# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_p21n
_database_code_depnum_ccdc_archive 'CCDC 1547722'
_audit_update_record             
;
2017-05-03 deposited with the CCDC.
2018-01-22 downloaded from the CCDC.
;
_audit_creation_date             2017-01-06
_audit_creation_method           
;
Olex2 1.2
(compiled Dec 12 2016 15:38:10 for OlexSys, GUI svn.r5289)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        '[Pd(P(Oquin)3}Cl2]'
_chemical_name_common            '[Pd(P(Oquin)3}Cl2]'
_chemical_formula_moiety         '4(C27 H18 Cl2 N3 O3 P Pd), 4(C H2 Cl2)'
_chemical_formula_sum            'C112 H80 Cl16 N12 O12 P4 Pd4'
_chemical_formula_weight         2902.56
_exptl_crystal_recrystallization_method 'slow diffusion dichloromethane'
_chemical_melting_point          ?
_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_diffrn_ambient_temperature      100.15
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'
Cl Cl 0.1484 0.1585 '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'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_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                   10.7868(11)
_cell_length_b                   23.313(2)
_cell_length_c                   10.9533(11)
_cell_angle_alpha                90
_cell_angle_beta                 92.511(2)
_cell_angle_gamma                90
_cell_volume                     2751.8(5)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    5784
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.34
_cell_measurement_theta_min      2.55
_shelx_estimated_absorpt_T_max   0.836
_shelx_estimated_absorpt_T_min   0.680
_exptl_absorpt_coefficient_mu    1.159
_exptl_absorpt_correction_T_max  0.8363
_exptl_absorpt_correction_T_min  0.6804
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   '(Sheldrick, 2015)'
_exptl_absorpt_special_details   ?
_exptl_crystal_density_diffrn    1.752
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1448
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.16
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0922
_diffrn_reflns_av_unetI/netI     0.0569
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            28444
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.367
_diffrn_reflns_theta_min         1.747
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'BRUKER APEX'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5961
_reflns_number_total             6876
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         1.332
_refine_diff_density_min         -1.653
_refine_diff_density_rms         0.111
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     433
_refine_ls_number_reflns         6876
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0352
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0452P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0892
_refine_ls_wR_factor_ref         0.0915
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1S(H1SA,H1SB)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.56891(2) 0.85244(2) 0.79305(2) 0.01278(7) Uani 1 1 d . . . . .
Cl1 Cl 0.35565(5) 0.84915(2) 0.77262(5) 0.01823(12) Uani 1 1 d . . . . .
P1 P 0.56403(5) 0.80965(2) 0.61888(5) 0.01407(12) Uani 1 1 d . . . . .
Cl2 Cl 0.54993(5) 0.90442(2) 0.97782(5) 0.02170(13) Uani 1 1 d . . . . .
N1 N 0.76606(17) 0.84800(7) 0.80522(18) 0.0136(4) Uani 1 1 d . . . . .
O1 O 0.69301(14) 0.79162(7) 0.56822(14) 0.0164(3) Uani 1 1 d . . . . .
N3 N 0.68779(18) 0.91847(8) 0.58986(18) 0.0186(4) Uani 1 1 d . . . . .
O2 O 0.47928(14) 0.75404(6) 0.59860(14) 0.0163(3) Uani 1 1 d . . . . .
O3 O 0.50237(15) 0.84117(7) 0.50330(15) 0.0184(3) Uani 1 1 d . . . . .
N2 N 0.63548(17) 0.72371(8) 0.79728(18) 0.0164(4) Uani 1 1 d . . . . .
C6 C 0.4413(2) 0.71486(9) 0.6851(2) 0.0156(4) Uani 1 1 d . . . . .
C7 C 0.8421(2) 0.81129(9) 0.7418(2) 0.0149(4) Uani 1 1 d . . . . .
C8 C 0.5214(2) 0.69855(9) 0.7843(2) 0.0148(4) Uani 1 1 d . . . . .
C9 C 0.5278(2) 0.89206(10) 0.4423(2) 0.0170(4) Uani 1 1 d . . . . .
C10 C 0.7069(2) 0.70854(10) 0.8917(2) 0.0205(5) Uani 1 1 d . . . . .
C11 C 0.8190(2) 0.87954(10) 0.8937(2) 0.0184(5) Uani 1 1 d . . . . .
C12 C 0.6195(2) 0.93133(9) 0.4861(2) 0.0164(4) Uani 1 1 d . . . . .
C13 C 0.3275(2) 0.69015(10) 0.6659(2) 0.0185(5) Uani 1 1 d . . . . .
C14 C 0.4795(2) 0.65631(9) 0.8663(2) 0.0164(4) Uani 1 1 d . . . . .
C15 C 0.9446(2) 0.87705(11) 0.9311(2) 0.0214(5) Uani 1 1 d . . . . .
Cl2S Cl 0.14323(7) 0.99862(3) 0.85932(10) 0.0541(2) Uani 1 1 d . . . . .
C16 C 0.2885(2) 0.64700(10) 0.7456(2) 0.0220(5) Uani 1 1 d . . . . .
C17 C 0.80290(19) 0.78053(9) 0.6354(2) 0.0164(4) Uani 1 1 d . . . . .
C18 C 0.5598(2) 0.64268(10) 0.9677(2) 0.0198(5) Uani 1 1 d . . . . .
C19 C 0.9682(2) 0.80238(10) 0.7841(2) 0.0188(5) Uani 1 1 d . . . . .
C20 C 0.3618(2) 0.63046(11) 0.8435(2) 0.0217(5) Uani 1 1 d . . . . .
C21 C 0.6733(2) 0.66851(10) 0.9808(2) 0.0214(5) Uani 1 1 d . . . . .
C22 C 0.4586(2) 0.90241(11) 0.3375(2) 0.0204(5) Uani 1 1 d . . . . .
C23 C 1.0179(2) 0.83713(11) 0.8799(2) 0.0217(5) Uani 1 1 d . . . . .
C24 C 0.6376(2) 0.98235(10) 0.4172(2) 0.0191(5) Uani 1 1 d . . . . .
C25 C 0.8766(2) 0.74009(10) 0.5849(2) 0.0205(5) Uani 1 1 d . . . . .
C26 C 0.5636(2) 0.99250(11) 0.3098(2) 0.0222(5) Uani 1 1 d . . . . .
C27 C 1.0414(2) 0.75982(11) 0.7306(2) 0.0239(5) Uani 1 1 d . . . . .
C28 C 0.9964(2) 0.72824(11) 0.6350(2) 0.0249(5) Uani 1 1 d . . . . .
C29 C 0.7754(2) 0.95560(11) 0.6264(2) 0.0233(5) Uani 1 1 d . . . . .
C30 C 0.7998(3) 1.00668(11) 0.5645(2) 0.0254(5) Uani 1 1 d . . . . .
C31 C 0.7313(2) 1.01999(10) 0.4614(2) 0.0236(5) Uani 1 1 d . . . . .
C32 C 0.4773(2) 0.95320(11) 0.2711(2) 0.0233(5) Uani 1 1 d . . . . .
C1S C 0.2556(3) 0.96714(13) 0.9588(3) 0.0402(8) Uani 1 1 d . . . . .
H1SA H 0.324410 0.994579 0.975231 0.048 Uiso 1 1 calc R . . . .
H1SB H 0.290100 0.932652 0.919895 0.048 Uiso 1 1 calc R . . . .
Cl1S Cl 0.19022(7) 0.94768(5) 1.09770(8) 0.0688(3) Uani 1 1 d . . . . .
