# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_MD243
_database_code_depnum_ccdc_archive 'CCDC 1921442'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;CDIFX, Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-06-06 deposited with the CCDC.	2021-06-21 downloaded from the CCDC.
;


#------------------------------------------------------------------------------#
#                             CHEMICAL INFORMATION                             #
#------------------------------------------------------------------------------#


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C32 H19 O P'
_chemical_formula_sum            'C32 H19 O P'
_chemical_formula_weight         450.44
_chemical_compound_source        'synthesis as described'

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


_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.6807(7)
_cell_length_b                   9.5045(7)
_cell_length_c                   13.7955(10)
_cell_angle_alpha                98.101(3)
_cell_angle_beta                 97.742(2)
_cell_angle_gamma                103.706(3)
_cell_volume                     1077.91(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    150
_cell_measurement_reflns_used    9971
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      27.54
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             468
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    0.153
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.858
_exptl_absorpt_correction_T_max  0.977

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_reflns_av_r_equivalents  0.0352
_diffrn_reflns_av_uneti/neti     0.0260
_diffrn_reflns_number            25530
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.030
_diffrn_reflns_theta_max         27.478
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_reflns_number_total             4942
_reflns_number_gt                4447
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

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

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015); SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 1999), Mercury (CSD, 2016)'
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2017)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0416P)²+0.7805P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4942
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0365
_refine_ls_wR_factor_ref         0.0971
_refine_ls_wR_factor_gt          0.0938
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.436
_refine_diff_density_rms         0.052

#...............................................................................
# .RES SHELXL file: sqz.res
#...............................................................................



# ............... End of .HKL file ........................................... #
#------------------------------------------------------------------------------#

#...............................................................................
# .FAB SHELXL file: sqz.fab
#...............................................................................



# ............... End of .FAB file ........................................... #
#------------------------------------------------------------------------------#

#------------------------------------------------------------------------------#
#               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 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.37682(4) 0.78798(4) 0.18667(2) 0.01388(9) Uani 1 1 d . . . . .
O1 O 0.49813(12) 0.88717(12) 0.14249(8) 0.0219(2) Uani 1 1 d . . . . .
C1 C 0.34682(16) 0.59799(15) 0.13151(9) 0.0150(3) Uani 1 1 d . . . . .
C2 C 0.47928(17) 0.53849(16) 0.14605(10) 0.0195(3) Uani 1 1 d . . . . .
H2 H 0.576287 0.595442 0.188102 0.023 Uiso 1 1 calc R U . . .
C3 C 0.46946(18) 0.39659(17) 0.09927(11) 0.0222(3) Uani 1 1 d . . . . .
H3 H 0.559669 0.356659 0.109181 0.027 Uiso 1 1 calc R U . . .
C4 C 0.32745(18) 0.31304(16) 0.03791(11) 0.0214(3) Uani 1 1 d . . . . .
H4 H 0.320891 0.216159 0.005596 0.026 Uiso 1 1 calc R U . . .
C5 C 0.19543(18) 0.37075(17) 0.02378(11) 0.0226(3) Uani 1 1 d . . . . .
H5 H 0.098046 0.312751 -0.017376 0.027 Uiso 1 1 calc R U . . .
C6 C 0.20507(17) 0.51353(17) 0.06974(10) 0.0209(3) Uani 1 1 d . . . . .
H6 H 0.114938 0.553358 0.058961 0.025 Uiso 1 1 calc R U . . .
C7 C 0.18965(16) 0.83695(14) 0.17885(9) 0.0146(3) Uani 1 1 d . . . . .
C8 C 0.17176(17) 0.95727(15) 0.13476(10) 0.0187(3) Uani 1 1 d . . . . .
H8 H 0.253827 1.004665 0.102247 0.022 Uiso 1 1 calc R U . . .
C9 C 0.03432(18) 1.00796(16) 0.13825(11) 0.0213(3) Uani 1 1 d . . . . .
H9 H 0.021427 1.088842 0.107565 0.026 Uiso 1 1 calc R U . . .
C10 C -0.08369(17) 0.93876(16) 0.18718(11) 0.0206(3) Uani 1 1 d . . . . .
H10 H -0.177136 0.973502 0.190753 0.025 Uiso 1 1 calc R U . . .
C11 C -0.06617(16) 0.81914(15) 0.23095(10) 0.0171(3) Uani 1 1 d . . . . .
H11 H -0.148395 0.772831 0.263763 0.021 Uiso 1 1 calc R U . . .
C12 C 0.07078(15) 0.76541(14) 0.22759(9) 0.0143(3) Uani 1 1 d . . . . .
C13 C 0.07442(15) 0.63008(14) 0.26991(9) 0.0136(2) Uani 1 1 d . . . . .
C14 C -0.06621(16) 0.51148(15) 0.23278(10) 0.0168(3) Uani 1 1 d . . . . .
H14 H -0.142696 0.521231 0.179721 0.020 Uiso 1 1 calc R U . . .
C15 C -0.09445(16) 0.38510(15) 0.27070(10) 0.0181(3) Uani 1 1 d . . . . .
H15 H -0.181859 0.303582 0.239210 0.022 Uiso 1 1 calc R U . . .
C16 C 0.00762(15) 0.37599(14) 0.35761(10) 0.0155(3) Uani 1 1 d . . . . .
C17 C -0.03391(16) 0.25652(15) 0.40804(11) 0.0185(3) Uani 1 1 d . . . . .
H17 H -0.125367 0.176831 0.380178 0.022 Uiso 1 1 calc R U . . .
C18 C 0.05705(17) 0.25525(15) 0.49674(11) 0.0191(3) Uani 1 1 d . . . . .
H18 H 0.028538 0.174881 0.530447 0.023 Uiso 1 1 calc R U . . .
C19 C 0.19258(16) 0.37264(15) 0.53807(10) 0.0170(3) Uani 1 1 d . . . . .
H19 H 0.253732 0.370832 0.600190 0.020 Uiso 1 1 calc R U . . .
C20 C 0.23963(15) 0.49110(14) 0.49073(9) 0.0134(2) Uani 1 1 d . . . . .
C21 C 0.37668(15) 0.61692(14) 0.53635(10) 0.0138(2) Uani 1 1 d . . . . .
C22 C 0.45569(17) 0.63190(16) 0.63302(10) 0.0191(3) Uani 1 1 d . . . . .
H22 H 0.415465 0.562263 0.672635 0.023 Uiso 1 1 calc R U . . .
C23 C 0.59377(17) 0.74734(16) 0.67407(10) 0.0209(3) Uani 1 1 d . . . . .
H23 H 0.643594 0.756167 0.741109 0.025 Uiso 1 1 calc R U . . .
C24 C 0.65625(16) 0.84649(15) 0.61804(10) 0.0177(3) Uani 1 1 d . . . . .
H24 H 0.750696 0.923109 0.645680 0.021 Uiso 1 1 calc R U . . .
C25 C 0.58058(15) 0.83557(14) 0.51853(10) 0.0142(3) Uani 1 1 d . . . . .
C26 C 0.65069(15) 0.93115(14) 0.45754(10) 0.0163(3) Uani 1 1 d . . . . .
H26 H 0.743597 1.009599 0.484892 0.020 Uiso 1 1 calc R U . . .
C27 C 0.58509(15) 0.91092(14) 0.35928(10) 0.0157(3) Uani 1 1 d . . . . .
H27 H 0.638635 0.969879 0.317479 0.019 Uiso 1 1 calc R U . . .
C28 C 0.43807(15) 0.80314(14) 0.31854(9) 0.0132(2) Uani 1 1 d . . . . .
C29 C 0.35454(15) 0.71644(14) 0.37870(9) 0.0118(2) Uani 1 1 d . . . . .
C30 C 0.43539(15) 0.72365(14) 0.47801(9) 0.0124(2) Uani 1 1 d . . . . .
C31 C 0.19231(15) 0.61408(14) 0.34513(9) 0.0122(2) Uani 1 1 d . . . . .
C32 C 0.14881(15) 0.49284(14) 0.39664(9) 0.0129(2) Uani 1 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
P1 O1 1.4945(10) . ?
P1 C7 1.7871(14) . ?
P1 C28 1.8007(13) . ?
P1 C1 1.8012(14) . ?
C1 C6 1.3933(19) . ?
C1 C2 1.4000(19) . ?
C2 C3 1.389(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.390(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.386(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.393(2) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.3987(19) . ?
C7 C12 1.4009(18) . ?
C8 C9 1.393(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.389(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.390(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.4043(19) . ?
C11 H11 0.9500 . ?
C12 C13 1.4907(18) . ?
C13 C31 1.4069(18) . ?
C13 C14 1.4283(17) . ?
C14 C15 1.360(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.4175(19) . ?
C15 H15 0.9500 . ?
C16 C17 1.4140(19) . ?
C16 C32 1.4263(17) . ?
C17 C18 1.367(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.4043(19) . ?
C18 H18 0.9500 . ?
C19 C20 1.3864(19) . ?
C19 H19 0.9500 . ?
C20 C32 1.4295(18) . ?
C20 C21 1.4675(18) . ?
C21 C22 1.3867(18) . ?
C21 C30 1.4254(18) . ?
C22 C23 1.407(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.362(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.4182(18) . ?
C24 H24 0.9500 . ?
C25 C26 1.4125(19) . ?
C25 C30 1.4282(17) . ?
C26 C27 1.3658(19) . ?
C26 H26 0.9500 . ?
C27 C28 1.4208(17) . ?
C27 H27 0.9500 . ?
C28 C29 1.4020(18) . ?
C29 C30 1.4373(17) . ?
C29 C31 1.4806(17) . ?
C31 C32 1.4395(18) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 P1 C7 112.53(6) . . ?
O1 P1 C28 112.08(6) . . ?
C7 P1 C28 102.70(6) . . ?
O1 P1 C1 111.16(6) . . ?
C7 P1 C1 110.93(6) . . ?
C28 P1 C1 107.03(6) . . ?
C6 C1 C2 119.42(13) . . ?
C6 C1 P1 123.45(11) . . ?
C2 C1 P1 116.91(10) . . ?
C3 C2 C1 120.28(13) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C2 C3 C4 119.91(13) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C5 C4 C3 120.15(13) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 120.20(13) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C5 C6 C1 120.05(13) . . ?
C5 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
C8 C7 C12 120.99(13) . . ?
C8 C7 P1 119.46(10) . . ?
C12 C7 P1 119.09(10) . . ?
C9 C8 C7 120.36(13) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C10 C9 C8 119.17(13) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C9 C10 C11 120.53(13) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C10 C11 C12 121.25(13) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C7 C12 C11 117.68(12) . . ?
C7 C12 C13 124.45(12) . . ?
C11 C12 C13 117.72(12) . . ?
C31 C13 C14 119.35(12) . . ?
C31 C13 C12 127.01(11) . . ?
C14 C13 C12 113.44(11) . . ?
C15 C14 C13 122.31(12) . . ?
C15 C14 H14 118.8 . . ?
C13 C14 H14 118.8 . . ?
C14 C15 C16 119.45(12) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 H15 120.3 . . ?
C17 C16 C15 120.58(12) . . ?
C17 C16 C32 120.22(12) . . ?
C15 C16 C32 119.13(12) . . ?
C18 C17 C16 120.26(12) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C17 C18 C19 120.06(13) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C20 C19 C18 121.84(13) . . ?
C20 C19 H19 119.1 . . ?
C18 C19 H19 119.1 . . ?
C19 C20 C32 119.05(12) . . ?
C19 C20 C21 121.69(12) . . ?
C32 C20 C21 119.22(12) . . ?
C22 C21 C30 118.83(12) . . ?
C22 C21 C20 122.11(12) . . ?
C30 C21 C20 119.00(11) . . ?
C21 C22 C23 121.85(13) . . ?
C21 C22 H22 119.1 . . ?
C23 C22 H22 119.1 . . ?
C24 C23 C22 120.24(13) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C23 C24 C25 120.14(12) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C26 C25 C24 120.57(12) . . ?
C26 C25 C30 119.39(12) . . ?
C24 C25 C30 119.99(12) . . ?
C27 C26 C25 120.08(12) . . ?
C27 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C26 C27 C28 121.09(12) . . ?
C26 C27 H27 119.5 . . ?
C28 C27 H27 119.5 . . ?
C29 C28 C27 120.81(12) . . ?
C29 C28 P1 124.97(10) . . ?
C27 C28 P1 114.21(10) . . ?
C28 C29 C30 117.38(11) . . ?
C28 C29 C31 124.26(11) . . ?
C30 C29 C31 118.30(11) . . ?
C21 C30 C25 118.75(12) . . ?
C21 C30 C29 121.10(11) . . ?
C25 C30 C29 120.10(12) . . ?
C13 C31 C32 117.35(11) . . ?
C13 C31 C29 125.03(12) . . ?
C32 C31 C29 117.55(11) . . ?
C16 C32 C20 118.44(12) . . ?
C16 C32 C31 120.42(12) . . ?
C20 C32 C31 121.02(11) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 P1 C1 C6 -110.96(12) . . . . ?
C7 P1 C1 C6 15.04(14) . . . . ?
C28 P1 C1 C6 126.35(12) . . . . ?
O1 P1 C1 C2 63.65(12) . . . . ?
C7 P1 C1 C2 -170.34(10) . . . . ?
C28 P1 C1 C2 -59.03(12) . . . . ?
C6 C1 C2 C3 0.0(2) . . . . ?
P1 C1 C2 C3 -174.80(11) . . . . ?
C1 C2 C3 C4 -0.2(2) . . . . ?
C2 C3 C4 C5 -0.4(2) . . . . ?
C3 C4 C5 C6 1.0(2) . . . . ?
C4 C5 C6 C1 -1.1(2) . . . . ?
C2 C1 C6 C5 0.6(2) . . . . ?
P1 C1 C6 C5 175.07(11) . . . . ?
O1 P1 C7 C8 -0.08(13) . . . . ?
C28 P1 C7 C8 120.63(11) . . . . ?
C1 P1 C7 C8 -125.31(11) . . . . ?
O1 P1 C7 C12 -172.41(10) . . . . ?
C28 P1 C7 C12 -51.71(11) . . . . ?
C1 P1 C7 C12 62.35(12) . . . . ?
C12 C7 C8 C9 -0.3(2) . . . . ?
P1 C7 C8 C9 -172.43(10) . . . . ?
C7 C8 C9 C10 0.8(2) . . . . ?
C8 C9 C10 C11 -0.9(2) . . . . ?
C9 C10 C11 C12 0.4(2) . . . . ?
C8 C7 C12 C11 -0.28(19) . . . . ?
P1 C7 C12 C11 171.93(10) . . . . ?
C8 C7 C12 C13 175.27(12) . . . . ?
P1 C7 C12 C13 -12.52(17) . . . . ?
C10 C11 C12 C7 0.23(19) . . . . ?
C10 C11 C12 C13 -175.63(12) . . . . ?
C7 C12 C13 C31 60.82(19) . . . . ?
C11 C12 C13 C31 -123.63(14) . . . . ?
C7 C12 C13 C14 -124.45(13) . . . . ?
C11 C12 C13 C14 51.10(16) . . . . ?
C31 C13 C14 C15 3.1(2) . . . . ?
C12 C13 C14 C15 -172.09(13) . . . . ?
C13 C14 C15 C16 7.9(2) . . . . ?
C14 C15 C16 C17 169.37(13) . . . . ?
C14 C15 C16 C32 -7.4(2) . . . . ?
C15 C16 C17 C18 -173.88(13) . . . . ?
C32 C16 C17 C18 2.8(2) . . . . ?
C16 C17 C18 C19 -0.2(2) . . . . ?
C17 C18 C19 C20 -0.9(2) . . . . ?
C18 C19 C20 C32 -0.8(2) . . . . ?
C18 C19 C20 C21 177.02(12) . . . . ?
C19 C20 C21 C22 -7.0(2) . . . . ?
C32 C20 C21 C22 170.85(12) . . . . ?
C19 C20 C21 C30 170.01(12) . . . . ?
C32 C20 C21 C30 -12.16(18) . . . . ?
C30 C21 C22 C23 -1.4(2) . . . . ?
C20 C21 C22 C23 175.57(13) . . . . ?
C21 C22 C23 C24 -1.7(2) . . . . ?
C22 C23 C24 C25 1.2(2) . . . . ?
C23 C24 C25 C26 -175.40(13) . . . . ?
C23 C24 C25 C30 2.2(2) . . . . ?
C24 C25 C26 C27 173.86(13) . . . . ?
C30 C25 C26 C27 -3.78(19) . . . . ?
C25 C26 C27 C28 5.8(2) . . . . ?
C26 C27 C28 C29 1.3(2) . . . . ?
C26 C27 C28 P1 -177.27(10) . . . . ?
O1 P1 C28 C29 -175.29(11) . . . . ?
C7 P1 C28 C29 63.69(12) . . . . ?
C1 P1 C28 C29 -53.18(13) . . . . ?
O1 P1 C28 C27 3.19(12) . . . . ?
C7 P1 C28 C27 -117.83(10) . . . . ?
C1 P1 C28 C27 125.30(10) . . . . ?
C27 C28 C29 C30 -9.94(18) . . . . ?
P1 C28 C29 C30 168.44(9) . . . . ?
C27 C28 C29 C31 172.74(12) . . . . ?
P1 C28 C29 C31 -8.88(18) . . . . ?
C22 C21 C30 C25 4.78(18) . . . . ?
C20 C21 C30 C25 -172.31(11) . . . . ?
C22 C21 C30 C29 -177.66(12) . . . . ?
C20 C21 C30 C29 5.25(18) . . . . ?
C26 C25 C30 C21 172.43(12) . . . . ?
C24 C25 C30 C21 -5.23(18) . . . . ?
C26 C25 C30 C29 -5.15(18) . . . . ?
C24 C25 C30 C29 177.19(11) . . . . ?
C28 C29 C30 C21 -165.72(12) . . . . ?
C31 C29 C30 C21 11.76(17) . . . . ?
C28 C29 C30 C25 11.80(18) . . . . ?
C31 C29 C30 C25 -170.71(11) . . . . ?
C14 C13 C31 C32 -13.88(18) . . . . ?
C12 C13 C31 C32 160.58(12) . . . . ?
C14 C13 C31 C29 169.35(12) . . . . ?
C12 C13 C31 C29 -16.2(2) . . . . ?
C28 C29 C31 C13 -27.80(19) . . . . ?
C30 C29 C31 C13 154.90(12) . . . . ?
C28 C29 C31 C32 155.43(12) . . . . ?
C30 C29 C31 C32 -21.87(17) . . . . ?
C17 C16 C32 C20 -4.42(19) . . . . ?
C15 C16 C32 C20 172.35(12) . . . . ?
C17 C16 C32 C31 179.48(12) . . . . ?
C15 C16 C32 C31 -3.75(19) . . . . ?
C19 C20 C32 C16 3.40(18) . . . . ?
C21 C20 C32 C16 -174.49(11) . . . . ?
C19 C20 C32 C31 179.47(12) . . . . ?
C21 C20 C32 C31 1.59(18) . . . . ?
C13 C31 C32 C16 14.26(18) . . . . ?
C29 C31 C32 C16 -168.72(11) . . . . ?
C13 C31 C32 C20 -161.73(12) . . . . ?
C29 C31 C32 C20 15.29(17) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C27 H27 O1 0.95 2.48 2.9472(17) 110.3 . yes

#------------------------------------------------------------------------------#
#===END OF CIF FILE FOR MD243                                                  #
#------------------------------------------------------------------------------#
#                                                                              #
################################################################################
####################################################################### 
# 
# 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_RM132
_database_code_depnum_ccdc_archive 'CCDC 1921447'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;CDIFX, Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-06-06 deposited with the CCDC.	2021-06-21 downloaded from the CCDC.
;


#------------------------------------------------------------------------------#
#                             CHEMICAL INFORMATION                             #
#------------------------------------------------------------------------------#


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C32 H21 Au Cl P'
_chemical_formula_sum            'C32 H21 Au Cl P'
_chemical_formula_weight         668.87
_chemical_compound_source        'synthesis as described'

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


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.0391(11)
_cell_length_b                   20.028(3)
_cell_length_c                   14.2025(19)
_cell_angle_alpha                90
_cell_angle_beta                 108.406(4)
_cell_angle_gamma                90
_cell_volume                     2439.6(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    9949
_cell_measurement_theta_min      2.5340
_cell_measurement_theta_max      27.4853
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.540
_exptl_crystal_size_mid          0.410
_exptl_crystal_size_min          0.140
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.821
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1296
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    6.225
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.175
_exptl_absorpt_correction_T_max  0.418

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0416
_diffrn_reflns_av_uneti/neti     0.0419
_diffrn_reflns_number            18925
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.034
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.990
_reflns_number_total             5536
_reflns_number_gt                5079
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

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

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 1999), Mercury (CSD, 2016)'
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0201P)²+3.0871P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5536
_refine_ls_number_parameters     316
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0297
_refine_ls_R_factor_gt           0.0266
_refine_ls_wR_factor_ref         0.0651
_refine_ls_wR_factor_gt          0.0635
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.093
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.215
_refine_diff_density_min         -1.917
_refine_diff_density_rms         0.151

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................



