H 120.6 . . ?
C C00H C00K 118.7(2) . . ?
C00B C00I H00I 119.5 . . ?
C00B C00I C00S 121.0(2) . . ?
C00S C00I H00I 119.5 . . ?
C00G C00J H00J 120.3 . . ?
C00G C00J C 119.3(2) . . ?
C C00J H00J 120.3 . . ?
C00D C00K C00H 118.9(2) . . ?
C00D C00K H00K 120.6 . . ?
C00H C00K H00K 120.6 . . ?
C00O C00L H00L 119.7 . . ?
C00O C00L C00P 120.6(3) . . ?
C00P C00L H00L 119.7 . . ?
C00B C00M H00M 119.5 . . ?
C00T C00M C00B 121.0(2) . . ?
C00T C00M H00M 119.5 . . ?
C00P C00N H00N 119.7 . . ?
C00R C00N H00N 119.7 . . ?
C00R C00N C00P 120.6(2) . . ?
C00E C00O H00O 119.5 . . ?
C00L C00O C00E 120.9(2) . . ?
C00L C00O H00O 119.5 . . ?
C00L C00P C00N 119.2(2) . . ?
C00L C00P H00P 120.4 . . ?
C00N C00P H00P 120.4 . . ?
C00H C Cl3 118.6(2) . . ?
C00J C Cl3 119.22(19) . . ?
C00J C C00H 122.1(2) . . ?
C00E C00R H00R 119.7 . . ?
C00N C00R C00E 120.7(2) . . ?
C00N C00R H00R 119.7 . . ?
C00I C00S H00S 120.0 . . ?
C00U C00S C00I 120.0(3) . . ?
C00U C00S H00S 120.0 . . ?
C00M C00T H00T 119.9 . . ?
C00U C00T C00M 120.1(3) . . ?
C00U C00T H00T 119.9 . . ?
C00S C00U H00U 120.1 . . ?
C00T C00U C00S 119.9(2) . . ?
C00T C00U H00U 120.1 . . ?

_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 2.216
_oxdiff_exptl_absorpt_empirical_full_min 0.661
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_msm-178_-125deg
_database_code_depnum_ccdc_archive 'CCDC 1884308'
loop_
_audit_author_name
_audit_author_address
'Takaki Mashimo'
;Hokkaido University
Japan
;
_audit_update_record             
;
2018-12-11 deposited with the CCDC.	2019-03-06 downloaded from the CCDC.
;
_audit_creation_date             2018-08-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        1_-125C
_chemical_formula_moiety         'C27 H19 Au Cl N'
_chemical_formula_sum            'C27 H19 Au Cl N'
_chemical_formula_weight         589.85
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N Au Cl'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.4695(3)
_cell_length_b                   11.5435(2)
_cell_length_c                   16.9813(4)
_cell_angle_alpha                90
_cell_angle_beta                 107.754(3)
_cell_angle_gamma                90
_cell_volume                     2141.21(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12587
_cell_measurement_temperature    148
_cell_measurement_theta_max      28.7830
_cell_measurement_theta_min      3.0610
_shelx_estimated_absorpt_T_max   0.721
_shelx_estimated_absorpt_T_min   0.228
_exptl_absorpt_coefficient_mu    7.009
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40832
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.830
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_unetI/netI     0.0328
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.880
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            20887
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.880
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.861
_diffrn_reflns_theta_min         3.076
_diffrn_ambient_temperature      148
_diffrn_detector                 'PLATUS 200K area detector'
_diffrn_detector_area_resol_mean 5.811
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.880
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -19.00   6.00   0.50    0.50    --    5.00  45.00 -16.00   50
  2  ω    -32.00  -6.00   0.50    0.50    --   -7.30  45.00 -16.00   52
  3  ω    -97.00 -42.00   0.50    0.50    --   -7.30  43.00 -90.00  110
  4  ω    -25.00  17.00   0.50    0.50    --   -7.30  43.00 -90.00   84
  5  ω     19.00  45.00   0.50    0.50    --   -7.30  43.00 -90.00   52
  6  ω    -97.00  79.00   0.50    0.50    --   -7.30  14.00  60.00  352
;
_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      0.0635635000
_diffrn_orient_matrix_UB_12      0.0125373000
_diffrn_orient_matrix_UB_13      0.0124133000
_diffrn_orient_matrix_UB_21      -0.0100441000
_diffrn_orient_matrix_UB_22      0.0419724000
_diffrn_orient_matrix_UB_23      -0.0319391000
_diffrn_orient_matrix_UB_31      -0.0087408000
_diffrn_orient_matrix_UB_32      0.0430556000
_diffrn_orient_matrix_UB_33      0.0274044000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4478
_reflns_number_total             4942
_reflns_odcompleteness_completeness 99.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (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)'
_refine_diff_density_max         1.068
_refine_diff_density_min         -0.755
_refine_diff_density_rms         0.095
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4942
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0257
_refine_ls_R_factor_gt           0.0213
_refine_ls_restrained_S_all      0.999
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0246P)²+0.7681P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0492
_refine_ls_wR_factor_ref         0.0505
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C006(H006), C007(H007), C008(H008), C00D(H00D), C00E(H00E), C00G(H00G),
 C00H(H00H), C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M),
 C00N(H00N), C00O(H00O), C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T),
 C00U(H00U)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Au01 Au 0.54498(2) 0.72284(2) 0.49864(2) 0.02202(5) Uani 1 1 d . . . . .
Cl02 Cl 0.87812(7) 0.90743(7) 1.02979(4) 0.04085(18) Uani 1 1 d . . . . .
C003 C 0.4233(2) 0.6649(2) 0.39143(15) 0.0202(5) Uani 1 1 d . . . . .
C004 C 0.3038(2) 0.6949(2) 0.37198(15) 0.0200(5) Uani 1 1 d . . . . .
N005 N 0.6969(2) 0.79186(19) 0.67778(15) 0.0281(5) Uani 1 1 d . . . . .
C006 C 0.4784(2) 0.5024(2) 0.21120(17) 0.0278(6) Uani 1 1 d . . . . .
H006 H 0.459442 0.509953 0.152933 0.033 Uiso 1 1 calc R . . . .
C007 C 0.4370(2) 0.5851(2) 0.25541(15) 0.0234(5) Uani 1 1 d . . . . .
H007 H 0.388048 0.647406 0.226833 0.028 Uiso 1 1 calc R . . . .
C008 C 0.5468(3) 0.4093(2) 0.25070(17) 0.0312(6) Uani 1 1 d . . . . .
H008 H 0.572585 0.351542 0.219773 0.037 Uiso 1 1 calc R . . . .
C009 C 0.6493(3) 0.7689(2) 0.61015(19) 0.0275(6) Uani 1 1 d . . . . .
C00A C 0.4662(2) 0.5783(2) 0.34152(15) 0.0207(5) Uani 1 1 d . . . . .
C00B C 0.2026(2) 0.6388(2) 0.30505(14) 0.0212(5) Uani 1 1 d . . . . .
C00C C 0.7461(2) 0.8174(2) 0.76223(16) 0.0230(5) Uani 1 1 d . . . . .
C00D C 0.5402(2) 0.4857(2) 0.38079(16) 0.0242(5) Uani 1 1 d . . . . .
H00D H 0.565278 0.481107 0.439433 0.029 Uiso 1 1 calc R . . . .
C00E C 0.7404(3) 0.7342(2) 0.81964(18) 0.0277(6) Uani 1 1 d . . . . .
H00E H 0.707239 0.659658 0.802360 0.033 Uiso 1 1 calc R . . . .
C00F C 0.2607(3) 0.7824(2) 0.42169(16) 0.0219(6) Uani 1 1 d . . . . .
C00G C 0.1167(3) 0.7046(2) 0.24663(17) 0.0283(6) Uani 1 1 d . . . . .
H00G H 0.123417 0.786694 0.248116 0.034 Uiso 1 1 calc R . . . .
C00H C 0.7948(2) 0.9264(2) 0.78532(16) 0.0260(6) Uani 1 1 d . . . . .
H00H H 0.798026 0.981809 0.744708 0.031 Uiso 1 1 calc R . . . .
C00I C 0.1879(2) 0.5187(2) 0.30261(17) 0.0269(6) Uani 1 1 d . . . . .
H00I H 0.244301 0.471676 0.342361 0.032 Uiso 1 1 calc R . . . .
C00J C 0.5777(3) 0.4007(2) 0.33635(18) 0.0299(6) Uani 1 1 d . . . . .
H00J H 0.624470 0.336755 0.364238 0.036 Uiso 1 1 calc R . . . .
C00K C 0.2809(3) 0.9665(2) 0.49301(16) 0.0277(6) Uani 1 1 d . . . . .
H00K H 0.320141 1.039650 0.505987 0.033 Uiso 1 1 calc R . . . .
C00L C 0.7840(3) 0.7619(2) 0.90251(18) 0.0270(6) Uani 1 1 d . . . . .
H00L H 0.781555 0.706458 0.943319 0.032 Uiso 1 1 calc R . . . .
C00M C 0.1880(3) 0.9367(2) 0.52545(17) 0.0318(6) Uani 1 1 d . . . . .
H00M H 0.165127 0.987671 0.562145 0.038 Uiso 1 1 calc R . . . .
C00N C 0.1288(3) 0.8316(3) 0.50364(17) 0.0325(6) Uani 1 1 d . . . . .
H00N H 0.063641 0.811195 0.524638 0.039 Uiso 1 1 calc R . . . .
C00O C 0.3171(2) 0.8908(2) 0.44191(15) 0.0225(5) Uani 1 1 d . . . . .
H00O H 0.381116 0.912490 0.420182 0.027 Uiso 1 1 calc R . . . .
C00P C 0.8312(2) 0.8710(2) 0.92547(15) 0.0258(6) Uani 1 1 d . . . . .
C00Q C 0.8384(2) 0.9531(2) 0.86821(16) 0.0284(6) Uani 1 1 d . . . . .
H00Q H 0.872973 1.027041 0.885658 0.034 Uiso 1 1 calc R . . . .
C00R C 0.1632(3) 0.7560(2) 0.45178(18) 0.0287(6) Uani 1 1 d . . . . .
H00R H 0.120079 0.685216 0.436339 0.034 Uiso 1 1 calc R . . . .
C00S C 0.0915(3) 0.4674(3) 0.24256(18) 0.0341(7) Uani 1 1 d . . . . .
H00S H 0.082225 0.385595 0.241618 0.041 Uiso 1 1 calc R . . . .
C00T C 0.0217(3) 0.6527(3) 0.18649(17) 0.0365(7) Uani 1 1 d . . . . .
H00T H -0.035090 0.699124 0.146484 0.044 Uiso 1 1 calc R . . . .
C00U C 0.0090(3) 0.5343(3) 0.18432(18) 0.0405(8) Uani 1 1 d . . . . .
H00U H -0.056203 0.498680 0.142890 0.049 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au01 C003 2.040(2) . ?
Au01 C009 1.979(3) . ?
Cl02 C00P 1.739(3) . ?
C003 C004 1.353(4) . ?
C003 C00A 1.488(4) . ?
C004 C00B 1.501(3) . ?
C004 C00F 1.494(4) . ?
N005 C009 1.142(4) . ?
N005 C00C 1.403(3) . ?
C006 H006 0.9500 . ?
C006 C007 1.385(4) . ?
C006 C008 1.378(4) . ?
C007 H007 0.9500 . ?
C007 C00A 1.399(3) . ?
