# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2019
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
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data_1-[Cu(L-OMe)Cl2]
_database_code_depnum_ccdc_archive 'CCDC 1454816'
loop_
_audit_author_name
_audit_author_address
'Raja Angamuthu'
;Indian Institute of Technology Kanpur
India
;
_audit_update_record
;
2019-02-06 deposited with the CCDC. 2019-10-11 downloaded from the CCDC.
;
_audit_creation_method SHELXL-2014/7
_shelx_SHELXL_version_number 2014/7
_chemical_name_systematic ?
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C24 H33 Cl2 Cu N9 O, C4 H6 N2'
_chemical_formula_sum 'C26 H36 Cl2 Cu N10 O'
_chemical_formula_weight 639.09
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'
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'
_space_group_crystal_system monoclinic
_space_group_IT_number 15
_space_group_name_H-M_alt 'C 2/c'
_space_group_name_Hall '-C 2yc'
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
_cell_length_a 27.313(8)
_cell_length_b 9.409(3)
_cell_length_c 24.649(7)
_cell_angle_alpha 90
_cell_angle_beta 107.956(4)
_cell_angle_gamma 90
_cell_volume 6026(3)
_cell_formula_units_Z 8
_cell_measurement_temperature 123(2)
_cell_measurement_reflns_used 2410
_cell_measurement_theta_min 2.302
_cell_measurement_theta_max 23.959
_exptl_crystal_description prism
_exptl_crystal_colour green-brown
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_density_diffrn 1.409
_exptl_crystal_F_000 2664
_exptl_transmission_factor_min ?
_exptl_transmission_factor_max ?
_exptl_crystal_size_max 0.25
_exptl_crystal_size_mid 0.17
_exptl_crystal_size_min 0.11
_exptl_absorpt_coefficient_mu 0.941
_shelx_estimated_absorpt_T_min ?
_shelx_estimated_absorpt_T_max ?
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.768
_exptl_absorpt_correction_T_max 0.856
_exptl_absorpt_process_details 'Sadabs (Sheldrick, 1996)'
_exptl_absorpt_special_details ?
_diffrn_ambient_temperature 123(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_source ?
_diffrn_measurement_device_type 'Bruker Apex 2'
_diffrn_measurement_method '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number 18469
_diffrn_reflns_av_unetI/netI 0.0855
_diffrn_reflns_av_R_equivalents 0.0605
_diffrn_reflns_limit_h_min -36
_diffrn_reflns_limit_h_max 27
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_k_max 11
_diffrn_reflns_limit_l_min -29
_diffrn_reflns_limit_l_max 32
_diffrn_reflns_theta_min 1.567
_diffrn_reflns_theta_max 28.431
_diffrn_reflns_theta_full 25.500
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.940
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.940
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total 7153
_reflns_number_gt 4230
_reflns_threshold_expression 'I > 2\s(I)'
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_max .
_reflns_Friedel_fraction_full .
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;
_computing_data_collection 'Bruker Apex 2'
_computing_cell_refinement 'Bruker Apex 2'
_computing_data_reduction 'Bruker Saint'
_computing_structure_solution 'Shelxt (Sheldrick, 2015)'
_computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)'
_computing_publication_material 'SHELXTL (Sheldrick, 2008)'
_refine_special_details ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0779P)^2^+16.3088P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary ?
_atom_sites_solution_secondary ?
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef .
_refine_ls_number_reflns 7153
_refine_ls_number_parameters 393
_refine_ls_number_restraints 51
_refine_ls_R_factor_all 0.1146
_refine_ls_R_factor_gt 0.0595
_refine_ls_wR_factor_ref 0.1876
_refine_ls_wR_factor_gt 0.1358
_refine_ls_goodness_of_fit_ref 1.060
_refine_ls_restrained_S_all 1.067
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu 0.71475(2) 0.44766(6) 0.62795(2) 0.02093(17) Uani 1 1 d . . . . .
Cl2 Cl 0.77726(5) 0.55442(12) 0.58591(5) 0.0287(3) Uani 1 1 d . . . . .
Cl1 Cl 0.74062(5) 0.44232(13) 0.72355(4) 0.0335(3) Uani 1 1 d . . . . .
O1 O 0.64220(11) 0.2434(3) 0.47390(11) 0.0254(7) Uani 1 1 d . . . . .
N1 N 0.67801(14) 0.6355(4) 0.61950(14) 0.0232(8) Uani 1 1 d . . . . .
N2 N 0.65614(14) 0.4076(4) 0.55225(14) 0.0221(8) Uani 1 1 d . . . . .
N3 N 0.73100(14) 0.2437(4) 0.61573(14) 0.0222(8) Uani 1 1 d . . . . .
N4 N 0.58655(14) 0.5218(4) 0.48701(14) 0.0229(8) Uani 1 1 d . . . . .
N5 N 0.52653(15) 0.5027(4) 0.39710(14) 0.0235(8) Uani 1 1 d . . . . .
N6 N 0.54447(15) 0.6263(4) 0.31960(15) 0.0278(9) Uani 1 1 d . . . . .
N7 N 0.60309(15) 0.6456(4) 0.41451(14) 0.0251(8) Uani 1 1 d . . . . .
N8 N 0.47138(16) 0.4952(4) 0.30378(16) 0.0312(9) Uani 1 1 d . . . . .
H8A H 0.4606 0.5387 0.2706 0.037 Uiso 1 1 calc R U . . .
C1 C 0.68639(18) 0.7380(5) 0.65968(18) 0.0257(10) Uani 1 1 d . . . . .
H1A H 0.7116 0.7227 0.6956 0.031 Uiso 1 1 calc R U . . .
C2 C 0.65947(19) 0.8635(5) 0.65018(19) 0.0289(10) Uani 1 1 d . . . . .
H2A H 0.6666 0.9349 0.6788 0.035 Uiso 1 1 calc R U . . .
C3 C 0.6219(2) 0.8847(5) 0.5985(2) 0.0356(12) Uani 1 1 d . . . . .
H3A H 0.6024 0.9700 0.5914 0.043 Uiso 1 1 calc R U . . .
C4 C 0.61327(19) 0.7801(5) 0.55723(18) 0.0314(11) Uani 1 1 d . . . . .
H4A H 0.5874 0.7923 0.5215 0.038 Uiso 1 1 calc R U . . .
C5 C 0.64253(17) 0.6577(5) 0.56836(16) 0.0225(9) Uani 1 1 d . . . . .
C6 C 0.63901(17) 0.5441(4) 0.52356(17) 0.0224(9) Uani 1 1 d . . . . .
H6A H 0.6614 0.5706 0.4998 0.027 Uiso 1 1 calc R U . . .
C7 C 0.67880(16) 0.3089(4) 0.51968(17) 0.0209(9) Uani 1 1 d . . . . .
H7A H 0.7032 0.3634 0.5046 0.025 Uiso 1 1 calc R U . . .
C8 C 0.70920(17) 0.1979(5) 0.56168(17) 0.0221(9) Uani 1 1 d . . . . .
C9 C 0.71698(18) 0.0613(5) 0.54486(18) 0.0247(10) Uani 1 1 d . . . . .
H9A H 0.7010 0.0315 0.5067 0.030 Uiso 1 1 calc R U . . .
C10 C 0.74844(19) -0.0318(5) 0.58455(19) 0.0295(11) Uani 1 1 d . . . . .
H10A H 0.7550 -0.1251 0.5737 0.035 Uiso 1 1 calc R U . . .
C11 C 0.77017(19) 0.0154(5) 0.64068(19) 0.0294(11) Uani 1 1 d . . . . .
H11A H 0.7917 -0.0454 0.6689 0.035 Uiso 1 1 calc R U . . .
C12 C 0.75965(17) 0.1527(5) 0.65433(18) 0.0256(10) Uani 1 1 d . . . . .
H12A H 0.7734 0.1835 0.6927 0.031 Uiso 1 1 calc R U . . .
C13 C 0.60798(16) 0.3491(5) 0.56052(16) 0.0224(9) Uani 1 1 d . . . . .
H13A H 0.6040 0.3836 0.5969 0.027 Uiso 1 1 calc R U . . .
H13B H 0.6089 0.2440 0.5612 0.027 Uiso 1 1 calc R U . . .
C14 C 0.56297(18) 0.4030(5) 0.50912(18) 0.0262(10) Uani 1 1 d . . . . .
H14A H 0.5508 0.3277 0.4800 0.031 Uiso 1 1 calc R U . . .
H14B H 0.5337 0.4362 0.5215 0.031 Uiso 1 1 calc R U . . .
C15 C 0.57172(16) 0.5576(4) 0.43004(17) 0.0202(9) Uani 1 1 d . . . . .
C16 C 0.51556(17) 0.5429(4) 0.34171(17) 0.0221(9) Uani 1 1 d . . . . .
C17 C 0.58740(17) 0.6765(5) 0.35747(17) 0.0238(10) Uani 1 1 d . . . . .
C19 C 0.44009(19) 0.3777(5) 0.31320(19) 0.0313(11) Uani 1 1 d . . . . .
H19A H 0.4277 0.4012 0.3463 0.038 Uiso 1 1 calc R U . . .
C20 C 0.4711(2) 0.2406(5) 0.3260(2) 0.0361(12) Uani 1 1 d . . . . .
H20A H 0.5015 0.2546 0.3593 0.054 Uiso 1 1 calc R U . . .
H20B H 0.4821 0.2144 0.2930 0.054 Uiso 1 1 calc R U . . .
H20C H 0.4498 0.1645 0.3339 0.054 Uiso 1 1 calc R U . . .
C21 C 0.3941(2) 0.3653(6) 0.2599(2) 0.0437(14) Uani 1 1 d . . . . .
H21A H 0.3736 0.4525 0.2549 0.066 Uiso 1 1 calc R U . . .
H21B H 0.3729 0.2841 0.2637 0.066 Uiso 1 1 calc R U . . .
H21C H 0.4061 0.3510 0.2267 0.066 Uiso 1 1 calc R U . . .
N9 N 0.6154(7) 0.7732(16) 0.3400(7) 0.0237(18) Uani 0.542(8) 1 d D U P A 1
H9B H 0.6433 0.8051 0.3659 0.028 Uiso 0.542(8) 1 calc R U P A 1
C23 C 0.6043(7) 0.8314(15) 0.2820(8) 0.035(2) Uani 0.542(8) 1 d D U P A 1
H23A H 0.5687 0.8031 0.2590 0.042 Uiso 0.542(8) 1 calc R U P A 1
C24 C 0.6423(5) 0.7801(13) 0.2513(6) 0.046(3) Uani 0.542(8) 1 d D U P A 1
H24A H 0.6433 0.6760 0.2515 0.070 Uiso 0.542(8) 1 calc R U P A 1
H24B H 0.6767 0.8173 0.2710 0.070 Uiso 0.542(8) 1 calc R U P A 1
H24C H 0.6311 0.8143 0.2118 0.070 Uiso 0.542(8) 1 calc R U P A 1
C25 C 0.6071(5) 0.9957(11) 0.2869(4) 0.052(2) Uani 0.542(8) 1 d D U P A 1
H25A H 0.5822 1.0292 0.3054 0.078 Uiso 0.542(8) 1 calc R U P A 1
H25B H 0.5990 1.0375 0.2487 0.078 Uiso 0.542(8) 1 calc R U P A 1
H25C H 0.6418 1.0243 0.3097 0.078 Uiso 0.542(8) 1 calc R U P A 1
N9A N 0.6205(9) 0.7529(19) 0.3368(8) 0.0237(18) Uani 0.458(8) 1 d D . P A 2
H9AA H 0.6523 0.7703 0.3580 0.028 Uiso 0.458(8) 1 calc R U P A 2
C23A C 0.6006(8) 0.805(2) 0.2775(9) 0.035(2) Uani 0.458(8) 1 d D . P A 2
H23B H 0.5835 0.7233 0.2528 0.042 Uiso 0.458(8) 1 calc R U P A 2
C24A C 0.6477(6) 0.8491(16) 0.2600(7) 0.046(3) Uani 0.458(8) 1 d D . P A 2
H24D H 0.6744 0.7759 0.2721 0.070 Uiso 0.458(8) 1 calc R U P A 2
H24E H 0.6611 0.9396 0.2783 0.070 Uiso 0.458(8) 1 calc R U P A 2
H24F H 0.6377 0.8600 0.2185 0.070 Uiso 0.458(8) 1 calc R U P A 2
C25A C 0.5608(6) 0.9264(13) 0.2695(5) 0.052(2) Uani 0.458(8) 1 d D . P A 2
H25D H 0.5316 0.8936 0.2813 0.078 Uiso 0.458(8) 1 calc R U P A 2
H25E H 0.5488 0.9546 0.2293 0.078 Uiso 0.458(8) 1 calc R U P A 2
H25F H 0.5770 1.0080 0.2929 0.078 Uiso 0.458(8) 1 calc R U P A 2
C26 C 0.64519(19) 0.2785(5) 0.41811(18) 0.0308(11) Uani 1 1 d . . . . .
H26A H 0.6127 0.2532 0.3892 0.046 Uiso 1 1 calc R U . . .
H26B H 0.6735 0.2255 0.4110 0.046 Uiso 1 1 calc R U . . .
H26C H 0.6513 0.3807 0.4162 0.046 Uiso 1 1 calc R U . . .
N1S N 0.5189(3) 0.1347(9) 0.5691(4) 0.089(3) Uani 0.802(7) 1 d D U P B 1
C1S C 0.4821(4) 0.0755(10) 0.5679(4) 0.058(3) Uani 0.802(7) 1 d D U P B 1
C2S C 0.4374(3) 0.0129(7) 0.5740(3) 0.0429(18) Uani 0.802(7) 1 d D U P B 1
H2S1 H 0.4444 -0.0224 0.6131 0.064 Uiso 0.802(7) 1 calc R U P B 1
H2S2 H 0.4267 -0.0664 0.5472 0.064 Uiso 0.802(7) 1 calc R U P B 1
H2S3 H 0.4098 0.0839 0.5661 0.064 Uiso 0.802(7) 1 calc R U P B 1
N1SA N 0.5190(12) 0.028(3) 0.5053(15) 0.089(3) Uani 0.198(7) 1 d D . P B 2
C1SA C 0.4965(13) 0.012(3) 0.5400(11) 0.058(3) Uani 0.198(7) 1 d D . P B 2
C2SA C 0.4934(18) 0.093(4) 0.5888(13) 0.0429(18) Uani 0.198(7) 1 d D . P B 2
H2S4 H 0.4727 0.0409 0.6083 0.064 Uiso 0.198(7) 1 calc R U P B 2
H2S5 H 0.4774 0.1853 0.5760 0.064 Uiso 0.198(7) 1 calc R U P B 2
H2S6 H 0.5282 0.1079 0.6151 0.064 Uiso 0.198(7) 1 calc R U P B 2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu 0.0265(3) 0.0219(3) 0.0124(3) 0.0001(2) 0.0031(2) 0.0005(2)
Cl2 0.0367(6) 0.0284(6) 0.0242(5) -0.0063(5) 0.0142(5) -0.0073(5)
Cl1 0.0501(8) 0.0338(7) 0.0122(5) 0.0010(4) 0.0032(5) 0.0088(6)
O1 0.0267(17) 0.0339(18) 0.0132(13) -0.0033(13) 0.0027(12) -0.0047(14)
N1 0.029(2) 0.025(2) 0.0128(16) 0.0030(15) 0.0033(14) -0.0013(16)
N2 0.027(2) 0.0218(19) 0.0144(16) 0.0002(14) 0.0023(14) -0.0037(15)
N3 0.0241(19) 0.027(2) 0.0166(17) 0.0004(15) 0.0078(14) -0.0056(16)
N4 0.029(2) 0.024(2) 0.0115(16) 0.0001(14) 0.0002(14) -0.0020(16)
N5 0.031(2) 0.0228(19) 0.0098(15) 0.0011(14) -0.0036(14) 0.0002(16)
N6 0.035(2) 0.024(2) 0.0193(18) 0.0047(16) 0.0009(16) 0.0004(17)
N7 0.032(2) 0.023(2) 0.0154(17) 0.0038(15) 0.0010(15) 0.0010(16)
N8 0.037(2) 0.027(2) 0.0212(19) 0.0055(17) -0.0032(17) -0.0014(18)
C1 0.031(3) 0.028(2) 0.018(2) -0.0027(18) 0.0059(18) -0.006(2)
C2 0.037(3) 0.024(2) 0.028(2) -0.005(2) 0.014(2) -0.004(2)
C3 0.050(3) 0.024(3) 0.030(2) -0.001(2) 0.007(2) 0.002(2)
C4 0.043(3) 0.025(2) 0.019(2) 0.0028(19) -0.003(2) 0.004(2)
C5 0.028(2) 0.023(2) 0.0129(18) 0.0029(17) 0.0017(17) 0.0012(18)
C6 0.026(2) 0.024(2) 0.0119(19) 0.0016(17) -0.0019(16) -0.0018(19)
C7 0.023(2) 0.020(2) 0.019(2) -0.0037(17) 0.0061(17) -0.0070(17)
C8 0.025(2) 0.022(2) 0.019(2) -0.0025(17) 0.0058(17) -0.0046(18)
C9 0.035(3) 0.026(2) 0.0147(19) 0.0015(18) 0.0110(18) -0.004(2)
C10 0.042(3) 0.025(3) 0.023(2) -0.0025(19) 0.012(2) -0.002(2)
C11 0.035(3) 0.031(3) 0.023(2) 0.004(2) 0.010(2) 0.003(2)
C12 0.023(2) 0.030(3) 0.021(2) 0.0078(19) 0.0024(17) 0.0063(19)
C13 0.025(2) 0.028(2) 0.0108(18) 0.0041(17) 0.0000(16) -0.0009(18)
C14 0.028(2) 0.026(2) 0.022(2) 0.0066(19) 0.0034(18) 0.0005(19)
C15 0.026(2) 0.018(2) 0.0140(19) -0.0001(16) 0.0021(16) 0.0068(18)
C16 0.023(2) 0.019(2) 0.018(2) -0.0012(17) -0.0030(16) 0.0019(18)
C17 0.028(2) 0.023(2) 0.0146(19) 0.0021(17) -0.0022(17) 0.0008(18)
C19 0.033(3) 0.035(3) 0.024(2) 0.003(2) 0.005(2) -0.003(2)
C20 0.043(3) 0.029(3) 0.031(3) 0.000(2) 0.004(2) -0.002(2)
C21 0.033(3) 0.060(4) 0.028(3) 0.008(3) -0.005(2) -0.009(3)
N9 0.026(3) 0.025(3) 0.0168(19) 0.004(2) 0.0022(16) 0.001(2)
C23 0.041(4) 0.035(5) 0.023(3) 0.012(4) 0.001(3) -0.004(4)
C24 0.054(5) 0.038(7) 0.046(5) 0.018(6) 0.014(4) -0.008(6)
C25 0.078(6) 0.042(5) 0.034(4) 0.020(4) 0.012(4) 0.013(4)
N9A 0.026(3) 0.025(3) 0.0168(19) 0.004(2) 0.0022(16) 0.001(2)
C23A 0.041(4) 0.035(5) 0.023(3) 0.012(4) 0.001(3) -0.004(4)
C24A 0.054(5) 0.038(7) 0.046(5) 0.018(6) 0.014(4) -0.008(6)
C25A 0.078(6) 0.042(5) 0.034(4) 0.020(4) 0.012(4) 0.013(4)
C26 0.032(3) 0.041(3) 0.020(2) 0.001(2) 0.0077(19) 0.002(2)
N1S 0.064(4) 0.075(4) 0.122(5) 0.030(4) 0.018(4) -0.001(4)
C1S 0.043(5) 0.041(5) 0.068(6) 0.010(4) -0.013(4) 0.007(4)
C2S 0.059(5) 0.029(3) 0.039(4) 0.004(3) 0.012(3) 0.002(3)
N1SA 0.064(4) 0.075(4) 0.122(5) 0.030(4) 0.018(4) -0.001(4)
C1SA 0.043(5) 0.041(5) 0.068(6) 0.010(4) -0.013(4) 0.007(4)
C2SA 0.059(5) 0.029(3) 0.039(4) 0.004(3) 0.012(3) 0.002(3)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Cu N1 2.012(4) . ?
Cu N3 2.013(4) . ?
Cu N2 2.085(3) . ?
Cu Cl1 2.2422(13) . ?
Cu Cl2 2.4675(13) . ?
O1 C7 1.399(5) . ?
O1 C26 1.441(5) . ?
N1 C5 1.348(5) . ?
N1 C1 1.350(5) . ?
N2 C6 1.472(5) . ?
N2 C7 1.482(5) . ?
N2 C13 1.497(6) . ?
N3 C12 1.339(5) . ?
N3 C8 1.352(5) . ?
N4 C15 1.378(5) . ?
N4 C6 1.454(5) . ?
N4 C14 1.475(6) . ?
N5 C15 1.353(5) . ?
N5 C16 1.358(5) . ?
N6 C17 1.340(5) . ?
N6 C16 1.342(6) . ?
N7 C15 1.330(6) . ?
N7 C17 1.369(5) . ?
N8 C16 1.355(5) . ?
N8 C19 1.459(6) . ?
N8 H8A 0.8800 . ?
C1 C2 1.373(6) . ?
C1 H1A 0.9500 . ?
C2 C3 1.382(7) . ?
C2 H2A 0.9500 . ?
C3 C4 1.382(6) . ?
C3 H3A 0.9500 . ?
C4 C5 1.380(6) . ?
C4 H4A 0.9500 . ?
C5 C6 1.518(6) . ?
C6 H6A 1.0000 . ?
C7 C8 1.524(6) . ?
C7 H7A 1.0000 . ?
C8 C9 1.386(6) . ?
C9 C10 1.395(6) . ?
C9 H9A 0.9500 . ?
C10 C11 1.399(6) . ?
C10 H10A 0.9500 . ?
C11 C12 1.387(7) . ?
C11 H11A 0.9500 . ?
C12 H12A 0.9500 . ?
C13 C14 1.553(6) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C17 N9A 1.37(2) . ?
C17 N9 1.342(17) . ?
C19 C21 1.517(6) . ?
C19 C20 1.523(7) . ?
C19 H19A 1.0000 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
N9 C23 1.474(10) . ?
N9 H9B 0.8800 . ?
C23 C24 1.536(13) . ?
C23 C25 1.551(16) . ?
C23 H23A 1.0000 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
N9A C23A 1.475(13) . ?
N9A H9AA 0.8800 . ?
C23A C24A 1.535(16) . ?
C23A C25A 1.550(15) . ?
C23A H23B 1.0000 . ?
C24A H24D 0.9800 . ?
C24A H24E 0.9800 . ?
C24A H24F 0.9800 . ?
C25A H25D 0.9800 . ?
C25A H25E 0.9800 . ?
C25A H25F 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
N1S C1S 1.141(12) . ?
C1S C2S 1.407(13) . ?
C2S H2S1 0.9800 . ?
C2S H2S2 0.9800 . ?
C2S H2S3 0.9800 . ?
N1SA N1SA 1.12(6) 5_656 ?
N1SA C1SA 1.13(4) 5_656 ?
N1SA C1SA 1.21(2) . ?
C1SA N1SA 1.13(4) 5_656 ?
C1SA C2SA 1.45(2) . ?
C2SA H2S4 0.9800 . ?
C2SA H2S5 0.9800 . ?
C2SA H2S6 0.9800 . ?
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 Cu N3 161.46(14) . . ?
N1 Cu N2 81.10(14) . . ?
N3 Cu N2 80.64(14) . . ?
N1 Cu Cl1 96.55(10) . . ?
N3 Cu Cl1 97.09(10) . . ?
N2 Cu Cl1 147.46(11) . . ?
N1 Cu Cl2 89.22(11) . . ?
N3 Cu Cl2 96.44(11) . . ?
N2 Cu Cl2 97.90(11) . . ?
Cl1 Cu Cl2 114.57(5) . . ?
C7 O1 C26 115.6(3) . . ?
C5 N1 C1 119.1(4) . . ?
C5 N1 Cu 115.1(3) . . ?
C1 N1 Cu 125.8(3) . . ?
C6 N2 C7 114.3(3) . . ?
C6 N2 C13 102.9(3) . . ?
C7 N2 C13 112.0(3) . . ?
C6 N2 Cu 108.4(2) . . ?
C7 N2 Cu 105.3(2) . . ?
C13 N2 Cu 114.1(2) . . ?
C12 N3 C8 118.7(4) . . ?
C12 N3 Cu 127.7(3) . . ?
C8 N3 Cu 113.7(3) . . ?
C15 N4 C6 121.3(4) . . ?
C15 N4 C14 122.5(3) . . ?
C6 N4 C14 109.9(3) . . ?
C15 N5 C16 112.0(4) . . ?
C17 N6 C16 114.9(4) . . ?
