 
data_02src012
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C20 H33 N2, Br, O'
_chemical_formula_sum
 'C20 H33 Br N2 O'
_chemical_formula_weight          397.39
 
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'
 'Br'  'Br'  -0.2901   2.4595
 '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'
 
_symmetry_cell_setting            orthorhombic
_symmetry_space_group_name_H-M    Pbca
_symmetry_space_group_name_hall   '-P 2ac 2ab'
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x+1/2, -y, z+1/2'
 'x+1/2, -y+1/2, -z'
 '-x, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x-1/2, y, -z-1/2'
 '-x-1/2, y-1/2, z'
 'x, -y-1/2, z-1/2'
 
_cell_length_a                    16.6539(4)
_cell_length_b                    8.8554(2)
_cell_length_c                    56.7289(17)
_cell_angle_alpha                 90.00
_cell_angle_beta                  90.00
_cell_angle_gamma                 90.00
_cell_volume                      8366.2(4)
_cell_formula_units_Z             8
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     9012
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        plate
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.50
_exptl_crystal_size_mid           0.40
_exptl_crystal_size_min           0.06
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     0.631
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              1680
_exptl_absorpt_coefficient_mu     0.987
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.6381
_exptl_absorpt_correction_T_max   0.9432
_exptl_absorpt_process_details    'SORTAV (R.H.Blessing, 1995,1997)'
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       120(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'Enraf Nonius FR591 rotating anode'
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Enraf Nonius KappaCCD area detector'
_diffrn_measurement_method        'ω and φ scans to fill Ewald sphere'
_diffrn_detector_area_resol_mean  '9.091 pixels/mm'
_diffrn_standards_number          'n/a'
_diffrn_standards_interval_count  'n/a'
_diffrn_standards_interval_time   'n/a'
_diffrn_standards_decay_%         'n/a'
_diffrn_reflns_number             10311
_diffrn_reflns_av_R_equivalents   0.0702
_diffrn_reflns_av_sigmaI/netI     0.0889
_diffrn_reflns_limit_h_min        -18
_diffrn_reflns_limit_h_max        20
_diffrn_reflns_limit_k_min        -9
_diffrn_reflns_limit_k_max        11
_diffrn_reflns_limit_l_min        -61
_diffrn_reflns_limit_l_max        69
_diffrn_reflns_theta_min          3.12
_diffrn_reflns_theta_max          27.48
_reflns_number_total              3490
_reflns_number_gt                 2185
_reflns_threshold_expression      >2σ(I)
 
_computing_data_collection        
;
'DENZO (Otwinowski and Minor, 1997) & COLLECT (Hooft, 1998) '
;
_computing_cell_refinement        'DENZO and COLLECT'
_computing_data_reduction         'DENZO and COLLECT'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 2008)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 2008)' 
_computing_molecular_graphics     'PLATON (Watkin, Pearce 1995)'
_computing_publication_material   SHELXL-97
 
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
 
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
 'calc w=1/[σ²(Fo²)+(0.0770P)²+0.7490P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        ?
_refine_ls_number_reflns          3490
_refine_ls_number_parameters      376
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.1076
_refine_ls_R_factor_gt            0.0560
_refine_ls_wR_factor_ref          0.1488
_refine_ls_wR_factor_gt           0.1272
_refine_ls_goodness_of_fit_ref    1.026
_refine_ls_restrained_S_all       1.026
_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 0.7720(4) 0.3372(10) 0.55386(16) 0.030(3) Uani 0.50 1 d P . .
H1'1 H 0.8148 0.4039 0.5482 0.044 Uiso 0.50 1 calc PR . .
H1'2 H 0.7252 0.3978 0.5583 0.044 Uiso 0.50 1 calc PR . .
H1'3 H 0.7569 0.2665 0.5413 0.044 Uiso 0.50 1 calc PR . .
C1 C 0.0449(4) 0.2768(10) 0.51517(14) 0.025(3) Uani 0.50 1 d P . .
H1A H -0.0011 0.2267 0.5226 0.038 Uiso 0.50 1 calc PR . .
H1B H 0.0493 0.2442 0.4987 0.038 Uiso 0.50 1 calc PR . .
H1C H 0.0373 0.3865 0.5157 0.038 Uiso 0.50 1 calc PR . .