# ............... End of .HKL file ........................................... #
#------------------------------------------------------------------------------#
#------------------------------------------------------------------------------#

#------------------------------------------------------------------------------#
#               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 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 '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'
P P 0.1023 0.0942 '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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0574(3) 0.58765(16) 0.6702(2) 0.0148(6) Uani 1 1 d . . . . .
C2 C -0.0015(4) 0.64645(18) 0.6981(3) 0.0214(7) Uani 1 1 d . . . . .
H2 H 0.043621 0.688275 0.691235 0.026 Uiso 1 1 calc R U . . .
C3 C -0.1256(5) 0.6437(2) 0.7356(3) 0.0315(8) Uani 1 1 d . . . . .
H3 H -0.164929 0.683668 0.754888 0.038 Uiso 1 1 calc R U . . .
C4 C -0.1927(4) 0.5824(2) 0.7450(3) 0.0321(9) Uani 1 1 d . . . . .
H4 H -0.278749 0.580653 0.769729 0.038 Uiso 1 1 calc R U . . .
C5 C -0.1331(4) 0.5235(2) 0.7180(3) 0.0284(8) Uani 1 1 d . . . . .
H5 H -0.177764 0.481574 0.725065 0.034 Uiso 1 1 calc R U . . .
C6 C -0.0083(4) 0.52658(18) 0.6808(2) 0.0207(7) Uani 1 1 d . . . . .
H6 H 0.032296 0.486651 0.662422 0.025 Uiso 1 1 calc R U . . .
C11 C 0.3567(3) 0.65178(15) 0.6979(2) 0.0142(6) Uani 1 1 d . . . . .
C12 C 0.4163(4) 0.70432(16) 0.6530(2) 0.0171(6) Uani 1 1 d . . . . .
H12 H 0.379708 0.709683 0.582964 0.021 Uiso 1 1 calc R U . . .
C13 C 0.5260(4) 0.74710(16) 0.7100(2) 0.0192(6) Uani 1 1 d . . . . .
H13 H 0.560996 0.783475 0.679639 0.023 Uiso 1 1 calc R U . . .
C14 C 0.5879(3) 0.73766(16) 0.8140(2) 0.0152(6) Uani 1 1 d . . . . .
C15 C 0.7097(4) 0.77978(17) 0.8724(3) 0.0219(7) Uani 1 1 d . . . . .
H15 H 0.747496 0.815191 0.841817 0.026 Uiso 1 1 calc R U . . .
C16 C 0.7723(4) 0.76935(18) 0.9724(3) 0.0241(7) Uani 1 1 d . . . . .
H16 H 0.852390 0.797913 1.011052 0.029 Uiso 1 1 calc R U . . .
C17 C 0.7181(4) 0.71618(18) 1.0184(2) 0.0216(7) Uani 1 1 d . . . . .
H17 H 0.763427 0.708953 1.087677 0.026 Uiso 1 1 calc R U . . .
C18 C 0.6005(4) 0.67483(17) 0.9640(2) 0.0177(6) Uani 1 1 d . . . . .
H18 H 0.565143 0.639538 0.996198 0.021 Uiso 1 1 calc R U . . .
C19 C 0.5313(3) 0.68448(15) 0.8598(2) 0.0134(6) Uani 1 1 d . . . . .
C20 C 0.4099(4) 0.64134(15) 0.7999(2) 0.0133(6) Uani 1 1 d . . . . .
C21 C 0.3284(4) 0.51739(16) 0.6414(2) 0.0151(6) Uani 1 1 d . . . . .
C22 C 0.3554(4) 0.48404(17) 0.5615(2) 0.0193(6) Uani 1 1 d . . . . .
H22 H 0.303578 0.498674 0.495665 0.023 Uiso 1 1 calc R U . . .
C23 C 0.4569(4) 0.42986(17) 0.5769(3) 0.0237(7) Uani 1 1 d . . . . .
H23 H 0.473034 0.407440 0.522052 0.028 Uiso 1 1 calc R U . . .
C24 C 0.5346(4) 0.40874(17) 0.6734(3) 0.0235(7) Uani 1 1 d . . . . .
H24 H 0.607193 0.372970 0.684774 0.028 Uiso 1 1 calc R U . . .
C25 C 0.5055(4) 0.44022(15) 0.7527(3) 0.0180(6) Uani 1 1 d . . . . .
H25 H 0.556740 0.424627 0.818104 0.022 Uiso 1 1 calc R U . . .
C26 C 0.4028(3) 0.49430(15) 0.7393(2) 0.0145(6) Uani 1 1 d . . . . .
C27 C 0.3567(3) 0.51991(15) 0.8247(2) 0.0141(6) Uani 1 1 d . . . . .
C28 C 0.3085(4) 0.46924(16) 0.8796(2) 0.0172(6) Uani 1 1 d . . . . .
H28 H 0.319948 0.423598 0.865050 0.021 Uiso 1 1 calc R U . . .
C29 C 0.2463(4) 0.48533(17) 0.9527(2) 0.0203(7) Uani 1 1 d . . . . .
H29 H 0.220500 0.450861 0.990711 0.024 Uiso 1 1 calc R U . . .
C30 C 0.2198(4) 0.55274(16) 0.9723(2) 0.0160(6) Uani 1 1 d . . . . .
C31 C 0.1398(4) 0.56981(18) 1.0404(2) 0.0208(7) Uani 1 1 d . . . . .
H31 H 0.111152 0.535608 1.077636 0.025 Uiso 1 1 calc R U . . .
C32 C 0.1033(4) 0.63470(18) 1.0531(3) 0.0228(7) Uani 1 1 d . . . . .
H32 H 0.049175 0.645431 1.098615 0.027 Uiso 1 1 calc R U . . .
C33 C 0.1466(4) 0.68571(18) 0.9984(3) 0.0211(7) Uani 1 1 d . . . . .
H33 H 0.118245 0.730585 1.005964 0.025 Uiso 1 1 calc R U . . .
C34 C 0.2292(4) 0.67162(16) 0.9341(2) 0.0178(6) Uani 1 1 d . . . . .
H34 H 0.259674 0.706866 0.899440 0.021 Uiso 1 1 calc R U . . .
C35 C 0.2691(4) 0.60417(16) 0.9194(2) 0.0141(6) Uani 1 1 d . . . . .
C36 C 0.3464(3) 0.58668(15) 0.8482(2) 0.0123(6) Uani 1 1 d . . . . .
Au1 Au 0.13463(2) 0.62686(2) 0.45969(2) 0.01581(5) Uani 1 1 d . . . . .
Cl1 Cl 0.04800(11) 0.66370(5) 0.29868(6) 0.02780(19) Uani 1 1 d . . . . .
P1 P 0.21700(9) 0.59403(4) 0.61866(5) 0.01299(15) Uani 1 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 C6 1.388(5) . ?
C1 C2 1.400(5) . ?
C1 P1 1.817(3) . ?
C2 C3 1.387(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.394(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.401(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.390(5) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C11 C20 1.391(4) . ?
C11 C12 1.422(4) . ?
C11 P1 1.817(3) . ?
C12 C13 1.365(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.418(4) . ?
C13 H13 0.9500 . ?
C14 C19 1.425(4) . ?
C14 C15 1.427(4) . ?
C15 C16 1.368(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.415(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.376(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.426(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.444(4) . ?
C20 C36 1.499(4) . ?
C21 C22 1.403(4) . ?
C21 C26 1.417(4) . ?
C21 P1 1.808(3) . ?
C22 C23 1.393(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.393(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.387(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.400(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.492(4) . ?
C27 C36 1.388(4) . ?
C27 C28 1.429(4) . ?
C28 C29 1.366(5) . ?
C28 H28 0.9500 . ?
C29 C30 1.414(5) . ?
C29 H29 0.9500 . ?
C30 C31 1.420(5) . ?
C30 C35 1.427(4) . ?
C31 C32 1.367(5) . ?
C31 H31 0.9500 . ?
C32 C33 1.412(5) . ?
C32 H32 0.9500 . ?
C33 C34 1.378(5) . ?
C33 H33 0.9500 . ?
C34 C35 1.431(4) . ?
C34 H34 0.9500 . ?
C35 C36 1.442(4) . ?
Au1 P1 2.2411(8) . ?
Au1 Cl1 2.2926(8) . ?

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
C6 C1 C2 119.8(3) . . ?
C6 C1 P1 121.8(3) . . ?
C2 C1 P1 118.4(3) . . ?
C3 C2 C1 120.1(4) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C2 C3 C4 120.0(4) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 C5 120.0(4) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 119.6(4) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C1 C6 C5 120.5(3) . . ?
C1 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C20 C11 C12 121.6(3) . . ?
C20 C11 P1 119.6(2) . . ?
C12 C11 P1 118.7(2) . . ?
C13 C12 C11 120.4(3) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C12 C13 C14 120.5(3) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C13 C14 C19 119.7(3) . . ?
C13 C14 C15 120.4(3) . . ?
C19 C14 C15 119.9(3) . . ?
C16 C15 C14 120.2(3) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C15 C16 C17 120.3(3) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C18 C17 C16 120.8(3) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C17 C18 C19 120.6(3) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
C14 C19 C18 118.2(3) . . ?
C14 C19 C20 119.6(3) . . ?
C18 C19 C20 122.2(3) . . ?
C11 C20 C19 118.2(3) . . ?
C11 C20 C36 122.0(3) . . ?
C19 C20 C36 119.8(3) . . ?
C22 C21 C26 119.2(3) . . ?
C22 C21 P1 119.3(2) . . ?
C26 C21 P1 121.1(2) . . ?
C23 C22 C21 121.2(3) . . ?
C23 C22 H22 119.4 . . ?
C21 C22 H22 119.4 . . ?
C22 C23 C24 119.6(3) . . ?
C22 C23 H23 120.2 . . ?
C24 C23 H23 120.2 . . ?
C25 C24 C23 119.6(3) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C24 C25 C26 121.9(3) . . ?
C24 C25 H25 119.0 . . ?
C26 C25 H25 119.0 . . ?
C25 C26 C21 118.4(3) . . ?
C25 C26 C27 119.9(3) . . ?
C21 C26 C27 121.2(3) . . ?
C36 C27 C28 119.8(3) . . ?
C36 C27 C26 125.7(3) . . ?
C28 C27 C26 114.3(3) . . ?
C29 C28 C27 121.1(3) . . ?
C29 C28 H28 119.4 . . ?
C27 C28 H28 119.4 . . ?
C28 C29 C30 120.7(3) . . ?
C28 C29 H29 119.6 . . ?
C30 C29 H29 119.6 . . ?
C29 C30 C31 121.2(3) . . ?
C29 C30 C35 119.0(3) . . ?
C31 C30 C35 119.7(3) . . ?
C32 C31 C30 121.0(3) . . ?
C32 C31 H31 119.5 . . ?
C30 C31 H31 119.5 . . ?
C31 C32 C33 119.6(3) . . ?
C31 C32 H32 120.2 . . ?
C33 C32 H32 120.2 . . ?
C34 C33 C32 121.3(3) . . ?
C34 C33 H33 119.4 . . ?
C32 C33 H33 119.4 . . ?
C33 C34 C35 120.3(3) . . ?
C33 C34 H34 119.8 . . ?
C35 C34 H34 119.8 . . ?
C30 C35 C34 118.0(3) . . ?
C30 C35 C36 119.7(3) . . ?
C34 C35 C36 122.2(3) . . ?
C27 C36 C35 119.1(3) . . ?
C27 C36 C20 122.0(3) . . ?
C35 C36 C20 118.9(3) . . ?
P1 Au1 Cl1 178.14(3) . . ?
C21 P1 C11 100.99(14) . . ?
C21 P1 C1 109.68(15) . . ?
C11 P1 C1 106.26(14) . . ?
C21 P1 Au1 114.72(10) . . ?
C11 P1 Au1 112.47(10) . . ?
C1 P1 Au1 111.91(10) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -0.3(5) . . . . ?
P1 C1 C2 C3 178.5(3) . . . . ?
C1 C2 C3 C4 -0.4(5) . . . . ?
C2 C3 C4 C5 1.0(6) . . . . ?
C3 C4 C5 C6 -0.8(6) . . . . ?
C2 C1 C6 C5 0.6(5) . . . . ?
P1 C1 C6 C5 -178.3(3) . . . . ?
C4 C5 C6 C1 0.0(5) . . . . ?
C20 C11 C12 C13 -1.5(5) . . . . ?
P1 C11 C12 C13 -177.5(3) . . . . ?
C11 C12 C13 C14 3.4(5) . . . . ?
C12 C13 C14 C19 -2.2(5) . . . . ?
C12 C13 C14 C15 175.9(3) . . . . ?
C13 C14 C15 C16 -178.1(3) . . . . ?
C19 C14 C15 C16 -0.1(5) . . . . ?
C14 C15 C16 C17 0.8(5) . . . . ?
C15 C16 C17 C18 -1.0(5) . . . . ?
C16 C17 C18 C19 0.4(5) . . . . ?
C13 C14 C19 C18 177.6(3) . . . . ?
C15 C14 C19 C18 -0.5(4) . . . . ?
C13 C14 C19 C20 -0.9(5) . . . . ?
C15 C14 C19 C20 -178.9(3) . . . . ?
C17 C18 C19 C14 0.3(5) . . . . ?
C17 C18 C19 C20 178.7(3) . . . . ?
C12 C11 C20 C19 -1.5(5) . . . . ?
P1 C11 C20 C19 174.4(2) . . . . ?
C12 C11 C20 C36 179.2(3) . . . . ?
P1 C11 C20 C36 -4.9(4) . . . . ?
C14 C19 C20 C11 2.6(4) . . . . ?
C18 C19 C20 C11 -175.7(3) . . . . ?
C14 C19 C20 C36 -178.1(3) . . . . ?
C18 C19 C20 C36 3.6(5) . . . . ?
C26 C21 C22 C23 -1.7(5) . . . . ?
P1 C21 C22 C23 171.6(3) . . . . ?
C21 C22 C23 C24 -0.8(5) . . . . ?
C22 C23 C24 C25 2.5(5) . . . . ?
C23 C24 C25 C26 -1.8(5) . . . . ?
C24 C25 C26 C21 -0.6(5) . . . . ?
C24 C25 C26 C27 170.8(3) . . . . ?
C22 C21 C26 C25 2.3(5) . . . . ?
P1 C21 C26 C25 -170.8(2) . . . . ?
C22 C21 C26 C27 -168.9(3) . . . . ?
P1 C21 C26 C27 17.9(4) . . . . ?
C25 C26 C27 C36 136.8(3) . . . . ?
C21 C26 C27 C36 -52.0(4) . . . . ?
C25 C26 C27 C28 -48.3(4) . . . . ?
C21 C26 C27 C28 122.8(3) . . . . ?
C36 C27 C28 C29 2.7(5) . . . . ?
C26 C27 C28 C29 -172.5(3) . . . . ?
C27 C28 C29 C30 3.5(5) . . . . ?
C28 C29 C30 C31 173.1(3) . . . . ?
C28 C29 C30 C35 -4.4(5) . . . . ?
C29 C30 C31 C32 -174.7(3) . . . . ?
C35 C30 C31 C32 2.8(5) . . . . ?
C30 C31 C32 C33 -0.4(5) . . . . ?
C31 C32 C33 C34 -1.9(5) . . . . ?
C32 C33 C34 C35 1.8(5) . . . . ?
C29 C30 C35 C34 174.7(3) . . . . ?
C31 C30 C35 C34 -2.8(4) . . . . ?
C29 C30 C35 C36 -0.8(4) . . . . ?
C31 C30 C35 C36 -178.3(3) . . . . ?
C33 C34 C35 C30 0.5(4) . . . . ?
C33 C34 C35 C36 175.9(3) . . . . ?
C28 C27 C36 C35 -7.7(4) . . . . ?
C26 C27 C36 C35 166.9(3) . . . . ?
C28 C27 C36 C20 173.8(3) . . . . ?
C26 C27 C36 C20 -11.7(5) . . . . ?
C30 C35 C36 C27 6.8(4) . . . . ?
C34 C35 C36 C27 -168.5(3) . . . . ?
C30 C35 C36 C20 -174.7(3) . . . . ?
C34 C35 C36 C20 10.1(4) . . . . ?
C11 C20 C36 C27 60.1(4) . . . . ?
C19 C20 C36 C27 -119.1(3) . . . . ?
C11 C20 C36 C35 -118.4(3) . . . . ?
C19 C20 C36 C35 62.3(4) . . . . ?
C22 C21 P1 C11 -121.4(3) . . . . ?
C26 C21 P1 C11 51.8(3) . . . . ?
C22 C21 P1 C1 126.7(3) . . . . ?
C26 C21 P1 C1 -60.1(3) . . . . ?
C22 C21 P1 Au1 -0.2(3) . . . . ?
C26 C21 P1 Au1 173.0(2) . . . . ?
C20 C11 P1 C21 -62.2(3) . . . . ?
C12 C11 P1 C21 113.8(3) . . . . ?
C20 C11 P1 C1 52.2(3) . . . . ?
C12 C11 P1 C1 -131.7(3) . . . . ?
C20 C11 P1 Au1 175.0(2) . . . . ?
C12 C11 P1 Au1 -8.9(3) . . . . ?
C6 C1 P1 C21 -27.3(3) . . . . ?
C2 C1 P1 C21 153.9(2) . . . . ?
C6 C1 P1 C11 -135.7(3) . . . . ?
C2 C1 P1 C11 45.5(3) . . . . ?
C6 C1 P1 Au1 101.2(2) . . . . ?
C2 C1 P1 Au1 -77.6(2) . . . . ?

