# Electronic Supplementary Material (ESI) for New Journal of Chemistry
# This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2011
data_global
_journal_name_full 'New J.Chem.'
_journal_coden_cambridge 0440
_journal_year ?
_journal_volume ?
_journal_page_first ?
_publ_contact_author_name 'Yang Yuan'
_publ_contact_author_email yangyuan08@mails.jlu.edu.cn
loop_
_publ_author_name
'Yang Yuan'
'Di Li'
'Xueqiang Zhang'
'Xingjia Zhao'
'Yu Liu'
;
Jingying Zhang
;
'Yue Wang'
data_b
_database_code_depnum_ccdc_archive 'CCDC 806932'
#TrackingRef 'b-d.cif.txt'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C28 H20 N2'
_chemical_formula_weight 384.46
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting TRICLINIC
_symmetry_space_group_name_H-M P-1
_symmetry_space_group_name_Hall '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 9.776(2)
_cell_length_b 12.364(3)
_cell_length_c 18.480(4)
_cell_angle_alpha 73.75(3)
_cell_angle_beta 80.53(3)
_cell_angle_gamma 76.89(3)
_cell_volume 2076.3(7)
_cell_formula_units_Z 4
_cell_measurement_temperature 293(2)
_cell_measurement_reflns_used 13536
_cell_measurement_theta_min 3.02
_cell_measurement_theta_max 27.49
_exptl_crystal_description block
_exptl_crystal_colour colorless
_exptl_crystal_size_max 0.32
_exptl_crystal_size_mid 0.19
_exptl_crystal_size_min 0.18
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.230
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 808
_exptl_absorpt_coefficient_mu 0.072
_exptl_absorpt_correction_type Multi-scan
_exptl_absorpt_correction_T_min 0.9772
_exptl_absorpt_correction_T_max 0.9872
_exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 293(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Rigaku RAXIS-RAPID'
_diffrn_measurement_method '\w scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number 0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time 0
_diffrn_standards_decay_% 0
_diffrn_reflns_number 20185
_diffrn_reflns_av_R_equivalents 0.0235
_diffrn_reflns_av_sigmaI/netI 0.0345
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_k_min -16
_diffrn_reflns_limit_k_max 16
_diffrn_reflns_limit_l_min -23
_diffrn_reflns_limit_l_max 23
_diffrn_reflns_theta_min 3.02
_diffrn_reflns_theta_max 27.48
_reflns_number_total 9265
_reflns_number_gt 5857
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'RAPID-AUTO (Rigaku 1998 RAPID-AUTO)'
_computing_cell_refinement 'RAPID-AUTO (Rigaku 1998 RAPID-AUTO)'
_computing_data_reduction
'CrystalClear (Rigaku/MSC and Rigaku Corporation, 2002)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)'
_computing_publication_material SHELXTL-97
_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^)+(0.0648P)^2^+0.1208P] where P=(Fo^2^+2Fc^2^)/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 9265
_refine_ls_number_parameters 543
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0776
_refine_ls_R_factor_gt 0.0465
_refine_ls_wR_factor_ref 0.1354
_refine_ls_wR_factor_gt 0.1234
_refine_ls_goodness_of_fit_ref 1.058
_refine_ls_restrained_S_all 1.058
_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
N1 N 0.62200(12) 0.03898(10) 0.36485(7) 0.0452(3) Uani 1 1 d . . .
N2 N 0.81901(12) -0.09128(11) 0.39172(7) 0.0497(3) Uani 1 1 d . . .
C1 C 0.59378(16) -0.30426(13) 0.40186(8) 0.0487(4) Uani 1 1 d . . .
C2 C 0.45698(14) -0.10137(14) 0.37327(8) 0.0465(4) Uani 1 1 d . . .
C3 C 0.58724(14) -0.06762(13) 0.37542(8) 0.0435(3) Uani 1 1 d . . .
C4 C 0.71795(15) -0.26662(13) 0.40560(8) 0.0465(4) Uani 1 1 d . . .
C5 C 0.46212(15) -0.22074(14) 0.38686(8) 0.0490(4) Uani 1 1 d . . .
C6 C 0.53131(14) 0.15046(12) 0.35397(8) 0.0442(3) Uani 1 1 d . . .
C7 C 0.71035(14) -0.14575(13) 0.39152(8) 0.0452(3) Uani 1 1 d . . .
C8 C 0.76245(15) 0.01889(13) 0.37585(9) 0.0469(4) Uani 1 1 d . . .
C9 C 0.49564(17) 0.20254(15) 0.41257(9) 0.0569(4) Uani 1 1 d . . .
H9 H 0.5289 0.1658 0.4593 0.068 Uiso 1 1 calc R . .
C10 C 0.35609(16) 0.36597(13) 0.33400(9) 0.0517(4) Uani 1 1 d . . .
C11 C 0.83906(15) 0.11150(13) 0.36848(10) 0.0510(4) Uani 1 1 d . . .
C12 C 0.84236(17) -0.34697(14) 0.42328(10) 0.0587(4) Uani 1 1 d . . .
H12 H 0.9231 -0.3217 0.4268 0.070 Uiso 1 1 calc R . .
C13 C 0.6030(2) -0.42301(15) 0.41407(10) 0.0626(4) Uani 1 1 d . . .
H13 H 0.5233 -0.4501 0.4112 0.075 Uiso 1 1 calc R . .
C14 C 0.33503(18) -0.25645(17) 0.38673(10) 0.0646(5) Uani 1 1 d . . .
H14 H 0.3354 -0.3344 0.3959 0.077 Uiso 1 1 calc R . .
C15 C 0.48183(18) 0.20607(14) 0.28488(9) 0.0574(4) Uani 1 1 d . . .
H15 H 0.5074 0.1721 0.2444 0.069 Uiso 1 1 calc R . .
C16 C 0.20748(17) -0.06410(19) 0.36019(11) 0.0707(5) Uani 1 1 d . . .
H16 H 0.1231 -0.0123 0.3510 0.085 Uiso 1 1 calc R . .
C17 C 0.39404(19) 0.31248(15) 0.27588(10) 0.0606(4) Uani 1 1 d . . .
H17 H 0.3598 0.3488 0.2293 0.073 Uiso 1 1 calc R . .
C18 C 0.41009(18) 0.30987(15) 0.40186(10) 0.0614(4) Uani 1 1 d . . .
H18 H 0.3882 0.3454 0.4416 0.074 Uiso 1 1 calc R . .
C19 C 0.8463(2) -0.46168(15) 0.43537(11) 0.0686(5) Uani 1 1 d . . .
H19 H 0.9292 -0.5141 0.4472 0.082 Uiso 1 1 calc R . .
C20 C 0.32748(16) -0.02488(16) 0.36042(10) 0.0609(4) Uani 1 1 d . . .
H20 H 0.3235 0.0535 0.3520 0.073 Uiso 1 1 calc R . .
C21 C 0.7257(2) -0.49987(16) 0.42997(11) 0.0713(5) Uani 1 1 d . . .
H21 H 0.7286 -0.5779 0.4372 0.086 Uiso 1 1 calc R . .
C22 C 0.21118(19) -0.1797(2) 0.37344(11) 0.0741(6) Uani 1 1 d . . .
H22 H 0.1292 -0.2059 0.3734 0.089 Uiso 1 1 calc R . .
C23 C 0.2618(2) 0.48261(15) 0.32387(13) 0.0741(5) Uani 1 1 d . . .
H23A H 0.3168 0.5407 0.2994 0.111 Uiso 1 1 calc R . .
H23B H 0.2193 0.4938 0.3725 0.111 Uiso 1 1 calc R . .
H23C H 0.1892 0.4877 0.2932 0.111 Uiso 1 1 calc R . .
C24 C 0.89853(19) 0.11598(17) 0.43008(12) 0.0686(5) Uani 1 1 d . . .
H24 H 0.8840 0.0638 0.4766 0.082 Uiso 1 1 calc R . .
C25 C 0.8600(2) 0.19026(16) 0.30007(12) 0.0736(5) Uani 1 1 d . . .
H25 H 0.8191 0.1891 0.2584 0.088 Uiso 1 1 calc R . .
C26 C 1.0012(2) 0.2734(2) 0.3550(2) 0.1044(9) Uani 1 1 d . . .
H26 H 1.0568 0.3273 0.3503 0.125 Uiso 1 1 calc R . .
C27 C 0.9418(3) 0.27084(19) 0.29361(17) 0.0958(8) Uani 1 1 d . . .
H27 H 0.9566 0.3235 0.2474 0.115 Uiso 1 1 calc R . .
C28 C 0.9789(2) 0.1966(2) 0.42339(18) 0.0960(8) Uani 1 1 d . . .
H28 H 1.0182 0.1991 0.4653 0.115 Uiso 1 1 calc R . .
C29 C 0.25573(14) 0.24990(13) 0.07043(9) 0.0465(3) Uani 1 1 d . . .
N3 N 0.17050(13) 0.42033(11) 0.12502(7) 0.0504(3) Uani 1 1 d . . .
N4 N 0.21977(13) 0.55496(10) 0.02003(7) 0.0476(3) Uani 1 1 d . . .
C30 C 0.31011(15) 0.21626(13) 0.00305(9) 0.0494(4) Uani 1 1 d . . .
C31 C 0.31000(15) 0.42178(13) -0.07023(8) 0.0471(4) Uani 1 1 d . . .
C32 C 0.25644(14) 0.45061(13) 0.00046(8) 0.0450(3) Uani 1 1 d . . .
C33 C 0.22694(14) 0.37013(13) 0.06628(8) 0.0449(3) Uani 1 1 d . . .
C34 C 0.33739(15) 0.30308(14) -0.06792(9) 0.0486(4) Uani 1 1 d . . .
C35 C 0.23107(15) 0.66782(13) -0.02671(8) 0.0451(3) Uani 1 1 d . . .
C36 C 0.35962(15) 0.70112(14) -0.04405(9) 0.0523(4) Uani 1 1 d . . .
H36 H 0.4399 0.6506 -0.0259 0.063 Uiso 1 1 calc R . .
C37 C 0.23415(17) 0.16785(14) 0.13880(10) 0.0557(4) Uani 1 1 d . . .
H37 H 0.1994 0.1914 0.1830 0.067 Uiso 1 1 calc R . .
C38 C 0.16807(16) 0.53085(13) 0.09558(9) 0.0491(4) Uani 1 1 d . . .
C39 C 0.36961(17) 0.80991(14) -0.08852(9) 0.0557(4) Uani 1 1 d . . .
H39 H 0.4573 0.8317 -0.0999 0.067 Uiso 1 1 calc R . .
