# Supplementary Material (ESI) for Chemical Communications
# This journal is (c) The Royal Society of Chemistry 2008
data_global

_journal_coden_Cambridge         182
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

loop_
_publ_author_name
'Michael Hill'
'A Barrett'
'Tanya C. Boorman'
'Mark R Crimmin'
'Gabriele Kociok-Kohn'
'P Procopiou'

_publ_contact_author_name        'Michael Hill'
_publ_contact_author_email       M.S.HILL@BATH.AC.UK

_publ_section_title              
;
Heavier Group 2 Element-Catalysed Hydroamination of
Isocyanates
;

# Attachment 'Compound_41.cif'

data_k07msh10
_database_code_depnum_ccdc_archive 'CCDC 690638'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C56 H74 Ca N4 O2'
_chemical_formula_sum            'C56 H74 Ca N4 O2'
_chemical_formula_weight         875.27

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ca Ca 0.2262 0.3064 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'

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

_cell_length_a                   12.3837(2)
_cell_length_b                   19.3136(3)
_cell_length_c                   21.3459(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.5240(10)
_cell_angle_gamma                90.00
_cell_volume                     5095.73(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    45695
_cell_measurement_theta_min      2.910
_cell_measurement_theta_max      27.485

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.141
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1896
_exptl_absorpt_coefficient_mu    0.167
_exptl_absorpt_correction_type   none

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      150(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       '95mm CCD camera on \k-goniostat'
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       '194 1.4 degree images with \v scans'
_diffrn_standards_number         0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            51119
_diffrn_reflns_av_R_equivalents  0.0843
_diffrn_reflns_av_sigmaI/netI    0.0601
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         4.27
_diffrn_reflns_theta_max         27.44
_reflns_number_total             11481
_reflns_number_gt                7712
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'HKL Scalepack (Otwinski & Minor, 1997)'
_computing_data_reduction        
;
DENZO-SCALEPACK Z. Otwinowski and W. Minor, "
Processing of X-ray Diffraction Data Collected in Oscillation Mode ",
Methods in Enzymology, Volume 276: Macromolecular Crystallography,
part A, p.307-326, 1997,C.W. Carter, Jr. & R. M. Sweet, Eds., Academic Press.
;
_computing_structure_solution    
;
SIR97- Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C. ,
Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R.
(1999) J. Appl. Cryst. 32, 115-119
;
_computing_structure_refinement  
;
SHELXL97 -Program for Crystal Structure Analysis (Release 97-2).
Sheldrick, G.M., Instit\"ut f\"ur Anorganische Chemie der Universit\"at,
Tammanstrasse 4, D-3400 G\"ottingen, Germany, 1998
;
_computing_molecular_graphics    
'ORTEP3 for Windows - Farrugia, L. J. J. Appl. Crystallogr. 1997, 30, 565'

_computing_publication_material  
;
'WinGX publication routines, Farrugia,
L. J., J. Appl. Crystallogr., 1999, 32, 837-838
;

_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.

The THF ligand and one isopropyl group show disorder in the ratio 80:20.
;