#------------------------------------------------------------------------------#
#===END OF CIF FILE FOR RM132                                                  #
#------------------------------------------------------------------------------#
#                                                                              #
################################################################################
####################################################################### 
# 
# 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_RM143_2
_database_code_depnum_ccdc_archive 'CCDC 1921466'
loop_
_audit_author_name
_audit_author_address
'Vincent Dorcet'
;CDIFX, Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-06-06 deposited with the CCDC.	2021-06-21 downloaded from the CCDC.
;


#------------------------------------------------------------------------------#
#                             CHEMICAL INFORMATION                             #
#------------------------------------------------------------------------------#


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C32 H19 O P, C H2 Cl2'
_chemical_formula_sum            'C33 H21 Cl2 O P'
_chemical_formula_weight         535.37
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration rm/ad/rmad/syn/unk/.

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


_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
_space_group_IT_number           19
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   11.5367(12)
_cell_length_b                   14.1314(16)
_cell_length_c                   15.3922(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2509.4(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9896
_cell_measurement_theta_min      2.2789
_cell_measurement_theta_max      27.4656
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.380
_exptl_crystal_size_min          0.150
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1104
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    0.349
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.650
_exptl_absorpt_correction_T_max  0.949

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0582
_diffrn_reflns_av_uneti/neti     0.0671
_diffrn_reflns_number            13640
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.206
_diffrn_reflns_theta_max         27.466
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_reflns_number_total             5698
_reflns_number_gt                5179
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.773
_reflns_Friedel_fraction_max     0.987
_reflns_Friedel_fraction_full    0.989

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

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

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2017_1 (Sheldrick, 2017)'
_computing_molecular_graphics    
'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0688P)²+1.2820P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5698
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0570
_refine_ls_R_factor_gt           0.0499
_refine_ls_wR_factor_ref         0.1393
_refine_ls_wR_factor_gt          0.1316
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         0.334
_refine_diff_density_min         -0.579
_refine_diff_density_rms         0.088
_refine_ls_abs_structure_details 
;
Flack x determined using 2099 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.09(5)

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................



# ............... End of .HKL file ........................................... #
#------------------------------------------------------------------------------#
#------------------------------------------------------------------------------#

#------------------------------------------------------------------------------#
#               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 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.57357(8) 0.50626(6) 0.49180(5) 0.0203(2) Uani 1 1 d . . . . .
O1 O 0.6060(2) 0.5598(2) 0.41205(17) 0.0297(6) Uani 1 1 d . . . . .
C1 C 0.6865(3) 0.5022(3) 0.5713(2) 0.0207(7) Uani 1 1 d . . . . .
C2 C 0.7923(3) 0.5461(3) 0.5543(3) 0.0262(8) Uani 1 1 d . . . . .
H2 H 0.806256 0.573966 0.499104 0.031 Uiso 1 1 calc R U . . .
C3 C 0.8774(3) 0.5490(3) 0.6182(3) 0.0300(8) Uani 1 1 d . . . . .
H3 H 0.949816 0.578411 0.606762 0.036 Uiso 1 1 calc R U . . .
C4 C 0.8557(3) 0.5086(3) 0.6987(3) 0.0279(8) Uani 1 1 d . . . . .
H4 H 0.912895 0.512183 0.742977 0.033 Uiso 1 1 calc R U . . .
C5 C 0.7523(3) 0.4634(3) 0.7151(2) 0.0240(7) Uani 1 1 d . . . . .
H5 H 0.739869 0.434699 0.770127 0.029 Uiso 1 1 calc R U . . .
C6 C 0.6648(3) 0.4589(2) 0.6516(2) 0.0191(7) Uani 1 1 d . . . . .
C7 C 0.5573(3) 0.4059(2) 0.6748(2) 0.0174(6) Uani 1 1 d . . . . .
C8 C 0.5797(3) 0.3147(3) 0.7112(2) 0.0234(7) Uani 1 1 d . . . . .
H8 H 0.656790 0.291133 0.710684 0.028 Uiso 1 1 calc R U . . .
C9 C 0.4947(3) 0.2604(3) 0.7464(3) 0.0246(7) Uani 1 1 d . . . . .
H9 H 0.511492 0.197988 0.765457 0.030 Uiso 1 1 calc R U . . .
C10 C 0.3810(3) 0.2970(3) 0.7548(2) 0.0219(7) Uani 1 1 d . . . . .
C11 C 0.2940(3) 0.2450(3) 0.7981(3) 0.0281(8) Uani 1 1 d . . . . .
H11 H 0.309285 0.182376 0.817321 0.034 Uiso 1 1 calc R U . . .
C12 C 0.1877(3) 0.2848(3) 0.8124(2) 0.0282(8) Uani 1 1 d . . . . .
H12 H 0.128260 0.248813 0.839496 0.034 Uiso 1 1 calc R U . . .
C13 C 0.1662(3) 0.3787(3) 0.7871(2) 0.0262(8) Uani 1 1 d . . . . .
H13 H 0.093415 0.406582 0.800468 0.031 Uiso 1 1 calc R U . . .
C14 C 0.2487(3) 0.4315(3) 0.7432(2) 0.0201(7) Uani 1 1 d . . . . .
C15 C 0.3573(3) 0.3892(2) 0.7218(2) 0.0183(6) Uani 1 1 d . . . . .
C16 C 0.4436(3) 0.4395(2) 0.6729(2) 0.0170(6) Uani 1 1 d . . . . .
C17 C 0.4047(3) 0.5258(2) 0.6263(2) 0.0175(6) Uani 1 1 d . . . . .
C18 C 0.3030(3) 0.5739(2) 0.6572(2) 0.0189(7) Uani 1 1 d . . . . .
C19 C 0.2291(3) 0.5311(3) 0.7203(2) 0.0206(7) Uani 1 1 d . . . . .
C20 C 0.1395(3) 0.5843(3) 0.7557(2) 0.0264(8) Uani 1 1 d . . . . .
H20 H 0.093424 0.557786 0.800701 0.032 Uiso 1 1 calc R U . . .
C21 C 0.1155(3) 0.6762(3) 0.7265(3) 0.0310(9) Uani 1 1 d . . . . .
H21 H 0.055234 0.711599 0.753175 0.037 Uiso 1 1 calc R U . . .
C22 C 0.1776(3) 0.7153(3) 0.6601(3) 0.0300(9) Uani 1 1 d . . . . .
H22 H 0.157669 0.776117 0.638521 0.036 Uiso 1 1 calc R U . . .
C23 C 0.2723(3) 0.6647(3) 0.6234(2) 0.0237(7) Uani 1 1 d . . . . .
C24 C 0.3363(3) 0.7024(3) 0.5540(3) 0.0298(8) Uani 1 1 d . . . . .
H24 H 0.318771 0.763799 0.532569 0.036 Uiso 1 1 calc R U . . .
C25 C 0.4245(4) 0.6507(3) 0.5169(2) 0.0276(8) Uani 1 1 d . . . . .
H25 H 0.463432 0.674778 0.467232 0.033 Uiso 1 1 calc R U . . .
C26 C 0.4579(3) 0.5621(2) 0.5517(2) 0.0206(7) Uani 1 1 d . . . . .
C31 C 0.5356(3) 0.3849(3) 0.4681(2) 0.0204(7) Uani 1 1 d . . . . .
C32 C 0.6245(4) 0.3288(3) 0.4354(2) 0.0275(8) Uani 1 1 d . . . . .
H32 H 0.700174 0.354437 0.429275 0.033 Uiso 1 1 calc R U . . .
C33 C 0.6032(4) 0.2357(3) 0.4115(3) 0.0351(9) Uani 1 1 d . . . . .
H33 H 0.664438 0.197229 0.390164 0.042 Uiso 1 1 calc R U . . .
C34 C 0.4922(5) 0.1993(3) 0.4191(3) 0.0407(11) Uani 1 1 d . . . . .
H34 H 0.477226 0.135820 0.402200 0.049 Uiso 1 1 calc R U . . .
C35 C 0.4038(4) 0.2540(3) 0.4507(3) 0.0371(10) Uani 1 1 d . . . . .
H35 H 0.328234 0.227984 0.456248 0.044 Uiso 1 1 calc R U . . .
C36 C 0.4241(4) 0.3480(3) 0.4748(2) 0.0281(8) Uani 1 1 d . . . . .
H36 H 0.362296 0.386269 0.495541 0.034 Uiso 1 1 calc R U . . .
C51 C 0.5829(4) 0.0752(3) 0.6014(3) 0.0358(9) Uani 1 1 d . . . . .
H51A H 0.629947 0.077477 0.655137 0.043 Uiso 1 1 calc R U . . .
H51B H 0.585400 0.138695 0.574307 0.043 Uiso 1 1 calc R U . . .
Cl1 Cl 0.43940(10) 0.04798(10) 0.62845(8) 0.0464(3) Uani 1 1 d . . . . .
Cl2 Cl 0.64407(11) -0.00745(12) 0.52970(10) 0.0592(4) Uani 1 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
P1 O1 1.489(3) . ?
P1 C1 1.788(4) . ?
P1 C26 1.804(4) . ?
P1 C31 1.807(4) . ?
C1 C2 1.394(5) . ?
C1 C6 1.401(5) . ?
C2 C3 1.390(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.387(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.377(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.407(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.492(5) . ?
C7 C16 1.395(5) . ?
C7 C8 1.428(5) . ?
C8 C9 1.358(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.415(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.411(5) . ?
C10 C15 1.425(5) . ?
C11 C12 1.366(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.405(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.386(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.426(5) . ?
C14 C19 1.468(5) . ?
C15 C16 1.437(5) . ?
C16 C17 1.485(4) . ?
C17 C26 1.399(5) . ?
C17 C18 1.437(5) . ?
C18 C19 1.427(5) . ?
C18 C23 1.428(5) . ?
C19 C20 1.390(5) . ?
C20 C21 1.401(6) . ?
C20 H20 0.9500 . ?
C21 C22 1.365(6) . ?
C21 H21 0.9500 . ?
C22 C23 1.423(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.404(6) . ?
C24 C25 1.376(6) . ?
C24 H24 0.9500 . ?
C25 C26 1.416(5) . ?
C25 H25 0.9500 . ?
C31 C32 1.390(5) . ?
C31 C36 1.393(5) . ?
C32 C33 1.388(5) . ?
C32 H32 0.9500 . ?
C33 C34 1.386(7) . ?
C33 H33 0.9500 . ?
C34 C35 1.369(7) . ?
C34 H34 0.9500 . ?
C35 C36 1.398(6) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C51 Cl1 1.750(5) . ?
C51 Cl2 1.755(5) . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 P1 C1 113.41(17) . . ?
O1 P1 C26 112.67(16) . . ?
C1 P1 C26 101.72(16) . . ?
O1 P1 C31 112.11(16) . . ?
C1 P1 C31 106.49(16) . . ?
C26 P1 C31 109.81(17) . . ?
C2 C1 C6 121.1(3) . . ?
C2 C1 P1 119.7(3) . . ?
C6 C1 P1 119.1(3) . . ?
C3 C2 C1 119.9(4) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C4 C3 C2 119.5(3) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C5 C4 C3 120.7(4) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C5 C6 121.0(4) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C1 C6 C5 117.7(3) . . ?
C1 C6 C7 125.4(3) . . ?
C5 C6 C7 116.9(3) . . ?
C16 C7 C8 119.0(3) . . ?
C16 C7 C6 127.2(3) . . ?
C8 C7 C6 113.4(3) . . ?
C9 C8 C7 122.4(3) . . ?
C9 C8 H8 118.8 . . ?
C7 C8 H8 118.8 . . ?
C8 C9 C10 120.0(3) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C11 C10 C9 120.8(3) . . ?
C11 C10 C15 120.5(3) . . ?
C9 C10 C15 118.6(3) . . ?
C12 C11 C10 120.0(4) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C13 120.2(4) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C14 C13 C12 121.5(4) . . ?
C14 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?
C13 C14 C15 119.3(3) . . ?
C13 C14 C19 121.8(3) . . ?
C15 C14 C19 118.8(3) . . ?
C14 C15 C10 118.0(3) . . ?
C14 C15 C16 121.5(3) . . ?
C10 C15 C16 120.4(3) . . ?
C7 C16 C15 118.2(3) . . ?
C7 C16 C17 125.1(3) . . ?
C15 C16 C17 116.7(3) . . ?
C26 C17 C18 117.2(3) . . ?
C26 C17 C16 124.4(3) . . ?
C18 C17 C16 118.4(3) . . ?
C19 C18 C23 118.8(3) . . ?
C19 C18 C17 120.8(3) . . ?
C23 C18 C17 120.4(3) . . ?
C20 C19 C18 118.8(3) . . ?
C20 C19 C14 122.7(3) . . ?
C18 C19 C14 118.6(3) . . ?
C19 C20 C21 121.5(4) . . ?
C19 C20 H20 119.2 . . ?
C21 C20 H20 119.2 . . ?
C22 C21 C20 120.8(4) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C21 C22 C23 119.8(4) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
C24 C23 C22 121.0(3) . . ?
C24 C23 C18 119.2(3) . . ?
C22 C23 C18 119.8(4) . . ?
C25 C24 C23 120.2(3) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 C26 120.9(4) . . ?
C24 C25 H25 119.5 . . ?
C26 C25 H25 119.5 . . ?
C17 C26 C25 121.0(3) . . ?
C17 C26 P1 125.7(3) . . ?
C25 C26 P1 113.2(3) . . ?
C32 C31 C36 119.7(3) . . ?
C32 C31 P1 115.8(3) . . ?
C36 C31 P1 124.4(3) . . ?
C33 C32 C31 120.4(4) . . ?
C33 C32 H32 119.8 . . ?
C31 C32 H32 119.8 . . ?
C34 C33 C32 119.5(4) . . ?
C34 C33 H33 120.2 . . ?
C32 C33 H33 120.2 . . ?
C35 C34 C33 120.6(4) . . ?
C35 C34 H34 119.7 . . ?
C33 C34 H34 119.7 . . ?
C34 C35 C36 120.4(4) . . ?
C34 C35 H35 119.8 . . ?
C36 C35 H35 119.8 . . ?
C31 C36 C35 119.4(4) . . ?
C31 C36 H36 120.3 . . ?
C35 C36 H36 120.3 . . ?
Cl1 C51 Cl2 112.6(3) . . ?
Cl1 C51 H51A 109.1 . . ?
Cl2 C51 H51A 109.1 . . ?
Cl1 C51 H51B 109.1 . . ?
Cl2 C51 H51B 109.1 . . ?
H51A C51 H51B 107.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 P1 C1 C2 -0.6(3) . . . . ?
C26 P1 C1 C2 -121.8(3) . . . . ?
C31 P1 C1 C2 123.2(3) . . . . ?
O1 P1 C1 C6 176.2(3) . . . . ?
C26 P1 C1 C6 54.9(3) . . . . ?
C31 P1 C1 C6 -60.1(3) . . . . ?
C6 C1 C2 C3 -1.3(5) . . . . ?
P1 C1 C2 C3 175.4(3) . . . . ?
C1 C2 C3 C4 -0.4(5) . . . . ?
C2 C3 C4 C5 1.9(6) . . . . ?
C3 C4 C5 C6 -1.6(6) . . . . ?
C2 C1 C6 C5 1.5(5) . . . . ?
P1 C1 C6 C5 -175.2(3) . . . . ?
C2 C1 C6 C7 -176.6(3) . . . . ?
P1 C1 C6 C7 6.7(5) . . . . ?
C4 C5 C6 C1 -0.1(5) . . . . ?
C4 C5 C6 C7 178.2(3) . . . . ?
C1 C6 C7 C16 -57.5(5) . . . . ?
C5 C6 C7 C16 124.4(4) . . . . ?
C1 C6 C7 C8 129.6(4) . . . . ?
C5 C6 C7 C8 -48.6(4) . . . . ?
C16 C7 C8 C9 -2.0(5) . . . . ?
C6 C7 C8 C9 171.6(4) . . . . ?
C7 C8 C9 C10 -5.4(6) . . . . ?
C8 C9 C10 C11 -174.4(4) . . . . ?
C8 C9 C10 C15 3.1(6) . . . . ?
C9 C10 C11 C12 174.2(4) . . . . ?
C15 C10 C11 C12 -3.2(6) . . . . ?
C10 C11 C12 C13 -2.5(6) . . . . ?
C11 C12 C13 C14 3.6(6) . . . . ?
C12 C13 C14 C15 1.1(5) . . . . ?
C12 C13 C14 C19 -177.0(3) . . . . ?
C13 C14 C15 C10 -6.6(5) . . . . ?
C19 C14 C15 C10 171.5(3) . . . . ?
C13 C14 C15 C16 177.2(3) . . . . ?
C19 C14 C15 C16 -4.7(5) . . . . ?
C11 C10 C15 C14 7.7(5) . . . . ?
C9 C10 C15 C14 -169.7(3) . . . . ?
C11 C10 C15 C16 -176.0(3) . . . . ?
C9 C10 C15 C16 6.5(5) . . . . ?
C8 C7 C16 C15 11.4(5) . . . . ?
C6 C7 C16 C15 -161.2(3) . . . . ?
C8 C7 C16 C17 -170.7(3) . . . . ?
C6 C7 C16 C17 16.6(5) . . . . ?
C14 C15 C16 C7 162.4(3) . . . . ?
C10 C15 C16 C7 -13.8(5) . . . . ?
C14 C15 C16 C17 -15.6(4) . . . . ?
C10 C15 C16 C17 168.2(3) . . . . ?
C7 C16 C17 C26 28.3(5) . . . . ?
C15 C16 C17 C26 -153.8(3) . . . . ?
C7 C16 C17 C18 -154.2(3) . . . . ?
C15 C16 C17 C18 23.7(4) . . . . ?
C26 C17 C18 C19 166.2(3) . . . . ?
C16 C17 C18 C19 -11.5(5) . . . . ?
C26 C17 C18 C23 -12.1(5) . . . . ?
C16 C17 C18 C23 170.3(3) . . . . ?
C23 C18 C19 C20 -9.1(5) . . . . ?
C17 C18 C19 C20 172.6(3) . . . . ?
C23 C18 C19 C14 169.1(3) . . . . ?
C17 C18 C19 C14 -9.2(5) . . . . ?
C13 C14 C19 C20 13.7(5) . . . . ?
C15 C14 C19 C20 -164.4(3) . . . . ?
C13 C14 C19 C18 -164.4(3) . . . . ?
C15 C14 C19 C18 17.5(5) . . . . ?
C18 C19 C20 C21 4.5(5) . . . . ?
C14 C19 C20 C21 -173.6(3) . . . . ?
C19 C20 C21 C22 2.0(6) . . . . ?
C20 C21 C22 C23 -3.7(6) . . . . ?
C21 C22 C23 C24 178.8(4) . . . . ?
C21 C22 C23 C18 -1.0(5) . . . . ?
C19 C18 C23 C24 -172.4(3) . . . . ?
C17 C18 C23 C24 5.9(5) . . . . ?
C19 C18 C23 C22 7.4(5) . . . . ?
C17 C18 C23 C22 -174.3(3) . . . . ?
C22 C23 C24 C25 -177.2(3) . . . . ?
C18 C23 C24 C25 2.6(6) . . . . ?
C23 C24 C25 C26 -4.7(6) . . . . ?
C18 C17 C26 C25 10.1(5) . . . . ?
C16 C17 C26 C25 -172.4(3) . . . . ?
C18 C17 C26 P1 -171.1(2) . . . . ?
C16 C17 C26 P1 6.4(5) . . . . ?
C24 C25 C26 C17 -1.9(6) . . . . ?
C24 C25 C26 P1 179.2(3) . . . . ?
O1 P1 C26 C17 176.1(3) . . . . ?
C1 P1 C26 C17 -62.1(3) . . . . ?
C31 P1 C26 C17 50.4(3) . . . . ?
O1 P1 C26 C25 -5.0(3) . . . . ?
C1 P1 C26 C25 116.8(3) . . . . ?
C31 P1 C26 C25 -130.7(3) . . . . ?
O1 P1 C31 C32 64.5(3) . . . . ?
C1 P1 C31 C32 -60.1(3) . . . . ?
C26 P1 C31 C32 -169.4(3) . . . . ?
O1 P1 C31 C36 -110.7(3) . . . . ?
C1 P1 C31 C36 124.7(3) . . . . ?
C26 P1 C31 C36 15.3(4) . . . . ?
C36 C31 C32 C33 -1.7(6) . . . . ?
P1 C31 C32 C33 -177.2(3) . . . . ?
C31 C32 C33 C34 1.2(6) . . . . ?
C32 C33 C34 C35 -0.7(7) . . . . ?
C33 C34 C35 C36 0.8(7) . . . . ?
C32 C31 C36 C35 1.8(6) . . . . ?
P1 C31 C36 C35 176.9(3) . . . . ?
C34 C35 C36 C31 -1.4(6) . . . . ?

