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

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

data_1a
_database_code_depnum_ccdc_archive 'CCDC 1414952'
_audit_update_record             
;
2015-07-24 deposited with the CCDC.
2015-09-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H20 Cl2 Ga N4, Cl4 Ga, C H2 Cl2'
_chemical_formula_sum            'C23 H22 Cl8 Ga2 N4'
_chemical_formula_weight         777.49

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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                   12.134(5)
_cell_length_b                   12.930(5)
_cell_length_c                   19.258(5)
_cell_angle_alpha                90.000
_cell_angle_beta                 104.453(5)
_cell_angle_gamma                90.000
_cell_volume                     2925.8(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    8768
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      25.02

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.765
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1544
_exptl_absorpt_coefficient_mu    2.595
_exptl_absorpt_correction_type   Integration
_exptl_absorpt_correction_T_min  0.5748
_exptl_absorpt_correction_T_max  0.6816
_exptl_absorpt_process_details   'SADABS (SHELXTL-NT v5.1, Bruker)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enraf Nonius FR590D, fine-focus sealed tube'
_diffrn_radiation_monochromator  'Horizonally mounted graphite crystal'
_diffrn_measurement_device_type  'KappaCCD (Nonius, FR540C)'
_diffrn_measurement_method       'phi/omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8768
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_sigmaI/netI    0.0371
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.39
_diffrn_reflns_theta_max         25.02
_reflns_number_total             5151
_reflns_number_gt                4424
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'HKL Scalepak (Otwinowski & Minor 1997)'
_computing_data_reduction        DENZO-SMN
_computing_structure_solution    'SIR97 (Altomare, A.et al. 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  'WINGX v1.70-01 (L. J. Farrugia)'

_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 > 2σ(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)+(0.0325P)²+14.8738P] 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         5151
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0480
_refine_ls_wR_factor_ref         0.1145
_refine_ls_wR_factor_gt          0.1065
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_restrained_S_all      1.104
_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 -0.01120(4) 0.23474(4) 0.83072(3) 0.01866(14) Uani 1 1 d . . .
Ga2 Ga 0.40313(5) 0.34142(5) 1.07897(3) 0.03028(16) Uani 1 1 d . . .
Cl1 Cl 0.01768(11) 0.30069(9) 0.94455(6) 0.0268(3) Uani 1 1 d . . .
Cl2 Cl -0.07706(10) 0.38777(9) 0.77253(6) 0.0249(3) Uani 1 1 d . . .
Cl6 Cl 0.53279(12) 0.36441(12) 1.17928(8) 0.0422(4) Uani 1 1 d . . .
Cl3 Cl 0.30321(15) 0.48158(12) 1.05290(9) 0.0522(4) Uani 1 1 d . . .
Cl4 Cl 0.29168(14) 0.21697(12) 1.09395(8) 0.0475(4) Uani 1 1 d . . .
Cl7 Cl 0.59517(14) 0.04886(15) 1.22966(11) 0.0605(5) Uani 1 1 d . . .
Cl5 Cl 0.4918(2) 0.2981(2) 0.99925(10) 0.0891(9) Uani 1 1 d . . .
Cl8 Cl 0.5754(2) 0.0296(2) 1.07772(14) 0.0959(9) Uani 1 1 d . . .
C13 C -0.1681(5) 0.1505(4) 0.6110(3) 0.0278(11) Uani 1 1 d . . .
H13 H -0.2438 0.1543 0.5820 0.033 Uiso 1 1 calc R . .
N3 N -0.0371(3) 0.1720(3) 0.72584(19) 0.0192(8) Uani 1 1 d . . .
N4 N 0.1546(3) 0.2771(3) 0.8248(2) 0.0191(8) Uani 1 1 d . . .
C7 C -0.2134(4) 0.0910(4) 0.8356(2) 0.0247(11) Uani 1 1 d . . .
C5 C -0.0232(4) 0.0031(4) 0.8724(2) 0.0218(10) Uani 1 1 d . . .
C6 C -0.1382(4) 0.0066(4) 0.8184(3) 0.0256(11) Uani 1 1 d . . .
H6A H -0.1267 0.0186 0.7699 0.031 Uiso 1 1 calc R . .
H6B H -0.1766 -0.0610 0.8179 0.031 Uiso 1 1 calc R . .
C17 C 0.1656(4) 0.1279(4) 0.7481(2) 0.0230(10) Uani 1 1 d . . .
H17A H 0.1622 0.0757 0.7852 0.028 Uiso 1 1 calc R . .
H17B H 0.2178 0.1012 0.7202 0.028 Uiso 1 1 calc R . .
C14 C -0.0801(5) 0.1158(4) 0.5830(3) 0.0299(12) Uani 1 1 d . . .
H14 H -0.0947 0.0956 0.5342 0.036 Uiso 1 1 calc R . .
N1 N 0.0433(3) 0.0881(3) 0.87933(19) 0.0203(8) Uani 1 1 d . . .
C9 C -0.3809(4) 0.1455(5) 0.8696(3) 0.0320(12) Uani 1 1 d . . .
H9 H -0.4515 0.1304 0.8803 0.038 Uiso 1 1 calc R . .
N2 N -0.1755(3) 0.1895(3) 0.8374(2) 0.0213(8) Uani 1 1 d . . .
C8 C -0.3168(4) 0.0672(4) 0.8507(3) 0.0285(11) Uani 1 1 d . . .
H8 H -0.3430 -0.0022 0.8481 0.034 Uiso 1 1 calc R . .
C21 C 0.2994(4) 0.4061(4) 0.8527(3) 0.0276(11) Uani 1 1 d . . .
H21 H 0.3266 0.4691 0.8762 0.033 Uiso 1 1 calc R . .
C10 C -0.3415(4) 0.2462(4) 0.8729(3) 0.0308(12) Uani 1 1 d . . .
H10 H -0.3836 0.3011 0.8867 0.037 Uiso 1 1 calc R . .
C15 C 0.0283(5) 0.1108(4) 0.6264(3) 0.0266(11) Uani 1 1 d . . .
H15 H 0.0894 0.0881 0.6076 0.032 Uiso 1 1 calc R . .
C19 C 0.3189(4) 0.2630(4) 0.7790(3) 0.0280(11) Uani 1 1 d . . .
H19 H 0.3611 0.2259 0.7517 0.034 Uiso 1 1 calc R . .
C16 C 0.0481(4) 0.1392(4) 0.6984(3) 0.0230(10) Uani 1 1 d . . .
C18 C 0.2145(4) 0.2260(4) 0.7848(2) 0.0214(10) Uani 1 1 d . . .
C4 C 0.0101(5) -0.0841(4) 0.9145(3) 0.0286(11) Uani 1 1 d . . .
H4 H -0.0380 -0.1431 0.9088 0.034 Uiso 1 1 calc R . .
C20 C 0.3617(4) 0.3543(4) 0.8130(3) 0.0304(12) Uani 1 1 d . . .
H20 H 0.4330 0.3806 0.8091 0.036 Uiso 1 1 calc R . .
C2 C 0.1816(5) 0.0022(4) 0.9716(3) 0.0305(12) Uani 1 1 d . . .
H2 H 0.2536 0.0036 1.0053 0.037 Uiso 1 1 calc R . .
C12 C -0.1429(4) 0.1795(4) 0.6823(2) 0.0225(10) Uani 1 1 d . . .
H12 H -0.2023 0.2056 0.7014 0.027 Uiso 1 1 calc R . .
C11 C -0.2405(4) 0.2650(4) 0.8558(3) 0.0274(11) Uani 1 1 d . . .
H11 H -0.2145 0.3344 0.8569 0.033 Uiso 1 1 calc R . .
C3 C 0.1132(5) -0.0847(4) 0.9643(3) 0.0324(12) Uani 1 1 d . . .
H3 H 0.1372 -0.1439 0.9933 0.039 Uiso 1 1 calc R . .
C1 C 0.1433(4) 0.0865(4) 0.9290(3) 0.0263(11) Uani 1 1 d . . .
H1 H 0.1897 0.1466 0.9349 0.032 Uiso 1 1 calc R . .
C22 C 0.1971(4) 0.3654(4) 0.8575(3) 0.0254(11) Uani 1 1 d . . .
H22 H 0.1546 0.4012 0.8852 0.030 Uiso 1 1 calc R . .
C23 C 0.6331(6) 0.1018(6) 1.1544(5) 0.063(2) Uani 1 1 d . . .
H23B H 0.6051 0.1739 1.1470 0.076 Uiso 1 1 calc R . .
H23A H 0.7170 0.1031 1.1632 0.076 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 N2 2.113(4) . ?
Ga1 N4 2.115(4) . ?
Ga1 N3 2.126(4) . ?
Ga1 N1 2.145(4) . ?
Ga1 Cl1 2.2959(13) . ?
Ga1 Cl2 2.3157(14) . ?
Ga2 Cl5 2.157(2) . ?
Ga2 Cl4 2.1671(17) . ?
Ga2 Cl3 2.1684(18) . ?
Ga2 Cl6 2.1860(16) . ?
Cl7 C23 1.765(9) . ?
Cl8 C23 1.739(8) . ?
C13 C12 1.381(7) . ?
C13 C14 1.385(8) . ?
C13 H13 0.9500 . ?
N3 C16 1.341(6) . ?
N3 C12 1.351(6) . ?
N4 C22 1.343(6) . ?
N4 C18 1.356(6) . ?
C7 N2 1.351(6) . ?
C7 C8 1.391(7) . ?
C7 C6 1.512(7) . ?
C5 N1 1.351(6) . ?
C5 C4 1.389(7) . ?
C5 C6 1.518(7) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C17 C18 1.500(7) . ?
C17 C16 1.513(7) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C14 C15 1.372(8) . ?
C14 H14 0.9500 . ?
N1 C1 1.344(6) . ?
C9 C8 1.380(8) . ?
C9 C10 1.383(8) . ?
C9 H9 0.9500 . ?
N2 C11 1.356(6) . ?
C8 H8 0.9500 . ?
C21 C22 1.372(7) . ?
C21 C20 1.376(8) . ?
C21 H21 0.9500 . ?
C10 C11 1.367(7) . ?
C10 H10 0.9500 . ?
C15 C16 1.397(7) . ?
C15 H15 0.9500 . ?
C19 C18 1.384(7) . ?
C19 C20 1.386(8) . ?
C19 H19 0.9500 . ?
C4 C3 1.373(8) . ?
C4 H4 0.9500 . ?
C20 H20 0.9500 . ?
C2 C1 1.373(7) . ?
C2 C3 1.383(8) . ?
C2 H2 0.9500 . ?
C12 H12 0.9500 . ?
C11 H11 0.9500 . ?
C3 H3 0.9500 . ?
C1 H1 0.9500 . ?
C22 H22 0.9500 . ?
C23 H23B 0.9900 . ?
C23 H23A 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Ga1 N4 178.84(15) . . ?
N2 Ga1 N3 91.99(15) . . ?
N4 Ga1 N3 87.98(15) . . ?
N2 Ga1 N1 85.50(15) . . ?
N4 Ga1 N1 93.34(15) . . ?
N3 Ga1 N1 91.91(14) . . ?
N2 Ga1 Cl1 88.05(11) . . ?
N4 Ga1 Cl1 91.97(11) . . ?
N3 Ga1 Cl1 179.32(11) . . ?
N1 Ga1 Cl1 87.41(11) . . ?
N2 Ga1 Cl2 92.83(11) . . ?
N4 Ga1 Cl2 88.33(11) . . ?
N3 Ga1 Cl2 85.13(11) . . ?
N1 Ga1 Cl2 176.56(11) . . ?
Cl1 Ga1 Cl2 95.55(5) . . ?
Cl5 Ga2 Cl4 109.92(11) . . ?
Cl5 Ga2 Cl3 113.67(9) . . ?
Cl4 Ga2 Cl3 108.66(8) . . ?
Cl5 Ga2 Cl6 106.72(9) . . ?
Cl4 Ga2 Cl6 108.58(6) . . ?
Cl3 Ga2 Cl6 109.17(7) . . ?
C12 C13 C14 118.3(5) . . ?
C12 C13 H13 120.9 . . ?
C14 C13 H13 120.9 . . ?
C16 N3 C12 119.0(4) . . ?
C16 N3 Ga1 123.3(3) . . ?
C12 N3 Ga1 117.0(3) . . ?
C22 N4 C18 118.9(4) . . ?
C22 N4 Ga1 117.0(3) . . ?
C18 N4 Ga1 123.8(3) . . ?
N2 C7 C8 121.4(5) . . ?
N2 C7 C6 117.7(4) . . ?
C8 C7 C6 120.9(5) . . ?
N1 C5 C4 121.5(5) . . ?
N1 C5 C6 117.9(4) . . ?
C4 C5 C6 120.6(4) . . ?
C7 C6 C5 111.9(4) . . ?
C7 C6 H6A 109.2 . . ?
C5 C6 H6A 109.2 . . ?
C7 C6 H6B 109.2 . . ?
C5 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
C18 C17 C16 114.6(4) . . ?
C18 C17 H17A 108.6 . . ?
C16 C17 H17A 108.6 . . ?
C18 C17 H17B 108.6 . . ?
C16 C17 H17B 108.6 . . ?
H17A C17 H17B 107.6 . . ?
C15 C14 C13 119.5(5) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C1 N1 C5 118.0(4) . . ?
C1 N1 Ga1 116.7(3) . . ?
C5 N1 Ga1 124.4(3) . . ?
C8 C9 C10 119.5(5) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
C7 N2 C11 118.0(4) . . ?
C7 N2 Ga1 125.4(3) . . ?
C11 N2 Ga1 115.8(3) . . ?
C9 C8 C7 119.4(5) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C22 C21 C20 118.8(5) . . ?
C22 C21 H21 120.6 . . ?
C20 C21 H21 120.6 . . ?
C11 C10 C9 118.5(5) . . ?
C11 C10 H10 120.8 . . ?
C9 C10 H10 120.8 . . ?
C14 C15 C16 119.6(5) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C18 C19 C20 119.9(5) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
N3 C16 C15 121.0(4) . . ?
N3 C16 C17 118.6(4) . . ?
C15 C16 C17 120.3(4) . . ?
N4 C18 C19 120.6(5) . . ?
N4 C18 C17 118.4(4) . . ?
C19 C18 C17 121.1(4) . . ?
C3 C4 C5 119.6(5) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C21 C20 C19 119.0(5) . . ?
C21 C20 H20 120.5 . . ?
C19 C20 H20 120.5 . . ?
C1 C2 C3 118.6(5) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?
N3 C12 C13 122.5(5) . . ?
N3 C12 H12 118.7 . . ?
C13 C12 H12 118.7 . . ?
N2 C11 C10 123.3(5) . . ?
N2 C11 H11 118.4 . . ?
C10 C11 H11 118.4 . . ?
C4 C3 C2 119.0(5) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
N1 C1 C2 123.2(5) . . ?
N1 C1 H1 118.4 . . ?
C2 C1 H1 118.4 . . ?
N4 C22 C21 122.8(5) . . ?
N4 C22 H22 118.6 . . ?
C21 C22 H22 118.6 . . ?
Cl8 C23 Cl7 110.9(4) . . ?
Cl8 C23 H23B 109.5 . . ?
Cl7 C23 H23B 109.5 . . ?
Cl8 C23 H23A 109.5 . . ?
Cl7 C23 H23A 109.5 . . ?
H23B C23 H23A 108.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 Ga1 N3 C16 -153.7(4) . . . . ?
N4 Ga1 N3 C16 25.1(4) . . . . ?
N1 Ga1 N3 C16 -68.2(4) . . . . ?
Cl2 Ga1 N3 C16 113.6(4) . . . . ?
N2 Ga1 N3 C12 35.6(3) . . . . ?
N4 Ga1 N3 C12 -145.5(3) . . . . ?
N1 Ga1 N3 C12 121.2(3) . . . . ?
Cl2 Ga1 N3 C12 -57.0(3) . . . . ?
N3 Ga1 N4 C22 145.5(3) . . . . ?
N1 Ga1 N4 C22 -122.7(3) . . . . ?
Cl1 Ga1 N4 C22 -35.1(3) . . . . ?
Cl2 Ga1 N4 C22 60.4(3) . . . . ?
N3 Ga1 N4 C18 -28.0(4) . . . . ?
N1 Ga1 N4 C18 63.8(4) . . . . ?
Cl1 Ga1 N4 C18 151.3(3) . . . . ?
Cl2 Ga1 N4 C18 -113.2(3) . . . . ?
N2 C7 C6 C5 59.9(6) . . . . ?
C8 C7 C6 C5 -118.5(5) . . . . ?
N1 C5 C6 C7 -60.5(6) . . . . ?
C4 C5 C6 C7 117.7(5) . . . . ?
C12 C13 C14 C15 0.2(7) . . . . ?
C4 C5 N1 C1 -0.6(7) . . . . ?
C6 C5 N1 C1 177.6(4) . . . . ?
C4 C5 N1 Ga1 -169.0(3) . . . . ?
C6 C5 N1 Ga1 9.2(6) . . . . ?
N2 Ga1 N1 C1 -140.3(3) . . . . ?
N4 Ga1 N1 C1 39.8(3) . . . . ?
N3 Ga1 N1 C1 127.8(3) . . . . ?
Cl1 Ga1 N1 C1 -52.1(3) . . . . ?
N2 Ga1 N1 C5 28.2(4) . . . . ?
N4 Ga1 N1 C5 -151.7(4) . . . . ?
N3 Ga1 N1 C5 -63.6(4) . . . . ?
Cl1 Ga1 N1 C5 116.5(4) . . . . ?
C8 C7 N2 C11 1.2(7) . . . . ?
C6 C7 N2 C11 -177.3(4) . . . . ?
C8 C7 N2 Ga1 170.6(3) . . . . ?
C6 C7 N2 Ga1 -7.9(6) . . . . ?
N3 Ga1 N2 C7 62.7(4) . . . . ?
N1 Ga1 N2 C7 -29.0(4) . . . . ?
Cl1 Ga1 N2 C7 -116.6(4) . . . . ?
Cl2 Ga1 N2 C7 148.0(4) . . . . ?
N3 Ga1 N2 C11 -127.7(3) . . . . ?
N1 Ga1 N2 C11 140.6(3) . . . . ?
Cl1 Ga1 N2 C11 53.0(3) . . . . ?
Cl2 Ga1 N2 C11 -42.5(3) . . . . ?
C10 C9 C8 C7 0.3(7) . . . . ?
N2 C7 C8 C9 -1.5(7) . . . . ?
C6 C7 C8 C9 176.9(4) . . . . ?
C8 C9 C10 C11 1.2(8) . . . . ?
C13 C14 C15 C16 1.0(7) . . . . ?
C12 N3 C16 C15 -1.4(7) . . . . ?
Ga1 N3 C16 C15 -171.9(3) . . . . ?
C12 N3 C16 C17 -178.1(4) . . . . ?
Ga1 N3 C16 C17 11.4(6) . . . . ?
C14 C15 C16 N3 -0.5(7) . . . . ?
C14 C15 C16 C17 176.2(5) . . . . ?
C18 C17 C16 N3 -60.0(6) . . . . ?
C18 C17 C16 C15 123.2(5) . . . . ?
C22 N4 C18 C19 1.4(7) . . . . ?
Ga1 N4 C18 C19 174.8(3) . . . . ?
C22 N4 C18 C17 -179.5(4) . . . . ?
Ga1 N4 C18 C17 -6.1(6) . . . . ?
C20 C19 C18 N4 -1.4(7) . . . . ?
C20 C19 C18 C17 179.6(4) . . . . ?
C16 C17 C18 N4 56.7(6) . . . . ?
C16 C17 C18 C19 -124.2(5) . . . . ?
N1 C5 C4 C3 -0.2(7) . . . . ?
C6 C5 C4 C3 -178.3(4) . . . . ?
C22 C21 C20 C19 0.4(7) . . . . ?
C18 C19 C20 C21 0.5(7) . . . . ?
C16 N3 C12 C13 2.8(7) . . . . ?
Ga1 N3 C12 C13 173.8(4) . . . . ?
C14 C13 C12 N3 -2.2(7) . . . . ?
C7 N2 C11 C10 0.4(7) . . . . ?
Ga1 N2 C11 C10 -170.0(4) . . . . ?
C9 C10 C11 N2 -1.6(8) . . . . ?
C5 C4 C3 C2 0.2(7) . . . . ?
C1 C2 C3 C4 0.6(8) . . . . ?
C5 N1 C1 C2 1.4(7) . . . . ?
Ga1 N1 C1 C2 170.7(4) . . . . ?
C3 C2 C1 N1 -1.4(8) . . . . ?
C18 N4 C22 C21 -0.5(7) . . . . ?
Ga1 N4 C22 C21 -174.3(4) . . . . ?
C20 C21 C22 N4 -0.4(8) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.954
_refine_diff_density_min         -0.721
_refine_diff_density_rms         0.109