C2 C 0.1249(4) 0.1523(10) 0.54635(17) 0.023(3) Uani 0.50 1 d P . .
H2 H 0.0810 0.1033 0.5538 0.027 Uiso 0.50 1 calc PR . .
C2' C 0.87591(12) 0.2343(3) 0.58078(5) 0.023(3) Uani 0.50 1 d P . .
H2' H 0.9204 0.2787 0.5729 0.027 Uiso 0.50 1 calc PR . .
C3 C 0.19323(12) 0.2835(3) 0.52158(5) 0.017(2) Uani 0.50 1 d PR . .
C4 C 0.22297(12) 0.3733(3) 0.50348(5) 0.0248(18) Uani 0.50 1 d PR . .
H4 H 0.1873 0.4155 0.4922 0.030 Uiso 0.50 1 d PR . .
C5 C 0.30492(12) 0.4013(3) 0.50188(5) 0.0262(18) Uani 0.50 1 d PR . .
H5 H 0.3252 0.4626 0.4895 0.031 Uiso 0.50 1 calc PR . .
C6 C 0.35712(12) 0.3395(3) 0.51838(5) 0.0262(18) Uani 0.50 1 d PR . .
H6 H 0.4131 0.3586 0.5173 0.031 Uiso 0.50 1 calc PR . .
C7 C 0.32739(12) 0.2497(3) 0.53648(5) 0.0248(18) Uani 0.50 1 d PR . .
H7 H 0.3631 0.2074 0.5478 0.030 Uiso 0.50 1 calc PR . .
C8 C 0.24544(12) 0.2217(3) 0.53808(5) 0.016(2) Uani 0.50 1 d PR . .
C3' C 0.75283(12) 0.1748(3) 0.58971(5) 0.0193(18) Uani 0.50 1 d PR . .
C4' C 0.67069(12) 0.1513(3) 0.59202(5) 0.033(3) Uani 0.50 1 d PR . .
H4' H 0.6345 0.1974 0.5813 0.040 Uiso 0.50 1 calc PR . .
C5' C 0.64153(12) 0.0603(3) 0.61006(5) 0.027(3) Uani 0.50 1 d PR . .
H5' H 0.5854 0.0443 0.6116 0.033 Uiso 0.50 1 calc PR . .
C6' C 0.69452(12) -0.0071(3) 0.62579(5) 0.030(3) Uani 0.50 1 d PR . .
H6' H 0.6746 -0.0693 0.6381 0.036 Uiso 0.50 1 calc PR . .
C7' C 0.77666(12) 0.0164(3) 0.62349(5) 0.024(2) Uani 0.50 1 d PR . .
H7' H 0.8129 -0.0297 0.6342 0.029 Uiso 0.50 1 calc PR . .
C8' C 0.80582(12) 0.1073(3) 0.60544(5) 0.0193(18) Uani 0.50 1 d PR . .
C9' C 0.95729(12) 0.1036(3) 0.61082(5) 0.020(3) Uani 0.50 1 d PR . .
H9'1 H 1.0024 0.1232 0.5999 0.024 Uiso 0.50 1 calc PR . .
H9'2 H 0.9560 -0.0063 0.6141 0.024 Uiso 0.50 1 calc PR . .
C9 C 0.2266(4) 0.0649(10) 0.57505(16) 0.024(3) Uani 0.50 1 d P . .
H9A H 0.2745 0.0030 0.5713 0.029 Uiso 0.50 1 calc PR . .
H9B H 0.1836 -0.0040 0.5805 0.029 Uiso 0.50 1 calc PR . .
C10 C 0.2471(4) 0.1744(9) 0.59455(16) 0.020(2) Uani 0.50 1 d P . .
H10A H 0.2013 0.2441 0.5970 0.024 Uiso 0.50 1 calc PR . .
H10B H 0.2942 0.2355 0.5898 0.024 Uiso 0.50 1 calc PR . .
C10' C 0.9722(4) 0.1858(10) 0.63335(14) 0.021(2) Uani 0.50 1 d P . .
H10C H 0.9363 0.1459 0.6458 0.026 Uiso 0.50 1 calc PR . .
H10D H 0.9601 0.2944 0.6312 0.026 Uiso 0.50 1 calc PR . .