C008 H008 0.9500 . ?
C008 C00J 1.392(4) . ?
C00A C00D 1.401(4) . ?
C00B C00G 1.392(4) . ?
C00B C00I 1.396(4) . ?
C00C C00E 1.385(4) . ?
C00C C00H 1.383(4) . ?
C00D H00D 0.9500 . ?
C00D C00J 1.383(4) . ?
C00E H00E 0.9500 . ?
C00E C00L 1.380(4) . ?
C00F C00O 1.402(3) . ?
C00F C00R 1.398(4) . ?
C00G H00G 0.9500 . ?
C00G C00T 1.382(4) . ?
C00H H00H 0.9500 . ?
C00H C00Q 1.377(4) . ?
C00I H00I 0.9500 . ?
C00I C00S 1.388(4) . ?
C00J H00J 0.9500 . ?
C00K H00K 0.9500 . ?
C00K C00M 1.384(4) . ?
C00K C00O 1.382(4) . ?
C00L H00L 0.9500 . ?
C00L C00P 1.380(4) . ?
C00M H00M 0.9500 . ?
C00M C00N 1.385(4) . ?
C00N H00N 0.9500 . ?
C00N C00R 1.380(4) . ?
C00O H00O 0.9500 . ?
C00P C00Q 1.378(4) . ?
C00Q H00Q 0.9500 . ?
C00R H00R 0.9500 . ?
C00S H00S 0.9500 . ?
C00S C00U 1.377(5) . ?
C00T H00T 0.9500 . ?
C00T C00U 1.375(5) . ?
C00U H00U 0.9500 . ?

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
_geom_angle_publ_flag
C009 Au01 C003 172.49(11) . . ?
C004 C003 Au01 120.01(18) . . ?
C004 C003 C00A 121.3(2) . . ?
C00A C003 Au01 118.28(17) . . ?
C003 C004 C00B 124.4(2) . . ?
C003 C004 C00F 121.3(2) . . ?
C00F C004 C00B 114.0(2) . . ?
C009 N005 C00C 175.1(3) . . ?
C007 C006 H006 119.6 . . ?
C008 C006 H006 119.6 . . ?
C008 C006 C007 120.8(2) . . ?
C006 C007 H007 119.5 . . ?
C006 C007 C00A 121.0(2) . . ?
C00A C007 H007 119.5 . . ?
C006 C008 H008 120.3 . . ?
C006 C008 C00J 119.3(2) . . ?
C00J C008 H008 120.3 . . ?
N005 C009 Au01 171.2(3) . . ?
C007 C00A C003 122.8(2) . . ?
C007 C00A C00D 117.2(2) . . ?
C00D C00A C003 119.9(2) . . ?
C00G C00B C004 121.3(2) . . ?
C00G C00B C00I 117.9(2) . . ?
C00I C00B C004 120.7(2) . . ?
C00E C00C N005 118.9(2) . . ?
C00H C00C N005 118.9(2) . . ?
C00H C00C C00E 122.2(2) . . ?
C00A C00D H00D 119.2 . . ?
C00J C00D C00A 121.7(2) . . ?
C00J C00D H00D 119.2 . . ?
C00C C00E H00E 120.8 . . ?
C00L C00E C00C 118.5(2) . . ?
C00L C00E H00E 120.8 . . ?
C00O C00F C004 122.3(2) . . ?
C00R C00F C004 119.9(2) . . ?
C00R C00F C00O 117.8(2) . . ?
C00B C00G H00G 119.4 . . ?
C00T C00G C00B 121.2(3) . . ?
C00T C00G H00G 119.4 . . ?
C00C C00H H00H 120.6 . . ?
C00Q C00H C00C 118.9(3) . . ?
C00Q C00H H00H 120.6 . . ?
C00B C00I H00I 119.7 . . ?
C00S C00I C00B 120.5(3) . . ?
C00S C00I H00I 119.7 . . ?
C008 C00J H00J 120.1 . . ?
C00D C00J C008 119.8(3) . . ?
C00D C00J H00J 120.1 . . ?
C00M C00K H00K 119.7 . . ?
C00O C00K H00K 119.7 . . ?
C00O C00K C00M 120.5(2) . . ?
C00E C00L H00L 120.4 . . ?
C00E C00L C00P 119.3(3) . . ?
C00P C00L H00L 120.4 . . ?
C00K C00M H00M 120.5 . . ?
C00K C00M C00N 119.1(3) . . ?
C00N C00M H00M 120.5 . . ?
C00M C00N H00N 119.6 . . ?
C00R C00N C00M 120.8(3) . . ?
C00R C00N H00N 119.6 . . ?
C00F C00O H00O 119.5 . . ?
C00K C00O C00F 120.9(2) . . ?
C00K C00O H00O 119.5 . . ?
C00L C00P Cl02 118.8(2) . . ?
C00Q C00P Cl02 119.1(2) . . ?
C00Q C00P C00L 122.1(2) . . ?
C00H C00Q C00P 119.1(2) . . ?
C00H C00Q H00Q 120.5 . . ?
C00P C00Q H00Q 120.5 . . ?
C00F C00R H00R 119.6 . . ?
C00N C00R C00F 120.8(3) . . ?
C00N C00R H00R 119.6 . . ?
C00I C00S H00S 119.8 . . ?
C00U C00S C00I 120.5(3) . . ?
C00U C00S H00S 119.8 . . ?
C00G C00T H00T 119.9 . . ?
C00U C00T C00G 120.3(3) . . ?
C00U C00T H00T 119.9 . . ?
C00S C00U H00U 120.2 . . ?
C00T C00U C00S 119.6(3) . . ?
C00T C00U H00U 120.2 . . ?

_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 2.415
_oxdiff_exptl_absorpt_empirical_full_min 0.573
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_msm-178_-25deg
_database_code_depnum_ccdc_archive 'CCDC 1884312'
loop_
_audit_author_name
_audit_author_address
'Takaki Mashimo'
;Hokkaido University
Japan
;
_audit_update_record             
;
2018-12-11 deposited with the CCDC.	2019-03-06 downloaded from the CCDC.
;
_audit_creation_date             2018-08-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        1_-25C
_chemical_formula_moiety         'C27 H19 Au Cl N'
_chemical_formula_sum            'C27 H19 Au Cl N'
_chemical_formula_weight         589.85
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.3580(3)
_cell_length_b                   11.0601(2)
_cell_length_c                   17.0928(4)
_cell_angle_alpha                90
_cell_angle_beta                 108.556(3)
_cell_angle_gamma                90
_cell_volume                     2214.81(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11988
_cell_measurement_temperature    248
_cell_measurement_theta_max      27.3030
_cell_measurement_theta_min      3.0630
_shelx_estimated_absorpt_T_max   0.728
_shelx_estimated_absorpt_T_min   0.236
_exptl_absorpt_coefficient_mu    6.776
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45780
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.769
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.867
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            23780
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.867
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.932
_diffrn_reflns_theta_min         2.570
_diffrn_ambient_temperature      248
_diffrn_detector                 'PLATUS 200K area detector'
_diffrn_detector_area_resol_mean 5.811
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.867
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     41.00  81.00   0.50    0.60    --   -7.30  45.00 -13.00   80
  2  ω    -97.00  37.00   0.50    0.60    --   -7.30  45.00 -13.00  268
  3  ω    -19.00   6.00   0.50    0.60    --    5.00  45.00 -13.00   50
  4  ω    -97.00  82.00   0.50    0.60    --   -7.30  29.00 -90.00  358
;
_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      -0.0595943000
_diffrn_orient_matrix_UB_12      0.0102769000
_diffrn_orient_matrix_UB_13      -0.0106207000
_diffrn_orient_matrix_UB_21      0.0100411000
_diffrn_orient_matrix_UB_22      0.0440850000
_diffrn_orient_matrix_UB_23      0.0316788000
_diffrn_orient_matrix_UB_31      0.0037875000
_diffrn_orient_matrix_UB_32      0.0454028000
_diffrn_orient_matrix_UB_33      -0.0282896000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4249
_reflns_number_total             5072
_reflns_odcompleteness_completeness 98.66
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (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)'
_refine_diff_density_max         1.162
_refine_diff_density_min         -0.858
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         5072
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0253
_refine_ls_restrained_S_all      0.984
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0469P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0664
_refine_ls_wR_factor_ref         0.0706
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C005(H005), C008(H008), C00B(H00B), C00C(H00C), C00D(H00D), C00F(H00F),
 C00H(H00H), C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M),
 C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q), C00S(H00S), C00T(H00T),
 C00U(H00U)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Au00 Au 0.52108(2) 0.73514(2) 0.49304(2) 0.04561(7) Uani 1 1 d . . . . .
Cl00 Cl 0.87725(10) 0.89124(11) 1.02209(5) 0.0864(3) Uani 1 1 d . . . . .
N003 N 0.6797(2) 0.8105(3) 0.66702(17) 0.0503(6) Uani 1 1 d . . . . .
C004 C 0.7317(2) 0.8289(3) 0.75207(17) 0.0401(6) Uani 1 1 d . . . . .
C005 C 0.4177(3) 0.5958(3) 0.25098(19) 0.0470(8) Uani 1 1 d . . . . .
H005 H 0.362355 0.652913 0.223373 0.056 Uiso 1 1 calc R . . . .
C006 C 0.8238(3) 0.8653(3) 0.91600(19) 0.0496(8) Uani 1 1 d . . . . .
C007 C 0.4051(3) 0.6689(3) 0.38861(17) 0.0418(7) Uani 1 1 d . . . . .
C008 C 0.4671(3) 0.5212(3) 0.2065(2) 0.0525(9) Uani 1 1 d . . . . .
H008 H 0.446415 0.530417 0.148938 0.063 Uiso 1 1 calc R . . . .
C009 C 0.1997(3) 0.6271(3) 0.30595(17) 0.0407(6) Uani 1 1 d . . . . .
C00A C 0.2933(3) 0.6907(3) 0.37137(17) 0.0409(7) Uani 1 1 d . . . . .
C00B C 0.0291(3) 0.6318(4) 0.1875(2) 0.0641(10) Uani 1 1 d . . . . .
H00B H -0.026020 0.676574 0.147349 0.077 Uiso 1 1 calc R . . . .
C00C C 0.6989(4) 0.7562(3) 0.8047(3) 0.0546(9) Uani 1 1 d . . . . .
H00C H 0.645141 0.694332 0.784330 0.066 Uiso 1 1 calc R . . . .
C00D C 0.8102(3) 0.9193(3) 0.77940(19) 0.0553(8) Uani 1 1 d . . . . .
H00D H 0.832213 0.967714 0.741853 0.066 Uiso 1 1 calc R . . . .
C00E C 0.4505(2) 0.5859(3) 0.33718(17) 0.0403(6) Uani 1 1 d . . . . .
C00F C 0.7458(4) 0.7748(3) 0.8884(2) 0.0573(9) Uani 1 1 d . . . . .
H00F H 0.724331 0.725946 0.926040 0.069 Uiso 1 1 calc R . . . .
C00G C 0.2513(3) 0.7784(3) 0.4222(2) 0.0436(7) Uani 1 1 d . . . . .
C00H C 0.0235(3) 0.5084(3) 0.1867(2) 0.0646(11) Uani 1 1 d . . . . .
H00H H -0.035606 0.468352 0.146392 0.078 Uiso 1 1 calc R . . . .
C00I C 0.1157(3) 0.6916(3) 0.2472(2) 0.0546(8) Uani 1 1 d . . . . .
