# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_Ru(tbp)2tpphz
_database_code_depnum_ccdc_archive 'CCDC 1015495'
_audit_update_record             
;
2015-02-27 deposited with the CCDC.
2015-03-26 downloaded from the CCDC.
;

_audit_creation_date             2015-02-27T14:50:15-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_chemical_name_common            Ru(tbp)tpphz
_chemical_formula_moiety         'C80 H84 N10 Ru, 2(F6 P),8(C2 H3 N)'
_chemical_formula_sum            'C96 H108 F12 N18 P2 Ru'
_chemical_formula_weight         1905.01

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_Int_Tables_number      15
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  '-C 2yc'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   51.8116(7)
_cell_length_b                   15.1574(2)
_cell_length_c                   25.2431(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.5900(10)
_cell_angle_gamma                90
_cell_volume                     19816.5(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    21449
_cell_measurement_theta_min      3.411
_cell_measurement_theta_max      71.411

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_size_max          0.2072
_exptl_crystal_size_mid          0.1366
_exptl_crystal_size_min          0.0946
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_F_000             7936
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-33 -1 -1 0.0473
-20 6 8 0.059
33 1 1 0.0473
-1 7 -11 0.0951
-1 -8 10 0.1035
13 6 11 0.0498
-5 10 3 0.0764
-14 3 -14 0.0806
19 8 -3 0.0696
21 -8 1 0.1003
-13 -1 15 0.0675
11 -7 -11 0.0627

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    2.222
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.63394
_exptl_absorpt_correction_T_max  1
_exptl_crystal_description       fragment
_exptl_crystal_colour            red

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      180(2)
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 10.3385
_diffrn_orient_matrix_ub_11      0.0178993
_diffrn_orient_matrix_ub_12      -0.0306698
_diffrn_orient_matrix_ub_13      -0.044115
_diffrn_orient_matrix_ub_21      -0.0048894
_diffrn_orient_matrix_ub_22      0.0872824
_diffrn_orient_matrix_ub_23      -0.0299125
_diffrn_orient_matrix_ub_31      0.0232678
_diffrn_orient_matrix_ub_32      0.0419485
_diffrn_orient_matrix_ub_33      0.0297869
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_av_unetI/netI     0.0421
_diffrn_reflns_number            56735
_diffrn_reflns_limit_h_min       -47
_diffrn_reflns_limit_h_max       62
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         7.452
_diffrn_reflns_theta_max         72.564
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.968
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.968
_reflns_number_total             19053
_reflns_number_gt                13808
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.1097P)²+30.6532P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         19053
_refine_ls_number_parameters     991
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0675
_refine_ls_R_factor_gt           0.0495
_refine_ls_wR_factor_ref         0.1472
_refine_ls_wR_factor_gt          0.1341
_refine_ls_goodness_of_fit_ref   0.78
_refine_ls_restrained_S_all      0.786
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.725
_refine_diff_density_min         -0.588
_refine_diff_density_rms         0.056

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru 0.0552 3.296 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.56789(6) 0.6114(2) 0.87426(13) 0.0570(8) Uani 1 d . .
H1 H 0.5655 0.6707 0.8659 0.068 Uiso 1 calc . .
C2 C 0.54689(6) 0.5613(3) 0.88931(14) 0.0651(9) Uani 1 d . .
H2 H 0.5308 0.588 0.8907 0.078 Uiso 1 calc . .
C3 C 0.54918(6) 0.4735(2) 0.90226(12) 0.0555(8) Uani 1 d . .
C4 C 0.57375(5) 0.4378(2) 0.89829(11) 0.0506(7) Uani 1 d . .
H4 H 0.5764 0.3785 0.9061 0.061 Uiso 1 calc . .
C5 C 0.59441(5) 0.4893(2) 0.88280(10) 0.0437(6) Uani 1 d . .
C6 C 0.62064(5) 0.4543(2) 0.87629(10) 0.0427(6) Uani 1 d . .
C7 C 0.62677(6) 0.3667(2) 0.88092(13) 0.0524(7) Uani 1 d . .
H7 H 0.6141 0.3269 0.8905 0.063 Uiso 1 calc . .
C8 C 0.65166(6) 0.3356(2) 0.87166(14) 0.0605(8) Uani 1 d . .
C9 C 0.66970(6) 0.3992(2) 0.85958(13) 0.0560(8) Uani 1 d . .
H9 H 0.6866 0.3825 0.8535 0.067 Uiso 1 calc . .
C10 C 0.66295(5) 0.4865(2) 0.85640(11) 0.0470(7) Uani 1 d . .
H10 H 0.6757 0.5276 0.8488 0.056 Uiso 1 calc . .
C11 C 0.62174(5) 0.6547(2) 0.97671(10) 0.0462(7) Uani 1 d . .
H11 H 0.6058 0.6269 0.9728 0.055 Uiso 1 calc . .
C12 C 0.63019(5) 0.6791(2) 1.02756(10) 0.0432(6) Uani 1 d . .
C13 C 0.65431(5) 0.7178(2) 1.03354(10) 0.0447(6) Uani 1 d . .
H13 H 0.6607 0.7331 1.0671 0.054 Uiso 1 calc . .
C14 C 0.66907(5) 0.73371(19) 0.98875(10) 0.0427(6) Uani 1 d . .
C15 C 0.69439(5) 0.77586(19) 0.99145(10) 0.0431(6) Uani 1 d . .
C16 C 0.70788(5) 0.79395(19) 0.94463(10) 0.0431(6) Uani 1 d . .
C17 C 0.69676(5) 0.7678(2) 0.89313(10) 0.0442(6) Uani 1 d . .
C18 C 0.70916(6) 0.7824(2) 0.84522(11) 0.0493(7) Uani 1 d . .
H18 H 0.7251 0.8104 0.845 0.059 Uiso 1 calc . .
C19 C 0.69728(6) 0.7544(2) 0.79810(11) 0.0495(7) Uani 1 d . .
C20 C 0.67314(6) 0.7150(2) 0.80077(10) 0.0463(6) Uani 1 d . .
H20 H 0.665 0.6982 0.7691 0.056 Uiso 1 calc . .
C21 C 0.67280(5) 0.72642(19) 0.89166(10) 0.0412(6) Uani 1 d . .
C22 C 0.65890(5) 0.70911(18) 0.93953(10) 0.0403(6) Uani 1 d . .
C23 C 0.58740(7) 0.8965(3) 0.86351(14) 0.0670(9) Uani 1 d . .
H23 H 0.5837 0.9364 0.8902 0.08 Uiso 1 calc . .
C24 C 0.60096(7) 0.8217(2) 0.87524(13) 0.0576(8) Uani 1 d . .
H24 H 0.6061 0.8123 0.9103 0.069 Uiso 1 calc . .
C25 C 0.59971(6) 0.7761(2) 0.78818(11) 0.0511(7) Uani 1 d . .
C26 C 0.60758(6) 0.7069(2) 0.75081(11) 0.0503(7) Uani 1 d . .
C27 C 0.62759(6) 0.5719(2) 0.74176(11) 0.0500(7) Uani 1 d . .
H27 H 0.635 0.5218 0.757 0.06 Uiso 1 calc . .
C28 C 0.62622(7) 0.5776(2) 0.68745(12) 0.0592(8) Uani 1 d . .
H28 H 0.6328 0.5323 0.667 0.071 Uiso 1 calc . .
C29 C 0.72744(5) 0.83596(19) 1.04077(11) 0.0444(6) Uani 1 d . .
C30 C 0.74064(5) 0.8563(2) 0.99383(10) 0.0439(6) Uani 1 d . .
C31 C 0.76532(5) 0.9021(2) 0.99715(10) 0.0440(6) Uani 1 d . .
C32 C 0.77608(5) 0.9263(2) 1.04674(11) 0.0467(6) Uani 1 d . .
C33 C 0.76243(5) 0.9041(2) 1.09556(11) 0.0460(6) Uani 1 d . .
C34 C 0.73906(6) 0.8584(2) 1.09236(11) 0.0465(6) Uani 1 d . .
C35 C 0.72720(6) 0.8340(2) 1.13951(11) 0.0555(8) Uani 1 d . .
H35 H 0.712 0.8013 1.1388 0.067 Uiso 1 calc . .
C36 C 0.73859(6) 0.8599(2) 1.18668(12) 0.0599(8) Uani 1 d . .
H36 H 0.7313 0.8446 1.2187 0.072 Uiso 1 calc . .
C37 C 0.77891(6) 0.9238(2) 0.95187(11) 0.0504(7) Uani 1 d . .
H37 H 0.7724 0.9088 0.9184 0.061 Uiso 1 calc . .
C38 C 0.81091(6) 0.9886(2) 1.00831(12) 0.0581(8) Uani 1 d . .
H38 H 0.8265 1.0189 1.0117 0.07 Uiso 1 calc . .
C39 C 0.61343(5) 0.6649(2) 1.07388(10) 0.0448(6) Uani 1 d . .
C40 C 0.58664(6) 0.6631(3) 1.06840(12) 0.0587(9) Uani 1 d . .
H40 H 0.5789 0.6682 1.0349 0.07 Uiso 1 calc . .
C41 C 0.57139(6) 0.6538(3) 1.11215(12) 0.0659(10) Uani 1 d . .
H41 H 0.5535 0.6534 1.1074 0.079 Uiso 1 calc . .
C42 C 0.58208(6) 0.6450(2) 1.16330(11) 0.0541(8) Uani 1 d . .
C43 C 0.60865(6) 0.6460(2) 1.16832(11) 0.0538(8) Uani 1 d . .
H43 H 0.6164 0.6409 1.2019 0.065 Uiso 1 calc . .
C44 C 0.62424(6) 0.6547(2) 1.12458(11) 0.0504(7) Uani 1 d . .
H44 H 0.6421 0.6536 1.1293 0.06 Uiso 1 calc . .
C45 C 0.70811(6) 0.7677(2) 0.74504(11) 0.0547(8) Uani 1 d . .
C46 C 0.70156(7) 0.7108(3) 0.70376(12) 0.0635(9) Uani 1 d . .
H46 H 0.6922 0.6597 0.7105 0.076 Uiso 1 calc . .
C47 C 0.70879(7) 0.7293(3) 0.65258(13) 0.0687(10) Uani 1 d . .
H47 H 0.7044 0.69 0.6255 0.082 Uiso 1 calc . .
C48 C 0.72255(7) 0.8056(3) 0.64054(12) 0.0694(10) Uani 1 d . .
C49 C 0.73152(8) 0.8538(3) 0.68271(13) 0.0725(11) Uani 1 d . .
H49 H 0.7428 0.9003 0.6767 0.087 Uiso 1 calc . .
C50 C 0.72446(7) 0.8360(3) 0.73423(13) 0.0674(10) Uani 1 d . .
H50 H 0.7309 0.871 0.7618 0.081 Uiso 1 calc . .
C51 C 0.80200(6) 0.9678(2) 0.95767(12) 0.0578(8) Uani 1 d . .
H51 H 0.8114 0.9832 0.9282 0.069 Uiso 1 calc . .
C52 C 0.76114(6) 0.9092(2) 1.18600(11) 0.0571(8) Uani 1 d . .
H52 H 0.7682 0.9284 1.2183 0.069 Uiso 1 calc . .
C53 C 0.57907(8) 0.9134(2) 0.81136(14) 0.0668(9) Uani 1 d . .
C54 C 0.58584(7) 0.8503(2) 0.77380(13) 0.0608(8) Uani 1 d . .
H54 H 0.5809 0.8586 0.7385 0.073 Uiso 1 calc . .
C55 C 0.60564(7) 0.7146(2) 0.69644(12) 0.0619(9) Uani 1 d . .
H55 H 0.5978 0.7644 0.6817 0.074 Uiso 1 calc . .
C56 C 0.61507(8) 0.6502(2) 0.66316(12) 0.0641(9) Uani 1 d . .
C57 C 0.61397(11) 0.6605(3) 0.60255(15) 0.0935(15) Uani 1 d . .
C58 C 0.56313(11) 0.9940(3) 0.79508(18) 0.0935(15) Uani 1 d . .
C59 C 0.52721(6) 0.4166(3) 0.92182(15) 0.0710(10) Uani 1 d . .
C60 C 0.56483(7) 0.6340(3) 1.21142(14) 0.0718(11) Uani 1 d . .
C61 C 0.65791(8) 0.2383(3) 0.8761(2) 0.0936(15) Uani 1 d . .
C62 C 0.72834(8) 0.8336(3) 0.58396(13) 0.0800(13) Uani 1 d . .
C63 C 0.55807(19) 0.5393(5) 1.2163(3) 0.223(5) Uani 1 d . .
H63A H 0.5463 0.5317 1.2447 0.335 Uiso 1 calc . .
H63B H 0.5735 0.5056 1.2236 0.335 Uiso 1 calc . .
H63C H 0.55 0.5191 1.1838 0.335 Uiso 1 calc . .
C64 C 0.54142(10) 0.6903(6) 1.20633(19) 0.159(3) Uani 1 d . .
H64A H 0.5314 0.6844 1.2376 0.239 Uiso 1 calc . .
H64B H 0.5312 0.6721 1.1759 0.239 Uiso 1 calc . .
H64C H 0.5465 0.7508 1.2022 0.239 Uiso 1 calc . .
C65 C 0.57892(10) 0.6605(6) 1.26201(17) 0.164(4) Uani 1 d . .
H65A H 0.5934 0.6221 1.2681 0.247 Uiso 1 calc . .
H65B H 0.5674 0.6561 1.2911 0.247 Uiso 1 calc . .
H65C H 0.5849 0.7203 1.259 0.247 Uiso 1 calc . .
C66 C 0.71849(10) 0.7656(4) 0.54310(14) 0.112(2) Uani 1 d . .
H66A H 0.7266 0.7097 0.5502 0.168 Uiso 1 calc . .
H66B H 0.7226 0.785 0.5081 0.168 Uiso 1 calc . .
H66C H 0.7001 0.7596 0.5455 0.168 Uiso 1 calc . .
C67 C 0.75700(8) 0.8486(3) 0.57719(15) 0.0876(14) Uani 1 d . .
H67A H 0.7631 0.8913 0.6026 0.131 Uiso 1 calc . .
H67B H 0.7599 0.8699 0.542 0.131 Uiso 1 calc . .
H67C H 0.7661 0.794 0.5826 0.131 Uiso 1 calc . .
C68 C 0.71394(10) 0.9204(4) 0.57316(19) 0.1117(19) Uani 1 d . .
H68A H 0.6957 0.91 0.5733 0.167 Uiso 1 calc . .
H68B H 0.7186 0.9431 0.5392 0.167 Uiso 1 calc . .
H68C H 0.7186 0.9625 0.6002 0.167 Uiso 1 calc . .
C69 C 0.57762(16) 1.0437(4) 0.7514(3) 0.163(3) Uani 1 d . .
H69A H 0.5693 1.0991 0.7443 0.244 Uiso 1 calc . .
H69B H 0.5775 1.0088 0.7197 0.244 Uiso 1 calc . .
H69C H 0.5951 1.054 0.7631 0.244 Uiso 1 calc . .
C70 C 0.53664(12) 0.9609(4) 0.7757(3) 0.146(3) Uani 1 d . .
H70A H 0.5269 1.009 0.7605 0.219 Uiso 1 calc . .
H70B H 0.5275 0.9369 0.8051 0.219 Uiso 1 calc . .
H70C H 0.5388 0.9159 0.7495 0.219 Uiso 1 calc . .
C71 C 0.55965(12) 1.0571(3) 0.8413(2) 0.120(2) Uani 1 d . .
H71A H 0.5508 1.1092 0.8289 0.18 Uiso 1 calc . .
H71B H 0.5763 1.0732 0.8561 0.18 Uiso 1 calc . .
H71C H 0.5497 1.0289 0.8679 0.18 Uiso 1 calc . .
C72 C 0.53399(8) 0.3862(3) 0.97873(16) 0.0888(13) Uani 1 d . .
H72A H 0.5363 0.4368 1.0012 0.133 Uiso 1 calc . .
H72B H 0.5497 0.3523 0.9788 0.133 Uiso 1 calc . .
H72C H 0.5202 0.3505 0.9917 0.133 Uiso 1 calc . .
C73 C 0.50163(7) 0.4676(3) 0.9216(2) 0.0975(16) Uani 1 d . .
H73A H 0.5036 0.5194 0.9431 0.146 Uiso 1 calc . .
H73B H 0.4883 0.4308 0.9355 0.146 Uiso 1 calc . .
H73C H 0.497 0.4845 0.8859 0.146 Uiso 1 calc . .
C74 C 0.52375(8) 0.3361(3) 0.88561(18) 0.0827(13) Uani 1 d . .
H74A H 0.5095 0.3012 0.8973 0.124 Uiso 1 calc . .
H74B H 0.5392 0.3012 0.887 0.124 Uiso 1 calc . .
H74C H 0.5203 0.3554 0.8499 0.124 Uiso 1 calc . .
C75 C 0.63644(12) 0.1832(4) 0.8514(4) 0.181(4) Uani 1 d . .
H75A H 0.6406 0.1217 0.8555 0.272 Uiso 1 calc . .
H75B H 0.6345 0.1971 0.8145 0.272 Uiso 1 calc . .
H75C H 0.6206 0.1956 0.8688 0.272 Uiso 1 calc . .
C76 C 0.66116(19) 0.2168(5) 0.9339(3) 0.193(4) Uani 1 d . .
H76A H 0.6662 0.1561 0.938 0.29 Uiso 1 calc . .
H76B H 0.6451 0.2264 0.9512 0.29 Uiso 1 calc . .
H76C H 0.6743 0.2541 0.9497 0.29 Uiso 1 calc . .
C77 C 0.68268(11) 0.2147(4) 0.8459(3) 0.137(3) Uani 1 d . .
H77A H 0.6972 0.2453 0.8616 0.206 Uiso 1 calc . .
H77B H 0.6805 0.232 0.8094 0.206 Uiso 1 calc . .
H77C H 0.6856 0.1523 0.8479 0.206 Uiso 1 calc . .
C78 C 0.58715(19) 0.6559(9) 0.5853(3) 0.263(6) Uani 1 d . .
H78A H 0.5766 0.6818 0.6118 0.394 Uiso 1 calc . .
H78B H 0.5823 0.5953 0.5801 0.394 Uiso 1 calc . .
H78C H 0.5848 0.6876 0.5526 0.394 Uiso 1 calc . .
C79 C 0.6309(2) 0.5989(6) 0.57552(19) 0.232(6) Uani 1 d . .
H79A H 0.6244 0.54 0.5792 0.349 Uiso 1 calc . .
H79B H 0.648 0.6025 0.591 0.349 Uiso 1 calc . .
H79C H 0.6314 0.6139 0.5386 0.349 Uiso 1 calc . .
C80 C 0.6222(3) 0.7509(5) 0.5870(2) 0.265(7) Uani 1 d . .
H80A H 0.64 0.7595 0.5971 0.397 Uiso 1 calc . .
H80B H 0.6118 0.7938 0.6045 0.397 Uiso 1 calc . .
H80C H 0.62 0.7577 0.5493 0.397 Uiso 1 calc . .
C83 C 0.57231(10) 0.1693(3) 0.96558(19) 0.0912(14) Uani 1 d . .
C84 C 0.55785(14) 0.1083(5) 0.9972(3) 0.144(3) Uani 1 d . .
H84A H 0.5397 0.1208 0.993 0.216 Uiso 1 calc . .
H84B H 0.563 0.1145 1.0338 0.216 Uiso 1 calc . .
H84C H 0.5612 0.049 0.9858 0.216 Uiso 1 calc . .
N1 N 0.66078(5) 0.69960(16) 0.84581(8) 0.0444(5) Uani 1 d . .
N2 N 0.63861(4) 0.51563(16) 0.86381(8) 0.0402(5) Uani 1 d . .
N3 N 0.59173(4) 0.57624(17) 0.87143(8) 0.0450(5) Uani 1 d . .
N4 N 0.61869(4) 0.63530(16) 0.77406(9) 0.0441(5) Uani 1 d . .
N5 N 0.63530(4) 0.66923(16) 0.93309(8) 0.0424(5) Uani 1 d . .
N6 N 0.60727(5) 0.76106(16) 0.83959(9) 0.0479(5) Uani 1 d . .
N7 N 0.70445(4) 0.79619(16) 1.03934(8) 0.0443(5) Uani 1 d . .
N8 N 0.73077(4) 0.83425(16) 0.94602(9) 0.0453(5) Uani 1 d . .
N9 N 0.77326(5) 0.93080(18) 1.14230(9) 0.0527(6) Uani 1 d . .
N10 N 0.79888(5) 0.96844(19) 1.05213(10) 0.0533(6) Uani 1 d . .
N11 N 0.58295(10) 0.2169(3) 0.94241(19) 0.1152(15) Uani 1 d . .
F1 F 0.68837(5) 0.34578(17) 0.65420(10) 0.0931(8) Uani 1 d . .
F2 F 0.66621(4) 0.39103(18) 0.72490(9) 0.0829(6) Uani 1 d . .
F3 F 0.72327(6) 0.4117(3) 0.68377(12) 0.1543(16) Uani 1 d . .
F4 F 0.70085(9) 0.4628(4) 0.75348(12) 0.211(3) Uani 1 d . .
F5 F 0.70286(6) 0.3198(3) 0.73655(15) 0.1627(18) Uani 1 d . .
F6 F 0.68594(9) 0.4864(2) 0.67101(13) 0.1561(16) Uani 1 d . .
F7 F 0.52379(10) 0.7058(3) 0.9687(2) 0.216(3) Uani 1 d . .
F8 F 0.56026(6) 0.7747(3) 0.96570(14) 0.1374(13) Uani 1 d . .
F9 F 0.53067(7) 0.8124(4) 0.90853(14) 0.1762(18) Uani 1 d . .
F10 F 0.53897(10) 0.9010(2) 0.9725(2) 0.201(2) Uani 1 d . .
F11 F 0.50251(6) 0.8299(3) 0.97408(18) 0.1761(18) Uani 1 d . .
F12 F 0.53267(8) 0.7941(3) 1.03195(13) 0.1589(16) Uani 1 d . .
P1 P 0.69470(2) 0.40402(8) 0.70468(4) 0.0719(3) Uani 1 d . .
P2 P 0.53134(2) 0.80526(9) 0.97082(5) 0.0821(3) Uani 1 d . .
Ru1 Ru 0.62526(2) 0.64249(2) 0.85464(2) 0.04189(8) Uani 1 d . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C1 N3 1.349(4) . ?
C1 C2 1.389(5) . ?
C2 C3 1.375(5) . ?
C3 C4 1.389(4) . ?
C3 C59 1.522(5) . ?
C4 C5 1.389(4) . ?
C5 N3 1.356(4) . ?
C5 C6 1.472(4) . ?
C6 N2 1.359(3) . ?
C6 C7 1.370(4) . ?
C7 C8 1.399(4) . ?
C8 C9 1.382(5) . ?
C8 C61 1.514(5) . ?
C9 C10 1.371(5) . ?
C10 N2 1.354(3) . ?
C11 N5 1.340(3) . ?
C11 C12 1.395(4) . ?
C12 C13 1.385(4) . ?
C12 C39 1.492(4) . ?
C13 C14 1.403(4) . ?
C14 C22 1.387(3) . ?
C14 C15 1.459(4) . ?
C15 N7 1.339(3) . ?
C15 C16 1.416(4) . ?
C16 N8 1.334(3) . ?
C16 C17 1.462(4) . ?
C17 C21 1.390(4) . ?
C17 C18 1.403(4) . ?
C18 C19 1.390(4) . ?
C19 C20 1.389(4) . ?
C19 C45 1.480(4) . ?
C20 N1 1.341(3) . ?
C21 N1 1.361(3) . ?
C21 C22 1.448(3) . ?
C22 N5 1.370(3) . ?
C23 C24 1.362(5) . ?
C23 C53 1.398(5) . ?
C24 N6 1.333(4) . ?
C25 N6 1.364(4) . ?
C25 C54 1.378(4) . ?
C25 C26 1.476(4) . ?
C26 N4 1.354(4) . ?
C26 C55 1.379(4) . ?
C27 N4 1.350(4) . ?
C27 C28 1.373(4) . ?
C28 C56 1.379(5) . ?
C29 N7 1.335(3) . ?
C29 C30 1.418(4) . ?
C29 C34 1.460(4) . ?
C30 N8 1.340(3) . ?
C30 C31 1.456(4) . ?
C31 C32 1.405(4) . ?
C31 C37 1.398(4) . ?
C32 N10 1.347(4) . ?
C32 C33 1.477(4) . ?
C33 N9 1.354(3) . ?
C33 C34 1.396(4) . ?
C34 C35 1.404(4) . ?
C35 C36 1.372(4) . ?
C36 C52 1.388(4) . ?
C37 C51 1.374(4) . ?
C38 N10 1.321(4) . ?
C38 C51 1.384(4) . ?
C39 C40 1.391(4) . ?
C39 C44 1.391(4) . ?
C40 C41 1.383(4) . ?
C41 C42 1.397(4) . ?
C42 C43 1.379(4) . ?
C42 C60 1.537(4) . ?
C43 C44 1.392(4) . ?
C45 C50 1.370(4) . ?
C45 C46 1.388(4) . ?
C46 C47 1.384(4) . ?
C47 C48 1.396(5) . ?
C48 C49 1.363(5) . ?
C48 C62 1.528(4) . ?
C49 C50 1.387(4) . ?
C52 N9 1.325(4) . ?
C53 C54 1.398(5) . ?
C53 C58 1.524(5) . ?
C55 C56 1.386(5) . ?
C56 C57 1.537(4) . ?
C57 C78 1.446(10) . ?
C57 C79 1.462(8) . ?
C57 C80 1.490(9) . ?
C58 C70 1.529(8) . ?
C58 C71 1.524(6) . ?
C58 C69 1.547(8) . ?
C59 C73 1.534(5) . ?
C59 C74 1.532(5) . ?
C59 C72 1.540(6) . ?
C60 C63 1.484(8) . ?
C60 C64 1.485(6) . ?
C60 C65 1.508(6) . ?
C61 C75 1.511(8) . ?
C61 C76 1.501(8) . ?
C61 C77 1.553(7) . ?
C62 C67 1.517(6) . ?
C62 C66 1.535(6) . ?
C62 C68 1.533(7) . ?
C83 N11 1.088(6) . ?
C83 C84 1.445(7) . ?
N1 Ru1 2.052(2) . ?
N2 Ru1 2.055(2) . ?
N3 Ru1 2.061(2) . ?
N4 Ru1 2.056(2) . ?
N5 Ru1 2.073(2) . ?
N6 Ru1 2.055(3) . ?
F1 P1 1.577(2) . ?
F2 P1 1.587(2) . ?
F3 P1 1.590(3) . ?
F4 P1 1.546(3) . ?
F5 P1 1.560(4) . ?
F6 P1 1.570(3) . ?
F7 P2 1.559(4) . ?
F8 P2 1.577(3) . ?
F9 P2 1.575(4) . ?
F10 P2 1.504(4) . ?
F11 P2 1.544(3) . ?
F12 P2 1.552(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
N3 C1 C2 121.6(3) . . ?
C3 C2 C1 122.1(3) . . ?
C2 C3 C4 115.7(3) . . ?
C2 C3 C59 124.4(3) . . ?
C4 C3 C59 119.8(3) . . ?
C3 C4 C5 121.1(3) . . ?
N3 C5 C4 122.0(3) . . ?
N3 C5 C6 114.6(2) . . ?
C4 C5 C6 123.4(3) . . ?
N2 C6 C7 121.6(3) . . ?
N2 C6 C5 114.9(3) . . ?
C7 C6 C5 123.5(3) . . ?
C6 C7 C8 121.7(3) . . ?
C9 C8 C7 115.7(3) . . ?
C9 C8 C61 123.4(3) . . ?
C7 C8 C61 120.8(3) . . ?
C10 C9 C8 120.9(3) . . ?
N2 C10 C9 122.9(3) . . ?
N5 C11 C12 123.6(3) . . ?
C13 C12 C11 118.2(2) . . ?
C13 C12 C39 121.3(2) . . ?
C11 C12 C39 120.5(2) . . ?
C12 C13 C14 119.7(2) . . ?
C22 C14 C13 118.3(2) . . ?
C22 C14 C15 118.6(2) . . ?
C13 C14 C15 123.2(2) . . ?
N7 C15 C16 121.3(2) . . ?
N7 C15 C14 118.0(2) . . ?
C16 C15 C14 120.6(2) . . ?
N8 C16 C15 121.7(2) . . ?
N8 C16 C17 118.4(2) . . ?
C15 C16 C17 119.9(2) . . ?
C21 C17 C18 118.6(2) . . ?
C21 C17 C16 118.4(2) . . ?
C18 C17 C16 123.0(3) . . ?
C19 C18 C17 119.1(3) . . ?
C20 C19 C18 117.9(3) . . ?
C20 C19 C45 117.8(3) . . ?
C18 C19 C45 124.2(3) . . ?
N1 C20 C19 124.6(3) . . ?
N1 C21 C17 123.0(2) . . ?
N1 C21 C22 115.4(2) . . ?
C17 C21 C22 121.6(2) . . ?
N5 C22 C14 122.7(2) . . ?
N5 C22 C21 116.4(2) . . ?
C14 C22 C21 120.9(2) . . ?
C24 C23 C53 120.1(3) . . ?
N6 C24 C23 124.2(3) . . ?
N6 C25 C54 121.4(3) . . ?
N6 C25 C26 114.3(3) . . ?
C54 C25 C26 124.3(3) . . ?
N4 C26 C55 121.2(3) . . ?
N4 C26 C25 114.5(2) . . ?
C55 C26 C25 124.2(3) . . ?
N4 C27 C28 123.3(3) . . ?
C56 C28 C27 120.2(3) . . ?
N7 C29 C30 121.7(2) . . ?
N7 C29 C34 118.4(2) . . ?
C30 C29 C34 119.9(3) . . ?
N8 C30 C29 121.2(3) . . ?
N8 C30 C31 118.9(2) . . ?
C29 C30 C31 119.9(2) . . ?
C32 C31 C37 118.1(3) . . ?
C32 C31 C30 120.1(2) . . ?
C37 C31 C30 121.8(2) . . ?
N10 C32 C31 122.6(3) . . ?
N10 C32 C33 117.6(2) . . ?
C31 C32 C33 119.8(2) . . ?
N9 C33 C34 122.5(3) . . ?
N9 C33 C32 117.5(2) . . ?
C34 C33 C32 120.0(2) . . ?
C33 C34 C35 118.8(3) . . ?
C33 C34 C29 120.2(3) . . ?
C35 C34 C29 121.1(3) . . ?
C36 C35 C34 118.2(3) . . ?
C35 C36 C52 119.1(3) . . ?
C51 C37 C31 118.9(3) . . ?
N10 C38 C51 124.6(3) . . ?
C40 C39 C44 117.7(3) . . ?
C40 C39 C12 121.7(2) . . ?
C44 C39 C12 120.6(2) . . ?
C41 C40 C39 120.9(3) . . ?
C40 C41 C42 121.8(3) . . ?
C43 C42 C41 116.9(3) . . ?
C43 C42 C60 122.0(3) . . ?
C41 C42 C60 121.1(3) . . ?
C42 C43 C44 121.9(3) . . ?
C43 C44 C39 120.8(3) . . ?
C50 C45 C46 117.4(3) . . ?
C50 C45 C19 122.4(3) . . ?
C46 C45 C19 120.2(3) . . ?
C47 C46 C45 120.5(3) . . ?
C46 C47 C48 121.7(3) . . ?
C49 C48 C47 116.1(3) . . ?
C49 C48 C62 120.6(3) . . ?
C47 C48 C62 123.3(3) . . ?
C48 C49 C50 122.4(3) . . ?
C45 C50 C49 120.9(3) . . ?
C37 C51 C38 118.4(3) . . ?
N9 C52 C36 124.2(3) . . ?
C54 C53 C23 115.9(3) . . ?
C54 C53 C58 120.6(3) . . ?
C23 C53 C58 123.5(3) . . ?
C25 C54 C53 121.2(3) . . ?
C26 C55 C56 121.7(3) . . ?
C28 C56 C55 116.3(3) . . ?
C28 C56 C57 121.8(3) . . ?
C55 C56 C57 121.8(3) . . ?
C78 C57 C79 114.3(7) . . ?
C78 C57 C80 104.1(7) . . ?
C79 C57 C80 106.5(7) . . ?
C78 C57 C56 107.6(5) . . ?
C79 C57 C56 113.1(4) . . ?
C80 C57 C56 110.7(4) . . ?
C70 C58 C71 109.1(5) . . ?
C70 C58 C53 107.4(4) . . ?
C71 C58 C53 111.8(4) . . ?
C70 C58 C69 112.4(5) . . ?
C71 C58 C69 108.0(5) . . ?
C53 C58 C69 108.2(4) . . ?
C3 C59 C73 111.5(4) . . ?
C3 C59 C74 109.5(3) . . ?
C73 C59 C74 108.2(3) . . ?
C3 C59 C72 108.6(3) . . ?
C73 C59 C72 109.2(3) . . ?
C74 C59 C72 109.8(4) . . ?
C63 C60 C64 111.7(6) . . ?
C63 C60 C65 107.3(6) . . ?
C64 C60 C65 107.2(5) . . ?
C63 C60 C42 108.3(4) . . ?
C64 C60 C42 111.2(3) . . ?
C65 C60 C42 111.2(3) . . ?
C75 C61 C76 110.0(6) . . ?
C75 C61 C8 110.8(4) . . ?
C76 C61 C8 107.5(5) . . ?
C75 C61 C77 106.2(5) . . ?
C76 C61 C77 110.9(5) . . ?
C8 C61 C77 111.5(4) . . ?
C67 C62 C66 109.4(4) . . ?
C67 C62 C48 111.4(3) . . ?
C66 C62 C48 111.8(3) . . ?
C67 C62 C68 108.9(4) . . ?
C66 C62 C68 107.8(4) . . ?
C48 C62 C68 107.3(4) . . ?
N11 C83 C84 178.3(7) . . ?
C20 N1 C21 116.8(2) . . ?
C20 N1 Ru1 128.08(19) . . ?
C21 N1 Ru1 115.09(17) . . ?
C10 N2 C6 117.2(3) . . ?
C10 N2 Ru1 127.0(2) . . ?
C6 N2 Ru1 115.79(18) . . ?
C1 N3 C5 117.5(3) . . ?
C1 N3 Ru1 126.6(2) . . ?
C5 N3 Ru1 115.82(17) . . ?
C27 N4 C26 117.2(2) . . ?
C27 N4 Ru1 125.85(19) . . ?
C26 N4 Ru1 116.29(18) . . ?
C11 N5 C22 117.5(2) . . ?
C11 N5 Ru1 128.99(18) . . ?
C22 N5 Ru1 113.52(17) . . ?
C24 N6 C25 117.2(3) . . ?
C24 N6 Ru1 126.6(2) . . ?
C25 N6 Ru1 116.0(2) . . ?
C29 N7 C15 116.9(2) . . ?
C16 N8 C30 117.0(2) . . ?
C52 N9 C33 117.2(3) . . ?
C38 N10 C32 117.3(3) . . ?
F4 P1 F5 90.8(3) . . ?
F4 P1 F6 91.3(3) . . ?
F5 P1 F6 177.8(3) . . ?
F4 P1 F1 178.8(3) . . ?
F5 P1 F1 90.4(2) . . ?
F6 P1 F1 87.54(18) . . ?
F4 P1 F2 89.34(17) . . ?
F5 P1 F2 88.51(16) . . ?
F6 P1 F2 90.9(2) . . ?
F1 P1 F2 90.92(13) . . ?
F4 P1 F3 92.8(2) . . ?
F5 P1 F3 89.4(2) . . ?
F6 P1 F3 91.1(2) . . ?
F1 P1 F3 86.99(16) . . ?
F2 P1 F3 177.1(2) . . ?
F10 P2 F12 94.2(3) . . ?
F10 P2 F11 91.1(3) . . ?
F12 P2 F11 89.4(2) . . ?
F10 P2 F7 179.2(3) . . ?
F12 P2 F7 86.1(3) . . ?
F11 P2 F7 89.6(3) . . ?
F10 P2 F9 87.7(3) . . ?
F12 P2 F9 177.3(3) . . ?
F11 P2 F9 92.4(2) . . ?
F7 P2 F9 92.0(3) . . ?
F10 P2 F8 92.1(3) . . ?
F12 P2 F8 91.92(19) . . ?
F11 P2 F8 176.5(3) . . ?
F7 P2 F8 87.2(2) . . ?
F9 P2 F8 86.2(2) . . ?
N1 Ru1 N4 92.24(9) . . ?
N1 Ru1 N6 90.84(10) . . ?
N4 Ru1 N6 78.56(9) . . ?
N1 Ru1 N2 96.13(9) . . ?
N4 Ru1 N2 96.18(9) . . ?
N6 Ru1 N2 171.46(9) . . ?
N1 Ru1 N3 172.68(9) . . ?
N4 Ru1 N3 93.46(9) . . ?
N6 Ru1 N3 94.80(10) . . ?
N2 Ru1 N3 78.69(9) . . ?
N1 Ru1 N5 79.59(8) . . ?
N4 Ru1 N5 170.24(9) . . ?
N6 Ru1 N5 96.09(9) . . ?
N2 Ru1 N5 90.04(9) . . ?
N3 Ru1 N5 95.13(9) . . ?