C11 C 0.2657(4) 0.0932(9) 0.61750(15) 0.017(2) Uani 0.50 1 d P . .
H11A H 0.2186 0.0313 0.6220 0.021 Uiso 0.50 1 calc PR . .
H11B H 0.3114 0.0237 0.6149 0.021 Uiso 0.50 1 calc PR . .
C11' C 1.0590(4) 0.1673(10) 0.64097(15) 0.023(2) Uani 0.50 1 d P . .
H11C H 1.0944 0.2143 0.6290 0.028 Uiso 0.50 1 calc PR . .
H11D H 1.0721 0.0584 0.6417 0.028 Uiso 0.50 1 calc PR . .
C12 C 0.2862(4) 0.1977(10) 0.63773(17) 0.023(3) Uani 0.50 1 d P . .
H12A H 0.2444 0.2768 0.6389 0.028 Uiso 0.50 1 calc PR . .
H12B H 0.3379 0.2484 0.6343 0.028 Uiso 0.50 1 calc PR . .
C12' C 1.0755(4) 0.2392(9) 0.66498(17) 0.024(3) Uani 0.50 1 d P . .
H12C H 1.1339 0.2589 0.6662 0.028 Uiso 0.50 1 calc PR . .
H12D H 1.0478 0.3380 0.6656 0.028 Uiso 0.50 1 calc PR . .
C13' C 1.0500(4) 0.1482(11) 0.68611(17) 0.027(3) Uani 0.50 1 d P . .
H13A H 1.0800 0.0517 0.6863 0.032 Uiso 0.50 1 calc PR . .
H13B H 0.9921 0.1241 0.6847 0.032 Uiso 0.50 1 calc PR . .
C13 C 0.2928(4) 0.1170(10) 0.66127(17) 0.019(2) Uani 0.50 1 d P . .
H13C H 0.2429 0.0585 0.6639 0.023 Uiso 0.50 1 calc PR . .
H13D H 0.3378 0.0441 0.6604 0.023 Uiso 0.50 1 calc PR . .
C14 C 0.3061(4) 0.2178(10) 0.68225(17) 0.019(2) Uani 0.50 1 d P . .
H14A H 0.2654 0.2993 0.6821 0.023 Uiso 0.50 1 calc PR . .
H14B H 0.3597 0.2655 0.6809 0.023 Uiso 0.50 1 calc PR . .
C14' C 1.0644(4) 0.2304(10) 0.70893(17) 0.029(3) Uani 0.50 1 d P . .
H14C H 1.0306 0.3224 0.7090 0.035 Uiso 0.50 1 calc PR . .
H14D H 1.1212 0.2638 0.7092 0.035 Uiso 0.50 1 calc PR . .
C15' C 1.0477(4) 0.1426(11) 0.73141(17) 0.026(3) Uani 0.50 1 d P . .
H15A H 0.9917 0.1056 0.7310 0.031 Uiso 0.50 1 calc PR . .
H15B H 1.0835 0.0533 0.7319 0.031 Uiso 0.50 1 calc PR . .
C15 C 0.3010(4) 0.1349(10) 0.70560(17) 0.023(2) Uani 0.50 1 d P . .
H15C H 0.2482 0.0840 0.7066 0.028 Uiso 0.50 1 calc PR . .
H15D H 0.3429 0.0554 0.7059 0.028 Uiso 0.50 1 calc PR . .
C16' C 1.0598(4) 0.2330(10) 0.75353(17) 0.025(3) Uani 0.50 1 d P . .
H16A H 1.1155 0.2721 0.7537 0.030 Uiso 0.50 1 calc PR . .
H16B H 1.0232 0.3210 0.7532 0.030 Uiso 0.50 1 calc PR . .
C16 C 0.3113(4) 0.2328(10) 0.72698(18) 0.022(3) Uani 0.50 1 d P . .
H16C H 0.2718 0.3164 0.7263 0.027 Uiso 0.50 1 calc PR . .
H16D H 0.3657 0.2779 0.7268 0.027 Uiso 0.50 1 calc PR . .
C17 C 0.3000(4) 0.1465(11) 0.74981(17) 0.026(3) Uani 0.50 1 d P . .
H17A H 0.2459 0.1004 0.7498 0.031 Uiso 0.50 1 calc PR . .