####################################################################### 
# 
# 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_1b
_database_code_depnum_ccdc_archive 'CCDC 1414953'
_audit_update_record             
;
2015-07-24 deposited with the CCDC.
2015-09-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '4(C22 H20 Al Cl2 N4), 4(Al Cl4), C4 H8 O'
_chemical_formula_sum            'C92 H88 Al8 Cl24 N16 O'
_chemical_formula_weight         2500.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.2130 0.2455 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.0514(7)
_cell_length_b                   13.7004(8)
_cell_length_c                   16.9566(9)
_cell_angle_alpha                68.062(5)
_cell_angle_beta                 83.116(4)
_cell_angle_gamma                82.799(5)
_cell_volume                     2781.5(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    7365
_cell_measurement_theta_min      4.59
_cell_measurement_theta_max      66.6

_exptl_crystal_description       Plate
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.493
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1272
_exptl_absorpt_coefficient_mu    6.433
_exptl_absorpt_correction_type   Analytical
_exptl_absorpt_correction_T_min  0.4454
_exptl_absorpt_correction_T_max  0.7392
_exptl_absorpt_process_details   
'CrysAlisPro, Agilent Technologies, Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET), (compiled Sep 14 2012,17:21:16), Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18717
_diffrn_reflns_av_R_equivalents  0.0626
_diffrn_reflns_av_sigmaI/netI    0.0749
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         4.59
_diffrn_reflns_theta_max         66.60
_reflns_number_total             9793
_reflns_number_gt                7794
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       
'CrysAlisPro, Agilent Technologies, Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET) (compiled Sep 14 2012,17:21:16)'
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies, Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET) (compiled Sep 14 2012,17:21:16)'
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies, Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET) (compiled Sep 14 2012,17:21:16)'
_computing_structure_solution    
'SIR97: Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115-119.'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'DIAMOND: Brandenburg, K. [or Brandenburg, K. & Putz, H., or Brandenburg, K. & Berndt, M.] (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany.'
_computing_publication_material  
'WinGX: Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.'

