# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_nava2305
_database_code_depnum_ccdc_archive 'CCDC 2347342'
loop_
_audit_author_name
_audit_author_address
'Martin-Louis Riu'
;University of California, Los Angeles
United States of America
;
_audit_update_record             
;
2024-04-10 deposited with the CCDC.	2025-01-16 downloaded from the CCDC.
;
_audit_creation_method           
;FinalCif V136 by Daniel Kratzert, Freiburg 2024, 
https://dkratzert.de/finalcif.html
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C2.95 H5.90 In0.10 N0.29 O0.38'
_chemical_formula_moiety         ?
_chemical_formula_weight         62.44
_chemical_melting_point          ?
_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                   11.9190(3)
_cell_length_b                   12.4961(3)
_cell_length_c                   13.0349(3)
_cell_angle_alpha                61.5040(10)
_cell_angle_beta                 89.2340(10)
_cell_angle_gamma                89.8010(10)
_cell_volume                     1706.07(7)
_cell_formula_units_Z            21
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9945
_cell_measurement_theta_min      3.86
_cell_measurement_theta_max      70.11
_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_recrystallization_method ?
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    .
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_F_000             700
_exptl_crystal_size_max          0.487
_exptl_crystal_size_mid          0.271
_exptl_crystal_size_min          0.221
_exptl_absorpt_coefficient_mu    5.810
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5338
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_process_details   'SADABS (Herbst-Irmer et al., 2015)'
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   0.164
_shelx_estimated_absorpt_T_max   0.360
_exptl_transmission_factor_min   0.5338
_exptl_transmission_factor_max   0.7533
_exptl_special_details           ?
_diffrn_ambient_temperature      100
_diffrn_ambient_environment      N2
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  ?
_diffrn_measurement_ambient_temperature_device_make 'Oxford Cryostream 700'
_diffrn_radiation_probe          x-ray
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              ?
_diffrn_source_voltage           ?
_diffrn_source_current           ?
_diffrn_detector                 'CCD Plate'
_diffrn_detector_type            'Bruker Apex 2 CCD'
_diffrn_detector_area_resol_mean 8.3
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker Apex-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_measurement_specimen_support 'MiTeGen Micromount'
_diffrn_reflns_number            42260
_diffrn_reflns_av_unetI/netI     0.0183
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_theta_min         3.709
_diffrn_reflns_theta_max         70.126
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measured_fraction_theta_full 0.967
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_Laue_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_point_group_measured_fraction_full 0.967
_reflns_number_total             6251
_reflns_number_gt                6071
_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 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         6251
_refine_ls_number_parameters     514
_refine_ls_number_restraints     771
_refine_ls_R_factor_all          0.0280
_refine_ls_R_factor_gt           0.0272
_refine_ls_wR_factor_ref         0.1067
_refine_ls_wR_factor_gt          0.1050
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      0.964
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.159
_refine_diff_density_min         -1.294
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In 0.0822 5.0449 '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'

_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_
_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
In1 In 0.65070(2) 0.66713(2) 0.69250(2) 0.02568(9) Uani 1 1 d . . . . .
O1 O 0.6576(3) 0.7194(3) 0.8153(3) 0.0295(7) Uani 0.791(9) 1 d D U P A 1
N1 N 0.7619(4) 0.7892(4) 0.7941(4) 0.0256(9) Uani 0.791(9) 1 d D U P A 1
C1 C 0.8381(5) 0.7145(4) 0.8915(4) 0.0300(9) Uani 0.791(9) 1 d D U P A 1
C2 C 0.7874(5) 0.6639(4) 1.0160(3) 0.0397(11) Uani 0.791(9) 1 d D U P A 1
H2A H 0.708697 0.641734 1.015763 0.059 Uiso 0.791(9) 1 calc R U P A 1
H2B H 0.792128 0.726223 1.041085 0.059 Uiso 0.791(9) 1 calc R U P A 1
H2C H 0.829439 0.591682 1.069997 0.059 Uiso 0.791(9) 1 calc R U P A 1
C3 C 0.8741(5) 0.6059(4) 0.8740(4) 0.0331(10) Uani 0.791(9) 1 d D U P A 1
H3A H 0.904058 0.635883 0.794531 0.050 Uiso 0.791(9) 1 calc R U P A 1
H3B H 0.809126 0.553273 0.885774 0.050 Uiso 0.791(9) 1 calc R U P A 1
H3C H 0.932166 0.559396 0.930408 0.050 Uiso 0.791(9) 1 calc R U P A 1
C4 C 0.9435(5) 0.7912(4) 0.8774(5) 0.0352(11) Uani 0.791(9) 1 d D U P A 1
H4A H 0.991905 0.746415 0.945976 0.042 Uiso 0.791(9) 1 calc R U P A 1
H4B H 0.986179 0.802222 0.807303 0.042 Uiso 0.791(9) 1 calc R U P A 1
C5 C 0.9166(6) 0.9163(6) 0.8654(7) 0.0412(15) Uani 0.791(9) 1 d D U P A 1
H5A H 0.880558 0.906825 0.938212 0.049 Uiso 0.791(9) 1 calc R U P A 1
H5B H 0.986592 0.963898 0.851811 0.049 Uiso 0.791(9) 1 calc R U P A 1
C6 C 0.8393(5) 0.9816(5) 0.7651(5) 0.0319(12) Uani 0.791(9) 1 d D U P A 1
H6A H 0.879248 0.996985 0.692271 0.038 Uiso 0.791(9) 1 calc R U P A 1
H6B H 0.820315 1.061631 0.759021 0.038 Uiso 0.791(9) 1 calc R U P A 1
C7 C 0.7299(5) 0.9127(4) 0.7746(4) 0.0282(10) Uani 0.791(9) 1 d D U P A 1
C8 C 0.6504(4) 0.9139(4) 0.8682(4) 0.0354(10) Uani 0.791(9) 1 d D U P A 1
H8A H 0.618651 0.995550 0.839504 0.053 Uiso 0.791(9) 1 calc R U P A 1
H8B H 0.692391 0.892054 0.939653 0.053 Uiso 0.791(9) 1 calc R U P A 1
H8C H 0.589666 0.854969 0.885105 0.053 Uiso 0.791(9) 1 calc R U P A 1
C9 C 0.6711(4) 0.9765(4) 0.6570(4) 0.0353(10) Uani 0.791(9) 1 d D U P A 1
H9A H 0.716583 0.968431 0.597910 0.053 Uiso 0.791(9) 1 calc R U P A 1
H9B H 0.661554 1.062923 0.633960 0.053 Uiso 0.791(9) 1 calc R U P A 1
H9C H 0.597379 0.938967 0.663796 0.053 Uiso 0.791(9) 1 calc R U P A 1
O1A O 0.6938(12) 0.6824(13) 0.8444(12) 0.027(3) Uani 0.209(9) 1 d D U P A 2
N1A N 0.7925(12) 0.7607(12) 0.8159(14) 0.016(3) Uani 0.209(9) 1 d D U P A 2
C1A C 0.8834(14) 0.6902(13) 0.8959(10) 0.021(3) Uani 0.209(9) 1 d D U P A 2
C2A C 0.8552(18) 0.6248(12) 1.0286(9) 0.037(4) Uani 0.209(9) 1 d D U P A 2
H2AA H 0.861938 0.682750 1.058941 0.056 Uiso 0.209(9) 1 calc R U P A 2
H2AB H 0.907527 0.557347 1.069440 0.056 Uiso 0.209(9) 1 calc R U P A 2
H2AC H 0.778281 0.593103 1.041331 0.056 Uiso 0.209(9) 1 calc R U P A 2
C3A C 0.9180(14) 0.5908(14) 0.8652(14) 0.025(3) Uani 0.209(9) 1 d D U P A 2
H3AA H 0.933206 0.627421 0.781066 0.037 Uiso 0.209(9) 1 calc R U P A 2
H3AB H 0.857105 0.531016 0.886686 0.037 Uiso 0.209(9) 1 calc R U P A 2
H3AC H 0.985702 0.550137 0.908016 0.037 Uiso 0.209(9) 1 calc R U P A 2
C4A C 0.9837(14) 0.7740(14) 0.8740(17) 0.026(3) Uani 0.209(9) 1 d D U P A 2
H4AA H 1.041991 0.729630 0.932624 0.031 Uiso 0.209(9) 1 calc R U P A 2
H4AB H 1.016207 0.797725 0.795778 0.031 Uiso 0.209(9) 1 calc R U P A 2
C5A C 0.9505(17) 0.8881(17) 0.8812(19) 0.027(4) Uani 0.209(9) 1 d D U P A 2
H5AA H 0.921614 0.865498 0.960513 0.033 Uiso 0.209(9) 1 calc R U P A 2
H5AB H 1.016660 0.941647 0.865076 0.033 Uiso 0.209(9) 1 calc R U P A 2
C6A C 0.8630(15) 0.9525(15) 0.7945(18) 0.023(3) Uani 0.209(9) 1 d D U P A 2
H6AA H 0.894054 0.976948 0.715504 0.027 Uiso 0.209(9) 1 calc R U P A 2
H6AB H 0.842426 1.027620 0.797758 0.027 Uiso 0.209(9) 1 calc R U P A 2
C7A C 0.7561(12) 0.8756(14) 0.8133(14) 0.022(3) Uani 0.209(9) 1 d D U P A 2
C8A C 0.6945(13) 0.8599(17) 0.9271(16) 0.041(4) Uani 0.209(9) 1 d D U P A 2
H8AA H 0.654373 0.935012 0.910064 0.061 Uiso 0.209(9) 1 calc R U P A 2
H8AB H 0.749886 0.842708 0.987912 0.061 Uiso 0.209(9) 1 calc R U P A 2
H8AC H 0.640994 0.792193 0.954232 0.061 Uiso 0.209(9) 1 calc R U P A 2
C9A C 0.6791(14) 0.9444(17) 0.711(2) 0.039(4) Uani 0.209(9) 1 d D U P A 2
H9AA H 0.718955 0.963297 0.638394 0.058 Uiso 0.209(9) 1 calc R U P A 2
H9AB H 0.655279 1.020289 0.709849 0.058 Uiso 0.209(9) 1 calc R U P A 2
H9AC H 0.613000 0.894282 0.719676 0.058 Uiso 0.209(9) 1 calc R U P A 2
O2 O 0.67842(14) 0.80494(15) 0.53023(14) 0.0279(3) Uani 1 1 d . . . . .
N2 N 0.74429(15) 0.75568(17) 0.46647(16) 0.0226(4) Uani 1 1 d . . . . .
C10 C 0.84958(19) 0.8290(2) 0.42518(19) 0.0239(4) Uani 1 1 d . . . . .
C11 C 0.8323(2) 0.9686(2) 0.3568(2) 0.0322(5) Uani 1 1 d . . . . .
H11A H 0.807755 0.991733 0.277500 0.048 Uiso 1 1 calc R U . . .
H11B H 0.903194 1.010000 0.353012 0.048 Uiso 1 1 calc R U . . .
H11C H 0.775138 0.992550 0.396618 0.048 Uiso 1 1 calc R U . . .
C12 C 0.91782(19) 0.8014(2) 0.5338(2) 0.0270(5) Uani 1 1 d . . . . .
H12A H 0.990637 0.842871 0.509832 0.041 Uiso 1 1 calc R U . . .
H12B H 0.929528 0.713402 0.579453 0.041 Uiso 1 1 calc R U . . .
H12C H 0.876948 0.830412 0.581460 0.041 Uiso 1 1 calc R U . . .
C13 C 0.9151(2) 0.7823(2) 0.3530(2) 0.0279(5) Uani 1 1 d . . . . .
H13A H 0.982463 0.833970 0.318811 0.033 Uiso 1 1 calc R U . . .
H13B H 0.940898 0.698396 0.405463 0.033 Uiso 1 1 calc R U . . .
C14 C 0.8472(2) 0.7817(3) 0.2550(2) 0.0338(5) Uani 1 1 d . . . . .
H14A H 0.827821 0.866134 0.197073 0.041 Uiso 1 1 calc R U . . .
H14B H 0.892070 0.745462 0.214976 0.041 Uiso 1 1 calc R U . . .
C15 C 0.7408(2) 0.7077(2) 0.3066(2) 0.0288(5) Uani 1 1 d . . . . .
H15A H 0.761403 0.621780 0.358459 0.035 Uiso 1 1 calc R U . . .
H15B H 0.695302 0.710121 0.242533 0.035 Uiso 1 1 calc R U . . .
C16 C 0.6693(2) 0.7532(2) 0.3761(2) 0.0263(5) Uani 1 1 d . . . . .
C17 C 0.5780(2) 0.6587(2) 0.4431(2) 0.0321(5) Uani 1 1 d . . . . .
H17A H 0.522829 0.693583 0.475142 0.048 Uiso 1 1 calc R U . . .
H17B H 0.611947 0.586580 0.506929 0.048 Uiso 1 1 calc R U . . .
H17C H 0.540573 0.635565 0.390037 0.048 Uiso 1 1 calc R U . . .
C18 C 0.6118(2) 0.8747(2) 0.2948(2) 0.0383(6) Uani 1 1 d . . . . .
H18A H 0.666061 0.929375 0.236196 0.058 Uiso 1 1 calc R U . . .
H18B H 0.583626 0.912549 0.340808 0.058 Uiso 1 1 calc R U . . .
H18C H 0.549009 0.859512 0.255562 0.058 Uiso 1 1 calc R U . . .
O3 O 0.64114(14) 0.49399(14) 0.72086(14) 0.0262(3) Uani 1 1 d . . . . .
N3 N 0.71321(17) 0.40868(17) 0.81348(16) 0.0244(4) Uani 1 1 d . . . . .
C19 C 0.78760(19) 0.3525(2) 0.75946(19) 0.0237(4) Uani 1 1 d . . . . .
C20 C 0.7278(2) 0.3019(2) 0.6878(2) 0.0272(5) Uani 1 1 d . . . . .
H20A H 0.674758 0.362482 0.634757 0.041 Uiso 1 1 calc R U . . .
H20B H 0.687174 0.227247 0.740659 0.041 Uiso 1 1 calc R U . . .
H20C H 0.783470 0.283640 0.642334 0.041 Uiso 1 1 calc R U . . .
C21 C 0.8680(2) 0.4525(2) 0.6772(2) 0.0289(5) Uani 1 1 d . . . . .
H21A H 0.826270 0.514145 0.611006 0.043 Uiso 1 1 calc R U . . .
H21B H 0.925931 0.417064 0.648657 0.043 Uiso 1 1 calc R U . . .
H21C H 0.903430 0.490523 0.719309 0.043 Uiso 1 1 calc R U . . .
C22 C 0.8560(2) 0.2533(2) 0.8573(2) 0.0325(5) Uani 1 1 d . . . . .
H22A H 0.909445 0.292281 0.886916 0.039 Uiso 1 1 calc R U . . .
H22B H 0.900306 0.209119 0.824710 0.039 Uiso 1 1 calc R U . . .
C23 C 0.7838(3) 0.1614(2) 0.9596(2) 0.0409(7) Uani 1 1 d . . . . .
H23A H 0.735975 0.114906 0.933189 0.049 Uiso 1 1 calc R U . . .
H23B H 0.832731 0.103155 1.022379 0.049 Uiso 1 1 calc R U . . .
C24 C 0.7107(3) 0.2295(2) 1.0059(2) 0.0415(7) Uani 1 1 d . . . . .
H24A H 0.759458 0.269140 1.038852 0.050 Uiso 1 1 calc R U . . .
H24B H 0.662075 0.170229 1.069913 0.050 Uiso 1 1 calc R U . . .
C25 C 0.6368(2) 0.3263(2) 0.9120(2) 0.0320(5) Uani 1 1 d . . . . .
C26 C 0.5412(2) 0.2678(3) 0.8766(3) 0.0398(6) Uani 1 1 d . . . . .
H26A H 0.515933 0.325245 0.798006 0.060 Uiso 1 1 calc R U . . .
H26B H 0.478358 0.247455 0.932087 0.060 Uiso 1 1 calc R U . . .
H26C H 0.568667 0.193447 0.877200 0.060 Uiso 1 1 calc R U . . .
C27 C 0.5832(3) 0.4038(3) 0.9615(2) 0.0410(7) Uani 1 1 d . . . . .
H27A H 0.642261 0.444654 0.981787 0.062 Uiso 1 1 calc R U . . .
H27B H 0.538965 0.351445 1.031622 0.062 Uiso 1 1 calc R U . . .
H27C H 0.534267 0.465025 0.902954 0.062 Uiso 1 1 calc R U . . .
O4 O 0.4625(9) 0.6774(11) 0.7018(15) 0.031(2) Uani 0.64(3) 1 d D U P A 1
C28 C 0.3869(8) 0.5773(7) 0.7194(13) 0.051(3) Uani 0.64(3) 1 d D U P A 1
H28A H 0.420820 0.527493 0.686686 0.061 Uiso 0.64(3) 1 calc R U P A 1
H28B H 0.371414 0.524207 0.803599 0.061 Uiso 0.64(3) 1 calc R U P A 1
C29 C 0.2832(10) 0.6343(10) 0.6584(13) 0.074(3) Uani 0.64(3) 1 d D U P A 1
H29A H 0.219179 0.576709 0.684126 0.089 Uiso 0.64(3) 1 calc R U P A 1
H29B H 0.292261 0.673316 0.572463 0.089 Uiso 0.64(3) 1 calc R U P A 1
C30 C 0.2740(8) 0.7263(10) 0.7025(14) 0.073(3) Uani 0.64(3) 1 d D U P A 1
H30A H 0.251870 0.686509 0.786071 0.087 Uiso 0.64(3) 1 calc R U P A 1
H30B H 0.218835 0.790438 0.657011 0.087 Uiso 0.64(3) 1 calc R U P A 1
C31 C 0.3979(9) 0.7811(9) 0.6832(9) 0.049(2) Uani 0.64(3) 1 d D U P A 1
H31A H 0.409041 0.849271 0.603166 0.059 Uiso 0.64(3) 1 calc R U P A 1
H31B H 0.415708 0.808983 0.740601 0.059 Uiso 0.64(3) 1 calc R U P A 1
O4A O 0.4607(15) 0.676(2) 0.681(3) 0.028(4) Uani 0.36(3) 1 d D U P A 2
C28A C 0.3830(12) 0.5880(15) 0.6782(14) 0.033(3) Uani 0.36(3) 1 d D U P A 2
H28C H 0.411131 0.561764 0.621925 0.040 Uiso 0.36(3) 1 calc R U P A 2
H28D H 0.379280 0.515378 0.756353 0.040 Uiso 0.36(3) 1 calc R U P A 2
C29A C 0.2738(11) 0.6376(15) 0.6456(10) 0.037(3) Uani 0.36(3) 1 d D U P A 2
H29C H 0.216396 0.581754 0.700460 0.044 Uiso 0.36(3) 1 calc R U P A 2
H29D H 0.256499 0.652902 0.565695 0.044 Uiso 0.36(3) 1 calc R U P A 2
C30A C 0.2775(16) 0.7537(19) 0.651(3) 0.088(6) Uani 0.36(3) 1 d D U P A 2
H30C H 0.238166 0.744192 0.722479 0.105 Uiso 0.36(3) 1 calc R U P A 2
H30D H 0.240581 0.819478 0.582283 0.105 Uiso 0.36(3) 1 calc R U P A 2
C31A C 0.4024(16) 0.7849(16) 0.653(2) 0.056(5) Uani 0.36(3) 1 d D U P A 2
H31C H 0.427055 0.851172 0.576344 0.067 Uiso 0.36(3) 1 calc R U P A 2
H31D H 0.415189 0.810731 0.713240 0.067 Uiso 0.36(3) 1 calc R U P A 2


