#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:02:21 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179649 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/02/4510277.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_4510277
loop_
_publ_author_name
'Gupta, Arvind K.'
'Srivastava, Anant Kumar'
'Mahawar, Indra Kumar'
'Boomishankar, Ramamoorthy'
_publ_section_title
;
 Discrete and Polymeric Cu(II) Complexes Derived from in Situ Generated
 Pyridyl-Functionalized Bis(amido)phosphate Ligands, [PO2(NHPy)2]−
;
_journal_issue                   4
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1701
_journal_paper_doi               10.1021/cg401847w
_journal_volume                  14
_journal_year                    2014
_chemical_formula_sum            'C20 H24 Cu N8 O6 P2'
_chemical_formula_weight         597.95
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           66
_space_group_name_Hall           '-C 2 2c'
_space_group_name_H-M_alt        'C c c m'
_symmetry_space_group_name_Hall  '-C 2 2c'
_symmetry_space_group_name_H-M   'C c c m'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.158(8)
_cell_length_b                   14.942(9)
_cell_length_c                   16.667(10)
_cell_measurement_reflns_used    5494
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.33
_cell_measurement_theta_min      2.99
_cell_volume                     3277(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0541
_diffrn_reflns_av_unetI/netI     0.0375
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            13698
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.639
_diffrn_reflns_theta_min         2.062
_exptl_absorpt_coefficient_mu    0.805
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6455
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.212
_exptl_crystal_description       prism
_exptl_crystal_F_000             1228
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.06
_platon_squeeze_details
;
;
_refine_diff_density_max         0.307
_refine_diff_density_min         -0.527
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     92
_refine_ls_number_reflns         2168
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.129
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0396
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0220P)²+7.8659P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1080
_refine_ls_wR_factor_ref         0.1096
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1939
_reflns_number_total             2168
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            compound_4_sq.cif
_cod_data_source_block           compound_4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_space_group_crystal_system' value 'Orthorhombic' changed to
'orthorhombic' according to
/usr/data/users/saulius/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_database_code               4510277
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2013-3
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x, y, -z+1/2'
'x, -y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x, y, -z'
'x, -y, z-1/2'
'-x, y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
'-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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Cu1 Cu 1.0000 0.0000 0.0000 0.03486(18) Uani 1 4 d S T P
P1 P 0.7500 0.2500 0.32207(5) 0.0341(2) Uani 1 2 d S T P
N1 N 0.72475(16) 0.16454(13) 0.26076(12) 0.0364(5) Uani 1 1 d . . .
H1 H 0.6637 0.1410 0.2650 0.044 Uiso 1 1 calc R U .
C11 C 0.78689(17) 0.12666(14) 0.20494(13) 0.0291(4) Uani 1 1 d . . .
C13 C 0.94260(17) 0.11352(17) 0.13433(14) 0.0360(5) Uani 1 1 d . . .
H13 H 1.0107 0.1332 0.1274 0.043 Uiso 1 1 calc R U .
C12 C 0.88552(18) 0.15356(16) 0.19244(14) 0.0349(5) Uani 1 1 d . . .
H12 H 0.9139 0.2000 0.2243 0.042 Uiso 1 1 calc R U .
C15 C 0.81499(19) 0.02089(17) 0.10079(16) 0.0412(6) Uani 1 1 d . . .
H15 H 0.7897 -0.0274 0.0695 0.049 Uiso 1 1 calc R U .
C16 C 0.7524(2) 0.05693(17) 0.15711(18) 0.0445(6) Uani 1 1 d . . .
H16 H 0.6853 0.0345 0.1637 0.053 Uiso 1 1 calc R U .
N14 N 0.90871(14) 0.04870(13) 0.08674(11) 0.0301(4) Uani 1 1 d . . .
O1 O 0.84621(15) 0.23565(14) 0.36487(10) 0.0496(5) Uani 1 1 d . . .
O2 O 1.1124(2) 0.14186(17) 0.0000 0.0386(6) Uani 1 2 d S T P
H2 H 1.132(2) 0.1668(19) 0.0357(17) 0.043(8) 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'
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'
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
N14 Cu1 N14 180.00(14) 10 2_755
N14 Cu1 N14 88.34(11) 10 9_755
N14 Cu1 N14 91.66(11) 2_755 9_755
N14 Cu1 N14 91.66(11) 10 .
N14 Cu1 N14 88.34(11) 2_755 .
N14 Cu1 N14 180.0 9_755 .
N14 Cu1 O2 92.58(8) 10 .
N14 Cu1 O2 87.42(8) 2_755 .
N14 Cu1 O2 87.42(8) 9_755 .
N14 Cu1 O2 92.58(8) . .
O1 P1 O1 121.89(16) 6_655 .
O1 P1 N1 110.93(11) 6_655 6_655
O1 P1 N1 103.74(11) . 6_655
O1 P1 N1 103.74(11) 6_655 .
O1 P1 N1 110.93(11) . .
N1 P1 N1 104.48(15) 6_655 .
C11 N1 P1 128.09(18) . .
C11 N1 H1 116.0 . .
P1 N1 H1 116.0 . .
N1 C11 C12 123.3(2) . .
N1 C11 C16 120.5(2) . .
C12 C11 C16 116.2(2) . .
N14 C13 C12 124.0(2) . .
N14 C13 H13 118.0 . .
C12 C13 H13 118.0 . .
C13 C12 C11 120.0(2) . .
C13 C12 H12 120.0 . .
C11 C12 H12 120.0 . .
N14 C15 C16 124.3(2) . .
N14 C15 H15 117.9 . .
C16 C15 H15 117.9 . .
C15 C16 C11 119.7(2) . .
C15 C16 H16 120.2 . .
C11 C16 H16 120.2 . .
C15 N14 C13 115.87(19) . .
C15 N14 Cu1 124.71(16) . .
C13 N14 Cu1 119.42(16) . .
Cu1 O2 H2 127(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N14 2.0156(19) 10
Cu1 N14 2.0156(19) 2_755
Cu1 N14 2.0156(19) 9_755
Cu1 N14 2.0156(19) .
Cu1 O2 2.585(3) .
P1 O1 1.4689(19) 6_655
P1 O1 1.4689(19) .
P1 N1 1.669(2) 6_655
P1 N1 1.669(2) .
N1 C11 1.362(3) .
N1 H1 0.8800 .
C11 C12 1.374(3) .
C11 C16 1.388(3) .
C13 N14 1.329(3) .
C13 C12 1.364(3) .
C13 H13 0.9500 .
C12 H12 0.9500 .
C15 N14 1.322(3) .
C15 C16 1.360(3) .
C15 H15 0.9500 .
C16 H16 0.9500 .
O2 H2 0.75(3) .
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
O2 H2 O1 0.75(3) 1.97(3) 2.708(2) 168(3) 3_755
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.180 0.317 0.063 1117 351 ' '
