# Supplementary Material (ESI) for Chemical Communications
# This journal is (c) The Royal Society of Chemistry 2007


data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182

_publ_contact_author_name        'A. Furstner'
_publ_contact_author_address     
;
Max-Planck-Institut fur Kohlenforschung
Kaiser-Wilhelm-Platz 1
Mulheim
D-45470
GERMANY
;

_publ_contact_author_email       FUERSTNER@MPI-MUELHEIM.MPG.DE

_publ_section_title              
;
Facile formation of iodocyclobutenes by a
ruthenium-catalyzed enyne cycloisomerization
;
loop_
_publ_author_name
'A. Furstner'
'C. Lehmann'
'Andreas Schlecker'

# Attachment 'IODCYCLOBUTENE-kristallographie.cif'

data_5709
_database_code_depnum_ccdc_archive 'CCDC 650426'

_audit_creation_date             2007-06-08
_audit_block_code                ?
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_compound_source        ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H12 I N O'
_chemical_formula_weight         325.14

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   Cc
_symmetry_Int_Tables_number      9

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

_cell_length_a                   24.4838(8)
_cell_length_b                   8.0709(3)
_cell_length_c                   12.1166(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.469(2)
_cell_angle_gamma                90.00
_cell_volume                     2318.38(14)
_cell_formula_units_Z            8
_cell_measurement_temperature    100
_cell_measurement_reflns_used    4568
_cell_measurement_theta_min      3.796
_cell_measurement_theta_max      63.35

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.072
_exptl_crystal_size_min          0.025
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.863
_exptl_crystal_density_method    none
_exptl_crystal_F_000             1264
_exptl_absorpt_coefficient_mu    21.516
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker AXS (2004)'
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?