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
In1 O1 1.999(3) . ?
In1 O2 2.0145(16) . ?
In1 O3 2.0170(16) . ?
In1 O1A 2.147(12) . ?
In1 O4 2.251(10) . ?
In1 O4A 2.271(17) . ?
O1 N1 1.467(4) . ?
N1 C1 1.484(5) . ?
N1 C7 1.489(5) . ?
C1 C4 1.538(6) . ?
C1 C3 1.539(6) . ?
C1 C2 1.548(5) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.529(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.494(7) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.536(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C9 1.528(6) . ?
C7 C8 1.541(5) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
O1A N1A 1.459(12) . ?
N1A C1A 1.478(14) . ?
N1A C7A 1.483(13) . ?
C1A C4A 1.524(14) . ?
C1A C3A 1.531(14) . ?
C1A C2A 1.553(12) . ?
C2A H2AA 0.9800 . ?
C2A H2AB 0.9800 . ?
C2A H2AC 0.9800 . ?
C3A H3AA 0.9800 . ?
C3A H3AB 0.9800 . ?
C3A H3AC 0.9800 . ?
C4A C5A 1.523(15) . ?
C4A H4AA 0.9900 . ?
C4A H4AB 0.9900 . ?
C5A C6A 1.473(16) . ?
C5A H5AA 0.9900 . ?
C5A H5AB 0.9900 . ?
C6A C7A 1.543(14) . ?
C6A H6AA 0.9900 . ?
C6A H6AB 0.9900 . ?
C7A C9A 1.511(16) . ?
C7A C8A 1.572(13) . ?
C8A H8AA 0.9800 . ?
C8A H8AB 0.9800 . ?
C8A H8AC 0.9800 . ?
C9A H9AA 0.9800 . ?
C9A H9AB 0.9800 . ?
C9A H9AC 0.9800 . ?
O2 N2 1.468(2) . ?
N2 C10 1.491(3) . ?
N2 C16 1.500(3) . ?
C10 C13 1.529(3) . ?
C10 C12 1.532(3) . ?
C10 C11 1.549(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.524(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.520(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.528(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.530(3) . ?
C16 C18 1.542(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
O3 N3 1.458(2) . ?
N3 C19 1.491(3) . ?
N3 C25 1.501(3) . ?
C19 C21 1.527(3) . ?
C19 C22 1.530(3) . ?
C19 C20 1.538(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.534(4) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.523(4) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.532(4) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C27 1.531(4) . ?
C25 C26 1.545(4) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
O4 C31 1.425(7) . ?
O4 C28 1.469(8) . ?
C28 C29 1.464(10) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.514(10) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.596(10) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
O4A C31A 1.410(13) . ?
O4A C28A 1.456(12) . ?
C28A C29A 1.420(13) . ?
C28A H28C 0.9900 . ?
C28A H28D 0.9900 . ?
C29A C30A 1.488(14) . ?
C29A H29C 0.9900 . ?
C29A H29D 0.9900 . ?
C30A C31A 1.544(14) . ?
C30A H30C 0.9900 . ?
C30A H30D 0.9900 . ?
C31A H31C 0.9900 . ?
C31A H31D 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 In1 O2 112.97(11) . . ?
O1 In1 O3 126.01(11) . . ?
O2 In1 O3 120.40(7) . . ?
O2 In1 O1A 121.5(3) . . ?
O3 In1 O1A 113.9(4) . . ?
O1 In1 O4 87.8(4) . . ?
O2 In1 O4 99.6(4) . . ?
O3 In1 O4 90.9(3) . . ?
O2 In1 O4A 95.3(7) . . ?
O3 In1 O4A 88.3(5) . . ?
O1A In1 O4A 106.8(8) . . ?
N1 O1 In1 106.6(3) . . ?
O1 N1 C1 106.9(3) . . ?
O1 N1 C7 106.9(3) . . ?
C1 N1 C7 118.9(3) . . ?
N1 C1 C4 107.7(3) . . ?
N1 C1 C3 106.4(3) . . ?
C4 C1 C3 107.6(4) . . ?
N1 C1 C2 116.0(4) . . ?
C4 C1 C2 110.7(3) . . ?
C3 C1 C2 108.1(3) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 C1 113.0(4) . . ?
C5 C4 H4A 109.0 . . ?
C1 C4 H4A 109.0 . . ?
C5 C4 H4B 109.0 . . ?
C1 C4 H4B 109.0 . . ?
H4A C4 H4B 107.8 . . ?
C6 C5 C4 108.9(4) . . ?
C6 C5 H5A 109.9 . . ?
C4 C5 H5A 109.9 . . ?
C6 C5 H5B 109.9 . . ?
C4 C5 H5B 109.9 . . ?
H5A C5 H5B 108.3 . . ?
C5 C6 C7 114.3(4) . . ?
C5 C6 H6A 108.7 . . ?
C7 C6 H6A 108.7 . . ?
C5 C6 H6B 108.7 . . ?
C7 C6 H6B 108.7 . . ?
H6A C6 H6B 107.6 . . ?
N1 C7 C9 107.1(3) . . ?
N1 C7 C6 107.0(4) . . ?
C9 C7 C6 108.4(3) . . ?
N1 C7 C8 114.8(3) . . ?
C9 C7 C8 108.2(4) . . ?
C6 C7 C8 111.1(4) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1A O1A In1 108.2(8) . . ?
O1A N1A C1A 108.3(10) . . ?
O1A N1A C7A 107.3(10) . . ?
C1A N1A C7A 118.4(11) . . ?
N1A C1A C4A 108.9(10) . . ?
N1A C1A C3A 107.2(10) . . ?
C4A C1A C3A 108.4(11) . . ?
N1A C1A C2A 117.1(12) . . ?
C4A C1A C2A 108.5(11) . . ?
C3A C1A C2A 106.5(11) . . ?
C1A C2A H2AA 109.5 . . ?
C1A C2A H2AB 109.5 . . ?
H2AA C2A H2AB 109.5 . . ?
C1A C2A H2AC 109.5 . . ?
H2AA C2A H2AC 109.5 . . ?
H2AB C2A H2AC 109.5 . . ?
C1A C3A H3AA 109.5 . . ?
C1A C3A H3AB 109.5 . . ?
H3AA C3A H3AB 109.5 . . ?
C1A C3A H3AC 109.5 . . ?
H3AA C3A H3AC 109.5 . . ?
H3AB C3A H3AC 109.5 . . ?
C5A C4A C1A 111.5(12) . . ?
C5A C4A H4AA 109.3 . . ?
C1A C4A H4AA 109.3 . . ?
C5A C4A H4AB 109.3 . . ?
C1A C4A H4AB 109.3 . . ?
H4AA C4A H4AB 108.0 . . ?
C6A C5A C4A 108.8(13) . . ?
C6A C5A H5AA 109.9 . . ?
C4A C5A H5AA 109.9 . . ?
C6A C5A H5AB 109.9 . . ?
C4A C5A H5AB 109.9 . . ?
H5AA C5A H5AB 108.3 . . ?
C5A C6A C7A 113.5(13) . . ?
C5A C6A H6AA 108.9 . . ?
C7A C6A H6AA 108.9 . . ?
C5A C6A H6AB 108.9 . . ?
C7A C6A H6AB 108.9 . . ?
H6AA C6A H6AB 107.7 . . ?
N1A C7A C9A 109.7(10) . . ?
N1A C7A C6A 106.7(11) . . ?
C9A C7A C6A 108.7(12) . . ?
N1A C7A C8A 115.2(11) . . ?
C9A C7A C8A 108.1(12) . . ?
C6A C7A C8A 108.2(12) . . ?
C7A C8A H8AA 109.5 . . ?
C7A C8A H8AB 109.5 . . ?
H8AA C8A H8AB 109.5 . . ?
C7A C8A H8AC 109.5 . . ?
H8AA C8A H8AC 109.5 . . ?
H8AB C8A H8AC 109.5 . . ?
C7A C9A H9AA 109.5 . . ?
C7A C9A H9AB 109.5 . . ?
H9AA C9A H9AB 109.5 . . ?
C7A C9A H9AC 109.5 . . ?
H9AA C9A H9AC 109.5 . . ?
H9AB C9A H9AC 109.5 . . ?
N2 O2 In1 107.19(12) . . ?
O2 N2 C10 107.10(16) . . ?
O2 N2 C16 107.29(16) . . ?
C10 N2 C16 117.69(17) . . ?
N2 C10 C13 107.05(18) . . ?
N2 C10 C12 107.04(18) . . ?
C13 C10 C12 108.23(19) . . ?
N2 C10 C11 115.00(19) . . ?
C13 C10 C11 111.7(2) . . ?
C12 C10 C11 107.49(19) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C10 113.6(2) . . ?
C14 C13 H13A 108.9 . . ?
C10 C13 H13A 108.9 . . ?
C14 C13 H13B 108.9 . . ?
C10 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C15 C14 C13 109.0(2) . . ?
C15 C14 H14A 109.9 . . ?
C13 C14 H14A 109.9 . . ?
C15 C14 H14B 109.9 . . ?
C13 C14 H14B 109.9 . . ?
H14A C14 H14B 108.3 . . ?
C14 C15 C16 113.4(2) . . ?
C14 C15 H15A 108.9 . . ?
C16 C15 H15A 108.9 . . ?
C14 C15 H15B 108.9 . . ?
C16 C15 H15B 108.9 . . ?
H15A C15 H15B 107.7 . . ?
N2 C16 C15 106.61(18) . . ?
N2 C16 C17 106.25(19) . . ?
C15 C16 C17 108.8(2) . . ?
N2 C16 C18 115.5(2) . . ?
C15 C16 C18 111.2(2) . . ?
C17 C16 C18 108.2(2) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N3 O3 In1 114.45(12) . . ?
O3 N3 C19 106.41(16) . . ?
O3 N3 C25 106.44(18) . . ?
C19 N3 C25 118.00(18) . . ?
N3 C19 C21 106.50(18) . . ?
N3 C19 C22 107.50(18) . . ?
C21 C19 C22 108.4(2) . . ?
N3 C19 C20 115.59(18) . . ?
C21 C19 C20 107.67(18) . . ?
C22 C19 C20 110.93(19) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 C23 113.5(2) . . ?
C19 C22 H22A 108.9 . . ?
C23 C22 H22A 108.9 . . ?
C19 C22 H22B 108.9 . . ?
C23 C22 H22B 108.9 . . ?
H22A C22 H22B 107.7 . . ?
C24 C23 C22 109.2(2) . . ?
C24 C23 H23A 109.8 . . ?
C22 C23 H23A 109.8 . . ?
C24 C23 H23B 109.8 . . ?
C22 C23 H23B 109.8 . . ?
H23A C23 H23B 108.3 . . ?
C23 C24 C25 113.0(2) . . ?
C23 C24 H24A 109.0 . . ?
C25 C24 H24A 109.0 . . ?
C23 C24 H24B 109.0 . . ?
C25 C24 H24B 109.0 . . ?
H24A C24 H24B 107.8 . . ?
N3 C25 C27 106.94(19) . . ?
N3 C25 C24 107.0(2) . . ?
C27 C25 C24 108.6(2) . . ?
N3 C25 C26 114.7(2) . . ?
C27 C25 C26 107.9(2) . . ?
C24 C25 C26 111.5(2) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C31 O4 C28 109.4(7) . . ?
C31 O4 In1 126.8(7) . . ?
C28 O4 In1 123.7(7) . . ?
C29 C28 O4 106.3(7) . . ?
C29 C28 H28A 110.5 . . ?
O4 C28 H28A 110.5 . . ?
C29 C28 H28B 110.5 . . ?
O4 C28 H28B 110.5 . . ?
H28A C28 H28B 108.7 . . ?
C28 C29 C30 96.3(8) . . ?
C28 C29 H29A 112.5 . . ?
C30 C29 H29A 112.5 . . ?
C28 C29 H29B 112.5 . . ?
C30 C29 H29B 112.5 . . ?
H29A C29 H29B 110.0 . . ?
C29 C30 C31 103.1(7) . . ?
C29 C30 H30A 111.1 . . ?
C31 C30 H30A 111.1 . . ?
C29 C30 H30B 111.1 . . ?
C31 C30 H30B 111.1 . . ?
H30A C30 H30B 109.1 . . ?
O4 C31 C30 100.7(7) . . ?
O4 C31 H31A 111.6 . . ?
C30 C31 H31A 111.6 . . ?
O4 C31 H31B 111.6 . . ?
C30 C31 H31B 111.6 . . ?
H31A C31 H31B 109.4 . . ?
C31A O4A C28A 109.2(11) . . ?
C31A O4A In1 121.4(11) . . ?
C28A O4A In1 128.6(12) . . ?
C29A C28A O4A 111.5(11) . . ?
C29A C28A H28C 109.3 . . ?
O4A C28A H28C 109.3 . . ?
C29A C28A H28D 109.3 . . ?
O4A C28A H28D 109.3 . . ?
H28C C28A H28D 108.0 . . ?
C28A C29A C30A 104.5(10) . . ?
C28A C29A H29C 110.8 . . ?
C30A C29A H29C 110.8 . . ?
C28A C29A H29D 110.8 . . ?
C30A C29A H29D 110.8 . . ?
H29C C29A H29D 108.9 . . ?
C29A C30A C31A 107.1(11) . . ?
C29A C30A H30C 110.3 . . ?
C31A C30A H30C 110.3 . . ?
C29A C30A H30D 110.3 . . ?
C31A C30A H30D 110.3 . . ?
H30C C30A H30D 108.5 . . ?
O4A C31A C30A 105.0(10) . . ?
O4A C31A H31C 110.7 . . ?
C30A C31A H31C 110.7 . . ?
O4A C31A H31D 110.7 . . ?
C30A C31A H31D 110.7 . . ?
H31C C31A H31D 108.8 . . ?

