#------------------------------------------------------------------------------
#$Date: 2016-03-21 06:07:13 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178491 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/02/4060252.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_4060252
_journal_name_full               Organometallics
_journal_paper_doi               10.1021/om034268l
_journal_year                    2004
_chemical_formula_sum            'C15 H21 Cl N P'
_chemical_formula_weight         281.75
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 91.108(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.364(4)
_cell_length_b                   7.5144(12)
_cell_length_c                   15.789(5)
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_cell_volume                     1585.3(7)
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measurement_device_type  'IP Rigaku'
_diffrn_measurement_method       IP
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotation anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0637
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            2220
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.98
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_exptl_absorpt_coefficient_mu    0.326
_exptl_absorpt_correction_T_max  1.063
_exptl_absorpt_correction_T_min  0.879
_exptl_absorpt_correction_type   abscor
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.180
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       plate
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.06
_refine_ls_extinction_coef       0.0043(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.131
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         2220
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.131
_refine_ls_R_factor_all          0.0743
_refine_ls_R_factor_gt           0.0562
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0523P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1276
_refine_ls_wR_factor_ref         0.1363
_reflns_number_gt                1894
_reflns_number_total             2220
_reflns_threshold_expression     >2sigma(I)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4060252
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
P1 P 0.26305(6) 0.18823(10) 0.44178(5) 0.0600(3) Uani 1 1 d . . .
Cl1 Cl 0.41762(7) 0.17585(13) 0.40867(6) 0.0903(4) Uani 1 1 d . . .
N1 N 0.23308(17) 0.4014(3) 0.43820(15) 0.0571(7) Uani 1 1 d . . .
C1 C 0.2787(2) 0.1465(4) 0.55479(19) 0.0579(8) Uani 1 1 d . . .
C2 C 0.3607(3) 0.1092(4) 0.6016(2) 0.0736(10) Uani 1 1 d . . .
H2 H 0.4256 0.1159 0.5816 0.088 Uiso 1 1 calc R . .
C3 C 0.3350(3) 0.0551(5) 0.6906(2) 0.0886(12) Uani 1 1 d . . .
H3A H 0.3571 -0.0654 0.7028 0.106 Uiso 1 1 calc R . .
H3B H 0.3647 0.1355 0.7320 0.106 Uiso 1 1 calc R . .
C4 C 0.1547(4) 0.0319(5) 0.7525(3) 0.0974(13) Uani 1 1 d . . .
H4 H 0.1765 -0.0044 0.8060 0.117 Uiso 1 1 calc R . .
C5 C 0.0548(4) 0.0507(6) 0.7343(3) 0.1105(16) Uani 1 1 d . . .
H5 H 0.0087 0.0272 0.7763 0.133 Uiso 1 1 calc R . .
C6 C 0.0207(3) 0.1038(6) 0.6550(3) 0.1041(14) Uani 1 1 d . . .
H6 H -0.0476 0.1147 0.6440 0.125 Uiso 1 1 calc R . .
C7 C 0.0888(3) 0.1411(5) 0.5911(2) 0.0813(11) Uani 1 1 d . . .
H7 H 0.0663 0.1769 0.5376 0.098 Uiso 1 1 calc R . .
C8 C 0.1897(3) 0.1238(4) 0.6086(2) 0.0616(8) Uani 1 1 d . . .
C9 C 0.2231(3) 0.0681(4) 0.6895(2) 0.0732(10) Uani 1 1 d . . .
C10 C 0.2794(3) 0.5397(4) 0.4937(2) 0.0670(9) Uani 1 1 d . . .
H10 H 0.3176 0.4768 0.5381 0.080 Uiso 1 1 calc R . .
C11 C 0.3535(3) 0.6572(5) 0.4471(3) 0.1022(14) Uani 1 1 d . . .
H11A H 0.4028 0.5838 0.4208 0.153 Uiso 1 1 calc R . .
H11B H 0.3859 0.7364 0.4867 0.153 Uiso 1 1 calc R . .
H11C H 0.3184 0.7253 0.4045 0.153 Uiso 1 1 calc R . .
C12 C 0.1999(3) 0.6481(5) 0.5379(3) 0.1010(13) Uani 1 1 d . . .
H12A H 0.1555 0.5695 0.5669 0.151 Uiso 1 1 calc R . .
H12B H 0.1626 0.7162 0.4967 0.151 Uiso 1 1 calc R . .
H12C H 0.2314 0.7272 0.5780 0.151 Uiso 1 1 calc R . .
C13 C 0.1772(3) 0.4664(5) 0.3606(2) 0.0761(10) Uani 1 1 d . . .
H13 H 0.1784 0.5967 0.3624 0.091 Uiso 1 1 calc R . .
C14 C 0.0680(3) 0.4099(6) 0.3638(3) 0.1251(18) Uani 1 1 d . . .
H14A H 0.0398 0.4502 0.4159 0.188 Uiso 1 1 calc R . .
H14B H 0.0636 0.2826 0.3608 0.188 Uiso 1 1 calc R . .
H14C H 0.0316 0.4614 0.3168 0.188 Uiso 1 1 calc R . .
C15 C 0.2269(4) 0.4108(6) 0.2791(2) 0.1202(17) Uani 1 1 d . . .
H15A H 0.2950 0.4517 0.2797 0.180 Uiso 1 1 calc R . .
H15B H 0.1914 0.4621 0.2316 0.180 Uiso 1 1 calc R . .
H15C H 0.2258 0.2834 0.2744 0.180 Uiso 1 1 calc R . .
