# Electronic Supplementary Material (ESI) for MedChemComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_v4515
_database_code_depnum_ccdc_archive 'CCDC 1496192'
_audit_update_record             
;
2016-07-26 deposited with the CCDC.
2016-10-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H36 Ga N4 O4, I'
_chemical_formula_sum            'C26 H36 Ga I N4 O4'
_chemical_formula_weight         665.21

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'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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                   11.2699(9)
_cell_length_b                   17.6804(14)
_cell_length_c                   14.9326(12)
_cell_angle_alpha                90
_cell_angle_beta                 109.088(3)
_cell_angle_gamma                90
_cell_volume                     2811.8(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9710
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      36.31

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_F_000             1344
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.271
_exptl_crystal_size_mid          0.262
_exptl_crystal_size_min          0.214
_exptl_absorpt_coefficient_mu    2.114
_shelx_estimated_absorpt_T_min   0.598
_shelx_estimated_absorpt_T_max   0.660
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6882
_exptl_absorpt_correction_T_max  0.7471
_exptl_absorpt_process_details   'sadabs v2014/3'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            90565
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.846
_diffrn_reflns_theta_max         36.355
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             13630
_reflns_number_gt                11688
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT-2013 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
  
All  H atoms were positioned geometrically and refined using a 
riding model with C---H = 0.95--0.99 Å and with Uiso(H) 
= 1.2 (1.5 for methyl groups) times Ueq(C). 
  
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0212P)²+0.7848P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         13630
_refine_ls_number_parameters     350
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0228
_refine_ls_wR_factor_ref         0.0534
_refine_ls_wR_factor_gt          0.0505
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.002
_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
I1 I 0.18750(9) 0.43011(8) 0.35745(9) 0.0219(3) Uani 0.63(3) 1 d . . P A 1
I1' I 0.18737(13) 0.43202(10) 0.35494(11) 0.0113(4) Uani 0.37(3) 1 d . . P A 2
Ga1 Ga 0.23044(2) 0.68637(2) 0.46168(2) 0.00999(3) Uani 1 1 d . . . . .
O1 O 0.32902(7) 0.77654(4) 0.47845(5) 0.01241(13) Uani 1 1 d . . . . .
O2 O 0.51843(7) 0.87674(4) 0.49434(6) 0.01582(14) Uani 1 1 d . . . . .
O3 O 0.23991(7) 0.65680(4) 0.34080(5) 0.01271(13) Uani 1 1 d . . . . .
O4 O 0.22687(7) 0.64866(4) 0.15651(5) 0.01375(13) Uani 1 1 d . . . . .
N1 N 0.06988(8) 0.74772(5) 0.39983(6) 0.01347(15) Uani 1 1 d . . . . .
N2 N 0.38323(9) 0.62267(5) 0.52833(6) 0.01362(15) Uani 1 1 d . . . . .
N3 N 0.22431(9) 0.69535(5) 0.60121(6) 0.01481(16) Uani 1 1 d . . . . .
N4 N 0.09718(9) 0.59985(5) 0.45045(7) 0.01508(16) Uani 1 1 d . . . . .
C1 C 0.29948(9) 0.84060(5) 0.43206(6) 0.01090(15) Uani 1 1 d . . . . .
C2 C 0.39782(9) 0.89327(6) 0.43801(7) 0.01258(16) Uani 1 1 d . . . . .
C3 C 0.37263(10) 0.96356(6) 0.39553(8) 0.01616(18) Uani 1 1 d . . . . .
H3A H 0.4397 0.9977 0.4009 0.019 Uiso 1 1 calc R U . . .
C4 C 0.24911(11) 0.98505(6) 0.34464(8) 0.01793(19) Uani 1 1 d . . . . .
H4A H 0.2325 1.0338 0.3165 0.022 Uiso 1 1 calc R U . . .
C5 C 0.15205(10) 0.93516(6) 0.33571(7) 0.01515(17) Uani 1 1 d . . . . .
H5 H 0.0685 0.9496 0.3008 0.018 Uiso 1 1 calc R U . . .
C6 C 0.17536(9) 0.86255(6) 0.37804(7) 0.01189(16) Uani 1 1 d . . . . .
