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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_compound1
_database_code_depnum_ccdc_archive 'CCDC 1510775'
_audit_update_record             
;
2016-10-20 deposited with the CCDC.
2016-11-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H44 Al B Br2 N2 O'
_chemical_formula_weight         646.28

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'
Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   14.1479(7)
_cell_length_b                   12.1971(7)
_cell_length_c                   19.3891(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.086(6)
_cell_angle_gamma                90.00
_cell_volume                     3294.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    6455
_cell_measurement_theta_min      2.92
_cell_measurement_theta_max      26.00

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1336
_exptl_absorpt_coefficient_mu    2.511
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.701
_exptl_absorpt_correction_T_max  0.787
_exptl_absorpt_process_details   'Sortav (Blessing)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Apex X8'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15151
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_av_sigmaI/netI    0.0575
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.92
_diffrn_reflns_theta_max         26.00
_reflns_number_total             6455
_reflns_number_gt                4717
_reflns_threshold_expression     >2sigma(I)

_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-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0314P)²+1.1598P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6455
_refine_ls_number_parameters     350
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0686
_refine_ls_R_factor_gt           0.0379
_refine_ls_wR_factor_ref         0.0831
_refine_ls_wR_factor_gt          0.0739
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.54425(2) 0.85974(2) 0.139631(19) 0.04193(11) Uani 1 1 d . . .
Al1 Al 0.62094(5) 1.01186(7) 0.19551(4) 0.02397(19) Uani 1 1 d . . .
O1 O 0.53873(12) 1.12372(15) 0.15401(10) 0.0271(4) Uani 1 1 d . . .
N1 N 0.81322(14) 1.13022(17) 0.16337(11) 0.0211(5) Uani 1 1 d . . .
C27 C 0.5266(2) 1.1476(3) 0.07829(15) 0.0370(8) Uani 1 1 d . . .
H27A H 0.5001 1.0835 0.0501 0.044 Uiso 1 1 calc R . .
H27B H 0.5884 1.1687 0.0648 0.044 Uiso 1 1 calc R . .
Br2 Br 0.59521(2) 1.02198(3) 0.310096(17) 0.04489(11) Uani 1 1 d . . .
N2 N 0.84533(15) 0.96760(17) 0.21778(11) 0.0219(5) Uani 1 1 d . . .
C11 C 0.8365(2) 1.3462(3) 0.26549(17) 0.0390(8) Uani 1 1 d . . .
H11A H 0.8835 1.2929 0.2544 0.058 Uiso 1 1 calc R . .
H11B H 0.8389 1.3485 0.3163 0.058 Uiso 1 1 calc R . .
H11C H 0.8516 1.4189 0.2489 0.058 Uiso 1 1 calc R . .
C4 C 0.7707(2) 1.2127(3) 0.04774(15) 0.0342(7) Uani 1 1 d . . .
C12 C 0.8131(2) 1.1146(3) 0.01524(17) 0.0484(9) Uani 1 1 d . . .
H12 H 0.8409 1.0643 0.0543 0.058 Uiso 1 1 calc R . .
C13 C 0.8949(3) 1.1496(4) -0.0222(2) 0.0888(17) Uani 1 1 d . . .
H13A H 0.8703 1.2013 -0.0598 0.133 Uiso 1 1 calc R . .
H13B H 0.9210 1.0849 -0.0422 0.133 Uiso 1 1 calc R . .
H13C H 0.9456 1.1849 0.0113 0.133 Uiso 1 1 calc R . .
C14 C 0.7365(3) 1.0514(4) -0.0332(2) 0.0851(16) Uani 1 1 d . . .
H14A H 0.6872 1.0265 -0.0070 0.128 Uiso 1 1 calc R . .
H14B H 0.7656 0.9877 -0.0521 0.128 Uiso 1 1 calc R . .
H14C H 0.7070 1.0989 -0.0718 0.128 Uiso 1 1 calc R . .
C6 C 0.6863(3) 1.3844(3) 0.0350(2) 0.0560(10) Uani 1 1 d . . .
H6 H 0.6570 1.4419 0.0057 0.067 Uiso 1 1 calc R . .
C5 C 0.7268(3) 1.2979(3) 0.00624(18) 0.0518(10) Uani 1 1 d . . .
H5 H 0.7249 1.2958 -0.0430 0.062 Uiso 1 1 calc R . .
C29 C 0.3914(2) 1.2179(3) 0.1187(2) 0.0556(10) Uani 1 1 d . . .
H29A H 0.3397 1.1673 0.0974 0.067 Uiso 1 1 calc R . .
H29B H 0.3619 1.2860 0.1328 0.067 Uiso 1 1 calc R . .
C15 C 0.84347(17) 0.8617(2) 0.24998(14) 0.0216(6) Uani 1 1 d . . .
C30 C 0.4531(2) 1.1655(2) 0.18059(18) 0.0398(8) Uani 1 1 d . . .
H30A H 0.4722 1.2198 0.2184 0.048 Uiso 1 1 calc R . .
H30B H 0.4185 1.1046 0.1990 0.048 Uiso 1 1 calc R . .
C26 C 0.9032(2) 0.7873(3) 0.10300(17) 0.0431(8) Uani 1 1 d . . .
H26A H 0.9383 0.8506 0.1257 0.065 Uiso 1 1 calc R . .
H26B H 0.8927 0.7969 0.0520 0.065 Uiso 1 1 calc R . .
H26C H 0.9408 0.7205 0.1157 0.065 Uiso 1 1 calc R . .
C10 C 0.6611(2) 1.3890(3) 0.25172(19) 0.0511(10) Uani 1 1 d . . .
H10A H 0.6765 1.4650 0.2416 0.077 Uiso 1 1 calc R . .
H10B H 0.6618 1.3808 0.3021 0.077 Uiso 1 1 calc R . .
H10C H 0.5972 1.3706 0.2259 0.077 Uiso 1 1 calc R . .
C23 C 1.0021(2) 0.9525(3) 0.39527(18) 0.0481(9) Uani 1 1 d . . .
H23A H 1.0205 0.8872 0.4239 0.072 Uiso 1 1 calc R . .
H23B H 1.0202 1.0184 0.4234 0.072 Uiso 1 1 calc R . .
H23C H 1.0352 0.9522 0.3549 0.072 Uiso 1 1 calc R . .
C9 C 0.7355(2) 1.3122(2) 0.22926(15) 0.0298(7) Uani 1 1 d . . .
H9 H 0.7230 1.2368 0.2457 0.036 Uiso 1 1 calc R . .
C20 C 0.86364(18) 0.8531(2) 0.32347(14) 0.0250(6) Uani 1 1 d . . .
C19 C 0.85902(19) 0.7495(2) 0.35297(15) 0.0282(6) Uani 1 1 d . . .
H19 H 0.8727 0.7416 0.4025 0.034 Uiso 1 1 calc R . .
B1 B 0.7666(2) 1.0373(2) 0.18847(16) 0.0212(7) Uani 1 1 d . . .
C16 C 0.82100(18) 0.7689(2) 0.20715(14) 0.0243(6) Uani 1 1 d . . .
C25 C 0.7483(2) 0.6836(2) 0.08901(16) 0.0361(7) Uani 1 1 d . . .
H25A H 0.7853 0.6155 0.0973 0.054 Uiso 1 1 calc R . .
H25B H 0.7350 0.6993 0.0387 0.054 Uiso 1 1 calc R . .
H25C H 0.6877 0.6755 0.1063 0.054 Uiso 1 1 calc R . .
C24 C 0.8059(2) 0.7775(2) 0.12745(15) 0.0289(7) Uani 1 1 d . . .
H24 H 0.7696 0.8468 0.1138 0.035 Uiso 1 1 calc R . .
C18 C 0.8349(2) 0.6582(2) 0.31158(16) 0.0306(7) Uani 1 1 d . . .
H18 H 0.8308 0.5885 0.3328 0.037 Uiso 1 1 calc R . .
C8 C 0.73059(18) 1.3072(2) 0.15075(15) 0.0253(6) Uani 1 1 d . . .
C21 C 0.8930(2) 0.9522(2) 0.36945(15) 0.0333(7) Uani 1 1 d . . .
H21 H 0.8759 1.0195 0.3405 0.040 Uiso 1 1 calc R . .
C7 C 0.6876(2) 1.3891(2) 0.10627(19) 0.0406(8) Uani 1 1 d . . .
H7 H 0.6585 1.4496 0.1253 0.049 Uiso 1 1 calc R . .
C28 C 0.4566(2) 1.2423(3) 0.0689(2) 0.0599(11) Uani 1 1 d . . .
H28A H 0.4903 1.3129 0.0803 0.072 Uiso 1 1 calc R . .
H28B H 0.4209 1.2453 0.0202 0.072 Uiso 1 1 calc R . .
C17 C 0.8166(2) 0.6677(2) 0.23952(15) 0.0288(7) Uani 1 1 d . . .
H17 H 0.8009 0.6041 0.2116 0.035 Uiso 1 1 calc R . .
C22 C 0.8407(2) 0.9574(3) 0.43219(16) 0.0456(9) Uani 1 1 d . . .
H22A H 0.7714 0.9519 0.4157 0.068 Uiso 1 1 calc R . .
H22B H 0.8554 1.0271 0.4568 0.068 Uiso 1 1 calc R . .
H22C H 0.8620 0.8965 0.4642 0.068 Uiso 1 1 calc R . .
C3 C 0.77150(18) 1.2188(2) 0.11995(14) 0.0224(6) Uani 1 1 d . . .
C2 C 0.9318(2) 1.0189(2) 0.21078(16) 0.0271(7) Uani 1 1 d . . .
C1 C 0.91296(19) 1.1144(2) 0.17861(16) 0.0278(7) Uani 1 1 d . . .
H2 H 0.9873(19) 0.988(2) 0.2270(13) 0.017(7) Uiso 1 1 d . . .
H1 H 0.9535(19) 1.164(2) 0.1653(13) 0.023(7) Uiso 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Al1 2.3199(9) . ?
Al1 O1 1.8798(19) . ?
Al1 B1 2.113(3) . ?
Al1 Br2 2.3168(9) . ?
O1 C27 1.477(3) . ?
O1 C30 1.487(3) . ?
N1 C1 1.403(3) . ?
N1 C3 1.432(3) . ?
N1 B1 1.438(4) . ?
C27 C28 1.511(4) . ?
N2 C2 1.402(3) . ?
N2 C15 1.436(3) . ?
N2 B1 1.437(4) . ?
C11 C9 1.535(4) . ?
C4 C5 1.392(5) . ?
C4 C3 1.400(4) . ?
C4 C12 1.523(4) . ?
C12 C14 1.515(5) . ?
C12 C13 1.531(4) . ?
C6 C5 1.366(5) . ?
C6 C7 1.380(5) . ?
C29 C28 1.479(5) . ?
C29 C30 1.497(5) . ?
C15 C16 1.407(4) . ?
C15 C20 1.407(4) . ?
C26 C24 1.537(4) . ?
C10 C9 1.528(4) . ?
C23 C21 1.538(4) . ?
C9 C8 1.513(4) . ?
C20 C19 1.393(4) . ?
C20 C21 1.516(4) . ?
C19 C18 1.381(4) . ?
C16 C17 1.391(4) . ?
C16 C24 1.526(4) . ?
C25 C24 1.523(4) . ?
C18 C17 1.381(4) . ?
C8 C7 1.389(4) . ?
C8 C3 1.405(4) . ?
C21 C22 1.531(4) . ?
C2 C1 1.326(4) . ?

