# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_gbmm_130_p212121_a
_database_code_depnum_ccdc_archive 'CCDC 2170655'
loop_
_audit_author_name
_audit_author_address
'Mohand Melaimi'
;UCSD
United States of America
;
_audit_update_record             
;
2022-05-05 deposited with the CCDC.	2022-06-09 downloaded from the CCDC.
;
_audit_creation_date             2017-06-10
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H23 Au Cl N, C H Cl3'
_chemical_formula_sum            'C24 H24 Au Cl4 N'
_chemical_formula_weight         665.21
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.6880(10)
_cell_length_b                   13.5775(14)
_cell_length_c                   17.3369(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2515.9(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9887
_cell_measurement_temperature    100
_cell_measurement_theta_max      25.415
_cell_measurement_theta_min      2.425
_shelx_estimated_absorpt_T_max   0.602
_shelx_estimated_absorpt_T_min   0.303
_exptl_absorpt_coefficient_mu    6.284
_exptl_absorpt_correction_T_max  0.4901
_exptl_absorpt_correction_T_min  0.4201
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0700 before and 0.0597 after correction.
The Ratio of minimum to maximum transmission is 0.8572.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.756
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1288
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_unetI/netI     0.0374
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            19666
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.430
_diffrn_reflns_theta_min         2.239
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker APEX-II CCD'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD Area Detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'Kappa Four-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker X8 APEX II'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'sealed tube'
_diffrn_source_type              fine-focus
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.760
_reflns_Friedel_fraction_full    0.994
_reflns_Friedel_fraction_max     0.992
_reflns_number_gt                4459
_reflns_number_total             4615
_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       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'APEX2 v2014.11-0 (Bruker, 2014)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_refine_diff_density_max         0.939
_refine_diff_density_min         -0.475
_refine_diff_density_rms         0.084
_refine_ls_abs_structure_details 
;
 Flack x determined using 1879 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.007(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     303
_refine_ls_number_reflns         4615
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0208
_refine_ls_R_factor_gt           0.0194
_refine_ls_restrained_S_all      1.084
_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)+(0.0149P)²+0.3264P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0445
_refine_ls_wR_factor_ref         0.0450
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 C24, Cl3, Cl2, Cl4, Cl2A, Cl3A, Cl4A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3. Others
 Sof(H24A)=Sof(Cl2A)=Sof(Cl3A)=Sof(Cl4A)=1-FVAR(1)
 Sof(Cl3)=Sof(Cl2)=Sof(Cl4)=Sof(H24)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C21(H21), C17(H17), C24(H24), C24(H24A)
4.b Aromatic/amide H refined with riding coordinates:
 C15(H15), C9(H9), C6(H6), C7(H7), C12(H12), C13(H13), C8(H8), C14(H14),
 C18(H18)
4.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C20(H20A,H20B,
 H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Au1 Au 0.78929(2) 0.36425(2) 0.70699(2) 0.01455(7) Uani 1 1 d . . . . .
Cl1 Cl 0.99819(12) 0.38853(12) 0.72851(8) 0.0216(4) Uani 1 1 d . . . . .
Cl3 Cl 1.0963(3) 0.7448(3) 0.5597(2) 0.0731(12) Uani 0.761(4) 1 d . U P A 1
Cl2 Cl 0.9632(4) 0.6180(2) 0.66490(17) 0.0708(12) Uani 0.761(4) 1 d . U P A 1
Cl4 Cl 0.8292(3) 0.7411(3) 0.55958(18) 0.0838(15) Uani 0.761(4) 1 d . U P A 1
N1 N 0.5118(3) 0.3628(4) 0.7233(2) 0.0104(9) Uani 1 1 d . . . . .
C15 C 0.5440(5) 0.3556(5) 0.3970(3) 0.0209(14) Uani 1 1 d . . . . .
H15 H 0.5044 0.3262 0.3537 0.025 Uiso 1 1 calc R . . . .
C10 C 0.5521(5) 0.1521(4) 0.5248(3) 0.0150(13) Uani 1 1 d . . . . .
C9 C 0.5822(6) 0.0585(5) 0.4986(4) 0.0241(15) Uani 1 1 d . . . . .
H9 H 0.5398 0.0312 0.4554 0.029 Uiso 1 1 calc R . . . .
C6 C 0.7063(5) 0.1374(4) 0.6264(3) 0.0172(11) Uani 1 1 d . . . . .
H6 H 0.7482 0.1640 0.6700 0.021 Uiso 1 1 calc R . . . .
C7 C 0.7366(5) 0.0436(4) 0.5993(4) 0.0223(15) Uani 1 1 d . . . . .
H7 H 0.7998 0.0064 0.6244 0.027 Uiso 1 1 calc R . . . .
C12 C 0.6640(5) 0.4398(4) 0.5250(4) 0.0189(14) Uani 1 1 d . . . . .
H12 H 0.7049 0.4682 0.5682 0.023 Uiso 1 1 calc R . . . .
C11 C 0.5937(4) 0.3559(5) 0.5329(3) 0.0136(12) Uani 1 1 d . . . . .
C19 C 0.3096(5) 0.2719(4) 0.7390(3) 0.0175(13) Uani 1 1 d . . . . .
H19A H 0.3610 0.2154 0.7541 0.026 Uiso 1 1 calc GR . . . .
H19B H 0.2353 0.2487 0.7114 0.026 Uiso 1 1 calc GR . . . .
H19C H 0.2839 0.3083 0.7852 0.026 Uiso 1 1 calc GR . . . .
C1 C 0.6093(5) 0.3419(4) 0.6820(3) 0.0121(13) Uani 1 1 d . . . . .
C3 C 0.4261(4) 0.2907(4) 0.6135(3) 0.0117(12) Uani 1 1 d . . . . .
C13 C 0.6742(5) 0.4828(5) 0.4517(4) 0.0238(15) Uani 1 1 d . . . . .
H13 H 0.7223 0.5411 0.4454 0.029 Uiso 1 1 calc R . . . .
C5 C 0.6145(5) 0.1915(4) 0.5891(3) 0.0137(12) Uani 1 1 d . . . . .
C8 C 0.6754(5) 0.0048(5) 0.5363(4) 0.0245(16) Uani 1 1 d . . . . .
H8 H 0.6969 -0.0591 0.5183 0.029 Uiso 1 1 calc R . . . .
C2 C 0.3857(4) 0.3398(4) 0.6864(3) 0.0137(13) Uani 1 1 d . . . . .
C22 C 0.5752(5) 0.3436(5) 0.8593(3) 0.0225(16) Uani 1 1 d . . . . .
H22A H 0.5425 0.2765 0.8536 0.034 Uiso 1 1 calc GR . . . .
H22B H 0.5575 0.3676 0.9114 0.034 Uiso 1 1 calc GR . . . .
H22C H 0.6658 0.3433 0.8506 0.034 Uiso 1 1 calc GR . . . .
C21 C 0.5133(5) 0.4100(4) 0.8011(3) 0.0171(12) Uani 1 1 d . . . . .
H21 H 0.4242 0.4180 0.8175 0.020 Uiso 1 1 calc R . . . .
C23 C 0.5699(5) 0.5131(4) 0.7963(4) 0.0228(13) Uani 1 1 d . . . . .
H23A H 0.6577 0.5083 0.7805 0.034 Uiso 1 1 calc GR . . . .
H23B H 0.5648 0.5450 0.8469 0.034 Uiso 1 1 calc GR . . . .
H23C H 0.5236 0.5523 0.7584 0.034 Uiso 1 1 calc GR . . . .
C16 C 0.5323(5) 0.3145(5) 0.4690(3) 0.0165(13) Uani 1 1 d . . . . .
C20 C 0.3168(5) 0.4374(4) 0.6708(3) 0.0185(14) Uani 1 1 d . . . . .
H20A H 0.2965 0.4693 0.7199 0.028 Uiso 1 1 calc GR . . . .
H20B H 0.2395 0.4241 0.6423 0.028 Uiso 1 1 calc GR . . . .
H20C H 0.3706 0.4810 0.6402 0.028 Uiso 1 1 calc GR . . . .
C14 C 0.6152(5) 0.4416(5) 0.3885(4) 0.0279(16) Uani 1 1 d . . . . .
H14 H 0.6230 0.4716 0.3393 0.033 Uiso 1 1 calc R . . . .
C17 C 0.4571(5) 0.2211(4) 0.4891(3) 0.0188(14) Uani 1 1 d . . . . .
H17 H 0.4128 0.1920 0.4437 0.023 Uiso 1 1 calc R . . . .
C18 C 0.3678(5) 0.2519(4) 0.5545(3) 0.0158(13) Uani 1 1 d . . . . .
H18 H 0.2796 0.2436 0.5522 0.019 Uiso 1 1 calc R . . . .
C4 C 0.5688(5) 0.2963(4) 0.6070(3) 0.0119(12) Uani 1 1 d . . . . .
C24 C 0.9674(7) 0.7296(6) 0.6189(5) 0.0457(19) Uani 1 1 d . U . . .
H24 H 0.9669 0.7832 0.6585 0.055 Uiso 0.761(4) 1 calc R . P A 1
H24A H 0.9466 0.7694 0.6657 0.055 Uiso 0.239(4) 1 calc R . P A 2
Cl2A Cl 0.8593(8) 0.6383(8) 0.6106(7) 0.075(4) Uani 0.239(4) 1 d . U P A 2
Cl3A Cl 1.1172(11) 0.6625(11) 0.6377(10) 0.120(6) Uani 0.239(4) 1 d . U P A 2
Cl4A Cl 0.984(2) 0.8017(12) 0.5496(9) 0.130(7) Uani 0.239(4) 1 d . U P A 2


_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
Au1 Cl1 2.2875(14) . ?
Au1 C1 1.995(5) . ?
Cl3 C24 1.731(9) . ?
Cl2 C24 1.713(9) . ?
Cl4 C24 1.807(9) . ?
N1 C1 1.296(6) . ?
N1 C2 1.523(6) . ?
N1 C21 1.494(7) . ?
C15 C16 1.373(8) . ?
C15 C14 1.402(9) . ?
C10 C9 1.387(8) . ?
C10 C5 1.405(8) . ?
C10 C17 1.514(8) . ?
C9 C8 1.397(9) . ?
C6 C7 1.395(8) . ?
C6 C5 1.385(8) . ?
C7 C8 1.378(9) . ?
C12 C11 1.372(8) . ?
C12 C13 1.402(9) . ?
C11 C16 1.404(8) . ?
C11 C4 1.542(8) . ?
C19 C2 1.531(7) . ?
C1 C4 1.503(7) . ?
C3 C2 1.493(8) . ?
C3 C18 1.309(8) . ?
C3 C4 1.531(7) . ?
