#------------------------------------------------------------------------------
#$Date: 2016-03-21 13:58:25 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178708 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/19/4081987.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4081987
loop_
_publ_author_name
'Zou, Jin'
'Berg, David J.'
'Oliver, Allen'
'Twamley, Brendan'
_publ_section_title
;
 Unusual Redox Chemistry of Ytterbium Carbazole--Bis(oxazoline) Compounds:
 Oxidative Coupling of Primary Phosphines by an Ytterbium
 Carbazole--Bis(oxazoline) Dialkyl
;
_journal_issue                   21
_journal_name_full               Organometallics
_journal_page_first              6532
_journal_paper_doi               10.1021/om400861d
_journal_volume                  32
_journal_year                    2013
_chemical_formula_moiety         'C30 H38 N3 Na O2, 2(C7 H8)'
_chemical_formula_sum            'C44 H54 N3 Na O2'
_chemical_formula_weight         679.89
_chemical_name_common            'C30H38N3NaO2, 2(C7H8)'
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.348(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.2099(6)
_cell_length_b                   9.5930(3)
_cell_length_c                   21.3759(7)
_cell_measurement_reflns_used    8866
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      29.58
_cell_measurement_theta_min      2.33
_cell_volume                     3862.2(2)
_computing_cell_refinement       'SAINT+  v. 7.23a (Bruker, 2006)'
_computing_data_collection       'SMART v. 5.632 (Bruker, 2006)'
_computing_data_reduction        'SAINT+  v. 7.23a (Bruker, 2006)'
_computing_molecular_graphics    'XP, SHELXTL  v. 6.14 (Bruker, 2003)'
_computing_publication_material  'XCIF, SHELXTL, v. 6.14 (Bruker, 2003)'
_computing_structure_refinement  'XL, SHELXTL  v. 6.14 (Bruker, 2003)'
_computing_structure_solution    'XS, SHELXTL  v. 6.14 (Bruker, 2003)'
_diffrn_ambient_temperature      90(2)
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker/Siemens SMART APEX'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0690
_diffrn_reflns_av_sigmaI/netI    0.0459
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            57701
_diffrn_reflns_theta_full        25.25
_diffrn_reflns_theta_max         25.25
_diffrn_reflns_theta_min         1.59
_diffrn_source                   'normal-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.920
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2007/4 (Bruker, 2007)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.169
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.570
_refine_diff_density_min         -0.554
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     426
_refine_ls_number_reflns         7003
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0837
_refine_ls_R_factor_gt           0.0529
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0626P)²+2.2822P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1233
_refine_ls_wR_factor_ref         0.1413
_reflns_number_gt                4910
_reflns_number_total             7003
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            om400861d_si_010.cif
_cod_data_source_block           bt1175
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4081987
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'
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
C2 C 0.95013(11) -0.0037(2) 0.21961(10) 0.0185(5) Uani 1 1 d . . .
C3 C 0.97566(11) -0.0353(2) 0.16326(10) 0.0196(5) Uani 1 1 d . . .
C4 C 0.92847(11) -0.0687(2) 0.10252(10) 0.0199(5) Uani 1 1 d . . .
C6 C 0.84194(12) -0.1390(2) 0.02320(10) 0.0222(5) Uani 1 1 d . . .
C7 C 0.77186(12) -0.0692(3) -0.00612(11) 0.0293(6) Uani 1 1 d . . .
H7A H 0.7340 -0.1059 0.0140 0.044 Uiso 1 1 calc R . .
H7B H 0.7605 -0.0884 -0.0520 0.044 Uiso 1 1 calc R . .
H7C H 0.7760 0.0317 0.0009 0.044 Uiso 1 1 calc R . .
C8 C 0.83663(14) -0.2972(3) 0.01753(12) 0.0325(6) Uani 1 1 d . . .
H8A H 0.8832 -0.3388 0.0344 0.049 Uiso 1 1 calc R . .
H8B H 0.8213 -0.3232 -0.0274 0.049 Uiso 1 1 calc R . .
