#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/50/1505005.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_1505005
loop_
_publ_author_name
'Čorić, Ilija'
'List, Benjamin'
_publ_section_title
;
 Asymmetric spiroacetalization catalysed by confined Brønsted acids.
;
_journal_issue                   7389
_journal_name_full               Nature
_journal_page_first              315
_journal_page_last               319
_journal_paper_doi               10.1038/nature10932
_journal_volume                  483
_journal_year                    2012
_chemical_absolute_configuration rmad
_chemical_compound_source        acetonitrile,water
_chemical_formula_moiety         'C88 H88 N O6 P2, C2 H3 N, O'
_chemical_formula_sum            'C90 H91 N2 O7 P2'
_chemical_formula_weight         1374.59
_chemical_name_systematic
;
 imido-di(3,3'-di(2,4,6-triethylphenyl)-1,1'-binaphthyl-2,2'-dioxy-phosphate)
 mono-hydrate acetonitrile solute
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_block_code                COC-CD-005-01
_audit_creation_date             2011-11-11
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.4764(13)
_cell_length_b                   16.426(2)
_cell_length_c                   30.614(2)
_cell_measurement_reflns_used    128802
_cell_measurement_temperature    200
_cell_measurement_theta_max      31.2999
_cell_measurement_theta_min      2.6352
_cell_volume                     7782.5(13)
_computing_cell_refinement       'DENZO (Bruker AXS, 2006)'
_computing_data_collection       'DATCOL (Bruker AXS, 2006)'
_computing_data_reduction        'DENZO (Bruker AXS, 2006)'
_computing_molecular_graphics    'DIAMOND (Crystal Impact GbR, 2005)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      200
_diffrn_detector_area_resol_mean 18.02
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker AXS Enraf-Nonius KappaCCD'
_diffrn_measurement_method       'CCD φ- and ω-scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         '0.2 x 2mm^2^ focus rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0628
_diffrn_reflns_av_sigmaI/netI    0.0764
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            107767
_diffrn_reflns_theta_full        31.32
_diffrn_reflns_theta_max         31.32
_diffrn_reflns_theta_min         2.63
_exptl_absorpt_coefficient_mu    0.112
_exptl_absorpt_correction_T_max  0.98148
_exptl_absorpt_correction_T_min  0.96837
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   'SADABS (Bruker AXS, 2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.173
_exptl_crystal_description       block
_exptl_crystal_F_000             2924
_exptl_crystal_size_max          0.351
_exptl_crystal_size_mid          0.219
_exptl_crystal_size_min          0.182
_refine_diff_density_max         0.592
_refine_diff_density_min         -0.352
_refine_diff_density_rms         0.058
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.10(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     960
_refine_ls_number_reflns         25375
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.1271
_refine_ls_R_factor_gt           0.0718
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0470P)²+4.7445P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1431
_refine_ls_wR_factor_ref         0.1650
_reflns_number_gt                16444
_reflns_number_total             25375
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            6a.cif
_cod_data_source_block           6a
_cod_original_cell_volume        7782.6(14)
_cod_original_sg_symbol_Hall     'p 2ac 2ab'
_cod_original_sg_symbol_H-M      'p 21 21 21'
_cod_database_code               1505005
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'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.41697(18) 0.29992(17) 0.41839(9) 0.0292(6) Uani 1 1 d . . .
C2 C 0.35327(17) 0.27307(15) 0.39055(9) 0.0282(5) Uani 1 1 d . . .
C3 C 0.33790(19) 0.19035(17) 0.38009(9) 0.0326(6) Uani 1 1 d . . .
C4 C 0.3960(2) 0.13527(18) 0.39662(11) 0.0402(7) Uani 1 1 d . . .
H4 H 0.3909 0.0810 0.3883 0.048 Uiso 1 1 calc R . .
C5 C 0.46326(19) 0.15729(18) 0.42573(10) 0.0353(6) Uani 1 1 d . . .
C6 C 0.5203(2) 0.0980(2) 0.44344(11) 0.0445(8) Uani 1 1 d . . .
H6 H 0.5180 0.0446 0.4334 0.053 Uiso 1 1 calc R . .
C7 C 0.5782(2) 0.1190(2) 0.47499(12) 0.0466(8) Uani 1 1 d . . .
H7 H 0.6153 0.0798 0.4864 0.056 Uiso 1 1 calc R . .
C8 C 0.5821(2) 0.1981(2) 0.49017(11) 0.0428(7) Uani 1 1 d . . .
H8 H 0.6199 0.2112 0.5127 0.051 Uiso 1 1 calc R . .
C9 C 0.53096(19) 0.25758(19) 0.47232(10) 0.0362(6) Uani 1 1 d . . .
H9 H 0.5353 0.3107 0.4827 0.043 Uiso 1 1 calc R . .
