# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1048007'
_audit_update_record             
;
2015-04-06 deposited with the CCDC.
2015-04-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H47 Ga N2 O'
_chemical_formula_weight         581.46

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -y, -z'

_cell_length_a                   11.1154(12)
_cell_length_b                   12.4412(12)
_cell_length_c                   13.0127(14)
_cell_angle_alpha                72.868(4)
_cell_angle_beta                 70.445(4)
_cell_angle_gamma                86.568(4)
_cell_volume                     1619.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1563
_cell_measurement_theta_min      2.54
_cell_measurement_theta_max      19.36

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.193
_exptl_crystal_F_000             620
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.878
_shelx_estimated_absorpt_T_min   0.917
_shelx_estimated_absorpt_T_max   0.966
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7176
_exptl_absorpt_correction_T_max  0.7832
_exptl_absorpt_process_details   'SADABS (Bruker, 2004)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker kappa apex2 CCD Diffractometer'
_diffrn_measurement_method       'ω and φ scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13687
_diffrn_reflns_av_unetI/netI     0.0712
_diffrn_reflns_av_R_equivalents  0.0683
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.714
_diffrn_reflns_theta_max         22.279
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measured_fraction_theta_full 0.695
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_Laue_measured_fraction_full 0.695
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_point_group_measured_fraction_full 0.695
_reflns_number_total             3969
_reflns_number_gt                2932
_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       'APEXII (Bruker, 2004)'
_computing_cell_refinement       'APEXII/SAINT (Bruker, 2004)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2004)'
_computing_structure_solution    'SIR-92 (Altornare et al., 1993)'
_computing_structure_refinement  'SHELXL-13 (Sheldrick, 2015)'
_computing_molecular_graphics    'ORTEP3 (Farrugia, 1997) '
_computing_publication_material  'SHELXL-13 (Sheldrick, 2015)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0517P)²+2.0963P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3969
_refine_ls_number_parameters     365
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0825
_refine_ls_R_factor_gt           0.0528
_refine_ls_wR_factor_ref         0.1251
_refine_ls_wR_factor_gt          0.1112
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.000
_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
Ga01 Ga 0.25216(6) 0.25255(5) 0.35968(5) 0.0317(2) Uani 1 1 d . . . . .
O1 O 0.3007(3) 0.2782(3) 0.4784(2) 0.0259(8) Uani 1 1 d . . . . .
N1 N 0.2460(4) 0.3284(3) 0.7803(3) 0.0280(11) Uani 1 1 d . . . . .
C2 C 0.3868(4) 0.4661(4) 0.3720(4) 0.0190(11) Uani 1 1 d . . . . .
N2 N 0.4047(4) 0.3569(3) 0.2398(3) 0.0268(10) Uani 1 1 d . . . . .
C5 C 0.3911(5) 0.7241(4) 0.4736(4) 0.0319(13) Uani 1 1 d . . . . .
H5A H 0.3269 0.7392 0.5379 0.048 Uiso 1 1 calc R U . . .
H5B H 0.3841 0.7749 0.4044 0.048 Uiso 1 1 calc R U . . .
H5C H 0.4742 0.7343 0.4775 0.048 Uiso 1 1 calc R U . . .
C8 C 0.2405(5) 0.3223(4) 0.6865(4) 0.0244(12) Uani 1 1 d . . . . .
H8 H 0.1997 0.2592 0.6864 0.029 Uiso 1 1 calc R U . . .
C1 C 0.3243(4) 0.3824(4) 0.4753(4) 0.0202(12) Uani 1 1 d . . . . .
C6 C 0.3165(5) 0.5200(4) 0.5748(4) 0.0254(12) Uani 1 1 d . . . . .
H6 H 0.2917 0.5378 0.6433 0.031 Uiso 1 1 calc R U . . .
C3 C 0.4111(5) 0.5739(4) 0.3756(4) 0.0243(12) Uani 1 1 d . . . . .
H3 H 0.4552 0.6273 0.3077 0.029 Uiso 1 1 calc R U . . .
C24 C 0.6104(5) 0.3052(4) 0.1243(4) 0.0310(13) Uani 1 1 d . . . . .
C4 C 0.3726(5) 0.6046(4) 0.4750(4) 0.0235(12) Uani 1 1 d . . . . .
C9 C 0.1858(5) 0.2381(4) 0.8795(4) 0.0248(12) Uani 1 1 d . . . . .
C7 C 0.2952(4) 0.4101(4) 0.5782(4) 0.0209(12) Uani 1 1 d . . . . .
C11 C 0.0195(5) 0.1785(4) 1.0612(4) 0.0285(13) Uani 1 1 d . . . . .
H11 H -0.0527 0.1948 1.1152 0.034 Uiso 1 1 calc R U . . .
C22 C 0.6327(6) 0.2722(4) -0.0560(4) 0.0336(14) Uani 1 1 d . . . . .
C23 C 0.6831(5) 0.2744(4) 0.0273(4) 0.0370(14) Uani 1 1 d . . . . .
H23 H 0.7672 0.2548 0.0187 0.044 Uiso 1 1 calc R U . . .
C19 C 0.4856(5) 0.3341(4) 0.1358(4) 0.0265(13) Uani 1 1 d . . . . .
C20 C 0.4318(5) 0.3344(4) 0.0536(4) 0.0283(13) Uani 1 1 d . . . . .
C15 C 0.0275(6) 0.3779(5) 0.9410(5) 0.0457(16) Uani 1 1 d . . . . .
H15A H 0.0960 0.4329 0.9164 0.069 Uiso 1 1 calc R U . . .
H15B H -0.0349 0.3844 1.0105 0.069 Uiso 1 1 calc R U . . .
H15C H -0.0117 0.3903 0.8833 0.069 Uiso 1 1 calc R U . . .
C12 C 0.0651(5) 0.0719(5) 1.0821(4) 0.0335(14) Uani 1 1 d . . . . .
C18 C 0.4380(5) 0.4417(4) 0.2643(4) 0.0237(12) Uani 1 1 d . . . . .
H18 H 0.5010 0.4917 0.2068 0.028 Uiso 1 1 calc R U . . .
C32 C 0.2911(6) 0.0932(5) 0.3669(4) 0.0413(15) Uani 1 1 d . . . . .
C14 C 0.2374(5) 0.1324(4) 0.8994(4) 0.0320(13) Uani 1 1 d . . . . .
C10 C 0.0791(5) 0.2627(4) 0.9610(4) 0.0286(13) Uani 1 1 d . . . . .
C21 C 0.5082(6) 0.3017(4) -0.0412(4) 0.0324(14) Uani 1 1 d . . . . .
H21 H 0.4732 0.2999 -0.0964 0.039 Uiso 1 1 calc R U . . .
C13 C 0.1729(6) 0.0504(4) 1.0017(4) 0.0410(15) Uani 1 1 d . . . . .
H13 H 0.2046 -0.0214 1.0155 0.049 Uiso 1 1 calc R U . . .
C28 C 0.0804(6) 0.3240(5) 0.3752(5) 0.0428(15) Uani 1 1 d . . . . .
C17 C 0.3561(6) 0.1054(5) 0.8160(5) 0.0533(17) Uani 1 1 d . . . . .
H17A H 0.3365 0.0955 0.7528 0.080 Uiso 1 1 calc R U . . .
H17B H 0.3891 0.0373 0.8526 0.080 Uiso 1 1 calc R U . . .
H17C H 0.4189 0.1660 0.7890 0.080 Uiso 1 1 calc R U . . .
C27 C 0.6722(5) 0.3027(5) 0.2126(4) 0.0500(17) Uani 1 1 d . . . . .
H27A H 0.7168 0.3735 0.1928 0.075 Uiso 1 1 calc R U . . .
H27B H 0.7314 0.2433 0.2147 0.075 Uiso 1 1 calc R U . . .
H27C H 0.6074 0.2897 0.2861 0.075 Uiso 1 1 calc R U . . .
C35 C 0.4224(6) 0.0681(5) 0.3765(6) 0.0600(19) Uani 1 1 d . . . . .
H35A H 0.4284 0.0887 0.4402 0.090 Uiso 1 1 calc R U . . .
H35B H 0.4860 0.1106 0.3078 0.090 Uiso 1 1 calc R U . . .
H35C H 0.4360 -0.0108 0.3876 0.090 Uiso 1 1 calc R U . . .
C29 C 0.0866(6) 0.4511(5) 0.3348(5) 0.0586(18) Uani 1 1 d . . . . .
H29A H 0.1323 0.4765 0.2543 0.088 Uiso 1 1 calc R U . . .
H29B H 0.1300 0.4797 0.3745 0.088 Uiso 1 1 calc R U . . .
H29C H 0.0015 0.4781 0.3498 0.088 Uiso 1 1 calc R U . . .
C25 C 0.2991(6) 0.3695(5) 0.0622(4) 0.0468(16) Uani 1 1 d . . . . .
H25A H 0.2393 0.3150 0.1238 0.070 Uiso 1 1 calc R U . . .
H25B H 0.2849 0.3746 -0.0079 0.070 Uiso 1 1 calc R U . . .
H25C H 0.2876 0.4416 0.0763 0.070 Uiso 1 1 calc R U . . .
C16 C -0.0015(6) -0.0207(5) 1.1904(4) 0.0550(18) Uani 1 1 d . . . . .
H16A H -0.0697 0.0101 1.2400 0.082 Uiso 1 1 calc R U . . .
H16B H 0.0588 -0.0523 1.2282 0.082 Uiso 1 1 calc R U . . .
H16C H -0.0357 -0.0785 1.1714 0.082 Uiso 1 1 calc R U . . .
C26 C 0.7144(6) 0.2387(5) -0.1603(4) 0.0507(17) Uani 1 1 d . . . . .
H26A H 0.6759 0.1732 -0.1634 0.076 Uiso 1 1 calc R U . . .
H26B H 0.7982 0.2221 -0.1556 0.076 Uiso 1 1 calc R U . . .
H26C H 0.7208 0.2995 -0.2277 0.076 Uiso 1 1 calc R U . . .
C31 C 0.0023(6) 0.2800(6) 0.3176(5) 0.0604(19) Uani 1 1 d . . . . .
H31A H -0.0801 0.3124 0.3325 0.091 Uiso 1 1 calc R U . . .
H31B H -0.0082 0.1995 0.3474 0.091 Uiso 1 1 calc R U . . .
H31C H 0.0463 0.3005 0.2368 0.091 Uiso 1 1 calc R U . . .
C30 C 0.0008(6) 0.2879(6) 0.5055(5) 0.0565(18) Uani 1 1 d . . . . .
H30A H 0.0437 0.3161 0.5459 0.085 Uiso 1 1 calc R U . . .
H30B H -0.0075 0.2072 0.5339 0.085 Uiso 1 1 calc R U . . .
H30C H -0.0825 0.3182 0.5167 0.085 Uiso 1 1 calc R U . . .
C33 C 0.1935(7) 0.0212(5) 0.4750(7) 0.092(3) Uani 1 1 d . . . . .
H33A H 0.2060 -0.0569 0.4798 0.139 Uiso 1 1 calc R U . . .
H33B H 0.1089 0.0395 0.4734 0.139 Uiso 1 1 calc R U . . .
H33C H 0.2039 0.0355 0.5402 0.139 Uiso 1 1 calc R U . . .
C34 C 0.2867(8) 0.0619(6) 0.2643(7) 0.085(3) Uani 1 1 d . . . . .
H34A H 0.3464 0.1099 0.1963 0.128 Uiso 1 1 calc R U . . .
H34B H 0.2021 0.0712 0.2598 0.128 Uiso 1 1 calc R U . . .
H34C H 0.3089 -0.0151 0.2717 0.128 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
Ga01 O1 1.910(3) . ?
Ga01 C32 1.986(6) . ?
Ga01 C28 2.030(6) . ?
Ga01 N2 2.072(4) . ?
O1 C1 1.324(5) . ?
N1 C8 1.268(6) . ?
N1 C9 1.426(6) . ?
C2 C3 1.401(6) . ?
C2 C1 1.418(6) . ?
C2 C18 1.441(6) . ?
N2 C18 1.294(6) . ?
N2 C19 1.449(6) . ?
C5 C4 1.506(6) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C8 C7 1.465(6) . ?
C8 H8 0.9300 . ?
C1 C7 1.409(6) . ?
C6 C4 1.384(6) . ?
C6 C7 1.387(6) . ?
C6 H6 0.9300 . ?
C3 C4 1.380(6) . ?
C3 H3 0.9300 . ?
C24 C19 1.382(7) . ?
C24 C23 1.399(7) . ?
C24 C27 1.516(7) . ?
C9 C14 1.390(7) . ?
C9 C10 1.390(7) . ?
C11 C12 1.375(7) . ?
C11 C10 1.391(7) . ?
C11 H11 0.9300 . ?
C22 C21 1.375(7) . ?
C22 C23 1.384(7) . ?
C22 C26 1.518(7) . ?
C23 H23 0.9300 . ?
C19 C20 1.389(7) . ?
C20 C21 1.399(7) . ?
C20 C25 1.490(7) . ?
C15 C10 1.494(7) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C12 C13 1.375(8) . ?
C12 C16 1.519(7) . ?
C18 H18 0.9300 . ?
C32 C35 1.512(8) . ?
C32 C34 1.512(8) . ?
C32 C33 1.521(8) . ?
C14 C13 1.405(7) . ?
C14 C17 1.496(8) . ?
C21 H21 0.9300 . ?
C13 H13 0.9300 . ?
C28 C29 1.511(8) . ?
C28 C31 1.532(8) . ?
C28 C30 1.567(8) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 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
O1 Ga01 C32 104.70(18) . . ?
O1 Ga01 C28 104.51(18) . . ?
C32 Ga01 C28 127.3(2) . . ?
O1 Ga01 N2 89.52(14) . . ?
C32 Ga01 N2 109.6(2) . . ?
C28 Ga01 N2 113.50(19) . . ?
C1 O1 Ga01 119.7(3) . . ?
C8 N1 C9 116.9(4) . . ?
C3 C2 C1 119.1(4) . . ?
C3 C2 C18 118.2(4) . . ?
C1 C2 C18 122.3(4) . . ?
C18 N2 C19 117.5(4) . . ?
C18 N2 Ga01 118.0(3) . . ?
C19 N2 Ga01 124.1(3) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C8 C7 123.0(4) . . ?
N1 C8 H8 118.5 . . ?
C7 C8 H8 118.5 . . ?
O1 C1 C7 119.4(4) . . ?
O1 C1 C2 122.3(4) . . ?
C7 C1 C2 118.1(4) . . ?
C4 C6 C7 123.6(4) . . ?
C4 C6 H6 118.2 . . ?
C7 C6 H6 118.2 . . ?
C4 C3 C2 123.1(4) . . ?
C4 C3 H3 118.4 . . ?
C2 C3 H3 118.4 . . ?
C19 C24 C23 118.5(5) . . ?
C19 C24 C27 123.4(5) . . ?
C23 C24 C27 118.1(5) . . ?
C3 C4 C6 116.3(4) . . ?
C3 C4 C5 121.2(4) . . ?
C6 C4 C5 122.5(4) . . ?
C14 C9 C10 120.8(4) . . ?
C14 C9 N1 121.9(5) . . ?
C10 C9 N1 117.1(4) . . ?
C6 C7 C1 119.4(4) . . ?
C6 C7 C8 121.5(4) . . ?
C1 C7 C8 119.1(4) . . ?
C12 C11 C10 121.4(5) . . ?
C12 C11 H11 119.3 . . ?
C10 C11 H11 119.3 . . ?
C21 C22 C23 118.0(5) . . ?
C21 C22 C26 121.8(5) . . ?
C23 C22 C26 120.2(5) . . ?
C22 C23 C24 121.6(5) . . ?
C22 C23 H23 119.2 . . ?
C24 C23 H23 119.2 . . ?
C24 C19 C20 121.7(5) . . ?
C24 C19 N2 119.7(4) . . ?
C20 C19 N2 118.4(5) . . ?
C19 C20 C21 117.4(5) . . ?
C19 C20 C25 122.6(5) . . ?
C21 C20 C25 120.0(4) . . ?
C10 C15 H15A 109.5 . . ?
C10 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C10 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C11 C12 C13 118.2(5) . . ?
C11 C12 C16 121.5(5) . . ?
C13 C12 C16 120.4(5) . . ?
N2 C18 C2 126.3(4) . . ?
N2 C18 H18 116.8 . . ?
C2 C18 H18 116.8 . . ?
C35 C32 C34 107.7(6) . . ?
C35 C32 C33 107.9(5) . . ?
C34 C32 C33 110.3(5) . . ?
C35 C32 Ga01 110.7(4) . . ?
C34 C32 Ga01 113.4(4) . . ?
C33 C32 Ga01 106.7(4) . . ?
C9 C14 C13 117.4(5) . . ?
C9 C14 C17 122.0(4) . . ?
C13 C14 C17 120.6(5) . . ?
C9 C10 C11 119.4(5) . . ?
C9 C10 C15 120.5(4) . . ?
C11 C10 C15 120.1(5) . . ?
C22 C21 C20 122.7(5) . . ?
C22 C21 H21 118.6 . . ?
C20 C21 H21 118.6 . . ?
C12 C13 C14 122.8(5) . . ?
C12 C13 H13 118.6 . . ?
C14 C13 H13 118.6 . . ?
C29 C28 C31 108.8(5) . . ?
C29 C28 C30 107.0(5) . . ?
C31 C28 C30 105.7(5) . . ?
C29 C28 Ga01 114.8(4) . . ?
C31 C28 Ga01 113.3(4) . . ?
C30 C28 Ga01 106.6(4) . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C32 C35 H35A 109.5 . . ?
C32 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C32 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C20 C25 H25A 109.5 . . ?
C20 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C20 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C12 C16 H16A 109.5 . . ?
C12 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C12 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C22 C26 H26A 109.5 . . ?
C22 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C22 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 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
C9 N1 C8 C7 178.5(4) . . . . ?
Ga01 O1 C1 C7 147.2(4) . . . . ?
Ga01 O1 C1 C2 -37.6(6) . . . . ?
C3 C2 C1 O1 -178.6(4) . . . . ?
C18 C2 C1 O1 -4.9(7) . . . . ?
C3 C2 C1 C7 -3.3(7) . . . . ?
C18 C2 C1 C7 170.3(4) . . . . ?
C1 C2 C3 C4 -2.5(7) . . . . ?
C18 C2 C3 C4 -176.5(5) . . . . ?
C2 C3 C4 C6 5.0(7) . . . . ?
C2 C3 C4 C5 -174.9(4) . . . . ?
C7 C6 C4 C3 -1.7(7) . . . . ?
C7 C6 C4 C5 178.2(5) . . . . ?
C8 N1 C9 C14 72.6(6) . . . . ?
C8 N1 C9 C10 -113.2(5) . . . . ?
C4 C6 C7 C1 -4.1(7) . . . . ?
C4 C6 C7 C8 177.3(5) . . . . ?
O1 C1 C7 C6 -178.2(4) . . . . ?
C2 C1 C7 C6 6.5(7) . . . . ?
O1 C1 C7 C8 0.5(7) . . . . ?
C2 C1 C7 C8 -174.9(4) . . . . ?
N1 C8 C7 C6 -22.8(7) . . . . ?
N1 C8 C7 C1 158.6(5) . . . . ?
C21 C22 C23 C24 0.1(7) . . . . ?
C26 C22 C23 C24 179.8(5) . . . . ?
C19 C24 C23 C22 0.0(7) . . . . ?
C27 C24 C23 C22 178.6(5) . . . . ?
C23 C24 C19 C20 -0.7(7) . . . . ?
C27 C24 C19 C20 -179.3(5) . . . . ?
C23 C24 C19 N2 174.6(4) . . . . ?
C27 C24 C19 N2 -4.0(7) . . . . ?
C18 N2 C19 C24 63.1(6) . . . . ?
Ga01 N2 C19 C24 -109.7(4) . . . . ?
C18 N2 C19 C20 -121.4(5) . . . . ?
Ga01 N2 C19 C20 65.8(5) . . . . ?
C24 C19 C20 C21 1.3(7) . . . . ?
N2 C19 C20 C21 -174.1(4) . . . . ?
C24 C19 C20 C25 -177.6(5) . . . . ?
N2 C19 C20 C25 7.0(7) . . . . ?
C10 C11 C12 C13 0.8(7) . . . . ?
C10 C11 C12 C16 -178.7(5) . . . . ?
C19 N2 C18 C2 -167.2(4) . . . . ?
Ga01 N2 C18 C2 6.1(6) . . . . ?
C3 C2 C18 N2 -165.0(5) . . . . ?
C1 C2 C18 N2 21.2(8) . . . . ?
C10 C9 C14 C13 3.8(7) . . . . ?
N1 C9 C14 C13 177.7(4) . . . . ?
C10 C9 C14 C17 -176.7(5) . . . . ?
N1 C9 C14 C17 -2.7(7) . . . . ?
C14 C9 C10 C11 -3.4(7) . . . . ?
N1 C9 C10 C11 -177.7(4) . . . . ?
C14 C9 C10 C15 177.4(5) . . . . ?
N1 C9 C10 C15 3.1(7) . . . . ?
C12 C11 C10 C9 1.0(7) . . . . ?
C12 C11 C10 C15 -179.8(5) . . . . ?
C23 C22 C21 C20 0.6(7) . . . . ?
C26 C22 C21 C20 -179.1(5) . . . . ?
C19 C20 C21 C22 -1.3(7) . . . . ?
C25 C20 C21 C22 177.7(5) . . . . ?
C11 C12 C13 C14 -0.4(8) . . . . ?
C16 C12 C13 C14 179.2(5) . . . . ?
C9 C14 C13 C12 -1.9(8) . . . . ?
C17 C14 C13 C12 178.6(5) . . . . ?