H8C H 0.8020 -0.3315 0.0420 0.049 Uiso 1 1 calc R . .
C9 C 0.90417(12) -0.0819(3) -0.00424(11) 0.0255(5) Uani 1 1 d . . .
H9A H 0.9179 -0.1482 -0.0352 0.031 Uiso 1 1 calc R . .
H9B H 0.8917 0.0086 -0.0258 0.031 Uiso 1 1 calc R . .
C11 C 1.04892(11) -0.0365(2) 0.16670(11) 0.0203(5) Uani 1 1 d . . .
H11 H 1.0658 -0.0534 0.1285 0.024 Uiso 1 1 calc R . .
C12 C 1.09933(11) -0.0143(2) 0.22301(11) 0.0203(5) Uani 1 1 d . . .
C13 C 1.17892(11) -0.0197(2) 0.22142(11) 0.0229(5) Uani 1 1 d . . .
C14 C 1.19625(12) -0.1514(3) 0.18647(12) 0.0301(6) Uani 1 1 d . . .
H14A H 1.1828 -0.2342 0.2082 0.045 Uiso 1 1 calc R . .
H14B H 1.2473 -0.1541 0.1865 0.045 Uiso 1 1 calc R . .
H14C H 1.1697 -0.1498 0.1424 0.045 Uiso 1 1 calc R . .
C15 C 1.19840(12) 0.1090(3) 0.18546(12) 0.0281(6) Uani 1 1 d . . .
H15A H 1.1698 0.1099 0.1421 0.042 Uiso 1 1 calc R . .
H15B H 1.2489 0.1053 0.1834 0.042 Uiso 1 1 calc R . .
H15C H 1.1889 0.1937 0.2080 0.042 Uiso 1 1 calc R . .
C16 C 1.22506(12) -0.0195(3) 0.28846(11) 0.0276(6) Uani 1 1 d . . .
H16A H 1.2167 0.0664 0.3106 0.041 Uiso 1 1 calc R . .
H16B H 1.2752 -0.0248 0.2854 0.041 Uiso 1 1 calc R . .
H16C H 1.2129 -0.1001 0.3123 0.041 Uiso 1 1 calc R . .
C17 C 1.07378(11) 0.0162(2) 0.27803(11) 0.0205(5) Uani 1 1 d . . .
H17 H 1.1063 0.0310 0.3171 0.025 Uiso 1 1 calc R . .
C18 C 1.00116(11) 0.0253(2) 0.27638(10) 0.0194(5) Uani 1 1 d . . .
C19 C 0.95960(11) 0.0652(2) 0.32256(10) 0.0188(5) Uani 1 1 d . . .
C20 C 0.97756(12) 0.1189(2) 0.38428(10) 0.0204(5) Uani 1 1 d . . .
H20 H 1.0261 0.1279 0.4043 0.024 Uiso 1 1 calc R . .
C21 C 0.92499(11) 0.1591(2) 0.41660(10) 0.0196(5) Uani 1 1 d . . .
C22 C 0.94134(12) 0.2310(2) 0.48213(11) 0.0227(5) Uani 1 1 d . . .
C23 C 0.92202(12) 0.3862(2) 0.47241(12) 0.0272(5) Uani 1 1 d . . .
H23A H 0.9517 0.4291 0.4452 0.041 Uiso 1 1 calc R . .
H23B H 0.9302 0.4334 0.5139 0.041 Uiso 1 1 calc R . .
H23C H 0.8719 0.3950 0.4519 0.041 Uiso 1 1 calc R . .
C24 C 0.89803(12) 0.1651(3) 0.52778(11) 0.0271(5) Uani 1 1 d . . .
H24A H 0.9091 0.2124 0.5692 0.041 Uiso 1 1 calc R . .
H24B H 0.9101 0.0660 0.5334 0.041 Uiso 1 1 calc R . .
H24C H 0.8472 0.1748 0.5098 0.041 Uiso 1 1 calc R . .
C25 C 1.02010(12) 0.2208(3) 0.51373(11) 0.0291(6) Uani 1 1 d . . .
