# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_sw_tbu_ga_mem_sq

_database_code_depnum_ccdc_archive 'CCDC 2010095'
loop_
_audit_author_name
_audit_author_address
'Christoph Wolper'
;Universitaet Duisburg Essen
Germany
;
_audit_update_record             
;
2020-06-16 deposited with the CCDC.	2020-09-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C60.33 H96.67 Ga4 N2 O4'
_chemical_formula_weight         1192.94

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3 :H'
_space_group_name_Hall           '-R 3'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   39.314(7)
_cell_length_b                   39.314(7)
_cell_length_c                   10.636(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     14237(6)
_cell_formula_units_Z            9
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9181
_cell_measurement_theta_min      2.48
_cell_measurement_theta_max      31.38

_exptl_crystal_description       block
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_F_000             5658
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.275
_exptl_crystal_size_mid          0.215
_exptl_crystal_size_min          0.186
_exptl_absorpt_coefficient_mu    1.727
_shelx_estimated_absorpt_T_min   0.648
_shelx_estimated_absorpt_T_max   0.739
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.66
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_process_details   
; 
 SADABS
 R.H. Blessing, Acta Cryst. (1995) A51 33-38 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  'Triumph Goebel mirror'
_diffrn_measurement_device_type  'Bruker D8 KAPPA II (APEX II detector)'
_diffrn_measurement_method       'Data collection strategy APEX 2/COSMO'
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            64996
_diffrn_reflns_av_unetI/netI     0.0318
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_limit_h_min       -52
_diffrn_reflns_limit_h_max       60
_diffrn_reflns_limit_k_min       -59
_diffrn_reflns_limit_k_max       54
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.794
_diffrn_reflns_theta_max         33.288
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.938
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.938
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.938
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             11471
_reflns_number_gt                8827
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;

_computing_data_collection       'BRUKER APEX2(v2009.5-1)'
_computing_cell_refinement       'BRUKER APEX2(v2009.5-1)'
_computing_data_reduction        'BRUKER APEX2(v2009.5-1)'
_computing_structure_solution    'BRUKER APEX2(v2009.5-1)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'ORTEP/PLATON (Spek)'
_computing_publication_material  'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4'

_refine_special_details          
;
 Treatment of hydrogen atoms:    
 Riding model on idealized geometries 
 with the 1.2 fold isotropic displacement 
 parameters of the equivalent Uij of the 
 corresponding carbon atom.
 The methyl groups are idealized with
 tetrahedral angles in a combined 
 rotating and rigid group refinement
 with the 1.5 fold isotropic displacement
 parameters of the equivalent Uij of the 
 corresponding carbon atom.
 Disorder:
 The di-tBu-phenyl ring is disordered over two positions. The adp of the
 corresponding atoms were restrained with RIGU.
 SQUEEZE:
 The structure contains toluene molecule highly disordered over a -3 axis.
 The final refinement was done with a solvent free dataset from a
 PLATON/SQUEEZE run. (For details see: A.~L.~Spek, Acta Cryst. A46 
 (1990),194--201). 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0344P)²+31.4339P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   diffmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11471
_refine_ls_number_parameters     451
_refine_ls_number_restraints     216
_refine_ls_R_factor_all          0.0633
_refine_ls_R_factor_gt           0.0429
_refine_ls_wR_factor_ref         0.0997
_refine_ls_wR_factor_gt          0.0933
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Ga1 Ga 0.72898(2) 0.14875(2) 0.18334(2) 0.02719(6) Uani 1 1 d . . . . .
O1 O 0.68572(4) 0.15386(5) 0.22961(14) 0.0365(3) Uani 1 1 d . . . . .
N1 N 0.73500(4) 0.13240(4) 0.35781(13) 0.0247(3) Uani 1 1 d . . . . .
Ga2 Ga 0.83050(2) 0.20211(2) 0.69310(2) 0.03246(6) Uani 1 1 d . . . . .
O2 O 0.81661(4) 0.16295(4) 0.56059(11) 0.0283(3) Uani 1 1 d . . . . .
C7 C 0.72096(6) 0.14138(5) 0.45382(16) 0.0280(4) Uani 1 1 d . . . . .
