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

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

data_MD_GaPN_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1455266'
_audit_update_record             
;
2016-02-23 deposited with the CCDC.
2016-06-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H25 Cl2 Ga N P'
_chemical_formula_weight         390.97

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.0360(2)
_cell_length_b                   9.1385(2)
_cell_length_c                   22.0850(5)
_cell_angle_alpha                90
_cell_angle_beta                 91.0340(10)
_cell_angle_gamma                90
_cell_volume                     1823.38(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    269
_cell_measurement_theta_min      8.9671
_cell_measurement_theta_max      32.3315

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_F_000             928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.327
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.152
_exptl_absorpt_coefficient_mu    1.893
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5991
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  
'Bruker ApexII Triumph monochromator sealed tube'
_diffrn_measurement_method       'Photon 50 CMOS detector'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            39709
_diffrn_reflns_av_unetI/netI     0.0434
_diffrn_reflns_av_R_equivalents  0.0634
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         3.291
_diffrn_reflns_theta_max         33.261
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7005
_reflns_number_gt                5482
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0323P)²+0.6428P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7005
_refine_ls_number_parameters     188
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0329
_refine_ls_wR_factor_ref         0.0752
_refine_ls_wR_factor_gt          0.0687
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ga1 Ga 0.31039(2) 0.13546(2) 0.61830(2) 0.01412(4) Uani 1 1 d . . . . .
P1 P 0.30407(4) 0.38772(4) 0.63622(2) 0.01396(7) Uani 1 1 d . . . . .
N1 N 0.23168(15) 0.16716(14) 0.53676(6) 0.0163(2) Uani 1 1 d . . . . .
Cl1 Cl 0.15596(5) 0.00130(4) 0.66927(2) 0.02256(8) Uani 1 1 d . . . . .
Cl2 Cl 0.52327(5) 0.02718(5) 0.62417(2) 0.02639(9) Uani 1 1 d . . . . .
C1 C 0.22045(18) 0.42412(17) 0.56611(7) 0.0177(3) Uani 1 1 d . . . . .
H1 H 0.1937 0.5217 0.5559 0.021 Uiso 1 1 calc R U . . .
C2 C 0.19233(16) 0.31173(17) 0.52478(7) 0.0158(3) Uani 1 1 d . . . . .
C3 C 0.12142(18) 0.34142(19) 0.46751(7) 0.0202(3) Uani 1 1 d . . . . .
H3 H 0.0920 0.4386 0.4578 0.024 Uiso 1 1 calc R U . . .
C4 C 0.0959(2) 0.2325(2) 0.42706(8) 0.0252(3) Uani 1 1 d . . . . .
H4 H 0.0490 0.2540 0.3893 0.030 Uiso 1 1 calc R U . . .
C5 C 0.1383(2) 0.0872(2) 0.44054(8) 0.0253(3) Uani 1 1 d . . . . .
H5 H 0.1209 0.0111 0.4120 0.030 Uiso 1 1 calc R U . . .
C6 C 0.20445(18) 0.05779(18) 0.49500(7) 0.0201(3) Uani 1 1 d . . . . .
C7 C 0.2541(2) -0.09291(19) 0.51192(8) 0.0268(4) Uani 1 1 d . . . . .
H7A H 0.2201 -0.1624 0.4809 0.040 Uiso 1 1 calc R U . . .
H7B H 0.2123 -0.1198 0.5510 0.040 Uiso 1 1 calc R U . . .
H7C H 0.3624 -0.0954 0.5150 0.040 Uiso 1 1 calc R U . . .
C8 C 0.48976(18) 0.47710(17) 0.63962(8) 0.0218(3) Uani 1 1 d . . . . .
C9 C 0.5793(2) 0.4074(2) 0.58867(10) 0.0310(4) Uani 1 1 d . . . . .
H9A H 0.6752 0.4568 0.5858 0.046 Uiso 1 1 calc R U . . .
H9B H 0.5247 0.4174 0.5501 0.046 Uiso 1 1 calc R U . . .
H9C H 0.5952 0.3034 0.5975 0.046 Uiso 1 1 calc R U . . .
C10 C 0.4773(2) 0.6420(2) 0.62642(12) 0.0367(5) Uani 1 1 d . . . . .
H10A H 0.4228 0.6897 0.6589 0.055 Uiso 1 1 calc R U . . .
H10B H 0.4245 0.6568 0.5878 0.055 Uiso 1 1 calc R U . . .
H10C H 0.5766 0.6845 0.6242 0.055 Uiso 1 1 calc R U . . .
C11 C 0.5689(2) 0.4507(3) 0.70045(10) 0.0361(4) Uani 1 1 d . . . . .
H11A H 0.5711 0.3455 0.7091 0.054 Uiso 1 1 calc R U . . .
H11B H 0.5159 0.5016 0.7325 0.054 Uiso 1 1 calc R U . . .
H11C H 0.6704 0.4880 0.6987 0.054 Uiso 1 1 calc R U . . .
C12 C 0.17973(18) 0.43585(17) 0.70033(7) 0.0194(3) Uani 1 1 d . . . . .
C13 C 0.02222(19) 0.3919(2) 0.67963(8) 0.0255(3) Uani 1 1 d . . . . .
H13A H -0.0460 0.4056 0.7131 0.038 Uiso 1 1 calc R U . . .
H13B H 0.0216 0.2889 0.6673 0.038 Uiso 1 1 calc R U . . .
H13C H -0.0092 0.4532 0.6453 0.038 Uiso 1 1 calc R U . . .
C14 C 0.1815(2) 0.5998(2) 0.71480(10) 0.0322(4) Uani 1 1 d . . . . .
H14A H 0.1017 0.6225 0.7427 0.048 Uiso 1 1 calc R U . . .
H14B H 0.1671 0.6558 0.6773 0.048 Uiso 1 1 calc R U . . .
H14C H 0.2769 0.6261 0.7336 0.048 Uiso 1 1 calc R U . . .
C15 C 0.2236(2) 0.3480(2) 0.75715(8) 0.0266(4) Uani 1 1 d . . . . .
H15A H 0.3262 0.3707 0.7688 0.040 Uiso 1 1 calc R U . . .
H15B H 0.2146 0.2431 0.7485 0.040 Uiso 1 1 calc R U . . .
H15C H 0.1580 0.3741 0.7903 0.040 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ga1 N1 1.9459(13) . ?
Ga1 Cl2 2.1650(4) . ?
Ga1 Cl1 2.1850(4) . ?
Ga1 P1 2.3399(4) . ?
P1 C1 1.7426(15) . ?
P1 C8 1.8664(17) . ?
P1 C12 1.8757(16) . ?
N1 C6 1.379(2) . ?
N1 C2 1.392(2) . ?
C1 C2 1.394(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.433(2) . ?
C3 C4 1.355(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.412(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.360(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.494(2) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C11 1.530(3) . ?
C8 C9 1.536(3) . ?
C8 C10 1.538(2) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C14 1.532(2) . ?
C12 C15 1.536(2) . ?
C12 C13 1.540(2) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ga1 Cl2 115.66(4) . . ?
N1 Ga1 Cl1 109.52(4) . . ?
Cl2 Ga1 Cl1 106.718(18) . . ?
N1 Ga1 P1 90.01(4) . . ?
Cl2 Ga1 P1 117.681(17) . . ?
Cl1 Ga1 P1 116.612(16) . . ?
C1 P1 C8 109.10(8) . . ?
C1 P1 C12 111.71(8) . . ?
C8 P1 C12 114.67(8) . . ?
C1 P1 Ga1 92.83(5) . . ?
C8 P1 Ga1 114.41(5) . . ?
C12 P1 Ga1 112.05(5) . . ?
C6 N1 C2 121.25(13) . . ?
C6 N1 Ga1 124.67(11) . . ?
C2 N1 Ga1 113.89(10) . . ?
C2 C1 P1 120.80(11) . . ?
C2 C1 H1 119.6 . . ?
P1 C1 H1 119.6 . . ?
N1 C2 C1 122.12(13) . . ?
N1 C2 C3 117.12(14) . . ?
C1 C2 C3 120.77(14) . . ?
C4 C3 C2 120.72(15) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 120.64(15) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C6 C5 C4 119.06(16) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
C5 C6 N1 121.21(15) . . ?
C5 C6 C7 121.91(15) . . ?
N1 C6 C7 116.86(14) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C11 C8 C9 109.49(16) . . ?
C11 C8 C10 110.64(16) . . ?
C9 C8 C10 107.78(16) . . ?
C11 C8 P1 111.83(13) . . ?
C9 C8 P1 105.91(12) . . ?
C10 C8 P1 110.99(12) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C14 C12 C15 109.84(15) . . ?
C14 C12 C13 108.84(14) . . ?
C15 C12 C13 109.25(14) . . ?
C14 C12 P1 112.49(12) . . ?
C15 C12 P1 110.18(11) . . ?
C13 C12 P1 106.13(11) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

