# 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_amji82_twin1_hklf4
_database_code_depnum_ccdc_archive 'CCDC 1047161'
_audit_update_record             
;
2015-02-03 deposited with the CCDC.
2015-03-16 downloaded from the CCDC.
;
_audit_creation_date             2015-02-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.05.21 svn.r2940 for OlexSys, GUI svn.r4846)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C H2 Cl2), C26 H32 B2 N4 O4'
_chemical_formula_sum            'C28 H36 B2 Cl4 N4 O4'
_chemical_formula_weight         656.03
_chemical_melting_point          ?
_chemical_oxdiff_formula         C27H34B2N4O4Cl2
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'
Cl Cl 0.1484 0.1585 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   20.784(2)
_cell_length_b                   8.1816(8)
_cell_length_c                   18.346(2)
_cell_angle_alpha                90
_cell_angle_beta                 101.392(12)
_cell_angle_gamma                90
_cell_volume                     3058.2(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3754
_cell_measurement_temperature    150.06(15)
_cell_measurement_theta_max      26.9900
_cell_measurement_theta_min      3.2620
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.429
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78743
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.425
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1368
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_unetI/netI     0.1193
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.933
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            6346
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.933
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         29.403
_diffrn_reflns_theta_min         3.254
_diffrn_reflns_v_R_equivalents   ?
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.06(15)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3705
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.933
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega    0.00   25.00   1.0000   27.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.6555  -99.0000   30.0000 25

#__ type_ start__ end____ width___ exp.time_
  2 omega  -86.00  -30.00   1.0000   27.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.6555  -57.0000  -60.0000 56

#__ type_ start__ end____ width___ exp.time_
  3 omega  -20.00    5.00   1.0000   27.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.6555  -99.0000   90.0000 25

#__ type_ start__ end____ width___ exp.time_
  4 omega  -86.00  -35.00   1.0000   27.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.6555  178.0000   60.0000 51

#__ type_ start__ end____ width___ exp.time_
  5 omega  -43.00   67.00   1.0000   27.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.6555   77.0000   60.0000 110

#__ type_ start__ end____ width___ exp.time_
  6 omega  -20.00   30.00   1.0000   27.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.6555  -99.0000  -60.0000 50

#__ type_ start__ end____ width___ exp.time_
  7 omega   35.00   63.00   1.0000   27.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.6555   37.0000 -180.0000 28

#__ type_ start__ end____ width___ exp.time_
  8 omega  -12.00   13.00   1.0000   27.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.6555   57.0000 -120.0000 25

#__ type_ start__ end____ width___ exp.time_
  9 omega   49.00  102.00   1.0000   27.0000
omega____ theta____ kappa____ phi______ frames
    -       11.6555  178.0000  -60.0000 53
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0325496000
_diffrn_orient_matrix_UB_12      -0.0177558000
_diffrn_orient_matrix_UB_13      -0.0039949000
_diffrn_orient_matrix_UB_21      -0.0073359000
_diffrn_orient_matrix_UB_22      0.0291909000
_diffrn_orient_matrix_UB_23      -0.0371135000
_diffrn_orient_matrix_UB_31      0.0099525000
_diffrn_orient_matrix_UB_32      0.0796274000
_diffrn_orient_matrix_UB_33      0.0127341000
loop_
_diffrn_oxdiff_twin_id
_diffrn_oxdiff_twin_ratio
_diffrn_oxdiff_twin_reflns_isolated
_diffrn_oxdiff_twin_reflns_overlapped
1 0.5095 5811 11369
2 0.4905 5803 11369

_diffrn_oxdiff_twin_integration_method simultaneous
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3619
_reflns_number_total             6346
_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.430
_refine_diff_density_min         -0.401
_refine_diff_density_rms         0.098
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         6346
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1518
_refine_ls_R_factor_gt           0.0856
_refine_ls_restrained_S_all      1.096
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0536P)²+11.8338P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1804
_refine_ls_wR_factor_ref         0.1993
_refine_special_details          Twin
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B),
 C16(H16A,H16B), C17(H17A,H17B)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C10(H10), C11(H11)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
Cl1 Cl 0.09768(9) 0.5323(2) 0.19910(11) 0.0623(5) Uani 1 1 d . . . . .
Cl2 Cl 0.04000(8) 0.2796(2) 0.27940(9) 0.0600(5) Uani 1 1 d . . . . .
O3 O 0.23664(15) 0.3687(4) 0.39903(17) 0.0204(7) Uani 1 1 d . . . . .
O4 O 0.15631(15) 0.3401(4) 0.47216(17) 0.0216(7) Uani 1 1 d . . . . .
N1 N 0.20228(18) 0.0926(4) 0.4242(2) 0.0197(9) Uani 1 1 d . . . . .
N2 N 0.14784(19) -0.1573(5) 0.3982(2) 0.0247(9) Uani 1 1 d . . . . .
B3 B 0.2192(2) 0.2719(6) 0.4609(3) 0.0157(10) Uani 1 1 d . . . . .
C4 C 0.2998(2) 0.4099(5) 0.3983(2) 0.0193(10) Uani 1 1 d . . . . .
C5 C 0.1535(2) -0.0053(6) 0.4259(2) 0.0220(10) Uani 1 1 d . . . . .
C6 C 0.1981(2) -0.2370(6) 0.3660(3) 0.0307(12) Uani 1 1 d . . . . .
H6A H 0.1869 -0.2300 0.3122 0.037 Uiso 1 1 calc R . . . .
H6B H 0.2010 -0.3516 0.3798 0.037 Uiso 1 1 calc R . . . .
C7 C 0.1234(3) 0.5198(6) 0.6736(3) 0.0299(12) Uani 1 1 d . . . . .
H7 H 0.1156 0.5625 0.7180 0.036 Uiso 1 1 calc R . . . .
C8 C 0.0854(2) 0.4389(6) 0.5479(3) 0.0258(11) Uani 1 1 d . . . . .
H8 H 0.0508 0.4252 0.5077 0.031 Uiso 1 1 calc R . . . .
C9 C 0.1485(2) 0.3953(5) 0.5397(2) 0.0193(10) Uani 1 1 d . . . . .
C10 C 0.0723(3) 0.5014(6) 0.6132(3) 0.0312(12) Uani 1 1 d . . . . .
H10 H 0.0298 0.5307 0.6166 0.037 Uiso 1 1 calc R . . . .
C11 C 0.1868(2) 0.4738(6) 0.6675(3) 0.0247(11) Uani 1 1 d . . . . .
H11 H 0.2209 0.4860 0.7084 0.030 Uiso 1 1 calc R . . . .
C12 C 0.0870(2) -0.2393(6) 0.4047(3) 0.0343(13) Uani 1 1 d . . . . .
H12A H 0.0955 -0.3492 0.4241 0.041 Uiso 1 1 calc R . . . .
H12B H 0.0572 -0.2449 0.3569 0.041 Uiso 1 1 calc R . . . .
C13 C 0.2633(2) -0.1539(6) 0.3940(3) 0.0266(11) Uani 1 1 d . . . . .
H13A H 0.2950 -0.1900 0.3651 0.032 Uiso 1 1 calc R . . . .
H13B H 0.2797 -0.1835 0.4456 0.032 Uiso 1 1 calc R . . . .
C14 C 0.0924(2) 0.0322(6) 0.4574(3) 0.0278(12) Uani 1 1 d . . . . .
H14A H 0.1043 0.0774 0.5072 0.033 Uiso 1 1 calc R . . . .
H14B H 0.0640 0.1088 0.4259 0.033 Uiso 1 1 calc R . . . .
C15 C 0.0592(3) -0.1331(7) 0.4586(4) 0.0479(16) Uani 1 1 d . . . . .
H15A H 0.0688 -0.1796 0.5081 0.057 Uiso 1 1 calc R . . . .
H15B H 0.0120 -0.1225 0.4429 0.057 Uiso 1 1 calc R . . . .
C16 C 0.2552(2) 0.0300(6) 0.3876(3) 0.0224(11) Uani 1 1 d . . . . .
H16A H 0.2963 0.0819 0.4099 0.027 Uiso 1 1 calc R . . . .
H16B H 0.2452 0.0598 0.3354 0.027 Uiso 1 1 calc R . . . .
C17 C 0.1123(3) 0.3600(7) 0.2587(4) 0.0572(19) Uani 1 1 d . . . . .
H17A H 0.1341 0.2761 0.2353 0.069 Uiso 1 1 calc R . . . .
H17B H 0.1414 0.3914 0.3047 0.069 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C17 1.774(7) . ?
Cl2 C17 1.749(7) . ?
O3 B3 1.487(6) . ?
O3 C4 1.357(5) . ?
O4 B3 1.472(6) . ?
O4 C9 1.358(5) . ?
N1 B3 1.624(6) . ?
N1 C5 1.297(6) . ?
N1 C16 1.488(6) . ?
N2 C5 1.339(6) . ?
N2 C6 1.453(6) . ?
N2 C12 1.456(6) . ?
B3 B3 1.724(9) 2_556 ?
C4 C9 1.408(6) 2_556 ?
C4 C11 1.393(6) 2_556 ?
C5 C14 1.526(7) . ?
C6 C13 1.513(7) . ?
C7 C10 1.384(7) . ?
C7 C11 1.395(7) . ?
C8 C9 1.396(6) . ?
C8 C10 1.378(7) . ?
C9 C4 1.408(6) 2_556 ?
C11 C4 1.393(6) 2_556 ?
C12 C15 1.514(8) . ?
C13 C16 1.516(6) . ?
C14 C15 1.520(7) . ?

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
C4 O3 B3 121.5(3) . . ?
C9 O4 B3 121.5(3) . . ?
C5 N1 B3 130.8(4) . . ?
C5 N1 C16 116.7(4) . . ?
C16 N1 B3 112.4(4) . . ?
C5 N2 C6 123.7(4) . . ?
C5 N2 C12 114.2(4) . . ?
C6 N2 C12 122.1(4) . . ?
O3 B3 N1 103.3(3) . . ?
O3 B3 B3 112.4(4) . 2_556 ?
O4 B3 O3 105.2(3) . . ?
O4 B3 N1 106.0(3) . . ?
O4 B3 B3 114.7(4) . 2_556 ?
N1 B3 B3 114.2(2) . 2_556 ?
O3 C4 C9 123.8(4) . 2_556 ?
O3 C4 C11 117.5(4) . 2_556 ?
C11 C4 C9 118.7(4) 2_556 2_556 ?
N1 C5 N2 125.1(5) . . ?
N1 C5 C14 126.7(4) . . ?
N2 C5 C14 108.2(4) . . ?
N2 C6 C13 109.1(4) . . ?
C10 C7 C11 119.6(5) . . ?
C10 C8 C9 122.7(5) . . ?
O4 C9 C4 123.8(4) . 2_556 ?
O4 C9 C8 117.9(4) . . ?
C8 C9 C4 118.3(4) . 2_556 ?
C8 C10 C7 119.0(5) . . ?
C4 C11 C7 121.6(5) 2_556 . ?
N2 C12 C15 103.8(4) . . ?
C6 C13 C16 109.9(4) . . ?
C15 C14 C5 103.9(4) . . ?
C12 C15 C14 105.6(4) . . ?
N1 C16 C13 112.8(4) . . ?
Cl2 C17 Cl1 112.6(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
N1 C5 C14 C15 -169.4(5) . . . . ?
N2 C5 C14 C15 12.0(5) . . . . ?
N2 C6 C13 C16 -47.2(5) . . . . ?
N2 C12 C15 C14 20.1(6) . . . . ?
B3 O3 C4 C9 -13.2(6) . . . 2_556 ?
B3 O3 C4 C11 168.5(4) . . . 2_556 ?
B3 O4 C9 C4 7.4(6) . . . 2_556 ?
B3 O4 C9 C8 -172.1(4) . . . . ?
B3 N1 C5 N2 -174.1(4) . . . . ?
B3 N1 C5 C14 7.5(7) . . . . ?
B3 N1 C16 C13 145.8(4) . . . . ?
C4 O3 B3 O4 143.0(4) . . . . ?
C4 O3 B3 N1 -106.1(4) . . . . ?
C4 O3 B3 B3 17.4(5) . . . 2_556 ?
C5 N1 B3 O3 -133.5(4) . . . . ?
C5 N1 B3 O4 -23.1(6) . . . . ?
C5 N1 B3 B3 104.1(6) . . . 2_556 ?
C5 N1 C16 C13 -30.1(6) . . . . ?
C5 N2 C6 C13 21.1(6) . . . . ?
C5 N2 C12 C15 -13.5(6) . . . . ?
C5 C14 C15 C12 -19.6(6) . . . . ?
C6 N2 C5 N1 3.6(7) . . . . ?
C6 N2 C5 C14 -177.7(4) . . . . ?
C6 N2 C12 C15 165.1(4) . . . . ?
C6 C13 C16 N1 53.5(5) . . . . ?
C9 O4 B3 O3 -125.1(4) . . . . ?
C9 O4 B3 N1 125.9(4) . . . . ?
C9 O4 B3 B3 -1.0(5) . . . 2_556 ?
C9 C8 C10 C7 -0.9(8) . . . . ?
C10 C7 C11 C4 0.3(7) . . . 2_556 ?
C10 C8 C9 O4 -177.8(4) . . . . ?
C10 C8 C9 C4 2.6(7) . . . 2_556 ?
C11 C7 C10 C8 -0.5(7) . . . . ?
C12 N2 C5 N1 -177.7(4) . . . . ?
C12 N2 C5 C14 1.0(5) . . . . ?
C12 N2 C6 C13 -157.4(4) . . . . ?
C16 N1 B3 O3 51.3(4) . . . . ?
C16 N1 B3 O4 161.7(3) . . . . ?
C16 N1 B3 B3 -71.0(6) . . . 2_556 ?
C16 N1 C5 N2 0.9(6) . . . . ?
C16 N1 C5 C14 -177.6(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: DCM, pentane'
_chemical_properties_physical    'Air-sensitive, Moisture-sensitive'
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1047162'
_audit_update_record             
;
2015-02-03 deposited with the CCDC.
2015-03-16 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   8.5427(3)
_cell_length_b                   10.6291(4)
_cell_length_c                   10.8732(4)
_cell_angle_alpha                76.955(3)
_cell_angle_beta                 85.336(3)
_cell_angle_gamma                72.748(3)
_cell_volume                     918.44(6)

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1 '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
B 0.0013 0.0007 2.0545 23.2185 1.3326 1.0210 1.0979 60.3498 0.7068 0.1403
-0.1932 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            1