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 -0.500 0.250 2882 668 '28 (C2 H3 N)'
2 0.500 0.000 0.001 2882 668 '28 (C2 H3 N)'
_platon_squeeze_details          
;
;
####################################################################### 
# 
# 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_Rutpphz(tbp)2
_database_code_depnum_ccdc_archive 'CCDC 1015496'
_audit_update_record             
;
2015-02-27 deposited with the CCDC.
2015-03-26 downloaded from the CCDC.
;

_audit_creation_date             2015-02-27T16:01:40-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_chemical_name_common            Rutpphz(tbp)2
_chemical_formula_moiety         'C80 H84 N10 Ru, 2(F6 P),5.5(C H2 Cl2)'
_chemical_formula_sum            'C85.50 H95 Cl11 F12 N10 P2 Ru'
_chemical_formula_weight         2043.67

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_Int_Tables_number      15
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  '-C 2yc'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   45.6046(9)
_cell_length_b                   22.1737(4)
_cell_length_c                   21.5480(6)
_cell_angle_alpha                90
_cell_angle_beta                 116.956(3)
_cell_angle_gamma                90
_cell_volume                     19422.5(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    19278
_cell_measurement_theta_min      3.159
_cell_measurement_theta_max      28.687

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_size_max          0.122
_exptl_crystal_size_mid          0.1019
_exptl_crystal_size_min          0.0639
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_F_000             8376
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
29 5 -30 0.0496
-40 -2 30 0.0608
44 -16 4 0.0447
-38 20 -4 0.0446
34 26 -12 0.0541
15 28 7 0.041
-15 -28 -7 0.0229
50 -18 -20 0.0592
56 6 -26 0.0606
-34 -26 3 0.0297

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.567
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.75716
_exptl_absorpt_correction_T_max  1
_exptl_crystal_description       prism
_exptl_crystal_colour            red

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 10.3385
_diffrn_orient_matrix_ub_11      -0.0027639
_diffrn_orient_matrix_ub_12      -0.0079953
_diffrn_orient_matrix_ub_13      0.0285638
_diffrn_orient_matrix_ub_21      0.0069171
_diffrn_orient_matrix_ub_22      0.0278135
_diffrn_orient_matrix_ub_23      0.0168763
_diffrn_orient_matrix_ub_31      -0.0157827
_diffrn_orient_matrix_ub_32      0.0136106
_diffrn_orient_matrix_ub_33      -0.0176989
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.058
_diffrn_reflns_av_unetI/netI     0.0941
_diffrn_reflns_number            62965
_diffrn_reflns_limit_h_min       -56
_diffrn_reflns_limit_h_max       56
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.408
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_reflns_number_total             19815
_reflns_number_gt                14046
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0863P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         19815
_refine_ls_number_parameters     1037
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0793
_refine_ls_R_factor_gt           0.0531
_refine_ls_wR_factor_ref         0.151
_refine_ls_wR_factor_gt          0.1383
_refine_ls_goodness_of_fit_ref   0.985
_refine_ls_restrained_S_all      0.985
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.608
_refine_diff_density_min         -0.496
_refine_diff_density_rms         0.084

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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'
F F 0.0171 0.0103 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.34170(7) 0.63265(13) 0.81559(16) 0.0234(7) Uani 1 d . .
H1 H 0.3224 0.6538 0.8046 0.028 Uiso 1 calc . .
C2 C 0.36957(7) 0.66462(15) 0.82458(17) 0.0281(7) Uani 1 d . .
H2 H 0.3686 0.7063 0.8194 0.034 Uiso 1 calc . .
C3 C 0.39851(7) 0.63476(14) 0.84111(17) 0.0250(7) Uani 1 d . .
H3 H 0.4173 0.6559 0.8479 0.03 Uiso 1 calc . .
C4 C 0.39927(6) 0.57194(13) 0.84758(16) 0.0215(6) Uani 1 d . .
C5 C 0.37023(6) 0.54261(13) 0.83793(15) 0.0186(6) Uani 1 d . .
C6 C 0.36924(6) 0.47815(13) 0.84569(15) 0.0184(6) Uani 1 d . .
C7 C 0.39735(6) 0.44281(13) 0.86353(15) 0.0202(6) Uani 1 d . .
C8 C 0.39493(7) 0.38027(14) 0.87048(16) 0.0237(7) Uani 1 d . .
H8 H 0.4131 0.3555 0.8822 0.028 Uiso 1 calc . .
C9 C 0.36514(7) 0.35642(14) 0.85960(16) 0.0235(7) Uani 1 d . .
H9 H 0.3629 0.315 0.8626 0.028 Uiso 1 calc . .
C10 C 0.33854(7) 0.39419(13) 0.84420(16) 0.0220(6) Uani 1 d . .
H10 H 0.3188 0.3773 0.8383 0.026 Uiso 1 calc . .
C11 C 0.42798(6) 0.47305(14) 0.87649(16) 0.0213(6) Uani 1 d . .
C12 C 0.42912(6) 0.53605(14) 0.86881(15) 0.0204(6) Uani 1 d . .
C13 C 0.48333(7) 0.46725(14) 0.91272(16) 0.0232(7) Uani 1 d . .
C14 C 0.48450(6) 0.53030(14) 0.90415(16) 0.0218(6) Uani 1 d . .
C15 C 0.35255(6) 0.51643(13) 0.97982(16) 0.0219(6) Uani 1 d . .
H15 H 0.3633 0.4858 0.9689 0.026 Uiso 1 calc . .
C16 C 0.36542(7) 0.53543(14) 1.04756(17) 0.0249(7) Uani 1 d . .
H16 H 0.3844 0.5173 1.0811 0.03 Uiso 1 calc . .
C17 C 0.35063(7) 0.58118(14) 1.06673(16) 0.0237(7) Uani 1 d . .
C18 C 0.32185(7) 0.60610(14) 1.01289(16) 0.0239(7) Uani 1 d . .
H18 H 0.3109 0.6369 1.0231 0.029 Uiso 1 calc . .
C19 C 0.30975(6) 0.58560(13) 0.94555(15) 0.0186(6) Uani 1 d . .
C20 C 0.28086(6) 0.61145(13) 0.88556(15) 0.0194(6) Uani 1 d . .
C21 C 0.26211(6) 0.65874(14) 0.89032(16) 0.0214(6) Uani 1 d . .
H21 H 0.2665 0.6738 0.934 0.026 Uiso 1 calc . .
C22 C 0.23696(6) 0.68419(14) 0.83143(16) 0.0231(7) Uani 1 d . .
C23 C 0.23157(7) 0.65918(15) 0.76775(17) 0.0267(7) Uani 1 d . .
H23 H 0.2152 0.675 0.7267 0.032 Uiso 1 calc . .
C24 C 0.25009(7) 0.61155(14) 0.76505(16) 0.0242(7) Uani 1 d . .
H24 H 0.2455 0.5951 0.7219 0.029 Uiso 1 calc . .
C25 C 0.28197(7) 0.52515(14) 0.66762(16) 0.0229(7) Uani 1 d . .
H25 H 0.2999 0.5505 0.6787 0.027 Uiso 1 calc . .
C26 C 0.26077(8) 0.51599(14) 0.59884(17) 0.0278(7) Uani 1 d . .
H26 H 0.2644 0.5355 0.5647 0.033 Uiso 1 calc . .
C27 C 0.23376(8) 0.47778(14) 0.57940(17) 0.0275(7) Uani 1 d . .
C28 C 0.23021(7) 0.45003(14) 0.63373(17) 0.0259(7) Uani 1 d . .
H28 H 0.2128 0.4236 0.6234 0.031 Uiso 1 calc . .
C29 C 0.25197(6) 0.46103(13) 0.70239(16) 0.0203(6) Uani 1 d . .
C30 C 0.24915(6) 0.43521(13) 0.76301(16) 0.0201(6) Uani 1 d . .
C31 C 0.22621(7) 0.39199(14) 0.75832(16) 0.0237(7) Uani 1 d . .
H31 H 0.2112 0.3777 0.7148 0.028 Uiso 1 calc . .
C32 C 0.22537(7) 0.36964(14) 0.81815(17) 0.0252(7) Uani 1 d . .
C33 C 0.24903(7) 0.39178(14) 0.88094(17) 0.0259(7) Uani 1 d . .
H33 H 0.25 0.3776 0.9224 0.031 Uiso 1 calc . .
C34 C 0.27117(7) 0.43443(14) 0.88258(17) 0.0245(7) Uani 1 d . .
H34 H 0.2866 0.4487 0.9257 0.029 Uiso 1 calc . .
C35 C 0.51611(6) 0.55931(14) 0.92019(16) 0.0231(7) Uani 1 d . .
C36 C 0.51314(7) 0.43113(14) 0.93884(17) 0.0247(7) Uani 1 d . .
C37 C 0.54334(7) 0.45850(15) 0.95330(16) 0.0251(7) Uani 1 d . .
C38 C 0.54483(7) 0.52328(14) 0.94355(16) 0.0240(7) Uani 1 d . .
C39 C 0.51867(7) 0.62135(14) 0.91274(16) 0.0246(7) Uani 1 d . .
H39 H 0.5 0.6456 0.8973 0.03 Uiso 1 calc . .
C40 C 0.54896(7) 0.64680(14) 0.92843(17) 0.0262(7) Uani 1 d . .
C41 C 0.57584(7) 0.60668(15) 0.95008(18) 0.0297(8) Uani 1 d . .
H41 H 0.5962 0.6229 0.9592 0.036 Uiso 1 calc . .
C42 C 0.57004(7) 0.36803(15) 0.98900(18) 0.0317(8) Uani 1 d . .
H42 H 0.5894 0.3459 1.0045 0.038 Uiso 1 calc . .
C43 C 0.54133(7) 0.33659(15) 0.97971(18) 0.0296(7) Uani 1 d . .
C44 C 0.51248(7) 0.36980(15) 0.95244(18) 0.0280(7) Uani 1 d . .
H44 H 0.4926 0.3512 0.9432 0.034 Uiso 1 calc . .
C45 C 0.55408(7) 0.71181(15) 0.91994(18) 0.0288(7) Uani 1 d . .
C46 C 0.52990(7) 0.74628(15) 0.86770(19) 0.0328(8) Uani 1 d . .
H46 H 0.5094 0.7293 0.8402 0.039 Uiso 1 calc . .
C47 C 0.53584(8) 0.80539(16) 0.8560(2) 0.0362(8) Uani 1 d . .
H47 H 0.5192 0.8273 0.8209 0.043 Uiso 1 calc . .
C48 C 0.56641(8) 0.83298(16) 0.8957(2) 0.0356(8) Uani 1 d . .
C49 C 0.58969(8) 0.79882(16) 0.9484(2) 0.0381(9) Uani 1 d . .
H49 H 0.61 0.8161 0.9768 0.046 Uiso 1 calc . .
C50 C 0.58401(8) 0.73967(17) 0.96065(19) 0.0369(8) Uani 1 d . .
H50 H 0.6005 0.7183 0.9967 0.044 Uiso 1 calc . .
C51 C 0.54231(7) 0.27275(15) 1.0010(2) 0.0340(8) Uani 1 d . .
C52 C 0.52017(8) 0.25147(16) 1.02445(19) 0.0347(8) Uani 1 d . .
H52 H 0.5041 0.2773 1.0244 0.042 Uiso 1 calc . .
C53 C 0.52174(8) 0.19295(16) 1.0476(2) 0.0398(9) Uani 1 d . .
H53 H 0.5064 0.1801 1.0621 0.048 Uiso 1 calc . .
C54 C 0.54566(8) 0.15238(16) 1.0500(2) 0.0420(9) Uani 1 d . .
C55 C 0.56724(9) 0.17408(18) 1.0257(3) 0.0600(13) Uani 1 d . .
H55 H 0.5833 0.1482 1.0255 0.072 Uiso 1 calc . .
C56 C 0.56581(9) 0.23196(17) 1.0019(3) 0.0549(12) Uani 1 d . .
H56 H 0.5808 0.2442 0.9862 0.066 Uiso 1 calc . .
C57 C 0.54888(10) 0.08845(17) 1.0789(3) 0.0554(12) Uani 1 d . .
C58 C 0.57471(9) 0.89698(17) 0.8812(2) 0.0476(10) Uani 1 d . .
C59 C 0.20936(9) 0.46518(17) 0.50341(19) 0.0401(9) Uani 1 d . .
C60 C 0.20017(8) 0.32152(16) 0.81319(19) 0.0367(8) Uani 1 d . .
C61 C 0.36404(7) 0.60447(15) 1.14105(17) 0.0282(7) Uani 1 d . .
C62 C 0.21688(7) 0.73905(14) 0.83321(17) 0.0266(7) Uani 1 d . .
C63 C 0.18003(8) 0.72493(18) 0.7924(2) 0.0423(9) Uani 1 d . .
H63A H 0.1747 0.7161 0.7448 0.063 Uiso 1 calc . .
H63B H 0.1675 0.7592 0.794 0.063 Uiso 1 calc . .
H63C H 0.1748 0.6907 0.8128 0.063 Uiso 1 calc . .
C64 C 0.22464(8) 0.75697(16) 0.90737(18) 0.0350(8) Uani 1 d . .
H64A H 0.2201 0.7236 0.9301 0.052 Uiso 1 calc . .
H64B H 0.2112 0.7908 0.9062 0.052 Uiso 1 calc . .
H64C H 0.2474 0.7678 0.9325 0.052 Uiso 1 calc . .
C65 C 0.22575(9) 0.79160(15) 0.7988(2) 0.0395(9) Uani 1 d . .
H65A H 0.249 0.7988 0.823 0.059 Uiso 1 calc . .
H65B H 0.2142 0.8272 0.8007 0.059 Uiso 1 calc . .
H65C H 0.2196 0.7818 0.7511 0.059 Uiso 1 calc . .
C66 C 0.33839(8) 0.59322(17) 1.16726(18) 0.0352(8) Uani 1 d . .
H66A H 0.3181 0.6128 1.1369 0.053 Uiso 1 calc . .
H66B H 0.3463 0.6092 1.2135 0.053 Uiso 1 calc . .
H66C H 0.3347 0.5507 1.1679 0.053 Uiso 1 calc . .
C67 C 0.37095(9) 0.67235(17) 1.14203(19) 0.0395(9) Uani 1 d . .
H67A H 0.3874 0.679 1.1266 0.059 Uiso 1 calc . .
H67B H 0.3787 0.6875 1.1885 0.059 Uiso 1 calc . .
H67C H 0.3511 0.693 1.1116 0.059 Uiso 1 calc . .
C68 C 0.39618(8) 0.5726(2) 1.19021(19) 0.0457(10) Uani 1 d . .
H68A H 0.392 0.5303 1.192 0.069 Uiso 1 calc . .
H68B H 0.4044 0.5896 1.236 0.069 Uiso 1 calc . .
H68C H 0.4122 0.5779 1.1733 0.069 Uiso 1 calc . .
C69 C 0.16556(9) 0.3425(2) 0.7625(2) 0.0527(11) Uani 1 d . .
H69A H 0.1643 0.3484 0.7172 0.079 Uiso 1 calc . .
H69B H 0.1608 0.3798 0.7787 0.079 Uiso 1 calc . .
H69C H 0.1498 0.3125 0.7598 0.079 Uiso 1 calc . .
C70 C 0.20166(11) 0.3093(2) 0.8849(2) 0.0582(12) Uani 1 d . .
H70A H 0.1859 0.2788 0.8804 0.087 Uiso 1 calc . .
H70B H 0.1967 0.3458 0.9023 0.087 Uiso 1 calc . .
H70C H 0.2233 0.2958 0.9166 0.087 Uiso 1 calc . .
C71 C 0.20845(10) 0.26304(17) 0.7875(2) 0.0495(10) Uani 1 d . .
H71A H 0.2064 0.2689 0.7416 0.074 Uiso 1 calc . .
H71B H 0.1936 0.2319 0.7864 0.074 Uiso 1 calc . .
H71C H 0.2306 0.2514 0.8185 0.074 Uiso 1 calc . .
C72 C 0.21454(11) 0.40044(19) 0.4860(2) 0.0522(11) Uani 1 d . .
H72A H 0.2366 0.3959 0.4921 0.078 Uiso 1 calc . .
H72B H 0.1993 0.3917 0.4386 0.078 Uiso 1 calc . .
H72C H 0.211 0.3731 0.5164 0.078 Uiso 1 calc . .
C73 C 0.17430(10) 0.4715(2) 0.4934(2) 0.0601(12) Uani 1 d . .
H73A H 0.1704 0.4423 0.5219 0.09 Uiso 1 calc . .
H73B H 0.1592 0.4647 0.4454 0.09 Uiso 1 calc . .
H73C H 0.1711 0.5113 0.5067 0.09 Uiso 1 calc . .
C74 C 0.21538(14) 0.5071(2) 0.4536(2) 0.0800(17) Uani 1 d . .
H74A H 0.1986 0.5007 0.4068 0.12 Uiso 1 calc . .
H74B H 0.2365 0.4985 0.4561 0.12 Uiso 1 calc . .
H74C H 0.2148 0.5483 0.4667 0.12 Uiso 1 calc . .
C75 C 0.54667(12) 0.9256(2) 0.8172(3) 0.0804(17) Uani 1 d . .
H75A H 0.5274 0.9281 0.8242 0.121 Uiso 1 calc . .
H75B H 0.542 0.9012 0.7769 0.121 Uiso 1 calc . .
H75C H 0.553 0.9653 0.8102 0.121 Uiso 1 calc . .
C76 C 0.60526(11) 0.8940(2) 0.8678(3) 0.0674(14) Uani 1 d . .
H76A H 0.6005 0.8688 0.8282 0.101 Uiso 1 calc . .
H76B H 0.6235 0.8776 0.9079 0.101 Uiso 1 calc . .
H76C H 0.6107 0.9339 0.8589 0.101 Uiso 1 calc . .
C77 C 0.58242(14) 0.9365(2) 0.9436(3) 0.0741(15) Uani 1 d . .
H77A H 0.6012 0.9206 0.9832 0.111 Uiso 1 calc . .
H77B H 0.5638 0.9374 0.9532 0.111 Uiso 1 calc . .
H77C H 0.5872 0.9766 0.9341 0.111 Uiso 1 calc . .
C78 C 0.54551(18) 0.0442(2) 1.0225(4) 0.102(2) Uani 1 d . .
H78A H 0.5467 0.0037 1.0393 0.152 Uiso 1 calc . .
H78B H 0.563 0.0506 1.0101 0.152 Uiso 1 calc . .
H78C H 0.5247 0.0502 0.9823 0.152 Uiso 1 calc . .
C79 C 0.58222(14) 0.0816(3) 1.1443(4) 0.123(3) Uani 1 d . .
H79A H 0.5843 0.1123 1.1774 0.184 Uiso 1 calc . .
H79B H 0.5998 0.0855 1.1316 0.184 Uiso 1 calc . .
H79C H 0.5834 0.0426 1.1647 0.184 Uiso 1 calc . .
C80 C 0.52260(14) 0.0740(2) 1.1020(3) 0.0807(16) Uani 1 d . .
H80A H 0.5262 0.0342 1.1217 0.121 Uiso 1 calc . .
H80B H 0.5013 0.0759 1.0626 0.121 Uiso 1 calc . .
H80C H 0.5238 0.1029 1.1363 0.121 Uiso 1 calc . .
C81 C 0.58035(10) 0.2956(2) 0.2853(2) 0.0614(13) Uani 1 d . .
H81A H 0.6013 0.3129 0.2935 0.074 Uiso 1 calc . .
H81B H 0.583 0.2766 0.3281 0.074 Uiso 1 calc . .
C84 C 0.19464(12) 0.7212(2) 0.5417(3) 0.0660(13) Uani 1 d . .
H84A H 0.1784 0.7144 0.4938 0.079 Uiso 1 calc A 1
H84B H 0.2075 0.7564 0.5424 0.079 Uiso 1 calc A 1
N1 N 0.27178(5) 0.45655(11) 0.82569(13) 0.0186(5) Uani 1 d . .
N2 N 0.32497(5) 0.54003(11) 0.92809(13) 0.0188(5) Uani 1 d . .
N3 N 0.27491(5) 0.58744(11) 0.82290(13) 0.0201(5) Uani 1 d . .
N4 N 0.34151(5) 0.57251(11) 0.82206(13) 0.0196(5) Uani 1 d . .
N5 N 0.27819(5) 0.49938(11) 0.72009(13) 0.0197(5) Uani 1 d . .
N6 N 0.34009(5) 0.45428(11) 0.83737(12) 0.0182(5) Uani 1 d . .
N7 N 0.45493(5) 0.43863(11) 0.89780(14) 0.0233(6) Uani 1 d . .
N8 N 0.45730(5) 0.56457(11) 0.88234(13) 0.0225(6) Uani 1 d . .
N9 N 0.57441(5) 0.54798(12) 0.95839(14) 0.0281(6) Uani 1 d . .
N10 N 0.57173(6) 0.42639(12) 0.97758(15) 0.0292(6) Uani 1 d . .
F1 F 0.33037(7) 0.36553(13) 0.14943(14) 0.0710(8) Uani 1 d . .
F2 F 0.29737(5) 0.33971(13) 0.03783(14) 0.0694(8) Uani 1 d . .
F3 F 0.34870(5) 0.30293(10) 0.09307(13) 0.0550(6) Uani 1 d . .
F4 F 0.31632(5) 0.43437(11) 0.06210(13) 0.0571(6) Uani 1 d . .
F5 F 0.33565(6) 0.37235(13) 0.00718(13) 0.0675(7) Uani 1 d . .
F6 F 0.36846(5) 0.39754(11) 0.11744(15) 0.0632(7) Uani 1 d . .
F7 F 0.18550(6) 0.23054(11) 0.61662(14) 0.0628(7) Uani 1 d . .
F8 F 0.18344(5) 0.26102(11) 0.51436(12) 0.0491(6) Uani 1 d . .
F9 F 0.13949(7) 0.31869(15) 0.49589(14) 0.0832(9) Uani 1 d . .
F10 F 0.14183(5) 0.28816(11) 0.59737(12) 0.0519(6) Uani 1 d . .
F11 F 0.18659(6) 0.32908(11) 0.59538(13) 0.0629(7) Uani 1 d . .
F12 F 0.13861(6) 0.21998(13) 0.51659(16) 0.0784(9) Uani 1 d . .
P2 P 0.33283(2) 0.36892(4) 0.07858(5) 0.0370(2) Uani 1 d . .
P3 P 0.16241(2) 0.27479(4) 0.55532(5) 0.0334(2) Uani 1 d . .
Cl3 Cl 0.55065(3) 0.35311(7) 0.26205(6) 0.0734(4) Uani 1 d . .
Cl4 Cl 0.56863(3) 0.24109(6) 0.21920(7) 0.0730(4) Uani 1 d . .
Cl7A Cl 0.17458(19) 0.7353(5) 0.5925(4) 0.104(2) Uani 0.641(19) d B 1
Cl8A Cl 0.22034(9) 0.6592(3) 0.5712(2) 0.0709(14) Uani 0.641(19) d B 1
Cl7B Cl 0.1834(4) 0.7507(4) 0.6005(6) 0.072(3) Uani 0.359(19) d B 2
Cl8B Cl 0.2055(8) 0.6447(6) 0.5583(8) 0.146(6) Uani 0.359(19) d B 2
Ru1 Ru 0.30508(2) 0.51801(2) 0.82441(2) 0.01766(8) Uani 1 d . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C1 N4 1.341(4) . ?
C1 C2 1.390(4) . ?
C2 C3 1.371(4) . ?
C3 C4 1.399(4) . ?
C4 C5 1.404(4) . ?
C4 C12 1.460(4) . ?
C5 N4 1.366(3) . ?
C5 C6 1.442(4) . ?
C6 N6 1.365(3) . ?
C6 C7 1.400(4) . ?
C7 C8 1.405(4) . ?
C7 C11 1.458(4) . ?
C8 C9 1.375(4) . ?
C9 C10 1.385(4) . ?
C10 N6 1.346(4) . ?
C11 N7 1.339(4) . ?
C11 C12 1.410(4) . ?
C12 N8 1.340(4) . ?
C13 N7 1.344(4) . ?
C13 C14 1.414(4) . ?
C13 C36 1.453(4) . ?
C14 N8 1.345(4) . ?
C14 C35 1.469(4) . ?
C15 N2 1.352(4) . ?
C15 C16 1.370(4) . ?
C16 C17 1.381(4) . ?
C17 C18 1.412(4) . ?
C17 C61 1.522(4) . ?
C18 C19 1.375(4) . ?
C19 N2 1.372(4) . ?
C19 C20 1.480(4) . ?
C20 N3 1.360(4) . ?
C20 C21 1.386(4) . ?
C21 C22 1.387(4) . ?
C22 C23 1.395(4) . ?
C22 C62 1.533(4) . ?
C23 C24 1.370(4) . ?
C24 N3 1.357(4) . ?
C25 N5 1.346(4) . ?
C25 C26 1.369(5) . ?
C26 C27 1.394(4) . ?
C27 C28 1.395(4) . ?
C27 C59 1.532(5) . ?
C28 C29 1.379(4) . ?
C29 N5 1.373(4) . ?
C29 C30 1.484(4) . ?
C30 N1 1.360(4) . ?
C30 C31 1.388(4) . ?
C31 C32 1.398(4) . ?
C32 C33 1.383(4) . ?
C32 C60 1.536(4) . ?
C33 C34 1.372(4) . ?
C34 N1 1.332(4) . ?
C35 C39 1.396(4) . ?
C35 C38 1.417(4) . ?
C36 C44 1.394(5) . ?
C36 C37 1.405(4) . ?
C37 N10 1.358(4) . ?
C37 C38 1.458(5) . ?
C38 N9 1.353(4) . ?
C39 C40 1.385(4) . ?
C40 C41 1.412(4) . ?
C40 C45 1.485(5) . ?
C41 N9 1.320(4) . ?
C42 N10 1.326(4) . ?
C42 C43 1.415(4) . ?
C43 C44 1.385(4) . ?
C43 C51 1.483(5) . ?
C45 C50 1.389(4) . ?
C45 C46 1.394(5) . ?
C46 C47 1.385(5) . ?
C47 C48 1.403(5) . ?
C48 C49 1.377(5) . ?
C48 C58 1.537(5) . ?
C49 C50 1.386(5) . ?
C51 C56 1.395(5) . ?
C51 C52 1.400(5) . ?
C52 C53 1.381(5) . ?
C53 C54 1.397(5) . ?
C54 C55 1.394(6) . ?
C54 C57 1.528(5) . ?
C55 C56 1.372(6) . ?
C57 C78 1.515(7) . ?
C57 C80 1.526(6) . ?
C57 C79 1.543(7) . ?
C58 C77 1.505(6) . ?
C58 C75 1.530(6) . ?
C58 C76 1.548(6) . ?
C59 C73 1.520(6) . ?
C59 C72 1.529(5) . ?
C59 C74 1.536(6) . ?
C60 C71 1.523(5) . ?
C60 C69 1.529(5) . ?
C60 C70 1.539(5) . ?
C61 C66 1.533(4) . ?
C61 C67 1.536(5) . ?
C61 C68 1.537(4) . ?
C62 C64 1.525(5) . ?
C62 C65 1.531(5) . ?
C62 C63 1.535(4) . ?
C81 Cl4 1.756(5) . ?
C81 Cl3 1.760(5) . ?
C84 Cl7B 1.701(12) . ?
C84 Cl8A 1.730(6) . ?
C84 Cl7A 1.744(9) . ?
C84 Cl8B 1.759(11) . ?
N1 Ru1 2.050(2) . ?
N2 Ru1 2.053(2) . ?
N3 Ru1 2.055(2) . ?
N4 Ru1 2.074(2) . ?
N5 Ru1 2.056(3) . ?
N6 Ru1 2.054(2) . ?
F1 P2 1.583(3) . ?
F2 P2 1.587(2) . ?
F3 P2 1.599(2) . ?
F4 P2 1.599(2) . ?
F5 P2 1.603(3) . ?
F6 P2 1.584(2) . ?
F7 P3 1.599(3) . ?
F8 P3 1.600(2) . ?
F9 P3 1.570(3) . ?
F10 P3 1.600(2) . ?
F11 P3 1.596(2) . ?
F12 P3 1.591(2) . ?