C40 C 0.39191(18) 0.27159(17) -0.13593(10) 0.0617(4) Uani 1 1 d . . .
H40 H 0.4134 0.1942 -0.1355 0.074 Uiso 1 1 calc R . .
C41 C 0.33598(19) 0.09840(15) 0.00768(11) 0.0645(5) Uani 1 1 d . . .
H41 H 0.3696 0.0733 -0.0361 0.077 Uiso 1 1 calc R . .
C42 C 0.25415(19) 0.88631(14) -0.11622(9) 0.0583(4) Uani 1 1 d . . .
C43 C 0.33248(18) 0.50195(16) -0.13988(9) 0.0607(4) Uani 1 1 d . . .
H43 H 0.3126 0.5798 -0.1417 0.073 Uiso 1 1 calc R . .
C44 C -0.01504(18) 0.61862(16) 0.18100(10) 0.0645(5) Uani 1 1 d . . .
H44 H -0.0717 0.5695 0.1776 0.077 Uiso 1 1 calc R . .
C45 C 0.11629(18) 0.61763(14) 0.13927(9) 0.0535(4) Uani 1 1 d . . .
C46 C 0.4143(2) 0.35151(18) -0.20277(10) 0.0691(5) Uani 1 1 d . . .
H46 H 0.4505 0.3279 -0.2468 0.083 Uiso 1 1 calc R . .
C47 C 0.11291(17) 0.74331(16) -0.05304(11) 0.0669(5) Uani 1 1 d . . .
H47 H 0.0252 0.7216 -0.0411 0.080 Uiso 1 1 calc R . .
C48 C 0.2637(2) 0.05348(15) 0.14113(11) 0.0684(5) Uani 1 1 d . . .
H48 H 0.2508 -0.0008 0.1868 0.082 Uiso 1 1 calc R . .
C49 C 0.3831(2) 0.46716(18) -0.20496(10) 0.0693(5) Uani 1 1 d . . .
H49 H 0.3966 0.5213 -0.2506 0.083 Uiso 1 1 calc R . .
C50 C 0.3131(2) 0.01941(16) 0.07467(12) 0.0740(5) Uani 1 1 d . . .
H50 H 0.3309 -0.0581 0.0757 0.089 Uiso 1 1 calc R . .
C51 C 0.1252(2) 0.85154(17) -0.09730(12) 0.0759(6) Uani 1 1 d . . .
H51 H 0.0448 0.9024 -0.1149 0.091 Uiso 1 1 calc R . .
C52 C 0.1993(2) 0.69091(16) 0.14500(11) 0.0758(6) Uani 1 1 d . . .
H52 H 0.2873 0.6915 0.1168 0.091 Uiso 1 1 calc R . .
C53 C -0.0620(2) 0.6920(2) 0.22749(11) 0.0802(6) Uani 1 1 d . . .
H53 H -0.1507 0.6927 0.2550 0.096 Uiso 1 1 calc R . .
C54 C 0.0205(3) 0.76388(17) 0.23357(12) 0.0834(7) Uani 1 1 d . . .
H54 H -0.0119 0.8131 0.2653 0.100 Uiso 1 1 calc R . .
C55 C 0.2666(3) 1.00394(16) -0.16665(12) 0.0888(7) Uani 1 1 d . . .
H55A H 0.3639 1.0117 -0.1755 0.133 Uiso 1 1 calc R . .
H55B H 0.2119 1.0615 -0.1424 0.133 Uiso 1 1 calc R . .
H55C H 0.2320 1.0133 -0.2142 0.133 Uiso 1 1 calc R . .
C56 C 0.1517(3) 0.76338(17) 0.19264(12) 0.0886(7) Uani 1 1 d . . .
H56 H 0.2084 0.8118 0.1970 0.106 Uiso 1 1 calc R . .
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
N1 0.0399(6) 0.0462(7) 0.0485(7) -0.0089(5) -0.0058(5) -0.0091(5)
N2 0.0409(6) 0.0488(7) 0.0588(8) -0.0079(6) -0.0081(5) -0.0126(6)
C1 0.0569(9) 0.0527(9) 0.0385(8) -0.0111(7) 0.0006(6) -0.0193(7)
C2 0.0417(8) 0.0604(9) 0.0396(8) -0.0136(7) -0.0017(6) -0.0150(7)
C3 0.0417(7) 0.0500(8) 0.0388(8) -0.0101(6) -0.0026(6) -0.0113(7)
C4 0.0478(8) 0.0481(8) 0.0413(8) -0.0085(6) -0.0008(6) -0.0113(7)
C5 0.0486(8) 0.0648(10) 0.0399(8) -0.0177(7) 0.0005(6) -0.0215(7)
C6 0.0418(7) 0.0463(8) 0.0426(8) -0.0089(6) -0.0046(6) -0.0078(6)
C7 0.0414(8) 0.0503(9) 0.0424(8) -0.0079(6) -0.0020(6) -0.0121(7)
C8 0.0406(7) 0.0495(9) 0.0500(9) -0.0088(7) -0.0067(6) -0.0107(7)
C9 0.0623(10) 0.0644(10) 0.0383(8) -0.0096(7) -0.0072(7) -0.0036(8)
C10 0.0466(8) 0.0484(9) 0.0598(10) -0.0107(7) -0.0053(7) -0.0122(7)
C11 0.0403(8) 0.0489(9) 0.0640(10) -0.0144(8) -0.0038(7) -0.0100(7)
C12 0.0536(9) 0.0525(10) 0.0645(11) -0.0075(8) -0.0046(8) -0.0095(8)
C13 0.0752(11) 0.0583(10) 0.0592(11) -0.0132(8) -0.0025(8) -0.0278(9)
C14 0.0600(10) 0.0800(12) 0.0660(11) -0.0254(9) -0.0035(8) -0.0316(9)
C15 0.0711(10) 0.0586(10) 0.0424(9) -0.0157(7) -0.0137(7) -0.0033(8)
C16 0.0411(9) 0.0978(15) 0.0779(13) -0.0286(11) -0.0068(8) -0.0143(9)
C17 0.0719(11) 0.0567(10) 0.0498(10) -0.0042(8) -0.0227(8) -0.0055(8)
C18 0.0689(11) 0.0626(11) 0.0505(10) -0.0220(8) 0.0005(8) -0.0036(9)
C19 0.0688(11) 0.0526(10) 0.0749(13) -0.0080(9) -0.0063(9) -0.0040(9)
C20 0.0426(8) 0.0736(12) 0.0670(11) -0.0185(9) -0.0070(7) -0.0105(8)
C21 0.0903(14) 0.0484(10) 0.0728(13) -0.0105(9) -0.0051(10) -0.0172(10)
C22 0.0513(10) 0.1104(17) 0.0758(13) -0.0348(12) -0.0031(8) -0.0346(11)
C23 0.0685(11) 0.0507(10) 0.0990(15) -0.0147(10) -0.0115(10) -0.0068(9)
C24 0.0641(10) 0.0693(12) 0.0817(13) -0.0250(10) -0.0141(9) -0.0196(9)
C25 0.0736(12) 0.0672(12) 0.0759(13) -0.0032(10) -0.0034(10) -0.0270(10)
C26 0.0702(14) 0.0772(16) 0.183(3) -0.0587(19) 0.0118(17) -0.0353(12)
C27 0.0870(15) 0.0656(13) 0.126(2) -0.0120(14) 0.0199(15) -0.0347(12)
C28 0.0779(14) 0.0939(17) 0.143(2) -0.0597(17) -0.0226(14) -0.0258(13)
C29 0.0418(7) 0.0506(9) 0.0502(9) -0.0138(7) -0.0055(6) -0.0133(7)
N3 0.0580(7) 0.0505(8) 0.0455(7) -0.0145(6) 0.0010(6) -0.0174(6)
N4 0.0527(7) 0.0473(7) 0.0447(7) -0.0125(6) -0.0021(5) -0.0141(6)
C30 0.0445(8) 0.0542(9) 0.0531(9) -0.0181(7) -0.0059(7) -0.0105(7)
C31 0.0432(8) 0.0574(9) 0.0448(8) -0.0154(7) -0.0053(6) -0.0145(7)
C32 0.0408(7) 0.0502(8) 0.0460(8) -0.0122(7) -0.0072(6) -0.0107(6)
C33 0.0426(7) 0.0503(9) 0.0449(8) -0.0139(7) -0.0038(6) -0.0137(6)
C34 0.0422(8) 0.0596(10) 0.0486(9) -0.0187(7) -0.0069(6) -0.0109(7)
C35 0.0453(8) 0.0459(8) 0.0438(8) -0.0093(6) -0.0071(6) -0.0093(7)
C36 0.0417(8) 0.0545(9) 0.0560(10) -0.0043(7) -0.0121(7) -0.0067(7)
C37 0.0590(9) 0.0542(10) 0.0551(10) -0.0135(8) -0.0014(7) -0.0174(8)
C38 0.0539(9) 0.0516(9) 0.0448(8) -0.0139(7) -0.0011(6) -0.0172(7)
C39 0.0571(9) 0.0566(10) 0.0542(10) -0.0063(8) -0.0098(7) -0.0197(8)
C40 0.0635(10) 0.0712(11) 0.0567(11) -0.0277(9) -0.0024(8) -0.0143(9)
C41 0.0723(11) 0.0577(10) 0.0659(11) -0.0253(9) -0.0015(9) -0.0095(9)
C42 0.0730(11) 0.0468(9) 0.0540(10) -0.0093(7) -0.0156(8) -0.0071(8)
C43 0.0702(11) 0.0660(11) 0.0484(10) -0.0130(8) -0.0021(8) -0.0227(9)
C44 0.0586(10) 0.0781(12) 0.0613(11) -0.0281(9) -0.0082(8) -0.0081(9)
C45 0.0679(10) 0.0486(9) 0.0451(9) -0.0129(7) -0.0030(7) -0.0141(8)
C46 0.0759(12) 0.0899(14) 0.0501(10) -0.0294(10) 0.0054(8) -0.0269(10)
C47 0.0447(9) 0.0713(12) 0.0782(13) -0.0044(10) -0.0155(8) -0.0098(8)
C48 0.0840(12) 0.0533(10) 0.0665(12) -0.0113(9) 0.0005(9) -0.0210(9)
C49 0.0814(12) 0.0860(14) 0.0442(10) -0.0141(9) 0.0023(8) -0.0326(11)
C50 0.0906(14) 0.0504(10) 0.0790(14) -0.0185(10) 0.0003(11) -0.0133(10)
C51 0.0581(11) 0.0666(12) 0.0873(14) -0.0005(10) -0.0264(10) 0.0092(9)
C52 0.1083(15) 0.0677(12) 0.0623(12) -0.0243(10) 0.0148(10) -0.0464(11)
C53 0.0685(12) 0.1049(16) 0.0706(13) -0.0458(12) -0.0145(9) 0.0110(12)
C54 0.1189(18) 0.0642(12) 0.0645(13) -0.0288(10) -0.0201(12) 0.0106(12)
C55 0.1331(19) 0.0508(11) 0.0758(14) -0.0018(10) -0.0199(13) -0.0158(12)
C56 0.152(2) 0.0582(12) 0.0670(13) -0.0212(10) -0.0040(14) -0.0424(13)
_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
N1 C8 1.3773(18) . ?
