# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2014

#######################################################################
#
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#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
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#  except for the purpose of generating routine backup copies
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#  data retrieval see:
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#  from this site to visualise CIF-encoded structures and 
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data_pc_24_ortho
_audit_creation_date             13-09-16
_audit_creation_method           CRYSTALS_ver_14.40

_oxford_structure_analysis_title '2011_06_09_gwbpc_24a_0m in Pca2(1)'
_chemical_name_systematic        ?
_chemical_melting_point          ?
#end of refcif 
_cell_length_a                   12.3765(7)
_cell_length_b                   14.9478(9)
_cell_length_c                   21.9246(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4056.1(4)

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P c a 21 '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,z+1/2
-x+1/2,y,z+1/2
x+1/2,-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'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            8

# Given Formula = C20 H30 B2 F2 N4 O2 
# Dc =      1.37 Fooo =   1680.00 Mu =      1.00 M =    836.20
# Found Formula = C26 H18 B1 F1 N2 O1 
# Dc =      1.32 FOOO =   1680.00 Mu =      0.87 M =    808.50

_chemical_formula_sum            'C26 H18 B1 F1 N2 O1'
_chemical_formula_moiety         'C26 H18 B1 F1 N2 O1'
_chemical_compound_source        ?
_chemical_formula_weight         404.25


_cell_measurement_reflns_used    9981
_cell_measurement_theta_min      2
_cell_measurement_theta_max      31
_cell_measurement_temperature    100

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_min          0.200
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_max          0.400

_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1680
_exptl_absorpt_coefficient_mu    0.087

# Sheldrick geometric approximatio 0.97 0.98 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min  0.87
_exptl_absorpt_correction_T_max  0.98
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_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    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      100
_diffrn_reflns_number            45654
_reflns_number_total             6388
_diffrn_reflns_av_R_equivalents  0.056
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 6388 
# Theoretical number of reflections is about 12545 


_diffrn_reflns_theta_min         2.304
_diffrn_reflns_theta_max         30.655
_diffrn_measured_fraction_theta_max 0.995

_diffrn_reflns_theta_full        30.655
_diffrn_measured_fraction_theta_full 0.995


_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       31
_reflns_limit_h_min              0
_reflns_limit_h_max              17
_reflns_limit_k_min              0
_reflns_limit_k_max              21
_reflns_limit_l_min              0
_reflns_limit_l_max              31

_oxford_diffrn_Wilson_B_factor   1.16
_oxford_diffrn_Wilson_scale      213.49

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

_refine_diff_density_min         -0.25
_refine_diff_density_max         0.46


# 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         6370
_refine_ls_number_restraints     1
_refine_ls_number_parameters     559
_oxford_refine_ls_R_factor_ref   0.0475
_refine_ls_wR_factor_ref         0.1047
_refine_ls_goodness_of_fit_ref   0.9997
_refine_ls_shift/su_max          0.0004039
_refine_ls_shift/su_mean         0.0000286


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        6372
_refine_ls_R_factor_all          0.0476
_refine_ls_wR_factor_all         0.1047

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                6073
_refine_ls_R_factor_gt           0.0445
_refine_ls_wR_factor_gt          0.1031

# 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 unk


_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: 
 5.85 8.89 4.01 0.894 
;