####################################################################### 
# 
# 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_nava2307
_database_code_depnum_ccdc_archive 'CCDC 2347344'
loop_
_audit_author_name
_audit_author_address
'Martin-Louis Riu'
;University of California, Los Angeles
United States of America
;
_audit_update_record             
;
2024-04-10 deposited with the CCDC.	2025-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H62 Al N3 O4'
_chemical_formula_weight         567.81

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.2130 0.2455 '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                   11.7623(4)
_cell_length_b                   12.4407(5)
_cell_length_c                   12.9344(5)
_cell_angle_alpha                118.532(2)
_cell_angle_beta                 91.442(2)
_cell_angle_gamma                90.128(2)
_cell_volume                     1662.09(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8465
_cell_measurement_theta_min      3.76
_cell_measurement_theta_max      68.28

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    .
_exptl_crystal_density_diffrn    1.135
_exptl_crystal_F_000             628
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.399
_exptl_crystal_size_mid          0.292
_exptl_crystal_size_min          0.230
_exptl_absorpt_coefficient_mu    0.816
_shelx_estimated_absorpt_T_min   0.737
_shelx_estimated_absorpt_T_max   0.835
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.672247
_exptl_absorpt_correction_T_max  0.753056
_exptl_absorpt_process_details   'TWINABS (Sheldrick, 2009)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3
_diffrn_reflns_number            7779
_diffrn_reflns_av_unetI/netI     0.0319
_diffrn_reflns_av_R_equivalents  0.0454
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.759
_diffrn_reflns_theta_max         68.502
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measured_fraction_theta_full 0.964
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_Laue_measured_fraction_full 0.964
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_point_group_measured_fraction_full 0.964
_reflns_number_total             7779
_reflns_number_gt                6677
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          'Refined as a 2-component twin.,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)+(0.0604P)²+2.2891P] 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         7779
_refine_ls_number_parameters     365
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0493
_refine_ls_wR_factor_ref         0.1484
_refine_ls_wR_factor_gt          0.1465
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_restrained_S_all      1.116
_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
Al1 Al 0.64803(6) 0.66450(6) 0.30752(6) 0.01520(18) Uani 1 1 d . . . . .
O1 O 0.66998(14) 0.71720(14) 0.20681(14) 0.0188(4) Uani 1 1 d . . . . .
O2 O 0.65530(14) 0.51114(14) 0.27189(14) 0.0180(4) Uani 1 1 d . . . . .
O3 O 0.67840(14) 0.77541(14) 0.45217(14) 0.0185(4) Uani 1 1 d . . . . .
O4 O 0.48553(13) 0.66813(14) 0.30022(15) 0.0181(4) Uani 1 1 d . . . . .
N1 N 0.77142(16) 0.78995(17) 0.21761(17) 0.0171(4) Uani 1 1 d . . . . .
N2 N 0.72345(16) 0.41648(17) 0.18297(17) 0.0172(4) Uani 1 1 d . . . . .
N3 N 0.74259(16) 0.74380(17) 0.53094(17) 0.0165(4) Uani 1 1 d . . . . .
C1 C 0.7329(2) 0.9110(2) 0.2334(2) 0.0188(5) Uani 1 1 d . . . . .
C2 C 0.6830(2) 0.9793(2) 0.3557(2) 0.0215(5) Uani 1 1 d . . . . .
H2A H 0.667633 1.063948 0.374265 0.032 Uiso 1 1 calc R U . . .
H2B H 0.737408 0.979047 0.414252 0.032 Uiso 1 1 calc R U . . .
H2C H 0.611983 0.938790 0.357170 0.032 Uiso 1 1 calc R U . . .
C3 C 0.6428(2) 0.9057(2) 0.1431(2) 0.0239(5) Uani 1 1 d . . . . .
H3A H 0.607059 0.985782 0.172578 0.036 Uiso 1 1 calc R U . . .
H3B H 0.584735 0.843716 0.130547 0.036 Uiso 1 1 calc R U . . .
H3C H 0.678979 0.884364 0.068410 0.036 Uiso 1 1 calc R U . . .
C4 C 0.8392(2) 0.9828(2) 0.2333(2) 0.0219(5) Uani 1 1 d . . . . .
H4A H 0.815219 1.061229 0.238091 0.026 Uiso 1 1 calc R U . . .
H4B H 0.886697 1.002083 0.304458 0.026 Uiso 1 1 calc R U . . .
C5 C 0.9106(2) 0.9153(2) 0.1258(2) 0.0267(6) Uani 1 1 d . . . . .
H5A H 0.979226 0.964606 0.132234 0.032 Uiso 1 1 calc R U . . .
H5B H 0.866354 0.900513 0.053939 0.032 Uiso 1 1 calc R U . . .
C6 C 0.9447(2) 0.7943(2) 0.1189(2) 0.0255(6) Uani 1 1 d . . . . .
H6A H 0.993900 0.811040 0.188292 0.031 Uiso 1 1 calc R U . . .
H6B H 0.989846 0.748128 0.047708 0.031 Uiso 1 1 calc R U . . .
C7 C 0.8430(2) 0.7150(2) 0.1143(2) 0.0212(5) Uani 1 1 d . . . . .
C8 C 0.7800(2) 0.6594(2) -0.0066(2) 0.0258(6) Uani 1 1 d . . . . .
H8A H 0.820432 0.587168 -0.063174 0.039 Uiso 1 1 calc R U . . .
H8B H 0.777141 0.720177 -0.034416 0.039 Uiso 1 1 calc R U . . .
H8C H 0.702418 0.635647 0.000863 0.039 Uiso 1 1 calc R U . . .
C9 C 0.8892(2) 0.6103(2) 0.1333(2) 0.0257(6) Uani 1 1 d . . . . .
H9A H 0.943747 0.563427 0.072379 0.039 Uiso 1 1 calc R U . . .
H9B H 0.826194 0.556355 0.128672 0.039 Uiso 1 1 calc R U . . .
H9C H 0.927277 0.644179 0.211055 0.039 Uiso 1 1 calc R U . . .
C10 C 0.6448(2) 0.3328(2) 0.0850(2) 0.0189(5) Uani 1 1 d . . . . .
C11 C 0.5450(2) 0.2787(2) 0.1218(2) 0.0220(5) Uani 1 1 d . . . . .
H11A H 0.480315 0.261286 0.066592 0.033 Uiso 1 1 calc R U . . .
H11B H 0.522567 0.337738 0.201374 0.033 Uiso 1 1 calc R U . . .
H11C H 0.568877 0.202828 0.120863 0.033 Uiso 1 1 calc R U . . .
C12 C 0.5967(2) 0.4055(2) 0.0271(2) 0.0223(5) Uani 1 1 d . . . . .
H12A H 0.552239 0.350687 -0.044078 0.033 Uiso 1 1 calc R U . . .
H12B H 0.659429 0.442584 0.005898 0.033 Uiso 1 1 calc R U . . .
H12C H 0.547718 0.470009 0.082132 0.033 Uiso 1 1 calc R U . . .
C13 C 0.7176(2) 0.2303(2) -0.0062(2) 0.0233(5) Uani 1 1 d . . . . .
H13A H 0.666994 0.170170 -0.070165 0.028 Uiso 1 1 calc R U . . .
H13B H 0.769394 0.266031 -0.041326 0.028 Uiso 1 1 calc R U . . .
C14 C 0.7879(2) 0.1642(2) 0.0459(2) 0.0248(6) Uani 1 1 d . . . . .
H14A H 0.836780 0.103116 -0.014841 0.030 Uiso 1 1 calc R U . . .
H14B H 0.736983 0.120734 0.074082 0.030 Uiso 1 1 calc R U . . .
C15 C 0.8613(2) 0.2583(2) 0.1483(2) 0.0226(5) Uani 1 1 d . . . . .
H15A H 0.917340 0.294323 0.117223 0.027 Uiso 1 1 calc R U . . .
H15B H 0.904199 0.216163 0.184921 0.027 Uiso 1 1 calc R U . . .
C16 C 0.7933(2) 0.3619(2) 0.2433(2) 0.0185(5) Uani 1 1 d . . . . .
C17 C 0.8777(2) 0.4615(2) 0.3271(2) 0.0235(5) Uani 1 1 d . . . . .
H17A H 0.930773 0.426605 0.362290 0.035 Uiso 1 1 calc R U . . .
H17B H 0.836113 0.528157 0.389481 0.035 Uiso 1 1 calc R U . . .
H17C H 0.920245 0.493384 0.283115 0.035 Uiso 1 1 calc R U . . .
C18 C 0.7276(2) 0.3165(2) 0.3172(2) 0.0213(5) Uani 1 1 d . . . . .
H18A H 0.781419 0.300886 0.367432 0.032 Uiso 1 1 calc R U . . .
H18B H 0.685924 0.240733 0.264596 0.032 Uiso 1 1 calc R U . . .
H18C H 0.673845 0.378993 0.366521 0.032 Uiso 1 1 calc R U . . .
C19 C 0.8445(2) 0.8272(2) 0.5767(2) 0.0192(5) Uani 1 1 d . . . . .
C20 C 0.9188(2) 0.7999(2) 0.4718(2) 0.0218(5) Uani 1 1 d . . . . .
H20A H 0.991337 0.844709 0.500133 0.033 Uiso 1 1 calc R U . . .
H20B H 0.879613 0.825611 0.419627 0.033 Uiso 1 1 calc R U . . .
H20C H 0.932968 0.711887 0.428347 0.033 Uiso 1 1 calc R U . . .
C21 C 0.8187(2) 0.9651(2) 0.6382(2) 0.0235(6) Uani 1 1 d . . . . .
H21A H 0.886066 1.010993 0.636944 0.035 Uiso 1 1 calc R U . . .
H21B H 0.798775 0.991850 0.719912 0.035 Uiso 1 1 calc R U . . .