_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         '0.2 x 2mm^2^ focus rotating anode'
_diffrn_radiation_monochromator  'focusing multilayer optic'
_diffrn_measurement_device_type  'Bruker AXS X8 Proteum'
_diffrn_measurement_method       'CCD \f- and \w-scans'
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9608
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_av_sigmaI/netI    0.0441
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.73
_diffrn_reflns_theta_max         63.26
_reflns_number_total             2821
_reflns_number_gt                2474
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'PROTEUM2 (Bruker AXS, 2004)'
_computing_cell_refinement       'PROTEUM2 (Bruker AXS, 2004)'
_computing_data_reduction        'SAINT software (Bruker AXS, 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'DIAMOND (Crystal Impact GbR, 2005)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0464P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     patterson
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack, H. D. (1983). Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.02900(10)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         2821
_refine_ls_number_parameters     290
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0321
_refine_ls_wR_factor_ref         0.0811
_refine_ls_wR_factor_gt          0.0776
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2858(3) -0.2212(8) 0.5092(6) 0.0167(15) Uani 1 1 d . . .
H1A H 0.2791 -0.2664 0.5788 0.020 Uiso 1 1 calc R . .
H1B H 0.2502 -0.1821 0.4614 0.020 Uiso 1 1 calc R . .
C2 C 0.3285(3) -0.0802(8) 0.5363(7) 0.0188(16) Uani 1 1 d . . .
H2 H 0.3333 -0.0259 0.4670 0.023 Uiso 1 1 calc R . .
C3 C 0.3303(3) 0.0448(9) 0.6331(7) 0.0218(17) Uani 1 1 d . . .
H3A H 0.3326 0.1599 0.6118 0.026 Uiso 1 1 calc R . .
H3B H 0.3016 0.0280 0.6747 0.026 Uiso 1 1 calc R . .
C4 C 0.3865(3) -0.0363(8) 0.6860(7) 0.0180(16) Uani 1 1 d . . .
C5 C 0.3826(3) -0.1500(7) 0.6060(6) 0.0148(15) Uani 1 1 d . . .
C6 C 0.4018(3) -0.3181(9) 0.5903(7) 0.0158(17) Uani 1 1 d . . .
C7 C 0.4519(3) -0.3871(9) 0.6570(6) 0.0197(17) Uani 1 1 d . . .
H7 H 0.4769 -0.3210 0.7090 0.024 Uiso 1 1 calc R . .
C8 C 0.4641(3) -0.5515(9) 0.6460(7) 0.0207(17) Uani 1 1 d . . .
H8 H 0.4977 -0.5962 0.6893 0.025 Uiso 1 1 calc R . .
C9 C 0.4255(3) -0.6518(9) 0.5687(7) 0.0196(19) Uani 1 1 d . . .
H9 H 0.4334 -0.7635 0.5618 0.024 Uiso 1 1 calc R . .
C10 C 0.3760(3) -0.5853(8) 0.5031(6) 0.0153(15) Uani 1 1 d . . .
H10 H 0.3505 -0.6528 0.4529 0.018 Uiso 1 1 calc R . .
C11 C 0.3641(3) -0.4186(9) 0.5116(6) 0.0160(15) Uani 1 1 d . . .
C12 C 0.2896(3) -0.3700(8) 0.3323(6) 0.0195(16) Uani 1 1 d . . .
C13 C 0.3223(4) -0.4615(10) 0.2663(9) 0.029(2) Uani 1 1 d . . .
H13A H 0.3571 -0.4987 0.3161 0.043 Uiso 1 1 calc R . .
H13B H 0.3304 -0.3903 0.2088 0.043 Uiso 1 1 calc R . .
H13C H 0.3010 -0.5554 0.2306 0.043 Uiso 1 1 calc R . .
O1 O 0.2422(2) -0.3098(6) 0.2863(5) 0.0251(12) Uani 1 1 d . . .
N1 N 0.3111(2) -0.3495(6) 0.4482(5) 0.0177(13) Uani 1 1 d . . .
I1 I 0.443871(17) 0.00622(5) 0.84438(3) 0.0214(2) Uani 1 1 d . . .
C1B C 0.2150(3) 0.2845(7) 0.4735(6) 0.0219(17) Uani 1 1 d . . .
H1B1 H 0.2500 0.3253 0.4602 0.026 Uiso 1 1 calc R . .
H1B2 H 0.2224 0.2400 0.5502 0.026 Uiso 1 1 calc R . .
C2B C 0.1714(3) 0.4212(8) 0.4569(7) 0.0191(17) Uani 1 1 d . . .
