#------------------------------------------------------------------------------
#$Date: 2019-11-10 01:30:54 +0200 (Sun, 10 Nov 2019) $
#$Revision: 225543 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/53/4515390.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_4515390
loop_
_publ_author_name
'Kobielska, Paulina A.'
'Telford, Richard'
'Rowlandson, Jemma'
'Tian, Mi'
'Shahin, Zahraa'
'Demessence, Aude'
'Ting, Valeska P.'
'Nayak, Sanjit'
_publ_section_title
;
 Polynuclear Complexes as Precursor Templates for Hierarchical Microporous
 Graphitic Carbon: An Unusual Approach.
;
_journal_issue                   31
_journal_name_full               'ACS applied materials & interfaces'
_journal_page_first              25967
_journal_page_last               25971
_journal_paper_doi               10.1021/acsami.8b10149
_journal_volume                  10
_journal_year                    2018
_chemical_formula_moiety         'C14 H15 Cl2 Cu1.5 N2 O4, C H4 O'
_chemical_formula_sum            'C15 H19 Cl2 Cu1.5 N2 O5'
_chemical_formula_weight         473.55
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_atom_sites_solution_primary     direct
_audit_creation_date             2018-05-11
_audit_creation_method
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_cell_angle_alpha                117.754(2)
_cell_angle_beta                 118.399(2)
_cell_angle_gamma                91.783(2)
_cell_formula_units_Z            2
_cell_length_a                   10.5418(4)
_cell_length_b                   10.6289(4)
_cell_length_c                   10.8622(4)
_cell_measurement_reflns_used    6037
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      63.67
_cell_measurement_theta_min      4.97
_cell_volume                     896.18(7)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      169.99
_diffrn_measured_fraction_theta_full 0.9903
_diffrn_measured_fraction_theta_max 0.9903
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_av_unetI/netI     0.0380
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7762
_diffrn_reflns_theta_full        58.9127
_diffrn_reflns_theta_max         58.91
_diffrn_reflns_theta_min         4.97
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.337
_exptl_absorpt_correction_T_max  0.7524
_exptl_absorpt_correction_T_min  0.5330
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0892 before and 0.0470 after correction.
The Ratio of minimum to maximum transmission is 0.7084.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'metallic dark green'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.7548
_exptl_crystal_description       block
_exptl_crystal_F_000             477.7327
_exptl_crystal_recrystallization_method 'Slow evaporation'
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.6790
_refine_diff_density_min         -0.5880
_refine_diff_density_rms         0.0918
_refine_ls_d_res_high            0.9002
_refine_ls_d_res_low             8.8972
_refine_ls_goodness_of_fit_ref   1.0765
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    26
_refine_ls_number_parameters     248
_refine_ls_number_reflns         2547
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0765
_refine_ls_R_factor_all          0.0368
_refine_ls_R_factor_gt           0.0352
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0577P)²+0.5830P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0920
_refine_ls_wR_factor_ref         0.0934
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -11
_reflns_limit_k_max              9
_reflns_limit_k_min              -11
_reflns_limit_l_max              12
_reflns_limit_l_min              0
_reflns_number_gt                2404
_reflns_number_total             2547
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            am8b10149_si_003.cif
_cod_data_source_block           Comp1
_cod_database_code               4515390
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10)
2.b Secondary CH2 refined with riding coordinates:
 C11(H11a,H11b), C13(H13a,H13b), C14(H14a,H14b)
2.c Aromatic/amide H refined with riding coordinates:
 C0aa(H0ab), C4(H4), C5(H5), C7(H7), C8(H8)
2.d Idealised Me refined as rotating group:
 C3(H3a,H3b,H3c)
;
_olex2_submission_original_sample_id snb111
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -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_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Cu1 Cu 0.5 0.5 0.5 0.01914(19) Uani 1.000000 2 S T P
Cu2 Cu 0.65988(4) 0.88671(4) 0.69612(4) 0.01871(17) Uani 1.000000 1 . . .
Cl3 Cl 0.56157(8) 0.76731(8) 0.42395(8) 0.0267(2) Uani 1.000000 1 . . .