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 Al1 B1 113.79(10) . . ?
O1 Al1 Br2 100.51(6) . . ?
B1 Al1 Br2 111.91(9) . . ?
O1 Al1 Br1 100.19(7) . . ?
B1 Al1 Br1 117.98(9) . . ?
Br2 Al1 Br1 110.57(3) . . ?
C27 O1 C30 108.5(2) . . ?
C27 O1 Al1 121.61(15) . . ?
C30 O1 Al1 125.50(17) . . ?
C1 N1 C3 121.5(2) . . ?
C1 N1 B1 108.9(2) . . ?
C3 N1 B1 128.9(2) . . ?
O1 C27 C28 103.3(2) . . ?
C2 N2 C15 121.7(2) . . ?
C2 N2 B1 109.1(2) . . ?
C15 N2 B1 129.2(2) . . ?
C5 C4 C3 117.6(3) . . ?
C5 C4 C12 121.0(3) . . ?
C3 C4 C12 121.4(3) . . ?
C14 C12 C4 111.4(3) . . ?
C14 C12 C13 111.5(3) . . ?
C4 C12 C13 111.3(3) . . ?
C5 C6 C7 120.5(3) . . ?
C6 C5 C4 121.2(3) . . ?
C28 C29 C30 105.5(3) . . ?
C16 C15 C20 121.5(2) . . ?
C16 C15 N2 119.1(2) . . ?
C20 C15 N2 119.4(2) . . ?
O1 C30 C29 105.3(2) . . ?
C8 C9 C10 113.5(3) . . ?
C8 C9 C11 110.3(2) . . ?
C10 C9 C11 109.7(2) . . ?
C19 C20 C15 117.9(2) . . ?
C19 C20 C21 120.6(3) . . ?
C15 C20 C21 121.5(2) . . ?
C18 C19 C20 121.2(3) . . ?
N2 B1 N1 103.4(2) . . ?
N2 B1 Al1 125.80(19) . . ?
N1 B1 Al1 130.4(2) . . ?
C17 C16 C15 118.1(3) . . ?
C17 C16 C24 120.6(2) . . ?
C15 C16 C24 121.3(2) . . ?
C25 C24 C16 114.3(2) . . ?
C25 C24 C26 109.8(2) . . ?
C16 C24 C26 110.1(2) . . ?
C17 C18 C19 120.2(3) . . ?
C7 C8 C3 117.2(3) . . ?
C7 C8 C9 122.2(3) . . ?
C3 C8 C9 120.6(2) . . ?
C20 C21 C22 112.3(2) . . ?
C20 C21 C23 110.5(2) . . ?
C22 C21 C23 109.8(3) . . ?
C6 C7 C8 121.3(3) . . ?
C29 C28 C27 103.7(3) . . ?
C18 C17 C16 121.1(3) . . ?
C4 C3 C8 122.3(3) . . ?
C4 C3 N1 118.5(2) . . ?
C8 C3 N1 119.1(2) . . ?
C1 C2 N2 109.3(3) . . ?
C2 C1 N1 109.4(2) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.577
_refine_diff_density_min         -0.418
_refine_diff_density_rms         0.068
####################################################################### 
# 
# 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_cmpd2
_database_code_depnum_ccdc_archive 'CCDC 1510776'
_audit_update_record             
;
2016-10-20 deposited with the CCDC.
2016-11-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H44 B Cl2 Ga N2 O'
_chemical_formula_weight         600.10

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)

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

_cell_length_a                   10.2077(10)
_cell_length_b                   12.3372(11)
_cell_length_c                   13.3681(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.068(11)
_cell_angle_gamma                90.00
_cell_volume                     1617.7(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    5006
_cell_measurement_theta_min      2.07
_cell_measurement_theta_max      29.17

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             632
_exptl_absorpt_coefficient_mu    1.039
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.755
_exptl_absorpt_correction_T_max  0.859
_exptl_absorpt_process_details   'Sortav (Blessing)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Apex X8'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13178
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_av_sigmaI/netI    0.0470
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.94
_diffrn_reflns_theta_max         25.50
_reflns_number_total             5768
_reflns_number_gt                5327
_reflns_threshold_expression     >2sigma(I)

_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-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0407P)²+0.1562P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.003(9)
_refine_ls_number_reflns         5768
_refine_ls_number_parameters     350
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0338
_refine_ls_wR_factor_ref         0.0830
_refine_ls_wR_factor_gt          0.0783
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.099
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ga1 Ga 0.68008(3) 0.91996(2) 0.12262(2) 0.02628(10) Uani 1 1 d . . .
Cl2 Cl 0.72664(8) 1.05074(7) 0.02457(7) 0.0349(2) Uani 1 1 d . . .
Cl1 Cl 0.46282(8) 0.93894(8) 0.11614(8) 0.0482(3) Uani 1 1 d . . .
N1 N 0.8994(3) 0.7929(2) 0.29816(19) 0.0262(6) Uani 1 1 d . . .
N2 N 0.8497(3) 0.95732(19) 0.3528(2) 0.0284(6) Uani 1 1 d . . .
C13 C 0.9754(4) 0.8081(3) 0.4021(3) 0.0317(8) Uani 1 1 d . . .
C14 C 0.9445(3) 0.9059(3) 0.4340(2) 0.0330(8) Uani 1 1 d . . .
C20 C 0.8482(3) 1.1545(3) 0.3284(2) 0.0300(7) Uani 1 1 d . . .
C15 C 0.7957(3) 1.0637(3) 0.3668(2) 0.0310(7) Uani 1 1 d . . .
C16 C 0.6953(4) 1.0702(3) 0.4194(3) 0.0374(8) Uani 1 1 d . . .
B1 B 0.8185(4) 0.8879(3) 0.2643(3) 0.0260(8) Uani 1 1 d . . .
C1 C 0.9168(3) 0.6984(2) 0.2393(2) 0.0254(7) Uani 1 1 d . . .
C17 C 0.6497(4) 1.1742(3) 0.4357(3) 0.0418(9) Uani 1 1 d . . .
H17 H 0.5817 1.1816 0.4714 0.050 Uiso 1 1 calc R . .
C18 C 0.7003(4) 1.2649(3) 0.4017(3) 0.0422(9) Uani 1 1 d . . .
H18 H 0.6697 1.3344 0.4161 0.051 Uiso 1 1 calc R . .
C6 C 1.0332(4) 0.6912(3) 0.2037(3) 0.0338(8) Uani 1 1 d . . .
C2 C 0.8148(3) 0.6174(3) 0.2173(2) 0.0300(7) Uani 1 1 d . . .
C19 C 0.7962(4) 1.2564(3) 0.3462(3) 0.0374(8) Uani 1 1 d . . .
H19 H 0.8274 1.3200 0.3199 0.045 Uiso 1 1 calc R . .
C10 C 0.6900(3) 0.6254(3) 0.2589(3) 0.0367(8) Uani 1 1 d . . .
H10 H 0.6519 0.7003 0.2444 0.044 Uiso 1 1 calc R . .
C7 C 1.1397(4) 0.7817(3) 0.2241(3) 0.0401(8) Uani 1 1 d . . .
H7 H 1.1337 0.8223 0.2874 0.048 Uiso 1 1 calc R . .
C5 C 1.0452(4) 0.6015(3) 0.1439(3) 0.0463(10) Uani 1 1 d . . .
H5 H 1.1238 0.5943 0.1195 0.056 Uiso 1 1 calc R . .
C21 C 0.9578(4) 1.1453(3) 0.2707(3) 0.0340(8) Uani 1 1 d . . .
H21 H 0.9399 1.0767 0.2294 0.041 Uiso 1 1 calc R . .
C3 C 0.8325(4) 0.5307(3) 0.1564(3) 0.0390(8) Uani 1 1 d . . .
H3 H 0.7652 0.4754 0.1398 0.047 Uiso 1 1 calc R . .
C11 C 0.7294(4) 0.6079(4) 0.3771(3) 0.0503(10) Uani 1 1 d . . .
H11A H 0.7784 0.5390 0.3941 0.075 Uiso 1 1 calc R . .
H11B H 0.6468 0.6060 0.4008 0.075 Uiso 1 1 calc R . .
H11C H 0.7882 0.6674 0.4117 0.075 Uiso 1 1 calc R . .
C22 C 1.0991(4) 1.1351(4) 0.3470(3) 0.0478(10) Uani 1 1 d . . .
H22A H 1.1188 1.1999 0.3911 0.072 Uiso 1 1 calc R . .
H22B H 1.1674 1.1280 0.3083 0.072 Uiso 1 1 calc R . .
H22C H 1.1021 1.0709 0.3907 0.072 Uiso 1 1 calc R . .
C23 C 0.9543(4) 1.2382(3) 0.1934(3) 0.0479(10) Uani 1 1 d . . .
H23A H 0.8602 1.2503 0.1516 0.072 Uiso 1 1 calc R . .
H23B H 1.0108 1.2191 0.1475 0.072 Uiso 1 1 calc R . .
H23C H 0.9898 1.3045 0.2318 0.072 Uiso 1 1 calc R . .
C24 C 0.6317(5) 0.9708(3) 0.4550(3) 0.0570(12) Uani 1 1 d . . .
H24 H 0.6625 0.9059 0.4229 0.068 Uiso 1 1 calc R . .
O1 O 0.6609(2) 0.7984(2) 0.01972(19) 0.0391(6) Uani 1 1 d . . .
C12 C 0.5772(4) 0.5451(3) 0.2074(4) 0.0530(10) Uani 1 1 d . . .
H12A H 0.5505 0.5562 0.1318 0.079 Uiso 1 1 calc R . .
H12B H 0.4981 0.5568 0.2341 0.079 Uiso 1 1 calc R . .
H12C H 0.6107 0.4709 0.2231 0.079 Uiso 1 1 calc R . .
C9 C 1.2859(4) 0.7361(4) 0.2452(3) 0.0549(11) Uani 1 1 d . . .
H9A H 1.2971 0.7027 0.1815 0.082 Uiso 1 1 calc R . .
H9B H 1.3015 0.6817 0.3006 0.082 Uiso 1 1 calc R . .
H9C H 1.3519 0.7952 0.2667 0.082 Uiso 1 1 calc R . .
C8 C 1.1114(4) 0.8609(3) 0.1338(4) 0.0554(11) Uani 1 1 d . . .
H8A H 1.1187 0.8232 0.0710 0.083 Uiso 1 1 calc R . .
H8B H 1.1779 0.9201 0.1503 0.083 Uiso 1 1 calc R . .
H8C H 1.0192 0.8905 0.1218 0.083 Uiso 1 1 calc R . .
C30 C 0.7614(4) 0.7785(4) -0.0355(4) 0.0619(12) Uani 1 1 d . . .
H30A H 0.8400 0.7382 0.0088 0.074 Uiso 1 1 calc R . .
H30B H 0.7945 0.8476 -0.0572 0.074 Uiso 1 1 calc R . .
C4 C 0.9460(4) 0.5230(3) 0.1193(3) 0.0471(10) Uani 1 1 d . . .
H4 H 0.9553 0.4633 0.0769 0.057 Uiso 1 1 calc R . .
C25 C 0.4740(5) 0.9730(4) 0.4176(4) 0.0757(15) Uani 1 1 d . . .
H25A H 0.4401 1.0334 0.4511 0.114 Uiso 1 1 calc R . .
H25B H 0.4379 0.9046 0.4362 0.114 Uiso 1 1 calc R . .
H25C H 0.4442 0.9825 0.3419 0.114 Uiso 1 1 calc R . .
C26 C 0.6827(6) 0.9571(4) 0.5740(4) 0.0827(17) Uani 1 1 d . . .
H26A H 0.7826 0.9559 0.5957 0.124 Uiso 1 1 calc R . .
H26B H 0.6478 0.8889 0.5942 0.124 Uiso 1 1 calc R . .
H26C H 0.6502 1.0178 0.6080 0.124 Uiso 1 1 calc R . .
C27 C 0.5320(5) 0.7518(5) -0.0394(5) 0.095(2) Uani 1 1 d . . .
H27A H 0.5154 0.6821 -0.0083 0.114 Uiso 1 1 calc R . .
H27B H 0.4559 0.8018 -0.0403 0.114 Uiso 1 1 calc R . .
C28 C 0.5432(6) 0.7350(4) -0.1439(4) 0.0832(17) Uani 1 1 d U . .
H28A H 0.5146 0.8005 -0.1873 0.100 Uiso 1 1 calc R . .
H28B H 0.4869 0.6728 -0.1776 0.100 Uiso 1 1 calc R . .
C29 C 0.6897(7) 0.7129(6) -0.1279(5) 0.112(2) Uani 1 1 d U . .
H29A H 0.7187 0.7348 -0.1898 0.134 Uiso 1 1 calc R . .
H29B H 0.7093 0.6348 -0.1147 0.134 Uiso 1 1 calc R . .
H14 H 0.981(4) 0.935(3) 0.500(3) 0.046(10) Uiso 1 1 d . . .
H13 H 1.041(3) 0.753(3) 0.439(3) 0.033(9) Uiso 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ga1 O1 2.008(2) . ?
Ga1 B1 2.064(4) . ?
Ga1 Cl1 2.2078(8) . ?
Ga1 Cl2 2.2118(9) . ?
N1 C13 1.404(4) . ?
N1 B1 1.433(4) . ?
N1 C1 1.445(4) . ?
N2 C14 1.392(4) . ?
N2 B1 1.423(4) . ?
N2 C15 1.456(4) . ?
C13 C14 1.346(5) . ?
C20 C15 1.399(5) . ?
C20 C19 1.410(5) . ?
C20 C21 1.529(5) . ?
C15 C16 1.396(5) . ?
C16 C17 1.403(5) . ?
C16 C24 1.524(5) . ?
C1 C6 1.399(5) . ?
C1 C2 1.414(4) . ?
C17 C18 1.362(5) . ?
C18 C19 1.387(5) . ?
C6 C5 1.390(5) . ?
C6 C7 1.530(5) . ?
C2 C3 1.386(5) . ?
C2 C10 1.528(5) . ?
C10 C12 1.531(5) . ?
C10 C11 1.533(5) . ?
C7 C8 1.516(5) . ?
C7 C9 1.547(5) . ?
C5 C4 1.374(5) . ?
C21 C22 1.525(5) . ?
C21 C23 1.537(5) . ?
C3 C4 1.384(5) . ?
C24 C26 1.541(7) . ?
C24 C25 1.547(7) . ?
O1 C30 1.441(5) . ?
O1 C27 1.452(5) . ?
C30 C29 1.489(7) . ?
C27 C28 1.447(8) . ?
C28 C29 1.476(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
O1 Ga1 B1 113.44(12) . . ?
O1 Ga1 Cl1 98.39(7) . . ?
B1 Ga1 Cl1 118.79(10) . . ?
O1 Ga1 Cl2 97.77(8) . . ?
B1 Ga1 Cl2 118.61(10) . . ?
Cl1 Ga1 Cl2 106.12(4) . . ?
C13 N1 B1 108.4(3) . . ?
C13 N1 C1 121.9(3) . . ?
B1 N1 C1 129.4(3) . . ?
C14 N2 B1 108.7(3) . . ?
C14 N2 C15 121.1(3) . . ?
B1 N2 C15 130.1(3) . . ?
C14 C13 N1 108.6(3) . . ?
C13 C14 N2 109.6(3) . . ?
C15 C20 C19 116.8(3) . . ?
C15 C20 C21 122.3(3) . . ?
C19 C20 C21 120.8(3) . . ?
C16 C15 C20 123.2(3) . . ?
C16 C15 N2 118.3(3) . . ?
C20 C15 N2 118.5(3) . . ?
C15 C16 C17 116.9(3) . . ?
C15 C16 C24 123.1(3) . . ?
C17 C16 C24 120.0(3) . . ?
N2 B1 N1 104.7(3) . . ?
N2 B1 Ga1 125.9(2) . . ?
N1 B1 Ga1 129.4(2) . . ?
C6 C1 C2 122.0(3) . . ?
C6 C1 N1 118.7(3) . . ?
C2 C1 N1 119.3(3) . . ?
C18 C17 C16 121.8(3) . . ?
C17 C18 C19 120.3(3) . . ?
C5 C6 C1 117.7(3) . . ?
C5 C6 C7 120.8(3) . . ?
C1 C6 C7 121.4(3) . . ?
C3 C2 C1 117.3(3) . . ?
C3 C2 C10 121.4(3) . . ?
C1 C2 C10 121.3(3) . . ?
C18 C19 C20 120.8(3) . . ?
C2 C10 C12 113.2(3) . . ?
C2 C10 C11 111.0(3) . . ?
C12 C10 C11 108.8(3) . . ?
C8 C7 C6 111.0(3) . . ?
C8 C7 C9 109.9(3) . . ?
C6 C7 C9 111.7(3) . . ?
C4 C5 C6 121.5(3) . . ?
C22 C21 C20 110.9(3) . . ?
C22 C21 C23 110.7(3) . . ?
C20 C21 C23 113.6(3) . . ?
C4 C3 C2 121.5(3) . . ?
C16 C24 C26 111.0(4) . . ?
C16 C24 C25 112.3(4) . . ?
C26 C24 C25 111.1(4) . . ?
C30 O1 C27 108.6(3) . . ?
C30 O1 Ga1 122.0(2) . . ?
C27 O1 Ga1 124.8(3) . . ?
O1 C30 C29 105.2(4) . . ?
C5 C4 C3 120.0(3) . . ?
C28 C27 O1 106.3(4) . . ?
C27 C28 C29 103.5(4) . . ?
C28 C29 C30 105.3(5) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.386
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.050
####################################################################### 
# 
# 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_cmpd4
_database_code_depnum_ccdc_archive 'CCDC 1510777'
_audit_update_record             
;
2016-10-20 deposited with the CCDC.
2016-11-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C75 H96 Al2 B2 Fe2 N4 O10'
_chemical_formula_weight         1400.84