_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 > 2σ(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)+(0.1351P)²+0.0000P] 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         9793
_refine_ls_number_parameters     634
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0811
_refine_ls_R_factor_gt           0.0688
_refine_ls_wR_factor_ref         0.2045
_refine_ls_wR_factor_gt          0.1853
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.012
_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
C1 C 0.6153(4) 0.6652(3) 0.6233(3) 0.0348(9) Uani 1 1 d . . .
H1 H 0.5960 0.6569 0.5740 0.042 Uiso 1 1 calc R . .
C2 C 0.7157(4) 0.6797(3) 0.6261(3) 0.0395(10) Uani 1 1 d . . .
H2 H 0.7654 0.6794 0.5804 0.047 Uiso 1 1 calc R . .
C3 C 0.7450(4) 0.6948(3) 0.6965(3) 0.0406(10) Uani 1 1 d . . .
H3 H 0.8147 0.7049 0.7000 0.049 Uiso 1 1 calc R . .
C4 C 0.6693(4) 0.6947(3) 0.7616(3) 0.0376(9) Uani 1 1 d . . .
H4 H 0.6864 0.7071 0.8097 0.045 Uiso 1 1 calc R . .
C5 C 0.5695(4) 0.6767(3) 0.7560(2) 0.0318(8) Uani 1 1 d . . .
C6 C 0.4897(4) 0.6709(3) 0.8300(3) 0.0348(9) Uani 1 1 d . . .
H6A H 0.4722 0.5969 0.8590 0.042 Uiso 1 1 calc R . .
H6B H 0.5206 0.6912 0.8716 0.042 Uiso 1 1 calc R . .
C7 C 0.3915(3) 0.7409(3) 0.8038(2) 0.0320(8) Uani 1 1 d . . .
C8 C 0.3572(4) 0.8152(3) 0.8403(3) 0.0377(9) Uani 1 1 d . . .
H8 H 0.3934 0.8194 0.8842 0.045 Uiso 1 1 calc R . .
C9 C 0.2701(4) 0.8835(4) 0.8131(3) 0.0436(11) Uani 1 1 d . . .
H9 H 0.2457 0.9352 0.8374 0.052 Uiso 1 1 calc R . .
C10 C 0.2196(4) 0.8740(3) 0.7490(3) 0.0388(10) Uani 1 1 d . . .
H10 H 0.1609 0.9209 0.7275 0.047 Uiso 1 1 calc R . .
C11 C 0.2548(4) 0.7971(3) 0.7171(3) 0.0368(9) Uani 1 1 d . . .
H11 H 0.2175 0.7899 0.6751 0.044 Uiso 1 1 calc R . .
C12 C 0.5061(4) 0.4381(3) 0.7876(3) 0.0363(9) Uani 1 1 d . . .
H12 H 0.5580 0.4633 0.7423 0.044 Uiso 1 1 calc R . .
C13 C 0.5293(4) 0.3448(3) 0.8530(3) 0.0410(10) Uani 1 1 d . . .
H13 H 0.5956 0.3072 0.8533 0.049 Uiso 1 1 calc R . .
C14 C 0.4536(5) 0.3069(4) 0.9187(3) 0.0454(12) Uani 1 1 d . . .
H14 H 0.4671 0.2427 0.9652 0.054 Uiso 1 1 calc R . .
C15 C 0.3582(4) 0.3643(4) 0.9152(3) 0.0434(11) Uani 1 1 d . . .
H15 H 0.3053 0.3393 0.9596 0.052 Uiso 1 1 calc R . .
C16 C 0.3396(4) 0.4581(3) 0.8472(2) 0.0383(10) Uani 1 1 d . . .
C17 C 0.2363(4) 0.5219(4) 0.8422(3) 0.0395(10) Uani 1 1 d . . .
H17A H 0.2456 0.5887 0.8495 0.047 Uiso 1 1 calc R . .
H17B H 0.1887 0.4822 0.8904 0.047 Uiso 1 1 calc R . .
C18 C 0.1861(4) 0.5484(4) 0.7599(3) 0.0379(9) Uani 1 1 d . . .
C19 C 0.0860(4) 0.5255(4) 0.7615(3) 0.0492(12) Uani 1 1 d . . .
H19 H 0.0479 0.4925 0.8145 0.059 Uiso 1 1 calc R . .
C20 C 0.0412(4) 0.5508(5) 0.6860(4) 0.0532(12) Uani 1 1 d . . .
H20 H -0.0282 0.5363 0.6865 0.064 Uiso 1 1 calc R . .
C21 C 0.0978(4) 0.5972(4) 0.6100(3) 0.0469(11) Uani 1 1 d . . .
H21 H 0.0685 0.6146 0.5573 0.056 Uiso 1 1 calc R . .
C22 C 0.1979(4) 0.6179(3) 0.6117(3) 0.0377(9) Uani 1 1 d . . .
H22 H 0.2370 0.6496 0.5591 0.045 Uiso 1 1 calc R . .
C23 C 0.8321(4) 0.9155(3) 0.8621(3) 0.0376(9) Uani 1 1 d . . .
H23 H 0.8002 0.9238 0.9128 0.045 Uiso 1 1 calc R . .
C24 C 0.9157(4) 0.8419(3) 0.8689(3) 0.0408(10) Uani 1 1 d . . .
H24 H 0.9403 0.8005 0.9230 0.049 Uiso 1 1 calc R . .
C25 C 0.9630(4) 0.8295(4) 0.7958(3) 0.0420(10) Uani 1 1 d . . .
H25 H 1.0194 0.7774 0.7987 0.050 Uiso 1 1 calc R . .
C26 C 0.9266(4) 0.8949(4) 0.7174(3) 0.0395(10) Uani 1 1 d . . .
H26 H 0.9594 0.8893 0.6659 0.047 Uiso 1 1 calc R . .
C27 C 0.8428(3) 0.9672(3) 0.7152(3) 0.0335(9) Uani 1 1 d . . .
C28 C 0.7977(4) 1.0334(3) 0.6319(3) 0.0341(9) Uani 1 1 d . . .
H28A H 0.7944 1.1091 0.6239 0.041 Uiso 1 1 calc R . .
H28B H 0.8431 1.0225 0.5842 0.041 Uiso 1 1 calc R . .
C29 C 0.6912(3) 1.0042(3) 0.6308(2) 0.0296(8) Uani 1 1 d . . .
C30 C 0.6724(3) 0.9606(3) 0.5719(2) 0.0320(8) Uani 1 1 d . . .
H30 H 0.7260 0.9526 0.5311 0.038 Uiso 1 1 calc R . .
C31 C 0.5762(4) 0.9294(3) 0.5732(2) 0.0326(9) Uani 1 1 d . . .
H31 H 0.5627 0.8989 0.5340 0.039 Uiso 1 1 calc R . .
C32 C 0.4987(4) 0.9432(3) 0.6330(3) 0.0327(9) Uani 1 1 d . . .
H32 H 0.4307 0.9243 0.6344 0.039 Uiso 1 1 calc R . .
C33 C 0.5230(3) 0.9851(3) 0.6903(2) 0.0316(8) Uani 1 1 d . . .
H33 H 0.4702 0.9934 0.7317 0.038 Uiso 1 1 calc R . .
C34 C 0.7892(4) 1.2160(3) 0.7256(3) 0.0344(9) Uani 1 1 d . . .
H34 H 0.8274 1.1654 0.7697 0.041 Uiso 1 1 calc R . .
C35 C 0.8345(4) 1.3067(3) 0.6742(3) 0.0342(9) Uani 1 1 d . . .
H35 H 0.9025 1.3178 0.6816 0.041 Uiso 1 1 calc R . .
C36 C 0.7769(4) 1.3811(3) 0.6113(3) 0.0384(10) Uani 1 1 d . . .
H36 H 0.8058 1.4439 0.5739 0.046 Uiso 1 1 calc R . .
C37 C 0.6774(4) 1.3631(3) 0.6036(3) 0.0367(9) Uani 1 1 d . . .
H37 H 0.6366 1.4148 0.5622 0.044 Uiso 1 1 calc R . .
C38 C 0.6372(3) 1.2691(3) 0.6565(2) 0.0303(8) Uani 1 1 d . . .
C39 C 0.5299(3) 1.2489(3) 0.6472(2) 0.0308(8) Uani 1 1 d . . .
H39A H 0.5355 1.1969 0.6189 0.037 Uiso 1 1 calc R . .
H39B H 0.4956 1.3155 0.6088 0.037 Uiso 1 1 calc R . .
C40 C 0.4608(4) 1.2090(3) 0.7283(2) 0.0331(9) Uani 1 1 d . . .
C41 C 0.3605(4) 1.2556(3) 0.7325(3) 0.0369(9) Uani 1 1 d . . .
H41 H 0.3372 1.3156 0.6859 0.044 Uiso 1 1 calc R . .
C42 C 0.2951(4) 1.2143(4) 0.8048(3) 0.0422(10) Uani 1 1 d . . .
H42 H 0.2254 1.2435 0.8076 0.051 Uiso 1 1 calc R . .
C43 C 0.3323(4) 1.1299(4) 0.8729(3) 0.0398(10) Uani 1 1 d . . .
H43 H 0.2888 1.1012 0.9236 0.048 Uiso 1 1 calc R . .
C44 C 0.4326(4) 1.0876(3) 0.8670(3) 0.0371(9) Uani 1 1 d . . .
H44 H 0.4582 1.0308 0.9148 0.044 Uiso 1 1 calc R . .
C45 C -0.0149(12) 0.1185(12) 0.9459(8) 0.0644(13) Uani 0.50 1 d P . .
H45A H -0.0418 0.1268 0.8914 0.077 Uiso 0.50 1 calc PR . .
H45B H -0.0253 0.1872 0.9537 0.077 Uiso 0.50 1 calc PR . .
C46A C 0.0675(16) -0.032(2) 0.9787(13) 0.0644(13) Uani 0.50 1 d P . .
H46A H 0.0720 -0.0650 0.9351 0.077 Uiso 0.50 1 calc PR . .
H46B H 0.1367 -0.0295 0.9957 0.077 Uiso 0.50 1 calc PR . .
C46B C 0.0885(16) -0.036(2) 0.9682(13) 0.0644(13) Uani 0.50 1 d P . .
H46C H 0.1548 -0.0762 0.9879 0.077 Uiso 0.50 1 calc PR . .
H46D H 0.0723 -0.0486 0.9175 0.077 Uiso 0.50 1 calc PR . .
C47 C -0.0003(12) 0.0666(12) 0.9601(8) 0.0644(13) Uani 0.50 1 d P . .
H45C H -0.0270 0.0892 0.9031 0.077 Uiso 0.50 1 calc PR . .
H45D H 0.0366 0.1240 0.9629 0.077 Uiso 0.50 1 calc PR . .
N1 N 0.5404(3) 0.6622(3) 0.6880(2) 0.0313(7) Uani 1 1 d . . .
N2 N 0.3406(3) 0.7303(3) 0.7428(2) 0.0310(7) Uani 1 1 d . . .
N4 N 0.2433(3) 0.5953(3) 0.6852(2) 0.0336(8) Uani 1 1 d . . .
N3 N 0.4143(3) 0.4963(3) 0.7834(2) 0.0336(8) Uani 1 1 d . . .
N5 N 0.7923(3) 0.9770(3) 0.7873(2) 0.0322(7) Uani 1 1 d . . .
N6 N 0.6171(3) 1.0147(2) 0.6908(2) 0.0303(7) Uani 1 1 d . . .
N7 N 0.6940(3) 1.1950(2) 0.7168(2) 0.0291(7) Uani 1 1 d . . .
N8 N 0.4969(3) 1.1249(3) 0.79442(19) 0.0296(7) Uani 1 1 d . . .
Al3 Al 0.80014(11) 0.44248(10) 0.93490(7) 0.0343(3) Uani 1 1 d . . .
Al4 Al 0.87399(11) 0.81203(10) 0.39654(8) 0.0351(3) Uani 1 1 d . . .
Al1 Al 0.39381(10) 0.63084(9) 0.67636(7) 0.0304(3) Uani 1 1 d . . .
Al2 Al 0.64456(10) 1.05133(9) 0.79541(7) 0.0297(3) Uani 1 1 d . . .
Cl5 Cl 0.81739(12) 0.41421(11) 0.81898(8) 0.0560(3) Uani 1 1 d . . .
Cl6 Cl 0.63962(9) 0.46160(9) 0.97409(6) 0.0394(3) Uani 1 1 d . . .
Cl7 Cl 0.87176(11) 0.31380(10) 1.03349(9) 0.0574(3) Uani 1 1 d . . .
Cl8 Cl 0.87043(10) 0.58277(9) 0.91703(7) 0.0480(3) Uani 1 1 d . . .
Cl12 Cl 0.90038(11) 0.64359(9) 0.43999(8) 0.0503(3) Uani 1 1 d . . .
Cl9 Cl 0.93918(11) 0.88001(9) 0.26883(7) 0.0498(3) Uani 1 1 d . . .
Cl10 Cl 0.94353(11) 0.86791(12) 0.47798(9) 0.0557(3) Uani 1 1 d . . .
Cl11 Cl 0.71151(9) 0.85690(9) 0.40180(7) 0.0429(3) Uani 1 1 d . . .
Cl2 Cl 0.37991(8) 0.77676(7) 0.55447(6) 0.0349(2) Uani 1 1 d . . .
Cl1 Cl 0.44393(9) 0.52782(8) 0.59804(6) 0.0355(2) Uani 1 1 d . . .
Cl3 Cl 0.59337(8) 0.88817(7) 0.87818(6) 0.0354(2) Uani 1 1 d . . .
Cl4 Cl 0.67304(9) 1.08968(8) 0.90956(6) 0.0362(2) Uani 1 1 d . . .
O1 O 0.0937(7) 0.0780(7) 0.9484(5) 0.0644(13) Uani 0.50 1 d P . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
C1 C2 1.359(7) . ?
C1 N1 1.372(6) . ?
C1 H1 0.9500 . ?
C2 C3 1.388(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.390(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.376(7) . ?
C4 H4 0.9500 . ?
C5 N1 1.345(5) . ?
C5 C6 1.517(6) . ?
C6 C7 1.508(6) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 N2 1.353(5) . ?
C7 C8 1.383(6) . ?
C8 C9 1.385(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.389(7) . ?
C9 H9 0.9500 . ?
C10 C11 1.363(6) . ?
C10 H10 0.9500 . ?
C11 N2 1.358(6) . ?
C11 H11 0.9500 . ?
C12 N3 1.346(6) . ?
C12 C13 1.371(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.385(8) . ?
C13 H13 0.9500 . ?
C14 C15 1.381(8) . ?
C14 H14 0.9500 . ?
C15 C16 1.386(6) . ?
C15 H15 0.9500 . ?
C16 N3 1.360(6) . ?
C16 C17 1.505(7) . ?
C17 C18 1.514(6) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 N4 1.363(6) . ?
C18 C19 1.376(7) . ?
C19 C20 1.377(8) . ?
C19 H19 0.9500 . ?
C20 C21 1.375(8) . ?
C20 H20 0.9500 . ?
C21 C22 1.377(7) . ?
C21 H21 0.9500 . ?
C22 N4 1.357(6) . ?
C22 H22 0.9500 . ?
C23 N5 1.356(5) . ?
C23 C24 1.374(7) . ?
C23 H23 0.9500 . ?
C24 C25 1.377(7) . ?
C24 H24 0.9500 . ?
C25 C26 1.398(7) . ?
C25 H25 0.9500 . ?
C26 C27 1.376(7) . ?
C26 H26 0.9500 . ?
C27 N5 1.360(6) . ?
C27 C28 1.507(6) . ?
C28 C29 1.498(6) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 N6 1.354(5) . ?
C29 C30 1.398(6) . ?
C30 C31 1.371(6) . ?
C30 H30 0.9500 . ?
C31 C32 1.392(6) . ?
C31 H31 0.9500 . ?
C32 C33 1.382(6) . ?
C32 H32 0.9500 . ?
C33 N6 1.343(6) . ?
C33 H33 0.9500 . ?
C34 N7 1.347(6) . ?
C34 C35 1.379(6) . ?
C34 H34 0.9500 . ?
C35 C36 1.389(6) . ?
C35 H35 0.9500 . ?
C36 C37 1.383(7) . ?
C36 H36 0.9500 . ?
C37 C38 1.390(6) . ?
C37 H37 0.9500 . ?
C38 N7 1.357(5) . ?
C38 C39 1.498(6) . ?
C39 C40 1.505(6) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 N8 1.353(5) . ?
C40 C41 1.388(6) . ?
C41 C42 1.380(7) . ?
C41 H41 0.9500 . ?
C42 C43 1.380(7) . ?
C42 H42 0.9500 . ?
C43 C44 1.371(7) . ?
C43 H43 0.9500 . ?
C44 N8 1.367(6) . ?
C44 H44 0.9500 . ?
C45 O1 1.455(17) . ?
C45 C46A 1.54(3) 2_557 ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46A C47 1.26(3) 2_557 ?
C46A C47 1.47(3) . ?
C46A H46A 0.9900 . ?
C46A H46B 0.9900 . ?
C46B O1 1.47(3) . ?
C46B C47 1.54(2) 2_557 ?
C46B H46C 0.9900 . ?
C46B H46D 0.9900 . ?
C47 C46B 1.54(2) 2_557 ?
C47 H45C 0.9900 . ?
C47 H45D 0.9900 . ?
N1 Al1 2.060(4) . ?
N2 Al1 2.081(3) . ?
N4 Al1 2.057(4) . ?
N3 Al1 2.063(3) . ?
N5 Al2 2.080(4) . ?
N6 Al2 2.095(3) . ?
N7 Al2 2.054(3) . ?
N8 Al2 2.059(4) . ?
Al3 Cl5 2.1225(16) . ?
Al3 Cl7 2.1297(17) . ?
Al3 Cl6 2.1349(17) . ?
Al3 Cl8 2.1373(17) . ?
Al4 Cl9 2.1286(16) . ?
Al4 Cl11 2.1334(18) . ?
Al4 Cl12 2.1396(17) . ?
Al4 Cl10 2.1404(17) . ?
Al1 Cl1 2.2682(14) . ?
Al1 Cl2 2.2832(14) . ?
Al2 Cl4 2.2676(14) . ?
Al2 Cl3 2.2844(15) . ?