C10 C 0.47178(18) 0.23965(17) 0.43850(9) 0.0322(6) Uani 1 1 d . . .
C11 C 0.42695(17) 0.38744(17) 0.42920(9) 0.0285(5) Uani 1 1 d . . .
C12 C 0.35719(17) 0.43360(16) 0.44334(8) 0.0264(5) Uani 1 1 d . . .
C13 C 0.36596(18) 0.50986(16) 0.46412(8) 0.0302(5) Uani 1 1 d . . .
C14 C 0.4467(2) 0.54253(19) 0.46640(10) 0.0391(7) Uani 1 1 d . . .
H14 H 0.4543 0.5916 0.4810 0.047 Uiso 1 1 calc R . .
C15 C 0.51958(19) 0.50448(19) 0.44728(10) 0.0382(7) Uani 1 1 d . . .
C16 C 0.6027(2) 0.5421(2) 0.44699(13) 0.0541(9) Uani 1 1 d . . .
H16 H 0.6107 0.5916 0.4611 0.065 Uiso 1 1 calc R . .
C17 C 0.6698(2) 0.5063(3) 0.42632(14) 0.0637(11) Uani 1 1 d . . .
H17 H 0.7235 0.5317 0.4262 0.076 Uiso 1 1 calc R . .
C18 C 0.6596(2) 0.4321(3) 0.40529(13) 0.0580(10) Uani 1 1 d . . .
H18 H 0.7062 0.4091 0.3906 0.070 Uiso 1 1 calc R . .
C19 C 0.58180(19) 0.3921(2) 0.40583(11) 0.0454(8) Uani 1 1 d . . .
H19 H 0.5763 0.3419 0.3920 0.055 Uiso 1 1 calc R . .
C20 C 0.50971(18) 0.42725(19) 0.42750(10) 0.0343(6) Uani 1 1 d . . .
C21 C 0.2612(2) 0.16287(17) 0.35495(10) 0.0360(6) Uani 1 1 d . A .
C22 C 0.1894(2) 0.13212(18) 0.37774(10) 0.0397(7) Uani 1 1 d . . .
C23 C 0.1188(2) 0.10356(19) 0.35406(11) 0.0469(8) Uani 1 1 d . A .
H23 H 0.0714 0.0830 0.3690 0.056 Uiso 1 1 calc R . .
C24 C 0.1173(2) 0.1049(2) 0.30820(11) 0.0486(8) Uani 1 1 d . . .
C25 C 0.1878(2) 0.1376(2) 0.28726(11) 0.0514(9) Uani 1 1 d . A .
H25 H 0.1872 0.1406 0.2569 0.062 Uiso 1 1 calc R . .
C26 C 0.2607(2) 0.1665(2) 0.30970(10) 0.0429(7) Uani 1 1 d . . .
C27A C 0.1965(10) 0.1176(7) 0.4245(5) 0.043(3) Uani 0.50 1 d P A 1
H27A H 0.2189 0.1667 0.4380 0.051 Uiso 0.50 1 calc PR A 1
H27B H 0.2389 0.0750 0.4290 0.051 Uiso 0.50 1 calc PR A 1
C28A C 0.1168(5) 0.0943(5) 0.4475(2) 0.0563(19) Uani 0.50 1 d P A 1
H28A H 0.1031 0.0387 0.4409 0.068 Uiso 0.50 1 calc PR A 1
H28B H 0.0703 0.1288 0.4381 0.068 Uiso 0.50 1 calc PR A 1
H28C H 0.1251 0.1004 0.4784 0.068 Uiso 0.50 1 calc PR A 1
C27B C 0.1801(11) 0.1405(7) 0.4294(5) 0.041(3) Uani 0.50 1 d P A 2
H27C H 0.2225 0.1790 0.4402 0.049 Uiso 0.50 1 calc PR A 2
H27D H 0.1231 0.1612 0.4365 0.049 Uiso 0.50 1 calc PR A 2
C28B C 0.1933(8) 0.0591(6) 0.4513(3) 0.083(3) Uani 0.50 1 d P A 2
H28D H 0.1518 0.0208 0.4402 0.100 Uiso 0.50 1 calc PR A 2
H28E H 0.1858 0.0649 0.4823 0.100 Uiso 0.50 1 calc PR A 2
H28F H 0.2506 0.0397 0.4453 0.100 Uiso 0.50 1 calc PR A 2
C29 C 0.0417(3) 0.0721(3) 0.28306(14) 0.0746(13) Uani 1 1 d . A .
H29A H 0.0511 0.0832 0.2523 0.090 Uiso 1 1 calc R . .
H29B H 0.0406 0.0135 0.2866 0.090 Uiso 1 1 calc R . .