C13 C14 1.382(9) . ?
C5 C4 1.537(8) . ?
C2 C20 1.540(8) . ?
C22 C21 1.506(8) . ?
C21 C23 1.527(8) . ?
C16 C17 1.542(8) . ?
C17 C18 1.540(7) . ?
C24 Cl2A 1.700(12) . ?
C24 Cl3A 1.871(14) . ?
C24 Cl4A 1.561(17) . ?

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
C1 Au1 Cl1 176.78(16) . . ?
C1 N1 C2 115.7(4) . . ?
C1 N1 C21 125.7(4) . . ?
C21 N1 C2 118.5(4) . . ?
C16 C15 C14 118.8(6) . . ?
C9 C10 C5 119.9(6) . . ?
C9 C10 C17 126.1(5) . . ?
C5 C10 C17 114.1(5) . . ?
C10 C9 C8 119.4(6) . . ?
C5 C6 C7 119.4(5) . . ?
C8 C7 C6 120.4(6) . . ?
C11 C12 C13 118.7(6) . . ?
C12 C11 C16 120.6(6) . . ?
C12 C11 C4 127.8(5) . . ?
C16 C11 C4 111.6(5) . . ?
N1 C1 Au1 128.5(4) . . ?
N1 C1 C4 109.6(4) . . ?
C4 C1 Au1 121.9(4) . . ?
C2 C3 C4 109.1(4) . . ?
C18 C3 C2 134.7(5) . . ?
C18 C3 C4 116.0(5) . . ?
C14 C13 C12 120.9(6) . . ?
C10 C5 C4 111.2(5) . . ?
C6 C5 C10 120.3(5) . . ?
C6 C5 C4 128.4(5) . . ?
C7 C8 C9 120.6(6) . . ?
N1 C2 C19 110.0(4) . . ?
N1 C2 C20 108.7(4) . . ?
C19 C2 C20 111.6(4) . . ?
C3 C2 N1 101.0(4) . . ?
C3 C2 C19 112.9(5) . . ?
C3 C2 C20 112.0(5) . . ?
N1 C21 C22 110.7(4) . . ?
N1 C21 C23 110.4(5) . . ?
C22 C21 C23 114.3(5) . . ?
C15 C16 C11 120.9(6) . . ?
C15 C16 C17 125.9(6) . . ?
C11 C16 C17 113.2(5) . . ?
C13 C14 C15 120.1(6) . . ?
C10 C17 C16 104.6(4) . . ?
C10 C17 C18 106.4(5) . . ?
C18 C17 C16 105.4(5) . . ?
C3 C18 C17 112.9(5) . . ?
C1 C4 C11 117.1(5) . . ?
C1 C4 C3 104.1(4) . . ?
C1 C4 C5 117.7(5) . . ?
C3 C4 C11 105.0(4) . . ?
C3 C4 C5 106.6(4) . . ?
C5 C4 C11 105.2(4) . . ?
Cl3 C24 Cl4 107.6(5) . . ?
Cl2 C24 Cl3 113.7(5) . . ?
Cl2 C24 Cl4 108.7(5) . . ?
Cl2A C24 Cl3A 103.9(7) . . ?
Cl4A C24 Cl2A 118.1(10) . . ?
Cl4A C24 Cl3A 109.9(12) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_gb_ms_messe_a
_database_code_depnum_ccdc_archive 'CCDC 2170659'
loop_
_audit_author_name
_audit_author_address
'Mohand Melaimi'
;UCSD
United States of America
;
_audit_update_record             
;
2022-05-05 deposited with the CCDC.	2022-06-09 downloaded from the CCDC.
;
_audit_creation_date             2022-05-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H27 N Se'
_chemical_formula_sum            'C29 H27 N Se'
_chemical_formula_weight         468.47
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 '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      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   14.5039(11)
_cell_length_b                   10.7587(9)
_cell_length_c                   14.0722(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2195.9(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9966
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      25.39
_cell_measurement_theta_min      2.38
_shelx_estimated_absorpt_T_max   0.874
_shelx_estimated_absorpt_T_min   0.782
_exptl_absorpt_coefficient_mu    1.727
_exptl_absorpt_correction_T_max  0.6257
_exptl_absorpt_correction_T_min  0.4756
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1331 before and 0.0974 after correction.
The Ratio of minimum to maximum transmission is 0.7601.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0683
_diffrn_reflns_av_unetI/netI     0.0430
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            23073
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.435
_diffrn_reflns_theta_min         2.016
_diffrn_ambient_temperature      100.00
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           50.0
_diffrn_source_power             2.5
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1914
_reflns_number_total             2143
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.687
_refine_diff_density_min         -1.616
_refine_diff_density_rms         0.101
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     160
_refine_ls_number_reflns         2143
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0418
_refine_ls_restrained_S_all      1.064
_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)+(0.0722P)²+2.0668P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1172
_refine_ls_wR_factor_ref         0.1211
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H19A(0.5) H19B(0.5) H19C(0.5)
3.a Ternary CH refined with riding coordinates:
 C11(H11)
3.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C16(H16), C12(H12), C6(H6), C8(H8), C7(H7)
3.c Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C13(H13A,H13B,H13C), C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Se1 Se 0.50130(2) 0.250000 0.50453(2) 0.01531(19) Uani 1 2 d S T P . .
N1 N 0.31201(16) 0.250000 0.54409(17) 0.0080(5) Uani 1 2 d S T P . .
C4 C 0.3957(2) 0.250000 0.6841(2) 0.0083(6) Uani 1 2 d S T P . .
C15 C 0.28077(14) 0.1366(2) 0.39636(14) 0.0116(5) Uani 1 1 d . . . . .
C11 C 0.3578(2) 0.250000 0.8626(2) 0.0096(6) Uani 1 2 d S T P . .
H11 H 0.342696 0.250000 0.931969 0.011 Uiso 1 2 calc R U P . .
C10 C 0.41364(14) 0.3636(2) 0.83250(15) 0.0108(5) Uani 1 1 d . . . . .
C18 C 0.30392(17) 0.0134(2) 0.44184(17) 0.0153(5) Uani 1 1 d . . . . .
H18A H 0.343128 0.027446 0.497533 0.023 Uiso 1 1 calc R U . . .
H18B H 0.336726 -0.038924 0.395972 0.023 Uiso 1 1 calc R U . . .
H18C H 0.246932 -0.028166 0.461546 0.023 Uiso 1 1 calc R U . . .
C5 C 0.43457(14) 0.36492(19) 0.73501(14) 0.0096(4) Uani 1 1 d . . . . .
C3 C 0.2924(2) 0.250000 0.7078(2) 0.0080(6) Uani 1 2 d S T P . .
C1 C 0.3981(2) 0.250000 0.5771(2) 0.0092(6) Uani 1 2 d S T P . .
C14 C 0.2902(2) 0.250000 0.4438(2) 0.0103(6) Uani 1 2 d S T P . .
C9 C 0.44008(15) 0.4610(2) 0.88968(15) 0.0130(5) Uani 1 1 d . . . . .
H9 H 0.427395 0.459150 0.955893 0.016 Uiso 1 1 calc R U . . .
C13 C 0.17613(15) 0.1340(2) 0.61016(15) 0.0151(5) Uani 1 1 d . . . . .
H13A H 0.146335 0.132604 0.547658 0.023 Uiso 1 1 calc R U . . .
H13B H 0.128879 0.135128 0.659932 0.023 Uiso 1 1 calc R U . . .
H13C H 0.214619 0.059737 0.617488 0.023 Uiso 1 1 calc R U . . .
C16 C 0.25310(15) 0.1389(2) 0.30158(15) 0.0137(5) Uani 1 1 d . . . . .
H16 H 0.244574 0.062629 0.268762 0.016 Uiso 1 1 calc R U . . .
C12 C 0.2714(2) 0.250000 0.7991(2) 0.0101(6) Uani 1 2 d S T P . .
H12 H 0.210082 0.250000 0.822774 0.012 Uiso 1 2 calc R U P . .
C2 C 0.2362(2) 0.250000 0.6185(2) 0.0088(6) Uani 1 2 d S T P . .
C6 C 0.47963(16) 0.4654(2) 0.69507(17) 0.0128(5) Uani 1 1 d . . . . .
H6 H 0.493127 0.466816 0.629014 0.015 Uiso 1 1 calc R U . . .
C8 C 0.48565(16) 0.5625(2) 0.84968(18) 0.0166(5) Uani 1 1 d . . . . .
H8 H 0.503487 0.630313 0.888794 0.020 Uiso 1 1 calc R U . . .
C7 C 0.50505(14) 0.5650(2) 0.7534(2) 0.0158(6) Uani 1 1 d . . . . .
H7 H 0.535799 0.634753 0.726807 0.019 Uiso 1 1 calc R U . . .
C17 C 0.2376(2) 0.250000 0.2538(2) 0.0163(7) Uani 1 2 d S T P . .
C19 C 0.2065(3) 0.250000 0.1507(2) 0.0259(8) Uani 1 2 d S T P . .
H19A H 0.255711 0.216105 0.110604 0.039 Uiso 0.5 1 calc R U P A -1
H19B H 0.192667 0.335284 0.130819 0.039 Uiso 0.5 1 calc R U P A -1
H19C H 0.151085 0.198611 0.144153 0.039 Uiso 0.5 1 calc R U P A -1


_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
Se1 C1 1.812(3) . ?
N1 C1 1.332(4) . ?
N1 C14 1.446(4) . ?
N1 C2 1.519(4) . ?
C4 C5 1.536(3) . ?
C4 C5 1.536(3) 7_565 ?
C4 C3 1.534(4) . ?
C4 C1 1.506(4) . ?
C15 C18 1.509(3) . ?
C15 C14 1.398(3) . ?
C15 C16 1.393(3) . ?
C11 H11 1.0000 . ?
C11 C10 1.526(3) . ?
C11 C10 1.526(3) 7_565 ?
C11 C12 1.540(4) . ?
C10 C5 1.405(3) . ?
C10 C9 1.376(3) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C5 C6 1.383(3) . ?
C3 C12 1.320(4) . ?
C3 C2 1.497(4) . ?
C9 H9 0.9500 . ?
C9 C8 1.395(4) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C13 C2 1.527(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.389(3) . ?
C12 H12 0.9500 . ?
C6 H6 0.9500 . ?
C6 C7 1.400(4) . ?
C8 H8 0.9500 . ?
C8 C7 1.384(4) . ?
C7 H7 0.9500 . ?
C17 C19 1.520(4) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?

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
C1 N1 C14 123.0(2) . . ?
C1 N1 C2 116.0(2) . . ?
C14 N1 C2 121.0(2) . . ?
C5 C4 C5 107.2(2) . 7_565 ?
