# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_game2nd
_database_code_depnum_ccdc_archive 'CCDC 2264986'
loop_
_audit_author_name
_audit_author_address
'Rebekah Duffin'
;Monash University
Australia
;
_audit_update_record             
;
2023-05-24 deposited with the CCDC.	2023-08-21 downloaded from the CCDC.
;
_audit_creation_date             2022-12-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        'dimethylgallium naladixate'
_chemical_formula_moiety         'C14 H17 Ga N2 O3'
_chemical_formula_sum            'C14 H17 Ga N2 O3'
_chemical_formula_weight         331.01
_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'
Ga Ga 0.2307 1.6083 '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'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

# start Validation Reply Form
_vrf_PLAT930_game2nd             
;
PROBLEM: FCF-based   Twin Law ( 0 0 1)[-1-1 5] Est.d BASF       0.15 Check 
RESPONSE: The appropriate twin law has been applied
;
# end Validation Reply Form

_cell_length_a                   8.0986(6)
_cell_length_b                   8.7121(7)
_cell_length_c                   10.8649(8)
_cell_angle_alpha                77.168(4)
_cell_angle_beta                 80.358(4)
_cell_angle_gamma                70.566(4)
_cell_volume                     701.19(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2612
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      26.01
_cell_measurement_theta_min      2.52
_shelx_estimated_absorpt_T_max   0.756
_shelx_estimated_absorpt_T_min   0.628
_exptl_absorpt_coefficient_mu    1.970
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6269
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/3 (Bruker,2014/3) was used for absorption correction.
wR2(int) was 0.0619 before and 0.0422 after correction.
The Ratio of minimum to maximum transmission is 0.8411.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.568
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             340
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_unetI/netI     0.0436
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6684
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.678
_diffrn_reflns_theta_min         1.932
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_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                2349
_reflns_number_total             2632
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.449
_refine_diff_density_min         -0.640
_refine_diff_density_rms         0.131
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     186
_refine_ls_number_reflns         2632
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0570
_refine_ls_R_factor_gt           0.0505
_refine_ls_restrained_S_all      1.108
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0303P)²+5.8917P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1339
_refine_ls_wR_factor_ref         0.1374
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.99599
 0.00401
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 Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B)
3.b Aromatic/amide H refined with riding coordinates:
 C00C(H00C), C10(H10), C7(H7)
3.c Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C11(H11A,H11B,H11C), C14(H14A,H14B,H14C), C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ga1 Ga 0.46916(8) 0.76116(8) 0.06468(5) 0.0171(2) Uani 1 1 d . . . . .
O3 O 0.4226(5) 0.6084(5) 0.2218(3) 0.0180(8) Uani 1 1 d . . . . .
O1 O 0.4888(5) 1.0275(5) 0.3214(4) 0.0239(9) Uani 1 1 d . . . . .
O2 O 0.5000(5) 0.9122(5) 0.1570(3) 0.0212(8) Uani 1 1 d . . . . .
N2 N 0.2759(6) 0.7184(5) 0.5791(4) 0.0142(9) Uani 1 1 d . . . . .
N1 N 0.1797(6) 0.4887(5) 0.6483(4) 0.0156(9) Uani 1 1 d . . . . .
C3 C 0.4655(7) 0.9205(6) 0.2766(5) 0.0164(11) Uani 1 1 d . . . . .
C5 C 0.3764(6) 0.6496(6) 0.3309(5) 0.0135(10) Uani 1 1 d . . . . .
C6 C 0.3032(6) 0.5430(6) 0.4300(5) 0.0129(10) Uani 1 1 d . . . . .
C4 C 0.3932(7) 0.7930(6) 0.3636(5) 0.0149(10) Uani 1 1 d . . . . .
C9 C 0.2521(7) 0.5794(6) 0.5526(5) 0.0148(10) Uani 1 1 d . . . . .
C00C C 0.2770(7) 0.3989(6) 0.4092(5) 0.0162(11) Uani 1 1 d . . . . .
H00C H 0.309275 0.367528 0.330030 0.019 Uiso 1 1 calc R U . . .
C10 C 0.3454(6) 0.8152(6) 0.4880(5) 0.0143(10) Uani 1 1 d . . . . .
H10 H 0.363319 0.905397 0.509910 0.017 Uiso 1 1 calc R U . . .
C8 C 0.1552(7) 0.3543(6) 0.6264(5) 0.0168(11) Uani 1 1 d . . . . .
C2 C 0.2396(8) 0.8554(7) 0.0009(5) 0.0243(12) Uani 1 1 d . . . . .
H2A H 0.206750 0.770041 -0.021995 0.036 Uiso 1 1 calc R U . . .
H2B H 0.244560 0.939461 -0.072343 0.036 Uiso 1 1 calc R U . . .
H2C H 0.154101 0.903190 0.065564 0.036 Uiso 1 1 calc R U . . .
C7 C 0.2035(7) 0.3066(7) 0.5071(5) 0.0186(11) Uani 1 1 d . . . . .
H7 H 0.185399 0.211423 0.494639 0.022 Uiso 1 1 calc R U . . .
C13 C 0.2186(7) 0.7613(7) 0.7078(5) 0.0178(11) Uani 1 1 d . . . . .
H13A H 0.277782 0.836096 0.720192 0.021 Uiso 1 1 calc R U . . .
H13B H 0.250863 0.661811 0.771414 0.021 Uiso 1 1 calc R U . . .
C11 C 0.0740(8) 0.2567(7) 0.7356(5) 0.0227(12) Uani 1 1 d . . . . .
H11A H 0.161823 0.189816 0.791121 0.034 Uiso 1 1 calc R U . . .
H11B H 0.026706 0.186641 0.704621 0.034 Uiso 1 1 calc R U . . .
H11C H -0.018794 0.330742 0.781201 0.034 Uiso 1 1 calc R U . . .
C14 C 0.0217(7) 0.8423(8) 0.7235(5) 0.0242(12) Uani 1 1 d . . . . .
H14A H -0.010717 0.937389 0.657647 0.036 Uiso 1 1 calc R U . . .
H14B H -0.012413 0.876023 0.804724 0.036 Uiso 1 1 calc R U . . .
H14C H -0.036765 0.764974 0.717971 0.036 Uiso 1 1 calc R U . . .
C1 C 0.6974(8) 0.6488(8) -0.0157(6) 0.0313(14) Uani 1 1 d . . . . .
H1A H 0.771652 0.579606 0.048330 0.047 Uiso 1 1 calc R U . . .
H1B H 0.750538 0.729299 -0.065122 0.047 Uiso 1 1 calc R U . . .
H1C H 0.682723 0.582078 -0.069935 0.047 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 O3 1.984(4) . ?
Ga1 O2 1.920(4) . ?
Ga1 C2 1.942(6) . ?
Ga1 C1 1.942(6) . ?
O3 C5 1.275(6) . ?
O1 C3 1.221(6) . ?
O2 C3 1.295(6) . ?
N2 C9 1.385(7) . ?
N2 C10 1.329(7) . ?
N2 C13 1.486(6) . ?
N1 C9 1.337(7) . ?
N1 C8 1.327(7) . ?
C3 C4 1.501(7) . ?
C5 C6 1.443(7) . ?
C5 C4 1.425(7) . ?
C6 C9 1.400(7) . ?
C6 C00C 1.411(7) . ?
C4 C10 1.380(7) . ?
C00C H00C 0.9300 . ?
C00C C7 1.363(8) . ?
C10 H10 0.9300 . ?
C8 C7 1.403(8) . ?
C8 C11 1.492(7) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C7 H7 0.9300 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.511(8) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?

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
O2 Ga1 O3 92.96(15) . . ?
O2 Ga1 C2 108.5(2) . . ?
O2 Ga1 C1 108.3(2) . . ?
C2 Ga1 O3 102.4(2) . . ?
C1 Ga1 O3 106.7(2) . . ?
C1 Ga1 C2 131.0(3) . . ?
C5 O3 Ga1 123.9(3) . . ?
C3 O2 Ga1 130.5(3) . . ?
C9 N2 C13 119.9(4) . . ?
C10 N2 C9 119.6(4) . . ?
C10 N2 C13 120.5(4) . . ?
C8 N1 C9 118.1(5) . . ?
O1 C3 O2 123.0(5) . . ?
O1 C3 C4 118.7(5) . . ?
O2 C3 C4 118.4(5) . . ?
O3 C5 C6 118.1(4) . . ?
O3 C5 C4 125.0(5) . . ?
C4 C5 C6 116.9(4) . . ?
C9 C6 C5 121.2(5) . . ?
C9 C6 C00C 116.4(5) . . ?
C00C C6 C5 122.4(5) . . ?
C5 C4 C3 126.2(5) . . ?
C10 C4 C3 116.0(5) . . ?
C10 C4 C5 117.7(5) . . ?
N2 C9 C6 119.1(5) . . ?
N1 C9 N2 116.4(5) . . ?
N1 C9 C6 124.5(5) . . ?
C6 C00C H00C 120.6 . . ?
C7 C00C C6 118.9(5) . . ?