# Given Formula = C32 H36 B2 Cl2 N4 O4 
# Dc =      1.14 Fooo =    406.00 Mu =      2.14 M =    316.59
# Found Formula = C38 H40 B2 Cl4 N4 O4 
# Dc =      1.41 FOOO =    406.00 Mu =      3.70 M =    390.10

_chemical_formula_sum            'C38 H40 B2 Cl4 N4 O4'
_chemical_formula_moiety         'C26 H32 B2 N4 O4, 2(C6 H4 Cl2)'
_chemical_compound_source        'University of Manchester'
_chemical_formula_weight         780.16


_cell_measurement_temperature    150.04(18)
_cell_measurement_reflns_used    3734
_cell_measurement_theta_min      3.6510
_cell_measurement_theta_max      29.1970

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.22
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_max          0.48

_exptl_crystal_density_diffrn    1.411
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             406
_exptl_absorpt_coefficient_mu    0.370

# Sheldrick geometric approximatio 1.00 1.00 
_exptl_absorpt_correction_T_min  0.84007
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Atlas'
_diffrn_detector_area_resol_mean 10.3705
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       'ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'CrysAlisPro, Agilent Technologies (2013)'
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies (2013)'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies (2013)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'Ortep3 v. 2.02 (LJ Farrugia, 1997)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      150
_diffrn_reflns_number            6309
_reflns_number_total             3468
_diffrn_reflns_av_R_equivalents  0.017
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 3468 
# Theoretical number of reflections is about 6977 


_diffrn_reflns_theta_min         2.741
_diffrn_reflns_theta_max         25.681
_diffrn_measured_fraction_theta_max 0.995

_diffrn_reflns_theta_full        25.608
_diffrn_measured_fraction_theta_full 0.995


_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       13
_reflns_limit_h_min              -10
_reflns_limit_h_max              10
_reflns_limit_k_min              -12
_reflns_limit_k_max              12
_reflns_limit_l_min              0
_reflns_limit_l_max              13

_oxford_diffrn_Wilson_B_factor   2.94
_oxford_diffrn_Wilson_scale      1.54

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.41
_refine_diff_density_max         0.77


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         3457
_refine_ls_number_restraints     0
_refine_ls_number_parameters     235
_oxford_refine_ls_R_factor_ref   0.0534
_refine_ls_wR_factor_ref         0.1102
_refine_ls_goodness_of_fit_ref   0.9469
_refine_ls_shift/su_max          0.0009108
_refine_ls_shift/su_mean         0.0000355


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        3458
_refine_ls_R_factor_all          0.0535
_refine_ls_wR_factor_all         0.1103

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2899
_refine_ls_R_factor_gt           0.0437
_refine_ls_wR_factor_gt          0.1000

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 33.2 52.7 28.7 10.4 1.87 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C1 C 0.7745(3) 1.2478(2) 0.5713(2) 0.0243 1.0000 Uani . . . . . .
C2 C 0.6900(3) 1.3810(2) 0.5685(2) 0.0314 1.0000 Uani . . . . . .
C3 C 0.6214(3) 1.4152(2) 0.6823(2) 0.0355 1.0000 Uani . . . . . .
C4 C 0.6386(3) 1.3194(2) 0.7928(2) 0.0344 1.0000 Uani . . . . . .
C5 C 0.7249(3) 1.1842(2) 0.7953(2) 0.0292 1.0000 Uani . . . . . .
C6 C 0.7916(3) 1.1510(2) 0.6834(2) 0.0234 1.0000 Uani . . . . . .
C7 C 0.7517(3) 0.8496(2) 0.5712(2) 0.0321 1.0000 Uani . . . . . .
C8 C 0.7534(3) 0.7404(3) 0.5034(3) 0.0398 1.0000 Uani . . . . . .
C9 C 0.6275(3) 0.7943(3) 0.3991(3) 0.0421 1.0000 Uani . . . . . .
C10 C 0.6035(3) 0.9751(3) 0.1936(2) 0.0405 1.0000 Uani . . . . . .
C11 C 0.7071(4) 1.0713(3) 0.1468(2) 0.0428 1.0000 Uani . . . . . .
C12 C 0.7373(3) 1.1149(2) 0.2658(2) 0.0332 1.0000 Uani . . . . . .
C13 C 0.7255(3) 0.9966(2) 0.3678(2) 0.0310 1.0000 Uani . . . . . .
C14 C 1.2252(3) 1.4035(2) -0.0277(2) 0.0329 1.0000 Uani . . . . . .
C15 C 1.2245(3) 1.5161(3) -0.1212(3) 0.0426 1.0000 Uani . . . . . .
C16 C 1.1342(4) 1.5438(3) -0.2281(3) 0.0496 1.0000 Uani . . . . . .
C17 C 1.0447(4) 1.4594(3) -0.2414(3) 0.0527 1.0000 Uani . . . . . .
C18 C 1.0441(3) 1.3462(3) -0.1475(3) 0.0426 1.0000 Uani . . . . . .
C19 C 1.1348(3) 1.3189(2) -0.0402(2) 0.0315 1.0000 Uani . . . . . .
Cl2 Cl 1.13086(9) 1.18102(6) 0.07921(6) 0.0445 1.0000 Uani . . . . . .
Cl1 Cl 1.34318(9) 1.37023(7) 0.10506(7) 0.0490 1.0000 Uani . . . . . .
O1 O 0.84874(19) 1.19128(15) 0.47356(14) 0.0278 1.0000 Uani . . . . . .
O2 O 0.87898(19) 1.02749(14) 0.66441(14) 0.0275 1.0000 Uani . . . . . .
N1 N 0.7734(2) 0.97310(19) 0.48334(18) 0.0303 1.0000 Uani . . . . . .
N2 N 0.6542(2) 0.9184(2) 0.3242(2) 0.0341 1.0000 Uani . . . . . .
B1 B 0.9039(3) 1.0410(2) 0.5239(2) 0.0264 1.0000 Uani . . . . . .
H21 H 0.6784 1.4459 0.4918 0.0382 1.0000 Uiso R . . . . .
H31 H 0.5607 1.5066 0.6825 0.0427 1.0000 Uiso R . . . . .
H41 H 0.5915 1.3445 0.8680 0.0421 1.0000 Uiso R . . . . .
H51 H 0.7363 1.1180 0.8715 0.0365 1.0000 Uiso R . . . . .
H71 H 0.8430 0.8151 0.6328 0.0402 1.0000 Uiso R . . . . .
H72 H 0.6458 0.8733 0.6163 0.0402 1.0000 Uiso R . . . . .
H81 H 0.8637 0.7099 0.4642 0.0502 1.0000 Uiso R . . . . .
H82 H 0.7270 0.6648 0.5619 0.0500 1.0000 Uiso R . . . . .
H91 H 0.5167 0.8142 0.4371 0.0510 1.0000 Uiso R . . . . .
H92 H 0.6402 0.7286 0.3468 0.0508 1.0000 Uiso R . . . . .
H101 H 0.4845 1.0230 0.1900 0.0483 1.0000 Uiso R . . . . .
H102 H 0.6272 0.9029 0.1464 0.0480 1.0000 Uiso R . . . . .
H111 H 0.6506 1.1486 0.0812 0.0527 1.0000 Uiso R . . . . .
H112 H 0.8133 1.0220 0.1149 0.0524 1.0000 Uiso R . . . . .
H121 H 0.8459 1.1320 0.2647 0.0400 1.0000 Uiso R . . . . .
H122 H 0.6507 1.1959 0.2796 0.0402 1.0000 Uiso R . . . . .
H151 H 1.2875 1.5739 -0.1109 0.0527 1.0000 Uiso R . . . . .
H161 H 1.1335 1.6196 -0.2916 0.0618 1.0000 Uiso R . . . . .
H171 H 0.9844 1.4785 -0.3156 0.0626 1.0000 Uiso R . . . . .
H181 H 0.9823 1.2883 -0.1543 0.0547 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.6765(17)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . C2 . 1.379(3) yes
C1 . C6 . 1.393(3) yes
C1 . O1 . 1.359(3) yes
C2 . C3 . 1.402(3) yes
C2 . H21 . 0.947 no
C3 . C4 . 1.375(3) yes
C3 . H31 . 0.957 no
C4 . C5 . 1.403(3) yes
C4 . H41 . 0.939 no
C5 . C6 . 1.376(3) yes
C5 . H51 . 0.948 no
C6 . O2 . 1.356(2) yes
C7 . C8 . 1.505(3) yes
C7 . N1 . 1.490(3) yes
C7 . H71 . 0.998 no
C7 . H72 . 0.985 no
C8 . C9 . 1.520(4) yes
C8 . H81 . 0.996 no
C8 . H82 . 0.977 no
C9 . N2 . 1.455(3) yes
C9 . H91 . 0.985 no
C9 . H92 . 0.974 no
C10 . C11 . 1.522(4) yes
C10 . N2 . 1.458(3) yes
C10 . H101 . 0.992 no
C10 . H102 . 0.981 no
C11 . C12 . 1.534(3) yes
C11 . H111 . 0.987 no
C11 . H112 . 0.982 no
C12 . C13 . 1.500(3) yes
C12 . H121 . 0.995 no
C12 . H122 . 0.986 no
C13 . N1 . 1.299(3) yes
C13 . N2 . 1.346(3) yes
C14 . C15 . 1.383(3) yes
C14 . C19 . 1.381(3) yes
C14 . Cl1 . 1.738(3) yes
C15 . C16 . 1.375(4) yes
C15 . H151 . 0.958 no
C16 . C17 . 1.376(5) yes
C16 . H161 . 0.934 no
C17 . C18 . 1.392(4) yes
C17 . H171 . 0.943 no
C18 . C19 . 1.381(4) yes
C18 . H181 . 0.940 no
C19 . Cl2 . 1.731(2) yes
O1 . B1 . 1.508(3) yes
O2 . B1 . 1.506(3) yes
N1 . B1 . 1.631(3) yes
B1 . B1 2_776 1.715(5) yes
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . C1 . C6 . 121.1(2) yes
C2 . C1 . O1 . 128.07(19) yes
C6 . C1 . O1 . 110.81(18) yes
C1 . C2 . C3 . 117.7(2) yes
C1 . C2 . H21 . 120.5 no
C3 . C2 . H21 . 121.8 no
C2 . C3 . C4 . 121.1(2) yes
C2 . C3 . H31 . 119.2 no
C4 . C3 . H31 . 119.7 no
C3 . C4 . C5 . 121.1(2) yes
C3 . C4 . H41 . 119.7 no
C5 . C4 . H41 . 119.2 no
C4 . C5 . C6 . 117.6(2) yes
C4 . C5 . H51 . 121.1 no
C6 . C5 . H51 . 121.3 no
C1 . C6 . C5 . 121.41(19) yes
C1 . C6 . O2 . 111.17(18) yes
C5 . C6 . O2 . 127.43(19) yes
C8 . C7 . N1 . 112.4(2) yes
C8 . C7 . H71 . 108.9 no
N1 . C7 . H71 . 108.3 no
C8 . C7 . H72 . 108.5 no
N1 . C7 . H72 . 108.9 no
H71 . C7 . H72 . 109.8 no
C7 . C8 . C9 . 110.3(2) yes
C7 . C8 . H81 . 108.9 no
C9 . C8 . H81 . 108.2 no
C7 . C8 . H82 . 110.6 no
C9 . C8 . H82 . 108.4 no
H81 . C8 . H82 . 110.4 no
C8 . C9 . N2 . 107.4(2) yes
C8 . C9 . H91 . 109.2 no
N2 . C9 . H91 . 109.4 no
C8 . C9 . H92 . 110.3 no
N2 . C9 . H92 . 110.5 no
H91 . C9 . H92 . 110.0 no
C11 . C10 . N2 . 103.0(2) yes
C11 . C10 . H101 . 111.8 no
N2 . C10 . H101 . 110.5 no
C11 . C10 . H102 . 112.0 no
N2 . C10 . H102 . 109.8 no
H101 . C10 . H102 . 109.5 no
C10 . C11 . C12 . 104.2(2) yes
C10 . C11 . H111 . 111.7 no
C12 . C11 . H111 . 112.1 no
C10 . C11 . H112 . 109.5 no
C12 . C11 . H112 . 108.3 no
H111 . C11 . H112 . 110.8 no
C11 . C12 . C13 . 102.0(2) yes
C11 . C12 . H121 . 113.1 no
C13 . C12 . H121 . 111.8 no
C11 . C12 . H122 . 111.6 no
C13 . C12 . H122 . 109.2 no
H121 . C12 . H122 . 108.9 no
C12 . C13 . N1 . 125.4(2) yes
C12 . C13 . N2 . 110.5(2) yes
N1 . C13 . N2 . 124.1(2) yes
C15 . C14 . C19 . 120.6(2) yes
C15 . C14 . Cl1 . 118.6(2) yes
C19 . C14 . Cl1 . 120.78(18) yes
C14 . C15 . C16 . 119.9(3) yes
C14 . C15 . H151 . 119.5 no
C16 . C15 . H151 . 120.6 no
C15 . C16 . C17 . 119.7(3) yes
C15 . C16 . H161 . 120.2 no
C17 . C16 . H161 . 120.1 no
C16 . C17 . C18 . 120.8(3) yes
C16 . C17 . H171 . 119.1 no
C18 . C17 . H171 . 120.1 no
C17 . C18 . C19 . 119.3(3) yes
C17 . C18 . H181 . 121.9 no
C19 . C18 . H181 . 118.8 no
C18 . C19 . C14 . 119.7(2) yes
C18 . C19 . Cl2 . 119.8(2) yes
C14 . C19 . Cl2 . 120.48(19) yes
C1 . O1 . B1 . 106.72(16) yes
C6 . O2 . B1 . 106.64(16) yes
C7 . N1 . C13 . 117.5(2) yes
C7 . N1 . B1 . 116.98(18) yes
C13 . N1 . B1 . 122.64(19) yes
C10 . N2 . C9 . 124.2(2) yes
C10 . N2 . C13 . 111.7(2) yes
C9 . N2 . C13 . 124.1(2) yes
N1 . B1 . B1 2_776 108.3(2) yes
N1 . B1 . O1 . 109.38(17) yes
B1 2_776 B1 . O1 . 115.5(2) yes
N1 . B1 . O2 . 104.25(17) yes
B1 2_776 B1 . O2 . 115.3(2) yes
O1 . B1 . O2 . 103.40(16) yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C12 . H121 . O2 2_776 130.12(6) 0.995 2.517 3.249(4) yes
C16 . H161 . O1 2_785 174.53(7) 0.934 2.513 3.444(4) yes