N1 C3 1.3886(19) . ?
N1 C6 1.4407(19) . ?
N2 C8 1.3174(19) . ?
N2 C7 1.3816(19) . ?
C1 C13 1.406(2) . ?
C1 C4 1.413(2) . ?
C1 C5 1.468(2) . ?
C2 C20 1.408(2) . ?
C2 C5 1.417(2) . ?
C2 C3 1.437(2) . ?
C3 C7 1.378(2) . ?
C4 C12 1.405(2) . ?
C4 C7 1.430(2) . ?
C5 C14 1.410(2) . ?
C6 C9 1.369(2) . ?
C6 C15 1.378(2) . ?
C8 C11 1.469(2) . ?
C9 C18 1.380(2) . ?
C9 H9 0.9300 . ?
C10 C17 1.372(2) . ?
C10 C18 1.377(2) . ?
C10 C23 1.506(2) . ?
C11 C25 1.380(2) . ?
C11 C24 1.380(3) . ?
C12 C19 1.365(2) . ?
C12 H12 0.9300 . ?
C13 C21 1.368(3) . ?
C13 H13 0.9300 . ?
C14 C22 1.369(3) . ?
C14 H14 0.9300 . ?
C15 C17 1.381(2) . ?
C15 H15 0.9300 . ?
C16 C20 1.368(2) . ?
C16 C22 1.374(3) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C21 1.393(3) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C28 1.371(3) . ?
C24 H24 0.9300 . ?
C25 C27 1.382(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.367(4) . ?
C26 C28 1.370(4) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 C37 1.401(2) . ?
C29 C30 1.406(2) . ?
C29 C33 1.431(2) . ?
N3 C38 1.318(2) . ?
N3 C33 1.3758(19) . ?
N4 C38 1.3772(19) . ?
N4 C32 1.3902(19) . ?
N4 C35 1.4385(19) . ?
C30 C41 1.402(2) . ?
C30 C34 1.473(2) . ?
C31 C43 1.407(2) . ?
C31 C34 1.420(2) . ?
C31 C32 1.435(2) . ?
C32 C33 1.375(2) . ?
C34 C40 1.405(2) . ?
C35 C36 1.371(2) . ?
C35 C47 1.373(2) . ?
C36 C39 1.381(2) . ?
C36 H36 0.9300 . ?
C37 C48 1.367(2) . ?
C37 H37 0.9300 . ?
C38 C45 1.471(2) . ?
C39 C42 1.365(2) . ?
C39 H39 0.9300 . ?
C40 C46 1.370(3) . ?
C40 H40 0.9300 . ?
C41 C50 1.367(3) . ?
C41 H41 0.9300 . ?
C42 C51 1.383(3) . ?
C42 C55 1.511(2) . ?
C43 C49 1.369(3) . ?
C43 H43 0.9300 . ?
C44 C53 1.375(3) . ?
C44 C45 1.384(2) . ?
C44 H44 0.9300 . ?
C45 C52 1.380(3) . ?
C46 C49 1.383(3) . ?
C46 H46 0.9300 . ?
C47 C51 1.379(3) . ?
C47 H47 0.9300 . ?
C48 C50 1.386(3) . ?
C48 H48 0.9300 . ?
C49 H49 0.9300 . ?
C50 H50 0.9300 . ?
C51 H51 0.9300 . ?
C52 C56 1.383(3) . ?
C52 H52 0.9300 . ?
C53 C54 1.365(3) . ?
C53 H53 0.9300 . ?
C54 C56 1.378(3) . ?
C54 H54 0.9300 . ?
C55 H55A 0.9600 . ?
C55 H55B 0.9600 . ?
C55 H55C 0.9600 . ?
C56 H56 0.9300 . ?
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
C8 N1 C3 106.60(12) . . ?
C8 N1 C6 123.81(13) . . ?
C3 N1 C6 129.17(12) . . ?
C8 N2 C7 104.87(12) . . ?
C13 C1 C4 117.11(15) . . ?
C13 C1 C5 122.83(15) . . ?
C4 C1 C5 120.05(14) . . ?
C20 C2 C5 119.23(14) . . ?
C20 C2 C3 124.59(15) . . ?
C5 C2 C3 116.16(13) . . ?
C7 C3 N1 105.04(12) . . ?
C7 C3 C2 122.72(14) . . ?
N1 C3 C2 132.23(13) . . ?
C12 C4 C1 120.05(15) . . ?
C12 C4 C7 122.45(15) . . ?
C1 C4 C7 117.50(13) . . ?
C14 C5 C2 117.36(15) . . ?
C14 C5 C1 121.20(15) . . ?
C2 C5 C1 121.43(13) . . ?
C9 C6 C15 119.59(14) . . ?
C9 C6 N1 119.65(13) . . ?
C15 C6 N1 120.76(14) . . ?
C3 C7 N2 111.18(13) . . ?
C3 C7 C4 122.07(14) . . ?
N2 C7 C4 126.75(13) . . ?
N2 C8 N1 112.31(14) . . ?
N2 C8 C11 124.77(13) . . ?
N1 C8 C11 122.91(13) . . ?
C6 C9 C18 119.62(15) . . ?
C6 C9 H9 120.2 . . ?
C18 C9 H9 120.2 . . ?
C17 C10 C18 117.41(15) . . ?
C17 C10 C23 121.58(16) . . ?
C18 C10 C23 120.99(17) . . ?
C25 C11 C24 119.13(17) . . ?
C25 C11 C8 121.40(16) . . ?
C24 C11 C8 119.36(15) . . ?
C19 C12 C4 120.86(17) . . ?
C19 C12 H12 119.6 . . ?
C4 C12 H12 119.6 . . ?
C21 C13 C1 122.03(17) . . ?
C21 C13 H13 119.0 . . ?
C1 C13 H13 119.0 . . ?
C22 C14 C5 121.91(18) . . ?
C22 C14 H14 119.0 . . ?
C5 C14 H14 119.0 . . ?
C6 C15 C17 119.79(16) . . ?
C6 C15 H15 120.1 . . ?
C17 C15 H15 120.1 . . ?
C20 C16 C22 120.25(18) . . ?
C20 C16 H16 119.9 . . ?
C22 C16 H16 119.9 . . ?
C10 C17 C15 121.61(15) . . ?
C10 C17 H17 119.2 . . ?
C15 C17 H17 119.2 . . ?
C10 C18 C9 121.94(16) . . ?
C10 C18 H18 119.0 . . ?
C9 C18 H18 119.0 . . ?
C12 C19 C21 119.73(17) . . ?
C12 C19 H19 120.1 . . ?
C21 C19 H19 120.1 . . ?
C16 C20 C2 121.02(18) . . ?
C16 C20 H20 119.5 . . ?
C2 C20 H20 119.5 . . ?
C13 C21 C19 120.18(17) . . ?
C13 C21 H21 119.9 . . ?
C19 C21 H21 119.9 . . ?
C14 C22 C16 120.24(17) . . ?
C14 C22 H22 119.9 . . ?
C16 C22 H22 119.9 . . ?
C10 C23 H23A 109.5 . . ?
C10 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C10 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C28 C24 C11 120.6(2) . . ?
C28 C24 H24 119.7 . . ?
C11 C24 H24 119.7 . . ?
C11 C25 C27 120.0(2) . . ?
C11 C25 H25 120.0 . . ?
C27 C25 H25 120.0 . . ?
C27 C26 C28 120.1(2) . . ?
C27 C26 H26 119.9 . . ?
C28 C26 H26 119.9 . . ?
C26 C27 C25 120.2(2) . . ?
C26 C27 H27 119.9 . . ?
C25 C27 H27 119.9 . . ?
C26 C28 C24 120.0(2) . . ?
C26 C28 H28 120.0 . . ?
C24 C28 H28 120.0 . . ?
C37 C29 C30 120.71(15) . . ?
C37 C29 C33 121.93(15) . . ?
C30 C29 C33 117.35(14) . . ?
C38 N3 C33 104.76(13) . . ?
C38 N4 C32 106.36(12) . . ?
C38 N4 C35 124.80(13) . . ?
C32 N4 C35 128.84(13) . . ?
C41 C30 C29 116.77(15) . . ?
C41 C30 C34 123.04(15) . . ?
C29 C30 C34 120.20(14) . . ?
C43 C31 C34 119.32(15) . . ?
C43 C31 C32 124.76(15) . . ?
C34 C31 C32 115.90(14) . . ?
C33 C32 N4 105.00(13) . . ?
C33 C32 C31 122.88(14) . . ?
N4 C32 C31 132.10(14) . . ?
C32 C33 N3 111.49(14) . . ?
C32 C33 C29 122.26(14) . . ?
N3 C33 C29 126.24(14) . . ?
C40 C34 C31 117.43(15) . . ?
C40 C34 C30 121.25(15) . . ?
C31 C34 C30 121.32(14) . . ?
C36 C35 C47 119.72(15) . . ?
C36 C35 N4 120.09(13) . . ?
C47 C35 N4 120.18(14) . . ?
C35 C36 C39 119.82(14) . . ?
C35 C36 H36 120.1 . . ?
C39 C36 H36 120.1 . . ?
C48 C37 C29 120.61(17) . . ?
C48 C37 H37 119.7 . . ?
C29 C37 H37 119.7 . . ?
N3 C38 N4 112.37(14) . . ?
N3 C38 C45 123.28(14) . . ?
N4 C38 C45 124.35(14) . . ?
C42 C39 C36 121.73(16) . . ?
C42 C39 H39 119.1 . . ?
C36 C39 H39 119.1 . . ?
C46 C40 C34 121.93(18) . . ?
C46 C40 H40 119.0 . . ?
C34 C40 H40 119.0 . . ?
C50 C41 C30 121.85(17) . . ?
C50 C41 H41 119.1 . . ?
C30 C41 H41 119.1 . . ?
C39 C42 C51 117.53(16) . . ?
C39 C42 C55 121.41(18) . . ?