H25A H 1.0489 0.2659 0.4864 0.044 Uiso 1 1 calc R . .
H25B H 1.0337 0.1226 0.5196 0.044 Uiso 1 1 calc R . .
H25C H 1.0280 0.2676 0.5553 0.044 Uiso 1 1 calc R . .
C26 C 0.85398(12) 0.1430(2) 0.38517(10) 0.0194(5) Uani 1 1 d . . .
H26 H 0.8178 0.1686 0.4075 0.023 Uiso 1 1 calc R . .
C27 C 0.83341(11) 0.0915(2) 0.32318(10) 0.0187(5) Uani 1 1 d . . .
C28 C 0.88772(11) 0.0534(2) 0.29006(10) 0.0182(5) Uani 1 1 d . . .
C29 C 0.75758(11) 0.0855(2) 0.29455(10) 0.0185(5) Uani 1 1 d . . .
C31 C 0.64857(11) 0.0539(2) 0.23585(11) 0.0218(5) Uani 1 1 d . . .
C32 C 0.62972(13) 0.1609(3) 0.18227(11) 0.0288(6) Uani 1 1 d . . .
H32A H 0.6581 0.2454 0.1935 0.043 Uiso 1 1 calc R . .
H32B H 0.5792 0.1841 0.1763 0.043 Uiso 1 1 calc R . .
H32C H 0.6398 0.1219 0.1426 0.043 Uiso 1 1 calc R . .
C33 C 0.60487(12) -0.0784(2) 0.22132(12) 0.0269(5) Uani 1 1 d . . .
H33A H 0.6119 -0.1174 0.1806 0.040 Uiso 1 1 calc R . .
H33B H 0.5545 -0.0566 0.2185 0.040 Uiso 1 1 calc R . .
H33C H 0.6200 -0.1465 0.2554 0.040 Uiso 1 1 calc R . .
C34 C 0.64276(11) 0.1170(2) 0.30058(11) 0.0229(5) Uani 1 1 d . . .
H34A H 0.6097 0.1972 0.2951 0.028 Uiso 1 1 calc R . .
H34B H 0.6261 0.0466 0.3282 0.028 Uiso 1 1 calc R . .
C36 C 0.92807(16) 0.3045(3) 0.00220(17) 0.0571(9) Uani 1 1 d . . .
H36A H 0.9498 0.3972 0.0079 0.086 Uiso 1 1 calc R . .
H36B H 0.9222 0.2767 -0.0427 0.086 Uiso 1 1 calc R . .
H36C H 0.9587 0.2372 0.0290 0.086 Uiso 1 1 calc R . .
C37 C 0.85643(14) 0.3084(3) 0.02115(14) 0.0375(7) Uani 1 1 d . . .
C38 C 0.84904(14) 0.2763(3) 0.08325(14) 0.0379(7) Uani 1 1 d . . .
H38 H 0.8895 0.2492 0.1139 0.045 Uiso 1 1 calc R . .
C39 C 0.78366(14) 0.2834(3) 0.10054(13) 0.0377(6) Uani 1 1 d . . .
H39 H 0.7795 0.2623 0.1431 0.045 Uiso 1 1 calc R . .
C40 C 0.72427(15) 0.3212(3) 0.05630(14) 0.0423(7) Uani 1 1 d . . .
H40 H 0.6793 0.3264 0.0683 0.051 Uiso 1 1 calc R . .
C41 C 0.73064(16) 0.3513(3) -0.00517(15) 0.0444(7) Uani 1 1 d . . .
H41 H 0.6898 0.3762 -0.0359 0.053 Uiso 1 1 calc R . .
C42 C 0.79569(16) 0.3454(3) -0.02244(14) 0.0425(7) Uani 1 1 d . . .
H42 H 0.7992 0.3672 -0.0651 0.051 Uiso 1 1 calc R . .
N1 N 0.88131(9) 0.01000(19) 0.22794(8) 0.0190(4) Uani 1 1 d . . .
