#------------------------------------------------------------------------------
#$Date: 2016-03-25 23:02:06 +0200 (Fri, 25 Mar 2016) $
#$Revision: 180023 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/17/7031779.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_7031779
loop_
_publ_author_name
'Chen, Chao'
'Zhang, Jun'
'Li, Guanghua'
'Shen, Pan'
'Jin, Haichao'
'Zhang, Ning'
_publ_section_title
;
 Two coordination polymers constructed from a multidentate carboxylic acid
 ligand with a tertiary amine serve as acid-base catalysts for the
 synthesis of chloropropene carbonate from CO2 under atmospheric pressure.
;
_journal_issue                   37
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              13965
_journal_page_last               13971
_journal_paper_doi               10.1039/c4dt00908h
_journal_volume                  43
_journal_year                    2014
_chemical_formula_moiety         'C15 H17 N1 Ni O9, C3 H7 N1 O1'
_chemical_formula_sum            'C18 H24 N2 Ni O10'
_chemical_formula_weight         487.10
_chemical_melting_point          ?
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           63
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-C 2c 2'
_symmetry_space_group_name_H-M   'C m c m'
_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                   9.9158(2)
_cell_length_b                   27.7237(5)
_cell_length_c                   7.45820(10)
_cell_measurement_reflns_used    3899
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.47
_cell_measurement_theta_min      2.94
_cell_volume                     2050.28(6)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SMART'
_computing_molecular_graphics    SHELXP-97
_computing_publication_material  SHELXP-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0253
_diffrn_reflns_av_unetI/netI     0.0147
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            9454
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         1.47
_exptl_absorpt_coefficient_mu    1.006
_exptl_absorpt_correction_T_max  0.9018
_exptl_absorpt_correction_T_min  0.7857
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.578
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.723
_refine_diff_density_min         -0.470
_refine_diff_density_rms         0.127
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     133
_refine_ls_number_reflns         1339
_refine_ls_number_restraints     35
_refine_ls_restrained_S_all      1.125
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0383
_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)+(0.1042P)²+2.4986P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1200
_refine_ls_wR_factor_ref         0.1422
_reflns_number_gt                1172
_reflns_number_total             1339
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4dt00908h2.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value 'not measured' was changed to '?' -
the value is undefined or not given.

'_symmetry_cell_setting' value
'Orthorhombic' changed to 'orthorhombic' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/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 

 Adding full bibliography for 7031778--7031779.cif.

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      Cmcm
_cod_database_code               7031779
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y, -z+1/2'
'x, -y, -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+1/2, -y+1/2, -z'
'-x, -y, -z'
'x, y, -z-1/2'
'x, -y, z-1/2'
'-x, y, 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+1/2, y+1/2, 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
Ni1 Ni 0.5000 0.0000 1.0000 0.0198(3) Uani 1 4 d S . .
O1 O 0.4696(4) 0.06516(10) 0.8950(4) 0.0316(14) Uani 0.50 1 d P . .
O2 O 0.2076(3) 0.40026(11) 0.7500 0.0506(9) Uani 0.50 1 d P A .
O3 O 0.3770(3) 0.45103(10) 0.7500 0.0496(9) Uani 0.50 1 d PD A .
H3A H 0.471(3) 0.456(3) 0.7500 0.059 Uiso 0.50 2 d SPD . .
O4 O 0.5000 -0.03777(11) 0.7500 0.0200(6) Uani 1 4 d S . .
H4 H 0.565(4) -0.0562(14) 0.7500 0.024 Uiso 1 2 d S . .
O5 O 0.7053(4) -0.0092(2) 1.0275(11) 0.0395(16) Uani 0.50 1 d PD . .
H5 H 0.745(4) -0.0109(13) 0.915(3) 0.047 Uiso 1 1 d D . .
N1 N 0.5000 0.29122(14) 0.7500 0.0239(8) Uani 1 4 d S . .
C1 C 0.5000 0.23927(15) 0.7500 0.0235(9) Uani 1 4 d S . .
C2 C 0.5000 0.21476(12) 0.9108(5) 0.0360(9) Uani 1 2 d S . .
H2A H 0.5000 0.2316 1.0187 0.043 Uiso 1 2 calc SR . .
