# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

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#                                CCDC 
# 
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# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
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#  fide research purposes only. It may contain copyright material
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data_j1

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C45 H74 B Li N2 O3'
_chemical_formula_weight         708.81

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'

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

_cell_length_a                   23.735(2)
_cell_length_b                   10.4695(10)
_cell_length_c                   18.5654(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4613.4(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4377
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      17.15

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.020
_exptl_crystal_F_000             1560
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.061
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6819
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'BRUKER SADABS'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker SMART APEX-II CCD'
_diffrn_measurement_method       'OMEGA SCAN'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            49342
_diffrn_reflns_av_unetI/netI     0.0546
_diffrn_reflns_av_R_equivalents  0.0882
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.126
_diffrn_reflns_theta_max         25.298
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8405
_reflns_number_gt                4292
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.934
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0715P)²+0.2994P] 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_abs_structure_details 
;
 Flack x determined using 1612 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   1.4(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         8405
_refine_ls_number_parameters     662
_refine_ls_number_restraints     700
_refine_ls_R_factor_all          0.1351
_refine_ls_R_factor_gt           0.0584
_refine_ls_wR_factor_ref         0.1633
_refine_ls_wR_factor_gt          0.1268
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.1556(2) 0.7036(5) 0.1985(3) 0.0601(15) Uani 1 1 d D . . . .
Li1 Li -0.0893(3) 0.6776(11) 0.2951(6) 0.087(3) Uani 1 1 d . . . . .
N1 N 0.09240(14) 0.6405(3) 0.31592(19) 0.0503(9) Uani 1 1 d . . . . .
N2 N 0.04089(16) 0.6978(3) 0.22816(19) 0.0545(10) Uani 1 1 d . . . . .
C1 C 0.09643(18) 0.6806(4) 0.2461(2) 0.0492(11) Uani 1 1 d . . . . .
C2 C 0.03615(19) 0.6360(5) 0.3373(3) 0.0626(13) Uani 1 1 d . . . . .
H2 H 0.0242 0.6112 0.3829 0.075 Uiso 1 1 calc R U . . .
C3 C 0.00087(19) 0.6724(5) 0.2831(3) 0.0623(12) Uani 1 1 d . . . . .
C4 C 0.0197(2) 0.7395(5) 0.1587(3) 0.0604(13) Uani 1 1 d . . . . .
C5 C 0.0126(2) 0.8702(5) 0.1466(3) 0.0712(15) Uani 1 1 d . . . . .
C6 C -0.0092(3) 0.9052(6) 0.0805(4) 0.113(2) Uani 1 1 d . . . . .
H6 H -0.0143 0.9914 0.0703 0.136 Uiso 1 1 calc R U . . .
C7 C -0.0235(4) 0.8159(8) 0.0296(4) 0.153(4) Uani 1 1 d . . . . .
H7 H -0.0374 0.8424 -0.0149 0.183 Uiso 1 1 calc R U . . .
C8 C -0.0176(4) 0.6871(7) 0.0437(4) 0.126(3) Uani 1 1 d . . . . .
H8 H -0.0284 0.6273 0.0093 0.151 Uiso 1 1 calc R U . . .
C9 C 0.0042(3) 0.6470(5) 0.1086(3) 0.0766(16) Uani 1 1 d . . . . .
C10 C 0.0096(3) 0.5046(5) 0.1230(3) 0.0774(16) Uani 1 1 d . . . . .
H10 H 0.0368 0.4932 0.1622 0.093 Uiso 1 1 calc R U . . .
C11 C 0.0310(3) 0.4310(6) 0.0583(3) 0.109(2) Uani 1 1 d . . . . .
H11A H 0.0348 0.3424 0.0707 0.163 Uiso 1 1 calc R U . . .
H11B H 0.0670 0.4643 0.0440 0.163 Uiso 1 1 calc R U . . .
H11C H 0.0048 0.4396 0.0193 0.163 Uiso 1 1 calc R U . . .
C12 C -0.0465(3) 0.4465(7) 0.1473(5) 0.127(3) Uani 1 1 d . . . . .
H12A H -0.0415 0.3570 0.1566 0.190 Uiso 1 1 calc R U . . .
H12B H -0.0741 0.4578 0.1101 0.190 Uiso 1 1 calc R U . . .
H12C H -0.0590 0.4883 0.1905 0.190 Uiso 1 1 calc R U . . .
C13 C 0.0262(2) 0.9703(5) 0.2021(3) 0.0777(15) Uani 1 1 d . . . . .
H13 H 0.0537 0.9333 0.2356 0.093 Uiso 1 1 calc R U . . .
C14 C 0.0530(3) 1.0897(6) 0.1689(4) 0.106(2) Uani 1 1 d . . . . .
H14A H 0.0620 1.1496 0.2063 0.159 Uiso 1 1 calc R U . . .
H14B H 0.0270 1.1281 0.1357 0.159 Uiso 1 1 calc R U . . .
H14C H 0.0868 1.0662 0.1438 0.159 Uiso 1 1 calc R U . . .
C15 C -0.0252(3) 1.0073(7) 0.2451(5) 0.135(3) Uani 1 1 d . . . . .
H15A H -0.0151 1.0706 0.2802 0.203 Uiso 1 1 calc R U . . .
H15B H -0.0399 0.9333 0.2691 0.203 Uiso 1 1 calc R U . . .
H15C H -0.0533 1.0415 0.2133 0.203 Uiso 1 1 calc R U . . .
C16 C 0.13493(19) 0.6032(4) 0.3672(2) 0.0519(11) Uani 1 1 d . . . . .
C17 C 0.1527(2) 0.6933(5) 0.4182(3) 0.0657(14) Uani 1 1 d . . . . .
C18 C 0.1876(3) 0.6520(7) 0.4734(4) 0.0956(19) Uani 1 1 d . . . . .