C7 C00C H00C 120.6 . . ?
N2 C10 C4 125.4(5) . . ?
N2 C10 H10 117.3 . . ?
C4 C10 H10 117.3 . . ?
N1 C8 C7 121.7(5) . . ?
N1 C8 C11 116.4(5) . . ?
C7 C8 C11 121.9(5) . . ?
Ga1 C2 H2A 109.5 . . ?
Ga1 C2 H2B 109.5 . . ?
Ga1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C00C C7 C8 120.4(5) . . ?
C00C C7 H7 119.8 . . ?
C8 C7 H7 119.8 . . ?
N2 C13 H13A 109.6 . . ?
N2 C13 H13B 109.6 . . ?
N2 C13 C14 110.4(4) . . ?
H13A C13 H13B 108.1 . . ?
C14 C13 H13A 109.6 . . ?
C14 C13 H13B 109.6 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
Ga1 C1 H1A 109.5 . . ?
Ga1 C1 H1B 109.5 . . ?
Ga1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 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
Ga1 O3 C5 C6 164.2(3) . . . . ?
Ga1 O3 C5 C4 -16.5(7) . . . . ?
Ga1 O2 C3 O1 -178.2(4) . . . . ?
Ga1 O2 C3 C4 1.6(7) . . . . ?
O3 C5 C6 C9 179.1(4) . . . . ?
O3 C5 C6 C00C -1.8(7) . . . . ?
O3 C5 C4 C3 0.6(8) . . . . ?
O3 C5 C4 C10 -176.6(5) . . . . ?
O1 C3 C4 C5 -172.4(5) . . . . ?
O1 C3 C4 C10 4.9(7) . . . . ?
O2 C3 C4 C5 7.8(8) . . . . ?
O2 C3 C4 C10 -174.9(5) . . . . ?
N1 C8 C7 C00C -0.4(8) . . . . ?
C3 C4 C10 N2 178.7(5) . . . . ?
C5 C6 C9 N2 -1.4(7) . . . . ?
C5 C6 C9 N1 178.4(5) . . . . ?
C5 C6 C00C C7 -178.6(5) . . . . ?
C5 C4 C10 N2 -3.8(8) . . . . ?
C6 C5 C4 C3 179.9(5) . . . . ?
C6 C5 C4 C10 2.7(7) . . . . ?
C6 C00C C7 C8 -0.1(8) . . . . ?
C4 C5 C6 C9 -0.3(7) . . . . ?
C4 C5 C6 C00C 178.9(5) . . . . ?
C9 N2 C10 C4 2.2(8) . . . . ?
C9 N2 C13 C14 -78.3(6) . . . . ?
C9 N1 C8 C7 0.2(7) . . . . ?
C9 N1 C8 C11 -179.9(4) . . . . ?
C9 C6 C00C C7 0.6(7) . . . . ?
C00C C6 C9 N2 179.5(4) . . . . ?
C00C C6 C9 N1 -0.8(7) . . . . ?
C10 N2 C9 N1 -179.3(4) . . . . ?
C10 N2 C9 C6 0.5(7) . . . . ?
C10 N2 C13 C14 99.7(5) . . . . ?
C8 N1 C9 N2 -179.9(4) . . . . ?
C8 N1 C9 C6 0.3(8) . . . . ?
C13 N2 C9 N1 -1.2(7) . . . . ?
C13 N2 C9 C6 178.6(4) . . . . ?
C13 N2 C10 C4 -175.9(5) . . . . ?
C11 C8 C7 C00C 179.8(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.99599
2 0.00401

####################################################################### 
# 
# 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_gameoxn
_database_code_depnum_ccdc_archive 'CCDC 2264991'
loop_
_audit_author_name
_audit_author_address
'Craig M Forsyth'
;Monash University
Australia
;
_audit_update_record             
;
2023-05-24 deposited with the CCDC.	2023-08-21 downloaded from the CCDC.
;
_audit_creation_date             2022-12-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        'dimethylgallium oxolinate'
_chemical_formula_moiety         'C15 H16 Ga N O5'
_chemical_formula_sum            'C15 H16 Ga N O5'
_chemical_formula_weight         360.01
_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'
Ga Ga 0.2307 1.6083 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   18.0209(6)
_cell_length_b                   13.5163(6)
_cell_length_c                   14.3466(6)
_cell_angle_alpha                90
_cell_angle_beta                 121.773(2)
_cell_angle_gamma                90
_cell_volume                     2970.8(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8957
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      26.65
_cell_measurement_theta_min      2.66
_shelx_estimated_absorpt_T_max   0.766
_shelx_estimated_absorpt_T_min   0.672
_exptl_absorpt_coefficient_mu    1.875
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6611
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/3 (Bruker,2014/3) was used for absorption correction.
wR2(int) was 0.0610 before and 0.0512 after correction.
The Ratio of minimum to maximum transmission is 0.8865.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.610
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1472
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0601
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            40104
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.918
_diffrn_reflns_theta_min         2.118
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2901
_reflns_number_total             3563
_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       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.386
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     202
_refine_ls_number_reflns         3563
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0447
_refine_ls_R_factor_gt           0.0311
_refine_ls_restrained_S_all      1.035
_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)+(0.0291P)²+6.1415P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0703
_refine_ls_wR_factor_ref         0.0754
_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.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C11(H11), C15(H15)
2.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C1(H1A,H1B,H1C), C2(H2A,H2B,H2C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ga1 Ga 0.16960(2) 0.55009(2) 0.32589(2) 0.01940(8) Uani 1 1 d . . . . .
O2 O 0.29430(10) 0.55283(11) 0.43266(13) 0.0208(3) Uani 1 1 d . . . . .
O1 O 0.15959(10) 0.40977(13) 0.33229(14) 0.0254(4) Uani 1 1 d . . . . .
O5 O 0.68356(10) 0.55310(13) 0.80506(14) 0.0284(4) Uani 1 1 d . . . . .
O4 O 0.59195(11) 0.68700(12) 0.72081(14) 0.0278(4) Uani 1 1 d . . . . .
O3 O 0.20604(11) 0.25543(12) 0.35327(14) 0.0286(4) Uani 1 1 d . . . . .
N1 N 0.45552(11) 0.31503(13) 0.58417(14) 0.0158(4) Uani 1 1 d . . . . .
C7 C 0.46349(14) 0.58889(17) 0.59321(18) 0.0176(4) Uani 1 1 d . . . . .
H7 H 0.427146 0.643005 0.559352 0.021 Uiso 1 1 calc R U . . .
C6 C 0.43258(14) 0.49113(16) 0.56185(17) 0.0148(4) Uani 1 1 d . . . . .
C13 C 0.51135(14) 0.22669(16) 0.63495(18) 0.0187(5) Uani 1 1 d . . . . .
H13A H 0.474810 0.170307 0.625849 0.022 Uiso 1 1 calc R U . . .
H13B H 0.550262 0.238139 0.712923 0.022 Uiso 1 1 calc R U . . .
C8 C 0.54799(14) 0.60095(17) 0.67437(18) 0.0183(5) Uani 1 1 d . . . . .
C10 C 0.60309(14) 0.52003(18) 0.72547(18) 0.0192(5) Uani 1 1 d . . . . .
C5 C 0.34202(14) 0.47557(16) 0.47795(17) 0.0153(4) Uani 1 1 d . . . . .
C11 C 0.57724(14) 0.42450(17) 0.69897(17) 0.0175(5) Uani 1 1 d . . . . .
H11 H 0.615106 0.371769 0.733944 0.021 Uiso 1 1 calc R U . . .
C15 C 0.37170(14) 0.30144(17) 0.50669(17) 0.0175(4) Uani 1 1 d . . . . .
H15 H 0.351677 0.236710 0.488304 0.021 Uiso 1 1 calc R U . . .
C3 C 0.22072(14) 0.34369(18) 0.37372(18) 0.0194(5) Uani 1 1 d . . . . .
C14 C 0.56475(15) 0.20335(18) 0.58446(19) 0.0224(5) Uani 1 1 d . . . . .
H14A H 0.526631 0.196014 0.506594 0.034 Uiso 1 1 calc R U . . .
H14B H 0.596417 0.142936 0.615090 0.034 Uiso 1 1 calc R U . . .
H14C H 0.605109 0.256289 0.599640 0.034 Uiso 1 1 calc R U . . .
C12 C 0.48888(13) 0.41022(16) 0.61463(17) 0.0153(4) Uani 1 1 d . . . . .
C4 C 0.31292(14) 0.37653(16) 0.45220(17) 0.0164(4) Uani 1 1 d . . . . .
C1 C 0.11508(17) 0.6095(2) 0.3994(2) 0.0338(6) Uani 1 1 d . . . . .
H1A H 0.118851 0.564444 0.453438 0.051 Uiso 1 1 calc R U . . .
H1B H 0.054872 0.623411 0.346421 0.051 Uiso 1 1 calc R U . . .
H1C H 0.144709 0.669915 0.434431 0.051 Uiso 1 1 calc R U . . .
C2 C 0.15057(17) 0.5836(2) 0.1826(2) 0.0300(6) Uani 1 1 d . . . . .