C15 N7 C17 113.7(4) . . ?
C16 N8 C19 125.6(4) . . ?
C16 N8 H8A 117.2 . . ?
C19 N8 H8A 117.2 . . ?
N1 C1 C2 121.9(4) . . ?
N1 C1 H1A 119.1 . . ?
C2 C1 H1A 119.1 . . ?
C1 C2 C3 119.2(4) . . ?
C1 C2 H2A 120.4 . . ?
C3 C2 H2A 120.4 . . ?
C2 C3 C4 119.0(5) . . ?
C2 C3 H3A 120.5 . . ?
C4 C3 H3A 120.5 . . ?
C5 C4 C3 119.4(4) . . ?
C5 C4 H4A 120.3 . . ?
C3 C4 H4A 120.3 . . ?
N1 C5 C4 121.3(4) . . ?
N1 C5 C6 115.9(4) . . ?
C4 C5 C6 122.7(4) . . ?
N4 C6 N2 106.1(3) . . ?
N4 C6 C5 112.4(4) . . ?
N2 C6 C5 109.0(3) . . ?
N4 C6 H6A 109.7 . . ?
N2 C6 H6A 109.7 . . ?
C5 C6 H6A 109.7 . . ?
O1 C7 N2 113.5(3) . . ?
O1 C7 C8 110.5(3) . . ?
N2 C7 C8 107.0(3) . . ?
O1 C7 H7A 108.6 . . ?
N2 C7 H7A 108.6 . . ?
C8 C7 H7A 108.6 . . ?
N3 C8 C9 122.0(4) . . ?
N3 C8 C7 115.6(4) . . ?
C9 C8 C7 122.3(4) . . ?
C8 C9 C10 119.4(4) . . ?
C8 C9 H9A 120.3 . . ?
C10 C9 H9A 120.3 . . ?
C9 C10 C11 118.4(4) . . ?
C9 C10 H10A 120.8 . . ?
C11 C10 H10A 120.8 . . ?
C12 C11 C10 118.6(4) . . ?
C12 C11 H11A 120.7 . . ?
C10 C11 H11A 120.7 . . ?
N3 C12 C11 122.9(4) . . ?
N3 C12 H12A 118.6 . . ?
C11 C12 H12A 118.6 . . ?
N2 C13 C14 106.1(3) . . ?
N2 C13 H13A 110.5 . . ?
C14 C13 H13A 110.5 . . ?
N2 C13 H13B 110.5 . . ?
C14 C13 H13B 110.5 . . ?
H13A C13 H13B 108.7 . . ?
N4 C14 C13 102.9(3) . . ?
N4 C14 H14A 111.2 . . ?
C13 C14 H14A 111.2 . . ?
N4 C14 H14B 111.2 . . ?
C13 C14 H14B 111.2 . . ?
H14A C14 H14B 109.1 . . ?
N7 C15 N5 127.9(4) . . ?
N7 C15 N4 115.6(4) . . ?
N5 C15 N4 116.4(4) . . ?
N6 C16 N8 115.1(4) . . ?
N6 C16 N5 126.6(4) . . ?
N8 C16 N5 118.3(4) . . ?
N6 C17 N9A 117.5(9) . . ?
N6 C17 N9 118.6(8) . . ?
N6 C17 N7 124.8(4) . . ?
N9A C17 N7 117.4(9) . . ?
N9 C17 N7 116.4(8) . . ?
N8 C19 C21 106.9(4) . . ?
N8 C19 C20 111.0(4) . . ?
C21 C19 C20 111.9(4) . . ?
N8 C19 H19A 109.0 . . ?
C21 C19 H19A 109.0 . . ?
C20 C19 H19A 109.0 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C17 N9 C23 126.5(15) . . ?
C17 N9 H9B 116.7 . . ?
C23 N9 H9B 116.7 . . ?
N9 C23 C24 113.1(11) . . ?
N9 C23 C25 107.6(12) . . ?
C24 C23 C25 109.2(12) . . ?
N9 C23 H23A 108.9 . . ?
C24 C23 H23A 108.9 . . ?
C25 C23 H23A 108.9 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C17 N9A C23A 117.3(17) . . ?
C17 N9A H9AA 121.3 . . ?
C23A N9A H9AA 121.3 . . ?
N9A C23A C24A 106.5(16) . . ?
N9A C23A C25A 113.5(13) . . ?
C24A C23A C25A 112.2(14) . . ?
N9A C23A H23B 108.1 . . ?
C24A C23A H23B 108.1 . . ?
C25A C23A H23B 108.1 . . ?
C23A C24A H24D 109.5 . . ?
C23A C24A H24E 109.5 . . ?
H24D C24A H24E 109.5 . . ?
C23A C24A H24F 109.5 . . ?
H24D C24A H24F 109.5 . . ?
H24E C24A H24F 109.5 . . ?
C23A C25A H25D 109.5 . . ?
C23A C25A H25E 109.5 . . ?
H25D C25A H25E 109.5 . . ?
C23A C25A H25F 109.5 . . ?
H25D C25A H25F 109.5 . . ?
H25E C25A H25F 109.5 . . ?
O1 C26 H26A 109.5 . . ?
O1 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O1 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N1S C1S C2S 171.4(13) . . ?
C1S C2S H2S1 109.5 . . ?
C1S C2S H2S2 109.5 . . ?
H2S1 C2S H2S2 109.5 . . ?
C1S C2S H2S3 109.5 . . ?
H2S1 C2S H2S3 109.5 . . ?
H2S2 C2S H2S3 109.5 . . ?
N1SA N1SA C1SA 65(3) 5_656 5_656 ?
N1SA N1SA C1SA 58(3) 5_656 . ?
C1SA N1SA C1SA 123(3) 5_656 . ?
N1SA C1SA N1SA 57(3) 5_656 . ?
N1SA C1SA C2SA 154(4) 5_656 . ?
N1SA C1SA C2SA 134(3) . . ?
C1SA C2SA H2S4 109.5 . . ?
C1SA C2SA H2S5 109.5 . . ?
H2S4 C2SA H2S5 109.5 . . ?
C1SA C2SA H2S6 109.5 . . ?
H2S4 C2SA H2S6 109.5 . . ?
H2S5 C2SA H2S6 109.5 . . ?
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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 0.6(7) . . . . ?
Cu N1 C1 C2 179.9(3) . . . . ?
N1 C1 C2 C3 1.4(7) . . . . ?
C1 C2 C3 C4 -1.4(7) . . . . ?
C2 C3 C4 C5 -0.6(8) . . . . ?
C1 N1 C5 C4 -2.7(7) . . . . ?
Cu N1 C5 C4 177.9(4) . . . . ?
C1 N1 C5 C6 174.2(4) . . . . ?
Cu N1 C5 C6 -5.1(5) . . . . ?
C3 C4 C5 N1 2.7(7) . . . . ?
C3 C4 C5 C6 -174.0(5) . . . . ?
C15 N4 C6 N2 -128.3(4) . . . . ?
C14 N4 C6 N2 24.4(5) . . . . ?
C15 N4 C6 C5 112.6(4) . . . . ?
C14 N4 C6 C5 -94.7(4) . . . . ?
C7 N2 C6 N4 87.1(4) . . . . ?
C13 N2 C6 N4 -34.6(4) . . . . ?
Cu N2 C6 N4 -155.8(3) . . . . ?
C7 N2 C6 C5 -151.6(3) . . . . ?
C13 N2 C6 C5 86.8(4) . . . . ?
Cu N2 C6 C5 -34.5(4) . . . . ?
N1 C5 C6 N4 144.5(4) . . . . ?
C4 C5 C6 N4 -38.6(6) . . . . ?
N1 C5 C6 N2 27.1(5) . . . . ?
C4 C5 C6 N2 -156.0(4) . . . . ?
C26 O1 C7 N2 115.5(4) . . . . ?
C26 O1 C7 C8 -124.2(4) . . . . ?
C6 N2 C7 O1 -75.5(4) . . . . ?
C13 N2 C7 O1 41.0(4) . . . . ?
Cu N2 C7 O1 165.7(3) . . . . ?
C6 N2 C7 C8 162.3(3) . . . . ?
C13 N2 C7 C8 -81.2(4) . . . . ?
Cu N2 C7 C8 43.5(3) . . . . ?
C12 N3 C8 C9 -2.0(6) . . . . ?
Cu N3 C8 C9 178.5(3) . . . . ?
C12 N3 C8 C7 -177.8(4) . . . . ?
Cu N3 C8 C7 2.7(5) . . . . ?
O1 C7 C8 N3 -156.2(4) . . . . ?
N2 C7 C8 N3 -32.1(5) . . . . ?
O1 C7 C8 C9 28.0(6) . . . . ?
N2 C7 C8 C9 152.1(4) . . . . ?
N3 C8 C9 C10 -0.4(7) . . . . ?
C7 C8 C9 C10 175.1(4) . . . . ?
C8 C9 C10 C11 1.5(7) . . . . ?
C9 C10 C11 C12 -0.3(7) . . . . ?
C8 N3 C12 C11 3.4(7) . . . . ?
Cu N3 C12 C11 -177.2(3) . . . . ?
C10 C11 C12 N3 -2.3(7) . . . . ?
C6 N2 C13 C14 32.1(4) . . . . ?
C7 N2 C13 C14 -91.1(4) . . . . ?
Cu N2 C13 C14 149.3(3) . . . . ?
C15 N4 C14 C13 148.5(4) . . . . ?
C6 N4 C14 C13 -3.8(5) . . . . ?
N2 C13 C14 N4 -17.7(4) . . . . ?
C17 N7 C15 N5 -3.1(6) . . . . ?
C17 N7 C15 N4 179.0(4) . . . . ?
C16 N5 C15 N7 2.7(6) . . . . ?
C16 N5 C15 N4 -179.4(4) . . . . ?
C6 N4 C15 N7 -17.1(6) . . . . ?
C14 N4 C15 N7 -166.3(4) . . . . ?
C6 N4 C15 N5 164.8(4) . . . . ?
C14 N4 C15 N5 15.5(6) . . . . ?
C17 N6 C16 N8 178.2(4) . . . . ?
C17 N6 C16 N5 -2.2(7) . . . . ?
C19 N8 C16 N6 163.9(4) . . . . ?
C19 N8 C16 N5 -15.7(7) . . . . ?
C15 N5 C16 N6 0.2(6) . . . . ?
C15 N5 C16 N8 179.8(4) . . . . ?
C16 N6 C17 N9A 174.9(9) . . . . ?
C16 N6 C17 N9 -172.7(8) . . . . ?
C16 N6 C17 N7 1.7(7) . . . . ?
C15 N7 C17 N6 0.7(6) . . . . ?
C15 N7 C17 N9A -172.5(9) . . . . ?
C15 N7 C17 N9 175.1(8) . . . . ?
C16 N8 C19 C21 178.7(5) . . . . ?
C16 N8 C19 C20 -58.9(6) . . . . ?
N6 C17 N9 C23 -0.7(17) . . . . ?
N7 C17 N9 C23 -175.5(11) . . . . ?
C17 N9 C23 C24 -109.7(17) . . . . ?
C17 N9 C23 C25 129.6(15) . . . . ?
N6 C17 N9A C23A 15.2(18) . . . . ?
N7 C17 N9A C23A -171.0(11) . . . . ?
C17 N9A C23A C24A -165.0(15) . . . . ?
C17 N9A C23A C25A 71(2) . . . . ?
C1SA N1SA C1SA N1SA 0.006(11) 5_656 . . 5_656 ?
N1SA N1SA C1SA C2SA -149(5) 5_656 . . . ?
C1SA N1SA C1SA C2SA -149(5) 5_656 . . . ?
_refine_diff_density_max 0.917
_refine_diff_density_min -0.853
_refine_diff_density_rms 0.124
_shelx_res_file
;
shelx.res created by SHELXL-2014/7
TITL shelxt_a.res in C2/c
CELL 0.71073 27.3131 9.4087 24.6492 90.000 107.956 90.000
ZERR 8.00 0.0080 0.0027 0.0072 0.000 0.004 0.000
LATT 7
SYMM - X, Y, 1/2 - Z
SFAC C H N O CL Cu
UNIT 208 288 80 8 16 8
TEMP -150
L.S. 25
acta 51
conf
bond $h
htab
eadp n9 n9a
eadp c23 c23a
eadp c24 c24a
eadp c25 c25a
eadp n1s n1sa
eadp c1s c1sa
eadp c2s c2sa
isor .01 c23 c24 c25
isor .01 c1s c2s
isor .003 n1s n9
omit 4 2 0
omit 2 0 28
omit 8 10 10
omit -1 1 30
omit 20 4 15
omit 0 0 28
omit 6 0 26
omit -30 6 9
omit 22 4 15
omit 9 7 20
omit 17 5 17
omit -31 5 11
omit -28 6 9
omit 15 5 17
omit 8 10 14
omit -27 7 10
omit -31 5 7
omit -15 3 30
omit 12 6 18
omit -23 7 17
omit 3 1 28
omit -23 7 16
omit -3 1 30
omit -28 6 13
omit -27 7 11
WGHT 0.077900 16.308798
FVAR 0.05984 0.54194 0.80167
CU 6 0.714751 0.447660 0.627954 11.00000 0.02646 0.02194 =
0.01243 0.00010 0.00311 0.00050
CL2 5 0.777258 0.554421 0.585913 11.00000 0.03670 0.02842 =
0.02420 -0.00631 0.01418 -0.00726
CL1 5 0.740624 0.442325 0.723547 11.00000 0.05010 0.03384 =
0.01223 0.00097 0.00317 0.00879
O1 4 0.642199 0.243350 0.473904 11.00000 0.02674 0.03393 =
0.01325 -0.00334 0.00269 -0.00470
N1 3 0.678006 0.635538 0.619499 11.00000 0.02941 0.02503 =
0.01284 0.00298 0.00328 -0.00132
N2 3 0.656143 0.407582 0.552246 11.00000 0.02724 0.02180 =
0.01435 0.00025 0.00234 -0.00370
N3 3 0.730995 0.243741 0.615727 11.00000 0.02412 0.02700 =
0.01659 0.00040 0.00782 -0.00561
N4 3 0.586553 0.521754 0.487012 11.00000 0.02917 0.02395 =
0.01150 0.00007 0.00016 -0.00198
N5 3 0.526529 0.502657 0.397097 11.00000 0.03110 0.02278 =
0.00976 0.00111 -0.00357 0.00015
N6 3 0.544469 0.626301 0.319599 11.00000 0.03541 0.02372 =
0.01927 0.00471 0.00092 0.00044
N7 3 0.603088 0.645565 0.414511 11.00000 0.03215 0.02344 =
0.01536 0.00384 0.00099 0.00104
N8 3 0.471382 0.495152 0.303782 11.00000 0.03723 0.02681 =
0.02119 0.00550 -0.00320 -0.00142
AFIX 43
H8A 2 0.460650 0.538734 0.270623 11.00000 -1.20000
AFIX 0
C1 1 0.686385 0.737965 0.659683 11.00000 0.03059 0.02775 =
0.01776 -0.00269 0.00585 -0.00594
AFIX 43
H1A 2 0.711636 0.722729 0.695569 11.00000 -1.20000
AFIX 0
C2 1 0.659470 0.863489 0.650178 11.00000 0.03726 0.02442 =
0.02806 -0.00468 0.01440 -0.00390
AFIX 43
H2A 2 0.666562 0.934906 0.678800 11.00000 -1.20000
AFIX 0
C3 1 0.621939 0.884735 0.598487 11.00000 0.04956 0.02384 =
0.02964 -0.00052 0.00682 0.00195
AFIX 43
H3A 2 0.602373 0.970023 0.591400 11.00000 -1.20000
AFIX 0
C4 1 0.613269 0.780100 0.557228 11.00000 0.04273 0.02456 =
0.01871 0.00282 -0.00267 0.00449
AFIX 43
H4A 2 0.587415 0.792330 0.521546 11.00000 -1.20000
AFIX 0
C5 1 0.642527 0.657696 0.568360 11.00000 0.02818 0.02318 =
0.01293 0.00288 0.00172 0.00124
C6 1 0.639015 0.544128 0.523560 11.00000 0.02645 0.02358 =
0.01192 0.00157 -0.00194 -0.00182
AFIX 13
H6A 2 0.661420 0.570611 0.499815 11.00000 -1.20000
AFIX 0
C7 1 0.678795 0.308877 0.519681 11.00000 0.02328 0.02003 =
0.01917 -0.00368 0.00615 -0.00705
AFIX 13
H7A 2 0.703216 0.363387 0.504564 11.00000 -1.20000
AFIX 0
C8 1 0.709202 0.197855 0.561680 11.00000 0.02501 0.02193 =
0.01865 -0.00250 0.00580 -0.00465
C9 1 0.716979 0.061335 0.544861 11.00000 0.03521 0.02640 =
0.01473 0.00153 0.01104 -0.00429
AFIX 43
H9A 2 0.701028 0.031479 0.506658 11.00000 -1.20000
AFIX 0
C10 1 0.748445 -0.031785 0.584555 11.00000 0.04201 0.02549 =
0.02269 -0.00249 0.01249 -0.00240
AFIX 43
H10A 2 0.754973 -0.125061 0.573730 11.00000 -1.20000
AFIX 0
C11 1 0.770167 0.015378 0.640679 11.00000 0.03523 0.03089 =
0.02255 0.00427 0.00955 0.00266
AFIX 43
H11A 2 0.791669 -0.045359 0.668861 11.00000 -1.20000
AFIX 0
C12 1 0.759651 0.152722 0.654326 11.00000 0.02268 0.03022 =
0.02099 0.00776 0.00235 0.00629
AFIX 43
H12A 2 0.773390 0.183518 0.692745 11.00000 -1.20000
AFIX 0
C13 1 0.607982 0.349135 0.560519 11.00000 0.02473 0.02783 =
0.01076 0.00412 -0.00004 -0.00092
AFIX 23
H13A 2 0.603958 0.383554 0.596861 11.00000 -1.20000
H13B 2 0.608928 0.243951 0.561235 11.00000 -1.20000
AFIX 0
C14 1 0.562974 0.403021 0.509118 11.00000 0.02811 0.02561 =
0.02188 0.00659 0.00342 0.00047
AFIX 23
H14A 2 0.550824 0.327697 0.480020 11.00000 -1.20000
H14B 2 0.533730 0.436174 0.521550 11.00000 -1.20000
AFIX 0
C15 1 0.571720 0.557555 0.430038 11.00000 0.02558 0.01843 =
0.01397 -0.00007 0.00209 0.00680
C16 1 0.515563 0.542897 0.341710 11.00000 0.02299 0.01935 =
0.01752 -0.00122 -0.00303 0.00195
C17 1 0.587396 0.676538 0.357468 11.00000 0.02777 0.02309 =
0.01464 0.00211 -0.00224 0.00078
C19 1 0.440090 0.377724 0.313203 11.00000 0.03295 0.03451 =
0.02382 0.00261 0.00474 -0.00259
AFIX 13
H19A 2 0.427678 0.401202 0.346305 11.00000 -1.20000
AFIX 0
C20 1 0.471145 0.240585 0.326012 11.00000 0.04322 0.02909 =
0.03087 0.00001 0.00396 -0.00186
AFIX 137
H20A 2 0.501541 0.254627 0.359316 11.00000 -1.50000
H20B 2 0.482052 0.214403 0.293015 11.00000 -1.50000
H20C 2 0.449826 0.164470 0.333948 11.00000 -1.50000
AFIX 0
C21 1 0.394099 0.365262 0.259908 11.00000 0.03346 0.06043 =
0.02768 0.00783 -0.00473 -0.00942
AFIX 137
H21A 2 0.373602 0.452548 0.254863 11.00000 -1.50000
H21B 2 0.372891 0.284148 0.263722 11.00000 -1.50000
H21C 2 0.406085 0.351037 0.226698 11.00000 -1.50000
AFIX 0
PART 1
N9 3 0.615447 0.773232 0.340039 21.00000 0.02611 0.02528 =
0.01677 0.00366 0.00218 0.00084
AFIX 43
H9B 2 0.643257 0.805114 0.365883 21.00000 -1.20000
AFIX 0
C23 1 0.604345 0.831376 0.281952 21.00000 0.04080 0.03490 =
0.02270 0.01248 0.00122 -0.00397
AFIX 13
H23A 2 0.568690 0.803108 0.258960 21.00000 -1.20000
AFIX 0
C24 1 0.642290 0.780091 0.251305 21.00000 0.05356 0.03844 =
0.04602 0.01812 0.01353 -0.00802
AFIX 137
H24A 2 0.643288 0.675969 0.251510 21.00000 -1.50000
H24B 2 0.676705 0.817267 0.271023 21.00000 -1.50000
H24C 2 0.631083 0.814323 0.211834 21.00000 -1.50000
AFIX 0
C25 1 0.607076 0.995700 0.286891 21.00000 0.07767 0.04193 =
0.03368 0.01960 0.01200 0.01306
AFIX 137
H25A 2 0.582165 1.029170 0.305362 21.00000 -1.50000
H25B 2 0.598964 1.037479 0.248719 21.00000 -1.50000
H25C 2 0.641824 1.024291 0.309714 21.00000 -1.50000
AFIX 0
PART 2
same n9 > c25
N9A 3 0.620459 0.752861 0.336766 -21.00000 0.02611 0.02528 =
0.01677 0.00366 0.00218 0.00084
AFIX 43
H9AA 2 0.652256 0.770321 0.357961 -21.00000 -1.20000
AFIX 0
C23A 1 0.600630 0.804618 0.277515 -21.00000 0.04080 0.03490 =
0.02270 0.01248 0.00122 -0.00397
AFIX 13
H23B 2 0.583541 0.723275 0.252775 -21.00000 -1.20000
AFIX 0
C24A 1 0.647711 0.849062 0.260014 -21.00000 0.05356 0.03844 =
0.04602 0.01812 0.01353 -0.00802
AFIX 137
H24D 2 0.674425 0.775938 0.272077 -21.00000 -1.50000
H24E 2 0.661090 0.939576 0.278300 -21.00000 -1.50000
H24F 2 0.637672 0.860044 0.218491 -21.00000 -1.50000
AFIX 0
C25A 1 0.560826 0.926397 0.269516 -21.00000 0.07767 0.04193 =
0.03368 0.01960 0.01200 0.01306
AFIX 137
H25D 2 0.531565 0.893561 0.281252 -21.00000 -1.50000
H25E 2 0.548753 0.954647 0.229303 -21.00000 -1.50000
H25F 2 0.576989 1.007996 0.292936 -21.00000 -1.50000
AFIX 0
PART 0
C26 1 0.645186 0.278508 0.418110 11.00000 0.03190 0.04057 =
0.01971 0.00069 0.00772 0.00163
AFIX 137
H26A 2 0.612738 0.253186 0.389210 11.00000 -1.50000
H26B 2 0.673502 0.225532 0.411024 11.00000 -1.50000
H26C 2 0.651349 0.380714 0.416153 11.00000 -1.50000
AFIX 0
part 1 31.0
N1S 3 0.518930 0.134691 0.569139 31.00000 0.06406 0.07529 =
0.12187 0.02990 0.01846 -0.00095
C1S 1 0.482143 0.075527 0.567859 31.00000 0.04343 0.04086 =
0.06812 0.01013 -0.01349 0.00691
C2S 1 0.437367 0.012912 0.574008 31.00000 0.05871 0.02913 =
0.03863 0.00422 0.01176 0.00166
AFIX 137
H2S1 2 0.444433 -0.022386 0.613078 31.00000 -1.50000
H2S2 2 0.426692 -0.066353 0.547152 31.00000 -1.50000
H2S3 2 0.409791 0.083869 0.566076 31.00000 -1.50000
AFIX 0
part 2 -31.0
same n1s > c2s
N1SA 3 0.518993 0.028083 0.505260 -31.00000 0.06406 0.07529 =
0.12187 0.02990 0.01846 -0.00095
C1SA 1 0.496501 0.011837 0.539970 -31.00000 0.04343 0.04086 =
0.06812 0.01013 -0.01349 0.00691
C2SA 1 0.493438 0.093099 0.588804 -31.00000 0.05871 0.02913 =
0.03863 0.00422 0.01176 0.00166
AFIX 137
H2S4 2 0.472716 0.040946 0.608320 -31.00000 -1.50000
H2S5 2 0.477375 0.185345 0.575954 -31.00000 -1.50000
H2S6 2 0.528152 0.107928 0.615141 -31.00000 -1.50000
AFIX 0
HKLF 4
REM shelxt_a.res in C2/c
REM R1 = 0.0595 for 4230 Fo > 4sig(Fo) and 0.1146 for all 7153 data
REM 393 parameters refined using 51 restraints
END
WGHT 0.0778 16.5541
REM Instructions for potential hydrogen bonds
EQIV $1 -x+1, y, -z+1/2
HTAB N8 N6_$1
HTAB C1 Cl1
EQIV $2 -x+3/2, y+1/2, -z+3/2
HTAB C1 Cl1_$2
HTAB C2 Cl1_$2
HTAB C7 Cl2
EQIV $3 -x+3/2, -y+1/2, -z+1
HTAB C9 Cl2_$3
HTAB C12 Cl1
HTAB C20 N5
EQIV $4 -x+3/2, -y+3/2, -z+1
HTAB N9 Cl2_$4
HTAB C25 Cl2_$4
HTAB N9A Cl2_$4
HTAB C24A Cl1_$4
HTAB C25A N6
HTAB C26 Cl2_$3
EQIV $5 -x+1, -y, -z+1
HTAB C2S O1_$5
EQIV $6 -x+1, -y+1, -z+1
HTAB C2S N7_$6
REM Highest difference peak 0.917, deepest hole -0.853, 1-sigma level 0.124
Q1 1 0.7066 1.0562 0.3398 11.00000 0.05 0.87
Q2 1 0.7163 0.6550 0.6334 11.00000 0.05 0.77
Q3 1 0.5173 0.1040 0.5420 11.00000 0.05 0.66
Q4 1 0.6998 0.5370 0.6018 11.00000 0.05 0.65
Q5 1 0.7678 0.4572 0.5590 11.00000 0.05 0.62
Q6 1 0.6697 -0.0511 0.4813 11.00000 0.05 0.62
Q7 1 0.6818 0.5213 0.6406 11.00000 0.05 0.59
Q8 1 0.6516 0.4802 0.5439 11.00000 0.05 0.59
Q9 1 0.7032 0.3477 0.5991 11.00000 0.05 0.57
Q10 1 0.6880 0.3619 0.6522 11.00000 0.05 0.54
Q11 1 0.7957 0.4608 0.6096 11.00000 0.05 0.54
Q12 1 0.6814 0.3837 0.6408 11.00000 0.05 0.53
Q13 1 0.7576 0.3664 0.6395 11.00000 0.05 0.53
Q14 1 0.7122 0.2224 0.6083 11.00000 0.05 0.52
Q15 1 0.7497 0.5175 0.6192 11.00000 0.05 0.52
Q16 1 0.6844 0.4601 0.5310 11.00000 0.05 0.51
Q17 1 0.6539 0.5557 0.6732 11.00000 0.05 0.51
Q18 1 0.7403 0.3577 0.6106 11.00000 0.05 0.50
Q19 1 0.6062 0.8535 0.3423 11.00000 0.05 0.50
Q20 1 0.7498 -0.0596 0.5117 11.00000 0.05 0.48
;
_shelx_res_checksum 1974
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
#
#######################################################################
data_3-L-H
_database_code_depnum_ccdc_archive 'CCDC 1895746'
loop_
_audit_author_name
_audit_author_address
'Raja Angamuthu'
;Indian Institute of Technology Kanpur
India
;
_audit_update_record
;
2019-02-06 deposited with the CCDC. 2019-10-11 downloaded from the CCDC.