# 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
H5 H 0.1338 0.1203 0.4361 0.0227 1.0000 Uiso R . . . . .
H6 H -0.0411 0.1727 0.4418 0.0217 1.0000 Uiso R . . . . .
H7 H -0.0852 0.3255 0.4302 0.0201 1.0000 Uiso R . . . . .
H31 H -0.0679 0.6292 0.2290 0.0241 1.0000 Uiso R . . . . .
H32 H 0.1118 0.6627 0.2460 0.0269 1.0000 Uiso R . . . . .
H33 H 0.1702 0.8084 0.2739 0.0229 1.0000 Uiso R . . . . .
H38 H 0.0510 0.9582 0.4006 0.0197 1.0000 Uiso R . . . . .
H39 H 0.0123 0.9655 0.5053 0.0240 1.0000 Uiso R . . . . .
H40 H -0.1604 1.0073 0.5364 0.0268 1.0000 Uiso R . . . . .
H43 H -0.0905 1.1596 0.1162 0.0282 1.0000 Uiso R . . . . .
H44 H -0.1112 1.2963 0.1668 0.0326 1.0000 Uiso R . . . . .
H45 H -0.1107 1.2996 0.2734 0.0260 1.0000 Uiso R . . . . .
H46 H -0.0993 1.1671 0.3283 0.0221 1.0000 Uiso R . . . . .
H48 H 0.0954 0.9827 0.1742 0.0267 1.0000 Uiso R . . . . .
H49 H 0.1192 0.8487 0.1201 0.0313 1.0000 Uiso R . . . . .
H50 H -0.0259 0.7856 0.0673 0.0356 1.0000 Uiso R . . . . .
H51 H -0.1951 0.8539 0.0707 0.0377 1.0000 Uiso R . . . . .
H52 H -0.2198 0.9872 0.1249 0.0300 1.0000 Uiso R . . . . .
N1 N 0.24884(13) 0.40121(10) 0.40756(8) 0.0129 1.0000 Uani . . . . . .
N2 N 0.28902(16) 0.53844(12) 0.23315(9) 0.0211 1.0000 Uani . . . . . .
N3 N -0.15454(13) 0.91175(11) 0.27490(8) 0.0116 1.0000 Uani . . . . . .
N4 N -0.22019(15) 1.03276(12) 0.45441(9) 0.0186 1.0000 Uani . . . . . .
O1 O 0.06635(11) 0.45532(9) 0.41341(7) 0.0136 1.0000 Uani . . . . . .
O2 O 0.03282(11) 0.94768(9) 0.28927(7) 0.0129 1.0000 Uani . . . . . .
F1 F 0.35648(11) 0.55966(10) 0.32676(7) 0.0235 1.0000 Uani . . . . . .
F2 F -0.27148(10) 1.05753(9) 0.35811(6) 0.0191 1.0000 Uani . . . . . .
B1 B 0.17646(17) 0.49086(14) 0.39607(10) 0.0123 1.0000 Uani . . . . . .
B2 B -0.07502(16) 0.99286(14) 0.29803(10) 0.0112 1.0000 Uani . . . . . .
H1 H 0.4045 0.4303 0.3990 0.0227 1.0000 Uiso R . . . . .
H2 H 0.4647 0.2818 0.4080 0.0239 1.0000 Uiso R . . . . .
H3 H 0.3432 0.1657 0.4222 0.0231 1.0000 Uiso R . . . . .
H12 H 0.0327 0.4527 0.3005 0.0216 1.0000 Uiso R . . . . .
H13 H 0.0536 0.4616 0.1945 0.0273 1.0000 Uiso R . . . . .
H14 H 0.2158 0.5145 0.1543 0.0286 1.0000 Uiso R . . . . .
H17 H 0.2886 0.6558 0.5685 0.0300 1.0000 Uiso R . . . . .
H18 H 0.2425 0.7931 0.5243 0.0271 1.0000 Uiso R . . . . .
H19 H 0.1751 0.7965 0.4243 0.0264 1.0000 Uiso R . . . . .
H20 H 0.1528 0.6636 0.3705 0.0210 1.0000 Uiso R . . . . .
H22 H 0.4430 0.5189 0.5220 0.0324 1.0000 Uiso R . . . . .
H23 H 0.5007 0.3859 0.5684 0.0414 1.0000 Uiso R . . . . .
H24 H 0.3746 0.2843 0.6058 0.0421 1.0000 Uiso R . . . . .
H25 H 0.1901 0.3129 0.5943 0.0354 1.0000 Uiso R . . . . .
H26 H 0.1318 0.4419 0.5439 0.0318 1.0000 Uiso R . . . . .
H27 H -0.3064 0.9540 0.2733 0.0203 1.0000 Uiso R . . . . .
H28 H -0.3811 0.8159 0.2443 0.0244 1.0000 Uiso R . . . . .
H29 H -0.2718 0.6923 0.2292 0.0265 1.0000 Uiso R . . . . .
C1 C 0.35393(16) 0.38323(14) 0.40459(10) 0.0162 1.0000 Uani . . . . . .
C2 C 0.38958(16) 0.29462(15) 0.41007(11) 0.0191 1.0000 Uani . . . . . .
C3 C 0.31773(17) 0.22546(14) 0.41893(11) 0.0187 1.0000 Uani . . . . . .
C4 C 0.20578(16) 0.24325(12) 0.42202(9) 0.0146 1.0000 Uani . . . . . .
C5 C 0.11956(17) 0.18247(13) 0.43177(10) 0.0174 1.0000 Uani . . . . . .
C6 C 0.01538(17) 0.21454(13) 0.43481(10) 0.0175 1.0000 Uani . . . . . .
C7 C -0.01213(16) 0.30614(13) 0.42828(9) 0.0150 1.0000 Uani . . . . . .
C8 C 0.07046(15) 0.36575(12) 0.41890(9) 0.0132 1.0000 Uani . . . . . .
C9 C 0.17691(15) 0.33344(12) 0.41609(9) 0.0125 1.0000 Uani . . . . . .
C10 C 0.27215(16) 0.53249(13) 0.29173(10) 0.0158 1.0000 Uani . . . . . .
C11 C 0.18076(15) 0.50206(12) 0.32262(9) 0.0130 1.0000 Uani . . . . . .
C12 C 0.09814(17) 0.47485(13) 0.28367(10) 0.0169 1.0000 Uani . . . . . .
C13 C 0.11033(19) 0.47973(14) 0.22093(11) 0.0216 1.0000 Uani . . . . . .
C14 C 0.2068(2) 0.51162(15) 0.19728(10) 0.0222 1.0000 Uani . . . . . .
C15 C 0.20457(15) 0.57738(12) 0.43638(9) 0.0140 1.0000 Uani . . . . . .
C16 C 0.24655(17) 0.57717(13) 0.49631(10) 0.0162 1.0000 Uani . . . . . .
C17 C 0.26049(19) 0.65750(15) 0.52820(10) 0.0213 1.0000 Uani . . . . . .
C18 C 0.23342(18) 0.73925(14) 0.50188(11) 0.0217 1.0000 Uani . . . . . .
C19 C 0.19346(18) 0.74116(14) 0.44291(11) 0.0204 1.0000 Uani . . . . . .
C20 C 0.17984(16) 0.66117(13) 0.41103(10) 0.0170 1.0000 Uani . . . . . .
C21 C 0.28145(18) 0.49320(15) 0.52752(9) 0.0178 1.0000 Uani . . . . . .
C22 C 0.3915(2) 0.47642(17) 0.53582(11) 0.0255 1.0000 Uani . . . . . .
C23 C 0.4258(2) 0.3982(2) 0.56418(12) 0.0322 1.0000 Uani . . . . . .
C24 C 0.3512(3) 0.33738(18) 0.58594(12) 0.0319 1.0000 Uani . . . . . .
C25 C 0.2416(3) 0.35426(15) 0.57883(11) 0.0289 1.0000 Uani . . . . . .
C26 C 0.2068(2) 0.43134(15) 0.54947(11) 0.0225 1.0000 Uani . . . . . .
C27 C -0.26043(16) 0.90395(13) 0.26717(10) 0.0158 1.0000 Uani . . . . . .
C28 C -0.30519(17) 0.82112(15) 0.24962(11) 0.0195 1.0000 Uani . . . . . .
C29 C -0.24066(17) 0.74785(14) 0.24079(10) 0.0189 1.0000 Uani . . . . . .
C30 C -0.12739(16) 0.75465(13) 0.24881(10) 0.0158 1.0000 Uani . . . . . .
C31 C -0.04705(18) 0.68782(14) 0.24092(10) 0.0198 1.0000 Uani . . . . . .
C32 C 0.05969(18) 0.70889(14) 0.25066(11) 0.0207 1.0000 Uani . . . . . .
C33 C 0.09578(16) 0.79543(14) 0.26815(10) 0.0178 1.0000 Uani . . . . . .
C34 C 0.01914(15) 0.86095(13) 0.27578(9) 0.0132 1.0000 Uani . . . . . .
C35 C -0.09010(15) 0.83931(12) 0.26631(9) 0.0127 1.0000 Uani . . . . . .
C36 C -0.19255(15) 1.03016(13) 0.39683(10) 0.0146 1.0000 Uani . . . . . .
C37 C -0.09503(15) 1.00285(12) 0.37057(9) 0.0118 1.0000 Uani . . . . . .
C38 C -0.01809(16) 0.97766(12) 0.41396(9) 0.0144 1.0000 Uani . . . . . .
C39 C -0.04119(18) 0.98079(14) 0.47603(10) 0.0185 1.0000 Uani . . . . . .
C40 C -0.14345(19) 1.00739(15) 0.49413(10) 0.0212 1.0000 Uani . . . . . .
C41 C -0.08596(15) 1.08161(12) 0.25675(9) 0.0129 1.0000 Uani . . . . . .
C42 C -0.08182(17) 1.08097(13) 0.19244(10) 0.0160 1.0000 Uani . . . . . .
C43 C -0.0919(2) 1.16098(15) 0.15951(11) 0.0232 1.0000 Uani . . . . . .
C44 C -0.1036(2) 1.24246(15) 0.18943(12) 0.0250 1.0000 Uani . . . . . .
C45 C -0.10484(17) 1.24413(13) 0.25247(12) 0.0208 1.0000 Uani . . . . . .
C46 C -0.09705(16) 1.16477(13) 0.28507(10) 0.0163 1.0000 Uani . . . . . .
C47 C -0.06534(18) 0.99687(14) 0.15640(9) 0.0169 1.0000 Uani . . . . . .
C48 C 0.03587(19) 0.95608(15) 0.15374(10) 0.0205 1.0000 Uani . . . . . .
C49 C 0.0505(2) 0.87701(16) 0.12118(11) 0.0255 1.0000 Uani . . . . . .
C50 C -0.0357(2) 0.83921(16) 0.08991(11) 0.0281 1.0000 Uani . . . . . .
C51 C -0.1359(2) 0.88045(18) 0.09141(11) 0.0285 1.0000 Uani . . . . . .
C52 C -0.1510(2) 0.95903(16) 0.12449(10) 0.0231 1.0000 Uani . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.077140(18)
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
H5 . C5 . 0.950 no
H6 . C6 . 0.950 no
H7 . C7 . 0.950 no
H31 . C31 . 0.950 no
H32 . C32 . 0.950 no
H33 . C33 . 0.950 no
H38 . C38 . 0.950 no
H39 . C39 . 0.950 no
H40 . C40 . 0.950 no
H43 . C43 . 0.950 no
H44 . C44 . 0.950 no
H45 . C45 . 0.950 no
H46 . C46 . 0.950 no
H48 . C48 . 0.950 no
H49 . C49 . 0.950 no
H50 . C50 . 0.950 no
H51 . C51 . 0.950 no
H52 . C52 . 0.950 no
N1 . B1 . 1.631(3) yes
N1 . C1 . 1.330(2) yes
N1 . C9 . 1.362(2) yes
N2 . C10 . 1.304(3) yes
N2 . C14 . 1.347(3) yes
N3 . B2 . 1.642(3) yes
N3 . C27 . 1.327(2) yes
N3 . C35 . 1.358(2) yes
N4 . C36 . 1.308(3) yes