_refine_diff_density_max         0.667
_refine_diff_density_min         -0.760
_refine_diff_density_rms         0.086

####################################################################### 
# 
# 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_MD_PNGa_BCl3_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1455267'
_audit_update_record             
;
2016-02-23 deposited with the CCDC.
2016-06-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H25 B Cl5 Ga N P'
_chemical_formula_weight         508.11

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.4370(4)
_cell_length_b                   8.7139(4)
_cell_length_c                   16.7028(7)
_cell_angle_alpha                87.327(2)
_cell_angle_beta                 80.820(2)
_cell_angle_gamma                63.202(2)
_cell_volume                     1081.61(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    185
_cell_measurement_theta_min      3.5086
_cell_measurement_theta_max      28.3261

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.560
_exptl_crystal_F_000             516
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.312
_exptl_crystal_size_mid          0.268
_exptl_crystal_size_min          0.108
_exptl_absorpt_coefficient_mu    1.963
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5953
_exptl_absorpt_correction_T_max  0.7488
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  
'Bruker ApexII Triumph monochromator sealed tube'
_diffrn_measurement_method       'Photon 50 CMOS detector'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33460
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_av_R_equivalents  0.0589
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.812
_diffrn_reflns_theta_max         28.534
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5489
_reflns_number_gt                4453
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0253P)²+0.8830P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5489
_refine_ls_number_parameters     224
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0491
_refine_ls_R_factor_gt           0.0321
_refine_ls_wR_factor_ref         0.0685
_refine_ls_wR_factor_gt          0.0628
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.60454(7) 0.19776(6) 0.20234(3) 0.01176(11) Uani 1 1 d . . . . .
N1 N 0.7163(2) 0.3165(2) 0.39374(10) 0.0152(4) Uani 1 1 d . . . . .
B1 B 0.7719(3) 0.1238(3) 0.36805(14) 0.0161(5) Uani 1 1 d . . . . .
Cl1 Cl 1.00992(7) 0.00676(7) 0.32786(3) 0.02440(13) Uani 1 1 d . . . . .
Cl2 Cl 0.70614(8) 0.00959(7) 0.45270(3) 0.02262(12) Uani 1 1 d . . . . .
Ga1 Ga 0.31593(3) 0.41433(3) 0.18007(2) 0.01532(7) Uani 1 1 d . . . . .
Cl3 Cl 0.31206(7) 0.66463(7) 0.15928(3) 0.02147(12) Uani 1 1 d . . . . .
Cl4 Cl 0.13337(7) 0.43715(8) 0.29293(3) 0.02624(13) Uani 1 1 d . . . . .
Cl5 Cl 0.23282(8) 0.34950(8) 0.07544(3) 0.02544(13) Uani 1 1 d . . . . .
C1 C 0.6080(3) 0.2177(3) 0.31070(12) 0.0145(4) Uani 1 1 d . . . . .
H1 H 0.5049 0.1991 0.3394 0.017 Uiso 1 1 calc R U . . .
C2 C 0.5849(3) 0.3841(3) 0.34707(12) 0.0154(4) Uani 1 1 d . . . . .
C3 C 0.4776(3) 0.5583(3) 0.34807(13) 0.0208(5) Uani 1 1 d . . . . .
H3 H 0.3821 0.6076 0.3170 0.025 Uiso 1 1 calc R U . . .
C4 C 0.5150(3) 0.6592(3) 0.39660(13) 0.0245(5) Uani 1 1 d . . . . .
H4 H 0.4448 0.7805 0.3982 0.029 Uiso 1 1 calc R U . . .
C5 C 0.6526(3) 0.5864(3) 0.44270(13) 0.0241(5) Uani 1 1 d . . . . .
H5 H 0.6761 0.6583 0.4751 0.029 Uiso 1 1 calc R U . . .
C6 C 0.7560(3) 0.4103(3) 0.44204(13) 0.0201(5) Uani 1 1 d . . . . .
C7 C 0.9076(3) 0.3167(3) 0.48881(15) 0.0284(5) Uani 1 1 d . . . . .
H7A H 0.8971 0.2175 0.5144 0.043 Uiso 1 1 calc R U . . .
H7B H 0.9030 0.3942 0.5308 0.043 Uiso 1 1 calc R U . . .
H7C H 1.0221 0.2772 0.4520 0.043 Uiso 1 1 calc R U . . .
C8 C 0.6122(3) -0.0184(3) 0.19082(13) 0.0186(4) Uani 1 1 d . . . . .
C9 C 0.4324(3) -0.0078(3) 0.23368(15) 0.0249(5) Uani 1 1 d . . . . .
H9A H 0.4339 -0.1204 0.2301 0.037 Uiso 1 1 calc R U . . .
H9B H 0.3343 0.0777 0.2075 0.037 Uiso 1 1 calc R U . . .
H9C H 0.4141 0.0260 0.2908 0.037 Uiso 1 1 calc R U . . .
C10 C 0.6328(4) -0.0651(3) 0.10085(14) 0.0285(5) Uani 1 1 d . . . . .
H10A H 0.7520 -0.0839 0.0733 0.043 Uiso 1 1 calc R U . . .
H10B H 0.5402 0.0291 0.0754 0.043 Uiso 1 1 calc R U . . .
H10C H 0.6194 -0.1703 0.0965 0.043 Uiso 1 1 calc R U . . .