H7 H 0.726865 0.133998 0.532294 0.034 Uiso 0.547(4) 1 calc R U P A 1
H7' H 0.726952 0.136546 0.536098 0.034 Uiso 0.453(4) 1 calc R U P A 2
C1 C 0.6809(3) 0.1636(3) 0.3570(6) 0.0226(12) Uani 0.547(4) 1 d . . P A 1
C2 C 0.6995(3) 0.1593(4) 0.4632(8) 0.0205(12) Uani 0.547(4) 1 d . . P A 1
C3 C 0.69180(16) 0.16875(18) 0.5851(5) 0.0228(9) Uani 0.547(4) 1 d . . P A 1
H3 H 0.705317 0.166011 0.654900 0.027 Uiso 0.547(4) 1 calc R U P A 1
C4 C 0.66602(11) 0.18150(13) 0.6059(4) 0.0274(8) Uani 0.547(4) 1 d . . P A 1
C5 C 0.64660(12) 0.18438(13) 0.5006(5) 0.0283(8) Uani 0.547(4) 1 d . . P A 1
H5 H 0.627853 0.192537 0.513984 0.034 Uiso 0.547(4) 1 calc R U P A 1
C6 C 0.65233(14) 0.17628(16) 0.3766(5) 0.0260(9) Uani 0.547(4) 1 d . . P A 1
C8 C 0.65711(11) 0.19070(14) 0.7377(4) 0.0354(9) Uani 0.547(4) 1 d . . P A 1
C9 C 0.6156(3) 0.1654(4) 0.7621(11) 0.100(4) Uani 0.547(4) 1 d . . P A 1
H9A H 0.600344 0.169823 0.697904 0.150 Uiso 0.547(4) 1 calc R U P A 1
H9B H 0.609235 0.171469 0.845281 0.150 Uiso 0.547(4) 1 calc R U P A 1
H9C H 0.609171 0.137934 0.759825 0.150 Uiso 0.547(4) 1 calc R U P A 1
C10 C 0.66161(14) 0.23140(15) 0.7403(5) 0.0525(13) Uani 0.547(4) 1 d . . P A 1
H10A H 0.682525 0.248662 0.682167 0.079 Uiso 0.547(4) 1 calc R U P A 1
H10B H 0.668364 0.242115 0.825620 0.079 Uiso 0.547(4) 1 calc R U P A 1
H10C H 0.636847 0.229670 0.714672 0.079 Uiso 0.547(4) 1 calc R U P A 1
C11 C 0.68420(13) 0.18937(17) 0.8365(4) 0.0518(13) Uani 0.547(4) 1 d . . P A 1
H11A H 0.679786 0.162586 0.842681 0.078 Uiso 0.547(4) 1 calc R U P A 1
H11B H 0.678749 0.197295 0.918000 0.078 Uiso 0.547(4) 1 calc R U P A 1
H11C H 0.711567 0.207363 0.812866 0.078 Uiso 0.547(4) 1 calc R U P A 1
C12 C 0.63090(12) 0.18129(14) 0.2636(5) 0.0322(9) Uani 0.547(4) 1 d . . P A 1
C13 C 0.66060(13) 0.21365(15) 0.1771(5) 0.0403(10) Uani 0.547(4) 1 d . . P A 1
H13A H 0.681391 0.207922 0.154550 0.060 Uiso 0.547(4) 1 calc R U P A 1
H13B H 0.672150 0.238971 0.220731 0.060 Uiso 0.547(4) 1 calc R U P A 1
H13C H 0.647283 0.214784 0.100674 0.060 Uiso 0.547(4) 1 calc R U P A 1
C14 C 0.6073(2) 0.1430(2) 0.1904(5) 0.0410(13) Uani 0.547(4) 1 d . . P A 1
H14A H 0.592690 0.146964 0.122743 0.061 Uiso 0.547(4) 1 calc R U P A 1
H14B H 0.588846 0.122414 0.247205 0.061 Uiso 0.547(4) 1 calc R U P A 1
H14C H 0.625234 0.135121 0.154152 0.061 Uiso 0.547(4) 1 calc R U P A 1
C15 C 0.60155(14) 0.19405(17) 0.3074(5) 0.0475(12) Uani 0.547(4) 1 d . . P A 1
H15A H 0.615691 0.219062 0.352631 0.071 Uiso 0.547(4) 1 calc R U P A 1
H15B H 0.582027 0.173971 0.363364 0.071 Uiso 0.547(4) 1 calc R U P A 1
H15C H 0.588284 0.197235 0.234146 0.071 Uiso 0.547(4) 1 calc R U P A 1