Cl4 Cl 0.71231(8) 0.44592(8) 0.52411(10) 0.0323(2) Uani 1.000000 1 . . .
O0aa O 0.7710(3) 1.1894(3) 0.5799(3) 0.0382(6) Uani 1.000000 1 . . .
O1 O 0.9089(2) 0.9358(2) 0.7825(3) 0.0246(5) Uani 1.000000 1 . . .
O2 O 0.8561(2) 1.3306(2) 1.0375(3) 0.0317(5) Uani 1.000000 1 . . .
O4 O 0.6240(2) 0.6997(2) 0.7020(2) 0.0254(5) Uani 1.000000 1 . . .
N3 N 0.7166(3) 1.1107(3) 0.7694(3) 0.0208(5) Uani 1.000000 1 . . .
H3 H 0.662(4) 1.116(4) 0.701(5) 0.0250(7) Uiso 1.000000 1 R . .
N5 N 0.6753(2) 0.9796(3) 0.9035(3) 0.0194(5) Uani 1.000000 1 . . .
C0aa C 0.6219(4) 0.6373(3) 0.8905(4) 0.0314(7) Uani 1.000000 1 . . .
H0ab H 0.6026(4) 0.5332(3) 0.8197(4) 0.0377(9) Uiso 1.000000 1 R . .
C1 C 0.6628(3) 0.8890(3) 0.9555(3) 0.0201(6) Uani 1.000000 1 . . .
C2 C 0.6343(3) 0.7338(3) 0.8432(3) 0.0221(6) Uani 1.000000 1 . . .
C4 C 0.6378(4) 0.6931(4) 1.0445(4) 0.0348(8) Uani 1.000000 1 . . .
H4 H 0.6298(4) 0.6241(4) 1.0749(4) 0.0418(9) Uiso 1.000000 1 R . .
C5 C 0.6640(3) 0.8411(4) 1.1532(4) 0.0302(7) Uani 1.000000 1 . . .
H5 H 0.6733(3) 0.8737(4) 1.2556(4) 0.0362(9) Uiso 1.000000 1 R . .
C6 C 0.6769(3) 0.9442(3) 1.1078(3) 0.0239(7) Uani 1.000000 1 . . .
C7 C 0.7021(3) 1.1005(3) 1.2027(4) 0.0278(7) Uani 1.000000 1 . . .
H7 H 0.7112(3) 1.1440(3) 1.3065(4) 0.0334(9) Uiso 1.000000 1 R . .
C8 C 0.7134(3) 1.1895(3) 1.1471(4) 0.0262(7) Uani 1.000000 1 . . .
H8 H 0.7302(3) 1.2941(3) 1.2117(4) 0.0315(8) Uiso 1.000000 1 R . .
C9 C 0.6999(3) 1.1251(3) 0.9938(3) 0.0219(6) Uani 1.000000 1 . . .
C10 C 0.7147(3) 1.2111(3) 0.9204(3) 0.0231(6) Uani 1.000000 1 . . .
H10 H 0.6281(3) 1.2518(3) 0.8902(3) 0.0277(8) Uiso 1.000000 1 R . .
C11 C 0.9628(3) 1.2638(3) 1.0083(4) 0.0305(7) Uani 1.000000 1 . . .
H11a H 1.0574(3) 1.3413(3) 1.0591(4) 0.0366(9) Uiso 1.000000 1 R . .
H11b H 0.9889(3) 1.1991(3) 1.0531(4) 0.0366(9) Uiso 1.000000 1 R . .
C12 C 0.8749(3) 1.1703(3) 0.8165(4) 0.0240(6) Uani 1.000000 1 . . .
C13 C 0.9325(3) 1.0444(3) 0.7459(4) 0.0287(7) Uani 1.000000 1 . . .
H13a H 1.0424(3) 1.0855(3) 0.7955(4) 0.0345(8) Uiso 1.000000 1 R . .
H13b H 0.8774(3) 0.9958(3) 0.6234(4) 0.0345(8) Uiso 1.000000 1 R . .
