#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:21:28 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179839 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/35/7013547.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7013547
loop_
_publ_author_name
'Burrows, Andrew D.'
'Mahon, Mary F.'
'Varrone, Maurizio'
_publ_section_title
;
 The synthesis and late transition metal chemistry of 7-aza-N-indolyl
 phosphines and the activity of their palladium complexes in CO?ethene
 co-polymerisation
;
_journal_issue                   24
_journal_name_full               'Dalton Transactions'
_journal_page_first              4718
_journal_paper_doi               10.1039/b309882f
_journal_year                    2003
_chemical_formula_sum            'C20 H15 Cl N2 O P Rh'
_chemical_formula_weight         468.67
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                85.7660(11)
_cell_angle_beta                 82.9660(11)
_cell_angle_gamma                87.5270(14)
_cell_formula_units_Z            4
_cell_length_a                   9.0020(2)
_cell_length_b                   13.8360(4)
_cell_length_c                   15.0090(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18
_cell_measurement_theta_min      12
_cell_volume                     1849.16(8)
_computing_data_reduction
'Denzo and Scalepack (otwinowski & Minor, 1997)'
_computing_molecular_graphics    'ORTEX (P.McArdle, 1995)'
_computing_publication_material  'SHELXL-97/2 (Sheldrick,1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       KappaCCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0682
_diffrn_reflns_av_sigmaI/netI    0.0731
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            21848
_diffrn_reflns_theta_full        27.57
_diffrn_reflns_theta_max         27.57
_diffrn_reflns_theta_min         3.67
_exptl_absorpt_coefficient_mu    1.166
_exptl_absorpt_correction_T_max  1.038
_exptl_absorpt_correction_T_min  0.971
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
multi-scan from symmetry-related measurements (Blessing 1995)
;
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.683
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             936
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.708
_refine_diff_density_min         -1.122
_refine_diff_density_rms         0.135
_refine_ls_extinction_coef       0.0100(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     465
_refine_ls_number_reflns         8370
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0404
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0458P)²+0.3188P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0959
_refine_ls_wR_factor_ref         0.1033
_reflns_number_gt                6875
_reflns_number_total             8370
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b309882f.txt
_cod_data_source_block           compound3a_k01adb6
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'multiscan' changed to
'multi-scan' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7013547
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Rh1 Rh 0.64964(2) 1.288740(17) 0.185276(16) 0.01949(9) Uani 1 1 d . . .
Rh2 Rh 0.07538(2) 0.836548(17) 0.321037(16) 0.01890(9) Uani 1 1 d . . .
P1 P 0.80037(8) 1.26265(6) 0.06213(5) 0.01887(17) Uani 1 1 d . . .
P2 P 0.19534(8) 0.76583(6) 0.42969(5) 0.01774(17) Uani 1 1 d . . .
Cl1 Cl 0.47739(9) 1.30807(6) 0.31636(6) 0.02779(18) Uani 1 1 d . . .
Cl2 Cl -0.07149(9) 0.92142(7) 0.21879(6) 0.0319(2) Uani 1 1 d . . .
N1 N 0.5926(3) 1.14183(19) 0.17998(18) 0.0219(6) Uani 1 1 d . . .
N2 N 0.7710(3) 1.14335(19) 0.04910(18) 0.0216(5) Uani 1 1 d . . .
N3 N 0.1177(3) 0.96643(18) 0.37730(18) 0.0204(5) Uani 1 1 d . . .
N4 N 0.2294(3) 0.86415(18) 0.48726(18) 0.0205(5) Uani 1 1 d . . .
O1 O 0.7356(3) 1.49440(18) 0.16980(19) 0.0376(6) Uani 1 1 d . . .
O2 O 0.0201(3) 0.65065(18) 0.24571(17) 0.0310(5) Uani 1 1 d . . .
C1 C 0.7024(4) 1.4150(3) 0.1768(2) 0.0265(7) Uani 1 1 d . . .
C2 C 0.4903(4) 1.0873(3) 0.2324(2) 0.0287(7) Uani 1 1 d . . .
H2 H 0.4354 1.1138 0.2819 0.034 Uiso 1 1 calc R . .
C3 C 0.4646(4) 0.9920(3) 0.2142(3) 0.0330(8) Uani 1 1 d . . .
H3 H 0.3914 0.9575 0.2509 0.040 Uiso 1 1 calc R . .
C4 C 0.5444(4) 0.9486(3) 0.1438(3) 0.0330(8) Uani 1 1 d . . .
H4 H 0.5292 0.8844 0.1339 0.040 Uiso 1 1 calc R . .
C5 C 0.6490(4) 1.0024(2) 0.0871(2) 0.0267(7) Uani 1 1 d . . .