C51 C42 C55 121.06(17) . . ?
C49 C43 C31 121.05(18) . . ?
C49 C43 H43 119.5 . . ?
C31 C43 H43 119.5 . . ?
C53 C44 C45 120.20(19) . . ?
C53 C44 H44 119.9 . . ?
C45 C44 H44 119.9 . . ?
C52 C45 C44 119.26(17) . . ?
C52 C45 C38 122.00(16) . . ?
C44 C45 C38 118.50(16) . . ?
C40 C46 C49 120.23(17) . . ?
C40 C46 H46 119.9 . . ?
C49 C46 H46 119.9 . . ?
C35 C47 C51 119.51(16) . . ?
C35 C47 H47 120.2 . . ?
C51 C47 H47 120.2 . . ?
C37 C48 C50 119.25(18) . . ?
C37 C48 H48 120.4 . . ?
C50 C48 H48 120.4 . . ?
C43 C49 C46 119.99(17) . . ?
C43 C49 H49 120.0 . . ?
C46 C49 H49 120.0 . . ?
C41 C50 C48 120.77(18) . . ?
C41 C50 H50 119.6 . . ?
C48 C50 H50 119.6 . . ?
C47 C51 C42 121.68(16) . . ?
C47 C51 H51 119.2 . . ?
C42 C51 H51 119.2 . . ?
C45 C52 C56 120.1(2) . . ?
C45 C52 H52 120.0 . . ?
C56 C52 H52 120.0 . . ?
C54 C53 C44 120.5(2) . . ?
C54 C53 H53 119.7 . . ?
C44 C53 H53 119.7 . . ?
C53 C54 C56 119.9(2) . . ?
C53 C54 H54 120.1 . . ?
C56 C54 H54 120.1 . . ?
C42 C55 H55A 109.5 . . ?
C42 C55 H55B 109.5 . . ?
H55A C55 H55B 109.5 . . ?
C42 C55 H55C 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
C54 C56 C52 120.1(2) . . ?
C54 C56 H56 120.0 . . ?
C52 C56 H56 120.0 . . ?
_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full 27.48
_diffrn_measured_fraction_theta_full 0.975
_refine_diff_density_max 0.166
_refine_diff_density_min -0.183
_refine_diff_density_rms 0.037
###End
data_c
_database_code_depnum_ccdc_archive 'CCDC 806933'
#TrackingRef 'b-d.cif.txt'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C28 H20 N2'
_chemical_formula_weight 384.46
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting Orthorhombic
_symmetry_space_group_name_H-M P2(1)2(1)2(1)
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
_cell_length_a 10.527(2)
_cell_length_b 18.843(4)
_cell_length_c 20.461(4)
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_volume 4058.6(14)
_cell_formula_units_Z 8
_cell_measurement_temperature 293(2)
_cell_measurement_reflns_used 22703
_cell_measurement_theta_min 2.98
_cell_measurement_theta_max 27.43
_exptl_crystal_description colorless
_exptl_crystal_colour block
_exptl_crystal_size_max 0.33
_exptl_crystal_size_mid 0.29
_exptl_crystal_size_min 0.27
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.258
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1616
_exptl_absorpt_coefficient_mu 0.074
_exptl_absorpt_correction_type Multi-scan
_exptl_absorpt_correction_T_min 0.9760
_exptl_absorpt_correction_T_max 0.9804
_exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 293(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Rigaku RAXIS-RAPID'
_diffrn_measurement_method '\w scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number 0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time 0
_diffrn_standards_decay_% 0
_diffrn_reflns_number 39465
_diffrn_reflns_av_R_equivalents 0.1099
_diffrn_reflns_av_sigmaI/netI 0.1122
_diffrn_reflns_limit_h_min -13
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_k_min -24
_diffrn_reflns_limit_k_max 24
_diffrn_reflns_limit_l_min -26
_diffrn_reflns_limit_l_max 26
_diffrn_reflns_theta_min 2.98
_diffrn_reflns_theta_max 27.43
_reflns_number_total 9222
_reflns_number_gt 4639
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'RAPID-AUTO (Rigaku 1998 RAPID-AUTO)'
_computing_cell_refinement 'RAPID-AUTO (Rigaku 1998 RAPID-AUTO)'
_computing_data_reduction
'CrystalClear (Rigaku/MSC and Rigaku Corporation, 2002)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)'
_computing_publication_material SHELXTL-97
_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^)+(0.0496P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 1(3)
_refine_ls_number_reflns 9222
_refine_ls_number_parameters 543
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.1638
_refine_ls_R_factor_gt 0.0732
_refine_ls_wR_factor_ref 0.1333
_refine_ls_wR_factor_gt 0.1100
_refine_ls_goodness_of_fit_ref 0.984
_refine_ls_restrained_S_all 0.984
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N2 N 0.1193(3) 0.38115(14) 0.16653(13) 0.0499(7) Uani 1 1 d . . .
C1 C 0.0414(3) 0.28091(16) 0.11935(14) 0.0461(8) Uani 1 1 d . . .
N1 N 0.1639(3) 0.26796(13) 0.14243(12) 0.0478(7) Uani 1 1 d . . .
C2 C 0.2354(3) 0.20227(16) 0.14023(15) 0.0443(8) Uani 1 1 d . . .
C3 C -0.0504(3) 0.23718(17) 0.08612(14) 0.0474(8) Uani 1 1 d . . .
C4 C -0.1026(3) 0.38379(17) 0.12192(15) 0.0481(8) Uani 1 1 d . . .
C5 C -0.1710(3) 0.26888(18) 0.07318(14) 0.0503(8) Uani 1 1 d . . .
C6 C 0.5161(3) 0.30515(18) 0.26116(14) 0.0529(9) Uani 1 1 d . . .
H6 H 0.5635 0.2688 0.2798 0.063 Uiso 1 1 calc R . .
C7 C 0.3383(3) 0.19673(19) 0.09893(15) 0.0560(9) Uani 1 1 d . . .
H7 H 0.3588 0.2334 0.0704 0.067 Uiso 1 1 calc R . .
C8 C 0.3299(3) 0.34171(16) 0.20179(14) 0.0470(8) Uani 1 1 d . . .
C9 C -0.1973(3) 0.34254(18) 0.09129(15) 0.0509(9) Uani 1 1 d . . .
C10 C 0.0173(3) 0.35037(16) 0.13570(14) 0.0470(8) Uani 1 1 d . . .
C11 C -0.1266(4) 0.45432(18) 0.13926(18) 0.0618(10) Uani 1 1 d . . .
H11 H -0.0642 0.4804 0.1607 0.074 Uiso 1 1 calc R . .
C12 C -0.2370(4) 0.1592(2) 0.02106(18) 0.0673(11) Uani 1 1 d . . .
H12 H -0.2990 0.1337 -0.0013 0.081 Uiso 1 1 calc R . .
C13 C 0.3761(3) 0.41103(18) 0.20463(18) 0.0611(10) Uani 1 1 d . . .
H13 H 0.3299 0.4476 0.1855 0.073 Uiso 1 1 calc R . .
C14 C 0.2061(3) 0.33072(17) 0.17033(14) 0.0482(9) Uani 1 1 d . . .
C15 C 0.3823(4) 0.0821(2) 0.1443(2) 0.0676(10) Uani 1 1 d . . .
H15 H 0.4324 0.0415 0.1459 0.081 Uiso 1 1 calc R . .
C16 C -0.0276(4) 0.16658(18) 0.06529(16) 0.0568(9) Uani 1 1 d . . .
H16 H 0.0509 0.1457 0.0732 0.068 Uiso 1 1 calc R . .
C17 C -0.2411(4) 0.4855(2) 0.12508(19) 0.0697(11) Uani 1 1 d . . .
H17 H -0.2555 0.5328 0.1357 0.084 Uiso 1 1 calc R . .
C18 C 0.2047(3) 0.14935(16) 0.18333(16) 0.0531(9) Uani 1 1 d . . .
H18 H 0.1346 0.1539 0.2107 0.064 Uiso 1 1 calc R . .
C19 C -0.3350(4) 0.4459(2) 0.09476(19) 0.0752(12) Uani 1 1 d . . .
H19 H -0.4131 0.4668 0.0857 0.090 Uiso 1 1 calc R . .
C20 C -0.3146(4) 0.3764(2) 0.07797(17) 0.0683(10) Uani 1 1 d . . .
H20 H -0.3790 0.3510 0.0574 0.082 Uiso 1 1 calc R . .
C21 C 0.4106(4) 0.13541(19) 0.10092(18) 0.0679(11) Uani 1 1 d . . .
H21 H 0.4790 0.1302 0.0726 0.082 Uiso 1 1 calc R . .
C22 C -0.2615(4) 0.2268(2) 0.04137(16) 0.0599(10) Uani 1 1 d . . .
H22 H -0.3418 0.2457 0.0338 0.072 Uiso 1 1 calc R . .
C23 C 0.4013(3) 0.28886(17) 0.23186(15) 0.0526(9) Uani 1 1 d . . .
H23 H 0.3717 0.2424 0.2323 0.063 Uiso 1 1 calc R . .
C24 C 0.5626(3) 0.37347(17) 0.26360(15) 0.0494(8) Uani 1 1 d . . .
C25 C -0.1204(4) 0.1287(2) 0.03361(17) 0.0657(10) Uani 1 1 d . . .
H25 H -0.1045 0.0822 0.0205 0.079 Uiso 1 1 calc R . .
C26 C 0.2795(4) 0.08900(18) 0.18554(18) 0.0619(10) Uani 1 1 d . . .
H26 H 0.2603 0.0529 0.2150 0.074 Uiso 1 1 calc R . .
C27 C 0.4894(4) 0.42590(18) 0.23549(17) 0.0652(10) Uani 1 1 d . . .
H27 H 0.5172 0.4727 0.2374 0.078 Uiso 1 1 calc R . .
C28 C 0.6879(3) 0.38972(18) 0.29661(18) 0.0668(10) Uani 1 1 d . . .
H28A H 0.6749 0.4247 0.3301 0.100 Uiso 1 1 calc R . .
H28B H 0.7469 0.4076 0.2649 0.100 Uiso 1 1 calc R . .
H28C H 0.7213 0.3472 0.3158 0.100 Uiso 1 1 calc R . .
N4 N 0.8305(2) 0.80021(13) 0.12779(12) 0.0456(6) Uani 1 1 d . . .
C29 C 0.7063(3) 0.79918(17) 0.10441(14) 0.0454(8) Uani 1 1 d . . .
N3 N 0.7571(3) 0.68911(13) 0.14001(12) 0.0473(7) Uani 1 1 d . . .