C3 C4 C5 104.91(16) . 7_565 ?
C3 C4 C5 104.91(16) . . ?
C1 C4 C5 117.22(15) . 7_565 ?
C1 C4 C5 117.23(15) . . ?
C1 C4 C3 103.9(2) . . ?
C14 C15 C18 122.81(19) . . ?
C16 C15 C18 119.1(2) . . ?
C16 C15 C14 118.0(2) . . ?
C10 C11 H11 112.8 . . ?
C10 C11 H11 112.8 7_565 . ?
C10 C11 C10 106.4(2) 7_565 . ?
C10 C11 C12 105.67(16) . . ?
C10 C11 C12 105.67(16) 7_565 . ?
C12 C11 H11 112.8 . . ?
C5 C10 C11 113.23(19) . . ?
C9 C10 C11 126.5(2) . . ?
C9 C10 C5 120.2(2) . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C10 C5 C4 111.56(19) . . ?
C6 C5 C4 127.8(2) . . ?
C6 C5 C10 120.5(2) . . ?
C12 C3 C4 115.9(3) . . ?
C12 C3 C2 133.6(3) . . ?
C2 C3 C4 110.5(2) . . ?
N1 C1 Se1 125.3(2) . . ?
N1 C1 C4 109.1(2) . . ?
C4 C1 Se1 125.6(2) . . ?
C15 C14 N1 119.19(13) 7_565 . ?
C15 C14 N1 119.19(13) . . ?
C15 C14 C15 121.6(3) 7_565 . ?
C10 C9 H9 120.3 . . ?
C10 C9 C8 119.5(2) . . ?
C8 C9 H9 120.3 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C2 C13 H13A 109.5 . . ?
C2 C13 H13B 109.5 . . ?
C2 C13 H13C 109.5 . . ?
C15 C16 H16 119.2 . . ?
C17 C16 C15 121.7(2) . . ?
C17 C16 H16 119.2 . . ?
C11 C12 H12 123.9 . . ?
C3 C12 C11 112.2(3) . . ?
C3 C12 H12 123.9 . . ?
N1 C2 C13 111.08(15) . 7_565 ?
N1 C2 C13 111.08(15) . . ?
C3 C2 N1 100.6(2) . . ?
C3 C2 C13 112.07(15) . 7_565 ?
C3 C2 C13 112.07(15) . . ?
C13 C2 C13 109.7(3) 7_565 . ?
C5 C6 H6 120.5 . . ?
C5 C6 C7 119.0(2) . . ?
C7 C6 H6 120.5 . . ?
C9 C8 H8 119.8 . . ?
C7 C8 C9 120.4(2) . . ?
C7 C8 H8 119.8 . . ?
C6 C7 H7 119.8 . . ?
C8 C7 C6 120.4(2) . . ?
C8 C7 H7 119.8 . . ?
C16 C17 C16 118.7(3) 7_565 . ?
C16 C17 C19 120.66(14) 7_565 . ?
C16 C17 C19 120.66(14) . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 C5 C6 C7 176.2(2) . . . . ?
C4 C3 C12 C11 0.000(1) . . . . ?
C4 C3 C2 N1 0.000(0) . . . . ?
C4 C3 C2 C13 118.08(17) . . . . ?
C4 C3 C2 C13 -118.08(17) . . . 7_565 ?
C15 C16 C17 C16 2.0(4) . . . 7_565 ?
C15 C16 C17 C19 -179.4(3) . . . . ?
C11 C10 C5 C4 -0.3(3) . . . . ?
C11 C10 C5 C6 175.8(2) . . . . ?
C11 C10 C9 C8 -175.6(2) . . . . ?
C10 C11 C10 C5 56.3(3) 7_565 . . . ?
C10 C11 C10 C9 -126.3(2) 7_565 . . . ?
C10 C11 C12 C3 56.28(15) . . . . ?
C10 C11 C12 C3 -56.28(15) 7_565 . . . ?
C10 C5 C6 C7 0.8(3) . . . . ?
C10 C9 C8 C7 -0.6(3) . . . . ?
C18 C15 C14 N1 -7.9(4) . . . . ?
C18 C15 C14 C15 170.92(18) . . . 7_565 ?
C18 C15 C16 C17 -175.0(2) . . . . ?
C5 C4 C5 C10 -56.3(3) 7_565 . . . ?
C5 C4 C5 C6 127.9(2) 7_565 . . . ?
C5 C4 C3 C12 -56.40(14) . . . . ?
C5 C4 C3 C12 56.40(14) 7_565 . . . ?
C5 C4 C3 C2 -123.60(14) 7_565 . . . ?
C5 C4 C3 C2 123.60(14) . . . . ?
C5 C4 C1 Se1 -64.85(19) 7_565 . . . ?
C5 C4 C1 Se1 64.85(19) . . . . ?
C5 C4 C1 N1 -115.15(19) . . . . ?
C5 C4 C1 N1 115.15(19) 7_565 . . . ?
C5 C10 C9 C8 1.7(3) . . . . ?
C5 C6 C7 C8 0.3(3) . . . . ?
C3 C4 C5 C10 54.9(2) . . . . ?
C3 C4 C5 C6 -120.9(2) . . . . ?
C3 C4 C1 Se1 180.000(0) . . . . ?
C3 C4 C1 N1 0.000(0) . . . . ?
C1 N1 C14 C15 -89.4(2) . . . 7_565 ?
C1 N1 C14 C15 89.4(2) . . . . ?
C1 N1 C2 C3 0.000(0) . . . . ?
C1 N1 C2 C13 118.80(17) . . . 7_565 ?
C1 N1 C2 C13 -118.80(17) . . . . ?
C1 C4 C5 C10 169.4(2) . . . . ?
C1 C4 C5 C6 -6.3(4) . . . . ?
C1 C4 C3 C12 180.000(1) . . . . ?
C1 C4 C3 C2 0.000(1) . . . . ?
C14 N1 C1 Se1 0.000(1) . . . . ?
C14 N1 C1 C4 180.000(1) . . . . ?
C14 N1 C2 C3 180.000(0) . . . . ?
C14 N1 C2 C13 -61.20(17) . . . 7_565 ?
C14 N1 C2 C13 61.20(17) . . . . ?
C14 C15 C16 C17 1.8(3) . . . . ?
C9 C10 C5 C4 -177.87(19) . . . . ?
C9 C10 C5 C6 -1.8(3) . . . . ?
C9 C8 C7 C6 -0.4(3) . . . . ?
C16 C15 C14 N1 175.3(2) . . . . ?
C16 C15 C14 C15 -5.8(4) . . . 7_565 ?
C12 C11 C10 C5 -55.8(2) . . . . ?
C12 C11 C10 C9 121.6(2) . . . . ?
C12 C3 C2 N1 180.000(1) . . . . ?
C12 C3 C2 C13 61.92(17) . . . 7_565 ?
C12 C3 C2 C13 -61.92(17) . . . . ?
C2 N1 C1 Se1 180.000(0) . . . . ?
C2 N1 C1 C4 0.000(0) . . . . ?
C2 N1 C14 C15 -90.6(2) . . . . ?
C2 N1 C14 C15 90.6(2) . . . 7_565 ?
C2 C3 C12 C11 180.000(1) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_p212121_a
_database_code_depnum_ccdc_archive 'CCDC 2170657'
loop_
_audit_author_name
_audit_author_address
'Mohand Melaimi'
;UCSD
United States of America
;
_audit_update_record             
;
2022-05-05 deposited with the CCDC.	2022-06-09 downloaded from the CCDC.
;
_audit_creation_date             2022-05-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H23 Cl Cu N, C H Cl3'
_chemical_formula_sum            'C24 H24 Cl4 Cu N'
_chemical_formula_weight         531.78
_chemical_absolute_configuration .
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.6000(11)
_cell_length_b                   13.4559(14)
_cell_length_c                   17.580(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2507.5(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9880
_cell_measurement_temperature    100
_cell_measurement_theta_max      25.385
_cell_measurement_theta_min      2.317
_shelx_estimated_absorpt_T_max   0.780
_shelx_estimated_absorpt_T_min   0.695
_exptl_absorpt_coefficient_mu    1.308
_exptl_absorpt_correction_T_max  0.2524
_exptl_absorpt_correction_T_min  0.2242
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0646 before and 0.0582 after correction. The Ratio of minimum to maximum transmission is 0.8883. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            23506
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.384
_diffrn_reflns_theta_min         1.906
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker APEX-II CCD'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD Area Detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'Kappa Four-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'sealed tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_type              fine-focus
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.761
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                4475
_reflns_number_total             4604
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'APEX2 v2014.11-0 (Bruker, 2014)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_refine_diff_density_max         0.782
_refine_diff_density_min         -0.655
_refine_diff_density_rms         0.071
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.014(16)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     276
_refine_ls_number_reflns         4604
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0305
_refine_ls_R_factor_gt           0.0295
_refine_ls_restrained_S_all      1.077
_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)+(0.0464P)²+1.7381P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0829
_refine_ls_wR_factor_ref         0.0836
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.986(16)
 0.014(16)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Ternary CH refined with riding coordinates:
 C11(H11), C21(H21), C24(H24)
3.b Aromatic/amide H refined with riding coordinates:
 C15(H15), C16(H16), C18(H18), C14(H14), C9(H9), C6(H6), C13(H13), C8(H8),
 C7(H7)
3.c Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C19(H19A,H19B,H19C), C23(H23A,H23B,H23C), C22(H22A,H22B,
 H22C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Cu1 Cu 0.77529(4) 0.36061(3) 0.29419(3) 0.01636(13) Uani 1 1 d . . . . .
Cl1 Cl 0.97068(8) 0.37727(7) 0.27606(5) 0.0215(2) Uani 1 1 d . . . . .
Cl2 Cl 0.95235(16) 0.61231(10) 0.33352(8) 0.0536(4) Uani 1 1 d . . . . .
Cl3 Cl 0.83066(19) 0.74584(17) 0.43797(9) 0.0757(6) Uani 1 1 d . . . . .
Cl4 Cl 1.10211(17) 0.73924(12) 0.43000(12) 0.0739(6) Uani 1 1 d . . . . .
N1 N 0.5036(3) 0.3640(2) 0.27813(17) 0.0143(6) Uani 1 1 d . . . . .
C5 C 0.5879(3) 0.3614(3) 0.4653(2) 0.0143(7) Uani 1 1 d . . . . .
C3 C 0.4155(3) 0.2966(3) 0.3873(2) 0.0143(7) Uani 1 1 d . . . . .
C15 C 0.7279(4) 0.0455(3) 0.4057(2) 0.0236(8) Uani 1 1 d . . . . .
H15 H 0.792560 0.007362 0.382282 0.028 Uiso 1 1 calc R U . . .