N5 N 0.86286(10) -0.10226(19) 0.09214(9) 0.0206(4) Uani 1 1 d . . .
N30 N 0.72604(9) 0.02151(19) 0.24450(9) 0.0199(4) Uani 1 1 d . . .
O10 O 0.96071(8) -0.06536(18) 0.05067(7) 0.0262(4) Uani 1 1 d . . .
O35 O 0.71485(7) 0.16130(16) 0.32735(7) 0.0207(3) Uani 1 1 d . . .
Na1 Na 0.78304(4) -0.08568(9) 0.16562(4) 0.0219(2) Uani 1 1 d . . .
C43A C 0.4678(2) -0.0168(4) 0.35877(10) 0.0371(5) Uiso 0.59 1 d PG A 1
H43A H 0.4302 -0.0597 0.3773 0.056 Uiso 0.59 1 calc PR A 1
H43B H 0.4783 0.0764 0.3770 0.056 Uiso 0.59 1 calc PR A 1
H43C H 0.5107 -0.0745 0.3684 0.056 Uiso 0.59 1 calc PR A 1
C44A C 0.44361(13) -0.0053(2) 0.28747(10) 0.0371(5) Uiso 0.59 1 d PG A 1
C45A C 0.42418(18) -0.1224(2) 0.25207(12) 0.0371(5) Uiso 0.59 1 d PG A 1
H45A H 0.4260 -0.2104 0.2727 0.044 Uiso 0.59 1 calc PR A 1
C46A C 0.4023(2) -0.1150(3) 0.18793(12) 0.0371(5) Uiso 0.59 1 d PG A 1
H46A H 0.3890 -0.1982 0.1646 0.044 Uiso 0.59 1 calc PR A 1
C47A C 0.39894(18) 0.0086(3) 0.15596(10) 0.0371(5) Uiso 0.59 1 d PG A 1
H47A H 0.3839 0.0120 0.1109 0.044 Uiso 0.59 1 calc PR A 1
C48A C 0.4183(2) 0.1312(2) 0.19156(12) 0.0371(5) Uiso 0.59 1 d PG A 1
H48A H 0.4162 0.2192 0.1709 0.044 Uiso 0.59 1 calc PR A 1
C49A C 0.44029(19) 0.1214(2) 0.25710(12) 0.0371(5) Uiso 0.59 1 d PG A 1
H49A H 0.4533 0.2035 0.2814 0.044 Uiso 0.59 1 calc PR A 1
C43B C 0.3929(5) 0.0306(9) 0.1484(2) 0.0397(12) Uiso 0.26 1 d PG B 2
H43D H 0.3647 -0.0492 0.1293 0.060 Uiso 0.26 1 calc PR B 2
H43E H 0.4340 0.0426 0.1279 0.060 Uiso 0.26 1 calc PR B 2
H43F H 0.3637 0.1151 0.1422 0.060 Uiso 0.26 1 calc PR B 2
C44B C 0.4183(3) 0.0052(6) 0.2187(2) 0.0397(12) Uiso 0.26 1 d PG B 2
C45B C 0.4201(4) -0.1273(5) 0.2421(3) 0.0397(12) Uiso 0.26 1 d PG B 2
H45B H 0.4053 -0.2027 0.2138 0.048 Uiso 0.26 1 calc PR B 2
C46B C 0.4425(4) -0.1530(5) 0.3052(3) 0.0397(12) Uiso 0.26 1 d PG B 2
H46B H 0.4432 -0.2463 0.3201 0.048 Uiso 0.26 1 calc PR B 2
C47B C 0.4641(4) -0.0486(7) 0.3478(2) 0.0397(12) Uiso 0.26 1 d PG B 2
H47B H 0.4793 -0.0682 0.3920 0.048 Uiso 0.26 1 calc PR B 2
C48B C 0.4633(5) 0.0891(6) 0.3247(3) 0.0397(12) Uiso 0.26 1 d PG B 2
H48B H 0.4783 0.1644 0.3531 0.048 Uiso 0.26 1 calc PR B 2
C49B C 0.4403(4) 0.1131(5) 0.2601(3) 0.0397(12) Uiso 0.26 1 d PG B 2