H18 H 0.1996 0.7098 0.5082 0.115 Uiso 1 1 calc R U . . .
C19 C 0.2044(3) 0.5280(8) 0.4773(4) 0.109(2) Uani 1 1 d . . . . .
H19 H 0.2284 0.5024 0.5140 0.131 Uiso 1 1 calc R U . . .
C20 C 0.1863(3) 0.4404(6) 0.4278(3) 0.0890(18) Uani 1 1 d . . . . .
H20 H 0.1982 0.3560 0.4314 0.107 Uiso 1 1 calc R U . . .
C21 C 0.1504(2) 0.4756(4) 0.3722(3) 0.0597(12) Uani 1 1 d . . . . .
C22 C 0.1282(2) 0.3750(5) 0.3219(3) 0.0680(13) Uani 1 1 d . . . . .
H22 H 0.1133 0.4181 0.2791 0.082 Uiso 1 1 calc R U . . .
C23 C 0.0803(3) 0.3034(6) 0.3572(4) 0.116(2) Uani 1 1 d . . . . .
H23A H 0.0656 0.2411 0.3242 0.175 Uiso 1 1 calc R U . . .
H23B H 0.0510 0.3624 0.3702 0.175 Uiso 1 1 calc R U . . .
H23C H 0.0939 0.2611 0.3997 0.175 Uiso 1 1 calc R U . . .
C24 C 0.1738(3) 0.2813(5) 0.2972(4) 0.105(2) Uani 1 1 d . . . . .
H24A H 0.1578 0.2210 0.2641 0.157 Uiso 1 1 calc R U . . .
H24B H 0.1887 0.2368 0.3382 0.157 Uiso 1 1 calc R U . . .
H24C H 0.2036 0.3275 0.2738 0.157 Uiso 1 1 calc R U . . .
C25 C 0.1327(3) 0.8298(5) 0.4192(4) 0.0856(18) Uani 1 1 d . . . . .
H25 H 0.1169 0.8489 0.3717 0.103 Uiso 1 1 calc R U . . .
C26 C 0.0861(3) 0.8482(7) 0.4747(5) 0.140(3) Uani 1 1 d . . . . .
H26A H 0.0734 0.9352 0.4736 0.210 Uiso 1 1 calc R U . . .
H26B H 0.1003 0.8285 0.5218 0.210 Uiso 1 1 calc R U . . .
H26C H 0.0552 0.7924 0.4636 0.210 Uiso 1 1 calc R U . . .
C27 C 0.1811(3) 0.9241(7) 0.4327(5) 0.134(3) Uani 1 1 d . . . . .
H27A H 0.1667 1.0098 0.4320 0.200 Uiso 1 1 calc R U . . .
H27B H 0.2091 0.9145 0.3958 0.200 Uiso 1 1 calc R U . . .
H27C H 0.1978 0.9069 0.4788 0.200 Uiso 1 1 calc R U . . .
C28 C 0.1913(3) 0.5692(6) 0.1941(4) 0.071(2) Uani 0.785(6) 1 d D U P A 1
H28A H 0.2295 0.5890 0.1792 0.086 Uiso 0.785(6) 1 calc R U P A 1
H28B H 0.1934 0.5331 0.2422 0.086 Uiso 0.785(6) 1 calc R U P A 1
C29 C 0.1675(10) 0.4652(11) 0.1425(9) 0.103(5) Uani 0.785(6) 1 d D U P A 1
H29A H 0.1919 0.3921 0.1430 0.155 Uiso 0.785(6) 1 calc R U P A 1
H29B H 0.1654 0.4990 0.0945 0.155 Uiso 0.785(6) 1 calc R U P A 1
H29C H 0.1305 0.4405 0.1582 0.155 Uiso 0.785(6) 1 calc R U P A 1
C30 C 0.1966(3) 0.8014(6) 0.2466(4) 0.076(2) Uani 0.785(6) 1 d D U P A 1
H30A H 0.1971 0.7702 0.2958 0.091 Uiso 0.785(6) 1 calc R U P A 1
H30B H 0.2347 0.7941 0.2281 0.091 Uiso 0.785(6) 1 calc R U P A 1
C31 C 0.1817(6) 0.9419(7) 0.2488(6) 0.094(3) Uani 0.785(6) 1 d D U P A 1
H31A H 0.2088 0.9867 0.2776 0.140 Uiso 0.785(6) 1 calc R U P A 1
H31B H 0.1449 0.9523 0.2694 0.140 Uiso 0.785(6) 1 calc R U P A 1
H31C H 0.1819 0.9758 0.2008 0.140 Uiso 0.785(6) 1 calc R U P A 1
C32 C 0.1433(3) 0.7631(7) 0.1201(4) 0.071(2) Uani 0.785(6) 1 d D U P A 1
H32A H 0.1197 0.7044 0.0933 0.085 Uiso 0.785(6) 1 calc R U P A 1
H32B H 0.1226 0.8424 0.1258 0.085 Uiso 0.785(6) 1 calc R U P A 1
C33 C 0.1980(4) 0.7898(9) 0.0762(4) 0.109(3) Uani 0.785(6) 1 d D U P A 1
H33A H 0.1882 0.8251 0.0301 0.163 Uiso 0.785(6) 1 calc R U P A 1
H33B H 0.2182 0.7113 0.0693 0.163 Uiso 0.785(6) 1 calc R U P A 1
H33C H 0.2212 0.8493 0.1019 0.163 Uiso 0.785(6) 1 calc R U P A 1
C28' C 0.1544(13) 0.619(2) 0.1190(11) 0.095(8) Uani 0.215(6) 1 d D U P A 2
H28C H 0.1171 0.6254 0.0979 0.114 Uiso 0.215(6) 1 calc R U P A 2
H28D H 0.1809 0.6568 0.0856 0.114 Uiso 0.215(6) 1 calc R U P A 2
C29' C 0.169(3) 0.477(3) 0.128(3) 0.104(18) Uani 0.215(6) 1 d D U P A 2
H29D H 0.1662 0.4349 0.0822 0.156 Uiso 0.215(6) 1 calc R U P A 2
H29E H 0.1432 0.4385 0.1614 0.156 Uiso 0.215(6) 1 calc R U P A 2
H29F H 0.2068 0.4692 0.1460 0.156 Uiso 0.215(6) 1 calc R U P A 2
C30' C 0.1569(11) 0.8466(19) 0.1598(14) 0.083(7) Uani 0.215(6) 1 d D U P A 2
H30C H 0.1836 0.8439 0.1203 0.100 Uiso 0.215(6) 1 calc R U P A 2
H30D H 0.1200 0.8630 0.1392 0.100 Uiso 0.215(6) 1 calc R U P A 2
C31' C 0.172(3) 0.959(2) 0.209(2) 0.110(14) Uani 0.215(6) 1 d D U P A 2
H31D H 0.1710 1.0371 0.1817 0.165 Uiso 0.215(6) 1 calc R U P A 2
H31E H 0.2096 0.9470 0.2275 0.165 Uiso 0.215(6) 1 calc R U P A 2
H31F H 0.1460 0.9638 0.2480 0.165 Uiso 0.215(6) 1 calc R U P A 2
C32' C 0.2157(7) 0.663(3) 0.2343(13) 0.083(8) Uani 0.215(6) 1 d D U P A 2
H32C H 0.2192 0.7062 0.2801 0.100 Uiso 0.215(6) 1 calc R U P A 2
H32D H 0.2143 0.5717 0.2444 0.100 Uiso 0.215(6) 1 calc R U P A 2
C33' C 0.2694(7) 0.689(3) 0.1910(16) 0.109(11) Uani 0.215(6) 1 d D U P A 2
H33D H 0.3016 0.6638 0.2189 0.163 Uiso 0.215(6) 1 calc R U P A 2
H33E H 0.2717 0.7780 0.1800 0.163 Uiso 0.215(6) 1 calc R U P A 2
H33F H 0.2685 0.6403 0.1471 0.163 Uiso 0.215(6) 1 calc R U P A 2
O1 O -0.1203(16) 0.516(4) 0.324(4) 0.123(9) Uani 0.48(2) 1 d D U P B 1
C34 C -0.0931(11) 0.448(3) 0.3789(18) 0.164(10) Uani 0.48(2) 1 d D U P B 1
H34A H -0.0876 0.5033 0.4202 0.197 Uiso 0.48(2) 1 calc R U P B 1
H34B H -0.0562 0.4213 0.3620 0.197 Uiso 0.48(2) 1 calc R U P B 1
C35 C -0.1233(15) 0.341(3) 0.4001(17) 0.179(10) Uani 0.48(2) 1 d D U P B 1
H35A H -0.1051 0.2644 0.3819 0.215 Uiso 0.48(2) 1 calc R U P B 1
H35B H -0.1241 0.3359 0.4523 0.215 Uiso 0.48(2) 1 calc R U P B 1
C36 C -0.1729(12) 0.348(3) 0.3760(19) 0.180(9) Uani 0.48(2) 1 d D U P B 1
