#------------------------------------------------------------------------------
#$Date: 2015-07-03 10:29:35 +0300 (Fri, 03 Jul 2015) $
#$Revision: 139946 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/09/7220993.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_7220993
loop_
_publ_author_name
'Havlik, Ales'
'Lamač, Martin'
'Pinkas, Jiri'
'R°užička, Aleš'
'Horacek, Michal'
_publ_section_title
;
 Mixed Amido-cyclopentadienyl Group 4 Metal Complexes
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C5RA07742G
_journal_year                    2015
_chemical_formula_moiety         'C42 H60 Cl2 N2 Zr2'
_chemical_formula_sum            'C42 H60 Cl2 N2 Zr2'
_chemical_formula_weight         846.26
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-06-22 deposited with the CCDC.
2015-07-02 downloaded from the CCDC.
;
_cell_angle_alpha                113.719(6)
_cell_angle_beta                 103.394(5)
_cell_angle_gamma                98.566(5)
_cell_formula_units_Z            1
_cell_length_a                   10.2009(5)
_cell_length_b                   10.5211(7)
_cell_length_c                   10.6140(7)
_cell_measurement_reflns_used    20466
_cell_measurement_temperature    150(1)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      1
_cell_volume                     976.34(12)
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_collection
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_data_reduction        'COLLECT and DENZO'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      150(1)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0512
_diffrn_reflns_av_sigmaI/netI    0.0323
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            20373
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.13
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.702
_exptl_absorpt_correction_T_max  0.963
_exptl_absorpt_correction_T_min  0.877
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details
;
Gaussian integration (Coppens, 1970)
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.401
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         4457
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0274
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0251P)²+0.6391P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0591
_refine_ls_wR_factor_ref         0.0635
_reflns_number_gt                3929
_reflns_number_total             4457
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ra07742g2.cif
_cod_data_source_block           11
_cod_database_code               7220993
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Zr1 Zr 0.119707(18) 0.482912(19) 0.604244(19) 0.01251(6) Uani 1 1 d .
Cl1 Cl 0.10957(5) 0.57402(5) 0.84911(5) 0.02184(11) Uani 1 1 d .
N1 N 0.07509(16) 0.64042(16) 0.53169(17) 0.0146(3) Uani 1 1 d .
C3 C 0.2467(2) 0.2864(2) 0.5632(2) 0.0182(4) Uani 1 1 d .
C16 C 0.1599(2) 0.8974(2) 0.8351(2) 0.0189(4) Uani 1 1 d .
H16 H 0.0800 0.8124 0.7945 0.023 Uiso 1 1 d R
C11 C 0.2440(2) 0.8730(2) 0.7306(2) 0.0173(4) Uani 1 1 d .
C10 C 0.19604(19) 0.76001(19) 0.5859(2) 0.0143(4) Uani 1 1 d .
C12 C 0.3730(2) 0.9747(2) 0.7792(2) 0.0226(4) Uani 1 1 d .
H12 H 0.4056 1.0474 0.8745 0.027 Uiso 1 1 d R
C6 C 0.2268(2) 0.2708(2) 0.3075(2) 0.0279(5) Uani 1 1 d .
H6A H 0.2018 0.3346 0.2678 0.033 Uiso 1 1 d R
H6B H 0.1484 0.1883 0.2703 0.033 Uiso 1 1 d R
H6C H 0.3044 0.2400 0.2803 0.033 Uiso 1 1 d R
C2 C 0.2672(2) 0.3479(2) 0.4698(2) 0.0185(4) Uani 1 1 d .
C21 C 0.3268(2) 0.6242(2) 0.2572(2) 0.0282(5) Uani 1 1 d .
H21A H 0.3747 0.7060 0.2507 0.034 Uiso 1 1 d R
H21B H 0.2824 0.5456 0.1614 0.034 Uiso 1 1 d R
H21C H 0.3929 0.5959 0.3139 0.034 Uiso 1 1 d R
C5 C 0.38045(19) 0.5217(2) 0.7065(2) 0.0173(4) Uani 1 1 d .
