#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:37:17 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180088 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/34/7053429.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_7053429
loop_
_publ_author_name
'Beeren, Sophie R.'
'Dabb, Serin L.'
'Edwards, Gavin'
'Smith, Matthew K.'
'Willis, Anthony C.'
'Messerle, Barbara A.'
_publ_section_title
;
 Improving intramolecular hydroamination Rh(i) and Ir(i) catalysts through
 targeted ligand modification
;
_journal_issue                   6
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1200
_journal_paper_doi               10.1039/b9nj00759h
_journal_volume                  34
_journal_year                    2010
_chemical_formula_sum            'C22 H17 Cl N2 O P Rh'
_chemical_formula_weight         494.71
_chemical_name_systematic
;
?
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.6570(19)
_cell_length_b                   10.144(2)
_cell_length_c                   21.513(4)
_cell_measurement_reflns_used    22551
_cell_measurement_temperature    290(2)
_cell_measurement_theta_max      2.91
_cell_measurement_theta_min      27.48
_cell_volume                     2107.4(7)
_computing_cell_refinement       DENZO-SMN
_computing_data_collection       'Nonius Collect'
_computing_data_reduction        'X -Seed'
_computing_molecular_graphics    'X-Seed / POV-Ray'
_computing_publication_material  'Microsoft Office 2000'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      290(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       ' φ and ω scans with CCD '
_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  0.0554
_diffrn_reflns_av_sigmaI/netI    0.0371
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            30380
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         2.91
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.027
_exptl_absorpt_correction_T_max  0.873
_exptl_absorpt_correction_T_min  0.714
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details
;
Gaussian integration (Coppens, 1970)
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.559
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.04(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         4822
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.987
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0288
_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)+(0.0360P)²+0.2112P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0588
_refine_ls_wR_factor_ref         0.0660
_reflns_number_gt                3986
_reflns_number_total             4822
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b9nj00759h.txt
_cod_data_source_block           c:new6
_cod_original_sg_symbol_H-M      P212121
_cod_database_code               7053429
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
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
Rh1 Rh 0.21064(2) 0.03714(2) 0.878826(11) 0.04002(8) Uani 1 1 d .
Cl1 Cl 0.08683(10) -0.09377(8) 0.95252(4) 0.0532(2) Uani 1 1 d .
P1 P 0.33206(8) 0.17052(8) 0.81889(4) 0.03924(19) Uani 1 1 d .
O1 O 0.0792(4) -0.1065(3) 0.77547(13) 0.0881(10) Uani 1 1 d .
C1 C 0.1317(4) -0.0506(4) 0.81534(17) 0.0548(9) Uani 1 1 d .
N11 N 0.3102(3) 0.1394(2) 0.95154(12) 0.0471(7) Uani 1 1 d .
C11 C 0.4533(4) 0.2805(4) 0.99786(18) 0.0601(10) Uani 1 1 d .
H11 H 0.5024 0.3591 1.0074 0.072 Uiso 1 1 calc R
N12 N 0.3599(3) 0.2648(2) 0.95149(12) 0.0457(6) Uani 1 1 d .
C12 C 0.4642(4) 0.1635(4) 1.02829(18) 0.0668(11) Uani 1 1 d .
H12 H 0.5217 0.1438 1.0629 0.080 Uiso 1 1 calc R
C13 C 0.3737(4) 0.0792(4) 0.99825(16) 0.0603(10) Uani 1 1 d .
H13 H 0.3589 -0.0102 1.0096 0.072 Uiso 1 1 calc R
C21 C 0.3114(3) 0.3646(3) 0.90940(15) 0.0434(8) Uani 1 1 d .
C22 C 0.2925(4) 0.3365(3) 0.84628(14) 0.0418(7) Uani 1 1 d .
C23 C 0.2445(3) 0.4367(3) 0.80833(17) 0.0521(9) Uani 1 1 d .
H23 H 0.2296 0.4202 0.7654 0.062 Uiso 1 1 calc R
C24 C 0.2180(4) 0.5614(3) 0.83246(19) 0.0610(9) Uani 1 1 d .
H24 H 0.1853 0.6295 0.8059 0.073 Uiso 1 1 calc R
C25 C 0.2386(4) 0.5862(3) 0.8936(2) 0.0658(11) Uani 1 1 d .
H25 H 0.2215 0.6722 0.9094 0.079 Uiso 1 1 calc R
C26 C 0.2841(4) 0.4884(3) 0.93363(17) 0.0558(8) Uani 1 1 d .
H26 H 0.2964 0.5058 0.9767 0.067 Uiso 1 1 calc R
C31 C 0.3081(3) 0.1743(3) 0.73504(14) 0.0432(7) Uani 1 1 d .
C32 C 0.1743(4) 0.1804(4) 0.71157(16) 0.0511(8) Uani 1 1 d .
H32 H 0.0978 0.1814 0.7393 0.061 Uiso 1 1 calc R
C33 C 0.1518(5) 0.1851(4) 0.64789(18) 0.0637(10) Uani 1 1 d .