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   12.057(2)
_cell_length_b                   12.316(3)
_cell_length_c                   25.080(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.93(3)
_cell_angle_gamma                90.00
_cell_volume                     3722.1(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6684
_cell_measurement_theta_min      2.92
_cell_measurement_theta_max      25.50

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1484
_exptl_absorpt_coefficient_mu    0.472
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.951
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_process_details   XDS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71090
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_source         'Australian Synchrotron'
_diffrn_radiation_monochromator  ?
_diffrn_measurement_device_type  'ADSC Quantum 210r'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            26078
_diffrn_reflns_av_R_equivalents  0.0558
_diffrn_reflns_av_sigmaI/netI    0.0390
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.92
_diffrn_reflns_theta_max         25.50
_reflns_number_total             6684
_reflns_number_gt                5626
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Blu-Ice (McPhillips, 2002)'
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    X-Seed
_computing_publication_material  CifTAB

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
 During the course of refinement, 1 molecule was located in the asymmetric unit
 and its C positions refined isotropically at 50% occupancy.
 The CH2 units of one THF molecule were found to be disordered over 2 sites.
 This disorder was modelled and the C atoms of the major set refined
 anisotropically, while those of the minor set were refined isotropically.
 The low value (96.5%) for completeness of data to theta = 25.5 deg. arises 
 from hardware constraints associated with the diffractometer used at the 
 Australian Synchrotron. 
 Its minimum crystal to detector distance is 72 mm and its
 goniometer only rotates about the phi axis. 
 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0644P)²+4.5789P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6684
_refine_ls_number_parameters     451
_refine_ls_number_restraints     22
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0496
_refine_ls_wR_factor_ref         0.1284
_refine_ls_wR_factor_gt          0.1215
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.031
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.82907(3) 0.36471(3) 0.533535(14) 0.01897(12) Uani 1 1 d . . .
Al1 Al 1.01625(6) 0.37984(6) 0.56763(3) 0.01726(17) Uani 1 1 d . . .
O4 O 0.59851(18) 0.35727(19) 0.49068(8) 0.0382(5) Uani 1 1 d . . .
O5 O 1.11828(15) 0.31445(15) 0.52049(7) 0.0234(4) Uani 1 1 d D . .
O2 O 0.8616(2) 0.13038(16) 0.55068(8) 0.0373(5) Uani 1 1 d . . .
O3 O 0.78325(18) 0.49852(18) 0.62713(8) 0.0366(5) Uani 1 1 d . . .
N2 N 1.07533(17) 0.24433(17) 0.67574(8) 0.0178(4) Uani 1 1 d . A .
C2 C 1.1415(2) 0.6014(2) 0.67102(9) 0.0195(5) Uani 1 1 d . . .
C5 C 1.3600(2) 0.6242(2) 0.63816(10) 0.0243(6) Uani 1 1 d . . .
H5 H 1.4343 0.6331 0.6274 0.029 Uiso 1 1 calc R . .
N1 N 1.16639(17) 0.40442(16) 0.67600(8) 0.0168(4) Uani 1 1 d . A .
C13 C 1.1958(2) 0.3479(2) 0.72288(10) 0.0208(5) Uani 1 1 d . . .
H13 H 1.2462 0.3727 0.7502 0.025 Uiso 1 1 calc R . .
C30 C 0.6892(2) 0.3588(2) 0.50768(10) 0.0251(6) Uani 1 1 d . . .
C3 C 1.1843(2) 0.7032(2) 0.65789(10) 0.0226(5) Uani 1 1 d . . .
H3 H 1.1390 0.7659 0.6607 0.027 Uiso 1 1 calc R . .
C15 C 1.0020(2) 0.1530(2) 0.66989(10) 0.0189(5) Uani 1 1 d . . .
C9 C 1.4776(2) 0.4225(3) 0.60413(12) 0.0334(7) Uani 1 1 d . . .
H9A H 1.4333 0.4316 0.5709 0.050 Uiso 1 1 calc R . .
H9B H 1.5167 0.3529 0.6034 0.050 Uiso 1 1 calc R . .
H9C H 1.5316 0.4817 0.6077 0.050 Uiso 1 1 calc R . .
C14 C 1.1409(2) 0.2527(2) 0.72284(9) 0.0202(5) Uani 1 1 d . . .
H14 H 1.1457 0.1997 0.7503 0.024 Uiso 1 1 calc R . .
C4 C 1.2915(2) 0.7137(2) 0.64087(10) 0.0262(6) Uani 1 1 d . . .
H4 H 1.3184 0.7831 0.6310 0.031 Uiso 1 1 calc R . .
C6 C 1.3215(2) 0.5206(2) 0.65107(9) 0.0205(5) Uani 1 1 d . . .
C24 C 1.1430(2) 0.0622(2) 0.61121(10) 0.0244(6) Uani 1 1 d . . .
H24 H 1.1536 0.1374 0.5972 0.029 Uiso 1 1 calc R . .
C21 C 0.8629(2) 0.2565(2) 0.72497(12) 0.0294(6) Uani 1 1 d . . .
H21 H 0.9109 0.3184 0.7142 0.035 Uiso 1 1 calc R . .
C28 C 0.8485(2) 0.2236(2) 0.54577(10) 0.0258(6) Uani 1 1 d . . .
C1 C 1.2112(2) 0.5104(2) 0.66583(9) 0.0181(5) Uani 1 1 d . . .
C20 C 0.9003(2) 0.1564(2) 0.69541(11) 0.0244(6) Uani 1 1 d . . .
C10 C 1.0248(2) 0.5898(2) 0.69123(10) 0.0220(5) Uani 1 1 d . . .
H10 H 0.9917 0.5229 0.6746 0.026 Uiso 1 1 calc R . .
C29 C 0.8020(2) 0.4423(2) 0.59151(11) 0.0256(6) Uani 1 1 d . . .
C11 C 0.9486(2) 0.6844(2) 0.67640(11) 0.0274(6) Uani 1 1 d . . .
H11A H 0.9735 0.7496 0.6958 0.041 Uiso 1 1 calc R . .
H11B H 0.8725 0.6669 0.6860 0.041 Uiso 1 1 calc R . .
H11C H 0.9507 0.6978 0.6379 0.041 Uiso 1 1 calc R . .
B1 B 1.0880(2) 0.3413(2) 0.64401(11) 0.0170(5) Uani 1 1 d . . .
C23 C 0.7423(3) 0.2863(3) 0.70995(12) 0.0341(7) Uani 1 1 d . . .
H23A H 0.7322 0.2877 0.6710 0.051 Uiso 1 1 calc R . .
H23B H 0.7253 0.3581 0.7244 0.051 Uiso 1 1 calc R . .
H23C H 0.6923 0.2322 0.7248 0.051 Uiso 1 1 calc R . .
C26 C 1.2421(3) 0.0367(3) 0.64836(12) 0.0345(7) Uani 1 1 d . . .
H26A H 1.2449 0.0888 0.6779 0.052 Uiso 1 1 calc R . .
H26B H 1.3106 0.0418 0.6285 0.052 Uiso 1 1 calc R . .
H26C H 1.2347 -0.0370 0.6626 0.052 Uiso 1 1 calc R . .
C16 C 1.0356(2) 0.0618(2) 0.64096(10) 0.0215(5) Uani 1 1 d . . .
C31 C 1.2391(4) 0.3298(14) 0.5281(4) 0.033(4) Uani 0.712(10) 1 d PD A 1
H31A H 1.2609 0.3293 0.5666 0.039 Uiso 0.712(10) 1 calc PR A 1
H31B H 1.2625 0.3996 0.5125 0.039 Uiso 0.712(10) 1 calc PR A 1
C27 C 0.8909(2) 0.4275(2) 0.48266(10) 0.0194(5) Uani 1 1 d . . .
C25 C 1.1414(3) -0.0149(2) 0.56334(11) 0.0327(7) Uani 1 1 d . . .
H25A H 1.1420 -0.0902 0.5760 0.049 Uiso 1 1 calc R . .
H25B H 1.2071 -0.0018 0.5422 0.049 Uiso 1 1 calc R . .
H25C H 1.0743 -0.0020 0.5411 0.049 Uiso 1 1 calc R . .
C34 C 1.0954(4) 0.2319(5) 0.47874(19) 0.0239(11) Uani 0.712(10) 1 d PD A 1
H34A H 1.0392 0.2583 0.4521 0.029 Uiso 0.712(10) 1 calc PR A 1
H34B H 1.0689 0.1633 0.4945 0.029 Uiso 0.712(10) 1 calc PR A 1
C19 C 0.8340(2) 0.0633(2) 0.69324(12) 0.0300(6) Uani 1 1 d . . .
H19 H 0.7649 0.0631 0.7104 0.036 Uiso 1 1 calc R . .
C17 C 0.9658(2) -0.0287(2) 0.64010(11) 0.0257(6) Uani 1 1 d . . .
H17 H 0.9866 -0.0916 0.6209 0.031 Uiso 1 1 calc R . .
C18 C 0.8675(2) -0.0285(2) 0.66640(11) 0.0290(6) Uani 1 1 d . . .
H18 H 0.8225 -0.0918 0.6661 0.035 Uiso 1 1 calc R . .
C33 C 1.2079(7) 0.2160(8) 0.4535(5) 0.040(3) Uani 0.712(10) 1 d P A 1
H33A H 1.2185 0.2686 0.4242 0.048 Uiso 0.712(10) 1 calc PR A 1
H33B H 1.2156 0.1414 0.4394 0.048 Uiso 0.712(10) 1 calc PR A 1
C32 C 1.2899(4) 0.2368(4) 0.50021(17) 0.0324(13) Uani 0.712(10) 1 d P A 1
H32A H 1.2965 0.1725 0.5238 0.039 Uiso 0.712(10) 1 calc PR A 1
H32B H 1.3642 0.2559 0.4875 0.039 Uiso 0.712(10) 1 calc PR A 1
O1 O 0.93413(15) 0.47714(14) 0.44611(7) 0.0212(4) Uani 1 1 d . . .
C7 C 1.4009(2) 0.4248(2) 0.65163(11) 0.0250(6) Uani 1 1 d . . .
H7 H 1.3558 0.3566 0.6508 0.030 Uiso 1 1 calc R . .
C12 C 1.0273(3) 0.5737(3) 0.75195(11) 0.0330(7) Uani 1 1 d . . .
H12A H 1.0737 0.5107 0.7613 0.050 Uiso 1 1 calc R . .
H12B H 0.9517 0.5613 0.7638 0.050 Uiso 1 1 calc R . .
H12C H 1.0582 0.6386 0.7695 0.050 Uiso 1 1 calc R . .
C8 C 1.4719(3) 0.4259(3) 0.70373(12) 0.0349(7) Uani 1 1 d . . .
H8A H 1.5223 0.4884 0.7037 0.052 Uiso 1 1 calc R . .
H8B H 1.5153 0.3588 0.7065 0.052 Uiso 1 1 calc R . .
H8C H 1.4234 0.4314 0.7342 0.052 Uiso 1 1 calc R . .
C22 C 0.8783(3) 0.2422(3) 0.78542(13) 0.0417(8) Uani 1 1 d . . .
H22A H 0.8339 0.1803 0.7970 0.063 Uiso 1 1 calc R . .
H22B H 0.8540 0.3082 0.8035 0.063 Uiso 1 1 calc R . .
H22C H 0.9568 0.2288 0.7945 0.063 Uiso 1 1 calc R . .
C41 C 0.5675(6) 0.0755(6) 0.5115(3) 0.0511(18) Uiso 0.50 1 d PD B -1
H41 H 0.6200 0.1231 0.5283 0.061 Uiso 0.50 1 calc PR B -1
C40 C 0.5366(7) 0.0913(7) 0.4582(3) 0.064(2) Uiso 0.50 1 d PD B -1
H40 H 0.5666 0.1503 0.4390 0.077 Uiso 0.50 1 calc PR B -1
C39 C 0.4623(11) 0.0213(9) 0.4331(3) 0.098(4) Uiso 0.50 1 d PD B -1
H39 H 0.4409 0.0317 0.3967 0.118 Uiso 0.50 1 calc PR B -1
C35 C 0.5578(14) -0.0228(13) 0.5993(3) 0.141(6) Uiso 0.50 1 d PD B -1
H35A H 0.6390 -0.0243 0.6030 0.212 Uiso 0.50 1 calc PR B -1
H35B H 0.5276 -0.0912 0.6124 0.212 Uiso 0.50 1 calc PR B -1
H35C H 0.5291 0.0378 0.6201 0.212 Uiso 0.50 1 calc PR B -1
C32A C 1.2971(9) 0.3068(10) 0.4819(4) 0.034(3) Uiso 0.288(10) 1 d PD A 2
H32C H 1.3007 0.3725 0.4592 0.040 Uiso 0.288(10) 1 calc PR A 2
H32D H 1.3728 0.2781 0.4890 0.040 Uiso 0.288(10) 1 calc PR A 2
C33A C 1.2192(13) 0.2207(18) 0.4575(14) 0.044(10) Uiso 0.288(10) 1 d PD A 2
H33C H 1.2301 0.2125 0.4187 0.053 Uiso 0.288(10) 1 calc PR A 2
H33D H 1.2302 0.1495 0.4752 0.053 Uiso 0.288(10) 1 calc PR A 2
C34A C 1.1047(13) 0.2674(14) 0.4682(4) 0.042(5) Uiso 0.288(10) 1 d PD A 2
H34C H 1.0832 0.3231 0.4414 0.050 Uiso 0.288(10) 1 calc PR A 2
H34D H 1.0476 0.2095 0.4677 0.050 Uiso 0.288(10) 1 calc PR A 2
C31A C 1.2362(7) 0.328(3) 0.5335(6) 0.020(7) Uiso 0.288(10) 1 d PD A 2
H31C H 1.2608 0.2764 0.5616 0.024 Uiso 0.288(10) 1 calc PR A 2
H31D H 1.2514 0.4030 0.5464 0.024 Uiso 0.288(10) 1 calc PR A 2
C38 C 0.4193(8) -0.0639(8) 0.4614(3) 0.082(3) Uiso 0.50 1 d PD B -1
H38 H 0.3692 -0.1131 0.4441 0.098 Uiso 0.50 1 calc PR B -1
C37 C 0.4487(7) -0.0787(6) 0.5155(3) 0.059(2) Uiso 0.50 1 d PD B -1
H37 H 0.4177 -0.1370 0.5349 0.071 Uiso 0.50 1 calc PR B -1
C36 C 0.5233(8) -0.0080(7) 0.5406(2) 0.076(3) Uiso 0.50 1 d PD 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
Fe1 C27 1.687(3) . ?
Fe1 C28 1.778(3) . ?
Fe1 C29 1.779(3) . ?
Fe1 C30 1.788(3) . ?
Fe1 Al1 2.3936(10) . ?
Al1 O1 1.8956(19) 3_766 ?
Al1 O5 1.9125(19) . ?
Al1 B1 2.128(3) . ?
O4 C30 1.160(4) . ?
O5 C34A 1.438(7) . ?
O5 C31A 1.458(8) . ?
O5 C31 1.475(5) . ?
O5 C34 1.479(4) . ?
O2 C28 1.166(3) . ?
O3 C29 1.159(3) . ?
N2 C14 1.403(3) . ?
N2 C15 1.436(3) . ?
N2 B1 1.446(3) . ?
C2 C3 1.399(4) . ?
C2 C1 1.410(4) . ?
C2 C10 1.518(4) . ?
C5 C4 1.380(4) . ?
C5 C6 1.400(4) . ?
N1 C13 1.401(3) . ?
N1 C1 1.439(3) . ?
N1 B1 1.446(3) . ?
C13 C14 1.347(4) . ?
C3 C4 1.381(4) . ?
C15 C20 1.403(4) . ?
C15 C16 1.404(4) . ?
C9 C7 1.533(4) . ?
C6 C1 1.398(4) . ?
C6 C7 1.519(4) . ?
C24 C16 1.516(4) . ?
C24 C26 1.523(4) . ?
C24 C25 1.530(4) . ?
C21 C20 1.515(4) . ?
C21 C22 1.531(4) . ?
C21 C23 1.535(4) . ?
C20 C19 1.398(4) . ?
C10 C11 1.522(4) . ?
C10 C12 1.535(4) . ?
C16 C17 1.396(4) . ?
C31 C32 1.486(14) . ?
C27 O1 1.232(3) . ?
C34 C33 1.529(8) . ?
C19 C18 1.383(4) . ?
C17 C18 1.375(4) . ?
C33 C32 1.529(12) . ?
O1 Al1 1.8956(19) 3_766 ?
C7 C8 1.538(4) . ?
C41 C36 1.378(6) . ?
C41 C40 1.391(6) . ?
C40 C39 1.379(6) . ?
C39 C38 1.377(6) . ?
C35 C36 1.527(6) . ?
C32A C33A 1.531(8) . ?
C32A C31A 1.532(8) . ?
C33A C34A 1.527(8) . ?
C38 C37 1.402(6) . ?
C37 C36 1.388(6) . ?