H29 H 0.823(2) 0.9470(9) 0.701(2) 0.006(5) Uiso 1 1 d . . . . .
H18 H 0.531(2) 0.6151(10) 1.026(2) 0.015(6) Uiso 1 1 d . . . . .
H13 H 0.279(2) 0.6991(11) 0.594(3) 0.021(7) Uiso 1 1 d . . . . .
H25 H 0.852(2) 0.7201(11) 0.518(2) 0.020(7) Uiso 1 1 d . . . . .
H20 H 0.332(2) 0.6001(10) 0.899(2) 0.012(6) Uiso 1 1 d . . . . .
H26 H 0.579(2) 1.0249(11) 0.263(3) 0.020(7) Uiso 1 1 d . . . . .
H15 H 0.973(3) 0.8984(12) 0.987(3) 0.028(8) Uiso 1 1 d . . . . .
H22 H 0.401(2) 0.8746(11) 0.306(2) 0.017(6) Uiso 1 1 d . . . . .
H21 H 0.730(2) 0.6587(11) 1.051(3) 0.017(6) Uiso 1 1 d . . . . .
H11 H 0.770(2) 0.9029(10) 0.938(2) 0.011(6) Uiso 1 1 d . . . . .
H31 H 0.747(2) 1.0547(12) 0.417(2) 0.028(7) Uiso 1 1 d . . . . .
H30 H 0.856(3) 1.0298(13) 0.601(3) 0.042(9) Uiso 1 1 d . . . . .
H10 H 0.782(3) 0.7286(12) 0.898(3) 0.026(7) Uiso 1 1 d . . . . .
H32 H 0.426(2) 0.9612(12) 0.197(2) 0.026(8) Uiso 1 1 d . . . . .
H28 H 1.043(2) 0.6985(11) 0.589(3) 0.025(7) Uiso 1 1 d . . . . .
H16 H 0.212(3) 0.6296(12) 0.724(3) 0.027(7) Uiso 1 1 d . . . . .
H23 H 1.099(3) 0.8327(13) 0.909(3) 0.036(8) Uiso 1 1 d . . . . .
H27 H 1.117(3) 0.7560(13) 0.758(3) 0.037(8) Uiso 1 1 d . . . . .


_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
Pd1 Cl1 2.3027(6) . ?
Pd1 P1 2.1513(6) . ?
Pd1 Cl2 2.3756(6) . ?
Pd1 N1 2.1275(19) . ?
P1 O1 1.5773(16) . ?
P1 O2 1.5962(15) . ?
P1 O3 1.5846(17) . ?
N1 C7 1.392(3) . ?
N1 C11 1.325(3) . ?
O1 C17 1.392(3) . ?
N3 C12 1.360(3) . ?
N3 C29 1.330(3) . ?
O2 C6 1.391(3) . ?
O3 C9 1.395(3) . ?
N2 C8 1.365(3) . ?
N2 C10 1.311(3) . ?
C6 C8 1.410(3) . ?
C6 C13 1.364(3) . ?
C7 C17 1.417(3) . ?
C7 C19 1.432(3) . ?
C8 C14 1.420(3) . ?
C9 C12 1.416(3) . ?
C9 C22 1.363(3) . ?
C10 C21 1.409(3) . ?
C10 H10 0.94(3) . ?
C11 C15 1.399(3) . ?
C11 H11 0.91(2) . ?
C12 C24 1.427(3) . ?
C13 C16 1.408(3) . ?
C13 H13 0.95(3) . ?
C14 C18 1.414(3) . ?
C14 C20 1.417(3) . ?
C15 C23 1.359(4) . ?
C15 H15 0.83(3) . ?
Cl2S C1S 1.755(4) . ?
C16 C20 1.361(4) . ?
C16 H16 0.94(3) . ?
C17 C25 1.365(3) . ?
C18 C21 1.366(3) . ?
C18 H18 0.97(3) . ?
C19 C23 1.413(3) . ?
C19 C27 1.412(3) . ?
C20 H20 1.00(2) . ?
C21 H21 0.99(3) . ?
C22 C32 1.409(3) . ?
C22 H22 0.95(3) . ?
C23 H23 0.92(3) . ?
C24 C26 1.412(3) . ?
C24 C31 1.408(3) . ?
C25 C28 1.409(3) . ?
C25 H25 0.90(3) . ?
C26 C32 1.360(4) . ?
C26 H26 0.93(3) . ?
C27 C28 1.353(4) . ?
C27 H27 0.86(3) . ?
C28 H28 1.01(3) . ?
C29 C30 1.401(3) . ?
C29 H29 0.97(2) . ?
C30 C31 1.358(4) . ?
C30 H30 0.89(3) . ?
C31 H31 0.97(3) . ?
C32 H32 0.98(3) . ?
C1S H1SA 0.9900 . ?
C1S H1SB 0.9900 . ?
C1S Cl1S 1.764(3) . ?

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
Cl1 Pd1 Cl2 88.67(2) . . ?
P1 Pd1 Cl1 85.00(2) . . ?
P1 Pd1 Cl2 172.91(2) . . ?
N1 Pd1 Cl1 174.91(5) . . ?
N1 Pd1 P1 91.07(5) . . ?
N1 Pd1 Cl2 95.43(5) . . ?
O1 P1 Pd1 116.60(6) . . ?
O1 P1 O2 104.08(8) . . ?
O1 P1 O3 100.85(9) . . ?
O2 P1 Pd1 119.44(6) . . ?
O3 P1 Pd1 119.12(7) . . ?
O3 P1 O2 92.73(8) . . ?
C7 N1 Pd1 127.43(15) . . ?
C11 N1 Pd1 114.59(15) . . ?
C11 N1 C7 117.5(2) . . ?
C17 O1 P1 127.43(14) . . ?
C29 N3 C12 117.3(2) . . ?
C6 O2 P1 128.50(14) . . ?
C9 O3 P1 133.84(15) . . ?
C10 N2 C8 117.5(2) . . ?
O2 C6 C8 120.91(19) . . ?
C13 C6 O2 117.5(2) . . ?
C13 C6 C8 121.4(2) . . ?
N1 C7 C17 124.1(2) . . ?
N1 C7 C19 120.0(2) . . ?
C17 C7 C19 115.93(19) . . ?
N2 C8 C6 118.9(2) . . ?
N2 C8 C14 122.9(2) . . ?
C6 C8 C14 118.2(2) . . ?
O3 C9 C12 122.4(2) . . ?
C22 C9 O3 116.2(2) . . ?
C22 C9 C12 121.3(2) . . ?
N2 C10 C21 124.4(2) . . ?
N2 C10 H10 113.5(17) . . ?
C21 C10 H10 122.1(17) . . ?
N1 C11 C15 124.9(2) . . ?
N1 C11 H11 118.9(15) . . ?
C15 C11 H11 116.1(15) . . ?
N3 C12 C9 119.0(2) . . ?
N3 C12 C24 123.0(2) . . ?
C9 C12 C24 118.0(2) . . ?
C6 C13 C16 119.8(2) . . ?
C6 C13 H13 120.0(16) . . ?
C16 C13 H13 119.9(16) . . ?
C18 C14 C8 116.8(2) . . ?
C18 C14 C20 123.8(2) . . ?
C20 C14 C8 119.4(2) . . ?
C11 C15 H15 120(2) . . ?
C23 C15 C11 118.8(2) . . ?
C23 C15 H15 121(2) . . ?
C13 C16 H16 115.9(18) . . ?
C20 C16 C13 120.8(2) . . ?
C20 C16 H16 123.2(18) . . ?