H2A H 0.174772 0.647707 0.185931 0.045 Uiso 1 1 calc R U . . .
H2B H 0.089078 0.584321 0.129058 0.045 Uiso 1 1 calc R U . . .
H2C H 0.178512 0.535188 0.162199 0.045 Uiso 1 1 calc R U . . .
C9 C 0.67896(15) 0.65858(19) 0.8027(2) 0.0277(5) Uani 1 1 d . . . . .
H9A H 0.720090 0.685825 0.785315 0.033 Uiso 1 1 calc R U . . .
H9B H 0.693595 0.683619 0.873734 0.033 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 O2 1.9423(15) . ?
Ga1 O1 1.9120(17) . ?
Ga1 C1 1.953(2) . ?
Ga1 C2 1.951(2) . ?
O2 C5 1.290(3) . ?
O1 C3 1.294(3) . ?
O5 C10 1.365(3) . ?
O5 C9 1.427(3) . ?
O4 C8 1.367(3) . ?
O4 C9 1.430(3) . ?
O3 C3 1.224(3) . ?
N1 C13 1.482(3) . ?
N1 C15 1.335(3) . ?
N1 C12 1.390(3) . ?
C7 H7 0.9300 . ?
C7 C6 1.412(3) . ?
C7 C8 1.354(3) . ?
C6 C5 1.445(3) . ?
C6 C12 1.411(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.511(3) . ?
C8 C10 1.398(3) . ?
C10 C11 1.357(3) . ?
C5 C4 1.414(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.417(3) . ?
C15 H15 0.9300 . ?
C15 C4 1.375(3) . ?
C3 C4 1.502(3) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?

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
O2 Ga1 C1 105.57(10) . . ?
O2 Ga1 C2 108.36(9) . . ?
O1 Ga1 O2 94.61(7) . . ?
O1 Ga1 C1 107.17(10) . . ?
O1 Ga1 C2 108.18(10) . . ?
C2 Ga1 C1 127.90(11) . . ?
C5 O2 Ga1 124.71(14) . . ?
C3 O1 Ga1 128.88(15) . . ?
C10 O5 C9 106.52(18) . . ?
C8 O4 C9 105.97(18) . . ?
C15 N1 C13 118.42(19) . . ?
C15 N1 C12 120.11(19) . . ?
C12 N1 C13 121.47(17) . . ?
C6 C7 H7 121.2 . . ?
C8 C7 H7 121.2 . . ?
C8 C7 C6 117.6(2) . . ?
C7 C6 C5 118.98(19) . . ?
C12 C6 C7 120.18(19) . . ?
C12 C6 C5 120.8(2) . . ?
N1 C13 H13A 109.3 . . ?
N1 C13 H13B 109.3 . . ?
N1 C13 C14 111.80(18) . . ?
H13A C13 H13B 107.9 . . ?
C14 C13 H13A 109.3 . . ?
C14 C13 H13B 109.3 . . ?
O4 C8 C10 109.93(19) . . ?
C7 C8 O4 128.5(2) . . ?
C7 C8 C10 121.6(2) . . ?
O5 C10 C8 109.3(2) . . ?
C11 C10 O5 127.1(2) . . ?
C11 C10 C8 123.6(2) . . ?
O2 C5 C6 117.57(19) . . ?
O2 C5 C4 125.29(19) . . ?
C4 C5 C6 117.14(19) . . ?
C10 C11 H11 122.1 . . ?
C10 C11 C12 115.8(2) . . ?
C12 C11 H11 122.1 . . ?
N1 C15 H15 117.7 . . ?
N1 C15 C4 124.5(2) . . ?
C4 C15 H15 117.7 . . ?
O1 C3 C4 118.6(2) . . ?
O3 C3 O1 122.6(2) . . ?
O3 C3 C4 118.8(2) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N1 C12 C6 118.63(19) . . ?
N1 C12 C11 120.01(19) . . ?
C6 C12 C11 121.3(2) . . ?
C5 C4 C3 126.0(2) . . ?
C15 C4 C5 118.78(19) . . ?
C15 C4 C3 115.1(2) . . ?
Ga1 C1 H1A 109.5 . . ?
Ga1 C1 H1B 109.5 . . ?
Ga1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
Ga1 C2 H2A 109.5 . . ?
Ga1 C2 H2B 109.5 . . ?
Ga1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
O5 C9 O4 108.22(18) . . ?
O5 C9 H9A 110.1 . . ?
O5 C9 H9B 110.1 . . ?
O4 C9 H9A 110.1 . . ?
O4 C9 H9B 110.1 . . ?
H9A C9 H9B 108.4 . . ?

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
Ga1 O2 C5 C6 -175.50(13) . . . . ?
Ga1 O2 C5 C4 4.5(3) . . . . ?
Ga1 O1 C3 O3 -164.31(17) . . . . ?
Ga1 O1 C3 C4 17.3(3) . . . . ?
O2 C5 C4 C15 179.3(2) . . . . ?
O2 C5 C4 C3 -4.4(3) . . . . ?
O1 C3 C4 C5 -6.9(3) . . . . ?
O1 C3 C4 C15 169.5(2) . . . . ?
O5 C10 C11 C12 178.3(2) . . . . ?
O4 C8 C10 O5 -0.5(3) . . . . ?
O4 C8 C10 C11 178.3(2) . . . . ?
O3 C3 C4 C5 174.7(2) . . . . ?
O3 C3 C4 C15 -8.9(3) . . . . ?
N1 C15 C4 C5 0.6(3) . . . . ?
N1 C15 C4 C3 -176.06(19) . . . . ?
C7 C6 C5 O2 2.5(3) . . . . ?
C7 C6 C5 C4 -177.48(19) . . . . ?
C7 C6 C12 N1 177.91(19) . . . . ?
C7 C6 C12 C11 -0.6(3) . . . . ?
C7 C8 C10 O5 -178.9(2) . . . . ?
C7 C8 C10 C11 -0.2(3) . . . . ?
C6 C7 C8 O4 -177.9(2) . . . . ?
C6 C7 C8 C10 0.2(3) . . . . ?
C6 C5 C4 C15 -0.7(3) . . . . ?
C6 C5 C4 C3 175.59(19) . . . . ?
C13 N1 C15 C4 -179.4(2) . . . . ?
C13 N1 C12 C6 178.99(18) . . . . ?
C13 N1 C12 C11 -2.5(3) . . . . ?
C8 O4 C9 O5 -2.0(3) . . . . ?
C8 C7 C6 C5 178.03(19) . . . . ?
C8 C7 C6 C12 0.2(3) . . . . ?
C8 C10 C11 C12 -0.2(3) . . . . ?
C10 O5 C9 O4 1.7(3) . . . . ?
C10 C11 C12 N1 -177.90(19) . . . . ?
C10 C11 C12 C6 0.5(3) . . . . ?
C5 C6 C12 N1 0.1(3) . . . . ?
C5 C6 C12 C11 -178.36(19) . . . . ?
C15 N1 C13 C14 98.6(2) . . . . ?
C15 N1 C12 C6 -0.2(3) . . . . ?
C15 N1 C12 C11 178.26(19) . . . . ?
C12 N1 C13 C14 -80.6(2) . . . . ?
C12 N1 C15 C4 -0.1(3) . . . . ?
C12 C6 C5 O2 -179.65(18) . . . . ?
C12 C6 C5 C4 0.4(3) . . . . ?
C9 O5 C10 C8 -0.8(2) . . . . ?
C9 O5 C10 C11 -179.4(2) . . . . ?
C9 O4 C8 C7 179.8(2) . . . . ?
C9 O4 C8 C10 1.5(2) . . . . ?

_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_GaMe2NF
_database_code_depnum_ccdc_archive 'CCDC 2264987'
loop_
_audit_author_name
_audit_author_address
'Rebekah Duffin'
;Monash University
Australia
;
_audit_update_record             
;
2023-05-24 deposited with the CCDC.	2023-08-21 downloaded from the CCDC.
;
_audit_creation_date             2022-12-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        'Dimethylgallium norfloxate'
_chemical_formula_moiety         'C18 H23 F Ga N3 O3'
_chemical_formula_sum            'C18 H23 F Ga N3 O3'
_chemical_formula_weight         418.11
_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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7432(6)
_cell_length_b                   9.9407(8)
_cell_length_c                   10.8377(7)
_cell_angle_alpha                94.228(4)
_cell_angle_beta                 100.666(4)
_cell_angle_gamma                102.337(4)
_cell_volume                     897.98(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7479
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      26.49
_cell_measurement_theta_min      2.69
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.566
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.7015
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/3 (Bruker,2014/3) was used for absorption correction.
wR2(int) was 0.0587 before and 0.0523 after correction.