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
C2 C1 N1 123.1(4) . . ?
C2 C1 H1 118.4 . . ?
N1 C1 H1 118.4 . . ?
C1 C2 C3 119.4(4) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C2 C3 C4 118.1(5) . . ?
C2 C3 H3 121.0 . . ?
C4 C3 H3 121.0 . . ?
C5 C4 C3 119.8(4) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
N1 C5 C4 122.5(4) . . ?
N1 C5 C6 118.6(4) . . ?
C4 C5 C6 118.8(4) . . ?
C7 C6 C5 113.5(3) . . ?
C7 C6 H6A 108.9 . . ?
C5 C6 H6A 108.9 . . ?
C7 C6 H6B 108.9 . . ?
C5 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
N2 C7 C8 121.9(4) . . ?
N2 C7 C6 118.2(4) . . ?
C8 C7 C6 119.9(4) . . ?
C7 C8 C9 120.0(4) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C8 C9 C10 117.8(4) . . ?
C8 C9 H9 121.1 . . ?
C10 C9 H9 121.1 . . ?
C11 C10 C9 119.7(4) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
N2 C11 C10 123.0(4) . . ?
N2 C11 H11 118.5 . . ?
C10 C11 H11 118.5 . . ?
N3 C12 C13 124.1(4) . . ?
N3 C12 H12 117.9 . . ?
C13 C12 H12 117.9 . . ?
C12 C13 C14 118.3(5) . . ?
C12 C13 H13 120.8 . . ?
C14 C13 H13 120.8 . . ?
C15 C14 C13 118.7(4) . . ?
C15 C14 H14 120.7 . . ?
C13 C14 H14 120.7 . . ?
C14 C15 C16 120.2(5) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
N3 C16 C15 121.2(5) . . ?
N3 C16 C17 117.7(4) . . ?
C15 C16 C17 121.1(4) . . ?
C16 C17 C18 114.6(3) . . ?
C16 C17 H17A 108.6 . . ?
C18 C17 H17A 108.6 . . ?
C16 C17 H17B 108.6 . . ?
C18 C17 H17B 108.6 . . ?
H17A C17 H17B 107.6 . . ?
N4 C18 C19 121.9(4) . . ?
N4 C18 C17 117.8(4) . . ?
C19 C18 C17 120.4(4) . . ?
C18 C19 C20 119.6(5) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 H19 120.2 . . ?
C21 C20 C19 119.5(5) . . ?
C21 C20 H20 120.3 . . ?
C19 C20 H20 120.3 . . ?
C20 C21 C22 118.6(5) . . ?
C20 C21 H21 120.7 . . ?
C22 C21 H21 120.7 . . ?
N4 C22 C21 123.1(4) . . ?
N4 C22 H22 118.5 . . ?
C21 C22 H22 118.5 . . ?
N5 C23 C24 124.0(4) . . ?
N5 C23 H23 118.0 . . ?
C24 C23 H23 118.0 . . ?
C23 C24 C25 118.6(4) . . ?
C23 C24 H24 120.7 . . ?
C25 C24 H24 120.7 . . ?
C24 C25 C26 118.7(4) . . ?
C24 C25 H25 120.7 . . ?
C26 C25 H25 120.7 . . ?
C27 C26 C25 119.5(4) . . ?
C27 C26 H26 120.2 . . ?
C25 C26 H26 120.2 . . ?
N5 C27 C26 122.3(4) . . ?
N5 C27 C28 117.1(4) . . ?
C26 C27 C28 120.4(4) . . ?
C29 C28 C27 110.6(3) . . ?
C29 C28 H28A 109.5 . . ?
C27 C28 H28A 109.5 . . ?
C29 C28 H28B 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 108.1 . . ?
N6 C29 C30 121.6(4) . . ?
N6 C29 C28 118.6(3) . . ?
C30 C29 C28 119.7(4) . . ?
C31 C30 C29 119.8(4) . . ?
C31 C30 H30 120.1 . . ?
C29 C30 H30 120.1 . . ?
C30 C31 C32 118.8(4) . . ?
C30 C31 H31 120.6 . . ?
C32 C31 H31 120.6 . . ?
C33 C32 C31 118.4(4) . . ?
C33 C32 H32 120.8 . . ?
C31 C32 H32 120.8 . . ?
N6 C33 C32 123.6(4) . . ?
N6 C33 H33 118.2 . . ?
C32 C33 H33 118.2 . . ?
N7 C34 C35 123.7(4) . . ?
N7 C34 H34 118.1 . . ?
C35 C34 H34 118.1 . . ?
C34 C35 C36 117.6(4) . . ?
C34 C35 H35 121.2 . . ?
C36 C35 H35 121.2 . . ?
C37 C36 C35 119.6(4) . . ?
C37 C36 H36 120.2 . . ?
C35 C36 H36 120.2 . . ?
C36 C37 C38 119.8(4) . . ?
C36 C37 H37 120.1 . . ?
C38 C37 H37 120.1 . . ?
N7 C38 C37 120.8(4) . . ?
N7 C38 C39 119.4(4) . . ?
C37 C38 C39 119.8(4) . . ?
C38 C39 C40 116.3(3) . . ?
C38 C39 H39A 108.2 . . ?
C40 C39 H39A 108.2 . . ?
C38 C39 H39B 108.2 . . ?
C40 C39 H39B 108.2 . . ?
H39A C39 H39B 107.4 . . ?
N8 C40 C41 121.5(4) . . ?
N8 C40 C39 118.8(4) . . ?
C41 C40 C39 119.7(4) . . ?
C42 C41 C40 119.6(4) . . ?
C42 C41 H41 120.2 . . ?
C40 C41 H41 120.2 . . ?
C43 C42 C41 119.0(5) . . ?
C43 C42 H42 120.5 . . ?
C41 C42 H42 120.5 . . ?
C44 C43 C42 119.5(4) . . ?
C44 C43 H43 120.2 . . ?
C42 C43 H43 120.2 . . ?
N8 C44 C43 122.0(4) . . ?
N8 C44 H44 119.0 . . ?
C43 C44 H44 119.0 . . ?
O1 C45 C46A 102.8(13) . 2_557 ?
O1 C45 H45A 111.2 . . ?
C46A C45 H45A 111.2 2_557 . ?
O1 C45 H45B 111.2 . . ?
C46A C45 H45B 111.2 2_557 . ?
H45A C45 H45B 109.1 . . ?
C47 C46A C47 83.2(15) 2_557 . ?
C47 C46A C46A 45.5(9) 2_557 2_557 ?
C47 C46A H46A 114.8 2_557 . ?
C47 C46A H46A 114.8 . . ?
C46A C46A H46A 124.0 2_557 . ?
C47 C46A H46B 114.8 2_557 . ?
C47 C46A H46B 114.8 . . ?
C46A C46A H46B 124.0 2_557 . ?
H46A C46A H46B 111.9 . . ?
O1 C46B C47 104.2(13) . 2_557 ?
O1 C46B H46C 110.9 . . ?
C47 C46B H46C 110.9 2_557 . ?
O1 C46B H46D 110.9 . . ?
C47 C46B H46D 110.9 2_557 . ?
H46C C46B H46D 108.9 . . ?
C46A C47 C46B 102.5(17) . 2_557 ?
C46A C47 H45C 111.3 . . ?
C46B C47 H45C 111.3 2_557 . ?
C46A C47 H45D 111.3 . . ?
C46B C47 H45D 111.3 2_557 . ?
H45C C47 H45D 109.2 . . ?
C5 N1 C1 117.1(4) . . ?
C5 N1 Al1 124.8(3) . . ?
C1 N1 Al1 118.1(3) . . ?
C7 N2 C11 117.5(4) . . ?
C7 N2 Al1 124.5(3) . . ?
C11 N2 Al1 117.7(3) . . ?
C22 N4 C18 117.3(4) . . ?
C22 N4 Al1 118.1(3) . . ?
C18 N4 Al1 124.6(3) . . ?
C12 N3 C16 117.5(4) . . ?
C12 N3 Al1 117.7(3) . . ?
C16 N3 Al1 124.7(3) . . ?
C23 N5 C27 116.7(4) . . ?
C23 N5 Al2 116.5(3) . . ?
C27 N5 Al2 125.3(3) . . ?
C33 N6 C29 117.7(3) . . ?
C33 N6 Al2 117.2(3) . . ?
C29 N6 Al2 124.4(3) . . ?
C34 N7 C38 118.4(4) . . ?
C34 N7 Al2 117.5(3) . . ?
C38 N7 Al2 124.1(3) . . ?
C40 N8 C44 118.3(4) . . ?
C40 N8 Al2 124.6(3) . . ?
C44 N8 Al2 117.1(3) . . ?
Cl5 Al3 Cl7 110.87(8) . . ?
Cl5 Al3 Cl6 109.96(7) . . ?
Cl7 Al3 Cl6 108.40(7) . . ?
Cl5 Al3 Cl8 109.64(7) . . ?
Cl7 Al3 Cl8 108.78(8) . . ?
Cl6 Al3 Cl8 109.16(7) . . ?
Cl9 Al4 Cl11 109.47(7) . . ?
Cl9 Al4 Cl12 109.88(7) . . ?
Cl11 Al4 Cl12 109.65(8) . . ?
Cl9 Al4 Cl10 109.91(8) . . ?
Cl11 Al4 Cl10 108.69(7) . . ?
Cl12 Al4 Cl10 109.23(8) . . ?
N4 Al1 N1 170.83(14) . . ?
N4 Al1 N3 86.97(15) . . ?
N1 Al1 N3 86.90(15) . . ?
N4 Al1 N2 87.72(14) . . ?
N1 Al1 N2 86.09(15) . . ?
N3 Al1 N2 95.55(13) . . ?
N4 Al1 Cl1 90.04(11) . . ?
N1 Al1 Cl1 96.47(11) . . ?
N3 Al1 Cl1 87.22(10) . . ?
N2 Al1 Cl1 176.34(12) . . ?
N4 Al1 Cl2 95.32(11) . . ?
N1 Al1 Cl2 91.10(10) . . ?
N3 Al1 Cl2 176.69(12) . . ?
N2 Al1 Cl2 86.94(10) . . ?
Cl1 Al1 Cl2 90.38(5) . . ?
N7 Al2 N8 87.81(14) . . ?
N7 Al2 N5 91.30(15) . . ?
N8 Al2 N5 175.63(14) . . ?
N7 Al2 N6 91.60(13) . . ?
N8 Al2 N6 89.51(14) . . ?
N5 Al2 N6 86.24(14) . . ?
N7 Al2 Cl4 89.00(10) . . ?
N8 Al2 Cl4 90.26(10) . . ?
N5 Al2 Cl4 94.01(11) . . ?
N6 Al2 Cl4 179.35(12) . . ?
N7 Al2 Cl3 177.26(11) . . ?
N8 Al2 Cl3 93.83(11) . . ?
N5 Al2 Cl3 86.90(11) . . ?
N6 Al2 Cl3 86.23(10) . . ?
Cl4 Al2 Cl3 93.19(5) . . ?
C45 O1 C46B 102.7(12) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 -1.7(7) . . . . ?
C1 C2 C3 C4 -0.1(6) . . . . ?
C2 C3 C4 C5 2.0(6) . . . . ?
C3 C4 C5 N1 -2.2(6) . . . . ?
C3 C4 C5 C6 176.6(4) . . . . ?
N1 C5 C6 C7 -52.1(5) . . . . ?
C4 C5 C6 C7 129.0(4) . . . . ?
C5 C6 C7 N2 54.5(5) . . . . ?
C5 C6 C7 C8 -124.0(4) . . . . ?
N2 C7 C8 C9 -1.9(7) . . . . ?
C6 C7 C8 C9 176.5(4) . . . . ?
C7 C8 C9 C10 0.3(7) . . . . ?
C8 C9 C10 C11 1.9(7) . . . . ?
C9 C10 C11 N2 -2.7(7) . . . . ?
N3 C12 C13 C14 0.8(6) . . . . ?
C12 C13 C14 C15 0.3(6) . . . . ?
C13 C14 C15 C16 -0.3(6) . . . . ?
C14 C15 C16 N3 -0.7(6) . . . . ?
C14 C15 C16 C17 -179.9(4) . . . . ?
N3 C16 C17 C18 54.3(5) . . . . ?
C15 C16 C17 C18 -126.5(4) . . . . ?
C16 C17 C18 N4 -52.8(5) . . . . ?
C16 C17 C18 C19 127.4(5) . . . . ?
N4 C18 C19 C20 -0.3(8) . . . . ?
C17 C18 C19 C20 179.6(5) . . . . ?
C18 C19 C20 C21 0.9(8) . . . . ?
C19 C20 C21 C22 -0.6(8) . . . . ?
C20 C21 C22 N4 -0.4(7) . . . . ?
N5 C23 C24 C25 0.3(7) . . . . ?
C23 C24 C25 C26 2.4(7) . . . . ?
C24 C25 C26 C27 -2.1(7) . . . . ?
C25 C26 C27 N5 -1.0(7) . . . . ?
C25 C26 C27 C28 -175.9(4) . . . . ?
N5 C27 C28 C29 -62.3(5) . . . . ?
C26 C27 C28 C29 112.9(4) . . . . ?
C27 C28 C29 N6 59.8(5) . . . . ?
C27 C28 C29 C30 -116.0(4) . . . . ?
N6 C29 C30 C31 1.4(6) . . . . ?
C28 C29 C30 C31 177.1(4) . . . . ?
C29 C30 C31 C32 0.8(6) . . . . ?
C30 C31 C32 C33 -1.9(6) . . . . ?
C31 C32 C33 N6 1.0(6) . . . . ?
N7 C34 C35 C36 1.5(6) . . . . ?
C34 C35 C36 C37 1.3(6) . . . . ?
C35 C36 C37 C38 -2.5(6) . . . . ?
C36 C37 C38 N7 1.0(6) . . . . ?
C36 C37 C38 C39 -179.1(4) . . . . ?
N7 C38 C39 C40 47.2(5) . . . . ?
C37 C38 C39 C40 -132.7(4) . . . . ?
C38 C39 C40 N8 -50.6(5) . . . . ?
C38 C39 C40 C41 132.3(4) . . . . ?
N8 C40 C41 C42 -1.4(6) . . . . ?
C39 C40 C41 C42 175.6(4) . . . . ?
C40 C41 C42 C43 2.7(7) . . . . ?
C41 C42 C43 C44 -1.2(7) . . . . ?
C42 C43 C44 N8 -1.7(6) . . . . ?
C47 C46A C47 C46B -0.1(19) 2_557 . . 2_557 ?
C46A C46A C47 C46B -0.1(19) 2_557 . . 2_557 ?
C4 C5 N1 C1 0.4(6) . . . . ?
C6 C5 N1 C1 -178.3(3) . . . . ?
C4 C5 N1 Al1 178.3(3) . . . . ?
C6 C5 N1 Al1 -0.5(5) . . . . ?
C2 C1 N1 C5 1.5(6) . . . . ?
C2 C1 N1 Al1 -176.5(3) . . . . ?
C8 C7 N2 C11 1.2(6) . . . . ?
C6 C7 N2 C11 -177.2(4) . . . . ?
C8 C7 N2 Al1 174.0(3) . . . . ?
C6 C7 N2 Al1 -4.4(5) . . . . ?
C10 C11 N2 C7 1.1(6) . . . . ?
C10 C11 N2 Al1 -172.2(3) . . . . ?
C21 C22 N4 C18 1.1(6) . . . . ?
C21 C22 N4 Al1 179.7(4) . . . . ?
C19 C18 N4 C22 -0.7(6) . . . . ?
C17 C18 N4 C22 179.5(4) . . . . ?
C19 C18 N4 Al1 -179.2(4) . . . . ?
C17 C18 N4 Al1 1.0(5) . . . . ?
C13 C12 N3 C16 -1.8(6) . . . . ?
C13 C12 N3 Al1 -177.4(3) . . . . ?
C15 C16 N3 C12 1.7(6) . . . . ?
C17 C16 N3 C12 -179.1(4) . . . . ?
C15 C16 N3 Al1 177.0(3) . . . . ?
C17 C16 N3 Al1 -3.9(5) . . . . ?
C24 C23 N5 C27 -3.3(6) . . . . ?
C24 C23 N5 Al2 163.8(4) . . . . ?
C26 C27 N5 C23 3.5(6) . . . . ?
C28 C27 N5 C23 178.6(4) . . . . ?
C26 C27 N5 Al2 -162.3(3) . . . . ?
C28 C27 N5 Al2 12.8(5) . . . . ?
C32 C33 N6 C29 1.1(6) . . . . ?
C32 C33 N6 Al2 -169.7(3) . . . . ?
C30 C29 N6 C33 -2.3(5) . . . . ?
C28 C29 N6 C33 -178.0(3) . . . . ?
C30 C29 N6 Al2 167.7(3) . . . . ?
C28 C29 N6 Al2 -8.0(5) . . . . ?
C35 C34 N7 C38 -3.0(6) . . . . ?
C35 C34 N7 Al2 176.4(3) . . . . ?
C37 C38 N7 C34 1.7(5) . . . . ?
C39 C38 N7 C34 -178.2(3) . . . . ?
C37 C38 N7 Al2 -177.7(3) . . . . ?
C39 C38 N7 Al2 2.4(5) . . . . ?
C41 C40 N8 C44 -1.3(6) . . . . ?
C39 C40 N8 C44 -178.4(4) . . . . ?
C41 C40 N8 Al2 -179.1(3) . . . . ?
C39 C40 N8 Al2 3.8(5) . . . . ?
C43 C44 N8 C40 2.9(6) . . . . ?
C43 C44 N8 Al2 -179.1(3) . . . . ?
C22 N4 Al1 N3 -144.7(3) . . . . ?
C18 N4 Al1 N3 33.8(3) . . . . ?
C22 N4 Al1 N2 119.6(3) . . . . ?
C18 N4 Al1 N2 -61.9(3) . . . . ?
C22 N4 Al1 Cl1 -57.5(3) . . . . ?
C18 N4 Al1 Cl1 121.0(3) . . . . ?
C22 N4 Al1 Cl2 32.9(3) . . . . ?
C18 N4 Al1 Cl2 -148.6(3) . . . . ?
C5 N1 Al1 N3 -60.5(3) . . . . ?
C1 N1 Al1 N3 117.3(3) . . . . ?
C5 N1 Al1 N2 35.3(3) . . . . ?
C1 N1 Al1 N2 -146.9(3) . . . . ?
C5 N1 Al1 Cl1 -147.3(3) . . . . ?
C1 N1 Al1 Cl1 30.4(3) . . . . ?
C5 N1 Al1 Cl2 122.1(3) . . . . ?
C1 N1 Al1 Cl2 -60.1(3) . . . . ?
C12 N3 Al1 N4 142.8(3) . . . . ?
C16 N3 Al1 N4 -32.4(3) . . . . ?
C12 N3 Al1 N1 -44.0(3) . . . . ?
C16 N3 Al1 N1 140.7(3) . . . . ?
C12 N3 Al1 N2 -129.8(3) . . . . ?
C16 N3 Al1 N2 55.0(3) . . . . ?
C12 N3 Al1 Cl1 52.6(3) . . . . ?
C16 N3 Al1 Cl1 -122.6(3) . . . . ?
C7 N2 Al1 N4 140.5(3) . . . . ?
C11 N2 Al1 N4 -46.7(3) . . . . ?
C7 N2 Al1 N1 -32.7(3) . . . . ?
C11 N2 Al1 N1 140.1(3) . . . . ?
C7 N2 Al1 N3 53.8(3) . . . . ?
C11 N2 Al1 N3 -133.5(3) . . . . ?
C7 N2 Al1 Cl2 -124.0(3) . . . . ?
C11 N2 Al1 Cl2 48.7(3) . . . . ?
C34 N7 Al2 N8 146.6(3) . . . . ?
C38 N7 Al2 N8 -34.0(3) . . . . ?
C34 N7 Al2 N5 -37.7(3) . . . . ?
C38 N7 Al2 N5 141.7(3) . . . . ?
C34 N7 Al2 N6 -124.0(3) . . . . ?
C38 N7 Al2 N6 55.4(3) . . . . ?
C34 N7 Al2 Cl4 56.3(3) . . . . ?
C38 N7 Al2 Cl4 -124.3(3) . . . . ?
C40 N8 Al2 N7 30.8(3) . . . . ?
C44 N8 Al2 N7 -147.0(3) . . . . ?
C40 N8 Al2 N6 -60.8(3) . . . . ?
C44 N8 Al2 N6 121.4(3) . . . . ?
C40 N8 Al2 Cl4 119.8(3) . . . . ?
C44 N8 Al2 Cl4 -58.0(3) . . . . ?
C40 N8 Al2 Cl3 -147.0(3) . . . . ?
C44 N8 Al2 Cl3 35.2(3) . . . . ?
C23 N5 Al2 N7 128.7(3) . . . . ?
C27 N5 Al2 N7 -65.4(3) . . . . ?
C23 N5 Al2 N6 -139.8(3) . . . . ?
C27 N5 Al2 N6 26.1(3) . . . . ?
C23 N5 Al2 Cl4 39.6(3) . . . . ?
C27 N5 Al2 Cl4 -154.5(3) . . . . ?
C23 N5 Al2 Cl3 -53.3(3) . . . . ?
C27 N5 Al2 Cl3 112.5(3) . . . . ?
C33 N6 Al2 N7 -127.4(3) . . . . ?
C29 N6 Al2 N7 62.5(3) . . . . ?
C33 N6 Al2 N8 -39.6(3) . . . . ?
C29 N6 Al2 N8 150.3(3) . . . . ?
C33 N6 Al2 N5 141.4(3) . . . . ?
C29 N6 Al2 N5 -28.7(3) . . . . ?
C33 N6 Al2 Cl3 54.3(3) . . . . ?
C29 N6 Al2 Cl3 -115.8(3) . . . . ?
C46A C45 O1 C46B 40.6(12) 2_557 . . . ?
C47 C46B O1 C45 -44.4(16) 2_557 . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        66.60
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.954
_refine_diff_density_min         -0.846
_refine_diff_density_rms         0.129