O1 C17 C7 123.85(19) . . ?
C25 C17 O1 114.3(2) . . ?
C25 C17 C7 121.6(2) . . ?
C14 C18 H18 117.9(15) . . ?
C21 C18 C14 119.9(2) . . ?
C21 C18 H18 122.2(15) . . ?
C23 C19 C7 118.8(2) . . ?
C27 C19 C7 120.6(2) . . ?
C27 C19 C23 120.6(2) . . ?
C14 C20 H20 120.6(14) . . ?
C16 C20 C14 120.3(2) . . ?
C16 C20 H20 119.1(14) . . ?
C10 C21 H21 121.4(15) . . ?
C18 C21 C10 118.4(2) . . ?
C18 C21 H21 120.2(15) . . ?
C9 C22 C32 119.8(2) . . ?
C9 C22 H22 120.5(16) . . ?
C32 C22 H22 119.6(16) . . ?
C15 C23 C19 119.3(2) . . ?
C15 C23 H23 119.8(19) . . ?
C19 C23 H23 120.9(19) . . ?
C26 C24 C12 119.7(2) . . ?
C31 C24 C12 116.7(2) . . ?
C31 C24 C26 123.6(2) . . ?
C17 C25 C28 121.2(2) . . ?
C17 C25 H25 122.0(17) . . ?
C28 C25 H25 116.7(17) . . ?
C24 C26 H26 119.3(17) . . ?
C32 C26 C24 120.0(2) . . ?
C32 C26 H26 120.5(17) . . ?
C19 C27 H27 118(2) . . ?
C28 C27 C19 121.0(2) . . ?
C28 C27 H27 121(2) . . ?
C25 C28 H28 114.3(16) . . ?
C27 C28 C25 119.1(2) . . ?
C27 C28 H28 126.4(16) . . ?
N3 C29 C30 123.7(2) . . ?
N3 C29 H29 117.4(13) . . ?
C30 C29 H29 118.9(13) . . ?
C29 C30 H30 116(2) . . ?
C31 C30 C29 119.3(2) . . ?
C31 C30 H30 125(2) . . ?
C24 C31 H31 119.1(17) . . ?
C30 C31 C24 120.0(2) . . ?
C30 C31 H31 120.9(17) . . ?
C22 C32 H32 119.7(16) . . ?
C26 C32 C22 121.2(2) . . ?
C26 C32 H32 119.1(16) . . ?
Cl2S C1S H1SA 109.5 . . ?
Cl2S C1S H1SB 109.5 . . ?
Cl2S C1S Cl1S 110.57(15) . . ?
H1SA C1S H1SB 108.1 . . ?
Cl1S C1S H1SA 109.5 . . ?
Cl1S C1S H1SB 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Pd1 P1 O1 C17 25.34(19) . . . . ?
Pd1 P1 O2 C6 -26.6(2) . . . . ?
Pd1 P1 O3 C9 61.1(2) . . . . ?
Pd1 N1 C7 C17 17.0(3) . . . . ?
Pd1 N1 C7 C19 -162.46(15) . . . . ?
Pd1 N1 C11 C15 169.99(19) . . . . ?
P1 O1 C17 C7 -37.0(3) . . . . ?
P1 O1 C17 C25 148.07(17) . . . . ?
P1 O2 C6 C8 -37.1(3) . . . . ?
P1 O2 C6 C13 147.13(18) . . . . ?
P1 O3 C9 C12 -6.0(3) . . . . ?
P1 O3 C9 C22 174.37(18) . . . . ?
N1 C7 C17 O1 13.1(3) . . . . ?
N1 C7 C17 C25 -172.3(2) . . . . ?
N1 C7 C19 C23 -8.6(3) . . . . ?
N1 C7 C19 C27 171.7(2) . . . . ?
N1 C11 C15 C23 -4.5(4) . . . . ?
O1 P1 O2 C6 105.57(18) . . . . ?
O1 P1 O3 C9 -67.8(2) . . . . ?
O1 C17 C25 C28 173.4(2) . . . . ?
N3 C12 C24 C26 179.5(2) . . . . ?
N3 C12 C24 C31 0.1(3) . . . . ?
N3 C29 C30 C31 0.1(4) . . . . ?
O2 P1 O1 C17 -108.48(17) . . . . ?
O2 P1 O3 C9 -172.7(2) . . . . ?
O2 C6 C8 N2 2.8(3) . . . . ?
O2 C6 C8 C14 -177.02(19) . . . . ?
O2 C6 C13 C16 175.2(2) . . . . ?
O3 P1 O1 C17 155.89(17) . . . . ?
O3 P1 O2 C6 -152.52(18) . . . . ?
O3 C9 C12 N3 1.7(3) . . . . ?
O3 C9 C12 C24 -179.56(19) . . . . ?
O3 C9 C22 C32 179.2(2) . . . . ?
N2 C8 C14 C18 2.8(3) . . . . ?
N2 C8 C14 C20 -177.3(2) . . . . ?
N2 C10 C21 C18 1.3(4) . . . . ?
C6 C8 C14 C18 -177.4(2) . . . . ?
C6 C8 C14 C20 2.5(3) . . . . ?
C6 C13 C16 C20 1.5(4) . . . . ?
C7 N1 C11 C15 -2.6(3) . . . . ?
C7 C17 C25 C28 -1.6(4) . . . . ?
C7 C19 C23 C15 1.4(3) . . . . ?
C7 C19 C27 C28 3.0(4) . . . . ?
C8 N2 C10 C21 -0.6(4) . . . . ?
C8 C6 C13 C16 -0.6(3) . . . . ?
C8 C14 C18 C21 -2.0(3) . . . . ?
C8 C14 C20 C16 -1.6(3) . . . . ?
C9 C12 C24 C26 0.8(3) . . . . ?
C9 C12 C24 C31 -178.6(2) . . . . ?
C9 C22 C32 C26 -0.1(4) . . . . ?
C10 N2 C8 C6 178.7(2) . . . . ?
C10 N2 C8 C14 -1.6(3) . . . . ?
C11 N1 C7 C17 -171.5(2) . . . . ?
C11 N1 C7 C19 9.0(3) . . . . ?
C11 C15 C23 C19 4.9(4) . . . . ?
C12 N3 C29 C30 0.4(4) . . . . ?
C12 C9 C22 C32 -0.4(3) . . . . ?
C12 C24 C26 C32 -1.3(3) . . . . ?
C12 C24 C31 C30 0.4(3) . . . . ?
C13 C6 C8 N2 178.4(2) . . . . ?
C13 C6 C8 C14 -1.4(3) . . . . ?
C13 C16 C20 C14 -0.4(4) . . . . ?
C14 C18 C21 C10 0.1(4) . . . . ?
C17 C7 C19 C23 171.9(2) . . . . ?
C17 C7 C19 C27 -7.8(3) . . . . ?
C17 C25 C28 C27 -3.7(4) . . . . ?
C18 C14 C20 C16 178.2(2) . . . . ?
C19 C7 C17 O1 -167.40(19) . . . . ?
C19 C7 C17 C25 7.2(3) . . . . ?
C19 C27 C28 C25 2.9(4) . . . . ?
C20 C14 C18 C21 178.1(2) . . . . ?
C22 C9 C12 N3 -178.7(2) . . . . ?
C22 C9 C12 C24 0.0(3) . . . . ?
C23 C19 C27 C28 -176.8(2) . . . . ?
C24 C26 C32 C22 1.0(4) . . . . ?
C26 C24 C31 C30 -179.0(2) . . . . ?