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 16/11/13 at 14:29:57
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
RIDE C   (   2,X'S) H   (  21,X'S) 
RIDE C   (   3,X'S) H   (  31,X'S) 
RIDE C   (   4,X'S) H   (  41,X'S) 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   7,X'S) H   (  71,X'S) H   (  72,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) H   (  82,X'S) 
RIDE C   (   9,X'S) H   (  91,X'S) H   (  92,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) H   ( 102,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) H   ( 112,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) H   ( 122,X'S) 
RIDE C   (  15,X'S) H   ( 151,X'S) 
RIDE C   (  16,X'S) H   ( 161,X'S) 
RIDE C   (  17,X'S) H   ( 171,X'S) 
RIDE C   (  18,X'S) H   ( 181,X'S) 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 16/11/13 at 14:29:57
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: DCM, DCB, pentane'
_chemical_properties_physical    'Air-sensitive, Moisture-sensitive'
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1047163'
_audit_update_record             
;
2015-02-03 deposited with the CCDC.
2015-03-16 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   9.0422(9)
_cell_length_b                   10.6101(10)
_cell_length_c                   16.1806(14)
_cell_angle_alpha                82.739(8)
_cell_angle_beta                 86.594(7)
_cell_angle_gamma                76.681(8)
_cell_volume                     1497.7(2)

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1 '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
B 0.0013 0.0007 2.0545 23.2185 1.3326 1.0210 1.0979 60.3498 0.7068 0.1403
-0.1932 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            1

# Given Formula = C32 H36 B3 N4 O6 
# Dc =      1.34 Fooo =    638.00 Mu =      0.91 M =    605.09
# Found Formula = C32 H36 B3 N4 O6 
# Dc =      1.34 FOOO =    638.00 Mu =      0.91 M =    605.09

_chemical_formula_sum            'C64 H72 B6 N8 O12'
_chemical_formula_moiety         'C26 H32 B2 N4 O4, 2(C19 H20 B2 N2 O4)'
_chemical_compound_source        'University of Manchester'
_chemical_formula_weight         1210.16


_cell_measurement_reflns_used    2751
_cell_measurement_theta_min      3.5370
_cell_measurement_theta_max      28.1920
_cell_measurement_temperature    150.03(18)

_exptl_crystal_description       Plate
_exptl_crystal_colour            Colourless
_exptl_crystal_size_min          0.06
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_max          0.32

_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             638
_exptl_absorpt_coefficient_mu    0.091

# Sheldrick geometric approximatio 1.00 1.00 
_exptl_absorpt_correction_T_min  0.88251
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Atlas'
_diffrn_measurement_device       Serial
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -11.00   17.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       11.6555  -99.0000  -30.0000 28

#__ type_ start__ end____ width___ exp.time_
  2 omega  -54.00   39.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       11.6555  -57.0000  -30.0000 93

#__ type_ start__ end____ width___ exp.time_
  3 omega  -14.00   78.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       11.6555   77.0000 -120.0000 92

#__ type_ start__ end____ width___ exp.time_
  4 omega  -14.00   86.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       11.6555   57.0000  120.0000 100

;
_diffrn_measurement_method       'ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'CrysAlisPro, Agilent Technologies (2013)'
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies (2013)'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies (2013)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'Ortep3 v. 2.02 (LJ Farrugia, 1997)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      150.03(18)
_diffrn_reflns_number            9059
_reflns_number_total             4230
_diffrn_reflns_av_R_equivalents  0.050
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 4230 
# Theoretical number of reflections is about 8604 


_diffrn_reflns_theta_min         2.843
_diffrn_reflns_theta_max         23.255
_diffrn_measured_fraction_theta_max 0.984

_diffrn_reflns_theta_full        17.441
_diffrn_measured_fraction_theta_full 0.990


_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       17
_reflns_limit_h_min              -9
_reflns_limit_h_max              10
_reflns_limit_k_min              -11
_reflns_limit_k_max              11
_reflns_limit_l_min              0
_reflns_limit_l_max              17

_oxford_diffrn_Wilson_B_factor   1.34
_oxford_diffrn_Wilson_scale      0.14

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.59
_refine_diff_density_max         0.60


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>0.0\s(I)
_refine_ls_number_reflns         4215
_refine_ls_number_restraints     6
_refine_ls_number_parameters     415
_oxford_refine_ls_R_factor_ref   0.1195
_refine_ls_wR_factor_ref         0.2016
_refine_ls_goodness_of_fit_ref   1.0004
_refine_ls_shift/su_max          0.0000880
_refine_ls_shift/su_mean         0.0000064


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        4215
_refine_ls_R_factor_all          0.1195
_refine_ls_wR_factor_all         0.2016

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2864
_refine_ls_R_factor_gt           0.0858
_refine_ls_wR_factor_gt          0.1895

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 51.5 75.8 42.9 16.4 3.83 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
B1 B 0.1664(8) 0.3609(7) 0.1219(5) 0.0379 1.0000 Uani . . . . . .
B2 B 0.1562(8) 0.2615(7) 0.0482(4) 0.0353 1.0000 Uani . . . . . .
B3 B 0.0828(9) 0.9570(8) 0.5216(5) 0.0444 1.0000 Uani . . . . . .
N1 N 0.0409(6) 0.1687(5) 0.0800(3) 0.0359 1.0000 Uani . . . . . .
N2 N -0.2046(6) 0.1430(5) 0.1171(3) 0.0392 1.0000 Uani . . . . . .
N3 N 0.2020(6) 1.0547(5) 0.5167(3) 0.0447 1.0000 Uani . . . . . .
N4 N 0.3514(6) 1.1848(5) 0.4411(3) 0.0448 1.0000 Uani . . . . . .
O1 O 0.2638(5) 0.4460(4) 0.1191(2) 0.0387 1.0000 Uani . . . . . .
O2 O 0.0832(4) 0.3632(4) 0.1988(2) 0.0371 1.0000 Uani . . . . . .
O3 O 0.1128(4) 0.3311(4) -0.0360(2) 0.0366 1.0000 Uani . . . . . .
O4 O 0.3088(4) 0.1736(4) 0.0347(2) 0.0362 1.0000 Uani . . . . . .
O5 O 0.1633(5) 0.8380(4) 0.4822(3) 0.0398 1.0000 Uani . . . . . .
O6 O 0.0712(5) 0.9089(4) 0.6129(2) 0.0395 1.0000 Uani . . . . . .
C1 C 0.2390(7) 0.5023(6) 0.1930(4) 0.0382 1.0000 Uani . . . . . .
C2 C 0.3052(8) 0.5939(6) 0.2179(4) 0.0480 1.0000 Uani . . . . . .
C3 C 0.2572(8) 0.6357(7) 0.2948(5) 0.0539 1.0000 Uani . . . . . .
C4 C 0.1514(8) 0.5839(7) 0.3444(4) 0.0513 1.0000 Uani . . . . . .
C5 C 0.0853(7) 0.4899(7) 0.3181(4) 0.0479 1.0000 Uani . . . . . .
C6 C 0.1313(6) 0.4517(6) 0.2407(4) 0.0351 1.0000 Uani . . . . . .
C7 C 0.2248(6) 0.2819(6) -0.0902(4) 0.0321 1.0000 Uani . . . . . .
C8 C 0.2331(7) 0.3125(6) -0.1755(4) 0.0355 1.0000 Uani . . . . . .
C9 C 0.3629(7) 0.2510(6) -0.2190(4) 0.0399 1.0000 Uani . . . . . .
C10 C 0.4772(7) 0.1611(6) -0.1777(4) 0.0372 1.0000 Uani . . . . . .
C11 C 0.4694(7) 0.1287(6) -0.0913(4) 0.0363 1.0000 Uani . . . . . .
C12 C 0.3416(7) 0.1898(6) -0.0493(4) 0.0316 1.0000 Uani . . . . . .
C13 C 0.1024(8) 0.0395(6) 0.1270(5) 0.0543 1.0000 Uani . . . . . .
C15 C -0.1587(8) 0.0154(6) 0.1644(4) 0.0499 1.0000 Uani . . . . . .
C16 C -0.3620(7) 0.2168(7) 0.1124(4) 0.0489 1.0000 Uani . . . . . .
C17 C -0.3551(8) 0.3393(8) 0.0557(5) 0.0659 1.0000 Uani . . . . . .
C18 C -0.1891(7) 0.3423(7) 0.0442(5) 0.0556 1.0000 Uani . . . . . .
C19 C -0.1067(7) 0.2113(6) 0.0812(4) 0.0357 1.0000 Uani . . . . . .
C20 C 0.2198(7) 0.7462(6) 0.5458(4) 0.0340 1.0000 Uani . . . . . .
C21 C 0.3153(7) 0.6271(6) 0.5423(4) 0.0409 1.0000 Uani . . . . . .
C22 C 0.3585(7) 0.5480(6) 0.6162(4) 0.0411 1.0000 Uani . . . . . .
C23 C 0.3046(7) 0.5898(6) 0.6928(4) 0.0429 1.0000 Uani . . . . . .
C24 C 0.2051(7) 0.7114(6) 0.6959(4) 0.0371 1.0000 Uani . . . . . .
C25 C 0.1649(7) 0.7874(6) 0.6232(4) 0.0359 1.0000 Uani . . . . . .
C26 C 0.1834(8) 1.1414(6) 0.5839(4) 0.0478 1.0000 Uani . . . . . .
C27 C 0.1936(9) 1.2783(7) 0.5526(5) 0.0559 1.0000 Uani . . . . . .
C28 C 0.3374(8) 1.2792(7) 0.5006(4) 0.0509 1.0000 Uani . . . . . .
C29 C 0.4354(8) 1.1934(7) 0.3612(4) 0.0548 1.0000 Uani . . . . . .
C30 C 0.3748(9) 1.1084(7) 0.3110(4) 0.0597 1.0000 Uani . . . . . .
C31 C 0.3079(8) 1.0148(7) 0.3737(4) 0.0446 1.0000 Uani . . . . . .
C32 C 0.2791(7) 1.0870(7) 0.4498(4) 0.0476 1.0000 Uani . . . . . .
C140 C -0.0043(11) -0.0472(10) 0.1391(8) 0.0584 0.7718 Uani . U . . . .
C141 C 0.008(4) -0.007(3) 0.184(2) 0.0495 0.2282 Uani . U . . . .
H21 H 0.3804 0.6273 0.1843 0.0576 1.0000 Uiso R . . . . .
H31 H 0.2980 0.7014 0.3138 0.0647 1.0000 Uiso R . . . . .
H41 H 0.1229 0.6129 0.3975 0.0616 1.0000 Uiso R . . . . .
H51 H 0.0123 0.4539 0.3520 0.0575 1.0000 Uiso R . . . . .
H81 H 0.1531 0.3735 -0.2040 0.0426 1.0000 Uiso R . . . . .
H91 H 0.3721 0.2717 -0.2777 0.0479 1.0000 Uiso R . . . . .
H101 H 0.5636 0.1200 -0.2086 0.0447 1.0000 Uiso R . . . . .
H111 H 0.5489 0.0671 -0.0628 0.0436 1.0000 Uiso R . . . . .
H131 H 0.1301 0.0533 0.1804 0.0651 1.0000 Uiso R . . . . .
H132 H 0.1902 -0.0025 0.0976 0.0651 1.0000 Uiso R . . . . .
H151 H -0.1620 0.0248 0.2221 0.0598 1.0000 Uiso R . . . . .
H152 H -0.2263 -0.0372 0.1544 0.0598 1.0000 Uiso R . . . . .
H161 H -0.4016 0.2369 0.1660 0.0586 1.0000 Uiso R . . . . .
H162 H -0.4233 0.1689 0.0896 0.0586 1.0000 Uiso R . . . . .
H171 H -0.4095 0.4137 0.0805 0.0791 1.0000 Uiso R . . . . .
H172 H -0.3972 0.3377 0.0036 0.0791 1.0000 Uiso R . . . . .
H181 H -0.1669 0.4086 0.0725 0.0667 1.0000 Uiso R . . . . .
H182 H -0.1622 0.3568 -0.0133 0.0667 1.0000 Uiso R . . . . .
H211 H 0.3519 0.5983 0.4900 0.0490 1.0000 Uiso R . . . . .
H221 H 0.4252 0.4649 0.6144 0.0493 1.0000 Uiso R . . . . .
H231 H 0.3354 0.5356 0.7429 0.0515 1.0000 Uiso R . . . . .
H241 H 0.1664 0.7403 0.7478 0.0446 1.0000 Uiso R . . . . .
H261 H 0.2609 1.1061 0.6230 0.0573 1.0000 Uiso R . . . . .
H262 H 0.0867 1.1436 0.6108 0.0573 1.0000 Uiso R . . . . .
H271 H 0.1933 1.3254 0.5988 0.0670 1.0000 Uiso R . . . . .
H272 H 0.1083 1.3186 0.5195 0.0670 1.0000 Uiso R . . . . .
H281 H 0.3326 1.3637 0.4717 0.0610 1.0000 Uiso R . . . . .
H282 H 0.4226 1.2561 0.5355 0.0610 1.0000 Uiso R . . . . .
H291 H 0.4164 1.2807 0.3352 0.0657 1.0000 Uiso R . . . . .
H292 H 0.5415 1.1618 0.3685 0.0657 1.0000 Uiso R . . . . .
H301 H 0.2982 1.1598 0.2754 0.0716 1.0000 Uiso R . . . . .
H302 H 0.4544 1.0612 0.2784 0.0716 1.0000 Uiso R . . . . .
H311 H 0.3781 0.9333 0.3845 0.0535 1.0000 Uiso R . . . . .
H312 H 0.2161 1.0010 0.3547 0.0535 1.0000 Uiso R . . . . .
H1401 H 0.0338 -0.1166 0.1808 0.0701 0.7718 Uiso R . . . . .
H1402 H -0.0088 -0.0814 0.0880 0.0701 0.7718 Uiso R . . . . .
H1411 H 0.0125 0.0310 0.2338 0.0594 0.2282 Uiso R . . . . .
H1412 H 0.0460 -0.0989 0.1944 0.0594 0.2282 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.635(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 . B2 . 1.709(10) yes
B1 . O1 . 1.394(8) yes
B1 . O2 . 1.415(8) yes
B2 . N1 . 1.613(9) yes
B2 . O3 . 1.494(8) yes
B2 . O4 . 1.499(8) yes
B3 . B3 2_576 1.702(16) yes
B3 . N3 . 1.651(9) yes
B3 . O5 . 1.501(8) yes
B3 . O6 . 1.507(9) yes
N1 . C13 . 1.484(8) yes
N1 . C19 . 1.307(7) yes
N2 . C15 . 1.452(8) yes
N2 . C16 . 1.459(8) yes
N2 . C19 . 1.332(8) yes
N3 . C26 . 1.490(8) yes
N3 . C32 . 1.304(8) yes
N4 . C28 . 1.455(8) yes
N4 . C29 . 1.463(8) yes
N4 . C32 . 1.338(8) yes
O1 . C1 . 1.386(7) yes
O2 . C6 . 1.382(7) yes
O3 . C7 . 1.354(7) yes
O4 . C12 . 1.372(7) yes
O5 . C20 . 1.360(7) yes
O6 . C25 . 1.366(7) yes
C1 . C2 . 1.364(9) yes
C1 . C6 . 1.371(8) yes
C2 . C3 . 1.386(9) yes
C2 . H21 . 0.950 no
C3 . C4 . 1.379(10) yes
C3 . H31 . 0.950 no
C4 . C5 . 1.395(9) yes
C4 . H41 . 0.950 no
C5 . C6 . 1.378(8) yes
C5 . H51 . 0.950 no
C7 . C8 . 1.379(8) yes
C7 . C12 . 1.397(8) yes
C8 . C9 . 1.401(8) yes
C8 . H81 . 0.950 no
C9 . C10 . 1.375(9) yes
C9 . H91 . 0.950 no
C10 . C11 . 1.398(8) yes
C10 . H101 . 0.950 no
C11 . C12 . 1.374(8) yes
C11 . H111 . 0.950 no
C13 . C140 . 1.469(12) yes
C13 . C141 . 1.35(3) yes
C13 . H131 . 0.950 no
C13 . H132 . 0.950 no
C15 . C140 . 1.460(11) yes
C15 . C141 . 1.52(4) yes
C15 . H151 . 0.950 no
C15 . H152 . 0.950 no
C16 . C17 . 1.504(9) yes
C16 . H161 . 0.950 no
C16 . H162 . 0.950 no
C17 . C18 . 1.509(9) yes
C17 . H171 . 0.950 no
C17 . H172 . 0.950 no
C18 . C19 . 1.486(9) yes
C18 . H181 . 0.950 no
C18 . H182 . 0.950 no
C20 . C21 . 1.362(8) yes
C20 . C25 . 1.403(8) yes
C21 . C22 . 1.392(9) yes
C21 . H211 . 0.950 no
C22 . C23 . 1.391(9) yes
C22 . H221 . 0.950 no
C23 . C24 . 1.398(9) yes
C23 . H231 . 0.950 no
C24 . C25 . 1.357(8) yes
C24 . H241 . 0.950 no
C26 . C27 . 1.498(9) yes
C26 . H261 . 0.950 no
C26 . H262 . 0.950 no
C27 . C28 . 1.508(9) yes
C27 . H271 . 0.950 no
C27 . H272 . 0.950 no
C28 . H281 . 0.950 no
C28 . H282 . 0.950 no
C29 . C30 . 1.497(10) yes
C29 . H291 . 0.950 no
C29 . H292 . 0.950 no
C30 . C31 . 1.526(9) yes
C30 . H301 . 0.950 no
C30 . H302 . 0.950 no
C31 . C32 . 1.510(9) yes
C31 . H311 . 0.950 no
C31 . H312 . 0.950 no
C140 . H1401 . 0.950 no
C140 . H1402 . 0.950 no
C141 . H1411 . 0.950 no
C141 . H1412 . 0.950 no

loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
B2 . B1 . O1 . 126.1(6) yes
B2 . B1 . O2 . 124.9(6) yes
O1 . B1 . O2 . 108.9(5) yes
B1 . B2 . N1 . 110.1(5) yes
B1 . B2 . O3 . 114.8(5) yes
N1 . B2 . O3 . 109.8(5) yes
B1 . B2 . O4 . 110.0(5) yes
N1 . B2 . O4 . 106.8(5) yes
O3 . B2 . O4 . 105.0(5) yes
B3 2_576 B3 . N3 . 108.3(7) yes
B3 2_576 B3 . O5 . 116.6(7) yes
N3 . B3 . O5 . 107.1(5) yes
B3 2_576 B3 . O6 . 115.4(7) yes
N3 . B3 . O6 . 104.4(5) yes
O5 . B3 . O6 . 104.2(5) yes
B2 . N1 . C13 . 118.7(5) yes
B2 . N1 . C19 . 122.6(5) yes
C13 . N1 . C19 . 117.2(5) yes
C15 . N2 . C16 . 123.5(5) yes
C15 . N2 . C19 . 123.6(5) yes
C16 . N2 . C19 . 112.5(5) yes
B3 . N3 . C26 . 116.0(5) yes
B3 . N3 . C32 . 124.7(6) yes
C26 . N3 . C32 . 116.5(6) yes
C28 . N4 . C29 . 123.6(5) yes
C28 . N4 . C32 . 124.0(6) yes
C29 . N4 . C32 . 112.3(5) yes
B1 . O1 . C1 . 106.8(5) yes
B1 . O2 . C6 . 105.7(5) yes
B2 . O3 . C7 . 106.6(4) yes
B2 . O4 . C12 . 106.3(5) yes
B3 . O5 . C20 . 106.3(5) yes
B3 . O6 . C25 . 106.1(5) yes
O1 . C1 . C2 . 128.5(6) yes
O1 . C1 . C6 . 108.7(5) yes
C2 . C1 . C6 . 122.8(6) yes
C1 . C2 . C3 . 116.6(7) yes
C1 . C2 . H21 . 121.7 no
C3 . C2 . H21 . 121.7 no
C2 . C3 . C4 . 121.4(7) yes
C2 . C3 . H31 . 119.3 no
C4 . C3 . H31 . 119.3 no
C3 . C4 . C5 . 121.3(6) yes
C3 . C4 . H41 . 119.4 no
C5 . C4 . H41 . 119.4 no
C4 . C5 . C6 . 116.7(6) yes
C4 . C5 . H51 . 121.7 no
C6 . C5 . H51 . 121.7 no
O2 . C6 . C5 . 129.0(6) yes
O2 . C6 . C1 . 109.8(5) yes
C5 . C6 . C1 . 121.2(6) yes
O3 . C7 . C8 . 128.1(5) yes
O3 . C7 . C12 . 111.6(5) yes
C8 . C7 . C12 . 120.4(5) yes
C7 . C8 . C9 . 118.1(6) yes
C7 . C8 . H81 . 121.0 no
C9 . C8 . H81 . 121.0 no
C8 . C9 . C10 . 120.7(6) yes
C8 . C9 . H91 . 119.6 no
C10 . C9 . H91 . 119.6 no
C9 . C10 . C11 . 121.7(6) yes
C9 . C10 . H101 . 119.2 no
C11 . C10 . H101 . 119.2 no
C10 . C11 . C12 . 117.1(6) yes
C10 . C11 . H111 . 121.5 no
C12 . C11 . H111 . 121.5 no
C7 . C12 . C11 . 122.1(5) yes
C7 . C12 . O4 . 110.5(5) yes
C11 . C12 . O4 . 127.5(6) yes
N1 . C13 . C140 . 114.4(6) yes
N1 . C13 . C141 . 116.8(16) yes
N1 . C13 . H131 . 108.2 no
C140 . C13 . H131 . 108.2 no
N1 . C13 . H132 . 108.2 no
C140 . C13 . H132 . 108.2 no
N2 . C15 . C140 . 110.0(6) yes
N2 . C15 . C141 . 108.6(14) yes
N2 . C15 . H151 . 109.3 no
C140 . C15 . H151 . 109.3 no
N2 . C15 . H152 . 109.3 no
C140 . C15 . H152 . 109.3 no
H151 . C15 . H152 . 109.5 no
N2 . C16 . C17 . 104.8(5) yes
N2 . C16 . H161 . 110.6 no
C17 . C16 . H161 . 110.6 no
N2 . C16 . H162 . 110.6 no
C17 . C16 . H162 . 110.6 no
H161 . C16 . H162 . 109.5 no
C16 . C17 . C18 . 106.4(6) yes
C16 . C17 . H171 . 110.2 no
C18 . C17 . H171 . 110.2 no
C16 . C17 . H172 . 110.2 no
C18 . C17 . H172 . 110.2 no
H171 . C17 . H172 . 109.5 no
C17 . C18 . C19 . 104.6(6) yes
C17 . C18 . H181 . 110.7 no
C19 . C18 . H181 . 110.7 no
C17 . C18 . H182 . 110.7 no
C19 . C18 . H182 . 110.7 no
H181 . C18 . H182 . 109.5 no
C18 . C19 . N2 . 110.5(5) yes
C18 . C19 . N1 . 125.2(6) yes
N2 . C19 . N1 . 124.2(6) yes
O5 . C20 . C21 . 128.9(5) yes
O5 . C20 . C25 . 110.9(5) yes
C21 . C20 . C25 . 120.1(6) yes
C20 . C21 . C22 . 119.1(6) yes
C20 . C21 . H211 . 120.4 no
C22 . C21 . H211 . 120.4 no
C21 . C22 . C23 . 120.5(6) yes
C21 . C22 . H221 . 119.7 no
C23 . C22 . H221 . 119.7 no
C22 . C23 . C24 . 120.0(6) yes
C22 . C23 . H231 . 120.0 no
C24 . C23 . H231 . 120.0 no
C23 . C24 . C25 . 118.6(6) yes
C23 . C24 . H241 . 120.7 no
C25 . C24 . H241 . 120.7 no
C20 . C25 . O6 . 110.8(5) yes
C20 . C25 . C24 . 121.6(6) yes
O6 . C25 . C24 . 127.6(6) yes
N3 . C26 . C27 . 113.3(6) yes
N3 . C26 . H261 . 108.5 no
C27 . C26 . H261 . 108.5 no
N3 . C26 . H262 . 108.5 no
C27 . C26 . H262 . 108.5 no
H261 . C26 . H262 . 109.5 no
C26 . C27 . C28 . 110.7(6) yes
C26 . C27 . H271 . 109.2 no
C28 . C27 . H271 . 109.2 no
C26 . C27 . H272 . 109.2 no
C28 . C27 . H272 . 109.2 no
H271 . C27 . H272 . 109.5 no
C27 . C28 . N4 . 108.3(6) yes
C27 . C28 . H281 . 109.8 no
N4 . C28 . H281 . 109.8 no
C27 . C28 . H282 . 109.8 no
N4 . C28 . H282 . 109.8 no
H281 . C28 . H282 . 109.5 no
N4 . C29 . C30 . 103.9(5) yes
N4 . C29 . H291 . 110.8 no
C30 . C29 . H291 . 110.8 no
N4 . C29 . H292 . 110.8 no
C30 . C29 . H292 . 110.8 no
H291 . C29 . H292 . 109.5 no
C29 . C30 . C31 . 106.2(6) yes
C29 . C30 . H301 . 110.3 no
C31 . C30 . H301 . 110.3 no
C29 . C30 . H302 . 110.3 no
C31 . C30 . H302 . 110.3 no
H301 . C30 . H302 . 109.5 no
C30 . C31 . C32 . 102.1(5) yes
C30 . C31 . H311 . 111.3 no
C32 . C31 . H311 . 111.3 no
C30 . C31 . H312 . 111.3 no
C32 . C31 . H312 . 111.3 no
H311 . C31 . H312 . 109.5 no
C31 . C32 . N4 . 110.3(6) yes
C31 . C32 . N3 . 125.1(6) yes
N4 . C32 . N3 . 124.5(6) yes
C13 . C140 . C15 . 114.6(8) yes
C13 . C140 . H1401 . 108.2 no
C15 . C140 . H1401 . 108.2 no
C13 . C140 . H1402 . 108.2 no
C15 . C140 . H1402 . 108.2 no
H1401 . C140 . H1402 . 109.5 no
C15 . C141 . C13 . 118(3) yes
C15 . C141 . H1411 . 107.2 no
C13 . C141 . H1411 . 107.2 no
C15 . C141 . H1412 . 107.2 no
C13 . C141 . H1412 . 107.2 no
H1411 . C141 . H1412 . 109.5 no
C141 . H1412 . H1401 . 114.5 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C11 . H111 . O4 2_655 147.03(16) 0.950 2.578 3.414(11) yes
C18 . H182 . O1 2_565 128.75(19) 0.950 2.559 3.240(11) yes


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 29/09/14 at 16:41:53
#
#LIST     12                                                                    
BLOCK SCALE X'S, B(1,U'S) UNTIL C(141) 
REM CONT C(140, U'S,OCC) UNTIL C(141) 
REM EQUIV C(140,OCC) C(141,OCC) 
REM WEIGHT -1 C(141,OCC) 
RIDE C   (   2,X'S) H   (  21,X'S) 
RIDE C   (   3,X'S) H   (  31,X'S) 
RIDE C   (   4,X'S) H   (  41,X'S) 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (   9,X'S) H   (  91,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) H   ( 132,X'S) 
RIDE C   (  15,X'S) H   ( 151,X'S) H   ( 152,X'S) 
RIDE C   (  16,X'S) H   ( 161,X'S) H   ( 162,X'S) 
RIDE C   (  17,X'S) H   ( 171,X'S) H   ( 172,X'S) 
RIDE C   (  18,X'S) H   ( 181,X'S) H   ( 182,X'S) 
RIDE C   (  21,X'S) H   ( 211,X'S) 
RIDE C   (  22,X'S) H   ( 221,X'S) 
RIDE C   (  23,X'S) H   ( 231,X'S) 
RIDE C   (  24,X'S) H   ( 241,X'S) 
RIDE C   (  26,X'S) H   ( 261,X'S) H   ( 262,X'S) 
RIDE C   (  27,X'S) H   ( 271,X'S) H   ( 272,X'S) 
RIDE C   (  28,X'S) H   ( 281,X'S) H   ( 282,X'S) 
RIDE C   (  29,X'S) H   ( 291,X'S) H   ( 292,X'S) 
RIDE C   (  30,X'S) H   ( 301,X'S) H   ( 302,X'S) 
RIDE C   (  31,X'S) H   ( 311,X'S) H   ( 312,X'S) 
RIDE C   ( 140,X'S) H   (1401,X'S) H   (1402,X'S) 
RIDE C   ( 141,X'S) H   (1411,X'S) H   (1412,X'S) 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 29/09/14 at 16:41:53
#
#LIST     16                                                                    
U(IJ)'S 0.0 , 0.01 =  C(141) TO C(140) 
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;

# Manually omitted reflections

loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
7 4 12 x .
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: DCM, pentane'
_chemical_properties_physical    'Air-sensitive, Moisture-sensitive'
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1047164'
_audit_update_record             
;
2015-02-03 deposited with the CCDC.
2015-03-16 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   11.2480(4)
_cell_length_b                   17.8619(5)
_cell_length_c                   14.4481(5)
_cell_angle_alpha                90
_cell_angle_beta                 107.602(4)
_cell_angle_gamma                90
_cell_volume                     2766.87(18)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1 '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
x,-y+1/2,z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
B 0.0013 0.0007 2.0545 23.2185 1.3326 1.0210 1.0979 60.3498 0.7068 0.1403
-0.1932 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C30 H36 B2 Cl2 N2 O4 
# Dc =      1.40 Fooo =   1184.00 Mu =      2.76 M =    581.15
# Found Formula = C30 H26 B2 Cl2 N2 O4 
# Dc =      1.37 FOOO =   1184.00 Mu =      2.75 M =    571.07

_chemical_formula_sum            'C30 H26 B2 Cl2 N2 O4'
_chemical_formula_moiety         'C30 H26 B2 Cl2 N2 O4'
_chemical_compound_source        'University of Manchester'
_chemical_formula_weight         571.07


_cell_measurement_temperature    150.02(10)
_cell_measurement_reflns_used    3829
_cell_measurement_theta_min      3.7240
_cell_measurement_theta_max      27.8270

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_size_min          0.23
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_max          0.49

_exptl_crystal_density_diffrn    1.371
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1184
_exptl_absorpt_coefficient_mu    0.275

_exptl_absorpt_correction_T_min  0.93365
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      150.02(10)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'CrysAlisPro, Agilent Technologies (2013)'
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies (2013)'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies (2013)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'Ortep3 v. 2.02 (LJ Farrugia, 1997)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?