H17B H 0.3398 0.0635 0.7504 0.031 Uiso 0.50 1 calc PR . .
C17' C 1.0453(4) 0.1458(11) 0.77574(18) 0.027(3) Uani 0.50 1 d P . .
H17C H 0.9906 0.1023 0.7751 0.032 Uiso 0.50 1 calc PR . .
H17D H 1.0838 0.0608 0.7764 0.032 Uiso 0.50 1 calc PR . .
C18 C 0.3091(4) 0.2424(11) 0.77163(19) 0.032(3) Uani 0.50 1 d P . .
H18A H 0.2706 0.3273 0.7707 0.039 Uiso 0.50 1 calc PR . .
H18B H 0.3639 0.2860 0.7718 0.039 Uiso 0.50 1 calc PR . .
C18' C 1.0532(4) 0.2369(10) 0.79785(19) 0.033(3) Uani 0.50 1 d P . .
H18C H 1.0154 0.3229 0.7969 0.040 Uiso 0.50 1 calc PR . .
H18D H 1.1082 0.2791 0.7984 0.040 Uiso 0.50 1 calc PR . .
C19' C 1.0375(4) 0.1527(12) 0.82102(19) 0.037(3) Uani 0.50 1 d P . .
H19A H 0.9841 0.1036 0.8202 0.044 Uiso 0.50 1 calc PR . .
H19B H 1.0783 0.0723 0.8230 0.044 Uiso 0.50 1 calc PR . .
C19 C 0.2956(4) 0.1588(11) 0.79465(16) 0.029(3) Uani 0.50 1 d P . .
H19C H 0.2415 0.1128 0.7943 0.035 Uiso 0.50 1 calc PR . .
H19D H 0.3352 0.0758 0.7958 0.035 Uiso 0.50 1 calc PR . .
C20' C 1.0400(5) 0.2551(12) 0.84209(19) 0.055(3) Uani 0.50 1 d P . .
H20A H 1.0938 0.2987 0.8436 0.082 Uiso 0.50 1 calc PR . .
H20B H 1.0272 0.1972 0.8563 0.082 Uiso 0.50 1 calc PR . .
H20C H 1.0006 0.3363 0.8401 0.082 Uiso 0.50 1 calc PR . .
C20 C 0.3026(4) 0.2564(10) 0.81634(17) 0.034(3) Uani 0.50 1 d P . .
H20D H 0.3563 0.3017 0.8169 0.051 Uiso 0.50 1 calc PR . .
H20E H 0.2940 0.1944 0.8304 0.051 Uiso 0.50 1 calc PR . .
H20F H 0.2620 0.3365 0.8157 0.051 Uiso 0.50 1 calc PR . .
N1' N 0.8005(3) 0.2529(8) 0.57427(12) 0.023(2) Uani 0.50 1 d P . .
N1 N 0.1184(3) 0.2364(8) 0.52785(14) 0.018(2) Uani 0.50 1 d P . .
N2 N 0.1997(3) 0.1427(8) 0.55360(13) 0.019(2) Uani 0.50 1 d P . .
N2' N 0.8821(3) 0.1475(7) 0.59935(12) 0.021(2) Uani 0.50 1 d P . .
Br1 Br 0.05587(4) 0.06289(10) 0.079728(17) 0.0282(3) Uani 0.50 1 d P . .
Br2 Br 0.55980(4) 0.05386(10) 0.047662(16) 0.0268(3) Uani 0.50 1 d P . .
O1 O 0.5708(3) 0.0729(6) 0.53956(10) 0.0289(17) Uani 0.50 1 d P . .
O2 O 0.4486(3) 0.3062(7) 0.59209(11) 0.0391(18) Uani 0.50 1 d P . .
 
 
_geom_special_details
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
C1' N1' 1.456(9) . ?
C1' H1'1 0.9800 . ?
C1' H1'2 0.9800 . ?
C1' H1'3 0.9800 . ?
C1 N1 1.464(8) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 N1 1.292(9) . ?
C2 N2 1.314(8) . ?
C2 H2 0.9500 . ?
C2' N2' 1.308(7) . ?
C2' N1' 1.320(6) . ?
C2' H2' 0.9500 . ?
C3 N1 1.361(6) . ?
C3 C4 1.3899 . ?
C3 C8 1.3901 . ?