H36A H -0.2002 0.3460 0.4150 0.215 Uiso 0.48(2) 1 calc R U P B 1
H36B H -0.1807 0.2775 0.3434 0.215 Uiso 0.48(2) 1 calc R U P B 1
C37 C -0.1745(10) 0.467(3) 0.339(2) 0.178(9) Uani 0.48(2) 1 d D U P B 1
H37A H -0.1947 0.4565 0.2939 0.214 Uiso 0.48(2) 1 calc R U P B 1
H37B H -0.1951 0.5286 0.3679 0.214 Uiso 0.48(2) 1 calc R U P B 1
O1' O -0.1188(12) 0.499(4) 0.321(3) 0.096(6) Uani 0.52(2) 1 d D U P B 2
C34' C -0.0823(8) 0.405(2) 0.3477(14) 0.131(8) Uani 0.52(2) 1 d D U P B 2
H34C H -0.0644 0.4352 0.3914 0.157 Uiso 0.52(2) 1 calc R U P B 2
H34D H -0.0530 0.3875 0.3125 0.157 Uiso 0.52(2) 1 calc R U P B 2
C35' C -0.1113(11) 0.293(2) 0.3622(17) 0.154(8) Uani 0.52(2) 1 d D U P B 2
H35C H -0.0903 0.2199 0.3452 0.185 Uiso 0.52(2) 1 calc R U P B 2
H35D H -0.1174 0.2845 0.4136 0.185 Uiso 0.52(2) 1 calc R U P B 2
C36' C -0.1583(13) 0.302(2) 0.329(2) 0.193(9) Uani 0.52(2) 1 d D U P B 2
H36C H -0.1888 0.2860 0.3628 0.232 Uiso 0.52(2) 1 calc R U P B 2
H36D H -0.1600 0.2372 0.2919 0.232 Uiso 0.52(2) 1 calc R U P B 2
C37' C -0.1663(7) 0.426(2) 0.2968(12) 0.118(6) Uani 0.52(2) 1 d D U P B 2
H37C H -0.1667 0.4195 0.2447 0.142 Uiso 0.52(2) 1 calc R U P B 2
H37D H -0.2013 0.4641 0.3128 0.142 Uiso 0.52(2) 1 calc R U P B 2
O2 O -0.1114(6) 0.7652(15) 0.3900(9) 0.119(5) Uani 0.702(18) 1 d D U P B 1
C38 C -0.0833(7) 0.851(2) 0.4319(12) 0.138(6) Uani 0.702(18) 1 d D U P B 1
H38A H -0.0661 0.9168 0.4026 0.165 Uiso 0.702(18) 1 calc R U P B 1
H38B H -0.0541 0.8085 0.4597 0.165 Uiso 0.702(18) 1 calc R U P B 1
C39 C -0.1251(10) 0.903(3) 0.4781(14) 0.207(10) Uani 0.702(18) 1 d D U P B 1
H39A H -0.1119 0.8995 0.5275 0.249 Uiso 0.702(18) 1 calc R U P B 1
H39B H -0.1306 0.9927 0.4659 0.249 Uiso 0.702(18) 1 calc R U P B 1
C40 C -0.1733(8) 0.844(2) 0.4733(12) 0.193(8) Uani 0.702(18) 1 d D U P B 1
H40A H -0.1850 0.8122 0.5201 0.232 Uiso 0.702(18) 1 calc R U P B 1
H40B H -0.2023 0.9006 0.4549 0.232 Uiso 0.702(18) 1 calc R U P B 1
C41 C -0.1638(6) 0.7454(18) 0.4267(9) 0.154(6) Uani 0.702(18) 1 d D U P B 1
H41A H -0.1942 0.7406 0.3919 0.184 Uiso 0.702(18) 1 calc R U P B 1
H41B H -0.1625 0.6654 0.4530 0.184 Uiso 0.702(18) 1 calc R U P B 1
O2' O -0.1174(13) 0.808(4) 0.3673(18) 0.104(8) Uani 0.298(18) 1 d D U P B 2
C38' C -0.0838(14) 0.884(5) 0.409(3) 0.134(11) Uani 0.298(18) 1 d D U P B 2
H38C H -0.0598 0.9357 0.3787 0.161 Uiso 0.298(18) 1 calc R U P B 2
H38D H -0.0601 0.8312 0.4396 0.161 Uiso 0.298(18) 1 calc R U P B 2
C39' C -0.1182(18) 0.961(4) 0.451(3) 0.152(10) Uani 0.298(18) 1 d D U P B 2
H39C H -0.1093 0.9491 0.5017 0.183 Uiso 0.298(18) 1 calc R U P B 2
H39D H -0.1116 1.0504 0.4393 0.183 Uiso 0.298(18) 1 calc R U P B 2
C40' C -0.1713(16) 0.932(5) 0.439(3) 0.184(11) Uani 0.298(18) 1 d D U P B 2
H40C H -0.1882 0.8979 0.4827 0.221 Uiso 0.298(18) 1 calc R U P B 2
H40D H -0.1921 1.0077 0.4252 0.221 Uiso 0.298(18) 1 calc R U P B 2
C41' C -0.1736(12) 0.844(5) 0.386(2) 0.167(10) Uani 0.298(18) 1 d D U P B 2
H41C H -0.1926 0.8793 0.3443 0.200 Uiso 0.298(18) 1 calc R U P B 2
H41D H -0.1946 0.7697 0.4021 0.200 Uiso 0.298(18) 1 calc R U P B 2
O3 O -0.1452(5) 0.7368(11) 0.2229(7) 0.119(4) Uani 0.735(15) 1 d D U P B 1
C42 C -0.1674(9) 0.8654(19) 0.2293(10) 0.181(7) Uani 0.735(15) 1 d D U P B 1
H42A H -0.1400 0.9214 0.2517 0.217 Uiso 0.735(15) 1 calc R U P B 1
H42B H -0.2016 0.8657 0.2580 0.217 Uiso 0.735(15) 1 calc R U P B 1
C43 C -0.1800(8) 0.9092(14) 0.1516(9) 0.172(6) Uani 0.735(15) 1 d D U P B 1
H43A H -0.2139 0.9608 0.1492 0.206 Uiso 0.735(15) 1 calc R U P B 1
H43B H -0.1487 0.9566 0.1312 0.206 Uiso 0.735(15) 1 calc R U P B 1
C44 C -0.1879(9) 0.7801(18) 0.1144(10) 0.188(8) Uani 0.735(15) 1 d D U P B 1
H44A H -0.1657 0.7763 0.0706 0.226 Uiso 0.735(15) 1 calc R U P B 1
H44B H -0.2272 0.7672 0.1021 0.226 Uiso 0.735(15) 1 calc R U P B 1
C45 C -0.1687(8) 0.6803(13) 0.1667(9) 0.169(6) Uani 0.735(15) 1 d D U P B 1
H45A H -0.2005 0.6293 0.1823 0.202 Uiso 0.735(15) 1 calc R U P B 1
H45B H -0.1416 0.6241 0.1437 0.202 Uiso 0.735(15) 1 calc R U P B 1
O3' O -0.1414(15) 0.774(4) 0.2147(18) 0.139(10) Uani 0.265(15) 1 d D U P B 2
C42' C -0.1872(18) 0.870(5) 0.217(2) 0.143(10) Uani 0.265(15) 1 d D U P B 2
H42C H -0.1729 0.9562 0.2125 0.172 Uiso 0.265(15) 1 calc R U P B 2
H42D H -0.2094 0.8626 0.2607 0.172 Uiso 0.265(15) 1 calc R U P B 2
C43' C -0.2205(13) 0.829(4) 0.151(2) 0.170(11) Uani 0.265(15) 1 d D U P B 2
H43C H -0.2377 0.7453 0.1560 0.205 Uiso 0.265(15) 1 calc R U P B 2
H43D H -0.2485 0.8912 0.1363 0.205 Uiso 0.265(15) 1 calc R U P B 2
C44' C -0.1683(19) 0.827(5) 0.100(2) 0.172(12) Uani 0.265(15) 1 d D U P B 2
H44C H -0.1764 0.7870 0.0543 0.206 Uiso 0.265(15) 1 calc R U P B 2
H44D H -0.1534 0.9125 0.0920 0.206 Uiso 0.265(15) 1 calc R U P B 2
C45' C -0.1297(16) 0.748(5) 0.146(2) 0.163(11) Uani 0.265(15) 1 d D U P B 2
H45C H -0.1356 0.6582 0.1359 0.196 Uiso 0.265(15) 1 calc R U P B 2
H45D H -0.0908 0.7689 0.1350 0.196 Uiso 0.265(15) 1 calc R U P B 2