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
C27 Fe1 C28 121.31(12) . . ?
C27 Fe1 C29 118.02(12) . . ?
C28 Fe1 C29 114.22(12) . . ?
C27 Fe1 C30 100.35(12) . . ?
C28 Fe1 C30 98.04(13) . . ?
C29 Fe1 C30 96.97(13) . . ?
C27 Fe1 Al1 78.42(9) . . ?
C28 Fe1 Al1 84.12(9) . . ?
C29 Fe1 Al1 82.12(9) . . ?
C30 Fe1 Al1 177.84(9) . . ?
O1 Al1 O5 93.75(8) 3_766 . ?
O1 Al1 B1 104.46(10) 3_766 . ?
O5 Al1 B1 102.24(10) . . ?
O1 Al1 Fe1 107.87(6) 3_766 . ?
O5 Al1 Fe1 111.39(6) . . ?
B1 Al1 Fe1 130.82(9) . . ?
C34A O5 C31A 109.3(9) . . ?
C34A O5 C31 104.6(8) . . ?
C31A O5 C31 5.4(11) . . ?
C34A O5 C34 20.7(6) . . ?
C31A O5 C34 113.3(9) . . ?
C31 O5 C34 109.9(5) . . ?
C34A O5 Al1 132.6(7) . . ?
C31A O5 Al1 117.1(7) . . ?
C31 O5 Al1 121.2(4) . . ?
C34 O5 Al1 128.2(2) . . ?
C14 N2 C15 118.1(2) . . ?
C14 N2 B1 109.6(2) . . ?
C15 N2 B1 131.8(2) . . ?
C3 C2 C1 117.7(2) . . ?
C3 C2 C10 121.1(2) . . ?
C1 C2 C10 121.2(2) . . ?
C4 C5 C6 120.9(3) . . ?
C13 N1 C1 120.9(2) . . ?
C13 N1 B1 109.9(2) . . ?
C1 N1 B1 129.2(2) . . ?
C14 C13 N1 108.7(2) . . ?
O4 C30 Fe1 178.6(3) . . ?
C4 C3 C2 120.9(2) . . ?
C20 C15 C16 122.1(2) . . ?
C20 C15 N2 118.3(2) . . ?
C16 C15 N2 119.5(2) . . ?
C13 C14 N2 109.1(2) . . ?
C5 C4 C3 120.5(2) . . ?
C1 C6 C5 118.0(2) . . ?
C1 C6 C7 122.1(2) . . ?
C5 C6 C7 119.8(2) . . ?
C16 C24 C26 111.4(2) . . ?
C16 C24 C25 113.3(2) . . ?
C26 C24 C25 109.9(2) . . ?
C20 C21 C22 111.3(2) . . ?
C20 C21 C23 111.7(3) . . ?
C22 C21 C23 110.7(2) . . ?
O2 C28 Fe1 176.1(2) . . ?
C6 C1 C2 121.9(2) . . ?
C6 C1 N1 119.7(2) . . ?
C2 C1 N1 118.4(2) . . ?
C19 C20 C15 117.7(2) . . ?
C19 C20 C21 120.5(3) . . ?
C15 C20 C21 121.8(2) . . ?
C2 C10 C11 113.9(2) . . ?
C2 C10 C12 110.9(2) . . ?
C11 C10 C12 109.5(2) . . ?
O3 C29 Fe1 175.6(3) . . ?
N2 B1 N1 102.6(2) . . ?
N2 B1 Al1 129.22(19) . . ?
N1 B1 Al1 128.15(18) . . ?
C17 C16 C15 117.5(2) . . ?
C17 C16 C24 121.3(2) . . ?
C15 C16 C24 121.2(2) . . ?
O5 C31 C32 105.1(7) . . ?
O1 C27 Fe1 177.5(2) . . ?
O5 C34 C33 103.6(4) . . ?
C18 C19 C20 120.9(3) . . ?
C18 C17 C16 121.3(3) . . ?
C17 C18 C19 120.4(3) . . ?
C34 C33 C32 102.7(7) . . ?
C31 C32 C33 103.0(5) . . ?
C27 O1 Al1 137.75(17) . 3_766 ?
C6 C7 C9 113.8(2) . . ?
C6 C7 C8 109.5(2) . . ?
C9 C7 C8 109.1(2) . . ?
C36 C41 C40 121.1(5) . . ?
C39 C40 C41 120.0(5) . . ?
C38 C39 C40 119.4(5) . . ?
C33A C32A C31A 98.8(16) . . ?
C34A C33A C32A 102.4(12) . . ?
O5 C34A C33A 103.7(14) . . ?
O5 C31A C32A 106.4(9) . . ?
C39 C38 C37 120.7(5) . . ?
C36 C37 C38 119.7(5) . . ?
C41 C36 C37 119.0(5) . . ?
C41 C36 C35 120.0(6) . . ?
C37 C36 C35 120.9(6) . . ?