C11 C 0.7650(3) -0.1584(3) 0.22958(15) 0.0245(5) Uani 1 1 d . . . . .
H11A H 0.7446 -0.1336 0.2880 0.037 Uiso 1 1 calc R U . . .
H11B H 0.8796 -0.1609 0.2049 0.037 Uiso 1 1 calc R U . . .
H11C H 0.7686 -0.2704 0.2206 0.037 Uiso 1 1 calc R U . . .
C12 C 0.7822(3) 0.2331(3) 0.13358(12) 0.0161(4) Uani 1 1 d . . . . .
C13 C 0.7168(3) 0.2881(3) 0.05106(13) 0.0221(5) Uani 1 1 d . . . . .
H13A H 0.8096 0.3034 0.0131 0.033 Uiso 1 1 calc R U . . .
H13B H 0.6062 0.3968 0.0582 0.033 Uiso 1 1 calc R U . . .
H13C H 0.6931 0.1991 0.0294 0.033 Uiso 1 1 calc R U . . .
C14 C 0.9666(3) 0.0752(3) 0.12032(14) 0.0224(5) Uani 1 1 d . . . . .
H14A H 1.0539 0.1058 0.0866 0.034 Uiso 1 1 calc R U . . .
H14B H 0.9578 -0.0172 0.0930 0.034 Uiso 1 1 calc R U . . .
H14C H 1.0061 0.0360 0.1729 0.034 Uiso 1 1 calc R U . . .
C15 C 0.7982(3) 0.3816(3) 0.17146(14) 0.0208(5) Uani 1 1 d . . . . .
H15A H 0.8479 0.3446 0.2221 0.031 Uiso 1 1 calc R U . . .
H15B H 0.6791 0.4801 0.1829 0.031 Uiso 1 1 calc R U . . .
H15C H 0.8780 0.4149 0.1336 0.031 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C1 1.833(2) . ?
P1 C12 1.869(2) . ?
P1 C8 1.874(2) . ?
P1 Ga1 2.3893(6) . ?
N1 C6 1.351(3) . ?
N1 C2 1.352(3) . ?
N1 B1 1.586(3) . ?
B1 C1 1.682(3) . ?
B1 Cl1 1.819(2) . ?
B1 Cl2 1.848(2) . ?
Ga1 Cl5 2.1691(6) . ?
Ga1 Cl3 2.1789(6) . ?
Ga1 Cl4 2.1904(6) . ?
C1 C2 1.517(3) . ?
C1 H1 1.0000 . ?
C2 C3 1.372(3) . ?
C3 C4 1.388(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.385(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.381(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.493(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C11 1.531(3) . ?
C8 C9 1.535(3) . ?
C8 C10 1.538(3) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C14 1.533(3) . ?
C12 C15 1.535(3) . ?
C12 C13 1.542(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 P1 C12 114.40(10) . . ?
C1 P1 C8 104.10(9) . . ?
C12 P1 C8 115.11(10) . . ?
C1 P1 Ga1 104.98(7) . . ?
C12 P1 Ga1 109.00(7) . . ?
C8 P1 Ga1 108.64(7) . . ?
C6 N1 C2 124.30(19) . . ?
C6 N1 B1 141.81(18) . . ?
C2 N1 B1 93.86(16) . . ?
N1 B1 C1 83.34(14) . . ?
N1 B1 Cl1 112.24(15) . . ?
C1 B1 Cl1 124.43(15) . . ?
N1 B1 Cl2 111.35(15) . . ?
C1 B1 Cl2 111.01(15) . . ?
Cl1 B1 Cl2 111.24(12) . . ?
Cl5 Ga1 Cl3 107.28(2) . . ?
Cl5 Ga1 Cl4 112.84(2) . . ?
Cl3 Ga1 Cl4 107.36(2) . . ?
Cl5 Ga1 P1 111.41(2) . . ?
Cl3 Ga1 P1 112.25(2) . . ?
Cl4 Ga1 P1 105.71(2) . . ?
C2 C1 B1 84.43(15) . . ?
C2 C1 P1 120.81(14) . . ?
B1 C1 P1 132.26(15) . . ?
C2 C1 H1 105.3 . . ?
B1 C1 H1 105.3 . . ?
P1 C1 H1 105.3 . . ?
N1 C2 C3 120.50(19) . . ?
N1 C2 C1 98.36(16) . . ?
C3 C2 C1 141.1(2) . . ?
C2 C3 C4 116.8(2) . . ?
C2 C3 H3 121.6 . . ?
C4 C3 H3 121.6 . . ?
C5 C4 C3 121.3(2) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C6 C5 C4 120.6(2) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
N1 C6 C5 116.3(2) . . ?
N1 C6 C7 118.0(2) . . ?
C5 C6 C7 125.7(2) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C11 C8 C9 108.99(19) . . ?
C11 C8 C10 109.92(19) . . ?
C9 C8 C10 107.98(19) . . ?
C11 C8 P1 111.41(15) . . ?
C9 C8 P1 107.65(15) . . ?
C10 C8 P1 110.78(15) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C14 C12 C15 109.57(18) . . ?
C14 C12 C13 109.11(17) . . ?
C15 C12 C13 109.07(18) . . ?
C14 C12 P1 114.36(15) . . ?
C15 C12 P1 106.90(14) . . ?
C13 C12 P1 107.71(15) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

_refine_diff_density_max         0.503
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.080

####################################################################### 
# 
# 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_MD_PNBCl_GaCl3_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1455268'
_audit_update_record             
;
2016-02-23 deposited with the CCDC.
2016-06-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H30 B Cl4 Ga N P'
_chemical_formula_weight         549.76

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   10.0561(4)
_cell_length_b                   16.2760(7)
_cell_length_c                   15.2376(6)
_cell_angle_alpha                90
_cell_angle_beta                 93.710(2)
_cell_angle_gamma                90
_cell_volume                     2488.76(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9934
_cell_measurement_theta_min      2.9573
_cell_measurement_theta_max      35.5120

