#------------------------------------------------------------------------------
#$Date: 2016-04-05 18:31:48 +0300 (Tue, 05 Apr 2016) $
#$Revision: 181617 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/45/7224505.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_7224505
loop_
_publ_author_name
'Liao, Liang'
'Ingram, Conrad W.'
'Bacsa, John'
'Zhang, Z. John'
'Dinadayalane, Tandabany'
_publ_section_title
;
 A hydrogen bonded Co(ii) coordination complex and a triply
 interpenetrating 3-D manganese(ii) coordination polymer from diaza crown
 ether with dibenzoate sidearms
;
_journal_issue                   14
_journal_name_full               CrystEngComm
_journal_page_first              2425
_journal_paper_doi               10.1039/C6CE00360E
_journal_volume                  18
_journal_year                    2016
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C24 H32 Co N2 O8'
_chemical_formula_sum            'C24 H32 Co N2 O8'
_chemical_formula_weight         535.44
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           8
_space_group_name_Hall           'C -2y'
_space_group_name_H-M_alt        'C 1 m 1'
_symmetry_space_group_name_Hall  'C -2y'
_symmetry_space_group_name_H-M   'C 1 m 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2015-06-22
_audit_creation_method
;
Olex2 1.2-dev
(compiled 2015.06.08 svn.r3188 for OlexSys, GUI svn.r5058)
;
_audit_update_record
;
2015-08-19 deposited with the CCDC.
2016-03-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 131.453(6)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.7472(9)
_cell_length_b                   22.777(2)
_cell_length_c                   7.0903(7)
_cell_measurement_reflns_used    3256
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.178
_cell_measurement_theta_min      2.928
_cell_volume                     1179.8(2)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'APEX2 v2014.11 (Bruker, 2014)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 512
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0352
_diffrn_reflns_av_unetI/netI     0.0599
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            4351
_diffrn_reflns_point_group_measured_fraction_full 0.702
_diffrn_reflns_point_group_measured_fraction_max 0.669
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.569
_diffrn_reflns_theta_min         1.788
_diffrn_source                   'sealed tube'
_diffrn_source_current           35
_diffrn_source_voltage           45
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.781
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_correction_T_min  0.6321
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0745 before and 0.0511 after correction.
The Ratio of minimum to maximum transmission is 0.8469.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.507
_exptl_crystal_description       prism
_exptl_crystal_F_000             562
_exptl_crystal_size_max          0.427
_exptl_crystal_size_mid          0.203
_exptl_crystal_size_min          0.062
_refine_diff_density_max         0.853
_refine_diff_density_min         -0.408
_refine_diff_density_rms         0.085
_refine_ls_abs_structure_details
;
 Flack x determined using 474 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.033(18)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2263
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0425
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0455P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0894
_refine_ls_wR_factor_ref         0.0918
_reflns_Friedel_coverage         0.344
_reflns_Friedel_fraction_full    0.402
_reflns_Friedel_fraction_max     0.344
_reflns_number_gt                2072
_reflns_number_total             2263
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6ce00360e2.cif
_cod_data_source_block           92_58-67-co
_cod_depositor_comments
'Adding full bibliography for 7224504--7224506.cif.'
_cod_database_code               7224505
_shelxl_version_number           2013-4
_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.
;
_shelx_estimated_absorpt_t_max   0.953
_shelx_estimated_absorpt_t_min   0.732
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All H(H) groups
2. Restrained distances
 O6-H6
 0.995 with sigma of 0.005
 O5-H5
 0.995 with sigma of 0.005
 H5_$1-H5
 1.565 with sigma of 0.01
3.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C3(H3A,H3B), C2(H2A,H2B), C1(H1A,H1B), C4(H4A,H4B)
3.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C10(H10), C11(H11), C8(H8)
;
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a loop with paratone oil'
_olex2_submission_original_sample_id 92_58-67-Co
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z'
'x+1/2, y+1/2, z'
'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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Co1 Co -0.48006(7) 0.0000 -0.70133(8) 0.01361(17) Uani 1 2 d S T P
O1 O -0.7211(6) 0.0000 -1.0858(7) 0.0156(9) Uani 1 2 d S T P
O6 O -0.2603(6) 0.0000 -0.3258(7) 0.0185(9) Uani 1 2 d DS T P
O2 O -0.6525(6) 0.0000 -0.6183(8) 0.0173(9) Uani 1 2 d S T P
O5 O -0.3360(6) 0.0000 -0.8134(8) 0.0179(9) Uani 1 2 d DS T P
O3 O -0.6139(4) -0.40485(12) -1.0445(5) 0.0219(6) Uani 1 1 d . . .
C6 C -0.4500(5) -0.20034(15) -0.6825(8) 0.0166(8) Uani 1 1 d . . .
N1 N -0.5620(4) -0.09455(13) -0.7513(5) 0.0152(6) Uani 1 1 d . . .