C3 C 0.5000 0.16489(12) 0.9101(5) 0.0375(9) Uani 1 2 d S . .
H3B H 0.5000 0.1481 1.0181 0.045 Uiso 1 2 calc SR . .
C4 C 0.5000 0.13971(16) 0.7500 0.0253(10) Uani 1 4 d S . .
C5 C 0.5000 0.08512(16) 0.7500 0.0263(10) Uani 1 4 d S . .
C6 C 0.3864(3) 0.31906(11) 0.7500 0.0257(7) Uani 1 2 d S . .
C7 C 0.4271(3) 0.36665(11) 0.7500 0.0238(7) Uani 1 2 d S . .
C8 C 0.2517(15) 0.2967(5) 0.7920(9) 0.0272(12) Uani 0.35 1 d PDU A -1
H8A H 0.2577 0.2623 0.7788 0.041 Uiso 0.35 1 calc PRD A -1
H8B H 0.1849 0.3090 0.7109 0.041 Uiso 0.35 1 calc PRD A -1
H8C H 0.2266 0.3044 0.9129 0.041 Uiso 0.35 1 calc PRD A -1
C8' C 0.252(3) 0.2956(9) 0.7500 0.0272(12) Uani 0.15 1 d P A 2
H8'A H 0.1843 0.3190 0.7219 0.041 Uiso 0.15 1 calc PR A 2
H8'B H 0.2349 0.2821 0.8663 0.041 Uiso 0.15 1 calc PR A 2
H8'C H 0.2510 0.2703 0.6618 0.041 Uiso 0.15 1 calc PR A 2
C9 C 0.3292(4) 0.40691(12) 0.7500 0.0319(8) Uani 1 2 d S . .
O6 O 0.5000 0.2965(4) 0.266(5) 0.164(6) Uani 0.50 2 d SPU . .
N2 N 0.5000 0.3766(2) 0.2500 0.0562(15) Uani 1 4 d S . .
C10 C 0.4319(16) 0.3363(6) 0.2500 0.081(4) Uani 0.50 2 d SPU . .
C11 C 0.6548(17) 0.3722(6) 0.2500 0.089(4) Uani 0.50 2 d SPU . .
C12 C 0.4494(16) 0.4238(6) 0.2500 0.093(4) Uani 0.50 2 d SPU . .
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'
Ni Ni 0.3393 1.1124 '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
O1 Ni1 O1 180.00(7) 12_655 4_557
O1 Ni1 O1 17.4(2) 12_655 .
O1 Ni1 O1 162.6(2) 4_557 .
O1 Ni1 O1 162.6(2) 12_655 9_657
O1 Ni1 O1 17.4(2) 4_557 9_657
O1 Ni1 O1 180.00(7) . 9_657
O1 Ni1 O5 107.51(17) 12_655 12_655
O1 Ni1 O5 72.49(17) 4_557 12_655
O1 Ni1 O5 90.09(17) . 12_655
O1 Ni1 O5 89.91(17) 9_657 12_655
O1 Ni1 O5 72.49(17) 12_655 4_557
O1 Ni1 O5 107.51(17) 4_557 4_557
O1 Ni1 O5 89.91(17) . 4_557
O1 Ni1 O5 90.09(17) 9_657 4_557
O5 Ni1 O5 180.0 12_655 4_557
O1 Ni1 O5 90.09(17) 12_655 .
O1 Ni1 O5 89.91(17) 4_557 .
O1 Ni1 O5 107.51(17) . .
O1 Ni1 O5 72.49(17) 9_657 .
O5 Ni1 O5 161.7(3) 12_655 .
O5 Ni1 O5 18.3(3) 4_557 .
O1 Ni1 O5 89.91(17) 12_655 9_657
O1 Ni1 O5 90.09(17) 4_557 9_657
O1 Ni1 O5 72.49(17) . 9_657
O1 Ni1 O5 107.51(17) 9_657 9_657
O5 Ni1 O5 18.3(3) 12_655 9_657
O5 Ni1 O5 161.7(3) 4_557 9_657
O5 Ni1 O5 180.0 . 9_657
O1 Ni1 O4 95.81(11) 12_655 .
O1 Ni1 O4 84.19(11) 4_557 .
O1 Ni1 O4 95.81(11) . .