C30 C 0.6295(3) 0.85428(17) 0.07456(15) 0.0513(9) Uani 1 1 d . . .
C31 C 0.5368(3) 0.71083(17) 0.09808(14) 0.0477(8) Uani 1 1 d . . .
C32 C 0.9746(3) 0.70697(16) 0.17843(14) 0.0440(8) Uani 1 1 d . . .
C33 C 0.6644(3) 0.73157(17) 0.11282(14) 0.0444(8) Uani 1 1 d . . .
C34 C 0.4557(3) 0.76281(18) 0.07072(14) 0.0509(9) Uani 1 1 d . . .
C35 C 0.5049(4) 0.83370(19) 0.05649(15) 0.0543(9) Uani 1 1 d . . .
C36 C 0.3283(4) 0.7431(2) 0.05952(16) 0.0653(10) Uani 1 1 d . . .
H36 H 0.2723 0.7763 0.0420 0.078 Uiso 1 1 calc R . .
C37 C 0.8562(3) 0.73168(17) 0.14786(15) 0.0459(8) Uani 1 1 d . . .
C38 C 1.1076(3) 0.60656(18) 0.20516(17) 0.0576(9) Uani 1 1 d . . .
H38 H 1.1267 0.5587 0.2000 0.069 Uiso 1 1 calc R . .
C39 C 0.6690(4) 0.92372(19) 0.06107(19) 0.0686(11) Uani 1 1 d . . .
H39 H 0.7502 0.9378 0.0735 0.082 Uiso 1 1 calc R . .
C40 C 1.1516(3) 0.7186(2) 0.25263(15) 0.0561(9) Uani 1 1 d . . .
H40 H 1.2006 0.7472 0.2798 0.067 Uiso 1 1 calc R . .
C41 C 1.0060(3) 0.63528(16) 0.17143(15) 0.0527(9) Uani 1 1 d . . .
H41 H 0.9581 0.6066 0.1438 0.063 Uiso 1 1 calc R . .
C42 C 1.1814(3) 0.6476(2) 0.24648(16) 0.0557(9) Uani 1 1 d . . .
C43 C 0.4907(4) 0.64257(19) 0.11175(15) 0.0581(9) Uani 1 1 d . . .
H43 H 0.5446 0.6085 0.1294 0.070 Uiso 1 1 calc R . .
C44 C 0.3659(4) 0.6259(2) 0.09908(18) 0.0686(11) Uani 1 1 d . . .
H44 H 0.3358 0.5804 0.1076 0.082 Uiso 1 1 calc R . .
C45 C 0.2852(4) 0.6768(2) 0.07369(18) 0.0703(11) Uani 1 1 d . . .
H45 H 0.2004 0.6656 0.0662 0.084 Uiso 1 1 calc R . .
C46 C 0.4296(4) 0.8846(2) 0.02318(18) 0.0712(11) Uani 1 1 d . . .
H46 H 0.3488 0.8719 0.0090 0.085 Uiso 1 1 calc R . .
C47 C 1.0499(3) 0.74822(17) 0.21916(15) 0.0496(8) Uani 1 1 d . . .
H47 H 1.0320 0.7963 0.2241 0.059 Uiso 1 1 calc R . .
C48 C 0.5916(5) 0.9715(2) 0.0301(2) 0.0864(13) Uani 1 1 d . . .
H48 H 0.6201 1.0174 0.0218 0.104 Uiso 1 1 calc R . .
C49 C 0.4724(5) 0.9514(2) 0.0114(2) 0.0844(13) Uani 1 1 d . . .
H49 H 0.4199 0.9838 -0.0097 0.101 Uiso 1 1 calc R . .
C50 C 1.2915(4) 0.6157(2) 0.28418(19) 0.0837(13) Uani 1 1 d . . .
H50A H 1.3702 0.6325 0.2662 0.126 Uiso 1 1 calc R . .
H50B H 1.2884 0.5649 0.2809 0.126 Uiso 1 1 calc R . .
H50C H 1.2857 0.6294 0.3293 0.126 Uiso 1 1 calc R . .
C51 C 0.9196(3) 0.85761(15) 0.12077(15) 0.0448(8) Uani 1 1 d . . .
C560 C 0.9965(3) 0.85867(16) 0.06668(15) 0.0483(8) Uani 1 1 d . . .
H560 H 0.9957 0.8210 0.0373 0.058 Uiso 1 1 calc R . .
C52 C 1.0756(3) 0.9166(2) 0.05623(18) 0.0607(10) Uani 1 1 d . . .
H52 H 1.1282 0.9178 0.0197 0.073 Uiso 1 1 calc R . .
C53 C 0.9214(4) 0.91246(17) 0.16491(16) 0.0599(10) Uani 1 1 d . . .
H53 H 0.8701 0.9111 0.2019 0.072 Uiso 1 1 calc R . .
C54 C 1.0010(4) 0.97009(19) 0.1537(2) 0.0707(11) Uani 1 1 d . . .
H54 H 1.0028 1.0075 0.1834 0.085 Uiso 1 1 calc R . .
C55 C 1.0762(4) 0.97209(19) 0.0996(2) 0.0658(10) Uani 1 1 d . . .
H55 H 1.1282 1.0112 0.0921 0.079 Uiso 1 1 calc R . .
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
N2 0.0440(18) 0.0453(15) 0.0605(17) 0.0024(13) -0.0045(14) 0.0012(15)
C1 0.040(2) 0.050(2) 0.0475(18) 0.0012(15) 0.0008(16) 0.0016(16)
N1 0.0444(18) 0.0453(15) 0.0536(15) -0.0025(13) -0.0014(13) 0.0014(14)
C2 0.038(2) 0.0442(19) 0.0508(19) -0.0050(17) -0.0056(15) 0.0007(16)
C3 0.045(2) 0.050(2) 0.0466(18) 0.0058(16) 0.0018(16) -0.0044(18)
C4 0.048(2) 0.0492(19) 0.0475(18) 0.0091(16) -0.0006(17) 0.0033(18)
C5 0.044(2) 0.065(2) 0.0425(17) 0.0073(17) 0.0005(16) -0.0070(19)
C6 0.056(2) 0.050(2) 0.053(2) 0.0031(16) -0.0065(17) -0.0007(18)
C7 0.051(2) 0.066(2) 0.0510(19) 0.0056(17) 0.0058(18) 0.004(2)
C8 0.044(2) 0.0434(19) 0.0533(19) -0.0046(15) 0.0007(17) -0.0018(17)
C9 0.050(2) 0.054(2) 0.0483(18) 0.0103(16) -0.0012(17) 0.0020(19)
C10 0.048(2) 0.047(2) 0.0465(18) 0.0074(16) -0.0004(16) 0.0010(17)
C11 0.059(3) 0.055(2) 0.071(2) 0.0073(19) 0.000(2) 0.0067(19)
C12 0.060(3) 0.068(3) 0.074(2) 0.005(2) -0.016(2) -0.017(2)
C13 0.051(2) 0.048(2) 0.084(3) 0.0009(19) -0.009(2) 0.0044(19)
C14 0.051(2) 0.045(2) 0.0484(18) -0.0018(16) 0.0008(16) 0.0005(18)
C15 0.057(3) 0.058(2) 0.088(3) -0.003(2) -0.005(2) 0.009(2)
C16 0.053(3) 0.055(2) 0.063(2) -0.0045(17) 0.0008(19) 0.0016(19)
C17 0.060(3) 0.060(2) 0.089(3) 0.009(2) 0.007(2) 0.015(2)
C18 0.057(2) 0.0403(19) 0.062(2) -0.0056(17) 0.0093(18) -0.0021(18)
C19 0.055(3) 0.080(3) 0.091(3) 0.010(2) -0.008(2) 0.022(2)
C20 0.051(3) 0.078(3) 0.076(2) 0.002(2) -0.011(2) 0.003(2)
C21 0.054(3) 0.071(3) 0.079(3) -0.002(2) 0.016(2) 0.016(2)
C22 0.046(2) 0.065(3) 0.069(2) 0.010(2) -0.0083(18) -0.006(2)
C23 0.054(2) 0.044(2) 0.059(2) 0.0064(16) -0.0087(18) -0.0062(17)
C24 0.046(2) 0.048(2) 0.0538(19) -0.0019(16) 0.0021(16) -0.0047(18)
C25 0.061(3) 0.059(2) 0.077(2) -0.007(2) -0.003(2) -0.011(2)
C26 0.072(3) 0.040(2) 0.073(2) 0.0047(18) -0.005(2) -0.007(2)
C27 0.059(3) 0.043(2) 0.094(3) -0.0056(19) -0.010(2) -0.0009(19)
C28 0.054(3) 0.060(2) 0.087(3) -0.003(2) -0.015(2) -0.0104(19)
N4 0.0369(17) 0.0426(16) 0.0575(16) 0.0010(13) 0.0000(14) 0.0032(13)
C29 0.041(2) 0.048(2) 0.0477(18) -0.0004(15) 0.0052(15) 0.0046(17)
N3 0.0424(18) 0.0446(16) 0.0548(16) -0.0011(13) -0.0005(13) 0.0023(14)
C30 0.052(2) 0.051(2) 0.0511(19) 0.0004(16) 0.0058(16) 0.0108(18)
C31 0.040(2) 0.055(2) 0.0481(18) -0.0041(16) 0.0023(16) 0.0013(17)
C32 0.034(2) 0.0475(19) 0.0508(18) 0.0021(16) 0.0046(15) 0.0023(15)
C33 0.038(2) 0.0466(19) 0.0480(18) -0.0013(15) 0.0028(15) 0.0045(17)
C34 0.041(2) 0.067(2) 0.0442(17) -0.0113(17) 0.0008(16) 0.0052(19)
C35 0.051(2) 0.066(2) 0.0460(18) -0.0059(17) 0.0023(18) 0.013(2)
C36 0.048(3) 0.092(3) 0.056(2) -0.002(2) -0.0008(19) 0.012(2)
C37 0.045(2) 0.0436(18) 0.0493(18) -0.0024(15) 0.0005(16) 0.0015(17)
C38 0.054(2) 0.051(2) 0.069(2) 0.0092(18) 0.0051(19) 0.0073(19)
C39 0.059(3) 0.054(2) 0.093(3) 0.007(2) 0.001(2) 0.008(2)
C40 0.052(2) 0.069(3) 0.0476(18) -0.0028(17) -0.0056(17) 0.0010(19)
C41 0.051(2) 0.047(2) 0.061(2) -0.0007(16) -0.0024(18) 0.0013(17)
C42 0.044(2) 0.069(3) 0.0541(19) 0.0043(18) -0.0034(18) 0.0058(19)
C43 0.045(2) 0.067(2) 0.062(2) 0.0010(18) 0.0039(18) -0.0024(19)
C44 0.049(3) 0.081(3) 0.076(2) -0.005(2) 0.002(2) -0.012(2)
C45 0.039(3) 0.103(3) 0.069(2) -0.008(2) -0.0033(19) -0.006(2)
C46 0.061(3) 0.081(3) 0.072(2) 0.003(2) -0.010(2) 0.021(2)
C47 0.049(2) 0.049(2) 0.0505(17) 0.0010(16) -0.0005(17) 0.0005(17)
C48 0.086(4) 0.059(3) 0.115(4) 0.016(2) -0.013(3) 0.021(3)
C49 0.086(4) 0.079(3) 0.088(3) 0.018(2) -0.012(3) 0.034(3)
C50 0.067(3) 0.099(3) 0.085(3) 0.008(2) -0.024(2) 0.023(3)
C51 0.044(2) 0.0381(18) 0.0521(19) 0.0016(15) -0.0024(16) 0.0033(15)
C560 0.040(2) 0.050(2) 0.0551(19) -0.0039(16) -0.0049(17) -0.0028(17)
C52 0.043(2) 0.067(2) 0.072(2) 0.003(2) 0.0008(18) -0.004(2)
C53 0.072(3) 0.048(2) 0.060(2) -0.0067(18) 0.0048(19) 0.001(2)
C54 0.083(3) 0.048(2) 0.081(3) -0.0122(19) -0.010(3) -0.003(2)
C55 0.057(3) 0.050(2) 0.091(3) 0.006(2) -0.007(2) -0.0067(19)
_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
N2 C14 1.321(4) . ?