H00I H 0.117461 0.776548 0.247872 0.066 Uiso 1 1 calc R . . . .
C00J C 0.1926(3) 0.5023(2) 0.3036(2) 0.0502(8) Uani 1 1 d . . . . .
H00J H 0.248447 0.456563 0.342586 0.060 Uiso 1 1 calc R . . . .
C00K C 0.5448(3) 0.4353(3) 0.2442(2) 0.0578(10) Uani 1 1 d . . . . .
H00K H 0.575755 0.384290 0.212812 0.069 Uiso 1 1 calc R . . . .
C00L C 0.1047(3) 0.4434(3) 0.2450(2) 0.0611(9) Uani 1 1 d . . . . .
H00L H 0.100603 0.358585 0.245211 0.073 Uiso 1 1 calc R . . . .
C00M C 0.5316(3) 0.4991(2) 0.3745(2) 0.0460(8) Uani 1 1 d . . . . .
H00M H 0.555610 0.491716 0.432237 0.055 Uiso 1 1 calc R . . . .
C00N C 0.1667(4) 0.7450(3) 0.4548(3) 0.0586(10) Uani 1 1 d . . . . .
H00N H 0.131473 0.669052 0.441577 0.070 Uiso 1 1 calc R . . . .
C00O C 0.8563(3) 0.9377(4) 0.8630(2) 0.0633(10) Uani 1 1 d . . . . .
H00O H 0.909855 0.999777 0.883418 0.076 Uiso 1 1 calc R . . . .
C00P C 0.5781(3) 0.4232(3) 0.3294(2) 0.0574(9) Uani 1 1 d . . . . .
H00P H 0.631757 0.363999 0.356185 0.069 Uiso 1 1 calc R . . . .
C00Q C 0.2956(3) 0.8944(3) 0.43883(18) 0.0475(7) Uani 1 1 d . . . . .
H00Q H 0.350609 0.921022 0.415403 0.057 Uiso 1 1 calc R . . . .
C00R C 0.6258(3) 0.7867(3) 0.6013(2) 0.0533(8) Uani 1 1 d . . . . .
C00S C 0.1330(3) 0.8220(4) 0.5067(2) 0.0669(10) Uani 1 1 d . . . . .
H00S H 0.077402 0.796647 0.529958 0.080 Uiso 1 1 calc R . . . .
C00T C 0.1801(3) 0.9344(4) 0.5243(2) 0.0655(10) Uani 1 1 d . . . . .
H00T H 0.157789 0.985966 0.560113 0.079 Uiso 1 1 calc R . . . .
C00U C 0.2596(3) 0.9712(3) 0.4895(2) 0.0603(9) Uani 1 1 d . . . . .
H00U H 0.290394 1.049560 0.500059 0.072 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au00 C007 2.037(3) . ?
Au00 C00R 1.975(4) . ?
Cl00 C006 1.745(3) . ?
N003 C004 1.405(4) . ?
N003 C00R 1.139(4) . ?
C004 C00C 1.361(5) . ?
C004 C00D 1.368(4) . ?
C005 H005 0.9400 . ?
C005 C008 1.388(5) . ?
C005 C00E 1.403(4) . ?
C006 C00F 1.366(5) . ?
C006 C00O 1.362(5) . ?
C007 C00A 1.340(4) . ?
C007 C00E 1.498(4) . ?
C008 H008 0.9400 . ?
C008 C00K 1.359(5) . ?
C009 C00A 1.503(4) . ?
C009 C00I 1.390(4) . ?
C009 C00J 1.383(4) . ?
C00A C00G 1.500(4) . ?
C00B H00B 0.9400 . ?
C00B C00H 1.366(5) . ?
C00B C00I 1.388(5) . ?
C00C H00C 0.9400 . ?
C00C C00F 1.377(6) . ?
C00D H00D 0.9400 . ?
C00D C00O 1.375(4) . ?
C00E C00M 1.387(4) . ?
C00F H00F 0.9400 . ?
C00G C00N 1.383(6) . ?
C00G C00Q 1.387(4) . ?
C00H H00H 0.9400 . ?
C00H C00L 1.372(5) . ?
C00I H00I 0.9400 . ?
C00J H00J 0.9400 . ?
C00J C00L 1.383(5) . ?
C00K H00K 0.9400 . ?
C00K C00P 1.388(5) . ?
C00L H00L 0.9400 . ?
C00M H00M 0.9400 . ?
C00M C00P 1.383(4) . ?
C00N H00N 0.9400 . ?
C00N C00S 1.385(5) . ?
C00O H00O 0.9400 . ?
C00P H00P 0.9400 . ?
C00Q H00Q 0.9400 . ?
C00Q C00U 1.384(4) . ?
C00S H00S 0.9400 . ?
C00S C00T 1.364(5) . ?
C00T H00T 0.9400 . ?
C00T C00U 1.363(5) . ?
C00U H00U 0.9400 . ?

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
_geom_angle_publ_flag
C00R Au00 C007 173.46(14) . . ?
C00R N003 C004 170.0(4) . . ?
C00C C004 N003 117.7(3) . . ?
C00C C004 C00D 122.3(3) . . ?
C00D C004 N003 120.0(3) . . ?
C008 C005 H005 120.1 . . ?
C008 C005 C00E 119.9(3) . . ?
C00E C005 H005 120.1 . . ?
C00F C006 Cl00 118.1(3) . . ?
C00O C006 Cl00 120.0(3) . . ?
C00O C006 C00F 121.8(3) . . ?
C00A C007 Au00 121.1(2) . . ?
C00A C007 C00E 122.3(3) . . ?
C00E C007 Au00 116.4(2) . . ?
C005 C008 H008 119.2 . . ?
C00K C008 C005 121.5(3) . . ?
C00K C008 H008 119.2 . . ?
C00I C009 C00A 121.2(3) . . ?
C00J C009 C00A 121.1(3) . . ?
C00J C009 C00I 117.7(3) . . ?
C007 C00A C009 125.1(3) . . ?
C007 C00A C00G 120.8(3) . . ?
C00G C00A C009 114.0(3) . . ?
C00H C00B H00B 119.7 . . ?
C00H C00B C00I 120.6(4) . . ?
C00I C00B H00B 119.7 . . ?
C004 C00C H00C 120.5 . . ?
C004 C00C C00F 118.9(3) . . ?
C00F C00C H00C 120.5 . . ?
C004 C00D H00D 120.7 . . ?
C004 C00D C00O 118.5(3) . . ?
C00O C00D H00D 120.7 . . ?
C005 C00E C007 122.1(3) . . ?
C00M C00E C005 117.5(3) . . ?
C00M C00E C007 120.3(3) . . ?
C006 C00F C00C 119.0(3) . . ?
C006 C00F H00F 120.5 . . ?
C00C C00F H00F 120.5 . . ?
C00N C00G C00A 120.4(3) . . ?
C00N C00G C00Q 117.6(3) . . ?
C00Q C00G C00A 122.0(3) . . ?
C00B C00H H00H 120.3 . . ?
C00B C00H C00L 119.5(3) . . ?
C00L C00H H00H 120.3 . . ?
C009 C00I H00I 119.7 . . ?
C00B C00I C009 120.7(3) . . ?
C00B C00I H00I 119.7 . . ?
C009 C00J H00J 119.4 . . ?
C00L C00J C009 121.3(3) . . ?
C00L C00J H00J 119.4 . . ?
C008 C00K H00K 120.2 . . ?
C008 C00K C00P 119.6(3) . . ?
C00P C00K H00K 120.2 . . ?
C00H C00L C00J 120.3(3) . . ?
C00H C00L H00L 119.9 . . ?
C00J C00L H00L 119.9 . . ?
C00E C00M H00M 118.9 . . ?
C00P C00M C00E 122.2(3) . . ?
C00P C00M H00M 118.9 . . ?
C00G C00N H00N 119.6 . . ?
C00S C00N C00G 120.9(3) . . ?
C00S C00N H00N 119.6 . . ?
C006 C00O C00D 119.5(3) . . ?
C006 C00O H00O 120.3 . . ?
C00D C00O H00O 120.3 . . ?
C00K C00P H00P 120.4 . . ?
C00M C00P C00K 119.2(3) . . ?
C00M C00P H00P 120.4 . . ?
C00G C00Q H00Q 119.6 . . ?
C00U C00Q C00G 120.8(3) . . ?
C00U C00Q H00Q 119.6 . . ?
N003 C00R Au00 173.5(3) . . ?
C00N C00S H00S 119.8 . . ?
C00T C00S C00N 120.5(4) . . ?
C00T C00S H00S 119.8 . . ?
C00S C00T H00T 120.3 . . ?
C00S C00T C00U 119.5(3) . . ?
C00U C00T H00T 120.3 . . ?
C00Q C00U H00U 119.7 . . ?
C00T C00U C00Q 120.6(3) . . ?
C00T C00U H00U 119.7 . . ?

_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 1.449
_oxdiff_exptl_absorpt_empirical_full_min 0.780
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_msm-178_25deg
_database_code_depnum_ccdc_archive 'CCDC 1884311'
loop_
_audit_author_name
_audit_author_address
'Takaki Mashimo'
;Hokkaido University
Japan
;
_audit_update_record             
;
2018-12-11 deposited with the CCDC.	2019-03-06 downloaded from the CCDC.
;
_audit_creation_date             2018-08-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        1_25C
_chemical_formula_moiety         'C27 H19 Au Cl N'
_chemical_formula_sum            'C27 H19 Au Cl N'
_chemical_formula_weight         589.85
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N Au Cl'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.3955(4)
_cell_length_b                   11.0900(3)
_cell_length_c                   17.1445(5)
_cell_angle_alpha                90
_cell_angle_beta                 108.694(3)
_cell_angle_gamma                90
_cell_volume                     2232.46(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10648
_cell_measurement_temperature    293
_cell_measurement_theta_max      26.5450
_cell_measurement_theta_min      3.0420
_shelx_estimated_absorpt_T_max   0.730
_shelx_estimated_absorpt_T_min   0.238
_exptl_absorpt_coefficient_mu    6.723
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52105
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.755
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.867
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            22463
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.867
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.948
_diffrn_reflns_theta_min         3.058
_diffrn_ambient_temperature      293
_diffrn_detector                 'PLATUS 200K area detector'
_diffrn_detector_area_resol_mean 5.811
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.867
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -39.00  -5.00   0.50    0.80    --   -7.30  45.00 -13.00   68
  2  ω    -97.00 -63.00   0.50    0.80    --   -7.30  45.00 -13.00   68
  3  ω    -19.00   6.00   0.50    0.80    --    5.00  45.00 -13.00   50
  4  ω    -97.00  82.00   0.50    0.80    --   -7.30   0.00-120.00  358
  5  ω     -2.00  82.00   0.50    0.80    --   -7.30  45.00 -13.00  168
;
_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      0.0594595000
_diffrn_orient_matrix_UB_12      0.0103274000
_diffrn_orient_matrix_UB_13      0.0106831000
_diffrn_orient_matrix_UB_21      -0.0100768000
_diffrn_orient_matrix_UB_22      0.0439379000
_diffrn_orient_matrix_UB_23      -0.0316167000
_diffrn_orient_matrix_UB_31      -0.0037878000
_diffrn_orient_matrix_UB_32      0.0452860000
_diffrn_orient_matrix_UB_33      0.0281882000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4168
_reflns_number_total             5116
_reflns_odcompleteness_completeness 98.65
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (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)'
_refine_diff_density_max         1.126
_refine_diff_density_min         -0.577
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         5116
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0386
_refine_ls_R_factor_gt           0.0269
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0242P)²+1.3616P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0560
_refine_ls_wR_factor_ref         0.0597
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C004(H004), C006(H006), C00B(H00B), C00C(H00C), C00E(H00E), C00F(H00F),
 C00G(H00G), C00I(H00I), C00K(H00K), C00L(H00L), C00M(H00M), C00N(H00N),
 C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T),
 C00U(H00U)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Au01 Au 0.52164(2) 0.26528(2) 0.49356(2) 0.05587(6) Uani 1 1 d . . . . .