;
_audit_creation_date 2018-09-24
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number 2016/4
_chemical_name_common ?
_chemical_name_systematic
;
?
;
_chemical_formula_moiety 'C23 H31 N9'
_chemical_formula_sum 'C23 H31 N9'
_chemical_formula_weight 433.57
_chemical_absolute_configuration ?
_chemical_melting_point ?
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'
_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.
;
_space_group_crystal_system orthorhombic
_space_group_IT_number 45
_space_group_name_H-M_alt 'I b a 2'
_space_group_name_Hall 'I 2 -2c'
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'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'x+1, -y+1, z+1/2'
'-x+1, y+1, z+1/2'
_cell_length_a 21.678(2)
_cell_length_b 11.7948(13)
_cell_length_c 17.695(3)
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_volume 4524.4(10)
_cell_formula_units_Z 8
_cell_measurement_reflns_used 9828
_cell_measurement_temperature 298(2)
_cell_measurement_theta_max 28.298
_cell_measurement_theta_min 2.302
_shelx_estimated_absorpt_T_max 0.996
_shelx_estimated_absorpt_T_min 0.994
_exptl_absorpt_coefficient_mu 0.081
_exptl_absorpt_correction_T_max 0.7457
_exptl_absorpt_correction_T_min 0.5686
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1344 before and 0.0753 after correction. The Ratio of minimum to maximum transmission is 0.7625. The \l/2 correction factor is Not present.'
_exptl_absorpt_special_details ?
_exptl_crystal_colour colourless
_exptl_crystal_colour_primary colourless
_exptl_crystal_density_diffrn 1.273
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description block
_exptl_crystal_F_000 1856
_exptl_crystal_size_max 0.08
_exptl_crystal_size_mid 0.06
_exptl_crystal_size_min 0.05
_exptl_special_details
;
?
;
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0762
_diffrn_reflns_av_unetI/netI 0.0495
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max 25
_diffrn_reflns_limit_h_min -25
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_l_max 21
_diffrn_reflns_limit_l_min -21
_diffrn_reflns_number 25154
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full 25.123
_diffrn_reflns_theta_max 25.123
_diffrn_reflns_theta_min 2.972
_diffrn_ambient_temperature 298(2)
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type 'Bruker APEX-II'
_diffrn_measurement_method '\w and \f scans'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source ?
_reflns_Friedel_coverage 0.928
_reflns_Friedel_fraction_full 0.998
_reflns_Friedel_fraction_max 0.998
_reflns_number_gt 3452
_reflns_number_total 4016
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement 'SAINT V8.38A (?, 2016)'
_computing_data_collection ?
_computing_data_reduction 'SAINT V8.38A (?, 2016)'
_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 'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max 0.220
_refine_diff_density_min -0.217
_refine_diff_density_rms 0.049
_refine_ls_abs_structure_details
;
Flack x determined using 1471 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack 0.5(10)
_refine_ls_extinction_coef 0.0023(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method 'SHELXL-2016/4 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref 1.098
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 314
_refine_ls_number_reflns 4016
_refine_ls_number_restraints 7
_refine_ls_R_factor_all 0.0604
_refine_ls_R_factor_gt 0.0469
_refine_ls_restrained_S_all 1.097
_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/[\s^2^(Fo^2^)+(0.0370P)^2^+4.7099P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1038
_refine_ls_wR_factor_ref 0.1129
_refine_special_details ?
_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. Uiso/Uaniso restraints and constraints
C24 \\sim C22 \\sim C25 \\sim C23: within 1.7A with sigma of 0.04 and sigma for
terminal atoms of 0.08
3. Others
Fixed Sof: C24(0.5) H24A(0.5) H24B(0.5) H24C(0.5) C22(0.5) H22A(0.5)
H22B(0.5) H22C(0.5) C25(0.5) H25A(0.5) H25B(0.5) H25C(0.5) C23(0.5) H23A(0.5)
H23B(0.5) H23C(0.5) H21(0.5) H21A(0.5)
4.a Ternary CH refined with riding coordinates:
C6(H6), C18(H18), C21(H21), C21(H21A)
4.b Secondary CH2 refined with riding coordinates:
C13(H13A,H13B), C14(H14A,H14B), C7(H7A,H7B)
4.c Aromatic/amide H refined with riding coordinates:
N8(H8), N9(H9), C4(H4), C9(H9A), C3(H3), C12(H12), C2(H2), C1(H1), C11(H11),
C10(H10)
4.d Idealised Me refined as rotating group:
C20(H20A,H20B,H20C), C19(H19A,H19B,H19C), C24(H24A,H24B,H24C), C22(H22A,H22B,
H22C), C25(H25A,H25B,H25C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary iterative
_atom_sites_solution_secondary ?
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
_atom_site_disorder_assembly
_atom_site_disorder_group
N7 N 0.25515(14) 0.4409(3) 0.56217(17) 0.0218(7) Uani 1 1 d . . . . .
N8 N 0.17710(13) 0.5400(3) 0.61967(19) 0.0249(8) Uani 1 1 d . . . . .
H8 H 0.199344 0.599054 0.611444 0.030 Uiso 1 1 calc R . . . .
N6 N 0.16595(13) 0.3468(3) 0.61336(18) 0.0210(7) Uani 1 1 d . . . . .
N2 N 0.40945(14) 0.2656(3) 0.43784(18) 0.0258(8) Uani 1 1 d . . . . .
N5 N 0.24558(14) 0.2392(3) 0.55255(17) 0.0225(8) Uani 1 1 d . . . . .
N9 N 0.16349(13) 0.1518(3) 0.60884(19) 0.0242(8) Uani 1 1 d . . . . .
H9 H 0.180107 0.089297 0.594336 0.029 Uiso 1 1 calc R . . . .
N1 N 0.29820(15) 0.2769(3) 0.33573(19) 0.0285(8) Uani 1 1 d . . . . .
N4 N 0.32442(14) 0.3347(3) 0.49481(18) 0.0235(8) Uani 1 1 d . . . . .
C16 C 0.19182(16) 0.2495(3) 0.5914(2) 0.0217(9) Uani 1 1 d . . . . .
C15 C 0.27309(16) 0.3387(3) 0.5379(2) 0.0203(9) Uani 1 1 d . . . . .
C17 C 0.19967(16) 0.4387(3) 0.5985(2) 0.0213(9) Uani 1 1 d . . . . .
N3 N 0.53945(17) 0.1300(4) 0.4277(2) 0.0389(10) Uani 1 1 d . . . . .
C4 C 0.28029(17) 0.0920(4) 0.3867(2) 0.0299(10) Uani 1 1 d . . . . .
H4 H 0.285233 0.041570 0.426636 0.036 Uiso 1 1 calc R . . . .
C5 C 0.30580(16) 0.1989(4) 0.3905(2) 0.0239(9) Uani 1 1 d . . . . .
C9 C 0.53553(17) 0.2967(4) 0.3511(2) 0.0302(10) Uani 1 1 d . . . . .
H9A H 0.512604 0.346670 0.321780 0.036 Uiso 1 1 calc R . . . .
C8 C 0.50806(17) 0.2080(4) 0.3853(2) 0.0278(9) Uani 1 1 d . . . . .
C3 C 0.24732(19) 0.0599(4) 0.3233(2) 0.0314(10) Uani 1 1 d . . . . .
H3 H 0.230581 -0.012390 0.319107 0.038 Uiso 1 1 calc R . . . .
C6 C 0.34627(16) 0.2326(4) 0.4572(2) 0.0240(9) Uani 1 1 d . . . . .
H6 H 0.347461 0.170106 0.493741 0.029 Uiso 1 1 calc R . . . .
C12 C 0.60216(19) 0.1463(4) 0.4357(2) 0.0359(11) Uani 1 1 d . . . . .
H12 H 0.625054 0.094635 0.463841 0.043 Uiso 1 1 calc R . . . .
C13 C 0.40887(18) 0.3866(4) 0.4214(2) 0.0288(10) Uani 1 1 d . . . . .
H13A H 0.395296 0.400987 0.370054 0.035 Uiso 1 1 calc R . . . .
H13B H 0.449392 0.419752 0.428603 0.035 Uiso 1 1 calc R . . . .
C2 C 0.24005(17) 0.1397(4) 0.2660(2) 0.0320(11) Uani 1 1 d . . . . .
H2 H 0.218328 0.121990 0.222245 0.038 Uiso 1 1 calc R . . . .
C14 C 0.36289(17) 0.4330(4) 0.4786(2) 0.0267(9) Uani 1 1 d . . . . .
H14A H 0.383602 0.459793 0.523743 0.032 Uiso 1 1 calc R . . . .
H14B H 0.338762 0.494323 0.457162 0.032 Uiso 1 1 calc R . . . .
C1 C 0.26585(17) 0.2456(4) 0.2757(2) 0.0310(10) Uani 1 1 d . . . . .
H1 H 0.260149 0.298720 0.237463 0.037 Uiso 1 1 calc R . . . .
C11 C 0.63143(18) 0.2371(4) 0.4032(2) 0.0346(11) Uani 1 1 d . . . . .
H11 H 0.673557 0.248091 0.409862 0.042 Uiso 1 1 calc R . . . .
C7 C 0.43885(17) 0.1950(4) 0.3802(2) 0.0290(10) Uani 1 1 d . . . . .
H7A H 0.424782 0.217734 0.330460 0.035 Uiso 1 1 calc R . . . .
H7B H 0.427607 0.116216 0.387903 0.035 Uiso 1 1 calc R . . . .
C18 C 0.10551(17) 0.1465(4) 0.6515(2) 0.0290(10) Uani 1 1 d . . . . .
H18 H 0.105516 0.208266 0.688535 0.035 Uiso 1 1 calc R . . . .
C20 C 0.10271(19) 0.0353(4) 0.6940(2) 0.0336(11) Uani 1 1 d . . . . .
H20A H 0.104765 -0.026473 0.658733 0.050 Uiso 1 1 calc GR . . . .
H20B H 0.064740 0.031113 0.721751 0.050 Uiso 1 1 calc GR . . . .
H20C H 0.136851 0.030690 0.728391 0.050 Uiso 1 1 calc GR . . . .
C19 C 0.04992(17) 0.1621(4) 0.5998(3) 0.0381(11) Uani 1 1 d . . . . .
H19A H 0.054375 0.231303 0.571729 0.057 Uiso 1 1 calc GR . . . .
H19B H 0.013004 0.165440 0.629633 0.057 Uiso 1 1 calc GR . . . .
H19C H 0.047387 0.099361 0.565331 0.057 Uiso 1 1 calc GR . . . .
C10 C 0.5970(2) 0.3120(5) 0.3601(3) 0.0426(12) Uani 1 1 d . . . . .
H10 H 0.616281 0.373385 0.337175 0.051 Uiso 1 1 calc R . . . .
C24 C 0.1144(3) 0.5229(8) 0.7362(4) 0.027(2) Uani 0.5 1 d . U P A 1
H24A H 0.127431 0.445448 0.741361 0.041 Uiso 0.5 1 calc GR . P A 1
H24B H 0.072930 0.530576 0.754435 0.041 Uiso 0.5 1 calc GR . P A 1
H24C H 0.141280 0.571002 0.764964 0.041 Uiso 0.5 1 calc GR . P A 1
C22 C 0.0968(4) 0.6841(8) 0.6460(6) 0.033(2) Uani 0.5 1 d . U P A 1
H22A H 0.128001 0.732668 0.666823 0.049 Uiso 0.5 1 calc GR . P A 1
H22B H 0.058494 0.696788 0.671896 0.049 Uiso 0.5 1 calc GR . P A 1
H22C H 0.091695 0.700664 0.593232 0.049 Uiso 0.5 1 calc GR . P A 1
C25 C 0.0629(4) 0.5400(9) 0.6037(6) 0.044(2) Uani 0.5 1 d . U P A 2
H25A H 0.065068 0.594509 0.563499 0.065 Uiso 0.5 1 calc GR . P A 2
H25B H 0.025204 0.550473 0.631339 0.065 Uiso 0.5 1 calc GR . P A 2
H25C H 0.063876 0.464841 0.582899 0.065 Uiso 0.5 1 calc GR . P A 2
C23 C 0.1186(5) 0.6629(10) 0.6935(8) 0.059(4) Uani 0.5 1 d . U P A 2
H23A H 0.151549 0.663138 0.729724 0.088 Uiso 0.5 1 calc GR . P A 2
H23B H 0.080098 0.675615 0.718896 0.088 Uiso 0.5 1 calc GR . P A 2
H23C H 0.125332 0.721985 0.657068 0.088 Uiso 0.5 1 calc GR . P A 2
C21 C 0.11686(17) 0.5559(4) 0.6559(2) 0.0286(10) Uani 1 1 d . . . . .
H21 H 0.086917 0.509031 0.628596 0.034 Uiso 0.5 1 calc R . P A 1
H21A H 0.113381 0.497789 0.695256 0.034 Uiso 0.5 1 calc R . P A 2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N7 0.0127(15) 0.033(2) 0.0202(15) -0.0003(15) 0.0029(13) 0.0014(13)
N8 0.0163(15) 0.033(2) 0.0254(17) 0.0001(15) 0.0031(14) 0.0012(14)
N6 0.0120(15) 0.032(2) 0.0187(16) -0.0008(15) 0.0004(13) 0.0022(13)
N2 0.0127(16) 0.041(2) 0.0234(18) -0.0060(16) 0.0041(13) 0.0010(14)
N5 0.0145(15) 0.034(2) 0.0192(15) -0.0029(15) 0.0022(13) 0.0032(14)
N9 0.0164(15) 0.033(2) 0.0232(17) -0.0026(15) 0.0037(14) -0.0007(14)
N1 0.0175(17) 0.047(2) 0.0216(17) -0.0009(17) 0.0023(13) -0.0042(15)
N4 0.0191(17) 0.029(2) 0.0221(17) -0.0032(15) 0.0074(13) -0.0005(14)
C16 0.0128(18) 0.038(3) 0.0142(18) -0.0025(18) -0.0035(14) -0.0003(16)
C15 0.0098(17) 0.036(2) 0.0153(19) 0.0017(17) -0.0021(14) -0.0002(16)
C17 0.0138(17) 0.036(2) 0.0137(19) 0.0006(18) -0.0025(14) 0.0025(16)
N3 0.027(2) 0.058(3) 0.031(2) -0.006(2) 0.0038(16) 0.0021(18)
C4 0.0161(19) 0.044(3) 0.029(2) 0.004(2) 0.0005(18) 0.0033(18)
C5 0.0124(17) 0.036(2) 0.023(2) -0.0015(19) 0.0046(16) -0.0003(16)
C9 0.0140(19) 0.045(3) 0.031(2) 0.006(2) 0.0019(17) 0.0033(19)
C8 0.0134(18) 0.048(3) 0.022(2) -0.006(2) 0.0008(17) 0.0049(18)
C3 0.022(2) 0.041(3) 0.031(2) -0.005(2) -0.0008(18) -0.0048(19)
C6 0.0104(18) 0.040(3) 0.022(2) -0.0015(19) 0.0027(16) 0.0005(16)
C12 0.021(2) 0.060(3) 0.027(2) -0.006(2) -0.0017(18) 0.004(2)
C13 0.0164(19) 0.045(3) 0.025(2) -0.002(2) 0.0031(16) -0.0018(18)
C2 0.019(2) 0.059(3) 0.018(2) -0.003(2) 0.0007(16) -0.0028(19)
C14 0.0149(19) 0.036(2) 0.029(2) -0.0004(19) 0.0060(16) -0.0013(17)
C1 0.021(2) 0.053(3) 0.019(2) 0.002(2) 0.0037(16) -0.0035(19)
C11 0.0109(19) 0.062(3) 0.031(2) -0.010(2) 0.0003(17) -0.0011(19)
C7 0.0153(19) 0.047(3) 0.025(2) -0.006(2) 0.0003(17) 0.0004(18)
C18 0.0167(19) 0.046(3) 0.025(2) 0.001(2) 0.0085(17) -0.0008(18)
C20 0.026(2) 0.049(3) 0.026(2) 0.007(2) 0.0040(18) -0.0009(19)
C19 0.016(2) 0.057(3) 0.041(3) 0.015(2) 0.0048(19) 0.0036(19)
C10 0.027(2) 0.056(3) 0.045(3) -0.003(2) 0.007(2) -0.008(2)
C24 0.018(4) 0.050(6) 0.014(4) 0.003(4) 0.007(3) 0.008(4)
C22 0.027(5) 0.044(6) 0.027(5) 0.011(4) 0.003(4) 0.011(4)
C25 0.022(4) 0.066(7) 0.043(6) -0.017(5) 0.006(4) 0.002(4)
C23 0.029(5) 0.061(8) 0.086(10) -0.041(8) 0.013(6) -0.001(5)
C21 0.0159(19) 0.044(3) 0.026(2) -0.006(2) 0.0065(16) 0.0018(17)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
N7 C15 1.337(5) . ?
N7 C17 1.364(4) . ?
C24a H24A 0.9600 . ?
C24a H24B 0.9600 . ?
C24a H24C 0.9600 . ?
C22a H22A 0.9600 . ?
C22a H22B 0.9600 . ?
C22a H22C 0.9600 . ?
C25b H25A 0.9600 . ?
C25b H25B 0.9600 . ?
C25b H25C 0.9600 . ?
C23b H23A 0.9600 . ?
C23b H23B 0.9600 . ?
C23b H23C 0.9600 . ?
C22a C21 1.584(10) . ?
C23b C21 1.427(11) . ?
C24a C21 1.474(9) . ?
C25b C21 1.503(9) . ?
N8 H8 0.8600 . ?
N8 C17 1.344(5) . ?
N8 C21 1.467(5) . ?
N6 C16 1.336(5) . ?
N6 C17 1.333(5) . ?
N2 C6 1.465(5) . ?
N2 C13 1.457(6) . ?
N2 C7 1.462(5) . ?
N5 C16 1.358(5) . ?
N5 C15 1.342(5) . ?
N9 H9 0.8600 . ?
N9 C16 1.341(5) . ?
N9 C18 1.467(5) . ?
N1 C5 1.347(5) . ?
N1 C1 1.326(5) . ?
N4 C15 1.350(4) . ?
N4 C6 1.455(5) . ?
N4 C14 1.456(5) . ?
N3 C8 1.368(6) . ?
N3 C12 1.380(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.378(6) . ?
C4 C3 1.383(6) . ?
C5 C6 1.524(5) . ?
C9 H9A 0.9300 . ?
C9 C8 1.347(6) . ?
C9 C10 1.354(6) . ?
C8 C7 1.511(5) . ?
C3 H3 0.9300 . ?
C3 C2 1.392(6) . ?
C6 H6 0.9800 . ?
C12 H12 0.9300 . ?
C12 C11 1.371(7) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.522(5) . ?
C2 H2 0.9300 . ?
C2 C1 1.380(7) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C1 H1 0.9300 . ?
C11 H11 0.9300 . ?
C11 C10 1.385(7) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C18 H18 0.9800 . ?
C18 C20 1.513(6) . ?
C18 C19 1.524(6) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C10 H10 0.9300 . ?
C21 H21 0.9800 . ?
C21 H21A 0.9800 . ?
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
C15 N7 C17 113.0(3) . . ?
H24Aa C24a H24B 109.5 . . ?
H24Ba C24a H24C 109.5 . . ?
H24Aa C24a H24C 109.5 . . ?
H22Aa C22a H22B 109.5 . . ?
H22Aa C22a H22C 109.5 . . ?
C17 N8 H8 118.0 . . ?
C17 N8 C21 124.0(4) . . ?
C21 N8 H8 118.0 . . ?
C17 N6 C16 114.3(3) . . ?
C13 N2 C6 107.4(3) . . ?
C13 N2 C7 115.0(3) . . ?
H22Ba C22a H22C 109.5 . . ?
H25Ab C25b H25B 109.5 . . ?
H25Ab C25b H25C 109.5 . . ?
H25Bb C25b H25C 109.5 . . ?
H23Ab C23b H23B 109.5 . . ?
H23Bb C23b H23C 109.5 . . ?
H23Ab C23b H23C 109.5 . . ?
C7 N2 C6 114.8(3) . . ?
C15 N5 C16 113.6(3) . . ?
C16 N9 H9 118.4 . . ?
C16 N9 C18 123.2(4) . . ?
C18 N9 H9 118.4 . . ?
C1 N1 C5 116.8(4) . . ?
C15 N4 C6 123.7(3) . . ?
C15 N4 C14 123.8(3) . . ?
C6 N4 C14 112.5(3) . . ?
N6 C16 N5 125.8(4) . . ?
N6 C16 N9 118.6(3) . . ?
N9 C16 N5 115.6(4) . . ?
N7 C15 N5 126.7(3) . . ?
N7 C15 N4 116.9(3) . . ?
N5 C15 N4 116.4(3) . . ?
N8 C17 N7 115.8(4) . . ?
N6 C17 N7 126.3(4) . . ?
C23b C21 N8 107.1(5) . . ?
C24a C21 C22 110.5(6) . . ?
N6 C17 N8 117.9(3) . . ?
C8 N3 C12 116.9(4) . . ?
C23b C21 C25 114.7(7) . . ?
C5 C4 H4 120.1 . . ?
C24a C21 H21 107.6 . . ?
C22a C21 H21 107.6 . . ?
C5 C4 C3 119.8(4) . . ?
C3 C4 H4 120.1 . . ?
C25b C21 H21A 106.8 . . ?
N1 C5 C4 122.7(4) . . ?
C23b C21 H21A 106.8 . . ?
N1 C5 C6 116.7(4) . . ?
C4 C5 C6 120.5(4) . . ?
C8 C9 H9A 120.5 . . ?
C8 C9 C10 119.1(4) . . ?
C10 C9 H9A 120.5 . . ?
N3 C8 C7 117.3(4) . . ?
C9 C8 N3 123.3(4) . . ?
