#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/49/7114920.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_7114920
loop_
_publ_author_name
'Barberis, Mario'
'Pérez-Prieto, Julia'
'Lahuerta, Pascual'
'Sanaú, Mercedes'
_publ_section_title
;
 Enantiocontrol in the intermolecular cyclopropanation reaction catalyzed
 by dirhodium(ii) complexes with ortho-metalated aryl phosphine ligands
;
_journal_issue                   5
_journal_name_full               'Chemical Communications'
_journal_page_first              439
_journal_paper_doi               10.1039/b010145c
_journal_year                    2001
_chemical_formula_sum            'C45 H36 N1.5 O2 P Rh'
_chemical_formula_weight         763.63
_chemical_name_systematic
; 
? 
;
_space_group_IT_number           96
_symmetry_cell_setting           '? tetragonal'
_symmetry_space_group_name_Hall  'P 4nw 2abw'
_symmetry_space_group_name_H-M   'P 43 21 2'
_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            8
_cell_length_a                   14.4211(6)
_cell_length_b                   14.4211(6)
_cell_length_c                   34.489(2)
_cell_measurement_temperature    153(2)
_cell_volume                     7172.6(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_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  0.0482
_diffrn_reflns_av_sigmaI/netI    0.0513
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            16982
_diffrn_reflns_theta_full        23.35
_diffrn_reflns_theta_max         23.35
_diffrn_reflns_theta_min         2.67
_exptl_absorpt_coefficient_mu    0.562
_exptl_crystal_density_diffrn    1.414
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3140
_refine_diff_density_max         0.483
_refine_diff_density_min         -0.798
_refine_diff_density_rms         0.065
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.04(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     508
_refine_ls_number_reflns         5146
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.114
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0365
_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)+(0.0289P)²+5.2449P] where P==(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0735
_refine_ls_wR_factor_ref         0.0776
_reflns_number_gt                4529
_reflns_number_total             5146
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b010145c.txt
_cod_data_source_block           (M)-8
_cod_original_sg_symbol_H-M      '? P4(3)2(1)2'
_cod_original_formula_sum        'C45 H36 N1.50 O2 P Rh'
_cod_database_code               7114920
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+3/4'
'y+1/2, -x+1/2, z+1/4'
'-x+1/2, y+1/2, -z+3/4'
'x+1/2, -y+1/2, -z+1/4'
'y, x, -z'
'-y, -x, -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 0.88455(3) -0.06664(3) 0.034172(11) 0.01716(10) Uani 1 1 d .
O1 O 0.8801(2) 0.0730(2) 0.01125(8) 0.0218(7) Uani 1 1 d .
N1 N 0.7833(7) 0.0789(7) 0.2444(3) 0.031(2) Uani 0.50 1 d P
P2 P 0.73743(9) -0.08873(9) 0.01675(4) 0.0203(3) Uani 1 1 d .
O2 O 1.0306(2) -0.0426(2) 0.04193(9) 0.0217(8) Uani 1 1 d .
C2 C 0.8724(8) 0.0600(7) 0.2475(2) 0.112(4) Uani 1 1 d .
H2 H 0.8914 -0.0030 0.2462 0.135 Uiso 1 1 calc R
C3 C 0.7600(6) 0.1716(7) 0.24756(19) 0.087(3) Uani 1 1 d .
H3 H 0.6966 0.1893 0.2464 0.104 Uiso 1 1 calc R
C10 C 0.9298(4) 0.1943(3) -0.03210(15) 0.0249(11) Uani 1 1 d .
C11 C 0.9968(4) 0.2043(3) -0.06655(15) 0.0270(13) Uani 1 1 d .
C12 C 1.0876(4) 0.1748(4) -0.06228(18) 0.0358(16) Uani 1 1 d .
C13 C 1.1533(4) 0.1863(4) -0.09175(18) 0.0403(15) Uani 1 1 d .
H13 H 1.2148 0.1640 -0.0884 0.048 Uiso 1 1 calc R
C14 C 1.1283(5) 0.2307(4) -0.12604(19) 0.0490(18) Uani 1 1 d .
C15 C 1.0378(5) 0.2599(4) -0.13018(19) 0.0441(17) Uani 1 1 d .
C16 C 0.9733(4) 0.2475(4) -0.10112(15) 0.0315(14) Uani 1 1 d .
H16 H 0.9116 0.2689 -0.1048 0.038 Uiso 1 1 calc R
C20 C 0.9240(3) 0.0904(3) -0.01938(13) 0.0235(12) Uani 1 1 d .
C21 C 0.8289(4) 0.2187(4) -0.04398(14) 0.0267(13) Uani 1 1 d .