_diffrn_measured_fraction_theta_max 0.965
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.965
_refine_diff_density_max         0.813
_refine_diff_density_min         -0.754
_refine_diff_density_rms         0.072
####################################################################### 
# 
# 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_cmpd5
_database_code_depnum_ccdc_archive 'CCDC 1510778'
_audit_update_record             
;
2016-10-20 deposited with the CCDC.
2016-11-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C60 H72 B2 Fe2 Ga2 N4 O8'
_chemical_formula_weight         1249.98

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   13.9550(11)
_cell_length_b                   11.3797(8)
_cell_length_c                   20.3233(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.513(4)
_cell_angle_gamma                90.00
_cell_volume                     3042.1(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9899
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      29.01

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1296
_exptl_absorpt_coefficient_mu    1.398
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.870
_exptl_absorpt_correction_T_max  0.908
_exptl_absorpt_process_details   'Sortav (Blessing)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Apex X8'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            48391
_diffrn_reflns_av_R_equivalents  0.0422
_diffrn_reflns_av_sigmaI/netI    0.0361
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.05
_diffrn_reflns_theta_max         29.38
_reflns_number_total             8293
_reflns_number_gt                6582
_reflns_threshold_expression     >2sigma(I)

_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-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0342P)²+0.8261P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8293
_refine_ls_number_parameters     360
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0306
_refine_ls_wR_factor_ref         0.0732
_refine_ls_wR_factor_gt          0.0676
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ga1 Ga 0.440191(13) 0.463258(15) 0.543320(9) 0.01473(5) Uani 1 1 d . . .
Fe1 Fe 0.625662(18) 0.49607(2) 0.583603(12) 0.01533(6) Uani 1 1 d . . .
O4 O 0.83174(10) 0.55222(12) 0.58548(7) 0.0323(3) Uani 1 1 d . . .
O1 O 0.68380(11) 0.44197(12) 0.73345(7) 0.0339(3) Uani 1 1 d . . .
N1 N 0.29892(11) 0.48603(12) 0.63563(7) 0.0177(3) Uani 1 1 d . . .
O3 O 0.61803(12) 0.24914(12) 0.54207(8) 0.0389(4) Uani 1 1 d . . .
O2 O 0.55514(12) 0.73321(13) 0.59897(8) 0.0432(4) Uani 1 1 d . . .
N2 N 0.32220(11) 0.29526(12) 0.61208(7) 0.0172(3) Uani 1 1 d . . .
C19 C 0.35831(12) 0.18603(14) 0.59333(8) 0.0164(3) Uani 1 1 d . . .
C7 C 0.30244(13) 0.61161(14) 0.64461(9) 0.0183(3) Uani 1 1 d . . .
C8 C 0.22552(13) 0.68047(15) 0.59956(9) 0.0202(4) Uani 1 1 d . . .
C12 C 0.38243(14) 0.66163(15) 0.69934(9) 0.0225(4) Uani 1 1 d . . .
C20 C 0.30024(13) 0.12667(14) 0.53277(9) 0.0190(3) Uani 1 1 d . . .
C3 C 0.61844(13) 0.34662(16) 0.55611(9) 0.0225(4) Uani 1 1 d . . .
C24 C 0.45236(13) 0.14135(14) 0.63646(9) 0.0193(3) Uani 1 1 d . . .
C21 C 0.33979(15) 0.02412(15) 0.51496(10) 0.0261(4) Uani 1 1 d . . .
H21 H 0.3015 -0.0175 0.4741 0.031 Uiso 1 1 calc R . .
C11 C 0.38226(15) 0.78323(16) 0.70742(10) 0.0276(4) Uani 1 1 d . . .
H11 H 0.4356 0.8194 0.7438 0.033 Uiso 1 1 calc R . .
C9 C 0.22901(15) 0.80179(16) 0.61070(10) 0.0266(4) Uani 1 1 d . . .
H9 H 0.1769 0.8501 0.5810 0.032 Uiso 1 1 calc R . .
C25 C 0.19560(14) 0.16731(15) 0.48801(9) 0.0232(4) Uani 1 1 d . . .
H25 H 0.1859 0.2499 0.5014 0.028 Uiso 1 1 calc R . .
C6 C 0.25401(15) 0.30140(16) 0.64896(10) 0.0271(4) Uani 1 1 d . . .
H6 H 0.2223 0.2360 0.6622 0.032 Uiso 1 1 calc R . .
C16 C 0.46509(14) 0.58704(17) 0.74953(10) 0.0281(4) Uani 1 1 d . . .
H16 H 0.4782 0.5189 0.7227 0.034 Uiso 1 1 calc R . .
C22 C 0.43288(15) -0.01827(16) 0.55511(10) 0.0281(4) Uani 1 1 d . . .
H22 H 0.4593 -0.0874 0.5413 0.034 Uiso 1 1 calc R . .
C10 C 0.30624(15) 0.85217(16) 0.66369(10) 0.0302(4) Uani 1 1 d . . .
H10 H 0.3074 0.9349 0.6703 0.036 Uiso 1 1 calc R . .
C13 C 0.13857(13) 0.62842(15) 0.54060(9) 0.0226(4) Uani 1 1 d . . .
H13 H 0.1580 0.5467 0.5321 0.027 Uiso 1 1 calc R . .
B1 B 0.35159(14) 0.41234(16) 0.60201(9) 0.0150(4) Uani 1 1 d . . .
C2 C 0.58057(14) 0.64060(16) 0.59055(9) 0.0240(4) Uani 1 1 d . . .
C4 C 0.75150(14) 0.53045(15) 0.58412(9) 0.0215(4) Uani 1 1 d . . .
C5 C 0.24037(15) 0.41421(16) 0.66275(10) 0.0278(4) Uani 1 1 d . . .
H5 H 0.1973 0.4411 0.6873 0.033 Uiso 1 1 calc R . .
C23 C 0.48803(14) 0.03931(16) 0.61543(10) 0.0257(4) Uani 1 1 d . . .
H23 H 0.5520 0.0084 0.6433 0.031 Uiso 1 1 calc R . .
C28 C 0.51005(14) 0.19694(16) 0.70619(9) 0.0247(4) Uani 1 1 d . . .
H28 H 0.5004 0.2840 0.7016 0.030 Uiso 1 1 calc R . .
C26 C 0.11449(15) 0.09029(18) 0.50149(11) 0.0321(4) Uani 1 1 d . . .
H26A H 0.1238 0.0086 0.4896 0.048 Uiso 1 1 calc R . .
H26B H 0.0469 0.1176 0.4726 0.048 Uiso 1 1 calc R . .
H26C H 0.1207 0.0953 0.5509 0.048 Uiso 1 1 calc R . .
C14 C 0.04290(14) 0.62104(18) 0.56123(11) 0.0317(4) Uani 1 1 d . . .
H14A H 0.0542 0.5652 0.5998 0.048 Uiso 1 1 calc R . .
H14B H -0.0144 0.5944 0.5211 0.048 Uiso 1 1 calc R . .
H14C H 0.0277 0.6988 0.5760 0.048 Uiso 1 1 calc R . .
C27 C 0.18267(15) 0.16514(17) 0.41044(9) 0.0297(4) Uani 1 1 d . . .
H27A H 0.2376 0.2102 0.4025 0.044 Uiso 1 1 calc R . .
H27B H 0.1170 0.2001 0.3837 0.044 Uiso 1 1 calc R . .
H27C H 0.1851 0.0837 0.3954 0.044 Uiso 1 1 calc R . .
C15 C 0.11535(15) 0.69730(17) 0.47235(10) 0.0299(4) Uani 1 1 d . . .
H15A H 0.0872 0.7743 0.4774 0.045 Uiso 1 1 calc R . .
H15B H 0.0659 0.6537 0.4345 0.045 Uiso 1 1 calc R . .
H15C H 0.1781 0.7080 0.4615 0.045 Uiso 1 1 calc R . .
C1 C 0.65936(14) 0.46249(15) 0.67555(10) 0.0221(4) Uani 1 1 d . . .
C18 C 0.56530(16) 0.6522(2) 0.78189(11) 0.0385(5) Uani 1 1 d . . .
H18A H 0.5565 0.7142 0.8128 0.058 Uiso 1 1 calc R . .
H18B H 0.5863 0.6874 0.7448 0.058 Uiso 1 1 calc R . .
H18C H 0.6176 0.5970 0.8088 0.058 Uiso 1 1 calc R . .
C30 C 0.62404(15) 0.17114(18) 0.73082(10) 0.0321(4) Uani 1 1 d . . .
H30A H 0.6356 0.0879 0.7432 0.048 Uiso 1 1 calc R . .
H30B H 0.6586 0.2196 0.7717 0.048 Uiso 1 1 calc R . .
H30C H 0.6511 0.1894 0.6933 0.048 Uiso 1 1 calc R . .
C17 C 0.42989(19) 0.5382(2) 0.80757(13) 0.0546(7) Uani 1 1 d . . .
H17A H 0.4808 0.4830 0.8361 0.082 Uiso 1 1 calc R . .
H17B H 0.3649 0.4973 0.7870 0.082 Uiso 1 1 calc R . .
H17C H 0.4213 0.6029 0.8369 0.082 Uiso 1 1 calc R . .
C29 C 0.46517(18) 0.1535(2) 0.76085(11) 0.0436(6) Uani 1 1 d . . .
H29A H 0.3930 0.1745 0.7464 0.065 Uiso 1 1 calc R . .
H29B H 0.5014 0.1902 0.8059 0.065 Uiso 1 1 calc R . .
H29C H 0.4723 0.0679 0.7652 0.065 Uiso 1 1 calc R . .


_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 B1 2.0670(18) . ?
Ga1 Fe1 2.4684(4) . ?
Ga1 Fe1 2.4757(4) 3_666 ?
Ga1 Ga1 2.9239(4) 3_666 ?
Fe1 C3 1.7824(18) . ?
Fe1 C2 1.7834(18) . ?
Fe1 C4 1.7958(18) . ?
Fe1 C1 1.8089(19) . ?
Fe1 Ga1 2.4756(3) 3_666 ?
O4 C4 1.138(2) . ?
O1 C1 1.134(2) . ?
N1 C5 1.393(2) . ?
N1 B1 1.430(2) . ?
N1 C7 1.439(2) . ?
O3 C3 1.145(2) . ?
O2 C2 1.143(2) . ?
N2 C6 1.396(2) . ?
N2 B1 1.429(2) . ?
N2 C19 1.440(2) . ?
C19 C20 1.400(2) . ?
C19 C24 1.407(2) . ?
C7 C8 1.396(2) . ?
C7 C12 1.406(2) . ?
C8 C9 1.397(2) . ?
C8 C13 1.513(2) . ?
C12 C11 1.394(3) . ?
C12 C16 1.518(3) . ?
C20 C21 1.390(2) . ?
C20 C25 1.512(2) . ?
C24 C23 1.386(2) . ?
C24 C28 1.515(2) . ?
C21 C22 1.370(3) . ?
C21 H21 0.9500 . ?
C11 C10 1.379(3) . ?
C11 H11 0.9500 . ?
C9 C10 1.369(3) . ?
C9 H9 0.9500 . ?
C25 C27 1.526(3) . ?
C25 C26 1.527(3) . ?
C25 H25 1.0000 . ?
C6 C5 1.341(3) . ?
C6 H6 0.9500 . ?
C16 C18 1.524(3) . ?
C16 C17 1.526(3) . ?
C16 H16 1.0000 . ?
C22 C23 1.376(3) . ?
C22 H22 0.9500 . ?
C10 H10 0.9500 . ?
C13 C14 1.529(2) . ?
C13 C15 1.531(3) . ?
C13 H13 1.0000 . ?
C5 H5 0.9500 . ?
C23 H23 0.9500 . ?
C28 C30 1.528(3) . ?
C28 C29 1.528(3) . ?
C28 H28 1.0000 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B1 Ga1 Fe1 127.88(5) . . ?
B1 Ga1 Fe1 124.63(5) . 3_666 ?
Fe1 Ga1 Fe1 107.487(10) . 3_666 ?
B1 Ga1 Ga1 178.23(5) . 3_666 ?
Fe1 Ga1 Ga1 53.858(9) . 3_666 ?
Fe1 Ga1 Ga1 53.629(9) 3_666 3_666 ?
C3 Fe1 C2 156.97(8) . . ?
C3 Fe1 C4 99.35(8) . . ?
C2 Fe1 C4 99.72(8) . . ?
C3 Fe1 C1 95.18(8) . . ?
C2 Fe1 C1 95.16(8) . . ?
C4 Fe1 C1 97.11(8) . . ?
C3 Fe1 Ga1 78.96(6) . . ?
C2 Fe1 Ga1 78.88(6) . . ?
C4 Fe1 Ga1 161.79(6) . . ?
C1 Fe1 Ga1 101.11(6) . . ?
C3 Fe1 Ga1 83.64(6) . 3_666 ?
C2 Fe1 Ga1 83.80(6) . 3_666 ?
C4 Fe1 Ga1 89.27(6) . 3_666 ?
C1 Fe1 Ga1 173.62(6) . 3_666 ?
Ga1 Fe1 Ga1 72.513(10) . 3_666 ?
C5 N1 B1 107.94(14) . . ?
C5 N1 C7 122.14(13) . . ?
B1 N1 C7 129.90(14) . . ?
C6 N2 B1 108.06(13) . . ?
C6 N2 C19 123.16(13) . . ?
B1 N2 C19 128.66(13) . . ?
C20 C19 C24 121.23(15) . . ?
C20 C19 N2 119.88(15) . . ?
C24 C19 N2 118.89(15) . . ?
C8 C7 C12 121.66(15) . . ?
C8 C7 N1 119.21(15) . . ?
C12 C7 N1 119.12(15) . . ?
C7 C8 C9 118.10(17) . . ?
C7 C8 C13 122.52(15) . . ?
C9 C8 C13 119.38(16) . . ?
C11 C12 C7 117.58(17) . . ?
C11 C12 C16 120.45(17) . . ?
C7 C12 C16 121.96(16) . . ?
C21 C20 C19 118.06(16) . . ?
C21 C20 C25 119.21(16) . . ?
C19 C20 C25 122.69(15) . . ?
O3 C3 Fe1 176.03(17) . . ?
C23 C24 C19 117.83(16) . . ?
C23 C24 C28 120.33(16) . . ?
C19 C24 C28 121.70(15) . . ?
C22 C21 C20 121.37(17) . . ?
C22 C21 H21 119.3 . . ?
C20 C21 H21 119.3 . . ?
C10 C11 C12 121.35(18) . . ?
C10 C11 H11 119.3 . . ?
C12 C11 H11 119.3 . . ?
C10 C9 C8 121.12(18) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C20 C25 C27 111.95(15) . . ?
C20 C25 C26 109.95(14) . . ?
C27 C25 C26 109.70(16) . . ?
C20 C25 H25 108.4 . . ?
C27 C25 H25 108.4 . . ?
C26 C25 H25 108.4 . . ?
C5 C6 N2 109.27(15) . . ?
C5 C6 H6 125.4 . . ?
N2 C6 H6 125.4 . . ?
C12 C16 C18 113.54(17) . . ?
C12 C16 C17 110.76(16) . . ?
C18 C16 C17 109.25(18) . . ?
C12 C16 H16 107.7 . . ?
C18 C16 H16 107.7 . . ?
C17 C16 H16 107.7 . . ?
C21 C22 C23 119.97(17) . . ?
C21 C22 H22 120.0 . . ?
C23 C22 H22 120.0 . . ?
C9 C10 C11 120.18(17) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C8 C13 C14 110.31(15) . . ?
C8 C13 C15 112.85(15) . . ?
C14 C13 C15 109.67(16) . . ?
C8 C13 H13 108.0 . . ?
C14 C13 H13 108.0 . . ?
C15 C13 H13 108.0 . . ?
N2 B1 N1 105.09(14) . . ?
N2 B1 Ga1 126.85(12) . . ?
N1 B1 Ga1 127.82(12) . . ?
O2 C2 Fe1 176.04(17) . . ?
O4 C4 Fe1 179.01(17) . . ?
C6 C5 N1 109.63(15) . . ?
C6 C5 H5 125.2 . . ?
N1 C5 H5 125.2 . . ?
C22 C23 C24 121.46(17) . . ?
C22 C23 H23 119.3 . . ?
C24 C23 H23 119.3 . . ?
C24 C28 C30 113.33(15) . . ?
C24 C28 C29 109.03(15) . . ?
C30 C28 C29 109.53(16) . . ?
C24 C28 H28 108.3 . . ?
C30 C28 H28 108.3 . . ?
C29 C28 H28 108.3 . . ?
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 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O1 C1 Fe1 177.72(17) . . ?
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 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
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 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        29.38
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.500
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.067
####################################################################### 
# 
# 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_cmpd1S
_database_code_depnum_ccdc_archive 'CCDC 1510779'
_audit_update_record             
;
2016-10-20 deposited with the CCDC.
2016-11-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C52 H72 B2 Br In N4'
_chemical_formula_weight         969.49