C7 C 0.06728(10) 0.81521(6) 0.36611(7) 0.01362(17) Uani 1 1 d . . . . .
H7 H -0.0124 0.8353 0.3305 0.016 Uiso 1 1 calc R U . . .
C8 C -0.04803(10) 0.70637(7) 0.38370(9) 0.0205(2) Uani 1 1 d . . . . .
H8A H -0.1118 0.7240 0.3245 0.025 Uiso 1 1 calc R U . . .
H8B H -0.0805 0.7151 0.4369 0.025 Uiso 1 1 calc R U . . .
C9 C -0.02116(11) 0.62205(6) 0.37616(9) 0.0202(2) Uani 1 1 d . . . . .
H9A H -0.0915 0.5918 0.3831 0.024 Uiso 1 1 calc R U . . .
H9B H -0.0145 0.6114 0.3129 0.024 Uiso 1 1 calc R U . . .
C10 C 0.08829(14) 0.58272(7) 0.54522(9) 0.0240(2) Uani 1 1 d . . . . .
H10A H 0.1494 0.5426 0.5757 0.029 Uiso 1 1 calc R U . . .
H10B H 0.0031 0.5635 0.5379 0.029 Uiso 1 1 calc R U . . .
C11 C 0.11470(13) 0.65280(7) 0.60884(9) 0.0236(2) Uani 1 1 d . . . . .
H11A H 0.0399 0.6860 0.5903 0.028 Uiso 1 1 calc R U . . .
H11B H 0.1311 0.6372 0.6755 0.028 Uiso 1 1 calc R U . . .
C12 C 0.34881(12) 0.67276(7) 0.66835(8) 0.0206(2) Uani 1 1 d . . . . .
H12A H 0.3395 0.6577 0.7296 0.025 Uiso 1 1 calc R U . . .
H12B H 0.4069 0.7164 0.6801 0.025 Uiso 1 1 calc R U . . .
C13 C 0.40400(12) 0.60695(7) 0.62871(7) 0.0205(2) Uani 1 1 d . . . . .
H13A H 0.4950 0.6021 0.6635 0.025 Uiso 1 1 calc R U . . .
H13B H 0.3623 0.5590 0.6355 0.025 Uiso 1 1 calc R U . . .
C14 C 0.46896(10) 0.60605(6) 0.49179(7) 0.01494(18) Uani 1 1 d . . . . .
H14 H 0.5452 0.5853 0.5326 0.018 Uiso 1 1 calc R U . . .
C15 C 0.45765(9) 0.61672(6) 0.39340(7) 0.01339(17) Uani 1 1 d . . . . .
C16 C 0.34232(9) 0.63695(5) 0.32328(7) 0.01100(15) Uani 1 1 d . . . . .
C17 C 0.33926(10) 0.63376(6) 0.22732(7) 0.01259(16) Uani 1 1 d . . . . .
C18 C 0.44615(11) 0.62112(7) 0.20380(8) 0.0185(2) Uani 1 1 d . . . . .
H18 H 0.4418 0.6220 0.1392 0.022 Uiso 1 1 calc R U . . .
C19 C 0.56140(11) 0.60700(7) 0.27466(9) 0.0222(2) Uani 1 1 d . . . . .
H19 H 0.6356 0.6003 0.2586 0.027 Uiso 1 1 calc R U . . .
C20 C 0.56559(10) 0.60292(7) 0.36779(8) 0.0187(2) Uani 1 1 d . . . . .
H20 H 0.6425 0.5906 0.4155 0.022 Uiso 1 1 calc R U . . .
C21 C 0.57804(11) 0.81313(6) 0.46415(9) 0.0198(2) Uani 1 1 d D . . . .