C22 C 0.7818(4) 0.2953(4) -0.02881(17) 0.0396(15) Uani 1 1 d .
H22 H 0.8113 0.3355 -0.0108 0.048 Uiso 1 1 calc R
C23 C 0.6909(4) 0.3114(4) -0.04053(19) 0.0494(18) Uani 1 1 d .
H23 H 0.6585 0.3630 -0.0300 0.059 Uiso 1 1 calc R
C24 C 0.6469(4) 0.2560(4) -0.06647(18) 0.0440(17) Uani 1 1 d .
H24 H 0.5854 0.2698 -0.0745 0.053 Uiso 1 1 calc R
C25 C 0.6922(4) 0.1793(4) -0.08115(17) 0.0376(15) Uani 1 1 d .
H25 H 0.6620 0.1396 -0.0991 0.045 Uiso 1 1 calc R
C26 C 0.7822(4) 0.1609(4) -0.06939(15) 0.0296(13) Uani 1 1 d .
C31 C 0.9637(4) 0.2589(3) 0.00068(15) 0.0282(13) Uani 1 1 d .
C32 C 0.9547(5) 0.2415(4) 0.04008(17) 0.0527(18) Uani 1 1 d .
H32 H 0.9292 0.1841 0.0484 0.063 Uiso 1 1 calc R
C33 C 0.9820(5) 0.3063(4) 0.06762(19) 0.064(2) Uani 1 1 d .
H33 H 0.9747 0.2924 0.0944 0.077 Uiso 1 1 calc R
C34 C 1.0194(4) 0.3896(4) 0.05690(17) 0.0454(16) Uani 1 1 d .
H34 H 1.0394 0.4328 0.0759 0.055 Uiso 1 1 calc R
C35 C 1.0275(5) 0.4098(4) 0.0178(2) 0.0515(19) Uani 1 1 d .
C36 C 1.0006(5) 0.3449(4) -0.00947(17) 0.0488(18) Uani 1 1 d .
H36 H 1.0076 0.3595 -0.0362 0.059 Uiso 1 1 calc R
C41 C 0.9030(3) -0.1928(3) 0.05737(14) 0.0191(12) Uani 1 1 d .
C42 C 0.9215(3) -0.2718(3) 0.03547(13) 0.0197(10) Uani 1 1 d .
C43 C 0.9438(4) -0.3560(4) 0.05324(15) 0.0276(13) Uani 1 1 d .
C44 C 0.9466(4) -0.3644(3) 0.09317(14) 0.0310(13) Uani 1 1 d .
H44 H 0.9602 -0.4222 0.1051 0.037 Uiso 1 1 calc R
C45 C 0.9291(4) -0.2866(3) 0.11533(14) 0.0291(13) Uani 1 1 d .
H45 H 0.9314 -0.2908 0.1428 0.035 Uiso 1 1 calc R
C46 C 0.9085(3) -0.2030(4) 0.09807(15) 0.0241(13) Uani 1 1 d .
N2 N 0.8747(3) 0.0126(3) 0.09195(12) 0.0249(10) Uani 1 1 d .
C52 C 0.7965(4) 0.0424(4) 0.10742(16) 0.0454(17) Uani 1 1 d .
H52 H 0.7397 0.0191 0.0974 0.054 Uiso 1 1 calc R
C53 C 0.7930(5) 0.1060(5) 0.13770(17) 0.0548(19) Uani 1 1 d .
H53 H 0.7349 0.1274 0.1471 0.066 Uiso 1 1 calc R
C54 C 0.8715(6) 0.1370(4) 0.15348(18) 0.0559(19) Uani 1 1 d .
H54 H 0.8703 0.1808 0.1740 0.067 Uiso 1 1 calc R
C55 C 0.9527(5) 0.1044(5) 0.13955(18) 0.076(3) Uani 1 1 d .
H55 H 1.0100 0.1231 0.1507 0.091 Uiso 1 1 calc R
C56 C 0.9506(4) 0.0433(5) 0.10871(18) 0.057(2) Uani 1 1 d .
H56 H 1.0083 0.0218 0.0989 0.069 Uiso 1 1 calc R
C61 C 0.6728(3) -0.1950(3) 0.02898(15) 0.0229(12) Uani 1 1 d .
C62 C 0.6064(4) -0.2310(4) 0.00450(16) 0.0340(14) Uani 1 1 d .
C63 C 0.5510(4) -0.3030(4) 0.01618(19) 0.0459(17) Uani 1 1 d .
C64 C 0.5618(5) -0.3427(4) 0.05227(18) 0.0419(16) Uani 1 1 d .
C65 C 0.6288(4) -0.3086(4) 0.07679(16) 0.0350(14) Uani 1 1 d .