C27 C19 C23 C15 -178.8(2) . . . . ?
C29 N3 C12 C9 178.2(2) . . . . ?
C29 N3 C12 C24 -0.5(3) . . . . ?
C29 C30 C31 C24 -0.5(4) . . . . ?
C31 C24 C26 C32 178.1(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_h-m   'P 21/n'
_symmetry_int_tables_number      14
_chemical_absolute_configuration ?





####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_p21n_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1547723'
_audit_update_record             
;
2017-05-06 deposited with the CCDC.
2018-01-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 tri(quinolin-8-yl) phosphite 
;
_chemical_name_common            'tri(quinolin-8-yl) phosphite'
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H18 N3 O3 P1'
_chemical_formula_sum            'C27 H18 N3 O3 P1'
_chemical_formula_weight         463.42

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_int_tables_number      14
_chemical_absolute_configuration .

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                   15.8740(12)
_cell_length_b                   17.2833(13)
_cell_length_c                   16.5573(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.361(2)
_cell_angle_gamma                90.00
_cell_volume                     4400.6(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7810
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      28.13

_exptl_crystal_description       plate
_exptl_crystal_colour            pinkish
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1920
_exptl_absorpt_coefficient_mu    0.161
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(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  'CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            45104
_diffrn_reflns_av_R_equivalents  0.0704
_diffrn_reflns_av_sigmaI/netI    0.0618
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.59
_diffrn_reflns_theta_max         28.38
_reflns_number_total             10994
_reflns_number_gt                7528
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Ortep 3v2'
_computing_publication_material  'Ortep 3v2'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0469P)²+0.0000P] where P=(Fo²+2Fc²)/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         10994
_refine_ls_number_parameters     757
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0696
_refine_ls_R_factor_gt           0.0432
_refine_ls_wR_factor_ref         0.0997
_refine_ls_wR_factor_gt          0.0919
_refine_ls_goodness_of_fit_ref   0.917
_refine_ls_restrained_S_all      0.917
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
H1 H 0.5087(11) 0.2671(9) 0.2194(10) 0.023(5) Uiso 1 1 d . . .
P1 P 0.51893(3) 0.24040(2) 0.58264(3) 0.01869(10) Uani 1 1 d . . .
O1 O 0.48573(7) 0.25628(6) 0.48223(7) 0.0227(2) Uani 1 1 d . . .
O3 O 0.59763(7) 0.17861(6) 0.57896(7) 0.0238(3) Uani 1 1 d . . .
N1 N 0.46581(8) 0.25896(7) 0.31824(8) 0.0207(3) Uani 1 1 d . . .
O2 O 0.59280(7) 0.31018(6) 0.59933(7) 0.0230(3) Uani 1 1 d . . .
C9 C 0.39286(10) 0.24808(8) 0.34687(10) 0.0176(3) Uani 1 1 d . . .
C4 C 0.30909(10) 0.23811(9) 0.29237(10) 0.0208(3) Uani 1 1 d . . .
C18 C 0.49836(11) 0.42120(9) 0.60219(10) 0.0229(4) Uani 1 1 d . . .
C17 C 0.58031(11) 0.38897(9) 0.60191(10) 0.0213(3) Uani 1 1 d . . .
N3 N 0.44749(9) 0.09122(8) 0.55432(9) 0.0254(3) Uani 1 1 d . . .
C27 C 0.52380(11) 0.05984(9) 0.59884(10) 0.0229(4) Uani 1 1 d . . .
N2 N 0.42946(9) 0.37236(8) 0.59625(9) 0.0271(3) Uani 1 1 d . . .
C2 C 0.37612(12) 0.24864(10) 0.17777(11) 0.0270(4) Uani 1 1 d . . .
C3 C 0.30299(11) 0.23886(10) 0.20599(11) 0.0253(4) Uani 1 1 d . . .
C1 C 0.45583(11) 0.25916(10) 0.23695(10) 0.0249(4) Uani 1 1 d . . .
C26 C 0.59999(11) 0.10573(9) 0.61371(10) 0.0232(4) Uani 1 1 d . . .
C8 C 0.40221(10) 0.24552(9) 0.43448(10) 0.0196(3) Uani 1 1 d . . .
C7 C 0.33086(11) 0.23371(10) 0.46534(11) 0.0270(4) Uani 1 1 d . . .
C16 C 0.65054(12) 0.43539(10) 0.60572(11) 0.0278(4) Uani 1 1 d . . .
C25 C 0.67840(12) 0.07715(10) 0.65787(12) 0.0312(4) Uani 1 1 d . . .
C6 C 0.24878(11) 0.22312(11) 0.41091(12) 0.0320(4) Uani 1 1 d . . .
C5 C 0.23698(11) 0.22560(11) 0.32682(12) 0.0292(4) Uani 1 1 d . . .
C11 C 0.34120(13) 0.48303(12) 0.60543(12) 0.0390(5) Uani 1 1 d . . .
C20 C 0.37936(13) -0.03133(11) 0.56488(12) 0.0338(4) Uani 1 1 d . . .
C19 C 0.37798(12) 0.04635(11) 0.53930(12) 0.0297(4) Uani 1 1 d . . .
C14 C 0.56518(13) 0.54950(11) 0.61186(12) 0.0356(5) Uani 1 1 d . . .
C10 C 0.35425(12) 0.40370(12) 0.59780(12) 0.0348(4) Uani 1 1 d . . .
C23 C 0.61278(13) -0.04498(11) 0.67510(11) 0.0341(4) Uani 1 1 d . . .
C13 C 0.49164(12) 0.50272(10) 0.60818(10) 0.0279(4) Uani 1 1 d . . .
C24 C 0.68414(14) 0.00109(11) 0.68847(12) 0.0363(5) Uani 1 1 d . . .
C21 C 0.45477(13) -0.06315(10) 0.60904(11) 0.0308(4) Uani 1 1 d . . .
C22 C 0.53088(12) -0.01738(9) 0.62932(10) 0.0265(4) Uani 1 1 d . . .
C12 C 0.40883(13) 0.53213(12) 0.61018(12) 0.0363(5) Uani 1 1 d . . .
C15 C 0.64267(13) 0.51632(11) 0.61072(12) 0.0359(5) Uani 1 1 d . . .
P2 P 0.09538(3) 0.23884(2) 0.54566(3) 0.01918(10) Uani 1 1 d . . .
O4 O -0.00859(7) 0.25818(6) 0.50993(6) 0.0209(2) Uani 1 1 d . . .
N4 N -0.18146(8) 0.25688(7) 0.47732(8) 0.0200(3) Uani 1 1 d . . .
O6 O 0.11080(7) 0.30089(6) 0.62362(7) 0.0227(3) Uani 1 1 d . . .
O5 O 0.08481(7) 0.16953(6) 0.61140(7) 0.0234(3) Uani 1 1 d . . .
N6 N 0.11425(9) 0.38267(8) 0.47952(9) 0.0268(3) Uani 1 1 d . . .
C53 C 0.10705(10) 0.38019(9) 0.62162(10) 0.0202(3) Uani 1 1 d . . .
C31 C -0.19455(11) 0.25952(9) 0.32701(10) 0.0216(3) Uani 1 1 d . . .
C36 C -0.14455(10) 0.25782(8) 0.41099(9) 0.0175(3) Uani 1 1 d . . .
N5 N 0.06397(9) 0.09983(8) 0.45715(9) 0.0252(3) Uani 1 1 d . . .
C29 C -0.32258(11) 0.25870(10) 0.38021(11) 0.0259(4) Uani 1 1 d . . .