_refine_diff_density_max         1.538
_refine_diff_density_min         -0.472
_refine_diff_density_rms         0.070

_shelxl_version_number           2012-9

# start Validation Reply Form
_vrf_THETM01_shelxl              
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: The crystal is air and moisture sensitive. Repeated crystallization 
and intensity data collection doesn't improve the situation. 
;
# end Validation Reply Form


####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1048008'
_audit_update_record             
;
2015-04-06 deposited with the CCDC.
2015-04-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H43 Ga N2 O'
_chemical_formula_weight         457.33

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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   26.356(3)
_cell_length_b                   10.1106(11)
_cell_length_c                   21.7876(18)
_cell_angle_alpha                90
_cell_angle_beta                 112.909(4)
_cell_angle_gamma                90
_cell_volume                     5348.0(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2028
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      19.81

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.136
_exptl_crystal_F_000             1968
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.045
_shelx_estimated_absorpt_T_min   0.818
_shelx_estimated_absorpt_T_max   0.950
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8350
_exptl_absorpt_correction_T_max  0.9001
_exptl_absorpt_process_details   'SADABS (Bruker, 2004)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20588
_diffrn_reflns_av_unetI/netI     0.1304
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         0.839
_diffrn_reflns_theta_max         20.891
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measured_fraction_theta_full 0.563
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_Laue_measured_fraction_full 0.563
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_point_group_measured_fraction_full 0.563
_reflns_number_total             20588
_reflns_number_gt                13062
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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. These statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'APEXII (Bruker, 2004)'
_computing_cell_refinement       'APEXII/SAINT (Bruker, 2004)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2004)'
_computing_structure_solution    'SIR-92 (Altornare et al., 1993)'
_computing_structure_refinement  'SHELXL-13 (Sheldrick, 2015)'
_computing_molecular_graphics    'ORTEP3 (Farrugia, 1997) '
_computing_publication_material  'SHELXL-13 (Sheldrick, 2015)'