C30 C -0.0404(4) 0.1031(5) 0.29469(17) 0.120(3) Uani 1 1 d . . .
H30A H -0.0465 0.1022 0.3259 0.180 Uiso 1 1 calc R A .
H30B H -0.0847 0.0700 0.2817 0.180 Uiso 1 1 calc R . .
H30C H -0.0459 0.1580 0.2844 0.180 Uiso 1 1 calc R . .
C31 C 0.3368(2) 0.1978(3) 0.28377(12) 0.0606(10) Uani 1 1 d . A .
H31A H 0.3648 0.2411 0.3000 0.073 Uiso 1 1 calc R . .
H31B H 0.3163 0.2204 0.2564 0.073 Uiso 1 1 calc R . .
C32 C 0.4031(4) 0.1302(4) 0.2742(2) 0.113(2) Uani 1 1 d . . .
H32A H 0.4199 0.1046 0.3010 0.169 Uiso 1 1 calc R A .
H32B H 0.4531 0.1535 0.2604 0.169 Uiso 1 1 calc R . .
H32C H 0.3777 0.0905 0.2551 0.169 Uiso 1 1 calc R . .
C33 C 0.29085(18) 0.55174(17) 0.48560(9) 0.0319(6) Uani 1 1 d . . .
C34 C 0.25039(19) 0.61804(18) 0.46597(10) 0.0375(7) Uani 1 1 d . . .
C35 C 0.1844(2) 0.6582(2) 0.48801(11) 0.0487(9) Uani 1 1 d . . .
H35 H 0.1577 0.7026 0.4748 0.058 Uiso 1 1 calc R . .
C36 C 0.1575(2) 0.6336(2) 0.52919(12) 0.0524(9) Uani 1 1 d . . .
C37 C 0.1980(2) 0.5682(2) 0.54801(11) 0.0470(8) Uani 1 1 d . . .
H37 H 0.1806 0.5514 0.5757 0.056 Uiso 1 1 calc R . .
C38 C 0.2639(2) 0.52606(18) 0.52731(10) 0.0392(7) Uani 1 1 d . . .
C39 C 0.2773(3) 0.6505(2) 0.42175(10) 0.0483(8) Uani 1 1 d . . .
H39A H 0.2259 0.6631 0.4049 0.058 Uiso 1 1 calc R . .
H39B H 0.3088 0.6083 0.4063 0.058 Uiso 1 1 calc R . .
C40 C 0.3335(3) 0.7262(3) 0.42454(14) 0.0711(12) Uani 1 1 d . . .
H40A H 0.3009 0.7699 0.4373 0.107 Uiso 1 1 calc R . .
H40B H 0.3519 0.7416 0.3958 0.107 Uiso 1 1 calc R . .
H40C H 0.3832 0.7150 0.4423 0.107 Uiso 1 1 calc R . .
C41 C 0.0897(3) 0.6827(3) 0.55360(16) 0.0830(15) Uani 1 1 d . . .
H41A H 0.0554 0.7132 0.5327 0.100 Uiso 1 1 calc R . .
H41B H 0.0514 0.6457 0.5689 0.100 Uiso 1 1 calc R . .
C42 C 0.1296(4) 0.7412(3) 0.58615(18) 0.102(2) Uani 1 1 d . . .
H42A H 0.0847 0.7713 0.6005 0.153 Uiso 1 1 calc R . .
H42B H 0.1672 0.7783 0.5711 0.153 Uiso 1 1 calc R . .
H42C H 0.1621 0.7112 0.6074 0.153 Uiso 1 1 calc R . .
C43 C 0.3074(2) 0.4567(2) 0.55099(12) 0.0510(9) Uani 1 1 d . . .
H43A H 0.3325 0.4200 0.5297 0.061 Uiso 1 1 calc R . .
H43B H 0.2642 0.4266 0.5673 0.061 Uiso 1 1 calc R . .
C44 C 0.3772(3) 0.4846(3) 0.58200(17) 0.0941(17) Uani 1 1 d . . .
H44A H 0.3516 0.5144 0.6057 0.141 Uiso 1 1 calc R . .
H44B H 0.4172 0.5190 0.5667 0.141 Uiso 1 1 calc R . .
H44C H 0.4073 0.4381 0.5933 0.141 Uiso 1 1 calc R . .
C45 C 0.04561(16) 0.66772(16) 0.33122(9) 0.0272(5) Uani 1 1 d . . .
C46 C 0.02140(16) 0.59990(15) 0.35411(8) 0.0257(5) Uani 1 1 d . . .
C47 C -0.06557(17) 0.57775(17) 0.36315(9) 0.0305(6) Uani 1 1 d . . .
C48 C -0.12812(18) 0.63144(19) 0.35063(9) 0.0377(7) Uani 1 1 d . . .