H65 H 0.6371 -0.3358 0.1016 0.042 Uiso 1 1 calc R
C66 C 0.6841(4) -0.2348(4) 0.06565(16) 0.0269(13) Uani 1 1 d .
C71 C 0.6557(3) -0.0008(3) 0.03558(15) 0.0227(11) Uani 1 1 d .
C72 C 0.6694(3) 0.0925(3) 0.02523(15) 0.0288(14) Uani 1 1 d .
H72 H 0.7162 0.1085 0.0070 0.035 Uiso 1 1 calc R
C73 C 0.6156(4) 0.1603(4) 0.04134(15) 0.0345(14) Uani 1 1 d .
H73 H 0.6265 0.2231 0.0344 0.041 Uiso 1 1 calc R
C74 C 0.5457(4) 0.1400(4) 0.06737(16) 0.0366(16) Uani 1 1 d .
C75 C 0.5293(4) 0.0483(4) 0.07665(15) 0.0324(14) Uani 1 1 d .
H75 H 0.4803 0.0330 0.0939 0.039 Uiso 1 1 calc R
C76 C 0.5834(3) -0.0210(4) 0.06106(14) 0.0283(13) Uani 1 1 d .
H76 H 0.5713 -0.0838 0.0678 0.034 Uiso 1 1 calc R
H43 H 0.966(3) -0.406(3) 0.0389(13) 0.019(13) Uiso 1 1 d .
H66 H 0.728(3) -0.217(3) 0.0821(13) 0.010(12) Uiso 1 1 d .
H46 H 0.904(3) -0.151(3) 0.1135(12) 0.012(12) Uiso 1 1 d .
H12 H 1.098(3) 0.141(3) -0.0418(15) 0.033(16) Uiso 1 1 d .
H35 H 1.063(4) 0.466(4) 0.0101(16) 0.055(18) Uiso 1 1 d .
H62 H 0.596(4) -0.202(4) -0.0219(16) 0.054(18) Uiso 1 1 d .
H15 H 1.026(3) 0.283(3) -0.1533(16) 0.027(15) Uiso 1 1 d .
H26 H 0.814(3) 0.103(3) -0.0801(13) 0.021(13) Uiso 1 1 d .
H64 H 0.522(4) -0.389(4) 0.0589(15) 0.038(16) Uiso 1 1 d .
H63 H 0.500(4) -0.324(4) 0.0010(16) 0.043(16) Uiso 1 1 d .
H74 H 0.511(4) 0.176(4) 0.0788(15) 0.034(17) Uiso 1 1 d .
H14 H 1.174(5) 0.240(4) -0.147(2) 0.08(2) Uiso 1 1 d .
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'
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
C41 Rh1 O2 88.08(15) . .
C41 Rh1 O1 173.61(16) . .
O2 Rh1 O1 85.65(12) . .
C41 Rh1 P2 96.00(13) . .
O2 Rh1 P2 171.46(9) . .
O1 Rh1 P2 90.37(9) . .
C41 Rh1 N2 96.51(17) . .
O2 Rh1 N2 82.68(14) . .
O1 Rh1 N2 81.51(12) . .
P2 Rh1 N2 104.23(12) . .
C41 Rh1 Rh1 94.66(14) . 7_645
O2 Rh1 Rh1 83.67(8) . 7_645
O1 Rh1 Rh1 85.84(8) . 7_645
P2 Rh1 Rh1 88.52(3) . 7_645
N2 Rh1 Rh1 162.02(11) . 7_645
C20 O1 Rh1 118.6(3) . .
C2 N1 C3 115.4(9) . .
C42 P2 C61 105.0(2) 7_645 .
C42 P2 C71 104.2(2) 7_645 .
C61 P2 C71 99.6(2) . .
C42 P2 Rh1 109.07(15) 7_645 .
C61 P2 Rh1 122.61(17) . .
C71 P2 Rh1 114.47(16) . .
C20 O2 Rh1 122.2(3) 7_645 .
N1 C2 C2 123.4(6) . 8_665
N1 C3 C3 121.2(5) . 8_665
C11 C10 C31 108.1(4) . .
C11 C10 C21 111.3(4) . .
C31 C10 C21 110.7(4) . .
C11 C10 C20 109.9(4) . .
C31 C10 C20 112.9(4) . .
C21 C10 C20 103.9(4) . .
C12 C11 C16 117.4(5) . .
C12 C11 C10 118.9(5) . .
C16 C11 C10 123.6(5) . .
C11 C12 C13 121.8(6) . .
C14 C13 C12 119.7(6) . .
C15 C14 C13 118.3(6) . .
C16 C15 C14 121.6(6) . .
C15 C16 C11 121.3(6) . .
O1 C20 O2 125.2(4) . 7_645
O1 C20 C10 117.0(4) . .