#------------------------------------------------------------------------------#
#===END OF CIF FILE FOR RM143_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_RM84
_database_code_depnum_ccdc_archive 'CCDC 1921440'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;CDIFX, Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-06-06 deposited with the CCDC.	2021-06-21 downloaded from the CCDC.
;


#------------------------------------------------------------------------------#
#                             CHEMICAL INFORMATION                             #
#------------------------------------------------------------------------------#


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C32 H21 O P'
_chemical_formula_sum            'C32 H21 O P'
_chemical_formula_weight         452.46
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration ad

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


_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
_space_group_IT_number           19
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.3929(7)
_cell_length_b                   15.4894(12)
_cell_length_c                   17.3100(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2250.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9904
_cell_measurement_theta_min      2.6299
_cell_measurement_theta_max      27.4879
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       stick
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.590
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.040
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.335
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             944
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    0.146
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.755
_exptl_absorpt_correction_T_max  0.994

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_reflns_av_r_equivalents  0.0820
_diffrn_reflns_av_uneti/neti     0.0438
_diffrn_reflns_number            42334
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.001
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_reflns_number_total             5135
_reflns_number_gt                4709
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.763
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    0.998

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

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

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015); SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 1999), Mercury (CSD, 2016)'
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2018)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0365P)²+0.9089P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5135
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0366
_refine_ls_wR_factor_ref         0.0881
_refine_ls_wR_factor_gt          0.0847
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 
;
Flack x determined using 1917 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(5)

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................



# ............... End of .HKL file ........................................... #
#------------------------------------------------------------------------------#
#------------------------------------------------------------------------------#

#------------------------------------------------------------------------------#
#               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 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.77001(7) 0.72466(4) 0.80696(3) 0.01337(14) Uani 1 1 d . . . . .
O1 O 0.9025(2) 0.70792(12) 0.86222(10) 0.0215(4) Uani 1 1 d . . . . .
C1 C 0.7858(3) 0.82663(16) 0.75726(14) 0.0159(5) Uani 1 1 d . . . . .
C2 C 0.8864(3) 0.83053(16) 0.69302(15) 0.0188(5) Uani 1 1 d . . . . .
H2 H 0.945774 0.781068 0.678058 0.023 Uiso 1 1 calc R U . . .
C3 C 0.8996(3) 0.90602(18) 0.65132(15) 0.0220(6) Uani 1 1 d . . . . .
H3 H 0.968604 0.908702 0.607870 0.026 Uiso 1 1 calc R U . . .
C4 C 0.8121(3) 0.97806(17) 0.67287(16) 0.0242(6) Uani 1 1 d . . . . .
H4 H 0.818656 1.029469 0.643115 0.029 Uiso 1 1 calc R U . . .
C5 C 0.7155(4) 0.97536(17) 0.73740(17) 0.0281(6) Uani 1 1 d . . . . .
H5 H 0.658366 1.025453 0.752769 0.034 Uiso 1 1 calc R U . . .
C6 C 0.7015(3) 0.89964(16) 0.77992(15) 0.0218(6) Uani 1 1 d . . . . .
H6 H 0.634716 0.897773 0.824212 0.026 Uiso 1 1 calc R U . . .
C11 C 0.5763(3) 0.71452(15) 0.85061(14) 0.0149(5) Uani 1 1 d . . . . .
C12 C 0.5702(3) 0.69234(16) 0.92903(15) 0.0201(5) Uani 1 1 d . . . . .
H12 H 0.666270 0.686953 0.957623 0.024 Uiso 1 1 calc R U . . .
C13 C 0.4254(4) 0.67819(17) 0.96523(16) 0.0251(6) Uani 1 1 d . . . . .
H13 H 0.421915 0.663574 1.018509 0.030 Uiso 1 1 calc R U . . .
C14 C 0.2857(3) 0.68553(16) 0.92310(16) 0.0229(6) Uani 1 1 d . . . . .
H14 H 0.186149 0.675876 0.947727 0.028 Uiso 1 1 calc R U . . .
C15 C 0.2899(3) 0.70685(15) 0.84523(15) 0.0185(5) Uani 1 1 d . . . . .
H15 H 0.193043 0.711523 0.817118 0.022 Uiso 1 1 calc R U . . .
C16 C 0.4346(3) 0.72150(15) 0.80774(14) 0.0143(4) Uani 1 1 d . . . . .
C17 C 0.4362(3) 0.75479(15) 0.72692(14) 0.0144(5) Uani 1 1 d . . . . .
C18 C 0.3394(3) 0.82916(16) 0.71440(15) 0.0182(5) Uani 1 1 d . . . . .
H18 H 0.267293 0.846866 0.753645 0.022 Uiso 1 1 calc R U . . .
C19 C 0.3475(3) 0.87524(17) 0.64792(16) 0.0209(5) Uani 1 1 d . . . . .
H19 H 0.283937 0.925540 0.641940 0.025 Uiso 1 1 calc R U . . .
C20 C 0.4497(3) 0.84912(15) 0.58753(15) 0.0169(5) Uani 1 1 d . . . . .
C21 C 0.4631(3) 0.89803(17) 0.51861(16) 0.0227(6) Uani 1 1 d . . . . .
H21 H 0.405229 0.950457 0.513744 0.027 Uiso 1 1 calc R U . . .
C22 C 0.5572(3) 0.87135(17) 0.45941(16) 0.0239(6) Uani 1 1 d . . . . .
H22 H 0.563549 0.904309 0.413225 0.029 Uiso 1 1 calc R U . . .
C23 C 0.6454(3) 0.79437(16) 0.46702(15) 0.0202(5) Uani 1 1 d . . . . .
H23 H 0.710032 0.775206 0.425373 0.024 Uiso 1 1 calc R U . . .
C24 C 0.6390(3) 0.74672(15) 0.53380(14) 0.0159(5) Uani 1 1 d . . . . .
H24 H 0.702168 0.696066 0.538231 0.019 Uiso 1 1 calc R U . . .
C25 C 0.5401(3) 0.77161(16) 0.59622(14) 0.0136(4) Uani 1 1 d . . . . .
C26 C 0.5318(3) 0.72416(15) 0.66782(13) 0.0123(4) Uani 1 1 d . . . . .
C27 C 0.6345(3) 0.64513(15) 0.67766(13) 0.0120(5) Uani 1 1 d . . . . .
C28 C 0.6129(3) 0.57085(15) 0.62922(14) 0.0134(5) Uani 1 1 d . . . . .
C29 C 0.4826(3) 0.56268(15) 0.57774(15) 0.0166(5) Uani 1 1 d . . . . .
H29 H 0.406029 0.607718 0.574545 0.020 Uiso 1 1 calc R U . . .
C30 C 0.4655(3) 0.49079(16) 0.53254(15) 0.0196(5) Uani 1 1 d . . . . .
H30 H 0.375886 0.486056 0.499254 0.024 Uiso 1 1 calc R U . . .
C31 C 0.5788(3) 0.42363(16) 0.53464(16) 0.0222(6) Uani 1 1 d . . . . .
H31 H 0.568167 0.375243 0.501324 0.027 Uiso 1 1 calc R U . . .
C32 C 0.7041(3) 0.42856(15) 0.58489(15) 0.0196(5) Uani 1 1 d . . . . .
H32 H 0.779402 0.382823 0.586852 0.023 Uiso 1 1 calc R U . . .
C33 C 0.7233(3) 0.50106(15) 0.63419(13) 0.0150(5) Uani 1 1 d . . . . .
C34 C 0.8496(3) 0.50493(15) 0.68883(15) 0.0169(5) Uani 1 1 d . . . . .
H34 H 0.925869 0.459702 0.691067 0.020 Uiso 1 1 calc R U . . .
C35 C 0.8614(3) 0.57296(16) 0.73771(14) 0.0163(5) Uani 1 1 d . . . . .
H35 H 0.942298 0.573289 0.776087 0.020 Uiso 1 1 calc R U . . .
C36 C 0.7549(3) 0.64347(14) 0.73240(13) 0.0132(4) Uani 1 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
P1 O1 1.4895(18) . ?
P1 C11 1.800(2) . ?
P1 C1 1.803(3) . ?
P1 C36 1.806(2) . ?
C1 C6 1.390(4) . ?
C1 C2 1.398(3) . ?
C2 C3 1.379(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.387(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.381(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.390(4) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C11 C12 1.401(4) . ?
C11 C16 1.406(3) . ?
C12 C13 1.384(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.386(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.388(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.396(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.491(3) . ?
C17 C26 1.384(3) . ?
C17 C18 1.426(3) . ?
C18 C19 1.356(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.411(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.418(4) . ?
C20 C25 1.428(3) . ?
C21 C22 1.358(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.409(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.373(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.416(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.443(3) . ?
C26 C27 1.507(3) . ?
C27 C36 1.385(3) . ?
C27 C28 1.435(3) . ?
C28 C29 1.416(4) . ?
C28 C33 1.426(3) . ?
C29 C30 1.369(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.410(4) . ?
C30 H30 0.9500 . ?
C31 C32 1.367(4) . ?
C31 H31 0.9500 . ?
C32 C33 1.420(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.422(4) . ?
C34 C35 1.355(4) . ?
C34 H34 0.9500 . ?
C35 C36 1.414(3) . ?
C35 H35 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 P1 C11 112.93(11) . . ?
O1 P1 C1 113.83(11) . . ?
C11 P1 C1 110.05(12) . . ?
O1 P1 C36 112.95(11) . . ?
C11 P1 C36 100.14(11) . . ?
C1 P1 C36 105.90(11) . . ?
C6 C1 C2 119.8(2) . . ?
C6 C1 P1 122.71(19) . . ?
C2 C1 P1 117.50(19) . . ?
C3 C2 C1 120.1(2) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C2 C3 C4 119.9(2) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C5 C4 C3 120.3(2) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 120.2(3) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C5 119.6(2) . . ?
C1 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
C12 C11 C16 120.0(2) . . ?
C12 C11 P1 117.5(2) . . ?
C16 C11 P1 122.39(18) . . ?
C13 C12 C11 120.6(3) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C13 C14 119.4(2) . . ?
C12 C13 H13 120.3 . . ?
C14 C13 H13 120.3 . . ?
C13 C14 C15 120.6(3) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C14 C15 C16 120.8(3) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C15 C16 C11 118.6(2) . . ?
C15 C16 C17 120.0(2) . . ?
C11 C16 C17 121.0(2) . . ?
C26 C17 C18 119.7(2) . . ?
C26 C17 C16 125.4(2) . . ?
C18 C17 C16 114.6(2) . . ?
C19 C18 C17 121.7(2) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C18 C19 C20 120.6(2) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C19 C20 C21 121.2(2) . . ?
C19 C20 C25 119.1(2) . . ?
C21 C20 C25 119.7(2) . . ?
C22 C21 C20 121.2(2) . . ?
C22 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C21 C22 C23 119.5(2) . . ?
C21 C22 H22 120.3 . . ?
C23 C22 H22 120.3 . . ?
C24 C23 C22 120.9(2) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C23 C24 C25 121.3(2) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 H24 119.4 . . ?
C24 C25 C20 117.4(2) . . ?
C24 C25 C26 123.0(2) . . ?
C20 C25 C26 119.6(2) . . ?
C17 C26 C25 119.2(2) . . ?
C17 C26 C27 121.8(2) . . ?
C25 C26 C27 118.9(2) . . ?
C36 C27 C28 118.5(2) . . ?
C36 C27 C26 120.6(2) . . ?
C28 C27 C26 120.8(2) . . ?
C29 C28 C33 118.1(2) . . ?
C29 C28 C27 122.5(2) . . ?
C33 C28 C27 119.3(2) . . ?
C30 C29 C28 120.9(2) . . ?
C30 C29 H29 119.6 . . ?
C28 C29 H29 119.6 . . ?
C29 C30 C31 121.0(2) . . ?
C29 C30 H30 119.5 . . ?
C31 C30 H30 119.5 . . ?
C32 C31 C30 119.6(2) . . ?
C32 C31 H31 120.2 . . ?
C30 C31 H31 120.2 . . ?
C31 C32 C33 120.9(2) . . ?
C31 C32 H32 119.5 . . ?
C33 C32 H32 119.5 . . ?
C32 C33 C34 121.2(2) . . ?
C32 C33 C28 119.3(2) . . ?
C34 C33 C28 119.5(2) . . ?
C35 C34 C33 120.2(2) . . ?
C35 C34 H34 119.9 . . ?
C33 C34 H34 119.9 . . ?
C34 C35 C36 120.9(2) . . ?
C34 C35 H35 119.5 . . ?
C36 C35 H35 119.5 . . ?
C27 C36 C35 121.3(2) . . ?
C27 C36 P1 121.79(17) . . ?
C35 C36 P1 116.55(18) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 P1 C1 C6 -99.1(2) . . . . ?
C11 P1 C1 C6 28.8(3) . . . . ?
C36 P1 C1 C6 136.2(2) . . . . ?
O1 P1 C1 C2 81.5(2) . . . . ?
C11 P1 C1 C2 -150.52(19) . . . . ?
C36 P1 C1 C2 -43.1(2) . . . . ?
C6 C1 C2 C3 -1.3(4) . . . . ?
P1 C1 C2 C3 178.1(2) . . . . ?
C1 C2 C3 C4 -0.4(4) . . . . ?
C2 C3 C4 C5 2.0(4) . . . . ?
C3 C4 C5 C6 -1.9(4) . . . . ?
C2 C1 C6 C5 1.4(4) . . . . ?
P1 C1 C6 C5 -177.9(2) . . . . ?
C4 C5 C6 C1 0.2(4) . . . . ?
O1 P1 C11 C12 -0.3(2) . . . . ?
C1 P1 C11 C12 -128.7(2) . . . . ?
C36 P1 C11 C12 120.1(2) . . . . ?
O1 P1 C11 C16 -175.34(19) . . . . ?
C1 P1 C11 C16 56.2(2) . . . . ?
C36 P1 C11 C16 -55.0(2) . . . . ?
C16 C11 C12 C13 -0.8(4) . . . . ?
P1 C11 C12 C13 -176.0(2) . . . . ?
C11 C12 C13 C14 0.5(4) . . . . ?
C12 C13 C14 C15 0.0(4) . . . . ?
C13 C14 C15 C16 -0.1(4) . . . . ?
C14 C15 C16 C11 -0.2(3) . . . . ?
C14 C15 C16 C17 -172.5(2) . . . . ?
C12 C11 C16 C15 0.7(3) . . . . ?
P1 C11 C16 C15 175.61(18) . . . . ?
C12 C11 C16 C17 172.9(2) . . . . ?
P1 C11 C16 C17 -12.2(3) . . . . ?
C15 C16 C17 C26 -135.4(3) . . . . ?
C11 C16 C17 C26 52.5(3) . . . . ?
C15 C16 C17 C18 50.3(3) . . . . ?
C11 C16 C17 C18 -121.7(2) . . . . ?
C26 C17 C18 C19 -5.4(4) . . . . ?
C16 C17 C18 C19 169.2(2) . . . . ?
C17 C18 C19 C20 2.0(4) . . . . ?
C18 C19 C20 C21 -178.1(2) . . . . ?
C18 C19 C20 C25 2.3(4) . . . . ?
C19 C20 C21 C22 -177.7(3) . . . . ?
C25 C20 C21 C22 1.9(4) . . . . ?
C20 C21 C22 C23 -1.1(4) . . . . ?
C21 C22 C23 C24 -0.9(4) . . . . ?
C22 C23 C24 C25 2.1(4) . . . . ?
C23 C24 C25 C20 -1.2(3) . . . . ?
C23 C24 C25 C26 -179.0(2) . . . . ?
C19 C20 C25 C24 178.9(2) . . . . ?
C21 C20 C25 C24 -0.7(3) . . . . ?
C19 C20 C25 C26 -3.3(3) . . . . ?
C21 C20 C25 C26 177.1(2) . . . . ?
C18 C17 C26 C25 4.2(3) . . . . ?
C16 C17 C26 C25 -169.7(2) . . . . ?
C18 C17 C26 C27 -179.1(2) . . . . ?
C16 C17 C26 C27 6.9(4) . . . . ?
C24 C25 C26 C17 177.7(2) . . . . ?
C20 C25 C26 C17 0.0(3) . . . . ?
C24 C25 C26 C27 0.9(3) . . . . ?
C20 C25 C26 C27 -176.8(2) . . . . ?
C17 C26 C27 C36 -61.9(3) . . . . ?
C25 C26 C27 C36 114.8(2) . . . . ?
C17 C26 C27 C28 119.8(3) . . . . ?
C25 C26 C27 C28 -63.5(3) . . . . ?
C36 C27 C28 C29 172.8(2) . . . . ?
C26 C27 C28 C29 -8.9(3) . . . . ?
C36 C27 C28 C33 -5.3(3) . . . . ?
C26 C27 C28 C33 173.0(2) . . . . ?
C33 C28 C29 C30 -1.7(4) . . . . ?
C27 C28 C29 C30 -179.8(2) . . . . ?
C28 C29 C30 C31 -1.4(4) . . . . ?
C29 C30 C31 C32 2.8(4) . . . . ?
C30 C31 C32 C33 -1.0(4) . . . . ?
C31 C32 C33 C34 177.4(2) . . . . ?
C31 C32 C33 C28 -2.1(4) . . . . ?
C29 C28 C33 C32 3.4(3) . . . . ?
C27 C28 C33 C32 -178.4(2) . . . . ?
C29 C28 C33 C34 -176.0(2) . . . . ?
C27 C28 C33 C34 2.1(3) . . . . ?
C32 C33 C34 C35 -177.0(2) . . . . ?
C28 C33 C34 C35 2.4(4) . . . . ?
C33 C34 C35 C36 -3.8(4) . . . . ?
C28 C27 C36 C35 4.0(3) . . . . ?
C26 C27 C36 C35 -174.3(2) . . . . ?
C28 C27 C36 P1 -168.89(17) . . . . ?
C26 C27 C36 P1 12.8(3) . . . . ?
C34 C35 C36 C27 0.5(4) . . . . ?
C34 C35 C36 P1 173.8(2) . . . . ?
O1 P1 C36 C27 176.79(18) . . . . ?
C11 P1 C36 C27 56.4(2) . . . . ?
C1 P1 C36 C27 -58.0(2) . . . . ?
O1 P1 C36 C35 3.5(2) . . . . ?
C11 P1 C36 C35 -116.83(19) . . . . ?
C1 P1 C36 C35 128.77(19) . . . . ?