H48 H -0.1853 0.6205 0.3580 0.045 Uiso 1 1 calc R . .
C49 C -0.10910(18) 0.7032(2) 0.32685(9) 0.0372(7) Uani 1 1 d . . .
C50 C -0.1754(2) 0.7579(2) 0.31427(11) 0.0492(9) Uani 1 1 d . . .
H50 H -0.2317 0.7485 0.3235 0.059 Uiso 1 1 calc R . .
C51 C -0.1580(2) 0.8240(2) 0.28899(12) 0.0577(10) Uani 1 1 d . . .
H51 H -0.2023 0.8592 0.2810 0.069 Uiso 1 1 calc R . .
C52 C -0.0730(3) 0.8389(2) 0.27502(12) 0.0578(10) Uani 1 1 d . . .
H52 H -0.0614 0.8836 0.2573 0.069 Uiso 1 1 calc R . .
C53 C -0.0069(2) 0.7880(2) 0.28733(10) 0.0429(7) Uani 1 1 d . . .
H53 H 0.0488 0.7979 0.2772 0.051 Uiso 1 1 calc R . .
C54 C -0.02204(18) 0.72044(17) 0.31526(9) 0.0316(6) Uani 1 1 d . . .
C55 C 0.13887(18) 0.68517(16) 0.32187(8) 0.0282(5) Uani 1 1 d . . .
C56 C 0.19272(17) 0.62652(16) 0.30430(8) 0.0270(5) Uani 1 1 d . . .
C57 C 0.27485(18) 0.64473(18) 0.28587(9) 0.0341(6) Uani 1 1 d . . .
C58 C 0.3038(2) 0.7233(2) 0.28938(11) 0.0440(8) Uani 1 1 d . . .
H58 H 0.3560 0.7374 0.2764 0.053 Uiso 1 1 calc R . .
C59 C 0.2568(2) 0.78313(19) 0.31199(11) 0.0418(7) Uani 1 1 d . . .
C60 C 0.2902(3) 0.8633(2) 0.31826(14) 0.0595(10) Uani 1 1 d . . .
H60 H 0.3424 0.8777 0.3054 0.071 Uiso 1 1 calc R . .
C61 C 0.2471(3) 0.9187(2) 0.34265(16) 0.0693(12) Uani 1 1 d . . .
H61 H 0.2695 0.9707 0.3463 0.083 Uiso 1 1 calc R . .
C62 C 0.1691(3) 0.8975(2) 0.36219(14) 0.0630(11) Uani 1 1 d . . .
H62 H 0.1410 0.9353 0.3798 0.076 Uiso 1 1 calc R . .
C63 C 0.1329(2) 0.82274(18) 0.35617(11) 0.0448(7) Uani 1 1 d . . .
H63 H 0.0803 0.8103 0.3693 0.054 Uiso 1 1 calc R . .
C64 C 0.1750(2) 0.76381(17) 0.32989(9) 0.0348(6) Uani 1 1 d . . .
C65 C -0.08569(16) 0.49726(18) 0.38394(9) 0.0308(6) Uani 1 1 d . . .
C66 C -0.11427(17) 0.43303(19) 0.35760(10) 0.0347(6) Uani 1 1 d . . .
C67 C -0.12910(18) 0.35774(19) 0.37690(10) 0.0379(7) Uani 1 1 d . . .
H67 H -0.1474 0.3147 0.3595 0.046 Uiso 1 1 calc R . .
C68 C -0.11755(18) 0.34464(19) 0.42114(10) 0.0367(7) Uani 1 1 d . . .
C69 C -0.0896(2) 0.40914(19) 0.44640(10) 0.0394(7) Uani 1 1 d . . .
H69 H -0.0816 0.4011 0.4762 0.047 Uiso 1 1 calc R . .
C70 C -0.07275(18) 0.48619(19) 0.42873(10) 0.0355(6) Uani 1 1 d . . .
C71 C -0.1297(2) 0.4420(2) 0.30873(11) 0.0518(9) Uani 1 1 d . . .
H71A H -0.0983 0.4894 0.2986 0.062 Uiso 1 1 calc R . .
H71B H -0.1054 0.3948 0.2941 0.062 Uiso 1 1 calc R . .
C72 C -0.2205(4) 0.4503(5) 0.29523(17) 0.115(2) Uani 1 1 d . . .
H72A H -0.2521 0.4026 0.3039 0.172 Uiso 1 1 calc R . .
H72B H -0.2235 0.4562 0.2641 0.172 Uiso 1 1 calc R . .
H72C H -0.2453 0.4974 0.3089 0.172 Uiso 1 1 calc R . .
C73 C -0.1355(2) 0.2621(2) 0.44163(12) 0.0488(8) Uani 1 1 d . . .
H73A H -0.1539 0.2244 0.4191 0.059 Uiso 1 1 calc R . .