_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0559P)²+12.5214P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         20588
_refine_ls_number_parameters     610
_refine_ls_number_restraints     168
_refine_ls_R_factor_all          0.1308
_refine_ls_R_factor_gt           0.0769
_refine_ls_wR_factor_ref         0.1865
_refine_ls_wR_factor_gt          0.1608
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.000
_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 0.14086(5) 0.54719(11) 0.15382(6) 0.0245(4) Uani 1 1 d . . . . .
C1 C 0.0380(5) 0.5818(10) 0.1699(5) 0.020(3) Uani 1 1 d . . . . .
C2 C -0.0125(5) 0.6510(10) 0.1536(5) 0.017(3) Uani 1 1 d . . . . .
C3 C -0.0560(5) 0.5923(9) 0.1630(5) 0.024(3) Uani 1 1 d . . . . .
H3 H -0.0893 0.6410 0.1512 0.029 Uiso 1 1 calc R U . . .
C4 C -0.0541(5) 0.4654(11) 0.1890(5) 0.028(3) Uani 1 1 d . . . . .
C5 C -0.0045(5) 0.4000(10) 0.2069(5) 0.027(3) Uani 1 1 d . . . . .
H5 H -0.0012 0.3144 0.2260 0.033 Uiso 1 1 calc R U . . .
C6 C 0.0408(4) 0.4530(10) 0.1982(4) 0.019(3) Uani 1 1 d . . . . .
C7 C -0.0168(5) 0.7864(10) 0.1276(5) 0.022(3) Uani 1 1 d . . . . .
H7 H 0.0134 0.8225 0.1197 0.027 Uiso 1 1 calc R U . . .
C8 C -0.0623(5) 0.9917(10) 0.0879(5) 0.034(3) Uani 1 1 d . . . . .
C9 C -0.0929(7) 1.0742(12) 0.1205(7) 0.074(5) Uani 1 1 d . . . . .
H9A H -0.1299 1.0375 0.1093 0.110 Uiso 1 1 calc R U . . .
H9B H -0.0960 1.1655 0.1044 0.110 Uiso 1 1 calc R U . . .
H9C H -0.0727 1.0730 0.1690 0.110 Uiso 1 1 calc R U . . .
C10 C -0.0956(8) 0.9814(13) 0.0136(6) 0.088(6) Uani 1 1 d . . . . .
H10G H -0.0734 0.9385 -0.0078 0.133 Uiso 1 1 calc R U . . .
H10H H -0.1061 1.0702 -0.0051 0.133 Uiso 1 1 calc R U . . .
H10I H -0.1288 0.9289 0.0055 0.133 Uiso 1 1 calc R U . . .
C11 C -0.0078(6) 1.0560(13) 0.1011(9) 0.093(6) Uani 1 1 d . . . . .
H11G H 0.0137 1.0594 0.1492 0.139 Uiso 1 1 calc R U . . .
H11H H -0.0138 1.1460 0.0830 0.139 Uiso 1 1 calc R U . . .
H11I H 0.0123 1.0046 0.0797 0.139 Uiso 1 1 calc R U . . .
C12 C -0.1030(5) 0.4029(11) 0.1970(6) 0.043(3) Uani 1 1 d . . . . .
H12G H -0.1341 0.4646 0.1817 0.065 Uiso 1 1 calc R U . . .
H12H H -0.0936 0.3818 0.2441 0.065 Uiso 1 1 calc R U . . .
H12I H -0.1132 0.3215 0.1705 0.065 Uiso 1 1 calc R U . . .
C13 C 0.0911(5) 0.3743(10) 0.2211(5) 0.024(3) Uani 1 1 d . . . . .
H13 H 0.0902 0.2970 0.2455 0.029 Uiso 1 1 calc R U . . .
C14 C 0.1805(5) 0.2893(10) 0.2431(5) 0.036(3) Uani 1 1 d . . . . .
C15 C 0.1592(6) 0.1584(11) 0.2089(7) 0.066(5) Uani 1 1 d . . . . .
H15G H 0.1474 0.1692 0.1606 0.099 Uiso 1 1 calc R U . . .
H15H H 0.1279 0.1294 0.2190 0.099 Uiso 1 1 calc R U . . .
H15I H 0.1886 0.0920 0.2248 0.099 Uiso 1 1 calc R U . . .
C16 C 0.1945(5) 0.2820(12) 0.3183(5) 0.049(4) Uani 1 1 d . . . . .
H16G H 0.2245 0.2185 0.3388 0.073 Uiso 1 1 calc R U . . .
H16H H 0.1620 0.2533 0.3260 0.073 Uiso 1 1 calc R U . . .
H16I H 0.2061 0.3695 0.3382 0.073 Uiso 1 1 calc R U . . .
C17 C 0.2309(5) 0.3324(11) 0.2317(6) 0.046(4) Uani 1 1 d . . . . .
H17G H 0.2215 0.3418 0.1837 0.069 Uiso 1 1 calc R U . . .
H17H H 0.2600 0.2660 0.2500 0.069 Uiso 1 1 calc R U . . .
H17I H 0.2438 0.4175 0.2538 0.069 Uiso 1 1 calc R U . . .
C18 C 0.1148(5) 0.4811(11) 0.0599(5) 0.029(3) Uani 1 1 d . . . . .
C19 C 0.0649(5) 0.3903(11) 0.0461(6) 0.046(4) Uani 1 1 d . . . . .
H19G H 0.0362 0.4383 0.0550 0.069 Uiso 1 1 calc R U . . .
H19H H 0.0761 0.3124 0.0750 0.069 Uiso 1 1 calc R U . . .
H19I H 0.0505 0.3622 -0.0007 0.069 Uiso 1 1 calc R U . . .
C20 C 0.0974(5) 0.6008(11) 0.0146(5) 0.046(4) Uani 1 1 d . . . . .
H20G H 0.0813 0.5717 -0.0319 0.068 Uiso 1 1 calc R U . . .
H20H H 0.1296 0.6566 0.0216 0.068 Uiso 1 1 calc R U . . .
H20I H 0.0700 0.6516 0.0249 0.068 Uiso 1 1 calc R U . . .
C21 C 0.1592(6) 0.4031(12) 0.0447(6) 0.054(4) Uani 1 1 d . . . . .
H21G H 0.1443 0.3768 -0.0023 0.081 Uiso 1 1 calc R U . . .
H21H H 0.1696 0.3239 0.0728 0.081 Uiso 1 1 calc R U . . .
H21I H 0.1917 0.4591 0.0539 0.081 Uiso 1 1 calc R U . . .
C22 C 0.2001(5) 0.6811(11) 0.1960(6) 0.040(3) Uani 1 1 d . . . . .
C23 C 0.1766(6) 0.8113(11) 0.1585(7) 0.063(4) Uani 1 1 d . . . . .
H23G H 0.2024 0.8838 0.1788 0.094 Uiso 1 1 calc R U . . .
H23H H 0.1411 0.8308 0.1614 0.094 Uiso 1 1 calc R U . . .
H23I H 0.1713 0.8020 0.1117 0.094 Uiso 1 1 calc R U . . .
C24 C 0.2541(6) 0.6556(13) 0.1897(8) 0.074(5) Uani 1 1 d . . . . .
H24G H 0.2795 0.7285 0.2103 0.110 Uiso 1 1 calc R U . . .
H24H H 0.2480 0.6490 0.1425 0.110 Uiso 1 1 calc R U . . .
H24I H 0.2698 0.5725 0.2123 0.110 Uiso 1 1 calc R U . . .
C25 C 0.2102(6) 0.7003(13) 0.2686(6) 0.063(4) Uani 1 1 d . . . . .
H25G H 0.2276 0.6207 0.2937 0.095 Uiso 1 1 calc R U . . .
H25H H 0.1751 0.7160 0.2729 0.095 Uiso 1 1 calc R U . . .
H25I H 0.2346 0.7764 0.2862 0.095 Uiso 1 1 calc R U . . .
C1A C 0.4616(5) 0.9072(10) 0.1360(5) 0.024(3) Uani 1 1 d . . . . .
C2A C 0.5131(5) 0.8438(10) 0.1655(5) 0.024(3) Uani 1 1 d . . . . .
C3A C 0.5556(5) 0.9085(10) 0.2153(5) 0.027(3) Uani 1 1 d . . . . .
H3A H 0.5903 0.8656 0.2343 0.033 Uiso 1 1 calc R U . . .
C4A C 0.5502(5) 1.0334(11) 0.2391(5) 0.028(3) Uani 1 1 d . . . . .
C5A C 0.4998(5) 1.0908(10) 0.2113(5) 0.031(3) Uani 1 1 d . . . . .
H5A H 0.4949 1.1754 0.2272 0.037 Uiso 1 1 calc R U . . .
C6A C 0.4547(5) 1.0325(10) 0.1605(5) 0.025(3) Uani 1 1 d . . . . .
C7A C 0.5221(6) 0.7109(11) 0.1448(5) 0.032(3) Uani 1 1 d . . . . .
H7A H 0.4944 0.6740 0.1062 0.039 Uiso 1 1 calc R U . . .
C8A C 0.5704(7) 0.5110(12) 0.1489(6) 0.056(4) Uani 1 1 d D . . . .
C12A C 0.5971(5) 1.0985(12) 0.2937(6) 0.050(4) Uani 1 1 d . . . . .
H12A H 0.5864 1.1881 0.3009 0.075 Uiso 1 1 calc R U . . .
H12B H 0.6290 1.1029 0.2812 0.075 Uiso 1 1 calc R U . . .
H12C H 0.6068 1.0470 0.3348 0.075 Uiso 1 1 calc R U . . .
C13A C 0.4042(5) 1.1012(11) 0.1389(6) 0.039(3) Uani 1 1 d . . . . .
H13A H 0.4037 1.1762 0.1649 0.047 Uiso 1 1 calc R U . . .
C14A C 0.3075(6) 1.1611(14) 0.0765(7) 0.066(5) Uani 1 1 d D . . . .
C18A C 0.3009(6) 0.7900(14) 0.0001(7) 0.060(4) Uani 1 1 d . . . . .
C22A C 0.3860(5) 1.0096(11) -0.0436(5) 0.035(3) Uani 1 1 d . . . . .
C23A C 0.4172(7) 0.9012(14) -0.0624(8) 0.086(6) Uani 1 1 d . . . . .
H23A H 0.3926 0.8259 -0.0811 0.129 Uiso 1 1 calc R U . . .
H23B H 0.4486 0.8727 -0.0227 0.129 Uiso 1 1 calc R U . . .
H23C H 0.4305 0.9351 -0.0956 0.129 Uiso 1 1 calc R U . . .
C24A C 0.3412(6) 1.0601(15) -0.1068(6) 0.069(5) Uani 1 1 d . . . . .
H24A H 0.3199 1.1286 -0.0956 0.104 Uiso 1 1 calc R U . . .
H24B H 0.3168 0.9870 -0.1297 0.104 Uiso 1 1 calc R U . . .
H24C H 0.3579 1.0976 -0.1360 0.104 Uiso 1 1 calc R U . . .