C12 C -0.6195(5) -0.38173(16) -0.8884(7) 0.0179(7) Uani 1 1 d . . .
C9 C -0.5527(5) -0.31888(16) -0.8106(7) 0.0158(7) Uani 1 1 d . . .
C5 C -0.4008(5) -0.13564(16) -0.6216(7) 0.0170(7) Uani 1 1 d . . .
H5A H -0.3229 -0.1304 -0.4412 0.020 Uiso 1 1 calc R . .
H5B H -0.3302 -0.1245 -0.6676 0.020 Uiso 1 1 calc R . .
C7 C -0.4685(6) -0.23593(19) -0.5405(7) 0.0185(9) Uani 1 1 d . . .
H7 H -0.4448 -0.2205 -0.4000 0.022 Uiso 1 1 calc R . .
C3 C -0.6617(5) -0.10267(17) -0.6589(7) 0.0189(8) Uani 1 1 d . . .
H3A H -0.6256 -0.1398 -0.5701 0.023 Uiso 1 1 calc R . .
H3B H -0.7923 -0.1042 -0.8018 0.023 Uiso 1 1 calc R . .
C10 C -0.5261(5) -0.28437(17) -0.9462(7) 0.0183(8) Uani 1 1 d . . .
H10 H -0.5415 -0.3007 -1.0794 0.022 Uiso 1 1 calc R . .
C11 C -0.4768(6) -0.22594(19) -0.8842(8) 0.0186(9) Uani 1 1 d . . .
H11 H -0.4613 -0.2033 -0.9781 0.022 Uiso 1 1 calc R . .
C2 C -0.6910(5) -0.10272(17) -1.0299(7) 0.0171(8) Uani 1 1 d . . .
H2A H -0.7557 -0.1396 -1.0736 0.021 Uiso 1 1 calc R . .
H2B H -0.6218 -0.1047 -1.0836 0.021 Uiso 1 1 calc R . .
O4 O -0.6742(5) -0.40571(13) -0.7910(7) 0.0399(9) Uani 1 1 d . . .
C1 C -0.8279(5) -0.05319(16) -1.1670(7) 0.0185(8) Uani 1 1 d . . .
H1A H -0.9062 -0.0581 -1.3476 0.022 Uiso 1 1 calc R . .
H1B H -0.9039 -0.0521 -1.1240 0.022 Uiso 1 1 calc R . .
C8 C -0.5221(5) -0.29434(17) -0.6066(7) 0.0185(8) Uani 1 1 d . . .
H8 H -0.5376 -0.3171 -0.5130 0.022 Uiso 1 1 calc R . .
C4 C -0.6216(6) -0.05361(16) -0.4858(7) 0.0198(8) Uani 1 1 d . . .
H4A H -0.7025 -0.0558 -0.4512 0.024 Uiso 1 1 calc R . .
H4B H -0.4960 -0.0557 -0.3278 0.024 Uiso 1 1 calc R . .
H6 H -0.204(7) -0.0356(14) -0.218(8) 0.049(16) Uiso 1 1 d D . .
H5 H -0.267(5) -0.0343(3) -0.799(12) 0.073 Uiso 1 1 d DR . .
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'
Co Co 0.3494 0.9721 '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'
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 Co1 O2 87.11(16) . .
O1 Co1 N1 79.68(8) . .
O1 Co1 N1 79.68(8) . 2
O6 Co1 O1 175.8(2) . .
O6 Co1 O2 88.72(18) . .
O6 Co1 N1 99.40(8) . 2
O6 Co1 N1 99.40(8) . .
O2 Co1 N1 77.20(8) . 2
O2 Co1 N1 77.20(8) . .
O5 Co1 O1 87.78(17) . .
O5 Co1 O6 96.39(18) . .
O5 Co1 O2 174.89(19) . .
O5 Co1 N1 101.87(8) . 2
O5 Co1 N1 101.87(8) . .
N1 Co1 N1 147.70(16) . 2
C1 O1 Co1 113.9(2) . .
C1 O1 Co1 113.9(2) 2 .
C1 O1 C1 113.9(4) . 2
Co1 O6 H6 125(3) . .
C4 O2 Co1 108.6(2) . .
C4 O2 Co1 108.6(2) 2 .
C4 O2 C4 115.3(4) . 2
Co1 O5 H5 124(2) . .
C7 C6 C5 121.7(4) . .
C7 C6 C11 118.0(3) . .
C11 C6 C5 120.3(4) . .
C5 N1 Co1 112.4(2) . .
C3 N1 Co1 108.4(2) . .
C3 N1 C5 111.8(3) . .
C2 N1 Co1 103.2(2) . .
C2 N1 C5 110.7(3) . .
C2 N1 C3 109.9(3) . .
O3 C12 C9 117.2(3) . .
O4 C12 O3 126.1(4) . .