N2 C10 1.374(4) . ?
C1 C10 1.375(4) . ?
C1 N1 1.395(4) . ?
C1 C3 1.440(4) . ?
N1 C14 1.386(4) . ?
N1 C2 1.449(4) . ?
C2 C18 1.370(4) . ?
C2 C7 1.378(4) . ?
C3 C16 1.417(4) . ?
C3 C5 1.427(5) . ?
C4 C11 1.399(4) . ?
C4 C9 1.411(4) . ?
C4 C10 1.438(4) . ?
C5 C22 1.401(4) . ?
C5 C9 1.463(4) . ?
C6 C24 1.378(4) . ?
C6 C23 1.384(4) . ?
C6 H6 0.9300 . ?
C7 C21 1.384(5) . ?
C7 H7 0.9300 . ?
C8 C23 1.391(4) . ?
C8 C13 1.395(4) . ?
C8 C14 1.467(4) . ?
C9 C20 1.416(5) . ?
C11 C17 1.372(5) . ?
C11 H11 0.9300 . ?
C12 C22 1.364(5) . ?
C12 C25 1.380(5) . ?
C12 H12 0.9300 . ?
C13 C27 1.378(5) . ?
C13 H13 0.9300 . ?
C15 C21 1.373(5) . ?
C15 C26 1.378(5) . ?
C15 H15 0.9300 . ?
C16 C25 1.372(5) . ?
C16 H16 0.9300 . ?
C17 C19 1.386(5) . ?
C17 H17 0.9300 . ?
C18 C26 1.384(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.370(5) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 C27 1.379(4) . ?
C24 C28 1.513(4) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
N4 C37 1.382(4) . ?
N4 C29 1.393(4) . ?
N4 C51 1.439(4) . ?
C29 C33 1.359(4) . ?
C29 C30 1.451(4) . ?
N3 C37 1.326(4) . ?
N3 C33 1.379(4) . ?
C30 C39 1.401(5) . ?
C30 C35 1.417(5) . ?
C31 C43 1.403(4) . ?
C31 C34 1.415(4) . ?
C31 C33 1.432(4) . ?
C32 C47 1.388(4) . ?
C32 C41 1.398(4) . ?
C32 C37 1.471(4) . ?
C34 C36 1.410(5) . ?
C34 C35 1.462(5) . ?
C35 C46 1.418(5) . ?
C36 C45 1.361(5) . ?
C36 H36 0.9300 . ?
C38 C41 1.383(4) . ?
C38 C42 1.385(5) . ?
C38 H38 0.9300 . ?
C39 C48 1.370(5) . ?
C39 H39 0.9300 . ?
C40 C42 1.379(5) . ?
C40 C47 1.388(4) . ?
C40 H40 0.9300 . ?
C41 H41 0.9300 . ?
C42 C50 1.517(4) . ?
C43 C44 1.376(5) . ?
C43 H43 0.9300 . ?
C44 C45 1.383(5) . ?
C44 H44 0.9300 . ?
C45 H45 0.9300 . ?
C46 C49 1.359(5) . ?
C46 H46 0.9300 . ?
C47 H47 0.9300 . ?
C48 C49 1.365(6) . ?
C48 H48 0.9300 . ?
C49 H49 0.9300 . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?
C51 C560 1.371(4) . ?
C51 C53 1.373(4) . ?
C560 C52 1.390(4) . ?
C560 H560 0.9300 . ?
C52 C55 1.371(5) . ?
C52 H52 0.9300 . ?
C53 C54 1.390(5) . ?
C53 H53 0.9300 . ?
C54 C55 1.362(5) . ?
C54 H54 0.9300 . ?
C55 H55 0.9300 . ?
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
C14 N2 C10 105.3(3) . . ?
C10 C1 N1 104.8(3) . . ?
C10 C1 C3 122.4(3) . . ?
N1 C1 C3 132.8(3) . . ?
C14 N1 C1 106.7(3) . . ?
C14 N1 C2 125.1(3) . . ?
C1 N1 C2 128.2(3) . . ?
C18 C2 C7 121.7(3) . . ?
C18 C2 N1 118.7(3) . . ?
C7 C2 N1 119.5(3) . . ?
C16 C3 C5 119.2(3) . . ?
C16 C3 C1 124.4(3) . . ?
C5 C3 C1 116.4(3) . . ?
C11 C4 C9 120.5(3) . . ?
C11 C4 C10 121.7(3) . . ?
C9 C4 C10 117.8(3) . . ?
C22 C5 C3 117.0(3) . . ?
C22 C5 C9 121.7(3) . . ?
C3 C5 C9 121.2(3) . . ?
C24 C6 C23 122.2(3) . . ?
C24 C6 H6 118.9 . . ?
C23 C6 H6 118.9 . . ?
C2 C7 C21 118.5(3) . . ?
C2 C7 H7 120.7 . . ?
C21 C7 H7 120.7 . . ?
C23 C8 C13 117.6(3) . . ?
C23 C8 C14 124.9(3) . . ?
C13 C8 C14 117.4(3) . . ?
C4 C9 C20 117.0(3) . . ?
C4 C9 C5 120.1(3) . . ?
C20 C9 C5 123.0(3) . . ?
N2 C10 C1 111.7(3) . . ?
N2 C10 C4 126.2(3) . . ?
C1 C10 C4 122.1(3) . . ?
C17 C11 C4 120.8(4) . . ?
C17 C11 H11 119.6 . . ?
C4 C11 H11 119.6 . . ?
C22 C12 C25 120.0(4) . . ?
C22 C12 H12 120.0 . . ?
C25 C12 H12 120.0 . . ?
C27 C13 C8 120.7(3) . . ?
C27 C13 H13 119.6 . . ?
C8 C13 H13 119.6 . . ?
N2 C14 N1 111.6(3) . . ?
N2 C14 C8 122.6(3) . . ?
N1 C14 C8 125.8(3) . . ?
C21 C15 C26 119.8(3) . . ?
C21 C15 H15 120.1 . . ?
C26 C15 H15 120.1 . . ?
C25 C16 C3 120.7(3) . . ?
C25 C16 H16 119.7 . . ?
C3 C16 H16 119.7 . . ?
C11 C17 C19 119.4(4) . . ?
C11 C17 H17 120.3 . . ?
C19 C17 H17 120.3 . . ?
C2 C18 C26 119.0(3) . . ?
C2 C18 H18 120.5 . . ?
C26 C18 H18 120.5 . . ?
C20 C19 C17 121.0(4) . . ?
C20 C19 H19 119.5 . . ?
C17 C19 H19 119.5 . . ?
C19 C20 C9 121.3(4) . . ?
C19 C20 H20 119.4 . . ?
C9 C20 H20 119.4 . . ?
C15 C21 C7 120.7(4) . . ?
C15 C21 H21 119.7 . . ?
C7 C21 H21 119.7 . . ?
C12 C22 C5 122.8(4) . . ?
C12 C22 H22 118.6 . . ?
C5 C22 H22 118.6 . . ?
C6 C23 C8 120.3(3) . . ?
C6 C23 H23 119.8 . . ?
C8 C23 H23 119.8 . . ?
C6 C24 C27 117.1(3) . . ?
C6 C24 C28 121.0(3) . . ?
C27 C24 C28 121.9(3) . . ?
C16 C25 C12 120.3(4) . . ?
C16 C25 H25 119.9 . . ?
C12 C25 H25 119.9 . . ?
C15 C26 C18 120.3(3) . . ?
C15 C26 H26 119.9 . . ?
C18 C26 H26 119.9 . . ?
C13 C27 C24 122.0(3) . . ?
C13 C27 H27 119.0 . . ?
C24 C27 H27 119.0 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C37 N4 C29 105.8(2) . . ?
C37 N4 C51 127.2(3) . . ?
C29 N4 C51 126.1(3) . . ?
C33 C29 N4 105.9(3) . . ?
C33 C29 C30 122.9(3) . . ?
N4 C29 C30 131.1(3) . . ?
C37 N3 C33 104.7(3) . . ?
C39 C30 C35 118.7(3) . . ?
C39 C30 C29 125.9(4) . . ?
C35 C30 C29 115.5(3) . . ?
C43 C31 C34 120.3(3) . . ?
C43 C31 C33 122.2(3) . . ?
C34 C31 C33 117.4(3) . . ?
C47 C32 C41 117.9(3) . . ?
C47 C32 C37 124.2(3) . . ?
C41 C32 C37 117.6(3) . . ?
C29 C33 N3 111.5(3) . . ?
C29 C33 C31 122.2(3) . . ?
N3 C33 C31 126.2(3) . . ?
C36 C34 C31 117.1(3) . . ?
C36 C34 C35 123.0(3) . . ?
C31 C34 C35 119.8(3) . . ?
C30 C35 C46 117.2(3) . . ?
C30 C35 C34 121.7(3) . . ?
C46 C35 C34 121.0(4) . . ?
C45 C36 C34 121.6(4) . . ?