_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
B1 C32 1.610(8) . ?
B1 C1 1.676(7) . ?
B1 C28 1.646(8) . ?
B1 C32' 1.632(18) . ?
B1 C30' 1.661(18) . ?
B1 C30 1.671(8) . ?
B1 C28' 1.725(16) . ?
Li1 O1 1.93(3) . ?
Li1 O3 1.987(15) . ?
Li1 O1' 2.05(2) . ?
Li1 O2 2.053(18) . ?
Li1 O2' 2.02(3) . ?
Li1 C3 2.151(9) . ?
Li1 O3' 2.19(3) . ?
N1 C1 1.366(5) . ?
N1 C2 1.394(5) . ?
N1 C16 1.442(5) . ?
N2 C1 1.372(5) . ?
N2 C3 1.420(6) . ?
N2 C4 1.451(6) . ?
C2 C3 1.363(7) . ?
C4 C5 1.397(7) . ?
C4 C9 1.392(7) . ?
C5 C6 1.381(8) . ?
C5 C13 1.505(7) . ?
C6 C7 1.372(9) . ?
C7 C8 1.382(9) . ?
C8 C9 1.377(8) . ?
C9 C10 1.520(8) . ?
C10 C11 1.514(8) . ?
C10 C12 1.532(9) . ?
C13 C14 1.532(8) . ?
C13 C15 1.509(8) . ?
C16 C21 1.388(6) . ?
C16 C17 1.401(7) . ?
C17 C18 1.386(8) . ?
C17 C25 1.505(7) . ?
C18 C19 1.360(9) . ?
C19 C20 1.367(9) . ?
C20 C21 1.388(7) . ?
C21 C22 1.503(7) . ?
C22 C23 1.512(8) . ?
C22 C24 1.531(7) . ?
C25 C26 1.524(9) . ?
C25 C27 1.535(8) . ?
C28 C29 1.557(13) . ?
C30 C31 1.513(10) . ?
C32 C33 1.559(8) . ?
C28' C29' 1.530(18) . ?
C30' C31' 1.534(17) . ?
C32' C33' 1.530(19) . ?
O1 C34 1.40(3) . ?
O1 C37 1.41(3) . ?
C34 C35 1.39(2) . ?
C35 C36 1.26(2) . ?
C36 C37 1.43(2) . ?
O1' C34' 1.41(2) . ?
O1' C37' 1.43(3) . ?
C34' C35' 1.379(17) . ?
C35' C36' 1.278(19) . ?
C36' C37' 1.439(19) . ?
O2 C38 1.362(13) . ?
O2 C41 1.433(14) . ?
C38 C39 1.423(17) . ?
C39 C40 1.305(18) . ?
C40 C41 1.367(17) . ?
O2' C38' 1.37(2) . ?
O2' C41' 1.43(2) . ?
C38' C39' 1.39(2) . ?
C39' C40' 1.32(3) . ?
C40' C41' 1.35(3) . ?
O3 C45 1.322(15) . ?
O3 C42 1.451(16) . ?
C42 C43 1.542(18) . ?
C43 C44 1.53(2) . ?
C44 C45 1.497(17) . ?
O3' C45' 1.34(3) . ?
O3' C42' 1.48(2) . ?
C42' C43' 1.53(3) . ?
C43' C44' 1.55(3) . ?
C44' C45' 1.50(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
C32 B1 C1 112.3(4) . . ?
C32 B1 C28 112.3(5) . . ?
C1 B1 C28 109.6(4) . . ?
C1 B1 C32' 118.7(8) . . ?
C1 B1 C30' 111.9(9) . . ?
C32' B1 C30' 113.4(13) . . ?
C32 B1 C30 110.6(5) . . ?
C1 B1 C30 107.1(4) . . ?
C28 B1 C30 104.5(4) . . ?
C1 B1 C28' 111.3(11) . . ?
C32' B1 C28' 103.1(14) . . ?
C30' B1 C28' 95.4(13) . . ?
O1 Li1 O3 102.1(12) . . ?
O1 Li1 O2 93(3) . . ?
O3 Li1 O2 105.6(8) . . ?
O1' Li1 O2' 110(2) . . ?
O1 Li1 C3 112.8(15) . . ?
O3 Li1 C3 127.1(6) . . ?
O1' Li1 C3 109.9(11) . . ?
O2 Li1 C3 110.8(6) . . ?
O2' Li1 C3 114.4(11) . . ?
O1' Li1 O3' 112.7(15) . . ?
O2' Li1 O3' 87.4(12) . . ?
C3 Li1 O3' 120.2(12) . . ?
C1 N1 C2 110.4(4) . . ?
C1 N1 C16 131.4(4) . . ?
C2 N1 C16 118.2(4) . . ?
C1 N2 C3 116.3(4) . . ?
C1 N2 C4 126.1(4) . . ?
C3 N2 C4 117.6(4) . . ?
N1 C1 N2 101.7(4) . . ?
N1 C1 B1 127.1(4) . . ?
N2 C1 B1 131.2(4) . . ?
C3 C2 N1 111.6(4) . . ?
C2 C3 N2 99.9(4) . . ?
C2 C3 Li1 122.8(5) . . ?
N2 C3 Li1 137.3(4) . . ?
C5 C4 C9 122.8(5) . . ?
C5 C4 N2 118.6(4) . . ?
C9 C4 N2 118.4(4) . . ?
C4 C5 C6 116.6(5) . . ?
C4 C5 C13 123.1(5) . . ?
C6 C5 C13 120.3(5) . . ?
C7 C6 C5 121.6(6) . . ?
C6 C7 C8 120.6(6) . . ?
C9 C8 C7 120.2(6) . . ?
C8 C9 C4 118.2(5) . . ?
C8 C9 C10 119.0(5) . . ?
C4 C9 C10 122.9(5) . . ?
C9 C10 C11 112.8(5) . . ?
C9 C10 C12 111.6(5) . . ?
C11 C10 C12 108.8(5) . . ?
C5 C13 C14 112.5(5) . . ?
C5 C13 C15 111.5(5) . . ?
C14 C13 C15 109.8(5) . . ?
C21 C16 C17 121.5(4) . . ?
C21 C16 N1 119.3(4) . . ?
C17 C16 N1 118.4(4) . . ?
C18 C17 C16 118.0(5) . . ?
C18 C17 C25 118.3(5) . . ?
C16 C17 C25 123.6(5) . . ?
C17 C18 C19 120.7(6) . . ?
C18 C19 C20 120.9(5) . . ?
C21 C20 C19 120.9(6) . . ?
C20 C21 C16 117.9(5) . . ?
C20 C21 C22 119.4(5) . . ?
C16 C21 C22 122.7(4) . . ?
C21 C22 C23 109.9(4) . . ?
C21 C22 C24 112.8(5) . . ?
C23 C22 C24 110.1(5) . . ?
C17 C25 C26 110.9(5) . . ?
C17 C25 C27 112.2(5) . . ?
C26 C25 C27 110.6(6) . . ?
C29 C28 B1 116.2(7) . . ?
C31 C30 B1 118.3(6) . . ?
C33 C32 B1 113.1(6) . . ?
C29' C28' B1 113.7(18) . . ?
C31' C30' B1 116.1(17) . . ?
C33' C32' B1 117.9(16) . . ?
C34 O1 C37 96(3) . . ?
C34 O1 Li1 118(2) . . ?
C37 O1 Li1 136(3) . . ?
O1 C34 C35 112.1(18) . . ?
C36 C35 C34 110(2) . . ?
C35 C36 C37 104.1(19) . . ?
O1 C37 C36 112.5(17) . . ?
C34' O1' C37' 103(2) . . ?
C34' O1' Li1 120.8(14) . . ?
C37' O1' Li1 133.0(17) . . ?
O1' C34' C35' 110.7(13) . . ?
C36' C35' C34' 106.4(17) . . ?
C35' C36' C37' 112.2(15) . . ?
O1' C37' C36' 104.4(13) . . ?
C38 O2 C41 104.4(11) . . ?
C38 O2 Li1 131.2(12) . . ?
C41 O2 Li1 124.4(12) . . ?
O2 C38 C39 104.9(12) . . ?
C40 C39 C38 112.7(15) . . ?
C41 C40 C39 105.0(14) . . ?
C40 C41 O2 109.6(12) . . ?
C38' O2' C41' 105(2) . . ?
C38' O2' Li1 125(2) . . ?
C41' O2' Li1 130(2) . . ?
O2' C38' C39' 109(2) . . ?
C40' C39' C38' 109(2) . . ?
C41' C40' C39' 109(2) . . ?
C40' C41' O2' 109(2) . . ?
C45 O3 C42 109.1(10) . . ?
C45 O3 Li1 132.4(10) . . ?
C42 O3 Li1 118.5(11) . . ?
O3 C42 C43 105.7(12) . . ?
C44 C43 C42 100.5(13) . . ?
C43 C44 C45 106.7(13) . . ?
O3 C45 C44 109.1(12) . . ?
C45' O3' C42' 108(2) . . ?
C45' O3' Li1 116(2) . . ?
C42' O3' Li1 135(2) . . ?
O3' C42' C43' 100(2) . . ?
C44' C43' C42' 94(3) . . ?
C45' C44' C43' 99(2) . . ?
O3' C45' C44' 108(2) . . ?