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
N4 C1 C2 122.8(3) . . ?
C3 C2 C1 120.1(3) . . ?
C2 C3 C4 119.0(3) . . ?
C3 C4 C5 117.9(2) . . ?
C3 C4 C12 123.5(2) . . ?
C5 C4 C12 118.5(3) . . ?
N4 C5 C4 123.1(3) . . ?
N4 C5 C6 115.7(2) . . ?
C4 C5 C6 121.3(2) . . ?
N6 C6 C7 122.4(3) . . ?
N6 C6 C5 116.7(2) . . ?
C7 C6 C5 120.9(2) . . ?
C6 C7 C8 118.4(2) . . ?
C6 C7 C11 118.3(3) . . ?
C8 C7 C11 123.3(2) . . ?
C9 C8 C7 118.7(3) . . ?
C8 C9 C10 119.9(3) . . ?
N6 C10 C9 122.8(2) . . ?
N7 C11 C12 121.9(2) . . ?
N7 C11 C7 117.0(3) . . ?
C12 C11 C7 121.1(2) . . ?
N8 C12 C11 121.6(2) . . ?
N8 C12 C4 118.5(3) . . ?
C11 C12 C4 119.9(2) . . ?
N7 C13 C14 121.7(2) . . ?
N7 C13 C36 117.6(3) . . ?
C14 C13 C36 120.7(2) . . ?
N8 C14 C13 121.4(2) . . ?
N8 C14 C35 119.1(3) . . ?
C13 C14 C35 119.5(2) . . ?
N2 C15 C16 123.3(3) . . ?
C15 C16 C17 120.9(3) . . ?
C16 C17 C18 116.1(3) . . ?
C16 C17 C61 123.1(3) . . ?
C18 C17 C61 120.8(3) . . ?
C19 C18 C17 121.1(3) . . ?
N2 C19 C18 121.5(3) . . ?
N2 C19 C20 114.0(3) . . ?
C18 C19 C20 124.5(3) . . ?
N3 C20 C21 121.2(3) . . ?
N3 C20 C19 114.4(2) . . ?
C21 C20 C19 124.3(3) . . ?
C20 C21 C22 121.5(3) . . ?
C21 C22 C23 116.2(3) . . ?
C21 C22 C62 123.7(3) . . ?
C23 C22 C62 119.9(3) . . ?
C24 C23 C22 120.8(3) . . ?
N3 C24 C23 122.6(3) . . ?
N5 C25 C26 123.4(3) . . ?
C25 C26 C27 120.7(3) . . ?
C26 C27 C28 116.0(3) . . ?
C26 C27 C59 123.2(3) . . ?
C28 C27 C59 120.8(3) . . ?
C29 C28 C27 121.4(3) . . ?
N5 C29 C28 121.3(3) . . ?
N5 C29 C30 114.0(3) . . ?
C28 C29 C30 124.7(3) . . ?
N1 C30 C31 121.3(3) . . ?
N1 C30 C29 114.2(2) . . ?
C31 C30 C29 124.4(3) . . ?
C30 C31 C32 120.8(3) . . ?
C33 C32 C31 116.2(3) . . ?
C33 C32 C60 122.8(3) . . ?
C31 C32 C60 121.0(3) . . ?
C34 C33 C32 120.6(3) . . ?
N1 C34 C33 123.5(3) . . ?
C39 C35 C38 119.0(3) . . ?
C39 C35 C14 121.9(3) . . ?
C38 C35 C14 119.1(3) . . ?
C44 C36 C37 119.1(3) . . ?
C44 C36 C13 120.9(3) . . ?
C37 C36 C13 119.9(3) . . ?
N10 C37 C36 121.8(3) . . ?
N10 C37 C38 118.3(3) . . ?
C36 C37 C38 119.9(3) . . ?
N9 C38 C35 121.2(3) . . ?
N9 C38 C37 118.1(2) . . ?
C35 C38 C37 120.7(2) . . ?
C40 C39 C35 120.0(3) . . ?
C39 C40 C41 116.4(3) . . ?
C39 C40 C45 124.1(3) . . ?
C41 C40 C45 119.4(3) . . ?
N9 C41 C40 125.3(3) . . ?
N10 C42 C43 125.6(3) . . ?
C44 C43 C42 116.0(3) . . ?
C44 C43 C51 121.9(3) . . ?
C42 C43 C51 122.0(3) . . ?
C43 C44 C36 120.1(3) . . ?
C50 C45 C46 117.2(3) . . ?
C50 C45 C40 121.2(3) . . ?
C46 C45 C40 121.4(3) . . ?
C47 C46 C45 121.2(3) . . ?
C46 C47 C48 121.6(3) . . ?
C49 C48 C47 116.4(3) . . ?
C49 C48 C58 120.4(3) . . ?
C47 C48 C58 123.1(3) . . ?
C48 C49 C50 122.5(3) . . ?
C49 C50 C45 121.0(3) . . ?
C56 C51 C52 116.8(3) . . ?
C56 C51 C43 122.6(3) . . ?
C52 C51 C43 120.5(3) . . ?
C53 C52 C51 121.3(3) . . ?
C52 C53 C54 122.0(3) . . ?
C55 C54 C53 115.9(3) . . ?
C55 C54 C57 121.3(3) . . ?
C53 C54 C57 122.8(3) . . ?
C56 C55 C54 122.7(3) . . ?
C55 C56 C51 121.2(4) . . ?
C78 C57 C80 108.5(4) . . ?
C78 C57 C54 108.5(4) . . ?
C80 C57 C54 112.5(3) . . ?
C78 C57 C79 111.7(5) . . ?
C80 C57 C79 106.0(5) . . ?
C54 C57 C79 109.7(4) . . ?
C77 C58 C75 109.0(4) . . ?
C77 C58 C48 109.6(4) . . ?
C75 C58 C48 112.6(3) . . ?
C77 C58 C76 109.0(4) . . ?
C75 C58 C76 107.7(4) . . ?
C48 C58 C76 108.9(3) . . ?
C73 C59 C72 108.7(3) . . ?
C73 C59 C27 110.0(3) . . ?
C72 C59 C27 108.4(3) . . ?
C73 C59 C74 110.8(4) . . ?
C72 C59 C74 107.5(4) . . ?
C27 C59 C74 111.3(3) . . ?
C71 C60 C69 110.2(3) . . ?
C71 C60 C32 108.4(3) . . ?
C69 C60 C32 109.6(3) . . ?
C71 C60 C70 108.0(3) . . ?
C69 C60 C70 109.4(3) . . ?
C32 C60 C70 111.2(3) . . ?
C17 C61 C66 108.8(3) . . ?
C17 C61 C67 109.2(3) . . ?
C66 C61 C67 109.9(3) . . ?
C17 C61 C68 111.8(3) . . ?
C66 C61 C68 108.7(3) . . ?
C67 C61 C68 108.4(3) . . ?
C64 C62 C65 108.8(3) . . ?
C64 C62 C22 112.1(3) . . ?
C65 C62 C22 107.4(2) . . ?
C64 C62 C63 109.1(3) . . ?
C65 C62 C63 109.8(3) . . ?
C22 C62 C63 109.6(3) . . ?
Cl4 C81 Cl3 110.8(2) . . ?
Cl8A C84 Cl7A 111.8(4) . . ?
Cl7B C84 Cl8B 111.7(6) . . ?
C34 N1 C30 117.6(2) . . ?
C34 N1 Ru1 125.6(2) . . ?
C30 N1 Ru1 116.82(19) . . ?
C15 N2 C19 117.2(3) . . ?
C15 N2 Ru1 126.3(2) . . ?
C19 N2 Ru1 116.42(18) . . ?
C24 N3 C20 117.8(2) . . ?
C24 N3 Ru1 125.7(2) . . ?
C20 N3 Ru1 116.55(18) . . ?
C1 N4 C5 117.3(2) . . ?
C1 N4 Ru1 128.67(18) . . ?
C5 N4 Ru1 113.51(18) . . ?
C25 N5 C29 117.2(3) . . ?
C25 N5 Ru1 126.4(2) . . ?
C29 N5 Ru1 116.16(19) . . ?
C10 N6 C6 117.8(2) . . ?
C10 N6 Ru1 128.30(18) . . ?
C6 N6 Ru1 113.68(18) . . ?
C11 N7 C13 116.6(3) . . ?
C12 N8 C14 116.8(3) . . ?
C41 N9 C38 118.2(2) . . ?
C42 N10 C37 117.3(3) . . ?
F1 P2 F6 90.76(16) . . ?
F1 P2 F2 90.82(15) . . ?
F6 P2 F2 178.33(17) . . ?
F1 P2 F4 91.44(14) . . ?
F6 P2 F4 91.17(13) . . ?
F2 P2 F4 89.34(14) . . ?
F1 P2 F3 89.53(14) . . ?
F6 P2 F3 89.92(12) . . ?
F2 P2 F3 89.54(13) . . ?
F4 P2 F3 178.53(17) . . ?
F1 P2 F5 179.53(16) . . ?
F6 P2 F5 88.81(15) . . ?
F2 P2 F5 89.61(15) . . ?
F4 P2 F5 88.75(14) . . ?
F3 P2 F5 90.28(14) . . ?
F9 P3 F12 90.12(18) . . ?
F9 P3 F11 90.85(17) . . ?
F12 P3 F11 178.99(19) . . ?
F9 P3 F7 179.06(16) . . ?
F12 P3 F7 90.10(17) . . ?
F11 P3 F7 88.92(15) . . ?
F9 P3 F8 90.71(14) . . ?
F12 P3 F8 90.11(12) . . ?
F11 P3 F8 90.15(12) . . ?
F7 P3 F8 90.21(12) . . ?
F9 P3 F10 90.14(14) . . ?
F12 P3 F10 90.15(12) . . ?
F11 P3 F10 89.57(13) . . ?
F7 P3 F10 88.94(13) . . ?
F8 P3 F10 179.11(14) . . ?
N1 Ru1 N2 96.20(9) . . ?
N1 Ru1 N6 94.34(9) . . ?
N2 Ru1 N6 94.76(9) . . ?
N1 Ru1 N3 90.21(9) . . ?
N2 Ru1 N3 78.55(9) . . ?
N6 Ru1 N3 172.30(9) . . ?
N1 Ru1 N5 78.62(9) . . ?
N2 Ru1 N5 171.00(8) . . ?
N6 Ru1 N5 92.98(9) . . ?
N3 Ru1 N5 94.01(9) . . ?
N1 Ru1 N4 173.96(9) . . ?
N2 Ru1 N4 85.67(9) . . ?
N6 Ru1 N4 79.76(9) . . ?
N3 Ru1 N4 95.80(9) . . ?
N5 Ru1 N4 100.24(9) . . ?

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.342 0.250 1097 188 '7(C H2 Cl2)'
2 0.500 0.842 0.250 1097 188 '7(C H2 Cl2)'
3 0.000 0.659 0.750 1089 188 '7(C H2 Cl2)'
4 0.500 0.159 0.750 1089 188 '7(C H2 Cl2)'
_platon_squeeze_details          
;
;
####################################################################### 
# 
# 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_phen(tbp)2
_database_code_depnum_ccdc_archive 'CCDC 1034409'
_audit_update_record             
;
2015-02-27 deposited with the CCDC.
2015-03-26 downloaded from the CCDC.
;

_audit_creation_date             2014-04-11T14:12:09-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_chemical_formula_moiety         'C32 H32 N2'
_chemical_formula_sum            'C32 H32 N2'
_chemical_formula_weight         444.59

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_Int_Tables_number      14
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  '-P 2yn'
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                   16.2831(12)
_cell_length_b                   9.4620(5)
_cell_length_c                   17.5232(11)
_cell_angle_alpha                90
_cell_angle_beta                 115.158(8)
_cell_angle_gamma                90
_cell_volume                     2443.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    2164
_cell_measurement_theta_min      2.9983
_cell_measurement_theta_max      74.1217

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_size_max          0.2384
_exptl_crystal_size_mid          0.0985
_exptl_crystal_size_min          0.0427
_exptl_crystal_density_diffrn    1.208
_exptl_crystal_F_000             952
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
9 0 -9 0.0214
-9 0 9 0.0214
5 -2 6 0.0325
5 1 7 0.0446
-5 0 -7 0.0564
-4 -3 -6 0.0639
-2 6 0 0.1101
10 -3 -5 0.0445

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.531
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.89918
_exptl_absorpt_correction_T_max  1
_exptl_crystal_description       fragment
_exptl_crystal_colour            colourless

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      180(2)
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 10.3385
_diffrn_orient_matrix_ub_11      0.069195
_diffrn_orient_matrix_ub_12      -0.0194045
_diffrn_orient_matrix_ub_13      -0.0377304
_diffrn_orient_matrix_ub_21      0.0264859
_diffrn_orient_matrix_ub_22      -0.1451591
_diffrn_orient_matrix_ub_23      0.0432855
_diffrn_orient_matrix_ub_31      -0.0737969
_diffrn_orient_matrix_ub_32      -0.070959
_diffrn_orient_matrix_ub_33      -0.0783398
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_av_unetI/netI     0.0523
_diffrn_reflns_number            10148
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         7.604
_diffrn_reflns_theta_max         74.114
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.965
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.965
_reflns_number_total             4800
_reflns_number_gt                3180
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.1244P)²+0.3933P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4800
_refine_ls_number_parameters     335
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.098
_refine_ls_R_factor_gt           0.067
_refine_ls_wR_factor_ref         0.2194
_refine_ls_wR_factor_gt          0.187
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.486
_refine_diff_density_min         -0.231
_refine_diff_density_rms         0.055

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
C76A C -0.2194(4) 0.1951(7) -0.5236(3) 0.0561(15) Uani 0.521(6) d A 1
H1A1 H -0.2575 0.231 -0.4986 0.084 Uiso 0.521(6) calc A 1
H1A2 H -0.2099 0.0957 -0.5123 0.084 Uiso 0.521(6) calc A 1
H1A3 H -0.2482 0.2104 -0.5834 0.084 Uiso 0.521(6) calc A 1
C77A C -0.1512(5) 0.4347(6) -0.5114(3) 0.0644(19) Uani 0.521(6) d A 1
H2A1 H -0.1904 0.469 -0.4872 0.097 Uiso 0.521(6) calc A 1
H2A2 H -0.1817 0.4416 -0.5717 0.097 Uiso 0.521(6) calc A 1
H2A3 H -0.0968 0.4905 -0.4912 0.097 Uiso 0.521(6) calc A 1
C75A C -0.0660(5) 0.2214(10) -0.5213(4) 0.073(2) Uani 0.521(6) d A 1
H3A1 H -0.095 0.233 -0.5814 0.109 Uiso 0.521(6) calc A 1
H3A2 H -0.0535 0.1231 -0.5079 0.109 Uiso 0.521(6) calc A 1
H3A3 H -0.0103 0.2738 -0.4985 0.109 Uiso 0.521(6) calc A 1
C76B C -0.1039(6) 0.1295(8) -0.5213(4) 0.070(2) Uani 0.479(6) d A 2
H1B1 H -0.04 0.1102 -0.4934 0.105 Uiso 0.479(6) calc A 2
H1B2 H -0.1217 0.1393 -0.5808 0.105 Uiso 0.479(6) calc A 2
H1B3 H -0.137 0.0529 -0.5116 0.105 Uiso 0.479(6) calc A 2
C77B C -0.2219(5) 0.3020(12) -0.5274(4) 0.073(3) Uani 0.479(6) d A 2
H2B1 H -0.2399 0.3077 -0.587 0.11 Uiso 0.479(6) calc A 2
H2B2 H -0.235 0.39 -0.5076 0.11 Uiso 0.479(6) calc A 2
H2B3 H -0.2548 0.2273 -0.5157 0.11 Uiso 0.479(6) calc A 2
C75B C -0.0678(5) 0.3868(7) -0.5023(4) 0.066(2) Uani 0.479(6) d A 2
H3B1 H -0.0048 0.3626 -0.4729 0.098 Uiso 0.479(6) calc A 2
H3B2 H -0.0784 0.4771 -0.4831 0.098 Uiso 0.479(6) calc A 2
H3B3 H -0.0842 0.3912 -0.5618 0.098 Uiso 0.479(6) calc A 2
C2 C 0.12344(16) 0.2866(2) 0.27082(15) 0.0418(6) Uani 1 d . .
H1 H 0.1125 0.3602 0.3004 0.05 Uiso 1 calc . .
C3 C 0.17041(15) 0.1665(3) 0.31790(14) 0.0390(5) Uani 1 d . .
C4 C 0.18325(15) 0.0572(2) 0.27181(14) 0.0387(5) Uani 1 d . .
H3 H 0.2127 -0.0246 0.2993 0.046 Uiso 1 calc . .
C20 C 0.15276(15) 0.0677(2) 0.18470(14) 0.0368(5) Uani 1 d . .
C19 C 0.10843(15) 0.1942(2) 0.14446(14) 0.0359(5) Uani 1 d . .
C30 C 0.07800(14) 0.2085(2) 0.05475(14) 0.0344(5) Uani 1 d . .
C29 C 0.09207(15) 0.0950(2) 0.00871(14) 0.0360(5) Uani 1 d . .
C15 C 0.06076(15) 0.1090(2) -0.07792(14) 0.0373(5) Uani 1 d . .
H8 H 0.0689 0.0353 -0.1092 0.045 Uiso 1 calc . .
C16 C 0.01727(15) 0.2323(2) -0.11859(14) 0.0373(5) Uani 1 d . .
C17 C 0.00817(15) 0.3397(2) -0.06618(14) 0.0373(5) Uani 1 d . .
H10 H -0.02 0.4232 -0.0921 0.045 Uiso 1 calc . .
C21 C 0.16482(15) -0.0442(2) 0.13555(14) 0.0390(5) Uani 1 d . .
H11 H 0.193 -0.1273 0.1622 0.047 Uiso 1 calc . .
C28 C 0.13630(15) -0.0320(2) 0.05170(14) 0.0387(5) Uani 1 d . .
H12 H 0.1452 -0.1062 0.0213 0.046 Uiso 1 calc . .
C46 C -0.01855(16) 0.2461(2) -0.21068(14) 0.0373(5) Uani 1 d . .
C47 C 0.02581(17) 0.1838(3) -0.25472(15) 0.0456(6) Uani 1 d . .
H14 H 0.08 0.136 -0.2248 0.055 Uiso 1 calc . .
C48 C -0.00820(17) 0.1910(3) -0.34135(15) 0.0463(6) Uani 1 d . .
H15 H 0.0234 0.1476 -0.3684 0.056 Uiso 1 calc . .
C49 C -0.08901(16) 0.2621(3) -0.38945(14) 0.0404(5) Uani 1 d . .
C50 C -0.13293(16) 0.3253(3) -0.34485(15) 0.0433(6) Uani 1 d . .
H17 H -0.1871 0.3733 -0.3747 0.052 Uiso 1 calc . .
C51 C -0.09875(16) 0.3189(2) -0.25810(15) 0.0411(5) Uani 1 d . .
H18 H -0.1296 0.3639 -0.2308 0.049 Uiso 1 calc . .
C40 C 0.20644(16) 0.1653(2) 0.41053(14) 0.0389(5) Uani 1 d . .
C45 C 0.29324(16) 0.1137(3) 0.46028(15) 0.0445(6) Uani 1 d . .
H20 H 0.3276 0.075 0.4345 0.053 Uiso 1 calc . .
C41 C 0.15795(19) 0.2189(4) 0.45241(16) 0.0599(8) Uani 1 d . .
H21 H 0.0998 0.254 0.4212 0.072 Uiso 1 calc . .
C42 C 0.19353(19) 0.2216(3) 0.53931(16) 0.0593(8) Uani 1 d . .
H22 H 0.1585 0.2579 0.565 0.071 Uiso 1 calc . .
C43 C 0.28010(16) 0.1718(2) 0.58948(14) 0.0401(5) Uani 1 d . .
C44 C 0.32873(17) 0.1191(3) 0.54697(16) 0.0491(6) Uani 1 d . .
H24 H 0.3874 0.0863 0.5782 0.059 Uiso 1 calc . .
C70 C 0.32019(17) 0.1777(3) 0.68559(15) 0.0447(6) Uani 1 d . .
C73 C 0.3855(2) 0.0531(3) 0.72563(17) 0.0663(8) Uani 1 d . .
H26A H 0.4094 0.0592 0.7859 0.099 Uiso 1 calc . .
H26B H 0.4344 0.057 0.7089 0.099 Uiso 1 calc . .
H26C H 0.3533 -0.0344 0.707 0.099 Uiso 1 calc . .
C72 C 0.2462(2) 0.1749(4) 0.71716(18) 0.0708(9) Uani 1 d . .
H27A H 0.2735 0.1786 0.7776 0.106 Uiso 1 calc . .
H27B H 0.2116 0.0895 0.6987 0.106 Uiso 1 calc . .
H27C H 0.207 0.255 0.6951 0.106 Uiso 1 calc . .
C71 C 0.3753(2) 0.3152(3) 0.71414(18) 0.0623(8) Uani 1 d . .
H28A H 0.4011 0.3215 0.7745 0.093 Uiso 1 calc . .
H28B H 0.3361 0.3947 0.69 0.093 Uiso 1 calc . .
H28C H 0.423 0.3151 0.6957 0.093 Uiso 1 calc . .
C74 C -0.12582(18) 0.2736(3) -0.48495(15) 0.0459(6) Uani 1 d . .
N1 N 0.09423(13) 0.3022(2) 0.18891(12) 0.0413(5) Uani 1 d . .
N18 N 0.03629(12) 0.3307(2) 0.01583(12) 0.0378(4) Uani 1 d . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C76A C74 1.567(6) . ?
C77A C74 1.596(6) . ?
C75A C74 1.458(6) . ?
C76B C74 1.608(7) . ?
C77B C74 1.444(7) . ?
C75B C74 1.541(7) . ?
C2 N1 1.314(3) . ?
C2 C3 1.421(3) . ?
C3 C4 1.382(3) . ?
C3 C40 1.473(3) . ?
C4 C20 1.394(3) . ?
C20 C19 1.421(3) . ?
C20 C21 1.430(3) . ?
C19 N1 1.363(3) . ?
C19 C30 1.440(3) . ?
C30 N18 1.367(3) . ?
C30 C29 1.419(3) . ?
C29 C15 1.387(3) . ?
C29 C28 1.438(3) . ?
C15 C16 1.393(3) . ?
C16 C17 1.419(3) . ?
C16 C46 1.470(3) . ?
C17 N18 1.313(3) . ?
C21 C28 1.344(3) . ?
C46 C47 1.392(3) . ?
C46 C51 1.396(3) . ?
C47 C48 1.379(3) . ?
C48 C49 1.397(3) . ?
C49 C50 1.398(3) . ?
C49 C74 1.523(3) . ?
C50 C51 1.380(3) . ?
C40 C41 1.383(3) . ?
C40 C45 1.396(3) . ?
C45 C44 1.378(3) . ?
C41 C42 1.380(3) . ?
C42 C43 1.389(3) . ?
C43 C44 1.390(3) . ?
C43 C70 1.527(3) . ?
C70 C72 1.525(4) . ?
C70 C71 1.538(4) . ?
C70 C73 1.542(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_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C2 C3 125.4(2) . . ?
C4 C3 C2 115.9(2) . . ?
C4 C3 C40 123.4(2) . . ?
C2 C3 C40 120.7(2) . . ?
C3 C4 C20 121.0(2) . . ?
C4 C20 C19 118.2(2) . . ?
C4 C20 C21 122.1(2) . . ?
C19 C20 C21 119.7(2) . . ?
N1 C19 C20 121.5(2) . . ?
N1 C19 C30 119.4(2) . . ?
C20 C19 C30 119.18(19) . . ?
N18 C30 C29 121.5(2) . . ?
N18 C30 C19 119.45(19) . . ?
C29 C30 C19 119.0(2) . . ?
C15 C29 C30 118.5(2) . . ?
C15 C29 C28 121.5(2) . . ?
C30 C29 C28 120.0(2) . . ?
C29 C15 C16 120.7(2) . . ?
C15 C16 C17 116.0(2) . . ?
C15 C16 C46 120.9(2) . . ?
C17 C16 C46 123.0(2) . . ?
N18 C17 C16 125.4(2) . . ?
C28 C21 C20 121.5(2) . . ?
C21 C28 C29 120.5(2) . . ?
C47 C46 C51 117.0(2) . . ?
C47 C46 C16 120.9(2) . . ?
C51 C46 C16 122.1(2) . . ?
C48 C47 C46 122.0(2) . . ?
C47 C48 C49 121.5(2) . . ?
C48 C49 C50 116.3(2) . . ?
C48 C49 C74 121.8(2) . . ?
C50 C49 C74 121.9(2) . . ?
C51 C50 C49 122.3(2) . . ?
C50 C51 C46 121.0(2) . . ?
C41 C40 C45 116.9(2) . . ?
C41 C40 C3 122.2(2) . . ?
C45 C40 C3 120.9(2) . . ?
C44 C45 C40 121.0(2) . . ?
C42 C41 C40 121.7(2) . . ?
C41 C42 C43 122.0(2) . . ?
C42 C43 C44 116.0(2) . . ?
C42 C43 C70 121.9(2) . . ?
C44 C43 C70 122.0(2) . . ?
C45 C44 C43 122.5(2) . . ?
C72 C70 C43 111.5(2) . . ?
C72 C70 C71 109.7(2) . . ?
C43 C70 C71 107.8(2) . . ?
C72 C70 C73 108.7(2) . . ?
C43 C70 C73 111.3(2) . . ?
C71 C70 C73 107.7(2) . . ?
C77B C74 C49 114.4(3) . . ?
C75A C74 C49 115.6(3) . . ?
C77B C74 C75B 112.9(5) . . ?
C49 C74 C75B 106.2(3) . . ?
C75A C74 C76A 111.0(4) . . ?
C49 C74 C76A 107.3(3) . . ?
C75A C74 C77A 109.6(4) . . ?
C49 C74 C77A 108.7(3) . . ?
C76A C74 C77A 104.1(4) . . ?
C77B C74 C76B 109.2(5) . . ?
C49 C74 C76B 109.0(3) . . ?
C75B C74 C76B 104.7(5) . . ?
C2 N1 C19 118.0(2) . . ?
C17 N18 C30 117.97(19) . . ?
####################################################################### 
# 
# 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_phen(tbp)2O2X
_database_code_depnum_ccdc_archive 'CCDC 1034410'
_audit_update_record             
;
2015-02-27 deposited with the CCDC.
2015-03-26 downloaded from the CCDC.
;