H21C H 0.754986 0.980158 0.596753 0.035 Uiso 1 1 calc R U . . .
C22 C 0.9094(2) 0.7911(2) 0.6589(2) 0.0224(5) Uani 1 1 d . . . . .
H22A H 0.939149 0.707572 0.611799 0.027 Uiso 1 1 calc R U . . .
H22B H 0.975428 0.847498 0.695057 0.027 Uiso 1 1 calc R U . . .
C23 C 0.8382(2) 0.7934(2) 0.7564(2) 0.0250(6) Uani 1 1 d . . . . .
H23A H 0.814982 0.878218 0.809895 0.030 Uiso 1 1 calc R U . . .
H23B H 0.883359 0.763523 0.802865 0.030 Uiso 1 1 calc R U . . .
C24 C 0.7329(2) 0.7116(2) 0.7012(2) 0.0228(5) Uani 1 1 d . . . . .
H24A H 0.684010 0.717226 0.764697 0.027 Uiso 1 1 calc R U . . .
H24B H 0.757042 0.625590 0.655544 0.027 Uiso 1 1 calc R U . . .
C25 C 0.6634(2) 0.7460(2) 0.6199(2) 0.0184(5) Uani 1 1 d . . . . .
C26 C 0.5984(2) 0.8653(2) 0.6904(2) 0.0245(6) Uani 1 1 d . . . . .
H26A H 0.533740 0.849510 0.727860 0.037 Uiso 1 1 calc R U . . .
H26B H 0.570647 0.895706 0.637228 0.037 Uiso 1 1 calc R U . . .
H26C H 0.649367 0.926740 0.751063 0.037 Uiso 1 1 calc R U . . .
C27 C 0.5750(2) 0.6443(2) 0.5529(2) 0.0219(5) Uani 1 1 d . . . . .
H27A H 0.534586 0.626644 0.608568 0.033 Uiso 1 1 calc R U . . .
H27B H 0.613095 0.570449 0.495950 0.033 Uiso 1 1 calc R U . . .
H27C H 0.520542 0.670708 0.511258 0.033 Uiso 1 1 calc R U . . .
C28 C 0.4056(2) 0.5704(2) 0.2873(2) 0.0211(5) Uani 1 1 d . . . . .
H28A H 0.437010 0.524681 0.326307 0.025 Uiso 1 1 calc R U . . .
H28B H 0.389459 0.512313 0.203142 0.025 Uiso 1 1 calc R U . . .
C29 C 0.2990(2) 0.6373(2) 0.3467(2) 0.0261(6) Uani 1 1 d . . . . .
H29A H 0.304035 0.667222 0.432680 0.031 Uiso 1 1 calc R U . . .
H29B H 0.230401 0.584288 0.313298 0.031 Uiso 1 1 calc R U . . .
C30 C 0.2980(2) 0.7435(2) 0.3184(3) 0.0283(6) Uani 1 1 d . . . . .
H30A H 0.268704 0.716646 0.237142 0.034 Uiso 1 1 calc R U . . .
H30B H 0.251295 0.811628 0.374317 0.034 Uiso 1 1 calc R U . . .
C31 C 0.4226(2) 0.7809(2) 0.3320(2) 0.0240(6) Uani 1 1 d . . . . .
H31A H 0.440960 0.814850 0.278919 0.029 Uiso 1 1 calc R U . . .
H31B H 0.441618 0.843227 0.414109 0.029 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
Al1 O2 1.7385(16) . ?
Al1 O1 1.7394(17) . ?
Al1 O3 1.7407(17) . ?
Al1 O4 1.9130(17) . ?
O1 N1 1.459(2) . ?
O2 N2 1.452(2) . ?
O3 N3 1.452(2) . ?
O4 C31 1.467(3) . ?
O4 C28 1.478(3) . ?
N1 C1 1.493(3) . ?
N1 C7 1.495(3) . ?
N2 C16 1.490(3) . ?
N2 C10 1.491(3) . ?
N3 C25 1.489(3) . ?
N3 C19 1.496(3) . ?
C1 C2 1.528(4) . ?
C1 C4 1.535(3) . ?
C1 C3 1.535(3) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.514(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.520(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.531(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C9 1.535(3) . ?
C7 C8 1.543(4) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C12 1.526(3) . ?
C10 C13 1.539(3) . ?
C10 C11 1.545(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.524(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.526(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.534(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.534(3) . ?
C16 C18 1.542(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C22 1.529(3) . ?
C19 C20 1.530(4) . ?
C19 C21 1.542(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.520(4) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.528(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.531(3) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C27 1.528(3) . ?
C25 C26 1.538(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.516(3) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.531(4) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.517(4) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Al1 O1 123.39(8) . . ?
O2 Al1 O3 118.72(8) . . ?
O1 Al1 O3 112.72(8) . . ?
O2 Al1 O4 95.39(8) . . ?
O1 Al1 O4 95.90(8) . . ?
O3 Al1 O4 101.76(8) . . ?
N1 O1 Al1 120.15(13) . . ?
N2 O2 Al1 127.97(13) . . ?
N3 O3 Al1 120.07(13) . . ?
C31 O4 C28 109.42(17) . . ?
C31 O4 Al1 122.71(14) . . ?
C28 O4 Al1 126.75(14) . . ?
O1 N1 C1 107.49(16) . . ?
O1 N1 C7 107.39(16) . . ?
C1 N1 C7 117.49(19) . . ?
O2 N2 C16 107.12(17) . . ?
O2 N2 C10 107.61(17) . . ?
C16 N2 C10 117.32(18) . . ?
O3 N3 C25 107.84(17) . . ?
O3 N3 C19 107.77(16) . . ?
C25 N3 C19 116.80(18) . . ?
N1 C1 C2 107.10(19) . . ?
N1 C1 C4 107.31(19) . . ?
C2 C1 C4 107.43(19) . . ?
N1 C1 C3 115.46(19) . . ?
C2 C1 C3 108.2(2) . . ?
C4 C1 C3 111.0(2) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 C1 113.9(2) . . ?
C5 C4 H4A 108.8 . . ?
C1 C4 H4A 108.8 . . ?
C5 C4 H4B 108.8 . . ?
C1 C4 H4B 108.8 . . ?
H4A C4 H4B 107.7 . . ?
C4 C5 C6 107.9(2) . . ?
C4 C5 H5A 110.1 . . ?
C6 C5 H5A 110.1 . . ?
C4 C5 H5B 110.1 . . ?
C6 C5 H5B 110.1 . . ?
H5A C5 H5B 108.4 . . ?
C5 C6 C7 113.3(2) . . ?
C5 C6 H6A 108.9 . . ?
C7 C6 H6A 108.9 . . ?
C5 C6 H6B 108.9 . . ?
C7 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
N1 C7 C6 107.91(19) . . ?
N1 C7 C9 106.18(19) . . ?
C6 C7 C9 107.5(2) . . ?
N1 C7 C8 115.2(2) . . ?
C6 C7 C8 111.1(2) . . ?
C9 C7 C8 108.6(2) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N2 C10 C12 107.12(19) . . ?
N2 C10 C13 106.99(19) . . ?
C12 C10 C13 107.4(2) . . ?
N2 C10 C11 115.2(2) . . ?
C12 C10 C11 108.9(2) . . ?
C13 C10 C11 110.86(19) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C10 113.1(2) . . ?
C14 C13 H13A 109.0 . . ?
C10 C13 H13A 109.0 . . ?
C14 C13 H13B 109.0 . . ?
C10 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
C13 C14 C15 108.7(2) . . ?
C13 C14 H14A 110.0 . . ?
C15 C14 H14A 110.0 . . ?
C13 C14 H14B 110.0 . . ?
C15 C14 H14B 110.0 . . ?
H14A C14 H14B 108.3 . . ?
C14 C15 C16 113.7(2) . . ?
C14 C15 H15A 108.8 . . ?
C16 C15 H15A 108.8 . . ?
C14 C15 H15B 108.8 . . ?
C16 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
N2 C16 C15 106.99(19) . . ?
N2 C16 C17 106.97(18) . . ?
C15 C16 C17 108.0(2) . . ?
N2 C16 C18 116.11(19) . . ?
C15 C16 C18 111.11(19) . . ?
C17 C16 C18 107.3(2) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N3 C19 C22 106.07(19) . . ?
N3 C19 C20 107.48(19) . . ?
C22 C19 C20 108.4(2) . . ?
N3 C19 C21 115.30(19) . . ?
C22 C19 C21 111.6(2) . . ?
C20 C19 C21 107.7(2) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 C19 113.9(2) . . ?
C23 C22 H22A 108.8 . . ?
C19 C22 H22A 108.8 . . ?
C23 C22 H22B 108.8 . . ?
C19 C22 H22B 108.8 . . ?
H22A C22 H22B 107.7 . . ?
C22 C23 C24 108.9(2) . . ?
C22 C23 H23A 109.9 . . ?
C24 C23 H23A 109.9 . . ?
C22 C23 H23B 109.9 . . ?
C24 C23 H23B 109.9 . . ?
H23A C23 H23B 108.3 . . ?
C23 C24 C25 113.0(2) . . ?
C23 C24 H24A 109.0 . . ?
C25 C24 H24A 109.0 . . ?
C23 C24 H24B 109.0 . . ?
C25 C24 H24B 109.0 . . ?
H24A C24 H24B 107.8 . . ?
N3 C25 C27 106.60(19) . . ?
N3 C25 C24 106.76(19) . . ?
C27 C25 C24 107.8(2) . . ?
N3 C25 C26 116.5(2) . . ?
C27 C25 C26 107.3(2) . . ?
C24 C25 C26 111.5(2) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O4 C28 C29 104.54(19) . . ?
O4 C28 H28A 110.8 . . ?
C29 C28 H28A 110.8 . . ?
O4 C28 H28B 110.8 . . ?
C29 C28 H28B 110.8 . . ?
H28A C28 H28B 108.9 . . ?
C28 C29 C30 102.1(2) . . ?
C28 C29 H29A 111.4 . . ?
C30 C29 H29A 111.4 . . ?
C28 C29 H29B 111.4 . . ?
C30 C29 H29B 111.4 . . ?
H29A C29 H29B 109.2 . . ?
C31 C30 C29 102.7(2) . . ?
C31 C30 H30A 111.2 . . ?
C29 C30 H30A 111.2 . . ?
C31 C30 H30B 111.2 . . ?
C29 C30 H30B 111.2 . . ?
H30A C30 H30B 109.1 . . ?
O4 C31 C30 105.24(19) . . ?
O4 C31 H31A 110.7 . . ?
C30 C31 H31A 110.7 . . ?
O4 C31 H31B 110.7 . . ?
C30 C31 H31B 110.7 . . ?
H31A C31 H31B 108.8 . . ?