C45 C36 H36 119.2 . . ?
C34 C36 H36 119.2 . . ?
N3 C37 N4 112.1(3) . . ?
N3 C37 C32 121.8(3) . . ?
N4 C37 C32 126.0(3) . . ?
C41 C38 C42 121.4(3) . . ?
C41 C38 H38 119.3 . . ?
C42 C38 H38 119.3 . . ?
C48 C39 C30 121.9(4) . . ?
C48 C39 H39 119.1 . . ?
C30 C39 H39 119.1 . . ?
C42 C40 C47 121.4(3) . . ?
C42 C40 H40 119.3 . . ?
C47 C40 H40 119.3 . . ?
C38 C41 C32 120.6(3) . . ?
C38 C41 H41 119.7 . . ?
C32 C41 H41 119.7 . . ?
C40 C42 C38 118.0(3) . . ?
C40 C42 C50 120.8(3) . . ?
C38 C42 C50 121.2(3) . . ?
C44 C43 C31 120.2(4) . . ?
C44 C43 H43 119.9 . . ?
C31 C43 H43 119.9 . . ?
C43 C44 C45 119.9(4) . . ?
C43 C44 H44 120.1 . . ?
C45 C44 H44 120.1 . . ?
C36 C45 C44 120.9(4) . . ?
C36 C45 H45 119.6 . . ?
C44 C45 H45 119.6 . . ?
C49 C46 C35 121.8(4) . . ?
C49 C46 H46 119.1 . . ?
C35 C46 H46 119.1 . . ?
C40 C47 C32 120.7(3) . . ?
C40 C47 H47 119.6 . . ?
C32 C47 H47 119.6 . . ?
C49 C48 C39 119.6(4) . . ?
C49 C48 H48 120.2 . . ?
C39 C48 H48 120.2 . . ?
C46 C49 C48 120.8(4) . . ?
C46 C49 H49 119.6 . . ?
C48 C49 H49 119.6 . . ?
C42 C50 H50A 109.5 . . ?
C42 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C42 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C560 C51 C53 120.8(3) . . ?
C560 C51 N4 118.5(3) . . ?
C53 C51 N4 120.6(3) . . ?
C51 C560 C52 119.3(3) . . ?
C51 C560 H560 120.4 . . ?
C52 C560 H560 120.4 . . ?
C55 C52 C560 120.1(3) . . ?
C55 C52 H52 119.9 . . ?
C560 C52 H52 119.9 . . ?
C51 C53 C54 119.2(3) . . ?
C51 C53 H53 120.4 . . ?
C54 C53 H53 120.4 . . ?
C55 C54 C53 120.4(3) . . ?
C55 C54 H54 119.8 . . ?
C53 C54 H54 119.8 . . ?
C54 C55 C52 120.2(3) . . ?
C54 C55 H55 119.9 . . ?
C52 C55 H55 119.9 . . ?
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full 27.43
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max 0.124
_refine_diff_density_min -0.195
_refine_diff_density_rms 0.034
###End
data_d
_database_code_depnum_ccdc_archive 'CCDC 806934'
#TrackingRef 'b-d.cif.txt'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C29 H22 N2'
_chemical_formula_weight 398.49
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting Monoclinic
_symmetry_space_group_name_H-M 'P2(1)/c '
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
_cell_length_a 13.726(3)
_cell_length_b 8.4643(17)
_cell_length_c 19.367(4)
_cell_angle_alpha 90.00
_cell_angle_beta 109.14(3)
_cell_angle_gamma 90.00
_cell_volume 2125.6(7)
_cell_formula_units_Z 4
_cell_measurement_temperature 293(2)
_cell_measurement_reflns_used 10106
_cell_measurement_theta_min 3.12
_cell_measurement_theta_max 27.48
_exptl_crystal_description colorless
_exptl_crystal_colour block
_exptl_crystal_size_max 0.36
_exptl_crystal_size_mid 0.28
_exptl_crystal_size_min 0.20
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.245
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 840
_exptl_absorpt_coefficient_mu 0.073
_exptl_absorpt_correction_type Multi-scan
_exptl_absorpt_correction_T_min 0.9746
_exptl_absorpt_correction_T_max 0.9855
_exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 293(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Rigaku RAXIS-RAPID'
_diffrn_measurement_method '\w scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number 0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time 0
_diffrn_standards_decay_% 0
_diffrn_reflns_number 19370
_diffrn_reflns_av_R_equivalents 0.0800
_diffrn_reflns_av_sigmaI/netI 0.0693
_diffrn_reflns_limit_h_min -17
_diffrn_reflns_limit_h_max 17
_diffrn_reflns_limit_k_min -10
_diffrn_reflns_limit_k_max 10
_diffrn_reflns_limit_l_min -25
_diffrn_reflns_limit_l_max 20
_diffrn_reflns_theta_min 3.12
_diffrn_reflns_theta_max 27.48
_reflns_number_total 4829
_reflns_number_gt 2410
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'RAPID-AUTO (Rigaku 1998 RAPID-AUTO)'
_computing_cell_refinement 'RAPID-AUTO (Rigaku 1998 RAPID-AUTO)'
_computing_data_reduction
'CrystalClear (Rigaku/MSC and Rigaku Corporation, 2002)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)'
_computing_publication_material SHELXL-97
_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^)+(0.0824P)^2^+0.2782P] where P=(Fo^2^+2Fc^2^)/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 SHELXL
_refine_ls_extinction_coef 0.012(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns 4829
_refine_ls_number_parameters 283
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.1475
_refine_ls_R_factor_gt 0.0740
_refine_ls_wR_factor_ref 0.1910
_refine_ls_wR_factor_gt 0.1596
_refine_ls_goodness_of_fit_ref 1.025
_refine_ls_restrained_S_all 1.025
_refine_ls_shift/su_max 0.002
_refine_ls_shift/su_mean 0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.25046(16) 0.8737(2) 0.27706(10) 0.0550(5) Uani 1 1 d . . .
C1 C 0.17696(19) 1.1402(2) 0.30240(12) 0.0514(6) Uani 1 1 d . . .
C2 C 0.15848(18) 1.0156(3) 0.18403(12) 0.0509(6) Uani 1 1 d . . .
C3 C 0.19659(18) 1.0155(2) 0.25836(12) 0.0506(6) Uani 1 1 d . . .
C4 C 0.11133(19) 1.2640(3) 0.26373(13) 0.0535(6) Uani 1 1 d . . .
N2 N 0.18547(16) 0.8805(2) 0.15529(10) 0.0575(6) Uani 1 1 d . . .
C5 C 0.09682(19) 1.1431(3) 0.14348(13) 0.0533(6) Uani 1 1 d . . .
C6 C 0.0608(2) 1.1447(3) 0.06725(13) 0.0636(7) Uani 1 1 d . . .
H6 H 0.0794 1.0634 0.0417 0.076 Uiso 1 1 calc R . .
C7 C 0.07212(19) 1.2668(3) 0.18350(13) 0.0550(6) Uani 1 1 d . . .
C8 C 0.2599(2) 0.7422(3) 0.39088(14) 0.0739(8) Uani 1 1 d . . .
H8 H 0.1905 0.7156 0.3710 0.089 Uiso 1 1 calc R . .
C9 C 0.2148(2) 1.1471(3) 0.37921(13) 0.0625(7) Uani 1 1 d . . .
H9 H 0.2597 1.0690 0.4051 0.075 Uiso 1 1 calc R . .
C10 C 0.3079(2) 0.8236(3) 0.34998(12) 0.0546(6) Uani 1 1 d . . .
C11 C 0.0094(2) 1.3886(3) 0.14288(15) 0.0689(7) Uani 1 1 d . . .
H11 H -0.0078 1.4729 0.1674 0.083 Uiso 1 1 calc R . .
C12 C 0.2401(2) 0.7969(3) 0.21203(12) 0.0550(6) Uani 1 1 d . . .
C13 C 0.0849(2) 1.3829(3) 0.30463(15) 0.0653(7) Uani 1 1 d . . .
H13 H 0.0413 1.4637 0.2802 0.078 Uiso 1 1 calc R . .
C14 C 0.28140(19) 0.6401(3) 0.20316(13) 0.0559(6) Uani 1 1 d . . .
C15 C 0.1870(2) 1.2665(3) 0.41668(15) 0.0718(8) Uani 1 1 d . . .
H15 H 0.2126 1.2684 0.4675 0.086 Uiso 1 1 calc R . .
C16 C 0.1211(2) 1.3842(3) 0.37913(15) 0.0717(8) Uani 1 1 d . . .
H16 H 0.1014 1.4643 0.4047 0.086 Uiso 1 1 calc R . .
C17 C -0.0012(2) 1.2632(3) 0.02958(15) 0.0755(8) Uani 1 1 d . . .
H17 H -0.0262 1.2622 -0.0212 0.091 Uiso 1 1 calc R . .
C18 C 0.4104(2) 0.8636(3) 0.37934(14) 0.0647(7) Uani 1 1 d . . .
H18 H 0.4430 0.9196 0.3518 0.078 Uiso 1 1 calc R . .
C19 C 0.4183(3) 0.7365(3) 0.49239(16) 0.0825(10) Uani 1 1 d . . .
C20 C 0.4643(2) 0.8193(3) 0.45012(15) 0.0761(8) Uani 1 1 d . . .
H20 H 0.5336 0.8460 0.4699 0.091 Uiso 1 1 calc R . .
C21 C -0.0265(2) 1.3860(3) 0.06862(16) 0.0786(9) Uani 1 1 d . . .
H21 H -0.0687 1.4675 0.0434 0.094 Uiso 1 1 calc R . .
C22 C 0.3455(2) 0.3374(3) 0.17398(17) 0.0688(8) Uani 1 1 d . . .
C23 C 0.3551(3) 0.3844(3) 0.24176(19) 0.0937(11) Uani 1 1 d . . .
H23 H 0.3845 0.3150 0.2802 0.112 Uiso 1 1 calc R . .
C24 C 0.3152(3) 0.7001(3) 0.46157(16) 0.0880(10) Uani 1 1 d . . .
H24 H 0.2822 0.6457 0.4892 0.106 Uiso 1 1 calc R . .
C25 C 0.3232(3) 0.5322(3) 0.25750(17) 0.0953(11) Uani 1 1 d . . .
H25 H 0.3303 0.5580 0.3056 0.114 Uiso 1 1 calc R . .
C26 C 0.2696(3) 0.5912(4) 0.13452(17) 0.1030(12) Uani 1 1 d . . .
H26 H 0.2390 0.6590 0.0957 0.124 Uiso 1 1 calc R . .