Cl02 Cl 0.87839(12) 0.10998(13) 1.02140(7) 0.1063(4) Uani 1 1 d . . . . .
N003 N 0.6797(3) 0.1911(3) 0.66736(18) 0.0603(7) Uani 1 1 d . . . . .
C004 C 0.4184(3) 0.4032(3) 0.2521(2) 0.0555(8) Uani 1 1 d . . . . .
H004 H 0.364188 0.346236 0.225043 0.067 Uiso 1 1 calc R . . . .
C005 C 0.4507(3) 0.4133(3) 0.33752(19) 0.0486(7) Uani 1 1 d . . . . .
C006 C 0.4667(3) 0.4777(3) 0.2070(2) 0.0651(10) Uani 1 1 d . . . . .
H006 H 0.445325 0.469231 0.150089 0.078 Uiso 1 1 calc R . . . .
C007 C 0.4060(3) 0.3311(3) 0.38911(18) 0.0493(7) Uani 1 1 d . . . . .
C008 C 0.7319(3) 0.1731(3) 0.75201(19) 0.0493(7) Uani 1 1 d . . . . .
C009 C 0.2942(3) 0.3084(3) 0.37186(19) 0.0496(7) Uani 1 1 d . . . . .
C00A C 0.2015(3) 0.3722(3) 0.30639(19) 0.0494(7) Uani 1 1 d . . . . .
C00B C 0.5317(3) 0.5002(3) 0.3749(2) 0.0571(9) Uani 1 1 d . . . . .
H00B H 0.555607 0.508216 0.431876 0.068 Uiso 1 1 calc R . . . .
C00C C 0.1931(3) 0.4961(3) 0.3051(3) 0.0623(9) Uani 1 1 d . . . . .
H00C H 0.247033 0.541347 0.344429 0.075 Uiso 1 1 calc R . . . .
C00D C 0.6260(3) 0.2148(3) 0.6013(2) 0.0628(9) Uani 1 1 d . . . . .
C00E C 0.7463(4) 0.2254(3) 0.8884(3) 0.0696(10) Uani 1 1 d . . . . .
H00E H 0.724984 0.273334 0.925519 0.083 Uiso 1 1 calc R . . . .
C00F C 0.6991(4) 0.2440(3) 0.8051(3) 0.0657(10) Uani 1 1 d . . . . .
H00F H 0.645203 0.304471 0.785296 0.079 Uiso 1 1 calc R . . . .
C00G C 0.5452(4) 0.5634(4) 0.2453(3) 0.0699(11) Uani 1 1 d . . . . .
H00G H 0.576324 0.613484 0.214607 0.084 Uiso 1 1 calc R . . . .
C00H C 0.2528(3) 0.2213(3) 0.4223(2) 0.0521(8) Uani 1 1 d . . . . .
C00I C 0.5775(3) 0.5750(3) 0.3291(3) 0.0678(10) Uani 1 1 d . . . . .
H00I H 0.630456 0.633483 0.355318 0.081 Uiso 1 1 calc R . . . .
C00J C 0.8248(3) 0.1362(3) 0.9161(2) 0.0609(9) Uani 1 1 d . . . . .
C00K C 0.1181(3) 0.3077(4) 0.2474(2) 0.0660(9) Uani 1 1 d . . . . .
H00K H 0.120300 0.223882 0.247736 0.079 Uiso 1 1 calc R . . . .
C00L C 0.0260(4) 0.4903(4) 0.1882(3) 0.0818(13) Uani 1 1 d . . . . .
H00L H -0.032347 0.529994 0.148485 0.098 Uiso 1 1 calc R . . . .
C00M C 0.2961(3) 0.1054(3) 0.4386(2) 0.0574(8) Uani 1 1 d . . . . .
H00M H 0.349782 0.078772 0.415142 0.069 Uiso 1 1 calc R . . . .
C00N C 0.1054(3) 0.5544(4) 0.2459(3) 0.0768(12) Uani 1 1 d . . . . .
H00N H 0.101159 0.638113 0.245897 0.092 Uiso 1 1 calc R . . . .
C00O C 0.8103(3) 0.0829(3) 0.7791(2) 0.0673(10) Uani 1 1 d . . . . .
H00O H 0.831374 0.034802 0.741990 0.081 Uiso 1 1 calc R . . . .
C00P C 0.1691(4) 0.2544(3) 0.4553(3) 0.0705(11) Uani 1 1 d . . . . .
H00P H 0.135104 0.329842 0.443056 0.085 Uiso 1 1 calc R . . . .
C00Q C 0.8574(3) 0.0650(4) 0.8627(2) 0.0773(11) Uani 1 1 d . . . . .
H00Q H 0.911282 0.004568 0.882645 0.093 Uiso 1 1 calc R . . . .
C00R C 0.0314(3) 0.3673(5) 0.1881(2) 0.0791(12) Uani 1 1 d . . . . .
H00R H -0.023044 0.323464 0.148140 0.095 Uiso 1 1 calc R . . . .
C00S C 0.2610(4) 0.0291(3) 0.4890(2) 0.0725(10) Uani 1 1 d . . . . .
H00S H 0.291469 -0.048155 0.499202 0.087 Uiso 1 1 calc R . . . .
C00T C 0.1352(4) 0.1773(4) 0.5063(3) 0.0844(12) Uani 1 1 d . . . . .
H00T H 0.079692 0.202077 0.528664 0.101 Uiso 1 1 calc R . . . .
C00U C 0.1818(4) 0.0653(4) 0.5242(2) 0.0787(11) Uani 1 1 d . . . . .
H00U H 0.160198 0.014537 0.559748 0.094 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au01 C007 2.037(3) . ?
Au01 C00D 1.967(4) . ?
Cl02 C00J 1.737(4) . ?
N003 C008 1.401(4) . ?
N003 C00D 1.145(4) . ?
C004 H004 0.9300 . ?
C004 C005 1.394(4) . ?
C004 C006 1.392(5) . ?
C005 C007 1.495(4) . ?
C005 C00B 1.392(5) . ?
C006 H006 0.9300 . ?
C006 C00G 1.368(6) . ?
C007 C009 1.345(5) . ?
C008 C00F 1.360(5) . ?
C008 C00O 1.369(4) . ?
C009 C00A 1.501(4) . ?
C009 C00H 1.493(5) . ?
C00A C00C 1.379(4) . ?
C00A C00K 1.391(5) . ?
C00B H00B 0.9300 . ?
C00B C00I 1.383(5) . ?
C00C H00C 0.9300 . ?
C00C C00N 1.386(5) . ?
C00E H00E 0.9300 . ?
C00E C00F 1.374(6) . ?
C00E C00J 1.362(5) . ?
C00F H00F 0.9300 . ?
C00G H00G 0.9300 . ?
C00G C00I 1.367(5) . ?
C00H C00M 1.386(4) . ?
C00H C00P 1.382(6) . ?
C00I H00I 0.9300 . ?
C00J C00Q 1.365(5) . ?
C00K H00K 0.9300 . ?
C00K C00R 1.387(5) . ?
C00L H00L 0.9300 . ?
C00L C00N 1.353(6) . ?
C00L C00R 1.365(6) . ?
C00M H00M 0.9300 . ?
C00M C00S 1.375(5) . ?
C00N H00N 0.9300 . ?
C00O H00O 0.9300 . ?
C00O C00Q 1.377(5) . ?
C00P H00P 0.9300 . ?
C00P C00T 1.381(6) . ?
C00Q H00Q 0.9300 . ?
C00R H00R 0.9300 . ?
C00S H00S 0.9300 . ?
C00S C00U 1.367(6) . ?
C00T H00T 0.9300 . ?
C00T C00U 1.362(6) . ?
C00U H00U 0.9300 . ?

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
_geom_angle_publ_flag
C00D Au01 C007 173.48(14) . . ?
C00D N003 C008 170.5(4) . . ?
C005 C004 H004 119.8 . . ?
C006 C004 H004 119.8 . . ?
C006 C004 C005 120.4(3) . . ?
C004 C005 C007 122.5(3) . . ?
C00B C005 C004 117.5(3) . . ?
C00B C005 C007 120.0(3) . . ?
C004 C006 H006 119.6 . . ?
C00G C006 C004 120.8(3) . . ?
C00G C006 H006 119.6 . . ?
C005 C007 Au01 116.7(2) . . ?
C009 C007 Au01 120.8(2) . . ?
C009 C007 C005 122.4(3) . . ?
C00F C008 N003 118.2(3) . . ?
C00F C008 C00O 121.8(3) . . ?
C00O C008 N003 119.9(3) . . ?
C007 C009 C00A 124.3(3) . . ?
C007 C009 C00H 121.0(3) . . ?
C00H C009 C00A 114.5(3) . . ?
C00C C00A C009 121.2(3) . . ?
C00C C00A C00K 117.8(3) . . ?
C00K C00A C009 121.0(3) . . ?
C005 C00B H00B 119.3 . . ?
C00I C00B C005 121.4(4) . . ?
C00I C00B H00B 119.3 . . ?
C00A C00C H00C 119.5 . . ?
C00A C00C C00N 121.0(4) . . ?
C00N C00C H00C 119.5 . . ?
N003 C00D Au01 173.2(4) . . ?
C00F C00E H00E 120.3 . . ?
C00J C00E H00E 120.3 . . ?
C00J C00E C00F 119.4(3) . . ?
C008 C00F C00E 119.3(3) . . ?
C008 C00F H00F 120.4 . . ?
C00E C00F H00F 120.4 . . ?
C006 C00G H00G 120.2 . . ?
C00I C00G C006 119.6(3) . . ?
C00I C00G H00G 120.2 . . ?
C00M C00H C009 122.3(3) . . ?
C00P C00H C009 120.5(3) . . ?
C00P C00H C00M 117.1(3) . . ?
C00B C00I H00I 119.8 . . ?
C00G C00I C00B 120.3(4) . . ?
C00G C00I H00I 119.8 . . ?
C00E C00J Cl02 118.4(3) . . ?
C00E C00J C00Q 121.3(3) . . ?
C00Q C00J Cl02 120.2(3) . . ?
C00A C00K H00K 119.7 . . ?
C00R C00K C00A 120.6(4) . . ?
C00R C00K H00K 119.7 . . ?
C00N C00L H00L 120.0 . . ?
C00N C00L C00R 120.1(4) . . ?
C00R C00L H00L 120.0 . . ?
C00H C00M H00M 119.4 . . ?
C00S C00M C00H 121.2(3) . . ?
C00S C00M H00M 119.4 . . ?
C00C C00N H00N 119.8 . . ?
C00L C00N C00C 120.4(4) . . ?
C00L C00N H00N 119.8 . . ?
C008 C00O H00O 120.7 . . ?
C008 C00O C00Q 118.5(3) . . ?
C00Q C00O H00O 120.7 . . ?
C00H C00P H00P 119.5 . . ?