#------------------------------------------------------------------------------#
#===END OF CIF FILE FOR RM84                                                   #
#------------------------------------------------------------------------------#
#                                                                              #
################################################################################
####################################################################### 
# 
# 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_RM100
_database_code_depnum_ccdc_archive 'CCDC 1921443'
loop_
_audit_author_name
_audit_author_address
'Vincent Dorcet'
;CDIFX, Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-06-06 deposited with the CCDC.	2021-06-21 downloaded from the CCDC.
;


#------------------------------------------------------------------------------#
#                             CHEMICAL INFORMATION                             #
#------------------------------------------------------------------------------#


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C32 H19 O P, C H2 Cl2'
_chemical_formula_sum            'C33 H21 Cl2 O P'
_chemical_formula_weight         535.37
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration rm/ad/rmad/syn/unk/.

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


_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
_space_group_IT_number           19
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   11.636(3)
_cell_length_b                   14.154(3)
_cell_length_c                   15.569(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2564.0(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3600
_cell_measurement_theta_min      2.2659
_cell_measurement_theta_max      21.2386
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.550
_exptl_crystal_size_min          0.420
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1104
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    0.342
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.773
_exptl_absorpt_correction_T_max  0.866

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

_diffrn_measurement_device_type  'APEXII, Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector                 'CCD plate'
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_reflns_av_r_equivalents  0.0471
_diffrn_reflns_av_uneti/neti     0.0643
_diffrn_reflns_number            17033
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.986
_diffrn_reflns_theta_max         27.479
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_reflns_number_total             5854
_reflns_number_gt                3824
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.781
_reflns_Friedel_fraction_max     0.995
_reflns_Friedel_fraction_full    0.999

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

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

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015); SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2017_1 (Sheldrick, 2017)'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 1999), Mercury (CSD, 2016)'
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2018)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1643P)²+0.5865P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5854
_refine_ls_number_parameters     322
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1225
_refine_ls_R_factor_gt           0.0794
_refine_ls_wR_factor_ref         0.2668
_refine_ls_wR_factor_gt          0.2281
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.015
_refine_ls_shift/su_mean         0.002
_refine_diff_density_max         1.448
_refine_diff_density_min         -0.575
_refine_diff_density_rms         0.081
_refine_ls_abs_structure_details 
;
Flack x determined using 1207 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.12(5)

#...............................................................................
# .RES SHELXL file: RM100.res
#...............................................................................



# ............... End of .HKL file ........................................... #
#------------------------------------------------------------------------------#
#------------------------------------------------------------------------------#

#------------------------------------------------------------------------------#
#               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 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.57417(17) 0.50756(11) 0.50478(10) 0.0445(5) Uani 1 1 d . . . . .
O1 O 0.6085(5) 0.5609(4) 0.5825(3) 0.0648(15) Uani 1 1 d . . . . .
C1 C 0.5327(4) 0.3885(3) 0.5303(3) 0.0446(16) Uani 1 1 d G . . . .
C2 C 0.6198(4) 0.3305(4) 0.5613(3) 0.061(2) Uani 1 1 d G . . . .
H2 H 0.696257 0.353798 0.565107 0.073 Uiso 1 1 calc R U . . .
C3 C 0.5952(5) 0.2386(3) 0.5866(4) 0.081(3) Uani 1 1 d G . . . .
H3 H 0.654702 0.199001 0.607785 0.097 Uiso 1 1 calc R U . . .
C4 C 0.4833(6) 0.2046(3) 0.5810(4) 0.086(3) Uani 1 1 d G . . . .
H4 H 0.466479 0.141713 0.598343 0.103 Uiso 1 1 calc R U . . .
C5 C 0.3962(5) 0.2625(4) 0.5501(4) 0.092(4) Uani 1 1 d G . . . .
H5 H 0.319810 0.239221 0.546223 0.110 Uiso 1 1 calc R U . . .
C6 C 0.4209(4) 0.3544(4) 0.5247(3) 0.062(2) Uani 1 1 d G . . . .
H6 H 0.361363 0.394018 0.503545 0.075 Uiso 1 1 calc R U . . .
C7 C 0.6850(6) 0.5003(4) 0.4254(4) 0.0406(14) Uani 1 1 d . . . . .
C8 C 0.7901(6) 0.5434(5) 0.4399(5) 0.0536(18) Uani 1 1 d . . . . .
H8 H 0.805847 0.572064 0.493835 0.064 Uiso 1 1 calc R U . . .
C9 C 0.8732(7) 0.5445(5) 0.3746(6) 0.060(2) Uani 1 1 d . . . . .
H9 H 0.946135 0.572796 0.384220 0.072 Uiso 1 1 calc R U . . .
C10 C 0.8479(6) 0.5046(5) 0.2975(6) 0.0579(19) Uani 1 1 d . . . . .
H10 H 0.902831 0.508013 0.252461 0.069 Uiso 1 1 calc R U . . .
C11 C 0.7470(6) 0.4604(5) 0.2831(5) 0.0515(17) Uani 1 1 d . . . . .
H11 H 0.733667 0.430973 0.229167 0.062 Uiso 1 1 calc R U . . .
C12 C 0.6610(5) 0.4571(4) 0.3471(4) 0.0376(13) Uani 1 1 d . . . . .
C13 C 0.5538(5) 0.4053(4) 0.3262(4) 0.0369(13) Uani 1 1 d . . . . .
C14 C 0.5742(7) 0.3132(5) 0.2919(4) 0.0478(16) Uani 1 1 d . . . . .
H14 H 0.649868 0.288083 0.292811 0.057 Uiso 1 1 calc R U . . .
C15 C 0.4875(7) 0.2606(5) 0.2578(5) 0.0509(18) Uani 1 1 d . . . . .
H15 H 0.501994 0.197669 0.239569 0.061 Uiso 1 1 calc R U . . .
C16 C 0.3769(6) 0.2987(5) 0.2496(4) 0.0483(16) Uani 1 1 d . . . . .
C17 C 0.2896(8) 0.2479(6) 0.2061(5) 0.063(2) Uani 1 1 d . . . . .
H17 H 0.302990 0.184920 0.187383 0.075 Uiso 1 1 calc R U . . .
C18 C 0.1859(7) 0.2902(6) 0.1913(5) 0.063(2) Uani 1 1 d . . . . .
H18 H 0.126416 0.255214 0.164079 0.076 Uiso 1 1 calc R U . . .
C19 C 0.1660(6) 0.3815(6) 0.2146(5) 0.0536(18) Uani 1 1 d . . . . .
H19 H 0.094839 0.410489 0.200404 0.064 Uiso 1 1 calc R U . . .
C20 C 0.2491(5) 0.4326(5) 0.2592(4) 0.0412(14) Uani 1 1 d . . . . .
C21 C 0.3541(6) 0.3903(4) 0.2810(4) 0.0377(13) Uani 1 1 d . . . . .
C22 C 0.4422(5) 0.4407(4) 0.3284(4) 0.0355(13) Uani 1 1 d . . . . .
C23 C 0.4060(5) 0.5267(4) 0.3739(4) 0.0359(13) Uani 1 1 d . . . . .
C24 C 0.3047(5) 0.5750(4) 0.3421(4) 0.0392(14) Uani 1 1 d . . . . .
C25 C 0.2300(5) 0.5328(5) 0.2812(4) 0.0444(15) Uani 1 1 d . . . . .
C26 C 0.1392(6) 0.5865(6) 0.2485(5) 0.058(2) Uani 1 1 d . . . . .
H26 H 0.090211 0.558549 0.206826 0.070 Uiso 1 1 calc R U . . .
C27 C 0.1179(8) 0.6763(7) 0.2735(6) 0.071(3) Uani 1 1 d . . . . .
H27 H 0.058602 0.711365 0.246145 0.085 Uiso 1 1 calc R U . . .
C28 C 0.1818(8) 0.7178(6) 0.3387(7) 0.073(3) Uani 1 1 d . . . . .
H28 H 0.162215 0.778872 0.359469 0.087 Uiso 1 1 calc R U . . .
C29 C 0.2777(6) 0.6675(5) 0.3745(5) 0.0498(18) Uani 1 1 d . . . . .
C30 C 0.3431(8) 0.7040(5) 0.4438(6) 0.068(2) Uani 1 1 d . . . . .
H30 H 0.326281 0.765187 0.465592 0.082 Uiso 1 1 calc R U . . .
C31 C 0.4294(7) 0.6529(5) 0.4795(5) 0.0559(18) Uani 1 1 d . . . . .
H31 H 0.469982 0.677566 0.527449 0.067 Uiso 1 1 calc R U . . .
C32 C 0.4597(6) 0.5638(4) 0.4463(4) 0.0418(14) Uani 1 1 d . . . . .
C51 C 0.4162(10) 0.5674(8) 0.0981(7) 0.089(3) Uani 1 1 d . . . . .
H51A H 0.412909 0.631298 0.072239 0.107 Uiso 1 1 calc R U . . .
H51B H 0.368479 0.568035 0.150718 0.107 Uiso 1 1 calc R U . . .
Cl1 Cl 0.3597(4) 0.4861(4) 0.0260(3) 0.170(2) Uani 1 1 d . . . . .
Cl2 Cl 0.5560(4) 0.5420(4) 0.1253(2) 0.1391(15) Uani 1 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
P1 O1 1.481(5) . ?
P1 C7 1.789(7) . ?
P1 C1 1.798(4) . ?
P1 C32 1.799(7) . ?
C1 C2 1.3900 . ?
C1 C6 1.3900 . ?
C2 C3 1.3900 . ?
C2 H2 0.9500 . ?
C3 C4 1.3900 . ?
C3 H3 0.9500 . ?
C4 C5 1.3900 . ?
C4 H4 0.9500 . ?
C5 C6 1.3900 . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.386(9) . ?
C7 C12 1.392(9) . ?
C8 C9 1.403(12) . ?
C8 H8 0.9500 . ?
C9 C10 1.359(12) . ?
C9 H9 0.9500 . ?
C10 C11 1.349(11) . ?
C10 H10 0.9500 . ?
C11 C12 1.413(10) . ?
C11 H11 0.9500 . ?
C12 C13 1.482(9) . ?
C13 C22 1.393(9) . ?
C13 C14 1.429(8) . ?
C14 C15 1.361(10) . ?
C14 H14 0.9500 . ?
C15 C16 1.401(11) . ?
C15 H15 0.9500 . ?
C16 C21 1.411(9) . ?
C16 C17 1.418(10) . ?
C17 C18 1.367(12) . ?
C17 H17 0.9500 . ?
C18 C19 1.362(12) . ?
C18 H18 0.9500 . ?
C19 C20 1.393(10) . ?
C19 H19 0.9500 . ?
C20 C21 1.402(9) . ?
C20 C25 1.476(10) . ?
C21 C22 1.451(8) . ?
C22 C23 1.469(8) . ?
C23 C32 1.392(9) . ?
C23 C24 1.449(8) . ?
C24 C25 1.418(10) . ?
C24 C29 1.438(9) . ?
C25 C26 1.398(10) . ?
C26 C27 1.353(12) . ?
C26 H26 0.9500 . ?
C27 C28 1.389(14) . ?
C27 H27 0.9500 . ?
C28 C29 1.436(11) . ?
C28 H28 0.9500 . ?
C29 C30 1.419(12) . ?
C30 C31 1.357(12) . ?
C30 H30 0.9500 . ?
C31 C32 1.407(9) . ?
C31 H31 0.9500 . ?
C51 Cl2 1.720(12) . ?
C51 Cl1 1.737(12) . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 P1 C7 113.5(3) . . ?
O1 P1 C1 111.7(3) . . ?
C7 P1 C1 107.0(2) . . ?
O1 P1 C32 112.8(3) . . ?
C7 P1 C32 102.1(3) . . ?
C1 P1 C32 109.1(3) . . ?
C2 C1 C6 120.0 . . ?
C2 C1 P1 115.7(3) . . ?
C6 C1 P1 124.2(3) . . ?
C1 C2 C3 120.0 . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C4 C3 C2 120.0 . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 120.0 . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C1 120.0 . . ?
C5 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
C8 C7 C12 120.9(6) . . ?
C8 C7 P1 119.9(5) . . ?
C12 C7 P1 119.1(5) . . ?
C7 C8 C9 119.7(7) . . ?
C7 C8 H8 120.2 . . ?
C9 C8 H8 120.2 . . ?
C10 C9 C8 119.1(7) . . ?
C10 C9 H9 120.5 . . ?
C8 C9 H9 120.5 . . ?
C11 C10 C9 121.9(8) . . ?
C11 C10 H10 119.1 . . ?
C9 C10 H10 119.1 . . ?
C10 C11 C12 121.0(7) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 H11 119.5 . . ?
C7 C12 C11 117.4(6) . . ?
C7 C12 C13 125.3(6) . . ?
C11 C12 C13 117.2(6) . . ?
C22 C13 C14 119.5(6) . . ?
C22 C13 C12 126.9(5) . . ?
C14 C13 C12 113.2(6) . . ?
C15 C14 C13 121.5(7) . . ?
C15 C14 H14 119.3 . . ?
C13 C14 H14 119.3 . . ?
C14 C15 C16 120.4(6) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C15 C16 C21 119.7(6) . . ?
C15 C16 C17 120.4(7) . . ?
C21 C16 C17 119.8(7) . . ?
C18 C17 C16 119.4(7) . . ?
C18 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
C19 C18 C17 121.4(7) . . ?
C19 C18 H18 119.3 . . ?
C17 C18 H18 119.3 . . ?
C18 C19 C20 120.5(7) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C19 C20 C21 120.3(6) . . ?
C19 C20 C25 120.7(6) . . ?
C21 C20 C25 119.0(6) . . ?
C20 C21 C16 118.2(6) . . ?
C20 C21 C22 121.9(5) . . ?
C16 C21 C22 119.7(6) . . ?
C13 C22 C21 118.0(5) . . ?
C13 C22 C23 125.2(5) . . ?
C21 C22 C23 116.8(5) . . ?
C32 C23 C24 117.6(5) . . ?
C32 C23 C22 125.1(5) . . ?
C24 C23 C22 117.3(5) . . ?
C25 C24 C29 118.9(6) . . ?
C25 C24 C23 121.9(5) . . ?
C29 C24 C23 119.2(6) . . ?
C26 C25 C24 118.6(7) . . ?
C26 C25 C20 123.4(7) . . ?
C24 C25 C20 117.9(5) . . ?
C27 C26 C25 123.0(8) . . ?
C27 C26 H26 118.5 . . ?
C25 C26 H26 118.5 . . ?
C26 C27 C28 120.6(8) . . ?
C26 C27 H27 119.7 . . ?
C28 C27 H27 119.7 . . ?
C27 C28 C29 119.3(8) . . ?
C27 C28 H28 120.3 . . ?
C29 C28 H28 120.3 . . ?
C30 C29 C28 122.1(7) . . ?
C30 C29 C24 118.7(6) . . ?
C28 C29 C24 119.1(7) . . ?
C31 C30 C29 121.0(6) . . ?
C31 C30 H30 119.5 . . ?
C29 C30 H30 119.5 . . ?
C30 C31 C32 120.9(7) . . ?
C30 C31 H31 119.6 . . ?
C32 C31 H31 119.6 . . ?
C23 C32 C31 121.5(6) . . ?
C23 C32 P1 125.1(5) . . ?
C31 C32 P1 113.3(5) . . ?
Cl2 C51 Cl1 112.2(7) . . ?
Cl2 C51 H51A 109.2 . . ?
Cl1 C51 H51A 109.2 . . ?
Cl2 C51 H51B 109.2 . . ?
Cl1 C51 H51B 109.2 . . ?
H51A C51 H51B 107.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 P1 C1 C2 -66.1(4) . . . . ?
C7 P1 C1 C2 58.8(3) . . . . ?
C32 P1 C1 C2 168.5(3) . . . . ?
O1 P1 C1 C6 110.8(4) . . . . ?
C7 P1 C1 C6 -124.4(3) . . . . ?
C32 P1 C1 C6 -14.6(4) . . . . ?
C6 C1 C2 C3 0.0 . . . . ?
P1 C1 C2 C3 177.0(3) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 C6 0.0 . . . . ?
C4 C5 C6 C1 0.0 . . . . ?
C2 C1 C6 C5 0.0 . . . . ?
P1 C1 C6 C5 -176.7(4) . . . . ?
O1 P1 C7 C8 -0.7(6) . . . . ?
C1 P1 C7 C8 -124.4(5) . . . . ?
C32 P1 C7 C8 121.0(5) . . . . ?
O1 P1 C7 C12 -175.9(5) . . . . ?
C1 P1 C7 C12 60.3(5) . . . . ?
C32 P1 C7 C12 -54.3(5) . . . . ?
C12 C7 C8 C9 0.7(10) . . . . ?
P1 C7 C8 C9 -174.5(5) . . . . ?
C7 C8 C9 C10 1.2(10) . . . . ?
C8 C9 C10 C11 -2.9(11) . . . . ?
C9 C10 C11 C12 2.7(11) . . . . ?
C8 C7 C12 C11 -0.9(9) . . . . ?
P1 C7 C12 C11 174.3(4) . . . . ?
C8 C7 C12 C13 177.0(6) . . . . ?
P1 C7 C12 C13 -7.7(8) . . . . ?
C10 C11 C12 C7 -0.7(9) . . . . ?
C10 C11 C12 C13 -178.8(6) . . . . ?
C7 C12 C13 C22 58.5(9) . . . . ?
C11 C12 C13 C22 -123.5(7) . . . . ?
C7 C12 C13 C14 -128.5(6) . . . . ?
C11 C12 C13 C14 49.5(8) . . . . ?
C22 C13 C14 C15 2.9(10) . . . . ?
C12 C13 C14 C15 -170.7(6) . . . . ?
C13 C14 C15 C16 4.9(11) . . . . ?
C14 C15 C16 C21 -3.4(11) . . . . ?
C14 C15 C16 C17 173.3(7) . . . . ?
C15 C16 C17 C18 -173.5(8) . . . . ?
C21 C16 C17 C18 3.3(12) . . . . ?
C16 C17 C18 C19 2.4(13) . . . . ?
C17 C18 C19 C20 -3.9(12) . . . . ?
C18 C19 C20 C21 -0.4(10) . . . . ?
C18 C19 C20 C25 177.2(7) . . . . ?
C19 C20 C21 C16 5.9(9) . . . . ?
C25 C20 C21 C16 -171.8(6) . . . . ?
C19 C20 C21 C22 -179.1(6) . . . . ?
C25 C20 C21 C22 3.2(8) . . . . ?
C15 C16 C21 C20 169.4(6) . . . . ?
C17 C16 C21 C20 -7.3(9) . . . . ?
C15 C16 C21 C22 -5.6(10) . . . . ?
C17 C16 C21 C22 177.6(6) . . . . ?
C14 C13 C22 C21 -11.6(8) . . . . ?
C12 C13 C22 C21 160.9(6) . . . . ?
C14 C13 C22 C23 169.7(6) . . . . ?
C12 C13 C22 C23 -17.8(9) . . . . ?
C20 C21 C22 C13 -161.8(6) . . . . ?
C16 C21 C22 C13 13.1(8) . . . . ?
C20 C21 C22 C23 17.0(8) . . . . ?
C16 C21 C22 C23 -168.1(6) . . . . ?
C13 C22 C23 C32 -27.4(9) . . . . ?
C21 C22 C23 C32 153.8(6) . . . . ?
C13 C22 C23 C24 154.4(6) . . . . ?
C21 C22 C23 C24 -24.3(8) . . . . ?
C32 C23 C24 C25 -166.1(6) . . . . ?
C22 C23 C24 C25 12.1(8) . . . . ?
C32 C23 C24 C29 12.5(8) . . . . ?
C22 C23 C24 C29 -169.2(5) . . . . ?
C29 C24 C25 C26 6.4(9) . . . . ?
C23 C24 C25 C26 -175.0(6) . . . . ?
C29 C24 C25 C20 -170.6(6) . . . . ?
C23 C24 C25 C20 8.1(8) . . . . ?
C19 C20 C25 C26 -10.4(9) . . . . ?
C21 C20 C25 C26 167.3(6) . . . . ?
C19 C20 C25 C24 166.4(6) . . . . ?
C21 C20 C25 C24 -16.0(8) . . . . ?
C24 C25 C26 C27 -1.3(10) . . . . ?
C20 C25 C26 C27 175.4(7) . . . . ?
C25 C26 C27 C28 -4.7(12) . . . . ?
C26 C27 C28 C29 5.5(12) . . . . ?
C27 C28 C29 C30 -177.1(7) . . . . ?
C27 C28 C29 C24 -0.4(11) . . . . ?
C25 C24 C29 C30 171.3(6) . . . . ?
C23 C24 C29 C30 -7.4(9) . . . . ?
C25 C24 C29 C28 -5.5(9) . . . . ?
C23 C24 C29 C28 175.8(6) . . . . ?
C28 C29 C30 C31 176.4(7) . . . . ?
C24 C29 C30 C31 -0.3(11) . . . . ?
C29 C30 C31 C32 2.7(12) . . . . ?
C24 C23 C32 C31 -10.4(9) . . . . ?
C22 C23 C32 C31 171.5(6) . . . . ?
C24 C23 C32 P1 171.5(4) . . . . ?
C22 C23 C32 P1 -6.7(9) . . . . ?
C30 C31 C32 C23 2.9(11) . . . . ?
C30 C31 C32 P1 -178.8(6) . . . . ?
O1 P1 C32 C23 -176.1(5) . . . . ?
C7 P1 C32 C23 61.7(6) . . . . ?
C1 P1 C32 C23 -51.3(6) . . . . ?
O1 P1 C32 C31 5.6(6) . . . . ?
C7 P1 C32 C31 -116.6(5) . . . . ?
C1 P1 C32 C31 130.4(5) . . . . ?