C4 C 0.5592(3) 0.3003(3) 0.3934(2) 0.0133(7) Uani 1 1 d . . . . .
C2 C 0.3751(3) 0.3439(3) 0.3137(2) 0.0150(7) Uani 1 1 d . . . . .
C16 C 0.6971(3) 0.1397(3) 0.3767(2) 0.0174(7) Uani 1 1 d . . . . .
H16 H 0.739209 0.165259 0.333139 0.021 Uiso 1 1 calc R U . . .
C17 C 0.6042(3) 0.1948(3) 0.4127(2) 0.0143(7) Uani 1 1 d . . . . .
C10 C 0.5253(3) 0.3223(3) 0.5289(2) 0.0168(8) Uani 1 1 d . . . . .
C18 C 0.3551(3) 0.2600(3) 0.4466(2) 0.0167(8) Uani 1 1 d . . . . .
H18 H 0.266040 0.253149 0.449485 0.020 Uiso 1 1 calc R U . . .
C20 C 0.2984(3) 0.2734(3) 0.2634(2) 0.0198(8) Uani 1 1 d . . . . .
H20A H 0.277341 0.306711 0.215515 0.030 Uiso 1 1 calc R U . . .
H20B H 0.220555 0.254599 0.289835 0.030 Uiso 1 1 calc R U . . .
H20C H 0.348204 0.213612 0.252707 0.030 Uiso 1 1 calc R U . . .
C14 C 0.6644(4) 0.0080(3) 0.4681(3) 0.0255(9) Uani 1 1 d . . . . .
H14 H 0.685375 -0.056128 0.486912 0.031 Uiso 1 1 calc R U . . .
C11 C 0.4465(3) 0.2294(3) 0.5109(2) 0.0176(8) Uani 1 1 d . . . . .
H11 H 0.402062 0.202101 0.556497 0.021 Uiso 1 1 calc R U . . .
C9 C 0.5398(4) 0.3659(3) 0.5995(2) 0.0223(8) Uani 1 1 d . . . . .
H9 H 0.499160 0.338644 0.642889 0.027 Uiso 1 1 calc R U . . .
C6 C 0.6628(4) 0.4446(3) 0.4718(2) 0.0206(8) Uani 1 1 d . . . . .
H6 H 0.704717 0.471230 0.428609 0.025 Uiso 1 1 calc R U . . .
C13 C 0.5696(4) 0.0633(3) 0.5039(2) 0.0226(9) Uani 1 1 d . . . . .
H13 H 0.525800 0.036820 0.546535 0.027 Uiso 1 1 calc R U . . .
C19 C 0.3070(4) 0.4430(3) 0.3262(2) 0.0211(8) Uani 1 1 d . . . . .
H19A H 0.359751 0.486672 0.357414 0.032 Uiso 1 1 calc R U . . .
H19B H 0.226633 0.430982 0.352181 0.032 Uiso 1 1 calc R U . . .
H19C H 0.290970 0.474618 0.276906 0.032 Uiso 1 1 calc R U . . .
C12 C 0.5405(3) 0.1567(3) 0.4766(2) 0.0176(8) Uani 1 1 d . . . . .
C8 C 0.6149(4) 0.4507(3) 0.6062(3) 0.0264(9) Uani 1 1 d . . . . .
H8 H 0.624100 0.482202 0.654239 0.032 Uiso 1 1 calc R U . . .
C21 C 0.5085(3) 0.4088(3) 0.2007(2) 0.0202(8) Uani 1 1 d . . . . .
H21 H 0.419444 0.418862 0.183610 0.024 Uiso 1 1 calc R U . . .
C23 C 0.5704(4) 0.3376(3) 0.1443(2) 0.0287(10) Uani 1 1 d . . . . .
H23A H 0.659957 0.330217 0.156936 0.043 Uiso 1 1 calc R U . . .
H23B H 0.562064 0.364204 0.092702 0.043 Uiso 1 1 calc R U . . .
H23C H 0.528852 0.272624 0.147220 0.043 Uiso 1 1 calc R U . . .
C1 C 0.6030(3) 0.3432(3) 0.3183(2) 0.0145(7) Uani 1 1 d . . . . .
C7 C 0.6758(4) 0.4890(3) 0.5434(3) 0.0273(9) Uani 1 1 d . . . . .
H7 H 0.727419 0.546300 0.548843 0.033 Uiso 1 1 calc R U . . .
C22 C 0.5709(4) 0.5105(3) 0.2030(3) 0.0268(9) Uani 1 1 d . . . . .
H22A H 0.524779 0.553622 0.238319 0.040 Uiso 1 1 calc R U . . .
H22B H 0.569700 0.539924 0.152045 0.040 Uiso 1 1 calc R U . . .
H22C H 0.658373 0.503506 0.220244 0.040 Uiso 1 1 calc R U . . .
C24 C 0.9627(5) 0.7282(4) 0.3777(3) 0.0371(11) Uani 1 1 d . . . . .
H24 H 0.961824 0.780905 0.337565 0.045 Uiso 1 1 calc R U . . .


_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
Cu1 Cl1 2.1075(10) . ?
Cu1 C1 1.889(4) . ?
Cl2 C24 1.746(5) . ?
Cl3 C24 1.772(6) . ?
Cl4 C24 1.747(5) . ?
N1 C2 1.522(4) . ?
N1 C21 1.490(5) . ?
N1 C1 1.299(5) . ?
C5 C4 1.539(5) . ?
C5 C10 1.401(5) . ?
C5 C6 1.377(5) . ?
C3 C4 1.528(5) . ?
C3 C2 1.504(5) . ?
C3 C18 1.319(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.406(6) . ?
C15 C14 1.383(6) . ?
C4 C17 1.536(5) . ?
C4 C1 1.514(5) . ?
C2 C20 1.531(5) . ?
C2 C19 1.532(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.385(5) . ?
C17 C12 1.408(5) . ?
C10 C11 1.536(5) . ?
C10 C9 1.382(5) . ?
C18 H18 0.9500 . ?
C18 C11 1.543(5) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C14 H14 0.9500 . ?
C14 C13 1.400(6) . ?
C11 H11 1.0000 . ?
C11 C12 1.521(5) . ?
C9 H9 0.9500 . ?
C9 C8 1.397(6) . ?
C6 H6 0.9500 . ?
C6 C7 1.401(6) . ?
C13 H13 0.9500 . ?
C13 C12 1.381(6) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C8 H8 0.9500 . ?
C8 C7 1.378(7) . ?
C21 H21 1.0000 . ?
C21 C23 1.526(6) . ?
C21 C22 1.521(5) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C7 H7 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C24 H24 1.0000 . ?

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
C1 Cu1 Cl1 175.61(12) . . ?
C21 N1 C2 118.6(3) . . ?
C1 N1 C2 117.7(3) . . ?
C1 N1 C21 123.7(3) . . ?
C10 C5 C4 111.2(3) . . ?
C6 C5 C4 128.0(3) . . ?
C6 C5 C10 120.8(4) . . ?
C2 C3 C4 109.2(3) . . ?
C18 C3 C4 116.2(3) . . ?
C18 C3 C2 134.5(3) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C14 C15 C16 120.3(4) . . ?
C3 C4 C5 105.7(3) . . ?
C3 C4 C17 107.2(3) . . ?
C17 C4 C5 104.5(3) . . ?
C1 C4 C5 116.9(3) . . ?
C1 C4 C3 105.0(3) . . ?
C1 C4 C17 116.7(3) . . ?
N1 C2 C20 110.4(3) . . ?
N1 C2 C19 109.0(3) . . ?
C3 C2 N1 100.0(3) . . ?
C3 C2 C20 112.7(3) . . ?
C3 C2 C19 112.2(3) . . ?
C20 C2 C19 111.8(3) . . ?
C15 C16 H16 120.6 . . ?
C17 C16 C15 118.8(4) . . ?
C17 C16 H16 120.6 . . ?
C16 C17 C4 127.9(3) . . ?
C16 C17 C12 120.8(3) . . ?
C12 C17 C4 111.3(3) . . ?
C5 C10 C11 113.5(3) . . ?
C9 C10 C5 120.3(4) . . ?
C9 C10 C11 126.3(4) . . ?
C3 C18 H18 124.0 . . ?
C3 C18 C11 111.9(3) . . ?
C11 C18 H18 124.0 . . ?
C2 C20 H20A 109.5 . . ?
C2 C20 H20B 109.5 . . ?
C2 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C15 C14 H14 119.6 . . ?
C15 C14 C13 120.8(4) . . ?
C13 C14 H14 119.6 . . ?
C10 C11 C18 106.0(3) . . ?
C10 C11 H11 112.9 . . ?
C18 C11 H11 112.9 . . ?
C12 C11 C10 104.4(3) . . ?
C12 C11 C18 107.0(3) . . ?
C12 C11 H11 112.9 . . ?
C10 C9 H9 120.4 . . ?
C10 C9 C8 119.1(4) . . ?
C8 C9 H9 120.4 . . ?
C5 C6 H6 120.7 . . ?
C5 C6 C7 118.5(4) . . ?
C7 C6 H6 120.7 . . ?
C14 C13 H13 120.4 . . ?
C12 C13 C14 119.2(4) . . ?
C12 C13 H13 120.4 . . ?
C2 C19 H19A 109.5 . . ?
C2 C19 H19B 109.5 . . ?
C2 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C12 C11 113.4(3) . . ?
C13 C12 C17 120.1(4) . . ?
C13 C12 C11 126.5(4) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 C9 120.3(4) . . ?
C7 C8 H8 119.8 . . ?
N1 C21 H21 107.2 . . ?
N1 C21 C23 110.8(3) . . ?
N1 C21 C22 110.8(3) . . ?
C23 C21 H21 107.2 . . ?
C22 C21 H21 107.2 . . ?
C22 C21 C23 113.3(3) . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N1 C1 Cu1 129.5(3) . . ?
N1 C1 C4 107.8(3) . . ?
C4 C1 Cu1 122.7(3) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 C6 120.9(4) . . ?
C8 C7 H7 119.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
Cl2 C24 Cl3 109.6(3) . . ?
Cl2 C24 Cl4 111.3(3) . . ?
Cl2 C24 H24 108.6 . . ?
Cl3 C24 H24 108.6 . . ?
Cl4 C24 Cl3 110.0(3) . . ?
Cl4 C24 H24 108.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C4 C17 C16 -118.7(4) . . . . ?
C5 C4 C17 C12 59.4(3) . . . . ?
C5 C4 C1 Cu1 65.0(4) . . . . ?
C5 C4 C1 N1 -114.6(3) . . . . ?
C5 C10 C11 C18 -55.8(4) . . . . ?
C5 C10 C11 C12 57.1(4) . . . . ?