N4 . C40 . 1.343(3) yes
O1 . B1 . 1.511(2) yes
O1 . C8 . 1.345(2) yes
O2 . B2 . 1.508(2) yes
O2 . C34 . 1.340(2) yes
F1 . C10 . 1.358(2) yes
F2 . C36 . 1.357(2) yes
B1 . C11 . 1.620(3) yes
B1 . C15 . 1.605(3) yes
B2 . C37 . 1.617(3) yes
B2 . C41 . 1.612(3) yes
H1 . C1 . 0.950 no
H2 . C2 . 0.950 no
H3 . C3 . 0.950 no
H12 . C12 . 0.950 no
H13 . C13 . 0.950 no
H14 . C14 . 0.950 no
H17 . C17 . 0.950 no
H18 . C18 . 0.950 no
H19 . C19 . 0.950 no
H20 . C20 . 0.950 no
H22 . C22 . 0.950 no
H23 . C23 . 0.950 no
H24 . C24 . 0.950 no
H25 . C25 . 0.950 no
H26 . C26 . 0.950 no
H27 . C27 . 0.950 no
H28 . C28 . 0.950 no
H29 . C29 . 0.950 no
C1 . C2 . 1.401(3) yes
C2 . C3 . 1.377(3) yes
C3 . C4 . 1.412(3) yes
C4 . C5 . 1.418(3) yes
C4 . C9 . 1.401(3) yes
C5 . C6 . 1.377(3) yes
C6 . C7 . 1.418(3) yes
C7 . C8 . 1.372(3) yes
C8 . C9 . 1.404(3) yes
C10 . C11 . 1.395(3) yes
C11 . C12 . 1.393(3) yes
C12 . C13 . 1.386(3) yes
C13 . C14 . 1.386(3) yes
C15 . C16 . 1.413(3) yes
C15 . C20 . 1.404(3) yes
C16 . C17 . 1.400(3) yes
C16 . C21 . 1.493(3) yes
C17 . C18 . 1.392(3) yes
C18 . C19 . 1.385(3) yes
C19 . C20 . 1.395(3) yes
C21 . C22 . 1.396(3) yes
C21 . C26 . 1.393(3) yes
C22 . C23 . 1.391(3) yes
C23 . C24 . 1.380(4) yes
C24 . C25 . 1.388(4) yes
C25 . C26 . 1.388(3) yes
C27 . C28 . 1.410(3) yes
C28 . C29 . 1.369(3) yes
C29 . C30 . 1.416(3) yes
C30 . C31 . 1.420(3) yes
C30 . C35 . 1.401(3) yes
C31 . C32 . 1.375(3) yes
C32 . C33 . 1.421(3) yes
C33 . C34 . 1.374(3) yes
C34 . C35 . 1.406(3) yes
C36 . C37 . 1.398(3) yes
C37 . C38 . 1.398(3) yes
C38 . C39 . 1.391(3) yes
C39 . C40 . 1.385(3) yes
C41 . C42 . 1.411(3) yes
C41 . C46 . 1.396(3) yes
C42 . C43 . 1.403(3) yes
C42 . C47 . 1.499(3) yes
C43 . C44 . 1.391(3) yes
C44 . C45 . 1.382(3) yes
C45 . C46 . 1.388(3) yes
C47 . C48 . 1.394(3) yes
C47 . C52 . 1.390(3) yes
C48 . C49 . 1.393(3) yes
C49 . C50 . 1.388(4) yes
C50 . C51 . 1.385(4) yes
C51 . C52 . 1.393(3) 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
B1 . N1 . C1 . 134.07(16) yes
B1 . N1 . C9 . 105.86(15) yes
C1 . N1 . C9 . 119.73(16) yes
C10 . N2 . C14 . 115.7(2) yes
B2 . N3 . C27 . 134.15(16) yes
B2 . N3 . C35 . 106.24(15) yes
C27 . N3 . C35 . 119.50(17) yes
C36 . N4 . C40 . 115.62(19) yes
B1 . O1 . C8 . 109.77(14) yes
B2 . O2 . C34 . 110.45(14) yes
N1 . B1 . O1 . 99.64(14) yes
N1 . B1 . C11 . 102.74(15) yes
O1 . B1 . C11 . 108.43(15) yes
N1 . B1 . C15 . 117.25(16) yes
O1 . B1 . C15 . 109.89(16) yes
C11 . B1 . C15 . 117.20(16) yes
N3 . B2 . O2 . 99.23(14) yes
N3 . B2 . C37 . 106.28(14) yes
O2 . B2 . C37 . 107.59(15) yes
N3 . B2 . C41 . 112.59(15) yes
O2 . B2 . C41 . 111.81(15) yes
C37 . B2 . C41 . 117.62(16) yes
H1 . C1 . N1 . 120.1 no
H1 . C1 . C2 . 120.3 no
N1 . C1 . C2 . 119.66(18) yes
C1 . C2 . H2 . 119.6 no
C1 . C2 . C3 . 121.21(19) yes
H2 . C2 . C3 . 119.2 no
H3 . C3 . C2 . 120.2 no
H3 . C3 . C4 . 119.9 no
C2 . C3 . C4 . 119.92(18) yes
C3 . C4 . C5 . 128.67(18) yes
C3 . C4 . C9 . 115.28(17) yes
C5 . C4 . C9 . 116.03(18) yes
C4 . C5 . H5 . 120.1 no
C4 . C5 . C6 . 119.27(18) yes
H5 . C5 . C6 . 120.6 no
H6 . C6 . C5 . 117.8 no
H6 . C6 . C7 . 118.4 no
C5 . C6 . C7 . 123.78(18) yes
C6 . C7 . H7 . 121.2 no
C6 . C7 . C8 . 117.61(18) yes
H7 . C7 . C8 . 121.2 no
C7 . C8 . O1 . 129.18(18) yes
C7 . C8 . C9 . 118.84(17) yes
O1 . C8 . C9 . 111.95(16) yes
C8 . C9 . C4 . 124.48(17) yes
C8 . C9 . N1 . 111.31(16) yes
C4 . C9 . N1 . 124.20(17) yes
F1 . C10 . N2 . 114.43(18) yes
F1 . C10 . C11 . 116.50(18) yes
N2 . C10 . C11 . 129.1(2) yes
B1 . C11 . C10 . 122.90(17) yes
B1 . C11 . C12 . 123.72(17) yes
C10 . C11 . C12 . 113.13(18) yes
H12 . C12 . C11 . 119.3 no
H12 . C12 . C13 . 119.8 no
C11 . C12 . C13 . 120.9(2) yes
H13 . C13 . C12 . 120.6 no
H13 . C13 . C14 . 120.5 no
C12 . C13 . C14 . 118.9(2) yes
H14 . C14 . C13 . 119.1 no
H14 . C14 . N2 . 118.5 no
C13 . C14 . N2 . 122.3(2) yes
B1 . C15 . C16 . 126.17(17) yes
B1 . C15 . C20 . 116.98(17) yes
C16 . C15 . C20 . 116.76(18) yes
C15 . C16 . C17 . 120.52(18) yes
C15 . C16 . C21 . 122.29(18) yes
C17 . C16 . C21 . 117.15(18) yes
C16 . C17 . H17 . 119.2 no
C16 . C17 . C18 . 121.1(2) yes
H17 . C17 . C18 . 119.8 no
H18 . C18 . C17 . 120.1 no
H18 . C18 . C19 . 120.5 no
C17 . C18 . C19 . 119.41(19) yes
H19 . C19 . C18 . 120.2 no
H19 . C19 . C20 . 120.2 no
C18 . C19 . C20 . 119.6(2) yes
C15 . C20 . H20 . 118.8 no
C15 . C20 . C19 . 122.7(2) yes
H20 . C20 . C19 . 118.5 no
C16 . C21 . C22 . 119.5(2) yes
C16 . C21 . C26 . 121.6(2) yes
C22 . C21 . C26 . 118.8(2) yes
H22 . C22 . C21 . 119.6 no
H22 . C22 . C23 . 120.0 no
C21 . C22 . C23 . 120.5(2) yes
H23 . C23 . C22 . 120.3 no
H23 . C23 . C24 . 119.5 no
C22 . C23 . C24 . 120.2(3) yes
H24 . C24 . C23 . 120.2 no
H24 . C24 . C25 . 120.1 no
C23 . C24 . C25 . 119.7(2) yes
H25 . C25 . C24 . 119.9 no
H25 . C25 . C26 . 119.7 no
C24 . C25 . C26 . 120.4(2) yes
H26 . C26 . C21 . 119.6 no
H26 . C26 . C25 . 120.1 no
C21 . C26 . C25 . 120.3(2) yes
H27 . C27 . N3 . 120.3 no
H27 . C27 . C28 . 119.7 no
N3 . C27 . C28 . 120.01(18) yes
C27 . C28 . H28 . 119.6 no
C27 . C28 . C29 . 120.78(19) yes
H28 . C28 . C29 . 119.6 no
H29 . C29 . C28 . 120.0 no
H29 . C29 . C30 . 119.8 no
C28 . C29 . C30 . 120.15(18) yes
C29 . C30 . C31 . 128.86(19) yes
C29 . C30 . C35 . 115.15(18) yes
C31 . C30 . C35 . 115.99(18) yes
C30 . C31 . H31 . 119.5 no
C30 . C31 . C32 . 119.53(19) yes
H31 . C31 . C32 . 121.0 no
H32 . C32 . C31 . 117.9 no
H32 . C32 . C33 . 118.5 no
C31 . C32 . C33 . 123.53(18) yes
C32 . C33 . H33 . 121.7 no
C32 . C33 . C34 . 117.70(18) yes
H33 . C33 . C34 . 120.6 no
C33 . C34 . O2 . 128.99(18) yes
C33 . C34 . C35 . 118.83(18) yes
O2 . C34 . C35 . 112.12(16) yes
C34 . C35 . C30 . 124.43(17) yes
C34 . C35 . N3 . 111.16(16) yes
C30 . C35 . N3 . 124.39(17) yes
F2 . C36 . N4 . 113.98(17) yes
F2 . C36 . C37 . 116.85(18) yes
N4 . C36 . C37 . 129.17(19) yes
B2 . C37 . C36 . 124.36(17) yes
B2 . C37 . C38 . 122.71(16) yes
C36 . C37 . C38 . 112.73(18) yes
H38 . C38 . C37 . 119.1 no
H38 . C38 . C39 . 119.8 no
C37 . C38 . C39 . 121.11(19) yes
H39 . C39 . C38 . 120.6 no
H39 . C39 . C40 . 120.9 no
C38 . C39 . C40 . 118.53(19) yes
H40 . C40 . C39 . 118.7 no
H40 . C40 . N4 . 118.5 no
C39 . C40 . N4 . 122.79(19) yes
B2 . C41 . C42 . 123.54(17) yes
B2 . C41 . C46 . 119.43(17) yes
C42 . C41 . C46 . 117.00(18) yes
C41 . C42 . C43 . 120.4(2) yes
C41 . C42 . C47 . 122.51(18) yes
C43 . C42 . C47 . 117.13(19) yes
C42 . C43 . H43 . 119.7 no
C42 . C43 . C44 . 120.9(2) yes
H43 . C43 . C44 . 119.5 no
H44 . C44 . C43 . 120.5 no
H44 . C44 . C45 . 120.3 no
C43 . C44 . C45 . 119.2(2) yes
H45 . C45 . C44 . 120.0 no
H45 . C45 . C46 . 120.1 no
C44 . C45 . C46 . 119.9(2) yes
H46 . C46 . C41 . 118.6 no
H46 . C46 . C45 . 118.8 no
C41 . C46 . C45 . 122.6(2) yes
C42 . C47 . C48 . 120.73(19) yes
C42 . C47 . C52 . 120.2(2) yes
C48 . C47 . C52 . 119.1(2) yes
H48 . C48 . C47 . 119.6 no
H48 . C48 . C49 . 119.8 no
C47 . C48 . C49 . 120.6(2) yes
H49 . C49 . C48 . 120.4 no
H49 . C49 . C50 . 119.6 no
C48 . C49 . C50 . 119.9(2) yes
H50 . C50 . C49 . 120.3 no
H50 . C50 . C51 . 120.1 no
C49 . C50 . C51 . 119.7(2) yes
H51 . C51 . C50 . 119.6 no
H51 . C51 . C52 . 119.8 no
C50 . C51 . C52 . 120.5(2) yes
H52 . C52 . C51 . 120.0 no
H52 . C52 . C47 . 119.9 no
C51 . C52 . C47 . 120.2(2) 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
C27 . H27 . O2 4_475 163.81(6) 0.950 2.498 3.421(3) yes