_refine_diff_density_max         0.121
_refine_diff_density_min         -0.158
_refine_diff_density_rms         0.028

_shelxl_version_number           2013-3

_database_code_depnum_ccdc_archive 'CCDC 990084'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_j1

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H44 Cl3 Ga N2 O'
_chemical_formula_weight         636.75

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   11.4236(6)
_cell_length_b                   20.7234(11)
_cell_length_c                   29.0681(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6881.5(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9930
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      21.64

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_F_000             2672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    1.057
_shelx_estimated_absorpt_T_min   0.778
_shelx_estimated_absorpt_T_max   0.911
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6288
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'BRUKER SADABS'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker SMART APEX-II CCD'
_diffrn_measurement_method       'OMEGA SCAN'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            80139
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_av_R_equivalents  0.0612
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         1.965
_diffrn_reflns_theta_max         26.448
_diffrn_reflns_theta_full        25.242
_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             7085
_reflns_number_gt                4600
_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    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0642P)²+4.3720P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7085
_refine_ls_number_parameters     347
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0826
_refine_ls_R_factor_gt           0.0470
_refine_ls_wR_factor_ref         0.1391
_refine_ls_wR_factor_gt          0.1181
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ga1 Ga 0.12646(3) 0.16576(2) 0.37129(2) 0.05461(13) Uani 1 1 d . . . . .
Cl1 Cl 0.11541(12) 0.12208(6) 0.43876(4) 0.1013(4) Uani 1 1 d . . . . .
Cl2 Cl 0.30755(10) 0.19452(6) 0.35818(6) 0.1082(5) Uani 1 1 d . . . . .
Cl3 Cl 0.07609(13) 0.09315(6) 0.32241(4) 0.1079(4) Uani 1 1 d . . . . .
N1 N 0.0001(2) 0.35048(10) 0.34882(8) 0.0431(5) Uani 1 1 d . . . . .
N2 N -0.0769(2) 0.26387(11) 0.37665(8) 0.0444(6) Uani 1 1 d . . . . .
C1 C -0.0962(3) 0.32560(14) 0.36666(10) 0.0454(7) Uani 1 1 d . . . . .
H1A H -0.166(3) 0.3475(16) 0.3724(10) 0.061(10) Uiso 1 1 d . . . . .
C2 C 0.0840(3) 0.30260(13) 0.34777(11) 0.0466(7) Uani 1 1 d . . . . .
H2A H 0.1601 0.3075 0.3369 0.056 Uiso 1 1 calc R U . . .
C3 C 0.0386(3) 0.24755(13) 0.36505(10) 0.0455(7) Uani 1 1 d . . . . .
C4 C -0.1676(3) 0.22213(14) 0.39557(12) 0.0542(8) Uani 1 1 d . . . . .
C5 C -0.2434(3) 0.19210(17) 0.36507(14) 0.0682(10) Uani 1 1 d . . . . .
C6 C -0.3338(4) 0.1557(2) 0.3845(2) 0.0939(14) Uani 1 1 d . . . . .
H6A H -0.3867 0.1344 0.3655 0.113 Uiso 1 1 calc R U . . .
C7 C -0.3449(5) 0.1510(3) 0.4302(2) 0.1081(17) Uani 1 1 d . . . . .
H7A H -0.4064 0.1269 0.4421 0.130 Uiso 1 1 calc R U . . .
C8 C -0.2698(5) 0.1803(2) 0.45990(17) 0.0964(15) Uani 1 1 d . . . . .
H8A H -0.2804 0.1755 0.4914 0.116 Uiso 1 1 calc R U . . .
C9 C -0.1752(3) 0.21806(17) 0.44315(13) 0.0670(9) Uani 1 1 d . . . . .
C10 C -0.0920(4) 0.25281(19) 0.47522(12) 0.0760(11) Uani 1 1 d . . . . .
H10A H -0.0169 0.2571 0.4593 0.091 Uiso 1 1 calc R U . . .
C11 C -0.1366(5) 0.3208(2) 0.48566(18) 0.1102(17) Uani 1 1 d . . . . .
H11A H -0.1504 0.3433 0.4573 0.165 Uiso 1 1 calc R U . . .
H11B H -0.0791 0.3436 0.5034 0.165 Uiso 1 1 calc R U . . .
H11C H -0.2082 0.3181 0.5028 0.165 Uiso 1 1 calc R U . . .
C12 C -0.0692(5) 0.2167(3) 0.52050(15) 0.1165(18) Uani 1 1 d . . . . .
H12A H -0.0392 0.1745 0.5139 0.175 Uiso 1 1 calc R U . . .
H12B H -0.1410 0.2130 0.5374 0.175 Uiso 1 1 calc R U . . .
H12C H -0.0130 0.2402 0.5385 0.175 Uiso 1 1 calc R U . . .
C13 C -0.2339(4) 0.1984(2) 0.31344(15) 0.0821(12) Uani 1 1 d . . . . .
H13A H -0.1586 0.2188 0.3064 0.099 Uiso 1 1 calc R U . . .
C14 C -0.2376(5) 0.1331(3) 0.28872(18) 0.1157(17) Uani 1 1 d . . . . .
H14A H -0.1752 0.1062 0.2998 0.174 Uiso 1 1 calc R U . . .
H14B H -0.2286 0.1396 0.2562 0.174 Uiso 1 1 calc R U . . .
H14C H -0.3113 0.1124 0.2946 0.174 Uiso 1 1 calc R U . . .
C15 C -0.3308(6) 0.2424(3) 0.2953(2) 0.141(2) Uani 1 1 d . . . . .
H15A H -0.3264 0.2835 0.3104 0.211 Uiso 1 1 calc R U . . .
H15B H -0.4056 0.2231 0.3013 0.211 Uiso 1 1 calc R U . . .
H15C H -0.3212 0.2483 0.2627 0.211 Uiso 1 1 calc R U . . .
C16 C 0.0169(2) 0.41754(13) 0.33526(10) 0.0455(7) Uani 1 1 d . . . . .
C17 C -0.0295(3) 0.43756(15) 0.29309(12) 0.0564(8) Uani 1 1 d . . . . .
C18 C -0.0074(3) 0.50124(18) 0.28111(13) 0.0701(10) Uani 1 1 d . . . . .
H18A H -0.0367 0.5171 0.2535 0.084 Uiso 1 1 calc R U . . .
C19 C 0.0563(4) 0.54128(17) 0.30890(15) 0.0756(11) Uani 1 1 d . . . . .
H19A H 0.0703 0.5835 0.2997 0.091 Uiso 1 1 calc R U . . .
C20 C 0.0994(3) 0.52022(16) 0.34986(14) 0.0658(9) Uani 1 1 d . . . . .
H20A H 0.1422 0.5483 0.3683 0.079 Uiso 1 1 calc R U . . .
C21 C 0.0803(3) 0.45734(14) 0.36435(11) 0.0515(7) Uani 1 1 d . . . . .
C22 C 0.1286(3) 0.43510(16) 0.41037(12) 0.0642(9) Uani 1 1 d . . . . .
H22A H 0.0993 0.3913 0.4159 0.077 Uiso 1 1 calc R U . . .
C23 C 0.2618(4) 0.4318(3) 0.40946(18) 0.1034(15) Uani 1 1 d . . . . .
H23A H 0.2865 0.4047 0.3845 0.155 Uiso 1 1 calc R U . . .
H23B H 0.2896 0.4142 0.4380 0.155 Uiso 1 1 calc R U . . .
H23C H 0.2931 0.4744 0.4053 0.155 Uiso 1 1 calc R U . . .
C24 C 0.0856(6) 0.4776(3) 0.44963(16) 0.1219(19) Uani 1 1 d . . . . .
H24A H 0.0016 0.4789 0.4494 0.183 Uiso 1 1 calc R U . . .
H24B H 0.1160 0.5205 0.4458 0.183 Uiso 1 1 calc R U . . .
H24C H 0.1122 0.4602 0.4784 0.183 Uiso 1 1 calc R U . . .
C25 C -0.1004(4) 0.3939(2) 0.26201(14) 0.0789(11) Uani 1 1 d . . . . .
H25A H -0.1080 0.3515 0.2768 0.095 Uiso 1 1 calc R U . . .
C26 C -0.0434(5) 0.3850(4) 0.2155(2) 0.171(3) Uani 1 1 d . . . . .
H26A H -0.0908 0.3569 0.1969 0.256 Uiso 1 1 calc R U . . .
H26B H 0.0328 0.3662 0.2194 0.256 Uiso 1 1 calc R U . . .
H26C H -0.0360 0.4261 0.2006 0.256 Uiso 1 1 calc R U . . .
C27 C -0.2195(4) 0.4201(3) 0.2533(2) 0.145(2) Uani 1 1 d . . . . .
H27A H -0.2604 0.4246 0.2820 0.218 Uiso 1 1 calc R U . . .
H27B H -0.2618 0.3912 0.2336 0.218 Uiso 1 1 calc R U . . .
H27C H -0.2132 0.4615 0.2387 0.218 Uiso 1 1 calc R U . . .
O1 O -0.3003(3) 0.41645(16) 0.38211(14) 0.1169(12) Uani 1 1 d . . . . .
C28 C -0.2793(6) 0.4828(3) 0.3850(3) 0.173(3) Uani 1 1 d . . . . .
H28A H -0.3105 0.5046 0.3581 0.207 Uiso 1 1 calc R U . . .
H28B H -0.1958 0.4911 0.3866 0.207 Uiso 1 1 calc R U . . .
C29 C -0.3365(8) 0.5060(4) 0.4262(4) 0.202(4) Uani 1 1 d . . . . .
H29A H -0.3774 0.5460 0.4199 0.243 Uiso 1 1 calc R U . . .
H29B H -0.2793 0.5137 0.4502 0.243 Uiso 1 1 calc R U . . .
C30 C -0.4166(7) 0.4577(4) 0.4401(2) 0.152(3) Uani 1 1 d . . . . .
H30A H -0.4027 0.4456 0.4718 0.182 Uiso 1 1 calc R U . . .
H30B H -0.4964 0.4732 0.4373 0.182 Uiso 1 1 calc R U . . .
C31 C -0.3971(5) 0.4023(3) 0.4095(2) 0.132(2) Uani 1 1 d . . . . .
H31A H -0.3827 0.3636 0.4274 0.158 Uiso 1 1 calc R U . . .
H31B H -0.4655 0.3951 0.3904 0.158 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 C3 1.978(3) . ?
Ga1 Cl3 2.1480(11) . ?
Ga1 Cl1 2.1636(12) . ?
Ga1 Cl2 2.1864(12) . ?
N1 C1 1.321(4) . ?
N1 C2 1.380(4) . ?
N1 C16 1.457(3) . ?
N2 C1 1.330(4) . ?
N2 C3 1.404(4) . ?
N2 C4 1.457(4) . ?
C2 C3 1.350(4) . ?
C4 C5 1.387(5) . ?
C4 C9 1.388(5) . ?
C5 C6 1.399(6) . ?
C5 C13 1.510(6) . ?
C6 C7 1.337(7) . ?
C7 C8 1.360(7) . ?
C8 C9 1.420(5) . ?
C9 C10 1.514(6) . ?
C10 C12 1.536(5) . ?
C10 C11 1.528(6) . ?
C13 C14 1.533(6) . ?
C13 C15 1.528(6) . ?
C16 C17 1.398(4) . ?
C16 C21 1.386(4) . ?
C17 C18 1.388(5) . ?
C17 C25 1.515(5) . ?
C18 C19 1.368(5) . ?
C19 C20 1.360(5) . ?
C20 C21 1.387(4) . ?
C21 C22 1.518(5) . ?
C22 C24 1.523(5) . ?
C22 C23 1.523(5) . ?
C25 C27 1.486(6) . ?
C25 C26 1.513(7) . ?
O1 C31 1.393(6) . ?
O1 C28 1.399(7) . ?
C28 C29 1.445(9) . ?
C29 C30 1.415(9) . ?
C30 C31 1.469(8) . ?