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.467
_exptl_crystal_F_000             1128
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.478
_exptl_crystal_size_mid          0.201
_exptl_crystal_size_min          0.199
_exptl_absorpt_coefficient_mu    1.609
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6224
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  
'Bruker ApexII Triumph monochromator sealed tube'
_diffrn_measurement_method       'Photon 50 CMOS detector'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18478
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.799
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4371
_reflns_number_gt                3871
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0240P)²+2.2286P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4371
_refine_ls_number_parameters     269
_refine_ls_number_restraints     252
_refine_ls_R_factor_all          0.0325
_refine_ls_R_factor_gt           0.0259
_refine_ls_wR_factor_ref         0.0639
_refine_ls_wR_factor_gt          0.0606
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.80934(5) 0.48088(3) 0.21572(3) 0.01247(11) Uani 1 1 d . U . . .
N1 N 0.61717(16) 0.54910(11) 0.31337(11) 0.0149(4) Uani 1 1 d . U . . .
B1 B 0.6157(2) 0.51417(15) 0.21505(15) 0.0152(5) Uani 1 1 d . U . . .
Cl1 Cl 0.58469(5) 0.59795(3) 0.13237(3) 0.02136(12) Uani 1 1 d . U . . .
C1 C 0.8297(2) 0.47383(12) 0.33570(12) 0.0138(4) Uani 1 1 d . U . . .
H1 H 0.9143 0.5048 0.3497 0.017 Uiso 1 1 calc R U . . .
C2 C 0.7259(2) 0.53027(12) 0.36866(13) 0.0145(4) Uani 1 1 d . U . . .
C3 C 0.7390(2) 0.56484(14) 0.45194(14) 0.0215(5) Uani 1 1 d . U . . .
H3 H 0.8169 0.5547 0.4890 0.026 Uiso 1 1 calc R U . . .
C4 C 0.6397(2) 0.61354(15) 0.48082(15) 0.0274(5) Uani 1 1 d . U . . .
H4 H 0.6492 0.6381 0.5374 0.033 Uiso 1 1 calc R U . . .
C5 C 0.5257(2) 0.62673(15) 0.42718(16) 0.0267(5) Uani 1 1 d . U . . .
H5 H 0.4544 0.6577 0.4483 0.032 Uiso 1 1 calc R U . . .
C6 C 0.5151(2) 0.59492(14) 0.34285(14) 0.0207(5) Uani 1 1 d . U . . .
C7 C 0.3925(2) 0.61146(16) 0.28501(16) 0.0296(6) Uani 1 1 d . U . . .
H7A H 0.4063 0.6605 0.2493 0.044 Uiso 1 1 calc R U . . .
H7B H 0.3170 0.6206 0.3214 0.044 Uiso 1 1 calc R U . . .
H7C H 0.3738 0.5642 0.2463 0.044 Uiso 1 1 calc R U . . .
C8 C 0.5096(2) 0.44159(13) 0.20199(13) 0.0163(4) Uani 1 1 d . U . . .
C9 C 0.4808(2) 0.39061(14) 0.27190(14) 0.0205(5) Uani 1 1 d . U . . .
H9 H 0.5225 0.4011 0.3285 0.025 Uiso 1 1 calc R U . . .
C10 C 0.3930(2) 0.32496(15) 0.26121(15) 0.0253(5) Uani 1 1 d . U . . .
H10 H 0.3761 0.2910 0.3100 0.030 Uiso 1 1 calc R U . . .
C11 C 0.3302(2) 0.30904(15) 0.17965(16) 0.0271(5) Uani 1 1 d . U . . .
H11 H 0.2708 0.2639 0.1719 0.033 Uiso 1 1 calc R U . . .
C12 C 0.3547(2) 0.35934(15) 0.10937(16) 0.0278(5) Uani 1 1 d . U . . .
H12 H 0.3114 0.3488 0.0532 0.033 Uiso 1 1 calc R U . . .
C13 C 0.4418(2) 0.42491(14) 0.12035(14) 0.0218(5) Uani 1 1 d . U . . .
H13 H 0.4561 0.4595 0.0716 0.026 Uiso 1 1 calc R U . . .
C14 C 0.9282(2) 0.56643(13) 0.19197(13) 0.0173(4) Uani 1 1 d . U . . .
C15 C 0.8884(2) 0.64223(13) 0.24456(14) 0.0203(5) Uani 1 1 d . U . . .
H15A H 0.8970 0.6296 0.3076 0.030 Uiso 1 1 calc R U . . .
H15B H 0.7959 0.6570 0.2275 0.030 Uiso 1 1 calc R U . . .
H15C H 0.9471 0.6883 0.2321 0.030 Uiso 1 1 calc R U . . .
C16 C 0.9237(2) 0.58907(15) 0.09394(14) 0.0237(5) Uani 1 1 d . U . . .
H16A H 0.9806 0.6370 0.0858 0.036 Uiso 1 1 calc R U . . .
H16B H 0.8318 0.6020 0.0732 0.036 Uiso 1 1 calc R U . . .
H16C H 0.9558 0.5426 0.0603 0.036 Uiso 1 1 calc R U . . .
C17 C 1.0730(2) 0.54448(15) 0.22187(15) 0.0238(5) Uani 1 1 d . U . . .
H17A H 1.1074 0.5043 0.1811 0.036 Uiso 1 1 calc R U . . .
H17B H 1.0758 0.5209 0.2811 0.036 Uiso 1 1 calc R U . . .
H17C H 1.1280 0.5942 0.2224 0.036 Uiso 1 1 calc R U . . .
C18 C 0.8373(2) 0.38801(13) 0.14624(13) 0.0178(4) Uani 1 1 d . U . . .
C19 C 0.7738(2) 0.31165(14) 0.18434(15) 0.0239(5) Uani 1 1 d . U . . .
H19A H 0.7742 0.2668 0.1415 0.036 Uiso 1 1 calc R U . . .