H21 H 0.5122 0.7757 0.4300 0.024 Uiso 1 1 calc R U . B 1
C22 C 0.6564(4) 0.7800(3) 0.5591(3) 0.0257(4) Uani 0.539(14) 1 d D . P C 1
H22A H 0.7166 0.8180 0.5950 0.039 Uiso 0.539(14) 1 calc R U P C 1
H22B H 0.7018 0.7355 0.5485 0.039 Uiso 0.539(14) 1 calc R U P C 1
H22C H 0.6012 0.7653 0.5950 0.039 Uiso 0.539(14) 1 calc R U P C 1
C23 C 0.6537(4) 0.8349(3) 0.4017(3) 0.0257(4) Uani 0.539(14) 1 d D . P C 1
H23A H 0.5996 0.8614 0.3455 0.039 Uiso 0.539(14) 1 calc R U P C 1
H23B H 0.6881 0.7893 0.3821 0.039 Uiso 0.539(14) 1 calc R U P C 1
H23C H 0.7226 0.8683 0.4368 0.039 Uiso 0.539(14) 1 calc R U P C 1
C22' C 0.6729(5) 0.7748(4) 0.5474(4) 0.0257(4) Uani 0.461(14) 1 d D . P C 2
H22D H 0.7370 0.8114 0.5815 0.039 Uiso 0.461(14) 1 calc R U P C 2
H22E H 0.7128 0.7331 0.5247 0.039 Uiso 0.461(14) 1 calc R U P C 2
H22F H 0.6305 0.7549 0.5902 0.039 Uiso 0.461(14) 1 calc R U P C 2
C23' C 0.6394(5) 0.8494(3) 0.3965(4) 0.0257(4) Uani 0.461(14) 1 d D . P C 2
H23D H 0.5762 0.8783 0.3476 0.039 Uiso 0.461(14) 1 calc R U P C 2
H23E H 0.6740 0.8097 0.3665 0.039 Uiso 0.461(14) 1 calc R U P C 2
H23F H 0.7070 0.8834 0.4323 0.039 Uiso 0.461(14) 1 calc R U P C 2
C24 C 0.13100(10) 0.59069(6) 0.14747(7) 0.01513(18) Uani 1 1 d . . . . .
H24 H 0.1332 0.5744 0.2121 0.018 Uiso 1 1 calc R U . . .
C25 C 0.15818(13) 0.52323(7) 0.09486(9) 0.0234(2) Uani 1 1 d . . . . .
H25A H 0.1579 0.5392 0.0319 0.035 Uiso 1 1 calc R U . . .
H25B H 0.0936 0.4845 0.0881 0.035 Uiso 1 1 calc R U . . .
H25C H 0.2407 0.5023 0.1304 0.035 Uiso 1 1 calc R U . . .
C26 C 0.00641(11) 0.62832(7) 0.09759(9) 0.0233(2) Uani 1 1 d . . . . .
H26A H -0.0042 0.6720 0.1347 0.035 Uiso 1 1 calc R U . . .
H26B H -0.0618 0.5921 0.0911 0.035 Uiso 1 1 calc R U . . .
H26C H 0.0044 0.6453 0.0346 0.035 Uiso 1 1 calc R U . . .
H3 H 0.2125(14) 0.7414(9) 0.6114(11) 0.018(4) Uiso 1 1 d . . . . .
H4 H 0.1259(15) 0.5595(8) 0.4311(11) 0.018(4) Uiso 1 1 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 1.9122(7) . ?
Ga1 O3 1.9154(7) . ?
Ga1 N2 2.0256(9) . ?
Ga1 N1 2.0521(9) . ?
Ga1 N4 2.1116(9) . ?
Ga1 N3 2.1132(9) . ?
O1 C1 1.3126(12) . ?
O2 C2 1.3758(12) . ?
O2 C21 1.4551(14) . ?
O3 C16 1.3119(12) . ?
O4 C17 1.3840(12) . ?
O4 C24 1.4632(13) . ?
N1 C7 1.2917(13) . ?
N1 C8 1.4660(14) . ?
N2 C14 1.2893(14) . ?
N2 C13 1.4660(14) . ?
N3 C11 1.4822(15) . ?
N3 C12 1.4877(15) . ?
N3 H3 0.846(15) . ?
N4 C9 1.4818(15) . ?
N4 C10 1.4822(15) . ?
N4 H4 0.871(15) . ?
C1 C6 1.4212(14) . ?
C1 C2 1.4279(14) . ?
C2 C3 1.3820(14) . ?
C3 C4 1.4028(16) . ?
C3 H3A 0.9500 . ?
C4 C5 1.3773(16) . ?
C4 H4A 0.9500 . ?
C5 C6 1.4171(14) . ?
C5 H5 0.9500 . ?
C6 C7 1.4401(14) . ?
C7 H7 0.9500 . ?