C9 C8 C7 119.4(4) . . ?
C4 C3 H3 121.2 . . ?
C4 C3 C2 117.7(4) . . ?
C2 C3 H3 121.2 . . ?
N2 C6 C5 115.2(3) . . ?
N2 C6 H6 109.3 . . ?
N4 C6 N2 101.0(3) . . ?
N4 C6 C5 112.5(3) . . ?
N4 C6 H6 109.3 . . ?
C5 C6 H6 109.3 . . ?
N3 C12 H12 119.3 . . ?
C11 C12 N3 121.4(4) . . ?
C11 C12 H12 119.3 . . ?
N2 C13 H13A 111.2 . . ?
N2 C13 H13B 111.2 . . ?
N2 C13 C14 103.0(3) . . ?
H13A C13 H13B 109.1 . . ?
C14 C13 H13A 111.2 . . ?
C14 C13 H13B 111.2 . . ?
C3 C2 H2 120.8 . . ?
C1 C2 C3 118.4(4) . . ?
C1 C2 H2 120.8 . . ?
N4 C14 C13 102.7(3) . . ?
N4 C14 H14A 111.2 . . ?
N4 C14 H14B 111.2 . . ?
C13 C14 H14A 111.2 . . ?
C13 C14 H14B 111.2 . . ?
H14A C14 H14B 109.1 . . ?
N1 C1 C2 124.5(4) . . ?
N1 C1 H1 117.8 . . ?
C2 C1 H1 117.8 . . ?
C12 C11 H11 120.7 . . ?
C12 C11 C10 118.7(4) . . ?
C10 C11 H11 120.7 . . ?
N2 C7 C8 109.5(3) . . ?
N2 C7 H7A 109.8 . . ?
N2 C7 H7B 109.8 . . ?
C8 C7 H7A 109.8 . . ?
C8 C7 H7B 109.8 . . ?
H7A C7 H7B 108.2 . . ?
N9 C18 H18 108.2 . . ?
N9 C18 C20 109.1(3) . . ?
N9 C18 C19 111.3(3) . . ?
C20 C18 H18 108.2 . . ?
C20 C18 C19 111.8(4) . . ?
C19 C18 H18 108.2 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C9 C10 C11 120.7(5) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
N8 C21 C24 114.8(4) . . ?
N8 C21 C22 108.6(4) . . ?
N8 C21 C25 114.1(4) . . ?
N8 C21 H21 107.6 . . ?
N8 C21 H21A 106.8 . . ?
C21 C24a H24A 109.5 . . ?
C21 C24a H24B 109.5 . . ?
C21 C24a H24C 109.5 . . ?
C21 C22a H22A 109.5 . . ?
C21 C22a H22B 109.5 . . ?
C21 C22a H22C 109.5 . . ?
C21 C25b H25A 109.5 . . ?
C21 C25b H25B 109.5 . . ?
C21 C25b H25C 109.5 . . ?
C21 C23b H23A 109.5 . . ?
C21 C23b H23B 109.5 . . ?
C21 C23b H23C 109.5 . . ?
_shelx_res_file
;
TITL 28jund_a.res in Iba2
28jund_a.res created by SHELXL-2016/4 at 15:50:23 on 24-Sep-2018
REM Old TITL 28jund in Iba2
REM SHELXT solution in Iba2
REM R1 0.166, Rweak 0.013, Alpha 0.004, Orientation as input
REM Flack x = -0.039 ( 1.360 ) from Parsons' quotients
REM Formula found by SHELXT: C24 N9
CELL 0.71073 21.6785 11.7948 17.6946 90 90 90
ZERR 8 0.0023 0.0013 0.0026 0 0 0
LATT -2
SYMM -X,-Y,+Z
SYMM 0.5+X,0.5-Y,+Z
SYMM 0.5-X,0.5+Y,+Z
SFAC C H N
UNIT 184 248 72
SIMU 0.04 0.08 1.7 C24 C22 C25 C23
L.S. 20
PLAN 5
SIZE 0.05 0.08 0.06
TEMP 25(2)
BOND $H
LIST 6
fmap 2
acta
SHEL 999 0.837
OMIT 2 3 3
OMIT 2 1 -1
OMIT 2 1 1
OMIT 0 6 0
OMIT 2 3 -3
REM
REM
REM
WGHT 0.037000 4.709899
EXTI 0.002259
FVAR 0.24870
N7 3 0.255154 0.440877 0.562174 11.00000 0.01268 0.03256 =
0.02018 -0.00033 0.00293 0.00137
N8 3 0.177102 0.539953 0.619669 11.00000 0.01634 0.03297 =
0.02543 0.00005 0.00311 0.00119
AFIX 43
H8 2 0.199344 0.599054 0.611444 11.00000 -1.20000
AFIX 0
N6 3 0.165952 0.346816 0.613360 11.00000 0.01199 0.03242 =
0.01871 -0.00079 0.00041 0.00220
N2 3 0.409447 0.265566 0.437836 11.00000 0.01267 0.04123 =
0.02340 -0.00600 0.00408 0.00099
N5 3 0.245578 0.239156 0.552546 11.00000 0.01455 0.03368 =
0.01915 -0.00291 0.00221 0.00322
N9 3 0.163486 0.151823 0.608843 11.00000 0.01640 0.03294 =
0.02316 -0.00259 0.00370 -0.00067
AFIX 43
H9 2 0.180107 0.089297 0.594336 11.00000 -1.20000
AFIX 0
N1 3 0.298201 0.276922 0.335734 11.00000 0.01752 0.04652 =
0.02159 -0.00091 0.00226 -0.00419
N4 3 0.324422 0.334716 0.494811 11.00000 0.01909 0.02918 =
0.02210 -0.00316 0.00740 -0.00051
C16 1 0.191822 0.249468 0.591386 11.00000 0.01277 0.03825 =
0.01419 -0.00247 -0.00350 -0.00030
C15 1 0.273088 0.338729 0.537915 11.00000 0.00980 0.03585 =
0.01530 0.00173 -0.00210 -0.00023
C17 1 0.199671 0.438698 0.598541 11.00000 0.01384 0.03623 =
0.01371 0.00061 -0.00248 0.00245
N3 3 0.539450 0.129984 0.427715 11.00000 0.02744 0.05840 =
0.03076 -0.00615 0.00385 0.00208
C4 1 0.280288 0.091994 0.386687 11.00000 0.01609 0.04423 =
0.02928 0.00371 0.00054 0.00334
AFIX 43
H4 2 0.285233 0.041570 0.426636 11.00000 -1.20000
AFIX 0
C5 1 0.305804 0.198854 0.390516 11.00000 0.01237 0.03647 =
0.02280 -0.00153 0.00462 -0.00033
C9 1 0.535531 0.296662 0.351145 11.00000 0.01404 0.04514 =
0.03146 0.00556 0.00189 0.00329
AFIX 43
H9A 2 0.512604 0.346670 0.321780 11.00000 -1.20000
AFIX 0
C8 1 0.508058 0.207979 0.385336 11.00000 0.01340 0.04762 =
0.02230 -0.00600 0.00083 0.00493
C3 1 0.247319 0.059934 0.323310 11.00000 0.02250 0.04129 =
0.03052 -0.00514 -0.00079 -0.00479
AFIX 43
H3 2 0.230581 -0.012390 0.319107 11.00000 -1.20000
AFIX 0
C6 1 0.346273 0.232556 0.457238 11.00000 0.01038 0.03970 =
0.02195 -0.00147 0.00270 0.00045
AFIX 13
H6 2 0.347461 0.170106 0.493741 11.00000 -1.20000
AFIX 0
C12 1 0.602160 0.146303 0.435742 11.00000 0.02148 0.05963 =
0.02667 -0.00602 -0.00172 0.00428
AFIX 43
H12 2 0.625054 0.094635 0.463841 11.00000 -1.20000
AFIX 0
C13 1 0.408869 0.386597 0.421402 11.00000 0.01640 0.04476 =
0.02521 -0.00190 0.00306 -0.00182
AFIX 23
H13A 2 0.395296 0.400987 0.370054 11.00000 -1.20000
H13B 2 0.449392 0.419752 0.428603 11.00000 -1.20000
AFIX 0
C2 1 0.240051 0.139693 0.266003 11.00000 0.01925 0.05856 =
0.01822 -0.00325 0.00067 -0.00280
AFIX 43
H2 2 0.218328 0.121990 0.222245 11.00000 -1.20000
AFIX 0
C14 1 0.362893 0.432958 0.478561 11.00000 0.01494 0.03601 =
0.02915 -0.00040 0.00600 -0.00126
AFIX 23
H14A 2 0.383602 0.459793 0.523743 11.00000 -1.20000
H14B 2 0.338762 0.494323 0.457162 11.00000 -1.20000
AFIX 0
C1 1 0.265848 0.245624 0.275686 11.00000 0.02075 0.05332 =
0.01900 0.00155 0.00373 -0.00350
AFIX 43
H1 2 0.260149 0.298720 0.237463 11.00000 -1.20000
AFIX 0
C11 1 0.631431 0.237062 0.403177 11.00000 0.01093 0.06186 =
0.03114 -0.01032 0.00027 -0.00107
AFIX 43
H11 2 0.673557 0.248091 0.409862 11.00000 -1.20000
AFIX 0
C7 1 0.438850 0.194983 0.380240 11.00000 0.01533 0.04693 =
0.02489 -0.00600 0.00028 0.00037
AFIX 23
H7A 2 0.424782 0.217734 0.330460 11.00000 -1.20000
H7B 2 0.427607 0.116216 0.387903 11.00000 -1.20000
AFIX 0
C18 1 0.105510 0.146503 0.651489 11.00000 0.01673 0.04571 =
0.02470 0.00078 0.00851 -0.00078
AFIX 13
H18 2 0.105516 0.208266 0.688535 11.00000 -1.20000
AFIX 0
C20 1 0.102711 0.035296 0.693973 11.00000 0.02611 0.04890 =
0.02590 0.00700 0.00397 -0.00091
AFIX 137
H20A 2 0.104765 -0.026473 0.658733 11.00000 -1.50000
H20B 2 0.064740 0.031113 0.721751 11.00000 -1.50000
H20C 2 0.136851 0.030690 0.728391 11.00000 -1.50000
AFIX 0
C19 1 0.049924 0.162095 0.599757 11.00000 0.01624 0.05737 =
0.04082 0.01473 0.00476 0.00363
AFIX 137
H19A 2 0.054375 0.231303 0.571729 11.00000 -1.50000
H19B 2 0.013004 0.165440 0.629633 11.00000 -1.50000
H19C 2 0.047387 0.099361 0.565331 11.00000 -1.50000
AFIX 0
C10 1 0.596994 0.311955 0.360138 11.00000 0.02700 0.05554 =
0.04517 -0.00333 0.00726 -0.00813
AFIX 43
H10 2 0.616281 0.373385 0.337175 11.00000 -1.20000
AFIX 0
PART 1
C24 1 0.114413 0.522851 0.736158 10.50000 0.01765 0.05032 =
0.01424 0.00339 0.00747 0.00821
AFIX 137
H24A 2 0.127431 0.445448 0.741361 10.50000 -1.50000
H24B 2 0.072930 0.530576 0.754435 10.50000 -1.50000
H24C 2 0.141280 0.571002 0.764964 10.50000 -1.50000
AFIX 0
C22 1 0.096787 0.684128 0.645987 10.50000 0.02721 0.04373 =
0.02708 0.01086 0.00250 0.01091
AFIX 137
H22A 2 0.128001 0.732668 0.666823 10.50000 -1.50000
H22B 2 0.058494 0.696788 0.671896 10.50000 -1.50000
H22C 2 0.091695 0.700664 0.593232 10.50000 -1.50000
AFIX 0
PART 0
PART 2
C25 1 0.062879 0.539994 0.603696 10.50000 0.02201 0.06594 =
0.04301 -0.01750 0.00647 0.00160
AFIX 137
H25A 2 0.065068 0.594509 0.563499 10.50000 -1.50000
H25B 2 0.025204 0.550473 0.631339 10.50000 -1.50000
H25C 2 0.063876 0.464841 0.582899 10.50000 -1.50000
AFIX 0
C23 1 0.118603 0.662916 0.693471 10.50000 0.02894 0.06147 =
0.08608 -0.04141 0.01330 -0.00052
AFIX 137
H23A 2 0.151549 0.663138 0.729724 10.50000 -1.50000
H23B 2 0.080098 0.675615 0.718896 10.50000 -1.50000
H23C 2 0.125332 0.721985 0.657068 10.50000 -1.50000
AFIX 0
PART 0
C21 1 0.116864 0.555894 0.655898 11.00000 0.01590 0.04398 =
0.02604 -0.00626 0.00655 0.00176
PART 1
AFIX 13
H21 2 0.086917 0.509031 0.628596 10.50000 -1.20000
AFIX 13
PART 0
PART 2
H21A 2 0.113381 0.497789 0.695256 10.50000 -1.20000
AFIX 0
HKLF 4
REM 28jund_a.res in Iba2
REM R1 = 0.0469 for 3452 Fo > 4sig(Fo) and 0.0604 for all 4016 data
REM 314 parameters refined using 7 restraints
END
WGHT 0.0369 4.7112
REM Highest difference peak 0.220, deepest hole -0.217, 1-sigma level 0.049
Q1 1 0.5097 0.0587 0.4570 11.00000 0.05 0.22
Q2 1 0.1177 0.2393 0.6528 11.00000 0.05 0.21
Q3 1 0.5477 0.3536 0.3472 11.00000 0.05 0.20
Q4 1 0.2655 -0.0221 0.3308 11.00000 0.05 0.20
Q5 1 0.2758 0.5237 0.5589 11.00000 0.05 0.20
;
_shelx_res_checksum 78227
_olex2_submission_special_instructions 'No special instructions were received'
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
#
#######################################################################
data_2-[Cu(ImdH)(H2O)Cl2](OTf)
_database_code_depnum_ccdc_archive 'CCDC 1895745'
loop_
_audit_author_name
_audit_author_address
'Raja Angamuthu'
;Indian Institute of Technology Kanpur
India
;
_audit_update_record
;
2019-02-06 deposited with the CCDC. 2019-10-11 downloaded from the CCDC.
;
_audit_creation_date 2018-09-22
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number 2016/4
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C17 H29 Cl2 Cu N8 O, C F3 O3 S, H2 O'
_chemical_formula_sum 'C18 H31 Cl2 Cu F3 N8 O5 S'
_chemical_formula_weight 663.01
_chemical_melting_point ?
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'
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'
F F 0.0171 0.0103 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_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.
;
_space_group_crystal_system monoclinic
_space_group_IT_number 14
_space_group_name_H-M_alt 'P 1 21/n 1'
_space_group_name_Hall '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
_cell_length_a 14.9180(10)
_cell_length_b 11.9455(8)
_cell_length_c 16.2476(11)
_cell_angle_alpha 90
_cell_angle_beta 110.940(2)
_cell_angle_gamma 90
_cell_volume 2704.1(3)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 9376
_cell_measurement_temperature 173(2)
_cell_measurement_theta_max 28.11
_cell_measurement_theta_min 2.68
_shelx_estimated_absorpt_T_max 0.820
_shelx_estimated_absorpt_T_min 0.786
_exptl_absorpt_coefficient_mu 1.149
_exptl_absorpt_correction_T_max 0.7457
_exptl_absorpt_correction_T_min 0.7015
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0632 before and 0.0539 after correction. The Ratio of minimum to maximum transmission is 0.9407. The \l/2 correction factor is Not present.'
_exptl_absorpt_special_details ?
_exptl_crystal_colour 'metallic dark blue'
_exptl_crystal_colour_lustre metallic
_exptl_crystal_colour_modifier dark
_exptl_crystal_colour_primary blue
_exptl_crystal_density_diffrn 1.629
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description block
_exptl_crystal_F_000 1364
_exptl_crystal_size_max 0.22
_exptl_crystal_size_mid 0.2
_exptl_crystal_size_min 0.18
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0654
_diffrn_reflns_av_unetI/netI 0.0435
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max 19
_diffrn_reflns_limit_h_min -19
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_l_max 21
_diffrn_reflns_limit_l_min -21
_diffrn_reflns_number 41974
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 28.293
_diffrn_reflns_theta_min 2.170
_diffrn_ambient_temperature 173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source ?
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 5157
_reflns_number_total 6713
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement 'SAINT V8.38A (?, 2016)'
_computing_data_collection ?
_computing_data_reduction 'SAINT V8.38A (?, 2016)'
_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 'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max 1.058
_refine_diff_density_min -1.023
_refine_diff_density_rms 0.227
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.123
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 358
_refine_ls_number_reflns 6713
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0742
_refine_ls_R_factor_gt 0.0471
_refine_ls_restrained_S_all 1.123
_refine_ls_shift/su_max 0.002
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0802P)^2^+4.2706P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1280
_refine_ls_wR_factor_ref 0.1610
_refine_special_details ?
_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, All O(H,H) groups
2.a Free rotating group:
O0AA(H0AA,H0AB)
2.b Rotating group:
O1(H1A,H1B)
2.c Ternary CH refined with riding coordinates:
N2(H2), C12(H12), C15(H15), C6(H6)
2.d Secondary CH2 refined with riding coordinates:
C7(H7A,H7B)
2.e Aromatic/amide H refined with riding coordinates:
N7(H7), N8(H8), N5(H5), C4(H4), C3(H3), C2(H2A), C1(H1)
2.f Idealised Me refined as rotating group:
C14(H14A,H14B,H14C), C13(H13A,H13B,H13C), C16(H16A,H16B,H16C), C17(H17A,H17B,
H17C)
;
_atom_sites_solution_hydrogens mixed
_atom_sites_solution_primary iterative
_atom_sites_solution_secondary ?
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.55882(3) 0.47317(3) 0.41074(3) 0.01661(13) Uani 1 1 d . . . . .
Cl1 Cl 0.43985(6) 0.34307(7) 0.34956(6) 0.01814(18) Uani 1 1 d . . . . .
Cl2 Cl 0.61448(6) 0.38810(7) 0.54352(6) 0.01988(19) Uani 1 1 d . . . . .
S1 S 0.67069(8) 1.08328(9) 0.23054(6) 0.0261(2) Uani 1 1 d . . . . .
F1 F 0.49568(18) 1.0213(2) 0.1330(2) 0.0428(7) Uani 1 1 d . . . . .
F2 F 0.6064(2) 0.9471(2) 0.09676(18) 0.0430(7) Uani 1 1 d . . . . .
F3 F 0.5682(2) 1.1197(3) 0.06460(18) 0.0455(7) Uani 1 1 d . . . . .
N7 N 0.4110(2) 1.0715(2) 0.34881(19) 0.0172(6) Uani 1 1 d . . . . .
H7 H 0.399011 1.143805 0.346402 0.021 Uiso 1 1 calc R . . . .
N8 N 0.7235(2) 1.1715(2) 0.50578(19) 0.0166(6) Uani 1 1 d . . . . .
H8 H 0.701243 1.240458 0.499510 0.020 Uiso 1 1 calc R . . . .
N6 N 0.6887(2) 0.9829(2) 0.48199(19) 0.0152(6) Uani 1 1 d . . . . .
N4 N 0.5242(2) 0.9311(2) 0.39961(18) 0.0158(6) Uani 1 1 d . . . . .
N5 N 0.5684(2) 1.1196(2) 0.42652(19) 0.0156(6) Uani 1 1 d . . . . .
H5 H 0.551711 1.190688 0.420138 0.019 Uiso 1 1 calc R . . . .
N1 N 0.5274(2) 0.5700(2) 0.30323(19) 0.0163(6) Uani 1 1 d . . . . .
N2 N 0.6222(2) 0.6158(2) 0.46969(19) 0.0170(6) Uani 1 1 d . . . . .
H2 H 0.614076 0.621983 0.528027 0.020 Uiso 1 1 calc R . . . .
N3 N 0.6448(2) 0.8020(2) 0.44461(19) 0.0166(6) Uani 1 1 d . . . . .
O4 O 0.6656(3) 0.9980(3) 0.2904(2) 0.0421(8) Uani 1 1 d . . . . .
O3 O 0.7576(2) 1.0819(3) 0.2116(2) 0.0380(8) Uani 1 1 d . . . . .
C12 C 0.3307(2) 0.9953(3) 0.3059(2) 0.0177(7) Uani 1 1 d . . . . .
H12 H 0.332950 0.932642 0.347415 0.021 Uiso 1 1 calc R . . . .
O2 O 0.6391(3) 1.1925(3) 0.2454(2) 0.0474(9) Uani 1 1 d . . . . .
C10 C 0.5010(2) 1.0382(3) 0.3911(2) 0.0148(6) Uani 1 1 d . . . . .
C14 C 0.3353(3) 0.9463(3) 0.2214(2) 0.0225(7) Uani 1 1 d . . . . .
H14A H 0.331797 1.006812 0.179603 0.034 Uiso 1 1 calc GR . . . .
H14B H 0.281358 0.894855 0.195541 0.034 Uiso 1 1 calc GR . . . .
H14C H 0.395846 0.905508 0.234349 0.034 Uiso 1 1 calc GR . . . .
C15 C 0.8266(3) 1.1552(3) 0.5532(2) 0.0188(7) Uani 1 1 d . . . . .
H15 H 0.836175 1.084293 0.587961 0.023 Uiso 1 1 calc R . . . .
C11 C 0.6622(2) 1.0900(3) 0.4721(2) 0.0144(6) Uani 1 1 d . . . . .
C9 C 0.6188(2) 0.9096(3) 0.4423(2) 0.0150(6) Uani 1 1 d . . . . .
C13 C 0.2381(3) 1.0611(3) 0.2886(2) 0.0223(7) Uani 1 1 d . . . . .
H13A H 0.234245 1.085799 0.344742 0.033 Uiso 1 1 calc GR . . . .
H13B H 0.182925 1.013097 0.257846 0.033 Uiso 1 1 calc GR . . . .
H13C H 0.237488 1.126473 0.252000 0.033 Uiso 1 1 calc GR . . . .
C4 C 0.5428(3) 0.7541(3) 0.2522(2) 0.0185(7) Uani 1 1 d . . . . .
H4 H 0.559576 0.830530 0.264864 0.022 Uiso 1 1 calc R . . . .
C5 C 0.5478(2) 0.6791(3) 0.3186(2) 0.0159(6) Uani 1 1 d . . . . .
C3 C 0.5125(3) 0.7139(3) 0.1665(2) 0.0223(7) Uani 1 1 d . . . . .
H3 H 0.506733 0.763330 0.119113 0.027 Uiso 1 1 calc R . . . .
C2 C 0.4905(3) 0.6012(3) 0.1503(2) 0.0230(8) Uani 1 1 d . . . . .
H2A H 0.469126 0.572698 0.091873 0.028 Uiso 1 1 calc R . . . .
C1 C 0.5003(3) 0.5312(3) 0.2206(2) 0.0196(7) Uani 1 1 d . . . . .
H1 H 0.487590 0.453569 0.210132 0.023 Uiso 1 1 calc R . . . .
C6 C 0.5742(2) 0.7121(3) 0.4150(2) 0.0155(6) Uani 1 1 d . . . . .
H6 H 0.515044 0.732230 0.427063 0.019 Uiso 1 1 calc R . . . .
C7 C 0.7253(2) 0.6322(3) 0.4834(2) 0.0188(7) Uani 1 1 d . . . . .
H7A H 0.739597 0.605350 0.431687 0.023 Uiso 1 1 calc R . . . .
H7B H 0.766715 0.591456 0.536412 0.023 Uiso 1 1 calc R . . . .
C8 C 0.7411(3) 0.7584(3) 0.4951(3) 0.0211(7) Uani 1 1 d . . . . .
H8A H 0.760(3) 0.783(4) 0.558(3) 0.025 Uiso 1 1 d R . . . .
C16 C 0.8633(3) 1.2525(4) 0.6165(3) 0.0335(10) Uani 1 1 d . . . . .
H16A H 0.849642 1.323026 0.583481 0.050 Uiso 1 1 calc GR . . . .
H16B H 0.932666 1.244876 0.647214 0.050 Uiso 1 1 calc GR . . . .
H16C H 0.831112 1.252398 0.659576 0.050 Uiso 1 1 calc GR . . . .
C17 C 0.8788(3) 1.1457(4) 0.4891(3) 0.0338(10) Uani 1 1 d . . . . .
H17A H 0.854304 1.080951 0.450536 0.051 Uiso 1 1 calc GR . . . .
H17B H 0.947649 1.136047 0.521830 0.051 Uiso 1 1 calc GR . . . .
H17C H 0.868347 1.213893 0.453365 0.051 Uiso 1 1 calc GR . . . .
C18 C 0.5802(3) 1.0420(3) 0.1255(3) 0.0266(8) Uani 1 1 d . . . . .
H8B H 0.787(4) 0.788(4) 0.473(3) 0.042(14) Uiso 1 1 d . . . . .