O4 C12 C9 116.8(4) . .
C10 C9 C12 120.8(3) . .
C8 C9 C12 120.3(3) . .
C8 C9 C10 118.9(3) . .
C6 C5 H5A 108.5 . .
C6 C5 H5B 108.5 . .
N1 C5 C6 115.0(3) . .
N1 C5 H5A 108.5 . .
N1 C5 H5B 108.5 . .
H5A C5 H5B 107.5 . .
C6 C7 H7 119.6 . .
C8 C7 C6 120.7(4) . .
C8 C7 H7 119.6 . .
N1 C3 H3A 109.3 . .
N1 C3 H3B 109.3 . .
N1 C3 C4 111.7(3) . .
H3A C3 H3B 107.9 . .
C4 C3 H3A 109.3 . .
C4 C3 H3B 109.3 . .
C9 C10 H10 119.8 . .
C11 C10 C9 120.5(3) . .
C11 C10 H10 119.8 . .
C6 C11 H11 119.5 . .
C10 C11 C6 121.1(4) . .
C10 C11 H11 119.5 . .
N1 C2 H2A 109.3 . .
N1 C2 H2B 109.3 . .
N1 C2 C1 111.7(3) . .
H2A C2 H2B 107.9 . .
C1 C2 H2A 109.3 . .
C1 C2 H2B 109.3 . .
O1 C1 C2 105.8(3) . .
O1 C1 H1A 110.6 . .
O1 C1 H1B 110.6 . .
C2 C1 H1A 110.6 . .
C2 C1 H1B 110.6 . .
H1A C1 H1B 108.7 . .
C9 C8 C7 120.7(4) . .
C9 C8 H8 119.7 . .
C7 C8 H8 119.7 . .
O2 C4 C3 105.5(3) . .
O2 C4 H4A 110.6 . .
O2 C4 H4B 110.6 . .
C3 C4 H4A 110.6 . .
C3 C4 H4B 110.6 . .
H4A C4 H4B 108.8 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 O1 2.115(4) .
Co1 O6 2.031(4) .
Co1 O2 2.117(4) .
Co1 O5 2.020(4) .
Co1 N1 2.242(3) .
Co1 N1 2.242(3) 2
O1 C1 1.446(4) .
O1 C1 1.446(4) 2
O6 H6 0.994(6) .
O2 C4 1.445(4) .
O2 C4 1.445(4) 2
O5 H5 0.993(6) .
O3 C12 1.259(5) .
C6 C5 1.521(5) .
C6 C7 1.395(6) .
C6 C11 1.399(6) .
N1 C5 1.509(5) .
N1 C3 1.500(5) .
N1 C2 1.493(4) .
C12 C9 1.517(5) .
C12 O4 1.245(5) .
C9 C10 1.393(5) .
C9 C8 1.386(5) .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C7 H7 0.9300 .
C7 C8 1.392(6) .
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C3 C4 1.507(5) .
C10 H10 0.9300 .
C10 C11 1.384(6) .
C11 H11 0.9300 .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C2 C1 1.510(5) .
C1 H1A 0.9700 .
C1 H1B 0.9700 .
C8 H8 0.9300 .
C4 H4A 0.9700 .
C4 H4B 0.9700 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
Co1 O1 C1 C2 -37.8(4) .
Co1 O2 C4 C3 -57.9(3) .
Co1 N1 C5 C6 -170.6(3) .
Co1 N1 C3 C4 -19.5(4) .
Co1 N1 C2 C1 -45.9(3) .
O3 C12 C9 C10 14.0(5) .
O3 C12 C9 C8 -167.8(3) .
C6 C7 C8 C9 2.0(6) .
N1 C3 C4 O2 50.4(4) .
N1 C2 C1 O1 57.1(4) .
C12 C9 C10 C11 175.7(4) .
C12 C9 C8 C7 -177.2(4) .
C9 C10 C11 C6 0.9(6) .
C5 C6 C7 C8 176.9(3) .
C5 C6 C11 C10 -178.4(4) .
C5 N1 C3 C4 104.9(3) .
C5 N1 C2 C1 -166.4(3) .
C7 C6 C5 N1 -89.9(4) .
C7 C6 C11 C10 2.1(6) .
C3 N1 C5 C6 67.2(4) .
C3 N1 C2 C1 69.6(4) .
C10 C9 C8 C7 1.0(6) .
C11 C6 C5 N1 90.6(4) .
C11 C6 C7 C8 -3.5(6) .
C2 N1 C5 C6 -55.8(4) .
C2 N1 C3 C4 -131.7(3) .
O4 C12 C9 C10 -166.2(4) .
O4 C12 C9 C8 12.0(6) .
C1 O1 C1 C2 -170.8(2) 2
C8 C9 C10 C11 -2.5(6) .
C4 O2 C4 C3 -179.9(3) 2