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 16/09/13 at 09:26:18
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
RIDE C   (   1,X'S) H   (   1,X'S) 
RIDE C   (   2,X'S) H   (   2,X'S) 
RIDE C   (   3,X'S) H   (   3,X'S) 
RIDE C   (   5,X'S) H   (   5,X'S) 
RIDE C   (   6,X'S) H   (   6,X'S) 
RIDE C   (   7,X'S) H   (   7,X'S) 
RIDE C   (  12,X'S) H   (  12,X'S) 
RIDE C   (  13,X'S) H   (  13,X'S) 
RIDE C   (  14,X'S) H   (  14,X'S) 
RIDE C   (  17,X'S) H   (  17,X'S) 
RIDE C   (  18,X'S) H   (  18,X'S) 
RIDE C   (  19,X'S) H   (  19,X'S) 
RIDE C   (  20,X'S) H   (  20,X'S) 
RIDE C   (  22,X'S) H   (  22,X'S) 
RIDE C   (  23,X'S) H   (  23,X'S) 
RIDE C   (  24,X'S) H   (  24,X'S) 
RIDE C   (  25,X'S) H   (  25,X'S) 
RIDE C   (  26,X'S) H   (  26,X'S) 
RIDE C   (  27,X'S) H   (  27,X'S) 
RIDE C   (  28,X'S) H   (  28,X'S) 
RIDE C   (  29,X'S) H   (  29,X'S) 
RIDE C   (  31,X'S) H   (  31,X'S) 
RIDE C   (  32,X'S) H   (  32,X'S) 
RIDE C   (  33,X'S) H   (  33,X'S) 
RIDE C   (  38,X'S) H   (  38,X'S) 
RIDE C   (  39,X'S) H   (  39,X'S) 
RIDE C   (  40,X'S) H   (  40,X'S) 
RIDE C   (  43,X'S) H   (  43,X'S) 
RIDE C   (  44,X'S) H   (  44,X'S) 
RIDE C   (  45,X'S) H   (  45,X'S) 
RIDE C   (  46,X'S) H   (  46,X'S) 
RIDE C   (  48,X'S) H   (  48,X'S) 
RIDE C   (  49,X'S) H   (  49,X'S) 
RIDE C   (  50,X'S) H   (  50,X'S) 
RIDE C   (  51,X'S) H   (  51,X'S) 
RIDE C   (  52,X'S) H   (  52,X'S) 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 16/09/13 at 09:26:18
#
#LIST     16                                                                    
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
0 0 2 x .
_database_code_depnum_ccdc_archive 'CCDC 988296'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_pc_24_tric
_audit_creation_date             13-09-16
_audit_creation_method           CRYSTALS_ver_14.40