H73B H -0.0826 0.2411 0.4544 0.059 Uiso 1 1 calc R . .
C74 C -0.2042(3) 0.2668(3) 0.47646(17) 0.0761(14) Uani 1 1 d . . .
H74A H -0.1882 0.3069 0.4978 0.114 Uiso 1 1 calc R . .
H74B H -0.2099 0.2147 0.4904 0.114 Uiso 1 1 calc R . .
H74C H -0.2583 0.2817 0.4634 0.114 Uiso 1 1 calc R . .
C75 C -0.0425(2) 0.5532(2) 0.45856(11) 0.0462(8) Uani 1 1 d . . .
H75A H 0.0074 0.5342 0.4748 0.055 Uiso 1 1 calc R . .
H75B H -0.0243 0.5992 0.4410 0.055 Uiso 1 1 calc R . .
C76 C -0.1097(4) 0.5810(4) 0.49001(18) 0.109(2) Uani 1 1 d . . .
H76A H -0.1278 0.5359 0.5078 0.164 Uiso 1 1 calc R . .
H76B H -0.1584 0.6020 0.4742 0.164 Uiso 1 1 calc R . .
H76C H -0.0862 0.6229 0.5083 0.164 Uiso 1 1 calc R . .
C77 C 0.32326(18) 0.5821(2) 0.25991(11) 0.0400(7) Uani 1 1 d . B .
C78 C 0.37991(19) 0.5279(2) 0.28031(11) 0.0437(7) Uani 1 1 d . . .
C79 C 0.4218(2) 0.4700(3) 0.25548(14) 0.0641(11) Uani 1 1 d . B .
H79 H 0.4591 0.4337 0.2692 0.077 Uiso 1 1 calc R . .
C80 C 0.4096(3) 0.4642(3) 0.21013(16) 0.0802(15) Uani 1 1 d . . .
C81 C 0.3565(3) 0.5207(3) 0.19092(14) 0.0802(15) Uani 1 1 d . B .
H81 H 0.3486 0.5186 0.1608 0.096 Uiso 1 1 calc R . .
C82 C 0.3141(2) 0.5807(3) 0.21434(12) 0.0592(11) Uani 1 1 d . . .
C83 C 0.4007(2) 0.5335(2) 0.32849(11) 0.0482(8) Uani 1 1 d . . .
H83A H 0.4112 0.4794 0.3400 0.058 Uiso 1 1 calc R . .
H83B H 0.3516 0.5563 0.3439 0.058 Uiso 1 1 calc R . .
C84 C 0.4794(3) 0.5862(3) 0.33641(13) 0.0716(13) Uani 1 1 d . . .
H84A H 0.4886 0.5921 0.3673 0.107 Uiso 1 1 calc R . .
H84B H 0.4704 0.6389 0.3236 0.107 Uiso 1 1 calc R . .
H84C H 0.5292 0.5611 0.3234 0.107 Uiso 1 1 calc R . .
C85A C 0.4600(7) 0.4108(6) 0.1791(4) 0.067(3) Uani 0.618(15) 1 d P B 1
H85A H 0.4353 0.4138 0.1500 0.080 Uiso 0.618(15) 1 calc PR B 1
H85B H 0.5197 0.4288 0.1776 0.080 Uiso 0.618(15) 1 calc PR B 1
C86A C 0.4559(8) 0.3266(7) 0.1954(4) 0.094(4) Uani 0.618(15) 1 d P B 1
H86A H 0.4882 0.2916 0.1764 0.141 Uiso 0.618(15) 1 calc PR B 1
H86B H 0.3968 0.3090 0.1963 0.141 Uiso 0.618(15) 1 calc PR B 1
H86C H 0.4801 0.3243 0.2243 0.141 Uiso 0.618(15) 1 calc PR B 1
C85B C 0.4518(16) 0.3759(14) 0.1921(7) 0.100(7) Uani 0.382(15) 1 d P B 4
H85C H 0.4911 0.3521 0.2132 0.120 Uiso 0.382(15) 1 calc PR B 4
H85D H 0.4073 0.3368 0.1846 0.120 Uiso 0.382(15) 1 calc PR B 4
C86B C 0.4983(9) 0.4067(10) 0.1525(5) 0.098(6) Uani 0.382(15) 1 d P B 4
H86D H 0.5260 0.3621 0.1379 0.146 Uiso 0.382(15) 1 calc PR B 4
H86E H 0.5411 0.4459 0.1612 0.146 Uiso 0.382(15) 1 calc PR B 4
H86F H 0.4578 0.4320 0.1331 0.146 Uiso 0.382(15) 1 calc PR B 4
C87 C 0.2632(3) 0.6459(3) 0.18841(14) 0.0752(14) Uani 1 1 d . B .