_refine_diff_density_max         0.436
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.069

####################################################################### 
# 
# 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_Nava2306
_database_code_depnum_ccdc_archive 'CCDC 2347343'
loop_
_audit_author_name
_audit_author_address
'Martin-Louis Riu'
;University of California, Los Angeles
United States of America
;
_audit_update_record             
;
2024-04-10 deposited with the CCDC.	2025-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H62 Ga N3 O4'
_chemical_formula_weight         610.55

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga -1.2846 0.7763 '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                   11.7627(4)
_cell_length_b                   12.4302(5)
_cell_length_c                   12.9451(5)
_cell_angle_alpha                118.4250(10)
_cell_angle_beta                 91.2110(10)
_cell_angle_gamma                90.1390(10)
_cell_volume                     1664.01(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9858
_cell_measurement_theta_min      3.76
_cell_measurement_theta_max      72.29

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    .
_exptl_crystal_density_diffrn    1.219
_exptl_crystal_F_000             664
_exptl_transmission_factor_min   0.6763
_exptl_transmission_factor_max   0.7536
_exptl_crystal_size_max          0.429
_exptl_crystal_size_mid          0.296
_exptl_crystal_size_min          0.188
_exptl_absorpt_coefficient_mu    1.413
_shelx_estimated_absorpt_T_min   0.582
_shelx_estimated_absorpt_T_max   0.777
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6763
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_process_details   'SADABS (Herbst-Irmer et al., 2015)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3
_diffrn_reflns_number            49209
_diffrn_reflns_av_unetI/netI     0.0219
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.759
_diffrn_reflns_theta_max         72.282
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measured_fraction_theta_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_point_group_measured_fraction_full 0.966
_reflns_number_total             6313
_reflns_number_gt                6003
_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 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0326P)²+1.2961P] 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         6313
_refine_ls_number_parameters     364
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0306
_refine_ls_wR_factor_ref         0.0800
_refine_ls_wR_factor_gt          0.0791
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.085
_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
Ga1 Ga 0.65069(2) 0.66461(2) 0.30746(2) 0.01535(7) Uani 1 1 d . . . . .
O1 O 0.66754(10) 0.71319(10) 0.19675(10) 0.0193(2) Uani 1 1 d . . . . .
O2 O 0.65004(9) 0.50632(10) 0.27794(10) 0.0180(2) Uani 1 1 d . . . . .
O3 O 0.67762(10) 0.78586(10) 0.45688(10) 0.0184(2) Uani 1 1 d . . . . .
O4 O 0.47642(9) 0.66860(10) 0.30032(10) 0.0192(2) Uani 1 1 d . . . . .
N1 N 0.77018(11) 0.78738(12) 0.21352(12) 0.0175(3) Uani 1 1 d . . . . .
N2 N 0.72022(11) 0.41637(12) 0.18575(12) 0.0168(3) Uani 1 1 d . . . . .
N3 N 0.74228(11) 0.74702(12) 0.53052(12) 0.0162(3) Uani 1 1 d . . . . .
C1 C 0.73265(14) 0.90920(15) 0.22996(15) 0.0187(3) Uani 1 1 d . . . . .
C2 C 0.67811(15) 0.97557(16) 0.35057(15) 0.0221(3) Uani 1 1 d . . . . .
H2A H 0.663874 1.060737 0.370110 0.033 Uiso 1 1 calc R U . . .
H2B H 0.729540 0.973581 0.410165 0.033 Uiso 1 1 calc R U . . .
H2C H 0.606020 0.934837 0.348549 0.033 Uiso 1 1 calc R U . . .
C3 C 0.64609(15) 0.90519(16) 0.13754(16) 0.0242(4) Uani 1 1 d . . . . .
H3A H 0.684217 0.880223 0.063092 0.036 Uiso 1 1 calc R U . . .
H3B H 0.613668 0.986527 0.164673 0.036 Uiso 1 1 calc R U . . .
H3C H 0.585178 0.846264 0.125911 0.036 Uiso 1 1 calc R U . . .
C4 C 0.83988(15) 0.98225(15) 0.23481(15) 0.0217(3) Uani 1 1 d . . . . .
H4A H 0.816838 1.061146 0.239884 0.026 Uiso 1 1 calc R U . . .
H4B H 0.884658 1.000584 0.307070 0.026 Uiso 1 1 calc R U . . .
C5 C 0.91491(16) 0.91603(16) 0.12948(17) 0.0260(4) Uani 1 1 d . . . . .
H5A H 0.983883 0.965842 0.138482 0.031 Uiso 1 1 calc R U . . .
H5B H 0.873286 0.901910 0.056727 0.031 Uiso 1 1 calc R U . . .
C6 C 0.94783(15) 0.79457(16) 0.12237(16) 0.0254(4) Uani 1 1 d . . . . .
H6A H 0.994017 0.810675 0.193226 0.030 Uiso 1 1 calc R U . . .
H6B H 0.995786 0.749604 0.053122 0.030 Uiso 1 1 calc R U . . .
C7 C 0.84543(15) 0.71376(15) 0.11290(15) 0.0210(3) Uani 1 1 d . . . . .
C8 C 0.78719(17) 0.65939(16) -0.00990(15) 0.0272(4) Uani 1 1 d . . . . .
H8A H 0.781419 0.722767 -0.034246 0.041 Uiso 1 1 calc R U . . .
H8B H 0.710872 0.629345 -0.006919 0.041 Uiso 1 1 calc R U . . .
H8C H 0.832308 0.591516 -0.066509 0.041 Uiso 1 1 calc R U . . .
C9 C 0.88936(16) 0.60882(16) 0.13227(16) 0.0255(4) Uani 1 1 d . . . . .
H9A H 0.826149 0.553193 0.123038 0.038 Uiso 1 1 calc R U . . .
H9B H 0.922806 0.642000 0.211699 0.038 Uiso 1 1 calc R U . . .
H9C H 0.947282 0.564056 0.074491 0.038 Uiso 1 1 calc R U . . .
C10 C 0.64201(14) 0.33290(15) 0.08724(14) 0.0184(3) Uani 1 1 d . . . . .
C11 C 0.54407(14) 0.27605(16) 0.12314(15) 0.0217(3) Uani 1 1 d . . . . .
H11A H 0.479403 0.257877 0.068093 0.033 Uiso 1 1 calc R U . . .
H11B H 0.520808 0.333838 0.202714 0.033 Uiso 1 1 calc R U . . .
H11C H 0.569704 0.200284 0.121443 0.033 Uiso 1 1 calc R U . . .
C12 C 0.59174(15) 0.40814(16) 0.03228(15) 0.0219(3) Uani 1 1 d . . . . .
H12A H 0.653478 0.446794 0.011485 0.033 Uiso 1 1 calc R U . . .
H12B H 0.542627 0.471456 0.088810 0.033 Uiso 1 1 calc R U . . .
H12C H 0.546970 0.354286 -0.038597 0.033 Uiso 1 1 calc R U . . .
C13 C 0.71557(15) 0.23294(15) -0.00552(15) 0.0228(4) Uani 1 1 d . . . . .
H13A H 0.665465 0.173126 -0.069751 0.027 Uiso 1 1 calc R U . . .
H13B H 0.766501 0.270733 -0.039528 0.027 Uiso 1 1 calc R U . . .
C14 C 0.78723(16) 0.16569(16) 0.04424(16) 0.0244(4) Uani 1 1 d . . . . .
H14A H 0.836119 0.105661 -0.017508 0.029 Uiso 1 1 calc R U . . .
H14B H 0.737186 0.120897 0.071800 0.029 Uiso 1 1 calc R U . . .
C15 C 0.86067(14) 0.25855(16) 0.14626(15) 0.0219(4) Uani 1 1 d . . . . .
H15A H 0.915720 0.296113 0.115628 0.026 Uiso 1 1 calc R U . . .
H15B H 0.904615 0.215173 0.180857 0.026 Uiso 1 1 calc R U . . .
C16 C 0.79281(14) 0.36045(15) 0.24334(15) 0.0180(3) Uani 1 1 d . . . . .
C17 C 0.72958(15) 0.31227(16) 0.31616(15) 0.0213(3) Uani 1 1 d . . . . .
H17A H 0.687084 0.237462 0.263289 0.032 Uiso 1 1 calc R U . . .
H17B H 0.676689 0.374367 0.368057 0.032 Uiso 1 1 calc R U . . .
H17C H 0.784668 0.294297 0.363538 0.032 Uiso 1 1 calc R U . . .
C18 C 0.87647(14) 0.46015(16) 0.32648(15) 0.0226(4) Uani 1 1 d . . . . .
H18A H 0.917875 0.493172 0.282632 0.034 Uiso 1 1 calc R U . . .
H18B H 0.930518 0.425178 0.360588 0.034 Uiso 1 1 calc R U . . .
H18C H 0.834578 0.525941 0.389453 0.034 Uiso 1 1 calc R U . . .
C19 C 0.66391(14) 0.74772(15) 0.61967(14) 0.0183(3) Uani 1 1 d . . . . .
C20 C 0.60197(15) 0.86845(16) 0.69428(16) 0.0244(4) Uani 1 1 d . . . . .
H20A H 0.575037 0.902332 0.643719 0.037 Uiso 1 1 calc R U . . .
H20B H 0.654477 0.926962 0.754914 0.037 Uiso 1 1 calc R U . . .
H20C H 0.536973 0.852898 0.731684 0.037 Uiso 1 1 calc R U . . .
C21 C 0.57301(14) 0.64889(16) 0.55269(15) 0.0217(3) Uani 1 1 d . . . . .
H21A H 0.518695 0.678562 0.513883 0.033 Uiso 1 1 calc R U . . .
H21B H 0.532871 0.630007 0.607810 0.033 Uiso 1 1 calc R U . . .