_audit_creation_date             2014-04-11T13:54:19-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_chemical_formula_moiety         'C35 H36 N2 O2, C H Cl3'
_chemical_formula_sum            'C36 H37 Cl3 N2 O2'
_chemical_formula_weight         636.02

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.9557(7)
_cell_length_b                   11.8569(7)
_cell_length_c                   14.1102(9)
_cell_angle_alpha                104.299(5)
_cell_angle_beta                 109.647(6)
_cell_angle_gamma                95.094(5)
_cell_volume                     1642.82(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7746
_cell_measurement_theta_min      3.9175
_cell_measurement_theta_max      73.962

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_size_max          0.3391
_exptl_crystal_size_mid          0.1704
_exptl_crystal_size_min          0.151
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_F_000             668
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-6 5 2 0.0586
7 -3 0 0.0814
1 -7 -2 0.0919
0 -1 8 0.0758
0 1 -9 0.0928
7 -3 -2 0.0695
1 7 -2 0.1528
-4 6 -4 0.1071
-5 5 -3 0.0835
-6 -2 0 0.1565
-5 -5 6 0.1578
3 6 -7 0.1508
5 -1 -8 0.1016
6 -1 1 0.088

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    2.792
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.84523
_exptl_absorpt_correction_T_max  1
_exptl_crystal_description       fragment
_exptl_crystal_colour            yellow

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 10.3385
_diffrn_orient_matrix_ub_11      -0.0037084
_diffrn_orient_matrix_ub_12      0.1023074
_diffrn_orient_matrix_ub_13      -0.0496491
_diffrn_orient_matrix_ub_21      0.0547342
_diffrn_orient_matrix_ub_22      -0.0699648
_diffrn_orient_matrix_ub_23      -0.0790626
_diffrn_orient_matrix_ub_31      -0.1417852
_diffrn_orient_matrix_ub_32      -0.0572474
_diffrn_orient_matrix_ub_33      -0.077498
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0188
_diffrn_reflns_av_unetI/netI     0.022
_diffrn_reflns_number            11349
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         7.593
_diffrn_reflns_theta_max         73.963
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.963
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.963
_reflns_number_total             6421
_reflns_number_gt                5968
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0711P)²+1.4630P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6421
_refine_ls_number_parameters     420
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0588
_refine_ls_R_factor_gt           0.0561
_refine_ls_wR_factor_ref         0.1474
_refine_ls_wR_factor_gt          0.145
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.322
_refine_diff_density_min         -0.537
_refine_diff_density_rms         0.057

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1B Cl 0.1328(3) 0.7098(3) 0.8882(3) 0.0783(8) Uani 0.740(8) d A 1
Cl2B Cl 0.35438(14) 0.89520(16) 0.93943(12) 0.0496(5) Uani 0.740(8) d A 1
Cl3B Cl 0.1215(3) 0.9577(4) 0.96665(17) 0.0867(8) Uani 0.740(8) d A 1
Cl1A Cl 0.1471(7) 0.6938(6) 0.8706(5) 0.0581(15) Uani 0.260(8) d A 2
Cl3A Cl 0.0508(19) 0.8985(9) 0.9277(10) 0.125(4) Uani 0.260(8) d A 2
Cl2A Cl 0.3189(16) 0.9111(12) 0.9574(10) 0.179(5) Uani 0.260(8) d A 2
C100 C 0.1776(3) 0.8524(2) 0.88679(19) 0.0440(5) Uani 1 d . .
H1 H 0.147(2) 0.859(2) 0.821(2) 0.030(6) Uiso 1 d . .
O2 O 0.16423(15) 0.93565(12) 0.36290(11) 0.0356(4) Uani 1 d . .
N1 N 0.00198(15) 0.76815(14) 0.63940(12) 0.0244(3) Uani 1 d . .
N2 N 0.16621(16) 0.98458(14) 0.71748(12) 0.0264(3) Uani 1 d . .
O1 O 0.01949(15) 0.75487(13) 0.29447(11) 0.0367(4) Uani 1 d . .
C001 C 0.12666(17) 0.92725(15) 0.61301(14) 0.0219(3) Uani 1 d . .
C002 C -0.42824(17) 0.27790(15) 0.38557(15) 0.0240(4) Uani 1 d . .
C003 C 0.30556(17) 1.14017(15) 0.69638(14) 0.0231(4) Uani 1 d . .
C004 C -0.00450(17) 0.74896(15) 0.46275(14) 0.0224(4) Uani 1 d . .
C005 C 0.04507(19) 0.80186(17) 0.40020(14) 0.0270(4) Uani 1 d . .
C006 C 0.17202(17) 0.97598(15) 0.54611(14) 0.0221(3) Uani 1 d . .
C007 C 0.25098(19) 1.08562(16) 0.75559(15) 0.0272(4) Uani 1 d . .
H007 H 0.2771 1.1243 0.8271 0.033 Uiso 1 calc . .
C008 C -0.13298(17) 0.59621(16) 0.49351(15) 0.0233(4) Uani 1 d . .
C009 C -0.23126(17) 0.48513(15) 0.45811(15) 0.0230(4) Uani 1 d . .
C010 C 0.40721(18) 1.24973(16) 0.75095(14) 0.0243(4) Uani 1 d . .
C011 C 0.12788(19) 0.90727(16) 0.43943(15) 0.0261(4) Uani 1 d . .
C012 C 0.26177(17) 1.08456(15) 0.58949(14) 0.0228(4) Uani 1 d . .
H012 H 0.2913 1.1186 0.5465 0.027 Uiso 1 calc . .
C013 C 0.03884(17) 0.81300(15) 0.57156(14) 0.0219(3) Uani 1 d . .
C014 C -0.09218(17) 0.63976(16) 0.42482(15) 0.0240(4) Uani 1 d . .
H014 H -0.1225 0.5971 0.3539 0.029 Uiso 1 calc . .
C015 C -0.24677(18) 0.39408(16) 0.36878(15) 0.0266(4) Uani 1 d . .
H015 H -0.1919 0.4014 0.3318 0.032 Uiso 1 calc . .
C016 C -0.07909(17) 0.66482(16) 0.60126(15) 0.0248(4) Uani 1 d . .
H016 H -0.1029 0.6344 0.6486 0.03 Uiso 1 calc . .
C017 C 0.41800(18) 1.33852(16) 0.70369(15) 0.0267(4) Uani 1 d . .
H017 H 0.3627 1.3278 0.6344 0.032 Uiso 1 calc . .
C018 C 0.5872(2) 1.37162(18) 0.90779(16) 0.0333(4) Uani 1 d . .
H018 H 0.6443 1.3811 0.9763 0.04 Uiso 1 calc . .
C019 C 0.4959(2) 1.26705(17) 0.85280(15) 0.0309(4) Uani 1 d . .
H019 H 0.4939 1.2074 0.8847 0.037 Uiso 1 calc . .
C020 C -0.5405(2) 0.07845(17) 0.24797(18) 0.0353(5) Uani 1 d . .
H02A H -0.4561 0.0558 0.2587 0.053 Uiso 1 calc . .
H02B H -0.5624 0.1145 0.192 0.053 Uiso 1 calc . .
H02C H -0.6064 0.0095 0.2297 0.053 Uiso 1 calc . .
C021 C -0.41118(19) 0.36940(17) 0.47559(16) 0.0284(4) Uani 1 d . .
H021 H -0.4659 0.362 0.5127 0.034 Uiso 1 calc . .
C022 C 0.59541(19) 1.46263(17) 0.86290(16) 0.0301(4) Uani 1 d . .
C023 C -0.34260(18) 0.29253(16) 0.33366(15) 0.0268(4) Uani 1 d . .
H023 H -0.3498 0.2329 0.2741 0.032 Uiso 1 calc . .
C024 C -0.5058(2) 0.10623(17) 0.43663(17) 0.0316(4) Uani 1 d . .
H02D H -0.502 0.1609 0.5008 0.047 Uiso 1 calc . .
H02E H -0.4226 0.0809 0.4474 0.047 Uiso 1 calc . .
H02F H -0.5743 0.0387 0.4162 0.047 Uiso 1 calc . .
C025 C -0.67059(19) 0.20283(18) 0.33095(19) 0.0355(5) Uani 1 d . .
H02G H -0.6682 0.2586 0.3941 0.053 Uiso 1 calc . .
H02H H -0.7364 0.1338 0.3125 0.053 Uiso 1 calc . .
H02I H -0.6919 0.2385 0.2747 0.053 Uiso 1 calc . .
C026 C -0.31566(19) 0.47061(16) 0.51146(16) 0.0273(4) Uani 1 d . .
H026 H -0.3075 0.5297 0.5717 0.033 Uiso 1 calc . .
C027 C 0.6934(2) 1.57999(19) 0.92334(18) 0.0387(5) Uani 1 d . .
C028 C 0.51010(19) 1.44250(17) 0.75871(16) 0.0298(4) Uani 1 d . .
H028 H 0.5153 1.5004 0.7255 0.036 Uiso 1 calc . .
C029 C -0.53525(18) 0.16718(16) 0.34947(16) 0.0265(4) Uani 1 d . .
C030 C 0.6208(3) 1.68371(19) 0.9145(2) 0.0462(6) Uani 1 d . .
H03A H 0.6824 1.7571 0.9523 0.069 Uiso 1 calc . .
H03B H 0.5539 1.6789 0.944 0.069 Uiso 1 calc . .
H03C H 0.5805 1.6802 0.8418 0.069 Uiso 1 calc . .
C031 C 0.2387(2) 0.7590(2) 0.2810(2) 0.0467(6) Uani 1 d . .
H03D H 0.2095 0.6868 0.2239 0.07 Uiso 1 calc . .
H03E H 0.27 0.7409 0.3467 0.07 Uiso 1 calc . .
H03F H 0.3089 0.8081 0.2753 0.07 Uiso 1 calc . .
C032 C 0.1221(3) 0.8254(2) 0.27613(18) 0.0451(6) Uani 1 d . .
C033 C 0.0636(3) 0.8548(3) 0.1770(2) 0.0588(8) Uani 1 d . .
H03G H 0.0356 0.7838 0.1188 0.088 Uiso 1 calc . .
H03H H 0.1281 0.9087 0.1695 0.088 Uiso 1 calc . .
H03I H -0.011 0.8912 0.1779 0.088 Uiso 1 calc . .
C034 C 0.7593(3) 1.5916(2) 1.0413(2) 0.0537(7) Uani 1 d . .
H03J H 0.8057 1.5276 1.0495 0.081 Uiso 1 calc . .
H03K H 0.6929 1.5889 1.0715 0.081 Uiso 1 calc . .
H03L H 0.8203 1.6657 1.0765 0.081 Uiso 1 calc . .
C035 C 0.7978(3) 1.5883(2) 0.8742(3) 0.0596(8) Uani 1 d . .
H03M H 0.8441 1.5236 0.879 0.089 Uiso 1 calc . .
H03N H 0.8591 1.662 0.9112 0.089 Uiso 1 calc . .
H03O H 0.7556 1.5845 0.8015 0.089 Uiso 1 calc . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
Cl1B C100 1.726(3) . ?
Cl2B C100 1.797(3) . ?
Cl3B C100 1.764(3) . ?
Cl1A C100 1.824(7) . ?
Cl3A C100 1.755(10) . ?
Cl2A C100 1.517(10) . ?
O2 C011 1.372(2) . ?
O2 C032 1.464(2) . ?
N1 C016 1.319(2) . ?
N1 C013 1.355(2) . ?
N2 C007 1.317(2) . ?
N2 C001 1.359(2) . ?
O1 C005 1.377(2) . ?
O1 C032 1.471(2) . ?
C001 C006 1.416(2) . ?
C001 C013 1.450(2) . ?
C002 C023 1.394(3) . ?
C002 C021 1.396(3) . ?
C002 C029 1.534(2) . ?
C003 C012 1.380(3) . ?
C003 C007 1.417(3) . ?
C003 C010 1.481(2) . ?
C004 C014 1.406(2) . ?
C004 C005 1.415(3) . ?
C004 C013 1.425(2) . ?
C005 C011 1.346(3) . ?
C006 C012 1.407(2) . ?
C006 C011 1.414(3) . ?
C008 C014 1.380(3) . ?
C008 C016 1.422(3) . ?
C008 C009 1.485(2) . ?
C009 C015 1.391(3) . ?
C009 C026 1.398(3) . ?
C010 C019 1.390(3) . ?
C010 C017 1.395(3) . ?
C015 C023 1.389(3) . ?
C017 C028 1.386(3) . ?
C018 C019 1.387(3) . ?
C018 C022 1.390(3) . ?
C020 C029 1.533(3) . ?
C021 C026 1.383(3) . ?
C022 C028 1.398(3) . ?
C022 C027 1.533(3) . ?
C024 C029 1.534(3) . ?
C025 C029 1.533(3) . ?
C027 C035 1.531(4) . ?
C027 C030 1.531(3) . ?
C027 C034 1.540(3) . ?
C031 C032 1.551(4) . ?
C032 C033 1.472(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_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl2A C100 Cl3A 118.1(6) . . ?
Cl1B C100 Cl3B 112.56(18) . . ?
Cl1B C100 Cl2B 110.06(18) . . ?
Cl3B C100 Cl2B 105.71(18) . . ?
Cl2A C100 Cl1A 112.1(6) . . ?
Cl3A C100 Cl1A 101.8(4) . . ?
C011 O2 C032 104.64(14) . . ?
C016 N1 C013 118.08(16) . . ?
C007 N2 C001 118.07(16) . . ?
C005 O1 C032 104.10(14) . . ?
N2 C001 C006 121.18(16) . . ?
N2 C001 C013 118.38(16) . . ?
C006 C001 C013 120.42(16) . . ?
C023 C002 C021 116.66(16) . . ?
C023 C002 C029 123.21(17) . . ?
C021 C002 C029 120.12(16) . . ?
C012 C003 C007 116.82(16) . . ?
C012 C003 C010 123.67(16) . . ?
C007 C003 C010 119.49(16) . . ?
C014 C004 C005 124.68(17) . . ?
C014 C004 C013 118.93(16) . . ?
C005 C004 C013 116.38(16) . . ?
C011 C005 O1 110.75(16) . . ?
C011 C005 C004 122.82(17) . . ?
O1 C005 C004 126.42(16) . . ?
C012 C006 C011 124.28(16) . . ?
C012 C006 C001 119.13(16) . . ?
C011 C006 C001 116.51(16) . . ?
N2 C007 C003 125.28(17) . . ?
C014 C008 C016 116.79(16) . . ?
C014 C008 C009 122.57(17) . . ?
C016 C008 C009 120.62(16) . . ?
C015 C009 C026 117.53(16) . . ?
C015 C009 C008 121.64(16) . . ?
C026 C009 C008 120.78(16) . . ?
C019 C010 C017 117.66(17) . . ?
C019 C010 C003 120.13(17) . . ?
C017 C010 C003 122.22(17) . . ?
C005 C011 O2 110.79(16) . . ?
C005 C011 C006 123.35(17) . . ?
O2 C011 C006 125.84(16) . . ?
C003 C012 C006 119.44(16) . . ?
N1 C013 C004 121.26(16) . . ?
N1 C013 C001 118.22(16) . . ?
C004 C013 C001 120.50(16) . . ?
C008 C014 C004 119.60(17) . . ?
C023 C015 C009 121.32(17) . . ?
N1 C016 C008 125.23(16) . . ?
C028 C017 C010 120.78(17) . . ?
C019 C018 C022 121.51(18) . . ?
C018 C019 C010 121.26(18) . . ?
C026 C021 C002 122.20(17) . . ?
C018 C022 C028 116.96(17) . . ?
C018 C022 C027 122.25(18) . . ?
C028 C022 C027 120.79(18) . . ?
C015 C023 C002 121.56(17) . . ?
C021 C026 C009 120.73(17) . . ?
C035 C027 C030 108.5(2) . . ?
C035 C027 C022 108.96(19) . . ?
C030 C027 C022 109.65(18) . . ?
C035 C027 C034 110.5(2) . . ?
C030 C027 C034 107.4(2) . . ?
C022 C027 C034 111.77(19) . . ?
C017 C028 C022 121.73(18) . . ?
C025 C029 C020 108.82(17) . . ?
C025 C029 C002 109.87(15) . . ?
C020 C029 C002 112.27(16) . . ?
C025 C029 C024 108.50(16) . . ?
C020 C029 C024 108.60(16) . . ?
C002 C029 C024 108.70(15) . . ?
O2 C032 C033 108.0(2) . . ?
O2 C032 O1 104.48(16) . . ?
C033 C032 O1 109.7(2) . . ?
O2 C032 C031 110.4(2) . . ?
C033 C032 C031 114.2(2) . . ?
O1 C032 C031 109.6(2) . . ?
####################################################################### 
# 
# 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_phenBr2O2X
_database_code_depnum_ccdc_archive 'CCDC 1034411'
_audit_update_record             
;
2015-02-27 deposited with the CCDC.
2015-03-26 downloaded from the CCDC.
;

_audit_creation_date             2014-04-11T13:38:37-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_chemical_formula_moiety         'C15 H10 Br2 N2 O2'
_chemical_formula_sum            'C15 H10 Br2 N2 O2'
_chemical_formula_weight         410.07

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.9502(7)
_cell_length_b                   10.2517(9)
_cell_length_c                   10.6485(9)
_cell_angle_alpha                82.560(7)
_cell_angle_beta                 78.404(8)
_cell_angle_gamma                75.662(8)
_cell_volume                     717.54(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3369
_cell_measurement_theta_min      2.9587
_cell_measurement_theta_max      29.4004

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_size_max          0.3807
_exptl_crystal_size_mid          0.1388
_exptl_crystal_size_min          0.0429
_exptl_crystal_density_diffrn    1.898
_exptl_crystal_F_000             400
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 14 0 0.0329
10 6 4 0.1773
-9 -5 2 0.1604
0 1 15 0.0859
0 -1 -15 0.053
0 -14 0 0.01

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    5.653
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_correction_T_min  0.351
_exptl_absorpt_correction_T_max  0.785
_exptl_crystal_description       prism
_exptl_crystal_colour            'pale yellow'

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 10.3385
_diffrn_orient_matrix_ub_11      0.0584863
_diffrn_orient_matrix_ub_12      -0.0641519
_diffrn_orient_matrix_ub_13      -0.017927
_diffrn_orient_matrix_ub_21      0.0369595
_diffrn_orient_matrix_ub_22      0.0300154
_diffrn_orient_matrix_ub_23      -0.0610169
_diffrn_orient_matrix_ub_31      0.0816277
_diffrn_orient_matrix_ub_32      0.0109401
_diffrn_orient_matrix_ub_33      0.0247416
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_av_unetI/netI     0.0404
_diffrn_reflns_number            5644
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.441
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_reflns_number_total             2927
_reflns_number_gt                2483
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0576P)²+0.2828P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         2927
_refine_ls_number_parameters     192
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0394
_refine_ls_wR_factor_ref         0.1148
_refine_ls_wR_factor_gt          0.108
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_restrained_S_all      1.108
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.027
_refine_diff_density_min         -0.758
_refine_diff_density_rms         0.124

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.41195(6) 0.66283(4) 0.42014(4) 0.03423(16) Uani 1 d . .
Br2 Br 0.17144(6) 1.17238(5) -0.49178(3) 0.03264(16) Uani 1 d . .
O2 O 0.1189(4) 1.2023(3) 0.2210(2) 0.0260(6) Uani 1 d . .
N2 N 0.3778(4) 0.7649(3) 0.0396(3) 0.0240(7) Uani 1 d . .
C001 C 0.1667(5) 1.1769(4) -0.2240(3) 0.0204(8) Uani 1 d . .
H001 H 0.1178 1.2699 -0.235 0.025 Uiso 1 calc . .
C002 C 0.3619(5) 0.7671(4) 0.2657(4) 0.0234(8) Uani 1 d . .
C003 C 0.2551(5) 0.9736(4) 0.1443(3) 0.0178(7) Uani 1 d . .
C004 C 0.2122(6) 1.0985(4) -0.3248(4) 0.0247(8) Uani 1 d . .
O1 O 0.0795(4) 1.3151(3) 0.0199(2) 0.0254(6) Uani 1 d . .
C005 C 0.1966(5) 1.1121(4) -0.1032(3) 0.0181(8) Uani 1 d . .
C006 C 0.4049(6) 0.7011(4) 0.1524(4) 0.0246(8) Uani 1 d . .
H006 H 0.4548 0.6079 0.1572 0.03 Uiso 1 calc . .
C007 C 0.2747(5) 0.9703(4) -0.0911(4) 0.0191(8) Uani 1 d . .
C008 C 0.3020(5) 0.9011(4) 0.0327(4) 0.0185(8) Uani 1 d . .
N1 N 0.3218(5) 0.8966(3) -0.1939(3) 0.0252(7) Uani 1 d . .
C009 C 0.2849(5) 0.9033(4) 0.2634(4) 0.0215(8) Uani 1 d . .
H009 H 0.2534 0.9479 0.3382 0.026 Uiso 1 calc . .
C010 C 0.2917(6) 0.9590(4) -0.3064(4) 0.0282(9) Uani 1 d . .
H010 H 0.3247 0.9084 -0.3773 0.034 Uiso 1 calc . .
C011 C 0.0623(6) 1.3366(4) 0.1558(4) 0.0253(9) Uani 1 d . .
C012 C 0.2128(6) 1.4157(4) 0.1650(4) 0.0310(9) Uani 1 d . .
H01A H 0.2024 1.4322 0.2531 0.047 Uiso 1 calc . .
H01B H 0.1862 1.5003 0.1139 0.047 Uiso 1 calc . .
H01C H 0.3464 1.3652 0.134 0.047 Uiso 1 calc . .
C013 C -0.1525(6) 1.3985(4) 0.2068(4) 0.0308(9) Uani 1 d . .
H01D H -0.237 1.3431 0.1916 0.046 Uiso 1 calc . .
H01E H -0.1901 1.487 0.1641 0.046 Uiso 1 calc . .
H01F H -0.1689 1.4054 0.2976 0.046 Uiso 1 calc . .
C014 C 0.1783(5) 1.1141(4) 0.1264(3) 0.0188(7) Uani 1 d . .
C015 C 0.1538(5) 1.1793(4) 0.0113(3) 0.0179(8) Uani 1 d . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
Br1 C002 1.886(4) . ?
Br2 C004 1.887(4) . ?
O2 C014 1.374(4) . ?
O2 C011 1.458(5) . ?
N2 C006 1.316(5) . ?
N2 C008 1.363(5) . ?
C001 C004 1.364(5) . ?
C001 C005 1.399(5) . ?
C002 C009 1.364(5) . ?
C002 C006 1.404(5) . ?
C003 C009 1.402(5) . ?
C003 C014 1.409(5) . ?
C003 C008 1.422(5) . ?
C004 C010 1.403(6) . ?
O1 C015 1.367(4) . ?
O1 C011 1.469(4) . ?
C005 C007 1.419(5) . ?
C005 C015 1.421(5) . ?
C007 N1 1.350(5) . ?
C007 C008 1.439(6) . ?
N1 C010 1.313(5) . ?
C011 C013 1.490(6) . ?
C011 C012 1.498(6) . ?
C014 C015 1.339(5) . ?