C8 C9 1.5326(16) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.5303(16) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.5270(16) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.4450(15) . ?
C14 H14 0.9500 . ?
C15 C20 1.4107(15) . ?
C15 C16 1.4226(14) . ?
C16 C17 1.4232(14) . ?
C17 C18 1.3789(15) . ?
C18 C19 1.4035(16) . ?
C18 H18 0.9500 . ?
C19 C20 1.3778(17) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 C23 1.505(4) . ?
C21 C22' 1.510(4) . ?
C21 C22 1.521(4) . ?
C21 C23' 1.539(5) . ?
C21 H21 1.0000 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C22' H22D 0.9800 . ?
C22' H22E 0.9800 . ?
C22' H22F 0.9800 . ?
C23' H23D 0.9800 . ?
C23' H23E 0.9800 . ?
C23' H23F 0.9800 . ?
C24 C26 1.5117(16) . ?
C24 C25 1.5136(16) . ?
C24 H24 1.0000 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 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 O3 98.16(3) . . ?
O1 Ga1 N2 92.01(3) . . ?
O3 Ga1 N2 90.62(3) . . ?
O1 Ga1 N1 90.42(3) . . ?
O3 Ga1 N1 91.88(3) . . ?
N2 Ga1 N1 176.23(4) . . ?
O1 Ga1 N4 169.12(4) . . ?
O3 Ga1 N4 89.13(3) . . ?
N2 Ga1 N4 96.00(4) . . ?
N1 Ga1 N4 81.24(4) . . ?
O1 Ga1 N3 90.75(3) . . ?
O3 Ga1 N3 168.39(3) . . ?
N2 Ga1 N3 81.60(4) . . ?
N1 Ga1 N3 95.49(4) . . ?
N4 Ga1 N3 83.17(4) . . ?
C1 O1 Ga1 127.88(6) . . ?
C2 O2 C21 116.02(8) . . ?
C16 O3 Ga1 125.78(6) . . ?
C17 O4 C24 113.63(8) . . ?
C7 N1 C8 119.53(9) . . ?
C7 N1 Ga1 124.61(7) . . ?
C8 N1 Ga1 115.39(7) . . ?
C14 N2 C13 119.89(9) . . ?
C14 N2 Ga1 123.58(7) . . ?
C13 N2 Ga1 115.69(7) . . ?
C11 N3 C12 115.98(10) . . ?
C11 N3 Ga1 109.54(7) . . ?
C12 N3 Ga1 108.46(7) . . ?
C11 N3 H3 106.9(10) . . ?
C12 N3 H3 107.8(10) . . ?
Ga1 N3 H3 107.9(10) . . ?
C9 N4 C10 116.33(10) . . ?
C9 N4 Ga1 108.07(7) . . ?
C10 N4 Ga1 109.92(7) . . ?
C9 N4 H4 108.1(10) . . ?
C10 N4 H4 107.3(10) . . ?
Ga1 N4 H4 106.7(10) . . ?
O1 C1 C6 124.60(9) . . ?
O1 C1 C2 118.17(9) . . ?
C6 C1 C2 117.20(9) . . ?
O2 C2 C3 119.03(9) . . ?
O2 C2 C1 119.41(9) . . ?
C3 C2 C1 121.27(9) . . ?
C2 C3 C4 120.71(10) . . ?
C2 C3 H3A 119.6 . . ?
C4 C3 H3A 119.6 . . ?
C5 C4 C3 119.67(10) . . ?
C5 C4 H4A 120.2 . . ?
C3 C4 H4A 120.2 . . ?
C4 C5 C6 120.76(10) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C5 C6 C1 120.33(9) . . ?
C5 C6 C7 116.45(9) . . ?
C1 C6 C7 123.17(9) . . ?
N1 C7 C6 125.33(9) . . ?
N1 C7 H7 117.3 . . ?
C6 C7 H7 117.3 . . ?
N1 C8 C9 107.87(9) . . ?
N1 C8 H8A 110.1 . . ?
C9 C8 H8A 110.1 . . ?
N1 C8 H8B 110.1 . . ?
C9 C8 H8B 110.1 . . ?
H8A C8 H8B 108.4 . . ?
N4 C9 C8 110.72(9) . . ?
N4 C9 H9A 109.5 . . ?
