#------------------------------------------------------------------------------
#$Date: 2020-12-19 04:20:30 +0100 (Sat 19 de Dec de 2020) $
#$Revision: 259992 $
#$URL: svn://www.crystallography.net/cod/cif/7/70/61/7706107.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7706107
loop_
_publ_author_name
'Komorski, Szymon'
'Leszczyński, Michał K'
'Justyniak, Iwona'
'Lewiński, Janusz'
_publ_section_title
;
 Structural diversity of ethylzinc derivatives of 3,5-substituted
 pyrazoles.
;
_journal_issue                   47
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              17388
_journal_page_last               17394
_journal_paper_doi               10.1039/d0dt03026k
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C26 H36 N4 O2 Zn2'
_chemical_formula_sum            'C26 H36 N4 O2 Zn2'
_chemical_formula_weight         567.39
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_Int_Tables_number      15
_audit_creation_date             2020-08-23
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-08-24 deposited with the CCDC.	2020-11-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.417(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.2907(9)
_cell_length_b                   16.3872(10)
_cell_length_c                   13.4133(11)
_cell_measurement_reflns_used    1978
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      28.0220
_cell_measurement_theta_min      3.5310
_cell_volume                     2547.9(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2974
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9835
_diffrn_measured_fraction_theta_max 0.9835
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      7.00  77.00   1.00   90.00    --   27.49  57.00 -30.00   70
  2  ω     43.00  84.00   1.00   90.00    --   27.49-119.00  91.00   41
  3  ω     12.00  88.00   1.00   90.00    --   27.49  77.00 150.00   76
  4  ω    -45.00  46.00   1.00   90.00    --   27.49 -77.00  30.00   91
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0303894000
_diffrn_orient_matrix_UB_12      -0.0298989000
_diffrn_orient_matrix_UB_13      -0.0185263000
_diffrn_orient_matrix_UB_21      -0.0208309000
_diffrn_orient_matrix_UB_22      -0.0307902000
_diffrn_orient_matrix_UB_23      0.0261196000
_diffrn_orient_matrix_UB_31      -0.0488859000
_diffrn_orient_matrix_UB_32      -0.0054432000
_diffrn_orient_matrix_UB_33      -0.0460527000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0454
_diffrn_reflns_av_unetI/netI     0.0553
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5259
_diffrn_reflns_theta_full        26.9978
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         3.22
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.913
_exptl_absorpt_correction_T_max  0.795
_exptl_absorpt_correction_T_min  0.582
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.4790
_exptl_crystal_description       plate
_exptl_crystal_F_000             1186.8169
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.5187
_refine_diff_density_min         -0.8272
_refine_diff_density_rms         0.1324
_refine_ls_d_res_high            0.7828
_refine_ls_d_res_low             6.3252
_refine_ls_goodness_of_fit_ref   1.0447
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    29
_refine_ls_number_parameters     155
_refine_ls_number_reflns         2737
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0447
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0564
_refine_ls_shift/su_max          0.0002
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1008P)²+0.4170P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1447
_refine_ls_wR_factor_ref         0.1602
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              14
_reflns_limit_h_min              -15
_reflns_limit_k_max              20
_reflns_limit_k_min              0
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                2281
_reflns_number_total             2737
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d0dt03026k2.cif
_cod_data_source_block           nowa
_cod_database_code               7706107
_chemical_oxdiff_formula         'C40 H30 N4 O4 Zn2'
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1a,H1b), C3(H3a,H3b), C4(H4a,H4b), C5(H5a,H5b), C6(H6a,H6b)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C9(H9), C10(H10), C11(H11), C12(H12)
2.c Idealised Me refined as rotating group:
 C2(H2a,H2b,H2c)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.911
_oxdiff_exptl_absorpt_empirical_full_min 0.479
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y,-z+1/2
3 -x,-y,-z
4 x,-y,z-1/2
5 x+1/2,y+1/2,z
6 -x+1/2,y+1/2,-z+1/2
7 -x+1/2,-y+1/2,-z
8 x+1/2,-y+1/2,z-1/2
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_refinement_flags_posn
C1 C 0.0046(3) 0.3099(2) 0.0985(3) 0.0321(7) Uani 1.000000 .
H1a H 0.0498(3) 0.3247(2) 0.1722(3) 0.0385(9) Uiso 1.000000 R
H1b H -0.0481(3) 0.2651(2) 0.1017(3) 0.0385(9) Uiso 1.000000 R
C2 C -0.0693(3) 0.3840(2) 0.0466(3) 0.0388(8) Uani 1.000000 .
H2a H -0.0188(3) 0.4292(5) 0.0424(17) 0.0582(12) Uiso 1.000000 GR
H2b H -0.1193(15) 0.3693(5) -0.0247(8) 0.0582(12) Uiso 1.000000 GR
H2c H -0.1167(16) 0.4007(9) 0.0890(11) 0.0582(12) Uiso 1.000000 GR
C3 C -0.0937(3) 0.2232(2) -0.1710(3) 0.0378(8) Uani 1.000000 .
H3a H -0.1111(3) 0.2080(2) -0.2462(3) 0.0454(10) Uiso 1.000000 R
H3b H -0.0932(3) 0.2834(2) -0.1654(3) 0.0454(10) Uiso 1.000000 R
C4 C -0.1820(3) 0.1866(2) -0.1276(3) 0.0398(8) Uani 1.000000 .