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
C3 Ga1 Cl3 113.80(9) . . ?
C3 Ga1 Cl1 114.33(9) . . ?
Cl3 Ga1 Cl1 106.92(5) . . ?
C3 Ga1 Cl2 103.33(9) . . ?
Cl3 Ga1 Cl2 109.21(6) . . ?
Cl1 Ga1 Cl2 109.10(6) . . ?
C1 N1 C2 107.9(2) . . ?
C1 N1 C16 126.0(2) . . ?
C2 N1 C16 126.0(2) . . ?
C1 N2 C3 109.6(2) . . ?
C1 N2 C4 122.4(3) . . ?
C3 N2 C4 128.0(2) . . ?
N1 C1 N2 108.9(3) . . ?
C3 C2 N1 109.4(3) . . ?
C2 C3 N2 104.3(2) . . ?
C2 C3 Ga1 124.3(2) . . ?
N2 C3 Ga1 131.4(2) . . ?
C5 C4 C9 124.8(3) . . ?
C5 C4 N2 118.0(3) . . ?
C9 C4 N2 117.2(3) . . ?
C4 C5 C6 116.4(4) . . ?
C4 C5 C13 123.5(3) . . ?
C6 C5 C13 120.0(4) . . ?
C7 C6 C5 120.6(5) . . ?
C6 C7 C8 122.6(4) . . ?
C7 C8 C9 120.5(4) . . ?
C4 C9 C8 115.0(4) . . ?
C4 C9 C10 123.1(3) . . ?
C8 C9 C10 121.9(4) . . ?
C9 C10 C12 113.8(4) . . ?
C9 C10 C11 110.6(4) . . ?
C12 C10 C11 109.6(4) . . ?
C5 C13 C14 112.8(4) . . ?
C5 C13 C15 110.0(4) . . ?
C14 C13 C15 110.2(4) . . ?
C17 C16 C21 123.8(3) . . ?
C17 C16 N1 118.1(3) . . ?
C21 C16 N1 118.1(3) . . ?
C16 C17 C18 115.7(3) . . ?
C16 C17 C25 123.2(3) . . ?
C18 C17 C25 121.1(3) . . ?
C19 C18 C17 121.7(3) . . ?
C18 C19 C20 121.0(3) . . ?
C19 C20 C21 120.7(4) . . ?
C16 C21 C20 117.1(3) . . ?
C16 C21 C22 123.1(3) . . ?
C20 C21 C22 119.7(3) . . ?
C21 C22 C24 111.6(3) . . ?
C21 C22 C23 111.1(3) . . ?
C24 C22 C23 111.1(4) . . ?
C27 C25 C17 111.9(4) . . ?
C27 C25 C26 106.7(4) . . ?
C17 C25 C26 112.1(4) . . ?
C31 O1 C28 108.0(4) . . ?
O1 C28 C29 107.4(6) . . ?
C28 C29 C30 107.1(6) . . ?
C31 C30 C29 106.3(5) . . ?
O1 C31 C30 107.5(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 C1 N2 -0.4(3) . . . . ?
C16 N1 C1 N2 -177.0(3) . . . . ?
C3 N2 C1 N1 0.5(3) . . . . ?
C4 N2 C1 N1 -178.0(3) . . . . ?
C1 N1 C2 C3 0.2(3) . . . . ?
C16 N1 C2 C3 176.8(3) . . . . ?
N1 C2 C3 N2 0.1(3) . . . . ?
N1 C2 C3 Ga1 -179.3(2) . . . . ?
C1 N2 C3 C2 -0.3(3) . . . . ?
C4 N2 C3 C2 178.0(3) . . . . ?
C1 N2 C3 Ga1 178.9(2) . . . . ?
C4 N2 C3 Ga1 -2.7(4) . . . . ?
C1 N2 C4 C5 85.2(4) . . . . ?
C3 N2 C4 C5 -93.0(4) . . . . ?
C1 N2 C4 C9 -91.6(4) . . . . ?
C3 N2 C4 C9 90.2(4) . . . . ?
C9 C4 C5 C6 0.4(6) . . . . ?
N2 C4 C5 C6 -176.1(3) . . . . ?
C9 C4 C5 C13 179.0(4) . . . . ?
N2 C4 C5 C13 2.4(5) . . . . ?
C4 C5 C6 C7 0.3(7) . . . . ?
C13 C5 C6 C7 -178.3(5) . . . . ?
C5 C6 C7 C8 -0.8(9) . . . . ?
C6 C7 C8 C9 0.5(9) . . . . ?
C5 C4 C9 C8 -0.6(5) . . . . ?
N2 C4 C9 C8 175.9(3) . . . . ?
C5 C4 C9 C10 -178.7(3) . . . . ?
N2 C4 C9 C10 -2.1(5) . . . . ?
C7 C8 C9 C4 0.1(6) . . . . ?
C7 C8 C9 C10 178.2(4) . . . . ?
C4 C9 C10 C12 -148.3(4) . . . . ?
C8 C9 C10 C12 33.8(5) . . . . ?
C4 C9 C10 C11 87.9(5) . . . . ?
C8 C9 C10 C11 -90.1(5) . . . . ?
C4 C5 C13 C14 130.5(4) . . . . ?
C6 C5 C13 C14 -51.0(6) . . . . ?
C4 C5 C13 C15 -106.0(5) . . . . ?
C6 C5 C13 C15 72.5(5) . . . . ?
C1 N1 C16 C17 -79.3(4) . . . . ?
C2 N1 C16 C17 104.6(3) . . . . ?
C1 N1 C16 C21 102.2(4) . . . . ?
C2 N1 C16 C21 -73.8(4) . . . . ?
C21 C16 C17 C18 0.5(5) . . . . ?
N1 C16 C17 C18 -177.8(3) . . . . ?
C21 C16 C17 C25 -178.9(3) . . . . ?
N1 C16 C17 C25 2.8(5) . . . . ?
C16 C17 C18 C19 0.4(5) . . . . ?
C25 C17 C18 C19 179.8(4) . . . . ?
C17 C18 C19 C20 -0.8(6) . . . . ?
C18 C19 C20 C21 0.3(6) . . . . ?
C17 C16 C21 C20 -1.0(5) . . . . ?
N1 C16 C21 C20 177.3(3) . . . . ?
C17 C16 C21 C22 179.1(3) . . . . ?
N1 C16 C21 C22 -2.6(4) . . . . ?
C19 C20 C21 C16 0.5(5) . . . . ?
C19 C20 C21 C22 -179.5(3) . . . . ?
C16 C21 C22 C24 -123.7(4) . . . . ?
C20 C21 C22 C24 56.3(5) . . . . ?
C16 C21 C22 C23 111.6(4) . . . . ?
C20 C21 C22 C23 -68.3(4) . . . . ?
C16 C17 C25 C27 121.0(4) . . . . ?
C18 C17 C25 C27 -58.4(5) . . . . ?
C16 C17 C25 C26 -119.3(5) . . . . ?
C18 C17 C25 C26 61.3(6) . . . . ?
C31 O1 C28 C29 19.9(9) . . . . ?
O1 C28 C29 C30 -15.9(11) . . . . ?
C28 C29 C30 C31 6.1(11) . . . . ?
C28 O1 C31 C30 -16.0(8) . . . . ?
C29 C30 C31 O1 5.9(9) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1 H1A O1 0.93(4) 2.12(4) 3.031(4) 167(3) .

_refine_diff_density_max         0.561
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.052

_shelxl_version_number           2013-3

_database_code_depnum_ccdc_archive 'CCDC 990085'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_j1

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C69 H98 B2 Cl6 Ga2 N4'
_chemical_formula_weight         1357.27

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'
B B 0.0013 0.0007 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   9.4189(15)
_cell_length_b                   20.580(3)
_cell_length_c                   19.841(3)
_cell_angle_alpha                90
_cell_angle_beta                 102.730(3)
_cell_angle_gamma                90
_cell_volume                     3751.4(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7000
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      22.78