C14 C 0.8787(4) 1.2731(4) 0.7563(4) 0.0326(7) Uani 1.000000 1 . . .
H14a H 0.9821(4) 1.3083(4) 0.7836(4) 0.0391(9) Uiso 1.000000 1 R . .
H14b H 0.8521(4) 1.3619(4) 0.8116(4) 0.0391(9) Uiso 1.000000 1 R . .
H0aa H 0.739(7) 1.260(6) 0.558(7) 0.092(19) Uiso 1.000000 1 . . .
H1 H 0.917(4) 0.854(4) 0.716(5) 0.034(10) Uiso 1.000000 1 . . .
O10 O 0.9392(3) 0.6897(3) 0.5823(3) 0.0371(6) Uani 1.000000 1 . . .
C3 C 0.9066(5) 0.6594(5) 0.4270(5) 0.0508(10) Uani 1.000000 1 . . .
H3a H 0.7969(7) 0.636(3) 0.3518(13) 0.0762(15) Uiso 1.000000 1 GR . .
H3b H 0.963(3) 0.7477(12) 0.4444(7) 0.0762(15) Uiso 1.000000 1 GR . .
H3c H 0.938(3) 0.573(2) 0.3773(18) 0.0762(15) Uiso 1.000000 1 GR . .
H10a H 0.878(6) 0.622(6) 0.565(6) 0.066(15) Uiso 1.000000 1 . . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cl 0.36842 0.69938 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55739974976
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.05239 0.03376 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.03256 0.01839 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cu -1.96906 0.60856 13.33800 7.16760 5.61580 1.67350 3.58280 0.24700 11.39660
64.81260 1.19099998474
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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
Cl4 Cu1 Cl4 180.0 . 2_666
O4 Cu1 Cl4 89.82(6) 2_666 .
O4 Cu1 Cl4 90.18(6) 2_666 2_666
O4 Cu1 Cl4 90.18(6) . .
O4 Cu1 Cl4 89.82(6) . 2_666
O4 Cu1 O4 180.0 . 2_666
O1 Cu2 Cl3 96.95(6) . .
O4 Cu2 Cl3 96.96(6) . .
O4 Cu2 O1 100.65(8) . .
N3 Cu2 Cl3 101.36(7) . .
N3 Cu2 O1 79.53(9) . .
N3 Cu2 O4 161.52(9) . .
N5 Cu2 Cl3 161.13(7) . .
N5 Cu2 O1 101.85(9) . .
N5 Cu2 O4 81.21(9) . .
N5 Cu2 N3 80.69(10) . .
H0aa O0aa C14 104(4) . .
C13 O1 Cu2 103.49(16) . .
H1 O1 Cu2 107(2) . .
H1 O1 C13 107(2) . .
C11 O2 C10 104.5(2) . .
Cu2 O4 Cu1 122.56(10) . 2_666
C2 O4 Cu1 119.75(17) . 2_666
C2 O4 Cu2 111.85(17) . .
H3 N3 Cu2 108(3) . .
C10 N3 Cu2 111.48(19) . .
C10 N3 H3 109(3) . .
C12 N3 Cu2 112.42(17) . .
C12 N3 H3 109(3) . .
C12 N3 C10 105.7(2) . .
C1 N5 Cu2 116.57(18) . .
C9 N5 Cu2 122.0(2) . .
C9 N5 C1 121.4(2) . .
C2 C0aa H0ab 120.13(18) . .
C4 C0aa H0ab 120.13(19) . .
C4 C0aa C2 119.7(3) . .
C2 C1 N5 114.9(2) . .
C6 C1 N5 122.1(3) . .
C6 C1 C2 123.0(3) . .
C0aa C2 O4 127.4(3) . .
C1 C2 O4 115.4(3) . .
C1 C2 C0aa 117.2(3) . .
H4 C4 C0aa 118.05(19) . .
C5 C4 C0aa 123.9(3) . .
C5 C4 H4 118.05(19) . .
H5 C5 C4 121.06(19) . .
C6 C5 C4 117.9(3) . .
C6 C5 H5 121.06(18) . .