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
C014 O2 C011 106.1(3) . . ?
C006 N2 C008 118.5(3) . . ?
C004 C001 C005 117.5(4) . . ?
C009 C002 C006 120.4(3) . . ?
C009 C002 Br1 121.3(3) . . ?
C006 C002 Br1 118.3(3) . . ?
C009 C003 C014 124.2(3) . . ?
C009 C003 C008 119.4(3) . . ?
C014 C003 C008 116.4(3) . . ?
C001 C004 C010 120.2(4) . . ?
C001 C004 Br2 121.8(3) . . ?
C010 C004 Br2 118.0(3) . . ?
C015 O1 C011 105.7(3) . . ?
C001 C005 C007 119.3(3) . . ?
C001 C005 C015 124.2(3) . . ?
C007 C005 C015 116.5(3) . . ?
N2 C006 C002 123.0(4) . . ?
N1 C007 C005 121.4(3) . . ?
N1 C007 C008 118.3(3) . . ?
C005 C007 C008 120.2(3) . . ?
N2 C008 C003 121.0(3) . . ?
N2 C008 C007 118.2(3) . . ?
C003 C008 C007 120.8(3) . . ?
C010 N1 C007 118.4(3) . . ?
C002 C009 C003 117.6(3) . . ?
N1 C010 C004 123.2(4) . . ?
O2 C011 O1 105.6(3) . . ?
O2 C011 C013 109.3(3) . . ?
O1 C011 C013 108.4(3) . . ?
O2 C011 C012 108.8(3) . . ?
O1 C011 C012 108.2(3) . . ?
C013 C011 C012 116.0(4) . . ?
C015 C014 O2 110.9(3) . . ?
C015 C014 C003 123.2(3) . . ?
O2 C014 C003 126.0(3) . . ?
C014 C015 O1 111.6(3) . . ?
C014 C015 C005 122.8(3) . . ?
O1 C015 C005 125.6(3) . . ?
####################################################################### 
# 
# 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_phenBr2O2
_database_code_depnum_ccdc_archive 'CCDC 1034412'
_audit_update_record             
;
2015-02-27 deposited with the CCDC.
2015-03-26 downloaded from the CCDC.
;

_audit_creation_date             2014-04-11T14:02:48-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_chemical_formula_moiety         'C32 H30 N2 O2'
_chemical_formula_sum            'C32 H30 N2 O2'
_chemical_formula_weight         474.58

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.3897(4)
_cell_length_b                   10.1543(7)
_cell_length_c                   19.0511(13)
_cell_angle_alpha                97.594(6)
_cell_angle_beta                 91.675(5)
_cell_angle_gamma                92.920(6)
_cell_volume                     1222.85(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3986
_cell_measurement_theta_min      4.3995
_cell_measurement_theta_max      73.7464

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_size_max          0.2878
_exptl_crystal_size_mid          0.077
_exptl_crystal_size_min          0.048
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_F_000             504
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 6 1 0.0295
-1 -6 -1 0.0414
1 -6 0 0.0478
4 -2 1 0.1014
0 -2 12 0.0199
0 2 -12 0.0281
-1 -1 12 0.0213
0 2 11 0.0205
1 -2 12 0.0199
-2 -1 -9 0.096

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.63
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.80788
_exptl_absorpt_correction_T_max  1
_exptl_crystal_description       fragment
_exptl_crystal_colour            orange

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 10.3385
_diffrn_orient_matrix_ub_11      -0.0624898
_diffrn_orient_matrix_ub_12      -0.0141928
_diffrn_orient_matrix_ub_13      0.0762426
_diffrn_orient_matrix_ub_21      -0.2267679
_diffrn_orient_matrix_ub_22      -0.0408118
_diffrn_orient_matrix_ub_23      -0.0269061
_diffrn_orient_matrix_ub_31      0.0550306
_diffrn_orient_matrix_ub_32      -0.1470767
_diffrn_orient_matrix_ub_33      -0.0112817
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_av_unetI/netI     0.0481
_diffrn_reflns_number            14141
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         7.412
_diffrn_reflns_theta_max         73.739
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.972
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.972
_reflns_number_total             4802
_reflns_number_gt                3622
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0555P)²+0.2551P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4802
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0467
_refine_ls_wR_factor_ref         0.1285
_refine_ls_wR_factor_gt          0.1165
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.241
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.04

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
C001 C 0.8905(2) 0.64496(17) 0.03747(8) 0.0283(3) Uani 1 d . .
C002 C 1.1118(2) 0.81696(17) -0.01407(8) 0.0292(3) Uani 1 d . .
C003 C 0.9886(2) 0.55956(16) 0.14456(8) 0.0279(3) Uani 1 d . .
H003 H 1.085 0.5537 0.1814 0.034 Uiso 1 calc . .
O21 O 1.37276(19) 0.71157(14) 0.14311(7) 0.0429(3) Uani 1 d . .
N1 N 0.7087(2) 0.57101(16) 0.03131(7) 0.0355(3) Uani 1 d . .
C005 C 0.9271(2) 0.73610(17) -0.01605(8) 0.0288(3) Uani 1 d . .
C006 C 1.0379(2) 0.63810(16) 0.09240(8) 0.0272(3) Uani 1 d . .
N2 N 0.7749(2) 0.73943(16) -0.06574(7) 0.0366(4) Uani 1 d . .
C004 C 1.2392(2) 0.71722(17) 0.09750(8) 0.0302(4) Uani 1 d . .
C007 C 1.1378(2) 0.90331(17) -0.06452(8) 0.0315(4) Uani 1 d . .
H007 H 1.2602 0.9572 -0.0637 0.038 Uiso 1 calc . .
C008 C 0.9816(2) 0.90940(17) -0.11621(8) 0.0295(4) Uani 1 d . .
C009 C 1.1837(3) 1.0653(2) -0.18513(9) 0.0378(4) Uani 1 d . .
H009 H 1.2991 1.0628 -0.1545 0.045 Uiso 1 calc . .
O01 O 1.4330(2) 0.88642(16) 0.04817(8) 0.0558(4) Uani 1 d . .
C010 C 1.2759(3) 0.81417(18) 0.04233(9) 0.0342(4) Uani 1 d . .
C011 C 0.7259(2) 0.41930(17) 0.20088(8) 0.0281(3) Uani 1 d . .
C012 C 0.7961(2) 0.48992(17) 0.14178(8) 0.0288(3) Uani 1 d . .
C013 C 0.8038(3) 0.82347(19) -0.11290(9) 0.0361(4) Uani 1 d . .
H013 H 0.6967 0.8256 -0.1468 0.043 Uiso 1 calc . .
C014 C 0.6645(3) 0.49671(19) 0.08208(9) 0.0344(4) Uani 1 d . .
H014 H 0.5384 0.446 0.0778 0.041 Uiso 1 calc . .
C015 C 0.6005(2) 0.31060(16) 0.32350(8) 0.0292(3) Uani 1 d . .
C016 C 1.2014(3) 1.13889(19) -0.24118(9) 0.0369(4) Uani 1 d . .
H016 H 1.3283 1.1845 -0.247 0.044 Uiso 1 calc . .
C017 C 0.5235(3) 0.43116(19) 0.22515(9) 0.0361(4) Uani 1 d . .
H017 H 0.427 0.4752 0.2006 0.043 Uiso 1 calc . .
C018 C 0.9983(3) 0.99516(17) -0.17338(8) 0.0304(4) Uani 1 d . .
C019 C 1.0354(3) 1.14672(17) -0.28897(8) 0.0309(4) Uani 1 d . .
C020 C 1.0483(3) 1.22249(18) -0.35347(9) 0.0333(4) Uani 1 d . .
C021 C 0.5478(3) 0.26290(19) 0.39428(9) 0.0348(4) Uani 1 d . .
C022 C 0.4639(3) 0.37808(19) 0.28543(9) 0.0358(4) Uani 1 d . .
H022 H 0.3281 0.3881 0.3007 0.043 Uiso 1 calc . .
C023 C 0.7999(3) 0.29359(18) 0.29676(9) 0.0352(4) Uani 1 d . .
H023 H 0.8936 0.2448 0.3196 0.042 Uiso 1 calc . .
C024 C 0.8475(3) 1.0825(2) -0.27455(11) 0.0485(5) Uani 1 d . .
H024 H 0.7297 1.0898 -0.3033 0.058 Uiso 1 calc . .
C025 C 0.8614(3) 0.34747(18) 0.23727(9) 0.0330(4) Uani 1 d . .
H025 H 0.9962 0.3354 0.2213 0.04 Uiso 1 calc . .
C026 C 0.8292(3) 1.0084(2) -0.21920(11) 0.0492(5) Uani 1 d . .
H026 H 0.7004 0.966 -0.2123 0.059 Uiso 1 calc . .
C027 C 0.9661(3) 1.1315(2) -0.42047(9) 0.0454(5) Uani 1 d . .
H02A H 0.9749 1.1793 -0.4606 0.068 Uiso 1 calc . .
H02B H 0.8227 1.1031 -0.4148 0.068 Uiso 1 calc . .
H02C H 1.0493 1.0551 -0.4279 0.068 Uiso 1 calc . .
C028 C 0.3126(3) 0.2631(3) 0.40721(11) 0.0525(6) Uani 1 d . .
H02D H 0.2378 0.2044 0.3702 0.079 Uiso 1 calc . .
H02E H 0.2663 0.3516 0.4075 0.079 Uiso 1 calc . .
H02F H 0.2861 0.2334 0.4521 0.079 Uiso 1 calc . .
C029 C 0.6180(3) 0.1218(2) 0.39665(11) 0.0482(5) Uani 1 d . .
H02G H 0.5446 0.0619 0.3598 0.072 Uiso 1 calc . .
H02H H 0.5872 0.0948 0.4418 0.072 Uiso 1 calc . .
H02I H 0.7661 0.1201 0.3898 0.072 Uiso 1 calc . .
C030 C 0.9127(3) 1.34288(19) -0.34314(10) 0.0445(5) Uani 1 d . .
H03A H 0.9216 1.3897 -0.3837 0.067 Uiso 1 calc . .
H03B H 0.9617 1.4012 -0.3014 0.067 Uiso 1 calc . .
H03C H 0.7696 1.3134 -0.3378 0.067 Uiso 1 calc . .
C031 C 0.6662(3) 0.3564(2) 0.45341(10) 0.0479(5) Uani 1 d . .
H03D H 0.6359 0.3283 0.4984 0.072 Uiso 1 calc . .
H03E H 0.623 0.4454 0.4527 0.072 Uiso 1 calc . .
H03F H 0.8142 0.3543 0.4463 0.072 Uiso 1 calc . .
C032 C 1.2735(3) 1.2704(2) -0.36560(10) 0.0484(5) Uani 1 d . .
H03G H 1.2754 1.317 -0.4063 0.073 Uiso 1 calc . .
H03H H 1.3591 1.1953 -0.3735 0.073 Uiso 1 calc . .
H03I H 1.3272 1.3291 -0.3247 0.073 Uiso 1 calc . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C001 N1 1.344(2) . ?
C001 C006 1.398(2) . ?
C001 C005 1.481(2) . ?
C002 C007 1.392(2) . ?
C002 C005 1.400(2) . ?
C002 C010 1.483(2) . ?
C003 C012 1.383(2) . ?
C003 C006 1.387(2) . ?
O21 C004 1.2090(19) . ?
N1 C014 1.331(2) . ?
C005 N2 1.342(2) . ?
C006 C004 1.475(2) . ?
N2 C013 1.329(2) . ?
C004 C010 1.547(2) . ?
C007 C008 1.391(2) . ?
C008 C013 1.405(2) . ?
C008 C018 1.485(2) . ?
C009 C016 1.386(2) . ?
C009 C018 1.390(2) . ?
O01 C010 1.206(2) . ?
C011 C025 1.388(2) . ?
C011 C017 1.392(2) . ?
C011 C012 1.481(2) . ?
C012 C014 1.405(2) . ?
C015 C022 1.383(2) . ?
C015 C023 1.396(2) . ?
C015 C021 1.533(2) . ?
C016 C019 1.390(2) . ?
C017 C022 1.386(2) . ?
C018 C026 1.392(2) . ?
C019 C024 1.389(2) . ?
C019 C020 1.536(2) . ?
C020 C030 1.529(3) . ?
C020 C032 1.529(2) . ?
C020 C027 1.536(2) . ?
C021 C028 1.530(2) . ?
C021 C029 1.529(3) . ?
C021 C031 1.529(3) . ?
C023 C025 1.381(2) . ?
C024 C026 1.379(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
N1 C001 C006 121.82(14) . . ?
N1 C001 C005 117.00(13) . . ?
C006 C001 C005 121.17(14) . . ?
C007 C002 C005 119.29(14) . . ?
C007 C002 C010 120.04(14) . . ?
C005 C002 C010 120.65(14) . . ?
C012 C003 C006 120.01(14) . . ?
C014 N1 C001 118.07(13) . . ?
N2 C005 C002 121.48(14) . . ?
N2 C005 C001 117.35(13) . . ?
C002 C005 C001 121.17(14) . . ?
C003 C006 C001 118.91(14) . . ?
C003 C006 C004 119.76(14) . . ?
C001 C006 C004 121.27(14) . . ?
C013 N2 C005 117.81(14) . . ?
O21 C004 C006 123.27(15) . . ?
O21 C004 C010 119.20(14) . . ?
C006 C004 C010 117.52(13) . . ?
C002 C007 C008 120.32(14) . . ?
C007 C008 C013 115.21(14) . . ?
C007 C008 C018 124.08(14) . . ?
C013 C008 C018 120.68(14) . . ?
C016 C009 C018 121.84(15) . . ?
O01 C010 C002 123.02(15) . . ?
O01 C010 C004 118.81(14) . . ?
C002 C010 C004 118.14(13) . . ?
C025 C011 C017 117.54(14) . . ?
C025 C011 C012 121.86(14) . . ?
C017 C011 C012 120.44(14) . . ?
C003 C012 C014 116.63(14) . . ?
C003 C012 C011 121.75(13) . . ?
C014 C012 C011 121.50(14) . . ?
N2 C013 C008 125.89(15) . . ?
N1 C014 C012 124.28(15) . . ?
C022 C015 C023 116.76(15) . . ?
C022 C015 C021 123.40(15) . . ?
C023 C015 C021 119.73(14) . . ?
C009 C016 C019 122.06(15) . . ?
C022 C017 C011 120.79(15) . . ?
C009 C018 C026 116.02(15) . . ?
C009 C018 C008 122.24(14) . . ?
C026 C018 C008 121.73(15) . . ?
C024 C019 C016 115.68(15) . . ?
C024 C019 C020 120.01(14) . . ?
C016 C019 C020 124.30(15) . . ?
C030 C020 C032 108.83(16) . . ?
C030 C020 C019 109.99(14) . . ?
C032 C020 C019 111.86(14) . . ?
C030 C020 C027 108.18(15) . . ?
C032 C020 C027 108.01(16) . . ?
C019 C020 C027 109.88(14) . . ?
C028 C021 C029 108.20(16) . . ?
C028 C021 C031 109.29(17) . . ?
C029 C021 C031 108.58(15) . . ?
C028 C021 C015 111.98(14) . . ?
C029 C021 C015 110.77(15) . . ?
C031 C021 C015 107.96(14) . . ?
C015 C022 C017 121.98(16) . . ?
C025 C023 C015 121.61(15) . . ?
C026 C024 C019 122.47(16) . . ?
C023 C025 C011 121.19(15) . . ?
C024 C026 C018 121.77(16) . . ?
####################################################################### 
# 
# 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_(tbp)2tpphz
_database_code_depnum_ccdc_archive 'CCDC 1034413'
_audit_update_record             
;
2015-02-27 deposited with the CCDC.
2015-03-26 downloaded from the CCDC.
;

_audit_creation_date             2015-02-27T16:26:02-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_chemical_name_common            (tbp)tpphz
_chemical_formula_moiety         'C44 H36 N6, 3(C H2 Cl2)'
_chemical_formula_sum            'C47 H42 Cl6 N6'
_chemical_formula_weight         903.56

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.6741(4)
_cell_length_b                   15.7010(6)
_cell_length_c                   19.5176(8)
_cell_angle_alpha                73.800(4)
_cell_angle_beta                 88.093(4)
_cell_angle_gamma                86.939(4)
_cell_volume                     2254.68(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    6093
_cell_measurement_theta_min      4.239
_cell_measurement_theta_max      74.871

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_size_max          0.1408
_exptl_crystal_size_mid          0.0925
_exptl_crystal_size_min          0.044
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_F_000             936
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 7 11 0.033
0 -7 -11 0.011
0 -4 10 0.0344
1 9 8 0.0426
-1 -9 -9 0.0148
0 5 -8 0.045
-3 0 10 0.0396
-1 9 7 0.0425
-5 1 2 0.0607
4 -4 2 0.0592
3 8 -2 0.0603
4 -3 -7 0.0394

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    3.79
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.83204
_exptl_absorpt_correction_T_max  1
_exptl_crystal_description       fragment
_exptl_crystal_colour            colourless

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      180(2)
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 10.3385
_diffrn_orient_matrix_ub_11      -0.0729159
_diffrn_orient_matrix_ub_12      0.0663442
_diffrn_orient_matrix_ub_13      -0.0679501
_diffrn_orient_matrix_ub_21      -0.1823552
_diffrn_orient_matrix_ub_22      -0.0029474
_diffrn_orient_matrix_ub_23      0.0358317
_diffrn_orient_matrix_ub_31      0.0431227
_diffrn_orient_matrix_ub_32      0.0777931
_diffrn_orient_matrix_ub_33      0.0292829
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_av_unetI/netI     0.0618
_diffrn_reflns_number            22502
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         7.397
_diffrn_reflns_theta_max         74.491
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_reflns_number_total             9194
_reflns_number_gt                6656
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.1216P)²+1.0599P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         9194
_refine_ls_number_parameters     542
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0945
_refine_ls_R_factor_gt           0.073
_refine_ls_wR_factor_ref         0.2337
_refine_ls_wR_factor_gt          0.2191
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_restrained_S_all      1.139
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.09
_refine_diff_density_min         -0.514
_refine_diff_density_rms         0.072

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5737(4) 0.32540(17) 0.52617(15) 0.0300(5) Uani 1 d . .
C2 C 0.5361(4) 0.29611(18) 0.46667(16) 0.0312(6) Uani 1 d . .
C3 C 0.4324(4) 0.1660(2) 0.53836(19) 0.0423(7) Uani 1 d . .
H3 H 0.3872 0.1108 0.5431 0.051 Uiso 1 calc . .
C4 C 0.4614(4) 0.1904(2) 0.60052(18) 0.0420(7) Uani 1 d . .
H4 H 0.4331 0.1529 0.6451 0.05 Uiso 1 calc . .
C5 C 0.5325(4) 0.2707(2) 0.59443(17) 0.0371(6) Uani 1 d . .
H5 H 0.5531 0.2886 0.6349 0.045 Uiso 1 calc . .
C6 C 0.6568(3) 0.40971(17) 0.51601(15) 0.0286(5) Uani 1 d . .
C7 C 0.6964(3) 0.46131(17) 0.44582(15) 0.0284(5) Uani 1 d . .
C8 C 0.6506(4) 0.43261(17) 0.38468(15) 0.0295(5) Uani 1 d . .
C9 C 0.5720(4) 0.35096(18) 0.39472(16) 0.0305(5) Uani 1 d . .
C10 C 0.5582(5) 0.3719(2) 0.27364(17) 0.0410(7) Uani 1 d . .
H10 H 0.5265 0.3518 0.2355 0.049 Uiso 1 calc . .
C11 C 0.6376(5) 0.4537(2) 0.25852(17) 0.0410(7) Uani 1 d . .
H11 H 0.6585 0.4866 0.2116 0.049 Uiso 1 calc . .
C12 C 0.6840(4) 0.48398(19) 0.31475(16) 0.0354(6) Uani 1 d . .
H12 H 0.7369 0.538 0.3064 0.042 Uiso 1 calc . .
C13 C 0.8155(3) 0.56422(17) 0.49058(14) 0.0274(5) Uani 1 d . .
C14 C 0.7777(3) 0.51288(17) 0.56075(15) 0.0289(5) Uani 1 d . .
C15 C 0.8266(4) 0.54471(18) 0.62088(15) 0.0296(5) Uani 1 d . .
C16 C 0.7980(4) 0.49447(19) 0.69129(16) 0.0347(6) Uani 1 d . .
H16 H 0.7477 0.4397 0.7007 0.042 Uiso 1 calc . .
C17 C 0.8449(4) 0.5265(2) 0.74709(16) 0.0386(6) Uani 1 d . .
C18 C 0.9190(4) 0.6103(2) 0.72861(16) 0.0370(6) Uani 1 d . .
H18 H 0.9497 0.6326 0.7657 0.044 Uiso 1 calc . .
C19 C 0.9036(4) 0.62745(18) 0.60859(15) 0.0295(5) Uani 1 d . .
C20 C 0.9407(4) 0.68035(17) 0.53571(15) 0.0292(5) Uani 1 d . .
C21 C 0.8997(4) 0.64819(17) 0.47815(15) 0.0291(5) Uani 1 d . .
C22 C 0.9433(4) 0.69775(18) 0.40920(15) 0.0315(6) Uani 1 d . .
H22 H 0.9182 0.6772 0.3705 0.038 Uiso 1 calc . .
C23 C 1.0234(4) 0.77698(18) 0.39816(16) 0.0326(6) Uani 1 d . .
C24 C 1.0534(4) 0.80492(19) 0.45949(16) 0.0343(6) Uani 1 d . .
H24 H 1.1037 0.8593 0.4527 0.041 Uiso 1 calc . .
C25 C 0.2200(4) 0.8490(2) 0.63157(18) 0.0411(7) Uani 1 d . .
H25A H 0.3434 0.8377 0.6234 0.049 Uiso 1 calc . .
H25B H 0.1573 0.8009 0.6231 0.049 Uiso 1 calc . .
C26 C 0.2760(5) 0.1566(2) 0.3400(2) 0.0517(8) Uani 1 d . .
H26A H 0.3309 0.1979 0.3604 0.062 Uiso 1 calc . .
H26B H 0.1518 0.1594 0.3507 0.062 Uiso 1 calc . .
N1 N 1.0155(3) 0.75948(16) 0.52564(13) 0.0339(5) Uani 1 d . .
N2 N 0.9482(3) 0.65962(16) 0.66274(13) 0.0340(5) Uani 1 d . .
N3 N 0.6983(3) 0.43577(14) 0.57299(12) 0.0286(5) Uani 1 d . .
N4 N 0.7750(3) 0.53817(14) 0.43372(12) 0.0286(5) Uani 1 d . .
N5 N 0.5257(3) 0.32178(16) 0.33915(14) 0.0365(5) Uani 1 d . .
N6 N 0.4651(3) 0.21653(16) 0.47317(15) 0.0372(5) Uani 1 d . .
Cl1 Cl 0.14961(13) 0.95019(5) 0.57117(5) 0.0507(2) Uani 1 d . .
Cl2 Cl 0.18464(15) 0.85109(8) 0.72112(5) 0.0649(3) Uani 1 d . .
Cl3 Cl 0.36167(16) 0.04836(7) 0.37968(8) 0.0739(4) Uani 1 d . .
Cl4 Cl 0.30947(16) 0.18916(7) 0.24650(6) 0.0685(3) Uani 1 d . .
C28 C 1.1442(5) 0.7852(2) 0.27639(18) 0.0420(7) Uani 1 d . .
H28 H 1.1497 0.7235 0.2889 0.05 Uiso 1 calc . .
C27 C 1.0801(4) 0.82896(19) 0.32584(16) 0.0340(6) Uani 1 d . .
C33 C 0.8226(5) 0.4754(2) 0.82239(18) 0.0484(8) Uani 1 d . .
C29 C 1.1997(6) 0.8325(2) 0.20913(19) 0.0515(9) Uani 1 d . .
H29 H 1.2433 0.8019 0.1773 0.062 Uiso 1 calc . .
C32 C 1.0731(5) 0.9209(2) 0.30512(19) 0.0483(8) Uani 1 d . .
H32 H 1.0321 0.9517 0.3372 0.058 Uiso 1 calc . .
C31 C 1.1264(7) 0.9674(2) 0.2372(2) 0.0672(13) Uani 1 d . .
H31 H 1.1182 1.0291 0.2242 0.081 Uiso 1 calc . .
C30 C 1.1919(7) 0.9245(3) 0.1880(2) 0.0666(13) Uani 1 d . .
C36 C 0.7869(10) 0.3762(3) 0.9679(2) 0.092(2) Uani 1 d . .
C41 C 0.7731(15) 0.3236(4) 1.0463(3) 0.124(3) Uani 1 d . .
C42 C 0.7576(16) 0.3752(5) 1.0946(3) 0.141(4) Uani 1 d . .
H42A H 0.8335 0.4239 1.0795 0.211 Uiso 1 calc . .
H42B H 0.7895 0.3394 1.1413 0.211 Uiso 1 calc . .
H42C H 0.6391 0.3978 1.0959 0.211 Uiso 1 calc . .
C43 C 0.6672(18) 0.2468(7) 1.0583(4) 0.192(6) Uani 1 d . .
H43A H 0.6948 0.2168 1.0223 0.288 Uiso 1 calc . .
H43B H 0.546 0.2657 1.0559 0.288 Uiso 1 calc . .
H43C H 0.6908 0.2071 1.1045 0.288 Uiso 1 calc . .
C44 C 0.974(2) 0.2805(10) 1.0696(5) 0.255(10) Uani 1 d . .
H44A H 1.0533 0.3276 1.0625 0.382 Uiso 1 calc . .
H44B H 1.0112 0.2422 1.0406 0.382 Uiso 1 calc . .
H44C H 0.9727 0.247 1.1189 0.382 Uiso 1 calc . .
C40B C 0.7691(9) 0.5210(4) 0.8736(3) 0.0494(16) Uani 0.621(8) d A 1
H40B H 0.7477 0.5822 0.8595 0.059 Uiso 0.621(8) calc A 1
C39B C 0.7489(14) 0.4732(5) 0.9452(3) 0.072(3) Uani 0.621(8) d A 1
H39B H 0.7115 0.5025 0.9787 0.086 Uiso 0.621(8) calc A 1
C34B C 0.8586(16) 0.3879(4) 0.8443(4) 0.081(3) Uani 0.621(8) d A 1
H34B H 0.8972 0.3584 0.811 0.097 Uiso 0.621(8) calc A 1
C35B C 0.8403(19) 0.3399(5) 0.9150(4) 0.098(5) Uani 0.621(8) d A 1
H35B H 0.8662 0.2791 0.927 0.118 Uiso 0.621(8) calc A 1
C40A C 0.928(2) 0.4808(9) 0.8757(6) 0.083(5) Uani 0.379(8) d A 2
H40A H 1.0205 0.5181 0.864 0.099 Uiso 0.379(8) calc A 2
C39A C 0.904(3) 0.4341(12) 0.9456(8) 0.105(7) Uani 0.379(8) d A 2
H39A H 0.9763 0.4449 0.9792 0.125 Uiso 0.379(8) calc A 2
C35A C 0.6816(16) 0.3576(6) 0.9154(5) 0.049(3) Uani 0.379(8) d A 2
H35A H 0.5989 0.3145 0.929 0.059 Uiso 0.379(8) calc A 2
C34A C 0.7025(18) 0.4034(6) 0.8447(5) 0.054(3) Uani 0.379(8) d A 2
H34A H 0.6389 0.3882 0.8105 0.064 Uiso 0.379(8) calc A 2
C45 C 1.2496(15) 0.9796(4) 0.1143(4) 0.148(4) Uani 1 d . .
C46 C 1.2948(11) 0.9219(4) 0.0637(3) 0.111(3) Uani 1 d . .
H46A H 1.2108 0.8769 0.0703 0.167 Uiso 1 calc . .
H46B H 1.4092 0.8942 0.0739 0.167 Uiso 1 calc . .
H46C H 1.2924 0.9584 0.0152 0.167 Uiso 1 calc . .
C47 C 1.360(2) 1.0408(6) 0.1110(5) 0.212(6) Uani 1 d . .
H47A H 1.3869 1.0701 0.0619 0.318 Uiso 1 calc . .
H47B H 1.4654 1.014 0.1347 0.318 Uiso 1 calc . .
H47C H 1.3101 1.0834 0.1338 0.318 Uiso 1 calc . .
C48 C 1.073(2) 1.0429(7) 0.0785(5) 0.210(6) Uani 1 d . .
H48A H 0.9772 1.0055 0.0794 0.315 Uiso 1 calc . .
H48B H 1.099 1.0751 0.0301 0.315 Uiso 1 calc . .
H48C H 1.0414 1.084 0.1057 0.315 Uiso 1 calc . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C1 C5 1.405(4) . ?
C1 C2 1.406(4) . ?
C1 C6 1.461(4) . ?
C2 N6 1.362(4) . ?
C2 C9 1.454(4) . ?
C3 N6 1.322(4) . ?
C3 C4 1.398(5) . ?
C4 C5 1.375(4) . ?
C6 N3 1.340(4) . ?
C6 C7 1.416(4) . ?
C7 N4 1.336(3) . ?
C7 C8 1.448(4) . ?
C8 C12 1.401(4) . ?
C8 C9 1.407(4) . ?
C9 N5 1.354(4) . ?
C10 N5 1.325(4) . ?
C10 C11 1.402(4) . ?
C11 C12 1.376(4) . ?
C13 N4 1.336(3) . ?
C13 C14 1.411(4) . ?
C13 C21 1.455(4) . ?
C14 N3 1.342(4) . ?
C14 C15 1.464(4) . ?
C15 C16 1.397(4) . ?
C15 C19 1.412(4) . ?
C16 C17 1.386(4) . ?
C17 C18 1.408(4) . ?
C17 C33 1.474(4) . ?
C18 N2 1.322(4) . ?
C19 N2 1.352(4) . ?
C19 C20 1.461(4) . ?
C20 N1 1.358(3) . ?
C20 C21 1.404(4) . ?
C21 C22 1.394(4) . ?
C22 C23 1.376(4) . ?
C23 C24 1.414(4) . ?
C23 C27 1.484(4) . ?
C24 N1 1.321(4) . ?
C25 Cl1 1.764(3) . ?
C25 Cl2 1.769(3) . ?
C26 Cl3 1.761(4) . ?
C26 Cl4 1.766(4) . ?
C28 C29 1.381(5) . ?
C28 C27 1.395(4) . ?
C27 C32 1.384(4) . ?
C33 C34B 1.337(8) . ?
C33 C40A 1.360(13) . ?
C33 C40B 1.421(6) . ?
C33 C34A 1.459(12) . ?
C29 C30 1.385(5) . ?
C32 C31 1.383(5) . ?
C31 C30 1.387(5) . ?
C30 C45 1.523(6) . ?
C36 C39A 1.288(19) . ?
C36 C35B 1.354(10) . ?
C36 C35A 1.426(12) . ?
C36 C39B 1.478(9) . ?
C36 C41 1.526(6) . ?
C41 C42 1.403(9) . ?
C41 C43 1.450(10) . ?
C41 C44 1.675(18) . ?
C40B C39B 1.398(8) . ?
C34B C35B 1.381(10) . ?
C40A C39A 1.369(19) . ?
C35A C34A 1.375(12) . ?
C45 C47 1.302(12) . ?
C45 C46 1.538(7) . ?
C45 C48 1.688(16) . ?