H2B H 0.1661 0.4756 0.3827 0.023 Uiso 1 1 calc R . .
C3B C 0.1697(3) 0.5480(9) 0.5545(7) 0.0238(18) Uani 1 1 d . . .
H3B1 H 0.1985 0.5311 0.6248 0.029 Uiso 1 1 calc R . .
H3B2 H 0.1671 0.6633 0.5312 0.029 Uiso 1 1 calc R . .
C4B C 0.1133(3) 0.4656(8) 0.5512(7) 0.0178(17) Uani 1 1 d . . .
C5B C 0.1177(3) 0.3494(8) 0.4734(6) 0.0185(16) Uani 1 1 d . . .
C6B C 0.0986(3) 0.1818(9) 0.4400(6) 0.0164(17) Uani 1 1 d . . .
C7B C 0.0494(3) 0.1094(9) 0.4562(7) 0.0200(17) Uani 1 1 d . . .
H7B H 0.0243 0.1727 0.4849 0.024 Uiso 1 1 calc R . .
C8B C 0.0377(3) -0.0546(9) 0.4303(7) 0.0195(17) Uani 1 1 d . . .
H8B H 0.0045 -0.1012 0.4401 0.023 Uiso 1 1 calc R . .
C9B C 0.0759(3) -0.1523(10) 0.3889(6) 0.0185(19) Uani 1 1 d . . .
H9B H 0.0680 -0.2634 0.3715 0.022 Uiso 1 1 calc R . .
C10B C 0.1246(3) -0.0828(8) 0.3745(6) 0.0142(15) Uani 1 1 d . . .
H10B H 0.1503 -0.1487 0.3494 0.017 Uiso 1 1 calc R . .
C11B C 0.1366(3) 0.0843(8) 0.3965(6) 0.0167(16) Uani 1 1 d . . .
C12B C 0.2120(3) 0.1326(8) 0.2948(6) 0.0194(16) Uani 1 1 d . . .
C13B C 0.1785(4) 0.0409(9) 0.1936(9) 0.026(2) Uani 1 1 d . . .
H13D H 0.1437 0.0037 0.2083 0.039 Uiso 1 1 calc R . .
H13E H 0.1997 -0.0530 0.1789 0.039 Uiso 1 1 calc R . .
H13F H 0.1705 0.1128 0.1285 0.039 Uiso 1 1 calc R . .
N1B N 0.1891(2) 0.1541(6) 0.3867(5) 0.0182(13) Uani 1 1 d . . .
O1B O 0.2590(2) 0.1927(6) 0.2964(5) 0.0264(12) Uani 1 1 d . . .
I2 I 0.056429(15) 0.50864(5) 0.65151(3) 0.0201(2) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.012(4) 0.022(3) 0.015(4) 0.000(3) 0.001(3) 0.006(3)
C2 0.019(4) 0.019(3) 0.017(4) 0.002(4) 0.002(3) 0.000(3)
C3 0.020(4) 0.020(3) 0.027(5) 0.001(4) 0.008(3) 0.002(3)
C4 0.016(4) 0.019(3) 0.014(4) 0.002(3) -0.004(3) -0.004(3)
C5 0.015(4) 0.013(3) 0.016(4) 0.004(3) 0.004(3) -0.004(3)
C6 0.022(4) 0.017(3) 0.010(4) 0.006(3) 0.007(3) -0.001(3)
C7 0.012(4) 0.032(4) 0.012(4) 0.000(4) -0.005(3) -0.005(3)
C8 0.019(4) 0.020(3) 0.020(4) 0.001(4) -0.001(3) 0.006(3)
C9 0.029(5) 0.014(4) 0.015(4) 0.000(4) 0.005(4) 0.006(3)
C10 0.025(4) 0.015(3) 0.007(4) -0.006(3) 0.007(3) -0.003(3)
C11 0.012(4) 0.022(3) 0.013(4) 0.005(3) 0.002(3) 0.002(3)
C12 0.027(4) 0.015(3) 0.018(4) 0.001(4) 0.008(3) -0.006(3)
C13 0.030(5) 0.028(4) 0.026(6) -0.003(4) 0.002(4) 0.005(4)
O1 0.026(3) 0.028(3) 0.015(3) 0.001(2) -0.006(2) 0.004(2)
N1 0.019(3) 0.018(3) 0.014(3) -0.002(3) 0.000(2) 0.003(2)
I1 0.0223(4) 0.0241(4) 0.0157(4) -0.0041(3) 0.0004(3) -0.0005(2)
C1B 0.028(4) 0.022(3) 0.013(4) -0.002(4) -0.001(3) -0.004(3)
C2B 0.024(4) 0.013(3) 0.019(5) 0.000(4) 0.002(4) -0.002(3)
C3B 0.025(4) 0.015(3) 0.026(5) 0.001(4) -0.005(3) -0.003(3)
C4B 0.013(4) 0.016(3) 0.025(5) -0.002(3) 0.006(3) 0.005(3)
C5B 0.019(4) 0.018(3) 0.015(4) 0.008(3) -0.001(3) 0.001(3)
C6B 0.022(4) 0.019(4) 0.004(4) 0.004(3) -0.004(3) -0.007(3)
C7B 0.020(4) 0.024(4) 0.016(4) -0.004(4) 0.005(3) 0.007(3)
C8B 0.017(4) 0.023(3) 0.016(4) -0.005(4) 0.000(3) -0.005(3)
C9B 0.022(5) 0.019(4) 0.009(4) -0.005(3) -0.008(3) -0.001(3)
C10B 0.018(4) 0.015(3) 0.007(4) -0.002(3) -0.002(3) 0.001(3)
C11B 0.017(4) 0.017(3) 0.012(4) 0.005(3) -0.003(3) 0.000(3)
C12B 0.018(4) 0.021(3) 0.015(4) 0.003(4) -0.004(3) 0.007(3)
C13B 0.031(5) 0.012(3) 0.031(6) -0.007(4) 0.001(4) 0.004(4)
N1B 0.019(3) 0.020(3) 0.016(3) -0.006(3) 0.004(3) -0.003(2)
O1B 0.027(3) 0.028(3) 0.028(3) -0.004(3) 0.014(3) -0.005(2)
I2 0.0220(4) 0.0214(4) 0.0165(4) -0.0014(3) 0.0038(3) 0.0017(3)