H49B H 0.4397 0.2056 0.2442 0.048 Uiso 0.26 1 calc PR B 2
C43C C 0.3738(9) -0.1235(15) 0.1257(5) 0.050(2) Uiso 0.15 1 d PG C 3
H43G H 0.3335 -0.1828 0.1303 0.074 Uiso 0.15 1 calc PR C 3
H43H H 0.4105 -0.1805 0.1123 0.074 Uiso 0.15 1 calc PR C 3
H43I H 0.3577 -0.0516 0.0936 0.074 Uiso 0.15 1 calc PR C 3
C44C C 0.4038(6) -0.0552(10) 0.1888(4) 0.050(2) Uiso 0.15 1 d PG C 3
C45C C 0.4175(8) 0.0845(10) 0.1911(5) 0.050(2) Uiso 0.15 1 d PG C 3
H45C H 0.4080 0.1378 0.1529 0.060 Uiso 0.15 1 calc PR C 3
C46C C 0.4446(9) 0.1483(9) 0.2472(6) 0.050(2) Uiso 0.15 1 d PG C 3
H46C H 0.4535 0.2457 0.2474 0.060 Uiso 0.15 1 calc PR C 3
C47C C 0.4595(8) 0.0767(12) 0.3033(5) 0.050(2) Uiso 0.15 1 d PG C 3
H47C H 0.4789 0.1228 0.3422 0.060 Uiso 0.15 1 calc PR C 3
C48C C 0.4453(9) -0.0677(12) 0.3022(4) 0.050(2) Uiso 0.15 1 d PG C 3
H48C H 0.4546 -0.1207 0.3404 0.060 Uiso 0.15 1 calc PR C 3
C49C C 0.4174(8) -0.1308(9) 0.2444(5) 0.050(2) Uiso 0.15 1 d PG C 3
H49C H 0.4076 -0.2280 0.2433 0.060 Uiso 0.15 1 calc PR C 3
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'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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_3
N1 C2 C3 129.2(2) .
N1 C2 C18 112.82(19) .
C3 C2 C18 117.92(19) .
C11 C3 C2 118.1(2) .
C11 C3 C4 119.1(2) .
C2 C3 C4 122.80(19) .
N5 C4 O10 116.91(19) .
N5 C4 C3 128.8(2) .
O10 C4 C3 114.30(18) .
N5 C6 C7 110.30(18) .
N5 C6 C8 108.34(19) .
C7 C6 C8 111.4(2) .
N5 C6 C9 102.41(17) .
C7 C6 C9 112.21(19) .
C8 C6 C9 111.7(2) .
C6 C7 H7A 109.5 .
C6 C7 H7B 109.5 .
H7A C7 H7B 109.5 .
C6 C7 H7C 109.5 .
H7A C7 H7C 109.5 .
H7B C7 H7C 109.5 .
C6 C8 H8A 109.5 .
C6 C8 H8B 109.5 .
H8A C8 H8B 109.5 .
C6 C8 H8C 109.5 .
H8A C8 H8C 109.5 .
H8B C8 H8C 109.5 .
O10 C9 C6 104.30(17) .
O10 C9 H9A 110.9 .
C6 C9 H9A 110.9 .
O10 C9 H9B 110.9 .
C6 C9 H9B 110.9 .
H9A C9 H9B 108.9 .
C3 C11 C12 124.2(2) .
C3 C11 H11 117.9 .
C12 C11 H11 117.9 .
C17 C12 C11 117.2(2) .
C17 C12 C13 122.9(2) .
C11 C12 C13 119.81(19) .
C16 C13 C12 112.02(19) .
C16 C13 C14 108.37(19) .
C12 C13 C14 110.48(18) .
C16 C13 C15 108.31(19) .
C12 C13 C15 108.97(18) .
C14 C13 C15 108.62(19) .
C13 C14 H14A 109.5 .
C13 C14 H14B 109.5 .