C00H C00P C00T 121.0(3) . . ?
C00T C00P H00P 119.5 . . ?
C00J C00Q C00O 119.7(3) . . ?
C00J C00Q H00Q 120.1 . . ?
C00O C00Q H00Q 120.1 . . ?
C00K C00R H00R 119.9 . . ?
C00L C00R C00K 120.1(4) . . ?
C00L C00R H00R 119.9 . . ?
C00M C00S H00S 119.6 . . ?
C00U C00S C00M 120.8(4) . . ?
C00U C00S H00S 119.6 . . ?
C00P C00T H00T 119.5 . . ?
C00U C00T C00P 120.9(4) . . ?
C00U C00T H00T 119.5 . . ?
C00S C00U H00U 120.6 . . ?
C00T C00U C00S 118.8(4) . . ?
C00T C00U H00U 120.6 . . ?

_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 1.486
_oxdiff_exptl_absorpt_empirical_full_min 0.690
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_msm-178_-50deg
_database_code_depnum_ccdc_archive 'CCDC 1884313'
loop_
_audit_author_name
_audit_author_address
'Takaki Mashimo'
;Hokkaido University
Japan
;
_audit_update_record             
;
2018-12-11 deposited with the CCDC.	2019-03-06 downloaded from the CCDC.
;
_audit_creation_date             2018-08-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        1_-50C
_chemical_formula_moiety         'C27 H19 Au Cl N'
_chemical_formula_sum            'C27 H19 Au Cl N'
_chemical_formula_weight         589.85
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N Au Cl'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.6176(3)
_cell_length_b                   11.5301(3)
_cell_length_c                   17.0283(5)
_cell_angle_alpha                90
_cell_angle_beta                 108.005(3)
_cell_angle_gamma                90
_cell_volume                     2169.28(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10705
_cell_measurement_temperature    223
_cell_measurement_theta_max      28.5890
_cell_measurement_theta_min      3.0740
_shelx_estimated_absorpt_T_max   0.724
_shelx_estimated_absorpt_T_min   0.231
_exptl_absorpt_coefficient_mu    6.918
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40338
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.806
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0440
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.866
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            19544
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.866
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.993
_diffrn_reflns_theta_min         3.074
_diffrn_ambient_temperature      223
_diffrn_detector                 'PLATUS 200K area detector'
_diffrn_detector_area_resol_mean 5.811
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.866
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -19.00   6.00   0.50    0.60    --    5.00  45.00 -13.00   50
  2  ω    -32.00  -7.00   0.50    0.60    --   -7.40  45.00 -13.00   50
  3  ω    -97.00 -49.00   0.50    0.60    --   -7.40  29.00 -90.00   96
  4  ω    -26.00   0.00   0.50    0.60    --   -7.40  29.00 -90.00   52
  5  ω     35.00  82.00   0.50    0.60    --   -7.40  29.00 -90.00   94
  6  ω    -88.00  66.00   0.50    0.60    --   -7.40  29.00  60.00  308
;
_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      -0.0632478000
_diffrn_orient_matrix_UB_12      0.0099521000
_diffrn_orient_matrix_UB_13      -0.0107837000
_diffrn_orient_matrix_UB_21      0.0101067000
_diffrn_orient_matrix_UB_22      0.0424346000
_diffrn_orient_matrix_UB_23      0.0316055000
_diffrn_orient_matrix_UB_31      0.0046049000
_diffrn_orient_matrix_UB_32      0.0433929000
_diffrn_orient_matrix_UB_33      -0.0283483000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4261
_reflns_number_total             4990
_reflns_odcompleteness_completeness 98.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (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)'
_refine_diff_density_max         0.982
_refine_diff_density_min         -0.631
_refine_diff_density_rms         0.096
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.878
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4990
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0345
_refine_ls_R_factor_gt           0.0263
_refine_ls_restrained_S_all      0.878
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0553P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0680
_refine_ls_wR_factor_ref         0.0720
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C005(H005), C009(H009), C00B(H00B), C00C(H00C), C00E(H00E), C00F(H00F),
 C00H(H00H), C00I(H00I), C00J(H00J), C00K(H00K), C00M(H00M), C00N(H00N),
 C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T),
 C00U(H00U)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Au01 Au 0.45804(2) 0.27576(2) 0.50195(2) 0.03580(7) Uani 1 1 d . . . . .
Cl02 Cl 0.12265(10) 0.09531(10) -0.02796(5) 0.0644(3) Uani 1 1 d . . . . .
N003 N 0.3052(3) 0.2064(3) 0.32408(19) 0.0425(7) Uani 1 1 d . . . . .
C004 C 0.5792(3) 0.3341(2) 0.60868(18) 0.0327(6) Uani 1 1 d . . . . .
C005 C 0.5227(3) 0.4935(3) 0.7891(2) 0.0427(8) Uani 1 1 d . . . . .
H005 H 0.541486 0.485108 0.846621 0.051 Uiso 1 1 calc R . . . .
C006 C 0.6974(3) 0.3051(3) 0.62836(19) 0.0314(6) Uani 1 1 d . . . . .
C007 C 0.1700(3) 0.1302(3) 0.07631(19) 0.0396(7) Uani 1 1 d . . . . .
C008 C 0.7972(3) 0.3620(3) 0.69451(18) 0.0334(6) Uani 1 1 d . . . . .
C009 C 0.4538(3) 0.5859(3) 0.7500(2) 0.0483(9) Uani 1 1 d . . . . .
H009 H 0.427760 0.642136 0.780739 0.058 Uiso 1 1 calc R . . . .
C00A C 0.7398(3) 0.2180(2) 0.5783(2) 0.0340(7) Uani 1 1 d . . . . .
C00B C 0.2204(4) 0.2368(3) 0.1001(2) 0.0456(8) Uani 1 1 d . . . . .
H00B H 0.224997 0.291413 0.060202 0.055 Uiso 1 1 calc R . . . .
C00C C 0.5647(3) 0.4126(3) 0.74436(19) 0.0372(7) Uani 1 1 d . . . . .
H00C H 0.613639 0.351330 0.772520 0.045 Uiso 1 1 calc R . . . .
C00D C 0.2552(3) 0.1815(3) 0.23936(19) 0.0359(7) Uani 1 1 d . . . . .
C00E C 0.8698(4) 0.1693(4) 0.4966(2) 0.0529(9) Uani 1 1 d . . . . .
H00E H 0.933287 0.189869 0.475962 0.063 Uiso 1 1 calc R . . . .
C00F C 0.8819(4) 0.2972(3) 0.7530(2) 0.0451(8) Uani 1 1 d . . . . .
H00F H 0.875932 0.215862 0.751751 0.054 Uiso 1 1 calc R . . . .
C00G C 0.3538(4) 0.2293(3) 0.3910(3) 0.0432(9) Uani 1 1 d . . . . .
C00H C 0.8125(3) 0.0640(3) 0.4751(2) 0.0488(9) Uani 1 1 d . . . . .
H00H H 0.834796 0.013648 0.438892 0.059 Uiso 1 1 calc R . . . .
C00I C 0.8351(4) 0.2449(3) 0.5481(2) 0.0447(8) Uani 1 1 d . . . . .
H00I H 0.876404 0.315626 0.562907 0.054 Uiso 1 1 calc R . . . .
C00J C 0.2023(3) 0.0753(3) 0.2151(2) 0.0424(8) Uani 1 1 d . . . . .
H00J H 0.196203 0.020682 0.254533 0.051 Uiso 1 1 calc R . . . .
C00K C 0.9757(3) 0.3505(4) 0.8136(2) 0.0582(11) Uani 1 1 d . . . . .
H00K H 1.031127 0.305248 0.853884 0.070 Uiso 1 1 calc R . . . .
C00L C 0.5366(3) 0.4195(3) 0.65885(18) 0.0324(6) Uani 1 1 d . . . . .
C00M C 0.2639(4) 0.2637(3) 0.1823(3) 0.0448(8) Uani 1 1 d . . . . .
H00M H 0.299035 0.336530 0.199635 0.054 Uiso 1 1 calc R . . . .
C00N C 0.7220(3) 0.0339(3) 0.5079(2) 0.0438(8) Uani 1 1 d . . . . .
H00N H 0.684569 -0.039058 0.495508 0.053 Uiso 1 1 calc R . . . .
C00O C 0.1586(3) 0.0504(3) 0.1325(2) 0.0449(8) Uani 1 1 d . . . . .
H00O H 0.121043 -0.021300 0.114711 0.054 Uiso 1 1 calc R . . . .
C00P C 0.8109(3) 0.4819(3) 0.6970(2) 0.0420(7) Uani 1 1 d . . . . .
H00P H 0.754998 0.527987 0.657660 0.050 Uiso 1 1 calc R . . . .
C00Q C 0.4229(3) 0.5955(3) 0.6643(2) 0.0464(8) Uani 1 1 d . . . . .
H00Q H 0.375981 0.658423 0.636963 0.056 Uiso 1 1 calc R . . . .
C00R C 0.6854(3) 0.1094(3) 0.55856(18) 0.0360(7) Uani 1 1 d . . . . .
H00R H 0.623182 0.087410 0.580009 0.043 Uiso 1 1 calc R . . . .
C00S C 0.9876(3) 0.4687(5) 0.8147(2) 0.0607(11) Uani 1 1 d . . . . .
H00S H 1.051584 0.504571 0.855221 0.073 Uiso 1 1 calc R . . . .
C00T C 0.9057(3) 0.5345(4) 0.7564(3) 0.0546(10) Uani 1 1 d . . . . .
H00T H 0.914047 0.615617 0.756915 0.066 Uiso 1 1 calc R . . . .
C00U C 0.4615(2) 0.5120(3) 0.6199(2) 0.0375(7) Uani 1 1 d . . . . .
H00U H 0.436870 0.517217 0.561934 0.045 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au01 C004 2.038(3) . ?
Au01 C00G 1.977(4) . ?
Cl02 C007 1.736(3) . ?
N003 C00D 1.408(4) . ?
N003 C00G 1.136(5) . ?
C004 C006 1.352(4) . ?
C004 C00L 1.484(4) . ?
C005 H005 0.9400 . ?
C005 C009 1.375(5) . ?
C005 C00C 1.385(5) . ?
C006 C008 1.495(4) . ?
C006 C00A 1.496(4) . ?
C007 C00B 1.368(5) . ?
C007 C00O 1.363(5) . ?
C008 C00F 1.383(5) . ?
C008 C00P 1.391(5) . ?
C009 H009 0.9400 . ?
C009 C00Q 1.395(5) . ?
C00A C00I 1.392(5) . ?
C00A C00R 1.396(4) . ?
C00B H00B 0.9400 . ?
C00B C00M 1.369(5) . ?
C00C H00C 0.9400 . ?
C00C C00L 1.393(4) . ?
C00D C00J 1.374(5) . ?
C00D C00M 1.384(5) . ?
C00E H00E 0.9400 . ?
C00E C00H 1.378(6) . ?
C00E C00I 1.383(5) . ?
C00F H00F 0.9400 . ?
C00F C00K 1.392(5) . ?
C00H H00H 0.9400 . ?
C00H C00N 1.378(5) . ?
C00I H00I 0.9400 . ?
C00J H00J 0.9400 . ?
C00J C00O 1.369(5) . ?
C00K H00K 0.9400 . ?
C00K C00S 1.369(6) . ?
C00L C00U 1.408(4) . ?
C00M H00M 0.9400 . ?
C00N H00N 0.9400 . ?