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'
In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   12.5003(4)
_cell_length_b                   21.3651(8)
_cell_length_c                   19.6630(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.175(3)
_cell_angle_gamma                90.00
_cell_volume                     5243.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    5929
_cell_measurement_theta_min      1.97
_cell_measurement_theta_max      29.10

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2024
_exptl_absorpt_coefficient_mu    1.248
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.768
_exptl_absorpt_correction_T_max  0.864
_exptl_absorpt_process_details   'Sortav (Blessing)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Apex X8'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            20658
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_sigmaI/netI    0.0509
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.04
_diffrn_reflns_theta_max         26.00
_reflns_number_total             10243
_reflns_number_gt                7749
_reflns_threshold_expression     >2sigma(I)

_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-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0373P)²+1.9889P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         10243
_refine_ls_number_parameters     557
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0604
_refine_ls_R_factor_gt           0.0372
_refine_ls_wR_factor_ref         0.0887
_refine_ls_wR_factor_gt          0.0795
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
In1 In 0.508583(14) 0.222614(9) 0.764561(10) 0.02012(7) Uani 1 1 d . . .
Br1 Br 0.48265(4) 0.224397(17) 0.634101(18) 0.06477(14) Uani 1 1 d . . .
N1 N 0.40685(16) 0.09073(10) 0.82249(11) 0.0181(5) Uani 1 1 d . . .
N2 N 0.56118(16) 0.07117(10) 0.77177(11) 0.0185(5) Uani 1 1 d . . .
N3 N 0.46664(16) 0.37409(10) 0.77688(12) 0.0219(5) Uani 1 1 d . . .
N4 N 0.63911(16) 0.35333(10) 0.80985(11) 0.0190(5) Uani 1 1 d . . .
C1 C 0.4263(2) 0.02659(13) 0.82308(14) 0.0249(6) Uani 1 1 d . . .
H1 H 0.3812 -0.0042 0.8415 0.030 Uiso 1 1 calc R . .
C2 C 0.5184(2) 0.01489(13) 0.79375(14) 0.0249(6) Uani 1 1 d . . .
H2 H 0.5495 -0.0253 0.7887 0.030 Uiso 1 1 calc R . .
C3 C 0.31389(19) 0.11501(12) 0.85391(14) 0.0194(6) Uani 1 1 d . . .
C4 C 0.3125(2) 0.11430(13) 0.92492(14) 0.0236(6) Uani 1 1 d . . .
C5 C 0.2189(2) 0.13381(14) 0.95436(15) 0.0289(7) Uani 1 1 d . . .
H5 H 0.2155 0.1333 1.0025 0.035 Uiso 1 1 calc R . .
C6 C 0.1312(2) 0.15379(15) 0.91428(16) 0.0341(8) Uani 1 1 d . . .
H6 H 0.0678 0.1664 0.9350 0.041 Uiso 1 1 calc R . .
C7 C 0.1351(2) 0.15552(15) 0.84491(16) 0.0324(7) Uani 1 1 d . . .
H7 H 0.0745 0.1701 0.8182 0.039 Uiso 1 1 calc R . .
C8 C 0.2264(2) 0.13625(13) 0.81235(14) 0.0237(6) Uani 1 1 d . . .
C9 C 0.4089(2) 0.09457(14) 0.97028(14) 0.0272(7) Uani 1 1 d . . .
H9 H 0.4647 0.0786 0.9402 0.033 Uiso 1 1 calc R . .
C10 C 0.4562(3) 0.15047(17) 1.00978(18) 0.0458(9) Uani 1 1 d . . .
H10A H 0.4767 0.1829 0.9777 0.069 Uiso 1 1 calc R . .
H10B H 0.5196 0.1371 1.0375 0.069 Uiso 1 1 calc R . .
H10C H 0.4028 0.1674 1.0394 0.069 Uiso 1 1 calc R . .
C11 C 0.3801(3) 0.04131(15) 1.01817(16) 0.0378(8) Uani 1 1 d . . .
H11A H 0.4432 0.0303 1.0476 0.057 Uiso 1 1 calc R . .
H11B H 0.3567 0.0047 0.9912 0.057 Uiso 1 1 calc R . .
H11C H 0.3222 0.0549 1.0463 0.057 Uiso 1 1 calc R . .
C12 C 0.2272(2) 0.13450(14) 0.73530(14) 0.0288(7) Uani 1 1 d . . .
H12 H 0.3034 0.1386 0.7229 0.035 Uiso 1 1 calc R . .
C13 C 0.1862(3) 0.07127(18) 0.70890(18) 0.0516(10) Uani 1 1 d . . .
H13A H 0.2319 0.0379 0.7285 0.077 Uiso 1 1 calc R . .
H13B H 0.1879 0.0703 0.6591 0.077 Uiso 1 1 calc R . .
H13C H 0.1125 0.0651 0.7221 0.077 Uiso 1 1 calc R . .
C14 C 0.1640(3) 0.18765(19) 0.70017(18) 0.0571(11) Uani 1 1 d . . .
H14A H 0.0875 0.1823 0.7073 0.086 Uiso 1 1 calc R . .
H14B H 0.1753 0.1869 0.6513 0.086 Uiso 1 1 calc R . .
H14C H 0.1885 0.2278 0.7194 0.086 Uiso 1 1 calc R . .
C15 C 0.6624(2) 0.07301(12) 0.73922(14) 0.0203(6) Uani 1 1 d . . .
C16 C 0.6626(2) 0.06783(13) 0.66836(14) 0.0230(6) Uani 1 1 d . . .
C17 C 0.7614(2) 0.07238(13) 0.63879(15) 0.0275(7) Uani 1 1 d . . .
H17 H 0.7641 0.0698 0.5907 0.033 Uiso 1 1 calc R . .
C18 C 0.8552(2) 0.08061(13) 0.67834(16) 0.0285(7) Uani 1 1 d . . .
H18 H 0.9214 0.0843 0.6572 0.034 Uiso 1 1 calc R . .
C19 C 0.8530(2) 0.08350(13) 0.74808(16) 0.0279(7) Uani 1 1 d . . .
H19 H 0.9183 0.0884 0.7747 0.033 Uiso 1 1 calc R . .
C20 C 0.7565(2) 0.07938(12) 0.78069(14) 0.0220(6) Uani 1 1 d . . .
C21 C 0.5609(2) 0.05491(16) 0.62488(15) 0.0340(8) Uani 1 1 d . . .
H21 H 0.5005 0.0763 0.6468 0.041 Uiso 1 1 calc R . .
C22 C 0.5637(3) 0.07959(19) 0.55210(16) 0.0480(10) Uani 1 1 d . . .
H22A H 0.5844 0.1238 0.5531 0.072 Uiso 1 1 calc R . .
H22B H 0.4926 0.0752 0.5290 0.072 Uiso 1 1 calc R . .
H22C H 0.6160 0.0556 0.5274 0.072 Uiso 1 1 calc R . .
C23 C 0.5366(3) -0.01541(18) 0.62327(18) 0.0520(10) Uani 1 1 d . . .
H23A H 0.5958 -0.0378 0.6035 0.078 Uiso 1 1 calc R . .
H23B H 0.4702 -0.0229 0.5956 0.078 Uiso 1 1 calc R . .
H23C H 0.5281 -0.0304 0.6698 0.078 Uiso 1 1 calc R . .
C24 C 0.7551(2) 0.08240(14) 0.85739(14) 0.0260(6) Uani 1 1 d . . .
H24 H 0.6854 0.0643 0.8705 0.031 Uiso 1 1 calc R . .
C25 C 0.7592(3) 0.15005(15) 0.88230(17) 0.0432(9) Uani 1 1 d . . .
H25A H 0.8277 0.1689 0.8714 0.065 Uiso 1 1 calc R . .
H25B H 0.7524 0.1509 0.9317 0.065 Uiso 1 1 calc R . .
H25C H 0.7002 0.1737 0.8598 0.065 Uiso 1 1 calc R . .
C26 C 0.8449(2) 0.04369(15) 0.89339(16) 0.0372(8) Uani 1 1 d . . .
H26A H 0.8425 0.0008 0.8758 0.056 Uiso 1 1 calc R . .
H26B H 0.8352 0.0431 0.9425 0.056 Uiso 1 1 calc R . .
H26C H 0.9145 0.0625 0.8849 0.056 Uiso 1 1 calc R . .
C27 C 0.5209(2) 0.43035(13) 0.79135(14) 0.0254(6) Uani 1 1 d . . .
H27 H 0.4899 0.4709 0.7883 0.030 Uiso 1 1 calc R . .
C28 C 0.6230(2) 0.41798(13) 0.81019(14) 0.0243(6) Uani 1 1 d . . .
H28 H 0.6763 0.4484 0.8220 0.029 Uiso 1 1 calc R . .
C29 C 0.3520(2) 0.37194(13) 0.76453(17) 0.0289(7) Uani 1 1 d . . .
C30 C 0.3079(2) 0.37841(14) 0.69776(18) 0.0350(8) Uani 1 1 d . . .
C31 C 0.1960(3) 0.37539(15) 0.6888(2) 0.0494(10) Uani 1 1 d . . .
H31 H 0.1632 0.3784 0.6442 0.059 Uiso 1 1 calc R . .
C32 C 0.1331(3) 0.36814(17) 0.7429(3) 0.0605(13) Uani 1 1 d . . .
H32 H 0.0574 0.3666 0.7353 0.073 Uiso 1 1 calc R . .
C33 C 0.1774(3) 0.36309(17) 0.8078(2) 0.0548(11) Uani 1 1 d . . .
H33 H 0.1322 0.3588 0.8448 0.066 Uiso 1 1 calc R . .
C34 C 0.2886(2) 0.36415(15) 0.82040(19) 0.0395(8) Uani 1 1 d . . .
C35 C 0.3762(3) 0.39035(15) 0.63860(17) 0.0386(8) Uani 1 1 d . . .
H35 H 0.4488 0.3723 0.6502 0.046 Uiso 1 1 calc R . .
C36 C 0.3326(3) 0.3596(2) 0.5720(2) 0.0680(13) Uani 1 1 d . . .
H36A H 0.3185 0.3152 0.5802 0.102 Uiso 1 1 calc R . .
H36B H 0.3855 0.3637 0.5373 0.102 Uiso 1 1 calc R . .
H36C H 0.2659 0.3804 0.5561 0.102 Uiso 1 1 calc R . .
C37 C 0.3899(3) 0.46086(16) 0.62706(19) 0.0461(9) Uani 1 1 d . . .
H37A H 0.3195 0.4801 0.6175 0.069 Uiso 1 1 calc R . .
H37B H 0.4346 0.4677 0.5883 0.069 Uiso 1 1 calc R . .
H37C H 0.4243 0.4799 0.6680 0.069 Uiso 1 1 calc R . .
C38 C 0.3370(3) 0.36027(17) 0.89220(19) 0.0471(9) Uani 1 1 d . . .
H38 H 0.4151 0.3515 0.8890 0.056 Uiso 1 1 calc R . .
C39 C 0.2907(4) 0.3070(2) 0.9334(2) 0.0804(15) Uani 1 1 d . . .
H39A H 0.2144 0.3147 0.9388 0.121 Uiso 1 1 calc R . .
H39B H 0.3285 0.3050 0.9783 0.121 Uiso 1 1 calc R . .
H39C H 0.2997 0.2673 0.9094 0.121 Uiso 1 1 calc R . .
C40 C 0.3275(4) 0.4227(2) 0.9298(2) 0.0820(15) Uani 1 1 d . . .
H40A H 0.3630 0.4557 0.9047 0.123 Uiso 1 1 calc R . .
H40B H 0.3618 0.4191 0.9756 0.123 Uiso 1 1 calc R . .
H40C H 0.2517 0.4333 0.9330 0.123 Uiso 1 1 calc R . .
C41 C 0.74082(19) 0.32809(12) 0.83339(14) 0.0205(6) Uani 1 1 d . . .
C42 C 0.7687(2) 0.32924(13) 0.90334(15) 0.0251(6) Uani 1 1 d . . .
C43 C 0.8711(2) 0.30855(15) 0.92510(16) 0.0332(7) Uani 1 1 d . . .
H43 H 0.8924 0.3092 0.9722 0.040 Uiso 1 1 calc R . .
C44 C 0.9414(2) 0.28728(15) 0.87871(18) 0.0378(8) Uani 1 1 d . . .
H44 H 1.0114 0.2745 0.8941 0.045 Uiso 1 1 calc R . .
C45 C 0.9111(2) 0.28438(14) 0.81026(18) 0.0334(7) Uani 1 1 d . . .
H45 H 0.9600 0.2683 0.7793 0.040 Uiso 1 1 calc R . .
C46 C 0.8106(2) 0.30460(13) 0.78569(15) 0.0248(6) Uani 1 1 d . . .
C47 C 0.6890(2) 0.34987(15) 0.95457(15) 0.0308(7) Uani 1 1 d . . .
H47 H 0.6278 0.3706 0.9285 0.037 Uiso 1 1 calc R . .
C48 C 0.7346(3) 0.3967(2) 1.0062(2) 0.0676(13) Uani 1 1 d . . .
H48A H 0.7922 0.3770 1.0344 0.101 Uiso 1 1 calc R . .
H48B H 0.6779 0.4106 1.0352 0.101 Uiso 1 1 calc R . .
H48C H 0.7631 0.4328 0.9823 0.101 Uiso 1 1 calc R . .
C49 C 0.6447(3) 0.29333(18) 0.9899(2) 0.0640(12) Uani 1 1 d . . .
H49A H 0.6127 0.2645 0.9558 0.096 Uiso 1 1 calc R . .
H49B H 0.5899 0.3068 1.0206 0.096 Uiso 1 1 calc R . .
H49C H 0.7028 0.2721 1.0163 0.096 Uiso 1 1 calc R . .
C50 C 0.7770(2) 0.30318(14) 0.71014(15) 0.0297(7) Uani 1 1 d . . .
H50 H 0.6986 0.2937 0.7065 0.036 Uiso 1 1 calc R . .
C51 C 0.7914(3) 0.36718(15) 0.67741(17) 0.0386(8) Uani 1 1 d . . .
H51A H 0.7588 0.3994 0.7050 0.058 Uiso 1 1 calc R . .
H51B H 0.7567 0.3672 0.6315 0.058 Uiso 1 1 calc R . .
H51C H 0.8680 0.3760 0.6747 0.058 Uiso 1 1 calc R . .
C52 C 0.8319(3) 0.25309(17) 0.67015(19) 0.0545(10) Uani 1 1 d . . .
H52A H 0.9083 0.2630 0.6687 0.082 Uiso 1 1 calc R . .
H52B H 0.7994 0.2515 0.6237 0.082 Uiso 1 1 calc R . .
H52C H 0.8234 0.2124 0.6922 0.082 Uiso 1 1 calc R . .
B1 B 0.4921(2) 0.12138(14) 0.78985(15) 0.0174(6) Uani 1 1 d . . .
B2 B 0.5397(2) 0.32336(15) 0.78815(15) 0.0189(6) Uani 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
In1 B2 2.231(3) . ?
In1 B1 2.231(3) . ?
In1 Br1 2.5680(4) . ?
N1 C1 1.392(3) . ?
N1 B1 1.432(4) . ?
N1 C3 1.442(3) . ?
N2 C2 1.394(3) . ?
N2 B1 1.435(4) . ?
N2 C15 1.449(3) . ?
N3 C27 1.401(3) . ?
N3 B2 1.427(4) . ?
N3 C29 1.440(3) . ?
N4 C28 1.396(3) . ?
N4 C41 1.434(3) . ?
N4 B2 1.441(4) . ?
C1 C2 1.339(4) . ?
C3 C4 1.397(4) . ?
C3 C8 1.404(4) . ?
C4 C5 1.398(4) . ?
C4 C9 1.518(4) . ?
C5 C6 1.382(4) . ?
C6 C7 1.368(4) . ?
C7 C8 1.401(4) . ?
C8 C12 1.516(4) . ?
C9 C10 1.526(4) . ?
C9 C11 1.532(4) . ?
C12 C13 1.526(4) . ?
C12 C14 1.527(4) . ?
C15 C16 1.398(4) . ?
C15 C20 1.400(4) . ?
C16 C17 1.397(4) . ?
C16 C21 1.518(4) . ?
C17 C18 1.382(4) . ?
C18 C19 1.374(4) . ?
C19 C20 1.401(4) . ?
C20 C24 1.511(4) . ?
C21 C22 1.527(4) . ?
C21 C23 1.533(5) . ?
C24 C25 1.526(4) . ?
C24 C26 1.535(4) . ?
C27 C28 1.336(4) . ?
C29 C34 1.400(4) . ?
C29 C30 1.402(4) . ?
C30 C31 1.402(4) . ?
C30 C35 1.503(5) . ?
C31 C32 1.365(6) . ?
C32 C33 1.368(6) . ?
C33 C34 1.398(4) . ?
C34 C38 1.507(5) . ?
C35 C37 1.534(5) . ?
C35 C36 1.538(5) . ?
C38 C39 1.528(5) . ?
C38 C40 1.533(6) . ?
C41 C42 1.400(4) . ?
C41 C46 1.408(4) . ?
C42 C43 1.399(4) . ?
C42 C47 1.520(4) . ?
C43 C44 1.378(4) . ?
C44 C45 1.379(5) . ?
C45 C46 1.390(4) . ?
C46 C50 1.522(4) . ?
C47 C48 1.513(5) . ?
C47 C49 1.514(5) . ?
C50 C52 1.514(4) . ?
C50 C51 1.526(4) . ?