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
C5 C1 C2 118.2(3) . . ?
C5 C1 C6 121.9(3) . . ?
C2 C1 C6 119.9(3) . . ?
N6 C2 C1 122.4(3) . . ?
N6 C2 C9 117.1(3) . . ?
C1 C2 C9 120.6(2) . . ?
N6 C3 C4 124.1(3) . . ?
C5 C4 C3 118.7(3) . . ?
C4 C5 C1 119.0(3) . . ?
N3 C6 C7 121.2(2) . . ?
N3 C6 C1 119.7(2) . . ?
C7 C6 C1 119.1(2) . . ?
N4 C7 C6 121.4(2) . . ?
N4 C7 C8 117.9(2) . . ?
C6 C7 C8 120.7(2) . . ?
C12 C8 C9 118.4(3) . . ?
C12 C8 C7 121.6(2) . . ?
C9 C8 C7 120.0(2) . . ?
N5 C9 C8 122.0(3) . . ?
N5 C9 C2 118.3(2) . . ?
C8 C9 C2 119.7(2) . . ?
N5 C10 C11 123.7(3) . . ?
C12 C11 C10 118.4(3) . . ?
C11 C12 C8 119.3(3) . . ?
N4 C13 C14 121.7(2) . . ?
N4 C13 C21 117.9(2) . . ?
C14 C13 C21 120.5(2) . . ?
N3 C14 C13 121.1(2) . . ?
N3 C14 C15 119.8(2) . . ?
C13 C14 C15 119.1(2) . . ?
C16 C15 C19 118.6(2) . . ?
C16 C15 C14 121.1(2) . . ?
C19 C15 C14 120.3(2) . . ?
C17 C16 C15 119.8(3) . . ?
C16 C17 C18 116.8(3) . . ?
C16 C17 C33 122.2(3) . . ?
C18 C17 C33 121.0(3) . . ?
N2 C18 C17 125.2(3) . . ?
N2 C19 C15 122.0(3) . . ?
N2 C19 C20 117.9(2) . . ?
C15 C19 C20 120.1(2) . . ?
N1 C20 C21 121.8(3) . . ?
N1 C20 C19 118.7(2) . . ?
C21 C20 C19 119.6(2) . . ?
C22 C21 C20 118.7(2) . . ?
C22 C21 C13 120.8(2) . . ?
C20 C21 C13 120.5(2) . . ?
C23 C22 C21 120.3(3) . . ?
C22 C23 C24 116.6(3) . . ?
C22 C23 C27 121.6(3) . . ?
C24 C23 C27 121.7(3) . . ?
N1 C24 C23 124.9(3) . . ?
Cl1 C25 Cl2 111.45(18) . . ?
Cl3 C26 Cl4 112.2(2) . . ?
C24 N1 C20 117.8(2) . . ?
C18 N2 C19 117.7(2) . . ?
C6 N3 C14 117.3(2) . . ?
C7 N4 C13 117.3(2) . . ?
C10 N5 C9 118.2(2) . . ?
C3 N6 C2 117.6(3) . . ?
C29 C28 C27 120.8(3) . . ?
C32 C27 C28 117.9(3) . . ?
C32 C27 C23 122.1(3) . . ?
C28 C27 C23 120.0(3) . . ?
C34B C33 C40B 119.1(4) . . ?
C40A C33 C34A 112.9(7) . . ?
C34B C33 C17 121.7(4) . . ?
C40A C33 C17 124.1(6) . . ?
C40B C33 C17 119.1(4) . . ?
C34A C33 C17 122.2(5) . . ?
C28 C29 C30 121.5(3) . . ?
C31 C32 C27 120.7(3) . . ?
C32 C31 C30 121.8(3) . . ?
C29 C30 C31 117.3(3) . . ?
C29 C30 C45 123.6(4) . . ?
C31 C30 C45 119.1(4) . . ?
C39A C36 C35A 117.3(8) . . ?
C35B C36 C39B 115.2(5) . . ?
C39A C36 C41 121.2(9) . . ?
C35B C36 C41 123.8(6) . . ?
C35A C36 C41 121.2(6) . . ?
C39B C36 C41 121.0(5) . . ?
C42 C41 C43 118.8(8) . . ?
C42 C41 C36 115.0(5) . . ?
C43 C41 C36 113.2(6) . . ?
C42 C41 C44 96.4(9) . . ?
C43 C41 C44 104.2(10) . . ?
C36 C41 C44 106.1(8) . . ?
C39B C40B C33 119.5(5) . . ?
C40B C39B C36 120.3(5) . . ?
C33 C34B C35B 121.9(6) . . ?
C36 C35B C34B 123.9(7) . . ?
C33 C40A C39A 123.5(13) . . ?
C36 C39A C40A 124.1(13) . . ?
C34A C35A C36 119.9(9) . . ?
C35A C34A C33 121.3(9) . . ?
C47 C45 C30 117.7(8) . . ?
C47 C45 C46 113.9(7) . . ?
C30 C45 C46 112.0(4) . . ?
C47 C45 C48 100.5(9) . . ?
C30 C45 C48 106.1(6) . . ?
C46 C45 C48 104.6(8) . . ?

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.291 0.210 0.841 152 43 'C H2 Cl2'
2 0.709 0.790 0.159 152 43 'C H2 Cl2'
_platon_squeeze_details          
;
;
####################################################################### 
# 
# 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_Ru(tbp)2tpphzRu
_database_code_depnum_ccdc_archive 'CCDC 1037697'
_audit_update_record             
;
2015-02-27 deposited with the CCDC.
2015-03-26 downloaded from the CCDC.
;

_audit_creation_date             2015-02-27T16:39:01-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_chemical_name_common            Ru(tbp)2tpphzRu
_chemical_formula_moiety         'C116 H132 N14 Ru2, 4(F6 P), 5.5(C5 H12 O)'
_chemical_formula_sum            'C143.50 H198 F24 N14 O5.50 P4 Ru2'
_chemical_formula_weight         2989.17

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'I 2/a'
_symmetry_Int_Tables_number      15
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  '-I 2ya'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   19.8215(8)
_cell_length_b                   44.8370(12)
_cell_length_c                   19.8740(5)
_cell_angle_alpha                90
_cell_angle_beta                 106.727(3)
_cell_angle_gamma                90
_cell_volume                     16915.4(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6211
_cell_measurement_theta_min      3.752
_cell_measurement_theta_max      72.622

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_size_max          0.2754
_exptl_crystal_size_mid          0.1604
_exptl_crystal_size_min          0.1417
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_F_000             6260
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-9 -10 10 0.0793
4 8 -12 0.0714
-9 -16 -4 0.0685
0 2 -12 0.0723
-9 -5 -6 0.0537
-5 -5 12 0.0649
10 11 4 0.08
1 -28 -4 0.0898
8 -19 1 0.1098
-10 16 3 0.1003
12 4 1 0.0871
12 14 -4 0.0901
-6 13 -8 0.0951
-3 -28 3 0.0933
-10 -19 -1 0.0638
-12 2 8 0.0838
5 27 -1 0.132

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    2.45
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.91655
_exptl_absorpt_correction_T_max  1
_exptl_crystal_description       prism
_exptl_crystal_colour            red-orange

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 10.3385
_diffrn_orient_matrix_ub_11      -0.0237937
_diffrn_orient_matrix_ub_12      0.0309015
_diffrn_orient_matrix_ub_13      0.0182651
_diffrn_orient_matrix_ub_21      0.0127543
_diffrn_orient_matrix_ub_22      0.0129997
_diffrn_orient_matrix_ub_23      -0.0669941
_diffrn_orient_matrix_ub_31      -0.0766287
_diffrn_orient_matrix_ub_32      -0.007407
_diffrn_orient_matrix_ub_33      -0.0415685
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_av_unetI/netI     0.0605
_diffrn_reflns_number            26007
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -56
_diffrn_reflns_limit_k_max       52
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         7.48
_diffrn_reflns_theta_max         74.464
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_full 0.863
_diffrn_measured_fraction_theta_max 0.844
_diffrn_reflns_Laue_measured_fraction_full 0.863
_diffrn_reflns_Laue_measured_fraction_max 0.844
_diffrn_reflns_point_group_measured_fraction_full 0.863
_diffrn_reflns_point_group_measured_fraction_max 0.844
_reflns_number_total             14622
_reflns_number_gt                10025
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.1423P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         14622
_refine_ls_number_parameters     977
_refine_ls_number_restraints     46
_refine_ls_R_factor_all          0.0926
_refine_ls_R_factor_gt           0.0658
_refine_ls_wR_factor_ref         0.2178
_refine_ls_wR_factor_gt          0.1932
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.978
_refine_diff_density_min         -0.669
_refine_diff_density_rms         0.078

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru 0.0552 3.296 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1180(3) 0.80332(11) 0.9186(3) 0.0602(12) Uani 1 d . .
H1 H 0.1 0.8218 0.9007 0.072 Uiso 1 calc A 1
C3 C 0.1084(3) 0.75017(12) 0.9153(3) 0.0669(14) Uani 1 d . .
H3 H 0.085 0.7328 0.896 0.08 Uiso 1 calc B 1
C4 C 0.1769(2) 0.74851(10) 0.9601(2) 0.0480(9) Uani 1 d . .
C5 C 0.2139(2) 0.77545(10) 0.9793(2) 0.0474(9) Uani 1 d . .
C6 C 0.2137(2) 0.72070(9) 0.9831(2) 0.0436(8) Uani 1 d . .
C7 C 0.2130(2) 0.67016(9) 0.98722(18) 0.0387(7) Uani 1 d . .
C8 C 0.1737(2) 0.64208(9) 0.97733(19) 0.0415(8) Uani 1 d . .
C9 C 0.2119(2) 0.61558(8) 0.98842(17) 0.0362(7) Uani 1 d . .
C10 C 0.1009(2) 0.64051(10) 0.9564(2) 0.0463(9) Uani 1 d . .
H10 H 0.0738 0.6577 0.953 0.056 Uiso 1 calc C 1
C12 C 0.1109(2) 0.58739(10) 0.9569(2) 0.0445(8) Uani 1 d . .
H12 H 0.0885 0.569 0.9521 0.053 Uiso 1 calc D 1
C13 C 0.2732(2) 0.56543(9) 0.8577(2) 0.0442(8) Uani 1 d . .
H13 H 0.3014 0.5812 0.88 0.053 Uiso 1 calc . .
C14 C 0.2685(3) 0.55940(10) 0.7886(2) 0.0526(10) Uani 1 d . .
H14 H 0.2938 0.571 0.7655 0.063 Uiso 1 calc . .
C15 C 0.2264(3) 0.53630(10) 0.7525(2) 0.0515(10) Uani 1 d . .
C16 C 0.1873(3) 0.52071(10) 0.7896(2) 0.0490(9) Uani 1 d . .
H16 H 0.1563 0.5058 0.7673 0.059 Uiso 1 calc . .
C17 C 0.1946(2) 0.52741(9) 0.8593(2) 0.0429(8) Uani 1 d . .
C18 C 0.1574(2) 0.51099(10) 0.9029(2) 0.0444(8) Uani 1 d . .
C19 C 0.1085(3) 0.48902(12) 0.8775(2) 0.0555(11) Uani 1 d . .
H19 H 0.096 0.4842 0.83 0.067 Uiso 1 calc . .
C20 C 0.0775(3) 0.47391(13) 0.9219(3) 0.0631(13) Uani 1 d . .
C21 C 0.0978(3) 0.48252(14) 0.9919(3) 0.0674(15) Uani 1 d . .
H21 H 0.0789 0.473 1.024 0.081 Uiso 1 calc . .
C22 C 0.2238(3) 0.52926(13) 0.6761(3) 0.0659(13) Uani 1 d . .
C23 C 0.0233(4) 0.44958(17) 0.8944(4) 0.085(2) Uani 1 d . .
C24 C 0.1723(4) 0.50389(15) 0.6460(3) 0.085(2) Uani 1 d . .
H24A H 0.172 0.5 0.5984 0.128 Uiso 1 calc . .
H24B H 0.1258 0.5095 0.6469 0.128 Uiso 1 calc . .
H24C H 0.1867 0.4862 0.6737 0.128 Uiso 1 calc . .
C25 C 0.2030(4) 0.55713(15) 0.6317(3) 0.0840(19) Uani 1 d . .
H25A H 0.2015 0.5528 0.584 0.126 Uiso 1 calc . .
H25B H 0.2369 0.5726 0.6496 0.126 Uiso 1 calc . .
H25C H 0.1573 0.5637 0.6332 0.126 Uiso 1 calc . .
C26 C 0.2233(3) 0.82232(9) 1.1392(2) 0.0494(9) Uani 1 d . .
H26 H 0.2586 0.8082 1.1436 0.059 Uiso 1 calc . .
C27 C 0.1905(3) 0.82430(11) 1.1921(2) 0.0580(12) Uani 1 d . .
H27 H 0.2028 0.8112 1.23 0.07 Uiso 1 calc . .
C28 C 0.1399(3) 0.84567(11) 1.1883(3) 0.0589(11) Uani 1 d . .
C29 C 0.1225(3) 0.86387(11) 1.1293(3) 0.0568(11) Uani 1 d . .
H29 H 0.0884 0.8786 1.1247 0.068 Uiso 1 calc . .
C30 C 0.1556(3) 0.86032(10) 1.0769(2) 0.0509(10) Uani 1 d . .
C31 C 0.3616(3) 0.87849(10) 0.9885(2) 0.0486(9) Uani 1 d . .
C32 C 0.4120(3) 0.90059(11) 1.0038(2) 0.0548(10) Uani 1 d . .
H32 H 0.4354 0.9054 0.9709 0.066 Uiso 1 calc . .
C33 C 0.3415(3) 0.88472(10) 1.0956(2) 0.0506(10) Uani 1 d . .
H33 H 0.3179 0.8793 1.128 0.061 Uiso 1 calc . .
C34 C 0.3913(3) 0.90695(11) 1.1141(3) 0.0581(11) Uani 1 d . .
H34 H 0.4002 0.9162 1.1577 0.07 Uiso 1 calc . .
C35 C 0.1058(4) 0.85044(13) 1.2476(3) 0.0688(14) Uani 1 d . .
C36 C 0.1202(4) 0.82458(14) 1.2986(3) 0.0797(18) Uani 1 d . .
H36A H 0.1702 0.8221 1.318 0.119 Uiso 1 calc . .
H36B H 0.1002 0.8067 1.2744 0.119 Uiso 1 calc . .
H36C H 0.0995 0.8285 1.3358 0.119 Uiso 1 calc . .
C37 C 0.1367(5) 0.87978(14) 1.2869(4) 0.099(3) Uani 1 d . .
H37A H 0.1867 0.8776 1.3069 0.148 Uiso 1 calc . .
H37B H 0.1153 0.8836 1.3236 0.148 Uiso 1 calc . .
H37C H 0.1273 0.8961 1.2543 0.148 Uiso 1 calc . .
C40 C 0.2993(4) 0.5206(2) 0.6756(4) 0.097(2) Uani 1 d . .
H40A H 0.2995 0.5161 0.6284 0.145 Uiso 1 calc . .
H40B H 0.3146 0.5034 0.7049 0.145 Uiso 1 calc . .
H40C H 0.3308 0.5369 0.6933 0.145 Uiso 1 calc . .
C42 C 0.4837(4) 0.94057(16) 1.0844(4) 0.0791(18) Uani 1 d . .
C44 C 0.4285(3) 0.91575(11) 1.0672(3) 0.0574(11) Uani 1 d . .
C47 C 0.0276(5) 0.8539(2) 1.2169(4) 0.110(3) Uani 1 d . .
H47A H 0.018 0.8703 1.1842 0.165 Uiso 1 calc . .
H47B H 0.0065 0.8578 1.2538 0.165 Uiso 1 calc . .
H47C H 0.0081 0.8359 1.1929 0.165 Uiso 1 calc . .
N1 N 0.1765(2) 0.51951(8) 0.97122(17) 0.0441(7) Uani 1 d . .
N2 N 0.23847(17) 0.54930(7) 0.89400(17) 0.0393(7) Uani 1 d . .
N3 N 0.2067(2) 0.83972(7) 1.08232(18) 0.0447(7) Uani 1 d . .
N4 N 0.18071(18) 0.58823(7) 0.97862(16) 0.0405(7) Uani 1 d . .
N5 N 0.1840(2) 0.80257(8) 0.96106(18) 0.0455(7) Uani 1 d . .
N6 N 0.17673(19) 0.69533(7) 0.96990(17) 0.0417(7) Uani 1 d . .
N7 N 0.3249(2) 0.87039(8) 1.03395(17) 0.0445(7) Uani 1 d . .
P2 P 0.12420(11) 0.85777(4) 0.69180(11) 0.0867(5) Uani 1 d . .
Ru1 Ru 0.25 0.55276(2) 1 0.04061(14) Uani 1 d . .
Ru2 Ru 0.25 0.83762(2) 1 0.04276(14) Uani 1 d . .
C49 C 0.1462(3) 0.50523(11) 1.0138(2) 0.0545(10) Uani 1 d . .
H49 H 0.1582 0.5109 1.0607 0.065 Uiso 1 calc . .
C2A C 0.0740(13) 0.7783(5) 0.8991(12) 0.083(7) Uani 0.616(4) d E 1
H2A H 0.0259 0.78 0.8772 0.099 Uiso 0.616(4) calc E 1
C11A C 0.0696(9) 0.6133(3) 0.9410(18) 0.055(7) Uani 0.616(4) d E 1
P1B P -0.01347(17) 0.54832(7) 0.6960(2) 0.0852(9) Uani 0.616(4) d E 1
F4B F -0.0687(5) 0.5386(2) 0.6250(5) 0.136(3) Uani 0.616(4) d E 1
F1B F 0.0444(5) 0.5569(3) 0.7696(6) 0.111(3) Uani 0.616(4) d E 1
F3B F -0.0533(6) 0.57817(19) 0.7001(6) 0.130(3) Uani 0.616(4) d E 1
F6B F 0.0283(5) 0.51722(18) 0.7015(5) 0.127(3) Uani 0.616(4) d E 1
F2B F -0.0589(7) 0.5330(3) 0.7377(7) 0.131(4) Uani 0.616(4) d E 1
F5B F 0.0319(7) 0.5652(2) 0.6524(6) 0.162(5) Uani 0.616(4) d E 1
C60B C -0.0097(5) 0.61153(18) 0.9190(4) 0.061(2) Uani 0.616(4) d E 1
C62B C -0.1117(7) 0.5842(3) 0.8506(6) 0.093(4) Uani 0.616(4) d E 1
H62 H -0.1284 0.5687 0.819 0.112 Uiso 0.616(4) calc E 1
C61B C -0.0389(5) 0.5892(2) 0.8713(4) 0.071(2) Uani 0.616(4) d E 1
H61 H -0.0099 0.5774 0.8529 0.085 Uiso 0.616(4) calc E 1
C63B C -0.1576(7) 0.5991(3) 0.8711(8) 0.148(8) Uani 0.616(4) d E 1
C64B C -0.0524(6) 0.6288(2) 0.9459(7) 0.106(5) Uani 0.616(4) d E 1
H64 H -0.0336 0.6438 0.978 0.127 Uiso 0.616(4) calc E 1
C65B C -0.1260(10) 0.6233(5) 0.9239(13) 0.217(14) Uani 0.616(4) d E 1
H65 H -0.1555 0.6349 0.9423 0.261 Uiso 0.616(4) calc E 1
C66B C -0.2329(8) 0.5919(4) 0.8481(9) 0.173(9) Uani 0.616(4) d E 1
C68B C -0.2792(12) 0.6175(5) 0.8381(16) 0.30(2) Uani 0.616(4) d E 1
H68A H -0.2684 0.6309 0.8051 0.453 Uiso 0.616(4) calc E 1
H68B H -0.2728 0.6275 0.8822 0.453 Uiso 0.616(4) calc E 1
H68C H -0.3272 0.611 0.8204 0.453 Uiso 0.616(4) calc E 1
C67B C -0.2555(13) 0.5712(6) 0.7891(13) 0.257(16) Uani 0.616(4) d E 1
H67A H -0.2215 0.5555 0.7946 0.385 Uiso 0.616(4) calc E 1
H67B H -0.2594 0.5817 0.746 0.385 Uiso 0.616(4) calc E 1
H67C H -0.3004 0.5629 0.788 0.385 Uiso 0.616(4) calc E 1
C69B C -0.2442(10) 0.5736(6) 0.9062(13) 0.32(2) Uani 0.616(4) d E 1
H69A H -0.2098 0.5579 0.9175 0.479 Uiso 0.616(4) calc E 1
H69B H -0.2906 0.5651 0.8918 0.479 Uiso 0.616(4) calc E 1
H69C H -0.2394 0.5859 0.9468 0.479 Uiso 0.616(4) calc E 1
C48 C -0.0423(6) 0.4651(4) 0.8287(6) 0.100(4) Uani 0.616(4) d E 1
H48A H -0.0651 0.4805 0.8478 0.149 Uiso 0.616(4) calc E 1
H48B H -0.0761 0.4501 0.8072 0.149 Uiso 0.616(4) calc E 1
H48C H -0.0227 0.4736 0.794 0.149 Uiso 0.616(4) calc E 1
C38 C -0.0126(8) 0.4402(3) 0.9459(7) 0.084(3) Uani 0.616(4) d E 1
H38A H -0.0303 0.4574 0.964 0.126 Uiso 0.616(4) calc E 1
H38B H 0.02 0.4298 0.9838 0.126 Uiso 0.616(4) calc E 1
H38C H -0.0511 0.4272 0.9236 0.126 Uiso 0.616(4) calc E 1
C39 C 0.0525(8) 0.4275(3) 0.8587(7) 0.091(4) Uani 0.616(4) d E 1
H39A H 0.0729 0.4371 0.826 0.137 Uiso 0.616(4) calc E 1
H39B H 0.0159 0.4141 0.8337 0.137 Uiso 0.616(4) calc E 1
H39C H 0.0881 0.4164 0.8923 0.137 Uiso 0.616(4) calc E 1
C2B C 0.0861(15) 0.7763(8) 0.8862(12) 0.046(5) Uani 0.384(4) d E 2
C11B C 0.0675(8) 0.6125(2) 0.950(3) 0.033(5) Uani 0.384(4) d E 2
H11B H 0.019 0.6108 0.942 0.039 Uiso 0.384(4) calc E 2
C60A C 0.0036(7) 0.8004(3) 0.7778(7) 0.055(3) Uani 0.384(4) d E 2
H60A H 0.0352 0.8162 0.7849 0.066 Uiso 0.384(4) calc E 2
C61A C 0.0147(6) 0.7767(2) 0.8274(5) 0.044(2) Uani 0.384(4) d E 2
C62A C -0.0355(8) 0.7550(3) 0.8169(8) 0.066(3) Uani 0.384(4) d E 2
H62A H -0.0294 0.7397 0.8498 0.079 Uiso 0.384(4) calc E 2
C63A C -0.0974(9) 0.7548(4) 0.7574(10) 0.084(5) Uani 0.384(4) d E 2
H63A H -0.1302 0.7395 0.7512 0.101 Uiso 0.384(4) calc E 2
C64A C -0.0537(9) 0.7998(3) 0.7201(8) 0.069(4) Uani 0.384(4) d E 2
H64A H -0.0582 0.8145 0.6859 0.083 Uiso 0.384(4) calc E 2
C65A C -0.1064(8) 0.7776(4) 0.7104(9) 0.080(5) Uani 0.384(4) d E 2
C66A C -0.1769(14) 0.7788(6) 0.6479(19) 0.156(14) Uani 0.384(4) d E 2
C67A C -0.1761(19) 0.8046(6) 0.5993(17) 0.19(2) Uani 0.384(4) d E 2
H67D H -0.2198 0.8051 0.5625 0.281 Uiso 0.384(4) calc E 2
H67E H -0.1379 0.8021 0.5792 0.281 Uiso 0.384(4) calc E 2
H67F H -0.1702 0.8229 0.6253 0.281 Uiso 0.384(4) calc E 2
C68A C -0.187(2) 0.7495(7) 0.6151(19) 0.23(3) Uani 0.384(4) d E 2
H68D H -0.187 0.7347 0.6497 0.349 Uiso 0.384(4) calc E 2
H68E H -0.1491 0.7456 0.595 0.349 Uiso 0.384(4) calc E 2
H68F H -0.2309 0.7491 0.5788 0.349 Uiso 0.384(4) calc E 2
C69A C -0.243(4) 0.7898(15) 0.676(3) 0.30(3) Uani 0.384(4) d E 2
H69D H -0.2502 0.7758 0.7093 0.448 Uiso 0.384(4) calc E 2
H69E H -0.2847 0.7911 0.6365 0.448 Uiso 0.384(4) calc E 2
H69F H -0.2324 0.8091 0.6972 0.448 Uiso 0.384(4) calc E 2
C38A C 0.0564(11) 0.4181(4) 0.9434(10) 0.093(6) Uani 0.384(4) d E 2
H38D H 0.0997 0.4123 0.9347 0.14 Uiso 0.384(4) calc E 2
H38E H 0.0228 0.4021 0.9301 0.14 Uiso 0.384(4) calc E 2
H38F H 0.0648 0.4224 0.9924 0.14 Uiso 0.384(4) calc E 2
C39A C 0.0144(10) 0.4390(4) 0.8209(8) 0.075(5) Uani 0.384(4) d E 2
H39D H 0.0596 0.4381 0.8123 0.112 Uiso 0.384(4) calc E 2
H39E H -0.0155 0.4526 0.7884 0.112 Uiso 0.384(4) calc E 2
H39F H -0.0066 0.4195 0.815 0.112 Uiso 0.384(4) calc E 2
C48A C -0.0401(9) 0.4541(6) 0.9169(10) 0.083(6) Uani 0.384(4) d E 2
H48D H -0.0271 0.4618 0.964 0.125 Uiso 0.384(4) calc E 2
H48E H -0.0643 0.4355 0.9155 0.125 Uiso 0.384(4) calc E 2
H48F H -0.0706 0.4681 0.886 0.125 Uiso 0.384(4) calc E 2
P1A P -0.0464(4) 0.54189(17) 0.8073(4) 0.112(2) Uani 0.384(4) d E 2
F1A F -0.0066(9) 0.5324(4) 0.8824(7) 0.126(5) Uani 0.384(4) d E 2
F2A F -0.0312(9) 0.5125(4) 0.7761(8) 0.126(5) Uani 0.384(4) d E 2
F4A F -0.1193(11) 0.5259(5) 0.8223(12) 0.187(8) Uani 0.384(4) d E 2
F3A F 0.0256(17) 0.5578(7) 0.8001(18) 0.203(13) Uani 0.384(4) d E 2
F5A F -0.0616(16) 0.5706(7) 0.8397(18) 0.283(19) Uani 0.384(4) d E 2
F6A F -0.095(2) 0.5497(7) 0.7297(16) 0.28(2) Uani 0.384(4) d E 2
F10B F 0.0710(18) 0.8362(6) 0.6305(16) 0.209(15) Uani 0.49(3) d F 1
F12B F 0.1299(7) 0.8378(4) 0.7663(9) 0.102(4) Uani 0.49(3) d F 1
F8B F 0.0593(12) 0.8650(7) 0.709(2) 0.228(17) Uani 0.49(3) d F 1
F10A F 0.0551(8) 0.8457(4) 0.6530(11) 0.108(5) Uani 0.51(3) d F 2
F12A F 0.1370(7) 0.8284(3) 0.7323(9) 0.094(4) Uani 0.51(3) d F 2
F8A F 0.0866(13) 0.8816(4) 0.7307(6) 0.162(9) Uani 0.51(3) d F 2
C80 C 0.5000(16) 0.9506(5) 1.1601(10) 0.100(9) Uani 0.46(3) d G 1
H80A H 0.457 0.9554 1.1706 0.15 Uiso 0.46(3) calc G 1
H80B H 0.5297 0.9679 1.1671 0.15 Uiso 0.46(3) calc G 1
H80C H 0.5239 0.9349 1.1905 0.15 Uiso 0.46(3) calc G 1
C81 C 0.5469(14) 0.9318(8) 1.061(2) 0.141(16) Uani 0.46(3) d G 1
H81A H 0.5318 0.9261 1.0122 0.211 Uiso 0.46(3) calc G 1
H81B H 0.5705 0.9153 1.0886 0.211 Uiso 0.46(3) calc G 1
H81C H 0.5787 0.9484 1.0668 0.211 Uiso 0.46(3) calc G 1
C82 C 0.4509(13) 0.9674(4) 1.0348(14) 0.109(9) Uani 0.46(3) d G 1
H82A H 0.4396 0.9611 0.9867 0.163 Uiso 0.46(3) calc G 1
H82B H 0.4842 0.9835 1.0426 0.163 Uiso 0.46(3) calc G 1
H82C H 0.4087 0.974 1.0449 0.163 Uiso 0.46(3) calc G 1
C82A C 0.4465(13) 0.9697(4) 1.099(2) 0.17(2) Uani 0.54(3) d G 2
H82D H 0.4271 0.9665 1.1371 0.256 Uiso 0.54(3) calc G 2
H82E H 0.4094 0.975 1.0574 0.256 Uiso 0.54(3) calc G 2
H82F H 0.4803 0.9857 1.1103 0.256 Uiso 0.54(3) calc G 2
C80A C 0.5367(15) 0.9332(8) 1.1498(13) 0.146(14) Uani 0.54(3) d G 2
H80D H 0.514 0.9285 1.1852 0.218 Uiso 0.54(3) calc G 2
H80E H 0.5677 0.9499 1.1649 0.218 Uiso 0.54(3) calc G 2
H80F H 0.5635 0.9163 1.1426 0.218 Uiso 0.54(3) calc G 2
C81A C 0.5083(15) 0.9485(6) 1.0216(12) 0.125(10) Uani 0.54(3) d G 2
H81D H 0.5428 0.9641 1.0342 0.187 Uiso 0.54(3) calc G 2
H81E H 0.4689 0.9552 0.984 0.187 Uiso 0.54(3) calc G 2
H81F H 0.5288 0.9313 1.0066 0.187 Uiso 0.54(3) calc G 2
F7 F 0.1858(3) 0.87412(10) 0.7454(3) 0.1139(16) Uani 1 d . .
F11 F 0.1738(5) 0.83973(18) 0.6624(4) 0.182(3) Uani 1 d . .
F9 F 0.1154(3) 0.88197(11) 0.6328(3) 0.1212(18) Uani 1 d . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C1 N5 1.338(7) . ?
C1 C2A 1.41(3) . ?
C1 C2B 1.43(4) . ?
C3 C2B 1.33(3) . ?
C3 C4 1.395(7) . ?
C3 C2A 1.43(2) . ?
C4 C5 1.407(6) . ?
C4 C6 1.451(6) . ?
C5 N5 1.355(5) . ?
C5 C5 1.432(10) 2_557 ?
C6 N6 1.338(5) . ?
C6 C6 1.401(9) 2_557 ?
C7 N6 1.329(5) . ?
C7 C7 1.409(8) 2_557 ?
C7 C8 1.464(5) . ?
C8 C10 1.384(6) . ?
C8 C9 1.392(5) . ?
C9 N4 1.362(5) . ?
C9 C9 1.447(8) 2_557 ?
C10 C11A 1.361(17) . ?
C10 C11B 1.408(10) . ?
C12 N4 1.326(6) . ?
C12 C11B 1.400(10) . ?
C12 C11A 1.405(15) . ?
C13 N2 1.343(5) . ?
C13 C14 1.377(6) . ?
C14 C15 1.392(7) . ?
C15 C16 1.402(6) . ?
C15 C22 1.536(7) . ?
C16 C17 1.384(6) . ?
C17 N2 1.359(5) . ?
C17 C18 1.484(6) . ?
C18 N1 1.355(5) . ?
C18 C19 1.372(6) . ?
C19 C20 1.388(7) . ?
C20 C21 1.387(7) . ?
C20 C23 1.518(7) . ?
C21 C49 1.380(7) . ?
C22 C25 1.518(8) . ?
C22 C24 1.531(8) . ?
C22 C40 1.549(9) . ?
C23 C39 1.434(14) . ?
C23 C48A 1.466(19) . ?
C23 C38 1.467(13) . ?
C23 C39A 1.496(15) . ?
C23 C48 1.705(14) . ?
C23 C38A 1.733(19) . ?
C26 N3 1.334(5) . ?
C26 C27 1.388(6) . ?
C27 C28 1.374(7) . ?
C28 C29 1.388(7) . ?
C28 C35 1.534(7) . ?
C29 C30 1.390(6) . ?
C30 N3 1.351(6) . ?
C30 C31 1.488(6) 2_557 ?
C31 N7 1.362(5) . ?
C31 C32 1.376(7) . ?
C31 C30 1.488(6) 2_557 ?
C32 C44 1.386(6) . ?
C33 N7 1.339(5) . ?
C33 C34 1.376(7) . ?
C34 C44 1.401(7) . ?
C35 C47 1.502(11) . ?
C35 C36 1.513(8) . ?
C35 C37 1.563(9) . ?
C42 C80A 1.46(2) . ?
C42 C81A 1.51(2) . ?
C42 C81 1.51(2) . ?
C42 C80 1.513(18) . ?
C42 C44 1.528(8) . ?
C42 C82A 1.566(18) . ?
C42 C82 1.57(2) . ?
N1 C49 1.334(6) . ?
N1 Ru1 2.048(4) . ?
N2 Ru1 2.058(3) . ?
N3 Ru2 2.057(4) . ?
N4 Ru1 2.064(4) . ?
N5 Ru2 2.048(4) . ?
N7 Ru2 2.060(4) . ?
P2 F8B 1.459(16) . ?
P2 F10A 1.468(16) . ?
P2 F11 1.515(8) . ?
P2 F12A 1.526(10) . ?
P2 F7 1.555(6) . ?
P2 F9 1.570(4) . ?
P2 F8A 1.621(14) . ?
P2 F10B 1.67(3) . ?
P2 F12B 1.705(13) . ?
Ru1 N1 2.047(4) 2_557 ?
Ru1 N2 2.058(3) 2_557 ?
Ru1 N4 2.064(4) 2_557 ?
Ru2 N5 2.048(4) 2_557 ?
Ru2 N3 2.057(4) 2_557 ?
Ru2 N7 2.060(4) 2_557 ?
C11A C60B 1.507(19) . ?
P1B F2B 1.550(11) . ?
P1B F3B 1.568(9) . ?
P1B F4B 1.578(9) . ?
P1B F5B 1.606(8) . ?
P1B F6B 1.610(8) . ?
P1B F1B 1.623(12) . ?
C60B C64B 1.363(14) . ?
C60B C61B 1.388(13) . ?
C62B C63B 1.29(2) . ?
C62B C61B 1.400(16) . ?
C63B C66B 1.465(9) . ?
C63B C65B 1.52(3) . ?
C64B C65B 1.42(2) . ?
C66B C68B 1.446(9) . ?
C66B C67B 1.460(9) . ?
C66B C69B 1.487(9) . ?
C2B C61A 1.55(3) . ?
C60A C64A 1.363(19) . ?
C60A C61A 1.421(15) . ?
C61A C62A 1.363(19) . ?
C62A C63A 1.44(2) . ?
C63A C65A 1.36(2) . ?
C64A C65A 1.42(2) . ?
C65A C66A 1.58(2) . ?
C66A C68A 1.45(4) . ?
C66A C67A 1.51(4) . ?
C66A C69A 1.63(7) . ?
P1A F5A 1.51(2) . ?
P1A F2A 1.524(17) . ?
P1A F1A 1.535(17) . ?
P1A F6A 1.61(2) . ?
P1A F3A 1.64(2) . ?
P1A F4A 1.71(2) . ?