C6 C 0.6648(3) 1.0984(2) 0.1107(2) 0.0207(6) Uani 1 1 d . . .
C7 C 0.7535(4) 0.9908(2) 0.0078(2) 0.0295(7) Uani 1 1 d . . .
H7 H 0.7694 0.9351 -0.0237 0.035 Uiso 1 1 calc R . .
C8 C 0.8250(4) 1.0755(2) -0.0131(2) 0.0266(7) Uani 1 1 d . . .
H8 H 0.8987 1.0868 -0.0614 0.032 Uiso 1 1 calc R . .
C9 C 1.0015(3) 1.2689(2) 0.0572(2) 0.0217(6) Uani 1 1 d . . .
C10 C 1.0651(4) 1.2529(2) 0.1376(2) 0.0258(7) Uani 1 1 d . . .
H10 H 1.0039 1.2420 0.1917 0.031 Uiso 1 1 calc R . .
C11 C 1.2200(4) 1.2531(3) 0.1370(3) 0.0325(8) Uani 1 1 d . . .
H11 H 1.2624 1.2415 0.1904 0.039 Uiso 1 1 calc R . .
C12 C 1.3108(4) 1.2707(3) 0.0560(3) 0.0303(8) Uani 1 1 d . . .
H12 H 1.4142 1.2710 0.0554 0.036 Uiso 1 1 calc R . .
C13 C 1.2485(4) 1.2876(3) -0.0234(3) 0.0340(8) Uani 1 1 d . . .
H13 H 1.3097 1.3000 -0.0773 0.041 Uiso 1 1 calc R . .
C14 C 1.0939(4) 1.2861(3) -0.0228(2) 0.0292(7) Uani 1 1 d . . .
H14 H 1.0522 1.2968 -0.0766 0.035 Uiso 1 1 calc R . .
C15 C 0.7505(3) 1.3279(2) -0.0395(2) 0.0212(6) Uani 1 1 d . . .
C16 C 0.7800(5) 1.4267(3) -0.0534(2) 0.0343(8) Uani 1 1 d . . .
H16 H 0.8368 1.4552 -0.0154 0.041 Uiso 1 1 calc R . .
C17 C 0.7249(5) 1.4823(3) -0.1236(3) 0.0421(10) Uani 1 1 d . . .
H17 H 0.7462 1.5477 -0.1332 0.050 Uiso 1 1 calc R . .
C18 C 0.6379(4) 1.4403(3) -0.1797(3) 0.0372(9) Uani 1 1 d . . .
H18 H 0.5975 1.4781 -0.2253 0.045 Uiso 1 1 calc R . .
C19 C 0.6119(4) 1.3434(3) -0.1678(2) 0.0329(8) Uani 1 1 d . . .
H19 H 0.5567 1.3149 -0.2066 0.040 Uiso 1 1 calc R . .
C20 C 0.6679(3) 1.2872(3) -0.0976(2) 0.0268(7) Uani 1 1 d . . .
H20 H 0.6492 1.2213 -0.0899 0.032 Uiso 1 1 calc R . .
C28 C 0.3051(4) 0.8797(2) 0.5610(2) 0.0246(7) Uani 1 1 d . . .
H28 H 0.3453 0.8311 0.5980 0.030 Uiso 1 1 calc R . .
C27 C 0.3109(4) 0.9761(2) 0.5701(2) 0.0291(7) Uani 1 1 d . . .
H27 H 0.3537 1.0046 0.6147 0.035 Uiso 1 1 calc R . .
C25 C 0.2395(3) 1.0267(2) 0.4990(2) 0.0231(7) Uani 1 1 d . . .
C26 C 0.1896(3) 0.9538(2) 0.4503(2) 0.0190(6) Uani 1 1 d . . .
C34 C 0.1455(4) 0.6457(2) 0.5900(2) 0.0249(7) Uani 1 1 d . . .
H34 H 0.2411 0.6600 0.6014 0.030 Uiso 1 1 calc R . .
C29 C 0.0926(3) 0.6822(2) 0.5107(2) 0.0211(6) Uani 1 1 d . . .
C30 C -0.0504(3) 0.6592(2) 0.4940(2) 0.0219(6) Uani 1 1 d . . .
H30 H -0.0856 0.6824 0.4404 0.026 Uiso 1 1 calc R . .
C31 C -0.1405(4) 0.6020(2) 0.5564(2) 0.0252(7) Uani 1 1 d . . .
H31 H -0.2360 0.5874 0.5451 0.030 Uiso 1 1 calc R . .
C32 C -0.0876(4) 0.5666(3) 0.6355(2) 0.0301(8) Uani 1 1 d . . .
H32 H -0.1481 0.5286 0.6777 0.036 Uiso 1 1 calc R . .