C5 C10 C9 C8 1.6(6) . . . . ?
C5 C6 C7 C8 -0.2(6) . . . . ?
C3 C4 C17 C16 129.4(4) . . . . ?
C3 C4 C17 C12 -52.5(4) . . . . ?
C3 C4 C1 Cu1 -178.2(2) . . . . ?
C3 C4 C1 N1 2.2(4) . . . . ?
C3 C18 C11 C10 55.3(4) . . . . ?
C3 C18 C11 C12 -55.7(4) . . . . ?
C15 C16 C17 C4 177.2(3) . . . . ?
C15 C16 C17 C12 -0.8(5) . . . . ?
C15 C14 C13 C12 -0.6(6) . . . . ?
C4 C5 C10 C11 0.6(4) . . . . ?
C4 C5 C10 C9 179.3(3) . . . . ?
C4 C5 C6 C7 179.9(3) . . . . ?
C4 C3 C2 N1 4.9(4) . . . . ?
C4 C3 C2 C20 122.1(3) . . . . ?
C4 C3 C2 C19 -110.6(3) . . . . ?
C4 C3 C18 C11 0.7(5) . . . . ?
C4 C17 C12 C11 -1.1(4) . . . . ?
C4 C17 C12 C13 -178.7(3) . . . . ?
C2 N1 C21 C23 -116.8(4) . . . . ?
C2 N1 C21 C22 116.6(3) . . . . ?
C2 N1 C1 Cu1 -178.4(3) . . . . ?
C2 N1 C1 C4 1.1(4) . . . . ?
C2 C3 C4 C5 119.6(3) . . . . ?
C2 C3 C4 C17 -129.3(3) . . . . ?
C2 C3 C4 C1 -4.6(4) . . . . ?
C2 C3 C18 C11 -174.4(4) . . . . ?
C16 C15 C14 C13 -0.7(6) . . . . ?
C16 C17 C12 C11 177.2(3) . . . . ?
C16 C17 C12 C13 -0.5(5) . . . . ?
C17 C4 C1 Cu1 -59.8(4) . . . . ?
C17 C4 C1 N1 120.7(3) . . . . ?
C10 C5 C4 C3 54.1(4) . . . . ?
C10 C5 C4 C17 -58.9(4) . . . . ?
C10 C5 C4 C1 170.4(3) . . . . ?
C10 C5 C6 C7 0.4(5) . . . . ?
C10 C11 C12 C17 -56.5(4) . . . . ?
C10 C11 C12 C13 120.9(4) . . . . ?
C10 C9 C8 C7 -1.3(6) . . . . ?
C18 C3 C4 C5 -56.7(4) . . . . ?
C18 C3 C4 C17 54.3(4) . . . . ?
C18 C3 C4 C1 179.0(3) . . . . ?
C18 C3 C2 N1 -179.7(4) . . . . ?
C18 C3 C2 C20 -62.5(5) . . . . ?
C18 C3 C2 C19 64.8(5) . . . . ?
C18 C11 C12 C17 55.6(4) . . . . ?
C18 C11 C12 C13 -127.0(4) . . . . ?
C14 C15 C16 C17 1.3(5) . . . . ?
C14 C13 C12 C17 1.1(5) . . . . ?
C14 C13 C12 C11 -176.2(4) . . . . ?
C11 C10 C9 C8 -179.8(4) . . . . ?
C9 C10 C11 C18 125.5(4) . . . . ?
C9 C10 C11 C12 -121.6(4) . . . . ?
C9 C8 C7 C6 0.7(6) . . . . ?
C6 C5 C4 C3 -125.5(4) . . . . ?
C6 C5 C4 C17 121.6(4) . . . . ?
C6 C5 C4 C1 -9.1(5) . . . . ?
C6 C5 C10 C11 -179.9(3) . . . . ?
C6 C5 C10 C9 -1.1(5) . . . . ?
C21 N1 C2 C3 177.9(3) . . . . ?
C21 N1 C2 C20 58.9(4) . . . . ?
C21 N1 C2 C19 -64.2(4) . . . . ?
C21 N1 C1 Cu1 -0.3(5) . . . . ?
C21 N1 C1 C4 179.3(3) . . . . ?
C1 N1 C2 C3 -3.9(4) . . . . ?
C1 N1 C2 C20 -122.8(4) . . . . ?
C1 N1 C2 C19 114.0(4) . . . . ?
C1 N1 C21 C23 65.1(5) . . . . ?
C1 N1 C21 C22 -61.6(5) . . . . ?
C1 C4 C17 C16 12.1(5) . . . . ?
C1 C4 C17 C12 -169.8(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.986(16)
2 0.014(16)

####################################################################### 
# 
# 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_gb_ms_adse_a
_database_code_depnum_ccdc_archive 'CCDC 2170658'
loop_
_audit_author_name
_audit_author_address
'Mohand Melaimi'
;UCSD
United States of America
;
_audit_update_record             
;
2022-05-05 deposited with the CCDC.	2022-06-09 downloaded from the CCDC.
;
_audit_creation_date             2022-05-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H31 N Se'
_chemical_formula_sum            'C30 H31 N Se'
_chemical_formula_weight         484.52
_chemical_absolute_configuration .
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.8164(7)
_cell_length_b                   10.6281(8)
_cell_length_c                   21.1616(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2207.8(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9623
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      25.441
_cell_measurement_theta_min      2.287
_shelx_estimated_absorpt_T_max   0.782
_shelx_estimated_absorpt_T_min   0.714
_exptl_absorpt_coefficient_mu    1.720
_exptl_absorpt_correction_T_max  0.6875
_exptl_absorpt_correction_T_min  0.6293
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1023 before and 0.0819 after correction.
The Ratio of minimum to maximum transmission is 0.9153.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.458
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0545
_diffrn_reflns_av_unetI/netI     0.0335
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            24772
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.481
_diffrn_reflns_theta_min         1.925
_diffrn_ambient_temperature      100.00
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           50.0
_diffrn_source_power             2.5
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.743
_reflns_Friedel_fraction_full    0.995
_reflns_Friedel_fraction_max     0.992
_reflns_number_gt                3965
_reflns_number_total             4077
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.306
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.049
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.055(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         4077
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0231
_refine_ls_R_factor_gt           0.0223
_refine_ls_restrained_S_all      1.047
_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)+(0.0298P)²+0.4777P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0586
_refine_ls_wR_factor_ref         0.0589
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.945(9)
 0.055(9)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Ternary CH refined with riding coordinates:
 C28(H28), C25(H25), C17(H17), C23(H23)
3.b Secondary CH2 refined with riding coordinates:
 C26(H26A,H26B), C27(H27A,H27B), C22(H22A,H22B), C29(H29A,H29B), C24(H24A,
 H24B), C30(H30A,H30B)
3.c Aromatic/amide H refined with riding coordinates:
 C15(H15), C14(H14), C12(H12), C13(H13), C8(H8), C18(H18), C9(H9), C6(H6),
 C7(H7)
3.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Se01 Se 0.11184(2) 0.50990(2) 0.63396(2) 0.01453(9) Uani 1 1 d . . . . .
N002 N 0.2816(2) 0.4630(2) 0.74333(10) 0.0101(5) Uani 1 1 d . . . . .
C19 C 0.4977(3) 0.4782(3) 0.81377(12) 0.0142(6) Uani 1 1 d . . . . .
H19A H 0.479710 0.568714 0.811037 0.021 Uiso 1 1 calc R U . . .
H19B H 0.595668 0.462934 0.809242 0.021 Uiso 1 1 calc R U . . .
H19C H 0.466851 0.446569 0.854857 0.021 Uiso 1 1 calc R U . . .
C15 C 0.5821(3) 0.2136(3) 0.54719(12) 0.0129(6) Uani 1 1 d . . . . .
H15 H 0.674008 0.200368 0.534874 0.015 Uiso 1 1 calc R U . . .
C2 C 0.4210(3) 0.4100(2) 0.76102(12) 0.0113(6) Uani 1 1 d . . . . .
C14 C 0.4809(3) 0.1308(3) 0.52712(12) 0.0138(6) Uani 1 1 d . . . . .
H14 H 0.503847 0.060867 0.501275 0.017 Uiso 1 1 calc R U . . .
C12 C 0.3119(3) 0.2540(3) 0.58269(12) 0.0136(6) Uani 1 1 d . . . . .
H12 H 0.219717 0.267524 0.594491 0.016 Uiso 1 1 calc R U . . .
C20 C 0.4072(3) 0.2682(3) 0.77428(13) 0.0144(6) Uani 1 1 d . . . . .
H20A H 0.353777 0.255582 0.812868 0.022 Uiso 1 1 calc R U . . .
H20B H 0.497974 0.231345 0.779752 0.022 Uiso 1 1 calc R U . . .
H20C H 0.361188 0.227466 0.738653 0.022 Uiso 1 1 calc R U . . .
C21 C 0.1667(3) 0.4791(3) 0.79185(11) 0.0114(5) Uani 1 1 d . . . . .
C13 C 0.3472(3) 0.1506(3) 0.54487(12) 0.0134(6) Uani 1 1 d . . . . .
H13 H 0.278460 0.093666 0.531343 0.016 Uiso 1 1 calc R U . . .
C1 C 0.2642(3) 0.4738(2) 0.68049(12) 0.0110(5) Uani 1 1 d . . . . .
C3 C 0.4970(3) 0.4249(2) 0.69978(12) 0.0111(6) Uani 1 1 d . . . . .
C11 C 0.4116(3) 0.3354(2) 0.60253(12) 0.0113(6) Uani 1 1 d . . . . .
C16 C 0.5489(3) 0.3143(3) 0.58473(12) 0.0134(6) Uani 1 1 d . . . . .
C26 C 0.0566(3) 0.3801(3) 0.77932(14) 0.0143(6) Uani 1 1 d . . . . .
H26A H 0.094991 0.294905 0.785650 0.017 Uiso 1 1 calc R U . . .
H26B H 0.025097 0.386671 0.734998 0.017 Uiso 1 1 calc R U . . .
C4 C 0.3984(3) 0.4511(2) 0.64630(12) 0.0115(5) Uani 1 1 d . . . . .
C27 C 0.2157(3) 0.4636(3) 0.86072(12) 0.0152(6) Uani 1 1 d . . . . .
H27A H 0.285423 0.528081 0.870315 0.018 Uiso 1 1 calc R U . . .
H27B H 0.257828 0.379648 0.866117 0.018 Uiso 1 1 calc R U . . .
C22 C 0.1104(3) 0.6140(2) 0.78677(12) 0.0122(5) Uani 1 1 d . . . . .
H22A H 0.182823 0.675253 0.797423 0.015 Uiso 1 1 calc R U . . .