H87A H 0.2273 0.6195 0.1667 0.090 Uiso 1 1 calc R . .
H87B H 0.2256 0.6756 0.2082 0.090 Uiso 1 1 calc R . .
C88 C 0.3246(4) 0.7056(4) 0.1658(2) 0.115(2) Uani 1 1 d . . .
H88A H 0.2916 0.7456 0.1502 0.172 Uiso 1 1 calc R B .
H88B H 0.3610 0.6765 0.1458 0.172 Uiso 1 1 calc R . .
H88C H 0.3598 0.7322 0.1873 0.172 Uiso 1 1 calc R . .
C89 C 0.4543(7) 0.7032(5) 0.5522(2) 0.119(3) Uani 1 1 d . . .
C90 C 0.3663(6) 0.7152(5) 0.5641(2) 0.151(3) Uani 1 1 d . . .
H90A H 0.3584 0.7004 0.5942 0.181 Uiso 1 1 calc R . .
H90B H 0.3299 0.6819 0.5461 0.181 Uiso 1 1 calc R . .
H90C H 0.3512 0.7714 0.5602 0.181 Uiso 1 1 calc R . .
N1 N 0.21470(14) 0.45897(13) 0.36708(7) 0.0279(5) Uani 1 1 d . . .
N2 N 0.5246(5) 0.6920(5) 0.5417(2) 0.170(4) Uani 1 1 d . . .
O1 O 0.30274(12) 0.33154(11) 0.36927(6) 0.0286(4) Uani 1 1 d . . .
O2 O 0.27400(11) 0.40004(11) 0.44127(6) 0.0271(4) Uani 1 1 d . . .
O3 O 0.15550(12) 0.32708(12) 0.40673(7) 0.0353(5) Uani 1 1 d . . .
O4 O 0.08613(11) 0.55076(11) 0.37141(6) 0.0253(4) Uani 1 1 d . . .
O5 O 0.16447(12) 0.54625(11) 0.29984(6) 0.0286(4) Uani 1 1 d . . .
O6 O 0.07669(12) 0.42965(12) 0.31901(7) 0.0359(5) Uani 1 1 d . . .
O7 O 0.06014(16) 0.28745(14) 0.34526(10) 0.0579(7) Uani 1 1 d . . .
P1 P 0.23002(4) 0.38092(4) 0.39516(2) 0.02526(13) Uani 1 1 d . . .
P2 P 0.13588(4) 0.48947(4) 0.33984(2) 0.02529(13) Uani 1 1 d . . .
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1.00 1.00 0.00 0.1390
-1.00 -1.00 0.00 0.0800
-1.00 1.00 0.00 0.0800
1.00 -1.00 0.00 0.1020
0.00 0.00 -1.00 0.1400
0.00 0.00 1.00 0.1900
1.00 1.00 3.00 0.1610
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C2 C1 C10 117.8(3) y
C2 C1 C11 121.6(2) y
C10 C1 C11 120.6(3) y
C1 C2 O1 118.0(2) y
C1 C2 C3 124.6(2) y
O1 C2 C3 117.3(2) y
C4 C3 C2 116.1(3) y
C4 C3 C21 120.9(3) y
C2 C3 C21 122.9(2) y
C3 C4 C5 123.0(3) y
C10 C5 C4 119.1(2) y
C10 C5 C6 119.5(3) y
C4 C5 C6 121.4(3) y
C7 C6 C5 120.4(3) y
C6 C7 C8 120.4(3) y
C9 C8 C7 120.7(3) y
C8 C9 C10 121.2(3) y
C9 C10 C5 117.5(3) y
C9 C10 C1 123.4(3) y
C5 C10 C1 118.9(3) y
C12 C11 C20 117.1(3) y
C12 C11 C1 121.2(2) y
C20 C11 C1 121.7(2) y
C11 C12 O2 119.0(2) y
C11 C12 C13 123.4(2) y
O2 C12 C13 117.2(2) y
C14 C13 C12 117.5(3) y
C14 C13 C33 120.5(3) y
C12 C13 C33 122.0(2) y
C13 C14 C15 122.4(3) y
C20 C15 C14 119.1(3) y
C20 C15 C16 118.9(3) y
C14 C15 C16 122.0(3) y
C17 C16 C15 120.5(4) y
C16 C17 C18 120.7(3) y
C19 C18 C17 121.1(4) y
C18 C19 C20 120.0(4) y
C15 C20 C19 118.7(3) y
C15 C20 C11 119.2(3) y
C19 C20 C11 122.1(3) y
C26 C21 C22 120.4(3) y
C26 C21 C3 120.7(3) y
C22 C21 C3 118.9(3) y
C23 C22 C21 118.9(3) y