C54 C 0.10942(10) 0.42292(9) 0.54899(10) 0.0209(3) Uani 1 1 d . . .
C28 C -0.26718(11) 0.25707(10) 0.46087(11) 0.0238(4) Uani 1 1 d . . .
C52 C 0.10405(11) 0.41768(10) 0.69378(11) 0.0248(4) Uani 1 1 d . . .
C51 C 0.10295(12) 0.49882(10) 0.69672(11) 0.0283(4) Uani 1 1 d . . .
C50 C 0.10433(11) 0.54184(10) 0.62779(11) 0.0278(4) Uani 1 1 d . . .
C35 C -0.05223(10) 0.25684(9) 0.42723(10) 0.0190(3) Uani 1 1 d . . .
C33 C -0.06344(13) 0.25845(11) 0.27948(11) 0.0322(4) Uani 1 1 d . . .
C44 C 0.11538(10) 0.09545(9) 0.60547(10) 0.0215(3) Uani 1 1 d . . .
C45 C 0.10261(10) 0.05873(9) 0.52666(11) 0.0219(3) Uani 1 1 d . . .
C34 C -0.01280(12) 0.25701(10) 0.36226(11) 0.0256(4) Uani 1 1 d . . .
C30 C -0.28605(11) 0.26024(9) 0.31395(11) 0.0257(4) Uani 1 1 d . . .
C48 C 0.11135(11) 0.54532(10) 0.47893(11) 0.0281(4) Uani 1 1 d . . .
C32 C -0.15179(12) 0.25989(10) 0.26163(11) 0.0301(4) Uani 1 1 d . . .
C49 C 0.10794(10) 0.50512(9) 0.55275(10) 0.0231(4) Uani 1 1 d . . .
C42 C 0.18001(11) -0.02025(10) 0.67413(12) 0.0301(4) Uani 1 1 d . . .
C37 C 0.05264(12) 0.06428(11) 0.38468(12) 0.0310(4) Uani 1 1 d . . .
C43 C 0.15346(11) 0.05709(10) 0.67730(12) 0.0271(4) Uani 1 1 d . . .
C46 C 0.11824(12) 0.42354(11) 0.41306(12) 0.0306(4) Uani 1 1 d . . .
C41 C 0.16894(11) -0.05756(10) 0.59973(13) 0.0305(4) Uani 1 1 d . . .
C47 C 0.11711(12) 0.50492(11) 0.41055(12) 0.0311(4) Uani 1 1 d . . .
C40 C 0.13034(10) -0.01932(9) 0.52437(11) 0.0263(4) Uani 1 1 d . . .
C39 C 0.11627(12) -0.05393(11) 0.44502(13) 0.0338(4) Uani 1 1 d . . .
C38 C 0.07829(13) -0.01260(12) 0.37594(13) 0.0361(5) Uani 1 1 d . . .
H38 H 0.0679(12) -0.0343(10) 0.3229(12) 0.038(5) Uiso 1 1 d . . .
H30 H -0.3201(11) 0.2620(9) 0.2562(11) 0.026(5) Uiso 1 1 d . . .
H48 H 0.1096(10) 0.6010(10) 0.4798(10) 0.025(5) Uiso 1 1 d . . .
H7 H 0.3373(11) 0.2312(9) 0.5251(11) 0.025(5) Uiso 1 1 d . . .
H16 H 0.7066(11) 0.4124(10) 0.6036(11) 0.028(5) Uiso 1 1 d . . .
H3 H 0.2462(12) 0.2321(9) 0.1669(11) 0.030(5) Uiso 1 1 d . . .
H37 H 0.0238(11) 0.0938(10) 0.3369(12) 0.031(5) Uiso 1 1 d . . .
H28 H -0.2910(11) 0.2560(9) 0.5085(11) 0.021(4) Uiso 1 1 d . . .
H50 H 0.1040(11) 0.5971(10) 0.6286(11) 0.029(5) Uiso 1 1 d . . .
H29 H -0.3823(12) 0.2590(9) 0.3734(11) 0.026(5) Uiso 1 1 d . . .
H41 H 0.1865(12) -0.1101(11) 0.5958(11) 0.037(5) Uiso 1 1 d . . .
H2 H 0.3763(11) 0.2480(9) 0.1231(12) 0.027(5) Uiso 1 1 d . . .
H42 H 0.2064(12) -0.0462(11) 0.7269(12) 0.039(5) Uiso 1 1 d . . .
H23 H 0.6167(11) -0.0958(11) 0.6934(11) 0.034(5) Uiso 1 1 d . . .
H46 H 0.1227(12) 0.3926(11) 0.3671(12) 0.034(5) Uiso 1 1 d . . .
H43 H 0.1630(11) 0.0830(10) 0.7309(11) 0.027(5) Uiso 1 1 d . . .
H52 H 0.1029(11) 0.3859(10) 0.7410(11) 0.033(5) Uiso 1 1 d . . .
H19 H 0.3248(11) 0.0712(10) 0.5056(11) 0.028(5) Uiso 1 1 d . . .
H14 H 0.5585(11) 0.6023(10) 0.6143(11) 0.029(5) Uiso 1 1 d . . .
H32 H -0.1855(12) 0.2631(10) 0.2047(12) 0.031(5) Uiso 1 1 d . . .
H25 H 0.7281(11) 0.1097(10) 0.6659(11) 0.032(5) Uiso 1 1 d . . .
H34 H 0.0486(12) 0.2557(10) 0.3728(12) 0.034(5) Uiso 1 1 d . . .
H33 H -0.0355(12) 0.2598(10) 0.2336(13) 0.039(5) Uiso 1 1 d . . .
H47 H 0.1196(12) 0.5290(10) 0.3616(12) 0.035(5) Uiso 1 1 d . . .
H51 H 0.1004(12) 0.5249(10) 0.7470(12) 0.038(5) Uiso 1 1 d . . .
H6 H 0.2012(13) 0.2161(11) 0.4358(12) 0.043(6) Uiso 1 1 d . . .
H12 H 0.4042(12) 0.5857(11) 0.6129(12) 0.042(6) Uiso 1 1 d . . .
H21 H 0.4594(11) -0.1176(11) 0.6255(11) 0.036(5) Uiso 1 1 d . . .
H24 H 0.7410(13) -0.0169(11) 0.7195(12) 0.044(6) Uiso 1 1 d . . .
H5 H 0.1834(12) 0.2158(10) 0.2903(12) 0.032(5) Uiso 1 1 d . . .
H15 H 0.6924(13) 0.5479(11) 0.6113(12) 0.040(6) Uiso 1 1 d . . .
H10 H 0.3052(12) 0.3666(11) 0.5904(11) 0.039(6) Uiso 1 1 d . . .
H39 H 0.1314(12) -0.1072(11) 0.4404(12) 0.042(6) Uiso 1 1 d . . .
H11 H 0.2841(12) 0.5002(10) 0.6086(11) 0.036(5) Uiso 1 1 d . . .
H20 H 0.3307(13) -0.0621(11) 0.5484(12) 0.043(6) Uiso 1 1 d . . .


_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
P1 O1 1.6378(11) . ?
P1 O3 1.6561(11) . ?
P1 O2 1.6568(12) . ?
O1 C8 1.3775(18) . ?
O3 C26 1.3813(19) . ?
N1 C1 1.316(2) . ?
N1 C9 1.369(2) . ?
O2 C17 1.3783(18) . ?
C9 C4 1.420(2) . ?
C9 C8 1.422(2) . ?
C4 C3 1.409(2) . ?