O0AA O 0.8598(3) 0.8760(4) 0.3772(3) 0.0669(12) Uani 1 1 d . . . . .
H0AA H 0.856178 0.819612 0.342256 0.100 Uiso 1 1 d G . . . .
H0AB H 0.811515 0.918459 0.348110 0.100 Uiso 1 1 d G . . . .
O1 O 0.6733(2) 0.3842(2) 0.36242(18) 0.0260(6) Uani 1 1 d . . . . .
H1A H 0.692987 0.430326 0.328279 0.039 Uiso 1 1 d GR . . . .
H1B H 0.646449 0.326868 0.325812 0.039 Uiso 1 1 d GR . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0205(2) 0.0104(2) 0.0183(2) 0.00064(15) 0.00610(17) -0.00127(16)
Cl1 0.0190(4) 0.0099(4) 0.0241(4) -0.0004(3) 0.0058(3) -0.0015(3)
Cl2 0.0242(4) 0.0150(4) 0.0200(4) 0.0030(3) 0.0074(3) 0.0017(3)
S1 0.0334(5) 0.0259(5) 0.0212(4) -0.0019(4) 0.0125(4) -0.0052(4)
F1 0.0223(12) 0.0444(17) 0.0640(19) -0.0022(14) 0.0181(13) -0.0033(11)
F2 0.0367(14) 0.0462(16) 0.0414(15) -0.0210(13) 0.0082(12) 0.0015(12)
F3 0.0409(15) 0.0521(18) 0.0342(14) 0.0114(13) 0.0018(12) -0.0057(13)
N7 0.0177(14) 0.0094(13) 0.0223(15) -0.0011(11) 0.0042(12) 0.0005(11)
N8 0.0166(14) 0.0095(13) 0.0208(14) -0.0004(11) 0.0033(12) 0.0000(11)
N6 0.0176(14) 0.0086(13) 0.0169(13) -0.0002(10) 0.0028(11) 0.0003(11)
N4 0.0199(14) 0.0100(13) 0.0172(14) 0.0002(10) 0.0063(12) -0.0005(11)
N5 0.0148(13) 0.0079(12) 0.0218(14) 0.0004(11) 0.0038(11) 0.0004(10)
N1 0.0178(14) 0.0115(13) 0.0202(14) 0.0003(11) 0.0077(12) -0.0005(11)
N2 0.0215(15) 0.0114(13) 0.0175(14) -0.0004(11) 0.0063(12) 0.0009(11)
N3 0.0172(14) 0.0094(13) 0.0202(14) -0.0009(11) 0.0029(12) -0.0013(11)
O4 0.062(2) 0.0381(18) 0.0305(16) 0.0022(14) 0.0222(16) -0.0104(16)
O3 0.0274(15) 0.054(2) 0.0303(16) -0.0012(14) 0.0076(13) -0.0092(14)
C12 0.0163(16) 0.0157(16) 0.0187(16) -0.0004(13) 0.0035(13) -0.0039(13)
O2 0.063(2) 0.0323(18) 0.047(2) -0.0101(15) 0.0188(18) 0.0000(16)
C10 0.0172(16) 0.0121(15) 0.0151(15) -0.0011(12) 0.0059(13) -0.0014(12)
C14 0.0242(18) 0.0223(18) 0.0196(17) -0.0044(14) 0.0061(15) 0.0003(15)
C15 0.0180(16) 0.0140(16) 0.0206(17) 0.0003(13) 0.0024(14) -0.0019(13)
C11 0.0161(15) 0.0134(15) 0.0129(15) -0.0005(12) 0.0043(13) -0.0006(12)
C9 0.0194(16) 0.0103(15) 0.0148(15) 0.0002(12) 0.0054(13) -0.0003(12)
C13 0.0172(17) 0.0238(18) 0.0241(18) -0.0067(15) 0.0055(14) -0.0017(14)
C4 0.0240(17) 0.0119(15) 0.0193(16) 0.0019(13) 0.0074(14) 0.0008(13)
C5 0.0164(16) 0.0131(15) 0.0187(16) -0.0003(12) 0.0070(13) 0.0003(12)
C3 0.0266(19) 0.0198(18) 0.0218(18) 0.0028(14) 0.0101(15) 0.0007(15)
C2 0.0289(19) 0.0218(18) 0.0181(17) -0.0046(14) 0.0082(15) -0.0036(15)
C1 0.0229(17) 0.0159(16) 0.0201(17) -0.0038(13) 0.0079(14) -0.0027(14)
C6 0.0193(16) 0.0085(14) 0.0191(16) 0.0003(12) 0.0073(14) -0.0001(12)
C7 0.0185(16) 0.0140(16) 0.0210(17) 0.0009(13) 0.0037(14) 0.0025(13)
C8 0.0190(17) 0.0124(16) 0.0273(19) 0.0015(14) 0.0025(15) 0.0017(13)
C16 0.030(2) 0.026(2) 0.034(2) -0.0040(17) -0.0014(18) -0.0038(17)
C17 0.024(2) 0.042(3) 0.036(2) -0.0006(19) 0.0119(18) -0.0014(18)
C18 0.0243(19) 0.0248(19) 0.032(2) -0.0021(16) 0.0122(17) -0.0022(16)
O0AA 0.070(3) 0.047(2) 0.087(3) 0.000(2) 0.032(3) 0.006(2)
O1 0.0284(14) 0.0224(14) 0.0302(15) -0.0007(11) 0.0141(12) 0.0020(11)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 Cl1 2.3005(9) . ?
Cu1 Cl2 2.2573(9) . ?
Cu1 N1 2.006(3) . ?
Cu1 N2 2.017(3) . ?
Cu1 O1 2.371(3) . ?
S1 O4 1.429(3) . ?
S1 O3 1.436(3) . ?
S1 O2 1.436(3) . ?
S1 C18 1.825(4) . ?
F1 C18 1.331(5) . ?
F2 C18 1.337(5) . ?
F3 C18 1.322(5) . ?
N7 H7 0.8800 . ?
N7 C12 1.467(4) . ?
N7 C10 1.331(4) . ?
N8 H8 0.8800 . ?
N8 C15 1.466(4) . ?
N8 C11 1.314(4) . ?
N6 C11 1.332(4) . ?
N6 C9 1.337(4) . ?
N4 C10 1.320(4) . ?
N4 C9 1.356(4) . ?
N5 H5 0.8800 . ?
N5 C10 1.369(4) . ?
N5 C11 1.376(4) . ?
N1 C5 1.342(4) . ?
N1 C1 1.338(4) . ?
N2 H2 1.0000 . ?
N2 C6 1.473(4) . ?
N2 C7 1.488(4) . ?
N3 C9 1.340(4) . ?
N3 C6 1.460(4) . ?
N3 C8 1.472(4) . ?
C12 H12 1.0000 . ?
C12 C14 1.518(5) . ?
C12 C13 1.526(5) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15 1.0000 . ?
C15 C16 1.519(5) . ?
C15 C17 1.511(5) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C4 H4 0.9500 . ?
C4 C5 1.383(5) . ?
C4 C3 1.386(5) . ?
C5 C6 1.524(5) . ?
C3 H3 0.9500 . ?
C3 C2 1.389(5) . ?
C2 H2A 0.9500 . ?
C2 C1 1.380(5) . ?
C1 H1 0.9500 . ?
C6 H6 1.0000 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.528(5) . ?
C8 H8A 1.00(4) . ?
C8 H8B 0.94(5) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
O0AA H0AA 0.8698 . ?
O0AA H0AB 0.8700 . ?
O1 H1A 0.9022 . ?
O1 H1B 0.9017 . ?
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
Cl1 Cu1 O1 95.16(7) . . ?
Cl2 Cu1 Cl1 94.15(3) . . ?
Cl2 Cu1 O1 92.99(7) . . ?
N1 Cu1 Cl1 96.25(9) . . ?
N1 Cu1 Cl2 169.59(9) . . ?
N1 Cu1 N2 81.40(12) . . ?
N1 Cu1 O1 86.67(11) . . ?
N2 Cu1 Cl1 159.10(9) . . ?
N2 Cu1 Cl2 88.66(9) . . ?
N2 Cu1 O1 105.39(11) . . ?
O4 S1 O3 114.1(2) . . ?
O4 S1 O2 115.7(2) . . ?
O4 S1 C18 104.0(2) . . ?
O3 S1 O2 114.9(2) . . ?
O3 S1 C18 102.72(18) . . ?
O2 S1 C18 103.0(2) . . ?
C12 N7 H7 117.9 . . ?
C10 N7 H7 117.9 . . ?
C10 N7 C12 124.1(3) . . ?
C15 N8 H8 117.9 . . ?
C11 N8 H8 117.9 . . ?
C11 N8 C15 124.3(3) . . ?
C11 N6 C9 115.1(3) . . ?
C10 N4 C9 115.0(3) . . ?
C10 N5 H5 120.1 . . ?
C10 N5 C11 119.8(3) . . ?
C11 N5 H5 120.1 . . ?
C5 N1 Cu1 115.6(2) . . ?
C1 N1 Cu1 124.5(2) . . ?
C1 N1 C5 119.3(3) . . ?
Cu1 N2 H2 108.5 . . ?
C6 N2 Cu1 109.2(2) . . ?
C6 N2 H2 108.5 . . ?
C6 N2 C7 103.9(3) . . ?
C7 N2 Cu1 117.8(2) . . ?
C7 N2 H2 108.5 . . ?
C9 N3 C6 122.0(3) . . ?
C9 N3 C8 124.8(3) . . ?
C6 N3 C8 111.7(3) . . ?
N7 C12 H12 108.6 . . ?
N7 C12 C14 112.1(3) . . ?
N7 C12 C13 107.5(3) . . ?
C14 C12 H12 108.6 . . ?
C14 C12 C13 111.3(3) . . ?
C13 C12 H12 108.6 . . ?
N7 C10 N5 117.2(3) . . ?
N4 C10 N7 121.5(3) . . ?
N4 C10 N5 121.3(3) . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N8 C15 H15 108.7 . . ?
N8 C15 C16 108.1(3) . . ?
N8 C15 C17 110.5(3) . . ?
C16 C15 H15 108.7 . . ?
C17 C15 H15 108.7 . . ?
C17 C15 C16 112.0(3) . . ?
N8 C11 N6 122.0(3) . . ?
N8 C11 N5 117.2(3) . . ?
N6 C11 N5 120.9(3) . . ?
N6 C9 N4 127.8(3) . . ?
N6 C9 N3 116.5(3) . . ?
N3 C9 N4 115.7(3) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C5 C4 H4 121.1 . . ?
C5 C4 C3 117.8(3) . . ?
C3 C4 H4 121.1 . . ?
N1 C5 C4 122.6(3) . . ?
N1 C5 C6 113.6(3) . . ?
C4 C5 C6 123.8(3) . . ?
C4 C3 H3 120.1 . . ?
C4 C3 C2 119.8(3) . . ?
C2 C3 H3 120.1 . . ?
C3 C2 H2A 120.6 . . ?
C1 C2 C3 118.8(3) . . ?
C1 C2 H2A 120.6 . . ?
N1 C1 C2 121.7(3) . . ?
N1 C1 H1 119.1 . . ?
C2 C1 H1 119.1 . . ?
N2 C6 C5 108.1(3) . . ?
N2 C6 H6 110.0 . . ?
N3 C6 N2 103.8(3) . . ?
N3 C6 C5 114.8(3) . . ?
N3 C6 H6 110.0 . . ?
C5 C6 H6 110.0 . . ?
N2 C7 H7A 110.8 . . ?
N2 C7 H7B 110.8 . . ?
N2 C7 C8 104.7(3) . . ?
H7A C7 H7B 108.9 . . ?
C8 C7 H7A 110.8 . . ?
C8 C7 H7B 110.8 . . ?
N3 C8 C7 101.7(3) . . ?
N3 C8 H8A 109(3) . . ?
N3 C8 H8B 111(3) . . ?
C7 C8 H8A 114(3) . . ?
C7 C8 H8B 115(3) . . ?
H8A C8 H8B 107(4) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
F1 C18 S1 111.9(3) . . ?
F1 C18 F2 106.2(3) . . ?
F2 C18 S1 110.2(3) . . ?
F3 C18 S1 111.5(3) . . ?
F3 C18 F1 108.6(3) . . ?
F3 C18 F2 108.1(3) . . ?
H0AA O0AA H0AB 104.5 . . ?
Cu1 O1 H1A 111.2 . . ?
Cu1 O1 H1B 110.9 . . ?
H1A O1 H1B 102.9 . . ?
_shelx_res_file
;
TITL 5julc_0m_a.res in P2(1)/n
5julc_0m.res created by SHELXL-2016/4 at 17:11:10 on 22-Sep-2018
REM Old TITL 5julc_0m in P2(1)/n
REM SHELXT solution in P2(1)/n
REM R1 0.113, Rweak 0.004, Alpha 0.046, Orientation as input
REM Formula found by SHELXT: C22 Cl2 Cu F3 N6 O3 S
CELL 0.71073 14.918 11.9455 16.2476 90 110.94 90
ZERR 4 0.001 0.0008 0.0011 0 0.002 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C H Cl Cu F N O S
UNIT 72 124 8 4 12 32 20 4
L.S. 50
PLAN 10
SIZE 0.22 0.2 0.18
TEMP -100.15
BOND $H
list 4
fmap 2 53
acta
REM
REM
REM
WGHT 0.080200 4.270600
FVAR 0.24421
CU1 4 0.558817 0.473168 0.410744 11.00000 0.02050 0.01036 =
0.01829 0.00064 0.00610 -0.00127
CL1 3 0.439847 0.343065 0.349559 11.00000 0.01898 0.00988 =
0.02406 -0.00038 0.00584 -0.00146
CL2 3 0.614479 0.388096 0.543517 11.00000 0.02418 0.01500 =
0.02002 0.00297 0.00737 0.00168
S1 8 0.670690 1.083281 0.230542 11.00000 0.03337 0.02595 =
0.02123 -0.00193 0.01253 -0.00523
F1 5 0.495676 1.021331 0.132965 11.00000 0.02229 0.04438 =
0.06396 -0.00223 0.01812 -0.00328
F2 5 0.606379 0.947103 0.096758 11.00000 0.03667 0.04616 =
0.04140 -0.02098 0.00820 0.00146
F3 5 0.568226 1.119729 0.064599 11.00000 0.04086 0.05209 =
0.03417 0.01138 0.00180 -0.00573
N7 6 0.411044 1.071517 0.348813 11.00000 0.01769 0.00936 =
0.02230 -0.00113 0.00422 0.00048
AFIX 43
H7 2 0.399011 1.143805 0.346402 11.00000 -1.20000
AFIX 0
N8 6 0.723521 1.171540 0.505781 11.00000 0.01660 0.00947 =
0.02081 -0.00039 0.00327 -0.00004
AFIX 43
H8 2 0.701243 1.240458 0.499510 11.00000 -1.20000
AFIX 0
N6 6 0.688711 0.982897 0.481990 11.00000 0.01756 0.00857 =
0.01689 -0.00017 0.00285 0.00031
N4 6 0.524210 0.931089 0.399608 11.00000 0.01993 0.01000 =
0.01719 0.00024 0.00628 -0.00049
N5 6 0.568376 1.119641 0.426517 11.00000 0.01482 0.00793 =
0.02180 0.00045 0.00378 0.00041
AFIX 43
H5 2 0.551711 1.190688 0.420138 11.00000 -1.20000
AFIX 0
N1 6 0.527360 0.569968 0.303227 11.00000 0.01779 0.01146 =
0.02024 0.00029 0.00770 -0.00051
N2 6 0.622150 0.615822 0.469688 11.00000 0.02147 0.01138 =
0.01750 -0.00036 0.00634 0.00092
AFIX 13
H2 2 0.614076 0.621983 0.528027 11.00000 -1.20000
AFIX 0
N3 6 0.644819 0.801976 0.444609 11.00000 0.01718 0.00938 =
0.02023 -0.00090 0.00289 -0.00131
O4 7 0.665629 0.998034 0.290389 11.00000 0.06219 0.03811 =
0.03049 0.00219 0.02219 -0.01039
O3 7 0.757622 1.081892 0.211641 11.00000 0.02740 0.05411 =
0.03026 -0.00124 0.00758 -0.00922
C12 1 0.330716 0.995331 0.305937 11.00000 0.01631 0.01573 =
0.01873 -0.00044 0.00355 -0.00390
AFIX 13
H12 2 0.332950 0.932642 0.347415 11.00000 -1.20000
AFIX 0
O2 7 0.639131 1.192485 0.245380 11.00000 0.06252 0.03230 =
0.04670 -0.01013 0.01881 0.00002
C10 1 0.500976 1.038175 0.391130 11.00000 0.01725 0.01212 =
0.01510 -0.00108 0.00594 -0.00141
C14 1 0.335339 0.946281 0.221365 11.00000 0.02416 0.02232 =
0.01958 -0.00443 0.00609 0.00031
AFIX 137
H14A 2 0.331797 1.006812 0.179603 11.00000 -1.50000
H14B 2 0.281358 0.894855 0.195541 11.00000 -1.50000
H14C 2 0.395846 0.905508 0.234349 11.00000 -1.50000
AFIX 0
C15 1 0.826579 1.155203 0.553151 11.00000 0.01798 0.01402 =
0.02058 0.00026 0.00239 -0.00188
AFIX 13
H15 2 0.836175 1.084293 0.587961 11.00000 -1.20000
AFIX 0
C11 1 0.662214 1.090024 0.472066 11.00000 0.01610 0.01345 =
0.01293 -0.00048 0.00433 -0.00063
C9 1 0.618809 0.909619 0.442303 11.00000 0.01940 0.01030 =
0.01477 0.00021 0.00539 -0.00032
C13 1 0.238058 1.061052 0.288579 11.00000 0.01724 0.02383 =
0.02412 -0.00671 0.00548 -0.00173
AFIX 137
H13A 2 0.234245 1.085799 0.344742 11.00000 -1.50000
H13B 2 0.182925 1.013097 0.257846 11.00000 -1.50000
H13C 2 0.237488 1.126473 0.252000 11.00000 -1.50000
AFIX 0
C4 1 0.542804 0.754066 0.252187 11.00000 0.02403 0.01188 =
0.01931 0.00190 0.00737 0.00077
AFIX 43
H4 2 0.559576 0.830530 0.264864 11.00000 -1.20000
AFIX 0
C5 1 0.547837 0.679124 0.318575 11.00000 0.01645 0.01313 =
0.01866 -0.00035 0.00702 0.00031
C3 1 0.512478 0.713911 0.166543 11.00000 0.02660 0.01977 =
0.02184 0.00282 0.01013 0.00069
AFIX 43
H3 2 0.506733 0.763330 0.119113 11.00000 -1.20000
AFIX 0
C2 1 0.490519 0.601164 0.150315 11.00000 0.02890 0.02183 =
0.01813 -0.00461 0.00818 -0.00358
AFIX 43
H2A 2 0.469126 0.572698 0.091873 11.00000 -1.20000
AFIX 0
C1 1 0.500341 0.531220 0.220636 11.00000 0.02291 0.01591 =
0.02009 -0.00379 0.00790 -0.00272
AFIX 43
H1 2 0.487590 0.453569 0.210132 11.00000 -1.20000
AFIX 0
C6 1 0.574241 0.712081 0.414994 11.00000 0.01928 0.00850 =
0.01912 0.00027 0.00725 -0.00013
AFIX 13
H6 2 0.515044 0.732230 0.427063 11.00000 -1.20000
AFIX 0
C7 1 0.725345 0.632158 0.483356 11.00000 0.01850 0.01405 =
0.02098 0.00091 0.00371 0.00255
AFIX 23
H7A 2 0.739597 0.605350 0.431687 11.00000 -1.20000
H7B 2 0.766715 0.591456 0.536412 11.00000 -1.20000
AFIX 0
C8 1 0.741138 0.758406 0.495147 11.00000 0.01897 0.01236 =
0.02734 0.00149 0.00249 0.00168
H8A 2 0.760370 0.783465 0.557555 11.00000 -1.20000
C16 1 0.863252 1.252504 0.616470 11.00000 0.03031 0.02596 =
0.03379 -0.00400 -0.00142 -0.00385
AFIX 137
H16A 2 0.849642 1.323026 0.583481 11.00000 -1.50000
H16B 2 0.932666 1.244876 0.647214 11.00000 -1.50000
H16C 2 0.831112 1.252398 0.659576 11.00000 -1.50000
AFIX 0
C17 1 0.878808 1.145687 0.489093 11.00000 0.02417 0.04186 =
0.03633 -0.00061 0.01191 -0.00140
AFIX 137
H17A 2 0.854304 1.080951 0.450536 11.00000 -1.50000
H17B 2 0.947649 1.136047 0.521830 11.00000 -1.50000
H17C 2 0.868347 1.213893 0.453365 11.00000 -1.50000
AFIX 0
C18 1 0.580163 1.042026 0.125543 11.00000 0.02434 0.02477 =
0.03248 -0.00212 0.01224 -0.00222
H8B 2 0.786879 0.787652 0.473410 11.00000 0.04151
AFIX 6
O0AA 7 0.859826 0.875977 0.377201 11.00000 0.06960 0.04730 =
0.08690 -0.00021 0.03160 0.00574
H0AA 2 0.856178 0.819612 0.342256 11.00000 -1.50000
H0AB 2 0.811515 0.918459 0.348110 11.00000 -1.50000
AFIX 0
O1 7 0.673299 0.384209 0.362422 11.00000 0.02843 0.02240 =
0.03020 -0.00074 0.01408 0.00201
AFIX 7
H1A 2 0.692987 0.430326 0.328279 11.00000 -1.50000
H1B 2 0.646449 0.326868 0.325812 11.00000 -1.50000
AFIX 0
HKLF 4
REM 5julc_0m_a.res in P2(1)/n
REM R1 = 0.0471 for 5157 Fo > 4sig(Fo) and 0.0742 for all 6713 data
REM 358 parameters refined using 0 restraints
END
WGHT 0.0794 4.3185
REM Highest difference peak 1.058, deepest hole -1.023, 1-sigma level 0.227
Q1 1 0.7399 1.1558 0.2137 11.00000 0.05 1.06
Q2 1 0.3246 0.9773 0.2604 11.00000 0.05 0.73
Q3 1 0.2857 1.0351 0.2932 11.00000 0.05 0.72
Q4 1 0.6267 1.1207 0.2179 11.00000 0.05 0.68
Q5 1 0.4408 0.6171 0.0964 11.00000 0.05 0.64
Q6 1 0.3568 1.0239 0.3208 11.00000 0.05 0.62
Q7 1 0.6222 1.1255 0.2741 11.00000 0.05 0.61
Q8 1 0.2800 0.8624 0.2541 11.00000 0.05 0.59
Q9 1 0.2791 1.0573 0.2489 11.00000 0.05 0.56
Q10 1 0.1877 0.9657 0.3167 11.00000 0.05 0.56
;
_shelx_res_checksum 3011
_olex2_submission_special_instructions 'No special instructions were received'
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
#
#######################################################################
data_5-[Cu(L-H)(H+)(OTf)Cl](OTf)
_database_code_depnum_ccdc_archive 'CCDC 1895748'
loop_
_audit_author_name
_audit_author_address
'Raja Angamuthu'
;Indian Institute of Technology Kanpur
India
;
_audit_update_record
;
2019-02-06 deposited with the CCDC. 2019-10-11 downloaded from the CCDC.
;
_audit_creation_date 2018-09-21
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number 2016/4
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C23 H32 Cl Cu N9, 2(C F3 O3 S)'
_chemical_formula_sum 'C25 H32 Cl Cu F6 N9 O6 S2'
_chemical_formula_weight 831.70
_chemical_melting_point ?
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'
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'
F F 0.0171 0.0103 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_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.
;
_space_group_crystal_system triclinic
_space_group_IT_number 2
_space_group_name_H-M_alt 'P -1'
_space_group_name_Hall '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 8.4954(8)
_cell_length_b 11.7314(11)
_cell_length_c 19.2810(18)
_cell_angle_alpha 100.763(2)
_cell_angle_beta 99.350(2)
_cell_angle_gamma 108.877(2)
_cell_volume 1734.2(3)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 6279
_cell_measurement_temperature 100
_cell_measurement_theta_max 28.27
_cell_measurement_theta_min 2.61
_shelx_estimated_absorpt_T_max 0.839
_shelx_estimated_absorpt_T_min 0.811
_exptl_absorpt_coefficient_mu 0.912
_exptl_absorpt_correction_T_max 0.7457
_exptl_absorpt_correction_T_min 0.6789
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0903 before and 0.0468 after correction. The Ratio of minimum to maximum transmission is 0.9104. The \l/2 correction factor is Not present.'
_exptl_absorpt_special_details ?