C1' C 0.6771(4) 0.1634(4) 0.3244(7) 0.0214(14) Uani 0.453(4) 1 d . . P A 2
C2' C 0.6942(4) 0.1601(5) 0.4371(9) 0.0196(15) Uani 0.453(4) 1 d . . P A 2
C3' C 0.6863(2) 0.1723(2) 0.5516(5) 0.0245(12) Uani 0.453(4) 1 d . . P A 2
H3' H 0.697826 0.169364 0.626327 0.029 Uiso 0.453(4) 1 calc R U P A 2
C4' C 0.66234(13) 0.18844(14) 0.5592(5) 0.0211(8) Uani 0.453(4) 1 d . . P A 2
C5' C 0.64476(13) 0.18978(14) 0.4468(5) 0.0221(9) Uani 0.453(4) 1 d . . P A 2
H5' H 0.627060 0.199591 0.450383 0.027 Uiso 0.453(4) 1 calc R U P A 2
C6' C 0.65099(17) 0.17790(18) 0.3296(5) 0.0212(10) Uani 0.453(4) 1 d . . P A 2
C8' C 0.65470(12) 0.20295(15) 0.6850(4) 0.0283(9) Uani 0.453(4) 1 d . . P A 2
C9' C 0.6249(4) 0.1634(3) 0.7725(8) 0.059(3) Uani 0.453(4) 1 d . . P A 2
H9'A H 0.600678 0.146625 0.725838 0.089 Uiso 0.453(4) 1 calc R U P A 2
H9'B H 0.618541 0.171924 0.851169 0.089 Uiso 0.453(4) 1 calc R U P A 2
H9'C H 0.638203 0.148494 0.791490 0.089 Uiso 0.453(4) 1 calc R U P A 2
C10' C 0.6351(4) 0.2274(3) 0.6661(6) 0.109(4) Uani 0.453(4) 1 d . . P A 2
H10D H 0.610961 0.212299 0.617158 0.163 Uiso 0.453(4) 1 calc R U P A 2
H10E H 0.652986 0.251516 0.620833 0.163 Uiso 0.453(4) 1 calc R U P A 2
H10F H 0.628680 0.234056 0.748108 0.163 Uiso 0.453(4) 1 calc R U P A 2
C11' C 0.69143(15) 0.2274(2) 0.7554(6) 0.070(3) Uani 0.453(4) 1 d . . P A 2
H11D H 0.703065 0.211441 0.779736 0.105 Uiso 0.453(4) 1 calc R U P A 2
H11E H 0.685652 0.237913 0.830960 0.105 Uiso 0.453(4) 1 calc R U P A 2
H11F H 0.709932 0.249243 0.702166 0.105 Uiso 0.453(4) 1 calc R U P A 2
C12' C 0.63119(15) 0.18104(17) 0.2092(5) 0.0291(10) Uani 0.453(4) 1 d . . P A 2
C13' C 0.66177(15) 0.20933(17) 0.1168(5) 0.0360(11) Uani 0.453(4) 1 d . . P A 2
H13D H 0.678929 0.199122 0.091315 0.054 Uiso 0.453(4) 1 calc R U P A 2
H13E H 0.677510 0.235031 0.156863 0.054 Uiso 0.453(4) 1 calc R U P A 2
H13F H 0.648574 0.212079 0.042519 0.054 Uiso 0.453(4) 1 calc R U P A 2
C14' C 0.6071(3) 0.1407(3) 0.1476(6) 0.0414(17) Uani 0.453(4) 1 d . . P A 2
H14D H 0.593982 0.143112 0.072583 0.062 Uiso 0.453(4) 1 calc R U P A 2
H14E H 0.587398 0.122538 0.207166 0.062 Uiso 0.453(4) 1 calc R U P A 2
H14F H 0.624578 0.130747 0.123489 0.062 Uiso 0.453(4) 1 calc R U P A 2
C15' C 0.60263(16) 0.1961(2) 0.2391(5) 0.0440(14) Uani 0.453(4) 1 d . . P A 2
H15D H 0.589897 0.197288 0.161383 0.066 Uiso 0.453(4) 1 calc R U P A 2
H15E H 0.617205 0.222326 0.276387 0.066 Uiso 0.453(4) 1 calc R U P A 2
H15F H 0.582632 0.178118 0.298490 0.066 Uiso 0.453(4) 1 calc R U P A 2
C16 C 0.75628(6) 0.11124(5) 0.38017(17) 0.0299(4) Uani 1 1 d . . . . .
H16A H 0.744559 0.087121 0.328189 0.036 Uiso 1 1 calc R U . . .
H16B H 0.753368 0.103225 0.469551 0.036 Uiso 1 1 calc R U . . .