####################################################################### 
# 
# 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_2c
_database_code_depnum_ccdc_archive 'CCDC 1414954'
_audit_update_record             
;
2015-07-24 deposited with the CCDC.
2015-09-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H10 Cl2 Ga N2, Cl4 Ga'
_chemical_formula_sum            'C11 H10 Cl6 Ga2 N2'
_chemical_formula_weight         522.35

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

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'

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

_cell_length_a                   9.870(5)
_cell_length_b                   14.980(5)
_cell_length_c                   24.874(5)
_cell_angle_alpha                90.000
_cell_angle_beta                 90.000
_cell_angle_gamma                90.000
_cell_volume                     3678(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    6007
_cell_measurement_theta_min      2.60
_cell_measurement_theta_max      25.02

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.887
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2032
_exptl_absorpt_coefficient_mu    3.794
_exptl_absorpt_correction_type   Integration
_exptl_absorpt_correction_T_min  0.4629
_exptl_absorpt_correction_T_max  0.6589
_exptl_absorpt_process_details   'SADABS (SHELXTL-NT v5.1,   Bruker)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enraf Nonius FR590D, fine-focus sealed tube'
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_measurement_device_type  'KappaCCD (Nonius, FR540C)'
_diffrn_measurement_method       'phiω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6007
_diffrn_reflns_av_R_equivalents  0.0215
_diffrn_reflns_av_sigmaI/netI    0.0258
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.60
_diffrn_reflns_theta_max         25.02
_reflns_number_total             3225
_reflns_number_gt                2754
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        DENZO-SMN
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Berndt, 1999)'
_computing_publication_material  'WinGX v1.70-01 (L. J. Farrugia)'