C33 C 0.0553(4) 0.5874(3) 0.6525(2) 0.0308(8) Uani 1 1 d . . .
H33 H 0.0909 0.5627 0.7055 0.037 Uiso 1 1 calc R . .
C35 C 0.3815(3) 0.7106(2) 0.4076(2) 0.0196(6) Uani 1 1 d . . .
C40 C 0.5004(3) 0.7706(2) 0.3754(2) 0.0252(7) Uani 1 1 d . . .
H40 H 0.4857 0.8377 0.3730 0.030 Uiso 1 1 calc R . .
C39 C 0.6401(3) 0.7297(3) 0.3472(2) 0.0285(7) Uani 1 1 d . . .
H39 H 0.7192 0.7696 0.3262 0.034 Uiso 1 1 calc R . .
C38 C 0.6627(4) 0.6294(3) 0.3501(2) 0.0297(7) Uani 1 1 d . . .
H38 H 0.7560 0.6023 0.3300 0.036 Uiso 1 1 calc R . .
C37 C 0.5447(4) 0.5700(2) 0.3832(2) 0.0275(7) Uani 1 1 d . . .
H37 H 0.5599 0.5029 0.3866 0.033 Uiso 1 1 calc R . .
C36 C 0.4044(4) 0.6105(2) 0.4113(2) 0.0244(7) Uani 1 1 d . . .
H36 H 0.3255 0.5705 0.4326 0.029 Uiso 1 1 calc R . .
C21 C 0.0454(3) 0.7221(2) 0.2744(2) 0.0238(7) Uani 1 1 d . . .
C22 C 0.0916(4) 1.0603(2) 0.3485(2) 0.0262(7) Uani 1 1 d . . .
H22 H 0.0404 1.0733 0.2986 0.031 Uiso 1 1 calc R . .
C23 C 0.1382(4) 1.1375(2) 0.3908(2) 0.0292(7) Uani 1 1 d . . .
H23 H 0.1187 1.2006 0.3682 0.035 Uiso 1 1 calc R . .
C24 C 0.2136(4) 1.1221(3) 0.4661(2) 0.0288(7) Uiso 1 1 d . . .
H24 H 0.2459 1.1739 0.4940 0.035 Uiso 1 1 calc R . .
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'
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'
Rh Rh -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C1 Rh1 N1 173.92(13) . . ?
C1 Rh1 P1 90.30(11) . . ?
N1 Rh1 P1 84.41(8) . . ?
C1 Rh1 Cl1 93.18(11) . . ?
N1 Rh1 Cl1 92.04(8) . . ?
P1 Rh1 Cl1 176.18(3) . . ?
C21 Rh2 N3 177.67(12) . . ?
C21 Rh2 P2 93.30(10) . . ?
N3 Rh2 P2 84.57(7) . . ?
C21 Rh2 Cl2 90.93(10) . . ?
N3 Rh2 Cl2 91.28(7) . . ?
P2 Rh2 Cl2 173.06(3) . . ?
N2 P1 C9 104.38(14) . . ?
N2 P1 C15 105.33(14) . . ?
C9 P1 C15 105.99(14) . . ?
N2 P1 Rh1 101.72(10) . . ?
C9 P1 Rh1 122.04(11) . . ?
C15 P1 Rh1 115.46(11) . . ?
N4 P2 C29 106.39(14) . . ?
N4 P2 C35 101.86(13) . . ?
C29 P2 C35 105.43(14) . . ?
N4 P2 Rh2 101.16(9) . . ?
C29 P2 Rh2 117.52(10) . . ?
C35 P2 Rh2 122.11(11) . . ?
C6 N1 C2 115.0(3) . . ?
C6 N1 Rh1 113.9(2) . . ?
C2 N1 Rh1 131.0(2) . . ?
C6 N2 C8 107.2(3) . . ?
C6 N2 P1 116.7(2) . . ?
C8 N2 P1 136.0(2) . . ?
C26 N3 C22 115.1(3) . . ?
C26 N3 Rh2 114.2(2) . . ?
C22 N3 Rh2 130.6(2) . . ?
C26 N4 C28 106.9(2) . . ?
C26 N4 P2 116.6(2) . . ?
C28 N4 P2 136.1(2) . . ?
O1 C1 Rh1 178.7(3) . . ?
N1 C2 C3 121.8(3) . . ?
C4 C3 C2 121.6(3) . . ?
C3 C4 C5 118.6(3) . . ?
C4 C5 C6 115.3(3) . . ?
C4 C5 C7 139.0(3) . . ?
C6 C5 C7 105.6(3) . . ?
N1 C6 N2 123.1(3) . . ?
N1 C6 C5 127.6(3) . . ?
N2 C6 C5 109.3(3) . . ?
C8 C7 C5 107.9(3) . . ?