H22B H 0.080058 0.630535 0.742927 0.015 Uiso 1 1 calc R U . . .
C29 C 0.0371(3) 0.6104(3) 0.90054(13) 0.0140(6) Uani 1 1 d . . . . .
H29A H 0.108010 0.673063 0.911376 0.017 Uiso 1 1 calc R U . . .
H29B H -0.040481 0.621620 0.929884 0.017 Uiso 1 1 calc R U . . .
C8 C 0.6065(4) 0.7395(3) 0.53975(12) 0.0221(7) Uani 1 1 d . . . . .
H8 H 0.656404 0.801244 0.517010 0.027 Uiso 1 1 calc R U . . .
C18 C 0.6255(3) 0.4059(2) 0.68401(13) 0.0137(6) Uani 1 1 d . . . . .
H18 H 0.696329 0.390830 0.713658 0.016 Uiso 1 1 calc R U . . .
C9 C 0.6685(3) 0.6268(3) 0.55715(13) 0.0198(7) Uani 1 1 d . . . . .
H9 H 0.760563 0.610861 0.545894 0.024 Uiso 1 1 calc R U . . .
C6 C 0.3977(3) 0.6734(2) 0.59021(12) 0.0159(6) Uani 1 1 d . . . . .
H6 H 0.305898 0.690385 0.601609 0.019 Uiso 1 1 calc R U . . .
C28 C 0.0947(3) 0.4776(3) 0.90687(12) 0.0162(6) Uani 1 1 d . . . . .
H28 H 0.127880 0.464779 0.951085 0.019 Uiso 1 1 calc R U . . .
C25 C -0.0643(3) 0.3999(3) 0.82428(14) 0.0162(6) Uani 1 1 d . . . . .
H25 H -0.137466 0.337469 0.814455 0.019 Uiso 1 1 calc R U . . .
C24 C -0.1201(3) 0.5336(3) 0.81603(13) 0.0160(6) Uani 1 1 d . . . . .
H24A H -0.150002 0.545915 0.771783 0.019 Uiso 1 1 calc R U . . .
H24B H -0.199934 0.545791 0.843929 0.019 Uiso 1 1 calc R U . . .
C7 C 0.4724(3) 0.7609(3) 0.55570(13) 0.0213(7) Uani 1 1 d . . . . .
H7 H 0.430075 0.837100 0.542853 0.026 Uiso 1 1 calc R U . . .
C17 C 0.6472(3) 0.4110(3) 0.61251(13) 0.0145(6) Uani 1 1 d . . . . .
H17 H 0.744037 0.395553 0.600019 0.017 Uiso 1 1 calc R U . . .
C10 C 0.5950(3) 0.5382(3) 0.59096(12) 0.0155(6) Uani 1 1 d . . . . .
C23 C -0.0102(3) 0.6298(3) 0.83243(13) 0.0136(6) Uani 1 1 d . . . . .
H23 H -0.048528 0.716512 0.827872 0.016 Uiso 1 1 calc R U . . .
C5 C 0.4586(3) 0.5617(3) 0.60766(12) 0.0137(6) Uani 1 1 d . . . . .
C30 C -0.0159(3) 0.3819(3) 0.89253(14) 0.0199(7) Uani 1 1 d . . . . .
H30A H -0.093266 0.393361 0.921981 0.024 Uiso 1 1 calc R U . . .
H30B H 0.020243 0.295613 0.898132 0.024 Uiso 1 1 calc R U . . .


_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
Se01 C1 1.831(3) . ?
N002 C2 1.526(3) . ?
N002 C21 1.535(3) . ?
N002 C1 1.346(3) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C19 C2 1.529(4) . ?
C15 H15 0.9500 . ?
C15 C14 1.393(4) . ?
C15 C16 1.372(4) . ?
C2 C20 1.539(4) . ?
C2 C3 1.504(4) . ?
C14 H14 0.9500 . ?
C14 C13 1.382(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.403(4) . ?
C12 C11 1.372(4) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C26 1.531(4) . ?
C21 C27 1.543(3) . ?
C21 C22 1.541(4) . ?
C13 H13 0.9500 . ?
C1 C4 1.522(4) . ?
C3 C4 1.515(4) . ?
C3 C18 1.320(4) . ?
C11 C16 1.417(4) . ?
C11 C4 1.545(4) . ?
C16 C17 1.528(4) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C25 1.535(4) . ?
C4 C5 1.549(4) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.544(3) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.537(4) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C28 1.527(4) . ?
C29 C23 1.528(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.393(4) . ?
C8 C7 1.378(5) . ?
C18 H18 0.9500 . ?
C18 C17 1.529(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.385(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.392(4) . ?
C6 C5 1.380(4) . ?
C28 H28 1.0000 . ?
C28 C30 1.519(4) . ?
C25 H25 1.0000 . ?
C25 C24 1.532(4) . ?
C25 C30 1.533(4) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C23 1.526(4) . ?
C7 H7 0.9500 . ?
C17 H17 1.0000 . ?
C17 C10 1.516(4) . ?
C10 C5 1.408(4) . ?
C23 H23 1.0000 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?

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
C2 N002 C21 122.40(19) . . ?
C1 N002 C2 112.8(2) . . ?
C1 N002 C21 123.9(2) . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C2 C19 H19A 109.5 . . ?
C2 C19 H19B 109.5 . . ?
C2 C19 H19C 109.5 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C16 C15 C14 120.0(3) . . ?
N002 C2 C19 116.5(2) . . ?
N002 C2 C20 109.1(2) . . ?
C19 C2 C20 112.0(2) . . ?
C3 C2 N002 101.2(2) . . ?
C3 C2 C19 109.6(2) . . ?
C3 C2 C20 107.7(2) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 C15 119.9(2) . . ?
C13 C14 H14 120.1 . . ?
C13 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
C11 C12 C13 119.6(3) . . ?
C2 C20 H20A 109.5 . . ?
C2 C20 H20B 109.5 . . ?
C2 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N002 C21 C27 113.0(2) . . ?
N002 C21 C22 108.7(2) . . ?
C26 C21 N002 109.1(2) . . ?
C26 C21 C27 108.1(2) . . ?
C26 C21 C22 112.0(2) . . ?
C22 C21 C27 106.1(2) . . ?
C14 C13 C12 120.6(3) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
N002 C1 Se01 130.77(19) . . ?
N002 C1 C4 110.3(2) . . ?
C4 C1 Se01 118.98(18) . . ?
C2 C3 C4 110.3(2) . . ?
C18 C3 C2 132.5(3) . . ?
C18 C3 C4 116.7(2) . . ?
C12 C11 C16 119.8(2) . . ?
C12 C11 C4 128.8(2) . . ?
C16 C11 C4 111.4(2) . . ?
C15 C16 C11 120.2(3) . . ?
C15 C16 C17 126.7(3) . . ?
C11 C16 C17 113.1(2) . . ?
C21 C26 H26A 109.6 . . ?
C21 C26 H26B 109.6 . . ?
C21 C26 C25 110.1(2) . . ?
H26A C26 H26B 108.2 . . ?
C25 C26 H26A 109.6 . . ?
C25 C26 H26B 109.6 . . ?
C1 C4 C11 118.9(2) . . ?
C1 C4 C5 117.4(2) . . ?
C3 C4 C1 103.1(2) . . ?
C3 C4 C11 104.4(2) . . ?
C3 C4 C5 106.9(2) . . ?
C11 C4 C5 104.8(2) . . ?
C21 C27 H27A 109.6 . . ?
C21 C27 H27B 109.6 . . ?
C21 C27 C28 110.3(2) . . ?
H27A C27 H27B 108.1 . . ?
C28 C27 H27A 109.6 . . ?
C28 C27 H27B 109.6 . . ?
C21 C22 H22A 109.8 . . ?
C21 C22 H22B 109.8 . . ?
H22A C22 H22B 108.2 . . ?
C23 C22 C21 109.5(2) . . ?
C23 C22 H22A 109.8 . . ?
C23 C22 H22B 109.8 . . ?
H29A C29 H29B 108.3 . . ?
C28 C29 H29A 110.0 . . ?
C28 C29 H29B 110.0 . . ?
C28 C29 C23 108.7(2) . . ?
C23 C29 H29A 110.0 . . ?
C23 C29 H29B 110.0 . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C7 C8 C9 119.7(3) . . ?
C3 C18 H18 123.9 . . ?
C3 C18 C17 112.2(2) . . ?
C17 C18 H18 123.9 . . ?
C8 C9 H9 120.2 . . ?
C10 C9 C8 119.6(3) . . ?
C10 C9 H9 120.2 . . ?
C7 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C5 C6 C7 119.1(3) . . ?
C27 C28 H28 109.2 . . ?
C29 C28 C27 108.6(2) . . ?
C29 C28 H28 109.2 . . ?
C30 C28 C27 111.0(2) . . ?
C30 C28 C29 109.7(2) . . ?
C30 C28 H28 109.2 . . ?
C26 C25 H25 109.6 . . ?
C24 C25 C26 109.4(2) . . ?
C24 C25 H25 109.6 . . ?
C24 C25 C30 109.5(2) . . ?
C30 C25 C26 109.1(2) . . ?
C30 C25 H25 109.6 . . ?
C25 C24 H24A 109.7 . . ?
C25 C24 H24B 109.7 . . ?
H24A C24 H24B 108.2 . . ?
C23 C24 C25 110.0(2) . . ?
C23 C24 H24A 109.7 . . ?
C23 C24 H24B 109.7 . . ?
C8 C7 C6 121.5(3) . . ?
C8 C7 H7 119.3 . . ?
C6 C7 H7 119.3 . . ?
C16 C17 C18 105.6(2) . . ?
C16 C17 H17 112.8 . . ?
C18 C17 H17 112.8 . . ?
C10 C17 C16 105.7(2) . . ?
C10 C17 C18 106.4(2) . . ?
C10 C17 H17 112.8 . . ?
C9 C10 C17 125.9(3) . . ?
C9 C10 C5 120.3(3) . . ?
C5 C10 C17 113.9(2) . . ?
C22 C23 H23 109.2 . . ?
C29 C23 C22 110.1(2) . . ?
C29 C23 H23 109.2 . . ?
C24 C23 C22 109.2(2) . . ?
C24 C23 C29 109.8(2) . . ?
C24 C23 H23 109.2 . . ?
C6 C5 C4 129.0(3) . . ?
C6 C5 C10 119.9(3) . . ?
C10 C5 C4 111.1(2) . . ?
C28 C30 C25 109.0(2) . . ?
C28 C30 H30A 109.9 . . ?
C28 C30 H30B 109.9 . . ?
C25 C30 H30A 109.9 . . ?
C25 C30 H30B 109.9 . . ?