_exptl_crystal_colour 'metallic blue'
_exptl_crystal_colour_lustre metallic
_exptl_crystal_colour_primary blue
_exptl_crystal_density_diffrn 1.593
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description block
_exptl_crystal_F_000 850
_exptl_crystal_size_max 0.24
_exptl_crystal_size_mid 0.22
_exptl_crystal_size_min 0.2
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0452
_diffrn_reflns_av_unetI/netI 0.0680
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_h_min -11
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_l_max 25
_diffrn_reflns_limit_l_min -25
_diffrn_reflns_number 21482
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 28.338
_diffrn_reflns_theta_min 2.215
_diffrn_ambient_temperature 100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source ?
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 6094
_reflns_number_total 8622
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement 'SAINT V8.38A (?, 2016)'
_computing_data_collection ?
_computing_data_reduction 'SAINT V8.38A (?, 2016)'
_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 'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max 1.586
_refine_diff_density_min -1.189
_refine_diff_density_rms 0.200
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.053
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 455
_refine_ls_number_reflns 8622
_refine_ls_number_restraints 43
_refine_ls_R_factor_all 0.1196
_refine_ls_R_factor_gt 0.0819
_refine_ls_restrained_S_all 1.073
_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/[\s^2^(Fo^2^)+(0.1390P)^2^+6.2118P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.2246
_refine_ls_wR_factor_ref 0.2612
_refine_special_details ?
_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. Restrained distances
S0AA-C0AA
1.8 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(S0AA) \\sim Ueq: with sigma of 0.05 and sigma for terminal atoms of 0.05
Uanis(F4) \\sim Ueq, Uanis(F5) \\sim Ueq, Uanis(F6) \\sim Ueq: with sigma of
0.02 and sigma for terminal atoms of 0.02
Uanis(O4) \\sim Ueq, Uanis(O5) \\sim Ueq: with sigma of 0.05 and sigma for
terminal atoms of 0.05
Uanis(C0AA) \\sim Ueq: with sigma of 0.05 and sigma for terminal atoms of 0.05
4.a Ternary CH refined with riding coordinates:
C6(H6), C18(H18), C21(H21)
4.b Secondary CH2 refined with riding coordinates:
C14(H14A,H14B), C13(H13A,H13B), C7(H7A,H7B)
4.c Aromatic/amide H refined with riding coordinates:
C9(H9), C2(H2), C1(H1), C12(H12), C10(H10), C3(H3), C4(H4), C11(H11), N8(H8),
N7(H7), N9(H9A)
4.d Idealised Me refined as rotating group:
C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C23(H23A,H23B,H23C), C22(H22A,H22B,
H22C)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary iterative
_atom_sites_solution_secondary ?
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.39036(7) 0.83321(5) 0.50900(3) 0.02164(19) Uani 1 1 d . . . . .
Cl1 Cl 0.39576(16) 1.00665(11) 0.58445(7) 0.0260(3) Uani 1 1 d . . . . .
S1 S 0.27530(15) 0.60701(11) 0.61460(7) 0.0236(3) Uani 1 1 d . . . . .
O2 O 0.4328(5) 0.5926(3) 0.6044(2) 0.0266(8) Uani 1 1 d . . . . .
O1 O 0.2366(5) 0.7032(3) 0.5855(2) 0.0276(8) Uani 1 1 d . . . . .
F1 F 0.4580(5) 0.7772(4) 0.7360(2) 0.0550(11) Uani 1 1 d . . . . .
O3 O 0.1324(5) 0.4926(4) 0.6007(2) 0.0338(9) Uani 1 1 d . . . . .
F3 F 0.1916(5) 0.6957(5) 0.7334(2) 0.0531(11) Uani 1 1 d . . . . .
F2 F 0.3549(6) 0.5910(5) 0.7482(2) 0.0603(12) Uani 1 1 d . . . . .
N1 N 0.1898(5) 0.8181(4) 0.4321(2) 0.0222(8) Uani 1 1 d . . . . .
N2 N 0.3949(5) 0.6885(4) 0.4329(2) 0.0211(8) Uani 1 1 d . . . . .
N4 N 0.2711(6) 0.5783(4) 0.3128(2) 0.0258(9) Uani 1 1 d . . . . .
N3 N 0.6113(5) 0.8300(4) 0.5594(2) 0.0230(9) Uani 1 1 d . . . . .
C9 C 0.8287(6) 0.7443(5) 0.5461(3) 0.0249(10) Uani 1 1 d . . . . .
H9 H 0.871793 0.692713 0.516729 0.030 Uiso 1 1 calc R . . . .
N6 N 0.2656(7) 0.4392(5) 0.2124(3) 0.0343(11) Uani 1 1 d . . . . .
C6 C 0.3238(6) 0.7020(4) 0.3611(3) 0.0220(10) Uani 1 1 d . . . . .
H6 H 0.414408 0.763133 0.345384 0.026 Uiso 1 1 calc R . . . .
C2 C -0.0602(7) 0.8544(5) 0.3833(3) 0.0291(11) Uani 1 1 d . . . . .
H2 H -0.139420 0.894538 0.389948 0.035 Uiso 1 1 calc R . . . .
C14 C 0.2344(6) 0.4828(5) 0.3543(3) 0.0256(10) Uani 1 1 d . . . . .
H14A H 0.307571 0.432519 0.348980 0.031 Uiso 1 1 calc R . . . .
H14B H 0.112531 0.426689 0.338661 0.031 Uiso 1 1 calc R . . . .
C13 C 0.2780(6) 0.5619(4) 0.4326(3) 0.0234(10) Uani 1 1 d . . . . .
H13A H 0.172865 0.565937 0.446959 0.028 Uiso 1 1 calc R . . . .
H13B H 0.335765 0.526199 0.466762 0.028 Uiso 1 1 calc R . . . .
C1 C 0.0731(6) 0.8710(5) 0.4403(3) 0.0257(11) Uani 1 1 d . . . . .
H1 H 0.082616 0.921228 0.486696 0.031 Uiso 1 1 calc R . . . .
C7 C 0.5763(6) 0.6962(5) 0.4410(3) 0.0242(10) Uani 1 1 d . . . . .
H7A H 0.630027 0.745060 0.408764 0.029 Uiso 1 1 calc R . . . .
H7B H 0.578708 0.611415 0.426464 0.029 Uiso 1 1 calc R . . . .
N5 N 0.3643(8) 0.6603(5) 0.2224(3) 0.0404(12) Uani 1 1 d . . . . .
C12 C 0.6965(7) 0.8885(5) 0.6289(3) 0.0266(11) Uani 1 1 d . . . . .
H12 H 0.650030 0.937865 0.657858 0.032 Uiso 1 1 calc R . . . .
C8 C 0.6755(6) 0.7573(4) 0.5186(3) 0.0226(10) Uani 1 1 d . . . . .
C10 C 0.9172(7) 0.8078(5) 0.6170(3) 0.0299(12) Uani 1 1 d . . . . .
H10 H 1.023952 0.802457 0.636458 0.036 Uiso 1 1 calc R . . . .
C5 C 0.1761(6) 0.7465(4) 0.3666(3) 0.0227(10) Uani 1 1 d . . . . .
C3 C -0.0769(7) 0.7783(6) 0.3161(4) 0.0349(13) Uani 1 1 d . . . . .
H3 H -0.169657 0.763871 0.276524 0.042 Uiso 1 1 calc R . . . .
C4 C 0.0442(7) 0.7231(5) 0.3072(3) 0.0304(11) Uani 1 1 d . . . . .
H4 H 0.035939 0.671000 0.261607 0.037 Uiso 1 1 calc R . . . .
C11 C 0.8489(7) 0.8795(5) 0.6594(3) 0.0318(12) Uani 1 1 d . . . . .
H11 H 0.906204 0.921601 0.708717 0.038 Uiso 1 1 calc R . . . .
C15 C 0.3005(7) 0.5575(5) 0.2470(3) 0.0301(11) Uani 1 1 d . . . . .
C1AA C 0.3225(8) 0.6706(6) 0.7130(4) 0.0379(14) Uani 1 1 d . . . . .
N8 N 0.2614(10) 0.3062(6) 0.1072(4) 0.0604(18) Uani 1 1 d . . . . .
H8 H 0.287947 0.297769 0.064721 0.072 Uiso 1 1 calc R . . . .
N7 N 0.3684(10) 0.5175(6) 0.1204(3) 0.064(2) Uani 1 1 d . . . . .
H7 H 0.395941 0.503857 0.078413 0.076 Uiso 1 1 calc R . . . .
N9 N 0.4620(12) 0.7268(7) 0.1266(4) 0.075(2) Uani 1 1 d . . . . .
H9A H 0.487493 0.706976 0.084688 0.090 Uiso 1 1 calc R . . . .
C17 C 0.2968(10) 0.4214(7) 0.1476(4) 0.0450(16) Uani 1 1 d . . . . .
C16 C 0.3989(11) 0.6364(7) 0.1578(4) 0.0532(19) Uani 1 1 d . . . . .
C18 C 0.1807(12) 0.1937(7) 0.1302(5) 0.062(2) Uani 1 1 d . . . . .
H18 H 0.235285 0.208537 0.182752 0.074 Uiso 1 1 calc R . . . .
C19 C -0.0062(13) 0.1629(9) 0.1226(5) 0.078(3) Uani 1 1 d . . . . .
H19A H -0.024926 0.225169 0.158488 0.117 Uiso 1 1 calc GR . . . .
H19B H -0.057615 0.080246 0.130636 0.117 Uiso 1 1 calc GR . . . .
H19C H -0.059257 0.163091 0.073520 0.117 Uiso 1 1 calc GR . . . .
C21 C 0.4925(15) 0.8590(9) 0.1580(6) 0.075(3) Uani 1 1 d . . . . .
H21 H 0.391683 0.867534 0.175819 0.090 Uiso 1 1 calc R . . . .
C20 C 0.2196(17) 0.0889(10) 0.0872(8) 0.118(5) Uani 1 1 d . . . . .
H20A H 0.182241 0.081001 0.035074 0.177 Uiso 1 1 calc GR . . . .
H20B H 0.158545 0.010739 0.098436 0.177 Uiso 1 1 calc GR . . . .
H20C H 0.343148 0.106984 0.100016 0.177 Uiso 1 1 calc GR . . . .
C23 C 0.5222(18) 0.9253(13) 0.0963(8) 0.110(5) Uani 1 1 d . . . . .
H23A H 0.627631 0.922814 0.082797 0.165 Uiso 1 1 calc GR . . . .
H23B H 0.532844 1.012178 0.113191 0.165 Uiso 1 1 calc GR . . . .
H23C H 0.425027 0.882799 0.053923 0.165 Uiso 1 1 calc GR . . . .
C22 C 0.6548(18) 0.9205(12) 0.2183(7) 0.100(4) Uani 1 1 d . . . . .
H22A H 0.674196 1.008917 0.236183 0.149 Uiso 1 1 calc GR . . . .
H22B H 0.752216 0.912372 0.199509 0.149 Uiso 1 1 calc GR . . . .
H22C H 0.642945 0.879809 0.258190 0.149 Uiso 1 1 calc GR . . . .
S0AA S 0.1806(9) 0.3334(8) -0.0774(3) 0.182(3) Uani 1 1 d D U . . .
O4 O 0.3290(16) 0.366(2) -0.0319(5) 0.241(9) Uani 1 1 d . U . . .
O6 O -0.025(3) 0.274(2) -0.0432(9) 0.248(10) Uani 1 1 d . . . . .
O5 O 0.189(3) 0.315(3) -0.1457(7) 0.332(13) Uani 1 1 d . U . . .
F5 F 0.0160(15) 0.4669(13) -0.1217(5) 0.187(5) Uani 1 1 d . U . . .
F6 F 0.190(3) 0.568(2) -0.0189(10) 0.301(9) Uani 1 1 d . U . . .
F4 F 0.323(4) 0.612(3) -0.0938(19) 0.445(16) Uani 1 1 d . U . . .
C0AA C 0.182(3) 0.4783(17) -0.0848(8) 0.208(13) Uani 1 1 d D U . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0185(3) 0.0155(3) 0.0289(4) -0.0003(2) 0.0065(2) 0.0065(2)
Cl1 0.0282(6) 0.0162(5) 0.0330(7) 0.0010(5) 0.0106(5) 0.0087(4)
S1 0.0205(6) 0.0206(6) 0.0284(6) 0.0036(5) 0.0077(5) 0.0065(5)
O2 0.0220(18) 0.0214(17) 0.037(2) 0.0066(16) 0.0107(15) 0.0081(14)
O1 0.0277(19) 0.0239(18) 0.035(2) 0.0072(16) 0.0083(16) 0.0142(15)
F1 0.035(2) 0.062(3) 0.042(2) -0.014(2) 0.0018(17) 0.0032(19)
O3 0.0235(19) 0.029(2) 0.043(2) 0.0095(18) 0.0090(17) 0.0012(16)
F3 0.034(2) 0.086(3) 0.035(2) -0.001(2) 0.0106(16) 0.024(2)
F2 0.058(3) 0.093(4) 0.040(2) 0.030(2) 0.012(2) 0.033(3)
N1 0.0188(19) 0.0163(18) 0.033(2) 0.0063(17) 0.0116(17) 0.0063(15)
N2 0.0157(19) 0.0162(18) 0.027(2) -0.0011(16) 0.0066(16) 0.0027(15)
N4 0.027(2) 0.019(2) 0.029(2) 0.0008(17) 0.0085(18) 0.0068(17)
N3 0.020(2) 0.0139(18) 0.032(2) 0.0030(17) 0.0093(17) 0.0015(15)
C9 0.020(2) 0.016(2) 0.040(3) 0.012(2) 0.012(2) 0.0049(18)
N6 0.039(3) 0.026(2) 0.032(3) -0.002(2) 0.008(2) 0.011(2)
C6 0.023(2) 0.015(2) 0.027(2) 0.0015(19) 0.0069(19) 0.0072(18)
C2 0.023(3) 0.025(3) 0.044(3) 0.016(2) 0.013(2) 0.009(2)
C14 0.021(2) 0.016(2) 0.034(3) 0.002(2) 0.005(2) 0.0010(18)
C13 0.019(2) 0.016(2) 0.030(3) 0.0014(19) 0.0050(19) 0.0021(18)
C1 0.021(2) 0.021(2) 0.039(3) 0.009(2) 0.013(2) 0.0102(19)
C7 0.018(2) 0.019(2) 0.034(3) 0.000(2) 0.009(2) 0.0071(18)
N5 0.055(3) 0.033(3) 0.038(3) 0.011(2) 0.022(3) 0.015(2)
C12 0.027(3) 0.023(2) 0.026(3) 0.005(2) 0.005(2) 0.005(2)
C8 0.019(2) 0.017(2) 0.034(3) 0.008(2) 0.010(2) 0.0064(18)
C10 0.023(3) 0.022(2) 0.046(3) 0.013(2) 0.010(2) 0.007(2)
C5 0.022(2) 0.018(2) 0.030(3) 0.0071(19) 0.009(2) 0.0078(18)
C3 0.027(3) 0.035(3) 0.044(3) 0.013(3) 0.006(2) 0.012(2)
C4 0.024(3) 0.030(3) 0.035(3) 0.007(2) 0.008(2) 0.008(2)
C11 0.026(3) 0.028(3) 0.034(3) 0.009(2) 0.001(2) 0.004(2)
C15 0.035(3) 0.028(3) 0.031(3) 0.006(2) 0.011(2) 0.015(2)
C1AA 0.027(3) 0.048(4) 0.036(3) 0.007(3) 0.008(2) 0.013(3)
N8 0.083(5) 0.047(4) 0.043(3) -0.015(3) 0.017(3) 0.026(3)
N7 0.098(6) 0.054(4) 0.036(3) -0.001(3) 0.034(4) 0.021(4)
N9 0.132(7) 0.065(5) 0.052(4) 0.029(4) 0.057(5) 0.040(5)
C17 0.056(4) 0.042(4) 0.034(3) -0.003(3) 0.011(3) 0.022(3)
C16 0.081(6) 0.050(4) 0.038(4) 0.011(3) 0.032(4) 0.028(4)
C18 0.078(6) 0.043(4) 0.049(4) -0.014(3) -0.007(4) 0.026(4)
C19 0.080(7) 0.065(6) 0.064(6) -0.019(5) 0.005(5) 0.019(5)
C21 0.103(8) 0.057(5) 0.085(7) 0.036(5) 0.042(6) 0.037(5)
C20 0.113(10) 0.051(6) 0.158(13) -0.037(7) 0.001(9) 0.038(6)
C23 0.122(11) 0.110(10) 0.149(13) 0.087(10) 0.070(10) 0.059(8)
C22 0.134(11) 0.089(8) 0.108(10) 0.040(7) 0.065(9) 0.056(8)
S0AA 0.197(6) 0.292(8) 0.079(3) 0.017(4) -0.002(3) 0.151(6)
O4 0.167(10) 0.59(3) 0.046(5) 0.072(10) 0.042(6) 0.244(15)
O6 0.32(2) 0.40(3) 0.144(12) 0.097(15) 0.102(14) 0.25(2)
O5 0.36(2) 0.64(3) 0.084(8) -0.023(14) -0.044(11) 0.40(2)
F5 0.165(9) 0.294(13) 0.098(6) 0.002(7) -0.012(6) 0.125(9)
F6 0.289(15) 0.376(18) 0.190(12) 0.023(13) 0.034(12) 0.097(13)
F4 0.43(2) 0.50(2) 0.44(2) 0.181(18) 0.150(17) 0.157(17)
C0AA 0.150(16) 0.30(3) 0.051(8) 0.028(13) 0.006(9) -0.057(17)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 Cl1 2.2519(13) . ?
Cu1 N1 2.005(5) . ?
Cu1 N2 2.042(4) . ?
Cu1 N3 1.983(4) . ?
S1 O2 1.441(4) . ?
S1 O1 1.454(4) . ?
S1 O3 1.433(4) . ?
S1 C1AA 1.829(7) . ?
F1 C1AA 1.334(8) . ?
F3 C1AA 1.338(7) . ?
F2 C1AA 1.323(8) . ?
N1 C1 1.344(6) . ?
N1 C5 1.345(7) . ?
N2 C6 1.475(7) . ?
N2 C13 1.495(6) . ?
N2 C7 1.494(6) . ?
N4 C6 1.454(6) . ?
N4 C14 1.478(7) . ?
N4 C15 1.326(7) . ?
N3 C12 1.346(7) . ?
N3 C8 1.354(6) . ?
C9 H9 0.9500 . ?
C9 C8 1.391(7) . ?
C9 C10 1.383(8) . ?
N6 C15 1.335(7) . ?
N6 C17 1.311(8) . ?
C6 H6 1.0000 . ?
C6 C5 1.518(7) . ?
C2 H2 0.9500 . ?
C2 C1 1.379(8) . ?
C2 C3 1.386(9) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C13 1.532(7) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C1 H1 0.9500 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.503(7) . ?
N5 C15 1.359(8) . ?
N5 C16 1.327(8) . ?
C12 H12 0.9500 . ?
C12 C11 1.378(8) . ?
C10 H10 0.9500 . ?
C10 C11 1.389(8) . ?
C5 C4 1.382(8) . ?
C3 H3 0.9500 . ?
C3 C4 1.397(8) . ?
C4 H4 0.9500 . ?
C11 H11 0.9500 . ?
N8 H8 0.8800 . ?
N8 C17 1.339(9) . ?
N8 C18 1.464(12) . ?
N7 H7 0.8800 . ?
N7 C17 1.340(10) . ?
N7 C16 1.364(10) . ?
N9 H9A 0.8800 . ?
N9 C16 1.322(10) . ?
N9 C21 1.475(12) . ?
C18 H18 1.0000 . ?
C18 C19 1.485(13) . ?
C18 C20 1.510(12) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C21 H21 1.0000 . ?
C21 C23 1.548(14) . ?
C21 C22 1.516(17) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
S0AA O4 1.307(12) . ?
S0AA O6 1.93(2) . ?
S0AA O5 1.311(16) . ?
S0AA C0AA 1.728(18) . ?
F5 C0AA 1.42(2) . ?
F6 C0AA 1.47(2) . ?
F4 C0AA 1.70(3) . ?
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 Cl1 95.67(12) . . ?
N1 Cu1 N2 82.11(17) . . ?
N2 Cu1 Cl1 173.44(13) . . ?
N3 Cu1 Cl1 98.01(13) . . ?
N3 Cu1 N1 162.95(17) . . ?
N3 Cu1 N2 83.17(17) . . ?
O2 S1 O1 115.1(2) . . ?
O2 S1 C1AA 102.6(3) . . ?
O1 S1 C1AA 103.2(3) . . ?
O3 S1 O2 114.9(2) . . ?
O3 S1 O1 114.8(2) . . ?
O3 S1 C1AA 103.8(3) . . ?
C1 N1 Cu1 126.7(4) . . ?
C1 N1 C5 119.2(5) . . ?
C5 N1 Cu1 114.1(3) . . ?
C6 N2 Cu1 106.8(3) . . ?
C6 N2 C13 102.4(4) . . ?
C6 N2 C7 111.7(4) . . ?
C13 N2 Cu1 115.6(3) . . ?
C7 N2 Cu1 108.4(3) . . ?
C7 N2 C13 111.7(4) . . ?
C6 N4 C14 110.2(4) . . ?
C15 N4 C6 123.6(5) . . ?
C15 N4 C14 123.4(4) . . ?
C12 N3 Cu1 126.5(4) . . ?
C12 N3 C8 118.8(5) . . ?
C8 N3 Cu1 114.7(4) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
C10 C9 C8 118.7(5) . . ?
C17 N6 C15 115.8(6) . . ?
N2 C6 H6 110.1 . . ?
N2 C6 C5 108.9(4) . . ?
N4 C6 N2 104.3(4) . . ?
N4 C6 H6 110.1 . . ?
N4 C6 C5 113.2(4) . . ?
C5 C6 H6 110.1 . . ?
C1 C2 H2 120.5 . . ?
C1 C2 C3 119.1(5) . . ?
C3 C2 H2 120.5 . . ?
N4 C14 H14A 111.3 . . ?
N4 C14 H14B 111.3 . . ?
N4 C14 C13 102.4(4) . . ?
H14A C14 H14B 109.2 . . ?
C13 C14 H14A 111.3 . . ?
C13 C14 H14B 111.3 . . ?
N2 C13 C14 105.5(4) . . ?
N2 C13 H13A 110.6 . . ?
N2 C13 H13B 110.6 . . ?
C14 C13 H13A 110.6 . . ?
C14 C13 H13B 110.6 . . ?
H13A C13 H13B 108.8 . . ?
N1 C1 C2 121.8(5) . . ?
N1 C1 H1 119.1 . . ?
C2 C1 H1 119.1 . . ?
N2 C7 H7A 109.6 . . ?
N2 C7 H7B 109.6 . . ?
N2 C7 C8 110.2(4) . . ?
H7A C7 H7B 108.1 . . ?
C8 C7 H7A 109.6 . . ?
C8 C7 H7B 109.6 . . ?
C16 N5 C15 114.0(6) . . ?
N3 C12 H12 118.8 . . ?
N3 C12 C11 122.3(5) . . ?
C11 C12 H12 118.8 . . ?
N3 C8 C9 121.8(5) . . ?
N3 C8 C7 116.3(4) . . ?
C9 C8 C7 121.9(4) . . ?
C9 C10 H10 120.2 . . ?
C9 C10 C11 119.5(5) . . ?
C11 C10 H10 120.2 . . ?
N1 C5 C6 115.0(4) . . ?
N1 C5 C4 122.4(5) . . ?
C4 C5 C6 122.4(5) . . ?
C2 C3 H3 120.3 . . ?
C2 C3 C4 119.4(6) . . ?
C4 C3 H3 120.3 . . ?
C5 C4 C3 118.1(5) . . ?
C5 C4 H4 121.0 . . ?
C3 C4 H4 121.0 . . ?
C12 C11 C10 118.8(6) . . ?
C12 C11 H11 120.6 . . ?
C10 C11 H11 120.6 . . ?
N4 C15 N6 117.1(5) . . ?
N4 C15 N5 115.7(5) . . ?
N6 C15 N5 127.2(5) . . ?
F1 C1AA S1 111.8(4) . . ?
F1 C1AA F3 106.5(5) . . ?
F3 C1AA S1 111.8(4) . . ?
F2 C1AA S1 110.9(5) . . ?
F2 C1AA F1 107.8(5) . . ?
F2 C1AA F3 107.8(5) . . ?
C17 N8 H8 118.5 . . ?
C17 N8 C18 123.1(7) . . ?
C18 N8 H8 118.5 . . ?
C17 N7 H7 119.9 . . ?
C17 N7 C16 120.2(6) . . ?
C16 N7 H7 119.9 . . ?
C16 N9 H9A 118.0 . . ?