C23 C22 C27A 121.1(7) y
C21 C22 C27A 119.1(7) y
C23 C22 C27B 118.4(7) y
C21 C22 C27B 122.2(7) y
C22 C23 C24 121.9(3) y
C25 C24 C23 117.3(3) y
C25 C24 C29 121.3(3) y
C23 C24 C29 121.4(4) y
C24 C25 C26 122.8(3) y
C21 C26 C25 118.7(3) y
C21 C26 C31 122.3(3) y
C25 C26 C31 119.0(3) y
C22 C27A C28A 116.7(12) y
C28B C27B C22 110.6(7) y
C30 C29 C24 116.3(4) y
C26 C31 C32 112.0(4) y
C34 C33 C38 119.5(3) y
C34 C33 C13 121.1(3) y
C38 C33 C13 119.3(3) y
C35 C34 C33 119.5(3) y
C35 C34 C39 118.0(3) y
C33 C34 C39 122.5(3) y
C36 C35 C34 121.6(3) y
C37 C36 C35 118.2(3) y
C37 C36 C41 121.6(4) y
C35 C36 C41 120.0(4) y
C36 C37 C38 122.4(3) y
C37 C38 C33 118.9(3) y
C37 C38 C43 119.0(3) y
C33 C38 C43 122.0(3) y
C34 C39 C40 113.3(3) y
C42 C41 C36 112.2(4) y
C38 C43 C44 113.1(3) y
C46 C45 C54 117.6(2) y
C46 C45 C55 121.1(2) y
C54 C45 C55 121.3(2) y
C45 C46 O4 118.0(2) y
C45 C46 C47 124.6(2) y
O4 C46 C47 117.3(2) y
C48 C47 C46 116.8(3) y
C48 C47 C65 122.8(2) y
C46 C47 C65 120.3(2) y
C47 C48 C49 122.3(3) y
C48 C49 C50 121.2(3) y
C48 C49 C54 119.4(2) y
C50 C49 C54 119.4(3) y
C51 C50 C49 121.2(3) y
C50 C51 C52 119.9(3) y
C53 C52 C51 120.5(3) y
C52 C53 C54 121.2(3) y
C53 C54 C49 117.6(3) y
C53 C54 C45 123.5(3) y
C49 C54 C45 118.9(2) y
C56 C55 C64 117.4(3) y
C56 C55 C45 121.4(2) y
C64 C55 C45 121.1(2) y
C55 C56 O5 120.5(2) y
C55 C56 C57 123.1(3) y
O5 C56 C57 116.1(2) y
C58 C57 C56 117.3(3) y
C58 C57 C77 121.6(3) y
C56 C57 C77 120.8(3) y
C57 C58 C59 121.9(3) y
C58 C59 C64 119.8(3) y
C58 C59 C60 121.7(3) y
C64 C59 C60 118.6(3) y
C61 C60 C59 121.1(4) y
C60 C61 C62 119.8(3) y
C63 C62 C61 121.6(4) y
C62 C63 C64 120.2(3) y
C59 C64 C63 118.6(3) y
C59 C64 C55 119.1(3) y
C63 C64 C55 122.3(3) y
C70 C65 C66 120.8(3) y
C70 C65 C47 120.1(3) y
C66 C65 C47 119.0(2) y
C67 C66 C65 118.6(3) y
C67 C66 C71 118.6(3) y
C65 C66 C71 122.9(3) y
C68 C67 C66 122.2(3) y
C69 C68 C67 118.0(3) y
C69 C68 C73 120.7(3) y
C67 C68 C73 121.3(3) y
C68 C69 C70 122.4(3) y
C65 C70 C69 118.0(3) y
C65 C70 C75 123.0(3) y
C69 C70 C75 119.0(3) y
C72 C71 C66 115.8(3) y
C74 C73 C68 112.0(3) y
C76 C75 C70 113.6(3) y
C78 C77 C82 119.8(3) y
C78 C77 C57 120.9(3) y
C82 C77 C57 119.2(3) y
C79 C78 C77 119.2(3) y
C79 C78 C83 118.7(3) y
C77 C78 C83 122.0(3) y
C78 C79 C80 121.9(4) y
C81 C80 C79 117.3(4) y
C81 C80 C85A 115.7(5) y
C79 C80 C85A 126.3(5) y
C81 C80 C85B 132.4(9) y
C79 C80 C85B 109.3(9) y
C80 C81 C82 122.9(4) y
C81 C82 C77 118.6(4) y
C81 C82 C87 117.9(4) y
C77 C82 C87 123.4(3) y
C78 C83 C84 111.3(3) y
C86A C85A C80 108.1(9) y
C86B C85B C80 99.3(15) y
C88 C87 C82 111.1(3) y
N2 C89 C90 178.2(8) y
P2 N1 P1 132.57(15) y