H30A C30 H30B 108.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Se01 C1 C4 C3 179.97(17) . . . . ?
Se01 C1 C4 C11 -65.2(3) . . . . ?
Se01 C1 C4 C5 62.8(3) . . . . ?
N002 C2 C3 C4 -14.4(3) . . . . ?
N002 C2 C3 C18 174.2(3) . . . . ?
N002 C21 C26 C25 -176.1(2) . . . . ?
N002 C21 C27 C28 -178.6(2) . . . . ?
N002 C21 C22 C23 176.9(2) . . . . ?
N002 C1 C4 C3 0.2(3) . . . . ?
N002 C1 C4 C11 115.0(2) . . . . ?
N002 C1 C4 C5 -117.0(3) . . . . ?
C19 C2 C3 C4 -138.0(2) . . . . ?
C19 C2 C3 C18 50.7(4) . . . . ?
C15 C14 C13 C12 0.4(4) . . . . ?
C15 C16 C17 C18 -122.8(3) . . . . ?
C15 C16 C17 C10 124.7(3) . . . . ?
C2 N002 C21 C26 -108.0(2) . . . . ?
C2 N002 C21 C27 12.2(3) . . . . ?
C2 N002 C21 C22 129.7(2) . . . . ?
C2 N002 C1 Se01 170.34(19) . . . . ?
C2 N002 C1 C4 -9.9(3) . . . . ?
C2 C3 C4 C1 9.6(3) . . . . ?
C2 C3 C4 C11 -115.3(2) . . . . ?
C2 C3 C4 C5 134.0(2) . . . . ?
C2 C3 C18 C17 169.2(3) . . . . ?
C14 C15 C16 C11 -0.9(4) . . . . ?
C14 C15 C16 C17 177.8(3) . . . . ?
C12 C11 C16 C15 0.8(4) . . . . ?
C12 C11 C16 C17 -178.1(2) . . . . ?
C12 C11 C4 C1 9.0(4) . . . . ?
C12 C11 C4 C3 123.1(3) . . . . ?
C12 C11 C4 C5 -124.7(3) . . . . ?
C20 C2 C3 C4 100.0(2) . . . . ?
C20 C2 C3 C18 -71.3(4) . . . . ?
C21 N002 C2 C19 -56.4(3) . . . . ?
C21 N002 C2 C20 71.5(3) . . . . ?
C21 N002 C2 C3 -175.2(2) . . . . ?
C21 N002 C1 Se01 0.8(4) . . . . ?
C21 N002 C1 C4 -179.5(2) . . . . ?
C21 C26 C25 C24 57.2(3) . . . . ?
C21 C26 C25 C30 -62.6(3) . . . . ?
C21 C27 C28 C29 -62.7(3) . . . . ?
C21 C27 C28 C30 57.9(3) . . . . ?
C21 C22 C23 C29 62.0(3) . . . . ?
C21 C22 C23 C24 -58.6(3) . . . . ?
C13 C12 C11 C16 -0.1(4) . . . . ?
C13 C12 C11 C4 -177.1(2) . . . . ?
C1 N002 C2 C19 133.8(2) . . . . ?
C1 N002 C2 C20 -98.2(2) . . . . ?
C1 N002 C2 C3 15.1(3) . . . . ?
C1 N002 C21 C26 60.6(3) . . . . ?
C1 N002 C21 C27 -179.2(2) . . . . ?
C1 N002 C21 C22 -61.7(3) . . . . ?
C1 C4 C5 C6 -12.3(4) . . . . ?
C1 C4 C5 C10 166.5(2) . . . . ?
C3 C4 C5 C6 -127.5(3) . . . . ?
C3 C4 C5 C10 51.3(3) . . . . ?
C3 C18 C17 C16 -55.5(3) . . . . ?
C3 C18 C17 C10 56.5(3) . . . . ?
C11 C12 C13 C14 -0.5(4) . . . . ?
C11 C16 C17 C18 56.0(3) . . . . ?
C11 C16 C17 C10 -56.5(3) . . . . ?
C11 C4 C5 C6 122.1(3) . . . . ?
C11 C4 C5 C10 -59.0(3) . . . . ?
C16 C15 C14 C13 0.3(4) . . . . ?
C16 C11 C4 C1 -168.3(2) . . . . ?
C16 C11 C4 C3 -54.1(3) . . . . ?
C16 C11 C4 C5 58.1(3) . . . . ?
C16 C17 C10 C9 -123.4(3) . . . . ?
C16 C17 C10 C5 55.8(3) . . . . ?
C26 C21 C27 C28 -57.8(3) . . . . ?
C26 C21 C22 C23 56.3(3) . . . . ?
C26 C25 C24 C23 -61.2(3) . . . . ?
C26 C25 C30 C28 60.2(3) . . . . ?
C4 C3 C18 C17 -1.6(4) . . . . ?
C4 C11 C16 C15 178.3(2) . . . . ?
C4 C11 C16 C17 -0.6(3) . . . . ?
C27 C21 C26 C25 60.7(3) . . . . ?
C27 C21 C22 C23 -61.3(3) . . . . ?
C27 C28 C30 C25 -58.4(3) . . . . ?
C22 C21 C26 C25 -55.7(3) . . . . ?
C22 C21 C27 C28 62.4(3) . . . . ?
C29 C28 C30 C25 61.6(3) . . . . ?
C8 C9 C10 C17 179.1(2) . . . . ?
C8 C9 C10 C5 0.0(4) . . . . ?
C18 C3 C4 C1 -177.6(2) . . . . ?
C18 C3 C4 C11 57.5(3) . . . . ?
C18 C3 C4 C5 -53.2(3) . . . . ?
C18 C17 C10 C9 124.7(3) . . . . ?
C18 C17 C10 C5 -56.1(3) . . . . ?
C9 C8 C7 C6 1.5(4) . . . . ?
C9 C10 C5 C4 -178.8(2) . . . . ?
C9 C10 C5 C6 0.1(4) . . . . ?
C28 C29 C23 C22 -60.3(3) . . . . ?
C28 C29 C23 C24 60.0(3) . . . . ?
C25 C24 C23 C22 62.0(3) . . . . ?
C25 C24 C23 C29 -58.8(3) . . . . ?
C24 C25 C30 C28 -59.5(3) . . . . ?
C7 C8 C9 C10 -0.8(4) . . . . ?
C7 C6 C5 C4 179.3(2) . . . . ?
C7 C6 C5 C10 0.6(4) . . . . ?
C17 C10 C5 C4 1.9(3) . . . . ?
C17 C10 C5 C6 -179.1(2) . . . . ?
C23 C29 C28 C27 59.8(3) . . . . ?
C23 C29 C28 C30 -61.7(3) . . . . ?
C5 C6 C7 C8 -1.3(4) . . . . ?
C30 C25 C24 C23 58.4(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.945(9)
2 0.055(9)

####################################################################### 
# 
# 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_gb_mm164_whole_a
_database_code_depnum_ccdc_archive 'CCDC 2170656'
loop_
_audit_author_name
_audit_author_address
'Mohand Melaimi'
;UCSD
United States of America
;
_audit_update_record             
;
2022-05-05 deposited with the CCDC.	2022-06-09 downloaded from the CCDC.
;
_audit_creation_date             2019-02-25
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H27 Au Cl N, C H Cl3'
_chemical_formula_sum            'C30 H28 Au Cl4 N'
_chemical_formula_weight         741.30
_chemical_melting_point          ?
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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   16.2539(4)
_cell_length_b                   12.5480(3)
_cell_length_c                   27.7949(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5668.9(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9903
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.425
_cell_measurement_theta_min      2.521
_shelx_estimated_absorpt_T_max   0.336
_shelx_estimated_absorpt_T_min   0.197
_exptl_absorpt_coefficient_mu    5.588
_exptl_absorpt_correction_T_max  0.4908
_exptl_absorpt_correction_T_min  0.4113
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0546 before and 0.0398 after correction. The Ratio of minimum to maximum transmission is 0.8380. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.737
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2896
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.39
_exptl_crystal_size_min          0.25
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_av_unetI/netI     0.0211
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            46129
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.440
_diffrn_reflns_theta_min         1.465
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker APEX-II CCD'
_diffrn_detector_area_resol_mean 8.258
_diffrn_detector_type            'CCD Area Detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'Kappa Four-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker APEX II Ultra'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'Double Bounce Multilayer Mirrors'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Micro Focus Rotating Anode'
_diffrn_source_type              'Bruker TXS'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4913
_reflns_number_total             5835
_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       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'APEX3 v2017.3-0 (Bruker, 2017)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.515
_refine_diff_density_min         -0.642
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     330
_refine_ls_number_reflns         5835
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0275
_refine_ls_R_factor_gt           0.0187
_refine_ls_restrained_S_all      1.018
_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)+(0.0185P)²+6.5538P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0406
_refine_ls_wR_factor_ref         0.0438
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C29(H29), C30(H30)
2.b Aromatic/amide H refined with riding coordinates:
 C24(H24), C18(H18), C9(H9), C27(H27), C21(H21), C19(H19), C20(H20), C26(H26),
 C16(H16), C25(H25), C7(H7)
2.c Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C15(H15A,H15B,H15C), C14(H14A,H14B,H14C), C11(H11A,H11B,
 H11C), C12(H12A,H12B,H12C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Au1 Au 0.43528(2) 0.56747(2) 0.36324(2) 0.01261(4) Uani 1 1 d . . . . .
Cl1 Cl 0.36137(4) 0.70411(5) 0.39620(2) 0.02081(15) Uani 1 1 d . . . . .
Cl2 Cl 0.23692(5) 0.51974(6) 0.44442(3) 0.03362(19) Uani 1 1 d . . . . .
Cl3 Cl 0.06162(6) 0.48435(8) 0.44642(4) 0.0500(2) Uani 1 1 d . . . . .
Cl4 Cl 0.16053(7) 0.43471(8) 0.53023(3) 0.0540(3) Uani 1 1 d . . . . .
N1 N 0.51459(13) 0.36067(16) 0.36137(8) 0.0124(4) Uani 1 1 d . . . . .
C10 C 0.40472(17) 0.3079(2) 0.41635(10) 0.0159(6) Uani 1 1 d . . . . .
C3 C 0.56725(16) 0.32000(19) 0.28603(10) 0.0141(5) Uani 1 1 d . . . . .
C1 C 0.49671(15) 0.44520(19) 0.33624(9) 0.0123(5) Uani 1 1 d . . . . .
C28 C 0.49502(17) 0.3915(2) 0.20189(10) 0.0161(6) Uani 1 1 d . . . . .
C24 C 0.37977(16) 0.4564(2) 0.24830(10) 0.0157(6) Uani 1 1 d . . . . .