C4 C5 1.3900 . ?
C4 H4 0.9500 . ?
C5 C6 1.3900 . ?
C5 H5 0.9500 . ?
C6 C7 1.3900 . ?
C6 H6 0.9500 . ?
C7 C8 1.3900 . ?
C7 H7 0.9500 . ?
C8 N2 1.358(7) . ?
C3' N1' 1.369(7) . ?
C3' C4' 1.3900 . ?
C3' C8' 1.3901 . ?
C4' C5' 1.3900 . ?
C4' H4' 0.9500 . ?
C5' C6' 1.3900 . ?
C5' H5' 0.9500 . ?
C6' C7' 1.3900 . ?
C6' H6' 0.9500 . ?
C7' C8' 1.3900 . ?
C7' H7' 0.9500 . ?
C8' N2' 1.363(6) . ?
C9' N2' 1.464(6) . ?
C9' C10' 1.492(8) . ?
C9' H9'1 0.9900 . ?
C9' H9'2 0.9900 . ?
C9 N2 1.469(9) . ?
C9 C10 1.511(10) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.519(10) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10' C11' 1.517(8) . ?
C10' H10C 0.9900 . ?
C10' H10D 0.9900 . ?
C11 C12 1.514(10) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11' C12' 1.529(11) . ?
C11' H11C 0.9900 . ?
C11' H11D 0.9900 . ?
C12 C13 1.519(11) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12' C13' 1.506(11) . ?
C12' H12C 0.9900 . ?
C12' H12D 0.9900 . ?
C13' C14' 1.505(11) . ?
C13' H13A 0.9900 . ?
C13' H13B 0.9900 . ?
C13 C14 1.504(10) . ?
C13 H13C 0.9900 . ?
C13 H13D 0.9900 . ?
C14 C15 1.517(10) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14' C15' 1.519(11) . ?
C14' H14C 0.9900 . ?
C14' H14D 0.9900 . ?
C15' C16' 1.502(11) . ?
C15' H15A 0.9900 . ?
C15' H15B 0.9900 . ?
C15 C16 1.501(11) . ?
C15 H15C 0.9900 . ?
C15 H15D 0.9900 . ?
C16' C17' 1.498(11) . ?
C16' H16A 0.9900 . ?
C16' H16B 0.9900 . ?
C16 C17 1.515(10) . ?
C16 H16C 0.9900 . ?
C16 H16D 0.9900 . ?
C17 C18 1.509(11) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17' C18' 1.497(11) . ?
C17' H17C 0.9900 . ?
C17' H17D 0.9900 . ?
C18 C19 1.518(11) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18' C19' 1.534(11) . ?
C18' H18C 0.9900 . ?
C18' H18D 0.9900 . ?
C19' C20' 1.501(12) . ?
C19' H19A 0.9900 . ?
C19' H19B 0.9900 . ?
C19 C20 1.508(11) . ?
C19 H19C 0.9900 . ?
C19 H19D 0.9900 . ?
C20' H20A 0.9800 . ?
C20' H20B 0.9800 . ?
C20' H20C 0.9800 . ?
C20 H20D 0.9800 . ?
C20 H20E 0.9800 . ?
C20 H20F 0.9800 . ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
N1' C1' H1'1 109.5 . . ?
N1' C1' H1'2 109.5 . . ?
H1'1 C1' H1'2 109.5 . . ?
N1' C1' H1'3 109.5 . . ?
H1'1 C1' H1'3 109.5 . . ?
H1'2 C1' H1'3 109.5 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 N2 111.7(7) . . ?
N1 C2 H2 124.1 . . ?
N2 C2 H2 124.1 . . ?
N2' C2' N1' 111.9(4) . . ?
N2' C2' H2' 124.0 . . ?
N1' C2' H2' 124.0 . . ?
N1 C3 C4 134.0(4) . . ?
N1 C3 C8 106.0(4) . . ?
C4 C3 C8 120.0 . . ?
C3 C4 C5 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 120.0 . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C7 120.0 . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C6 C7 C8 120.0 . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
N2 C8 C7 133.2(3) . . ?
N2 C8 C3 106.8(3) . . ?
C7 C8 C3 120.0 . . ?
N1' C3' C4' 134.9(3) . . ?