H14A C14 H14B 109.5 .
C13 C14 H14C 109.5 .
H14A C14 H14C 109.5 .
H14B C14 H14C 109.5 .
C13 C15 H15A 109.5 .
C13 C15 H15B 109.5 .
H15A C15 H15B 109.5 .
C13 C15 H15C 109.5 .
H15A C15 H15C 109.5 .
H15B C15 H15C 109.5 .
C13 C16 H16A 109.5 .
C13 C16 H16B 109.5 .
H16A C16 H16B 109.5 .
C13 C16 H16C 109.5 .
H16A C16 H16C 109.5 .
H16B C16 H16C 109.5 .
C18 C17 C12 120.7(2) .
C18 C17 H17 119.7 .
C12 C17 H17 119.7 .
C17 C18 C2 121.7(2) .
C17 C18 C19 133.5(2) .
C2 C18 C19 104.71(18) .
C20 C19 C28 121.8(2) .
C20 C19 C18 132.9(2) .
C28 C19 C18 105.07(18) .
C21 C20 C19 120.4(2) .
C21 C20 H20 119.8 .
C19 C20 H20 119.8 .
C20 C21 C26 117.7(2) .
C20 C21 C22 122.75(19) .
C26 C21 C22 119.34(19) .
C25 C22 C21 112.31(18) .
C25 C22 C24 107.72(19) .
C21 C22 C24 110.77(18) .
C25 C22 C23 108.18(19) .
C21 C22 C23 108.09(18) .
C24 C22 C23 109.74(19) .
C22 C23 H23A 109.5 .
C22 C23 H23B 109.5 .
H23A C23 H23B 109.5 .
C22 C23 H23C 109.5 .
H23A C23 H23C 109.5 .
H23B C23 H23C 109.5 .
C22 C24 H24A 109.5 .
C22 C24 H24B 109.5 .
H24A C24 H24B 109.5 .
C22 C24 H24C 109.5 .
H24A C24 H24C 109.5 .
H24B C24 H24C 109.5 .
C22 C25 H25A 109.5 .
C22 C25 H25B 109.5 .
H25A C25 H25B 109.5 .
C22 C25 H25C 109.5 .
H25A C25 H25C 109.5 .
H25B C25 H25C 109.5 .
C27 C26 C21 124.0(2) .
C27 C26 H26 118.0 .
C21 C26 H26 118.0 .
C26 C27 C28 117.79(19) .
C26 C27 C29 118.85(19) .
C28 C27 C29 123.30(19) .
N1 C28 C27 128.72(19) .
N1 C28 C19 112.95(18) .
C27 C28 C19 118.27(19) .
N30 C29 O35 116.43(19) .
N30 C29 C27 129.6(2) .
O35 C29 C27 114.02(18) .
N30 C31 C33 110.36(18) .
N30 C31 C32 108.40(18) .
C33 C31 C32 111.61(19) .
N30 C31 C34 102.56(17) .
C33 C31 C34 112.24(19) .
C32 C31 C34 111.25(19) .
C31 C32 H32A 109.5 .
C31 C32 H32B 109.5 .
H32A C32 H32B 109.5 .
C31 C32 H32C 109.5 .
H32A C32 H32C 109.5 .
H32B C32 H32C 109.5 .
C31 C33 H33A 109.5 .
C31 C33 H33B 109.5 .
H33A C33 H33B 109.5 .
C31 C33 H33C 109.5 .
H33A C33 H33C 109.5 .
H33B C33 H33C 109.5 .
O35 C34 C31 103.74(17) .
O35 C34 H34A 111.0 .
C31 C34 H34A 111.0 .
O35 C34 H34B 111.0 .
C31 C34 H34B 111.0 .
H34A C34 H34B 109.0 .
C37 C36 H36A 109.5 .
C37 C36 H36B 109.5 .
H36A C36 H36B 109.5 .
C37 C36 H36C 109.5 .
H36A C36 H36C 109.5 .
H36B C36 H36C 109.5 .
C42 C37 C38 117.7(3) .