C17 C 0.79949(6) 0.13595(6) 0.34907(17) 0.0300(4) Uani 1 1 d . . . . .
H17A H 0.802211 0.143780 0.259535 0.036 Uiso 1 1 calc R U . . .
H17B H 0.812059 0.119724 0.360117 0.036 Uiso 1 1 calc R U . . .
C18 C 0.82115(6) 0.17261(6) 0.42902(16) 0.0291(4) Uani 1 1 d . . . . .
H18A H 0.849404 0.186476 0.406987 0.035 Uiso 1 1 calc R U . . .
H18B H 0.810821 0.190489 0.411227 0.035 Uiso 1 1 calc R U . . .
C19 C 0.71094(8) 0.10436(8) 0.0675(2) 0.0464(5) Uani 1 1 d . . . . .
H19A H 0.696378 0.107588 -0.001858 0.070 Uiso 1 1 calc R U . . .
H19B H 0.693757 0.079885 0.112383 0.070 Uiso 1 1 calc R U . . .
H19C H 0.733650 0.103388 0.033909 0.070 Uiso 1 1 calc R U . . .
C20 C 0.77474(6) 0.20100(7) 0.1527(2) 0.0383(5) Uani 1 1 d . . . . .
H20A H 0.797494 0.198287 0.130998 0.057 Uiso 1 1 calc R U . . .
H20B H 0.780552 0.217067 0.228729 0.057 Uiso 1 1 calc R U . . .
H20C H 0.768983 0.213695 0.083174 0.057 Uiso 1 1 calc R U . . .
C21 C 0.87565(9) 0.25116(7) 0.6374(2) 0.0515(6) Uani 1 1 d . . . . .
H21A H 0.895261 0.245727 0.600342 0.077 Uiso 1 1 calc R U . . .
H21B H 0.887183 0.268818 0.709489 0.077 Uiso 1 1 calc R U . . .
H21C H 0.867202 0.263595 0.574447 0.077 Uiso 1 1 calc R U . . .
C22 C 0.78235(9) 0.19154(9) 0.7778(2) 0.0531(7) Uani 1 1 d . . . . .
H22A H 0.769226 0.202780 0.728845 0.080 Uiso 1 1 calc R U . . .
H22B H 0.788644 0.203426 0.861704 0.080 Uiso 1 1 calc R U . . .
H22C H 0.764918 0.163103 0.785521 0.080 Uiso 1 1 calc R U . . .
C1_1 C 0.63615(6) 0.05754(6) 0.5031(2) 0.0423(5) Uani 1 1 d . . . . .
C2_1 C 0.65946(7) 0.04031(6) 0.5057(2) 0.0424(5) Uani 1 1 d . . . . .
H2_1 H 0.661771 0.027868 0.432215 0.051 Uiso 1 1 calc R U . . .
C3_1 C 0.67932(8) 0.04098(7) 0.6132(3) 0.0498(6) Uani 1 1 d . . . . .
H3_1 H 0.695257 0.029108 0.613102 0.060 Uiso 1 1 calc R U . . .
C4_1 C 0.67623(9) 0.05879(8) 0.7212(2) 0.0574(7) Uani 1 1 d . . . . .
H4_1 H 0.689950 0.059243 0.795239 0.069 Uiso 1 1 calc R U . . .
C5_1 C 0.65319(9) 0.07576(8) 0.7201(3) 0.0576(7) Uani 1 1 d . . . . .
H5_1 H 0.650893 0.088038 0.794037 0.069 Uiso 1 1 calc R U . . .
C6_1 C 0.63315(7) 0.07520(7) 0.6123(3) 0.0508(6) Uani 1 1 d . . . . .
H6_1 H 0.617188 0.087030 0.613058 0.061 Uiso 1 1 calc R U . . .
C7_1 C 0.61558(9) 0.05802(8) 0.3843(3) 0.0656(8) Uani 1 1 d . . . . .
H7A_1 H 0.633545 0.080548 0.332629 0.098 Uiso 1 1 calc R U . . .
H7B_1 H 0.592459 0.060136 0.405708 0.098 Uiso 1 1 calc R U . . .
H7C_1 H 0.607335 0.033677 0.337352 0.098 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
Ga1 O1 1.8755(14) . ?
Ga1 C19 1.957(2) . ?
Ga1 C20 1.967(2) . ?
Ga1 N1 2.0162(15) . ?
O1 C1' 1.183(11) . ?
O1 C1 1.446(8) . ?
N1 C7 1.291(2) . ?
N1 C16 1.464(2) . ?