_diffrn_reflns_number            13127
_reflns_number_total             6370
_diffrn_reflns_av_R_equivalents  0.034
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 6370 
# Theoretical number of reflections is about 15229 


_diffrn_reflns_theta_min         3.564
_diffrn_reflns_theta_max         29.367
_diffrn_measured_fraction_theta_max 0.836

_diffrn_reflns_theta_full        26.217
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       17
_reflns_limit_h_min              -15
_reflns_limit_h_max              14
_reflns_limit_k_min              0
_reflns_limit_k_max              24
_reflns_limit_l_min              0
_reflns_limit_l_max              19

_oxford_diffrn_Wilson_B_factor   2.21
_oxford_diffrn_Wilson_scale      0.04

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -1.23
_refine_diff_density_max         0.90


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>0.0\s(I)
_refine_ls_number_reflns         6359
_refine_ls_number_restraints     0
_refine_ls_number_parameters     362
_oxford_refine_ls_R_factor_ref   0.0844
_refine_ls_wR_factor_ref         0.1200
_refine_ls_goodness_of_fit_ref   0.9821
_refine_ls_shift/su_max          0.0007349
_refine_ls_shift/su_mean         0.0000424


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        6359
_refine_ls_R_factor_all          0.0844
_refine_ls_wR_factor_all         0.1200

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                4675
_refine_ls_R_factor_gt           0.0595
_refine_ls_wR_factor_gt          0.1059

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.03P)² + 3.00P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Cl1 Cl 1.30487(7) 0.71712(4) 1.00108(6) 0.0510 1.0000 Uani . . . . . .
C2 C 1.4299(2) 0.65805(14) 1.01455(19) 0.0310 1.0000 Uani . . . . . .
C3 C 1.4928(2) 0.62825(15) 1.10364(19) 0.0313 1.0000 Uani . . . . . .
Cl4 Cl 1.44779(7) 0.64988(5) 1.20593(5) 0.0522 1.0000 Uani . . . . . .
C5 C 1.5934(3) 0.58112(17) 1.1146(2) 0.0448 1.0000 Uani . . . . . .
C6 C 1.6323(3) 0.56497(19) 1.0365(3) 0.0574 1.0000 Uani . . . . . .
C7 C 1.5710(3) 0.5947(2) 0.9465(3) 0.0591 1.0000 Uani . . . . . .
C8 C 1.4691(3) 0.64127(18) 0.9348(2) 0.0481 1.0000 Uani . . . . . .
O9 O 0.98818(15) 0.57401(8) 0.78808(11) 0.0205 1.0000 Uani . . . . . .
C10 C 1.0820(2) 0.60110(12) 0.75584(15) 0.0185 1.0000 Uani . . . . . .
C11 C 1.1046(2) 0.67789(12) 0.74706(15) 0.0194 1.0000 Uani . . . . . .
O12 O 1.03753(15) 0.73298(8) 0.77253(11) 0.0217 1.0000 Uani . . . . . .
B13 B 0.9174(2) 0.71308(14) 0.78648(18) 0.0191 1.0000 Uani . . . . . .
B14 B 0.9150(2) 0.62433(14) 0.83101(18) 0.0188 1.0000 Uani . . . . . .
O15 O 0.78815(15) 0.59374(8) 0.81042(11) 0.0217 1.0000 Uani . . . . . .
C16 C 0.7071(2) 0.60984(13) 0.72106(16) 0.0211 1.0000 Uani . . . . . .
C17 C 0.7221(2) 0.67202(13) 0.66512(16) 0.0211 1.0000 Uani . . . . . .
O18 O 0.81790(15) 0.72159(8) 0.69378(11) 0.0232 1.0000 Uani . . . . . .
C19 C 0.6338(2) 0.68397(14) 0.57515(17) 0.0285 1.0000 Uani . . . . . .
C20 C 0.5346(2) 0.63563(16) 0.53865(19) 0.0351 1.0000 Uani . . . . . .
C21 C 0.5214(2) 0.57434(16) 0.59314(19) 0.0339 1.0000 Uani . . . . . .
C22 C 0.6066(2) 0.56214(14) 0.68347(18) 0.0270 1.0000 Uani . . . . . .
N23 N 0.97213(18) 0.61368(10) 0.94732(13) 0.0185 1.0000 Uani . . . . . .
C24 C 1.0812(2) 0.57848(13) 0.98700(17) 0.0232 1.0000 Uani . . . . . .
C25 C 1.1323(2) 0.57067(13) 1.08579(17) 0.0253 1.0000 Uani . . . . . .
C26 C 1.0723(2) 0.59973(12) 1.14898(16) 0.0232 1.0000 Uani . . . . . .
C27 C 0.9594(2) 0.63598(13) 1.10676(17) 0.0264 1.0000 Uani . . . . . .
C28 C 0.9122(2) 0.64197(13) 1.00739(17) 0.0237 1.0000 Uani . . . . . .
C29 C 1.1274(3) 0.59184(13) 1.25667(17) 0.0303 1.0000 Uani . . . . . .
N30 N 0.89538(17) 0.78128(10) 0.85376(13) 0.0182 1.0000 Uani . . . . . .
C31 C 0.7821(2) 0.81237(12) 0.83833(16) 0.0214 1.0000 Uani . . . . . .
C32 C 0.7616(2) 0.86892(13) 0.89633(16) 0.0232 1.0000 Uani . . . . . .
C33 C 0.8581(2) 0.89611(12) 0.97338(16) 0.0203 1.0000 Uani . . . . . .
C34 C 0.8385(2) 0.95925(13) 1.03578(17) 0.0260 1.0000 Uani . . . . . .
C35 C 0.9738(2) 0.86244(13) 0.98946(16) 0.0224 1.0000 Uani . . . . . .
C36 C 0.9892(2) 0.80613(12) 0.92941(16) 0.0226 1.0000 Uani . . . . . .
C37 C 1.2013(2) 0.69882(13) 0.71096(16) 0.0232 1.0000 Uani . . . . . .
C38 C 1.2762(2) 0.64657(14) 0.68480(17) 0.0266 1.0000 Uani . . . . . .
C39 C 1.2546(2) 0.57108(13) 0.69466(17) 0.0256 1.0000 Uani . . . . . .
C40 C 1.1579(2) 0.54896(12) 0.72957(16) 0.0227 1.0000 Uani . . . . . .
H51 H 1.6357 0.5602 1.1759 0.0534 1.0000 Uiso R . . . . .
H61 H 1.7012 0.5332 1.0445 0.0685 1.0000 Uiso R . . . . .
H71 H 1.5981 0.5838 0.8938 0.0713 1.0000 Uiso R . . . . .
H81 H 1.4280 0.6620 0.8748 0.0571 1.0000 Uiso R . . . . .
H191 H 0.6431 0.7261 0.5394 0.0332 1.0000 Uiso R . . . . .
H201 H 0.4763 0.6447 0.4775 0.0422 1.0000 Uiso R . . . . .
H211 H 0.4558 0.5411 0.5689 0.0400 1.0000 Uiso R . . . . .
H221 H 0.5980 0.5206 0.7207 0.0320 1.0000 Uiso R . . . . .
H241 H 1.1221 0.5586 0.9443 0.0281 1.0000 Uiso R . . . . .
H251 H 1.2084 0.5449 1.1110 0.0301 1.0000 Uiso R . . . . .
H271 H 0.9150 0.6572 1.1456 0.0309 1.0000 Uiso R . . . . .
H281 H 0.8357 0.6659 0.9795 0.0284 1.0000 Uiso R . . . . .
H291 H 1.0629 0.5891 1.2865 0.0461 1.0000 Uiso R . . . . .
H292 H 1.1751 0.6347 1.2837 0.0469 1.0000 Uiso R . . . . .
H293 H 1.1779 0.5482 1.2741 0.0460 1.0000 Uiso R . . . . .
H311 H 0.7165 0.7949 0.7859 0.0247 1.0000 Uiso R . . . . .
H321 H 0.6816 0.8892 0.8834 0.0283 1.0000 Uiso R . . . . .
H342 H 0.8912 0.9548 1.1004 0.0394 1.0000 Uiso R . . . . .
H341 H 0.8538 1.0059 1.0094 0.0391 1.0000 Uiso R . . . . .
H343 H 0.7531 0.9590 1.0372 0.0394 1.0000 Uiso R . . . . .
H351 H 1.0414 0.8785 1.0406 0.0258 1.0000 Uiso R . . . . .
H361 H 1.0675 0.7834 0.9407 0.0269 1.0000 Uiso R . . . . .
H371 H 1.2161 0.7503 0.7041 0.0270 1.0000 Uiso R . . . . .
H381 H 1.3405 0.6623 0.6607 0.0320 1.0000 Uiso R . . . . .
H391 H 1.3046 0.5349 0.6776 0.0308 1.0000 Uiso R . . . . .
H401 H 1.1428 0.4979 0.7361 0.0264 1.0000 Uiso R . . . . .