The Ratio of minimum to maximum transmission is 0.9406.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             432
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.17
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0535
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            36411
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.696
_diffrn_reflns_theta_min         2.437
_diffrn_ambient_temperature      123.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine focus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3954
_reflns_number_total             4643
_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       'Bruker Apex2 v2014.1/7 (Bruker AXS, 2014)'
_computing_data_collection       'Bruker Apex2 v2014.1/7 (Bruker AXS, 2014)'
_computing_data_reduction        'Bruker Apex2 v2014.1/7 (Bruker AXS, 2014)'
_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         0.479
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     242
_refine_ls_number_reflns         4643
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0427
_refine_ls_R_factor_gt           0.0314
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0304P)²+0.6732P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0713
_refine_ls_wR_factor_ref         0.0766
_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. Restrained distances
 N3-H3N
 0.91 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B)
3.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C8(H8), C10(H10)
3.c Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ga1 Ga 0.02675(3) 0.28485(2) 0.36889(2) 0.01625(7) Uani 1 1 d . . . . .
F1 F 0.43690(13) 0.79242(11) 0.82450(11) 0.0173(2) Uani 1 1 d . . . . .
O1 O 0.15225(17) 0.15740(15) 0.33302(13) 0.0214(3) Uani 1 1 d . . . . .
O2 O 0.35400(18) 0.05565(15) 0.36882(14) 0.0228(3) Uani 1 1 d . . . . .
O3 O 0.20635(16) 0.41468(14) 0.47812(13) 0.0182(3) Uani 1 1 d . . . . .
N1 N 0.57694(18) 0.29489(16) 0.69710(15) 0.0118(3) Uani 1 1 d . . . . .
N2 N 0.68174(18) 0.71759(16) 0.98584(15) 0.0119(3) Uani 1 1 d . . . . .
N3 N 0.9460(2) 0.88207(18) 1.16503(16) 0.0173(4) Uani 1 1 d D . . . .
C1 C 0.2878(2) 0.1458(2) 0.39746(18) 0.0148(4) Uani 1 1 d . . . . .
C2 C 0.3665(2) 0.24849(19) 0.51263(17) 0.0122(4) Uani 1 1 d . . . . .
C3 C 0.3234(2) 0.3739(2) 0.54173(18) 0.0131(4) Uani 1 1 d . . . . .
C4 C 0.4202(2) 0.46247(19) 0.65212(17) 0.0114(4) Uani 1 1 d . . . . .
C5 C 0.3890(2) 0.59187(19) 0.68601(17) 0.0126(4) Uani 1 1 d . . . . .
H5 H 0.306939 0.623054 0.633658 0.015 Uiso 1 1 calc R U . . .
C6 C 0.4753(2) 0.67184(19) 0.79278(18) 0.0129(4) Uani 1 1 d . . . . .
C7 C 0.5989(2) 0.63187(19) 0.87603(17) 0.0116(4) Uani 1 1 d . . . . .
C8 C 0.6271(2) 0.50369(19) 0.84322(17) 0.0124(4) Uani 1 1 d . . . . .
H8 H 0.706233 0.471428 0.897772 0.015 Uiso 1 1 calc R U . . .
C9 C 0.5423(2) 0.42050(19) 0.73199(17) 0.0114(4) Uani 1 1 d . . . . .
C10 C 0.4929(2) 0.2162(2) 0.59193(18) 0.0133(4) Uani 1 1 d . . . . .
H10 H 0.521758 0.132056 0.569853 0.016 Uiso 1 1 calc R U . . .
C12 C 0.7043(2) 0.2448(2) 0.77738(19) 0.0163(4) Uani 1 1 d . . . . .
H12A H 0.797667 0.323347 0.809617 0.020 Uiso 1 1 calc R U . . .
H12B H 0.739120 0.175176 0.725807 0.020 Uiso 1 1 calc R U . . .
C13 C 0.6472(3) 0.1807(2) 0.8875(2) 0.0245(5) Uani 1 1 d . . . . .
H13A H 0.604228 0.246770 0.934567 0.037 Uiso 1 1 calc R U . . .
H13B H 0.736982 0.157254 0.943368 0.037 Uiso 1 1 calc R U . . .
H13C H 0.563240 0.096304 0.855987 0.037 Uiso 1 1 calc R U . . .
C14 C 0.7656(2) 0.8566(2) 0.96305(19) 0.0172(4) Uani 1 1 d . . . . .
H14A H 0.689098 0.899781 0.909970 0.021 Uiso 1 1 calc R U . . .
H14B H 0.851064 0.847174 0.916737 0.021 Uiso 1 1 calc R U . . .
C15 C 0.8381(2) 0.9484(2) 1.08631(19) 0.0177(4) Uani 1 1 d . . . . .
H15A H 0.897404 1.039614 1.069742 0.021 Uiso 1 1 calc R U . . .
H15B H 0.752486 0.963772 1.130218 0.021 Uiso 1 1 calc R U . . .
C16 C 0.8532(2) 0.7548(2) 1.19676(18) 0.0179(4) Uani 1 1 d . . . . .
H16A H 0.766129 0.774914 1.236570 0.021 Uiso 1 1 calc R U . . .
H16B H 0.922603 0.712485 1.257493 0.021 Uiso 1 1 calc R U . . .
C17 C 0.7836(2) 0.6560(2) 1.07696(18) 0.0145(4) Uani 1 1 d . . . . .
H17A H 0.871365 0.633607 1.039331 0.017 Uiso 1 1 calc R U . . .
H17B H 0.719851 0.568606 1.097283 0.017 Uiso 1 1 calc R U . . .
C18 C -0.1161(3) 0.2009(3) 0.4750(2) 0.0308(5) Uani 1 1 d . . . . .
H18A H -0.215144 0.144511 0.421301 0.046 Uiso 1 1 calc R U . . .
H18B H -0.141194 0.273941 0.528101 0.046 Uiso 1 1 calc R U . . .
H18C H -0.063707 0.141912 0.528897 0.046 Uiso 1 1 calc R U . . .
C19 C -0.0310(3) 0.3737(2) 0.2181(2) 0.0214(4) Uani 1 1 d . . . . .
H19A H 0.054287 0.381907 0.169924 0.032 Uiso 1 1 calc R U . . .
H19B H -0.045353 0.466268 0.243102 0.032 Uiso 1 1 calc R U . . .
H19C H -0.131053 0.317648 0.165565 0.032 Uiso 1 1 calc R U . . .
H3N H 0.998(2) 0.933(2) 1.2318(17) 0.015(6) Uiso 1 1 d D . . . .


_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 1.9078(14) . ?
Ga1 O3 1.9374(14) . ?
Ga1 C18 1.951(2) . ?
Ga1 C19 1.950(2) . ?
F1 C6 1.350(2) . ?
O1 C1 1.292(2) . ?
O2 C1 1.218(2) . ?
O3 C3 1.283(2) . ?
N1 C9 1.389(2) . ?
N1 C10 1.328(2) . ?
N1 C12 1.479(2) . ?
N2 C7 1.391(2) . ?
N2 C14 1.481(2) . ?
N2 C17 1.463(2) . ?
N3 C15 1.450(3) . ?
N3 C16 1.451(3) . ?
C1 C2 1.506(3) . ?
C2 C3 1.408(3) . ?
C2 C10 1.380(3) . ?
C3 C4 1.440(3) . ?
C4 C5 1.408(3) . ?
C4 C9 1.402(2) . ?
C5 C6 1.351(3) . ?
C6 C7 1.419(3) . ?
C7 C8 1.382(3) . ?
C8 C9 1.395(3) . ?
C12 C13 1.509(3) . ?
C14 C15 1.510(3) . ?
C16 C17 1.512(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 O3 93.56(6) . . ?
O1 Ga1 C18 107.86(9) . . ?
O1 Ga1 C19 109.04(8) . . ?
O3 Ga1 C18 107.71(9) . . ?
O3 Ga1 C19 106.62(8) . . ?
C19 Ga1 C18 126.92(9) . . ?
C1 O1 Ga1 128.30(13) . . ?
C3 O3 Ga1 121.53(13) . . ?
C9 N1 C12 120.91(15) . . ?
C10 N1 C9 120.14(16) . . ?
C10 N1 C12 118.93(16) . . ?
C7 N2 C14 113.87(15) . . ?
C7 N2 C17 116.07(15) . . ?
C17 N2 C14 111.93(15) . . ?
C15 N3 C16 108.52(16) . . ?
O1 C1 C2 118.36(17) . . ?
O2 C1 O1 122.72(18) . . ?
O2 C1 C2 118.92(17) . . ?
C3 C2 C1 124.92(17) . . ?
C10 C2 C1 116.04(16) . . ?
C10 C2 C3 119.01(17) . . ?
O3 C3 C2 125.34(17) . . ?
O3 C3 C4 118.13(17) . . ?
C2 C3 C4 116.53(16) . . ?
C5 C4 C3 120.39(16) . . ?
C9 C4 C3 121.50(17) . . ?
C9 C4 C5 118.04(17) . . ?
C6 C5 C4 120.18(17) . . ?
F1 C6 C5 118.22(16) . . ?
F1 C6 C7 118.58(16) . . ?
C5 C6 C7 123.13(17) . . ?
N2 C7 C6 120.50(16) . . ?
C8 C7 N2 123.11(17) . . ?
C8 C7 C6 116.37(17) . . ?
C7 C8 C9 121.66(17) . . ?