_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^)+(0.0447P)^2^+2.3256P] 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    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         11481
_refine_ls_number_parameters     603
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0935
_refine_ls_R_factor_gt           0.0532
_refine_ls_wR_factor_ref         0.1313
_refine_ls_wR_factor_gt          0.1118
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.020
_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
Ca Ca 0.21217(3) 0.233735(19) 0.037184(18) 0.02822(10) Uani 1 1 d . . .
N1 N -0.11301(12) 0.26832(9) 0.06318(8) 0.0360(4) Uani 1 1 d . . .
N2 N 0.05469(12) 0.20892(9) 0.09638(8) 0.0322(4) Uani 1 1 d . . .
N3 N 0.32267(12) 0.33037(8) 0.05727(8) 0.0300(3) Uani 1 1 d . . .
N4 N 0.37544(12) 0.17575(8) 0.06487(8) 0.0302(3) Uani 1 1 d . . .
O1 O 0.04422(11) 0.27760(8) 0.01169(8) 0.0452(4) Uani 1 1 d . . .
O2 O 0.22421(13) 0.23371(8) -0.07306(7) 0.0454(4) Uani 1 1 d . B .
C1 C -0.00037(15) 0.25002(10) 0.05810(10) 0.0343(4) Uani 1 1 d . . .
C2 C -0.17514(15) 0.26692(11) 0.00471(10) 0.0342(4) Uani 1 1 d . . .
C3 C -0.16935(17) 0.20763(11) -0.03218(11) 0.0411(5) Uani 1 1 d . . .
H3 H -0.1266 0.1694 -0.0175 0.049 Uiso 1 1 calc R . .
C4 C -0.2256(2) 0.20424(13) -0.08996(11) 0.0477(6) Uani 1 1 d . . .
H4 H -0.2202 0.1639 -0.1151 0.057 Uiso 1 1 calc R . .
C5 C -0.2898(2) 0.25896(13) -0.11166(11) 0.0501(6) Uani 1 1 d . . .
H5 H -0.3290 0.2563 -0.1513 0.060 Uiso 1 1 calc R . .
C6 C -0.29623(19) 0.31745(13) -0.07493(11) 0.0473(5) Uani 1 1 d . . .
H6 H -0.3404 0.3551 -0.0894 0.057 Uiso 1 1 calc R . .
C7 C -0.23869(17) 0.32183(11) -0.01693(10) 0.0387(5) Uani 1 1 d . . .
H7 H -0.2431 0.3625 0.0078 0.046 Uiso 1 1 calc R . .
C8 C -0.13525(16) 0.31955(11) 0.10872(10) 0.0357(4) Uani 1 1 d . . .
C9 C -0.23734(17) 0.32206(12) 0.13281(10) 0.0410(5) Uani 1 1 d . . .
H9 H -0.2919 0.2904 0.1182 0.049 Uiso 1 1 calc R . .
C10 C -0.2593(2) 0.37061(13) 0.17805(11) 0.0487(6) Uani 1 1 d . . .
H10 H -0.3296 0.3728 0.1935 0.058 Uiso 1 1 calc R . .
C11 C -0.1796(2) 0.41609(13) 0.20104(11) 0.0515(6) Uani 1 1 d . . .
H11 H -0.1943 0.4484 0.2330 0.062 Uiso 1 1 calc R . .
C12 C -0.0788(2) 0.41380(13) 0.17705(12) 0.0501(6) Uani 1 1 d . . .
H12 H -0.0240 0.4449 0.1924 0.060 Uiso 1 1 calc R . .
C13 C -0.05647(18) 0.36638(11) 0.13055(11) 0.0431(5) Uani 1 1 d . . .
H13 H 0.0128 0.3660 0.1137 0.052 Uiso 1 1 calc R . .
C14 C 0.01427(15) 0.16568(11) 0.14689(9) 0.0345(4) Uani 1 1 d . . .
C15 C -0.09741(19) 0.13285(13) 0.13193(11) 0.0485(6) Uani 1 1 d . . .
H15A H -0.0964 0.1055 0.0928 0.058 Uiso 1 1 calc R . .
H15B H -0.1527 0.1696 0.1257 0.058 Uiso 1 1 calc R . .
C16 C -0.1263(2) 0.08527(15) 0.18686(13) 0.0619(8) Uani 1 1 d . . .
H16 H -0.1994 0.0645 0.1771 0.074 Uiso 1 1 calc R . .
C17 C -0.1282(2) 0.12725(17) 0.24682(13) 0.0644(8) Uani 1 1 d . . .
H17A H -0.1822 0.1649 0.2413 0.077 Uiso 1 1 calc R . .
H17B H -0.1492 0.0972 0.2816 0.077 Uiso 1 1 calc R . .
C18 C -0.01741(19) 0.15765(14) 0.26250(11) 0.0512(6) Uani 1 1 d . . .
H18 H -0.0189 0.1850 0.3022 0.061 Uiso 1 1 calc R . .
C19 C 0.06662(19) 0.09998(14) 0.27124(11) 0.0502(6) Uani 1 1 d . . .
H19A H 0.1387 0.1202 0.2825 0.060 Uiso 1 1 calc R . .
H19B H 0.0474 0.0690 0.3058 0.060 Uiso 1 1 calc R . .
C20 C 0.0704(2) 0.05883(13) 0.21070(11) 0.0481(6) Uani 1 1 d . . .
H20 H 0.1258 0.0213 0.2158 0.058 Uiso 1 1 calc R . .
C21 C 0.09776(18) 0.10737(11) 0.15694(10) 0.0416(5) Uani 1 1 d . . .
H21A H 0.1702 0.1279 0.1665 0.050 Uiso 1 1 calc R . .
H21B H 0.1006 0.0802 0.1177 0.050 Uiso 1 1 calc R . .
C22 C -0.0424(2) 0.02721(14) 0.19478(14) 0.0643(8) Uani 1 1 d . . .
H22A H -0.0414 0.0000 0.1555 0.077 Uiso 1 1 calc R . .
H22B H -0.0618 -0.0043 0.2289 0.077 Uiso 1 1 calc R . .
C23 C 0.01141(18) 0.20600(13) 0.20883(10) 0.0432(5) Uani 1 1 d . . .
H23A H -0.0429 0.2435 0.2041 0.052 Uiso 1 1 calc R . .
H23B H 0.0830 0.2274 0.2191 0.052 Uiso 1 1 calc R . .
C24 C 0.27068(15) 0.39316(10) 0.07500(10) 0.0331(4) Uani 1 1 d . . .
C25 C 0.26393(18) 0.40697(11) 0.13899(11) 0.0405(5) Uani 1 1 d . A .
C26 C 0.3079(2) 0.35510(12) 0.18768(11) 0.0500(6) Uani 1 1 d D . .
H26A H 0.2976 0.3081 0.1686 0.060 Uiso 0.791(6) 1 calc PR A 1
H26B H 0.3505 0.3246 0.1605 0.060 Uiso 0.209(6) 1 calc PR A 2
C27 C 0.2419(3) 0.35666(18) 0.24634(15) 0.0532(10) Uani 0.791(6) 1 d P A 1
H27A H 0.1646 0.3535 0.2337 0.080 Uiso 0.791(6) 1 calc PR A 1
H27B H 0.2562 0.4000 0.2692 0.080 Uiso 0.791(6) 1 calc PR A 1
H27C H 0.2627 0.3174 0.2735 0.080 Uiso 0.791(6) 1 calc PR A 1
C28 C 0.4251(3) 0.3637(3) 0.2020(2) 0.0568(11) Uani 0.791(6) 1 d P A 1
H28A H 0.4494 0.3313 0.2353 0.085 Uiso 0.791(6) 1 calc PR A 1
H28B H 0.4399 0.4113 0.2161 0.085 Uiso 0.791(6) 1 calc PR A 1
H28C H 0.4638 0.3544 0.1643 0.085 Uiso 0.791(6) 1 calc PR A 1
C27A C 0.2510(11) 0.3071(7) 0.2167(6) 0.061(4) Uani 0.209(6) 1 d P A 2
H27D H 0.2987 0.2824 0.2475 0.091 Uiso 0.209(6) 1 calc PR A 2
H27E H 0.2198 0.2742 0.1857 0.091 Uiso 0.209(6) 1 calc PR A 2
H27F H 0.1927 0.3296 0.2382 0.091 Uiso 0.209(6) 1 calc PR A 2
C28A C 0.4026(13) 0.3808(9) 0.2366(10) 0.094(8) Uani 0.209(6) 1 d PD A 2
H28D H 0.3733 0.4142 0.2657 0.140 Uiso 0.209(6) 1 calc PR A 2
H28E H 0.4596 0.4030 0.2138 0.140 Uiso 0.209(6) 1 calc PR A 2
H28F H 0.4328 0.3410 0.2602 0.140 Uiso 0.209(6) 1 calc PR A 2
C29 C 0.2146(2) 0.46892(12) 0.15626(12) 0.0489(6) Uani 1 1 d . . .
H29 H 0.2119 0.4801 0.1995 0.059 Uiso 1 1 calc R A .
C30 C 0.17012(19) 0.51388(12) 0.11166(13) 0.0506(6) Uani 1 1 d . A .
H30 H 0.1386 0.5562 0.1241 0.061 Uiso 1 1 calc R . .
C31 C 0.17146(18) 0.49740(11) 0.04933(12) 0.0464(6) Uani 1 1 d . . .
H31 H 0.1380 0.5278 0.0190 0.056 Uiso 1 1 calc R A .
C32 C 0.22086(16) 0.43698(10) 0.02927(11) 0.0377(5) Uani 1 1 d . A .
C33 C 0.21976(19) 0.42138(11) -0.04026(11) 0.0448(5) Uani 1 1 d . . .
H33 H 0.2513 0.3742 -0.0451 0.054 Uiso 1 1 calc R A .
C34 C 0.1046(2) 0.42043(13) -0.07101(13) 0.0572(7) Uani 1 1 d . A .
H34A H 0.1074 0.4101 -0.1158 0.086 Uiso 1 1 calc R . .
H34B H 0.0709 0.4658 -0.0658 0.086 Uiso 1 1 calc R . .
H34C H 0.0620 0.3848 -0.0510 0.086 Uiso 1 1 calc R . .
C35 C 0.2890(2) 0.47253(15) -0.07514(13) 0.0593(7) Uani 1 1 d . A .
H35A H 0.2861 0.4606 -0.1198 0.089 Uiso 1 1 calc R . .
H35B H 0.3641 0.4702 -0.0578 0.089 Uiso 1 1 calc R . .
H35C H 0.2612 0.5196 -0.0701 0.089 Uiso 1 1 calc R . .
C36 C 0.42540(15) 0.33153(10) 0.04464(10) 0.0329(4) Uani 1 1 d . . .
C37 C 0.48825(18) 0.39891(11) 0.04272(13) 0.0476(6) Uani 1 1 d . . .
H37A H 0.4416 0.4374 0.0539 0.071 Uiso 1 1 calc R . .
H37B H 0.5124 0.4062 0.0003 0.071 Uiso 1 1 calc R . .
H37C H 0.5513 0.3966 0.0727 0.071 Uiso 1 1 calc R . .
C38 C 0.48675(15) 0.27139(10) 0.03292(10) 0.0353(4) Uani 1 1 d . . .
H38 H 0.5525 0.2801 0.0136 0.042 Uiso 1 1 calc R . .
C39 C 0.46717(15) 0.20144(10) 0.04488(10) 0.0330(4) Uani 1 1 d . . .
C40 C 0.55991(19) 0.15299(11) 0.03343(14) 0.0529(7) Uani 1 1 d . . .
H40A H 0.5899 0.1346 0.0736 0.079 Uiso 1 1 calc R . .
H40B H 0.6163 0.1783 0.0127 0.079 Uiso 1 1 calc R . .
H40C H 0.5336 0.1147 0.0065 0.079 Uiso 1 1 calc R . .
C41 C 0.37514(15) 0.10571(10) 0.08644(10) 0.0331(4) Uani 1 1 d . . .
C42 C 0.41416(16) 0.09033(11) 0.14843(11) 0.0400(5) Uani 1 1 d . . .
C43 C 0.45982(19) 0.14638(13) 0.19248(11) 0.0476(5) Uani 1 1 d . . .
H43 H 0.4622 0.1903 0.1677 0.057 Uiso 1 1 calc R . .