C5 C6 C1 118.2(3) . .
C7 C6 C1 115.8(3) . .
C7 C6 C5 126.0(3) . .
H7 C7 C6 119.49(17) . .
C8 C7 C6 121.0(3) . .
C8 C7 H7 119.49(17) . .
H8 C8 C7 120.29(17) . .
C9 C8 C7 119.4(3) . .
C9 C8 H8 120.29(18) . .
C8 C9 N5 120.3(3) . .
C10 C9 N5 114.9(3) . .
C10 C9 C8 124.8(3) . .
N3 C10 O2 106.6(2) . .
C9 C10 O2 109.9(2) . .
C9 C10 N3 110.0(2) . .
H10 C10 O2 110.07(15) . .
H10 C10 N3 110.07(15) . .
H10 C10 C9 110.07(15) . .
H11a C11 O2 111.26(15) . .
H11b C11 O2 111.26(16) . .
H11b C11 H11a 109.2 . .
C12 C11 O2 102.5(2) . .
C12 C11 H11a 111.26(16) . .
C12 C11 H11b 111.26(17) . .
C11 C12 N3 101.0(2) . .
C13 C12 N3 111.6(2) . .
C13 C12 C11 114.3(2) . .
C14 C12 N3 110.7(2) . .
C14 C12 C11 109.5(2) . .
C14 C12 C13 109.5(3) . .
C12 C13 O1 109.7(3) . .
H13a C13 O1 109.73(14) . .
H13a C13 C12 109.73(16) . .
H13b C13 O1 109.73(15) . .
H13b C13 C12 109.73(16) . .
H13b C13 H13a 108.2 . .
C12 C14 O0aa 107.8(2) . .
H14a C14 O0aa 110.14(18) . .
H14a C14 C12 110.14(17) . .
H14b C14 O0aa 110.14(17) . .
H14b C14 C12 110.14(17) . .
H14b C14 H14a 108.5 . .
H10a O10 C3 109(3) . .
H3a C3 O10 109.5 . .
H3b C3 O10 109.5 . .
H3b C3 H3a 109.5 . .
H3c C3 O10 109.5 . .
H3c C3 H3a 109.5 . .
H3c C3 H3b 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 Cl4 2.2519(7) .
Cu1 Cl4 2.2519(7) 2_666
Cu1 O4 1.9465(18) 2_666
Cu1 O4 1.9465(18) .
Cu2 Cl3 2.2213(8) .
Cu2 O1 2.272(2) .
Cu2 O4 2.048(2) .
Cu2 N3 2.086(2) .
Cu2 N5 1.910(2) .
O0aa C14 1.425(4) .
O0aa H0aa 0.92(6) .
O1 C13 1.434(4) .
O1 H1 0.87(4) .
O2 C10 1.424(4) .
O2 C11 1.432(4) .
O4 C2 1.348(4) .
N3 H3 0.72(4) .
N3 C10 1.494(4) .
N3 C12 1.506(4) .
N5 C1 1.353(4) .
N5 C9 1.320(4) .
C0aa H0ab 0.9500 .
C0aa C2 1.372(5) .
C0aa C4 1.407(5) .
C1 C2 1.430(4) .
C1 C6 1.401(4) .
C4 H4 0.9500 .
C4 C5 1.370(5) .
C5 H5 0.9500 .
C5 C6 1.421(5) .
C6 C7 1.418(4) .
C7 H7 0.9500 .
C7 C8 1.366(5) .
C8 H8 0.9500 .
C8 C9 1.403(4) .
C9 C10 1.511(4) .
C10 H10 1.0000 .
C11 H11a 0.9900 .
C11 H11b 0.9900 .
C11 C12 1.538(4) .
C12 C13 1.511(4) .
C12 C14 1.520(4) .
C13 H13a 0.9900 .
C13 H13b 0.9900 .
C14 H14a 0.9900 .
C14 H14b 0.9900 .
O10 C3 1.415(5) .
O10 H10a 0.83(5) .
C3 H3a 0.9800 .
C3 H3b 0.9800 .
C3 H3c 0.9800 .
