#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/04/4320478.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_4320478
loop_
_publ_author_name
'Savariraj Kingsley'
'Vadapalli Chandrasekhar'
'Christopher D. Incarvito'
'Matthew K. Lam'
'Arnold L. Rheingold'
_publ_contact_author
;
       Chandrasekhar. V
       Department of Chemistry
       IIT, Kanpur 208 016
       India
;
_publ_contact_author_email       vc@iitk.ac.in
_publ_contact_author_fax         '+91 512 597 436'
_publ_contact_author_phone       '+91 512 597 617'
_publ_section_title
;
 Tethered Pyrazolyl Phosphinate: Pyrazolyl-N- and Phosphoryl-O-Metal
 Coordination in Ph2P(O){OCH2CH2(3,5-Me2Pz)}
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5890
_journal_page_last               5896
_journal_paper_doi               10.1021/ic010454c
_journal_volume                  40
_journal_year                    2001
_chemical_formula_moiety         'C38 H42 Cl2 Cu N4 O4 P2'
_chemical_formula_sum            'C38 H42 Cl2 Cu N4 O4 P2'
_chemical_formula_weight         815.15
_chemical_melting_point          124
_chemical_name_common            CUOPP2EPZ(3)
_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                97.525(16)
_cell_angle_beta                 90.09(2)
_cell_angle_gamma                106.96(3)
_cell_formula_units_Z            1
_cell_length_a                   7.6780(18)
_cell_length_b                   11.455(3)
_cell_length_c                   11.782(3)
_cell_measurement_temperature    253(2)
_cell_volume                     981.8(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      253(2)
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0168
_diffrn_reflns_av_sigmaI/netI    0.0168
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            3682
_diffrn_reflns_theta_full        24.00
_diffrn_reflns_theta_max         24.00
_diffrn_reflns_theta_min         2.38
_exptl_absorpt_coefficient_mu    0.818
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             423
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.421
_refine_diff_density_min         -0.426
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.293
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         3000
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.293
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0373
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.009
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1051
_refine_ls_wR_factor_ref         0.1090
_reflns_number_gt                2895
_reflns_number_total             3000
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic010454c_3.cif
_cod_data_source_block           CUOPP2EPZ
_cod_original_cell_volume        981.7(4)
_cod_original_formula_sum        'C38 H42 Cl2 Cu N4 O4 P2 '
_cod_database_code               4320478
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
Cu1 Cu -0.5000(0) 0.5000(0) 1.0000(0) 0.0028(1) Uani 1 2 d S . .
P1 P -0.4397(1) 0.7331(1) 0.5864(1) 0.0031(1) Uani 1 1 d . . .
Cl1 Cl -0.4672(1) 0.3100(1) 0.9837(1) 0.0044(1) Uani 1 1 d . . .
O1 O -0.3945(3) 0.6130(2) 0.6168(2) 0.0034(1) Uani 1 1 d . . .
O2 O -0.6232(3) 0.7124(2) 0.5349(2) 0.0043(1) Uani 1 1 d . . .
N1 N -0.2747(3) 0.5542(2) 0.9125(2) 0.0030(1) Uani 1 1 d . . .
N2 N -0.2575(3) 0.5123(2) 0.8001(2) 0.0029(1) Uani 1 1 d . . .
C1 C -0.0723(5) 0.6759(3) 1.0754(3) 0.0049(1) Uani 1 1 d . . .
H1A H -0.1854 0.6602 1.1137 0.0074 Uiso 1 1 calc R . .
H1B H -0.0173 0.7632 1.0795 0.0074 Uiso 1 1 calc R . .
H1C H 0.0084 0.6406 1.1117 0.0074 Uiso 1 1 calc R . .
C2 C -0.1072(4) 0.6198(3) 0.9534(2) 0.0034(1) Uani 1 1 d . . .
C3 C 0.0162(4) 0.6211(3) 0.8662(3) 0.0040(1) Uani 1 1 d . . .
H3A H 0.1409 0.6605 0.8722 0.0048 Uiso 1 1 calc R . .
C4 C -0.0822(4) 0.5528(3) 0.7700(2) 0.0034(1) Uani 1 1 d . . .
C5 C -0.0217(5) 0.5177(3) 0.6527(3) 0.0048(1) Uani 1 1 d . . .
H5A H -0.1256 0.4683 0.6053 0.0072 Uiso 1 1 calc R . .
H5B H 0.0632 0.4714 0.6584 0.0072 Uiso 1 1 calc R . .
H5C H 0.0359 0.5908 0.6195 0.0072 Uiso 1 1 calc R . .
C6 C -0.4183(4) 0.4481(3) 0.7271(2) 0.0031(1) Uani 1 1 d . . .
H6A H -0.5017 0.3890 0.7685 0.0037 Uiso 1 1 calc R . .
H6B H -0.3829 0.4028 0.6602 0.0037 Uiso 1 1 calc R . .
C7 C -0.5154(4) 0.5344(3) 0.6885(2) 0.0034(1) Uani 1 1 d . . .
H7A H -0.6274 0.4876 0.6457 0.0041 Uiso 1 1 calc R . .
H7B H -0.5457 0.5839 0.7545 0.0041 Uiso 1 1 calc R . .
C8 C -0.2588(4) 0.7884(3) 0.4927(2) 0.0033(1) Uani 1 1 d . . .
C9 C -0.2940(5) 0.8428(3) 0.3997(3) 0.0042(1) Uani 1 1 d . . .
H9A H -0.4107 0.8478 0.3856 0.0051 Uiso 1 1 calc R . .
C10 C -0.1567(5) 0.8889(3) 0.3285(3) 0.0054(1) Uani 1 1 d . . .