C8 C9 H9A 109.5 . . ?
N4 C9 H9B 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?
N4 C10 C11 111.53(9) . . ?
N4 C10 H10A 109.3 . . ?
C11 C10 H10A 109.3 . . ?
N4 C10 H10B 109.3 . . ?
C11 C10 H10B 109.3 . . ?
H10A C10 H10B 108.0 . . ?
N3 C11 C10 111.17(10) . . ?
N3 C11 H11A 109.4 . . ?
C10 C11 H11A 109.4 . . ?
N3 C11 H11B 109.4 . . ?
C10 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
N3 C12 C13 110.93(9) . . ?
N3 C12 H12A 109.5 . . ?
C13 C12 H12A 109.5 . . ?
N3 C12 H12B 109.5 . . ?
C13 C12 H12B 109.5 . . ?
H12A C12 H12B 108.0 . . ?
N2 C13 C12 107.63(9) . . ?
N2 C13 H13A 110.2 . . ?
C12 C13 H13A 110.2 . . ?
N2 C13 H13B 110.2 . . ?
C12 C13 H13B 110.2 . . ?
H13A C13 H13B 108.5 . . ?
N2 C14 C15 124.85(9) . . ?
N2 C14 H14 117.6 . . ?
C15 C14 H14 117.6 . . ?
C20 C15 C16 120.35(9) . . ?
C20 C15 C14 117.12(9) . . ?
C16 C15 C14 122.47(9) . . ?
O3 C16 C15 124.90(9) . . ?
O3 C16 C17 118.56(9) . . ?
C15 C16 C17 116.53(9) . . ?
C18 C17 O4 119.59(9) . . ?
C18 C17 C16 121.83(9) . . ?
O4 C17 C16 118.45(9) . . ?
C17 C18 C19 120.46(10) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 H18 119.8 . . ?
C20 C19 C18 119.22(11) . . ?
C20 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
C19 C20 C15 121.10(10) . . ?
C19 C20 H20 119.4 . . ?
C15 C20 H20 119.4 . . ?
O2 C21 C23 114.0(2) . . ?
O2 C21 C22' 111.5(3) . . ?
O2 C21 C22 101.2(2) . . ?
C23 C21 C22 113.73(17) . . ?
O2 C21 C23' 103.5(3) . . ?
C22' C21 C23' 112.3(2) . . ?
O2 C21 H21 109.2 . . ?
C23 C21 H21 109.2 . . ?
C22 C21 H21 109.2 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C22' H22D 109.5 . . ?
C21 C22' H22E 109.5 . . ?
H22D C22' H22E 109.5 . . ?
C21 C22' H22F 109.5 . . ?
H22D C22' H22F 109.5 . . ?
H22E C22' H22F 109.5 . . ?
C21 C23' H23D 109.5 . . ?
C21 C23' H23E 109.5 . . ?
H23D C23' H23E 109.5 . . ?
C21 C23' H23F 109.5 . . ?
H23D C23' H23F 109.5 . . ?
H23E C23' H23F 109.5 . . ?
O4 C24 C26 106.02(9) . . ?
O4 C24 C25 109.34(9) . . ?
C26 C24 C25 113.84(10) . . ?
O4 C24 H24 109.2 . . ?
C26 C24 H24 109.2 . . ?
C25 C24 H24 109.2 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 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 O1 C1 C6 18.17(14) . . . . ?
Ga1 O1 C1 C2 -163.70(7) . . . . ?
C21 O2 C2 C3 -119.45(11) . . . . ?
C21 O2 C2 C1 66.59(12) . . . . ?
O1 C1 C2 O2 -2.40(14) . . . . ?
C6 C1 C2 O2 175.87(9) . . . . ?
O1 C1 C2 C3 -176.21(9) . . . . ?
C6 C1 C2 C3 2.06(15) . . . . ?
O2 C2 C3 C4 -174.23(10) . . . . ?
C1 C2 C3 C4 -0.39(16) . . . . ?
C2 C3 C4 C5 -0.95(17) . . . . ?
C3 C4 C5 C6 0.54(17) . . . . ?
C4 C5 C6 C1 1.20(16) . . . . ?
C4 C5 C6 C7 178.83(10) . . . . ?
O1 C1 C6 C5 175.70(9) . . . . ?