Ga2 C22 1.945(3) . ?
Ga2 C21 1.948(3) . ?
Ga2 O2 1.9530(13) . ?
Ga2 O2 1.9551(13) 13_656 ?
Ga2 Ga2 2.9583(7) 13_656 ?
O2 C18 1.438(2) . ?
C7 C2 1.346(12) . ?
C7 C2' 1.566(12) . ?
C1 C2 1.400(7) . ?
C1 C6 1.454(10) . ?
C2 C3 1.422(11) . ?
C3 C4 1.355(7) . ?
C4 C5 1.391(6) . ?
C4 C8 1.532(5) . ?
C5 C6 1.402(6) . ?
C6 C12 1.536(6) . ?
C8 C9 1.448(10) . ?
C8 C11 1.516(7) . ?
C8 C10 1.520(7) . ?
C12 C14 1.528(8) . ?
C12 C13 1.531(7) . ?
C12 C15 1.543(6) . ?
C1' C6' 1.402(13) . ?
C1' C2' 1.412(9) . ?
C2' C3' 1.400(13) . ?
C3' C4' 1.377(8) . ?
C4' C5' 1.395(6) . ?
C4' C8' 1.542(6) . ?
C5' C6' 1.396(6) . ?
C6' C12' 1.535(7) . ?
C8' C11' 1.478(7) . ?
C8' C10' 1.514(9) . ?
C8' C9' 1.685(11) . ?
C12' C13' 1.521(7) . ?
C12' C14' 1.528(9) . ?
C12' C15' 1.540(7) . ?
C16 C17 1.513(3) . ?
C17 C18 1.516(3) . ?
C1_1 C2_1 1.385(4) . ?
C1_1 C6_1 1.388(4) . ?
C1_1 C7_1 1.505(4) . ?
C2_1 C3_1 1.378(4) . ?
C3_1 C4_1 1.382(4) . ?
C4_1 C5_1 1.368(4) . ?
C5_1 C6_1 1.385(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
O1 Ga1 C19 108.49(9) . . ?
O1 Ga1 C20 109.66(8) . . ?
C19 Ga1 C20 124.17(10) . . ?
O1 Ga1 N1 92.87(6) . . ?
C19 Ga1 N1 110.08(9) . . ?
C20 Ga1 N1 107.07(8) . . ?
C1' O1 Ga1 132.6(5) . . ?
C1 O1 Ga1 121.3(3) . . ?
C7 N1 C16 118.09(15) . . ?
C7 N1 Ga1 120.41(13) . . ?
C16 N1 Ga1 121.47(11) . . ?
C22 Ga2 C21 131.29(12) . . ?
C22 Ga2 O2 107.90(10) . . ?
C21 Ga2 O2 108.55(9) . . ?
C22 Ga2 O2 108.31(9) . 13_656 ?
C21 Ga2 O2 107.99(9) . 13_656 ?
O2 Ga2 O2 81.61(5) . 13_656 ?
C22 Ga2 Ga2 114.24(9) . 13_656 ?
C21 Ga2 Ga2 114.47(9) . 13_656 ?
O2 Ga2 Ga2 40.83(4) . 13_656 ?
O2 Ga2 Ga2 40.78(4) 13_656 13_656 ?
C18 O2 Ga2 123.05(11) . . ?
C18 O2 Ga2 123.64(11) . 13_656 ?
Ga2 O2 Ga2 98.39(5) . 13_656 ?
N1 C7 C2 131.9(4) . . ?
N1 C7 C2' 121.2(4) . . ?
C2 C1 O1 125.4(7) . . ?
C2 C1 C6 117.7(6) . . ?
O1 C1 C6 116.8(4) . . ?
C7 C2 C1 120.3(8) . . ?
C7 C2 C3 118.3(5) . . ?
C1 C2 C3 120.8(8) . . ?
C4 C3 C2 122.8(5) . . ?
C3 C4 C5 116.2(4) . . ?
C3 C4 C8 122.6(4) . . ?
C5 C4 C8 121.2(4) . . ?
C4 C5 C6 125.6(4) . . ?
C5 C6 C1 116.9(4) . . ?
C5 C6 C12 123.1(4) . . ?
C1 C6 C12 119.9(4) . . ?
C9 C8 C11 114.9(7) . . ?
C9 C8 C10 102.5(6) . . ?
C11 C8 C10 108.0(4) . . ?
C9 C8 C4 108.4(5) . . ?
C11 C8 C4 112.3(3) . . ?
C10 C8 C4 110.2(4) . . ?