_refine_ls_extinction_coef       130(20)
_refine_ls_extinction_method     'Larson (1970), Equation 22'
_oxford_refine_ls_scale          5.57(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cl1 . C2 . 1.722(3) yes
C2 . C3 . 1.375(4) yes
C2 . C8 . 1.385(4) yes
C3 . Cl4 . 1.744(3) yes
C3 . C5 . 1.380(4) yes
C5 . C6 . 1.359(4) yes
C5 . H51 . 0.945 no
C6 . C7 . 1.380(5) yes
C6 . H61 . 0.940 no
C7 . C8 . 1.385(5) yes
C7 . H71 . 0.923 no
C8 . H81 . 0.927 no
O9 . C10 . 1.364(3) yes
O9 . B14 . 1.477(3) yes
C10 . C11 . 1.408(3) yes
C10 . C40 . 1.392(3) yes
C11 . O12 . 1.357(3) yes
C11 . C37 . 1.391(3) yes
O12 . B13 . 1.469(3) yes
B13 . B14 . 1.714(3) yes
B13 . O18 . 1.470(3) yes
B13 . N30 . 1.623(3) yes
B14 . O15 . 1.471(3) yes
B14 . N23 . 1.619(3) yes
O15 . C16 . 1.367(3) yes
C16 . C17 . 1.414(3) yes
C16 . C22 . 1.388(3) yes
C17 . O18 . 1.359(3) yes
C17 . C19 . 1.393(3) yes
C19 . C20 . 1.383(4) yes
C19 . H191 . 0.936 no
C20 . C21 . 1.383(4) yes
C20 . H201 . 0.941 no
C21 . C22 . 1.383(3) yes
C21 . H211 . 0.929 no
C22 . H221 . 0.939 no
N23 . C24 . 1.343(3) yes
N23 . C28 . 1.348(3) yes
C24 . C25 . 1.375(3) yes
C24 . H241 . 0.943 no
C25 . C26 . 1.390(3) yes
C25 . H251 . 0.942 no
C26 . C27 . 1.391(3) yes
C26 . C29 . 1.497(3) yes
C27 . C28 . 1.376(3) yes
C27 . H271 . 0.936 no
C28 . H281 . 0.936 no
C29 . H291 . 0.951 no
C29 . H292 . 0.948 no
C29 . H293 . 0.953 no
N30 . C31 . 1.345(3) yes
N30 . C36 . 1.344(3) yes
C31 . C32 . 1.376(3) yes
C31 . H311 . 0.937 no
C32 . C33 . 1.386(3) yes
C32 . H321 . 0.936 no
C33 . C34 . 1.501(3) yes
C33 . C35 . 1.388(3) yes
C34 . H342 . 0.945 no
C34 . H341 . 0.953 no
C34 . H343 . 0.967 no
C35 . C36 . 1.373(3) yes
C35 . H351 . 0.931 no
C36 . H361 . 0.938 no
C37 . C38 . 1.385(3) yes
C37 . H371 . 0.945 no
C38 . C39 . 1.385(3) yes
C38 . H381 . 0.936 no
C39 . C40 . 1.387(3) yes
C39 . H391 . 0.938 no
C40 . H401 . 0.937 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
Cl1 . C2 . C3 . 121.0(2) yes
Cl1 . C2 . C8 . 119.5(2) yes
C3 . C2 . C8 . 119.5(3) yes
C2 . C3 . Cl4 . 120.6(2) yes
C2 . C3 . C5 . 121.0(3) yes
Cl4 . C3 . C5 . 118.4(2) yes
C3 . C5 . C6 . 119.5(3) yes
C3 . C5 . H51 . 120.8 no
C6 . C5 . H51 . 119.7 no
C5 . C6 . C7 . 120.4(3) yes
C5 . C6 . H61 . 119.1 no
C7 . C6 . H61 . 120.4 no
C6 . C7 . C8 . 120.4(3) yes
C6 . C7 . H71 . 120.1 no
C8 . C7 . H71 . 119.5 no
C2 . C8 . C7 . 119.2(3) yes
C2 . C8 . H81 . 119.9 no
C7 . C8 . H81 . 121.0 no
C10 . O9 . B14 . 120.98(17) yes
O9 . C10 . C11 . 123.78(19) yes
O9 . C10 . C40 . 117.22(19) yes
C11 . C10 . C40 . 119.0(2) yes
C10 . C11 . O12 . 123.5(2) yes
C10 . C11 . C37 . 118.6(2) yes
O12 . C11 . C37 . 117.94(19) yes
C11 . O12 . B13 . 118.17(17) yes
O12 . B13 . B14 . 113.26(19) yes
O12 . B13 . O18 . 109.16(18) yes
B14 . B13 . O18 . 110.09(18) yes
O12 . B13 . N30 . 102.33(17) yes
B14 . B13 . N30 . 116.53(18) yes
O18 . B13 . N30 . 104.84(18) yes
B13 . B14 . O9 . 109.34(18) yes
B13 . B14 . O15 . 113.08(19) yes
O9 . B14 . O15 . 108.59(18) yes
B13 . B14 . N23 . 116.87(18) yes
O9 . B14 . N23 . 105.52(17) yes
O15 . B14 . N23 . 102.87(17) yes
B14 . O15 . C16 . 116.23(17) yes
O15 . C16 . C17 . 123.0(2) yes
O15 . C16 . C22 . 118.2(2) yes
C17 . C16 . C22 . 118.8(2) yes
C16 . C17 . O18 . 124.0(2) yes
C16 . C17 . C19 . 118.6(2) yes
O18 . C17 . C19 . 117.4(2) yes
C17 . O18 . B13 . 121.66(17) yes
C17 . C19 . C20 . 121.7(2) yes
C17 . C19 . H191 . 118.1 no
C20 . C19 . H191 . 120.2 no
C19 . C20 . C21 . 119.4(2) yes
C19 . C20 . H201 . 120.2 no
C21 . C20 . H201 . 120.4 no
C20 . C21 . C22 . 119.9(2) yes
C20 . C21 . H211 . 120.1 no
C22 . C21 . H211 . 119.9 no
C16 . C22 . C21 . 121.5(2) yes
C16 . C22 . H221 . 118.3 no
C21 . C22 . H221 . 120.2 no
B14 . N23 . C24 . 121.54(18) yes
B14 . N23 . C28 . 120.36(18) yes
C24 . N23 . C28 . 118.1(2) yes
N23 . C24 . C25 . 122.1(2) yes
N23 . C24 . H241 . 117.4 no
C25 . C24 . H241 . 120.5 no
C24 . C25 . C26 . 120.7(2) yes
C24 . C25 . H251 . 119.8 no
C26 . C25 . H251 . 119.5 no
C25 . C26 . C27 . 116.5(2) yes
C25 . C26 . C29 . 121.1(2) yes
C27 . C26 . C29 . 122.4(2) yes
C26 . C27 . C28 . 120.4(2) yes
C26 . C27 . H271 . 120.4 no
C28 . C27 . H271 . 119.1 no
C27 . C28 . N23 . 122.2(2) yes
C27 . C28 . H281 . 120.0 no
N23 . C28 . H281 . 117.9 no
C26 . C29 . H291 . 110.1 no
C26 . C29 . H292 . 110.9 no
H291 . C29 . H292 . 105.6 no
C26 . C29 . H293 . 112.2 no
H291 . C29 . H293 . 108.3 no
H292 . C29 . H293 . 109.6 no
B13 . N30 . C31 . 121.25(18) yes
B13 . N30 . C36 . 120.69(18) yes
C31 . N30 . C36 . 118.00(19) yes
N30 . C31 . C32 . 121.8(2) yes
N30 . C31 . H311 . 118.1 no
C32 . C31 . H311 . 120.1 no
C31 . C32 . C33 . 120.8(2) yes
C31 . C32 . H321 . 119.4 no
C33 . C32 . H321 . 119.8 no
C32 . C33 . C34 . 121.6(2) yes
C32 . C33 . C35 . 116.7(2) yes
C34 . C33 . C35 . 121.7(2) yes
C33 . C34 . H342 . 111.6 no
C33 . C34 . H341 . 109.8 no
H342 . C34 . H341 . 109.5 no
C33 . C34 . H343 . 109.7 no
H342 . C34 . H343 . 107.9 no
H341 . C34 . H343 . 108.2 no
C33 . C35 . C36 . 120.2(2) yes
C33 . C35 . H351 . 119.9 no
C36 . C35 . H351 . 119.9 no
C35 . C36 . N30 . 122.5(2) yes
C35 . C36 . H361 . 119.8 no
N30 . C36 . H361 . 117.6 no
C11 . C37 . C38 . 122.0(2) yes
C11 . C37 . H371 . 118.9 no
C38 . C37 . H371 . 119.1 no
C37 . C38 . C39 . 119.2(2) yes
C37 . C38 . H381 . 120.1 no
C39 . C38 . H381 . 120.7 no
C38 . C39 . C40 . 119.7(2) yes
C38 . C39 . H391 . 120.4 no
C40 . C39 . H391 . 119.8 no
C10 . C40 . C39 . 121.4(2) yes
C10 . C40 . H401 . 118.6 no
C39 . C40 . H401 . 120.0 no


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 15/12/14 at 21:01:49
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
CONT EXTPARAM 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (   7,X'S) H   (  71,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (  19,X'S) H   ( 191,X'S) 
RIDE C   (  20,X'S) H   ( 201,X'S) 
RIDE C   (  21,X'S) H   ( 211,X'S) 
RIDE C   (  22,X'S) H   ( 221,X'S) 
RIDE C   (  24,X'S) H   ( 241,X'S) 
RIDE C   (  25,X'S) H   ( 251,X'S) 
RIDE C   (  27,X'S) H   ( 271,X'S) 
RIDE C   (  28,X'S) H   ( 281,X'S) 
RIDE C   (  29,X'S) H   ( 291,X'S) H   ( 292,X'S) H   ( 293,X'S) 
RIDE C   (  31,X'S) H   ( 311,X'S) 
RIDE C   (  32,X'S) H   ( 321,X'S) 
RIDE C   (  34,X'S) H   ( 342,X'S) H   ( 341,X'S) H   ( 343,X'S) 
RIDE C   (  35,X'S) H   ( 351,X'S) 
RIDE C   (  36,X'S) H   ( 361,X'S) 
RIDE C   (  37,X'S) H   ( 371,X'S) 
RIDE C   (  38,X'S) H   ( 381,X'S) 
RIDE C   (  39,X'S) H   ( 391,X'S) 
RIDE C   (  40,X'S) H   ( 401,X'S) 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 15/12/14 at 21:01:49
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: DCB, pentane'
_chemical_properties_physical    'Air-sensitive, Moisture-sensitive'
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1047165'
_audit_update_record             
;
2015-02-03 deposited with the CCDC.
2015-03-16 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 

;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   14.8432(14)
_cell_length_b                   17.7593(16)
_cell_length_c                   18.992(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.020(14)
_cell_angle_gamma                90
_cell_volume                     4733.1(10)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1 '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x+1/2,y+1/2,-z+1/2
x+1/2,-y+1/2,z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
B 0.0013 0.0007 2.0545 23.2185 1.3326 1.0210 1.0979 60.3498 0.7068 0.1403
-0.1932 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C26 H22 B2 N2 O4 
# Dc =      1.26 Fooo =   1936.00 Mu =      0.84 M =    896.19
# Found Formula = C26 H26 B2 N2 O4.50 
# Dc =      1.29 FOOO =   1936.00 Mu =      0.87 M =    920.25

_chemical_formula_sum            'C52 H52 B4 N4 O9'
_chemical_formula_moiety         '2(C24 H22 B2 N2 O4), C4 H8 O'
_chemical_compound_source        ?
_chemical_formula_weight         920.22


_cell_measurement_temperature    150.01(12)
_cell_measurement_reflns_used    1922
_cell_measurement_theta_min      3.5840
_cell_measurement_theta_max      23.6250

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_min          0.03
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_max          0.20

_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1936
_exptl_absorpt_coefficient_mu    0.087

# Sheldrick geometric approximatio 1.00 1.00 
_exptl_absorpt_correction_T_min  0.73096
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      150.01(12)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos

_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -85.00   15.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      -15.1355  -77.0000   90.0000 100

#__ type_ start__ end____ width___ exp.time_
  2 omega  -49.00   52.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       16.2292  -19.0000  -90.0000 101

;
_diffrn_measurement_method       'ω scans'


# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'CrysAlisPro, Agilent Technologies (2013)'
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies (2013)'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies (2013)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'Ortep3 v. 2.02 (LJ Farrugia, 1997)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_reflns_number            17634
_reflns_number_total             9399
_diffrn_reflns_av_R_equivalents  0.065
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 9399 
# Theoretical number of reflections is about 23136 


_diffrn_reflns_theta_min         3.434
_diffrn_reflns_theta_max         28.124
_diffrn_measured_fraction_theta_max 0.811

_diffrn_reflns_theta_full        25.005
_diffrn_measured_fraction_theta_full 0.990


_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       24
_reflns_limit_h_min              -19
_reflns_limit_h_max              18
_reflns_limit_k_min              0
_reflns_limit_k_max              21
_reflns_limit_l_min              0
_reflns_limit_l_max              24

_oxford_diffrn_Wilson_B_factor   1.63
_oxford_diffrn_Wilson_scale      0.36

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.91
_refine_diff_density_max         0.98


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         6465
_refine_ls_number_restraints     0
_refine_ls_number_parameters     622
_oxford_refine_ls_R_factor_ref   0.1733
_refine_ls_wR_factor_ref         0.2075
_refine_ls_goodness_of_fit_ref   0.9875
_refine_ls_shift/su_max          0.0004148
_refine_ls_shift/su_mean         0.0000337


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        6465
_refine_ls_R_factor_all          0.1733
_refine_ls_wR_factor_all         0.2075

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                3331
_refine_ls_R_factor_gt           0.0857
_refine_ls_wR_factor_gt          0.1638