C15 C 0.2749(2) 0.7645(2) 0.4918(2) 0.0159(4) Uani 1 1 d .
C4 C 0.3167(2) 0.3934(2) 0.7086(2) 0.0184(4) Uani 1 1 d .
C9 C 0.4683(2) 0.6604(2) 0.8363(2) 0.0230(4) Uani 1 1 d .
H9A H 0.5610 0.6520 0.8693 0.028 Uiso 1 1 d R
H9B H 0.4274 0.6799 0.9127 0.028 Uiso 1 1 d R
H9C H 0.4728 0.7378 0.8101 0.028 Uiso 1 1 d R
C14 C 0.4025(2) 0.8681(2) 0.5477(2) 0.0217(4) Uani 1 1 d .
H14 H 0.4548 0.8681 0.4866 0.026 Uiso 1 1 d R
C17 C 0.1048(2) 1.0293(2) 0.8525(3) 0.0276(5) Uani 1 1 d .
H17A H 0.1820 1.1144 0.8971 0.033 Uiso 1 1 d R
H17B H 0.0457 1.0399 0.9124 0.033 Uiso 1 1 d R
H17C H 0.0519 1.0161 0.7585 0.033 Uiso 1 1 d R
C1 C 0.3485(2) 0.4933(2) 0.5594(2) 0.0182(4) Uani 1 1 d .
H1 H 0.3762 0.5591 0.5264 0.022 Uiso 1 1 d R
C7 C 0.1740(2) 0.1328(2) 0.5190(3) 0.0286(5) Uani 1 1 d .
H7A H 0.2163 0.1054 0.5914 0.034 Uiso 1 1 d R
H7B H 0.1820 0.0707 0.4273 0.034 Uiso 1 1 d R
H7C H 0.0769 0.1241 0.5102 0.034 Uiso 1 1 d R
C19 C 0.2168(2) 0.6646(2) 0.3303(2) 0.0186(4) Uani 1 1 d .
H19 H 0.1559 0.5754 0.3163 0.022 Uiso 1 1 d R
C8 C 0.3296(2) 0.3698(2) 0.8408(2) 0.0261(5) Uani 1 1 d .
H8A H 0.3917 0.3102 0.8444 0.031 Uiso 1 1 d R
H8B H 0.2390 0.3228 0.8358 0.031 Uiso 1 1 d R
H8C H 0.3662 0.4609 0.9266 0.031 Uiso 1 1 d R
C20 C 0.1264(2) 0.7348(2) 0.2562(2) 0.0257(5) Uani 1 1 d .
H20A H 0.0528 0.7533 0.2976 0.031 Uiso 1 1 d R
H20B H 0.0863 0.6711 0.1540 0.031 Uiso 1 1 d R
H20C H 0.1833 0.8240 0.2707 0.031 Uiso 1 1 d R
C18 C 0.2458(2) 0.9227(2) 0.9868(2) 0.0244(4) Uani 1 1 d .
H18A H 0.2935 0.8489 0.9774 0.029 Uiso 1 1 d R
H18B H 0.1842 0.9194 1.0421 0.029 Uiso 1 1 d R
H18C H 0.3132 1.0155 1.0358 0.029 Uiso 1 1 d R
C13 C 0.4529(2) 0.9707(2) 0.6911(2) 0.0251(5) Uani 1 1 d .
H13 H 0.5404 1.0365 0.7277 0.030 Uiso 1 1 d R
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.062
-1 0 0 0.117
0 -1 0 0.065
0 1 0 0.071
0 0 -1 0.026
0 0 1 0.024
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
N1 Zr1 N1 85.78(6) 2_566 .
N1 Zr1 Cl1 107.22(5) 2_566 .
N1 Zr1 Cl1 106.25(4) . .
N1 Zr1 C1 129.95(6) 2_566 .
N1 Zr1 C1 93.92(6) . .
Cl1 Zr1 C1 120.60(5) . .