_oxford_structure_analysis_title 'a in P-1'
_chemical_name_systematic        ?
_chemical_melting_point          ?
#end of refcif 
_cell_length_a                   11.18331(13)
_cell_length_b                   12.02706(13)
_cell_length_c                   15.06878(16)
_cell_angle_alpha                91.5953(9)
_cell_angle_beta                 91.9937(9)
_cell_angle_gamma                96.6478(9)
_cell_volume                     2010.90(4)

_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'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C20 H20 B2 F2 N4 O2 
# Dc =      1.35 Fooo =    840.00 Mu =      1.00 M =    816.05
# Found Formula = C26 H18 B1 F1 N2 O1 
# Dc =      1.34 FOOO =    840.00 Mu =      0.88 M =    808.50

_chemical_formula_sum            'C26 H18 B1 F1 N2 O1'
_chemical_formula_moiety         'C26 H18 B1 F1 N2 O1'
_chemical_compound_source        ?
_chemical_formula_weight         404.25


_cell_measurement_reflns_used    31099
_cell_measurement_theta_min      2
_cell_measurement_theta_max      30
_cell_measurement_temperature    100

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_min          0.350
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_max          0.410

_exptl_crystal_density_diffrn    1.335
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             840
_exptl_absorpt_coefficient_mu    0.088

# Sheldrick geometric approximatio 0.97 0.97 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_absorpt_correction_T_min  0.78
_exptl_absorpt_correction_T_max  0.97
# For a Kappa CCD, set Tmin to 1.0 and 
# Tmax to the ratio of max:min frame scales in scale_all.log 
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'COLLECT (Nonius, 2001).'
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_reduction        'CrysAlis, (Oxford Diffraction, 2002)'
_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    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      100
_diffrn_reflns_number            61584
_reflns_number_total             12260
_diffrn_reflns_av_R_equivalents  0.019
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 12260 
# Theoretical number of reflections is about 24555 


_diffrn_reflns_theta_min         1.706
_diffrn_reflns_theta_max         30.507
_diffrn_measured_fraction_theta_max 1.000

_diffrn_reflns_theta_full        30.507
_diffrn_measured_fraction_theta_full 1.000


_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_reflns_limit_h_min              -15
_reflns_limit_h_max              15
_reflns_limit_k_min              -17
_reflns_limit_k_max              17
_reflns_limit_l_min              0
_reflns_limit_l_max              21

_oxford_diffrn_Wilson_B_factor   1.42
_oxford_diffrn_Wilson_scale      0.06

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

_refine_diff_density_min         -0.26
_refine_diff_density_max         0.46


# 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         12226
_refine_ls_number_restraints     0
_refine_ls_number_parameters     559
_oxford_refine_ls_R_factor_ref   0.0467
_refine_ls_wR_factor_ref         0.0789
_refine_ls_goodness_of_fit_ref   1.0000
_refine_ls_shift/su_max          0.0008178
_refine_ls_shift/su_mean         0.0000584


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        12226
_refine_ls_R_factor_all          0.0467
_refine_ls_wR_factor_all         0.0789

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                10932
_refine_ls_R_factor_gt           0.0420
_refine_ls_wR_factor_gt          0.0759