C25A C 0.4253(7) 1.1253(15) -0.0126(7) 0.080(5) Uani 1 1 d . . . . .
H25A H 0.4433 1.1520 -0.0424 0.120 Uiso 1 1 calc R U . . .
H25B H 0.4533 1.0979 0.0304 0.120 Uiso 1 1 calc R U . . .
H25C H 0.4044 1.2001 -0.0058 0.120 Uiso 1 1 calc R U . . .
Ga1A Ga 0.35894(5) 0.93051(12) 0.02248(6) 0.0338(4) Uani 1 1 d . . . . .
N1 N -0.0592(4) 0.8563(8) 0.1156(4) 0.027(2) Uani 1 1 d . . . . .
N2 N 0.1359(4) 0.3935(8) 0.2136(4) 0.027(2) Uani 1 1 d . . . . .
N1A N 0.5639(5) 0.6435(9) 0.1747(5) 0.040(3) Uani 1 1 d . . . . .
N2A N 0.3581(4) 1.0771(9) 0.0886(5) 0.039(3) Uani 1 1 d . . . . .
O1 O 0.0798(3) 0.6360(6) 0.1608(3) 0.0275(19) Uani 1 1 d . . . . .
O1A O 0.4208(3) 0.8449(7) 0.0885(4) 0.038(2) Uani 1 1 d . . . . .
C9A C 0.6121(13) 0.440(3) 0.2050(13) 0.104(10) Uani 0.676(13) 1 d D U P A 1
H9A1 H 0.6121 0.3461 0.1934 0.156 Uiso 0.676(13) 1 calc R U P A 1
H9A2 H 0.6034 0.4481 0.2446 0.156 Uiso 0.676(13) 1 calc R U P A 1
H9A3 H 0.6485 0.4777 0.2141 0.156 Uiso 0.676(13) 1 calc R U P A 1
C10A C 0.5748(14) 0.520(2) 0.0852(12) 0.083(8) Uani 0.676(13) 1 d D U P A 1
H10A H 0.6117 0.5509 0.0914 0.124 Uiso 0.676(13) 1 calc R U P A 1
H10B H 0.5471 0.5816 0.0565 0.124 Uiso 0.676(13) 1 calc R U P A 1
H10C H 0.5686 0.4321 0.0642 0.124 Uiso 0.676(13) 1 calc R U P A 1
C11A C 0.5153(11) 0.425(2) 0.1310(15) 0.095(8) Uani 0.676(13) 1 d D U P A 1
H11A H 0.4853 0.4660 0.0937 0.142 Uiso 0.676(13) 1 calc R U P A 1
H11B H 0.5054 0.4209 0.1699 0.142 Uiso 0.676(13) 1 calc R U P A 1
H11C H 0.5217 0.3351 0.1186 0.142 Uiso 0.676(13) 1 calc R U P A 1
C9B C 0.574(2) 0.409(4) 0.200(2) 0.065(12) Uani 0.324(13) 1 d D U P A 2
H9B1 H 0.5386 0.3999 0.2038 0.098 Uiso 0.324(13) 1 calc R U P A 2
H9B2 H 0.6021 0.4367 0.2435 0.098 Uiso 0.324(13) 1 calc R U P A 2
H9B3 H 0.5852 0.3242 0.1875 0.098 Uiso 0.324(13) 1 calc R U P A 2
C10B C 0.531(2) 0.479(5) 0.081(2) 0.090(14) Uani 0.324(13) 1 d D U P A 2
H10D H 0.4943 0.4664 0.0803 0.135 Uiso 0.324(13) 1 calc R U P A 2
H10E H 0.5430 0.3970 0.0656 0.135 Uiso 0.324(13) 1 calc R U P A 2
H10F H 0.5306 0.5511 0.0503 0.135 Uiso 0.324(13) 1 calc R U P A 2
C11B C 0.6321(15) 0.532(4) 0.154(2) 0.074(12) Uani 0.324(13) 1 d D U P A 2
H11D H 0.6497 0.4458 0.1560 0.111 Uiso 0.324(13) 1 calc R U P A 2
H11E H 0.6530 0.5834 0.1936 0.111 Uiso 0.324(13) 1 calc R U P A 2
H11F H 0.6312 0.5798 0.1141 0.111 Uiso 0.324(13) 1 calc R U P A 2
C15A C 0.3183(9) 1.291(2) 0.1152(11) 0.064(7) Uani 0.676(13) 1 d D U P A 1
H15A H 0.3372 1.3523 0.0965 0.096 Uiso 0.676(13) 1 calc R U P A 1
H15B H 0.3415 1.2735 0.1621 0.096 Uiso 0.676(13) 1 calc R U P A 1
H15C H 0.2833 1.3290 0.1119 0.096 Uiso 0.676(13) 1 calc R U P A 1
C16A C 0.2751(13) 1.185(2) 0.0045(11) 0.048(8) Uani 0.676(13) 1 d D U P A 1
H16A H 0.2985 1.2274 -0.0154 0.072 Uiso 0.676(13) 1 calc R U P A 1
H16B H 0.2437 1.2422 -0.0009 0.072 Uiso 0.676(13) 1 calc R U P A 1
H16C H 0.2616 1.1001 -0.0179 0.072 Uiso 0.676(13) 1 calc R U P A 1
C17A C 0.2712(8) 1.077(2) 0.1077(10) 0.053(6) Uani 0.676(13) 1 d D U P A 1
H17A H 0.2370 1.1250 0.1005 0.080 Uiso 0.676(13) 1 calc R U P A 1
H17B H 0.2922 1.0653 0.1556 0.080 Uiso 0.676(13) 1 calc R U P A 1
H17C H 0.2625 0.9906 0.0860 0.080 Uiso 0.676(13) 1 calc R U P A 1
C15B C 0.3313(17) 1.302(3) 0.065(2) 0.065(12) Uani 0.324(13) 1 d D U P A 2
H15D H 0.3687 1.3141 0.0983 0.098 Uiso 0.324(13) 1 calc R U P A 2
H15E H 0.3075 1.3729 0.0683 0.098 Uiso 0.324(13) 1 calc R U P A 2
H15F H 0.3323 1.3031 0.0202 0.098 Uiso 0.324(13) 1 calc R U P A 2
C16B C 0.266(3) 1.123(5) 0.008(2) 0.044(15) Uani 0.324(13) 1 d D U P A 2
H16D H 0.2831 1.1346 -0.0248 0.066 Uiso 0.324(13) 1 calc R U P A 2
H16E H 0.2338 1.1805 -0.0042 0.066 Uiso 0.324(13) 1 calc R U P A 2
H16F H 0.2553 1.0310 0.0082 0.066 Uiso 0.324(13) 1 calc R U P A 2
C17B C 0.301(2) 1.172(6) 0.1391(19) 0.082(13) Uani 0.324(13) 1 d D U P A 2
H17D H 0.2966 1.0834 0.1548 0.122 Uiso 0.324(13) 1 calc R U P A 2
H17E H 0.2680 1.2249 0.1328 0.122 Uiso 0.324(13) 1 calc R U P A 2
H17F H 0.3333 1.2148 0.1722 0.122 Uiso 0.324(13) 1 calc R U P A 2
C19A C 0.3219(10) 0.670(2) -0.0260(12) 0.183(11) Uani 1 1 d . U . . .
H19A H 0.3541 0.6325 0.0100 0.274 Uiso 1 1 calc R U . . .
H19B H 0.3323 0.6975 -0.0627 0.274 Uiso 1 1 calc R U . . .
H19C H 0.2928 0.6031 -0.0421 0.274 Uiso 1 1 calc R U . . .
C20A C 0.2922(9) 0.745(2) 0.0568(9) 0.151(9) Uani 1 1 d . U . . .
H20A H 0.2804 0.8186 0.0771 0.227 Uiso 1 1 calc R U . . .
H20B H 0.3266 0.7076 0.0892 0.227 Uiso 1 1 calc R U . . .
H20C H 0.2637 0.6761 0.0433 0.227 Uiso 1 1 calc R U . . .
C21A C 0.2442(9) 0.828(2) -0.0533(9) 0.146(9) Uani 1 1 d . U . . .
H21A H 0.2204 0.7498 -0.0656 0.218 Uiso 1 1 calc R U . . .
H21B H 0.2489 0.8625 -0.0928 0.218 Uiso 1 1 calc R U . . .
H21C H 0.2272 0.8962 -0.0354 0.218 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 1.900(7) . ?
Ga1 C22 1.999(12) . ?
Ga1 C18 2.004(10) . ?
Ga1 N2 2.064(9) . ?
C1 O1 1.313(12) . ?
C1 C2 1.421(14) . ?
C1 C6 1.431(14) . ?
C2 C3 1.375(14) . ?
C2 C7 1.469(14) . ?
C3 C4 1.395(14) . ?
C3 H3 0.9500 . ?
C4 C5 1.378(15) . ?
C4 C12 1.507(15) . ?
C5 C6 1.386(15) . ?
C5 H5 0.9500 . ?
C6 C13 1.458(15) . ?
C7 N1 1.260(13) . ?
C7 H7 0.9500 . ?
C8 N1 1.484(13) . ?
C8 C11 1.499(18) . ?
C8 C10 1.516(16) . ?
C8 C9 1.517(16) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10G 0.9800 . ?
C10 H10H 0.9800 . ?
C10 H10I 0.9800 . ?
C11 H11G 0.9800 . ?
C11 H11H 0.9800 . ?
C11 H11I 0.9800 . ?
C12 H12G 0.9800 . ?
C12 H12H 0.9800 . ?
C12 H12I 0.9800 . ?
C13 N2 1.269(13) . ?
C13 H13 0.9500 . ?
C14 C17 1.507(16) . ?
C14 C15 1.515(15) . ?
C14 N2 1.522(14) . ?
C14 C16 1.534(14) . ?
C15 H15G 0.9800 . ?
C15 H15H 0.9800 . ?
C15 H15I 0.9800 . ?
C16 H16G 0.9800 . ?
C16 H16H 0.9800 . ?
C16 H16I 0.9800 . ?
C17 H17G 0.9800 . ?
C17 H17H 0.9800 . ?
C17 H17I 0.9800 . ?
C18 C20 1.515(14) . ?
C18 C19 1.535(16) . ?
C18 C21 1.549(16) . ?
C19 H19G 0.9800 . ?
C19 H19H 0.9800 . ?
C19 H19I 0.9800 . ?
C20 H20G 0.9800 . ?
C20 H20H 0.9800 . ?
C20 H20I 0.9800 . ?
C21 H21G 0.9800 . ?
C21 H21H 0.9800 . ?
C21 H21I 0.9800 . ?
C22 C24 1.503(17) . ?
C22 C25 1.510(15) . ?
C22 C23 1.546(16) . ?
C23 H23G 0.9800 . ?
C23 H23H 0.9800 . ?
C23 H23I 0.9800 . ?
C24 H24G 0.9800 . ?
C24 H24H 0.9800 . ?
C24 H24I 0.9800 . ?
C25 H25G 0.9800 . ?
C25 H25H 0.9800 . ?
C25 H25I 0.9800 . ?
C1A O1A 1.327(12) . ?
C1A C2A 1.409(15) . ?
C1A C6A 1.413(14) . ?
C2A C3A 1.383(14) . ?
C2A C7A 1.467(15) . ?
C3A C4A 1.393(14) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.356(15) . ?
C4A C12A 1.495(15) . ?
C5A C6A 1.401(15) . ?
C5A H5A 0.9500 . ?