N1 Zr1 C2 100.64(6) 2_566 .
N1 Zr1 C2 109.18(6) . .
Cl1 Zr1 C2 136.00(5) . .
C1 Zr1 C2 33.02(6) . .
N1 Zr1 C5 152.58(6) 2_566 .
N1 Zr1 C5 111.61(6) . .
Cl1 Zr1 C5 88.66(5) . .
C1 Zr1 C5 32.70(6) . .
C2 Zr1 C5 54.42(6) . .
N1 Zr1 C3 99.14(6) 2_566 .
N1 Zr1 C3 141.77(6) . .
Cl1 Zr1 C3 108.26(5) . .
C1 Zr1 C3 54.12(6) . .
C2 Zr1 C3 32.60(6) . .
C5 Zr1 C3 53.99(6) . .
N1 Zr1 C4 126.04(6) 2_566 .
N1 Zr1 C4 143.89(6) . .
Cl1 Zr1 C4 82.16(5) . .
C1 Zr1 C4 53.78(6) . .
C2 Zr1 C4 53.86(6) . .
C5 Zr1 C4 32.42(6) . .
C3 Zr1 C4 32.31(6) . .
N1 Zr1 Zr1 44.49(4) 2_566 2_566
N1 Zr1 Zr1 41.30(4) . 2_566
Cl1 Zr1 Zr1 113.113(16) . 2_566
C1 Zr1 Zr1 118.22(5) . 2_566
C2 Zr1 Zr1 110.67(5) . 2_566
C5 Zr1 Zr1 147.80(5) . 2_566
C3 Zr1 Zr1 131.08(5) . 2_566
C4 Zr1 Zr1 163.14(5) . 2_566
C10 N1 Zr1 153.06(13) . 2_566
C10 N1 Zr1 111.79(11) . .
Zr1 N1 Zr1 94.22(6) 2_566 .
C4 C3 C2 107.93(17) . .
C4 C3 C7 124.86(19) . .
C2 C3 C7 127.06(19) . .
C4 C3 Zr1 74.22(11) . .
C2 C3 Zr1 72.50(11) . .
C7 C3 Zr1 122.65(14) . .
C11 C16 C17 109.63(17) . .
C11 C16 C18 113.06(17) . .
C17 C16 C18 108.08(17) . .
C11 C16 H16 108.6 . .
C17 C16 H16 108.7 . .
C18 C16 H16 108.6 . .
C12 C11 C10 118.91(18) . .
C12 C11 C16 116.84(17) . .
C10 C11 C16 124.14(17) . .
C11 C10 C15 117.98(17) . .
C11 C10 N1 123.18(17) . .
C15 C10 N1 118.81(16) . .
C13 C12 C11 122.22(19) . .
C13 C12 H12 118.8 . .
C11 C12 H12 119.0 . .
C2 C6 H6A 109.6 . .
C2 C6 H6B 109.4 . .
H6A C6 H6B 109.5 . .
C2 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
C3 C2 C1 107.31(17) . .
C3 C2 C6 126.84(19) . .
C1 C2 C6 125.46(19) . .
C3 C2 Zr1 74.90(11) . .
C1 C2 Zr1 72.33(11) . .
C6 C2 Zr1 123.90(14) . .
C19 C21 H21A 109.4 . .
C19 C21 H21B 109.7 . .
H21A C21 H21B 109.5 . .
C19 C21 H21C 109.3 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
C1 C5 C4 107.23(17) . .
C1 C5 C9 126.48(18) . .
C4 C5 C9 126.28(18) . .
C1 C5 Zr1 71.84(11) . .
C4 C5 Zr1 74.72(11) . .
C9 C5 Zr1 120.10(13) . .
C14 C15 C10 119.62(18) . .
C14 C15 C19 119.44(17) . .
C10 C15 C19 120.81(17) . .
C3 C4 C5 108.51(17) . .
C3 C4 C8 125.11(18) . .
C5 C4 C8 126.23(18) . .
C3 C4 Zr1 73.48(11) . .