# 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: 
 586. 901. 448. 112. 
;

# 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
O1 O 0.58635(7) 0.26484(6) 0.67144(5) 0.0189 1.0000 Uani . . . . . .
O2 O 0.86289(7) 0.75988(6) 0.79059(5) 0.0176 1.0000 Uani . . . . . .
H7 H 0.5378 0.1579 0.5099 0.0284 1.0000 Uiso R . . . . .
H26 H 0.8112 0.1953 0.6894 0.0280 1.0000 Uiso R . . . . .
H27 H 0.9159 1.1093 0.8364 0.0239 1.0000 Uiso R . . . . .
H28 H 0.8709 1.1651 0.9813 0.0292 1.0000 Uiso R . . . . .
H29 H 0.8041 1.0331 1.0835 0.0289 1.0000 Uiso R . . . . .
H25 H 0.9060 0.1797 0.5544 0.0331 1.0000 Uiso R . . . . .
C22 C 0.94994(10) 0.44912(10) 0.68641(8) 0.0225 1.0000 Uani . . . . . .
C23 C 1.00599(11) 0.43959(11) 0.60586(8) 0.0280 1.0000 Uani . . . . . .
C24 C 0.98963(11) 0.33930(12) 0.55670(8) 0.0294 1.0000 Uani . . . . . .
C25 C 0.91719(11) 0.24843(11) 0.58794(8) 0.0273 1.0000 Uani . . . . . .
C26 C 0.86112(10) 0.25772(10) 0.66853(8) 0.0227 1.0000 Uani . . . . . .
F1 F 0.53804(6) 0.56739(6) 0.82873(5) 0.0244 1.0000 Uani . . . . . .
F2 F 1.06402(6) 1.08138(6) 0.72250(5) 0.0261 1.0000 Uani . . . . . .
H1 H 0.7095 0.6036 0.7286 0.0224 1.0000 Uiso R . . . . .
H2 H 0.7488 0.7084 0.6014 0.0276 1.0000 Uiso R . . . . .
H3 H 0.7112 0.6262 0.4602 0.0282 1.0000 Uiso R . . . . .
H5 H 0.6385 0.4342 0.3660 0.0309 1.0000 Uiso R . . . . .
H6 H 0.5640 0.2483 0.3738 0.0325 1.0000 Uiso R . . . . .
H12 H 0.3701 0.2528 0.7038 0.0261 1.0000 Uiso R . . . . .
H13 H 0.1777 0.3081 0.7263 0.0311 1.0000 Uiso R . . . . .
H14 H 0.1631 0.4827 0.7919 0.0317 1.0000 Uiso R . . . . .
H17 H 0.9842 0.3817 0.8753 0.0287 1.0000 Uiso R . . . . .
H18 H 0.9100 0.3915 1.0182 0.0316 1.0000 Uiso R . . . . .
H19 H 0.7016 0.3705 1.0367 0.0296 1.0000 Uiso R . . . . .
H20 H 0.5704 0.3573 0.9122 0.0258 1.0000 Uiso R . . . . .
H22 H 0.9615 0.5180 0.7197 0.0269 1.0000 Uiso R . . . . .
H23 H 1.0548 0.5023 0.5843 0.0345 1.0000 Uiso R . . . . .
H24 H 1.0288 0.3329 0.5021 0.0348 1.0000 Uiso R . . . . .
H31 H 0.7495 0.8132 1.1130 0.0354 1.0000 Uiso R . . . . .
H32 H 0.7361 0.6343 1.0519 0.0382 1.0000 Uiso R . . . . .
H33 H 0.7893 0.5963 0.9046 0.0302 1.0000 Uiso R . . . . .
H38 H 1.0757 0.7278 0.7776 0.0273 1.0000 Uiso R . . . . .
H39 H 1.2846 0.7481 0.7580 0.0324 1.0000 Uiso R . . . . .
H40 H 1.3796 0.9208 0.7193 0.0320 1.0000 Uiso R . . . . .
H43 H 0.5795 0.9942 0.5962 0.0275 1.0000 Uiso R . . . . .
H44 H 0.6761 0.9856 0.4617 0.0309 1.0000 Uiso R . . . . .
H45 H 0.8697 0.9285 0.4596 0.0272 1.0000 Uiso R . . . . .
H46 H 0.9675 0.8910 0.5925 0.0232 1.0000 Uiso R . . . . .
H48 H 0.6272 1.1071 0.7666 0.0249 1.0000 Uiso R . . . . .
H49 H 0.5042 1.1007 0.8894 0.0292 1.0000 Uiso R . . . . .
H50 H 0.4367 0.9287 0.9500 0.0276 1.0000 Uiso R . . . . .
H51 H 0.4942 0.7628 0.8890 0.0240 1.0000 Uiso R . . . . .
H52 H 0.6196 0.7692 0.7677 0.0207 1.0000 Uiso R . . . . .
B1 B 0.60125(10) 0.36658(9) 0.73385(7) 0.0163 1.0000 Uani . . . . . .
B2 B 0.90546(10) 0.87848(9) 0.76320(7) 0.0154 1.0000 Uani . . . . . .
N1 N 0.65067(8) 0.46154(7) 0.66359(6) 0.0153 1.0000 Uani . . . . . .
N2 N 0.33788(9) 0.52977(9) 0.81259(6) 0.0226 1.0000 Uani . . . . . .
N3 N 0.87909(8) 0.94682(7) 0.85404(6) 0.0152 1.0000 Uani . . . . . .
N4 N 1.23628(9) 1.00379(9) 0.71911(6) 0.0232 1.0000 Uani . . . . . .
C1 C 0.69415(9) 0.56883(9) 0.67128(7) 0.0185 1.0000 Uani . . . . . .
C2 C 0.71774(10) 0.63152(9) 0.59503(8) 0.0224 1.0000 Uani . . . . . .
C3 C 0.69670(10) 0.58279(10) 0.51126(8) 0.0230 1.0000 Uani . . . . . .
C4 C 0.65278(10) 0.46784(9) 0.50174(7) 0.0198 1.0000 Uani . . . . . .
C5 C 0.62601(11) 0.40199(11) 0.42230(7) 0.0255 1.0000 Uani . . . . . .
C6 C 0.58334(11) 0.29057(11) 0.42759(8) 0.0267 1.0000 Uani . . . . . .
C7 C 0.56618(11) 0.23546(10) 0.50914(8) 0.0234 1.0000 Uani . . . . . .
C8 C 0.59197(9) 0.29744(9) 0.58679(7) 0.0178 1.0000 Uani . . . . . .
C9 C 0.63229(9) 0.41216(9) 0.58123(7) 0.0162 1.0000 Uani . . . . . .
C10 C 0.44243(10) 0.49397(9) 0.79880(7) 0.0188 1.0000 Uani . . . . . .
C11 C 0.46699(9) 0.39453(9) 0.75741(7) 0.0174 1.0000 Uani . . . . . .
C12 C 0.36267(10) 0.32374(9) 0.73101(7) 0.0212 1.0000 Uani . . . . . .
C13 C 0.24830(10) 0.35618(11) 0.74442(8) 0.0255 1.0000 Uani . . . . . .
C14 C 0.24058(11) 0.45966(11) 0.78415(8) 0.0260 1.0000 Uani . . . . . .
C15 C 0.69560(10) 0.36193(8) 0.81670(7) 0.0172 1.0000 Uani . . . . . .
C16 C 0.82150(10) 0.36612(9) 0.80737(7) 0.0184 1.0000 Uani . . . . . .
C17 C 0.89981(11) 0.37729(10) 0.88264(8) 0.0237 1.0000 Uani . . . . . .
C18 C 0.85596(12) 0.38125(10) 0.96785(8) 0.0260 1.0000 Uani . . . . . .
C19 C 0.73274(12) 0.37166(10) 0.97883(7) 0.0245 1.0000 Uani . . . . . .
C20 C 0.65464(11) 0.36278(9) 0.90396(7) 0.0209 1.0000 Uani . . . . . .
C21 C 0.87673(9) 0.35794(9) 0.71879(7) 0.0188 1.0000 Uani . . . . . .
C27 C 0.88959(10) 1.05455(9) 0.87796(7) 0.0198 1.0000 Uani . . . . . .
C28 C 0.86222(11) 1.08769(10) 0.96469(8) 0.0235 1.0000 Uani . . . . . .
C29 C 0.82312(10) 1.00968(10) 1.02550(7) 0.0237 1.0000 Uani . . . . . .
C30 C 0.81126(10) 0.89443(10) 1.00131(7) 0.0210 1.0000 Uani . . . . . .
C31 C 0.77103(12) 0.80180(11) 1.05325(8) 0.0293 1.0000 Uani . . . . . .
C32 C 0.76377(13) 0.69527(11) 1.01624(8) 0.0316 1.0000 Uani . . . . . .
C33 C 0.79502(11) 0.67113(10) 0.92759(8) 0.0246 1.0000 Uani . . . . . .
C34 C 0.83390(9) 0.76021(9) 0.87645(7) 0.0176 1.0000 Uani . . . . . .
C35 C 0.84178(9) 0.86923(9) 0.91427(7) 0.0162 1.0000 Uani . . . . . .
C36 C 1.12010(10) 0.98740(9) 0.73183(7) 0.0191 1.0000 Uani . . . . . .
C37 C 1.04968(9) 0.88914(9) 0.75288(7) 0.0169 1.0000 Uani . . . . . .
C38 C 1.11581(10) 0.79842(10) 0.76267(8) 0.0219 1.0000 Uani . . . . . .
C39 C 1.23983(11) 0.80996(11) 0.75077(8) 0.0267 1.0000 Uani . . . . . .
C40 C 1.29551(10) 0.91318(11) 0.72863(8) 0.0263 1.0000 Uani . . . . . .
C41 C 0.83164(9) 0.91259(8) 0.67605(6) 0.0155 1.0000 Uani . . . . . .
C42 C 0.71257(9) 0.94138(8) 0.67496(7) 0.0159 1.0000 Uani . . . . . .
C43 C 0.65774(10) 0.97078(10) 0.59533(7) 0.0226 1.0000 Uani . . . . . .
C44 C 0.71525(11) 0.96645(11) 0.51515(7) 0.0259 1.0000 Uani . . . . . .
C45 C 0.83034(10) 0.93420(10) 0.51413(7) 0.0225 1.0000 Uani . . . . . .
C46 C 0.88741(9) 0.90999(9) 0.59373(7) 0.0186 1.0000 Uani . . . . . .
C47 C 0.63767(9) 0.93882(9) 0.75544(7) 0.0158 1.0000 Uani . . . . . .
C48 C 0.60142(10) 1.03726(9) 0.79172(7) 0.0205 1.0000 Uani . . . . . .
C49 C 0.52722(11) 1.03334(10) 0.86430(8) 0.0241 1.0000 Uani . . . . . .
C50 C 0.48744(10) 0.93124(10) 0.90064(7) 0.0227 1.0000 Uani . . . . . .
C51 C 0.52179(9) 0.83269(9) 0.86463(7) 0.0197 1.0000 Uani . . . . . .
C52 C 0.59629(9) 0.83670(9) 0.79227(7) 0.0171 1.0000 Uani . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          4.47(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
O1 . B1 . 1.5124(13) yes
O1 . C8 . 1.3463(12) yes
O2 . B2 . 1.5234(13) yes
O2 . C34 . 1.3447(12) yes
H7 . C7 . 0.950 no
H26 . C26 . 0.950 no
H27 . C27 . 0.950 no
H28 . C28 . 0.950 no
H29 . C29 . 0.950 no
H25 . C25 . 0.950 no
C22 . C23 . 1.3932(16) yes
C22 . H22 . 0.950 no
C22 . C21 . 1.4003(15) yes
C23 . C24 . 1.3882(19) yes
C23 . H23 . 0.950 no
C24 . C25 . 1.3866(18) yes
C24 . H24 . 0.950 no
C25 . C26 . 1.3936(16) yes
C26 . C21 . 1.3957(15) yes
F1 . C10 . 1.3609(12) yes
F2 . C36 . 1.3629(12) yes
H1 . C1 . 0.950 no
H2 . C2 . 0.950 no
H3 . C3 . 0.950 no
H5 . C5 . 0.950 no
H6 . C6 . 0.950 no
H12 . C12 . 0.950 no
H13 . C13 . 0.950 no
H14 . C14 . 0.950 no
H17 . C17 . 0.950 no