H4a H -0.2052(3) 0.2267(2) -0.0831(3) 0.0477(10) Uiso 1.000000 R
H4b H -0.2516(3) 0.1688(2) -0.1856(3) 0.0477(10) Uiso 1.000000 R
C5 C -0.1203(3) 0.1131(3) -0.0612(3) 0.0432(9) Uani 1.000000 .
H5a H -0.1044(3) 0.1231(3) 0.0152(3) 0.0518(11) Uiso 1.000000 R
H5b H -0.1672(3) 0.0629(3) -0.0820(3) 0.0518(11) Uiso 1.000000 R
C6 C -0.0091(3) 0.1063(2) -0.0862(3) 0.0419(9) Uani 1.000000 .
H6a H 0.0532(3) 0.0829(2) -0.0257(3) 0.0502(10) Uiso 1.000000 R
H6b H -0.0199(3) 0.0715(2) -0.1491(3) 0.0502(10) Uiso 1.000000 R
C7 C 0.1216(3) 0.4019(2) -0.1171(3) 0.0331(7) Uani 1.000000 .
H7 H 0.0552(3) 0.4266(2) -0.1089(3) 0.0397(9) Uiso 1.000000 R
C8 C 0.3216(3) 0.0707(2) 0.1868(2) 0.0312(7) Uani 1.000000 .
C9 C 0.3356(3) 0.0059(2) 0.2595(3) 0.0354(8) Uani 1.000000 .
H9 H 0.3973(3) -0.0318(2) 0.2712(3) 0.0424(9) Uiso 1.000000 R
C10 C 0.2582(3) -0.0012(2) 0.3129(3) 0.0368(8) Uani 1.000000 .
H10 H 0.2666(3) -0.0442(2) 0.3623(3) 0.0441(9) Uiso 1.000000 R
C11 C 0.1660(3) 0.0549(2) 0.2951(3) 0.0365(8) Uani 1.000000 .
H11 H 0.1133(3) 0.0481(2) 0.3327(3) 0.0438(9) Uiso 1.000000 R
C12 C 0.1503(3) 0.1186(2) 0.2256(3) 0.0352(8) Uani 1.000000 .
H12 H 0.0886(3) 0.1562(2) 0.2151(3) 0.0422(9) Uiso 1.000000 R
C13 C 0.2296(3) 0.1263(2) 0.1697(3) 0.0309(7) Uani 1.000000 .
N1 N 0.1747(2) 0.33636(17) -0.0646(2) 0.0316(6) Uani 1.000000 .
N2 N 0.2325(2) 0.18287(18) 0.0955(2) 0.0316(6) Uani 1.000000 .
O1 O 0.0174(2) 0.18937(15) -0.10630(18) 0.0350(6) Uani 1.000000 .
Zn1 Zn 0.11313(3) 0.26732(2) 0.02997(3) 0.0307(2) Uani 1.000000 .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Zn 0.31207 1.46666 14.07430 7.03180 5.16520 2.41000 3.26550 0.23330 10.31630
58.70970 1.30410003662
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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
Zn1 C1 C2 117.1(2) . . ?
O1 C3 C4 105.6(3) . . ?
C5 C4 C3 104.7(3) . . ?
C6 C5 C4 103.7(3) . . ?
O1 C6 C5 104.3(3) . . ?
N1 C7 C8 110.1(3) . 7 ?
C9 C8 C7 136.3(3) . 7 ?
C13 C8 C7 103.4(3) . 7 ?
C13 C8 C9 120.3(3) . . ?
C10 C9 C8 118.5(3) . . ?
C11 C10 C9 120.8(3) . . ?
C12 C11 C10 122.2(3) . . ?
C13 C12 C11 117.4(3) . . ?
C12 C13 C8 120.8(3) . . ?
N2 C13 C8 110.0(3) . . ?
N2 C13 C12 129.2(3) . . ?
N2 N1 C7 109.6(3) 7 . ?
Zn1 N1 C7 124.3(2) . . ?
Zn1 N1 N2 125.6(2) . 7 ?
N1 N2 C13 106.8(3) 7 . ?
Zn1 N2 C13 126.6(2) . . ?
Zn1 N2 N1 126.0(2) . 7 ?
C6 O1 C3 104.1(3) . . ?
Zn1 O1 C3 113.9(2) . . ?
Zn1 O1 C6 118.6(2) . . ?
N1 Zn1 C1 122.90(13) . . ?
N2 Zn1 C1 123.34(13) . . ?
N2 Zn1 N1 106.86(11) . . ?
O1 Zn1 C1 109.31(12) . . ?
O1 Zn1 N1 90.69(10) . . ?
O1 Zn1 N2 94.28(10) . . ?
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
C1 C2 1.537(5) . ?
C1 Zn1 1.981(3) . ?
C3 C4 1.516(5) . ?
C3 O1 1.462(4) . ?
C4 C5 1.539(5) . ?
C5 C6 1.516(6) . ?
C6 O1 1.446(4) . ?
C7 C8 1.413(5) 7 ?
C7 N1 1.330(4) . ?
C8 C9 1.412(5) . ?
C8 C13 1.410(5) . ?
C9 C10 1.373(5) . ?
C10 C11 1.417(5) . ?
C11 C12 1.370(5) . ?
C12 C13 1.419(5) . ?
C13 N2 1.370(4) . ?
N1 N2 1.373(4) 7 ?
N1 Zn1 2.025(3) . ?
N2 Zn1 1.996(3) . ?
O1 Zn1 2.220(2) . ?