C6A C13A 1.409(16) . ?
C7A N1A 1.242(14) . ?
C7A H7A 0.9500 . ?
C8A C10A 1.44(2) . ?
C8A C9A 1.47(2) . ?
C8A C10B 1.48(3) . ?
C8A N1A 1.488(14) . ?
C8A C9B 1.50(3) . ?
C8A C11B 1.60(3) . ?
C8A C11A 1.60(2) . ?
C12A H12A 0.9800 . ?
C12A H12B 0.9800 . ?
C12A H12C 0.9800 . ?
C13A N2A 1.304(14) . ?
C13A H13A 0.9500 . ?
C14A C17B 1.45(3) . ?
C14A C16A 1.49(2) . ?
C14A N2A 1.514(15) . ?
C14A C16B 1.52(3) . ?
C14A C15A 1.52(2) . ?
C14A C15B 1.61(3) . ?
C14A C17A 1.61(2) . ?
C18A C20A 1.418(19) . ?
C18A C19A 1.53(2) . ?
C18A C21A 1.54(2) . ?
C18A Ga1A 2.004(13) . ?
C22A C24A 1.511(16) . ?
C22A C23A 1.517(16) . ?
C22A C25A 1.534(17) . ?
C22A Ga1A 2.006(11) . ?
C23A H23A 0.9800 . ?
C23A H23B 0.9800 . ?
C23A H23C 0.9800 . ?
C24A H24A 0.9800 . ?
C24A H24B 0.9800 . ?
C24A H24C 0.9800 . ?
C25A H25A 0.9800 . ?
C25A H25B 0.9800 . ?
C25A H25C 0.9800 . ?
Ga1A O1A 1.911(8) . ?
Ga1A N2A 2.074(9) . ?
C9A H9A1 0.9800 . ?
C9A H9A2 0.9800 . ?
C9A H9A3 0.9800 . ?
C10A H10A 0.9800 . ?
C10A H10B 0.9800 . ?
C10A H10C 0.9800 . ?
C11A H11A 0.9800 . ?
C11A H11B 0.9800 . ?
C11A H11C 0.9800 . ?
C9B H9B1 0.9800 . ?
C9B H9B2 0.9800 . ?
C9B H9B3 0.9800 . ?
C10B H10D 0.9800 . ?
C10B H10E 0.9800 . ?
C10B H10F 0.9800 . ?
C11B H11D 0.9800 . ?
C11B H11E 0.9800 . ?
C11B H11F 0.9800 . ?
C15A H15A 0.9800 . ?
C15A H15B 0.9800 . ?
C15A H15C 0.9800 . ?
C16A H16A 0.9800 . ?
C16A H16B 0.9800 . ?
C16A H16C 0.9800 . ?
C17A H17A 0.9800 . ?
C17A H17B 0.9800 . ?
C17A H17C 0.9800 . ?
C15B H15D 0.9800 . ?
C15B H15E 0.9800 . ?
C15B H15F 0.9800 . ?
C16B H16D 0.9800 . ?
C16B H16E 0.9800 . ?
C16B H16F 0.9800 . ?
C17B H17D 0.9800 . ?
C17B H17E 0.9800 . ?
C17B H17F 0.9800 . ?
C19A H19A 0.9800 . ?
C19A H19B 0.9800 . ?
C19A H19C 0.9800 . ?
C20A H20A 0.9800 . ?
C20A H20B 0.9800 . ?
C20A H20C 0.9800 . ?
C21A H21A 0.9800 . ?
C21A H21B 0.9800 . ?
C21A H21C 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
O1 Ga1 C22 100.2(4) . . ?
O1 Ga1 C18 106.0(4) . . ?
C22 Ga1 C18 126.2(5) . . ?
O1 Ga1 N2 92.4(4) . . ?
C22 Ga1 N2 116.7(4) . . ?
C18 Ga1 N2 108.2(4) . . ?
O1 C1 C2 121.1(9) . . ?
O1 C1 C6 122.7(9) . . ?
C2 C1 C6 116.2(10) . . ?
C3 C2 C1 120.3(10) . . ?
C3 C2 C7 121.1(10) . . ?
C1 C2 C7 118.6(10) . . ?
C2 C3 C4 123.8(10) . . ?
C2 C3 H3 118.1 . . ?
C4 C3 H3 118.1 . . ?
C5 C4 C3 115.9(11) . . ?
C5 C4 C12 121.7(11) . . ?
C3 C4 C12 122.3(11) . . ?
C4 C5 C6 123.2(10) . . ?
C4 C5 H5 118.4 . . ?
C6 C5 H5 118.4 . . ?
C5 C6 C1 120.6(10) . . ?
C5 C6 C13 117.4(10) . . ?
C1 C6 C13 122.1(10) . . ?
N1 C7 C2 122.1(11) . . ?
N1 C7 H7 118.9 . . ?
C2 C7 H7 118.9 . . ?
N1 C8 C11 115.1(10) . . ?
N1 C8 C10 106.7(9) . . ?
C11 C8 C10 110.3(12) . . ?
N1 C8 C9 105.8(9) . . ?
C11 C8 C9 108.5(12) . . ?
C10 C8 C9 110.2(12) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10G 109.5 . . ?
C8 C10 H10H 109.5 . . ?
H10G C10 H10H 109.5 . . ?
C8 C10 H10I 109.5 . . ?
H10G C10 H10I 109.5 . . ?
H10H C10 H10I 109.5 . . ?
C8 C11 H11G 109.5 . . ?
C8 C11 H11H 109.5 . . ?
H11G C11 H11H 109.5 . . ?
C8 C11 H11I 109.5 . . ?
H11G C11 H11I 109.5 . . ?
H11H C11 H11I 109.5 . . ?
C4 C12 H12G 109.5 . . ?
C4 C12 H12H 109.5 . . ?
H12G C12 H12H 109.5 . . ?
C4 C12 H12I 109.5 . . ?
H12G C12 H12I 109.5 . . ?
H12H C12 H12I 109.5 . . ?
N2 C13 C6 129.9(10) . . ?
N2 C13 H13 115.1 . . ?
C6 C13 H13 115.1 . . ?
C17 C14 C15 110.6(10) . . ?
C17 C14 N2 108.3(9) . . ?
C15 C14 N2 108.6(9) . . ?
C17 C14 C16 109.2(10) . . ?
C15 C14 C16 111.9(10) . . ?
N2 C14 C16 108.1(9) . . ?
C14 C15 H15G 109.5 . . ?
C14 C15 H15H 109.5 . . ?
H15G C15 H15H 109.5 . . ?
C14 C15 H15I 109.5 . . ?
H15G C15 H15I 109.5 . . ?
H15H C15 H15I 109.5 . . ?
C14 C16 H16G 109.5 . . ?
C14 C16 H16H 109.5 . . ?
H16G C16 H16H 109.5 . . ?
C14 C16 H16I 109.5 . . ?
H16G C16 H16I 109.5 . . ?
H16H C16 H16I 109.5 . . ?
C14 C17 H17G 109.5 . . ?
C14 C17 H17H 109.5 . . ?
H17G C17 H17H 109.5 . . ?
C14 C17 H17I 109.5 . . ?
H17G C17 H17I 109.5 . . ?
H17H C17 H17I 109.5 . . ?
C20 C18 C19 109.3(9) . . ?
C20 C18 C21 109.3(9) . . ?
C19 C18 C21 108.3(10) . . ?
C20 C18 Ga1 107.1(7) . . ?
C19 C18 Ga1 109.1(7) . . ?
C21 C18 Ga1 113.7(7) . . ?
C18 C19 H19G 109.5 . . ?
C18 C19 H19H 109.5 . . ?
H19G C19 H19H 109.5 . . ?
C18 C19 H19I 109.5 . . ?
H19G C19 H19I 109.5 . . ?
H19H C19 H19I 109.5 . . ?
C18 C20 H20G 109.5 . . ?
C18 C20 H20H 109.5 . . ?
H20G C20 H20H 109.5 . . ?
C18 C20 H20I 109.5 . . ?
H20G C20 H20I 109.5 . . ?
H20H C20 H20I 109.5 . . ?
C18 C21 H21G 109.5 . . ?
C18 C21 H21H 109.5 . . ?
H21G C21 H21H 109.5 . . ?
C18 C21 H21I 109.5 . . ?
H21G C21 H21I 109.5 . . ?
H21H C21 H21I 109.5 . . ?
C24 C22 C25 109.2(12) . . ?
C24 C22 C23 107.3(10) . . ?
C25 C22 C23 108.3(10) . . ?
C24 C22 Ga1 116.0(8) . . ?
C25 C22 Ga1 110.9(9) . . ?
C23 C22 Ga1 104.7(8) . . ?
C22 C23 H23G 109.5 . . ?
C22 C23 H23H 109.5 . . ?
H23G C23 H23H 109.5 . . ?
C22 C23 H23I 109.5 . . ?
H23G C23 H23I 109.5 . . ?
H23H C23 H23I 109.5 . . ?
C22 C24 H24G 109.5 . . ?
C22 C24 H24H 109.5 . . ?
H24G C24 H24H 109.5 . . ?
C22 C24 H24I 109.5 . . ?
H24G C24 H24I 109.5 . . ?
H24H C24 H24I 109.5 . . ?
C22 C25 H25G 109.5 . . ?
C22 C25 H25H 109.5 . . ?
H25G C25 H25H 109.5 . . ?
C22 C25 H25I 109.5 . . ?
H25G C25 H25I 109.5 . . ?
H25H C25 H25I 109.5 . . ?
O1A C1A C2A 118.9(9) . . ?
O1A C1A C6A 122.4(10) . . ?
C2A C1A C6A 118.6(10) . . ?
C3A C2A C1A 118.9(10) . . ?
C3A C2A C7A 119.7(11) . . ?
C1A C2A C7A 121.3(11) . . ?
C2A C3A C4A 123.5(11) . . ?
C2A C3A H3A 118.3 . . ?
C4A C3A H3A 118.3 . . ?
C5A C4A C3A 116.5(11) . . ?
C5A C4A C12A 122.0(10) . . ?
C3A C4A C12A 121.5(11) . . ?
C4A C5A C6A 123.7(10) . . ?
C4A C5A H5A 118.2 . . ?
C6A C5A H5A 118.2 . . ?
C5A C6A C13A 117.2(10) . . ?
C5A C6A C1A 118.7(10) . . ?
C13A C6A C1A 124.1(11) . . ?
N1A C7A C2A 123.9(11) . . ?
N1A C7A H7A 118.0 . . ?
C2A C7A H7A 118.0 . . ?
C10A C8A C9A 121(2) . . ?
C10A C8A N1A 112.0(12) . . ?
C9A C8A N1A 106.5(14) . . ?
C10B C8A N1A 116(2) . . ?
C10B C8A C9B 115(3) . . ?
N1A C8A C9B 109(2) . . ?
C10B C8A C11B 113(3) . . ?
N1A C8A C11B 96.8(16) . . ?
C9B C8A C11B 106(3) . . ?
C10A C8A C11A 101.7(18) . . ?
C9A C8A C11A 104.4(18) . . ?
N1A C8A C11A 110.7(13) . . ?
C4A C12A H12A 109.5 . . ?
C4A C12A H12B 109.5 . . ?
H12A C12A H12B 109.5 . . ?
C4A C12A H12C 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
N2A C13A C6A 129.7(11) . . ?
N2A C13A H13A 115.2 . . ?
C6A C13A H13A 115.2 . . ?
C17B C14A N2A 107(2) . . ?
C16A C14A N2A 112.4(17) . . ?
C17B C14A C16B 130(4) . . ?
N2A C14A C16B 106(3) . . ?
C16A C14A C15A 110.7(16) . . ?
N2A C14A C15A 115.0(13) . . ?
C17B C14A C15B 106(3) . . ?
N2A C14A C15B 98.7(18) . . ?
C16B C14A C15B 104(3) . . ?