N1 C9 C4 118.31(17) . . ?
N1 C9 C8 121.10(16) . . ?
C8 C9 C4 120.58(17) . . ?
N1 C10 C2 124.29(17) . . ?
N1 C12 C13 111.49(16) . . ?
N2 C14 C15 110.82(16) . . ?
N3 C15 C14 109.04(16) . . ?
N3 C16 C17 108.70(16) . . ?
N2 C17 C16 110.57(16) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N3 H3N O1 0.844(16) 2.409(18) 3.162(2) 149(2) 1_666 yes

_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_ts_ganal3_auto
_database_code_depnum_ccdc_archive 'CCDC 2264988'
loop_
_audit_author_name
_audit_author_address
'Rebekah Duffin'
;Monash University
Australia
;
_audit_update_record             
;
2023-05-24 deposited with the CCDC.	2023-08-21 downloaded from the CCDC.
;
_audit_creation_date             2022-12-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        'gallium tris-naladixate'
_chemical_formula_moiety         'C36 H33 Ga N6 O9, C2 H6 O S'
_chemical_formula_sum            'C38 H39 Ga N6 O10 S'
_chemical_formula_weight         841.53
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Ga H N C O'
_chemical_oxdiff_usercomment     'colourless plates'
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'
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'
S S 0.3331 0.5567 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.57906(15)
_cell_length_b                   12.08921(18)
_cell_length_c                   16.5051(2)
_cell_angle_alpha                79.9703(12)
_cell_angle_beta                 77.8647(13)
_cell_angle_gamma                86.5916(12)
_cell_volume                     1839.56(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    21853
_cell_measurement_temperature    122.98(10)
_cell_measurement_theta_max      78.7330
_cell_measurement_theta_min      4.2560
_shelx_estimated_absorpt_T_max   0.919
_shelx_estimated_absorpt_T_min   0.783
_exptl_absorpt_coefficient_mu    2.140
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95391
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.113a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.519
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0534
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            38980
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.440
_diffrn_reflns_theta_min         3.714
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.15
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     36.00 122.00   0.50    0.12    --   50.49  66.00  49.00  172
  2  ω     97.00 178.00   0.50    0.40    --  111.50  66.00  49.00  162
  3  ω    104.00 178.00   0.50    0.40    --  111.50  45.00 -60.00  148
  4  ω    104.00 178.00   0.50    0.40    --  111.50  45.00 -90.00  148
  5  ω    108.00 178.00   0.50    0.40    --  111.50  30.00 -30.00  140
  6  ω     98.00 178.00   0.50    0.40    --  111.50  61.00-180.00  160
  7  ω     63.00 118.00   0.50    0.40    --  111.50   0.00-180.00  110
  8  ω      2.00  57.00   0.50    0.12    --   50.49   0.00-120.00  110
  9  ω     63.00 118.00   0.50    0.40    --  111.50   0.00  90.00  110
 10  ω      2.00  57.00   0.50    0.12    --   50.49   0.00 120.00  110
 11  ω    -99.00 -44.00   0.50    0.12    --  -50.49   0.00  60.00  110
 12  ω    -65.00  21.00   0.50    0.12    --  -50.49  66.00  49.00  172
 13  ω   -105.00 -18.00   0.50    0.40    --  -90.00  66.00  49.00  174
 14  ω    -55.00  21.00   0.50    0.12    --  -50.49  19.00  30.00  152
 15  ω    -62.00  21.00   0.50    0.12    --  -50.49  57.00-180.00  166
 16  ω    -78.00 -18.00   0.50    0.40    --  -90.00  45.00-120.00  120
 17  ω   -161.00 -75.00   0.50    0.40    --  -90.00 -66.00 -85.00  172
 18  ω   -122.00 -35.00   0.50    0.12    --  -50.49 -66.00 -85.00  174
 19  ω    -20.00  65.00   0.50    0.12    --   50.49 -66.00 -85.00  170
 20  ω     41.00  76.00   0.50    0.40    --  111.50 -45.00-180.00   70
 21  ω     41.00 131.00   0.50    0.40    --  111.50 -77.00-120.00  180
 22  ω     41.00 127.00   0.50    0.40    --  111.50 -66.00 -85.00  172
 23  ω     41.00  76.00   0.50    0.40    --  111.50 -45.00 -60.00   70
 24  ω     41.00  76.00   0.50    0.40    --  111.50 -45.00 -30.00   70
 25  ω     41.00 131.00   0.50    0.40    --  111.50 -77.00  60.00  180
 26  ω     41.00  76.00   0.50    0.40    --  111.50 -45.00  90.00   70
 27  ω     41.00  66.00   0.50    0.40    --  111.50 -45.00 120.00   50
 28  ω     40.00  66.00   0.50    0.40    --  111.50 -30.00 150.00   52
 29  ω     40.00  66.00   0.50    0.40    --  111.50 -30.00 120.00   52
 30  ω     98.00 160.00   0.50    0.40    --  111.50 125.00  90.00  124
 31  ω     45.00  72.00   0.50    0.40    --  111.50 -45.00  60.00   54
 32  ω     40.00  66.00   0.50    0.40    --  111.50 -30.00  30.00   52
 33  ω     40.00  66.00   0.50    0.40    --  111.50 -30.00 -60.00   52
 34  ω     40.00  66.00   0.50    0.40    --  111.50 -30.00-180.00   52
 35  ω     97.00 123.00   0.50    0.40    --  111.50-140.00 -85.65   52
 36  ω     41.00 106.00   0.50    0.40    --  111.50 -94.00-180.00  130
 37  ω     41.00 111.00   0.50    0.40    --  111.50-125.00-180.00  140
 38  ω     41.00 106.00   0.50    0.40    --  111.50 -94.00-120.00  130
 39  ω     80.00 106.00   0.50    0.40    --  111.50-100.00 -71.27   52
 40  ω     41.00 106.00   0.50    0.40    --  111.50 -94.00 -60.00  130
 41  ω     41.00 106.00   0.50    0.40    --  111.50 -94.00   0.00  130
 42  ω     75.00 101.00   0.50    0.40    --  111.50 -94.00  60.00   52
 43  ω     41.00  67.00   0.50    0.40    --  111.50 -94.00  60.00   52
 44  ω     41.00 106.00   0.50    0.40    --  111.50 -94.00 120.00  130
 45  ω     79.00 105.00   0.50    0.40    --  111.50 -94.00 150.00   52
 46  ω     41.00  68.00   0.50    0.40    --  111.50 -94.00 150.00   54
 47  ω     41.00 106.00   0.50    0.40    --  111.50 -94.00  90.00  130
 48  ω     46.00 105.00   0.50    0.40    --  111.50 -94.00  30.00  118
 49  ω     68.00 104.00   0.50    0.40    --  111.50 -94.00 -30.00   72
 50  ω     41.00 106.00   0.50    0.40    --  111.50 -94.00-150.00  130
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0534531000
_diffrn_orient_matrix_UB_12      0.0819033000
_diffrn_orient_matrix_UB_13      -0.0701648000
_diffrn_orient_matrix_UB_21      -0.1441092000
_diffrn_orient_matrix_UB_22      -0.0597002000
_diffrn_orient_matrix_UB_23      0.0229734000
_diffrn_orient_matrix_UB_31      -0.0587488000
_diffrn_orient_matrix_UB_32      0.0805247000
_diffrn_orient_matrix_UB_33      0.0626193000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7003
_reflns_number_total             7899
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_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    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.781
_refine_diff_density_min         -0.889
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     513
_refine_ls_number_reflns         7899
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0429
_refine_ls_restrained_S_all      1.075
_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)+(0.0562P)²+1.7708P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1142
_refine_ls_wR_factor_ref         0.1178
_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.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C27(H27A,H27B), C15(H15A,H15B)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C2(H2), C26(H26), C9(H9), C21(H21), C8(H8), C20(H20), C33(H33),
 C32(H32)
2.c Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C28(H28A,H28B,H28C), C16(H16A,H16B,H16C), C36(H36A,H36B,
 H36C), C37(H37A,H37B,H37C), C7(H7A,H7B,H7C), C31(H31A,H31B,H31C), C19(H19A,
 H19B,H19C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ga1 Ga 0.52688(3) 0.76576(2) 0.74180(2) 0.01885(9) Uani 1 1 d . . . . .
O8 O 0.58803(17) 0.84173(12) 0.82718(9) 0.0211(3) Uani 1 1 d . . . . .
O5 O 0.64934(17) 0.86084(12) 0.64782(9) 0.0211(3) Uani 1 1 d . . . . .
O4 O 0.68406(17) 0.65930(12) 0.75346(9) 0.0214(3) Uani 1 1 d . . . . .
O7 O 0.37157(17) 0.87429(13) 0.73552(10) 0.0224(3) Uani 1 1 d . . . . .
O1 O 0.46023(18) 0.69274(13) 0.66072(9) 0.0229(3) Uani 1 1 d . . . . .
O2 O 0.41258(17) 0.66766(12) 0.83622(9) 0.0209(3) Uani 1 1 d . . . . .