O1 Ni1 O4 84.19(11) 9_657 .
O5 Ni1 O4 91.5(3) 12_655 .
O5 Ni1 O4 88.5(3) 4_557 .
O5 Ni1 O4 91.5(3) . .
O5 Ni1 O4 88.5(3) 9_657 .
O1 Ni1 O4 84.19(11) 12_655 9_657
O1 Ni1 O4 95.81(11) 4_557 9_657
O1 Ni1 O4 84.19(11) . 9_657
O1 Ni1 O4 95.81(11) 9_657 9_657
O5 Ni1 O4 88.5(3) 12_655 9_657
O5 Ni1 O4 91.5(3) 4_557 9_657
O5 Ni1 O4 88.5(3) . 9_657
O5 Ni1 O4 91.5(3) 9_657 9_657
O4 Ni1 O4 180.0 . 9_657
O1 O1 C5 76.04(18) 12_655 .
O1 O1 Ni1 81.28(11) 12_655 .
C5 O1 Ni1 134.8(3) . .
C9 O3 H3A 120(6) . .
Ni1 O4 Ni1 121.36(14) . 2_654
Ni1 O4 H4 107.7(11) . .
Ni1 O4 H4 107.7(11) 2_654 .
O5 O5 Ni1 80.87(14) 4_557 .
O5 O5 H5 58(2) 4_557 .
Ni1 O5 H5 109(2) . .
C6 N1 C6 111.2(4) 3_656 .
C6 N1 C1 124.42(19) 3_656 .
C6 N1 C1 124.42(19) . .
C2 C1 C2 120.9(4) 10_557 .
C2 C1 N1 119.5(2) 10_557 .
C2 C1 N1 119.5(2) . .
C1 C2 C3 119.3(3) . .
C1 C2 H2A 120.3 . .
C3 C2 H2A 120.3 . .
C2 C3 C4 120.5(3) . .
C2 C3 H3B 119.7 . .
C4 C3 H3B 119.7 . .
C3 C4 C3 119.4(4) . 10_557
C3 C4 C5 120.3(2) . .
C3 C4 C5 120.3(2) 10_557 .
O1 C5 O1 27.9(4) 10_557 3_656
O1 C5 O1 127.5(5) 10_557 12_655
O1 C5 O1 119.5(4) 3_656 12_655
O1 C5 O1 119.5(4) 10_557 .
O1 C5 O1 127.5(5) 3_656 .
O1 C5 O1 27.9(4) 12_655 .
O1 C5 C4 116.2(2) 10_557 .
O1 C5 C4 116.2(2) 3_656 .
O1 C5 C4 116.2(2) 12_655 .
O1 C5 C4 116.2(2) . .
N1 C6 C7 107.4(3) . .
N1 C6 C8' 119.5(10) . .
C7 C6 C8' 133.1(11) . .
N1 C6 C8 119.9(6) . 10_557
C7 C6 C8 130.8(6) . 10_557
C8' C6 C8 12.1(3) . 10_557
N1 C6 C8 119.9(6) . .
C7 C6 C8 130.8(6) . .
C8' C6 C8 12.1(3) . .
C8 C6 C8 24.0(6) 10_557 .
C6 C7 C7 107.0(2) . 3_656
C6 C7 C9 122.0(3) . .
C7 C7 C9 131.0(2) 3_656 .
C6 C8 H8A 109.5 . .
C6 C8 H8B 109.5 . .
C6 C8 H8C 109.5 . .
C6 C8' H8'A 109.5 . .
C6 C8' H8'B 109.5 . .
H8'A C8' H8'B 109.5 . .
C6 C8' H8'C 109.5 . .
H8'A C8' H8'C 109.5 . .
H8'B C8' H8'C 109.5 . .
O2 C9 O3 119.9(3) . .
O2 C9 C7 122.3(3) . .
O3 C9 C7 117.8(3) . .
O6 O6 C10 84.7(15) 10_556 3_655
O6 O6 C10 84.7(16) 10_556 .
C10 O6 C10 62.6(14) 3_655 .
C10 N2 C10 62.3(14) . 3_655
C10 N2 C12 169.8(9) . 3_655
C10 N2 C12 127.8(10) 3_655 3_655
C10 N2 C12 127.8(10) . .