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.202
_exptl_crystal_F_000             1428
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.971
_shelx_estimated_absorpt_T_min   0.773
_shelx_estimated_absorpt_T_max   0.909
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5911
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'BRUKER SADABS'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker SMART APEX-II CCD'
_diffrn_measurement_method       'OMEGA SCAN'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            43722
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_av_R_equivalents  0.0555
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.105
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7389
_reflns_number_gt                4510
_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    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.1043P)²+0.9159P] 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         7389
_refine_ls_number_parameters     431
_refine_ls_number_restraints     55
_refine_ls_R_factor_all          0.0994
_refine_ls_R_factor_gt           0.0602
_refine_ls_wR_factor_ref         0.1940
_refine_ls_wR_factor_gt          0.1670
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ga1 Ga 0.01513(18) 0.75284(8) 0.25315(8) 0.0618(6) Uani 0.686(9) 1 d D U P A 1
Cl1 Cl 0.1798(5) 0.68144(16) 0.25693(19) 0.1295(14) Uani 0.686(9) 1 d D U P A 1
Cl2 Cl 0.1101(7) 0.8475(3) 0.2715(5) 0.0913(15) Uani 0.686(9) 1 d D U P A 1
Cl3 Cl -0.1006(5) 0.7321(2) 0.33481(16) 0.1224(13) Uani 0.686(9) 1 d D U P A 1
Ga1' Ga 0.0226(6) 0.7534(2) 0.2491(3) 0.123(3) Uani 0.314(9) 1 d D U P A 2
Cl1' Cl 0.2166(13) 0.7075(11) 0.2267(13) 0.318(9) Uani 0.314(9) 1 d D U P A 2
Cl2' Cl 0.098(2) 0.8492(5) 0.2832(12) 0.105(5) Uani 0.314(9) 1 d D U P A 2
Cl3' Cl -0.028(2) 0.7043(8) 0.3335(6) 0.276(8) Uani 0.314(9) 1 d D U P A 2
N1 N -0.1943(3) 0.69460(12) 0.13048(13) 0.0523(7) Uani 1 1 d . . . . .
N2 N -0.2239(3) 0.79769(12) 0.13089(13) 0.0519(7) Uani 1 1 d . . . . .
C1 C -0.1413(4) 0.74960(13) 0.16426(17) 0.0503(8) Uani 1 1 d . . . . .
C2 C -0.3087(4) 0.70922(16) 0.07756(17) 0.0591(9) Uani 1 1 d . . . . .
H2 H -0.3629 0.6791 0.0475 0.071 Uiso 1 1 calc R U . . .
C3 C -0.3313(4) 0.77404(16) 0.07540(18) 0.0578(8) Uani 1 1 d . . . . .
C4 C -0.2010(4) 0.86672(15) 0.14589(18) 0.0587(9) Uani 1 1 d . . . . .
C5 C -0.1115(5) 0.89962(18) 0.1098(2) 0.0723(11) Uani 1 1 d . . . . .
C6 C -0.0966(6) 0.9663(2) 0.1215(2) 0.0974(16) Uani 1 1 d . . . . .
H6 H -0.0378 0.9903 0.0988 0.117 Uiso 1 1 calc R U . . .
C7 C -0.1663(7) 0.9966(2) 0.1655(3) 0.109(2) Uani 1 1 d . . . . .
H7 H -0.1548 1.0412 0.1723 0.130 Uiso 1 1 calc R U . . .
C8 C -0.2529(6) 0.9631(2) 0.2001(2) 0.0933(15) Uani 1 1 d . . . . .
H8 H -0.3001 0.9855 0.2296 0.112 Uiso 1 1 calc R U . . .
C9 C -0.2725(4) 0.89552(19) 0.1923(2) 0.0716(11) Uani 1 1 d . . . . .
C10 C -0.3632(5) 0.8587(3) 0.2325(3) 0.0957(15) Uani 1 1 d . . . . .
H10 H -0.3411 0.8124 0.2296 0.115 Uiso 1 1 calc R U . . .
C11 C -0.3273(10) 0.8780(4) 0.3081(3) 0.174(3) Uani 1 1 d . . . . .
H11A H -0.3864 0.8533 0.3326 0.261 Uiso 1 1 calc R U . . .
H11B H -0.3463 0.9235 0.3122 0.261 Uiso 1 1 calc R U . . .
H11C H -0.2264 0.8693 0.3275 0.261 Uiso 1 1 calc R U . . .
C12 C -0.5243(7) 0.8679(6) 0.2037(5) 0.223(5) Uani 1 1 d . . . . .
H12A H -0.5781 0.8437 0.2311 0.334 Uiso 1 1 calc R U . . .
H12B H -0.5489 0.8526 0.1569 0.334 Uiso 1 1 calc R U . . .
H12C H -0.5481 0.9132 0.2049 0.334 Uiso 1 1 calc R U . . .
C13 C -0.0349(6) 0.8667(2) 0.0595(3) 0.0967(15) Uani 1 1 d . . . . .
H13 H -0.0647 0.8209 0.0566 0.116 Uiso 1 1 calc R U . . .
C14 C 0.1263(7) 0.8682(6) 0.0848(4) 0.226(6) Uani 1 1 d . . . . .
H14A H 0.1518 0.8492 0.1301 0.339 Uiso 1 1 calc R U . . .
H14B H 0.1596 0.9124 0.0869 0.339 Uiso 1 1 calc R U . . .
H14C H 0.1712 0.8439 0.0538 0.339 Uiso 1 1 calc R U . . .
C15 C -0.0736(11) 0.8939(4) -0.0121(3) 0.176(3) Uani 1 1 d . . . . .
H15A H -0.1773 0.8931 -0.0287 0.264 Uiso 1 1 calc R U . . .
H15B H -0.0286 0.8683 -0.0421 0.264 Uiso 1 1 calc R U . . .
H15C H -0.0395 0.9379 -0.0117 0.264 Uiso 1 1 calc R U . . .
C16 C -0.1327(4) 0.62942(15) 0.14205(17) 0.0570(9) Uani 1 1 d . . . . .
C17 C -0.0273(4) 0.61266(18) 0.10580(19) 0.0673(10) Uani 1 1 d . . . . .
C18 C 0.0281(5) 0.5497(2) 0.1160(2) 0.0872(13) Uani 1 1 d . . . . .
H18 H 0.0996 0.5363 0.0934 0.105 Uiso 1 1 calc R U . . .
C19 C -0.0211(6) 0.5076(2) 0.1588(3) 0.0935(15) Uani 1 1 d . . . . .
H19 H 0.0176 0.4659 0.1646 0.112 Uiso 1 1 calc R U . . .
C20 C -0.1242(6) 0.52486(19) 0.1927(2) 0.0849(13) Uani 1 1 d . . . . .
H20 H -0.1553 0.4948 0.2214 0.102 Uiso 1 1 calc R U . . .
C21 C -0.1863(4) 0.58754(16) 0.18578(18) 0.0642(10) Uani 1 1 d . . . . .
C22 C -0.3057(5) 0.6063(2) 0.2216(2) 0.0790(12) Uani 1 1 d . . . . .
H22 H -0.3050 0.6537 0.2261 0.095 Uiso 1 1 calc R U . . .
C23 C -0.4555(6) 0.5861(3) 0.1774(3) 0.1155(17) Uani 1 1 d . . . . .
H23A H -0.4684 0.6050 0.1322 0.173 Uiso 1 1 calc R U . . .
H23B H -0.5310 0.6013 0.1990 0.173 Uiso 1 1 calc R U . . .
H23C H -0.4603 0.5397 0.1735 0.173 Uiso 1 1 calc R U . . .
C24 C -0.2855(7) 0.5772(3) 0.2943(2) 0.123(2) Uani 1 1 d . . . . .
H24A H -0.3626 0.5919 0.3152 0.185 Uiso 1 1 calc R U . . .
H24B H -0.1936 0.5908 0.3220 0.185 Uiso 1 1 calc R U . . .
H24C H -0.2878 0.5306 0.2913 0.185 Uiso 1 1 calc R U . . .
C25 C 0.0230(5) 0.6578(2) 0.0559(3) 0.0920(14) Uani 1 1 d . . . . .
H25 H -0.0099 0.7018 0.0638 0.110 Uiso 1 1 calc R U . . .
C26 C 0.1893(7) 0.6592(4) 0.0668(4) 0.173(3) Uani 1 1 d . . . . .
H26A H 0.2165 0.6885 0.0341 0.260 Uiso 1 1 calc R U . . .
H26B H 0.2243 0.6164 0.0602 0.260 Uiso 1 1 calc R U . . .
H26C H 0.2314 0.6737 0.1128 0.260 Uiso 1 1 calc R U . . .
C27 C -0.0441(8) 0.6392(4) -0.0176(3) 0.142(3) Uani 1 1 d . . . . .
H27A H -0.0126 0.6691 -0.0485 0.213 Uiso 1 1 calc R U . . .
H27B H -0.1483 0.6408 -0.0249 0.213 Uiso 1 1 calc R U . . .
H27C H -0.0144 0.5960 -0.0264 0.213 Uiso 1 1 calc R U . . .
B1 B -0.4498(5) 0.8109(2) 0.0201(2) 0.0745(13) Uani 1 1 d . . . . .
C28 C -0.4831(10) 0.7641(4) -0.0939(5) 0.174(3) Uani 1 1 d . . . . .
H28A H -0.5411 0.7377 -0.1294 0.262 Uiso 1 1 calc R U . . .
H28B H -0.3876 0.7455 -0.0799 0.262 Uiso 1 1 calc R U . . .
H28C H -0.4756 0.8072 -0.1113 0.262 Uiso 1 1 calc R U . . .
C29 C -0.5504(7) 0.7668(3) -0.0354(3) 0.1118(19) Uani 1 1 d . . . . .
H29A H -0.5582 0.7236 -0.0170 0.134 Uiso 1 1 calc R U . . .
H29B H -0.6472 0.7854 -0.0488 0.134 Uiso 1 1 calc R U . . .
C30 C -0.5784(8) 0.9167(3) -0.0390(3) 0.160(3) Uani 1 1 d . . . . .
H30A H -0.5765 0.9628 -0.0315 0.240 Uiso 1 1 calc R U . . .
H30B H -0.6749 0.9005 -0.0411 0.240 Uiso 1 1 calc R U . . .
H30C H -0.5506 0.9074 -0.0817 0.240 Uiso 1 1 calc R U . . .
C31 C -0.4738(6) 0.8841(2) 0.0195(3) 0.124(2) Uani 1 1 d . . . . .
H31A H -0.3796 0.9044 0.0226 0.149 Uiso 1 1 calc R U . . .
H31B H -0.5045 0.8950 0.0616 0.149 Uiso 1 1 calc R U . . .
C32 C -0.4439(13) 0.4639(6) 0.0380(7) 0.117(6) Uani 0.5 1 d DG . P B -1
C33 C -0.3702(12) 0.5115(6) 0.0096(8) 0.084(4) Uani 0.5 1 d G . P B -1
H33 H -0.2690 0.5118 0.0195 0.100 Uiso 0.5 1 calc R U P B -1
C34A C -0.448(2) 0.5585(5) -0.0338(8) 0.156(9) Uani 0.5 1 d G . P B -1
H34A H -0.3984 0.5903 -0.0529 0.187 Uiso 0.5 1 calc R U P B -1
C32A C -0.599(2) 0.5579(9) -0.0487(10) 0.170(13) Uani 0.5 1 d G . P B -1
H32A H -0.6509 0.5894 -0.0777 0.204 Uiso 0.5 1 calc R U P B -1
C33A C -0.6728(12) 0.5104(11) -0.0202(11) 0.199(17) Uani 0.5 1 d G . P B -1
H33A H -0.7740 0.5100 -0.0301 0.238 Uiso 0.5 1 calc R U P B -1
C34 C -0.5952(13) 0.4634(9) 0.0232(9) 0.192(13) Uani 0.5 1 d G . P B -1
H34 H -0.6445 0.4316 0.0422 0.231 Uiso 0.5 1 calc R U P B -1
C35 C -0.365(3) 0.4149(10) 0.0854(12) 0.205(13) Uani 0.5 1 d D . P B -1
H35A H -0.4328 0.3858 0.0991 0.308 Uiso 0.5 1 calc R U P B -1
H35B H -0.3077 0.4360 0.1256 0.308 Uiso 0.5 1 calc R U P B -1
H35C H -0.3016 0.3909 0.0626 0.308 Uiso 0.5 1 calc R U P B -1