#------------------------------------------------------------------------------#
#===END OF CIF FILE FOR RM100                                                  #
#------------------------------------------------------------------------------#
#                                                                              #
################################################################################
####################################################################### 
# 
# 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_RM102
_database_code_depnum_ccdc_archive 'CCDC 1921441'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;CDIFX, Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-06-06 deposited with the CCDC.	2021-06-21 downloaded from the CCDC.
;


#------------------------------------------------------------------------------#
#                             CHEMICAL INFORMATION                             #
#------------------------------------------------------------------------------#


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C32 H21 O P'
_chemical_formula_sum            'C32 H21 O P'
_chemical_formula_weight         452.46
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration ad

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


_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
_space_group_IT_number           19
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.4045(5)
_cell_length_b                   15.4654(8)
_cell_length_c                   17.2962(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2248.1(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6006
_cell_measurement_theta_min      2.7583
_cell_measurement_theta_max      27.4554
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.210
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.337
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             944
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    0.147
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.850
_exptl_absorpt_correction_T_max  0.970

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_reflns_av_r_equivalents  0.0357
_diffrn_reflns_av_uneti/neti     0.0515
_diffrn_reflns_number            11309
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.380
_diffrn_reflns_theta_max         27.472
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.990
_reflns_number_total             5042
_reflns_number_gt                4434
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.749
_reflns_Friedel_fraction_max     0.972
_reflns_Friedel_fraction_full    0.972

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

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

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015); SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 1999), Mercury (CSD, 2016)'
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2018)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0486P)²+0.9534P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5042
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0410
_refine_ls_wR_factor_ref         0.1083
_refine_ls_wR_factor_gt          0.1021
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.347
_refine_diff_density_min         -0.249
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 
;
Flack x determined using 1709 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.04(7)

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................



# ............... End of .HKL file ........................................... #
#------------------------------------------------------------------------------#
#------------------------------------------------------------------------------#

#------------------------------------------------------------------------------#
#               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 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7865(4) 0.17358(19) 0.75769(17) 0.0217(6) Uani 1 1 d . . . . .
C2 C 0.8871(4) 0.1695(2) 0.69315(19) 0.0261(6) Uani 1 1 d . . . . .
H2 H 0.945766 0.219166 0.677916 0.031 Uiso 1 1 calc R U . . .
C3 C 0.9011(4) 0.0939(2) 0.6517(2) 0.0320(8) Uani 1 1 d . . . . .
H3 H 0.970633 0.091054 0.608495 0.038 Uiso 1 1 calc R U . . .
C4 C 0.8137(4) 0.0218(2) 0.6733(2) 0.0362(9) Uani 1 1 d . . . . .
H4 H 0.820565 -0.029645 0.643472 0.043 Uiso 1 1 calc R U . . .
C5 C 0.7168(5) 0.0241(2) 0.7377(2) 0.0382(8) Uani 1 1 d . . . . .
H5 H 0.659546 -0.026058 0.752996 0.046 Uiso 1 1 calc R U . . .
C6 C 0.7034(4) 0.1004(2) 0.7801(2) 0.0312(8) Uani 1 1 d . . . . .
H6 H 0.637037 0.102162 0.824543 0.037 Uiso 1 1 calc R U . . .
C11 C 0.7549(3) 0.35638(18) 0.73217(16) 0.0193(6) Uani 1 1 d . . . . .
C12 C 0.8608(4) 0.4273(2) 0.73754(18) 0.0239(6) Uani 1 1 d . . . . .
H12 H 0.941446 0.427247 0.776000 0.029 Uiso 1 1 calc R U . . .
C13 C 0.8483(4) 0.49506(19) 0.68855(19) 0.0247(6) Uani 1 1 d . . . . .
H13 H 0.924449 0.540422 0.690552 0.030 Uiso 1 1 calc R U . . .
C14 C 0.7221(4) 0.49874(18) 0.63415(16) 0.0216(6) Uani 1 1 d . . . . .
C15 C 0.7022(4) 0.57114(19) 0.58460(18) 0.0267(7) Uani 1 1 d . . . . .
H15 H 0.777199 0.617031 0.586434 0.032 Uiso 1 1 calc R U . . .
C16 C 0.5776(4) 0.5760(2) 0.5345(2) 0.0303(7) Uani 1 1 d . . . . .
H16 H 0.566813 0.624572 0.501284 0.036 Uiso 1 1 calc R U . . .
C17 C 0.4656(4) 0.5092(2) 0.53234(19) 0.0279(7) Uani 1 1 d . . . . .
H17 H 0.376150 0.513893 0.499018 0.034 Uiso 1 1 calc R U . . .
C18 C 0.4830(4) 0.43711(19) 0.57750(18) 0.0236(7) Uani 1 1 d . . . . .
H18 H 0.406948 0.391814 0.574104 0.028 Uiso 1 1 calc R U . . .
C19 C 0.6124(4) 0.42921(18) 0.62904(17) 0.0197(6) Uani 1 1 d . . . . .
C20 C 0.6347(3) 0.35451(18) 0.67750(16) 0.0182(6) Uani 1 1 d . . . . .
C21 C 0.5768(4) 0.28538(19) 0.85052(17) 0.0204(6) Uani 1 1 d . . . . .
C22 C 0.5703(4) 0.3080(2) 0.92863(18) 0.0264(7) Uani 1 1 d . . . . .
H22 H 0.665867 0.314128 0.957410 0.032 Uiso 1 1 calc R U . . .
C23 C 0.4237(5) 0.3216(2) 0.9645(2) 0.0337(8) Uani 1 1 d . . . . .
H23 H 0.418922 0.335952 1.017869 0.040 Uiso 1 1 calc R U . . .
C24 C 0.2861(4) 0.3141(2) 0.9219(2) 0.0318(8) Uani 1 1 d . . . . .
H24 H 0.186305 0.323944 0.946060 0.038 Uiso 1 1 calc R U . . .
C25 C 0.2910(4) 0.29255(19) 0.84487(19) 0.0258(7) Uani 1 1 d . . . . .
H25 H 0.194448 0.287640 0.816652 0.031 Uiso 1 1 calc R U . . .
C26 C 0.4361(3) 0.27769(18) 0.80728(17) 0.0205(5) Uani 1 1 d . . . . .
C27 C 0.4372(4) 0.24455(19) 0.72669(17) 0.0220(6) Uani 1 1 d . . . . .
C28 C 0.3403(4) 0.1698(2) 0.71367(19) 0.0275(7) Uani 1 1 d . . . . .
H28 H 0.268285 0.151772 0.752801 0.033 Uiso 1 1 calc R U . . .
C29 C 0.3488(4) 0.1243(2) 0.6471(2) 0.0307(8) Uani 1 1 d . . . . .
H29 H 0.285266 0.073948 0.640811 0.037 Uiso 1 1 calc R U . . .
C30 C 0.4508(4) 0.1505(2) 0.58685(19) 0.0257(7) Uani 1 1 d . . . . .
C31 C 0.4638(4) 0.1018(2) 0.5174(2) 0.0334(8) Uani 1 1 d . . . . .
H31 H 0.405339 0.049524 0.512120 0.040 Uiso 1 1 calc R U . . .
C32 C 0.5582(4) 0.1287(2) 0.4589(2) 0.0333(8) Uani 1 1 d . . . . .
H32 H 0.565363 0.095619 0.412739 0.040 Uiso 1 1 calc R U . . .
C33 C 0.6456(4) 0.2055(2) 0.46635(19) 0.0298(7) Uani 1 1 d . . . . .
H33 H 0.709354 0.225006 0.424478 0.036 Uiso 1 1 calc R U . . .
C34 C 0.6401(4) 0.25287(18) 0.53343(17) 0.0227(6) Uani 1 1 d . . . . .
H34 H 0.704297 0.303148 0.538185 0.027 Uiso 1 1 calc R U . . .
C35 C 0.5405(3) 0.2281(2) 0.59565(17) 0.0205(6) Uani 1 1 d . . . . .
C36 C 0.5325(3) 0.27531(19) 0.66737(16) 0.0188(6) Uani 1 1 d . . . . .
O1 O 0.9024(3) 0.29237(15) 0.86234(13) 0.0293(5) Uani 1 1 d . . . . .
P1 P 0.77075(9) 0.27547(5) 0.80703(4) 0.01961(17) Uani 1 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 C6 1.386(4) . ?
C1 C2 1.402(4) . ?
C1 P1 1.797(3) . ?
C2 C3 1.377(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.386(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.380(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.394(5) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C11 C20 1.384(4) . ?
C11 C12 1.415(4) . ?
C11 P1 1.806(3) . ?
C12 C13 1.352(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.419(4) . ?
C13 H13 0.9500 . ?
C14 C19 1.419(4) . ?
C14 C15 1.420(4) . ?
C15 C16 1.360(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.399(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.369(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.412(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.440(4) . ?
C20 C36 1.506(4) . ?
C21 C22 1.397(4) . ?
C21 C26 1.404(4) . ?
C21 P1 1.802(3) . ?
C22 C23 1.395(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.376(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.373(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.401(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.485(4) . ?
C27 C36 1.386(4) . ?
C27 C28 1.431(4) . ?
C28 C29 1.352(5) . ?
C28 H28 0.9500 . ?
C29 C30 1.408(5) . ?
C29 H29 0.9500 . ?
C30 C31 1.422(5) . ?
C30 C35 1.426(4) . ?
C31 C32 1.352(5) . ?
C31 H31 0.9500 . ?
C32 C33 1.403(5) . ?
C32 H32 0.9500 . ?
C33 C34 1.373(4) . ?
C33 H33 0.9500 . ?
C34 C35 1.416(4) . ?
C34 H34 0.9500 . ?
C35 C36 1.441(4) . ?
O1 P1 1.486(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
C6 C1 C2 119.3(3) . . ?
C6 C1 P1 123.1(2) . . ?
C2 C1 P1 117.5(2) . . ?
C3 C2 C1 120.3(3) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C2 C3 C4 119.9(3) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 120.6(3) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 119.6(3) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C1 C6 C5 120.2(3) . . ?
C1 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C20 C11 C12 121.3(3) . . ?
C20 C11 P1 122.0(2) . . ?
C12 C11 P1 116.3(2) . . ?
C13 C12 C11 120.7(3) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C12 C13 C14 120.3(3) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C19 C14 C13 119.8(3) . . ?
C19 C14 C15 118.9(3) . . ?
C13 C14 C15 121.4(3) . . ?
C16 C15 C14 121.3(3) . . ?
C16 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
C15 C16 C17 119.6(3) . . ?
C15 C16 H16 120.2 . . ?
C17 C16 H16 120.2 . . ?
C18 C17 C16 121.0(3) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C17 C18 C19 120.9(3) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
C18 C19 C14 118.3(3) . . ?
C18 C19 C20 122.5(3) . . ?
C14 C19 C20 119.2(3) . . ?
C11 C20 C19 118.4(3) . . ?
C11 C20 C36 120.8(2) . . ?
C19 C20 C36 120.7(2) . . ?
C22 C21 C26 120.2(3) . . ?
C22 C21 P1 117.4(2) . . ?
C26 C21 P1 122.2(2) . . ?
C23 C22 C21 120.2(3) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C24 C23 C22 119.4(3) . . ?
C24 C23 H23 120.3 . . ?
C22 C23 H23 120.3 . . ?
C25 C24 C23 121.0(3) . . ?
C25 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C24 C25 C26 121.0(3) . . ?
C24 C25 H25 119.5 . . ?
C26 C25 H25 119.5 . . ?
C25 C26 C21 118.2(3) . . ?
C25 C26 C27 119.8(3) . . ?
C21 C26 C27 121.6(3) . . ?
C36 C27 C28 119.3(3) . . ?
C36 C27 C26 125.5(3) . . ?
C28 C27 C26 115.0(3) . . ?
C29 C28 C27 121.6(3) . . ?
C29 C28 H28 119.2 . . ?
C27 C28 H28 119.2 . . ?
C28 C29 C30 120.8(3) . . ?
C28 C29 H29 119.6 . . ?
C30 C29 H29 119.6 . . ?
C29 C30 C31 121.2(3) . . ?
C29 C30 C35 119.1(3) . . ?
C31 C30 C35 119.7(3) . . ?
C32 C31 C30 120.9(3) . . ?
C32 C31 H31 119.5 . . ?
C30 C31 H31 119.5 . . ?
C31 C32 C33 120.0(3) . . ?
C31 C32 H32 120.0 . . ?
C33 C32 H32 120.0 . . ?
C34 C33 C32 120.8(3) . . ?
C34 C33 H33 119.6 . . ?
C32 C33 H33 119.6 . . ?
C33 C34 C35 121.2(3) . . ?
C33 C34 H34 119.4 . . ?
C35 C34 H34 119.4 . . ?
C34 C35 C30 117.3(3) . . ?
C34 C35 C36 123.1(3) . . ?
C30 C35 C36 119.5(3) . . ?
C27 C36 C35 119.4(3) . . ?
C27 C36 C20 121.5(3) . . ?
C35 C36 C20 119.0(2) . . ?
O1 P1 C1 113.91(14) . . ?
O1 P1 C21 112.96(13) . . ?
C1 P1 C21 109.83(15) . . ?
O1 P1 C11 113.25(14) . . ?
C1 P1 C11 105.81(13) . . ?
C21 P1 C11 100.00(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 1.0(5) . . . . ?
P1 C1 C2 C3 -178.4(3) . . . . ?
C1 C2 C3 C4 0.9(5) . . . . ?
C2 C3 C4 C5 -2.4(6) . . . . ?
C3 C4 C5 C6 1.8(6) . . . . ?
C2 C1 C6 C5 -1.6(5) . . . . ?
P1 C1 C6 C5 177.8(3) . . . . ?
C4 C5 C6 C1 0.2(6) . . . . ?
C20 C11 C12 C13 -0.8(4) . . . . ?
P1 C11 C12 C13 -173.8(2) . . . . ?
C11 C12 C13 C14 4.2(4) . . . . ?
C12 C13 C14 C19 -2.6(4) . . . . ?
C12 C13 C14 C15 177.0(3) . . . . ?
C19 C14 C15 C16 2.1(5) . . . . ?
C13 C14 C15 C16 -177.5(3) . . . . ?
C14 C15 C16 C17 0.9(5) . . . . ?
C15 C16 C17 C18 -2.8(5) . . . . ?
C16 C17 C18 C19 1.6(5) . . . . ?
C17 C18 C19 C14 1.4(4) . . . . ?
C17 C18 C19 C20 179.9(3) . . . . ?
C13 C14 C19 C18 176.4(3) . . . . ?
C15 C14 C19 C18 -3.2(4) . . . . ?
C13 C14 C19 C20 -2.2(4) . . . . ?
C15 C14 C19 C20 178.2(3) . . . . ?
C12 C11 C20 C19 -4.1(4) . . . . ?
P1 C11 C20 C19 168.6(2) . . . . ?
C12 C11 C20 C36 174.3(3) . . . . ?
P1 C11 C20 C36 -13.1(4) . . . . ?
C18 C19 C20 C11 -173.1(3) . . . . ?
C14 C19 C20 C11 5.4(4) . . . . ?
C18 C19 C20 C36 8.6(4) . . . . ?
C14 C19 C20 C36 -172.9(3) . . . . ?
C26 C21 C22 C23 1.1(5) . . . . ?
P1 C21 C22 C23 176.3(2) . . . . ?
C21 C22 C23 C24 -1.2(5) . . . . ?
C22 C23 C24 C25 0.7(5) . . . . ?
C23 C24 C25 C26 -0.1(5) . . . . ?
C24 C25 C26 C21 0.0(4) . . . . ?
C24 C25 C26 C27 172.8(3) . . . . ?
C22 C21 C26 C25 -0.5(4) . . . . ?
P1 C21 C26 C25 -175.4(2) . . . . ?
C22 C21 C26 C27 -173.2(3) . . . . ?
P1 C21 C26 C27 11.9(4) . . . . ?
C25 C26 C27 C36 135.2(3) . . . . ?
C21 C26 C27 C36 -52.2(4) . . . . ?
C25 C26 C27 C28 -50.5(4) . . . . ?
C21 C26 C27 C28 122.0(3) . . . . ?
C36 C27 C28 C29 5.4(5) . . . . ?
C26 C27 C28 C29 -169.2(3) . . . . ?
C27 C28 C29 C30 -1.9(5) . . . . ?
C28 C29 C30 C31 178.3(3) . . . . ?
C28 C29 C30 C35 -2.6(5) . . . . ?
C29 C30 C31 C32 178.0(3) . . . . ?
C35 C30 C31 C32 -1.1(5) . . . . ?
C30 C31 C32 C33 0.3(5) . . . . ?
C31 C32 C33 C34 1.8(5) . . . . ?
C32 C33 C34 C35 -3.1(5) . . . . ?
C33 C34 C35 C30 2.2(4) . . . . ?
C33 C34 C35 C36 179.2(3) . . . . ?
C29 C30 C35 C34 -179.2(3) . . . . ?
C31 C30 C35 C34 -0.1(4) . . . . ?
C29 C30 C35 C36 3.6(4) . . . . ?
C31 C30 C35 C36 -177.3(3) . . . . ?
C28 C27 C36 C35 -4.3(4) . . . . ?
C26 C27 C36 C35 169.8(3) . . . . ?
C28 C27 C36 C20 179.0(3) . . . . ?
C26 C27 C36 C20 -7.0(4) . . . . ?
C34 C35 C36 C27 -177.1(3) . . . . ?
C30 C35 C36 C27 -0.1(4) . . . . ?
C34 C35 C36 C20 -0.3(4) . . . . ?
C30 C35 C36 C20 176.7(3) . . . . ?
C11 C20 C36 C27 61.9(4) . . . . ?
C19 C20 C36 C27 -119.8(3) . . . . ?
C11 C20 C36 C35 -114.9(3) . . . . ?
C19 C20 C36 C35 63.4(4) . . . . ?
C6 C1 P1 O1 98.8(3) . . . . ?
C2 C1 P1 O1 -81.8(3) . . . . ?
C6 C1 P1 C21 -29.0(3) . . . . ?
C2 C1 P1 C21 150.4(2) . . . . ?
C6 C1 P1 C11 -136.1(3) . . . . ?
C2 C1 P1 C11 43.3(3) . . . . ?
C22 C21 P1 O1 0.7(3) . . . . ?
C26 C21 P1 O1 175.7(2) . . . . ?
C22 C21 P1 C1 129.0(2) . . . . ?
C26 C21 P1 C1 -55.9(3) . . . . ?
C22 C21 P1 C11 -120.0(2) . . . . ?
C26 C21 P1 C11 55.0(3) . . . . ?
C20 C11 P1 O1 -176.6(2) . . . . ?
C12 C11 P1 O1 -3.6(3) . . . . ?
C20 C11 P1 C1 57.9(3) . . . . ?
C12 C11 P1 C1 -129.1(2) . . . . ?
C20 C11 P1 C21 -56.1(3) . . . . ?
C12 C11 P1 C21 116.8(2) . . . . ?