C16 N9 C21 124.0(7) . . ?
C21 N9 H9A 118.0 . . ?
N6 C17 N8 120.8(7) . . ?
N6 C17 N7 121.3(6) . . ?
N8 C17 N7 117.8(6) . . ?
N5 C16 N7 121.3(7) . . ?
N9 C16 N5 121.2(7) . . ?
N9 C16 N7 117.5(6) . . ?
N8 C18 H18 108.1 . . ?
N8 C18 C19 112.5(8) . . ?
N8 C18 C20 107.8(9) . . ?
C19 C18 H18 108.1 . . ?
C19 C18 C20 112.2(8) . . ?
C20 C18 H18 108.1 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N9 C21 H21 110.7 . . ?
N9 C21 C23 106.4(9) . . ?
N9 C21 C22 111.6(9) . . ?
C23 C21 H21 110.7 . . ?
C22 C21 H21 110.7 . . ?
C22 C21 C23 106.6(10) . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O4 S0AA O6 118.6(8) . . ?
O4 S0AA O5 113.5(11) . . ?
O4 S0AA C0AA 100.0(13) . . ?
O5 S0AA O6 125.5(13) . . ?
O5 S0AA C0AA 85.2(13) . . ?
C0AA S0AA O6 100.3(9) . . ?
F5 C0AA S0AA 109.6(12) . . ?
F5 C0AA F6 95.2(17) . . ?
F5 C0AA F4 107.0(17) . . ?
F6 C0AA S0AA 118.1(14) . . ?
F6 C0AA F4 78.8(16) . . ?
F4 C0AA S0AA 137.4(19) . . ?
_shelx_res_file
;
TITL 28june_0m_a.res in P-1
28june_0m_a.res created by SHELXL-2016/4 at 18:36:46 on 21-Sep-2018
REM Old TITL 28june_0m in P-1
REM SHELXT solution in P-1
REM R1 0.180, Rweak 0.011, Alpha 0.088, Orientation as input
REM Formula found by SHELXT: C29 Cl Cu F4 N4 O3 S
CELL 0.71073 8.4954 11.7314 19.281 100.763 99.35 108.877
ZERR 2 0.0008 0.0011 0.0018 0.002 0.002 0.002
LATT 1
SFAC C H Cl Cu F N O S
UNIT 50 64 2 2 12 18 12 4
DFIX 1.8 S0AA C0AA
ISOR 0.05 0.05 S0AA
ISOR 0.02 0.02 F4 F5 F6
ISOR 0.05 0.05 O4 O5
ISOR 0.05 0.05 C0AA
L.S. 11
PLAN 5
SIZE 0.24 0.22 0.2
TEMP -173.15
BOND $H
fmap 2
acta
REM
REM
REM
WGHT 0.139000 6.211800
FVAR 0.45431
CU1 4 0.390357 0.833205 0.508998 11.00000 0.01847 0.01551 =
0.02891 -0.00031 0.00648 0.00651
CL1 3 0.395762 1.006648 0.584453 11.00000 0.02823 0.01619 =
0.03302 0.00095 0.01061 0.00868
S1 8 0.275299 0.607006 0.614602 11.00000 0.02049 0.02059 =
0.02841 0.00355 0.00770 0.00645
O2 7 0.432760 0.592636 0.604362 11.00000 0.02200 0.02144 =
0.03733 0.00661 0.01072 0.00812
O1 7 0.236609 0.703199 0.585480 11.00000 0.02775 0.02391 =
0.03485 0.00717 0.00834 0.01418
F1 5 0.457989 0.777154 0.735970 11.00000 0.03544 0.06166 =
0.04200 -0.01422 0.00180 0.00318
O3 7 0.132428 0.492575 0.600681 11.00000 0.02348 0.02871 =
0.04344 0.00951 0.00900 0.00124
F3 5 0.191574 0.695713 0.733399 11.00000 0.03367 0.08628 =
0.03486 -0.00054 0.01065 0.02366
F2 5 0.354918 0.590985 0.748172 11.00000 0.05750 0.09318 =
0.03983 0.03001 0.01191 0.03285
N1 6 0.189790 0.818135 0.432079 11.00000 0.01883 0.01628 =
0.03348 0.00630 0.01162 0.00632
N2 6 0.394904 0.688482 0.432868 11.00000 0.01573 0.01622 =
0.02666 -0.00111 0.00658 0.00274
N4 6 0.271085 0.578287 0.312792 11.00000 0.02692 0.01857 =
0.02905 0.00080 0.00851 0.00683
N3 6 0.611259 0.829976 0.559357 11.00000 0.01962 0.01389 =
0.03192 0.00302 0.00934 0.00153
C9 1 0.828732 0.744264 0.546085 11.00000 0.02048 0.01636 =
0.04039 0.01227 0.01234 0.00488
AFIX 43
H9 2 0.871793 0.692713 0.516729 11.00000 -1.20000
AFIX 0
N6 6 0.265590 0.439172 0.212410 11.00000 0.03931 0.02646 =
0.03250 -0.00186 0.00796 0.01143
C6 1 0.323750 0.701998 0.361148 11.00000 0.02274 0.01543 =
0.02660 0.00149 0.00691 0.00722
AFIX 13
H6 2 0.414408 0.763133 0.345384 11.00000 -1.20000
AFIX 0
C2 1 -0.060152 0.854396 0.383284 11.00000 0.02345 0.02513 =
0.04398 0.01611 0.01286 0.00929
AFIX 43
H2 2 -0.139420 0.894538 0.389948 11.00000 -1.20000
AFIX 0
C14 1 0.234435 0.482811 0.354336 11.00000 0.02067 0.01563 =
0.03352 0.00167 0.00477 0.00099
AFIX 23
H14A 2 0.307571 0.432519 0.348980 11.00000 -1.20000
H14B 2 0.112531 0.426689 0.338661 11.00000 -1.20000
AFIX 0
C13 1 0.278026 0.561859 0.432603 11.00000 0.01888 0.01618 =
0.02955 0.00144 0.00503 0.00214
AFIX 23
H13A 2 0.172865 0.565937 0.446959 11.00000 -1.20000
H13B 2 0.335765 0.526199 0.466762 11.00000 -1.20000
AFIX 0
C1 1 0.073070 0.871008 0.440303 11.00000 0.02128 0.02096 =
0.03927 0.00879 0.01293 0.01024
AFIX 43
H1 2 0.082616 0.921228 0.486696 11.00000 -1.20000
AFIX 0
C7 1 0.576255 0.696222 0.441031 11.00000 0.01764 0.01945 =
0.03390 0.00036 0.00899 0.00709
AFIX 23
H7A 2 0.630027 0.745060 0.408764 11.00000 -1.20000
H7B 2 0.578708 0.611415 0.426464 11.00000 -1.20000
AFIX 0
N5 6 0.364257 0.660314 0.222425 11.00000 0.05478 0.03302 =
0.03766 0.01126 0.02213 0.01496
C12 1 0.696537 0.888542 0.628854 11.00000 0.02658 0.02301 =
0.02586 0.00454 0.00534 0.00487
AFIX 43
H12 2 0.650030 0.937865 0.657858 11.00000 -1.20000
AFIX 0
C8 1 0.675473 0.757276 0.518599 11.00000 0.01854 0.01741 =
0.03394 0.00799 0.01038 0.00637
C10 1 0.917208 0.807809 0.616960 11.00000 0.02346 0.02173 =
0.04582 0.01315 0.00982 0.00663
AFIX 43
H10 2 1.023952 0.802457 0.636458 11.00000 -1.20000
AFIX 0
C5 1 0.176097 0.746544 0.366555 11.00000 0.02208 0.01814 =
0.02977 0.00706 0.00918 0.00782
C3 1 -0.076853 0.778334 0.316111 11.00000 0.02654 0.03492 =
0.04370 0.01301 0.00559 0.01170
AFIX 43
H3 2 -0.169657 0.763871 0.276524 11.00000 -1.20000
AFIX 0
C4 1 0.044158 0.723118 0.307176 11.00000 0.02432 0.03049 =
0.03480 0.00680 0.00764 0.00844
AFIX 43
H4 2 0.035939 0.671000 0.261607 11.00000 -1.20000
AFIX 0
C11 1 0.848897 0.879513 0.659438 11.00000 0.02581 0.02850 =
0.03448 0.00940 0.00062 0.00368
AFIX 43
H11 2 0.906204 0.921601 0.708717 11.00000 -1.20000
AFIX 0
C15 1 0.300538 0.557453 0.246980 11.00000 0.03453 0.02808 =
0.03144 0.00647 0.01145 0.01532
C1AA 1 0.322501 0.670572 0.712968 11.00000 0.02745 0.04809 =
0.03626 0.00678 0.00760 0.01342
N8 6 0.261417 0.306238 0.107164 11.00000 0.08303 0.04672 =
0.04270 -0.01472 0.01685 0.02604
AFIX 43
H8 2 0.287947 0.297769 0.064721 11.00000 -1.20000
AFIX 0
N7 6 0.368431 0.517499 0.120448 11.00000 0.09794 0.05364 =
0.03602 -0.00096 0.03438 0.02118
AFIX 43
H7 2 0.395941 0.503857 0.078413 11.00000 -1.20000
AFIX 0
N9 6 0.462038 0.726831 0.126641 11.00000 0.13192 0.06463 =
0.05167 0.02917 0.05720 0.04002
AFIX 43
H9A 2 0.487493 0.706976 0.084688 11.00000 -1.20000
AFIX 0
C17 1 0.296750 0.421393 0.147624 11.00000 0.05641 0.04223 =
0.03368 -0.00268 0.01073 0.02160
C16 1 0.398880 0.636415 0.157752 11.00000 0.08098 0.05018 =
0.03782 0.01103 0.03211 0.02772
C18 1 0.180674 0.193702 0.130240 11.00000 0.07752 0.04265 =
0.04867 -0.01447 -0.00741 0.02640
AFIX 13
H18 2 0.235285 0.208537 0.182752 11.00000 -1.20000
AFIX 0
C19 1 -0.006160 0.162937 0.122569 11.00000 0.07976 0.06536 =
0.06399 -0.01868 0.00480 0.01869
AFIX 137
H19A 2 -0.024926 0.225169 0.158488 11.00000 -1.50000
H19B 2 -0.057615 0.080246 0.130636 11.00000 -1.50000
H19C 2 -0.059257 0.163091 0.073520 11.00000 -1.50000
AFIX 0
C21 1 0.492450 0.858980 0.157956 11.00000 0.10310 0.05716 =
0.08530 0.03614 0.04184 0.03674
AFIX 13
H21 2 0.391683 0.867534 0.175819 11.00000 -1.20000
AFIX 0
C20 1 0.219566 0.088907 0.087160 11.00000 0.11338 0.05067 =
0.15779 -0.03714 0.00136 0.03811
AFIX 137
H20A 2 0.182241 0.081001 0.035074 11.00000 -1.50000
H20B 2 0.158545 0.010739 0.098436 11.00000 -1.50000
H20C 2 0.343148 0.106984 0.100016 11.00000 -1.50000
AFIX 0
C23 1 0.522220 0.925276 0.096310 11.00000 0.12225 0.11008 =
0.14888 0.08714 0.07047 0.05938
AFIX 137
H23A 2 0.627631 0.922814 0.082797 11.00000 -1.50000
H23B 2 0.532844 1.012178 0.113191 11.00000 -1.50000
H23C 2 0.425027 0.882799 0.053923 11.00000 -1.50000
AFIX 0
C22 1 0.654795 0.920451 0.218290 11.00000 0.13358 0.08913 =
0.10758 0.03966 0.06486 0.05602
AFIX 137
H22A 2 0.674196 1.008917 0.236183 11.00000 -1.50000
H22B 2 0.752216 0.912372 0.199509 11.00000 -1.50000
H22C 2 0.642945 0.879809 0.258190 11.00000 -1.50000
AFIX 0
S0AA 8 0.180648 0.333410 -0.077433 11.00000 0.19723 0.29199 =
0.07865 0.01701 -0.00230 0.15081
O4 7 0.329019 0.366241 -0.031860 11.00000 0.16671 0.59378 =
0.04566 0.07204 0.04243 0.24362
O6 7 -0.025082 0.274132 -0.043225 11.00000 0.31910 0.40153 =
0.14408 0.09708 0.10248 0.25146
O5 7 0.188809 0.314581 -0.145736 11.00000 0.35693 0.63704 =
0.08428 -0.02347 -0.04360 0.39765
F5 5 0.015967 0.466890 -0.121692 11.00000 0.16458 0.29415 =
0.09773 0.00164 -0.01202 0.12456
F6 5 0.189877 0.567982 -0.018868 11.00000 0.28949 0.37609 =
0.19005 0.02329 0.03352 0.09723
F4 5 0.323165 0.611943 -0.093766 11.00000 0.42634 0.50179 =
0.43952 0.18079 0.14974 0.15735
C0AA 1 0.181783 0.478264 -0.084771 11.00000 0.15036 0.30061 =
0.05095 0.02846 0.00646 -0.05652
HKLF 4
REM 28june_0m_a.res in P-1
REM R1 = 0.0819 for 6094 Fo > 4sig(Fo) and 0.1196 for all 8622 data
REM 455 parameters refined using 43 restraints
END
WGHT 0.1392 6.2119
REM Highest difference peak 1.586, deepest hole -1.189, 1-sigma level 0.200
Q1 1 0.2743 0.5199 -0.1225 11.00000 0.05 1.59
Q2 1 0.1467 0.3228 -0.0694 11.00000 0.05 1.48
Q3 1 0.1264 0.2557 -0.1179 11.00000 0.05 1.28
Q4 1 -0.0746 0.1686 -0.1686 11.00000 0.05 1.28
Q5 1 0.2521 0.3760 -0.1576 11.00000 0.05 1.21
;
_shelx_res_checksum 50238
_olex2_submission_special_instructions 'No special instructions were received'
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
#
#######################################################################
data_4-[Cu(L-H)Cl2]
_database_code_depnum_ccdc_archive 'CCDC 1895747'
loop_
_audit_author_name
_audit_author_address
'Raja Angamuthu'
;Indian Institute of Technology Kanpur
India
;
_audit_update_record
;
2019-02-06 deposited with the CCDC. 2019-10-11 downloaded from the CCDC.
;
_audit_creation_date 2018-09-22
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number 2016/4
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C23 H31 Cl2 Cu N9, 2(C H4 O)'
_chemical_formula_sum 'C25 H39 Cl2 Cu N9 O2'
_chemical_formula_weight 632.09
_chemical_melting_point ?
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'
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'
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'
_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.
;
_space_group_crystal_system monoclinic
_space_group_IT_number 14
_space_group_name_H-M_alt 'P 1 21/n 1'
_space_group_name_Hall '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
_cell_length_a 8.1817(3)
_cell_length_b 15.7088(7)
_cell_length_c 24.5591(11)
_cell_angle_alpha 90
_cell_angle_beta 95.9210(10)
_cell_angle_gamma 90
_cell_volume 3139.6(2)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 9907
_cell_measurement_temperature 273(2)
_cell_measurement_theta_max 27.75
_cell_measurement_theta_min 2.56
_shelx_estimated_absorpt_T_max 0.869
_shelx_estimated_absorpt_T_min 0.840
_exptl_absorpt_coefficient_mu 0.903
_exptl_absorpt_correction_T_max 0.7457
_exptl_absorpt_correction_T_min 0.6904
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0814 before and 0.0514 after correction. The Ratio of minimum to maximum transmission is 0.9258. The \l/2 correction factor is Not present.'
_exptl_absorpt_special_details ?
_exptl_crystal_colour 'metallic blue'
_exptl_crystal_colour_lustre metallic
_exptl_crystal_colour_primary blue
_exptl_crystal_density_diffrn 1.337
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description block
_exptl_crystal_F_000 1324
_exptl_crystal_size_max 0.2
_exptl_crystal_size_mid 0.18
_exptl_crystal_size_min 0.16
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0631
_diffrn_reflns_av_unetI/netI 0.0430
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_k_max 20
_diffrn_reflns_limit_k_min -20
_diffrn_reflns_limit_l_max 32
_diffrn_reflns_limit_l_min -32
_diffrn_reflns_number 48948
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 28.271
_diffrn_reflns_theta_min 2.112
_diffrn_ambient_temperature 273
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source ?
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 6197
_reflns_number_total 7778
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement 'SAINT V8.38A (?, 2016)'
_computing_data_collection ?
_computing_data_reduction 'SAINT V8.38A (?, 2016)'
_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 'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max 0.592
_refine_diff_density_min -0.821
_refine_diff_density_rms 0.093
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.055
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 360
_refine_ls_number_reflns 7778
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0667
_refine_ls_R_factor_gt 0.0486
_refine_ls_restrained_S_all 1.055
_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/[\s^2^(Fo^2^)+(0.1000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1375
_refine_ls_wR_factor_ref 0.1548
_refine_special_details ?
_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, All O(H) groups
2.a Ternary CH refined with riding coordinates:
C6(H6), C18(H18), C21(H21)
2.b Secondary CH2 refined with riding coordinates:
C7(H7A,H7B), C14(H14A,H14B), C13(H13A,H13B)
2.c Aromatic/amide H refined with riding coordinates:
N8(H8), N9(H9), C4(H4), C1(H1), C12(H12), C9(H9A), C2(H2), C11(H11), C10(H10),
C3(H3)
2.d Idealised Me refined as rotating group:
C20(H20A,H20B,H20C), C19(H19A,H19B,H19C), C23(H23A,H23B,H23C), C22(H22A,H22B,
H22C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C)
2.e Idealised tetrahedral OH refined as rotating group:
O2(H2A), O1(H1A)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary dual
_atom_sites_solution_secondary ?
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 1.06147(4) 0.59230(2) 0.44144(2) 0.01829(11) Uani 1 1 d . . . . .
Cl1 Cl 1.23025(8) 0.58028(4) 0.52026(3) 0.02643(16) Uani 1 1 d . . . . .
Cl2 Cl 1.20252(8) 0.72059(4) 0.40614(3) 0.02742(17) Uani 1 1 d . . . . .
N3 N 0.8887(3) 0.66032(14) 0.47278(9) 0.0215(5) Uani 1 1 d . . . . .
N5 N 0.7150(3) 0.35489(14) 0.30871(9) 0.0202(4) Uani 1 1 d . . . . .
N7 N 0.6441(3) 0.44064(14) 0.22877(9) 0.0235(5) Uani 1 1 d . . . . .
N1 N 1.1650(3) 0.49682(14) 0.40381(9) 0.0205(4) Uani 1 1 d . . . . .
N8 N 0.5874(3) 0.22526(14) 0.31313(9) 0.0231(5) Uani 1 1 d . . . . .
H8 H 0.516195 0.189442 0.298631 0.028 Uiso 1 1 calc R . . . .
N2 N 0.8797(3) 0.57574(14) 0.37765(9) 0.0199(5) Uani 1 1 d . . . . .
N4 N 0.8181(3) 0.48944(14) 0.30140(9) 0.0219(5) Uani 1 1 d . . . . .
N6 N 0.5212(3) 0.30405(14) 0.23621(9) 0.0220(5) Uani 1 1 d . . . . .
N9 N 0.4672(3) 0.38347(16) 0.15891(10) 0.0323(6) Uani 1 1 d . . . . .
H9 H 0.389884 0.347630 0.149603 0.039 Uiso 1 1 calc R . . . .
C5 C 1.0655(3) 0.45778(17) 0.36437(10) 0.0208(5) Uani 1 1 d . . . . .
C15 C 0.7208(3) 0.42611(16) 0.27855(10) 0.0206(5) Uani 1 1 d . . . . .
C16 C 0.6100(3) 0.29685(16) 0.28504(10) 0.0200(5) Uani 1 1 d . . . . .
C17 C 0.5474(3) 0.37585(17) 0.20928(11) 0.0234(5) Uani 1 1 d . . . . .
C8 C 0.7383(3) 0.65590(17) 0.44475(11) 0.0239(6) Uani 1 1 d . . . . .
C6 C 0.8877(3) 0.48690(16) 0.35819(10) 0.0199(5) Uani 1 1 d . . . . .
H6 H 0.821598 0.449847 0.379395 0.024 Uiso 1 1 calc R . . . .
C18 C 0.6738(4) 0.20313(18) 0.36637(11) 0.0275(6) Uani 1 1 d . . . . .
H18 H 0.669989 0.251848 0.391129 0.033 Uiso 1 1 calc R . . . .
C4 C 1.1190(4) 0.39170(19) 0.33382(12) 0.0282(6) Uani 1 1 d . . . . .
H4 H 1.047540 0.365216 0.307161 0.034 Uiso 1 1 calc R . . . .
C1 C 1.3222(3) 0.47111(18) 0.41311(11) 0.0254(6) Uani 1 1 d . . . . .
H1 H 1.391431 0.498126 0.440174 0.030 Uiso 1 1 calc R . . . .
C12 C 0.9123(4) 0.7106(2) 0.51720(12) 0.0296(6) Uani 1 1 d . . . . .
H12 H 1.016494 0.713895 0.536201 0.036 Uiso 1 1 calc R . . . .
C7 C 0.7179(3) 0.59569(16) 0.39728(12) 0.0229(5) Uani 1 1 d . . . . .
H7A H 0.666983 0.543517 0.408266 0.028 Uiso 1 1 calc R . . . .
H7B H 0.646132 0.620990 0.367741 0.028 Uiso 1 1 calc R . . . .
C9 C 0.6072(4) 0.7008(2) 0.46098(13) 0.0347(7) Uani 1 1 d . . . . .
H9A H 0.504055 0.696853 0.441352 0.042 Uiso 1 1 calc R . . . .
C14 C 0.8094(4) 0.57721(18) 0.28056(11) 0.0287(6) Uani 1 1 d . . . . .
H14A H 0.696662 0.596873 0.274367 0.034 Uiso 1 1 calc R . . . .
H14B H 0.860824 0.582225 0.246833 0.034 Uiso 1 1 calc R . . . .
C2 C 1.3842(4) 0.4054(2) 0.38350(13) 0.0327(7) Uani 1 1 d . . . . .
H2 H 1.493455 0.388822 0.390565 0.039 Uiso 1 1 calc R . . . .
C11 C 0.7864(4) 0.7574(2) 0.53525(14) 0.0413(8) Uani 1 1 d . . . . .
H11 H 0.805176 0.792044 0.565966 0.050 Uiso 1 1 calc R . . . .
C10 C 0.6314(4) 0.7521(3) 0.50702(14) 0.0441(9) Uani 1 1 d . . . . .
H10 H 0.544297 0.782619 0.518833 0.053 Uiso 1 1 calc R . . . .
C13 C 0.9058(4) 0.62639(18) 0.32734(11) 0.0253(6) Uani 1 1 d . . . . .
H13A H 1.021541 0.629269 0.322081 0.030 Uiso 1 1 calc R . . . .
H13B H 0.863505 0.683784 0.329879 0.030 Uiso 1 1 calc R . . . .
C3 C 1.2818(4) 0.3653(2) 0.34352(13) 0.0354(7) Uani 1 1 d . . . . .
H3 H 1.320804 0.321045 0.323255 0.042 Uiso 1 1 calc R . . . .
C20 C 0.8527(4) 0.1804(2) 0.36129(13) 0.0355(7) Uani 1 1 d . . . . .
H20A H 0.857525 0.135836 0.334782 0.053 Uiso 1 1 calc GR . . . .
H20B H 0.903785 0.161478 0.396126 0.053 Uiso 1 1 calc GR . . . .
H20C H 0.909437 0.229697 0.349768 0.053 Uiso 1 1 calc GR . . . .
C21 C 0.5014(5) 0.4480(2) 0.11879(13) 0.0424(9) Uani 1 1 d . . . . .
H21 H 0.529993 0.501327 0.138241 0.051 Uiso 1 1 calc R . . . .
C19 C 0.5838(4) 0.1284(2) 0.38921(13) 0.0381(7) Uani 1 1 d . . . . .
H19A H 0.471637 0.144036 0.392233 0.057 Uiso 1 1 calc GR . . . .
H19B H 0.636250 0.113577 0.424717 0.057 Uiso 1 1 calc GR . . . .
H19C H 0.586682 0.080458 0.365082 0.057 Uiso 1 1 calc GR . . . .
C23 C 0.6454(6) 0.4213(3) 0.08871(17) 0.0655(13) Uani 1 1 d . . . . .
H23A H 0.739617 0.411510 0.114619 0.098 Uiso 1 1 calc GR . . . .
H23B H 0.669703 0.465502 0.063789 0.098 Uiso 1 1 calc GR . . . .
H23C H 0.618193 0.369900 0.068645 0.098 Uiso 1 1 calc GR . . . .
C22 C 0.3460(7) 0.4626(3) 0.08022(17) 0.0687(14) Uani 1 1 d . . . . .