C2 O1 P1 120.75(16) y
C12 O2 P1 120.55(16) y
C46 O4 P2 118.91(16) y
C56 O5 P2 124.19(16) y
O3 P1 N1 119.91(12) y
O3 P1 O1 111.12(11) y
N1 P1 O1 104.52(11) y
O3 P1 O2 103.62(11) y
N1 P1 O2 112.92(11) y
O1 P1 O2 103.76(10) y
O6 P2 N1 119.90(12) y
O6 P2 O4 112.33(11) y
N1 P2 O4 104.85(11) y
O6 P2 O5 103.13(11) y
N1 P2 O5 112.31(11) y
O4 P2 O5 103.26(10) y
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 1.376(4) y
C1 C10 1.442(4) y
C1 C11 1.483(4) y
C2 O1 1.399(3) y
C2 C3 1.416(4) y
C3 C4 1.372(4) y
C3 C21 1.485(4) y
C4 C5 1.418(4) y
C5 C10 1.414(4) y
C5 C6 1.422(4) y
C6 C7 1.362(5) y
C7 C8 1.383(5) y
C8 C9 1.371(4) y
C9 C10 1.413(4) y
C11 C12 1.388(4) y
C11 C20 1.439(4) y
C12 O2 1.402(3) y
C12 C13 1.411(4) y
C13 C14 1.362(4) y
C13 C33 1.502(4) y
C14 C15 1.416(5) y
C15 C20 1.414(4) y
C15 C16 1.427(4) y
C16 C17 1.351(6) y
C17 C18 1.388(6) y
C18 C19 1.371(5) y
C19 C20 1.421(4) y
C21 C26 1.386(4) y
C21 C22 1.406(4) y
C22 C23 1.392(5) y
C22 C27A 1.455(17) y
C22 C27B 1.594(14) y
C23 C24 1.404(5) y
C24 C25 1.374(5) y
C24 C29 1.501(5) y
C25 C26 1.403(5) y
C26 C31 1.511(5) y
C27A C28A 1.470(17) y
C27B C28B 1.511(15) y
C29 C30 1.414(7) y
C31 C32 1.540(7) y
C33 C34 1.393(4) y
C33 C38 1.408(4) y
C34 C35 1.390(4) y
C34 C39 1.513(5) y
C35 C36 1.388(5) y
C36 C37 1.371(5) y
C36 C41 1.520(5) y
C37 C38 1.386(4) y
C38 C43 1.509(4) y
C39 C40 1.521(5) y
C41 C42 1.516(7) y
C43 C44 1.510(6) y
C45 C46 1.368(4) y
C45 C54 1.444(4) y
C45 C55 1.499(4) y
C46 O4 1.391(3) y
C46 C47 1.421(4) y
C47 C48 1.365(4) y
C47 C65 1.500(4) y
C48 C49 1.416(4) y
C49 C50 1.417(4) y
C49 C54 1.422(4) y
C50 C51 1.359(5) y
C51 C52 1.404(6) y
C52 C53 1.375(5) y
C53 C54 1.420(4) y
C55 C56 1.383(4) y
C55 C64 1.429(4) y
C56 O5 1.396(3) y
C56 C57 1.422(4) y
C57 C58 1.370(4) y
C57 C77 1.500(4) y
C58 C59 1.404(5) y
C59 C64 1.416(4) y
C59 C60 1.428(5) y
C60 C61 1.353(6) y
C61 C62 1.391(6) y
C62 C63 1.363(5) y
C63 C64 1.418(4) y
C65 C70 1.397(4) y
C65 C66 1.400(4) y
C66 C67 1.390(4) y
C66 C71 1.522(4) y
C67 C68 1.383(4) y
C68 C69 1.381(4) y
C68 C73 1.519(4) y
C69 C70 1.401(4) y
C70 C75 1.504(4) y
C71 C72 1.471(6) y
C73 C74 1.508(6) y
C75 C76 1.489(6) y
C77 C78 1.398(5) y
C77 C82 1.403(5) y
C78 C79 1.379(5) y
C78 C83 1.513(5) y
C79 C80 1.404(6) y
C80 C81 1.372(7) y
C80 C85A 1.511(10) y
C80 C85B 1.68(2) y
C81 C82 1.384(5) y
C82 C87 1.548(6) y
C83 C84 1.514(5) y
C85A C86A 1.472(14) y
C85B C86B 1.50(2) y
C87 C88 1.531(7) y
C89 N2 1.148(11) y
C89 C90 1.424(11) y
N1 P2 1.560(2) y
N1 P1 1.562(2) y
O1 P1 1.5977(19) y
O2 P1 1.5984(19) y
O3 P1 1.4959(19) y
O4 P2 1.5938(18) y
O5 P2 1.6015(19) y
O6 P2 1.487(2) y