C42 C37 C36 121.1(3) .
C38 C37 C36 121.2(3) .
C39 C38 C37 120.8(3) .
C39 C38 H38 119.6 .
C37 C38 H38 119.6 .
C38 C39 C40 120.2(3) .
C38 C39 H39 119.9 .
C40 C39 H39 119.9 .
C41 C40 C39 119.6(3) .
C41 C40 H40 120.2 .
C39 C40 H40 120.2 .
C42 C41 C40 120.4(3) .
C42 C41 H41 119.8 .
C40 C41 H41 119.8 .
C41 C42 C37 121.3(3) .
C41 C42 H42 119.4 .
C37 C42 H42 119.4 .
C28 N1 C2 104.39(17) .
C28 N1 Na1 126.41(14) .
C2 N1 Na1 126.38(14) .
C4 N5 C6 107.21(17) .
C4 N5 Na1 127.15(15) .
C6 N5 Na1 125.32(13) .
C29 N30 C31 107.46(18) .
C29 N30 Na1 125.73(15) .
C31 N30 Na1 125.39(13) .
C4 O10 C9 105.50(16) .
C29 O35 C34 105.11(16) .
C29 O35 Na1 123.40(13) 2_655
C34 O35 Na1 108.62(12) 2_655
N1 Na1 N5 81.21(7) .
N1 Na1 N30 81.80(7) .
N5 Na1 N30 156.77(7) .
N1 Na1 O35 111.35(7) 2_645
N5 Na1 O35 88.25(6) 2_645
N30 Na1 O35 112.73(6) 2_645
C45A C44A C49A 119.0 .
C45A C44A C43A 119.8 .
C49A C44A C43A 121.2 .
C46A C45A C44A 120.9 .
C46A C45A H45A 119.5 .
C44A C45A H45A 119.5 .
C45A C46A C47A 121.9 .
C45A C46A H46A 119.1 .
C47A C46A H46A 119.1 .
C46A C47A C48A 118.2 .
C46A C47A H47A 120.9 .
C48A C47A H47A 120.9 .
C49A C48A C47A 119.0 .
C49A C48A H48A 120.5 .
C47A C48A H48A 120.5 .
C44A C49A C48A 121.0 .
C44A C49A H49A 119.5 .
C48A C49A H49A 119.5 .
C44B C43B H43D 109.5 .
C44B C43B H43E 109.5 .
H43D C43B H43E 109.5 .
C44B C43B H43F 109.5 .
H43D C43B H43F 109.5 .
H43E C43B H43F 109.5 .
C45B C44B C49B 118.9 .
C45B C44B C43B 119.8 .
C49B C44B C43B 121.3 .
C46B C45B C44B 121.0 .
C46B C45B H45B 119.5 .
C44B C45B H45B 119.5 .
C45B C46B C47B 121.9 .
C45B C46B H46B 119.1 .
C47B C46B H46B 119.1 .
C46B C47B C48B 118.2 .
C46B C47B H47B 120.9 .
C48B C47B H47B 120.9 .
C49B C48B C47B 119.0 .
C49B C48B H48B 120.5 .
C47B C48B H48B 120.5 .
C44B C49B C48B 121.0 .
C44B C49B H49B 119.5 .
C48B C49B H49B 119.5 .
C45C C44C C49C 119.0 .
C45C C44C C43C 119.8 .
C49C C44C C43C 121.2 .
C46C C45C C44C 120.9 .
C46C C45C H45C 119.5 .
C44C C45C H45C 119.5 .
C45C C46C C47C 121.9 .
C45C C46C H46C 119.1 .
C47C C46C H46C 119.1 .
C46C C47C C48C 118.2 .
C46C C47C H47C 120.9 .
C48C C47C H47C 120.9 .
C49C C48C C47C 119.0 .
C49C C48C H48C 120.5 .
C47C C48C H48C 120.5 .
C44C C49C C48C 121.0 .
C44C C49C H49C 119.5 .
C48C C49C H49C 119.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C2 N1 1.375(3) .
C2 C3 1.420(3) .