H10A H -0.1816 0.9243 0.2661 0.0064 Uiso 1 1 calc R . .
C11 C 0.0157(5) 0.8836(3) 0.3482(3) 0.0054(1) Uani 1 1 d . . .
H11A H 0.1072 0.9153 0.2992 0.0065 Uiso 1 1 calc R . .
C12 C 0.0553(5) 0.8312(3) 0.4407(3) 0.0052(1) Uani 1 1 d . . .
H12A H 0.1729 0.8278 0.4543 0.0062 Uiso 1 1 calc R . .
C13 C -0.0828(4) 0.7838(3) 0.5128(3) 0.0045(1) Uani 1 1 d . . .
H13A H -0.0571 0.7486 0.5752 0.0054 Uiso 1 1 calc R . .
C14 C -0.3964(4) 0.8400(3) 0.7165(2) 0.0035(1) Uani 1 1 d . . .
C15 C -0.2626(5) 0.8437(3) 0.7960(3) 0.0047(1) Uani 1 1 d . . .
H15A H -0.1976 0.7864 0.7854 0.0056 Uiso 1 1 calc R . .
C16 C -0.2243(6) 0.9330(3) 0.8922(3) 0.0061(1) Uani 1 1 d . . .
H16A H -0.1355 0.9348 0.9467 0.0073 Uiso 1 1 calc R . .
C17 C -0.3192(6) 1.0187(3) 0.9059(3) 0.0066(1) Uani 1 1 d . . .
H17A H -0.2920 1.0798 0.9691 0.0080 Uiso 1 1 calc R . .
C18 C -0.4539(6) 1.0148(4) 0.8272(4) 0.0069(1) Uani 1 1 d . . .
H18A H -0.5179 1.0727 0.8371 0.0082 Uiso 1 1 calc R . .
C19 C -0.4929(5) 0.9250(3) 0.7343(3) 0.0054(1) Uani 1 1 d . . .
H19A H -0.5861 0.9211 0.6821 0.0065 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'
Cu Cu 0.3201 1.2651 '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
N1 Cu1 N1 179.998(1) . 2_467 ?
N1 Cu1 Cl1 90.73(7) . 2_467 ?
N1 Cu1 Cl1 89.27(7) 2_467 2_467 ?
N1 Cu1 Cl1 89.27(7) . . ?
N1 Cu1 Cl1 90.73(7) 2_467 . ?
Cl1 Cu1 Cl1 180.0(0) 2_467 . ?
O2 P1 O1 115.67(12) . . ?
O2 P1 C8 113.79(13) . . ?
O1 P1 C8 100.47(12) . . ?
O2 P1 C14 112.47(14) . . ?
O1 P1 C14 106.02(12) . . ?
C8 P1 C14 107.37(14) . . ?
C7 O1 P1 119.33(18) . . ?
C2 N1 N2 106.3(2) . . ?
C2 N1 Cu1 128.00(19) . . ?
N2 N1 Cu1 124.86(18) . . ?
C4 N2 N1 110.8(2) . . ?
C4 N2 C6 128.5(2) . . ?
N1 N2 C6 120.2(2) . . ?
N1 C2 C3 109.5(3) . . ?
N1 C2 C1 121.4(3) . . ?
C3 C2 C1 129.1(3) . . ?
C4 C3 C2 106.8(3) . . ?
N2 C4 C3 106.7(2) . . ?
N2 C4 C5 122.5(3) . . ?
C3 C4 C5 130.8(3) . . ?
N2 C6 C7 112.7(2) . . ?
O1 C7 C6 107.9(2) . . ?
C13 C8 C9 118.8(3) . . ?
C13 C8 P1 122.2(2) . . ?
C9 C8 P1 118.9(2) . . ?
C10 C9 C8 120.1(3) . . ?
C11 C10 C9 120.9(3) . . ?
C10 C11 C12 120.3(3) . . ?
C11 C12 C13 119.2(3) . . ?
C8 C13 C12 120.7(3) . . ?
C15 C14 C19 119.2(3) . . ?
C15 C14 P1 121.6(2) . . ?
C19 C14 P1 119.2(3) . . ?
C14 C15 C16 120.1(3) . . ?
C17 C16 C15 119.4(4) . . ?
C18 C17 C16 120.7(4) . . ?
C19 C18 C17 119.4(4) . . ?
C18 C19 C14 121.2(4) . . ?
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
Cu1 N1 1.997(2) . ?
Cu1 N1 1.997(2) 2_467 ?
Cu1 Cl1 2.2466(9) 2_467 ?
Cu1 Cl1 2.2466(9) . ?
P1 O2 1.474(2) . ?
P1 O1 1.596(2) . ?
P1 C8 1.795(3) . ?
P1 C14 1.798(3) . ?
O1 C7 1.450(3) . ?
N1 C2 1.338(4) . ?
N1 N2 1.368(3) . ?
N2 C4 1.354(4) . ?
N2 C6 1.451(4) . ?
C1 C2 1.486(4) . ?
C2 C3 1.397(4) . ?
C3 C4 1.374(4) . ?
C4 C5 1.500(4) . ?
C6 C7 1.512(4) . ?
C8 C13 1.389(4) . ?
C8 C9 1.392(4) . ?
C9 C10 1.374(4) . ?
C10 C11 1.363(5) . ?
C11 C12 1.384(5) . ?
C12 C13 1.389(5) . ?
C14 C15 1.377(5) . ?
C14 C19 1.381(5) . ?
C15 C16 1.392(5) . ?
C16 C17 1.377(6) . ?
C17 C18 1.374(6) . ?
C18 C19 1.368(5) . ?
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
C12 H12A O2 0.930(3) 2.575(27) 2.295(33) 147.28(3) 3_455