_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 C1 2.035(4) . ?
Ga1 Cl3 2.185(3) . ?
Ga1 Cl1 2.126(3) . ?
Ga1 Cl2 2.141(4) . ?
Ga1' Cl1' 2.189(10) . ?
Ga1' C1 2.019(5) . ?
Ga1' Cl2' 2.154(11) . ?
Ga1' Cl3' 2.100(10) . ?
N1 C1 1.354(4) . ?
N1 C2 1.362(4) . ?
N1 C16 1.459(4) . ?
N2 C1 1.341(4) . ?
N2 C3 1.408(4) . ?
N2 C4 1.458(4) . ?
C2 C3 1.350(5) . ?
C3 B1 1.576(5) . ?
C4 C9 1.388(5) . ?
C4 C5 1.396(5) . ?
C5 C6 1.393(6) . ?
C5 C13 1.513(6) . ?
C6 C7 1.355(7) . ?
C7 C8 1.363(7) . ?
C8 C9 1.408(6) . ?
C9 C10 1.496(6) . ?
C10 C11 1.517(7) . ?
C10 C12 1.511(8) . ?
C13 C14 1.491(8) . ?
C13 C15 1.497(7) . ?
C16 C21 1.394(5) . ?
C16 C17 1.392(5) . ?
C17 C18 1.394(5) . ?
C17 C25 1.508(6) . ?
C18 C19 1.364(6) . ?
C19 C20 1.347(7) . ?
C20 C21 1.410(5) . ?
C21 C22 1.507(6) . ?
C22 C24 1.536(6) . ?
C22 C23 1.544(6) . ?
C25 C27 1.506(7) . ?
C25 C26 1.534(8) . ?
B1 C31 1.524(6) . ?
B1 C29 1.572(7) . ?
C28 C29 1.441(9) . ?
C30 C31 1.503(6) . ?
C32 C33 1.3900 . ?
C32 C34 1.3900 . ?
C32 C35 1.466(16) . ?
C33 C34A 1.3900 . ?
C34A C32A 1.3900 . ?
C32A C33A 1.3900 . ?
C33A C34 1.3900 . ?

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
C1 Ga1 Cl3 104.61(16) . . ?
C1 Ga1 Cl1 113.03(15) . . ?
Cl3 Ga1 Cl1 108.53(15) . . ?
C1 Ga1 Cl2 111.9(2) . . ?
Cl3 Ga1 Cl2 108.1(3) . . ?
Cl1 Ga1 Cl2 110.4(2) . . ?
Cl1' Ga1' C1 109.5(4) . . ?
Cl1' Ga1' Cl2' 103.0(7) . . ?
C1 Ga1' Cl2' 115.9(5) . . ?
Cl1' Ga1' Cl3' 107.6(6) . . ?
C1 Ga1' Cl3' 112.3(4) . . ?
Cl2' Ga1' Cl3' 108.0(7) . . ?
C1 N1 C2 109.9(3) . . ?
C1 N1 C16 126.9(3) . . ?
C2 N1 C16 122.9(3) . . ?
C1 N2 C3 111.7(3) . . ?
C1 N2 C4 125.1(3) . . ?
C3 N2 C4 123.0(3) . . ?
N2 C1 N1 105.2(3) . . ?
N2 C1 Ga1 129.4(2) . . ?
N1 C1 Ga1 125.0(2) . . ?
N2 C1 Ga1' 129.6(2) . . ?
N1 C1 Ga1' 125.2(2) . . ?
N1 C2 C3 109.6(3) . . ?
C2 C3 N2 103.6(3) . . ?
C2 C3 B1 125.5(3) . . ?
N2 C3 B1 130.9(3) . . ?
C9 C4 C5 124.7(3) . . ?
C9 C4 N2 118.7(3) . . ?
C5 C4 N2 116.5(3) . . ?
C6 C5 C4 116.2(4) . . ?
C6 C5 C13 120.5(4) . . ?
C4 C5 C13 123.4(3) . . ?
C7 C6 C5 121.1(5) . . ?
C6 C7 C8 121.3(4) . . ?
C7 C8 C9 121.5(5) . . ?
C4 C9 C8 115.1(4) . . ?
C4 C9 C10 123.7(4) . . ?
C8 C9 C10 121.2(4) . . ?
C9 C10 C11 111.5(5) . . ?
C9 C10 C12 112.3(5) . . ?
C11 C10 C12 109.1(6) . . ?
C14 C13 C15 109.2(6) . . ?
C14 C13 C5 111.5(5) . . ?
C15 C13 C5 114.0(5) . . ?
C21 C16 C17 124.5(3) . . ?
C21 C16 N1 118.7(3) . . ?
C17 C16 N1 116.8(3) . . ?
C16 C17 C18 116.2(4) . . ?
C16 C17 C25 123.3(3) . . ?
C18 C17 C25 120.4(4) . . ?
C19 C18 C17 121.0(4) . . ?
C20 C19 C18 121.6(4) . . ?
C19 C20 C21 121.4(4) . . ?
C16 C21 C20 115.3(4) . . ?
C16 C21 C22 123.1(3) . . ?
C20 C21 C22 121.6(4) . . ?
C24 C22 C21 113.1(4) . . ?
C24 C22 C23 109.7(4) . . ?
C21 C22 C23 110.3(3) . . ?
C17 C25 C27 110.7(4) . . ?
C17 C25 C26 112.2(5) . . ?
C27 C25 C26 109.8(5) . . ?
C31 B1 C3 124.2(4) . . ?
C31 B1 C29 119.9(4) . . ?
C3 B1 C29 115.8(4) . . ?
C28 C29 B1 106.4(6) . . ?
B1 C31 C30 121.1(5) . . ?
C33 C32 C34 120.0 . . ?
C33 C32 C35 121.0(15) . . ?
C34 C32 C35 118.9(15) . . ?
C34A C33 C32 120.0 . . ?
C33 C34A C32A 120.0 . . ?
C34A C32A C33A 120.0 . . ?
C32A C33A C34 120.0 . . ?
C33A C34 C32 120.0 . . ?

_refine_diff_density_max         1.068
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.079

_shelxl_version_number           2013-4

_database_code_depnum_ccdc_archive 'CCDC 1003828'