_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
C1 N1 1.494(8) . ?
C1 C2 1.524(9) . ?
C1 H1A 0.9700 . N
C1 H1B 0.9700 . N
C2 C5 1.494(9) . ?
C2 C3 1.539(11) . ?
C2 H2 0.9800 . N
C3 C4 1.514(9) . ?
C3 H3A 0.9700 . N
C3 H3B 0.9700 . N
C4 C5 1.321(9) . ?
C4 I1 2.105(7) . ?
C5 C6 1.464(9) . ?
C6 C7 1.403(10) . ?
C6 C11 1.407(10) . ?
C7 C8 1.375(10) . ?
C7 H7 0.9300 . N
C8 C9 1.408(10) . ?
C8 H8 0.9300 . N
C9 C10 1.382(10) . ?
C9 H9 0.9300 . N
C10 C11 1.387(10) . ?
C10 H10 0.9300 . N
C11 N1 1.444(8) . ?
C12 O1 1.253(8) . ?
C12 N1 1.381(8) . ?
C12 C13 1.465(11) . ?
C13 H13A 0.9600 . N
C13 H13B 0.9600 . N
C13 H13C 0.9600 . N
C1B N1B 1.510(8) . ?
C1B C2B 1.513(9) . ?
C1B H1B1 0.9700 . N
C1B H1B2 0.9700 . N
C2B C5B 1.496(9) . ?
C2B C3B 1.573(11) . ?
C2B H2B 0.9800 . N
C3B C4B 1.524(10) . ?
C3B H3B1 0.9700 . N
C3B H3B2 0.9700 . N
C4B C5B 1.352(9) . ?
C4B I2 2.094(7) . ?
C5B C6B 1.456(9) . ?
C6B C7B 1.396(10) . ?
C6B C11B 1.417(10) . ?
C7B C8B 1.374(10) . ?
C7B H7B 0.9300 . N
C8B C9B 1.408(10) . ?
C8B H8B 0.9300 . N
C9B C10B 1.369(10) . ?
C9B H9B 0.9300 . N
C10B C11B 1.392(10) . ?
C10B H10B 0.9300 . N
C11B N1B 1.436(8) . ?
C12B O1B 1.245(8) . ?
C12B N1B 1.376(9) . ?
C12B C13B 1.491(10) . ?
C13B H13D 0.9600 . N
C13B H13E 0.9600 . N
C13B H13F 0.9600 . N