C14 C12 C13 110.3(4) . . ?
C14 C12 C6 112.0(4) . . ?
C13 C12 C6 109.7(4) . . ?
C14 C12 C15 106.8(4) . . ?
C13 C12 C15 107.2(4) . . ?
C6 C12 C15 110.6(4) . . ?
O1 C1' C6' 123.1(6) . . ?
O1 C1' C2' 118.0(9) . . ?
C6' C1' C2' 118.9(8) . . ?
C3' C2' C1' 120.6(9) . . ?
C3' C2' C7 112.2(6) . . ?
C1' C2' C7 127.1(9) . . ?
C4' C3' C2' 122.0(5) . . ?
C3' C4' C5' 115.7(4) . . ?
C3' C4' C8' 121.7(5) . . ?
C5' C4' C8' 122.5(4) . . ?
C4' C5' C6' 125.4(4) . . ?
C5' C6' C1' 117.2(5) . . ?
C5' C6' C12' 122.5(5) . . ?
C1' C6' C12' 120.2(5) . . ?
C11' C8' C10' 107.2(6) . . ?
C11' C8' C4' 111.9(4) . . ?
C10' C8' C4' 112.0(4) . . ?
C11' C8' C9' 108.9(6) . . ?
C10' C8' C9' 108.7(6) . . ?
C4' C8' C9' 108.2(5) . . ?
C13' C12' C14' 109.5(5) . . ?
C13' C12' C6' 110.5(4) . . ?
C14' C12' C6' 110.5(5) . . ?
C13' C12' C15' 108.3(5) . . ?
C14' C12' C15' 107.1(5) . . ?
C6' C12' C15' 110.8(4) . . ?
N1 C16 C17 112.13(15) . . ?
C16 C17 C18 113.86(15) . . ?
O2 C18 C17 110.99(15) . . ?
C2_1 C1_1 C6_1 118.1(2) . . ?
C2_1 C1_1 C7_1 120.9(2) . . ?
C6_1 C1_1 C7_1 121.0(3) . . ?
C3_1 C2_1 C1_1 120.9(2) . . ?
C2_1 C3_1 C4_1 120.5(3) . . ?
C5_1 C4_1 C3_1 119.2(3) . . ?
C4_1 C5_1 C6_1 120.6(3) . . ?
C5_1 C6_1 C1_1 120.7(3) . . ?

_refine_diff_density_max         1.248
_refine_diff_density_min         -1.107
_refine_diff_density_rms         0.067



####################################################################### 
# 
# 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_sw_clgamem

_database_code_depnum_ccdc_archive 'CCDC 2010096'
loop_
_audit_author_name
_audit_author_address
'Christoph Wolper'
;Universitaet Duisburg Essen
Germany
;
_audit_update_record             
;
2020-06-16 deposited with the CCDC.	2020-09-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H42 Cl4 Ga4 N2 O4'
_chemical_formula_weight         891.31

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga -1.2846 0.7763 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.8895(8)
_cell_length_b                   17.1647(17)
_cell_length_c                   13.2719(13)
_cell_angle_alpha                90
_cell_angle_beta                 93.448(4)
_cell_angle_gamma                90
_cell_volume                     1794.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9538
_cell_measurement_theta_min      4.22
_cell_measurement_theta_max      80.54

_exptl_crystal_description       tablet
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.650
_exptl_crystal_F_000             896
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.151
_exptl_crystal_size_mid          0.089
_exptl_crystal_size_min          0.044
_exptl_absorpt_coefficient_mu    6.447
_shelx_estimated_absorpt_T_min   0.443
_shelx_estimated_absorpt_T_max   0.765
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.61
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_process_details   
; 
 SADABS
 R.H. Blessing, Acta Cryst. (1995) A51 33-38 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed tube'
_diffrn_source_type              'INCOATEC I\mS 3.0'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_measurement_device_type  'Bruker D8 Venture (Photon II detector)'
_diffrn_measurement_method       'Data collection strategy APEX 3/Queen'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            54968
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_av_R_equivalents  0.0522
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.215
_diffrn_reflns_theta_max         81.023
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3917
_reflns_number_gt                3678
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX3(v2017.3-0)'
_computing_cell_refinement       'Bruker APEX3(v2017.3-0)'
_computing_data_reduction        'Bruker APEX3(v2017.3-0)'
_computing_structure_solution    'Bruker APEX3(v2017.3-0)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'ORTEP/PLATON (Spek)'
_computing_publication_material  'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4'

_refine_special_details          
;
 Treatment of hydrogen atoms:    
 Riding model on idealized geometries 
 with the 1.2 fold isotropic displacement 
 parameters of the equivalent Uij of the 
 corresponding carbon atom.