C2 C1 C6 C5 -2.44(14) . . . . ?
O1 C1 C6 C7 -1.76(16) . . . . ?
C2 C1 C6 C7 -179.90(9) . . . . ?
C8 N1 C7 C6 178.83(10) . . . . ?
Ga1 N1 C7 C6 -9.38(15) . . . . ?
C5 C6 C7 N1 -179.63(10) . . . . ?
C1 C6 C7 N1 -2.08(16) . . . . ?
C7 N1 C8 C9 147.50(10) . . . . ?
Ga1 N1 C8 C9 -25.03(12) . . . . ?
C10 N4 C9 C8 82.81(12) . . . . ?
Ga1 N4 C9 C8 -41.34(11) . . . . ?
N1 C8 C9 N4 43.57(13) . . . . ?
C9 N4 C10 C11 -92.21(13) . . . . ?
Ga1 N4 C10 C11 30.98(13) . . . . ?
C12 N3 C11 C10 -89.45(12) . . . . ?
Ga1 N3 C11 C10 33.68(13) . . . . ?
N4 C10 C11 N3 -43.63(16) . . . . ?
C11 N3 C12 C13 86.03(12) . . . . ?
Ga1 N3 C12 C13 -37.66(11) . . . . ?
C14 N2 C13 C12 141.13(11) . . . . ?
Ga1 N2 C13 C12 -28.74(12) . . . . ?
N3 C12 C13 N2 43.27(13) . . . . ?
C13 N2 C14 C15 178.00(10) . . . . ?
Ga1 N2 C14 C15 -12.97(15) . . . . ?
N2 C14 C15 C20 173.45(10) . . . . ?
N2 C14 C15 C16 -9.30(16) . . . . ?
Ga1 O3 C16 C15 15.72(14) . . . . ?
Ga1 O3 C16 C17 -165.44(7) . . . . ?
C20 C15 C16 O3 -174.19(10) . . . . ?
C14 C15 C16 O3 8.65(16) . . . . ?
C20 C15 C16 C17 6.95(14) . . . . ?
C14 C15 C16 C17 -170.21(9) . . . . ?
C24 O4 C17 C18 115.69(11) . . . . ?
C24 O4 C17 C16 -68.41(11) . . . . ?
O3 C16 C17 C18 173.12(10) . . . . ?
C15 C16 C17 C18 -7.94(15) . . . . ?
O3 C16 C17 O4 -2.68(14) . . . . ?
C15 C16 C17 O4 176.26(9) . . . . ?
O4 C17 C18 C19 179.07(10) . . . . ?
C16 C17 C18 C19 3.32(17) . . . . ?
C17 C18 C19 C20 2.57(18) . . . . ?
C18 C19 C20 C15 -3.47(19) . . . . ?
C16 C15 C20 C19 -1.45(17) . . . . ?
C14 C15 C20 C19 175.86(11) . . . . ?
C2 O2 C21 C23 92.4(2) . . . . ?
C2 O2 C21 C22' -150.8(3) . . . . ?
C2 O2 C21 C22 -145.1(2) . . . . ?
C2 O2 C21 C23' 88.3(2) . . . . ?
C17 O4 C24 C26 158.64(9) . . . . ?
C17 O4 C24 C25 -78.24(10) . . . . ?

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
# C7 H7 I1  0.95 3.31 4.1529(14) 148.8 2 
# C22 H22B I1  0.98 3.31 4.125(5) 141.9 3_666 
# C24 H24 I1  1.00 3.27 4.122(2) 143.6 . 
C10 H10B I1 0.99 3.04 3.8444(17) 138.8 3_566
C14 H14 I1 0.95 2.93 3.8427(15) 160.5 3_666
C18 H18 O2 0.95 2.58 3.4805(14) 158.7 4_575
C21 H21 O1 1.00 2.40 2.9550(14) 114.2 .
C24 H24 O3 1.00 2.40 2.9815(12) 116.5 .
N3 H3 O4 0.846(15) 2.047(15) 2.8764(12) 166.5(14) 4_576
N4 H4 I1 0.871(15) 2.725(16) 3.5910(14) 173.3(14) .

_refine_diff_density_max         0.664
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.079

_shelxl_version_number           2014/6