C16A C14A C17A 109.7(17) . . ?
N2A C14A C17A 104.9(12) . . ?
C15A C14A C17A 103.4(14) . . ?
C20A C18A C19A 105.7(17) . . ?
C20A C18A C21A 107.5(15) . . ?
C19A C18A C21A 107.6(16) . . ?
C20A C18A Ga1A 112.6(12) . . ?
C19A C18A Ga1A 107.4(12) . . ?
C21A C18A Ga1A 115.5(11) . . ?
C24A C22A C23A 108.2(11) . . ?
C24A C22A C25A 107.3(11) . . ?
C23A C22A C25A 109.1(12) . . ?
C24A C22A Ga1A 114.7(9) . . ?
C23A C22A Ga1A 106.7(8) . . ?
C25A C22A Ga1A 110.8(8) . . ?
C22A C23A H23A 109.5 . . ?
C22A C23A H23B 109.5 . . ?
H23A C23A H23B 109.5 . . ?
C22A C23A H23C 109.5 . . ?
H23A C23A H23C 109.5 . . ?
H23B C23A H23C 109.5 . . ?
C22A C24A H24A 109.5 . . ?
C22A C24A H24B 109.5 . . ?
H24A C24A H24B 109.5 . . ?
C22A C24A H24C 109.5 . . ?
H24A C24A H24C 109.5 . . ?
H24B C24A H24C 109.5 . . ?
C22A C25A H25A 109.5 . . ?
C22A C25A H25B 109.5 . . ?
H25A C25A H25B 109.5 . . ?
C22A C25A H25C 109.5 . . ?
H25A C25A H25C 109.5 . . ?
H25B C25A H25C 109.5 . . ?
O1A Ga1A C18A 102.1(5) . . ?
O1A Ga1A C22A 106.4(4) . . ?
C18A Ga1A C22A 124.0(5) . . ?
O1A Ga1A N2A 92.2(3) . . ?
C18A Ga1A N2A 117.5(5) . . ?
C22A Ga1A N2A 108.5(4) . . ?
C7 N1 C8 120.4(10) . . ?
C13 N2 C14 116.4(9) . . ?
C13 N2 Ga1 119.2(7) . . ?
C14 N2 Ga1 124.0(8) . . ?
C7A N1A C8A 120.2(11) . . ?
C13A N2A C14A 120.8(10) . . ?
C13A N2A Ga1A 117.3(8) . . ?
C14A N2A Ga1A 121.8(8) . . ?
C1 O1 Ga1 127.0(6) . . ?
C1A O1A Ga1A 124.6(6) . . ?
C8A C9A H9A1 109.5 . . ?
C8A C9A H9A2 109.5 . . ?
H9A1 C9A H9A2 109.5 . . ?
C8A C9A H9A3 109.5 . . ?
H9A1 C9A H9A3 109.5 . . ?
H9A2 C9A H9A3 109.5 . . ?
C8A C10A H10A 109.5 . . ?
C8A C10A H10B 109.5 . . ?
H10A C10A H10B 109.5 . . ?
C8A C10A H10C 109.5 . . ?
H10A C10A H10C 109.5 . . ?
H10B C10A H10C 109.5 . . ?
C8A C11A H11A 109.5 . . ?
C8A C11A H11B 109.5 . . ?
H11A C11A H11B 109.5 . . ?
C8A C11A H11C 109.5 . . ?
H11A C11A H11C 109.5 . . ?
H11B C11A H11C 109.5 . . ?
C8A C9B H9B1 109.5 . . ?
C8A C9B H9B2 109.5 . . ?
H9B1 C9B H9B2 109.5 . . ?
C8A C9B H9B3 109.5 . . ?
H9B1 C9B H9B3 109.5 . . ?
H9B2 C9B H9B3 109.5 . . ?
C8A C10B H10D 109.5 . . ?
C8A C10B H10E 109.5 . . ?
H10D C10B H10E 109.5 . . ?
C8A C10B H10F 109.5 . . ?
H10D C10B H10F 109.5 . . ?
H10E C10B H10F 109.5 . . ?
C8A C11B H11D 109.5 . . ?
C8A C11B H11E 109.5 . . ?
H11D C11B H11E 109.5 . . ?
C8A C11B H11F 109.5 . . ?
H11D C11B H11F 109.5 . . ?
H11E C11B H11F 109.5 . . ?
C14A C15A H15A 109.5 . . ?
C14A C15A H15B 109.5 . . ?
H15A C15A H15B 109.5 . . ?
C14A C15A H15C 109.5 . . ?
H15A C15A H15C 109.5 . . ?
H15B C15A H15C 109.5 . . ?
C14A C16A H16A 109.5 . . ?
C14A C16A H16B 109.5 . . ?
H16A C16A H16B 109.5 . . ?
C14A C16A H16C 109.5 . . ?
H16A C16A H16C 109.5 . . ?
H16B C16A H16C 109.5 . . ?
C14A C17A H17A 109.5 . . ?
C14A C17A H17B 109.5 . . ?
H17A C17A H17B 109.5 . . ?
C14A C17A H17C 109.5 . . ?
H17A C17A H17C 109.5 . . ?
H17B C17A H17C 109.5 . . ?
C14A C15B H15D 109.5 . . ?
C14A C15B H15E 109.5 . . ?
H15D C15B H15E 109.5 . . ?
C14A C15B H15F 109.5 . . ?
H15D C15B H15F 109.5 . . ?
H15E C15B H15F 109.5 . . ?
C14A C16B H16D 109.5 . . ?
C14A C16B H16E 109.5 . . ?
H16D C16B H16E 109.5 . . ?
C14A C16B H16F 109.5 . . ?
H16D C16B H16F 109.5 . . ?
H16E C16B H16F 109.5 . . ?
C14A C17B H17D 109.5 . . ?
C14A C17B H17E 109.5 . . ?
H17D C17B H17E 109.5 . . ?
C14A C17B H17F 109.5 . . ?
H17D C17B H17F 109.5 . . ?
H17E C17B H17F 109.5 . . ?
C18A C19A H19A 109.5 . . ?
C18A C19A H19B 109.5 . . ?
H19A C19A H19B 109.5 . . ?
C18A C19A H19C 109.5 . . ?
H19A C19A H19C 109.5 . . ?
H19B C19A H19C 109.5 . . ?
C18A C20A H20A 109.5 . . ?
C18A C20A H20B 109.5 . . ?
H20A C20A H20B 109.5 . . ?
C18A C20A H20C 109.5 . . ?
H20A C20A H20C 109.5 . . ?
H20B C20A H20C 109.5 . . ?
C18A C21A H21A 109.5 . . ?
C18A C21A H21B 109.5 . . ?
H21A C21A H21B 109.5 . . ?
C18A C21A H21C 109.5 . . ?
H21A C21A H21C 109.5 . . ?
H21B C21A H21C 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
O1 C1 C2 C3 179.5(9) . . . . ?
C6 C1 C2 C3 -2.3(13) . . . . ?
O1 C1 C2 C7 -1.3(14) . . . . ?
C6 C1 C2 C7 176.9(8) . . . . ?
C1 C2 C3 C4 0.7(15) . . . . ?
C7 C2 C3 C4 -178.5(9) . . . . ?
C2 C3 C4 C5 1.5(15) . . . . ?
C2 C3 C4 C12 -178.5(10) . . . . ?
C3 C4 C5 C6 -2.0(15) . . . . ?
C12 C4 C5 C6 178.0(9) . . . . ?
C4 C5 C6 C1 0.3(15) . . . . ?
C4 C5 C6 C13 178.3(9) . . . . ?
O1 C1 C6 C5 180.0(9) . . . . ?
C2 C1 C6 C5 1.8(13) . . . . ?
O1 C1 C6 C13 2.1(14) . . . . ?
C2 C1 C6 C13 -176.1(9) . . . . ?
C3 C2 C7 N1 3.1(15) . . . . ?
C1 C2 C7 N1 -176.1(9) . . . . ?
C5 C6 C13 N2 172.4(10) . . . . ?
C1 C6 C13 N2 -9.6(17) . . . . ?
O1A C1A C2A C3A -179.7(9) . . . . ?
C6A C1A C2A C3A -2.6(14) . . . . ?
O1A C1A C2A C7A -0.3(15) . . . . ?
C6A C1A C2A C7A 176.7(9) . . . . ?
C1A C2A C3A C4A 1.0(15) . . . . ?
C7A C2A C3A C4A -178.3(9) . . . . ?
C2A C3A C4A C5A 0.8(16) . . . . ?
C2A C3A C4A C12A 179.1(10) . . . . ?
C3A C4A C5A C6A -1.0(16) . . . . ?
C12A C4A C5A C6A -179.3(10) . . . . ?
C4A C5A C6A C13A 176.9(11) . . . . ?
C4A C5A C6A C1A -0.6(16) . . . . ?
O1A C1A C6A C5A 179.4(9) . . . . ?
C2A C1A C6A C5A 2.4(14) . . . . ?
O1A C1A C6A C13A 2.1(16) . . . . ?
C2A C1A C6A C13A -174.9(11) . . . . ?
C3A C2A C7A N1A 9.4(17) . . . . ?
C1A C2A C7A N1A -170.0(11) . . . . ?
C5A C6A C13A N2A 171.8(11) . . . . ?
C1A C6A C13A N2A -11(2) . . . . ?
C2 C7 N1 C8 -178.7(8) . . . . ?
C11 C8 N1 C7 -23.3(15) . . . . ?
C10 C8 N1 C7 99.5(13) . . . . ?
C9 C8 N1 C7 -143.1(11) . . . . ?
C6 C13 N2 C14 -178.9(10) . . . . ?
C6 C13 N2 Ga1 -6.1(15) . . . . ?
C17 C14 N2 C13 -177.6(9) . . . . ?
C15 C14 N2 C13 62.2(13) . . . . ?
C16 C14 N2 C13 -59.3(12) . . . . ?
C17 C14 N2 Ga1 10.0(12) . . . . ?
C15 C14 N2 Ga1 -110.2(10) . . . . ?
C16 C14 N2 Ga1 128.3(9) . . . . ?
C2A C7A N1A C8A -178.1(10) . . . . ?
C10A C8A N1A C7A 65(2) . . . . ?
C9A C8A N1A C7A -160.8(19) . . . . ?
C10B C8A N1A C7A 12(4) . . . . ?
C9B C8A N1A C7A -119(3) . . . . ?
C11B C8A N1A C7A 132(2) . . . . ?
C11A C8A N1A C7A -47.9(18) . . . . ?
C6A C13A N2A C14A 177.0(13) . . . . ?
C6A C13A N2A Ga1A -7.9(17) . . . . ?
C17B C14A N2A C13A -48(3) . . . . ?
C16A C14A N2A C13A 142.3(16) . . . . ?
C16B C14A N2A C13A 169(3) . . . . ?
C15A C14A N2A C13A 14(2) . . . . ?
C15B C14A N2A C13A 62(2) . . . . ?
C17A C14A N2A C13A -98.6(14) . . . . ?
C17B C14A N2A Ga1A 137(3) . . . . ?
C16A C14A N2A Ga1A -32.6(19) . . . . ?
C16B C14A N2A Ga1A -6(3) . . . . ?
C15A C14A N2A Ga1A -160.6(14) . . . . ?
C15B C14A N2A Ga1A -113.0(18) . . . . ?
C17A C14A N2A Ga1A 86.5(12) . . . . ?
C2 C1 O1 Ga1 -159.9(7) . . . . ?
C6 C1 O1 Ga1 22.0(13) . . . . ?
C2A C1A O1A Ga1A -156.9(7) . . . . ?
C6A C1A O1A Ga1A 26.2(13) . . . . ?