 The methyl groups are idealized with
 tetrahedral angles in a combined 
 rotating and rigid group refinement
 with the 1.5 fold isotropic displacement
 parameters of the equivalent Uij of the 
 corresponding carbon atom.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0388P)²+1.4010P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   diffmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3917
_refine_ls_number_parameters     194
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0293
_refine_ls_R_factor_gt           0.0274
_refine_ls_wR_factor_ref         0.0738
_refine_ls_wR_factor_gt          0.0718
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Ga1 Ga 1.09119(3) 0.30111(2) -0.19129(2) 0.02652(8) Uani 1 1 d . . . . .
Ga2 Ga 0.89951(3) 0.02335(2) 0.08633(2) 0.02454(8) Uani 1 1 d . . . . .
Cl1 Cl 0.99630(7) 0.56187(3) -0.28942(4) 0.03492(12) Uani 1 1 d . . . . .
Cl2 Cl 1.36813(8) 0.65553(3) 0.04033(5) 0.04451(15) Uani 1 1 d . . . . .
O1 O 1.02249(18) 0.40736(8) -0.19785(11) 0.0274(3) Uani 1 1 d . . . . .
O2 O 1.08588(16) 0.06220(8) 0.01026(11) 0.0248(3) Uani 1 1 d . . . . .
N1 N 1.1270(2) 0.30671(9) -0.03889(12) 0.0230(3) Uani 1 1 d . . . . .
C1 C 1.0991(2) 0.46090(11) -0.14136(14) 0.0230(4) Uani 1 1 d . . . . .
C2 C 1.0995(2) 0.53917(12) -0.17415(15) 0.0258(4) Uani 1 1 d . . . . .
C3 C 1.1814(3) 0.59798(12) -0.11956(16) 0.0285(4) Uani 1 1 d . . . . .
H3 H 1.181204 0.649679 -0.145118 0.034 Uiso 1 1 calc R U . . .
C4 C 1.2641(3) 0.58083(12) -0.02698(17) 0.0304(4) Uani 1 1 d . . . . .
C5 C 1.2616(3) 0.50656(12) 0.01191(16) 0.0276(4) Uani 1 1 d . . . . .
H5 H 1.314239 0.496015 0.076726 0.033 Uiso 1 1 calc R U . . .
C6 C 1.1806(2) 0.44609(11) -0.04464(15) 0.0237(4) Uani 1 1 d . . . . .
C7 C 1.1723(2) 0.37092(11) 0.00454(14) 0.0233(4) Uani 1 1 d . . . . .
H7 H 1.202996 0.368972 0.074824 0.028 Uiso 1 1 calc R U . . .
C8 C 1.1148(2) 0.23605(11) 0.02264(15) 0.0261(4) Uani 1 1 d . . . . .
H8A H 1.003855 0.210596 0.006458 0.031 Uiso 1 1 calc R U . . .
H8AB H 1.120330 0.250561 0.094961 0.031 Uiso 1 1 calc R U . . .
C9 C 1.2567(2) 0.17903(12) 0.00388(18) 0.0301(4) Uani 1 1 d . . . . .
H9A H 1.366757 0.201673 0.028905 0.036 Uiso 1 1 calc R U . . .
H9AB H 1.261207 0.170030 -0.069595 0.036 Uiso 1 1 calc R U . . .
C10 C 1.2297(3) 0.10177(12) 0.05670(19) 0.0338(5) Uani 1 1 d . . . . .
H10A H 1.332132 0.068869 0.052821 0.041 Uiso 1 1 calc R U . . .
H10B H 1.211256 0.111212 0.128810 0.041 Uiso 1 1 calc R U . . .
C11 C 1.3214(3) 0.29171(13) -0.24144(17) 0.0337(4) Uani 1 1 d . . . . .
H11A H 1.312972 0.287812 -0.315242 0.051 Uiso 1 1 calc R U . . .
H11B H 1.376782 0.244915 -0.212820 0.051 Uiso 1 1 calc R U . . .
H11C H 1.388515 0.337749 -0.221112 0.051 Uiso 1 1 calc R U . . .
C12 C 0.8960(3) 0.23473(14) -0.22946(19) 0.0409(5) Uani 1 1 d . . . . .
H12A H 0.792462 0.266387 -0.234128 0.061 Uiso 1 1 calc R U . . .