C00N C00R 1.383(4) . ?
C00O H00O 0.9400 . ?
C00P H00P 0.9400 . ?
C00P C00T 1.384(5) . ?
C00Q H00Q 0.9400 . ?
C00Q C00U 1.382(5) . ?
C00R H00R 0.9400 . ?
C00S H00S 0.9400 . ?
C00S C00T 1.371(6) . ?
C00T H00T 0.9400 . ?
C00U H00U 0.9400 . ?

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
_geom_angle_publ_flag
C00G Au01 C004 172.57(14) . . ?
C00G N003 C00D 174.4(4) . . ?
C006 C004 Au01 120.5(2) . . ?
C006 C004 C00L 121.0(3) . . ?
C00L C004 Au01 118.1(2) . . ?
C009 C005 H005 119.8 . . ?
C009 C005 C00C 120.4(3) . . ?
C00C C005 H005 119.8 . . ?
C004 C006 C008 124.7(3) . . ?
C004 C006 C00A 120.9(3) . . ?
C008 C006 C00A 114.2(3) . . ?
C00B C007 Cl02 118.9(3) . . ?
C00O C007 Cl02 119.5(3) . . ?
C00O C007 C00B 121.6(3) . . ?
C00F C008 C006 121.2(3) . . ?
C00F C008 C00P 117.8(3) . . ?
C00P C008 C006 120.9(3) . . ?
C005 C009 H009 120.3 . . ?
C005 C009 C00Q 119.4(3) . . ?
C00Q C009 H009 120.3 . . ?
C00I C00A C006 120.0(3) . . ?
C00I C00A C00R 117.7(3) . . ?
C00R C00A C006 122.3(3) . . ?
C007 C00B H00B 120.1 . . ?
C00M C00B C007 119.7(3) . . ?
C00M C00B H00B 120.1 . . ?
C005 C00C H00C 119.0 . . ?
C005 C00C C00L 121.9(3) . . ?
C00L C00C H00C 119.0 . . ?
C00J C00D N003 119.6(3) . . ?
C00J C00D C00M 121.5(3) . . ?
C00M C00D N003 118.9(3) . . ?
C00H C00E H00E 119.6 . . ?
C00H C00E C00I 120.8(3) . . ?
C00I C00E H00E 119.6 . . ?
C008 C00F H00F 119.5 . . ?
C008 C00F C00K 121.0(4) . . ?
C00K C00F H00F 119.5 . . ?
N003 C00G Au01 171.8(3) . . ?
C00E C00H H00H 120.6 . . ?
C00E C00H C00N 118.8(3) . . ?
C00N C00H H00H 120.6 . . ?
C00A C00I H00I 119.5 . . ?
C00E C00I C00A 121.0(3) . . ?
C00E C00I H00I 119.5 . . ?
C00D C00J H00J 120.5 . . ?
C00O C00J C00D 119.1(3) . . ?
C00O C00J H00J 120.5 . . ?
C00F C00K H00K 119.9 . . ?
C00S C00K C00F 120.1(4) . . ?
C00S C00K H00K 119.9 . . ?
C00C C00L C004 123.5(3) . . ?
C00C C00L C00U 116.5(3) . . ?
C00U C00L C004 119.9(3) . . ?
C00B C00M C00D 118.6(3) . . ?
C00B C00M H00M 120.7 . . ?
C00D C00M H00M 120.7 . . ?
C00H C00N H00N 119.5 . . ?
C00H C00N C00R 120.9(3) . . ?
C00R C00N H00N 119.5 . . ?
C007 C00O C00J 119.5(3) . . ?
C007 C00O H00O 120.2 . . ?
C00J C00O H00O 120.2 . . ?
C008 C00P H00P 119.5 . . ?
C00T C00P C008 121.0(4) . . ?
C00T C00P H00P 119.5 . . ?
C009 C00Q H00Q 120.1 . . ?
C00U C00Q C009 119.7(3) . . ?
C00U C00Q H00Q 120.1 . . ?
C00A C00R H00R 119.6 . . ?
C00N C00R C00A 120.8(3) . . ?
C00N C00R H00R 119.6 . . ?
C00K C00S H00S 120.1 . . ?
C00T C00S C00K 119.8(3) . . ?
C00T C00S H00S 120.1 . . ?
C00P C00T H00T 119.9 . . ?
C00S C00T C00P 120.2(4) . . ?
C00S C00T H00T 119.9 . . ?
C00L C00U H00U 119.1 . . ?
C00Q C00U C00L 121.9(3) . . ?
C00Q C00U H00U 119.1 . . ?

_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 1.817
_oxdiff_exptl_absorpt_empirical_full_min 0.702
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_msm-178_-100deg
_database_code_depnum_ccdc_archive 'CCDC 1884307'
loop_
_audit_author_name
_audit_author_address
'Takaki Mashimo'
;Hokkaido University
Japan
;
_audit_update_record             
;
2018-12-11 deposited with the CCDC.	2019-03-06 downloaded from the CCDC.
;
_audit_creation_date             2018-08-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        1_-100C
_chemical_formula_moiety         'C27 H19 Au Cl N'
_chemical_formula_sum            'C27 H19 Au Cl N'
_chemical_formula_weight         589.85
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.5041(3)
_cell_length_b                   11.5471(3)
_cell_length_c                   16.9982(4)
_cell_angle_alpha                90
_cell_angle_beta                 107.843(3)
_cell_angle_gamma                90
_cell_volume                     2149.42(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11624
_cell_measurement_temperature    173
_cell_measurement_theta_max      29.0530
_cell_measurement_theta_min      3.0620
_shelx_estimated_absorpt_T_max   0.722
_shelx_estimated_absorpt_T_min   0.228
_exptl_absorpt_coefficient_mu    6.982
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41734
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.823
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.878
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            20085
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.878
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.961
_diffrn_reflns_theta_min         3.074
_diffrn_ambient_temperature      173
_diffrn_detector                 'PLATUS 200K area detector'
_diffrn_detector_area_resol_mean 5.811
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.878
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -19.00   6.00   0.50    0.50    --    5.00  45.00 -15.00   50
  2  ω    -32.00  -7.00   0.50    0.50    --   -7.30  45.00 -15.00   50
  3  ω    -82.00   0.00   0.50    0.50    --   -7.30  29.00 -90.00  164
  4  ω     12.00  62.00   0.50    0.50    --   -7.30  29.00 -90.00  100
  5  ω    -89.00  64.00   0.50    0.50    --   -7.30  14.00  60.00  306
;
_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      0.0635040000
_diffrn_orient_matrix_UB_12      0.0120471000
_diffrn_orient_matrix_UB_13      0.0122020000
_diffrn_orient_matrix_UB_21      -0.0099822000
_diffrn_orient_matrix_UB_22      0.0420443000
_diffrn_orient_matrix_UB_23      -0.0318515000
_diffrn_orient_matrix_UB_31      -0.0080347000
_diffrn_orient_matrix_UB_32      0.0430994000
_diffrn_orient_matrix_UB_33      0.0275569000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4437
_reflns_number_total             4999
_reflns_odcompleteness_completeness 99.40
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (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)'
_refine_diff_density_max         1.064
_refine_diff_density_min         -0.678
_refine_diff_density_rms         0.095
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.937
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4999
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0280
_refine_ls_R_factor_gt           0.0227
_refine_ls_restrained_S_all      0.937
_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)+(0.0406P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0573
_refine_ls_wR_factor_ref         0.0591
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C004(H004), C006(H006), C008(H008), C00D(H00D), C00F(H00F), C00G(H00G),
 C00H(H00H), C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M),
 C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q), C00S(H00S), C00T(H00T),
 C00U(H00U)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Au00 Au 0.45558(2) 0.27693(2) 0.50146(2) 0.02631(5) Uani 1 1 d . . . . .
Cl00 Cl 0.12182(8) 0.09339(7) -0.02930(4) 0.0480(2) Uani 1 1 d . . . . .
C003 C 0.5773(3) 0.3350(2) 0.60860(15) 0.0243(5) Uani 1 1 d . . . . .
C004 C 0.4536(3) 0.5895(2) 0.74948(18) 0.0367(7) Uani 1 1 d . . . . .
H004 H 0.428462 0.647259 0.780598 0.044 Uiso 1 1 calc R . . . .
N005 N 0.3035(2) 0.2077(2) 0.32272(16) 0.0322(6) Uani 1 1 d . . . . .
C006 C 0.5217(2) 0.4965(2) 0.78875(17) 0.0317(6) Uani 1 1 d . . . . .
H006 H 0.540229 0.488390 0.846921 0.038 Uiso 1 1 calc R . . . .
C007 C 0.6960(3) 0.3053(2) 0.62803(16) 0.0241(5) Uani 1 1 d . . . . .
C008 C 0.5634(3) 0.4145(2) 0.74442(16) 0.0276(6) Uani 1 1 d . . . . .
H008 H 0.612925 0.352552 0.772947 0.033 Uiso 1 1 calc R . . . .
C009 C 0.7971(2) 0.3615(2) 0.69466(15) 0.0248(5) Uani 1 1 d . . . . .
C00A C 0.2544(2) 0.1828(2) 0.23832(17) 0.0276(6) Uani 1 1 d . . . . .
C00B C 0.5338(2) 0.4212(2) 0.65836(16) 0.0239(5) Uani 1 1 d . . . . .
C00C C 0.3511(3) 0.2306(2) 0.3902(2) 0.0331(7) Uani 1 1 d . . . . .
C00D C 0.2043(3) 0.0739(2) 0.21473(17) 0.0304(6) Uani 1 1 d . . . . .
H00D H 0.200133 0.018436 0.255078 0.036 Uiso 1 1 calc R . . . .
C00E C 0.7390(3) 0.2179(2) 0.57835(17) 0.0261(6) Uani 1 1 d . . . . .
C00F C 0.4218(3) 0.5984(2) 0.66354(19) 0.0345(6) Uani 1 1 d . . . . .
H00F H 0.374283 0.661940 0.635673 0.041 Uiso 1 1 calc R . . . .
C00G C 0.4601(2) 0.5137(2) 0.61935(17) 0.0286(6) Uani 1 1 d . . . . .
H00G H 0.435583 0.518664 0.560761 0.034 Uiso 1 1 calc R . . . .
C00H C 0.2605(3) 0.2653(2) 0.1809(2) 0.0322(7) Uani 1 1 d . . . . .
H00H H 0.294344 0.339531 0.198183 0.039 Uiso 1 1 calc R . . . .
C00I C 0.2166(3) 0.2381(3) 0.0980(2) 0.0325(6) Uani 1 1 d . . . . .
H00I H 0.219325 0.293639 0.057339 0.039 Uiso 1 1 calc R . . . .
C00J C 0.6834(3) 0.1093(2) 0.55828(16) 0.0269(6) Uani 1 1 d . . . . .
H00J H 0.619976 0.087098 0.580162 0.032 Uiso 1 1 calc R . . . .
C00K C 0.7195(3) 0.0342(2) 0.50721(16) 0.0328(6) Uani 1 1 d . . . . .
H00K H 0.680643 -0.038965 0.494287 0.039 Uiso 1 1 calc R . . . .
C00L C 0.1608(3) 0.0479(2) 0.13191(17) 0.0331(6) Uani 1 1 d . . . . .
H00L H 0.125686 -0.025732 0.114247 0.040 Uiso 1 1 calc R . . . .
C00M C 0.8823(3) 0.2955(3) 0.75301(18) 0.0344(7) Uani 1 1 d . . . . .