C38 C 0.3453(2) 0.63738(17) 0.67017(13) 0.0195(4) Uani 1 1 d . . . . .
O3 O 0.28963(19) 0.62766(14) 0.61092(10) 0.0268(3) Uani 1 1 d . . . . .
O9 O 0.2689(2) 1.04377(15) 0.72615(13) 0.0337(4) Uani 1 1 d . . . . .
O6 O 0.88147(19) 0.56148(14) 0.71571(10) 0.0277(4) Uani 1 1 d . . . . .
N5 N 0.5098(2) 1.17158(15) 0.85776(12) 0.0221(4) Uani 1 1 d . . . . .
N3 N 1.0186(2) 0.76739(17) 0.49579(11) 0.0240(4) Uani 1 1 d . . . . .
C35 C 0.5565(2) 0.94310(18) 0.83642(13) 0.0199(4) Uani 1 1 d . . . . .
C14 C 0.9669(3) 0.70322(19) 0.56943(13) 0.0225(4) Uani 1 1 d . . . . .
H14 H 1.019997 0.637237 0.585818 0.027 Uiso 1 1 calc R U . . .
C34 C 0.6244(2) 0.99168(18) 0.89256(13) 0.0201(4) Uani 1 1 d . . . . .
C11 C 0.3236(2) 0.59608(16) 0.83107(12) 0.0169(4) Uani 1 1 d . . . . .
N1 N 0.11458(19) 0.43784(14) 0.83554(11) 0.0174(3) Uani 1 1 d . . . . .
C24 C 0.3601(2) 0.97707(18) 0.74812(14) 0.0217(4) Uani 1 1 d . . . . .
C2 C 0.1773(2) 0.50170(17) 0.76332(13) 0.0186(4) Uani 1 1 d . . . . .
H2 H 0.148164 0.492961 0.713266 0.022 Uiso 1 1 calc R U . . .
C5 C 0.1575(2) 0.44592(16) 0.90945(12) 0.0167(4) Uani 1 1 d . . . . .
C29 C 0.6020(2) 1.10519(18) 0.90197(13) 0.0204(4) Uani 1 1 d . . . . .
C12 C 0.8012(2) 0.64240(17) 0.70225(13) 0.0199(4) Uani 1 1 d . . . . .
C23 C 0.7633(2) 0.82710(17) 0.60235(13) 0.0185(4) Uani 1 1 d . . . . .
C25 C 0.4597(2) 1.01430(18) 0.79725(13) 0.0205(4) Uani 1 1 d . . . . .
C10 C 0.2597(2) 0.52445(16) 0.90834(12) 0.0171(4) Uani 1 1 d . . . . .
C17 C 0.9451(2) 0.86506(19) 0.46984(13) 0.0233(4) Uani 1 1 d . . . . .
C26 C 0.4423(2) 1.12554(18) 0.80904(14) 0.0216(4) Uani 1 1 d . . . . .
H26 H 0.378227 1.172175 0.780622 0.026 Uiso 1 1 calc R U . . .
C1 C 0.2811(2) 0.57901(17) 0.75698(13) 0.0188(4) Uani 1 1 d . . . . .
C13 C 0.8416(2) 0.72641(17) 0.62324(13) 0.0195(4) Uani 1 1 d . . . . .
N2 N 0.09687(19) 0.37475(14) 0.97880(11) 0.0182(3) Uani 1 1 d . . . . .
N6 N 0.6631(2) 1.15583(16) 0.95175(12) 0.0226(4) Uani 1 1 d . . . . .
N4 N 1.0014(2) 0.92383(18) 0.39426(12) 0.0285(4) Uani 1 1 d . . . . .
C9 C 0.3015(2) 0.52832(18) 0.98459(13) 0.0207(4) Uani 1 1 d . . . . .
H9 H 0.369777 0.580841 0.987043 0.025 Uiso 1 1 calc R U . . .
C21 C 0.7507(3) 0.99700(19) 0.49401(14) 0.0251(5) Uani 1 1 d . . . . .
H21 H 0.665698 1.022183 0.527570 0.030 Uiso 1 1 calc R U . . .
C8 C 0.2426(3) 0.45552(18) 1.05528(13) 0.0223(4) Uani 1 1 d . . . . .
H8 H 0.271096 0.455703 1.107014 0.027 Uiso 1 1 calc R U . . .
C6 C 0.1389(2) 0.38032(17) 1.05004(13) 0.0187(4) Uani 1 1 d . . . . .
C3 C 0.0025(2) 0.35846(17) 0.83446(13) 0.0202(4) Uani 1 1 d . . . . .
H3A H -0.047827 0.388718 0.788437 0.024 Uiso 1 1 calc R U . . .
H3B H -0.068240 0.352161 0.888122 0.024 Uiso 1 1 calc R U . . .
C20 C 0.8071(3) 1.0585(2) 0.41736(15) 0.0302(5) Uani 1 1 d . . . . .
H20 H 0.761975 1.126801 0.397164 0.036 Uiso 1 1 calc R U . . .
C22 C 0.8199(2) 0.89626(18) 0.52262(13) 0.0214(4) Uani 1 1 d . . . . .
C33 C 0.7135(3) 0.92771(19) 0.94131(14) 0.0239(4) Uani 1 1 d . . . . .
H33 H 0.730499 0.850028 0.938831 0.029 Uiso 1 1 calc R U . . .
C4 C 0.0642(3) 0.24286(19) 0.82230(16) 0.0286(5) Uani 1 1 d . . . . .
H4A H 0.132436 0.248410 0.768516 0.043 Uiso 1 1 calc R U . . .
H4B H -0.013068 0.193199 0.822353 0.043 Uiso 1 1 calc R U . . .
H4C H 0.113077 0.212147 0.868147 0.043 Uiso 1 1 calc R U . . .
C30 C 0.7488(2) 1.0925(2) 0.99611(13) 0.0233(4) Uani 1 1 d . . . . .
C32 C 0.7759(3) 0.9783(2) 0.99272(14) 0.0260(5) Uani 1 1 d . . . . .
H32 H 0.837030 0.936034 1.025707 0.031 Uiso 1 1 calc R U . . .
C18 C 0.9332(3) 1.0185(2) 0.36891(15) 0.0305(5) Uani 1 1 d . . . . .
C27 C 0.4822(3) 1.29171(19) 0.86622(16) 0.0269(5) Uani 1 1 d . . . . .
H27A H 0.474593 1.299768 0.925672 0.032 Uiso 1 1 calc R U . . .
H27B H 0.389839 1.316626 0.850352 0.032 Uiso 1 1 calc R U . . .
C15 C 1.1494(3) 0.7280(2) 0.44137(16) 0.0342(6) Uani 1 1 d . . . . .
H15A H 1.215872 0.690700 0.476711 0.041 Uiso 1 1 calc R U . . .
H15B H 1.197987 0.793201 0.403367 0.041 Uiso 1 1 calc R U . . .
C28 C 0.5988(3) 1.3661(2) 0.81171(19) 0.0355(6) Uani 1 1 d . . . . .
H28A H 0.604177 1.360617 0.752574 0.053 Uiso 1 1 calc R U . . .
H28B H 0.690449 1.341727 0.827229 0.053 Uiso 1 1 calc R U . . .
H28C H 0.577482 1.444111 0.819937 0.053 Uiso 1 1 calc R U . . .
C16 C 1.1111(4) 0.6460(4) 0.3896(2) 0.0585(10) Uani 1 1 d . . . . .
H16A H 1.050802 0.684553 0.351727 0.088 Uiso 1 1 calc R U . . .
H16B H 1.059271 0.583138 0.427226 0.088 Uiso 1 1 calc R U . . .
H16C H 1.198735 0.617401 0.356485 0.088 Uiso 1 1 calc R U . . .
S1 S 0.44749(7) 0.34959(5) 0.58925(4) 0.02900(14) Uani 1 1 d . . . . .
O10 O 0.3694(2) 0.33853(15) 0.67868(11) 0.0370(4) Uani 1 1 d . . . . .
C36 C 0.3210(3) 0.3961(2) 0.52479(18) 0.0384(6) Uani 1 1 d . . . . .
H36A H 0.240345 0.345182 0.540347 0.058 Uiso 1 1 calc R U . . .
H36B H 0.366472 0.396643 0.465706 0.058 Uiso 1 1 calc R U . . .
H36C H 0.286545 0.472215 0.532831 0.058 Uiso 1 1 calc R U . . .
C37 C 0.4726(3) 0.2103(2) 0.56467(17) 0.0357(6) Uani 1 1 d . . . . .
H37A H 0.542557 0.168897 0.594841 0.054 Uiso 1 1 calc R U . . .
H37B H 0.507644 0.214198 0.504036 0.054 Uiso 1 1 calc R U . . .
H37C H 0.381502 0.171523 0.581673 0.054 Uiso 1 1 calc R U . . .
C7 C 0.0716(3) 0.30202(18) 1.12750(13) 0.0224(4) Uani 1 1 d . . . . .
H7A H 0.008403 0.345034 1.166200 0.034 Uiso 1 1 calc R U . . .