_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 > 2σ(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)+(0.0158P)²+7.9340P] 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         3225
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0287
_refine_ls_wR_factor_ref         0.0684
_refine_ls_wR_factor_gt          0.0634
_refine_ls_goodness_of_fit_ref   1.146
_refine_ls_restrained_S_all      1.146
_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
Ga1 Ga -0.02163(4) 0.07099(3) 0.162108(16) 0.02859(11) Uani 1 1 d . . .
Ga2 Ga 0.45819(4) 0.19769(3) 0.110761(16) 0.02874(11) Uani 1 1 d . . .
Cl1 Cl -0.23165(10) 0.03787(7) 0.15917(4) 0.0438(3) Uani 1 1 d . . .
Cl2 Cl 0.09905(10) -0.00391(7) 0.21623(4) 0.0402(2) Uani 1 1 d . . .
Cl3 Cl 0.37600(10) 0.12745(7) 0.17901(5) 0.0452(3) Uani 1 1 d . . .
Cl4 Cl 0.29579(9) 0.27383(6) 0.07287(4) 0.0381(2) Uani 1 1 d . . .
Cl5 Cl 0.61757(9) 0.28942(7) 0.13503(4) 0.0362(2) Uani 1 1 d . . .
Cl6 Cl 0.53269(10) 0.10672(8) 0.04932(5) 0.0550(3) Uani 1 1 d . . .
N1 N 0.0554(3) 0.0651(2) 0.08939(11) 0.0270(6) Uani 1 1 d . . .
N2 N 0.0035(3) 0.2006(2) 0.16720(12) 0.0304(7) Uani 1 1 d . . .
C1 C 0.1425(4) -0.0007(2) 0.07567(16) 0.0328(8) Uani 1 1 d . . .
H1 H 0.1625 -0.0465 0.1009 0.039 Uiso 1 1 calc R . .
C2 C 0.2026(4) -0.0023(3) 0.02570(16) 0.0364(9) Uani 1 1 d . . .
H2 H 0.2631 -0.0491 0.0162 0.044 Uiso 1 1 calc R . .
C3 C 0.1736(4) 0.0649(3) -0.01037(15) 0.0356(9) Uani 1 1 d . . .
H3 H 0.2143 0.0652 -0.0450 0.043 Uiso 1 1 calc R . .
C4 C 0.0851(4) 0.1313(3) 0.00428(15) 0.0346(9) Uani 1 1 d . . .
H4 H 0.0642 0.1776 -0.0204 0.042 Uiso 1 1 calc R . .
C5 C 0.0261(3) 0.1312(2) 0.05481(14) 0.0278(8) Uani 1 1 d . . .
C6 C -0.0709(4) 0.2027(3) 0.07378(15) 0.0334(9) Uani 1 1 d . . .
H6A H -0.0831 0.2469 0.0446 0.040 Uiso 1 1 calc R . .
H6B H -0.1602 0.1750 0.0809 0.040 Uiso 1 1 calc R . .
C7 C -0.0247(3) 0.2506(2) 0.12358(14) 0.0277(8) Uani 1 1 d . . .
C8 C -0.0082(4) 0.3423(3) 0.12560(17) 0.0357(9) Uani 1 1 d . . .
H8 H -0.0295 0.3777 0.0951 0.043 Uiso 1 1 calc R . .
C9 C 0.0391(4) 0.3821(3) 0.17186(18) 0.0424(10) Uani 1 1 d . . .
H9 H 0.0493 0.4451 0.1737 0.051 Uiso 1 1 calc R . .
C10 C 0.0713(4) 0.3296(3) 0.21540(17) 0.0423(10) Uani 1 1 d . . .
H10 H 0.1065 0.3557 0.2473 0.051 Uiso 1 1 calc R . .
C11 C 0.0523(4) 0.2395(3) 0.21235(16) 0.0384(9) Uani 1 1 d . . .
H11 H 0.0737 0.2034 0.2425 0.046 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 N2 1.961(3) . ?
Ga1 N1 1.964(3) . ?
Ga1 Cl2 2.1190(12) . ?
Ga1 Cl1 2.1327(15) . ?
Ga2 Cl3 2.1557(11) . ?
Ga2 Cl5 2.1742(12) . ?
Ga2 Cl6 2.1757(11) . ?
Ga2 Cl4 2.1814(12) . ?
N1 C5 1.343(5) . ?
N1 C1 1.352(5) . ?
N2 C7 1.347(5) . ?
N2 C11 1.354(5) . ?
C1 C2 1.378(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.379(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.373(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.385(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.513(5) . ?
C6 C7 1.502(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.385(5) . ?
C8 C9 1.378(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.377(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.364(6) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?

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
N2 Ga1 N1 93.17(12) . . ?
N2 Ga1 Cl2 114.34(10) . . ?
N1 Ga1 Cl2 110.11(10) . . ?
N2 Ga1 Cl1 110.81(10) . . ?
N1 Ga1 Cl1 109.51(9) . . ?
Cl2 Ga1 Cl1 116.42(5) . . ?
Cl3 Ga2 Cl5 111.23(5) . . ?
Cl3 Ga2 Cl6 112.01(5) . . ?
Cl5 Ga2 Cl6 110.26(5) . . ?
Cl3 Ga2 Cl4 108.60(5) . . ?
Cl5 Ga2 Cl4 108.73(5) . . ?
Cl6 Ga2 Cl4 105.80(5) . . ?
C5 N1 C1 120.8(3) . . ?
C5 N1 Ga1 118.3(2) . . ?
C1 N1 Ga1 120.8(3) . . ?
C7 N2 C11 120.1(3) . . ?
C7 N2 Ga1 118.2(2) . . ?
C11 N2 Ga1 121.7(3) . . ?
N1 C1 C2 121.0(4) . . ?
N1 C1 H1 119.5 . . ?
C2 C1 H1 119.5 . . ?
C1 C2 C3 119.0(4) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 H2 120.5 . . ?
C4 C3 C2 119.2(4) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 120.5(4) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
N1 C5 C4 119.4(4) . . ?
N1 C5 C6 117.3(3) . . ?
C4 C5 C6 123.2(4) . . ?
C7 C6 C5 113.8(3) . . ?
C7 C6 H6A 108.8 . . ?
C5 C6 H6A 108.8 . . ?
C7 C6 H6B 108.8 . . ?
C5 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
N2 C7 C8 119.9(3) . . ?
N2 C7 C6 117.5(3) . . ?
C8 C7 C6 122.6(3) . . ?
C9 C8 C7 120.0(4) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C10 C9 C8 119.2(4) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C11 C10 C9 119.4(4) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
N2 C11 C10 121.4(4) . . ?
N2 C11 H11 119.3 . . ?
C10 C11 H11 119.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 Ga1 N1 C5 -38.6(3) . . . . ?
Cl2 Ga1 N1 C5 -156.0(2) . . . . ?
Cl1 Ga1 N1 C5 74.8(2) . . . . ?
N2 Ga1 N1 C1 137.2(3) . . . . ?
Cl2 Ga1 N1 C1 19.8(3) . . . . ?
Cl1 Ga1 N1 C1 -109.4(3) . . . . ?
N1 Ga1 N2 C7 41.1(3) . . . . ?
Cl2 Ga1 N2 C7 154.9(2) . . . . ?
Cl1 Ga1 N2 C7 -71.1(3) . . . . ?
N1 Ga1 N2 C11 -136.5(3) . . . . ?
Cl2 Ga1 N2 C11 -22.8(3) . . . . ?
Cl1 Ga1 N2 C11 111.2(3) . . . . ?
C5 N1 C1 C2 -0.6(5) . . . . ?
Ga1 N1 C1 C2 -176.3(3) . . . . ?
N1 C1 C2 C3 0.5(6) . . . . ?
C1 C2 C3 C4 -0.4(5) . . . . ?
C2 C3 C4 C5 0.4(5) . . . . ?
C1 N1 C5 C4 0.6(5) . . . . ?
Ga1 N1 C5 C4 176.4(3) . . . . ?
C1 N1 C5 C6 -179.2(3) . . . . ?
Ga1 N1 C5 C6 -3.3(4) . . . . ?
C3 C4 C5 N1 -0.5(5) . . . . ?
C3 C4 C5 C6 179.3(3) . . . . ?
N1 C5 C6 C7 58.3(4) . . . . ?
C4 C5 C6 C7 -121.4(4) . . . . ?
C11 N2 C7 C8 -2.3(5) . . . . ?
Ga1 N2 C7 C8 180.0(3) . . . . ?
C11 N2 C7 C6 176.6(3) . . . . ?
Ga1 N2 C7 C6 -1.1(4) . . . . ?
C5 C6 C7 N2 -55.6(4) . . . . ?
C5 C6 C7 C8 123.3(4) . . . . ?
N2 C7 C8 C9 1.1(5) . . . . ?
C6 C7 C8 C9 -177.7(3) . . . . ?
C7 C8 C9 C10 1.0(6) . . . . ?
C8 C9 C10 C11 -1.8(6) . . . . ?
C7 N2 C11 C10 1.5(6) . . . . ?
Ga1 N2 C11 C10 179.1(3) . . . . ?
C9 C10 C11 N2 0.6(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.349
_refine_diff_density_min         -0.336
_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_3
_database_code_depnum_ccdc_archive 'CCDC 1414955'
_audit_update_record             
;
2015-07-24 deposited with the CCDC.
2015-09-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H18 Cl3 In N2 O'
_chemical_formula_sum            'C15 H18 Cl3 In N2 O'
_chemical_formula_weight         463.48

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'

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                   8.255(5)
_cell_length_b                   15.233(5)
_cell_length_c                   14.100(5)
_cell_angle_alpha                90.000
_cell_angle_beta                 98.980(5)
_cell_angle_gamma                90.000
_cell_volume                     1751.3(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    5957
_cell_measurement_theta_min      3.66
_cell_measurement_theta_max      25.02

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.758
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             920
_exptl_absorpt_coefficient_mu    1.809
_exptl_absorpt_correction_type   Integration
_exptl_absorpt_correction_T_min  0.6314
_exptl_absorpt_correction_T_max  0.8398
_exptl_absorpt_process_details   'SADABS(SHELXTL-NT v5.1, Bruker)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enraf Nonius FR590D, fine-focus sealed tube'
_diffrn_radiation_monochromator  'Horizontally mounted graphite crystal'
_diffrn_measurement_device_type  'KappaCCD (Nonius, FR540C)'
_diffrn_measurement_method       'phi/omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5957
_diffrn_reflns_av_R_equivalents  0.0165
_diffrn_reflns_av_sigmaI/netI    0.0229
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.66
_diffrn_reflns_theta_max         25.02
_reflns_number_total             3086
_reflns_number_gt                2874
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        DENZO-SMN
_computing_structure_solution    
'SIR97 (Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115-119.)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Berndt, 1999)'
_computing_publication_material  'WinGX v1.70-01 (L. J. Farrugia)'