C4 C5 1.416(2) . ?
C18 N2 1.366(2) . ?
C18 C17 1.416(2) . ?
C18 C13 1.418(2) . ?
C17 C16 1.362(2) . ?
N3 C19 1.321(2) . ?
N3 C27 1.365(2) . ?
C27 C26 1.416(2) . ?
C27 C22 1.421(2) . ?
N2 C10 1.317(2) . ?
C2 C3 1.365(2) . ?
C2 C1 1.407(2) . ?
C2 H2 0.906(18) . ?
C3 H3 0.978(18) . ?
C1 H1 0.964(17) . ?
C26 C25 1.370(2) . ?
C8 C7 1.368(2) . ?
C7 C6 1.400(2) . ?
C7 H7 0.970(18) . ?
C16 C15 1.409(3) . ?
C16 H16 0.984(17) . ?
C25 C24 1.404(3) . ?
C25 H25 0.951(18) . ?
C6 C5 1.359(3) . ?
C6 H6 0.954(19) . ?
C5 H5 0.929(18) . ?
C11 C12 1.355(3) . ?
C11 C10 1.397(3) . ?
C11 H11 0.968(19) . ?
C20 C21 1.355(3) . ?
C20 C19 1.406(3) . ?
C20 H20 0.922(19) . ?
C19 H19 0.988(17) . ?
C14 C15 1.362(3) . ?
C14 C13 1.409(3) . ?
C14 H14 0.921(17) . ?
C10 H10 0.993(19) . ?
C23 C24 1.357(3) . ?
C23 C22 1.415(3) . ?
C23 H23 0.927(18) . ?
C13 C12 1.417(3) . ?
C24 H24 0.97(2) . ?
C21 C22 1.413(2) . ?
C21 H21 0.977(18) . ?
C12 H12 0.931(19) . ?
C15 H15 0.958(19) . ?
P2 O4 1.6434(11) . ?
P2 O6 1.6490(12) . ?
P2 O5 1.6548(11) . ?
O4 C35 1.3729(18) . ?
N4 C28 1.320(2) . ?
N4 C36 1.367(2) . ?
O6 C53 1.3720(18) . ?
O5 C44 1.3814(18) . ?
N6 C46 1.322(2) . ?
N6 C54 1.363(2) . ?
C53 C52 1.370(2) . ?
C53 C54 1.420(2) . ?
C31 C32 1.413(2) . ?
C31 C30 1.414(2) . ?
C31 C36 1.420(2) . ?
C36 C35 1.423(2) . ?
N5 C37 1.320(2) . ?
N5 C45 1.362(2) . ?
C29 C30 1.362(3) . ?
C29 C28 1.405(2) . ?
C29 H29 0.927(17) . ?
C54 C49 1.423(2) . ?
C28 H28 0.955(17) . ?
C52 C51 1.404(2) . ?
C52 H52 0.960(18) . ?
C51 C50 1.367(2) . ?
C51 H51 0.956(19) . ?
C50 C49 1.409(2) . ?
C50 H50 0.955(17) . ?
C35 C34 1.372(2) . ?
C33 C32 1.360(3) . ?
C33 C34 1.407(2) . ?
C33 H33 0.97(2) . ?
C44 C43 1.365(2) . ?
C44 C45 1.420(2) . ?
C45 C40 1.423(2) . ?
C34 H34 0.947(19) . ?
C30 H30 0.975(17) . ?
C48 C47 1.352(3) . ?
C48 C49 1.419(2) . ?
C48 H48 0.963(17) . ?
C32 H32 0.963(19) . ?
C42 C41 1.363(3) . ?
C42 C43 1.406(2) . ?
C42 H42 0.980(19) . ?
C37 C38 1.408(3) . ?
C37 H37 0.957(18) . ?
C43 H43 0.971(17) . ?
C46 C47 1.407(3) . ?
C46 H46 0.947(18) . ?
C41 C40 1.411(3) . ?
C41 H41 0.956(18) . ?
C47 H47 0.920(19) . ?
C40 C39 1.410(3) . ?
C39 C38 1.357(3) . ?
C39 H39 0.959(19) . ?
C38 H38 0.931(19) . ?

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 P1 O3 97.27(6) . . ?
O1 P1 O2 94.79(6) . . ?
O3 P1 O2 88.08(6) . . ?
C8 O1 P1 125.56(10) . . ?
C26 O3 P1 121.03(10) . . ?
C1 N1 C9 117.20(14) . . ?
C17 O2 P1 128.54(10) . . ?
N1 C9 C4 122.41(14) . . ?
N1 C9 C8 118.33(14) . . ?
C4 C9 C8 119.26(14) . . ?
C3 C4 C5 123.44(15) . . ?
C3 C4 C9 117.48(15) . . ?
C5 C4 C9 119.05(15) . . ?
N2 C18 C17 118.46(14) . . ?
N2 C18 C13 123.11(15) . . ?
C17 C18 C13 118.43(15) . . ?
C16 C17 O2 117.44(15) . . ?
C16 C17 C18 120.67(15) . . ?
O2 C17 C18 121.87(14) . . ?
C19 N3 C27 117.17(15) . . ?
N3 C27 C26 118.48(15) . . ?
N3 C27 C22 123.12(15) . . ?
C26 C27 C22 118.38(15) . . ?
C10 N2 C18 117.26(15) . . ?
C3 C2 C1 118.15(16) . . ?
C3 C2 H2 123.6(11) . . ?
C1 C2 H2 118.2(11) . . ?
C2 C3 C4 119.88(15) . . ?
C2 C3 H3 120.8(11) . . ?
C4 C3 H3 119.4(11) . . ?
N1 C1 C2 124.86(16) . . ?
N1 C1 H1 114.6(10) . . ?
C2 C1 H1 120.5(10) . . ?
C25 C26 O3 118.57(15) . . ?
C25 C26 C27 120.97(16) . . ?
O3 C26 C27 120.31(14) . . ?
C7 C8 O1 125.01(15) . . ?
C7 C8 C9 119.93(15) . . ?
O1 C8 C9 115.05(13) . . ?
C8 C7 C6 120.23(16) . . ?
C8 C7 H7 120.0(10) . . ?
C6 C7 H7 119.8(10) . . ?
C17 C16 C15 120.26(17) . . ?
C17 C16 H16 119.9(10) . . ?
C15 C16 H16 119.8(10) . . ?
C26 C25 C24 119.96(18) . . ?
C26 C25 H25 118.3(11) . . ?
C24 C25 H25 121.8(11) . . ?
C5 C6 C7 121.67(16) . . ?
C5 C6 H6 121.6(12) . . ?
C7 C6 H6 116.7(12) . . ?
C6 C5 C4 119.85(16) . . ?
C6 C5 H5 122.2(11) . . ?
C4 C5 H5 117.8(11) . . ?
C12 C11 C10 119.12(18) . . ?
C12 C11 H11 122.9(11) . . ?
C10 C11 H11 117.9(11) . . ?
C21 C20 C19 119.71(18) . . ?
C21 C20 H20 119.3(12) . . ?
C19 C20 H20 120.8(12) . . ?
N3 C19 C20 123.64(18) . . ?
N3 C19 H19 114.1(10) . . ?
C20 C19 H19 122.2(10) . . ?
C15 C14 C13 119.97(17) . . ?
C15 C14 H14 122.2(11) . . ?
C13 C14 H14 117.8(11) . . ?
N2 C10 C11 124.12(19) . . ?
N2 C10 H10 114.8(11) . . ?
C11 C10 H10 121.1(11) . . ?