C5 C4 Zr1 72.86(11) . .
C8 C4 Zr1 123.23(14) . .
C5 C9 H9A 109.3 . .
C5 C9 H9B 109.6 . .
H9A C9 H9B 109.5 . .
C5 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C13 C14 C15 121.56(19) . .
C13 C14 H14 119.3 . .
C15 C14 H14 119.1 . .
C16 C17 H17A 109.7 . .
C16 C17 H17B 109.4 . .
H17A C17 H17B 109.5 . .
C16 C17 H17C 109.3 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C5 C1 C2 109.01(17) . .
C5 C1 Zr1 75.47(11) . .
C2 C1 Zr1 74.65(11) . .
C5 C1 H1 125.5 . .
C2 C1 H1 125.5 . .
Zr1 C1 H1 116.4 . .
C3 C7 H7A 109.5 . .
C3 C7 H7B 109.6 . .
H7A C7 H7B 109.5 . .
C3 C7 H7C 109.3 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C15 C19 C21 114.79(17) . .
C15 C19 C20 108.69(16) . .
C21 C19 C20 109.66(17) . .
C15 C19 H19 107.8 . .
C21 C19 H19 107.8 . .
C20 C19 H19 107.9 . .
C4 C8 H8A 109.4 . .
C4 C8 H8B 109.4 . .
H8A C8 H8B 109.5 . .
C4 C8 H8C 109.6 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C19 C20 H20A 109.4 . .
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 . .
C16 C18 H18A 109.5 . .
C16 C18 H18B 109.4 . .
H18A C18 H18B 109.5 . .
C16 C18 H18C 109.6 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C12 C13 C14 119.26(19) . .
C12 C13 H13 120.4 . .
C14 C13 H13 120.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zr1 N1 2.0277(16) 2_566
Zr1 N1 2.1530(16) .
Zr1 Cl1 2.4153(5) .
Zr1 C1 2.4836(19) .
Zr1 C2 2.5136(19) .
Zr1 C5 2.5302(19) .
Zr1 C3 2.5446(19) .
Zr1 C4 2.5541(19) .
Zr1 Zr1 3.0641(4) 2_566
N1 C10 1.436(2) .
N1 Zr1 2.0276(16) 2_566
C3 C4 1.418(3) .
C3 C2 1.420(3) .
C3 C7 1.502(3) .
C16 C11 1.520(3) .
C16 C17 1.534(3) .
C16 C18 1.537(3) .
C16 H16 0.9800 .
C11 C12 1.401(3) .
C11 C10 1.421(3) .
C10 C15 1.431(3) .
C12 C13 1.368(3) .
C12 H12 0.9300 .
C6 C2 1.498(3) .
C6 H6A 0.9600 .
C6 H6B 0.9600 .
C6 H6C 0.9600 .
C2 C1 1.421(3) .
C21 C19 1.524(3) .
C21 H21A 0.9600 .
C21 H21B 0.9600 .
C21 H21C 0.9600 .
C5 C1 1.412(3) .
C5 C4 1.420(3) .
C5 C9 1.500(3) .
C15 C14 1.390(3) .
C15 C19 1.513(3) .
C4 C8 1.501(3) .
C9 H9A 0.9600 .
C9 H9B 0.9600 .
C9 H9C 0.9600 .
C14 C13 1.377(3) .
C14 H14 0.9300 .
C17 H17A 0.9600 .
C17 H17B 0.9600 .
C17 H17C 0.9600 .
C1 H1 0.9299 .
C7 H7A 0.9600 .
C7 H7B 0.9600 .
C7 H7C 0.9601 .
C19 C20 1.532(3) .
C19 H19 0.9800 .
C8 H8A 0.9600 .
C8 H8B 0.9600 .
C8 H8C 0.9600 .
C20 H20A 0.9600 .
C20 H20B 0.9599 .
C20 H20C 0.9599 .
C18 H18A 0.9600 .
C18 H18B 0.9600 .
C18 H18C 0.9600 .
C13 H13 0.9300 .