C44 C 0.3910(3) 0.1597(2) 0.24659(16) 0.0924(12) Uani 1 1 d . . .
H44A H 0.4240 0.1962 0.2732 0.139 Uiso 1 1 calc R . .
H44B H 0.3854 0.1172 0.2713 0.139 Uiso 1 1 calc R . .
H44C H 0.3186 0.1742 0.2307 0.139 Uiso 1 1 calc R . .
C45 C 0.5746(3) 0.1307(3) 0.2177(2) 0.1273(19) Uani 1 1 d . . .
H45A H 0.6203 0.1222 0.1826 0.191 Uiso 1 1 calc R . .
H45B H 0.5744 0.0895 0.2446 0.191 Uiso 1 1 calc R . .
H45C H 0.6032 0.1702 0.2423 0.191 Uiso 1 1 calc R . .
C46 C 0.4094(2) 0.02162(13) 0.16884(12) 0.0521(6) Uani 1 1 d . . .
H46 H 0.4365 0.0104 0.2102 0.063 Uiso 1 1 calc R . .
C47 C 0.3666(2) -0.03021(13) 0.13065(13) 0.0579(7) Uani 1 1 d . . .
H47 H 0.3653 -0.0766 0.1454 0.069 Uiso 1 1 calc R . .
C48 C 0.3257(2) -0.01449(11) 0.07106(12) 0.0496(6) Uani 1 1 d . . .
H48 H 0.2945 -0.0502 0.0453 0.060 Uiso 1 1 calc R . .
C49 C 0.32925(17) 0.05298(10) 0.04763(11) 0.0381(5) Uani 1 1 d . . .
C50 C 0.28350(18) 0.06794(11) -0.01852(11) 0.0415(5) Uani 1 1 d . . .
H50 H 0.3047 0.1163 -0.0291 0.050 Uiso 1 1 calc R . .
C51 C 0.3293(2) 0.01987(13) -0.06749(13) 0.0585(7) Uani 1 1 d . . .
H51A H 0.2972 0.0316 -0.1092 0.088 Uiso 1 1 calc R . .
H51B H 0.3120 -0.0283 -0.0576 0.088 Uiso 1 1 calc R . .
H51C H 0.4080 0.0255 -0.0669 0.088 Uiso 1 1 calc R . .
C52 C 0.1597(2) 0.06479(14) -0.02282(13) 0.0549(6) Uani 1 1 d . . .
H52A H 0.1326 0.0746 -0.0660 0.082 Uiso 1 1 calc R . .
H52B H 0.1312 0.0993 0.0055 0.082 Uiso 1 1 calc R . .
H52C H 0.1362 0.0185 -0.0107 0.082 Uiso 1 1 calc R . .
C53 C 0.3177(2) 0.24202(14) -0.10928(12) 0.0568(6) Uani 1 1 d . . .
H53A H 0.3843 0.2284 -0.0843 0.068 Uiso 0.818(17) 1 calc PR B 1
H53B H 0.3249 0.2908 -0.1227 0.068 Uiso 0.818(17) 1 calc PR B 1
H53C H 0.3706 0.2042 -0.1011 0.068 Uiso 0.182(17) 1 calc PR B 2
H53D H 0.3537 0.2871 -0.1008 0.068 Uiso 0.182(17) 1 calc PR B 2
C54 C 0.2994(4) 0.1960(3) -0.1647(3) 0.0582(14) Uani 0.818(17) 1 d P B 1
H54A H 0.3311 0.1496 -0.1564 0.070 Uiso 0.818(17) 1 calc PR B 1
H54B H 0.3309 0.2161 -0.2021 0.070 Uiso 0.818(17) 1 calc PR B 1
C54A C 0.266(3) 0.239(3) -0.1755(9) 0.107(16) Uani 0.182(17) 1 d P B 2
H54C H 0.2420 0.2852 -0.1898 0.128 Uiso 0.182(17) 1 calc PR B 2
H54D H 0.3186 0.2209 -0.2048 0.128 Uiso 0.182(17) 1 calc PR B 2
C55 C 0.1741(3) 0.19201(17) -0.17375(13) 0.0717(8) Uani 1 1 d . . .
H55A H 0.1483 0.2143 -0.2137 0.086 Uiso 0.818(17) 1 calc PR B 1
H55B H 0.1495 0.1432 -0.1742 0.086 Uiso 0.818(17) 1 calc PR B 1
H55C H 0.1949 0.1435 -0.1641 0.086 Uiso 0.182(17) 1 calc PR B 2
H55D H 0.1246 0.1943 -0.2119 0.086 Uiso 0.182(17) 1 calc PR B 2
C56 C 0.1323(2) 0.23022(15) -0.11833(12) 0.0609(7) Uani 1 1 d . B .
H56A H 0.1072 0.2772 -0.1307 0.073 Uiso 1 1 calc R . .
H56B H 0.0716 0.2047 -0.1009 0.073 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
Ca 0.02257(18) 0.03051(19) 0.0315(2) -0.00083(16) 0.00126(14) -0.00151(14)
N1 0.0230(8) 0.0420(10) 0.0428(10) -0.0032(8) 0.0007(7) 0.0004(7)
N2 0.0244(8) 0.0386(9) 0.0336(9) 0.0002(7) 0.0024(7) -0.0022(6)
N3 0.0288(8) 0.0263(8) 0.0350(9) -0.0005(6) 0.0011(7) 0.0006(6)
N4 0.0262(8) 0.0273(8) 0.0371(9) 0.0009(6) 0.0019(7) -0.0003(6)
O1 0.0262(7) 0.0555(9) 0.0543(10) 0.0210(8) 0.0049(7) 0.0022(6)
O2 0.0504(9) 0.0533(9) 0.0321(8) -0.0028(7) -0.0001(7) 0.0021(7)
C1 0.0234(9) 0.0381(11) 0.0414(12) -0.0013(8) 0.0033(8) -0.0014(7)
C2 0.0237(9) 0.0393(11) 0.0399(11) -0.0001(9) 0.0035(8) -0.0046(8)
C3 0.0360(11) 0.0398(11) 0.0472(13) -0.0006(10) 0.0004(9) -0.0028(9)
C4 0.0509(14) 0.0484(13) 0.0440(14) -0.0065(10) 0.0040(11) -0.0070(10)
C5 0.0473(13) 0.0659(16) 0.0366(13) -0.0021(11) -0.0015(10) -0.0021(11)
C6 0.0426(12) 0.0588(15) 0.0404(13) 0.0055(11) 0.0032(10) 0.0081(10)
C7 0.0344(11) 0.0425(12) 0.0399(12) 0.0006(9) 0.0073(9) 0.0002(9)
C8 0.0314(10) 0.0407(11) 0.0349(11) 0.0004(9) 0.0001(8) 0.0034(8)
C9 0.0337(11) 0.0534(13) 0.0358(12) 0.0061(10) 0.0020(9) 0.0047(9)
C10 0.0452(13) 0.0658(16) 0.0359(12) 0.0081(11) 0.0096(10) 0.0176(11)
C11 0.0599(15) 0.0584(15) 0.0359(13) -0.0052(11) 0.0008(11) 0.0135(12)
C12 0.0510(14) 0.0479(13) 0.0503(15) -0.0051(11) -0.0052(11) 0.0044(10)
C13 0.0351(11) 0.0449(12) 0.0491(14) -0.0037(10) 0.0009(10) 0.0025(9)
C14 0.0261(9) 0.0473(12) 0.0298(10) 0.0032(9) 0.0002(8) -0.0064(8)
C15 0.0408(12) 0.0629(15) 0.0405(13) 0.0123(11) -0.0066(10) -0.0183(10)
C16 0.0439(14) 0.0827(19) 0.0573(17) 0.0256(14) -0.0103(12) -0.0282(13)
C17 0.0435(14) 0.103(2) 0.0474(16) 0.0250(15) 0.0086(12) -0.0053(14)
C18 0.0427(13) 0.0802(18) 0.0311(12) 0.0037(11) 0.0050(10) 0.0014(12)
C19 0.0415(12) 0.0710(16) 0.0372(13) 0.0111(11) -0.0040(10) -0.0053(11)
C20 0.0527(14) 0.0500(13) 0.0414(13) 0.0103(10) 0.0001(10) -0.0019(11)
C21 0.0440(12) 0.0459(12) 0.0354(12) 0.0040(9) 0.0048(9) 0.0012(9)
C22 0.079(2) 0.0596(16) 0.0533(16) 0.0151(13) -0.0072(14) -0.0257(14)
C23 0.0368(11) 0.0583(14) 0.0347(12) -0.0011(10) 0.0025(9) 0.0041(10)
C24 0.0290(10) 0.0264(10) 0.0443(12) -0.0024(8) 0.0055(8) -0.0034(7)
C25 0.0435(12) 0.0336(11) 0.0450(13) -0.0040(9) 0.0086(10) -0.0049(9)
C26 0.0735(17) 0.0399(12) 0.0368(13) -0.0040(10) 0.0061(12) -0.0038(11)
C27 0.072(2) 0.052(2) 0.0364(18) -0.0029(14) 0.0048(15) -0.0040(15)
C28 0.050(2) 0.070(3) 0.049(2) 0.0016(19) -0.0062(16) 0.0094(18)
C27A 0.066(8) 0.065(9) 0.049(8) 0.010(7) -0.011(6) -0.019(6)
C28A 0.042(9) 0.080(14) 0.16(2) 0.055(14) -0.011(12) 0.009(8)
C29 0.0525(14) 0.0447(13) 0.0510(15) -0.0138(11) 0.0153(11) -0.0067(10)
C30 0.0467(13) 0.0356(12) 0.0702(18) -0.0105(11) 0.0092(12) 0.0051(10)
C31 0.0427(12) 0.0336(12) 0.0628(16) -0.0015(10) 0.0028(11) 0.0067(9)
C32 0.0319(10) 0.0316(10) 0.0496(13) -0.0004(9) 0.0024(9) 0.0012(8)
C33 0.0515(13) 0.0331(11) 0.0491(14) 0.0007(9) -0.0021(11) 0.0086(9)
C34 0.0614(16) 0.0483(14) 0.0598(17) 0.0121(12) -0.0129(13) -0.0037(12)
C35 0.0558(16) 0.0680(17) 0.0551(17) 0.0036(13) 0.0102(13) 0.0009(12)
C36 0.0298(10) 0.0303(10) 0.0383(11) 0.0007(8) 0.0003(8) -0.0034(7)
C37 0.0356(11) 0.0319(11) 0.0759(18) -0.0006(11) 0.0078(11) -0.0057(9)
C38 0.0259(9) 0.0332(10) 0.0475(12) 0.0009(9) 0.0073(8) -0.0013(8)
C39 0.0257(9) 0.0323(10) 0.0411(12) -0.0005(8) 0.0026(8) 0.0015(7)
C40 0.0356(12) 0.0373(12) 0.088(2) 0.0060(12) 0.0204(12) 0.0067(9)
C41 0.0244(9) 0.0314(10) 0.0437(12) 0.0035(8) 0.0038(8) 0.0002(7)
C42 0.0308(10) 0.0445(12) 0.0446(13) 0.0074(10) 0.0011(9) -0.0017(9)
C43 0.0401(12) 0.0588(15) 0.0427(13) 0.0039(11) -0.0058(10) -0.0052(10)
C44 0.076(2) 0.129(3) 0.075(2) -0.038(2) 0.0215(18) -0.038(2)
C45 0.0498(19) 0.164(4) 0.162(4) -0.086(3) -0.037(2) 0.010(2)
C46 0.0495(14) 0.0567(15) 0.0493(15) 0.0208(12) -0.0032(11) -0.0029(11)
C47 0.0645(16) 0.0401(13) 0.0688(18) 0.0201(12) 0.0009(14) -0.0069(11)
C48 0.0561(14) 0.0322(11) 0.0602(16) 0.0052(10) 0.0009(12) -0.0069(10)
C49 0.0350(11) 0.0306(10) 0.0488(13) 0.0032(9) 0.0034(9) -0.0015(8)
C50 0.0478(12) 0.0294(10) 0.0469(13) -0.0023(9) 0.0000(10) -0.0011(9)
C51 0.0748(18) 0.0467(14) 0.0540(16) -0.0081(11) 0.0039(13) 0.0091(12)
C52 0.0535(15) 0.0565(15) 0.0532(16) -0.0042(12) -0.0077(12) -0.0017(11)
C53 0.0680(17) 0.0653(16) 0.0383(13) -0.0040(12) 0.0134(12) -0.0075(13)
C54 0.082(3) 0.054(2) 0.039(3) -0.0057(17) 0.0156(19) -0.0027(19)
C54A 0.104(19) 0.18(4) 0.029(9) 0.031(14) -0.015(10) -0.07(2)
C55 0.090(2) 0.081(2) 0.0427(16) -0.0097(14) -0.0027(15) -0.0156(17)
C56 0.0691(17) 0.0686(17) 0.0424(14) -0.0089(13) -0.0171(12) 0.0116(14)