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
B2 In1 B1 154.94(11) . . ?
B2 In1 Br1 101.78(8) . . ?
B1 In1 Br1 103.23(8) . . ?
C1 N1 B1 108.7(2) . . ?
C1 N1 C3 119.7(2) . . ?
B1 N1 C3 131.6(2) . . ?
C2 N2 B1 108.8(2) . . ?
C2 N2 C15 121.3(2) . . ?
B1 N2 C15 129.9(2) . . ?
C27 N3 B2 108.8(2) . . ?
C27 N3 C29 121.8(2) . . ?
B2 N3 C29 128.6(2) . . ?
C28 N4 C41 119.7(2) . . ?
C28 N4 B2 108.6(2) . . ?
C41 N4 B2 131.5(2) . . ?
C2 C1 N1 109.5(2) . . ?
C1 C2 N2 109.0(2) . . ?
C4 C3 C8 122.2(2) . . ?
C4 C3 N1 118.6(2) . . ?
C8 C3 N1 119.2(2) . . ?
C3 C4 C5 117.9(2) . . ?
C3 C4 C9 122.5(2) . . ?
C5 C4 C9 119.7(3) . . ?
C6 C5 C4 120.8(3) . . ?
C7 C6 C5 120.4(3) . . ?
C6 C7 C8 121.5(3) . . ?
C7 C8 C3 117.2(3) . . ?
C7 C8 C12 121.0(2) . . ?
C3 C8 C12 121.7(2) . . ?
C4 C9 C10 110.7(2) . . ?
C4 C9 C11 111.2(2) . . ?
C10 C9 C11 111.5(3) . . ?
C8 C12 C13 109.9(2) . . ?
C8 C12 C14 113.7(3) . . ?
C13 C12 C14 110.4(3) . . ?
C16 C15 C20 122.7(2) . . ?
C16 C15 N2 119.2(2) . . ?
C20 C15 N2 118.1(2) . . ?
C17 C16 C15 117.4(2) . . ?
C17 C16 C21 120.7(3) . . ?
C15 C16 C21 121.9(2) . . ?
C18 C17 C16 121.1(3) . . ?
C19 C18 C17 120.3(3) . . ?
C18 C19 C20 121.2(3) . . ?
C19 C20 C15 117.2(3) . . ?
C19 C20 C24 120.8(2) . . ?
C15 C20 C24 122.0(2) . . ?
C16 C21 C22 113.8(3) . . ?
C16 C21 C23 110.4(3) . . ?
C22 C21 C23 109.5(3) . . ?
C20 C24 C25 111.0(2) . . ?
C20 C24 C26 112.9(2) . . ?
C25 C24 C26 110.6(2) . . ?
C28 C27 N3 109.3(2) . . ?
C27 C28 N4 109.3(2) . . ?
C34 C29 C30 122.4(3) . . ?
C34 C29 N3 118.2(3) . . ?
C30 C29 N3 119.4(3) . . ?
C31 C30 C29 116.8(3) . . ?
C31 C30 C35 121.1(3) . . ?
C29 C30 C35 122.0(3) . . ?
C32 C31 C30 121.5(4) . . ?
C31 C32 C33 120.9(3) . . ?
C32 C33 C34 120.8(4) . . ?
C33 C34 C29 117.6(3) . . ?
C33 C34 C38 120.6(3) . . ?
C29 C34 C38 121.7(3) . . ?
C30 C35 C37 110.7(3) . . ?
C30 C35 C36 113.4(3) . . ?
C37 C35 C36 109.3(3) . . ?
C34 C38 C39 113.2(3) . . ?
C34 C38 C40 111.4(3) . . ?
C39 C38 C40 110.5(4) . . ?
C42 C41 C46 122.1(2) . . ?
C42 C41 N4 118.6(2) . . ?
C46 C41 N4 119.3(2) . . ?
C43 C42 C41 117.9(3) . . ?
C43 C42 C47 120.7(3) . . ?
C41 C42 C47 121.3(2) . . ?
C44 C43 C42 120.5(3) . . ?
C43 C44 C45 120.7(3) . . ?
C44 C45 C46 121.2(3) . . ?
C45 C46 C41 117.4(3) . . ?
C45 C46 C50 121.9(3) . . ?
C41 C46 C50 120.7(2) . . ?
C48 C47 C49 110.7(3) . . ?
C48 C47 C42 113.6(3) . . ?
C49 C47 C42 110.0(3) . . ?
C52 C50 C46 114.4(3) . . ?
C52 C50 C51 110.3(3) . . ?
C46 C50 C51 111.2(2) . . ?
N1 B1 N2 104.0(2) . . ?
N1 B1 In1 128.56(19) . . ?
N2 B1 In1 127.25(19) . . ?
N3 B2 N4 104.0(2) . . ?
N3 B2 In1 126.72(19) . . ?
N4 B2 In1 128.9(2) . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.956
_refine_diff_density_min         -1.022
_refine_diff_density_rms         0.077
####################################################################### 
# 
# 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_cmpd3
_database_code_depnum_ccdc_archive 'CCDC 1510780'
_audit_update_record             
;
2016-10-20 deposited with the CCDC.
2016-11-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H44 B Br2 Ga N2 O'
_chemical_formula_weight         689.02

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   14.1260(7)
_cell_length_b                   12.1475(6)
_cell_length_c                   19.3683(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.037(5)
_cell_angle_gamma                90.00
_cell_volume                     3272.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    6818
_cell_measurement_theta_min      1.98
_cell_measurement_theta_max      29.12

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1408
_exptl_absorpt_coefficient_mu    3.306
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.362
_exptl_absorpt_correction_T_max  0.543
_exptl_absorpt_process_details   'Sortav (Blessing)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Apex X8'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22256
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_av_sigmaI/netI    0.0404
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.93
_diffrn_reflns_theta_max         25.50
_reflns_number_total             6093
_reflns_number_gt                4781
_reflns_threshold_expression     >2sigma(I)