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.04P)² +18.13P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
B1 B 0.8726(5) 0.5649(4) 0.8011(4) 0.0285 1.0000 Uani . . . . . .
B2 B 0.8273(5) 0.6532(4) 0.7947(5) 0.0339 1.0000 Uani . . . . . .
B3 B 1.1780(5) 0.2223(4) 0.7065(5) 0.0335 1.0000 Uani . . . . . .
B4 B 1.1322(5) 0.3106(4) 0.7058(4) 0.0319 1.0000 Uani . . . . . .
N1 N 0.9588(3) 0.5512(3) 0.7675(3) 0.0322 1.0000 Uani . . . . . .
N2 N 0.9051(3) 0.7207(3) 0.8105(3) 0.0293 1.0000 Uani . . . . . .
N3 N 1.1017(3) 0.1527(3) 0.6949(3) 0.0311 1.0000 Uani . . . . . .
N4 N 1.0507(3) 0.3221(3) 0.7430(3) 0.0313 1.0000 Uani . . . . . .
O1 O 0.9127(3) 0.5375(2) 0.8772(3) 0.0361 1.0000 Uani . . . . . .
O2 O 0.7791(3) 0.6627(2) 0.8497(3) 0.0386 1.0000 Uani . . . . . .
O3 O 0.7961(3) 0.5123(2) 0.7588(3) 0.0384 1.0000 Uani . . . . . .
O4 O 0.7609(3) 0.6711(2) 0.7202(2) 0.0383 1.0000 Uani . . . . . .
O5 O 1.2501(3) 0.2023(2) 0.7782(2) 0.0380 1.0000 Uani . . . . . .
O6 O 1.2113(3) 0.3617(2) 0.7448(2) 0.0344 1.0000 Uani . . . . . .
O7 O 1.2194(3) 0.2128(2) 0.6470(2) 0.0339 1.0000 Uani . . . . . .
O8 O 1.0878(3) 0.3393(2) 0.6291(2) 0.0339 1.0000 Uani . . . . . .
O9 O 1.3193(6) 0.6118(7) 0.5681(6) 0.1588 1.0000 Uani . . . . . .
C1 C 0.8591(4) 0.5538(4) 0.9218(4) 0.0402 1.0000 Uani . . . . . .
C2 C 0.7948(4) 0.6147(4) 0.9081(4) 0.0368 1.0000 Uani . . . . . .
C3 C 0.7433(5) 0.6254(4) 0.9568(4) 0.0470 1.0000 Uani . . . . . .
C4 C 0.7528(5) 0.5801(5) 1.0161(5) 0.0581 1.0000 Uani . . . . . .
C5 C 0.8169(5) 0.5206(5) 1.0304(4) 0.0550 1.0000 Uani . . . . . .
C6 C 0.8702(5) 0.5084(4) 0.9835(4) 0.0442 1.0000 Uani . . . . . .
C7 C 0.7193(4) 0.5377(3) 0.7018(4) 0.0344 1.0000 Uani . . . . . .
C8 C 0.7018(4) 0.6142(3) 0.6834(4) 0.0357 1.0000 Uani . . . . . .
C9 C 0.6211(4) 0.6340(4) 0.6258(4) 0.0412 1.0000 Uani . . . . . .
C10 C 0.5579(5) 0.5795(4) 0.5855(4) 0.0442 1.0000 Uani . . . . . .
C11 C 0.5755(5) 0.5049(4) 0.6037(4) 0.0454 1.0000 Uani . . . . . .
C12 C 0.6548(5) 0.4845(4) 0.6611(4) 0.0413 1.0000 Uani . . . . . .
C13 C 1.0445(4) 0.5836(3) 0.8004(4) 0.0385 1.0000 Uani . . . . . .
C14 C 1.1183(5) 0.5767(3) 0.7719(4) 0.0384 1.0000 Uani . . . . . .
C15 C 1.1065(5) 0.5353(4) 0.7075(4) 0.0397 1.0000 Uani . . . . . .
C16 C 1.0194(5) 0.5022(4) 0.6745(4) 0.0414 1.0000 Uani . . . . . .
C17 C 0.9478(5) 0.5118(3) 0.7044(4) 0.0368 1.0000 Uani . . . . . .
C18 C 1.1855(5) 0.5262(4) 0.6745(4) 0.0561 1.0000 Uani . . . . . .
C19 C 0.9460(4) 0.7462(4) 0.8792(4) 0.0364 1.0000 Uani . . . . . .
C20 C 1.0171(5) 0.8001(3) 0.8957(4) 0.0409 1.0000 Uani . . . . . .
C21 C 1.0479(4) 0.8292(3) 0.8404(4) 0.0348 1.0000 Uani . . . . . .
C22 C 1.0064(4) 0.8024(3) 0.7691(4) 0.0357 1.0000 Uani . . . . . .
C23 C 0.9344(4) 0.7472(3) 0.7560(4) 0.0353 1.0000 Uani . . . . . .
C24 C 1.1229(4) 0.8894(3) 0.8568(4) 0.0432 1.0000 Uani . . . . . .
C25 C 1.3091(4) 0.2585(3) 0.8158(4) 0.0311 1.0000 Uani . . . . . .
C26 C 1.2906(4) 0.3355(3) 0.7997(4) 0.0346 1.0000 Uani . . . . . .
C27 C 1.3549(4) 0.3882(3) 0.8399(4) 0.0377 1.0000 Uani . . . . . .
C28 C 1.4363(5) 0.3678(4) 0.8963(4) 0.0413 1.0000 Uani . . . . . .
C29 C 1.4549(5) 0.2919(4) 0.9135(4) 0.0449 1.0000 Uani . . . . . .
C30 C 1.3910(4) 0.2391(4) 0.8727(4) 0.0382 1.0000 Uani . . . . . .
C31 C 1.1931(4) 0.2585(4) 0.5853(4) 0.0360 1.0000 Uani . . . . . .
C32 C 1.1295(4) 0.3201(4) 0.5773(4) 0.0355 1.0000 Uani . . . . . .
C33 C 1.1089(5) 0.3632(4) 0.5123(4) 0.0377 1.0000 Uani . . . . . .
C34 C 1.1483(5) 0.3473(4) 0.4583(4) 0.0459 1.0000 Uani . . . . . .
C35 C 1.2094(5) 0.2878(4) 0.4662(4) 0.0464 1.0000 Uani . . . . . .
C36 C 1.2309(5) 0.2435(4) 0.5287(4) 0.0408 1.0000 Uani . . . . . .
C37 C 1.0606(4) 0.1238(3) 0.6259(4) 0.0357 1.0000 Uani . . . . . .
C38 C 0.9903(4) 0.0690(3) 0.6136(4) 0.0360 1.0000 Uani . . . . . .
C39 C 0.9618(4) 0.0418(3) 0.6709(4) 0.0353 1.0000 Uani . . . . . .
C40 C 1.0050(4) 0.0727(3) 0.7408(4) 0.0380 1.0000 Uani . . . . . .
C41 C 1.0738(5) 0.1273(4) 0.7508(4) 0.0395 1.0000 Uani . . . . . .
C42 C 0.8875(4) -0.0188(3) 0.6578(4) 0.0418 1.0000 Uani . . . . . .
C43 C 0.9629(4) 0.2924(4) 0.7099(4) 0.0385 1.0000 Uani . . . . . .
C44 C 0.8913(5) 0.2996(4) 0.7416(4) 0.0440 1.0000 Uani . . . . . .
C45 C 0.9087(5) 0.3357(3) 0.8095(4) 0.0378 1.0000 Uani . . . . . .
C46 C 1.0000(5) 0.3637(4) 0.8428(4) 0.0422 1.0000 Uani . . . . . .
C47 C 1.0688(5) 0.3546(4) 0.8098(4) 0.0381 1.0000 Uani . . . . . .
C48 C 0.8308(5) 0.3455(3) 0.8422(4) 0.0469 1.0000 Uani . . . . . .
C49 C 1.2967(9) 0.6813(7) 0.5344(7) 0.1231 1.0000 Uani . . . . . .
C50 C 1.2105(12) 0.6711(8) 0.4722(7) 0.1868 1.0000 Uani . . . . . .
C51 C 1.1854(9) 0.5939(7) 0.4671(7) 0.1645 1.0000 Uani . . . . . .
C52 C 1.2685(13) 0.5559(7) 0.5129(9) 0.1435 1.0000 Uani . . . . . .
H31 H 0.7000 0.6653 0.9487 0.0569 1.0000 Uiso R . . . . .
H41 H 0.7167 0.5889 1.0470 0.0698 1.0000 Uiso R . . . . .
H51 H 0.8239 0.4894 1.0710 0.0662 1.0000 Uiso R . . . . .
H61 H 0.9149 0.4694 0.9936 0.0529 1.0000 Uiso R . . . . .
H91 H 0.6091 0.6853 0.6153 0.0498 1.0000 Uiso R . . . . .
H101 H 0.5039 0.5934 0.5453 0.0531 1.0000 Uiso R . . . . .
H111 H 0.5330 0.4678 0.5771 0.0549 1.0000 Uiso R . . . . .
H121 H 0.6657 0.4340 0.6736 0.0500 1.0000 Uiso R . . . . .
H131 H 1.0531 0.6118 0.8436 0.0461 1.0000 Uiso R . . . . .
H141 H 1.1763 0.6006 0.7960 0.0459 1.0000 Uiso R . . . . .
H161 H 1.0080 0.4738 0.6313 0.0502 1.0000 Uiso R . . . . .
H171 H 0.8886 0.4902 0.6805 0.0441 1.0000 Uiso R . . . . .
H181 H 1.1761 0.4830 0.6427 0.0842 1.0000 Uiso R . . . . .
H182 H 1.2442 0.5209 0.7134 0.0843 1.0000 Uiso R . . . . .
H183 H 1.1899 0.5702 0.6468 0.0844 1.0000 Uiso R . . . . .
H191 H 0.9272 0.7268 0.9176 0.0441 1.0000 Uiso R . . . . .
H201 H 1.0445 0.8161 0.9456 0.0488 1.0000 Uiso R . . . . .
H221 H 1.0252 0.8197 0.7296 0.0428 1.0000 Uiso R . . . . .
H231 H 0.9058 0.7293 0.7073 0.0427 1.0000 Uiso R . . . . .
H241 H 1.1653 0.8815 0.8281 0.0650 1.0000 Uiso R . . . . .
H243 H 1.0917 0.9373 0.8443 0.0653 1.0000 Uiso R . . . . .
H242 H 1.1594 0.8890 0.9094 0.0648 1.0000 Uiso R . . . . .
H271 H 1.3419 0.4390 0.8287 0.0447 1.0000 Uiso R . . . . .
H281 H 1.4789 0.4043 0.9228 0.0499 1.0000 Uiso R . . . . .
H291 H 1.5099 0.2772 0.9528 0.0540 1.0000 Uiso R . . . . .
H301 H 1.4028 0.1878 0.8829 0.0459 1.0000 Uiso R . . . . .
H331 H 1.0671 0.4039 0.5060 0.0450 1.0000 Uiso R . . . . .
H341 H 1.1331 0.3770 0.4152 0.0561 1.0000 Uiso R . . . . .
H351 H 1.2358 0.2774 0.4291 0.0559 1.0000 Uiso R . . . . .
H361 H 1.2719 0.2022 0.5340 0.0492 1.0000 Uiso R . . . . .
H371 H 1.0789 0.1404 0.5867 0.0428 1.0000 Uiso R . . . . .
H381 H 0.9618 0.0509 0.5646 0.0429 1.0000 Uiso R . . . . .
H401 H 0.9873 0.0569 0.7812 0.0462 1.0000 Uiso R . . . . .
H411 H 1.1027 0.1470 0.7991 0.0478 1.0000 Uiso R . . . . .
H421 H 0.8359 -0.0010 0.6736 0.0633 1.0000 Uiso R . . . . .
H422 H 0.9151 -0.0631 0.6858 0.0634 1.0000 Uiso R . . . . .
H423 H 0.8627 -0.0311 0.6052 0.0632 1.0000 Uiso R . . . . .
H431 H 0.9501 0.2681 0.6635 0.0457 1.0000 Uiso R . . . . .
H441 H 0.8309 0.2800 0.7166 0.0532 1.0000 Uiso R . . . . .
H461 H 1.0152 0.3881 0.8884 0.0510 1.0000 Uiso R . . . . .
H471 H 1.1305 0.3714 0.8345 0.0460 1.0000 Uiso R . . . . .
H481 H 0.8558 0.3384 0.8949 0.0699 1.0000 Uiso R . . . . .
H482 H 0.7808 0.3095 0.8211 0.0700 1.0000 Uiso R . . . . .
H483 H 0.8053 0.3950 0.8322 0.0697 1.0000 Uiso R . . . . .
H491 H 1.3472 0.6966 0.5151 0.1493 1.0000 Uiso R . . . . .
H492 H 1.2886 0.7189 0.5686 0.1492 1.0000 Uiso R . . . . .
H502 H 1.2202 0.6869 0.4263 0.2211 1.0000 Uiso R . . . . .
H501 H 1.1600 0.7002 0.4805 0.2211 1.0000 Uiso R . . . . .
H511 H 1.1702 0.5780 0.4160 0.1980 1.0000 Uiso R . . . . .
H512 H 1.1326 0.5849 0.4849 0.1979 1.0000 Uiso R . . . . .
H521 H 1.3077 0.5402 0.4837 0.1730 1.0000 Uiso R . . . . .
H522 H 1.2506 0.5128 0.5363 0.1730 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          2.01(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 . B2 . 1.694(10) yes
B1 . N1 . 1.624(9) yes
B1 . O1 . 1.455(8) yes
B1 . O3 . 1.488(7) yes
B2 . N2 . 1.623(8) yes
B2 . O2 . 1.456(9) yes
B2 . O4 . 1.471(8) yes
B3 . B4 . 1.709(10) yes
B3 . N3 . 1.641(8) yes
B3 . O5 . 1.476(8) yes
B3 . O7 . 1.462(9) yes
B4 . N4 . 1.600(9) yes
B4 . O6 . 1.477(8) yes
B4 . O8 . 1.481(8) yes
N1 . C13 . 1.350(7) yes
N1 . C17 . 1.351(8) yes
N2 . C19 . 1.325(7) yes
N2 . C23 . 1.334(8) yes
N3 . C37 . 1.354(8) yes
N3 . C41 . 1.339(8) yes
N4 . C43 . 1.357(7) yes
N4 . C47 . 1.337(8) yes
O1 . C1 . 1.369(8) yes
O2 . C2 . 1.356(8) yes
O3 . C7 . 1.367(7) yes
O4 . C8 . 1.371(7) yes
O5 . C25 . 1.366(7) yes
O6 . C26 . 1.374(7) yes
O7 . C31 . 1.373(7) yes
O8 . C32 . 1.366(8) yes
O9 . C49 . 1.379(12) yes
O9 . C52 . 1.462(14) yes
C1 . C2 . 1.410(9) yes
C1 . C6 . 1.387(9) yes
C2 . C3 . 1.392(9) yes
C3 . C4 . 1.354(10) yes
C3 . H31 . 0.934 no
C4 . C5 . 1.387(10) yes
C4 . H41 . 0.928 no
C5 . C6 . 1.387(10) yes
C5 . H51 . 0.928 no
C6 . H61 . 0.935 no
C7 . C8 . 1.406(8) yes
C7 . C12 . 1.388(8) yes
C8 . C9 . 1.378(8) yes
C9 . C10 . 1.391(8) yes
C9 . H91 . 0.936 no
C10 . C11 . 1.373(9) yes
C10 . H101 . 0.942 no
C11 . C12 . 1.367(9) yes
C11 . H111 . 0.939 no
C12 . H121 . 0.929 no
C13 . C14 . 1.376(9) yes
C13 . H131 . 0.934 no
C14 . C15 . 1.389(9) yes
C14 . H141 . 0.935 no
C15 . C16 . 1.372(9) yes
C15 . C18 . 1.507(9) yes
C16 . C17 . 1.368(9) yes
C16 . H161 . 0.930 no
C17 . H171 . 0.930 no
C18 . H181 . 0.958 no
C18 . H182 . 0.946 no
C18 . H183 . 0.957 no
C19 . C20 . 1.383(8) yes
C19 . H191 . 0.928 no
C20 . C21 . 1.376(9) yes
C20 . H201 . 0.945 no
C21 . C22 . 1.376(9) yes
C21 . C24 . 1.501(8) yes
C22 . C23 . 1.411(8) yes
C22 . H221 . 0.934 no
C23 . H231 . 0.938 no
C24 . H241 . 0.967 no
C24 . H243 . 0.960 no
C24 . H242 . 0.968 no
C25 . C26 . 1.409(8) yes
C25 . C30 . 1.381(8) yes
C26 . C27 . 1.376(8) yes
C27 . C28 . 1.376(8) yes
C27 . H271 . 0.933 no
C28 . C29 . 1.392(9) yes
C28 . H281 . 0.932 no
C29 . C30 . 1.379(8) yes
C29 . H291 . 0.946 no
C30 . H301 . 0.936 no
C31 . C32 . 1.420(9) yes
C31 . C36 . 1.391(9) yes
C32 . C33 . 1.398(9) yes
C33 . C34 . 1.366(9) yes
C33 . H331 . 0.934 no
C34 . C35 . 1.369(9) yes
C34 . H341 . 0.937 no
C35 . C36 . 1.371(9) yes
C35 . H351 . 0.929 no
C36 . H361 . 0.937 no
C37 . C38 . 1.389(8) yes
C37 . H371 . 0.920 no
C38 . C39 . 1.377(9) yes
C38 . H381 . 0.944 no
C39 . C40 . 1.386(9) yes
C39 . C42 . 1.503(8) yes
C40 . C41 . 1.375(8) yes
C40 . H401 . 0.932 no
C41 . H411 . 0.944 no
C42 . H421 . 0.963 no
C42 . H422 . 0.963 no
C42 . H423 . 0.970 no
C43 . C44 . 1.387(9) yes
C43 . H431 . 0.943 no
C44 . C45 . 1.386(9) yes
C44 . H441 . 0.935 no
C45 . C46 . 1.388(9) yes
C45 . C48 . 1.492(9) yes
C46 . C47 . 1.370(9) yes
C46 . H461 . 0.928 no
C47 . H471 . 0.932 no
C48 . H481 . 0.956 no
C48 . H482 . 0.962 no
C48 . H483 . 0.951 no
C49 . C50 . 1.443(14) yes
C49 . H491 . 0.975 no
C49 . H492 . 0.966 no
C50 . C51 . 1.415(15) yes
C50 . H502 . 0.970 no
C50 . H501 . 0.965 no
C51 . C52 . 1.426(15) yes
C51 . H511 . 0.963 no
C51 . H512 . 0.964 no
C52 . H521 . 0.966 no
C52 . H522 . 0.966 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
B2 . B1 . N1 . 117.1(6) yes
B2 . B1 . O1 . 113.9(6) yes
N1 . B1 . O1 . 102.7(5) yes
B2 . B1 . O3 . 109.1(5) yes
N1 . B1 . O3 . 104.7(5) yes
O1 . B1 . O3 . 108.7(5) yes
B1 . B2 . N2 . 115.4(5) yes
B1 . B2 . O2 . 109.3(6) yes
N2 . B2 . O2 . 105.5(5) yes
B1 . B2 . O4 . 113.3(6) yes
N2 . B2 . O4 . 103.3(5) yes
O2 . B2 . O4 . 109.5(6) yes
B4 . B3 . N3 . 115.8(5) yes
B4 . B3 . O5 . 113.3(6) yes
N3 . B3 . O5 . 101.8(5) yes
B4 . B3 . O7 . 111.5(6) yes
N3 . B3 . O7 . 104.8(5) yes
O5 . B3 . O7 . 109.0(6) yes
B3 . B4 . N4 . 118.0(6) yes
B3 . B4 . O6 . 108.1(5) yes
N4 . B4 . O6 . 107.0(6) yes
B3 . B4 . O8 . 111.8(6) yes
N4 . B4 . O8 . 103.4(5) yes
O6 . B4 . O8 . 107.9(5) yes
B1 . N1 . C13 . 119.9(5) yes
B1 . N1 . C17 . 122.9(5) yes
C13 . N1 . C17 . 117.0(6) yes
B2 . N2 . C19 . 120.3(6) yes
B2 . N2 . C23 . 120.6(6) yes
C19 . N2 . C23 . 118.9(6) yes
B3 . N3 . C37 . 119.3(6) yes
B3 . N3 . C41 . 121.7(6) yes
C37 . N3 . C41 . 118.8(6) yes
B4 . N4 . C43 . 119.7(6) yes
B4 . N4 . C47 . 121.8(5) yes
C43 . N4 . C47 . 118.2(6) yes
B1 . O1 . C1 . 114.3(5) yes
B2 . O2 . C2 . 121.4(5) yes
B1 . O3 . C7 . 120.8(5) yes
B2 . O4 . C8 . 116.6(5) yes
B3 . O5 . C25 . 117.0(5) yes
B4 . O6 . C26 . 121.1(5) yes
B3 . O7 . C31 . 121.2(5) yes
B4 . O8 . C32 . 117.5(5) yes
C49 . O9 . C52 . 106.5(10) yes
O1 . C1 . C2 . 122.9(7) yes
O1 . C1 . C6 . 117.8(6) yes
C2 . C1 . C6 . 119.3(7) yes
C1 . C2 . O2 . 124.0(7) yes
C1 . C2 . C3 . 117.9(7) yes
O2 . C2 . C3 . 118.1(6) yes
C2 . C3 . C4 . 122.7(7) yes
C2 . C3 . H31 . 119.4 no
C4 . C3 . H31 . 117.9 no
C3 . C4 . C5 . 119.7(8) yes
C3 . C4 . H41 . 120.0 no
C5 . C4 . H41 . 120.3 no
C4 . C5 . C6 . 119.4(8) yes
C4 . C5 . H51 . 120.1 no
C6 . C5 . H51 . 120.4 no
C1 . C6 . C5 . 121.0(7) yes
C1 . C6 . H61 . 119.0 no
C5 . C6 . H61 . 120.0 no
O3 . C7 . C8 . 123.7(5) yes
O3 . C7 . C12 . 117.5(5) yes
C8 . C7 . C12 . 118.8(6) yes
C7 . C8 . O4 . 123.3(5) yes
C7 . C8 . C9 . 119.1(6) yes
O4 . C8 . C9 . 117.6(5) yes
C8 . C9 . C10 . 121.0(6) yes
C8 . C9 . H91 . 118.2 no
C10 . C9 . H91 . 120.7 no
C9 . C10 . C11 . 119.5(6) yes
C9 . C10 . H101 . 120.5 no
C11 . C10 . H101 . 120.0 no
C10 . C11 . C12 . 120.1(6) yes
C10 . C11 . H111 . 120.2 no
C12 . C11 . H111 . 119.7 no
C7 . C12 . C11 . 121.5(6) yes
C7 . C12 . H121 . 119.0 no
C11 . C12 . H121 . 119.6 no
N1 . C13 . C14 . 122.1(7) yes
N1 . C13 . H131 . 118.2 no
C14 . C13 . H131 . 119.7 no
C13 . C14 . C15 . 120.4(6) yes
C13 . C14 . H141 . 119.4 no
C15 . C14 . H141 . 120.2 no
C14 . C15 . C16 . 117.3(7) yes
C14 . C15 . C18 . 122.1(6) yes
C16 . C15 . C18 . 120.6(7) yes
C15 . C16 . C17 . 120.1(7) yes
C15 . C16 . H161 . 120.5 no
C17 . C16 . H161 . 119.4 no
C16 . C17 . N1 . 123.2(6) yes
C16 . C17 . H171 . 118.9 no
N1 . C17 . H171 . 118.0 no
C15 . C18 . H181 . 112.0 no
C15 . C18 . H182 . 109.3 no
H181 . C18 . H182 . 108.7 no
C15 . C18 . H183 . 110.1 no
H181 . C18 . H183 . 109.2 no
H182 . C18 . H183 . 107.4 no
N2 . C19 . C20 . 122.0(7) yes
N2 . C19 . H191 . 119.2 no
C20 . C19 . H191 . 118.8 no
C19 . C20 . C21 . 120.4(7) yes
C19 . C20 . H201 . 118.9 no
C21 . C20 . H201 . 120.7 no
C20 . C21 . C22 . 117.8(6) yes
C20 . C21 . C24 . 121.1(7) yes
C22 . C21 . C24 . 121.0(7) yes
C21 . C22 . C23 . 119.0(7) yes
C21 . C22 . H221 . 121.4 no
C23 . C22 . H221 . 119.6 no
C22 . C23 . N2 . 121.8(6) yes
C22 . C23 . H231 . 118.9 no
N2 . C23 . H231 . 119.2 no
C21 . C24 . H241 . 110.7 no
C21 . C24 . H243 . 108.3 no
H241 . C24 . H243 . 109.8 no
C21 . C24 . H242 . 109.6 no
H241 . C24 . H242 . 109.4 no
H243 . C24 . H242 . 109.0 no
O5 . C25 . C26 . 123.4(5) yes
O5 . C25 . C30 . 118.5(5) yes
C26 . C25 . C30 . 118.1(5) yes
C25 . C26 . O6 . 123.5(5) yes
C25 . C26 . C27 . 119.2(6) yes
O6 . C26 . C27 . 117.3(5) yes
C26 . C27 . C28 . 121.9(6) yes
C26 . C27 . H271 . 118.4 no
C28 . C27 . H271 . 119.7 no
C27 . C28 . C29 . 119.6(6) yes
C27 . C28 . H281 . 120.4 no
C29 . C28 . H281 . 120.0 no
C28 . C29 . C30 . 118.6(6) yes
C28 . C29 . H291 . 120.5 no
C30 . C29 . H291 . 120.9 no
C25 . C30 . C29 . 122.6(6) yes
C25 . C30 . H301 . 117.6 no
C29 . C30 . H301 . 119.8 no
O7 . C31 . C32 . 122.7(7) yes
O7 . C31 . C36 . 118.2(6) yes
C32 . C31 . C36 . 119.1(7) yes
C31 . C32 . O8 . 123.9(6) yes
C31 . C32 . C33 . 117.6(7) yes
O8 . C32 . C33 . 118.6(6) yes
C32 . C33 . C34 . 121.7(7) yes
C32 . C33 . H331 . 118.8 no
C34 . C33 . H331 . 119.5 no
C33 . C34 . C35 . 120.5(7) yes
C33 . C34 . H341 . 120.0 no
C35 . C34 . H341 . 119.5 no
C34 . C35 . C36 . 119.9(7) yes
C34 . C35 . H351 . 119.8 no
C36 . C35 . H351 . 120.3 no
C31 . C36 . C35 . 121.3(7) yes
C31 . C36 . H361 . 118.6 no
C35 . C36 . H361 . 120.1 no
N3 . C37 . C38 . 120.4(7) yes
N3 . C37 . H371 . 120.2 no
C38 . C37 . H371 . 119.5 no
C37 . C38 . C39 . 121.4(7) yes
C37 . C38 . H381 . 118.4 no
C39 . C38 . H381 . 120.3 no
C38 . C39 . C40 . 116.9(6) yes
C38 . C39 . C42 . 121.3(6) yes
C40 . C39 . C42 . 121.8(7) yes
C39 . C40 . C41 . 120.2(7) yes
C39 . C40 . H401 . 120.1 no
C41 . C40 . H401 . 119.6 no
C40 . C41 . N3 . 122.4(7) yes
C40 . C41 . H411 . 118.5 no
N3 . C41 . H411 . 119.1 no
C39 . C42 . H421 . 109.2 no
C39 . C42 . H422 . 109.7 no
H421 . C42 . H422 . 109.6 no
C39 . C42 . H423 . 110.1 no
H421 . C42 . H423 . 108.7 no
H422 . C42 . H423 . 109.5 no
N4 . C43 . C44 . 121.2(7) yes
N4 . C43 . H431 . 118.8 no
C44 . C43 . H431 . 119.9 no
C43 . C44 . C45 . 120.7(6) yes
C43 . C44 . H441 . 119.3 no
C45 . C44 . H441 . 120.1 no
C44 . C45 . C46 . 116.6(7) yes
C44 . C45 . C48 . 120.5(6) yes
C46 . C45 . C48 . 122.9(7) yes
C45 . C46 . C47 . 120.7(7) yes
C45 . C46 . H461 . 119.8 no
C47 . C46 . H461 . 119.5 no
C46 . C47 . N4 . 122.4(6) yes
C46 . C47 . H471 . 119.1 no
N4 . C47 . H471 . 118.4 no
C45 . C48 . H481 . 109.4 no
C45 . C48 . H482 . 110.2 no
H481 . C48 . H482 . 109.5 no
C45 . C48 . H483 . 109.7 no
H481 . C48 . H483 . 108.9 no
H482 . C48 . H483 . 109.2 no
O9 . C49 . C50 . 106.5(11) yes
O9 . C49 . H491 . 109.0 no
C50 . C49 . H491 . 108.1 no
O9 . C49 . H492 . 111.8 no
C50 . C49 . H492 . 111.5 no
H491 . C49 . H492 . 109.9 no
C49 . C50 . C51 . 108.8(10) yes
C49 . C50 . H502 . 110.4 no
C51 . C50 . H502 . 109.3 no
C49 . C50 . H501 . 109.1 no
C51 . C50 . H501 . 109.2 no
H502 . C50 . H501 . 110.0 no
C50 . C51 . C52 . 105.1(11) yes
C50 . C51 . H511 . 108.9 no
C52 . C51 . H511 . 110.4 no
C50 . C51 . H512 . 111.2 no
C52 . C51 . H512 . 110.4 no
H511 . C51 . H512 . 110.7 no
O9 . C52 . C51 . 104.9(9) yes
O9 . C52 . H521 . 109.9 no
C51 . C52 . H521 . 110.5 no
O9 . C52 . H522 . 111.3 no
C51 . C52 . H522 . 110.1 no
H521 . C52 . H522 . 110.0 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C14 . H141 . O7 3_756 154.35(16) 0.935 2.539 3.406(11) yes
C41 . H411 . O9 3_746 143.7(3) 0.944 2.488 3.297(11) yes
C48 . H482 . O4 3_646 146.23(17) 0.962 2.593 3.435(11) yes
C48 . H483 . O3 . 146.31(19) 0.951 2.486 3.320(11) yes