_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
Ca O1 2.2805(14) . ?
Ca N3 2.3383(16) . ?
Ca N4 2.3546(16) . ?
Ca O2 2.3670(15) . ?
Ca N2 2.4356(16) . ?
Ca C1 2.7148(19) . ?
Ca C39 3.2131(19) . ?
N1 C8 1.426(3) . ?
N1 C2 1.426(3) . ?
N1 C1 1.450(2) . ?
N2 C1 1.302(3) . ?
N2 C14 1.475(2) . ?
N3 C36 1.317(2) . ?
N3 C24 1.435(2) . ?
N4 C39 1.333(2) . ?
N4 C41 1.429(2) . ?
O1 C1 1.280(2) . ?
O2 C53 1.440(3) . ?
O2 C56 1.449(3) . ?
C2 C7 1.383(3) . ?
C2 C3 1.394(3) . ?
C3 C4 1.380(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.385(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.380(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.393(3) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C13 1.390(3) . ?
C8 C9 1.395(3) . ?
C9 C10 1.385(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.389(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.379(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.391(3) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C21 1.535(3) . ?
C14 C23 1.537(3) . ?
C14 C15 1.537(3) . ?
C15 C16 1.549(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.517(4) . ?
C16 C22 1.531(4) . ?
C16 H16 1.0000 . ?
C17 C18 1.511(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.528(4) . ?
C18 C23 1.537(3) . ?
C18 H18 1.0000 . ?
C19 C20 1.520(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.536(3) . ?
C20 C22 1.543(4) . ?
C20 H20 1.0000 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.399(3) . ?
C24 C32 1.405(3) . ?
C25 C29 1.403(3) . ?
C25 C26 1.520(3) . ?
C26 C27A 1.340(12) . ?
C26 C28 1.473(5) . ?
C26 C27 1.538(4) . ?
C26 C28A 1.599(10) . ?
C26 H26A 1.0000 . ?
C26 H26B 1.0000 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C27A H27D 0.9800 . ?
C27A H27E 0.9800 . ?
C27A H27F 0.9800 . ?
C28A H28D 0.9800 . ?
C28A H28E 0.9800 . ?
C28A H28F 0.9800 . ?
C29 C30 1.378(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.369(4) . ?
C30 H30 0.9500 . ?
C31 C32 1.397(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.514(3) . ?
C33 C35 1.531(3) . ?
C33 C34 1.533(3) . ?
C33 H33 1.0000 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 C38 1.419(3) . ?
C36 C37 1.518(3) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 C39 1.399(3) . ?
C38 H38 0.9500 . ?
C39 C40 1.513(3) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 C49 1.410(3) . ?
C41 C42 1.412(3) . ?
C42 C46 1.399(3) . ?
C42 C43 1.520(3) . ?
C43 C44 1.499(4) . ?
C43 C45 1.520(4) . ?
C43 H43 1.0000 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 C47 1.377(4) . ?
C46 H46 0.9500 . ?
C47 C48 1.374(4) . ?
C47 H47 0.9500 . ?
C48 C49 1.398(3) . ?
C48 H48 0.9500 . ?
C49 C50 1.516(3) . ?
C50 C52 1.531(3) . ?
C50 C51 1.532(3) . ?
C50 H50 1.0000 . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C53 C54 1.485(5) . ?
C53 C54A 1.517(18) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C53 H53C 0.9900 . ?
C53 H53D 0.9900 . ?
C54 C55 1.553(6) . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
C54A C55 1.45(2) . ?
C54A H54C 0.9900 . ?
C54A H54D 0.9900 . ?
C55 C56 1.512(4) . ?
C55 H55A 0.9900 . ?
C55 H55B 0.9900 . ?
C55 H55C 0.9900 . ?
C55 H55D 0.9900 . ?
C56 H56A 0.9900 . ?
C56 H56B 0.9900 . ?