H18 . C18 . 0.950 no
H19 . C19 . 0.950 no
H20 . C20 . 0.950 no
H31 . C31 . 0.950 no
H32 . C32 . 0.950 no
H33 . C33 . 0.950 no
H38 . C38 . 0.950 no
H39 . C39 . 0.950 no
H40 . C40 . 0.950 no
H43 . C43 . 0.950 no
H44 . C44 . 0.950 no
H45 . C45 . 0.950 no
H46 . C46 . 0.950 no
H48 . C48 . 0.950 no
H49 . C49 . 0.950 no
H50 . C50 . 0.950 no
H51 . C51 . 0.950 no
H52 . C52 . 0.950 no
B1 . N1 . 1.6409(14) yes
B1 . C11 . 1.6251(16) yes
B1 . C15 . 1.6127(15) yes
B2 . N3 . 1.6303(14) yes
B2 . C37 . 1.6164(15) yes
B2 . C41 . 1.6148(15) yes
N1 . C1 . 1.3258(13) yes
N1 . C9 . 1.3594(12) yes
N2 . C10 . 1.3132(14) yes
N2 . C14 . 1.3467(16) yes
N3 . C27 . 1.3261(13) yes
N3 . C35 . 1.3610(12) yes
N4 . C36 . 1.3130(14) yes
N4 . C40 . 1.3476(16) yes
C1 . C2 . 1.4076(15) yes
C2 . C3 . 1.3779(16) yes
C3 . C4 . 1.4142(16) yes
C4 . C5 . 1.4203(15) yes
C4 . C9 . 1.4014(14) yes
C5 . C6 . 1.3749(18) yes
C6 . C7 . 1.4209(16) yes
C7 . C8 . 1.3733(14) yes
C8 . C9 . 1.4068(14) yes
C10 . C11 . 1.3933(14) yes
C11 . C12 . 1.4010(15) yes
C12 . C13 . 1.3993(16) yes
C13 . C14 . 1.3791(18) yes
C15 . C16 . 1.4152(15) yes
C15 . C20 . 1.4075(14) yes
C16 . C17 . 1.4024(15) yes
C16 . C21 . 1.4956(15) yes
C17 . C18 . 1.3918(17) yes
C18 . C19 . 1.3855(18) yes
C19 . C20 . 1.3964(16) yes
C27 . C28 . 1.4099(15) yes
C28 . C29 . 1.3755(17) yes
C29 . C30 . 1.4134(16) yes
C30 . C31 . 1.4189(16) yes
C30 . C35 . 1.4005(14) yes
C31 . C32 . 1.3755(19) yes
C32 . C33 . 1.4231(17) yes
C33 . C34 . 1.3756(14) yes
C34 . C35 . 1.4071(14) yes
C36 . C37 . 1.3929(14) yes
C37 . C38 . 1.3955(15) yes
C38 . C39 . 1.3962(16) yes
C39 . C40 . 1.3780(18) yes
C41 . C42 . 1.4139(14) yes
C41 . C46 . 1.4088(14) yes
C42 . C43 . 1.4012(14) yes
C42 . C47 . 1.4966(14) yes
C43 . C44 . 1.3910(16) yes
C44 . C45 . 1.3870(17) yes
C45 . C46 . 1.3929(15) yes
C47 . C48 . 1.3984(14) yes
C47 . C52 . 1.3982(14) yes
C48 . C49 . 1.3941(15) yes
C49 . C50 . 1.3906(16) yes
C50 . C51 . 1.3896(16) yes
C51 . C52 . 1.3936(14) 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
B1 . O1 . C8 . 109.73(8) yes
B2 . O2 . C34 . 110.18(8) yes
C23 . C22 . H22 . 119.8 no
C23 . C22 . C21 . 120.56(11) yes
H22 . C22 . C21 . 119.6 no
C22 . C23 . C24 . 120.21(11) yes
C22 . C23 . H23 . 119.8 no
C24 . C23 . H23 . 120.0 no
C23 . C24 . C25 . 119.81(11) yes
C23 . C24 . H24 . 120.0 no
C25 . C24 . H24 . 120.2 no
H25 . C25 . C24 . 119.9 no
H25 . C25 . C26 . 120.0 no
C24 . C25 . C26 . 120.08(12) yes
H26 . C26 . C25 . 119.7 no
H26 . C26 . C21 . 119.5 no
C25 . C26 . C21 . 120.81(11) yes
O1 . B1 . N1 . 98.99(7) yes
O1 . B1 . C11 . 107.21(8) yes
N1 . B1 . C11 . 105.40(8) yes
O1 . B1 . C15 . 115.51(8) yes
N1 . B1 . C15 . 111.39(8) yes
C11 . B1 . C15 . 116.51(8) yes
O2 . B2 . N3 . 99.24(7) yes
O2 . B2 . C37 . 108.34(8) yes
N3 . B2 . C37 . 107.94(8) yes
O2 . B2 . C41 . 111.83(8) yes
N3 . B2 . C41 . 114.32(8) yes
C37 . B2 . C41 . 114.04(8) yes
B1 . N1 . C1 . 134.43(9) yes
B1 . N1 . C9 . 106.29(8) yes
C1 . N1 . C9 . 119.14(9) yes
C10 . N2 . C14 . 115.47(10) yes
B2 . N3 . C27 . 133.84(9) yes
B2 . N3 . C35 . 107.04(8) yes
C27 . N3 . C35 . 119.10(9) yes
C36 . N4 . C40 . 115.38(10) yes
H1 . C1 . N1 . 119.8 no
H1 . C1 . C2 . 119.8 no
N1 . C1 . C2 . 120.37(10) yes
C1 . C2 . H2 . 119.6 no
C1 . C2 . C3 . 120.86(10) yes
H2 . C2 . C3 . 119.5 no
H3 . C3 . C2 . 120.2 no
H3 . C3 . C4 . 120.2 no
C2 . C3 . C4 . 119.59(10) yes
C3 . C4 . C5 . 128.47(10) yes
C3 . C4 . C9 . 115.54(10) yes
C5 . C4 . C9 . 115.99(10) yes
C4 . C5 . H5 . 120.4 no
C4 . C5 . C6 . 119.33(10) yes
H5 . C5 . C6 . 120.2 no
H6 . C6 . C5 . 118.2 no
H6 . C6 . C7 . 118.3 no
C5 . C6 . C7 . 123.55(10) yes
C6 . C7 . H7 . 120.9 no
C6 . C7 . C8 . 118.09(11) yes
H7 . C7 . C8 . 121.0 no
C7 . C8 . O1 . 129.53(10) yes
C7 . C8 . C9 . 118.26(10) yes
O1 . C8 . C9 . 112.20(9) yes
C8 . C9 . C4 . 124.73(10) yes
C8 . C9 . N1 . 110.80(9) yes
C4 . C9 . N1 . 124.46(10) yes
F1 . C10 . N2 . 113.40(10) yes
F1 . C10 . C11 . 117.47(9) yes
N2 . C10 . C11 . 129.12(10) yes
B1 . C11 . C10 . 124.20(9) yes
B1 . C11 . C12 . 122.63(9) yes
C10 . C11 . C12 . 112.98(10) yes
C11 . C12 . H12 . 119.3 no
C11 . C12 . C13 . 120.87(11) yes
H12 . C12 . C13 . 119.9 no
H13 . C13 . C12 . 120.7 no
H13 . C13 . C14 . 120.9 no
C12 . C13 . C14 . 118.44(11) yes
H14 . C14 . C13 . 118.6 no
H14 . C14 . N2 . 118.3 no
C13 . C14 . N2 . 123.07(11) yes
B1 . C15 . C16 . 123.28(9) yes
B1 . C15 . C20 . 119.77(9) yes
C16 . C15 . C20 . 116.75(10) yes
C15 . C16 . C17 . 120.29(10) yes
C15 . C16 . C21 . 122.42(9) yes
C17 . C16 . C21 . 117.29(10) yes
C16 . C17 . H17 . 119.3 no
C16 . C17 . C18 . 121.16(11) yes
H17 . C17 . C18 . 119.5 no
H18 . C18 . C17 . 120.3 no
H18 . C18 . C19 . 120.1 no
C17 . C18 . C19 . 119.58(11) yes
H19 . C19 . C18 . 120.4 no
H19 . C19 . C20 . 120.3 no
C18 . C19 . C20 . 119.35(10) yes
C15 . C20 . H20 . 118.5 no
C15 . C20 . C19 . 122.74(11) yes
H20 . C20 . C19 . 118.7 no
C16 . C21 . C22 . 120.66(10) yes
C16 . C21 . C26 . 120.75(10) yes
C22 . C21 . C26 . 118.53(10) yes
H27 . C27 . N3 . 119.7 no
H27 . C27 . C28 . 120.1 no
N3 . C27 . C28 . 120.17(10) yes
C27 . C28 . H28 . 119.5 no
C27 . C28 . C29 . 120.97(10) yes
H28 . C28 . C29 . 119.5 no
H29 . C29 . C28 . 120.2 no
H29 . C29 . C30 . 120.1 no
C28 . C29 . C30 . 119.74(10) yes
C29 . C30 . C31 . 128.41(11) yes
C29 . C30 . C35 . 115.36(10) yes
C31 . C30 . C35 . 116.22(10) yes
C30 . C31 . H31 . 120.4 no
C30 . C31 . C32 . 119.27(11) yes
H31 . C31 . C32 . 120.4 no
H32 . C32 . C31 . 118.1 no
H32 . C32 . C33 . 118.2 no
C31 . C32 . C33 . 123.78(11) yes
C32 . C33 . H33 . 121.2 no
C32 . C33 . C34 . 117.53(11) yes
H33 . C33 . C34 . 121.2 no
C33 . C34 . O2 . 128.86(10) yes
C33 . C34 . C35 . 118.77(10) yes
O2 . C34 . C35 . 112.31(9) yes
C34 . C35 . C30 . 124.41(10) yes
C34 . C35 . N3 . 110.89(9) yes
C30 . C35 . N3 . 124.66(10) yes
F2 . C36 . N4 . 113.44(10) yes
F2 . C36 . C37 . 117.64(9) yes
N4 . C36 . C37 . 128.92(10) yes
B2 . C37 . C36 . 124.25(9) yes
B2 . C37 . C38 . 122.54(9) yes
C36 . C37 . C38 . 113.21(10) yes
H38 . C38 . C37 . 119.4 no
H38 . C38 . C39 . 119.6 no
C37 . C38 . C39 . 120.97(11) yes
H39 . C39 . C38 . 120.6 no
H39 . C39 . C40 . 121.0 no
C38 . C39 . C40 . 118.36(11) yes
H40 . C40 . C39 . 118.5 no
H40 . C40 . N4 . 118.4 no
C39 . C40 . N4 . 123.15(11) yes
B2 . C41 . C42 . 125.03(9) yes
B2 . C41 . C46 . 118.19(9) yes
C42 . C41 . C46 . 116.74(9) yes
C41 . C42 . C43 . 120.09(9) yes
C41 . C42 . C47 . 123.17(9) yes
C43 . C42 . C47 . 116.70(9) yes
C42 . C43 . H43 . 119.2 no
C42 . C43 . C44 . 121.50(10) yes
H43 . C43 . C44 . 119.3 no
H44 . C44 . C43 . 120.2 no
H44 . C44 . C45 . 120.5 no
C43 . C44 . C45 . 119.31(10) yes
H45 . C45 . C44 . 120.3 no
H45 . C45 . C46 . 120.4 no
C44 . C45 . C46 . 119.37(10) yes
C41 . C46 . H46 . 118.5 no
C41 . C46 . C45 . 122.86(10) yes
H46 . C46 . C45 . 118.6 no
C42 . C47 . C48 . 120.85(9) yes
C42 . C47 . C52 . 120.28(9) yes
C48 . C47 . C52 . 118.75(9) yes
H48 . C48 . C47 . 119.8 no
H48 . C48 . C49 . 119.9 no
C47 . C48 . C49 . 120.37(10) yes
H49 . C49 . C48 . 119.9 no
H49 . C49 . C50 . 119.8 no
C48 . C49 . C50 . 120.24(10) yes
H50 . C50 . C49 . 120.1 no
H50 . C50 . C51 . 119.9 no
C49 . C50 . C51 . 119.95(10) yes
H51 . C51 . C50 . 120.1 no
H51 . C51 . C52 . 120.1 no
C50 . C51 . C52 . 119.78(10) yes
H52 . C52 . C47 . 119.5 no
H52 . C52 . C51 . 119.6 no
C47 . C52 . C51 . 120.89(10) 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
C1 . H1 . O2 . 133.51(3) 0.950 2.528 3.2562(16) yes
C48 . H48 . O1 1_565 150.26(3) 0.950 2.483 3.3417(16) yes