H22A H 0.321482 0.412393 0.058640 0.103 Uiso 1 1 calc GR . . . .
H22B H 0.362344 0.509762 0.056517 0.103 Uiso 1 1 calc GR . . . .
H22C H 0.256085 0.474868 0.101204 0.103 Uiso 1 1 calc GR . . . .
O2 O 0.4146(3) 0.70008(18) 0.31060(11) 0.0491(6) Uani 1 1 d . . . . .
H2A H 0.353861 0.701160 0.335140 0.074 Uiso 1 1 calc GR . . . .
O1 O 0.2964(4) 0.1292(2) 0.27291(13) 0.0658(9) Uani 1 1 d . . . . .
H1A H 0.243855 0.155254 0.248013 0.099 Uiso 1 1 calc GR . . . .
C24 C 0.2467(6) 0.0468(3) 0.2721(2) 0.0728(14) Uani 1 1 d . . . . .
H24A H 0.254108 0.023270 0.236405 0.109 Uiso 1 1 calc GR . . . .
H24B H 0.135047 0.043884 0.280731 0.109 Uiso 1 1 calc GR . . . .
H24C H 0.315932 0.014947 0.298751 0.109 Uiso 1 1 calc GR . . . .
C25 C 0.4863(6) 0.7823(3) 0.30534(19) 0.0672(13) Uani 1 1 d . . . . .
H25A H 0.561897 0.780285 0.277941 0.101 Uiso 1 1 calc GR . . . .
H25B H 0.543901 0.798841 0.339758 0.101 Uiso 1 1 calc GR . . . .
H25C H 0.401403 0.822997 0.294783 0.101 Uiso 1 1 calc GR . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.01615(18) 0.02163(18) 0.01593(18) 0.00097(11) -0.00393(12) 0.00143(11)
Cl1 0.0250(3) 0.0350(4) 0.0175(3) 0.0015(2) -0.0063(2) 0.0053(3)
Cl2 0.0209(3) 0.0270(3) 0.0320(4) 0.0099(3) -0.0089(3) -0.0042(2)
N3 0.0150(11) 0.0261(12) 0.0223(11) 0.0002(9) -0.0030(8) 0.0009(8)
N5 0.0219(11) 0.0216(11) 0.0167(11) -0.0010(8) -0.0005(8) -0.0004(8)
N7 0.0286(12) 0.0238(11) 0.0166(11) 0.0005(9) -0.0043(9) -0.0034(9)
N1 0.0192(11) 0.0244(11) 0.0174(10) 0.0016(8) 0.0001(8) 0.0004(8)
N8 0.0261(12) 0.0199(11) 0.0223(11) -0.0018(8) -0.0022(9) -0.0010(9)
N2 0.0190(11) 0.0215(11) 0.0179(11) 0.0035(8) -0.0038(8) -0.0010(8)
N4 0.0245(12) 0.0245(11) 0.0151(11) 0.0029(8) -0.0048(8) -0.0040(9)
N6 0.0230(11) 0.0208(11) 0.0210(11) -0.0018(8) -0.0034(9) 0.0001(9)
N9 0.0435(15) 0.0264(12) 0.0236(13) 0.0001(10) -0.0134(11) -0.0098(11)
C5 0.0221(13) 0.0248(13) 0.0152(12) 0.0015(9) 0.0008(9) 0.0002(10)
C15 0.0203(13) 0.0234(13) 0.0179(12) -0.0021(9) 0.0010(10) 0.0003(10)
C16 0.0189(12) 0.0221(13) 0.0188(12) -0.0025(9) 0.0012(9) 0.0043(9)
C17 0.0250(14) 0.0238(13) 0.0204(13) -0.0021(10) -0.0023(10) 0.0036(10)
C8 0.0202(13) 0.0260(14) 0.0244(14) 0.0026(10) -0.0031(10) 0.0012(10)
C6 0.0205(13) 0.0242(13) 0.0141(12) 0.0011(9) -0.0036(9) -0.0026(10)
C18 0.0387(17) 0.0231(13) 0.0193(14) -0.0007(10) -0.0034(11) 0.0047(11)
C4 0.0239(14) 0.0339(16) 0.0268(15) -0.0063(12) 0.0023(11) -0.0004(11)
C1 0.0202(13) 0.0313(15) 0.0239(14) -0.0010(11) -0.0008(10) -0.0009(11)
C12 0.0217(14) 0.0389(17) 0.0269(15) -0.0090(12) -0.0036(11) 0.0045(12)
C7 0.0176(13) 0.0202(13) 0.0293(14) 0.0002(10) -0.0058(10) 0.0009(9)
C9 0.0185(14) 0.0492(19) 0.0350(17) -0.0056(14) -0.0039(12) 0.0061(13)
C14 0.0352(16) 0.0284(15) 0.0202(14) 0.0081(10) -0.0083(11) -0.0101(12)
C2 0.0202(14) 0.0400(17) 0.0379(17) -0.0038(13) 0.0038(12) 0.0091(12)
C11 0.0322(17) 0.058(2) 0.0328(17) -0.0164(15) -0.0016(13) 0.0078(15)
C10 0.0290(17) 0.066(2) 0.0373(19) -0.0155(16) 0.0015(14) 0.0176(16)
C13 0.0301(15) 0.0250(14) 0.0186(13) 0.0064(10) -0.0075(10) -0.0069(11)
C3 0.0266(16) 0.0441(19) 0.0363(17) -0.0147(14) 0.0072(13) 0.0025(13)
C20 0.0380(18) 0.0314(16) 0.0337(17) 0.0000(13) -0.0122(13) 0.0078(13)
C21 0.069(2) 0.0297(17) 0.0236(16) 0.0023(12) -0.0163(15) -0.0154(16)
C19 0.055(2) 0.0306(16) 0.0287(16) 0.0048(12) 0.0029(14) -0.0025(14)
C23 0.092(4) 0.069(3) 0.034(2) 0.0079(19) 0.002(2) -0.028(3)
C22 0.105(4) 0.046(2) 0.046(2) 0.0156(18) -0.038(2) -0.007(2)
O2 0.0368(14) 0.0677(18) 0.0416(15) 0.0001(12) -0.0023(11) 0.0105(12)
O1 0.0580(18) 0.0612(18) 0.071(2) 0.0238(15) -0.0275(15) -0.0295(15)
C24 0.066(3) 0.059(3) 0.093(4) -0.009(3) 0.006(3) -0.026(2)
C25 0.080(3) 0.072(3) 0.053(3) 0.031(2) 0.019(2) 0.005(2)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 Cl1 2.2667(7) . ?
Cu1 Cl2 2.5202(7) . ?
Cu1 N3 1.989(2) . ?
Cu1 N1 1.996(2) . ?
Cu1 N2 2.062(2) . ?
N3 C8 1.348(3) . ?
N3 C12 1.345(4) . ?
N5 C15 1.345(3) . ?
N5 C16 1.343(3) . ?
N7 C15 1.335(3) . ?
N7 C17 1.346(3) . ?
N1 C5 1.347(3) . ?
N1 C1 1.345(3) . ?
N8 H8 0.8600 . ?
N8 C16 1.342(3) . ?
N8 C18 1.463(3) . ?
N2 C6 1.479(3) . ?
N2 C7 1.489(4) . ?
N2 C13 1.503(3) . ?
N4 C15 1.358(3) . ?
N4 C6 1.452(3) . ?
N4 C14 1.470(3) . ?
N6 C16 1.341(3) . ?
N6 C17 1.336(4) . ?
N9 H9 0.8600 . ?
N9 C17 1.344(3) . ?
N9 C21 1.461(4) . ?
C5 C6 1.518(4) . ?
C5 C4 1.378(4) . ?
C8 C7 1.497(4) . ?
C8 C9 1.377(4) . ?
C6 H6 0.9800 . ?
C18 H18 0.9800 . ?
C18 C20 1.524(4) . ?
C18 C19 1.524(4) . ?
C4 H4 0.9300 . ?
C4 C3 1.392(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.388(4) . ?
C12 H12 0.9300 . ?
C12 C11 1.375(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C9 H9A 0.9300 . ?
C9 C10 1.385(5) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C13 1.533(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.377(4) . ?
C11 H11 0.9300 . ?
C11 C10 1.384(5) . ?
C10 H10 0.9300 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C3 H3 0.9300 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21 0.9800 . ?
C21 C23 1.513(6) . ?
C21 C22 1.523(5) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
O2 H2A 0.8200 . ?
O2 C25 1.430(5) . ?
O1 H1A 0.8200 . ?
O1 C24 1.356(5) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
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
Cl1 Cu1 Cl2 95.74(3) . . ?
N3 Cu1 Cl1 96.26(6) . . ?
N3 Cu1 Cl2 94.15(7) . . ?
N3 Cu1 N1 159.29(9) . . ?
N3 Cu1 N2 82.89(9) . . ?
N1 Cu1 Cl1 94.74(6) . . ?
N1 Cu1 Cl2 102.15(7) . . ?
N1 Cu1 N2 81.99(9) . . ?
N2 Cu1 Cl1 165.08(7) . . ?
N2 Cu1 Cl2 99.17(6) . . ?
C8 N3 Cu1 114.98(18) . . ?
C12 N3 Cu1 125.53(18) . . ?
C12 N3 C8 119.4(2) . . ?
C16 N5 C15 112.6(2) . . ?
C15 N7 C17 113.6(2) . . ?
C5 N1 Cu1 114.92(17) . . ?
C1 N1 Cu1 126.24(18) . . ?
C1 N1 C5 118.8(2) . . ?
C16 N8 H8 117.3 . . ?
C16 N8 C18 125.4(2) . . ?
C18 N8 H8 117.3 . . ?
C6 N2 Cu1 108.20(15) . . ?
C6 N2 C7 111.9(2) . . ?
C6 N2 C13 102.7(2) . . ?
C7 N2 Cu1 108.87(16) . . ?
C7 N2 C13 111.2(2) . . ?
C13 N2 Cu1 113.92(16) . . ?
C15 N4 C6 122.1(2) . . ?
C15 N4 C14 122.5(2) . . ?
C6 N4 C14 111.1(2) . . ?
C17 N6 C16 114.5(2) . . ?
C17 N9 H9 117.5 . . ?
C17 N9 C21 125.0(2) . . ?
C21 N9 H9 117.5 . . ?
N1 C5 C6 115.9(2) . . ?
N1 C5 C4 122.1(2) . . ?
C4 C5 C6 121.8(2) . . ?
N5 C15 N4 115.7(2) . . ?
N7 C15 N5 127.3(2) . . ?
N7 C15 N4 117.0(2) . . ?
N8 C16 N5 117.5(2) . . ?
N6 C16 N5 126.4(2) . . ?
N6 C16 N8 116.1(2) . . ?
N6 C17 N7 125.5(2) . . ?
N6 C17 N9 116.3(2) . . ?
N9 C17 N7 118.2(2) . . ?
N3 C8 C7 116.9(2) . . ?
N3 C8 C9 121.5(3) . . ?
C9 C8 C7 121.4(2) . . ?
N2 C6 C5 109.0(2) . . ?
N2 C6 H6 110.1 . . ?
N4 C6 N2 105.0(2) . . ?
N4 C6 C5 112.4(2) . . ?
N4 C6 H6 110.1 . . ?
C5 C6 H6 110.1 . . ?
N8 C18 H18 109.0 . . ?
N8 C18 C20 111.2(2) . . ?
N8 C18 C19 107.7(2) . . ?
C20 C18 H18 109.0 . . ?
C19 C18 H18 109.0 . . ?
C19 C18 C20 110.8(3) . . ?
C5 C4 H4 120.5 . . ?
C5 C4 C3 118.9(3) . . ?
C3 C4 H4 120.5 . . ?
N1 C1 H1 119.0 . . ?
N1 C1 C2 121.9(3) . . ?
C2 C1 H1 119.0 . . ?
N3 C12 H12 119.1 . . ?
N3 C12 C11 121.7(3) . . ?
C11 C12 H12 119.1 . . ?
N2 C7 C8 110.7(2) . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
H7A C7 H7B 108.1 . . ?
C8 C9 H9A 120.5 . . ?
C8 C9 C10 119.0(3) . . ?
C10 C9 H9A 120.5 . . ?
N4 C14 H14A 111.4 . . ?
N4 C14 H14B 111.4 . . ?
N4 C14 C13 102.1(2) . . ?
H14A C14 H14B 109.2 . . ?
C13 C14 H14A 111.4 . . ?
C13 C14 H14B 111.4 . . ?
C1 C2 H2 120.5 . . ?
C3 C2 C1 119.1(3) . . ?
C3 C2 H2 120.5 . . ?
C12 C11 H11 120.5 . . ?
C12 C11 C10 119.0(3) . . ?
C10 C11 H11 120.5 . . ?
C9 C10 H10 120.3 . . ?
C11 C10 C9 119.4(3) . . ?
C11 C10 H10 120.3 . . ?
N2 C13 C14 104.1(2) . . ?
N2 C13 H13A 110.9 . . ?
N2 C13 H13B 110.9 . . ?
C14 C13 H13A 110.9 . . ?
C14 C13 H13B 110.9 . . ?
H13A C13 H13B 109.0 . . ?
C4 C3 H3 120.4 . . ?
C2 C3 C4 119.1(3) . . ?
C2 C3 H3 120.4 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N9 C21 H21 108.5 . . ?
N9 C21 C23 110.5(3) . . ?
N9 C21 C22 108.5(3) . . ?
C23 C21 H21 108.5 . . ?
C23 C21 C22 112.4(3) . . ?
C22 C21 H21 108.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C25 O2 H2A 109.5 . . ?
C24 O1 H1A 109.5 . . ?
O1 C24 H24A 109.5 . . ?
O1 C24 H24B 109.5 . . ?
O1 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O2 C25 H25A 109.5 . . ?
O2 C25 H25B 109.5 . . ?
O2 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
_shelx_res_file
;
TITL 21junb_a.res in P2(1)/n
21junb.res created by SHELXL-2016/4 at 19:10:43 on 22-Sep-2018
REM Old TITL 21junb in P2(1)/n
REM SHELXT solution in P2(1)/n
REM R1 0.130, Rweak 0.010, Alpha 0.060, Orientation as input
REM Formula found by SHELXT: C28 N8 Cu Cl2
CELL 0.71073 8.1817 15.7088 24.5591 90 95.921 90
ZERR 4 0.0003 0.0007 0.0011 0 0.001 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C H Cl Cu N O
UNIT 100 156 8 4 36 8
L.S. 20
PLAN 5
SIZE 0.2 0.18 0.16
TEMP -0.15
BOND $H
list 4
fmap 2 53
acta
REM
REM
REM
WGHT 0.100000
FVAR 0.29382
CU1 4 1.061466 0.592300 0.441442 11.00000 0.01615 0.02163 =
0.01593 0.00097 -0.00393 0.00143
CL1 3 1.230254 0.580284 0.520258 11.00000 0.02501 0.03503 =
0.01746 0.00149 -0.00633 0.00527
CL2 3 1.202517 0.720593 0.406143 11.00000 0.02088 0.02696 =
0.03198 0.00993 -0.00893 -0.00420
N3 5 0.888695 0.660316 0.472777 11.00000 0.01504 0.02613 =
0.02232 0.00016 -0.00301 0.00090
N5 5 0.714986 0.354885 0.308712 11.00000 0.02195 0.02156 =
0.01671 -0.00103 -0.00049 -0.00038
N7 5 0.644086 0.440636 0.228766 11.00000 0.02864 0.02375 =
0.01664 0.00054 -0.00431 -0.00343
N1 5 1.164986 0.496818 0.403813 11.00000 0.01924 0.02438 =
0.01740 0.00163 0.00006 0.00036
N8 5 0.587361 0.225262 0.313127 11.00000 0.02606 0.01989 =
0.02230 -0.00184 -0.00215 -0.00104
AFIX 43
H8 2 0.516195 0.189442 0.298631 11.00000 -1.20000
AFIX 0
N2 5 0.879734 0.575745 0.377655 11.00000 0.01902 0.02152 =
0.01792 0.00350 -0.00384 -0.00102
N4 5 0.818070 0.489438 0.301404 11.00000 0.02447 0.02451 =
0.01515 0.00288 -0.00484 -0.00401
N6 5 0.521232 0.304046 0.236214 11.00000 0.02298 0.02078 =
0.02105 -0.00182 -0.00336 0.00010
N9 5 0.467198 0.383473 0.158913 11.00000 0.04350 0.02640 =
0.02358 0.00012 -0.01340 -0.00977
AFIX 43
H9 2 0.389884 0.347630 0.149603 11.00000 -1.20000
AFIX 0
C5 1 1.065518 0.457783 0.364373 11.00000 0.02208 0.02476 =
0.01519 0.00150 0.00077 0.00016
C15 1 0.720849 0.426106 0.278549 11.00000 0.02034 0.02337 =
0.01786 -0.00208 0.00096 0.00034
C16 1 0.609953 0.296855 0.285035 11.00000 0.01890 0.02212 =
0.01885 -0.00252 0.00123 0.00428
C17 1 0.547399 0.375850 0.209279 11.00000 0.02501 0.02375 =
0.02039 -0.00207 -0.00232 0.00357
C8 1 0.738349 0.655900 0.444750 11.00000 0.02024 0.02596 =
0.02435 0.00263 -0.00310 0.00119
C6 1 0.887681 0.486897 0.358189 11.00000 0.02045 0.02416 =
0.01406 0.00114 -0.00360 -0.00257
AFIX 13
H6 2 0.821598 0.449847 0.379395 11.00000 -1.20000
AFIX 0
C18 1 0.673797 0.203131 0.366365 11.00000 0.03871 0.02312 =
0.01926 -0.00068 -0.00345 0.00472
AFIX 13
H18 2 0.669989 0.251848 0.391129 11.00000 -1.20000
AFIX 0
C4 1 1.119031 0.391703 0.333820 11.00000 0.02388 0.03390 =
0.02679 -0.00629 0.00232 -0.00039
AFIX 43
H4 2 1.047540 0.365216 0.307161 11.00000 -1.20000
AFIX 0
C1 1 1.322234 0.471105 0.413108 11.00000 0.02016 0.03133 =
0.02394 -0.00096 -0.00081 -0.00092
AFIX 43
H1 2 1.391431 0.498126 0.440174 11.00000 -1.20000
AFIX 0
C12 1 0.912312 0.710635 0.517198 11.00000 0.02166 0.03895 =
0.02689 -0.00901 -0.00361 0.00446
AFIX 43
H12 2 1.016494 0.713895 0.536201 11.00000 -1.20000
AFIX 0
C7 1 0.717867 0.595687 0.397280 11.00000 0.01761 0.02023 =
0.02930 0.00021 -0.00576 0.00093
AFIX 23
H7A 2 0.666983 0.543517 0.408266 11.00000 -1.20000
H7B 2 0.646132 0.620990 0.367741 11.00000 -1.20000
AFIX 0
C9 1 0.607220 0.700842 0.460985 11.00000 0.01848 0.04920 =
0.03504 -0.00559 -0.00390 0.00611
AFIX 43
H9A 2 0.504055 0.696853 0.441352 11.00000 -1.20000
AFIX 0
C14 1 0.809431 0.577205 0.280559 11.00000 0.03515 0.02835 =
0.02021 0.00806 -0.00829 -0.01010
AFIX 23
H14A 2 0.696662 0.596873 0.274367 11.00000 -1.20000
H14B 2 0.860824 0.582225 0.246833 11.00000 -1.20000
AFIX 0
C2 1 1.384232 0.405446 0.383498 11.00000 0.02023 0.04003 =
0.03794 -0.00375 0.00377 0.00906
AFIX 43
H2 2 1.493455 0.388822 0.390565 11.00000 -1.20000
AFIX 0
C11 1 0.786420 0.757391 0.535254 11.00000 0.03220 0.05795 =
0.03284 -0.01636 -0.00165 0.00781
AFIX 43
H11 2 0.805176 0.792044 0.565966 11.00000 -1.20000
AFIX 0
C10 1 0.631404 0.752081 0.507018 11.00000 0.02897 0.06575 =
0.03731 -0.01551 0.00151 0.01764
AFIX 43
H10 2 0.544297 0.782619 0.518833 11.00000 -1.20000
AFIX 0
C13 1 0.905786 0.626389 0.327339 11.00000 0.03010 0.02504 =
0.01864 0.00641 -0.00753 -0.00692
AFIX 23
H13A 2 1.021541 0.629269 0.322081 11.00000 -1.20000
H13B 2 0.863505 0.683784 0.329879 11.00000 -1.20000
AFIX 0
C3 1 1.281774 0.365267 0.343515 11.00000 0.02659 0.04411 =
0.03631 -0.01468 0.00718 0.00253
AFIX 43
H3 2 1.320804 0.321045 0.323255 11.00000 -1.20000
AFIX 0
C20 1 0.852686 0.180436 0.361291 11.00000 0.03802 0.03144 =
0.03374 0.00003 -0.01216 0.00777
AFIX 137
H20A 2 0.857525 0.135836 0.334782 11.00000 -1.50000
H20B 2 0.903785 0.161478 0.396126 11.00000 -1.50000
H20C 2 0.909437 0.229697 0.349768 11.00000 -1.50000
AFIX 0
C21 1 0.501432 0.448045 0.118787 11.00000 0.06939 0.02967 =
0.02364 0.00235 -0.01629 -0.01538
AFIX 13
H21 2 0.529993 0.501327 0.138241 11.00000 -1.20000
AFIX 0
C19 1 0.583766 0.128389 0.389212 11.00000 0.05471 0.03061 =
0.02870 0.00482 0.00289 -0.00254
AFIX 137
H19A 2 0.471637 0.144036 0.392233 11.00000 -1.50000
H19B 2 0.636250 0.113577 0.424717 11.00000 -1.50000
H19C 2 0.586682 0.080458 0.365082 11.00000 -1.50000
AFIX 0
C23 1 0.645388 0.421295 0.088712 11.00000 0.09183 0.06945 =
0.03445 0.00791 0.00238 -0.02820
AFIX 137
H23A 2 0.739617 0.411510 0.114619 11.00000 -1.50000
H23B 2 0.669703 0.465502 0.063789 11.00000 -1.50000
H23C 2 0.618193 0.369900 0.068645 11.00000 -1.50000
AFIX 0
C22 1 0.345974 0.462613 0.080224 11.00000 0.10511 0.04569 =
0.04566 0.01564 -0.03816 -0.00655
AFIX 137
H22A 2 0.321482 0.412393 0.058640 11.00000 -1.50000
H22B 2 0.362344 0.509762 0.056517 11.00000 -1.50000
H22C 2 0.256085 0.474868 0.101204 11.00000 -1.50000
AFIX 0
O2 6 0.414619 0.700083 0.310601 11.00000 0.03675 0.06773 =
0.04155 0.00007 -0.00226 0.01046
AFIX 147
H2A 2 0.353861 0.701160 0.335140 11.00000 -1.50000
AFIX 0
O1 6 0.296397 0.129166 0.272910 11.00000 0.05797 0.06117 =
0.07127 0.02378 -0.02751 -0.02949
AFIX 147
H1A 2 0.243855 0.155254 0.248013 11.00000 -1.50000
AFIX 0
C24 1 0.246749 0.046809 0.272144 11.00000 0.06574 0.05918 =
0.09290 -0.00940 0.00595 -0.02555
AFIX 137
H24A 2 0.254108 0.023270 0.236405 11.00000 -1.50000
H24B 2 0.135047 0.043884 0.280731 11.00000 -1.50000
H24C 2 0.315932 0.014947 0.298751 11.00000 -1.50000
AFIX 0
C25 1 0.486350 0.782309 0.305338 11.00000 0.07985 0.07168 =
0.05259 0.03077 0.01920 0.00529
AFIX 137
H25A 2 0.561897 0.780285 0.277941 11.00000 -1.50000
H25B 2 0.543901 0.798841 0.339758 11.00000 -1.50000
H25C 2 0.401403 0.822997 0.294783 11.00000 -1.50000
AFIX 0
HKLF 4
REM 21junb_a.res in P2(1)/n
REM R1 = 0.0486 for 6197 Fo > 4sig(Fo) and 0.0667 for all 7778 data
REM 360 parameters refined using 0 restraints
END
WGHT 0.0664 2.0152
REM Highest difference peak 0.592, deepest hole -0.821, 1-sigma level 0.093
Q1 1 1.1243 0.5583 0.4181 11.00000 0.05 0.59
Q2 1 1.2974 0.5951 0.4989 11.00000 0.05 0.47
Q3 1 1.2307 0.6844 0.3853 11.00000 0.05 0.41
Q4 1 0.6372 0.1769 0.3838 11.00000 0.05 0.39
Q5 1 0.6376 0.7261 0.4831 11.00000 0.05 0.38
;
_shelx_res_checksum 38936
_olex2_submission_special_instructions 'No special instructions were received'