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
O1 Ca N3 105.20(6) . . ?
O1 Ca N4 173.24(6) . . ?
N3 Ca N4 81.36(5) . . ?
O1 Ca O2 82.82(6) . . ?
N3 Ca O2 96.35(6) . . ?
N4 Ca O2 98.27(6) . . ?
O1 Ca N2 56.59(5) . . ?
N3 Ca N2 122.69(6) . . ?
N4 Ca N2 118.61(6) . . ?
O2 Ca N2 128.10(6) . . ?
O1 Ca C1 27.99(6) . . ?
N3 Ca C1 116.09(6) . . ?
N4 Ca C1 147.14(6) . . ?
O2 Ca C1 106.53(6) . . ?
N2 Ca C1 28.62(6) . . ?
O1 Ca C39 164.44(5) . . ?
N3 Ca C39 65.38(5) . . ?
N4 Ca C39 21.38(5) . . ?
O2 Ca C39 85.93(5) . . ?
N2 Ca C39 138.68(6) . . ?
C1 Ca C39 166.85(6) . . ?
C8 N1 C2 119.58(16) . . ?
C8 N1 C1 116.58(16) . . ?
C2 N1 C1 113.57(16) . . ?
C1 N2 C14 128.01(16) . . ?
C1 N2 Ca 87.68(12) . . ?
C14 N2 Ca 143.99(12) . . ?
C36 N3 C24 119.64(15) . . ?
C36 N3 Ca 122.54(12) . . ?
C24 N3 Ca 117.13(11) . . ?
C39 N4 C41 118.32(15) . . ?
C39 N4 Ca 118.56(12) . . ?
C41 N4 Ca 120.79(11) . . ?
C1 O1 Ca 95.23(12) . . ?
C53 O2 C56 105.76(19) . . ?
C53 O2 Ca 129.47(15) . . ?
C56 O2 Ca 124.63(15) . . ?
O1 C1 N2 120.37(17) . . ?
O1 C1 N1 114.80(17) . . ?
N2 C1 N1 124.83(18) . . ?
O1 C1 Ca 56.77(9) . . ?
N2 C1 Ca 63.69(10) . . ?
N1 C1 Ca 171.01(14) . . ?
C7 C2 C3 119.3(2) . . ?
C7 C2 N1 122.90(19) . . ?
C3 C2 N1 117.81(18) . . ?
C4 C3 C2 120.2(2) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 120.7(2) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C6 C5 C4 119.1(2) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C5 C6 C7 120.7(2) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
C2 C7 C6 120.0(2) . . ?
C2 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
C13 C8 C9 119.2(2) . . ?
C13 C8 N1 121.28(18) . . ?
C9 C8 N1 119.54(19) . . ?
C10 C9 C8 120.1(2) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C9 C10 C11 120.6(2) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 119.3(2) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 H11 120.4 . . ?
C11 C12 C13 120.7(2) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C8 C13 C12 120.1(2) . . ?
C8 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
N2 C14 C21 105.17(16) . . ?
N2 C14 C23 111.63(17) . . ?
C21 C14 C23 107.60(17) . . ?
N2 C14 C15 115.04(16) . . ?
C21 C14 C15 108.43(18) . . ?
C23 C14 C15 108.64(18) . . ?
C14 C15 C16 109.53(18) . . ?
C14 C15 H15A 109.8 . . ?
C16 C15 H15A 109.8 . . ?
C14 C15 H15B 109.8 . . ?
C16 C15 H15B 109.8 . . ?
H15A C15 H15B 108.2 . . ?
C17 C16 C22 110.1(2) . . ?
C17 C16 C15 109.7(2) . . ?
C22 C16 C15 109.4(2) . . ?
C17 C16 H16 109.2 . . ?
C22 C16 H16 109.2 . . ?
C15 C16 H16 109.2 . . ?
C18 C17 C16 109.5(2) . . ?
C18 C17 H17A 109.8 . . ?
C16 C17 H17A 109.8 . . ?
C18 C17 H17B 109.8 . . ?
C16 C17 H17B 109.8 . . ?
H17A C17 H17B 108.2 . . ?
C17 C18 C19 110.3(2) . . ?
C17 C18 C23 108.7(2) . . ?
C19 C18 C23 110.27(19) . . ?
C17 C18 H18 109.2 . . ?
C19 C18 H18 109.2 . . ?
C23 C18 H18 109.2 . . ?
C20 C19 C18 109.47(19) . . ?
C20 C19 H19A 109.8 . . ?
C18 C19 H19A 109.8 . . ?
C20 C19 H19B 109.8 . . ?
C18 C19 H19B 109.8 . . ?
H19A C19 H19B 108.2 . . ?
C19 C20 C21 109.6(2) . . ?
C19 C20 C22 108.6(2) . . ?
C21 C20 C22 108.4(2) . . ?
C19 C20 H20 110.0 . . ?
C21 C20 H20 110.0 . . ?
C22 C20 H20 110.0 . . ?
C14 C21 C20 111.99(18) . . ?
C14 C21 H21A 109.2 . . ?
C20 C21 H21A 109.2 . . ?
C14 C21 H21B 109.2 . . ?
C20 C21 H21B 109.2 . . ?
H21A C21 H21B 107.9 . . ?
C16 C22 C20 109.5(2) . . ?
C16 C22 H22A 109.8 . . ?
C20 C22 H22A 109.8 . . ?
C16 C22 H22B 109.8 . . ?
C20 C22 H22B 109.8 . . ?
H22A C22 H22B 108.2 . . ?
C14 C23 C18 110.62(19) . . ?
C14 C23 H23A 109.5 . . ?
C18 C23 H23A 109.5 . . ?
C14 C23 H23B 109.5 . . ?
C18 C23 H23B 109.5 . . ?
H23A C23 H23B 108.1 . . ?
C25 C24 C32 120.87(18) . . ?
C25 C24 N3 118.24(18) . . ?
C32 C24 N3 120.72(18) . . ?
C24 C25 C29 118.2(2) . . ?
C24 C25 C26 120.10(18) . . ?
C29 C25 C26 121.7(2) . . ?
C27A C26 C28 121.5(6) . . ?
C27A C26 C25 126.5(6) . . ?
C28 C26 C25 112.0(3) . . ?
C28 C26 C27 113.3(3) . . ?
C25 C26 C27 110.9(2) . . ?
C27A C26 C28A 107.4(10) . . ?
C25 C26 C28A 117.3(7) . . ?
C27 C26 C28A 82.4(9) . . ?
C27A C26 H26A 60.1 . . ?
C28 C26 H26A 106.7 . . ?
C25 C26 H26A 106.7 . . ?
C27 C26 H26A 106.7 . . ?
C28A C26 H26A 128.2 . . ?
C27A C26 H26B 99.9 . . ?
C28 C26 H26B 68.9 . . ?
C25 C26 H26B 99.9 . . ?
C27 C26 H26B 144.1 . . ?
C28A C26 H26B 99.9 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
C26 C27A H27D 109.5 . . ?
C26 C27A H27E 109.5 . . ?
H27D C27A H27E 109.5 . . ?
C26 C27A H27F 109.5 . . ?
H27D C27A H27F 109.5 . . ?
H27E C27A H27F 109.5 . . ?
C26 C28A H28D 109.5 . . ?
C26 C28A H28E 109.5 . . ?
H28D C28A H28E 109.5 . . ?
C26 C28A H28F 109.5 . . ?
H28D C28A H28F 109.5 . . ?
H28E C28A H28F 109.5 . . ?
C30 C29 C25 121.2(2) . . ?
C30 C29 H29 119.4 . . ?
C25 C29 H29 119.4 . . ?
C31 C30 C29 119.8(2) . . ?
C31 C30 H30 120.1 . . ?
C29 C30 H30 120.1 . . ?
C30 C31 C32 121.6(2) . . ?
C30 C31 H31 119.2 . . ?
C32 C31 H31 119.2 . . ?
C31 C32 C24 118.2(2) . . ?
C31 C32 C33 119.3(2) . . ?
C24 C32 C33 122.55(18) . . ?
C32 C33 C35 112.1(2) . . ?
C32 C33 C34 112.0(2) . . ?
C35 C33 C34 109.5(2) . . ?
C32 C33 H33 107.7 . . ?
C35 C33 H33 107.7 . . ?
C34 C33 H33 107.7 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N3 C36 C38 123.83(17) . . ?
N3 C36 C37 121.57(18) . . ?
C38 C36 C37 114.59(17) . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C39 C38 C36 131.14(18) . . ?
C39 C38 H38 114.4 . . ?
C36 C38 H38 114.4 . . ?
N4 C39 C38 125.33(17) . . ?
N4 C39 C40 119.46(17) . . ?
C38 C39 C40 115.21(17) . . ?
N4 C39 Ca 40.07(9) . . ?
C38 C39 Ca 89.08(11) . . ?
C40 C39 Ca 149.92(15) . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C49 C41 C42 120.07(18) . . ?
C49 C41 N4 120.21(18) . . ?
C42 C41 N4 119.57(18) . . ?
C46 C42 C41 118.2(2) . . ?
C46 C42 C43 120.3(2) . . ?
C41 C42 C43 121.53(19) . . ?
C44 C43 C45 108.9(3) . . ?
C44 C43 C42 113.0(2) . . ?
C45 C43 C42 112.4(2) . . ?
C44 C43 H43 107.4 . . ?
C45 C43 H43 107.4 . . ?
C42 C43 H43 107.4 . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C43 C45 H45A 109.5 . . ?
C43 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C43 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C47 C46 C42 121.8(2) . . ?
C47 C46 H46 119.1 . . ?
C42 C46 H46 119.1 . . ?
C48 C47 C46 119.6(2) . . ?
C48 C47 H47 120.2 . . ?
C46 C47 H47 120.2 . . ?
C47 C48 C49 121.3(2) . . ?
C47 C48 H48 119.3 . . ?
C49 C48 H48 119.3 . . ?
C48 C49 C41 118.9(2) . . ?
C48 C49 C50 119.5(2) . . ?
C41 C49 C50 121.57(18) . . ?
C49 C50 C52 111.32(19) . . ?
C49 C50 C51 112.77(19) . . ?
C52 C50 C51 110.2(2) . . ?
C49 C50 H50 107.4 . . ?
C52 C50 H50 107.4 . . ?
C51 C50 H50 107.4 . . ?
C50 C51 H51A 109.5 . . ?
C50 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
C50 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C50 C52 H52A 109.5 . . ?
C50 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C50 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
O2 C53 C54 105.8(2) . . ?
O2 C53 C54A 100.9(11) . . ?
O2 C53 H53A 110.6 . . ?
C54 C53 H53A 110.6 . . ?
C54A C53 H53A 141.2 . . ?
O2 C53 H53B 110.6 . . ?
C54 C53 H53B 110.6 . . ?
C54A C53 H53B 79.2 . . ?
H53A C53 H53B 108.7 . . ?
O2 C53 H53C 111.6 . . ?
C54 C53 H53C 76.4 . . ?
C54A C53 H53C 111.6 . . ?
H53B C53 H53C 133.1 . . ?
O2 C53 H53D 111.6 . . ?
C54 C53 H53D 135.8 . . ?
C54A C53 H53D 111.6 . . ?
H53A C53 H53D 77.5 . . ?
H53C C53 H53D 109.4 . . ?
C53 C54 C55 103.4(3) . . ?
C53 C54 H54A 111.1 . . ?
C55 C54 H54A 111.1 . . ?
C53 C54 H54B 111.1 . . ?
C55 C54 H54B 111.1 . . ?
H54A C54 H54B 109.0 . . ?
C55 C54A C53 106.7(14) . . ?
C55 C54A H54C 110.4 . . ?
C53 C54A H54C 110.4 . . ?
C55 C54A H54D 110.4 . . ?
C53 C54A H54D 110.4 . . ?
H54C C54A H54D 108.6 . . ?
C54A C55 C56 91.4(18) . . ?
C56 C55 C54 105.4(2) . . ?
C54A C55 H55A 85.4 . . ?
C56 C55 H55A 110.7 . . ?
C54 C55 H55A 110.7 . . ?
C54A C55 H55B 146.0 . . ?
C56 C55 H55B 110.7 . . ?
C54 C55 H55B 110.7 . . ?
H55A C55 H55B 108.8 . . ?
C54A C55 H55C 113.4 . . ?
C56 C55 H55C 113.4 . . ?
C54 C55 H55C 77.1 . . ?
H55A C55 H55C 131.0 . . ?
C54A C55 H55D 113.4 . . ?
C56 C55 H55D 113.4 . . ?
C54 C55 H55D 131.6 . . ?
H55B C55 H55D 81.9 . . ?
H55C C55 H55D 110.7 . . ?
O2 C56 C55 104.6(2) . . ?
O2 C56 H56A 110.8 . . ?
C55 C56 H56A 110.8 . . ?
O2 C56 H56B 110.8 . . ?
C55 C56 H56B 110.8 . . ?
H56A C56 H56B 108.9 . . ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        27.44
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.043