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 16/09/13 at 09:58:02
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
RIDE C   (  22,X'S) H   (  22,X'S) 
RIDE C   (  23,X'S) H   (  23,X'S) 
RIDE C   (  24,X'S) H   (  24,X'S) 
RIDE C   (  25,X'S) H   (  25,X'S) 
RIDE C   (  26,X'S) H   (  26,X'S) 
RIDE C   (   1,X'S) H   (   1,X'S) 
RIDE C   (   2,X'S) H   (   2,X'S) 
RIDE C   (   3,X'S) H   (   3,X'S) 
RIDE C   (   5,X'S) H   (   5,X'S) 
RIDE C   (   6,X'S) H   (   6,X'S) 
RIDE C   (   7,X'S) H   (   7,X'S) 
RIDE C   (  12,X'S) H   (  12,X'S) 
RIDE C   (  13,X'S) H   (  13,X'S) 
RIDE C   (  14,X'S) H   (  14,X'S) 
RIDE C   (  17,X'S) H   (  17,X'S) 
RIDE C   (  18,X'S) H   (  18,X'S) 
RIDE C   (  19,X'S) H   (  19,X'S) 
RIDE C   (  20,X'S) H   (  20,X'S) 
RIDE C   (  27,X'S) H   (  27,X'S) 
RIDE C   (  28,X'S) H   (  28,X'S) 
RIDE C   (  29,X'S) H   (  29,X'S) 
RIDE C   (  31,X'S) H   (  31,X'S) 
RIDE C   (  32,X'S) H   (  32,X'S) 
RIDE C   (  33,X'S) H   (  33,X'S) 
RIDE C   (  38,X'S) H   (  38,X'S) 
RIDE C   (  39,X'S) H   (  39,X'S) 
RIDE C   (  40,X'S) H   (  40,X'S) 
RIDE C   (  43,X'S) H   (  43,X'S) 
RIDE C   (  44,X'S) H   (  44,X'S) 
RIDE C   (  45,X'S) H   (  45,X'S) 
RIDE C   (  46,X'S) H   (  46,X'S) 
RIDE C   (  48,X'S) H   (  48,X'S) 
RIDE C   (  49,X'S) H   (  49,X'S) 
RIDE C   (  50,X'S) H   (  50,X'S) 
RIDE C   (  51,X'S) H   (  51,X'S) 
RIDE C   (  52,X'S) H   (  52,X'S) 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 16/09/13 at 09:58:02
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
_database_code_depnum_ccdc_archive 'CCDC 988297'