_refine_diff_density_max         0.583
_refine_diff_density_min         -0.503
_refine_diff_density_rms         0.089

_shelxl_version_number           2012-9

_vrf_THETM01_shelxl              
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: The crystal is highly unstable(air and moisture sensitive). 
Even at low temperature the maximum possible bragg angle of diffraction 
obtained is 21 degree.
;
_vrf_PLAT213_shelxl              
;
PROBLEM: Atom C11B            has ADP max/min Ratio .....        5.8 oblate
RESPONSE: This is due to the disorder in the tertiary butyl moieties
;
_vrf_PLAT412_shelxl              
;
PROBLEM: Short Intra XH3 .. XHn     H21C   ..  H16F    ..       1.66 Ang.  
RESPONSE: This is due to the disorder in the tertiary butyl moieties
;

####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1048009'
_audit_update_record             
;
2015-04-06 deposited with the CCDC.
2015-04-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H43 Cl4 Ga N2 O'
_chemical_formula_weight         695.21

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'
Cl Cl 0.1484 0.1585 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   13.0818(2)
_cell_length_b                   14.6943(2)
_cell_length_c                   18.6957(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3593.84(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7050
_cell_measurement_theta_min      3.36
_cell_measurement_theta_max      25.24

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_F_000             1448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    1.090
_shelx_estimated_absorpt_T_min   0.750
_shelx_estimated_absorpt_T_max   0.828
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7121
_exptl_absorpt_correction_T_max  0.7991
_exptl_absorpt_process_details   'SADABS (Bruker, 2004)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker kappa apex2 CCD Diffractometer'
_diffrn_measurement_method       'ω and φ scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25577
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.362
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             7050
_reflns_number_gt                6196
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.792
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    0.998

_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       'APEXII (Bruker, 2004)'
_computing_cell_refinement       'APEXII/SAINT (Bruker, 2004)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2004)'
_computing_structure_solution    'SIR-92 (Altornare et al., 1993)'
_computing_structure_refinement  'SHELXL-13 (Sheldrick, 2015)'
_computing_molecular_graphics    'ORTEP3 (Farrugia, 1997) '
_computing_publication_material  'SHELXL-13 (Sheldrick, 2015)'