_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-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0313P)²+0.9897P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6093
_refine_ls_number_parameters     350
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0494
_refine_ls_R_factor_gt           0.0314
_refine_ls_wR_factor_ref         0.0725
_refine_ls_wR_factor_gt          0.0660
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ga1 Ga 0.128080(19) 0.50860(2) 0.195695(15) 0.02104(9) Uani 1 1 d . . .
Br1 Br 0.09574(2) 0.52331(3) 0.310025(16) 0.04155(10) Uani 1 1 d . . .
Br2 Br 0.04180(2) 0.35999(2) 0.139061(18) 0.03981(10) Uani 1 1 d . . .
N2 N 0.31519(14) 0.62744(16) 0.16296(11) 0.0186(5) Uani 1 1 d . . .
O1 O 0.04122(11) 0.63003(14) 0.15214(9) 0.0240(4) Uani 1 1 d . . .
C1 C 0.34515(17) 0.35911(19) 0.25040(13) 0.0191(5) Uani 1 1 d . . .
N1 N 0.34780(14) 0.46507(16) 0.21817(11) 0.0191(5) Uani 1 1 d . . .
C6 C 0.32094(17) 0.2665(2) 0.20753(13) 0.0213(6) Uani 1 1 d . . .
C25 C 0.41466(19) 0.6121(2) 0.17793(14) 0.0250(6) Uani 1 1 d . . .
C2 C 0.36491(17) 0.3507(2) 0.32361(14) 0.0229(6) Uani 1 1 d . . .
B1 B 0.2702(2) 0.5350(2) 0.18842(15) 0.0184(6) Uani 1 1 d . . .
C26 C 0.43404(19) 0.5166(2) 0.21089(15) 0.0244(6) Uani 1 1 d . . .
C13 C 0.27275(17) 0.7160(2) 0.11928(13) 0.0194(5) Uani 1 1 d . . .
C10 C 0.3952(2) 0.4500(2) 0.36978(14) 0.0299(6) Uani 1 1 d . . .
H10 H 0.3793 0.5176 0.3406 0.036 Uiso 1 1 calc R . .
C4 C 0.33404(19) 0.1562(2) 0.31244(15) 0.0287(6) Uani 1 1 d . . .
H4 H 0.3291 0.0865 0.3338 0.034 Uiso 1 1 calc R . .
C3 C 0.35933(18) 0.2475(2) 0.35338(14) 0.0258(6) Uani 1 1 d . . .
H3 H 0.3732 0.2399 0.4029 0.031 Uiso 1 1 calc R . .
C28 C 0.0269(2) 0.6475(3) 0.07653(15) 0.0362(7) Uani 1 1 d . . .
H28A H 0.0006 0.5808 0.0507 0.043 Uiso 1 1 calc R . .
H28B H 0.0878 0.6685 0.0612 0.043 Uiso 1 1 calc R . .
C8 C 0.2480(2) 0.1808(2) 0.08992(15) 0.0329(7) Uani 1 1 d . . .
H8A H 0.2847 0.1122 0.0980 0.049 Uiso 1 1 calc R . .
H8B H 0.2342 0.1966 0.0395 0.049 Uiso 1 1 calc R . .
H8C H 0.1874 0.1732 0.1077 0.049 Uiso 1 1 calc R . .
C11 C 0.3418(2) 0.4566(3) 0.43174(16) 0.0418(8) Uani 1 1 d . . .
H11A H 0.2725 0.4492 0.4148 0.063 Uiso 1 1 calc R . .
H11B H 0.3549 0.5277 0.4553 0.063 Uiso 1 1 calc R . .
H11C H 0.3636 0.3970 0.4649 0.063 Uiso 1 1 calc R . .
C7 C 0.30647(19) 0.2749(2) 0.12807(14) 0.0270(6) Uani 1 1 d . . .
H7 H 0.2705 0.3446 0.1143 0.032 Uiso 1 1 calc R . .
C5 C 0.31570(18) 0.1655(2) 0.24016(14) 0.0256(6) Uani 1 1 d . . .
H5 H 0.2992 0.1017 0.2124 0.031 Uiso 1 1 calc R . .
C29 C -0.0451(2) 0.7414(3) 0.06573(19) 0.0570(10) Uani 1 1 d . . .
H29A H -0.0124 0.8134 0.0750 0.068 Uiso 1 1 calc R . .
H29B H -0.0819 0.7413 0.0173 0.068 Uiso 1 1 calc R . .
C12 C 0.5038(2) 0.4486(3) 0.39579(17) 0.0453(8) Uani 1 1 d . . .
H12A H 0.5208 0.3845 0.4261 0.068 Uiso 1 1 calc R . .
H12B H 0.5230 0.5160 0.4224 0.068 Uiso 1 1 calc R . .
H12C H 0.5372 0.4444 0.3556 0.068 Uiso 1 1 calc R . .
C27 C -0.0482(2) 0.6604(3) 0.17674(17) 0.0394(8) Uani 1 1 d . . .
H27A H -0.0343 0.7089 0.2183 0.047 Uiso 1 1 calc R . .
H27B H -0.0819 0.5938 0.1894 0.047 Uiso 1 1 calc R . .
C30 C -0.1083(2) 0.7195(3) 0.11672(18) 0.0501(9) Uani 1 1 d . . .
H30A H -0.1634 0.6733 0.0954 0.060 Uiso 1 1 calc R . .
H30B H -0.1332 0.7893 0.1329 0.060 Uiso 1 1 calc R . .
C14 C 0.23119(17) 0.8042(2) 0.14962(14) 0.0234(6) Uani 1 1 d . . .
C22 C 0.23403(18) 0.8090(2) 0.22795(14) 0.0277(6) Uani 1 1 d . . .
H22 H 0.2218 0.7330 0.2440 0.033 Uiso 1 1 calc R . .
C24 C 0.3344(2) 0.8434(2) 0.26524(16) 0.0368(7) Uani 1 1 d . . .
H24A H 0.3818 0.7896 0.2551 0.055 Uiso 1 1 calc R . .
H24B H 0.3354 0.8463 0.3159 0.055 Uiso 1 1 calc R . .
H24C H 0.3500 0.9161 0.2485 0.055 Uiso 1 1 calc R . .
C18 C 0.27292(19) 0.7095(2) 0.04736(14) 0.0305(7) Uani 1 1 d . . .
C15 C 0.1883(2) 0.8864(2) 0.10487(17) 0.0383(8) Uani 1 1 d . . .
H15 H 0.1585 0.9469 0.1236 0.046 Uiso 1 1 calc R . .
C23 C 0.1584(2) 0.8844(3) 0.24985(18) 0.0457(8) Uani 1 1 d . . .
H23A H 0.1738 0.9611 0.2407 0.069 Uiso 1 1 calc R . .
H23B H 0.1577 0.8748 0.3000 0.069 Uiso 1 1 calc R . .
H23C H 0.0951 0.8659 0.2229 0.069 Uiso 1 1 calc R . .
C17 C 0.2297(2) 0.7948(3) 0.00557(16) 0.0473(9) Uani 1 1 d . . .
H17 H 0.2291 0.7928 -0.0436 0.057 Uiso 1 1 calc R . .
C9 C 0.4029(2) 0.2836(3) 0.10331(16) 0.0420(8) Uani 1 1 d . . .
H9A H 0.4378 0.3483 0.1247 0.063 Uiso 1 1 calc R . .
H9B H 0.3921 0.2908 0.0521 0.063 Uiso 1 1 calc R . .
H9C H 0.4409 0.2172 0.1172 0.063 Uiso 1 1 calc R . .
C16 C 0.1881(2) 0.8818(3) 0.03395(19) 0.0519(10) Uani 1 1 d . . .
H16 H 0.1589 0.9392 0.0044 0.062 Uiso 1 1 calc R . .
C19 C 0.3150(2) 0.6112(3) 0.01485(16) 0.0445(8) Uani 1 1 d . . .
H19 H 0.3422 0.5603 0.0539 0.053 Uiso 1 1 calc R . .
C20 C 0.3975(3) 0.6463(4) -0.0219(2) 0.0779(14) Uani 1 1 d . . .
H20A H 0.3733 0.6976 -0.0600 0.117 Uiso 1 1 calc R . .
H20B H 0.4246 0.5813 -0.0412 0.117 Uiso 1 1 calc R . .
H20C H 0.4475 0.6826 0.0119 0.117 Uiso 1 1 calc R . .
C21 C 0.2384(3) 0.5482(4) -0.0341(2) 0.0801(14) Uani 1 1 d . . .
H21A H 0.1895 0.5216 -0.0079 0.120 Uiso 1 1 calc R . .
H21B H 0.2678 0.4854 -0.0540 0.120 Uiso 1 1 calc R . .
H21C H 0.2082 0.5969 -0.0720 0.120 Uiso 1 1 calc R . .
H25 H 0.4550(18) 0.665(2) 0.1662(13) 0.019(7) Uiso 1 1 d . . .
H26 H 0.4914(19) 0.4843(19) 0.2269(13) 0.020(7) Uiso 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ga1 O1 2.0081(16) . ?
Ga1 B1 2.061(3) . ?
Ga1 Br2 2.3412(4) . ?
Ga1 Br1 2.3445(4) . ?
N2 C25 1.397(3) . ?
N2 B1 1.420(3) . ?
N2 C13 1.434(3) . ?
O1 C28 1.459(3) . ?
O1 C27 1.473(3) . ?
C1 C2 1.400(3) . ?
C1 C6 1.404(3) . ?
C1 N1 1.434(3) . ?
N1 C26 1.399(3) . ?
N1 B1 1.427(3) . ?
C6 C5 1.388(4) . ?
C6 C7 1.520(4) . ?
C25 C26 1.329(4) . ?
C2 C3 1.387(4) . ?
C2 C10 1.518(4) . ?
C13 C18 1.396(4) . ?
C13 C14 1.400(4) . ?
C10 C11 1.527(4) . ?
C10 C12 1.530(4) . ?
C4 C3 1.374(4) . ?
C4 C5 1.383(4) . ?
C28 C29 1.519(4) . ?
C8 C7 1.524(4) . ?
C7 C9 1.525(4) . ?
C29 C30 1.466(5) . ?
C27 C30 1.498(4) . ?
C14 C15 1.390(4) . ?
C14 C22 1.512(4) . ?
C22 C23 1.522(4) . ?
C22 C24 1.532(4) . ?
C18 C17 1.389(4) . ?
C18 C19 1.518(4) . ?
C15 C16 1.374(5) . ?
C17 C16 1.369(5) . ?
C19 C21 1.516(4) . ?
C19 C20 1.529(4) . ?

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 B1 112.81(9) . . ?
O1 Ga1 Br2 98.02(5) . . ?
B1 Ga1 Br2 121.44(8) . . ?
O1 Ga1 Br1 97.78(5) . . ?
B1 Ga1 Br1 113.89(8) . . ?
Br2 Ga1 Br1 109.274(16) . . ?
C25 N2 B1 108.5(2) . . ?
C25 N2 C13 121.7(2) . . ?
B1 N2 C13 129.1(2) . . ?
C28 O1 C27 108.17(19) . . ?
C28 O1 Ga1 119.76(15) . . ?
C27 O1 Ga1 122.94(15) . . ?
C2 C1 C6 121.7(2) . . ?
C2 C1 N1 119.4(2) . . ?
C6 C1 N1 118.9(2) . . ?
C26 N1 B1 108.3(2) . . ?
C26 N1 C1 122.4(2) . . ?
B1 N1 C1 129.3(2) . . ?
C5 C6 C1 117.7(2) . . ?
C5 C6 C7 120.8(2) . . ?
C1 C6 C7 121.4(2) . . ?
C26 C25 N2 109.4(2) . . ?
C3 C2 C1 118.1(2) . . ?
C3 C2 C10 120.2(2) . . ?
C1 C2 C10 121.6(2) . . ?
N2 B1 N1 104.6(2) . . ?
N2 B1 Ga1 130.34(19) . . ?
N1 B1 Ga1 124.64(19) . . ?
C25 C26 N1 109.2(2) . . ?
C18 C13 C14 122.4(2) . . ?
C18 C13 N2 118.2(2) . . ?
C14 C13 N2 119.3(2) . . ?
C2 C10 C11 112.2(2) . . ?
C2 C10 C12 110.4(2) . . ?
C11 C10 C12 110.3(2) . . ?
C3 C4 C5 120.1(2) . . ?
C4 C3 C2 121.1(2) . . ?
O1 C28 C29 102.7(2) . . ?
C6 C7 C8 114.0(2) . . ?
C6 C7 C9 110.7(2) . . ?
C8 C7 C9 109.8(2) . . ?
C4 C5 C6 121.2(2) . . ?
C30 C29 C28 104.0(3) . . ?
O1 C27 C30 105.7(2) . . ?
C29 C30 C27 106.4(3) . . ?
C15 C14 C13 117.2(3) . . ?
C15 C14 C22 122.0(3) . . ?
C13 C14 C22 120.7(2) . . ?
C14 C22 C23 113.9(2) . . ?
C14 C22 C24 110.1(2) . . ?
C23 C22 C24 110.0(2) . . ?
C17 C18 C13 117.6(3) . . ?
C17 C18 C19 120.6(3) . . ?
C13 C18 C19 121.8(3) . . ?
C16 C15 C14 121.2(3) . . ?
C16 C17 C18 121.1(3) . . ?
C17 C16 C15 120.5(3) . . ?
C21 C19 C18 111.6(3) . . ?
C21 C19 C20 111.6(3) . . ?
C18 C19 C20 111.0(3) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.463
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.068