H00M H 0.875459 0.213444 0.751596 0.041 Uiso 1 1 calc R . . . .
C00N C 0.8704(3) 0.1686(3) 0.49637(19) 0.0392(7) Uani 1 1 d . . . . .
H00N H 0.935419 0.188967 0.475511 0.047 Uiso 1 1 calc R . . . .
C00O C 0.8361(3) 0.2442(3) 0.54814(19) 0.0323(7) Uani 1 1 d . . . . .
H00O H 0.878949 0.315102 0.563451 0.039 Uiso 1 1 calc R . . . .
C00P C 0.8115(3) 0.0640(3) 0.47456(17) 0.0375(7) Uani 1 1 d . . . . .
H00P H 0.833938 0.013207 0.437667 0.045 Uiso 1 1 calc R . . . .
C00Q C 0.8116(3) 0.4813(2) 0.69729(18) 0.0315(6) Uani 1 1 d . . . . .
H00Q H 0.755014 0.528265 0.657711 0.038 Uiso 1 1 calc R . . . .
C00R C 0.1687(3) 0.1297(2) 0.07484(16) 0.0299(6) Uani 1 1 d . . . . .
C00S C 0.9076(3) 0.5326(3) 0.7569(2) 0.0415(7) Uani 1 1 d . . . . .
H00S H 0.916680 0.614360 0.757608 0.050 Uiso 1 1 calc R . . . .
C00T C 0.9776(3) 0.3481(3) 0.81352(18) 0.0427(8) Uani 1 1 d . . . . .
H00T H 1.034295 0.302038 0.853777 0.051 Uiso 1 1 calc R . . . .
C00U C 0.9898(3) 0.4666(3) 0.8151(2) 0.0471(8) Uani 1 1 d . . . . .
H00U H 1.054935 0.502537 0.856272 0.057 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au00 C003 2.040(3) . ?
Au00 C00C 1.979(3) . ?
Cl00 C00R 1.736(3) . ?
C003 C007 1.347(4) . ?
C003 C00B 1.489(4) . ?
C004 H004 0.9500 . ?
C004 C006 1.375(4) . ?
C004 C00F 1.397(4) . ?
N005 C00A 1.401(4) . ?
N005 C00C 1.140(4) . ?
C006 H006 0.9500 . ?
C006 C008 1.384(4) . ?
C007 C009 1.500(4) . ?
C007 C00E 1.494(4) . ?
C008 H008 0.9500 . ?
C008 C00B 1.399(4) . ?
C009 C00M 1.389(4) . ?
C009 C00Q 1.392(4) . ?
C00A C00D 1.390(4) . ?
C00A C00H 1.382(4) . ?
C00B C00G 1.398(4) . ?
C00D H00D 0.9500 . ?
C00D C00L 1.375(4) . ?
C00E C00J 1.402(4) . ?
C00E C00O 1.398(4) . ?
C00F H00F 0.9500 . ?
C00F C00G 1.385(4) . ?
C00G H00G 0.9500 . ?
C00H H00H 0.9500 . ?
C00H C00I 1.380(4) . ?
C00I H00I 0.9500 . ?
C00I C00R 1.376(4) . ?
C00J H00J 0.9500 . ?
C00J C00K 1.378(4) . ?
C00K H00K 0.9500 . ?
C00K C00P 1.381(4) . ?
C00L H00L 0.9500 . ?
C00L C00R 1.376(4) . ?
C00M H00M 0.9500 . ?
C00M C00T 1.392(4) . ?
C00N H00N 0.9500 . ?
C00N C00O 1.380(4) . ?
C00N C00P 1.379(5) . ?
C00O H00O 0.9500 . ?
C00P H00P 0.9500 . ?
C00Q H00Q 0.9500 . ?
C00Q C00S 1.382(4) . ?
C00S H00S 0.9500 . ?
C00S C00U 1.371(5) . ?
C00T H00T 0.9500 . ?
C00T C00U 1.375(5) . ?
C00U H00U 0.9500 . ?

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
_geom_angle_publ_flag
C00C Au00 C003 172.60(12) . . ?
C007 C003 Au00 120.15(19) . . ?
C007 C003 C00B 121.5(2) . . ?
C00B C003 Au00 117.96(19) . . ?
C006 C004 H004 120.2 . . ?
C006 C004 C00F 119.5(2) . . ?
C00F C004 H004 120.2 . . ?
C00C N005 C00A 174.9(3) . . ?
C004 C006 H006 119.7 . . ?
C004 C006 C008 120.7(2) . . ?
C008 C006 H006 119.7 . . ?
C003 C007 C009 124.7(2) . . ?
C003 C007 C00E 121.3(3) . . ?
C00E C007 C009 113.9(2) . . ?
C006 C008 H008 119.4 . . ?
C006 C008 C00B 121.2(2) . . ?
C00B C008 H008 119.4 . . ?
C00M C009 C007 121.1(2) . . ?
C00M C009 C00Q 118.1(3) . . ?
C00Q C009 C007 120.8(3) . . ?
C00D C00A N005 118.9(3) . . ?
C00H C00A N005 119.3(3) . . ?
C00H C00A C00D 121.8(3) . . ?
C008 C00B C003 122.7(2) . . ?
C008 C00B C00G 117.1(2) . . ?
C00G C00B C003 120.1(2) . . ?
N005 C00C Au00 171.1(3) . . ?
C00A C00D H00D 120.6 . . ?
C00L C00D C00A 118.8(3) . . ?
C00L C00D H00D 120.6 . . ?
C00J C00E C007 122.5(3) . . ?
C00O C00E C007 120.0(2) . . ?
C00O C00E C00J 117.5(3) . . ?
C004 C00F H00F 120.3 . . ?
C00G C00F C004 119.4(3) . . ?
C00G C00F H00F 120.3 . . ?
C00B C00G H00G 119.0 . . ?
C00F C00G C00B 122.0(3) . . ?
C00F C00G H00G 119.0 . . ?
C00A C00H H00H 120.6 . . ?
C00I C00H C00A 118.9(3) . . ?
C00I C00H H00H 120.6 . . ?
C00H C00I H00I 120.4 . . ?
C00R C00I C00H 119.2(3) . . ?
C00R C00I H00I 120.4 . . ?
C00E C00J H00J 119.6 . . ?
C00K C00J C00E 120.9(3) . . ?
C00K C00J H00J 119.6 . . ?
C00J C00K H00K 119.6 . . ?
C00J C00K C00P 120.9(3) . . ?
C00P C00K H00K 119.6 . . ?
C00D C00L H00L 120.3 . . ?
C00D C00L C00R 119.4(2) . . ?
C00R C00L H00L 120.3 . . ?
C009 C00M H00M 119.6 . . ?
C009 C00M C00T 120.8(3) . . ?
C00T C00M H00M 119.6 . . ?
C00O C00N H00N 119.6 . . ?
C00P C00N H00N 119.6 . . ?
C00P C00N C00O 120.8(3) . . ?
C00E C00O H00O 119.5 . . ?
C00N C00O C00E 120.9(3) . . ?
C00N C00O H00O 119.5 . . ?
C00K C00P H00P 120.5 . . ?
C00N C00P C00K 118.9(3) . . ?
C00N C00P H00P 120.5 . . ?
C009 C00Q H00Q 119.7 . . ?
C00S C00Q C009 120.7(3) . . ?
C00S C00Q H00Q 119.7 . . ?
C00I C00R Cl00 118.9(2) . . ?
C00L C00R Cl00 119.1(2) . . ?
C00L C00R C00I 122.0(3) . . ?
C00Q C00S H00S 119.7 . . ?
C00U C00S C00Q 120.7(3) . . ?
C00U C00S H00S 119.7 . . ?
C00M C00T H00T 120.0 . . ?
C00U C00T C00M 120.1(3) . . ?
C00U C00T H00T 120.0 . . ?
C00S C00U C00T 119.7(3) . . ?
C00S C00U H00U 120.2 . . ?
C00T C00U H00U 120.2 . . ?

_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 1.934
_oxdiff_exptl_absorpt_empirical_full_min 0.674
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_msm-178_0deg
_database_code_depnum_ccdc_archive 'CCDC 1884310'
loop_
_audit_author_name
_audit_author_address
'Takaki Mashimo'
;Hokkaido University
Japan
;
_audit_update_record             
;
2018-12-11 deposited with the CCDC.	2019-03-06 downloaded from the CCDC.
;
_audit_creation_date             2018-08-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        1_0C
_chemical_formula_moiety         'C27 H19 Au Cl N'
_chemical_formula_sum            'C27 H19 Au Cl N'
_chemical_formula_weight         589.85
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.3778(4)
_cell_length_b                   11.0704(3)
_cell_length_c                   17.1193(5)
_cell_angle_alpha                90
_cell_angle_beta                 108.640(3)
_cell_angle_gamma                90
_cell_volume                     2222.76(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9343
_cell_measurement_temperature    273
_cell_measurement_theta_max      27.7800
_cell_measurement_theta_min      3.0550
_shelx_estimated_absorpt_T_max   0.729
_shelx_estimated_absorpt_T_min   0.237
_exptl_absorpt_coefficient_mu    6.752
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52381
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.763
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_av_unetI/netI     0.0289
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.838
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            18937
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.838
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.033
_diffrn_reflns_theta_min         3.062
_diffrn_ambient_temperature      273
_diffrn_detector                 'PLATUS 200K area detector'
_diffrn_detector_area_resol_mean 5.811
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.838
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -19.00   6.00   0.50    0.78    --    5.00  45.00 -13.00   50
  2  ω    -28.00  -2.00   0.50    0.78    --   -7.30  45.00 -13.00   52
  3  ω    -74.00 -48.00   0.50    0.78    --    5.00  60.00 -60.00   52
  4  ω     -6.00  85.00   0.50    0.78    --    5.00  60.00 -60.00  182
  5  ω    -97.00  43.00   0.50    0.78    --   -7.30  43.00 -90.00  280
;
_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      0.0595194000
_diffrn_orient_matrix_UB_12      0.0102346000
_diffrn_orient_matrix_UB_13      0.0106473000
_diffrn_orient_matrix_UB_21      -0.0100501000
_diffrn_orient_matrix_UB_22      0.0440519000
_diffrn_orient_matrix_UB_23      -0.0316425000
_diffrn_orient_matrix_UB_31      -0.0038108000
_diffrn_orient_matrix_UB_32      0.0453542000
_diffrn_orient_matrix_UB_33      0.0282439000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4072
_reflns_number_total             4966
_reflns_odcompleteness_completeness 98.56
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (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)'
_refine_diff_density_max         1.027
_refine_diff_density_min         -0.737
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4966
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0245
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0203P)²+1.1558P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0509
_refine_ls_wR_factor_ref         0.0537
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C008(H008), C00B(H00B), C00C(H00C), C00D(H00D), C00E(H00E), C00F(H00F),
 C00G(H00G), C00H(H00H), C00J(H00J), C00K(H00K), C00L(H00L), C00N(H00N),
 C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T),
 C00U(H00U)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Au00 Au 0.47868(2) 0.26508(2) 0.50670(2) 0.05085(6) Uani 1 1 d . . . . .
Cl00 Cl 0.12232(11) 0.10935(11) -0.02174(6) 0.0961(4) Uani 1 1 d . . . . .
N003 N 0.3205(2) 0.1905(2) 0.33274(17) 0.0549(6) Uani 1 1 d . . . . .