N1' C3' C8' 105.1(3) . . ?
C4' C3' C8' 120.0 . . ?
C3' C4' C5' 120.0 . . ?
C3' C4' H4' 120.0 . . ?
C5' C4' H4' 120.0 . . ?
C4' C5' C6' 120.0 . . ?
C4' C5' H5' 120.0 . . ?
C6' C5' H5' 120.0 . . ?
C7' C6' C5' 120.0 . . ?
C7' C6' H6' 120.0 . . ?
C5' C6' H6' 120.0 . . ?
C6' C7' C8' 120.0 . . ?
C6' C7' H7' 120.0 . . ?
C8' C7' H7' 120.0 . . ?
N2' C8' C7' 131.6(3) . . ?
N2' C8' C3' 108.4(3) . . ?
C7' C8' C3' 120.0 . . ?
N2' C9' C10' 113.2(4) . . ?
N2' C9' H9'1 108.9 . . ?
C10' C9' H9'1 108.9 . . ?
N2' C9' H9'2 108.9 . . ?
C10' C9' H9'2 108.9 . . ?
H9'1 C9' H9'2 107.8 . . ?
N2 C9 C10 112.0(7) . . ?
N2 C9 H9A 109.2 . . ?
C10 C9 H9A 109.2 . . ?
N2 C9 H9B 109.2 . . ?
C10 C9 H9B 109.2 . . ?
H9A C9 H9B 107.9 . . ?
C9 C10 C11 111.7(7) . . ?
C9 C10 H10A 109.3 . . ?
C11 C10 H10A 109.3 . . ?
C9 C10 H10B 109.3 . . ?
C11 C10 H10B 109.3 . . ?
H10A C10 H10B 107.9 . . ?
C9' C10' C11' 110.5(6) . . ?
C9' C10' H10C 109.5 . . ?
C11' C10' H10C 109.5 . . ?
C9' C10' H10D 109.6 . . ?
C11' C10' H10D 109.5 . . ?
H10C C10' H10D 108.1 . . ?
C12 C11 C10 114.0(7) . . ?
C12 C11 H11A 108.8 . . ?
C10 C11 H11A 108.8 . . ?
C12 C11 H11B 108.8 . . ?
C10 C11 H11B 108.8 . . ?
H11A C11 H11B 107.7 . . ?
C10' C11' C12' 112.4(6) . . ?
C10' C11' H11C 109.1 . . ?
C12' C11' H11C 109.1 . . ?
C10' C11' H11D 109.1 . . ?
C12' C11' H11D 109.1 . . ?
H11C C11' H11D 107.9 . . ?
C11 C12 C13 113.3(7) . . ?
C11 C12 H12A 108.9 . . ?
C13 C12 H12A 108.9 . . ?
C11 C12 H12B 108.9 . . ?
C13 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C13' C12' C11' 115.8(7) . . ?
C13' C12' H12C 108.3 . . ?
C11' C12' H12C 108.3 . . ?
C13' C12' H12D 108.3 . . ?
C11' C12' H12D 108.3 . . ?
H12C C12' H12D 107.4 . . ?
C12' C13' C14' 112.4(7) . . ?
C12' C13' H13A 109.1 . . ?
C14' C13' H13A 109.1 . . ?
C12' C13' H13B 109.1 . . ?
C14' C13' H13B 109.1 . . ?
H13A C13' H13B 107.9 . . ?
C14 C13 C12 115.3(7) . . ?
C14 C13 H13C 108.5 . . ?
C12 C13 H13C 108.5 . . ?
C14 C13 H13D 108.5 . . ?
C12 C13 H13D 108.5 . . ?
H13C C13 H13D 107.5 . . ?
C13 C14 C15 113.3(7) . . ?
C13 C14 H14A 108.9 . . ?
C15 C14 H14A 108.9 . . ?
C13 C14 H14B 108.9 . . ?
C15 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
C13' C14' C15' 116.4(7) . . ?
C13' C14' H14C 108.2 . . ?
C15' C14' H14C 108.2 . . ?
C13' C14' H14D 108.2 . . ?
C15' C14' H14D 108.2 . . ?
H14C C14' H14D 107.3 . . ?
C16' C15' C14' 113.8(8) . . ?
C16' C15' H15A 108.8 . . ?