C27 C 0.4790(3) 0.6873(5) 0.56978(18) 0.1247(15) Uani 1 1 d . . .
H27A H 0.4898 0.5751 0.5714 0.187 Uiso 1 1 calc R . .
H27B H 0.4412 0.7153 0.6018 0.187 Uiso 1 1 calc R . .
H27C H 0.5444 0.7403 0.5851 0.187 Uiso 1 1 calc R . .
C28 C 0.3783(3) 0.1745(3) 0.1587(2) 0.0978(11) Uani 1 1 d . . .
H28A H 0.4353 0.1833 0.1404 0.147 Uiso 1 1 calc R . .
H28B H 0.3217 0.1231 0.1228 0.147 Uiso 1 1 calc R . .
H28C H 0.3989 0.1137 0.2029 0.147 Uiso 1 1 calc R . .
C29 C 0.3014(3) 0.4438(4) 0.12017(19) 0.1136(14) Uani 1 1 d . . .
H29 H 0.2925 0.4163 0.0720 0.136 Uiso 1 1 calc R . .
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
N1 0.0616(14) 0.0478(11) 0.0504(11) -0.0005(9) 0.0111(10) 0.0037(9)
C1 0.0560(15) 0.0475(13) 0.0526(14) -0.0005(10) 0.0206(12) -0.0050(11)
C2 0.0537(15) 0.0499(13) 0.0498(14) 0.0027(10) 0.0181(11) 0.0019(11)
C3 0.0517(15) 0.0448(12) 0.0541(14) 0.0023(10) 0.0159(11) 0.0009(11)
C4 0.0533(16) 0.0507(13) 0.0607(15) 0.0022(11) 0.0243(12) -0.0009(11)
N2 0.0648(14) 0.0532(11) 0.0525(12) -0.0004(9) 0.0165(10) 0.0034(10)
C5 0.0537(15) 0.0542(14) 0.0537(14) 0.0077(11) 0.0200(12) 0.0010(11)
C6 0.0707(18) 0.0648(16) 0.0555(15) 0.0088(12) 0.0212(13) 0.0092(13)
C7 0.0546(16) 0.0538(14) 0.0604(15) 0.0092(11) 0.0242(12) 0.0046(11)
C8 0.078(2) 0.0689(17) 0.0638(18) 0.0106(13) 0.0086(15) -0.0149(15)
C9 0.0690(18) 0.0571(15) 0.0586(15) -0.0004(12) 0.0171(13) 0.0014(13)
C10 0.0599(17) 0.0453(12) 0.0512(14) -0.0001(10) 0.0084(12) 0.0027(11)
C11 0.076(2) 0.0635(15) 0.0733(19) 0.0130(13) 0.0324(15) 0.0174(14)
C12 0.0586(17) 0.0512(13) 0.0514(14) -0.0019(11) 0.0127(12) -0.0007(11)
C13 0.0720(19) 0.0581(14) 0.0723(18) 0.0019(13) 0.0324(15) 0.0068(13)
C14 0.0568(16) 0.0494(13) 0.0581(15) -0.0006(11) 0.0145(12) 0.0035(11)
C15 0.088(2) 0.0695(17) 0.0586(16) -0.0063(14) 0.0248(15) 0.0011(16)
C16 0.085(2) 0.0669(16) 0.0700(18) -0.0123(14) 0.0346(16) 0.0017(15)
C17 0.088(2) 0.0775(18) 0.0609(16) 0.0185(14) 0.0237(15) 0.0155(16)
C18 0.0649(19) 0.0634(16) 0.0601(16) 0.0002(12) 0.0130(14) -0.0011(13)
C19 0.100(3) 0.0672(18) 0.0607(18) 0.0062(14) 0.0002(17) 0.0000(17)
C20 0.068(2) 0.0770(18) 0.0665(18) -0.0039(15) -0.0004(15) 0.0028(15)
C21 0.091(2) 0.0767(19) 0.0704(19) 0.0262(15) 0.0298(17) 0.0282(16)
C22 0.0680(19) 0.0523(14) 0.092(2) -0.0069(14) 0.0341(16) 0.0007(13)
C23 0.119(3) 0.0584(17) 0.089(2) 0.0032(16) 0.015(2) 0.0247(17)
C24 0.112(3) 0.0760(19) 0.068(2) 0.0182(15) 0.0188(19) -0.0153(18)
C25 0.133(3) 0.0657(18) 0.0695(19) -0.0044(15) 0.0085(19) 0.0281(18)
C26 0.149(3) 0.089(2) 0.068(2) 0.0004(16) 0.032(2) 0.053(2)
C27 0.149(4) 0.120(3) 0.069(2) 0.027(2) -0.014(2) -0.001(3)
C28 0.096(3) 0.0602(17) 0.155(3) -0.0125(18) 0.065(2) 0.0014(16)
C29 0.158(4) 0.097(2) 0.084(2) -0.0126(19) 0.037(2) 0.052(2)
_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
N1 C12 1.383(3) . ?
N1 C3 1.394(3) . ?
N1 C10 1.437(3) . ?
C1 C9 1.407(3) . ?
C1 C4 1.424(3) . ?
C1 C3 1.437(3) . ?
C2 C3 1.361(3) . ?
C2 N2 1.374(3) . ?
C2 C5 1.436(3) . ?
C4 C13 1.400(3) . ?
C4 C7 1.468(3) . ?
N2 C12 1.316(3) . ?
C5 C6 1.395(3) . ?
C5 C7 1.409(3) . ?
C6 C17 1.362(4) . ?
C6 H6 0.9300 . ?
C7 C11 1.406(3) . ?
C8 C10 1.371(4) . ?
C8 C24 1.377(4) . ?
C8 H8 0.9300 . ?
C9 C15 1.369(3) . ?
C9 H9 0.9300 . ?
C10 C18 1.376(3) . ?
C11 C21 1.359(4) . ?
C11 H11 0.9300 . ?
C12 C14 1.475(3) . ?
C13 C16 1.363(3) . ?
C13 H13 0.9300 . ?
C14 C26 1.350(4) . ?
C14 C25 1.369(4) . ?
C15 C16 1.381(4) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C21 1.395(4) . ?
C17 H17 0.9300 . ?
C18 C20 1.379(3) . ?
C18 H18 0.9300 . ?
C19 C24 1.378(4) . ?
C19 C20 1.378(4) . ?
C19 C27 1.515(4) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C23 1.336(4) . ?
C22 C29 1.360(4) . ?
C22 C28 1.509(4) . ?
C23 C25 1.392(4) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C29 1.380(4) . ?
C26 H26 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29 0.9300 . ?
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
C12 N1 C3 106.32(18) . . ?
C12 N1 C10 128.00(19) . . ?
C3 N1 C10 125.64(19) . . ?
C9 C1 C4 118.4(2) . . ?
C9 C1 C3 125.6(2) . . ?
C4 C1 C3 115.9(2) . . ?
C3 C2 N2 111.5(2) . . ?
C3 C2 C5 122.1(2) . . ?
N2 C2 C5 126.3(2) . . ?
C2 C3 N1 105.20(19) . . ?
C2 C3 C1 123.1(2) . . ?
N1 C3 C1 131.7(2) . . ?
C13 C4 C1 117.9(2) . . ?
C13 C4 C7 120.9(2) . . ?
C1 C4 C7 121.2(2) . . ?
C12 N2 C2 105.35(19) . . ?
C6 C5 C7 120.6(2) . . ?
C6 C5 C2 121.8(2) . . ?
C7 C5 C2 117.6(2) . . ?
C17 C6 C5 121.1(3) . . ?
C17 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C11 C7 C5 116.8(2) . . ?
C11 C7 C4 123.3(2) . . ?
C5 C7 C4 120.0(2) . . ?
C10 C8 C24 119.4(3) . . ?
C10 C8 H8 120.3 . . ?
C24 C8 H8 120.3 . . ?
C15 C9 C1 121.4(2) . . ?
C15 C9 H9 119.3 . . ?
C1 C9 H9 119.3 . . ?
C8 C10 C18 120.4(2) . . ?
C8 C10 N1 120.2(2) . . ?
C18 C10 N1 119.4(2) . . ?
C21 C11 C7 121.5(3) . . ?
C21 C11 H11 119.2 . . ?
C7 C11 H11 119.2 . . ?
N2 C12 N1 111.6(2) . . ?
N2 C12 C14 121.5(2) . . ?
N1 C12 C14 126.9(2) . . ?
C16 C13 C4 122.2(2) . . ?
C16 C13 H13 118.9 . . ?
C4 C13 H13 118.9 . . ?
C26 C14 C25 115.9(2) . . ?
C26 C14 C12 117.6(2) . . ?
C25 C14 C12 126.2(2) . . ?
C9 C15 C16 120.1(3) . . ?
C9 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C13 C16 C15 120.0(3) . . ?
C13 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C6 C17 C21 118.8(3) . . ?
C6 C17 H17 120.6 . . ?
C21 C17 H17 120.6 . . ?
C10 C18 C20 119.1(3) . . ?
C10 C18 H18 120.5 . . ?
C20 C18 H18 120.5 . . ?
C24 C19 C20 117.5(3) . . ?
C24 C19 C27 121.4(3) . . ?
C20 C19 C27 121.1(3) . . ?
C19 C20 C18 121.9(3) . . ?
C19 C20 H20 119.1 . . ?
C18 C20 H20 119.1 . . ?
C11 C21 C17 121.2(3) . . ?
C11 C21 H21 119.4 . . ?
C17 C21 H21 119.4 . . ?
C23 C22 C29 115.5(3) . . ?
C23 C22 C28 121.7(3) . . ?
C29 C22 C28 122.7(3) . . ?
C22 C23 C25 123.1(3) . . ?
C22 C23 H23 118.5 . . ?
C25 C23 H23 118.5 . . ?
C8 C24 C19 121.8(3) . . ?
C8 C24 H24 119.1 . . ?
C19 C24 H24 119.1 . . ?
C14 C25 C23 120.9(3) . . ?
C14 C25 H25 119.5 . . ?
C23 C25 H25 119.5 . . ?
C14 C26 C29 122.1(3) . . ?
C14 C26 H26 118.9 . . ?
C29 C26 H26 118.9 . . ?
C19 C27 H27A 109.5 . . ?
C19 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C19 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C22 C28 H28A 109.5 . . ?
C22 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C22 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C22 C29 C26 122.4(3) . . ?
C22 C29 H29 118.8 . . ?
C26 C29 H29 118.8 . . ?
_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full 27.48
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max 0.258
_refine_diff_density_min -0.219
_refine_diff_density_rms 0.044