H19B H 0.6818 0.3240 0.1974 0.036 Uiso 1 1 calc R U . . .
H19C H 0.8247 0.2952 0.2385 0.036 Uiso 1 1 calc R U . . .
C20 C 0.7672(2) 0.40613(15) 0.05505(14) 0.0236(5) Uani 1 1 d . U . . .
H20A H 0.8030 0.4570 0.0315 0.035 Uiso 1 1 calc R U . . .
H20B H 0.6713 0.4123 0.0608 0.035 Uiso 1 1 calc R U . . .
H20C H 0.7830 0.3606 0.0150 0.035 Uiso 1 1 calc R U . . .
C21 C 0.9850(2) 0.36939(15) 0.13580(16) 0.0249(5) Uani 1 1 d . U . . .
H21A H 1.0317 0.3644 0.1940 0.037 Uiso 1 1 calc R U . . .
H21B H 1.0246 0.4141 0.1032 0.037 Uiso 1 1 calc R U . . .
H21C H 0.9930 0.3178 0.1035 0.037 Uiso 1 1 calc R U . . .
Ga01 Ga 0.85750(2) 0.36939(2) 0.40742(2) 0.01838(8) Uani 1 1 d . U . . .
Cl2 Cl 0.88210(6) 0.40074(4) 0.54826(3) 0.02874(14) Uani 1 1 d . U . . .
Cl3 Cl 1.05499(6) 0.32556(4) 0.37644(4) 0.03151(14) Uani 1 1 d . U . . .
Cl4 Cl 0.70837(7) 0.27223(4) 0.40318(4) 0.03332(15) Uani 1 1 d . U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C1 1.830(2) . ?
P1 C18 1.877(2) . ?
P1 C14 1.885(2) . ?
P1 B1 2.021(2) . ?
N1 C6 1.368(3) . ?
N1 C2 1.371(3) . ?
N1 B1 1.602(3) . ?
B1 C8 1.596(3) . ?
B1 Cl1 1.869(2) . ?
C1 C2 1.501(3) . ?
C1 Ga01 2.030(2) . ?
C1 H1 1.0000 . ?
C2 C3 1.387(3) . ?
C3 C4 1.369(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.381(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.383(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.493(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.395(3) . ?
C8 C13 1.406(3) . ?
C9 C10 1.389(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.381(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.382(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.384(3) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C16 1.536(3) . ?
C14 C15 1.538(3) . ?
C14 C17 1.539(3) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.529(3) . ?
C18 C21 1.534(3) . ?
C18 C20 1.545(3) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
Ga01 Cl4 2.1775(6) . ?
Ga01 Cl3 2.1902(7) . ?
Ga01 Cl2 2.2040(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 P1 C18 120.12(9) . . ?
C1 P1 C14 101.94(9) . . ?
C18 P1 C14 111.49(9) . . ?
C1 P1 B1 93.85(9) . . ?
C18 P1 B1 113.12(10) . . ?
C14 P1 B1 115.08(10) . . ?
C6 N1 C2 120.36(18) . . ?
C6 N1 B1 122.61(17) . . ?
C2 N1 B1 117.02(16) . . ?
C8 B1 N1 110.19(16) . . ?
C8 B1 Cl1 112.03(15) . . ?
N1 B1 Cl1 111.27(15) . . ?
C8 B1 P1 116.00(15) . . ?
N1 B1 P1 98.04(13) . . ?
Cl1 B1 P1 108.53(11) . . ?
C2 C1 P1 105.12(13) . . ?
C2 C1 Ga01 114.01(13) . . ?
P1 C1 Ga01 126.36(11) . . ?
C2 C1 H1 102.7 . . ?
P1 C1 H1 102.7 . . ?
Ga01 C1 H1 102.7 . . ?
N1 C2 C3 119.76(19) . . ?
N1 C2 C1 118.37(17) . . ?
C3 C2 C1 121.85(19) . . ?
C4 C3 C2 120.1(2) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 119.6(2) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C4 C5 C6 120.2(2) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
N1 C6 C5 119.7(2) . . ?
N1 C6 C7 120.86(19) . . ?
C5 C6 C7 119.5(2) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 C13 116.6(2) . . ?
C9 C8 B1 121.01(18) . . ?
C13 C8 B1 122.37(19) . . ?
C10 C9 C8 122.0(2) . . ?
C10 C9 H9 119.0 . . ?
C8 C9 H9 119.0 . . ?
C11 C10 C9 120.0(2) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C11 C12 119.5(2) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 H11 120.3 . . ?
C11 C12 C13 120.4(2) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C12 C13 C8 121.5(2) . . ?
C12 C13 H13 119.2 . . ?
C8 C13 H13 119.2 . . ?
C16 C14 C15 108.77(18) . . ?
C16 C14 C17 108.14(18) . . ?
C15 C14 C17 107.76(18) . . ?
C16 C14 P1 112.61(15) . . ?
C15 C14 P1 107.62(14) . . ?
C17 C14 P1 111.79(15) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 C21 108.05(18) . . ?
C19 C18 C20 108.61(18) . . ?
C21 C18 C20 109.44(18) . . ?
C19 C18 P1 111.03(14) . . ?
C21 C18 P1 113.52(15) . . ?
C20 C18 P1 106.09(15) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C1 Ga01 Cl4 121.42(6) . . ?
C1 Ga01 Cl3 104.60(6) . . ?
Cl4 Ga01 Cl3 112.92(3) . . ?
C1 Ga01 Cl2 109.46(6) . . ?
Cl4 Ga01 Cl2 103.34(2) . . ?
Cl3 Ga01 Cl2 103.83(2) . . ?