_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 > 2σ(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)+(0.0000P)²+2.3662P] 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         3086
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0232
_refine_ls_R_factor_gt           0.0206
_refine_ls_wR_factor_ref         0.0437
_refine_ls_wR_factor_gt          0.0426
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.084
_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
In1 In 0.870569(19) 0.291307(10) 0.346823(11) 0.01432(6) Uani 1 1 d . . .
Cl1 Cl 1.00725(7) 0.39600(4) 0.25462(4) 0.02263(14) Uani 1 1 d . . .
Cl2 Cl 0.79268(7) 0.39639(4) 0.46054(4) 0.02295(13) Uani 1 1 d . . .
Cl3 Cl 0.60434(7) 0.29016(4) 0.24160(4) 0.02617(14) Uani 1 1 d . . .
N1 N 0.8072(2) 0.17143(13) 0.43250(13) 0.0162(4) Uani 1 1 d . . .
N2 N 0.9944(2) 0.17998(13) 0.27120(14) 0.0169(4) Uani 1 1 d . . .
C1 C 0.8175(3) 0.17985(16) 0.52845(16) 0.0185(5) Uani 1 1 d . . .
H1 H 0.8527 0.2343 0.5574 0.022 Uiso 1 1 calc R . .
C2 C 0.7791(3) 0.11248(17) 0.58615(18) 0.0224(5) Uani 1 1 d . . .
H2 H 0.7884 0.1201 0.6537 0.027 Uiso 1 1 calc R . .
C3 C 0.7270(3) 0.03394(17) 0.54384(19) 0.0264(6) Uani 1 1 d . . .
H3 H 0.6961 -0.0129 0.5817 0.032 Uiso 1 1 calc R . .
C4 C 0.7197(3) 0.02369(17) 0.44542(18) 0.0251(6) Uani 1 1 d . . .
H4 H 0.6863 -0.0306 0.4155 0.030 Uiso 1 1 calc R . .
C5 C 0.7618(3) 0.09349(15) 0.39131(17) 0.0184(5) Uani 1 1 d . . .
C6 C 0.7603(3) 0.08432(16) 0.28437(17) 0.0211(5) Uani 1 1 d . . .
H6A H 0.7220 0.0246 0.2641 0.025 Uiso 1 1 calc R . .
H6B H 0.6813 0.1270 0.2503 0.025 Uiso 1 1 calc R . .
C7 C 0.9263(3) 0.09953(15) 0.25556(16) 0.0185(5) Uani 1 1 d . . .
C8 C 1.0070(3) 0.03264(16) 0.21511(18) 0.0242(6) Uani 1 1 d . . .
H8 H 0.9572 -0.0234 0.2042 0.029 Uiso 1 1 calc R . .
C9 C 1.1607(3) 0.04805(17) 0.19067(18) 0.0265(6) Uani 1 1 d . . .
H9 H 1.2163 0.0032 0.1618 0.032 Uiso 1 1 calc R . .
C10 C 1.2320(3) 0.12984(17) 0.20895(17) 0.0228(5) Uani 1 1 d . . .
H10 H 1.3385 0.1415 0.1944 0.027 Uiso 1 1 calc R . .
C11 C 1.1457(3) 0.19390(16) 0.24856(17) 0.0205(5) Uani 1 1 d . . .
H11 H 1.1944 0.2501 0.2605 0.025 Uiso 1 1 calc R . .
O1 O 1.11135(19) 0.28019(11) 0.45492(12) 0.0215(4) Uani 1 1 d . . .
C12 C 1.2084(3) 0.20423(18) 0.48854(19) 0.0268(6) Uani 1 1 d . . .
H12A H 1.1822 0.1542 0.4439 0.032 Uiso 1 1 calc R . .
H12B H 1.1874 0.1865 0.5530 0.032 Uiso 1 1 calc R . .
C13 C 1.3865(3) 0.2325(2) 0.4922(2) 0.0455(8) Uani 1 1 d . . .
H13A H 1.4355 0.2047 0.4399 0.055 Uiso 1 1 calc R . .
H13B H 1.4528 0.2166 0.5546 0.055 Uiso 1 1 calc R . .
C14 C 1.3769(3) 0.3329(2) 0.4794(2) 0.0455(8) Uani 1 1 d . . .
H14A H 1.4587 0.3626 0.5277 0.055 Uiso 1 1 calc R . .
H14B H 1.3967 0.3499 0.4144 0.055 Uiso 1 1 calc R . .
C15 C 1.2056(3) 0.35621(18) 0.4935(2) 0.0288(6) Uani 1 1 d . . .
H15A H 1.1985 0.3647 0.5624 0.035 Uiso 1 1 calc R . .
H15B H 1.1673 0.4102 0.4578 0.035 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 N1 2.295(2) . ?
In1 O1 2.3144(19) . ?
In1 N2 2.323(2) . ?
In1 Cl2 2.4226(8) . ?
In1 Cl1 2.4422(8) . ?
In1 Cl3 2.4523(12) . ?
N1 C1 1.348(3) . ?
N1 C5 1.349(3) . ?
N2 C7 1.352(3) . ?
N2 C11 1.353(3) . ?
C1 C2 1.377(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.376(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.388(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.384(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.512(3) . ?
C6 C7 1.507(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.388(3) . ?
C8 C9 1.385(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.385(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.377(3) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
O1 C12 1.445(3) . ?
O1 C15 1.453(3) . ?
C12 C13 1.525(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.541(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.502(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 In1 O1 80.68(7) . . ?
N1 In1 N2 79.25(7) . . ?
O1 In1 N2 81.65(7) . . ?
N1 In1 Cl2 94.10(6) . . ?
O1 In1 Cl2 84.37(5) . . ?
N2 In1 Cl2 165.31(5) . . ?
N1 In1 Cl1 164.19(5) . . ?
O1 In1 Cl1 88.72(5) . . ?
N2 In1 Cl1 87.67(6) . . ?
Cl2 In1 Cl1 96.50(3) . . ?
N1 In1 Cl3 93.23(5) . . ?
O1 In1 Cl3 173.90(4) . . ?
N2 In1 Cl3 97.70(6) . . ?
Cl2 In1 Cl3 95.73(3) . . ?
Cl1 In1 Cl3 97.32(4) . . ?
C1 N1 C5 119.0(2) . . ?
C1 N1 In1 117.95(15) . . ?
C5 N1 In1 123.00(15) . . ?
C7 N2 C11 118.6(2) . . ?
C7 N2 In1 122.35(15) . . ?
C11 N2 In1 118.84(15) . . ?
N1 C1 C2 122.5(2) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C3 C2 C1 118.5(2) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C2 C3 C4 119.5(2) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C5 C4 C3 119.3(2) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
N1 C5 C4 121.0(2) . . ?
N1 C5 C6 118.0(2) . . ?
C4 C5 C6 121.0(2) . . ?
C7 C6 C5 112.9(2) . . ?
C7 C6 H6A 109.0 . . ?
C5 C6 H6A 109.0 . . ?
C7 C6 H6B 109.0 . . ?
C5 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
N2 C7 C8 121.2(2) . . ?
N2 C7 C6 117.9(2) . . ?
C8 C7 C6 120.9(2) . . ?
C9 C8 C7 119.6(2) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C10 C9 C8 119.0(2) . . ?
C10 C9 H9 120.5 . . ?
C8 C9 H9 120.5 . . ?
C11 C10 C9 118.8(2) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
N2 C11 C10 122.7(2) . . ?
N2 C11 H11 118.7 . . ?
C10 C11 H11 118.7 . . ?
C12 O1 C15 106.17(19) . . ?
C12 O1 In1 130.54(15) . . ?
C15 O1 In1 122.89(15) . . ?
O1 C12 C13 105.5(2) . . ?
O1 C12 H12A 110.6 . . ?
C13 C12 H12A 110.6 . . ?
O1 C12 H12B 110.6 . . ?
C13 C12 H12B 110.6 . . ?
H12A C12 H12B 108.8 . . ?
C12 C13 C14 104.1(2) . . ?
C12 C13 H13A 110.9 . . ?
C14 C13 H13A 110.9 . . ?
C12 C13 H13B 110.9 . . ?
C14 C13 H13B 110.9 . . ?
H13A C13 H13B 108.9 . . ?
C15 C14 C13 104.6(2) . . ?
C15 C14 H14A 110.8 . . ?
C13 C14 H14A 110.8 . . ?
C15 C14 H14B 110.8 . . ?
C13 C14 H14B 110.8 . . ?
H14A C14 H14B 108.9 . . ?
O1 C15 C14 102.8(2) . . ?
O1 C15 H15A 111.2 . . ?
C14 C15 H15A 111.2 . . ?
O1 C15 H15B 111.2 . . ?
C14 C15 H15B 111.2 . . ?
H15A C15 H15B 109.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 In1 N1 C1 55.69(16) . . . . ?
N2 In1 N1 C1 138.88(17) . . . . ?
Cl2 In1 N1 C1 -27.90(16) . . . . ?
Cl1 In1 N1 C1 104.2(2) . . . . ?
Cl3 In1 N1 C1 -123.89(16) . . . . ?
O1 In1 N1 C5 -123.74(18) . . . . ?
N2 In1 N1 C5 -40.56(17) . . . . ?
Cl2 In1 N1 C5 152.66(17) . . . . ?
Cl1 In1 N1 C5 -75.3(3) . . . . ?
Cl3 In1 N1 C5 56.67(17) . . . . ?
N1 In1 N2 C7 37.44(17) . . . . ?
O1 In1 N2 C7 119.47(18) . . . . ?
Cl2 In1 N2 C7 101.5(2) . . . . ?
Cl1 In1 N2 C7 -151.48(17) . . . . ?
Cl3 In1 N2 C7 -54.40(17) . . . . ?
N1 In1 N2 C11 -137.39(18) . . . . ?
O1 In1 N2 C11 -55.37(17) . . . . ?
Cl2 In1 N2 C11 -73.3(3) . . . . ?
Cl1 In1 N2 C11 33.68(16) . . . . ?
Cl3 In1 N2 C11 130.76(16) . . . . ?
C5 N1 C1 C2 -1.8(3) . . . . ?
In1 N1 C1 C2 178.71(17) . . . . ?
N1 C1 C2 C3 -0.6(4) . . . . ?
C1 C2 C3 C4 2.2(4) . . . . ?
C2 C3 C4 C5 -1.4(4) . . . . ?
C1 N1 C5 C4 2.6(3) . . . . ?
In1 N1 C5 C4 -177.97(18) . . . . ?
C1 N1 C5 C6 -176.7(2) . . . . ?
In1 N1 C5 C6 2.8(3) . . . . ?
C3 C4 C5 N1 -1.0(4) . . . . ?
C3 C4 C5 C6 178.2(2) . . . . ?
N1 C5 C6 C7 60.2(3) . . . . ?
C4 C5 C6 C7 -119.1(3) . . . . ?
C11 N2 C7 C8 -1.5(3) . . . . ?
In1 N2 C7 C8 -176.34(17) . . . . ?
C11 N2 C7 C6 177.9(2) . . . . ?
In1 N2 C7 C6 3.1(3) . . . . ?
C5 C6 C7 N2 -63.3(3) . . . . ?
C5 C6 C7 C8 116.2(2) . . . . ?
N2 C7 C8 C9 0.4(4) . . . . ?
C6 C7 C8 C9 -179.0(2) . . . . ?
C7 C8 C9 C10 1.2(4) . . . . ?
C8 C9 C10 C11 -1.7(4) . . . . ?
C7 N2 C11 C10 1.0(3) . . . . ?
In1 N2 C11 C10 176.03(18) . . . . ?
C9 C10 C11 N2 0.6(4) . . . . ?
N1 In1 O1 C12 43.44(19) . . . . ?
N2 In1 O1 C12 -36.96(19) . . . . ?
Cl2 In1 O1 C12 138.55(19) . . . . ?
Cl1 In1 O1 C12 -124.79(19) . . . . ?
N1 In1 O1 C15 -144.88(18) . . . . ?
N2 In1 O1 C15 134.73(18) . . . . ?
Cl2 In1 O1 C15 -49.77(17) . . . . ?
Cl1 In1 O1 C15 46.89(17) . . . . ?
C15 O1 C12 C13 -33.8(3) . . . . ?
In1 O1 C12 C13 138.94(19) . . . . ?
O1 C12 C13 C14 11.7(3) . . . . ?
C12 C13 C14 C15 13.3(3) . . . . ?
C12 O1 C15 C14 42.2(3) . . . . ?
In1 O1 C15 C14 -131.2(2) . . . . ?
C13 C14 C15 O1 -33.3(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.353
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.062

####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1414956'
_audit_update_record             
;
2015-07-24 deposited with the CCDC.
2015-09-15 downloaded from the CCDC.
;

_audit_creation_date             2013-03-21
_audit_creation_method           
;
  Olex2 1.2
  (compiled Dec  5 2012 16:17:34, GUI svn.r4385)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C11 H10 B2 Cl6 N2'
_chemical_formula_sum            'C11 H10 B2 Cl6 N2'
_chemical_formula_weight         404.53
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N2 B2 Cl6'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   7.5511(4)
_cell_length_b                   10.7802(6)
_cell_length_c                   11.2368(6)
_cell_angle_alpha                112.339(5)
_cell_angle_beta                 98.875(5)
_cell_angle_gamma                101.174(5)
_cell_volume                     803.40(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3674
_cell_measurement_temperature    123.01(10)
_cell_measurement_theta_max      76.6260
_cell_measurement_theta_min      4.3990
_exptl_absorpt_coefficient_mu    9.675
_exptl_absorpt_correction_T_max  0.497
_exptl_absorpt_correction_T_min  0.221
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.672
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             404
_exptl_crystal_size_max          0.3046
_exptl_crystal_size_mid          0.1610
_exptl_crystal_size_min          0.0865
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5268
_diffrn_reflns_theta_full        67.00
_diffrn_reflns_theta_max         67.00
_diffrn_reflns_theta_min         4.39
_diffrn_ambient_temperature      123.01(10)
_diffrn_detector_area_resol_mean 10.3953
_diffrn_measured_fraction_theta_full 0.9908
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -49.00   33.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.9013   37.0000 -150.0000 82

#__ type_ start__ end____ width___ exp.time_
  2 omega   54.00   97.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       41.9013 -125.0000 -150.0000 43

#__ type_ start__ end____ width___ exp.time_
  3 omega  -80.00   20.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -50.5000   61.0000  120.0000 100

#__ type_ start__ end____ width___ exp.time_
  4 omega  -80.00   22.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -50.5000   61.0000  -30.0000 102

#__ type_ start__ end____ width___ exp.time_
  5 omega -117.00  -80.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -50.5000  -94.0000   90.0000 37

#__ type_ start__ end____ width___ exp.time_
  6 omega   37.00  116.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000  -90.0000 79

#__ type_ start__ end____ width___ exp.time_
  7 omega   44.00   91.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000   60.0000 47

#__ type_ start__ end____ width___ exp.time_
  8 omega   59.00  176.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   15.0000  120.0000 117