C2 C18 1.429(3) .
C3 C11 1.395(3) .
C3 C4 1.465(3) .
C4 N5 1.277(3) .
C4 O10 1.372(3) .
C6 N5 1.491(3) .
C6 C7 1.524(3) .
C6 C8 1.525(3) .
C6 C9 1.533(3) .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 O10 1.443(3) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C11 C12 1.405(3) .
C11 H11 0.9500 .
C12 C17 1.392(3) .
C12 C13 1.537(3) .
C13 C16 1.530(3) .
C13 C14 1.537(3) .
C13 C15 1.539(3) .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 C18 1.391(3) .
C17 H17 0.9500 .
C18 C19 1.438(3) .
C19 C20 1.395(3) .
C19 C28 1.423(3) .
C20 C21 1.386(3) .
C20 H20 0.9500 .
C21 C26 1.406(3) .
C21 C22 1.537(3) .
C22 C25 1.534(3) .
C22 C24 1.538(3) .
C22 C23 1.538(3) .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C26 C27 1.396(3) .
C26 H26 0.9500 .
C27 C28 1.419(3) .
C27 C29 1.466(3) .
C28 N1 1.374(3) .
C29 N30 1.278(3) .
C29 O35 1.386(2) .
C31 N30 1.496(3) .
C31 C33 1.520(3) .
C31 C32 1.528(3) .
C31 C34 1.534(3) .
C32 H32A 0.9800 .
C32 H32B 0.9800 .
C32 H32C 0.9800 .
C33 H33A 0.9800 .
C33 H33B 0.9800 .
C33 H33C 0.9800 .
C34 O35 1.454(3) .
C34 H34A 0.9900 .
C34 H34B 0.9900 .
C36 C37 1.509(4) .
C36 H36A 0.9800 .
C36 H36B 0.9800 .
C36 H36C 0.9800 .
C37 C42 1.389(4) .
C37 C38 1.397(4) .
C38 C39 1.379(4) .
C38 H38 0.9500 .
C39 C40 1.379(4) .
C39 H39 0.9500 .
C40 C41 1.374(4) .
C40 H40 0.9500 .
C41 C42 1.372(4) .
C41 H41 0.9500 .
C42 H42 0.9500 .
N1 Na1 2.2785(19) .
N5 Na1 2.406(2) .
N30 Na1 2.414(2) .
O35 Na1 2.4317(17) 2_655
Na1 O35 2.4317(17) 2_645
C43A C44A 1.5074 .
C43A H43A 0.9800 .
C43A H43B 0.9800 .
C43A H43C 0.9800 .
C44A C45A 1.3648 .
C44A C49A 1.3737 .
C45A C46A 1.3544 .
C45A H45A 0.9500 .
C46A C47A 1.3635 .
C46A H46A 0.9500 .
C47A C48A 1.4106 .
C47A H47A 0.9500 .
C48A C49A 1.3847 .
C48A H48A 0.9500 .
C49A H49A 0.9500 .
C43B C44B 1.5066 .
C43B H43D 0.9800 .
C43B H43E 0.9800 .
C43B H43F 0.9800 .
C44B C45B 1.3641 .
C44B C49B 1.3732 .
C45B C46B 1.3540 .
C45B H45B 0.9500 .
C46B C47B 1.3626 .
C46B H46B 0.9500 .
C47B C48B 1.4097 .
C47B H47B 0.9500 .
C48B C49B 1.3840 .
C48B H48B 0.9500 .
C49B H49B 0.9500 .
C43C C44C 1.5074 .
C43C H43G 0.9800 .
C43C H43H 0.9800 .
C43C H43I 0.9800 .
C44C C45C 1.3648 .
C44C C49C 1.3737 .
C45C C46C 1.3544 .
C45C H45C 0.9500 .
C46C C47C 1.3635 .
C46C H46C 0.9500 .
C47C C48C 1.4107 .
C47C H47C 0.9500 .
C48C C49C 1.3846 .
C48C H48C 0.9500 .
C49C H49C 0.9500 .