# Attachment 'Compound_51.cif'

data_k08msh15
_database_code_depnum_ccdc_archive 'CCDC 690639'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H26 N2 O'
_chemical_formula_sum            'C23 H26 N2 O'
_chemical_formula_weight         346.46

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'
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   'P b c a'

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                   11.50010(10)
_cell_length_b                   16.1708(2)
_cell_length_c                   19.6834(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3660.44(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    47998
_cell_measurement_theta_min      2.910
_cell_measurement_theta_max      30.034

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.50
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1488
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   none

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      150(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  'Nonius Kappa CCD'
_diffrn_measurement_method       '435 1.5 degree images with \f and \w scans'
_diffrn_standards_number         0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            65006
_diffrn_reflns_av_R_equivalents  0.0571
_diffrn_reflns_av_sigmaI/netI    0.0288
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.00
_diffrn_reflns_theta_max         30.03
_reflns_number_total             5343
_reflns_number_gt                3973
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'HKL Scalepack (Otwinski & Minor, 1997)'
_computing_data_reduction        
;
DENZO-SCALEPACK Z. Otwinowski and W. Minor, "
Processing of X-ray Diffraction Data Collected in Oscillation Mode ",
Methods in Enzymology, Volume 276: Macromolecular Crystallography,
part A, p.307-326, 1997,C.W. Carter, Jr. & R. M. Sweet, Eds., Academic Press.
;
_computing_structure_solution    
;
SIR97- Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C. ,
Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R.
(1999) J. Appl. Cryst. 32, 115-119
;
_computing_structure_refinement  
;
SHELXL97 -Program for Crystal Structure Analysis (Release 97-2).
Sheldrick, G.M., Instit\"ut f\"ur Anorganische Chemie der Universit\"at,
Tammanstrasse 4, D-3400 G\"ottingen, Germany, 1998
;
_computing_molecular_graphics    
'ORTEP3 for Windows - Farrugia, L. J. J. Appl. Crystallogr. 1997, 30, 565'

_computing_publication_material  
;
'WinGX publication routines, Farrugia,
L. J., J. Appl. Crystallogr., 1999, 32, 837-838
;

_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.

The adamantyl ligand shows disorder in the ratio 60:40.
;