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
N5 C1 C2A 124.8(11) . . ?
N5 C1 C2B 119.3(12) . . ?
C2B C3 C4 117.8(14) . . ?
C4 C3 C2A 120.4(12) . . ?
C3 C4 C5 117.5(4) . . ?
C3 C4 C6 123.8(4) . . ?
C5 C4 C6 118.5(4) . . ?
N5 C5 C4 123.0(4) . . ?
N5 C5 C5 116.2(3) . 2_557 ?
C4 C5 C5 120.8(3) . 2_557 ?
N6 C6 C6 121.5(2) . 2_557 ?
N6 C6 C4 118.1(4) . . ?
C6 C6 C4 120.3(3) 2_557 . ?
N6 C7 C7 121.5(2) . 2_557 ?
N6 C7 C8 118.0(4) . . ?
C7 C7 C8 120.5(2) 2_557 . ?
C10 C8 C9 118.5(4) . . ?
C10 C8 C7 123.6(4) . . ?
C9 C8 C7 117.9(4) . . ?
N4 C9 C8 122.8(4) . . ?
N4 C9 C9 115.8(2) . 2_557 ?
C8 C9 C9 121.4(2) . 2_557 ?
C11A C10 C8 118.7(7) . . ?
C8 C10 C11B 119.7(7) . . ?
N4 C12 C11B 124.3(7) . . ?
N4 C12 C11A 122.4(7) . . ?
N2 C13 C14 122.2(4) . . ?
C13 C14 C15 121.2(4) . . ?
C14 C15 C16 116.1(4) . . ?
C14 C15 C22 120.4(4) . . ?
C16 C15 C22 123.5(4) . . ?
C17 C16 C15 120.3(4) . . ?
N2 C17 C16 122.1(4) . . ?
N2 C17 C18 114.5(3) . . ?
C16 C17 C18 123.3(4) . . ?
N1 C18 C19 122.3(4) . . ?
N1 C18 C17 113.7(4) . . ?
C19 C18 C17 124.0(4) . . ?
C18 C19 C20 120.8(4) . . ?
C21 C20 C19 116.6(5) . . ?
C21 C20 C23 122.2(5) . . ?
C19 C20 C23 121.2(5) . . ?
C49 C21 C20 119.8(5) . . ?
C25 C22 C24 110.2(5) . . ?
C25 C22 C15 109.4(5) . . ?
C24 C22 C15 111.6(4) . . ?
C25 C22 C40 107.7(6) . . ?
C24 C22 C40 110.4(6) . . ?
C15 C22 C40 107.5(5) . . ?
C39 C23 C38 119.5(9) . . ?
C48A C23 C39A 118.2(11) . . ?
C39 C23 C20 109.3(7) . . ?
C48A C23 C20 111.7(9) . . ?
C38 C23 C20 112.9(7) . . ?
C39A C23 C20 116.9(8) . . ?
C39 C23 C48 103.4(9) . . ?
C38 C23 C48 103.6(9) . . ?
C20 C23 C48 106.7(7) . . ?
C48A C23 C38A 99.3(13) . . ?
C39A C23 C38A 102.1(12) . . ?
C20 C23 C38A 105.6(8) . . ?
N3 C26 C27 123.3(4) . . ?
C28 C27 C26 119.7(4) . . ?
C27 C28 C29 117.2(4) . . ?
C27 C28 C35 122.1(5) . . ?
C29 C28 C35 120.6(5) . . ?
C28 C29 C30 120.6(5) . . ?
N3 C30 C29 121.5(4) . . ?
N3 C30 C31 115.0(4) . 2_557 ?
C29 C30 C31 123.5(4) . 2_557 ?
N7 C31 C32 122.4(4) . . ?
N7 C31 C30 113.6(4) . 2_557 ?
C32 C31 C30 123.9(4) . 2_557 ?
C31 C32 C44 121.4(4) . . ?
N7 C33 C34 124.0(4) . . ?
C33 C34 C44 120.1(4) . . ?
C47 C35 C36 109.1(6) . . ?
C47 C35 C28 109.6(5) . . ?
C36 C35 C28 111.6(5) . . ?
C47 C35 C37 109.1(6) . . ?
C36 C35 C37 109.8(5) . . ?
C28 C35 C37 107.7(5) . . ?
C80A C42 C81A 118.1(16) . . ?
C81 C42 C80 115.2(15) . . ?
C80A C42 C44 108.7(10) . . ?
C81A C42 C44 111.6(8) . . ?
C81 C42 C44 110.2(9) . . ?
C80 C42 C44 111.9(9) . . ?
C80A C42 C82A 106.5(18) . . ?
C81A C42 C82A 103.5(17) . . ?
C44 C42 C82A 107.8(9) . . ?
C81 C42 C82 103.7(18) . . ?
C80 C42 C82 109.1(13) . . ?
C44 C42 C82 106.1(9) . . ?
C32 C44 C34 115.7(5) . . ?
C32 C44 C42 121.8(5) . . ?
C34 C44 C42 122.5(5) . . ?
C49 N1 C18 116.9(4) . . ?
C49 N1 Ru1 125.9(3) . . ?
C18 N1 Ru1 117.2(3) . . ?
C13 N2 C17 117.9(3) . . ?
C13 N2 Ru1 125.9(3) . . ?
C17 N2 Ru1 116.1(3) . . ?
C26 N3 C30 117.7(4) . . ?
C26 N3 Ru2 126.1(3) . . ?
C30 N3 Ru2 116.3(3) . . ?
C12 N4 C9 117.4(4) . . ?
C12 N4 Ru1 128.0(3) . . ?
C9 N4 Ru1 114.6(3) . . ?
C1 N5 C5 117.6(4) . . ?
C1 N5 Ru2 128.4(3) . . ?
C5 N5 Ru2 113.9(3) . . ?
C7 N6 C6 116.5(4) . . ?
C33 N7 C31 116.3(4) . . ?
C33 N7 Ru2 127.3(3) . . ?
C31 N7 Ru2 116.4(3) . . ?
F8B P2 F11 157.4(17) . . ?
F10A P2 F11 102.2(7) . . ?
F10A P2 F12A 87.0(9) . . ?
F11 P2 F12A 73.4(8) . . ?
F8B P2 F7 107.9(19) . . ?
F10A P2 F7 164.6(7) . . ?
F11 P2 F7 92.7(4) . . ?
F12A P2 F7 93.8(6) . . ?
F8B P2 F9 96.0(8) . . ?
F10A P2 F9 88.6(9) . . ?
F11 P2 F9 91.5(4) . . ?
F12A P2 F9 163.0(8) . . ?
F7 P2 F9 94.7(3) . . ?
F10A P2 F8A 90.3(10) . . ?
F11 P2 F8A 167.1(10) . . ?
F12A P2 F8A 110.3(13) . . ?
F7 P2 F8A 75.0(8) . . ?
F9 P2 F8A 86.1(7) . . ?
F8B P2 F10B 83.4(16) . . ?
F11 P2 F10B 75.7(15) . . ?
F7 P2 F10B 168.4(16) . . ?
F9 P2 F10B 86.8(8) . . ?
F8B P2 F12B 76.0(10) . . ?
F11 P2 F12B 99.5(8) . . ?
F7 P2 F12B 79.1(6) . . ?
F9 P2 F12B 167.5(8) . . ?
F10B P2 F12B 101.5(11) . . ?
N1 Ru1 N1 86.5(2) 2_557 . ?
N1 Ru1 N2 78.39(13) 2_557 2_557 ?
N1 Ru1 N2 95.25(12) . 2_557 ?
N1 Ru1 N2 95.25(12) 2_557 . ?
N1 Ru1 N2 78.39(13) . . ?
N2 Ru1 N2 171.35(18) 2_557 . ?
N1 Ru1 N4 97.23(14) 2_557 2_557 ?
N1 Ru1 N4 175.09(13) . 2_557 ?
N2 Ru1 N4 88.63(12) 2_557 2_557 ?
N2 Ru1 N4 98.06(13) . 2_557 ?
N1 Ru1 N4 175.09(13) 2_557 . ?
N1 Ru1 N4 97.23(14) . . ?
N2 Ru1 N4 98.06(12) 2_557 . ?
N2 Ru1 N4 88.63(12) . . ?
N4 Ru1 N4 79.21(19) 2_557 . ?
N5 Ru2 N5 79.8(2) 2_557 . ?
N5 Ru2 N3 95.85(14) 2_557 . ?
N5 Ru2 N3 88.19(15) . . ?
N5 Ru2 N3 88.19(14) 2_557 2_557 ?
N5 Ru2 N3 95.84(14) . 2_557 ?
N3 Ru2 N3 174.75(19) . 2_557 ?
N5 Ru2 N7 173.04(14) 2_557 2_557 ?
N5 Ru2 N7 95.85(14) . 2_557 ?
N3 Ru2 N7 78.52(13) . 2_557 ?
N3 Ru2 N7 97.68(13) 2_557 2_557 ?
N5 Ru2 N7 95.85(14) 2_557 . ?
N5 Ru2 N7 173.04(14) . . ?
N3 Ru2 N7 97.68(13) . . ?
N3 Ru2 N7 78.52(13) 2_557 . ?
N7 Ru2 N7 89.0(2) 2_557 . ?
N1 C49 C21 123.6(4) . . ?
C1 C2A C3 115.2(18) . . ?
C10 C11A C12 119.5(14) . . ?
C10 C11A C60B 118.8(10) . . ?
C12 C11A C60B 120.8(10) . . ?
F2B P1B F3B 88.5(6) . . ?
F2B P1B F4B 89.7(7) . . ?
F3B P1B F4B 93.0(6) . . ?
F2B P1B F5B 178.1(8) . . ?
F3B P1B F5B 89.7(6) . . ?
F4B P1B F5B 89.9(6) . . ?
F2B P1B F6B 86.9(7) . . ?
F3B P1B F6B 173.3(6) . . ?
F4B P1B F6B 91.8(5) . . ?
F5B P1B F6B 95.0(6) . . ?
F2B P1B F1B 89.6(7) . . ?
F3B P1B F1B 89.2(6) . . ?
F4B P1B F1B 177.7(6) . . ?
F5B P1B F1B 90.8(6) . . ?
F6B P1B F1B 85.9(5) . . ?
C64B C60B C61B 119.6(10) . . ?
C64B C60B C11A 124.7(13) . . ?
C61B C60B C11A 115.6(11) . . ?
C63B C62B C61B 126.1(13) . . ?
C60B C61B C62B 120.5(11) . . ?
C62B C63B C66B 122.6(13) . . ?
C62B C63B C65B 113.7(12) . . ?
C66B C63B C65B 123.6(14) . . ?
C60B C64B C65B 118.8(15) . . ?
C64B C65B C63B 121.3(16) . . ?
C68B C66B C67B 111.0(12) . . ?
C68B C66B C63B 114.8(12) . . ?
C67B C66B C63B 116.0(12) . . ?
C68B C66B C69B 108.3(13) . . ?
C67B C66B C69B 101.0(11) . . ?
C63B C66B C69B 104.2(9) . . ?
C3 C2B C1 120.2(19) . . ?
C3 C2B C61A 117(2) . . ?
C1 C2B C61A 121(2) . . ?
C12 C11B C10 116.6(10) . . ?
C64A C60A C61A 119.8(12) . . ?
C62A C61A C60A 117.8(11) . . ?
C62A C61A C2B 125.0(15) . . ?
C60A C61A C2B 117.1(14) . . ?
C61A C62A C63A 122.9(13) . . ?
C65A C63A C62A 118.1(15) . . ?
C60A C64A C65A 122.0(13) . . ?
C63A C65A C64A 119.3(12) . . ?
C63A C65A C66A 118.4(18) . . ?
C64A C65A C66A 122.3(16) . . ?
C68A C66A C67A 115(4) . . ?
C68A C66A C65A 107(2) . . ?
C67A C66A C65A 111(2) . . ?
C68A C66A C69A 114(4) . . ?
C67A C66A C69A 98(3) . . ?
C65A C66A C69A 111(4) . . ?
F5A P1A F2A 178.6(19) . . ?
F5A P1A F1A 86.1(15) . . ?
F2A P1A F1A 92.7(10) . . ?
F5A P1A F6A 95(2) . . ?
F2A P1A F6A 86.2(14) . . ?
F1A P1A F6A 173.6(19) . . ?
F5A P1A F3A 87.2(18) . . ?
F2A P1A F3A 93.5(14) . . ?
F1A P1A F3A 89.3(15) . . ?
F6A P1A F3A 97(2) . . ?
F5A P1A F4A 90.0(16) . . ?
F2A P1A F4A 89.2(10) . . ?
F1A P1A F4A 86.4(11) . . ?
F6A P1A F4A 87.2(19) . . ?
F3A P1A F4A 175.1(15) . . ?

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.213 0.250 0.065 2714 379 '11 (CH3)3COCH3'
2 -0.230 0.750 0.403 2714 379 '11 (CH3)3COCH3'
3 0.090 0.141 0.400 10 0 ' '
4 0.090 0.359 0.900 10 0 ' '
5 0.250 0.133 0.500 25 1 ' '
6 0.250 0.367 1.000 26 1 ' '
7 0.410 0.141 0.600 10 0 ' '
8 0.410 0.359 0.100 10 0 ' '
9 0.590 0.641 0.900 10 0 ' '
10 0.590 0.859 0.400 10 0 ' '
11 0.750 0.633 1.000 25 1 ' '
12 0.750 0.867 0.500 26 1 ' '
13 0.910 0.641 0.100 10 0 ' '
14 0.910 0.859 0.600 10 0 ' '
_platon_squeeze_details          
;
;
####################################################################### 
# 
# 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_Ru(tbp)2phen
_database_code_depnum_ccdc_archive 'CCDC 1043862'
_audit_update_record             
;
2015-02-27 deposited with the CCDC.
2015-03-26 downloaded from the CCDC.
;

_audit_creation_date             2015-02-27T17:24:48-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_chemical_name_common            Ru(tbp)2phen
_chemical_formula_moiety         'C68 H80 N6 Ru, 2(F6 P),3.5(C2 H3 N)'
_chemical_formula_sum            'C75 H90.50 F12 N9.50 P2 Ru'
_chemical_formula_weight         1516.07

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   15.7991(4)
_cell_length_b                   16.8342(4)
_cell_length_c                   16.8521(5)
_cell_angle_alpha                104.461(2)
_cell_angle_beta                 116.670(3)
_cell_angle_gamma                92.680(2)
_cell_volume                     3812.4(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    19703
_cell_measurement_theta_min      3.221
_cell_measurement_theta_max      76.323

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_size_max          0.2341
_exptl_crystal_size_mid          0.1185
_exptl_crystal_size_min          0.0612
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_F_000             1578
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2 8 -9 0.0192
-2 -8 9 0.042
-1 4 8 0.087
7 -8 -4 0.0759
8 -1 3 0.0528
-9 1 1 0.0418

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    2.711
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.8329
_exptl_absorpt_correction_T_max  1
_exptl_crystal_description       fragment
_exptl_crystal_colour            red

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      180(2)
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 10.3385
_diffrn_orient_matrix_ub_11      -0.0458088
_diffrn_orient_matrix_ub_12      -0.0581095
_diffrn_orient_matrix_ub_13      -0.1009691
_diffrn_orient_matrix_ub_21      -0.0398621
_diffrn_orient_matrix_ub_22      -0.0673606
_diffrn_orient_matrix_ub_23      0.0280393
_diffrn_orient_matrix_ub_31      -0.0929233
_diffrn_orient_matrix_ub_32      0.0364661
_diffrn_orient_matrix_ub_33      -0.0233163
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_unetI/netI     0.0527
_diffrn_reflns_number            42405
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         7.407
_diffrn_reflns_theta_max         74.493
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_reflns_number_total             15533
_reflns_number_gt                13862
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0640P)²+3.1518P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         15533
_refine_ls_number_parameters     979
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0499
_refine_ls_R_factor_gt           0.043
_refine_ls_wR_factor_ref         0.12
_refine_ls_wR_factor_gt          0.1126
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.138
_refine_diff_density_min         -0.824
_refine_diff_density_rms         0.07