_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0299P)²]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2534 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.002(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7050
_refine_ls_number_parameters     387
_refine_ls_number_restraints     20
_refine_ls_R_factor_all          0.0288
_refine_ls_R_factor_gt           0.0238
_refine_ls_wR_factor_ref         0.0524
_refine_ls_wR_factor_gt          0.0518
_refine_ls_goodness_of_fit_ref   0.967
_refine_ls_restrained_S_all      1.016
_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 0.99010(2) 0.02868(2) 0.10860(2) 0.02660(8) Uani 1 1 d . . . . .
Cl1 Cl 1.14335(5) -0.02917(5) 0.10170(4) 0.03583(16) Uani 1 1 d . . . . .
Cl2 Cl 0.88093(7) -0.05847(6) 0.05548(4) 0.0522(2) Uani 1 1 d . . . . .
Cl3 Cl 0.94830(5) 0.04187(7) 0.22018(4) 0.0478(2) Uani 1 1 d . . . . .
Cl4 Cl 0.99729(6) 0.16234(5) 0.06008(4) 0.04420(19) Uani 1 1 d . . . . .
O1 O 1.31404(13) -0.62241(12) 0.05782(9) 0.0266(4) Uani 1 1 d . . . . .
N1 N 1.29061(16) -0.77581(16) -0.00506(11) 0.0225(5) Uani 1 1 d D . . . .
N2 N 1.33183(15) -0.47118(16) 0.12575(11) 0.0249(5) Uani 1 1 d D . . . .
C1 C 1.27893(17) -0.65862(17) 0.11440(14) 0.0202(5) Uani 1 1 d . . . . .
C2 C 1.24903(17) -0.75298(17) 0.11743(13) 0.0192(5) Uani 1 1 d . . . . .
C3 C 1.20731(18) -0.78858(19) 0.17977(14) 0.0235(6) Uani 1 1 d . . . . .
H3 H 1.1869 -0.8506 0.1800 0.028 Uiso 1 1 calc R U . . .
C4 C 1.1940(2) -0.73800(19) 0.24188(14) 0.0273(6) Uani 1 1 d . . . . .
C5 C 1.22385(19) -0.64765(19) 0.24010(14) 0.0277(6) Uani 1 1 d . . . . .
H5 H 1.2156 -0.6118 0.2820 0.033 Uiso 1 1 calc R U . . .
C6 C 1.26579(18) -0.60681(18) 0.17893(13) 0.0225(6) Uani 1 1 d . . . . .
C7 C 1.1461(3) -0.7795(2) 0.30754(15) 0.0431(8) Uani 1 1 d . . . . .
H7A H 1.1271 -0.7312 0.3411 0.065 Uiso 1 1 calc R U . . .
H7B H 1.1952 -0.8206 0.3305 0.065 Uiso 1 1 calc R U . . .
H7C H 1.0849 -0.8138 0.2938 0.065 Uiso 1 1 calc R U . . .
C8 C 1.25540(17) -0.80738(18) 0.05447(13) 0.0215(5) Uani 1 1 d . . . . .
H8 H 1.2330 -0.8688 0.0564 0.026 Uiso 1 1 calc R U . . .
C9 C 1.2948(2) -0.82195(19) -0.07306(14) 0.0282(6) Uani 1 1 d . . . . .
C10 C 1.2275(2) -0.7910(2) -0.12569(14) 0.0374(8) Uani 1 1 d . . . . .
C11 C 1.2396(3) -0.8277(3) -0.19403(18) 0.0569(10) Uani 1 1 d . U . . .
H11 H 1.1962 -0.8078 -0.2316 0.068 Uiso 1 1 calc R U . . .
C12 C 1.3126(3) -0.8917(3) -0.2079(2) 0.0635(11) Uani 1 1 d . U . . .
H12 H 1.3196 -0.9155 -0.2549 0.076 Uiso 1 1 calc R U . . .
C13 C 1.3754(3) -0.9219(3) -0.1550(2) 0.0550(10) Uani 1 1 d . U . . .
H13 H 1.4247 -0.9674 -0.1656 0.066 Uiso 1 1 calc R U . . .
C14 C 1.3695(2) -0.8878(2) -0.08545(15) 0.0366(7) Uani 1 1 d . . . . .
C15 C 1.1451(2) -0.7214(2) -0.11048(17) 0.0441(8) Uani 1 1 d . . . . .
H15 H 1.1444 -0.7100 -0.0578 0.053 Uiso 1 1 calc R U . . .
C16 C 1.0395(2) -0.7563(3) -0.13173(19) 0.0590(10) Uani 1 1 d . . . . .
H16A H 1.0370 -0.7652 -0.1837 0.088 Uiso 1 1 calc R U . . .
H16B H 0.9875 -0.7119 -0.1175 0.088 Uiso 1 1 calc R U . . .
H16C H 1.0263 -0.8144 -0.1077 0.088 Uiso 1 1 calc R U . . .
C17 C 1.1679(3) -0.6315(3) -0.1474(3) 0.0819(14) Uani 1 1 d . . . . .
H17A H 1.2308 -0.6054 -0.1277 0.123 Uiso 1 1 calc R U . . .
H17B H 1.1111 -0.5893 -0.1396 0.123 Uiso 1 1 calc R U . . .
H17C H 1.1766 -0.6419 -0.1989 0.123 Uiso 1 1 calc R U . . .
C18 C 1.4419(2) -0.9214(2) -0.0283(2) 0.0470(9) Uani 1 1 d . . . . .
H18 H 1.4379 -0.8782 0.0130 0.056 Uiso 1 1 calc R U . . .
C19 C 1.5531(2) -0.9223(2) -0.0551(2) 0.0606(11) Uani 1 1 d . . . . .
H19A H 1.5604 -0.9680 -0.0929 0.091 Uiso 1 1 calc R U . . .
H19B H 1.5989 -0.9372 -0.0153 0.091 Uiso 1 1 calc R U . . .
H19C H 1.5707 -0.8621 -0.0741 0.091 Uiso 1 1 calc R U . . .
C20 C 1.4121(3) -1.0153(3) -0.0012(3) 0.0810(15) Uani 1 1 d . . . . .
H20A H 1.3430 -1.0130 0.0189 0.122 Uiso 1 1 calc R U . . .
H20B H 1.4604 -1.0346 0.0359 0.122 Uiso 1 1 calc R U . . .
H20C H 1.4138 -1.0587 -0.0410 0.122 Uiso 1 1 calc R U . . .
C21 C 1.29393(18) -0.51426(18) 0.18058(14) 0.0254(6) Uani 1 1 d . . . . .
H21 H 1.2848 -0.4816 0.2239 0.031 Uiso 1 1 calc R U . . .
C22 C 1.3710(2) -0.37895(18) 0.12955(13) 0.0254(6) Uani 1 1 d . . . . .
C23 C 1.3106(2) -0.30794(18) 0.10481(15) 0.0294(6) Uani 1 1 d . . . . .
C24 C 1.3494(2) -0.22086(19) 0.11199(17) 0.0369(7) Uani 1 1 d . . . . .
H24 H 1.3095 -0.1704 0.0969 0.044 Uiso 1 1 calc R U . . .
C25 C 1.4449(2) -0.2063(2) 0.14060(16) 0.0402(8) Uani 1 1 d . . . . .
H25 H 1.4697 -0.1459 0.1456 0.048 Uiso 1 1 calc R U . . .
C26 C 1.5044(2) -0.27794(19) 0.16188(15) 0.0377(7) Uani 1 1 d . . . . .
H26 H 1.5706 -0.2664 0.1807 0.045 Uiso 1 1 calc R U . . .
C27 C 1.4700(2) -0.36726(19) 0.15652(14) 0.0295(6) Uani 1 1 d . . . . .
C28 C 1.2059(2) -0.3241(2) 0.07205(16) 0.0354(7) Uani 1 1 d . . . . .
H28 H 1.2014 -0.3901 0.0593 0.042 Uiso 1 1 calc R U . . .
C29 C 1.1216(2) -0.3042(3) 0.12623(18) 0.0530(9) Uani 1 1 d . . . . .
H29A H 1.1315 -0.3422 0.1687 0.080 Uiso 1 1 calc R U . . .
H29B H 1.0549 -0.3178 0.1048 0.080 Uiso 1 1 calc R U . . .
H29C H 1.1241 -0.2399 0.1399 0.080 Uiso 1 1 calc R U . . .
C30 C 1.1882(3) -0.2701(3) 0.00433(18) 0.0519(9) Uani 1 1 d . . . . .
H30A H 1.1835 -0.2052 0.0160 0.078 Uiso 1 1 calc R U . . .
H30B H 1.1244 -0.2900 -0.0182 0.078 Uiso 1 1 calc R U . . .
H30C H 1.2453 -0.2801 -0.0287 0.078 Uiso 1 1 calc R U . . .
C31 C 1.5392(2) -0.4473(2) 0.17352(16) 0.0386(7) Uani 1 1 d . . . . .
H31 H 1.4950 -0.5025 0.1780 0.046 Uiso 1 1 calc R U . . .
C32 C 1.6118(3) -0.4630(3) 0.11118(19) 0.0769(13) Uani 1 1 d . . . . .
H32A H 1.5722 -0.4737 0.0675 0.115 Uiso 1 1 calc R U . . .
H32B H 1.6547 -0.5162 0.1211 0.115 Uiso 1 1 calc R U . . .
H32C H 1.6552 -0.4093 0.1048 0.115 Uiso 1 1 calc R U . . .
C33 C 1.5975(3) -0.4370(3) 0.24264(18) 0.0612(11) Uani 1 1 d . . . . .
H33A H 1.6429 -0.3841 0.2395 0.092 Uiso 1 1 calc R U . . .
H33B H 1.6383 -0.4919 0.2512 0.092 Uiso 1 1 calc R U . . .
H33C H 1.5493 -0.4284 0.2822 0.092 Uiso 1 1 calc R U . . .
H1 H 1.319(2) -0.7199(16) 0.0011(15) 0.039(9) Uiso 1 1 d D . . . .
H2 H 1.335(2) -0.5030(19) 0.0829(12) 0.045(9) 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 Cl2 2.1601(8) . ?
Ga1 Cl3 2.1653(8) . ?
Ga1 Cl4 2.1654(7) . ?
Ga1 Cl1 2.1813(7) . ?
O1 C1 1.270(3) . ?
N1 C8 1.291(3) . ?
N1 C9 1.442(3) . ?
N1 H1 0.91(2) . ?
N2 C21 1.303(3) . ?
N2 C22 1.450(4) . ?
N2 H2 0.93(2) . ?
C1 C6 1.437(4) . ?
C1 C2 1.442(3) . ?
C2 C3 1.389(3) . ?
C2 C8 1.425(3) . ?
C3 C4 1.390(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.384(4) . ?
C4 C7 1.507(4) . ?
C5 C6 1.403(4) . ?
C5 H5 0.9500 . ?
C6 C21 1.409(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8 0.9500 . ?
C9 C14 1.395(4) . ?
C9 C10 1.396(4) . ?
C10 C11 1.396(4) . ?
C10 C15 1.513(4) . ?
C11 C12 1.365(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.361(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.395(4) . ?
C13 H13 0.9500 . ?
C14 C18 1.511(5) . ?
C15 C17 1.520(5) . ?
C15 C16 1.526(4) . ?
C15 H15 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C20 1.520(5) . ?
C18 C19 1.539(4) . ?
C18 H18 1.0000 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21 0.9500 . ?
C22 C23 1.388(4) . ?
C22 C27 1.401(4) . ?
C23 C24 1.383(4) . ?
C23 C28 1.519(4) . ?
C24 C25 1.375(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.369(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.391(4) . ?
C26 H26 0.9500 . ?
C27 C31 1.517(4) . ?
C28 C30 1.512(4) . ?
C28 C29 1.526(4) . ?
C28 H28 1.0000 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C33 1.508(4) . ?
C31 C32 1.521(4) . ?
C31 H31 1.0000 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 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
Cl2 Ga1 Cl3 109.21(3) . . ?
Cl2 Ga1 Cl4 111.95(3) . . ?
Cl3 Ga1 Cl4 109.47(4) . . ?
Cl2 Ga1 Cl1 110.45(3) . . ?
Cl3 Ga1 Cl1 108.90(3) . . ?
Cl4 Ga1 Cl1 106.79(3) . . ?
C8 N1 C9 127.2(2) . . ?
C8 N1 H1 111.1(18) . . ?
C9 N1 H1 121.5(18) . . ?
C21 N2 C22 123.4(2) . . ?
C21 N2 H2 116.8(18) . . ?
C22 N2 H2 119.8(18) . . ?
O1 C1 C6 121.4(2) . . ?
O1 C1 C2 122.3(2) . . ?
C6 C1 C2 116.4(2) . . ?
C3 C2 C8 120.3(2) . . ?
C3 C2 C1 120.1(2) . . ?
C8 C2 C1 119.4(2) . . ?
C2 C3 C4 123.3(2) . . ?
C2 C3 H3 118.4 . . ?
C4 C3 H3 118.4 . . ?
C5 C4 C3 117.2(2) . . ?
C5 C4 C7 121.7(3) . . ?
C3 C4 C7 121.1(3) . . ?
C4 C5 C6 122.7(2) . . ?
C4 C5 H5 118.7 . . ?
C6 C5 H5 118.7 . . ?
C5 C6 C21 119.8(2) . . ?
C5 C6 C1 120.3(2) . . ?
C21 C6 C1 119.9(2) . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 C2 122.1(2) . . ?
N1 C8 H8 118.9 . . ?
C2 C8 H8 118.9 . . ?
C14 C9 C10 123.4(3) . . ?
C14 C9 N1 119.9(3) . . ?
C10 C9 N1 116.4(2) . . ?
C9 C10 C11 116.6(3) . . ?
C9 C10 C15 122.5(3) . . ?
C11 C10 C15 120.9(3) . . ?
C12 C11 C10 121.3(4) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C13 C12 C11 120.5(3) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C13 C14 121.8(3) . . ?
C12 C13 H13 119.1 . . ?
C14 C13 H13 119.1 . . ?
C13 C14 C9 116.3(3) . . ?
C13 C14 C18 120.5(3) . . ?
C9 C14 C18 123.3(3) . . ?
C10 C15 C17 111.2(3) . . ?
C10 C15 C16 111.6(3) . . ?
C17 C15 C16 110.6(3) . . ?
C10 C15 H15 107.7 . . ?
C17 C15 H15 107.7 . . ?
C16 C15 H15 107.7 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C18 C20 111.8(3) . . ?
C14 C18 C19 111.4(3) . . ?
C20 C18 C19 110.1(3) . . ?
C14 C18 H18 107.8 . . ?
C20 C18 H18 107.8 . . ?
C19 C18 H18 107.8 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N2 C21 C6 123.4(2) . . ?
N2 C21 H21 118.3 . . ?
C6 C21 H21 118.3 . . ?
C23 C22 C27 123.6(2) . . ?
C23 C22 N2 119.1(2) . . ?
C27 C22 N2 117.3(2) . . ?
C24 C23 C22 117.1(3) . . ?
C24 C23 C28 121.0(3) . . ?
C22 C23 C28 122.0(2) . . ?
C25 C24 C23 121.0(3) . . ?
C25 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C26 C25 C24 120.6(3) . . ?
C26 C25 H25 119.7 . . ?
C24 C25 H25 119.7 . . ?
C25 C26 C27 121.4(3) . . ?
C25 C26 H26 119.3 . . ?
C27 C26 H26 119.3 . . ?
C26 C27 C22 116.1(3) . . ?
C26 C27 C31 121.5(3) . . ?
C22 C27 C31 122.2(2) . . ?
C30 C28 C23 113.2(3) . . ?
C30 C28 C29 110.2(3) . . ?
C23 C28 C29 110.8(3) . . ?
C30 C28 H28 107.5 . . ?
C23 C28 H28 107.5 . . ?
C29 C28 H28 107.5 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C33 C31 C27 113.8(3) . . ?
C33 C31 C32 110.9(3) . . ?
C27 C31 C32 109.2(3) . . ?
C33 C31 H31 107.5 . . ?
C27 C31 H31 107.5 . . ?
C32 C31 H31 107.5 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C31 C33 H33A 109.5 . . ?
C31 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C31 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 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
O1 C1 C2 C3 -177.5(2) . . . . ?
C6 C1 C2 C3 1.8(3) . . . . ?
O1 C1 C2 C8 -2.2(3) . . . . ?
C6 C1 C2 C8 177.0(2) . . . . ?
C8 C2 C3 C4 -176.6(2) . . . . ?
C1 C2 C3 C4 -1.4(4) . . . . ?
C2 C3 C4 C5 0.4(4) . . . . ?
C2 C3 C4 C7 178.6(3) . . . . ?
C3 C4 C5 C6 0.2(4) . . . . ?
C7 C4 C5 C6 -178.1(3) . . . . ?
C4 C5 C6 C21 179.5(3) . . . . ?
C4 C5 C6 C1 0.3(4) . . . . ?
O1 C1 C6 C5 178.0(2) . . . . ?
C2 C1 C6 C5 -1.3(3) . . . . ?
O1 C1 C6 C21 -1.2(4) . . . . ?
C2 C1 C6 C21 179.5(2) . . . . ?
C9 N1 C8 C2 -175.7(2) . . . . ?
C3 C2 C8 N1 177.7(2) . . . . ?
C1 C2 C8 N1 2.5(4) . . . . ?
C8 N1 C9 C14 -76.8(3) . . . . ?
C8 N1 C9 C10 108.9(3) . . . . ?
C14 C9 C10 C11 -1.6(4) . . . . ?
N1 C9 C10 C11 172.5(3) . . . . ?
C14 C9 C10 C15 178.2(3) . . . . ?
N1 C9 C10 C15 -7.7(4) . . . . ?
C9 C10 C11 C12 1.0(5) . . . . ?
C15 C10 C11 C12 -178.8(3) . . . . ?
C10 C11 C12 C13 0.4(6) . . . . ?
C11 C12 C13 C14 -1.3(6) . . . . ?
C12 C13 C14 C9 0.8(5) . . . . ?
C12 C13 C14 C18 -178.7(3) . . . . ?
C10 C9 C14 C13 0.7(4) . . . . ?
N1 C9 C14 C13 -173.1(3) . . . . ?
C10 C9 C14 C18 -179.8(3) . . . . ?
N1 C9 C14 C18 6.4(4) . . . . ?
C9 C10 C15 C17 111.3(3) . . . . ?
C11 C10 C15 C17 -68.9(4) . . . . ?
C9 C10 C15 C16 -124.7(3) . . . . ?
C11 C10 C15 C16 55.2(4) . . . . ?
C13 C14 C18 C20 -76.3(4) . . . . ?
C9 C14 C18 C20 104.2(3) . . . . ?
C13 C14 C18 C19 47.3(4) . . . . ?
C9 C14 C18 C19 -132.2(3) . . . . ?
C22 N2 C21 C6 -173.1(2) . . . . ?
C5 C6 C21 N2 -178.9(2) . . . . ?
C1 C6 C21 N2 0.3(4) . . . . ?
C21 N2 C22 C23 -101.4(3) . . . . ?
C21 N2 C22 C27 80.4(3) . . . . ?
C27 C22 C23 C24 -4.3(4) . . . . ?
N2 C22 C23 C24 177.6(2) . . . . ?
C27 C22 C23 C28 176.4(2) . . . . ?
N2 C22 C23 C28 -1.6(4) . . . . ?
C22 C23 C24 C25 1.8(4) . . . . ?
C28 C23 C24 C25 -179.0(3) . . . . ?
C23 C24 C25 C26 0.8(5) . . . . ?
C24 C25 C26 C27 -1.1(5) . . . . ?
C25 C26 C27 C22 -1.2(4) . . . . ?
C25 C26 C27 C31 174.2(3) . . . . ?
C23 C22 C27 C26 4.0(4) . . . . ?
N2 C22 C27 C26 -177.9(2) . . . . ?
C23 C22 C27 C31 -171.4(3) . . . . ?
N2 C22 C27 C31 6.7(4) . . . . ?
C24 C23 C28 C30 45.7(4) . . . . ?
C22 C23 C28 C30 -135.1(3) . . . . ?
C24 C23 C28 C29 -78.6(3) . . . . ?
C22 C23 C28 C29 100.6(3) . . . . ?
C26 C27 C31 C33 47.1(4) . . . . ?
C22 C27 C31 C33 -137.8(3) . . . . ?
C26 C27 C31 C32 -77.4(4) . . . . ?
C22 C27 C31 C32 97.7(3) . . . . ?

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
N1 H1 Cl4 0.91(2) 2.73(3) 3.339(2) 125(2) 4_545
N2 H2 Cl2 0.93(2) 2.81(3) 3.476(2) 130(2) 4_545
C8 H8 Cl1 0.95 2.77 3.681(3) 162.2 1_545
N1 H1 O1 0.91(2) 1.78(2) 2.561(3) 142(3) .
N2 H2 O1 0.93(2) 1.84(3) 2.570(3) 134(2) .

_refine_diff_density_max         0.265
_refine_diff_density_min         -0.204
_refine_diff_density_rms         0.038

_shelxl_version_number           2012-9