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 106.1(5) . . ?
N1 C1 H1A 110.5 . . N
C2 C1 H1A 110.5 . . N
N1 C1 H1B 110.5 . . N
C2 C1 H1B 110.5 . . N
H1A C1 H1B 108.7 . . N
C5 C2 C1 107.7(5) . . ?
C5 C2 C3 87.9(5) . . ?
C1 C2 C3 122.7(6) . . ?
C5 C2 H2 111.9 . . N
C1 C2 H2 111.9 . . N
C3 C2 H2 111.9 . . N
C4 C3 C2 83.6(5) . . ?
C4 C3 H3A 114.7 . . N
C2 C3 H3A 114.7 . . N
C4 C3 H3B 114.7 . . N
C2 C3 H3B 114.7 . . N
H3A C3 H3B 111.8 . . N
C5 C4 C3 95.7(6) . . ?
C5 C4 I1 133.7(5) . . ?
C3 C4 I1 130.2(5) . . ?
C4 C5 C6 140.7(6) . . ?
C4 C5 C2 92.5(5) . . ?
C6 C5 C2 123.0(6) . . ?
C7 C6 C11 119.5(7) . . ?
C7 C6 C5 123.7(7) . . ?
C11 C6 C5 116.4(6) . . ?
C8 C7 C6 120.5(6) . . ?
C8 C7 H7 119.8 . . N
C6 C7 H7 119.8 . . N
C7 C8 C9 119.6(6) . . ?
C7 C8 H8 120.2 . . N
C9 C8 H8 120.2 . . N
C10 C9 C8 120.4(7) . . ?
C10 C9 H9 119.8 . . N
C8 C9 H9 119.8 . . N
C9 C10 C11 120.3(6) . . ?
C9 C10 H10 119.8 . . N
C11 C10 H10 119.8 . . N
C10 C11 C6 119.7(6) . . ?
C10 C11 N1 120.8(6) . . ?
C6 C11 N1 119.3(6) . . ?
O1 C12 N1 118.7(6) . . ?
O1 C12 C13 121.6(7) . . ?
N1 C12 C13 119.7(7) . . ?
C12 C13 H13A 109.5 . . N
C12 C13 H13B 109.5 . . N
H13A C13 H13B 109.5 . . N
C12 C13 H13C 109.5 . . N
H13A C13 H13C 109.5 . . N
H13B C13 H13C 109.5 . . N
C12 N1 C11 123.9(6) . . ?
C12 N1 C1 119.1(5) . . ?
C11 N1 C1 115.7(5) . . ?
N1B C1B C2B 104.9(5) . . ?
N1B C1B H1B1 110.8 . . N
C2B C1B H1B1 110.8 . . N
N1B C1B H1B2 110.8 . . N
C2B C1B H1B2 110.8 . . N
H1B1 C1B H1B2 108.8 . . N
C5B C2B C1B 108.3(5) . . ?
C5B C2B C3B 87.8(6) . . ?
C1B C2B C3B 121.7(6) . . ?
C5B C2B H2B 112.1 . . N
C1B C2B H2B 112.1 . . N
C3B C2B H2B 112.1 . . N
C4B C3B C2B 83.6(5) . . ?
C4B C3B H3B1 114.7 . . N
C2B C3B H3B1 114.7 . . N
C4B C3B H3B2 114.7 . . N
C2B C3B H3B2 114.7 . . N
H3B1 C3B H3B2 111.8 . . N
C5B C4B C3B 95.4(6) . . ?
C5B C4B I2 134.4(5) . . ?
C3B C4B I2 129.9(5) . . ?
C4B C5B C6B 139.7(7) . . ?
C4B C5B C2B 92.9(5) . . ?
C6B C5B C2B 123.7(6) . . ?
C7B C6B C11B 119.4(6) . . ?
C7B C6B C5B 125.3(7) . . ?
C11B C6B C5B 115.1(6) . . ?
C8B C7B C6B 120.6(7) . . ?
C8B C7B H7B 119.7 . . N
C6B C7B H7B 119.7 . . N
C7B C8B C9B 120.1(7) . . ?
C7B C8B H8B 119.9 . . N
C9B C8B H8B 119.9 . . N
C10B C9B C8B 119.6(7) . . ?
C10B C9B H9B 120.2 . . N
C8B C9B H9B 120.2 . . N
C9B C10B C11B 121.4(6) . . ?
C9B C10B H10B 119.3 . . N
C11B C10B H10B 119.3 . . N
C10B C11B C6B 118.8(6) . . ?
C10B C11B N1B 121.0(6) . . ?
C6B C11B N1B 119.9(6) . . ?
O1B C12B N1B 120.0(6) . . ?
O1B C12B C13B 121.5(7) . . ?
N1B C12B C13B 118.5(6) . . ?
C12B C13B H13D 109.5 . . N
C12B C13B H13E 109.5 . . N
H13D C13B H13E 109.5 . . N
C12B C13B H13F 109.5 . . N
H13D C13B H13F 109.5 . . N
H13E C13B H13F 109.5 . . N
C12B N1B C11B 124.8(5) . . ?
C12B N1B C1B 117.8(5) . . ?
C11B N1B C1B 116.3(5) . . ?

_diffrn_measured_fraction_theta_max 0.967
_diffrn_reflns_theta_full        63.26
_diffrn_measured_fraction_theta_full 0.967
_refine_diff_density_max         1.485
_refine_diff_density_min         -0.703
_refine_diff_density_rms         0.126