_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^)+(0.0649P)^2^+1.2695P] 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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5343
_refine_ls_number_parameters     321
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0786
_refine_ls_R_factor_gt           0.0531
_refine_ls_wR_factor_ref         0.1466
_refine_ls_wR_factor_gt          0.1285
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_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 0.68008(15) 0.33650(9) 0.76057(6) 0.0606(5) Uani 1 1 d . A .
H1 H 0.6471(18) 0.3541(12) 0.7991(10) 0.065(6) Uiso 1 1 d . . .
N2 N 0.74015(10) 0.22798(7) 0.82876(5) 0.0358(3) Uani 1 1 d . . .
O O 0.79296(10) 0.23451(6) 0.71655(5) 0.0483(3) Uani 1 1 d . . .
C1 C 0.74045(13) 0.26474(8) 0.76401(6) 0.0371(3) Uani 1 1 d . . .
C2 C 0.65194(12) 0.38445(7) 0.69932(6) 0.0312(3) Uani 1 1 d . . .
C3 C 0.5908(2) 0.33391(15) 0.64807(18) 0.0456(7) Uani 0.616(4) 1 d P A 1
H3A H 0.5201 0.3094 0.6685 0.055 Uiso 0.616(4) 1 calc PR A 1
H3B H 0.6419 0.2882 0.6330 0.055 Uiso 0.616(4) 1 calc PR A 1
C4 C 0.5568(4) 0.3867(2) 0.58710(19) 0.0487(8) Uani 0.616(4) 1 d P A 1
H4 H 0.5160 0.3514 0.5529 0.058 Uiso 0.616(4) 1 calc PR A 1
C5 C 0.6649(4) 0.4223(3) 0.55574(16) 0.0511(10) Uani 0.616(4) 1 d P A 1
H5A H 0.6438 0.4554 0.5153 0.061 Uiso 0.616(4) 1 calc PR A 1
H5B H 0.7167 0.3769 0.5409 0.061 Uiso 0.616(4) 1 calc PR A 1
C6 C 0.7276(2) 0.4762(2) 0.6063(3) 0.0436(8) Uani 0.616(4) 1 d P A 1
H6 H 0.7986 0.5002 0.5846 0.052 Uiso 0.616(4) 1 calc PR A 1
C7 C 0.7634(2) 0.42464(14) 0.66868(14) 0.0330(5) Uani 0.616(4) 1 d P A 1
H7A H 0.8013 0.4605 0.7029 0.040 Uiso 0.616(4) 1 calc PR A 1
H7B H 0.8193 0.3811 0.6551 0.040 Uiso 0.616(4) 1 calc PR A 1
C8 C 0.5753(3) 0.45786(16) 0.72264(11) 0.0425(7) Uani 0.616(4) 1 d P A 1
H8A H 0.5058 0.4367 0.7467 0.051 Uiso 0.616(4) 1 calc PR A 1
H8B H 0.6196 0.4931 0.7546 0.051 Uiso 0.616(4) 1 calc PR A 1
C9 C 0.6471(4) 0.5465(2) 0.6292(2) 0.0455(8) Uani 0.616(4) 1 d P A 1
H9A H 0.6876 0.5818 0.6628 0.055 Uiso 0.616(4) 1 calc PR A 1
H9B H 0.6257 0.5812 0.5897 0.055 Uiso 0.616(4) 1 calc PR A 1
C10 C 0.5373(3) 0.5094(2) 0.66114(15) 0.0330(6) Uani 0.616(4) 1 d P A 1
H10 H 0.4844 0.5548 0.6764 0.040 Uiso 0.616(4) 1 calc PR A 1
C11 C 0.4758(2) 0.4562(2) 0.6097(3) 0.0463(8) Uani 0.616(4) 1 d P A 1
H11A H 0.4531 0.4901 0.5699 0.056 Uiso 0.616(4) 1 calc PR A 1
H11B H 0.4044 0.4325 0.6299 0.056 Uiso 0.616(4) 1 calc PR A 1
C3A C 0.6585(8) 0.3341(3) 0.6303(2) 0.074(2) Uani 0.384(4) 1 d P A 2
H3C H 0.7390 0.3147 0.6223 0.089 Uiso 0.384(4) 1 calc PR A 2
H3D H 0.6069 0.2852 0.6325 0.089 Uiso 0.384(4) 1 calc PR A 2
C4A C 0.6197(9) 0.3917(3) 0.5719(2) 0.0487(16) Uani 0.384(4) 1 d P A 2
H4A H 0.6261 0.3609 0.5280 0.058 Uiso 0.384(4) 1 calc PR A 2
C5A C 0.6989(4) 0.4650(6) 0.5694(4) 0.063(2) Uani 0.384(4) 1 d P A 2
H5C H 0.6770 0.5014 0.5310 0.076 Uiso 0.384(4) 1 calc PR A 2
H5D H 0.7802 0.4467 0.5626 0.076 Uiso 0.384(4) 1 calc PR A 2
C6A C 0.6882(9) 0.5118(6) 0.6359(3) 0.071(3) Uani 0.384(4) 1 d P A 2
H6A H 0.7398 0.5616 0.6348 0.085 Uiso 0.384(4) 1 calc PR A 2
C7A C 0.7226(5) 0.4564(5) 0.6963(3) 0.071(2) Uani 0.384(4) 1 d P A 2
H7C H 0.8051 0.4400 0.6917 0.085 Uiso 0.384(4) 1 calc PR A 2
H7D H 0.7143 0.4880 0.7391 0.085 Uiso 0.384(4) 1 calc PR A 2
C8A C 0.5224(3) 0.4083(3) 0.7069(2) 0.0458(12) Uani 0.384(4) 1 d P A 2
H8C H 0.4738 0.3577 0.7068 0.055 Uiso 0.384(4) 1 calc PR A 2
H8D H 0.5101 0.4373 0.7506 0.055 Uiso 0.384(4) 1 calc PR A 2
C9A C 0.4870(5) 0.4643(7) 0.6481(4) 0.070(2) Uani 0.384(4) 1 d P A 2
H9C H 0.4047 0.4828 0.6542 0.084 Uiso 0.384(4) 1 calc PR A 2
C10A C 0.5661(11) 0.5382(4) 0.6467(3) 0.074(3) Uani 0.384(4) 1 d P A 2
H10A H 0.5422 0.5760 0.6097 0.089 Uiso 0.384(4) 1 calc PR A 2
H10B H 0.5599 0.5686 0.6903 0.089 Uiso 0.384(4) 1 calc PR A 2
C11A C 0.4987(6) 0.4165(6) 0.5818(3) 0.0630(18) Uani 0.384(4) 1 d P A 2
H11C H 0.4483 0.3669 0.5831 0.076 Uiso 0.384(4) 1 calc PR A 2
H11D H 0.4732 0.4516 0.5434 0.076 Uiso 0.384(4) 1 calc PR A 2
C12 C 0.81465(10) 0.15993(7) 0.84392(6) 0.0277(2) Uani 1 1 d . . .
C13 C 0.92901(11) 0.15634(8) 0.82067(7) 0.0348(3) Uani 1 1 d . . .
H13 H 0.9579 0.1981 0.7912 0.042 Uiso 1 1 calc R . .
C14 C 1.00052(13) 0.09188(10) 0.84054(8) 0.0446(3) Uani 1 1 d . . .
H14 H 1.0787 0.0901 0.8249 0.054 Uiso 1 1 calc R . .
C15 C 0.95984(14) 0.02999(10) 0.88276(8) 0.0458(4) Uani 1 1 d . . .
H15 H 1.0096 -0.0139 0.8963 0.055 Uiso 1 1 calc R . .
C16 C 0.84618(13) 0.03269(8) 0.90508(7) 0.0372(3) Uani 1 1 d . . .
H16 H 0.8173 -0.0099 0.9337 0.045 Uiso 1 1 calc R . .
C17 C 0.77375(11) 0.09717(7) 0.88594(6) 0.0300(3) Uani 1 1 d . . .
H17 H 0.6956 0.0985 0.9016 0.036 Uiso 1 1 calc R . .
C18 C 0.66406(11) 0.25587(7) 0.88213(6) 0.0309(3) Uani 1 1 d . . .
C19 C 0.71085(13) 0.29135(8) 0.94002(7) 0.0369(3) Uani 1 1 d . . .
H19 H 0.7927 0.2976 0.9443 0.044 Uiso 1 1 calc R . .
C20 C 0.63758(15) 0.31786(8) 0.99195(7) 0.0434(4) Uani 1 1 d . . .
H20 H 0.6695 0.3421 1.0318 0.052 Uiso 1 1 calc R . .
C21 C 0.51848(14) 0.30899(9) 0.98568(7) 0.0446(4) Uani 1 1 d . . .
H21 H 0.4686 0.3276 1.0210 0.053 Uiso 1 1 calc R . .
C22 C 0.47215(13) 0.27313(10) 0.92812(7) 0.0438(3) Uani 1 1 d . . .
H22 H 0.3903 0.2669 0.9240 0.053 Uiso 1 1 calc R . .
C23 C 0.54421(12) 0.24616(9) 0.87620(7) 0.0378(3) Uani 1 1 d . . .
H23 H 0.5120 0.2212 0.8368 0.045 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 0.0977(12) 0.0540(8) 0.0301(6) 0.0191(6) 0.0278(7) 0.0456(8)
N2 0.0437(6) 0.0349(5) 0.0289(5) 0.0116(4) 0.0136(4) 0.0165(5)
O 0.0672(7) 0.0450(6) 0.0328(5) 0.0096(4) 0.0193(5) 0.0257(5)
C1 0.0482(8) 0.0330(6) 0.0302(6) 0.0100(5) 0.0126(5) 0.0129(5)
C2 0.0398(7) 0.0289(6) 0.0250(5) 0.0072(4) 0.0092(5) 0.0118(5)
C3 0.0357(13) 0.0254(10) 0.076(2) -0.0090(12) 0.0011(12) -0.0048(9)
C4 0.0402(17) 0.0525(17) 0.053(2) -0.0301(15) -0.0192(16) 0.0092(17)
C5 0.052(2) 0.078(3) 0.0237(14) 0.0053(17) 0.0047(15) 0.038(2)
C6 0.0306(12) 0.0470(16) 0.053(2) 0.0284(15) 0.0049(14) 0.0031(11)
C7 0.0277(11) 0.0315(10) 0.0398(13) 0.0095(9) -0.0078(9) -0.0018(8)
C8 0.0566(16) 0.0401(13) 0.0309(11) 0.0044(9) 0.0122(10) 0.0236(12)
C9 0.0501(18) 0.0298(14) 0.056(2) 0.0106(13) -0.0089(14) 0.0028(13)
C10 0.0357(14) 0.0338(16) 0.0296(14) -0.0023(11) 0.0000(10) 0.0098(11)
C11 0.0257(12) 0.0493(16) 0.064(2) -0.0129(16) -0.0097(14) 0.0116(11)
C3A 0.142(6) 0.052(3) 0.029(2) 0.0119(18) 0.021(3) 0.048(4)
C4A 0.087(5) 0.040(2) 0.019(2) 0.0065(16) 0.005(3) 0.010(3)
C5A 0.026(2) 0.121(6) 0.042(3) 0.047(4) -0.009(2) -0.014(3)
C6A 0.093(6) 0.070(5) 0.049(3) 0.030(4) -0.032(4) -0.065(5)
C7A 0.047(3) 0.120(6) 0.046(3) 0.044(3) -0.022(2) -0.040(3)
C8A 0.0284(17) 0.072(3) 0.0371(19) 0.019(2) 0.0081(14) 0.0061(19)
C9A 0.036(3) 0.126(7) 0.048(3) 0.028(4) 0.005(2) 0.038(4)
C10A 0.150(9) 0.032(3) 0.041(3) 0.004(2) 0.000(4) 0.023(4)
C11A 0.039(3) 0.092(5) 0.058(3) 0.025(3) -0.017(2) -0.027(3)
C12 0.0305(6) 0.0250(5) 0.0276(5) 0.0022(4) 0.0028(4) 0.0043(4)
C13 0.0312(6) 0.0363(6) 0.0369(7) 0.0005(5) 0.0062(5) -0.0007(5)
C14 0.0305(7) 0.0573(9) 0.0460(8) -0.0031(7) 0.0019(6) 0.0125(6)
C15 0.0511(9) 0.0459(8) 0.0403(7) -0.0005(6) -0.0056(6) 0.0255(7)
C16 0.0517(8) 0.0277(6) 0.0322(6) 0.0050(5) -0.0033(6) 0.0068(6)
C17 0.0312(6) 0.0292(5) 0.0298(6) 0.0053(4) 0.0018(4) 0.0016(5)
C18 0.0374(6) 0.0299(6) 0.0253(5) 0.0099(4) 0.0087(5) 0.0111(5)
C19 0.0427(7) 0.0319(6) 0.0360(7) 0.0069(5) 0.0048(5) 0.0018(5)
C20 0.0689(10) 0.0304(6) 0.0308(6) 0.0009(5) 0.0068(6) 0.0017(6)
C21 0.0586(9) 0.0363(7) 0.0388(7) 0.0075(6) 0.0218(7) 0.0158(6)
C22 0.0383(7) 0.0509(8) 0.0421(7) 0.0128(6) 0.0106(6) 0.0154(6)
C23 0.0397(7) 0.0454(7) 0.0284(6) 0.0062(5) 0.0019(5) 0.0113(6)