_refine_diff_density_max         0.435
_refine_diff_density_min         -0.478
_refine_diff_density_rms         0.058

####################################################################### 
# 
# 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_MD_AlPN_NH_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1455269'
_audit_update_record             
;
2016-02-23 deposited with the CCDC.
2016-06-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H31 B Cl5 Ga N P'
_chemical_formula_weight         586.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.7845(7)
_cell_length_b                   11.8465(9)
_cell_length_c                   12.0322(9)
_cell_angle_alpha                83.458(3)
_cell_angle_beta                 83.640(3)
_cell_angle_gamma                77.501(3)
_cell_volume                     1347.41(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    199
_cell_measurement_theta_min      4.7159
_cell_measurement_theta_max      30.4671

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.445
_exptl_crystal_F_000             566
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.479
_exptl_crystal_size_mid          0.452
_exptl_crystal_size_min          0.240
_exptl_absorpt_coefficient_mu    1.586
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5708
_exptl_absorpt_correction_T_max  0.7467
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  
'Bruker ApexII Triumph monochromator sealed tube'
_diffrn_measurement_method       'Photon 50 CMOS detector'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            70054
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_av_R_equivalents  0.0501
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.804
_diffrn_reflns_theta_max         33.901
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             10873
_reflns_number_gt                8259
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0216P)²+1.5557P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10873
_refine_ls_number_parameters     278
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0647
_refine_ls_R_factor_gt           0.0377
_refine_ls_wR_factor_ref         0.0897
_refine_ls_wR_factor_gt          0.0746
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.076
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.22565(4) 0.20553(3) 0.80503(3) 0.01415(7) Uani 1 1 d . . . . .
N1 N 0.43177(14) 0.20880(12) 0.63184(11) 0.0164(2) Uani 1 1 d . . . . .
B1 B 0.43494(19) 0.16693(15) 0.76360(15) 0.0161(3) Uani 1 1 d . . . . .
Cl1 Cl 0.50023(5) 0.00776(3) 0.79099(4) 0.02342(8) Uani 1 1 d . . . . .
Ga1 Ga 0.05457(2) 0.67322(2) 0.66017(2) 0.02050(5) Uani 1 1 d . . . . .
Cl2 Cl -0.08428(5) 0.56299(4) 0.74490(4) 0.02496(9) Uani 1 1 d . . . . .
Cl3 Cl 0.23492(5) 0.65418(5) 0.75622(4) 0.03467(11) Uani 1 1 d . . . . .
Cl4 Cl -0.06183(6) 0.85109(4) 0.64723(5) 0.03746(12) Uani 1 1 d . . . . .
Cl5 Cl 0.12633(7) 0.62119(5) 0.49330(4) 0.03652(12) Uani 1 1 d . . . . .
C12 C 0.16735(18) 0.26118(15) 0.94559(14) 0.0192(3) Uani 1 1 d . . . . .
C1 C 0.20143(17) 0.32196(14) 0.69213(13) 0.0175(3) Uani 1 1 d . . . . .
H1A H 0.1064 0.3340 0.6661 0.021 Uiso 1 1 calc R U . . .
H1B H 0.2136 0.3955 0.7176 0.021 Uiso 1 1 calc R U . . .
C2 C 0.31229(17) 0.28304(14) 0.59980(13) 0.0169(3) Uani 1 1 d . . . . .
C3 C 0.2954(2) 0.32077(16) 0.48833(15) 0.0247(3) Uani 1 1 d . . . . .
H3 H 0.2112 0.3716 0.4671 0.030 Uiso 1 1 calc R U . . .
C4 C 0.4032(2) 0.28318(19) 0.40829(16) 0.0326(4) Uani 1 1 d . . . . .
H4 H 0.3920 0.3047 0.3308 0.039 Uiso 1 1 calc R U . . .
C5 C 0.5271(2) 0.21428(19) 0.44146(16) 0.0307(4) Uani 1 1 d . . . . .
H5 H 0.6026 0.1909 0.3866 0.037 Uiso 1 1 calc R U . . .
C6 C 0.54267(19) 0.17873(16) 0.55415(15) 0.0226(3) Uani 1 1 d . . . . .
C7 C 0.6805(2) 0.1102(2) 0.58973(18) 0.0331(4) Uani 1 1 d . . . . .
H7A H 0.6969 0.1333 0.6620 0.050 Uiso 1 1 calc R U . . .
H7B H 0.7561 0.1251 0.5331 0.050 Uiso 1 1 calc R U . . .
H7C H 0.6789 0.0272 0.5974 0.050 Uiso 1 1 calc R U . . .
C8 C 0.12828(18) 0.09663(15) 0.76932(15) 0.0201(3) Uani 1 1 d . . . . .
C9 C 0.1930(2) 0.05394(17) 0.65547(16) 0.0256(4) Uani 1 1 d . . . . .
H9A H 0.2944 0.0249 0.6584 0.038 Uiso 1 1 calc R U . . .
H9B H 0.1765 0.1184 0.5965 0.038 Uiso 1 1 calc R U . . .
H9C H 0.1495 -0.0087 0.6388 0.038 Uiso 1 1 calc R U . . .
C10 C -0.0283(2) 0.14887(19) 0.7573(2) 0.0314(4) Uani 1 1 d . . . . .
H10A H -0.0719 0.0919 0.7291 0.047 Uiso 1 1 calc R U . . .
H10B H -0.0372 0.2189 0.7044 0.047 Uiso 1 1 calc R U . . .
H10C H -0.0755 0.1691 0.8307 0.047 Uiso 1 1 calc R U . . .
C11 C 0.1422(2) -0.00737(17) 0.85886(17) 0.0288(4) Uani 1 1 d . . . . .