H7B H 0.146359 0.263364 1.154991 0.034 Uiso 1 1 calc R U . . .
H7C H 0.015984 0.246515 1.111903 0.034 Uiso 1 1 calc R U . . .
C31 C 0.8175(3) 1.1515(2) 1.05018(15) 0.0271(5) Uani 1 1 d . . . . .
H31A H 0.888877 1.203212 1.014339 0.041 Uiso 1 1 calc R U . . .
H31B H 0.863974 1.095862 1.087238 0.041 Uiso 1 1 calc R U . . .
H31C H 0.744356 1.193861 1.084206 0.041 Uiso 1 1 calc R U . . .
C19 C 0.9973(3) 1.0818(3) 0.28381(16) 0.0407(7) Uani 1 1 d . . . . .
H19A H 1.100781 1.085853 0.278364 0.061 Uiso 1 1 calc R U . . .
H19B H 0.955420 1.158034 0.277296 0.061 Uiso 1 1 calc R U . . .
H19C H 0.977403 1.042974 0.240223 0.061 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 O8 2.0085(15) . ?
Ga1 O5 1.9692(15) . ?
Ga1 O4 1.9405(15) . ?
Ga1 O7 1.9315(16) . ?
Ga1 O1 1.9534(15) . ?
Ga1 O2 1.9563(15) . ?
O8 C35 1.272(3) . ?
O5 C23 1.277(3) . ?
O4 C12 1.284(3) . ?
O7 C24 1.290(3) . ?
O1 C38 1.290(3) . ?
O2 C11 1.275(3) . ?
C38 O3 1.233(3) . ?
C38 C1 1.503(3) . ?
O9 C24 1.222(3) . ?
O6 C12 1.227(3) . ?
N5 C29 1.392(3) . ?
N5 C26 1.339(3) . ?
N5 C27 1.486(3) . ?
N3 C14 1.337(3) . ?
N3 C17 1.387(3) . ?
N3 C15 1.486(3) . ?
C35 C34 1.454(3) . ?
C35 C25 1.408(3) . ?
C14 H14 0.9500 . ?
C14 C13 1.381(3) . ?
C34 C29 1.407(3) . ?
C34 C33 1.402(3) . ?
C11 C10 1.450(3) . ?
C11 C1 1.418(3) . ?
N1 C2 1.346(3) . ?
N1 C5 1.387(3) . ?
N1 C3 1.486(3) . ?
C24 C25 1.508(3) . ?
C2 H2 0.9500 . ?
C2 C1 1.380(3) . ?
C5 C10 1.399(3) . ?
C5 N2 1.351(3) . ?
C29 N6 1.346(3) . ?
C12 C13 1.502(3) . ?
C23 C13 1.421(3) . ?
C23 C22 1.447(3) . ?
C25 C26 1.387(3) . ?
C10 C9 1.407(3) . ?
C17 N4 1.344(3) . ?
C17 C22 1.401(3) . ?
C26 H26 0.9500 . ?
N2 C6 1.334(3) . ?
N6 C30 1.334(3) . ?
N4 C18 1.331(3) . ?
C9 H9 0.9500 . ?
C9 C8 1.371(3) . ?
C21 H21 0.9500 . ?
C21 C20 1.370(3) . ?
C21 C22 1.407(3) . ?
C8 H8 0.9500 . ?
C8 C6 1.411(3) . ?
C6 C7 1.500(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.514(3) . ?
C20 H20 0.9500 . ?
C20 C18 1.411(4) . ?
C33 H33 0.9500 . ?
C33 C32 1.375(3) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C30 C32 1.398(3) . ?
C30 C31 1.504(3) . ?
C32 H32 0.9500 . ?
C18 C19 1.501(3) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.510(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.523(5) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
S1 O10 1.4951(19) . ?
S1 C36 1.780(3) . ?
S1 C37 1.791(3) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
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
O5 Ga1 O8 92.15(6) . . ?
O4 Ga1 O8 87.16(6) . . ?
O4 Ga1 O5 90.83(6) . . ?
O4 Ga1 O1 94.41(7) . . ?
O4 Ga1 O2 86.75(7) . . ?
O7 Ga1 O8 89.95(6) . . ?
O7 Ga1 O5 90.03(7) . . ?
O7 Ga1 O4 177.01(6) . . ?
O7 Ga1 O1 88.46(7) . . ?
O7 Ga1 O2 92.36(7) . . ?
O1 Ga1 O8 177.93(7) . . ?
O1 Ga1 O5 89.17(6) . . ?
O1 Ga1 O2 91.52(6) . . ?
O2 Ga1 O8 87.23(6) . . ?
O2 Ga1 O5 177.53(7) . . ?
C35 O8 Ga1 124.42(14) . . ?
C23 O5 Ga1 124.97(13) . . ?
C12 O4 Ga1 131.34(13) . . ?
C24 O7 Ga1 130.44(15) . . ?
C38 O1 Ga1 129.11(14) . . ?
C11 O2 Ga1 126.00(13) . . ?
O1 C38 C1 117.85(18) . . ?
O3 C38 O1 122.80(19) . . ?
O3 C38 C1 119.3(2) . . ?
C29 N5 C27 120.77(19) . . ?
C26 N5 C29 119.44(19) . . ?
C26 N5 C27 119.76(19) . . ?
C14 N3 C17 119.7(2) . . ?
C14 N3 C15 118.6(2) . . ?
C17 N3 C15 121.60(19) . . ?
O8 C35 C34 118.29(19) . . ?
O8 C35 C25 125.9(2) . . ?
C25 C35 C34 115.83(19) . . ?
N3 C14 H14 117.8 . . ?
N3 C14 C13 124.4(2) . . ?
C13 C14 H14 117.8 . . ?
C29 C34 C35 121.62(19) . . ?
C33 C34 C35 122.0(2) . . ?
C33 C34 C29 116.4(2) . . ?
O2 C11 C10 117.07(18) . . ?
O2 C11 C1 126.46(19) . . ?
C1 C11 C10 116.47(19) . . ?
C2 N1 C5 119.34(18) . . ?
C2 N1 C3 119.48(17) . . ?
C5 N1 C3 121.17(17) . . ?
O7 C24 C25 117.75(19) . . ?
O9 C24 O7 123.7(2) . . ?
O9 C24 C25 118.5(2) . . ?
N1 C2 H2 117.8 . . ?
N1 C2 C1 124.50(19) . . ?
C1 C2 H2 117.8 . . ?
N1 C5 C10 119.40(18) . . ?
N2 C5 N1 116.50(18) . . ?
N2 C5 C10 124.10(19) . . ?
N5 C29 C34 118.91(19) . . ?
N6 C29 N5 116.43(19) . . ?
N6 C29 C34 124.7(2) . . ?
O4 C12 C13 118.27(18) . . ?
O6 C12 O4 122.8(2) . . ?
O6 C12 C13 119.0(2) . . ?
O5 C23 C13 125.57(19) . . ?
O5 C23 C22 118.31(19) . . ?
C13 C23 C22 116.12(19) . . ?
C35 C25 C24 124.89(19) . . ?
C26 C25 C35 119.6(2) . . ?
C26 C25 C24 115.25(19) . . ?
C5 C10 C11 121.23(18) . . ?
C5 C10 C9 117.32(19) . . ?
C9 C10 C11 121.41(19) . . ?
N3 C17 C22 119.15(19) . . ?
N4 C17 N3 116.4(2) . . ?
N4 C17 C22 124.5(2) . . ?
N5 C26 C25 124.4(2) . . ?
N5 C26 H26 117.8 . . ?
C25 C26 H26 117.8 . . ?
C11 C1 C38 124.2(2) . . ?
C2 C1 C38 116.88(18) . . ?
C2 C1 C11 118.91(19) . . ?
C14 C13 C12 116.04(19) . . ?
C14 C13 C23 119.13(19) . . ?
C23 C13 C12 124.8(2) . . ?
C6 N2 C5 117.14(19) . . ?
C30 N6 C29 117.07(19) . . ?
C18 N4 C17 117.1(2) . . ?
C10 C9 H9 120.3 . . ?
C8 C9 C10 119.3(2) . . ?
C8 C9 H9 120.3 . . ?
C20 C21 H21 120.3 . . ?
C20 C21 C22 119.4(2) . . ?
C22 C21 H21 120.3 . . ?
C9 C8 H8 120.5 . . ?
C9 C8 C6 118.98(19) . . ?
C6 C8 H8 120.5 . . ?
N2 C6 C8 123.13(19) . . ?
N2 C6 C7 117.51(19) . . ?
C8 C6 C7 119.36(19) . . ?
N1 C3 H3A 109.2 . . ?
N1 C3 H3B 109.2 . . ?
N1 C3 C4 112.13(18) . . ?
H3A C3 H3B 107.9 . . ?
C4 C3 H3A 109.2 . . ?
C4 C3 H3B 109.2 . . ?
C21 C20 H20 120.6 . . ?
C21 C20 C18 118.9(2) . . ?
C18 C20 H20 120.6 . . ?
C17 C22 C23 121.4(2) . . ?