C24 C23 C22 120.55(17) . . ?
C24 C23 H23 121.1(11) . . ?
C22 C23 H23 118.3(11) . . ?
C14 C13 C12 123.81(17) . . ?
C14 C13 C18 119.81(16) . . ?
C12 C13 C18 116.38(17) . . ?
C23 C24 C25 120.92(18) . . ?
C23 C24 H24 121.8(11) . . ?
C25 C24 H24 117.3(11) . . ?
C20 C21 C22 119.33(17) . . ?
C20 C21 H21 122.4(11) . . ?
C22 C21 H21 118.2(11) . . ?
C21 C22 C23 123.78(16) . . ?
C21 C22 C27 116.98(16) . . ?
C23 C22 C27 119.20(16) . . ?
C11 C12 C13 119.99(18) . . ?
C11 C12 H12 123.7(12) . . ?
C13 C12 H12 116.3(12) . . ?
C14 C15 C16 120.84(18) . . ?
C14 C15 H15 120.3(11) . . ?
C16 C15 H15 118.8(11) . . ?
O4 P2 O6 95.19(6) . . ?
O4 P2 O5 97.32(6) . . ?
O6 P2 O5 88.60(6) . . ?
C35 O4 P2 124.67(10) . . ?
C28 N4 C36 117.36(14) . . ?
C53 O6 P2 129.32(10) . . ?
C44 O5 P2 121.97(10) . . ?
C46 N6 C54 117.01(15) . . ?
C52 C53 O6 117.52(14) . . ?
C52 C53 C54 120.44(15) . . ?
O6 C53 C54 122.01(14) . . ?
C32 C31 C30 123.57(15) . . ?
C32 C31 C36 119.48(15) . . ?
C30 C31 C36 116.94(15) . . ?
N4 C36 C31 122.68(14) . . ?
N4 C36 C35 118.34(14) . . ?
C31 C36 C35 118.98(14) . . ?
C37 N5 C45 117.17(15) . . ?
C30 C29 C28 118.33(16) . . ?
C30 C29 H29 121.9(11) . . ?
C28 C29 H29 119.8(11) . . ?
N6 C54 C53 117.93(14) . . ?
N6 C54 C49 123.49(15) . . ?
C53 C54 C49 118.57(15) . . ?
N4 C28 C29 124.49(16) . . ?
N4 C28 H28 115.4(10) . . ?
C29 C28 H28 120.2(10) . . ?
C53 C52 C51 120.41(16) . . ?
C53 C52 H52 116.8(11) . . ?
C51 C52 H52 122.8(11) . . ?
C50 C51 C52 120.78(17) . . ?
C50 C51 H51 118.9(11) . . ?
C52 C51 H51 120.3(11) . . ?
C51 C50 C49 120.25(16) . . ?
C51 C50 H50 122.1(11) . . ?
C49 C50 H50 117.7(11) . . ?
C34 C35 O4 124.49(15) . . ?
C34 C35 C36 120.03(15) . . ?
O4 C35 C36 115.44(13) . . ?
C32 C33 C34 121.42(16) . . ?
C32 C33 H33 118.4(12) . . ?
C34 C33 H33 120.1(12) . . ?
C43 C44 O5 118.40(15) . . ?
C43 C44 C45 121.02(15) . . ?
O5 C44 C45 120.47(14) . . ?
N5 C45 C44 118.38(14) . . ?
N5 C45 C40 123.33(15) . . ?
C44 C45 C40 118.29(15) . . ?
C35 C34 C33 120.15(17) . . ?
C35 C34 H34 120.3(12) . . ?
C33 C34 H34 119.5(12) . . ?
C29 C30 C31 120.19(16) . . ?
C29 C30 H30 123.2(10) . . ?
C31 C30 H30 116.6(10) . . ?
C47 C48 C49 119.55(17) . . ?
C47 C48 H48 122.5(10) . . ?
C49 C48 H48 118.0(10) . . ?
C33 C32 C31 119.92(16) . . ?
C33 C32 H32 120.4(11) . . ?
C31 C32 H32 119.7(11) . . ?
C50 C49 C48 123.89(16) . . ?
C50 C49 C54 119.55(15) . . ?
C48 C49 C54 116.55(16) . . ?
C41 C42 C43 120.72(17) . . ?
C41 C42 H42 121.3(11) . . ?
C43 C42 H42 117.9(11) . . ?
N5 C37 C38 123.72(18) . . ?
N5 C37 H37 115.6(11) . . ?
C38 C37 H37 120.6(11) . . ?
C44 C43 C42 120.07(17) . . ?
C44 C43 H43 120.4(10) . . ?
C42 C43 H43 119.5(10) . . ?
N6 C46 C47 123.76(18) . . ?
N6 C46 H46 113.3(11) . . ?
C47 C46 H46 123.0(11) . . ?
C42 C41 C40 120.55(17) . . ?
C42 C41 H41 122.4(11) . . ?
C40 C41 H41 117.0(11) . . ?
C48 C47 C46 119.63(17) . . ?
C48 C47 H47 122.0(12) . . ?
C46 C47 H47 118.3(12) . . ?
C39 C40 C41 123.99(17) . . ?
C39 C40 C45 116.66(17) . . ?
C41 C40 C45 119.35(16) . . ?
C38 C39 C40 119.79(18) . . ?
C38 C39 H39 120.4(12) . . ?
C40 C39 H39 119.8(12) . . ?
C39 C38 C37 119.33(18) . . ?
C39 C38 H38 121.3(12) . . ?
C37 C38 H38 119.3(12) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 P1 O1 C8 123.52(12) . . . . ?
O2 P1 O1 C8 -147.81(12) . . . . ?
O1 P1 O3 C26 -124.30(12) . . . . ?
O2 P1 O3 C26 141.11(12) . . . . ?
O1 P1 O2 C17 75.23(13) . . . . ?
O3 P1 O2 C17 172.37(13) . . . . ?
C1 N1 C9 C4 -0.6(2) . . . . ?
C1 N1 C9 C8 178.32(14) . . . . ?
N1 C9 C4 C3 0.7(2) . . . . ?
C8 C9 C4 C3 -178.24(14) . . . . ?
N1 C9 C4 C5 178.75(15) . . . . ?
C8 C9 C4 C5 -0.2(2) . . . . ?
P1 O2 C17 C16 -171.48(12) . . . . ?
P1 O2 C17 C18 9.7(2) . . . . ?
N2 C18 C17 C16 178.44(15) . . . . ?
C13 C18 C17 C16 -1.2(2) . . . . ?
N2 C18 C17 O2 -2.7(2) . . . . ?
C13 C18 C17 O2 177.60(14) . . . . ?
C19 N3 C27 C26 178.06(15) . . . . ?
C19 N3 C27 C22 -0.4(2) . . . . ?
C17 C18 N2 C10 179.09(16) . . . . ?
C13 C18 N2 C10 -1.3(2) . . . . ?
C1 C2 C3 C4 -1.1(3) . . . . ?
C5 C4 C3 C2 -177.72(17) . . . . ?
C9 C4 C3 C2 0.2(2) . . . . ?
C9 N1 C1 C2 -0.4(2) . . . . ?
C3 C2 C1 N1 1.3(3) . . . . ?
P1 O3 C26 C25 -138.12(14) . . . . ?
P1 O3 C26 C27 46.20(19) . . . . ?
N3 C27 C26 C25 -179.85(16) . . . . ?
C22 C27 C26 C25 -1.3(2) . . . . ?
N3 C27 C26 O3 -4.3(2) . . . . ?