H11A H 0.0923 0.0175 0.9300 0.043 Uiso 1 1 calc R U . . .
H11B H 0.2418 -0.0380 0.8693 0.043 Uiso 1 1 calc R U . . .
H11C H 0.1015 -0.0681 0.8345 0.043 Uiso 1 1 calc R U . . .
C13 C 0.0074(2) 0.28465(19) 0.96920(17) 0.0286(4) Uani 1 1 d . . . . .
H13A H -0.0244 0.2109 0.9785 0.043 Uiso 1 1 calc R U . . .
H13B H -0.0359 0.3341 0.9062 0.043 Uiso 1 1 calc R U . . .
H13C H -0.0200 0.3240 1.0381 0.043 Uiso 1 1 calc R U . . .
C14 C 0.2361(2) 0.17100(18) 1.03569(15) 0.0274(4) Uani 1 1 d . . . . .
H14A H 0.2104 0.2006 1.1096 0.041 Uiso 1 1 calc R U . . .
H14B H 0.3385 0.1563 1.0196 0.041 Uiso 1 1 calc R U . . .
H14C H 0.2033 0.0985 1.0353 0.041 Uiso 1 1 calc R U . . .
C15 C 0.2151(2) 0.37599(16) 0.94870(16) 0.0260(4) Uani 1 1 d . . . . .
H15A H 0.1691 0.4342 0.8926 0.039 Uiso 1 1 calc R U . . .
H15B H 0.3173 0.3636 0.9320 0.039 Uiso 1 1 calc R U . . .
H15C H 0.1893 0.4034 1.0235 0.039 Uiso 1 1 calc R U . . .
C16 C 0.52021(17) 0.24171(15) 0.82123(14) 0.0188(3) Uani 1 1 d . . . . .
C17 C 0.5328(2) 0.35326(17) 0.77585(17) 0.0265(4) Uani 1 1 d . . . . .
H17 H 0.4985 0.3822 0.7051 0.032 Uiso 1 1 calc R U . . .
C18 C 0.5944(2) 0.42308(19) 0.8321(2) 0.0355(5) Uani 1 1 d . . . . .
H18 H 0.6022 0.4986 0.7995 0.043 Uiso 1 1 calc R U . . .
C19 C 0.6443(2) 0.3825(2) 0.9352(2) 0.0362(5) Uani 1 1 d . . . . .
H19 H 0.6829 0.4311 0.9752 0.043 Uiso 1 1 calc R U . . .
C20 C 0.6380(2) 0.27122(19) 0.98000(18) 0.0310(4) Uani 1 1 d . . . . .
H20 H 0.6750 0.2424 1.0498 0.037 Uiso 1 1 calc R U . . .
C21 C 0.57775(19) 0.20100(17) 0.92366(16) 0.0238(3) Uani 1 1 d . . . . .
H21 H 0.5755 0.1240 0.9550 0.029 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C1 1.8185(16) . ?
P1 C12 1.8702(17) . ?
P1 C8 1.8723(17) . ?
P1 B1 2.0178(19) . ?
N1 C6 1.365(2) . ?
N1 C2 1.366(2) . ?
N1 B1 1.608(2) . ?
B1 C16 1.597(2) . ?
B1 Cl1 1.8589(18) . ?
Ga1 Cl5 2.1648(5) . ?
Ga1 Cl4 2.1650(5) . ?
Ga1 Cl3 2.1727(5) . ?
Ga1 Cl2 2.1790(5) . ?
C12 C13 1.529(3) . ?
C12 C14 1.535(2) . ?
C12 C15 1.536(3) . ?
C1 C2 1.502(2) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.381(2) . ?
C3 C4 1.381(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.379(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.388(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.496(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C11 1.534(3) . ?
C8 C9 1.536(3) . ?
C8 C10 1.539(3) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.397(3) . ?
C16 C21 1.403(2) . ?
C17 C18 1.393(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.381(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.377(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.389(3) . ?
C20 H20 0.9500 . ?
C21 H21 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
C1 P1 C12 111.60(8) . . ?
C1 P1 C8 105.35(8) . . ?
C12 P1 C8 114.33(8) . . ?
C1 P1 B1 91.67(7) . . ?
C12 P1 B1 116.34(8) . . ?
C8 P1 B1 114.61(8) . . ?
C6 N1 C2 119.86(14) . . ?
C6 N1 B1 123.62(14) . . ?
C2 N1 B1 116.45(13) . . ?
C16 B1 N1 109.85(13) . . ?
C16 B1 Cl1 113.07(11) . . ?
N1 B1 Cl1 112.64(11) . . ?
C16 B1 P1 113.65(11) . . ?
N1 B1 P1 97.43(10) . . ?
Cl1 B1 P1 109.25(9) . . ?
Cl5 Ga1 Cl4 109.23(2) . . ?
Cl5 Ga1 Cl3 109.17(2) . . ?
Cl4 Ga1 Cl3 111.18(2) . . ?
Cl5 Ga1 Cl2 109.89(2) . . ?
Cl4 Ga1 Cl2 108.51(2) . . ?
Cl3 Ga1 Cl2 108.85(2) . . ?
C13 C12 C14 110.09(15) . . ?
C13 C12 C15 107.87(15) . . ?
C14 C12 C15 109.48(15) . . ?
C13 C12 P1 111.81(12) . . ?
C14 C12 P1 108.41(12) . . ?
C15 C12 P1 109.15(12) . . ?
C2 C1 P1 105.42(11) . . ?
C2 C1 H1A 110.7 . . ?
P1 C1 H1A 110.7 . . ?
C2 C1 H1B 110.7 . . ?
P1 C1 H1B 110.7 . . ?
H1A C1 H1B 108.8 . . ?
N1 C2 C3 121.51(15) . . ?
N1 C2 C1 116.50(14) . . ?
C3 C2 C1 121.99(15) . . ?
C2 C3 C4 118.71(17) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
C5 C4 C3 119.63(17) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 C6 120.66(18) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
N1 C6 C5 119.25(17) . . ?
N1 C6 C7 120.60(16) . . ?
C5 C6 C7 120.13(17) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C11 C8 C9 108.93(15) . . ?
C11 C8 C10 109.53(16) . . ?
C9 C8 C10 107.18(15) . . ?
C11 C8 P1 110.24(12) . . ?
C9 C8 P1 108.34(12) . . ?
C10 C8 P1 112.50(13) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C21 117.16(16) . . ?
C17 C16 B1 121.50(15) . . ?
C21 C16 B1 121.21(15) . . ?
C18 C17 C16 121.47(19) . . ?
C18 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
C19 C18 C17 120.0(2) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C20 C19 C18 119.76(19) . . ?
C20 C19 H19 120.1 . . ?
C18 C19 H19 120.1 . . ?
C19 C20 C21 120.39(19) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
C20 C21 C16 121.16(18) . . ?
C20 C21 H21 119.4 . . ?
C16 C21 H21 119.4 . . ?