C17 C22 C21 116.9(2) . . ?
C21 C22 C23 121.6(2) . . ?
C34 C33 H33 120.3 . . ?
C32 C33 C34 119.4(2) . . ?
C32 C33 H33 120.3 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N6 C30 C32 122.8(2) . . ?
N6 C30 C31 116.0(2) . . ?
C32 C30 C31 121.1(2) . . ?
C33 C32 C30 119.5(2) . . ?
C33 C32 H32 120.2 . . ?
C30 C32 H32 120.2 . . ?
N4 C18 C20 123.2(2) . . ?
N4 C18 C19 116.1(3) . . ?
C20 C18 C19 120.8(2) . . ?
N5 C27 H27A 109.2 . . ?
N5 C27 H27B 109.2 . . ?
N5 C27 C28 112.1(2) . . ?
H27A C27 H27B 107.9 . . ?
C28 C27 H27A 109.2 . . ?
C28 C27 H27B 109.2 . . ?
N3 C15 H15A 109.6 . . ?
N3 C15 H15B 109.6 . . ?
N3 C15 C16 110.4(2) . . ?
H15A C15 H15B 108.1 . . ?
C16 C15 H15A 109.6 . . ?
C16 C15 H15B 109.6 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O10 S1 C36 107.36(13) . . ?
O10 S1 C37 106.62(12) . . ?
C36 S1 C37 96.43(14) . . ?
S1 C36 H36A 109.5 . . ?
S1 C36 H36B 109.5 . . ?
S1 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
S1 C37 H37A 109.5 . . ?
S1 C37 H37B 109.5 . . ?
S1 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 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
Ga1 O8 C35 C34 -171.55(14) . . . . ?
Ga1 O8 C35 C25 8.9(3) . . . . ?
Ga1 O5 C23 C13 -17.2(3) . . . . ?
Ga1 O5 C23 C22 163.16(14) . . . . ?
Ga1 O4 C12 O6 -170.35(16) . . . . ?
Ga1 O4 C12 C13 10.5(3) . . . . ?
Ga1 O7 C24 O9 164.78(18) . . . . ?
Ga1 O7 C24 C25 -19.0(3) . . . . ?
Ga1 O1 C38 O3 154.73(17) . . . . ?
Ga1 O1 C38 C1 -27.7(3) . . . . ?
Ga1 O2 C11 C10 174.43(13) . . . . ?
Ga1 O2 C11 C1 -5.3(3) . . . . ?
O8 C35 C34 C29 175.9(2) . . . . ?
O8 C35 C34 C33 -5.3(3) . . . . ?
O8 C35 C25 C24 9.9(4) . . . . ?
O8 C35 C25 C26 -175.9(2) . . . . ?
O5 C23 C13 C14 -177.1(2) . . . . ?
O5 C23 C13 C12 0.9(3) . . . . ?
O5 C23 C22 C17 179.40(19) . . . . ?
O5 C23 C22 C21 -1.5(3) . . . . ?
O4 C12 C13 C14 -178.68(19) . . . . ?
O4 C12 C13 C23 3.3(3) . . . . ?
O7 C24 C25 C35 -5.5(3) . . . . ?
O7 C24 C25 C26 -179.9(2) . . . . ?
O1 C38 C1 C11 11.2(3) . . . . ?
O1 C38 C1 C2 -166.75(19) . . . . ?
O2 C11 C10 C5 177.88(18) . . . . ?
O2 C11 C10 C9 -4.3(3) . . . . ?
O2 C11 C1 C38 5.6(3) . . . . ?
O2 C11 C1 C2 -176.5(2) . . . . ?
O3 C38 C1 C11 -171.1(2) . . . . ?
O3 C38 C1 C2 10.9(3) . . . . ?
O9 C24 C25 C35 171.0(2) . . . . ?
O9 C24 C25 C26 -3.4(3) . . . . ?
O6 C12 C13 C14 2.1(3) . . . . ?
O6 C12 C13 C23 -176.0(2) . . . . ?
N5 C29 N6 C30 178.36(19) . . . . ?
N3 C14 C13 C12 178.9(2) . . . . ?
N3 C14 C13 C23 -2.9(3) . . . . ?
N3 C17 N4 C18 -179.2(2) . . . . ?
N3 C17 C22 C23 -1.9(3) . . . . ?
N3 C17 C22 C21 179.0(2) . . . . ?
C35 C34 C29 N5 1.5(3) . . . . ?
C35 C34 C29 N6 -178.9(2) . . . . ?
C35 C34 C33 C32 179.4(2) . . . . ?
C35 C25 C26 N5 -1.7(3) . . . . ?
C14 N3 C17 N4 -178.4(2) . . . . ?
C14 N3 C17 C22 1.8(3) . . . . ?
C14 N3 C15 C16 83.2(3) . . . . ?
C34 C35 C25 C24 -169.7(2) . . . . ?
C34 C35 C25 C26 4.5(3) . . . . ?
C34 C29 N6 C30 -1.2(3) . . . . ?
C34 C33 C32 C30 0.5(4) . . . . ?
C11 C10 C9 C8 -177.2(2) . . . . ?
N1 C2 C1 C38 176.27(19) . . . . ?
N1 C2 C1 C11 -1.8(3) . . . . ?
N1 C5 C10 C11 -1.2(3) . . . . ?
N1 C5 C10 C9 -179.03(18) . . . . ?
N1 C5 N2 C6 178.91(18) . . . . ?
C24 C25 C26 N5 173.0(2) . . . . ?
C2 N1 C5 C10 3.3(3) . . . . ?
C2 N1 C5 N2 -176.01(18) . . . . ?
C2 N1 C3 C4 91.4(2) . . . . ?
C5 N1 C2 C1 -1.9(3) . . . . ?
C5 N1 C3 C4 -87.5(2) . . . . ?
C5 C10 C9 C8 0.7(3) . . . . ?
C5 N2 C6 C8 -0.4(3) . . . . ?
C5 N2 C6 C7 179.66(18) . . . . ?
C29 N5 C26 C25 -1.5(3) . . . . ?
C29 N5 C27 C28 81.4(3) . . . . ?
C29 C34 C33 C32 -1.7(3) . . . . ?
C29 N6 C30 C32 -0.2(3) . . . . ?
C29 N6 C30 C31 179.1(2) . . . . ?
C25 C35 C34 C29 -4.5(3) . . . . ?
C25 C35 C34 C33 174.4(2) . . . . ?
C10 C11 C1 C38 -174.13(18) . . . . ?
C10 C11 C1 C2 3.8(3) . . . . ?
C10 C5 N2 C6 -0.4(3) . . . . ?
C10 C9 C8 C6 -1.5(3) . . . . ?
C17 N3 C14 C13 0.6(3) . . . . ?
C17 N3 C15 C16 -93.0(3) . . . . ?
C17 N4 C18 C20 0.0(3) . . . . ?
C17 N4 C18 C19 -179.3(2) . . . . ?
C26 N5 C29 C34 1.6(3) . . . . ?
C26 N5 C29 N6 -178.1(2) . . . . ?
C26 N5 C27 C28 -100.6(3) . . . . ?
C1 C11 C10 C5 -2.4(3) . . . . ?
C1 C11 C10 C9 175.39(19) . . . . ?
C13 C23 C22 C17 -0.3(3) . . . . ?
C13 C23 C22 C21 178.8(2) . . . . ?
N2 C5 C10 C11 178.13(18) . . . . ?
N2 C5 C10 C9 0.3(3) . . . . ?
N6 C30 C32 C33 0.5(4) . . . . ?
N4 C17 C22 C23 178.3(2) . . . . ?
N4 C17 C22 C21 -0.9(3) . . . . ?
C9 C8 C6 N2 1.4(3) . . . . ?
C9 C8 C6 C7 -178.7(2) . . . . ?
C21 C20 C18 N4 -0.5(4) . . . . ?
C21 C20 C18 C19 178.8(2) . . . . ?
C3 N1 C2 C1 179.21(19) . . . . ?
C3 N1 C5 C10 -177.80(18) . . . . ?
C3 N1 C5 N2 2.9(3) . . . . ?
C20 C21 C22 C23 -178.8(2) . . . . ?
C20 C21 C22 C17 0.4(3) . . . . ?
C22 C23 C13 C14 2.5(3) . . . . ?
C22 C23 C13 C12 -179.44(19) . . . . ?
C22 C17 N4 C18 0.7(3) . . . . ?
C22 C21 C20 C18 0.2(3) . . . . ?
C33 C34 C29 N5 -177.4(2) . . . . ?
C33 C34 C29 N6 2.2(3) . . . . ?
C27 N5 C29 C34 179.6(2) . . . . ?
C27 N5 C29 N6 0.0(3) . . . . ?
C27 N5 C26 C25 -179.6(2) . . . . ?
C15 N3 C14 C13 -175.7(2) . . . . ?
C15 N3 C17 N4 -2.2(3) . . . . ?
C15 N3 C17 C22 178.0(2) . . . . ?
C31 C30 C32 C33 -178.7(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.424
_oxdiff_exptl_absorpt_empirical_full_min 0.818