#------------------------------------------------------------------------------#
#===END OF CIF FILE FOR RM102                                                  #
#------------------------------------------------------------------------------#
#                                                                              #
################################################################################
####################################################################### 
# 
# 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_RM135
_database_code_depnum_ccdc_archive 'CCDC 1921449'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;CDIFX, Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-06-06 deposited with the CCDC.	2021-06-21 downloaded from the CCDC.
;


#------------------------------------------------------------------------------#
#                             CHEMICAL INFORMATION                             #
#------------------------------------------------------------------------------#


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C32 H21 Au Cl P'
_chemical_formula_sum            'C32 H21 Au Cl P'
_chemical_formula_weight         668.87
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration rm/ad/rmad/syn/unk/.

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


_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
_space_group_IT_number           19
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   14.699(3)
_cell_length_b                   15.681(3)
_cell_length_c                   24.869(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5732.2(19)
_cell_formula_units_Z            8
_cell_measurement_temperature    150
_cell_measurement_reflns_used    9217
_cell_measurement_theta_min      2.5080
_cell_measurement_theta_max      27.4580
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.290
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.550
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             2592
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    5.299
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.138
_exptl_absorpt_correction_T_max  0.215

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0438
_diffrn_reflns_av_uneti/neti     0.0551
_diffrn_reflns_number            33629
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         2.068
_diffrn_reflns_theta_max         27.503
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_reflns_number_total             13079
_reflns_number_gt                12599
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.821
_reflns_Friedel_fraction_max     0.993
_reflns_Friedel_fraction_full    0.996

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

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

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 1999), Mercury (CSD, 2016)'
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0708P)²+14.5018P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         13079
_refine_ls_number_parameters     517
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0438
_refine_ls_wR_factor_ref         0.1135
_refine_ls_wR_factor_gt          0.1123
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.929
_refine_diff_density_min         -3.555
_refine_diff_density_rms         0.215
_refine_ls_abs_structure_details 
;
Flack x determined using 5407 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.004(5)

#...............................................................................
# .RES SHELXL file: sqz.res
#...............................................................................



# ............... End of .HKL file ........................................... #
#------------------------------------------------------------------------------#

#...............................................................................
# .FAB SHELXL file: sqz.fab
#...............................................................................



# ............... End of .FAB file ........................................... #
#------------------------------------------------------------------------------#