_refine_diff_density_max         0.858
_refine_diff_density_min         -1.039
_refine_diff_density_rms         0.092

####################################################################### 
# 
# 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_MD_PNB_BCl3_1_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1481714'
_audit_update_record             
;
2016-05-24 deposited with the CCDC.
2016-06-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H25 B2 Cl5 N P'
_chemical_formula_weight         449.20

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.2835(19)
_cell_length_b                   8.5491(18)
_cell_length_c                   16.876(4)
_cell_angle_alpha                87.103(6)
_cell_angle_beta                 81.076(7)
_cell_angle_gamma                61.850(5)
_cell_volume                     1040.6(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    132
_cell_measurement_theta_min      4.7328
_cell_measurement_theta_max      30.7106

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_F_000             464
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.391
_exptl_crystal_size_mid          0.311
_exptl_crystal_size_min          0.184
_exptl_absorpt_coefficient_mu    0.773
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6246
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  
'Bruker ApexII Triumph monochromator sealed tube'
_diffrn_measurement_method       'Photon 50 CMOS detector'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34045
_diffrn_reflns_av_unetI/netI     0.0369
_diffrn_reflns_av_R_equivalents  0.0658
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.845
_diffrn_reflns_theta_max         28.412
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5215
_reflns_number_gt                4319
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0237P)²+0.9589P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5215
_refine_ls_number_parameters     227
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0357
_refine_ls_wR_factor_ref         0.0774
_refine_ls_wR_factor_gt          0.0722
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.41162(6) 0.79619(6) 0.80321(3) 0.01023(10) Uani 1 1 d . . . . .
N1 N 0.2897(2) 0.6819(2) 0.61415(9) 0.0143(3) Uani 1 1 d . . . . .
B1 B 0.2298(3) 0.8793(3) 0.63976(13) 0.0142(4) Uani 1 1 d . . . . .
Cl1 Cl -0.01671(6) 1.00349(6) 0.67737(3) 0.02138(11) Uani 1 1 d . . . . .
Cl2 Cl 0.29539(7) 0.99480(6) 0.55470(3) 0.01911(11) Uani 1 1 d . . . . .
B2 B 0.6690(3) 0.6040(3) 0.82104(13) 0.0153(4) Uani 1 1 d . . . . .
Cl3 Cl 0.83351(6) 0.58675(7) 0.72896(3) 0.02166(11) Uani 1 1 d . . . . .
Cl4 Cl 0.67748(6) 0.38454(6) 0.83733(3) 0.01835(10) Uani 1 1 d . . . . .
Cl5 Cl 0.73611(7) 0.66296(7) 0.90984(3) 0.02199(11) Uani 1 1 d . . . . .
C2 C 0.4312(2) 0.6109(2) 0.65785(11) 0.0134(4) Uani 1 1 d . . . . .
C12 C 0.3903(3) 1.0240(2) 0.81481(12) 0.0159(4) Uani 1 1 d . . . . .
C1 C 0.4019(2) 0.7815(2) 0.69569(10) 0.0122(3) Uani 1 1 d . . . . .
H1 H 0.505(3) 0.802(3) 0.6725(12) 0.015 Uiso 1 1 d . U . . .
C3 C 0.5512(3) 0.4306(2) 0.65268(11) 0.0197(4) Uani 1 1 d . . . . .
H3 H 0.6548 0.3789 0.6807 0.024 Uiso 1 1 calc R U . . .
C4 C 0.5130(3) 0.3292(3) 0.60455(12) 0.0229(4) Uani 1 1 d . . . . .
H4 H 0.5911 0.2045 0.6002 0.028 Uiso 1 1 calc R U . . .
C5 C 0.3633(3) 0.4055(3) 0.56249(12) 0.0222(4) Uani 1 1 d . . . . .
H5 H 0.3389 0.3324 0.5309 0.027 Uiso 1 1 calc R U . . .
C6 C 0.2491(3) 0.5878(3) 0.56634(12) 0.0186(4) Uani 1 1 d . . . . .
C7 C 0.0868(3) 0.6848(3) 0.52287(14) 0.0277(5) Uani 1 1 d . . . . .
H7A H -0.0278 0.7193 0.5605 0.041 Uiso 1 1 calc R U . . .
H7B H 0.0932 0.6076 0.4802 0.041 Uiso 1 1 calc R U . . .
H7C H 0.0884 0.7913 0.4993 0.041 Uiso 1 1 calc R U . . .
C8 C 0.2252(2) 0.7654(2) 0.86965(11) 0.0143(4) Uani 1 1 d . . . . .
C9 C 0.2032(3) 0.6186(3) 0.83085(12) 0.0193(4) Uani 1 1 d . . . . .
H9A H 0.1214 0.5862 0.8682 0.029 Uiso 1 1 calc R U . . .
H9B H 0.3248 0.5142 0.8182 0.029 Uiso 1 1 calc R U . . .
H9C H 0.1495 0.6620 0.7814 0.029 Uiso 1 1 calc R U . . .
C10 C 0.0348(3) 0.9326(3) 0.88116(12) 0.0195(4) Uani 1 1 d . . . . .
H10A H -0.0020 0.9758 0.8286 0.029 Uiso 1 1 calc R U . . .
H10B H 0.0425 1.0249 0.9100 0.029 Uiso 1 1 calc R U . . .
H10C H -0.0573 0.9034 0.9122 0.029 Uiso 1 1 calc R U . . .
C11 C 0.2851(3) 0.7073(3) 0.95290(11) 0.0203(4) Uani 1 1 d . . . . .
H11A H 0.3037 0.7989 0.9765 0.030 Uiso 1 1 calc R U . . .
H11B H 0.4010 0.5954 0.9472 0.030 Uiso 1 1 calc R U . . .
H11C H 0.1885 0.6906 0.9879 0.030 Uiso 1 1 calc R U . . .
C13 C 0.2315(3) 1.1634(2) 0.77313(12) 0.0198(4) Uani 1 1 d . . . . .
H13A H 0.2187 1.2813 0.7821 0.030 Uiso 1 1 calc R U . . .
H13B H 0.1157 1.1619 0.7953 0.030 Uiso 1 1 calc R U . . .
H13C H 0.2590 1.1358 0.7154 0.030 Uiso 1 1 calc R U . . .
C14 C 0.3566(3) 1.0796(3) 0.90403(12) 0.0241(4) Uani 1 1 d . . . . .
H14A H 0.3578 1.1930 0.9079 0.036 Uiso 1 1 calc R U . . .
H14B H 0.4544 0.9886 0.9314 0.036 Uiso 1 1 calc R U . . .
H14C H 0.2361 1.0924 0.9294 0.036 Uiso 1 1 calc R U . . .
C15 C 0.5717(3) 1.0210(3) 0.77469(13) 0.0215(4) Uani 1 1 d . . . . .
H15A H 0.5973 0.9823 0.7184 0.032 Uiso 1 1 calc R U . . .
H15B H 0.6737 0.9384 0.8026 0.032 Uiso 1 1 calc R U . . .
H15C H 0.5597 1.1403 0.7775 0.032 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C1 1.8419(19) . ?
P1 C8 1.8781(19) . ?
P1 C12 1.8883(19) . ?
P1 B2 2.044(2) . ?
N1 C6 1.348(2) . ?
N1 C2 1.355(2) . ?
N1 B1 1.580(3) . ?
B1 C1 1.684(3) . ?
B1 Cl1 1.822(2) . ?
B1 Cl2 1.858(2) . ?
B2 Cl5 1.846(2) . ?
B2 Cl4 1.852(2) . ?
B2 Cl3 1.863(2) . ?
C2 C3 1.383(3) . ?
C2 C1 1.519(2) . ?
C12 C15 1.538(3) . ?
C12 C13 1.539(3) . ?
C12 C14 1.545(3) . ?
C1 H1 0.97(2) . ?
C3 C4 1.386(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.389(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.389(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.492(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.540(3) . ?
C8 C10 1.541(3) . ?
C8 C11 1.543(3) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 P1 C8 112.76(8) . . ?
C1 P1 C12 102.98(8) . . ?
C8 P1 C12 113.03(8) . . ?
C1 P1 B2 105.87(8) . . ?
C8 P1 B2 111.20(9) . . ?
C12 P1 B2 110.49(9) . . ?
C6 N1 C2 124.69(16) . . ?
C6 N1 B1 141.43(16) . . ?
C2 N1 B1 93.77(14) . . ?
N1 B1 C1 83.64(12) . . ?
N1 B1 Cl1 112.40(13) . . ?
C1 B1 Cl1 126.27(14) . . ?
N1 B1 Cl2 110.40(13) . . ?
C1 B1 Cl2 110.31(13) . . ?
Cl1 B1 Cl2 110.55(11) . . ?
Cl5 B2 Cl4 108.14(11) . . ?
Cl5 B2 Cl3 110.92(11) . . ?
Cl4 B2 Cl3 108.22(11) . . ?
Cl5 B2 P1 109.98(11) . . ?
Cl4 B2 P1 111.97(10) . . ?
Cl3 B2 P1 107.62(10) . . ?
N1 C2 C3 120.20(17) . . ?
N1 C2 C1 98.40(14) . . ?
C3 C2 C1 141.26(17) . . ?
C15 C12 C13 108.10(16) . . ?
C15 C12 C14 108.38(16) . . ?
C13 C12 C14 109.15(16) . . ?
C15 C12 P1 108.71(13) . . ?
C13 C12 P1 110.76(12) . . ?
C14 C12 P1 111.64(13) . . ?
C2 C1 B1 84.09(13) . . ?
C2 C1 P1 121.01(13) . . ?
B1 C1 P1 133.05(13) . . ?
C2 C1 H1 107.4(12) . . ?
B1 C1 H1 109.6(12) . . ?
P1 C1 H1 100.0(12) . . ?
C2 C3 C4 116.71(18) . . ?
C2 C3 H3 121.6 . . ?
C4 C3 H3 121.6 . . ?
C3 C4 C5 121.61(18) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
C6 C5 C4 120.45(18) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
N1 C6 C5 116.25(18) . . ?
N1 C6 C7 118.46(17) . . ?
C5 C6 C7 125.29(18) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 C10 107.84(15) . . ?
C9 C8 C11 109.68(16) . . ?
C10 C8 C11 108.33(15) . . ?
C9 C8 P1 107.64(12) . . ?
C10 C8 P1 114.26(13) . . ?
C11 C8 P1 109.02(13) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

_refine_diff_density_max         0.582
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.069