#__ type_ start__ end____ width___ exp.time_
  9 omega   42.00   78.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  120.0000 36

#__ type_ start__ end____ width___ exp.time_
 10 omega  105.00  177.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   30.0000 -180.0000 72

#__ type_ start__ end____ width___ exp.time_
 11 omega   43.00  116.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000   90.0000 73

#__ type_ start__ end____ width___ exp.time_
 12 omega   47.00   91.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  150.0000 44

#__ type_ start__ end____ width___ exp.time_
 13 omega   36.00   91.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000 -150.0000 55

#__ type_ start__ end____ width___ exp.time_
 14 omega   36.00   91.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  -90.0000 55

#__ type_ start__ end____ width___ exp.time_
 15 omega   36.00  142.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -77.0000   90.0000 106

#__ type_ start__ end____ width___ exp.time_
 16 omega   44.00  145.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -77.0000  -90.0000 101
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.1250208000
_diffrn_orient_matrix_UB_12      0.1508272000
_diffrn_orient_matrix_UB_13      0.0565374000
_diffrn_orient_matrix_UB_21      -0.1156413000
_diffrn_orient_matrix_UB_22      0.0471545000
_diffrn_orient_matrix_UB_23      0.1020319000
_diffrn_orient_matrix_UB_31      0.1309856000
_diffrn_orient_matrix_UB_32      -0.0294952000
_diffrn_orient_matrix_UB_33      0.0992116000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2667
_reflns_number_total             2831
_reflns_odcompleteness_completeness 99.08
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         1.251
_refine_diff_density_min         -0.568
_refine_diff_density_rms         0.177
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2831
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0554
_refine_ls_R_factor_gt           0.0539
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1290P)²+0.0063P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1567
_refine_ls_wR_factor_ref         0.1591
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  H9 of C9, H11 of C11, H2 of C2, H10 of C10, H8 of C8, H3 of C3, H4 of C4,
  {H6A,H6B} of C6, H1 of C1
2.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C3(H3), C8(H8), C10(H10), C2(H2), C11(H11), C9(H9)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
Cl2 Cl 0.32975(10) 0.58815(7) 0.34385(7) 0.0255(2) Uani 1 1 d . . .
Cl4 Cl 0.75145(9) 0.88500(7) 0.30326(7) 0.0211(2) Uani 1 1 d . . .
Cl6 Cl 0.47548(9) 0.77282(7) 0.03237(7) 0.0221(2) Uani 1 1 d . . .
Cl1 Cl 0.08136(10) 0.75596(7) 0.48471(7) 0.0239(2) Uani 1 1 d . . .
Cl5 Cl 0.80652(9) 1.01790(7) 0.11511(8) 0.0256(2) Uani 1 1 d . . .
Cl3 Cl -0.06208(12) 0.44638(8) 0.31891(8) 0.0342(3) Uani 1 1 d . . .
N1 N 0.0257(3) 0.6432(2) 0.2096(2) 0.0175(5) Uani 1 1 d . . .
N2 N 0.5051(3) 1.0304(2) 0.2404(2) 0.0172(5) Uani 1 1 d . . .
C1 C -0.1374(4) 0.5598(3) 0.1188(3) 0.0198(6) Uani 1 1 d . . .
H1 H -0.2048 0.4865 0.1322 0.024 Uiso 1 1 calc R . .
C6 C 0.3086(4) 0.8455(3) 0.2877(3) 0.0189(6) Uani 1 1 d . . .
H6A H 0.3026 0.8560 0.3765 0.023 Uiso 1 1 calc R . .
H6B H 0.4060 0.8008 0.2647 0.023 Uiso 1 1 calc R . .
C4 C 0.0567(4) 0.7740(3) 0.0806(3) 0.0203(6) Uani 1 1 d . . .
H4 H 0.1237 0.8484 0.0684 0.024 Uiso 1 1 calc R . .
C3 C -0.1085(4) 0.6870(3) -0.0118(3) 0.0217(6) Uani 1 1 d . . .
H3 H -0.1519 0.7016 -0.0861 0.026 Uiso 1 1 calc R . .
C8 C 0.2574(4) 1.0794(3) 0.3425(3) 0.0231(6) Uani 1 1 d . . .
H8 H 0.1587 1.0500 0.3747 0.028 Uiso 1 1 calc R . .
C7 C 0.3596(4) 0.9880(3) 0.2883(3) 0.0189(6) Uani 1 1 d . . .
C10 C 0.4463(4) 1.2546(3) 0.3017(3) 0.0230(6) Uani 1 1 d . . .
H10 H 0.4778 1.3438 0.3048 0.028 Uiso 1 1 calc R . .
B1 B 0.0912(5) 0.6089(3) 0.3353(3) 0.0214(7) Uani 1 1 d . . .
C2 C -0.2074(4) 0.5782(3) 0.0087(3) 0.0218(6) Uani 1 1 d . . .
H2 H -0.3193 0.5186 -0.0510 0.026 Uiso 1 1 calc R . .
C11 C 0.5461(4) 1.1616(3) 0.2491(3) 0.0203(6) Uani 1 1 d . . .
H11 H 0.6464 1.1907 0.2182 0.024 Uiso 1 1 calc R . .
C5 C 0.1238(4) 0.7521(3) 0.1911(3) 0.0181(6) Uani 1 1 d . . .
C9 C 0.2985(4) 1.2130(3) 0.3497(3) 0.0248(6) Uani 1 1 d . . .
H9 H 0.2287 1.2733 0.3859 0.030 Uiso 1 1 calc R . .
B2 B 0.6309(4) 0.9307(3) 0.1761(3) 0.0194(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
Cl2 B1 1.851(3) . ?
Cl4 B2 1.849(3) . ?
Cl6 B2 1.853(3) . ?
Cl1 B1 1.843(3) . ?
Cl5 B2 1.844(3) . ?
Cl3 B1 1.829(3) . ?
N1 C1 1.361(4) . ?
N1 B1 1.621(4) . ?
N1 C5 1.366(4) . ?
N2 C7 1.371(4) . ?
N2 C11 1.349(4) . ?
N2 B2 1.612(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.368(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.507(4) . ?
C6 C5 1.516(4) . ?
C4 H4 0.9300 . ?
C4 C3 1.386(4) . ?
C4 C5 1.389(4) . ?
C3 H3 0.9300 . ?
C3 C2 1.381(4) . ?
C8 H8 0.9300 . ?
C8 C7 1.385(4) . ?
C8 C9 1.381(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.379(4) . ?
C10 C9 1.384(4) . ?
C2 H2 0.9300 . ?
C11 H11 0.9300 . ?
C9 H9 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 B1 118.0(2) . . ?
C1 N1 C5 118.4(2) . . ?
C5 N1 B1 123.6(2) . . ?
C7 N2 B2 122.7(2) . . ?
C11 N2 C7 118.6(2) . . ?
C11 N2 B2 118.7(2) . . ?
N1 C1 H1 118.3 . . ?
N1 C1 C2 123.5(3) . . ?
C2 C1 H1 118.3 . . ?
H6A C6 H6B 107.8 . . ?
C7 C6 H6A 108.9 . . ?
C7 C6 H6B 108.9 . . ?
C7 C6 C5 113.2(2) . . ?
C5 C6 H6A 108.9 . . ?
C5 C6 H6B 108.9 . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 121.1(3) . . ?
C5 C4 H4 119.5 . . ?
C4 C3 H3 120.7 . . ?
C2 C3 C4 118.7(3) . . ?
C2 C3 H3 120.7 . . ?
C7 C8 H8 119.2 . . ?
C9 C8 H8 119.2 . . ?
C9 C8 C7 121.5(3) . . ?
N2 C7 C6 122.3(2) . . ?
N2 C7 C8 119.6(3) . . ?
C8 C7 C6 118.1(2) . . ?
C11 C10 H10 120.6 . . ?
C11 C10 C9 118.8(3) . . ?
C9 C10 H10 120.6 . . ?
Cl1 B1 Cl2 111.76(17) . . ?
Cl3 B1 Cl2 107.74(17) . . ?
Cl3 B1 Cl1 109.85(17) . . ?
N1 B1 Cl2 109.3(2) . . ?
N1 B1 Cl1 106.81(19) . . ?
N1 B1 Cl3 111.38(19) . . ?
C1 C2 C3 118.7(3) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?
N2 C11 C10 123.2(3) . . ?
N2 C11 H11 118.4 . . ?
C10 C11 H11 118.4 . . ?
N1 C5 C6 120.2(2) . . ?
N1 C5 C4 119.7(3) . . ?
C4 C5 C6 120.0(2) . . ?
C8 C9 C10 118.3(3) . . ?
C8 C9 H9 120.9 . . ?
C10 C9 H9 120.9 . . ?
Cl4 B2 Cl6 111.24(17) . . ?
Cl5 B2 Cl4 109.00(16) . . ?
Cl5 B2 Cl6 108.03(17) . . ?
N2 B2 Cl4 109.28(19) . . ?
N2 B2 Cl6 108.11(19) . . ?
N2 B2 Cl5 111.2(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 -0.2(4) . . . . ?
C1 N1 B1 Cl2 125.4(2) . . . . ?
C1 N1 B1 Cl1 -113.5(2) . . . . ?
C1 N1 B1 Cl3 6.4(3) . . . . ?
C1 N1 C5 C6 -178.4(2) . . . . ?
C1 N1 C5 C4 -0.6(4) . . . . ?
C4 C3 C2 C1 -0.6(4) . . . . ?
C3 C4 C5 N1 -0.2(4) . . . . ?
C3 C4 C5 C6 177.6(2) . . . . ?
C7 N2 C11 C10 -1.3(4) . . . . ?
C7 N2 B2 Cl4 -62.3(3) . . . . ?
C7 N2 B2 Cl6 58.9(3) . . . . ?
C7 N2 B2 Cl5 177.4(2) . . . . ?
C7 C6 C5 N1 -156.7(2) . . . . ?
C7 C6 C5 C4 25.5(4) . . . . ?
C7 C8 C9 C10 -0.3(5) . . . . ?
B1 N1 C1 C2 179.9(3) . . . . ?
B1 N1 C5 C6 2.5(4) . . . . ?
B1 N1 C5 C4 -179.7(2) . . . . ?
C11 N2 C7 C6 -177.5(2) . . . . ?
C11 N2 C7 C8 0.8(4) . . . . ?
C11 N2 B2 Cl4 116.8(2) . . . . ?
C11 N2 B2 Cl6 -122.0(2) . . . . ?
C11 N2 B2 Cl5 -3.6(3) . . . . ?
C11 C10 C9 C8 -0.1(4) . . . . ?
C5 N1 C1 C2 0.8(4) . . . . ?
C5 N1 B1 Cl2 -55.5(3) . . . . ?
C5 N1 B1 Cl1 65.6(3) . . . . ?
C5 N1 B1 Cl3 -174.5(2) . . . . ?
C5 C6 C7 N2 -111.2(3) . . . . ?
C5 C6 C7 C8 70.5(3) . . . . ?
C5 C4 C3 C2 0.8(4) . . . . ?
C9 C8 C7 N2 -0.1(4) . . . . ?
C9 C8 C7 C6 178.3(3) . . . . ?
C9 C10 C11 N2 0.9(5) . . . . ?
B2 N2 C7 C6 1.5(4) . . . . ?
B2 N2 C7 C8 179.9(3) . . . . ?
B2 N2 C11 C10 179.6(3) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 -1 7 0.0881 0.0000 -1.0000 7.0000 0.2449 0.6671 0.7240
0 1 -7 0.0881 -0.0000 1.0000 -7.0000 -0.2449 -0.6671 -0.7240
4 -5 3 0.1203 4.0000 -5.0000 3.0000 -0.0844 -0.3922 0.9691
-4 5 -3 0.1203 -4.0000 5.0000 -3.0000 0.0844 0.3922 -0.9691
0 -7 2 0.0433 0.0000 -7.0000 2.0000 -0.9427 -0.1260 0.4049
0 7 -2 0.0433 -0.0000 7.0000 -2.0000 0.9427 0.1260 -0.4049
-3 2 -5 0.1115 -3.0000 2.0000 -5.0000 -0.3561 -0.0689 -0.9480
3 -2 5 0.1115 3.0000 -2.0000 5.0000 0.3561 0.0689 0.9480
-4 4 2 0.1291 -4.0000 4.0000 2.0000 0.2163 0.8552 -0.4435
4 -4 -2 0.1291 4.0000 -4.0000 -2.0000 -0.2163 -0.8552 0.4435
1 1 -7 0.0502 1.0000 1.0000 -7.0000 -0.1199 -0.7827 -0.5930
-5 2 3 0.1370 -5.0000 2.0000 3.0000 -0.1538 0.9786 -0.4163
-4 -2 0 0.1287 -4.0000 -2.0000 0.0000 -0.8017 0.3683 -0.4650
4 3 -1 0.1203 4.0000 3.0000 -1.0000 0.8960 -0.4231 0.3362
0 3 -7 0.0591 -0.0000 3.0000 -7.0000 0.0567 -0.5728 -0.7830