H33 H 0.0601 0.1910 0.6321 0.076 Uiso 1 1 calc R
C34 C 0.2617(4) 0.1811(4) 0.60797(17) 0.0663(11) Uani 1 1 d .
H34 H 0.2462 0.1842 0.5644 0.080 Uiso 1 1 calc R
C35 C 0.3939(4) 0.1729(4) 0.63038(18) 0.0679(11) Uani 1 1 d .
H35 H 0.4695 0.1687 0.6022 0.081 Uiso 1 1 calc R
C36 C 0.4187(4) 0.1705(4) 0.69415(17) 0.0562(9) Uani 1 1 d .
H36 H 0.5108 0.1663 0.7095 0.067 Uiso 1 1 calc R
C41 C 0.5185(3) 0.1626(3) 0.83114(14) 0.0444(7) Uani 1 1 d .
C42 C 0.6018(4) 0.2745(4) 0.82570(17) 0.0543(9) Uani 1 1 d .
H42 H 0.5615 0.3563 0.8139 0.065 Uiso 1 1 calc R
C43 C 0.7417(4) 0.2673(4) 0.83727(19) 0.0699(11) Uani 1 1 d .
H43 H 0.7973 0.3442 0.8339 0.084 Uiso 1 1 calc R
C44 C 0.8011(4) 0.1494(5) 0.85368(19) 0.0720(11) Uani 1 1 d .
H44 H 0.8980 0.1445 0.8610 0.086 Uiso 1 1 calc R
C45 C 0.7209(4) 0.0391(4) 0.85952(19) 0.0723(11) Uani 1 1 d .
H45 H 0.7624 -0.0422 0.8711 0.087 Uiso 1 1 calc R
C46 C 0.5793(4) 0.0449(4) 0.84868(16) 0.0556(8) Uani 1 1 d .
H46 H 0.5242 -0.0320 0.8533 0.067 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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.100
-1 0 0 0.060
0 1 0 0.280
0 -1 0 0.220
0 0 1 0.100
0 0 -1 0.140
0 -3 -4 0.211
2 -1 0 0.123
-3 4 0 0.192
0 2 3 0.227
-9 0 -8 0.058
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 Rh1 N11 177.89(14)
C1 Rh1 P1 94.87(11)
N11 Rh1 P1 83.65(8)
C1 Rh1 Cl1 90.95(11)
N11 Rh1 Cl1 90.54(8)
P1 Rh1 Cl1 174.12(3)
C41 P1 C31 105.69(15)
C41 P1 C22 101.59(16)
C31 P1 C22 105.91(14)
C41 P1 Rh1 114.45(11)
C31 P1 Rh1 121.65(11)
C22 P1 Rh1 105.42(10)
O1 C1 Rh1 178.7(3)
C13 N11 N12 105.6(3)
C13 N11 Rh1 123.1(2)
N12 N11 Rh1 128.4(2)
N12 C11 C12 107.6(3)
C11 N12 N11 110.2(3)
C11 N12 C21 126.7(3)
N11 N12 C21 123.0(3)
C11 C12 C13 105.5(3)
N11 C13 C12 111.2(3)
C26 C21 C22 121.7(3)
C26 C21 N12 117.6(3)
C22 C21 N12 120.7(3)
C23 C22 C21 117.8(3)
C23 C22 P1 123.9(2)
C21 C22 P1 118.3(2)
C22 C23 C24 120.6(3)
C25 C24 C23 120.3(3)
C24 C25 C26 121.2(3)
C21 C26 C25 118.4(3)
C36 C31 C32 119.2(3)
C36 C31 P1 122.1(3)
C32 C31 P1 118.7(2)
C33 C32 C31 120.4(3)
C34 C33 C32 119.8(4)
C33 C34 C35 120.4(4)
C34 C35 C36 120.6(4)
C31 C36 C35 119.5(4)
C46 C41 C42 118.7(3)
C46 C41 P1 119.8(3)
C42 C41 P1 121.4(2)
C43 C42 C41 120.5(3)
C44 C43 C42 120.2(4)
C45 C44 C43 120.0(4)
C44 C45 C46 120.5(4)
C41 C46 C45 120.0(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Rh1 C1 1.800(4)
Rh1 N11 2.109(3)
Rh1 P1 2.2064(9)
Rh1 Cl1 2.3887(9)
P1 C41 1.821(3)
P1 C31 1.819(3)
P1 C22 1.824(3)
O1 C1 1.147(4)
N11 C13 1.326(4)
N11 N12 1.359(4)
C11 N12 1.354(5)
C11 C12 1.360(5)
N12 C21 1.437(4)
C12 C13 1.383(5)
C21 C26 1.385(4)
C21 C22 1.399(4)
C22 C23 1.383(4)
C23 C24 1.391(5)
C24 C25 1.354(5)
C25 C26 1.385(5)
C31 C36 1.384(5)
C31 C32 1.388(5)
C32 C33 1.388(5)
C33 C34 1.366(6)
C34 C35 1.368(5)
C35 C36 1.393(5)
C41 C46 1.383(5)
C41 C42 1.396(5)
C42 C43 1.376(5)
C43 C44 1.373(6)
C44 C45 1.367(6)
C45 C46 1.388(5)