C14' C15' H15A 108.8 . . ?
C16' C15' H15B 108.8 . . ?
C14' C15' H15B 108.8 . . ?
H15A C15' H15B 107.7 . . ?
C16 C15 C14 114.8(7) . . ?
C16 C15 H15C 108.6 . . ?
C14 C15 H15C 108.6 . . ?
C16 C15 H15D 108.6 . . ?
C14 C15 H15D 108.6 . . ?
H15C C15 H15D 107.5 . . ?
C17' C16' C15' 113.9(7) . . ?
C17' C16' H16A 108.8 . . ?
C15' C16' H16A 108.8 . . ?
C17' C16' H16B 108.8 . . ?
C15' C16' H16B 108.8 . . ?
H16A C16' H16B 107.7 . . ?
C15 C16 C17 112.6(7) . . ?
C15 C16 H16C 109.1 . . ?
C17 C16 H16C 109.1 . . ?
C15 C16 H16D 109.1 . . ?
C17 C16 H16D 109.1 . . ?
H16C C16 H16D 107.8 . . ?
C18 C17 C16 113.9(8) . . ?
C18 C17 H17A 108.8 . . ?
C16 C17 H17A 108.8 . . ?
C18 C17 H17B 108.8 . . ?
C16 C17 H17B 108.8 . . ?
H17A C17 H17B 107.7 . . ?
C18' C17' C16' 114.4(8) . . ?
C18' C17' H17C 108.7 . . ?
C16' C17' H17C 108.7 . . ?
C18' C17' H17D 108.7 . . ?
C16' C17' H17D 108.7 . . ?
H17C C17' H17D 107.6 . . ?
C17 C18 C19 114.6(8) . . ?
C17 C18 H18A 108.6 . . ?
C19 C18 H18A 108.6 . . ?
C17 C18 H18B 108.6 . . ?
C19 C18 H18B 108.6 . . ?
H18A C18 H18B 107.6 . . ?
C17' C18' C19' 116.2(8) . . ?
C17' C18' H18C 108.2 . . ?
C19' C18' H18C 108.2 . . ?
C17' C18' H18D 108.2 . . ?
C19' C18' H18D 108.2 . . ?
H18C C18' H18D 107.4 . . ?
C20' C19' C18' 112.6(8) . . ?
C20' C19' H19A 109.1 . . ?
C18' C19' H19A 109.1 . . ?
C20' C19' H19B 109.1 . . ?
C18' C19' H19B 109.1 . . ?
H19A C19' H19B 107.8 . . ?
C20 C19 C18 114.3(8) . . ?
C20 C19 H19C 108.7 . . ?
C18 C19 H19C 108.7 . . ?
C20 C19 H19D 108.7 . . ?
C18 C19 H19D 108.7 . . ?
H19C C19 H19D 107.6 . . ?
C19' C20' H20A 109.5 . . ?
C19' C20' H20B 109.5 . . ?
H20A C20' H20B 109.5 . . ?
C19' C20' H20C 109.5 . . ?
H20A C20' H20C 109.5 . . ?
H20B C20' H20C 109.5 . . ?
C19 C20 H20D 109.5 . . ?
C19 C20 H20E 109.5 . . ?
H20D C20 H20E 109.5 . . ?
C19 C20 H20F 109.5 . . ?
H20D C20 H20F 109.5 . . ?
H20E C20 H20F 109.5 . . ?
C2' N1' C3' 108.0(5) . . ?
C2' N1' C1' 126.6(6) . . ?
C3' N1' C1' 125.4(5) . . ?
C2 N1 C3 108.2(6) . . ?
C2 N1 C1 127.6(7) . . ?
C3 N1 C1 124.2(7) . . ?
C2 N2 C8 107.2(7) . . ?
C2 N2 C9 125.3(7) . . ?
C8 N2 C9 127.4(5) . . ?
C2' N2' C8' 106.5(4) . . ?
C2' N2' C9' 125.5(4) . . ?
C8' N2' C9' 127.9(5) . . ?
 
_diffrn_measured_fraction_theta_max    0.364
_diffrn_reflns_theta_full              27.48
_diffrn_measured_fraction_theta_full   0.364
_refine_diff_density_max    0.297
_refine_diff_density_min   -0.307
_refine_diff_density_rms    0.039