H21C H 0.609275 0.574862 0.493491 0.033 Uiso 1 1 calc R U . . .
C22 C 0.73406(14) 0.70883(16) 0.69753(15) 0.0211(3) Uani 1 1 d . . . . .
H22A H 0.685894 0.713535 0.761310 0.025 Uiso 1 1 calc R U . . .
H22B H 0.756754 0.622584 0.649780 0.025 Uiso 1 1 calc R U . . .
C23 C 0.84031(15) 0.78782(17) 0.75158(16) 0.0244(4) Uani 1 1 d . . . . .
H23A H 0.885186 0.755800 0.796326 0.029 Uiso 1 1 calc R U . . .
H23B H 0.818563 0.872800 0.806379 0.029 Uiso 1 1 calc R U . . .
C24 C 0.91126(14) 0.78598(16) 0.65372(16) 0.0217(4) Uani 1 1 d . . . . .
H24A H 0.938671 0.701858 0.604302 0.026 Uiso 1 1 calc R U . . .
H24B H 0.978715 0.840045 0.689150 0.026 Uiso 1 1 calc R U . . .
C25 C 0.84591(14) 0.82750(15) 0.57523(15) 0.0182(3) Uani 1 1 d . . . . .
C26 C 0.82371(15) 0.96588(15) 0.63971(16) 0.0231(4) Uani 1 1 d . . . . .
H26A H 0.892133 1.010305 0.638408 0.035 Uiso 1 1 calc R U . . .
H26B H 0.804451 0.991158 0.721318 0.035 Uiso 1 1 calc R U . . .
H26C H 0.760397 0.984287 0.600479 0.035 Uiso 1 1 calc R U . . .
C27 C 0.91879(14) 0.80023(16) 0.46929(15) 0.0222(4) Uani 1 1 d . . . . .
H27A H 0.932525 0.712134 0.425409 0.033 Uiso 1 1 calc R U . . .
H27B H 0.991616 0.844441 0.496433 0.033 Uiso 1 1 calc R U . . .
H27C H 0.878938 0.826632 0.418141 0.033 Uiso 1 1 calc R U . . .
C28 C 0.39866(14) 0.57189(15) 0.29109(16) 0.0220(4) Uani 1 1 d . . . . .
H28A H 0.431228 0.528578 0.331959 0.026 Uiso 1 1 calc R U . . .
H28B H 0.382590 0.511791 0.207803 0.026 Uiso 1 1 calc R U . . .
C29 C 0.29222(16) 0.63834(17) 0.34964(18) 0.0281(4) Uani 1 1 d . . . . .
H29A H 0.297529 0.670229 0.435763 0.034 Uiso 1 1 calc R U . . .
H29B H 0.224123 0.584522 0.317742 0.034 Uiso 1 1 calc R U . . .
C30 C 0.28937(16) 0.74177(19) 0.3185(2) 0.0342(5) Uani 1 1 d . . . . .
H30A H 0.259383 0.712882 0.237408 0.041 Uiso 1 1 calc R U . . .
H30B H 0.242315 0.810083 0.373793 0.041 Uiso 1 1 calc R U . . .
C31 C 0.41323(15) 0.77992(16) 0.32991(18) 0.0259(4) Uani 1 1 d . . . . .
H31A H 0.430454 0.812024 0.275053 0.031 Uiso 1 1 calc R U . . .
H31B H 0.432412 0.843785 0.411076 0.031 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 1.8147(11) . ?
Ga1 O2 1.8169(11) . ?
Ga1 O3 1.8193(11) . ?
Ga1 O4 2.0518(11) . ?
O1 N1 1.4657(17) . ?
O2 N2 1.4601(16) . ?
O3 N3 1.4592(16) . ?
O4 C31 1.458(2) . ?
O4 C28 1.4660(19) . ?
N1 C1 1.495(2) . ?
N1 C7 1.495(2) . ?
N2 C10 1.495(2) . ?
N2 C16 1.496(2) . ?
N3 C19 1.489(2) . ?
N3 C25 1.495(2) . ?
C1 C2 1.532(2) . ?
C1 C4 1.535(2) . ?
C1 C3 1.537(2) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.517(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.520(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.532(2) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C9 1.530(2) . ?
C7 C8 1.543(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C12 1.533(2) . ?
C10 C13 1.537(2) . ?
C10 C11 1.541(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.522(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.523(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.534(2) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C18 1.530(2) . ?
C16 C17 1.538(2) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C21 1.531(2) . ?
C19 C22 1.537(2) . ?
C19 C20 1.540(2) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.523(2) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.523(2) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.536(2) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C27 1.529(2) . ?
C25 C26 1.539(2) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.508(2) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.520(3) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.513(3) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ga1 O2 124.60(5) . . ?
O1 Ga1 O3 113.70(5) . . ?
O2 Ga1 O3 119.28(5) . . ?
O1 Ga1 O4 93.73(5) . . ?
O2 Ga1 O4 92.31(5) . . ?
O3 Ga1 O4 99.89(5) . . ?
N1 O1 Ga1 114.08(9) . . ?
N2 O2 Ga1 120.32(9) . . ?
N3 O3 Ga1 113.96(8) . . ?
C31 O4 C28 109.83(12) . . ?
C31 O4 Ga1 123.03(10) . . ?
C28 O4 Ga1 125.89(9) . . ?
O1 N1 C1 107.33(11) . . ?
O1 N1 C7 106.93(12) . . ?
C1 N1 C7 117.81(13) . . ?
O2 N2 C10 107.41(11) . . ?
O2 N2 C16 106.13(11) . . ?
C10 N2 C16 117.45(12) . . ?
O3 N3 C19 107.55(11) . . ?
O3 N3 C25 107.08(11) . . ?
C19 N3 C25 117.13(12) . . ?
N1 C1 C2 107.18(13) . . ?
N1 C1 C4 107.39(13) . . ?
C2 C1 C4 107.40(14) . . ?
N1 C1 C3 115.36(14) . . ?
C2 C1 C3 108.05(14) . . ?
C4 C1 C3 111.12(14) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 C1 113.53(14) . . ?
C5 C4 H4A 108.9 . . ?
C1 C4 H4A 108.9 . . ?
C5 C4 H4B 108.9 . . ?
C1 C4 H4B 108.9 . . ?
H4A C4 H4B 107.7 . . ?
C4 C5 C6 107.96(14) . . ?
C4 C5 H5A 110.1 . . ?
C6 C5 H5A 110.1 . . ?
C4 C5 H5B 110.1 . . ?
C6 C5 H5B 110.1 . . ?
H5A C5 H5B 108.4 . . ?
C5 C6 C7 113.40(15) . . ?
C5 C6 H6A 108.9 . . ?
C7 C6 H6A 108.9 . . ?
C5 C6 H6B 108.9 . . ?
C7 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
N1 C7 C9 106.21(13) . . ?
N1 C7 C6 107.66(13) . . ?
C9 C7 C6 107.54(15) . . ?
N1 C7 C8 115.19(14) . . ?
C9 C7 C8 108.72(14) . . ?
C6 C7 C8 111.17(14) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N2 C10 C12 106.95(13) . . ?
N2 C10 C13 107.12(13) . . ?
C12 C10 C13 107.57(14) . . ?
N2 C10 C11 115.03(13) . . ?
C12 C10 C11 108.94(14) . . ?
C13 C10 C11 110.92(14) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C10 112.93(14) . . ?
C14 C13 H13A 109.0 . . ?
C10 C13 H13A 109.0 . . ?
C14 C13 H13B 109.0 . . ?
C10 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
C13 C14 C15 108.87(14) . . ?
C13 C14 H14A 109.9 . . ?
C15 C14 H14A 109.9 . . ?
C13 C14 H14B 109.9 . . ?
C15 C14 H14B 109.9 . . ?
H14A C14 H14B 108.3 . . ?
C14 C15 C16 113.85(14) . . ?
C14 C15 H15A 108.8 . . ?
C16 C15 H15A 108.8 . . ?
C14 C15 H15B 108.8 . . ?
C16 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
N2 C16 C18 106.80(13) . . ?
N2 C16 C15 107.06(13) . . ?
C18 C16 C15 108.32(14) . . ?
N2 C16 C17 115.85(13) . . ?
C18 C16 C17 107.50(14) . . ?
C15 C16 C17 111.03(13) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N3 C19 C21 106.80(13) . . ?
N3 C19 C22 106.72(13) . . ?
C21 C19 C22 108.17(14) . . ?
N3 C19 C20 116.15(14) . . ?
C21 C19 C20 107.46(14) . . ?
C22 C19 C20 111.22(14) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 C19 112.96(14) . . ?
C23 C22 H22A 109.0 . . ?
C19 C22 H22A 109.0 . . ?
C23 C22 H22B 109.0 . . ?
C19 C22 H22B 109.0 . . ?
H22A C22 H22B 107.8 . . ?
C22 C23 C24 108.95(14) . . ?
C22 C23 H23A 109.9 . . ?
C24 C23 H23A 109.9 . . ?
C22 C23 H23B 109.9 . . ?
C24 C23 H23B 109.9 . . ?
H23A C23 H23B 108.3 . . ?
C23 C24 C25 113.44(14) . . ?
C23 C24 H24A 108.9 . . ?
C25 C24 H24A 108.9 . . ?
C23 C24 H24B 108.9 . . ?
C25 C24 H24B 108.9 . . ?
H24A C24 H24B 107.7 . . ?
N3 C25 C27 107.36(13) . . ?
N3 C25 C24 105.96(13) . . ?
C27 C25 C24 108.03(14) . . ?
N3 C25 C26 115.53(13) . . ?
C27 C25 C26 107.83(14) . . ?
C24 C25 C26 111.83(14) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O4 C28 C29 104.46(13) . . ?
O4 C28 H28A 110.9 . . ?
C29 C28 H28A 110.9 . . ?
O4 C28 H28B 110.9 . . ?
C29 C28 H28B 110.9 . . ?
H28A C28 H28B 108.9 . . ?
C28 C29 C30 102.27(15) . . ?
C28 C29 H29A 111.3 . . ?
C30 C29 H29A 111.3 . . ?
C28 C29 H29B 111.3 . . ?
C30 C29 H29B 111.3 . . ?
H29A C29 H29B 109.2 . . ?
C31 C30 C29 102.80(15) . . ?
C31 C30 H30A 111.2 . . ?
C29 C30 H30A 111.2 . . ?
C31 C30 H30B 111.2 . . ?
C29 C30 H30B 111.2 . . ?
H30A C30 H30B 109.1 . . ?
O4 C31 C30 104.90(14) . . ?
O4 C31 H31A 110.8 . . ?
C30 C31 H31A 110.8 . . ?
O4 C31 H31B 110.8 . . ?
C30 C31 H31B 110.8 . . ?
H31A C31 H31B 108.8 . . ?