H24 H 0.357217 0.481017 0.277803 0.019 Uiso 1 1 calc R . . . .
C5 C 0.48513(16) 0.3453(2) 0.41051(10) 0.0151(6) Uani 1 1 d . . . . .
C13 C 0.34476(17) 0.2931(3) 0.37580(10) 0.0230(6) Uani 1 1 d . . . . .
H13A H 0.298767 0.342878 0.379695 0.035 Uiso 1 1 calc GR . . . .
H13B H 0.323939 0.219834 0.376121 0.035 Uiso 1 1 calc GR . . . .
H13C H 0.372452 0.307003 0.345111 0.035 Uiso 1 1 calc GR . . . .
C18 C 0.61819(17) 0.6034(2) 0.28612(10) 0.0175(6) Uani 1 1 d . . . . .
H18 H 0.595759 0.627795 0.315702 0.021 Uiso 1 1 calc R . . . .
C23 C 0.46159(16) 0.42701(19) 0.24558(10) 0.0135(5) Uani 1 1 d . . . . .
C9 C 0.37798(19) 0.2868(2) 0.46300(10) 0.0216(6) Uani 1 1 d . . . . .
H9 H 0.324028 0.259634 0.467733 0.026 Uiso 1 1 calc R . . . .
C17 C 0.59277(16) 0.5078(2) 0.26626(10) 0.0137(6) Uani 1 1 d . . . . .
C2 C 0.56057(16) 0.27136(19) 0.33522(10) 0.0161(6) Uani 1 1 d . . . . .
C15 C 0.51038(18) 0.1686(2) 0.33518(11) 0.0220(6) Uani 1 1 d . . . . .
H15A H 0.499438 0.146690 0.368415 0.033 Uiso 1 1 calc GR . . . .
H15B H 0.541341 0.112440 0.318660 0.033 Uiso 1 1 calc GR . . . .
H15C H 0.458133 0.180620 0.318445 0.033 Uiso 1 1 calc GR . . . .
C22 C 0.62550(16) 0.4720(2) 0.22263(10) 0.0159(6) Uani 1 1 d . . . . .
C27 C 0.44664(18) 0.3837(2) 0.16156(10) 0.0194(6) Uani 1 1 d . . . . .
H27 H 0.469330 0.359100 0.132085 0.023 Uiso 1 1 calc R . . . .
C4 C 0.52746(16) 0.43066(19) 0.28564(9) 0.0123(5) Uani 1 1 d . . . . .
C21 C 0.68408(16) 0.5320(2) 0.19880(10) 0.0193(6) Uani 1 1 d . . . . .
H21 H 0.706365 0.507699 0.169167 0.023 Uiso 1 1 calc R . . . .
C8 C 0.42785(19) 0.3043(2) 0.50278(10) 0.0245(7) Uani 1 1 d . . . . .
C19 C 0.67772(17) 0.6637(2) 0.26174(11) 0.0206(6) Uani 1 1 d . . . . .
H19 H 0.696010 0.729400 0.274907 0.025 Uiso 1 1 calc R . . . .
C14 C 0.64490(18) 0.2527(2) 0.35810(11) 0.0236(7) Uani 1 1 d . . . . .
H14A H 0.676967 0.318765 0.356950 0.035 Uiso 1 1 calc GR . . . .
H14B H 0.674013 0.196699 0.340357 0.035 Uiso 1 1 calc GR . . . .
H14C H 0.637776 0.230579 0.391661 0.035 Uiso 1 1 calc GR . . . .
C20 C 0.71006(16) 0.6277(2) 0.21843(10) 0.0193(6) Uani 1 1 d . . . . .
H20 H 0.750312 0.669057 0.202137 0.023 Uiso 1 1 calc R . . . .
C26 C 0.36372(18) 0.4123(2) 0.16428(10) 0.0195(6) Uani 1 1 d . . . . .
H26 H 0.329871 0.406310 0.136552 0.023 Uiso 1 1 calc R . . . .
C6 C 0.53569(18) 0.3699(2) 0.44961(10) 0.0201(6) Uani 1 1 d . . . . .
C29 C 0.58746(17) 0.3682(2) 0.20469(10) 0.0182(6) Uani 1 1 d . . . . .
H29 H 0.611073 0.343753 0.173344 0.022 Uiso 1 1 calc R . . . .
C16 C 0.59818(17) 0.2870(2) 0.24487(10) 0.0193(6) Uani 1 1 d . . . . .
H16 H 0.624310 0.219895 0.240713 0.023 Uiso 1 1 calc R . . . .
C25 C 0.33029(17) 0.4494(2) 0.20695(10) 0.0189(6) Uani 1 1 d . . . . .
H25 H 0.274100 0.470017 0.208268 0.023 Uiso 1 1 calc R . . . .
C30 C 0.1572(2) 0.4382(2) 0.46686(12) 0.0309(7) Uani 1 1 d . . . . .
H30 H 0.165563 0.364147 0.454481 0.037 Uiso 1 1 calc R . . . .
C11 C 0.61903(19) 0.4232(3) 0.44488(12) 0.0302(7) Uani 1 1 d . . . . .
H11A H 0.662511 0.369638 0.448298 0.045 Uiso 1 1 calc GR . . . .
H11B H 0.625097 0.477314 0.470056 0.045 Uiso 1 1 calc GR . . . .
H11C H 0.623346 0.457118 0.413215 0.045 Uiso 1 1 calc GR . . . .
C7 C 0.5054(2) 0.3474(2) 0.49533(11) 0.0284(7) Uani 1 1 d . . . . .
H7 H 0.539094 0.362107 0.522458 0.034 Uiso 1 1 calc R . . . .
C12 C 0.3969(2) 0.2767(3) 0.55278(11) 0.0370(8) Uani 1 1 d . . . . .
H12A H 0.341611 0.306449 0.557242 0.056 Uiso 1 1 calc GR . . . .
H12B H 0.434144 0.306905 0.576913 0.056 Uiso 1 1 calc GR . . . .
H12C H 0.394785 0.199124 0.556475 0.056 Uiso 1 1 calc GR . . . .


_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
Au1 Cl1 2.2852(6) . ?
Au1 C1 1.978(2) . ?
Cl2 C30 1.765(3) . ?
Cl3 C30 1.752(3) . ?
Cl4 C30 1.763(3) . ?
N1 C1 1.303(3) . ?
N1 C5 1.460(3) . ?
N1 C2 1.531(3) . ?
C10 C5 1.398(4) . ?
C10 C13 1.502(4) . ?
C10 C9 1.393(4) . ?
C3 C2 1.501(4) . ?
C3 C4 1.532(3) . ?
C3 C16 1.316(4) . ?
C1 C4 1.504(4) . ?
C28 C23 1.403(4) . ?
C28 C27 1.373(4) . ?
C28 C29 1.533(4) . ?
C24 C23 1.382(4) . ?
C24 C25 1.405(4) . ?
C5 C6 1.397(4) . ?
C18 C17 1.384(4) . ?
C18 C19 1.402(4) . ?
C23 C4 1.545(4) . ?
C9 C8 1.389(4) . ?
C17 C22 1.399(4) . ?
C17 C4 1.535(4) . ?
C2 C15 1.526(4) . ?
C2 C14 1.529(4) . ?
C22 C21 1.383(4) . ?
C22 C29 1.526(4) . ?
C27 C26 1.397(4) . ?
C21 C20 1.385(4) . ?
C8 C7 1.387(4) . ?
C8 C12 1.518(4) . ?
C19 C20 1.389(4) . ?
C26 C25 1.385(4) . ?
C6 C11 1.516(4) . ?
C6 C7 1.392(4) . ?
C29 C16 1.521(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Au1 Cl1 177.75(8) . . ?
C1 N1 C5 122.4(2) . . ?
C1 N1 C2 116.8(2) . . ?
C5 N1 C2 120.5(2) . . ?
C5 C10 C13 124.1(2) . . ?
C9 C10 C5 117.6(3) . . ?
C9 C10 C13 118.2(3) . . ?
C2 C3 C4 110.1(2) . . ?
C16 C3 C2 133.7(2) . . ?
C16 C3 C4 116.1(2) . . ?
N1 C1 Au1 122.72(19) . . ?
N1 C1 C4 109.2(2) . . ?
C4 C1 Au1 128.07(18) . . ?
C23 C28 C29 113.4(2) . . ?
C27 C28 C23 120.5(3) . . ?
C27 C28 C29 126.1(3) . . ?
C23 C24 C25 119.3(3) . . ?
C10 C5 N1 117.4(2) . . ?
C6 C5 N1 120.4(2) . . ?
C6 C5 C10 122.2(3) . . ?
C17 C18 C19 118.7(3) . . ?
C28 C23 C4 111.4(2) . . ?
C24 C23 C28 120.3(2) . . ?
C24 C23 C4 128.3(2) . . ?
C8 C9 C10 121.9(3) . . ?
C18 C17 C22 120.8(3) . . ?
C18 C17 C4 127.9(2) . . ?
C22 C17 C4 111.4(2) . . ?
C3 C2 N1 99.80(19) . . ?
C3 C2 C15 112.4(2) . . ?
C3 C2 C14 112.1(2) . . ?
C15 C2 N1 111.0(2) . . ?
C15 C2 C14 110.5(2) . . ?
C14 C2 N1 110.6(2) . . ?
C17 C22 C29 113.8(2) . . ?
C21 C22 C17 120.1(3) . . ?
C21 C22 C29 126.0(3) . . ?
C28 C27 C26 119.4(3) . . ?
C3 C4 C23 105.7(2) . . ?
C3 C4 C17 106.4(2) . . ?
C1 C4 C3 104.1(2) . . ?
C1 C4 C23 116.6(2) . . ?
C1 C4 C17 118.8(2) . . ?
C17 C4 C23 104.2(2) . . ?
C22 C21 C20 119.6(3) . . ?
C9 C8 C12 120.0(3) . . ?
C7 C8 C9 118.2(3) . . ?
C7 C8 C12 121.8(3) . . ?
C20 C19 C18 120.3(3) . . ?
C21 C20 C19 120.5(3) . . ?
C25 C26 C27 120.7(3) . . ?
C5 C6 C11 123.7(3) . . ?
C7 C6 C5 117.2(3) . . ?
C7 C6 C11 119.0(3) . . ?
C22 C29 C28 104.5(2) . . ?
C16 C29 C28 106.1(2) . . ?
C16 C29 C22 106.6(2) . . ?
C3 C16 C29 112.5(2) . . ?
C26 C25 C24 119.8(3) . . ?
Cl3 C30 Cl2 110.16(17) . . ?
Cl3 C30 Cl4 111.08(19) . . ?
Cl4 C30 Cl2 110.15(17) . . ?
C8 C7 C6 122.5(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