H12B H 0.885469 0.194087 -0.178359 0.061 Uiso 1 1 calc R U . . .
H12C H 0.912383 0.210481 -0.295019 0.061 Uiso 1 1 calc R U . . .
C13 C 0.9964(3) -0.01017(16) 0.21900(17) 0.0385(5) Uani 1 1 d . . . . .
H13A H 0.947724 -0.060573 0.236427 0.058 Uiso 1 1 calc R U . . .
H13B H 0.970062 0.028563 0.270005 0.058 Uiso 1 1 calc R U . . .
H13C H 1.119876 -0.015224 0.216793 0.058 Uiso 1 1 calc R U . . .
C14 C 0.6973(3) 0.08535(14) 0.04698(17) 0.0327(4) Uani 1 1 d . . . . .
H14A H 0.732134 0.135070 0.018366 0.049 Uiso 1 1 calc R U . . .
H14B H 0.632703 0.095209 0.106468 0.049 Uiso 1 1 calc R U . . .
H14C H 0.626203 0.056749 -0.003541 0.049 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
Ga1 O1 1.9030(14) . ?
Ga1 C12 1.958(2) . ?
Ga1 C11 1.978(2) . ?
Ga1 N1 2.0276(17) . ?
Ga2 O2 1.9505(13) . ?
Ga2 O2 1.9571(14) 3_755 ?
Ga2 C14 1.962(2) . ?
Ga2 C13 1.963(2) . ?
Ga2 Ga2 2.9740(5) 3_755 ?
Cl1 C2 1.734(2) . ?
Cl2 C4 1.740(2) . ?
O1 C1 1.311(2) . ?
O2 C10 1.430(2) . ?
N1 C7 1.285(3) . ?
N1 C8 1.469(2) . ?
C1 C2 1.412(3) . ?
C1 C6 1.424(3) . ?
C2 C3 1.380(3) . ?
C3 C4 1.388(3) . ?
C4 C5 1.376(3) . ?
C5 C6 1.411(3) . ?
C6 C7 1.449(3) . ?
C8 C9 1.519(3) . ?
C9 C10 1.521(3) . ?

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
O1 Ga1 C12 109.18(9) . . ?
O1 Ga1 C11 109.12(8) . . ?
C12 Ga1 C11 126.10(11) . . ?
O1 Ga1 N1 91.29(6) . . ?
C12 Ga1 N1 110.25(9) . . ?
C11 Ga1 N1 105.29(8) . . ?
O2 Ga2 O2 80.88(6) . 3_755 ?
O2 Ga2 C14 107.63(8) . . ?
O2 Ga2 C14 108.16(8) 3_755 . ?
O2 Ga2 C13 107.42(8) . . ?
O2 Ga2 C13 109.42(9) 3_755 . ?
C14 Ga2 C13 131.63(9) . . ?
O2 Ga2 Ga2 40.52(4) . 3_755 ?
O2 Ga2 Ga2 40.36(4) 3_755 3_755 ?
C14 Ga2 Ga2 113.81(7) . 3_755 ?
C13 Ga2 Ga2 114.52(7) . 3_755 ?
C1 O1 Ga1 121.70(12) . . ?
C10 O2 Ga2 122.86(14) . . ?
C10 O2 Ga2 124.22(13) . 3_755 ?
Ga2 O2 Ga2 99.12(6) . 3_755 ?
C7 N1 C8 119.01(17) . . ?
C7 N1 Ga1 120.44(13) . . ?
C8 N1 Ga1 120.38(12) . . ?
O1 C1 C2 120.02(18) . . ?
O1 C1 C6 123.95(17) . . ?
C2 C1 C6 116.01(17) . . ?
C3 C2 C1 122.93(19) . . ?
C3 C2 Cl1 118.62(16) . . ?
C1 C2 Cl1 118.43(15) . . ?
C2 C3 C4 119.33(19) . . ?
C5 C4 C3 120.81(19) . . ?
C5 C4 Cl2 120.47(17) . . ?
C3 C4 Cl2 118.71(16) . . ?
C4 C5 C6 119.89(19) . . ?
C5 C6 C1 120.91(18) . . ?
C5 C6 C7 116.52(17) . . ?
C1 C6 C7 122.35(17) . . ?
N1 C7 C6 125.50(17) . . ?
N1 C8 C9 111.52(16) . . ?
C8 C9 C10 111.15(17) . . ?
O2 C10 C9 110.20(17) . . ?

_refine_diff_density_max         0.757
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.084