O2 C20 C10 117.6(4) 7_645 .
C26 C21 C22 118.5(5) . .
C26 C21 C10 119.1(4) . .
C22 C21 C10 122.4(5) . .
C23 C22 C21 118.8(6) . .
C24 C23 C22 122.2(6) . .
C23 C24 C25 119.5(6) . .
C24 C25 C26 119.3(6) . .
C21 C26 C25 121.7(5) . .
C32 C31 C36 116.2(5) . .
C32 C31 C10 125.4(5) . .
C36 C31 C10 118.3(5) . .
C31 C32 C33 121.4(6) . .
C34 C33 C32 121.2(6) . .
C33 C34 C35 118.8(6) . .
C36 C35 C34 119.8(6) . .
C35 C36 C31 122.6(6) . .
C42 C41 C46 116.3(4) . .
C42 C41 Rh1 123.5(3) . .
C46 C41 Rh1 119.9(4) . .
C41 C42 C43 121.2(4) . .
C41 C42 P2 117.6(3) . 7_645
C43 C42 P2 121.2(4) . 7_645
C44 C43 C42 121.3(5) . .
C45 C44 C43 118.4(5) . .
C46 C45 C44 120.8(5) . .
C45 C46 C41 122.2(5) . .
C56 N2 C52 115.2(5) . .
C56 N2 Rh1 119.7(4) . .
C52 N2 Rh1 124.3(4) . .
N2 C52 C53 123.3(6) . .
C54 C53 C52 119.8(6) . .
C53 C54 C55 118.4(6) . .
C54 C55 C56 118.5(6) . .
N2 C56 C55 124.8(6) . .
C62 C61 C66 118.7(5) . .
C62 C61 P2 121.7(4) . .
C66 C61 P2 119.3(4) . .
C63 C62 C61 120.7(6) . .
C62 C63 C64 120.9(6) . .
C65 C64 C63 119.1(6) . .
C64 C65 C66 120.6(5) . .
C65 C66 C61 119.9(5) . .
C76 C71 C72 117.8(5) . .
C76 C71 P2 123.6(4) . .
C72 C71 P2 118.5(4) . .
C73 C72 C71 120.1(5) . .
C72 C73 C74 121.8(5) . .
C75 C74 C73 118.6(5) . .
C76 C75 C74 120.5(5) . .
C75 C76 C71 121.1(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Rh1 C41 2.005(5) .
Rh1 O2 2.151(3) .
Rh1 O1 2.164(3) .
Rh1 P2 2.2280(13) .
Rh1 N2 2.302(4) .
Rh1 Rh1 2.5587(7) 7_645
O1 C20 1.256(5) .
N1 C2 1.319(12) .
N1 C3 1.383(12) .
P2 C42 1.812(5) 7_645
P2 C61 1.843(5) .
P2 C71 1.850(5) .
O2 C20 1.257(5) 7_645
C2 C2 1.388(19) 8_665
C3 C3 1.406(15) 8_665
C10 C11 1.537(7) .
C10 C31 1.544(7) .
C10 C21 1.553(7) .
C10 C20 1.565(6) .
C11 C12 1.386(8) .
C11 C16 1.387(7) .
C12 C13 1.400(8) .
C13 C14 1.392(9) .
C14 C15 1.379(9) .
C15 C16 1.379(8) .
C20 O2 1.257(5) 7_645
C21 C26 1.384(8) .
C21 C22 1.398(7) .
C22 C23 1.392(8) .
C23 C24 1.357(8) .
C24 C25 1.380(8) .
C25 C26 1.386(8) .
C31 C32 1.388(8) .
C31 C36 1.395(7) .
C32 C33 1.389(8) .
C33 C34 1.367(8) .
C34 C35 1.385(8) .
C35 C36 1.381(8) .
C41 C42 1.393(6) .
C41 C46 1.414(7) .
C42 C43 1.398(6) .
C42 P2 1.812(5) 7_645
C43 C44 1.383(7) .
C44 C45 1.381(7) .
C45 C46 1.377(7) .
N2 C56 1.315(7) .
N2 C52 1.319(7) .
C52 C53 1.392(8) .
C53 C54 1.333(9) .
C54 C55 1.350(9) .
C55 C56 1.382(8) .
C61 C62 1.379(7) .
C61 C66 1.398(7) .
C62 C63 1.370(8) .
C63 C64 1.379(8) .
C64 C65 1.375(8) .
C65 C66 1.384(7) .
C71 C76 1.394(7) .
C71 C72 1.406(7) .
C72 C73 1.366(7) .
C73 C74 1.381(7) .
C74 C75 1.381(8) .
C75 C76 1.378(7) .