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 26/01/15 at 17:51:22
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
RIDE C   (   3,X'S) H   (  31,X'S) 
RIDE C   (   4,X'S) H   (  41,X'S) 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (   9,X'S) H   (  91,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) 
RIDE C   (  14,X'S) H   ( 141,X'S) 
RIDE C   (  16,X'S) H   ( 161,X'S) 
RIDE C   (  17,X'S) H   ( 171,X'S) 
RIDE C   (  18,X'S) H   ( 181,X'S) H   ( 182,X'S) H   ( 183,X'S) 
RIDE C   (  19,X'S) H   ( 191,X'S) 
RIDE C   (  20,X'S) H   ( 201,X'S) 
RIDE C   (  22,X'S) H   ( 221,X'S) 
RIDE C   (  23,X'S) H   ( 231,X'S) 
RIDE C   (  24,X'S) H   ( 241,X'S) H   ( 243,X'S) H   ( 242,X'S) 
RIDE C   (  27,X'S) H   ( 271,X'S) 
RIDE C   (  28,X'S) H   ( 281,X'S) 
RIDE C   (  29,X'S) H   ( 291,X'S) 
RIDE C   (  30,X'S) H   ( 301,X'S) 
RIDE C   (  33,X'S) H   ( 331,X'S) 
RIDE C   (  34,X'S) H   ( 341,X'S) 
RIDE C   (  35,X'S) H   ( 351,X'S) 
RIDE C   (  36,X'S) H   ( 361,X'S) 
RIDE C   (  37,X'S) H   ( 371,X'S) 
RIDE C   (  38,X'S) H   ( 381,X'S) 
RIDE C   (  40,X'S) H   ( 401,X'S) 
RIDE C   (  41,X'S) H   ( 411,X'S) 
RIDE C   (  42,X'S) H   ( 421,X'S) H   ( 422,X'S) H   ( 423,X'S) 
RIDE C   (  43,X'S) H   ( 431,X'S) 
RIDE C   (  44,X'S) H   ( 441,X'S) 
RIDE C   (  46,X'S) H   ( 461,X'S) 
RIDE C   (  47,X'S) H   ( 471,X'S) 
RIDE C   (  48,X'S) H   ( 481,X'S) H   ( 482,X'S) H   ( 483,X'S) 
RIDE C   (  49,X'S) H   ( 491,X'S) H   ( 492,X'S) 
RIDE C   (  50,X'S) H   ( 502,X'S) H   ( 501,X'S) 
RIDE C   (  51,X'S) H   ( 511,X'S) H   ( 512,X'S) 
RIDE C   (  52,X'S) H   ( 521,X'S) H   ( 522,X'S) 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 26/01/15 at 17:51:22
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: THF'
_chemical_properties_physical    'Air-sensitive, Moisture-sensitive'