_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 C1 1.3540(17) . ?
N1 C2 1.4695(16) . ?
N1 H1 0.89(2) . ?
N2 C1 1.4063(15) . ?
N2 C12 1.4260(15) . ?
N2 C18 1.4397(15) . ?
O C1 1.2151(15) . ?
C2 C7A 1.421(6) . ?
C2 C3 1.477(3) . ?
C2 C8A 1.546(4) . ?
C2 C8 1.548(2) . ?
C2 C7 1.559(3) . ?
C2 C3A 1.587(5) . ?
C3 C4 1.524(5) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.503(5) . ?
C4 C11 1.525(4) . ?
C4 H4 1.0000 . ?
C5 C6 1.507(6) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C9 1.533(4) . ?
C6 C7 1.540(4) . ?
C6 H6 1.0000 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C10 1.533(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.532(5) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.506(4) . ?
C10 H10 1.0000 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C3A C4A 1.544(6) . ?
C3A H3C 0.9900 . ?
C3A H3D 0.9900 . ?
C4A C11A 1.462(9) . ?
C4A C5A 1.496(8) . ?
C4A H4A 1.0000 . ?
C5A C6A 1.518(11) . ?
C5A H5C 0.9900 . ?
C5A H5D 0.9900 . ?
C6A C10A 1.483(13) . ?
C6A C7A 1.539(8) . ?
C6A H6A 1.0000 . ?
C7A H7C 0.9900 . ?
C7A H7D 0.9900 . ?
C8A C9A 1.525(6) . ?
C8A H8C 0.9900 . ?
C8A H8D 0.9900 . ?
C9A C10A 1.502(11) . ?
C9A C11A 1.523(10) . ?
C9A H9C 1.0000 . ?
C10A H10A 0.9900 . ?
C10A H10B 0.9900 . ?
C11A H11C 0.9900 . ?
C11A H11D 0.9900 . ?
C12 C17 1.3912(16) . ?
C12 C13 1.3937(17) . ?
C13 C14 1.384(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.382(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.380(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.3866(17) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C19 1.3846(19) . ?
C18 C23 1.392(2) . ?
C19 C20 1.392(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.383(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.380(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.3862(19) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?

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
C1 N1 C2 127.31(11) . . ?
C1 N1 H1 116.6(13) . . ?
C2 N1 H1 115.7(13) . . ?
C1 N2 C12 120.95(10) . . ?
C1 N2 C18 122.02(10) . . ?
C12 N2 C18 117.02(9) . . ?
O C1 N1 124.14(12) . . ?
O C1 N2 121.86(11) . . ?
N1 C1 N2 113.98(11) . . ?
C7A C2 N1 109.9(2) . . ?
C7A C2 C3 134.2(2) . . ?
N1 C2 C3 111.93(15) . . ?
C7A C2 C8A 110.6(4) . . ?
N1 C2 C8A 105.35(16) . . ?
C3 C2 C8A 75.2(2) . . ?
C7A C2 C8 73.1(4) . . ?
N1 C2 C8 106.65(12) . . ?
C3 C2 C8 110.83(18) . . ?
N1 C2 C7 110.86(14) . . ?
C3 C2 C7 111.00(17) . . ?
C8A C2 C7 136.6(2) . . ?
C8 C2 C7 105.28(16) . . ?
C7A C2 C3A 110.9(4) . . ?
N1 C2 C3A 114.94(18) . . ?
C8A C2 C3A 104.8(4) . . ?
C8 C2 C3A 132.4(3) . . ?
C7 C2 C3A 81.0(3) . . ?
C2 C3 C4 110.48(19) . . ?
C2 C3 H3A 109.6 . . ?
C4 C3 H3A 109.6 . . ?
C2 C3 H3B 109.6 . . ?
C4 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
C5 C4 C3 109.0(3) . . ?
C5 C4 C11 110.1(3) . . ?
C3 C4 C11 109.9(3) . . ?
C5 C4 H4 109.3 . . ?
C3 C4 H4 109.3 . . ?
C11 C4 H4 109.3 . . ?
C4 C5 C6 110.2(3) . . ?
C4 C5 H5A 109.6 . . ?
C6 C5 H5A 109.6 . . ?
C4 C5 H5B 109.6 . . ?
C6 C5 H5B 109.6 . . ?
H5A C5 H5B 108.1 . . ?
C5 C6 C9 109.5(3) . . ?
C5 C6 C7 110.0(3) . . ?
C9 C6 C7 109.2(4) . . ?
C5 C6 H6 109.4 . . ?
C9 C6 H6 109.4 . . ?
C7 C6 H6 109.4 . . ?
C6 C7 C2 108.28(18) . . ?
C6 C7 H7A 110.0 . . ?
C2 C7 H7A 110.0 . . ?
C6 C7 H7B 110.0 . . ?
C2 C7 H7B 110.0 . . ?
H7A C7 H7B 108.4 . . ?
C10 C8 C2 110.17(17) . . ?
C10 C8 H8A 109.6 . . ?
C2 C8 H8A 109.6 . . ?
C10 C8 H8B 109.6 . . ?
C2 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
C10 C9 C6 109.1(3) . . ?
C10 C9 H9A 109.9 . . ?
C6 C9 H9A 109.9 . . ?
C10 C9 H9B 109.9 . . ?
C6 C9 H9B 109.9 . . ?
H9A C9 H9B 108.3 . . ?
C11 C10 C9 109.5(3) . . ?
C11 C10 C8 110.8(3) . . ?
C9 C10 C8 107.6(2) . . ?
C11 C10 H10 109.6 . . ?
C9 C10 H10 109.6 . . ?
C8 C10 H10 109.6 . . ?
C10 C11 C4 109.3(2) . . ?
C10 C11 H11A 109.8 . . ?
C4 C11 H11A 109.8 . . ?
C10 C11 H11B 109.8 . . ?
C4 C11 H11B 109.8 . . ?
H11A C11 H11B 108.3 . . ?
C4A C3A C2 108.3(3) . . ?
C4A C3A H3C 110.0 . . ?
C2 C3A H3C 110.0 . . ?
C4A C3A H3D 110.0 . . ?
C2 C3A H3D 110.0 . . ?
H3C C3A H3D 108.4 . . ?
C11A C4A C5A 111.5(5) . . ?
C11A C4A C3A 110.0(6) . . ?
C5A C4A C3A 109.1(6) . . ?
C11A C4A H4A 108.7 . . ?
C5A C4A H4A 108.7 . . ?
C3A C4A H4A 108.7 . . ?
C4A C5A C6A 108.5(4) . . ?
C4A C5A H5C 110.0 . . ?
C6A C5A H5C 110.0 . . ?
C4A C5A H5D 110.0 . . ?
C6A C5A H5D 110.0 . . ?
H5C C5A H5D 108.4 . . ?
C10A C6A C5A 110.1(5) . . ?
C10A C6A C7A 107.5(5) . . ?
C5A C6A C7A 110.8(9) . . ?
C10A C6A H6A 109.5 . . ?
C5A C6A H6A 109.5 . . ?
C7A C6A H6A 109.5 . . ?
C2 C7A C6A 111.3(3) . . ?
C2 C7A H7C 109.4 . . ?
C6A C7A H7C 109.4 . . ?
C2 C7A H7D 109.4 . . ?
C6A C7A H7D 109.4 . . ?
H7C C7A H7D 108.0 . . ?
C9A C8A C2 109.4(3) . . ?
C9A C8A H8C 109.8 . . ?
C2 C8A H8C 109.8 . . ?
C9A C8A H8D 109.8 . . ?
C2 C8A H8D 109.8 . . ?
H8C C8A H8D 108.2 . . ?
C10A C9A C11A 109.6(5) . . ?
C10A C9A C8A 109.0(6) . . ?
C11A C9A C8A 108.9(6) . . ?
C10A C9A H9C 109.8 . . ?
C11A C9A H9C 109.8 . . ?
C8A C9A H9C 109.8 . . ?
C6A C10A C9A 110.3(5) . . ?
C6A C10A H10A 109.6 . . ?
C9A C10A H10A 109.6 . . ?
C6A C10A H10B 109.6 . . ?
C9A C10A H10B 109.6 . . ?
H10A C10A H10B 108.1 . . ?
C4A C11A C9A 109.7(4) . . ?
C4A C11A H11C 109.7 . . ?
C9A C11A H11C 109.7 . . ?
C4A C11A H11D 109.7 . . ?
C9A C11A H11D 109.7 . . ?
H11C C11A H11D 108.2 . . ?
C17 C12 C13 118.93(11) . . ?
C17 C12 N2 118.96(11) . . ?
C13 C12 N2 122.03(11) . . ?
C14 C13 C12 119.96(12) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C15 C14 C13 120.93(13) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C16 C15 C14 119.28(12) . . ?
C16 C15 H15 120.4 . . ?
C14 C15 H15 120.4 . . ?
C15 C16 C17 120.43(13) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C16 C17 C12 120.46(12) . . ?
C16 C17 H17 119.8 . . ?
C12 C17 H17 119.8 . . ?
C19 C18 C23 120.04(12) . . ?
C19 C18 N2 119.61(12) . . ?
C23 C18 N2 120.34(12) . . ?
C18 C19 C20 119.77(14) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C21 C20 C19 120.13(14) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C22 C21 C20 119.96(13) . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C21 C22 C23 120.45(14) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C22 C23 C18 119.64(14) . . ?
C22 C23 H23 120.2 . . ?
C18 C23 H23 120.2 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        30.03
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.063