_refine_diff_density_max         0.284
_refine_diff_density_min         -0.718
_refine_diff_density_rms         0.054

####################################################################### 
# 
# 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_nava2402
_database_code_depnum_ccdc_archive 'CCDC 2347346'
loop_
_audit_author_name
_audit_author_address
'Martin-Louis Riu'
;University of California, Los Angeles
United States of America
;
_audit_update_record             
;
2024-04-10 deposited with the CCDC.	2025-01-16 downloaded from the CCDC.
;
_audit_creation_method           
;FinalCif V132 by Daniel Kratzert, Freiburg 2024, 
https://dkratzert.de/finalcif.html
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C9 H18 In N O'
_chemical_formula_moiety         ?
_chemical_formula_weight         271.06
_chemical_melting_point          ?
_space_group_crystal_system      orthorhombic
_space_group_IT_number           64
_space_group_name_H-M_alt        'C m c a'
_space_group_name_Hall           '-C 2bc 2'
_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+1/2, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x, y-1/2, -z-1/2'
'x, -y-1/2, z-1/2'
'-x, y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, y, -z-1/2'
'x+1/2, -y, z-1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   12.4969(10)
_cell_length_b                   9.4605(5)
_cell_length_c                   18.0744(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2136.9(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5048
_cell_measurement_theta_min      2.93
_cell_measurement_theta_max      27.28
_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_recrystallization_method ?
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    .
_exptl_crystal_density_diffrn    1.685
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.374
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.198
_exptl_absorpt_coefficient_mu    2.170
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6124
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   
;SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction: 
Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., J. Appl. Cryst. 48 
(2015) 3-10
;
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           ?
_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'mirror optics'
_olex2_diffrn_ambient_temperature_device 'Oxford Cryostream 800'
_diffrn_measurement_ambient_temperature_device_make ?
_diffrn_radiation_probe          ?
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_source_current           1.4
_diffrn_detector                 HPAD
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_detector_area_resol_mean 7.41
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Cu'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_reflns_number            17176
_diffrn_reflns_av_unetI/netI     0.0301
_diffrn_reflns_av_R_equivalents  0.0797
_diffrn_reflns_theta_min         2.254
_diffrn_reflns_theta_max         27.526
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             1291
_reflns_number_gt                1083
_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 BIS V6.2.16/2021-10-22 and APEX5 2023.9-2'
_computing_cell_refinement       'SAINT V8.40B'
_computing_data_reduction        'SAINT V8.40B'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0141P)²+2.5073P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         1291
_refine_ls_number_parameters     63
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0283
_refine_ls_R_factor_gt           0.0203
_refine_ls_wR_factor_ref         0.0443
_refine_ls_wR_factor_gt          0.0425
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.357
_refine_diff_density_min         -0.422
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .

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'
In In -0.7276 1.3100 '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'

_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_
_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
In1 In 0.500000 0.62557(2) 0.57609(2) 0.02115(8) Uani 1 2 d S T P . .
O1 O 0.500000 0.40027(19) 0.54956(11) 0.0177(4) Uani 1 2 d S T P . .
N1 N 0.500000 0.3231(2) 0.61947(12) 0.0141(5) Uani 1 2 d S T P . .
C1 C 0.39773(17) 0.2446(2) 0.62643(12) 0.0178(4) Uani 1 1 d . . . . .
C2 C 0.30904(18) 0.3554(2) 0.63152(14) 0.0272(5) Uani 1 1 d . . . . .
H2A H 0.300956 0.402473 0.583558 0.041 Uiso 1 1 calc R U . . .
H2B H 0.327690 0.425445 0.669309 0.041 Uiso 1 1 calc R U . . .
H2C H 0.241585 0.309192 0.644964 0.041 Uiso 1 1 calc R U . . .
C3 C 0.3706(2) 0.1431(2) 0.56321(12) 0.0275(5) Uani 1 1 d . . . . .
H3A H 0.381970 0.190717 0.515706 0.041 Uiso 1 1 calc R U . . .
H3B H 0.295524 0.113988 0.567225 0.041 Uiso 1 1 calc R U . . .
H3C H 0.416781 0.059626 0.566225 0.041 Uiso 1 1 calc R U . . .
C4 C 0.40147(18) 0.1646(2) 0.70038(12) 0.0206(4) Uani 1 1 d . . . . .
H4A H 0.400018 0.233755 0.741456 0.025 Uiso 1 1 calc R U . . .
H4B H 0.336851 0.104573 0.704661 0.025 Uiso 1 1 calc R U . . .
C5 C 0.500000 0.0724(3) 0.70819(16) 0.0225(7) Uani 1 2 d S T P . .
H5A H 0.500002 0.025453 0.757150 0.027 Uiso 1 2 calc R U P . .
H5B H 0.499998 -0.001659 0.669475 0.027 Uiso 1 2 calc R U P . .


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
In1 O1 2.1847(19) . ?
In1 O1 2.284(2) 9_666 ?
O1 N1 1.459(3) . ?
N1 C1 1.483(2) 12_655 ?
N1 C1 1.483(2) . ?
C1 C2 1.528(3) . ?
C1 C3 1.531(3) . ?
C1 C4 1.537(3) . ?
C4 C5 1.515(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 In1 O1 71.18(8) . 9_666 ?
N1 O1 In1 107.34(14) . . ?
N1 O1 In1 143.84(15) . 9_666 ?
In1 O1 In1 108.83(8) . 9_666 ?
O1 N1 C1 108.89(13) . 12_655 ?
O1 N1 C1 108.90(13) . . ?
C1 N1 C1 119.0(2) 12_655 . ?
N1 C1 C2 106.68(17) . . ?
N1 C1 C3 116.22(19) . . ?
C2 C1 C3 108.31(19) . . ?
N1 C1 C4 107.11(18) . . ?
C2 C1 C4 107.91(18) . . ?
C3 C1 C4 110.28(17) . . ?
C5 C4 C1 112.91(19) . . ?
C4 C5 C4 108.7(2) 12_655 . ?

####################################################################### 
# 
# 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_nava2401
_database_code_depnum_ccdc_archive 'CCDC 2347345'
loop_
_audit_author_name
_audit_author_address
'Martin-Louis Riu'
;University of California, Los Angeles
United States of America
;
_audit_update_record             
;
2024-04-10 deposited with the CCDC.	2025-01-16 downloaded from the CCDC.
;
_audit_creation_method           
;FinalCif V132 by Daniel Kratzert, Freiburg 2024, 
https://dkratzert.de/finalcif.html
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C27 H56 Ga N3 O3'
_chemical_formula_moiety         ?
_chemical_formula_weight         540.46
_chemical_melting_point          ?
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   12.0657(5)
_cell_length_b                   12.8632(5)
_cell_length_c                   19.2485(9)
_cell_angle_alpha                90
_cell_angle_beta                 94.979(2)
_cell_angle_gamma                90
_cell_volume                     2976.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5691
_cell_measurement_theta_min      2.489
_cell_measurement_theta_max      28.914
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_recrystallization_method ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.206
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.265
_exptl_crystal_size_mid          0.176
_exptl_crystal_size_min          0.129
_exptl_absorpt_coefficient_mu    0.954
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6889
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_process_details   
;SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction: 
Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., J. Appl. Cryst. 48 
(2015) 3-10
;
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   0.786
_shelx_estimated_absorpt_T_max   0.887
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           ?
_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'mirror optics'
_olex2_diffrn_ambient_temperature_device 'Oxford Cryostream 800'
_diffrn_measurement_ambient_temperature_device_make ?
_diffrn_radiation_probe          ?
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_source_current           1.4
_diffrn_detector                 HPAD
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_detector_area_resol_mean 7.41
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Cu'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_reflns_number            50196
_diffrn_reflns_av_unetI/netI     0.0604
_diffrn_reflns_av_R_equivalents  0.0924
_diffrn_reflns_theta_min         1.906
_diffrn_reflns_theta_max         29.589
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8369
_reflns_number_gt                6738
_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 BIS V6.2.16/2021-10-22 and APEX5 2023.9-2'
_computing_cell_refinement       'SAINT V8.40B'
_computing_data_reduction        'SAINT V8.40B'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0206P)²+1.7849P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         8369
_refine_ls_number_parameters     326
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0422
_refine_ls_wR_factor_ref         0.0918
_refine_ls_wR_factor_gt          0.0831
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.426
_refine_diff_density_min         -0.399
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .

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

_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_
_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
O1 O 0.29723(11) 0.84338(10) 0.24290(7) 0.0157(3) Uani 1 1 d . . . . .
N1 N 0.32231(13) 0.78091(12) 0.18655(9) 0.0130(3) Uani 1 1 d . . . . .
C1 C 0.23661(15) 0.69248(14) 0.17477(10) 0.0155(4) Uani 1 1 d . . . . .
O2 O 0.31666(10) 0.76377(10) 0.39084(7) 0.0141(3) Uani 1 1 d . . . . .
N2 N 0.26923(12) 0.83831(12) 0.43673(8) 0.0131(3) Uani 1 1 d . . . . .
C2 C 0.25048(16) 0.62400(15) 0.23988(10) 0.0172(4) Uani 1 1 d . . . . .
H2A H 0.201512 0.563347 0.233452 0.026 Uiso 1 1 calc R U . . .
H2B H 0.230862 0.663955 0.280394 0.026 Uiso 1 1 calc R U . . .
H2C H 0.327946 0.600817 0.247510 0.026 Uiso 1 1 calc R U . . .
H2 H 0.391(2) 0.7478(18) 0.1978(13) 0.026 Uiso 1 1 d . U . . .
O3 O 0.49080(10) 0.73945(10) 0.28852(7) 0.0154(3) Uani 1 1 d . . . . .
N3 N 0.59065(12) 0.71352(12) 0.33371(9) 0.0134(3) Uani 1 1 d . . . . .
C3 C 0.11860(16) 0.73535(17) 0.16598(11) 0.0209(4) Uani 1 1 d . . . . .
H3A H 0.102835 0.761798 0.118406 0.031 Uiso 1 1 calc R U . . .
H3B H 0.111229 0.791942 0.199356 0.031 Uiso 1 1 calc R U . . .
H3C H 0.065767 0.679893 0.174533 0.031 Uiso 1 1 calc R U . . .
C4 C 0.26864(17) 0.63053(15) 0.11149(11) 0.0187(4) Uani 1 1 d . . . . .
H4A H 0.340150 0.594670 0.124129 0.022 Uiso 1 1 calc R U . . .
H4B H 0.211458 0.576535 0.100124 0.022 Uiso 1 1 calc R U . . .
C5 C 0.28010(17) 0.69645(15) 0.04690(11) 0.0201(4) Uani 1 1 d . . . . .
H5A H 0.301583 0.651940 0.008307 0.024 Uiso 1 1 calc R U . . .
H5B H 0.208010 0.729819 0.031953 0.024 Uiso 1 1 calc R U . . .
C6 C 0.36837(16) 0.77924(15) 0.06359(11) 0.0190(4) Uani 1 1 d . . . . .
H6A H 0.374880 0.822200 0.021462 0.023 Uiso 1 1 calc R U . . .
H6B H 0.440915 0.744618 0.075126 0.023 Uiso 1 1 calc R U . . .
C7 C 0.34430(16) 0.85061(14) 0.12404(10) 0.0153(4) Uani 1 1 d . . . . .
C8 C 0.44682(17) 0.91525(16) 0.14687(12) 0.0225(4) Uani 1 1 d . . . . .
H8A H 0.469624 0.954778 0.106986 0.034 Uiso 1 1 calc R U . . .
H8B H 0.507525 0.869129 0.164511 0.034 Uiso 1 1 calc R U . . .
H8C H 0.429285 0.963417 0.183813 0.034 Uiso 1 1 calc R U . . .
C9 C 0.24609(17) 0.92342(15) 0.10542(11) 0.0212(4) Uani 1 1 d . . . . .
H9A H 0.270012 0.980805 0.076749 0.032 Uiso 1 1 calc R U . . .
H9B H 0.219219 0.951314 0.148268 0.032 Uiso 1 1 calc R U . . .
H9C H 0.186059 0.884836 0.079307 0.032 Uiso 1 1 calc R U . . .
C10 C 0.14648(15) 0.82279(14) 0.42976(10) 0.0143(4) Uani 1 1 d . . . . .
C11 C 0.10734(16) 0.71040(15) 0.44110(12) 0.0192(4) Uani 1 1 d . . . . .
H11A H 0.029165 0.703416 0.423158 0.029 Uiso 1 1 calc R U . . .
H11B H 0.115106 0.694231 0.491036 0.029 Uiso 1 1 calc R U . . .
H11C H 0.152866 0.662147 0.416300 0.029 Uiso 1 1 calc R U . . .
C12 C 0.10494(16) 0.85471(15) 0.35547(11) 0.0173(4) Uani 1 1 d . . . . .
H12A H 0.123949 0.800479 0.322776 0.026 Uiso 1 1 calc R U . . .
H12B H 0.140234 0.920259 0.343705 0.026 Uiso 1 1 calc R U . . .
H12C H 0.024023 0.863834 0.352352 0.026 Uiso 1 1 calc R U . . .
C13 C 0.09718(16) 0.89846(15) 0.48049(11) 0.0181(4) Uani 1 1 d . . . . .
H13A H 0.106587 0.970402 0.463707 0.022 Uiso 1 1 calc R U . . .
H13B H 0.016394 0.884944 0.480405 0.022 Uiso 1 1 calc R U . . .
C14 C 0.15034(18) 0.88996(17) 0.55492(11) 0.0226(4) Uani 1 1 d . . . . .
H14A H 0.133838 0.821012 0.574412 0.027 Uiso 1 1 calc R U . . .
H14B H 0.119327 0.943960 0.584347 0.027 Uiso 1 1 calc R U . . .
C15 C 0.27599(17) 0.90421(16) 0.55511(11) 0.0203(4) Uani 1 1 d . . . . .
H15A H 0.310591 0.895835 0.603328 0.024 Uiso 1 1 calc R U . . .
H15B H 0.291728 0.975708 0.539665 0.024 Uiso 1 1 calc R U . . .
C16 C 0.32861(16) 0.82634(15) 0.50745(10) 0.0161(4) Uani 1 1 d . . . . .
C17 C 0.33092(17) 0.71573(15) 0.53812(11) 0.0203(4) Uani 1 1 d . . . . .
H17A H 0.345930 0.665547 0.501791 0.030 Uiso 1 1 calc R U . . .
H17B H 0.258797 0.700112 0.555516 0.030 Uiso 1 1 calc R U . . .
H17C H 0.389517 0.711126 0.576576 0.030 Uiso 1 1 calc R U . . .
C18 C 0.44942(16) 0.86045(16) 0.50105(11) 0.0207(4) Uani 1 1 d . . . . .
H18A H 0.488249 0.806655 0.476484 0.031 Uiso 1 1 calc R U . . .
H18B H 0.487169 0.870676 0.547710 0.031 Uiso 1 1 calc R U . . .
H18C H 0.449856 0.925779 0.474874 0.031 Uiso 1 1 calc R U . . .
C19 C 0.59009(16) 0.59881(15) 0.34575(12) 0.0200(4) Uani 1 1 d . . . . .
C20 C 0.49573(17) 0.57665(16) 0.39179(14) 0.0287(5) Uani 1 1 d . . . . .
H20A H 0.424154 0.591659 0.365679 0.043 Uiso 1 1 calc R U . . .
H20B H 0.504496 0.620711 0.433439 0.043 Uiso 1 1 calc R U . . .
H20C H 0.498062 0.503364 0.405765 0.043 Uiso 1 1 calc R U . . .
C21 C 0.57358(18) 0.53188(18) 0.27984(15) 0.0333(6) Uani 1 1 d . . . . .
H21A H 0.511782 0.559770 0.248993 0.050 Uiso 1 1 calc R U . . .
H21B H 0.556668 0.460275 0.292736 0.050 Uiso 1 1 calc R U . . .
H21C H 0.641743 0.532764 0.255613 0.050 Uiso 1 1 calc R U . . .
C22 C 0.69945(17) 0.57050(16) 0.38861(13) 0.0262(5) Uani 1 1 d . . . . .
H22A H 0.699105 0.601480 0.435669 0.031 Uiso 1 1 calc R U . . .
H22B H 0.703346 0.494040 0.394188 0.031 Uiso 1 1 calc R U . . .
C23 C 0.80236(17) 0.60753(18) 0.35568(13) 0.0265(5) Uani 1 1 d . . . . .
H23A H 0.870000 0.590333 0.386364 0.032 Uiso 1 1 calc R U . . .
H23B H 0.807428 0.572702 0.310203 0.032 Uiso 1 1 calc R U . . .
C24 C 0.79369(16) 0.72437(17) 0.34547(12) 0.0228(4) Uani 1 1 d . . . . .
H24A H 0.859300 0.748741 0.322561 0.027 Uiso 1 1 calc R U . . .
H24B H 0.795714 0.758180 0.391771 0.027 Uiso 1 1 calc R U . . .
C25 C 0.68808(16) 0.75887(16) 0.30169(11) 0.0181(4) Uani 1 1 d . . . . .
C26 C 0.67849(17) 0.87686(16) 0.30885(12) 0.0237(5) Uani 1 1 d . . . . .
H26A H 0.747463 0.909672 0.296605 0.036 Uiso 1 1 calc R U . . .
H26B H 0.665882 0.894420 0.357075 0.036 Uiso 1 1 calc R U . . .
H26C H 0.615969 0.902088 0.277453 0.036 Uiso 1 1 calc R U . . .
C27 C 0.69667(19) 0.7313(2) 0.22465(12) 0.0313(5) Uani 1 1 d . . . . .
H27A H 0.622029 0.729722 0.200137 0.047 Uiso 1 1 calc R U . . .
H27B H 0.731647 0.662946 0.221434 0.047 Uiso 1 1 calc R U . . .
H27C H 0.741814 0.783787 0.203257 0.047 Uiso 1 1 calc R U . . .
Ga1 Ga 0.39603(2) 0.83294(2) 0.32771(2) 0.01194(6) Uani 1 1 d . . . . .
H1 H 0.4359(19) 0.9394(18) 0.3443(13) 0.028(6) Uiso 1 1 d . . . . .


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
O1 N1 1.4038(19) . ?
O1 Ga1 1.9407(14) . ?
N1 C1 1.541(2) . ?
N1 C7 1.542(2) . ?
C1 C3 1.523(3) . ?
C1 C2 1.529(3) . ?
C1 C4 1.533(3) . ?
O2 N2 1.4542(19) . ?
O2 Ga1 1.8404(13) . ?
N2 C10 1.489(2) . ?
N2 C16 1.490(3) . ?
O3 N3 1.462(2) . ?
O3 Ga1 1.8634(13) . ?
N3 C25 1.492(2) . ?
N3 C19 1.494(2) . ?
C4 C5 1.521(3) . ?
C5 C6 1.521(3) . ?
C6 C7 1.530(3) . ?
C7 C8 1.523(3) . ?
C7 C9 1.528(3) . ?
C10 C12 1.530(3) . ?
C10 C13 1.535(3) . ?
C10 C11 1.542(3) . ?
C13 C14 1.522(3) . ?
C14 C15 1.527(3) . ?
C15 C16 1.533(3) . ?
C16 C18 1.537(3) . ?
C16 C17 1.540(3) . ?
C19 C20 1.529(3) . ?
C19 C21 1.532(3) . ?
C19 C22 1.538(3) . ?
C22 C23 1.519(3) . ?
C23 C24 1.518(3) . ?
C24 C25 1.531(3) . ?
C25 C26 1.529(3) . ?
C25 C27 1.537(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 O1 Ga1 116.90(10) . . ?
O1 N1 C1 110.45(13) . . ?
O1 N1 C7 109.47(13) . . ?
C1 N1 C7 118.24(15) . . ?
C3 C1 C2 109.54(16) . . ?
C3 C1 C4 113.44(17) . . ?
C2 C1 C4 109.55(16) . . ?
C3 C1 N1 110.99(15) . . ?
C2 C1 N1 106.29(15) . . ?
C4 C1 N1 106.76(15) . . ?
N2 O2 Ga1 109.70(9) . . ?
O2 N2 C10 107.32(13) . . ?
O2 N2 C16 107.66(13) . . ?
C10 N2 C16 117.65(15) . . ?
N3 O3 Ga1 114.17(10) . . ?
O3 N3 C25 107.65(14) . . ?
O3 N3 C19 107.64(13) . . ?
C25 N3 C19 117.68(15) . . ?
C5 C4 C1 114.01(16) . . ?
C6 C5 C4 109.23(17) . . ?
C5 C6 C7 113.91(16) . . ?
C8 C7 C9 109.08(16) . . ?
C8 C7 C6 110.12(16) . . ?
C9 C7 C6 112.58(17) . . ?
C8 C7 N1 106.42(16) . . ?
C9 C7 N1 110.91(15) . . ?
C6 C7 N1 107.55(15) . . ?
N2 C10 C12 106.91(15) . . ?
N2 C10 C13 107.16(15) . . ?
C12 C10 C13 108.11(15) . . ?
N2 C10 C11 115.30(15) . . ?
C12 C10 C11 107.72(16) . . ?
C13 C10 C11 111.35(15) . . ?
C14 C13 C10 113.48(16) . . ?
C13 C14 C15 109.33(16) . . ?
C14 C15 C16 112.52(17) . . ?
N2 C16 C15 106.73(15) . . ?
N2 C16 C18 106.34(15) . . ?
C15 C16 C18 107.84(16) . . ?
N2 C16 C17 115.92(16) . . ?
C15 C16 C17 111.66(16) . . ?
C18 C16 C17 107.98(16) . . ?
N3 C19 C20 106.73(15) . . ?
N3 C19 C21 115.38(19) . . ?
C20 C19 C21 108.99(18) . . ?
N3 C19 C22 107.57(16) . . ?
C20 C19 C22 106.99(19) . . ?
C21 C19 C22 110.79(17) . . ?
C23 C22 C19 113.35(19) . . ?
C24 C23 C22 108.35(17) . . ?
C23 C24 C25 113.76(17) . . ?
N3 C25 C26 106.39(15) . . ?
N3 C25 C24 107.88(16) . . ?
C26 C25 C24 107.69(17) . . ?
N3 C25 C27 115.46(17) . . ?
C26 C25 C27 109.12(18) . . ?
C24 C25 C27 109.98(17) . . ?
O2 Ga1 O3 109.15(6) . . ?
O2 Ga1 O1 105.79(6) . . ?
O3 Ga1 O1 93.32(6) . . ?