#------------------------------------------------------------------------------#
#               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 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 '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'
P P 0.1023 0.0942 '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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.35167(2) 0.49015(2) 0.34069(2) 0.01319(9) Uani 1 1 d . . . . .
Cl1 Cl 0.24979(16) 0.37891(15) 0.34319(10) 0.0230(5) Uani 1 1 d . . . . .
P1 P 0.45676(14) 0.59402(14) 0.33914(9) 0.0109(4) Uani 1 1 d . . . . .
C1 C 0.4048(6) 0.6976(6) 0.3339(4) 0.0157(18) Uani 1 1 d . . . . .
C2 C 0.3751(7) 0.7424(7) 0.3782(5) 0.023(2) Uani 1 1 d . . . . .
H2 H 0.391687 0.723331 0.413076 0.028 Uiso 1 1 calc R U . . .
C3 C 0.3215(9) 0.8150(9) 0.3730(7) 0.047(4) Uani 1 1 d . . . . .
H3 H 0.300704 0.845131 0.403730 0.056 Uiso 1 1 calc R U . . .
C4 C 0.2989(8) 0.8425(8) 0.3205(8) 0.053(5) Uani 1 1 d . . . . .
H4 H 0.262121 0.891742 0.315732 0.064 Uiso 1 1 calc R U . . .
C5 C 0.3289(10) 0.7994(10) 0.2774(8) 0.051(4) Uani 1 1 d . . . . .
H5 H 0.314280 0.819780 0.242456 0.062 Uiso 1 1 calc R U . . .
C6 C 0.3804(8) 0.7266(8) 0.2825(5) 0.029(2) Uani 1 1 d . . . . .
H6 H 0.399352 0.696085 0.251411 0.034 Uiso 1 1 calc R U . . .
C11 C 0.5357(7) 0.5868(7) 0.2834(4) 0.019(2) Uani 1 1 d . . . . .
C12 C 0.5209(7) 0.5218(8) 0.2451(4) 0.024(2) Uani 1 1 d . . . . .
H12 H 0.471425 0.483382 0.249251 0.029 Uiso 1 1 calc R U . . .
C13 C 0.5797(8) 0.5141(9) 0.2010(4) 0.029(2) Uani 1 1 d . . . . .
H13 H 0.569070 0.471391 0.174680 0.035 Uiso 1 1 calc R U . . .
C14 C 0.6530(8) 0.5685(8) 0.1958(4) 0.028(2) Uani 1 1 d . . . . .
H14 H 0.694269 0.561312 0.166751 0.034 Uiso 1 1 calc R U . . .
C15 C 0.6665(7) 0.6331(8) 0.2325(4) 0.022(2) Uani 1 1 d . . . . .
H15 H 0.716898 0.670245 0.227868 0.026 Uiso 1 1 calc R U . . .
C16 C 0.6080(6) 0.6458(7) 0.2766(4) 0.0167(19) Uani 1 1 d . . . . .
C17 C 0.6210(6) 0.7216(6) 0.3112(4) 0.0146(18) Uani 1 1 d . . . . .
C18 C 0.6407(7) 0.7987(7) 0.2836(4) 0.021(2) Uani 1 1 d . . . . .
H18 H 0.650779 0.797402 0.245902 0.025 Uiso 1 1 calc R U . . .
C19 C 0.6454(7) 0.8744(6) 0.3101(4) 0.021(2) Uani 1 1 d . . . . .
H19 H 0.662898 0.924192 0.290981 0.026 Uiso 1 1 calc R U . . .
C20 C 0.6253(6) 0.8807(6) 0.3647(4) 0.0173(19) Uani 1 1 d . . . . .
C21 C 0.6173(8) 0.9602(7) 0.3927(4) 0.025(2) Uani 1 1 d . . . . .
H21 H 0.630469 1.011935 0.374364 0.030 Uiso 1 1 calc R U . . .
C22 C 0.5912(9) 0.9628(7) 0.4452(5) 0.029(2) Uani 1 1 d . . . . .
H22 H 0.584829 1.016217 0.462776 0.035 Uiso 1 1 calc R U . . .
C23 C 0.5735(7) 0.8875(7) 0.4735(4) 0.023(2) Uani 1 1 d . . . . .
H23 H 0.555716 0.890429 0.510179 0.028 Uiso 1 1 calc R U . . .
C24 C 0.5816(7) 0.8096(6) 0.4491(4) 0.0175(18) Uani 1 1 d . . . . .
H24 H 0.569537 0.759324 0.469221 0.021 Uiso 1 1 calc R U . . .
C25 C 0.6080(6) 0.8025(6) 0.3940(4) 0.0124(17) Uani 1 1 d . . . . .
C26 C 0.6114(6) 0.7226(7) 0.3668(4) 0.0145(18) Uani 1 1 d . . . . .
C27 C 0.6067(6) 0.6434(6) 0.4001(3) 0.0108(16) Uani 1 1 d . . . . .
C28 C 0.6795(6) 0.6222(6) 0.4370(3) 0.0115(17) Uani 1 1 d . . . . .
C29 C 0.7597(6) 0.6734(7) 0.4399(4) 0.0185(19) Uani 1 1 d . . . . .
H29 H 0.763409 0.724597 0.419609 0.022 Uiso 1 1 calc R U . . .
C30 C 0.8316(7) 0.6489(8) 0.4718(4) 0.025(2) Uani 1 1 d . . . . .
H30 H 0.884908 0.683064 0.473331 0.031 Uiso 1 1 calc R U . . .
C31 C 0.8259(7) 0.5728(8) 0.5023(4) 0.024(2) Uani 1 1 d . . . . .
H31 H 0.875747 0.555791 0.524101 0.029 Uiso 1 1 calc R U . . .
C32 C 0.7499(7) 0.5241(7) 0.5004(4) 0.0185(19) Uani 1 1 d . . . . .
H32 H 0.746911 0.473490 0.521380 0.022 Uiso 1 1 calc R U . . .
C33 C 0.6745(6) 0.5470(6) 0.4679(3) 0.0144(18) Uani 1 1 d . . . . .
C34 C 0.5961(6) 0.4942(6) 0.4639(3) 0.0146(17) Uani 1 1 d . . . . .
H34 H 0.591018 0.445614 0.486474 0.018 Uiso 1 1 calc R U . . .
C35 C 0.5287(6) 0.5119(6) 0.4286(3) 0.0134(17) Uani 1 1 d . . . . .
H35 H 0.477259 0.475331 0.426529 0.016 Uiso 1 1 calc R U . . .
C36 C 0.5341(6) 0.5850(6) 0.3945(3) 0.0113(17) Uani 1 1 d . . . . .
Au2 Au 0.21847(2) 0.60257(2) 0.40930(2) 0.01458(10) Uani 1 1 d . . . . .
Cl2 Cl 0.32522(17) 0.5845(2) 0.47523(10) 0.0333(7) Uani 1 1 d . . . . .
P2 P 0.10154(14) 0.62133(15) 0.35307(8) 0.0098(4) Uani 1 1 d . . . . .
C51 C 0.1292(8) 0.6265(8) 0.2826(4) 0.0278(10) Uani 1 1 d . . . . .
C52 C 0.1497(8) 0.5510(8) 0.2559(4) 0.0278(10) Uani 1 1 d . . . . .
H52 H 0.149051 0.498726 0.275130 0.033 Uiso 1 1 calc R U . . .
C53 C 0.1711(8) 0.5509(8) 0.2012(4) 0.0278(10) Uani 1 1 d . . . . .
H53 H 0.183773 0.498952 0.183023 0.033 Uiso 1 1 calc R U . . .
C54 C 0.1735(8) 0.6276(8) 0.1739(4) 0.0278(10) Uani 1 1 d . . . . .
H54 H 0.189104 0.628632 0.136829 0.033 Uiso 1 1 calc R U . . .
C55 C 0.1535(8) 0.7018(8) 0.2000(4) 0.0278(10) Uani 1 1 d . . . . .
H55 H 0.153178 0.753844 0.180462 0.033 Uiso 1 1 calc R U . . .
C56 C 0.1335(8) 0.7026(8) 0.2550(4) 0.0278(10) Uani 1 1 d . . . . .
H56 H 0.122897 0.755049 0.273098 0.033 Uiso 1 1 calc R U . . .
C61 C 0.0183(6) 0.5372(6) 0.3614(4) 0.0145(6) Uani 1 1 d . . . . .
C62 C 0.0326(6) 0.4734(6) 0.4018(3) 0.0145(6) Uani 1 1 d . . . . .
H62 H 0.089717 0.470755 0.419546 0.017 Uiso 1 1 calc R U . . .
C63 C -0.0328(6) 0.4172(6) 0.4152(4) 0.0145(6) Uani 1 1 d . . . . .
H63 H -0.020670 0.374283 0.441188 0.017 Uiso 1 1 calc R U . . .
C64 C -0.1202(6) 0.4218(6) 0.3906(4) 0.0145(6) Uani 1 1 d . . . . .
C65 C -0.1908(6) 0.3655(6) 0.4060(4) 0.0145(6) Uani 1 1 d . . . . .
H65 H -0.179698 0.323518 0.432781 0.017 Uiso 1 1 calc R U . . .
C66 C -0.2748(6) 0.3711(6) 0.3827(3) 0.0145(6) Uani 1 1 d . . . . .
H66 H -0.321745 0.333027 0.393320 0.017 Uiso 1 1 calc R U . . .
C67 C -0.2924(6) 0.4340(6) 0.3424(4) 0.0145(6) Uani 1 1 d . . . . .
H67 H -0.351265 0.438109 0.326882 0.017 Uiso 1 1 calc R U . . .
C68 C -0.2248(6) 0.4886(6) 0.3260(3) 0.0145(6) Uani 1 1 d . . . . .
H68 H -0.237236 0.529715 0.298931 0.017 Uiso 1 1 calc R U . . .
C69 C -0.1353(6) 0.4841(6) 0.3494(3) 0.0145(6) Uani 1 1 d . . . . .
C70 C -0.0639(6) 0.5417(6) 0.3339(4) 0.0145(6) Uani 1 1 d . . . . .
C71 C -0.0769(5) 0.6009(6) 0.2877(3) 0.0099(15) Uani 1 1 d . . . . .
C72 C -0.0869(6) 0.5666(6) 0.2346(3) 0.0110(16) Uani 1 1 d . . . . .
C73 C -0.0793(6) 0.4773(6) 0.2242(4) 0.0130(17) Uani 1 1 d . . . . .
H73 H -0.070660 0.439357 0.253519 0.016 Uiso 1 1 calc R U . . .
C74 C -0.0842(6) 0.4455(6) 0.1739(4) 0.0169(18) Uani 1 1 d . . . . .
H74 H -0.077498 0.385998 0.168132 0.020 Uiso 1 1 calc R U . . .
C75 C -0.0992(7) 0.5007(8) 0.1298(4) 0.023(2) Uani 1 1 d . . . . .
H75 H -0.104002 0.477915 0.094472 0.028 Uiso 1 1 calc R U . . .
C76 C -0.1069(7) 0.5865(7) 0.1378(4) 0.019(2) Uani 1 1 d . . . . .
H76 H -0.117410 0.623153 0.107991 0.023 Uiso 1 1 calc R U . . .
C77 C -0.0993(6) 0.6216(6) 0.1906(3) 0.0142(17) Uani 1 1 d . . . . .
C78 C -0.1054(7) 0.7110(7) 0.1991(4) 0.0180(19) Uani 1 1 d . . . . .
H78 H -0.118541 0.747797 0.169767 0.022 Uiso 1 1 calc R U . . .
C79 C -0.0928(6) 0.7440(6) 0.2486(4) 0.0163(18) Uani 1 1 d . . . . .
H79 H -0.095454 0.803984 0.253659 0.020 Uiso 1 1 calc R U . . .
C81 C -0.0752(6) 0.6889(6) 0.2938(3) 0.0109(16) Uani 1 1 d . . . . .
C82 C -0.0488(6) 0.7332(6) 0.3444(4) 0.0149(7) Uani 1 1 d . . . . .
C83 C -0.1022(7) 0.8009(6) 0.3625(3) 0.0149(7) Uani 1 1 d . . . . .
H83 H -0.155893 0.815833 0.343510 0.018 Uiso 1 1 calc R U . . .
C84 C -0.0774(6) 0.8474(6) 0.4087(4) 0.0149(7) Uani 1 1 d . . . . .
H84 H -0.115826 0.891238 0.422100 0.018 Uiso 1 1 calc R U . . .
C85 C 0.0041(7) 0.8282(6) 0.4346(4) 0.0149(7) Uani 1 1 d . . . . .
H85 H 0.022362 0.860412 0.465080 0.018 Uiso 1 1 calc R U . . .
C86 C 0.0596(7) 0.7612(6) 0.4158(3) 0.0149(7) Uani 1 1 d . . . . .
H86 H 0.115001 0.748543 0.433763 0.018 Uiso 1 1 calc R U . . .
C87 C 0.0338(7) 0.7138(6) 0.3712(4) 0.0149(7) Uani 1 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
Au1 P1 2.245(2) . ?
Au1 Cl1 2.300(2) . ?
Au1 Au2 3.1390(6) . ?
P1 C36 1.791(9) . ?
P1 C1 1.800(10) . ?
P1 C11 1.811(10) . ?
C1 C2 1.378(14) . ?
C1 C6 1.402(15) . ?
C2 C3 1.389(17) . ?
C2 H2 0.9500 . ?
C3 C4 1.41(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.34(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.377(18) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C11 C12 1.412(15) . ?
C11 C16 1.419(14) . ?
C12 C13 1.401(14) . ?
C12 H12 0.9500 . ?
C13 C14 1.379(18) . ?
C13 H13 0.9500 . ?
C14 C15 1.378(16) . ?
C14 H14 0.9500 . ?
C15 C16 1.408(13) . ?
C15 H15 0.9500 . ?
C16 C17 1.480(15) . ?
C17 C26 1.390(12) . ?
C17 C18 1.421(13) . ?
C18 C19 1.359(16) . ?
C18 H18 0.9500 . ?
C19 C20 1.392(14) . ?
C19 H19 0.9500 . ?
C20 C21 1.434(16) . ?
C20 C25 1.449(12) . ?
C21 C22 1.361(17) . ?
C21 H21 0.9500 . ?
C22 C23 1.399(16) . ?
C22 H22 0.9500 . ?
C23 C24 1.369(15) . ?
C23 H23 0.9500 . ?
C24 C25 1.429(13) . ?
C24 H24 0.9500 . ?
C25 C26 1.425(14) . ?
C26 C27 1.493(13) . ?
C27 C36 1.414(12) . ?
C27 C28 1.449(11) . ?
C28 C33 1.409(13) . ?
C28 C29 1.427(13) . ?
C29 C30 1.376(13) . ?
C29 H29 0.9500 . ?
C30 C31 1.417(15) . ?
C30 H30 0.9500 . ?
C31 C32 1.355(15) . ?
C31 H31 0.9500 . ?
C32 C33 1.418(13) . ?
C32 H32 0.9500 . ?
C33 C34 1.423(14) . ?
C34 C35 1.352(12) . ?
C34 H34 0.9500 . ?
C35 C36 1.429(12) . ?
C35 H35 0.9500 . ?
Au2 P2 2.235(2) . ?
Au2 Cl2 2.287(2) . ?
P2 C51 1.802(10) . ?
P2 C61 1.811(10) . ?
P2 C87 1.816(10) . ?
C51 C56 1.379(16) . ?
C51 C52 1.389(17) . ?
C52 C53 1.396(14) . ?
C52 H52 0.9500 . ?
C53 C54 1.380(16) . ?
C53 H53 0.9500 . ?
C54 C55 1.365(17) . ?
C54 H54 0.9500 . ?
C55 C56 1.399(14) . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C61 C70 1.389(13) . ?
C61 C62 1.433(13) . ?
C62 C63 1.347(13) . ?
C62 H62 0.9500 . ?
C63 C64 1.424(13) . ?
C63 H63 0.9500 . ?
C64 C65 1.415(13) . ?
C64 C69 1.433(13) . ?
C65 C66 1.368(13) . ?
C65 H65 0.9500 . ?
C66 C67 1.429(13) . ?
C66 H66 0.9500 . ?
C67 C68 1.373(13) . ?
C67 H67 0.9500 . ?
C68 C69 1.440(12) . ?
C68 H68 0.9500 . ?
C69 C70 1.438(12) . ?
C70 C71 1.490(12) . ?
C71 C81 1.388(13) . ?
C71 C72 1.435(11) . ?
C72 C77 1.406(12) . ?
C72 C73 1.427(13) . ?
C73 C74 1.348(13) . ?
C73 H73 0.9500 . ?
C74 C75 1.415(14) . ?
C74 H74 0.9500 . ?
C75 C76 1.365(16) . ?
C75 H75 0.9500 . ?
C76 C77 1.428(12) . ?
C76 H76 0.9500 . ?
C77 C78 1.421(14) . ?
C78 C79 1.347(14) . ?
C78 H78 0.9500 . ?
C79 C81 1.443(12) . ?
C79 H79 0.9500 . ?
C81 C82 1.487(12) . ?
C82 C83 1.395(13) . ?
C82 C87 1.419(13) . ?
C83 C84 1.408(12) . ?
C83 H83 0.9500 . ?
C84 C85 1.392(13) . ?
C84 H84 0.9500 . ?
C85 C86 1.409(13) . ?
C85 H85 0.9500 . ?
C86 C87 1.389(12) . ?
C86 H86 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
P1 Au1 Cl1 177.11(9) . . ?
P1 Au1 Au2 91.78(6) . . ?
Cl1 Au1 Au2 90.29(7) . . ?
C36 P1 C1 113.4(4) . . ?
C36 P1 C11 100.2(4) . . ?
C1 P1 C11 105.8(5) . . ?
C36 P1 Au1 111.5(3) . . ?
C1 P1 Au1 111.3(3) . . ?
C11 P1 Au1 114.1(4) . . ?
C2 C1 C6 118.9(10) . . ?
C2 C1 P1 122.4(8) . . ?
C6 C1 P1 117.8(8) . . ?
C1 C2 C3 121.5(12) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 H2 119.3 . . ?
C2 C3 C4 118.0(13) . . ?
C2 C3 H3 121.0 . . ?
C4 C3 H3 121.0 . . ?
C5 C4 C3 120.4(12) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 121.7(15) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C5 C6 C1 119.5(13) . . ?
C5 C6 H6 120.2 . . ?
C1 C6 H6 120.2 . . ?
C12 C11 C16 120.4(9) . . ?
C12 C11 P1 117.6(8) . . ?
C16 C11 P1 122.0(8) . . ?
C13 C12 C11 119.7(11) . . ?
C13 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
C14 C13 C12 120.2(10) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C15 C14 C13 120.3(9) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 122.2(10) . . ?
C14 C15 H15 118.9 . . ?
C16 C15 H15 118.9 . . ?
C15 C16 C11 117.2(10) . . ?
C15 C16 C17 119.3(9) . . ?
C11 C16 C17 123.4(8) . . ?
C26 C17 C18 119.4(10) . . ?
C26 C17 C16 125.1(9) . . ?
C18 C17 C16 115.4(8) . . ?
C19 C18 C17 121.3(8) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C18 C19 C20 121.6(9) . . ?
C18 C19 H19 119.2 . . ?
C20 C19 H19 119.2 . . ?
C19 C20 C21 123.5(9) . . ?
C19 C20 C25 117.9(10) . . ?
C21 C20 C25 118.5(9) . . ?
C22 C21 C20 121.0(10) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C21 C22 C23 120.7(11) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C24 C23 C22 120.9(10) . . ?
C24 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C23 C24 C25 121.2(9) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 H24 119.4 . . ?
C24 C25 C26 122.2(8) . . ?
C24 C25 C20 117.7(9) . . ?
C26 C25 C20 119.9(8) . . ?
C17 C26 C25 119.1(9) . . ?
C17 C26 C27 123.1(9) . . ?
C25 C26 C27 117.8(8) . . ?
C36 C27 C28 118.1(8) . . ?
C36 C27 C26 121.3(8) . . ?
C28 C27 C26 120.5(8) . . ?
C33 C28 C29 119.1(8) . . ?
C33 C28 C27 120.0(8) . . ?
C29 C28 C27 120.8(8) . . ?
C30 C29 C28 120.4(9) . . ?
C30 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?
C29 C30 C31 119.9(10) . . ?
C29 C30 H30 120.1 . . ?
C31 C30 H30 120.1 . . ?
C32 C31 C30 120.4(9) . . ?
C32 C31 H31 119.8 . . ?
C30 C31 H31 119.8 . . ?
C31 C32 C33 121.4(9) . . ?
C31 C32 H32 119.3 . . ?
C33 C32 H32 119.3 . . ?
C28 C33 C32 118.9(9) . . ?
C28 C33 C34 119.4(8) . . ?
C32 C33 C34 121.6(9) . . ?
C35 C34 C33 121.3(9) . . ?
C35 C34 H34 119.3 . . ?
C33 C34 H34 119.3 . . ?
C34 C35 C36 120.6(9) . . ?
C34 C35 H35 119.7 . . ?
C36 C35 H35 119.7 . . ?
C27 C36 C35 120.2(8) . . ?
C27 C36 P1 120.2(7) . . ?
C35 C36 P1 119.0(6) . . ?
P2 Au2 Cl2 172.92(9) . . ?
P2 Au2 Au1 102.33(6) . . ?
Cl2 Au2 Au1 83.82(7) . . ?
C51 P2 C61 107.2(5) . . ?
C51 P2 C87 109.3(5) . . ?
C61 P2 C87 100.5(4) . . ?
C51 P2 Au2 116.2(4) . . ?
C61 P2 Au2 110.6(3) . . ?
C87 P2 Au2 111.8(3) . . ?
C56 C51 C52 119.4(9) . . ?
C56 C51 P2 122.2(9) . . ?
C52 C51 P2 118.4(8) . . ?
C53 C52 C51 121.0(11) . . ?
C53 C52 H52 119.5 . . ?
C51 C52 H52 119.5 . . ?
C54 C53 C52 118.9(11) . . ?
C54 C53 H53 120.6 . . ?
C52 C53 H53 120.5 . . ?
C55 C54 C53 120.2(9) . . ?
C55 C54 H54 119.9 . . ?
C53 C54 H54 119.9 . . ?
C54 C55 C56 121.2(11) . . ?
C54 C55 H55 119.4 . . ?
C56 C55 H55 119.4 . . ?
C51 C56 C55 119.2(12) . . ?
C51 C56 H56 120.4 . . ?
C55 C56 H56 120.4 . . ?
C70 C61 C62 120.5(9) . . ?
C70 C61 P2 119.6(7) . . ?
C62 C61 P2 119.3(7) . . ?
C63 C62 C61 121.7(9) . . ?
C63 C62 H62 119.1 . . ?
C61 C62 H62 119.1 . . ?
C62 C63 C64 120.3(9) . . ?
C62 C63 H63 119.9 . . ?
C64 C63 H63 119.9 . . ?
C65 C64 C63 120.9(8) . . ?
C65 C64 C69 120.4(8) . . ?
C63 C64 C69 118.8(8) . . ?
C66 C65 C64 120.5(9) . . ?
C66 C65 H65 119.8 . . ?
C64 C65 H65 119.8 . . ?
C65 C66 C67 120.3(9) . . ?
C65 C66 H66 119.8 . . ?
C67 C66 H66 119.8 . . ?
C68 C67 C66 120.5(8) . . ?
C68 C67 H67 119.7 . . ?
C66 C67 H67 119.7 . . ?
C67 C68 C69 120.7(8) . . ?
C67 C68 H68 119.7 . . ?
C69 C68 H68 119.7 . . ?
C64 C69 C70 120.4(8) . . ?
C64 C69 C68 117.6(8) . . ?
C70 C69 C68 121.9(8) . . ?
C61 C70 C69 118.1(8) . . ?
C61 C70 C71 121.5(8) . . ?
C69 C70 C71 120.3(8) . . ?
C81 C71 C72 118.5(8) . . ?
C81 C71 C70 122.1(7) . . ?
C72 C71 C70 119.3(8) . . ?
C77 C72 C73 118.2(8) . . ?
C77 C72 C71 120.0(8) . . ?
C73 C72 C71 121.8(8) . . ?
C74 C73 C72 121.7(9) . . ?
C74 C73 H73 119.1 . . ?
C72 C73 H73 119.1 . . ?
C73 C74 C75 120.2(9) . . ?
C73 C74 H74 119.9 . . ?
C75 C74 H74 119.9 . . ?
C76 C75 C74 120.1(9) . . ?
C76 C75 H75 119.9 . . ?
C74 C75 H75 119.9 . . ?
C75 C76 C77 120.5(8) . . ?
C75 C76 H76 119.7 . . ?
C77 C76 H76 119.7 . . ?
C72 C77 C78 119.8(8) . . ?
C72 C77 C76 119.3(8) . . ?
C78 C77 C76 120.9(8) . . ?
C79 C78 C77 120.5(9) . . ?
C79 C78 H78 119.8 . . ?
C77 C78 H78 119.8 . . ?
C78 C79 C81 120.5(9) . . ?
C78 C79 H79 119.8 . . ?
C81 C79 H79 119.8 . . ?
C71 C81 C79 120.4(8) . . ?
C71 C81 C82 124.2(8) . . ?
C79 C81 C82 115.3(8) . . ?
C83 C82 C87 119.5(8) . . ?
C83 C82 C81 118.9(8) . . ?
C87 C82 C81 121.4(8) . . ?
C82 C83 C84 120.8(9) . . ?
C82 C83 H83 119.6 . . ?
C84 C83 H83 119.6 . . ?
C85 C84 C83 119.2(9) . . ?
C85 C84 H84 120.4 . . ?
C83 C84 H84 120.4 . . ?
C84 C85 C86 120.4(8) . . ?
C84 C85 H85 119.8 . . ?
C86 C85 H85 119.8 . . ?
C87 C86 C85 120.4(9) . . ?
C87 C86 H86 119.8 . . ?
C85 C86 H86 119.8 . . ?
C86 C87 C82 119.6(9) . . ?
C86 C87 P2 118.5(7) . . ?
C82 C87 P2 121.6(7) . . ?

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#===END OF CIF FILE FOR RM135                                                  #
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