C004 C 0.2685(2) 0.1719(3) 0.24798(18) 0.0445(7) Uani 1 1 d . . . . .
C005 C 0.5497(2) 0.4140(2) 0.66285(18) 0.0438(7) Uani 1 1 d . . . . .
C006 C 0.7991(2) 0.3724(3) 0.69400(18) 0.0458(7) Uani 1 1 d . . . . .
C007 C 0.5943(3) 0.3313(3) 0.61125(17) 0.0458(7) Uani 1 1 d . . . . .
C008 C 0.5818(3) 0.4037(3) 0.74815(19) 0.0503(7) Uani 1 1 d . . . . .
H008 H 0.635921 0.346536 0.775206 0.060 Uiso 1 1 calc R . . . .
C009 C 0.7479(3) 0.2212(3) 0.57797(19) 0.0478(7) Uani 1 1 d . . . . .
C00A C 0.7064(3) 0.3089(3) 0.62858(18) 0.0452(7) Uani 1 1 d . . . . .
C00B C 0.7043(3) 0.1052(3) 0.56119(19) 0.0523(8) Uani 1 1 d . . . . .
H00B H 0.650400 0.078503 0.584612 0.063 Uiso 1 1 calc R . . . .
C00C C 0.4681(3) 0.5004(2) 0.6254(2) 0.0500(8) Uani 1 1 d . . . . .
H00C H 0.443509 0.507389 0.568310 0.060 Uiso 1 1 calc R . . . .
C00D C 0.5334(3) 0.4782(3) 0.7931(2) 0.0587(9) Uani 1 1 d . . . . .
H00D H 0.554825 0.469586 0.850086 0.070 Uiso 1 1 calc R . . . .
C00E C 0.8829(3) 0.3083(3) 0.7528(2) 0.0594(8) Uani 1 1 d . . . . .
H00E H 0.880987 0.224329 0.752438 0.071 Uiso 1 1 calc R . . . .
C00F C 0.8070(3) 0.4970(3) 0.6955(2) 0.0562(8) Uani 1 1 d . . . . .
H00F H 0.752434 0.542240 0.656499 0.067 Uiso 1 1 calc R . . . .
C00G C 0.4552(3) 0.5635(3) 0.7554(2) 0.0647(10) Uani 1 1 d . . . . .
H00G H 0.423901 0.613244 0.786337 0.078 Uiso 1 1 calc R . . . .
C00H C 0.1902(3) 0.0818(3) 0.2209(2) 0.0600(9) Uani 1 1 d . . . . .
H00H H 0.169002 0.033735 0.258128 0.072 Uiso 1 1 calc R . . . .
C00I C 0.1756(3) 0.1353(3) 0.08374(19) 0.0549(8) Uani 1 1 d . . . . .
C00J C 0.4225(3) 0.5759(3) 0.6709(2) 0.0620(9) Uani 1 1 d . . . . .
H00J H 0.369958 0.634866 0.644595 0.074 Uiso 1 1 calc R . . . .
C00K C 0.9751(3) 0.4910(4) 0.8127(3) 0.0726(11) Uani 1 1 d . . . . .
H00K H 1.033152 0.530819 0.852663 0.087 Uiso 1 1 calc R . . . .
C00L C 0.9698(3) 0.3682(4) 0.8122(2) 0.0703(10) Uani 1 1 d . . . . .
H00L H 1.024565 0.324108 0.851844 0.084 Uiso 1 1 calc R . . . .
C00M C 0.3738(3) 0.2140(3) 0.3988(2) 0.0589(8) Uani 1 1 d . . . . .
C00N C 0.3011(3) 0.2440(3) 0.1953(2) 0.0613(9) Uani 1 1 d . . . . .
H00N H 0.354443 0.304979 0.215357 0.074 Uiso 1 1 calc R . . . .
C00O C 0.2538(3) 0.2255(3) 0.1118(2) 0.0638(9) Uani 1 1 d . . . . .
H00O H 0.274958 0.273954 0.074749 0.077 Uiso 1 1 calc R . . . .
C00P C 0.8325(4) 0.2546(3) 0.5445(2) 0.0652(10) Uani 1 1 d . . . . .
H00P H 0.867012 0.329882 0.557073 0.078 Uiso 1 1 calc R . . . .
C00Q C 0.8952(3) 0.5553(4) 0.7545(3) 0.0701(10) Uani 1 1 d . . . . .
H00Q H 0.899757 0.639137 0.754228 0.084 Uiso 1 1 calc R . . . .
C00R C 0.7393(3) 0.0291(3) 0.5106(2) 0.0658(9) Uani 1 1 d . . . . .
H00R H 0.708267 -0.047988 0.499977 0.079 Uiso 1 1 calc R . . . .
C00S C 0.8658(4) 0.1781(4) 0.4932(2) 0.0756(11) Uani 1 1 d . . . . .
H00S H 0.920578 0.203336 0.470123 0.091 Uiso 1 1 calc R . . . .
C00T C 0.1434(3) 0.0637(4) 0.1373(2) 0.0695(10) Uani 1 1 d . . . . .
H00T H 0.089901 0.002756 0.117346 0.083 Uiso 1 1 calc R . . . .
C00U C 0.8192(3) 0.0652(4) 0.4757(2) 0.0718(10) Uani 1 1 d . . . . .
H00U H 0.841449 0.013893 0.440688 0.086 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au00 C007 2.037(3) . ?
Au00 C00M 1.971(4) . ?
Cl00 C00I 1.737(3) . ?
N003 C004 1.402(4) . ?
N003 C00M 1.142(4) . ?
C004 C00H 1.365(4) . ?
C004 C00N 1.358(5) . ?
C005 C007 1.495(4) . ?
C005 C008 1.390(4) . ?
C005 C00C 1.390(4) . ?
C006 C00A 1.498(4) . ?
C006 C00E 1.387(4) . ?
C006 C00F 1.382(4) . ?
C007 C00A 1.346(4) . ?
C008 H008 0.9300 . ?
C008 C00D 1.389(5) . ?
C009 C00A 1.498(4) . ?
C009 C00B 1.386(4) . ?
C009 C00P 1.395(5) . ?
C00B H00B 0.9300 . ?
C00B C00R 1.373(5) . ?
C00C H00C 0.9300 . ?
C00C C00J 1.379(5) . ?
C00D H00D 0.9300 . ?
C00D C00G 1.359(5) . ?
C00E H00E 0.9300 . ?
C00E C00L 1.389(5) . ?
C00F H00F 0.9300 . ?
C00F C00Q 1.387(5) . ?
C00G H00G 0.9300 . ?
C00G C00J 1.379(5) . ?
C00H H00H 0.9300 . ?
C00H C00T 1.377(5) . ?
C00I C00O 1.366(5) . ?
C00I C00T 1.365(5) . ?
C00J H00J 0.9300 . ?
C00K H00K 0.9300 . ?
C00K C00L 1.362(5) . ?
C00K C00Q 1.358(6) . ?
C00L H00L 0.9300 . ?
C00N H00N 0.9300 . ?
C00N C00O 1.376(5) . ?
C00O H00O 0.9300 . ?
C00P H00P 0.9300 . ?
C00P C00S 1.374(5) . ?
C00Q H00Q 0.9300 . ?
C00R H00R 0.9300 . ?
C00R C00U 1.368(5) . ?
C00S H00S 0.9300 . ?
C00S C00U 1.369(5) . ?
C00T H00T 0.9300 . ?
C00U H00U 0.9300 . ?

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
_geom_angle_publ_flag
C00M Au00 C007 173.62(13) . . ?
C00M N003 C004 170.7(3) . . ?
C00H C004 N003 120.0(3) . . ?
C00N C004 N003 117.8(3) . . ?
C00N C004 C00H 122.2(3) . . ?
C008 C005 C007 122.3(3) . . ?
C008 C005 C00C 117.6(3) . . ?
C00C C005 C007 120.0(3) . . ?
C00E C006 C00A 121.3(3) . . ?
C00F C006 C00A 121.0(3) . . ?
C00F C006 C00E 117.7(3) . . ?
C005 C007 Au00 116.8(2) . . ?
C00A C007 Au00 120.8(2) . . ?
C00A C007 C005 122.1(3) . . ?
C005 C008 H008 119.9 . . ?
C00D C008 C005 120.3(3) . . ?
C00D C008 H008 119.9 . . ?
C00B C009 C00A 122.5(3) . . ?
C00B C009 C00P 117.0(3) . . ?
C00P C009 C00A 120.5(3) . . ?
C007 C00A C006 124.6(3) . . ?
C007 C00A C009 120.8(3) . . ?
C009 C00A C006 114.5(3) . . ?
C009 C00B H00B 119.4 . . ?
C00R C00B C009 121.2(3) . . ?
C00R C00B H00B 119.4 . . ?
C005 C00C H00C 119.2 . . ?
C00J C00C C005 121.7(3) . . ?
C00J C00C H00C 119.2 . . ?
C008 C00D H00D 119.4 . . ?
C00G C00D C008 121.2(3) . . ?
C00G C00D H00D 119.4 . . ?
C006 C00E H00E 119.6 . . ?
C006 C00E C00L 120.8(3) . . ?
C00L C00E H00E 119.6 . . ?
C006 C00F H00F 119.6 . . ?
C006 C00F C00Q 120.8(3) . . ?
C00Q C00F H00F 119.6 . . ?
C00D C00G H00G 120.2 . . ?
C00D C00G C00J 119.6(3) . . ?
C00J C00G H00G 120.2 . . ?
C004 C00H H00H 120.8 . . ?
C004 C00H C00T 118.5(3) . . ?
C00T C00H H00H 120.8 . . ?
C00O C00I Cl00 118.5(3) . . ?
C00T C00I Cl00 120.4(3) . . ?
C00T C00I C00O 121.0(3) . . ?
C00C C00J H00J 120.1 . . ?
C00G C00J C00C 119.7(3) . . ?
C00G C00J H00J 120.1 . . ?
C00L C00K H00K 120.1 . . ?
C00Q C00K H00K 120.1 . . ?
C00Q C00K C00L 119.7(3) . . ?
C00E C00L H00L 119.8 . . ?
C00K C00L C00E 120.4(4) . . ?
C00K C00L H00L 119.8 . . ?
N003 C00M Au00 172.9(3) . . ?
C004 C00N H00N 120.5 . . ?
C004 C00N C00O 119.0(3) . . ?
C00O C00N H00N 120.5 . . ?
C00I C00O C00N 119.5(3) . . ?
C00I C00O H00O 120.3 . . ?
C00N C00O H00O 120.3 . . ?
C009 C00P H00P 119.4 . . ?
C00S C00P C009 121.1(3) . . ?
C00S C00P H00P 119.4 . . ?
C00F C00Q H00Q 119.7 . . ?
C00K C00Q C00F 120.6(3) . . ?
C00K C00Q H00Q 119.7 . . ?
C00B C00R H00R 119.6 . . ?
C00U C00R C00B 120.9(3) . . ?
C00U C00R H00R 119.6 . . ?
C00P C00S H00S 119.7 . . ?
C00U C00S C00P 120.7(4) . . ?
C00U C00S H00S 119.7 . . ?
C00H C00T H00T 120.1 . . ?
C00I C00T C00H 119.8(3) . . ?
C00I C00T H00T 120.1 . . ?
C00R C00U C00S 119.0(3) . . ?
C00R C00U H00U 120.5 . . ?
C00S C00U H00U 120.5 . . ?

_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 1.411
_oxdiff_exptl_absorpt_empirical_full_min 0.740