C7 C8 N2 109.9(3) . . ?
C14 C9 C10 119.3(3) . . ?
C14 C9 P1 122.7(2) . . ?
C10 C9 P1 117.9(2) . . ?
C11 C10 C9 120.2(3) . . ?
C12 C11 C10 119.6(3) . . ?
C13 C12 C11 120.5(3) . . ?
C12 C13 C14 119.9(3) . . ?
C9 C14 C13 120.6(3) . . ?
C20 C15 C16 118.6(3) . . ?
C20 C15 P1 122.2(2) . . ?
C16 C15 P1 118.6(2) . . ?
C17 C16 C15 120.3(3) . . ?
C16 C17 C18 120.0(4) . . ?
C19 C18 C17 119.8(3) . . ?
C18 C19 C20 120.2(3) . . ?
C15 C20 C19 120.9(3) . . ?
C27 C28 N4 109.8(3) . . ?
C28 C27 C25 108.0(3) . . ?
C24 C25 C26 116.2(3) . . ?
C24 C25 C27 138.3(3) . . ?
C26 C25 C27 105.4(3) . . ?
N3 C26 N4 123.2(3) . . ?
N3 C26 C25 126.9(3) . . ?
N4 C26 C25 109.8(3) . . ?
C29 C34 C33 120.1(3) . . ?
C34 C29 C30 119.4(3) . . ?
C34 C29 P2 123.2(2) . . ?
C30 C29 P2 117.3(2) . . ?
C31 C30 C29 120.6(3) . . ?
C32 C31 C30 119.7(3) . . ?
C31 C32 C33 120.4(3) . . ?
C32 C33 C34 119.9(3) . . ?
C36 C35 C40 119.8(3) . . ?
C36 C35 P2 121.4(2) . . ?
C40 C35 P2 118.4(2) . . ?
C39 C40 C35 119.7(3) . . ?
C40 C39 C38 120.5(3) . . ?
C37 C38 C39 119.6(3) . . ?
C36 C37 C38 120.2(3) . . ?
C37 C36 C35 120.2(3) . . ?
O2 C21 Rh2 177.1(3) . . ?
N3 C22 C23 122.6(3) . . ?
C22 C23 C24 121.0(3) . . ?
C23 C24 C25 118.1(3) . . ?
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
Rh1 C1 1.821(4) . ?
Rh1 N1 2.127(3) . ?
Rh1 P1 2.1977(9) . ?
Rh1 Cl1 2.3752(8) . ?
Rh2 C21 1.821(3) . ?
Rh2 N3 2.109(3) . ?
Rh2 P2 2.2108(8) . ?
Rh2 Cl2 2.3620(8) . ?
P1 N2 1.712(3) . ?
P1 C9 1.808(3) . ?
P1 C15 1.809(3) . ?
P2 N4 1.722(3) . ?
P2 C29 1.812(3) . ?
P2 C35 1.815(3) . ?
N1 C6 1.326(4) . ?
N1 C2 1.354(4) . ?
N2 C6 1.380(4) . ?
N2 C8 1.403(4) . ?
N3 C26 1.336(4) . ?
N3 C22 1.358(4) . ?
N4 C26 1.372(4) . ?
N4 C28 1.403(4) . ?
O1 C1 1.146(4) . ?
O2 C21 1.149(4) . ?
C2 C3 1.400(5) . ?
C3 C4 1.366(6) . ?
C4 C5 1.392(5) . ?
C5 C6 1.416(4) . ?
C5 C7 1.439(5) . ?
C7 C8 1.359(5) . ?
C9 C14 1.386(5) . ?
C9 C10 1.398(4) . ?
C10 C11 1.393(4) . ?
C11 C12 1.392(5) . ?
C12 C13 1.379(5) . ?
C13 C14 1.391(5) . ?
C15 C20 1.378(4) . ?
C15 C16 1.400(5) . ?
C16 C17 1.386(5) . ?
C17 C18 1.390(6) . ?
C18 C19 1.366(6) . ?
C19 C20 1.394(5) . ?
C28 C27 1.355(5) . ?
C27 C25 1.436(5) . ?
C25 C24 1.395(5) . ?
C25 C26 1.408(4) . ?
C34 C29 1.388(4) . ?
C34 C33 1.396(5) . ?
C29 C30 1.396(4) . ?
C30 C31 1.386(4) . ?
C31 C32 1.382(5) . ?
C32 C33 1.388(5) . ?
C35 C36 1.389(4) . ?
C35 C40 1.400(4) . ?
C40 C39 1.387(5) . ?
C39 C38 1.393(5) . ?
C38 C37 1.392(5) . ?
C37 C36 1.390(5) . ?
C22 C23 1.387(5) . ?
C23 C24 1.388(5) . ?