C22 C27 C26 O3 174.24(14) . . . . ?
P1 O1 C8 C7 12.7(2) . . . . ?
P1 O1 C8 C9 -167.87(10) . . . . ?
N1 C9 C8 C7 -179.13(15) . . . . ?
C4 C9 C8 C7 -0.1(2) . . . . ?
N1 C9 C8 O1 1.4(2) . . . . ?
C4 C9 C8 O1 -179.59(13) . . . . ?
O1 C8 C7 C6 -179.76(16) . . . . ?
C9 C8 C7 C6 0.8(3) . . . . ?
O2 C17 C16 C15 -178.33(16) . . . . ?
C18 C17 C16 C15 0.5(3) . . . . ?
O3 C26 C25 C24 -175.10(16) . . . . ?
C27 C26 C25 C24 0.5(3) . . . . ?
C8 C7 C6 C5 -1.2(3) . . . . ?
C7 C6 C5 C4 0.9(3) . . . . ?
C3 C4 C5 C6 177.75(17) . . . . ?
C9 C4 C5 C6 -0.2(3) . . . . ?
C27 N3 C19 C20 -1.5(3) . . . . ?
C21 C20 C19 N3 1.5(3) . . . . ?
C18 N2 C10 C11 -0.3(3) . . . . ?
C12 C11 C10 N2 1.2(3) . . . . ?
C15 C14 C13 C12 179.10(18) . . . . ?
C15 C14 C13 C18 -0.8(3) . . . . ?
N2 C18 C13 C14 -178.30(16) . . . . ?
C17 C18 C13 C14 1.3(2) . . . . ?
N2 C18 C13 C12 1.8(2) . . . . ?
C17 C18 C13 C12 -178.57(15) . . . . ?
C22 C23 C24 C25 0.5(3) . . . . ?
C26 C25 C24 C23 -0.1(3) . . . . ?
C19 C20 C21 C22 0.5(3) . . . . ?
C20 C21 C22 C23 -179.99(17) . . . . ?
C20 C21 C22 C27 -2.2(2) . . . . ?
C24 C23 C22 C21 176.46(18) . . . . ?
C24 C23 C22 C27 -1.3(3) . . . . ?
N3 C27 C22 C21 2.2(2) . . . . ?
C26 C27 C22 C21 -176.21(15) . . . . ?
N3 C27 C22 C23 -179.89(16) . . . . ?
C26 C27 C22 C23 1.7(2) . . . . ?
C10 C11 C12 C13 -0.6(3) . . . . ?
C14 C13 C12 C11 179.29(18) . . . . ?
C18 C13 C12 C11 -0.8(3) . . . . ?
C13 C14 C15 C16 0.1(3) . . . . ?
C17 C16 C15 C14 0.0(3) . . . . ?
O6 P2 O4 C35 146.18(12) . . . . ?
O5 P2 O4 C35 -124.57(12) . . . . ?
O4 P2 O6 C53 -66.85(13) . . . . ?
O5 P2 O6 C53 -164.08(13) . . . . ?
O4 P2 O5 C44 121.10(12) . . . . ?
O6 P2 O5 C44 -143.85(12) . . . . ?
P2 O6 C53 C52 166.33(12) . . . . ?
P2 O6 C53 C54 -16.0(2) . . . . ?
C28 N4 C36 C31 0.4(2) . . . . ?
C28 N4 C36 C35 -179.37(14) . . . . ?
C32 C31 C36 N4 -179.57(15) . . . . ?
C30 C31 C36 N4 0.0(2) . . . . ?
C32 C31 C36 C35 0.2(2) . . . . ?
C30 C31 C36 C35 179.84(14) . . . . ?
C46 N6 C54 C53 -178.62(15) . . . . ?
C46 N6 C54 C49 0.4(2) . . . . ?
C52 C53 C54 N6 178.62(15) . . . . ?
O6 C53 C54 N6 1.0(2) . . . . ?
C52 C53 C54 C49 -0.5(2) . . . . ?
O6 C53 C54 C49 -178.08(13) . . . . ?
C36 N4 C28 C29 -0.4(2) . . . . ?
C30 C29 C28 N4 0.0(3) . . . . ?
O6 C53 C52 C51 177.95(15) . . . . ?
C54 C53 C52 C51 0.2(2) . . . . ?
C53 C52 C51 C50 0.4(3) . . . . ?
C52 C51 C50 C49 -0.8(3) . . . . ?
P2 O4 C35 C34 -15.8(2) . . . . ?
P2 O4 C35 C36 166.20(10) . . . . ?
N4 C36 C35 C34 179.39(14) . . . . ?
C31 C36 C35 C34 -0.4(2) . . . . ?
N4 C36 C35 O4 -2.5(2) . . . . ?
C31 C36 C35 O4 177.63(13) . . . . ?
P2 O5 C44 C43 140.72(13) . . . . ?
P2 O5 C44 C45 -42.99(19) . . . . ?
C37 N5 C45 C44 -179.82(15) . . . . ?
C37 N5 C45 C40 -0.2(2) . . . . ?
C43 C44 C45 N5 179.77(15) . . . . ?
O5 C44 C45 N5 3.6(2) . . . . ?
C43 C44 C45 C40 0.2(2) . . . . ?
O5 C44 C45 C40 -176.02(14) . . . . ?
O4 C35 C34 C33 -177.64(15) . . . . ?
C36 C35 C34 C33 0.2(2) . . . . ?
C32 C33 C34 C35 0.2(3) . . . . ?
C28 C29 C30 C31 0.5(2) . . . . ?
C32 C31 C30 C29 179.05(16) . . . . ?
C36 C31 C30 C29 -0.5(2) . . . . ?
C34 C33 C32 C31 -0.4(3) . . . . ?
C30 C31 C32 C33 -179.42(17) . . . . ?
C36 C31 C32 C33 0.1(3) . . . . ?
C51 C50 C49 C48 -178.68(16) . . . . ?
C51 C50 C49 C54 0.5(2) . . . . ?
C47 C48 C49 C50 178.19(17) . . . . ?
C47 C48 C49 C54 -1.0(2) . . . . ?
N6 C54 C49 C50 -178.94(15) . . . . ?
C53 C54 C49 C50 0.1(2) . . . . ?
N6 C54 C49 C48 0.3(2) . . . . ?
C53 C54 C49 C48 179.35(14) . . . . ?
C45 N5 C37 C38 -0.1(3) . . . . ?
O5 C44 C43 C42 175.65(15) . . . . ?
C45 C44 C43 C42 -0.6(3) . . . . ?
C41 C42 C43 C44 0.6(3) . . . . ?
C54 N6 C46 C47 -0.5(3) . . . . ?
C43 C42 C41 C40 -0.2(3) . . . . ?
C49 C48 C47 C46 1.0(3) . . . . ?
N6 C46 C47 C48 -0.2(3) . . . . ?
C42 C41 C40 C39 -179.71(17) . . . . ?
C42 C41 C40 C45 -0.3(2) . . . . ?
N5 C45 C40 C39 0.2(2) . . . . ?
C44 C45 C40 C39 179.76(15) . . . . ?
N5 C45 C40 C41 -179.31(15) . . . . ?
C44 C45 C40 C41 0.3(2) . . . . ?
C41 C40 C39 C38 179.73(18) . . . . ?
C45 C40 C39 C38 0.3(2) . . . . ?
C40 C39 C38 C37 -0.6(3) . . . . ?
N5 C37 C38 C39 0.6(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        28.38
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.564
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.060
_chemical_properties_physical    ', Air-sensitive'