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru 0.0552 3.296 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.93805(17) 0.79801(15) 0.51088(17) 0.0265(5) Uani 1 d . .
H1 H 0.8818 0.7618 0.4639 0.032 Uiso 1 calc . .
C2 C 1.00090(18) 0.83192(15) 0.48647(17) 0.0287(5) Uani 1 d . .
H2 H 0.9868 0.8179 0.4243 0.034 Uiso 1 calc . .
C3 C 1.08525(17) 0.88708(15) 0.55496(17) 0.0262(5) Uani 1 d . .
C4 C 1.10106(16) 0.90653(15) 0.64645(17) 0.0255(4) Uani 1 d . .
H4 H 1.1556 0.9445 0.694 0.031 Uiso 1 calc . .
C5 C 1.03627(16) 0.86982(14) 0.66740(16) 0.0233(4) Uani 1 d . .
C6 C 1.05033(16) 0.88424(14) 0.76294(16) 0.0237(4) Uani 1 d . .
C7 C 1.12863(18) 0.93776(15) 0.84202(17) 0.0284(5) Uani 1 d . .
H7 H 1.1747 0.9682 0.8357 0.034 Uiso 1 calc . .
C8 C 1.13911(18) 0.94641(15) 0.93043(18) 0.0293(5) Uani 1 d . .
C9 C 1.06578(19) 0.90046(17) 0.93460(18) 0.0336(5) Uani 1 d . .
H9 H 1.0687 0.9049 0.9919 0.04 Uiso 1 calc . .
C10 C 0.98946(18) 0.84871(16) 0.85424(17) 0.0293(5) Uani 1 d . .
H10 H 0.9419 0.8188 0.8591 0.035 Uiso 1 calc . .
C11 C 0.73026(17) 0.74204(15) 0.72018(19) 0.0300(5) Uani 1 d . .
H11 H 0.7065 0.787 0.7003 0.036 Uiso 1 calc . .
C12 C 0.69219(19) 0.70768(17) 0.7663(2) 0.0337(5) Uani 1 d . .
H12 H 0.6446 0.7303 0.7776 0.04 Uiso 1 calc . .
C13 C 0.72429(18) 0.64003(16) 0.79601(19) 0.0312(5) Uani 1 d . .
C14 C 0.79503(18) 0.60869(16) 0.77489(19) 0.0305(5) Uani 1 d . .
H14 H 0.8179 0.5625 0.7921 0.037 Uiso 1 calc . .
C15 C 0.83109(16) 0.64518(14) 0.72908(17) 0.0248(4) Uani 1 d . .
C16 C 0.90566(16) 0.61612(14) 0.70478(17) 0.0251(4) Uani 1 d . .
C17 C 0.94321(18) 0.54529(15) 0.72049(19) 0.0304(5) Uani 1 d . .
H17 H 0.9218 0.5142 0.7486 0.036 Uiso 1 calc . .
C18 C 1.01257(19) 0.51991(15) 0.6948(2) 0.0315(5) Uani 1 d . .
C19 C 1.0424(2) 0.57032(17) 0.6544(2) 0.0363(6) Uani 1 d . .
H19 H 1.089 0.5568 0.6365 0.044 Uiso 1 calc . .
C20 C 1.00302(19) 0.63999(16) 0.6409(2) 0.0319(5) Uani 1 d . .
H20 H 1.0246 0.6728 0.6143 0.038 Uiso 1 calc . .
C21 C 0.74190(17) 0.62386(15) 0.46288(17) 0.0272(5) Uani 1 d . .
H21 H 0.7836 0.5896 0.4894 0.033 Uiso 1 calc . .
C22 C 0.66586(18) 0.58893(16) 0.37120(18) 0.0306(5) Uani 1 d . .
C23 C 0.60366(18) 0.64014(16) 0.33223(18) 0.0318(5) Uani 1 d . .
H23 H 0.5533 0.6192 0.2716 0.038 Uiso 1 calc . .
C24 C 0.61641(17) 0.72357(16) 0.38394(18) 0.0298(5) Uani 1 d . .
C25 C 0.69473(16) 0.75231(15) 0.47535(17) 0.0257(4) Uani 1 d . .
C26 C 0.71203(16) 0.83605(14) 0.53171(16) 0.0243(4) Uani 1 d . .
C27 C 0.65110(17) 0.89133(15) 0.49868(18) 0.0276(5) Uani 1 d . .
C28 C 0.67170(17) 0.97255(15) 0.55876(18) 0.0282(5) Uani 1 d . .
H28 H 0.6324 1.0107 0.5394 0.034 Uiso 1 calc . .
C29 C 0.75078(17) 0.99579(15) 0.64698(18) 0.0265(5) Uani 1 d . .
C30 C 0.80807(17) 0.93583(15) 0.67370(17) 0.0258(4) Uani 1 d . .
H30 H 0.8611 0.9512 0.7329 0.031 Uiso 1 calc . .
C31 C 0.6863(2) 0.59903(19) 0.8476(2) 0.0403(6) Uani 1 d . .
C32 C 0.7702(3) 0.5965(2) 0.9394(3) 0.0531(8) Uani 1 d . .
H32A H 0.7459 0.5707 0.9716 0.08 Uiso 1 calc . .
H32B H 0.8034 0.6524 0.9776 0.08 Uiso 1 calc . .
H32C H 0.8141 0.565 0.9264 0.08 Uiso 1 calc . .
C33 C 0.6344(3) 0.5097(2) 0.7862(3) 0.0603(10) Uani 1 d . .
H33A H 0.61 0.4833 0.818 0.09 Uiso 1 calc . .
H33B H 0.6788 0.4788 0.7736 0.09 Uiso 1 calc . .
H33C H 0.5819 0.5111 0.7286 0.09 Uiso 1 calc . .
C34 C 0.6153(3) 0.6470(3) 0.8696(3) 0.0634(11) Uani 1 d . .
H34A H 0.5926 0.6198 0.902 0.095 Uiso 1 calc . .
H34B H 0.5617 0.6482 0.8126 0.095 Uiso 1 calc . .
H34C H 0.6473 0.7031 0.9081 0.095 Uiso 1 calc . .
C35 C 1.0535(2) 0.44212(17) 0.7137(2) 0.0411(6) Uani 1 d . .
C36 C 1.1177(4) 0.4616(3) 0.8173(3) 0.0834(16) Uani 1 d . .
H36A H 1.1441 0.4133 0.8304 0.125 Uiso 1 calc . .
H36B H 1.0807 0.4767 0.8491 0.125 Uiso 1 calc . .
H36C H 1.1692 0.5071 0.8382 0.125 Uiso 1 calc . .
C37 C 0.9710(3) 0.3694(2) 0.6784(5) 0.0802(16) Uani 1 d . .
H37A H 0.997 0.3206 0.6902 0.12 Uiso 1 calc . .
H37B H 0.9304 0.3582 0.6126 0.12 Uiso 1 calc . .
H37C H 0.9339 0.3836 0.7102 0.12 Uiso 1 calc . .
C38 C 1.1112(3) 0.4144(2) 0.6628(3) 0.0608(10) Uani 1 d . .
H38A H 1.1355 0.3655 0.6762 0.091 Uiso 1 calc . .
H38B H 1.1642 0.4584 0.6832 0.091 Uiso 1 calc . .
H38C H 1.0703 0.402 0.5969 0.091 Uiso 1 calc . .
C39 C 0.55618(19) 0.78175(18) 0.35056(19) 0.0365(6) Uani 1 d . .
H39 H 0.5048 0.7645 0.2903 0.044 Uiso 1 calc . .
C40 C 0.57252(18) 0.86141(17) 0.4050(2) 0.0345(5) Uani 1 d . .
H40 H 0.532 0.8974 0.3812 0.041 Uiso 1 calc . .
C41 C 1.1046(2) 0.9840(2) 0.4731(3) 0.0457(7) Uani 1 d . .
H41A H 1.1469 1.009 0.4557 0.068 Uiso 1 calc . .
H41B H 1.0886 1.0269 0.5108 0.068 Uiso 1 calc . .
H41C H 1.0468 0.9529 0.4181 0.068 Uiso 1 calc . .
C42 C 1.15480(18) 0.92541(16) 0.52853(18) 0.0295(5) Uani 1 d . .
C43 C 1.1785(2) 0.85495(18) 0.4677(2) 0.0377(6) Uani 1 d . .
H43A H 1.2222 0.8785 0.4508 0.057 Uiso 1 calc . .
H43B H 1.1203 0.8251 0.4123 0.057 Uiso 1 calc . .
H43C H 1.2079 0.8173 0.5021 0.057 Uiso 1 calc . .
C44 C 1.2489(2) 0.9746(2) 0.6148(2) 0.0413(6) Uani 1 d . .
H44A H 1.2906 0.9977 0.5956 0.062 Uiso 1 calc . .
H44B H 1.28 0.9379 0.6499 0.062 Uiso 1 calc . .
H44C H 1.2348 1.0188 0.6529 0.062 Uiso 1 calc . .
C45 C 1.2254(2) 1.00188(18) 1.02009(19) 0.0379(6) Uani 1 d . .
C46 C 1.2690(3) 0.9491(2) 1.0859(2) 0.0561(9) Uani 1 d . .
H46A H 1.291 0.9042 1.0571 0.084 Uiso 1 calc . .
H46B H 1.2209 0.9268 1.0985 0.084 Uiso 1 calc . .
H46C H 1.3223 0.9834 1.1432 0.084 Uiso 1 calc . .
C47 C 1.1906(3) 1.0732(2) 1.0651(3) 0.0673(11) Uani 1 d . .
H47A H 1.2442 1.1085 1.1216 0.101 Uiso 1 calc . .
H47B H 1.1437 1.0512 1.0793 0.101 Uiso 1 calc . .
H47C H 1.1619 1.1051 1.0231 0.101 Uiso 1 calc . .
C48 C 1.3040(2) 1.0368(2) 1.0024(2) 0.0552(9) Uani 1 d . .
H48A H 1.326 0.9916 0.974 0.083 Uiso 1 calc . .
H48B H 1.357 1.0704 1.0605 0.083 Uiso 1 calc . .
H48C H 1.2786 1.0704 0.9616 0.083 Uiso 1 calc . .
C49 C 0.77772(18) 1.07982(15) 0.71490(18) 0.0281(5) Uani 1 d . .
C50 C 0.87340(19) 1.11973(17) 0.7689(2) 0.0358(6) Uani 1 d . .
H50 H 0.921 1.0944 0.7604 0.043 Uiso 1 calc . .
C51 C 0.8988(2) 1.19705(18) 0.8354(2) 0.0407(6) Uani 1 d . .
H51 H 0.9633 1.2227 0.8705 0.049 Uiso 1 calc . .
C52 C 0.8296(2) 1.23705(16) 0.8506(2) 0.0373(6) Uani 1 d . .
C53 C 0.7345(2) 1.19689(18) 0.7963(2) 0.0403(6) Uani 1 d . .
H53 H 0.6869 1.222 0.8052 0.048 Uiso 1 calc . .
C54 C 0.70832(19) 1.12008(17) 0.7289(2) 0.0349(5) Uani 1 d . .
H54 H 0.6436 1.0952 0.6926 0.042 Uiso 1 calc . .
C55 C 0.65857(18) 0.50097(16) 0.32151(19) 0.0316(5) Uani 1 d . .
C56 C 0.6805(2) 0.44127(18) 0.3682(2) 0.0395(6) Uani 1 d . .
H56 H 0.6951 0.4558 0.4305 0.047 Uiso 1 calc . .
C57 C 0.6811(2) 0.35990(18) 0.3230(2) 0.0400(6) Uani 1 d . .
H57 H 0.6955 0.3211 0.3558 0.048 Uiso 1 calc . .
C58 C 0.6348(2) 0.47608(17) 0.22761(19) 0.0370(6) Uani 1 d . .
H58 H 0.6175 0.5142 0.194 0.044 Uiso 1 calc . .
C59 C 0.6367(2) 0.39514(18) 0.18355(19) 0.0382(6) Uani 1 d . .
H59 H 0.6216 0.3804 0.1211 0.046 Uiso 1 calc . .
C60 C 0.66066(19) 0.33550(17) 0.23026(19) 0.0335(5) Uani 1 d . .
C61 C 0.6627(2) 0.24673(18) 0.1793(2) 0.0412(6) Uani 1 d . .
C62 C 0.7084(3) 0.1966(2) 0.2464(3) 0.0619(10) Uani 1 d . .
H62A H 0.7085 0.1417 0.2122 0.093 Uiso 1 calc . .
H62B H 0.672 0.1924 0.2785 0.093 Uiso 1 calc . .
H62C H 0.7734 0.224 0.2908 0.093 Uiso 1 calc . .
C63 C 0.5587(3) 0.2021(2) 0.1097(3) 0.0582(9) Uani 1 d . .
H63A H 0.5289 0.2331 0.0668 0.087 Uiso 1 calc . .
H63B H 0.5234 0.1983 0.1428 0.087 Uiso 1 calc . .
H63C H 0.5589 0.147 0.076 0.087 Uiso 1 calc . .
C64 C 0.7208(3) 0.2508(2) 0.1275(3) 0.0628(10) Uani 1 d . .
H64A H 0.6929 0.2823 0.0847 0.094 Uiso 1 calc . .
H64B H 0.7197 0.1953 0.0936 0.094 Uiso 1 calc . .
H64C H 0.7862 0.2774 0.1716 0.094 Uiso 1 calc . .
C65 C 0.8601(3) 1.32133(19) 0.9264(2) 0.0511(8) Uani 1 d . .
C66 C 0.9061(4) 1.3859(3) 0.8996(4) 0.0879(16) Uani 1 d . .
H66A H 0.8603 1.3898 0.84 0.132 Uiso 1 calc . .
H66B H 0.9619 1.3687 0.8964 0.132 Uiso 1 calc . .
H66C H 0.9248 1.4394 0.9457 0.132 Uiso 1 calc . .
C67 C 0.7733(4) 1.3546(3) 0.9318(3) 0.0730(12) Uani 1 d . .
H67A H 0.7286 1.359 0.8721 0.11 Uiso 1 calc . .
H67B H 0.7949 1.4086 0.9775 0.11 Uiso 1 calc . .
H67C H 0.7422 1.3169 0.9491 0.11 Uiso 1 calc . .
C68 C 0.9301(6) 1.3144(4) 1.0191(3) 0.136(3) Uani 1 d . .
H68A H 0.9485 1.3676 1.0656 0.203 Uiso 1 calc . .
H68B H 0.9862 1.2973 1.0166 0.203 Uiso 1 calc . .
H68C H 0.9007 1.2739 1.0347 0.203 Uiso 1 calc . .
C70 C 0.6962(4) 0.3688(4) 0.6011(4) 0.0942(18) Uani 1 d . .
C71 C 0.6620(7) 0.2944(5) 0.6121(5) 0.148(4) Uani 1 d . .
H71A H 0.7064 0.2892 0.6716 0.222 Uiso 1 calc . .
H71B H 0.6568 0.247 0.5635 0.222 Uiso 1 calc . .
H71C H 0.5999 0.2969 0.6086 0.222 Uiso 1 calc . .
C72 C 0.4467(4) 1.0642(5) 0.8560(4) 0.114(3) Uani 1 d . .
H72A H 0.4732 1.0568 0.9167 0.171 Uiso 1 calc . .
H72B H 0.45 1.0163 0.8131 0.171 Uiso 1 calc . .
H72C H 0.3807 1.0704 0.8353 0.171 Uiso 1 calc . .
C75 C 0.5008(4) 1.1373(6) 0.8604(4) 0.104(3) Uani 1 d . .
C76 C 0.4888(5) 0.5980(5) 0.0650(5) 0.0956(18) Uani 1 d . .
N9 N 0.4249(4) 0.5591(4) 0.0500(5) 0.120(2) Uani 1 d . .
N1 N 0.79026(14) 0.85870(12) 0.61879(14) 0.0234(4) Uani 1 d . .
N2 N 0.95458(14) 0.81502(11) 0.59974(13) 0.0222(4) Uani 1 d . .
N3 N 0.98028(13) 0.83936(12) 0.76845(13) 0.0223(4) Uani 1 d . .
N4 N 0.93488(14) 0.66323(12) 0.66417(14) 0.0236(4) Uani 1 d . .
N5 N 0.80009(13) 0.71342(12) 0.70273(14) 0.0234(4) Uani 1 d . .
N6 N 0.75765(14) 0.70267(12) 0.51371(14) 0.0245(4) Uani 1 d . .
N7 N 0.7248(4) 0.4297(4) 0.5930(4) 0.1055(17) Uani 1 d . .
N8 N 0.5450(4) 1.1977(6) 0.8672(4) 0.129(3) Uani 1 d . .
C77 C 0.5849(5) 0.6445(6) 0.0900(5) 0.145(4) Uani 1 d . .
H77A H 0.6189 0.6729 0.1558 0.217 Uiso 1 calc . .
H77B H 0.5757 0.6846 0.0565 0.217 Uiso 1 calc . .
H77C H 0.6216 0.606 0.0738 0.217 Uiso 1 calc . .
F1 F 0.8563(3) 0.8327(4) 0.1234(3) 0.1398(18) Uani 1 d . .
F2A F 0.9341(4) 0.8032(5) 0.2557(4) 0.086(2) Uani 0.642(13) d A 1
F3A F 0.7952(5) 0.7165(3) 0.1492(5) 0.107(2) Uani 0.642(13) d A 1
F4A F 0.8529(11) 0.9081(3) 0.2409(9) 0.166(5) Uani 0.642(13) d A 1
F5A F 0.7197(5) 0.8235(7) 0.1362(7) 0.124(4) Uani 0.642(13) d A 1
F2B F 0.9009(16) 0.8868(14) 0.2895(12) 0.228(13) Uani 0.358(13) d A 2
F3B F 0.906(2) 0.7646(17) 0.214(3) 0.253(15) Uani 0.358(13) d A 2
F4B F 0.7673(10) 0.8916(10) 0.1865(10) 0.096(4) Uani 0.358(13) d A 2
F5B F 0.7485(16) 0.7606(13) 0.1106(12) 0.187(12) Uani 0.358(13) d A 2
F6 F 0.8009(3) 0.7975(3) 0.2692(3) 0.1336(15) Uani 1 d . .
F8 F 0.61508(16) 0.90540(18) 0.6911(2) 0.0748(7) Uani 1 d . .
F10 F 0.39512(18) 0.8284(2) 0.6061(2) 0.0995(10) Uani 1 d . .
F7A F 0.5352(10) 0.8112(14) 0.5839(9) 0.095(5) Uani 0.355(17) d B 1
F9A F 0.5326(15) 0.8170(16) 0.7152(18) 0.165(10) Uani 0.355(17) d B 1
F11A F 0.4732(15) 0.9258(13) 0.7127(13) 0.119(6) Uani 0.355(17) d B 1
F12A F 0.4676(16) 0.9152(15) 0.5796(17) 0.197(11) Uani 0.355(17) d B 1
F11B F 0.4926(6) 0.9591(6) 0.6948(7) 0.104(3) Uani 0.645(17) d B 2
F12B F 0.4774(4) 0.8913(5) 0.5548(4) 0.0743(19) Uani 0.645(17) d B 2
F9B F 0.5333(4) 0.8470(7) 0.7433(5) 0.102(3) Uani 0.645(17) d B 2
F7B F 0.5191(5) 0.7794(3) 0.6039(7) 0.088(3) Uani 0.645(17) d B 2
P1 P 0.50369(5) 0.86875(5) 0.64896(6) 0.04095(17) Uani 1 d . .
P2 P 0.82809(8) 0.81562(6) 0.19624(7) 0.0592(2) Uani 1 d . .
Ru1 Ru 0.86916(2) 0.76492(2) 0.64450(2) 0.02139(6) Uani 1 d . .
C100 C 0.5 0.5 0.5 0.40(2) Uani 1 d . .
N10 N 0.4613 0.4347 0.4827 0.194(18) Uani 0.5 d C 1
C101 C 0.4613 0.4347 0.4827 0.24(3) Uani 0.5 d C 2
H10A H 0.501 0.3951 0.4751 0.355 Uiso 0.5 d D 2
H10B H 0.4016 0.4225 0.4259 0.355 Uiso 0.5 d E 2
H10C H 0.4485 0.4311 0.5324 0.355 Uiso 0.5 d F 2



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C1 N2 1.349(3) . ?
C1 C2 1.383(3) . ?
C2 C3 1.392(4) . ?
C3 C4 1.393(3) . ?
C3 C42 1.529(3) . ?
C4 C5 1.389(3) . ?
C5 N2 1.363(3) . ?
C5 C6 1.476(3) . ?
C6 N3 1.361(3) . ?
C6 C7 1.391(3) . ?
C7 C8 1.391(4) . ?
C8 C9 1.401(4) . ?
C8 C45 1.530(3) . ?
C9 C10 1.376(4) . ?
C10 N3 1.354(3) . ?
C11 N5 1.344(3) . ?
C11 C12 1.383(4) . ?
C12 C13 1.384(4) . ?
C13 C14 1.404(3) . ?
C13 C31 1.524(4) . ?
C14 C15 1.377(3) . ?
C15 N5 1.367(3) . ?
C15 C16 1.477(3) . ?
C16 N4 1.353(3) . ?
C16 C17 1.388(3) . ?
C17 C18 1.396(3) . ?
C18 C19 1.395(4) . ?
C18 C35 1.529(4) . ?
C19 C20 1.374(4) . ?
C20 N4 1.344(3) . ?
C21 N6 1.329(3) . ?
C21 C22 1.411(4) . ?
C22 C23 1.387(4) . ?
C22 C55 1.478(3) . ?
C23 C24 1.406(4) . ?
C24 C25 1.414(3) . ?
C24 C39 1.436(4) . ?
C25 N6 1.369(3) . ?
C25 C26 1.423(3) . ?
C26 N1 1.369(3) . ?
C26 C27 1.401(3) . ?
C27 C28 1.404(3) . ?
C27 C40 1.439(4) . ?
C28 C29 1.386(4) . ?
C29 C30 1.410(3) . ?
C29 C49 1.480(3) . ?
C30 N1 1.324(3) . ?
C31 C32 1.533(5) . ?
C31 C33 1.533(5) . ?
C31 C34 1.535(4) . ?
C35 C36 1.509(6) . ?
C35 C38 1.525(4) . ?
C35 C37 1.531(5) . ?
C39 C40 1.359(4) . ?
C41 C42 1.530(4) . ?
C42 C44 1.534(4) . ?
C42 C43 1.542(3) . ?
C45 C47 1.518(5) . ?
C45 C48 1.526(4) . ?
C45 C46 1.535(5) . ?
C49 C50 1.389(4) . ?
C49 C54 1.392(3) . ?
C50 C51 1.389(4) . ?
C51 C52 1.395(4) . ?
C52 C53 1.383(4) . ?
C52 C65 1.535(4) . ?
C53 C54 1.389(4) . ?
C55 C56 1.390(4) . ?
C55 C58 1.393(4) . ?
C56 C57 1.394(4) . ?
C57 C60 1.389(4) . ?
C58 C59 1.388(4) . ?
C59 C60 1.391(4) . ?
C60 C61 1.536(4) . ?
C61 C62 1.521(5) . ?
C61 C63 1.534(5) . ?
C61 C64 1.535(5) . ?
C65 C68 1.493(6) . ?
C65 C67 1.536(5) . ?
C65 C66 1.544(6) . ?
C70 N7 1.164(8) . ?
C70 C71 1.427(9) . ?
C72 C75 1.432(11) . ?
C75 N8 1.156(11) . ?
C76 N9 1.066(8) . ?
C76 C77 1.499(9) . ?
N1 Ru1 2.0675(19) . ?
N2 Ru1 2.0561(19) . ?
N3 Ru1 2.0520(19) . ?
N4 Ru1 2.0638(19) . ?
N5 Ru1 2.0500(19) . ?
N6 Ru1 2.061(2) . ?
F1 P2 1.563(4) . ?
F2A P2 1.576(6) . ?
F3A P2 1.603(5) . ?
F4A P2 1.496(6) . ?
F5A P2 1.583(6) . ?
F2B P2 1.593(15) . ?
F3B P2 1.497(13) . ?
F4B P2 1.631(10) . ?
F5B P2 1.455(12) . ?
F6 P2 1.562(4) . ?
F8 P1 1.594(2) . ?
F10 P1 1.568(3) . ?
F7A P1 1.546(11) . ?
F9A P1 1.510(14) . ?
F11A P1 1.517(15) . ?
F12A P1 1.484(14) . ?
F11B P1 1.582(7) . ?
F12B P1 1.600(5) . ?
F9B P1 1.587(7) . ?
F7B P1 1.589(6) . ?
C100 C101 1.13339(2) 2_666 ?
C100 N10 1.13339(2) 2_666 ?
C100 N10 1.13342(4) . ?
C100 C101 1.13342(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_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C1 C2 123.0(2) . . ?
C1 C2 C3 120.0(2) . . ?
C2 C3 C4 117.0(2) . . ?
C2 C3 C42 120.4(2) . . ?
C4 C3 C42 122.6(2) . . ?
C5 C4 C3 120.7(2) . . ?
N2 C5 C4 121.6(2) . . ?
N2 C5 C6 114.53(19) . . ?
C4 C5 C6 123.8(2) . . ?
N3 C6 C7 121.7(2) . . ?
N3 C6 C5 114.4(2) . . ?
C7 C6 C5 123.9(2) . . ?
C6 C7 C8 121.0(2) . . ?
C7 C8 C9 116.5(2) . . ?
C7 C8 C45 123.3(2) . . ?
C9 C8 C45 120.2(2) . . ?
C10 C9 C8 120.3(2) . . ?
N3 C10 C9 123.1(2) . . ?
N5 C11 C12 122.9(2) . . ?
C11 C12 C13 120.6(2) . . ?
C12 C13 C14 116.2(2) . . ?
C12 C13 C31 123.7(2) . . ?
C14 C13 C31 120.1(2) . . ?
C15 C14 C13 121.1(2) . . ?
N5 C15 C14 121.6(2) . . ?
N5 C15 C16 114.1(2) . . ?
C14 C15 C16 124.3(2) . . ?
N4 C16 C17 121.4(2) . . ?
N4 C16 C15 115.1(2) . . ?
C17 C16 C15 123.5(2) . . ?
C16 C17 C18 121.2(2) . . ?
C19 C18 C17 116.2(2) . . ?
C19 C18 C35 123.6(2) . . ?
C17 C18 C35 120.2(2) . . ?
C20 C19 C18 120.1(2) . . ?
N4 C20 C19 123.4(2) . . ?
N6 C21 C22 124.0(2) . . ?
C23 C22 C21 117.7(2) . . ?
C23 C22 C55 123.9(2) . . ?
C21 C22 C55 118.4(2) . . ?
C22 C23 C24 120.3(2) . . ?
C23 C24 C25 117.5(2) . . ?
C23 C24 C39 124.9(2) . . ?
C25 C24 C39 117.7(2) . . ?
N6 C25 C24 122.6(2) . . ?
N6 C25 C26 116.8(2) . . ?
C24 C25 C26 120.5(2) . . ?
N1 C26 C27 122.6(2) . . ?
N1 C26 C25 116.5(2) . . ?
C27 C26 C25 120.9(2) . . ?
C26 C27 C28 117.8(2) . . ?
C26 C27 C40 117.8(2) . . ?
C28 C27 C40 124.4(2) . . ?
C29 C28 C27 119.9(2) . . ?
C28 C29 C30 118.2(2) . . ?
C28 C29 C49 123.6(2) . . ?
C30 C29 C49 118.3(2) . . ?
N1 C30 C29 123.4(2) . . ?
C13 C31 C32 109.9(2) . . ?
C13 C31 C33 108.8(3) . . ?
C32 C31 C33 109.3(3) . . ?
C13 C31 C34 111.3(3) . . ?
C32 C31 C34 108.6(3) . . ?
C33 C31 C34 108.9(3) . . ?
C36 C35 C38 109.5(3) . . ?
C36 C35 C18 108.4(3) . . ?
C38 C35 C18 112.0(3) . . ?
C36 C35 C37 110.5(4) . . ?
C38 C35 C37 106.8(3) . . ?
C18 C35 C37 109.7(3) . . ?
C40 C39 C24 121.5(2) . . ?
C39 C40 C27 121.5(2) . . ?
C3 C42 C41 107.8(2) . . ?
C3 C42 C44 111.8(2) . . ?
C41 C42 C44 109.5(2) . . ?
C3 C42 C43 109.0(2) . . ?
C41 C42 C43 109.9(2) . . ?
C44 C42 C43 108.9(2) . . ?
C47 C45 C48 109.6(3) . . ?
C47 C45 C8 108.7(3) . . ?
C48 C45 C8 112.4(2) . . ?
C47 C45 C46 109.8(3) . . ?
C48 C45 C46 107.9(3) . . ?
C8 C45 C46 108.4(2) . . ?
C50 C49 C54 118.0(2) . . ?
C50 C49 C29 121.0(2) . . ?
C54 C49 C29 121.0(2) . . ?
C49 C50 C51 120.8(2) . . ?
C50 C51 C52 121.4(3) . . ?
C53 C52 C51 117.3(3) . . ?
C53 C52 C65 122.4(3) . . ?
C51 C52 C65 120.3(3) . . ?
C52 C53 C54 121.7(3) . . ?
C53 C54 C49 120.8(3) . . ?
C56 C55 C58 117.7(2) . . ?
C56 C55 C22 121.1(2) . . ?
C58 C55 C22 121.1(3) . . ?
C55 C56 C57 121.0(3) . . ?
C60 C57 C56 121.5(3) . . ?
C59 C58 C55 120.8(3) . . ?
C58 C59 C60 121.8(3) . . ?
C57 C60 C59 117.1(2) . . ?
C57 C60 C61 122.6(3) . . ?
C59 C60 C61 120.3(3) . . ?
C62 C61 C63 108.4(3) . . ?
C62 C61 C64 108.4(3) . . ?
C63 C61 C64 109.9(3) . . ?
C62 C61 C60 111.8(3) . . ?
C63 C61 C60 108.5(2) . . ?
C64 C61 C60 109.8(3) . . ?
C68 C65 C52 110.6(3) . . ?
C68 C65 C67 109.8(4) . . ?
C52 C65 C67 112.0(3) . . ?
C68 C65 C66 110.4(5) . . ?
C52 C65 C66 108.1(3) . . ?
C67 C65 C66 105.9(4) . . ?
N7 C70 C71 179.3(8) . . ?
N8 C75 C72 177.5(7) . . ?
N9 C76 C77 173.1(7) . . ?
C30 N1 C26 118.2(2) . . ?
C30 N1 Ru1 128.42(17) . . ?
C26 N1 Ru1 113.29(15) . . ?
C1 N2 C5 117.61(19) . . ?
C1 N2 Ru1 126.35(16) . . ?
C5 N2 Ru1 116.04(15) . . ?
C10 N3 C6 117.4(2) . . ?
C10 N3 Ru1 126.20(16) . . ?
C6 N3 Ru1 116.34(15) . . ?
C20 N4 C16 117.7(2) . . ?
C20 N4 Ru1 126.50(17) . . ?
C16 N4 Ru1 115.78(15) . . ?
C11 N5 C15 117.5(2) . . ?
C11 N5 Ru1 126.28(17) . . ?
C15 N5 Ru1 116.22(15) . . ?
C21 N6 C25 117.8(2) . . ?
C21 N6 Ru1 128.83(17) . . ?
C25 N6 Ru1 113.31(15) . . ?
F12A P1 F9A 175.4(14) . . ?
F12A P1 F11A 92.4(9) . . ?
F9A P1 F11A 87.8(9) . . ?
F12A P1 F7A 87.3(8) . . ?
F9A P1 F7A 92.5(8) . . ?
F11A P1 F7A 179.5(8) . . ?
F12A P1 F10 85.2(9) . . ?
F9A P1 F10 90.4(9) . . ?
F11A P1 F10 78.2(8) . . ?
F7A P1 F10 102.1(7) . . ?
F10 P1 F11B 95.3(4) . . ?
F10 P1 F9B 93.2(3) . . ?
F11B P1 F9B 90.4(5) . . ?
F10 P1 F7B 86.9(3) . . ?
F11B P1 F7B 177.7(4) . . ?
F9B P1 F7B 89.8(4) . . ?
F12A P1 F8 96.1(9) . . ?
F9A P1 F8 88.3(9) . . ?
F11A P1 F8 104.1(8) . . ?
F7A P1 F8 75.6(6) . . ?
F10 P1 F8 177.26(19) . . ?
F11B P1 F8 87.4(3) . . ?
F9B P1 F8 86.4(3) . . ?
F7B P1 F8 90.4(3) . . ?
F10 P1 F12B 88.6(2) . . ?
F11B P1 F12B 89.9(4) . . ?
F9B P1 F12B 178.2(3) . . ?
F7B P1 F12B 89.8(4) . . ?
F8 P1 F12B 91.8(2) . . ?
F5B P2 F3B 102.1(16) . . ?
F5B P2 F6 100.1(8) . . ?
F4A P2 F6 94.3(4) . . ?
F3B P2 F6 95.8(10) . . ?
F5B P2 F1 79.9(8) . . ?
F4A P2 F1 86.3(4) . . ?
F3B P2 F1 83.4(10) . . ?
F6 P2 F1 179.1(3) . . ?
F4A P2 F2A 93.0(6) . . ?
F6 P2 F2A 89.9(3) . . ?
F1 P2 F2A 89.4(3) . . ?
F4A P2 F5A 89.5(6) . . ?
F6 P2 F5A 88.6(3) . . ?
F1 P2 F5A 92.1(3) . . ?
F2A P2 F5A 177.1(4) . . ?
F5B P2 F2B 169.3(14) . . ?
F3B P2 F2B 88.6(16) . . ?
F6 P2 F2B 77.6(11) . . ?
F1 P2 F2B 102.5(11) . . ?
F4A P2 F3A 176.2(6) . . ?
F6 P2 F3A 83.1(4) . . ?
F1 P2 F3A 96.4(4) . . ?
F2A P2 F3A 89.7(4) . . ?
F5A P2 F3A 87.8(5) . . ?
F5B P2 F4B 89.9(11) . . ?
F3B P2 F4B 164.5(12) . . ?
F6 P2 F4B 91.7(4) . . ?
F1 P2 F4B 89.2(4) . . ?
F2B P2 F4B 79.7(9) . . ?
N5 Ru1 N3 95.76(8) . . ?
N5 Ru1 N2 172.64(8) . . ?
N3 Ru1 N2 78.69(8) . . ?
N5 Ru1 N6 89.74(8) . . ?
N3 Ru1 N6 172.80(8) . . ?
N2 Ru1 N6 96.20(8) . . ?
N5 Ru1 N4 78.73(8) . . ?
N3 Ru1 N4 89.94(8) . . ?
N2 Ru1 N4 96.32(7) . . ?
N6 Ru1 N4 95.70(8) . . ?
N5 Ru1 N1 97.42(7) . . ?
N3 Ru1 N1 94.72(8) . . ?
N2 Ru1 N1 87.91(7) . . ?
N6 Ru1 N1 79.93(8) . . ?
N4 Ru1 N1 174.25(7) . . ?
N10 C100 N10 180 2_666 . ?
C101 C100 C101 180 2_666 . ?