C10 N2 C12 169.8(9) 3_655 .
C12 N2 C12 42.0(13) 3_655 .
C10 N2 C11 54.3(9) . 3_655
C10 N2 C11 116.6(11) 3_655 3_655
C12 N2 C11 115.5(10) 3_655 3_655
C12 N2 C11 73.5(9) . 3_655
C10 N2 C11 116.6(11) . .
C10 N2 C11 54.3(9) 3_655 .
C12 N2 C11 73.5(9) 3_655 .
C12 N2 C11 115.5(10) . .
C11 N2 C11 170.9(14) 3_655 .
O6 C10 O6 11(3) 10_556 .
O6 C10 N2 117.3(12) 10_556 .
O6 C10 N2 117.3(12) . .
O6 C10 C11 169.3(15) 10_556 3_655
O6 C10 C11 169.3(15) . 3_655
N2 C10 C11 71.9(11) . 3_655
O6 C10 C10 58.7(7) 10_556 3_655
O6 C10 C10 58.7(7) . 3_655
N2 C10 C10 58.8(7) . 3_655
C11 C10 C10 130.8(10) 3_655 3_655
C10 C11 N2 53.7(10) 3_655 .
C10 C11 C12 103.4(14) 3_655 3_655
N2 C11 C12 49.6(8) . 3_655
C12 C12 N2 69.0(6) 3_655 .
C12 C12 C11 125.9(8) 3_655 3_655
N2 C12 C11 56.9(8) . 3_655
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 O1 1.992(3) 12_655
Ni1 O1 1.992(3) 4_557
Ni1 O1 1.992(3) .
Ni1 O1 1.992(3) 9_657
Ni1 O5 2.062(4) 12_655
Ni1 O5 2.062(4) 4_557
Ni1 O5 2.062(4) .
Ni1 O5 2.062(4) 9_657
Ni1 O4 2.1385(15) .
Ni1 O4 2.1385(15) 9_657
O1 O1 0.604(8) 12_655
O1 C5 1.252(4) .
O2 C9 1.219(5) .
O3 C9 1.312(5) .
O3 H3A 0.95(2) .
O4 Ni1 2.1385(15) 2_654
O4 H4 0.82(4) .
O5 O5 0.654(10) 4_557
O5 H5 0.92(2) .
N1 C6 1.366(4) 3_656
N1 C6 1.366(4) .
N1 C1 1.440(5) .
C1 C2 1.379(4) 10_557
C1 C2 1.379(4) .
C2 C3 1.382(5) .
C2 H2A 0.9300 .
C3 C4 1.383(4) .
C3 H3B 0.9300 .
C4 C3 1.383(4) 10_557
C4 C5 1.514(6) .
C5 O1 1.252(4) 10_557
C5 O1 1.252(4) 3_656
C5 O1 1.252(4) 12_655
C6 C7 1.379(4) .
C6 C8' 1.48(3) .
C6 C8 1.506(14) 10_557
C6 C8 1.506(14) .
C7 C7 1.446(7) 3_656
C7 C9 1.479(5) .
C8 H8A 0.9600 .
C8 H8B 0.9600 .
C8 H8C 0.9600 .
C8' H8'A 0.9600 .
C8' H8'B 0.9600 .
C8' H8'C 0.9600 .
O6 O6 0.24(7) 10_556
O6 C10 1.300(17) 3_655
O6 C10 1.300(17) .
N2 C10 1.306(16) .
N2 C10 1.306(16) 3_655
N2 C12 1.401(17) 3_655
N2 C12 1.401(17) .
N2 C11 1.540(17) 3_655
N2 C11 1.540(17) .
C10 O6 1.300(17) 10_556
C10 C11 1.32(2) 3_655
C10 C10 1.35(3) 3_655
C11 C10 1.32(2) 3_655
C11 C12 1.76(2) 3_655
C12 C12 1.00(3) 3_655
C12 C11 1.76(2) 3_655
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
O3 H3A O3 0.95(2) 1.51(3) 2.439(6) 165(9) 3_656
O4 H4 O2 0.82(4) 1.86(4) 2.681(3) 178(4) 5_545
O5 H5 O3 0.92(2) 2.09(3) 2.898(8) 146(3) 5_545
